# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Hui, Yu' _publ_contact_author_email jiehuiyu@yahoo.com.cn _publ_author_name 'Yu Hui' data_1 _database_code_depnum_ccdc_archive 'CCDC 865444' #TrackingRef '- 1.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H22 Cd Cl2 N4 S2' _chemical_formula_weight 469.79 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' Cd Cd -0.8075 1.2024 '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' 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' _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 5.8719(12) _cell_length_b 8.9749(18) _cell_length_c 9.2191(18) _cell_angle_alpha 78.23(3) _cell_angle_beta 78.19(3) _cell_angle_gamma 88.73(3) _cell_volume 465.46(16) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _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 1.676 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 236 _exptl_absorpt_coefficient_mu 1.682 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.845 _exptl_absorpt_correction_T_max 0.845 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _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_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 4582 _diffrn_reflns_av_R_equivalents 0.0348 _diffrn_reflns_av_sigmaI/netI 0.0451 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2115 _reflns_number_gt 2015 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0426P)^2^+0.4520P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2115 _refine_ls_number_parameters 105 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0315 _refine_ls_wR_factor_ref 0.0918 _refine_ls_wR_factor_gt 0.0780 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.137 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 1.0000 0.5000 0.5000 0.02689(13) Uani 1 2 d S . . Cl1 Cl 1.19465(14) 0.29094(12) 0.36546(14) 0.0497(3) Uani 1 1 d . . . S1 S 0.67586(15) 0.27995(10) 0.66927(13) 0.0439(2) Uani 1 1 d . . . N1 N 0.7297(5) 0.2351(3) 0.2642(3) 0.0315(6) Uani 1 1 d . . . N2 N 0.2650(5) 0.4448(3) 0.6646(3) 0.0335(6) Uani 1 1 d . . . C1 C 0.7521(7) 0.2944(4) 0.0980(4) 0.0405(8) Uani 1 1 d . . . H1B H 0.7849 0.4031 0.0745 0.049 Uiso 1 1 calc R . . H1C H 0.6066 0.2775 0.0688 0.049 Uiso 1 1 calc R . . C2 C 0.9468(7) 0.2144(4) 0.0096(4) 0.0354(7) Uani 1 1 d . . . H2A H 1.0936 0.2374 0.0339 0.043 Uiso 1 1 calc R . . H2B H 0.9573 0.2523 -0.0980 0.043 Uiso 1 1 calc R . . C3 C 0.9052(5) 0.0414(3) 0.0465(3) 0.0261(6) Uani 1 1 d . . . H3A H 0.7557 0.0207 0.0221 0.031 Uiso 1 1 calc R . . C4 C 0.8853(6) -0.0129(4) 0.2166(4) 0.0325(7) Uani 1 1 d . . . H4A H 0.8525 -0.1216 0.2433 0.039 Uiso 1 1 calc R . . H4B H 1.0331 0.0048 0.2424 0.039 Uiso 1 1 calc R . . C5 C 0.6966(6) 0.0671(4) 0.3080(4) 0.0371(8) Uani 1 1 d . . . H5A H 0.5461 0.0393 0.2922 0.045 Uiso 1 1 calc R . . H5B H 0.6980 0.0341 0.4147 0.045 Uiso 1 1 calc R . . C6 C 0.4379(5) 0.3795(3) 0.6667(4) 0.0275(6) Uani 1 1 d . . . H12 H 0.856(6) 0.261(4) 0.296(4) 0.017(8) Uiso 1 1 d . . . H11 H 0.589(8) 0.278(5) 0.302(5) 0.044(12) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.01896(17) 0.03024(19) 0.0359(2) -0.01564(13) -0.00736(12) 0.00524(12) Cl1 0.0238(4) 0.0613(6) 0.0793(7) -0.0494(5) -0.0119(4) 0.0113(4) S1 0.0276(4) 0.0342(4) 0.0643(6) 0.0039(4) -0.0112(4) 0.0053(4) N1 0.0264(13) 0.0355(14) 0.0364(15) -0.0205(12) -0.0025(11) 0.0053(11) N2 0.0264(13) 0.0371(14) 0.0366(15) -0.0073(12) -0.0058(11) 0.0038(12) C1 0.048(2) 0.0341(17) 0.041(2) -0.0154(14) -0.0079(16) 0.0151(16) C2 0.0467(19) 0.0286(15) 0.0279(16) -0.0073(12) 0.0004(14) 0.0074(14) C3 0.0232(14) 0.0281(14) 0.0296(16) -0.0135(12) -0.0035(12) -0.0001(12) C4 0.0368(17) 0.0284(15) 0.0297(16) -0.0098(12) 0.0030(13) 0.0007(13) C5 0.0335(17) 0.0372(17) 0.0376(19) -0.0151(14) 0.0077(14) -0.0060(14) C6 0.0264(14) 0.0282(14) 0.0278(15) -0.0040(11) -0.0065(12) -0.0043(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 N2 2.366(3) 1_655 ? Cd1 N2 2.366(3) 2_666 ? Cd1 Cl1 2.5767(11) . ? Cd1 Cl1 2.5767(11) 2_766 ? Cd1 S1 2.7662(14) . ? Cd1 S1 2.7662(14) 2_766 ? S1 C6 1.643(3) . ? N1 C5 1.486(4) . ? N1 C1 1.496(5) . ? N1 H12 0.90(4) . ? N1 H11 0.93(5) . ? N2 C6 1.163(4) . ? N2 Cd1 2.366(3) 1_455 ? C1 C2 1.519(5) . ? C1 H1B 0.9700 . ? C1 H1C 0.9700 . ? C2 C3 1.534(4) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.525(5) . ? C3 C3 1.536(6) 2_755 ? C3 H3A 0.9800 . ? C4 C5 1.511(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 N2 180.0 1_655 2_666 ? N2 Cd1 Cl1 87.62(8) 1_655 . ? N2 Cd1 Cl1 92.38(8) 2_666 . ? N2 Cd1 Cl1 92.38(8) 1_655 2_766 ? N2 Cd1 Cl1 87.62(8) 2_666 2_766 ? Cl1 Cd1 Cl1 180.0 . 2_766 ? N2 Cd1 S1 94.61(8) 1_655 . ? N2 Cd1 S1 85.39(8) 2_666 . ? Cl1 Cd1 S1 86.99(4) . . ? Cl1 Cd1 S1 93.01(4) 2_766 . ? N2 Cd1 S1 85.39(8) 1_655 2_766 ? N2 Cd1 S1 94.61(8) 2_666 2_766 ? Cl1 Cd1 S1 93.01(4) . 2_766 ? Cl1 Cd1 S1 86.99(4) 2_766 2_766 ? S1 Cd1 S1 180.00(3) . 