# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry, 1999 # CCDC Number: 186/1545 data_che #------------------------------------------------------------------------------ _audit_creation_date 'Fri Jun 11 15:59:03 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 478.09 _chemical_formula_analytical ? _chemical_formula_sum 'C20 H22 Cu N4 O2 S2 ' _chemical_formula_moiety 'C20 H22 Cu N4 O2 S2 ' _chemical_formula_structural ? _chemical_melting_point ? #------------------------------------------------------------------------------ _cell_length_a 10.19(1) _cell_length_b 17.138(4) _cell_length_c 12.732(2) _cell_angle_alpha 90 _cell_angle_beta 102.900(4) _cell_angle_gamma 90 _cell_volume 2166(1) _cell_formula_units_Z 4 _cell_measurement_temperature 288.2 _cell_measurement_reflns_used 0 _cell_measurement_theta_min 2 _cell_measurement_theta_max 26 #------------------------------------------------------------------------------ _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n ' _symmetry_Int_Tables_number 14 _symmetry_space_group_name_Hall ? loop_ _symmetry_equiv_pos_as_xyz x,y,z 1/2-x,1/2+y,1/2-z -x,-y,-z 1/2+x,1/2-y,1/2+z _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'black' _exptl_crystal_size_max 0.400 _exptl_crystal_size_mid 0.400 _exptl_crystal_size_min 0.400 _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_meas 'not measured' _exptl_crystal_F_000 988.00 _exptl_absorpt_coefficient_mu 1.224 _exptl_absorpt_correction_type none _exptl_special_details ; ? ; #------------------------------------------------------------------------------ _diffrn_special_details ; ? ; _diffrn_ambient_temperature 288.2 _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 3764 _reflns_number_total 3764 _reflns_number_observed 3005 _reflns_observed_criterion >3.0sigma(I) _diffrn_reflns_av_R_equivalents 0.000 _diffrn_reflns_av_sigmaI/netI 0.031 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 0.00 _diffrn_reflns_theta_max 0.00 _diffrn_reflns_reduction_process 'Lp corrections applied' _diffrn_orient_matrix_UB_11 0.00000 _diffrn_orient_matrix_UB_12 0.00000 _diffrn_orient_matrix_UB_13 0.00000 _diffrn_orient_matrix_UB_21 0.00000 _diffrn_orient_matrix_UB_22 0.00000 _diffrn_orient_matrix_UB_23 0.00000 _diffrn_orient_matrix_UB_31 0.00000 _diffrn_orient_matrix_UB_32 0.00000 _diffrn_orient_matrix_UB_33 0.00000 #------------------------------------------------------------------------------ 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 80 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 16 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) ; 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 Cu(1) 0.37887(4) 0.03101(3) 0.88711(3) 0.0344(1) Uani d . 1.00 . S(1) 0.23691(9) -0.03780(6) 0.76050(8) 0.0424(3) Uani d . 1.00 . S(2) 0.2050(1) 0.06250(7) 0.96095(8) 0.0538(3) Uani d . 