Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'A. Orpen' _publ_contact_author_address ; School of Chemistry University of Bristol Cantock's Close BRISTOL BS8 1TS UNITED KINGDOM ; _publ_contact_author_email GUY.ORPEN@BRIS.AC.UK _publ_section_title ; Cation and anion diversity in [M(dithiooxalate)2]2- salts: structure robustness in crystal synthesis ; loop_ _publ_author_name 'A. Orpen' 'Christopher J. Adams' 'Paul C. Crawford' 'Thomas J. Podesta' data_1portman _database_code_depnum_ccdc_archive 'CCDC 183068' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 N2 Ni O4 S4' _chemical_formula_weight 457.19 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0246(7) _cell_length_b 8.1058(7) _cell_length_c 8.3198(8) _cell_angle_alpha 76.768(2) _cell_angle_beta 68.567(2) _cell_angle_gamma 64.8560(10) _cell_volume 397.66(6) _cell_formula_units_Z 1 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 2876 _cell_measurement_theta_min 2.555 _cell_measurement_theta_max 29.210 _exptl_crystal_description plate _exptl_crystal_colour purple/red _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.909 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 232 _exptl_absorpt_coefficient_mu 1.769 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.698397 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.68800 _diffrn_radiation_type Synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_monochromator 'Silicon 111' _diffrn_measurement_device_type 'Bruker AXS SMART 1K CCD diffractometer' _diffrn_measurement_method 'omega rotation with narrow frames' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2876 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0449 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.64 _diffrn_reflns_theta_max 30.26 _reflns_number_total 2085 _reflns_number_gt 1885 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART version 5.054 (Bruker, 1998)' _computing_cell_refinement 'LSCELL (Clegg, 1997)' _computing_data_reduction 'Bruker SAINT Version 5.00 (Bruker, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0539P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2085 _refine_ls_number_parameters 115 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0361 _refine_ls_R_factor_gt 0.0332 _refine_ls_wR_factor_ref 0.0872 _refine_ls_wR_factor_gt 0.0855 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni -2.0000 0.5000 1.0000 0.01279(11) Uani 1 2 d S . . S1 S -2.04319(7) 0.69926(6) 0.77641(6) 0.01774(12) Uani 1 1 d . . . O1 O -1.7475(2) 0.81194(19) 0.53593(18) 0.0243(3) Uani 1 1 d . . . C1 C -1.7855(3) 0.7070(2) 0.6624(2) 0.0158(3) Uani 1 1 d . . . S2 S -1.64680(7) 0.43013(6) 0.91119(6) 0.01930(13) Uani 1 1 d . . . O2 O -1.4050(2) 0.56920(19) 0.64411(18) 0.0226(3) Uani 1 1 d . . . C2 C -1.5893(3) 0.5696(2) 0.7265(2) 0.0159(3) Uani 1 1 d . . . N1 N -1.3053(3) 0.8144(2) 0.3701(2) 0.0180(3) Uani 1 1 d . . . H1A H -1.3822 0.7658 0.4621 0.022 Uiso 1 1 calc R . . C5 C -1.0653(3) 0.9619(2) 0.0805(2) 0.0147(3) Uani 1 1 d . . . C6 C -0.9633(3) 0.8289(2) 0.1934(2) 0.0199(4) Uani 1 1 d . . . H6A H -0.8083 0.7880 0.1708 0.024 Uiso 1 1 calc R . . C3 C -1.4102(3) 0.9440(3) 0.2662(2) 0.0207(4) Uani 1 1 d . . . H3A H -1.5656 0.9829 0.2930 0.025 Uiso 1 1 calc R . . C7 C -1.0874(3) 0.7564(2) 0.3385(2) 0.0205(4) Uani 1 1 d . . . H7A H -1.0179 0.6654 0.4158 0.025 Uiso 1 1 calc R . . C4 C -1.2944(3) 1.0213(2) 0.1209(2) 0.0199(3) Uani 1 1 d . . . H4A H -1.3695 1.1147 0.0481 0.024 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 Ni1 0.01123(17) 0.01412(16) 0.01220(17) 0.00381(11) -0.00415(12) -0.00603(12) S1 0.0134(2) 0.0209(2) 0.0164(2) 0.00736(16) -0.00579(16) -0.00758(16) O1 0.0207(7) 0.0252(7) 0.0214(7) 0.0107(5) -0.0056(5) -0.0105(5) C1 0.0146(7) 0.0169(8) 0.0154(8) 0.0010(6) -0.0035(6) -0.0077(6) S2 0.0128(2) 0.0218(2) 0.0195(2) 0.00945(17) -0.00617(17) -0.00760(17) O2 0.0146(6) 0.0247(7) 0.0240(7) 0.0073(5) -0.0045(5) -0.0092(5) C2 0.0151(8) 0.0150(7) 0.0167(8) 0.0030(6) -0.0051(6) -0.0068(6) N1 0.0202(7) 0.0183(7) 0.0141(7) 0.0026(6) -0.0016(6) -0.0109(6) C5 0.0151(7) 0.0134(7) 0.0139(8) 0.0015(6) -0.0032(6) -0.0062(6) C6 0.0157(8) 0.0216(8) 0.0183(8) 0.0047(7) -0.0046(7) -0.0069(7) C3 0.0159(8) 0.0220(8) 0.0207(9) 0.0041(7) -0.0033(7) -0.0088(7) C7 0.0207(9) 0.0202(8) 0.0174(8) 0.0057(7) -0.0065(7) -0.0078(7) C4 0.0153(8) 0.0198(8) 0.0196(8) 0.0068(7) -0.0061(7) -0.0055(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1634(5) . ? Ni1 S2 2.1634(5) 2_167 ? Ni1 S1 2.1867(4) 2_167 ? Ni1 S1 2.1867(5) . ? S1 C1 1.7304(17) . ? O1 C1 1.217(2) . ? C1 C2 1.545(2) . ? S2 C2 1.7147(18) . ? O2 C2 1.223(2) . ? N1 C7 1.336(2) . ? N1 C3 1.336(2) . ? C5 C6 1.389(2) . ? C5 C4 1.398(2) . ? C5 C5 1.491(3) 2_375 ? C6 C7 1.380(2) . ? C3 C4 1.372(2) . ? 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 S2 Ni1 S2 180.0 . 2_167 ? S2 Ni1 S1 88.136(16) . 2_167 ? S2 Ni1 S1 91.863(16) 2_167 2_167 ? S2 Ni1 S1 91.865(15) . . ? S2 Ni1 S1 88.136(15) 2_167 . ? S1 Ni1 S1 179.998(1) 2_167 . ? C1 S1 Ni1 106.07(6) . . ? O1 C1 C2 117.76(15) . . ? O1 C1 S1 124.98(14) . . ? C2 C1 S1 117.26(12) . . ? C2 S2 Ni1 107.21(6) . . ? O2 C2 C1 118.08(15) . . ? O2 C2 S2 124.58(14) . . ? C1 C2 S2 117.33(12) . . ? C7 N1 C3 122.03(16) . . ? C6 C5 C4 118.16(15) . . ? C6 C5 C5 121.12(19) . 2_375 ? C4 C5 C5 120.71(19) . 2_375 ? C7 C6 C5 119.90(16) . . ? N1 C3 C4 120.29(16) . . ? N1 C7 C6 119.90(17) . . ? C3 C4 C5 119.68(16) . . ? _diffrn_measured_fraction_theta_max 0.881 _diffrn_reflns_theta_full 30.26 _diffrn_measured_fraction_theta_full 0.881 _refine_diff_density_max 0.878 _refine_diff_density_min -0.484 _refine_diff_density_rms 0.204 data_marxa _database_code_depnum_ccdc_archive 'CCDC 183069' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H16 N2 Ni O10 S4' _chemical_formula_weight 583.26 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' 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' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.8334(15) _cell_length_b 11.330(2) _cell_length_c 11.0454(19) _cell_angle_alpha 90.00 _cell_angle_beta 96.037(3) _cell_angle_gamma 90.00 _cell_volume 1099.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 59 _cell_measurement_theta_min 2.583 _cell_measurement_theta_max 27.484 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.762 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 596 _exptl_absorpt_coefficient_mu 1.320 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.647992 _exptl_absorpt_correction_T_max 0.862082 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9857 _diffrn_reflns_av_R_equivalents 0.0308 _diffrn_reflns_av_sigmaI/netI 0.0240 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.32 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2531 _reflns_number_gt 2122 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0397P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2531 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0338 _refine_ls_R_factor_gt 0.0258 _refine_ls_wR_factor_ref 0.0715 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 1.149 _refine_ls_restrained_S_all 1.149 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni -1.5000 0.5000 0.0000 0.01887(10) Uani 1 2 d S . . S2 S -1.67825(5) 0.36618(4) -0.00489(4) 0.02343(12) Uani 1 1 d . . . S3 S -1.34104(5) 0.36775(4) 0.08067(4) 0.02462(12) Uani 1 1 d . . . O1 O -1.96029(14) 0.37850(11) -0.10418(12) 0.0319(3) Uani 1 1 d . . . O2 O -1.06148(14) 0.39676(11) 0.17859(13) 0.0332(3) Uani 1 1 d . . . C2 C -1.17263(19) 0.44082(15) 0.12099(15) 0.0231(4) Uani 1 1 d . . . C1 C -1.83802(19) 0.42938(15) -0.08055(15) 0.0224(3) Uani 1 1 d . . . O3 O -0.24132(14) 0.58166(12) 0.35259(12) 0.0355(3) Uani 1 1 d . . . C8 C -0.3227(2) 0.49912(14) 0.37569(15) 0.0246(4) Uani 1 1 d . . . O4 O -0.28013(16) 0.40366(14) 0.43343(13) 0.0394(4) Uani 1 1 d . . . N1 N -0.79085(18) 0.50786(14) 0.25498(14) 0.0313(4) Uani 1 1 d . . . H1A H -0.8881 0.5094 0.2278 0.038 Uiso 1 1 calc R . . O1S O 0.00019(17) 0.85250(15) 0.01543(17) 0.0460(4) Uani 1 1 d . . . C5 C -0.49114(19) 0.50242(14) 0.33544(15) 0.0216(4) Uani 1 1 d . . . C6 C -0.5803(2) 0.40323(16) 0.34673(16) 0.0267(4) Uani 1 1 d . . . H6A H -0.5373 0.3335 0.3837 0.032 Uiso 1 1 calc R . . C4 C -0.5556(2) 0.60480(15) 0.28577(16) 0.0262(4) Uani 1 1 d . . . H4A H -0.4955 0.6736 0.2791 0.031 Uiso 1 1 calc R . . C3 C -0.7092(2) 0.60550(17) 0.24594(17) 0.0315(4) Uani 1 1 d . . . H3A H -0.7562 0.6753 0.2123 0.038 Uiso 1 1 calc R . . C7 C -0.7323(2) 0.40743(18) 0.30339(18) 0.0316(4) Uani 1 1 d . . . H7A H -0.7949 0.3397 0.3078 0.038 Uiso 1 1 calc R . . H1S H -0.014(2) 0.851(2) -0.071(2) 0.045(7) Uiso 1 1 d . . . H2S H -0.014(3) 0.778(3) 0.030(3) 0.084(11) Uiso 1 1 d . . . H1B H -0.183(4) 0.399(3) 0.464(3) 0.147(15) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01597(16) 0.01765(16) 0.02224(17) -0.00014(11) -0.00154(11) -0.00074(11) S2 0.0194(2) 0.0198(2) 0.0298(3) 0.00217(16) -0.00296(16) -0.00162(16) S3 0.0197(2) 0.0193(2) 0.0334(3) 0.00252(17) -0.00384(17) -0.00133(16) O1 0.0208(7) 0.0294(7) 0.0435(8) 0.0061(6) -0.0056(6) -0.0073(5) O2 0.0210(7) 0.0306(7) 0.0456(8) 0.0066(6) -0.0084(6) 0.0012(5) C2 0.0205(9) 0.0244(9) 0.0239(9) -0.0012(7) 0.0000(6) -0.0009(7) C1 0.0189(8) 0.0241(9) 0.0236(9) 0.0005(7) -0.0001(6) -0.0009(7) O3 0.0258(7) 0.0430(8) 0.0363(8) -0.0012(6) -0.0031(6) -0.0112(6) C8 0.0208(9) 0.0299(9) 0.0223(9) -0.0016(7) -0.0009(7) 0.0025(7) O4 0.0239(7) 0.0487(9) 0.0446(9) 0.0152(7) -0.0009(6) 0.0089(6) N1 0.0170(7) 0.0480(11) 0.0278(8) -0.0075(7) -0.0032(6) 0.0034(7) O1S 0.0351(9) 0.0350(9) 0.0653(12) 0.0120(8) -0.0066(8) -0.0066(6) C5 0.0199(8) 0.0262(9) 0.0186(8) -0.0026(7) 0.0012(6) 0.0013(6) C6 0.0250(9) 0.0280(9) 0.0268(9) 0.0003(7) 0.0017(7) -0.0009(7) C4 0.0280(9) 0.0240(9) 0.0260(9) -0.0024(7) -0.0008(7) 0.0008(7) C3 0.0295(10) 0.0347(10) 0.0288(10) -0.0019(8) -0.0045(7) 0.0101(8) C7 0.0233(9) 0.0388(11) 0.0326(10) -0.0041(8) 0.0032(7) -0.0067(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S3 2.1789(5) . ? Ni1 S3 2.1789(5) 3_265 ? Ni1 S2 2.1824(5) . ? Ni1 S2 2.1825(5) 3_265 ? S2 C1 1.7189(17) . ? S3 C2 1.7197(17) . ? O1 C1 1.228(2) . ? O2 C2 1.219(2) . ? C2 C1 1.543(3) 3_265 ? C1 C2 1.543(3) 3_265 ? O3 C8 1.223(2) . ? C8 O4 1.291(2) . ? C8 C5 1.508(2) . ? N1 C3 1.330(2) . ? N1 C7 1.338(2) . ? C5 C4 1.380(2) . ? C5 C6 1.385(2) . ? C6 C7 1.379(2) . ? C4 C3 1.381(2) . ? 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 S3 Ni1 S3 180.0 . 3_265 ? S3 Ni1 S2 87.97(2) . . ? S3 Ni1 S2 92.03(2) 3_265 . ? S3 Ni1 S2 92.03(2) . 3_265 ? S3 Ni1 S2 87.97(2) 3_265 3_265 ? S2 Ni1 S2 179.999(1) . 3_265 ? C1 S2 Ni1 106.02(6) . . ? C2 S3 Ni1 106.11(6) . . ? O2 C2 C1 118.11(14) . 3_265 ? O2 C2 S3 124.42(14) . . ? C1 C2 S3 117.48(11) 3_265 . ? O1 C1 C2 117.72(14) . 3_265 ? O1 C1 S2 124.52(13) . . ? C2 C1 S2 117.77(11) 3_265 . ? O3 C8 O4 126.63(18) . . ? O3 C8 C5 120.20(15) . . ? O4 C8 C5 113.17(15) . . ? C3 N1 C7 123.20(17) . . ? C4 C5 C6 120.19(17) . . ? C4 C5 C8 119.42(15) . . ? C6 C5 C8 120.39(15) . . ? C7 C6 C5 118.88(17) . . ? C5 C4 C3 118.80(17) . . ? N1 C3 C4 119.58(17) . . ? N1 C7 C6 119.31(17) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.340 _refine_diff_density_min -0.295 _refine_diff_density_rms 0.073 data_4kellya _database_code_depnum_ccdc_archive 'CCDC 183070' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H24 N2 Ni O8 S4' _chemical_formula_weight 559.32 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5505(10) _cell_length_b 7.9751(10) _cell_length_c 9.9141(13) _cell_angle_alpha 92.959(2) _cell_angle_beta 104.109(2) _cell_angle_gamma 103.856(2) _cell_volume 558.28(13) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 80 _cell_measurement_theta_min 3.099 _cell_measurement_theta_max 27.51 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.664 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 290 _exptl_absorpt_coefficient_mu 1.289 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.650585 _exptl_absorpt_correction_T_max 0.825075 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5846 _diffrn_reflns_av_R_equivalents 0.0189 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2533 _reflns_number_gt 2319 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0461P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2533 _refine_ls_number_parameters 158 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0292 _refine_ls_R_factor_gt 0.0263 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0750 _refine_ls_goodness_of_fit_ref 1.254 _refine_ls_restrained_S_all 1.254 _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 Ni1 Ni 0.5000 0.0000 0.0000 0.01782(10) Uani 1 2 d S . . S2 S 0.26645(5) 0.07370(5) 0.05660(4) 0.02309(11) Uani 1 1 d . . . S1 S 0.48332(6) -0.18899(5) 0.15010(5) 0.02834(12) Uani 1 1 d . . . O2 O 0.3140(2) 0.41093(18) -0.21292(15) 0.0423(3) Uani 1 1 d . . . O1 O 0.11473(16) 0.32651(15) -0.02441(12) 0.0271(3) Uani 1 1 d . . . C1 C 0.3470(2) 0.2965(2) -0.14070(17) 0.0251(3) Uani 1 1 d . . . C2 C 0.2289(2) 0.24436(19) -0.03551(16) 0.0207(3) Uani 1 1 d . . . O3 O -0.50428(16) 0.79075(16) -0.46376(14) 0.0306(3) Uani 1 1 d . . . O4 O -0.26181(17) 1.01934(15) -0.45276(14) 0.0324(3) Uani 1 1 d . . . N1 N 0.05126(18) 0.60096(17) -0.20019(14) 0.0219(3) Uani 1 1 d . . . C8 C -0.3292(2) 0.8601(2) -0.44248(16) 0.0229(3) Uani 1 1 d . . . C4 C 0.0015(2) 0.85512(19) -0.32007(17) 0.0229(3) Uani 1 1 d . . . H4A H 0.0555 0.9443 -0.3752 0.027 Uiso 1 1 calc R . . H4B H -0.0123 0.9158 -0.2351 0.027 Uiso 1 1 calc R . . C3 C 0.1352(2) 0.7406(2) -0.27760(17) 0.0235(3) Uani 1 1 d . . . H3A H 0.1585 0.6878 -0.3621 0.028 Uiso 1 1 calc R . . H3B H 0.2579 0.8117 -0.2174 0.028 Uiso 1 1 calc R . . C5 C -0.1936(2) 0.74723(19) -0.40771(15) 0.0214(3) Uani 1 1 d . . . H5A H -0.1776 0.6995 -0.4979 0.026 Uiso 1 1 calc R . . C7 C -0.1308(2) 0.48699(19) -0.28991(18) 0.0261(3) Uani 1 1 d . . . H7A H -0.1822 0.3937 -0.2370 0.031 Uiso 1 1 calc R . . H7B H -0.1082 0.4318 -0.3737 0.031 Uiso 1 1 calc R . . C6 C -0.2726(2) 0.59295(19) -0.33482(17) 0.0242(3) Uani 1 1 d . . . H6A H -0.3061 0.6363 -0.2515 0.029 Uiso 1 1 calc R . . H6B H -0.3893 0.5175 -0.3994 0.029 Uiso 1 1 calc R . . H1A H 0.029(3) 0.649(2) -0.122(2) 0.032(5) Uiso 1 1 d . . . H1B H 0.132(3) 0.523(3) -0.182(3) 0.065(8) Uiso 1 1 d . . . H4C H -0.346(5) 1.082(5) -0.477(4) 0.024(9) Uiso 0.50 1 d P . . H3C H -0.558(5) 0.852(4) -0.491(4) 0.010(8) Uiso 0.50 1 d P . . 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 Ni1 0.01804(15) 0.01808(15) 0.02129(16) 0.00534(11) 0.00792(10) 0.00873(10) S2 0.0253(2) 0.0259(2) 0.0273(2) 0.01134(16) 0.01414(15) 0.01520(15) S1 0.0318(2) 0.0306(2) 0.0372(2) 0.01795(18) 0.02212(18) 0.01961(17) O2 0.0534(8) 0.0473(8) 0.0530(8) 0.0347(7) 0.0355(7) 0.0360(7) O1 0.0297(6) 0.0321(6) 0.0297(6) 0.0106(5) 0.0137(5) 0.0200(5) C1 0.0270(8) 0.0267(8) 0.0287(8) 0.0093(6) 0.0122(6) 0.0139(6) C2 0.0218(7) 0.0215(7) 0.0211(7) 0.0046(6) 0.0065(6) 0.0089(6) O3 0.0231(6) 0.0276(6) 0.0412(7) 0.0104(6) 0.0037(5) 0.0101(5) O4 0.0289(6) 0.0250(6) 0.0456(7) 0.0146(5) 0.0084(5) 0.0110(5) N1 0.0230(6) 0.0237(6) 0.0223(6) 0.0068(5) 0.0059(5) 0.0117(5) C8 0.0259(8) 0.0244(7) 0.0195(7) 0.0051(6) 0.0045(6) 0.0099(6) C4 0.0210(7) 0.0208(7) 0.0294(8) 0.0082(6) 0.0082(6) 0.0077(6) C3 0.0221(7) 0.0242(7) 0.0275(8) 0.0073(6) 0.0091(6) 0.0088(6) C5 0.0237(7) 0.0230(7) 0.0196(7) 0.0043(6) 0.0054(5) 0.0100(6) C7 0.0258(8) 0.0190(7) 0.0332(8) 0.0068(6) 0.0045(6) 0.0079(6) C6 0.0216(7) 0.0197(7) 0.0295(8) 0.0054(6) 0.0022(6) 0.0060(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1714(4) 2_655 ? Ni1 S2 2.1714(4) . ? Ni1 S1 2.1758(4) . ? Ni1 S1 2.1758(4) 2_655 ? S2 C2 1.7186(15) . ? S1 C1 1.7205(16) 2_655 ? O2 C1 1.224(2) . ? O1 C2 1.2222(18) . ? C1 C2 1.542(2) . ? C1 S1 1.7205(16) 2_655 ? O3 C8 1.2651(19) . ? O4 C8 1.2691(19) . ? N1 C3 1.4891(19) . ? N1 C7 1.4930(19) . ? C8 C5 1.509(2) . ? C4 C3 1.518(2) . ? C4 C5 1.536(2) . ? C5 C6 1.530(2) . ? C7 C6 1.516(2) . ? 