# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2125 data_nm6 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C6 H12 Cd N4 S2' _chemical_formula_weight 316.72 _chemical_melting_point ? _chemical_compound_source ? 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' 'S' 'S' 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cd' 'Cd' -0.8075 1.2024 '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 14.203(10) _cell_length_b 10.444(7) _cell_length_c 15.109(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2241.2(28) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _exptl_crystal_description 'prism' _exptl_crystal_colour ? _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.877 _exptl_crystal_density_method ? _exptl_crystal_F_000 1248 _exptl_absorpt_coefficient_mu 2.284 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min .467 _exptl_absorpt_correction_T_max .584 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'SYNTEX P21 4-circle diffractometer' _diffrn_measurement_method ' \w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 120 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 1030 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.77 _diffrn_reflns_theta_max 20.02 _reflns_number_total 1030 _reflns_number_observed 883 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SIEMENS SHELXTL Plus' _computing_cell_refinement 'SIEMENS SHELXTL Plus' _computing_data_reduction 'SIEMENS SHELXTL Plus' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXLTL-Plus _computing_publication_material SHELXL-93 _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0252P)^2^+0.1816P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0032(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1030 _refine_ls_number_parameters 121 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0198 _refine_ls_R_factor_obs 0.0162 _refine_ls_wR_factor_all 0.0453 _refine_ls_wR_factor_obs 0.0447 _refine_ls_goodness_of_fit_all 1.109 _refine_ls_goodness_of_fit_obs 1.195 _refine_ls_restrained_S_all 1.109 _refine_ls_restrained_S_obs 1.195 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cd Cd 0.12393(2) 0.15375(3) 0.27301(2) 0.0345(2) Uani 1 d . . S1 S -0.02951(8) 0.18333(9) 0.17768(8) 0.0446(3) Uani 1 d . . S2 S 0.21771(8) 0.04055(11) 0.13805(8) 0.0575(4) Uani 1 d . . N4 N 0.0564(2) 0.2300(3) 0.4085(2) 0.0367(8) Uani 1 d . . C1 C -0.0507(3) 0.3374(4) 0.1835(3) 0.0325(10) Uani 1 d . . C2 C 0.2715(3) -0.0729(4) 0.1939(3) 0.0421(11) Uani 1 d . . N2 N 0.3106(3) -0.1500(3) 0.2324(3) 0.0547(11) Uani 1 d . . N3 N 0.2406(2) 0.1186(3) 0.3762(2) 0.0521(10) Uani 1 d . . H3A H 0.2970(2) 0.1390(3) 