# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global _journal_coden_Cambridge 440 loop_ _publ_author_name 'De-Ji Che' 'Gang Li' 'Zi-Feng Li' 'Yu Zhu' 'Da-Peng Zou' _publ_contact_author_name 'Prof De-Ji Che' _publ_contact_author_address ; Depart. of Chem. Zhengzhou University Zhengzhou Henan 450052 CHINA ; _publ_contact_author_email 'CHEDJ@PUBLIC2.ZZ.HA.CN' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; Versatile coordination patterns in the reaction system of N-Benzoyl-N?(2-pyridyl)thiourea with CuCl2. Their reaction conditions, systematic isolation and crystal structures ; data_Compound_1 _database_code_CSD 182319 _audit_creation_date 'Mon Mar 18 18:51:41 2002' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 389.75 _chemical_formula_analytical ? _chemical_formula_sum 'C13 H9 Cl2 Cu N3 O S ' _chemical_formula_moiety 'C13 H9 Cl2 Cu N3 O S ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 16.801(3) _cell_length_b 6.951(1) _cell_length_c 24.335(6) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2841.8601 _cell_formula_units_Z 8 _cell_measurement_temperature 291.2 _cell_measurement_reflns_used 183 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 25.5 #------------------------------------------------------------------------------ _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c a ' _symmetry_Int_Tables_number 61 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z 1/2-x,-y,1/2+z -x,-y,-z 1/2-x,1/2+y,z x,1/2-y,1/2+z 1/2+x,y,1/2-z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.822 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1560.00 _exptl_absorpt_coefficient_mu 2.059 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 291.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'Imaging Plate' _diffrn_measurement_device 'Rigaku RAXISII' _diffrn_measurement_method ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 2523 _reflns_number_total 2523 _reflns_number_observed 2033 _reflns_observed_criterion >2.0sigma(I) _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.062 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2 _diffrn_reflns_theta_max 27.0 _diffrn_reflns_reduction_process 'Lp corrections applied' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 104 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 72 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 24 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 8 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; S 0 8 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl 0 16 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cu 0 8 0.320 1.265 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _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_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags Cu1 0.26736(6) 0.0970(1) 0.18734(4) 0.0365(3) Uani d . 1.00 . Cl1 0.2363(1) -0.1470(3) 0.24839(8) 0.0392(5) Uani d . 1.00 . Cl2 0.3772(1) 0.0929(3) 0.13453(10) 0.0505(6) Uani d . 1.00 . S1 0.0697(1) 0.0301(3) 0.05502(7) 0.0314(5) Uani d . 1.00 . O1 0.1472(3) -0.0183(8) -0.0177(2) 0.036(1) Uani d . 1.00 . N1 0.0326(3) 0.0707(8) 0.1214(2) 0.029(2) Uani d . 1.00 . N2 0.1657(3) 0.0922(8) 0.1387(2) 0.028(2) Uani d . 1.00 . N3 0.2300(4) 0.0367(9) 0.0538(2) 0.031(2) Uani d . 1.00 . C1 -0.0463(5) 0.066(1) 0.1343(3) 0.040(2) Uani d . 1.00 . C2 -0.0685(5) 0.098(1) 0.1870(4) 0.047(2) Uani d . 1.00 . C3 -0.0100(5) 0.135(1) 0.2277(4) 0.041(2) Uani d . 1.00 . C4 0.0677(4) 0.137(1) 0.2145(3) 0.034(2) Uani d . 1.00 . C5 0.0904(4) 0.1011(9) 0.1593(3) 0.026(2) Uani d . 1.00 . C6 0.1631(4) 0.0569(9) 0.0846(3) 0.024(2) Uani d . 1.00 . C7 0.2165(4) -0.0051(9) -0.0010(3) 0.026(2) Uani d . 1.00 . C8 0.2855(4) -0.0336(10) -0.0373(3) 0.029(2) Uani d . 1.00 . C9 0.3624(4) 0.006(1) -0.0209(3) 0.037(2) Uani d . 1.00 . C10 0.4253(5) -0.017(1) -0.0582(4) 0.050(3) Uani d . 1.00 . C11 0.4106(5) -0.078(1) -0.1115(3) 0.041(2) Uani d . 1.00 . C12 0.3349(5) -0.118(1) -0.1271(3) 0.041(2) Uani d . 1.00 . C13 0.2728(4) -0.095(1) -0.0910(3) 0.036(2) Uani d . 1.00 . H1 -0.0818 0.0463 0.1055 0.0457 Uiso calc . 1.00 . H2 -0.1212 0.0955 0.1979 0.0527 Uiso calc . 1.00 . H3 -0.0291 0.1418 0.2649 0.0527 Uiso calc . 1.00 . H4 0.1082 0.1523 0.2362 0.0527 Uiso calc . 1.00 . H5 0.3744 0.0334 0.0165 0.0527 Uiso calc . 1.00 . H6 0.4709 0.0085 -0.0507 0.0527 Uiso calc . 1.00 . H7 0.4608 -0.0975 -0.1378 0.0527 Uiso calc . 1.00 . H8 0.3273 -0.1601 -0.1654 0.0500 Uiso calc . 