# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Jwu-Ting Chen' _publ_contact_author_email JTCHEN@NTU.EDU.TW _publ_section_title ; Unsymmetrical Bidentate Ligands of ?-Amino-aldimines Leading to Sterically Controlled Selectivity of Geometrical Isomerism in Square-Planar Coordination ; loop_ _publ_author_name 'Jwu-Ting Chen.' 'Ya-Chun Chan.' 'Mu-Chieh Chang.' 'Jen-Jeh Lee.' ; Gene-Hsiang Lee ; 'Ya-Fan Lin.' 'Yi-Hung Liu.' 'Shiuh-Tzung Liu.' 'Yu Wang.' ; Feng-Zhao Yang ; 'Kuo-Hsuan Yu.' # Attachment '7a.cif' data_ic5796 _database_code_depnum_ccdc_archive 'CCDC 682281' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H27 Cl N2 Pd' _chemical_formula_weight 341.21 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' 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 P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.3970(16) _cell_length_b 15.509(5) _cell_length_c 7.866(2) _cell_angle_alpha 90.00 _cell_angle_beta 117.581(18) _cell_angle_gamma 90.00 _cell_volume 799.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 4092 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.417 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 352 _exptl_absorpt_coefficient_mu 1.308 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.851 _exptl_absorpt_correction_T_max 0.892 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5545 _diffrn_reflns_av_R_equivalents 0.0309 _diffrn_reflns_av_sigmaI/netI 0.0544 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3627 _reflns_number_gt 3223 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SAINT' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0129P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0044(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(4) _refine_ls_number_reflns 3627 _refine_ls_number_parameters 153 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0410 _refine_ls_R_factor_gt 0.0316 _refine_ls_wR_factor_ref 0.0634 _refine_ls_wR_factor_gt 0.0600 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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 Pd Pd 0.43915(3) 0.486170(17) 0.57319(3) 0.03737(9) Uani 1 1 d . . . Cl1 Cl 0.49399(17) 0.41785(9) 0.85335(15) 0.0628(3) Uani 1 1 d . . . N1 N 0.3893(5) 0.5365(2) 0.3147(5) 0.0423(7) Uani 1 1 d . . . N2 N 0.1856(4) 0.4015(2) 0.3664(4) 0.0394(7) Uani 1 1 d . . . C1 C 0.3031(5) 0.4828(5) 0.1762(4) 0.0436(8) Uani 1 1 d . . . H1 H 0.2772 0.4999 0.0536 0.052 Uiso 1 1 calc R . . C2 C 0.2431(6) 0.3950(3) 0.2032(5) 0.0412(9) Uani 1 1 d . . . C3 C 0.4314(9) 0.3380(4) 0.2623(9) 0.0502(15) Uani 1 1 d . . . H3A H 0.4814 0.3436 0.1698 0.075 Uiso 1 1 calc R . . H3B H 0.3956 0.2790 0.2680 0.075 Uiso 1 1 calc R . . H3C H 0.5355 0.3556 0.3860 0.075 Uiso 1 1 calc R . . C4 C 0.0735(8) 0.3632(4) 0.0112(6) 0.0676(13) Uani 1 1 d . . . H4A H -0.0420 0.4011 -0.0304 0.101 Uiso 1 1 calc R . . H4B H 0.0338 0.3060 0.0264 0.101 Uiso 1 1 calc R . . H4C H 0.1221 0.3628 -0.0827 0.101 Uiso 1 1 calc R . . C5 C 0.1756(7) 0.3174(3) 0.4558(6) 0.0531(10) Uani 1 1 d . . . H5A H 0.1690 0.3306 0.5734 0.064 Uiso 1 1 calc R . . H5B H 0.3035 0.2876 0.4922 0.064 Uiso 1 1 calc R . . C6 C 0.0057(8) 0.2549(4) 0.3432(9) 0.0834(17) Uani 1 1 d . . . H6A H -0.1230 0.2841 0.2945 0.125 Uiso 1 1 calc R . . H6B H 0.0088 0.2085 0.4252 0.125 Uiso 1 1 calc R . . H6C H 0.0232 0.2323 0.2382 0.125 Uiso 1 1 calc R . . C7 C -0.0081(6) 0.4499(3) 0.3042(6) 0.0534(11) Uani 1 1 d . . . H7A H -0.1205 0.4136 0.2193 0.064 Uiso 1 1 calc R . . H7B H -0.0057 0.5001 0.2316 0.064 Uiso 1 1 calc R . . C8 C -0.0469(6) 0.4795(6) 0.4691(6) 0.0795(16) Uani 1 1 d . . . H8A H -0.0627 0.4301 0.5344 0.119 Uiso 1 1 calc R . . H8B H -0.1689 0.5137 0.4195 0.119 Uiso 1 1 calc R . . H8C H 0.0664 0.5134 0.5571 0.119 Uiso 1 1 calc R . . C9 C 0.6669(7) 0.5685(3) 0.7329(6) 0.0579(12) Uani 1 1 d . . . H9A H 0.7533 0.5769 0.6734 0.087 Uiso 1 1 calc R . . H9B H 0.7455 0.5450 0.8590 0.087 Uiso 1 1 calc R . . H9C H 0.6100 0.6229 0.7421 0.087 Uiso 1 1 calc R . . C21 C 0.4355(11) 0.6265(4) 0.2831(9) 0.0581(17) Uani 1 1 d . . . H21 H 0.5691 0.6414 0.3889 0.070 Uiso 1 1 calc R . . C22 C 0.4474(11) 0.6400(4) 0.0965(8) 0.101(2) Uani 1 1 d . . . H22A H 0.3152 0.6308 -0.0103 0.151 Uiso 1 1 calc R . . H22B H 0.5428 0.5999 0.0901 0.151 Uiso 1 1 calc R . . H22C H 0.4916 0.6978 0.0924 0.151 Uiso 1 1 calc R . . C23 C 0.2808(9) 0.6850(3) 0.2959(8) 0.0799(16) Uani 1 1 d . . . H23A H 0.3176 0.7439 0.2908 0.120 Uiso 1 1 calc R . . H23B H 0.2770 0.6748 0.4146 0.120 Uiso 1 1 calc R . . H23C H 0.1489 0.6736 0.1906 0.120 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 Pd 0.03414(12) 0.04420(14) 0.03053(12) -0.0008(2) 0.01221(9) 0.0023(2) Cl1 0.0574(6) 0.0930(9) 0.0343(5) 0.0087(6) 0.0181(5) -0.0035(6) N1 0.0486(18) 0.0352(17) 0.0428(18) 0.0034(15) 0.0209(15) 0.0044(15) N2 0.0328(16) 0.0482(18) 0.0352(16) 0.0000(14) 0.0142(13) -0.0007(14) C1 0.0500(18) 0.0455(19) 0.0337(16) 0.011(3) 0.0180(14) 0.014(4) C2 0.040(2) 0.044(2) 0.036(2) -0.0077(17) 0.0139(17) 0.0003(18) C3 0.059(4) 0.041(3) 0.053(3) -0.001(2) 0.028(3) 0.009(3) C4 0.069(3) 0.080(3) 0.045(3) -0.016(2) 0.018(2) -0.012(3) C5 0.048(2) 0.055(3) 0.057(3) 0.007(2) 0.026(2) -0.003(2) C6 0.074(3) 0.067(3) 0.111(5) -0.006(3) 0.044(3) -0.023(3) C7 0.034(2) 0.066(3) 0.050(2) -0.002(2) 0.0111(18) 0.0079(18) C8 0.047(2) 0.115(4) 0.077(3) -0.024(5) 0.030(2) 0.015(5) C9 0.060(3) 0.058(3) 0.045(2) -0.008(2) 0.014(2) -0.014(2) C21 0.072(4) 0.042(3) 0.060(4) 0.007(3) 0.031(3) 0.005(3) C22 0.162(7) 0.063(4) 0.100(5) 0.020(3) 0.080(5) -0.014(4) C23 0.085(4) 0.046(3) 0.089(4) 0.005(3) 0.024(3) 0.016(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 Pd C9 2.022(4) . ? Pd N1 2.046(3) . ? Pd N2 2.250(3) . ? Pd Cl1 2.3058(12) . ? N1 C1 1.282(6) . ? N1 C21 1.485(7) . ? N2 C7 1.485(5) . ? N2 C5 1.500(5) . ? N2 C2 1.531(5) . ? C1 C2 1.478(8) . ? C2 C3 1.529(7) . ? C2 C4 1.531(6) . ? C5 C6 1.508(7) . ? C7 C8 1.523(6) . ? C21 C23 1.500(7) . ? C21 C22 1.525(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 C9 Pd N1 95.24(16) . . ? C9 Pd N2 173.55(15) . . ? N1 Pd N2 78.33(12) . . ? C9 Pd Cl1 88.24(13) . . ? N1 Pd Cl1 175.06(10) . . ? N2 Pd Cl1 98.15(9) . . ? C1 N1 C21 122.0(4) . . ? C1 N1 Pd 112.8(3) . . ? C21 N1 Pd 125.1(3) . . ? C7 N2 C5 110.2(3) . . ? C7 N2 C2 110.9(3) . . ? C5 N2 C2 115.4(3) . . ? C7 N2 Pd 107.3(2) . . ? C5 N2 Pd 111.9(2) . . ? C2 N2 Pd 100.5(2) . . ? N1 C1 C2 122.7(3) . . ? C1 C2 C3 106.5(4) . . ? C1 C2 C4 108.6(4) . . ? C3 C2 C4 109.2(4) . . ? C1 C2 N2 106.1(3) . . ? C3 C2 N2 110.6(3) . . ? C4 C2 N2 115.4(3) . . ? N2 C5 C6 119.5(4) . . ? N2 C7 C8 113.9(3) . . ? N1 C21 C23 108.4(5) . . ? N1 C21 C22 114.2(5) . . ? C23 C21 C22 111.5(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.326 _refine_diff_density_min -0.473 _refine_diff_density_rms 0.084 # Attachment '10c.cif' data_ic5866 _database_code_depnum_ccdc_archive 'CCDC 683783' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H35 F3 N2 O4 Pd S' _chemical_formula_weight 611.00 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 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 13.150(3) _cell_length_b 9.955(4) _cell_length_c 21.114(4) _cell_angle_alpha 90.00 _cell_angle_beta 100.40(2) _cell_angle_gamma 90.00 _cell_volume 2718.7(14) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.20 _cell_measurement_theta_max 12.00 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.493 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.811 _exptl_absorpt_correction_type 'empirical used psi-scan' _exptl_absorpt_correction_T_min 0.767 _exptl_absorpt_correction_T_max 0.860 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'NONIUS CAD4' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4776 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0448 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.70 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4776 _reflns_number_gt 3370 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONUIS CAD4' _computing_data_reduction NRCSDP _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0649P)^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 4776 _refine_ls_number_parameters 321 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0651 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1126 _refine_ls_wR_factor_gt 0.1024 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.006 _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 Pd Pd 0.38776(2) 0.48004(3) 0.098741(14) 0.03796(12) Uani 1 1 d . . . O1 O 0.5201(2) 0.4010(3) 0.15132(15) 0.0534(8) Uani 1 1 d . . . N1 N 0.2559(2) 0.5560(3) 0.04736(16) 0.0413(8) Uani 1 1 d . . . N2 N 0.2817(3) 0.3054(3) 0.09772(16) 0.0436(8) Uani 1 1 d . . . C1 C 0.1745(3) 0.4925(4) 0.0552(2) 0.0470(10) Uani 1 1 d . . . H1 H 0.1105 0.5200 0.0327 0.056 Uiso 1 1 calc R . . C2 C 0.1801(3) 0.3747(5) 0.1001(2) 0.0489(10) Uani 1 1 d . . . C3 C 0.1817(4) 0.4337(5) 0.1673(2) 0.0578(12) Uani 1 1 d . . . H3A H 0.2430 0.4868 0.1797 0.087 Uiso 1 1 calc R . . H3B H 0.1813 0.3620 0.1977 0.087 Uiso 1 1 calc R . . H3C H 0.1218 0.4892 0.1667 0.087 Uiso 1 1 calc R . . C4 C 0.0827(4) 0.2888(6) 0.0798(3) 0.0697(15) Uani 1 1 d . . . H4A H 0.0225 0.3415 0.0828 0.105 Uiso 1 1 calc R . . H4B H 0.0854 0.2124 0.1078 0.105 Uiso 1 1 calc R . . H4C H 0.0791 0.2589 0.0363 0.105 Uiso 1 1 calc R . . C5 C 0.3226(4) 0.2194(5) 0.1538(2) 0.0564(12) Uani 1 1 d . . . H5A H 0.3305 0.2752 0.1920 0.068 Uiso 1 1 calc R . . H5B H 0.3912 0.1901 0.1492 0.068 Uiso 1 1 calc R . . C6 C 0.2614(5) 0.0952(6) 0.1660(3) 0.0846(19) Uani 1 1 d . . . H6A H 0.1991 0.1222 0.1802 0.127 Uiso 1 1 calc R . . H6B H 0.3024 0.0410 0.1986 0.127 Uiso 1 1 calc R . . H6C H 0.2441 0.0443 0.1270 0.127 Uiso 1 1 calc R . . C7 C 0.2761(4) 0.2303(5) 0.0362(2) 0.0609(13) Uani 1 1 d . . . H7A H 0.2386 0.2843 0.0014 0.073 Uiso 1 1 calc R . . H7B H 0.2372 0.1483 0.0385 0.073 Uiso 1 1 calc R . . C8 C 0.3800(4) 0.1948(6) 0.0206(3) 0.0790(17) Uani 1 1 d . . . H8A H 0.4205 0.2749 0.0202 0.118 Uiso 1 1 calc R . . H8B H 0.3707 0.1528 -0.0210 0.118 Uiso 1 1 calc R . . H8C H 0.4150 0.1339 0.0525 0.118 Uiso 1 1 calc R . . C9 C 0.4711(3) 0.6501(4) 0.1047(2) 0.0425(9) Uani 1 1 d . . . H9 H 0.4781 0.6823 0.0619 0.051 Uiso 1 1 calc R . . C10 C 0.4273(3) 0.7597(5) 0.1429(3) 0.0580(12) Uani 1 1 d . . . H10 H 0.3519 0.7691 0.1327 0.070 Uiso 1 1 calc R . . C11 C 0.4875(4) 0.8901(5) 0.1349(3) 0.0731(16) Uani 1 1 d . . . H11A H 0.4941 0.9038 0.0904 0.088 Uiso 1 1 calc R . . H11B H 0.4539 0.9676 0.1498 0.088 Uiso 1 1 calc R . . C12 C 0.5929(4) 0.8646(6) 0.1773(3) 0.0798(18) Uani 1 1 d . . . H12A H 0.6478 0.8684 0.1522 0.096 Uiso 1 1 calc R . . H12B H 0.6069 0.9298 0.2119 0.096 Uiso 1 1 calc R . . C13 C 0.5824(4) 0.7242(6) 0.2034(2) 0.0640(14) Uani 1 1 d . . . H13 H 0.6325 0.7020 0.2422 0.077 Uiso 1 1 calc R . . C14 C 0.5789(3) 0.6240(4) 0.1472(2) 0.0457(10) Uani 1 1 d . . . H14 H 0.6330 0.6473 0.1227 0.055 Uiso 1 1 calc R . . C15 C 0.4693(4) 0.7222(6) 0.2119(3) 0.0707(15) Uani 1 1 d . . . H15A H 0.4468 0.6342 0.2233 0.085 Uiso 1 1 calc R . . H15B H 0.4543 0.7890 0.2424 0.085 Uiso 1 1 calc R . . C16 C 0.5914(3) 0.4824(5) 0.1677(2) 0.0513(11) Uani 1 1 d . . . C17 C 0.6884(4) 0.4329(7) 0.2091(3) 0.0803(17) Uani 1 1 d . . . H17A H 0.6965 0.4747 0.2507 0.120 Uiso 1 1 calc R . . H17B H 0.7466 0.4549 0.1893 0.120 Uiso 1 1 calc R . . H17C H 0.6846 0.3372 0.2139 0.120 Uiso 1 1 calc R . . C21 C 0.2465(3) 0.6729(4) 0.0067(2) 0.0433(10) Uani 1 1 d . . . C22 C 0.1743(3) 0.7687(5) 0.0121(2) 0.0550(12) Uani 1 1 d . . . H22 H 0.1306 0.7588 0.0418 0.066 Uiso 1 1 calc R . . C23 C 0.1668(4) 0.8808(5) -0.0271(3) 0.0722(15) Uani 1 1 d . . . H23 H 0.1172 0.9459 -0.0242 