# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Hua-Bin Zhang' _publ_contact_author_email 'rkbohra@sifymail.com, rkbohra@sifymail.com' _publ_author_name 'Hua-Bin Zhang' data_1 _database_code_depnum_ccdc_archive 'CCDC 855562' #TrackingRef '1 and 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 2(Cu3C21H15N12S3),2(C3H7NO),3(H2O) _chemical_formula_sum 'C48 H52 Cu6 N26 O5 S6' _chemical_formula_weight 1646.76 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' Cu Cu 0.3201 1.2651 '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 23.323(4) _cell_length_b 14.104(2) _cell_length_c 22.736(4) _cell_angle_alpha 90.00 _cell_angle_beta 113.931(2) _cell_angle_gamma 90.00 _cell_volume 6836(2) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 10041 _cell_measurement_theta_min 2.1712 _cell_measurement_theta_max 27.4894 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.600 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3328 _exptl_absorpt_coefficient_mu 2.079 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.4547 _exptl_absorpt_correction_T_max 0.5744 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(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 Mercury70 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 28.5714 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26079 _diffrn_reflns_av_R_equivalents 0.0219 _diffrn_reflns_av_sigmaI/netI 0.0253 _diffrn_reflns_limit_h_min -28 _diffrn_reflns_limit_h_max 30 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 27.47 _reflns_number_total 7622 _reflns_number_gt 6559 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _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^)+(0.1199P)^2^+16.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7622 _refine_ls_number_parameters 403 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0566 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1769 _refine_ls_wR_factor_gt 0.1728 _refine_ls_goodness_of_fit_ref 1.087 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.18821(2) 0.68419(3) 0.40107(2) 0.02393(15) Uani 1 1 d . . . Cu2 Cu 0.15289(2) 0.77760(3) 0.49245(2) 0.02608(15) Uani 1 1 d . . . Cu3 Cu 0.234319(19) 0.60997(3) 0.54020(2) 0.02404(15) Uani 1 1 d . . . S3 S 0.09774(4) 0.67898(7) 0.41238(4) 0.0241(2) Uani 1 1 d . . . S2 S 0.27022(4) 0.69391(7) 0.63342(4) 0.0243(2) Uani 1 1 d . . . S1 S 0.31555(4) 0.57399(7) 0.51515(4) 0.0264(2) Uani 1 1 d . . . N9 N 0.15256(14) 0.5432(3) 0.50621(15) 0.0305(7) Uani 1 1 d . . . N4 N 0.06460(16) 0.5127(3) 0.15705(16) 0.0360(8) Uani 1 1 d . . . N10 N 0.05449(16) 0.5155(3) 0.44464(17) 0.0386(9) Uani 1 1 d . . . N12 N 0.23674(17) 0.2933(3) 0.68805(16) 0.0366(8) Uani 1 1 d . . . N11 N 0.07215(17) 0.4420(3) 0.48775(18) 0.0443(10) Uani 1 1 d . . . C15 C 0.10234(17) 0.5747(3) 0.45532(17) 0.0286(8) Uani 1 1 d . . . C3 C 0.17089(17) 0.5159(3) 0.27395(18) 0.0312(8) Uani 1 1 d . . . C21 C 0.1404(2) 0.3299(3) 0.5987(2) 0.0393(10) Uani 1 1 d . . . H21 H 0.0970 0.3167 0.5754 0.047 Uiso 1 1 calc R . . C7 C 0.1197(2) 0.5734(4) 0.2631(2) 0.0509(14) Uani 1 1 d . . . H7 H 0.1195 0.6151 0.2958 0.061 Uiso 1 1 calc R . . C17 C 0.16876(19) 0.4014(3) 0.57910(19) 0.0362(10) Uani 1 1 d . . . C2 C 0.22517(17) 0.5136(3) 0.33622(18) 0.0308(8) Uani 1 1 d . . . C16 C 0.13114(19) 0.4613(3) 0.52358(19) 0.0362(10) Uani 1 1 d . . . C4 C 0.1696(2) 0.4623(4) 0.2223(2) 0.0481(13) Uani 1 1 d . . . H4 H 0.2051 0.4259 0.2258 0.058 Uiso 1 1 calc R . . C20 C 0.1758(2) 0.2774(3) 0.6529(2) 0.0390(10) Uani 1 1 d . . . H20 H 0.1558 0.2277 0.6657 0.047 Uiso 1 1 calc R . . C5 C 0.1160(2) 0.4624(4) 0.1658(2) 0.0506(13) Uani 1 1 d . . . H5 H 0.1157 0.4244 0.1312 0.061 Uiso 1 1 calc R . . C19 C 0.2647(2) 0.3594(4) 0.6672(3) 0.0599(17) Uani 1 1 d . . . H19 H 0.3082 0.3701 0.6911 0.072 Uiso 1 1 calc R . . C6 C 0.0690(2) 0.5698(4) 0.2045(2) 0.0455(12) Uani 1 1 d . . . H6 H 0.0349 0.6115 0.1978 0.055 Uiso 1 1 calc R . . N1 N 0.22884(13) 0.5642(2) 0.38895(15) 0.0258(7) Uani 1 1 d . . . N3 N 0.27407(16) 0.4581(3) 0.34696(17) 0.0409(10) Uani 1 1 d . . . N2 N 0.31050(16) 0.4737(3) 0.41035(16) 0.0393(9) Uani 1 1 d . . . C18 C 0.2337(2) 0.4136(4) 0.6124(3) 0.0545(15) Uani 1 1 d . . . H18 H 0.2559 0.4576 0.5979 0.065 Uiso 1 1 calc R . . C1 C 0.28361(17) 0.5367(3) 0.43521(17) 0.0277(8) Uani 1 1 d . . . N6 N 0.19069(14) 0.7639(2) 0.68453(14) 0.0255(6) Uani 1 1 d . . . N5 N 0.14997(14) 0.7656(2) 0.57930(14) 0.0268(7) Uani 1 1 d . . . C8 C 0.20143(16) 0.7432(3) 0.63223(16) 0.0241(7) Uani 1 1 d . . . C9 C 0.10910(17) 0.8004(3) 0.60352(18) 0.0266(8) Uani 1 1 d . . . C10 C 0.04571(18) 0.8339(3) 0.56324(19) 0.0319(9) Uani 1 1 d . . . C11 C 0.0228(2) 0.8363(6) 0.4976(2) 0.0640(19) Uani 1 1 d . . . H11 H 0.0483 0.8148 0.4766 0.077 Uiso 1 1 calc R . . N7 N 0.13202(15) 0.8011(3) 0.66694(15) 0.0303(7) Uani 1 1 d . . . N8 N -0.07506(18) 0.8978(3) 0.48614(19) 0.0510(12) Uani 1 1 d . . . C12 C -0.0366(2) 0.8694(5) 0.4615(2) 0.0559(16) Uani 1 1 d . . . H12 H -0.0502 0.8717 0.4161 0.067 Uiso 1 1 calc R . . C14 C 0.0053(3) 0.8612(7) 0.5894(3) 0.086(3) Uani 1 1 d . . . H14 H 0.0177 0.8583 0.6347 0.104 Uiso 1 1 calc R . . C13 C -0.0539(3) 0.8933(8) 0.5497(3) 0.105(4) Uani 1 1 d . . . H13 H -0.0810 0.9134 0.5692 0.126 Uiso 1 1 calc R . . O1 O 0.0627(3) 0.1926(5) 0.6870(3) 0.110(2) Uani 1 1 d . . . N13 N 0.0808(3) 0.0776(5) 0.7608(3) 0.0805(17) Uani 1 1 d . . . C22 C 0.0675(3) 0.1672(7) 0.7417(4) 0.081(2) Uani 1 1 d . . . H22 H 0.0616 0.2123 0.7698 0.097 Uiso 1 1 calc R . . C24 C 0.1040(8) 0.0227(13) 0.7162(6) 0.238(11) Uani 