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 S2 Ni1 S2 180.0 2_655 . ? S2 Ni1 S1 92.522(15) 2_655 . ? S2 Ni1 S1 87.479(15) . . ? S2 Ni1 S1 87.478(15) 2_655 2_655 ? S2 Ni1 S1 92.521(15) . 2_655 ? S1 Ni1 S1 180.0 . 2_655 ? C2 S2 Ni1 106.13(5) . . ? C1 S1 Ni1 105.81(6) 2_655 . ? O2 C1 C2 118.16(14) . . ? O2 C1 S1 123.95(13) . 2_655 ? C2 C1 S1 117.89(11) . 2_655 ? O1 C2 C1 117.69(13) . . ? O1 C2 S2 124.84(12) . . ? C1 C2 S2 117.47(11) . . ? C3 N1 C7 111.11(12) . . ? O3 C8 O4 123.22(14) . . ? O3 C8 C5 118.58(14) . . ? O4 C8 C5 118.17(14) . . ? C3 C4 C5 111.08(12) . . ? N1 C3 C4 109.85(12) . . ? C8 C5 C6 111.47(13) . . ? C8 C5 C4 110.83(12) . . ? C6 C5 C4 111.53(12) . . ? N1 C7 C6 110.19(12) . . ? C7 C6 C5 111.60(13) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.297 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.091 data_5heston _database_code_depnum_ccdc_archive 'CCDC 183071' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 N2 Ni O8 S4' _chemical_formula_weight 587.37 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' Ni Ni 0.3393 1.1124 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 13.0682(8) _cell_length_b 17.8121(10) _cell_length_c 11.5482(7) _cell_angle_alpha 90.00 _cell_angle_beta 110.4140(10) _cell_angle_gamma 90.00 _cell_volume 2519.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 205 _cell_measurement_theta_min 2.331 _cell_measurement_theta_max 27.49 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1224 _exptl_absorpt_coefficient_mu 1.147 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.563849 _exptl_absorpt_correction_T_max 0.862083 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15912 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5763 _reflns_number_gt 3900 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0333P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5763 _refine_ls_number_parameters 314 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0630 _refine_ls_R_factor_gt 0.0326 _refine_ls_wR_factor_ref 0.0762 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 0.958 _refine_ls_restrained_S_all 0.958 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.24859(2) 0.509057(14) 0.25341(3) 0.02162(8) Uani 1 1 d . . . O3 O -0.00161(15) 0.66986(9) 0.06540(15) 0.0452(5) Uani 1 1 d . . . S2 S 0.36433(5) 0.45896(3) 0.41943(5) 0.02952(15) Uani 1 1 d . . . O2 O 0.49917(14) 0.34696(9) 0.43687(14) 0.0376(4) Uani 1 1 d . . . S4 S 0.19528(5) 0.58245(3) 0.37292(5) 0.02801(14) Uani 1 1 d . . . O1 O 0.44671(14) 0.32938(8) 0.19291(14) 0.0368(4) Uani 1 1 d . . . S1 S 0.29982(5) 0.43566(3) 0.13219(5) 0.02746(14) Uani 1 1 d . . . O4 O 0.03941(14) 0.68358(8) 0.30870(15) 0.0381(4) Uani 1 1 d . . . S3 S 0.13408(5) 0.55876(3) 0.08692(5) 0.03239(15) Uani 1 1 d . . . N2 N 0.87399(16) 0.78266(10) 0.11059(18) 0.0294(5) Uani 1 1 d . . . O8 O 1.20173(14) 0.92373(9) 0.28260(18) 0.0466(5) Uani 1 1 d . . . O7 O 1.10815(18) 1.02990(11) 0.2294(3) 0.0620(7) Uani 1 1 d . . . N1 N 0.61849(16) 0.23633(10) 0.34771(17) 0.0255(4) Uani 1 1 d . . . C2 C 0.43072(18) 0.38967(12) 0.3694(2) 0.0260(5) Uani 1 1 d . . . C1 C 0.40027(18) 0.37894(11) 0.2288(2) 0.0250(5) Uani 1 1 d . . . C18 C 1.1156(2) 0.95702(12) 0.2385(2) 0.0339(6) Uani 1 1 d . . . C3 C 0.06559(19) 0.62684(12) 0.1352(2) 0.0296(5) Uani 1 1 d . . . C4 C 0.09159(19) 0.63667(11) 0.2752(2) 0.0270(5) Uani 1 1 d . . . O6 O 0.39357(17) -0.01130(10) 0.3381(2) 0.0572(6) Uani 1 1 d . . . C8 C 0.49351(19) 0.09949(12) 0.3404(2) 0.0311(6) Uani 1 1 d . . . H8A H 0.5519 0.0606 0.3558 0.037 Uiso 1 1 calc R . . O5 O 0.30047(15) 0.09535(9) 0.2917(2) 0.0529(5) Uani 1 1 d . . . C15 C 1.00696(19) 0.91811(12) 0.1870(2) 0.0293(5) Uani 1 1 d . . . H15A H 0.9478 0.9568 0.1663 0.035 Uiso 1 1 calc R . . C11 C 0.3868(2) 0.06153(13) 0.3225(2) 0.0373(6) Uani 1 1 d . . . C6 C 0.62950(19) 0.19385(13) 0.4627(2) 0.0315(6) Uani 1 1 d . . . H6A H 0.6486 0.2289 0.5336 0.038 Uiso 1 1 calc R . . H6B H 0.6892 0.1566 0.4791 0.038 Uiso 1 1 calc R . . C10 C 0.5884(2) 0.18534(13) 0.2386(2) 0.0325(6) Uani 1 1 d . . . H10A H 0.6485 0.1492 0.2489 0.039 Uiso 1 1 calc R . . H10B H 0.5786 0.2152 0.1632 0.039 Uiso 1 1 calc R . . C17 C 0.8895(2) 0.83576(13) 0.0177(2) 0.0367(6) Uani 1 1 d . . . H17A H 0.8301 0.8735 -0.0055 0.044 Uiso 1 1 calc R . . H17B H 0.8855 0.8077 -0.0578 0.044 Uiso 1 1 calc R . . C9 C 0.4847(2) 0.14297(13) 0.2234(2) 0.0354(6) Uani 1 1 d . . . H9A H 0.4693 0.1076 0.1533 0.042 Uiso 1 1 calc R . . H9B H 0.4230 0.1788 0.2040 0.042 Uiso 1 1 calc R . . C7 C 0.5243(2) 0.15402(13) 0.4502(2) 0.0326(6) Uani 1 1 d . . . H7A H 0.4652 0.1913 0.4375 0.039 Uiso 1 1 calc R . . H7B H 0.5330 0.1260 0.5270 0.039 Uiso 1 1 calc R . . C13 C 0.8831(2) 0.82290(12) 0.2268(2) 0.0313(6) Uani 1 1 d . . . H13A H 0.8760 0.7863 0.2881 0.038 Uiso 1 1 calc R . . H13B H 0.8225 0.8594 0.2097 0.038 Uiso 1 1 calc R . . C16 C 0.9988(2) 0.87537(13) 0.0689(2) 0.0366(6) Uani 1 1 d . . . H16A H 1.0067 0.9109 0.0067 0.044 Uiso 1 1 calc R . . H16B H 1.0586 0.8381 0.0875 0.044 Uiso 1 1 calc R . . C14 C 0.9909(2) 0.86388(13) 0.2805(2) 0.0331(6) Uani 1 1 d . . . H14A H 1.0514 0.8270 0.3053 0.040 Uiso 1 1 calc R . . H14B H 0.9925 0.8919 0.3552 0.040 Uiso 1 1 calc R . . C12 C 0.7676(2) 0.74226(13) 0.0588(3) 0.0449(7) Uani 1 1 d . . . H12A H 0.7595 0.7076 0.1211 0.067 Uiso 1 1 calc R . . H12B H 0.7657 0.7139 -0.0146 0.067 Uiso 1 1 calc R . . H12C H 0.7077 0.7787 0.0361 0.067 Uiso 1 1 calc R . . C5 C 0.7192(2) 0.27975(13) 0.3602(3) 0.0429(7) Uani 1 1 d . . . H5A H 0.7089 0.3073 0.2834 0.064 Uiso 1 1 calc R . . H5B H 0.7810 0.2452 0.3766 0.064 Uiso 1 1 calc R . . H5C H 0.7341 0.3154 0.4288 0.064 Uiso 1 1 calc R . . H2A H 0.926(2) 0.7486(13) 0.129(2) 0.046(8) Uiso 1 1 d . . . H1A H 0.568(2) 0.2707(13) 0.332(2) 0.045(8) Uiso 1 1 d . . . H7C H 1.157(2) 1.0460(16) 0.249(3) 0.048(11) Uiso 1 1 d . . . H6C H 0.333(3) -0.031(2) 0.326(4) 0.124(17) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02182(15) 0.02056(14) 0.02029(15) -0.00013(11) 0.00460(12) 0.00072(12) O3 0.0550(13) 0.0452(10) 0.0318(10) 0.0063(8) 0.0108(9) 0.0270(9) S2 0.0305(3) 0.0318(3) 0.0213(3) -0.0016(2) 0.0028(3) 0.0086(3) O2 0.0398(11) 0.0394(9) 0.0297(10) 0.0031(7) 0.0072(8) 0.0170(8) S4 0.0301(3) 0.0285(3) 0.0238(3) -0.0020(2) 0.0073(3) 0.0035(2) O1 0.0468(11) 0.0346(9) 0.0307(10) 0.0011(7) 0.0157(9) 0.0139(8) S1 0.0326(3) 0.0266(3) 0.0212(3) 0.0000(2) 0.0069(3) 0.0047(2) O4 0.0474(12) 0.0313(9) 0.0376(11) 0.0009(7) 0.0176(9) 0.0131(8) S3 0.0362(4) 0.0336(3) 0.0228(3) 0.0004(2) 0.0045(3) 0.0133(3) N2 0.0243(12) 0.0239(10) 0.0360(12) -0.0042(8) 0.0055(10) 0.0012(9) O8 0.0275(10) 0.0269(9) 0.0803(14) 0.0061(9) 0.0121(10) -0.0002(8) O7 0.0330(13) 0.0238(10) 0.120(2) 0.0058(11) 0.0153(14) -0.0017(10) N1 0.0234(11) 0.0239(10) 0.0294(11) -0.0055(8) 0.0096(9) -0.0002(9) C2 0.0243(13) 0.0238(11) 0.0299(13) 0.0006(9) 0.0092(11) 0.0009(10) C1 0.0262(13) 0.0211(11) 0.0281(13) 0.0015(9) 0.0101(11) 0.0001(10) C18 0.0327(15) 0.0238(12) 0.0458(16) 0.0027(11) 0.0142(13) -0.0018(11) C3 0.0301(14) 0.0235(12) 0.0327(14) 0.0015(10) 0.0079(11) 0.0035(10) C4 0.0291(14) 0.0187(11) 0.0336(14) 0.0006(9) 0.0117(11) -0.0016(10) O6 0.0339(12) 0.0266(10) 0.1033(19) 0.0170(10) 0.0142(12) -0.0006(9) C8 0.0281(14) 0.0233(12) 0.0452(15) 0.0023(10) 0.0171(12) 0.0030(10) O5 0.0317(11) 0.0287(9) 0.1000(16) 0.0053(10) 0.0252(11) 0.0022(8) C15 0.0263(13) 0.0223(11) 0.0386(14) 0.0007(9) 0.0104(11) 0.0026(10) C11 0.0349(16) 0.0263(13) 0.0511(17) 0.0070(11) 0.0155(13) 0.0001(11) C6 0.0291(14) 0.0421(14) 0.0208(13) -0.0021(10) 0.0056(11) 0.0061(11) C10 0.0400(16) 0.0357(13) 0.0267(13) -0.0071(10) 0.0176(12) -0.0074(11) C17 0.0395(16) 0.0459(15) 0.0243(14) -0.0029(11) 0.0104(12) -0.0011(12) C9 0.0417(16) 0.0376(13) 0.0261(14) -0.0080(10) 0.0108(12) -0.0132(12) C7 0.0349(15) 0.0385(13) 0.0261(13) 0.0063(10) 0.0130(12) 0.0055(11) C13 0.0322(14) 0.0337(13) 0.0302(13) 0.0021(10) 0.0138(12) -0.0017(11) C16 0.0367(16) 0.0429(14) 0.0337(15) 0.0005(11) 0.0168(13) -0.0036(12) C14 0.0362(15) 0.0365(13) 0.0242(13) -0.0035(10) 0.0077(12) -0.0089(11) C12 0.0293(15) 0.0372(14) 0.0612(19) -0.0130(13) 0.0071(14) -0.0093(12) C5 0.0331(16) 0.0358(14) 0.0611(19) -0.0155(12) 0.0182(14) -0.0117(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S3 2.1709(6) . ? Ni1 S2 2.1764(6) . ? Ni1 S4 2.1840(6) . ? Ni1 S1 2.1841(6) . ? O3 C3 1.230(3) . ? S2 C2 1.720(2) . ? O2 C2 1.224(2) . ? S4 C4 1.725(2) . ? O1 C1 1.222(2) . ? S1 C1 1.722(2) . ? O4 C4 1.224(3) . ? S3 C3 1.712(2) . ? N2 C13 1.489(3) . ? N2 C12 1.493(3) . ? N2 C17 1.497(3) . ? O8 C18 1.216(3) . ? O7 C18 1.303(3) . ? N1 C5 1.490(3) . ? N1 C10 1.490(3) . ? N1 C6 1.491(3) . ? C2 C1 1.544(3) . ? C18 C15 1.503(3) . ? C3 C4 1.542(3) . ? O6 C11 1.308(3) . ? C8 C11 1.498(3) . ? C8 C9 1.526(3) . ? C8 C7 1.535(3) . ? O5 C11 1.217(3) . ? C15 C14 1.517(3) . ? C15 C16 1.532(3) . ? C6 C7 1.508(3) . ? C10 C9 1.508(3) . ? C17 C16 1.516(3) . ? C13 C14 1.515(3) . ? 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 S3 Ni1 S2 179.50(3) . . ? S3 Ni1 S4 92.42(2) . . ? S2 Ni1 S4 88.03(2) . . ? S3 Ni1 S1 86.97(2) . . ? S2 Ni1 S1 92.58(2) . . ? S4 Ni1 S1 179.28(3) . . ? C2 S2 Ni1 105.98(8) . . ? C4 S4 Ni1 105.81(8) . . ? C1 S1 Ni1 105.72(8) . . ? C3 S3 Ni1 106.13(8) . . ? C13 N2 C12 111.3(2) . . ? C13 N2 C17 110.72(17) . . ? C12 N2 C17 110.98(19) . . ? C5 N1 C10 111.22(19) . . ? C5 N1 C6 111.69(19) . . ? C10 N1 C6 111.01(17) . . ? O2 C2 C1 117.10(19) . . ? O2 C2 S2 125.04(18) . . ? C1 C2 S2 117.84(16) . . ? O1 C1 C2 118.01(19) . . ? O1 C1 S1 124.10(18) . . ? C2 C1 S1 117.86(16) . . ? O8 C18 O7 123.5(2) . . ? O8 C18 C15 123.3(2) . . ? O7 C18 C15 113.2(2) . . ? O3 C3 C4 117.5(2) . . ? O3 C3 S3 124.26(19) . . ? C4 C3 S3 118.22(16) . . ? O4 C4 C3 117.8(2) . . ? O4 C4 S4 124.91(19) . . ? C3 C4 S4 117.27(16) . . ? C11 C8 C9 109.1(2) . . ? C11 C8 C7 111.3(2) . . ? C9 C8 C7 109.09(17) . . ? C18 C15 C14 110.97(19) . . ? C18 C15 C16 110.1(2) . . ? C14 C15 C16 109.46(18) . . ? O5 C11 O6 122.8(2) . . ? O5 C11 C8 122.7(2) . . ? O6 C11 C8 114.4(2) . . ? N1 C6 C7 110.58(18) . . ? N1 C10 C9 111.42(19) . . ? N2 C17 C16 111.04(19) . . ? C10 C9 C8 111.3(2) . . ? C6 C7 C8 110.2(2) . . ? N2 C13 C14 111.8(2) . . ? C17 C16 C15 110.0(2) . . ? C13 C14 C15 110.79(19) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.429 _refine_diff_density_min -0.254 _refine_diff_density_rms 0.062 data_3gerea _database_code_depnum_ccdc_archive 'CCDC 183072' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H12 N2 Ni O8 S4' _chemical_formula_weight 547.23 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0457(10) _cell_length_b 7.5275(10) _cell_length_c 10.1365(14) _cell_angle_alpha 75.683(2) _cell_angle_beta 70.904(2) _cell_angle_gamma 85.902(2) _cell_volume 492.22(12) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 80 _cell_measurement_theta_min 3.113 _cell_measurement_theta_max 27.461 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.846 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 278 _exptl_absorpt_coefficient_mu 1.460 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.706660 _exptl_absorpt_correction_T_max 0.901067 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5158 _diffrn_reflns_av_R_equivalents 0.0234 _diffrn_reflns_av_sigmaI/netI 0.0291 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2229 _reflns_number_gt 1924 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0410P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2229 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0341 _refine_ls_R_factor_gt 0.0274 _refine_ls_wR_factor_ref 0.0713 _refine_ls_wR_factor_gt 0.0692 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 2.0000 -1.0000 0.0000 0.01713(11) Uani 1 2 d S . . S1 S 1.94388(7) -1.17000(7) 0.21688(5) 0.02284(13) Uani 1 1 d . . . S2 S 1.68978(7) -0.91207(7) 0.06880(5) 0.02227(13) Uani 1 1 d . . . O3 O 1.1974(2) -0.8259(2) 0.30707(15) 0.0268(3) Uani 1 1 d . . . O4 O 1.1466(2) -0.6478(2) 0.10785(15) 0.0248(3) Uani 1 1 d . . . C2 C 1.8365(3) -0.7129(3) -0.2158(2) 0.0193(4) Uani 1 1 d . . . C6 C 0.5745(3) -0.7957(3) 0.5239(2) 0.0248(4) Uani 1 1 d . . . H6A H 0.5114 -0.8623 0.6198 0.030 Uiso 1 1 calc R . . C3 C 1.0888(3) -0.7363(3) 0.2456(2) 0.0201(4) Uani 1 1 d . . . O2 O 1.8122(2) -0.6008(2) -0.31840(14) 0.0261(3) Uani 1 1 d . . . C5 C 0.7798(3) -0.8097(3) 0.4589(2) 0.0219(4) Uani 1 1 d . . . H5A H 0.8589 -0.8841 0.5108 0.026 Uiso 1 1 calc R . . C4 C 0.8686(3) -0.7146(3) 0.3181(2) 0.0182(4) Uani 1 1 d . . . O1 O 1.5064(2) -0.66177(19) -0.07430(15) 0.0246(3) Uani 1 1 d . . . C1 C 1.6608(3) -0.7514(3) -0.0745(2) 0.0188(4) Uani 1 1 d . . . N1 N 0.5549(2) -0.5912(2) 0.31340(18) 0.0209(3) Uani 1 1 d . . . H1A H 0.4818 -0.5188 0.2671 0.025 Uiso 1 1 calc R . . C8 C 0.7525(3) -0.6027(3) 0.2456(2) 0.0194(4) Uani 1 1 d . . . H8A H 0.8114 -0.5350 0.1494 0.023 Uiso 1 1 calc R . . C7 C 0.4642(3) -0.6850(3) 0.4484(2) 0.0229(4) Uani 1 1 d . . . H7A H 0.3235 -0.6746 0.4915 0.027 Uiso 1 1 calc R . . H4B H 1.256(4) -0.668(4) 0.074(3) 0.039(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01341(18) 0.01847(19) 0.01705(18) -0.00119(13) -0.00443(13) 0.00295(13) S1 0.0159(2) 0.0269(3) 0.0191(2) 0.00048(19) -0.00232(19) 0.00598(19) S2 0.0156(2) 0.0262(3) 0.0193(2) 0.00093(19) -0.00361(19) 0.00459(19) O3 0.0190(7) 0.0303(8) 0.0276(8) 0.0012(6) -0.0096(6) 0.0051(6) O4 0.0162(7) 0.0331(9) 0.0189(7) -0.0002(6) -0.0026(6) 0.0050(6) C2 0.0177(9) 0.0193(10) 0.0217(10) -0.0052(8) -0.0078(8) 0.0029(7) C6 0.0224(10) 0.0276(11) 0.0189(10) -0.0004(8) -0.0029(8) 0.0003(8) C3 0.0185(9) 0.0200(10) 0.0216(10) -0.0040(8) -0.0071(8) 0.0011(7) O2 0.0236(7) 0.0296(8) 0.0209(7) 0.0004(6) -0.0073(6) 0.0057(6) C5 0.0222(10) 0.0216(10) 0.0226(10) -0.0025(8) -0.0109(8) 0.0041(8) C4 0.0174(9) 0.0166(9) 0.0201(9) -0.0034(7) -0.0062(8) 0.0013(7) O1 0.0156(7) 0.0278(8) 0.0246(7) 0.0003(6) -0.0047(6) 0.0061(6) C1 0.0162(9) 0.0185(9) 0.0213(10) -0.0033(7) -0.0066(8) 0.0008(7) N1 0.0178(8) 0.0220(9) 0.0240(8) -0.0029(7) -0.0111(7) 0.0052(6) C8 0.0195(9) 0.0193(9) 0.0190(9) -0.0030(7) -0.0070(8) 0.0007(7) C7 0.0178(9) 0.0273(11) 0.0217(10) -0.0061(8) -0.0035(8) -0.0004(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1739(5) 2_935 ? Ni1 S2 2.1739(5) . ? Ni1 S1 2.1769(5) . ? Ni1 S1 2.1769(5) 2_935 ? S1 C2 1.723(2) 2_935 ? S2 C1 1.704(2) . ? O3 C3 1.208(2) . ? O4 C3 1.329(2) . ? C2 O2 1.219(2) . ? C2 C1 1.534(3) . ? C2 S1 1.723(2) 2_935 ? C6 C7 1.365(3) . ? C6 C5 1.388(3) . ? C3 C4 1.500(3) . ? C5 C4 1.384(3) . ? C4 C8 1.381(3) . ? O1 C1 1.238(2) . ? N1 C7 1.340(3) . ? N1 C8 1.343(2) . ? 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 S2 Ni1 S2 180.0 2_935 . ? S2 Ni1 S1 92.526(18) 2_935 . ? S2 Ni1 S1 87.475(18) . . ? S2 Ni1 S1 87.474(18) 2_935 2_935 ? S2 Ni1 S1 92.526(18) . 2_935 ? S1 Ni1 S1 180.0 . 2_935 ? C2 S1 Ni1 105.68(7) 2_935 . ? C1 S2 Ni1 105.63(7) . . ? O2 C2 C1 118.05(16) . . ? O2 C2 S1 124.67(15) . 2_935 ? C1 C2 S1 117.28(14) . 