0.087 Uiso 1 1 calc R . . C24 C 0.2322(5) 0.8966(6) -0.0704(3) 0.0785(17) Uani 1 1 d . . . H24 H 0.2268 0.9723 -0.0966 0.094 Uiso 1 1 calc R . . C25 C 0.3051(5) 0.8018(6) -0.0749(3) 0.0750(16) Uani 1 1 d . . . H25 H 0.3498 0.8135 -0.1040 0.090 Uiso 1 1 calc R . . C26 C 0.3132(4) 0.6877(5) -0.0365(2) 0.0592(12) Uani 1 1 d . . . H26 H 0.3626 0.6225 -0.0398 0.071 Uiso 1 1 calc R . . S1 S 0.92108(12) 0.68149(19) 0.13884(9) 0.0842(5) Uani 1 1 d . . . O2 O 0.9535(3) 0.6181(5) 0.0860(2) 0.0979(14) Uani 1 1 d . . . O3 O 0.8229(3) 0.7441(6) 0.1265(3) 0.1252(19) Uani 1 1 d . . . O4 O 0.9446(5) 0.6081(7) 0.1988(3) 0.150(2) Uani 1 1 d . . . C18 C 1.0079(6) 0.8190(7) 0.1562(3) 0.0867(18) Uani 1 1 d . . . F1 F 1.1072(3) 0.7791(5) 0.1710(2) 0.1136(13) Uani 1 1 d . . . F2 F 1.0034(4) 0.8972(5) 0.1039(2) 0.1316(16) Uani 1 1 d . . . F3 F 0.9935(5) 0.8952(6) 0.2037(3) 0.162(2) 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 Pd 0.03050(18) 0.04198(19) 0.04144(19) 0.00242(14) 0.00662(12) -0.00002(14) O1 0.0380(17) 0.058(2) 0.063(2) 0.0105(16) 0.0045(14) 0.0074(15) N1 0.0348(19) 0.046(2) 0.0416(19) 0.0022(15) 0.0032(15) -0.0017(15) N2 0.0435(19) 0.043(2) 0.047(2) 0.0002(16) 0.0135(16) -0.0035(16) C1 0.034(2) 0.055(3) 0.050(2) 0.001(2) 0.0018(18) -0.0006(19) C2 0.039(2) 0.051(3) 0.058(3) 0.008(2) 0.012(2) -0.0076(19) C3 0.051(3) 0.065(3) 0.063(3) 0.002(2) 0.024(2) 0.007(2) C4 0.051(3) 0.071(3) 0.087(4) 0.010(3) 0.015(3) -0.019(3) C5 0.059(3) 0.055(3) 0.059(3) 0.017(2) 0.020(2) 0.005(2) C6 0.087(4) 0.061(4) 0.115(5) 0.037(3) 0.044(4) 0.009(3) C7 0.078(4) 0.051(3) 0.057(3) -0.008(2) 0.024(3) -0.017(3) C8 0.095(4) 0.073(4) 0.083(4) -0.010(3) 0.052(3) 0.006(3) C9 0.033(2) 0.048(2) 0.047(2) 0.0032(19) 0.0083(18) -0.0033(18) C10 0.034(2) 0.062(3) 0.078(3) -0.015(3) 0.010(2) -0.001(2) C11 0.063(3) 0.051(3) 0.105(4) -0.013(3) 0.012(3) -0.001(2) C12 0.051(3) 0.070(4) 0.115(5) -0.032(3) 0.007(3) -0.011(3) C13 0.047(3) 0.080(4) 0.060(3) -0.017(3) -0.003(2) -0.001(3) C14 0.027(2) 0.059(3) 0.052(3) -0.002(2) 0.0110(18) -0.0022(18) C15 0.069(4) 0.080(4) 0.069(3) -0.025(3) 0.027(3) -0.003(3) C16 0.036(2) 0.071(3) 0.047(2) 0.001(2) 0.0074(19) 0.009(2) C17 0.045(3) 0.100(4) 0.088(4) 0.012(3) -0.007(3) 0.009(3) C21 0.036(2) 0.044(2) 0.048(2) 0.0048(19) 0.0019(19) -0.0038(18) C22 0.043(3) 0.054(3) 0.066(3) 0.005(2) 0.006(2) 0.001(2) C23 0.063(3) 0.054(3) 0.095(4) 0.011(3) 0.003(3) 0.004(3) C24 0.077(4) 0.058(3) 0.093(4) 0.026(3) -0.003(3) -0.006(3) C25 0.080(4) 0.083(4) 0.064(3) 0.026(3) 0.017(3) -0.010(3) C26 0.059(3) 0.065(3) 0.055(3) 0.006(2) 0.015(2) 0.005(2) S1 0.0578(9) 0.1086(13) 0.0900(11) 0.0039(10) 0.0237(8) 0.0109(8) O2 0.085(3) 0.104(3) 0.103(3) -0.032(3) 0.014(2) 0.007(3) O3 0.057(3) 0.186(6) 0.136(4) 0.000(4) 0.027(3) 0.025(3) O4 0.139(5) 0.185(6) 0.133(5) 0.082(5) 0.043(4) -0.001(4) C18 0.102(5) 0.094(5) 0.070(4) -0.003(4) 0.031(4) 0.013(4) F1 0.076(3) 0.139(4) 0.117(3) 0.005(3) -0.006(2) -0.006(2) F2 0.151(4) 0.107(3) 0.144(4) 0.044(3) 0.047(3) 0.030(3) F3 0.192(5) 0.167(5) 0.143(4) -0.082(4) 0.071(4) -0.020(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 Pd C9 2.008(4) . ? Pd N1 2.019(3) . ? Pd O1 2.045(3) . ? Pd N2 2.227(3) . ? O1 C16 1.240(6) . ? N1 C1 1.280(5) . ? N1 C21 1.438(5) . ? N2 C5 1.481(5) . ? N2 C7 1.488(5) . ? N2 C2 1.513(5) . ? C1 C2 1.501(6) . ? C2 C3 1.533(6) . ? C2 C4 1.536(6) . ? C5 C6 1.522(7) . ? C7 C8 1.504(7) . ? C9 C10 1.530(6) . ? C9 C14 1.556(5) . ? C10 C15 1.510(7) . ? C10 C11 1.545(7) . ? C11 C12 1.529(7) . ? C12 C13 1.518(8) . ? C13 C15 1.530(7) . ? C13 C14 1.545(6) . ? C14 C16 1.475(6) . ? C16 C17 1.495(6) . ? C21 C22 1.366(6) . ? C21 C26 1.384(6) . ? C22 C23 1.382(7) . ? C23 C24 1.371(8) . ? C24 C25 1.361(8) . ? C25 C26 1.388(7) . ? S1 O2 1.412(4) . ? S1 O3 1.414(5) . ? S1 O4 1.445(5) . ? S1 C18 1.778(8) . ? C18 F3 1.298(7) . ? C18 F2 1.344(7) . ? C18 F1 1.346(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 C9 Pd N1 97.12(15) . . ? C9 Pd O1 83.63(15) . . ? N1 Pd O1 179.16(13) . . ? C9 Pd N2 173.05(14) . . ? N1 Pd N2 79.15(13) . . ? O1 Pd N2 100.07(13) . . ? C16 O1 Pd 115.2(3) . . ? C1 N1 C21 119.6(3) . . ? C1 N1 Pd 113.7(3) . . ? C21 N1 Pd 126.7(3) . . ? C5 N2 C7 111.2(4) . . ? C5 N2 C2 115.7(3) . . ? C7 N2 C2 110.7(3) . . ? C5 N2 Pd 107.9(3) . . ? C7 N2 Pd 109.4(2) . . ? C2 N2 Pd 101.5(2) . . ? N1 C1 C2 121.4(4) . . ? C1 C2 N2 106.2(3) . . ? C1 C2 C3 106.0(4) . . ? N2 C2 C3 109.9(3) . . ? C1 C2 C4 108.4(4) . . ? N2 C2 C4 115.7(4) . . ? C3 C2 C4 110.0(4) . . ? N2 C5 C6 118.6(4) . . ? N2 C7 C8 114.0(4) . . ? C10 C9 C14 101.9(3) . . ? C10 C9 Pd 112.4(3) . . ? C14 C9 Pd 109.0(3) . . ? C15 C10 C9 103.0(4) . . ? C15 C10 C11 101.9(4) . . ? C9 C10 C11 107.0(4) . . ? C12 C11 C10 103.1(4) . . ? C13 C12 C11 103.5(4) . . ? C12 C13 C15 102.0(5) . . ? C12 C13 C14 107.9(4) . . ? C15 C13 C14 100.8(4) . . ? C16 C14 C13 113.9(4) . . ? C16 C14 C9 111.7(3) . . ? C13 C14 C9 103.5(3) . . ? C10 C15 C13 94.5(4) . . ? O1 C16 C14 120.3(4) . . ? O1 C16 C17 118.1(5) . . ? C14 C16 C17 121.6(4) . . ? C22 C21 C26 120.9(4) . . ? C22 C21 N1 120.1(4) . . ? C26 C21 N1 119.0(4) . . ? C21 C22 C23 119.3(5) . . ? C24 C23 C22 120.4(5) . . ? C25 C24 C23 120.1(5) . . ? C24 C25 C26 120.5(5) . . ? C21 C26 C25 118.8(5) . . ? O2 S1 O3 116.5(3) . . ? O2 S1 O4 114.7(4) . . ? O3 S1 O4 115.3(3) . . ? O2 S1 C18 103.5(3) . . ? O3 S1 C18 103.3(4) . . ? O4 S1 C18 100.4(4) . . ? F3 C18 F2 107.8(6) . . ? F3 C18 F1 105.3(6) . . ? F2 C18 F1 105.0(5) . . ? F3 C18 S1 115.6(5) . . ? F2 C18 S1 110.1(5) . . ? F1 C18 S1 112.4(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.709 _refine_diff_density_min -0.857 _refine_diff_density_rms 0.079 # Attachment '0705_CIF3c.cif' data_ic9166 _database_code_depnum_ccdc_archive 'CCDC 683784' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 Cl2 N2 Ni' _chemical_formula_weight 347.95 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' Ni Ni 0.3393 1.1124 '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 11.40100(10) _cell_length_b 22.9790(4) _cell_length_c 14.0160(2) _cell_angle_alpha 90.00 _cell_angle_beta 111.9730(10) _cell_angle_gamma 90.00 _cell_volume 3405.23(8) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 42997 _cell_measurement_theta_min 1 _cell_measurement_theta_max 26.73 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1456 _exptl_absorpt_coefficient_mu 1.442 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.737 _exptl_absorpt_correction_T_max 0.806 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method '\f-\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43966 _diffrn_reflns_av_R_equivalents 0.0742 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 26.60 _reflns_number_total 7080 _reflns_number_gt 4167 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement 'Denzo-SMN & Scalepack' _computing_data_reduction 'Denzo-SMN & Scalepack' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELX _computing_publication_material SHELX _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^)+(0.0283P)^2^+1.8709P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0011(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7080 _refine_ls_number_parameters 445 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0950 _refine_ls_R_factor_gt 0.0439 _refine_ls_wR_factor_ref 0.1003 _refine_ls_wR_factor_gt 0.0830 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.024 _refine_ls_shift/su_mean 0.001 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 Ni1 Ni 0.21813(4) 0.154823(17) 0.40895(3) 0.05828(15) Uani 1 1 d . A . Cl1 Cl 0.38678(11) 0.16260(5) 0.55343(7) 0.0941(4) Uani 1 1 d . . . Cl2 Cl 0.04394(11) 0.12419(5) 0.42655(8) 0.0893(3) Uani 1 1 d . . . N1 N 0.2416(3) 0.10923(12) 0.2976(2) 0.0627(7) Uani 1 1 d . . . N2 N 0.1962(3) 0.22292(11) 0.30978(19) 0.0571(7) Uani 1 1 d . . . C1 C 0.2066(7) 0.1373(4) 0.2111(6) 0.0615(19) Uani 0.657(6) 1 d P A 1 H1A H 0.2163 0.1203 0.1543 0.074 Uiso 0.657(6) 1 calc PR A 1 C2 C 0.1505(6) 0.1970(2) 0.2022(4) 0.0602(17) Uani 0.657(6) 1 d P A 1 C3 C 0.1759(12) 0.2353(7) 0.1244(11) 0.077(3) Uani 0.657(6) 1 d P A 1 H3A H 0.2647 0.2437 0.1478 0.116 Uiso 0.657(6) 1 calc PR A 1 H3B H 0.1293 0.2709 0.1166 0.116 Uiso 0.657(6) 1 calc PR A 1 H3C H 0.1497 0.2155 0.0595 0.116 Uiso 0.657(6) 1 calc PR A 1 C4 C 0.0041(4) 0.18099(19) 0.1679(3) 0.0878(12) Uani 0.657(6) 1 d P A 1 H4A H -0.0220 0.1583 0.1059 0.132 Uiso 0.657(6) 1 calc PR A 1 H4B H -0.0449 0.2161 0.1558 0.132 Uiso 0.657(6) 1 calc PR A 1 H4C H -0.0087 0.1589 0.2214 0.132 Uiso 0.657(6) 1 calc PR A 1 C5 C 0.1094(7) 0.2682(2) 0.3205(4) 0.076(2) Uani 0.657(6) 1 d P A 1 H5A H 0.0257 0.2514 0.3017 0.091 Uiso 0.657(6) 1 calc PR A 1 H5B H 0.1038 0.2993 0.2723 0.091 Uiso 0.657(6) 1 calc PR A 1 C6 C 0.1488(5) 0.29411(18) 0.4282(3) 0.1015(15) Uani 0.657(6) 1 d P A 1 H6A H 0.1619 0.2634 0.4775 0.152 Uiso 0.657(6) 1 calc PR A 1 H6B H 0.0834 0.3196 0.4310 0.152 Uiso 0.657(6) 1 calc PR A 1 H6C H 0.2258 0.3157 0.4439 0.152 Uiso 0.657(6) 1 calc PR A 1 C7 C 0.3265(6) 0.2510(3) 0.3364(5) 0.083(2) Uani 0.657(6) 1 d P A 1 H7A H 0.3152 0.2857 0.2944 0.099 Uiso 0.657(6) 1 calc PR A 1 H7B H 0.3552 0.2638 0.4075 0.099 Uiso 0.657(6) 1 calc PR A 1 C8 C 0.4260(5) 0.2174(2) 0.3247(4) 0.1160(17) Uani 0.657(6) 1 d P A 1 H8A H 0.4350 0.1814 0.3615 0.174 Uiso 0.657(6) 1 calc PR A 1 H8B H 0.5038 0.2389 0.3516 0.174 Uiso 0.657(6) 1 calc PR A 1 H8C H 0.4058 0.2095 0.2531 0.174 Uiso 0.657(6) 1 calc PR A 1 C1' C 0.2771(15) 0.1440(7) 0.2384(12) 0.070(4) Uani 0.343(6) 1 d P A 2 H1'A H 0.3042 0.1279 0.1893 0.084 Uiso 0.343(6) 1 calc PR A 2 C2' C 0.2747(13) 0.2094(4) 0.2487(9) 0.072(4) Uani 0.343(6) 1 d P A 2 C3' C 0.4260(5) 0.2174(2) 0.3247(4) 0.1160(17) Uani 0.343(6) 1 d P A 2 H3'1 H 0.4438 0.2579 0.3403 0.174 Uiso 0.343(6) 1 calc PR A 2 H3'2 H 0.4786 0.2029 0.2903 0.174 Uiso 0.343(6) 1 calc PR A 2 H3'3 H 0.4428 0.1961 0.3873 0.174 Uiso 0.343(6) 1 calc PR A 2 C4' C 0.232(2) 0.2362(14) 0.134(2) 0.101(9) Uani 0.343(6) 1 d P A 2 H4'1 H 0.1586 0.2161 0.0893 0.152 Uiso 0.343(6) 1 calc PR A 2 H4'2 H 0.2998 0.2318 0.1098 0.152 Uiso 0.343(6) 1 calc PR A 2 H4'3 H 0.2129 0.2768 0.1361 0.152 Uiso 0.343(6) 1 calc PR A 2 C5' C 0.2265(15) 0.2805(4) 0.3649(9) 0.079(4) Uani 0.343(6) 1 d P A 2 H5'A H 0.3152 0.2808 0.4095 0.095 Uiso 0.343(6) 1 calc PR A 2 H5'B H 0.2137 0.3112 0.3143 0.095 Uiso 0.343(6) 1 calc PR A 2 C6' C 0.1488(5) 0.29411(18) 0.4282(3) 0.1015(15) Uani 0.343(6) 1 d P A 2 H6'A H 0.1736 0.3312 0.4610 0.152 Uiso 0.343(6) 1 calc PR A 2 H6'B H 0.1622 0.2646 0.4797 0.152 Uiso 0.343(6) 1 calc PR A 2 H6'C H 0.0608 0.2952 0.3845 0.152 Uiso 0.343(6) 1 calc PR A 2 C7' C 0.0537(11) 0.2251(5) 0.2428(8) 0.074(4) Uani 0.343(6) 1 d P A 2 H7'A H 0.0074 0.2242 0.2884 0.089 Uiso 0.343(6) 1 calc PR A 2 H7'B H 0.0363 0.2624 0.2077 0.089 Uiso 0.343(6) 1 calc PR A 2 C8' C 0.0041(4) 0.18099(19) 0.1679(3) 0.0878(12) Uani 0.343(6) 1 d P A 2 H8'1 H 0.0672 0.1695 0.1415 0.132 Uiso 0.343(6) 1 calc PR A 2 H8'2 H -0.0689 0.1955 0.1127 0.132 Uiso 0.343(6) 1 calc PR A 2 H8'3 H -0.0194 0.1480 0.1988 0.132 Uiso 0.343(6) 1 calc PR A 2 C21 C 0.2670(3) 0.04828(14) 0.3006(2) 0.0566(8) Uani 1 1 d . A . C22 C 0.2266(3) 0.01343(16) 0.2143(3) 0.0674(9) Uani 1 1 d . . . H22A H 0.1826 0.0295 0.1499 0.081 Uiso 1 1 calc R A . C23 C 0.2519(4) -0.04563(17) 0.2240(3) 0.0771(11) Uani 1 1 d . A . H23A H 0.2242 -0.0693 0.1659 0.093 Uiso 1 1 calc R . . C24 C 0.3167(4) -0.06933(17) 0.3177(4) 0.0851(12) Uani 1 1 d . . . H24A H 0.3353 -0.1089 0.3235 0.102 Uiso 1 1 calc R A . C25 C 0.3545(4) -0.03509(18) 0.4034(3) 0.0965(14) Uani 1 1 d . A . H25A H 0.3980 -0.0516 0.4675 0.116 Uiso 1 1 calc R . . C26 C 0.3289(4) 0.02340(15) 0.3957(3) 