2_766 ? C6 S1 Cd1 99.35(11) . . ? C5 N1 C1 112.9(3) . . ? C5 N1 H12 109(2) . . ? C1 N1 H12 111(2) . . ? C5 N1 H11 107(3) . . ? C1 N1 H11 101(3) . . ? H12 N1 H11 116(4) . . ? C6 N2 Cd1 136.8(3) . 1_455 ? N1 C1 C2 110.2(3) . . ? N1 C1 H1B 109.6 . . ? C2 C1 H1B 109.6 . . ? N1 C1 H1C 109.6 . . ? C2 C1 H1C 109.6 . . ? H1B C1 H1C 108.1 . . ? C1 C2 C3 111.4(3) . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2A 109.3 . . ? C1 C2 H2B 109.3 . . ? C3 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? C4 C3 C2 107.6(3) . . ? C4 C3 C3 112.5(3) . 2_755 ? C2 C3 C3 112.3(3) . 2_755 ? C4 C3 H3A 108.1 . . ? C2 C3 H3A 108.1 . . ? C3 C3 H3A 108.1 2_755 . ? C5 C4 C3 112.5(3) . . ? C5 C4 H4A 109.1 . . ? C3 C4 H4A 109.1 . . ? C5 C4 H4B 109.1 . . ? C3 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? N1 C5 C4 111.4(3) . . ? N1 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? N1 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? N2 C6 S1 177.4(3) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 1.009 _refine_diff_density_min -0.854 _refine_diff_density_rms 0.124 # Attachment '- 3.CIF' data_3 _database_code_depnum_ccdc_archive 'CCDC 865445' #TrackingRef '- 3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H28 Br Cd3 N9 S7' _chemical_formula_weight 1036.04 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' Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M Cc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 21.4812(8) _cell_length_b 5.88790(10) _cell_length_c 27.0285(8) _cell_angle_alpha 90.00 _cell_angle_beta 98.740(3) _cell_angle_gamma 90.00 _cell_volume 3378.85(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _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 2.037 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 3.515 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.697 _exptl_absorpt_correction_T_max 0.704 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _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_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 11830 _diffrn_reflns_av_R_equivalents 0.0373 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5606 _reflns_number_gt 4986 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0548P)^2^+6.6233P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.371(15) _refine_ls_number_reflns 5606 _refine_ls_number_parameters 361 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0427 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0965 _refine_ls_wR_factor_gt 0.0932 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 Cd1 Cd 0.03350(3) 0.48589(8) 0.07371(2) 0.03347(14) Uani 1 1 d . . . Cd2 Cd -0.03224(3) 0.27425(9) -0.06976(2) 0.03159(12) Uani 1 1 d . . . Cd3 Cd -0.09917(2) 0.04928(9) -0.213953(19) 0.03474(15) Uani 1 1 d . . . S1 S 0.14323(12) 0.4376(4) 0.12804(9) 0.0478(6) Uani 1 1 d . . . S2 S 0.07795(11) 0.2350(3) -0.00453(8) 0.0335(5) Uani 1 1 d . . . S3 S 0.01641(11) 0.0318(3) -0.14015(8) 0.0311(5) Uani 1 1 d . . . S4 S -0.04046(14) -0.2006(3) -0.27570(8) 0.0431(6) Uani 1 1 d . . . S5 S -0.02151(13) 0.7332(3) 0.13752(9) 0.0416(6) Uani 1 1 d . . . S6 S -0.07984(11) 0.5215(3) 0.00243(8) 0.0296(4) Uani 1 1 d . . . S7 S -0.14247(10) 0.3099(3) -0.13387(7) 0.0294(4) Uani 1 1 d . . . Br1 Br -0.20558(5) 0.1181(2) -0.27629(4) 0.0559(3) Uani 1 1 d . . . N9 N -0.1291(4) 0.7510(11) -0.1706(3) 0.0358(17) Uani 1 1 d . . . N1 N 0.1672(4) 0.6973(12) 0.2504(3) 0.0470(17) Uani 1 1 d . . . H1A H 0.1577 0.8036 0.2265 0.080 Uiso 1 1 calc R . . H1BA H 0.1930 0.5954 0.2391 0.080 Uiso 1 1 calc R . . N2 N 0.3306(5) 0.2985(13) 0.6248(3) 0.067(3) Uani 1 1 d . . . H2A H 0.3656 0.2329 0.6169 0.080 Uiso 1 1 calc R . . H2BB H 0.3385 0.3402 0.6572 0.080 Uiso 1 1 calc R . . N3 N 0.1388(7) 0.033(2) 0.1772(7) 0.150(8) Uani 1 1 d . . . N4 N 0.0696(4) -0.2052(11) 0.0328(3) 0.0371(17) Uani 1 1 d . . . N5 N 0.0100(4) -0.4060(11) -0.0997(3) 0.0369(16) Uani 1 1 d . . . N6 N -0.0517(4) -0.6265(11) -0.2327(3) 0.0424(18) Uani 1 1 d . . . N7 N -0.0171(4) 1.1627(10) 0.0942(3) 0.0410(17) Uani 1 1 d . . . N8 N -0.0733(4) 0.9605(10) -0.0375(3) 0.0357(16) Uani 1 1 d . . . C1 C 0.2011(6) 0.8078(16) 0.2967(4) 0.065(3) Uani 1 1 d . . . H1B H 0.1745 0.9246 0.3077 0.077 Uiso 1 1 calc R . . H1C H 0.2391 0.8799 0.2891 0.077 Uiso 1 1 calc R . . C2 C 0.2182(5) 0.6370(16) 0.3382(3) 0.051(2) Uani 1 1 d . . . H2B H 0.2370 0.7162 0.3683 0.061 Uiso 1 1 calc R . . H2C H 0.2494 0.5330 0.3289 0.061 Uiso 1 1 calc R . . C3 C 0.1620(4) 0.5023(14) 0.3495(3) 0.0401(18) Uani 1 1 d . . . H3A H 0.1342 0.6064 0.3641 0.048 Uiso 1 1 calc R . . C4 C 0.1256(5) 0.4076(19) 0.3014(3) 0.057(2) Uani 1 1 d . . . H4A H 0.0869 0.3404 0.3090 0.069 Uiso 1 1 calc R . . H4B H 0.1503 0.2870 0.2895 0.069 Uiso 1 1 calc R . . C5 C 0.1088(4) 0.5817(18) 0.2589(4) 0.052(2) Uani 1 1 d . . . H5A H 0.0897 0.5053 0.2286 0.062 Uiso 1 1 calc R . . H5B H 