data_1 _publ_requested_journal Organometallics _publ_contact_author_name 'Hon Man Lee' _publ_contact_author_address ;Department of Chemistry National Changhua University of Education Changhua, Taiwan 50058 ; _publ_contact_author_email leehm@cc.ncue.edu.tw _publ_contact_author_phone 886-4-7232105x3523 _publ_contact_author_fax 886-4-7211190 loop_ _publ_author_name _publ_author_address 'Lee, Hon Man' ;Department of Chemistry National Changhua University of Education Changhua, Taiwan 50058 ; 'Chiu, Ping Ling' ;Department of Chemistry National Changhua University of Education Changhua, Taiwan 50058 ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H20 N6, 2(Br)' _chemical_formula_sum 'C19 H20 Br2 N6' _chemical_formula_weight 492.23 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.6789(17) _cell_length_b 4.8423(4) _cell_length_c 19.4700(14) _cell_angle_alpha 90.00 _cell_angle_beta 117.932(3) _cell_angle_gamma 90.00 _cell_volume 1972.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3756 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 27.5 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.87 _exptl_crystal_size_mid 0.54 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.658 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 4.127 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1216 _exptl_absorpt_correction_T_max 0.6375 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9168 _diffrn_reflns_av_R_equivalents 0.0598 _diffrn_reflns_av_sigmaI/netI 0.0609 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.95 _diffrn_reflns_theta_max 26.99 _reflns_number_total 2155 _reflns_number_gt 1693 _reflns_threshold_expression I>2\s _computing_data_collection 'APEX2 v1.0-8 (Bruker, 2004)' _computing_cell_refinement 'APEX2 v1.0-8' _computing_data_reduction 'APEX2 v1.0-8' _computing_structure_solution 'SHELXTL 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL 5.1' _computing_molecular_graphics 'SHELXTL 5.1' _computing_publication_material 'SHELXTL 5.1' _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^)+(0.1225P)^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 2155 _refine_ls_number_parameters 123 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0795 _refine_ls_R_factor_gt 0.0635 _refine_ls_wR_factor_ref 0.1705 _refine_ls_wR_factor_gt 0.1594 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Br1 Br 0.06851(2) 0.88045(10) 0.14108(2) 0.0275(2) Uani 1 1 d . . . C1 C 0.4586(2) 1.0900(9) 0.6138(3) 0.0245(10) Uani 1 1 d . . . H1 H 0.4844 1.2136 0.6025 0.029 Uiso 1 1 calc R . . C2 C 0.3892(2) 0.7699(11) 0.6024(3) 0.0292(10) Uani 1 1 d . . . H2 H 0.3577 0.6293 0.5806 0.035 Uiso 1 1 calc R . . C3 C 0.4161(2) 0.8622(9) 0.6759(3) 0.0285(11) Uani 1 1 d . . . H3 H 0.4068 0.8016 0.7159 0.034 Uiso 1 1 calc R . . C4 C 0.5000 1.2301(15) 0.7500 0.0304(15) Uani 1 2 d S . . H4A H 0.5276 1.3505 0.7373 0.037 Uiso 0.50 1 calc PR . . H4B H 0.4724 1.3505 0.7627 0.037 Uiso 0.50 1 calc PR . . C5 C 0.3995(2) 0.8908(10) 0.4820(3) 0.0292(11) Uani 1 1 d . . . H5A H 0.4054 0.6962 0.4711 0.035 Uiso 1 1 calc R . . H5B H 0.4285 1.0067 0.4706 0.035 Uiso 1 1 calc R . . C6 C 0.3313(2) 0.9758(11) 0.4297(3) 0.0264(10) Uani 1 1 d . . . C7 C 0.2976(2) 0.8477(10) 0.3585(3) 0.0324(12) Uani 1 1 d . . . H7 H 0.3167 0.7050 0.3430 0.039 Uiso 1 1 calc R . . C8 C 0.2354(2) 0.9300(11) 0.3101(3) 0.0360(12) Uani 1 1 d . . . H8 H 0.2109 0.8455 0.2609 0.043 Uiso 1 1 calc R . . C9 C 0.2101(2) 1.1408(10) 0.3359(3) 0.0359(12) Uani 1 1 d . . . H9 H 0.1676 1.2037 0.3043 0.043 Uiso 1 1 calc R . . C10 C 0.2469(2) 1.2557(13) 0.4068(3) 0.0378(13) Uani 1 1 d . . . H10 H 0.2287 1.3983 0.4236 0.045 Uiso 1 1 calc R . . N1 N 0.4599(2) 1.0626(8) 0.6822(2) 0.0263(9) Uani 1 1 d . . . N2 N 0.41614(19) 0.9192(8) 0.5640(2) 0.0249(9) Uani 1 1 d . . . N3 N 0.3080(2) 1.1796(9) 0.4552(2) 0.0337(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 Br1 0.0232(3) 0.0336(4) 0.0317(3) 0.00112(18) 0.0179(2) -0.00121(17) C1 0.023(2) 0.029(3) 0.030(2) 0.0048(19) 0.019(2) 0.0044(18) C2 0.019(2) 0.034(3) 0.037(3) 0.004(2) 0.015(2) 0.001(2) C3 0.023(2) 0.036(3) 0.031(2) 0.009(2) 0.016(2) 0.0043(19) C4 0.037(4) 0.026(4) 0.029(3) 0.000 0.015(3) 0.000 C5 0.023(2) 0.043(3) 0.027(2) 0.001(2) 0.016(2) 0.007(2) C6 0.022(2) 0.033(3) 0.029(2) 0.004(2) 0.016(2) 0.002(2) C7 0.027(3) 0.036(3) 0.035(3) 0.002(2) 0.015(2) 0.003(2) C8 0.031(3) 0.042(3) 0.031(3) -0.001(2) 0.012(2) -0.002(2) C9 0.021(2) 0.048(3) 0.040(3) 0.010(2) 0.016(2) 0.007(2) C10 0.031(3) 0.053(3) 0.037(3) 0.006(3) 0.021(2) 0.016(3) N1 0.028(2) 0.028(2) 0.026(2) 0.0021(17) 0.0160(18) 0.0063(17) N2 0.0211(19) 0.031(2) 0.026(2) 0.0033(16) 0.0133(17) 0.0041(15) N3 0.029(2) 0.042(2) 0.036(2) 0.001(2) 0.020(2) 0.0066(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N2 1.313(6) . ? C1 N1 1.326(6) . ? C1 H1 0.9500 . ? C2 C3 1.341(7) . ? C2 N2 1.392(6) . ? C2 H2 0.9500 . ? C3 N1 1.384(6) . ? C3 H3 0.9500 . ? C4 N1 1.458(6) 2_656 ? C4 N1 1.458(6) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N2 1.460(6) . ? C5 C6 1.507(6) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 N3 1.334(6) . ? C6 C7 1.381(8) . ? C7 C8 1.383(7) . ? C7 H7 0.9500 . ? C8 C9 1.392(8) . ? C8 H8 0.9500 . ? C9 C10 1.360(8) . ? C9 H9 0.9500 . ? C10 N3 1.356(6) . ? 