data_jak_340 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H38 Cl3 N3' _chemical_formula_weight 426.88 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' 'N' 'N' 0.0061 0.0033 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.8867(4) _cell_length_b 7.9366(5) _cell_length_c 22.8316(14) _cell_angle_alpha 94.275(4) _cell_angle_beta 91.936(4) _cell_angle_gamma 112.067(3) _cell_volume 1150.69(12) _cell_formula_units_Z 2 _cell_measurement_temperature 89(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Rod _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 460 _exptl_absorpt_coefficient_mu 0.408 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.8704 _exptl_absorpt_correction_T_max 0.9681 _exptl_absorpt_process_details 'SCALE(Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 89(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14082 _diffrn_reflns_av_R_equivalents 0.0361 _diffrn_reflns_av_sigmaI/netI 0.0414 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 0.90 _diffrn_reflns_theta_max 26.40 _reflns_number_total 4533 _reflns_number_gt 3550 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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^)+(0.0688P)^2^+0.1237P] 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 4533 _refine_ls_number_parameters 236 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0596 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1205 _refine_ls_wR_factor_gt 0.1034 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.090 _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 Cl1 Cl -0.54680(9) 0.17115(8) 0.19279(2) 0.02494(16) Uani 1 1 d . . . Cl2 Cl -0.10845(9) 0.97201(7) 0.12910(2) 0.02792(17) Uani 1 1 d . . . N1 N -0.5589(3) 0.5691(2) 0.06180(7) 0.0168(4) Uani 1 1 d . . . H1X H -0.6293 0.6367 0.0492 0.020 Uiso 1 1 d . . . N2 N -0.6444(3) 0.3923(2) 0.07435(7) 0.0178(4) Uani 1 1 d . . . N3 N -0.3015(3) 0.5135(2) 0.09776(7) 0.0137(4) Uani 1 1 d . . . C1 C -0.5002(4) 0.1823(3) 0.11589(9) 0.0208(5) Uani 1 1 d . . . H1A H -0.3685 0.1635 0.1087 0.025 Uiso 1 1 calc R . . H1B H -0.6166 0.0832 0.0925 0.025 Uiso 1 1 calc R . . C2 C -0.4840(3) 0.3610(3) 0.09643(8) 0.0153(4) Uani 1 1 d . . . C3 C -0.3551(3) 0.6430(3) 0.07477(8) 0.0152(4) Uani 1 1 d . . . C4 C -0.2163(3) 0.8291(3) 0.06201(9) 0.0192(5) Uani 1 1 d . . . H4A H -0.2976 0.8831 0.0385 0.023 Uiso 1 1 calc R . . H4B H -0.1009 0.8216 0.0386 0.023 Uiso 1 1 calc R . . C5 C -0.0861(3) 0.5310(3) 0.11637(9) 0.0161(4) Uani 1 1 d . . . H5A H 0.0153 0.6259 0.0948 0.019 Uiso 1 1 calc R . . H5B H -0.0709 0.4139 0.1050 0.019 Uiso 1 1 calc R . . C6 C -0.0300(3) 0.5804(3) 0.18216(9) 0.0166(4) Uani 1 1 d . . . H6A H -0.1222 0.4815 0.2043 0.020 Uiso 1 1 calc R . . H6B H -0.0513 0.6940 0.1947 0.020 Uiso 1 1 calc R . . C7 C 0.1989(3) 0.6074(3) 0.19536(9) 0.0166(4) Uani 1 1 d . . . H7A H 0.2166 0.4919 0.1832 0.020 Uiso 1 1 calc R . . H7B H 0.2880 0.7018 0.1712 0.020 Uiso 1 1 calc R . . C8 C 0.2763(3) 0.6642(3) 0.25974(9) 0.0164(4) Uani 1 1 d . . . H8A H 0.1760 0.5804 0.2846 0.020 Uiso 1 1 calc R . . H8B H 0.2808 0.7888 0.2704 0.020 Uiso 1 1 calc R . . C9 C 0.4941(3) 0.6615(3) 0.27233(9) 0.0175(5) Uani 1 1 d . . . H9A H 0.5946 0.7485 0.2483 0.021 Uiso 1 1 calc R . . H9B H 0.4903 0.5380 0.2599 0.021 Uiso 1 1 calc R . . C10 C 0.5742(3) 0.7108(3) 0.33698(9) 0.0175(5) Uani 1 1 d . . . H10A H 0.5930 0.8391 0.3483 0.021 Uiso 1 1 calc R . . H10B H 0.4669 0.6323 0.3615 0.021 Uiso 1 1 calc R . . C11 C 0.7815(3) 0.6883(3) 0.35011(9) 0.0166(4) Uani 1 1 d . . . H11A H 0.8897 0.7690 0.3264 0.020 Uiso 1 1 calc R . . H11B H 0.7637 0.5607 0.3379 0.020 Uiso 1 1 calc R . . C12 C 0.8584(3) 0.7334(3) 0.41504(9) 0.0170(4) Uani 1 1 d . . . H12A H 0.8743 0.8605 0.4273 0.020 Uiso 1 1 calc R . . H12B H 0.7506 0.6518 0.4387 0.020 Uiso 1 1 calc R . . C13 C 1.0669(3) 0.7134(3) 0.42855(9) 0.0164(4) Uani 1 1 d . . . H13A H 1.1744 0.7944 0.4047 0.020 Uiso 1 1 calc R . . H13B H 1.0507 0.5861 0.4166 0.020 Uiso 1 1 calc R . . C14 C 1.1447(3) 0.7601(3) 0.49358(9) 0.0159(4) Uani 1 1 d . . . H14A H 1.1617 0.8876 0.5055 0.019 Uiso 1 1 calc R . . H14B H 1.0370 0.6795 0.5175 0.019 Uiso 1 1 calc R . . C15 C 1.3523(3) 0.7391(3) 0.50685(9) 0.0166(4) Uani 1 1 d . . . H15A H 1.4595 0.8190 0.4827 0.020 Uiso 1 1 calc R . . H15B H 1.3348 0.6114 0.4950 0.020 Uiso 1 1 calc R . . C16 C 1.4324(3) 0.7860(3) 0.57152(9) 0.0165(4) Uani 1 1 d . . . H16A H 1.4494 0.9135 0.5836 0.020 Uiso 1 1 calc R . . H16B H 1.3262 0.7053 0.5958 0.020 Uiso 1 1 calc R . . C17 C 1.6407(3) 0.7657(3) 0.58379(9) 0.0173(5) Uani 1 1 d . . . H17A H 1.7461 0.8457 0.5592 0.021 Uiso 1 1 calc R . . H17B H 1.6231 0.6381 0.5717 0.021 Uiso 1 1 calc R . . C18 C 1.7251(3) 0.8127(3) 0.64814(9) 0.0176(5) Uani 1 1 d . . . H18A H 1.7402 0.9395 0.6606 0.021 Uiso 1 1 calc R . . H18B H 1.6221 0.7305 0.6728 0.021 Uiso 1 1 calc R . . C19 C 1.9361(3) 0.7956(3) 0.65875(9) 0.0205(5) Uani 1 1 d . . . H19A H 2.0383 0.8762 0.6335 0.025 Uiso 1 1 calc R . . H19B H 1.9202 0.6683 0.6468 0.025 Uiso 1 1 calc R . . C20 C 2.0239(4) 0.8453(3) 0.72273(10) 0.0250(5) Uani 1 1 d . . . H20A H 2.0394 0.9708 0.7351 0.030 Uiso 1 1 calc R . . H20B H 2.1613 0.8352 0.7264 0.030 Uiso 1 1 calc R . . H20C H 1.9275 0.7616 0.7478 0.030 Uiso 1 1 calc R . . Cl3 Cl -0.76262(8) 0.79367(7) 0.00809(2) 0.01825(15) Uani 1 1 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 Cl1 0.0321(4) 0.0237(3) 0.0186(3) 0.0026(2) 0.0021(2) 0.0100(3) Cl2 0.0371(4) 0.0193(3) 0.0247(3) -0.0047(2) -0.0111(2) 0.0101(3) N1 0.0201(10) 0.0205(10) 0.0132(8) -0.0019(7) -0.0018(7) 0.0126(8) N2 0.0190(10) 0.0197(10) 0.0150(9) -0.0020(7) 0.0007(7) 0.0083(8) N3 0.0157(10) 0.0147(9) 0.0119(8) -0.0030(7) -0.0024(7) 0.0082(7) C1 0.0261(13) 0.0183(11) 0.0176(10) -0.0021(8) 0.0016(9) 0.0087(10) C2 0.0168(11) 0.0189(11) 0.0098(9) -0.0043(8) -0.0008(8) 0.0076(9) C3 0.0204(12) 0.0200(11) 0.0079(9) -0.0046(8) -0.0009(8) 0.0119(9) C4 0.0234(12) 0.0173(11) 0.0163(10) -0.0025(8) -0.0008(9) 0.0081(9) C5 0.0147(11) 0.0190(11) 0.0162(10) -0.0012(8) -0.0024(8) 0.0091(9) C6 0.0167(11) 0.0204(11) 0.0134(10) -0.0004(8) -0.0035(8) 0.0085(9) C7 0.0171(12) 0.0201(11) 0.0133(10) -0.0005(8) -0.0010(8) 0.0085(9) C8 0.0182(12) 0.0176(11) 0.0137(10) -0.0031(8) -0.0027(8) 0.0081(9) C9 0.0165(12) 0.0199(11) 0.0152(10) -0.0031(8) -0.0033(8) 0.0069(9) C10 0.0177(12) 0.0202(11) 0.0149(10) -0.0042(8) -0.0032(8) 0.0088(9) C11 0.0162(11) 0.0186(11) 0.0143(10) -0.0029(8) -0.0025(8) 0.0069(9) C12 0.0188(12) 0.0178(11) 0.0138(10) -0.0026(8) -0.0026(8) 0.0073(9) C13 0.0162(11) 0.0184(11) 0.0143(10) -0.0028(8) -0.0027(8) 0.0072(9) C14 0.0162(11) 0.0157(11) 0.0148(10) -0.0026(8) -0.0019(8) 0.0058(9) C15 0.0159(11) 0.0178(11) 0.0161(10) -0.0028(8) -0.0022(8) 0.0074(9) C16 0.0178(12) 0.0172(11) 0.0136(10) -0.0019(8) -0.0021(8) 0.0067(9) C17 0.0191(12) 0.0178(11) 0.0144(10) -0.0029(8) -0.0022(8) 0.0075(9) C18 0.0190(12) 0.0187(11) 0.0141(10) -0.0025(8) -0.0031(8) 0.0071(9) C19 0.0210(12) 0.0232(12) 0.0172(11) -0.0005(9) -0.0034(9) 0.0091(10) C20 0.0245(13) 0.0281(13) 0.0203(11) 0.0009(9) -0.0071(9) 0.0084(10) Cl3 0.0216(3) 0.0184(3) 0.0169(3) 0.00067(19) 0.0001(2) 0.0104(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 Cl1 C1 1.798(2) . ? Cl2 C4 1.793(2) . ? N1 C3 1.315(3) . ? N1 N2 1.359(2) . ? N1 H1X 0.9027 . ? N2 C2 1.313(3) . ? N3 C3 1.350(3) . ? N3 C2 1.377(3) . ? N3 C5 1.481(3) . ? C1 C2 1.483(3) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C3 C4 1.483(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.522(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.525(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.522(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.526(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.527(3) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.527(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.527(3) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.527(3) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.531(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.524(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.527(3) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.522(3) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C18 1.528(3) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.523(3) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.527(3) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 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 C3 N1 N2 112.51(16) . . ? C3 N1 H1X 120.8 . . ? N2 N1 H1X 126.5 . . ? C2 N2 N1 103.88(17) . . ? C3 N3 C2 106.10(17) . . ? C3 N3 C5 126.06(18) . . ? C2 N3 C5 127.71(17) . . ? C2 C1 Cl1 111.26(14) . . ? C2 C1 H1A 109.4 . . ? Cl1 C1 H1A 109.4 . . ? C2 C1 H1B 109.4 . . ? Cl1 C1 H1B 109.4 . . ? H1A C1 H1B 108.0 . . ? N2 C2 N3 111.09(18) . . ? N2 C2 C1 123.63(19) . . ? N3 C2 C1 125.27(18) . . ? N1 C3 N3 106.42(18) . . ? N1 C3 C4 124.93(19) . . ? N3 C3 C4 128.54(19) . . ? C3 C4 Cl2 110.54(14) . . ? C3 C4 H4A 109.5 . . ? Cl2 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? Cl2 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? N3 C5 C6 114.03(16) . . ? N3 C5 H5A 108.7 . . ? C6 C5 H5A 108.7 . . ? N3 C5 H5B 108.7 . . ? C6 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? C5 C6 C7 109.25(17) . . ? C5 C6 H6A 109.8 . . ? C7 C6 H6A 109.8 . . ? C5 C6 H6B 109.8 . . ? C7 C6 H6B 109.8 . . ? H6A C6 H6B 108.3 . . ? C8 C7 C6 114.24(17) . . ? C8 C7 H7A 108.7 . . ? C6 C7 H7A 108.7 . . ? C8 C7 H7B 108.7 . . ? C6 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C7 C8 C9 112.15(16) . . ? C7 C8 H8A 109.2 . . ? C9 C8 H8A 109.2 . . ? C7 C8 H8B 109.2 . . ? C9 C8 H8B 109.2 . . ? H8A C8 H8B 107.9 . . ? C8 C9 C10 113.79(17) . . ? C8 C9 H9A 108.8 . . ? C10 C9 H9A 108.8 . . ? C8 C9 H9B 108.8 . . ? C10 C9 H9B 108.8 . . ? H9A C9 H9B 107.7 . . ? C11 C10 C9 113.25(17) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.7 . . ? C10 C11 C12 113.09(17) . . ? C10 C11 H11A 109.0 . . ? C12 C11 H11A 109.0 . . ? C10 C11 H11B 109.0 . . ? C12 C11 H11B 109.0 . . ? H11A C11 H11B 107.8 . . ? C13 C12 C11 113.53(17) . . ? C13 C12 H12A 108.9 . . ? C11 C12 H12A 108.9 . . ? C13 C12 H12B 108.9 . . ? C11 C12 H12B 108.9 . . ? H12A C12 H12B 107.7 . . ? C12 C13 C14 113.52(17) . . ? C12 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? C12 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C15 C14 C13 113.29(16) . . ? C15 C14 H14A 108.9 . . ? C13 C14 H14A 108.9 . . ? C15 C14 H14B 108.9 . . ? C13 C14 H14B 108.9 . . ? H14A C14 H14B 107.7 . . ? C14 C15 C16 113.86(16) . . ? C14 C15 H15A 108.8 . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15B 108.8 . . ? C16 C15 H15B 108.8 . . ? H15A C15 H15B 107.7 . . ? C17 C16 C15 113.06(17) . . ? C17 C16 H16A 109.0 . . ? C15 C16 H16A 109.0 . . ? C17 C16 H16B 109.0 . . ? C15 C16 H16B 109.0 . . ? H16A C16 H16B 107.8 . . ? C16 C17 C18 114.17(17) . . ? C16 C17 H17A 108.7 . . ? C18 C17 H17A 108.7 . . ? C16 C17 H17B 108.7 . . ? C18 C17 H17B 108.7 . . ? H17A C17 H17B 107.6 . . ? C19 C18 C17 112.94(17) . . ? C19 C18 H18A 109.0 . . ? C17 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? C17 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 C20 113.45(18) . . ? C18 C19 H19A 108.9 . . ? C20 C19 H19A 108.9 . . ? C18 C19 H19B 108.9 . . ? C20 C19 H19B 108.9 . . ? H19A C19 H19B 107.7 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 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 C3 N1 N2 C2 0.8(2) . . . . ? N1 N2 C2 N3 -0.1(2) . . . . ? N1 N2 C2 C1 -178.88(17) . . . . ? C3 N3 C2 N2 -0.5(2) . . . . ? C5 N3 C2 N2 -176.47(17) . . . . ? C3 N3 C2 C1 178.22(18) . . . . ? C5 N3 C2 C1 2.3(3) . . . . ? Cl1 C1 C2 N2 -91.9(2) . . . . ? Cl1 C1 C2 N3 89.5(2) . . . . ? N2 N1 C3 N3 -1.1(2) . . . . ? N2 N1 C3 C4 175.28(17) . . . . ? C2 N3 C3 N1 0.9(2) . . . . ? C5 N3 C3 N1 176.99(17) . . . . ? C2 N3 C3 C4 -175.26(19) . . . . ? C5 N3 C3 C4 0.8(3) . . . . ? N1 C3 C4 Cl2 114.61(19) . . . . ? N3 C3 C4 Cl2 -69.8(2) . . . . ? C3 N3 C5 C6 97.7(2) . . . . ? C2 N3 C5 C6 -87.0(2) . . . . ? N3 C5 C6 C7 -176.12(17) . . . . ? C5 C6 C7 C8 177.92(17) . . . . ? C6 C7 C8 C9 171.36(17) . . . . ? C7 C8 C9 C10 -177.83(17) . . . . ? C8 C9 C10 C11 173.98(18) . . . . ? C9 C10 C11 C12 -178.66(18) . . . . ? C10 C11 C12 C13 -179.35(18) . . . . ? C11 C12 C13 C14 179.57(17) . . . . ? C12 C13 C14 C15 179.73(17) . . . . ? C13 C14 C15 C16 179.71(17) . . . . ? C14 C15 C16 C17 -179.54(17) . . . . ? C15 C16 C17 C18 179.71(18) . . . . ? C16 C17 C18 C19 -178.59(18) . . . . ? C17 C18 C19 C20 179.06(19) . . . . ? 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 N1 H1X Cl3 0.90 2.06 2.9559(17) 170.5 . _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 26.40 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.569 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.094 #===END data_jak389_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H12 Cl3 N3' _chemical_formula_weight 292.59 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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P(2)1/c 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 21.4531(11) _cell_length_b 7.2330(3) _cell_length_c 17.4598(9) _cell_angle_alpha 90.00 _cell_angle_beta 105.786(2) _cell_angle_gamma 90.00 _cell_volume 2607.1(2) _cell_formula_units_Z 8 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 3932 _cell_measurement_theta_min 2.85 _cell_measurement_theta_max 26.31 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.491 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1200 _exptl_absorpt_coefficient_mu 0.683 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.8015 _exptl_absorpt_correction_T_max 0.8811 _exptl_absorpt_process_details 'SCALE (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15901 _diffrn_reflns_av_R_equivalents 0.0455 _diffrn_reflns_av_sigmaI/netI 0.0550 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 26.38 _reflns_number_total 5284 _reflns_number_gt 4299 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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. Two molecules in the asym unit. All non-H ANIS. No disorder. No solvent. All H calc and ride except those on N(1) and N(21), the protonated triazole nitrogen atoms, which were found and freely refined (x,y,z, U). H-bonds between N(1)-H(1x)...Cl(3) and N(21)-H(21x)...Cl(23) i.e. from the protonated triazole N to the chloride counter ion in the lattice. ; _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^)+(0.0267P)^2^+1.4476P] 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 5284 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.0887 _refine_ls_wR_factor_gt 0.0821 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _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 Cl1 Cl 0.28270(3) 0.50248(8) 0.42562(4) 0.02276(16) Uani 1 1 d . . . Cl2 Cl 0.54292(4) 0.19040(9) 0.75156(4) 0.02550(17) Uani 1 1 d . . . Cl3 Cl 0.57348(3) 0.81097(8) 0.61006(4) 0.01805(15) Uani 1 1 d . . . N1 N 0.47756(11) 0.5104(3) 