0.0789 0.6918 0.2681 0.062 Uiso 1 1 calc R . . C6 C 0.1814(4) 0.3085(15) 0.3879(3) 0.0436(19) Uani 1 1 d . . . H6A H 0.1446 0.2171 0.3909 0.052 Uiso 1 1 calc R . . H6B H 0.2118 0.2112 0.3752 0.052 Uiso 1 1 calc R . . C7 C 0.2094(5) 0.3937(16) 0.4392(3) 0.054(2) Uani 1 1 d . . . H7A H 0.1789 0.4896 0.4522 0.064 Uiso 1 1 calc R . . H7B H 0.2462 0.4853 0.4364 0.064 Uiso 1 1 calc R . . C8 C 0.2284(5) 0.1968(15) 0.4761(3) 0.0454(19) Uani 1 1 d . . . H8A H 0.1936 0.0902 0.4738 0.054 Uiso 1 1 calc R . . H8B H 0.2639 0.1176 0.4659 0.054 Uiso 1 1 calc R . . C9 C 0.2458(4) 0.2695(14) 0.5301(3) 0.0406(19) Uani 1 1 d . . . H9A H 0.2090 0.3454 0.5399 0.049 Uiso 1 1 calc R . . C10 C 0.2991(5) 0.4348(14) 0.5379(3) 0.0456(19) Uani 1 1 d . . . H10A H 0.2878 0.5684 0.5175 0.055 Uiso 1 1 calc R . . H10B H 0.3358 0.3667 0.5269 0.055 Uiso 1 1 calc R . . C11 C 0.3160(6) 0.5070(15) 0.5930(3) 0.051(2) Uani 1 1 d . . . H11A H 0.3522 0.6073 0.5968 0.061 Uiso 1 1 calc R . . H11B H 0.2809 0.5883 0.6034 0.061 Uiso 1 1 calc R . . C12 C 0.2794(6) 0.1323(16) 0.6183(3) 0.060(3) Uani 1 1 d . . . H12A H 0.2430 0.1963 0.6306 0.072 Uiso 1 1 calc R . . H12B H 0.2924 -0.0016 0.6381 0.072 Uiso 1 1 calc R . . C13 C 0.2615(5) 0.0660(15) 0.5655(3) 0.054(2) Uani 1 1 d . . . H13A H 0.2252 -0.0336 0.5627 0.064 Uiso 1 1 calc R . . H13B H 0.2959 -0.0190 0.5549 0.064 Uiso 1 1 calc R . . C14 C 0.1400(6) 0.208(2) 0.1562(4) 0.072(3) Uani 1 1 d . . . C15 C 0.0719(4) -0.0243(11) 0.0177(3) 0.0287(18) Uani 1 1 d . . . C16 C 0.0117(5) -0.2276(11) -0.1168(3) 0.0284(18) Uani 1 1 d . . . C17 C -0.0491(5) -0.4517(12) -0.2500(3) 0.0319(19) Uani 1 1 d . . . C18 C -0.0174(4) 0.9826(12) 0.1113(3) 0.0294(18) Uani 1 1 d . . . C19 C -0.0763(4) 0.7805(12) -0.0219(3) 0.0276(17) Uani 1 1 d . . . C20 C -0.1343(4) 0.5712(12) -0.1554(3) 0.0259(16) 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 Cd1 0.0424(4) 0.0215(2) 0.0353(3) 0.0050(2) 0.0021(2) -0.0003(2) Cd2 0.0429(3) 0.0204(2) 0.0309(2) 0.00402(18) 0.00371(18) -0.0019(2) Cd3 0.0429(4) 0.0244(2) 0.0350(3) 0.0056(2) -0.0003(3) -0.0039(2) S1 0.0347(12) 0.0579(12) 0.0445(12) 0.0135(10) -0.0142(10) -0.0072(10) S2 0.0388(12) 0.0239(8) 0.0374(11) 0.0059(7) 0.0052(9) -0.0019(8) S3 0.0411(12) 0.0212(8) 0.0326(10) 0.0056(7) 0.0103(9) 0.0017(8) S4 0.0677(17) 0.0298(9) 0.0341(11) 0.0071(8) 0.0149(11) 0.0009(10) S5 0.0637(17) 0.0251(8) 0.0397(12) 0.0062(8) 0.0193(11) 0.0015(9) S6 0.0340(11) 0.0221(7) 0.0337(10) 0.0039(7) 0.0088(8) -0.0035(8) S7 0.0274(10) 0.0286(8) 0.0321(10) 0.0049(7) 0.0043(8) -0.0055(8) Br1 0.0465(6) 0.0750(7) 0.0414(5) 0.0096(5) -0.0092(4) -0.0002(6) N9 0.034(4) 0.031(3) 0.043(4) 0.000(3) 0.004(3) 0.004(3) N1 0.043(4) 0.044(4) 0.054(4) 0.019(3) 0.005(3) 0.000(3) N2 0.095(7) 0.052(4) 0.043(4) 0.000(4) -0.025(4) -0.001(5) N3 0.118(11) 0.090(9) 0.210(17) 0.097(10) -0.074(12) -0.022(8) N4 0.040(4) 0.026(3) 0.045(4) 0.012(3) 0.007(3) 0.003(3) N5 0.038(4) 0.028(3) 0.046(4) 0.008(3) 0.010(3) 0.000(3) N6 0.058(5) 0.027(3) 0.044(4) 0.003(3) 0.012(4) 0.001(3) N7 0.061(5) 0.025(3) 0.040(4) 0.004(3) 0.017(3) 0.000(3) N8 0.050(5) 0.025(3) 0.031(3) 0.002(2) 0.005(3) 0.003(3) C1 0.077(8) 0.040(5) 0.065(6) 0.020(4) -0.028(5) -0.018(5) C2 0.053(6) 0.050(5) 0.046(5) 0.012(4) -0.010(4) -0.012(4) C3 0.029(4) 0.052(4) 0.040(4) 0.001(3) 0.004(3) 0.009(3) C4 0.045(5) 0.076(6) 0.048(5) 0.013(5) -0.006(4) -0.017(5) C5 0.027(4) 0.070(6) 0.058(6) 0.015(5) 0.005(4) 0.002(4) C6 0.036(4) 0.055(5) 0.038(4) 0.004(4) 0.001(3) -0.006(4) C7 0.077(7) 0.048(5) 0.035(4) -0.002(4) 0.003(4) 0.012(5) C8 0.046(5) 0.051(5) 0.037(4) 0.000(3) 0.001(4) -0.006(4) C9 0.051(5) 0.038(4) 0.031(4) 0.000(3) -0.002(4) 0.000(4) C10 0.050(5) 0.039(4) 0.049(5) -0.001(4) 0.010(4) -0.005(4) C11 0.062(7) 0.046(5) 0.042(5) -0.008(4) 0.000(4) -0.001(4) C12 0.087(8) 0.051(5) 0.044(5) 0.014(4) 0.014(5) 0.000(5) C13 0.073(7) 0.041(4) 0.042(4) 0.010(4) -0.005(4) -0.011(4) C14 0.051(6) 0.101(9) 0.056(6) -0.020(6) -0.012(5) -0.010(6) C15 0.025(4) 0.023(3) 0.035(4) -0.003(3) -0.004(3) 0.002(3) C16 0.033(5) 0.019(3) 0.033(4) 0.000(2) 0.004(3) 0.003(3) C17 0.037(5) 0.027(4) 0.032(4) 0.000(3) 0.007(4) 0.000(3) C18 0.035(5) 0.030(4) 0.025(4) -0.001(3) 0.009(3) -0.002(3) C19 0.025(4) 0.031(4) 0.029(4) 0.000(3) 0.012(3) -0.001(3) C20 0.026(4) 0.027(3) 0.025(4) 0.000(3) 0.007(3) -0.001(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 Cd1 N7 2.301(7) 1_545 ? Cd1 N4 2.322(7) 1_565 ? Cd1 S1 2.596(2) . ? Cd1 S5 2.667(2) . ? Cd1 S2 2.860(2) . ? Cd1 S6 2.874(2) . ? Cd2 N8 2.278(7) 1_545 ? Cd2 N5 2.291(7) 1_565 ? Cd2 S3 2.712(2) . ? Cd2 S7 2.722(2) . ? Cd2 S2 2.738(2) . ? Cd2 S6 2.753(2) . ? Cd3 N6 2.258(7) 1_565 ? Cd3 N9 2.258(7) 1_545 ? Cd3 Br1 2.6566(11) . ? Cd3 S4 2.680(2) . ? Cd3 S7 2.918(2) . ? Cd3 S3 2.941(2) . ? S1 C14 1.559(14) . ? S2 C15 1.654(7) . ? S3 C16 1.661(7) . ? S4 C17 1.655(8) . ? S5 C18 1.639(7) . ? S6 C19 1.668(7) . ? S7 C20 1.663(7) . ? N9 C20 1.147(10) . ? N9 Cd3 2.258(7) 1_565 ? N1 C5 1.477(11) . ? N1 C1 1.497(11) . ? N2 C12 1.462(14) . ? N2 C11 1.504(11) . ? N3 C14 1.178(16) . ? N4 C15 1.144(9) . ? N4 Cd1 2.322(7) 1_545 ? N5 C16 1.151(10) . ? N5 Cd2 2.291(7) 1_545 ? N6 C17 1.136(10) . ? N6 Cd3 2.258(7) 1_545 ? N7 C18 1.157(10) . ? N7 Cd1 2.301(7) 1_565 ? N8 C19 1.145(10) . ? N8 Cd2 2.278(7) 1_565 ? C1 C2 1.510(11) . ? C2 C3 1.513(12) . ? C3 C4 1.517(12) . ? C3 C6 1.557(11) . ? C4 C5 1.542(13) . ? C6 C7 1.510(11) . ? C7 C8 1.543(12) . ? C8 C9 1.512(11) . ? C9 C10 1.493(12) . ? C9 C13 1.539(11) . ? C10 C11 1.538(12) . ? C12 C13 1.474(13) . ? 