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 N2 C1 N1 109.1(4) . . ? N2 C1 H1 125.4 . . ? N1 C1 H1 125.4 . . ? C3 C2 N2 107.0(4) . . ? C3 C2 H2 126.5 . . ? N2 C2 H2 126.5 . . ? C2 C3 N1 106.9(4) . . ? C2 C3 H3 126.6 . . ? N1 C3 H3 126.6 . . ? N1 C4 N1 112.4(6) 2_656 . ? N1 C4 H4A 109.1 2_656 . ? N1 C4 H4A 109.1 . . ? N1 C4 H4B 109.1 2_656 . ? N1 C4 H4B 109.1 . . ? H4A C4 H4B 107.9 . . ? N2 C5 C6 111.6(4) . . ? N2 C5 H5A 109.3 . . ? C6 C5 H5A 109.3 . . ? N2 C5 H5B 109.3 . . ? C6 C5 H5B 109.3 . . ? H5A C5 H5B 108.0 . . ? N3 C6 C7 124.0(5) . . ? N3 C6 C5 116.7(4) . . ? C7 C6 C5 119.2(5) . . ? C6 C7 C8 119.1(5) . . ? C6 C7 H7 120.5 . . ? C8 C7 H7 120.5 . . ? C7 C8 C9 117.8(5) . . ? C7 C8 H8 121.1 . . ? C9 C8 H8 121.1 . . ? C10 C9 C8 119.1(5) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? N3 C10 C9 124.2(5) . . ? N3 C10 H10 117.9 . . ? C9 C10 H10 117.9 . . ? C1 N1 C3 108.5(4) . . ? C1 N1 C4 123.5(4) . . ? C3 N1 C4 127.9(4) . . ? C1 N2 C2 108.5(4) . . ? C1 N2 C5 126.0(4) . . ? C2 N2 C5 125.5(4) . . ? C6 N3 C10 115.8(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.999 _refine_diff_density_min -1.855 _refine_diff_density_rms 0.226 ==END data_publication_text _publ_requested_journal Organometallics _publ_contact_author_name 'Hon Man Lee' _publ_contact_author_address ;Department of Chemistry National Changhua University of Education Changhua, Taiwan 50058 ; _publ_contact_author_email leehm@cc.ncue.edu.tw _publ_contact_author_phone 886-4-7232105ext3523 _publ_contact_author_fax 886-4-7211190 loop_ _publ_author_name _publ_author_address 'Lee, Hon Man' ;Department of Chemistry National Changhua University of Education Changhua Taiwan 50058 ; 'Chiu, Ping Ling' ;Department of Chemistry National Changhua University of Education Changhua Taiwan 50058 ; data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 N6 Pd, 0.5(Br3), H2 O, 0.5(Br)' _chemical_formula_sum 'C19 H20 Br2 N6 O Pd' _chemical_formula_weight 614.63 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 20.0487(5) _cell_length_b 13.1997(3) _cell_length_c 16.4588(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.2030(10) _cell_angle_gamma 90.00 _cell_volume 4355.58(18) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8031 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 26.7 _exptl_crystal_description parallelpipe _exptl_crystal_colour colorless _exptl_crystal_size_max 0.58 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.875 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2400 _exptl_absorpt_coefficient_mu 4.544 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1735 _exptl_absorpt_correction_T_max 0.6983 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 29145 _diffrn_reflns_av_R_equivalents 0.0367 _diffrn_reflns_av_sigmaI/netI 0.0281 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 27.00 _reflns_number_total 4724 _reflns_number_gt 3851 _reflns_threshold_expression I>2\s _computing_data_collection 'APEX2 v1.0-8 (Bruker, 2004)' _computing_cell_refinement 'APEX2 v1.0-8' _computing_data_reduction 'APEX2 v1.0-8' _computing_structure_solution 'SHELXTL 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL 5.1' _computing_molecular_graphics 'SHELXTL 5.1' _computing_publication_material 'SHELXTL 5.1' _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^)+(0.0854P)^2^+38.0771P] 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 4724 _refine_ls_number_parameters 281 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0709 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1620 _refine_ls_wR_factor_gt 0.1524 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _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 Br1 Br 0.5000 0.93593(7) 0.2500 0.0461(2) Uani 1 2 d S . . Br2 Br 0.16497(9) 0.94363(12) 0.07197(10) 0.0570(4) Uiso 0.50 1 d P A 1 Br3 Br 0.19654(8) 0.95257(9) 0.03680(9) 0.0489(3) Uani 0.50 1 d P B 2 Br4 Br -0.03667(9) 0.79853(13) 0.18045(10) 0.0488(4) Uani 0.40 1 d P . 3 Br4A Br 0.0116(9) 0.8953(12) 0.1336(10) 0.059(4) Uiso 0.05 1 d P C 4 Br4B Br 0.0840(6) 0.9589(9) 0.1800(7) 0.041(2) Uiso 0.05 1 d P D 5 C1 C 0.3124(3) 0.8273(4) 0.2943(4) 0.0378(12) Uani 1 1 d . E . C2 C 0.2355(4) 0.7827(6) 0.3863(5) 0.058(2) Uani 1 1 d . . . H2 H 0.1963 0.7838 0.4185 0.070 Uiso 1 1 calc R . . C3 C 0.2834(3) 0.7120(5) 0.3869(5) 0.0536(17) Uani 1 1 d . . . H3 H 0.2849 0.6533 0.4202 0.064 Uiso 1 1 calc R . . C4 C 0.3927(4) 0.6902(6) 0.3112(5) 0.0562(19) Uani 1 1 d . . . H4A H 0.4302 0.7279 0.3361 0.067 Uiso 1 1 calc R . . H4B H 0.3926 0.6207 0.3338 0.067 Uiso 1 1 calc R . . C5 C 0.3891(3) 0.7633(5) 0.1736(4) 0.0466(16) Uani 1 1 d . E . C6 C 0.4326(3) 0.6070(6) 0.1842(7) 0.067(3) Uani 1 1 d . . . H6 H 0.4463 0.5442 0.2069 0.080 Uiso 1 1 calc R . . C7 C 0.4396(4) 0.6369(7) 0.1076(8) 0.086(4) Uani 1 1 d . E . H7 H 0.4601 0.5991 0.0653 0.103 Uiso 1 1 calc R . . C8 C 0.3937(7) 0.7898(8) 0.0193(6) 0.087(6) Uani 0.76(2) 1 d P E 1 H8A H 0.4214 0.7617 -0.0250 0.104 Uiso 0.76(2) 1 calc PR E 1 H8B H 0.3464 0.7760 0.0056 0.104 Uiso 0.76(2) 1 calc PR E 1 C8A C 0.4494(7) 0.7977(8) 0.0518(6) 0.055(10) Uiso 0.24(2) 1 d PR E 2 H8AA H 0.4879 0.8201 0.0818 0.066 Uiso 0.24(2) 1 d PR E 2 H8AB H 0.4645 0.7616 0.0047 0.066 Uiso 0.24(2) 1 d PR E 2 C9 