0.0788(11) Uani 1 1 d . . . H26A H 0.3534 0.0463 0.4547 0.095 Uiso 1 1 calc R A . Ni1A Ni 0.22178(4) 0.093544(18) 0.90644(3) 0.05827(14) Uani 1 1 d . B . Cl1A Cl 0.39905(10) 0.09928(4) 1.04546(7) 0.0874(3) Uani 1 1 d . . . Cl2A Cl 0.04601(11) 0.10701(6) 0.93510(8) 0.0986(4) Uani 1 1 d . . . N1A N 0.2234(3) 0.13998(12) 0.7879(2) 0.0691(8) Uani 1 1 d . . . N2A N 0.2203(3) 0.02506(11) 0.81214(19) 0.0559(7) Uani 1 1 d . . . C1A C 0.1849(9) 0.1082(4) 0.7021(6) 0.058(2) Uani 0.500(6) 1 d P B 1 H1AA H 0.1761 0.1260 0.6403 0.070 Uiso 0.500(6) 1 calc PR B 1 C2A C 0.1550(7) 0.0439(3) 0.7022(5) 0.054(2) Uani 0.500(6) 1 d P B 1 C3A C 0.1881(9) 0.0085(6) 0.6216(9) 0.069(3) Uani 0.500(6) 1 d P B 1 H3AA H 0.1665 -0.0316 0.6248 0.103 Uiso 0.500(6) 1 calc PR B 1 H3AB H 0.2771 0.0117 0.6360 0.103 Uiso 0.500(6) 1 calc PR B 1 H3AC H 0.1413 0.0235 0.5541 0.103 Uiso 0.500(6) 1 calc PR B 1 C4A C 0.015(4) 0.0447(14) 0.673(2) 0.070(5) Uani 0.500(6) 1 d P B 1 H4AA H -0.0054 0.0663 0.7236 0.105 Uiso 0.500(6) 1 calc PR B 1 H4AB H -0.0157 0.0055 0.6700 0.105 Uiso 0.500(6) 1 calc PR B 1 H4AC H -0.0244 0.0628 0.6070 0.105 Uiso 0.500(6) 1 calc PR B 1 C5A C 0.1562(10) -0.0295(3) 0.8343(5) 0.068(2) Uani 0.500(6) 1 d P B 1 H5AA H 0.0668 -0.0219 0.8165 0.081 Uiso 0.500(6) 1 calc PR B 1 H5AB H 0.1641 -0.0614 0.7918 0.081 Uiso 0.500(6) 1 calc PR B 1 C6A C 0.2156(5) -0.04680(18) 0.9469(3) 0.1024(15) Uani 0.500(6) 1 d P B 1 H6A1 H 0.2977 -0.0633 0.9606 0.154 Uiso 0.500(6) 1 calc PR B 1 H6A2 H 0.1629 -0.0750 0.9620 0.154 Uiso 0.500(6) 1 calc PR B 1 H6A3 H 0.2238 -0.0130 0.9892 0.154 Uiso 0.500(6) 1 calc PR B 1 C7A C 0.3572(7) 0.0056(3) 0.8352(6) 0.070(2) Uani 0.500(6) 1 d P B 1 H7AA H 0.3957 -0.0046 0.9075 0.084 Uiso 0.500(6) 1 calc PR B 1 H7AB H 0.3555 -0.0292 0.7957 0.084 Uiso 0.500(6) 1 calc PR B 1 C8A C 0.4382(4) 0.04944(19) 0.8122(3) 0.0900(12) Uani 0.500(6) 1 d P B 1 H8A1 H 0.3926 0.0667 0.7463 0.135 Uiso 0.500(6) 1 calc PR B 1 H8A2 H 0.5131 0.0309 0.8111 0.135 Uiso 0.500(6) 1 calc PR B 1 H8A3 H 0.4613 0.0791 0.8642 0.135 Uiso 0.500(6) 1 calc PR B 1 C1A' C 0.2635(10) 0.1110(4) 0.7277(7) 0.064(2) Uani 0.500(6) 1 d P B 2 H1AB H 0.2759 0.1296 0.6734 0.077 Uiso 0.500(6) 1 calc PR B 2 C2A' C 0.2900(8) 0.0476(3) 0.7451(5) 0.067(2) Uani 0.500(6) 1 d P B 2 C3A' C 0.2626(12) 0.0130(6) 0.6460(9) 0.086(4) Uani 0.500(6) 1 d P B 2 H3AD H 0.1730 0.0122 0.6075 0.129 Uiso 0.500(6) 1 calc PR B 2 H3AE H 0.2931 -0.0261 0.6627 0.129 Uiso 0.500(6) 1 calc PR B 2 H3AF H 0.3043 0.0310 0.6056 0.129 Uiso 0.500(6) 1 calc PR B 2 C4A' C 0.4382(4) 0.04944(19) 0.8122(3) 0.0900(12) Uani 0.500(6) 1 d P B 2 H4A1 H 0.4810 0.0698 0.7749 0.135 Uiso 0.500(6) 1 calc PR B 2 H4A2 H 0.4702 0.0104 0.8261 0.135 Uiso 0.500(6) 1 calc PR B 2 H4A3 H 0.4524 0.0692 0.8759 0.135 Uiso 0.500(6) 1 calc PR B 2 C5A' C 0.0825(8) 0.0146(3) 0.7474(6) 0.080(3) Uani 0.500(6) 1 d P B 2 H5AC H 0.0410 0.0044 0.7942 0.096 Uiso 0.500(6) 1 calc PR B 2 H5AD H 0.0787 -0.0196 0.7057 0.096 Uiso 0.500(6) 1 calc PR B 2 C6A' C 0.001(4) 0.0618(14) 0.675(3) 0.103(10) Uani 0.500(6) 1 d P B 2 H6AA H -0.0835 0.0477 0.6410 0.154 Uiso 0.500(6) 1 calc PR B 2 H6AB H 0.0364 0.0713 0.6243 0.154 Uiso 0.500(6) 1 calc PR B 2 H6AC H 0.0000 0.0960 0.7139 0.154 Uiso 0.500(6) 1 calc PR B 2 C7A' C 0.2761(12) -0.0258(3) 0.8722(7) 0.089(3) Uani 0.500(6) 1 d P B 2 H7AC H 0.3646 -0.0177 0.9113 0.107 Uiso 0.500(6) 1 calc PR B 2 H7AD H 0.2725 -0.0574 0.8252 0.107 Uiso 0.500(6) 1 calc PR B 2 C8A' C 0.2156(5) -0.04680(18) 0.9469(3) 0.1024(15) Uani 0.500(6) 1 d P B 2 H8A4 H 0.1968 -0.0139 0.9809 0.154 Uiso 0.500(6) 1 calc PR B 2 H8A5 H 0.2733 -0.0722 0.9971 0.154 Uiso 0.500(6) 1 calc PR B 2 H8A6 H 0.1389 -0.0675 0.9095 0.154 Uiso 0.500(6) 1 calc PR B 2 C21A C 0.2170(3) 0.20189(14) 0.7805(3) 0.0639(9) Uani 1 1 d . B . C22A C 0.1518(5) 0.23018(18) 0.6905(3) 0.0946(14) Uani 1 1 d . . . H22B H 0.1108 0.2093 0.6304 0.114 Uiso 1 1 calc R B . C23A C 0.1475(6) 0.2910(2) 0.6901(5) 0.128(2) Uani 1 1 d . B . H23B H 0.1043 0.3111 0.6295 0.154 Uiso 1 1 calc R . . C24A C 0.2065(7) 0.3201(2) 0.7785(6) 0.141(3) Uani 1 1 d . . . H24B H 0.2040 0.3605 0.7777 0.169 Uiso 1 1 calc R B . C25A C 0.2692(6) 0.2924(2) 0.8683(5) 0.131(2) Uani 1 1 d . B . H25B H 0.3085 0.3136 0.9284 0.157 Uiso 1 1 calc R . . C26A C 0.2741(4) 0.23251(18) 0.8697(4) 0.0907(12) Uani 1 1 d . . . H26B H 0.3162 0.2129 0.9311 0.109 Uiso 1 1 calc R B . 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 Ni1 0.0726(3) 0.0520(3) 0.0466(2) 0.00042(18) 0.0182(2) 0.0009(2) Cl1 0.0988(9) 0.0813(7) 0.0690(6) -0.0074(5) -0.0069(5) -0.0073(6) Cl2 0.0896(8) 0.1012(8) 0.0854(7) -0.0007(6) 0.0422(6) -0.0130(6) N1 0.078(2) 0.0559(17) 0.0544(16) 0.0032(13) 0.0246(15) 0.0103(15) N2 0.0650(19) 0.0525(16) 0.0523(15) 0.0012(12) 0.0202(14) 0.0009(14) C1 0.071(5) 0.061(4) 0.052(4) -0.002(3) 0.021(4) 0.004(4) C2 0.077(5) 0.058(3) 0.047(3) 0.004(2) 0.024(3) 0.004(3) C3 0.103(9) 0.076(5) 0.072(4) 0.015(4) 0.054(6) 0.017(6) C4 0.073(3) 0.095(3) 0.073(2) -0.014(2) 0.001(2) 0.012(2) C5 0.097(5) 0.061(4) 0.069(4) 0.002(3) 0.031(4) 0.013(4) C6 0.136(4) 0.077(3) 0.091(3) -0.025(2) 0.042(3) 0.010(3) C7 0.083(5) 0.078(4) 0.082(4) 0.003(3) 0.025(4) -0.023(4) C8 0.085(4) 0.119(4) 0.159(5) -0.017(3) 0.063(4) -0.033(3) C1' 0.069(10) 0.072(9) 0.071(9) -0.005(7) 0.028(8) 0.015(9) C2' 0.087(10) 0.056(7) 0.079(8) 0.010(5) 0.038(7) -0.001(6) C3' 0.085(4) 0.119(4) 0.159(5) -0.017(3) 0.063(4) -0.033(3) C4' 0.14(2) 0.090(11) 0.114(15) 0.052(10) 0.100(18) 0.030(15) C5' 0.103(12) 0.050(6) 0.080(8) 0.001(5) 0.029(8) -0.008(7) C6' 0.136(4) 0.077(3) 0.091(3) -0.025(2) 0.042(3) 0.010(3) C7' 0.087(9) 0.068(7) 0.067(7) 0.020(6) 0.029(6) 0.035(6) C8' 0.073(3) 0.095(3) 0.073(2) -0.014(2) 0.001(2) 0.012(2) C21 0.053(2) 0.055(2) 0.060(2) 0.0001(15) 0.0188(16) 0.0075(16) C22 0.069(2) 0.073(2) 0.061(2) -0.0056(18) 0.0258(18) 0.0051(19) C23 0.080(3) 0.072(3) 0.085(3) -0.021(2) 0.038(2) -0.007(2) C24 0.090(3) 0.052(2) 0.113(3) -0.002(2) 0.038(3) 0.009(2) C25 0.100(3) 0.068(3) 0.091(3) 0.011(2) 0.001(3) 0.018(2) C26 0.089(3) 0.056(2) 0.066(2) 0.0001(17) 0.000(2) 0.007(2) Ni1A 0.0699(3) 0.0565(3) 0.0482(2) -0.00080(19) 0.0218(2) -0.0004(2) Cl1A 0.0815(7) 0.0861(7) 0.0719(6) -0.0084(5) 0.0027(5) 0.0076(6) Cl2A 0.0782(7) 0.1458(10) 0.0803(7) -0.0199(6) 0.0395(6) -0.0034(7) N1A 0.097(2) 0.0560(17) 0.0638(18) 0.0080(14) 0.0412(18) 0.0128(16) N2A 0.0636(19) 0.0541(16) 0.0526(15) 0.0006(12) 0.0246(14) -0.0041(14) C1A 0.060(5) 0.066(5) 0.048(4) 0.013(3) 0.021(4) 0.014(5) C2A 0.061(5) 0.056(4) 0.047(3) 0.000(3) 0.020(3) 0.001(3) C3A 0.081(8) 0.073(5) 0.052(5) -0.016(4) 0.026(6) -0.002(6) C4A 0.063(10) 0.091(9) 0.054(7) 0.014(7) 0.018(6) 0.009(7) C5A 0.093(7) 0.056(4) 0.051(4) 0.000(3) 0.024(4) -0.024(4) C6A 0.157(5) 0.075(3) 0.081(3) 0.015(2) 0.050(3) -0.018(3) C7A 0.066(5) 0.068(5) 0.071(5) -0.004(4) 0.019(4) 0.014(4) C8A 0.067(3) 0.094(3) 0.116(3) 0.015(3) 0.043(3) 0.017(2) C1A' 0.065(6) 0.072(5) 0.061(5) 0.019(4) 0.031(5) 0.020(5) C2A' 0.084(6) 0.060(4) 0.070(5) 0.013(3) 0.044(4) 0.011(4) C3A' 0.122(11) 0.079(7) 0.073(8) -0.004(5) 0.054(8) 0.014(8) C4A' 0.067(3) 0.094(3) 0.116(3) 0.015(3) 0.043(3) 0.017(2) C5A' 0.103(7) 0.077(6) 0.065(5) -0.021(4) 0.035(5) -0.027(5) C6A' 0.059(10) 0.17(3) 0.077(9) 0.004(16) 0.017(8) -0.007(17) C7A' 0.145(10) 0.056(5) 0.078(5) 0.006(4) 0.055(6) 0.009(6) C8A' 0.157(5) 0.075(3) 0.081(3) 0.015(2) 0.050(3) -0.018(3) C21A 0.067(2) 0.056(2) 0.081(2) 0.0075(18) 0.043(2) 0.0044(18) C22A 0.137(4) 0.076(3) 0.087(3) 0.026(2) 0.061(3) 0.036(3) C23A 0.198(6) 0.097(4) 0.137(5) 0.059(3) 0.118(5) 0.067(4) C24A 0.221(8) 0.068(3) 0.204(7) 0.016(4) 0.158(7) -0.002(4) C25A 0.159(6) 0.084(4) 0.171(6) -0.027(4) 0.086(5) -0.049(4) C26A 0.085(3) 0.070(3) 0.114(3) -0.007(2) 0.033(3) -0.017(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 Ni1 N1 1.979(3) . ? Ni1 N2 2.045(2) . ? Ni1 Cl2 2.2061(11) . ? Ni1 Cl1 2.2172(10) . ? N1 C1 1.297(8) . ? N1 C1' 1.319(17) . ? N1 C21 1.428(4) . ? N2 C5 1.482(6) . ? N2 C2' 1.484(11) . ? N2 C5' 1.507(11) . ? N2 C2 1.520(5) . ? N2 C7 1.531(6) . ? N2 C7' 1.544(11) . ? C1 C2 1.498(9) . ? C2 C3 1.510(15) . ? C2 C4 1.597(7) . ? C5 C6 1.526(6) . ? C7 C8 1.432(8) . ? C1' C2' 1.512(19) . ? C2' C4' 1.61(3) . ? C21 C26 1.377(4) . ? C21 C22 1.378(4) . ? C22 C23 1.383(5) . ? C23 C24 1.357(5) . ? C24 C25 1.363(5) . ? C25 C26 1.371(5) . ? Ni1A N1A 1.980(3) . ? Ni1A N2A 2.051(2) . ? Ni1A Cl2A 2.2079(12) . ? Ni1A Cl1A 2.2253(10) . ? N1A C1A' 1.285(9) . ? N1A C1A 1.332(9) . ? N1A C21A 1.426(4) . ? N2A C7A' 1.441(8) . ? N2A C2A 1.502(6) . ? N2A C5A' 1.511(9) . ? N2A C2A' 1.530(7) . ? N2A C7A 1.537(7) . ? N2A C5A 1.540(7) . ? C1A C2A 1.517(11) . ? C2A C4A 1.49(4) . ? C2A C3A 1.548(13) . ? C5A C6A 1.519(8) . ? C7A C8A 1.481(8) . ? C1A' C2A' 1.489(11) . ? C2A' C3A' 1.528(14) . ? C5A' C6A' 1.54(3) . ? C21A C22A 1.365(5) . ? C21A C26A 1.369(5) . ? C22A C23A 1.398(6) . ? C23A C24A 1.345(8) . ? C24A C25A 1.352(8) . ? C25A C26A 1.378(6) . ? 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 Ni1 N2 83.52(11) . . ? N1 Ni1 Cl2 108.19(9) . . ? N2 Ni1 Cl2 115.73(9) . . ? N1 Ni1 Cl1 115.86(9) . . ? N2 Ni1 Cl1 113.74(8) . . ? Cl2 Ni1 Cl1 115.65(5) . . ? C1 N1 C1' 34.0(5) . . ? C1 N1 C21 120.3(4) . . ? C1' N1 C21 120.4(7) . . ? C1 N1 Ni1 112.8(4) . . ? C1' N1 Ni1 109.8(7) . . ? C21 N1 Ni1 125.6(2) . . ? C5 N2 C2' 140.8(5) . . ? C5 N2 C5' 50.5(5) . . ? C2' N2 C5' 114.1(7) . . ? C5 N2 C2 112.4(4) . . ? C2' N2 C2 53.3(5) . . ? C5' N2 C2 141.3(5) . . ? C5 N2 C7 107.6(4) . . ? C2' N2 C7 59.4(5) . . ? C5' N2 C7 59.3(6) . . ? C2 N2 C7 110.4(4) . . ? C5 N2 C7' 56.5(5) . . ? C2' N2 C7' 112.3(7) . . ? C5' N2 C7' 105.6(7) . . ? C2 N2 C7' 61.1(5) . . ? C7 N2 C7' 146.9(5) . . ? C5 N2 Ni1 112.6(3) . . ? C2' N2 Ni1 106.6(4) . . ? C5' N2 Ni1 112.2(5) . . ? C2 N2 Ni1 106.5(2) . . ? C7 N2 Ni1 107.2(3) . . ? C7' N2 Ni1 105.8(4) . . ? N1 C1 C2 120.4(6) . . ? C1 C2 C3 113.7(7) . . ? C1 C2 N2 107.4(4) . . ? C3 C2 N2 113.6(6) . . ? C1 C2 C4 100.3(5) . . ? C3 C2 C4 112.2(6) . . ? N2 C2 C4 108.7(4) . . ? N2 C5 C6 114.5(5) . . ? C8 C7 N2 118.8(5) . . ? N1 C1' C2' 121.4(12) . . ? N2 C2' C1' 107.4(9) . . ? N2 C2' C4' 118.1(11) . . ? C1' C2' C4' 107.1(15) . . ? C26 C21 C22 119.3(3) . . ? C26 C21 N1 117.5(3) . . ? C22 C21 N1 123.1(3) . . ? C21 C22 C23 119.6(3) . . ? C24 C23 C22 120.5(4) . . ? C23 C24 C25 119.9(4) . . ? C24 C25 C26 120.6(4) . . ? C25 C26 C21 120.0(4) . . ? N1A Ni1A N2A 82.72(11) . . ? N1A Ni1A Cl2A 111.77(10) . . ? N2A Ni1A Cl2A 115.82(9) . . ? N1A Ni1A Cl1A 114.35(10) . . ? N2A Ni1A Cl1A 113.30(8) . . ? Cl2A Ni1A Cl1A 114.91(4) . . ? C1A' N1A C1A 37.1(4) . . ? C1A' N1A C21A 119.3(5) . . ? C1A N1A C21A 119.3(4) . . ? C1A' N1A Ni1A 112.9(4) . . ? C1A N1A Ni1A 111.0(4) . . ? C21A N1A Ni1A 125.6(2) . . ? C7A' N2A C2A 140.6(4) . . ? C7A' N2A C5A' 110.7(6) . . ? C2A N2A C5A' 54.9(4) . . ? C7A' N2A C2A' 114.6(5) . . ? C2A N2A C2A' 56.3(4) . . ? C5A' N2A C2A' 110.3(5) . . ? C7A' N2A C7A 56.7(5) . . ? C2A N2A C7A 111.9(4) . . ? C5A' N2A C7A 145.7(4) . . ? C2A' N2A C7A 60.5(4) . . ? C7A' N2A C5A 50.3(5) . . ? C2A N2A C5A 110.5(4) . . ? C5A' N2A C5A 61.7(4) . . ? C2A' N2A C5A 142.6(4) . . ? C7A N2A C5A 104.0(5) . . ? C7A' N2A Ni1A 110.5(4) . . ? C2A N2A Ni1A 108.8(3) . . ? C5A' N2A Ni1A 105.4(3) . . ? C2A' N2A Ni1A 104.7(3) . . ? C7A N2A Ni1A 108.9(3) . . ? C5A N2A Ni1A 112.6(3) . . ? N1A C1A C2A 122.1(6) . . ? C4A C2A N2A 110.6(13) . . ? C4A C2A C1A 101.8(13) . . ? N2A C2A C1A 104.8(5) . . ? C4A C2A C3A 109.6(13) . . ? N2A C2A C3A 115.8(6) . . ? C1A C2A C3A 113.3(7) . . ? C6A C5A N2A 111.2(5) . . ? C8A C7A N2A 115.1(5) . . ? N1A C1A' C2A' 120.0(7) . . ? C1A' C2A' C3A' 113.6(8) . . ? C1A' C2A' N2A 108.1(5) . . ? C3A' C2A' N2A 