1.00 . H9 0.2294 -0.1276 -0.0994 0.0527 Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0302(6) 0.0526(6) 0.0268(6) -0.0047(4) 0.0014(4) -0.0012(4) Cl1 0.049(1) 0.0350(10) 0.033(1) 0.0012(8) 0.0069(9) -0.0006(7) Cl2 0.024(1) 0.072(1) 0.055(1) 0.0036(10) 0.0091(9) 0.021(1) S1 0.0210(9) 0.051(1) 0.0221(9) 0.0012(8) -0.0057(7) -0.0016(8) O1 0.021(3) 0.061(3) 0.025(3) -0.004(2) -0.006(2) -0.004(2) N1 0.026(3) 0.040(3) 0.020(3) 0.005(3) -0.003(2) -0.001(2) N2 0.018(3) 0.039(3) 0.026(3) -0.001(3) 0.000(3) 0.000(2) N3 0.031(4) 0.042(3) 0.019(3) 0.003(3) -0.003(3) 0.004(3) C1 0.019(4) 0.069(5) 0.033(4) 0.003(4) 0.000(3) -0.009(4) C2 0.022(4) 0.065(5) 0.053(6) 0.008(4) 0.003(4) 0.003(4) C3 0.042(5) 0.049(5) 0.034(4) 0.003(4) 0.007(4) 0.000(4) C4 0.026(4) 0.046(4) 0.029(4) 0.002(3) 0.000(3) -0.002(3) C5 0.022(4) 0.035(3) 0.020(3) 0.000(3) -0.006(3) -0.003(3) C6 0.022(4) 0.028(3) 0.023(3) -0.008(3) -0.005(3) 0.002(3) C7 0.024(4) 0.025(3) 0.029(4) 0.004(3) -0.001(3) -0.002(3) C8 0.034(4) 0.030(3) 0.022(4) 0.007(3) 0.000(3) 0.002(3) C9 0.030(4) 0.055(5) 0.026(4) -0.005(3) -0.006(3) 0.000(4) C10 0.029(5) 0.080(6) 0.042(5) -0.011(4) 0.002(4) -0.010(5) C11 0.022(4) 0.071(5) 0.031(4) 0.006(4) 0.008(3) 0.000(4) C12 0.035(5) 0.066(5) 0.023(4) 0.010(4) -0.001(3) -0.006(4) C13 0.024(4) 0.053(4) 0.033(4) 0.002(3) -0.003(3) -0.007(4) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00352|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.0001(7) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2033 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_obs 0.0623 _refine_ls_wR_factor_all 0.1120 _refine_ls_wR_factor_obs 0.0973 _refine_ls_goodness_of_fit_all 1.277 _refine_ls_goodness_of_fit_obs 1.217 _refine_ls_shift/esd_max 0.0001 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -0.63 _refine_diff_density_max 0.73 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CU1 CL1 2.313(2) 1_555 1_555 yes CU1 CL1 2.319(2) 1_555 6_555 yes CU1 CL2 2.247(2) 1_555 1_555 yes CU1 N2 2.083(5) 1_555 1_555 yes S1 N1 1.758(6) 1_555 1_555 yes S1 C6 1.744(7) 1_555 1_555 yes O1 C7 1.241(7) 1_555 1_555 yes N1 C1 1.362(9) 1_555 1_555 yes N1 C5 1.350(8) 1_555 1_555 yes N2 C5 1.368(8) 1_555 1_555 yes N2 C6 1.334(8) 1_555 1_555 yes N3 C6 1.356(8) 1_555 1_555 yes N3 C7 1.381(8) 1_555 1_555 yes C1 C2 1.35(1) 1_555 1_555 yes C2 C3 1.41(1) 1_555 1_555 yes C3 C4 1.34(1) 1_555 1_555 yes C4 C5 1.415(9) 1_555 1_555 yes C7 C8 1.476(9) 1_555 1_555 yes C8 C9 1.383(10) 1_555 1_555 yes C8 C13 1.395(10) 1_555 1_555 yes C9 C10 1.39(1) 1_555 1_555 yes C10 C11 1.39(1) 1_555 1_555 yes C11 C12 1.36(1) 1_555 1_555 yes C12 C13 1.38(1) 1_555 1_555 yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag CL1 CU1 CL1 98.37(7) 1_555 1_555 6_555 yes CL1 CU1 CL2 122.87(8) 1_555 1_555 1_555 yes CL1 CU1 N2 99.8(2) 1_555 1_555 1_555 yes CL1 CU1 CL2 113.39(8) 6_555 1_555 1_555 yes CL1 CU1 N2 110.8(2) 6_555 1_555 1_555 yes CL2 CU1 N2 110.4(2) 1_555 1_555 1_555 yes CU1 CL1 CU1 99.07(7) 1_555 1_555 6_545 yes N1 S1 C6 85.6(3) 1_555 1_555 1_555 yes S1 N1 C1 123.7(5) 1_555 1_555 1_555 yes S1 N1 C5 113.4(4) 1_555 1_555 1_555 yes C1 N1 C5 122.9(6) 1_555 1_555 1_555 yes CU1 N2 C5 123.3(4) 1_555 1_555 1_555 yes CU1 N2 C6 125.8(5) 1_555 1_555 1_555 yes C5 N2 C6 110.3(5) 1_555 1_555 1_555 yes C6 N3 C7 114.6(6) 1_555 1_555 1_555 yes N1 C1 C2 118.9(7) 1_555 1_555 1_555 yes N1 C1 H1 116(4) 1_555 1_555 1_555 no C2 C1 H1 124(4) 1_555 1_555 1_555 no C1 C2 C3 119.9(7) 1_555 1_555 1_555 yes C1 C2 H2 121(4) 1_555 1_555 1_555 no C3 C2 H2 118(4) 1_555 1_555 1_555 no C2 C3 C4 120.7(8) 1_555 1_555 1_555 yes C2 C3 H3 115(4) 1_555 1_555 1_555 no C4 C3 H3 123(5) 1_555 1_555 1_555 no C3 C4 C5 119.1(7) 1_555 1_555 1_555 yes C3 C4 H4 127(5) 1_555 1_555 1_555 no C5 C4 H4 112(5) 1_555 1_555 1_555 no N1 C5 N2 114.0(5) 1_555 1_555 1_555 yes N1 C5 C4 118.6(6) 1_555 1_555 1_555 yes N2 C5 C4 127.4(6) 1_555 1_555 1_555 yes S1 C6 N2 116.7(5) 1_555 1_555 1_555 yes S1 C6 N3 120.6(5) 1_555 1_555 1_555 yes N2 C6 N3 122.7(6) 1_555 1_555 1_555 yes O1 C7 N3 119.4(6) 1_555 1_555 1_555 yes O1 C7 C8 122.2(6) 1_555 1_555 1_555 yes N3 C7 C8 118.3(6) 1_555 1_555 1_555 yes C7 C8 C9 122.5(6) 1_555 1_555 1_555 yes C7 C8 C13 118.6(6) 1_555 1_555 1_555 yes C9 C8 C13 118.8(7) 1_555 1_555 1_555 yes C8 C9 C10 119.8(7) 1_555 1_555 1_555 yes C8 C9 H5 120(4) 1_555 1_555 1_555 no C10 C9 H5 119(4) 1_555 1_555 1_555 no C9 C10 C11 120.3(8) 1_555 1_555 1_555 yes C9 C10 H6 123(6) 1_555 1_555 1_555 no C11 C10 H6 116(6) 1_555 1_555 1_555 no C10 