# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email sunxj126@163.com _publ_contact_author_name 'Xiao-Jing Sun' loop_ _publ_author_name 'Li-Cheng Song' 'Xiao-Jing Sun' 'Pei-Hua Zhao' 'Jia-Peng Li' 'Haibin Song' data_L _database_code_depnum_ccdc_archive 'CCDC 871093' #TrackingRef 'L,com 1,com 2#,comp 3 -cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H16 N2 S2' _chemical_formula_weight 324.45 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.472(5) _cell_length_b 9.871(6) _cell_length_c 32.954(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3081(3) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 8737 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.9 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 0.343 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9346 _exptl_absorpt_correction_T_max 0.9600 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn724 CCD' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 14.22 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22563 _diffrn_reflns_av_R_equivalents 0.0685 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.47 _diffrn_reflns_theta_max 27.88 _reflns_number_total 3667 _reflns_number_gt 3212 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0564P)^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 3667 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0576 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1111 _refine_ls_wR_factor_gt 0.1043 _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 S1 S 0.09154(5) 1.03314(5) 0.415819(14) 0.02344(14) Uani 1 1 d . . . S2 S -0.18570(5) 0.90437(5) 0.394226(13) 0.02239(14) Uani 1 1 d . . . N1 N 0.44014(16) 0.88490(18) 0.44480(5) 0.0247(4) Uani 1 1 d . . . N2 N -0.44147(17) 0.79347(19) 0.30214(5) 0.0282(4) Uani 1 1 d . . . C1 C 0.4994(2) 0.7943(2) 0.46993(6) 0.0273(4) Uani 1 1 d . . . H1 H 0.5755 0.7413 0.4599 0.033 Uiso 1 1 calc R . . C2 C 0.4567(2) 0.7733(2) 0.50946(6) 0.0272(4) Uani 1 1 d . . . H2 H 0.5009 0.7066 0.5259 0.033 Uiso 1 1 calc R . . C3 C 0.3477(2) 0.8520(2) 0.52448(6) 0.0283(5) Uani 1 1 d . . . H3 H 0.3171 0.8422 0.5518 0.034 Uiso 1 1 calc R . . C4 C 0.2842(2) 0.9451(2) 0.49902(6) 0.0266(4) Uani 1 1 d . . . H4 H 0.2079 0.9992 0.5084 0.032 Uiso 1 1 calc R . . C5 C 0.33357(19) 0.95866(19) 0.45947(5) 0.0210(4) Uani 1 1 d . . . C6 C 0.2725(2) 1.0636(2) 0.43125(5) 0.0234(4) Uani 1 1 d . . . H6A H 0.3322 1.0683 0.4066 0.028 Uiso 1 1 calc R . . H6B H 0.2773 1.1531 0.4448 0.028 Uiso 1 1 calc R . . C7 C 0.10015(19) 0.8919(2) 0.38282(5) 0.0200(4) Uani 1 1 d . . . C8 C 0.2239(2) 0.8396(2) 