113.8(7) . . ? N2A C5A' C6A' 121.2(17) . . ? C22A C21A C26A 120.5(4) . . ? C22A C21A N1A 122.5(4) . . ? C26A C21A N1A 116.9(3) . . ? C21A C22A C23A 119.1(5) . . ? C24A C23A C22A 119.2(5) . . ? C23A C24A C25A 122.1(5) . . ? C24A C25A C26A 119.2(6) . . ? C21A C26A C25A 119.9(5) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 26.60 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.244 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.043 # Attachment '4a.cif' data_ic5790 _database_code_depnum_ccdc_archive 'CCDC 683785' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C11 H24 Cl2 N2 Pd' _chemical_formula_weight 361.62 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' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.2411(18) _cell_length_b 13.163(3) _cell_length_c 15.733(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1499.5(8) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 6003 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max .05 _exptl_crystal_size_mid .1 _exptl_crystal_size_min .4 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.573 _exptl_absorpt_correction_type SADABS _exptl_absorpt_correction_T_min 0.620 _exptl_absorpt_correction_T_max 0.928 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8511 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0537 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 27.50 _reflns_number_total 3436 _reflns_number_gt 3000 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0374P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.08(5) _refine_ls_number_reflns 3436 _refine_ls_number_parameters 154 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0489 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.0831 _refine_ls_wR_factor_gt 0.0794 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd1 Pd 0.80733(5) 0.47563(2) 0.76752(2) 0.03386(10) Uani 1 1 d . . . Cl1 Cl 0.63378(18) 0.37666(9) 0.67586(10) 0.0536(4) Uani 1 1 d . . . Cl2 Cl 0.8825(2) 0.33213(9) 0.84299(10) 0.0593(4) Uani 1 1 d . . . N1 N 0.7401(5) 0.6078(3) 0.7090(2) 0.0340(9) Uani 1 1 d . . . N2 N 0.9509(5) 0.5808(3) 0.8460(3) 0.0359(8) Uani 1 1 d . A . C1 C 0.7497(6) 0.6826(3) 0.7591(3) 0.0385(11) Uani 1 1 d . . . H1A H 0.7172 0.7470 0.7399 0.046 Uiso 1 1 calc R . . C2 C 0.8124(7) 0.6690(3) 0.8488(3) 0.0356(9) Uani 1 1 d . . . C3 C 0.8920(9) 0.7695(4) 0.8819(4) 0.0567(15) Uani 1 1 d . . . H3A H 0.7973 0.8205 0.8817 0.085 Uiso 1 1 calc R . . H3B H 0.9920 0.7906 0.8460 0.085 Uiso 1 1 calc R . . H3C H 0.9366 0.7601 0.9389 0.085 Uiso 1 1 calc R . . C4 C 0.6446(7) 0.6412(4) 0.9020(4) 0.0469(13) Uani 1 1 d . . . H4A H 0.5936 0.5783 0.8819 0.070 Uiso 1 1 calc R . . H4B H 0.5535 0.6939 0.8973 0.070 Uiso 1 1 calc R . . H4C H 0.6808 0.6339 0.9604 0.070 Uiso 1 1 calc R . . C5 C 0.9959(7) 0.5448(5) 0.9335(4) 0.0596(17) Uani 1 1 d . . . H5A H 0.8847 0.5535 0.9671 0.071 Uiso 1 1 d R A . H5B H 1.0181 0.4722 0.9300 0.071 Uiso 1 1 d R . . C6 C 1.133(2) 0.5861(12) 0.9810(9) 0.087(5) Uani 0.50 1 d P A 1 H6A H 1.1373 0.5529 1.0353 0.130 Uiso 0.50 1 calc PR A 1 H6B H 1.1090 0.6573 0.9890 0.130 Uiso 0.50 1 calc PR A 1 H6C H 1.2487 0.5775 0.9524 0.130 Uiso 0.50 1 calc PR A 1 C6' C 1.1692(13) 0.5002(7) 0.9589(7) 0.046(2) Uani 0.50 1 d P A 2 H6'A H 1.1650 0.4839 1.0184 0.069 Uiso 0.50 1 calc PR A 2 H6'B H 1.2675 0.5475 0.9486 0.069 Uiso 0.50 1 calc PR A 2 H6'C H 1.1904 0.4393 0.9268 0.069 Uiso 0.50 1 calc PR A 2 C7 C 1.1231(7) 0.6129(4) 0.7989(4) 0.0490(13) Uani 1 1 d . . . H7A H 1.0874 0.6586 0.7534 0.059 Uiso 1 1 calc R A . H7B H 1.2007 0.6510 0.8378 0.059 Uiso 1 1 calc R . . C8 C 1.2352(7) 0.5288(5) 0.7617(4) 0.0699(17) Uani 1 1 d . A . H8A H 1.3409 0.5567 0.7332 0.105 Uiso 1 1 calc R . . H8B H 1.1614 0.4915 0.7218 0.105 Uiso 1 1 calc R . . H8C H 1.2755 0.4842 0.8063 0.105 Uiso 1 1 calc R . . C9 C 0.6939(9) 0.6176(4) 0.6179(3) 0.0464(11) Uani 1 1 d . . . H9A H 0.6043 0.5643 0.6041 0.056 Uiso 1 1 calc R . . C10 C 0.6097(11) 0.7177(5) 0.5937(4) 0.0704(18) Uani 1 1 d . . . H10A H 0.5001 0.7289 0.6267 0.106 Uiso 1 1 calc R . . H10B H 0.5786 0.7170 0.5344 0.106 Uiso 1 1 calc R . . H10C H 0.6966 0.7712 0.6045 0.106 Uiso 1 1 calc R . . C11 C 0.8680(9) 0.5960(4) 0.5685(4) 0.0591(16) Uani 1 1 d . . . H11A H 0.9180 0.5318 0.5860 0.089 Uiso 1 1 calc R . . H11B H 0.9567 0.6487 0.5792 0.089 Uiso 1 1 calc R . . H11C H 0.8400 0.5938 0.5089 0.089 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pd1 0.02796(15) 0.02415(14) 0.04947(18) 0.00075(15) 0.00397(16) 0.00104(15) Cl1 0.0449(7) 0.0334(6) 0.0824(10) -0.0122(6) -0.0088(7) -0.0035(5) Cl2 0.0711(10) 0.0323(6) 0.0744(9) 0.0117(6) 0.0017(8) 0.0086(7) N1 0.032(2) 0.0289(18) 0.041(2) 0.0030(15) -0.0013(14) -0.0014(15) N2 0.0264(19) 0.0367(19) 0.045(2) 0.0028(18) 0.0020(17) -0.0035(17) C1 0.036(2) 0.025(2) 0.054(3) 0.0020(19) 0.000(2) 0.0008(16) C2 0.032(2) 0.028(2) 0.046(3) -0.0019(18) 0.001(2) -0.003(2) C3 0.060(4) 0.041(3) 0.069(4) -0.014(3) -0.008(3) -0.012(3) C4 0.034(3) 0.044(3) 0.063(3) -0.008(2) 0.009(2) 0.001(2) C5 0.036(3) 0.073(4) 0.069(4) 0.026(3) -0.012(3) -0.010(3) C6 0.099(12) 0.097(11) 0.064(8) 0.005(8) -0.011(8) -0.044(10) C6' 0.026(5) 0.038(6) 0.073(7) 0.013(4) -0.006(5) 0.000(4) C7 0.029(2) 0.057(3) 0.061(3) 0.011(3) 0.002(2) -0.010(2) C8 0.033(2) 0.097(5) 0.080(4) -0.013(4) 0.012(3) -0.010(3) C9 0.051(3) 0.039(2) 0.049(3) 0.001(2) -0.006(3) -0.002(3) C10 0.092(5) 0.061(4) 0.058(4) 0.011(3) -0.016(3) 0.018(4) C11 0.070(4) 0.056(3) 0.051(3) -0.005(3) 0.006(3) -0.015(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 Pd1 N1 2.028(3) . ? Pd1 N2 2.126(4) . ? Pd1 Cl2 2.2965(14) . ? Pd1 Cl1 2.3143(14) . ? N1 C1 1.263(6) . ? N1 C9 1.477(6) . ? N2 C5 1.493(7) . ? N2 C7 1.510(6) . ? N2 C2 1.534(6) . ? C1 C2 1.493(6) . ? C1 H1A 0.9300 . ? C2 C4 1.520(7) . ? C2 C3 1.534(6) . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 C6 1.355(15) . ? C5 C6' 1.442(10) . ? C5 H5A 0.9700 . ? C5 H5B 0.9699 . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C6' H5B 1.2408 . ? C6' H6'A 0.9600 . ? C6' H6'B 0.9600 . ? C6' H6'C 0.9600 . ? C7 C8 1.492(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 C10 1.500(7) . ? C9 C11 1.508(8) . ? C9 H9A 0.9800 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? 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 Pd1 N2 79.78(14) . . ? N1 Pd1 Cl2 175.87(11) . . ? N2 Pd1 Cl2 96.86(12) . . ? N1 Pd1 Cl1 93.98(11) . . ? N2 Pd1 Cl1 173.59(11) . . ? Cl2 Pd1 Cl1 89.31(6) . . ? C1 N1 C9 123.4(4) . . ? C1 N1 Pd1 111.8(3) . . ? C9 N1 Pd1 124.8(3) . . ? C5 N2 C7 111.1(4) . . ? C5 N2 C2 110.9(4) . . ? C7 N2 C2 110.0(4) . . ? C5 N2 Pd1 115.9(3) . . ? C7 N2 Pd1 107.6(3) . . ? C2 N2 Pd1 100.9(3) . . ? N1 C1 C2 120.9(4) . . ? N1 C1 H1A 119.6 . . ? C2 C1 H1A 119.6 . . ? C1 C2 C4 107.8(4) . . ? C1 C2 N2 105.2(3) . . ? C4 C2 N2 110.9(3) . . ? C1 C2 C3 109.4(4) . . ? C4 C2 C3 108.7(4) . . ? N2 C2 C3 114.6(4) . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 C6' 51.3(8) . . ? C6 C5 N2 122.8(8) . . ? C6' C5 N2 125.1(7) . . ? C6 C5 H5A 105.0 . . ? C6' C5 H5A 128.2 . . ? N2 C5 H5A 106.5 . . ? C6 C5 H5B 107.8 . . ? C6' C5 H5B 58.1 . . ? N2 C5 H5B 107.2 . . ? H5A C5 H5B 106.5 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C6' H5B 41.6 . . ? C5 C6' H6'A 109.5 . . ? H5B C6' H6'A 105.3 . . ? C5 C6' H6'B 109.5 . . ? H5B C6' H6'B 141.6 . . ? H6'A C6' H6'B 109.5 . . ? C5 C6' H6'C 109.5 . . ? H5B C6' H6'C 72.6 . . ? H6'A C6' H6'C 109.5 . . ? H6'B C6' H6'C 109.5 . . ? C8 C7 N2 115.7(4) . . ? C8 C7 H7A 108.4 . . ? N2 C7 H7A 108.4 . . ? C8 C7 H7B 108.4 . . ? N2 C7 H7B 108.4 . . ? H7A C7 H7B 107.4 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C10 114.5(4) . . ? N1 C9 C11 107.1(5) . . ? C10 C9 C11 112.0(5) . . ? N1 C9 H9A 107.7 . . ? C10 C9 H9A 107.7 . . ? C11 C9 H9A 107.7 . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C9 C11 H11A 109.5 . . ? C9 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C9 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.096 _refine_diff_density_min -0.639 _refine_diff_density_rms 0.100 # Attachment '4c.cif' data_ic5182 _database_code_depnum_ccdc_archive 'CCDC 683786' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 Cl2 N2 Pd' _chemical_formula_weight 395.64 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' 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 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 14.352(3) _cell_length_b 7.9957(8) _cell_length_c 14.633(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.400(17) _cell_angle_gamma 90.00 _cell_volume 1678.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.50 _cell_measurement_theta_max 15.77 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 800 _exptl_absorpt_coefficient_mu 1.413 _exptl_absorpt_correction_type 'empirical used psi-scan' _exptl_absorpt_correction_T_min 0.672 _exptl_absorpt_correction_T_max 0.726 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'NONIUS CAD4' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 60 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 3851 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0170 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.42 _diffrn_reflns_theta_max 27.47 _reflns_number_total 3851 _reflns_number_gt 3274 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction NRDSDP _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0364P)^2^+0.8820P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0042(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3851 _refine_ls_number_parameters 177 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0317 _refine_ls_R_factor_gt 0.0245 _refine_ls_wR_factor_ref 0.0694 _refine_ls_wR_factor_gt 0.0666 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.008 _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 Pd Pd 0.222143(12) 0.15381(2) 0.017951(11) 0.03289(8) Uani 1 1 d . . . Cl1 Cl 0.14676(5) 0.08585(12) -0.11708(4) 0.0583(2) Uani 1 1 d . . . Cl2 Cl 0.26299(6) 0.40302(10) -0.04571(5) 0.05563(19) Uani 1 1 d . . . N1 N 0.28135(13) 0.2090(3) 0.14141(12) 0.0331(4) Uani 1 1 d . . . N2 N 0.19258(15) -0.0691(3) 0.08951(14) 0.0414(5) Uani 1 1 d . . . C1 C 0.24840(18) 0.1230(3) 0.20583(17) 0.0406(6) Uani 1 1 d . . . H1A H 0.2699 0.1402 0.2655 0.049 Uiso 1 1 calc R . . C2 C 0.1745(2) -0.0070(4) 0.18623(17) 0.0502(7) Uani 1 1 d . . . C3 C 0.0821(2) 0.0862(6) 0.1886(3) 0.0824(13) Uani 1 1 d . . . H3A H 0.0775 0.1616 0.1376 0.124 Uiso 1 1 calc R . . H3B H 0.0788 0.1483 0.2446 0.124 Uiso 1 1 calc R . . H3C H 0.0317 0.0073 0.1850 0.124 Uiso 1 1 calc R . . C4 C 0.1810(4) -0.1434(5) 0.2605(2) 0.0941(16) Uani 1 1 d . . . H4A H 0.1681 -0.0950 0.3189 0.141 Uiso 1 1 calc R . . H4B H 0.2426 -0.1904 0.2620 0.141 Uiso 1 1 calc R . . H4C H 0.1363 -0.2297 0.2468 0.141 Uiso 1 1 calc R . . C5 C 0.1127(3) -0.1653(4) 0.0466(2) 0.0610(9) Uani 1 1 d . . . H5A H 0.0587 -0.0925 0.0457 0.073 Uiso 1 1 calc R . . H5B H 0.1280 -0.1865 -0.0166 0.073 Uiso 1 1 calc R . . C6 C 0.0839(3) -0.3286(5) 0.0876(3) 0.0796(12) Uani 1 1 d . . . H6A H 0.0392 -0.3823 0.0476 0.119 Uiso 1 1 calc R . . H6B H 0.0566 -0.3087 0.1458 0.119 Uiso 1 1 calc R . . H6C H 0.1376 -0.3993 0.0956 0.119 Uiso 1 1 calc R . . C7 C 0.2812(3) -0.1727(4) 0.0899(3) 0.0659(9) Uani 1 1 d . . . H7A H 0.3234 -0.1288 0.1368 0.079 Uiso 1 1 calc R . . H7B H 0.2655 -0.2862 0.1072 0.079 Uiso 1 1 calc R . . C8 C 0.3308(4) -0.1790(5) 0.0035(4) 0.0951(15) Uani 1 1 d . . . H8A H 0.3864 -0.2446 0.0115 0.143 Uiso 1 1 calc R . . H8B H 0.3472 -0.0675 -0.0146 0.143 Uiso 1 1 calc R . . H8C H 0.2914 -0.2287 -0.0429 0.143 Uiso 1 1 calc R . . C21 C 0.35183(16) 0.3321(3) 0.16093(16) 0.0331(5) Uani 1 1 d . . . C22 C 0.34386(19) 0.4368(3) 