# Electronic Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and The Centre National de la Recherche Scientifique 2011 data_global _journal_name_full 'New J.Chem.' _journal_coden_cambridge 0440 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Andrew J.P. White' _publ_contact_author_email a.white@imperial.ac. loop_ _publ_author_name M.Afzaal A.White P.O'Brien data_1 _database_code_depnum_ccdc_archive 'CCDC 812045' #TrackingRef '- NJC 02-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H38 Cu2 N2 O6 P2 S4' _chemical_formula_sum 'C16 H38 Cu2 N2 O6 P2 S4' _chemical_formula_weight 671.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.7684(4) _cell_length_b 11.9449(6) _cell_length_c 11.2266(6) _cell_angle_alpha 90.00 _cell_angle_beta 96.833(2) _cell_angle_gamma 90.00 _cell_volume 1433.79(12) _cell_formula_units_Z 2 _cell_measurement_temperature 203 _cell_measurement_reflns_used 23 _cell_measurement_theta_min 11.87 _cell_measurement_theta_max 28.00 _exptl_crystal_description rhombs _exptl_crystal_colour 'Pale yellow' _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.556 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 5.888 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.2782 _exptl_absorpt_correction_T_max 0.7263 _exptl_absorpt_process_details ; Siemens XPREP ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 203 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2256 _diffrn_reflns_av_R_equivalents 0.0296 _diffrn_reflns_av_sigmaI/netI 0.0284 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 5.43 _diffrn_reflns_theta_max 60.01 _reflns_number_total 2129 _reflns_number_gt 1885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0429P)^2^+1.4608P] 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 SHELXL _refine_ls_extinction_coef 0.00150(16) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2129 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0393 _refine_ls_R_factor_gt 0.0334 _refine_ls_wR_factor_ref 0.0840 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_restrained_S_all 1.054 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.88874(4) 0.46612(4) 0.55300(4) 0.02225(18) Uani 1 1 d . . . S1 S 0.76068(7) 0.54303(6) 0.38939(7) 0.0244(2) Uani 1 1 d . . . C2 C 0.8508(3) 0.6612(3) 0.4112(3) 0.0190(7) Uani 1 1 d . . . S3 S 0.97014(7) 0.65709(6) 0.53163(7) 0.0189(2) Uani 1 1 d . . . N4 N 0.8319(2) 0.7514(2) 0.3434(2) 0.0201(6) Uani 1 1 d . . . C5 C 0.7368(3) 0.7540(3) 0.2382(3) 0.0270(8) Uani 1 1 d . . . H5A H 0.6996 0.8289 0.2301 0.032 Uiso 1 1 calc R . . H5B H 0.6702 0.7006 0.2496 0.032 Uiso 1 1 calc R . . C6 C 0.7928(4) 0.7250(3) 0.1250(3) 0.0355(9) Uani 1 1 d . . . H6A H 0.7281 0.7274 0.0571 0.053 Uiso 1 1 calc R . . H6B H 0.8284 0.6503 0.1323 0.053 Uiso 1 1 calc R . . H6C H 0.8578 0.7785 0.1128 0.053 Uiso 1 1 calc R . . C7 C 0.9061(3) 0.8552(3) 0.3636(3) 0.0262(7) Uani 1 1 d . . . H7A H 0.9172 0.8889 0.2860 0.031 Uiso 1 1 calc R . . H7B H 0.9891 0.8367 0.4045 0.031 Uiso 1 1 calc R . . C8 C 0.8442(4) 0.9382(3) 0.4375(4) 0.0423(10) Uani 1 1 d . . . H8A H 0.8954 1.0051 0.4489 0.064 Uiso 1 1 calc R . . H8B H 0.8344 0.9056 0.5150 0.064 Uiso 1 1 calc R . . H8C H 0.7626 0.9578 0.3966 0.064 Uiso 1 1 calc R . . P9 P 0.84071(8) 0.40723(7) 0.72459(7) 0.0226(2) Uani 1 1 d . . . O10 O 0.8678(2) 0.2786(2) 0.7484(2) 0.0341(6) Uani 1 1 d . . . C11 C 0.8443(4) 0.2239(3) 0.8589(4) 0.0407(10) Uani 1 1 d . . . H11A H 0.8670 0.1454 0.8557 0.061 Uiso 1 1 calc R . . H11B H 0.7563 0.2302 0.8686 0.061 Uiso 1 1 calc R . . H11C H 0.8939 0.2594 0.9262 0.061 Uiso 1 1 calc R . . O12 O 0.7013(2) 0.4278(2) 0.7558(2) 0.0389(6) Uani 1 1 d . . . C13 C 0.5979(4) 0.4016(4) 0.6664(5) 0.0519(12) Uani 1 1 d . . . H13A H 0.5199 0.4182 0.6977 0.078 Uiso 1 1 calc R . . H13B H 0.6004 0.3228 0.6461 0.078 Uiso 1 1 calc R . . H13C H 0.6040 0.4462 0.5951 0.078 Uiso 1 1 calc R . . O14 O 0.9136(3) 0.4579(2) 0.8459(2) 0.0386(6) Uani 1 1 d . . . C15 C 0.9191(5) 0.5758(4) 0.8614(4) 0.0589(14) Uani 1 1 d . . . H15A H 0.9659 0.5933 0.9384 0.088 Uiso 1 1 calc R . . H15B H 0.8350 0.6055 0.8586 0.088 Uiso 1 1 calc R . . H15C H 0.9603 0.6091 0.7977 0.088 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0218(3) 0.0236(3) 0.0214(3) 0.00539(19) 0.00265(19) 0.00127(19) S1 0.0228(4) 0.0194(4) 0.0283(4) 0.0025(3) -0.0079(3) -0.0024(3) C2 0.0154(15) 0.0225(17) 0.0188(15) -0.0019(13) 0.0011(12) 0.0044(13) S3 0.0181(4) 0.0197(4) 0.0178(4) -0.0018(3) -0.0018(3) 0.0003(3) N4 0.0190(13) 0.0181(13) 0.0223(13) 0.0035(11) -0.0008(11) 0.0024(11) C5 0.0240(17) 0.0273(18) 0.0282(17) 0.0078(15) -0.0029(14) 0.0041(14) C6 0.039(2) 0.040(2) 0.0249(18) 0.0009(16) -0.0048(16) 0.0085(17) C7 0.0279(17) 0.0182(16) 0.0322(18) 0.0058(14) 0.0022(14) -0.0009(14) C8 0.049(2) 0.031(2) 0.047(2) -0.0106(18) 0.0064(19) 0.0010(18) P9 0.0236(5) 0.0231(4) 0.0217(4) 0.0038(3) 0.0056(3) 0.0031(3) O10 0.0434(15) 0.0255(13) 0.0363(14) 0.0095(11) 0.0167(12) 0.0065(11) C11 0.047(2) 0.033(2) 0.044(2) 0.0182(18) 0.0155(19) 0.0003(18) O12 0.0305(14) 0.0480(16) 0.0405(15) 0.0069(13) 0.0135(11) 0.0073(12) C13 0.023(2) 0.047(3) 0.084(3) -0.002(2) 0.003(2) -0.0013(18) O14 0.0537(17) 0.0350(14) 0.0252(13) 0.0019(11) -0.0033(12) -0.0024(13) C15 0.101(4) 0.039(2) 0.034(2) -0.0082(19) -0.006(2) -0.008(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu P9 2.1703(10) . ? Cu S1 2.3488(9) . ? Cu S3 2.3920(9) 3_766 ? Cu S3 2.4657(9) . ? Cu Cu 2.9141(9) 3_766 ? S1 C2 1.714(3) . ? C2 N4 1.320(4) . ? C2 S3 1.752(3) . ? S3 Cu 2.3920(9) 3_766 ? N4 C5 1.469(4) . ? N4 C7 1.478(4) . ? C5 C6 1.510(5) . ? C7 C8 1.500(5) . ? P9 O10 1.580(2) . ? P9 O12 1.601(3) . ? P9 O14 1.607(3) . ? O10 C11 1.451(4) . ? O12 C13 1.442(5) . ? O14 C15 1.419(5) . ? 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 P9 Cu S1 129.88(4) . . ? P9 Cu S3 112.52(3) . 3_766 ? S1 Cu S3 105.76(3) . 