data_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H20 N4 O2' _chemical_formula_sum 'C17 H20 N4 O2' _chemical_formula_weight 312.37 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2/n _symmetry_space_group_name_Hall '-P 2yac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 9.8973(9) _cell_length_b 7.4957(4) _cell_length_c 21.100(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.407(7) _cell_angle_gamma 90.00 _cell_volume 1562.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6134 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 25.9 _exptl_crystal_description parallelogram _exptl_crystal_colour colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 0.090 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details . _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 11340 _diffrn_reflns_av_R_equivalents 0.0925 _diffrn_reflns_av_sigmaI/netI 0.0802 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 25.65 _reflns_number_total 2914 _reflns_number_gt 1922 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0467P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0094(15) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2914 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0787 _refine_ls_R_factor_gt 0.0449 _refine_ls_wR_factor_ref 0.1026 _refine_ls_wR_factor_gt 0.0930 _refine_ls_goodness_of_fit_ref 0.904 _refine_ls_restrained_S_all 0.904 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.78172(18) 0.3315(3) 0.60757(9) 0.0223(4) Uani 1 1 d . . . H1 H 0.8456 0.2537 0.6336 0.027 Uiso 1 1 calc R . . N1 N 0.80821(15) 0.5143(2) 0.62963(8) 0.0214(4) Uani 1 1 d . . . N2 N 0.90956(16) 0.5396(2) 0.67629(8) 0.0238(4) Uani 1 1 d . . . C3 C 0.9030(2) 0.7122(3) 0.69127(10) 0.0274(5) Uani 1 1 d . . . C4 C 0.7981(2) 0.7956(3) 0.65528(10) 0.0300(5) Uani 1 1 d . . . H4 H 0.7727 0.9176 0.6574 0.036 Uiso 1 1 calc R . . C5 C 0.73855(19) 0.6677(3) 0.61632(10) 0.0250(5) Uani 1 1 d . . . C6 C 1.0009(2) 0.7904(3) 0.74042(11) 0.0396(6) Uani 1 1 d . . . H6A H 1.0500 0.6942 0.7632 0.059 Uiso 1 1 calc R . . H6B H 0.9515 0.8613 0.7705 0.059 Uiso 1 1 calc R . . H6C H 1.0654 0.8671 0.7198 0.059 Uiso 1 1 calc R . . C7 C 0.6229(2) 0.6809(3) 0.56786(11) 0.0350(5) Uani 1 1 d . . . H7A H 0.6576 0.7028 0.5260 0.052 Uiso 1 1 calc R . . H7B H 0.5636 0.7794 0.5788 0.052 Uiso 1 1 calc R . . H7C H 0.5716 0.5690 0.5669 0.052 Uiso 1 1 calc R . . N11 N 0.81502(15) 0.3062(2) 0.54205(8) 0.0246(4) Uani 1 1 d . . . N12 N 0.72789(16) 0.3570(2) 0.49253(8) 0.0280(4) Uani 1 1 d . . . C13 C 0.7981(2) 0.3362(3) 0.44126(10) 0.0271(5) Uani 1 1 d . . . C14 C 0.9298(2) 0.2768(3) 0.45774(10) 0.0307(5) Uani 1 1 d . . . H14 H 0.9991 0.2535 0.4296 0.037 Uiso 1 1 calc R . . C15 C 0.93912(19) 0.2591(3) 0.52231(10) 0.0269(5) Uani 1 1 d . . . C16 C 0.7351(2) 0.3735(3) 0.37641(11) 0.0370(5) Uani 1 1 d . . . H16A H 0.7128 0.2606 0.3549 0.055 Uiso 1 1 calc R . . H16B H 0.7989 0.4408 0.3518 0.055 Uiso 1 1 calc R . . H16C H 0.6524 0.4436 0.3801 0.055 Uiso 1 1 calc R . . C17 C 1.0542(2) 0.2057(4) 0.56685(12) 0.0390(6) Uani 1 1 d . . . H17A H 1.0790 0.3057 0.5951 0.058 Uiso 1 1 calc R . . H17B H 1.1320 0.1729 0.5426 0.058 Uiso 1 1 calc R . . H17C H 1.0275 0.1034 0.5922 0.058 Uiso 1 1 calc R . . C21 C 0.63966(18) 0.2707(3) 0.62219(9) 0.0218(4) Uani 1 1 d . . . C22 C 0.59301(18) 0.3202(3) 0.68115(9) 0.0238(4) Uani 1 1 d . . . H22 H 0.6475 0.3945 0.7088 0.029 Uiso 1 1 calc R . . O23 O 0.41896(14) 0.3058(2) 0.75690(7) 0.0302(4) Uani 1 1 d . . . H23 H 0.478(3) 0.386(4) 0.7773(14) 0.051(8) Uiso 1 1 d . . . C23 C 0.46866(18) 0.2623(3) 0.69958(9) 0.0218(4) Uani 1 1 d . . . O24 O 0.26451(14) 0.0933(2) 0.67508(7) 0.0299(4) Uani 1 1 d . . . H24 H 0.227(3) 0.172(4) 0.7017(14) 0.055(8) Uiso 1 1 d . . . C24 C 0.38776(18) 0.1542(3) 0.65891(9) 0.0223(4) Uani 1 1 d . . . C25 C 0.43489(19) 0.1031(3) 0.60111(10) 0.0245(5) Uani 1 1 d . . . H25 H 0.3807 0.0285 0.5735 0.029 Uiso 1 1 calc R . . C26 C 0.5604(2) 0.1599(3) 0.58324(10) 0.0258(5) Uani 1 1 d . . . H26 H 0.5922 0.1221 0.5438 0.031 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0227(9) 0.0241(11) 0.0203(10) -0.0002(8) 0.0033(8) 0.0014(8) N1 0.0209(8) 0.0246(9) 0.0187(9) 0.0004(7) 0.0006(7) -0.0004(7) N2 0.0246(8) 0.0299(9) 0.0166(9) 0.0005(7) -0.0005(7) -0.0012(7) C3 0.0310(10) 0.0299(11) 0.0218(11) -0.0023(9) 0.0047(8) -0.0049(9) C4 0.0336(11) 0.0237(11) 0.0334(12) 0.0004(10) 0.0077(9) -0.0001(9) C5 0.0261(9) 0.0241(11) 0.0255(11) 0.0028(9) 0.0065(8) 0.0028(8) C6 0.0464(13) 0.0403(14) 0.0313(13) -0.0063(11) -0.0036(10) -0.0074(11) C7 0.0332(11) 0.0316(13) 0.0394(14) 0.0023(10) -0.0045(10) 0.0075(9) N11 0.0223(8) 0.0329(10) 0.0188(9) 0.0006(7) 0.0024(7) 0.0015(7) N12 0.0261(8) 0.0370(10) 0.0208(9) 0.0010(8) 0.0004(7) 0.0008(8) C13 0.0324(10) 0.0276(11) 0.0216(11) -0.0005(9) 0.0049(9) -0.0024(9) C14 0.0298(10) 0.0359(13) 0.0273(12) -0.0044(10) 0.0091(9) -0.0018(9) C15 0.0232(9) 0.0282(11) 0.0295(11) -0.0048(9) 0.0037(8) 0.0006(8) C16 0.0425(12) 0.0428(14) 0.0256(12) 0.0022(10) 0.0025(10) -0.0040(11) C17 0.0257(10) 0.0549(16) 0.0364(13) -0.0015(12) 0.0023(9) 0.0097(10) C21 0.0207(9) 0.0240(10) 0.0209(10) 0.0030(8) 0.0023(7) 0.0018(8) C22 0.0240(9) 0.0272(11) 0.0200(10) -0.0010(8) -0.0011(8) -0.0010(8) O23 0.0292(7) 0.0398(9) 0.0221(8) -0.0075(7) 0.0070(6) -0.0084(7) C23 0.0249(9) 0.0230(10) 0.0177(9) 0.0004(8) 0.0036(8) 0.0029(8) O24 0.0250(7) 0.0344(9) 0.0310(9) -0.0042(7) 0.0062(6) -0.0051(6) C24 0.0225(9) 0.0213(10) 0.0228(11) 0.0031(8) -0.0010(8) 0.0012(8) C25 0.0266(10) 0.0245(11) 0.0221(11) -0.0032(8) -0.0014(8) -0.0025(8) C26 0.0293(10) 0.0269(11) 0.0214(11) -0.0013(9) 0.0044(8) 0.0030(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N11 1.453(2) . ? C1 N1 1.466(3) . ? C1 C21 1.527(2) . ? C1 H1 1.0000 . ? N1 C5 1.361(3) . ? N1 N2 1.376(2) . ? N2 C3 1.334(3) . ? C3 C4 1.397(3) . ? C3 C6 1.496(3) . ? C4 C5 1.372(3) . ? C4 H4 0.9500 . ? C5 C7 1.492(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? N11 C15 1.367(2) . ? N11 N12 1.369(2) . ? N12 C13 1.330(2) . ? C13 C14 1.401(3) . ? C13 C16 1.496(3) . ? C14 C15 1.367(3) . ? C14 H14 0.9500 . ? C15 C17 1.488(3) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21 C26 1.380(3) . ? C21 C22 1.402(3) . ? C22 C23 1.383(3) . ? C22 H22 0.9500 . ? O23 C23 1.372(2) . ? O23 H23 0.92(3) . ? C23 C24 1.397(3) . ? O24 C24 1.365(2) . ? O24 H24 0.91(3) . ? C24 C25 1.385(3) . ? C25 C26 1.387(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N11 C1 N1 112.19(15) . . ? N11 C1 C21 114.65(16) . . ? N1 C1 C21 111.35(15) . . ? N11 C1 H1 106.0 . . ? N1 C1 H1 106.0 . . ? C21 C1 H1 106.0 . . ? C5 N1 N2 111.73(16) . . ? C5 N1 C1 130.19(17) . . ? N2 N1 C1 117.68(15) . . ? C3 N2 N1 105.01(16) . . ? N2 C3 C4 110.49(19) . . ? N2 C3 C6 120.4(2) . . ? C4 C3 C6 129.1(2) . . ? C5 C4 C3 106.97(19) . . ? C5 C4 H4 126.5 . . ? C3 C4 H4 126.5 . . ? N1 C5 C4 105.79(18) . . ? N1 C5 C7 123.74(18) . . ? C4 C5 C7 130.47(19) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C15 N11 N12 112.10(16) . . ? C15 N11 C1 125.63(17) . . ? N12 N11 C1 121.46(15) . . ? C13 N12 N11 104.61(15) . . ? N12 C13 C14 111.03(19) . . ? N12 C13 C16 120.83(18) . . ? C14 C13 C16 128.13(18) . . ? C15 C14 C13 106.56(17) . . ? C15 C14 H14 126.7 . . ? C13 C14 H14 126.7 . . ? C14 C15 N11 105.67(18) . . ? C14 C15 C17 131.27(18) . . ? N11 C15 C17 123.04(18) . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 118.83(17) . . ? C26 C21 C1 123.84(17) . . ? C22 C21 C1 117.13(17) . . ? C23 C22 C21 120.79(18) . . ? C23 C22 H22 119.6 . . ? C21 C22 H22 119.6 . . ? C23 O23 H23 108.4(17) . . ? O23 C23 C22 123.03(18) . . ? O23 C23 C24 117.19(16) . . ? C22 C23 C24 119.78(17) . . ? C24 O24 H24 110.2(18) . . ? O24 C24 C25 118.70(18) . . ? O24 C24 C23 121.92(17) . . ? C25 C24 C23 119.36(17) . . ? C24 C25 C26 120.56(19) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C21 C26 C25 120.64(18) . . ? C21 C26 H26 119.7 . . ? C25 C26 H26 119.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C1 N1 C5 74.5(2) . . . . ? C21 C1 N1 C5 -55.5(2) . . . . ? N11 C1 N1 N2 -113.46(17) . . . . ? C21 C1 N1 N2 116.51(17) . . . . ? C5 N1 N2 C3 -0.78(19) . . . . ? C1 N1 N2 C3 -174.25(15) . . . . ? N1 N2 C3 C4 0.7(2) . . . . ? N1 N2 C3 C6 -178.97(17) . . . . ? N2 C3 C4 C5 -0.4(2) . . . . ? C6 C3 C4 C5 179.2(2) . . . . ? N2 N1 C5 C4 0.6(2) . . . . ? C1 N1 C5 C4 173.00(17) . . . . ? N2 N1 C5 C7 -179.88(17) . . . . ? C1 N1 C5 C7 -7.5(3) . . . . ? C3 C4 C5 N1 -0.1(2) . . . . ? C3 C4 C5 C7 -179.6(2) . . . . ? N1 C1 N11 C15 87.8(2) . . . . ? C21 C1 N11 C15 -143.89(19) . . . . ? N1 C1 N11 N12 -81.1(2) . . . . ? C21 C1 N11 N12 47.2(2) . . . . ? C15 N11 N12 C13 1.7(2) . . . . ? C1 N11 N12 C13 171.96(17) . . . . ? N11 N12 C13 C14 -1.4(2) . . . . ? N11 N12 C13 C16 178.13(19) . . . . ? N12 C13 C14 C15 0.6(3) . . . . ? C16 C13 C14 C15 -178.9(2) . . . . ? C13 C14 C15 N11 0.4(2) . . . . ? C13 C14 C15 C17 -178.2(2) . . . . ? N12 N11 C15 C14 -1.3(2) . . . . ? C1 N11 C15 C14 -171.11(19) . . . . ? N12 N11 C15 C17 177.4(2) . . . . ? C1 N11 C15 C17 7.6(3) . . . . ? N11 C1 C21 C26 16.3(3) . . . . ? N1 C1 C21 C26 145.0(2) . . . . ? N11 C1 C21 C22 -168.95(17) . . . . ? N1 C1 C21 C22 -40.2(2) . . . . ? C26 C21 C22 C23 -1.3(3) . . . . ? C1 C21 C22 C23 -176.34(18) . . . . ? C21 C22 C23 O23 179.48(19) . . . . ? C21 C22 C23 C24 -0.5(3) . . . . ? O23 C23 C24 O24 -0.2(3) . . . . ? C22 C23 C24 O24 179.79(18) . . . . ? O23 C23 C24 C25 -178.48(18) . . . . ? C22 C23 C24 C25 1.5(3) . . . . ? O24 C24 C25 C26 -179.06(18) . . . . ? C23 C24 C25 C26 -0.7(3) . . . . ? C22 C21 C26 C25 2.1(3) . . . . ? C1 C21 C26 C25 176.79(19) . . . . ? C24 C25 C26 C21 -1.1(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O23 H23 N2 0.92(3) 1.85(3) 2.767(2) 176(3) 2_656 O24 H24 O23 0.91(3) 2.00(3) 2.864(2) 158(3) 2_556 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.190 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.049 data_8 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C30 H40 N5 O2, N O3, 1.5(H2 O)' _chemical_formula_sum 'C30 H43 N6 O6.50' _chemical_formula_weight 591.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M I41/a _symmetry_space_group_name_Hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y+3/4, x+1/4, z+1/4' '-x+1/2, -y, z+1/2' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-y+5/4, x+3/4, z+3/4' '-x+1, -y+1/2, z+1' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'y-3/4, -x-1/4, -z-1/4' 'x-1/2, y, -z-1/2' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' 'x, y+1/2, -z' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 34.6611(4) _cell_length_b 34.6611(4) _cell_length_c 22.3350(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 26833.1(6) _cell_formula_units_Z 32 _cell_measurement_temperature 193(2) _cell_measurement_reflns_used 172686 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 67.66 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.172 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 10144 _exptl_absorpt_coefficient_mu 0.684 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min . _exptl_absorpt_correction_T_max . _exptl_absorpt_process_details . _exptl_special_details ; ; ; _diffrn_ambient_temperature 193(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 244174 _diffrn_reflns_av_R_equivalents 0.1571 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 63.68 _reflns_number_total 11025 _reflns_number_gt 7870 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00029(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 11025 _refine_ls_number_parameters 770 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1308 _refine_ls_R_factor_gt 0.1109 _refine_ls_wR_factor_ref 0.3694 _refine_ls_wR_factor_gt 0.3432 _refine_ls_goodness_of_fit_ref 1.533 _refine_ls_restrained_S_all 1.533 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.41955(11) 0.95893(12) 0.95222(18) 0.0602(9) Uani 1 1 d . . . H1 H 0.4086 0.9586 0.9936 0.072 Uiso 1 1 calc R . . N1 N 0.44475(10) 0.92518(10) 0.94632(16) 0.0641(9) Uani 1 1 d . . . N2 N 0.43476(12) 0.89312(12) 0.9781(2) 0.0792(11) Uani 1 1 d . . . C3 C 0.45697(15) 0.86518(15) 0.9562(3) 0.0854(15) Uani 1 1 d . . . C4 C 0.48071(16) 0.87925(17) 0.9118(3) 0.0920(17) Uani 1 1 d . . . H4 H 0.4995 0.8651 0.8899 0.110 Uiso 1 1 calc R . . C5 C 0.47198(13) 0.91805(16) 0.9051(2) 0.0778(13) Uani 1 1 d . . . H5 H 0.4829 0.9357 0.8773 0.093 Uiso 1 1 calc R . . C6 C 0.4523(2) 0.82424(17) 0.9797(4) 0.119(3) Uani 1 1 d . . . C7 C 0.4907(4) 0.8054(4) 0.9732(14) 0.42(2) Uani 1 1 d . . . H7A H 0.5097 0.8190 0.9979 0.625 Uiso 1 1 calc R . . H7B H 0.4987 0.8063 0.9312 0.625 Uiso 1 1 calc R . . H7C H 0.4890 0.7784 0.9863 0.625 Uiso 1 1 calc R . . C8 C 0.4239(5) 0.8039(3) 0.9407(6) 0.212(6) Uani 1 1 d . . . H8A H 0.3991 0.8175 0.9420 0.318 Uiso 1 1 calc R . . H8B H 0.4204 0.7774 0.9551 0.318 Uiso 1 1 calc R . . H8C H 0.4335 0.8034 0.8995 0.318 Uiso 1 1 calc R . . C9 C 0.4324(5) 0.8233(3) 1.0423(6) 0.227(7) Uani 1 1 d . . . H9A H 0.4074 0.8364 1.0399 0.340 Uiso 1 1 calc R . . H9B H 0.4488 0.8366 1.0715 0.340 Uiso 1 1 calc R . . H9C H 0.4286 0.7965 1.0547 0.340 Uiso 1 1 calc R . . N11 N 0.44219(9) 0.99399(10) 0.94606(15) 0.0609(8) Uani 1 1 d . . . N12 N 0.45544(10) 1.00496(11) 0.89144(15) 0.0652(9) Uani 1 1 d . . . C13 C 0.47542(12) 1.03757(13) 0.9021(2) 0.0666(10) Uani 1 1 d . . . C14 C 0.47488(13) 1.04647(14) 0.9637(2) 0.0694(11) Uani 1 1 d . . . H14 H 0.4869 1.0678 0.9828 0.083 Uiso 1 1 calc R . . C15 C 0.45358(12) 1.01821(13) 0.99036(19) 0.0647(10) Uani 1 1 d . . . H15 H 0.4478 1.0159 1.0318 0.078 Uiso 1 1 calc R . . C16 C 0.49605(14) 1.05748(16) 0.8511(2) 0.0811(13) Uani 1 1 d . . . C17 C 0.5284(3) 1.0301(3) 0.8281(5) 0.175(5) Uani 1 1 d . . . H17A H 0.5169 1.0059 0.8143 0.262 Uiso 1 1 calc R . . H17B H 0.5465 1.0248 0.8607 0.262 Uiso 1 1 calc R . . H17C H 0.5421 1.0425 0.7949 0.262 Uiso 1 1 calc R . . C18 C 0.5166(4) 1.0917(4) 0.8733(5) 0.228(8) Uani 1 1 d . . . H18A H 0.5333 1.0844 0.9068 0.342 Uiso 1 1 calc R . . H18B H 0.4978 1.1110 0.8868 0.342 Uiso 1 1 calc R . . H18C H 0.5323 1.1026 0.8410 0.342 Uiso 1 1 calc R . . C19 C 0.4692(3) 1.0631(3) 0.8003(3) 0.142(3) Uani 1 1 d . . . H19A H 0.4579 1.0382 0.7890 0.213 Uiso 1 1 calc R . . H19B H 0.4833 1.0738 0.7662 0.213 Uiso 1 1 calc R . . H19C H 0.4487 1.0809 0.8122 0.213 Uiso 1 1 calc R . . C21 C 0.38600(11) 0.95717(11) 0.90854(16) 0.0562(9) Uani 1 1 d . . . C22 C 0.37726(11) 0.92314(11) 0.87797(17) 0.0565(9) Uani 1 1 d . . . H22 H 0.3936 0.9014 0.8832 0.068 Uiso 1 1 calc R . . C23 C 0.34604(11) 0.91983(11) 0.84069(17) 0.0566(9) Uani 1 1 d . . . O23 O 0.34071(8) 0.88598(8) 0.81149(14) 0.0680(8) Uani 1 1 d . . . H23 H 0.3173 0.8834 0.8028 0.102 Uiso 1 1 calc R . . C24 C 0.32094(11) 0.95108(11) 0.83316(17) 0.0545(9) Uani 1 1 d . . . O24 O 0.28984(8) 0.94537(8) 0.79670(13) 0.0644(7) Uani 1 1 d . . . H24 H 0.2759 0.9652 0.7969 0.097 Uiso 1 1 calc R . . C25 C 0.32846(11) 0.98496(11) 0.86287(18) 0.0574(9) Uani 1 1 d . . . H25 H 0.3117 1.0064 0.8582 0.069 Uiso 1 1 calc R . . C26 C 0.36061(11) 0.98796(11) 0.89983(17) 0.0562(9) Uani 1 1 d . . . N31 N 0.36618(9) 1.02514(9) 0.92978(14) 0.0572(8) Uani 1 1 d . . . C32 C 0.37998(13) 1.05529(12) 0.89922(18) 0.0648(10) Uani 1 1 d . . . H32 H 0.3866 1.0523 0.8582 0.078 Uiso 1 1 calc R . . C33 C 0.38470(15) 1.09032(13) 0.9262(2) 0.0730(11) Uani 1 1 d . . . H33 H 0.3946 1.1114 0.9038 0.088 Uiso 1 1 calc R . . C34 C 0.37510(12) 1.09551(13) 0.9864(2) 0.0662(10) Uani 1 1 d . . . C35 C 0.36031(13) 1.06376(13) 1.0167(2) 0.0679(11) Uani 1 1 d . . . H35 H 0.3531 1.0660 1.0575 0.082 Uiso 1 1 calc R . . C36 C 0.35609(12) 1.02919(13) 0.98777(18) 0.0631(10) Uani 1 1 d . . . H36 H 0.3459 1.0077 1.0089 0.076 Uiso 1 1 calc R . . C37 C 0.38039(16) 1.13423(14) 1.0178(2) 0.0812(13) Uani 1 1 d . . . C38 C 0.4029(3) 1.1273(2) 1.0762(4) 0.151(4) Uani 1 1 d . . . H38A H 0.4064 1.1519 1.0972 0.227 Uiso 1 1 calc R . . H38B H 0.4282 1.1162 1.0668 0.227 Uiso 1 1 calc R . . H38C H 0.3885 1.1095 1.1018 0.227 Uiso 1 1 calc R . . C39 C 0.4016(3) 1.16266(19) 0.9789(4) 0.131(3) Uani 1 1 d . . . H39A H 0.4047 1.1871 1.0005 0.196 Uiso 1 1 calc R . . H39B H 0.3869 1.1671 0.9421 0.196 Uiso 1 1 calc R . . H39C H 0.4271 1.1523 0.9688 0.196 Uiso 1 1 calc R . . C40 C 0.3394(2) 1.1506(2) 1.0299(4) 0.134(3) Uani 1 1 d . . . H40A H 0.3416 1.1754 1.0507 0.201 Uiso 1 1 calc R . . H40B H 0.3249 1.1325 1.0549 0.201 Uiso 1 1 calc R . . H40C H 0.3259 1.1543 0.9918 0.201 Uiso 1 1 calc R . . N41 N 0.3641(2) 0.9585(2) 1.1149(4) 0.137(2) Uani 1 1 d . . . O41 O 0.3446(3) 0.9521(2) 1.1515(3) 0.222(5) Uani 1 1 d . . . O42 O 0.38058(14) 0.9231(3) 1.0783(2) 0.177(3) Uani 1 1 d . . . O43 O 0.3772(2) 0.99093(16) 1.1086(3) 0.157(3) Uani 1 1 d . . . C1A C 0.22919(12) 0.82868(11) 0.88462(19) 0.0602(9) Uani 1 1 d . . . H1A H 0.2194 0.8375 0.8448 0.072 Uiso 1 1 calc R . . N1A N 0.25137(10) 0.79333(9) 0.87537(15) 0.0610(8) Uani 1 1 d . . . N2A N 0.27508(9) 0.79099(9) 0.82717(15) 0.0595(8) Uani 1 1 d . . . C3A C 0.29210(12) 0.75649(11) 0.83137(19) 0.0599(9) Uani 1 1 d . . . C4A C 0.27888(14) 0.73736(13) 0.8827(2) 0.0753(12) Uani 1 1 d . . . H4A H 0.2865 0.7125 0.8961 0.090 Uiso 1 1 calc R . . C5A C 0.25322(14) 0.76095(13) 0.9093(2) 0.0743(12) Uani 1 1 d . . . H5A H 0.2392 0.7559 0.9449 0.089 Uiso 1 1 calc R . . C6A C 0.32201(12) 0.74360(12) 0.7866(2) 0.0650(10) Uani 1 1 d . . . C7A C 0.31658(17) 0.70026(15) 0.7740(3) 0.0889(15) Uani 1 1 d . . . H7A1 H 0.3356 0.6918 0.7444 0.133 Uiso 1 1 calc R . . H7A2 H 0.2905 0.6957 0.7585 0.133 Uiso 1 1 calc R . . H7A3 H 0.3201 0.6857 0.8112 0.133 Uiso 1 1 calc R . . C8A C 0.36201(15) 0.7498(2) 0.8128(3) 0.1040(19) Uani 1 1 d . . . H8A1 H 0.3815 0.7416 0.7837 0.156 Uiso 1 1 calc R . . H8A2 H 0.3647 0.7345 0.8495 0.156 Uiso 1 1 calc R . . H8A3 H 0.3656 0.7772 0.8221 0.156 Uiso 1 1 calc R . . C9A C 0.31798(17) 0.76483(17) 0.7272(2) 0.0880(15) Uani 1 1 d . . . H9A1 H 0.3376 0.7554 0.6991 0.132 Uiso 1 1 calc R . . H9A2 H 0.3215 0.7926 0.7336 0.132 Uiso 1 1 calc R . . H9A3 H 0.2922 0.7601 0.7105 0.132 Uiso 1 1 calc R . . N11A N 0.19616(9) 0.82093(10) 0.92278(15) 0.0592(8) Uani 1 1 d . . . N12A N 0.16185(10) 0.81105(10) 0.89749(15) 0.0609(8) Uani 1 1 d . . . C13A C 0.13791(12) 0.80599(11) 0.9437(2) 0.0623(10) Uani 1 1 d . . . C14A C 0.15702(13) 0.81267(14) 0.9986(2) 0.0719(11) Uani 1 1 d . . . H14A H 0.1463 0.8108 1.0377 0.086 Uiso 1 1 calc R . . C15A C 0.19423(14) 0.82232(14) 0.98386(19) 0.0685(11) Uani 1 1 d . . . H15A H 0.2145 0.8287 1.0107 0.082 Uiso 1 1 calc R . . C16A C 0.09595(13) 0.79638(14) 0.9348(2) 0.0741(12) Uani 1 1 d . . . C17A C 0.08737(18) 0.7886(3) 0.8699(3) 0.129(3) Uani 1 1 d . . . H17D H 0.0599 0.7826 0.8652 0.193 Uiso 1 1 calc R . . H17E H 0.1029 0.7667 0.8561 0.193 Uiso 1 1 calc R . . H17F H 0.0937 0.8115 0.8461 0.193 Uiso 1 1 calc R . . C18A C 0.07216(18) 0.8303(2) 0.9567(5) 0.133(3) Uani 1 1 d . . . H18D H 0.0447 0.8247 0.9510 0.200 Uiso 1 1 calc R . . H18E H 0.0791 0.8534 0.9339 0.200 Uiso 1 1 calc R . . H18F H 0.0773 0.8347 0.9993 0.200 Uiso 1 1 calc R . . C19A C 0.0859(2) 0.7609(2) 0.9707(5) 0.135(3) Uani 1 1 d . . . H19D H 0.0586 0.7546 0.9649 0.202 Uiso 1 1 calc R . . H19E H 0.0908 0.7658 1.0132 0.202 Uiso 1 1 calc R . . H19F H 0.1019 0.7392 0.9572 0.202 Uiso 1 1 calc R . . C21A C 0.25273(11) 0.86130(11) 0.91174(17) 0.0581(9) Uani 1 1 d . . . C22A C 0.28696(12) 0.85485(13) 0.94244(19) 0.0658(10) Uani 1 1 d . . . H22A H 0.2984 0.8300 0.9410 0.079 Uiso 1 1 calc R . . C23A C 0.30498(11) 0.88389(13) 0.97535(18) 0.0641(10) Uani 1 1 d . . . O23A O 0.33736(9) 0.87492(11) 1.00660(17) 0.0834(9) Uani 1 1 d . . . H23A H 0.3457 0.8948 1.0239 0.125 Uiso 1 1 calc R . . C24A C 0.28855(12) 0.92065(13) 0.97700(19) 0.0636(10) Uani 1 1 d . . . O24A O 0.30686(9) 0.94780(10) 1.01096(14) 0.0771(9) Uani 1 1 d . . . H24A H 0.2916 0.9662 1.0192 0.116 Uiso 1 1 d R . . C25A C 0.25538(12) 0.92812(12) 0.94335(19) 0.0628(10) Uani 1 1 d . . . H25A H 0.2450 0.9535 0.9418 0.075 Uiso 1 1 calc R . . C26A C 0.23785(11) 0.89864(11) 0.91249(17) 0.0573(9) Uani 1 1 d . . . N31A N 0.20236(9) 0.90695(9) 0.88058(15) 0.0586(8) Uani 1 1 d . . . C32A C 0.16928(14) 0.91191(14) 0.9109(2) 0.0722(12) Uani 1 1 d . . . H32A H 0.1695 0.9108 0.9534 0.087 Uiso 1 1 calc R . . C33A C 0.13513(14) 0.91855(14) 0.8816(2) 0.0766(12) Uani 1 1 d . . . H33A H 0.1121 0.9217 0.9040 0.092 Uiso 1 1 calc R . . C34A C 0.13372(14) 0.92075(13) 0.8196(2) 0.0716(11) Uani 1 1 d . . . C35A C 0.16932(14) 0.91586(16) 0.7894(2) 0.0762(12) Uani 1 1 d . . . H35A H 0.1700 0.9172 0.7469 0.091 Uiso 1 1 calc R . . C36A C 0.20245(12) 0.90924(13) 0.82018(18) 0.0647(10) Uani 1 1 d . . . H36A H 0.2260 0.9062 0.7990 0.078 Uiso 1 1 calc R . . C37A C 0.09702(16) 0.92797(19) 0.7851(3) 0.0947(16) Uani 1 1 d . . . C38A C 0.0918(2) 0.8964(3) 0.7393(4) 0.150(4) Uani 1 1 d . . . H38D H 0.0680 0.9009 0.7168 0.226 Uiso 1 1 calc R . . H38E H 0.0902 0.8714 0.7597 0.226 Uiso 1 1 calc R . . H38F H 0.1138 0.8963 0.7118 0.226 Uiso 1 1 calc R . . C39A C 0.06094(19) 0.9261(2) 0.8253(3) 0.120(2) Uani 1 1 d . . . H39D H 0.0379 0.9308 0.8011 0.179 Uiso 1 1 calc R . . H39E H 0.0628 0.9458 0.8567 0.179 Uiso 1 1 calc R . . H39F H 0.0592 0.9005 0.8437 0.179 Uiso 1 1 calc R . . C40A C 0.1003(3) 0.9687(4) 0.7595(8) 0.258(10) Uani 1 1 d . . . H40D H 0.0770 0.9747 0.7364 0.387 Uiso 1 1 calc R . . H40E H 0.1229 0.9702 0.7333 0.387 Uiso 1 1 calc R . . H40F H 0.1030 0.9872 0.7923 0.387 Uiso 1 1 calc R . . N41A N 0.22858(15) 0.91138(19) 0.6440(3) 0.1103(18) Uani 1 1 d . . . O41A O 0.2386(5) 0.9272(3) 0.6065(7) 0.355(11) Uani 1 1 d . . . O42A O 0.23140(18) 0.8771(2) 0.6548(3) 0.171(3) Uani 1 1 d . . . O43A O 0.1941(2) 0.9228(3) 0.6420(4) 0.179(3) Uani 1 1 d . . . O1W O 0.27695(10) 0.86041(9) 0.75771(14) 0.0772(9) Uani 1 1 d . . . H1WA H 0.2766 0.8400 0.7782 0.116 Uiso 1 1 d R . . H1WB H 0.2637 0.8651 0.7273 0.116 Uiso 1 1 d R . . O2W O 0.24387(10) 1.00840(10) 0.78782(17) 0.0849(10) Uani 1 1 d . . . H2WA H 0.2337 1.0066 0.7537 0.127 Uiso 1 1 d R . . H2WB H 0.2261 1.0073 0.8130 0.127 Uiso 1 1 d R . . O3W O 0.21189(17) 1.0027(2) 0.6821(3) 0.160(2) Uani 1 1 d . . . H3WA H 0.2070 0.9801 0.6708 0.240 Uiso 1 1 d R . . H3WB H 0.1938 1.0174 0.6720 0.240 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.050(2) 0.070(2) 0.061(2) -0.0053(18) -0.0040(16) 0.0055(18) N1 0.0602(19) 0.069(2) 0.0628(19) -0.0051(16) -0.0092(15) 0.0137(16) N2 0.077(2) 0.073(2) 0.088(3) 0.001(2) -0.017(2) 0.0140(19) C3 0.072(3) 0.075(3) 0.109(4) -0.014(3) -0.024(3) 0.018(2) C4 0.075(3) 0.095(4) 0.106(4) -0.034(3) -0.014(3) 0.028(3) C5 0.062(3) 0.094(3) 0.077(3) -0.017(2) -0.007(2) 0.015(2) C6 0.120(5) 0.066(3) 0.171(7) -0.007(4) -0.040(5) 0.022(3) C7 0.161(11) 0.128(9) 0.96(6) 0.17(2) 0.06(2) 0.079(8) C8 0.302(17) 0.139(8) 0.196(11) -0.004(8) -0.052(11) -0.096(10) C9 0.40(2) 0.101(6) 0.178(11) 0.054(7) -0.065(13) -0.024(9) N11 0.0544(17) 0.071(2) 0.0576(17) -0.0042(15) -0.0006(14) 0.0028(15) N12 0.0582(19) 0.077(2) 0.0601(19) -0.0116(16) 0.0010(15) -0.0055(16) C13 0.058(2) 0.073(3) 0.069(2) -0.008(2) -0.0035(18) 0.0002(19) C14 0.061(2) 0.072(3) 0.075(3) -0.012(2) -0.017(2) 0.003(2) C15 0.060(2) 0.074(3) 0.061(2) -0.0144(19) -0.0138(18) 0.012(2) C16 0.067(3) 0.093(3) 0.083(3) -0.004(3) 0.000(2) -0.017(2) C17 0.115(6) 0.213(11) 0.196(10) 0.067(8) 0.072(6) 0.020(6) C18 0.310(16) 0.257(14) 0.116(6) -0.005(7) 0.009(8) -0.204(13) C19 0.143(6) 0.190(8) 0.093(4) 0.039(5) -0.010(4) -0.059(6) C21 0.053(2) 0.062(2) 0.0540(19) 0.0035(16) 0.0002(15) 0.0050(16) C22 0.053(2) 0.058(2) 0.058(2) 0.0013(16) 0.0005(16) 0.0044(16) C23 0.051(2) 0.059(2) 0.059(2) -0.0003(16) 0.0015(16) -0.0018(16) O23 0.0640(16) 0.0580(16) 0.0818(19) -0.0074(13) -0.0056(14) -0.0025(13) C24 0.0511(19) 0.059(2) 0.0537(19) 0.0050(16) -0.0022(15) -0.0025(16) O24 0.0567(15) 0.0656(17) 0.0707(16) 0.0056(13) -0.0101(13) -0.0021(12) C25 0.053(2) 0.058(2) 0.062(2) 0.0049(17) -0.0026(16) 0.0051(16) C26 0.057(2) 0.057(2) 0.0537(19) 0.0006(16) 0.0006(16) 0.0023(16) N31 0.0549(17) 0.0597(18) 0.0570(17) 0.0010(14) -0.0036(14) 0.0050(14) C32 0.077(3) 0.060(2) 0.058(2) 0.0054(18) -0.0023(19) 0.0059(19) C33 0.090(3) 0.060(2) 0.069(2) 0.0048(19) -0.003(2) 0.006(2) C34 0.063(2) 0.065(2) 0.070(2) -0.0064(19) -0.0073(19) 0.0106(19) C35 0.071(3) 0.071(3) 0.063(2) -0.0080(19) 0.0037(19) -0.001(2) C36 0.063(2) 0.071(2) 0.056(2) -0.0021(18) 0.0097(17) -0.0023(19) C37 0.097(4) 0.060(3) 0.086(3) -0.008(2) -0.010(3) 0.009(2) C38 0.222(10) 0.108(5) 0.123(6) -0.023(4) -0.079(6) -0.008(6) C39 0.179(8) 0.072(4) 0.141(6) -0.023(4) 