0.23492(18) 0.0447(6) Uani 1 1 d . . . H22A H 0.2920 0.4308 0.2717 0.054 Uiso 1 1 calc R . . C23 C 0.4144(2) 0.5521(4) 0.2540(2) 0.0597(8) Uani 1 1 d . . . H23A H 0.4099 0.6231 0.3040 0.072 Uiso 1 1 calc R . . C24 C 0.4904(2) 0.5616(4) 0.1993(2) 0.0611(8) Uani 1 1 d . . . H24A H 0.5371 0.6395 0.2119 0.073 Uiso 1 1 calc R . . C25 C 0.49768(19) 0.4560(4) 0.1258(2) 0.0518(7) Uani 1 1 d . . . H25A H 0.5497 0.4617 0.0893 0.062 Uiso 1 1 calc R . . C26 C 0.42850(18) 0.3418(3) 0.10592(18) 0.0417(6) Uani 1 1 d . . . H26A H 0.4333 0.2715 0.0556 0.050 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 Pd 0.03366(11) 0.04041(12) 0.02460(10) -0.00068(7) 0.00030(6) -0.00445(7) Cl1 0.0513(4) 0.0923(6) 0.0310(3) -0.0040(3) -0.0050(3) -0.0217(4) Cl2 0.0757(5) 0.0500(4) 0.0407(3) 0.0139(3) -0.0088(3) -0.0107(3) N1 0.0337(9) 0.0364(10) 0.0290(9) 0.0010(8) -0.0015(7) -0.0044(8) N2 0.0459(12) 0.0423(12) 0.0362(10) -0.0029(9) 0.0059(9) -0.0139(10) C1 0.0464(14) 0.0467(14) 0.0287(11) 0.0016(10) -0.0020(10) -0.0124(11) C2 0.0588(16) 0.0639(18) 0.0281(11) -0.0034(11) 0.0056(11) -0.0280(14) C3 0.0517(18) 0.120(3) 0.077(2) -0.052(2) 0.0283(17) -0.034(2) C4 0.155(4) 0.087(3) 0.0406(17) 0.0145(17) -0.003(2) -0.073(3) C5 0.074(2) 0.063(2) 0.0463(16) -0.0114(14) 0.0024(14) -0.0358(16) C6 0.096(3) 0.064(2) 0.079(2) -0.0150(18) 0.020(2) -0.041(2) C7 0.074(2) 0.0453(17) 0.078(2) 0.0122(15) 0.0102(18) 0.0004(15) C8 0.112(4) 0.060(2) 0.116(4) -0.003(2) 0.045(3) 0.018(2) C21 0.0320(11) 0.0339(12) 0.0332(11) 0.0026(9) -0.0038(9) -0.0031(9) C22 0.0469(14) 0.0462(15) 0.0413(13) -0.0063(11) 0.0039(11) -0.0062(12) C23 0.0670(19) 0.0591(19) 0.0529(17) -0.0173(15) -0.0013(14) -0.0186(15) C24 0.0552(17) 0.0608(19) 0.0667(19) -0.0039(16) -0.0097(15) -0.0247(15) C25 0.0403(14) 0.0603(18) 0.0550(16) 0.0058(14) 0.0039(12) -0.0144(13) C26 0.0405(13) 0.0467(14) 0.0381(13) 0.0002(11) 0.0020(10) -0.0045(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 Pd N1 2.0262(19) . ? Pd N2 2.115(2) . ? Pd Cl2 2.2822(7) . ? Pd Cl1 2.2947(8) . ? N1 C1 1.268(3) . ? N1 C21 1.435(3) . ? N2 C5 1.505(3) . ? N2 C7 1.517(4) . ? N2 C2 1.528(3) . ? C1 C2 1.507(3) . ? C2 C3 1.522(5) . ? C2 C4 1.540(4) . ? C5 C6 1.499(4) . ? C7 C8 1.468(6) . ? C21 C22 1.376(3) . ? C21 C26 1.381(3) . ? C22 C23 1.392(4) . ? C23 C24 1.371(4) . ? C24 C25 1.372(4) . ? C25 C26 1.375(4) . ? 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 Pd N2 80.03(8) . . ? N1 Pd Cl2 93.87(6) . . ? N2 Pd Cl2 173.87(6) . . ? N1 Pd Cl1 176.33(6) . . ? N2 Pd Cl1 97.51(6) . . ? Cl2 Pd Cl1 88.61(3) . . ? C1 N1 C21 119.9(2) . . ? C1 N1 Pd 112.90(16) . . ? C21 N1 Pd 127.23(15) . . ? C5 N2 C7 110.6(3) . . ? C5 N2 C2 114.1(2) . . ? C7 N2 C2 109.6(2) . . ? C5 N2 Pd 112.58(18) . . ? C7 N2 Pd 106.50(16) . . ? C2 N2 Pd 103.04(16) . . ? N1 C1 C2 120.4(2) . . ? C1 C2 C3 105.5(3) . . ? C1 C2 N2 105.40(19) . . ? C3 C2 N2 110.3(2) . . ? C1 C2 C4 108.9(2) . . ? C3 C2 C4 111.6(3) . . ? N2 C2 C4 114.5(3) . . ? C6 C5 N2 119.5(3) . . ? C8 C7 N2 116.1(3) . . ? C22 C21 C26 120.5(2) . . ? C22 C21 N1 120.2(2) . . ? C26 C21 N1 119.4(2) . . ? C21 C22 C23 119.1(3) . . ? C24 C23 C22 120.3(3) . . ? C23 C24 C25 120.0(3) . . ? C24 C25 C26 120.4(3) . . ? C25 C26 C21 119.7(3) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.778 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.064 # Attachment '5b.cif' data_ic11083 _database_code_depnum_ccdc_archive 'CCDC 683787' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H26 Cl2 N2 Pt' _chemical_formula_weight 464.34 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pca2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 16.4203(3) _cell_length_b 7.4637(4) _cell_length_c 12.9605(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1588.39(12) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 26704 _cell_measurement_theta_min 1 _cell_measurement_theta_max 27.5 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.942 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 896 _exptl_absorpt_coefficient_mu 9.154 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.122 _exptl_absorpt_correction_T_max 0.280 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Nonius KappaCCD' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8029 _diffrn_reflns_av_R_equivalents 0.0883 _diffrn_reflns_av_sigmaI/netI 0.0752 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 27.45 _reflns_number_total 3496 _reflns_number_gt 2699 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'COLLECT (Nonius BV)' _computing_cell_refinement 'HKL Denzo & Scalepack (Otwinowski & Minor)' _computing_data_reduction 'HKL Denzo & Scalepack (Otwinowski & Minor)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0804P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0001(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.005(19) _refine_ls_number_reflns 3496 _refine_ls_number_parameters 155 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0730 _refine_ls_R_factor_gt 0.0517 _refine_ls_wR_factor_ref 0.1398 _refine_ls_wR_factor_gt 0.1242 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _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 Pt1 Pt 0.55780(2) 0.31109(5) 0.87554(3) 0.04266(18) Uani 1 1 d . . . Cl1 Cl 0.6692(2) 0.4793(6) 0.9249(3) 0.0650(9) Uani 1 1 d . . . Cl2 Cl 0.5417(3) 0.2598(7) 1.0496(3) 0.0618(9) Uani 1 1 d . . . N1 N 0.5667(6) 0.3444(17) 0.7208(10) 0.047(3) Uani 1 1 d . . . N2 N 0.4526(5) 0.1687(13) 0.8273(9) 0.040(2) Uani 1 1 d . . . C1 C 0.4965(9) 0.3238(16) 0.6743(11) 0.050(3) Uani 1 1 d . . . H1A H 0.4930 0.3387 0.6032 0.060 Uiso 1 1 calc R . . C2 C 0.4231(8) 0.277(2) 0.7339(10) 0.046(3) Uani 1 1 d . . . C3 C 0.3841(8) 0.4535(18) 0.7692(10) 0.053(3) Uani 1 1 d . . . H3A H 0.3660 0.5198 0.7101 0.080 Uiso 1 1 calc R . . H3B H 0.4236 0.5230 0.8065 0.080 Uiso 1 1 calc R . . H3C H 0.3385 0.4282 0.8132 0.080 Uiso 1 1 calc R . . C4 C 0.3641(9) 0.1764(18) 0.6628(11) 0.054(3) Uani 1 1 d . . . H4A H 0.3485 0.2528 0.6066 0.081 Uiso 1 1 calc R . . H4B H 0.3165 0.1424 0.7011 0.081 Uiso 1 1 calc R . . H4C H 0.3903 0.0711 0.6363 0.081 Uiso 1 1 calc R . . C5 C 0.3907(8) 0.1554(18) 0.9131(10) 0.051(3) Uani 1 1 d . . . H5A H 0.3810 0.2762 0.9379 0.062 Uiso 1 1 calc R . . H5B H 0.4163 0.0903 0.9692 0.062 Uiso 1 1 calc R . . C6 C 0.3077(7) 0.070(2) 0.8944(13) 0.063(4) Uani 1 1 d . . . H6A H 0.2764 0.0728 0.9570 0.095 Uiso 1 1 calc R . . H6B H 0.3149 -0.0524 0.8730 0.095 Uiso 1 1 calc R . . H6C H 0.2794 0.1347 0.8415 0.095 Uiso 1 1 calc R . . C7 C 0.4773(8) -0.0174(17) 0.7917(9) 0.049(3) Uani 1 1 d . . . H7A H 0.4283 -0.0878 0.7813 0.059 Uiso 1 1 calc R . . H7B H 0.5043 -0.0069 0.7254 0.059 Uiso 1 1 calc R . . C8 C 0.5322(8) -0.117(2) 0.8636(16) 0.063(4) Uani 1 1 d . . . H8A H 0.5445 -0.2327 0.8350 0.095 Uiso 1 1 calc R . . H8B H 0.5055 -0.1320 0.9290 0.095 Uiso 1 1 calc R . . H8C H 0.5817 -0.0509 0.8730 0.095 Uiso 1 1 calc R . . C9 C 0.6413(8) 0.380(2) 0.6574(10) 0.050(3) Uani 1 1 d . . . C10 C 0.6259(9) 0.3438(19) 0.5410(10) 0.057(4) Uani 1 1 d . . . H10A H 0.5842 0.4230 0.5163 0.086 Uiso 1 1 calc R . . H10B H 0.6088 0.2218 0.5317 0.086 Uiso 1 1 calc R . . H10C H 0.6752 0.3643 0.5030 0.086 Uiso 1 1 calc R . . C11 C 0.6634(8) 0.5742(19) 0.6676(11) 0.059(3) Uani 1 1 d . . . H11A H 0.6734 0.6019 0.7388 0.089 Uiso 1 1 calc R . . H11B H 0.6193 0.6468 0.6425 0.089 Uiso 1 1 calc R . . H11C H 0.7115 0.5984 0.6280 0.089 Uiso 1 1 calc R . . C12 C 0.7069(9) 0.253(2) 0.6928(14) 0.066(4) Uani 1 1 d . . . H12A H 0.7177 0.2725 0.7647 0.098 Uiso 1 1 calc R . . H12B H 0.7556 0.2745 0.6537 0.098 Uiso 1 1 calc R . . H12C H 0.6892 0.1319 0.6824 0.098 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 Pt1 0.0419(3) 0.0453(3) 0.0408(2) 0.0002(3) -0.0061(3) 0.00172(16) Cl1 0.0517(16) 0.083(2) 0.0609(17) -0.0021(17) -0.0217(16) -0.0112(18) Cl2 0.072(2) 0.076(2) 0.0374(17) 0.0034(18) -0.0050(16) 0.001(2) N1 0.041(6) 0.054(7) 0.046(6) -0.007(5) -0.007(5) 0.002(5) N2 0.037(6) 0.043(6) 0.041(5) 0.005(4) -0.009(4) 0.008(4) C1 0.035(6) 0.065(9) 0.050(7) 0.000(6) -0.001(6) -0.002(6) C2 0.035(6) 0.054(8) 0.049(7) -0.001(6) 0.007(5) -0.002(6) C3 0.044(6) 0.054(8) 0.062(7) 0.012(7) -0.001(6) -0.001(6) C4 0.048(7) 0.064(10) 0.050(7) -0.017(6) -0.008(6) 0.004(6) C5 0.040(7) 0.060(8) 0.053(7) 0.003(6) 0.012(6) 0.000(6) C6 0.050(7) 0.080(9) 0.060(12) 0.008(7) 0.004(6) -0.015(6) C7 0.059(7) 0.035(6) 0.053(6) -0.006(5) -0.016(6) 0.007(6) C8 0.067(7) 0.067(8) 0.056(10) 0.007(9) 0.017(9) -0.003(6) C9 0.036(6) 0.057(7) 0.058(7) 0.006(6) 0.003(5) -0.005(6) C10 0.055(8) 0.075(9) 0.042(6) -0.005(6) 0.011(6) -0.015(7) C11 0.051(8) 0.059(9) 0.068(8) 0.009(7) -0.002(7) -0.010(7) C12 0.036(6) 0.078(9) 0.083(10) 0.001(9) 0.003(7) 0.002(8) _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 Pt1 N1 2.026(13) . ? Pt1 N2 2.122(10) . ? Pt1 Cl2 2.304(4) . ? Pt1 Cl1 2.310(4) . ? N1 C1 1.309(17) . ? N1 C9 1.498(17) . ? N2 C5 1.510(16) . ? N2 C7 1.519(16) . ? N2 C2 1.535(18) . ? C1 C2 1.474(18) . ? C2 C4 1.533(19) . ? C2 C3 1.534(19) . ? C5 C6 1.526(17) . ? C7 C8 1.50(2) . ? C9 C11 1.502(19) . ? C9 C12 1.50(2) . ? C9 C10 1.554(19) . ? 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 Pt1 N2 80.1(5) . . ? N1 Pt1 Cl2 176.5(4) . . ? N2 Pt1 Cl2 96.4(3) . . ? N1 Pt1 Cl1 98.6(4) . . ? N2 Pt1 Cl1 177.1(3) . . ? Cl2 Pt1 Cl1 84.84(16) . . ? C1 N1 C9 119.2(13) . . ? C1 N1 Pt1 112.2(10) . . ? C9 N1 Pt1 128.6(8) . . ? C5 N2 C7 110.1(10) . . ? C5 N2 C2 113.8(9) . . ? C7 N2 C2 109.0(10) . . ? C5 N2 Pt1 111.3(8) . . ? C7 N2 Pt1 109.3(7) . . ? C2 N2 Pt1 103.1(7) . . ? N1 C1 C2 120.5(14) . . ? C1 C2 C4 108.6(12) . . ? C1 C2 C3 107.1(11) . . ? C4 C2 C3 109.7(11) . . ? C1 C2 N2 106.2(11) . . ? C4 C2 N2 114.6(11) . . ? C3 C2 N2 110.4(10) . . ? N2 C5 C6 120.8(11) . . ? C8 C7 N2 115.3(11) . . ? N1 C9 C11 108.6(12) . . ? N1 C9 C12 108.0(11) . . ? C11 C9 C12 114.0(13) . . ? N1 C9 C10 111.7(11) . . ? C11 C9 C10 106.9(11) . . ? C12 C9 C10 107.7(12) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 3.004 _refine_diff_density_min -2.276 _refine_diff_density_rms 0.185 # Attachment '5c.cif' data_ic7258 _database_code_depnum_ccdc_archive 'CCDC 683788' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 Cl2 N2 Pt' _chemical_formula_weight 484.33 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' Pt Pt -1.7033 8.3905 '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 14.2861(2) _cell_length_b 8.09140(10) _cell_length_c 14.6526(2) _cell_angle_alpha 90.00 _cell_angle_beta 91.7140(10) _cell_angle_gamma 90.00 _cell_volume 1693.00(4) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 7798 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.900 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 8.593 _exptl_absorpt_correction_type 'used SADABS' _exptl_absorpt_correction_T_min 0.285 _exptl_absorpt_correction_T_max 0.180 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17802 _diffrn_reflns_av_R_equivalents 0.0270 _diffrn_reflns_av_sigmaI/netI 0.0159 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.43 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2986 _reflns_number_gt 2773 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens SMART' _computing_cell_refinement 'Siemens SAINT' _computing_data_reduction 'Siemens SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0153P)^2^+3.4099P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00089(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2986 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0196 _refine_ls_R_factor_gt 0.0169 _refine_ls_wR_factor_ref 0.0448 _refine_ls_wR_factor_gt 0.0388 _refine_ls_goodness_of_fit_ref 1.160 _refine_ls_restrained_S_all 1.160 