1 1 d . . . H24A H 0.0704 -0.0187 0.6879 0.356 Uiso 1 1 calc R . . H24B H 0.1405 -0.0158 0.7422 0.356 Uiso 1 1 calc R . . H24C H 0.1158 0.0676 0.6902 0.356 Uiso 1 1 calc R . . C23 C 0.0785(4) 0.0431(7) 0.8182(3) 0.136(5) Uani 1 1 d . . . H6' H 0.2187 0.7564 0.7227 0.033(12) Uiso 1 1 d R . . H10' H 0.0104 0.5185 0.4119 0.12(3) Uiso 1 1 d R . . H2' H 0.3445 0.4436 0.4133 0.08(2) Uiso 1 1 d R . . O2 O 0.2292(4) 0.2824(7) 0.4684(3) 0.145(6) Uiso 0.50 1 d PR . . H2B H 0.1970 0.2510 0.4430 0.174 Uiso 1 1 d R . . H2A H 0.2140 0.3224 0.4868 0.174 Uiso 1 1 d R . . H23B H 0.0359 0.0402 0.8164 0.217 Uiso 1 1 d R . . H23A H 0.0967 -0.0193 0.8266 0.217 Uiso 1 1 d R . . H23C H 0.1037 0.0870 0.8523 0.217 Uiso 1 1 d R . . O3 O -0.0268(4) 0.6911(7) 0.7269(3) 0.477(17) Uiso 1 1 d R . . H3B H -0.0514 0.6721 0.6910 0.573 Uiso 1 1 d R . . H3A H -0.0345 0.7499 0.7238 0.573 Uiso 1 1 d 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 0.0177(2) 0.0302(3) 0.0190(2) -0.00202(16) 0.00239(18) 0.00642(16) Cu2 0.0192(2) 0.0374(3) 0.0160(2) -0.00243(17) 0.00127(17) 0.00647(17) Cu3 0.0161(2) 0.0305(3) 0.0190(2) -0.00082(16) 0.00033(17) 0.00322(16) S3 0.0159(4) 0.0333(5) 0.0167(4) 0.0012(3) 0.0001(3) 0.0037(3) S2 0.0159(4) 0.0342(5) 0.0171(4) -0.0007(3) 0.0006(3) 0.0064(3) S1 0.0174(4) 0.0352(5) 0.0185(4) -0.0048(3) -0.0009(3) 0.0070(3) N9 0.0197(15) 0.0408(18) 0.0203(14) 0.0062(13) -0.0027(12) -0.0011(13) N4 0.0242(16) 0.0439(19) 0.0271(16) -0.0090(14) -0.0027(13) 0.0069(14) N10 0.0206(15) 0.052(2) 0.0275(17) 0.0130(15) -0.0061(13) -0.0069(15) N12 0.0339(19) 0.0420(19) 0.0222(16) 0.0063(14) -0.0005(14) -0.0071(15) N11 0.0271(17) 0.056(2) 0.0312(19) 0.0172(17) -0.0072(14) -0.0101(16) C15 0.0177(16) 0.040(2) 0.0193(16) 0.0030(15) -0.0019(13) -0.0012(15) C3 0.0208(17) 0.040(2) 0.0230(17) -0.0077(15) -0.0016(14) 0.0069(15) C21 0.0250(19) 0.044(2) 0.035(2) 0.0076(18) -0.0027(17) -0.0035(17) C7 0.036(2) 0.069(3) 0.029(2) -0.021(2) -0.0067(18) 0.026(2) C17 0.0262(19) 0.049(2) 0.0229(19) 0.0112(17) -0.0007(15) -0.0068(17) C2 0.0215(17) 0.0341(19) 0.0251(18) -0.0101(15) -0.0028(14) 0.0084(15) C16 0.0259(19) 0.048(2) 0.0236(18) 0.0103(17) -0.0018(15) -0.0068(17) C4 0.035(2) 0.055(3) 0.037(2) -0.019(2) -0.0034(19) 0.017(2) C20 0.033(2) 0.039(2) 0.036(2) 0.0106(18) 0.0047(18) -0.0045(17) C5 0.041(2) 0.059(3) 0.034(2) -0.020(2) -0.0039(19) 0.015(2) C19 0.032(2) 0.066(3) 0.050(3) 0.029(3) -0.016(2) -0.015(2) C6 0.028(2) 0.062(3) 0.030(2) -0.012(2) -0.0047(17) 0.019(2) N1 0.0168(13) 0.0315(16) 0.0205(14) -0.0050(12) -0.0012(11) 0.0071(12) N3 0.0251(16) 0.058(2) 0.0250(17) -0.0176(16) -0.0051(13) 0.0176(16) N2 0.0247(16) 0.054(2) 0.0245(16) -0.0131(15) -0.0046(13) 0.0201(16) C18 0.034(2) 0.064(3) 0.044(3) 0.028(2) -0.005(2) -0.011(2) C1 