2_935 ? C7 C6 C5 119.25(18) . . ? O3 C3 O4 125.04(18) . . ? O3 C3 C4 122.97(17) . . ? O4 C3 C4 111.99(16) . . ? C4 C5 C6 119.63(18) . . ? C8 C4 C5 119.44(17) . . ? C8 C4 C3 120.90(17) . . ? C5 C4 C3 119.65(17) . . ? O1 C1 C2 116.40(17) . . ? O1 C1 S2 124.88(15) . . ? C2 C1 S2 118.71(14) . . ? C7 N1 C8 122.90(18) . . ? N1 C8 C4 118.89(18) . . ? N1 C7 C6 119.86(18) . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.374 _refine_diff_density_min -0.283 _refine_diff_density_rms 0.069 data_2 _database_code_depnum_ccdc_archive 'CCDC 602659' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H10 N2 O4 Pt S4' _chemical_formula_weight 593.57 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1890(9) _cell_length_b 8.1431(11) _cell_length_c 8.4188(11) _cell_angle_alpha 84.248(2) _cell_angle_beta 67.789(2) _cell_angle_gamma 63.871(2) _cell_volume 408.34(9) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 27.49 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.414 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 282 _exptl_absorpt_coefficient_mu 9.126 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.601 _exptl_absorpt_correction_T_max 0.83 _exptl_absorpt_process_details 'SADABS (Bruker, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4315 _diffrn_reflns_av_R_equivalents 0.0293 _diffrn_reflns_av_sigmaI/netI 0.0366 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 27.49 _reflns_number_total 1857 _reflns_number_gt 1851 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0338P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1857 _refine_ls_number_parameters 119 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0240 _refine_ls_R_factor_gt 0.0239 _refine_ls_wR_factor_ref 0.0544 _refine_ls_wR_factor_gt 0.0544 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.004 _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 Pt1 Pt 0.5000 0.0000 0.0000 0.01521(8) Uani 1 2 d S . . S1 S 0.32863(17) 0.20702(15) 0.23626(13) 0.0212(2) Uani 1 1 d . . . S2 S 0.20197(17) -0.06893(15) 0.09707(14) 0.0233(2) Uani 1 1 d . . . O1 O -0.0735(5) 0.3126(5) 0.4706(4) 0.0296(7) Uani 1 1 d . . . O2 O -0.1715(5) 0.0748(5) 0.3600(4) 0.0280(7) Uani 1 1 d . . . N1 N -0.4875(6) 0.6835(5) 0.3659(5) 0.0214(8) Uani 1 1 d . . . H1A H -0.613(11) 0.738(8) 0.449(8) 0.046(18) Uiso 1 1 d . . . C1 C 0.0690(7) 0.2100(6) 0.3443(5) 0.0189(8) Uani 1 1 d . . . C2 C 0.0123(7) 0.0734(6) 0.2785(5) 0.0201(8) Uani 1 1 d . . . C3 C -0.4628(7) 0.5567(6) 0.2599(6) 0.0261(10) Uani 1 1 d . . . H3A H -0.5781 0.5195 0.2836 0.031 Uiso 1 1 calc R . . C4 C -0.2711(7) 0.4812(6) 0.1175(6) 0.0229(9) Uani 1 1 d . . . H4A H -0.2523 0.3900 0.0432 0.028 Uiso 1 1 calc R . . C5 C -0.1029(7) 0.5374(5) 0.0806(5) 0.0176(8) Uani 1 1 d . . . C6 C -0.1349(7) 0.6678(6) 0.1944(5) 0.0217(9) Uani 1 1 d . . . H6A H -0.0231 0.7084 0.1736 0.026 Uiso 1 1 calc R . . C7 C -0.3285(8) 0.7381(6) 0.3373(6) 0.0234(9) Uani 1 1 d . . . H7A H -0.3494 0.8261 0.4162 0.028 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 Pt1 0.01175(12) 0.01721(12) 0.01420(12) -0.00140(8) -0.00111(8) -0.00680(9) S1 0.0161(5) 0.0261(5) 0.0185(5) -0.0075(4) 0.0010(4) -0.0111(4) S2 0.0161(5) 0.0280(6) 0.0233(5) -0.0089(4) 0.0023(4) -0.0133(4) O1 0.0224(16) 0.0307(18) 0.0275(18) -0.0111(14) 0.0036(14) -0.0126(14) O2 0.0175(15) 0.0315(17) 0.0307(18) -0.0059(14) 0.0015(13) -0.0141(14) N1 0.0152(18) 0.0200(18) 0.0169(18) -0.0019(14) 0.0014(15) -0.0030(15) C1 0.0125(19) 0.024(2) 0.0147(19) 0.0004(16) 0.0001(16) -0.0075(17) C2 0.017(2) 0.020(2) 0.020(2) 0.0006(16) -0.0021(17) -0.0086(17) C3 0.018(2) 0.029(2) 0.028(2) -0.0030(19) -0.0007(18) -0.0134(19) C4 0.021(2) 0.021(2) 0.024(2) -0.0071(17) -0.0020(18) -0.0099(18) C5 0.0137(19) 0.0174(19) 0.015(2) 0.0012(15) -0.0018(17) -0.0045(16) C6 0.018(2) 0.024(2) 0.019(2) -0.0030(17) -0.0004(17) -0.0107(18) C7 0.027(2) 0.023(2) 0.017(2) -0.0046(17) -0.0041(18) -0.0094(19) _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 Pt1 S2 2.2840(10) 2_655 ? Pt1 S2 2.2840(10) . ? Pt1 S1 2.3035(10) 2_655 ? Pt1 S1 2.3035(10) . ? S1 C1 1.730(4) . ? S2 C2 1.710(4) . ? O1 C1 1.216(5) . ? O2 C2 1.233(5) . ? N1 C7 1.334(6) . ? N1 C3 1.341(6) . ? N1 H1A 0.86(6) . ? C1 C2 1.551(6) . ? C3 C4 1.367(6) . ? C3 H3A 0.9500 . ? C4 C5 1.393(6) . ? C4 H4A 0.9500 . ? C5 C6 1.386(6) . ? C5 C5 1.502(8) 2_565 ? C6 C7 1.371(6) . ? C6 H6A 0.9500 . ? C7 H7A 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 S2 Pt1 S2 180.0 2_655 . ? S2 Pt1 S1 89.27(4) 2_655 2_655 ? S2 Pt1 S1 90.73(4) . 2_655 ? S2 Pt1 S1 90.73(4) 2_655 . ? S2 Pt1 S1 89.27(4) . . ? S1 Pt1 S1 180.0 2_655 . ? C1 S1 Pt1 105.77(15) . . ? C2 S2 Pt1 106.56(15) . . ? C7 N1 C3 121.8(4) . . ? C7 N1 H1A 119(4) . . ? C3 N1 H1A 119(4) . . ? O1 C1 C2 117.2(3) . . ? O1 C1 S1 124.1(3) . . ? C2 C1 S1 118.7(3) . . ? O2 C2 C1 117.6(4) . . ? O2 C2 S2 122.9(3) . . ? C1 C2 S2 119.5(3) . . ? N1 C3 C4 119.7(4) . . ? N1 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C3 C4 C5 120.4(4) . . ? C3 C4 H4A 119.8 . . ? C5 C4 H4A 119.8 . . ? C6 C5 C4 117.9(4) . . ? C6 C5 C5 121.3(5) . 2_565 ? C4 C5 C5 120.7(5) . 2_565 ? C7 C6 C5 119.8(4) . . ? C7 C6 H6A 120.1 . . ? C5 C6 H6A 120.1 . . ? N1 C7 C6 120.4(4) . . ? N1 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? 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 Pt1 S1 C1 175.56(15) 2_655 . . . ? S2 Pt1 S1 C1 -4.44(15) . . . . ? S1 Pt1 S2 C2 -176.70(16) 2_655 . . . ? S1 Pt1 S2 C2 3.30(16) . . . . ? Pt1 S1 C1 O1 -175.4(4) . . . . ? Pt1 S1 C1 C2 5.0(4) . . . . ? O1 C1 C2 O2 -1.4(6) . . . . ? S1 C1 C2 O2 178.2(3) . . . . ? O1 C1 C2 S2 177.7(3) . . . . ? S1 C1 C2 S2 -2.7(5) . . . . ? Pt1 S2 C2 O2 177.8(4) . . . . ? Pt1 S2 C2 C1 -1.3(4) . . . . ? C7 N1 C3 C4 -0.5(7) . . . . ? N1 C3 C4 C5 -1.0(7) . . . . ? C3 C4 C5 C6 1.5(7) . . . . ? C3 C4 C5 C5 -176.7(5) . . . 2_565 ? C4 C5 C6 C7 -0.5(7) . . . . ? C5 C5 C6 C7 177.6(4) 2_565 . . . ? C3 N1 C7 C6 1.5(7) . . . . ? C5 C6 C7 N1 -0.9(7) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.142 _refine_diff_density_min -1.173 _refine_diff_density_rms 0.156 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 602660' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C6 H6 N O2), C4 O4 Pt S4' _chemical_formula_sum 'C16 H12 N2 O8 Pt S4' _chemical_formula_weight 683.61 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7014(12) _cell_length_b 8.4515(14) _cell_length_c 8.6820(14) _cell_angle_alpha 72.757(3) _cell_angle_beta 67.078(2) _cell_angle_gamma 77.891(3) _cell_volume 494.22(14) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.54 _cell_measurement_theta_max 27.51 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 7.571 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.176 _exptl_absorpt_correction_T_max 0.685 _exptl_absorpt_process_details 'SADABS Bruker AXS 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5231 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.0829 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.54 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2242 _reflns_number_gt 2008 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0324P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2242 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0479 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.0746 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 0.969 _refine_ls_restrained_S_all 0.969 _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 Pt1 Pt 0.5000 0.5000 0.0000 0.01833(12) Uani 1 2 d S . . S1 S 0.6567(2) 0.3401(2) -0.1970(2) 0.0235(4) Uani 1 1 d . . . S2 S 0.2383(2) 0.5439(2) -0.0807(2) 0.0238(4) Uani 1 1 d . . . O1 O 0.5392(6) 0.2707(6) -0.4112(5) 0.0282(11) Uani 1 1 d . . . O2 O 0.1926(6) 0.4279(6) -0.3084(6) 0.0272(11) Uani 1 1 d . . . O3 O -0.0753(6) 0.0306(6) 0.2001(5) 0.0287(11) Uani 1 1 d . . . H3A H -0.0976 0.0019 0.1255 0.043 Uiso 1 1 calc R . . O4 O 0.2060(6) 0.0693(6) -0.0118(5) 0.0254(10) Uani 1 1 d . . . N1 N 0.2846(8) 0.2381(7) 0.4481(7) 0.0239(13) Uani 1 1 d . . . H1A H 0.324(8) 0.258(8) 0.517(7) 0.016(16) Uiso 1 1 d . . . C1 C 0.4999(9) 0.3406(8) -0.2939(8) 0.0211(14) Uani 1 1 d . . . C2 C 0.3004(9) 0.4366(8) -0.2376(8) 0.0205(14) Uani 1 1 d . . . C3 C 0.0996(9) 0.2667(8) 0.4704(8) 0.0252(15) Uani 1 1 d . . . H3B H 0.0156 0.3257 0.5536 0.030 Uiso 1 1 calc R . . C4 C 0.0303(9) 0.2114(8) 0.3740(7) 0.0222(14) Uani 1 1 d . . . H4A H -0.1011 0.2297 0.3905 0.027 Uiso 1 1 calc R . . C5 C 0.1573(9) 0.1282(8) 0.2523(8) 0.0217(14) Uani 1 1 d . . . C6 C 0.3488(8) 0.1015(8) 0.2295(8) 0.0198(13) Uani 1 1 d . . . H6A H 0.4372 0.0469 0.1441 0.024 Uiso 1 1 calc R . . C7 C 0.4073(9) 0.1566(8) 0.3345(8) 0.0244(15) Uani 1 1 d . . . H7A H 0.5368 0.1356 0.3250 0.029 Uiso 1 1 calc R . . C8 C 0.0873(9) 0.0725(7) 0.1394(8) 0.0190(13) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.01820(19) 0.0231(2) 0.0184(2) -0.00951(16) -0.00759(15) -0.00309(15) S1 0.0192(8) 0.0313(10) 0.0263(9) -0.0171(8) -0.0091(7) 0.0016(7) S2 0.0190(8) 0.0326(10) 0.0267(9) -0.0169(8) -0.0097(7) 0.0004(7) O1 0.029(3) 0.034(3) 0.029(2) -0.018(2) -0.012(2) 0.003(2) O2 0.026(2) 0.033(3) 0.035(3) -0.016(2) -0.019(2) 0.001(2) O3 0.028(3) 0.041(3) 0.028(2) -0.019(2) -0.011(2) -0.008(2) O4 0.023(2) 0.036(3) 0.020(2) -0.013(2) -0.0040(19) -0.005(2) N1 0.031(3) 0.029(3) 0.019(3) -0.010(3) -0.010(3) -0.013(3) C1 0.023(3) 0.022(4) 0.017(3) -0.009(3) -0.001(3) -0.005(3) C2 0.030(4) 0.017(3) 0.019(3) 0.002(3) -0.016(3) -0.003(3) C3 0.025(4) 0.027(4) 0.022(3) -0.012(3) -0.002(3) -0.004(3) C4 0.021(3) 0.027(4) 0.019(3) -0.007(3) -0.005(3) -0.008(3) C5 0.025(3) 0.022(4) 0.024(3) -0.005(3) -0.012(3) -0.007(3) C6 0.019(3) 0.020(4) 0.019(3) -0.006(3) -0.003(3) -0.004(3) C7 0.017(3) 0.030(4) 0.025(3) -0.010(3) -0.005(3) -0.002(3) C8 0.024(3) 0.014(3) 0.024(3) -0.007(3) -0.012(3) -0.001(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 S1 2.2994(15) 2_665 ? Pt1 S1 2.2994(15) . ? Pt1 S2 2.3068(15) 2_665 ? Pt1 S2 2.3068(15) . ? S1 C1 1.718(6) . ? S2 C2 1.718(6) . ? O1 C1 1.233(7) . ? O2 C2 1.234(7) . ? O3 C8 1.238(7) . ? O3 H3A 0.8400 . ? O4 C8 1.279(7) . ? N1 C7 1.320(8) . ? N1 C3 1.340(8) . ? N1 H1A 0.83(6) . ? C1 C2 1.544(9) . ? C3 C4 1.375(8) . ? C3 H3B 0.9500 . ? C4 C5 1.383(9) . ? C4 H4A 0.9500 . ? C5 C6 1.388(8) . ? C5 C8 1.505(7) . ? C6 C7 1.383(8) . ? C6 H6A 0.9500 . ? C7 H7A 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 S1 Pt1 S1 180.0 2_665 . ? S1 Pt1 S2 89.62(5) 2_665 2_665 ? S1 Pt1 S2 90.38(5) . 2_665 ? S1 Pt1 S2 90.38(5) 2_665 . ? S1 Pt1 S2 89.62(5) . . ? S2 Pt1 S2 179.999(1) 2_665 . ? C1 S1 Pt1 105.6(2) . . ? C2 S2 Pt1 105.4(2) . . ? C8 O3 H3A 109.5 . . ? C7 N1 C3 122.2(5) . . ? C7 N1 H1A 117(4) . . ? C3 N1 H1A 120(4) . . ? O1 C1 C2 117.0(5) . . ? O1 C1 S1 123.4(5) . . ? C2 C1 S1 119.7(4) . . ? O2 C2 C1 116.5(5) . . ? O2 C2 S2 123.8(5) . . ? C1 C2 S2 119.7(4) . . ? N1 C3 C4 120.5(6) . . ? N1 C3 H3B 119.7 . . ? C4 C3 H3B 119.7 . . ? C3 C4 C5 118.1(6) . . ? C3 C4 H4A 121.0 . . ? C5 C4 H4A 121.0 . . ? C4 C5 C6 120.6(5) . . ? C4 C5 C8 119.4(5) . . ? C6 C5 C8 120.0(5) . . ? C7 C6 C5 118.0(6) . . ? C7 C6 H6A 121.0 . . ? C5 C6 H6A 121.0 . . ? N1 C7 C6 120.5(6) . . ? N1 C7 H7A 119.7 . . ? C6 C7 H7A 119.7 . . ? O3 C8 O4 125.8(5) . . ? O3 C8 C5 118.4(5) . . ? O4 C8 C5 115.8(5) . . ? 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 Pt1 S1 C1 -179.9(2) 2_665 . . . ? S2 Pt1 S1 C1 0.1(2) . . . . ? S1 Pt1 S2 C2 -179.8(2) 2_665 . . . ? S1 Pt1 S2 C2 0.2(2) . . . . ? Pt1 S1 C1 O1 177.7(5) . . . . ? Pt1 S1 C1 C2 -0.5(5) . . . . ? O1 C1 C2 O2 3.8(9) . . . . ? S1 C1 C2 O2 -177.9(5) . . . . ? O1 C1 C2 S2 -177.5(5) . . . . ? S1 C1 C2 S2 0.8(7) . . . . ? Pt1 S2 C2 O2 178.0(5) . . . . ? Pt1 S2 C2 C1 -0.6(5) . . . . ? C7 N1 C3 C4 -0.1(10) . . . . ? N1 C3 C4 C5 -1.0(10) . . . . ? C3 C4 C5 C6 0.2(9) . . . . ? C3 C4 C5 C8 -177.4(6) . . . . ? C4 C5 C6 C7 1.6(9) . . . . ? C8 C5 C6 C7 179.1(5) . . . . ? C3 N1 C7 C6 2.0(10) . . . . ? C5 C6 C7 N1 -2.7(9) . . . . ? C4 C5 C8 O3 -32.8(9) . . . . ? C6 C5 C8 O3 149.6(6) . . . . ? C4 C5 C8 O4 148.8(6) . . . . ? C6 C5 C8 O4 -28.7(9) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.412 _refine_diff_density_min -1.170 _refine_diff_density_rms 0.217 #===END data_6 _database_code_depnum_ccdc_archive 'CCDC 602661' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C6 H6 N O2), (C4 O4 Pt S4)' _chemical_formula_sum 'C16 H12 N2 O8 Pt S4' _chemical_formula_weight 683.6 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' Pt Pt -1.7033 8.3905 '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 _symmetry_space_group_name_Hall '-C 2yc' 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 17.464(3) _cell_length_b 10.8917(16) _cell_length_c 13.571(2) _cell_angle_alpha 90.00 _cell_angle_beta 128.397(2) _cell_angle_gamma 90.00 _cell_volume 2023.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 928 _cell_measurement_theta_min 2.3895 _cell_measurement_theta_max 22.0000 _exptl_crystal_description plate _exptl_crystal_colour pink _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.244 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1312 _exptl_absorpt_coefficient_mu 7.398 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.429759 _exptl_absorpt_correction_T_max 0.86 _exptl_absorpt_process_details 'SADABS (Sheldrick, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6387 _diffrn_reflns_av_R_equivalents 0.1049 _diffrn_reflns_av_sigmaI/netI 0.1456 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.39 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2309 _reflns_number_gt 1379 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0695P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2309 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1185 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1481 _refine_ls_wR_factor_gt 0.1252 _refine_ls_goodness_of_fit_ref 0.953 _refine_ls_restrained_S_all 0.953 _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 Pt1 Pt 0.7500 0.2500 0.5000 0.0166(2) Uani 1 2 d S . . S1 S 0.5935(2) 0.2821(3) 0.4287(3) 0.0236(8) Uani 1 1 d . . . S2 S 0.7666(2) 0.4563(3) 0.4878(3) 0.0233(8) Uani 1 1 d . . . O1 O 0.5009(7) 0.4885(8) 0.3770(9) 0.026(2) Uani 1 1 d . . . O2 O 0.6410(7) 0.6324(8) 0.4228(9) 0.029(2) Uani 1 1 d . . . O3 O 0.1656(7) 0.7329(8) 0.1658(9) 0.032(2) Uani 1 1 d . . . O4 O 0.1662(6) 0.9403(7) 0.1728(8) 0.023(2) Uani 1 1 d . . . H4A H 0.1124 0.9299 0.1585 0.035 Uiso 1 1 calc R . . N1 N 0.4643(8) 0.7425(12) 0.3487(10) 0.030(3) Uani 1 1 d . . . H1A H 0.4972 0.6739 0.3665 0.035 Uiso 1 1 calc R . . C1 C 0.5770(10) 0.4322(13) 0.4116(12) 0.026(3) Uani 1 1 d . . . C2 C 0.6596(9) 0.5226(13) 0.4386(12) 0.021(3) Uani 1 1 d . . . C3 C 0.3683(9) 0.7363(14) 0.2881(11) 0.024(3) Uani 1 1 d . . . H3A H 0.3365 0.6588 0.2658 0.028 Uiso 1 1 calc R . . C4 C 0.3152(9) 0.8435(11) 0.2580(11) 0.016(3) Uani 1 1 d . . . C5 C 0.3641(9) 0.9539(11) 0.2913(11) 0.018(3) Uani 1 1 d . . . H5A H 0.3296 1.0290 0.2715 0.022 Uiso 1 1 calc R . . C6 C 0.4600(10) 0.9549(12) 0.3513(12) 0.026(3) Uani 1 1 d . . . H6A H 0.4927 1.0315 0.3723 0.031 Uiso 1 1 calc R . . C7 C 0.5126(9) 0.8496(12) 0.3836(12) 0.020(3) Uani 1 1 d . . . H7A H 0.5814 0.8518 0.4294 0.024 Uiso 1 1 calc R . . C8 C 0.2093(10) 0.8318(12) 0.1935(12) 0.022(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Pt1 0.0107(3) 0.0175(3) 0.0197(3) -0.0001(4) 0.0085(3) 0.0009(4) S1 0.0146(16) 0.0167(19) 0.0393(19) 0.0027(13) 0.0166(15) 0.0024(11) S2 0.0135(17) 0.0280(18) 0.0297(18) -0.0032(15) 0.0141(15) 0.0042(14) O1 0.024(5) 0.016(5) 0.045(6) 0.000(4) 0.025(5) -0.005(4) O2 0.026(6) 0.016(5) 0.050(6) 0.004(4) 0.026(5) 0.004(4) O3 0.023(5) 0.028(7) 0.046(6) -0.004(5) 0.023(5) -0.003(5) O4 0.014(5) 0.017(5) 0.034(5) -0.005(4) 0.012(4) 0.000(4) N1 0.022(5) 0.033(7) 0.033(6) 0.016(7) 0.016(5) 0.023(7) C1 0.019(7) 0.040(9) 0.024(7) -0.015(6) 0.016(6) -0.008(6) C2 0.012(7) 0.038(9) 0.019(7) 0.005(6) 0.012(6) -0.002(6) C3 0.021(6) 0.032(8) 0.019(6) 0.010(7) 0.013(5) 0.012(7) C4 0.009(6) 0.021(7) 0.016(6) 0.003(5) 0.008(5) 0.002(5) C5 0.021(7) 0.016(6) 0.022(7) 0.002(5) 0.015(6) 0.006(5) C6 0.029(8) 0.017(7) 0.033(8) -0.008(6) 0.020(7) -0.006(6) C7 0.003(6) 0.030(8) 0.025(7) -0.001(6) 0.008(6) 0.000(5) C8 0.024(8) 0.024(8) 0.023(7) 0.002(6) 0.017(7) -0.005(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Pt1 S2 2.285(4) . ? Pt1 S2 2.285(4) 7_656 ? Pt1 S1 2.289(3) . ? Pt1 S1 2.289(3) 7_656 ? S1 C1 1.651(15) . ? S2 C2 1.707(13) . ? O1 C1 1.260(15) . ? O2 C2 1.223(15) . ? O3 C8 1.237(15) . ? O4 C8 1.334(15) . ? O4 H4A 0.8400 . ? N1 C3 1.334(16) . ? N1 C7 1.341(16) . ? N1 H1A 0.8800 . ? C1 C2 1.590(17) . ? C3 C4 1.386(16) . ? C3 H3A 0.9500 . ? C4 C5 1.379(16) . ? C4 C8 1.480(17) . ? C5 C6 1.332(17) . ? C5 H5A 0.9500 . ? C6 C7 1.361(17) . ? C6 H6A 0.9500 . ? C7 H7A 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 S2 Pt1 S2 179.998(1) . 