0.58334(13) 0.0174(5) Uani 1 1 d . . . H1X H 0.5074(16) 0.602(4) 0.5943(19) 0.042(10) Uiso 1 1 d . . . N2 N 0.41542(11) 0.5385(3) 0.53766(13) 0.0188(5) Uani 1 1 d . . . N3 N 0.43089(10) 0.2480(3) 0.57903(12) 0.0141(5) Uani 1 1 d . . . C1 C 0.54965(13) 0.2625(3) 0.65586(15) 0.0180(6) Uani 1 1 d . . . H1A H 0.5837 0.3582 0.6627 0.022 Uiso 1 1 calc R . . H1B H 0.5623 0.1558 0.6279 0.022 Uiso 1 1 calc R . . C2 C 0.48743(13) 0.3377(3) 0.60788(15) 0.0162(5) Uani 1 1 d . . . C3 C 0.38808(13) 0.3762(3) 0.53562(15) 0.0161(6) Uani 1 1 d . . . C4 C 0.32031(13) 0.3277(3) 0.49334(16) 0.0197(6) Uani 1 1 d . . . H4A H 0.2953 0.3086 0.5327 0.024 Uiso 1 1 calc R . . H4B H 0.3199 0.2103 0.4641 0.024 Uiso 1 1 calc R . . C5 C 0.41856(13) 0.0482(3) 0.58442(15) 0.0162(6) Uani 1 1 d . . . H5A H 0.4579 -0.0114 0.6186 0.019 Uiso 1 1 calc R . . H5B H 0.4098 -0.0072 0.5307 0.019 Uiso 1 1 calc R . . C6 C 0.36189(13) 0.0093(3) 0.61806(15) 0.0156(5) Uani 1 1 d . . . C7 C 0.31420(13) -0.1142(3) 0.57922(16) 0.0181(6) Uani 1 1 d . . . H7 H 0.3161 -0.1679 0.5302 0.022 Uiso 1 1 calc R . . C8 C 0.26396(14) -0.1596(4) 0.61127(17) 0.0259(7) Uani 1 1 d . . . H8 H 0.2313 -0.2435 0.5841 0.031 Uiso 1 1 calc R . . C9 C 0.26111(14) -0.0835(3) 0.68273(18) 0.0246(6) Uani 1 1 d . . . H9 H 0.2269 -0.1161 0.7051 0.030 Uiso 1 1 calc R . . C10 C 0.30829(13) 0.0408(3) 0.72183(16) 0.0215(6) Uani 1 1 d . . . H10 H 0.3060 0.0940 0.7707 0.026 Uiso 1 1 calc R . . C11 C 0.35884(13) 0.0880(3) 0.68997(15) 0.0174(6) Uani 1 1 d . . . H11 H 0.3911 0.1732 0.7169 0.021 Uiso 1 1 calc R . . Cl21 Cl 0.02903(3) 0.28436(8) 0.29490(4) 0.01833(15) Uani 1 1 d . . . Cl22 Cl 0.16211(4) 0.22458(11) -0.01186(4) 0.03112(18) Uani 1 1 d . . . Cl23 Cl 0.06216(3) 0.79309(8) -0.05364(4) 0.02125(16) Uani 1 1 d . . . N21 N 0.08222(11) 0.5414(3) 0.08271(13) 0.0156(5) Uani 1 1 d . . . H21X H 0.0760(15) 0.628(4) 0.0405(19) 0.041(9) Uiso 1 1 d . . . N22 N 0.08622(10) 0.5848(3) 0.15981(12) 0.0160(5) Uani 1 1 d . . . N23 N 0.09414(10) 0.2823(3) 0.14409(12) 0.0138(4) Uani 1 1 d . . . C21 C 0.09883(13) 0.4044(3) 0.28240(15) 0.0168(5) Uani 1 1 d . . . H21A H 0.1018 0.5279 0.3076 0.020 Uiso 1 1 calc R . . H21B H 0.1386 0.3343 0.3086 0.020 Uiso 1 1 calc R . . C22 C 0.09357(12) 0.4248(3) 0.19615(15) 0.0141(5) Uani 1 1 d . . . C23 C 0.08609(12) 0.3618(3) 0.07251(15) 0.0143(5) Uani 1 1 d . . . C24 C 0.08230(12) 0.2730(3) -0.00486(15) 0.0173(5) Uani 1 1 d . . . H24A H 0.0599 0.3561 -0.0488 0.021 Uiso 1 1 calc R . . H24B H 0.0572 0.1567 -0.0096 0.021 Uiso 1 1 calc R . . C25 C 0.09675(12) 0.0805(3) 0.16028(15) 0.0160(5) Uani 1 1 d . . . H25A H 0.0969 0.0129 0.1110 0.019 Uiso 1 1 calc R . . H25B H 0.0575 0.0432 0.1759 0.019 Uiso 1 1 calc R . . C26 C 0.15587(13) 0.0276(3) 0.22529(15) 0.0152(5) Uani 1 1 d . . . C27 C 0.21751(13) 0.0623(3) 0.21671(16) 0.0186(6) Uani 1 1 d . . . H27 H 0.2221 0.1191 0.1695 0.022 Uiso 1 1 calc R . . C28 C 0.27223(14) 0.0147(3) 0.27659(16) 0.0223(6) Uani 1 1 d . . . H28 H 0.3141 0.0385 0.2703 0.027 Uiso 1 1 calc R . . C29 C 0.26565(14) -0.0677(3) 0.34552(16) 0.0212(6) Uani 1 1 d . . . H29 H 0.3031 -0.0995 0.3868 0.025 Uiso 1 1 calc R . . C30 C 0.20452(14) -0.1041(3) 0.35464(16) 0.0220(6) Uani 1 1 d . . . H30 H 0.2002 -0.1618 0.4018 0.026 Uiso 1 1 calc R . . C31 C 0.14972(13) -0.0560(3) 0.29460(15) 0.0179(6) Uani 1 1 d . . . H31 H 0.1079 -0.0803 0.3009 0.022 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 Cl1 0.0253(4) 0.0187(3) 0.0226(3) 0.0044(3) 0.0037(3) 0.0040(3) Cl2 0.0321(4) 0.0244(3) 0.0177(3) 0.0003(3) 0.0028(3) -0.0046(3) Cl3 0.0176(3) 0.0165(3) 0.0208(3) -0.0008(2) 0.0065(3) -0.0018(3) N1 0.0198(13) 0.0135(11) 0.0197(12) -0.0026(9) 0.0068(10) -0.0030(10) N2 0.0204(13) 0.0151(10) 0.0222(12) -0.0009(9) 0.0081(10) 0.0001(9) N3 0.0165(12) 0.0099(9) 0.0168(11) -0.0001(8) 0.0062(10) -0.0011(9) C1 0.0187(15) 0.0165(12) 0.0188(14) 0.0006(10) 0.0049(12) -0.0023(11) C2 0.0220(15) 0.0141(12) 0.0156(13) -0.0018(10) 0.0105(12) -0.0002(11) C3 0.0211(15) 0.0131(12) 0.0166(13) 0.0002(10) 0.0091(12) 0.0014(11) C4 0.0172(15) 0.0161(12) 0.0250(15) 0.0082(11) 0.0043(12) 0.0040(11) C5 0.0225(15) 0.0096(11) 0.0182(13) -0.0012(10) 0.0083(12) -0.0001(10) C6 0.0191(14) 0.0118(11) 0.0166(13) 0.0047(10) 0.0062(12) 0.0023(10) C7 0.0203(15) 0.0145(12) 0.0198(14) 0.0012(10) 0.0062(12) 0.0003(11) C8 0.0237(17) 0.0218(14) 0.0310(16) 0.0052(12) 0.0056(14) -0.0019(12) C9 0.0217(16) 0.0219(14) 0.0350(17) 0.0107(12) 0.0159(14) 0.0048(12) C10 0.0267(16) 0.0189(13) 0.0227(14) 0.0041(11) 0.0129(13) 0.0084(12) C11 0.0197(15) 0.0128(12) 0.0199(14) 0.0008(10) 0.0054(12) 0.0009(11) Cl21 0.0198(4) 0.0210(3) 0.0159(3) 0.0011(2) 0.0078(3) 0.0000(3) Cl22 0.0214(4) 0.0501(4) 0.0243(4) -0.0081(3) 0.0102(3) 0.0019(3) Cl23 0.0238(4) 0.0199(3) 0.0201(3) 0.0072(3) 0.0061(3) 0.0015(3) N21 0.0176(12) 0.0153(10) 0.0147(11) 0.0030(9) 0.0057(10) 0.0022(9) N22 0.0188(12) 0.0161(10) 0.0133(11) -0.0003(8) 0.0047(10) 0.0002(9) N23 0.0131(11) 0.0154(10) 0.0125(10) 0.0004(8) 0.0031(9) -0.0001(9) C21 0.0164(14) 0.0183(12) 0.0156(13) -0.0011(10) 0.0040(11) -0.0023(11) C22 0.0113(13) 0.0169(12) 0.0138(13) -0.0018(10) 0.0029(11) -0.0014(10) C23 0.0110(13) 0.0165(12) 0.0152(13) 0.0019(10) 0.0035(11) 0.0001(10) C24 0.0136(14) 0.0221(13) 0.0163(13) 0.0001(11) 0.0041(11) 0.0002(11) C25 0.0174(14) 0.0124(12) 0.0172(13) 0.0019(10) 0.0029(12) 0.0010(11) C26 0.0185(14) 0.0074(11) 0.0177(13) -0.0009(9) 0.0016(12) 0.0017(10) C27 0.0210(15) 0.0147(12) 0.0196(14) 0.0019(10) 0.0045(12) -0.0007(11) C28 0.0173(15) 0.0182(13) 0.0285(15) -0.0003(12) 0.0013(13) -0.0003(11) C29 0.0209(16) 0.0161(13) 0.0213(14) -0.0004(11) -0.0031(12) 0.0026(11) C30 0.0316(17) 0.0169(13) 0.0164(14) 0.0029(11) 0.0045(13) 0.0038(12) C31 0.0207(15) 0.0126(12) 0.0211(14) 0.0012(10) 0.0068(12) 0.0013(11) _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 Cl1 C4 1.769(2) . ? Cl2 C1 1.793(3) . ? N1 C2 1.319(3) . ? N1 N2 1.370(3) . ? N1 H1X 0.91(3) . ? N2 C3 1.308(3) . ? N3 C2 1.347(3) . ? N3 C3 1.378(3) . ? N3 C5 1.476(3) . ? C1 C2 1.473(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C3 C4 1.482(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.514(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.388(4) . ? C6 C11 1.396(3) . ? C7 C8 1.382(4) . ? C7 H7 0.9500 . ? C8 C9 1.380(4) . ? C8 H8 0.9500 . ? C9 C10 1.386(4) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? Cl21 C21 1.795(2) . ? Cl22 C24 1.784(3) . ? N21 C23 1.316(3) . ? N21 N22 1.362(3) . ? N21 H21X 0.95(3) . ? N22 C22 1.308(3) . ? N23 C23 1.343(3) . ? N23 C22 1.376(3) . ? N23 C25 1.485(3) . ? C21 C22 1.486(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C23 C24 1.478(3) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.503(3) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C31 1.391(3) . ? C26 C27 1.394(3) . ? C27 C28 1.386(4) . ? C27 H27 0.9500 . ? C28 C29 1.384(4) . ? C28 H28 0.9500 . ? C29 C30 1.388(4) . ? C29 H29 0.9500 . ? C30 C31 1.390(4) . ? C30 H30 0.9500 . ? C31 H31 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 C2 N1 N2 112.0(2) . . ? C2 N1 H1X 126(2) . . ? N2 N1 H1X 122(2) . . ? C3 N2 N1 103.9(2) . . ? C2 N3 C3 106.2(2) . . ? C2 N3 C5 127.3(2) . . ? C3 N3 C5 126.1(2) . . ? C2 C1 Cl2 110.30(18) . . ? C2 C1 H1A 109.6 . . ? Cl2 C1 H1A 109.6 . . ? C2 C1 H1B 109.6 . . ? Cl2 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? N1 C2 N3 106.6(2) . . ? N1 C2 C1 125.1(2) . . ? N3 C2 C1 128.3(2) . . ? N2 C3 N3 111.2(2) . . ? N2 C3 C4 126.7(2) . . ? N3 C3 C4 122.1(2) . . ? C3 C4 Cl1 111.79(17) . . ? C3 C4 H4A 109.3 . . ? Cl1 C4 H4A 109.3 . . ? C3 C4 H4B 109.3 . . ? Cl1 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? N3 C5 C6 112.56(19) . . ? N3 C5 H5A 109.1 . . ? C6 C5 H5A 109.1 . . ? N3 C5 H5B 109.1 . . ? C6 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? C7 C6 C11 119.5(2) . . ? C7 C6 C5 119.6(2) . . ? C11 C6 C5 120.8(2) . . ? C8 C7 C6 120.5(2) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C9 C8 C7 120.1(3) . . ? C9 C8 H8 119.9 . . ? C7 C8 H8 119.9 . . ? C8 C9 C10 119.9(3) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C9 C10 C11 120.5(3) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C10 C11 C6 119.5(3) . . ? C10 C11 H11 120.2 . . ? C6 C11 H11 120.2 . . ? C23 N21 N22 111.8(2) . . ? C23 N21 H21X 123.2(18) . . ? N22 N21 H21X 124.9(18) . . ? C22 N22 N21 104.02(19) . . ? C23 N23 C22 105.78(19) . . ? C23 N23 C25 125.9(2) . . ? C22 N23 C25 128.1(2) . . ? C22 C21 Cl21 109.60(18) . . ? C22 C21 H21A 109.8 . . ? Cl21 C21 H21A 109.8 . . ? C22 C21 H21B 109.8 . . ? Cl21 C21 H21B 109.8 . . ? H21A C21 H21B 108.2 . . ? N22 C22 N23 111.3(2) . . ? N22 C22 C21 123.0(2) . . ? N23 C22 C21 125.6(2) . . ? N21 C23 N23 107.1(2) . . ? N21 C23 C24 124.2(2) . . ? N23 C23 C24 128.7(2) . . ? C23 C24 Cl22 109.43(18) . . ? C23 C24 H24A 109.8 . . ? Cl22 C24 H24A 109.8 . . ? C23 C24 H24B 109.8 . . ? Cl22 C24 H24B 109.8 . . ? H24A C24 H24B 108.2 . . ? N23 C25 C26 112.0(2) . . ? N23 C25 H25A 109.2 . . ? C26 C25 H25A 109.2 . . ? N23 C25 H25B 109.2 . . ? C26 C25 H25B 109.2 . . ? H25A C25 H25B 107.9 . . ? C31 C26 C27 119.3(2) . . ? C31 C26 C25 120.5(2) . . ? C27 C26 C25 120.2(2) . . ? C28 C27 C26 120.5(2) . . ? C28 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C29 C28 C27 119.8(3) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? C28 C29 C30 120.3(3) . . ? C28 C29 H29 119.9 . . ? C30 C29 H29 119.9 . . ? C29 C30 C31 119.8(2) . . ? C29 C30 H30 120.1 . . ? C31 C30 H30 120.1 . . ? C30 C31 C26 120.3(3) . . ? C30 C31 H31 119.9 . . ? C26 C31 H31 119.9 . . ? 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 C2 N1 N2 C3 0.1(3) . . . . ? N2 N1 C2 N3 -0.6(3) . . . . ? N2 N1 C2 C1 178.0(2) . . . . ? C3 N3 C2 N1 0.9(3) . . . . ? C5 N3 C2 N1 174.4(2) . . . . ? C3 N3 C2 C1 -177.7(2) . . . . ? C5 N3 C2 C1 -4.1(4) . . . . ? Cl2 C1 C2 N1 115.6(2) . . . . ? Cl2 C1 C2 N3 -66.0(3) . . . . ? N1 N2 C3 N3 0.5(3) . . . . ? N1 N2 C3 C4 -179.5(2) . . . . ? C2 N3 C3 N2 -0.9(3) . . . . ? C5 N3 C3 N2 -174.5(2) . . . . ? C2 N3 C3 C4 179.1(2) . . . . ? C5 N3 C3 C4 5.4(4) . . . . ? N2 C3 C4 Cl1 13.1(3) . . . . ? N3 C3 C4 Cl1 -166.84(18) . . . . ? C2 N3 C5 C6 127.7(3) . . . . ? C3 N3 C5 C6 -60.0(3) . . . . ? N3 C5 C6 C7 131.3(2) . . . . ? N3 C5 C6 C11 -52.3(3) . . . . ? C11 C6 C7 C8 -0.1(4) . . . . ? C5 C6 C7 C8 176.4(2) . . . . ? C6 C7 C8 C9 -0.5(4) . . . . ? C7 C8 C9 C10 0.9(4) . . . . ? C8 C9 C10 C11 -0.6(4) . . . . ? C9 C10 C11 C6 0.0(4) . . . . ? C7 C6 C11 C10 0.4(4) . . . . ? C5 C6 C11 C10 -176.1(2) . . . . ? C23 N21 N22 C22 0.9(3) . . . . ? N21 N22 C22 N23 -0.1(3) . . . . ? N21 N22 C22 C21 -178.7(2) . . . . ? C23 N23 C22 N22 -0.6(3) . . . . ? C25 N23 C22 N22 -175.3(2) . . . . ? C23 N23 C22 C21 178.0(2) . . . . ? C25 N23 C22 C21 3.3(4) . . . . ? Cl21 C21 C22 N22 113.1(2) . . . . ? Cl21 C21 C22 N23 -65.3(3) . . . . ? N22 N21 C23 N23 -1.2(3) . . . . ? N22 N21 C23 C24 179.1(2) . . . . ? C22 N23 C23 N21 1.1(3) . . . . ? C25 N23 C23 N21 175.9(2) . . . . ? C22 N23 C23 C24 -179.3(2) . . . . ? C25 N23 C23 C24 -4.4(4) . . . . ? N21 C23 C24 Cl22 98.3(3) . . . . ? N23 C23 C24 Cl22 -81.3(3) . . . . ? C23 N23 C25 C26 127.8(3) . . . . ? C22 N23 C25 C26 -58.5(3) . . . . ? N23 C25 C26 C31 119.6(2) . . . . ? N23 C25 C26 C27 -60.2(3) . . . . ? C31 C26 C27 C28 -0.1(4) . . . . ? C25 C26 C27 C28 179.7(2) . . . . ? C26 C27 C28 C29 -0.1(4) . . . . ? C27 C28 C29 C30 0.5(4) . . . . ? C28 C29 C30 C31 -0.6(4) . . . . ? C29 C30 C31 C26 0.3(4) . . . . ? C27 C26 C31 C30 0.0(4) . . . . ? C25 C26 C31 C30 -179.8(2) . . . . ? 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 N1 H1X Cl3 0.91(3) 2.04(3) 2.942(2) 176(3) . N21 H21X Cl23 0.95(3) 1.99(3) 2.934(2) 175(3) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.323 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.069 #===END data_jak487 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C10 H10 Cl3 N3' _chemical_formula_weight 278.56 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' 'Cl' 'Cl' 0.1484 0.1585 '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(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.8761(12) _cell_length_b 11.6238(16) _cell_length_c 12.6345(18) _cell_angle_alpha 90.00 _cell_angle_beta 108.020(6) _cell_angle_gamma 90.00 _cell_volume 1239.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 92(2) _cell_measurement_reflns_used 5711 _cell_measurement_theta_min 2.413 _cell_measurement_theta_max 26.402 _exptl_crystal_description Cube _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.60 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 568 _exptl_absorpt_coefficient_mu 0.714 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.5495 _exptl_absorpt_correction_T_max 0.6738 _exptl_absorpt_process_details 'SCALE(Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 92(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15253 _diffrn_reflns_av_R_equivalents 0.0320 _diffrn_reflns_av_sigmaI/netI 0.0197 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.44 _diffrn_reflns_theta_max 26.42 _reflns_number_total 2535 _reflns_number_gt 2385 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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. All non-H ANIS. All H calc ride except H(1x) on triazole N(1) which was found from the difference map and allowed to freely refine (x,y,z,U). Disordered counter anion Cl(3):Cl(4) 0.6:0.4. No solvent. ; _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^)+(0.0408P)^2^+0.5895P] 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 2535 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0792 _refine_ls_wR_factor_gt 0.0781 _refine_ls_goodness_of_fit_ref 1.104 _refine_ls_restrained_S_all 1.104 _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 Cl1 Cl 0.07264(6) 0.68029(4) 1.00733(3) 0.03403(13) Uani 1 1 d . . . Cl2 Cl 0.23891(5) 0.42117(3) 0.56660(3) 0.02623(12) Uani 1 1 d . . . Cl3 Cl 0.6102(7) 0.6678(5) 1.1084(4) 0.0264(5) Uani 0.60 1 d P A 1 Cl4 Cl 0.6270(12) 0.6665(9) 1.1007(7) 0.0478(18) Uani 0.40 1 d P B 2 N1 N 0.38561(15) 0.62619(11) 0.88568(10) 0.0186(3) Uani 1 1 d . . . H1X H 0.465(3) 0.6445(19) 0.9476(19) 0.041(6) Uiso 1 1 d . . . N2 N 0.39576(14) 0.62580(11) 0.78019(10) 0.0184(3) Uani 1 1 d . . . N3 N 0.16160(13) 0.56356(10) 0.78288(9) 0.0148(2) Uani 1 1 d . . . C1 C 0.2037(2) 0.56887(14) 0.99109(12) 0.0254(3) Uani 1 1 d . . . H1A H 0.3003 0.5682 1.0566 0.030 Uiso 1 1 calc R . . H1B H 0.1510 0.4932 0.9870 0.030 Uiso 1 1 calc R . . C2 C 0.24851(17) 0.58753(12) 0.88868(12) 0.0180(3) Uani 1 1 d . . . C3 C 0.25776(16) 0.58733(11) 0.71868(12) 0.0158(3) Uani 1 1 d . . . C4 C 0.21097(18) 0.56942(13) 0.59690(12) 0.0196(3) Uani 1 1 d . . . H4A H 0.2758 0.6192 0.5645 0.023 Uiso 1 1 calc R . . H4B H 0.0983 0.5909 0.5630 0.023 Uiso 1 1 calc R . . C5 C 0.00165(16) 0.51806(12) 0.74619(11) 0.0158(3) Uani 1 1 d . . . C6 C -0.12360(18) 0.59281(14) 0.73306(13) 0.0229(3) Uani 1 1 d . . . H6 H -0.1060 0.6730 0.7454 0.027 Uiso 1 1 calc R . . C7 C -0.27640(19) 0.54778(16) 