1.00 . O(1) 0.5210(3) 0.0272(2) 0.8093(2) 0.0522(9) Uani d . 1.00 . O(2) 0.5076(2) 0.0895(2) 0.9939(2) 0.0457(8) Uani d . 1.00 . N(1) 0.2779(3) -0.1448(2) 0.6243(2) 0.0471(9) Uani d . 1.00 . N(2) 0.4574(3) -0.0633(2) 0.6691(2) 0.0385(8) Uani d . 1.00 . N(3) 0.1846(3) 0.1378(2) 1.1357(2) 0.050(1) Uani d . 1.00 . N(4) 0.3814(3) 0.1651(2) 1.0886(2) 0.0375(9) Uani d . 1.00 . C(1) 0.1445(5) -0.1743(3) 0.6268(4) 0.062(1) Uani d . 1.00 . C(2) 0.3493(5) -0.1855(3) 0.5520(4) 0.071(2) Uani d . 1.00 . C(3) 0.3346(4) -0.0834(2) 0.6833(3) 0.0360(10) Uani d . 1.00 . C(4) 0.5351(4) -0.0091(2) 0.7251(3) 0.0354(10) Uani d . 1.00 . C(5) 0.6597(4) 0.0106(2) 0.6878(3) 0.038(1) Uani d . 1.00 . C(6) 0.6836(4) -0.0211(3) 0.5922(3) 0.049(1) Uani d . 1.00 . C(7) 0.8028(5) -0.0029(3) 0.5614(3) 0.060(1) Uani d . 1.00 . C(8) 0.8970(4) 0.0456(3) 0.6222(4) 0.063(2) Uani d . 1.00 . C(9) 0.8723(5) 0.0783(3) 0.7155(4) 0.063(2) Uani d . 1.00 . C(10) 0.7544(4) 0.0608(3) 0.7482(3) 0.050(1) Uani d . 1.00 . C(11) 0.0524(5) 0.1008(3) 1.1244(4) 0.073(2) Uani d . 1.00 . C(12) 0.2247(5) 0.1915(3) 1.2269(4) 0.069(2) Uani d . 1.00 . C(13) 0.2657(4) 0.1241(2) 1.0684(3) 0.0380(10) Uani d . 1.00 . C(14) 0.4870(4) 0.1488(2) 1.0490(3) 0.0355(10) Uani d . 1.00 . C(15) 0.6005(4) 0.2073(2) 1.0744(3) 0.0395(10) Uani d . 1.00 . C(16) 0.6036(4) 0.2639(3) 1.1500(3) 0.056(1) Uani d . 1.00 . C(17) 0.7079(5) 0.3178(3) 1.1720(5) 0.076(2) Uani d . 1.00 . C(18) 0.8062(5) 0.3166(3) 1.1145(5) 0.078(2) Uani d . 1.00 . C(19) 0.8046(5) 0.2609(3) 1.0382(4) 0.076(2) Uani d . 1.00 . C(20) 0.7011(5) 0.2054(3) 1.0165(3) 0.060(1) Uani d . 1.00 . H(1) 0.1234 -0.1654 0.6922 0.0765 Uiso calc . 1.00 . H(2) 0.1357 -0.2271 0.6058 0.0765 Uiso calc . 1.00 . H(3) 0.0785 -0.1449 0.5708 0.0765 Uiso calc . 1.00 . H(4) 0.3891 -0.2333 0.5849 0.0812 Uiso calc . 1.00 . H(5) 0.2923 -0.1973 0.4851 0.0812 Uiso calc . 1.00 . H(6) 0.4231 -0.1536 0.5396 0.0812 Uiso calc . 1.00 . H(7) 0.6115 -0.0598 0.5477 0.0572 Uiso calc . 1.00 . H(8) 0.8181 -0.0232 0.4957 0.0572 Uiso calc . 1.00 . H(9) 0.9858 0.0565 0.6013 0.0572 Uiso calc . 1.00 . H(10) 0.9414 0.1139 0.7674 0.0572 Uiso calc . 1.00 . H(11) 0.7396 0.0785 0.8292 0.0572 Uiso calc . 1.00 . H(12) 0.0612 0.0455 1.1190 0.0869 Uiso calc . 1.00 . H(13) -0.0070 0.1190 1.0594 0.0869 Uiso calc . 1.00 . H(14) 0.0145 0.1128 1.1837 0.0869 Uiso calc . 1.00 . H(15) 0.2121 0.1689 1.2903 0.0847 Uiso calc . 1.00 . H(16) 0.1665 0.2378 1.2115 0.0847 Uiso calc . 1.00 . H(17) 0.3136 0.2077 1.2319 0.0847 Uiso calc . 1.00 . H(18) 0.5132 0.2608 1.1930 0.0572 Uiso calc . 1.00 . H(19) 0.6972 0.3679 1.2205 0.0572 Uiso calc . 1.00 . H(20) 0.8944 0.3616 1.1254 0.0572 Uiso calc . 1.00 . H(21) 0.8833 0.2557 0.9954 0.0572 Uiso calc . 