0.017(5) -0.020(4) C40 0.141(6) 0.095(4) 0.166(7) -0.044(5) 0.012(5) 0.038(4) N41 0.139(6) 0.158(7) 0.115(5) 0.031(4) 0.025(4) -0.026(5) O41 0.373(13) 0.155(6) 0.138(5) 0.015(4) 0.143(7) 0.062(6) O42 0.079(3) 0.359(11) 0.093(3) 0.041(5) -0.004(2) -0.040(4) O43 0.191(6) 0.102(3) 0.176(5) 0.058(4) -0.083(4) -0.048(4) C1A 0.062(2) 0.056(2) 0.063(2) 0.0008(17) 0.0075(17) 0.0044(17) N1A 0.066(2) 0.0533(17) 0.0635(18) 0.0014(14) 0.0141(15) 0.0059(14) N2A 0.0586(18) 0.0514(17) 0.0685(19) -0.0011(14) 0.0081(15) 0.0005(14) C3A 0.058(2) 0.053(2) 0.069(2) -0.0017(17) -0.0003(17) -0.0005(17) C4A 0.081(3) 0.054(2) 0.090(3) 0.013(2) 0.013(2) 0.009(2) C5A 0.085(3) 0.063(2) 0.075(3) 0.016(2) 0.022(2) 0.010(2) C6A 0.058(2) 0.057(2) 0.080(3) -0.0063(19) 0.0052(19) 0.0028(17) C7A 0.097(4) 0.070(3) 0.100(4) -0.017(3) 0.019(3) 0.000(3) C8A 0.059(3) 0.130(5) 0.123(5) -0.022(4) 0.005(3) -0.005(3) C9A 0.088(3) 0.089(3) 0.087(3) 0.002(3) 0.029(3) 0.017(3) N11A 0.0587(18) 0.0597(18) 0.0593(18) -0.0041(14) 0.0082(14) 0.0006(14) N12A 0.0596(19) 0.0587(18) 0.0642(19) -0.0051(14) 0.0032(15) 0.0041(14) C13A 0.059(2) 0.055(2) 0.073(2) -0.0062(18) 0.0060(19) 0.0049(17) C14A 0.065(2) 0.087(3) 0.064(2) -0.005(2) 0.0124(19) -0.002(2) C15A 0.072(3) 0.077(3) 0.057(2) -0.0023(19) 0.0015(19) 0.001(2) C16A 0.061(2) 0.068(3) 0.093(3) -0.008(2) 0.006(2) 0.003(2) C17A 0.070(3) 0.206(9) 0.110(5) -0.032(5) -0.005(3) -0.015(4) C18A 0.070(3) 0.118(5) 0.212(9) -0.059(5) 0.001(4) 0.029(3) C19A 0.093(4) 0.126(6) 0.185(8) 0.044(6) -0.008(5) -0.034(4) C21A 0.059(2) 0.055(2) 0.060(2) 0.0042(16) 0.0059(17) 0.0019(17) C22A 0.062(2) 0.065(2) 0.070(2) 0.0138(19) 0.0109(19) 0.0075(19) C23A 0.052(2) 0.078(3) 0.062(2) 0.0111(19) 0.0026(17) -0.0044(19) O23A 0.0603(18) 0.101(2) 0.089(2) 0.0127(19) -0.0038(15) -0.0011(16) C24A 0.055(2) 0.071(3) 0.064(2) 0.0018(19) 0.0051(17) -0.0121(19) O24A 0.0672(18) 0.087(2) 0.0771(19) -0.0080(16) 0.0027(15) -0.0178(15) C25A 0.064(2) 0.060(2) 0.064(2) -0.0025(18) 0.0101(18) -0.0035(18) C26A 0.059(2) 0.058(2) 0.0540(19) -0.0006(16) 0.0040(16) 0.0043(17) N31A 0.0612(18) 0.0555(17) 0.0590(18) -0.0003(14) 0.0023(14) 0.0054(14) C32A 0.073(3) 0.082(3) 0.062(2) -0.007(2) 0.007(2) 0.023(2) C33A 0.072(3) 0.086(3) 0.072(3) -0.009(2) 0.003(2) 0.026(2) C34A 0.076(3) 0.064(2) 0.075(3) 0.005(2) -0.007(2) 0.010(2) C35A 0.069(3) 0.096(3) 0.063(2) 0.009(2) 0.000(2) -0.005(2) C36A 0.062(2) 0.079(3) 0.053(2) 0.0055(19) 0.0056(17) -0.0037(19) C37A 0.077(3) 0.114(4) 0.093(4) 0.015(3) -0.017(3) 0.013(3) C38A 0.090(4) 0.249(11) 0.113(5) -0.059(6) -0.019(4) 0.004(6) C39A 0.081(4) 0.155(6) 0.123(5) -0.007(5) -0.017(3) 0.038(4) C40A 0.173(9) 0.227(12) 0.37(2) 0.219(14) -0.145(11) -0.058(8) N41A 0.077(3) 0.130(5) 0.124(4) 0.066(4) -0.011(3) 0.002(3) O41A 0.49(2) 0.135(6) 0.440(19) 0.137(10) 0.294(18) 0.103(9) O42A 0.157(5) 0.160(5) 0.197(6) 0.105(5) -0.081(4) -0.062(4) O43A 0.122(5) 0.242(8) 0.173(6) -0.008(6) -0.008(4) 0.000(5) O1W 0.088(2) 0.0675(18) 0.0763(19) 0.0102(15) -0.0191(16) -0.0089(15) O2W 0.0705(19) 0.087(2) 0.097(2) 0.0083(18) 0.0058(17) 0.0107(16) O3W 0.118(4) 0.213(6) 0.148(5) 0.066(5) -0.031(3) -0.012(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.466(5) . ? C1 N11 1.453(5) . ? C1 C21 1.519(5) . ? C1 H1 1.0000 . ? N1 C5 1.342(6) . ? N1 N2 1.363(6) . ? N2 C3 1.330(7) . ? C3 C4 1.379(9) . ? C3 C6 1.522(9) . ? C4 C5 1.386(8) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C8 1.492(13) . ? C6 C7 1.491(13) . ? C6 C9 1.556(17) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? N11 C15 1.356(5) . ? N11 N12 1.358(5) . ? N12 C13 1.347(6) . ? C13 C14 1.411(6) . ? C13 C16 1.511(7) . ? C14 C15 1.363(7) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C18 1.470(10) . ? C16 C19 1.479(9) . ? C16 C17 1.555(11) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C21 C22 1.396(6) . ? C21 C26 1.397(6) . ? C22 C23 1.371(5) . ? C22 H22 0.9500 . ? C23 O23 1.355(5) . ? C23 C24 1.399(5) . ? O23 H23 0.8400 . ? C24 O24 1.365(5) . ? C24 C25 1.374(6) . ? O24 H24 0.8400 . ? C25 C26 1.391(5) . ? C25 H25 0.9500 . ? C26 N31 1.465(5) . ? N31 C32 1.337(5) . ? N31 C36 1.349(5) . ? C32 C33 1.366(6) . ? C32 H32 0.9500 . ? C33 C34 1.397(7) . ? C33 H33 0.9500 . ? C34 C35 1.389(7) . ? C34 C37 1.525(6) . ? C35 C36 1.369(6) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C39 1.506(10) . ? C37 C38 1.539(9) . ? C37 C40 1.553(9) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? N41 O41 1.084(9) . ? N41 O43 1.219(8) . ? N41 O42 1.582(12) . ? C1A N1A 1.461(5) . ? C1A N11A 1.452(5) . ? C1A C21A 1.520(6) . ? C1A H1A 1.0000 . ? N1A C5A 1.356(5) . ? N1A N2A 1.357(5) . ? N2A C3A 1.337(5) . ? C3A C4A 1.401(6) . ? C3A C6A 1.508(6) . ? C4A C5A 1.347(7) . ? C4A H4A 0.9500 . ? C5A H5A 0.9500 . ? C6A C9A 1.525(7) . ? C6A C7A 1.540(6) . ? C6A C8A 1.520(7) . ? C7A H7A1 0.9800 . ? C7A H7A2 0.9800 . ? C7A H7A3 0.9800 . ? C8A H8A1 0.9800 . ? C8A H8A2 0.9800 . ? C8A H8A3 0.9800 . ? C9A H9A1 0.9800 . ? C9A H9A2 0.9800 . ? C9A H9A3 0.9800 . ? N11A N12A 1.360(5) . ? N11A C15A 1.367(5) . ? N12A C13A 1.335(5) . ? C13A C14A 1.414(7) . ? C13A C16A 1.505(6) . ? C14A C15A 1.373(6) . ? C14A H14A 0.9500 . ? C15A H15A 0.9500 . ? C16A C17A 1.504(9) . ? C16A C18A 1.517(7) . ? C16A C19A 1.508(9) . ? C17A H17D 0.9800 . ? C17A H17E 0.9800 . ? C17A H17F 0.9800 . ? C18A H18D 0.9800 . ? C18A H18E 0.9800 . ? C18A H18F 0.9800 . ? C19A H19D 0.9800 . ? C19A H19E 0.9800 . ? C19A H19F 0.9800 . ? C21A C22A 1.388(6) . ? C21A C26A 1.393(6) . ? C22A C23A 1.394(6) . ? C22A H22A 0.9500 . ? C23A O23A 1.357(5) . ? C23A C24A 1.396(6) . ? O23A H23A 0.8400 . ? C24A O24A 1.365(5) . ? C24A C25A 1.398(6) . ? O24A H24A 0.8487 . ? C25A C26A 1.374(6) . ? C25A H25A 0.9500 . ? C26A N31A 1.451(5) . ? N31A C32A 1.343(5) . ? N31A C36A 1.351(5) . ? C32A C33A 1.373(7) . ? C32A H32A 0.9500 . ? C33A C34A 1.387(7) . ? C33A H33A 0.9500 . ? C34A C35A 1.416(7) . ? C34A C37A 1.508(7) . ? C35A C36A 1.358(6) . ? C35A H35A 0.9500 . ? C36A H36A 0.9500 . ? C37A C38A 1.508(10) . ? C37A C40A 1.526(11) . ? C37A C39A 1.541(9) . ? C38A H38D 0.9800 . ? C38A H38E 0.9800 . ? C38A H38F 0.9800 . ? C39A H39D 0.9800 . ? C39A H39E 0.9800 . ? C39A H39F 0.9800 . ? C40A H40D 0.9800 . ? C40A H40E 0.9800 . ? C40A H40F 0.9800 . ? N41A O41A 1.059(10) . ? N41A O42A 1.216(8) . ? N41A O43A 1.259(8) . ? O41A O43A 1.739(13) . ? O1W H1WA 0.8437 . ? O1W H1WB 0.8345 . ? O2W H2WA 0.8414 . ? O2W H2WB 0.8346 . ? O3W H3WA 0.8400 . ? O3W H3WB 0.8401 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N11 109.7(3) . . ? N1 C1 C21 111.5(3) . . ? N11 C1 C21 112.7(3) . . ? N1 C1 H1 107.6 . . ? N11 C1 H1 107.6 . . ? C21 C1 H1 107.6 . . ? C5 N1 N2 112.7(4) . . ? C5 N1 C1 128.9(4) . . ? N2 N1 C1 116.9(4) . . ? N1 N2 C3 104.8(5) . . ? N2 C3 C4 110.6(5) . . ? N2 C3 C6 119.4(6) . . ? C4 C3 C6 130.0(6) . . ? C5 C4 C3 106.9(5) . . ? C5 C4 H4 126.5 . . ? C3 C4 H4 126.5 . . ? N1 C5 C4 104.9(5) . . ? N1 C5 H5 127.5 . . ? C4 C5 H5 127.5 . . ? C8 C6 C3 108.1(7) . . ? C8 C6 C7 108.9(13) . . ? C3 C6 C7 106.2(8) . . ? C8 C6 C9 102.9(10) . . ? C3 C6 C9 112.0(6) . . ? C7 C6 C9 118.3(13) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 N11 N12 112.6(4) . . ? C15 N11 C1 127.3(4) . . ? N12 N11 C1 120.1(3) . . ? C13 N12 N11 104.5(3) . . ? N12 C13 C14 110.4(4) . . ? N12 C13 C16 119.5(4) . . ? C14 C13 C16 129.9(4) . . ? C15 C14 C13 106.0(4) . . ? C15 C14 H14 127.0 . . ? C13 C14 H14 127.0 . . ? C14 C15 N11 106.5(4) . . ? C14 C15 H15 126.8 . . ? N11 C15 H15 126.8 . . ? C18 C16 C19 117.1(8) . . ? C18 C16 C13 110.1(5) . . ? C19 C16 C13 109.9(4) . . ? C18 C16 C17 104.8(9) . . ? C19 C16 C17 106.3(7) . . ? C13 C16 C17 108.1(5) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C22 C21 C26 116.1(3) . . ? C22 C21 C1 120.9(3) . . ? C26 C21 C1 122.8(4) . . ? C23 C22 C21 122.6(4) . . ? C23 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? O23 C23 C22 118.2(3) . . ? O23 C23 C24 121.9(3) . . ? C22 C23 C24 120.0(4) . . ? C23 O23 H23 109.5 . . ? O24 C24 C25 124.2(3) . . ? O24 C24 C23 116.8(3) . . ? C25 C24 C23 119.1(3) . . ? C24 O24 H24 109.5 . . ? C24 C25 C26 120.2(4) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 122.0(4) . . ? C25 C26 N31 116.3(3) . . ? C21 C26 N31 121.7(3) . . ? C32 N31 C36 120.1(4) . . ? C32 N31 C26 120.1(3) . . ? C36 N31 C26 119.7(3) . . ? N31 C32 C33 120.8(4) . . ? N31 C32 H32 119.6 . . ? C33 C32 H32 119.6 . . ? C34 C33 C32 120.8(4) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C33 C34 C35 117.0(4) . . ? C33 C34 C37 121.8(4) . . ? C35 C34 C37 121.2(4) . . ? C36 C35 C34 120.3(4) . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? N31 C36 C35 121.1(4) . . ? N31 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C34 C37 C39 111.7(5) . . ? C34 C37 C38 108.3(4) . . ? C39 C37 C38 110.0(7) . . ? C34 C37 C40 107.0(5) . . ? C39 C37 C40 107.9(6) . . ? C38 C37 C40 111.9(7) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O41 N41 O43 120.6(10) . . ? O41 N41 O42 117.1(8) . . ? O43 N41 O42 121.4(7) . . ? N1A C1A N11A 110.0(3) . . ? N1A C1A C21A 113.4(3) . . ? N11A C1A C21A 109.1(3) . . ? N1A C1A H1A 108.0 . . ? N11A C1A H1A 108.0 . . ? C21A C1A H1A 108.0 . . ? C5A N1A N2A 111.4(3) . . ? C5A N1A C1A 129.8(3) . . ? N2A N1A C1A 118.8(3) . . ? C3A N2A N1A 105.4(3) . . ? N2A C3A C4A 109.7(4) . . ? N2A C3A C6A 121.5(4) . . ? C4A C3A C6A 128.8(4) . . ? C5A C4A C3A 106.9(4) . . ? C5A C4A H4A 126.6 . . ? C3A C4A H4A 126.6 . . ? N1A C5A C4A 106.7(4) . . ? N1A C5A H5A 126.7 . . ? C4A C5A H5A 126.7 . . ? C3A C6A C9A 111.8(4) . . ? C3A C6A C7A 109.0(4) . . ? C9A C6A C7A 107.5(4) . . ? C3A C6A C8A 109.3(4) . . ? C9A C6A C8A 110.6(5) . . ? C7A C6A C8A 108.6(4) . . ? C6A C7A H7A1 109.5 . . ? C6A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? C6A C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? C6A C8A H8A1 109.5 . . ? C6A C8A H8A2 109.5 . . ? H8A1 C8A H8A2 109.5 . . ? C6A C8A H8A3 109.5 . . ? H8A1 C8A H8A3 109.5 . . ? H8A2 C8A H8A3 109.5 . . ? C6A C9A H9A1 109.5 . . ? C6A C9A H9A2 109.5 . . ? H9A1 C9A H9A2 109.5 . . ? C6A C9A H9A3 109.5 . . ? H9A1 C9A H9A3 109.5 . . ? H9A2 C9A H9A3 109.5 . . ? N12A N11A C15A 112.4(3) . . ? N12A N11A C1A 119.5(3) . . ? C15A N11A C1A 128.2(4) . . ? C13A N12A N11A 104.8(3) . . ? N12A C13A C14A 111.0(4) . . ? N12A C13A C16A 121.9(4) . . ? C14A C13A C16A 127.1(4) . . ? C15A C14A C13A 105.7(4) . . ? C15A C14A H14A 127.1 . . ? C13A C14A H14A 127.1 . . ? N11A C15A C14A 106.1(4) . . ? N11A C15A H15A 126.9 . . ? C14A C15A H15A 126.9 . . ? C13A C16A C17A 110.9(4) . . ? C13A C16A C18A 108.2(4) . . ? C17A C16A C18A 109.9(6) . . ? C13A C16A C19A 109.5(5) . . ? C17A C16A C19A 108.7(6) . . ? C18A C16A C19A 109.7(6) . . ? C16A C17A H17D 109.5 . . ? C16A C17A H17E 109.5 . . ? H17D C17A H17E 109.5 . . ? C16A C17A H17F 109.5 . . ? H17D C17A H17F 109.5 . . ? H17E C17A H17F 109.5 . . ? C16A C18A H18D 109.5 . . ? C16A C18A H18E 109.5 . . ? H18D C18A H18E 109.5 . . ? C16A C18A H18F 109.5 . . ? H18D C18A H18F 109.5 . . ? H18E C18A H18F 109.5 . . ? C16A C19A H19D 109.5 . . ? C16A C19A H19E 109.5 . . ? H19D C19A H19E 109.5 . . ? C16A C19A H19F 109.5 . . ? H19D C19A H19F 109.5 . . ? H19E C19A H19F 109.5 . . ? C22A C21A C26A 117.4(4) . . ? C22A C21A C1A 122.4(4) . . ? C26A C21A C1A 119.8(4) . . ? C21A C22A C23A 121.8(4) . . ? C21A C22A H22A 119.1 . . ? C23A C22A H22A 119.1 . . ? O23A C23A C22A 118.4(4) . . ? O23A C23A C24A 122.2(4) . . ? C22A C23A C24A 119.3(4) . . ? C23A O23A H23A 109.5 . . ? O24A C24A C23A 117.0(4) . . ? O24A C24A C25A 123.6(4) . . ? C23A C24A C25A 119.4(4) . . ? C24A O24A H24A 110.3 . . ? C26A C25A C24A 119.7(4) . . ? C26A C25A H25A 120.1 . . ? C24A C25A H25A 120.1 . . ? C25A C26A C21A 122.2(4) . . ? C25A C26A N31A 118.3(4) . . ? C21A C26A N31A 119.5(3) . . ? C32A N31A C36A 119.9(4) . . ? C32A N31A C26A 120.1(3) . . ? C36A N31A C26A 120.0(3) . . ? N31A C32A C33A 121.1(4) . . ? N31A C32A H32A 119.5 . . ? C33A C32A H32A 119.5 . . ? C32A C33A C34A 121.1(4) . . ? C32A C33A H33A 119.5 . . ? C34A C33A H33A 119.5 . . ? C33A C34A C35A 116.0(4) . . ? C33A C34A C37A 123.3(5) . . ? C35A C34A C37A 120.8(4) . . ? C36A C35A C34A 121.1(4) . . ? C36A C35A H35A 119.5 . . ? C34A C35A H35A 119.5 . . ? N31A C36A C35A 120.9(4) . . ? N31A C36A H36A 119.6 . . ? C35A C36A H36A 119.6 . . ? C38A C37A C34A 109.1(5) . . ? C38A C37A C40A 115.2(9) . . ? C34A C37A C40A 106.4(6) . . ? C38A C37A C39A 105.5(6) . . ? C34A C37A C39A 112.3(5) . . ? C40A C37A C39A 108.5(8) . . ? C37A C38A H38D 109.5 . . ? C37A C38A H38E 109.5 . . ? H38D C38A H38E 109.5 . . ? C37A C38A H38F 109.5 . . ? H38D C38A H38F 109.5 . . ? H38E C38A H38F 109.5 . . ? C37A C39A H39D 109.5 . . ? C37A C39A H39E 109.5 . . ? H39D C39A H39E 109.5 . . ? C37A C39A H39F 109.5 . . ? H39D C39A H39F 109.5 . . ? H39E C39A H39F 109.5 . . ? C37A C40A H40D 109.5 . . ? C37A C40A H40E 109.5 . . ? H40D C40A H40E 109.5 . . ? C37A C40A H40F 109.5 . . ? H40D C40A H40F 109.5 . . ? H40E C40A H40F 109.5 . . ? O41A N41A O42A 129.5(9) . . ? O41A N41A O43A 96.9(10) . . ? O42A N41A O43A 113.0(7) . . ? H1WA O1W H1WB 126.7 . . ? H2WA O2W H2WB 107.4 . . ? H3WA O3W H3WB 109.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C1 N1 C5 -46.7(5) . . . . ? C21 C1 N1 C5 78.9(5) . . . . ? N11 C1 N1 N2 148.5(3) . . . . ? C21 C1 N1 N2 -85.9(4) . . . . ? C5 N1 N2 C3 0.8(5) . . . . ? C1 N1 N2 C3 168.0(4) . . . . ? N1 N2 C3 C4 0.3(5) . . . . ? N1 N2 C3 C6 -177.3(5) . . . . ? N2 C3 C4 C5 -1.3(6) . . . . ? C6 C3 C4 C5 176.0(5) . . . . ? N2 N1 C5 C4 -1.6(5) . . . . ? C1 N1 C5 C4 -166.9(4) . . . . ? C3 C4 C5 N1 1.7(5) . . . . ? N2 C3 C6 C8 91.7(10) . . . . ? C4 C3 C6 C8 -85.4(10) . . . . ? N2 C3 C6 C7 -151.5(14) . . . . ? C4 C3 C6 C7 31.4(15) . . . . ? N2 C3 C6 C9 -21.0(10) . . . . ? C4 C3 C6 C9 162.0(8) . . . . ? N1 C1 N11 C15 -104.1(4) . . . . ? C21 C1 N11 C15 131.1(4) . . . . ? N1 C1 N11 N12 73.7(4) . . . . ? C21 C1 N11 N12 -51.1(5) . . . . ? C15 N11 N12 C13 -0.8(4) . . . . ? C1 N11 N12 C13 -178.9(3) . . . . ? N11 N12 C13 C14 0.7(5) . . . . ? N11 N12 C13 C16 177.5(4) . . . . ? N12 C13 C14 C15 -0.4(5) . . . . ? C16 C13 C14 C15 -176.8(5) . . . . ? C13 C14 C15 N11 -0.1(5) . . . . ? N12 N11 C15 C14 0.6(5) . . . . ? C1 N11 C15 C14 178.5(4) . . . . ? N12 C13 C16 C18 -178.7(9) . . . . ? C14 C13 C16 C18 -2.6(10) . . . . ? N12 C13 C16 C19 50.9(7) . . . . ? C14 C13 C16 C19 -133.0(7) . . . . ? N12 C13 C16 C17 -64.8(7) . . . . ? C14 C13 C16 C17 111.3(7) . . . . ? N1 C1 C21 C22 13.1(5) . . . . ? N11 C1 C21 C22 137.0(4) . . . . ? N1 C1 C21 C26 -171.7(4) . . . . ? N11 C1 C21 C26 -47.8(5) . . . . ? C26 C21 C22 C23 1.0(6) . . . . ? C1 C21 C22 C23 176.4(4) . . . . ? C21 C22 C23 O23 177.8(4) . . . . ? C21 C22 C23 C24 -1.5(6) . . . . ? O23 C23 C24 O24 2.5(5) . . . . ? C22 C23 C24 O24 -178.2(3) . . . . ? O23 C23 C24 C25 -178.4(4) . . . . ? C22 C23 C24 C25 0.9(6) . . . . ? O24 C24 C25 C26 179.1(4) . . . . ? C23 C24 C25 C26 0.0(6) . . . . ? C24 C25 C26 C21 -0.5(6) . . . . ? C24 C25 C26 N31 -179.8(3) . . . . ? C22 C21 C26 C25 0.0(6) . . . . ? C1 C21 C26 C25 -175.3(4) . . . . ? C22 C21 C26 N31 179.3(3) . . . . ? C1 C21 C26 N31 3.9(6) . . . . ? C25 C26 N31 C32 -76.6(5) . . . . ? C21 C26 N31 C32 104.1(4) . . . . ? C25 C26 N31 C36 101.1(4) . . . . ? C21 C26 N31 C36 -78.2(5) . . . . ? C36 N31 C32 C33 1.1(6) . . . . ? C26 N31 C32 C33 178.8(4) . . . . ? N31 C32 C33 C34 -0.2(7) . . . . ? C32 C33 C34 C35 -0.7(7) . . . . ? C32 C33 C34 C37 179.5(4) . . . . ? C33 C34 C35 C36 0.7(6) . . . . ? C37 C34 C35 C36 -179.5(4) . . . . ? C32 N31 C36 C35 -1.1(6) . . . . ? C26 N31 C36 C35 -178.8(4) . . . . ? C34 C35 C36 N31 0.1(7) . . . . ? C33 C34 C37 C39 -7.9(7) . . . . ? C35 C34 C37 C39 172.4(6) . . . . ? C33 C34 C37 C38 -129.2(7) . . . . ? C35 C34 C37 C38 51.1(7) . . . . ? C33 C34 C37 C40 110.1(6) . . . . ? C35 C34 C37 C40 -69.7(6) . . . . ? N11A C1A N1A C5A -23.3(6) . . . . ? C21A C1A N1A C5A 99.2(5) . . . . ? N11A C1A N1A N2A 158.7(3) . . . . ? C21A C1A N1A N2A -78.8(4) . . . . ? C5A N1A N2A C3A -0.2(5) . . . . ? C1A N1A N2A C3A 178.2(4) . . . . ? N1A N2A C3A C4A -0.1(5) . . . . ? N1A N2A C3A C6A -177.7(4) . . . . ? N2A C3A C4A C5A 0.4(6) . . . . ? C6A C3A C4A C5A 177.8(4) . . . . ? N2A N1A C5A C4A 0.5(6) . . . . ? C1A N1A C5A C4A -177.7(4) . . . . ? C3A C4A C5A N1A -0.5(6) . . . . ? N2A C3A C6A C9A -23.3(6) . . . . ? C4A C3A C6A C9A 159.6(5) . . . . ? N2A C3A C6A C7A -142.0(4) . . . . ? C4A C3A C6A C7A 40.9(7) . . . . ? N2A C3A C6A C8A 99.4(5) . . . . ? C4A C3A C6A C8A -77.7(6) . . . . ? N1A C1A N11A N12A -91.5(4) . . . . ? C21A C1A N11A N12A 143.4(3) . . . . ? N1A C1A N11A C15A 88.8(5) . . . . ? C21A C1A N11A C15A -36.2(5) . . . . ? C15A N11A N12A C13A -0.3(4) . . . . ? C1A N11A N12A C13A -179.9(3) . . . . ? N11A N12A C13A C14A 0.0(5) . . . . ? N11A N12A C13A C16A 177.3(4) . . . . ? N12A C13A C14A C15A 0.2(5) . . . . ? C16A C13A C14A C15A -176.8(4) . . . . ? N12A N11A C15A C14A 0.4(5) . . . . ? C1A N11A C15A C14A -179.9(4) . . . . ? C13A C14A C15A N11A -0.4(5) . . . . ? N12A C13A C16A C17A 7.3(7) . . . . ? C14A C13A C16A C17A -176.0(6) . . . . ? N12A C13A C16A C18A -113.3(6) . . . . ? C14A C13A C16A C18A 63.4(7) . . . . ? N12A C13A C16A C19A 127.2(6) . . . . ? C14A C13A C16A C19A -56.0(7) . . . . ? N1A C1A C21A C22A -20.1(5) . . . . ? N11A C1A C21A C22A 103.0(4) . . . . ? N1A C1A C21A C26A 167.6(3) . . . . ? N11A C1A C21A C26A -69.3(4) . . . . ? C26A C21A C22A C23A 3.1(6) . . . . ? C1A C21A C22A C23A -169.3(4) . . . . ? C21A C22A C23A O23A 176.8(4) . . . . ? C21A C22A C23A C24A -0.8(6) . . . . ? O23A C23A C24A O24A 1.0(6) . . . . ? C22A C23A C24A O24A 178.6(4) . . . . ? O23A C23A C24A C25A 179.4(4) . . . . ? C22A C23A C24A C25A -3.0(6) . . . . ? O24A C24A C25A C26A -177.2(4) . . . . ? C23A C24A C25A C26A 4.5(6) . . . . ? C24A C25A C26A C21A -2.2(6) . . . . ? C24A C25A C26A N31A 176.8(3) . . . . ? C22A C21A C26A C25A -1.6(6) . . . . ? C1A C21A C26A C25A 171.1(4) . . . . ? C22A C21A C26A N31A 179.4(3) . . . . ? C1A C21A C26A N31A -7.9(5) . . . . ? C25A C26A N31A C32A -74.1(5) . . . . ? C21A C26A N31A C32A 104.9(5) . . . . ? C25A C26A N31A C36A 106.7(4) . . . . ? C21A C26A N31A C36A -74.3(5) . . . . ? C36A N31A C32A C33A 1.3(7) . . . . ? C26A N31A C32A C33A -177.9(4) . . . . ? N31A C32A C33A C34A -0.7(8) . . . . ? C32A C33A C34A C35A -0.2(7) . . . . ? C32A C33A C34A C37A 180.0(5) . . . . ? C33A C34A C35A C36A 0.3(7) . . . . ? C37A C34A C35A C36A -179.8(5) . . . . ? C32A N31A C36A C35A -1.2(7) . . . . ? C26A N31A C36A C35A 178.0(4) . . . . ? C34A C35A C36A N31A 0.3(7) . . . . ? C33A C34A C37A C38A -125.7(7) . . . . ? C35A C34A C37A C38A 54.5(8) . . . . ? C33A C34A C37A C40A 109.4(10) . . . . ? C35A C34A C37A C40A -70.4(10) . . . . ? C33A C34A C37A C39A -9.1(8) . . . . ? C35A C34A C37A C39A 171.0(6) . . . . ? O42A N41A O41A O43A 127.5(14) . . . . ? O42A N41A O43A O41A -138.3(13) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O23 H23 O1W 0.84 1.90 2.667(4) 151.4 . O24 H24 O2W 0.84 1.88 2.711(4) 173.4 . O23A H23A O42 0.84 1.98 2.757(8) 154.2 . O24A H24A O2W 0.85 1.85 2.696(5) 179.4 8_354 O1W H1WA N2A 0.84 2.02 2.864(5) 179.3 . O1W H1WB O42A 0.83 2.01 2.848(6) 179.1 . O2W H2WB O41A 0.83 1.96 2.777(9) 165.6 8_354 O2W H2WA O3W 0.84 1.77 2.616(7) 179.5 . O3W H3WB O41 0.84 1.76 2.598(10) 179.3 3_574 O3W H3WA O43A 0.84 2.13 2.975(12) 179.7 . _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 63.68 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.531 _refine_diff_density_min -0.607 _refine_diff_density_rms 0.082 data_10 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H20 Cl2 N4 O2 Pd, C2 H6 O' _chemical_formula_sum 'C19 H26 Cl2 N4 O3 Pd' _chemical_formula_weight 535.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21 _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.1607(4) _cell_length_b 14.1667(8) _cell_length_c 9.6108(4) _cell_angle_alpha 90.00 _cell_angle_beta 114.902(3) _cell_angle_gamma 90.00 _cell_volume 1131.30(9) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 12118 _cell_measurement_theta_min 3.7 _cell_measurement_theta_max 26.8 _exptl_crystal_description plate _exptl_crystal_colour 'yellow brown' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 544 _exptl_absorpt_coefficient_mu 1.083 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6135 _exptl_absorpt_correction_T_max 0.8810 _exptl_absorpt_process_details 'MULABS (Spek, 2003; Blessing, 1995)' _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 15962 _diffrn_reflns_av_R_equivalents 0.0598 _diffrn_reflns_av_sigmaI/netI 0.0359 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.71 _diffrn_reflns_theta_max 26.35 _reflns_number_total 4518 _reflns_number_gt 4460 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0656P)^2^+0.2677P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.02(2) _refine_ls_number_reflns 4518 _refine_ls_number_parameters 269 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0332 _refine_ls_R_factor_gt 0.0330 _refine_ls_wR_factor_ref 0.0845 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.55585(2) 0.451024(12) 0.80073(2) 0.02633(8) Uani 1 1 d . . . Cl1 Cl 0.63952(11) 0.59396(7) 0.74932(10) 0.03874(19) Uani 1 1 d . . . Cl2 Cl 0.76941(9) 0.44856(13) 1.03705(9) 0.04246(18) Uani 1 1 d . . . C1 C 0.4426(4) 0.2880(2) 0.5680(4) 0.0257(6) Uani 1 1 d . . . H1 H 0.3986 0.2355 0.4921 0.031 Uiso 1 1 calc R . . N1 N 0.3411(3) 0.37114(19) 0.5055(3) 0.0274(5) Uani 1 1 d . . . N2 N 0.3686(3) 0.4507(5) 0.5928(3) 0.0286(4) Uani 1 1 d . . . C3 C 0.2485(4) 0.5101(2) 0.5164(4) 0.0299(6) Uani 1 1 d . . . C4 C 0.1464(4) 0.4690(3) 0.3785(4) 0.0369(10) Uani 1 1 d . . . H4 H 0.0536 0.4973 0.3013 0.044 Uiso 1 1 calc R . . C5 C 0.2041(4) 0.3796(2) 0.3739(4) 0.0319(6) Uani 1 1 d . . . C6 C 0.2326(5) 0.6040(3) 0.5814(5) 0.0432(8) Uani 1 1 d . . . H6A H 0.2813 0.6005 0.6936 0.065 Uiso 1 1 calc R . . H6B H 0.1184 0.6203 0.5443 0.065 Uiso 1 1 calc R . . H6C H 0.2876 0.6525 0.5484 0.065 Uiso 1 1 calc R . . C7 C 0.1374(5) 0.3021(3) 0.2590(4) 0.0465(9) Uani 1 1 d . . . H7A H 0.2155 0.2854 0.2181 0.070 Uiso 1 1 calc R . . H7B H 0.0371 0.3234 0.1751 0.070 Uiso 1 1 calc R . . H7C H 0.1156 0.2468 0.3085 0.070 Uiso 1 1 calc R . . N11 N 0.4321(3) 0.2596(2) 0.7084(3) 0.0263(5) Uani 1 1 d . . . N12 N 0.4790(3) 0.3200(2) 0.8301(3) 0.0285(5) Uani 1 1 d . . . C13 C 0.4591(5) 0.2744(2) 0.9424(4) 0.0358(7) Uani 1 1 d . . . C14 C 0.3982(5) 0.1842(3) 0.8914(4) 0.0401(7) Uani 1 1 d . . . H14 H 0.3725 0.1374 0.9483 0.048 Uiso 1 1 calc R . . C15 C 0.3827(4) 0.1760(2) 0.7433(4) 0.0340(7) Uani 1 1 d . . . C16 C 0.4959(7) 0.3159(4) 1.0961(5) 0.0558(11) Uani 1 1 d . . . H16A H 0.5834 0.2803 1.1750 0.084 Uiso 1 1 calc R . . H16B H 0.3999 0.3129 1.1165 0.084 Uiso 1 1 calc R . . H16C H 0.5288 0.3819 1.0979 0.084 Uiso 1 1 calc R . . C17 C 0.3226(7) 0.0962(3) 0.6326(5) 0.0560(11) Uani 1 1 d . . . H17A H 0.2283 0.1168 0.5416 0.084 Uiso 1 1 calc R . . H17B H 0.2927 0.0434 0.6811 0.084 Uiso 1 1 calc R . . H17C H 0.4074 0.0760 0.6023 0.084 Uiso 1 1 calc R . . C21 C 0.6171(4) 0.3048(2) 0.5940(3) 0.0268(6) Uani 1 1 d . . . C22 C 0.7422(4) 0.2636(3) 0.7193(4) 0.0367(7) Uani 1 1 d . . . H22 H 0.7197 0.2279 0.7917 0.044 Uiso 1 1 calc R . . O23 O 1.0321(4) 0.2407(4) 0.8577(4) 0.0767(13) Uani 1 1 d . . . H23 H 1.0081 0.1904 0.8892 0.115 Uiso 1 1 calc R . . C23 C 0.9001(5) 0.2749(3) 0.7379(5) 0.0442(9) Uani 1 1 d . . . C24 C 0.9319(4) 0.3244(3) 0.6280(5) 0.0435(8) Uani 1 1 d . . . O24 O 1.0878(4) 0.3308(3) 0.6448(4) 0.0667(10) Uani 1 1 d . . . H24 H 1.1475 0.2980 0.7201 0.100 Uiso 1 1 calc R . . C25 C 0.8086(4) 0.3650(3) 0.5047(4) 0.0379(7) Uani 1 1 d . . . H25 H 0.8308 0.3991 0.4307 0.046 Uiso 1 1 calc R . . C26 C 0.6506(4) 0.3558(2) 0.4884(4) 0.0321(6) Uani 1 1 d . . . H26 H 0.5654 0.3849 0.4040 0.038 Uiso 1 1 calc R . . O31 O 0.9809(4) 0.1022(3) 0.0043(6) 0.0806(12) Uani 1 1 d . . . H31 H 1.0596 0.0664 0.0206 0.121 Uiso 1 1 calc R . . C32 C 0.8968(11) 0.0693(10) 0.0774(13) 0.135(4) Uani 1 1 d . . . H32A H 0.9783 0.0438 0.1752 0.162 Uiso 1 1 calc R . . H32B H 0.8519 0.1260 0.1052 0.162 Uiso 1 1 calc R . . C33 C 0.7861(19) 0.0109(13) 0.0344(18) 0.208(9) Uani 1 1 d . . . H33A H 0.7468 0.0032 0.1141 0.312 Uiso 1 1 calc R . . H33B H 0.8257 -0.0498 0.0155 0.312 Uiso 1 1 calc R . . H33C H 0.6982 0.0332 -0.0604 0.312 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.02618(12) 0.02426(12) 0.02458(12) -0.00087(12) 0.00681(9) -0.00094(12) Cl1 0.0431(4) 0.0299(4) 0.0390(4) -0.0010(3) 0.0132(4) -0.0096(3) Cl2 0.0376(3) 0.0410(4) 0.0322(3) -0.0016(5) -0.0015(3) -0.0020(6) C1 0.0264(14) 0.0219(13) 0.0270(14) -0.0037(11) 0.0094(12) 0.0003(11) N1 0.0222(12) 