0.3531(2) 0.073 Uiso 1 d R . H3D H 0.2416(2) 0.0354(3) 0.3918(2) 0.073 Uiso 1 d R . C4 C 0.1200(3) 0.1842(4) 0.4788(3) 0.0552(13) Uani 1 d . . H4A H 0.1068(3) 0.0955(4) 0.4900(3) 0.077 Uiso 1 d R . H4B H 0.1083(3) 0.2312(4) 0.5322(3) 0.077 Uiso 1 d R . C6 C -0.0391(3) 0.1793(4) 0.4230(3) 0.0583(13) Uani 1 d . . H6A H -0.0627(8) 0.2095(21) 0.4787(9) 0.082 Uiso 1 calc R . H6B H -0.0371(4) 0.0874(4) 0.4234(18) 0.082 Uiso 1 calc R . H6C H -0.0798(5) 0.2078(21) 0.3762(10) 0.082 Uiso 1 calc R . C5 C 0.0511(3) 0.3708(4) 0.4111(3) 0.0600(14) Uani 1 d . . H5A H 0.0289(17) 0.3977(4) 0.4682(6) 0.084 Uiso 1 calc R . H5B H 0.0083(14) 0.4002(4) 0.3663(12) 0.084 Uiso 1 calc R . H5C H 0.1124(5) 0.4061(4) 0.4006(17) 0.084 Uiso 1 calc R . C3 C 0.2214(3) 0.1968(5) 0.4539(3) 0.0598(14) Uani 1 d . . H3B H 0.2342(3) 0.2849(5) 0.4403(3) 0.084 Uiso 1 d R . H3C H 0.2614(3) 0.1716(5) 0.5021(3) 0.084 Uiso 1 d R . N1 N -0.0676(2) 0.4445(4) 0.1856(2) 0.0518(10) Uani 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 Cd 0.0315(3) 0.0284(3) 0.0437(3) -0.00017(13) 0.0006(2) -0.00044(14) S1 0.0416(7) 0.0282(6) 0.0642(8) -0.0041(6) -0.0150(6) 0.0038(5) S2 0.0666(9) 0.0562(8) 0.0496(7) 0.0096(6) 0.0061(6) 0.0290(7) N4 0.037(2) 0.032(2) 0.041(2) 0.002(2) 0.002(2) 0.002(2) C1 0.027(2) 0.035(3) 0.036(2) 0.002(2) 0.000(2) 0.001(2) C2 0.039(3) 0.038(3) 0.050(3) -0.010(2) 0.004(2) 0.008(2) N2 0.059(3) 0.040(3) 0.065(3) 0.003(2) -0.008(2) 0.020(2) N3 0.031(2) 0.056(2) 0.070(3) 0.013(2) -0.001(2) 0.002(2) C4 0.058(3) 0.064(3) 0.044(3) 0.008(2) 0.000(3) 0.010(3) C6 0.043(3) 0.071(3) 0.061(3) -0.007(3) 0.013(3) -0.009(3) C5 0.076(4) 0.042(3) 0.062(3) -0.005(2) 0.001(3) 0.008(3) C3 0.048(4) 0.082(4) 0.049(3) 0.003(3) -0.015(2) 0.006(3) N1 0.051(2) 0.034(2) 0.070(3) -0.001(2) 0.000(2) 0.007(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 Cd N3 2.305(3) . ? Cd N2 2.333(4) 8_665 ? Cd N4 2.398(3) . ? Cd N1 2.410(4) 3_545 ? Cd S1 2.630(2) . ? Cd S2 2.707(2) . ? S1 C1 1.640(4) . ? S2 C2 1.644(5) . ? N4 C6 1.472(5) . ? N4 C5 1.473(5) . ? N4 C4 1.473(5) . ? C1 N1 1.144(4) . ? C2 N2 1.137(5) . ? N2 Cd 2.333(4) 8_655 ? N3 C3 1.456(5) . ? C4 C3 1.495(6) . ? N1 Cd 2.410(4) 3 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cd N2 91.77(13) . 8_665 ? N3 Cd N4 76.28(12) . . ? N2 Cd N4 95.29(12) 8_665 . ? N3 Cd N1 85.34(12) . 3_545 ? N2 Cd N1 175.83(13) 8_665 3_545 ? N4 Cd N1 86.96(12) . 