7_656 ? S2 Pt1 S1 89.51(11) . . ? S2 Pt1 S1 90.49(11) 7_656 . ? S2 Pt1 S1 90.49(11) . 7_656 ? S2 Pt1 S1 89.51(11) 7_656 7_656 ? S1 Pt1 S1 180.00(14) . 7_656 ? C1 S1 Pt1 105.6(5) . . ? C2 S2 Pt1 106.6(5) . . ? C8 O4 H4A 109.5 . . ? C3 N1 C7 122.4(12) . . ? C3 N1 H1A 118.8 . . ? C7 N1 H1A 118.8 . . ? O1 C1 C2 112.3(12) . . ? O1 C1 S1 125.9(10) . . ? C2 C1 S1 121.8(10) . . ? O2 C2 C1 117.5(11) . . ? O2 C2 S2 126.0(10) . . ? C1 C2 S2 116.4(10) . . ? N1 C3 C4 119.6(14) . . ? N1 C3 H3A 120.2 . . ? C4 C3 H3A 120.2 . . ? C5 C4 C3 118.3(12) . . ? C5 C4 C8 124.1(11) . . ? C3 C4 C8 117.6(11) . . ? C6 C5 C4 119.7(12) . . ? C6 C5 H5A 120.2 . . ? C4 C5 H5A 120.2 . . ? C5 C6 C7 122.1(13) . . ? C5 C6 H6A 118.9 . . ? C7 C6 H6A 118.9 . . ? N1 C7 C6 117.9(12) . . ? N1 C7 H7A 121.0 . . ? C6 C7 H7A 121.0 . . ? O3 C8 O4 123.1(12) . . ? O3 C8 C4 124.2(12) . . ? O4 C8 C4 112.6(11) . . ? 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 Pt1 S1 C1 -2.0(5) . . . . ? S2 Pt1 S1 C1 178.0(5) 7_656 . . . ? S1 Pt1 S2 C2 1.7(5) . . . . ? S1 Pt1 S2 C2 -178.3(5) 7_656 . . . ? Pt1 S1 C1 O1 -178.1(11) . . . . ? Pt1 S1 C1 C2 2.0(11) . . . . ? O1 C1 C2 O2 -0.5(17) . . . . ? S1 C1 C2 O2 179.5(10) . . . . ? O1 C1 C2 S2 179.4(9) . . . . ? S1 C1 C2 S2 -0.7(14) . . . . ? Pt1 S2 C2 O2 178.8(11) . . . . ? Pt1 S2 C2 C1 -1.1(10) . . . . ? C7 N1 C3 C4 0.8(17) . . . . ? N1 C3 C4 C5 0.5(17) . . . . ? N1 C3 C4 C8 -178.6(10) . . . . ? C3 C4 C5 C6 -0.3(18) . . . . ? C8 C4 C5 C6 178.7(11) . . . . ? C4 C5 C6 C7 -1(2) . . . . ? C3 N1 C7 C6 -2.3(19) . . . . ? C5 C6 C7 N1 3(2) . . . . ? C5 C4 C8 O3 -178.5(12) . . . . ? C3 C4 C8 O3 0.6(18) . . . . ? C5 C4 C8 O4 -1.1(17) . . . . ? C3 C4 C8 O4 177.9(10) . . . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 4.550 _refine_diff_density_min -2.521 _refine_diff_density_rms 0.320 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 602662' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 N2 Ni O8 S4' _chemical_formula_weight 575.28 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' Ni Ni 0.3393 1.1124 '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 4.0075(5) _cell_length_b 16.375(2) _cell_length_c 16.191(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.063(11) _cell_angle_gamma 90.00 _cell_volume 1062.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 1607 _cell_measurement_theta_min 2.424 _cell_measurement_theta_max 29.1885 _exptl_crystal_description needle _exptl_crystal_colour purple _exptl_crystal_size_max 0.6 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.798 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 1.358 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.251586 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Synchrotron _diffrn_radiation_source 'Daresbury SRS Station 9.8' _diffrn_radiation_monochromator 'Silicon 111' _diffrn_measurement_device_type 'Bruker AXS SMART 1K CCD Diffractometer' _diffrn_measurement_method 'omega rotation with narrow frames' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5547 _diffrn_reflns_av_R_equivalents 0.1795 _diffrn_reflns_av_sigmaI/netI 0.1235 _diffrn_reflns_limit_h_min -4 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 24.99 _reflns_number_total 1872 _reflns_number_gt 1642 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART Version 5.054 (Bruker, 1998)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXTL (Bruker, 2001)' _computing_structure_refinement 'SHELXTL (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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^)+(0.0357P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1872 _refine_ls_number_parameters 156 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1063 _refine_ls_wR_factor_gt 0.1037 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 1.0000 0.5000 -0.5000 0.0156(2) Uani 1 2 d S . . S2 S 1.25696(19) 0.44143(4) -0.60357(5) 0.0208(2) Uani 1 1 d . . . S1 S 0.96703(18) 0.61521(4) -0.56651(5) 0.0181(2) Uani 1 1 d . . . O2 O 1.5079(6) 0.50940(11) -0.73647(16) 0.0243(6) Uani 1 1 d . . . C1 C 1.1838(7) 0.60182(16) -0.6564(2) 0.0168(7) Uani 1 1 d . . . O1 O 1.2225(5) 0.65633(11) -0.70867(15) 0.0237(5) Uani 1 1 d . . . O3 O 1.0158(6) 0.54375(11) -1.11458(16) 0.0283(6) Uani 1 1 d . . . C2 C 1.3386(8) 0.51748(16) -0.6733(2) 0.0173(7) Uani 1 1 d . . . N1 N 0.5961(6) 0.66214(14) -0.84711(18) 0.0224(6) Uani 1 1 d . . . H1A H 0.5283 0.6568 -0.7957 0.027 Uiso 1 1 calc R . . C5 C 0.8180(7) 0.67810(16) -1.0080(2) 0.0157(7) Uani 1 1 d . . . C9 C 1.0651(8) 0.61278(16) -1.1382(2) 0.0185(7) Uani 1 1 d . . . C8 C 0.9389(7) 0.68896(15) -1.0958(2) 0.0181(7) Uani 1 1 d . . . H8A H 0.7532 0.7116 -1.1291 0.022 Uiso 1 1 calc R . . H8B H 1.1205 0.7299 -1.0957 0.022 Uiso 1 1 calc R . . C7 C 0.5203(8) 0.60447(16) -0.9027(2) 0.0210(7) Uani 1 1 d . . . H7A H 0.3915 0.5586 -0.8862 0.025 Uiso 1 1 calc R . . C4 C 0.8875(8) 0.73754(17) -0.9483(2) 0.0209(7) Uani 1 1 d . . . H4A H 1.0134 0.7845 -0.9630 0.025 Uiso 1 1 calc R . . C6 C 0.6256(8) 0.61058(16) -0.9832(2) 0.0185(7) Uani 1 1 d . . . H6A H 0.5687 0.5693 -1.0220 0.022 Uiso 1 1 calc R . . C3 C 0.7769(8) 0.72895(18) -0.8693(2) 0.0235(8) Uani 1 1 d . . . H3A H 0.8262 0.7698 -0.8295 0.028 Uiso 1 1 calc R . . O4 O 1.2388(6) 0.63049(13) -1.20563(17) 0.0290(6) Uani 1 1 d . . . H4C H 1.308(11) 0.586(3) -1.232(3) 0.049(12) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0153(3) 0.0112(3) 0.0201(4) 0.0018(2) -0.0012(3) 0.00178(18) S2 0.0255(4) 0.0124(3) 0.0245(5) 0.0024(4) 0.0037(4) 0.0041(3) S1 0.0193(4) 0.0123(3) 0.0228(5) 0.0017(3) 0.0003(3) 0.0028(3) O2 0.0313(13) 0.0170(9) 0.0246(14) 0.0008(10) 0.0026(12) 0.0030(9) C1 0.0150(14) 0.0142(13) 0.0211(17) -0.0021(15) -0.0052(13) -0.0010(11) O1 0.0288(13) 0.0158(10) 0.0265(13) 0.0020(11) 0.0004(10) -0.0003(9) O3 0.0357(14) 0.0132(10) 0.0359(15) -0.0005(11) 0.0058(12) -0.0006(9) C2 0.0203(16) 0.0130(12) 0.0186(18) -0.0006(15) -0.0032(15) -0.0003(12) N1 0.0238(14) 0.0212(12) 0.0221(15) -0.0006(13) -0.0014(12) 0.0057(11) C5 0.0143(14) 0.0121(11) 0.0207(17) 0.0012(14) -0.0038(13) 0.0034(11) C9 0.0176(15) 0.0177(14) 0.0203(18) -0.0003(15) -0.0038(14) -0.0004(12) C8 0.0205(15) 0.0124(12) 0.0212(17) 0.0032(14) -0.0042(13) -0.0015(11) C7 0.0195(16) 0.0158(13) 0.028(2) 0.0026(15) -0.0016(14) 0.0006(12) C4 0.0216(16) 0.0156(12) 0.0256(19) 0.0005(15) -0.0061(14) -0.0028(12) C6 0.0193(15) 0.0128(11) 0.0234(18) -0.0006(14) -0.0068(14) 0.0008(11) C3 0.0235(17) 0.0181(13) 0.029(2) -0.0048(16) -0.0084(15) 0.0002(12) O4 0.0403(15) 0.0168(10) 0.0298(15) -0.0012(12) 0.0092(12) 0.0032(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1762(7) 3_764 ? Ni1 S1 2.1762(7) . ? Ni1 S2 2.1900(9) . ? Ni1 S2 2.1900(9) 3_764 ? S2 C2 1.712(3) . ? S1 C1 1.710(4) . ? O2 C2 1.235(4) . ? C1 O1 1.240(4) . ? C1 C2 1.538(4) . ? O3 C9 1.209(3) . ? N1 C7 1.339(4) . ? N1 C3 1.361(4) . ? C5 C4 1.400(4) . ? C5 C6 1.407(4) . ? C5 C8 1.513(5) . ? C9 O4 1.328(4) . ? C9 C8 1.511(4) . ? C7 C6 1.375(5) . ? C4 C3 1.361(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 S1 Ni1 S1 180.000(17) 3_764 . ? S1 Ni1 S2 88.33(3) 3_764 . ? S1 Ni1 S2 91.67(3) . . ? S1 Ni1 S2 91.67(3) 3_764 3_764 ? S1 Ni1 S2 88.33(3) . 3_764 ? S2 Ni1 S2 180.0 . 3_764 ? C2 S2 Ni1 106.05(12) . . ? C1 S1 Ni1 106.22(10) . . ? O1 C1 C2 118.3(3) . . ? O1 C1 S1 123.5(2) . . ? C2 C1 S1 118.1(2) . . ? O2 C2 C1 117.7(3) . . ? O2 C2 S2 125.0(2) . . ? C1 C2 S2 117.3(3) . . ? C7 N1 C3 120.7(3) . . ? C4 C5 C6 117.3(3) . . ? C4 C5 C8 120.3(3) . . ? C6 C5 C8 122.4(3) . . ? O3 C9 O4 123.3(3) . . ? O3 C9 C8 125.0(3) . . ? O4 C9 C8 111.7(2) . . ? C9 C8 C5 115.9(2) . . ? N1 C7 C6 121.1(3) . . ? C3 C4 C5 120.8(3) . . ? C7 C6 C5 119.8(3) . . ? N1 C3 C4 120.3(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.992 _refine_diff_density_min -0.853 _refine_diff_density_rms 0.163 #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 602663' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 N2 Ni O8 S4' _chemical_formula_weight 575.28 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' Ni Ni 0.3393 1.1124 '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 17.096(3) _cell_length_b 10.3947(15) _cell_length_c 13.305(2) _cell_angle_alpha 90.00 _cell_angle_beta 112.760(2) _cell_angle_gamma 90.00 _cell_volume 2180.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.753 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 1.324 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6910 _diffrn_reflns_av_R_equivalents 0.0260 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.35 _diffrn_reflns_theta_max 27.55 _reflns_number_total 2483 _reflns_number_gt 1941 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0480P)^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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2483 _refine_ls_number_parameters 183 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0466 _refine_ls_R_factor_gt 0.0308 _refine_ls_wR_factor_ref 0.0838 _refine_ls_wR_factor_gt 0.0762 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.7500 0.7500 0.5000 0.02157(12) Uani 1 2 d S . . S2 S 0.73752(3) 0.95844(5) 0.49535(5) 0.02876(15) Uani 1 1 d . . . S1 S 0.88758(3) 0.75805(5) 0.57334(5) 0.02932(15) Uani 1 1 d . . . N1 N 1.01213(12) 1.24873(16) 0.62812(15) 0.0262(4) Uani 1 1 d . . . O4 O 1.38817(10) 1.28416(16) 0.85094(14) 0.0332(4) Uani 1 1 d . . . O3 O 1.31019(10) 1.45530(15) 0.77275(13) 0.0361(4) Uani 1 1 d . . . O2 O 0.85723(10) 1.13127(13) 0.55876(13) 0.0302(4) Uani 1 1 d . . . O1 O 0.98528(10) 0.96081(15) 0.61672(14) 0.0370(4) Uani 1 1 d . . . C8 C 1.24126(15) 1.2674(2) 0.8065(2) 0.0298(5) Uani 1 1 d . . . C3 C 1.09246(14) 1.2167(2) 0.68786(17) 0.0247(4) Uani 1 1 d . . . C9 C 1.31476(13) 1.3469(2) 0.80584(17) 0.0248(5) Uani 1 1 d . . . C2 C 0.83924(13) 1.0164(2) 0.54831(16) 0.0234(4) Uani 1 1 d . . . C7 C 0.98640(14) 1.3714(2) 0.60677(19) 0.0297(5) Uani 1 1 d . . . C4 C 1.15386(13) 1.31094(19) 0.73346(17) 0.0232(4) Uani 1 1 d . . . C1 C 0.91239(13) 0.91873(19) 0.58334(17) 0.0243(4) Uani 1 1 d . . . C6 C 1.04416(14) 1.4682(2) 0.64881(18) 0.0307(5) Uani 1 1 d . . . C5 C 1.12764(13) 1.4380(2) 0.71343(18) 0.0277(5) Uani 1 1 d . . . H5A H 1.1689(15) 1.506(2) 0.7431(17) 0.030(6) Uiso 1 1 d . . . H3A H 1.1020(16) 1.128(2) 0.6962(19) 0.032(7) Uiso 1 1 d . . . H8B H 1.2465(18) 1.184(3) 0.790(2) 0.048(8) Uiso 1 1 d . . . H8A H 1.2454(18) 1.269(2) 0.885(2) 0.048(8) Uiso 1 1 d . . . H1A H 0.9678(19) 1.186(3) 0.600(2) 0.055(8) Uiso 1 1 d . . . H6A H 1.0279(16) 1.555(2) 0.6353(19) 0.039(7) Uiso 1 1 d . . . H7A H 0.9290(17) 1.380(2) 0.5655(19) 0.030(6) Uiso 1 1 d . . . H4A H 1.434(3) 1.345(4) 0.862(3) 0.104(14) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0126(2) 0.0200(2) 0.0294(2) -0.00033(14) 0.00524(15) -0.00116(14) S2 0.0140(3) 0.0218(3) 0.0446(3) 0.0010(2) 0.0049(2) -0.0005(2) S1 0.0137(3) 0.0220(3) 0.0471(3) -0.0014(2) 0.0062(2) -0.0002(2) N1 0.0174(10) 0.0261(10) 0.0321(9) -0.0019(7) 0.0065(8) -0.0049(7) O4 0.0170(8) 0.0288(8) 0.0505(10) 0.0060(7) 0.0095(7) 0.0020(7) O3 0.0186(8) 0.0264(8) 0.0578(10) 0.0097(7) 0.0087(7) -0.0014(6) O2 0.0193(8) 0.0214(8) 0.0458(9) -0.0014(6) 0.0078(7) -0.0022(6) O1 0.0153(8) 0.0296(8) 0.0609(11) -0.0037(7) 0.0090(7) -0.0032(6) C8 0.0189(11) 0.0204(11) 0.0449(14) 0.0022(9) 0.0066(10) -0.0021(9) C3 0.0189(11) 0.0215(10) 0.0322(11) -0.0007(9) 0.0082(9) -0.0012(9) C9 0.0156(10) 0.0252(11) 0.0296(11) -0.0033(8) 0.0045(8) -0.0004(8) C2 0.0154(10) 0.0268(11) 0.0274(10) -0.0011(8) 0.0076(8) -0.0009(8) C7 0.0167(11) 0.0329(12) 0.0354(12) 0.0049(9) 0.0055(10) 0.0016(9) C4 0.0160(10) 0.0211(10) 0.0301(11) 0.0004(8) 0.0063(8) -0.0019(8) C1 0.0154(10) 0.0247(10) 0.0308(11) -0.0004(8) 0.0067(8) 0.0013(8) C6 0.0214(12) 0.0256(11) 0.0426(13) 0.0053(10) 0.0095(10) 0.0050(9) C5 0.0184(11) 0.0225(11) 0.0391(12) 0.0010(9) 0.0075(9) -0.0016(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 Ni1 S1 2.1715(6) . ? Ni1 S1 2.1715(6) 7_666 ? Ni1 S2 2.1756(6) . ? Ni1 S2 2.1756(6) 7_666 ? S2 C2 1.713(2) . ? S1 C1 1.716(2) . ? N1 C3 1.336(3) . ? N1 C7 1.343(3) . ? O4 C9 1.333(3) . ? O3 C9 1.201(2) . ? O2 C2 1.228(3) . ? O1 C1 1.230(3) . ? C8 C4 1.503(3) . ? C8 C9 1.507(3) . ? C3 C4 1.392(3) . ? C2 C1 1.536(3) . ? C7 C6 1.368(3) . ? C4 C5 1.387(3) . ? C6 C5 1.388(3) . ? 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 Ni1 S1 180.0 . 7_666 ? S1 Ni1 S2 92.961(19) . . ? S1 Ni1 S2 87.039(19) 7_666 . ? S1 Ni1 S2 87.039(19) . 7_666 ? S1 Ni1 S2 92.961(19) 7_666 7_666 ? S2 Ni1 S2 180.0 . 