0.70127(14) 0.0279(4) Uani 1 1 d . . . H7 H -0.3644 0.5972 0.6936 0.034 Uiso 1 1 calc R . . C8 C -0.30042(18) 0.43078(15) 0.68069(13) 0.0267(4) Uani 1 1 d . . . H8 H -0.4050 0.4005 0.6590 0.032 Uiso 1 1 calc R . . C9 C -0.17321(18) 0.35804(14) 0.69159(13) 0.0243(3) Uani 1 1 d . . . H9 H -0.1910 0.2785 0.6755 0.029 Uiso 1 1 calc R . . C10 C -0.01903(17) 0.40087(13) 0.72610(12) 0.0196(3) Uani 1 1 d . . . H10 H 0.0693 0.3513 0.7356 0.024 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 Cl1 0.0523(3) 0.0304(2) 0.0286(2) -0.00664(16) 0.0259(2) -0.00782(18) Cl2 0.0293(2) 0.0249(2) 0.0246(2) -0.00770(14) 0.00848(16) 0.00263(15) Cl3 0.0287(8) 0.0175(9) 0.0211(8) 0.0004(6) -0.0096(7) -0.0024(6) Cl4 0.045(3) 0.0202(14) 0.051(3) -0.001(2) -0.0249(18) -0.0013(16) N1 0.0180(6) 0.0160(6) 0.0182(6) -0.0004(5) 0.0002(5) -0.0023(5) N2 0.0159(6) 0.0166(6) 0.0220(6) -0.0006(5) 0.0048(5) 0.0000(5) N3 0.0147(6) 0.0143(6) 0.0148(6) -0.0009(4) 0.0037(5) -0.0005(4) C1 0.0336(9) 0.0254(8) 0.0167(7) 0.0010(6) 0.0068(6) -0.0061(7) C2 0.0207(7) 0.0144(6) 0.0166(7) 0.0000(5) 0.0026(6) -0.0015(5) C3 0.0145(6) 0.0134(6) 0.0200(7) 0.0003(5) 0.0060(5) 0.0014(5) C4 0.0208(7) 0.0197(7) 0.0191(7) -0.0011(5) 0.0076(6) 0.0010(6) C5 0.0140(6) 0.0203(7) 0.0134(6) -0.0009(5) 0.0047(5) -0.0033(5) C6 0.0205(7) 0.0238(8) 0.0249(8) -0.0054(6) 0.0079(6) 0.0001(6) C7 0.0166(7) 0.0382(9) 0.0303(8) -0.0041(7) 0.0091(6) 0.0036(7) C8 0.0163(7) 0.0392(9) 0.0250(8) 0.0007(7) 0.0068(6) -0.0078(6) C9 0.0238(8) 0.0232(8) 0.0252(8) 0.0017(6) 0.0065(6) -0.0078(6) C10 0.0179(7) 0.0190(7) 0.0214(7) 0.0020(6) 0.0052(6) -0.0014(5) _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 Cl1 C1 1.7947(18) . ? Cl2 C4 1.7990(15) . ? N1 C2 1.3088(19) . ? N1 N2 1.3633(17) . ? N1 H1X 0.90(2) . ? N2 C3 1.3098(19) . ? N3 C2 1.3496(18) . ? N3 C3 1.3753(18) . ? N3 C5 1.4502(17) . ? C1 C2 1.482(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C3 C4 1.479(2) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.380(2) . ? C5 C10 1.387(2) . ? C6 C7 1.392(2) . ? C6 H6 0.9500 . ? C7 C8 1.389(3) . ? C7 H7 0.9500 . ? C8 C9 1.383(2) . ? C8 H8 0.9500 . ? C9 C10 1.393(2) . ? C9 H9 0.9500 . ? C10 H10 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 C2 N1 N2 111.74(12) . . ? C2 N1 H1X 122.8(14) . . ? N2 N1 H1X 125.2(14) . . ? C3 N2 N1 104.40(12) . . ? C2 N3 C3 105.89(12) . . ? C2 N3 C5 126.51(12) . . ? C3 N3 C5 127.56(11) . . ? C2 C1 Cl1 110.65(11) . . ? C2 C1 H1A 109.5 . . ? Cl1 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? Cl1 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N1 C2 N3 107.09(12) . . ? N1 C2 C1 125.33(13) . . ? N3 C2 C1 127.51(13) . . ? N2 C3 N3 110.84(12) . . ? N2 C3 C4 125.13(13) . . ? N3 C3 C4 124.02(12) . . ? C3 C4 Cl2 110.08(10) . . ? C3 C4 H4A 109.6 . . ? Cl2 C4 H4A 109.6 . . ? C3 C4 H4B 109.6 . . ? Cl2 C4 H4B 109.6 . . ? H4A C4 H4B 108.2 . . ? C6 C5 C10 122.69(13) . . ? C6 C5 N3 118.78(13) . . ? C10 C5 N3 118.53(12) . . ? C5 C6 C7 118.34(15) . . ? C5 C6 H6 120.8 . . ? C7 C6 H6 120.8 . . ? C8 C7 C6 120.11(15) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C9 C8 C7 120.45(14) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 120.35(15) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? C5 C10 C9 118.01(14) . . ? C5 C10 H10 121.0 . . ? C9 C10 H10 121.0 . . ? 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 C2 N1 N2 C3 1.19(16) . . . . ? N2 N1 C2 N3 -1.86(16) . . . . ? N2 N1 C2 C1 175.31(14) . . . . ? C3 N3 C2 N1 1.72(15) . . . . ? C5 N3 C2 N1 179.69(12) . . . . ? C3 N3 C2 C1 -175.37(14) . . . . ? C5 N3 C2 C1 2.6(2) . . . . ? Cl1 C1 C2 N1 104.65(15) . . . . ? Cl1 C1 C2 N3 -78.76(17) . . . . ? N1 N2 C3 N3 -0.04(15) . . . . ? N1 N2 C3 C4 -179.01(13) . . . . ? C2 N3 C3 N2 -1.04(16) . . . . ? C5 N3 C3 N2 -178.98(12) . . . . ? C2 N3 C3 C4 177.94(13) . . . . ? C5 N3 C3 C4 0.0(2) . . . . ? N2 C3 C4 Cl2 96.77(15) . . . . ? N3 C3 C4 Cl2 -82.06(15) . . . . ? C2 N3 C5 C6 81.43(18) . . . . ? C3 N3 C5 C6 -101.04(17) . . . . ? C2 N3 C5 C10 -98.34(17) . . . . ? C3 N3 C5 C10 79.18(18) . . . . ? C10 C5 C6 C7 1.8(2) . . . . ? N3 C5 C6 C7 -177.97(13) . . . . ? C5 C6 C7 C8 -1.7(2) . . . . ? C6 C7 C8 C9 0.0(3) . . . . ? C7 C8 C9 C10 1.6(2) . . . . ? C6 C5 C10 C9 -0.2(2) . . . . ? N3 C5 C10 C9 179.58(12) . . . . ? C8 C9 C10 C5 -1.5(2) . . . . ? 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 N1 H1X Cl3 0.90(2) 2.06(2) 2.942(6) 166(2) . N1 H1X Cl4 0.90(2) 2.04(2) 2.931(10) 170(2) . _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 26.42 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.306 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.069 #===END data_jak521 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H14 Cl3 N3' _chemical_formula_weight 258.57 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' 'Cl' 'Cl' 0.1484 0.1585 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1010(6) _cell_length_b 7.7425(6) _cell_length_c 12.3313(10) _cell_angle_alpha 102.168(3) _cell_angle_beta 90.296(3) _cell_angle_gamma 112.040(3) _cell_volume 611.64(9) _cell_formula_units_Z 2 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 4096 _cell_measurement_theta_min 2.916 _cell_measurement_theta_max 26.4515 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 268 _exptl_absorpt_coefficient_mu 0.717 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.7505 _exptl_absorpt_correction_T_max 0.8939 _exptl_absorpt_process_details 'SCALE(Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5905 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 26.45 _reflns_number_total 2432 _reflns_number_gt 2303 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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. HCl salt of dichlorotriazole with iBu on N4; entire molecule in asym unit. All non-H ANIS. All H calc & ride, except H1x which was found from the difference map and allowed to freely refine. No disorder. No solvent. ; _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^)+(0.0306P)^2^+0.4094P] 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 2432 _refine_ls_number_parameters 133 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0320 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0774 _refine_ls_wR_factor_gt 0.0758 _refine_ls_goodness_of_fit_ref 1.117 _refine_ls_restrained_S_all 1.117 _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 Cl1 Cl 0.45385(7) 0.24234(7) 0.35756(4) 0.02581(13) Uani 1 1 d . . . Cl2 Cl 0.92673(8) 1.05073(6) 0.23950(4) 0.03178(14) Uani 1 1 d . . . N1 N 0.4754(2) 0.6112(2) 0.11780(12) 0.0179(3) Uani 1 1 d . . . H1X H 0.395(4) 0.667(4) 0.091(2) 0.048(7) Uiso 1 1 d . . . N2 N 0.3893(2) 0.4345(2) 0.14029(12) 0.0185(3) Uani 1 1 d . . . N3 N 0.7226(2) 0.56231(19) 0.18639(11) 0.0141(3) Uani 1 1 d . . . C1 C 0.5213(3) 0.2296(2) 0.21679(14) 0.0198(4) Uani 1 1 d . . . H1A H 0.6517 0.2109 0.2111 0.024 Uiso 1 1 calc R . . H1B H 0.4147 0.1185 0.1664 0.024 Uiso 1 1 calc R . . C2 C 0.5426(3) 0.4074(2) 0.18192(14) 0.0157(3) Uani 1 1 d . . . C3 C 0.6739(3) 0.6874(2) 0.14351(14) 0.0159(3) Uani 1 1 d . . . C4 C 0.8108(3) 0.8681(2) 0.11666(16) 0.0213(4) Uani 1 1 d . . . H4A H 0.7316 0.9121 0.0704 0.026 Uiso 1 1 calc R . . H4B H 0.9185 0.8445 0.0727 0.026 Uiso 1 1 calc R . . C5 C 0.9301(2) 0.5832(2) 0.22374(14) 0.0154(3) Uani 1 1 d . . . H5A H 1.0303 0.7026 0.2082 0.018 Uiso 1 1 calc R . . H5B H 0.9591 0.4749 0.1796 0.018 Uiso 1 1 calc R . . C6 C 0.9602(3) 0.5889(2) 0.34743(14) 0.0175(3) Uani 1 1 d . . . H6 H 0.8738 0.4605 0.3603 0.021 Uiso 1 1 calc R . . C7 C 1.1829(3) 0.6243(3) 0.37394(16) 0.0270(4) Uani 1 1 d . . . H7A H 1.2153 0.5219 0.3271 0.032 Uiso 1 1 calc R . . H7B H 1.2066 0.6260 0.4526 0.032 Uiso 1 1 calc R . . H7C H 1.2702 0.7477 0.3592 0.032 Uiso 1 1 calc R . . C8 C 0.9004(3) 0.7384(3) 0.42265(16) 0.0291(4) Uani 1 1 d . . . H8A H 0.9161 0.7308 0.5003 0.035 Uiso 1 1 calc R . . H8B H 0.7580 0.7149 0.4021 0.035 Uiso 1 1 calc R . . H8C H 0.9887 0.8661 0.4142 0.035 Uiso 1 1 calc R . . Cl3 Cl 0.24167(6) 0.79404(6) 0.01925(3) 0.01681(11) Uani 1 1 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 Cl1 0.0236(2) 0.0320(3) 0.0212(2) 0.01338(19) 0.00341(17) 0.0062(2) Cl2 0.0337(3) 0.0171(2) 0.0399(3) 0.00458(19) -0.0132(2) 0.0059(2) N1 0.0188(7) 0.0196(7) 0.0183(7) 0.0062(6) 0.0011(6) 0.0098(6) N2 0.0201(8) 0.0187(7) 0.0172(7) 0.0059(6) 0.0020(6) 0.0071(6) N3 0.0156(7) 0.0134(7) 0.0134(6) 0.0028(5) 0.0007(5) 0.0057(6) C1 0.0233(9) 0.0168(8) 0.0180(8) 0.0056(7) 0.0012(7) 0.0054(7) C2 0.0170(8) 0.0155(8) 0.0130(7) 0.0022(6) 0.0021(6) 0.0051(7) C3 0.0195(8) 0.0164(8) 0.0138(8) 0.0025(6) 0.0016(6) 0.0096(7) C4 0.0227(9) 0.0179(9) 0.0256(9) 0.0084(7) 0.0021(7) 0.0085(7) C5 0.0142(8) 0.0162(8) 0.0164(8) 0.0042(6) 0.0004(6) 0.0063(7) C6 0.0189(9) 0.0172(8) 0.0161(8) 0.0044(7) 0.0011(6) 0.0062(7) C7 0.0229(10) 0.0363(11) 0.0223(9) 0.0098(8) -0.0028(7) 0.0103(9) C8 0.0409(12) 0.0304(10) 0.0186(9) 0.0002(8) 0.0010(8) 0.0194(9) Cl3 0.0185(2) 0.0164(2) 0.0174(2) 0.00544(15) 0.00112(15) 0.00798(16) _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 Cl1 C1 1.7956(18) . ? Cl2 C4 1.7840(19) . ? N1 C3 1.315(2) . ? N1 N2 1.362(2) . ? N1 H1X 0.93(3) . ? N2 C2 1.305(2) . ? N3 C3 1.342(2) . ? N3 C2 1.377(2) . ? N3 C5 1.480(2) . ? C1 C2 1.482(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C3 C4 1.480(2) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.528(2) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C8 1.516(2) . ? C6 C7 1.522(2) . ? C6 H6 1.0000 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 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 C3 N1 N2 111.83(15) . . ? C3 N1 H1X 127.3(17) . . ? N2 N1 H1X 120.8(17) . . ? C2 N2 N1 104.17(14) . . ? C3 N3 C2 105.91(14) . . ? C3 N3 C5 126.50(14) . . ? C2 N3 C5 127.49(14) . . ? C2 C1 Cl1 110.65(12) . . ? C2 C1 H1A 109.5 . . ? Cl1 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? Cl1 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N2 C2 N3 111.13(15) . . ? N2 C2 C1 123.29(15) . . ? N3 C2 C1 125.56(15) . . ? N1 C3 N3 106.95(15) . . ? N1 C3 C4 123.85(16) . . ? N3 C3 C4 128.90(16) . . ? C3 C4 Cl2 111.68(13) . . ? C3 C4 H4A 109.3 . . ? Cl2 C4 H4A 109.3 . . ? C3 C4 H4B 109.3 . . ? Cl2 C4 H4B 109.3 . . ? H4A C4 H4B 107.9 . . ? N3 C5 C6 113.95(13) . . ? N3 C5 H5A 108.8 . . ? C6 C5 H5A 108.8 . . ? N3 C5 H5B 108.8 . . ? C6 C5 H5B 108.8 . . ? H5A C5 H5B 107.7 . . ? C8 C6 C7 111.19(16) . . ? C8 C6 C5 113.17(14) . . ? C7 C6 C5 107.43(14) . . ? C8 C6 H6 108.3 . . ? C7 C6 H6 108.3 . . ? C5 C6 H6 108.3 . . ? 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 . . ? 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 C3 N1 N2 C2 0.78(19) . . . . ? N1 N2 C2 N3 0.10(18) . . . . ? N1 N2 C2 C1 -178.66(15) . . . . ? C3 N3 C2 N2 -0.89(18) . . . . ? C5 N3 C2 N2 -177.30(14) . . . . ? C3 N3 C2 C1 177.83(16) . . . . ? C5 N3 C2 C1 1.4(3) . . . . ? Cl1 C1 C2 N2 -86.10(18) . . . . ? Cl1 C1 C2 N3 95.32(18) . . . . ? N2 N1 C3 N3 -1.35(19) . . . . ? N2 N1 C3 C4 172.87(15) . . . . ? C2 N3 C3 N1 1.32(18) . . . . ? C5 N3 C3 N1 177.78(14) . . . . ? C2 N3 C3 C4 -172.50(17) . . . . ? C5 N3 C3 C4 4.0(3) . . . . ? N1 C3 C4 Cl2 115.08(17) . . . . ? N3 C3 C4 Cl2 -72.0(2) . . . . ? C3 N3 C5 C6 118.41(17) . . . . ? C2 N3 C5 C6 -65.9(2) . . . . ? N3 C5 C6 C8 -53.1(2) . . . . ? N3 C5 C6 C7 -176.22(14) . . . . ? 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 N1 H1X Cl3 0.93(3) 2.02(3) 2.9502(15) 173(2) . _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 26.45 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.392 _refine_diff_density_min -0.483 _refine_diff_density_rms 0.052 #===END data_nw289 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H72 B4 F16 Fe2 N20 O4' _chemical_formula_weight 1500.24 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' 'B' 'B' 0.0013 0.0007 '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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 '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(1)/c 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 16.9951(9) _cell_length_b 10.3680(5) _cell_length_c 19.8568(10) _cell_angle_alpha 90.00 _cell_angle_beta 113.239(3) _cell_angle_gamma 90.00 _cell_volume 3215.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 90(2) _cell_measurement_reflns_used 8382 _cell_measurement_theta_min 2.358 _cell_measurement_theta_max 26.087 _exptl_crystal_description block _exptl_crystal_colour 'very pale yellow-brown' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.550 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.560 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.913 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'SCALE (Bruker AXS Inc.)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 57131 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 26.39 _reflns_number_total 6568 _reflns_number_gt 5468 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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. Took res file from JAK26, the ClO4 analogue of this BF4 salt, and refined using new cell etc. All non-H atoms ANIS. No disorder. All H's calc and ride. 2 DMF of solvation per Fe. ; _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^)+(0.0432P)^2^+2.0762P] 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 6568 _refine_ls_number_parameters 446 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0472 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0909 _refine_ls_wR_factor_gt 0.0839 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 Fe1 Fe 0.488310(16) 0.12427(3) 0.080717(14) 0.01188(8) Uani 1 1 d . . . N1 N 0.38306(10) 0.24264(15) 0.01492(8) 0.0150(3) Uani 1 1 d . . . C1 C 0.37389(13) 0.29082(18) -0.05075(10) 0.0166(4) Uani 1 1 d . . . H1 H 0.4168 0.2721 -0.0688 0.020 Uiso 1 1 calc R . . C2 C 0.30526(13) 0.36593(18) -0.09300(11) 0.0196(4) Uani 1 1 d . . . H2 H 0.3004 0.3974 -0.1394 0.023 Uiso 1 1 calc R . . C3 C 0.24335(13) 0.39445(19) -0.06598(12) 0.0233(5) Uani 1 1 d . . . H3 H 0.1959 0.4477 -0.0932 0.028 Uiso 1 1 calc R . . C4 C 0.25165(13) 0.34408(19) 0.00130(12) 0.0220(4) Uani 1 1 d . . . H4 H 0.2094 0.3613 0.0202 0.026 Uiso 1 1 calc R . . C5 C 0.32209(12) 0.26857(18) 0.04057(11) 0.0164(4) Uani 1 1 d . . . C6 C 0.33801(13) 0.21665(19) 0.11563(11) 0.0203(4) Uani 1 1 d . . . H6A H 0.3712 0.2806 0.1531 0.024 Uiso 1 1 calc R . . H6B H 0.2825 0.2033 0.1200 0.024 Uiso 1 1 calc R . . N2 N 0.38534(11) 0.09367(16) 0.12963(9) 0.0179(3) Uani 1 1 d . . . H2X H 0.4129 0.0817 0.1800 0.021 Uiso 1 1 calc R . . C8 C 0.33004(13) -0.0196(2) 0.09735(11) 0.0203(4) Uani 1 1 d . . . H8A H 0.2703 0.0091 0.0699 0.024 Uiso 1 1 calc R . . H8B H 0.3309 -0.0786 0.1368 0.024 Uiso 1 1 calc R . . C9 C 0.36169(12) -0.08802(18) 0.04717(10) 0.0139(4) Uani 1 1 d . . . N3 N 0.42907(10) -0.05164(15) 0.03616(8) 0.0128(3) Uani 1 1 d . . . N4 N 0.43910(10) -0.13523(15) -0.01472(8) 0.0133(3) Uani 1 1 d . . . C10 C 0.37785(12) -0.22055(18) -0.03240(9) 0.0135(4) Uani 1 1 d . . . N7 N 