0.0283(12) 0.0253(12) 0.0010(10) 0.0038(10) 0.0000(10) N2 0.0281(10) 0.0273(11) 0.0297(11) -0.002(2) 0.0114(9) -0.001(2) C3 0.0296(15) 0.0278(15) 0.0298(15) 0.0056(11) 0.0101(13) 0.0021(12) C4 0.0302(14) 0.038(3) 0.0350(16) 0.0064(14) 0.0063(12) 0.0081(13) C5 0.0278(15) 0.0360(16) 0.0256(14) 0.0020(12) 0.0052(13) 0.0032(12) C6 0.047(2) 0.0319(17) 0.048(2) 0.0026(16) 0.0170(17) 0.0111(15) C7 0.0380(18) 0.047(2) 0.0365(18) -0.0080(16) -0.0014(15) 0.0049(16) N11 0.0262(12) 0.0240(13) 0.0277(14) -0.0005(9) 0.0105(11) -0.0017(9) N12 0.0283(12) 0.0300(13) 0.0248(12) -0.0039(10) 0.0088(10) -0.0013(10) C13 0.0401(17) 0.0347(17) 0.0357(17) 0.0033(13) 0.0191(15) 0.0006(14) C14 0.046(2) 0.0355(16) 0.0414(19) 0.0042(14) 0.0212(17) -0.0028(14) C15 0.0371(17) 0.0256(14) 0.0391(17) 0.0004(12) 0.0159(14) -0.0062(12) C16 0.084(3) 0.050(2) 0.041(2) 0.0000(18) 0.034(2) -0.006(2) C17 0.088(3) 0.0299(18) 0.055(2) -0.0071(17) 0.035(2) -0.021(2) C21 0.0268(14) 0.0270(13) 0.0261(14) -0.0009(11) 0.0105(12) 0.0017(11) C22 0.0295(16) 0.0462(19) 0.0349(17) 0.0112(14) 0.0139(14) 0.0065(14) O23 0.0297(14) 0.131(4) 0.064(2) 0.050(2) 0.0148(15) 0.0216(18) C23 0.0299(17) 0.060(2) 0.042(2) 0.0155(17) 0.0139(15) 0.0120(16) C24 0.0301(17) 0.053(2) 0.050(2) 0.0078(17) 0.0194(16) 0.0023(15) O24 0.0302(14) 0.099(3) 0.075(2) 0.033(2) 0.0254(15) 0.0115(15) C25 0.0359(17) 0.0400(18) 0.0425(19) 0.0096(14) 0.0211(15) 0.0029(14) C26 0.0298(16) 0.0324(15) 0.0311(15) 0.0052(12) 0.0100(13) 0.0033(12) O31 0.0457(18) 0.077(3) 0.118(3) 0.032(2) 0.034(2) 0.0133(17) C32 0.079(5) 0.222(13) 0.119(7) 0.032(8) 0.057(5) -0.019(7) C33 0.225(14) 0.276(19) 0.190(13) -0.118(13) 0.152(12) -0.173(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pd1 N2 2.013(2) . ? Pd1 N12 2.047(3) . ? Pd1 Cl2 2.2902(7) . ? Pd1 Cl1 2.2914(10) . ? C1 N11 1.449(4) . ? C1 N1 1.464(4) . ? C1 C21 1.529(4) . ? C1 H1 1.0000 . ? N1 C5 1.361(4) . ? N1 N2 1.364(6) . ? N2 C3 1.333(6) . ? C3 C4 1.388(5) . ? C3 C6 1.503(5) . ? C4 C5 1.380(5) . ? C4 H4 0.9500 . ? C5 C7 1.493(5) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? N11 C15 1.359(4) . ? N11 N12 1.364(4) . ? N12 C13 1.334(4) . ? C13 C14 1.399(5) . ? C13 C16 1.491(5) . ? C14 C15 1.374(5) . ? C14 H14 0.9500 . ? C15 C17 1.490(5) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21 C26 1.382(4) . ? C21 C22 1.394(5) . ? C22 C23 1.390(5) . ? C22 H22 0.9500 . ? O23 C23 1.360(5) . ? O23 H23 0.8400 . ? C23 C24 1.397(6) . ? C24 O24 1.371(4) . ? C24 C25 1.372(5) . ? O24 H24 0.8400 . ? C25 C26 1.395(5) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? O31 C32 1.327(8) . ? O31 H31 0.8400 . ? C32 C33 1.237(15) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Pd1 N12 86.32(19) . . ? N2 Pd1 Cl2 179.0(2) . . ? N12 Pd1 Cl2 92.82(9) . . ? N2 Pd1 Cl1 90.61(17) . . ? N12 Pd1 Cl1 175.53(8) . . ? Cl2 Pd1 Cl1 90.21(5) . . ? N11 C1 N1 109.0(2) . . ? N11 C1 C21 111.5(2) . . ? N1 C1 C21 112.4(2) . . ? N11 C1 H1 107.9 . . ? N1 C1 H1 107.9 . . ? C21 C1 H1 107.9 . . ? C5 N1 N2 111.0(3) . . ? C5 N1 C1 129.1(3) . . ? N2 N1 C1 119.5(3) . . ? C3 N2 N1 106.7(3) . . ? C3 N2 Pd1 134.9(4) . . ? N1 N2 Pd1 118.2(3) . . ? N2 C3 C4 109.2(3) . . ? N2 C3 C6 122.2(4) . . ? C4 C3 C6 128.6(3) . . ? C5 C4 C3 107.6(3) . . ? C5 C4 H4 126.2 . . ? C3 C4 H4 126.2 . . ? N1 C5 C4 105.5(3) . . ? N1 C5 C7 123.6(3) . . ? C4 C5 C7 130.9(3) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C15 N11 N12 110.6(3) . . ? C15 N11 C1 129.1(3) . . ? N12 N11 C1 120.2(3) . . ? C13 N12 N11 106.8(3) . . ? C13 N12 Pd1 136.2(2) . . ? N11 N12 Pd1 117.0(2) . . ? N12 C13 C14 109.2(3) . . ? N12 C13 C16 124.0(3) . . ? C14 C13 C16 126.8(3) . . ? C15 C14 C13 107.0(3) . . ? C15 C14 H14 126.5 . . ? C13 C14 H14 126.5 . . ? N11 C15 C14 106.4(3) . . ? N11 C15 C17 123.1(3) . . ? C14 C15 C17 130.5(3) . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 119.9(3) . . ? C26 C21 C1 120.1(3) . . ? C22 C21 C1 119.9(3) . . ? C23 C22 C21 119.6(3) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? C23 O23 H23 109.5 . . ? O23 C23 C22 125.0(4) . . ? O23 C23 C24 115.1(3) . . ? C22 C23 C24 119.9(3) . . ? O24 C24 C25 120.8(3) . . ? O24 C24 C23 118.9(4) . . ? C25 C24 C23 120.3(3) . . ? C24 O24 H24 109.5 . . ? C24 C25 C26 119.8(3) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? C21 C26 C25 120.4(3) . . ? C21 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C32 O31 H31 109.5 . . ? C33 C32 O31 129.4(12) . . ? C33 C32 H32A 104.9 . . ? O31 C32 H32A 104.9 . . ? C33 C32 H32B 104.9 . . ? O31 C32 H32B 104.9 . . ? H32A C32 H32B 105.8 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C1 N1 C5 -113.0(3) . . . . ? C21 C1 N1 C5 122.8(3) . . . . ? N11 C1 N1 N2 58.0(3) . . . . ? C21 C1 N1 N2 -66.1(4) . . . . ? C5 N1 N2 C3 0.0(4) . . . . ? C1 N1 N2 C3 -172.6(3) . . . . ? C5 N1 N2 Pd1 175.5(2) . . . . ? C1 N1 N2 Pd1 2.9(4) . . . . ? N12 Pd1 N2 C3 128.7(4) . . . . ? Cl2 Pd1 N2 C3 161(4) . . . . ? Cl1 Pd1 N2 C3 -54.6(4) . . . . ? N12 Pd1 N2 N1 -45.2(3) . . . . ? Cl2 Pd1 N2 N1 -12(4) . . . . ? Cl1 Pd1 N2 N1 131.5(2) . . . . ? N1 N2 C3 C4 -1.4(4) . . . . ? Pd1 N2 C3 C4 -175.8(3) . . . . ? N1 N2 C3 C6 176.6(3) . . . . ? Pd1 N2 C3 C6 2.2(6) . . . . ? N2 C3 C4 C5 2.2(4) . . . . ? C6 C3 C4 C5 -175.5(3) . . . . ? N2 N1 C5 C4 1.3(4) . . . . ? C1 N1 C5 C4 173.0(3) . . . . ? N2 N1 C5 C7 -176.5(3) . . . . ? C1 N1 C5 C7 -4.8(5) . . . . ? C3 C4 C5 N1 -2.1(4) . . . . ? C3 C4 C5 C7 175.5(4) . . . . ? N1 C1 N11 C15 120.9(3) . . . . ? C21 C1 N11 C15 -114.4(3) . . . . ? N1 C1 N11 N12 -60.7(3) . . . . ? C21 C1 N11 N12 64.0(3) . . . . ? C15 N11 N12 C13 0.0(4) . . . . ? C1 N11 N12 C13 -178.7(3) . . . . ? C15 N11 N12 Pd1 -179.4(2) . . . . ? C1 N11 N12 Pd1 2.0(3) . . . . ? N2 Pd1 N12 C13 -136.3(4) . . . . ? Cl2 Pd1 N12 C13 44.3(3) . . . . ? Cl1 Pd1 N12 C13 177.1(8) . . . . ? N2 Pd1 N12 N11 42.8(2) . . . . ? Cl2 Pd1 N12 N11 -136.7(2) . . . . ? Cl1 Pd1 N12 N11 -3.9(12) . . . . ? N11 N12 C13 C14 -0.2(4) . . . . ? Pd1 N12 C13 C14 178.9(3) . . . . ? N11 N12 C13 C16 -179.7(4) . . . . ? Pd1 N12 C13 C16 -0.6(6) . . . . ? N12 C13 C14 C15 0.4(4) . . . . ? C16 C13 C14 C15 179.9(4) . . . . ? N12 N11 C15 C14 0.3(4) . . . . ? C1 N11 C15 C14 178.8(3) . . . . ? N12 N11 C15 C17 179.3(4) . . . . ? C1 N11 C15 C17 -2.2(6) . . . . ? C13 C14 C15 N11 -0.4(4) . . . . ? C13 C14 C15 C17 -179.3(4) . . . . ? N11 C1 C21 C26 -162.5(3) . . . . ? N1 C1 C21 C26 -39.8(4) . . . . ? N11 C1 C21 C22 21.6(4) . . . . ? N1 C1 C21 C22 144.3(3) . . . . ? C26 C21 C22 C23 0.6(5) . . . . ? C1 C21 C22 C23 176.6(3) . . . . ? C21 C22 C23 O23 177.7(5) . . . . ? C21 C22 C23 C24 -2.4(6) . . . . ? O23 C23 C24 O24 3.0(7) . . . . ? C22 C23 C24 O24 -176.8(4) . . . . ? O23 C23 C24 C25 -177.7(4) . . . . ? C22 C23 C24 C25 2.4(7) . . . . ? O24 C24 C25 C26 178.6(4) . . . . ? C23 C24 C25 C26 -0.6(6) . . . . ? C22 C21 C26 C25 1.2(5) . . . . ? C1 C21 C26 C25 -174.7(3) . . . . ? C24 C25 C26 C21 -1.2(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O23 H23 O31 0.84 1.75 2.572(6) 163.9 1_556 O24 H24 O23 0.84 2.17 2.637(5) 115.1 . O31 H31 Cl1 0.84 2.74 3.283(4) 123.9 2_746 O31 H31 Cl2 0.84 2.51 3.300(5) 158.1 2_746 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.686 _refine_diff_density_min -0.920 _refine_diff_density_rms 0.080 data_11 # start Validation Reply Form _vrf_RINTA01_11 ; PROBLEM: The value of Rint is greater than 0.25 RESPONSE: The crystal was weakly diffracting. ; _vrf_PLAT020_11 ; PROBLEM: The value of Rint is greater than 0.12 ......... 0.338 RESPONSE: The crystal was weakly diffracting. ; _vrf_PLAT213_11 ; PROBLEM: Atom O23 has ADP max/min Ratio ..... 5.4 prola RESPONSE: This atoms shows disorder, but no reasonable split model could be found. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H40 N4 O2 Ru' _chemical_formula_sum 'C31 H40 N4 O2 Ru' _chemical_formula_weight 601.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ru' 'Ru' -1.2594 0.8363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 19.6707(19) _cell_length_b 12.5604(15) _cell_length_c 11.856(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.787(13) _cell_angle_gamma 90.00 _cell_volume 2919.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3703 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 23.5 _exptl_crystal_description plate _exptl_crystal_colour redgreen _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.571 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9451 _exptl_absorpt_correction_T_max 0.9831 _exptl_absorpt_process_details 'MULABS (Spek, 2003; Blessing, 1995)' _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 27438 _diffrn_reflns_av_R_equivalents 0.3382 _diffrn_reflns_av_sigmaI/netI 0.3459 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5131 _reflns_number_gt 1987 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0010P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5131 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2010 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1716 _refine_ls_wR_factor_gt 0.1248 _refine_ls_goodness_of_fit_ref 0.747 _refine_ls_restrained_S_all 0.747 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ru1 Ru 0.52165(6) 0.66560(7) 0.17488(8) 0.0227(2) Uani 1 1 d . . . C1 C 0.2512(6) 0.6298(7) 0.4600(11) 0.026(3) Uani 1 1 d . . . H1 H 0.2800 0.6324 0.5336 0.031 Uiso 1 1 calc R . . N1 N 0.2084(6) 0.7238(7) 0.4560(8) 0.030(2) Uani 1 1 d . . . N2 N 0.1703(6) 0.7499(7) 0.3580(8) 0.032(3) Uani 1 1 d . . . C3 C 0.1275(6) 0.8279(11) 0.3891(10) 0.034(3) Uani 1 1 d . . . C4 C 0.1400(8) 0.8517(10) 0.5036(12) 0.051(4) Uani 1 1 d . . . H4 H 0.1175 0.9034 0.5457 0.061 Uiso 1 1 calc R . . C5 C 0.1911(8) 0.7852(9) 0.5423(12) 0.043(4) Uani 1 1 d . . . H5 H 0.2114 0.7824 0.6179 0.052 Uiso 1 1 calc R . . C6 C 0.0766(9) 0.8729(11) 0.3014(13) 0.056(4) Uani 1 1 d . . . C7 C 0.0356(10) 0.7791(12) 0.2455(19) 0.099(8) Uani 1 1 d . . . H7A H 0.0019 0.8065 0.1871 0.148 Uiso 1 1 calc R . . H7B H 0.0120 0.7411 0.3031 0.148 Uiso 1 1 calc R . . H7C H 0.0667 0.7303 0.2111 0.148 Uiso 1 1 calc R . . C8 C 0.1098(10) 0.9395(14) 0.2195(15) 0.084(6) Uani 1 1 d . . . H8A H 0.0751 0.9672 0.1627 0.127 Uiso 1 1 calc R . . H8B H 0.1428 0.8965 0.1819 0.127 Uiso 1 1 calc R . . H8C H 0.1334 0.9990 0.2593 0.127 Uiso 1 1 calc R . . C9 C 0.0251(8) 0.9447(11) 0.3616(15) 0.061(5) Uani 1 1 d . . . H9A H -0.0087 0.9745 0.3049 0.092 Uiso 1 1 calc R . . H9B H 0.0500 1.0028 0.4019 0.092 Uiso 1 1 calc R . . H9C H 0.0019 0.9016 0.4157 0.092 Uiso 1 1 calc R . . N11 N 0.2061(5) 0.5365(7) 0.4653(9) 0.033(2) Uani 1 1 d . . . N12 N 0.2307(6) 0.4443(7) 0.5185(8) 0.035(3) Uani 1 1 d . . . C13 C 0.1811(7) 0.3727(8) 0.5040(10) 0.031(3) Uani 1 1 d . . . C14 C 0.1244(6) 0.4180(10) 0.4428(12) 0.041(3) Uani 1 1 d . . . H14 H 0.0823 0.3839 0.4207 0.049 Uiso 1 1 calc R . . C15 C 0.1420(7) 0.5222(10) 0.4211(12) 0.047(4) Uani 1 1 d . . . H15 H 0.1137 0.5740 0.3820 0.056 Uiso 1 1 calc R . . C16 C 0.1894(7) 0.2607(8) 0.5472(10) 0.027(3) Uani 1 1 d . . . C17 C 0.2596(9) 0.2164(10) 0.5197(13) 0.054(5) Uani 1 1 d . . . H17A H 0.2645 0.1430 0.5472 0.081 Uiso 1 1 calc R . . H17B H 0.2960 0.2604 0.5570 0.081 Uiso 1 1 calc R . . H17C H 0.2627 0.2177 0.4377 0.081 Uiso 1 1 calc R . . C18 C 0.1890(9) 0.2666(10) 0.6819(11) 0.049(4) Uani 1 1 d . . . H18A H 0.1943 0.1948 0.7138 0.073 Uiso 1 1 calc R . . H18B H 0.1457 0.2971 0.7016 0.073 Uiso 1 1 calc R . . H18C H 0.2268 0.3116 0.7127 0.073 Uiso 1 1 calc R . . C19 C 0.1311(7) 0.1906(8) 0.4992(12) 0.047(4) Uani 1 1 d . . . H19A H 0.1381 0.1178 0.5277 0.070 Uiso 1 1 calc R . . H19B H 0.1298 0.1903 0.4164 0.070 Uiso 1 1 calc R . . H19C H 0.0879 0.2184 0.5226 0.070 Uiso 1 1 calc R . . C21 C 0.2981(7) 0.6213(9) 0.3708(10) 0.030(3) Uani 1 1 d . . . C22 C 0.3623(5) 0.6661(10) 0.3833(9) 0.026(2) Uani 1 1 d . . . H22 H 0.3761 0.7031 0.4514 0.031 Uiso 1 1 calc R . . C23 C 0.4062(6) 0.6591(9) 0.3020(9) 0.024(2) Uani 1 1 d . . . O23 O 0.4718(5) 0.6934(5) 0.3087(6) 0.027(2) Uani 1 1 d . . . C24 C 0.3867(7) 0.6090(7) 0.1988(10) 0.029(3) Uani 1 1 d . . . O24 O 0.4323(4) 0.6057(5) 0.1224(7) 0.028(2) Uani 1 1 d . . . C25 C 0.3218(7) 0.5641(9) 0.1822(12) 0.041(3) Uani 1 1 d . . . H25 H 0.3083 0.5300 0.1124 0.049 Uiso 1 1 calc R . . C26 C 0.2758(7) 0.5684(9) 0.2676(11) 0.034(3) Uani 1 1 d . . . H26 H 0.2318 0.5373 0.2568 0.041 Uiso 1 1 calc R . . C31 C 0.5859(6) 0.7857(8) 0.1044(10) 0.024(3) Uani 1 1 d . . . C32 C 0.6138(6) 0.7562(8) 0.2079(10) 0.025(3) Uani 1 1 d . . . H32 H 0.6250 0.8099 0.2628 0.030 Uiso 1 1 calc R . . C33 C 0.6263(6) 0.6527(9) 0.2367(10) 0.027(3) Uani 1 1 d . . . H33 H 0.6454 0.6366 0.3109 0.032 Uiso 1 1 calc R . . C34 C 0.6115(6) 0.5677(9) 0.1590(10) 0.026(3) Uani 1 1 d . . . C35 C 0.5833(6) 0.5977(8) 0.0464(10) 0.028(3) Uani 1 1 d . . . H35 H 0.5751 0.5437 -0.0092 0.034 Uiso 1 1 calc R . . C36 C 0.5680(6) 0.7021(8) 0.0173(10) 0.023(3) Uani 1 1 d . . . H36 H 0.5468 0.7200 -0.0552 0.028 Uiso 1 1 calc R . . C37 C 0.5671(8) 0.9008(8) 0.0713(11) 0.037(4) Uani 1 1 d . . . H37A H 0.5200 0.9031 0.0371 0.055 Uiso 1 1 calc R . . H37B H 0.5980 0.9269 0.0168 0.055 Uiso 1 1 calc R . . H37C H 0.5712 0.9458 0.1390 0.055 Uiso 1 1 calc R . . C38 C 0.6247(6) 0.4523(8) 0.1875(10) 0.027(3) Uani 1 1 d . . . H38 H 0.6009 0.4069 0.1272 0.033 Uiso 1 1 calc R . . C39 C 0.7024(7) 0.4350(9) 0.1878(12) 0.043(4) Uani 1 1 d . . . H39A H 0.7131 0.3601 0.2042 0.064 Uiso 1 1 calc R . . H39B H 0.7261 0.4801 0.2458 0.064 Uiso 1 1 calc R . . H39C H 0.7172 0.4537 0.1134 0.064 Uiso 1 1 calc R . . C40 C 0.5990(7) 0.4232(10) 0.3015(11) 0.041(3) Uani 1 1 d . . . H40A H 0.6072 0.3474 0.3166 0.062 Uiso 1 1 calc R . . H40B H 0.5500 0.4380 0.2996 0.062 Uiso 1 1 calc R . . H40C H 0.6234 0.4657 0.3613 0.062 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ru1 0.0302(5) 0.0201(4) 0.0177(4) -0.0028(6) 0.0008(3) 0.0005(6) C1 0.022(7) 0.015(5) 0.040(7) 0.004(4) -0.003(6) -0.006(4) N1 0.043(7) 0.026(5) 0.020(5) 0.005(4) -0.002(5) 0.000(5) N2 0.046(8) 0.024(5) 0.027(6) 0.003(4) 0.007(5) -0.007(5) C3 0.030(7) 0.036(6) 0.036(7) 0.010(7) 0.002(6) 0.010(7) C4 0.062(10) 0.041(8) 0.053(9) -0.009(7) 0.026(8) 0.016(7) C5 0.060(11) 0.036(6) 0.032(8) -0.007(6) -0.003(7) 0.003(7) C6 0.055(11) 0.060(9) 0.055(10) -0.011(7) 0.011(8) 0.026(8) C7 0.067(14) 0.073(10) 0.15(2) -0.028(12) -0.050(13) 0.039(10) C8 0.078(14) 0.098(12) 0.082(14) 0.058(11) 0.030(12) 0.042(11) C9 0.045(10) 0.048(8) 0.093(13) -0.002(8) 0.016(9) 0.010(7) N11 0.029(7) 0.040(6) 0.031(6) -0.001(5) 0.002(5) -0.006(5) N12 0.054(8) 0.023(5) 0.026(6) 0.003(4) -0.001(6) 0.002(5) C13 0.035(8) 0.031(6) 0.028(7) -0.005(5) 0.005(6) -0.009(5) C14 0.009(7) 0.044(7) 0.067(10) 0.014(7) -0.013(7) -0.006(6) C15 0.033(9) 0.042(7) 0.059(10) 0.023(7) -0.034(8) -0.012(6) C16 0.032(8) 0.025(6) 0.025(7) 0.005(5) 0.003(6) -0.003(5) C17 0.079(14) 0.040(7) 0.045(9) 0.013(7) 0.018(9) 0.019(8) C18 0.075(13) 0.037(7) 0.034(8) 0.017(6) 0.010(8) 0.006(7) C19 0.053(10) 0.024(7) 0.061(9) 0.008(6) -0.008(8) -0.021(6) C21 0.028(8) 0.033(6) 0.029(7) 0.023(5) 0.007(6) 0.001(5) C22 0.026(7) 0.027(5) 0.023(6) 0.004(6) -0.007(5) -0.019(6) C23 0.032(7) 0.014(5) 0.026(6) 0.007(6) 0.000(5) 0.005(6) O23 0.046(6) 0.027(4) 0.006(4) -0.010(3) 0.002(4) -0.012(4) C24 0.054(9) 0.014(5) 0.020(6) 0.005(4) 0.001(6) 0.009(5) O24 0.025(5) 0.027(4) 0.032(5) -0.012(4) 0.000(4) -0.005(4) C25 0.043(9) 0.033(6) 0.048(9) -0.021(6) 0.012(7) -0.009(6) C26 0.025(8) 0.035(6) 0.044(8) -0.008(6) 0.004(6) 0.003(6) C31 0.021(7) 0.029(6) 0.024(7) 0.004(5) 0.008(6) -0.007(5) C32 0.016(7) 0.030(6) 0.026(7) 0.008(5) -0.006(5) -0.014(5) C33 0.033(7) 0.020(6) 0.030(6) 0.003(5) 0.013(6) -0.005(6) C34 0.026(7) 0.033(6) 0.018(6) -0.009(5) 0.003(6) 0.003(6) C35 0.025(8) 0.033(7) 0.028(7) 0.004(5) 0.008(6) 0.009(5) C36 0.015(7) 0.038(6) 0.017(6) 0.001(5) 0.007(5) -0.008(5) C37 0.065(11) 0.016(6) 0.028(7) 0.014(5) 0.004(7) 0.013(6) C38 0.031(8) 0.017(5) 0.032(7) 0.000(5) -0.002(6) -0.003(5) C39 0.056(10) 0.021(6) 0.052(9) 0.008(6) 0.007(8) 0.007(6) C40 0.048(9) 0.035(6) 0.043(8) 0.007(6) 0.012(7) 0.006(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ru1 O24 1.964(8) . ? Ru1 O23 1.965(9) . ? Ru1 C33 2.132(12) . ? Ru1 C32 2.148(11) . ? Ru1 C34 2.175(12) . ? Ru1 C31 2.180(11) . ? Ru1 C36 2.195(12) . ? Ru1 C35 2.197(12) . ? C1 N1 1.448(13) . ? C1 C21 1.464(17) . ? C1 N11 1.474(13) . ? C1 H1 1.0000 . ? N1 C5 1.348(15) . ? N1 N2 1.369(14) . ? N2 C3 1.363(16) . ? C3 C4 1.392(17) . ? C3 C6 1.494(19) . ? C4 C5 1.358(18) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C8 1.47(2) . ? C6 C7 1.55(2) . ? C6 C9 1.572(19) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? N11 C15 1.338(15) . ? N11 N12 1.386(13) . ? N12 C13 1.327(15) . ? C13 C14 1.399(16) . ? C13 C16 1.502(15) . ? C14 C15 1.384(16) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C19 1.517(16) . ? C16 C17 1.549(19) . ? C16 C18 1.599(17) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C21 C22 1.380(15) . ? C21 C26 1.428(17) . ? C22 C23 1.351(15) . ? C22 H22 0.9500 . ? C23 O23 1.356(14) . ? C23 C24 1.400(15) . ? C24 O24 1.326(15) . ? C24 C25 1.395(18) . ? C25 C26 1.414(17) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C32 1.354(16) . ? C31 C36 1.494(15) . ? C31 C37 1.535(13) . ? C32 C33 1.362(15) . ? C32 H32 0.9500 . ? C33 C34 1.424(15) . ? C33 H33 0.9500 . ? C34 C35 1.452(16) . ? C34 C38 1.506(15) . ? C35 C36 1.383(15) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C40 1.526(17) . ? C38 C39 1.542(18) . ? C38 H38 1.0000 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O24 Ru1 O23 80.2(4) . . ? O24 Ru1 C33 153.1(4) . . ? O23 Ru1 C33 105.6(4) . . ? O24 Ru1 C32 168.4(4) . . ? O23 Ru1 C32 103.2(4) . . ? C33 Ru1 C32 37.1(4) . . ? O24 Ru1 C34 117.9(4) . . ? O23 Ru1 C34 129.4(4) . . ? C33 Ru1 C34 38.6(4) . . ? C32 Ru1 C34 68.7(4) . . ? O24 Ru1 C31 132.5(4) . . ? O23 Ru1 C31 122.1(4) . . ? C33 Ru1 C31 67.1(4) . . ? C32 Ru1 C31 36.4(4) . . ? C34 Ru1 C31 81.7(5) . . ? O24 Ru1 C36 103.6(4) . . ? O23 Ru1 C36 157.1(3) . . ? C33 Ru1 C36 81.4(5) . . ? C32 Ru1 C36 68.9(4) . . ? C34 Ru1 C36 69.3(5) . . ? C31 Ru1 C36 39.9(4) . . ? O24 Ru1 C35 99.4(4) . . ? O23 Ru1 C35 166.0(3) . . ? C33 Ru1 C35 68.6(5) . . ? C32 Ru1 C35 80.0(5) . . ? C34 Ru1 C35 38.8(4) . . ? C31 Ru1 C35 68.3(4) . . ? C36 Ru1 C35 36.7(4) . . ? N1 C1 C21 115.7(9) . . ? N1 C1 N11 107.5(9) . . ? C21 C1 N11 112.9(9) . . ? N1 C1 H1 106.7 . . ? C21 C1 H1 106.7 . . ? N11 C1 H1 106.7 . . ? C5 N1 N2 110.6(10) . . ? C5 N1 C1 128.6(11) . . ? N2 N1 C1 119.9(10) . . ? C3 N2 N1 104.4(9) . . ? N2 C3 C4 110.8(11) . . ? N2 C3 C6 118.5(11) . . ? C4 C3 C6 130.7(12) . . ? C5 C4 C3 105.3(12) . . ? C5 C4 H4 127.4 . . ? C3 C4 H4 127.4 . . ? N1 C5 C4 108.8(12) . . ? N1 C5 H5 125.6 . . ? C4 C5 H5 125.6 . . ? C8 C6 C3 111.4(14) . . ? C8 C6 C7 113.2(16) . . ? C3 C6 C7 107.8(12) . . ? C8 C6 C9 108.1(12) . . ? C3 C6 C9 108.7(12) . . ? C7 C6 C9 107.4(14) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 N11 N12 110.4(9) . . ? C15 N11 C1 129.9(10) . . ? N12 N11 C1 119.7(10) . . ? C13 N12 N11 106.4(10) . . ? N12 C13 C14 109.8(10) . . ? N12 C13 C16 122.2(11) . . ? C14 C13 C16 128.0(11) . . ? C15 C14 C13 106.3(11) . . ? C15 C14 H14 126.9 . . ? C13 C14 H14 126.9 . . ? N11 C15 C14 107.2(11) . . ? N11 C15 H15 126.4 . . ? C14 C15 H15 126.4 . . ? C13 C16 C19 111.0(10) . . ? C13 C16 C17 109.8(11) . . ? C19 C16 C17 111.8(11) . . ? C13 C16 C18 106.7(10) . . ? C19 C16 C18 109.6(11) . . ? C17 C16 C18 107.7(10) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C22 C21 C26 119.6(12) . . ? C22 C21 C1 121.2(11) . . ? C26 C21 C1 119.1(12) . . ? C23 C22 C21 122.1(11) . . ? C23 C22 H22 119.0 . . ? C21 C22 H22 119.0 . . ? C22 C23 O23 126.8(10) . . ? C22 C23 C24 120.6(11) . . ? O23 C23 C24 112.6(10) . . ? C23 O23 Ru1 115.6(6) . . ? O24 C24 C25 123.6(11) . . ? O24 C24 C23 117.3(12) . . ? C25 C24 C23 119.0(12) . . ? C24 O24 Ru1 114.2(7) . . ? C24 C25 C26 121.1(12) . . ? C24 C25 H25 119.5 . . ? C26 C25 H25 119.5 . . ? C25 C26 C21 117.6(12) . . ? C25 C26 H26 121.2 . . ? C21 C26 H26 121.2 . . ? C32 C31 C36 119.3(10) . . ? C32 C31 C37 124.0(10) . . ? C36 C31 C37 116.6(10) . . ? C32 C31 Ru1 70.5(6) . . ? C36 C31 Ru1 70.6(6) . . ? C37 C31 Ru1 127.9(10) . . ? C31 C32 C33 122.6(11) . . ? C31 C32 Ru1 73.1(7) . . ? C33 C32 Ru1 70.8(7) . . ? C31 C32 H32 118.7 . . ? C33 C32 H32 118.7 . . ? Ru1 C32 H32 130.2 . . ? C32 C33 C34 122.1(11) . . ? C32 C33 Ru1 72.1(7) . . ? C34 C33 Ru1 72.3(7) . . ? C32 C33 H33 119.0 . . ? C34 C33 H33 119.0 . . ? Ru1 C33 H33 129.2 . . ? C33 C34 C35 116.2(10) . . ? C33 C34 C38 123.6(10) . . ? C35 C34 C38 120.2(10) . . ? C33 C34 Ru1 69.1(7) . . ? C35 C34 Ru1 71.4(7) . . ? C38 C34 Ru1 130.6(9) . . ? C36 C35 C34 122.4(11) . . ? C36 C35 Ru1 71.6(7) . . ? C34 C35 Ru1 69.8(7) . . ? C36 C35 H35 118.8 . . ? C34 C35 H35 118.8 . . ? Ru1 C35 H35 133.4 . . ? C35 C36 C31 117.3(11) . . ? C35 C36 Ru1 71.7(7) . . ? C31 C36 Ru1 69.5(6) . . ? C35 C36 H36 121.3 . . ? C31 C36 H36 121.3 . . ? Ru1 C36 H36 129.7 . . ? C31 C37 H37A 109.5 . . ? C31 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C31 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C34 C38 C40 111.4(10) . . ? C34 C38 C39 106.8(9) . . ? C40 C38 C39 111.5(10) . . ? C34 C38 H38 109.0 . . ? C40 C38 H38 109.0 . . ? C39 C38 H38 109.0 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C21 C1 N1 C5 -139.3(14) . . . . ? N11 C1 N1 C5 93.4(14) . . . . ? C21 C1 N1 N2 52.2(14) . . . . ? N11 C1 N1 N2 -75.1(13) . . . . ? C5 N1 N2 C3 -1.7(13) . . . . ? C1 N1 N2 C3 168.7(10) . . . . ? N1 N2 C3 C4 1.4(14) . . . . ? N1 N2 C3 C6 -178.2(12) . . . . ? N2 C3 C4 C5 -0.7(16) . . . . ? C6 C3 C4 C5 178.9(15) . . . . ? N2 N1 C5 C4 1.3(15) . . . . ? C1 N1 C5 C4 -168.0(11) . . . . ? C3 C4 C5 N1 -0.4(16) . . . . ? N2 C3 C6 C8 -71.3(17) . . . . ? C4 C3 C6 C8 109.1(18) . . . . ? N2 C3 C6 C7 53.5(18) . . . . ? C4 C3 C6 C7 -126.1(18) . . . . ? N2 C3 C6 C9 169.6(12) . . . . ? C4 C3 C6 C9 -10(2) . . . . ? N1 C1 N11 C15 31.7(18) . . . . ? C21 C1 N11 C15 -97.1(16) . . . . ? N1 C1 N11 N12 -151.3(10) . . . . ? C21 C1 N11 N12 79.9(13) . . . . ? C15 N11 N12 C13 1.4(14) . . . . ? C1 N11 N12 C13 -176.1(10) . . . . ? N11 N12 C13 C14 -0.6(14) . . . . ? N11 N12 C13 C16 178.1(11) . . . . ? N12 C13 C14 C15 -0.3(16) . . . . ? C16 C13 C14 C15 -179.0(13) . . . . ? N12 N11 C15 C14 -1.6(16) . . . . ? C1 N11 C15 C14 175.6(12) . . . . ? C13 C14 C15 N11 1.2(17) . . . . ? N12 C13 C16 C19 -168.6(12) . . . . ? C14 C13 C16 C19 9.9(19) . . . . ? N12 C13 C16 C17 -44.5(16) . . . . ? C14 C13 C16 C17 134.0(15) . . . . ? N12 C13 C16 C18 72.0(16) . . . . ? C14 C13 C16 C18 -109.5(15) . . . . ? N1 C1 C21 C22 87.8(14) . . . . ? N11 C1 C21 C22 -147.8(11) . . . . ? N1 C1 C21 C26 -90.3(12) . . . . ? N11 C1 C21 C26 34.2(15) . . . . ? C26 C21 C22 C23 -2.0(18) . . . . ? C1 C21 C22 C23 180.0(11) . . . . ? C21 C22 C23 O23 -175.0(10) . . . . ? C21 C22 C23 C24 2.6(19) . . . . ? C22 C23 O23 Ru1 178.1(10) . . . . ? C24 C23 O23 Ru1 0.3(11) . . . . ? O24 Ru1 O23 C23 1.2(7) . . . . ? C33 Ru1 O23 C23 -151.9(7) . . . . ? C32 Ru1 O23 C23 169.8(7) . . . . ? C34 Ru1 O23 C23 -117.1(8) . . . . ? C31 Ru1 O23 C23 135.8(7) . . . . ? C36 Ru1 O23 C23 102.9(12) . . . . ? C35 Ru1 O23 C23 -88(2) . . . . ? C22 C23 C24 O24 179.6(11) . . . . ? O23 C23 C24 O24 -2.6(13) . . . . ? C22 C23 C24 C25 -1.6(17) . . . . ? O23 C23 C24 C25 176.3(10) . . . . ? C25 C24 O24 Ru1 -175.3(9) . . . . ? C23 C24 O24 Ru1 3.6(11) . . . . ? O23 Ru1 O24 C24 -2.5(7) . . . . ? C33 Ru1 O24 C24 102.7(10) . . . . ? C32 Ru1 O24 C24 -111(2) . . . . ? C34 Ru1 O24 C24 127.1(7) . . . . ? C31 Ru1 O24 C24 -127.6(7) . . . . ? C36 Ru1 O24 C24 -159.4(7) . . . . ? C35 Ru1 O24 C24 163.3(7) . . . . ? O24 C24 C25 C26 178.8(10) . . . . ? C23 C24 C25 C26 0.0(18) . . . . ? C24 C25 C26 C21 0.6(18) . . . . ? C22 C21 C26 C25 0.3(17) . . . . ? C1 C21 C26 C25 178.4(10) . . . . ? O24 Ru1 C31 C32 174.4(7) . . . . ? O23 Ru1 C31 C32 66.7(8) . . . . ? C33 Ru1 C31 C32 -27.8(7) . . . . ? C34 Ru1 C31 C32 -65.0(7) . . . . ? C36 Ru1 C31 C32 -132.5(11) . . . . ? C35 Ru1 C31 C32 -102.9(8) . . . . ? O24 Ru1 C31 C36 -53.1(8) . . . . ? O23 Ru1 C31 C36 -160.8(7) . . . . ? C33 Ru1 C31 C36 104.7(8) . . . . ? C32 Ru1 C31 C36 132.5(11) . . . . ? C34 Ru1 C31 C36 67.5(7) . . . . ? C35 Ru1 C31 C36 29.6(7) . . . . ? O24 Ru1 C31 C37 55.9(12) . . . . ? O23 Ru1 C31 C37 -51.7(12) . . . . ? C33 Ru1 C31 C37 -146.3(11) . . . . ? C32 Ru1 C31 C37 -118.5(13) . . . . ? C34 Ru1 C31 C37 176.5(10) . . . . ? C36 Ru1 C31 C37 109.0(13) . . . . ? C35 Ru1 C31 C37 138.7(11) . . . . ? C36 C31 C32 C33 0.0(19) . . . . ? C37 C31 C32 C33 176.1(12) . . . . ? Ru1 C31 C32 C33 52.9(11) . . . . ? C36 