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 N4 165.1(3) 1_545 1_565 ? N7 Cd1 S1 101.2(2) 1_545 . ? N4 Cd1 S1 90.9(2) 1_565 . ? N7 Cd1 S5 91.37(19) 1_545 . ? N4 Cd1 S5 95.3(2) 1_565 . ? S1 Cd1 S5 98.48(9) . . ? N7 Cd1 S2 88.50(18) 1_545 . ? N4 Cd1 S2 83.1(2) 1_565 . ? S1 Cd1 S2 89.16(9) . . ? S5 Cd1 S2 172.24(8) . . ? N7 Cd1 S6 80.7(2) 1_545 . ? N4 Cd1 S6 86.2(2) 1_565 . ? S1 Cd1 S6 172.33(8) . . ? S5 Cd1 S6 88.86(7) . . ? S2 Cd1 S6 83.45(6) . . ? N8 Cd2 N5 178.2(3) 1_545 1_565 ? N8 Cd2 S3 93.16(19) 1_545 . ? N5 Cd2 S3 88.2(2) 1_565 . ? N8 Cd2 S7 87.5(2) 1_545 . ? N5 Cd2 S7 93.72(19) 1_565 . ? S3 Cd2 S7 89.12(7) . . ? N8 Cd2 S2 91.9(2) 1_545 . ? N5 Cd2 S2 86.94(19) 1_565 . ? S3 Cd2 S2 91.13(7) . . ? S7 Cd2 S2 179.31(8) . . ? N8 Cd2 S6 87.13(19) 1_545 . ? N5 Cd2 S6 91.46(19) 1_565 . ? S3 Cd2 S6 179.15(9) . . ? S7 Cd2 S6 91.70(7) . . ? S2 Cd2 S6 88.06(7) . . ? N6 Cd3 N9 161.4(3) 1_565 1_545 ? N6 Cd3 Br1 95.9(2) 1_565 . ? N9 Cd3 Br1 99.4(2) 1_545 . ? N6 Cd3 S4 93.0(2) 1_565 . ? N9 Cd3 S4 95.39(19) 1_545 . ? Br1 Cd3 S4 97.45(7) . . ? N6 Cd3 S7 85.84(19) 1_565 . ? N9 Cd3 S7 82.90(19) 1_545 . ? Br1 Cd3 S7 92.85(5) . . ? S4 Cd3 S7 169.69(7) . . ? N6 Cd3 S3 79.5(2) 1_565 . ? N9 Cd3 S3 84.2(2) 1_545 . ? Br1 Cd3 S3 172.70(5) . . ? S4 Cd3 S3 88.54(7) . . ? S7 Cd3 S3 81.18(6) . . ? C14 S1 Cd1 105.5(4) . . ? C15 S2 Cd2 101.8(3) . . ? C15 S2 Cd1 98.9(3) . . ? Cd2 S2 Cd1 94.56(7) . . ? C16 S3 Cd2 99.5(3) . . ? C16 S3 Cd3 101.3(3) . . ? Cd2 S3 Cd3 94.69(7) . . ? C17 S4 Cd3 97.8(3) . . ? C18 S5 Cd1 98.7(3) . . ? C19 S6 Cd2 99.2(3) . . ? C19 S6 Cd1 104.3(3) . . ? Cd2 S6 Cd1 93.93(7) . . ? C20 S7 Cd2 99.6(3) . . ? C20 S7 Cd3 99.5(3) . . ? Cd2 S7 Cd3 95.01(7) . . ? C20 N9 Cd3 162.7(7) . 1_565 ? C5 N1 C1 112.8(8) . . ? C12 N2 C11 113.0(8) . . ? C15 N4 Cd1 159.2(8) . 1_545 ? C16 N5 Cd2 158.6(8) . 1_545 ? C17 N6 Cd3 155.6(8) . 1_545 ? C18 N7 Cd1 152.3(8) . 1_565 ? C19 N8 Cd2 159.6(8) . 1_565 ? N1 C1 C2 111.4(7) . . ? C1 C2 C3 112.8(8) . . ? C2 C3 C4 110.1(7) . . ? C2 C3 C6 112.2(7) . . ? C4 C3 C6 110.6(7) . . ? C3 C4 C5 115.2(9) . . ? N1 C5 C4 108.3(7) . . ? C7 C6 C3 113.4(7) . . ? C6 C7 C8 111.9(7) . . ? C9 C8 C7 114.4(7) . . ? C10 C9 C8 113.1(7) . . ? C10 C9 C13 109.2(7) . . ? C8 C9 C13 112.3(7) . . ? C9 C10 C11 112.3(8) . . ? N2 C11 C10 109.0(7) . . ? N2 C12 C13 111.9(8) . . ? C12 C13 C9 113.4(7) . . ? N3 C14 S1 178.7(16) . . ? N4 C15 S2 177.9(10) . . ? N5 C16 S3 178.0(9) . . ? N6 C17 S4 176.2(9) . . ? N7 C18 S5 176.1(9) . . ? N8 C19 S6 178.2(8) . . ? N9 C20 S7 179.4(9) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.970 _refine_diff_density_min -0.771 _refine_diff_density_rms 0.112 # Attachment '- 4.CIF' data_4 _database_code_depnum_ccdc_archive 'CCDC 865446' #TrackingRef '- 4.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H10 Br2 Cd N4 S2' _chemical_formula_weight 546.58 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' Br Br -0.2901 2.4595 '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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.893(2) _cell_length_b 18.214(4) _cell_length_c 7.3355(15) _cell_angle_alpha 90.00 _cell_angle_beta 98.32(3) _cell_angle_gamma 90.00 _cell_volume 1572.3(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _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 2.309 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 6.733 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.505 _exptl_absorpt_correction_T_max 0.510 _exptl_absorpt_process_details ? _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_type 'Siements SMART CCD' _diffrn_measurement_method 'Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count ? _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 7633 _diffrn_reflns_av_R_equivalents 0.0261 _diffrn_reflns_av_sigmaI/netI 0.0226 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.27 _diffrn_reflns_theta_max 27.47 _reflns_number_total 1802 _reflns_number_gt 1679 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMAR' _computing_cell_refinement 'Bruker SMAR' _computing_data_reduction 'Bruker SMAR' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0407P)^2^+1.0287P] 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 1802 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0306 