1.00 . H(22) 0.6994 0.1522 0.9637 0.0572 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 Cu(1) 0.0322(3) 0.0349(3) 0.0366(3) -0.0029(2) 0.0089(2) -0.0060(2) S(1) 0.0321(5) 0.0496(6) 0.0455(5) -0.0048(4) 0.0089(4) -0.0128(4) S(2) 0.0360(5) 0.0705(8) 0.0575(6) -0.0087(5) 0.0163(4) -0.0220(5) O(1) 0.046(2) 0.064(2) 0.052(2) -0.020(1) 0.024(1) -0.025(1) O(2) 0.036(1) 0.048(2) 0.054(2) -0.002(1) 0.011(1) -0.023(1) N(1) 0.047(2) 0.044(2) 0.052(2) -0.011(2) 0.014(1) -0.015(1) N(2) 0.035(2) 0.041(2) 0.041(2) -0.008(1) 0.011(1) -0.006(1) N(3) 0.053(2) 0.048(2) 0.055(2) 0.001(2) 0.026(2) -0.003(2) N(4) 0.045(2) 0.033(2) 0.037(2) 0.003(1) 0.014(1) -0.003(1) C(1) 0.058(3) 0.063(3) 0.067(3) -0.021(2) 0.015(2) -0.023(2) C(2) 0.066(3) 0.068(3) 0.084(3) -0.010(3) 0.028(3) -0.041(3) C(3) 0.039(2) 0.035(2) 0.032(2) 0.000(2) 0.004(1) 0.000(1) C(4) 0.036(2) 0.036(2) 0.036(2) 0.001(2) 0.012(1) 0.003(1) C(5) 0.036(2) 0.038(2) 0.041(2) 0.001(2) 0.011(1) 0.002(2) C(6) 0.045(2) 0.060(3) 0.047(2) -0.006(2) 0.020(2) -0.003(2) C(7) 0.060(3) 0.078(3) 0.049(2) 0.006(3) 0.030(2) 0.005(2) C(8) 0.042(2) 0.083(4) 0.067(3) -0.003(2) 0.021(2) 0.011(2) C(9) 0.052(3) 0.075(4) 0.066(3) -0.021(2) 0.020(2) -0.002(2) C(10) 0.048(2) 0.056(3) 0.049(2) -0.010(2) 0.016(2) -0.006(2) C(11) 0.060(3) 0.077(4) 0.097(4) 0.000(3) 0.051(3) 0.000(3) C(12) 0.091(4) 0.064(3) 0.064(3) 0.004(3) 0.040(3) -0.016(2) C(13) 0.041(2) 0.032(2) 0.042(2) 0.006(2) 0.013(1) 0.005(1) C(14) 0.041(2) 0.028(2) 0.036(2) 0.000(2) 0.005(1) -0.004(1) C(15) 0.039(2) 0.030(2) 0.046(2) 0.003(2) 0.004(1) 0.003(1) C(16) 0.056(3) 0.041(3) 0.068(3) -0.005(2) 0.005(2) -0.015(2) C(17) 0.074(4) 0.043(3) 0.103(4) -0.009(3) 0.001(3) -0.024(3) C(18) 0.069(4) 0.049(3) 0.103(4) -0.020(3) -0.007(3) 0.009(3) C(19) 0.062(3) 0.075(4) 0.097(4) -0.029(3) 0.030(3) 0.005(3) C(20) 0.062(3) 0.060(3) 0.065(3) -0.014(2) 0.024(2) -0.007(2) #------------------------------------------------------------------------------ _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme 'w = 1/[\s^2^(Fo) + 0.00124|Fo|^2^]' _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method 'Zachariasen(1967) type 2 Gaussian isotropic' _refine_ls_extinction_coef 0.004(1) _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 3005 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all ? _refine_ls_R_factor_obs 0.0385 _refine_ls_wR_factor_all ? _refine_ls_wR_factor_obs 0.0564 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.249 _refine_ls_shift/esd_max 0.0020 _refine_ls_shift/esd_mean 0.0002 _refine_diff_density_min -0.48 _refine_diff_density_max 0.46 #------------------------------------------------------------------------------ _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 Cu(1) S(1) 2.245(1) 1_555 1_555 yes Cu(1) S(2) 2.248(2) 1_555 1_555 yes Cu(1) O(1) 1.929(3) 1_555 1_555 yes Cu(1) O(2) 1.944(3) 1_555 1_555 yes Cu(1) O(2) 2.668(3) 1_555 3_657 yes S(1) C(3) 1.734(4) 1_555 1_555 