0.36631(5) 0.0218(4) Uani 1 1 d . . . H8 H 0.3119 0.8804 0.3728 0.026 Uiso 1 1 calc R . . C9 C 0.2202(2) 0.7282(2) 0.34041(5) 0.0230(4) Uani 1 1 d . . . H9 H 0.3051 0.6934 0.3292 0.028 Uiso 1 1 calc R . . C10 C 0.0916(2) 0.6685(2) 0.33108(5) 0.0239(4) Uani 1 1 d . . . H10 H 0.0887 0.5918 0.3137 0.029 Uiso 1 1 calc R . . C11 C -0.0329(2) 0.7204(2) 0.34705(5) 0.0215(4) Uani 1 1 d . . . H11 H -0.1204 0.6789 0.3404 0.026 Uiso 1 1 calc R . . C12 C -0.03089(19) 0.8321(2) 0.37263(5) 0.0195(4) Uani 1 1 d . . . C13 C -0.32735(19) 0.8258(2) 0.36619(5) 0.0232(4) Uani 1 1 d . . . H13A H -0.3150 0.7264 0.3678 0.028 Uiso 1 1 calc R . . H13B H -0.4174 0.8481 0.3799 0.028 Uiso 1 1 calc R . . C14 C -0.34115(19) 0.8645(2) 0.32180(5) 0.0214(4) Uani 1 1 d . . . C15 C -0.2622(2) 0.9650(2) 0.30307(5) 0.0241(4) Uani 1 1 d . . . H15 H -0.1891 1.0102 0.3174 0.029 Uiso 1 1 calc R . . C16 C -0.2917(2) 0.9985(2) 0.26307(5) 0.0282(5) Uani 1 1 d . . . H16 H -0.2406 1.0684 0.2498 0.034 Uiso 1 1 calc R . . C17 C -0.3969(2) 0.9285(2) 0.24285(6) 0.0314(5) Uani 1 1 d . . . H17 H -0.4198 0.9494 0.2155 0.038 Uiso 1 1 calc R . . C18 C -0.4677(2) 0.8273(2) 0.26352(6) 0.0319(5) Uani 1 1 d . . . H18 H -0.5393 0.7789 0.2495 0.038 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 S1 0.0222(3) 0.0190(3) 0.0291(3) -0.00308(18) -0.00342(18) 0.0001(2) S2 0.0192(2) 0.0255(3) 0.0224(3) -0.00311(18) 0.00003(17) 0.0019(2) N1 0.0219(9) 0.0247(10) 0.0274(9) -0.0022(7) -0.0021(6) -0.0006(7) N2 0.0240(9) 0.0297(11) 0.0309(9) -0.0031(7) -0.0035(7) -0.0008(8) C1 0.0230(10) 0.0241(11) 0.0348(11) -0.0036(8) -0.0068(8) 0.0010(9) C2 0.0274(11) 0.0194(11) 0.0347(11) 0.0042(8) -0.0107(8) -0.0046(9) C3 0.0330(11) 0.0257(12) 0.0261(10) 0.0035(8) -0.0023(8) -0.0067(9) C4 0.0273(11) 0.0237(11) 0.0289(10) -0.0019(8) 0.0000(8) -0.0001(9) C5 0.0205(10) 0.0152(10) 0.0274(10) -0.0014(7) -0.0042(7) -0.0057(8) C6 0.0226(10) 0.0192(11) 0.0286(10) 0.0010(7) -0.0037(7) -0.0045(8) C7 0.0230(10) 0.0173(10) 0.0198(9) 0.0030(7) -0.0012(7) 0.0005(8) C8 0.0188(9) 0.0218(10) 0.0247(9) 0.0041(7) -0.0006(7) -0.0028(8) C9 0.0223(10) 0.0232(11) 0.0235(9) 0.0026(7) 0.0033(7) 0.0052(8) C10 0.0274(11) 0.0214(11) 0.0228(9) -0.0016(7) 0.0001(7) 0.0024(8) C11 0.0201(9) 0.0204(10) 0.0242(9) -0.0002(7) -0.0021(7) -0.0025(8) C12 0.0189(9) 0.0196(10) 0.0202(9) 0.0042(7) -0.0004(7) 0.0012(8) C13 0.0164(10) 0.0267(11) 0.0264(10) 0.0011(8) 0.0006(7) -0.0023(8) C14 0.0173(9) 0.0224(11) 0.0246(9) -0.0027(7) 0.0016(7) 0.0058(8) C15 0.0211(10) 0.0238(11) 0.0273(10) -0.0033(7) 0.0022(7) 0.0034(9) C16 0.0282(11) 0.0295(12) 0.0268(10) 0.0022(8) 