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0699 _refine_ls_wR_factor_gt 0.0689 _refine_ls_goodness_of_fit_ref 1.164 _refine_ls_restrained_S_all 1.164 _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 Cd1 Cd 1.0000 1.051688(15) 0.7500 0.02709(11) Uani 1 2 d S . . S1 S 1.15481(6) 1.13517(4) 0.93569(10) 0.03199(17) Uani 1 1 d . . . N1 N 1.0000 0.40233(18) 0.7500 0.0295(7) Uani 1 2 d S . . H1A H 1.0000 0.3551 0.7500 0.035 Uiso 1 2 calc SR . . N2 N 1.0000 0.78280(19) 0.7500 0.0350(8) Uani 1 2 d S . . H2A H 1.0000 0.8300 0.7500 0.042 Uiso 1 2 calc SR . . N3 N 1.1323(2) 1.26850(16) 0.7424(5) 0.0521(8) Uani 1 1 d . . . C1 C 0.9028(3) 0.43755(15) 0.7634(4) 0.0302(6) Uani 1 1 d . . . H1B H 0.8368 0.4111 0.7720 0.036 Uiso 1 1 calc R . . C2 C 0.9009(2) 0.51276(15) 0.7644(4) 0.0271(6) Uani 1 1 d . . . H2B H 0.8337 0.5375 0.7747 0.033 Uiso 1 1 calc R . . C3 C 1.0000 0.55240(18) 0.7500 0.0215(7) Uani 1 2 d S . . C4 C 1.0000 0.63346(19) 0.7500 0.0213(7) Uani 1 2 d S . . C5 C 0.9003(2) 0.67278(15) 0.6959(4) 0.0312(6) Uani 1 1 d . . . H5A H 0.8324 0.6481 0.6584 0.037 Uiso 1 1 calc R . . C6 C 0.9025(3) 0.74765(16) 0.6979(4) 0.0362(7) Uani 1 1 d . . . H6A H 0.8360 0.7741 0.6630 0.043 Uiso 1 1 calc R . . C7 C 1.1404(2) 1.21358(16) 0.8215(5) 0.0326(6) Uani 1 1 d . . . Br1 Br 0.87038(2) 0.941745(15) 0.55502(4) 0.02543(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.03011(19) 0.01900(17) 0.03102(17) 0.000 0.00057(12) 0.000 S1 0.0344(4) 0.0271(4) 0.0332(4) -0.0011(3) 0.0005(3) -0.0051(3) N1 0.0401(19) 0.0150(16) 0.0333(17) 0.000 0.0052(14) 0.000 N2 0.040(2) 0.0136(16) 0.054(2) 0.000 0.0165(16) 0.000 N3 0.0433(17) 0.0263(16) 0.086(2) 0.0055(15) 0.0066(15) 0.0016(11) C1 0.0324(15) 0.0217(15) 0.0371(16) 0.0008(11) 0.0067(12) -0.0050(10) C2 0.0229(13) 0.0227(14) 0.0365(14) 0.0012(11) 0.0063(10) 0.0016(9) C3 0.0264(19) 0.0150(18) 0.0234(17) 0.000 0.0043(14) 0.000 C4 0.0255(18) 0.0134(17) 0.0258(17) 0.000 0.0066(13) 0.000 C5 0.0264(14) 0.0209(14) 0.0459(17) 0.0025(11) 0.0040(11) 0.0012(10) C6 0.0328(15) 0.0223(15) 0.0543(19) 0.0028(13) 0.0094(12) 0.0060(11) C7 0.0260(14) 0.0214(15) 0.0507(17) -0.0078(12) 0.0065(11) -0.0029(10) Br1 0.02577(17) 0.02059(17) 0.03035(17) -0.00229(9) 0.00549(11) -0.00265(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 Cd1 S1 2.6137(9) . ? Cd1 S1 2.6137(9) 2_756 ? Cd1 Br1 2.7918(6) . ? Cd1 Br1 2.7918(6) 2_756 ? Cd1 Br1 2.8976(8) 5_776 ? Cd1 Br1 2.8976(8) 6_576 ? S1 C7 1.652(3) . ? N1 C1 1.339(3) . ? N1 C1 1.339(3) 2_756 ? N2 C6 1.331(4) . ? N2 C6 1.331(4) 2_756 ? N3 C7 1.153(4) . ? C1 C2 1.370(4) . ? C2 C3 1.399(3) . ? C3 C2 1.399(3) 2_756 ? C3 C4 1.476(5) . ? C4 C5 1.393(3) . ? C4 C5 1.393(3) 2_756 ? C5 C6 1.364(4) . ? Br1 Cd1 2.8976(8) 5_776 ? 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 S1 Cd1 S1 108.85(4) . 2_756 ? S1 Cd1 Br1 168.35(2) . . ? S1 Cd1 Br1 81.67(3) 2_756 . ? S1 Cd1 Br1 81.67(3) . 2_756 ? S1 Cd1 Br1 168.35(2) 2_756 2_756 ? Br1 Cd1 Br1 88.34(3) . 2_756 ? S1 Cd1 Br1 87.99(2) . 5_776 ? S1 Cd1 Br1 89.25(2) 2_756 5_776 ? Br1 Cd1 Br1 87.138(15) . 5_776 ? Br1 Cd1 Br1 96.266(15) 2_756 5_776 ? S1 Cd1 Br1 89.25(2) . 6_576 ? S1 Cd1 Br1 87.99(2) 2_756 6_576 ? Br1 Cd1 Br1 96.266(15) . 6_576 ? Br1 Cd1 Br1 87.138(15) 2_756 6_576 ? Br1 Cd1 Br1 175.268(14) 5_776 6_576 ? C7 S1 Cd1 102.99(11) . . ? C1 N1 C1 122.7(3) . 2_756 ? C6 N2 C6 122.5(4) . 2_756 ? N1 C1 C2 119.6(3) . . ? C1 C2 C3 120.1(3) . . ? C2 C3 C2 117.9(3) 2_756 . ? C2 C3 C4 121.06(16) 2_756 . ? C2 C3 C4 121.06(16) . . ? C5 C4 C5 118.1(3) . 2_756 ? C5 C4 C3 120.94(17) . . ? C5 C4 C3 120.94(17) 2_756 . ? C6 C5 C4 119.8(3) . . ? N2 C6 C5 119.9(3) . . ? N3 C7 S1 178.8(3) . . ? Cd1 Br1 Cd1 92.862(15) . 5_776 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A N3 0.86 2.23 2.906(4) 134.9 1_545 N2 H2A Br1 0.86 2.82 3.488(3) 136.3 . _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.629 _refine_diff_density_min -1.560 _refine_diff_density_rms 0.237 # Attachment '- 5.CIF' data_5 _database_code_depnum_ccdc_archive 'CCDC 865447' #TrackingRef '- 5.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 Cd N6 S4' _chemical_formula_weight 531.02 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' Cd Cd -0.8075 1.2024 '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' _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 5.8239(12) _cell_length_b 9.2118(18) _cell_length_c 11.001(2) _cell_angle_alpha 105.22(3) _cell_angle_beta 104.66(3) _cell_angle_gamma 102.32(3) _cell_volume 525.61(18) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _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 1.678 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 264 _exptl_absorpt_coefficient_mu 1.449 _exptl_absorpt_correction_type EMPIRICAL _exptl_absorpt_correction_T_min 0.865 _exptl_absorpt_correction_T_max 0.865 