3_545 ? N3 Cd S1 170.00(9) . . ? N2 Cd S1 94.78(10) 8_665 . ? N4 Cd S1 95.57(9) . . ? N1 Cd S1 88.49(9) 3_545 . ? N3 Cd S2 94.96(11) . . ? N2 Cd S2 89.40(10) 8_665 . ? N4 Cd S2 170.15(7) . . ? N1 Cd S2 87.85(10) 3_545 . ? S1 Cd S2 92.66(6) . . ? C1 S1 Cd 103.80(15) . . ? C2 S2 Cd 99.0(2) . . ? C6 N4 C5 108.0(3) . . ? C6 N4 C4 109.9(3) . . ? C5 N4 C4 109.7(3) . . ? C6 N4 Cd 112.1(2) . . ? C5 N4 Cd 112.0(2) . . ? C4 N4 Cd 105.2(2) . . ? N1 C1 S1 177.9(4) . . ? N2 C2 S2 178.5(4) . . ? C2 N2 Cd 161.9(3) . 8_655 ? C3 N3 Cd 108.7(2) . . ? N4 C4 C3 112.4(4) . . ? N3 C3 C4 109.5(4) . . ? C1 N1 Cd 164.4(4) . 3 ? _refine_diff_density_max 0.176 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.044 data_cd2 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C4 H12 Cd N8' _chemical_formula_weight 284.62 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cd' 'Cd' -0.8075 1.2024 '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 8.926(4) _cell_length_b 10.836(6) _cell_length_c 20.827(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2014.4(18) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _exptl_crystal_description 'prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.877 _exptl_crystal_density_method ? _exptl_crystal_F_000 1120 _exptl_absorpt_coefficient_mu 2.141 _exptl_absorpt_correction_type integration _exptl_absorpt_correction_T_min .549 _exptl_absorpt_correction_T_max .881 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'SYNTEX P21 4-circle diffractometer' _diffrn_measurement_method ' \w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 120 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 1119 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0234 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 20.03 _reflns_number_total 1119 _reflns_number_observed 946 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SIEMENS SHELXTL Plus' _computing_cell_refinement 'SIEMENS SHELXTL Plus' _computing_data_reduction 'SIEMENS SHELXTL Plus' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXLTL-Plus _computing_publication_material SHELXL-93 _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0530P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0022(5) _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 0.50(9) _refine_ls_number_reflns 1119 _refine_ls_number_parameters 240 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0297 _refine_ls_R_factor_obs 0.0261 _refine_ls_wR_factor_all 0.0684 _refine_ls_wR_factor_obs 0.0674 _refine_ls_goodness_of_fit_all 1.016 _refine_ls_goodness_of_fit_obs 1.116 _refine_ls_restrained_S_all 1.016 _refine_ls_restrained_S_obs 1.116 _refine_ls_shift/esd_max -0.005 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cd1 Cd 0.89975(9) 0.82972(6) 0.19573(3) 0.0337(3) Uani 1 d . . Cd2 Cd 0.59925(9) 0.73417(7) 0.30213(3) 0.0334(3) Uani 1 d . . N1 N 0.6597(11) 0.7400(10) 