3_766 ? P9 Cu S3 120.74(4) . . ? S1 Cu S3 75.20(3) . . ? S3 Cu S3 106.29(3) 3_766 . ? P9 Cu Cu 138.32(4) . 3_766 ? S1 Cu Cu 90.39(3) . 3_766 ? S3 Cu Cu 54.31(2) 3_766 3_766 ? S3 Cu Cu 51.99(2) . 3_766 ? C2 S1 Cu 86.60(10) . . ? N4 C2 S1 122.9(2) . . ? N4 C2 S3 121.1(2) . . ? S1 C2 S3 115.97(18) . . ? C2 S3 Cu 98.79(10) . 3_766 ? C2 S3 Cu 82.22(11) . . ? Cu S3 Cu 73.71(3) 3_766 . ? C2 N4 C5 121.7(3) . . ? C2 N4 C7 123.5(3) . . ? C5 N4 C7 114.7(3) . . ? N4 C5 C6 111.2(3) . . ? N4 C7 C8 111.8(3) . . ? O10 P9 O12 105.75(14) . . ? O10 P9 O14 99.28(14) . . ? O12 P9 O14 97.63(15) . . ? O10 P9 Cu 113.97(10) . . ? O12 P9 Cu 118.25(10) . . ? O14 P9 Cu 119.09(11) . . ? C11 O10 P9 122.3(2) . . ? C13 O12 P9 118.7(3) . . ? C15 O14 P9 119.1(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 60.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.489 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.074 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 812046' #TrackingRef '- NJC 02-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H38 Cu2 N2 P2 S4' _chemical_formula_sum 'C16 H38 Cu2 N2 P2 S4' _chemical_formula_weight 575.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.1476(6) _cell_length_b 12.1434(8) _cell_length_c 12.1663(9) _cell_angle_alpha 90.00 _cell_angle_beta 111.287(4) _cell_angle_gamma 90.00 _cell_volume 1396.92(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293 _cell_measurement_reflns_used 23 _cell_measurement_theta_min 10.72 _cell_measurement_theta_max 25.01 _exptl_crystal_description prisms _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.43 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 600 _exptl_absorpt_coefficient_mu 5.783 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.0894 _exptl_absorpt_correction_T_max 0.1992 _exptl_absorpt_process_details ; Siemens XPREP ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2206 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.0443 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 5.93 _diffrn_reflns_theta_max 59.97 _reflns_number_total 2078 _reflns_number_gt 1655 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0896P)^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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0027(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2078 _refine_ls_number_parameters 132 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.0658 _refine_ls_R_factor_gt 0.0512 _refine_ls_wR_factor_ref 0.1413 _refine_ls_wR_factor_gt 0.1329 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.073 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.56499(8) 0.59741(6) 0.52734(7) 0.0657(3) Uani 1 1 d . . . S1 S 0.60844(15) 0.60962(11) 0.34956(12) 0.0683(4) Uani 1 1 d . . . C2 C 0.6962(4) 0.4883(4) 0.3900(4) 0.0507(9) Uani 1 1 d . . . S3 S 0.68179(12) 0.42122(10) 0.51154(10) 0.0559(3) Uani 1 1 d . . . N4 N 0.7757(4) 0.4460(4) 0.3349(4) 0.0607(10) Uani 1 1 d . . . C5 C 0.8053(7) 0.5073(6) 0.2423(5) 