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pt1 Pt 0.778621(9) 0.152527(18) 0.480940(9) 0.02696(7) Uani 1 1 d . . . Cl1 Cl 0.74200(8) 0.40413(13) 0.54408(7) 0.0419(2) Uani 1 1 d . . . Cl2 Cl 0.85320(7) 0.08458(16) 0.61795(7) 0.0459(3) Uani 1 1 d . . . N1 N 0.7184(2) 0.2050(4) 0.3582(2) 0.0273(7) Uani 1 1 d . . . N2 N 0.8056(2) -0.0714(4) 0.4115(2) 0.0348(7) Uani 1 1 d . B . C1 C 0.7468(3) 0.1138(5) 0.2931(3) 0.0340(9) Uani 1 1 d . . . H1A H 0.7222 0.1294 0.2328 0.041 Uiso 1 1 calc R . . C2 C 0.8190(3) -0.0179(6) 0.3121(3) 0.0391(10) Uani 1 1 d . . . C3 C 0.9141(3) 0.0652(7) 0.3015(3) 0.0587(15) Uani 1 1 d . . . H3A H 0.9220 0.1530 0.3472 0.088 Uiso 1 1 calc R . . H3B H 0.9174 0.1129 0.2402 0.088 Uiso 1 1 calc R . . H3C H 0.9640 -0.0169 0.3103 0.088 Uiso 1 1 calc R . . C4 C 0.8048(5) -0.1576(7) 0.2405(4) 0.0733(19) Uani 1 1 d . . . H4A H 0.8146 -0.1133 0.1793 0.110 Uiso 1 1 calc R . . H4B H 0.7410 -0.2012 0.2437 0.110 Uiso 1 1 calc R . . H4C H 0.8499 -0.2465 0.2533 0.110 Uiso 1 1 calc R . . C5 C 0.8899(4) -0.1609(6) 0.4541(3) 0.0539(13) Uani 1 1 d . . . H5A H 0.8771 -0.1808 0.5192 0.065 Uiso 1 1 calc R . . H5B H 0.9442 -0.0851 0.4522 0.065 Uiso 1 1 calc R . . C6 C 0.9190(4) -0.3257(7) 0.4121(4) 0.0692(17) Uani 1 1 d . . . H6A H 0.9738 -0.3694 0.4459 0.104 Uiso 1 1 calc R . . H6B H 0.9347 -0.3086 0.3481 0.104 Uiso 1 1 calc R . . H6C H 0.8672 -0.4047 0.4153 0.104 Uiso 1 1 calc R . . C7 C 0.7184(4) -0.1788(7) 0.4170(5) 0.0704(18) Uani 1 1 d . . . H7A H 0.6732 -0.1402 0.3691 0.084 Uiso 1 1 calc R A 1 H7B H 0.7364 -0.2930 0.4008 0.084 Uiso 1 1 calc R A 1 C8 C 0.6701(6) -0.1865(8) 0.5006(5) 0.052(2) Uani 0.695(14) 1 d P B 1 H8A H 0.6160 -0.2601 0.4933 0.078 Uiso 0.695(14) 1 calc PR B 1 H8B H 0.6488 -0.0756 0.5171 0.078 Uiso 0.695(14) 1 calc PR B 1 H8C H 0.7124 -0.2290 0.5490 0.078 Uiso 0.695(14) 1 calc PR B 1 C8' C 0.6322(13) -0.145(2) 0.4258(15) 0.063(7) Uani 0.305(14) 1 d P B 2 H8'A H 0.5960 -0.2479 0.4269 0.094 Uiso 0.305(14) 1 calc PR B 2 H8'B H 0.6101 -0.0767 0.3744 0.094 Uiso 0.305(14) 1 calc PR B 2 H8'C H 0.6241 -0.0848 0.4831 0.094 Uiso 0.305(14) 1 calc PR B 2 C21 C 0.6477(3) 0.3294(5) 0.3389(3) 0.0296(8) Uani 1 1 d . . . C22 C 0.6543(3) 0.4314(5) 0.2635(3) 0.0378(9) Uani 1 1 d . . . H22A H 0.7067 0.4236 0.2254 0.045 Uiso 1 1 calc R . . C23 C 0.5837(3) 0.5456(6) 0.2439(3) 0.0500(11) Uani 1 1 d . . . H23A H 0.5876 0.6148 0.1918 0.060 Uiso 1 1 calc R . . C24 C 0.5077(3) 0.5589(6) 0.3000(3) 0.0500(12) Uani 1 1 d . . . H24A H 0.4600 0.6379 0.2870 0.060 Uiso 1 1 calc R . . C25 C 0.5018(3) 0.4569(6) 0.3746(3) 0.0437(10) Uani 1 1 d . . . H25A H 0.4493 0.4655 0.4126 0.052 Uiso 1 1 calc R . . C26 C 0.5712(3) 0.3413(5) 0.3956(3) 0.0348(9) Uani 1 1 d . . . H26A H 0.5666 0.2718 0.4475 0.042 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 Pt1 0.02707(9) 0.03271(10) 0.02123(9) 0.00059(6) 0.00293(5) 0.00200(6) Cl1 0.0569(6) 0.0370(5) 0.0315(5) -0.0089(4) -0.0015(4) 0.0039(5) Cl2 0.0412(6) 0.0705(7) 0.0260(5) 0.0043(5) -0.0008(4) 0.0145(5) N1 0.0271(16) 0.0288(16) 0.0261(16) -0.0033(13) 0.0028(13) -0.0004(13) N2 0.0408(19) 0.0338(18) 0.0301(17) 0.0005(14) 0.0085(14) 0.0068(15) C1 0.033(2) 0.043(2) 0.026(2) -0.0002(17) -0.0016(16) 0.0074(17) C2 0.046(2) 0.046(2) 0.026(2) 0.0003(18) 0.0064(17) 0.019(2) C3 0.044(3) 0.080(4) 0.054(3) 0.032(3) 0.026(2) 0.027(3) C4 0.110(5) 0.065(4) 0.044(3) -0.019(3) -0.011(3) 0.046(3) C5 0.070(3) 0.053(3) 0.038(3) 0.013(2) 0.008(2) 0.028(3) C6 0.087(4) 0.057(3) 0.065(4) 0.016(3) 0.025(3) 0.038(3) C7 0.071(4) 0.044(3) 0.098(5) -0.030(3) 0.034(3) -0.017(3) C8 0.073(5) 0.036(4) 0.049(5) 0.006(3) 0.019(4) -0.010(3) C8' 0.066(13) 0.044(10) 0.079(16) -0.008(9) 0.027(11) -0.016(8) C21 0.0277(19) 0.031(2) 0.030(2) -0.0043(16) -0.0027(15) 0.0023(15) C22 0.037(2) 0.042(2) 0.034(2) 0.0038(19) 0.0030(17) 0.0028(19) C23 0.056(3) 0.050(3) 0.044(3) 0.013(2) -0.001(2) 0.011(2) C24 0.045(3) 0.050(3) 0.054(3) 0.001(2) -0.009(2) 0.020(2) C25 0.029(2) 0.052(3) 0.050(3) -0.011(2) 0.0028(19) 0.0091(19) C26 0.033(2) 0.041(2) 0.030(2) -0.0028(17) 0.0021(16) 0.0017(18) _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 Pt1 N1 2.016(3) . ? Pt1 N2 2.119(3) . ? Pt1 Cl1 2.3029(10) . ? Pt1 Cl2 2.3107(10) . ? N1 C1 1.281(5) . ? N1 C21 1.447(5) . ? N2 C5 1.522(6) . ? N2 C7 1.524(6) . ? N2 C2 1.537(5) . ? C1 C2 1.504(5) . ? C2 C3 1.528(7) . ? C2 C4 1.552(6) . ? C5 C6 1.532(7) . ? C7 C8' 1.271(19) . ? C7 C8 1.425(9) . ? C21 C22 1.384(6) . ? C21 C26 1.396(6) . ? C22 C23 1.391(6) . ? C23 C24 1.386(7) . ? C24 C25 1.374(7) . ? C25 C26 1.390(6) . ? 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 Pt1 N2 80.26(12) . . ? N1 Pt1 Cl1 94.38(9) . . ? N2 Pt1 Cl1 174.63(9) . . ? N1 Pt1 Cl2 177.12(9) . . ? N2 Pt1 Cl2 97.33(9) . . ? Cl1 Pt1 Cl2 88.04(4) . . ? C1 N1 C21 119.3(3) . . ? C1 N1 Pt1 114.0(3) . . ? C21 N1 Pt1 126.7(2) . . ? C5 N2 C7 110.2(4) . . ? C5 N2 C2 113.8(3) . . ? C7 N2 C2 109.6(4) . . ? C5 N2 Pt1 111.3(3) . . ? C7 N2 Pt1 107.5(3) . . ? C2 N2 Pt1 104.1(2) . . ? N1 C1 C2 120.1(3) . . ? C1 C2 C3 106.1(4) . . ? C1 C2 N2 105.7(3) . . ? C3 C2 N2 110.9(3) . . ? C1 C2 C4 108.4(4) . . ? C3 C2 C4 110.5(4) . . ? N2 C2 C4 114.7(4) . . ? N2 C5 C6 118.1(4) . . ? C8' C7 C8 55.0(10) . . ? C8' C7 N2 132.8(9) . . ? C8 C7 N2 119.2(5) . . ? C22 C21 C26 120.4(4) . . ? C22 C21 N1 120.5(3) . . ? C26 C21 N1 119.1(3) . . ? C21 C22 C23 119.7(4) . . ? C24 C23 C22 120.3(4) . . ? C25 C24 C23 119.5(4) . . ? C24 C25 C26 121.3(4) . . ? C25 C26 C21 118.7(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.550 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.086 # Attachment '6c.cif' data_ic5172 _database_code_depnum_ccdc_archive 'CCDC 683789' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 N2 O4 Pd' _chemical_formula_weight 442.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.955(2) _cell_length_b 16.097(4) _cell_length_c 18.995(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3961.0(15) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 5.00 _cell_measurement_theta_max 8.22 _exptl_crystal_description plate _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1824 _exptl_absorpt_coefficient_mu 0.960 _exptl_absorpt_correction_type 'empirical used psi-scan' _exptl_absorpt_correction_T_min 0.666 _exptl_absorpt_correction_T_max 0.784 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'NONIUS CAD4' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 60 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 3487 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0889 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.14 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3487 _reflns_number_gt 1842 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction NRCSDP _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0085P)^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 3487 _refine_ls_number_parameters 232 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1002 _refine_ls_R_factor_gt 0.0348 _refine_ls_wR_factor_ref 0.0631 _refine_ls_wR_factor_gt 0.0538 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.011 _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 Pd Pd 0.85339(3) 0.84011(2) 0.838636(19) 0.02639(10) Uani 1 1 d . . . O1 O 0.9394(3) 0.8814(2) 0.91965(16) 0.0332(9) Uani 1 1 d . . . O2 O 1.0633(3) 0.9315(2) 0.8514(2) 0.0542(12) Uani 1 1 d . . . O3 O 0.9708(2) 0.7614(2) 0.81954(17) 0.0325(9) Uani 1 1 d . . . O4 O 0.8896(3) 0.6750(3) 0.8910(2) 0.0694(14) Uani 1 1 d . . . N1 N 0.7624(3) 0.8019(3) 0.7602(2) 0.0309(11) Uani 1 1 d . . . N2 N 0.7250(3) 0.9132(3) 0.85941(19) 0.0279(11) Uani 1 1 d . . . C1 C 0.6679(4) 0.8213(3) 0.7672(3) 0.0368(14) Uani 1 1 d . . . H1A H 0.6208 0.8114 0.7312 0.044 Uiso 1 1 calc R . . C2 C 0.6342(4) 0.8607(3) 0.8350(3) 0.0359(13) Uani 1 1 d . . . C3 C 0.5332(4) 0.9074(4) 0.8224(3) 0.0549(19) Uani 1 1 d . . . H3A H 0.4806 0.8689 0.8083 0.082 Uiso 1 1 calc R . . H3B H 0.5431 0.9480 0.7859 0.082 Uiso 1 1 calc R . . H3C H 0.5124 0.9349 0.8649 0.082 Uiso 1 1 calc R . . C4 C 0.6149(4) 0.7902(3) 0.8864(3) 0.0532(18) Uani 1 1 d . . . H4A H 0.6786 0.7619 0.8959 0.080 Uiso 1 1 calc R . . H4B H 0.5664 0.7518 0.8663 0.080 Uiso 1 1 calc R . . H4C H 0.5874 0.8122 0.9295 0.080 Uiso 1 1 calc R . . C5 C 0.7302(4) 0.9911(3) 0.8172(3) 0.0412(15) Uani 1 1 d . . . H5A H 0.7219 0.9770 0.7678 0.049 Uiso 1 1 calc R . . H5B H 0.6727 1.0264 0.8304 0.049 Uiso 1 1 calc R . . C6 C 0.8261(4) 1.0388(3) 0.8252(3) 0.066(2) Uani 1 1 d . . . H6A H 0.8271 1.0833 0.7916 0.098 Uiso 1 1 calc R . . H6B H 0.8842 1.0030 0.8174 0.098 Uiso 1 1 calc R . . H6C H 0.8295 1.0613 0.8719 0.098 Uiso 1 1 calc R . . C7 C 0.7249(4) 0.9321(3) 0.9380(2) 0.0333(14) Uani 1 1 d . . . H7A H 0.7259 0.8796 0.9631 0.040 Uiso 1 1 calc R . . H7B H 0.7888 0.9607 0.9491 0.040 Uiso 1 1 calc R . . C8 C 0.6365(4) 0.9834(3) 0.9670(3) 0.0477(15) Uani 1 1 d . . . H8A H 0.6497 0.9965 1.0155 0.072 Uiso 1 1 calc R . . H8B H 0.5735 0.9524 0.9634 0.072 Uiso 1 1 calc R . . H8C H 0.6304 1.0339 0.9404 0.072 Uiso 1 1 calc R . . C9 C 1.0279(4) 0.9109(4) 0.9077(3) 0.0393(15) Uani 1 1 d . . . C10 C 1.0937(4) 0.9166(4) 0.9727(3) 0.069(2) Uani 1 1 d . . . H10A H 1.1519 0.9518 0.9636 0.104 Uiso 1 1 calc R . . H10B H 1.1174 0.8621 0.9855 0.104 Uiso 1 1 calc R . . H10C H 1.0537 0.9394 1.0106 0.104 Uiso 1 1 calc R . . C11 C 0.9638(4) 0.6953(3) 0.8567(3) 0.0415(16) Uani 1 1 d . . . C12 C 1.0579(4) 0.6420(3) 0.8532(4) 0.077(2) Uani 1 1 d . . . H12A H 1.0705 0.6176 0.8985 0.115 Uiso 1 1 calc R . . H12B H 1.1161 0.6753 0.8397 0.115 Uiso 1 1 calc R . . H12C H 1.0476 0.5988 0.8190 0.115 Uiso 1 1 calc R . . C21 C 0.7963(4) 0.7619(4) 0.6967(3) 0.0352(15) Uani 1 1 d . . . C22 C 0.7874(4) 0.8035(4) 0.6339(3) 0.0453(17) Uani 1 1 d . . . H22A H 0.7581 0.8562 0.6324 0.054 Uiso 1 1 calc R . . C23 C 0.8224(5) 0.7661(5) 0.5727(3) 0.070(2) Uani 1 1 d . . . H23A H 0.8187 0.7940 0.5299 0.084 Uiso 1 1 calc R . . C24 C 0.8624(5) 0.6879(5) 0.5760(3) 0.071(2) Uani 1 1 d . . . H24A H 0.8847 0.6619 0.5351 0.086 Uiso 1 1 calc R . . C25 C 0.8699(5) 0.6474(4) 0.6392(3) 0.068(2) Uani 1 1 d . . . H25A H 0.8979 0.5942 0.6408 0.082 Uiso 1 1 calc R . . C26 C 0.8365(4) 0.6847(3) 0.7002(3) 0.0474(17) Uani 1 1 d . . . H26A H 0.8414 0.6571 0.7431 0.057 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 Pd 0.02378(18) 0.03015(19) 0.02523(17) -0.0023(2) 0.0003(2) -0.0018(2) O1 0.027(2) 0.048(2) 0.0253(19) -0.0026(17) -0.0018(17) -0.006(2) O2 0.056(3) 0.056(3) 0.051(3) -0.001(2) 0.007(2) -0.019(2) O3 0.0233(19) 0.039(2) 0.036(2) -0.0003(18) 0.0057(16) -0.0024(18) O4 0.063(3) 0.046(3) 0.100(4) 0.023(3) 0.030(3) -0.004(3) N1 0.022(2) 0.040(3) 0.030(2) -0.009(2) -0.005(2) -0.003(2) N2 0.026(3) 0.028(2) 0.030(2) -0.001(2) 0.0047(19) -0.001(2) C1 0.034(3) 0.041(4) 0.035(3) -0.007(3) -0.008(3) -0.002(3) C2 0.030(3) 0.036(3) 0.041(3) -0.014(3) 0.000(3) 0.003(3) C3 0.029(3) 0.071(5) 0.065(5) -0.022(4) -0.008(3) 0.015(3) C4 0.046(4) 0.052(4) 0.062(4) -0.013(3) 0.015(3) -0.014(3) C5 0.043(4) 0.033(3) 0.048(4) 0.000(3) 0.003(3) 0.009(3) C6 0.061(5) 0.047(4) 0.089(5) 0.034(4) 0.000(4) -0.004(3) C7 0.040(4) 0.038(4) 0.022(3) -0.003(2) -0.001(3) 0.003(3) C8 0.050(4) 0.056(4) 0.037(3) -0.008(3) 0.011(3) 0.011(4) C9 0.034(4) 0.032(4) 0.051(4) -0.008(3) 0.000(3) 0.009(3) C10 0.047(4) 0.099(6) 0.062(4) -0.031(4) -0.018(4) 0.005(4) C11 0.036(4) 0.031(3) 0.058(4) 0.001(3) 0.002(3) -0.005(3) C12 0.057(4) 0.048(5) 0.125(6) 0.024(4) 0.014(5) 0.020(4) C21 0.026(3) 0.041(4) 0.039(3) -0.023(3) 0.000(3) -0.004(3) C22 0.039(4) 0.063(4) 0.033(3) -0.006(3) -0.007(3) -0.002(3) C23 0.058(5) 0.112(7) 0.039(4) -0.014(4) -0.004(3) -0.017(5) C24 0.042(4) 0.114(7) 0.059(4) -0.050(5) 