0.32811(10) -0.19523(15) 0.00571(8) 0.0135(3) Uani 1 1 d . . . N8 N 0.25534(10) -0.26083(16) 0.00100(9) 0.0164(3) Uani 1 1 d . . . C21 C 0.25050(13) -0.33939(19) 0.05501(11) 0.0180(4) Uani 1 1 d . . . H21 H 0.2962 -0.3632 0.0995 0.022 Uiso 1 1 calc R . . C22 C 0.16693(13) -0.37640(19) 0.03199(11) 0.0194(4) Uani 1 1 d . . . H22 H 0.1437 -0.4311 0.0579 0.023 Uiso 1 1 calc R . . C23 C 0.12087(13) -0.3194(2) -0.03697(12) 0.0240(5) Uani 1 1 d . . . H23 H 0.0614 -0.3297 -0.0656 0.029 Uiso 1 1 calc R . . C24 C 0.17598(13) -0.2473(2) -0.05542(12) 0.0260(5) Uani 1 1 d . . . H24 H 0.1625 -0.1973 -0.0986 0.031 Uiso 1 1 calc R . . C11 C 0.36810(13) -0.32639(19) -0.08563(10) 0.0189(4) Uani 1 1 d . . . H11A H 0.3819 -0.4101 -0.0595 0.023 Uiso 1 1 calc R . . H11B H 0.3081 -0.3298 -0.1219 0.023 Uiso 1 1 calc R . . N5 N 0.42639(10) -0.30360(15) -0.12361(8) 0.0154(3) Uani 1 1 d . . . H5X H 0.4615 -0.3754 -0.1169 0.018 Uiso 1 1 calc R . . C13 C 0.38057(13) -0.28058(18) -0.20328(10) 0.0163(4) Uani 1 1 d . . . H13A H 0.3297 -0.3373 -0.2229 0.020 Uiso 1 1 calc R . . H13B H 0.4186 -0.3019 -0.2287 0.020 Uiso 1 1 calc R . . C14 C 0.35286(12) -0.14130(18) -0.21770(10) 0.0147(4) Uani 1 1 d . . . C15 C 0.27584(13) -0.1050(2) -0.27260(10) 0.0185(4) Uani 1 1 d . . . H15 H 0.2364 -0.1683 -0.3012 0.022 Uiso 1 1 calc R . . C16 C 0.25725(13) 0.0255(2) -0.28511(10) 0.0199(4) Uani 1 1 d . . . H16 H 0.2050 0.0527 -0.3227 0.024 Uiso 1 1 calc R . . C17 C 0.31571(13) 0.1151(2) -0.24226(11) 0.0191(4) Uani 1 1 d . . . H17 H 0.3043 0.2048 -0.2497 0.023 Uiso 1 1 calc R . . C18 C 0.39104(13) 0.07171(19) -0.18836(10) 0.0165(4) Uani 1 1 d . . . H18 H 0.4315 0.1334 -0.1592 0.020 Uiso 1 1 calc R . . N6 N 0.40940(10) -0.05393(15) -0.17551(8) 0.0141(3) Uani 1 1 d . . . O100 O 0.23972(10) 0.52098(16) 0.38104(8) 0.0290(4) Uani 1 1 d . . . C100 C 0.19235(14) 0.4346(2) 0.34464(11) 0.0219(4) Uani 1 1 d . . . H100 H 0.2102 0.3485 0.3589 0.026 Uiso 1 1 calc R . . N100 N 0.11856(11) 0.45012(16) 0.28722(9) 0.0209(4) Uani 1 1 d . . . C101 C 0.06753(16) 0.3400(2) 0.24880(14) 0.0350(6) Uani 1 1 d . . . H10A H 0.0954 0.2601 0.2729 0.042 Uiso 1 1 calc R . . H10B H 0.0624 0.3400 0.1979 0.042 Uiso 1 1 calc R . . H10C H 0.0104 0.3456 0.2497 0.042 Uiso 1 1 calc R . . C102 C 0.08614(15) 0.5768(2) 0.25911(13) 0.0315(5) Uani 1 1 d . . . H10D H 0.0371 0.5974 0.2714 0.038 Uiso 1 1 calc R . . H10E H 0.0681 0.5776 0.2058 0.038 Uiso 1 1 calc R . . H10F H 0.1313 0.6411 0.2812 0.038 Uiso 1 1 calc R . . O200 O 0.09068(10) 0.34090(17) 0.07681(8) 0.0323(4) Uani 1 1 d . . . C200 C 0.09533(13) 0.2275(2) 0.06016(11) 0.0279(5) Uani 1 1 d . . . H200 H 0.1202 0.1675 0.0990 0.034 Uiso 1 1 calc R . . N200 N 0.06809(11) 0.1824(2) -0.00837(9) 0.0276(4) Uani 1 1 d . . . C201 C 0.08215(16) 0.0486(3) -0.02351(14) 0.0363(6) Uani 1 1 d . . . H20A H 0.1262 0.0451 -0.0438 0.044 Uiso 1 1 calc R . . H20B H 0.0286 0.0122 -0.0590 0.044 Uiso 1 1 calc R . . H20C H 0.1011 -0.0014 0.0220 0.044 Uiso 1 1 calc R . . C202 C 0.02681(15) 0.2667(3) -0.07107(12) 0.0345(6) Uani 1 1 d . . . H20D H 0.0203 0.3530 -0.0539 0.041 Uiso 1 1 calc R . . H20E H -0.0297 0.2320 -0.1016 0.041 Uiso 1 1 calc R . . H20F H 0.0620 0.2717 -0.0999 0.041 Uiso 1 1 calc R . . B1 B 0.16376(15) -0.4783(2) -0.28584(13) 0.0224(5) Uani 1 1 d . . . F11 F 0.18620(9) -0.41091(15) -0.22035(7) 0.0405(4) Uani 1 1 d . . . F12 F 0.07993(9) -0.51767(16) -0.31064(8) 0.0439(4) Uani 1 1 d . . . F13 F 0.17412(11) -0.39976(16) -0.33801(8) 0.0500(4) Uani 1 1 d . . . F14 F 0.21684(11) -0.58361(17) -0.27558(9) 0.0631(5) Uani 1 1 d . . . B2 B 0.51291(15) -0.5939(2) -0.15867(12) 0.0177(5) Uani 1 1 d . . . F21 F 0.52153(9) -0.56758(14) -0.08754(7) 0.0346(3) Uani 1 1 d . . . F22 F 0.55258(8) -0.71019(12) -0.16063(7) 0.0284(3) Uani 1 1 d . . . F23 F 0.54999(11) -0.49477(14) -0.18171(9) 0.0489(4) Uani 1 1 d . . . F24 F 0.42693(9) -0.60136(15) -0.20377(8) 0.0434(4) Uani 1 1 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 Fe1 0.01239(14) 0.01299(14) 0.00991(13) -0.00032(10) 0.00401(10) -0.00170(11) N1 0.0163(8) 0.0137(8) 0.0150(8) -0.0020(6) 0.0062(6) -0.0015(6) C1 0.0202(10) 0.0149(9) 0.0149(9) -0.0029(7) 0.0073(8) -0.0036(8) C2 0.0213(10) 0.0136(9) 0.0195(10) -0.0003(8) 0.0035(8) -0.0039(8) C3 0.0169(10) 0.0140(10) 0.0343(12) 0.0007(8) 0.0052(9) -0.0006(8) C4 0.0174(10) 0.0153(10) 0.0362(12) -0.0024(8) 0.0137(9) -0.0014(8) C5 0.0177(9) 0.0121(9) 0.0226(10) -0.0052(8) 0.0113(8) -0.0043(7) C6 0.0235(10) 0.0198(10) 0.0232(10) -0.0062(8) 0.0154(9) -0.0021(8) N2 0.0214(9) 0.0202(9) 0.0135(8) -0.0025(6) 0.0084(7) -0.0032(7) C8 0.0226(10) 0.0197(10) 0.0242(10) -0.0023(8) 0.0153(9) -0.0049(8) C9 0.0145(9) 0.0134(9) 0.0130(9) 0.0034(7) 0.0044(7) -0.0009(7) N3 0.0138(8) 0.0136(8) 0.0110(7) -0.0004(6) 0.0051(6) -0.0010(6) N4 0.0155(8) 0.0129(8) 0.0110(7) -0.0007(6) 0.0047(6) -0.0015(6) C10 0.0140(9) 0.0156(9) 0.0093(8) 0.0032(7) 0.0029(7) -0.0033(7) N7 0.0122(8) 0.0152(8) 0.0129(7) 0.0020(6) 0.0047(6) -0.0036(6) N8 0.0136(8) 0.0192(8) 0.0166(8) 0.0025(6) 0.0061(6) -0.0064(7) C21 0.0189(10) 0.0201(10) 0.0160(9) 0.0045(8) 0.0081(8) -0.0006(8) C22 0.0209(10) 0.0181(10) 0.0242(10) -0.0001(8) 0.0142(8) -0.0048(8) C23 0.0160(10) 0.0280(11) 0.0259(11) 0.0004(9) 0.0060(9) -0.0065(9) C24 0.0175(10) 0.0337(12) 0.0204(10) 0.0082(9) 0.0008(8) -0.0057(9) C11 0.0239(10) 0.0176(10) 0.0152(9) -0.0023(8) 0.0075(8) -0.0086(8) N5 0.0185(8) 0.0131(8) 0.0133(8) -0.0007(6) 0.0049(6) -0.0005(6) C13 0.0202(10) 0.0174(10) 0.0108(9) -0.0042(7) 0.0056(7) -0.0035(8) C14 0.0166(9) 0.0200(10) 0.0104(8) -0.0014(7) 0.0084(7) -0.0017(8) C15 0.0172(10) 0.0275(11) 0.0112(9) -0.0022(8) 0.0063(8) -0.0022(8) C16 0.0174(10) 0.0317(11) 0.0114(9) 0.0029(8) 0.0066(8) 0.0047(9) C17 0.0252(10) 0.0192(10) 0.0177(10) 0.0055(8) 0.0136(8) 0.0057(8) C18 0.0227(10) 0.0167(9) 0.0135(9) 0.0009(7) 0.0108(8) -0.0014(8) N6 0.0165(8) 0.0159(8) 0.0113(7) 0.0002(6) 0.0071(6) -0.0014(6) O100 0.0257(8) 0.0357(9) 0.0226(8) -0.0100(7) 0.0062(6) 0.0040(7) C100 0.0272(11) 0.0235(11) 0.0185(10) 0.0018(8) 0.0127(9) 0.0092(9) N100 0.0235(9) 0.0209(9) 0.0196(8) -0.0015(7) 0.0099(7) -0.0002(7) C101 0.0374(14) 0.0369(14) 0.0323(13) -0.0114(10) 0.0157(11) -0.0121(11) C102 0.0269(12) 0.0304(12) 0.0328(13) 0.0094(10) 0.0071(10) 0.0073(10) O200 0.0275(9) 0.0441(11) 0.0235(8) -0.0029(7) 0.0082(7) -0.0172(7) C200 0.0174(10) 0.0474(15) 0.0177(10) 0.0041(10) 0.0056(8) -0.0125(10) N200 0.0210(9) 0.0432(11) 0.0182(9) 0.0018(8) 0.0074(7) -0.0077(8) C201 0.0314(13) 0.0499(16) 0.0310(13) -0.0020(11) 0.0160(11) -0.0034(12) C202 0.0275(12) 0.0529(16) 0.0183(11) 0.0045(10) 0.0041(9) -0.0053(11) B1 0.0194(11) 0.0255(12) 0.0187(11) 0.0002(9) 0.0036(9) -0.0011(10) F11 0.0388(8) 0.0538(9) 0.0237(7) -0.0142(6) 0.0068(6) -0.0075(7) F12 0.0275(7) 0.0631(10) 0.0392(8) -0.0121(7) 0.0111(6) -0.0168(7) F13 0.0638(11) 0.0541(10) 0.0365(8) 0.0046(7) 0.0245(8) -0.0162(8) F14 0.0574(11) 0.0567(11) 0.0471(10) -0.0073(8) -0.0096(8) 0.0326(9) B2 0.0202(11) 0.0183(11) 0.0163(10) 0.0019(8) 0.0090(9) 0.0012(9) F21 0.0424(8) 0.0442(8) 0.0183(6) 0.0002(6) 0.0130(6) 0.0060(7) F22 0.0269(7) 0.0205(6) 0.0345(7) -0.0017(5) 0.0085(6) 0.0055(5) F23 0.0772(12) 0.0269(8) 0.0699(11) 0.0110(7) 0.0582(10) -0.0005(7) F24 0.0253(7) 0.0500(9) 0.0397(8) -0.0115(7) -0.0033(6) 0.0113(7) _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 Fe1 N3 2.1024(15) . y Fe1 N6 2.1248(16) 3_655 y Fe1 N4 2.1278(16) 3_655 y Fe1 N1 2.1373(16) . y Fe1 N5 2.3042(16) 3_655 y Fe1 N2 2.3341(17) . y N1 C1 1.347(2) . ? N1 C5 1.350(2) . ? C1 C2 1.378(3) . ? C1 H1 0.9500 . ? C2 C3 1.388(3) . ? C2 H2 0.9500 . ? C3 C4 1.389(3) . ? C3 H3 0.9500 . ? C4 C5 1.385(3) . ? C4 H4 0.9500 . ? C5 C6 1.505(3) . ? C6 N2 1.474(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? N2 C8 1.482(3) . ? N2 H2X 0.9300 . ? C8 C9 1.486(3) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 N3 1.304(2) . ? C9 N7 1.367(2) . ? N3 N4 1.392(2) . ? N4 C10 1.304(2) . ? N4 Fe1 2.1279(16) 3_655 ? C10 N7 1.364(2) . ? C10 C11 1.487(3) . ? N7 N8 1.382(2) . ? N8 C21 1.375(2) . ? N8 C24 1.379(3) . ? C21 C22 1.364(3) . ? C21 H21 0.9500 . ? C22 C23 1.411(3) . ? C22 H22 0.9500 . ? C23 C24 1.357(3) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C11 N5 1.482(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? N5 C13 1.481(2) . ? N5 Fe1 2.3042(16) 3_655 ? N5 H5X 0.9300 . ? C13 C14 1.511(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 N6 1.346(2) . ? C14 C15 1.385(3) . ? C15 C16 1.389(3) . ? C15 H15 0.9500 . ? C16 C17 1.381(3) . ? C16 H16 0.9500 . ? C17 C18 1.380(3) . ? C17 H17 0.9500 . ? C18 N6 1.340(2) . ? C18 H18 0.9500 . ? N6 Fe1 2.1248(16) 3_655 ? O100 C100 1.230(3) . ? C100 N100 1.330(3) . ? C100 H100 0.9500 . ? N100 C102 1.448(3) . ? N100 C101 1.455(3) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C101 H10C 0.9800 . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? C102 H10F 0.9800 . ? O200 C200 1.233(3) . ? C200 N200 1.337(3) . ? C200 H200 0.9500 . ? N200 C202 1.455(3) . ? N200 C201 1.459(3) . ? C201 H20A 0.9800 . ? C201 H20B 0.9800 . ? C201 H20C 0.9800 . ? C202 H20D 0.9800 . ? C202 H20E 0.9800 . ? C202 H20F 0.9800 . ? B1 F12 1.373(3) . ? B1 F14 1.379(3) . ? B1 F13 1.382(3) . ? B1 F11 1.390(3) . ? B2 F23 1.375(3) . ? B2 F24 1.382(3) . ? B2 F21 1.388(3) . ? B2 F22 1.389(3) . ? 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 N3 Fe1 N6 99.42(6) . 3_655 y N3 Fe1 N4 94.87(6) . 3_655 y N6 Fe1 N4 95.36(6) 3_655 3_655 y N3 Fe1 N1 95.43(6) . . y N6 Fe1 N1 158.97(6) 3_655 . y N4 Fe1 N1 98.14(6) 3_655 . y N3 Fe1 N5 169.27(6) . 3_655 y N6 Fe1 N5 76.94(6) 3_655 3_655 y N4 Fe1 N5 75.61(6) 3_655 3_655 y N1 Fe1 N5 90.88(6) . 3_655 y N3 Fe1 N2 75.17(6) . . y N6 Fe1 N2 94.03(6) 3_655 . y N4 Fe1 N2 167.32(6) 3_655 . y N1 Fe1 N2 75.43(6) . . y N5 Fe1 N2 114.93(6) 3_655 . y C1 N1 C5 118.59(17) . . ? C1 N1 Fe1 123.65(13) . . ? C5 N1 Fe1 117.75(13) . . ? N1 C1 C2 123.09(19) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.27(19) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C2 C3 C4 119.13(19) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 119.43(19) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 121.47(18) . . ? N1 C5 C6 115.94(17) . . ? C4 C5 C6 122.51(18) . . ? N2 C6 C5 111.56(16) . . ? N2 C6 H6A 109.3 . . ? C5 C6 H6A 109.3 . . ? N2 C6 H6B 109.3 . . ? C5 C6 H6B 109.3 . . ? H6A C6 H6B 108.0 . . ? C6 N2 C8 113.44(16) . . ? C6 N2 Fe1 104.29(11) . . ? C8 N2 Fe1 112.29(11) . . ? C6 N2 H2X 108.9 . . ? C8 N2 H2X 108.9 . . ? Fe1 N2 H2X 108.9 . . ? N2 C8 C9 109.44(16) . . ? N2 C8 H8A 109.8 . . ? C9 C8 H8A 109.8 . . ? N2 C8 H8B 109.8 . . ? C9 C8 H8B 109.8 . . ? H8A C8 H8B 108.2 . . ? N3 C9 N7 108.65(16) . . ? N3 C9 C8 123.27(17) . . ? N7 C9 C8 128.07(17) . . ? C9 N3 N4 108.00(15) . . ? C9 N3 Fe1 119.14(13) . . ? N4 N3 Fe1 132.09(12) . . ? C10 N4 N3 107.72(15) . . ? C10 N4 Fe1 117.74(12) . 3_655 ? N3 N4 Fe1 132.90(11) . 3_655 y N4 C10 N7 108.88(16) . . ? N4 C10 C11 123.04(17) . . ? N7 C10 C11 128.08(16) . . ? C10 N7 C9 106.73(15) . . ? C10 N7 N8 126.99(15) . . ? C9 N7 N8 126.21(16) . . ? C21 N8 C24 110.72(16) . . ? C21 N8 N7 124.49(16) . . ? C24 N8 N7 124.55(16) . . ? C22 C21 N8 106.27(17) . . ? C22 C21 H21 126.9 . . ? N8 C21 H21 126.9 . . ? C21 C22 C23 108.23(18) . . ? C21 C22 H22 125.9 . . ? C23 C22 H22 125.9 . . ? C24 C23 C22 108.37(18) . . ? C24 C23 H23 125.8 . . ? C22 C23 H23 125.8 . . ? C23 C24 N8 106.41(18) . . ? C23 C24 H24 126.8 . . ? N8 C24 H24 126.8 . . ? N5 C11 C10 109.56(15) . . ? N5 C11 H11A 109.8 . . ? C10 C11 H11A 109.8 . . ? N5 C11 H11B 109.8 . . ? C10 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? C13 N5 C11 113.20(15) . . ? C13 N5 Fe1 104.69(11) . 3_655 ? C11 N5 Fe1 112.96(11) . 3_655 ? C13 N5 H5X 108.6 . . ? C11 N5 H5X 108.6 . . ? Fe1 N5 H5X 108.6 3_655 . ? N5 C13 C14 110.46(15) . . ? N5 C13 H13A 109.6 . . ? C14 C13 H13A 109.6 . . ? N5 C13 H13B 109.6 . . ? C14 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? N6 C14 C15 121.90(18) . . ? N6 C14 C13 115.65(16) . . ? C15 C14 C13 122.41(17) . . ? C14 C15 C16 118.87(18) . . ? C14 C15 H15 120.6 . . ? C16 C15 H15 120.6 . . ? C17 C16 C15 119.18(18) . . ? C17 C16 H16 120.4 . . ? C15 C16 H16 120.4 . . ? C18 C17 C16 118.70(19) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? N6 C18 C17 122.63(18) . . ? N6 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? C18 N6 C14 118.71(17) . . ? C18 N6 Fe1 123.36(13) . 3_655 ? C14 N6 Fe1 117.01(12) . 3_655 ? O100 C100 N100 126.4(2) . . ? O100 C100 H100 116.8 . . ? N100 C100 H100 116.8 . . ? C100 N100 C102 121.75(18) . . ? C100 N100 C101 121.34(19) . . ? C102 N100 C101 116.90(19) . . ? N100 C101 H10A 109.5 . . ? N100 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? N100 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? N100 C102 H10D 109.5 . . ? N100 C102 H10E 109.5 . . ? H10D C102 H10E 109.5 . . ? N100 C102 H10F 109.5 . . ? H10D C102 H10F 109.5 . . ? H10E C102 H10F 109.5 . . ? O200 C200 N200 125.0(2) . . ? O200 C200 H200 117.5 . . ? N200 C200 H200 117.5 . . ? C200 N200 C202 121.2(2) . . ? C200 N200 C201 121.5(2) . . ? C202 N200 C201 117.22(19) . . ? N200 C201 H20A 109.5 . . ? N200 C201 H20B 109.5 . . ? H20A C201 H20B 109.5 . . ? N200 C201 H20C 109.5 . . ? H20A C201 H20C 109.5 . . ? H20B C201 H20C 109.5 . . ? N200 C202 H20D 109.5 . . ? N200 C202 H20E 109.5 . . ? H20D C202 H20E 109.5 . . ? N200 C202 H20F 109.5 . . ? H20D C202 H20F 109.5 . . ? H20E C202 H20F 109.5 . . ? F12 B1 F14 110.1(2) . . ? F12 B1 F13 109.10(18) . . ? F14 B1 F13 107.9(2) . . ? F12 B1 F11 110.34(19) . . ? F14 B1 F11 109.73(18) . . ? F13 B1 F11 109.62(19) . . ? F23 B2 F24 109.42(18) . . ? F23 B2 F21 108.27(18) . . ? F24 B2 F21 109.29(18) . . ? F23 B2 F22 110.38(18) . . ? F24 B2 F22 109.50(17) . . ? F21 B2 F22 109.97(17) . . ? 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 N3 Fe1 N1 C1 -90.59(15) . . . . ? N6 Fe1 N1 C1 134.57(18) 3_655 . . . ? N4 Fe1 N1 C1 5.13(15) 3_655 . . . ? N5 Fe1 N1 C1 80.71(15) 3_655 . . . ? N2 Fe1 N1 C1 -163.72(16) . . . . ? N3 Fe1 N1 C5 88.44(14) . . . . ? N6 Fe1 N1 C5 -46.4(2) 3_655 . . . ? N4 Fe1 N1 C5 -175.84(13) 3_655 . . . ? N5 Fe1 N1 C5 -100.25(13) 3_655 . . . ? N2 Fe1 N1 C5 15.32(13) . . . . ? C5 N1 C1 C2 0.3(3) . . . . ? Fe1 N1 C1 C2 179.30(14) . . . . ? N1 C1 C2 C3 0.9(3) . . . . ? C1 C2 C3 C4 -1.5(3) . . . . ? C2 C3 C4 C5 1.2(3) . . . . ? C1 N1 C5 C4 -0.7(3) . . . . ? Fe1 N1 C5 C4 -179.79(14) . . . . ? C1 N1 C5 C6 -177.50(17) . . . . ? Fe1 N1 C5 C6 3.4(2) . . . . ? C3 C4 C5 N1 0.0(3) . . . . ? C3 C4 C5 C6 176.57(18) . . . . ? N1 C5 C6 N2 -32.6(2) . . . . ? C4 C5 C6 N2 150.68(18) . . . . ? C5 C6 N2 C8 -81.5(2) . . . . ? C5 C6 N2 Fe1 41.02(17) . . . . ? N3 Fe1 N2 C6 -129.75(12) . . . . ? N6 Fe1 N2 C6 131.56(12) 3_655 . . . ? N4 Fe1 N2 C6 -90.7(3) 3_655 . . . ? N1 Fe1 N2 C6 -29.97(11) . . . . ? N5 Fe1 N2 C6 54.10(13) 3_655 . . . ? N3 Fe1 N2 C8 -6.52(13) . . . . ? N6 Fe1 N2 C8 -105.21(13) 3_655 . . . ? N4 Fe1 N2 C8 32.5(3) 3_655 . . . ? N1 Fe1 N2 C8 93.26(13) . . . . ? N5 Fe1 N2 C8 177.33(12) 3_655 . . . ? C6 N2 C8 C9 122.83(17) . . . . ? Fe1 N2 C8 C9 4.90(19) . . . . ? N2 C8 C9 N3 1.2(3) . . . . ? N2 C8 C9 N7 -178.75(17) . . . . ? N7 C9 N3 N4 1.15(19) . . . . ? C8 C9 N3 N4 -178.80(17) . . . . ? N7 C9 N3 Fe1 172.26(11) . . . . ? C8 C9 N3 Fe1 -7.7(2) . . . . ? N6 Fe1 N3 C9 99.23(14) 3_655 . . . ? N4 Fe1 N3 C9 -164.50(14) 3_655 . . . ? N1 Fe1 N3 C9 -65.83(14) . . . . ? N5 Fe1 N3 C9 168.4(3) 3_655 . . . ? N2 Fe1 N3 C9 7.52(13) . . . . ? N6 Fe1 N3 N4 -92.19(15) 3_655 . . . ? N4 Fe1 N3 N4 4.08(18) 3_655 . . . ? N1 Fe1 N3 N4 102.76(15) . . . . ? N5 Fe1 N3 N4 -23.0(4) 3_655 . . . ? N2 Fe1 N3 N4 176.10(16) . . . . ? C9 N3 N4 C10 -0.62(19) . . . . ? Fe1 N3 N4 C10 -170.15(13) . . . . ? C9 N3 N4 Fe1 163.97(13) . . . 