7_666 ? C2 S2 Ni1 105.41(8) . . ? C1 S1 Ni1 105.35(7) . . ? C3 N1 C7 122.68(19) . . ? C4 C8 C9 117.01(18) . . ? N1 C3 C4 120.8(2) . . ? O3 C9 O4 122.7(2) . . ? O3 C9 C8 125.46(19) . . ? O4 C9 C8 111.80(18) . . ? O2 C2 C1 118.00(18) . . ? O2 C2 S2 123.96(16) . . ? C1 C2 S2 118.04(15) . . ? N1 C7 C6 119.1(2) . . ? C5 C4 C3 116.96(19) . . ? C5 C4 C8 125.28(19) . . ? C3 C4 C8 117.61(19) . . ? O1 C1 C2 117.81(18) . . ? O1 C1 S1 124.03(16) . . ? C2 C1 S1 118.16(15) . . ? C7 C6 C5 119.6(2) . . ? C4 C5 C6 120.9(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.536 _refine_diff_density_min -0.578 _refine_diff_density_rms 0.070 #===END data_9 _database_code_depnum_ccdc_archive 'CCDC 602664' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 N4 Ni O6 S4' _chemical_formula_weight 545.26 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 5.4904(11) _cell_length_b 8.0895(16) _cell_length_c 11.822(2) _cell_angle_alpha 106.80(3) _cell_angle_beta 99.07(3) _cell_angle_gamma 92.32(3) _cell_volume 494.30(17) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1652 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 27.25 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.832 _exptl_crystal_density_method none _exptl_crystal_F_000 278 _exptl_absorpt_coefficient_mu 1.449 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.909619 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5639 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0408 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.83 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2252 _reflns_number_gt 1966 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0375P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2252 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0401 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0742 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni -1.0000 -0.5000 -0.5000 0.01112(12) Uani 1 2 d S . . S1 S -0.79125(9) -0.41542(7) -0.31664(5) 0.01363(13) Uani 1 1 d . . . S2 S -0.75247(9) -0.33850(7) -0.55879(5) 0.01455(13) Uani 1 1 d . . . O1 O -0.3745(3) -0.2158(2) -0.23200(13) 0.0175(3) Uani 1 1 d . . . O2 O -0.3348(3) -0.1576(2) -0.44139(14) 0.0178(3) Uani 1 1 d . . . C1 C -0.5378(4) -0.2849(3) -0.31931(19) 0.0130(4) Uani 1 1 d . . . C2 C -0.5162(4) -0.2489(3) -0.43893(19) 0.0131(4) Uani 1 1 d . . . N1 N -0.0410(3) 0.0050(2) 0.24790(17) 0.0159(4) Uani 1 1 d . . . H1A H 0.0938 0.0757 0.2816 0.019 Uiso 1 1 calc R . . C6 C -0.3518(4) -0.1923(3) 0.26242(19) 0.0155(5) Uani 1 1 d . . . H6A H -0.4264 -0.2514 0.3087 0.019 Uiso 1 1 calc R . . C4 C -0.3445(4) -0.1263(3) 0.0780(2) 0.0154(4) Uani 1 1 d . . . H4A H -0.4127 -0.1418 -0.0038 0.018 Uiso 1 1 calc R . . C5 C -0.4528(4) -0.2177(3) 0.14303(19) 0.0125(4) Uani 1 1 d . . . C7 C -0.1415(4) -0.0799(3) 0.3131(2) 0.0162(5) Uani 1 1 d . . . H7A H -0.0681 -0.0629 0.3944 0.019 Uiso 1 1 calc R . . C3 C -0.1374(4) -0.0131(3) 0.1333(2) 0.0178(5) Uani 1 1 d . . . H3A H -0.0632 0.0518 0.0903 0.021 Uiso 1 1 calc R . . O3 O -0.8291(3) -0.2992(2) 0.00379(14) 0.0189(4) Uani 1 1 d . . . N2 N -0.7229(3) -0.4741(2) 0.11858(17) 0.0199(4) Uani 1 1 d . . . H2A H -0.8570 -0.5460 0.0863 0.024 Uiso 1 1 calc R . . H2B H -0.6134 -0.4937 0.1751 0.024 Uiso 1 1 calc R . . C8 C -0.6859(4) -0.3365(3) 0.08215(19) 0.0145(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.00823(19) 0.0126(2) 0.0116(2) 0.00334(15) 0.00043(14) -0.00233(15) S1 0.0115(2) 0.0159(3) 0.0128(3) 0.0047(2) 0.00044(19) -0.0032(2) S2 0.0108(2) 0.0188(3) 0.0129(3) 0.0056(2) -0.00109(19) -0.0048(2) O1 0.0151(8) 0.0200(9) 0.0140(8) 0.0037(7) -0.0027(6) -0.0051(7) O2 0.0133(7) 0.0213(9) 0.0176(8) 0.0062(7) 0.0005(6) -0.0060(7) C1 0.0099(10) 0.0117(10) 0.0164(11) 0.0031(9) 0.0014(8) 0.0008(8) C2 0.0097(9) 0.0125(11) 0.0153(11) 0.0021(8) 0.0002(8) 0.0017(8) N1 0.0105(9) 0.0134(9) 0.0202(10) 0.0020(8) -0.0008(7) -0.0030(7) C6 0.0161(11) 0.0147(11) 0.0158(11) 0.0065(9) 0.0007(9) -0.0021(9) C4 0.0155(10) 0.0155(11) 0.0139(11) 0.0036(9) 0.0007(8) -0.0003(9) C5 0.0110(10) 0.0109(10) 0.0139(10) 0.0020(8) 0.0006(8) 0.0003(8) C7 0.0162(11) 0.0153(11) 0.0148(11) 0.0038(9) -0.0026(8) 0.0007(9) C3 0.0173(11) 0.0165(11) 0.0202(12) 0.0062(9) 0.0053(9) -0.0030(9) O3 0.0155(8) 0.0188(8) 0.0205(9) 0.0080(7) -0.0049(6) -0.0053(7) N2 0.0166(9) 0.0189(10) 0.0220(11) 0.0091(8) -0.0060(8) -0.0076(8) C8 0.0127(10) 0.0149(11) 0.0139(11) 0.0017(9) 0.0019(8) -0.0009(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 Ni1 S2 2.1716(8) 2_344 ? Ni1 S2 2.1716(8) . ? Ni1 S1 2.1854(10) 2_344 ? Ni1 S1 2.1854(9) . ? S1 C1 1.722(2) . ? S2 C2 1.722(2) . ? O1 C1 1.231(3) . ? O2 C2 1.224(3) . ? C1 C2 1.545(3) . ? N1 C7 1.334(3) . ? N1 C3 1.338(3) . ? C6 C7 1.379(3) . ? C6 C5 1.385(3) . ? C4 C3 1.376(3) . ? C4 C5 1.388(3) . ? C5 C8 1.513(3) . ? O3 C8 1.232(3) . ? N2 C8 1.324(3) . ? 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 S2 Ni1 S2 180.00(2) 2_344 . ? S2 Ni1 S1 92.09(3) 2_344 2_344 ? S2 Ni1 S1 87.91(3) . 2_344 ? S2 Ni1 S1 87.91(3) 2_344 . ? S2 Ni1 S1 92.09(3) . . ? S1 Ni1 S1 180.000(1) 2_344 . ? C1 S1 Ni1 105.98(8) . . ? C2 S2 Ni1 106.56(8) . . ? O1 C1 C2 117.59(19) . . ? O1 C1 S1 124.58(18) . . ? C2 C1 S1 117.81(15) . . ? O2 C2 C1 117.94(19) . . ? O2 C2 S2 124.84(17) . . ? C1 C2 S2 117.22(16) . . ? C7 N1 C3 122.5(2) . . ? C7 C6 C5 119.0(2) . . ? C3 C4 C5 119.3(2) . . ? C6 C5 C4 119.5(2) . . ? C6 C5 C8 121.9(2) . . ? C4 C5 C8 118.54(19) . . ? N1 C7 C6 120.0(2) . . ? N1 C3 C4 119.7(2) . . ? O3 C8 N2 124.3(2) . . ? O3 C8 C5 118.8(2) . . ? N2 C8 C5 116.90(19) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.529 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.084 #===END data_10 _database_code_depnum_ccdc_archive 'CCDC 602665' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 N4 Ni O6 S4' _chemical_formula_weight 545.26 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3167(8) _cell_length_b 8.6127(9) _cell_length_c 9.6402(11) _cell_angle_alpha 63.690(2) _cell_angle_beta 70.051(2) _cell_angle_gamma 82.668(2) _cell_volume 511.69(10) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 73 _cell_measurement_theta_min 2.9235 _cell_measurement_theta_max 27.3095 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.770 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 278 _exptl_absorpt_coefficient_mu 1.400 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.766183 _exptl_absorpt_correction_T_max 0.901067 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5380 _diffrn_reflns_av_R_equivalents 0.0235 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2324 _reflns_number_gt 1966 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0421P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2324 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0375 _refine_ls_R_factor_gt 0.0284 _refine_ls_wR_factor_ref 0.0744 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 Ni1 Ni 0.0000 0.0000 0.0000 0.01741(11) Uani 1 2 d S . . S2 S 0.20120(7) -0.14641(6) -0.11995(6) 0.02172(13) Uani 1 1 d . . . S1 S -0.10768(7) -0.23266(6) 0.22660(6) 0.02240(13) Uani 1 1 d . . . O1 O 0.0194(2) -0.54783(17) 0.30208(19) 0.0293(3) Uani 1 1 d . . . O2 O 0.2729(2) -0.47737(17) 0.00349(18) 0.0302(4) Uani 1 1 d . . . C2 C 0.1786(3) -0.3571(2) 0.0261(3) 0.0213(4) Uani 1 1 d . . . C1 C 0.0316(3) -0.3996(2) 0.1972(3) 0.0205(4) Uani 1 1 d . . . O3 O -0.4815(2) 0.55482(18) -0.2941(2) 0.0275(3) Uani 1 1 d . . . N2 N -0.4459(2) 0.3792(2) -0.2494(2) 0.0221(4) Uani 1 1 d . . . N1 N -0.2426(3) -0.1721(2) -0.2842(2) 0.0244(4) Uani 1 1 d . . . H1A H -0.2158 -0.2807 -0.2659 0.029 Uiso 1 1 calc R . . C4 C -0.3243(3) 0.0424(2) -0.1881(2) 0.0210(4) Uani 1 1 d . . . H4A H -0.3541 0.0751 -0.1009 0.025 Uiso 1 1 calc R . . C8 C -0.3649(3) 0.3475(2) -0.3741(2) 0.0207(4) Uani 1 1 d . . . H8A H -0.3338 0.4372 -0.4821 0.025 Uiso 1 1 calc R . . C3 C -0.2831(3) -0.1270(3) -0.1618(3) 0.0234(4) Uani 1 1 d . . . H3A H -0.2834 -0.2114 -0.0565 0.028 Uiso 1 1 calc R . . C5 C -0.3222(3) 0.1656(2) -0.3427(2) 0.0178(4) Uani 1 1 d . . . C6 C -0.2809(3) 0.1126(3) -0.4672(3) 0.0253(5) Uani 1 1 d . . . H6A H -0.2801 0.1938 -0.5736 0.030 Uiso 1 1 calc R . . C7 C -0.2414(3) -0.0578(3) -0.4347(3) 0.0275(5) Uani 1 1 d . . . H7A H -0.2131 -0.0950 -0.5188 0.033 Uiso 1 1 calc R . . H3B H -0.544(4) 0.552(3) -0.209(3) 0.036(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02082(19) 0.01363(18) 0.0166(2) -0.00766(14) -0.00414(15) 0.00345(13) S2 0.0277(3) 0.0164(2) 0.0174(3) -0.00815(19) -0.0034(2) 0.00539(19) S1 0.0248(3) 0.0157(2) 0.0203(3) -0.0080(2) -0.0005(2) 0.00373(19) O1 0.0338(8) 0.0157(7) 0.0249(8) -0.0049(6) 0.0003(7) 0.0035(6) O2 0.0385(9) 0.0187(7) 0.0257(8) -0.0110(6) -0.0022(7) 0.0089(6) C2 0.0247(10) 0.0185(9) 0.0226(11) -0.0112(8) -0.0074(9) 0.0033(8) C1 0.0224(10) 0.0156(9) 0.0229(11) -0.0095(8) -0.0054(9) 0.0022(8) O3 0.0365(9) 0.0162(7) 0.0246(9) -0.0097(6) -0.0038(7) 0.0048(6) N2 0.0241(9) 0.0141(8) 0.0279(10) -0.0101(7) -0.0076(8) 0.0030(7) N1 0.0294(9) 0.0153(8) 0.0293(10) -0.0108(7) -0.0095(8) 0.0037(7) C4 0.0239(10) 0.0192(10) 0.0209(10) -0.0095(8) -0.0068(9) -0.0001(8) C8 0.0227(10) 0.0161(9) 0.0197(10) -0.0062(8) -0.0053(8) 0.0025(8) C3 0.0277(11) 0.0196(10) 0.0228(11) -0.0074(8) -0.0102(9) 0.0000(8) C5 0.0160(9) 0.0164(9) 0.0210(10) -0.0093(8) -0.0044(8) 0.0009(7) C6 0.0344(12) 0.0215(10) 0.0190(11) -0.0094(9) -0.0077(9) 0.0052(9) C7 0.0369(12) 0.0238(10) 0.0257(11) -0.0155(9) -0.0101(10) 0.0068(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 Ni1 S2 2.1798(5) . ? Ni1 S2 2.1798(5) 2 ? Ni1 S1 2.1809(5) . ? Ni1 S1 2.1809(5) 2 ? S2 C2 1.719(2) . ? S1 C1 1.7254(19) . ? O1 C1 1.218(2) . ? O2 C2 1.229(2) . ? C2 C1 1.538(3) . ? O3 N2 1.393(2) . ? N2 C8 1.279(3) . ? N1 C3 1.331(3) . ? N1 C7 1.342(3) . ? C4 C3 1.377(3) . ? C4 C5 1.391(3) . ? C8 C5 1.470(3) . ? C5 C6 1.394(3) . ? C6 C7 1.372(3) . ? 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 S2 Ni1 S2 180.0 . 2 ? S2 Ni1 S1 92.35(2) . . ? S2 Ni1 S1 87.653(19) 2 . ? S2 Ni1 S1 87.654(19) . 2 ? S2 Ni1 S1 92.346(19) 2 2 ? S1 Ni1 S1 180.0 . 2 ? C2 S2 Ni1 105.76(7) . . ? C1 S1 Ni1 106.01(7) . . ? O2 C2 C1 117.25(17) . . ? O2 C2 S2 124.39(17) . . ? C1 C2 S2 118.37(13) . . ? O1 C1 C2 118.44(16) . . ? O1 C1 S1 124.30(16) . . ? C2 C1 S1 117.26(13) . . ? C8 N2 O3 111.78(17) . . ? C3 N1 C7 122.25(17) . . ? C3 C4 C5 119.85(18) . . ? N2 C8 C5 116.89(18) . . ? N1 C3 C4 119.79(19) . . ? C4 C5 C6 118.53(17) . . ? C4 C5 C8 120.90(17) . . ? C6 C5 C8 120.57(18) . . ? C7 C6 C5 119.42(19) . . ? N1 C7 C6 120.15(19) . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.351 _refine_diff_density_min -0.293 _refine_diff_density_rms 0.068 #===END data_11 _database_code_depnum_ccdc_archive 'CCDC 602666' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H14 N4 Ni O6 S4' _chemical_formula_weight 545.26 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' Ni Ni 0.3393 1.1124 '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 17.656(2) _cell_length_b 10.0009(14) _cell_length_c 13.3630(18) _cell_angle_alpha 90.00 _cell_angle_beta 118.784(2) _cell_angle_gamma 90.00 _cell_volume 2068.0(5) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 118 _cell_measurement_theta_min 2.4245 _cell_measurement_theta_max 27.51 _exptl_crystal_description prism _exptl_crystal_colour purple _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.751 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 1.386 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.668562 _exptl_absorpt_correction_T_max 0.849439 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10482 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0208 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 27.51 _reflns_number_total 2372 _reflns_number_gt 2022 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0397P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2372 _refine_ls_number_parameters 142 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0722 _refine_ls_wR_factor_gt 0.0695 _refine_ls_goodness_of_fit_ref 1.187 _refine_ls_restrained_S_all 1.187 _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 Ni1 Ni 0.2500 0.2500 0.0000 0.02220(10) Uani 1 2 d S . . S1 S 0.23691(2) 0.46482(4) 0.01415(4) 0.02803(12) Uani 1 1 d . . . S2 S 0.38861(3) 0.26497(4) 0.06603(5) 0.03212(13) Uani 1 1 d . . . O1 O 0.35676(7) 0.64914(11) 0.07874(10) 0.0296(3) Uani 1 1 d . . . O2 O 0.48389(7) 0.47982(12) 0.11265(12) 0.0352(3) Uani 1 1 d . . . C1 C 0.33836(10) 0.53071(17) 0.06106(13) 0.0239(3) Uani 1 1 d . . . C2 C 0.41169(10) 0.43194(17) 0.08315(14) 0.0255(4) Uani 1 1 d . . . C7 C 0.89775(11) 0.22631(18) 0.30828(14) 0.0275(4) Uani 1 1 d . . . H7A H 0.8818 0.1346 0.2980 0.033 Uiso 1 1 calc R . . N1 N 0.98106(10) 0.26081(14) 0.36524(13) 0.0303(4) Uani 1 1 d . . . H1A H 1.0201 0.1969 0.3919 0.036 Uiso 1 1 calc R . . C6 C 0.83434(10) 0.32480(17) 0.26401(14) 0.0234(3) Uani 1 1 d . . . C4 C 0.94833(11) 0.48888(19) 0.34311(16) 0.0337(4) Uani 1 1 d . . . H4A H 0.9665 0.5796 0.3568 0.040 Uiso 1 1 calc R . . C5 C 0.86110(10) 0.45728(17) 0.28183(14) 0.0284(4) Uani 1 1 d . . . H5A H 0.8194 0.5269 0.2519 0.034 Uiso 1 1 calc R . . C3 C 1.00791(11) 0.3874(2) 0.38368(15) 0.0333(4) Uani 1 1 d . . . H3A H 1.0679 0.4072 0.4246 0.040 Uiso 1 1 calc R . . O3 O 0.60348(7) 0.30196(13) 0.12236(11) 0.0342(3) Uani 1 1 d . . . H3B H 0.5643 0.3537 0.1172 0.051 Uiso 1 1 calc R . . N2 N 0.68374(9) 0.36417(14) 0.18475(12) 0.0276(3) Uani 1 1 d . . . C8 C 0.74436(11) 0.28271(17) 0.20018(15) 0.0267(4) Uani 1 1 d . . . H8A H 0.7307 0.1947 0.1700 0.032 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 Ni1 0.01405(16) 0.02128(18) 0.02948(18) 0.00077(11) 0.00904(13) 0.00000(10) S1 0.01626(19) 0.0233(2) 0.0421(3) -0.00021(17) 0.01207(18) 0.00025(15) S2 0.0165(2) 0.0233(2) 0.0531(3) -0.00192(19) 0.0140(2) -0.00021(16) O1 0.0228(6) 0.0239(7) 0.0402(7) -0.0045(5) 0.0136(6) -0.0017(5) O2 0.0185(6) 0.0287(7) 0.0560(8) -0.0051(6) 0.0161(6) -0.0041(5) C1 0.0194(7) 0.0264(9) 0.0254(8) -0.0013(7) 0.0103(6) 0.0000(7) C2 0.0193(8) 0.0255(9) 0.0299(9) -0.0013(7) 0.0104(7) -0.0006(6) C7 0.0242(9) 0.0268(9) 0.0285(9) -0.0009(7) 0.0104(7) 0.0015(7) N1 0.0199(7) 0.0351(9) 0.0320(8) 0.0021(6) 0.0094(6) 0.0094(6) C6 0.0192(8) 0.0240(8) 0.0241(8) 0.0003(6) 0.0081(7) 0.0031(6) C4 0.0251(9) 0.0309(10) 0.0392(10) -0.0064(8) 0.0107(8) -0.0055(7) C5 0.0229(8) 0.0271(9) 0.0323(9) -0.0005(7) 0.0109(7) 0.0035(7) C3 0.0191(8) 0.0408(11) 0.0349(10) -0.0037(8) 0.0089(8) -0.0016(7) O3 0.0159(6) 0.0352(7) 0.0459(8) -0.0080(6) 0.0103(6) -0.0042(5) N2 0.0168(7) 0.0310(8) 0.0300(8) -0.0031(6) 0.0073(6) -0.0042(5) C8 0.0229(9) 0.0244(8) 0.0308(9) -0.0018(7) 0.0114(7) -0.0021(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1703(5) 7 ? Ni1 S2 2.1704(5) . ? Ni1 S1 2.1788(5) . ? Ni1 S1 2.1788(5) 7 ? S1 C1 1.7188(17) . ? S2 C2 1.7079(17) . ? O1 C1 1.2208(19) . ? O2 C2 1.2353(19) . ? C1 C2 1.540(2) . ? C7 N1 1.336(2) . ? C7 C6 1.391(2) . ? N1 C3 1.333(2) . ? C6 C5 1.388(2) . ? C6 C8 1.457(2) . ? C4 C3 1.372(3) . ? C4 C5 1.389(2) . ? O3 N2 1.3973(17) . ? N2 C8 1.280(2) . ? 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 S2 Ni1 S2 180.0 7 . ? S2 Ni1 S1 87.554(15) 7 . ? S2 Ni1 S1 92.446(15) . . ? S2 Ni1 S1 92.448(15) 7 7 ? S2 Ni1 S1 87.552(15) . 7 ? S1 Ni1 S1 179.998(1) . 