0.008(4) -0.001(5) C25 0.047(4) 0.074(5) 0.083(5) -0.048(4) -0.012(4) 0.011(4) C26 0.052(4) 0.037(4) 0.053(4) -0.018(3) 0.005(3) 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 Pd N1 1.996(4) . ? Pd O3 2.012(3) . ? Pd O1 2.013(3) . ? Pd N2 2.075(4) . ? O1 C9 1.262(6) . ? O2 C9 1.210(6) . ? O3 C11 1.281(6) . ? O4 C11 1.206(6) . ? N1 C1 1.271(6) . ? N1 C21 1.437(6) . ? N2 C5 1.491(6) . ? N2 C2 1.520(6) . ? N2 C7 1.524(5) . ? C1 C2 1.502(6) . ? C2 C4 1.517(7) . ? C2 C3 1.528(6) . ? C5 C6 1.468(7) . ? C7 C8 1.516(6) . ? C9 C10 1.504(7) . ? C11 C12 1.491(7) . ? C21 C26 1.350(7) . ? C21 C22 1.373(7) . ? C22 C23 1.385(8) . ? C23 C24 1.362(9) . ? C24 C25 1.369(8) . ? C25 C26 1.376(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 N1 Pd O3 96.77(15) . . ? N1 Pd O1 177.31(16) . . ? O3 Pd O1 85.84(13) . . ? N1 Pd N2 80.97(16) . . ? O3 Pd N2 175.51(15) . . ? O1 Pd N2 96.38(14) . . ? C9 O1 Pd 119.3(4) . . ? C11 O3 Pd 111.7(3) . . ? C1 N1 C21 119.5(4) . . ? C1 N1 Pd 114.6(3) . . ? C21 N1 Pd 125.8(3) . . ? C5 N2 C2 109.8(4) . . ? C5 N2 C7 111.0(4) . . ? C2 N2 C7 114.1(4) . . ? C5 N2 Pd 109.7(3) . . ? C2 N2 Pd 104.3(3) . . ? C7 N2 Pd 107.4(3) . . ? N1 C1 C2 118.2(5) . . ? C1 C2 C4 106.5(4) . . ? C1 C2 N2 105.7(4) . . ? C4 C2 N2 110.3(4) . . ? C1 C2 C3 108.8(5) . . ? C4 C2 C3 109.2(5) . . ? N2 C2 C3 115.9(4) . . ? C6 C5 N2 115.0(5) . . ? C8 C7 N2 117.7(4) . . ? O2 C9 O1 127.4(6) . . ? O2 C9 C10 119.6(6) . . ? O1 C9 C10 112.9(5) . . ? O4 C11 O3 125.3(6) . . ? O4 C11 C12 121.4(6) . . ? O3 C11 C12 113.3(5) . . ? C26 C21 C22 121.7(5) . . ? C26 C21 N1 119.2(6) . . ? C22 C21 N1 119.1(5) . . ? C21 C22 C23 119.3(6) . . ? C24 C23 C22 119.1(7) . . ? C23 C24 C25 120.6(6) . . ? C24 C25 C26 120.5(7) . . ? C21 C26 C25 118.8(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.507 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.103 # Attachment '7c.cif' data_ic5055 _database_code_depnum_ccdc_archive 'CCDC 683790' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15.25 H25.50 Cl1.50 N2 Pd' _chemical_formula_weight 396.45 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' Pd Pd -0.9988 1.0072 '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 8.168(4) _cell_length_b 13.6785(13) _cell_length_c 16.280(6) _cell_angle_alpha 88.19(2) _cell_angle_beta 82.95(4) _cell_angle_gamma 85.21(3) _cell_volume 1798.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9.13 _cell_measurement_theta_max 14.00 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 810 _exptl_absorpt_coefficient_mu 1.247 _exptl_absorpt_correction_type 'empirical used psi-scan' _exptl_absorpt_correction_T_min 0.6038 _exptl_absorpt_correction_T_max 0.7457 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'NONIUS CAD4' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 60 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6321 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 6321 _reflns_number_gt 4594 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction NRCSDP _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0364P)^2^+0.6552P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0014(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6321 _refine_ls_number_parameters 372 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0533 _refine_ls_R_factor_gt 0.0314 _refine_ls_wR_factor_ref 0.0795 _refine_ls_wR_factor_gt 0.0732 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Pd Pd 0.70790(3) 0.65972(2) 0.219338(18) 0.04514(10) Uani 1 1 d . . . Cl1 Cl 0.43205(12) 0.68165(10) 0.27215(8) 0.0692(3) Uani 1 1 d . . . N1 N 0.9528(4) 0.6369(2) 0.17590(18) 0.0449(8) Uani 1 1 d . . . N2 N 0.7967(4) 0.5435(2) 0.30996(19) 0.0456(8) Uani 1 1 d . . . C1 C 1.0430(5) 0.5948(3) 0.2268(2) 0.0482(10) Uani 1 1 d . . . H1 H 1.1557 0.5828 0.2100 0.058 Uiso 1 1 calc R . . C2 C 0.9761(5) 0.5638(3) 0.3125(2) 0.0497(10) Uani 1 1 d . . . C3 C 0.9882(5) 0.6512(4) 0.3668(3) 0.0643(12) Uani 1 1 d . . . H3A H 1.0982 0.6724 0.3572 0.096 Uiso 1 1 calc R . . H3B H 0.9638 0.6323 0.4240 0.096 Uiso 1 1 calc R . . H3C H 0.9103 0.7040 0.3532 0.096 Uiso 1 1 calc R . . C4 C 1.0909(5) 0.4767(4) 0.3383(3) 0.0679(13) Uani 1 1 d . . . H4A H 1.0942 0.4248 0.2997 0.102 Uiso 1 1 calc R . . H4B H 1.0500 0.4536 0.3927 0.102 Uiso 1 1 calc R . . H4C H 1.2003 0.4972 0.3388 0.102 Uiso 1 1 calc R . . C5 C 0.6910(5) 0.5506(4) 0.3915(3) 0.0632(12) Uani 1 1 d . . . H5A H 0.5767 0.5485 0.3816 0.076 Uiso 1 1 calc R . . H5B H 0.7011 0.6145 0.4138 0.076 Uiso 1 1 calc R . . C6 C 0.7261(6) 0.4730(5) 0.4581(3) 0.099(2) Uani 1 1 d . . . H6A H 0.7150 0.4090 0.4378 0.149 Uiso 1 1 calc R . . H6B H 0.6486 0.4848 0.5068 0.149 Uiso 1 1 calc R . . H6C H 0.8366 0.4765 0.4716 0.149 Uiso 1 1 calc R . . C7 C 0.7859(6) 0.4472(3) 0.2721(3) 0.0643(12) Uani 1 1 d . . . H7A H 0.8286 0.3956 0.3080 0.077 Uiso 1 1 calc R . . H7B H 0.8562 0.4445 0.2196 0.077 Uiso 1 1 calc R . . C8 C 0.6125(6) 0.4269(4) 0.2577(4) 0.0900(17) Uani 1 1 d . . . H8A H 0.5484 0.4142 0.3098 0.135 Uiso 1 1 calc R . . H8B H 0.6174 0.3708 0.2233 0.135 Uiso 1 1 calc R . . H8C H 0.5617 0.4829 0.2308 0.135 Uiso 1 1 calc R . . C9 C 0.6596(6) 0.7644(3) 0.1334(3) 0.0757(14) Uani 1 1 d . . . H9A H 0.7527 0.8031 0.1217 0.114 Uiso 1 1 calc R . . H9B H 0.5636 0.8058 0.1541 0.114 Uiso 1 1 calc R . . H9C H 0.6395 0.7340 0.0837 0.114 Uiso 1 1 calc R . . C21 C 1.0322(5) 0.6671(3) 0.0960(2) 0.0483(10) Uani 1 1 d . . . C22 C 1.1680(6) 0.7211(3) 0.0898(3) 0.0649(12) Uani 1 1 d . . . H22 H 1.2108 0.7388 0.1370 0.078 Uiso 1 1 calc R . . C23 C 1.2394(7) 0.7485(4) 0.0124(3) 0.0820(16) Uani 1 1 d . . . H23 H 1.3318 0.7846 0.0072 0.098 Uiso 1 1 calc R . . C24 C 1.1753(8) 0.7231(5) -0.0571(3) 0.0906(19) Uani 1 1 d . . . H24 H 1.2220 0.7438 -0.1091 0.109 Uiso 1 1 calc R . . C25 C 1.0442(7) 0.6678(4) -0.0504(3) 0.0839(16) Uani 1 1 d . . . H25 H 1.0037 0.6489 -0.0979 0.101 Uiso 1 1 calc R . . C26 C 0.9695(6) 0.6391(4) 0.0269(3) 0.0675(13) Uani 1 1 d . . . H26 H 0.8788 0.6016 0.0316 0.081 Uiso 1 1 calc R . . Pd' Pd 0.06277(3) 0.13839(2) 0.321932(19) 0.04646(11) Uani 1 1 d . . . Cl1' Cl -0.18871(13) 0.17237(10) 0.27339(8) 0.0714(3) Uani 1 1 d . . . N1' N 0.2923(4) 0.1149(2) 0.3574(2) 0.0477(8) Uani 1 1 d . . . N2' N 0.2066(4) 0.0626(2) 0.20932(19) 0.0467(8) Uani 1 1 d . . . C1' C 0.4087(5) 0.1013(3) 0.2979(3) 0.0518(10) Uani 1 1 d . . . H1' H 0.5174 0.0913 0.3098 0.062 Uiso 1 1 calc R . . C2' C 0.3744(5) 0.1009(3) 0.2093(3) 0.0517(10) Uani 1 1 d . . . C3' C 0.3727(6) 0.2080(3) 0.1789(3) 0.0692(13) Uani 1 1 d . . . H3'1 H 0.2796 0.2453 0.2078 0.104 Uiso 1 1 calc R . . H3'2 H 0.3643 0.2114 0.1206 0.104 Uiso 1 1 calc R . . H3'3 H 0.4731 0.2346 0.1893 0.104 Uiso 1 1 calc R . . C4' C 0.5205(5) 0.0420(4) 0.1598(3) 0.0756(15) Uani 1 1 d . . . H4'1 H 0.6221 0.0684 0.1684 0.113 Uiso 1 1 calc R . . H4'2 H 0.5074 0.0462 0.1020 0.113 Uiso 1 1 calc R . . H4'3 H 0.5231 -0.0255 0.1782 0.113 Uiso 1 1 calc R . . C5' C 0.1247(5) 0.0881(4) 0.1339(3) 0.0648(12) Uani 1 1 d . . . H5'1 H 0.1173 0.1590 0.1276 0.078 Uiso 1 1 calc R . . H5'2 H 0.0122 0.0689 0.1448 0.078 Uiso 1 1 calc R . . C6' C 0.1986(7) 0.0460(5) 0.0507(3) 0.0944(18) Uani 1 1 d . . . H6'1 H 0.2941 0.0796 0.0297 0.142 Uiso 1 1 calc R . . H6'2 H 0.1179 0.0545 0.0124 0.142 Uiso 1 1 calc R . . H6'3 H 0.2304 -0.0227 0.0576 0.142 Uiso 1 1 calc R . . C7' C 0.2153(6) -0.0439(3) 0.2259(3) 0.0662(13) Uani 1 1 d . . . H7'1 H 0.2813 -0.0589 0.2710 0.079 Uiso 1 1 calc R . . H7'2 H 0.2718 -0.0768 0.1772 0.079 Uiso 1 1 calc R . . C8' C 0.0495(8) -0.0847(4) 0.2479(4) 0.122(3) Uani 1 1 d . . . H8'1 H -0.0148 -0.0458 0.2902 0.182 Uiso 1 1 calc R . . H8'2 H 0.0652 -0.1512 0.2678 0.182 Uiso 1 1 calc R . . H8'3 H -0.0076 -0.0831 0.1996 0.182 Uiso 1 1 calc R . . C9' C -0.0345(5) 0.2033(3) 0.4278(3) 0.0675(13) Uani 1 1 d . . . H9'1 H -0.0571 0.1541 0.4701 0.101 Uiso 1 1 calc R . . H9'2 H -0.1354 0.2413 0.4192 0.101 Uiso 1 1 calc R . . H9'3 H 0.0427 0.2456 0.4448 0.101 Uiso 1 1 calc R . . C21' C 0.3356(5) 0.1194(3) 0.4403(3) 0.0529(10) Uani 1 1 d . . . C22' C 0.2673(5) 0.0577(4) 0.5002(3) 0.0653(12) Uani 1 1 d . . . H22' H 0.1947 0.0131 0.4875 0.078 Uiso 1 1 calc R . . C23' C 0.3078(7) 0.0625(4) 0.5802(3) 0.0804(16) Uani 1 1 d . . . H23' H 0.2642 0.0195 0.6210 0.096 Uiso 1 1 calc R . . C24' C 0.4095(7) 0.1285(5) 0.5994(3) 0.0823(16) Uani 1 1 d . . . H24' H 0.4323 0.1322 0.6537 0.099 Uiso 1 1 calc R . . C25' C 0.4799(7) 0.1905(4) 0.5398(3) 0.0788(15) Uani 1 1 d . . . H25' H 0.5522 0.2349 0.5533 0.095 Uiso 1 1 calc R . . C26' C 0.4419(6) 0.1863(3) 0.4590(3) 0.0650(12) Uani 1 1 d . . . H26' H 0.4879 0.2282 0.4180 0.078 Uiso 1 1 calc R . . C11 C 0.5396(18) 0.5162(11) 1.0376(6) 0.142(6) Uani 0.50 1 d PD . . H11A H 0.5196 0.5757 1.0683 0.170 Uiso 0.50 1 d PR . . H11B H 0.6327 0.4802 1.0581 0.170 Uiso 0.50 1 d PR . . Cl2 Cl 0.6122(3) 0.54902(19) 0.93625(17) 0.1697(10) Uani 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 Pd 0.03670(17) 0.0499(2) 0.0488(2) -0.00383(14) -0.00498(13) -0.00275(13) Cl1 0.0358(5) 0.0950(9) 0.0761(8) -0.0076(7) -0.0063(5) -0.0004(5) N1 0.0403(18) 0.053(2) 0.0403(18) -0.0011(15) -0.0002(15) -0.0047(15) N2 0.0354(17) 0.058(2) 0.0426(18) -0.0001(15) -0.0013(14) -0.0067(15) C1 0.035(2) 0.063(3) 0.045(2) -0.002(2) -0.0001(17) -0.0062(18) C2 0.043(2) 0.062(3) 0.044(2) 0.0029(19) -0.0051(17) -0.0033(19) C3 0.059(3) 0.088(3) 0.049(3) -0.005(2) -0.010(2) -0.019(2) C4 0.050(3) 0.089(3) 0.060(3) 0.018(3) -0.006(2) 0.009(2) C5 0.042(2) 0.093(4) 0.051(3) 0.008(2) 0.0023(19) -0.002(2) C6 0.068(3) 0.156(6) 0.064(3) 0.041(4) 0.010(3) 0.006(4) C7 0.067(3) 0.055(3) 0.072(3) 0.001(2) -0.011(2) -0.009(2) C8 0.080(4) 0.074(4) 0.124(5) -0.009(3) -0.029(3) -0.026(3) C9 0.069(3) 0.066(3) 0.086(4) 0.019(3) -0.002(3) 0.014(2) C21 0.045(2) 0.054(2) 0.044(2) 0.0024(19) -0.0021(18) 0.0024(19) C22 0.062(3) 0.073(3) 0.058(3) 0.004(2) 0.008(2) -0.016(2) C23 0.075(3) 0.088(4) 0.078(4) 0.014(3) 0.017(3) -0.017(3) C24 0.089(4) 0.114(5) 0.056(3) 0.030(3) 0.019(3) 0.015(4) C25 0.089(4) 0.113(5) 0.044(3) -0.004(3) -0.008(3) 0.019(3) C26 0.060(3) 0.087(4) 0.054(3) -0.004(2) -0.008(2) 0.002(2) Pd' 0.03529(17) 0.0477(2) 0.0555(2) -0.00195(15) -0.00151(14) -0.00350(13) Cl1' 0.0397(6) 0.0948(9) 0.0798(8) 0.0049(7) -0.0104(5) -0.0042(6) N1' 0.0416(18) 0.051(2) 0.050(2) 0.0008(15) -0.0051(15) -0.0008(15) N2' 0.0440(18) 0.0459(19) 0.0512(19) -0.0068(15) -0.0047(15) -0.0096(15) C1' 0.040(2) 0.057(3) 0.058(3) -0.006(2) -0.005(2) -0.0030(19) C2' 0.040(2) 0.057(3) 0.058(3) -0.006(2) -0.0005(19) -0.0094(19) C3' 0.076(3) 0.065(3) 0.069(3) 0.004(2) 0.000(2) -0.032(3) C4' 0.047(3) 0.105(4) 0.072(3) -0.026(3) 0.009(2) -0.006(3) C5' 0.055(3) 0.077(3) 0.065(3) -0.005(2) -0.011(2) -0.014(2) C6' 0.098(4) 0.125(5) 0.063(3) -0.015(3) -0.016(3) -0.014(4) C7' 0.077(3) 0.046(3) 0.072(3) -0.007(2) 0.009(2) -0.012(2) C8' 0.114(5) 0.070(4) 0.169(7) -0.023(4) 0.058(5) -0.041(4) C9' 0.054(3) 0.078(3) 0.066(3) -0.012(2) 0.000(2) 0.014(2) C21' 0.046(2) 0.058(3) 0.053(3) -0.004(2) -0.0070(19) 0.007(2) C22' 0.052(3) 0.074(3) 0.067(3) 0.008(2) 0.000(2) 0.002(2) C23' 0.068(3) 0.103(4) 0.061(3) 0.020(3) 0.009(3) 0.017(3) C24' 0.080(4) 0.102(4) 0.060(3) -0.008(3) -0.013(3) 0.031(3) C25' 0.080(4) 0.080(4) 0.078(4) -0.024(3) -0.024(3) 0.012(3) C26' 0.068(3) 0.069(3) 0.058(3) -0.005(2) -0.009(2) -0.002(2) C11 0.202(17) 0.120(11) 0.135(13) 0.023(9) -0.118(12) -0.065(11) Cl2 0.179(2) 0.156(2) 0.189(2) -0.0168(18) -0.084(2) -0.0091(17) _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 Pd C9 2.018(4) . ? Pd N1 2.040(3) . ? Pd N2 2.270(3) . ? Pd Cl1 2.3095(16) . ? N1 C1 1.268(5) . ? N1 C21 1.444(5) . ? N2 C7 1.485(5) . ? N2 C5 1.494(5) . ? N2 C2 1.520(5) . ? C1 C2 1.498(5) . ? C2 C3 1.526(6) . ? C2 C4 1.533(5) . ? C5 C6 1.528(6) . ? C7 C8 1.513(6) . ? C21 C26 1.370(6) . ? C21 C22 1.375(6) . ? C22 C23 1.377(6) . ? C23 C24 1.370(8) . ? C24 C25 1.354(8) . ? C25 C26 1.389(7) . ? Pd' C9' 2.009(4) . ? Pd' N1' 2.026(3) . ? Pd' N2' 2.281(3) . ? Pd' Cl1' 2.2968(16) . ? N1' C1' 1.278(5) . ? N1' C21' 1.440(5) . ? N2' C7' 1.471(5) . ? N2' C5' 1.487(5) . ? N2' C2' 1.508(5) . ? C1' C2' 1.503(6) . ? C2' C3' 1.532(6) . ? C2' C4' 1.538(6) . ? C5' C6' 1.524(6) . ? C7' C8' 1.506(6) . ? C21' C22' 1.366(6) . ? C21' C26' 1.378(6) . ? C22' C23' 1.387(7) . ? C23' C24' 1.346(7) . ? C24' C25' 1.372(7) . ? C25' C26' 1.393(6) . ? C11 C11 1.55(2) 2_667 ? C11 Cl2 1.596(12) 2_667 ? C11 Cl2 1.742(9) . ? Cl2 C11 1.596(12) 2_667 ? 