0.0854(18) Uani 1 1 d . . . H5A H 0.9015 0.4924 0.2480 0.102 Uiso 1 1 calc R . . H5B H 0.7973 0.5857 0.2542 0.102 Uiso 1 1 calc R . . C6 C 0.7039(12) 0.4758(11) 0.1203(6) 0.152(5) Uani 1 1 d . . . H6A H 0.7260 0.5172 0.0620 0.229 Uiso 1 1 calc R . . H6B H 0.6088 0.4916 0.1139 0.229 Uiso 1 1 calc R . . H6C H 0.7129 0.3985 0.1077 0.229 Uiso 1 1 calc R . . C7 C 0.8470(6) 0.3370(5) 0.3660(5) 0.0704(13) Uani 1 1 d . . . H7A H 0.8518 0.3032 0.2953 0.084 Uiso 1 1 calc R . . H7B H 0.7908 0.2894 0.3959 0.084 Uiso 1 1 calc R . . C8 C 0.9930(7) 0.3458(6) 0.4564(6) 0.0881(18) Uani 1 1 d . . . H8A H 1.0344 0.2737 0.4735 0.132 Uiso 1 1 calc R . . H8B H 0.9887 0.3778 0.5272 0.132 Uiso 1 1 calc R . . H8C H 1.0497 0.3914 0.4266 0.132 Uiso 1 1 calc R . . P9 P 0.66258(15) 0.69877(12) 0.68698(13) 0.0713(4) Uani 1 1 d D . . C10 C 0.5723(11) 0.6946(13) 0.7903(10) 0.119(5) Uani 0.805(19) 1 d PDU A 1 H10A H 0.6206 0.7411 0.8565 0.178 Uiso 0.805(19) 1 calc PR A 1 H10B H 0.5712 0.6203 0.8170 0.178 Uiso 0.805(19) 1 calc PR A 1 H10C H 0.4769 0.7201 0.7522 0.178 Uiso 0.805(19) 1 calc PR A 1 C11 C 0.6807(17) 0.8416(7) 0.6651(9) 0.126(5) Uani 0.805(19) 1 d PDU A 1 H11A H 0.7259 0.8769 0.7400 0.189 Uiso 0.805(19) 1 calc PR A 1 H11B H 0.5889 0.8735 0.6260 0.189 Uiso 0.805(19) 1 calc PR A 1 H11C H 0.7371 0.8518 0.6173 0.189 Uiso 0.805(19) 1 calc PR A 1 C12 C 0.8412(10) 0.6656(8) 0.7881(9) 0.095(3) Uani 0.805(19) 1 d PDU A 1 H12A H 0.8684 0.7160 0.8533 0.143 Uiso 0.805(19) 1 calc PR A 1 H12B H 0.9060 0.6717 0.7473 0.143 Uiso 0.805(19) 1 calc PR A 1 H12C H 0.8429 0.5917 0.8167 0.143 Uiso 0.805(19) 1 calc PR A 1 C10' C 0.532(3) 0.761(4) 0.733(4) 0.112(10) Uiso 0.195(19) 1 d PDU A 2 H10D H 0.5777 0.8058 0.8015 0.168 Uiso 0.195(19) 1 calc PR A 2 H10E H 0.4769 0.7052 0.7514 0.168 Uiso 0.195(19) 1 calc PR A 2 H10F H 0.4714 0.8069 0.6704 0.168 Uiso 0.195(19) 1 calc PR A 2 C11' C 0.745(4) 0.820(3) 0.652(4) 0.114(10) Uiso 0.195(19) 1 d PDU A 2 H11D H 0.7882 0.8630 0.7226 0.171 Uiso 0.195(19) 1 calc PR A 2 H11E H 0.6750 0.8634 0.5942 0.171 Uiso 0.195(19) 1 calc PR A 2 H11F H 0.8164 0.7976 0.6223 0.171 Uiso 0.195(19) 1 calc PR A 2 C12' C 0.794(4) 0.654(3) 0.820(3) 0.103(9) Uiso 0.195(19) 1 d PDU A 2 H12D H 0.8147 0.7120 0.8776 0.154 Uiso 0.195(19) 1 calc PR A 2 H12E H 0.8784 0.6351 0.8060 0.154 Uiso 0.195(19) 1 calc PR A 2 H12F H 0.7605 0.5906 0.8493 0.154 Uiso 0.195(19) 1 calc PR A 2 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 Cu 0.0721(5) 0.0630(5) 0.0679(5) -0.0178(3) 0.0326(4) -0.0094(3) S1 0.0717(7) 0.0700(8) 0.0706(7) 0.0221(6) 0.0347(6) 0.0202(6) C2 0.0406(18) 0.062(2) 0.047(2) 0.0016(18) 0.0132(16) 0.0002(17) S3 0.0540(6) 0.0613(6) 0.0531(6) 0.0102(5) 0.0203(4) 0.0103(5) N4 0.060(2) 0.071(2) 0.057(2) -0.0017(18) 0.0273(17) 0.0039(19) C5 0.087(4) 0.112(5) 0.074(3) 0.008(3) 0.049(3) 0.008(4) C6 0.179(10) 0.219(13) 0.054(4) 0.002(5) 0.037(5) -0.019(10) C7 0.068(3) 0.068(3) 0.083(3) -0.013(3) 0.037(3) -0.002(2) C8 