0.1949(5) 0.049(3) Uani 1 d . . N2 N 0.5644(13) 0.7530(10) 0.1537(5) 0.052(3) Uani 1 d . . N3 N 0.4687(13) 0.7598(14) 0.1174(6) 0.088(4) Uani 1 d . . N4 N 0.8335(11) 0.8322(9) 0.3034(5) 0.045(3) Uani 1 d . . N5 N 0.9295(15) 0.8225(10) 0.3428(5) 0.056(3) Uani 1 d . . N6 N 1.0250(13) 0.8177(16) 0.3802(6) 0.103(5) Uani 1 d . . N7 N 0.8065(14) 1.0223(9) 0.1716(5) 0.067(4) Uani 1 d . . N8 N 0.7110(13) 1.0686(9) 0.1996(6) 0.046(3) Uani 1 d . . N9 N 0.6182(13) 1.1218(10) 0.2296(5) 0.060(3) Uani 1 d . . N10 N 1.1279(11) 0.9222(10) 0.2300(5) 0.059(3) Uani 1 d . . N11 N 1.2060(11) 0.9886(10) 0.2009(5) 0.044(2) Uani 1 d . . N12 N 1.2881(15) 1.0535(10) 0.1723(6) 0.077(4) Uani 1 d . . N13 N 0.4469(10) 0.9067(8) 0.3082(5) 0.053(3) Uani 1 d . . H13A H 0.3574(10) 0.8896(8) 0.2904(5) 0.074 Uiso 1 d R . H13B H 0.4887(10) 0.9695(8) 0.2863(5) 0.074 Uiso 1 d R . N14 N 0.5327(10) 0.7456(9) 0.4135(4) 0.037(3) Uani 1 d . . N15 N 1.0362(10) 0.6484(9) 0.1909(5) 0.060(3) Uani 1 d . . H15A H 0.9763(10) 0.5841(9) 0.2003(5) 0.084 Uiso 1 d R . H15B H 1.1112(10) 0.6507(9) 0.2198(5) 0.084 Uiso 1 d R . N16 N 0.9573(10) 0.8101(11) 0.0834(4) 0.046(3) Uani 1 d . . C1 C 0.4214(18) 0.9392(12) 0.3755(6) 0.076(4) Uani 1 d . . H1A H 0.3371(18) 0.9937(12) 0.3796(6) 0.106 Uiso 1 d R . H1B H 0.5089(18) 0.9822(12) 0.3903(6) 0.106 Uiso 1 d R . C2 C 0.4017(15) 0.8283(11) 0.4165(6) 0.064(4) Uani 1 d . . H2A H 0.3847(15) 0.8522(11) 0.4602(6) 0.089 Uiso 1 d R . H2B H 0.3145(15) 0.7852(11) 0.4015(6) 0.089 Uiso 1 d R . C3 C 0.6564(14) 0.7935(15) 0.4491(5) 0.074(5) Uani 1 d . . H3A H 0.6287(36) 0.8015(77) 0.4935(9) 0.104 Uiso 1 calc R . H3B H 0.6838(62) 0.8729(39) 0.4324(28) 0.104 Uiso 1 calc R . H3C H 0.7400(36) 0.7382(43) 0.4455(35) 0.104 Uiso 1 calc R . C4 C 0.4864(15) 0.6282(12) 0.4394(5) 0.064(4) Uani 1 d . . H4A H 0.4328(75) 0.6412(13) 0.4788(21) 0.090 Uiso 1 calc R . H4B H 0.5731(15) 0.5781(28) 0.4475(33) 0.090 Uiso 1 calc R . H4C H 0.4225(69) 0.5871(34) 0.4091(17) 0.090 Uiso 1 calc R . C5 C 1.0937(20) 0.6331(13) 0.1261(8) 0.096(5) Uani 1 d . . H5A H 1.1091(20) 0.5468(13) 0.1181(8) 0.134 Uiso 1 d R . H5B H 1.1902(20) 0.6722(13) 0.1250(8) 0.134 Uiso 1 d R . C6 C 1.0120(22) 0.6836(13) 0.0761(8) 0.101(6) Uani 1 d . . H6A H 1.0699(22) 0.6776(13) 0.0374(8) 0.141 Uiso 1 d R . H6B H 0.9258(22) 0.6317(13) 0.0709(8) 0.141 Uiso 1 d R . C7 C 0.8274(16) 0.8258(20) 0.0470(6) 0.116(8) Uani 1 d . . H7A H 0.8515(29) 0.8193(110) 0.0022(6) 0.162 Uiso 1 calc R . H7B H 0.7855(73) 0.9058(48) 0.0555(43) 0.162 Uiso 1 calc R . H7C H 0.7559(54) 0.7633(69) 0.0582(41) 0.162 Uiso 1 calc R . C8 C 1.0730(17) 0.8966(15) 0.0643(5) 0.083(5) Uani 1 d . . H8A H 1.0846(75) 