3_655 ? Fe1 N3 N4 Fe1 -5.6(2) . . . 3_655 ? N3 N4 C10 N7 -0.16(19) . . . . ? Fe1 N4 C10 N7 -167.46(11) 3_655 . . . ? N3 N4 C10 C11 -179.77(16) . . . . ? Fe1 N4 C10 C11 12.9(2) 3_655 . . . ? N4 C10 N7 C9 0.8(2) . . . . ? C11 C10 N7 C9 -179.57(18) . . . . ? N4 C10 N7 N8 177.97(16) . . . . ? C11 C10 N7 N8 -2.4(3) . . . . ? N3 C9 N7 C10 -1.2(2) . . . . ? C8 C9 N7 C10 178.71(18) . . . . ? N3 C9 N7 N8 -178.40(16) . . . . ? C8 C9 N7 N8 1.6(3) . . . . ? C10 N7 N8 C21 109.4(2) . . . . ? C9 N7 N8 C21 -74.0(3) . . . . ? C10 N7 N8 C24 -76.7(3) . . . . ? C9 N7 N8 C24 99.8(2) . . . . ? C24 N8 C21 C22 0.4(2) . . . . ? N7 N8 C21 C22 174.93(17) . . . . ? N8 C21 C22 C23 0.1(2) . . . . ? C21 C22 C23 C24 -0.5(3) . . . . ? C22 C23 C24 N8 0.7(3) . . . . ? C21 N8 C24 C23 -0.7(3) . . . . ? N7 N8 C24 C23 -175.26(18) . . . . ? N4 C10 C11 N5 -10.6(3) . . . . ? N7 C10 C11 N5 169.90(17) . . . . ? C10 C11 N5 C13 -115.48(17) . . . . ? C10 C11 N5 Fe1 3.29(19) . . . 3_655 ? C11 N5 C13 C14 82.66(19) . . . . ? Fe1 N5 C13 C14 -40.78(17) 3_655 . . . ? N5 C13 C14 N6 39.4(2) . . . . ? N5 C13 C14 C15 -143.11(18) . . . . ? N6 C14 C15 C16 1.1(3) . . . . ? C13 C14 C15 C16 -176.32(17) . . . . ? C14 C15 C16 C17 -0.4(3) . . . . ? C15 C16 C17 C18 0.2(3) . . . . ? C16 C17 C18 N6 -0.6(3) . . . . ? C17 C18 N6 C14 1.2(3) . . . . ? C17 C18 N6 Fe1 -167.41(14) . . . 3_655 ? C15 C14 N6 C18 -1.5(3) . . . . ? C13 C14 N6 C18 176.09(16) . . . . ? C15 C14 N6 Fe1 167.90(14) . . . 3_655 ? C13 C14 N6 Fe1 -14.6(2) . . . 3_655 ? O100 C100 N100 C102 1.9(3) . . . . ? O100 C100 N100 C101 -179.4(2) . . . . ? O200 C200 N200 C202 -2.0(3) . . . . ? O200 C200 N200 C201 175.0(2) . . . . ? 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 N5 H5X F21 0.93 2.21 3.115(2) 164.4 . N2 H2X F24 0.93 2.23 3.099(2) 154.4 4_556 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.493 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.062 #===END data_jak588_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H56 B4 F16 Fe2 N16' _chemical_formula_weight 1412.11 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' 'B' 'B' 0.0013 0.0007 '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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 '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(1)/c 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 11.604(3) _cell_length_b 20.012(6) _cell_length_c 27.927(7) _cell_angle_alpha 90.00 _cell_angle_beta 97.959(14) _cell_angle_gamma 90.00 _cell_volume 6423(3) _cell_formula_units_Z 4 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 1415 _cell_measurement_theta_min 2.254 _cell_measurement_theta_max 17.686 _exptl_crystal_description Plate _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.460 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2880 _exptl_absorpt_coefficient_mu 0.549 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.6087 _exptl_absorpt_correction_T_max 0.9730 _exptl_absorpt_process_details 'SCALE(Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34960 _diffrn_reflns_av_R_equivalents 0.1221 _diffrn_reflns_av_sigmaI/netI 0.1983 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 25.00 _reflns_number_total 11229 _reflns_number_gt 5028 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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. [Fe(II)2 (PMRT)2] (BF4)4, where R is N(Ph2)2. Entire complex in asymm unit. No solvent and no disorder in final atom lists as SQUEEZE was applied to deal with these regions. All non-H ANIS. All H calc and ride except the 4 x NH protons which were found and AFIX 01'ed. Weak dataset so cut at 50degrees 2theta. ; _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^)+(0.0625P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11229 _refine_ls_number_parameters 849 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1701 _refine_ls_R_factor_gt 0.0705 _refine_ls_wR_factor_ref 0.1686 _refine_ls_wR_factor_gt 0.1402 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.924 _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 Fe1 Fe 0.40445(7) 0.21262(4) 0.22996(3) 0.0247(3) Uani 1 1 d . . . Fe2 Fe 0.18674(7) 0.04256(4) 0.18337(3) 0.0236(2) Uani 1 1 d . . . N1 N 0.3062(4) -0.0116(2) 0.14497(16) 0.0226(12) Uani 1 1 d . . . N2 N 0.0905(4) 0.0343(2) 0.10679(16) 0.0251(13) Uani 1 1 d . . . H2X H 0.0153 0.0283 0.1036 0.030 Uiso 1 1 d . . . N3 N 0.2098(4) 0.1387(2) 0.15271(16) 0.0218(12) Uani 1 1 d . . . N4 N 0.2781(4) 0.1938(2) 0.16840(16) 0.0255(13) Uani 1 1 d . . . N5 N 0.4213(4) 0.3034(2) 0.18078(16) 0.0264(13) Uani 1 1 d . . . H5X H 0.4033 0.3311 0.2031 0.032 Uiso 1 1 d . . . N6 N 0.5498(4) 0.1889(2) 0.19428(17) 0.0263(13) Uani 1 1 d . . . N7 N 0.2204(4) 0.2037(2) 0.09186(15) 0.0213(12) Uani 1 1 d . . . N8 N 0.2198(4) 0.2266(2) 0.04419(16) 0.0241(13) Uani 1 1 d . . . C1 C 0.4207(5) -0.0179(3) 0.1609(2) 0.0247(15) Uani 1 1 d . . . H1 H 0.4479 -0.0085 0.1939 0.030 Uiso 1 1 calc R . . C2 C 0.4995(6) -0.0373(3) 0.1310(2) 0.0309(16) Uani 1 1 d . . . H2 H 0.5791 -0.0438 0.1436 0.037 Uiso 1 1 calc R . . C3 C 0.4611(6) -0.0473(3) 0.0822(2) 0.0335(17) Uani 1 1 d . . . H3 H 0.5149 -0.0568 0.0604 0.040 Uiso 1 1 calc R . . C4 C 0.3429(6) -0.0431(3) 0.0657(2) 0.0284(16) Uani 1 1 d . . . H4 H 0.3143 -0.0518 0.0327 0.034 Uiso 1 1 calc R . . C5 C 0.2687(5) -0.0264(3) 0.0973(2) 0.0231(15) Uani 1 1 d . . . C6 C 0.1390(5) -0.0245(3) 0.0847(2) 0.0251(16) Uani 1 1 d . . . H6A H 0.1181 -0.0226 0.0491 0.030 Uiso 1 1 calc R . . H6B H 0.1050 -0.0658 0.0965 0.030 Uiso 1 1 calc R . . C7 C 0.0997(5) 0.0960(3) 0.0776(2) 0.0276(16) Uani 1 1 d . . . H7A H 0.1318 0.0846 0.0475 0.033 Uiso 1 1 calc R . . H7B H 0.0214 0.1156 0.0684 0.033 Uiso 1 1 calc R . . C8 C 0.1766(5) 0.1454(3) 0.1059(2) 0.0214(15) Uani 1 1 d . . . C9 C 0.2830(5) 0.2322(3) 0.1311(2) 0.0252(16) Uani 1 1 d . . . C10 C 0.3475(5) 0.2961(3) 0.1332(2) 0.0277(16) Uani 1 1 d . . . H10A H 0.2919 0.3338 0.1282 0.033 Uiso 1 1 calc R . . H10B H 0.3971 0.2974 0.1071 0.033 Uiso 1 1 calc R . . C11 C 0.5453(5) 0.3076(3) 0.1767(2) 0.0291(17) Uani 1 1 d . . . H11A H 0.5876 0.3275 0.2065 0.035 Uiso 1 1 calc R . . H11B H 0.5570 0.3367 0.1491 0.035 Uiso 1 1 calc R . . C12 C 0.5935(5) 0.2384(3) 0.1692(2) 0.0246(16) Uani 1 1 d . . . C13 C 0.6755(5) 0.2274(3) 0.1391(2) 0.0328(17) Uani 1 1 d . . . H13 H 0.7034 0.2632 0.1216 0.039 Uiso 1 1 calc R . . C14 C 0.7173(6) 0.1627(3) 0.1346(2) 0.0367(18) Uani 1 1 d . . . H14 H 0.7737 0.1538 0.1138 0.044 Uiso 1 1 calc R . . C15 C 0.6766(5) 0.1128(3) 0.1602(2) 0.0327(17) Uani 1 1 d . . . H15 H 0.7044 0.0685 0.1578 0.039 Uiso 1 1 calc R . . C16 C 0.5942(5) 0.1271(3) 0.1898(2) 0.0303(17) Uani 1 1 d . . . H16 H 0.5672 0.0917 0.2080 0.036 Uiso 1 1 calc R . . C17 C 0.3249(5) 0.2107(3) 0.0243(2) 0.0244(15) Uani 1 1 d . . . C18 C 0.3507(6) 0.2480(3) -0.0148(2) 0.0307(17) Uani 1 1 d . . . H18 H 0.2971 0.2804 -0.0294 0.037 Uiso 1 1 calc R . . C19 C 0.4535(6) 0.2376(3) -0.0321(2) 0.0404(18) Uani 1 1 d . . . H19 H 0.4708 0.2630 -0.0590 0.049 Uiso 1 1 calc R . . C20 C 0.5334(6) 0.1908(3) -0.0114(2) 0.0401(19) Uani 1 1 d . . . H20 H 0.6062 0.1856 -0.0228 0.048 Uiso 1 1 calc R . . C21 C 0.5054(6) 0.1519(3) 0.0263(2) 0.0358(18) Uani 1 1 d . . . H21 H 0.5578 0.1181 0.0396 0.043 Uiso 1 1 calc R . . C22 C 0.4022(5) 0.1615(3) 0.0451(2) 0.0306(16) Uani 1 1 d . . . H22 H 0.3842 0.1353 0.0714 0.037 Uiso 1 1 calc R . . C23 C 0.1049(5) 0.2242(3) 0.0160(2) 0.0253(16) Uani 1 1 d . . . C24 C 0.0875(6) 0.1913(3) -0.0286(2) 0.0290(16) Uani 1 1 d . . . H24 H 0.1499 0.1701 -0.0414 0.035 Uiso 1 1 calc R . . C25 C -0.0244(6) 0.1910(3) -0.0533(2) 0.0392(19) Uani 1 1 d . . . H25 H -0.0377 0.1714 -0.0845 0.047 Uiso 1 1 calc R . . C26 C -0.1160(6) 0.2179(3) -0.0344(2) 0.0399(19) Uani 1 1 d . . . H26 H -0.1923 0.2148 -0.0516 0.048 Uiso 1 1 calc R . . C27 C -0.0978(6) 0.2496(3) 0.0100(2) 0.0381(18) Uani 1 1 d . . . H27 H -0.1614 0.2683 0.0234 0.046 Uiso 1 1 calc R . . C28 C 0.0154(5) 0.2538(3) 0.0349(2) 0.0289(16) Uani 1 1 d . . . H28 H 0.0296 0.2772 0.0648 0.035 Uiso 1 1 calc R . . N41 N 0.2941(4) 0.2680(2) 0.27108(17) 0.0284(13) Uani 1 1 d . . . N42 N 0.5074(4) 0.2201(2) 0.30594(16) 0.0266(13) Uani 1 1 d . . . H42X H 0.5815 0.2225 0.3026 0.032 Uiso 1 1 d . . . N43 N 0.3812(4) 0.1173(2) 0.26053(16) 0.0245(13) Uani 1 1 d . . . N44 N 0.3096(4) 0.0626(2) 0.24597(17) 0.0247(13) Uani 1 1 d . . . N45 N 0.1547(4) -0.0411(2) 0.23479(16) 0.0283(13) Uani 1 1 d . . . H45X H 0.1799 -0.0767 0.2209 0.034 Uiso 1 1 d . . . N46 N 0.0341(4) 0.0759(2) 0.21468(17) 0.0260(13) Uani 1 1 d . . . N47 N 0.3546(4) 0.0598(3) 0.32485(17) 0.0299(14) Uani 1 1 d . . . N48 N 0.3401(5) 0.0503(3) 0.37289(18) 0.0390(15) Uani 1 1 d . . . C41 C 0.1793(6) 0.2756(3) 0.2593(2) 0.0323(17) Uani 1 1 d . . . H41 H 0.1444 0.2604 0.2285 0.039 Uiso 1 1 calc R . . C42 C 0.1084(6) 0.3043(3) 0.2894(2) 0.0345(17) Uani 1 1 d . . . H42 H 0.0269 0.3081 0.2798 0.041 Uiso 1 1 calc R . . C43 C 0.1593(5) 0.3270(3) 0.3337(2) 0.0300(16) Uani 1 1 d . . . H43 H 0.1134 0.3465 0.3557 0.036 Uiso 1 1 calc R . . C44 C 0.2790(5) 0.3211(3) 0.3460(2) 0.0261(16) Uani 1 1 d . . . H44 H 0.3159 0.3378 0.3761 0.031 Uiso 1 1 calc R . . C45 C 0.3431(5) 0.2915(3) 0.3150(2) 0.0243(15) Uani 1 1 d . . . C46 C 0.4737(5) 0.2850(3) 0.3245(2) 0.0312(17) Uani 1 1 d . . . H46A H 0.5103 0.3217 0.3082 0.037 Uiso 1 1 calc R . . H46B H 0.5005 0.2880 0.3596 0.037 Uiso 1 1 calc R . . C47 C 0.4838(6) 0.1631(3) 0.3363(2) 0.0396(19) Uani 1 1 d . . . H47A H 0.4460 0.1790 0.3638 0.048 Uiso 1 1 calc R . . H47B H 0.5580 0.1411 0.3494 0.048 Uiso 1 1 calc R . . C48 C 0.4071(5) 0.1145(3) 0.3075(2) 0.0279(16) Uani 1 1 d . . . C49 C 0.2928(5) 0.0297(3) 0.2850(2) 0.0273(16) Uani 1 1 d . . . C50 C 0.2201(5) -0.0322(3) 0.2841(2) 0.0340(18) Uani 1 1 d . . . H50A H 0.2706 -0.0714 0.2928 0.041 Uiso 1 1 calc R . . H50B H 0.1649 -0.0283 0.3080 0.041 Uiso 1 1 calc R . . C51 C 0.0265(5) -0.0413(3) 0.2355(2) 0.0338(17) Uani 1 1 d . . . H51A H 0.0077 -0.0681 0.2632 0.041 Uiso 1 1 calc R . . H51B H -0.0134 -0.0617 0.2054 0.041 Uiso 1 1 calc R . . C52 C -0.0155(6) 0.0297(3) 0.2398(2) 0.0320(17) Uani 1 1 d . . . C53 C -0.1028(6) 0.0447(4) 0.2675(2) 0.0414(19) Uani 1 1 d . . . H53 H -0.1370 0.0111 0.2850 0.050 Uiso 1 1 calc R . . C54 C -0.1381(6) 0.1117(4) 0.2685(2) 0.0406(19) Uani 1 1 d . . . H54 H -0.1961 0.1244 0.2876 0.049 Uiso 1 1 calc R . . C55 C -0.0896(5) 0.1585(3) 0.2421(2) 0.0351(17) Uani 1 1 d . . . H55 H -0.1150 0.2036 0.2417 0.042 Uiso 1 1 calc R . . C56 C -0.0033(5) 0.1390(3) 0.2162(2) 0.0309(17) Uani 1 1 d . . . H56 H 0.0316 0.1720 0.1984 0.037 Uiso 1 1 calc R . . C57 C 0.3971(6) -0.0067(3) 0.3979(2) 0.0302(16) Uani 1 1 d . . . C58 C 0.5163(6) -0.0064(4) 0.4080(2) 0.049(2) Uani 1 1 d . . . H58 H 0.5604 0.0284 0.3961 0.058 Uiso 1 1 calc R . . C59 C 0.5715(7) -0.0574(4) 0.4359(3) 0.058(2) Uani 1 1 d . . . H59 H 0.6539 -0.0573 0.4433 0.070 Uiso 1 1 calc R . . C60 C 0.5103(8) -0.1065(4) 0.4524(2) 0.056(2) Uani 1 1 d . . . H60 H 0.5488 -0.1405 0.4724 0.067 Uiso 1 1 calc R . . C61 C 0.3906(8) -0.1078(4) 0.4404(3) 0.055(2) Uani 1 1 d . . . H61 H 0.3473 -0.1436 0.4515 0.067 Uiso 1 1 calc R . . C62 C 0.3335(6) -0.0581(3) 0.4126(2) 0.043(2) Uani 1 1 d . . . H62 H 0.2514 -0.0595 0.4039 0.051 Uiso 1 1 calc R . . C63 C 0.2455(6) 0.0828(3) 0.3885(2) 0.0328(17) Uani 1 1 d . . . C64 C 0.2348(6) 0.0803(3) 0.4378(2) 0.0379(18) Uani 1 1 d . . . H64 H 0.2904 0.0564 0.4595 0.045 Uiso 1 1 calc R . . C65 C 0.1447(7) 0.1122(3) 0.4549(3) 0.049(2) Uani 1 1 d . . . H65 H 0.1368 0.1090 0.4882 0.059 Uiso 1 1 calc R . . C66 C 0.0647(7) 0.1492(3) 0.4244(3) 0.051(2) Uani 1 1 d . . . H66 H 0.0019 0.1709 0.4365 0.062 Uiso 1 1 calc R . . C67 C 0.0772(6) 0.1542(3) 0.3767(3) 0.047(2) Uani 1 1 d . . . H67 H 0.0239 0.1806 0.3558 0.057 Uiso 1 1 calc R . . C68 C 0.1672(6) 0.1210(3) 0.3578(2) 0.0401(19) Uani 1 1 d . . . H68 H 0.1746 0.1246 0.3245 0.048 Uiso 1 1 calc R . . B11 B -0.0488(10) 0.3287(6) 0.1540(4) 0.064(3) Uani 1 1 d . . . F11 F -0.0054(7) 0.3941(4) 0.1561(2) 0.190(4) Uani 1 1 d . . . F12 F 0.0316(5) 0.2858(4) 0.15014(16) 0.158(4) Uani 1 1 d . . . F13 F -0.1051(4) 0.3200(2) 0.19349(15) 0.0700(13) Uani 1 1 d . . . F14 F -0.1264(4) 0.3304(2) 0.11149(15) 0.0641(13) Uani 1 1 d . . . B21 B 0.3833(7) 0.4753(4) 0.2156(3) 0.031(2) Uani 1 1 d . . . F21 F 0.3772(3) 0.53964(17) 0.19650(13) 0.0446(10) Uani 1 1 d . . . F22 F 0.3554(3) 0.47756(18) 0.26240(13) 0.0466(11) Uani 1 1 d . . . F23 F 0.3034(3) 0.43406(16) 0.18731(13) 0.0450(11) Uani 1 1 d . . . F24 F 0.4947(3) 0.44905(17) 0.21608(13) 0.0428(10) Uani 1 1 d . . . B31 B 0.2320(7) -0.1892(4) 0.1751(3) 0.036(2) Uani 1 1 d . . . F31 F 0.2996(3) -0.1580(2) 0.21358(12) 0.0485(11) Uani 1 1 d . . . F32 F 0.2814(3) -0.17760(17) 0.13281(12) 0.0357(9) Uani 1 1 d . . . F33 F 0.2304(4) -0.25740(19) 0.18321(16) 0.0724(14) Uani 1 1 d . . . F34 F 0.1211(3) -0.16222(17) 0.16984(12) 0.0413(10) Uani 1 1 d . . . B41 B -0.2078(7) -0.0145(4) 0.0671(3) 0.0294(19) Uani 1 1 d . . . F41 F -0.1272(3) -0.01618(18) 0.03498(11) 0.0377(10) Uani 1 1 d . . . F42 F -0.2845(3) 0.03708(18) 0.05722(12) 0.0506(11) Uani 1 1 d . . . F43 F -0.1469(3) -0.00654(19) 0.11423(11) 0.0438(11) Uani 1 1 d . . . F44 F -0.2661(3) -0.07552(17) 0.06546(12) 0.0436(10) Uani 1 1 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 Fe1 0.0273(5) 0.0227(5) 0.0232(5) -0.0051(4) -0.0003(4) 0.0035(4) Fe2 0.0271(5) 0.0215(5) 0.0215(5) 0.0006(4) 0.0006(4) 0.0016(4) N1 0.028(3) 0.017(3) 0.023(3) 0.001(2) 0.002(3) 0.002(2) N2 0.019(3) 0.022(3) 0.032(3) 0.003(2) -0.003(2) -0.001(2) N3 0.021(3) 0.018(3) 0.025(3) -0.004(2) -0.001(2) 0.005(2) N4 0.029(3) 0.018(3) 0.028(3) -0.003(2) 0.000(3) 0.001(2) N5 0.034(3) 0.023(3) 0.023(3) -0.005(2) 0.002(3) -0.004(3) N6 0.032(3) 0.019(3) 0.027(3) -0.003(2) -0.001(3) 0.000(3) N7 0.028(3) 0.016(3) 0.018(3) 0.003(2) -0.002(2) 0.001(2) N8 0.029(3) 0.026(3) 0.016(3) 0.006(2) 0.000(3) 0.000(2) C1 0.027(4) 0.022(3) 0.025(4) -0.003(3) 0.001(3) 0.002(3) C2 0.031(4) 0.033(4) 0.030(4) -0.003(3) 0.007(3) -0.001(3) C3 0.048(5) 0.030(4) 0.028(4) -0.003(3) 0.024(3) -0.004(4) C4 0.038(4) 0.027(4) 0.018(4) -0.001(3) -0.003(3) -0.001(3) C5 0.035(4) 0.016(3) 0.017(4) 0.001(3) 0.000(3) -0.004(3) C6 0.033(4) 0.015(3) 0.025(4) -0.002(3) -0.002(3) -0.003(3) C7 0.028(4) 