0.065(3) 0.098(4) 0.104(4) 0.008(4) 0.034(3) 0.018(3) P9 0.0678(8) 0.0726(8) 0.0770(8) -0.0299(7) 0.0306(6) -0.0146(6) C10 0.097(6) 0.174(11) 0.099(7) -0.065(7) 0.052(5) -0.042(7) C11 0.180(11) 0.076(5) 0.093(6) -0.016(5) 0.013(7) 0.009(6) C12 0.094(6) 0.089(5) 0.093(5) -0.022(4) 0.023(5) -0.010(5) _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 Cu P9 2.2070(15) . ? Cu S1 2.3638(15) . ? Cu S3 2.3846(14) 3_666 ? Cu S3 2.4870(14) . ? Cu Cu 2.6725(14) 3_666 ? S1 C2 1.699(5) . ? C2 N4 1.326(6) . ? C2 S3 1.740(4) . ? S3 Cu 2.3846(13) 3_666 ? N4 C5 1.470(7) . ? N4 C7 1.490(7) . ? C5 C6 1.516(10) . ? C7 C8 1.495(8) . ? P9 C12' 1.770(15) . ? P9 C11 1.775(9) . ? P9 C10' 1.783(15) . ? P9 C10 1.805(8) . ? P9 C11' 1.818(16) . ? P9 C12 1.828(8) . ? 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 P9 Cu S1 126.66(6) . . ? P9 Cu S3 109.32(5) . 3_666 ? S1 Cu S3 110.84(5) . 3_666 ? P9 Cu S3 118.27(6) . . ? S1 Cu S3 74.38(4) . . ? S3 Cu S3 113.50(4) 3_666 . ? P9 Cu Cu 137.39(7) . 3_666 ? S1 Cu Cu 93.83(5) . 3_666 ? S3 Cu Cu 58.59(4) 3_666 3_666 ? S3 Cu Cu 54.91(4) . 3_666 ? C2 S1 Cu 86.14(15) . . ? N4 C2 S1 122.7(3) . . ? N4 C2 S3 120.2(4) . . ? S1 C2 S3 117.1(2) . . ? C2 S3 Cu 106.39(14) . 3_666 ? C2 S3 Cu 81.50(16) . . ? Cu S3 Cu 66.50(4) 3_666 . ? C2 N4 C5 121.5(5) . . ? C2 N4 C7 123.0(4) . . ? C5 N4 C7 115.4(4) . . ? N4 C5 C6 111.6(6) . . ? N4 C7 C8 112.5(5) . . ? C12' P9 C10' 104.1(11) . . ? C11 P9 C10 103.8(5) . . ? C12' P9 C11' 101.7(11) . . ? C10' P9 C11' 100.6(10) . . ? C11 P9 C12 100.7(5) . . ? C10 P9 C12 98.9(4) . . ? C12' P9 Cu 125.6(15) . . ? C11 P9 Cu 116.8(3) . . ? C10' P9 Cu 111.5(14) . . ? C10 P9 Cu 114.7(3) . . ? C11' P9 Cu 110.2(15) . . ? C12 P9 Cu 119.2(3) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 59.97 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.662 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.075 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 812047' #TrackingRef '- NJC 02-11.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H50 Cu2 N2 P2 S4' _chemical_formula_sum 'C22 H50 Cu2 N2 P2 S4' _chemical_formula_weight 659.90 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' P P 0.1023 0.0942 '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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.0675(12) _cell_length_b 11.4557(13) _cell_length_c 12.6537(17) _cell_angle_alpha 90.00 _cell_angle_beta 92.088(8) _cell_angle_gamma 90.00 _cell_volume 1603.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 183 _cell_measurement_reflns_used 22 _cell_measurement_theta_min 5.12 _cell_measurement_theta_max 12.51 _exptl_crystal_description 'prismatic blocks' _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.67 _exptl_crystal_size_mid 0.60 _exptl_crystal_size_min 0.47 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.367 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 1.700 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.2349 _exptl_absorpt_correction_T_max 0.3479 _exptl_absorpt_process_details ; Siemens XPREP ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 183 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 7.64 _diffrn_reflns_number 2970 _diffrn_reflns_av_R_equivalents 0.0220 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.40 _diffrn_reflns_theta_max 24.99 _reflns_number_total 2817 _reflns_number_gt 2286 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _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^)+(0.0373P)^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 constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0033(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2817 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0499 _refine_ls_R_factor_gt 0.0353 _refine_ls_wR_factor_ref 0.0804 _refine_ls_wR_factor_gt 0.0761 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.021 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.44014(4) 0.48649(3) 0.58650(3) 0.03053(13) Uani 1 1 d . . . S1 S 0.43539(8) 0.28262(7) 0.56602(6) 0.03219(19) Uani 1 1 d . . . C2 C 0.3617(3) 0.3050(3) 0.4458(2) 0.0249(6) Uani 1 1 d . . . S3 S 0.35703(7) 0.44696(6) 0.39677(6) 0.02907(18) Uani 1 1 d . . . N4 N 0.3066(2) 0.2183(2) 0.3928(2) 0.0292(6) Uani 1 1 d . . . C5 C 0.3083(3) 0.0970(3) 0.4321(3) 0.0345(7) Uani 1 1 d . . . H5A H 0.2274 0.0616 0.4195 0.041 Uiso 1 1 calc R . . H5B H 0.3263 0.0972 0.5093 0.041 Uiso 1 1 calc R . . C6 C 0.4017(4) 0.0240(4) 0.3782(4) 0.0598(11) Uani 1 1 d . . . H6A H 0.4003 -0.0557 0.4062 0.090 Uiso 1 1 calc R . . H6B H 0.4820 0.0580 0.3917 0.090 Uiso 1 1 calc R . . H6C H 0.3832 0.0225 0.3019 0.090 Uiso 1 1 calc R . . C7 C 0.2333(4) 0.2376(3) 0.2954(3) 0.0410(8) Uani 1 1 d . . . H7A H 0.2342 0.1662 0.2513 0.049 Uiso 1 1 calc R . . H7B H 0.2689 0.3020 0.2546 0.049 Uiso 1 1 calc R . . C8 C 0.1041(4) 0.2679(4) 0.3193(4) 0.0570(11) Uani 1 1 d . . . H8A H 0.0575 0.2803 0.2529 0.085 Uiso 1 1 calc R . . H8B H 0.1029 0.3393 0.3618 0.085 Uiso 1 1 calc R . . H8C H 0.0682 0.2037 0.3586 0.085 Uiso 1 1 calc R . . P9 P 0.31713(8) 0.59840(7) 0.67539(6) 0.03028(19) Uani 1 1 d . . . C10 C 0.2693(4) 0.7391(3) 0.6163(3) 0.0497(10) Uani 1 1 d . . . H10A H 0.2096 0.7753 0.6626 0.060 Uiso 1 1 calc R . . H10B H 0.3405 0.7913 0.6158 0.060 Uiso 1 1 calc R . . C11 C 0.2148(5) 0.7335(4) 0.5063(4) 0.0636(12) Uani 1 1 d . . . H11A H 0.1927 0.8123 0.4825 0.095 Uiso 1 1 calc R . . H11B H 0.1424 0.6842 0.5057 0.095 Uiso 1 1 calc R . . H11C H 0.2737 0.7003 0.4587 0.095 Uiso 1 1 calc R . . C12 C 0.3838(4) 0.6517(4) 0.8015(3) 0.0489(9) Uani 1 1 d . . . H12A H 0.4454 0.7116 0.7868 0.059 Uiso 1 1 calc R . . H12B H 0.3198 0.6897 0.8421 0.059 Uiso 1 1 calc R . . C13 C 0.4421(4) 0.5561(5) 0.8689(3) 0.0636(12) Uani 1 1 d . . . H13A H 0.4758 0.5898 0.9347 0.095 Uiso 1 1 calc R . . H13B H 0.5070 0.5193 0.8300 0.095 Uiso 1 1 calc R . . H13C H 0.3812 0.4973 0.8854 0.095 Uiso 1 1 