yes S(2) C(13) 1.730(4) 1_555 1_555 yes O(1) C(4) 1.275(4) 1_555 1_555 yes O(2) C(14) 1.278(4) 1_555 1_555 yes N(1) C(1) 1.456(5) 1_555 1_555 yes N(1) C(2) 1.470(5) 1_555 1_555 yes N(1) C(3) 1.345(4) 1_555 1_555 yes N(2) C(3) 1.348(5) 1_555 1_555 yes N(2) C(4) 1.321(5) 1_555 1_555 yes N(3) C(11) 1.466(6) 1_555 1_555 yes N(3) C(12) 1.466(5) 1_555 1_555 yes N(3) C(13) 1.337(4) 1_555 1_555 yes N(4) C(13) 1.347(5) 1_555 1_555 yes N(4) C(14) 1.315(4) 1_555 1_555 yes C(1) H(1) 0.919 1_555 1_555 no C(1) H(2) 0.941 1_555 1_555 no C(1) H(3) 1.000 1_555 1_555 no C(2) H(4) 0.966 1_555 1_555 no C(2) H(5) 0.940 1_555 1_555 no C(2) H(6) 0.972 1_555 1_555 no C(4) C(5) 1.490(5) 1_555 1_555 yes C(5) C(6) 1.404(5) 1_555 1_555 yes C(5) C(10) 1.390(6) 1_555 1_555 yes C(6) C(7) 1.391(6) 1_555 1_555 yes C(6) H(7) 1.056 1_555 1_555 no C(7) C(8) 1.372(7) 1_555 1_555 yes C(7) H(8) 0.951 1_555 1_555 no C(8) C(9) 1.385(7) 1_555 1_555 yes C(8) H(9) 1.015 1_555 1_555 no C(9) C(10) 1.389(6) 1_555 1_555 yes C(9) H(10) 1.047 1_555 1_555 no C(10) H(11) 1.117 1_555 1_555 no C(11) H(12) 0.956 1_555 1_555 no C(11) H(13) 0.960 1_555 1_555 no C(11) H(14) 0.944 1_555 1_555 no C(12) H(15) 0.929 1_555 1_555 no C(12) H(16) 0.983 1_555 1_555 no C(12) H(17) 0.935 1_555 1_555 no C(14) C(15) 1.511(5) 1_555 1_555 yes C(15) C(16) 1.361(5) 1_555 1_555 yes C(15) C(20) 1.389(5) 1_555 1_555 yes C(16) C(17) 1.390(6) 1_555 1_555 yes C(16) H(18) 1.172 1_555 1_555 no C(17) C(18) 1.367(7) 1_555 1_555 yes C(17) H(19) 1.077 1_555 1_555 no C(18) C(19) 1.359(7) 1_555 1_555 yes C(18) H(20) 1.169 1_555 1_555 no C(19) C(20) 1.401(6) 1_555 1_555 yes C(19) H(21) 1.070 1_555 1_555 no C(20) H(22) 1.131 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 Cu(1) O(2) 2.668(3) 1_555 3_657 ? #------------------------------------------------------------------------------ _publ_requested_journal ' ENTER JOURNAL NAME HERE' _publ_contact_author ; ENTER NAME ENTER ADDRESS ; _publ_contact_letter ; ENTER TEXT OF LETTER ; _publ_requested_coeditor_name ? _publ_contact_author_phone ' ENTER PHONE NUMBER ' _publ_contact_author_fax ' ENTER FAX NUMBER ' _publ_contact_author_email ' ENTER EMAIL ADDRESS ' loop_ _publ_author_name _publ_author_address ' FIRST AUTHORS NAME ' ; FIRST AUTHORS ADDRESS ; _publ_section_title ; ENTER SECTION TITLE ; _publ_section_abstract ; ENTER ABSTRACT ; _publ_section_experimental ; ENTER EXPERIMENTAL SECTION ; _publ_section_comment ; ENTER TEXT ; _publ_section_references ; ENTER OTHER REFERENCES Molecular Structure Corporation. (1995). teXsan. Single Crystal Structure Analysis Software. Version 1.7. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Zachariasen, W. H. (1967). Acta Cryst. 