C31 C32 Ru1 -52.9(10) . . . . ? C37 C31 C32 Ru1 123.1(13) . . . . ? O24 Ru1 C32 C31 -21(3) . . . . ? O23 Ru1 C32 C31 -126.9(7) . . . . ? C33 Ru1 C32 C31 134.6(11) . . . . ? C34 Ru1 C32 C31 105.6(8) . . . . ? C36 Ru1 C32 C31 30.5(7) . . . . ? C35 Ru1 C32 C31 66.9(8) . . . . ? O24 Ru1 C32 C33 -155.6(19) . . . . ? O23 Ru1 C32 C33 98.4(7) . . . . ? C34 Ru1 C32 C33 -29.0(7) . . . . ? C31 Ru1 C32 C33 -134.6(11) . . . . ? C36 Ru1 C32 C33 -104.2(8) . . . . ? C35 Ru1 C32 C33 -67.7(7) . . . . ? C31 C32 C33 C34 0.6(19) . . . . ? Ru1 C32 C33 C34 54.6(11) . . . . ? C31 C32 C33 Ru1 -53.9(11) . . . . ? O24 Ru1 C33 C32 169.4(9) . . . . ? O23 Ru1 C33 C32 -91.4(7) . . . . ? C34 Ru1 C33 C32 133.6(11) . . . . ? C31 Ru1 C33 C32 27.3(7) . . . . ? C36 Ru1 C33 C32 66.2(7) . . . . ? C35 Ru1 C33 C32 102.0(8) . . . . ? O24 Ru1 C33 C34 35.8(13) . . . . ? O23 Ru1 C33 C34 135.0(6) . . . . ? C32 Ru1 C33 C34 -133.6(11) . . . . ? C31 Ru1 C33 C34 -106.3(7) . . . . ? C36 Ru1 C33 C34 -67.4(7) . . . . ? C35 Ru1 C33 C34 -31.6(7) . . . . ? C32 C33 C34 C35 1.0(18) . . . . ? Ru1 C33 C34 C35 55.4(10) . . . . ? C32 C33 C34 C38 179.9(12) . . . . ? Ru1 C33 C34 C38 -125.7(12) . . . . ? C32 C33 C34 Ru1 -54.4(11) . . . . ? O24 Ru1 C34 C33 -162.6(6) . . . . ? O23 Ru1 C34 C33 -61.8(8) . . . . ? C32 Ru1 C34 C33 28.0(7) . . . . ? C31 Ru1 C34 C33 63.3(7) . . . . ? C36 Ru1 C34 C33 102.6(7) . . . . ? C35 Ru1 C34 C33 128.8(10) . . . . ? O24 Ru1 C34 C35 68.6(8) . . . . ? O23 Ru1 C34 C35 169.4(6) . . . . ? C33 Ru1 C34 C35 -128.8(10) . . . . ? C32 Ru1 C34 C35 -100.8(7) . . . . ? C31 Ru1 C34 C35 -65.5(7) . . . . ? C36 Ru1 C34 C35 -26.2(7) . . . . ? O24 Ru1 C34 C38 -45.6(11) . . . . ? O23 Ru1 C34 C38 55.2(12) . . . . ? C33 Ru1 C34 C38 117.0(13) . . . . ? C32 Ru1 C34 C38 145.0(11) . . . . ? C31 Ru1 C34 C38 -179.7(11) . . . . ? C36 Ru1 C34 C38 -140.4(11) . . . . ? C35 Ru1 C34 C38 -114.2(13) . . . . ? C33 C34 C35 C36 -3.4(19) . . . . ? C38 C34 C35 C36 177.6(12) . . . . ? Ru1 C34 C35 C36 50.8(12) . . . . ? C33 C34 C35 Ru1 -54.2(10) . . . . ? C38 C34 C35 Ru1 126.8(12) . . . . ? O24 Ru1 C35 C36 100.1(7) . . . . ? O23 Ru1 C35 C36 -172.6(16) . . . . ? C33 Ru1 C35 C36 -104.9(8) . . . . ? C32 Ru1 C35 C36 -68.1(7) . . . . ? C34 Ru1 C35 C36 -136.4(11) . . . . ? C31 Ru1 C35 C36 -32.1(7) . . . . ? O24 Ru1 C35 C34 -123.5(7) . . . . ? O23 Ru1 C35 C34 -36(2) . . . . ? C33 Ru1 C35 C34 31.5(7) . . . . ? C32 Ru1 C35 C34 68.3(7) . . . . ? C31 Ru1 C35 C34 104.3(8) . . . . ? C36 Ru1 C35 C34 136.4(11) . . . . ? C34 C35 C36 C31 4.1(19) . . . . ? Ru1 C35 C36 C31 54.1(10) . . . . ? C34 C35 C36 Ru1 -50.0(11) . . . . ? C32 C31 C36 C35 -2.4(18) . . . . ? C37 C31 C36 C35 -178.7(12) . . . . ? Ru1 C31 C36 C35 -55.2(10) . . . . ? C32 C31 C36 Ru1 52.9(10) . . . . ? C37 C31 C36 Ru1 -123.5(11) . . . . ? O24 Ru1 C36 C35 -87.5(8) . . . . ? O23 Ru1 C36 C35 175.4(10) . . . . ? C33 Ru1 C36 C35 65.5(8) . . . . ? C32 Ru1 C36 C35 101.8(8) . . . . ? C34 Ru1 C36 C35 27.5(7) . . . . ? C31 Ru1 C36 C35 129.8(11) . . . . ? O24 Ru1 C36 C31 142.7(6) . . . . ? O23 Ru1 C36 C31 45.7(16) . . . . ? C33 Ru1 C36 C31 -64.3(7) . . . . ? C32 Ru1 C36 C31 -28.0(7) . . . . ? C34 Ru1 C36 C31 -102.3(8) . . . . ? C35 Ru1 C36 C31 -129.8(11) . . . . ? C33 C34 C38 C40 46.7(17) . . . . ? C35 C34 C38 C40 -134.4(12) . . . . ? Ru1 C34 C38 C40 -43.6(15) . . . . ? C33 C34 C38 C39 -75.2(15) . . . . ? C35 C34 C38 C39 103.7(13) . . . . ? Ru1 C34 C38 C39 -165.6(9) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.943 _refine_diff_density_min -0.794 _refine_diff_density_rms 0.115 data_12 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C78 H68 Ir2 N12 O4 Tl2, 3(C3 H5 N)' _chemical_formula_sum 'C87 H83 Ir2 N15 O4 Tl2' _chemical_formula_weight 2195.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Tl' 'Tl' -2.8358 9.6688 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.2553(6) _cell_length_b 17.3216(7) _cell_length_c 17.9782(8) _cell_angle_alpha 101.431(4) _cell_angle_beta 102.004(3) _cell_angle_gamma 91.638(3) _cell_volume 4244.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 29855 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 26.0 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2116 _exptl_absorpt_coefficient_mu 6.967 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3838 _exptl_absorpt_correction_T_max 0.7680 _exptl_absorpt_process_details 'MULABS (Spek, 2003; Blessing, 1995)' _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 52244 _diffrn_reflns_av_R_equivalents 0.1132 _diffrn_reflns_av_sigmaI/netI 0.1433 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.25 _diffrn_reflns_theta_max 25.63 _reflns_number_total 15871 _reflns_number_gt 8445 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0600P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15871 _refine_ls_number_parameters 986 _refine_ls_number_restraints 66 _refine_ls_R_factor_all 0.0976 _refine_ls_R_factor_gt 0.0531 _refine_ls_wR_factor_ref 0.1255 _refine_ls_wR_factor_gt 0.1156 _refine_ls_goodness_of_fit_ref 0.754 _refine_ls_restrained_S_all 0.753 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Tl1 Tl -0.51163(3) -0.27783(3) -0.40043(3) 0.03918(13) Uani 1 1 d . . . Tl2 Tl -0.31366(6) -0.32871(6) -0.08602(4) 0.0975(3) Uani 1 1 d . . . Ir1 Ir -0.23666(3) -0.20268(3) -0.36202(3) 0.03679(13) Uani 1 1 d . . . C1 C -0.1427(8) -0.4703(8) -0.1421(7) 0.038(3) Uani 1 1 d . . . H1 H -0.0965 -0.4975 -0.1716 0.046 Uiso 1 1 calc R . . N1 N -0.2040(8) -0.5329(7) -0.1291(7) 0.048(3) Uani 1 1 d . . . N2 N -0.2691(8) -0.5101(8) -0.0813(6) 0.050(3) Uani 1 1 d . . . C3 C -0.3240(11) -0.5769(11) -0.0903(9) 0.062(4) Uani 1 1 d . . . C4 C -0.2929(11) -0.6398(11) -0.1420(10) 0.067(4) Uani 1 1 d . . . H4 H -0.3189 -0.6931 -0.1567 0.080 Uiso 1 1 calc R . . C5 C -0.2178(10) -0.6079(10) -0.1664(9) 0.056(4) Uani 1 1 d . . . C6 C -0.4031(12) -0.5744(13) -0.0467(10) 0.084(6) Uani 1 1 d . . . H6A H -0.4324 -0.5239 -0.0456 0.127 Uiso 1 1 calc R . . H6B H -0.3766 -0.5801 0.0067 0.127 Uiso 1 1 calc R . . H6C H -0.4519 -0.6177 -0.0725 0.127 Uiso 1 1 calc R . . C7 C -0.1614(13) -0.6420(11) -0.2243(10) 0.075(5) Uani 1 1 d . . . H7A H -0.0928 -0.6277 -0.2024 0.113 Uiso 1 1 calc R . . H7B H -0.1813 -0.6211 -0.2715 0.113 Uiso 1 1 calc R . . H7C H -0.1730 -0.6996 -0.2370 0.113 Uiso 1 1 calc R . . N11 N -0.0847(8) -0.4236(7) -0.0710(6) 0.047(3) Uani 1 1 d . . . N12 N -0.1275(9) -0.3720(8) -0.0244(7) 0.055(3) Uani 1 1 d . . . C13 C -0.0556(10) -0.3345(9) 0.0355(8) 0.051(3) Uani 1 1 d . . . C14 C 0.0327(11) -0.3653(10) 0.0236(8) 0.059(4) Uani 1 1 d . . . H14 H 0.0945 -0.3503 0.0564 0.071 Uiso 1 1 calc R . . C15 C 0.0113(9) -0.4212(9) -0.0449(8) 0.047(3) Uani 1 1 d . . . C16 C -0.0757(13) -0.2783(12) 0.1003(9) 0.076(5) Uani 1 1 d . . . H16A H -0.1453 -0.2745 0.0933 0.114 Uiso 1 1 calc R . . H16B H -0.0445 -0.2264 0.1028 0.114 Uiso 1 1 calc R . . H16C H -0.0509 -0.2959 0.1488 0.114 Uiso 1 1 calc R . . C17 C 0.0773(10) -0.4700(10) -0.0842(8) 0.057(4) Uani 1 1 d . . . H17A H 0.0759 -0.4568 -0.1350 0.085 Uiso 1 1 calc R . . H17B H 0.0569 -0.5260 -0.0914 0.085 Uiso 1 1 calc R . . H17C H 0.1428 -0.4594 -0.0523 0.085 Uiso 1 1 calc R . . C21 C -0.1972(8) -0.4204(8) -0.1931(7) 0.038(3) Uani 1 1 d . . . C22 C -0.1541(8) -0.3513(7) -0.2017(7) 0.036(3) Uani 1 1 d . . . H22 H -0.0918 -0.3334 -0.1710 0.043 Uiso 1 1 calc R . . C23 C -0.1985(8) -0.3071(7) -0.2537(6) 0.032(3) Uani 1 1 d . . . O23 O -0.1539(5) -0.2424(5) -0.2647(5) 0.040(2) Uani 1 1 d . . . C24 C -0.2949(8) -0.3316(8) -0.2965(7) 0.036(3) Uani 1 1 d . . . O24 O -0.3369(5) -0.2906(5) -0.3484(5) 0.0384(19) Uani 1 1 d . . . C25 C -0.3379(7) -0.4013(7) -0.2865(7) 0.033(3) Uani 1 1 d . . . H25 H -0.4019 -0.4180 -0.3139 0.039 Uiso 1 1 calc R . . C26 C -0.2897(9) -0.4463(8) -0.2379(8) 0.043(3) Uani 1 1 d . . . H26 H -0.3191 -0.4951 -0.2346 0.051 Uiso 1 1 calc R . . N31 N -0.1721(7) -0.2826(7) -0.4303(6) 0.043(3) Uani 1 1 d . . . C32 C -0.0926(9) -0.2538(9) -0.4520(7) 0.046(3) Uani 1 1 d . . . C33 C -0.0372(9) -0.3024(11) -0.4898(8) 0.058(4) Uani 1 1 d . . . H33 H 0.0151 -0.2808 -0.5063 0.070 Uiso 1 1 calc R . . C34 C -0.0571(13) -0.3858(14) -0.5051(9) 0.084(6) Uani 1 1 d . . . H34 H -0.0158 -0.4206 -0.5281 0.101 Uiso 1 1 calc R . . C35 C -0.1383(9) -0.4149(10) -0.4854(8) 0.057(4) Uani 1 1 d . . . H35 H -0.1564 -0.4699 -0.4968 0.068 Uiso 1 1 calc R . . C36 C -0.1922(9) -0.3602(9) -0.4481(7) 0.046(3) Uani 1 1 d . . . H36 H -0.2476 -0.3800 -0.4343 0.055 Uiso 1 1 calc R . . C41 C -0.1380(10) -0.1304(9) -0.3802(8) 0.051(4) Uani 1 1 d . . . C42 C -0.0774(9) -0.1664(9) -0.4289(8) 0.050(4) Uani 1 1 d . . . C43 C -0.0078(11) -0.1220(13) -0.4478(10) 0.073(5) Uani 1 1 d . . . H43 H 0.0296 -0.1475 -0.4821 0.088 Uiso 1 1 calc R . . C44 C 0.0091(10) -0.0440(14) -0.4196(10) 0.079(6) Uani 1 1 d . . . H44 H 0.0590 -0.0150 -0.4322 0.094 Uiso 1 1 calc R . . C45 C -0.0487(12) -0.0060(11) -0.3707(11) 0.073(5) Uani 1 1 d . . . H45 H -0.0384 0.0493 -0.3504 0.088 Uiso 1 1 calc R . . C46 C -0.1212(10) -0.0497(10) -0.3521(10) 0.061(5) Uani 1 1 d . . . H46 H -0.1599 -0.0235 -0.3193 0.073 Uiso 1 1 calc R . . N51 N -0.2921(7) -0.1174(7) -0.2939(7) 0.043(3) Uani 1 1 d . . . C52 C -0.3660(10) -0.0813(9) -0.3290(9) 0.052(4) Uani 1 1 d . . . C53 C -0.4098(12) -0.0208(9) -0.2866(12) 0.067(5) Uani 1 1 d . . . H53 H -0.4635 0.0033 -0.3108 0.080 Uiso 1 1 calc R . . C54 C -0.3699(14) 0.0016(10) -0.2073(12) 0.074(5) Uani 1 1 d . . . H54 H -0.3966 0.0426 -0.1765 0.089 Uiso 1 1 calc R . . C55 C -0.2947(12) -0.0333(10) -0.1734(9) 0.062(4) Uani 1 1 d . . . H55 H -0.2684 -0.0164 -0.1193 0.074 Uiso 1 1 calc R . . C56 C -0.2551(10) -0.0939(9) -0.2169(9) 0.049(4) Uani 1 1 d . . . H56 H -0.2022 -0.1187 -0.1925 0.059 Uiso 1 1 calc R . . C61 C -0.3362(8) -0.1703(8) -0.4447(8) 0.042(3) Uani 1 1 d . . . C62 C -0.3938(9) -0.1121(9) -0.4133(9) 0.050(4) Uani 1 1 d . . . C63 C -0.4723(10) -0.0896(11) -0.4613(12) 0.071(5) Uani 1 1 d . . . H63 H -0.5113 -0.0513 -0.4403 0.085 Uiso 1 1 calc R . . C64 C -0.4944(13) -0.1229(11) -0.5402(11) 0.075(5) Uani 1 1 d . . . H64 H -0.5481 -0.1079 -0.5739 0.090 Uiso 1 1 calc R . . C65 C -0.4373(13) -0.1771(11) -0.5677(10) 0.072(5) Uani 1 1 d . . . H65 H -0.4519 -0.1996 -0.6218 0.086 Uiso 1 1 calc R . . C66 C -0.3599(10) -0.2013(9) -0.5222(8) 0.049(3) Uani 1 1 d . . . H66 H -0.3223 -0.2399 -0.5448 0.058 Uiso 1 1 calc R . . Ir1A Ir -0.68396(3) -0.36764(3) -0.29352(3) 0.03370(12) Uani 1 1 d . . . C1A C -0.4142(9) -0.1725(8) 0.0478(7) 0.042(3) Uani 1 1 d . . . H1A H -0.4688 -0.1445 0.0651 0.050 Uiso 1 1 calc R . . N1A N -0.3962(7) -0.2349(7) 0.0909(6) 0.043(3) Uani 1 1 d . . . N2A N -0.3426(8) -0.2967(8) 0.0674(6) 0.051(3) Uani 1 1 d . . . C3A C -0.3304(9) -0.3362(9) 0.1261(8) 0.050(3) Uani 1 1 d . . . C4A C -0.3720(11) -0.2982(9) 0.1838(8) 0.055(4) Uani 1 1 d . . . H4A H -0.3725 -0.3139 0.2314 0.066 Uiso 1 1 calc R . . C5A C -0.4117(9) -0.2356(9) 0.1616(8) 0.048(3) Uani 1 1 d . . . C6A C -0.2768(14) -0.4113(12) 0.1192(10) 0.082(5) Uani 1 1 d . . . H6A1 H -0.2762 -0.4320 0.0645 0.122 Uiso 1 1 calc R . . H6A2 H -0.3092 -0.4508 0.1392 0.122 Uiso 1 1 calc R . . H6A3 H -0.2106 -0.3993 0.1494 0.122 Uiso 1 1 calc R . . C7A C -0.4671(15) -0.1746(12) 0.2019(10) 0.082(6) Uani 1 1 d . . . H7A1 H -0.5299 -0.1724 0.1679 0.123 Uiso 1 1 calc R . . H7A2 H -0.4314 -0.1228 0.2138 0.123 Uiso 1 1 calc R . . H7A3 H -0.4762 -0.1885 0.2502 0.123 Uiso 1 1 calc R . . N11A N -0.3334(8) -0.1145(7) 0.0672(7) 0.053(3) Uani 1 1 d . . . N12A N -0.2457(11) -0.1377(11) 0.0499(18) 0.156(11) Uani 1 1 d U . . C13A C -0.1906(18) -0.0709(16) 0.068(3) 0.20(2) Uani 1 1 d . . . C14A C -0.2409(19) -0.0097(14) 0.0883(16) 0.123(10) Uani 1 1 d . . . H14A H -0.2169 0.0441 0.1015 0.147 Uiso 1 1 calc R . . C15A C -0.3335(15) -0.0366(11) 0.0869(9) 0.070(5) Uani 1 1 d . . . C16A C -0.0913(19) -0.081(3) 0.029(3) 0.23(2) Uani 1 1 d U . . H16D H -0.0596 -0.1256 0.0454 0.342 Uiso 1 1 d R . . H16E H -0.1238 -0.0961 -0.0264 0.342 Uiso 1 1 d R . . H16F H -0.0432 -0.0368 0.0354 0.342 Uiso 1 1 d R . . C17A C -0.414(2) 0.0070(13) 0.1069(19) 0.144(12) Uani 1 1 d . . . H17D H -0.4748 -0.0224 0.0779 0.216 Uiso 1 1 calc R . . H17E H -0.4108 0.0590 0.0935 0.216 Uiso 1 1 calc R . . H17F H -0.4110 0.0136 0.1629 0.216 Uiso 1 1 calc R . . C21A C -0.4482(8) -0.2055(7) -0.0393(7) 0.035(3) Uani 1 1 d . . . C22A C -0.5232(8) -0.2669(7) -0.0676(7) 0.034(3) Uani 1 1 d . . . H22A H -0.5474 -0.2904 -0.0313 0.041 Uiso 1 1 calc R . . C23A C -0.5609(8) -0.2929(7) -0.1442(7) 0.034(3) Uani 1 1 d . . . O23A O -0.6337(5) -0.3489(5) -0.1704(5) 0.040(2) Uani 1 1 d . . . C24A C -0.5178(9) -0.2617(7) -0.1997(7) 0.038(3) Uani 1 1 d . . . O24A O -0.5557(6) -0.2913(5) -0.2766(4) 0.0385(19) Uani 1 1 d . . . C25A C -0.4479(10) -0.2014(9) -0.1737(7) 0.050(4) Uani 1 1 d . . . H25A H -0.4229 -0.1789 -0.2102 0.060 Uiso 1 1 calc R . . C26A C -0.4121(10) -0.1720(9) -0.0936(7) 0.052(4) Uani 1 1 d . . . H26A H -0.3638 -0.1296 -0.0764 0.063 Uiso 1 1 calc R . . N31A N -0.6064(7) -0.4645(7) -0.3134(6) 0.042(3) Uani 1 1 d . . . C32A C -0.6033(9) -0.4932(8) -0.3853(8) 0.046(3) Uani 1 1 d . . . C33A C -0.5554(10) -0.5592(8) -0.4058(8) 0.048(3) Uani 1 1 d . . . H33A H -0.5549 -0.5795 -0.4588 0.057 Uiso 1 1 calc R . . C34A C -0.5074(10) -0.5961(9) -0.3477(10) 0.057(4) Uani 1 1 d . . . H34A H -0.4728 -0.6412 -0.3602 0.069 Uiso 1 1 calc R . . C35A C -0.5117(10) -0.5655(9) -0.2733(9) 0.055(4) Uani 1 1 d . . . H35A H -0.4819 -0.5908 -0.2331 0.066 Uiso 1 1 calc R . . C36A C -0.5603(8) -0.4960(9) -0.2541(9) 0.047(3) Uani 1 1 d . . . H36A H -0.5604 -0.4727 -0.2017 0.056 Uiso 1 1 calc R . . C41A C -0.7106(8) -0.3896(8) -0.4097(7) 0.038(3) Uani 1 1 d . . . C42A C -0.6577(8) -0.4504(7) -0.4436(7) 0.038(3) Uani 1 1 d . . . C43A C -0.6607(10) -0.4667(9) -0.5236(8) 0.053(4) Uani 1 1 d . . . H43A H -0.6261 -0.5081 -0.5457 0.064 Uiso 1 1 calc R . . C44A C -0.7153(11) -0.4214(10) -0.5705(8) 0.059(4) Uani 1 1 d . . . H44A H -0.7163 -0.4305 -0.6245 0.071 Uiso 1 1 calc R . . C45A C -0.7660(10) -0.3650(10) -0.5387(8) 0.058(4) Uani 1 1 d . . . H45A H -0.8044 -0.3363 -0.5720 0.069 Uiso 1 1 calc R . . C46A C -0.7656(9) -0.3463(9) -0.4611(7) 0.046(3) Uani 1 1 d . . . H46A H -0.8018 -0.3049 -0.4415 0.055 Uiso 1 1 calc R . . N51A N -0.7671(7) -0.2735(7) -0.2811(5) 0.042(3) Uani 1 1 d . . . C52A C -0.8637(8) -0.2936(9) -0.2859(6) 0.042(3) Uani 1 1 d . . . C53A C -0.9265(10) -0.2346(10) -0.2795(7) 0.052(4) Uani 1 1 d . . . H53A H -0.9918 -0.2471 -0.2795 0.062 Uiso 1 1 calc R . . C54A C -0.8938(11) -0.1574(10) -0.2733(8) 0.058(4) Uani 1 1 d . . . H54A H -0.9377 -0.1173 -0.2689 0.070 Uiso 1 1 calc R . . C55A C -0.7970(10) -0.1356(8) -0.2730(7) 0.046(3) Uani 1 1 d . . . H55A H -0.7736 -0.0828 -0.2695 0.056 Uiso 1 1 calc R . . C56A C -0.7394(10) -0.2000(9) -0.2786(7) 0.046(3) Uani 1 1 d . . . H56A H -0.6743 -0.1893 -0.2806 0.055 Uiso 1 1 calc R . . C61A C -0.8096(9) -0.4276(8) -0.2989(6) 0.041(3) Uani 1 1 d . . . C62A C -0.8847(8) -0.3786(8) -0.2941(7) 0.041(3) Uani 1 1 d . . . C63A C -0.9792(9) -0.4112(10) -0.2998(8) 0.053(4) Uani 1 1 d . . . H63A H -1.0308 -0.3777 -0.2994 0.063 Uiso 1 1 calc R . . C64A C -0.9956(10) -0.4900(9) -0.3058(8) 0.052(4) Uani 1 1 d . . . H64A H -1.0589 -0.5120 -0.3103 0.063 Uiso 1 1 calc R . . C65A C -0.9188(11) -0.5384(10) -0.3053(8) 0.059(4) Uani 1 1 d . . . H65A H -0.9295 -0.5932 -0.3071 0.071 Uiso 1 1 calc R . . C66A C -0.8261(9) -0.5069(9) -0.3021(7) 0.043(3) Uani 1 1 d . . . H66A H -0.7745 -0.5404 -0.3021 0.052 Uiso 1 1 calc R . . N71 N 0.3452(15) 0.8576(17) 0.0430(12) 0.145(10) Uani 1 1 d U . . C72 C 0.2974(17) 0.8232(15) -0.0081(13) 0.105(8) Uani 1 1 d U . . C73 C 0.223(2) 0.759(3) -0.0746(14) 0.22(2) Uani 1 1 d U . . H73A H 0.2391 0.7579 -0.1258 0.326 Uiso 1 1 calc R . . H73B H 0.2314 0.7056 -0.0629 0.326 Uiso 1 1 calc R . . C74 C 0.130(4) 0.776(3) -0.078(3) 0.23(2) Uiso 1 1 d . . . H74A H 0.1189 0.7912 -0.0254 0.351 Uiso 1 1 calc R . . H74B H 0.0872 0.7299 -0.1069 0.351 Uiso 1 1 calc R . . H74C H 0.1167 0.8202 -0.1048 0.351 Uiso 1 1 calc R . . N81 N 0.6612(13) -0.0084(14) 0.3363(13) 0.118(7) Uani 1 1 d U . . C82 C 0.6961(13) 0.0074(14) 0.4027(13) 0.083(6) Uani 1 1 d U . . C83 C 0.7388(15) 0.0264(18) 0.4844(13) 0.113(9) Uani 1 1 d U . . H83A H 0.6945 0.0081 0.5142 0.135 Uiso 1 1 calc R . . H83B H 0.7995 0.0001 0.4951 0.135 Uiso 1 1 calc R . . C84 C 0.759(2) 0.1175(19) 0.5088(19) 0.144(10) Uiso 1 1 d . . . H84B H 0.7140 0.1397 0.5402 0.216 Uiso 1 1 calc R . . H84A H 0.7512 0.1400 0.4622 0.216 Uiso 1 1 calc R . . H84C H 0.8251 0.1303 0.5394 0.216 Uiso 1 1 calc R . . N91 N 0.0239(17) 0.7691(13) 0.3342(13) 0.109(6) Uani 1 1 d U . . C92 C -0.051(2) 0.7829(16) 0.3251(15) 0.102(8) Uani 1 1 d U . . C93 C -0.1592(18) 0.812(2) 0.314(2) 0.187(16) Uani 1 1 d U . . H93A H -0.2056 0.7647 0.2936 0.225 Uiso 1 1 calc R . . H93B H -0.1703 0.8381 0.3648 0.225 Uiso 1 1 calc R . . C94 C -0.179(4) 0.872(3) 0.254(3) 0.27(2) Uiso 1 1 d . . . H94A H -0.1190 0.9034 0.2574 0.406 Uiso 1 1 calc R . . H94B H -0.2278 0.9075 0.2674 0.406 Uiso 1 1 calc R . . H94C H -0.2012 0.8418 0.2004 0.406 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Tl1 0.0260(2) 0.0574(3) 0.0355(3) 0.0141(2) 0.00555(19) 0.0037(2) Tl2 0.0757(5) 0.1758(9) 0.0411(4) 0.0122(4) 0.0132(3) 0.0826(5) Ir1 0.0250(2) 0.0497(3) 0.0402(3) 0.0169(2) 0.0099(2) 0.0046(2) C1 0.034(6) 0.049(8) 0.036(7) 0.013(6) 0.013(5) 0.017(6) N1 0.040(6) 0.054(8) 0.054(7) 0.022(6) 0.009(5) 0.014(5) N2 0.042(6) 0.069(8) 0.042(6) 0.022(6) 0.006(5) 0.011(6) C3 0.054(9) 0.098(13) 0.043(8) 0.037(9) 0.011(7) 0.016(9) C4 0.053(9) 0.082(12) 0.065(10) 0.035(9) -0.006(8) -0.005(8) C5 0.048(8) 0.072(11) 0.056(9) 0.028(8) 0.008(7) 0.026(8) C6 0.054(10) 0.140(18) 0.065(11) 0.040(11) 0.014(8) -0.025(10) C7 0.076(12) 0.081(13) 0.068(11) 0.012(9) 0.014(9) 0.028(10) N11 0.048(6) 0.062(8) 0.033(6) 0.011(5) 0.011(5) 0.023(6) N12 0.056(7) 0.077(9) 0.039(6) 0.016(6) 0.018(6) 0.026(6) C13 0.047(8) 0.062(9) 0.039(8) 0.010(7) 0.000(6) 0.016(7) C14 0.050(9) 0.081(12) 0.044(8) 0.022(8) -0.003(7) 0.017(8) C15 0.041(7) 0.065(10) 0.038(7) 0.019(7) 0.007(6) 0.025(7) C16 0.069(11) 0.110(15) 0.042(9) 0.002(9) 0.005(8) 0.047(10) C17 0.035(7) 0.086(12) 0.053(8) 0.023(8) 0.006(6) 0.031(7) C21 0.029(6) 0.052(8) 0.035(7) 0.009(6) 0.011(5) 0.015(6) C22 0.028(6) 0.041(7) 0.040(7) 0.007(6) 0.011(5) 0.012(5) C23 0.025(5) 0.044(7) 0.027(6) 0.004(5) 0.005(5) 0.007(5) O23 0.019(4) 0.061(6) 0.040(5) 0.016(4) 0.006(3) 0.000(4) C24 0.024(6) 0.050(8) 0.036(7) 0.010(6) 0.011(5) 0.010(5) O24 0.027(4) 0.052(5) 0.041(5) 0.022(4) 0.006(4) 0.011(4) C25 0.014(5) 0.051(8) 0.038(6) 0.016(6) 0.010(5) 0.005(5) C26 0.037(7) 0.040(8) 0.061(9) 0.018(6) 0.024(6) 0.013(6) N31 0.024(5) 0.072(9) 0.035(6) 0.016(5) 0.003(4) 0.014(5) C32 0.027(6) 0.074(10) 0.035(7) 0.017(7) -0.003(5) 0.003(6) C33 0.025(7) 0.110(15) 0.035(8) 0.007(8) 0.002(6) 0.006(7) C34 0.070(12) 0.124(18) 0.039(9) -0.018(10) -0.001(8) 0.032(11) C35 0.023(6) 0.096(12) 0.038(8) -0.008(7) -0.001(6) 0.005(7) C36 0.027(6) 0.069(10) 0.039(7) 0.013(7) 0.003(5) 0.005(6) C41 0.043(8) 0.057(10) 0.058(9) 0.036(8) -0.004(6) 0.001(7) C42 0.032(7) 0.081(11) 0.040(7) 0.022(7) 0.004(6) 0.001(7) C43 0.041(9) 0.113(16) 0.068(11) 0.024(10) 0.017(8) -0.029(9) C44 0.037(8) 0.145(19) 0.059(10) 0.065(12) -0.011(7) -0.042(10) C45 0.056(10) 0.084(13) 0.086(12) 0.052(10) 0.001(9) -0.013(9) C46 0.035(7) 0.077(12) 0.090(12) 0.054(10) 0.020(8) 0.021(7) N51 0.021(5) 0.053(7) 0.057(7) 0.020(6) 0.004(5) 0.007(5) C52 0.047(8) 0.052(9) 0.069(10) 0.029(8) 0.027(7) 0.005(7) C53 0.057(10) 0.053(10) 0.102(14) 0.023(10) 0.036(10) 0.025(8) C54 0.081(13) 0.045(10) 0.099(15) 0.001(9) 0.038(11) 0.013(9) C55 0.073(11) 0.066(11) 0.050(9) 0.011(8) 0.021(8) 0.016(9) C56 0.037(7) 0.061(10) 0.056(9) 0.015(7) 0.021(7) -0.002(6) C61 0.027(6) 0.050(8) 0.054(8) 0.017(6) 0.012(6) -0.005(5) C62 0.029(7) 0.051(9) 0.078(11) 0.031(8) 0.013(7) 0.003(6) C63 0.033(8) 0.073(11) 0.110(15) 0.050(11) -0.006(8) 0.006(7) C64 0.065(11) 0.081(13) 0.077(13) 0.036(10) -0.009(9) 0.015(10) C65 0.075(12) 0.086(13) 0.055(10) 0.018(9) 0.010(9) 0.005(10) C66 0.045(8) 0.065(10) 0.039(8) 0.024(7) 0.004(6) 0.004(7) Ir1A 0.0216(2) 0.0477(3) 0.0300(2) 0.0037(2) 0.00590(18) 0.0015(2) C1A 0.034(7) 0.051(8) 0.038(7) 0.001(6) 0.011(5) 0.016(6) N1A 0.029(5) 0.066(8) 0.028(5) 0.002(5) 0.000(4) 0.005(5) N2A 0.047(7) 0.071(9) 0.037(6) 0.009(6) 0.009(5) 0.022(6) C3A 0.036(7) 0.065(10) 0.042(8) 0.012(7) -0.007(6) 0.009(6) C4A 0.055(9) 0.070(11) 0.038(8) 0.012(7) 0.004(7) -0.008(8) C5A 0.036(7) 0.068(10) 0.039(7) 0.005(7) 0.013(6) 0.003(7) C6A 0.087(13) 0.108(16) 0.058(11) 0.033(10) 0.015(10) 0.019(11) C7A 0.097(14) 0.110(16) 0.049(10) 0.013(10) 0.041(10) 0.032(12) N11A 0.037(6) 0.052(8) 0.056(7) -0.001(6) -0.005(5) 0.009(5) N12A 0.032(8) 0.071(12) 0.35(3) 0.036(16) 0.014(13) -0.003(8) C13A 0.064(15) 0.067(17) 0.44(6) 0.06(3) 0.02(2) -0.003(13) C14A 0.105(19) 0.071(15) 0.16(2) 0.034(15) -0.061(16) -0.011(14) C15A 0.095(14) 0.072(12) 0.042(9) 0.011(8) 0.013(9) 0.021(11) C16A 0.052(15) 0.35(5) 0.33(5) 0.20(4) 0.03(2) -0.01(2) C17A 0.22(3) 0.064(14) 0.20(3) 0.049(17) 0.12(3) 0.043(17) C21A 0.027(6) 0.044(7) 0.034(6) 0.009(5) 0.008(5) 0.007(5) C22A 0.028(6) 0.045(7) 0.028(6) 0.005(5) 0.006(5) 0.012(5) C23A 0.032(6) 0.036(7) 0.040(7) 0.009(5) 0.019(5) 0.009(5) O23A 0.023(4) 0.058(6) 0.035(5) 0.007(4) 0.001(3) -0.009(4) C24A 0.036(6) 0.043(7) 0.039(7) 0.011(6) 0.018(5) 0.007(5) O24A 0.031(4) 0.055(6) 0.029(4) 0.004(4) 0.009(3) -0.002(4) C25A 0.045(8) 0.069(10) 0.031(7) -0.003(6) 0.011(6) -0.018(7) C26A 0.044(8) 0.073(10) 0.030(7) -0.013(6) 0.014(6) -0.022(7) N31A 0.039(6) 0.058(7) 0.030(6) 0.005(5) 0.015(5) 0.007(5) C32A 0.041(7) 0.047(8) 0.051(8) 0.014(7) 0.010(6) 0.001(6) C33A 0.045(8) 0.045(8) 0.050(8) 0.007(7) 0.007(6) 0.010(6) C34A 0.044(8) 0.043(9) 0.085(12) 0.011(8) 0.017(8) 0.006(6) C35A 0.043(8) 0.057(10) 0.063(10) 0.020(8) -0.001(7) -0.006(7) C36A 0.019(6) 0.061(9) 0.067(9) 0.025(7) 0.010(6) 0.010(6) C41A 0.017(5) 0.059(8) 0.034(6) 0.006(6) 0.003(5) -0.003(5) C42A 0.029(6) 0.038(7) 0.042(7) -0.005(6) 0.010(5) -0.008(5) C43A 0.047(8) 0.070(10) 0.037(8) -0.010(7) 0.018(6) 0.003(7) C44A 0.061(9) 0.083(12) 0.031(7) -0.003(7) 0.016(7) 0.014(8) C45A 0.045(8) 0.084(11) 0.040(8) 0.015(7) -0.001(6) 0.009(7) C46A 0.031(7) 0.066(9) 0.032(7) -0.005(6) 0.002(5) -0.002(6) N51A 0.036(6) 0.066(8) 0.022(5) -0.003(5) 0.016(4) 0.011(5) C52A 0.023(6) 0.077(10) 0.020(6) 0.001(6) 0.001(5) 0.010(6) C53A 0.033(7) 0.083(12) 0.036(7) 0.001(7) 0.009(6) 0.015(7) C54A 0.057(9) 0.071(11) 0.043(8) 0.006(7) 0.003(7) 0.035(8) C55A 0.053(8) 0.049(8) 0.041(7) 0.017(6) 0.011(6) 0.012(7) C56A 0.043(7) 0.061(10) 0.032(7) 0.017(6) 0.000(6) -0.003(7) C61A 0.035(7) 0.061(9) 0.019(6) 0.000(5) -0.001(5) -0.007(6) C62A 0.015(5) 0.067(9) 0.033(6) 0.001(6) 0.000(5) -0.006(5) C63A 0.020(6) 0.093(12) 0.038(7) -0.004(7) 0.008(5) -0.007(7) C64A 0.035(7) 0.068(10) 0.044(8) 0.001(7) -0.001(6) -0.027(7) C65A 0.066(10) 0.072(11) 0.033(7) -0.001(7) 0.015(7) -0.022(8) C66A 0.026(6) 0.062(9) 0.035(7) 0.002(6) 0.001(5) -0.004(6) N71 0.083(13) 0.24(3) 0.073(13) -0.041(15) -0.002(11) 0.075(15) C72 0.085(15) 0.14(2) 0.065(13) -0.027(13) 0.009(11) 0.056(14) C73 0.11(2) 0.39(5) 0.073(15) -0.09(2) -0.035(14) 0.15(3) N81 0.065(11) 0.17(2) 0.101(15) 0.018(14) 0.001(11) -0.016(12) C82 0.045(10) 0.126(18) 0.075(13) 0.021(12) 0.007(9) -0.004(10) C83 0.066(12) 0.21(3) 0.100(16) 0.079(18) 0.043(12) 0.054(15) N91 0.109(16) 0.112(16) 0.110(16) 0.023(12) 0.035(14) 0.009(14) C92 0.095(17) 0.104(18) 0.092(16) -0.002(13) 0.014(15) -0.038(15) C93 0.060(16) 0.24(4) 0.23(4) 0.06(3) -0.048(19) -0.046(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Tl1 O24A 2.488(7) . ? Tl1 O24 2.505(8) . ? Tl2 N2A 2.823(10) . ? Tl2 N12 2.837(12) . ? Ir1 C41 1.976(13) . ? Ir1 C61 2.009(13) . ? Ir1 N51 2.015(11) . ? Ir1 N31 2.034(11) . ? Ir1 O24 2.143(8) . ? Ir1 O23 2.143(8) . ? C1 N11 1.443(17) . ? C1 N1 1.458(16) . ? C1 C21 1.500(16) . ? C1 H1 1.0000 . ? N1 C5 1.33(2) . ? N1 N2 1.404(15) . ? N2 C3 1.34(2) . ? C3 C4 1.43(2) . ? C3 C6 1.50(2) . ? C4 C5 1.38(2) . ? C4 H4 0.9500 . ? C5 C7 1.49(2) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? N11 N12 1.349(14) . ? N11 C15 1.349(17) . ? N12 C13 1.364(19) . ? C13 C14 1.422(19) . ? C13 C16 1.45(2) . ? C14 C15 1.38(2) . ? C14 H14 0.9500 . ? C15 C17 1.477(17) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21 C22 1.380(17) . ? C21 C26 1.403(19) . ? C22 C23 1.387(16) . ? C22 H22 0.9500 . ? C23 O23 1.342(14) . ? C23 C24 1.434(16) . ? C24 O24 1.337(14) . ? C24 