C 0.4037(4) 0.8984(6) 0.0229(4) 0.056(2) Uani 1 1 d . . . C10 C 0.4250(4) 0.9432(6) -0.0484(4) 0.0549(19) Uani 1 1 d . E . H10 H 0.4448 0.9027 -0.0895 0.066 Uiso 1 1 calc R . . C11 C 0.4180(6) 1.0444(8) -0.0602(4) 0.082(3) Uani 1 1 d . . . H11 H 0.4308 1.0744 -0.1102 0.098 Uiso 1 1 calc R E . C12 C 0.3929(9) 1.1015(10) -0.0003(5) 0.146(8) Uani 1 1 d . E . H12 H 0.3902 1.1731 -0.0052 0.175 Uiso 1 1 calc R . . C13 C 0.3706(7) 1.0515(9) 0.0700(5) 0.115(5) Uani 1 1 d . . . H13 H 0.3493 1.0912 0.1105 0.138 Uiso 1 1 calc R E . C14 C 0.3585(4) 1.1116(5) 0.2583(5) 0.0539(18) Uani 1 1 d . . . H14 H 0.3991 1.1108 0.2288 0.065 Uiso 1 1 calc R . . C15 C 0.3412(6) 1.1970(6) 0.3047(8) 0.094(4) Uani 1 1 d . . . H15 H 0.3703 1.2538 0.3054 0.113 Uiso 1 1 calc R . . C16 C 0.2846(6) 1.2005(8) 0.3481(8) 0.107(5) Uani 1 1 d . . . H16 H 0.2727 1.2593 0.3779 0.129 Uiso 1 1 calc R . . C17 C 0.2461(5) 1.1192(7) 0.3478(5) 0.070(3) Uani 1 1 d . . . H17 H 0.2069 1.1186 0.3801 0.084 Uiso 1 1 calc R . . C18 C 0.2616(3) 1.0348(5) 0.3015(3) 0.0419(14) Uani 1 1 d . . . C19 C 0.2177(3) 0.9445(5) 0.3025(4) 0.0507(18) Uani 1 1 d . . . H19A H 0.1799 0.9565 0.3398 0.061 Uiso 1 1 calc R . . H19B H 0.1993 0.9329 0.2474 0.061 Uiso 1 1 calc R . . N1 N 0.2547(3) 0.8542(4) 0.3290(3) 0.0447(13) Uani 1 1 d . . . N2 N 0.3301(3) 0.7402(4) 0.3303(3) 0.0421(12) Uani 1 1 d . . . N3 N 0.4015(3) 0.6857(4) 0.2240(4) 0.0479(14) Uani 1 1 d . . . N4 N 0.4115(3) 0.7341(5) 0.0998(5) 0.072(2) Uani 1 1 d . . . N5 N 0.3772(3) 0.9530(5) 0.0841(3) 0.0475(14) Uani 1 1 d . E . N6 N 0.3176(3) 1.0316(3) 0.2558(3) 0.0346(10) Uani 1 1 d . E . Pd1 Pd 0.35118(2) 0.89570(3) 0.20097(3) 0.03466(16) Uani 1 1 d . . . O1 O -0.0910(4) 0.8601(6) 0.0101(5) 0.107(3) Uani 1 1 d D . . H1A H -0.0714 0.8381 0.0638 0.025 Uiso 1 1 d D . . H1B H -0.0546 0.9087 -0.0059 0.072 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Br1 0.0357(5) 0.0486(5) 0.0540(5) 0.000 -0.0120(4) 0.000 Br3 0.0576(9) 0.0340(6) 0.0550(7) -0.0085(5) 0.0056(7) -0.0043(6) Br4 0.0475(10) 0.0473(9) 0.0515(9) 0.0073(7) -0.0003(7) -0.0107(7) C1 0.031(3) 0.030(3) 0.053(3) 0.001(2) 0.003(2) 0.004(2) C2 0.037(4) 0.065(4) 0.073(5) 0.035(4) 0.015(3) 0.004(3) C3 0.040(4) 0.041(3) 0.080(5) 0.020(3) -0.006(3) -0.005(3) C4 0.042(4) 0.050(4) 0.076(5) -0.027(3) -0.021(3) 0.017(3) C5 0.029(3) 0.044(3) 0.066(4) -0.029(3) 0.015(3) -0.013(3) C6 0.026(4) 0.058(4) 0.117(7) -0.057(5) 0.000(4) -0.001(3) C7 0.052(5) 0.055(5) 0.153(10) -0.071(6) 0.044(6) -0.021(4) C8 0.143(13) 0.066(7) 0.054(6) -0.036(5) 0.053(7) -0.069(8) C9 0.055(4) 0.064(4) 0.050(4) -0.031(3) 0.021(3) -0.033(4) C10 0.051(4) 0.071(5) 0.042(3) -0.027(3) 0.010(3) -0.028(4) C11 0.119(8) 0.101(7) 0.025(3) 0.006(4) 0.001(4) 0.045(6) C12 0.268(19) 0.128(10) 0.043(4) 0.033(5) 0.032(7) 0.141(12) C13 0.186(12) 0.120(9) 0.038(4) 0.026(5) 0.030(5) 0.115(9) C14 0.068(5) 0.028(3) 0.066(4) 0.012(3) -0.023(4) 0.000(3) C15 0.108(9) 0.025(3) 0.150(10) -0.008(4) -0.073(8) 0.013(4) C16 0.102(9) 0.072(6) 0.149(10) -0.067(7) -0.076(8) 0.063(6) C17 0.080(6) 0.079(6) 0.050(4) -0.026(4) -0.030(4) 0.058(5) C18 0.055(4) 0.041(3) 0.030(3) 0.003(2) -0.004(2) 0.026(3) C19 0.042(4) 0.052(4) 0.058(4) 0.022(3) 0.019(3) 0.026(3) N1 0.033(3) 0.044(3) 0.057(3) 0.021(2) 0.016(2) 0.013(2) N2 0.032(3) 0.034(3) 0.061(3) -0.003(2) -0.006(2) 0.004(2) N3 0.025(3) 0.041(3) 0.077(4) -0.029(3) -0.011(2) 0.009(2) N4 0.071(4) 0.049(3) 0.098(5) -0.044(4) 0.052(4) -0.031(3) N5 0.037(3) 0.075(4) 0.030(2) -0.011(2) -0.004(2) 0.012(3) N6 0.048(3) 0.028(2) 0.028(2) 0.0047(17) -0.0025(19) 0.006(2) Pd1 0.0311(3) 0.0358(3) 0.0372(2) -0.01078(17) 0.00887(17) -0.00299(17) O1 0.107(6) 0.072(4) 0.141(7) 0.008(5) -0.045(5) -0.002(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Br4 Br4 2.717(3) 2 ? C1 N1 1.339(7) . ? C1 N2 1.341(8) . ? C1 Pd1 1.946(6) . ? C2 C3 1.339(10) . ? C2 N1 1.389(8) . ? C2 H2 0.9500 . ? C3 N2 1.374(9) . ? C3 H3 0.9500 . ? C4 N3 1.448(10) . ? C4 N2 1.454(8) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 N3 1.340(10) . ? C5 N4 1.352(8) . ? C5 Pd1 1.959(6) . ? C6 C7 1.329(15) . ? C6 N3 1.378(8) . ? C6 H6 0.9500 . ? C7 N4 1.407(12) . ? C7 H7 0.9500 . ? C8 C9 1.449(11) . ? C8 N4 1.555(15) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C8A N4 1.382(11) . ? C8A C9 1.683(17) . ? C8A H8AA 0.9601 . ? C8A H8AB 0.9599 . ? C9 N5 1.349(8) . ? C9 C10 1.383(10) . ? C10 C11 1.358(12) . ? C10 H10 0.9500 . ? C11 C12 1.340(12) . ? C11 H11 0.9500 . ? C12 C13 1.407(15) . ? C12 H12 0.9500 . ? C13 N5 1.327(12) . ? C13 H13 0.9500 . ? C14 N6 1.338(8) . ? C14 C15 1.404(12) . ? C14 H14 0.9500 . ? C15 C16 1.343(18) . ? C15 H15 0.9500 . ? C16 C17 1.322(16) . ? C16 H16 0.9500 . ? C17 C18 1.386(9) . ? C17 H17 0.9500 . ? C18 N6 1.354(8) . ? C18 C19 1.481(10) . ? C19 N1 1.469(7) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? N5 Pd1 2.133(5) . ? N6 Pd1 2.119(5) . ? O1 H1A 1.0084 . ? O1 H1B 1.0081 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 N2 105.5(5) . . ? N1 C1 Pd1 124.2(4) . . ? N2 C1 Pd1 129.8(4) . . ? C3 C2 N1 106.1(6) . . ? C3 C2 H2 126.9 . . ? N1 C2 H2 126.9 . . ? C2 C3 N2 107.2(6) . . ? C2 C3 H3 126.4 . . ? N2 C3 H3 126.4 . . ? N3 C4 N2 110.0(5) . . ? N3 C4 H4A 109.7 . . ? N2 C4 H4A 109.7 . . ? N3 C4 H4B 109.7 . . ? N2 