23, 558-564. ; _publ_section_acknowledgements ; ENTER ACKNOWLEDGEMENTS ; _publ_section_table_legends ; ENTER TABLE LEGENDS ; _publ_section_figure_captions ; ENTER FIGURE CAPTIONS ; data_pccn _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C40 H46 Cl2 Cu2 N8 O4 S4' _chemical_formula_weight 1029.07 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 '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' 'Cl' 'Cl' 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pccn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-x, y+1/2, -z+1/2' 'x+1/2, -y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'x, -y-1/2, z-1/2' '-x-1/2, y, z-1/2' _cell_length_a 21.637(4) _cell_length_b 26.290(5) _cell_length_c 9.109(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5181.4(18) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 188 _cell_measurement_theta_min 3 _cell_measurement_theta_max 26 _exptl_crystal_description needle _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.319 _exptl_crystal_density_method ? _exptl_crystal_F_000 2120 _exptl_absorpt_coefficient_mu 1.129 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 'Rigaku raxis-IV' _diffrn_measurement_method 'oscillation frame' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2825 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1070 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2825 _reflns_number_observed 2114 _reflns_observed_criterion >2sigma(I) _computing_data_collection Raxis _computing_cell_refinement Raxis _computing_data_reduction Raxis _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics texsan _computing_publication_material texsan _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0702P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment fixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0001(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2825 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1635 _refine_ls_R_factor_obs 0.1070 _refine_ls_wR_factor_all 0.1945 _refine_ls_wR_factor_obs 0.1737 _refine_ls_goodness_of_fit_all 1.257 _refine_ls_goodness_of_fit_obs 1.312 _refine_ls_restrained_S_all 1.257 _refine_ls_restrained_S_obs 1.312 _refine_ls_shift/esd_max 0.001 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu1 Cu 0.44585(4) 0.97780(5) 0.49444(11) 0.0627(3) Uani 1 d . . Cl1 Cl 0.44170(9) 0.89062(10) 0.4486(2) 0.0598(7) Uani 1 d . . S1 S 0.35752(9) 1.01360(11) 0.5814(2) 0.0584(7) Uani 1 d . . S2 S 0.48232(9) 1.01831(11) 0.2840(2) 0.0542(7) Uani 1 d . . O1 O 0.3422(3) 0.9447(3) 0.9636(5) 0.069(2) Uani 1 d . . O2 O 0.3281(2) 1.1173(3) 0.3243(6) 0.064(2) Uani 1 d . . N1 N 0.2621(3) 0.9726(3) 0.7183(6) 0.048(2) Uani 1 d . . N2 N 0.3520(3) 0.9251(3) 0.7206(5) 0.045(2) Uani 1 d . . N3 N 0.4261(3) 1.0876(3) 0.1208(7) 0.063(2) Uani 1 d . . N4 N 0.4302(3) 1.1060(3) 0.3711(7) 0.050(2) Uani 1 d . . H4A H 0.4603(3) 1.1156(3) 0.4265(7) 0.060 Uiso 1 calc R . C1 C 0.2286(3) 1.0212(4) 0.6899(10) 0.072(3) Uani 