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _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_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_reflns_number 5232 _diffrn_reflns_av_R_equivalents 0.0163 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.63 _diffrn_reflns_theta_max 27.43 _reflns_number_total 2383 _reflns_number_gt 2260 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0252P)^2^+0.1564P] 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 2383 _refine_ls_number_parameters 124 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0217 _refine_ls_R_factor_gt 0.0203 _refine_ls_wR_factor_ref 0.0506 _refine_ls_wR_factor_gt 0.0501 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 1.0000 0.5000 0.0000 0.03189(7) Uani 1 2 d S . . S1 S 0.84301(11) 0.67493(7) 0.41269(6) 0.05442(15) Uani 1 1 d . . . S2 S 0.36142(9) 0.78052(5) 0.05289(5) 0.03942(11) Uani 1 1 d . . . N1 N 0.1083(3) 0.23727(19) 0.23364(16) 0.0402(4) Uani 1 1 d . . . H1B H 0.0278 0.2900 0.1952 0.048 Uiso 1 1 calc R . . N2 N 1.0316(4) 0.5388(2) 0.21874(17) 0.0446(4) Uani 1 1 d . . . N3 N 0.7238(3) 0.6476(2) -0.01091(18) 0.0407(4) Uani 1 1 d . . . C1 C 0.3472(4) 0.3045(2) 0.3037(2) 0.0437(5) Uani 1 1 d . . . H1A H 0.4250 0.4071 0.3107 0.052 Uiso 1 1 calc R . . C2 C 0.4803(4) 0.2229(2) 0.3661(2) 0.0408(4) Uani 1 1 d . . . H2B H 0.6485 0.2698 0.4147 0.049 Uiso 1 1 calc R . . C3 C 0.3633(4) 0.0704(2) 0.35635(17) 0.0339(4) Uani 1 1 d . . . C4 C 0.1124(4) 0.0055(2) 0.2816(2) 0.0402(4) Uani 1 1 d . . . H4A H 0.0286 -0.0966 0.2730 0.048 Uiso 1 1 calc R . . C5 C -0.0118(4) 0.0912(2) 0.2205(2) 0.0436(4) Uani 1 1 d . . . H5A H -0.1795 0.0474 0.1701 0.052 Uiso 1 1 calc R . . C6 C 0.5020(4) -0.0189(2) 0.42843(19) 0.0413(4) Uani 1 1 d . . . H6A H 0.6730 0.0085 0.4294 0.050 Uiso 1 1 calc R . . H6B H 0.4267 -0.1312 0.3813 0.050 Uiso 1 1 calc R . . C7 C 0.5735(3) 0.7004(2) 0.01510(18) 0.0305(3) Uani 1 1 d . . . C8 C 0.9512(3) 0.5949(2) 0.29923(18) 0.0320(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.03380(11) 0.04062(11) 0.03475(11) 0.01874(8) 0.01893(8) 0.02119(8) S1 0.0519(3) 0.0554(3) 0.0522(3) 0.0033(3) 0.0280(3) 0.0142(3) S2 0.0310(2) 0.0356(2) 0.0538(3) 0.0105(2) 0.0179(2) 0.01529(19) N1 0.0454(10) 0.0422(9) 0.0428(9) 0.0254(8) 0.0125(8) 0.0208(8) N2 0.0574(11) 0.0488(9) 0.0372(9) 0.0175(8) 0.0199(8) 0.0258(9) N3 0.0336(8) 0.0460(9) 0.0556(10) 0.0243(8) 0.0218(8) 0.0205(7) C1 0.0493(12) 0.0364(10) 0.0493(11) 0.0234(9) 0.0157(9) 0.0100(9) C2 0.0355(10) 0.0427(10) 0.0409(10) 0.0161(9) 0.0081(8) 0.0082(8) C3 0.0420(10) 0.0370(9) 0.0292(8) 0.0140(7) 0.0130(7) 0.0197(8) C4 0.0462(11) 0.0304(9) 0.0415(10) 0.0152(8) 0.0085(9) 0.0095(8) C5 0.0366(10) 0.0440(11) 0.0456(11) 0.0181(9) 0.0048(8) 0.0097(9) C6 0.0521(12) 0.0451(11) 0.0361(10) 0.0187(9) 0.0130(9) 0.0286(9) C7 0.0263(8) 0.0307(8) 0.0359(9) 0.0140(7) 0.0099(7) 0.0083(7) C8 0.0340(9) 0.0286(8) 0.0332(9) 0.0135(7) 0.0077(7) 0.0087(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N2 2.2910(17) . ? Cd1 N2 2.2910(17) 2_765 ? Cd1 N3 2.3179(16) 2_765 ? Cd1 N3 2.3179(16) . ? Cd1 S2 2.7778(12) 1_655 ? Cd1 S2 2.7778(12) 2_665 ? S1 C8 1.6162(19) . ? S2 C7 1.6530(18) . ? S2 Cd1 2.7778(12) 1_455 ? N1 C1 1.324(3) . ? N1 C5 1.328(3) . ? N1 H1B 0.8600 . ? N2 C8 1.159(2) . ? N3 C7 1.148(2) . ? C1 C2 1.374(3) . ? C1 H1A 0.9300 . ? C2 C3 1.388(3) . ? C2 H2B 0.9300 . ? C3 C4 1.389(3) . ? C3 C6 1.503(2) . ? C4 C5 1.370(3) . ? C4 H4A 0.9300 . ? C5 H5A 0.9300 . ? C6 C6 1.528(4) 2_656 ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cd1 N2 180.00(10) . 2_765 ? N2 Cd1 N3 91.16(7) . 2_765 ? N2 Cd1 N3 88.84(7) 2_765 2_765 ? N2 Cd1 N3 88.84(7) . . ? N2 Cd1 N3 91.16(7) 2_765 . ? N3 Cd1 N3 180.0 2_765 . ? N2 Cd1 S2 94.93(6) . 1_655 ? N2 Cd1 S2 85.07(6) 2_765 1_655 ? N3 Cd1 S2 94.53(5) 2_765 1_655 ? N3 Cd1 S2 85.47(5) . 1_655 ? N2 Cd1 S2 85.07(6) . 2_665 ? N2 Cd1 S2 94.93(6) 2_765 2_665 ? N3 Cd1 S2 85.47(5) 2_765 2_665 ? N3 Cd1 S2 94.53(5) . 2_665 ? S2 Cd1 S2 180.0 1_655 2_665 ? C7 S2 Cd1 96.69(7) . 1_455 ? C1 N1 C5 122.42(17) . . ? C1 N1 H1B 118.8 . . ? C5 N1 H1B 118.8 . . ? C8 N2 Cd1 141.55(15) . . ? C7 N3 Cd1 157.41(15) . . ? N1 C1 C2 120.02(18) . . ? N1 C1 H1A 120.0 . . ? C2 C1 H1A 120.0 . . ? C1 C2 C3 119.87(19) . . ? C1 C2 H2B 120.1 . . ? C3 C2 H2B 120.1 . . ? C2 C3 C4 117.73(17) . . ? C2 C3 C6 120.91(18) . . ? C4 C3 C6 121.32(18) . . ? C5 C4 C3 120.20(18) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? N1 C5 C4 119.75(19) . . ? N1 C5 H5A 120.1 . . ? C4 C5 H5A 120.1 . . ? C3 C6 C6 111.14(19) . 2_656 ? C3 C6 H6A 109.4 . . ? C6 C6 H6A 109.4 2_656 . ? C3 C6 H6B 109.4 . . ? C6 C6 H6B 109.4 2_656 . ? H6A C6 H6B 108.0 . . ? N3 C7 S2 178.61(17) . . ? N2 C8 S1 179.17(19) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1B N2 0.86 2.23 2.945(2) 140.2 1_455 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.500 _refine_diff_density_min -0.399 _refine_diff_density_rms 0.055 # Attachment '- 6.CIF' data_6 _database_code_depnum_ccdc_archive 'CCDC 865448' #TrackingRef '- 6.