C11 C12 119.7(7) 1_555 1_555 1_555 yes C10 C11 H7 117(4) 1_555 1_555 1_555 no C12 C11 H7 122(4) 1_555 1_555 1_555 no C11 C12 C13 120.5(7) 1_555 1_555 1_555 yes C11 C12 H8 116(4) 1_555 1_555 1_555 no C13 C12 H8 122(4) 1_555 1_555 1_555 no C8 C13 C12 120.8(7) 1_555 1_555 1_555 yes C8 C13 H9 118(6) 1_555 1_555 1_555 no C12 C13 H9 120(6) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag CU1 CU1 3.5242(3) 1_555 6_545 ? CL1 CL1 3.5055(5) 1_555 6_545 ? CL2 C5 3.516(6) 1_555 6_545 ? CL2 N2 3.556(6) 1_555 6_545 ? S1 S1 3.581(3) 1_555 5_555 ? O1 C9 3.321(9) 1_555 6_545 ? O1 C1 3.324(9) 1_555 5_555 ? N3 N3 3.538(2) 1_555 6_545 ? C1 C11 3.51(1) 1_555 2_445 ? C13 C13 3.556(3) 1_555 6_545 ? #------------------------------------------------------------------------------ #===== END ===== data_Compound_2 _database_code_CSD 182320 #------------------------------------------------------------------------------ _audit_creation_date 'Fri May 21 11:31:30 1999' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 613.62 _chemical_formula_analytical ? _chemical_formula_sum 'C26 H22 Cl Cu N6 O2 S2 ' _chemical_formula_moiety 'C26 H22 Cl Cu N6 O2 S2 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 10.761(3) _cell_length_b 36.62(1) _cell_length_c 7.511(9) _cell_angle_alpha 90 _cell_angle_beta 116.186(6) _cell_angle_gamma 90 _cell_volume 2656.1799 _cell_formula_units_Z 4 _cell_measurement_temperature 293.2 _cell_measurement_reflns_used 235 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 26.0 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C c ' _symmetry_Int_Tables_number 9 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z x,-y,1/2+z 1/2+x,1/2+y,z 1/2+x,1/2-y,1/2+z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'yellow' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.300 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 1256.00 _exptl_absorpt_coefficient_mu 1.117 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 293.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku fixed anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'Imaging Plate' _diffrn_measurement_device 'Rigaku RAXISIV' _diffrn_measurement_method ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 2100 _reflns_number_total 2100 _reflns_number_observed 2075 _reflns_observed_criterion >1.0sigma(I) _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.071 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 46 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2 _diffrn_reflns_theta_max 27.5 _diffrn_reflns_reduction_process 'Lp corrections applied' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 104 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 88 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 24 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 8 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl 0 4 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; S 0 8 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cu 0 4 0.320 1.265 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _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_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags Cu1 0.4875 0.12134(2) 0.6673 0.0533(2) Uani d . 1.00 S Cl1 0.6953(2) 0.11725(4) 0.6514(4) 0.0863(7) Uani d . 1.00 . S1 0.4272(2) 0.17537(4) 0.7397(3) 0.0536(5) Uani d . 1.00 . S2 0.3547(1) 0.07197(4) 0.6082(3) 0.0469(5) Uani d . 1.00 . O1 0.2913(4) 0.2472(1) 0.7147(8) 0.059(2) Uani d . 1.00 . O2 0.1685(4) 0.0079(1) 0.5235(8) 0.064(2) Uani d . 1.00 . N1 0.5180(4) 0.2446(1) 0.7588(8) 0.042(1) Uani d . 1.00 . N2 0.6607(4) 0.1995(1) 0.7393(8) 0.045(1) Uani d . 1.00 . N3 0.7568(4) 0.2574(1) 0.7482(9) 0.047(1) Uani d . 1.00 . N4 0.3863(4) 0.0007(1) 0.5459(8) 0.039(1) Uani d . 1.00 . N5 0.5607(4) 0.0394(1) 0.5676(7) 0.038(1) Uani d . 1.00 . N6 0.6193(4) -0.0219(1) 0.5511(8) 0.045(1) Uani d . 1.00 . C1 0.5501(5) 0.3190(2) 0.881(1) 0.056(2) Uani d . 1.00 . C2 0.5593(6) 0.3558(2) 0.921(1) 0.085(2) Uani d . 1.00 . C3 0.4448(8) 0.3767(2) 0.870(1) 0.078(3) Uani d . 1.00 . C4 0.3143(7) 0.3605(2) 0.781(1) 0.067(2) Uani d . 1.00 . C5 0.3037(5) 0.3237(2) 0.7412(10) 0.053(2) Uani d . 1.00 . C6 0.4222(5) 0.3025(2) 0.7916(9) 0.042(2) Uani d . 1.00 . C7 0.3987(5) 0.2630(2) 0.749(1) 0.041(2) Uani d . 1.00 . C8 0.5387(5) 0.2086(2) 0.7446(9) 0.038(2) Uani d . 1.00 . C9 0.7702(5) 0.2215(2) 0.7493(9) 0.040(2) Uani d . 1.00 . C10 0.8860(5) 0.2039(2) 0.756(1) 0.050(2) Uani d . 