0.0178(16) 0.0362(19) 0.0210(16) -0.0071(14) -0.0004(13) 0.0083(14) N6 0.0189(14) 0.0366(16) 0.0158(13) -0.0017(12) 0.0015(11) 0.0048(12) N5 0.0171(14) 0.0398(17) 0.0173(14) -0.0020(12) 0.0007(12) 0.0078(12) C8 0.0173(16) 0.0329(18) 0.0160(15) -0.0013(13) 0.0005(13) 0.0034(13) C9 0.0190(17) 0.0375(19) 0.0214(17) -0.0029(15) 0.0061(14) 0.0069(14) C10 0.0229(18) 0.043(2) 0.0231(18) -0.0045(16) 0.0025(15) 0.0106(16) C11 0.031(2) 0.132(6) 0.027(2) 0.008(3) 0.0087(19) 0.039(3) N7 0.0216(15) 0.0430(18) 0.0203(15) -0.0037(13) 0.0023(12) 0.0099(13) N8 0.0306(19) 0.073(3) 0.035(2) -0.0129(19) -0.0019(16) 0.0261(19) C12 0.030(2) 0.104(5) 0.025(2) -0.003(2) 0.0025(18) 0.028(3) C14 0.051(3) 0.174(8) 0.029(3) 0.009(4) 0.011(2) 0.065(4) C13 0.060(4) 0.201(10) 0.042(3) -0.002(4) 0.009(3) 0.085(5) O1 0.110(5) 0.130(6) 0.087(4) 0.016(4) 0.037(4) -0.003(4) N13 0.079(4) 0.086(4) 0.067(4) -0.009(3) 0.020(3) 0.001(3) C22 0.065(4) 0.105(6) 0.067(5) 0.008(4) 0.021(3) 0.003(4) C24 0.232(16) 0.247(18) 0.130(10) -0.095(12) -0.034(10) 0.163(15) C23 0.149(10) 0.204(13) 0.051(4) 0.017(6) 0.036(5) -0.032(9) _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 N1 2.012(3) . ? Cu1 S3 2.2281(11) . ? Cu1 S2 2.2644(11) 7_566 ? Cu1 Cu2 2.8495(7) . ? Cu2 N5 2.010(3) . ? Cu2 S3 2.2368(10) . ? Cu2 S1 2.2487(12) 7_566 ? Cu2 Cu3 2.9500(7) . ? Cu3 N9 1.981(3) . ? Cu3 S1 2.2465(11) . ? Cu3 S2 2.2705(10) . ? S3 C15 1.745(4) . ? S2 C8 1.739(4) . ? S2 Cu1 2.2644(11) 7_566 ? S1 C1 1.742(4) . ? S1 Cu2 2.2487(12) 7_566 ? N9 C15 1.345(4) . ? N9 C16 1.378(5) . ? N4 C6 1.316(6) . ? N4 C5 1.337(6) . ? N10 C15 1.335(5) . ? N10 N11 1.369(5) . ? N12 C19 1.329(6) . ? N12 C20 1.337(5) . ? N11 C16 1.312(5) . ? C3 C7 1.380(6) . ? C3 C4 1.386(6) . ? C3 C2 1.468(5) . ? C21 C17 1.375(6) . ? C21 C20 1.387(6) . ? C7 C6 1.378(5) . ? C17 C18 1.402(6) . ? C17 C16 1.476(5) . ? C2 N3 1.322(5) . ? C2 N1 1.368(5) . ? C4 C5 1.383(6) . ? C19 C18 1.388(6) . ? N1 C1 1.341(4) . ? N3 N2 1.362(4) . ? N2 C1 1.338(5) . ? N6 C8 1.343(5) . ? N6 N7 1.365(4) . ? N5 C8 1.348(4) . ? N5 C9 1.370(5) . ? C9 N7 1.319(5) . ? C9 C10 1.466(5) . ? C10 C14 1.358(7) . ? C10 C11 1.367(6) . ? C11 C12 1.374(6) . ? N8 C12 1.299(6) . ? N8 C13 1.326(7) . ? C14 C13 1.385(7) . ? O1 C22 1.255(10) . ? N13 C22 1.331(11) . ? N13 C23 1.415(10) . ? N13 C24 1.536(14) . ? O2 O2 1.646(16) 7_556 ? O3 O3 1.265(16) 2_556 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 S3 120.58(10) . . ? N1 Cu1 S2 107.43(10) . 7_566 ? S3 Cu1 S2 128.57(4) . 7_566 ? N1 Cu1 Cu2 141.27(10) . . ? S3 Cu1 Cu2 50.48(3) . . ? S2 Cu1 Cu2 101.10(3) 7_566 . ? N5 Cu2 S3 120.64(10) . . ? N5 Cu2 S1 107.24(10) . 7_566 ? S3 Cu2 S1 127.91(4) . 