0.8945(66) 0.0185(7) 0.116 Uiso 1 calc R . H8B H 1.1660(28) 0.8743(50) 0.0843(36) 0.116 Uiso 1 calc R . H8C H 1.0451(50) 0.9784(18) 0.0774(39) 0.116 Uiso 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 Cd1 0.0271(5) 0.0392(5) 0.0350(5) 0.0020(4) 0.0017(7) 0.0003(4) Cd2 0.0282(5) 0.0375(5) 0.0346(5) 0.0010(4) 0.0023(6) -0.0012(4) N1 0.032(6) 0.070(7) 0.045(6) 0.007(7) 0.005(6) -0.015(5) N2 0.038(8) 0.073(8) 0.046(7) -0.020(6) 0.022(7) -0.021(6) N3 0.038(8) 0.146(12) 0.080(9) 0.006(9) -0.022(7) -0.004(8) N4 0.030(6) 0.074(8) 0.030(5) -0.004(6) -0.002(6) -0.013(5) N5 0.054(9) 0.070(7) 0.044(7) -0.010(6) 0.004(7) -0.003(7) N6 0.043(8) 0.201(17) 0.066(8) 0.017(9) -0.016(7) 0.003(9) N7 0.074(7) 0.047(7) 0.080(9) 0.015(6) 0.032(7) 0.037(7) N8 0.049(7) 0.034(7) 0.055(7) 0.017(6) -0.023(7) 0.001(6) N9 0.059(8) 0.051(7) 0.070(7) 0.000(6) -0.004(7) 0.009(7) N10 0.041(7) 0.066(7) 0.071(7) 0.015(6) -0.003(6) -0.018(6) N11 0.034(6) 0.054(7) 0.044(6) -0.014(6) -0.001(6) -0.005(6) N12 0.089(8) 0.067(8) 0.075(8) -0.010(6) 0.033(8) -0.038(8) N13 0.044(6) 0.047(6) 0.067(7) 0.022(6) -0.001(6) -0.001(5) N14 0.031(6) 0.047(6) 0.032(5) -0.009(5) -0.002(5) 0.005(5) N15 0.034(6) 0.054(6) 0.093(8) 0.024(7) 0.016(7) 0.010(5) N16 0.031(6) 0.074(8) 0.034(5) 0.001(6) 0.007(5) 0.004(6) C1 0.073(10) 0.065(9) 0.089(10) 0.013(9) 0.031(10) 0.028(9) C2 0.050(8) 0.075(10) 0.067(8) 0.004(8) 0.008(9) 0.021(9) C3 0.038(9) 0.135(13) 0.050(8) -0.011(9) -0.003(7) -0.016(9) C4 0.072(10) 0.070(9) 0.051(8) 0.011(7) 0.026(8) -0.007(9) C5 0.094(12) 0.065(10) 0.128(14) 0.032(10) 0.050(14) 0.036(11) C6 0.145(17) 0.062(11) 0.095(12) -0.001(9) 0.055(13) 0.036(12) C7 0.046(9) 0.250(25) 0.051(9) -0.042(12) -0.005(9) 0.001(14) C8 0.094(11) 0.117(12) 0.037(7) 0.005(8) 0.006(8) -0.041(12) _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 Cd1 N7 2.302(10) . ? Cd1 N15 2.313(9) . ? Cd1 N4 2.320(9) . ? Cd1 N1 2.353(10) . ? Cd1 N10 2.380(10) . ? Cd1 N16 2.405(9) . ? Cd2 N12 2.265(11) 3_745 ? Cd2 N1 2.299(10) . ? Cd2 N13 2.315(9) . ? Cd2 N4 2.346(9) . ? Cd2 N9 2.385(11) 3_645 ? Cd2 N14 2.397(8) . ? N1 N2 1.216(14) . ? N2 N3 1.142(14) . ? N4 N5 1.191(14) . ? N5 N6 1.155(14) . ? N7 N8 1.148(13) . ? N8 N9 1.188(13) . ? N9 Cd2 2.385(11) 3_655 ? N10 N11 1.171(13) . ? N11 N12 1.177(13) . ? N12 Cd2 2.265(11) 3_755 ? N13 C1 1.464(14) . ? N14 C3 1.428(14) . ? N14 C4 1.442(15) . ? N14 C2 1.474(15) . ? N15 C5 1.453(15) . ? N16 C7 1.395(15) . ? N16 C8 1.45(2) . ? N16 C6 1.46(2) . ? C1 C2 1.49(2) . ? C5 C6 1.38(2) . ? 