C25 1.398(16) . ? C25 C26 1.377(17) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? N31 C36 1.327(18) . ? N31 C32 1.383(15) . ? C32 C33 1.35(2) . ? C32 C42 1.49(2) . ? C33 C34 1.43(3) . ? C33 H33 0.9500 . ? C34 C35 1.39(2) . ? C34 H34 0.9500 . ? C35 C36 1.394(19) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C41 C46 1.38(2) . ? C41 C42 1.42(2) . ? C42 C43 1.375(19) . ? C43 C44 1.34(3) . ? C43 H43 0.9500 . ? C44 C45 1.41(3) . ? C44 H44 0.9500 . ? C45 C46 1.40(2) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? N51 C52 1.348(17) . ? N51 C56 1.350(18) . ? C52 C53 1.41(2) . ? C52 C62 1.47(2) . ? C53 C54 1.39(3) . ? C53 H53 0.9500 . ? C54 C55 1.34(2) . ? C54 H54 0.9500 . ? C55 C56 1.39(2) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C61 C66 1.358(19) . ? C61 C62 1.421(19) . ? C62 C63 1.38(2) . ? C63 C64 1.39(3) . ? C63 H63 0.9500 . ? C64 C65 1.35(2) . ? C64 H64 0.9500 . ? C65 C66 1.36(2) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? Ir1A C41A 2.000(12) . ? Ir1A C61A 2.019(12) . ? Ir1A N31A 2.050(11) . ? Ir1A N51A 2.047(11) . ? Ir1A O23A 2.136(8) . ? Ir1A O24A 2.157(8) . ? C1A N11A 1.445(17) . ? C1A N1A 1.450(17) . ? C1A C21A 1.526(17) . ? C1A H1A 1.0000 . ? N1A C5A 1.336(16) . ? N1A N2A 1.381(15) . ? N2A C3A 1.352(17) . ? C3A C4A 1.37(2) . ? C3A C6A 1.52(2) . ? C4A C5A 1.33(2) . ? C4A H4A 0.9500 . ? C5A C7A 1.50(2) . ? C6A H6A1 0.9800 . ? C6A H6A2 0.9800 . ? C6A H6A3 0.9800 . ? C7A H7A1 0.9800 . ? C7A H7A2 0.9800 . ? C7A H7A3 0.9800 . ? N11A C15A 1.32(2) . ? N11A N12A 1.40(2) . ? N12A C13A 1.32(3) . ? C13A C14A 1.33(4) . ? C13A C16A 1.71(4) . ? C14A C15A 1.38(3) . ? C14A H14A 0.9500 . ? C15A C17A 1.46(3) . ? C16A H16D 0.9799 . ? C16A H16E 0.9800 . ? C16A H16F 0.9800 . ? C17A H17D 0.9800 . ? C17A H17E 0.9800 . ? C17A H17F 0.9800 . ? C21A C26A 1.403(17) . ? C21A C22A 1.424(17) . ? C22A C23A 1.349(16) . ? C22A H22A 0.9500 . ? C23A O23A 1.342(14) . ? C23A C24A 1.452(15) . ? C24A C25A 1.362(18) . ? C24A O24A 1.363(15) . ? C25A C26A 1.408(18) . ? C25A H25A 0.9500 . ? C26A H26A 0.9500 . ? N31A C32A 1.300(16) . ? N31A C36A 1.350(16) . ? C32A C33A 1.374(19) . ? C32A C42A 1.501(19) . ? C33A C34A 1.40(2) . ? C33A H33A 0.9500 . ? C34A C35A 1.35(2) . ? C34A H34A 0.9500 . ? C35A C36A 1.42(2) . ? C35A H35A 0.9500 . ? C36A H36A 0.9500 . ? C41A C42A 1.425(17) . ? C41A C46A 1.427(18) . ? C42A C43A 1.401(17) . ? C43A C44A 1.40(2) . ? C43A H43A 0.9500 . ? C44A C45A 1.34(2) . ? C44A H44A 0.9500 . ? C45A C46A 1.368(18) . ? C45A H45A 0.9500 . ? C46A H46A 0.9500 . ? N51A C56A 1.313(17) . ? N51A C52A 1.391(15) . ? C52A C53A 1.382(19) . ? C52A C62A 1.467(19) . ? C53A C54A 1.38(2) . ? C53A H53A 0.9500 . ? C54A C55A 1.42(2) . ? C54A H54A 0.9500 . ? C55A C56A 1.403(19) . ? C55A H55A 0.9500 . ? C56A H56A 0.9500 . ? C61A C66A 1.374(19) . ? C61A C62A 1.392(18) . ? C62A C63A 1.420(16) . ? C63A C64A 1.36(2) . ? C63A H63A 0.9500 . ? C64A C65A 1.40(2) . ? C64A H64A 0.9500 . ? C65A C66A 1.400(18) . ? C65A H65A 0.9500 . ? C66A H66A 0.9500 . ? N71 C72 1.08(3) . ? C72 C73 1.63(4) . ? C73 C74 1.36(5) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? N81 C82 1.17(3) . ? C82 C83 1.44(3) . ? C83 C84 1.55(4) . ? C83 H83A 0.9900 . ? C83 H83B 0.9900 . ? C84 H84B 0.9800 . ? C84 H84A 0.9800 . ? C84 H84C 0.9800 . ? N91 C92 1.08(3) . ? C92 C93 1.62(4) . ? C93 C94 1.64(6) . ? C93 H93A 0.9900 . ? C93 H93B 0.9900 . ? C94 H94A 0.9800 . ? C94 H94B 0.9800 . ? C94 H94C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O24A Tl1 O24 92.8(2) . . ? N2A Tl2 N12 87.5(3) . . ? C41 Ir1 C61 90.5(5) . . ? C41 Ir1 N51 94.5(6) . . ? C61 Ir1 N51 81.2(5) . . ? C41 Ir1 N31 81.1(6) . . ? C61 Ir1 N31 99.6(5) . . ? N51 Ir1 N31 175.5(4) . . ? C41 Ir1 O24 174.2(5) . . ? C61 Ir1 O24 91.0(4) . . ? N51 Ir1 O24 91.3(4) . . ? N31 Ir1 O24 93.1(4) . . ? C41 Ir1 O23 99.5(4) . . ? C61 Ir1 O23 168.8(4) . . ? N51 Ir1 O23 93.1(4) . . ? N31 Ir1 O23 86.9(4) . . ? O24 Ir1 O23 79.5(3) . . ? N11 C1 N1 113.1(10) . . ? N11 C1 C21 112.4(11) . . ? N1 C1 C21 112.7(10) . . ? N11 C1 H1 106.0 . . ? N1 C1 H1 106.0 . . ? C21 C1 H1 106.0 . . ? C5 N1 N2 114.1(11) . . ? C5 N1 C1 127.9(11) . . ? N2 N1 C1 117.1(11) . . ? C3 N2 N1 103.1(12) . . ? N2 C3 C4 110.5(13) . . ? N2 C3 C6 117.9(16) . . ? C4 C3 C6 131.6(17) . . ? C5 C4 C3 106.5(15) . . ? C5 C4 H4 126.7 . . ? C3 C4 H4 126.7 . . ? N1 C5 C4 105.8(14) . . ? N1 C5 C7 122.4(14) . . ? C4 C5 C7 131.7(17) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N12 N11 C15 112.9(12) . . ? N12 N11 C1 118.9(10) . . ? C15 N11 C1 128.2(10) . . ? N11 N12 C13 105.9(11) . . ? N11 N12 Tl2 118.7(8) . . ? C13 N12 Tl2 132.0(9) . . ? N12 C13 C14 108.3(12) . . ? N12 C13 C16 121.4(13) . . ? C14 C13 C16 130.0(14) . . ? C15 C14 C13 106.7(13) . . ? C15 C14 H14 126.6 . . ? C13 C14 H14 126.6 . . ? N11 C15 C14 106.2(11) . . ? N11 C15 C17 125.1(13) . . ? C14 C15 C17 128.7(13) . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C22 C21 C26 118.8(11) . . ? C22 C21 C1 120.4(11) . . ? C26 C21 C1 120.6(12) . . ? C21 C22 C23 122.3(12) . . ? C21 C22 H22 118.9 . . ? C23 C22 H22 118.9 . . ? O23 C23 C22 121.8(10) . . ? O23 C23 C24 119.4(10) . . ? C22 C23 C24 118.8(11) . . ? C23 O23 Ir1 110.2(7) . . ? O24 C24 C25 122.7(11) . . ? O24 C24 C23 119.0(10) . . ? C25 C24 C23 118.1(10) . . ? C24 O24 Ir1 110.7(7) . . ? C24 O24 Tl1 129.9(7) . . ? Ir1 O24 Tl1 117.1(3) . . ? C26 C25 C24 121.7(11) . . ? C26 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C25 C26 C21 120.2(12) . . ? C25 C26 H26 119.9 . . ? C21 C26 H26 119.9 . . ? C36 N31 C32 117.3(11) . . ? C36 N31 Ir1 126.0(8) . . ? C32 N31 Ir1 116.2(10) . . ? C33 C32 N31 121.8(14) . . ? C33 C32 C42 125.9(13) . . ? N31 C32 C42 112.3(11) . . ? C32 C33 C34 120.2(14) . . ? C32 C33 H33 119.9 . . ? C34 C33 H33 119.9 . . ? C35 C34 C33 118.2(15) . . ? C35 C34 H34 120.9 . . ? C33 C34 H34 120.9 . . ? C36 C35 C34 117.3(16) . . ? C36 C35 H35 121.3 . . ? C34 C35 H35 121.3 . . ? N31 C36 C35 125.1(12) . . ? N31 C36 H36 117.4 . . ? C35 C36 H36 117.4 . . ? C46 C41 C42 116.5(12) . . ? C46 C41 Ir1 128.1(11) . . ? C42 C41 Ir1 115.4(11) . . ? C43 C42 C41 121.0(16) . . ? C43 C42 C32 124.5(14) . . ? C41 C42 C32 114.4(11) . . ? C44 C43 C42 122.3(17) . . ? C44 C43 H43 118.8 . . ? C42 C43 H43 118.8 . . ? C43 C44 C45 118.6(13) . . ? C43 C44 H44 120.7 . . ? C45 C44 H44 120.7 . . ? C46 C45 C44 119.9(18) . . ? C46 C45 H45 120.1 . . ? C44 C45 H45 120.1 . . ? C41 C46 C45 121.7(16) . . ? C41 C46 H46 119.2 . . ? C45 C46 H46 119.2 . . ? C52 N51 C56 120.4(12) . . ? C52 N51 Ir1 117.2(10) . . ? C56 N51 Ir1 122.4(9) . . ? N51 C52 C53 121.6(15) . . ? N51 C52 C62 112.8(12) . . ? C53 C52 C62 125.6(14) . . ? C54 C53 C52 116.3(15) . . ? C54 C53 H53 121.8 . . ? C52 C53 H53 121.8 . . ? C55 C54 C53 121.5(15) . . ? C55 C54 H54 119.2 . . ? C53 C54 H54 119.2 . . ? C54 C55 C56 120.4(16) . . ? C54 C55 H55 119.8 . . ? C56 C55 H55 119.8 . . ? N51 C56 C55 119.7(14) . . ? N51 C56 H56 120.1 . . ? C55 C56 H56 120.1 . . ? C66 C61 C62 118.2(13) . . ? C66 C61 Ir1 128.9(10) . . ? C62 C61 Ir1 112.5(10) . . ? C63 C62 C61 119.9(16) . . ? C63 C62 C52 123.9(15) . . ? C61 C62 C52 116.1(12) . . ? C62 C63 C64 120.1(17) . . ? C62 C63 H63 119.9 . . ? C64 C63 H63 119.9 . . ? C65 C64 C63 118.0(16) . . ? C65 C64 H64 121.0 . . ? C63 C64 H64 121.0 . . ? C64 C65 C66 123.6(17) . . ? C64 C65 H65 118.2 . . ? C66 C65 H65 118.2 . . ? C61 C66 C65 120.1(15) . . ? C61 C66 H66 120.0 . . ? C65 C66 H66 120.0 . . ? C41A Ir1A C61A 89.7(4) . . ? C41A Ir1A N31A 80.3(5) . . ? C61A Ir1A N31A 96.5(5) . . ? C41A Ir1A N51A 96.1(4) . . ? C61A Ir1A N51A 81.8(5) . . ? N31A Ir1A N51A 176.1(4) . . ? C41A Ir1A O23A 171.3(4) . . ? C61A Ir1A O23A 96.6(4) . . ? N31A Ir1A O23A 92.9(4) . . ? N51A Ir1A O23A 90.9(4) . . ? C41A Ir1A O24A 95.5(4) . . ? C61A Ir1A O24A 172.3(4) . . ? N31A Ir1A O24A 90.0(4) . . ? N51A Ir1A O24A 92.0(4) . . ? O23A Ir1A O24A 79.0(3) . . ? N11A C1A N1A 111.7(11) . . ? N11A C1A C21A 113.7(10) . . ? N1A C1A C21A 111.7(10) . . ? N11A C1A H1A 106.4 . . ? N1A C1A H1A 106.4 . . ? C21A C1A H1A 106.4 . . ? C5A N1A N2A 110.6(11) . . ? C5A N1A C1A 127.4(11) . . ? N2A N1A C1A 121.0(9) . . ? C3A N2A N1A 104.1(10) . . ? C3A N2A Tl2 134.9(9) . . ? N1A N2A Tl2 119.9(7) . . ? N2A C3A C4A 109.7(13) . . ? N2A C3A C6A 119.3(13) . . ? C4A C3A C6A 131.1(14) . . ? C5A C4A C3A 108.1(12) . . ? C5A C4A H4A 126.0 . . ? C3A C4A H4A 126.0 . . ? N1A C5A C4A 107.5(12) . . ? N1A C5A C7A 122.1(13) . . ? C4A C5A C7A 130.4(13) . . ? C3A C6A H6A1 109.5 . . ? C3A C6A H6A2 109.5 . . ? H6A1 C6A H6A2 109.5 . . ? C3A C6A H6A3 109.5 . . ? H6A1 C6A H6A3 109.5 . . ? H6A2 C6A H6A3 109.5 . . ? C5A C7A H7A1 109.5 . . ? C5A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? C5A C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? C15A N11A N12A 111.7(14) . . ? C15A N11A C1A 128.2(13) . . ? N12A N11A C1A 118.9(12) . . ? C13A N12A N11A 104(2) . . ? C14A C13A N12A 111(2) . . ? C14A C13A C16A 133(3) . . ? N12A C13A C16A 111(3) . . ? C13A C14A C15A 109(2) . . ? C13A C14A H14A 125.4 . . ? C15A C14A H14A 125.4 . . ? N11A C15A C14A 104.2(17) . . ? N11A C15A C17A 125.6(19) . . ? C14A C15A C17A 130(2) . . ? C13A C16A H16D 106.1 . . ? C13A C16A H16E 98.8 . . ? H16D C16A H16E 109.5 . . ? C13A C16A H16F 122.7 . . ? H16D C16A H16F 109.5 . . ? H16E C16A H16F 109.5 . . ? C15A C17A H17D 109.5 . . ? C15A C17A H17E 109.5 . . ? H17D C17A H17E 109.5 . . ? C15A C17A H17F 109.5 . . ? H17D C17A H17F 109.5 . . ? H17E C17A H17F 109.5 . . ? C26A C21A C22A 118.3(11) . . ? C26A C21A C1A 121.0(11) . . ? C22A C21A C1A 120.5(10) . . ? C23A C22A C21A 122.2(11) . . ? C23A C22A H22A 118.9 . . ? C21A C22A H22A 118.9 . . ? O23A C23A C22A 121.9(10) . . ? O23A C23A C24A 119.4(11) . . ? C22A C23A C24A 118.7(11) . . ? C23A O23A Ir1A 111.8(7) . . ? C25A C24A O24A 123.2(10) . . ? C25A C24A C23A 119.7(12) . . ? O24A C24A C23A 117.0(11) . . ? C24A O24A Ir1A 111.7(6) . . ? C24A O24A Tl1 135.1(7) . . ? Ir1A O24A Tl1 113.3(3) . . ? C24A C25A C26A 121.1(12) . . ? C24A C25A H25A 119.4 . . ? C26A C25A H25A 119.4 . . ? C21A C26A C25A 119.7(12) . . ? C21A C26A H26A 120.1 . . ? C25A C26A H26A 120.1 . . ? C32A N31A C36A 122.2(12) . . ? C32A N31A Ir1A 116.7(9) . . ? C36A N31A Ir1A 121.1(9) . . ? N31A C32A C33A 121.8(13) . . ? N31A C32A C42A 115.1(12) . . ? C33A C32A C42A 123.0(12) . . ? C32A C33A C34A 119.3(14) . . ? C32A C33A H33A 120.4 . . ? C34A C33A H33A 120.4 . . ? C35A C34A C33A 118.0(14) . . ? C35A C34A H34A 121.0 . . ? C33A C34A H34A 121.0 . . ? C34A C35A C36A 121.1(14) . . ? C34A C35A H35A 119.5 . . ? C36A C35A H35A 119.5 . . ? N31A C36A C35A 117.5(13) . . ? N31A C36A H36A 121.2 . . ? C35A C36A H36A 121.2 . . ? C42A C41A C46A 116.7(11) . . ? C42A C41A Ir1A 114.5(9) . . ? C46A C41A Ir1A 128.3(10) . . ? C43A C42A C41A 121.2(12) . . ? C43A C42A C32A 126.0(12) . . ? C41A C42A C32A 112.8(11) . . ? C44A C43A C42A 119.1(13) . . ? C44A C43A H43A 120.5 . . ? C42A C43A H43A 120.5 . . ? C45A C44A C43A 119.6(12) . . ? C45A C44A H44A 120.2 . . ? C43A C44A H44A 120.2 . . ? C44A C45A C46A 123.8(14) . . ? C44A C45A H45A 118.1 . . ? C46A C45A H45A 118.1 . . ? C45A C46A C41A 119.6(13) . . ? C45A C46A H46A 120.2 . . ? C41A C46A H46A 120.2 . . ? C56A N51A C52A 119.3(12) . . ? C56A N51A Ir1A 125.6(9) . . ? C52A N51A Ir1A 114.6(9) . . ? C53A C52A N51A 119.3(13) . . ? C53A C52A C62A 127.7(12) . . ? N51A C52A C62A 112.9(10) . . ? C54A C53A C52A 119.5(13) . . ? C54A C53A H53A 120.2 . . ? C52A C53A H53A 120.2 . . ? C53A C54A C55A 122.4(13) . . ? C53A C54A H54A 118.8 . . ? C55A C54A H54A 118.8 . . ? C56A C55A C54A 113.2(13) . . ? C56A C55A H55A 123.4 . . ? C54A C55A H55A 123.4 . . ? N51A C56A C55A 126.0(13) . . ? N51A C56A H56A 117.0 . . ? C55A C56A H56A 117.0 . . ? C66A C61A C62A 119.0(11) . . ? C66A C61A Ir1A 128.1(10) . . ? C62A C61A Ir1A 112.7(10) . . ? C61A C62A C63A 120.4(13) . . ? C61A C62A C52A 117.9(10) . . ? C63A C62A C52A 121.7(12) . . ? C64A C63A C62A 120.0(14) . . ? C64A C63A H63A 120.0 . . ? C62A C63A H63A 120.0 . . ? C63A C64A C65A 119.5(12) . . ? C63A C64A H64A 120.3 . . ? C65A C64A H64A 120.3 . . ? C64A C65A C66A 120.6(15) . . ? C64A C65A H65A 119.7 . . ? C66A C65A H65A 119.7 . . ? C61A C66A C65A 120.3(13) . . ? C61A C66A H66A 119.9 . . ? C65A C66A H66A 119.9 . . ? N71 C72 C73 169(3) . . ? C74 C73 C72 112(3) . . ? C74 C73 H73A 109.3 . . ? C72 C73 H73A 109.3 . . ? C74 C73 H73B 109.3 . . ? C72 C73 H73B 109.3 . . ? H73A C73 H73B 107.9 . . ? C73 C74 H74A 109.5 . . ? C73 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C73 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? N81 C82 C83 180(3) . . ? C84 C83 C82 108(2) . . ? C84 C83 H83A 110.2 . . ? C82 C83 H83A 110.2 . . ? C84 C83 H83B 110.2 . . ? C82 C83 H83B 110.2 . . ? H83A C83 H83B 108.5 . . ? C83 C84 H84B 109.5 . . ? C83 C84 H84A 109.5 . . ? H84B C84 H84A 109.5 . . ? C83 C84 H84C 109.5 . . ? H84B C84 H84C 109.5 . . ? H84A C84 H84C 109.5 . . ? N91 C92 C93 175(3) . . ? C94 C93 C92 112(3) . . ? C94 C93 H93A 109.1 . . ? C92 C93 H93A 109.1 . . ? C94 C93 H93B 109.1 . . ? C92 C93 H93B 109.1 . . ? H93A C93 H93B 107.9 . . ? C93 C94 H94A 109.5 . . ? C93 C94 H94B 109.5 . . ? H94A C94 H94B 109.5 . . ? C93 C94 H94C 109.5 . . ? H94A C94 H94C 109.5 . . ? H94B C94 H94C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C1 N1 C5 -134.3(13) . . . . ? C21 C1 N1 C5 96.9(15) . . . . ? N11 C1 N1 N2 57.8(13) . . . . ? C21 C1 N1 N2 -71.0(14) . . . . ? C5 N1 N2 C3 1.1(15) . . . . ? C1 N1 N2 C3 170.6(11) . . . . ? N1 N2 C3 C4 0.5(15) . . . . ? N1 N2 C3 C6 179.9(13) . . . . ? N2 C3 C4 C5 -1.8(17) . . . . ? C6 C3 C4 C5 178.9(16) . . . . ? N2 N1 C5 C4 -2.2(16) . . . . ? C1 N1 C5 C4 -170.4(12) . . . . ? N2 N1 C5 C7 175.3(13) . . . . ? C1 N1 C5 C7 7(2) . . . . ? C3 C4 C5 N1 2.3(16) . . . . ? C3 C4 C5 C7 -174.8(15) . . . . ? N1 C1 N11 N12 -73.3(14) . . . . ? C21 C1 N11 N12 55.7(14) . . . . ? N1 C1 N11 C15 110.2(14) . . . . ? C21 C1 N11 C15 -120.8(13) . . . . ? C15 N11 N12 C13 -0.5(15) . . . . ? C1 N11 N12 C13 -177.5(11) . . . . ? C15 N11 N12 Tl2 160.8(9) . . . . ? C1 N11 N12 Tl2 -16.2(14) . . . . ? N2A Tl2 N12 N11 154.0(10) . . . . ? N2A Tl2 N12 C13 -50.5(12) . . . . ? N11 N12 C13 C14 0.0(15) . . . . ? Tl2 N12 C13 C14 -157.8(9) . . . . ? N11 N12 C13 C16 -175.6(14) . . . . ? Tl2 N12 C13 C16 27(2) . . . . ? N12 C13 C14 C15 0.4(16) . . . . ? C16 C13 C14 C15 175.6(16) . . . . ? N12 N11 C15 C14 0.7(16) . . . . ? C1 N11 C15 C14 177.4(12) . . . . ? N12 N11 C15 C17 -179.0(12) . . . . ? C1 N11 C15 C17 -2(2) . . . . ? C13 C14 C15 N11 -0.7(16) . . . . ? C13 C14 C15 C17 179.1(14) . . . . ? N11 C1 C21 C22 40.7(14) . . . . ? N1 C1 C21 C22 169.9(10) . . . . ? N11 C1 C21 C26 -144.8(11) . . . . ? N1 C1 C21 C26 -15.6(16) . . . . ? C26 C21 C22 C23 -0.7(17) . . . . ? C1 C21 C22 C23 173.9(10) . . . . ? C21 C22 C23 O23 -176.3(10) . . . . ? C21 C22 C23 C24 3.8(17) . . . . ? C22 C23 O23 Ir1 170.6(8) . . . . ? C24 C23 O23 Ir1 -9.5(12) . . . . ? C41 Ir1 O23 C23 -164.7(8) . . . . ? C61 Ir1 O23 C23 42(3) . . . . ? N51 Ir1 O23 C23 100.3(7) . . . . ? N31 Ir1 O23 C23 -84.2(7) . . . . ? O24 Ir1 O23 C23 9.5(7) . . . . ? O23 C23 C24 O24 2.2(16) . . . . ? C22 C23 C24 O24 -177.9(10) . . . . ? O23 C23 C24 C25 177.0(10) . . . . ? C22 C23 C24 C25 -3.1(16) . . . . ? C25 C24 O24 Ir1 -168.2(8) . . . . ? C23 C24 O24 Ir1 6.4(12) . . . . ? C25 C24 O24 Tl1 29.6(16) . . . . ? C23 C24 O24 Tl1 -155.9(8) . . . . ? C41 Ir1 O24 C24 72(5) . . . . ? C61 Ir1 O24 C24 177.4(8) . . . . ? N51 Ir1 O24 C24 -101.4(8) . . . . ? N31 Ir1 O24 C24 77.8(8) . . . . ? O23 Ir1 O24 C24 -8.5(7) . . . . ? C41 Ir1 O24 Tl1 -123(4) . . . . ? C61 Ir1 O24 Tl1 -17.8(5) . . . . ? N51 Ir1 O24 Tl1 63.4(5) . . . . ? N31 Ir1 O24 Tl1 -117.5(4) . . . . ? O23 Ir1 O24 Tl1 156.3(4) . . . . ? O24A Tl1 O24 C24 31.8(10) . . . . ? O24A Tl1 O24 Ir1 -129.6(4) . . . . ? O24 C24 C25 C26 173.9(11) . . . . ? C23 C24 C25 C26 -0.7(17) . . . . ? C24 C25 C26 C21 3.9(18) . . . . ? C22 C21 C26 C25 -3.2(17) . . . . ? C1 C21 C26 C25 -177.8(10) . . . . ? C41 Ir1 N31 C36 175.4(11) . . . . ? C61 Ir1 N31 C36 -95.6(10) . . . . ? N51 Ir1 N31 C36 165(5) . . . . ? O24 Ir1 N31 C36 -4.1(10) . . . . ? O23 Ir1 N31 C36 75.2(10) . . . . ? C41 Ir1 N31 C32 3.8(9) . . . . ? C61 Ir1 N31 C32 92.8(9) . . . . ? N51 Ir1 N31 C32 -6(6) . . . . ? O24 Ir1 N31 C32 -175.7(8) . . . . ? O23 Ir1 N31 C32 -96.4(8) . . . . ? C36 N31 C32 C33 0.1(17) . . . . ? Ir1 N31 C32 C33 172.4(10) . . . . ? C36 N31 C32 C42 -179.9(11) . . . . ? Ir1 N31 C32 C42 -7.5(13) . . . . ? N31 C32 C33 C34 -3(2) . . . . ? C42 C32 C33 C34 176.8(13) . . . . ? C32 C33 C34 C35 5(2) . . . . ? C33 C34 C35 C36 -3(2) . . . . ? C32 N31 C36 C35 1.4(18) . . . . ? Ir1 N31 C36 C35 -170.2(10) . . . . ? C34 C35 C36 N31 0(2) . . . . ? C61 Ir1 C41 C46 81.0(13) . . . . ? N51 Ir1 C41 C46 -0.1(13) . . . . ? N31 Ir1 C41 C46 -179.4(13) . . . . ? O24 Ir1 C41 C46 -174(4) . . . . ? O23 Ir1 C41 C46 -94.0(13) . . . . ? C61 Ir1 C41 C42 -98.5(10) . . . . ? N51 Ir1 C41 C42 -179.6(10) . . . . ? N31 Ir1 C41 C42 1.1(9) . . . . ? O24 Ir1 C41 C42 7(5) . . . . ? O23 Ir1 C41 C42 86.5(10) . . . . ? C46 C41 C42 C43 -2(2) . . . . ? Ir1 C41 C42 C43 178.0(12) . . . . ? C46 C41 C42 C32 175.0(12) . . . . ? Ir1 C41 C42 C32 -5.5(14) . . . . ? C33 C32 C42 C43 5(2) . . . . ? N31 C32 C42 C43 -175.3(13) . . . . ? C33 C32 C42 C41 -171.6(13) . . . . ? N31 C32 C42 C41 8.3(15) . . . . ? C41 C42 C43 C44 3(2) . . . . ? C32 C42 C43 C44 -173.6(14) . . . . ? C42 C43 C44 C45 -2(3) . . . . ? C43 C44 C45 C46 1(2) . . . . ? C42 C41 C46 C45 0(2) . . . . ? Ir1 C41 C46 C45 -179.4(11) . . . . ? C44 C45 C46 C41 0(2) . . . . ? C41 Ir1 N51 C52 91.8(10) . . . . ? C61 Ir1 N51 C52 2.0(9) . . . . ? N31 Ir1 N51 C52 102(5) . . . . ? O24 Ir1 N51 C52 -88.8(9) . . . . ? O23 Ir1 N51 C52 -168.4(9) . . . . ? C41 Ir1 N51 C56 -85.2(10) . . . . ? C61 Ir1 N51 C56 -175.0(10) . . . . ? N31 Ir1 N51 C56 -75(6) . . . . ? O24 Ir1 N51 C56 94.2(10) . . . . ? O23 Ir1 N51 C56 14.6(10) . . . . ? C56 N51 C52 C53 -2.8(19) . . . . ? Ir1 N51 C52 C53 -179.9(10) . . . . ? C56 N51 C52 C62 177.4(11) . . . . ? Ir1 N51 C52 C62 0.3(14) . . . . ? N51 C52 C53 C54 3(2) . . . . ? C62 C52 C53 C54 -177.7(14) . . . . ? C52 C53 C54 C55 -1(2) . . . . ? C53 C54 C55 C56 -1(3) . . . . ? C52 N51 C56 C55 1.3(19) . . . . ? Ir1 N51 C56 C55 178.2(10) . . . . ? C54 C55 C56 N51 1(2) . . . . ? C41 Ir1 C61 C66 88.5(12) . . . . ? N51 Ir1 C61 C66 -177.1(12) . . . . ? N31 Ir1 C61 C66 7.4(12) . . . . ? O24 Ir1 C61 C66 -85.9(11) . . . . ? O23 Ir1 C61 C66 -117(2) . . . . ? C41 Ir1 C61 C62 -98.3(10) . . . . ? N51 Ir1 C61 C62 -3.8(9) . . . . ? N31 Ir1 C61 C62 -179.3(9) . . . . ? O24 Ir1 C61 C62 87.3(9) . . . . ? O23 Ir1 C61 C62 56(3) . . . . ? C66 C61 C62 C63 1.1(19) . . . . ? Ir1 C61 C62 C63 -172.9(10) . . . . ? C66 C61 C62 C52 179.2(11) . . . . ? Ir1 C61 C62 C52 5.1(14) . . . . ? N51 C52 C62 C63 174.4(13) . . . . ? C53 C52 C62 C63 -5(2) . . . . ? N51 C52 C62 C61 -3.6(16) . . . . ? C53 C52 C62 C61 176.6(13) . . . . ? C61 C62 C63 C64 -1(2) . . . . ? C52 C62 C63 C64 -178.8(14) . . . . ? C62 C63 C64 C65 0(2) . . . . ? C63 C64 C65 C66 1(3) . . . . ? C62 C61 C66 C65 -1(2) . . . . ? Ir1 C61 C66 C65 172.4(11) . . . . ? C64 C65 C66 C61 0(3) . . . . ? N11A C1A N1A C5A 86.9(15) . . . . ? C21A C1A N1A C5A -144.6(12) . . . . ? N11A C1A N1A N2A -80.8(14) . . . . ? C21A C1A N1A N2A 47.8(15) . . . . ? C5A N1A N2A C3A 2.5(15) . . . . ? C1A N1A N2A C3A 172.1(11) . . . . ? C5A N1A N2A Tl2 172.2(9) . . . . ? C1A N1A N2A Tl2 -18.2(15) . . . . ? N12 Tl2 N2A C3A -49.4(13) . . . . ? N12 Tl2 N2A N1A 144.8(10) . . . . ? N1A N2A C3A C4A -2.0(16) . . . . ? Tl2 N2A C3A C4A -169.4(10) . . . . ? N1A N2A C3A C6A 177.7(14) . . . . ? Tl2 N2A C3A C6A 10(2) . . . . ? N2A C3A C4A C5A 0.9(18) . . . . ? C6A C3A C4A C5A -178.8(17) . . . . ? N2A N1A C5A C4A -2.0(16) . . . . ? C1A N1A C5A C4A -170.8(12) . . . . ? N2A N1A C5A C7A 179.3(14) . . . . ? C1A N1A C5A C7A 11(2) . . . . ? C3A C4A C5A N1A 0.7(17) . . . . ? C3A C4A C5A C7A 179.2(17) . . . . ? N1A C1A N11A C15A -130.2(14) . . . . ? C21A C1A N11A C15A 102.3(16) . . . . ? N1A C1A N11A N12A 63.8(19) . . . . ? C21A C1A N11A N12A -64(2) . . . . ? C15A N11A N12A C13A 7(3) . . . . ? C1A N11A N12A C13A 175(3) . . . . ? N11A N12A C13A C14A -6(4) . . . . ? N11A N12A C13A C16A -164(2) . . . . ? N12A C13A C14A C15A 3(5) . . . . ? C16A C13A C14A C15A 155(4) . . . . ? N12A N11A C15A C14A -5(2) . . . . ? C1A N11A C15A C14A -171.7(16) . . . . ? N12A N11A C15A C17A 179(2) . . . . ? C1A N11A C15A C17A 12(3) . . . . ? C13A C14A C15A N11A 1(3) . . . . ? C13A C14A C15A C17A 177(3) . . . . ? N11A C1A C21A C26A -9.4(17) . . . . ? N1A C1A C21A C26A -136.9(12) . . . . ? N11A C1A C21A C22A 175.9(10) . . . . ? N1A C1A C21A C22A 48.4(14) . . . . ? C26A C21A C22A C23A -0.8(18) . . . . ? C1A C21A C22A C23A 174.0(10) . . . . ? C21A C22A C23A O23A -177.7(10) . . . . ? C21A C22A C23A C24A 5.4(17) . . . . ? C22A C23A O23A Ir1A 174.6(9) . . . . ? C24A C23A O23A Ir1A -8.5(13) . . . . ? C41A Ir1A O23A C23A 60(3) . . . . ? C61A Ir1A O23A C23A -164.4(8) . . . . ? N31A Ir1A O23A C23A 98.6(8) . . . . ? N51A Ir1A O23A C23A -82.6(8) . . . . ? O24A Ir1A O23A C23A 9.2(7) . . . . ? O23A C23A C24A C25A 175.9(12) . . . . ? C22A C23A C24A C25A -7.0(18) . . . . ? O23A C23A C24A O24A 0.7(16) . . . . ? C22A C23A C24A O24A 177.7(10) . . . . ? C25A C24A O24A Ir1A -167.7(11) . . . . ? C23A C24A O24A Ir1A 7.4(12) . . . . ? C25A C24A O24A Tl1 12.3(18) . . . . ? C23A C24A O24A Tl1 -172.7(7) . . . . ? C41A Ir1A O24A C24A 177.9(8) . . . . ? C61A Ir1A O24A C24A 46(3) . . . . ? N31A Ir1A O24A C24A -101.8(8) . . . . ? N51A Ir1A O24A C24A 81.6(8) . . . . ? O23A Ir1A O24A C24A -8.9(7) . . . . ? C41A Ir1A O24A Tl1 -2.1(5) . . . . ? C61A Ir1A O24A Tl1 -134(3) . . . . ? N31A Ir1A O24A Tl1 78.2(4) . . . . ? N51A Ir1A O24A Tl1 -98.4(4) . . . . ? O23A Ir1A O24A Tl1 171.1(4) . . . . ? O24 Tl1 O24A C24A 43.3(10) . . . . ? O24 Tl1 O24A Ir1A -136.8(4) . . . . ? O24A C24A C25A C26A 179.0(12) . . . . ? C23A C24A C25A C26A 4(2) . . . . ? C22A C21A C26A C25A -2(2) . . . . ? C1A C21A C26A C25A -177.2(12) . . . . ? C24A C25A C26A C21A 1(2) . . . . ? C41A Ir1A N31A C32A 3.5(9) . . . . ? C61A Ir1A N31A C32A 92.0(10) . . . . ? N51A Ir1A N31A C32A 28(6) . . . . ? O23A Ir1A N31A C32A -171.0(9) . . . . ? O24A Ir1A N31A C32A -92.1(9) . . . . ? C41A Ir1A N31A C36A -177.0(10) . . . . ? C61A Ir1A N31A C36A -88.5(10) . . . . ? N51A Ir1A N31A C36A -153(6) . . . . ? O23A Ir1A N31A C36A 8.5(10) . . . . ? O24A Ir1A N31A C36A 87.4(10) . . . . ? C36A N31A C32A C33A 2(2) . . . . ? Ir1A N31A C32A C33A -178.4(10) . . . . ? C36A N31A C32A C42A -179.4(11) . . . . ? Ir1A N31A C32A C42A 0.1(14) . . . . ? N31A C32A C33A C34A -1(2) . . . . ? C42A C32A C33A C34A -179.2(12) . . . . ? C32A C33A C34A C35A 1(2) . . . . ? C33A C34A C35A C36A -3(2) . . . . ? C32A N31A C36A C35A -3.4(18) . . . . ? Ir1A N31A C36A C35A 177.2(9) . . . . ? C34A C35A C36A N31A 4(2) . . . . ? C61A Ir1A C41A C42A -103.1(9) . . . . ? N31A Ir1A C41A C42A -6.4(8) . . . . ? N51A Ir1A C41A C42A 175.3(9) . . . . ? O23A Ir1A C41A C42A 33(3) . . . . ? O24A Ir1A C41A C42A 82.7(9) . . . . ? C61A Ir1A C41A C46A 85.3(11) . . . . ? N31A Ir1A C41A C46A -178.0(11) . . . . ? N51A Ir1A C41A C46A 3.6(11) . . . . ? O23A Ir1A C41A C46A -139(3) . . . . ? O24A Ir1A C41A C46A -89.0(11) . . . . ? C46A C41A C42A C43A -0.4(17) . . . . ? Ir1A C41A C42A C43A -173.1(10) . . . . ? C46A C41A C42A C32A -179.2(11) . . . . ? Ir1A C41A C42A C32A 8.1(13) . . . . ? N31A C32A C42A C43A 175.9(12) . . . . ? C33A C32A C42A C43A -6(2) . . . . ? N31A C32A C42A C41A -5.3(16) . . . . ? C33A C32A C42A C41A 173.1(12) . . . . ? C41A C42A C43A C44A 1(2) . . . . ? C32A C42A C43A C44A 179.8(13) . . . . ? C42A C43A C44A C45A -2(2) . . . . ? C43A C44A C45A C46A 2(3) . . . . ? C44A C45A C46A C41A -2(2) . . . . ? C42A C41A C46A C45A 0.5(18) . . . . ? Ir1A C41A C46A C45A 172.0(10) . . . . ? C41A Ir1A N51A C56A -85.8(10) . . . . ? C61A Ir1A N51A C56A -174.6(10) . . . . ? N31A Ir1A N51A C56A -110(6) . . . . ? O23A Ir1A N51A C56A 88.9(10) . . . . ? O24A Ir1A N51A C56A 9.9(10) . . . . ? C41A Ir1A N51A C52A 85.8(8) . . . . ? C61A Ir1A N51A C52A -2.9(8) . . . . ? N31A Ir1A N51A C52A 62(6) . . . . ? O23A Ir1A N51A C52A -99.5(8) . . . . ? O24A Ir1A N51A C52A -178.4(8) . . . . ? C56A N51A C52A C53A -6.8(16) . . . . ? Ir1A N51A C52A C53A -179.0(9) . . . . ? C56A N51A C52A C62A 175.7(10) . . . . ? Ir1A N51A C52A C62A 3.5(12) . . . . ? N51A C52A C53A C54A 3.8(18) . . . . ? C62A C52A C53A C54A -179.1(12) . . . . ? C52A C53A C54A C55A 0(2) . . . . ? C53A C54A C55A C56A -0.9(19) . . . . ? C52A N51A C56A C55A 6.2(18) . . . . ? Ir1A N51A C56A C55A 177.4(10) . . . . ? C54A C55A C56A N51A -2.3(19) . . . . ? C41A Ir1A C61A C66A 89.4(11) . . . . ? N31A Ir1A C61A C66A 9.2(11) . . . . ? N51A Ir1A C61A C66A -174.4(11) . . . . ? O23A Ir1A C61A C66A -84.5(11) . . . . ? O24A Ir1A C61A C66A -139(3) . . . . ? C41A Ir1A C61A C62A -94.6(9) . . . . ? N31A Ir1A C61A C62A -174.8(8) . . . . ? N51A Ir1A C61A C62A 1.6(8) . . . . ? O23A Ir1A C61A C62A 91.5(9) . . . . ? O24A Ir1A C61A C62A 37(4) . . . . ? C66A C61A C62A C63A -5.9(17) . . . . ? Ir1A C61A C62A C63A 177.7(9) . . . . ? C66A C61A C62A C52A 176.2(10) . . . . ? Ir1A C61A C62A C52A -0.2(13) . . . . ? C53A C52A C62A C61A -179.5(12) . . . . ? N51A C52A C62A C61A -2.2(15) . . . . ? C53A C52A C62A C63A 2.7(19) . . . . ? N51A C52A C62A C63A 179.9(11) . . . . ? C61A C62A C63A C64A 3.5(19) . . . . ? C52A C62A C63A C64A -178.7(12) . . . . ? C62A C63A C64A C65A 1(2) . . . . ? C63A C64A C65A C66A -3(2) . . . . ? C62A C61A C66A C65A 3.9(18) . . . . ? Ir1A C61A C66A C65A 179.7(9) . . . . ? C64A C65A C66A C61A 0.4(19) . . . . ? N71 C72 C73 C74 94(11) . . . . ? N81 C82 C83 C84 -171(100) . . . . ? N91 C92 C93 C94 57(37) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.405 _refine_diff_density_min -3.277 _refine_diff_density_rms 0.198 data_14 # start Validation Reply Form _vrf_PLAT360_14 ; PROBLEM: Short C(sp3)-C(sp3) Bond C54 - C55 ... 