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N3 C5 N4 106.0(6) . . ? N3 C5 Pd1 127.6(5) . . ? N4 C5 Pd1 126.3(6) . . ? C7 C6 N3 106.1(8) . . ? C7 C6 H6 127.0 . . ? N3 C6 H6 127.0 . . ? C6 C7 N4 108.3(7) . . ? C6 C7 H7 125.9 . . ? N4 C7 H7 125.9 . . ? C9 C8 N4 113.7(8) . . ? C9 C8 H8A 108.8 . . ? N4 C8 H8A 108.8 . . ? C9 C8 H8B 108.8 . . ? N4 C8 H8B 108.8 . . ? H8A C8 H8B 107.7 . . ? C9 C8 H8AB 97.0 . . ? N4 C8 H8AB 78.7 . . ? N4 C8A C9 109.9(10) . . ? N4 C8A H8AA 109.7 . . ? C9 C8A H8AA 109.7 . . ? N4 C8A H8AB 109.6 . . ? C9 C8A H8AB 109.7 . . ? H8AA C8A H8AB 108.2 . . ? N5 C9 C10 121.9(7) . . ? N5 C9 C8 120.3(7) . . ? C10 C9 C8 115.5(6) . . ? N5 C9 C8A 115.2(7) . . ? C10 C9 C8A 114.0(7) . . ? C8 C9 C8A 46.0(5) . . ? C11 C10 C9 120.7(7) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C12 C11 C10 119.2(8) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C11 C12 C13 117.5(11) . . ? C11 C12 H12 121.2 . . ? C13 C12 H12 121.2 . . ? N5 C13 C12 124.9(8) . . ? N5 C13 H13 117.5 . . ? C12 C13 H13 117.5 . . ? N6 C14 C15 119.9(9) . . ? N6 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 121.7(9) . . ? C16 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? C17 C16 C15 117.7(8) . . ? C17 C16 H16 121.1 . . ? C15 C16 H16 121.1 . . ? C16 C17 C18 121.5(10) . . ? C16 C17 H17 119.3 . . ? C18 C17 H17 119.3 . . ? N6 C18 C17 121.2(7) . . ? N6 C18 C19 118.3(5) . . ? C17 C18 C19 120.5(7) . . ? N1 C19 C18 110.9(6) . . ? N1 C19 H19A 109.5 . . ? C18 C19 H19A 109.5 . . ? N1 C19 H19B 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 108.0 . . ? C1 N1 C2 110.6(5) . . ? C1 N1 C19 121.6(5) . . ? C2 N1 C19 127.7(5) . . ? C1 N2 C3 110.6(5) . . ? C1 N2 C4 121.4(6) . . ? C3 N2 C4 127.9(6) . . ? C5 N3 C6 111.4(7) . . ? C5 N3 C4 124.0(5) . . ? C6 N3 C4 123.9(7) . . ? C5 N4 C8A 121.6(6) . . ? C5 N4 C7 108.2(8) . . ? C8A N4 C7 112.6(8) . . ? C5 N4 C8 123.7(8) . . ? C8A N4 C8 49.6(4) . . ? C7 N4 C8 126.8(7) . . ? C13 N5 C9 115.6(6) . . ? C13 N5 Pd1 118.7(5) . . ? C9 N5 Pd1 125.6(5) . . ? C14 N6 C18 117.9(6) . . ? C14 N6 Pd1 119.1(5) . . ? C18 N6 Pd1 121.9(4) . . ? C1 Pd1 C5 85.7(3) . . ? C1 Pd1 N6 85.9(2) . . ? C5 Pd1 N6 167.8(3) . . ? C1 Pd1 N5 167.4(2) . . ? C5 Pd1 N5 90.7(3) . . ? N6 Pd1 N5 99.4(2) . . ? H1A O1 H1B 97.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.901 _refine_diff_density_min -2.307 _refine_diff_density_rms 0.149 ==END data_publication_text _publ_requested_journal Organometallics _publ_contact_author_name 'Lee, Hon Man' _publ_contact_author_address ;Department of Chemistry National Changhua University of Education Changhua Taiwan 50058 ; _publ_contact_author_email leehm@cc.ncue.edu.tw _publ_contact_author_phone 886-4-7232105ext3523 _publ_contact_author_fax 886-4-7211190 loop_ _publ_author_name _publ_author_address 'Lee, Hon Man' ;Department of Chemistry National Changhua University of Education Changhua Taiwan 50058 ; 'Chiu, Ping Ling' ;Department of Chemistry National Changhua University of Education Changhua Taiwan 50058 ; data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '8(C19 H18 Br N6 Ni), H8 O4, 8(Br)' _chemical_formula_sum 'C152 H152 Br16 N48 Ni8 O4' _chemical_formula_weight 4463.46 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' Br Br -0.2901 2.4595 '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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_int_tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.0943(9) _cell_length_b 11.2364(5) _cell_length_c 15.5936(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.875(2) _cell_angle_gamma 90.00 _cell_volume 4191.3(3) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5349 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 30.7 _exptl_crystal_description rectangular _exptl_crystal_colour 'dark red' _exptl_crystal_size_max 0.88 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.768 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2216 _exptl_absorpt_coefficient_mu 4.759 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.0789 _exptl_absorpt_correction_T_max 0.2772 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 25027 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0436 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 34 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 31.50 _reflns_number_total 6618 _reflns_number_gt 4760 _reflns_threshold_expression I>2\s _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'APEX2 v1.0-22' _computing_data_reduction 'APEX2 v1.0-22' _computing_structure_solution 'SHELXTL 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL 5.1' _computing_molecular_graphics 'SHELXTL 5.1' _computing_publication_material 'SHELXTL 5.1' _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^)+(0.0861P)^2^+39.4421P] 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 6618 _refine_ls_number_parameters 261 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0932 _refine_ls_R_factor_gt 0.0673 _refine_ls_wR_factor_ref 0.2001 _refine_ls_wR_factor_gt 0.1871 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.115 _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 Br1 Br 0.35576(2) 0.01695(6) 0.30656(4) 0.03638(17) Uani 1 1 d . . . Br2 Br 0.41897(3) 0.63015(8) 0.32215(4) 0.0520(2) Uani 1 1 d . . . Ni1 Ni 0.33896(3) 0.08883(6) 0.48731(4) 0.02722(17) Uani 1 1 d . . . N1 N 0.23311(19) 0.1265(5) 0.3872(3) 0.0397(12) Uani 1 1 d . . . N2 N 0.2835(2) 0.2843(5) 0.3890(3) 0.0379(12) Uani 1 1 d . . . N3 N 0.3716(2) 0.3349(4) 0.4651(3) 0.0315(10) Uani 1 1 d . . . N4 N 0.41785(17) 0.2486(4) 0.5723(3) 0.0264(8) Uani 1 1 d . . . N5 N 0.40480(16) -0.0001(4) 0.5375(3) 0.0242(8) Uani 1 1 d . . . N6 N 0.28612(18) -0.0354(5) 0.5168(3) 0.0334(11) Uani 1 1 d . . . C1 C 0.2827(2) 0.1735(6) 0.4214(4) 0.0344(13) Uani 1 1 d . . . C2 C 0.2036(3) 0.2081(8) 0.3321(4) 0.0494(19) Uani 1 1 d . . . H2 H 0.1680 0.1962 0.2999 0.059 Uiso 1 1 calc R . . C3 C 0.2344(3) 0.3049(7) 0.3331(4) 0.0476(18) Uani 1 1 d . . . H3 H 0.2251 0.3760 0.3016 0.057 Uiso 1 1 calc R . . C4 C 0.3331(3) 0.3545(6) 0.3864(4) 0.0407(14) Uani 1 1 d . . . H4A H 0.3230 0.4398 0.3814 0.049 Uiso 1 1 calc R . . H4B H 0.3515 0.3320 0.3353 0.049 Uiso 1 1 calc R . . C5 C 0.3781(2) 0.2300(5) 0.5051(3) 0.0274(10) Uani 1 1 d . . . C6 C 0.4086(3) 0.4206(5) 0.5038(4) 0.0370(12) Uani 1 1 d . . . H6 H 0.4130 0.5004 0.4857 0.044 Uiso 1 1 calc R . . C7 C 0.4370(2) 0.3648(5) 0.5730(4) 0.0341(12) Uani 1 1 d . . . H7 H 0.4647 0.3991 0.6140 0.041 Uiso 1 1 calc R . . C8 C 0.4360(2) 0.1601(5) 0.6387(3) 0.0298(11) Uani 1 1 d . . . H8A H 0.4073 0.1523 0.6788 0.036 Uiso 1 1 calc R . . H8B H 0.4712 0.1867 0.6724 0.036 Uiso 1 1 calc R . . C9 C 0.44484(19) 0.0420(5) 0.5981(3) 0.0254(10) Uani 1 1 d . . . C10 C 0.4926(2) -0.0252(6) 0.6240(3) 0.0318(11) Uani 1 1 d . . . H10 H 0.5200 0.0041 0.6677 0.038 Uiso 1 1 calc R . . C11 C 0.5001(2) -0.1344(6) 0.5861(4) 0.0381(13) Uani 1 1 d . . . H11 H 0.5330 -0.1797 0.6024 0.046 Uiso 1 1 calc R . . C12 C 0.4591(2) -0.1764(5) 0.5245(4) 0.0318(11) Uani 1 1 d . . . H12 H 0.4627 -0.2521 0.4987 0.038 Uiso 1 1 calc R . . C13 C 0.4126(2) -0.1065(5) 0.5009(3) 0.0272(10) Uani 1 1 d . . . H13 H 0.3850 -0.1346 0.4569 0.033 Uiso 1 1 calc R . . C14 C 0.2985(2) -0.0859(6) 0.5939(4) 0.0359(13) Uani 1 1 d . . . H14 H 0.3341 -0.0701 0.6250 0.043 Uiso 1 1 calc R . . C15 C 0.2623(3) -0.1604(6) 0.6311(4) 0.0412(14) Uani 1 1 d . . . H15 H 0.2730 -0.1949 0.6862 0.049 Uiso 1 1 calc R . . C16 C 0.2104(3) -0.1836(6) 0.5870(5) 0.0472(17) Uani 1 1 d . . . H16 H 0.1845 -0.2337 0.6111 0.057 Uiso 1 1 calc R . . C17 C 0.1971(3) -0.1324(7) 0.5075(5) 0.0474(17) Uani 1 1 d . . . H17 H 0.1618 -0.1479 0.4753 0.057 Uiso 1 1 calc R . . C18 C 0.2347(2) -0.0588(7) 0.4744(4) 0.0400(14) Uani 1 1 d . . . C19 C 0.2207(2) -0.0010(7) 0.3875(4) 0.0449(17) Uani 1 1 d . . . H19A H 0.2419 -0.0412 0.3453 0.054 Uiso 1 1 calc R . . H19B H 0.1804 -0.0127 0.3682 0.054 Uiso 1 1 calc R . . O1 O 0.4100(19) 0.345(3) 0.210(3) 0.18(2) Uiso 0.25 1 d PD A 1 H1A H 0.4196 0.3809 0.1598 0.050 Uiso 0.25 1 d PD B 1 H1B H 0.3861 0.4089 0.2091 0.050 Uiso 0.25 1 d PD C 1 O2 O 0.4117(7) 0.275(2) 0.202(3) 0.118(13) Uiso 0.25 1 d PD D 2 H2A H 0.4335 0.3408 0.2111 0.050 Uiso 0.25 1 d PD E 2 H2B H 0.3762 0.2928 0.1919 0.050 Uiso 0.25 1 d PD F 2 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 Br1 0.0271(3) 0.0553(4) 0.0244(3) -0.0096(2) -0.00633(19) 0.0095(2) Br2 0.0286(3) 0.0926(6) 0.0343(4) 0.0152(3) 0.0022(2) 0.0048(3) Ni1 0.0160(3) 0.0412(4) 0.0230(3) -0.0044(3) -0.0036(2) 0.0038(2) N1 0.021(2) 0.072(4) 0.024(2) -0.013(2) -0.0044(16) 0.014(2) N2 0.034(2) 0.058(3) 0.019(2) -0.008(2) -0.0052(17) 0.025(2) N3 0.034(2) 0.038(2) 0.021(2) -0.0022(18) -0.0020(17) 0.0079(19) N4 0.0220(19) 0.035(2) 0.021(2) -0.0012(17) -0.0010(14) 0.0035(16) N5 0.0165(17) 0.036(2) 0.020(2) 0.0042(16) -0.0011(14) -0.0001(15) N6 0.0185(19) 0.053(3) 0.028(2) -0.019(2) 0.0031(16) -0.0036(19) C1 0.022(2) 0.057(4) 0.023(3) -0.013(2) -0.0052(18) 0.012(2) C2 0.029(3) 0.091(6) 0.024(3) -0.017(3) -0.010(2) 0.028(3) C3 0.041(3) 0.079(5) 0.021(3) -0.005(3) -0.003(2) 0.037(4) C4 0.054(4) 0.045(3) 0.021(3) 0.000(2) -0.006(2) 0.017(3) C5 0.024(2) 0.037(3) 0.020(2) -0.0054(19) -0.0013(17) 0.0080(19) C6 0.040(3) 0.032(3) 0.038(3) 0.000(2) 0.000(2) 0.003(2) C7 0.027(3) 0.038(3) 0.037(3) -0.005(2) 0.001(2) 0.000(2) C8 0.026(2) 0.043(3) 0.018(2) 0.001(2) -0.0046(17) 0.002(2) C9 0.017(2) 0.041(3) 0.018(2) 0.0062(19) 0.0007(15) -0.0038(18) C10 0.024(2) 0.052(3) 0.019(2) 0.008(2) -0.0022(17) 0.002(2) C11 0.028(3) 0.053(4) 0.034(3) 0.016(3) 0.004(2) 0.012(2) C12 0.031(3) 0.040(3) 0.024(3) 0.006(2) 0.0039(19) 0.005(2) C13 0.025(2) 0.034(3) 0.022(2) 0.0035(19) 0.0038(17) -0.0021(19) C14 0.027(3) 0.053(3) 0.029(3) -0.010(2) 0.008(2) -0.010(2) C15 0.040(3) 0.051(4) 0.035(3) -0.013(3) 0.016(2) -0.012(3) C16 0.036(3) 0.051(4) 0.059(4) -0.023(3) 0.025(3) -0.014(3) C17 0.024(3) 0.062(4) 0.057(4) -0.030(3) 0.009(3) -0.008(3) C18 0.019(2) 0.064(4) 0.037(3) -0.024(3) 0.004(2) -0.002(2) C19 0.021(2) 0.075(5) 0.038(3) -0.025(3) -0.003(2) 0.000(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 Ni1 C5 1.850(6) . ? Ni1 C1 1.862(5) . ? Ni1 N5 1.957(4) . ? Ni1 N6 1.980(5) . ? N1 C1 1.356(7) . ? N1 C2 1.392(8) . ? N1 C19 1.463(9) . ? N2 C1 1.344(9) . ? N2 C3 1.403(7) . ? N2 C4 1.437(9) . ? N3 C5 1.334(7) . ? N3 C6 1.400(8) . ? N3 C4 1.463(7) . ? N4 C5 1.349(6) . ? N4 C7 1.385(8) . ? N4 C8 1.464(7) . ? N5 C13 1.348(7) . ? N5 C9 1.352(6) . ? N6 C14 1.331(8) . ? N6 C18 1.358(7) . ? C2 C3 1.316(12) . ? C2 H2 0.9500 . ? C3 H3 0.9500 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C6 C7 1.358(9) . ? C6 H6 0.9500 . ? C7 H7 0.9500 . ? C8 C9 1.497(8) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.395(7) . ? C10 C11 1.383(9) . ? C10 H10 0.9500 . ? C11 C12 1.376(8) . ? C11 H11 0.9500 . ? C12 C13 1.382(7) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 C15 1.387(8) . ? C14 H14 0.9500 . ? C15 C16 1.377(10) . ? C15 H15 0.9500 . ? C16 C17 1.368(12) . ? C16 H16 0.9500 . ? C17 C18 1.373(10) . ? C17 H17 0.9500 . ? C18 C19 1.505(10) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? O1 H1A 0.9331 . ? O1 H1B 0.9218 . ? O2 H2A 0.9041 . ? O2 H2B 0.8729 . ? 