0.0066(8) 0.0050(9) C17 0.0346(12) 0.0372(14) 0.0225(10) -0.0017(8) -0.0022(8) 0.0087(10) C18 0.0300(11) 0.0359(14) 0.0299(11) -0.0047(9) -0.0069(8) 0.0007(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 S1 C7 1.770(2) . ? S1 C6 1.813(2) . ? S2 C12 1.779(2) . ? S2 C13 1.804(2) . ? N1 C5 1.335(2) . ? N1 C1 1.342(3) . ? N2 C18 1.339(3) . ? N2 C14 1.347(2) . ? C1 C2 1.380(3) . ? C1 H1 0.9500 . ? C2 C3 1.383(3) . ? C2 H2 0.9500 . ? C3 C4 1.382(3) . ? C3 H3 0.9500 . ? C4 C5 1.391(3) . ? C4 H4 0.9500 . ? C5 C6 1.508(3) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C8 1.391(3) . ? C7 C12 1.415(3) . ? C8 C9 1.392(3) . ? C8 H8 0.9500 . ? C9 C10 1.387(3) . ? C9 H9 0.9500 . ? C10 C11 1.389(3) . ? C10 H10 0.9500 . ? C11 C12 1.388(3) . ? C11 H11 0.9500 . ? C13 C14 1.518(3) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.387(3) . ? C15 C16 1.387(3) . ? C15 H15 0.9500 . ? C16 C17 1.383(3) . ? C16 H16 0.9500 . ? C17 C18 1.383(3) . ? C17 H17 0.9500 . ? C18 H18 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 C7 S1 C6 105.05(9) . . ? C12 S2 C13 103.64(10) . . ? C5 N1 C1 117.14(16) . . ? C18 N2 C14 117.27(19) . . ? N1 C1 C2 124.08(19) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C1 C2 C3 118.17(19) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C4 C3 C2 118.75(18) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C3 C4 C5 119.10(19) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 C4 122.74(18) . . ? N1 C5 C6 116.22(16) . . ? C4 C5 C6 120.99(18) . . ? C5 C6 S1 114.94(13) . . ? C5 C6 H6A 108.5 . . ? S1 C6 H6A 108.5 . . ? C5 C6 H6B 108.5 . . ? S1 C6 H6B 108.5 . . ? H6A C6 H6B 107.5 . . ? C8 C7 C12 119.43(18) . . ? C8 C7 S1 124.84(15) . . ? C12 C7 S1 115.72(14) . . ? C7 C8 C9 120.77(18) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C10 C9 C8 119.55(18) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C9 C10 C11 120.32(19) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 C10 120.74(18) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C7 119.17(17) . . ? C11 C12 S2 123.38(15) . . ? C7 C12 S2 117.45(15) . . ? C14 C13 S2 116.72(14) . . ? C14 C13 H13A 108.1 . . ? S2 C13 H13A 108.1 . . ? C14 C13 H13B 108.1 . . ? S2 C13 H13B 108.1 . . ? H13A C13 H13B 107.3 . . ? N2 C14 C15 122.59(17) . . ? N2 C14 C13 113.17(17) . . ? C15 C14 C13 124.22(17) . . ? C14 C15 C16 118.99(19) . . ? C14 C15 H15 120.5 . . ? C16 C15 H15 120.5 . . ? C17 C16 C15 118.9(2) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C18 C17 C16 118.24(18) . . ? C18 C17 H17 120.9 . . ? C16 C17 H17 120.9 . . ? N2 C18 C17 123.9(2) . . ? N2 C18 H18 118.0 . . ? C17 C18 H18 118.0 . . ? 