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H16 Cd Cl4 N2' _chemical_formula_weight 370.41 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' 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 Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 7.6572(15) _cell_length_b 18.782(4) _cell_length_c 8.4532(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1215.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _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 2.024 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 _exptl_absorpt_coefficient_mu 2.636 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.761 _exptl_absorpt_correction_T_max 0.768 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _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_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10963 _diffrn_reflns_av_R_equivalents 0.0184 _diffrn_reflns_av_sigmaI/netI 0.0107 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 27.46 _reflns_number_total 1422 _reflns_number_gt 1367 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0179P)^2^+0.5483P] 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 1422 _refine_ls_number_parameters 64 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0168 _refine_ls_R_factor_gt 0.0158 _refine_ls_wR_factor_ref 0.0381 _refine_ls_wR_factor_gt 0.0378 _refine_ls_goodness_of_fit_ref 1.179 _refine_ls_restrained_S_all 1.179 _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 Cd1 Cd 0.06557(2) 0.7500 0.431910(18) 0.02373(6) Uani 1 2 d S . . N1 N -0.11114(18) 0.36662(7) 0.12566(17) 0.0254(3) Uani 1 1 d . . . H1A H -0.0560 0.3284 0.0883 0.080 Uiso 1 1 calc R . . H1B H -0.2179 0.3688 0.0844 0.080 Uiso 1 1 calc R . . H1C H -0.1187 0.3636 0.2305 0.080 Uiso 1 1 calc R . . Cl1 Cl 0.01159(5) 0.62136(2) 0.50133(5) 0.02637(9) Uani 1 1 d . . . Cl2 Cl 0.31201(7) 0.7500 0.64772(7) 0.02878(12) Uani 1 2 d S . . Cl3 Cl 0.22035(8) 0.7500 0.17072(7) 0.03177(13) Uani 1 2 d S . . C1 C -0.1054(2) 0.49747(8) 0.14560(19) 0.0253(3) Uani 1 1 d . . . H1D H -0.1111 0.4948 0.2601 0.030 Uiso 1 1 calc R . . H1E H -0.2239 0.4986 0.1052 0.030 Uiso 1 1 calc R . . C2 C -0.0116(2) 0.43218(8) 0.08162(17) 0.0204(3) Uani 1 1 d . . . H2A H 0.1044 0.4297 0.1302 0.024 Uiso 1 1 calc R . . C3 C 0.0102(2) 0.43455(8) -0.09693(19) 0.0254(3) Uani 1 1 d . . . H3A H -0.1036 0.4330 -0.1472 0.030 Uiso 1 1 calc R . . H3B H 0.0763 0.3934 -0.1318 0.030 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 Cd1 0.02802(10) 0.02074(9) 0.02244(9) 0.000 0.00379(6) 0.000 N1 0.0281(7) 0.0195(6) 0.0287(7) 0.0048(5) 0.0012(6) -0.0017(5) Cl1 0.0305(2) 0.02237(18) 0.0262(2) 0.00143(13) 0.00028(15) -0.00126(14) Cl2 0.0244(3) 0.0254(3) 0.0365(3) 0.000 -0.0021(2) 0.000 Cl3 0.0299(3) 0.0394(3) 0.0260(3) 0.000 0.0093(2) 0.000 C1 0.0313(9) 0.0224(7) 0.0222(7) 0.0008(6) 0.0072(7) 0.0011(6) C2 0.0213(7) 0.0182(7) 0.0215(7) 0.0030(5) -0.0015(6) -0.0014(6) C3 0.0339(8) 0.0199(7) 0.0223(7) -0.0017(6) 0.0027(7) -0.0005(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 Cl3 2.5059(7) . ? Cd1 Cl1 2.5205(6) 7_575 ? Cd1 Cl1 2.5205(6) . ? Cd1 Cl2 2.6246(7) . ? Cd1 Cl3 2.7821(8) 6_556 ? N1 C2 1.4954(19) . ? Cl3 Cd1 2.7821(8) 6_656 ? C1 C2 1.520(2) . ? C1 C3 1.527(2) 5_565 ? C2 C3 1.519(2) . ? C3 C1 1.527(2) 5_565 ? 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 Cl3 Cd1 Cl1 106.422(10) . 7_575 ? Cl3 Cd1 Cl1 106.422(10) . . ? Cl1 Cd1 Cl1 146.91(2) 7_575 . ? Cl3 Cd1 Cl2 105.80(2) . . ? Cl1 Cd1 Cl2 87.484(11) 7_575 . ? Cl1 Cd1 Cl2 87.484(11) . . ? Cl3 Cd1 Cl3 100.057(15) . 6_556 ? Cl1 Cd1 Cl3 85.225(11) 7_575 6_556 ? Cl1 Cd1 Cl3 85.225(11) . 6_556 ? Cl2 Cd1 Cl3 154.138(19) . 6_556 ? Cd1 Cl3 Cd1 136.40(3) . 6_656 ? C2 C1 C3 110.68(13) . 5_565 ? N1 C2 C3 109.11(13) . . ? N1 C2 C1 109.56(12) . . ? C3 C2 C1 112.44(13) . . ? C2 C3 C1 110.16(13) . 5_565 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1A Cl2 0.89 2.43 3.1747(15) 141.2 2_564 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.382 _refine_diff_density_min -0.629 _refine_diff_density_rms 0.088 # Attachment '- 2.CIF' data_2 _database_code_depnum_ccdc_archive 'CCDC 876003' #TrackingRef '- 2.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 Cd N6 S4' _chemical_formula_weight 515.02 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 monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 25.409(5) _cell_length_b 5.9049(12) _cell_length_c 14.194(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.94(3) _cell_angle_gamma 90.00 _cell_volume 2026.0(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour colorless _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 1.688 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1040 _exptl_absorpt_coefficient_mu 1.501 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.861 _exptl_absorpt_correction_T_max 0.861 _exptl_absorpt_process_details ;Higashi, T.