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 C5 Ni1 C1 88.2(3) . . ? C5 Ni1 N5 90.2(2) . . ? C1 Ni1 N5 169.6(2) . . ? C5 Ni1 N6 154.2(2) . . ? C1 Ni1 N6 92.4(3) . . ? N5 Ni1 N6 93.45(19) . . ? C1 N1 C2 110.3(6) . . ? C1 N1 C19 123.5(5) . . ? C2 N1 C19 123.8(5) . . ? C1 N2 C3 109.7(6) . . ? C1 N2 C4 124.6(5) . . ? C3 N2 C4 122.3(6) . . ? C5 N3 C6 111.9(5) . . ? C5 N3 C4 123.5(5) . . ? C6 N3 C4 124.5(5) . . ? C5 N4 C7 110.9(5) . . ? C5 N4 C8 124.6(5) . . ? C7 N4 C8 124.4(4) . . ? C13 N5 C9 118.8(4) . . ? C13 N5 Ni1 115.5(3) . . ? C9 N5 Ni1 125.3(4) . . ? C14 N6 C18 116.8(5) . . ? C14 N6 Ni1 115.4(4) . . ? C18 N6 Ni1 126.7(5) . . ? N2 C1 N1 105.4(5) . . ? N2 C1 Ni1 129.7(4) . . ? N1 C1 Ni1 124.5(5) . . ? C3 C2 N1 107.0(5) . . ? C3 C2 H2 126.5 . . ? N1 C2 H2 126.5 . . ? C2 C3 N2 107.6(6) . . ? C2 C3 H3 126.2 . . ? N2 C3 H3 126.2 . . ? N2 C4 N3 109.9(5) . . ? N2 C4 H4A 109.7 . . ? N3 C4 H4A 109.7 . . ? N2 C4 H4B 109.7 . . ? N3 C4 H4B 109.7 . . ? H4A C4 H4B 108.2 . . ? N3 C5 N4 105.1(5) . . ? N3 C5 Ni1 131.2(4) . . ? N4 C5 Ni1 123.4(4) . . ? C7 C6 N3 105.0(5) . . ? C7 C6 H6 127.5 . . ? N3 C6 H6 127.5 . . ? C6 C7 N4 107.1(5) . . ? C6 C7 H7 126.5 . . ? N4 C7 H7 126.5 . . ? N4 C8 C9 110.4(4) . . ? N4 C8 H8A 109.6 . . ? C9 C8 H8A 109.6 . . ? N4 C8 H8B 109.6 . . ? C9 C8 H8B 109.6 . . ? H8A C8 H8B 108.1 . . ? N5 C9 C10 120.5(5) . . ? N5 C9 C8 118.7(4) . . ? C10 C9 C8 120.8(5) . . ? C11 C10 C9 120.2(5) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 118.8(5) . . ? C12 C11 H11 120.6 . . ? C10 C11 H11 120.6 . . ? C11 C12 C13 118.9(6) . . ? C11 C12 H12 120.6 . . ? C13 C12 H12 120.6 . . ? N5 C13 C12 122.7(5) . . ? N5 C13 H13 118.6 . . ? C12 C13 H13 118.6 . . ? N6 C14 C15 123.4(6) . . ? N6 C14 H14 118.3 . . ? C15 C14 H14 118.3 . . ? C16 C15 C14 119.0(7) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C17 C16 C15 118.2(6) . . ? C17 C16 H16 120.9 . . ? C15 C16 H16 120.9 . . ? C16 C17 C18 120.0(6) . . ? C16 C17 H17 120.0 . . ? C18 C17 H17 120.0 . . ? N6 C18 C17 122.6(7) . . ? N6 C18 C19 116.7(6) . . ? C17 C18 C19 120.8(6) . . ? N1 C19 C18 113.7(5) . . ? N1 C19 H19A 108.8 . . ? C18 C19 H19A 108.8 . . ? N1 C19 H19B 108.8 . . ? C18 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? H1A O1 H1B 82.3 . . ? H2A O2 H2B 112.7 . . ? _diffrn_measured_fraction_theta_max 0.945 _diffrn_reflns_theta_full 31.50 _diffrn_measured_fraction_theta_full 0.945 _refine_diff_density_max 3.516 _refine_diff_density_min -1.605 _refine_diff_density_rms 0.178 data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 N6 Pd, 2(F6 P)' _chemical_formula_sum 'C19 H18 F12 N6 P2 Pd' _chemical_formula_weight 726.73 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_int_tables_number 14 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 8.4644(7) _cell_length_b 20.9138(16) _cell_length_c 13.8292(8) _cell_angle_alpha 90.00 _cell_angle_beta 95.217(3) _cell_angle_gamma 90.00 _cell_volume 2437.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4092 _cell_measurement_theta_min 2.7 _cell_measurement_theta_max 26.7 _exptl_crystal_description 'plate ' _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.980 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1432 _exptl_absorpt_coefficient_mu 1.008 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7129 _exptl_absorpt_correction_T_max 0.9420 _exptl_absorpt_process_details 'SADABS 2.10 (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART APEX II' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 16881 _diffrn_reflns_av_R_equivalents 0.0317 _diffrn_reflns_av_sigmaI/netI 0.0403 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5444 _reflns_number_gt 4094 _reflns_threshold_expression I>2\s _computing_data_collection 'APEX2 v1.0-22 (Bruker, 2004)' _computing_cell_refinement 'APEX2 v1.0-22' _computing_data_reduction 'APEX2 v1.0-22' _computing_structure_solution 'SHELXTL 5.1 (Sheldrick, 1998)' _computing_structure_refinement 'SHELXTL 5.1' _computing_molecular_graphics 'SHELXTL 5.1' _computing_publication_material 'SHELXTL 5.1' _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^)+(0.0428P)^2^+5.5761P] 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 5444 _refine_ls_number_parameters 429 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0617 _refine_ls_R_factor_gt 0.0394 _refine_ls_wR_factor_ref 0.1000 _refine_ls_wR_factor_gt 0.0916 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.2688(4) 0.1678(2) 0.6053(3) 0.0235(8) Uani 1 1 d . . . C2 C 0.1757(5) 0.1850(2) 0.4506(3) 0.0345(10) Uani 1 1 d . . . C3 C 0.2232(5) 0.2411(2) 0.4876(3) 