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 C9 Pd N1 94.52(16) . . ? C9 Pd N2 172.71(15) . . ? N1 Pd N2 78.29(12) . . ? C9 Pd Cl1 87.45(14) . . ? N1 Pd Cl1 178.02(10) . . ? N2 Pd Cl1 99.73(9) . . ? C1 N1 C21 118.0(3) . . ? C1 N1 Pd 115.1(3) . . ? C21 N1 Pd 126.9(2) . . ? C7 N2 C5 110.6(3) . . ? C7 N2 C2 110.8(3) . . ? C5 N2 C2 114.6(3) . . ? C7 N2 Pd 106.4(2) . . ? C5 N2 Pd 110.7(2) . . ? C2 N2 Pd 103.2(2) . . ? N1 C1 C2 122.9(3) . . ? C1 C2 N2 107.0(3) . . ? C1 C2 C3 105.5(3) . . ? N2 C2 C3 111.0(3) . . ? C1 C2 C4 107.1(3) . . ? N2 C2 C4 115.9(3) . . ? C3 C2 C4 109.7(4) . . ? N2 C5 C6 117.6(4) . . ? N2 C7 C8 114.1(4) . . ? C26 C21 C22 121.2(4) . . ? C26 C21 N1 118.0(4) . . ? C22 C21 N1 120.8(4) . . ? C21 C22 C23 118.8(5) . . ? C24 C23 C22 120.5(5) . . ? C25 C24 C23 120.1(5) . . ? C24 C25 C26 120.6(5) . . ? C21 C26 C25 118.7(5) . . ? C9' Pd' N1' 93.92(17) . . ? C9' Pd' N2' 172.15(15) . . ? N1' Pd' N2' 78.23(13) . . ? C9' Pd' Cl1' 88.21(14) . . ? N1' Pd' Cl1' 175.57(10) . . ? N2' Pd' Cl1' 99.61(9) . . ? C1' N1' C21' 118.4(3) . . ? C1' N1' Pd' 114.6(3) . . ? C21' N1' Pd' 126.7(3) . . ? C7' N2' C5' 110.8(3) . . ? C7' N2' C2' 110.6(3) . . ? C5' N2' C2' 115.1(3) . . ? C7' N2' Pd' 108.2(2) . . ? C5' N2' Pd' 110.5(2) . . ? C2' N2' Pd' 101.1(2) . . ? N1' C1' C2' 121.7(4) . . ? C1' C2' N2' 107.1(3) . . ? C1' C2' C3' 105.8(3) . . ? N2' C2' C3' 110.9(3) . . ? C1' C2' C4' 107.7(4) . . ? N2' C2' C4' 116.2(3) . . ? C3' C2' C4' 108.5(4) . . ? N2' C5' C6' 120.1(4) . . ? N2' C7' C8' 114.3(4) . . ? C22' C21' C26' 120.6(4) . . ? C22' C21' N1' 119.0(4) . . ? C26' C21' N1' 120.4(4) . . ? C21' C22' C23' 119.1(5) . . ? C24' C23' C22' 120.7(5) . . ? C23' C24' C25' 120.8(5) . . ? C24' C25' C26' 119.3(5) . . ? C21' C26' C25' 119.4(5) . . ? C11 C11 Cl2 67.3(8) 2_667 2_667 ? C11 C11 Cl2 57.7(6) 2_667 . ? Cl2 C11 Cl2 125.0(7) 2_667 . ? C11 Cl2 C11 55.0(7) 2_667 . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.706 _refine_diff_density_min -0.503 _refine_diff_density_rms 0.066 # Attachment '8c.cif' data_ic5163 _database_code_depnum_ccdc_archive 'CCDC 683791' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 F3 N3 O3 Pd S' _chemical_formula_weight 529.89 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 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 9.8194(16) _cell_length_b 10.897(3) _cell_length_c 22.110(3) _cell_angle_alpha 90.00 _cell_angle_beta 99.398(13) _cell_angle_gamma 90.00 _cell_volume 2334.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 7.50 _cell_measurement_theta_max 12.7 _exptl_crystal_description plate _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.508 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 0.930 _exptl_absorpt_correction_type 'empirical used psi-scan' _exptl_absorpt_correction_T_min 0.663 _exptl_absorpt_correction_T_max 0.796 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'NONIUS CAD4' _diffrn_measurement_method '\w-2\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4098 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0452 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4098 _reflns_number_gt 2794 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS CAD4' _computing_cell_refinement 'NONIUS CAD4' _computing_data_reduction NRCSDP _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXTL _computing_publication_material SHELXTL _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^)+(0.0472P)^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 4098 _refine_ls_number_parameters 268 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0352 _refine_ls_wR_factor_ref 0.0977 _refine_ls_wR_factor_gt 0.0881 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.012 _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 Pd Pd 0.59565(3) 0.31552(3) 0.091125(14) 0.04824(12) Uani 1 1 d . . . N1 N 0.5853(3) 0.4254(3) 0.16418(14) 0.0465(8) Uani 1 1 d . . . N2 N 0.8190(3) 0.3521(3) 0.12372(15) 0.0464(8) Uani 1 1 d . . . N3 N 0.6045(4) 0.2060(3) 0.01921(18) 0.0616(10) Uani 1 1 d . . . C1 C 0.6968(4) 0.4290(4) 0.20204(18) 0.0494(10) Uani 1 1 d . . . H1 H 0.6999 0.4757 0.2375 0.059 Uiso 1 1 calc R . . C2 C 0.8232(4) 0.3615(4) 0.19211(18) 0.0502(10) Uani 1 1 d . . . C3 C 0.8125(5) 0.2334(4) 0.2199(2) 0.0670(13) Uani 1 1 d . . . H3A H 0.7406 0.1878 0.1950 0.101 Uiso 1 1 calc R . . H3B H 0.7915 0.2413 0.2606 0.101 Uiso 1 1 calc R . . H3C H 0.8988 0.1911 0.2214 0.101 Uiso 1 1 calc R . . C4 C 0.9482(5) 0.4299(5) 0.2281(2) 0.0785(15) Uani 1 1 d . . . H4A H 1.0318 0.3895 0.2221 0.118 Uiso 1 1 calc R . . H4B H 0.9417 0.4299 0.2709 0.118 Uiso 1 1 calc R . . H4C H 0.9490 0.5130 0.2137 0.118 Uiso 1 1 calc R . . C5 C 0.9044(4) 0.2506(4) 0.1034(2) 0.0572(11) Uani 1 1 d . . . H5A H 0.8816 0.2445 0.0591 0.069 Uiso 1 1 calc R . . H5B H 0.8758 0.1744 0.1202 0.069 Uiso 1 1 calc R . . C6 C 1.0605(5) 0.2592(6) 0.1199(3) 0.0846(16) Uani 1 1 d . . . H6A H 1.0912 0.3362 0.1058 0.127 Uiso 1 1 calc R . . H6B H 1.1022 0.1931 0.1008 0.127 Uiso 1 1 calc R . . H6C H 1.0868 0.2539 0.1636 0.127 Uiso 1 1 calc R . . C7 C 0.8544(5) 0.4736(4) 0.0979(2) 0.0630(12) Uani 1 1 d . . . H7A H 0.9522 0.4892 0.1103 0.076 Uiso 1 1 calc R . . H7B H 0.8041 0.5381 0.1149 0.076 Uiso 1 1 calc R . . C8 C 0.8205(6) 0.4783(5) 0.0289(2) 0.0861(16) Uani 1 1 d . . . H8A H 0.8727 0.4167 0.0117 0.129 Uiso 1 1 calc R . . H8B H 0.8435 0.5578 0.0149 0.129 Uiso 1 1 calc R . . H8C H 0.7237 0.4633 0.0163 0.129 Uiso 1 1 calc R . . C9 C 0.3909(4) 0.2874(5) 0.0757(3) 0.0791(16) Uani 1 1 d . . . H9A H 0.3440 0.3649 0.0704 0.119 Uiso 1 1 calc R . . H9B H 0.3643 0.2450 0.1100 0.119 Uiso 1 1 calc R . . H9C H 0.3664 0.2387 0.0393 0.119 Uiso 1 1 calc R . . C10 C 0.5981(5) 0.1459(5) -0.0224(2) 0.0648(12) Uani 1 1 d . . . C11 C 0.5883(6) 0.0672(5) -0.0757(2) 0.0928(18) Uani 1 1 d . . . H11A H 0.6521 0.0004 -0.0671 0.139 Uiso 1 1 calc R . . H11B H 0.6101 0.1136 -0.1098 0.139 Uiso 1 1 calc R . . H11C H 0.4961 0.0356 -0.0856 0.139 Uiso 1 1 calc R . . C21 C 0.4669(4) 0.4919(4) 0.17692(19) 0.0521(10) Uani 1 1 d . . . C22 C 0.4172(4) 0.4731(5) 0.2296(2) 0.0626(12) Uani 1 1 d . . . H22 H 0.4591 0.4160 0.2579 0.075 Uiso 1 1 calc R . . C23 C 0.3033(5) 0.5392(6) 0.2415(3) 0.0806(15) Uani 1 1 d . . . H23 H 0.2696 0.5272 0.2780 0.097 Uiso 1 1 calc R . . C24 C 0.2411(5) 0.6217(6) 0.1993(3) 0.0918(19) Uani 1 1 d . . . H24 H 0.1646 0.6658 0.2069 0.110 Uiso 1 1 calc R . . C25 C 0.2919(6) 0.6393(5) 0.1458(3) 0.0917(18) Uani 1 1 d . . . H25 H 0.2495 0.6956 0.1171 0.110 Uiso 1 1 calc R . . C26 C 0.4043(5) 0.5750(5) 0.1340(2) 0.0751(14) Uani 1 1 d . . . H26 H 0.4381 0.5871 0.0976 0.090 Uiso 1 1 calc R . . S1 S 0.81087(14) 0.83628(12) 0.12298(6) 0.0695(4) Uani 1 1 d . . . O1 O 0.7735(4) 0.9510(3) 0.14633(16) 0.0859(11) Uani 1 1 d . . . O2 O 0.7035(4) 0.7689(4) 0.08688(18) 0.1035(13) Uani 1 1 d . . . O3 O 0.8999(4) 0.7615(4) 0.16681(16) 0.0961(12) Uani 1 1 d . . . C12 C 0.9248(7) 0.8797(6) 0.0705(3) 0.0889(17) Uani 1 1 d . . . F1 F 1.0330(4) 0.9388(4) 0.0984(2) 0.1317(14) Uani 1 1 d . . . F2 F 0.9711(4) 0.7837(4) 0.04379(18) 0.1271(14) Uani 1 1 d . . . F3 F 0.8625(5) 0.9530(4) 0.02694(17) 0.1507(17) 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 Pd 0.04226(18) 0.0488(2) 0.05277(19) -0.00660(16) 0.00508(13) 0.00050(15) N1 0.0428(18) 0.046(2) 0.0511(19) -0.0020(16) 0.0085(15) 0.0067(15) N2 0.0428(18) 0.0426(19) 0.0544(19) 0.0067(15) 0.0095(15) -0.0015(14) N3 0.059(2) 0.061(3) 0.064(2) -0.011(2) 0.0109(18) -0.0045(19) C1 0.051(2) 0.045(2) 0.052(2) 0.0012(19) 0.0076(19) 0.0008(19) C2 0.044(2) 0.051(2) 0.054(2) 0.0023(19) 0.0045(18) 0.0029(19) C3 0.074(3) 0.068(3) 0.061(3) 0.020(2) 0.017(2) 0.018(3) C4 0.054(3) 0.105(4) 0.070(3) -0.013(3) -0.009(2) -0.004(3) C5 0.052(3) 0.054(3) 0.068(3) 0.002(2) 0.019(2) 0.008(2) C6 0.051(3) 0.105(4) 0.102(4) 0.002(4) 0.023(3) 0.008(3) C7 0.057(3) 0.051(3) 0.081(3) 0.012(2) 0.009(2) -0.008(2) C8 0.107(4) 0.083(4) 0.069(3) 0.023(3) 0.018(3) -0.012(3) C9 0.043(3) 0.095(4) 0.097(4) -0.027(3) 0.005(2) -0.005(3) C10 0.059(3) 0.066(3) 0.071(3) -0.008(3) 0.015(2) -0.003(2) C11 0.107(4) 0.095(4) 0.081(4) -0.037(3) 0.029(3) -0.008(4) C21 0.045(2) 0.053(3) 0.058(3) -0.012(2) 0.0059(19) 0.0042(19) C22 0.047(2) 0.076(3) 0.065(3) -0.005(2) 0.010(2) -0.001(2) C23 0.055(3) 0.100(4) 0.090(4) -0.020(3) 0.020(3) -0.001(3) C24 0.058(3) 0.071(4) 0.148(6) -0.027(4) 0.024(4) 0.006(3) C25 0.069(4) 0.066(4) 0.139(6) 0.015(4) 0.016(4) 0.025(3) C26 0.069(3) 0.069(3) 0.087(4) 0.013(3) 0.013(3) 0.020(3) S1 0.0772(8) 0.0722(9) 0.0602(7) -0.0165(6) 0.0146(6) -0.0004(7) O1 0.111(3) 0.071(2) 0.080(2) -0.0094(19) 0.027(2) 0.019(2) O2 0.080(3) 0.121(3) 0.106(3) -0.039(3) 0.004(2) -0.012(2) O3 0.123(3) 0.087(3) 0.073(2) 0.018(2) -0.001(2) 0.012(2) C12 0.094(4) 0.096(5) 0.083(4) -0.012(4) 0.033(3) 0.006(4) F1 0.113(3) 0.138(4) 0.155(4) -0.014(3) 0.056(3) -0.038(3) F2 0.152(3) 0.124(3) 0.124(3) -0.026(2) 0.076(3) 0.022(3) F3 0.208(5) 0.161(4) 0.089(3) 0.055(3) 0.043(3) 0.048(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 Pd N3 2.001(4) . ? Pd C9 2.007(4) . ? Pd N1 2.027(3) . ? Pd N2 2.230(3) . ? N1 C1 1.266(5) . ? N1 C21 1.437(5) . ? N2 C5 1.501(5) . ? N2 C7 1.505(5) . ? N2 C2 1.509(5) . ? N3 C10 1.123(5) . ? C1 C2 1.490(5) . ? C2 C3 1.535(6) . ? C2 C4 1.541(6) . ? C5 C6 1.520(6) . ? C7 C8 1.508(6) . ? C10 C11 1.447(7) . ? C21 C22 1.350(6) . ? C21 C26 1.381(6) . ? C22 C23 1.390(6) . ? C23 C24 1.365(8) . ? C24 C25 1.371(8) . ? C25 C26 1.367(7) . ? S1 O2 1.419(4) . ? S1 O1 1.423(3) . ? S1 O3 1.446(4) . ? S1 C12 1.801(6) . ? C12 F1 1.308(7) . ? C12 F2 1.318(6) . ? C12 F3 1.322(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 N3 Pd C9 86.91(18) . . ? N3 Pd N1 179.45(14) . . ? C9 Pd N1 92.66(17) . . ? N3 Pd N2 101.26(13) . . ? C9 Pd N2 170.86(17) . . ? N1 Pd N2 79.14(12) . . ? C1 N1 C21 119.7(3) . . ? C1 N1 Pd 113.3(3) . . ? C21 N1 Pd 127.0(2) . . ? C5 N2 C7 111.1(3) . . ? C5 N2 C2 115.2(3) . . ? C7 N2 C2 110.5(3) . . ? C5 N2 Pd 109.9(2) . . ? C7 N2 Pd 108.1(2) . . ? C2 N2 Pd 101.6(2) . . ? C10 N3 Pd 174.3(4) . . ? N1 C1 C2 122.6(4) . . ? C1 C2 N2 107.1(3) . . ? C1 C2 C3 106.1(3) . . ? N2 C2 C3 110.3(3) . . ? C1 C2 C4 107.3(4) . . ? N2 C2 C4 116.1(3) . . ? C3 C2 C4 109.5(4) . . ? N2 C5 C6 118.3(4) . . ? N2 C7 C8 112.8(4) . . ? N3 C10 C11 179.1(6) . . ? C22 C21 C26 120.6(4) . . ? C22 C21 N1 120.7(4) . . ? C26 C21 N1 118.7(4) . . ? C21 C22 C23 120.0(5) . . ? C24 C23 C22 119.7(5) . . ? C23 C24 C25 119.8(5) . . ? C26 C25 C24 120.7(6) . . ? C25 C26 C21 119.2(5) . . ? O2 S1 O1 116.5(3) . . ? O2 S1 O3 113.4(3) . . ? O1 S1 O3 114.5(2) . . ? O2 S1 C12 104.8(3) . . ? O1 S1 C12 103.1(3) . . ? O3 S1 C12 102.0(3) . . ? F1 C12 F2 106.8(5) . . ? F1 C12 F3 106.8(6) . . ? F2 C12 F3 107.7(5) . . ? F1 C12 S1 111.6(4) . . ? F2 C12 S1 112.1(5) . . ? F3 C12 S1 111.5(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.617 _refine_diff_density_min -0.330 _refine_diff_density_rms 0.068