1 d . . H1A H 0.1867(3) 1.0182(4) 0.7240(10) 0.109 Uiso 1 calc R . H1B H 0.2286(3) 1.0281(4) 0.5864(10) 0.109 Uiso 1 calc R . H1C H 0.2488(3) 1.0484(4) 0.7409(10) 0.109 Uiso 1 calc R . C2 C 0.2267(4) 0.9309(5) 0.7868(8) 0.074(4) Uani 1 d . . H2B H 0.1853(4) 0.9422(5) 0.8057(8) 0.110 Uiso 1 calc R . H2C H 0.2461(4) 0.9213(5) 0.8774(8) 0.110 Uiso 1 calc R . H2D H 0.2258(4) 0.9022(5) 0.7217(8) 0.110 Uiso 1 calc R . C3 C 0.3201(3) 0.9685(4) 0.6799(7) 0.040(3) Uani 1 d . . C4 C 0.3622(3) 0.9170(4) 0.8697(9) 0.054(3) Uani 1 d . . C5 C 0.3977(4) 0.8694(4) 0.9111(8) 0.054(3) Uani 1 d . . C6 C 0.4210(4) 0.8661(4) 1.0533(8) 0.072(3) Uani 1 d . . H6A H 0.4173(4) 0.8936(4) 1.1173(8) 0.087 Uiso 1 calc R . C7 C 0.4495(5) 0.8219(5) 1.0986(10) 0.119(5) Uani 1 d . . H7A H 0.4654(5) 0.8192(5) 1.1932(10) 0.143 Uiso 1 calc R . C8 C 0.4540(6) 0.7829(6) 1.0039(11) 0.145(6) Uani 1 d . . H8A H 0.4728(6) 0.7532(6) 1.0368(11) 0.174 Uiso 1 calc R . C9 C 0.4330(7) 0.7839(6) 0.8645(11) 0.138(6) Uani 1 d . . H9A H 0.4369(7) 0.7558(6) 0.8031(11) 0.166 Uiso 1 calc R . C10 C 0.4055(5) 0.8283(5) 0.8167(10) 0.098(4) Uani 1 d . . H10A H 0.3920(5) 0.8307(5) 0.7201(10) 0.117 Uiso 1 calc R . C11 C 0.4318(5) 1.0516(4) -0.0047(8) 0.083(4) Uani 1 d . . H11A H 0.4175(5) 1.0679(4) -0.0928(8) 0.125 Uiso 1 calc R . H11B H 0.4074(5) 1.0219(4) 0.0142(8) 0.125 Uiso 1 calc R . H11C H 0.4743(5) 1.0420(4) -0.0165(8) 0.125 Uiso 1 calc R . C12 C 0.4436(3) 1.0726(4) 0.2544(8) 0.052(3) Uani 1 d . . C13 C 0.4040(5) 1.1382(5) 0.0823(10) 0.094(4) Uani 1 d . . H13A H 0.3943(5) 1.1392(5) -0.0206(10) 0.141 Uiso 1 calc R . H13B H 0.4354(5) 1.1628(5) 0.1039(10) 0.141 Uiso 1 calc R . H13C H 0.3675(5) 1.1458(5) 0.1382(10) 0.141 Uiso 1 calc R . C14 C 0.3719(3) 1.1243(3) 0.4019(8) 0.042(2) Uani 1 d . . C15 C 0.3655(3) 1.1572(3) 0.5382(8) 0.043(2) Uani 1 d . . C16 C 0.4133(4) 1.1855(4) 0.5909(9) 0.066(3) Uani 1 d . . H16A H 0.4523(4) 1.1838(4) 0.5479(9) 0.079 Uiso 1 calc R . C17 C 0.4024(4) 1.2172(4) 0.7114(10) 0.076(3) Uani 1 d . . H17A H 0.4342(4) 1.2377(4) 0.7463(10) 0.092 Uiso 1 calc R . C18 C 0.3460(4) 1.2189(4) 0.7792(10) 0.075(3) Uani 1 d . . H18A H 0.3397(4) 1.2393(4) 0.8613(10) 0.090 Uiso 1 calc R . C19 C 0.2997(4) 1.1901(5) 0.7240(11) 0.086(4) Uani 1 d . . H19A H 0.2608(4) 1.1916(5) 0.7675(11) 0.103 Uiso 1 calc R . C20 C 0.3087(4) 1.1589(4) 0.6054(9) 0.059(3) Uani 1 d . . H20A H 0.2764(4) 1.1389(4) 0.5705(9) 0.071 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0483(6) 0.0631(9) 0.0768(6) -0.0012(6) 0.0175(6) 0.0047(6) Cl1 0.0529(12) 0.063(2) 0.0634(11) -0.0127(11) -0.0013(11) 0.0061(12) S1 0.0444(11) 0.060(2) 0.0703(12) 0.0104(13) 0.0092(11) 0.0147(11) S2 0.0549(12) 0.056(2) 0.0514(10) -0.0083(12) 0.0053(10) 0.0123(12) O1 0.079(4) 0.072(6) 0.055(3) -0.006(3) -0.005(3) 0.035(3) O2 0.039(3) 0.063(5) 0.089(4) -0.016(4) -0.014(3) 