7_566 ? N5 Cu2 Cu1 144.31(10) . . ? S3 Cu2 Cu1 50.21(3) . . ? S1 Cu2 Cu1 100.01(3) 7_566 . ? N5 Cu2 Cu3 81.04(9) . . ? S3 Cu2 Cu3 82.70(3) . . ? S1 Cu2 Cu3 126.32(3) 7_566 . ? Cu1 Cu2 Cu3 64.177(18) . . ? N9 Cu3 S1 124.82(11) . . ? N9 Cu3 S2 122.97(11) . . ? S1 Cu3 S2 108.96(4) . . ? N9 Cu3 Cu2 82.15(10) . . ? S1 Cu3 Cu2 124.82(3) . . ? S2 Cu3 Cu2 82.20(3) . . ? C15 S3 Cu1 104.25(13) . . ? C15 S3 Cu2 100.62(13) . . ? Cu1 S3 Cu2 79.32(3) . . ? C8 S2 Cu1 102.31(14) . 7_566 ? C8 S2 Cu3 101.85(12) . . ? Cu1 S2 Cu3 96.91(4) 7_566 . ? C1 S1 Cu3 106.56(13) . . ? C1 S1 Cu2 102.45(15) . 7_566 ? Cu3 S1 Cu2 98.35(4) . 7_566 ? C15 N9 C16 103.5(3) . . ? C15 N9 Cu3 122.9(3) . . ? C16 N9 Cu3 133.6(3) . . ? C6 N4 C5 115.8(3) . . ? C15 N10 N11 110.9(3) . . ? C19 N12 C20 117.4(4) . . ? C16 N11 N10 102.9(3) . . ? N10 C15 N9 108.8(3) . . ? N10 C15 S3 124.7(3) . . ? N9 C15 S3 126.5(3) . . ? C7 C3 C4 116.7(4) . . ? C7 C3 C2 122.0(4) . . ? C4 C3 C2 121.3(4) . . ? C17 C21 C20 119.2(4) . . ? C6 C7 C3 119.5(4) . . ? C21 C17 C18 118.1(4) . . ? C21 C17 C16 120.0(4) . . ? C18 C17 C16 121.9(4) . . ? N3 C2 N1 113.9(3) . . ? N3 C2 C3 122.2(3) . . ? N1 C2 C3 123.8(3) . . ? N11 C16 N9 114.0(4) . . ? N11 C16 C17 121.5(4) . . ? N9 C16 C17 124.5(3) . . ? C5 C4 C3 119.2(4) . . ? N12 C20 C21 123.2(4) . . ? N4 C5 C4 123.9(4) . . ? N12 C19 C18 123.7(4) . . ? N4 C6 C7 124.5(4) . . ? C1 N1 C2 103.7(3) . . ? C1 N1 Cu1 119.2(2) . . ? C2 N1 Cu1 133.9(2) . . ? C2 N3 N2 102.8(3) . . ? C1 N2 N3 110.9(3) . . ? C19 C18 C17 118.2(5) . . ? N2 C1 N1 108.8(3) . . ? N2 C1 S1 124.5(3) . . ? N1 C1 S1 126.8(3) . . ? C8 N6 N7 110.4(3) . . ? C8 N5 C9 103.8(3) . . ? C8 N5 Cu2 121.6(3) . . ? C9 N5 Cu2 132.1(2) . . ? N6 C8 N5 108.7(3) . . ? N6 C8 S2 125.1(3) . . ? N5 C8 S2 126.1(3) . . ? N7 C9 N5 113.7(3) . . ? N7 C9 C10 122.6(3) . . ? N5 C9 C10 123.6(3) . . ? C14 C10 C11 116.1(4) . . ? C14 C10 C9 121.4(4) . . ? C11 C10 C9 122.5(4) . . ? C10 C11 C12 120.8(5) . . ? C9 N7 N6 103.3(3) . . ? C12 N8 C13 116.0(4) . . ? N8 C12 C11 123.6(5) . . ? C10 C14 C13 119.5(5) . . ? N8 C13 C14 123.9(6) . . ? C22 N13 C23 122.4(8) . . ? C22 N13 C24 111.2(10) . . ? C23 N13 C24 126.2(10) . . ? O1 C22 N13 120.6(9) . . ? 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 N6 H6' N12 0.86 1.94 2.730(4) 153.3 4_556 N10 H10' N4 1.00 1.82 2.802(4) 169.8 2 N2 H2' N8 0.88 2.04 2.740(5) 136.1 3_545 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 2.187 _refine_diff_density_min -0.925 _refine_diff_density_rms 0.189 data_2: _database_code_depnum_ccdc_archive 'CCDC 855563' #TrackingRef '1 and 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 6(CuC7H5N4S) _chemical_formula_sum 'C42 H30 Cu6 N24 S6' _chemical_formula_weight 1444.50 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' Cu Cu 0.3201 1.2651 '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' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Trigonal _symmetry_space_group_name_H-M P-31c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, -z+1/2' '-x+y, y, -z+1/2' 'x, x-y, -z+1/2' '-x, -y, -z' 'y, -x+y, -z' 'x-y, x, -z' 'y, x, z-1/2' 'x-y, -y, z-1/2' '-x, -x+y, z-1/2' _cell_length_a 19.7989(6) _cell_length_b 19.7989(6) _cell_length_c 17.4799(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 5934.1(4) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 13489 _cell_measurement_theta_min 2.6158 _cell_measurement_theta_max 27.4468 _exptl_crystal_description Prism _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.808 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 1.188 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.5881 _exptl_absorpt_correction_T_max 0.7555 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(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 Mercury70 _diffrn_measurement_method CCD_Profile_fitting _diffrn_detector_area_resol_mean 28.5714 _diffrn_reflns_number 45651 _diffrn_reflns_av_R_equivalents 0.0331 _diffrn_reflns_av_sigmaI/netI 0.0147 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.43 _reflns_number_total 4511 _reflns_number_gt 4017 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0679P)^2^+0.7284P] 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 4511 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0450 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1214 _refine_ls_wR_factor_gt 0.1152 _refine_ls_goodness_of_fit_ref 1.091 _refine_ls_restrained_S_all 1.091 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.004 -0.003 -0.010 3775 536 ' ' 2 0.333 0.667 0.250 7 0 ' ' 3 0.667 0.333 0.750 7 0 ' ' _platon_squeeze_details ; ; 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 Cu1 Cu 0.240473(15) 0.568478(16) 0.324516(13) 0.05727(12) Uani 1 1 d . . . S1 S 0.33574(3) 0.55443(3) 0.37372(2) 0.05224(15) Uani 1 1 d . . . N1 N 0.34811(9) 0.49374(10) 0.23475(8) 0.0519(4) Uani 1 1 d . . . N4 N 0.41327(14) 0.40117(14) -0.01691(10) 0.0829(6) Uani 1 1 d . . . N2 N 0.37830(12) 0.44796(11) 0.33401(8) 0.0660(5) Uani 1 1 d . . . N3 N 0.39436(13) 0.41540(12) 0.27272(9) 0.0708(5) Uani 1 1 d . . . C1 C 0.35184(12) 0.49448(12) 0.31199(9) 0.0511(4) Uani 1 1 d . . . C3 C 0.38696(13) 0.42882(13) 0.13390(10) 0.0605(5) Uani 1 1 d . . . C2 C 0.37504(13) 0.44485(12) 0.21399(10) 0.0578(5) Uani 1 1 d . . . C7 C 0.4366(2) 0.4009(2) 0.11716(12) 0.0968(10) Uani 1 1 d . . . H7 H 0.4626 0.3903 0.1570 0.116 Uiso 1 1 calc R . . C6 C 0.4481(2) 0.3886(2) 0.04141(14) 0.1041(10) Uani 1 1 d . . . H6 H 0.4831 0.3701 0.0307 0.125 Uiso 1 1 calc R . . C5 C 0.36674(18) 0.42906(18) -0.00035(12) 0.0849(8) Uani 1 1 d . . . H5 H 0.3422 0.4399 -0.0414 0.102 Uiso 1 1 calc R . . C4 C 0.35181(16) 