7 ? C1 S1 Ni1 105.92(6) . . ? C2 S2 Ni1 105.75(6) . . ? O1 C1 C2 117.68(14) . . ? O1 C1 S1 125.17(13) . . ? C2 C1 S1 117.15(12) . . ? O2 C2 C1 117.11(15) . . ? O2 C2 S2 124.39(13) . . ? C1 C2 S2 118.50(11) . . ? N1 C7 C6 119.95(16) . . ? C3 N1 C7 123.16(15) . . ? C5 C6 C7 117.72(15) . . ? C5 C6 C8 124.13(15) . . ? C7 C6 C8 118.14(15) . . ? C3 C4 C5 119.12(17) . . ? C6 C5 C4 120.50(16) . . ? N1 C3 C4 119.54(16) . . ? C8 N2 O3 109.98(14) . . ? N2 C8 C6 120.11(16) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.413 _refine_diff_density_min -0.247 _refine_diff_density_rms 0.056 #===END data_12 _database_code_depnum_ccdc_archive 'CCDC 602667' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H22 N2 Ni O4 S4' _chemical_formula_weight 469.29 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' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.6921(4) _cell_length_b 7.7277(4) _cell_length_c 8.6131(4) _cell_angle_alpha 100.562(3) _cell_angle_beta 99.931(3) _cell_angle_gamma 103.836(3) _cell_volume 475.99(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2600 _cell_measurement_theta_min 5.3585 _cell_measurement_theta_max 68.021 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.637 _exptl_crystal_density_method none _exptl_crystal_F_000 244 _exptl_absorpt_coefficient_mu 5.772 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.619192 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2001)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source '4.8 kW rotating anode' _diffrn_radiation_monochromator 'Osmic ConFocal MaxFlux mirror optics' _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'Frames, each covering 0.3 \% in \w' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3814 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 5.36 _diffrn_reflns_theta_max 68.58 _reflns_number_total 1579 _reflns_number_gt 1415 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2001)' _computing_cell_refinement 'SAINT (Bruker, 2001)' _computing_data_reduction 'SHELXTL (Bruker, 2001)' _computing_structure_solution 'SHELXTL (Bruker, 2001)' _computing_structure_refinement 'SHELXTL (Bruker, 2001)' _computing_molecular_graphics 'SHELXTL (Bruker, 2001)' _computing_publication_material 'SHELXTL (Bruker, 2001)' _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^)+(0.0640P)^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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1579 _refine_ls_number_parameters 159 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0354 _refine_ls_R_factor_gt 0.0320 _refine_ls_wR_factor_ref 0.0899 _refine_ls_wR_factor_gt 0.0874 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _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 Ni1 Ni 0.5000 0.0000 0.5000 0.0135(2) Uani 1 2 d S . . S2 S 0.77140(7) -0.04238(7) 0.55253(6) 0.01560(19) Uani 1 1 d . . . S1 S 0.38414(7) -0.26712(8) 0.33044(7) 0.0200(2) Uani 1 1 d . . . O1 O 0.5392(2) -0.5315(2) 0.2692(2) 0.0301(4) Uani 1 1 d . . . O2 O 0.8670(2) -0.3434(2) 0.46847(19) 0.0196(4) Uani 1 1 d . . . N1 N 0.8199(3) 0.2941(3) 0.2663(2) 0.0164(4) Uani 1 1 d . . . C7 C 0.6921(3) 0.1150(3) 0.1689(3) 0.0162(5) Uani 1 1 d . . . C2 C 0.7458(3) -0.2655(3) 0.4558(2) 0.0152(5) Uani 1 1 d . . . C6 C 0.8013(3) -0.0153(3) 0.1150(3) 0.0158(5) Uani 1 1 d . . . C1 C 0.5571(3) -0.3748(3) 0.3433(3) 0.0199(5) Uani 1 1 d . . . C4 C 1.0546(3) 0.2575(3) 0.1105(3) 0.0165(5) Uani 1 1 d . . . C5 C 0.9390(3) 0.0629(3) 0.0193(2) 0.0148(5) Uani 1 1 d . . . C3 C 0.9405(3) 0.3814(3) 0.1672(3) 0.0191(5) Uani 1 1 d . . . H3B H 1.010(3) 0.496(4) 0.232(3) 0.024(7) Uiso 1 1 d . . . H6B H 0.719(4) -0.133(4) 0.051(3) 0.020(6) Uiso 1 1 d . . . H7B H 0.620(3) 0.139(3) 0.076(3) 0.011(6) Uiso 1 1 d . . . H1A H 0.749(4) 0.365(4) 0.301(4) 0.028(7) Uiso 1 1 d . . . H4B H 1.124(4) 0.317(4) 0.049(4) 0.032(8) Uiso 1 1 d . . . H5A H 0.875(3) 0.078(3) -0.086(3) 0.015(6) Uiso 1 1 d . . . H6A H 0.864(3) -0.044(3) 0.209(3) 0.019(6) Uiso 1 1 d . . . H4A H 1.136(4) 0.249(4) 0.201(4) 0.035(8) Uiso 1 1 d . . . H7A H 0.608(3) 0.065(3) 0.237(3) 0.017(6) Uiso 1 1 d . . . H3A H 0.860(3) 0.398(3) 0.077(3) 0.015(6) Uiso 1 1 d . . . H1B H 0.892(4) 0.278(4) 0.357(4) 0.032(7) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0131(3) 0.0142(3) 0.0112(3) 0.0011(2) -0.0021(2) 0.0048(2) S2 0.0144(3) 0.0164(3) 0.0126(3) -0.0008(2) -0.0036(2) 0.0058(2) S1 0.0153(3) 0.0164(3) 0.0223(3) -0.0028(2) -0.0057(2) 0.0059(2) O1 0.0233(9) 0.0195(9) 0.0370(10) -0.0088(8) -0.0093(8) 0.0094(7) O2 0.0192(8) 0.0208(8) 0.0169(8) 0.0001(7) -0.0034(6) 0.0105(7) N1 0.0169(10) 0.0173(10) 0.0124(9) -0.0012(8) -0.0023(7) 0.0076(8) C7 0.0154(11) 0.0169(11) 0.0127(11) 0.0013(9) -0.0029(9) 0.0036(9) C2 0.0185(12) 0.0166(11) 0.0086(10) 0.0014(9) 0.0007(9) 0.0041(10) C6 0.0180(12) 0.0151(11) 0.0121(11) 0.0017(9) -0.0018(9) 0.0051(10) C1 0.0197(12) 0.0200(12) 0.0172(12) 0.0017(10) -0.0012(9) 0.0064(10) C4 0.0176(12) 0.0159(11) 0.0147(11) 0.0027(9) 0.0008(9) 0.0052(9) C5 0.0165(11) 0.0160(11) 0.0089(10) 0.0017(9) -0.0040(8) 0.0048(9) C3 0.0200(12) 0.0148(11) 0.0194(12) 0.0020(10) 0.0000(9) 0.0040(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1739(5) . ? Ni1 S2 2.1739(5) 2_656 ? Ni1 S1 2.1804(6) . ? Ni1 S1 2.1804(6) 2_656 ? S2 C2 1.720(2) . ? S1 C1 1.728(2) . ? O1 C1 1.224(3) . ? O2 C2 1.225(3) . ? N1 C7 1.491(3) . ? N1 C3 1.492(3) . ? C7 C6 1.517(3) . ? C2 C1 1.545(3) . ? C6 C5 1.532(3) . ? C4 C3 1.518(3) . ? C4 C5 1.535(3) . ? C5 C5 1.537(4) 2_755 ? 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 S2 Ni1 S2 179.999(1) . 2_656 ? S2 Ni1 S1 92.49(2) . . ? S2 Ni1 S1 87.51(2) 2_656 . ? S2 Ni1 S1 87.51(2) . 2_656 ? S2 Ni1 S1 92.49(2) 2_656 2_656 ? S1 Ni1 S1 180.0 . 2_656 ? C2 S2 Ni1 105.99(8) . . ? C1 S1 Ni1 105.72(8) . . ? C7 N1 C3 110.74(18) . . ? N1 C7 C6 109.84(18) . . ? O2 C2 C1 117.6(2) . . ? O2 C2 S2 124.70(17) . . ? C1 C2 S2 117.67(16) . . ? C7 C6 C5 112.83(19) . . ? O1 C1 C2 118.3(2) . . ? O1 C1 S1 124.16(18) . . ? C2 C1 S1 117.58(17) . . ? C3 C4 C5 113.42(18) . . ? C6 C5 C4 110.32(19) . . ? C6 C5 C5 111.8(2) . 2_755 ? C4 C5 C5 111.5(2) . 2_755 ? N1 C3 C4 109.95(19) . . ? _diffrn_measured_fraction_theta_max 0.898 _diffrn_reflns_theta_full 68.58 _diffrn_measured_fraction_theta_full 0.898 _refine_diff_density_max 0.546 _refine_diff_density_min -0.467 _refine_diff_density_rms 0.085 #===END data_14 _database_code_depnum_ccdc_archive 'CCDC 602668' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C6 H12 N O2), C4 O4 Pt S4' _chemical_formula_sum 'C16 H24 N2 O8 Pt S4' _chemical_formula_weight 695.70 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' Pt Pt -1.7033 8.3905 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8728(9) _cell_length_b 8.7532(10) _cell_length_c 9.2079(10) _cell_angle_alpha 79.481(2) _cell_angle_beta 77.962(2) _cell_angle_gamma 65.701(2) _cell_volume 562.27(11) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 27.49 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.055 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 340 _exptl_absorpt_coefficient_mu 6.656 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.422 _exptl_absorpt_correction_T_max 0.720 _exptl_absorpt_process_details 'SADABS (Bruker, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5876 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2536 _reflns_number_gt 2536 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0343P)^2^+0.0974P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2536 _refine_ls_number_parameters 151 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0180 _refine_ls_R_factor_gt 0.0180 _refine_ls_wR_factor_ref 0.0460 _refine_ls_wR_factor_gt 0.0460 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5105(4) 0.6983(3) 0.8361(3) 0.0211(5) Uani 1 1 d . . . O1 O 0.5467(3) 0.5900(3) 0.7555(2) 0.0290(4) Uani 1 1 d . . . S1 S 0.66029(9) 0.79894(8) 0.83557(7) 0.02126(13) Uani 1 1 d . . . Pt1 Pt 0.5000 1.0000 1.0000 0.01561(5) Uani 1 2 d S . . C3 C 0.1157(4) 0.4561(4) 0.7832(3) 0.0254(5) Uani 1 1 d . . . H3A H 0.0752 0.5618 0.7151 0.030 Uiso 1 1 calc R . . H3B H 0.0541 0.4829 0.8859 0.030 Uiso 1 1 calc R . . C4 C 0.0547(4) 0.3300(4) 0.7387(3) 0.0243(5) Uani 1 1 d . . . H4A H -0.0826 0.3817 0.7355 0.029 Uiso 1 1 calc R . . H4B H 0.0803 0.2302 0.8144 0.029 Uiso 1 1 calc R . . C5 C 0.1605(4) 0.2742(3) 0.5850(3) 0.0187(5) Uani 1 1 d . . . H5 H 0.1277 0.3756 0.5093 0.022 Uiso 1 1 calc R . . C6 C 0.3725(4) 0.2023(3) 0.5856(3) 0.0193(5) Uani 1 1 d . . . H6A H 0.4086 0.1002 0.6584 0.023 Uiso 1 1 calc R . . H6B H 0.4396 0.1696 0.4854 0.023 Uiso 1 1 calc R . . C7 C 0.4289(4) 0.3333(3) 0.6273(3) 0.0225(5) Uani 1 1 d . . . H7A H 0.5663 0.2853 0.6298 0.027 Uiso 1 1 calc R . . H7B H 0.3998 0.4325 0.5510 0.027 Uiso 1 1 calc R . . C8 C 0.0926(4) 0.1509(3) 0.5458(3) 0.0208(5) Uani 1 1 d . . . N1 N 0.3251(3) 0.3868(3) 0.7767(3) 0.0217(4) Uani 1 1 d . . . H1A H 0.362(5) 0.467(4) 0.795(4) 0.016(8) Uiso 1 1 d . . . H1B H 0.356(6) 0.310(5) 0.849(5) 0.037(10) Uiso 1 1 d . . . O3 O -0.0637(3) 0.2139(3) 0.4953(3) 0.0299(4) Uani 1 1 d . . . H3 H -0.0899 0.1360 0.4774 0.045 Uiso 1 1 calc R . . O4 O 0.1859(3) -0.0051(3) 0.5701(3) 0.0343(5) Uani 1 1 d . . . C2 C 0.3211(4) 0.7457(4) 0.9457(3) 0.0234(5) Uani 1 1 d . . . O2 O 0.2272(4) 0.6645(3) 0.9475(3) 0.0366(5) Uani 1 1 d . . . S2 S 0.25739(10) 0.90504(9) 1.05777(8) 0.02401(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0252(12) 0.0183(11) 0.0222(12) -0.0033(9) -0.0049(10) -0.0097(10) O1 0.0341(11) 0.0297(11) 0.0293(11) -0.0138(8) -0.0004(9) -0.0162(9) S1 0.0218(3) 0.0215(3) 0.0233(3) -0.0081(2) 0.0003(2) -0.0105(2) Pt1 0.01830(8) 0.01447(7) 0.01629(8) -0.00261(5) -0.00375(5) -0.00764(5) C3 0.0239(13) 0.0269(13) 0.0261(13) -0.0120(11) -0.0020(11) -0.0076(10) C4 0.0215(12) 0.0283(13) 0.0263(13) -0.0101(10) 0.0026(10) -0.0129(10) C5 0.0199(11) 0.0179(11) 0.0217(12) -0.0047(9) -0.0054(9) -0.0087(9) C6 0.0188(11) 0.0210(12) 0.0212(12) -0.0082(9) -0.0016(9) -0.0091(9) C7 0.0212(12) 0.0252(13) 0.0252(13) -0.0061(10) -0.0025(10) -0.0121(10) C8 0.0211(12) 0.0216(12) 0.0234(12) -0.0045(9) -0.0038(10) -0.0110(10) N1 0.0272(11) 0.0203(11) 0.0213(11) -0.0031(9) -0.0071(9) -0.0107(9) O3 0.0286(10) 0.0269(10) 0.0425(12) -0.0053(9) -0.0150(9) -0.0139(8) O4 0.0271(10) 0.0191(10) 0.0617(15) -0.0085(9) -0.0136(10) -0.0088(8) C2 0.0265(13) 0.0243(13) 0.0240(13) -0.0052(10) -0.0029(11) -0.0136(10) O2 0.0412(13) 0.0451(13) 0.0390(12) -0.0221(10) 0.0081(10) -0.0315(11) S2 0.0233(3) 0.0271(3) 0.0276(3) -0.0117(3) 0.0028(3) -0.0152(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 C1 O1 1.216(3) . ? C1 C2 1.559(4) . ? C1 S1 1.737(3) . ? S1 Pt1 2.3087(6) . ? Pt1 S1 2.3087(6) 2_677 ? Pt1 S2 2.3116(7) 2_677 ? Pt1 S2 2.3116(7) . ? C3 N1 1.496(4) . ? C3 C4 1.517(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C5 1.537(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C8 1.509(3) . ? C5 C6 1.524(3) . ? C5 H5 1.0000 . ? C6 C7 1.520(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N1 1.493(3) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O4 1.259(3) . ? C8 O3 1.274(3) . ? N1 H1A 0.91(4) . ? N1 H1B 0.85(4) . ? O3 H3 0.8400 . ? C2 O2 1.214(4) . ? C2 S2 1.731(3) . ? 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 O1 C1 C2 117.5(2) . . ? O1 C1 S1 123.1(2) . . ? C2 C1 S1 119.34(19) . . ? C1 S1 Pt1 105.42(10) . . ? S1 Pt1 S1 180.0 . 2_677 ? S1 Pt1 S2 90.01(2) . 2_677 ? S1 Pt1 S2 89.99(2) 2_677 2_677 ? S1 Pt1 S2 89.99(2) . . ? S1 Pt1 S2 90.01(2) 2_677 . ? S2 Pt1 S2 180.0 2_677 . ? N1 C3 C4 110.8(2) . . ? N1 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? C3 C4 C5 110.8(2) . . ? C3 C4 H4A 109.5 . . ? C5 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? C5 C4 H4B 109.5 . . ? H4A C4 H4B 108.1 . . ? C8 C5 C6 113.1(2) . . ? C8 C5 C4 108.5(2) . . ? C6 C5 C4 110.2(2) . . ? C8 C5 H5 108.3 . . ? C6 C5 H5 108.3 . . ? C4 C5 H5 108.3 . . ? C7 C6 C5 109.8(2) . . ? C7 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? C7 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? N1 C7 C6 110.3(2) . . ? N1 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? O4 C8 O3 123.8(2) . . ? O4 C8 C5 119.7(2) . . ? O3 C8 C5 116.4(2) . . ? C7 N1 C3 112.8(2) . . ? C7 N1 H1A 107(2) . . ? C3 N1 H1A 110(2) . . ? C7 N1 H1B 114(3) . . ? C3 N1 H1B 109(3) . . ? H1A N1 H1B 104(4) . . ? C8 O3 H3 109.5 . . ? O2 C2 C1 116.5(2) . . ? O2 C2 S2 123.9(2) . . ? C1 C2 S2 119.64(19) . . ? C2 S2 Pt1 105.44(10) . . ? 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 O1 C1 S1 Pt1 176.2(2) . . . . ? C2 C1 S1 Pt1 -4.6(2) . . . . ? C1 S1 Pt1 S2 -176.54(10) . . . 2_677 ? C1 S1 Pt1 S2 3.46(10) . . . . ? N1 C3 C4 C5 -54.4(3) . . . . ? C3 C4 C5 C8 -179.3(2) . . . . ? C3 C4 C5 C6 56.3(3) . . . . ? C8 C5 C6 C7 -179.4(2) . . . . ? C4 C5 C6 C7 -57.8(3) . . . . ? C5 C6 C7 N1 58.0(3) . . . . ? C6 C5 C8 O4 25.5(4) . . . . ? C4 C5 C8 O4 -97.1(3) . . . . ? C6 C5 C8 O3 -157.6(2) . . . . ? C4 C5 C8 O3 79.8(3) . . . . ? C6 C7 N1 C3 -57.5(3) . . . . ? C4 C3 N1 C7 55.7(3) . . . . ? O1 C1 C2 O2 3.4(4) . . . . ? S1 C1 C2 O2 -175.8(2) . . . . ? O1 C1 C2 S2 -177.3(2) . . . . ? S1 C1 C2 S2 3.4(3) . . . . ? O2 C2 S2 Pt1 179.0(3) . . . . ? C1 C2 S2 Pt1 -0.2(2) . . . . ? S1 Pt1 S2 C2 -2.00(11) . . . . ? S1 Pt1 S2 C2 178.00(11) 2_677 . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 1.124 _refine_diff_density_min -1.243 _refine_diff_density_rms 0.108 #===END data_15 _database_code_depnum_ccdc_archive 'CCDC 602669' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H12 N O2, 0.5(C4 Cu O4 S4)' _chemical_formula_sum 'C8 H12 Cu0.50 N O4 S2' _chemical_formula_weight 282.10 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 _symmetry_space_group_name_Hall '-C 2yc' 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 23.276(4) _cell_length_b 9.1837(16) _cell_length_c 11.898(2) _cell_angle_alpha 90.00 _cell_angle_beta 117.028(3) _cell_angle_gamma 90.00 _cell_volume 2265.4(7) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1024 _cell_measurement_theta_min 2.804 _cell_measurement_theta_max 20.5655 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.378 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6342609 _exptl_absorpt_correction_T_max 0.8138949 _exptl_absorpt_process_details 'SADABS (Bruker, 1996)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9561 _diffrn_reflns_av_R_equivalents 0.1125 _diffrn_reflns_av_sigmaI/netI 0.1153 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1992 _reflns_number_gt 1108 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0420P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1992 _refine_ls_number_parameters 143 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1143 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1034 _refine_ls_wR_factor_gt 0.0839 _refine_ls_goodness_of_fit_ref 0.906 _refine_ls_restrained_S_all 0.906 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.001 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 0.7500 0.7500 0.0000 0.0249(3) Uani 1 2 d S . . S1 S 0.71662(7) 0.62723(16) -0.18688(12) 0.0338(4) Uani 1 1 d . . . O1 O 0.76185(16) 0.6804(4) -0.3475(3) 0.0365(10) Uani 1 1 d . . . C1 C 0.7705(2) 0.6868(6) -0.2385(5) 0.0257(13) Uani 1 1 d . . . O4 O 0.47809(17) 0.6656(4) -0.1655(3) 0.0282(9) Uani 1 1 d . . . H4C H 0.4924 0.6796 -0.2180 0.042 Uiso 0.55(5) 1 calc PR . . O3 O 0.48186(18) 0.9080(4) -0.1610(3) 0.0363(10) Uani 1 1 d . . . H3C H 0.4932 0.8934 -0.2177 0.054 Uiso 0.45(5) 1 calc PR . . C8 C 0.4716(2) 0.7863(6) -0.1217(5) 0.0251(13) Uani 1 1 d . . . C4 C 0.4402(2) 0.6376(5) 0.0204(4) 0.0268(13) Uani 1 1 d . . . H4A H 0.4084 0.5853 -0.0550 0.032 Uiso 1 1 calc R . . H4B H 0.4810 0.5817 0.0553 0.032 Uiso 1 1 calc R . . C5 C 0.4518(2) 0.7897(5) -0.0180(4) 0.0219(12) Uani 1 1 d . . . H5A H 0.4878 0.8352 0.0575 0.026 Uiso 1 1 calc R . . N1 N 0.35635(19) 0.7350(5) 0.0702(3) 0.0268(11) Uani 1 1 d . . . H1A H 0.3414 0.7372 0.1297 0.032 Uiso 1 1 calc R . . H1B H 0.3250 0.6927 -0.0017 0.032 Uiso 1 1 calc R . . C6 C 0.3923(2) 0.8863(5) -0.0566(4) 0.0264(13) Uani 1 1 d . . . H6A H 0.4033 0.9872 -0.0690 0.032 Uiso 1 1 calc R . . H6B H 0.3577 0.8514 -0.1380 0.032 Uiso 1 1 calc R . . C3 C 0.4156(2) 0.6457(6) 0.1178(4) 0.0248(13) Uani 1 1 d . . . H3A H 0.4062 0.5463 0.1374 0.030 Uiso 1 1 calc R . . H3B H 0.4491 0.6890 0.1965 0.030 Uiso 1 1 calc R . . C7 C 0.3677(3) 0.8862(6) 0.0411(5) 0.0321(14) Uani 1 1 d . . . H7A H 0.3997 0.9340 0.1191 0.039 Uiso 1 1 calc R . . H7B H 0.3270 0.9422 0.0091 0.039 Uiso 1 1 calc R . . S2 S 0.84747(7) 0.79239(16) 0.00834(12) 0.0367(4) Uani 1 1 d . . . O2 O 0.87790(16) 0.7657(4) -0.1765(3) 0.0322(9) Uani 1 1 d . . . C2 C 0.8366(2) 0.7510(6) -0.1408(4) 0.0262(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0217(5) 0.0331(6) 0.0208(5) 0.0002(5) 0.0105(4) -0.0008(5) S1 0.0270(9) 0.0502(11) 0.0268(8) -0.0073(7) 0.0145(7) -0.0115(8) O1 0.027(2) 0.062(3) 0.024(2) -0.0063(18) 0.0144(18) -0.006(2) C1 0.023(3) 0.034(3) 0.021(3) 0.001(2) 0.011(3) 0.005(3) O4 0.038(2) 0.023(2) 0.034(2) -0.0028(17) 0.0252(19) -0.0019(18) O3 0.058(3) 0.025(2) 0.044(2) -0.0048(19) 0.039(2) -0.006(2) C8 0.024(3) 0.028(4) 0.026(3) -0.002(3) 0.014(2) -0.001(3) C4 0.027(3) 0.030(3) 0.023(3) 0.005(3) 0.012(3) 0.004(3) C5 0.020(3) 0.023(3) 0.023(3) -0.001(2) 0.010(2) 0.003(2) N1 0.023(3) 0.038(3) 0.022(2) 0.004(2) 0.0131(19) 0.003(2) C6 0.029(3) 0.024(3) 0.034(3) 0.002(3) 0.021(3) 0.001(3) C3 0.021(3) 0.029(3) 0.023(3) 0.004(2) 0.008(2) 0.007(3) C7 0.030(4) 0.034(4) 0.035(3) 0.005(3) 0.017(3) 0.007(3) S2 0.0271(9) 0.0584(12) 0.0273(8) -0.0130(7) 0.0146(7) -0.0129(7) O2 0.025(2) 0.048(3) 0.030(2) -0.0009(19) 0.0184(17) -0.006(2) C2 0.029(3) 0.024(3) 0.026(3) 0.004(3) 0.012(2) 0.004(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 Cu1 S2 2.2592(14) 7_665 ? Cu1 S2 2.2592(14) . ? Cu1 S1 2.2909(13) 7_665 ? Cu1 S1 2.2910(13) . ? S1 C1 1.716(5) . ? O1 C1 1.221(5) . ? C1 C2 1.562(7) . ? O4 C8 1.262(6) . ? O4 H4C 0.8400 . ? O3 C8 1.275(6) . ? O3 H3C 0.8400 . ? C8 C5 1.502(6) . ? C4 C3 1.510(6) . ? C4 C5 1.532(6) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.529(6) . ? C5 H5A 1.0000 . ? N1 C3 1.478(6) . ? N1 C7 1.483(6) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? C6 C7 1.511(6) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? S2 C2 1.717(5) . ? O2 C2 1.223(6) . ? 