0.005(3) N1 0.035(4) 0.056(7) 0.054(3) -0.001(4) 0.008(3) 0.003(3) N2 0.051(4) 0.048(6) 0.035(3) 0.007(3) -0.002(3) 0.014(3) N3 0.073(5) 0.064(7) 0.053(4) -0.001(4) -0.004(4) 0.005(4) N4 0.036(4) 0.043(6) 0.070(4) -0.008(4) -0.003(3) 0.001(3) C1 0.041(5) 0.082(10) 0.095(6) -0.005(6) 0.011(5) 0.023(5) C2 0.047(5) 0.105(11) 0.068(5) -0.004(6) 0.011(4) 0.005(5) C3 0.028(4) 0.047(8) 0.046(4) 0.008(4) 0.006(3) 0.008(4) C4 0.043(5) 0.049(8) 0.070(5) -0.003(5) 0.003(4) -0.001(5) C5 0.053(5) 0.053(8) 0.055(5) -0.003(5) 0.015(4) 0.007(5) C6 0.096(7) 0.076(10) 0.045(4) 0.005(5) 0.002(5) 0.024(6) C7 0.190(11) 0.102(12) 0.064(6) 0.029(6) 0.005(7) 0.101(9) C8 0.242(14) 0.112(13) 0.080(7) 0.021(7) 0.031(8) 0.118(10) C9 0.249(14) 0.088(13) 0.079(7) -0.002(7) -0.011(9) 0.094(10) C10 0.138(9) 0.109(13) 0.047(5) 0.005(6) -0.001(6) 0.045(8) C11 0.096(7) 0.102(11) 0.051(5) -0.013(6) -0.014(5) 0.021(6) C12 0.040(4) 0.061(8) 0.056(4) -0.003(4) 0.002(4) 0.012(5) C13 0.139(10) 0.062(11) 0.080(6) 0.019(6) 0.006(7) 0.022(7) C14 0.041(5) 0.022(7) 0.063(5) 0.001(4) -0.006(4) -0.004(4) C15 0.033(4) 0.035(7) 0.062(4) 0.000(4) -0.007(4) -0.003(4) C16 0.038(5) 0.071(9) 0.088(6) -0.025(6) 0.013(5) 0.010(5) C17 0.073(6) 0.042(9) 0.114(7) -0.037(6) -0.026(6) -0.002(5) C18 0.068(6) 0.068(10) 0.088(6) -0.009(6) 0.012(6) 0.032(6) C19 0.057(6) 0.092(11) 0.110(7) -0.029(7) 0.034(6) 0.000(6) C20 0.041(5) 0.042(8) 0.096(6) -0.018(6) 0.014(5) -0.004(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 S1 2.273(2) . ? Cu1 S2 2.330(2) . ? Cu1 Cl1 2.331(3) . ? Cu1 S2 2.549(2) 5_676 ? Cu1 Cu1 2.620(2) 5_676 ? S1 C3 1.694(8) . ? S2 C12 1.677(9) . ? S2 Cu1 2.549(2) 5_676 ? O1 C4 1.204(10) . ? O2 C14 1.197(8) . ? N1 C3 1.306(8) . ? N1 C2 1.474(12) . ? N1 C1 1.491(12) . ? N2 C3 1.385(10) . ? N2 C4 1.392(9) . ? N3 C12 1.334(9) . ? N3 C13 1.457(13) . ? N3 C11 1.488(11) . ? N4 C14 1.379(9) . ? N4 C12 1.410(10) . ? C4 C5 1.515(13) . ? C5 C6 1.392(11) . ? C5 C10 1.393(14) . ? C6 C7 1.379(14) . ? C7 C8 1.34(2) . ? C8 C9 1.349(14) . ? C9 C10 1.38(2) . ? C14 C15 1.518(11) . ? C15 C16 1.362(11) . ? C15 C20 1.375(10) . ? C16 C17 1.399(12) . ? C17 C18 1.368(12) . ? C18 C19 1.354(14) . ? C19 C20 1.370(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 S1 Cu1 S2 112.46(10) . . ? S1 Cu1 Cl1 115.92(10) . . ? S2 Cu1 Cl1 108.36(9) . . ? S1 Cu1 S2 102.72(8) . 5_676 ? S2 Cu1 S2 115.24(6) . 5_676 ? Cl1 Cu1 S2 101.81(9) . 5_676 ? S1 Cu1 Cu1 123.65(11) . 5_676 ? S2 Cu1 Cu1 61.66(7) . 5_676 ? Cl1 Cu1 Cu1 118.65(8) . 5_676 ? S2 Cu1 Cu1 53.57(6) 5_676 5_676 ? C3 S1 Cu1 107.3(3) . . ? C12 S2 Cu1 110.7(3) . . ? C12 S2 Cu1 113.4(3) . 5_676 ? Cu1 S2 Cu1 64.76(6) . 