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 C5 N1 C1 C2 0.1(3) . . . . ? N1 C1 C2 C3 -1.2(3) . . . . ? C1 C2 C3 C4 1.7(3) . . . . ? C2 C3 C4 C5 -1.3(3) . . . . ? C1 N1 C5 C4 0.4(3) . . . . ? C1 N1 C5 C6 177.65(16) . . . . ? C3 C4 C5 N1 0.2(3) . . . . ? C3 C4 C5 C6 -176.95(18) . . . . ? N1 C5 C6 S1 114.42(17) . . . . ? C4 C5 C6 S1 -68.3(2) . . . . ? C7 S1 C6 C5 -70.68(16) . . . . ? C6 S1 C7 C8 -12.70(18) . . . . ? C6 S1 C7 C12 168.50(13) . . . . ? C12 C7 C8 C9 -0.9(3) . . . . ? S1 C7 C8 C9 -179.67(14) . . . . ? C7 C8 C9 C10 -0.2(3) . . . . ? C8 C9 C10 C11 0.8(3) . . . . ? C9 C10 C11 C12 -0.2(3) . . . . ? C10 C11 C12 C7 -0.9(3) . . . . ? C10 C11 C12 S2 179.95(14) . . . . ? C8 C7 C12 C11 1.5(3) . . . . ? S1 C7 C12 C11 -179.67(13) . . . . ? C8 C7 C12 S2 -179.33(14) . . . . ? S1 C7 C12 S2 -0.46(19) . . . . ? C13 S2 C12 C11 -12.51(17) . . . . ? C13 S2 C12 C7 168.32(14) . . . . ? C12 S2 C13 C14 -68.39(17) . . . . ? C18 N2 C14 C15 -2.8(3) . . . . ? C18 N2 C14 C13 175.53(18) . . . . ? S2 C13 C14 N2 174.78(14) . . . . ? S2 C13 C14 C15 -6.9(3) . . . . ? N2 C14 C15 C16 3.1(3) . . . . ? C13 C14 C15 C16 -175.08(18) . . . . ? C14 C15 C16 C17 -1.4(3) . . . . ? C15 C16 C17 C18 -0.3(3) . . . . ? C14 N2 C18 C17 1.0(3) . . . . ? C16 C17 C18 N2 0.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.376 _refine_diff_density_min -0.250 _refine_diff_density_rms 0.061 #===END data_1 _database_code_depnum_ccdc_archive 'CCDC 871094' #TrackingRef 'L,com 1,com 2#,comp 3 -cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23.50 H33 Cl2 N2 Ni O2.50 S2' _chemical_formula_weight 577.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 13.449(3) _cell_length_b 22.132(9) _cell_length_c 8.0234(16) _cell_angle_alpha 90.00 _cell_angle_beta 99.12(3) _cell_angle_gamma 90.00 _cell_volume 2358.0(12) _cell_formula_units_Z 4 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 3984 _cell_measurement_theta_min 2.571 _cell_measurement_theta_max 27.892 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 1.256 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.7873 _exptl_absorpt_correction_T_max 0.8639 _exptl_absorpt_process_details crystalclear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator confocal _diffrn_measurement_device_type 'rigaku saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9981 _diffrn_reflns_av_R_equivalents 0.0251 _diffrn_reflns_av_sigmaI/netI 0.0186 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 25.02 _reflns_number_total 2082 _reflns_number_gt 1963 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'crystalclear(Rigaku/MSC