0.44333(16) 0.07341(12) 0.0751(7) Uani 1 1 d . . . H4 H 0.3175 0.4630 0.0822 0.090 Uiso 1 1 calc R . . H2 H 0.3876 0.4381 0.3768 0.073(7) Uiso 1 1 d 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 0.06265(18) 0.0779(2) 0.03159(16) -0.00383(10) -0.00399(9) 0.03544(14) S1 0.0678(3) 0.0677(3) 0.0253(2) -0.00087(18) -0.00026(16) 0.0371(2) N1 0.0692(10) 0.0666(9) 0.0251(6) 0.0005(6) -0.0004(6) 0.0379(8) N4 0.1166(17) 0.1191(17) 0.0362(9) -0.0057(10) 0.0053(10) 0.0763(15) N2 0.1043(14) 0.0860(12) 0.0267(7) 0.0046(7) 0.0005(8) 0.0619(12) N3 0.1141(16) 0.0890(13) 0.0348(8) 0.0015(8) 0.0035(9) 0.0699(13) C1 0.0660(11) 0.0628(11) 0.0285(8) 0.0013(7) -0.0007(7) 0.0351(9) C3 0.0840(14) 0.0731(12) 0.0315(9) 0.0001(8) 0.0054(9) 0.0447(11) C2 0.0805(13) 0.0688(12) 0.0313(9) 0.0002(8) 0.0008(8) 0.0429(11) C7 0.151(3) 0.156(3) 0.0394(11) -0.0025(14) 0.0003(14) 0.119(2) C6 0.150(3) 0.168(3) 0.0525(13) -0.0099(16) 0.0059(16) 0.123(3) C5 0.125(2) 0.123(2) 0.0345(10) -0.0084(11) -0.0051(12) 0.0831(19) C4 0.1061(18) 0.1100(19) 0.0384(10) -0.0122(11) -0.0062(10) 0.0758(16) _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 N1 2.0026(16) 5 ? Cu1 S1 2.2134(5) . ? Cu1 S1 2.3108(6) 3_565 ? S1 C1 1.7474(19) . ? S1 Cu1 2.3108(6) 2_665 ? N1 C1 1.352(2) . ? N1 C2 1.367(2) . ? N1 Cu1 2.0027(15) 5 ? N4 C5 1.321(3) . ? N4 C6 1.323(3) . ? N2 C1 1.324(3) . ? N2 N3 1.367(2) . ? N2 H2 0.8173 . ? N3 C2 1.328(2) . ? C3 C4 1.373(3) . ? C3 C7 1.379(3) . ? C3 C2 1.480(2) . ? C7 C6 1.386(3) . ? C7 H7 0.9500 . ? C6 H6 0.9500 . ? C5 C4 1.383(3) . ? C5 H5 0.9500 . ? C4 H4 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 S1 130.64(5) 5 . ? N1 Cu1 S1 107.95(5) 5 3_565 ? S1 Cu1 S1 118.61(3) . 3_565 ? C1 S1 Cu1 107.56(6) . . ? C1 S1 Cu1 96.77(7) . 2_665 ? Cu1 S1 Cu1 92.90(2) . 2_665 ? C1 N1 C2 103.55(15) . . ? C1 N1 Cu1 122.59(13) . 5 ? C2 N1 Cu1 132.67(12) . 5 ? C5 N4 C6 116.63(19) . . ? C1 N2 N3 111.49(15) . . ? C1 N2 H2 130.3 . . ? N3 N2 H2 118.2 . . ? C2 N3 N2 102.28(16) . . ? N2 C1 N1 108.74(16) . . ? N2 C1 S1 124.26(13) . . ? N1 C1 S1 126.62(15) . . ? C4 C3 C7 117.27(18) . . ? C4 C3 C2 122.11(19) . . ? C7 C3 C2 120.58(19) . . ? N3 C2 N1 113.93(15) . . ? N3 C2 C3 121.68(18) . . ? N1 C2 C3 124.29(17) . . ? C3 C7 C6 119.1(2) . . ? C3 C7 H7 120.5 . . ? C6 C7 H7 120.5 . . ? N4 C6 C7 123.8(2) . . ? N4 C6 H6 118.1 . . ? C7 C6 H6 118.1 . . ? N4 C5 C4 123.7(2) . . ? N4 C5 H5 118.2 . . ? C4 C5 H5 118.2 . . ? C3 C4 C5 119.5(2) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? 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 N2 H2 N4 0.82 1.97 2.789(2) 175.0 10_556 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.43 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.288 _refine_diff_density_min -0.320 _refine_diff_density_rms 0.046