0.0338(10) Uani 1 1 d . . . C4 C 0.3439(5) 0.2790(2) 0.6526(3) 0.0292(9) Uani 1 1 d . . . C5 C 0.2884(4) 0.2060(2) 0.7847(3) 0.0247(8) Uani 1 1 d . . . C6 C 0.2366(6) 0.3082(2) 0.8138(3) 0.0367(11) Uani 1 1 d . . . C7 C 0.1997(6) 0.2745(2) 0.8906(3) 0.0389(11) Uani 1 1 d . . . C8 C 0.2037(5) 0.1543(2) 0.9297(3) 0.0303(9) Uani 1 1 d . . . C9 C 0.3582(5) 0.1180(2) 0.9498(3) 0.0263(8) Uani 1 1 d . . . C10 C 0.4221(6) 0.1072(2) 1.0445(3) 0.0341(10) Uani 1 1 d . . . C11 C 0.5701(6) 0.0795(2) 1.0602(3) 0.0380(11) Uani 1 1 d . . . C12 C 0.6540(5) 0.0652(2) 0.9817(3) 0.0333(10) Uani 1 1 d . . . C13 C 0.5829(5) 0.0767(2) 0.8882(3) 0.0264(9) Uani 1 1 d . . . C14 C 0.4699(5) -0.0070(2) 0.6805(3) 0.0259(9) Uani 1 1 d . . . C15 C 0.4949(5) -0.0632(2) 0.6312(3) 0.0286(9) Uani 1 1 d . . . H15 H 0.5704 -0.0937 0.6573 0.034 Uiso 1 1 calc R . . C16 C 0.4077(5) -0.0740(2) 0.5429(3) 0.0293(9) Uani 1 1 d . . . C17 C 0.2954(5) -0.0292(2) 0.5088(3) 0.0268(9) Uani 1 1 d . . . C18 C 0.2758(4) 0.0262(2) 0.5623(3) 0.0227(8) Uani 1 1 d . . . C19 C 0.1494(5) 0.0735(2) 0.5251(3) 0.0286(9) Uani 1 1 d . . . F1 F 0.9091(4) 0.1770(2) 0.6175(3) 0.1064(16) Uani 1 1 d . . . F2 F 0.6995(4) 0.1337(2) 0.6787(3) 0.0838(12) Uani 1 1 d . . . F3 F 0.6694(3) 0.21984(16) 0.77019(18) 0.0524(8) Uani 1 1 d . . . F4 F 0.8833(6) 0.2631(2) 0.7115(5) 0.140(2) Uani 1 1 d . . . F5 F 0.6784(5) 0.2288(3) 0.6100(2) 0.1117(19) Uani 1 1 d . . . F6 F 0.9020(4) 0.1682(2) 0.7802(3) 0.0940(14) Uani 1 1 d . . . F7 F 0.5014(4) 0.41594(15) 0.6115(2) 0.0568(8) Uani 1 1 d . . . F8 F 0.4754(9) 0.51807(19) 0.6482(3) 0.144(3) Uani 1 1 d . . . F9 F 0.5491(4) 0.50008(18) 0.8032(2) 0.0694(10) Uani 1 1 d . . . F10 F 0.5762(8) 0.3968(2) 0.7645(3) 0.1212(19) Uani 1 1 d . . . F11 F 0.3504(4) 0.4468(3) 0.7254(4) 0.131(2) Uani 1 1 d . . . F12 F 0.7027(5) 0.4682(3) 0.6888(4) 0.126(2) Uani 1 1 d . . . N1 N 0.2047(4) 0.13992(16) 0.5243(2) 0.0245(7) Uani 1 1 d . . . N2 N 0.2808(4) 0.23053(17) 0.5840(2) 0.0263(7) Uani 1 1 d . . . N3 N 0.2912(4) 0.26519(17) 0.7480(2) 0.0270(7) Uani 1 1 d . . . N4 N 0.2318(4) 0.21108(17) 0.8717(2) 0.0273(7) Uani 1 1 d . . . N5 N 0.4347(4) 0.10053(16) 0.8720(2) 0.0234(7) Uani 1 1 d . . . N6 N 0.3634(3) 0.03753(15) 0.6481(2) 0.0208(7) Uani 1 1 d . . . P1 P 0.79382(13) 0.19941(7) 0.69493(9) 0.0401(3) Uani 1 1 d . . . P2 P 0.52601(12) 0.45891(6) 0.70689(7) 0.0275(2) Uani 1 1 d . . . Pd1 Pd 0.34052(3) 0.125162(15) 0.727208(19) 0.01984(9) Uani 1 1 d . . . H2 H 0.123(5) 0.173(2) 0.387(3) 0.037(12) Uiso 1 1 d . . . H3 H 0.219(6) 0.281(2) 0.461(4) 0.043(14) Uiso 1 1 d . . . H4A H 0.463(5) 0.2845(18) 0.656(3) 0.016(9) Uiso 1 1 d . . . H4B H 0.307(5) 0.321(2) 0.630(3) 0.040(13) Uiso 1 1 d . . . H6 H 0.234(6) 0.349(3) 0.801(4) 0.049(16) Uiso 1 1 d . . . H7 H 0.167(6) 0.285(3) 0.949(4) 0.056(16) Uiso 1 1 d . . . H8A H 0.126(5) 0.129(2) 0.900(3) 0.025(11) Uiso 1 1 d . . . H8B H 0.165(5) 0.166(2) 0.988(3) 0.028(11) Uiso 1 1 d . . . H10 H 0.364(5) 0.120(2) 1.090(3) 0.029(12) Uiso 1 1 d . . . H11 H 0.616(6) 0.067(3) 1.125(4) 0.056(16) Uiso 1 1 d . . . H12 H 0.759(6) 0.049(2) 0.992(3) 0.043(13) Uiso 1 1 d . . . H13 H 0.633(5) 0.0688(19) 0.833(3) 0.019(10) Uiso 1 1 d . . . H14 H 0.530(5) 0.001(2) 0.739(3) 0.031(12) Uiso 1 1 d . . . H16 H 0.428(6) -0.112(2) 0.507(3) 0.041(14) Uiso 1 1 d . . . H17 H 0.230(4) -0.0353(19) 0.447(3) 0.019(10) Uiso 1 1 d . . . H19A H 0.119(5) 0.063(2) 0.460(3) 0.030(11) Uiso 1 1 d . . . H19B H 0.055(5) 0.070(2) 0.562(3) 0.027(11) Uiso 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 C1 0.0204(17) 0.027(2) 0.0238(18) 0.0017(16) 0.0038(14) 0.0034(16) C2 0.039(2) 0.041(3) 0.023(2) 0.0044(19) -0.0043(17) 0.007(2) C3 0.042(2) 0.032(3) 0.027(2) 0.011(2) 0.0013(18) 0.006(2) C4 0.032(2) 0.023(3) 0.033(2) 0.0035(18) 0.0022(17) 0.0002(18) C5 0.0221(18) 0.026(2) 0.0249(19) -0.0002(16) -0.0024(14) 0.0032(16) C6 0.049(3) 0.023(3) 0.038(2) -0.006(2) 0.003(2) 0.007(2) C7 0.049(3) 0.032(3) 0.036(2) -0.009(2) 0.006(2) 0.010(2) C8 0.036(2) 0.033(3) 0.023(2) 0.0001(18) 0.0054(17) 0.002(2) C9 0.0323(19) 0.023(2) 0.0225(18) 0.0015(16) -0.0002(15) -0.0081(18) C10 0.045(3) 0.032(3) 0.024(2) -0.0002(18) -0.0007(18) -0.008(2) C11 0.050(3) 0.034(3) 0.027(2) 0.0068(19) -0.0158(19) -0.011(2) C12 0.033(2) 0.026(3) 0.037(2) 0.0048(19) -0.0152(18) -0.0040(19) C13 0.0259(19) 0.021(2) 0.031(2) 0.0023(17) -0.0053(16) 0.0022(17) C14 0.0253(19) 0.028(3) 0.0247(19) 0.0005(17) 0.0031(15) -0.0032(17) C15 0.029(2) 0.024(2) 0.033(2) 0.0024(17) 0.0046(16) -0.0015(17) C16 0.036(2) 0.022(2) 0.032(2) -0.0050(18) 0.0101(17) -0.0104(18) C17 0.0281(19) 0.028(2) 0.0240(19) -0.0028(17) 0.0025(15) -0.0085(17) C18 0.0194(17) 0.028(2) 0.0213(18) -0.0007(16) 0.0052(14) -0.0041(16) C19 0.0244(19) 0.036(3) 0.025(2) -0.0045(18) -0.0041(16) -0.0021(18) F1 0.063(2) 0.158(4) 0.106(3) 0.034(3) 0.053(2) 0.052(3) F2 0.069(2) 0.094(3) 0.090(3) -0.050(2) 0.015(2) -0.020(2) F3 0.0554(17) 0.072(2) 0.0302(14) -0.0117(14) 0.0046(12) 0.0051(16) F4 0.111(4) 0.080(4) 0.232(7) 0.022(4) 0.035(4) -0.044(3) F5 0.097(3) 0.206(5) 0.0344(17) 0.033(2) 0.0183(17) 0.102(3) F6 0.068(2) 0.113(4) 0.092(3) 0.017(3) -0.040(2) 0.023(2) F7 0.0668(19) 0.053(2) 0.0479(17) -0.0193(15) -0.0119(14) 0.0015(16) F8 0.310(8) 0.045(3) 0.068(3) 0.009(2) -0.039(4) 