Inc., 2005)' _computing_cell_refinement crystalclear _computing_data_reduction crystalclear _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^)+(0.0192P)^2^+12.6158P] 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 2082 _refine_ls_number_parameters 236 _refine_ls_number_restraints 193 _refine_ls_R_factor_all 0.0365 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0784 _refine_ls_wR_factor_gt 0.0777 _refine_ls_goodness_of_fit_ref 1.109 _refine_ls_restrained_S_all 1.127 _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 Ni1 Ni 0.5000 0.204084(15) 0.7500 0.01008(8) Uani 1 2 d S . . Cl1 Cl 0.40413(4) 0.27721(2) 0.57740(6) 0.01791(12) Uani 1 1 d . . . S1 S 0.40791(4) 0.12578(2) 0.58638(6) 0.01200(11) Uani 1 1 d . . . N1 N 0.38579(12) 0.19287(7) 0.9023(2) 0.0124(4) Uani 1 1 d . . . C1 C 0.39450(15) 0.21545(9) 1.0593(3) 0.0160(5) Uani 1 1 d U . . H1 H 0.4496 0.2398 1.0982 0.019 Uiso 1 1 calc R . . C2 C 0.32533(16) 0.20412(9) 1.1658(3) 0.0183(5) Uani 1 1 d . . . H2 H 0.3335 0.2210 1.2732 0.022 Uiso 1 1 calc R . . C3 C 0.24381(16) 0.16725(10) 1.1099(3) 0.0211(5) Uani 1 1 d . . . H3 H 0.1964 0.1586 1.1793 0.025 Uiso 1 1 calc R . . C4 C 0.23416(16) 0.14338(9) 0.9479(3) 0.0190(5) Uani 1 1 d . . . H4 H 0.1804 0.1181 0.9078 0.023 Uiso 1 1 calc R . . C5 C 0.30513(14) 0.15749(9) 0.8471(2) 0.0139(4) Uani 1 1 d . . . C6 C 0.29108(15) 0.13657(9) 0.6668(3) 0.0164(5) Uani 1 1 d . . . H6A H 0.2506 0.1661 0.5968 0.020 Uiso 1 1 calc R . . H6B H 0.2542 0.0988 0.6577 0.020 Uiso 1 1 calc R . . C7 C 0.45660(14) 0.05804(8) 0.6886(2) 0.0124(4) Uani 1 1 d . . . C8 C 0.41237(15) 0.00316(9) 0.6311(3) 0.0165(5) Uani 1 1 d . . . H8 H 0.3539 0.0029 0.5518 0.020 Uiso 1 1 calc R . . C9 C 0.45563(16) -0.05085(9) 0.6921(3) 0.0198(5) Uani 1 1 d . . . H9 H 0.4252 -0.0873 0.6556 0.024 Uiso 1 1 calc R . . C10 C 0.3295(9) 0.5183(6) 0.0685(9) 0.044(3) Uani 0.25 1 d PDU . 1 C11 C 0.3440(10) 0.5157(6) 0.2630(8) 0.049(2) Uani 0.25 1 d PDU . 1 C12 C 0.3661(10) 0.4994(6) 0.4513(8) 0.053(2) Uani 0.25 1 d PDU . 1 C13 C 0.3459(10) 0.4770(6) 0.6256(8) 0.057(3) Uani 0.25 1 d PDU . 1 C14 C 0.3781(9) 0.4970(6) 0.8111(8) 0.053(2) Uani 0.25 1 d PDU . 1 C15 C 0.3610(9) 0.4986(6) 0.9967(10) 0.046(3) Uani 0.25 1 d PDU . 1 O1 O 0.3475(7) 0.5228(4) 0.2014(8) 0.048(2) Uani 0.25 1 d PDU A 2 C16 C 0.3671(9) 0.4991(5) 0.3727(9) 0.029(2) Uani 0.25 1 d PDU A 2 O2 O 0.4964(6) 0.5981(3) 1.1384(7) 0.061(2) Uani 0.33 1 d PDU . 3 C17 C 0.4902(6) 0.5950(3) 0.9609(8) 0.0319(18) Uani 0.33 1 d PDU B 3 O2' O 0.4942(5) 0.5953(3) 1.0377(8) 0.0472(17) Uani 0.33 1 d PDU C 4 C17' C 0.4976(12) 0.5658(6) 0.8748(12) 0.097(3) Uani 0.33 1 d PDU . 