calc R . . C14 C 0.1756(3) 0.5315(3) 0.7166(3) 0.0395(8) Uani 1 1 d . . . H14A H 0.1943 0.4747 0.7738 0.047 Uiso 1 1 calc R . . H14B H 0.1234 0.5930 0.7456 0.047 Uiso 1 1 calc R . . C15 C 0.1065(4) 0.4695(4) 0.6268(3) 0.0520(10) Uani 1 1 d . . . H15A H 0.0322 0.4356 0.6534 0.078 Uiso 1 1 calc R . . H15B H 0.1569 0.4072 0.5987 0.078 Uiso 1 1 calc R . . H15C H 0.0859 0.5255 0.5705 0.078 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0353(2) 0.0269(2) 0.02954(19) -0.00439(15) 0.00409(14) 0.00030(17) S1 0.0383(4) 0.0245(4) 0.0330(4) 0.0021(3) -0.0094(3) 0.0002(3) C2 0.0205(14) 0.0238(14) 0.0304(14) -0.0005(11) 0.0009(11) 0.0020(11) S3 0.0307(4) 0.0237(4) 0.0323(4) 0.0032(3) -0.0049(3) 0.0013(3) N4 0.0330(14) 0.0223(13) 0.0320(13) -0.0028(10) -0.0024(11) 0.0008(11) C5 0.0377(18) 0.0233(16) 0.0421(17) -0.0003(12) -0.0013(14) -0.0062(14) C6 0.073(3) 0.0304(19) 0.076(3) -0.0028(18) 0.012(2) 0.014(2) C7 0.055(2) 0.0356(18) 0.0312(16) -0.0083(13) -0.0126(15) -0.0012(16) C8 0.046(2) 0.055(2) 0.068(3) -0.001(2) -0.025(2) -0.004(2) P9 0.0314(4) 0.0264(4) 0.0333(4) -0.0029(3) 0.0045(3) 0.0016(3) C10 0.057(2) 0.0280(18) 0.065(2) 0.0042(16) 0.017(2) 0.0076(17) C11 0.074(3) 0.049(2) 0.068(3) 0.020(2) 0.006(2) 0.020(2) C12 0.052(2) 0.049(2) 0.046(2) -0.0177(17) 0.0044(17) -0.0037(19) C13 0.060(3) 0.088(4) 0.041(2) -0.006(2) -0.0072(19) 0.005(3) C14 0.0343(18) 0.0396(19) 0.0452(19) 0.0039(15) 0.0089(14) 0.0004(15) C15 0.042(2) 0.046(2) 0.068(3) -0.0046(18) 0.0039(18) -0.0082(18) _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 Cu P9 2.2078(9) . ? Cu S1 2.3501(9) . ? Cu S3 2.3729(9) 3_666 ? Cu S3 2.5794(9) . ? Cu Cu 2.6181(8) 3_666 ? S1 C2 1.719(3) . ? C2 N4 1.334(4) . ? C2 S3 1.741(3) . ? S3 Cu 2.3729(9) 3_666 ? N4 C7 1.467(4) . ? N4 C5 1.476(4) . ? C5 C6 1.511(5) . ? C7 C8 1.512(6) . ? P9 C14 1.836(3) . ? P9 C12 1.838(4) . ? P9 C10 1.846(4) . ? C10 C11 1.498(6) . ? C12 C13 1.518(6) . ? C14 C15 1.523(5) . ? 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 P9 Cu S1 128.43(4) . . ? P9 Cu S3 111.52(3) . 3_666 ? S1 Cu S3 110.27(3) . 3_666 ? P9 Cu S3 111.75(3) . . ? S1 Cu S3 73.57(3) . . ? S3 Cu S3 116.33(2) 3_666 . ? P9 Cu Cu 134.23(3) . 3_666 ? S1 Cu Cu 92.02(3) . 3_666 ? S3 Cu Cu 62.01(3) 3_666 3_666 ? S3 Cu Cu 54.32(2) . 3_666 ? C2 S1 Cu 87.56(10) . . ? N4 C2 S1 121.8(2) . . ? N4 C2 S3 120.6(2) . . ? S1 C2 S3 117.49(17) . . ? C2 S3 Cu 104.63(10) . 3_666 ? C2 S3 Cu 80.07(10) . . ? Cu S3 Cu 63.67(2) 3_666 . ? C2 N4 C7 122.6(3) . . ? C2 N4 C5 122.1(3) . . ? C7 N4 C5 115.2(3) . . ? N4 C5 C6 111.7(3) . . ? N4 C7 C8 111.4(3) . . ? C14 P9 C12 102.21(18) . . ? C14 P9 C10 104.14(18) . . ? C12 P9 C10 99.3(2) . . ? C14 P9 Cu 116.79(12) . . ? C12 P9 Cu 113.58(14) . . ? C10 P9 Cu 118.26(13) . . ? C11 C10 P9 116.0(3) . . ? C13 C12 P9 113.4(3) . . ? C15 C14 P9 113.2(2) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.333 _refine_diff_density_min -0.276 _refine_diff_density_rms 0.068 #===END