1.00 . C11 0.9951(6) 0.2254(2) 0.765(1) 0.055(2) Uani d . 1.00 . C12 0.9825(6) 0.2626(2) 0.763(1) 0.059(2) Uani d . 1.00 . C13 0.8637(5) 0.2780(2) 0.755(1) 0.056(2) Uani d . 1.00 . C14 0.1173(5) -0.0675(2) 0.444(1) 0.061(2) Uani d . 1.00 . C15 0.0963(6) -0.1041(2) 0.432(1) 0.086(2) Uani d . 1.00 . C16 0.2082(7) -0.1279(2) 0.503(2) 0.085(3) Uani d . 1.00 . C17 0.3414(7) -0.1133(2) 0.588(1) 0.066(2) Uani d . 1.00 . C18 0.3604(5) -0.0765(2) 0.598(1) 0.044(2) Uani d . 1.00 . C19 0.2490(5) -0.0524(2) 0.5266(9) 0.037(1) Uani d . 1.00 . C20 0.2590(5) -0.0119(2) 0.530(1) 0.043(2) Uani d . 1.00 . C21 0.4360(4) 0.0353(2) 0.5726(9) 0.039(2) Uani d . 1.00 . C22 0.6535(5) 0.0126(2) 0.5615(9) 0.039(2) Uani d . 1.00 . C23 0.7803(5) 0.0254(2) 0.5719(10) 0.049(2) Uani d . 1.00 . C24 0.8724(5) -0.0013(2) 0.575(1) 0.058(2) Uani d . 1.00 . C25 0.8410(6) -0.0375(2) 0.570(1) 0.062(2) Uani d . 1.00 . C26 0.7108(5) -0.0468(2) 0.554(1) 0.060(2) Uani d . 1.00 . H1 0.6318 0.3050 0.9160 0.0670 Uiso calc . 1.00 . H2 0.6483 0.3668 0.9853 0.1027 Uiso calc . 1.00 . H3 0.4534 0.4023 0.8938 0.0944 Uiso calc . 1.00 . H4 0.2335 0.3747 0.7499 0.0809 Uiso calc . 1.00 . H5 0.2149 0.3127 0.6784 0.0627 Uiso calc . 1.00 . H6 0.5942 0.2599 0.7780 0.0508 Uiso calc . 1.00 . H7 0.6730 0.1741 0.7264 0.0536 Uiso calc . 1.00 . H8 0.8908 0.1780 0.7547 0.0604 Uiso calc . 1.00 . H9 1.0770 0.2145 0.7710 0.0664 Uiso calc . 1.00 . H10 1.0555 0.2778 0.7677 0.0707 Uiso calc . 1.00 . H11 0.8561 0.3038 0.7550 0.0679 Uiso calc . 1.00 . H12 0.0394 -0.0517 0.3946 0.0723 Uiso calc . 1.00 . H13 0.0046 -0.1135 0.3728 0.1031 Uiso calc . 1.00 . H14 0.1944 -0.1535 0.4960 0.1015 Uiso calc . 1.00 . H15 0.4193 -0.1291 0.6385 0.0797 Uiso calc . 1.00 . H16 0.4519 -0.0669 0.6551 0.0531 Uiso calc . 1.00 . H17 0.4460 -0.0175 0.5364 0.0467 Uiso calc . 1.00 . H18 0.5894 0.0640 0.5682 0.0449 Uiso calc . 1.00 . H19 0.8013 0.0507 0.5772 0.0587 Uiso calc . 1.00 . H20 0.9590 0.0057 0.5798 0.0696 Uiso calc . 1.00 . H21 0.9055 -0.0558 0.5760 0.0749 Uiso calc . 1.00 . H22 0.6863 -0.0719 0.5463 0.0713 Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0503(4) 0.0378(5) 0.0740(6) -0.0023(4) 0.0295(4) 0.0041(6) Cl1 0.0703(10) 0.043(1) 0.176(2) -0.0111(9) 0.082(1) -0.015(1) S1 0.0425(7) 0.0361(9) 0.088(2) -0.0056(7) 0.0345(9) 0.000(1) S2 0.0378(7) 0.0373(9) 0.073(1) 0.0029(7) 0.0310(8) -0.001(1) O1 0.037(2) 0.049(3) 0.097(4) -0.009(2) 0.035(2) -0.015(3) O2 0.038(2) 0.048(3) 0.116(5) 0.003(2) 0.044(2) -0.005(3) N1 0.027(2) 0.033(2) 0.060(4) -0.006(2) 0.014(3) -0.005(3) N2 0.037(2) 0.028(3) 0.071(4) -0.001(2) 0.025(2) -0.003(3) N3 0.045(2) 0.041(2) 0.054(4) -0.007(2) 0.021(3) 0.003(3) N4 0.032(2) 0.033(2) 0.058(4) -0.003(2) 0.025(2) -0.004(3) N5 0.029(2) 0.031(3) 0.060(4) -0.005(2) 0.026(2) -0.001(3) N6 0.038(2) 0.043(3) 0.053(4) 0.001(2) 0.019(3) -0.007(3) C1 0.038(2) 0.044(3) 0.080(6) 0.000(2) 0.022(3) -0.004(4) C2 0.061(4) 0.048(3) 0.121(8) -0.015(3) 0.016(5) -0.031(5) C3 0.084(3) 0.036(5) 0.106(7) 0.010(3) 0.034(5) -0.004(5) C4 0.076(3) 0.050(4) 0.075(7) 0.022(3) 0.032(4) 0.011(4) C5 0.051(3) 0.051(3) 0.056(5) 0.014(3) 0.024(3) 0.007(4) C6 0.042(2) 0.039(3) 0.039(4) -0.001(2) 0.012(3) -0.003(3) C7 0.035(2) 0.039(3) 0.050(4) 0.001(2) 0.019(3) 0.001(3) C8 0.040(2) 0.036(2) 0.035(4) -0.003(2) 0.013(3) -0.002(3) C9 0.035(2) 0.041(2) 0.042(4) -0.007(2) 0.015(3) -0.002(4) C10 0.037(3) 0.047(4) 0.058(5) 0.005(2) 0.014(3) -0.007(4) C11 0.045(3) 0.075(4) 0.051(5) -0.011(3) 0.026(4) -0.009(4) C12 0.050(3) 0.073(4) 0.054(5) -0.019(3) 0.023(4) -0.006(5) C13 0.046(3) 0.056(5) 0.061(5) -0.017(2) 0.018(3) 0.010(4) C14 0.037(2) 0.052(3) 0.086(6) -0.010(3) 0.021(3) -0.004(4) C15 0.058(3) 0.054(3) 0.120(8) -0.019(3) 0.016(5) 0.002(5) C16 0.074(3) 0.044(5) 0.121(8) -0.010(3) 0.029(5) 0.001(5) C17 0.069(3) 0.039(3) 0.091(6) 0.005(3) 0.036(4) 0.002(4) C18 0.038(2) 0.040(3) 0.053(5) -0.001(2) 0.019(3) -0.007(4) C19 0.034(2) 0.041(3) 0.042(4) -0.003(2) 0.022(3) 0.002(3) C20 0.035(2) 0.045(3) 0.059(5) -0.007(2) 0.030(3) 0.000(4) C21 0.026(2) 0.038(2) 0.050(5) -0.004(2) 0.015(3) -0.002(3) C22 0.030(2) 0.044(3) 0.039(4) 0.003(2) 0.014(3) -0.004(3) C23 0.035(3) 0.054(4) 0.056(5) -0.010(2) 0.018(3) -0.013(4) C24 0.038(3) 0.072(3) 0.062(5) 0.009(3) 0.021(3) -0.010(5) C25 0.052(3) 0.070(3) 0.066(6) 0.017(3) 0.028(4) -0.005(5) C26 0.052(3) 0.050(4) 0.081(6) 0.017(3) 0.034(4) -0.006(4) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00013|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.0005(1) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2075 _refine_ls_number_parameters 342 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0559 _refine_ls_R_factor_obs ? _refine_ls_wR_factor_all 0.0503 _refine_ls_wR_factor_obs ? _refine_ls_goodness_of_fit_all 1.050 _refine_ls_goodness_of_fit_obs 1.040 _refine_ls_shift/esd_max 0.0000 _refine_ls_shift/esd_mean 0.0000 _refine_diff_density_min -0.49 _refine_diff_density_max 0.67 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CU1 CL1 2.296(2) 1_555 1_555 yes CU1 S1 2.223(2) 1_555 1_555 yes CU1 S2 2.225(2) 1_555 1_555 yes S1 C8 1.696(6) 1_555 1_555 yes S2 C21 1.686(6) 1_555 1_555 yes O1 C7 1.213(6) 1_555 1_555 yes O2 C20 1.199(6) 1_555 1_555 yes N1 C7 1.423(6) 1_555 1_555 yes N1 C8 1.352(7) 1_555 1_555 yes N2 C8 1.371(6) 1_555 1_555 yes N2 C9 1.401(6) 1_555 1_555 yes N3 C9 1.320(7) 1_555 1_555 yes N3 C13 1.357(6) 1_555 1_555 yes N4 C20 1.401(6) 1_555 1_555 yes N4 C21 1.358(7) 1_555 1_555 yes N5 C21 1.367(5) 1_555 1_555 yes N5 C22 1.415(6) 1_555 1_555 yes N6 C22 1.308(6) 1_555 1_555 yes N6 C26 1.335(6) 1_555 1_555 yes C1 C2 1.371(8) 1_555 1_555 yes C1 C6 1.377(7) 1_555 1_555 yes C2 C3 1.355(9) 1_555 1_555 yes C3 C4 1.394(9) 1_555 1_555 yes C4 C5 1.374(9) 1_555 1_555 yes C5 C6 1.397(7) 1_555 1_555 yes C6 C7 1.477(8) 1_555 1_555 yes C9 C10 1.385(7) 1_555 1_555 yes C10 C11 1.392(8) 1_555 1_555 yes C11 C12 1.368(9) 1_555 1_555 yes C12 C13 1.373(8) 1_555 1_555 yes C14 C15 1.354(9) 1_555 1_555 yes C14 C19 1.387(7) 1_555 1_555 yes C15 C16 1.388(9) 1_555 1_555 yes C16 C17 1.392(9) 1_555 1_555 yes C17 C18 1.361(8) 1_555 1_555 yes C18 C19 1.390(7) 1_555 1_555 yes C19 C20 1.485(7) 1_555 1_555 yes C22 C23 1.412(7) 1_555 1_555 yes C23 C24 1.387(8) 1_555 1_555 yes C24 C25 1.365(9) 1_555 1_555 yes C25 C26 1.397(8) 1_555 1_555 yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag CL1 CU1 S1 117.83(7) 1_555 1_555 1_555 yes CL1 CU1 S2 119.42(7) 1_555 1_555 1_555 yes S1 CU1 S2 122.74(6) 1_555 1_555 1_555 yes CU1 S1 C8 111.3(2) 1_555 1_555 1_555 yes CU1 S2 C21 110.2(2) 1_555 1_555 1_555 yes C7 N1 C8 129.4(4) 1_555 1_555 1_555 yes C7 N1 H6 115.3(4) 1_555 1_555 1_555 no C8 N1 H6 115.3(4) 1_555 1_555 1_555 no C8 N2 C9 130.8(5) 1_555 1_555 1_555 yes C8 N2 H7 114.6(4) 1_555 1_555 1_555 no C9 N2 H7 114.6(4) 1_555 1_555 1_555 no C9 N3 C13 117.7(5) 1_555 1_555 1_555 yes C20 N4 C21 128.9(5) 1_555 1_555 1_555 yes C20 N4 H17 115.6(5) 1_555 1_555 1_555 no C21 N4 H17 115.6(4) 1_555 1_555 1_555 no C21 N5 C22 129.9(5) 1_555 1_555 1_555 yes C21 N5 H18 115.0(4) 1_555 1_555 1_555 no C22 N5 H18 115.1(4) 1_555 1_555 1_555 no C22 N6 C26 118.4(4) 1_555 1_555 1_555 yes C2 C1 C6 120.0(5) 1_555 1_555 1_555 yes C2 C1 H1 120.0(6) 1_555 1_555 1_555 no C6 C1 H1 120.0(6) 1_555 1_555 1_555 no C1 C2 C3 121.6(6) 1_555 1_555 1_555 yes C1 C2 H2 119.2(7) 1_555 1_555 1_555 no C3 C2 H2 119.3(7) 1_555 1_555 1_555 no C2 C3 C4 119.5(6) 1_555 1_555 1_555 yes C2 C3 H3 120.3(7) 1_555 1_555 1_555 no C4 C3 H3 120.2(7) 1_555 1_555 1_555 no C3 C4 C5 119.4(6) 1_555 1_555 1_555 yes C3 C4 H4 120.3(8) 1_555 1_555 1_555 no C5 C4 H4 120.3(7) 1_555 1_555 1_555 no C4 C5 C6 120.7(5) 1_555 1_555 1_555 yes C4 C5 H5 119.7(6) 1_555 1_555 1_555 no C6 C5 H5 119.7(6) 1_555 1_555 1_555 no C1 C6 C5 118.8(5) 1_555 1_555 1_555 yes C1 C6 C7 125.2(5) 1_555 1_555 1_555 yes C5 C6 C7 116.0(5) 1_555 1_555 1_555 yes O1 C7 N1 122.5(5) 1_555 1_555 1_555 yes O1 C7 C6 124.7(5) 1_555 1_555 1_555 yes N1 C7 C6 112.7(4) 1_555 1_555 1_555 yes S1 C8 N1 124.2(4) 1_555 1_555 1_555 yes S1 C8 N2 120.2(4) 1_555 1_555 1_555 yes N1 C8 N2 115.5(5) 1_555 1_555 1_555 yes N2 C9 N3 119.0(5) 1_555 1_555 1_555 yes N2 C9 C10 117.2(5) 1_555 1_555 1_555 yes N3 C9 C10 123.9(5) 1_555 1_555 1_555 yes C9 C10 C11 117.8(5) 1_555 1_555 1_555 yes C9 C10 H8 121.1(5) 1_555 1_555 1_555 no C11 C10 H8 121.1(5) 1_555 1_555 1_555 no C10 C11 C12 118.9(5) 1_555 1_555 1_555 yes C10 C11 H9 120.6(7) 1_555 1_555 1_555 no C12 C11 H9 120.5(7) 1_555 1_555 1_555 no C11 C12 C13 119.7(5) 1_555 1_555 1_555 yes C11 C12 H10 120.2(7) 1_555 1_555 1_555 no C13 C12 H10 120.1(7) 1_555 1_555 1_555 no N3 C13 C12 122.1(6) 1_555 1_555 1_555 yes N3 C13 H11 118.9(6) 1_555 1_555 1_555 no C12 C13 H11 119.0(6) 1_555 1_555 1_555 no C15 C14 C19 122.1(6) 1_555 1_555 1_555 yes C15 C14 H12 119.0(6) 1_555 1_555 1_555 no C19 C14 H12 118.9(6) 1_555 1_555 1_555 no C14 C15 C16 120.2(6) 1_555 1_555 1_555 yes C14 C15 H13 119.8(7) 1_555 1_555 1_555 no C16 C15 H13 119.9(8) 1_555 1_555 1_555 no C15 C16 C17 118.6(6) 