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 S2 Cu1 S2 180.0 7_665 . ? S2 Cu1 S1 91.05(5) 7_665 7_665 ? S2 Cu1 S1 88.95(5) . 7_665 ? S2 Cu1 S1 88.95(5) 7_665 . ? S2 Cu1 S1 91.05(5) . . ? S1 Cu1 S1 180.000(1) 7_665 . ? C1 S1 Cu1 102.10(18) . . ? O1 C1 C2 116.1(4) . . ? O1 C1 S1 124.8(4) . . ? C2 C1 S1 119.1(3) . . ? C8 O4 H4C 109.5 . . ? C8 O3 H3C 109.5 . . ? O4 C8 O3 122.8(4) . . ? O4 C8 C5 119.7(5) . . ? O3 C8 C5 117.4(4) . . ? C3 C4 C5 111.3(4) . . ? C3 C4 H4A 109.4 . . ? C5 C4 H4A 109.4 . . ? C3 C4 H4B 109.4 . . ? C5 C4 H4B 109.4 . . ? H4A C4 H4B 108.0 . . ? C8 C5 C6 109.9(4) . . ? C8 C5 C4 112.8(4) . . ? C6 C5 C4 111.1(4) . . ? C8 C5 H5A 107.6 . . ? C6 C5 H5A 107.6 . . ? C4 C5 H5A 107.6 . . ? C3 N1 C7 112.0(4) . . ? C3 N1 H1A 109.2 . . ? C7 N1 H1A 109.2 . . ? C3 N1 H1B 109.2 . . ? C7 N1 H1B 109.2 . . ? H1A N1 H1B 107.9 . . ? C7 C6 C5 112.1(4) . . ? C7 C6 H6A 109.2 . . ? C5 C6 H6A 109.2 . . ? C7 C6 H6B 109.2 . . ? C5 C6 H6B 109.2 . . ? H6A C6 H6B 107.9 . . ? N1 C3 C4 110.3(4) . . ? N1 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? N1 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? N1 C7 C6 110.5(4) . . ? N1 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? C2 S2 Cu1 104.03(18) . . ? O2 C2 C1 116.6(4) . . ? O2 C2 S2 124.3(4) . . ? C1 C2 S2 119.1(4) . . ? 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 C1 161.09(19) 7_665 . . . ? S2 Cu1 S1 C1 -18.91(19) . . . . ? Cu1 S1 C1 O1 -160.1(4) . . . . ? Cu1 S1 C1 C2 21.5(4) . . . . ? O4 C8 C5 C6 -125.9(5) . . . . ? O3 C8 C5 C6 54.8(6) . . . . ? O4 C8 C5 C4 -1.2(7) . . . . ? O3 C8 C5 C4 179.4(4) . . . . ? C3 C4 C5 C8 -175.7(4) . . . . ? C3 C4 C5 C6 -51.8(5) . . . . ? C8 C5 C6 C7 176.4(4) . . . . ? C4 C5 C6 C7 50.8(5) . . . . ? C7 N1 C3 C4 -60.2(5) . . . . ? C5 C4 C3 N1 56.1(6) . . . . ? C3 N1 C7 C6 58.9(5) . . . . ? C5 C6 C7 N1 -53.9(6) . . . . ? S1 Cu1 S2 C2 -166.22(19) 7_665 . . . ? S1 Cu1 S2 C2 13.79(19) . . . . ? O1 C1 C2 O2 -12.2(7) . . . . ? S1 C1 C2 O2 166.3(4) . . . . ? O1 C1 C2 S2 169.2(4) . . . . ? S1 C1 C2 S2 -12.3(6) . . . . ? Cu1 S2 C2 O2 176.8(4) . . . . ? Cu1 S2 C2 C1 -4.6(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.369 _refine_diff_density_min -0.409 _refine_diff_density_rms 0.096 #===END data_16 _database_code_depnum_ccdc_archive 'CCDC 602670' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H28 N2 Ni O10 S4' _chemical_formula_weight 595.35 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.1262(9) _cell_length_b 8.4035(13) _cell_length_c 12.7833(19) _cell_angle_alpha 104.596(2) _cell_angle_beta 95.445(2) _cell_angle_gamma 106.733(2) _cell_volume 599.86(16) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6305 _cell_measurement_theta_min 2.647 _cell_measurement_theta_max 27.456 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.648 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 310 _exptl_absorpt_coefficient_mu 1.211 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.775231 _exptl_absorpt_correction_T_max 1 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 6305 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_sigmaI/netI 0.0407 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2722 _reflns_number_gt 2192 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0391P)^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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2722 _refine_ls_number_parameters 207 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0478 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0777 _refine_ls_wR_factor_gt 0.0726 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 1.0000 0.0000 0.5000 0.01696(12) Uani 1 2 d S . . S1 S 1.29366(10) 0.09043(7) 0.63478(5) 0.02305(15) Uani 1 1 d . . . C1 C 1.4176(4) -0.0708(3) 0.61709(17) 0.0175(4) Uani 1 1 d . . . O1 O 1.5948(3) -0.06183(19) 0.67614(12) 0.0234(4) Uani 1 1 d . . . S2 S 1.04761(10) -0.25280(7) 0.44248(5) 0.02200(14) Uani 1 1 d . . . C2 C 1.2963(4) -0.2396(3) 0.52332(17) 0.0170(4) Uani 1 1 d . . . O2 O 1.3811(3) -0.35728(18) 0.51366(12) 0.0220(3) Uani 1 1 d . . . N1 N 0.2887(3) 0.3708(2) 0.31880(15) 0.0207(4) Uani 1 1 d . . . H1B H 0.322(5) 0.278(4) 0.335(2) 0.038(8) Uiso 1 1 d . . . H1A H 0.314(4) 0.464(3) 0.387(2) 0.033(7) Uiso 1 1 d . . . C3 C 0.0412(4) 0.3175(3) 0.26486(19) 0.0225(5) Uani 1 1 d . . . H3A H -0.049(4) 0.284(3) 0.3121(19) 0.015(6) Uiso 1 1 d . . . H3B H 0.021(4) 0.428(3) 0.2504(17) 0.013(5) Uiso 1 1 d . . . C4 C -0.0057(4) 0.1738(3) 0.15846(18) 0.0220(5) Uani 1 1 d . . . H4B H 0.011(4) 0.069(3) 0.1747(17) 0.012(5) Uiso 1 1 d . . . H4A H -0.163(5) 0.139(3) 0.129(2) 0.029(7) Uiso 1 1 d . . . C5 C 0.1541(4) 0.2328(3) 0.08172(18) 0.0213(5) Uani 1 1 d . . . H5B H 0.134(4) 0.335(3) 0.0667(18) 0.018(6) Uiso 1 1 d . . . H5A H 0.131(4) 0.139(3) 0.0161(19) 0.017(6) Uiso 1 1 d . . . C6 C 0.4076(4) 0.2880(3) 0.13850(17) 0.0193(5) Uani 1 1 d . . . H6A H 0.432(3) 0.185(3) 0.1560(16) 0.008(5) Uiso 1 1 d . . . C7 C 0.4541(4) 0.4307(3) 0.24667(18) 0.0207(5) Uani 1 1 d . . . H7B H 0.435(4) 0.533(3) 0.2319(19) 0.021(6) Uiso 1 1 d . . . H7A H 0.605(4) 0.459(3) 0.288(2) 0.028(7) Uiso 1 1 d . . . C8 C 0.5747(4) 0.3436(3) 0.06552(18) 0.0220(5) Uani 1 1 d . . . O3 O 0.5416(3) 0.2205(2) -0.02706(15) 0.0316(4) Uani 1 1 d . . . H3C H 0.627(5) 0.255(4) -0.064(2) 0.043(9) Uiso 1 1 d . . . O4 O 0.7255(3) 0.4840(2) 0.09000(14) 0.0318(4) Uani 1 1 d . . . O5 O 0.8228(4) 0.2753(3) 0.83613(16) 0.0359(5) Uani 1 1 d . . . H5C H 0.790(5) 0.192(4) 0.782(3) 0.047(9) Uiso 1 1 d . . . H5D H 0.955(6) 0.327(4) 0.844(3) 0.060(11) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0174(2) 0.0141(2) 0.0175(2) 0.00144(15) -0.00044(15) 0.00608(15) S1 0.0248(3) 0.0156(3) 0.0236(3) -0.0020(2) -0.0057(2) 0.0088(2) C1 0.0198(11) 0.0156(10) 0.0172(10) 0.0061(9) 0.0025(9) 0.0051(8) O1 0.0249(9) 0.0191(8) 0.0241(8) 0.0033(7) -0.0035(7) 0.0087(6) S2 0.0226(3) 0.0167(3) 0.0222(3) -0.0012(2) -0.0044(2) 0.0082(2) C2 0.0170(11) 0.0183(10) 0.0156(10) 0.0062(9) 0.0041(8) 0.0042(8) O2 0.0270(9) 0.0196(8) 0.0191(8) 0.0011(6) -0.0017(6) 0.0128(7) N1 0.0248(10) 0.0206(10) 0.0159(9) 0.0014(8) 0.0002(8) 0.0107(8) C3 0.0212(12) 0.0269(12) 0.0200(11) 0.0057(10) 0.0056(10) 0.0091(10) C4 0.0175(12) 0.0229(11) 0.0203(11) 0.0032(9) 0.0005(9) 0.0023(9) C5 0.0232(12) 0.0204(11) 0.0150(11) 0.0011(9) 0.0009(9) 0.0034(9) C6 0.0203(11) 0.0163(10) 0.0186(11) 0.0026(9) 0.0032(9) 0.0041(9) C7 0.0182(12) 0.0199(11) 0.0205(11) 0.0037(9) -0.0019(9) 0.0047(9) C8 0.0200(11) 0.0241(11) 0.0222(11) 0.0061(10) 0.0015(9) 0.0088(9) O3 0.0344(10) 0.0293(9) 0.0261(9) 0.0043(8) 0.0159(8) 0.0029(8) O4 0.0244(9) 0.0295(9) 0.0338(10) 0.0069(8) 0.0073(7) -0.0016(7) O5 0.0281(11) 0.0400(11) 0.0248(10) -0.0030(9) 0.0079(8) -0.0014(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 Ni1 S1 2.1788(6) 2_756 ? Ni1 S1 2.1788(6) . ? Ni1 S2 2.1792(6) 2_756 ? Ni1 S2 2.1792(6) . ? S1 C1 1.713(2) . ? C1 O1 1.234(3) . ? C1 C2 1.539(3) . ? S2 C2 1.717(2) . ? C2 O2 1.228(2) . ? N1 C3 1.493(3) . ? N1 C7 1.499(3) . ? C3 C4 1.513(3) . ? C4 C5 1.522(3) . ? C5 C6 1.535(3) . ? C6 C8 1.504(3) . ? C6 C7 1.525(3) . ? C8 O4 1.214(3) . ? C8 O3 1.315(3) . ? 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 Ni1 S1 180.0 2_756 . ? S1 Ni1 S2 92.16(2) 2_756 2_756 ? S1 Ni1 S2 87.84(2) . 2_756 ? S1 Ni1 S2 87.84(2) 2_756 . ? S1 Ni1 S2 92.16(2) . . ? S2 Ni1 S2 180.0 2_756 . ? C1 S1 Ni1 106.00(7) . . ? O1 C1 C2 117.94(18) . . ? O1 C1 S1 124.24(16) . . ? C2 C1 S1 117.80(15) . . ? C2 S2 Ni1 105.87(7) . . ? O2 C2 C1 117.49(18) . . ? O2 C2 S2 124.66(16) . . ? C1 C2 S2 117.81(15) . . ? C3 N1 C7 112.54(18) . . ? N1 C3 C4 109.99(18) . . ? C3 C4 C5 110.48(19) . . ? C4 C5 C6 109.70(18) . . ? C8 C6 C7 110.96(18) . . ? C8 C6 C5 112.26(19) . . ? C7 C6 C5 110.61(18) . . ? N1 C7 C6 109.92(17) . . ? O4 C8 O3 123.9(2) . . ? O4 C8 C6 124.1(2) . . ? O3 C8 C6 111.92(19) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.357 _refine_diff_density_min -0.344 _refine_diff_density_rms 0.071 #===END data_17 _database_code_depnum_ccdc_archive 'CCDC 602671' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C6 H12 N O2), C4 O4 Pt S4, 2(H2 O)' _chemical_formula_sum 'C16 H28 N2 O10 Pt S4' _chemical_formula_weight 731.73 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' 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' Pt Pt -1.7033 8.3905 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.2542(11) _cell_length_b 8.4075(15) _cell_length_c 12.758(2) _cell_angle_alpha 104.227(3) _cell_angle_beta 95.401(3) _cell_angle_gamma 107.964(3) _cell_volume 607.97(18) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 856 _cell_measurement_theta_min 3.5775 _cell_measurement_theta_max 27.349 _exptl_crystal_description Plate _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.999 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 360 _exptl_absorpt_coefficient_mu 6.167 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.44882998 _exptl_absorpt_correction_T_max 0.740000 _exptl_absorpt_process_details 'SADABS, Bruker AXS 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6386 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0530 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.50 _reflns_number_total 2755 _reflns_number_gt 2669 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0460P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2755 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0331 _refine_ls_R_factor_gt 0.0299 _refine_ls_wR_factor_ref 0.0823 _refine_ls_wR_factor_gt 0.0650 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.005 _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 C1 C 0.6979(9) 0.2409(6) 0.4761(4) 0.0176(10) Uani 1 1 d . . . C2 C 0.5789(8) 0.0723(6) 0.3801(4) 0.0169(10) Uani 1 1 d . . . C3 C 0.4545(9) 0.4301(7) 0.2481(4) 0.0211(11) Uani 1 1 d . . . H3A H 0.6124 0.4579 0.2864 0.025 Uiso 1 1 calc R . . H3B H 0.4412 0.5375 0.2338 0.025 Uiso 1 1 calc R . . C4 C 0.4048(9) 0.2873(7) 0.1393(4) 0.0205(11) Uani 1 1 d . . . H4A H 0.4251 0.1824 0.1565 0.025 Uiso 1 1 calc R . . C5 C 0.1589(9) 0.2343(7) 0.0814(5) 0.0235(11) Uani 1 1 d . . . H5A H 0.1283 0.1383 0.0129 0.028 Uiso 1 1 calc R . . H5B H 0.1339 0.3348 0.0617 0.028 Uiso 1 1 calc R . . C6 C -0.0046(9) 0.1742(7) 0.1577(4) 0.0227(11) Uani 1 1 d . . . H6A H -0.1644 0.1436 0.1208 0.027 Uiso 1 1 calc R . . H6B H 0.0128 0.0684 0.1728 0.027 Uiso 1 1 calc R . . C7 C 0.0448(9) 0.3158(7) 0.2643(5) 0.0241(11) Uani 1 1 d . . . H7A H 0.0154 0.4183 0.2498 0.029 Uiso 1 1 calc R . . H7B H -0.0582 0.2733 0.3134 0.029 Uiso 1 1 calc R . . C8 C 0.5757(9) 0.3454(7) 0.0678(5) 0.0231(11) Uani 1 1 d . . . H4C H 0.630(13) 0.247(10) -0.060(6) 0.04(2) Uiso 1 1 d . . . N1 N 0.2872(8) 0.3685(6) 0.3192(4) 0.0219(9) Uani 1 1 d . . . H1A H 0.3101 0.2749 0.3374 0.026 Uiso 1 1 calc R . . H1B H 0.3146 0.4567 0.3834 0.026 Uiso 1 1 calc R . . O1 O 0.6121(6) 0.3555(5) 0.4858(3) 0.0227(8) Uani 1 1 d . . . O2 O 0.4066(6) 0.0629(5) 0.3209(3) 0.0228(8) Uani 1 1 d . . . O3 O 0.7278(7) 0.4847(5) 0.0938(4) 0.0345(10) Uani 1 1 d . . . O4 O 0.5379(8) 0.2225(6) -0.0253(4) 0.0339(10) Uani 1 1 d . . . O5 O 0.8220(8) 0.2763(7) 0.8397(4) 0.0378(11) Uani 1 1 d . . . S1 S 0.9433(2) 0.26195(16) 0.55879(12) 0.0228(3) Uani 1 1 d . . . S2 S 0.6947(2) -0.09026(16) 0.35861(12) 0.0236(3) Uani 1 1 d . . . Pt1 Pt 1.0000 0.0000 0.5000 0.01733(10) Uani 1 2 d S . . H5C H 0.815(16) 0.186(12) 0.824(8) 0.06(3) Uiso 1 1 d . . . H5D H 1.00(2) 0.347(15) 0.871(10) 0.12(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.021(3) 0.019(2) 0.015(3) 0.007(2) 0.007(2) 0.008(2) C2 0.019(2) 0.013(2) 0.019(3) 0.006(2) 0.004(2) 0.0048(18) C3 0.020(3) 0.022(3) 0.015(3) 0.001(2) 0.000(2) 0.004(2) C4 0.021(3) 0.017(2) 0.019(3) 0.001(2) 0.004(2) 0.004(2) C5 0.022(3) 0.026(3) 0.019(3) 0.004(2) 0.003(2) 0.004(2) C6 0.018(3) 0.027(3) 0.019(3) 0.003(2) 0.003(2) 0.005(2) C7 0.023(3) 0.025(3) 0.025(3) 0.007(2) 0.005(2) 0.010(2) C8 0.023(3) 0.025(3) 0.021(3) 0.005(2) 0.006(2) 0.009(2) N1 0.028(2) 0.024(2) 0.013(2) 0.0024(18) 0.0019(19) 0.0111(19) O1 0.028(2) 0.0209(18) 0.020(2) 0.0018(15) 0.0031(16) 0.0137(16) O2 0.0223(19) 0.0209(18) 0.024(2) 0.0048(16) -0.0015(16) 0.0085(15) O3 0.026(2) 0.030(2) 0.039(3) 0.0073(19) 0.0095(19) -0.0016(17) O4 0.037(2) 0.033(2) 0.026(2) 0.0054(19) 0.015(2) 0.0031(19) O5 0.032(3) 0.039(3) 0.027(3) -0.004(2) 0.010(2) 0.000(2) S1 0.0222(6) 0.0183(6) 0.0237(7) -0.0018(5) -0.0034(6) 0.0098(5) S2 0.0235(7) 0.0176(6) 0.0251(7) -0.0017(5) -0.0042(6) 0.0094(5) Pt1 0.01702(15) 0.01599(15) 0.01795(17) 0.00242(11) 0.00202(11) 0.00656(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.226(6) . ? C1 C2 1.545(7) . ? C1 S1 1.714(5) . ? C2 O2 1.226(6) . ? C2 S2 1.712(5) . ? C3 N1 1.504(7) . ? C3 C4 1.528(7) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C8 1.514(7) . ? C4 C5 1.520(7) . ? C4 H4A 1.0000 . ? C5 C6 1.535(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.504(8) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 N1 1.490(7) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 O3 1.204(6) . ? C8 O4 1.315(7) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? O4 H4C 0.77(8) . ? O5 H5C 0.72(9) . ? O5 H5D 1.07(13) . ? S1 Pt1 2.2930(13) . ? S2 Pt1 2.2934(14) . ? Pt1 S1 2.2930(13) 2_756 ? Pt1 S2 2.2934(14) 2_756 ? 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 O1 C1 C2 116.7(4) . . ? O1 C1 S1 123.8(4) . . ? C2 C1 S1 119.5(4) . . ? O2 C2 C1 117.9(4) . . ? O2 C2 S2 122.8(4) . . ? C1 C2 S2 119.3(4) . . ? N1 C3 C4 109.6(4) . . ? N1 C3 H3A 109.8 . . ? C4 C3 H3A 109.8 . . ? N1 C3 H3B 109.8 . . ? C4 C3 H3B 109.8 . . ? H3A C3 H3B 108.2 . . ? C8 C4 C5 112.5(5) . . ? C8 C4 C3 110.2(4) . . ? C5 C4 C3 111.0(4) . . ? C8 C4 H4A 107.6 . . ? C5 C4 H4A 107.6 . . ? C3 C4 H4A 107.6 . . ? C4 C5 C6 109.6(4) . . ? C4 C5 H5A 109.7 . . ? C6 C5 H5A 109.7 . . ? C4 C5 H5B 109.7 . . ? C6 C5 H5B 109.7 . . ? H5A C5 H5B 108.2 . . ? C7 C6 C5 110.7(4) . . ? C7 C6 H6A 109.5 . . ? C5 C6 H6A 109.5 . . ? C7 C6 H6B 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 108.1 . . ? N1 C7 C6 110.4(4) . . ? N1 C7 H7A 109.6 . . ? C6 C7 H7A 109.6 . . ? N1 C7 H7B 109.6 . . ? C6 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? O3 C8 O4 124.7(5) . . ? O3 C8 C4 124.4(5) . . ? O4 C8 C4 110.9(4) . . ? C7 N1 C3 112.7(4) . . ? C7 N1 H1A 109.1 . . ? C3 N1 H1A 109.1 . . ? C7 N1 H1B 109.1 . . ? C3 N1 H1B 109.1 . . ? H1A N1 H1B 107.8 . . ? C8 O4 H4C 112(6) . . ? H5C O5 H5D 104(9) . . ? C1 S1 Pt1 105.70(18) . . ? C2 S2 Pt1 105.81(18) . . ? S1 Pt1 S1 180.0 . 