0.053(4) F9 0.083(2) 0.081(3) 0.0416(17) -0.0251(17) -0.0083(16) -0.002(2) F10 0.224(6) 0.067(3) 0.064(3) 0.017(2) -0.032(3) 0.038(3) F11 0.050(2) 0.195(6) 0.154(5) -0.089(4) 0.039(3) -0.035(3) F12 0.062(2) 0.162(5) 0.161(5) -0.089(4) 0.047(3) -0.058(3) N1 0.0250(15) 0.027(2) 0.0215(15) 0.0001(13) 0.0004(12) 0.0047(14) N2 0.0267(16) 0.027(2) 0.0251(16) 0.0051(14) 0.0012(13) 0.0073(14) N3 0.0280(16) 0.025(2) 0.0278(17) -0.0021(14) 0.0012(13) 0.0041(15) N4 0.0284(16) 0.030(2) 0.0235(16) -0.0041(14) 0.0011(13) 0.0054(15) N5 0.0249(15) 0.0213(18) 0.0229(15) 0.0026(13) -0.0033(12) -0.0021(14) N6 0.0202(14) 0.0216(19) 0.0206(15) -0.0008(13) 0.0021(12) -0.0013(13) P1 0.0250(5) 0.0564(9) 0.0386(6) 0.0099(6) 0.0019(5) 0.0067(6) P2 0.0255(5) 0.0305(7) 0.0252(5) 0.0019(4) -0.0047(4) -0.0047(4) Pd1 0.01908(13) 0.02213(17) 0.01791(13) -0.00005(12) -0.00058(9) 0.00229(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.333(5) . ? C1 N2 1.350(5) . ? C1 Pd1 1.955(4) . ? C2 C3 1.328(7) . ? C2 N1 1.394(5) . ? C2 H2 0.98(5) . ? C3 N2 1.395(5) . ? C3 H3 0.90(5) . ? C4 N2 1.455(5) . ? C4 N3 1.460(5) . ? C4 H4A 1.01(4) . ? C4 H4B 0.98(5) . ? C5 N4 1.338(5) . ? C5 N3 1.339(5) . ? C5 Pd1 1.937(4) . ? C6 C7 1.335(7) . ? C6 N3 1.389(5) . ? C6 H6 0.88(6) . ? C7 N4 1.384(6) . ? C7 H7 0.91(5) . ? C8 N4 1.464(6) . ? C8 C9 1.516(6) . ? C8 H8A 0.91(4) . ? C8 H8B 0.93(4) . ? C9 N5 1.356(5) . ? C9 C10 1.389(5) . ? C10 C11 1.379(7) . ? C10 H10 0.88(4) . ? C11 C12 1.383(7) . ? C11 H11 0.99(5) . ? C12 C13 1.397(5) . ? C12 H12 0.95(5) . ? C13 N5 1.349(5) . ? C13 H13 0.92(4) . ? C14 N6 1.345(5) . ? C14 C15 1.383(6) . ? C14 H14 0.93(4) . ? C15 C16 1.387(6) . ? C15 H15 0.9500 . ? C16 C17 1.387(6) . ? C16 H16 0.96(5) . ? C17 C18 1.391(6) . ? C17 H17 0.98(4) . ? C18 N6 1.362(5) . ? C18 C19 1.513(6) . ? C19 N1 1.466(6) . ? C19 H19A 0.94(4) . ? C19 H19B 0.99(4) . ? F1 P1 1.584(4) . ? F2 P1 1.596(4) . ? F3 P1 1.604(3) . ? F4 P1 1.539(5) . ? F5 P1 1.582(3) . ? F6 P1 1.568(3) . ? F7 P2 1.594(3) . ? F8 P2 1.520(4) . ? F9 P2 1.583(3) . ? F10 P2 1.562(4) . ? F11 P2 1.552(4) . ? F12 P2 1.550(4) . ? N5 Pd1 2.149(3) . ? N6 Pd1 2.152(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 N1 C1 N2 105.9(3) . . ? N1 C1 Pd1 126.6(3) . . ? N2 C1 Pd1 127.4(3) . . ? C3 C2 N1 106.7(4) . . ? C3 C2 H2 132(3) . . ? N1 C2 H2 121(3) . . ? C2 C3 N2 107.2(4) . . ? C2 C3 H3 131(3) . . ? N2 C3 H3 122(3) . . ? N2 C4 N3 109.1(3) . . ? N2 C4 H4A 115(2) . . ? N3 C4 H4A 111(2) . . ? N2 C4 H4B 110(3) . . ? N3 C4 H4B 110(3) . . ? H4A C4 H4B 101(3) . . ? N4 C5 N3 106.7(3) . . ? N4 C5 Pd1 123.5(3) . . ? N3 C5 Pd1 129.7(3) . . ? C7 C6 N3 107.1(4) . . ? C7 C6 H6 133(3) . . ? N3 C6 H6 120(3) . . ? C6 C7 N4 107.0(4) . . ? C6 C7 H7 134(4) . . ? N4 C7 H7 119(4) . . ? N4 C8 C9 109.0(3) . . ? N4 C8 H8A 111(3) . . ? C9 C8 H8A 112(3) . . ? N4 C8 H8B 110(3) . . ? C9 C8 H8B 110(3) . . ? H8A C8 H8B 104(4) . . ? N5 C9 C10 122.1(4) . . ? N5 C9 C8 117.1(3) . . ? C10 C9 C8 120.7(4) . . ? C11 C10 C9 119.1(4) . . ? C11 C10 H10 125(3) . . ? C9 C10 H10 116(3) . . ? C10 C11 C12 119.5(4) . . ? C10 C11 H11 122(3) . . ? C12 C11 H11 118(3) . . ? C11 C12 C13 118.6(4) . . ? C11 C12 H12 120(3) . . ? C13 C12 H12 122(3) . . ? N5 C13 C12 122.3(4) . . ? N5 C13 H13 115(2) . . ? C12 C13 H13 123(2) . . ? N6 C14 C15 123.5(4) . . ? N6 C14 H14 117(3) . . ? C15 C14 H14 119(3) . . ? C14 C15 C16 118.6(4) . . ? C14 C15 H15 120.7 . . ? C16 C15 H15 120.7 . . ? C17 C16 C15 118.8(4) . . ? C17 C16 H16 122(3) . . ? C15 C16 H16 119(3) . . ? C16 C17 C18 119.5(4) . . ? C16 C17 H17 121(2) . . ? C18 C17 H17 119(2) . . ? N6 C18 C17 121.8(4) . . ? N6 C18 C19 119.6(3) . . ? C17 C18 C19 118.6(3) . . ? N1 C19 C18 114.0(3) . . ? N1 C19 H19A 106(3) . . ? C18 C19 H19A 107(3) . . ? N1 C19 H19B 111(2) . . ? C18 C19 H19B 111(2) . . ? H19A C19 H19B 108(3) . . ? C1 N1 C2 110.5(4) . . ? C1 N1 C19 120.9(3) . . ? C2 N1 C19 127.7(3) . . ? C1 N2 C3 109.6(4) . . ? C1 N2 C4 124.4(3) . . ? C3 N2 C4 126.0(4) . . ? C5 N3 C6 109.4(4) . . ? C5 N3 C4 122.9(3) . . ? C6 N3 C4 127.7(4) . . ? C5 N4 C7 109.8(4) . . ? C5 N4 C8 121.2(4) . . ? C7 N4 C8 129.0(4) . . ? C13 N5 C9 118.1(3) . . ? C13 N5 Pd1 120.3(3) . . ? C9 N5 Pd1 120.8(3) . . ? C14 N6 C18 117.7(3) . . ? C14 N6 Pd1 120.6(3) . . ? C18 N6 Pd1 121.6(3) . . ? F4 P1 F6 90.1(3) . . ? F4 P1 F5 92.1(3) . . ? F6 P1 F5 177.4(3) . . ? F4 P1 F1 91.8(3) . . ? F6 P1 F1 91.8(2) . . ? F5 P1 F1 89.4(2) . . ? F4 P1 F2 179.3(3) . . ? F6 P1 F2 89.9(2) . . ? F5 P1 F2 87.9(3) . . ? F1 P1 F2 88.9(2) . . ? F4 P1 F3 90.9(3) . . ? F6 P1 F3 89.7(2) . . ? F5 P1 F3 88.88(17) . . ? F1 P1 F3 176.8(2) . . ? F2 P1 F3 88.34(18) . . ? F8 P2 F12 92.3(4) . . ? F8 P2 F11 89.6(4) . . ? F12 P2 F11 177.8(3) . . ? F8 P2 F10 178.2(3) . . ? F12 P2 F10 88.0(3) . . ? F11 P2 F10 90.0(4) . . ? F8 P2 F9 90.8(2) . . ? F12 P2 F9 91.1(2) . . ? F11 P2 F9 89.9(2) . . ? F10 P2 F9 90.9(2) . . ? F8 P2 F7 90.5(2) . . ? F12 P2 F7 89.6(2) . . ? F11 P2 F7 89.4(2) . . ? F10 P2 F7 87.8(2) . . ? F9 P2 F7 178.5(2) . . ? C5 Pd1 C1 83.76(16) . . ? C5 Pd1 N5 84.59(14) . . ? C1 Pd1 N5 166.59(15) . . ? C5 Pd1 N6 170.65(13) . . ? C1 Pd1 N6 89.15(14) . . ? N5 Pd1 N6 103.10(12) . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.148 _refine_diff_density_min -0.657 _refine_diff_density_rms 0.102 ==END