4 O2A O 0.4867(6) 0.6103(3) 0.8728(10) 0.081(2) Uani 0.33 1 d PDU D 5 C17A C 0.5000 0.5626(4) 0.7500 0.105(3) Uani 0.67 2 d SPDU . 5 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 0.01188(16) 0.00820(16) 0.00969(16) 0.000 0.00031(13) 0.000 Cl1 0.0210(2) 0.0164(2) 0.0152(2) 0.00259(18) -0.00065(19) 0.00777(19) S1 0.0127(2) 0.0112(2) 0.0118(2) -0.00151(17) 0.00089(18) 0.00128(17) N1 0.0142(8) 0.0102(7) 0.0124(8) 0.0001(6) 0.0007(6) 0.0021(6) C1 0.0187(10) 0.0128(9) 0.0157(10) 0.0001(8) 0.0003(8) 0.0042(8) C2 0.0257(10) 0.0156(10) 0.0141(9) 0.0009(8) 0.0041(8) 0.0089(9) C3 0.0228(10) 0.0198(10) 0.0233(10) 0.0045(9) 0.0116(9) 0.0063(9) C4 0.0142(9) 0.0157(10) 0.0277(11) -0.0002(9) 0.0054(8) 0.0019(8) C5 0.0124(9) 0.0110(9) 0.0181(10) 0.0008(8) 0.0019(8) 0.0041(7) C6 0.0117(9) 0.0169(10) 0.0199(10) -0.0042(8) 0.0002(8) 0.0014(8) C7 0.0151(9) 0.0104(9) 0.0132(9) -0.0016(8) 0.0071(7) -0.0002(8) C8 0.0164(9) 0.0168(10) 0.0178(10) -0.0033(8) 0.0071(8) -0.0033(8) C9 0.0266(10) 0.0116(9) 0.0248(10) -0.0034(9) 0.0153(8) -0.0044(8) C10 0.043(4) 0.043(4) 0.042(4) 0.006(4) -0.003(4) -0.007(4) C11 0.043(4) 0.050(4) 0.054(4) 0.002(4) 0.006(4) -0.003(4) C12 0.046(4) 0.051(4) 0.061(4) -0.001(4) 0.004(4) -0.005(4) C13 0.050(4) 0.056(4) 0.064(4) 0.001(4) 0.005(4) -0.007(4) C14 0.047(4) 0.053(4) 0.060(4) 0.002(4) 0.008(4) -0.007(4) C15 0.033(4) 0.043(4) 0.060(5) 0.009(4) 0.004(4) -0.013(4) O1 0.044(4) 0.060(5) 0.042(4) -0.002(4) 0.015(4) 0.017(4) C16 0.040(5) 0.027(4) 0.020(4) 0.010(4) 0.005(4) 0.001(4) O2 0.067(4) 0.046(3) 0.067(4) -0.002(3) 0.000(3) -0.001(3) C17 0.036(3) 0.023(3) 0.038(3) -0.016(3) 0.011(3) 0.006(3) O2' 0.043(3) 0.041(3) 0.061(4) -0.015(3) 0.016(3) -0.001(2) C17' 0.095(4) 0.084(4) 0.109(5) 0.006(4) 0.007(4) 0.000(4) O2A 0.075(4) 0.063(4) 0.103(4) -0.021(4) 0.009(4) -0.004(3) C17A 0.100(4) 0.087(4) 0.124(5) 0.000 0.006(4) 0.000 _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 N1 2.1236(18) 2_656 ? Ni1 N1 2.1237(18) . ? Ni1 Cl1 2.3735(8) . ? Ni1 Cl1 2.3735(8) 2_656 ? Ni1 S1 2.3969(8) 2_656 ? Ni1 S1 2.3970(8) . ? S1 C7 1.783(2) . ? S1 C6 1.806(2) . ? N1 C1 1.343(3) . ? N1 C5 1.354(3) . ? C1 C2 1.382(3) . ? C1 H1 0.9300 . ? C2 C3 1.383(3) . ? C2 H2 0.9300 . ? C3 C4 1.390(3) . ? C3 H3 0.9300 . ? C4 C5 1.381(3) . ? C4 H4 0.9300 . ? C5 C6 1.503(3) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.398(3) . ? C7 C7 1.403(4) 2_656 ? C8 C9 1.384(3) . ? C8 H8 0.9300 . ? C9 C9 1.391(4) 2_656 ? C9 H9 0.9300 . ? C10 C13 0.487(11) 6_565 ? C10 C15 0.882(15) 1_554 ? C10 C12 