1.21 Ang. RESPONSE: The THF molecules are not well ordered. ; _vrf_PLAT413_14 ; PROBLEM: Short Inter XH3 .. XHn H36C .. H55B .. 1.75 Ang. RESPONSE: The THF molecules are not well ordered. ; # end Validation Reply Form _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H33 Ir N4 O2, 3(C4 H8 O)' _chemical_formula_sum 'C39 H57 Ir N4 O5' _chemical_formula_weight 854.09 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.7625(6) _cell_length_b 12.9304(10) _cell_length_c 17.2848(13) _cell_angle_alpha 90.590(6) _cell_angle_beta 101.634(6) _cell_angle_gamma 95.570(6) _cell_volume 1908.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 14343 _cell_measurement_theta_min 3.4 _cell_measurement_theta_max 26.0 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.486 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 3.545 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4478 _exptl_absorpt_correction_T_max 0.7646 _exptl_absorpt_process_details 'MULABS (Spek, 2003; Blessing, 1995)' _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 23748 _diffrn_reflns_av_R_equivalents 0.1098 _diffrn_reflns_av_sigmaI/netI 0.1371 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6735 _reflns_number_gt 5125 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0304P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6735 _refine_ls_number_parameters 451 _refine_ls_number_restraints 15 _refine_ls_R_factor_all 0.0760 _refine_ls_R_factor_gt 0.0527 _refine_ls_wR_factor_ref 0.1179 _refine_ls_wR_factor_gt 0.1116 _refine_ls_goodness_of_fit_ref 0.926 _refine_ls_restrained_S_all 0.927 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.74955(4) 0.33369(3) 0.46331(2) 0.02301(11) Uani 1 1 d . . . C1 C 0.4775(9) 0.5444(8) 0.1211(5) 0.030(2) Uani 1 1 d . . . H1 H 0.4361 0.4926 0.0766 0.036 Uiso 1 1 calc R . . N1 N 0.3419(8) 0.5867(7) 0.1436(4) 0.0308(17) Uani 1 1 d . . . N2 N 0.3591(8) 0.6753(6) 0.1878(4) 0.0335(18) Uani 1 1 d . . . C3 C 0.2162(10) 0.6885(9) 0.1965(5) 0.038(2) Uani 1 1 d . . . C4 C 0.1088(10) 0.6089(9) 0.1611(7) 0.045(3) Uani 1 1 d . . . H4 H -0.0002 0.6005 0.1608 0.054 Uiso 1 1 calc R . . C5 C 0.1923(10) 0.5436(9) 0.1260(6) 0.038(2) Uani 1 1 d . . . C6 C 0.1884(12) 0.7847(10) 0.2417(7) 0.047(3) Uani 1 1 d . . . H6A H 0.2894 0.8205 0.2684 0.070 Uiso 1 1 calc R . . H6B H 0.1262 0.7636 0.2811 0.070 Uiso 1 1 calc R . . H6C H 0.1320 0.8316 0.2047 0.070 Uiso 1 1 calc R . . C7 C 0.1408(12) 0.4421(10) 0.0790(9) 0.064(4) Uani 1 1 d . . . H7A H 0.1665 0.4489 0.0265 0.096 Uiso 1 1 calc R . . H7B H 0.0275 0.4256 0.0734 0.096 Uiso 1 1 calc R . . H7C H 0.1952 0.3862 0.1067 0.096 Uiso 1 1 calc R . . N11 N 0.5748(8) 0.6271(7) 0.0912(4) 0.0329(18) Uani 1 1 d . . . N12 N 0.5339(9) 0.6455(7) 0.0123(4) 0.0380(19) Uani 1 1 d . . . C13 C 0.6244(12) 0.7303(8) 0.0024(6) 0.042(2) Uani 1 1 d . . . C14 C 0.7207(13) 0.7664(9) 0.0742(7) 0.048(3) Uani 1 1 d . . . H14 H 0.7961 0.8255 0.0825 0.057 Uiso 1 1 calc R . . C21 C 0.5736(9) 0.4871(7) 0.1885(5) 0.0242(18) Uani 1 1 d . . . C22 C 0.5295(9) 0.4730(8) 0.2600(5) 0.029(2) Uani 1 1 d . . . H22 H 0.4370 0.4993 0.2691 0.035 Uiso 1 1 calc R . . C23 C 0.6211(9) 0.4199(7) 0.3190(5) 0.0265(19) Uani 1 1 d . . . O23 O 0.5916(6) 0.4077(5) 0.3929(4) 0.0279(14) Uani 1 1 d . . . C24 C 0.7546(9) 0.3813(7) 0.3058(5) 0.0276(19) Uani 1 1 d . . . O24 O 0.8410(6) 0.3337(5) 0.3668(4) 0.0314(15) Uani 1 1 d . . . C25 C 0.7958(10) 0.3903(8) 0.2309(5) 0.031(2) Uani 1 1 d . . . H25 H 0.8854 0.3612 0.2207 0.037 Uiso 1 1 calc R . . C26 C 0.7033(10) 0.4420(8) 0.1732(6) 0.035(2) Uani 1 1 d . . . H26 H 0.7280 0.4471 0.1222 0.042 Uiso 1 1 calc R . . C31 C 0.7024(10) 0.2149(7) 0.5442(5) 0.031(2) Uani 1 1 d . . . C32 C 0.8718(11) 0.2256(9) 0.5428(6) 0.036(3) Uani 1 1 d . . . C33 C 0.9282(10) 0.3286(8) 0.5677(5) 0.029(2) Uani 1 1 d . . . C34 C 0.7993(10) 0.3834(8) 0.5871(5) 0.032(2) Uani 1 1 d . . . C35 C 0.6618(10) 0.3100(8) 0.5707(5) 0.031(2) Uani 1 1 d . . . C36 C 0.5955(13) 0.1174(8) 0.5220(7) 0.045(3) Uani 1 1 d . . . H36A H 0.5770 0.0829 0.5700 0.067 Uiso 1 1 calc R . . H36B H 0.6437 0.0708 0.4911 0.067 Uiso 1 1 calc R . . H36C H 0.4956 0.1343 0.4903 0.067 Uiso 1 1 calc R . . C37 C 0.9621(13) 0.1428(9) 0.5198(7) 0.052(3) Uani 1 1 d . . . H37A H 1.0532 0.1748 0.5008 0.077 Uiso 1 1 calc R . . H37B H 0.8951 0.0982 0.4777 0.077 Uiso 1 1 calc R . . H37C H 0.9973 0.1010 0.5657 0.077 Uiso 1 1 calc R . . C38 C 1.0939(10) 0.3777(10) 0.5751(5) 0.047(3) Uani 1 1 d . . . H38A H 1.1463 0.3826 0.6310 0.071 Uiso 1 1 calc R . . H38B H 1.0926 0.4475 0.5536 0.071 Uiso 1 1 calc R . . H38C H 1.1506 0.3350 0.5457 0.071 Uiso 1 1 calc R . . C39 C 0.8118(11) 0.4926(8) 0.6168(6) 0.042(2) Uani 1 1 d . . . H39A H 0.7146 0.5231 0.5952 0.063 Uiso 1 1 calc R . . H39B H 0.8998 0.5327 0.6002 0.063 Uiso 1 1 calc R . . H39C H 0.8292 0.4942 0.6747 0.063 Uiso 1 1 calc R . . C40 C 0.5020(10) 0.3312(9) 0.5830(6) 0.045(3) Uani 1 1 d . . . H40A H 0.4219 0.2833 0.5491 0.067 Uiso 1 1 calc R . . H40B H 0.4841 0.4030 0.5693 0.067 Uiso 1 1 calc R . . H40C H 0.4961 0.3209 0.6384 0.067 Uiso 1 1 calc R . . C15 C 0.6847(10) 0.7001(8) 0.1295(5) 0.032(2) Uani 1 1 d . . . C16 C 0.6125(15) 0.7737(10) -0.0786(7) 0.057(3) Uani 1 1 d . . . H16A H 0.7135 0.7730 -0.0947 0.085 Uiso 1 1 calc R . . H16B H 0.5848 0.8453 -0.0777 0.085 Uiso 1 1 calc R . . H16C H 0.5316 0.7311 -0.1162 0.085 Uiso 1 1 calc R . . C17 C 0.7491(11) 0.7037(9) 0.2183(6) 0.042(2) Uani 1 1 d . . . H17A H 0.6624 0.7042 0.2463 0.062 Uiso 1 1 calc R . . H17B H 0.8212 0.7668 0.2329 0.062 Uiso 1 1 calc R . . H17C H 0.8050 0.6425 0.2328 0.062 Uiso 1 1 calc R . . O51 O 0.770(2) 0.7656(13) 0.6364(11) 0.149(6) Uani 1 1 d . . . C52 C 0.780(2) 0.7607(16) 0.7225(9) 0.089(5) Uani 1 1 d . . . H52A H 0.8495 0.7088 0.7464 0.107 Uiso 1 1 calc R . . H52B H 0.6751 0.7449 0.7356 0.107 Uiso 1 1 calc R . . C53 C 0.852(3) 0.875(2) 0.7491(11) 0.131(8) Uani 1 1 d . . . H53A H 0.7925 0.9079 0.7843 0.158 Uiso 1 1 calc R . . H53B H 0.9634 0.8784 0.7752 0.158 Uiso 1 1 calc R . . C54 C 0.829(3) 0.925(2) 0.6663(14) 0.137(9) Uani 1 1 d . . . H54A H 0.7695 0.9865 0.6678 0.164 Uiso 1 1 calc R . . H54B H 0.9332 0.9509 0.6564 0.164 Uiso 1 1 calc R . . C55 C 0.7613(16) 0.8683(12) 0.6114(8) 0.061(3) Uani 1 1 d . . . H55A H 0.8117 0.8792 0.5654 0.074 Uiso 1 1 calc R . . H55B H 0.6507 0.8829 0.5958 0.074 Uiso 1 1 calc R . . O61 O 0.653(4) 0.935(2) 0.306(2) 0.281(15) Uani 1 1 d D . . C62 C 0.625(5) 1.0112(18) 0.3398(18) 0.27(3) Uani 1 1 d D . . H62A H 0.6879 1.0149 0.3943 0.321 Uiso 1 1 calc R . . H62B H 0.5129 1.0026 0.3436 0.321 Uiso 1 1 calc R . . C63 C 0.654(5) 1.1017(18) 0.3050(19) 0.216(18) Uani 1 1 d D . . H63A H 0.5776 1.1506 0.3133 0.260 Uiso 1 1 calc R . . H63B H 0.7604 1.1340 0.3281 0.260 Uiso 1 1 calc R . . C64 C 0.641(8) 1.084(3) 0.236(2) 0.37(4) Uani 1 1 d D . . H64A H 0.7141 1.1326 0.2138 0.441 Uiso 1 1 calc R . . H64B H 0.5332 1.0898 0.2072 0.441 Uiso 1 1 calc R . . C65 C 0.681(5) 0.976(3) 0.2292(18) 0.24(2) Uani 1 1 d D . . H65A H 0.7921 0.9742 0.2247 0.283 Uiso 1 1 calc R . . H65B H 0.6122 0.9373 0.1835 0.283 Uiso 1 1 calc R . . O71 O 0.290(4) 0.899(3) 0.002(3) 0.42(3) Uani 1 1 d D . . C72 C 0.227(4) 0.948(2) 0.0577(19) 0.207(15) Uani 1 1 d D . . H72A H 0.2029 1.0190 0.0425 0.248 Uiso 1 1 calc R . . H72B H 0.2966 0.9504 0.1107 0.248 Uiso 1 1 calc R . . C73 C 0.083(3) 0.875(3) 0.0531(17) 0.36(4) Uani 1 1 d D . . H73A H -0.0069 0.9098 0.0630 0.436 Uiso 1 1 calc R . . H73B H 0.1004 0.8154 0.0886 0.436 Uiso 1 1 calc R . . C74 C 0.067(3) 0.844(4) -0.0326(19) 0.39(4) Uani 1 1 d D . . H74A H -0.0233 0.7913 -0.0511 0.468 Uiso 1 1 calc R . . H74B H 0.0589 0.9045 -0.0671 0.468 Uiso 1 1 calc R . . C75 C 0.220(4) 0.799(2) -0.028(2) 0.232(19) Uani 1 1 d D . . H75A H 0.2374 0.7432 0.0109 0.279 Uiso 1 1 calc R . . H75B H 0.2414 0.7785 -0.0793 0.279 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.02296(15) 0.02668(18) 0.01876(16) 0.00367(11) 0.00226(10) 0.00329(11) C1 0.026(4) 0.036(5) 0.027(5) 0.005(4) 0.002(3) 0.011(4) N1 0.024(3) 0.044(5) 0.027(4) 0.008(4) 0.007(3) 0.009(3) N2 0.035(4) 0.037(5) 0.028(4) 0.003(4) 0.000(3) 0.012(3) C3 0.030(5) 0.060(7) 0.027(5) 0.007(5) 0.006(4) 0.017(5) C4 0.024(4) 0.059(8) 0.053(7) 0.004(6) 0.009(4) 0.006(5) C5 0.029(4) 0.047(7) 0.037(5) -0.001(5) 0.001(4) 0.005(4) C6 0.037(5) 0.063(8) 0.042(6) 0.004(6) 0.003(4) 0.019(5) C7 0.036(6) 0.064(9) 0.086(10) -0.015(7) -0.002(6) 0.008(6) N11 0.038(4) 0.042(5) 0.020(4) 0.010(3) 0.006(3) 0.009(4) N12 0.056(5) 0.042(5) 0.019(4) 0.005(4) 0.009(3) 0.016(4) C13 0.056(6) 0.037(6) 0.034(5) 0.008(5) 0.012(4) 0.009(5) C14 0.054(6) 0.045(7) 0.050(7) -0.003(5) 0.024(5) 0.004(5) C21 0.025(4) 0.030(5) 0.018(4) 0.009(4) 0.005(3) 0.005(4) C22 0.028(4) 0.043(6) 0.018(4) 0.007(4) 0.005(3) 0.014(4) C23 0.022(4) 0.026(5) 0.029(5) -0.003(4) 0.001(3) -0.001(3) O23 0.022(3) 0.038(4) 0.028(3) 0.006(3) 0.013(2) 0.005(3) C24 0.022(4) 0.033(5) 0.026(5) 0.004(4) 0.000(3) 0.005(4) O24 0.029(3) 0.034(4) 0.032(3) 0.016(3) 0.004(2) 0.010(3) C25 0.029(4) 0.044(6) 0.023(4) -0.001(4) 0.005(3) 0.016(4) C26 0.034(5) 0.050(7) 0.027(5) 0.009(5) 0.015(4) 0.016(5) C31 0.038(5) 0.027(5) 0.026(5) 0.009(4) -0.002(4) 0.003(4) C32 0.035(5) 0.042(7) 0.033(5) 0.019(5) 0.005(4) 0.013(5) C33 0.032(4) 0.037(6) 0.014(4) 0.003(4) -0.002(3) -0.001(4) C34 0.032(4) 0.049(6) 0.012(4) 0.003(4) 0.001(3) 0.003(4) C35 0.035(4) 0.039(6) 0.023(5) 0.015(4) 0.011(4) 0.014(4) C36 0.055(6) 0.024(6) 0.054(7) -0.001(5) 0.011(5) -0.004(5) C37 0.061(6) 0.047(7) 0.049(7) 0.018(6) 0.005(5) 0.031(6) C38 0.024(4) 0.092(10) 0.019(5) 0.011(5) -0.006(3) -0.006(5) C39 0.045(5) 0.047(7) 0.029(5) -0.014(5) 0.002(4) -0.007(5) C40 0.035(5) 0.062(8) 0.039(6) 0.008(5) 0.011(4) 0.010(5) C15 0.036(5) 0.036(6) 0.027(5) 0.006(4) 0.008(4) 0.004(4) C16 0.082(8) 0.052(8) 0.038(6) 0.013(6) 0.017(6) 0.008(6) C17 0.036(5) 0.053(7) 0.033(5) 0.003(5) 0.000(4) 0.002(5) O51 0.194(16) 0.112(13) 0.143(15) -0.014(11) 0.039(12) 0.014(11) C52 0.097(11) 0.110(15) 0.058(10) 0.010(10) 0.008(8) 0.019(10) C53 0.153(18) 0.17(2) 0.062(12) 0.008(14) 0.001(11) 0.016(17) C54 0.146(19) 0.13(2) 0.120(19) 0.063(17) -0.001(15) -0.003(16) C55 0.073(8) 0.064(9) 0.045(7) 0.018(7) 0.002(6) 0.020(7) O61 0.45(4) 0.17(2) 0.26(3) -0.03(2) 0.19(3) -0.01(3) C62 0.62(7) 0.062(14) 0.21(3) -0.026(17) 0.33(4) -0.02(3) C63 0.42(5) 0.069(16) 0.16(3) -0.073(17) 0.13(3) -0.10(2) C64 0.78(11) 0.25(5) 0.13(3) 0.08(3) 0.10(5) 0.34(7) C65 0.45(6) 0.18(3) 0.13(3) 0.00(2) 0.14(3) 0.15(4) O71 0.30(4) 0.34(4) 0.65(8) -0.35(5) 0.26(4) -0.10(3) C72 0.27(4) 0.15(3) 0.20(3) -0.06(2) 0.09(3) -0.04(3) C73 0.15(3) 0.50(8) 0.33(5) 0.29(6) -0.11(3) -0.18(4) C74 0.12(2) 0.56(9) 0.41(7) -0.25(7) -0.15(3) 0.09(4) C75 0.27(4) 0.12(3) 0.31(5) -0.10(3) 0.08(4) 0.02(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O23 1.979(6) . ? Ir1 O24 1.991(6) . ? Ir1 C33 2.143(8) . ? Ir1 C31 2.153(8) . ? Ir1 C35 2.162(8) . ? Ir1 C34 2.173(8) . ? Ir1 C32 2.174(9) . ? C1 N11 1.466(11) . ? C1 N1 1.474(11) . ? C1 C21 1.536(10) . ? C1 H1 1.0000 . ? N1 N2 1.350(11) . ? N1 C5 1.347(11) . ? N2 C3 1.317(11) . ? C3 C4 1.374(15) . ? C3 C6 1.527(16) . ? C4 C5 1.379(15) . ? C4 H4 0.9500 . ? C5 C7 1.518(16) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? N11 C15 1.345(12) . ? N11 N12 1.368(10) . ? N12 C13 1.324(13) . ? C13 C14 1.401(15) . ? C13 C16 1.501(13) . ? C14 C15 1.353(14) . ? C14 H14 0.9500 . ? C21 C22 1.375(11) . ? C21 C26 1.396(12) . ? C22 C23 1.395(11) . ? C22 H22 0.9500 . ? C23 O23 1.361(10) . ? C23 C24 1.374(12) . ? C24 O24 1.358(9) . ? C24 C25 1.416(12) . ? C25 C26 1.375(12) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C35 1.410(14) . ? C31 C32 1.482(13) . ? C31 C36 1.494(13) . ? C32 C33 1.406(15) . ? C32 C37 1.487(15) . ? C33 C34 1.481(13) . ? C33 C38 1.508(12) . ? C34 C35 1.438(13) . ? C34 C39 1.484(14) . ? C35 C40 1.508(12) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C15 C17 1.523(12) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? O51 C55 1.405(19) . ? O51 C52 1.48(2) . ? C52 C53 1.58(3) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.56(3) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 C55 1.21(3) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? O61 C62 1.22(3) . ? O61 C65 1.49(3) . ? C62 C63 1.35(3) . ? C62 H62A 0.9900 . ? C62 H62B 0.9900 . ? C63 C64 1.20(4) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C64 C65 1.48(4) . ? C64 H64A 0.9900 . ? C64 H64B 0.9900 . ? C65 H65A 0.9900 . ? C65 H65B 0.9900 . ? O71 C72 1.386(10) . ? O71 C75 1.413(10) . ? C72 C73 1.492(10) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 C74 1.506(10) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 C75 1.492(10) . ? C74 H74A 0.9900 . ? C74 H74B 0.9900 . ? C75 H75A 0.9900 . ? C75 H75B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O23 Ir1 O24 81.3(2) . . ? O23 Ir1 C33 151.1(3) . . ? O24 Ir1 C33 110.8(3) . . ? O23 Ir1 C31 126.1(3) . . ? O24 Ir1 C31 133.2(3) . . ? C33 Ir1 C31 65.1(3) . . ? O23 Ir1 C35 105.6(3) . . ? O24 Ir1 C35 171.2(3) . . ? C33 Ir1 C35 65.7(3) . . ? C31 Ir1 C35 38.1(4) . . ? O23 Ir1 C34 115.6(3) . . ? O24 Ir1 C34 143.1(3) . . ? C33 Ir1 C34 40.1(3) . . ? C31 Ir1 C34 64.8(4) . . ? C35 Ir1 C34 38.7(3) . . ? O23 Ir1 C32 165.5(3) . . ? O24 Ir1 C32 106.2(3) . . ? C33 Ir1 C32 38.0(4) . . ? C31 Ir1 C32 40.1(3) . . ? C35 Ir1 C32 65.8(4) . . ? C34 Ir1 C32 65.8(4) . . ? N11 C1 N1 110.1(7) . . ? N11 C1 C21 111.7(6) . . ? N1 C1 C21 112.7(7) . . ? N11 C1 H1 107.4 . . ? N1 C1 H1 107.4 . . ? C21 C1 H1 107.4 . . ? N2 N1 C5 112.4(8) . . ? N2 N1 C1 121.3(7) . . ? C5 N1 C1 126.3(9) . . ? C3 N2 N1 104.5(8) . . ? N2 C3 C4 112.0(10) . . ? N2 C3 C6 119.5(9) . . ? C4 C3 C6 128.5(9) . . ? C3 C4 C5 105.7(8) . . ? C3 C4 H4 127.2 . . ? C5 C4 H4 127.2 . . ? N1 C5 C4 105.4(9) . . ? N1 C5 C7 123.4(9) . . ? C4 C5 C7 131.1(9) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C15 N11 N12 112.0(8) . . ? C15 N11 C1 131.1(7) . . ? N12 N11 C1 116.1(7) . . ? C13 N12 N11 104.4(8) . . ? N12 C13 C14 110.8(9) . . ? N12 C13 C16 119.5(10) . . ? C14 C13 C16 129.7(10) . . ? C15 C14 C13 106.2(10) . . ? C15 C14 H14 126.9 . . ? C13 C14 H14 126.9 . . ? C22 C21 C26 119.9(7) . . ? C22 C21 C1 122.4(7) . . ? C26 C21 C1 117.5(7) . . ? C21 C22 C23 119.8(8) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? O23 C23 C24 115.8(7) . . ? O23 C23 C22 123.8(8) . . ? C24 C23 C22 120.2(8) . . ? C23 O23 Ir1 113.4(5) . . ? O24 C24 C23 117.1(8) . . ? O24 C24 C25 122.7(7) . . ? C23 C24 C25 120.2(7) . . ? C24 O24 Ir1 112.4(5) . . ? C26 C25 C24 118.6(8) . . ? C26 C25 H25 120.7 . . ? C24 C25 H25 120.7 . . ? C25 C26 C21 120.9(8) . . ? C25 C26 H26 119.6 . . ? C21 C26 H26 119.6 . . ? C35 C31 C32 109.0(8) . . ? C35 C31 C36 126.6(9) . . ? C32 C31 C36 124.4(9) . . ? C35 C31 Ir1 71.3(5) . . ? C32 C31 Ir1 70.7(5) . . ? C36 C31 Ir1 124.9(7) . . ? C33 C32 C31 106.2(9) . . ? C33 C32 C37 127.6(9) . . ? C31 C32 C37 126.2(10) . . ? C33 C32 Ir1 69.8(5) . . ? C31 C32 Ir1 69.2(5) . . ? C37 C32 Ir1 125.8(7) . . ? C32 C33 C34 109.6(8) . . ? C32 C33 C38 126.3(9) . . ? C34 C33 C38 124.0(9) . . ? C32 C33 Ir1 72.2(5) . . ? C34 C33 Ir1 71.0(4) . . ? C38 C33 Ir1 123.7(6) . . ? C35 C34 C33 106.2(8) . . ? C35 C34 C39 127.6(8) . . ? C33 C34 C39 126.2(8) . . ? C35 C34 Ir1 70.2(5) . . ? C33 C34 Ir1 68.8(5) . . ? C39 C34 Ir1 125.3(6) . . ? C31 C35 C34 108.9(8) . . ? C31 C35 C40 126.0(9) . . ? C34 C35 C40 125.0(9) . . ? C31 C35 Ir1 70.6(5) . . ? C34 C35 Ir1 71.1(5) . . ? C40 C35 Ir1 126.0(6) . . ? C31 C36 H36A 109.5 . . ? C31 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C31 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C34 C39 H39A 109.5 . . ? C34 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C34 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N11 C15 C14 106.6(8) . . ? N11 C15 C17 124.4(8) . . ? C14 C15 C17 129.0(9) . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C55 O51 C52 110.8(15) . . ? O51 C52 C53 100.3(14) . . ? O51 C52 H52A 111.7 . . ? C53 C52 H52A 111.7 . . ? O51 C52 H52B 111.7 . . ? C53 C52 H52B 111.7 . . ? H52A C52 H52B 109.5 . . ? C54 C53 C52 99.0(17) . . ? C54 C53 H53A 112.0 . . ? C52 C53 H53A 112.0 . . ? C54 C53 H53B 112.0 . . ? C52 C53 H53B 112.0 . . ? H53A C53 H53B 109.7 . . ? C55 C54 C53 115.3(19) . . ? C55 C54 H54A 108.5 . . ? C53 C54 H54A 108.5 . . ? C55 C54 H54B 108.5 . . ? C53 C54 H54B 108.5 . . ? H54A C54 H54B 107.5 . . ? C54 C55 O51 107.5(15) . . ? C54 C55 H55A 110.2 . . ? O51 C55 H55A 110.2 . . ? C54 C55 H55B 110.2 . . ? O51 C55 H55B 110.2 . . ? H55A C55 H55B 108.5 . . ? C62 O61 C65 103(2) . . ? O61 C62 C63 115(2) . . ? O61 C62 H62A 108.6 . . ? C63 C62 H62A 108.6 . . ? O61 C62 H62B 108.6 . . ? C63 C62 H62B 108.6 . . ? H62A C62 H62B 107.6 . . ? C64 C63 C62 108(3) . . ? C64 C63 H63A 110.1 . . ? C62 C63 H63A 110.1 . . ? C64 C63 H63B 110.1 . . ? C62 C63 H63B 110.1 . . ? H63A C63 H63B 108.5 . . ? C63 C64 C65 106(3) . . ? C63 C64 H64A 110.5 . . ? C65 C64 H64A 110.5 . . ? C63 C64 H64B 110.5 . . ? C65 C64 H64B 110.5 . . ? H64A C64 H64B 108.7 . . ? C64 C65 O61 101(2) . . ? C64 C65 H65A 111.6 . . ? O61 C65 H65A 111.6 . . ? C64 C65 H65B 111.6 . . ? O61 C65 H65B 111.6 . . ? H65A C65 H65B 109.4 . . ? C72 O71 C75 118(2) . . ? O71 C72 C73 98(2) . . ? O71 C72 H72A 112.2 . . ? C73 C72 H72A 112.2 . . ? O71 C72 H72B 112.2 . . ? C73 C72 H72B 112.2 . . ? H72A C72 H72B 109.8 . . ? C72 C73 C74 96(2) . . ? C72 C73 H73A 112.6 . . ? C74 C73 H73A 112.6 . . ? C72 C73 H73B 112.6 . . ? C74 C73 H73B 112.6 . . ? H73A C73 H73B 110.1 . . ? C75 C74 C73 99.1(9) . . ? C75 C74 H74A 112.0 . . ? C73 C74 H74A 112.0 . . ? C75 C74 H74B 112.0 . . ? C73 C74 H74B 112.0 . . ? H74A C74 H74B 109.6 . . ? O71 C75 C74 86(2) . . ? O71 C75 H75A 114.3 . . ? C74 C75 H75A 114.3 . . ? O71 C75 H75B 114.3 . . ? C74 C75 H75B 114.3 . . ? H75A C75 H75B 111.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C1 N1 N2 -47.0(10) . . . . ? C21 C1 N1 N2 78.4(10) . . . . ? N11 C1 N1 C5 135.0(9) . . . . ? C21 C1 N1 C5 -99.6(10) . . . . ? C5 N1 N2 C3 -1.3(10) . . . . ? C1 N1 N2 C3 -179.6(7) . . . . ? N1 N2 C3 C4 1.9(10) . . . . ? N1 N2 C3 C6 -177.9(8) . . . . ? N2 C3 C4 C5 -1.9(12) . . . . ? C6 C3 C4 C5 177.9(10) . . . . ? N2 N1 C5 C4 0.2(11) . . . . ? C1 N1 C5 C4 178.3(8) . . . . ? N2 N1 C5 C7 -178.2(10) . . . . ? C1 N1 C5 C7 -0.1(15) . . . . ? C3 C4 C5 N1 1.0(11) . . . . ? C3 C4 C5 C7 179.2(11) . . . . ? N1 C1 N11 C15 81.4(11) . . . . ? C21 C1 N11 C15 -44.5(13) . . . . ? N1 C1 N11 N12 -87.2(9) . . . . ? C21 C1 N11 N12 146.9(8) . . . . ? C15 N11 N12 C13 1.5(10) . . . . ? C1 N11 N12 C13 172.3(8) . . . . ? N11 N12 C13 C14 -0.6(11) . . . . ? N11 N12 C13 C16 179.5(9) . . . . ? N12 C13 C14 C15 -0.5(12) . . . . ? C16 C13 C14 C15 179.4(11) . . . . ? N11 C1 C21 C22 128.0(9) . . . . ? N1 C1 C21 C22 3.5(13) . . . . ? N11 C1 C21 C26 -56.8(12) . . . . ? N1 C1 C21 C26 178.7(8) . . . . ? C26 C21 C22 C23 4.6(14) . . . . ? C1 C21 C22 C23 179.7(8) . . . . ? C21 C22 C23 O23 176.0(8) . . . . ? C21 C22 C23 C24 -0.3(14) . . . . ? C24 C23 O23 Ir1 -1.0(10) . . . . ? C22 C23 O23 Ir1 -177.5(7) . . . . ? O24 Ir1 O23 C23 0.5(6) . . . . ? C33 Ir1 O23 C23 118.4(7) . . . . ? C31 Ir1 O23 C23 -137.7(6) . . . . ? C35 Ir1 O23 C23 -173.9(6) . . . . ? C34 Ir1 O23 C23 145.9(6) . . . . ? C32 Ir1 O23 C23 -122.1(14) . . . . ? O23 C23 C24 O24 1.1(12) . . . . ? C22 C23 C24 O24 177.7(8) . . . . ? O23 C23 C24 C25 -179.9(8) . . . . ? C22 C23 C24 C25 -3.3(14) . . . . ? C23 C24 O24 Ir1 -0.7(10) . . . . ? C25 C24 O24 Ir1 -179.6(7) . . . . ? O23 Ir1 O24 C24 0.1(6) . . . . ? C33 Ir1 O24 C24 -152.7(6) . . . . ? C31 Ir1 O24 C24 132.5(6) . . . . ? C35 Ir1 O24 C24 142.4(19) . . . . ? C34 Ir1 O24 C24 -121.5(7) . . . . ? C32 Ir1 O24 C24 167.4(6) . . . . ? O24 C24 C25 C26 -178.4(9) . . . . ? C23 C24 C25 C26 2.7(14) . . . . ? C24 C25 C26 C21 1.6(15) . . . . ? C22 C21 C26 C25 -5.2(15) . . . . ? C1 C21 C26 C25 179.4(9) . . . . ? O23 Ir1 C31 C35 -67.1(6) . . . . ? O24 Ir1 C31 C35 177.6(5) . . . . ? C33 Ir1 C31 C35 81.7(6) . . . . ? C34 Ir1 C31 C35 37.2(5) . . . . ? C32 Ir1 C31 C35 118.9(8) . . . . ? O23 Ir1 C31 C32 174.0(6) . . . . ? O24 Ir1 C31 C32 58.7(7) . . . . ? C33 Ir1 C31 C32 -37.2(6) . . . . ? C35 Ir1 C31 C32 -118.9(8) . . . . ? C34 Ir1 C31 C32 -81.7(6) . . . . ? O23 Ir1 C31 C36 55.0(10) . . . . ? O24 Ir1 C31 C36 -60.4(9) . . . . ? C33 Ir1 C31 C36 -156.2(10) . . . . ? C35 Ir1 C31 C36 122.1(10) . . . . ? C34 Ir1 C31 C36 159.3(9) . . . . ? C32 Ir1 C31 C36 -119.0(11) . . . . ? C35 C31 C32 C33 -0.9(10) . . . . ? C36 C31 C32 C33 -179.9(8) . . . . ? Ir1 C31 C32 C33 60.4(6) . . . . ? C35 C31 C32 C37 178.9(9) . . . . ? C36 C31 C32 C37 -0.1(15) . . . . ? Ir1 C31 C32 C37 -119.8(10) . . . . ? C35 C31 C32 Ir1 -61.3(6) . . . . ? C36 C31 C32 Ir1 119.7(9) . . . . ? O23 Ir1 C32 C33 -136.9(13) . . . . ? O24 Ir1 C32 C33 103.2(6) . . . . ? C31 Ir1 C32 C33 -117.2(8) . . . . ? C35 Ir1 C32 C33 -80.9(6) . . . . ? C34 Ir1 C32 C33 -38.2(5) . . . . ? O23 Ir1 C32 C31 -19.7(18) . . . . ? O24 Ir1 C32 C31 -139.6(5) . . . . ? C33 Ir1 C32 C31 117.2(8) . . . . ? C35 Ir1 C32 C31 36.3(6) . . . . ? C34 Ir1 C32 C31 79.0(6) . . . . ? O23 Ir1 C32 C37 100.7(15) . . . . ? O24 Ir1 C32 C37 -19.2(10) . . . . ? C33 Ir1 C32 C37 -122.4(12) . . . . ? C31 Ir1 C32 C37 120.4(12) . . . . ? C35 Ir1 C32 C37 156.7(11) . . . . ? C34 Ir1 C32 C37 -160.6(10) . . . . ? C31 C32 C33 C34 1.5(9) . . . . ? C37 C32 C33 C34 -178.3(9) . . . . ? Ir1 C32 C33 C34 61.5(6) . . . . ? C31 C32 C33 C38 -179.2(8) . . . . ? C37 C32 C33 C38 1.0(15) . . . . ? Ir1 C32 C33 C38 -119.2(8) . . . . ? C31 C32 C33 Ir1 -60.0(6) . . . . ? C37 C32 C33 Ir1 120.2(10) . . . . ? O23 Ir1 C33 C32 159.3(6) . . . . ? O24 Ir1 C33 C32 -89.9(6) . . . . ? C31 Ir1 C33 C32 39.1(6) . . . . ? C35 Ir1 C33 C32 81.3(6) . . . . ? C34 Ir1 C33 C32 118.9(8) . . . . ? O23 Ir1 C33 C34 40.4(8) . . . . ? O24 Ir1 C33 C34 151.1(5) . . . . ? C31 Ir1 C33 C34 -79.8(6) . . . . ? C35 Ir1 C33 C34 -37.7(5) . . . . ? C32 Ir1 C33 C34 -118.9(8) . . . . ? O23 Ir1 C33 C38 -78.4(11) . . . . ? O24 Ir1 C33 C38 32.3(10) . . . . ? C31 Ir1 C33 C38 161.4(10) . . . . ? C35 Ir1 C33 C38 -156.5(10) . . . . ? C34 Ir1 C33 C38 -118.8(11) . . . . ? C32 Ir1 C33 C38 122.3(11) . . . . ? C32 C33 C34 C35 -1.6(9) . . . . ? C38 C33 C34 C35 179.1(8) . . . . ? Ir1 C33 C34 C35 60.6(5) . . . . ? C32 C33 C34 C39 178.9(8) . . . . ? C38 C33 C34 C39 -0.5(13) . . . . ? Ir1 C33 C34 C39 -118.9(9) . . . . ? C32 C33 C34 Ir1 -62.2(6) . . . . ? C38 C33 C34 Ir1 118.5(8) . . . . ? O23 Ir1 C34 C35 83.1(5) . . . . ? O24 Ir1 C34 C35 -165.9(5) . . . . ? C33 Ir1 C34 C35 -117.2(8) . . . . ? C31 Ir1 C34 C35 -36.7(5) . . . . ? C32 Ir1 C34 C35 -81.0(6) . . . . ? O23 Ir1 C34 C33 -159.7(5) . . . . ? O24 Ir1 C34 C33 -48.7(8) . . . . ? C31 Ir1 C34 C33 80.5(6) . . . . ? C35 Ir1 C34 C33 117.2(8) . . . . ? C32 Ir1 C34 C33 36.2(5) . . . . ? O23 Ir1 C34 C39 -39.5(8) . . . . ? O24 Ir1 C34 C39 71.5(9) . . . . ? C33 Ir1 C34 C39 120.1(9) . . . . ? C31 Ir1 C34 C39 -159.3(8) . . . . ? C35 Ir1 C34 C39 -122.7(10) . . . . ? C32 Ir1 C34 C39 156.4(8) . . . . ? C32 C31 C35 C34 0.0(10) . . . . ? C36 C31 C35 C34 178.9(9) . . . . ? Ir1 C31 C35 C34 -61.0(6) . . . . ? C32 C31 C35 C40 -178.1(8) . . . . ? C36 C31 C35 C40 0.9(14) . . . . ? Ir1 C31 C35 C40 121.0(9) . . . . ? C32 C31 C35 Ir1 60.9(6) . . . . ? C36 C31 C35 Ir1 -120.1(9) . . . . ? C33 C34 C35 C31 1.0(9) . . . . ? C39 C34 C35 C31 -179.5(8) . . . . ? Ir1 C34 C35 C31 60.7(6) . . . . ? C33 C34 C35 C40 179.0(8) . . . . ? C39 C34 C35 C40 -1.4(14) . . . . ? Ir1 C34 C35 C40 -121.2(8) . . . . ? C33 C34 C35 Ir1 -59.7(5) . . . . ? C39 C34 C35 Ir1 119.8(9) . . . . ? O23 Ir1 C35 C31 129.4(5) . . . . ? O24 Ir1 C35 C31 -12(2) . . . . ? C33 Ir1 C35 C31 -80.0(5) . . . . ? C34 Ir1 C35 C31 -119.0(7) . . . . ? C32 Ir1 C35 C31 -38.2(5) . . . . ? O23 Ir1 C35 C34 -111.6(5) . . . . ? O24 Ir1 C35 C34 107(2) . . . . ? C33 Ir1 C35 C34 39.0(5) . . . . ? C31 Ir1 C35 C34 119.0(7) . . . . ? C32 Ir1 C35 C34 80.8(6) . . . . ? O23 Ir1 C35 C40 8.5(10) . . . . ? O24 Ir1 C35 C40 -132.6(18) . . . . ? C33 Ir1 C35 C40 159.0(10) . . . . ? C31 Ir1 C35 C40 -120.9(11) . . . . ? C34 Ir1 C35 C40 120.1(11) . . . . ? C32 Ir1 C35 C40 -159.1(10) . . . . ? N12 N11 C15 C14 -1.9(11) . . . . ? C1 N11 C15 C14 -170.8(9) . . . . ? N12 N11 C15 C17 177.3(9) . . . . ? C1 N11 C15 C17 8.3(15) . . . . ? C13 C14 C15 N11 1.4(11) . . . . ? C13 C14 C15 C17 -177.7(10) . . . . ? C55 O51 C52 C53 -25(2) . . . . ? O51 C52 C53 C54 12(2) . . . . ? C52 C53 C54 C55 3(3) . . . . ? C53 C54 C55 O51 -19(3) . . . . ? C52 O51 C55 C54 29(2) . . . . ? C65 O61 C62 C63 -10(6) . . . . ? O61 C62 C63 C64 27(7) . . . . ? C62 C63 C64 C65 -28(6) . . . . ? C63 C64 C65 O61 22(6) . . . . ? C62 O61 C65 C64 -6(5) . . . . ? C75 O71 C72 C73 -9(6) . . . . ? O71 C72 C73 C74 -30(4) . . . . ? C72 C73 C74 C75 60(3) . . . . ? C72 O71 C75 C74 44(5) . . . . ? C73 C74 C75 O71 -60(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.270 _refine_diff_density_min -2.487 _refine_diff_density_rms 0.176 data_15 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H41 Ir N4 O2' _chemical_formula_sum 'C31 H41 Ir N4 O2' _chemical_formula_weight 693.