(1995).Program for Absorption Correction. Rigaku Corporation, Tokyo,Japan. ; _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_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method w _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 9438 _diffrn_reflns_av_R_equivalents 0.0300 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2316 _reflns_number_gt 2031 _reflns_threshold_expression >2sigma(I) _computing_data_collection PROCESS-AUTO _computing_cell_refinement PROCESS-AUTO _computing_data_reduction PROCESS-AUTO _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0207P)^2^+2.8631P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2316 _refine_ls_number_parameters 135 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0259 _refine_ls_wR_factor_ref 0.0585 _refine_ls_wR_factor_gt 0.0566 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cd1 Cd 0.2500 0.2500 0.0000 0.02878(8) Uani 1 2 d S . . S1 S 0.26184(2) 0.00158(10) 0.17249(4) 0.03015(13) Uani 1 1 d . . . S2 S 0.43423(3) 0.10331(15) 0.17761(5) 0.04757(19) Uani 1 1 d . . . N1 N 0.27833(10) -0.4284(4) 0.10056(16) 0.0395(5) Uani 1 1 d . . . N2 N 0.33995(9) 0.1704(4) 0.01697(18) 0.0439(6) Uani 1 1 d . . . N3 N 0.36924(10) 0.4016(4) 0.30792(17) 0.0359(5) Uani 1 1 d . . . C1 C 0.37931(12) 0.2908(5) 0.4062(2) 0.0401(6) Uani 1 1 d . . . C2 C 0.44082(11) 0.2760(4) 0.4595(2) 0.0373(6) Uani 1 1 d . . . H2B H 0.4579 0.1785 0.4222 0.045 Uiso 1 1 calc R . . H2C H 0.4466 0.2079 0.5241 0.045 Uiso 1 1 calc R . . C3 C 0.46876(9) 0.5077(4) 0.47246(17) 0.0280(5) Uani 1 1 d . . . C4 C 0.45650(11) 0.6167(5) 0.37042(19) 0.0382(6) Uani 1 1 d . . . H4A H 0.4721 0.7679 0.3778 0.046 Uiso 1 1 calc R . . H4B H 0.4742 0.5289 0.3309 0.046 Uiso 1 1 calc R . . C5 C 0.39489(11) 0.6307(5) 0.3168(2) 0.0448(7) Uani 1 1 d . . . H5A H 0.3775 0.7300 0.3529 0.054 Uiso 1 1 calc R . . H5B H 0.3889 0.6942 0.2513 0.054 Uiso 1 1 calc R . . C6 C 0.27136(9) -0.2499(4) 0.12843(16) 0.0296(5) Uani 1 1 d . . . C7 C 0.37779(10) 0.1447(4) 0.08339(17) 0.0274(5) Uani 1 1 d . . . H3C H 0.3833(11) 0.314(5) 0.273(2) 0.028(7) Uiso 1 1 d . . . H3A H 0.3342(14) 0.412(6) 0.287(2) 0.055(10) Uiso 1 1 d . . . H3B H 0.4523(10) 0.597(4) 0.5123(19) 0.030(7) Uiso 1 1 d . . . H1B H 0.3638(12) 0.142(5) 0.389(2) 0.046(8) Uiso 1 1 d . . . H1A H 0.3594(12) 0.381(5) 0.440(2) 0.050(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.02638(13) 0.02637(13) 0.03195(13) -0.00256(11) 0.00657(9) 0.00164(10) S1 0.0349(3) 0.0264(3) 0.0298(3) -0.0034(2) 0.0111(2) -0.0005(2) S2 0.0369(4) 0.0684(5) 0.0345(3) 0.0003(3) 0.0068(3) 0.0051(3) N1 0.0516(14) 0.0270(11) 0.0352(11) -0.0032(10) 0.0066(10) -0.0009(10) N2 0.0352(12) 0.0526(14) 0.0461(13) 0.0006(12) 0.0159(11) 0.0072(11) N3 0.0289(12) 0.0377(12) 0.0359(12) -0.0015(10) 0.0023(10) 0.0002(10) C1 0.0348(14) 0.0421(17) 0.0402(14) 0.0072(13) 0.0066(11) -0.0061(12) C2 0.0354(13) 0.0331(14) 0.0378(13) 0.0115(12) 0.0031(10) -0.0034(11) C3 0.0294(12) 0.0260(12) 0.0274(11) -0.0010(10) 0.0071(9) 0.0032(10) C4 0.0346(13) 0.0350(14) 0.0369(13) 0.0077(12) -0.0012(11) -0.0054(11) C5 0.0415(15) 0.0360(15) 0.0448(15) 0.0100(13) -0.0046(12) -0.0011(12) C6 0.0304(11) 0.0305(12) 0.0249(10) 0.0038(11) 0.0040(9) -0.0021(11) C7 0.0281(12) 0.0295(12) 0.0284(11) -0.0007(10) 0.0143(10) -0.0024(10) _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 N2 2.272(2) 7 ? Cd1 N2 2.272(2) . ? Cd1 N1 2.351(2) 7_545 ? Cd1 N1 2.351(2) 1_565 ? Cd1 S1 2.7898(7) . ? Cd1 S1 2.7898(7) 7 ? S1 C6 1.658(3) . ? S2 C7 1.650(3) . ? N1 C6 1.159(3) . ? N1 Cd1 2.351(2) 1_545 ? N2 C7 1.130(3) . ? N3 C1 1.489(3) . ? N3 C5 1.490(4) . ? C1 C2 1.515(4) . ? C2 C3 1.526(3) . ? C3 C4 1.527(3) . ? C3 C3 1.541(5) 5_666 ? C4 C5 1.517(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 N2 Cd1 N2 180.00(17) 7 . ? N2 Cd1 N1 89.60(9) 7 7_545 ? N2 Cd1 N1 90.40(9) . 7_545 ? N2 Cd1 N1 90.40(9) 7 1_565 ? N2 Cd1 N1 89.60(9) . 1_565 ? N1 Cd1 N1 180.00(17) 7_545 1_565 ? N2 Cd1 S1 91.99(7) 7 . ? N2 Cd1 S1 88.01(7) . . ? N1 Cd1 S1 92.19(6) 7_545 . ? N1 Cd1 S1 87.81(6) 1_565 . ? N2 Cd1 S1 88.01(7) 7 7 ? N2 Cd1 S1 91.99(7) . 7 ? N1 Cd1 S1 87.81(6) 7_545 7 ? N1 Cd1 S1 92.19(6) 1_565 7 ? S1 Cd1 S1 180.00(3) . 7 ? C6 S1 Cd1 97.40(8) . . ? C6 N1 Cd1 153.1(2) . 1_545 ? C7 N2 Cd1 133.3(2) . . ? C1 N3 C5 112.0(2) . . ? N3 C1 C2 110.3(2) . . ? C1 C2 C3 112.2(2) . . ? C2 C3 C4 108.2(2) . . ? C2 C3 C3 112.1(2) . 5_666 ? C4 C3 C3 112.6(2) . 5_666 ? C5 C4 C3 112.1(2) . . ? N3 C5 C4 110.4(2) . . ? N1 C6 S1 177.9(2) . . ? N2 C7 S2 177.9(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N3 H3A S1 0.85(3) 2.73(3) 3.477(3) 148(3) 4 N3 H3C S2 0.87(3) 2.47(3) 3.337(3) 172(2) . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.393 _refine_diff_density_min -0.271 _refine_diff_density_rms 0.066