2_756 ? S1 Pt1 S2 89.38(5) . . ? S1 Pt1 S2 90.62(5) 2_756 . ? S1 Pt1 S2 90.62(5) . 2_756 ? S1 Pt1 S2 89.38(5) 2_756 2_756 ? S2 Pt1 S2 180.00(7) . 2_756 ? 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 O1 C1 C2 O2 -0.7(7) . . . . ? S1 C1 C2 O2 -178.4(4) . . . . ? O1 C1 C2 S2 177.8(4) . . . . ? S1 C1 C2 S2 0.2(6) . . . . ? N1 C3 C4 C8 -178.5(4) . . . . ? N1 C3 C4 C5 56.2(6) . . . . ? C8 C4 C5 C6 179.1(4) . . . . ? C3 C4 C5 C6 -56.9(6) . . . . ? C4 C5 C6 C7 57.3(6) . . . . ? C5 C6 C7 N1 -57.1(6) . . . . ? C5 C4 C8 O3 124.2(6) . . . . ? C3 C4 C8 O3 -0.2(8) . . . . ? C5 C4 C8 O4 -56.8(6) . . . . ? C3 C4 C8 O4 178.8(5) . . . . ? C6 C7 N1 C3 57.6(6) . . . . ? C4 C3 N1 C7 -56.6(6) . . . . ? O1 C1 S1 Pt1 178.2(4) . . . . ? C2 C1 S1 Pt1 -4.3(4) . . . . ? O2 C2 S2 Pt1 -177.4(4) . . . . ? C1 C2 S2 Pt1 4.1(4) . . . . ? C1 S1 Pt1 S2 5.23(18) . . . . ? C1 S1 Pt1 S2 -174.77(18) . . . 2_756 ? C2 S2 Pt1 S1 -5.17(18) . . . . ? C2 S2 Pt1 S1 174.83(18) . . . 2_756 ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.937 _refine_diff_density_min -1.858 _refine_diff_density_rms 0.269 #===END data_18 _database_code_depnum_ccdc_archive 'CCDC 602672' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C6 H12 N O2), C4 Cu O4 S4, 2(H2 O)' _chemical_formula_sum 'C16 H28 Cu N2 O10 S4' _chemical_formula_weight 600.18 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 Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 6.1177(8) _cell_length_b 8.487(2) _cell_length_c 12.776(3) _cell_angle_alpha 104.937(18) _cell_angle_beta 95.186(14) _cell_angle_gamma 106.614(14) _cell_volume 604.4(2) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6263 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.649 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 311 _exptl_absorpt_coefficient_mu 1.303 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.69161136 _exptl_absorpt_correction_T_max 0.880 _exptl_absorpt_process_details 'Sadabs Bruker-AXS 2001' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6263 _diffrn_reflns_av_R_equivalents 0.0257 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2717 _reflns_number_gt 2294 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0355P)^2^+0.0986P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2717 _refine_ls_number_parameters 163 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0358 _refine_ls_R_factor_gt 0.0262 _refine_ls_wR_factor_ref 0.0704 _refine_ls_wR_factor_gt 0.0655 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.0000 0.0000 0.5000 0.01860(10) Uani 1 2 d S . . S1 S 0.69484(8) -0.09012(6) 0.35847(4) 0.02652(12) Uani 1 1 d . . . S2 S 0.95292(8) 0.26367(6) 0.55660(4) 0.02476(12) Uani 1 1 d . . . O1 O 0.3905(2) 0.06275(16) 0.32931(10) 0.0254(3) Uani 1 1 d . . . C1 C 0.5728(3) 0.0704(2) 0.38302(14) 0.0183(3) Uani 1 1 d . . . N1 N 0.2841(2) 0.37218(19) 0.31850(12) 0.0214(3) Uani 1 1 d . . . H1A H 0.3128 0.2814 0.3373 0.026 Uiso 1 1 calc R . . H1B H 0.3086 0.4603 0.3824 0.026 Uiso 1 1 calc R . . C4 C 0.1556(3) 0.2319(2) 0.08130(14) 0.0227(4) Uani 1 1 d . . . H4A H 0.1232 0.3289 0.0609 0.027 Uiso 1 1 calc R . . H4B H 0.1288 0.1361 0.0131 0.027 Uiso 1 1 calc R . . C5 C 0.4078(3) 0.2887(2) 0.13915(14) 0.0208(4) Uani 1 1 d . . . H5A H 0.4354 0.1875 0.1574 0.025 Uiso 1 1 calc R . . C6 C 0.4512(3) 0.4316(2) 0.24692(14) 0.0216(4) Uani 1 1 d . . . H6A H 0.6121 0.4619 0.2854 0.026 Uiso 1 1 calc R . . H6B H 0.4311 0.5356 0.2315 0.026 Uiso 1 1 calc R . . C8 C 0.5766(3) 0.3439(2) 0.06534(15) 0.0233(4) Uani 1 1 d . . . C3 C -0.0058(3) 0.1734(2) 0.15786(14) 0.0224(4) Uani 1 1 d . . . H3A H -0.1689 0.1392 0.1211 0.027 Uiso 1 1 calc R . . H3B H 0.0203 0.0719 0.1744 0.027 Uiso 1 1 calc R . . O4 O 0.5442(3) 0.22040(19) -0.02689(12) 0.0331(3) Uani 1 1 d . . . O3 O 0.7252(2) 0.48303(18) 0.08961(12) 0.0341(3) Uani 1 1 d . . . C7 C 0.0372(3) 0.3172(2) 0.26414(14) 0.0234(4) Uani 1 1 d . . . H7A H 0.0014 0.4161 0.2483 0.028 Uiso 1 1 calc R . . H7B H -0.0655 0.2766 0.3140 0.028 Uiso 1 1 calc R . . O5 O 0.8290(3) 0.2729(2) 0.83665(13) 0.0402(4) Uani 1 1 d . . . O2 O 0.6082(2) 0.35447(16) 0.48617(10) 0.0240(3) Uani 1 1 d . . . C2 C 0.6988(3) 0.2413(2) 0.47651(13) 0.0184(3) Uani 1 1 d . . . H5B H 0.791(4) 0.186(4) 0.781(2) 0.050(8) Uiso 1 1 d . . . H5C H 0.951(5) 0.314(4) 0.847(2) 0.046(8) Uiso 1 1 d . . . H4C H 0.632(4) 0.246(3) -0.059(2) 0.040(8) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01879(16) 0.01569(16) 0.02006(16) 0.00333(12) -0.00067(12) 0.00663(12) S1 0.0286(2) 0.0176(2) 0.0277(2) -0.00176(18) -0.00799(19) 0.01042(19) S2 0.0247(2) 0.0182(2) 0.0261(2) -0.00121(18) -0.00643(18) 0.00919(18) O1 0.0249(7) 0.0215(7) 0.0266(7) 0.0037(5) -0.0055(5) 0.0088(5) C1 0.0208(8) 0.0163(8) 0.0174(8) 0.0055(7) 0.0028(7) 0.0052(7) N1 0.0253(8) 0.0204(8) 0.0176(7) 0.0024(6) 0.0005(6) 0.0101(6) C4 0.0213(9) 0.0227(9) 0.0173(8) 0.0012(7) 0.0015(7) 0.0016(7) C5 0.0205(8) 0.0192(9) 0.0202(8) 0.0041(7) 0.0026(7) 0.0045(7) C6 0.0206(8) 0.0196(9) 0.0199(8) 0.0022(7) -0.0006(7) 0.0035(7) C8 0.0185(8) 0.0272(10) 0.0237(9) 0.0080(8) 0.0016(7) 0.0071(7) C3 0.0190(8) 0.0230(9) 0.0207(8) 0.0033(7) 0.0017(7) 0.0032(7) O4 0.0343(8) 0.0312(8) 0.0273(7) 0.0038(6) 0.0160(7) 0.0018(6) O3 0.0273(7) 0.0304(8) 0.0355(8) 0.0079(6) 0.0075(6) -0.0034(6) C7 0.0232(9) 0.0257(10) 0.0217(9) 0.0047(7) 0.0051(7) 0.0102(7) O5 0.0270(8) 0.0475(10) 0.0260(8) -0.0044(7) 0.0077(7) -0.0054(7) O2 0.0285(7) 0.0218(7) 0.0212(6) 0.0018(5) -0.0010(5) 0.0132(5) C2 0.0208(8) 0.0191(9) 0.0164(8) 0.0064(7) 0.0050(7) 0.0065(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 S2 2.2772(7) . ? Cu1 S2 2.2772(7) 2_756 ? Cu1 S1 2.2804(7) . ? Cu1 S1 2.2804(7) 2_756 ? S1 C1 1.7076(18) . ? S2 C2 1.7158(17) . ? O1 C1 1.231(2) . ? C1 C2 1.557(2) . ? N1 C7 1.490(2) . ? N1 C6 1.499(2) . ? N1 H1A 0.9200 . ? N1 H1B 0.9200 . ? C4 C3 1.524(2) . ? C4 C5 1.531(2) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C8 1.517(2) . ? C5 C6 1.525(2) . ? C5 H5A 1.0000 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C8 O3 1.210(2) . ? C8 O4 1.315(2) . ? C3 C7 1.516(2) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? O4 H4C 0.72(2) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? O5 H5B 0.84(3) . ? O5 H5C 0.71(3) . ? O2 C2 1.225(2) . ? 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 S2 Cu1 S2 180.0 . 2_756 ? S2 Cu1 S1 90.99(2) . . ? S2 Cu1 S1 89.01(2) 2_756 . ? S2 Cu1 S1 89.01(2) . 2_756 ? S2 Cu1 S1 90.99(2) 2_756 2_756 ? S1 Cu1 S1 180.0 . 2_756 ? C1 S1 Cu1 104.51(6) . . ? C2 S2 Cu1 104.26(6) . . ? O1 C1 C2 116.39(15) . . ? O1 C1 S1 124.16(14) . . ? C2 C1 S1 119.43(12) . . ? C7 N1 C6 112.92(13) . . ? C7 N1 H1A 109.0 . . ? C6 N1 H1A 109.0 . . ? C7 N1 H1B 109.0 . . ? C6 N1 H1B 109.0 . . ? H1A N1 H1B 107.8 . . ? C3 C4 C5 109.59(14) . . ? C3 C4 H4A 109.8 . . ? C5 C4 H4A 109.8 . . ? C3 C4 H4B 109.8 . . ? C5 C4 H4B 109.8 . . ? H4A C4 H4B 108.2 . . ? C8 C5 C6 110.94(14) . . ? C8 C5 C4 111.82(14) . . ? C6 C5 C4 110.77(15) . . ? C8 C5 H5A 107.7 . . ? C6 C5 H5A 107.7 . . ? C4 C5 H5A 107.7 . . ? N1 C6 C5 109.62(14) . . ? N1 C6 H6A 109.7 . . ? C5 C6 H6A 109.7 . . ? N1 C6 H6B 109.7 . . ? C5 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? O3 C8 O4 124.42(17) . . ? O3 C8 C5 124.03(17) . . ? O4 C8 C5 111.53(15) . . ? C7 C3 C4 110.48(15) . . ? C7 C3 H3A 109.6 . . ? C4 C3 H3A 109.6 . . ? C7 C3 H3B 109.6 . . ? C4 C3 H3B 109.6 . . ? H3A C3 H3B 108.1 . . ? C8 O4 H4C 110(2) . . ? N1 C7 C3 109.78(14) . . ? N1 C7 H7A 109.7 . . ? C3 C7 H7A 109.7 . . ? N1 C7 H7B 109.7 . . ? C3 C7 H7B 109.7 . . ? H7A C7 H7B 108.2 . . ? H5B O5 H5C 110(3) . . ? O2 C2 C1 116.15(14) . . ? O2 C2 S2 124.00(13) . . ? C1 C2 S2 119.84(12) . . ? 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 C1 -8.78(6) . . . . ? S2 Cu1 S1 C1 171.22(6) 2_756 . . . ? S1 Cu1 S2 C2 7.80(6) . . . . ? S1 Cu1 S2 C2 -172.20(6) 2_756 . . . ? Cu1 S1 C1 O1 -173.61(14) . . . . ? Cu1 S1 C1 C2 8.19(14) . . . . ? C3 C4 C5 C8 178.50(15) . . . . ? C3 C4 C5 C6 -57.2(2) . . . . ? C7 N1 C6 C5 -57.01(19) . . . . ? C8 C5 C6 N1 -179.21(13) . . . . ? C4 C5 C6 N1 55.99(19) . . . . ? C6 C5 C8 O3 0.0(3) . . . . ? C4 C5 C8 O3 124.25(19) . . . . ? C6 C5 C8 O4 178.64(15) . . . . ? C4 C5 C8 O4 -57.1(2) . . . . ? C5 C4 C3 C7 57.9(2) . . . . ? C6 N1 C7 C3 57.99(19) . . . . ? C4 C3 C7 N1 -57.79(19) . . . . ? O1 C1 C2 O2 -1.9(2) . . . . ? S1 C1 C2 O2 176.41(13) . . . . ? O1 C1 C2 S2 179.49(13) . . . . ? S1 C1 C2 S2 -2.16(19) . . . . ? Cu1 S2 C2 O2 176.38(14) . . . . ? Cu1 S2 C2 C1 -5.16(14) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.403 _refine_diff_density_min -0.258 _refine_diff_density_rms 0.060 #===END data_20 _database_code_depnum_ccdc_archive 'CCDC 602673' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 N2 Ni O8 S4' _chemical_formula_weight 587.37 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' Ni Ni 0.3393 1.1124 '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)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.1196(12) _cell_length_b 12.1225(18) _cell_length_c 13.528(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.684(3) _cell_angle_gamma 90.00 _cell_volume 1327.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2590 _cell_measurement_theta_min 2.517 _cell_measurement_theta_max 26.113 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method none _exptl_crystal_F_000 612 _exptl_absorpt_coefficient_mu 1.088 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.778925 _exptl_absorpt_correction_T_max 0.862082 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8357 _diffrn_reflns_av_R_equivalents 0.0427 _diffrn_reflns_av_sigmaI/netI 0.0569 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.26 _diffrn_reflns_theta_max 27.51 _reflns_number_total 3043 _reflns_number_gt 2143 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0409P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3043 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0653 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0761 _refine_ls_goodness_of_fit_ref 0.965 _refine_ls_restrained_S_all 0.965 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 1.0000 1.0000 0.0000 0.02158(13) Uani 1 2 d S . . S2 S 1.14527(7) 1.13980(6) 0.05699(4) 0.02754(16) Uani 1 1 d . . . N1 N 1.5714(3) 1.2547(2) -0.19413(17) 0.0384(6) Uani 1 1 d . . . C7 C 1.6801(3) 1.3436(2) -0.1508(2) 0.0377(7) Uani 1 1 d . . . H7A H 1.6261 1.3804 -0.0966 0.045 Uiso 1 1 calc R . . H7B H 1.6976 1.3995 -0.2022 0.045 Uiso 1 1 calc R . . C6 C 1.8428(3) 1.2977(3) -0.1111(2) 0.0459(8) Uani 1 1 d . . . H6A H 1.8257 1.2458 -0.0563 0.055 Uiso 1 1 calc R . . H6B H 1.9145 1.3584 -0.0840 0.055 Uiso 1 1 calc R . . C5 C 1.9276(4) 1.2379(3) -0.1912(2) 0.0595(10) Uani 1 1 d . B . H5A H 1.9531 1.2908 -0.2435 0.071 Uiso 1 1 calc R . . H5B H 2.0329 1.2058 -0.1624 0.071 Uiso 1 1 calc R . . C4 C 1.8171(5) 1.1472(3) -0.2359(2) 0.0641(11) Uani 1 1 d . . . H4A H 1.7989 1.0940 -0.1814 0.077 Uiso 1 1 calc R A 1 C3 C 1.6488(4) 1.1919(3) -0.2732(2) 0.0532(9) Uani 1 1 d . B . H3A H 1.6608 1.2408 -0.3307 0.064 Uiso 1 1 calc R . . H3B H 1.5758 1.1298 -0.2957 0.064 Uiso 1 1 calc R . . S1 S 1.19508(8) 0.94329(6) -0.08827(5) 0.03079(17) Uani 1 1 d . . . O2 O 1.4156(2) 1.21966(15) -0.00778(13) 0.0349(4) Uani 1 1 d . . . O1 O 1.4676(2) 1.04443(16) -0.12508(13) 0.0354(4) Uani 1 1 d . . . C1 C 1.3427(3) 1.0443(2) -0.07942(18) 0.0262(5) Uani 1 1 d . . . C2 C 1.3151(3) 1.1424(2) -0.01019(17) 0.0260(6) Uani 1 1 d . . . O3 O 2.2614(3) 1.0783(2) -0.45567(18) 0.0455(6) Uani 1 1 d . . . C9 C 1.4089(3) 1.3006(4) -0.2333(3) 0.0816(14) Uani 1 1 d . . . H9A H 1.3574 1.3388 -0.1799 0.122 Uiso 1 1 calc R . . H9B H 1.3369 1.2405 -0.2588 0.122 Uiso 1 1 calc R . . H9C H 1.4255 1.3528 -0.2869 0.122 Uiso 1 1 calc R . . H1A H 1.553(3) 1.207(2) -0.146(2) 0.039(8) Uiso 1 1 d . . . O5A O 1.7170(8) 1.0230(5) -0.3777(5) 0.062(2) Uani 0.474(6) 1 d P B 1 H5C H 1.719(7) 1.002(5) -0.417(4) 0.011(18) Uiso 0.474(6) 1 d P B 1 O4A O 1.9772(11) 1.0749(8) -0.3594(9) 0.069(3) Uani 0.474(6) 1 d P B 1 C8A C 1.8377(18) 1.0770(10) -0.3320(13) 0.043(2) Uani 0.474(6) 1 d P B 1 O4B O 2.0919(5) 1.1149(3) -0.3047(3) 0.0441(14) Uani 0.526(6) 1 d P B 2 H4C H 2.147(6) 1.087(4) -0.377(4) 0.037(14) Uiso 0.526(6) 1 d P B 2 O5B O 1.8637(13) 1.0428(6) -0.3750(5) 0.061(2) Uani 0.526(6) 1 d P B 2 C8B C 1.934(2) 1.0964(6) -0.3119(6) 0.0361(18) Uani 0.526(6) 1 d P B 2 H3C H 2.311(4) 1.128(3) -0.464(3) 0.061(13) Uiso 1 1 d . . . H3D H 2.202(7) 1.046(5) -0.494(5) 0.18(3) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0218(2) 0.0204(2) 0.0229(2) -0.00232(19) 0.00362(16) -0.00108(19) S2 0.0269(3) 0.0268(4) 0.0296(3) -0.0078(3) 0.0068(3) -0.0051(3) N1 0.0330(12) 0.0532(17) 0.0286(13) 0.0084(12) 0.0015(10) -0.0148(11) C7 0.0451(16) 0.0342(17) 0.0342(15) -0.0005(12) 0.0069(12) -0.0016(14) C6 0.0408(16) 0.050(2) 0.0444(17) 0.0105(15) -0.0098(13) -0.0098(15) C5 0.0381(17) 0.080(3) 0.062(2) 0.040(2) 0.0145(16) 0.0181(18) C4 0.111(3) 0.039(2) 0.048(2) 0.0240(16) 0.043(2) 0.033(2) C3 0.092(2) 0.0408(19) 0.0271(15) -0.0041(14) 0.0091(16) -0.0302(19) S1 0.0302(3) 0.0256(4) 0.0382(4) -0.0089(3) 0.0126(3) -0.0041(3) O2 0.0337(10) 0.0337(12) 0.0382(11) -0.0027(9) 0.0087(8) -0.0106(9) O1 0.0299(9) 0.0357(11) 0.0426(11) -0.0009(9) 0.0141(8) -0.0028(9) C1 0.0270(13) 0.0242(14) 0.0273(13) 0.0036(11) 0.0017(10) 0.0001(11) C2 0.0251(12) 0.0278(15) 0.0249(13) 0.0027(11) 0.0010(10) -0.0029(11) O3 0.0546(15) 0.0343(14) 0.0500(14) -0.0017(11) 0.0185(12) -0.0023(12) C9 0.0351(17) 0.146(4) 0.062(2) 0.053(3) -0.0079(15) -0.005(2) O5A 0.070(4) 0.062(4) 0.059(4) -0.035(3) 0.026(3) -0.007(3) O4A 0.051(6) 0.077(5) 0.085(6) -0.001(4) 0.035(5) 0.006(4) C8A 0.046(8) 0.036(5) 0.049(7) 0.010(4) 0.017(6) 0.007(5) O4B 0.050(3) 0.043(3) 0.042(3) -0.0033(19) 0.018(2) 0.002(2) O5B 0.055(6) 0.073(4) 0.056(4) -0.021(3) 0.013(3) -0.010(4) C8B 0.049(6) 0.027(4) 0.032(4) 0.008(3) -0.001(4) 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 Ni1 S2 2.1700(7) 3_775 ? Ni1 S2 2.1701(7) . ? Ni1 S1 2.1717(6) . ? Ni1 S1 2.1718(6) 3_775 ? S2 C2 1.712(2) . ? N1 C7 1.483(3) . ? N1 C9 1.489(4) . ? N1 C3 1.493(4) . ? C7 C6 1.493(3) . ? C6 C5 1.514(4) . ? C5 C4 1.514(5) . ? C4 C3 1.517(5) . ? C4 C8A 1.574(18) . ? C4 C8B 1.580(16) . ? S1 C1 1.711(3) . ? O2 C2 1.241(3) . ? O1 C1 1.230(3) . ? C1 C2 1.541(4) . ? O5A C8A 1.29(2) . ? O4A C8A 1.221(14) . ? O4B C8B 1.297(18) . ? O5B C8B 1.182(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 S2 Ni1 S2 179.999(1) 3_775 . ? S2 Ni1 S1 87.54(2) 3_775 . ? S2 Ni1 S1 92.46(2) . . ? S2 Ni1 S1 92.46(2) 3_775 3_775 ? S2 Ni1 S1 87.54(2) . 3_775 ? S1 Ni1 S1 180.0 . 3_775 ? C2 S2 Ni1 105.29(9) . . ? C7 N1 C9 110.5(3) . . ? C7 N1 C3 112.5(2) . . ? C9 N1 C3 110.4(3) . . ? N1 C7 C6 110.6(2) . . ? C7 C6 C5 111.2(2) . . ? C4 C5 C6 110.1(2) . . ? C5 C4 C3 111.2(3) . . ? C5 C4 C8A 128.6(6) . . ? C3 C4 C8A 94.1(6) . . ? C5 C4 C8B 100.1(5) . . ? C3 C4 C8B 119.7(5) . . ? C8A C4 C8B 30.9(4) . . ? N1 C3 C4 111.4(2) . . ? C1 S1 Ni1 105.85(9) . . ? O1 C1 C2 118.1(2) . . ? O1 C1 S1 124.6(2) . . ? C2 C1 S1 117.32(17) . . ? O2 C2 C1 118.0(2) . . ? O2 C2 S2 123.8(2) . . ? C1 C2 S2 118.14(18) . . ? O4A C8A O5A 122(2) . . ? O4A C8A C4 115(2) . . ? O5A C8A C4 122.7(8) . . ? O5B C8B O4B 124.4(17) . . ? O5B C8B C4 113.8(18) . . ? O4B C8B C4 121.8(7) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.331 _refine_diff_density_min -0.326 _refine_diff_density_rms 0.070 #===END