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca _symmetry_space_group_name_Hall '-P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.4679(3) _cell_length_b 21.7161(11) _cell_length_c 26.6018(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6047.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 22690 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 26.4 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.524 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2784 _exptl_absorpt_coefficient_mu 4.448 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3051 _exptl_absorpt_correction_T_max 0.4026 _exptl_absorpt_process_details 'MULABS (Spek, 2003; Blessing, 1995)' _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 24531 _diffrn_reflns_av_R_equivalents 0.0463 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 25.92 _reflns_number_total 5870 _reflns_number_gt 4702 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008) ' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008) ' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material SHELXL97 _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0535P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00146(9) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 5870 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0471 _refine_ls_R_factor_gt 0.0339 _refine_ls_wR_factor_ref 0.0857 _refine_ls_wR_factor_gt 0.0805 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.902307(13) 0.372692(7) 0.516525(7) 0.03840(9) Uani 1 1 d . . . N1 N 0.3463(3) 0.48557(15) 0.35429(14) 0.0350(7) Uani 1 1 d . . . C1 C 0.4270(4) 0.50529(18) 0.39610(17) 0.0341(9) Uani 1 1 d . . . H1 H 0.3712 0.5085 0.4265 0.041 Uiso 1 1 calc R . . N2 N 0.2595(3) 0.43991(17) 0.36357(15) 0.0413(9) Uani 1 1 d . . . C3 C 0.2056(4) 0.42770(19) 0.31905(18) 0.0421(10) Uani 1 1 d . A . C4 C 0.2574(5) 0.4661(2) 0.2821(2) 0.0588(14) Uani 1 1 d . . . H4 H 0.2346 0.4673 0.2475 0.071 Uiso 1 1 calc R . . C5 C 0.3471(5) 0.5014(2) 0.30547(19) 0.0529(12) Uani 1 1 d . . . H5 H 0.4002 0.5316 0.2902 0.063 Uiso 1 1 calc R . . C6 C 0.1082(5) 0.3772(2) 0.3130(2) 0.0534(12) Uani 1 1 d . . . C7 C 0.1608(15) 0.3317(7) 0.2763(7) 0.109(7) Uani 0.573(12) 1 d P A 1 H7A H 0.1806 0.3526 0.2446 0.164 Uiso 0.573(12) 1 calc PR A 1 H7B H 0.0975 0.2993 0.2703 0.164 Uiso 0.573(12) 1 calc PR A 1 H7C H 0.2389 0.3133 0.2901 0.164 Uiso 0.573(12) 1 calc PR A 1 C8 C 0.0760(11) 0.3486(5) 0.3635(4) 0.071(4) Uani 0.573(12) 1 d P A 1 H8A H 0.0403 0.3801 0.3857 0.107 Uiso 0.573(12) 1 calc PR A 1 H8B H 0.1536 0.3315 0.3786 0.107 Uiso 0.573(12) 1 calc PR A 1 H8C H 0.0131 0.3156 0.3587 0.107 Uiso 0.573(12) 1 calc PR A 1 C9 C -0.0127(11) 0.4078(7) 0.2921(6) 0.101(5) Uani 0.573(12) 1 d P A 1 H9A H 0.0065 0.4269 0.2596 0.151 Uiso 0.573(12) 1 calc PR A 1 H9B H -0.0425 0.4394 0.3157 0.151 Uiso 0.573(12) 1 calc PR A 1 H9C H -0.0795 0.3766 0.2877 0.151 Uiso 0.573(12) 1 calc PR A 1 C7' C 0.1657(16) 0.3161(6) 0.3349(7) 0.079(6) Uani 0.427(12) 1 d P A 2 H7'1 H 0.2455 0.3063 0.3174 0.119 Uiso 0.427(12) 1 calc PR A 2 H7'2 H 0.1046 0.2824 0.3301 0.119 Uiso 0.427(12) 1 calc PR A 2 H7'3 H 0.1828 0.3214 0.3709 0.119 Uiso 0.427(12) 1 calc PR A 2 C8' C -0.0159(14) 0.3897(8) 0.3402(7) 0.080(6) Uani 0.427(12) 1 d P A 2 H8'1 H -0.0749 0.3553 0.3348 0.120 Uiso 0.427(12) 1 calc PR A 2 H8'2 H -0.0541 0.4278 0.3272 0.120 Uiso 0.427(12) 1 calc PR A 2 H8'3 H 0.0007 0.3942 0.3763 0.120 Uiso 0.427(12) 1 calc PR A 2 C9' C 0.0785(16) 0.3653(6) 0.2579(6) 0.063(4) Uani 0.427(12) 1 d P A 2 H9'1 H 0.1579 0.3563 0.2398 0.095 Uiso 0.427(12) 1 calc PR A 2 H9'2 H 0.0381 0.4019 0.2433 0.095 Uiso 0.427(12) 1 calc PR A 2 H9'3 H 0.0202 0.3302 0.2551 0.095 Uiso 0.427(12) 1 calc PR A 2 N11 N 0.4783(3) 0.56632(14) 0.38625(14) 0.0352(8) Uani 1 1 d . . . N12 N 0.5690(3) 0.57439(15) 0.34955(14) 0.0374(8) Uani 1 1 d . . . C13 C 0.5984(4) 0.63399(18) 0.35195(18) 0.0377(9) Uani 1 1 d . . . C14 C 0.5290(5) 0.6633(2) 0.3903(2) 0.0520(12) Uani 1 1 d . . . H14 H 0.5337 0.7054 0.3997 0.062 Uiso 1 1 calc R . . C15 C 0.4535(4) 0.61886(19) 0.41140(19) 0.0446(10) Uani 1 1 d . . . H15 H 0.3951 0.6240 0.4384 0.054 Uiso 1 1 calc R . . C16 C 0.6891(4) 0.66219(19) 0.31454(18) 0.0397(10) Uani 1 1 d . . . C17 C 0.7788(6) 0.6140(3) 0.2943(3) 0.093(3) Uani 1 1 d . . . H17A H 0.8376 0.6330 0.2702 0.139 Uiso 1 1 calc R . . H17B H 0.7294 0.5817 0.2774 0.139 Uiso 1 1 calc R . . H17C H 0.8276 0.5959 0.3220 0.139 Uiso 1 1 calc R . . C18 C 0.6116(5) 0.6908(4) 0.2719(2) 0.080(2) Uani 1 1 d . . . H18A H 0.6697 0.7094 0.2474 0.120 Uiso 1 1 calc R . . H18B H 0.5548 0.7225 0.2856 0.120 Uiso 1 1 calc R . . H18C H 0.5606 0.6587 0.2554 0.120 Uiso 1 1 calc R . . C19 C 0.7665(6) 0.7129(3) 0.3394(2) 0.0699(17) Uani 1 1 d . . . H19A H 0.8254 0.7309 0.3148 0.105 Uiso 1 1 calc R . . H19B H 0.8152 0.6957 0.3675 0.105 Uiso 1 1 calc R . . H19C H 0.7087 0.7450 0.3519 0.105 Uiso 1 1 calc R . . C21 C 0.5332(4) 0.45951(17) 0.40830(16) 0.0329(8) Uani 1 1 d . . . C22 C 0.6009(4) 0.4699(2) 0.45248(18) 0.0397(9) Uani 1 1 d . . . H22 H 0.5807 0.5041 0.4732 0.048 Uiso 1 1 calc R . . C23 C 0.6979(4) 0.42991(19) 0.46601(16) 0.0356(9) Uani 1 1 d . . . C24 C 0.7289(4) 0.37968(18) 0.43567(17) 0.0373(9) Uani 1 1 d . . . C25 C 0.6616(5) 0.3702(2) 0.3915(2) 0.0553(13) Uani 1 1 d . . . H25 H 0.6829 0.3366 0.3703 0.066 Uiso 1 1 calc R . . C26 C 0.5624(5) 0.4099(2) 0.37826(19) 0.0451(10) Uani 1 1 d . . . H26 H 0.5150 0.4027 0.3484 0.054 Uiso 1 1 calc R . . O23 O 0.7671(3) 0.43651(15) 0.50838(12) 0.0474(8) Uani 1 1 d . . . O24 O 0.8280(3) 0.34433(14) 0.45180(13) 0.0461(7) Uani 1 1 d . . . C31 C 1.1045(4) 0.3736(2) 0.52966(19) 0.0409(10) Uani 1 1 d . . . C32 C 1.0410(4) 0.4084(2) 0.56859(17) 0.0448(10) Uani 1 1 d . . . C33 C 0.9555(4) 0.3679(2) 0.59419(19) 0.0494(11) Uani 1 1 d . . . C34 C 0.9666(4) 0.3077(2) 0.57117(19) 0.0493(12) Uani 1 1 d . . . C35 C 1.0597(4) 0.3106(2) 0.5316(2) 0.0464(11) Uani 1 1 d . . . C36 C 1.2040(4) 0.3978(2) 0.4948(2) 0.0519(12) Uani 1 1 d . . . H36A H 1.1888 0.4417 0.4887 0.078 Uiso 1 1 calc R . . H36B H 1.2001 0.3753 0.4629 0.078 Uiso 1 1 calc R . . H36C H 1.2886 0.3923 0.5099 0.078 Uiso 1 1 calc R . . C37 C 1.0609(5) 0.4757(2) 0.5797(2) 0.0568(12) Uani 1 1 d . . . H37A H 1.1333 0.4805 0.6027 0.085 Uiso 1 1 calc R . . H37B H 0.9837 0.4926 0.5953 0.085 Uiso 1 1 calc R . . H37C H 1.0786 0.4978 0.5483 0.085 Uiso 1 1 calc R . . C38 C 0.8727(5) 0.3844(3) 0.6382(2) 0.0673(16) Uani 1 1 d . . . H38A H 0.9190 0.3761 0.6695 0.101 Uiso 1 1 calc R . . H38B H 0.7944 0.3596 0.6373 0.101 Uiso 1 1 calc R . . H38C H 0.8506 0.4282 0.6365 0.101 Uiso 1 1 calc R . . C39 C 0.8947(5) 0.2513(3) 0.5879(3) 0.0742(19) Uani 1 1 d . . . H39A H 0.8889 0.2221 0.5599 0.111 Uiso 1 1 calc R . . H39B H 0.8086 0.2631 0.5986 0.111 Uiso 1 1 calc R . . H39C H 0.9399 0.2319 0.6160 0.111 Uiso 1 1 calc R . . C40 C 1.1023(5) 0.2588(3) 0.4989(3) 0.0639(14) Uani 1 1 d . . . H40A H 1.1811 0.2410 0.5125 0.096 Uiso 1 1 calc R . . H40B H 1.1181 0.2742 0.4649 0.096 Uiso 1 1 calc R . . H40C H 1.0356 0.2271 0.4979 0.096 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.03179(11) 0.04393(12) 0.03948(12) 0.00871(7) -0.00140(7) -0.00057(6) N1 0.0342(16) 0.0346(17) 0.036(2) 0.0019(15) -0.0041(15) -0.0046(14) C1 0.0328(19) 0.0321(19) 0.037(2) 0.0009(17) -0.0023(17) -0.0030(15) N2 0.0390(19) 0.044(2) 0.040(2) 0.0035(17) -0.0019(15) -0.0085(14) C3 0.043(2) 0.040(2) 0.044(3) 0.0004(19) -0.008(2) -0.0012(18) C4 0.076(3) 0.059(3) 0.042(3) 0.010(2) -0.019(2) -0.021(2) C5 0.067(3) 0.051(3) 0.041(3) 0.011(2) -0.010(2) -0.018(2) C6 0.054(3) 0.054(3) 0.052(3) 0.000(2) -0.012(2) -0.014(2) C7 0.122(12) 0.076(9) 0.128(14) -0.063(10) 0.049(11) -0.059(9) C8 0.079(8) 0.068(7) 0.066(7) 0.000(6) 0.001(6) -0.041(6) C9 0.068(7) 0.132(12) 0.103(12) 0.024(9) -0.039(8) -0.043(7) C7' 0.102(12) 0.046(7) 0.089(13) 0.023(8) -0.043(10) -0.022(8) C8' 0.064(9) 0.097(12) 0.079(12) -0.018(10) 0.009(8) -0.035(8) C9' 0.076(10) 0.043(7) 0.071(10) -0.002(6) -0.015(7) -0.012(6) N11 0.0332(16) 0.0305(16) 0.042(2) 0.0013(15) 0.0028(15) -0.0006(13) N12 0.0380(17) 0.0317(17) 0.043(2) -0.0012(15) 0.0062(15) -0.0028(13) C13 0.038(2) 0.029(2) 0.045(3) -0.0016(17) -0.0052(18) -0.0021(16) C14 0.058(3) 0.035(2) 0.062(3) -0.009(2) 0.014(3) -0.002(2) C15 0.049(2) 0.033(2) 0.053(3) -0.009(2) 0.010(2) 0.0056(18) C16 0.038(2) 0.035(2) 0.046(3) -0.0008(19) 0.0018(18) -0.0050(16) C17 0.085(4) 0.046(3) 0.147(7) -0.007(4) 0.069(5) -0.010(3) C18 0.063(3) 0.120(6) 0.056(4) 0.028(4) -0.007(3) -0.014(3) C19 0.077(4) 0.068(4) 0.065(4) -0.001(3) -0.002(3) -0.037(3) C21 0.0325(19) 0.0305(19) 0.036(2) 0.0018(16) -0.0003(17) -0.0011(15) C22 0.0336(19) 0.045(2) 0.040(2) -0.007(2) -0.0033(18) 0.0048(16) C23 0.0327(19) 0.042(2) 0.032(2) 0.0022(17) -0.0017(17) -0.0057(16) C24 0.039(2) 0.032(2) 0.042(2) 0.0014(18) -0.0027(18) 0.0009(17) C25 0.073(3) 0.039(2) 0.054(3) -0.016(2) -0.017(3) 0.016(2) C26 0.057(3) 0.034(2) 0.044(3) -0.0068(19) -0.012(2) 0.0058(19) O23 0.0448(17) 0.061(2) 0.0359(19) -0.0065(15) -0.0081(14) 0.0093(14) O24 0.0463(17) 0.0426(16) 0.050(2) 0.0000(15) -0.0111(15) 0.0094(13) C31 0.0289(19) 0.049(3) 0.045(2) 0.0067(19) -0.0066(17) 0.0031(17) C32 0.037(2) 0.060(3) 0.038(2) 0.005(2) -0.0062(19) 0.003(2) C33 0.039(2) 0.067(3) 0.043(3) 0.009(2) 0.000(2) 0.002(2) C34 0.039(2) 0.057(3) 0.052(3) 0.025(2) -0.009(2) -0.005(2) C35 0.037(2) 0.050(3) 0.053(3) 0.009(2) -0.010(2) 0.0051(19) C36 0.040(2) 0.063(3) 0.053(3) -0.002(2) 0.011(2) -0.005(2) C37 0.057(3) 0.060(3) 0.054(3) -0.002(3) -0.001(3) 0.000(2) C38 0.048(3) 0.109(5) 0.045(3) 0.015(3) 0.007(2) 0.007(3) C39 0.064(3) 0.071(4) 0.087(5) 0.042(4) -0.017(3) -0.015(3) C40 0.057(3) 0.053(3) 0.081(4) 0.001(3) -0.015(3) 0.012(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O24 1.987(3) . ? Ir1 O23 1.993(3) . ? Ir1 C34 2.136(4) . ? Ir1 C33 2.142(5) . ? Ir1 C31 2.145(4) . ? Ir1 C32 2.152(5) . ? Ir1 C35 2.167(4) . ? N1 C5 1.344(6) . ? N1 N2 1.368(5) . ? N1 C1 1.461(5) . ? C1 N11 1.454(5) . ? C1 C21 1.526(5) . ? C1 H1 1.0000 . ? N2 C3 1.338(6) . ? C3 C4 1.399(7) . ? C3 C6 1.506(6) . ? C4 C5 1.364(7) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C7 1.494(13) . ? C6 C8' 1.512(15) . ? C6 C8 1.516(12) . ? C6 C9' 1.522(16) . ? C6 C9 1.534(13) . ? C6 C7' 1.569(14) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C7' H7'1 0.9800 . ? C7' H7'2 0.9800 . ? C7' H7'3 0.9800 . ? C8' H8'1 0.9800 . ? C8' H8'2 0.9800 . ? C8' H8'3 0.9800 . ? C9' H9'1 0.9800 . ? C9' H9'2 0.9800 . ? C9' H9'3 0.9800 . ? N11 C15 1.348(5) . ? N11 N12 1.374(5) . ? N12 C13 1.332(5) . ? C13 C14 1.404(6) . ? C13 C16 1.506(6) . ? C14 C15 1.367(7) . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 C17 1.506(7) . ? C16 C19 1.519(6) . ? C16 C18 1.526(7) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C21 C26 1.375(6) . ? C21 C22 1.391(6) . ? C22 C23 1.383(6) . ? C22 H22 0.9500 . ? C23 O23 1.347(5) . ? C23 C24 1.395(6) . ? C24 O24 1.360(5) . ? C24 C25 1.385(7) . ? C25 C26 1.395(7) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C32 1.445(7) . ? C31 C35 1.447(6) . ? C31 C36 1.490(6) . ? C32 C33 1.429(7) . ? C32 C37 1.505(7) . ? C33 C34 1.448(7) . ? C33 C38 1.500(7) . ? C34 C35 1.435(7) . ? C34 C39 1.504(7) . ? C35 C40 1.490(8) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O24 Ir1 O23 80.98(12) . . ? O24 Ir1 C34 120.54(17) . . ? O23 Ir1 C34 139.27(17) . . ? O24 Ir1 C33 157.24(17) . . ? O23 Ir1 C33 108.89(16) . . ? C34 Ir1 C33 39.57(19) . . ? O24 Ir1 C31 122.02(16) . . ? O23 Ir1 C31 135.42(16) . . ? C34 Ir1 C31 65.43(17) . . ? C33 Ir1 C31 65.59(18) . . ? O24 Ir1 C32 159.03(16) . . ? O23 Ir1 C32 107.37(16) . . ? C34 Ir1 C32 65.65(18) . . ? C33 Ir1 C32 38.87(18) . . ? C31 Ir1 C32 39.29(18) . . ? O24 Ir1 C35 105.39(16) . . ? O23 Ir1 C35 173.29(16) . . ? C34 Ir1 C35 38.96(19) . . ? C33 Ir1 C35 65.98(19) . . ? C31 Ir1 C35 39.22(17) . . ? C32 Ir1 C35 65.93(18) . . ? C5 N1 N2 111.4(4) . . ? C5 N1 C1 131.1(4) . . ? N2 N1 C1 117.3(3) . . ? N11 C1 N1 110.1(3) . . ? N11 C1 C21 111.3(3) . . ? N1 C1 C21 113.1(3) . . ? N11 C1 H1 107.4 . . ? N1 C1 H1 107.4 . . ? C21 C1 H1 107.4 . . ? C3 N2 N1 105.3(4) . . ? N2 C3 C4 109.9(4) . . ? N2 C3 C6 121.6(4) . . ? C4 C3 C6 128.4(4) . . ? C5 C4 C3 106.3(5) . . ? C5 C4 H4 126.8 . . ? C3 C4 H4 126.8 . . ? N1 C5 C4 107.0(4) . . ? N1 C5 H5 126.5 . . ? C4 C5 H5 126.5 . . ? C7 C6 C3 107.6(6) . . ? C7 C6 C8' 138.5(8) . . ? C3 C6 C8' 113.6(7) . . ? C7 C6 C8 112.9(9) . . ? C3 C6 C8 110.8(5) . . ? C8' C6 C8 57.3(9) . . ? C7 C6 C9' 48.2(8) . . ? C3 C6 C9' 111.4(7) . . ? C8' C6 C9' 108.4(10) . . ? C8 C6 C9' 137.5(7) . . ? C7 C6 C9 110.7(11) . . ? C3 C6 C9 106.4(6) . . ? C8' C6 C9 52.1(9) . . ? C8 C6 C9 108.3(8) . . ? C9' C6 C9 63.6(9) . . ? C7 C6 C7' 62.7(10) . . ? C3 C6 C7' 108.5(6) . . ? C8' C6 C7' 107.7(11) . . ? C8 C6 C7' 53.9(8) . . ? C9' C6 C7' 107.0(9) . . ? C9 C6 C7' 144.8(8) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C6 C9 H9A 109.5 . . ? C6 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C6 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C6 C7' H7'1 109.5 . . ? C6 C7' H7'2 109.5 . . ? H7'1 C7' H7'2 109.5 . . ? C6 C7' H7'3 109.5 . . ? H7'1 C7' H7'3 109.5 . . ? H7'2 C7' H7'3 109.5 . . ? C6 C8' H8'1 109.5 . . ? C6 C8' H8'2 109.5 . . ? H8'1 C8' H8'2 109.5 . . ? C6 C8' H8'3 109.5 . . ? H8'1 C8' H8'3 109.5 . . ? H8'2 C8' H8'3 109.5 . . ? C6 C9' H9'1 109.5 . . ? C6 C9' H9'2 109.5 . . ? H9'1 C9' H9'2 109.5 . . ? C6 C9' H9'3 109.5 . . ? H9'1 C9' H9'3 109.5 . . ? H9'2 C9' H9'3 109.5 . . ? C15 N11 N12 112.2(3) . . ? C15 N11 C1 127.7(4) . . ? N12 N11 C1 120.0(3) . . ? C13 N12 N11 104.4(3) . . ? N12 C13 C14 110.8(4) . . ? N12 C13 C16 120.6(4) . . ? C14 C13 C16 128.5(4) . . ? C15 C14 C13 106.1(4) . . ? C15 C14 H14 126.9 . . ? C13 C14 H14 126.9 . . ? N11 C15 C14 106.4(4) . . ? N11 C15 H15 126.8 . . ? C14 C15 H15 126.8 . . ? C17 C16 C13 110.3(4) . . ? C17 C16 C19 109.1(5) . . ? C13 C16 C19 110.1(4) . . ? C17 C16 C18 110.3(6) . . ? C13 C16 C18 108.7(4) . . ? C19 C16 C18 108.2(5) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C16 C19 H19A 109.5 . . ? C16 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C16 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C26 C21 C22 120.3(4) . . ? C26 C21 C1 123.3(4) . . ? C22 C21 C1 116.5(4) . . ? C23 C22 C21 119.5(4) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? O23 C23 C22 123.1(4) . . ? O23 C23 C24 116.2(4) . . ? C22 C23 C24 120.7(4) . . ? O24 C24 C25 124.9(4) . . ? O24 C24 C23 115.9(4) . . ? C25 C24 C23 119.3(4) . . ? C24 C25 C26 120.1(4) . . ? C24 C25 H25 120.0 . . ? C26 C25 H25 120.0 . . ? C21 C26 C25 120.2(4) . . ? C21 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C23 O23 Ir1 113.5(3) . . ? C24 O24 Ir1 113.4(3) . . ? C32 C31 C35 108.7(4) . . ? C32 C31 C36 125.6(4) . . ? C35 C31 C36 125.6(4) . . ? C32 C31 Ir1 70.6(2) . . ? C35 C31 Ir1 71.2(2) . . ? C36 C31 Ir1 126.2(3) . . ? C33 C32 C31 107.9(4) . . ? C33 C32 C37 126.3(5) . . ? C31 C32 C37 125.9(4) . . ? C33 C32 Ir1 70.2(3) . . ? C31 C32 Ir1 70.1(2) . . ? C37 C32 Ir1 124.7(3) . . ? C32 C33 C34 107.8(4) . . ? C32 C33 C38 125.9(5) . . ? C34 C33 C38 126.3(5) . . ? C32 C33 Ir1 70.9(3) . . ? C34 C33 Ir1 70.0(3) . . ? C38 C33 Ir1 126.2(3) . . ? C35 C34 C33 108.9(4) . . ? C35 C34 C39 126.3(5) . . ? C33 C34 C39 124.7(5) . . ? C35 C34 Ir1 71.7(3) . . ? C33 C34 Ir1 70.5(3) . . ? C39 C34 Ir1 125.6(3) . . ? C34 C35 C31 106.8(4) . . ? C34 C35 C40 126.7(5) . . ? C31 C35 C40 126.5(5) . . ? C34 C35 Ir1 69.3(2) . . ? C31 C35 Ir1 69.6(2) . . ? C40 C35 Ir1 126.1(4) . . ? C31 C36 H36A 109.5 . . ? C31 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C31 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C34 C39 H39A 109.5 . . ? C34 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C34 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 N1 C1 N11 26.0(6) . . . . ? N2 N1 C1 N11 -159.4(3) . . . . ? C5 N1 C1 C21 -99.2(5) . . . . ? N2 N1 C1 C21 75.4(4) . . . . ? C5 N1 N2 C3 -0.1(5) . . . . ? C1 N1 N2 C3 -175.7(3) . . . . ? N1 N2 C3 C4 -0.7(5) . . . . ? N1 N2 C3 C6 176.9(4) . . . . ? N2 C3 C4 C5 1.2(6) . . . . ? C6 C3 C4 C5 -176.2(5) . . . . ? N2 N1 C5 C4 0.9(6) . . . . ? C1 N1 C5 C4 175.7(4) . . . . ? C3 C4 C5 N1 -1.3(6) . . . . ? N2 C3 C6 C7 -119.2(10) . . . . ? C4 C3 C6 C7 58.0(11) . . . . ? N2 C3 C6 C8' 67.0(10) . . . . ? C4 C3 C6 C8' -115.9(10) . . . . ? N2 C3 C6 C8 4.7(9) . . . . ? C4 C3 C6 C8 -178.2(7) . . . . ? N2 C3 C6 C9' -170.3(8) . . . . ? C4 C3 C6 C9' 6.8(10) . . . . ? N2 C3 C6 C9 122.2(8) . . . . ? C4 C3 C6 C9 -60.7(9) . . . . ? N2 C3 C6 C7' -52.8(10) . . . . ? C4 C3 C6 C7' 124.4(10) . . . . ? N1 C1 N11 C15 114.2(5) . . . . ? C21 C1 N11 C15 -119.6(5) . . . . ? N1 C1 N11 N12 -70.2(4) . . . . ? C21 C1 N11 N12 56.0(5) . . . . ? C15 N11 N12 C13 -1.2(5) . . . . ? C1 N11 N12 C13 -177.4(4) . . . . ? N11 N12 C13 C14 1.1(5) . . . . ? N11 N12 C13 C16 -175.5(4) . . . . ? N12 C13 C14 C15 -0.7(6) . . . . ? C16 C13 C14 C15 175.6(4) . . . . ? N12 N11 C15 C14 0.8(5) . . . . ? C1 N11 C15 C14 176.6(4) . . . . ? C13 C14 C15 N11 0.0(6) . . . . ? N12 C13 C16 C17 -26.0(7) . . . . ? C14 C13 C16 C17 158.1(6) . . . . ? N12 C13 C16 C19 -146.5(5) . . . . ? C14 C13 C16 C19 37.5(7) . . . . ? N12 C13 C16 C18 95.2(5) . . . . ? C14 C13 C16 C18 -80.8(6) . . . . ? N11 C1 C21 C26 -114.8(5) . . . . ? N1 C1 C21 C26 9.7(6) . . . . ? N11 C1 C21 C22 65.6(5) . . . . ? N1 C1 C21 C22 -169.9(4) . . . . ? C26 C21 C22 C23 0.0(6) . . . . ? C1 C21 C22 C23 179.6(4) . . . . ? C21 C22 C23 O23 -179.4(4) . . . . ? C21 C22 C23 C24 0.4(6) . . . . ? O23 C23 C24 O24 -1.9(6) . . . . ? C22 C23 C24 O24 178.3(4) . . . . ? O23 C23 C24 C25 -179.9(4) . . . . ? C22 C23 C24 C25 0.2(7) . . . . ? O24 C24 C25 C26 -179.1(5) . . . . ? C23 C24 C25 C26 -1.2(8) . . . . ? C22 C21 C26 C25 -0.9(7) . . . . ? C1 C21 C26 C25 179.5(4) . . . . ? C24 C25 C26 C21 1.6(8) . . . . ? C22 C23 O23 Ir1 -178.7(3) . . . . ? C24 C23 O23 Ir1 1.5(5) . . . . ? O24 Ir1 O23 C23 -0.6(3) . . . . ? C34 Ir1 O23 C23 -127.7(3) . . . . ? C33 Ir1 O23 C23 -159.4(3) . . . . ? C31 Ir1 O23 C23 126.6(3) . . . . ? C32 Ir1 O23 C23 159.6(3) . . . . ? C25 C24 O24 Ir1 179.3(4) . . . . ? C23 C24 O24 Ir1 1.3(5) . . . . ? O23 Ir1 O24 C24 -0.4(3) . . . . ? C34 Ir1 O24 C24 142.4(3) . . . . ? C33 Ir1 O24 C24 117.5(4) . . . . ? C31 Ir1 O24 C24 -139.1(3) . . . . ? C32 Ir1 O24 C24 -115.9(5) . . . . ? C35 Ir1 O24 C24 -178.3(3) . . . . ? O24 Ir1 C31 C32 167.1(2) . . . . ? O23 Ir1 C31 C32 55.3(4) . . . . ? C34 Ir1 C31 C32 -81.0(3) . . . . ? C33 Ir1 C31 C32 -37.3(3) . . . . ? C35 Ir1 C31 C32 -118.6(4) . . . . ? O24 Ir1 C31 C35 -74.3(3) . . . . ? O23 Ir1 C31 C35 173.9(3) . . . . ? C34 Ir1 C31 C35 37.6(3) . . . . ? C33 Ir1 C31 C35 81.3(3) . . . . ? C32 Ir1 C31 C35 118.6(4) . . . . ? O24 Ir1 C31 C36 46.6(5) . . . . ? O23 Ir1 C31 C36 -65.1(5) . . . . ? C34 Ir1 C31 C36 158.5(5) . . . . ? C33 Ir1 C31 C36 -157.8(5) . . . . ? C32 Ir1 C31 C36 -120.5(5) . . . . ? C35 Ir1 C31 C36 120.9(6) . . . . ? C35 C31 C32 C33 -1.0(5) . . . . ? C36 C31 C32 C33 -178.4(4) . . . . ? Ir1 C31 C32 C33 60.4(3) . . . . ? C35 C31 C32 C37 179.6(4) . . . . ? C36 C31 C32 C37 2.2(7) . . . . ? Ir1 C31 C32 C37 -119.1(5) . . . . ? C35 C31 C32 Ir1 -61.3(3) . . . . ? C36 C31 C32 Ir1 121.2(5) . . . . ? O24 Ir1 C32 C33 -150.3(4) . . . . ? O23 Ir1 C32 C33 98.8(3) . . . . ? C34 Ir1 C32 C33 -38.1(3) . . . . ? C31 Ir1 C32 C33 -118.5(4) . . . . ? C35 Ir1 C32 C33 -81.0(3) . . . . ? O24 Ir1 C32 C31 -31.9(6) . . . . ? O23 Ir1 C32 C31 -142.8(3) . . . . ? C34 Ir1 C32 C31 80.3(3) . . . . ? C33 Ir1 C32 C31 118.5(4) . . . . ? C35 Ir1 C32 C31 37.4(3) . . . . ? O24 Ir1 C32 C37 88.6(6) . . . . ? O23 Ir1 C32 C37 -22.3(4) . . . . ? C34 Ir1 C32 C37 -159.2(5) . . . . ? C33 Ir1 C32 C37 -121.0(5) . . . . ? C31 Ir1 C32 C37 120.5(5) . . . . ? C35 Ir1 C32 C37 158.0(5) . . . . ? C31 C32 C33 C34 0.3(5) . . . . ? C37 C32 C33 C34 179.7(4) . . . . ? Ir1 C32 C33 C34 60.6(3) . . . . ? C31 C32 C33 C38 178.3(4) . . . . ? C37 C32 C33 C38 -2.2(8) . . . . ? Ir1 C32 C33 C38 -121.4(5) . . . . ? C31 C32 C33 Ir1 -60.3(3) . . . . ? C37 C32 C33 Ir1 119.1(5) . . . . ? O24 Ir1 C33 C32 152.7(3) . . . . ? O23 Ir1 C33 C32 -94.5(3) . . . . ? C34 Ir1 C33 C32 118.0(4) . . . . ? C31 Ir1 C33 C32 37.7(3) . . . . ? C35 Ir1 C33 C32 80.9(3) . . . . ? O24 Ir1 C33 C34 34.7(5) . . . . ? O23 Ir1 C33 C34 147.5(2) . . . . ? C31 Ir1 C33 C34 -80.3(3) . . . . ? C32 Ir1 C33 C34 -118.0(4) . . . . ? C35 Ir1 C33 C34 -37.2(3) . . . . ? O24 Ir1 C33 C38 -86.2(6) . . . . ? O23 Ir1 C33 C38 26.6(5) . . . . ? C34 Ir1 C33 C38 -120.9(6) . . . . ? C31 Ir1 C33 C38 158.8(5) . . . . ? C32 Ir1 C33 C38 121.1(6) . . . . ? C35 Ir1 C33 C38 -158.1(5) . . . . ? C32 C33 C34 C35 0.6(5) . . . . ? C38 C33 C34 C35 -177.5(5) . . . . ? Ir1 C33 C34 C35 61.7(3) . . . . ? C32 C33 C34 C39 178.5(4) . . . . ? C38 C33 C34 C39 0.4(8) . . . . ? Ir1 C33 C34 C39 -120.3(5) . . . . ? C32 C33 C34 Ir1 -61.2(3) . . . . ? C38 C33 C34 Ir1 120.8(5) . . . . ? O24 Ir1 C34 C35 76.1(3) . . . . ? O23 Ir1 C34 C35 -169.9(3) . . . . ? C33 Ir1 C34 C35 -118.7(4) . . . . ? C31 Ir1 C34 C35 -37.9(3) . . . . ? C32 Ir1 C34 C35 -81.2(3) . . . . ? O24 Ir1 C34 C33 -165.2(2) . . . . ? O23 Ir1 C34 C33 -51.2(4) . . . . ? C31 Ir1 C34 C33 80.8(3) . . . . ? C32 Ir1 C34 C33 37.4(3) . . . . ? C35 Ir1 C34 C33 118.7(4) . . . . ? O24 Ir1 C34 C39 -45.9(6) . . . . ? O23 Ir1 C34 C39 68.1(6) . . . . ? C33 Ir1 C34 C39 119.3(6) . . . . ? C31 Ir1 C34 C39 -159.9(6) . . . . ? C32 Ir1 C34 C39 156.8(6) . . . . ? C35 Ir1 C34 C39 -122.0(7) . . . . ? C33 C34 C35 C31 -1.1(5) . . . . ? C39 C34 C35 C31 -179.0(4) . . . . ? Ir1 C34 C35 C31 59.8(3) . . . . ? C33 C34 C35 C40 178.8(5) . . . . ? C39 C34 C35 C40 0.9(8) . . . . ? Ir1 C34 C35 C40 -120.3(5) . . . . ? C33 C34 C35 Ir1 -60.9(3) . . . . ? C39 C34 C35 Ir1 121.2(5) . . . . ? C32 C31 C35 C34 1.3(5) . . . . ? C36 C31 C35 C34 178.7(4) . . . . ? Ir1 C31 C35 C34 -59.6(3) . . . . ? C32 C31 C35 C40 -178.7(5) . . . . ? C36 C31 C35 C40 -1.2(8) . . . . ? Ir1 C31 C35 C40 120.4(5) . . . . ? C32 C31 C35 Ir1 60.9(3) . . . . ? C36 C31 C35 Ir1 -121.6(5) . . . . ? O24 Ir1 C35 C34 -119.9(3) . . . . ? C33 Ir1 C35 C34 37.7(3) . . . . ? C31 Ir1 C35 C34 118.0(4) . . . . ? C32 Ir1 C35 C34 80.5(3) . . . . ? O24 Ir1 C35 C31 122.2(3) . . . . ? C34 Ir1 C35 C31 -118.0(4) . . . . ? C33 Ir1 C35 C31 -80.2(3) . . . . ? C32 Ir1 C35 C31 -37.5(3) . . . . ? O24 Ir1 C35 C40 1.2(5) . . . . ? C34 Ir1 C35 C40 121.0(6) . . . . ? C33 Ir1 C35 C40 158.8(5) . . . . ? C31 Ir1 C35 C40 -121.0(6) . . . . ? C32 Ir1 C35 C40 -158.5(5) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.892 _refine_diff_density_min -1.388 _refine_diff_density_rms 0.102 data_16 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C27 H33 Cl2 Ir N4 O2 Pd), 2(C4 H8 O), H2 O' _chemical_formula_sum 'C31 H42 Cl2 Ir N4 O3.50 Pd' _chemical_formula_weight 896.