1_555 1_555 1_555 yes C15 C16 H14 120.8(7) 1_555 1_555 1_555 no C17 C16 H14 120.6(7) 1_555 1_555 1_555 no C16 C17 C18 120.3(6) 1_555 1_555 1_555 yes C16 C17 H15 119.9(7) 1_555 1_555 1_555 no C18 C17 H15 119.8(7) 1_555 1_555 1_555 no C17 C18 C19 121.5(5) 1_555 1_555 1_555 yes C17 C18 H16 119.3(6) 1_555 1_555 1_555 no C19 C18 H16 119.2(6) 1_555 1_555 1_555 no C14 C19 C18 117.2(5) 1_555 1_555 1_555 yes C14 C19 C20 117.2(5) 1_555 1_555 1_555 yes C18 C19 C20 125.5(5) 1_555 1_555 1_555 yes O2 C20 N4 123.3(5) 1_555 1_555 1_555 yes O2 C20 C19 123.7(4) 1_555 1_555 1_555 yes N4 C20 C19 113.0(4) 1_555 1_555 1_555 yes S2 C21 N4 124.7(3) 1_555 1_555 1_555 yes S2 C21 N5 120.2(4) 1_555 1_555 1_555 yes N4 C21 N5 115.1(5) 1_555 1_555 1_555 yes N5 C22 N6 119.2(4) 1_555 1_555 1_555 yes N5 C22 C23 116.6(5) 1_555 1_555 1_555 yes N6 C22 C23 124.3(5) 1_555 1_555 1_555 yes C22 C23 C24 115.7(5) 1_555 1_555 1_555 yes C22 C23 H19 122.1(5) 1_555 1_555 1_555 no C24 C23 H19 122.2(5) 1_555 1_555 1_555 no C23 C24 C25 121.2(5) 1_555 1_555 1_555 yes C23 C24 H20 119.3(7) 1_555 1_555 1_555 no C25 C24 H20 119.5(6) 1_555 1_555 1_555 no C24 C25 C26 117.8(5) 1_555 1_555 1_555 yes C24 C25 H21 121.1(6) 1_555 1_555 1_555 no C26 C25 H21 121.1(7) 1_555 1_555 1_555 no N6 C26 C25 122.6(6) 1_555 1_555 1_555 yes N6 C26 H22 118.7(5) 1_555 1_555 1_555 no C25 C26 H22 118.7(5) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag O1 N3 3.361(8) 1_555 4_454 ? O1 N1 3.402(6) 1_555 4_454 ? O1 C11 3.463(7) 1_555 1_455 ? O1 C12 3.545(7) 1_555 1_455 ? O1 C9 3.589(8) 1_555 4_454 ? O2 C24 3.389(7) 1_555 1_455 ? O2 C24 3.478(8) 1_555 2_454 ? O2 C20 3.492(9) 1_555 2_555 ? O2 N4 3.588(7) 1_555 2_555 ? N1 C13 3.493(9) 1_555 4_454 ? N1 C12 3.581(9) 1_555 4_454 ? N2 C5 3.490(9) 1_555 4_555 ? N2 C12 3.513(8) 1_555 4_454 ? N3 C7 3.462(9) 1_555 4_555 ? N3 C11 3.535(8) 1_555 4_454 ? N4 C20 3.515(9) 1_555 2_554 ? N4 N6 3.590(7) 1_555 2_555 ? N5 C26 3.293(9) 1_555 2_555 ? N5 N6 3.460(7) 1_555 2_555 ? N5 C18 3.495(8) 1_555 2_554 ? N6 C21 3.286(8) 1_555 2_554 ? N6 C23 3.513(9) 1_555 2_555 ? C1 C11 3.575(9) 1_555 4_455 ? C6 C11 3.437(10) 1_555 4_455 ? C7 C9 3.429(9) 1_555 4_454 ? C7 C11 3.561(10) 1_555 4_455 ? C8 C13 3.345(9) 1_555 4_454 ? C8 C12 3.553(10) 1_555 4_454 ? C21 C26 3.546(9) 1_555 2_555 ? C22 C24 3.544(9) 1_555 2_555 ? C22 C25 3.560(10) 1_555 2_555 ? C23 C25 3.53(1) 1_555 2_555 ? C23 C24 3.57(1) 1_555 2_555 ? #------------------------------------------------------------------------------ data_Compound_3 _database_code_CSD 182321 #------------------------------------------------------------------------------ _audit_creation_date 'Mon Mar 18 18:47:19 2002' _audit_creation_method 'from TEXRAY.INF file' _audit_update_record ? #------------------------------------------------------------------------------ _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan' _computing_structure_solution ? _computing_structure_refinement 'teXsan' _computing_publication_material 'teXsan' _computing_molecular_graphics ? #------------------------------------------------------------------------------ _chemical_compound_source ? _chemical_name_common ? _chemical_formula_weight 391.76 _chemical_formula_analytical ? _chemical_formula_sum 'C13 H11 Cl2 Cu N3 O S ' _chemical_formula_moiety 'C13 H11 Cl2 Cu N3 O S ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 9.674(4) _cell_length_b 11.085(6) _cell_length_c 7.751(3) _cell_angle_alpha 97.63(3) _cell_angle_beta 102.76(3) _cell_angle_gamma 108.18(2) _cell_volume 751.8100 _cell_formula_units_Z 2 _cell_measurement_temperature 293.2 _cell_measurement_reflns_used 178 _cell_measurement_theta_min 2.8 _cell_measurement_theta_max 25.0 #------------------------------------------------------------------------------ _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1 ' _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.150 _exptl_crystal_size_min 0.100 _exptl_crystal_density_diffrn 1.730 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 394.00 _exptl_absorpt_coefficient_mu 1.946 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 293.2 _diffrn_radiation_wavelength 0.7107 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'Rigaku rotating anode' _diffrn_radiation_monochromator graphite _diffrn_radiation_detector 'Imaging Plate' _diffrn_measurement_device 'Rigaku RAXISII' _diffrn_measurement_method ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_decay_% 0.00 loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l ? ? ? _diffrn_reflns_number 2022 _reflns_number_total 2022 _reflns_number_observed 2001 _reflns_observed_criterion >1.0sigma(I) _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.062 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.0 _diffrn_reflns_theta_max 27.4 _diffrn_reflns_reduction_process 'Lp corrections applied' #------------------------------------------------------------------------------ loop_ _atom_type_symbol _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C 0 26 0.003 0.002 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; H 0 22 0.000 0.000 ;International Tables for Crystallography (1992, Vol. C, Table 6.1.1.2) ; N 0 6 0.006 0.003 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; O 0 2 0.011 0.006 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cu 0 2 0.320 1.265 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; Cl 0 4 0.148 0.159 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; S 0 2 0.125 0.123 ;International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1) ; #------------------------------------------------------------------------------ loop_ _atom_site_label _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_calc_flag _atom_site_calc_attached_atom _atom_site_occupancy _atom_site_refinement_flags Cu1 1.1412(1) 0.57775(9) 0.6418(1) 0.0462(3) Uani d . 1.00 . Cl1 1.2441(2) 0.7971(2) 0.7211(3) 0.0452(6) Uani d . 1.00 . Cl2 1.3143(2) 0.4744(2) 0.7265(2) 0.0335(5) Uani d . 1.00 . S1 0.9241(2) 0.4780(2) 0.7091(2) 0.0309(5) Uani d . 1.00 . O1 0.6732(5) 0.7504(4) 0.8063(6) 0.038(2) Uani d . 1.00 . N1 0.8720(6) 0.7030(5) 0.7444(6) 0.023(1) Uani d . 1.00 . N2 0.6831(6) 0.5205(5) 0.7649(7) 0.028(2) Uani d . 1.00 . N3 0.5864(6) 0.3477(5) 0.8980(7) 0.027(2) Uani d . 1.00 . C1 1.0044(8) 0.9753(7) 0.7225(10) 0.035(2) Uani d . 1.00 . C2 1.0662(9) 1.1060(8) 0.729(1) 0.045(3) Uani d . 1.00 . C3 1.0016(9) 1.1916(7) 0.789(1) 0.042(2) Uani d . 1.00 . C4 0.8723(9) 1.1466(7) 0.843(1) 0.043(2) Uani d . 1.00 . C5 0.8104(8) 1.0168(7) 0.8409(9) 0.033(2) Uani d . 1.00 . C6 0.8737(7) 0.9288(6) 0.7793(8) 0.026(2) Uani d . 1.00 . C7 0.7985(8) 0.7895(6) 0.7798(8) 0.025(2) Uani d . 1.00 . C8 0.8193(7) 0.5721(6) 0.7386(7) 0.021(2) Uani d . 1.00 . C9 0.6123(7) 0.3863(6) 0.7464(8) 0.024(2) Uani d . 1.00 . C10 0.5641(8) 0.2966(7) 0.5854(9) 0.033(2) Uani d . 1.00 . C11 0.4889(8) 0.1678(7) 0.582(1) 0.043(2) Uani d . 1.00 . C12 0.4586(8) 0.1288(7) 0.734(1) 0.046(2) Uani d . 1.00 . C13 0.5110(9) 0.2228(8) 0.8946(10) 0.041(2) Uani d . 1.00 . H1 1.0490 0.9168 0.6779 0.0404 Uiso calc . 1.00 . H2 1.1552 1.1371 0.6905 0.0538 Uiso calc . 1.00 . H3 1.0463 1.2814 0.7909 0.0495 Uiso calc . 1.00 . H4 0.8273 1.2054 0.8835 0.0519 Uiso calc . 1.00 . H5 0.7216 0.9862 0.8807 0.0387 Uiso calc . 1.00 . H6 0.9691 0.7264 0.7132 0.0282 Uiso calc . 1.00 . H7 0.6315 0.5783 0.7998 0.0333 Uiso calc . 1.00 . H8 0.5822 0.3234 0.4777 0.0381 Uiso calc . 1.00 . H9 0.4572 0.1054 0.4710 0.0510 Uiso calc . 1.00 . H10 0.4040 0.0403 0.7307 0.0555 Uiso calc . 1.00 . H11 0.4940 0.1985 1.0042 0.0499 Uiso calc . 1.00 . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Cu1 0.0298(6) 0.0313(6) 0.0819(7) 0.0127(5) 0.0199(5) 0.0139(5) Cl1 0.039(1) 0.024(1) 0.074(1) 0.0118(9) 0.0210(10) 0.0063(9) Cl2 0.029(1) 0.031(1) 0.0443(10) 0.0160(8) 0.0115(8) 0.0066(8) S1 0.027(1) 0.0221(10) 0.051(1) 0.0134(8) 0.0164(8) 0.0107(8) O1 0.029(3) 0.028(3) 0.060(3) 0.011(2) 0.022(2) 0.008(2) N1 0.021(3) 0.024(3) 0.031(3) 0.012(3) 0.012(2) 0.005(2) N2 0.028(3) 0.020(3) 0.038(3) 0.007(3) 0.017(3) 0.006(2) N3 0.026(3) 0.036(4) 0.029(3) 0.013(3) 0.016(2) 0.016(3) C1 0.033(4) 0.026(4) 0.054(4) 0.015(3) 0.020(4) 0.012(3) C2 0.041(5) 0.043(5) 0.066(5) 0.020(4) 0.026(4) 0.024(4) C3 0.046(5) 0.016(4) 0.071(5) 0.014(4) 0.016(4) 0.020(4) C4 0.043(5) 0.027(4) 0.060(5) 0.018(4) 0.012(4) 0.005(4) C5 0.032(4) 0.029(4) 0.042(4) 0.014(3) 0.013(3) 0.004(3) C6 0.027(4) 0.025(4) 0.028(3) 0.014(3) 0.001(3) 0.006(3) C7 0.025(4) 0.027(4) 0.020(3) 0.011(3) 0.002(3) 0.004(3) C8 0.022(4) 0.018(3) 0.016(3) 0.002(3) 0.002(3) 0.001(2) C9 0.014(3) 0.025(4) 0.037(4) 0.012(3) 0.008(3) 0.006(3) C10 0.034(4) 0.032(4) 0.036(4) 0.012(4) 0.016(3) 0.006(3) C11 0.029(4) 0.022(4) 0.067(5) 0.002(3) 0.014(4) -0.004(4) C12 0.031(5) 0.021(4) 0.085(6) 0.002(3) 0.026(4) 0.009(4) C13 0.041(5) 0.043(5) 0.055(5) 0.021(4) 0.026(4) 0.028(4) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00125|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.001(5) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2001 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.0739 _refine_ls_R_factor_obs 0.0732 _refine_ls_wR_factor_all 0.0663 _refine_ls_wR_factor_obs 0.0661 _refine_ls_goodness_of_fit_all 1.072 _refine_ls_goodness_of_fit_obs 1.075 _refine_ls_shift/esd_max 0.0007 _refine_ls_shift/esd_mean 0.0001 _refine_diff_density_min -0.78 _refine_diff_density_max 1.05 #------------------------------------------------------------------------------ _geom_special_details ; ? ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CU1 CL1 2.257(2) 1_555 1_555 yes CU1 CL2 2.337(2) 1_555 1_555 yes CU1 S1 2.257(2) 1_555 1_555 yes CU1 S1 2.595(2) 1_555 2_766 yes S1 C8 1.692(6) 1_555 1_555 yes O1 C7 1.225(7) 1_555 1_555 yes N1 C7 1.397(8) 1_555 1_555 yes N1 C8 1.371(7) 1_555 1_555 yes N2 C8 1.333(7) 1_555 1_555 yes N2 C9 1.405(7) 1_555 1_555 yes N3 C9 1.350(7) 1_555 1_555 yes N3 C13 1.346(8) 1_555 1_555 yes C1 C2 1.374(9) 1_555 1_555 yes C1 C6 1.399(9) 1_555 1_555 yes C2 C3 1.373(10) 1_555 1_555 yes C3 C4 1.376(9) 1_555 1_555 yes C4 C5 1.371(9) 1_555 1_555 yes C5 C6 1.395(8) 1_555 1_555 yes C6 C7 1.486(8) 1_555 1_555 yes C9 C10 1.374(8) 1_555 1_555 yes C10 C11 1.379(9) 1_555 1_555 yes C11 C12 1.376(9) 1_555 1_555 yes C12 C13 1.388(9) 1_555 1_555 yes #------------------------------------------------------------------------------ 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag CL1 CU1 CL2 113.70(7) 1_555 1_555 1_555 yes CL1 CU1 S1 118.47(7) 1_555 1_555 1_555 yes CL1 CU1 S1 105.03(7) 1_555 1_555 2_766 yes CL2 CU1 S1 109.90(7) 1_555 1_555 1_555 yes CL2 CU1 S1 102.36(6) 1_555 1_555 2_766 yes S1 CU1 S1 105.59(6) 1_555 1_555 2_766 yes CU1 S1 CU1 74.41(6) 1_555 1_555 2_766 yes CU1 S1 C8 115.0(2) 1_555 1_555 1_555 yes CU1 S1 C8 100.6(2) 2_766 1_555 1_555 yes C7 N1 C8 126.1(5) 1_555 1_555 1_555 yes C7 N1 H6 124.7(5) 1_555 1_555 1_555 no C8 N1 H6 109.2(5) 1_555 1_555 1_555 no C8 N2 C9 122.8(5) 1_555 1_555 1_555 yes C8 N2 H7 118.8(5) 1_555 1_555 1_555 no C9 N2 H7 118.4(5) 1_555 1_555 1_555 no C9 N3 C13 121.0(5) 1_555 1_555 1_555 yes C2 C1 C6 119.4(6) 1_555 1_555 1_555 yes C2 C1 H1 120.3(7) 1_555 1_555 1_555 no C6 C1 H1 120.4(6) 1_555 1_555 1_555 no C1 C2 C3 121.3(7) 1_555 1_555 1_555 yes C1 C2 H2 119.0(7) 1_555 1_555 1_555 no C3 C2 H2 119.7(7) 1_555 1_555 1_555 no C2 C3 C4 119.9(6) 1_555 1_555 1_555 yes C2 C3 H3 119.8(8) 1_555 1_555 1_555 no C4 C3 H3 120.3(7) 1_555 1_555 1_555 no C3 C4 C5 119.8(6) 1_555 1_555 1_555 yes C3 C4 H4 120.1(7) 1_555 1_555 1_555 no C5 C4 H4 120.1(7) 1_555 1_555 1_555 no C4 C5 C6 121.0(6) 1_555 1_555 1_555 yes C4 C5 H5 119.7(7) 1_555 1_555 1_555 no C6 C5 H5 119.3(6) 1_555 1_555 1_555 no C1 C6 C5 118.6(6) 1_555 1_555 1_555 yes C1 C6 C7 123.9(6) 1_555 1_555 1_555 yes C5 C6 C7 117.5(6) 1_555 1_555 1_555 yes O1 C7 N1 120.4(6) 1_555 1_555 1_555 yes O1 C7 C6 121.5(6) 1_555 1_555 1_555 yes N1 C7 C6 118.2(6) 1_555 1_555 1_555 yes S1 C8 N1 122.0(5) 1_555 1_555 1_555 yes S1 C8 N2 120.1(5) 1_555 1_555 1_555 yes N1 C8 N2 117.8(5) 1_555 1_555 1_555 yes N2 C9 N3 115.6(5) 1_555 1_555 1_555 yes N2 C9 C10 123.8(6) 1_555 1_555 1_555 yes N3 C9 C10 120.5(6) 1_555 1_555 1_555 yes C9 C10 C11 118.4(6) 1_555 1_555 1_555 yes C9 C10 H8 120.8(6) 1_555 1_555 1_555 no C11 C10 H8 120.8(6) 1_555 1_555 1_555 no C10 C11 C12 121.6(6) 1_555 1_555 1_555 yes C10 C11 H9 118.9(7) 1_555 1_555 1_555 no C12 C11 H9 119.5(7) 1_555 1_555 1_555 no C11 C12 C13 117.6(6) 1_555 1_555 1_555 yes C11 C12 H10 120.9(7) 1_555 1_555 1_555 no C13 C12 H10 121.5(8) 1_555 1_555 1_555 no N3 C13 C12 120.8(6) 1_555 1_555 1_555 yes N3 C13 H11 119.2(7) 1_555 1_555 1_555 no C12 C13 H11 120.0(7) 1_555 1_555 1_555 no #------------------------------------------------------------------------------ loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag CU1 S1 2.595(2) 1_555 2_766 ? CL1 C13 3.450(7) 1_555 2_767 ? CL1 C12 3.588(7) 1_555 1_665 ? CL2 N3 3.052(5) 1_555 2_767 ? CL2 C9 3.299(6) 1_555 1_655 ? CL2 N2 3.384(5) 1_555 1_655 ? CL2 N3 3.451(5) 1_555 1_655 ? S1 C3 3.581(7) 1_555 1_545 ? O1 C10 3.236(8) 1_555 2_666 ? O1 C13 3.258(8) 1_555 2_667 ? O1 C11 3.440(9) 1_555 2_666 ? N1 C4 3.407(8) 1_555 2_777 ? N1 C3 3.466(8) 1_555 2_777 ? C1 C2 3.349(9) 1_555 2_776 ? C1 C5 3.443(9) 1_555 2_777 ? C1 C1 3.55(1) 1_555 2_776 ? C3 C7 3.426(9) 1_555 2_777 ? C5 C6 3.577(8) 1_555 2_777 ? C6 C6 3.56(1) 1_555 2_777 ? #------------------------------------------------------------------------------ #==== END ====