0.024(4) 0.030(4) 0.006(3) 0.002(3) 0.001(3) C8 0.020(4) 0.022(3) 0.021(4) -0.002(3) -0.002(3) 0.003(3) C9 0.032(4) 0.018(3) 0.026(4) -0.007(3) 0.002(3) 0.006(3) C10 0.045(4) 0.007(3) 0.029(4) 0.001(3) -0.001(3) -0.001(3) C11 0.035(4) 0.021(4) 0.030(4) -0.009(3) 0.000(3) -0.004(3) C12 0.022(4) 0.020(3) 0.027(4) -0.001(3) -0.014(3) -0.004(3) C13 0.025(4) 0.045(5) 0.028(4) 0.008(3) 0.002(3) -0.003(3) C14 0.029(4) 0.053(5) 0.029(4) 0.000(4) 0.010(3) 0.005(4) C15 0.030(4) 0.038(4) 0.029(4) -0.006(3) -0.001(3) 0.005(3) C16 0.032(4) 0.028(4) 0.028(4) 0.000(3) -0.002(3) 0.006(3) C17 0.027(4) 0.026(4) 0.018(3) -0.005(3) -0.003(3) -0.006(3) C18 0.046(5) 0.026(4) 0.020(4) 0.002(3) 0.004(3) 0.008(3) C19 0.053(5) 0.033(4) 0.039(4) -0.006(3) 0.019(4) -0.004(4) C20 0.036(4) 0.047(5) 0.040(4) -0.020(4) 0.012(4) -0.005(4) C21 0.030(4) 0.040(4) 0.036(4) 0.002(3) 0.002(4) 0.006(4) C22 0.033(4) 0.040(4) 0.019(4) -0.004(3) 0.003(3) 0.001(4) C23 0.022(4) 0.023(4) 0.030(4) 0.009(3) -0.001(3) 0.007(3) C24 0.037(4) 0.018(3) 0.033(4) -0.001(3) 0.007(3) 0.001(3) C25 0.044(5) 0.034(4) 0.035(4) 0.003(3) -0.008(4) -0.015(4) C26 0.032(4) 0.050(5) 0.035(4) 0.010(4) -0.004(4) -0.011(4) C27 0.034(4) 0.045(4) 0.036(4) 0.010(4) 0.007(4) 0.012(4) C28 0.033(4) 0.036(4) 0.018(3) 0.004(3) 0.001(3) 0.000(3) N41 0.025(3) 0.028(3) 0.030(3) -0.007(2) -0.002(3) -0.002(3) N42 0.024(3) 0.027(3) 0.029(3) -0.010(2) 0.003(2) 0.004(3) N43 0.028(3) 0.022(3) 0.020(3) -0.005(2) -0.008(3) 0.006(2) N44 0.025(3) 0.022(3) 0.026(3) -0.001(2) 0.002(2) -0.001(2) N45 0.030(3) 0.028(3) 0.027(3) 0.002(2) 0.004(3) 0.000(3) N46 0.023(3) 0.027(3) 0.027(3) -0.002(2) 0.001(2) -0.003(3) N47 0.033(3) 0.041(4) 0.016(3) -0.001(3) 0.003(3) 0.008(3) N48 0.042(4) 0.056(4) 0.020(3) 0.009(3) 0.008(3) 0.024(3) C41 0.028(4) 0.028(4) 0.037(4) -0.017(3) -0.008(3) -0.002(3) C42 0.029(4) 0.039(4) 0.036(4) 0.000(3) 0.003(3) 0.003(3) C43 0.034(4) 0.022(4) 0.037(4) -0.003(3) 0.016(3) 0.003(3) C44 0.023(4) 0.023(4) 0.032(4) -0.001(3) 0.005(3) 0.000(3) C45 0.024(4) 0.029(4) 0.022(4) -0.001(3) 0.012(3) 0.007(3) C46 0.029(4) 0.041(4) 0.023(4) -0.017(3) 0.003(3) 0.000(3) C47 0.053(5) 0.039(4) 0.021(4) -0.001(3) -0.015(4) 0.008(4) C48 0.033(4) 0.032(4) 0.018(4) -0.001(3) 0.000(3) 0.017(3) C49 0.025(4) 0.030(4) 0.026(4) 0.009(3) 0.000(3) 0.005(3) C50 0.024(4) 0.045(4) 0.030(4) 0.022(3) -0.006(3) 0.003(3) C51 0.035(4) 0.028(4) 0.036(4) 0.005(3) -0.002(3) -0.004(3) C52 0.034(4) 0.031(4) 0.028(4) 0.003(3) -0.004(3) -0.002(3) C53 0.026(4) 0.058(5) 0.042(5) 0.006(4) 0.009(4) -0.014(4) C54 0.021(4) 0.052(5) 0.049(5) -0.018(4) 0.004(4) 0.011(4) C55 0.022(4) 0.037(4) 0.047(5) -0.008(4) 0.010(4) -0.003(3) C56 0.021(4) 0.036(4) 0.034(4) -0.001(3) -0.001(3) -0.007(3) C57 0.030(4) 0.041(4) 0.019(4) 0.001(3) 0.000(3) 0.004(4) C58 0.044(5) 0.063(5) 0.039(4) 0.021(4) 0.009(4) -0.002(4) C59 0.053(6) 0.073(6) 0.043(5) 0.016(4) -0.014(4) 0.015(5) C60 0.077(7) 0.061(6) 0.030(4) 0.009(4) 0.009(5) 0.034(5) C61 0.076(7) 0.038(5) 0.056(5) -0.006(4) 0.020(5) 0.006(5) C62 0.049(5) 0.037(4) 0.038(4) -0.007(3) -0.005(4) -0.001(4) C63 0.029(4) 0.041(4) 0.029(4) -0.008(3) 0.002(3) -0.002(4) C64 0.045(5) 0.034(4) 0.035(4) -0.013(3) 0.009(4) -0.011(4) C65 0.062(6) 0.034(4) 0.061(5) -0.020(4) 0.041(5) -0.013(4) C66 0.052(5) 0.025(4) 0.085(6) -0.024(4) 0.038(5) 0.001(4) C67 0.045(5) 0.036(4) 0.063(6) -0.008(4) 0.017(4) -0.005(4) C68 0.036(5) 0.046(5) 0.039(4) -0.004(4) 0.008(4) 0.000(4) B11 0.062(7) 0.087(8) 0.050(7) -0.044(6) 0.028(6) -0.050(7) F11 0.256(9) 0.205(7) 0.139(5) -0.109(5) 0.128(6) -0.187(7) F12 0.150(6) 0.290(9) 0.031(3) -0.008(4) 0.001(3) 0.170(6) F13 0.083(3) 0.071(3) 0.059(3) -0.016(2) 0.022(3) -0.023(3) F14 0.058(3) 0.075(3) 0.062(3) 0.020(2) 0.018(2) 0.021(3) B21 0.024(5) 0.037(5) 0.030(5) -0.010(4) 0.000(4) 0.002(4) F21 0.047(2) 0.025(2) 0.065(3) -0.0022(19) 0.019(2) 0.0029(19) F22 0.042(2) 0.054(3) 0.042(2) -0.001(2) 0.000(2) 0.006(2) F23 0.036(2) 0.037(2) 0.060(3) -0.025(2) -0.004(2) 0.0014(19) F24 0.033(2) 0.036(2) 0.058(3) -0.0154(19) -0.0013(19) 0.0069(19) B31 0.030(5) 0.042(5) 0.038(5) 0.009(4) 0.007(4) 0.002(4) F31 0.032(2) 0.085(3) 0.026(2) 0.002(2) -0.0051(19) 0.016(2) F32 0.027(2) 0.047(2) 0.033(2) 0.0046(18) 0.0036(17) -0.0025(18) F33 0.073(3) 0.036(3) 0.117(4) 0.034(3) 0.043(3) 0.005(2) F34 0.022(2) 0.054(2) 0.046(2) -0.003(2) -0.0005(18) 0.0015(19) B41 0.031(5) 0.035(5) 0.023(5) 0.005(4) 0.005(4) -0.004(4) F41 0.031(2) 0.057(2) 0.027(2) -0.0001(18) 0.0099(18) 0.0004(19) F42 0.061(3) 0.045(2) 0.044(2) 0.002(2) 0.001(2) 0.030(2) F43 0.032(2) 0.074(3) 0.024(2) -0.0022(19) -0.0041(18) -0.005(2) F44 0.044(2) 0.039(2) 0.050(2) 0.0026(19) 0.012(2) -0.009(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 Fe1 N43 2.123(5) . y Fe1 N6 2.128(5) . y Fe1 N4 2.133(4) . y Fe1 N41 2.144(5) . y Fe1 N42 2.291(4) . y Fe1 N5 2.302(5) . y Fe2 N44 2.135(4) . y Fe2 N3 2.138(5) . y Fe2 N1 2.159(5) . y Fe2 N46 2.186(5) . y Fe2 N45 2.270(5) . y Fe2 N2 2.277(4) . y N1 C1 1.347(7) . ? N1 C5 1.375(7) . ? N2 C6 1.476(7) . ? N2 C7 1.492(6) . ? N2 H2X 0.8731 . ? N3 C8 1.316(6) . ? N3 N4 1.393(6) . ? N4 C9 1.302(7) . ? N5 C11 1.462(7) . ? N5 C10 1.485(6) . ? N5 H5X 0.8803 . ? N6 C12 1.352(7) . ? N6 C16 1.352(7) . ? N7 C8 1.353(7) . ? N7 C9 1.355(6) . ? N7 N8 1.408(6) . ? N8 C17 1.444(7) . ? N8 C23 1.451(7) . ? C1 C2 1.377(8) . ? C1 H1 0.9500 . ? C2 C3 1.390(8) . ? C2 H2 0.9500 . ? C3 C4 1.387(8) . ? C3 H3 0.9500 . ? C4 C5 1.357(8) . ? C4 H4 0.9500 . ? C5 C6 1.498(8) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.485(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C9 C10 1.479(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.518(8) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.371(8) . ? C13 C14 1.395(8) . ? C13 H13 0.9500 . ? C14 C15 1.349(8) . ? C14 H14 0.9500 . ? C15 C16 1.379(8) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 C18 1.389(8) . ? C17 C22 1.403(8) . ? C18 C19 1.363(9) . ? C18 H18 0.9500 . ? C19 C20 1.387(8) . ? C19 H19 0.9500 . ? C20 C21 1.384(9) . ? C20 H20 0.9500 . ? C21 C22 1.384(8) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C28 1.365(8) . ? C23 C24 1.398(8) . ? C24 C25 1.384(8) . ? C24 H24 0.9500 . ? C25 C26 1.362(9) . ? C25 H25 0.9500 . ? C26 C27 1.380(8) . ? C26 H26 0.9500 . ? C27 C28 1.402(8) . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? N41 C41 1.336(7) . ? N41 C45 1.361(7) . ? N42 C47 1.469(7) . ? N42 C46 1.472(7) . ? N42 H42X 0.8794 . ? N43 C48 1.307(7) . ? N43 N44 1.400(6) . ? N44 C49 1.311(7) . ? N45 C50 1.488(7) . ? N45 C51 1.491(7) . ? N45 H45X 0.8786 . ? N46 C52 1.339(7) . ? N46 C56 1.339(7) . ? N47 C48 1.372(7) . ? N47 C49 1.378(7) . ? N47 N48 1.388(7) . ? N48 C63 1.396(8) . ? N48 C57 1.449(7) . ? C41 C42 1.380(8) . ? C41 H41 0.9500 . ? C42 C43 1.373(8) . ? C42 H42 0.9500 . ? C43 C44 1.388(8) . ? C43 H43 0.9500 . ? C44 C45 1.353(8) . ? C44 H44 0.9500 . ? C45 C46 1.507(7) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 C48 1.477(8) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C49 C50 1.496(8) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.511(8) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C53 1.390(9) . ? C53 C54 1.403(9) . ? C53 H53 0.9500 . ? C54 C55 1.360(9) . ? C54 H54 0.9500 . ? C55 C56 1.371(8) . ? C55 H55 0.9500 . ? C56 H56 0.9500 . ? C57 C62 1.362(8) . ? C57 C58 1.374(8) . ? C58 C59 1.385(9) . ? C58 H58 0.9500 . ? C59 C60 1.332(10) . ? C59 H59 0.9500 . ? C60 C61 1.384(10) . ? C60 H60 0.9500 . ? C61 C62 1.375(9) . ? C61 H61 0.9500 . ? C62 H62 0.9500 . ? C63 C68 1.389(8) . ? C63 C64 1.401(8) . ? C64 C65 1.366(9) . ? C64 H64 0.9500 . ? C65 C66 1.385(9) . ? C65 H65 0.9500 . ? C66 C67 1.363(9) . ? C66 H66 0.9500 . ? C67 C68 1.400(9) . ? C67 H67 0.9500 . ? C68 H68 0.9500 . ? B11 F12 1.284(12) . ? B11 F13 1.370(10) . ? B11 F14 1.387(10) . ? B11 F11 1.400(11) . ? B21 F21 1.391(8) . ? B21 F22 1.391(8) . ? B21 F24 1.394(8) . ? B21 F23 1.400(7) . ? B31 F34 1.384(8) . ? B31 F33 1.385(8) . ? B31 F31 1.388(8) . ? B31 F32 1.401(9) . ? B41 F42 1.366(8) . ? B41 F41 1.382(8) . ? B41 F44 1.393(8) . ? B41 F43 1.415(7) . ? 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 N43 Fe1 N6 98.13(19) . . y N43 Fe1 N4 93.11(17) . . y N6 Fe1 N4 94.84(18) . . y N43 Fe1 N41 97.52(19) . . y N6 Fe1 N41 159.56(18) . . y N4 Fe1 N41 97.36(18) . . y N43 Fe1 N42 76.40(17) . . y N6 Fe1 N42 95.89(17) . . y N4 Fe1 N42 165.94(19) . . y N41 Fe1 N42 75.15(17) . . y N43 Fe1 N5 167.25(16) . . y N6 Fe1 N5 76.01(18) . . y N4 Fe1 N5 76.34(17) . . y N41 Fe1 N5 91.01(18) . . y N42 Fe1 N5 115.14(17) . . y N44 Fe2 N3 92.99(17) . . y N44 Fe2 N1 95.69(18) . . y N3 Fe2 N1 97.39(18) . . y N44 Fe2 N46 95.81(18) . . y N3 Fe2 N46 92.22(19) . . y N1 Fe2 N46 164.58(17) . . y N44 Fe2 N45 76.71(17) . . y N3 Fe2 N45 163.31(18) . . y N1 Fe2 N45 96.68(17) . . y N46 Fe2 N45 76.06(19) . . y N44 Fe2 N2 165.33(19) . . y N3 Fe2 N2 76.20(16) . . y N1 Fe2 N2 76.23(17) . . y N46 Fe2 N2 94.53(17) . . y N45 Fe2 N2 116.01(16) . . y C1 N1 C5 117.8(5) . . ? C1 N1 Fe2 123.7(4) . . ? C5 N1 Fe2 116.8(4) . . ? C6 N2 C7 111.8(5) . . ? C6 N2 Fe2 106.5(3) . . ? C7 N2 Fe2 113.0(3) . . ? C6 N2 H2X 106.3 . . ? C7 N2 H2X 101.7 . . ? Fe2 N2 H2X 117.4 . . ? C8 N3 N4 107.9(5) . . ? C8 N3 Fe2 116.9(4) . . ? N4 N3 Fe2 133.1(3) . . ? C9 N4 N3 107.6(4) . . ? C9 N4 Fe1 116.1(4) . . ? N3 N4 Fe1 133.7(3) . . ? C11 N5 C10 112.8(5) . . ? C11 N5 Fe1 104.9(3) . . ? C10 N5 Fe1 111.8(3) . . ? C11 N5 H5X 110.6 . . ? C10 N5 H5X 122.0 . . ? Fe1 N5 H5X 91.6 . . ? C12 N6 C16 116.6(6) . . ? C12 N6 Fe1 117.3(4) . . ? C16 N6 Fe1 125.7(4) . . ? C8 N7 C9 108.0(5) . . ? C8 N7 N8 127.1(4) . . ? C9 N7 N8 124.0(5) . . ? N7 N8 C17 113.4(4) . . ? N7 N8 C23 112.7(5) . . ? C17 N8 C23 123.0(4) . . ? N1 C1 C2 122.2(5) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C1 C2 C3 119.0(6) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C4 C3 C2 119.1(6) . . ? C4 C3 H3 120.5 . . ? C2 C3 H3 120.5 . . ? C5 C4 C3 119.1(5) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 N1 122.6(5) . . ? C4 C5 C6 124.1(5) . . ? N1 C5 C6 113.3(5) . . ? N2 C6 C5 110.6(4) . . ? N2 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? C8 C7 N2 110.0(4) . . ? C8 C7 H7A 109.7 . . ? N2 C7 H7A 109.7 . . ? C8 C7 H7B 109.7 . . ? N2 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? N3 C8 N7 107.8(5) . . ? N3 C8 C7 122.3(5) . . ? N7 C8 C7 129.9(5) . . ? N4 C9 N7 108.7(5) . . ? N4 C9 C10 123.9(5) . . ? N7 C9 C10 127.5(5) . . ? C9 C10 N5 110.2(5) . . ? C9 C10 H10A 109.6 . . ? N5 C10 H10A 109.6 . . ? C9 C10 H10B 109.6 . . ? N5 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? N5 C11 C12 110.1(5) . . ? N5 C11 H11A 109.6 . . ? C12 C11 H11A 109.6 . . ? N5 C11 H11B 109.6 . . ? C12 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N6 C12 C13 122.8(6) . . ? N6 C12 C11 115.1(6) . . ? C13 C12 C11 122.1(6) . . ? C12 C13 C14 119.0(6) . . ? C12 C13 H13 120.5 . . ? C14 C13 H13 120.5 . . ? C15 C14 C13 119.1(7) . . ? C15 C14 H14 120.4 . . ? C13 C14 H14 120.4 . . ? C14 C15 C16 119.2(6) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? N6 C16 C15 123.3(6) . . ? N6 C16 H16 118.4 . . ? C15 C16 H16 118.4 . . ? C18 C17 C22 120.5(6) . . ? C18 C17 N8 118.0(5) . . ? C22 C17 N8 121.4(6) . . ? C19 C18 C17 119.4(6) . . ? C19 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C18 C19 C20 121.5(7) . . ? C18 C19 H19 119.3 . . ? C20 C19 H19 119.3 . . ? C21 C20 C19 119.0(7) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C20 C21 C22 121.1(6) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C21 C22 C17 118.5(6) . . ? C21 C22 H22 120.7 . . ? C17 C22 H22 120.7 . . ? C28 C23 C24 121.7(5) . . ? C28 C23 N8 117.8(5) . . ? C24 C23 N8 120.5(6) . . ? C25 C24 C23 117.1(6) . . ? C25 C24 H24 121.4 . . ? C23 C24 H24 121.4 . . ? C26 C25 C24 122.3(6) . . ? C26 C25 H25 118.9 . . ? C24 C25 H25 118.9 . . ? C25 C26 C27 119.9(6) . . ? C25 C26 H26 120.0 . . ? C27 C26 H26 120.0 . . ? C26 C27 C28 119.3(6) . . ? C26 C27 H27 120.3 . . ? C28 C27 H27 120.3 . . ? C23 C28 C27 119.5(6) . . ? C23 C28 H28 120.2 . . ? C27 C28 H28 120.2 . . ? C41 N41 C45 117.4(5) . . ? C41 N41 Fe1 125.2(4) . . ? C45 N41 Fe1 117.1(4) . . ? C47 N42 C46 113.8(5) . . ? C47 N42 Fe1 111.6(3) . . ? C46 N42 Fe1 104.7(3) . . ? C47 N42 H42X 111.6 . . ? C46 N42 H42X 107.4 . . ? Fe1 N42 H42X 107.3 . . ? C48 N43 N44 107.7(5) . . ? C48 N43 Fe1 114.7(4) . . ? N44 N43 Fe1 133.6(3) . . ? C49 N44 N43 107.6(4) . . ? C49 N44 Fe2 115.2(4) . . ? N43 N44 Fe2 133.4(3) . . ? C50 N45 C51 111.7(5) . . ? C50 N45 Fe2 112.9(3) . . ? C51 N45 Fe2 105.1(3) . . ? C50 N45 H45X 110.3 . . ? C51 N45 H45X 113.4 . . ? Fe2 N45 H45X 103.0 . . ? C52 N46 C56 118.1(6) . . ? C52 N46 Fe2 115.5(4) . . ? C56 N46 Fe2 125.8(4) . . ? C48 N47 C49 105.8(5) . . ? C48 N47 N48 124.7(5) . . ? C49 N47 N48 127.0(6) . . ? N47 N48 C63 116.4(5) . . ? N47 N48 C57 117.7(5) . . ? C63 N48 C57 122.8(6) . . ? N41 C41 C42 123.7(5) . . ? N41 C41 H41 118.1 . . ? C42 C41 H41 118.1 . . ? C43 C42 C41 118.0(6) . . ? C43 C42 H42 121.0 . . ? C41 C42 H42 121.0 . . ? C42 C43 C44 119.0(6) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 120.0(6) . . ? C45 C44 H44 120.0 . . ? C43 C44 H44 120.0 . . ? C44 C45 N41 121.9(5) . . ? C44 C45 C46 123.6(5) . . ? N41 C45 C46 114.4(5) . . ? N42 C46 C45 108.9(5) . . ? N42 C46 H46A 109.9 . . ? C45 C46 H46A 109.9 . . ? N42 C46 H46B 109.9 . . ? C45 C46 H46B 109.9 . . ? H46A C46 H46B 108.3 . . ? N42 C47 C48 110.1(5) . . ? N42 C47 H47A 109.6 . . ? C48 C47 H47A 109.6 . . ? N42 C47 H47B 109.6 . . ? C48 C47 H47B 109.6 . . ? H47A C47 H47B 108.2 . . ? N43 C48 N47 109.6(5) . . ? N43 C48 C47 123.7(6) . . ? N47 C48 C47 126.6(5) . . ? N44 C49 N47 109.3(5) . . ? N44 C49 C50 123.4(5) . . ? N47 C49 C50 127.2(6) . . ? N45 C50 C49 109.2(5) . . ? N45 C50 H50A 109.8 . . ? C49 C50 H50A 109.8 . . ? N45 C50 H50B 109.8 . . ? C49 C50 H50B 109.8 . . ? H50A C50 H50B 108.3 . . ? N45 C51 C52 109.4(5) . . ? N45 C51 H51A 109.8 . . ? C52 C51 H51A 109.8 . . ? N45 C51 H51B 109.8 . . ? C52 C51 H51B 109.8 . . ? H51A C51 H51B 108.2 . . ? N46 C52 C53 122.8(6) . . ? N46 C52 C51 116.2(6) . . ? C53 C52 C51 121.0(7) . . ? C52 C53 C54 117.0(7) . . ? C52 C53 H53 121.5 . . ? C54 C53 H53 121.5 . . ? C55 C54 C53 120.3(7) . . ? C55 C54 H54 119.9 . . ? C53 C54 H54 119.9 . . ? C54 C55 C56 118.5(7) . . ? C54 C55 H55 120.7 . . ? C56 C55 H55 120.7 . . ? N46 C56 C55 123.2(7) . . ? N46 C56 H56 118.4 . . ? C55 C56 H56 118.4 . . ? C62 C57 C58 121.0(6) . . ? C62 C57 N48 120.6(6) . . ? C58 C57 N48 118.3(6) . . ? C57 C58 C59 119.1(7) . . ? C57 C58 H58 120.5 . . ? C59 C58 H58 120.5 . . ? C60 C59 C58 120.8(8) . . ? C60 C59 H59 119.6 . . ? C58 C59 H59 119.6 . . ? C59 C60 C61 119.7(7) . . ? C59 C60 H60 120.1 . . ? C61 C60 H60 120.1 . . ? C62 C61 C60 120.8(8) . . ? C62 C61 H61 119.6 . . ? C60 C61 H61 119.6 . . ? C57 C62 C61 118.6(7) . . ? C57 C62 H62 120.7 . . ? C61 C62 H62 120.7 . . ? C68 C63 N48 122.6(6) . . ? C68 C63 C64 119.1(7) . . ? N48 C63 C64 118.1(6) . . ? C65 C64 C63 120.2(7) . . ? C65 C64 H64 119.9 . . ? C63 C64 H64 119.9 . . ? C64 C65 C66 121.0(7) . . ? C64 C65 H65 119.5 . . ? C66 C65 H65 119.5 . . ? C67 C66 C65 119.2(7) . . ? C67 C66 H66 120.4 . . ? C65 C66 H66 120.4 . . ? C66 C67 C68 121.3(7) . . ? C66 C67 H67 119.4 . . ? C68 C67 H67 119.4 . . ? C63 C68 C67 119.1(7) . . ? C63 C68 H68 120.4 . . ? C67 C68 H68 120.4 . . ? F12 B11 F13 114.5(10) . . ? F12 B11 F14 109.7(7) . . ? F13 B11 F14 111.5(8) . . ? F12 B11 F11 111.6(9) . . ? F13 B11 F11 107.1(7) . . ? F14 B11 F11 101.6(9) . . ? F21 B21 F22 108.9(6) . . ? F21 B21 F24 110.5(6) . . ? F22 B21 F24 109.8(5) . . ? F21 B21 F23 109.6(5) . . ? F22 B21 F23 109.1(6) . . ? F24 B21 F23 108.9(6) . . ? F34 B31 F33 111.6(6) . . ? F34 B31 F31 108.9(6) . . ? F33 B31 F31 109.6(6) . . ? F34 B31 F32 109.2(6) . . ? F33 B31 F32 108.5(6) . . ? F31 B31 F32 109.0(6) . . ? F42 B41 F41 111.6(6) . . ? F42 B41 F44 110.9(6) . . ? F41 B41 F44 109.1(6) . . ? F42 B41 F43 109.2(6) . . ? F41 B41 F43 108.1(5) . . ? F44 B41 F43 107.9(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 N44 Fe2 N1 C1 -5.7(4) . . . . ? N3 Fe2 N1 C1 88.1(4) . . . . ? N46 Fe2 N1 C1 -143.8(6) . . . . ? N45 Fe2 N1 C1 -83.0(4) . . . . ? N2 Fe2 N1 C1 161.8(5) . . . . ? N44 Fe2 N1 C5 -170.0(4) . . . . ? N3 Fe2 N1 C5 -76.2(4) . . . . ? N46 Fe2 N1 C5 51.9(8) . . . . ? N45 Fe2 N1 C5 112.8(4) . . . . ? N2 Fe2 N1 C5 -2.4(4) . . . . ? N44 Fe2 N2 C6 82.2(8) . . . . ? N3 Fe2 N2 C6 125.6(4) . . . . ? N1 Fe2 N2 C6 24.3(3) . . . . ? N46 Fe2 N2 C6 -143.2(4) . . . . ? N45 Fe2 N2 C6 -66.5(4) . . . . ? N44 Fe2 N2 C7 -41.0(9) . . . . ? N3 Fe2 N2 C7 2.5(4) . . . . ? N1 Fe2 N2 C7 -98.9(4) . . . . ? N46 Fe2 N2 C7 93.7(4) . . . . ? N45 Fe2 N2 C7 170.4(4) . . . . ? N44 Fe2 N3 C8 160.6(4) . . . . ? N1 Fe2 N3 C8 64.5(4) . . . . ? N46 Fe2 N3 C8 -103.4(4) . . . . ? N45 Fe2 N3 C8 -148.2(6) . . . . ? N2 Fe2 N3 C8 -9.3(4) . . . . ? N44 Fe2 N3 N4 -0.9(5) . . . . ? N1 Fe2 N3 N4 -97.1(5) . . . . ? N46 Fe2 N3 N4 95.0(5) . . . . ? N45 Fe2 N3 N4 50.2(9) . . . . ? N2 Fe2 N3 N4 -170.9(5) . . . . ? C8 N3 N4 C9 0.8(6) . . . . ? Fe2 N3 N4 C9 163.6(4) . . . . ? C8 N3 N4 Fe1 -159.3(4) . . . . ? Fe2 N3 N4 Fe1 3.5(8) . . . . ? N43 Fe1 N4 C9 -161.5(4) . . . . ? N6 Fe1 N4 C9 -63.1(4) . . . . ? N41 Fe1 N4 C9 100.5(4) . . . . ? N42 Fe1 N4 C9 157.2(6) . . . . ? N5 Fe1 N4 C9 11.2(4) . . . . ? N43 Fe1 N4 N3 -2.7(5) . . . . ? N6 Fe1 N4 N3 95.7(5) . . . . ? N41 Fe1 N4 N3 -100.7(5) . . . . ? N42 Fe1 N4 N3 -44.0(10) . . . . ? N5 Fe1 N4 N3 170.0(5) . . . . ? N43 Fe1 N5 C11 -93.5(9) . . . . ? N6 Fe1 N5 C11 -29.7(3) . . . . ? N4 Fe1 N5 C11 -128.3(4) . . . . ? N41 Fe1 N5 C11 134.3(3) . . . . ? N42 Fe1 N5 C11 60.3(4) . . . . ? N43 Fe1 N5 C10 29.0(11) . . . . ? N6 Fe1 N5 C10 92.8(4) . . . . ? N4 Fe1 N5 C10 -5.8(4) . . . . ? N41 Fe1 N5 C10 -103.1(4) . . . . ? N42 Fe1 N5 C10 -177.2(4) . . . . ? N43 Fe1 N6 C12 179.8(4) . . . . ? N4 Fe1 N6 C12 85.9(4) . . . . ? N41 Fe1 N6 C12 -40.6(7) . . . . ? N42 Fe1 N6 C12 -103.1(4) . . . . ? N5 Fe1 N6 C12 11.3(4) . . . . ? N43 Fe1 N6 C16 7.9(4) . . . . ? N4 Fe1 N6 C16 -86.0(4) . . . . ? N41 Fe1 N6 C16 147.5(5) . . . . ? N42 Fe1 N6 C16 84.9(4) . . . . ? N5 Fe1 N6 C16 -160.6(5) . . . . ? C8 N7 N8 C17 -94.1(6) . . . . ? C9 N7 N8 C17 74.4(7) . . . . ? C8 N7 N8 C23 51.4(7) . . . . ? C9 N7 N8 C23 -140.0(5) . . . . ? C5 N1 C1 C2 1.0(8) . . . . ? Fe2 N1 C1 C2 -163.1(4) . . . . ? N1 C1 C2 C3 3.6(9) . . . . ? C1 C2 C3 C4 -5.6(9) . . . . ? C2 C3 C4 C5 3.0(9) . . . . ? C3 C4 C5 N1 1.8(9) . . . . ? C3 C4 C5 C6 -176.0(5) . . . . ? C1 N1 C5 C4 -3.8(8) . . . . ? Fe2 N1 C5 C4 161.4(5) . . . . ? C1 N1 C5 C6 174.2(5) . . . . ? Fe2 N1 C5 C6 -20.6(6) . . . . ? C7 N2 C6 C5 81.7(5) . . . . ? Fe2 N2 C6 C5 -42.3(5) . . . . ? C4 C5 C6 N2 -138.8(6) . . . . ? N1 C5 C6 N2 43.2(6) . . . . ? C6 N2 C7 C8 -116.6(5) . . . . ? Fe2 N2 C7 C8 3.6(6) . . . . ? N4 N3 C8 N7 -1.0(6) . . . . ? Fe2 N3 C8 N7 -167.0(3) . . . . ? N4 N3 C8 C7 -178.4(5) . . . . ? Fe2 N3 C8 C7 15.6(7) . . . . ? C9 N7 C8 N3 0.9(7) . . . . ? N8 N7 C8 N3 170.9(5) . . . . ? C9 N7 C8 C7 178.0(6) . . . . ? N8 N7 C8 C7 -11.9(10) . . . . ? N2 C7 C8 N3 -12.5(8) . . . . ? N2 C7 C8 N7 170.7(6) . . . . ? N3 N4 C9 N7 -0.2(6) . . . . ? Fe1 N4 C9 N7 163.9(4) . . . . ? N3 N4 C9 C10 179.8(5) . . . . ? Fe1 N4 C9 C10 -16.1(8) . . . . ? C8 N7 C9 N4 -0.4(7) . . . . ? N8 N7 C9 N4 -170.8(5) . . . . ? C8 N7 C9 C10 179.5(6) . . . . ? N8 N7 C9 C10 9.1(9) . . . . ? N4 C9 C10 N5 10.1(8) . . . . ? N7 C9 C10 N5 -169.9(6) . . . . ? C11 N5 C10 C9 118.4(5) . . . . ? Fe1 N5 C10 C9 0.5(6) . . . . ? C10 N5 C11 C12 -78.7(6) . . . . ? Fe1 N5 C11 C12 43.2(5) . . . . ? C16 N6 C12 C13 2.3(8) . . . . ? Fe1 N6 C12 C13 -170.4(4) . . . . ? C16 N6 C12 C11 -177.5(4) . . . . ? Fe1 N6 C12 C11 9.8(6) . . . . ? N5 C11 C12 N6 -37.8(6) . . . . ? N5 C11 C12 C13 142.4(5) . . . . ? N6 C12 C13 C14 -1.0(8) . . . . ? C11 C12 C13 C14 178.8(5) . . . . ? C12 C13 C14 C15 -0.5(9) . . . . ? C13 C14 C15 C16 0.5(9) . . . . ? C12 N6 C16 C15 -2.3(8) . . . . ? Fe1 N6 C16 C15 169.6(4) . . . . ? C14 C15 C16 N6 1.0(9) . . . . ? N7 N8 C17 C18 -159.5(5) . . . . ? C23 N8 C17 C18 58.9(7) . . . . ? N7 N8 C17 C22 17.3(7) . . . . ? C23 N8 C17 C22 -124.2(6) . . . . ? C22 C17 C18 C19 -1.8(9) . . . . ? N8 C17 C18 C19 175.0(5) . . . . ? C17 C18 C19 C20 -0.3(9) . . . . ? C18 C19 C20 C21 2.9(9) . . . . ? C19 C20 C21 C22 -3.4(9) . . . . ? C20 C21 C22 C17 1.4(9) . . . . ? C18 C17 C22 C21 1.3(8) . . . . ? N8 C17 C22 C21 -175.5(5) . . . . ? N7 N8 C23 C28 52.3(7) . . . . ? C17 N8 C23 C28 -165.9(5) . . . . ? N7 N8 C23 C24 -126.7(5) . . . . ? C17 N8 C23 C24 15.1(8) . . . . ? C28 C23 C24 C25 1.0(9) . . . . ? N8 C23 C24 C25 179.9(5) . . . . ? C23 C24 C25 C26 -3.7(9) . . . . ? C24 C25 C26 C27 3.2(10) . . . . ? C25 C26 C27 C28 0.2(10) . . . . ? C24 C23 C28 C27 2.2(9) . . . . ? N8 C23 C28 C27 -176.8(5) . . . . ? C26 C27 C28 C23 -2.8(9) . . . . ? N43 Fe1 N41 C41 -86.3(5) . . . . ? N6 Fe1 N41 C41 134.0(5) . . . . ? N4 Fe1 N41 C41 7.9(5) . . . . ? N42 Fe1 N41 C41 -160.0(5) . . . . ? N5 Fe1 N41 C41 84.2(5) . . . . ? N43 Fe1 N41 C45 86.7(4) . . . . ? N6 Fe1 N41 C45 -53.0(7) . . . . ? N4 Fe1 N41 C45 -179.2(4) . . . . ? N42 Fe1 N41 C45 13.0(4) . . . . ? N5 Fe1 N41 C45 -102.8(4) . . . . ? N43 Fe1 N42 C47 -10.8(4) . . . . ? N6 Fe1 N42 C47 -107.8(4) . . . . ? N4 Fe1 N42 C47 31.8(9) . . . . ? N41 Fe1 N42 C47 90.9(4) . . . . ? N5 Fe1 N42 C47 174.9(4) . . . . ? N43 Fe1 N42 C46 -134.3(4) . . . . ? N6 Fe1 N42 C46 128.7(4) . . . . ? N4 Fe1 N42 C46 -91.7(8) . . . . ? N41 Fe1 N42 C46 -32.6(4) . . . . ? N5 Fe1 N42 C46 51.4(4) . . . . ? N6 Fe1 N43 C48 110.5(4) . . . . ? N4 Fe1 N43 C48 -154.2(4) . . . . ? N41 Fe1 N43 C48 -56.3(5) . . . . ? N42 Fe1 N43 C48 16.4(4) . . . . ? N5 Fe1 N43 C48 172.1(7) . . . . ? N6 Fe1 N43 N44 -95.6(5) . . . . ? N4 Fe1 N43 N44 -0.2(5) . . . . ? N41 Fe1 N43 N44 97.6(5) . . . . ? N42 Fe1 N43 N44 170.3(5) . . . . ? N5 Fe1 N43 N44 -34.0(12) . . . . ? C48 N43 N44 C49 1.4(6) . . . . ? Fe1 N43 N44 C49 -153.8(4) . . . . ? C48 N43 N44 Fe2 157.7(4) . . . . ? Fe1 N43 N44 Fe2 2.5(8) . . . . ? N3 Fe2 N44 C49 152.9(4) . . . . ? N1 Fe2 N44 C49 -109.3(4) . . . . ? N46 Fe2 N44 C49 60.4(4) . . . . ? N45 Fe2 N44 C49 -13.8(4) . . . . ? N2 Fe2 N44 C49 -165.0(6) . . . . ? N3 Fe2 N44 N43 -2.0(5) . . . . ? N1 Fe2 N44 N43 95.8(5) . . . . ? N46 Fe2 N44 N43 -94.5(5) . . . . ? N45 Fe2 N44 N43 -168.7(5) . . . . ? N2 Fe2 N44 N43 40.0(10) . . . . ? N44 Fe2 N45 C50 8.0(4) . . . . ? N3 Fe2 N45 C50 -45.1(8) . . . . ? N1 Fe2 N45 C50 102.3(4) . . . . ? N46 Fe2 N45 C50 -91.6(4) . . . . ? N2 Fe2 N45 C50 -179.8(4) . . . . ? N44 Fe2 N45 C51 130.0(4) . . . . ? N3 Fe2 N45 C51 76.9(7) . . . . ? N1 Fe2 N45 C51 -135.7(4) . . . . ? N46 Fe2 N45 C51 30.5(3) . . . . ? N2 Fe2 N45 C51 -57.8(4) . . . . ? N44 Fe2 N46 C52 -86.4(4) . . . . ? N3 Fe2 N46 C52 -179.6(4) . . . . ? N1 Fe2 N46 C52 51.7(8) . . . . ? N45 Fe2 N46 C52 -11.7(4) . . . . ? N2 Fe2 N46 C52 104.0(4) . . . . ? N44 Fe2 N46 C56 84.4(4) . . . . ? N3 Fe2 N46 C56 -8.9(4) . . . . ? N1 Fe2 N46 C56 -137.6(6) . . . . ? N45 Fe2 N46 C56 159.1(5) . . . . ? N2 Fe2 N46 C56 -85.2(4) . . . . ? C48 N47 N48 C63 81.6(7) . . . . ? C49 N47 N48 C63 -77.5(8) . . . . ? C48 N47 N48 C57 -117.7(6) . . . . ? C49 N47 N48 C57 83.2(7) . . . . ? C45 N41 C41 C42 -1.5(9) . . . . ? Fe1 N41 C41 C42 171.4(5) . . . . ? N41 C41 C42 C43 0.9(10) . . . . ? C41 C42 C43 C44 0.9(9) . . . . ? C42 C43 C44 C45 -1.9(9) . . . . ? C43 C44 C45 N41 1.3(9) . . . . ? C43 C44 C45 C46 177.9(6) . . . . ? C41 N41 C45 C44 0.4(9) . . . . ? Fe1 N41 C45 C44 -173.1(5) . . . . ? C41 N41 C45 C46 -176.5(5) . . . . ? Fe1 N41 C45 C46 10.0(7) . . . . ? C47 N42 C46 C45 -75.0(6) . . . . ? Fe1 N42 C46 C45 47.2(5) . . . . ? C44 C45 C46 N42 142.9(6) . . . . ? N41 C45 C46 N42 -40.3(7) . . . . ? C46 N42 C47 C48 122.7(5) . . . . ? Fe1 N42 C47 C48 4.5(6) . . . . ? N44 N43 C48 N47 -0.2(6) . . . . ? Fe1 N43 C48 N47 160.2(4) . . . . ? N44 N43 C48 C47 178.5(5) . . . . ? Fe1 N43 C48 C47 -21.0(8) . . . . ? C49 N47 C48 N43 -1.0(7) . . . . ? N48 N47 C48 N43 -163.8(5) . . . . ? C49 N47 C48 C47 -179.7(6) . . . . ? N48 N47 C48 C47 17.6(9) . . . . ? N42 C47 C48 N43 10.5(9) . . . . ? N42 C47 C48 N47 -171.0(5) . . . . ? N43 N44 C49 N47 -2.0(6) . . . . ? Fe2 N44 C49 N47 -163.2(4) . . . . ? N43 N44 C49 C50 179.9(5) . . . . ? Fe2 N44 C49 C50 18.7(8) . . . . ? C48 N47 C49 N44 1.9(7) . . . . ? N48 N47 C49 N44 164.1(5) . . . . ? C48 N47 C49 C50 179.9(6) . . . . ? N48 N47 C49 C50 -17.9(10) . . . . ? C51 N45 C50 C49 -120.2(5) . . . . ? Fe2 N45 C50 C49 -1.9(6) . . . . ? N44 C49 C50 N45 -10.8(8) . . . . ? N47 C49 C50 N45 171.4(6) . . . . ? C50 N45 C51 C52 78.0(6) . . . . ? Fe2 N45 C51 C52 -44.8(5) . . . . ? C56 N46 C52 C53 -0.6(8) . . . . ? Fe2 N46 C52 C53 170.9(4) . . . . ? C56 N46 C52 C51 177.7(5) . . . . ? Fe2 N46 C52 C51 -10.8(6) . . . . ? N45 C51 C52 N46 39.1(7) . . . . ? N45 C51 C52 C53 -142.5(5) . . . . ? N46 C52 C53 C54 -0.2(9) . . . . ? C51 C52 C53 C54 -178.5(5) . . . . ? C52 C53 C54 C55 1.7(9) . . . . ? C53 C54 C55 C56 -2.2(9) . . . . ? C52 N46 C56 C55 0.0(8) . . . . ? Fe2 N46 C56 C55 -170.5(4) . . . . ? C54 C55 C56 N46 1.4(9) . . . . ? N47 N48 C57 C62 -113.3(7) . . . . ? C63 N48 C57 C62 46.0(8) . . . . ? N47 N48 C57 C58 69.2(7) . . . . ? C63 N48 C57 C58 -131.4(7) . . . . ? C62 C57 C58 C59 -3.5(10) . . . . ? N48 C57 C58 C59 174.0(6) . . . . ? C57 C58 C59 C60 0.5(11) . . . . ? C58 C59 C60 C61 2.1(12) . . . . ? C59 C60 C61 C62 -1.7(11) . . . . ? C58 C57 C62 C61 3.8(10) . . . . ? N48 C57 C62 C61 -173.6(6) . . . . ? C60 C61 C62 C57 -1.2(10) . . . . ? N47 N48 C63 C68 1.9(9) . . . . ? C57 N48 C63 C68 -157.7(6) . . . . ? N47 N48 C63 C64 -173.3(5) . . . . ? C57 N48 C63 C64 27.1(9) . . . . ? C68 C63 C64 C65 3.6(9) . . . . ? N48 C63 C64 C65 178.9(6) . . . . ? C63 C64 C65 C66 -2.1(10) . . . . ? C64 C65 C66 C67 -0.6(10) . . . . ? C65 C66 C67 C68 1.9(10) . . . . ? N48 C63 C68 C67 -177.4(6) . . . . ? C64 C63 C68 C67 -2.3(9) . . . . ? C66 C67 C68 C63 -0.4(10) . . . . ? 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 N2 H2X F43 0.87 2.07 2.909(6) 161.5 . N2 H2X F41 0.87 2.51 3.166(5) 132.1 . N5 H5X F23 0.88 2.37 2.968(6) 125.0 . N5 H5X F24 0.88 2.59 3.156(6) 122.7 . N42 H42X F33 0.88 2.20 3.050(6) 162.0 2_655 N45 H45X F31 0.88 2.17 2.987(6) 154.9 . N45 H45X F34 0.88 2.27 3.020(6) 142.9 . _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.534 _refine_diff_density_min -0.654 _refine_diff_density_rms 0.091 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons 1 0.000 0.500 0.000 285.5 18.7 2 0.000 0.000 0.500 285.5 18.4 _platon_squeeze_details ; ; #===END data_jak542_89 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H56 B4 F16 Fe2 N16' _chemical_formula_weight 1340.05 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' 'B' 'B' 0.0013 0.0007 '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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 '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(1)/c 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 13.7234(11) _cell_length_b 20.7579(13) _cell_length_c 10.1221(8) _cell_angle_alpha 90.00 _cell_angle_beta 97.764(3) _cell_angle_gamma 90.00 _cell_volume 2857.0(4) _cell_formula_units_Z 2 _cell_measurement_temperature 91(2) _cell_measurement_reflns_used 3745 _cell_measurement_theta_min 2.2555 _cell_measurement_theta_max 20.371 _exptl_crystal_description block _exptl_crystal_colour brown _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.558 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.613 _exptl_absorpt_correction_type 'Multi-Scan' _exptl_absorpt_correction_T_min 0.9191 _exptl_absorpt_correction_T_max 0.9246 _exptl_absorpt_process_details 'SCALE (Bruker AXS Inc.)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 91(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 'Bruker Kappa Apex II area detector' _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41744 _diffrn_reflns_av_R_equivalents 0.1101 _diffrn_reflns_av_sigmaI/netI 0.0652 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 24.11 _reflns_number_total 4537 _reflns_number_gt 3318 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _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. Asymm unit comprises half of the complex [Fe(II)2(PMBzT)2](BF4)4, one full occupancy MeCN (N100-C100-C101), One of the two BF4's is ordered (B11, F11-F14) whereas the other is severely disordered over two positions (B21-F21-24 and B21-F25-F28 in a 70:30 ratio; both components SAMEd to B11-F14). One of the coordinated pyridine rings is disordered over two positions in a 50:50 ratio, N6-C12-C16 and N6-C12-C130-C160 (attempts to improve geom gave NPDs). All H's were calcd and ride except for those attached to tertiary amines N2 and N5 (H2 and H5, respectively) which where found in the Fourier map, HIMPed, then AFIX 01'ed. All non-H atoms were anisotropically refined except for the fluorine atoms of one part of the disordered BF4 (F25-F28). Weak dataset; data cutoff at 2theta = 48 degrees. ; _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^)+(0.0710P)^2^+10.0349P] 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 4537 _refine_ls_number_parameters 448 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.1066 _refine_ls_R_factor_gt 0.0744 _refine_ls_wR_factor_ref 0.1901 _refine_ls_wR_factor_gt 0.1673 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.061 _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 Fe1 Fe 0.49493(6) 0.91114(3) 0.59570(8) 0.0317(3) Uani 1 1 d . A . N1 N 0.6117(4) 0.9305(3) 0.7403(7) 0.0640(18) Uani 1 1 d . . . N2 N 0.5908(4) 0.8303(2) 0.5684(4) 0.0338(11) Uani 1 1 d . . . H2 H 0.5597 0.7920 0.5676 0.041 Uiso 1 1 d . . . N3 N 0.5719(3) 0.9444(2) 0.4533(5) 0.0302(10) Uani 1 1 d . . . N4 N 0.4249(3) 0.9967(2) 0.6088(5) 0.0352(11) Uani 1 1 d . . . N5 N 0.4005(4) 0.8896(3) 0.7441(7) 0.069(2) Uani 1 1 d . A . H5 H 0.4354 0.8749 0.8198 0.083 Uiso 1 1 d . . . N6 N 0.3809(4) 0.8628(3) 0.4855(8) 0.063(2) Uani 1 1 d . . . N7 N 0.3133(3) 1.0589(2) 0.6770(4) 0.0357(11) Uani 1 1 d . . . C1 C 0.6291(6) 0.9866(4) 0.8065(11) 