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Ir' 'Ir' -1.4442 7.9887 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Pd' 'Pd' -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 21.5132(8) _cell_length_b 14.3154(3) _cell_length_c 22.5580(8) _cell_angle_alpha 90.00 _cell_angle_beta 102.434(3) _cell_angle_gamma 90.00 _cell_volume 6784.2(4) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 31563 _cell_measurement_theta_min 3.2 _cell_measurement_theta_max 26.0 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.755 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3528 _exptl_absorpt_coefficient_mu 4.645 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2932 _exptl_absorpt_correction_T_max 0.5425 _exptl_absorpt_process_details 'MULABS (Spek, 2003; Blessing, 1995)' _exptl_special_details ; ; ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'STOE IPDS II two-circle-diffractometer' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% ? _diffrn_reflns_number 32784 _diffrn_reflns_av_R_equivalents 0.0661 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.24 _diffrn_reflns_theta_max 25.65 _reflns_number_total 6348 _reflns_number_gt 5347 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'X-Area (Stoe & Cie, 2001)' _computing_cell_refinement 'X-Area (Stoe & Cie, 2001)' _computing_data_reduction 'X-Area (Stoe & Cie, 2001)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (Sheldrick, 2008)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0437P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6348 _refine_ls_number_parameters 407 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0452 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0753 _refine_ls_wR_factor_gt 0.0722 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ir1 Ir 0.621395(9) 0.850810(14) 0.412857(8) 0.02831(7) Uani 1 1 d . . . Pd1 Pd 0.747021(18) 0.78245(3) 0.140413(15) 0.02657(9) Uani 1 1 d . . . Cl1 Cl 0.79294(6) 0.92162(9) 0.17539(6) 0.0369(3) Uani 1 1 d . . . Cl2 Cl 0.66251(6) 0.86176(10) 0.08413(5) 0.0375(3) Uani 1 1 d . . . C1 C 0.7349(2) 0.6023(3) 0.21423(19) 0.0257(9) Uani 1 1 d . . . H1 H 0.7343 0.5413 0.2356 0.031 Uiso 1 1 calc R . . N1 N 0.70997(19) 0.5856(3) 0.14996(16) 0.0266(8) Uani 1 1 d . . . N2 N 0.7087(2) 0.6560(3) 0.10874(17) 0.0297(9) Uani 1 1 d . . . C3 C 0.6789(3) 0.6208(4) 0.0551(2) 0.0336(11) Uani 1 1 d . . . C4 C 0.6601(3) 0.5297(4) 0.0627(2) 0.0363(12) Uani 1 1 d . . . H4 H 0.6376 0.4898 0.0318 0.044 Uiso 1 1 calc R . . C5 C 0.6802(3) 0.5079(4) 0.1232(2) 0.0334(11) Uani 1 1 d . . . C6 C 0.6716(3) 0.6740(4) -0.0031(2) 0.0448(14) Uani 1 1 d . . . H6A H 0.6264 0.6857 -0.0199 0.067 Uiso 1 1 calc R . . H6B H 0.6895 0.6375 -0.0322 0.067 Uiso 1 1 calc R . . H6C H 0.6942 0.7337 0.0046 0.067 Uiso 1 1 calc R . . C7 C 0.6747(3) 0.4208(4) 0.1574(3) 0.0437(13) Uani 1 1 d . . . H7A H 0.7149 0.3862 0.1636 0.066 Uiso 1 1 calc R . . H7B H 0.6403 0.3822 0.1343 0.066 Uiso 1 1 calc R . . H7C H 0.6654 0.4366 0.1968 0.066 Uiso 1 1 calc R . . N11 N 0.80133(19) 0.6309(3) 0.22268(16) 0.0266(8) Uani 1 1 d . . . N12 N 0.8179(2) 0.7088(3) 0.19437(17) 0.0290(9) Uani 1 1 d . . . C13 C 0.8819(2) 0.7103(4) 0.2062(2) 0.0358(11) Uani 1 1 d . . . C14 C 0.9047(3) 0.6324(4) 0.2414(3) 0.0410(13) Uani 1 1 d . . . H14 H 0.9482 0.6169 0.2563 0.049 Uiso 1 1 calc R . . C15 C 0.8536(2) 0.5824(4) 0.2506(2) 0.0361(11) Uani 1 1 d . . . C16 C 0.9186(3) 0.7819(5) 0.1810(3) 0.0482(14) Uani 1 1 d . . . H16A H 0.8949 0.8006 0.1406 0.072 Uiso 1 1 calc R . . H16B H 0.9599 0.7561 0.1779 0.072 Uiso 1 1 calc R . . H16C H 0.9251 0.8365 0.2078 0.072 Uiso 1 1 calc R . . C17 C 0.8506(3) 0.4924(5) 0.2827(3) 0.0503(15) Uani 1 1 d . . . H17A H 0.8336 0.5032 0.3191 0.075 Uiso 1 1 calc R . . H17B H 0.8934 0.4656 0.2945 0.075 Uiso 1 1 calc R . . H17C H 0.8228 0.4488 0.2557 0.075 Uiso 1 1 calc R . . C21 C 0.6936(2) 0.6701(3) 0.2410(2) 0.0269(10) Uani 1 1 d . . . C22 C 0.7149(2) 0.6983(4) 0.3013(2) 0.0288(10) Uani 1 1 d . . . H22 H 0.7561 0.6811 0.3234 0.035 Uiso 1 1 calc R . . O23 O 0.69111(17) 0.7813(3) 0.38666(15) 0.0343(8) Uani 1 1 d . . . C23 C 0.6748(2) 0.7517(4) 0.3281(2) 0.0285(10) Uani 1 1 d . . . O24 O 0.57875(17) 0.8270(3) 0.32645(14) 0.0334(8) Uani 1 1 d . . . C24 C 0.6144(2) 0.7765(3) 0.2960(2) 0.0282(10) Uani 1 1 d . . . C25 C 0.5933(2) 0.7489(4) 0.2359(2) 0.0317(11) Uani 1 1 d . . . H25 H 0.5524 0.7668 0.2136 0.038 Uiso 1 1 calc R . . C26 C 0.6328(2) 0.6952(4) 0.2092(2) 0.0299(10) Uani 1 1 d . . . H26 H 0.6184 0.6749 0.1684 0.036 Uiso 1 1 calc R . . C31 C 0.5586(3) 0.9465(4) 0.4447(2) 0.0378(12) Uani 1 1 d . . . C32 C 0.6231(3) 0.9822(4) 0.4577(2) 0.0357(12) Uani 1 1 d . . . C33 C 0.6630(3) 0.9170(4) 0.49873(19) 0.0329(11) Uani 1 1 d . . . C34 C 0.6239(3) 0.8412(4) 0.5081(2) 0.0322(11) Uani 1 1 d . . . C35 C 0.5587(3) 0.8588(4) 0.4749(2) 0.0354(11) Uani 1 1 d . . . C36 C 0.5013(3) 0.9923(5) 0.4056(3) 0.0555(18) Uani 1 1 d . . . H36A H 0.4694 0.9447 0.3895 0.083 Uiso 1 1 calc R . . H36B H 0.5140 1.0248 0.3718 0.083 Uiso 1 1 calc R . . H36C H 0.4831 1.0374 0.4298 0.083 Uiso 1 1 calc R . . C37 C 0.6452(4) 1.0686(4) 0.4326(3) 0.0504(16) Uani 1 1 d . . . H37A H 0.6189 1.0807 0.3922 0.076 Uiso 1 1 calc R . . H37B H 0.6897 1.0611 0.4296 0.076 Uiso 1 1 calc R . . H37C H 0.6417 1.1213 0.4594 0.076 Uiso 1 1 calc R . . C38 C 0.7322(3) 0.9274(4) 0.5256(2) 0.0392(12) Uani 1 1 d . . . H38A H 0.7378 0.9623 0.5638 0.059 Uiso 1 1 calc R . . H38B H 0.7526 0.9613 0.4973 0.059 Uiso 1 1 calc R . . H38C H 0.7516 0.8655 0.5336 0.059 Uiso 1 1 calc R . . C39 C 0.6427(3) 0.7572(4) 0.5470(2) 0.0425(13) Uani 1 1 d . . . H39A H 0.6887 0.7476 0.5530 0.064 Uiso 1 1 calc R . . H39B H 0.6203 0.7022 0.5271 0.064 Uiso 1 1 calc R . . H39C H 0.6314 0.7667 0.5864 0.064 Uiso 1 1 calc R . . C40 C 0.5032(3) 0.7949(5) 0.4740(3) 0.0538(16) Uani 1 1 d . . . H40A H 0.4899 0.7994 0.5128 0.081 Uiso 1 1 calc R . . H40B H 0.5156 0.7305 0.4677 0.081 Uiso 1 1 calc R . . H40C H 0.4678 0.8133 0.4409 0.081 Uiso 1 1 calc R . . O51 O 0.4406(2) 0.5617(4) 0.0573(2) 0.0682(15) Uani 1 1 d . . . C52 C 0.4057(4) 0.5731(6) 0.1031(3) 0.0599(17) Uani 1 1 d . A . H52A H 0.3718 0.5252 0.0989 0.072 Uiso 1 1 calc R . . H52B H 0.3855 0.6356 0.1000 0.072 Uiso 1 1 calc R . . C53 C 0.4514(4) 0.5627(7) 0.1626(3) 0.072(2) Uani 1 1 d . . . H53A H 0.4311 0.5305 0.1924 0.087 Uiso 1 1 calc R A . H53B H 0.4672 0.6244 0.1791 0.087 Uiso 1 1 calc R . . C54 C 0.5046(4) 0.5048(6) 0.1482(3) 0.0609(18) Uani 1 1 d . A . H54A H 0.4969 0.4372 0.1523 0.073 Uiso 0.58(6) 1 calc PR A 1 H54B H 0.5461 0.5218 0.1744 0.073 Uiso 0.58(6) 1 calc PR A 1 H54C H 0.5453 0.5393 0.1592 0.073 Uiso 0.42(6) 1 d PR A 2 H54D H 0.5089 0.4454 0.1712 0.073 Uiso 0.42(6) 1 d PR A 2 C55 C 0.5009(11) 0.533(3) 0.0806(7) 0.072(8) Uani 0.58(6) 1 d P A 1 H55A H 0.5314 0.5839 0.0783 0.087 Uiso 0.58(6) 1 calc PR A 1 H55B H 0.5117 0.4787 0.0574 0.087 Uiso 0.58(6) 1 calc PR A 1 C55' C 0.4868(18) 0.482(3) 0.0854(14) 0.072(8) Uani 0.42(6) 1 d P A 2 H55C H 0.4652 0.4203 0.0795 0.086 Uiso 0.42(6) 1 calc PR A 2 H55D H 0.5245 0.4799 0.0669 0.086 Uiso 0.42(6) 1 calc PR A 2 O1W O 0.5000 0.9557(5) 0.2500 0.0514(15) Uani 1 2 d SD . . H1W H 0.520(4) 0.924(6) 0.279(3) 0.09(3) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ir1 0.03041(10) 0.03038(11) 0.02351(9) -0.00329(7) 0.00439(7) 0.00351(9) Pd1 0.02842(18) 0.02644(19) 0.02451(16) 0.00003(13) 0.00497(13) 0.00063(15) Cl1 0.0391(7) 0.0309(6) 0.0404(6) -0.0028(5) 0.0077(5) -0.0041(5) Cl2 0.0373(6) 0.0379(7) 0.0344(6) 0.0030(5) 0.0012(5) 0.0070(6) C1 0.026(2) 0.026(2) 0.025(2) -0.0005(17) 0.0035(17) -0.0001(19) N1 0.029(2) 0.027(2) 0.0237(17) -0.0028(15) 0.0040(15) -0.0010(17) N2 0.030(2) 0.035(2) 0.0238(18) -0.0013(16) 0.0040(16) -0.0010(19) C3 0.036(3) 0.038(3) 0.026(2) -0.008(2) 0.007(2) 0.002(2) C4 0.036(3) 0.042(3) 0.030(2) -0.011(2) 0.006(2) -0.005(2) C5 0.036(3) 0.031(3) 0.036(2) -0.009(2) 0.013(2) -0.005(2) C6 0.059(4) 0.049(4) 0.026(2) -0.001(2) 0.007(2) -0.002(3) C7 0.052(3) 0.035(3) 0.042(3) -0.005(2) 0.007(2) -0.006(3) N11 0.0270(19) 0.028(2) 0.0253(17) 0.0013(15) 0.0057(15) 0.0041(17) N12 0.032(2) 0.027(2) 0.0294(19) 0.0005(16) 0.0089(16) -0.0019(17) C13 0.029(3) 0.042(3) 0.036(2) -0.002(2) 0.007(2) 0.001(2) C14 0.025(2) 0.049(4) 0.046(3) 0.011(2) 0.002(2) 0.006(2) C15 0.031(3) 0.038(3) 0.039(3) 0.006(2) 0.006(2) 0.005(2) C16 0.034(3) 0.053(4) 0.059(3) 0.013(3) 0.011(3) -0.005(3) C17 0.039(3) 0.046(4) 0.065(4) 0.020(3) 0.010(3) 0.008(3) C21 0.031(2) 0.025(2) 0.027(2) -0.0012(17) 0.0105(19) -0.0024(19) C22 0.028(2) 0.031(3) 0.026(2) -0.0014(19) 0.0025(18) 0.002(2) O23 0.0325(18) 0.043(2) 0.0252(15) -0.0065(14) 0.0012(13) 0.0066(17) C23 0.033(3) 0.028(2) 0.024(2) -0.0018(18) 0.0051(18) -0.002(2) O24 0.0340(18) 0.039(2) 0.0260(16) -0.0044(14) 0.0037(14) 0.0115(16) C24 0.029(2) 0.026(2) 0.031(2) 0.0021(18) 0.0088(19) 0.002(2) C25 0.028(2) 0.037(3) 0.027(2) -0.005(2) 0.0008(19) 0.000(2) C26 0.030(2) 0.031(3) 0.025(2) -0.0020(19) 0.0000(18) -0.002(2) C31 0.042(3) 0.038(3) 0.033(2) -0.008(2) 0.008(2) 0.011(2) C32 0.057(3) 0.027(3) 0.024(2) -0.0048(19) 0.011(2) 0.008(2) C33 0.036(3) 0.040(3) 0.020(2) -0.0051(19) 0.0015(19) 0.002(2) C34 0.038(3) 0.037(3) 0.024(2) -0.0011(19) 0.0086(19) 0.003(2) C35 0.037(3) 0.040(3) 0.031(2) -0.008(2) 0.012(2) 0.001(2) C36 0.055(4) 0.064(4) 0.041(3) -0.008(3) -0.003(3) 0.032(3) C37 0.081(5) 0.031(3) 0.041(3) 0.002(2) 0.016(3) -0.004(3) C38 0.040(3) 0.040(3) 0.035(2) -0.006(2) 0.002(2) -0.004(3) C39 0.055(4) 0.037(3) 0.036(3) 0.007(2) 0.010(2) 0.003(3) C40 0.040(3) 0.065(4) 0.060(4) -0.005(3) 0.018(3) -0.010(3) O51 0.057(3) 0.098(4) 0.047(2) -0.011(3) 0.005(2) -0.004(3) C52 0.055(4) 0.063(5) 0.064(4) -0.004(3) 0.020(3) 0.005(4) C53 0.069(5) 0.088(6) 0.059(4) -0.018(4) 0.009(4) 0.004(4) C54 0.055(4) 0.055(4) 0.071(4) -0.002(3) 0.009(3) -0.007(3) C55 0.062(10) 0.10(2) 0.054(7) -0.001(10) 0.016(7) 0.028(11) C55' 0.087(18) 0.058(17) 0.078(14) -0.014(13) 0.036(13) 0.014(14) O1W 0.049(4) 0.044(4) 0.054(4) 0.000 -0.003(3) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ir1 O23 1.993(4) . ? Ir1 O24 1.997(3) . ? Ir1 C32 2.132(5) . ? Ir1 C34 2.142(5) . ? Ir1 C35 2.145(5) . ? Ir1 C31 2.153(5) . ? Ir1 C33 2.169(4) . ? Pd1 N12 2.030(4) . ? Pd1 N2 2.053(4) . ? Pd1 Cl2 2.2831(13) . ? Pd1 Cl1 2.2872(13) . ? C1 N1 1.453(5) . ? C1 N11 1.459(6) . ? C1 C21 1.525(7) . ? C1 H1 1.0000 . ? N1 C5 1.359(6) . ? N1 N2 1.367(6) . ? N2 C3 1.340(6) . ? C3 C4 1.387(8) . ? C3 C6 1.496(7) . ? C4 C5 1.377(7) . ? C4 H4 0.9500 . ? C5 C7 1.483(8) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? N11 C15 1.356(6) . ? N11 N12 1.370(6) . ? N12 C13 1.344(7) . ? C13 C14 1.396(8) . ? C13 C16 1.481(8) . ? C14 C15 1.365(8) . ? C14 H14 0.9500 . ? C15 C17 1.486(8) . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21 C26 1.397(7) . ? C21 C22 1.398(6) . ? C22 C23 1.386(7) . ? C22 H22 0.9500 . ? O23 C23 1.360(5) . ? C23 C24 1.391(7) . ? O24 C24 1.345(6) . ? C24 C25 1.392(7) . ? C25 C26 1.376(7) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C31 C35 1.427(8) . ? C31 C32 1.449(8) . ? C31 C36 1.504(8) . ? C32 C33 1.457(7) . ? C32 C37 1.481(8) . ? C33 C34 1.416(8) . ? C33 C38 1.489(7) . ? C34 C35 1.463(7) . ? C34 C39 1.492(7) . ? C35 C40 1.501(9) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? O51 C55 1.356(18) . ? O51 C52 1.411(8) . ? O51 C55' 1.56(3) . ? C52 C53 1.490(10) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.503(11) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 C55' 1.43(3) . ? C54 C55 1.56(2) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C54 H54C 0.9901 . ? C54 H54D 0.9899 . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C55' H55C 0.9900 . ? C55' H55D 0.9900 . ? O1W H1W 0.825(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O23 Ir1 O24 80.92(13) . . ? O23 Ir1 C32 130.1(2) . . ? O24 Ir1 C32 124.81(17) . . ? O23 Ir1 C34 114.03(17) . . ? O24 Ir1 C34 151.07(19) . . ? C32 Ir1 C34 65.6(2) . . ? O23 Ir1 C35 147.02(19) . . ? O24 Ir1 C35 115.12(18) . . ? C32 Ir1 C35 66.0(2) . . ? C34 Ir1 C35 39.9(2) . . ? O23 Ir1 C31 169.5(2) . . ? O24 Ir1 C31 104.19(17) . . ? C32 Ir1 C31 39.5(2) . . ? C34 Ir1 C31 65.7(2) . . ? C35 Ir1 C31 38.8(2) . . ? O23 Ir1 C33 106.92(17) . . ? O24 Ir1 C33 163.91(18) . . ? C32 Ir1 C33 39.6(2) . . ? C34 Ir1 C33 38.4(2) . . ? C35 Ir1 C33 65.8(2) . . ? C31 Ir1 C33 65.9(2) . . ? N12 Pd1 N2 86.78(16) . . ? N12 Pd1 Cl2 175.83(12) . . ? N2 Pd1 Cl2 91.89(12) . . ? N12 Pd1 Cl1 91.89(12) . . ? N2 Pd1 Cl1 178.11(12) . . ? Cl2 Pd1 Cl1 89.53(5) . . ? N1 C1 N11 108.5(4) . . ? N1 C1 C21 112.2(4) . . ? N11 C1 C21 114.1(4) . . ? N1 C1 H1 107.2 . . ? N11 C1 H1 107.2 . . ? C21 C1 H1 107.2 . . ? C5 N1 N2 111.3(4) . . ? C5 N1 C1 128.0(4) . . ? N2 N1 C1 120.4(4) . . ? C3 N2 N1 105.9(4) . . ? C3 N2 Pd1 136.4(4) . . ? N1 N2 Pd1 117.7(3) . . ? N2 C3 C4 109.7(5) . . ? N2 C3 C6 122.8(5) . . ? C4 C3 C6 127.5(5) . . ? C5 C4 C3 107.4(4) . . ? C5 C4 H4 126.3 . . ? C3 C4 H4 126.3 . . ? N1 C5 C4 105.7(5) . . ? N1 C5 C7 122.7(4) . . ? C4 C5 C7 131.6(5) . . ? C3 C6 H6A 109.5 . . ? C3 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C3 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C15 N11 N12 111.1(4) . . ? C15 N11 C1 127.5(4) . . ? N12 N11 C1 120.8(4) . . ? C13 N12 N11 106.2(4) . . ? C13 N12 Pd1 135.7(4) . . ? N11 N12 Pd1 117.7(3) . . ? N12 C13 C14 108.7(5) . . ? N12 C13 C16 122.9(5) . . ? C14 C13 C16 128.4(5) . . ? C15 C14 C13 108.0(5) . . ? C15 C14 H14 126.0 . . ? C13 C14 H14 126.0 . . ? N11 C15 C14 106.0(5) . . ? N11 C15 C17 123.5(5) . . ? C14 C15 C17 130.5(5) . . ? C13 C16 H16A 109.5 . . ? C13 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C13 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C26 C21 C22 120.0(4) . . ? C26 C21 C1 121.4(4) . . ? C22 C21 C1 118.1(4) . . ? C23 C22 C21 118.6(4) . . ? C23 C22 H22 120.7 . . ? C21 C22 H22 120.7 . . ? C23 O23 Ir1 113.0(3) . . ? O23 C23 C22 122.8(4) . . ? O23 C23 C24 116.2(4) . . ? C22 C23 C24 121.0(4) . . ? C24 O24 Ir1 113.4(3) . . ? O24 C24 C23 116.4(4) . . ? O24 C24 C25 123.3(4) . . ? C23 C24 C25 120.4(5) . . ? C26 C25 C24 118.9(5) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? C25 C26 C21 121.1(4) . . ? C25 C26 H26 119.5 . . ? C21 C26 H26 119.5 . . ? C35 C31 C32 108.1(5) . . ? C35 C31 C36 125.5(6) . . ? C32 C31 C36 126.3(6) . . ? C35 C31 Ir1 70.3(3) . . ? C32 C31 Ir1 69.5(3) . . ? C36 C31 Ir1 125.1(4) . . ? C31 C32 C33 108.0(5) . . ? C31 C32 C37 126.2(5) . . ? C33 C32 C37 125.7(6) . . ? C31 C32 Ir1 71.0(3) . . ? C33 C32 Ir1 71.6(3) . . ? C37 C32 Ir1 122.0(4) . . ? C34 C33 C32 107.4(5) . . ? C34 C33 C38 126.1(5) . . ? C32 C33 C38 126.5(5) . . ? C34 C33 Ir1 69.8(3) . . ? C32 C33 Ir1 68.9(3) . . ? C38 C33 Ir1 126.3(4) . . ? C33 C34 C35 109.0(5) . . ? C33 C34 C39 127.7(5) . . ? C35 C34 C39 123.3(5) . . ? C33 C34 Ir1 71.9(3) . . ? C35 C34 Ir1 70.2(3) . . ? C39 C34 Ir1 126.0(4) . . ? C31 C35 C34 107.4(5) . . ? C31 C35 C40 127.5(5) . . ? C34 C35 C40 125.1(5) . . ? C31 C35 Ir1 70.9(3) . . ? C34 C35 Ir1 69.9(3) . . ? C40 C35 Ir1 124.7(4) . . ? C31 C36 H36A 109.5 . . ? C31 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C31 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C32 C37 H37A 109.5 . . ? C32 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C32 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C34 C39 H39A 109.5 . . ? C34 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C34 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C55 O51 C52 111.6(9) . . ? C55 O51 C55' 31.3(12) . . ? C52 O51 C55' 100.4(15) . . ? O51 C52 C53 107.2(6) . . ? O51 C52 H52A 110.3 . . ? C53 C52 H52A 110.3 . . ? O51 C52 H52B 110.3 . . ? C53 C52 H52B 110.3 . . ? H52A C52 H52B 108.5 . . ? C52 C53 C54 104.3(6) . . ? C52 C53 H53A 110.9 . . ? C54 C53 H53A 110.9 . . ? C52 C53 H53B 110.9 . . ? C54 C53 H53B 110.9 . . ? H53A C53 H53B 108.9 . . ? C55' C54 C53 106.7(12) . . ? C55' C54 C55 31.0(11) . . ? C53 C54 C55 100.8(10) . . ? C55' C54 H54A 81.5 . . ? C53 C54 H54A 111.6 . . ? C55 C54 H54A 111.6 . . ? C55' C54 H54B 131.7 . . ? C53 C54 H54B 111.6 . . ? C55 C54 H54B 111.6 . . ? H54A C54 H54B 109.4 . . ? C55' C54 H54C 113.4 . . ? C53 C54 H54C 110.3 . . ? C55 C54 H54C 88.3 . . ? H54A C54 H54C 128.4 . . ? H54B C54 H54C 24.6 . . ? C55' C54 H54D 107.3 . . ? C53 C54 H54D 110.5 . . ? C55 C54 H54D 135.4 . . ? H54A C54 H54D 27.1 . . ? H54B C54 H54D 85.9 . . ? H54C C54 H54D 108.6 . . ? O51 C55 C54 107.4(14) . . ? O51 C55 H55A 110.2 . . ? C54 C55 H55A 110.2 . . ? O51 C55 H55B 110.2 . . ? C54 C55 H55B 110.2 . . ? H55A C55 H55B 108.5 . . ? C54 C55' O51 104.2(17) . . ? C54 C55' H55C 110.9 . . ? O51 C55' H55C 110.9 . . ? C54 C55' H55D 110.9 . . ? O51 C55' H55D 110.9 . . ? H55C C55' H55D 108.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N11 C1 N1 C5 126.8(5) . . . . ? C21 C1 N1 C5 -106.3(6) . . . . ? N11 C1 N1 N2 -60.5(5) . . . . ? C21 C1 N1 N2 66.4(6) . . . . ? C5 N1 N2 C3 -1.5(6) . . . . ? C1 N1 N2 C3 -175.3(4) . . . . ? C5 N1 N2 Pd1 176.8(3) . . . . ? C1 N1 N2 Pd1 3.0(6) . . . . ? N12 Pd1 N2 C3 -141.4(5) . . . . ? Cl2 Pd1 N2 C3 42.5(5) . . . . ? Cl1 Pd1 N2 C3 -96(4) . . . . ? N12 Pd1 N2 N1 41.0(3) . . . . ? Cl2 Pd1 N2 N1 -135.1(3) . . . . ? Cl1 Pd1 N2 N1 86(4) . . . . ? N1 N2 C3 C4 1.5(6) . . . . ? Pd1 N2 C3 C4 -176.3(4) . . . . ? N1 N2 C3 C6 -175.7(5) . . . . ? Pd1 N2 C3 C6 6.5(9) . . . . ? N2 C3 C4 C5 -1.0(6) . . . . ? C6 C3 C4 C5 176.0(6) . . . . ? N2 N1 C5 C4 0.9(6) . . . . ? C1 N1 C5 C4 174.1(5) . . . . ? N2 N1 C5 C7 179.8(5) . . . . ? C1 N1 C5 C7 -7.0(8) . . . . ? C3 C4 C5 N1 0.1(6) . . . . ? C3 C4 C5 C7 -178.7(6) . . . . ? N1 C1 N11 C15 -111.6(5) . . . . ? C21 C1 N11 C15 122.5(5) . . . . ? N1 C1 N11 N12 59.2(5) . . . . ? C21 C1 N11 N12 -66.7(5) . . . . ? C15 N11 N12 C13 -1.6(5) . . . . ? C1 N11 N12 C13 -173.8(4) . . . . ? C15 N11 N12 Pd1 172.1(3) . . . . ? C1 N11 N12 Pd1 -0.1(5) . . . . ? N2 Pd1 N12 C13 129.2(5) . . . . ? Cl2 Pd1 N12 C13 -159.4(14) . . . . ? Cl1 Pd1 N12 C13 -49.5(5) . . . . ? N2 Pd1 N12 N11 -42.2(3) . . . . ? Cl2 Pd1 N12 N11 29.3(19) . . . . ? Cl1 Pd1 N12 N11 139.2(3) . . . . ? N11 N12 C13 C14 0.6(6) . . . . ? Pd1 N12 C13 C14 -171.4(4) . . . . ? N11 N12 C13 C16 177.1(5) . . . . ? Pd1 N12 C13 C16 5.1(9) . . . . ? N12 C13 C14 C15 0.5(7) . . . . ? C16 C13 C14 C15 -175.7(6) . . . . ? N12 N11 C15 C14 1.9(6) . . . . ? C1 N11 C15 C14 173.5(5) . . . . ? N12 N11 C15 C17 -177.1(5) . . . . ? C1 N11 C15 C17 -5.5(8) . . . . ? C13 C14 C15 N11 -1.5(6) . . . . ? C13 C14 C15 C17 177.5(6) . . . . ? N1 C1 C21 C26 12.6(7) . . . . ? N11 C1 C21 C26 136.5(5) . . . . ? N1 C1 C21 C22 -174.9(4) . . . . ? N11 C1 C21 C22 -51.0(6) . . . . ? C26 C21 C22 C23 -0.5(7) . . . . ? C1 C21 C22 C23 -173.2(5) . . . . ? O24 Ir1 O23 C23 -2.2(3) . . . . ? C32 Ir1 O23 C23 -130.6(3) . . . . ? C34 Ir1 O23 C23 151.9(3) . . . . ? C35 Ir1 O23 C23 120.7(4) . . . . ? C31 Ir1 O23 C23 -122.1(9) . . . . ? C33 Ir1 O23 C23 -167.8(3) . . . . ? Ir1 O23 C23 C22 -176.9(4) . . . . ? Ir1 O23 C23 C24 1.8(6) . . . . ? C21 C22 C23 O23 179.1(5) . . . . ? C21 C22 C23 C24 0.4(8) . . . . ? O23 Ir1 O24 C24 2.2(3) . . . . ? C32 Ir1 O24 C24 135.4(4) . . . . ? C34 Ir1 O24 C24 -122.0(4) . . . . ? C35 Ir1 O24 C24 -147.4(3) . . . . ? C31 Ir1 O24 C24 172.9(4) . . . . ? C33 Ir1 O24 C24 122.9(6) . . . . ? Ir1 O24 C24 C23 -1.9(6) . . . . ? Ir1 O24 C24 C25 177.7(4) . . . . ? O23 C23 C24 O24 0.1(7) . . . . ? C22 C23 C24 O24 178.8(5) . . . . ? O23 C23 C24 C25 -179.6(5) . . . . ? C22 C23 C24 C25 -0.8(8) . . . . ? O24 C24 C25 C26 -178.3(5) . . . . ? C23 C24 C25 C26 1.3(8) . . . . ? C24 C25 C26 C21 -1.4(8) . . . . ? C22 C21 C26 C25 1.0(8) . . . . ? C1 C21 C26 C25 173.4(5) . . . . ? O23 Ir1 C31 C35 -129.4(9) . . . . ? O24 Ir1 C31 C35 112.6(3) . . . . ? C32 Ir1 C31 C35 -119.2(4) . . . . ? C34 Ir1 C31 C35 -38.6(3) . . . . ? C33 Ir1 C31 C35 -80.8(3) . . . . ? O23 Ir1 C31 C32 -10.2(11) . . . . ? O24 Ir1 C31 C32 -128.2(3) . . . . ? C34 Ir1 C31 C32 80.5(3) . . . . ? C35 Ir1 C31 C32 119.2(4) . . . . ? C33 Ir1 C31 C32 38.3(3) . . . . ? O23 Ir1 C31 C36 110.5(10) . . . . ? O24 Ir1 C31 C36 -7.6(6) . . . . ? C32 Ir1 C31 C36 120.7(7) . . . . ? C34 Ir1 C31 C36 -158.8(6) . . . . ? C35 Ir1 C31 C36 -120.2(7) . . . . ? C33 Ir1 C31 C36 159.0(6) . . . . ? C35 C31 C32 C33 -2.5(5) . . . . ? C36 C31 C32 C33 178.5(5) . . . . ? Ir1 C31 C32 C33 -62.4(3) . . . . ? C35 C31 C32 C37 176.1(5) . . . . ? C36 C31 C32 C37 -2.9(8) . . . . ? Ir1 C31 C32 C37 116.3(5) . . . . ? C35 C31 C32 Ir1 59.9(3) . . . . ? C36 C31 C32 Ir1 -119.1(5) . . . . ? O23 Ir1 C32 C31 177.6(3) . . . . ? O24 Ir1 C32 C31 68.0(4) . . . . ? C34 Ir1 C32 C31 -80.7(3) . . . . ? C35 Ir1 C32 C31 -36.8(3) . . . . ? C33 Ir1 C32 C31 -117.4(4) . . . . ? O23 Ir1 C32 C33 -65.1(4) . . . . ? O24 Ir1 C32 C33 -174.6(3) . . . . ? C34 Ir1 C32 C33 36.6(3) . . . . ? C35 Ir1 C32 C33 80.6(3) . . . . ? C31 Ir1 C32 C33 117.4(4) . . . . ? O23 Ir1 C32 C37 56.1(6) . . . . ? O24 Ir1 C32 C37 -53.4(6) . . . . ? C34 Ir1 C32 C37 157.8(6) . . . . ? C35 Ir1 C32 C37 -158.3(6) . . . . ? C31 Ir1 C32 C37 -121.5(6) . . . . ? C33 Ir1 C32 C37 121.2(7) . . . . ? C31 C32 C33 C34 2.7(5) . . . . ? C37 C32 C33 C34 -176.0(5) . . . . ? Ir1 C32 C33 C34 -59.4(3) . . . . ? C31 C32 C33 C38 -177.8(5) . . . . ? C37 C32 C33 C38 3.6(8) . . . . ? Ir1 C32 C33 C38 120.2(5) . . . . ? C31 C32 C33 Ir1 62.0(3) . . . . ? C37 C32 C33 Ir1 -116.6(5) . . . . ? O23 Ir1 C33 C34 -107.5(3) . . . . ? O24 Ir1 C33 C34 135.1(6) . . . . ? C32 Ir1 C33 C34 118.9(5) . . . . ? C35 Ir1 C33 C34 38.0(3) . . . . ? C31 Ir1 C33 C34 80.7(3) . . . . ? O23 Ir1 C33 C32 133.5(3) . . . . ? O24 Ir1 C33 C32 16.2(8) . . . . ? C34 Ir1 C33 C32 -118.9(5) . . . . ? C35 Ir1 C33 C32 -80.9(4) . . . . ? C31 Ir1 C33 C32 -38.2(3) . . . . ? O23 Ir1 C33 C38 13.0(5) . . . . ? O24 Ir1 C33 C38 -104.4(7) . . . . ? C32 Ir1 C33 C38 -120.5(6) . . . . ? C34 Ir1 C33 C38 120.6(6) . . . . ? C35 Ir1 C33 C38 158.6(6) . . . . ? C31 Ir1 C33 C38 -158.8(6) . . . . ? C32 C33 C34 C35 -1.8(5) . . . . ? C38 C33 C34 C35 178.6(5) . . . . ? Ir1 C33 C34 C35 -60.6(3) . . . . ? C32 C33 C34 C39 -179.4(5) . . . . ? C38 C33 C34 C39 1.1(8) . . . . ? Ir1 C33 C34 C39 121.9(5) . . . . ? C32 C33 C34 Ir1 58.8(3) . . . . ? C38 C33 C34 Ir1 -120.8(5) . . . . ? O23 Ir1 C34 C33 87.2(3) . . . . ? O24 Ir1 C34 C33 -156.1(3) . . . . ? C32 Ir1 C34 C33 -37.8(3) . . . . ? C35 Ir1 C34 C33 -118.9(5) . . . . ? C31 Ir1 C34 C33 -81.3(3) . . . . ? O23 Ir1 C34 C35 -154.0(3) . . . . ? O24 Ir1 C34 C35 -37.3(5) . . . . ? C32 Ir1 C34 C35 81.1(3) . . . . ? C31 Ir1 C34 C35 37.6(3) . . . . ? C33 Ir1 C34 C35 118.9(5) . . . . ? O23 Ir1 C34 C39 -36.7(5) . . . . ? O24 Ir1 C34 C39 80.0(6) . . . . ? C32 Ir1 C34 C39 -161.6(6) . . . . ? C35 Ir1 C34 C39 117.3(6) . . . . ? C31 Ir1 C34 C39 154.9(6) . . . . ? C33 Ir1 C34 C39 -123.8(6) . . . . ? C32 C31 C35 C34 1.4(5) . . . . ? C36 C31 C35 C34 -179.6(5) . . . . ? Ir1 C31 C35 C34 60.7(3) . . . . ? C32 C31 C35 C40 -179.0(5) . . . . ? C36 C31 C35 C40 0.0(9) . . . . ? Ir1 C31 C35 C40 -119.7(6) . . . . ? C32 C31 C35 Ir1 -59.4(3) . . . . ? C36 C31 C35 Ir1 119.7(5) . . . . ? C33 C34 C35 C31 0.3(5) . . . . ? C39 C34 C35 C31 178.0(5) . . . . ? Ir1 C34 C35 C31 -61.4(3) . . . . ? C33 C34 C35 C40 -179.3(5) . . . . ? C39 C34 C35 C40 -1.6(8) . . . . ? Ir1 C34 C35 C40 119.0(5) . . . . ? C33 C34 C35 Ir1 61.7(3) . . . . ? C39 C34 C35 Ir1 -120.7(5) . . . . ? O23 Ir1 C35 C31 165.0(3) . . . . ? O24 Ir1 C35 C31 -81.3(3) . . . . ? C32 Ir1 C35 C31 37.5(3) . . . . ? C34 Ir1 C35 C31 117.6(4) . . . . ? C33 Ir1 C35 C31 81.0(3) . . . . ? O23 Ir1 C35 C34 47.4(5) . . . . ? O24 Ir1 C35 C34 161.1(3) . . . . ? C32 Ir1 C35 C34 -80.1(3) . . . . ? C31 Ir1 C35 C34 -117.6(4) . . . . ? C33 Ir1 C35 C34 -36.6(3) . . . . ? O23 Ir1 C35 C40 -72.0(6) . . . . ? O24 Ir1 C35 C40 41.7(6) . . . . ? C32 Ir1 C35 C40 160.4(6) . . . . ? C34 Ir1 C35 C40 -119.4(7) . . . . ? C31 Ir1 C35 C40 123.0(6) . . . . ? C33 Ir1 C35 C40 -156.0(6) . . . . ? C55 O51 C52 C53 8(2) . . . . ? C55' O51 C52 C53 38.8(18) . . . . ? O51 C52 C53 C54 -24.3(9) . . . . ? C52 C53 C54 C55' -3(2) . . . . ? C52 C53 C54 C55 28.7(19) . . . . ? C52 O51 C55 C54 11(3) . . . . ? C55' O51 C55 C54 -63(3) . . . . ? C55' C54 C55 O51 80(3) . . . . ? C53 C54 C55 O51 -25(3) . . . . ? C53 C54 C55' O51 26(3) . . . . ? C55 C54 C55' O51 -57(3) . . . . ? C55 O51 C55' C54 74(3) . . . . ? C52 O51 C55' C54 -40(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1W O24 0.825(10) 2.03(3) 2.825(6) 162(10) . _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.610 _refine_diff_density_min -1.498 _refine_diff_density_rms 0.112