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 N7 Cd1 N15 161.9(4) . . ? N7 Cd1 N4 96.2(4) . . ? N15 Cd1 N4 100.7(4) . . ? N7 Cd1 N1 92.5(4) . . ? N15 Cd1 N1 97.4(4) . . ? N4 Cd1 N1 77.3(3) . . ? N7 Cd1 N10 89.6(4) . . ? N15 Cd1 N10 85.4(4) . . ? N4 Cd1 N10 85.6(4) . . ? N1 Cd1 N10 162.9(4) . . ? N7 Cd1 N16 86.8(4) . . ? N15 Cd1 N16 76.7(4) . . ? N4 Cd1 N16 175.0(4) . . ? N1 Cd1 N16 98.6(3) . . ? N10 Cd1 N16 98.4(4) . . ? N12 Cd2 N1 98.5(4) 3_745 . ? N12 Cd2 N13 161.1(4) 3_745 . ? N1 Cd2 N13 99.7(4) . . ? N12 Cd2 N4 89.6(4) 3_745 . ? N1 Cd2 N4 77.8(3) . . ? N13 Cd2 N4 99.0(4) . . ? N12 Cd2 N9 89.2(4) 3_745 3_645 ? N1 Cd2 N9 86.3(4) . 3_645 ? N13 Cd2 N9 87.1(3) . 3_645 ? N4 Cd2 N9 163.7(3) . 3_645 ? N12 Cd2 N14 85.8(4) 3_745 . ? N1 Cd2 N14 175.4(4) . . ? N13 Cd2 N14 76.1(3) . . ? N4 Cd2 N14 100.7(3) . . ? N9 Cd2 N14 95.3(3) 3_645 . ? N2 N1 Cd2 121.6(7) . . ? N2 N1 Cd1 126.5(7) . . ? Cd2 N1 Cd1 102.6(4) . . ? N3 N2 N1 175.3(13) . . ? N5 N4 Cd1 118.8(7) . . ? N5 N4 Cd2 127.5(8) . . ? Cd1 N4 Cd2 102.2(4) . . ? N6 N5 N4 177.1(15) . . ? N8 N7 Cd1 123.7(9) . . ? N7 N8 N9 176.0(11) . . ? N8 N9 Cd2 132.0(8) . 3_655 ? N11 N10 Cd1 127.8(8) . . ? N10 N11 N12 178.0(11) . . ? N11 N12 Cd2 132.4(9) . 3_755 ? C1 N13 Cd2 109.8(7) . . ? C3 N14 C4 110.4(11) . . ? C3 N14 C2 111.8(9) . . ? C4 N14 C2 107.0(10) . . ? C3 N14 Cd2 109.3(7) . . ? C4 N14 Cd2 112.8(7) . . ? C2 N14 Cd2 105.6(7) . . ? C5 N15 Cd1 108.9(8) . . ? C7 N16 C8 111.3(12) . . ? C7 N16 C6 109.6(15) . . ? C8 N16 C6 109.8(11) . . ? C7 N16 Cd1 109.9(7) . . ? C8 N16 Cd1 111.2(7) . . ? C6 N16 Cd1 104.7(8) . . ? N13 C1 C2 111.9(10) . . ? N14 C2 C1 112.0(11) . . ? C6 C5 N15 117.9(13) . . ? C5 C6 N16 118.0(14) . . ? _refine_diff_density_max 0.664 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.088 data_cd3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C20 H20 Cd2 N6' _chemical_formula_weight 569.22 _chemical_melting_point ? _chemical_compound_source ? 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' 'Cd' 'Cd' -0.8075 1.2024 '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 10.596(7) _cell_length_b 8.339(4) _cell_length_c 13.831(9) _cell_angle_alpha 90.00 _cell_angle_beta 98.59(5) _cell_angle_gamma 90.00 _cell_volume 1208.4(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 12 _cell_measurement_theta_min 10 _cell_measurement_theta_max 11 _exptl_crystal_description 'prism' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method ? _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 1.774 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'SYNTEX P21 4-circle diffractometer' _diffrn_measurement_method ' \w scans' _diffrn_standards_number 1 _diffrn_standards_interval_count 120 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 1159 _diffrn_reflns_av_R_equivalents 0.0156 _diffrn_reflns_av_sigmaI/netI 0.0212 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.98 _diffrn_reflns_theta_max 20.05 _reflns_number_total 1096 _reflns_number_observed 840 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'SIEMENS SHELXTL Plus' _computing_cell_refinement 'SIEMENS SHELXTL Plus' _computing_data_reduction 'SIEMENS SHELXTL Plus' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELXLTL-Plus _computing_publication_material SHELXL-93 _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0260P)^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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0012(5) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1096 _refine_ls_number_parameters 139 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0237 _refine_ls_R_factor_obs 0.0173 _refine_ls_wR_factor_all 0.0432 _refine_ls_wR_factor_obs 0.0422 _refine_ls_goodness_of_fit_all 0.933 _refine_ls_goodness_of_fit_obs 1.066 _refine_ls_restrained_S_all 0.933 _refine_ls_restrained_S_obs 1.066 _refine_ls_shift/esd_max 0.018 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cd Cd 0.06665(2) -0.00469(3) 0.39003(2) 0.0364(2) Uani 1 d . . N1 N 0.0003(4) -0.2695(4) 0.3781(3) 0.0544(10) Uani 1 d . . N2 N 0.0231(3) -0.3663(5) 0.3230(3) 0.0392(9) Uani 1 d . . N3 N 0.0447(3) -0.4680(5) 0.2695(3) 0.0515(10) Uani 1 d . . N4 N -0.1283(3) 0.0565(4) 0.4431(3) 0.0446(10) Uani 1 d . . N5 N -0.2239(4) 0.0166(4) 0.3916(3) 0.0531(10) Uani 1 d . . N6 N -0.3157(4) -0.0176(7) 0.3414(3) 0.106(2) Uani 1 d . . N7 N 0.1333(4) 0.2566(4) 0.4178(2) 0.0591(10) Uani 1 d . . H7A H 0.1164(4) 0.2900(4) 0.4764(2) 0.089 Uiso 1 d R . H7B H 0.0920(4) 0.3210(4) 0.3713(2) 0.089 Uiso 1 d R . N8 N 0.2716(3) -0.0048(4) 0.3332(2) 0.0475(9) Uani 1 d . . C1 C 0.2698(5) 0.2625(6) 0.4142(4) 0.080(2) Uani 1 d . . H1A H 0.3139(5) 0.2183(6) 0.4740(4) 0.119 Uiso 1 d R . H1B H 0.2968(5) 0.3718(6) 0.4097(4) 0.119 Uiso 1 d R . C2 C 0.3033(5) 0.1683(6) 0.3304(4) 0.078(2) Uani 1 d . . H2A H 0.2593(5) 0.2136(6) 0.2709(4) 0.118 Uiso 1 d R . H2B H 0.3932(5) 0.1794(6) 0.3292(4) 0.118 Uiso 1 d R . C3 C 0.3696(4) -0.0899(7) 0.4018(3) 0.0640(14) Uani 1 d . . H3A H 0.3759(4) -0.0398(7) 0.4648(3) 0.096 Uiso 1 d R . H3B H 0.4507(4) -0.0783(7) 0.3795(3) 0.096 Uiso 1 d R . C4 C 0.3459(4) -0.2648(6) 0.4135(4) 0.081(2) Uani 1 d . . H4A H 0.4112(18) -0.3089(10) 0.4617(17) 0.122 Uiso 1 calc R . H4B H 0.3471(30) -0.3183(8) 0.3522(6) 0.122 Uiso 1 calc R . H4C H 0.2641(14) -0.2798(6) 0.4341(23) 0.122 Uiso 1 calc R . C5 C 0.2585(4) -0.0728(6) 0.2338(3) 0.0679(14) Uani 1 d . . H5A H 0.1907(4) -0.0176(6) 0.1933(3) 0.102 Uiso 