1.194(13) 6_565 ? C10 C11 1.543(7) . ? C10 C14 1.982(10) 6_565 ? C11 C14 0.618(15) 6_565 ? C11 C13 1.118(9) 6_565 ? C11 C12 1.536(7) . ? C11 C15 1.880(11) 6_565 ? C12 C15 0.384(12) 6_565 ? C12 C14 1.164(10) 6_565 ? C12 C10 1.194(13) 6_566 ? C12 C13 1.547(8) . ? C13 C10 0.487(11) 6_566 ? C13 C11 1.118(9) 6_566 ? C13 C15 1.211(14) 6_565 ? C13 C14 1.547(8) . ? C14 C11 0.618(15) 6_566 ? C14 C12 1.164(10) 6_566 ? C14 C15 1.543(8) . ? C14 C10 1.982(10) 6_566 ? C15 C12 0.384(12) 6_566 ? C15 C10 0.882(15) 1_556 ? C15 C13 1.211(13) 6_566 ? C15 C11 1.880(11) 6_566 ? O1 C16 1.456(8) . ? O2 C17 1.415(7) . ? O2 O2 1.778(11) 2_657 ? O2' C17' 1.468(8) . ? C17' C17' 2.014(19) 2_656 ? O2A C17A 1.474(8) . ? C17A O2A 1.474(8) 2_656 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N1 166.58(9) 2_656 . ? N1 Ni1 Cl1 96.86(5) 2_656 . ? N1 Ni1 Cl1 92.29(5) . . ? N1 Ni1 Cl1 92.29(5) 2_656 2_656 ? N1 Ni1 Cl1 96.86(5) . 2_656 ? Cl1 Ni1 Cl1 94.01(4) . 2_656 ? N1 Ni1 S1 82.69(5) 2_656 2_656 ? N1 Ni1 S1 87.61(5) . 2_656 ? Cl1 Ni1 S1 176.67(2) . 2_656 ? Cl1 Ni1 S1 89.30(3) 2_656 2_656 ? N1 Ni1 S1 87.61(5) 2_656 . ? N1 Ni1 S1 82.69(5) . . ? Cl1 Ni1 S1 89.30(3) . . ? Cl1 Ni1 S1 176.67(2) 2_656 . ? S1 Ni1 S1 87.39(4) 2_656 . ? C7 S1 C6 102.94(10) . . ? C7 S1 Ni1 103.65(7) . . ? C6 S1 Ni1 96.43(7) . . ? C1 N1 C5 117.93(18) . . ? C1 N1 Ni1 122.20(13) . . ? C5 N1 Ni1 119.62(13) . . ? N1 C1 C2 123.03(19) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C1 C2 C3 118.91(19) . . ? C1 C2 H2 120.5 . . ? C3 C2 H2 120.5 . . ? C2 C3 C4 118.6(2) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 119.40(19) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? N1 C5 C4 122.09(18) . . ? N1 C5 C6 117.73(18) . . ? C4 C5 C6 120.09(18) . . ? C5 C6 S1 113.63(14) . . ? C5 C6 H6A 108.8 . . ? S1 C6 H6A 108.8 . . ? C5 C6 H6B 108.8 . . ? S1 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? C8 C7 C7 119.66(11) . 2_656 ? C8 C7 S1 118.21(15) . . ? C7 C7 S1 121.80(7) 2_656 . ? C9 C8 C7 120.02(18) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C9 120.27(12) . 2_656 ? C8 C9 H9 119.9 . . ? C9 C9 H9 119.9 2_656 . ? C13 C10 C15 122(3) 6_565 1_554 ? C13 C10 C12 129(3) 6_565 6_565 ? C15 C10 C12 12.5(11) 1_554 6_565 ? C13 C10 C11 25(2) 6_565 . ? C15 C10 C11 130.1(14) 1_554 . ? C12 C10 C11 141.4(12) 6_565 . ? C13 C10 C14 23(2) 6_565 6_565 ? C15 C10 C14 116.0(12) 1_554 6_565 ? C12 C10 C14 127.1(11) 6_565 6_565 ? C11 C10 C14 14.3(6) . 6_565 ? C14 C11 C13 123(2) 6_565 6_565 ? C14 C11 C12 43.1(12) 6_565 . ? C13 C11 C12 166.5(15) 6_565 . ? C14 C11 C10 127.7(18) 6_565 . ? C13 C11 C10 10.4(10) 6_565 . ? C12 C11 C10 167.8(12) . . ? C14 C11 C15 48.6(11) 6_565 6_565 ? C13 C11 C15 171.7(14) 6_565 6_565 ? C12 C11 C15 5.8(7) . 