5_676 ? C3 N1 C2 123.4(7) . . ? C3 N1 C1 119.4(7) . . ? C2 N1 C1 117.2(6) . . ? C3 N2 C4 117.8(7) . . ? C12 N3 C13 125.6(8) . . ? C12 N3 C11 119.4(8) . . ? C13 N3 C11 115.0(7) . . ? C14 N4 C12 124.0(6) . . ? N1 C3 N2 118.4(7) . . ? N1 C3 S1 122.9(6) . . ? N2 C3 S1 118.7(5) . . ? O1 C4 N2 122.9(8) . . ? O1 C4 C5 120.3(7) . . ? N2 C4 C5 116.7(8) . . ? C6 C5 C10 118.8(9) . . ? C6 C5 C4 117.8(8) . . ? C10 C5 C4 123.3(8) . . ? C7 C6 C5 119.5(10) . . ? C8 C7 C6 118.9(9) . . ? C7 C8 C9 124.5(12) . . ? C8 C9 C10 117.2(12) . . ? C9 C10 C5 121.0(9) . . ? N3 C12 N4 116.5(8) . . ? N3 C12 S2 122.7(7) . . ? N4 C12 S2 120.8(5) . . ? O2 C14 N4 123.4(7) . . ? O2 C14 C15 119.9(7) . . ? N4 C14 C15 116.6(6) . . ? C16 C15 C20 120.3(7) . . ? C16 C15 C14 122.0(7) . . ? C20 C15 C14 117.7(7) . . ? C15 C16 C17 118.3(8) . . ? C18 C17 C16 121.6(9) . . ? C19 C18 C17 118.4(9) . . ? C18 C19 C20 121.5(9) . . ? C19 C20 C15 119.9(8) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S2 Cu1 S1 C3 155.7(3) . . . . ? Cl1 Cu1 S1 C3 30.3(3) . . . . ? S2 Cu1 S1 C3 -79.8(3) 5_676 . . . ? Cu1 Cu1 S1 C3 -134.3(3) 5_676 . . . ? S1 Cu1 S2 C12 10.3(4) . . . . ? Cl1 Cu1 S2 C12 139.8(3) . . . . ? S2 Cu1 S2 C12 -107.0(3) 5_676 . . . ? Cu1 Cu1 S2 C12 -107.0(3) 5_676 . . . ? S1 Cu1 S2 Cu1 117.28(11) . . . 5_676 ? Cl1 Cu1 S2 Cu1 -113.26(9) . . . 5_676 ? S2 Cu1 S2 Cu1 0.0 5_676 . . 5_676 ? Cu1 Cu1 S2 Cu1 0.0 5_676 . . 5_676 ? C2 N1 C3 N2 -7.7(10) . . . . ? C1 N1 C3 N2 173.5(7) . . . . ? C2 N1 C3 S1 171.7(6) . . . . ? C1 N1 C3 S1 -7.1(10) . . . . ? C4 N2 C3 N1 -65.9(10) . . . . ? C4 N2 C3 S1 114.7(7) . . . . ? Cu1 S1 C3 N1 -164.7(6) . . . . ? Cu1 S1 C3 N2 14.7(7) . . . . ? C3 N2 C4 O1 3.4(12) . . . . ? C3 N2 C4 C5 -179.4(7) . . . . ? O1 C4 C5 C6 -17.4(13) . . . . ? N2 C4 C5 C6 165.4(8) . . . . ? O1 C4 C5 C10 159.4(9) . . . . ? N2 C4 C5 C10 -17.8(13) . . . . ? C10 C5 C6 C7 -1.8(15) . . . . ? C4 C5 C6 C7 175.1(9) . . . . ? C5 C6 C7 C8 -0.2(18) . . . . ? C6 C7 C8 C9 0.9(23) . . . . ? C7 C8 C9 C10 0.4(24) . . . . ? C8 C9 C10 C5 -2.5(21) . . . . ? C6 C5 C10 C9 3.2(17) . . . . ? C4 C5 C10 C9 -173.5(11) . . . . ? C13 N3 C12 N4 10.6(13) . . . . ? C11 N3 C12 N4 -172.6(7) . . . . ? C13 N3 C12 S2 -166.8(7) . . . . ? C11 N3 C12 S2 10.0(11) . . . . ? C14 N4 C12 N3 54.9(11) . . . . ? C14 N4 C12 S2 -127.6(7) . . . . ? Cu1 S2 C12 N3 -139.5(7) . . . . ? Cu1 S2 C12 N3 150.0(6) 5_676 . . . ? Cu1 S2 C12 N4 43.2(7) . . . . ? Cu1 S2 C12 N4 -27.3(8) 5_676 . . . ? C12 N4 C14 O2 -7.2(13) . . . . ? C12 N4 C14 C15 176.0(7) . . . . ? O2 C14 C15 C16 -149.0(9) . . . . ? N4 C14 C15 C16 28.0(12) . . . . ? O2 C14 C15 C20 28.9(11) . . . . ? N4 C14 C15 C20 -154.2(8) . . . . ? C20 C15 C16 C17 -1.9(14) . . . . ? C14 C15 C16 C17 175.9(8) . . . . ? C15 C16 C17 C18 2.3(15) . . . . ? C16 C17 C18 C19 -2.1(15) . . . . ? C17 C18 C19 C20 1.6(17) . . . . ? C18 C19 C20 C15 -1.3(16) . . . . ? C16 C15 C20 C19 1.4(14) . . . . ? C14 C15 C20 C19 -176.4(9) . . . . ? _refine_diff_density_max 0.437 _refine_diff_density_min -0.288 _refine_diff_density_rms 0.067