1 d R . H5B H 0.2332(4) -0.1828(6) 0.2381(3) 0.102 Uiso 1 d R . C6 C 0.3777(5) -0.0674(8) 0.1849(4) 0.115(2) Uani 1 d . . H6A H 0.3608(12) -0.1192(42) 0.1223(13) 0.173 Uiso 1 calc R . H6B H 0.4461(11) -0.1218(41) 0.2251(14) 0.173 Uiso 1 calc R . H6C H 0.4014(22) 0.0422(8) 0.1763(26) 0.173 Uiso 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 Cd 0.0351(2) 0.0401(3) 0.0346(3) -0.0003(2) 0.00677(14) -0.0014(2) N1 0.071(3) 0.041(2) 0.054(3) -0.010(2) 0.014(2) -0.010(2) N2 0.041(2) 0.039(2) 0.037(3) 0.005(2) 0.002(2) -0.004(2) N3 0.054(2) 0.058(3) 0.041(2) -0.008(2) 0.004(2) 0.008(2) N4 0.038(2) 0.061(2) 0.033(2) -0.003(2) 0.001(2) 0.004(2) N5 0.044(3) 0.077(3) 0.041(3) 0.001(2) 0.015(2) 0.004(3) N6 0.046(3) 0.202(6) 0.067(3) -0.022(3) 0.001(2) -0.025(3) N7 0.078(3) 0.042(2) 0.057(3) 0.000(2) 0.011(2) -0.004(2) N8 0.038(2) 0.065(3) 0.042(2) 0.007(2) 0.012(2) -0.004(2) C1 0.080(4) 0.053(3) 0.102(5) -0.007(3) 0.002(3) -0.030(3) C2 0.067(3) 0.079(4) 0.095(5) 0.011(3) 0.029(3) -0.023(3) C3 0.034(3) 0.108(4) 0.050(3) 0.003(3) 0.007(2) 0.006(3) C4 0.070(4) 0.081(4) 0.091(4) 0.016(3) 0.006(3) 0.030(3) C5 0.051(3) 0.115(4) 0.037(3) 0.000(3) 0.007(2) 0.017(3) C6 0.077(4) 0.220(7) 0.057(4) 0.002(4) 0.038(3) 0.032(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 Cd N7 2.305(3) . ? Cd N1 2.315(4) . ? Cd N4 2.344(4) 3_556 ? Cd N4 2.349(3) . ? Cd N3 2.361(4) 2 ? Cd N8 2.418(3) . ? N1 N2 1.160(5) . ? N2 N3 1.171(4) . ? N3 Cd 2.361(4) 2_545 ? N4 N5 1.195(5) . ? N4 Cd 2.344(4) 3_556 ? N5 N6 1.144(5) . ? N7 C1 1.455(6) . ? N8 C5 1.474(5) . ? N8 C3 1.478(5) . ? N8 C2 1.484(5) . ? C1 C2 1.488(6) . ? C3 C4 1.494(6) . ? C5 C6 1.521(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 N7 Cd N1 174.52(11) . . ? N7 Cd N4 88.66(12) . 3_556 ? N1 Cd N4 86.05(13) . 3_556 ? N7 Cd N4 90.26(13) . . ? N1 Cd N4 87.57(13) . . ? N4 Cd N4 82.02(14) 3_556 . ? N7 Cd N3 97.54(13) . 2 ? N1 Cd N3 87.32(14) . 2 ? N4 Cd N3 166.21(12) 3_556 2 ? N4 Cd N3 85.63(13) . 2 ? N7 Cd N8 77.70(12) . . ? N1 Cd N8 104.73(13) . . ? N4 Cd N8 100.86(13) 3_556 . ? N4 Cd N8 167.49(12) . . ? N3 Cd N8 92.52(13) 2 . ? N2 N1 Cd 128.3(3) . . ? N1 N2 N3 177.6(4) . . ? N2 N3 Cd 124.5(3) . 2_545 ? N5 N4 Cd 128.5(3) . 3_556 ? N5 N4 Cd 117.4(3) . . ? Cd N4 Cd 97.98(14) 3_556 . ? N6 N5 N4 178.2(5) . . ? C1 N7 Cd 107.9(3) . . ? C5 N8 C3 111.9(4) . . ? C5 N8 C2 109.9(4) . . ? C3 N8 C2 110.1(3) . . ? C5 N8 Cd 109.8(2) . . ? C3 N8 Cd 111.7(2) . . ? C2 N8 Cd 103.0(2) . . ? N7 C1 C2 111.3(4) . . ? N8 C2 C1 114.3(4) . . ? N8 C3 C4 115.1(4) . . ? N8 C5 C6 115.8(4) . . ? _refine_diff_density_max 0.208 _refine_diff_density_min -0.252 _refine_diff_density_rms 0.042