0.108(4) Uani 1 1 d D . . H1A H 0.5790 1.0184 0.7980 0.130 Uiso 1 1 calc R . . C2 C 0.7163(7) 0.9996(5) 0.8855(10) 0.106(4) Uani 1 1 d D . . H2A H 0.7264 1.0404 0.9279 0.127 Uiso 1 1 calc R . . C3 C 0.7882(6) 0.9542(5) 0.9031(7) 0.081(3) Uani 1 1 d D . . H3A H 0.8489 0.9630 0.9569 0.098 Uiso 1 1 calc R . . C4 C 0.7717(6) 0.8946(4) 0.8412(7) 0.063(2) Uani 1 1 d D . . H4A H 0.8202 0.8617 0.8524 0.076 Uiso 1 1 calc R . . C5 C 0.6815(5) 0.8849(3) 0.7620(6) 0.0471(16) Uani 1 1 d . . . C6 C 0.6531(5) 0.8213(3) 0.6990(6) 0.0450(16) Uani 1 1 d . . . H6A H 0.7132 0.7970 0.6858 0.054 Uiso 1 1 calc R . . H6B H 0.6166 0.7959 0.7589 0.054 Uiso 1 1 calc R . . C7 C 0.3506(5) 1.1610(3) 0.5435(6) 0.0449(16) Uani 1 1 d . . . H7A H 0.2806 1.1711 0.5136 0.054 Uiso 1 1 calc R . . H7B H 0.3749 1.1904 0.6178 0.054 Uiso 1 1 calc R . . C8 C 0.3611(4) 1.0925(3) 0.5889(5) 0.0320(13) Uani 1 1 d . . . C9 C 0.3567(4) 0.9996(3) 0.6857(6) 0.0393(15) Uani 1 1 d . . . C10 C 0.3332(5) 0.9428(4) 0.7665(7) 0.064(2) Uani 1 1 d . . . H10A H 0.3413 0.9543 0.8623 0.076 Uiso 1 1 calc R . . H10B H 0.2642 0.9293 0.7396 0.076 Uiso 1 1 calc R . . C11 C 0.3459(6) 0.8301(4) 0.7011(10) 0.096(4) Uani 1 1 d . . . H11A H 0.2859 0.8271 0.7452 0.115 Uiso 1 1 calc R A . H11B H 0.3875 0.7920 0.7272 0.115 Uiso 1 1 calc R . . C12 C 0.3184(6) 0.8312(3) 0.5536(10) 0.078(3) Uani 1 1 d . A . C13 C 0.2255(11) 0.8001(6) 0.5219(15) 0.033(3) Uani 0.50 1 d PD A 1 H13 H 0.1834 0.7856 0.5829 0.040 Uiso 0.50 1 calc PR A 1 C14 C 0.2089(13) 0.7953(7) 0.3829(17) 0.036(4) Uani 0.50 1 d PD A 1 H14 H 0.1513 0.7749 0.3397 0.044 Uiso 0.50 1 calc PR A 1 C15 C 0.2762(12) 0.8202(8) 0.3107(16) 0.033(4) Uani 0.50 1 d PD A 1 H15 H 0.2669 0.8175 0.2162 0.040 Uiso 0.50 1 calc PR A 1 C16 C 0.3588(10) 0.8498(6) 0.3779(16) 0.037(4) Uani 0.50 1 d PD A 1 H16 H 0.4063 0.8613 0.3219 0.045 Uiso 0.50 1 calc PR A 1 C130 C 0.2489(13) 0.7979(7) 0.4539(18) 0.038(4) Uani 0.50 1 d PD A 2 H130 H 0.2080 0.7673 0.4892 0.046 Uiso 0.50 1 calc PR A 2 C140 C 0.2333(12) 0.8040(8) 0.316(2) 0.036(5) Uani 0.50 1 d PD A 2 H140 H 0.1803 0.7817 0.2653 0.044 Uiso 0.50 1 calc PR A 2 C150 C 0.2937(11) 0.8418(8) 0.2530(14) 0.042(4) Uani 0.50 1 d PD A 2 H150 H 0.2833 0.8466 0.1588 0.050 Uiso 0.50 1 calc PR A 2 C160 C 0.3701(9) 0.8728(7) 0.3290(13) 0.027(3) Uani 0.50 1 d PD A 2 H160 H 0.4146 0.8993 0.2894 0.032 Uiso 0.50 1 calc PR A 2 C17 C 0.2340(4) 1.0783(3) 0.7542(6) 0.0465(16) Uani 1 1 d . . . H17A H 0.2640 1.0963 0.8409 0.056 Uiso 1 1 calc R . . H17B H 0.1957 1.0397 0.7726 0.056 Uiso 1 1 calc R . . C18 C 0.1655(4) 1.1275(3) 0.6837(6) 0.0413(15) Uani 1 1 d . . . C19 C 0.1158(5) 1.1155(3) 0.5576(6) 0.0504(17) Uani 1 1 d . . . H19A H 0.1249 1.0758 0.5143 0.060 Uiso 1 1 calc R . . C20 C 0.0525(5) 1.1620(4) 0.4947(8) 0.067(2) Uani 1 1 d . . . H20A H 0.0190 1.1540 0.4079 0.080 Uiso 1 1 calc R . . C21 C 0.0384(6) 1.2188(4) 0.5570(9) 0.080(3) Uani 1 1 d . . . H21A H -0.0044 1.2504 0.5132 0.096 Uiso 1 1 calc R . . C22 C 0.0862(5) 1.2304(4) 0.6837(9) 0.077(3) Uani 1 1 d . . . H22A H 0.0756 1.2697 0.7276 0.093 Uiso 1 1 calc R . . C23 C 0.1489(5) 1.1851(4) 0.7460(7) 0.058(2) Uani 1 1 d . . . H23A H 0.1816 1.1934 0.8332 0.069 Uiso 1 1 calc R . . B1 B 0.0941(5) 0.8835(4) 0.8804(8) 0.050(2) Uani 1 1 d D . . F1 F 0.0024(4) 0.8787(3) 0.9141(7) 0.123(2) Uani 1 1 d D . . F2 F 0.1114(3) 0.94678(19) 0.8551(5) 0.0770(13) Uani 1 1 d D . . F3 F 0.1070(4) 0.8441(2) 0.7770(4) 0.0836(15) Uani 1 1 d D . . F4 F 0.1608(4) 0.8655(3) 0.9869(5) 0.112(2) Uani 1 1 d D . . B2 B 0.5274(6) 0.8328(3) 1.0603(9) 0.060(2) Uani 1 1 d D . . F21 F 0.4905(5) 0.7963(3) 0.9555(6) 0.063(2) Uani 0.70 1 d PD B 1 F22 F 0.5237(6) 0.8075(4) 1.1781(6) 0.089(3) Uani 0.70 1 d PD B 1 F23 F 0.5117(6) 0.8969(2) 1.0469(7) 0.081(2) Uani 0.70 1 d PD B 1 F24 F 0.6322(5) 0.8234(4) 1.0395(10) 0.101(2) Uani 0.70 1 d PD B 1 F25 F 0.5337(18) 0.8055(12) 0.9489(18) 0.104(4) Uiso 0.30 1 d PD B 2 F26 F 0.4811(17) 0.7922(11) 1.143(2) 0.104(4) Uiso 0.30 1 d PD B 2 F27 F 0.4579(14) 0.8816(9) 1.054(2) 0.104(4) Uiso 0.30 1 d PD B 2 F28 F 0.6163(12) 0.8412(9) 1.136(2) 0.104(4) Uiso 0.30 1 d PD B 2 N100 N 0.8044(5) 1.0280(3) 0.5513(7) 0.0717(19) Uani 1 1 d . . . C100 C 0.8605(5) 1.0435(3) 0.6381(8) 0.0558(19) Uani 1 1 d . . . C101 C 0.9310(5) 1.0620(4) 0.7519(8) 0.061(2) Uani 1 1 d . . . H10C H 0.8958 1.0754 0.8254 0.073 Uiso 1 1 calc R . . H10D H 0.9712 1.0979 0.7269 0.073 Uiso 1 1 calc R . . H10E H 0.9736 1.0253 0.7804 0.073 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 Fe1 0.0258(4) 0.0187(4) 0.0494(5) 0.0006(3) 0.0013(3) 0.0012(3) N1 0.037(3) 0.058(4) 0.101(5) -0.046(3) 0.025(3) -0.017(3) N2 0.048(3) 0.019(2) 0.034(3) 0.0066(18) 0.002(2) -0.003(2) N3 0.027(2) 0.020(2) 0.044(3) 0.009(2) 0.005(2) 0.0060(19) N4 0.022(2) 0.036(3) 0.048(3) 0.018(2) 0.006(2) 0.0026(19) N5 0.052(4) 0.046(4) 0.098(5) 0.049(3) -0.031(3) -0.018(3) N6 0.044(4) 0.047(4) 0.088(5) -0.045(4) -0.024(3) 0.022(3) N7 0.028(3) 0.049(3) 0.031(3) 0.012(2) 0.008(2) 0.005(2) C1 0.046(5) 0.096(7) 0.192(11) -0.111(7) 0.053(6) -0.036(4) C2 0.071(6) 0.129(8) 0.133(9) -0.101(7) 0.069(6) -0.059(6) C3 0.074(6) 0.134(8) 0.041(4) -0.033(5) 0.028(4) -0.064(6) C4 0.059(5) 0.087(6) 0.044(4) -0.006(4) 0.005(4) -0.028(4) C5 0.049(4) 0.054(4) 0.041(4) -0.012(3) 0.014(3) -0.021(3) C6 0.047(4) 0.040(4) 0.045(4) 0.009(3) -0.005(3) -0.005(3) C7 0.062(4) 0.032(3) 0.044(4) 0.005(3) 0.020(3) 0.017(3) C8 0.031(3) 0.035(3) 0.030(3) 0.003(2) 0.001(2) 0.008(2) C9 0.026(3) 0.050(4) 0.040(3) 0.021(3) -0.003(3) 0.000(3) C10 0.055(5) 0.073(5) 0.061(5) 0.038(4) 0.002(4) -0.020(4) C11 0.065(5) 0.047(5) 0.157(9) 0.063(5) -0.056(6) -0.025(4) C12 0.051(5) 0.018(4) 0.148(9) 0.008(4) -0.046(5) 0.001(3) C13 0.037(8) 0.027(7) 0.036(9) 0.005(6) 0.004(7) -0.007(5) C14 0.047(12) 0.023(7) 0.038(12) -0.001(8) 0.002(9) -0.002(7) C15 0.038(12) 0.026(11) 0.032(9) -0.014(7) -0.010(9) -0.011(9) C16 0.047(9) 0.011(7) 0.060(12) 0.016(7) 0.034(9) 0.006(6) C130 0.042(11) 0.031(7) 0.038(13) -0.001(8) -0.004(9) -0.008(6) C140 0.024(11) 0.020(10) 0.060(13) -0.017(9) -0.012(9) -0.007(8) C150 0.046(9) 0.042(10) 0.032(9) -0.003(7) -0.012(7) 0.011(7) C160 0.027(7) 0.025(8) 0.026(7) -0.009(6) -0.005(6) 0.001(6) C17 0.037(4) 0.070(5) 0.035(3) 0.006(3) 0.012(3) 0.006(3) C18 0.029(3) 0.063(4) 0.033(3) -0.007(3) 0.006(3) 0.011(3) C19 0.043(4) 0.063(4) 0.043(4) -0.020(3) -0.003(3) 0.018(3) C20 0.049(4) 0.079(5) 0.064(5) -0.019(4) -0.021(4) 0.019(4) C21 0.047(5) 0.072(6) 0.113(7) -0.030(5) -0.020(5) 0.031(4) C22 0.042(4) 0.078(6) 0.106(7) -0.053(5) -0.009(4) 0.019(4) C23 0.031(4) 0.082(5) 0.060(5) -0.034(4) 0.007(3) 0.002(3) B1 0.046(5) 0.045(5) 0.055(5) 0.011(4) -0.012(4) -0.018(4) F1 0.059(3) 0.093(4) 0.221(7) 0.011(4) 0.032(4) -0.035(3) F2 0.077(3) 0.050(3) 0.107(4) 0.004(2) 0.026(3) -0.015(2) F3 0.108(4) 0.064(3) 0.066(3) -0.012(2) -0.033(3) 0.004(3) F4 0.140(5) 0.102(4) 0.076(3) -0.011(3) -0.054(3) 0.045(4) B2 0.064(6) 0.034(5) 0.074(6) 0.001(4) -0.017(5) -0.007(4) F21 0.090(6) 0.037(3) 0.057(4) -0.001(3) -0.014(3) 0.016(3) F22 0.132(8) 0.102(6) 0.036(4) 0.032(4) 0.022(4) 0.070(5) F23 0.129(7) 0.017(3) 0.089(5) 0.006(3) -0.010(5) 0.014(3) F24 0.074(5) 0.096(6) 0.134(7) 0.018(5) 0.015(5) -0.018(4) N100 0.070(5) 0.049(4) 0.090(5) -0.021(3) -0.011(4) 0.017(3) C100 0.047(4) 0.038(4) 0.083(6) -0.014(4) 0.009(4) 0.005(3) C101 0.035(4) 0.061(5) 0.085(6) -0.004(4) 0.001(4) -0.010(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 Fe1 N3 2.020(4) . y Fe1 N4 2.032(5) . y Fe1 N6 2.056(6) . y Fe1 N1 2.058(6) . y Fe1 N5 2.159(7) . y Fe1 N2 2.173(5) . y N1 C5 1.344(9) . ? N1 C1 1.348(8) . ? N2 C7 1.486(7) 3_676 ? N2 C6 1.486(7) . ? N2 H2 0.9010 . ? N3 C8 1.312(7) 3_676 ? N3 N4 1.379(6) 3_676 ? N4 C9 1.296(7) . ? N4 N3 1.379(6) 3_676 ? N5 C10 1.477(10) . ? N5 C11 1.478(9) . ? N5 H5 0.9010 . ? N6 C16 1.123(15) . ? N6 C12 1.342(11) . ? N6 C160 1.585(14) . ? N7 C9 1.364(7) . ? N7 C8 1.368(7) . ? N7 C17 1.479(7) . ? C1 C2 1.374(11) . ? C1 H1A 0.9500 . ? C2 C3 1.359(12) . ? C2 H2A 0.9500 . ? C3 C4 1.391(10) . ? C3 H3A 0.9500 . ? C4 C5 1.395(9) . ? C4 H4A 0.9500 . ? C5 C6 1.494(8) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N2 1.486(7) 3_676 ? C7 C8 1.496(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 N3 1.312(7) 3_676 ? C9 C10 1.496(8) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.490(13) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.426(16) . ? C12 C130 1.464(19) . ? C12 C16 1.971(18) . ? C13 C14 1.398(16) . ? C13 H13 0.9500 . ? C14 C15 1.355(17) . ? C14 H14 0.9500 . ? C15 C16 1.384(15) . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C130 C140 1.391(17) . ? C130 H130 0.9500 . ? C140 C150 1.360(17) . ? C140 H140 0.9500 . ? C150 C160 1.374(14) . ? C150 H150 0.9500 . ? C160 H160 0.9500 . ? C17 C18 1.501(8) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.385(8) . ? C18 C23 1.386(9) . ? C19 C20 1.393(9) . ? C19 H19A 0.9500 . ? C20 C21 1.363(10) . ? C20 H20A 0.9500 . ? C21 C22 1.380(11) . ? C21 H21A 0.9500 . ? C22 C23 1.369(10) . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? B1 F1 1.351(8) . ? B1 F3 1.359(9) . ? B1 F2 1.365(8) . ? B1 F4 1.369(8) . ? B2 F25 1.275(15) . ? B2 F22 1.311(10) . ? B2 F21 1.345(9) . ? B2 F23 1.350(9) . ? B2 F28 1.363(14) . ? B2 F27 1.387(14) . ? B2 F26 1.402(15) . ? B2 F24 1.494(10) . ? N100 C100 1.134(9) . ? C100 C101 1.453(10) . ? C101 H10C 0.9800 . ? C101 H10D 0.9800 . ? C101 H10E 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 N3 Fe1 N4 92.62(17) . . y N3 Fe1 N6 102.3(3) . . y N4 Fe1 N6 97.47(19) . . y N3 Fe1 N1 90.5(2) . . y N4 Fe1 N1 96.5(2) . . y N6 Fe1 N1 160.6(3) . . y N3 Fe1 N5 171.13(19) . . y N4 Fe1 N5 78.6(2) . . y N6 Fe1 N5 78.0(3) . . y N1 Fe1 N5 91.7(2) . . y N3 Fe1 N2 77.83(16) . . y N4 Fe1 N2 169.45(17) . . y N6 Fe1 N2 89.03(19) . . y N1 Fe1 N2 79.3(2) . . y N5 Fe1 N2 111.03(19) . . y C5 N1 C1 116.9(7) . . ? C5 N1 Fe1 116.6(4) . . ? C1 N1 Fe1 126.2(6) . . ? C7 N2 C6 112.8(5) 3_676 . ? C7 N2 Fe1 113.7(3) 3_676 . ? C6 N2 Fe1 105.6(3) . . ? C7 N2 H2 113.8 3_676 . ? C6 N2 H2 96.5 . . ? Fe1 N2 H2 112.8 . . ? C8 N3 N4 107.6(4) 3_676 3_676 ? C8 N3 Fe1 119.4(4) 3_676 . ? N4 N3 Fe1 132.9(3) 3_676 . y C9 N4 N3 107.6(4) . 3_676 ? C9 N4 Fe1 117.8(4) . . ? N3 N4 Fe1 134.5(3) 3_676 . ? C10 N5 C11 111.6(6) . . ? C10 N5 Fe1 113.5(4) . . ? C11 N5 Fe1 107.2(6) . . ? C10 N5 H5 113.2 . . ? C11 N5 H5 99.1 . . ? Fe1 N5 H5 111.2 . . ? C16 N6 C12 105.8(9) . . ? C16 N6 C160 23.9(7) . . ? C12 N6 C160 126.7(7) . . ? C16 N6 Fe1 136.8(9) . . ? C12 N6 Fe1 116.9(6) . . ? C160 N6 Fe1 116.1(6) . . ? C9 N7 C8 104.9(4) . . ? C9 N7 C17 124.0(5) . . ? C8 N7 C17 131.0(5) . . ? N1 C1 C2 122.8(8) . . ? N1 C1 H1A 118.6 . . ? C2 C1 H1A 118.6 . . ? C3 C2 C1 119.9(7) . . ? C3 C2 H2A 120.0 . . ? C1 C2 H2A 120.0 . . ? C2 C3 C4 119.1(8) . . ? C2 C3 H3A 120.4 . . ? C4 C3 H3A 120.4 . . ? C3 C4 C5 117.7(8) . . ? C3 C4 H4A 121.1 . . ? C5 C4 H4A 121.1 . . ? N1 C5 C4 123.3(6) . . ? N1 C5 C6 114.4(6) . . ? C4 C5 C6 122.2(7) . . ? N2 C6 C5 110.8(5) . . ? N2 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? N2 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N2 C7 C8 108.1(4) 3_676 . ? N2 C7 H7A 110.1 3_676 . ? C8 C7 H7A 110.1 . . ? N2 C7 H7B 110.1 3_676 . ? C8 C7 H7B 110.1 . . ? H7A C7 H7B 108.4 . . ? N3 C8 N7 109.5(5) 3_676 . ? N3 C8 C7 119.8(5) 3_676 . ? N7 C8 C7 130.6(5) . . ? N4 C9 N7 110.4(5) . . ? N4 C9 C10 121.2(6) . . ? N7 C9 C10 128.4(6) . . ? N5 C10 C9 108.7(6) . . ? N5 C10 H10A 110.0 . . ? C9 C10 H10A 110.0 . . ? N5 C10 H10B 110.0 . . ? C9 C10 H10B 110.0 . . ? H10A C10 H10B 108.3 . . ? N5 C11 C12 109.4(6) . . ? N5 C11 H11A 109.8 . . ? C12 C11 H11A 109.8 . . ? N5 C11 H11B 109.8 . . ? C12 C11 H11B 109.8 . . ? H11A C11 H11B 108.2 . . ? N6 C12 C13 136.0(10) . . ? N6 C12 C130 106.2(10) . . ? C13 C12 C130 32.1(6) . . ? N6 C12 C11 115.4(7) . . ? C13 C12 C11 108.4(10) . . ? C130 C12 C11 137.4(10) . . ? N6 C12 C16 33.2(5) . . ? C13 C12 C16 103.8(9) . . ? C130 C12 C16 73.0(9) . . ? C11 C12 C16 147.4(8) . . ? C14 C13 C12 106.1(12) . . ? C14 C13 H13 127.0 . . ? C12 C13 H13 127.0 . . ? C15 C14 C13 119.1(13) . . ? C15 C14 H14 120.5 . . ? C13 C14 H14 120.5 . . ? C14 C15 C16 118.5(13) . . ? C14 C15 H15 120.8 . . ? C16 C15 H15 120.8 . . ? N6 C16 C15 132.7(14) . . ? N6 C16 C12 40.9(6) . . ? C15 C16 C12 92.6(10) . . ? N6 C16 H16 113.6 . . ? C15 C16 H16 113.6 . . ? C12 C16 H16 152.5 . . ? C140 C130 C12 130.4(13) . . ? C140 C130 H130 114.8 . . ? C12 C130 H130 114.8 . . ? C150 C140 C130 120.0(12) . . ? C150 C140 H140 120.0 . . ? C130 C140 H140 120.0 . . ? C140 C150 C160 118.4(13) . . ? C140 C150 H150 120.8 . . ? C160 C150 H150 120.8 . . ? C150 C160 N6 117.4(13) . . ? C150 C160 H160 121.3 . . ? N6 C160 H160 121.3 . . ? N7 C17 C18 113.1(5) . . ? N7 C17 H17A 109.0 . . ? C18 C17 H17A 109.0 . . ? N7 C17 H17B 109.0 . . ? C18 C17 H17B 109.0 . . ? H17A C17 H17B 107.8 . . ? C19 C18 C23 118.9(6) . . ? C19 C18 C17 121.0(6) . . ? C23 C18 C17 120.1(6) . . ? C18 C19 C20 119.7(6) . . ? C18 C19 H19A 120.1 . . ? C20 C19 H19A 120.1 . . ? C21 C20 C19 120.4(7) . . ? C21 C20 H20A 119.8 . . ? C19 C20 H20A 119.8 . . ? C20 C21 C22 120.1(7) . . ? C20 C21 H21A 120.0 . . ? C22 C21 H21A 120.0 . . ? C23 C22 C21 119.9(7) . . ? C23 C22 H22A 120.1 . . ? C21 C22 H22A 120.1 . . ? C22 C23 C18 121.0(7) . . ? C22 C23 H23A 119.5 . . ? C18 C23 H23A 119.5 . . ? F1 B1 F3 111.9(6) . . ? F1 B1 F2 108.1(6) . . ? F3 B1 F2 113.0(6) . . ? F1 B1 F4 109.1(7) . . ? F3 B1 F4 107.4(6) . . ? F2 B1 F4 107.2(6) . . ? F25 B2 F22 129.9(14) . . ? F25 B2 F21 27.9(11) . . ? F22 B2 F21 115.7(7) . . ? F25 B2 F23 112.2(14) . . ? F22 B2 F23 117.4(8) . . ? F21 B2 F23 115.9(7) . . ? F25 B2 F28 113.2(15) . . ? F22 B2 F28 71.2(10) . . ? F21 B2 F28 136.9(12) . . ? F23 B2 F28 92.8(10) . . ? F25 B2 F27 114.2(15) . . ? F22 B2 F27 103.1(12) . . ? F21 B2 F27 100.9(11) . . ? F23 B2 F27 34.6(8) . . ? F28 B2 F27 119.4(13) . . ? F25 B2 F26 110.7(15) . . ? F22 B2 F26 30.3(10) . . ? F21 B2 F26 88.9(11) . . ? F23 B2 F26 125.0(13) . . ? F28 B2 F26 100.4(13) . . ? F27 B2 F26 96.0(14) . . ? F25 B2 F24 68.6(12) . . ? F22 B2 F24 103.4(7) . . ? F21 B2 F24 94.7(7) . . ? F23 B2 F24 105.0(7) . . ? F28 B2 F24 44.9(9) . . ? F27 B2 F24 139.2(11) . . ? F26 B2 F24 121.9(12) . . ? N100 C100 C101 178.2(9) . . ? C100 C101 H10C 109.5 . . ? C100 C101 H10D 109.5 . . ? H10C C101 H10D 109.5 . . ? C100 C101 H10E 109.5 . . ? H10C C101 H10E 109.5 . . ? H10D C101 H10E 109.5 . . ? 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 N2 H2 F26 0.90 2.24 3.10(3) 158.9 4_575 N2 H2 F21 0.90 2.29 3.112(7) 150.9 4_575 N2 H2 F25 0.90 2.36 3.13(3) 143.2 4_575 N2 H2 F22 0.90 2.43 3.246(9) 150.4 4_575 N2 H2 F24 0.90 2.62 3.260(9) 128.3 4_575 N5 H5 F21 0.90 2.20 3.023(8) 151.8 . N5 H5 F25 0.90 2.26 3.11(3) 156.1 . N5 H5 F27 0.90 2.35 3.13(2) 145.0 . N5 H5 F23 0.90 2.44 3.238(9) 148.3 . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.11 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.859 _refine_diff_density_min -0.593 _refine_diff_density_rms 0.085 #===END