6_565 ? C10 C11 C15 172.4(11) . 6_565 ? C15 C12 C14 169(4) 6_565 6_565 ? C15 C12 C10 30(3) 6_565 6_566 ? C14 C12 C10 157.0(15) 6_565 6_566 ? C15 C12 C11 151(4) 6_565 . ? C14 C12 C11 21.3(8) 6_565 . ? C10 C12 C11 144.3(13) 6_566 . ? C15 C12 C13 25(3) 6_565 . ? C14 C12 C13 165.0(14) 6_565 . ? C10 C12 C13 14.2(8) 6_566 . ? C11 C12 C13 158.4(11) . . ? C10 C13 C11 145(3) 6_566 6_566 ? C10 C13 C15 38(2) 6_566 6_565 ? C11 C13 C15 144.2(16) 6_566 6_565 ? C10 C13 C12 37(2) 6_566 . ? C11 C13 C12 151.6(14) 6_566 . ? C15 C13 C12 7.8(9) 6_565 . ? C10 C13 C14 149(3) 6_566 . ? C11 C13 C14 19.5(9) 6_566 . ? C15 C13 C14 129.4(12) 6_565 . ? C12 C13 C14 135.7(10) . . ? C11 C14 C12 115.6(18) 6_566 6_566 ? C11 C14 C15 113.9(17) 6_566 . ? C12 C14 C15 2.7(10) 6_566 . ? C11 C14 C13 37.1(12) 6_566 . ? C12 C14 C13 152.7(14) 6_566 . ? C15 C14 C13 150.9(11) . . ? C11 C14 C10 38.0(12) 6_566 6_566 ? C12 C14 C10 152.4(12) 6_566 6_566 ? C15 C14 C10 151.1(10) . 6_566 ? C13 C14 C10 7.2(7) . 6_566 ? C12 C15 C10 138(4) 6_566 1_556 ? C12 C15 C13 147(4) 6_566 6_566 ? C10 C15 C13 20.0(10) 1_556 6_566 ? C12 C15 C14 8(3) 6_566 . ? C10 C15 C14 143.3(15) 1_556 . ? C13 C15 C14 154.8(14) 6_566 . ? C12 C15 C11 24(3) 6_566 6_566 ? C10 C15 C11 137.7(13) 1_556 6_566 ? C13 C15 C11 156.4(12) 6_566 6_566 ? C14 C15 C11 17.5(6) . 6_566 ? C17 O2 O2 177.2(4) . 2_657 ? O2' C17' C17' 153.6(6) . 2_656 ? O2A C17A O2A 88.5(8) 2_656 . ? 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 N1 Ni1 S1 C7 85.86(8) 2_656 . . . ? N1 Ni1 S1 C7 -84.85(8) . . . . ? Cl1 Ni1 S1 C7 -177.25(7) . . . . ? Cl1 Ni1 S1 C7 -2.5(3) 2_656 . . . ? S1 Ni1 S1 C7 3.08(7) 2_656 . . . ? N1 Ni1 S1 C6 -169.12(8) 2_656 . . . ? N1 Ni1 S1 C6 20.18(8) . . . . ? Cl1 Ni1 S1 C6 -72.22(7) . . . . ? Cl1 Ni1 S1 C6 102.5(3) 2_656 . . . ? S1 Ni1 S1 C6 108.10(7) 2_656 . . . ? N1 Ni1 N1 C1 121.13(15) 2_656 . . . ? Cl1 Ni1 N1 C1 -105.84(15) . . . . ? Cl1 Ni1 N1 C1 -11.51(15) 2_656 . . . ? S1 Ni1 N1 C1 77.49(15) 2_656 . . . ? S1 Ni1 N1 C1 165.17(15) . . . . ? N1 Ni1 N1 C5 -52.93(13) 2_656 . . . ? Cl1 Ni1 N1 C5 80.11(14) . . . . ? Cl1 Ni1 N1 C5 174.43(13) 2_656 . . . ? S1 Ni1 N1 C5 -96.56(14) 2_656 . . . ? S1 Ni1 N1 C5 -8.89(13) . . . . ? C5 N1 C1 C2 0.1(3) . . . . ? Ni1 N1 C1 C2 -174.07(15) . . . . ? N1 C1 C2 C3 0.9(3) . . . . ? C1 C2 C3 C4 -0.5(3) . . . . ? C2 C3 C4 C5 -0.6(3) . . . . ? C1 N1 C5 C4 -1.3(3) . . . . ? Ni1 N1 C5 C4 172.96(15) . . . . ? C1 N1 C5 C6 175.02(17) . . . . ? Ni1 N1 C5 C6 -10.7(2) . . . . ? C3 C4 C5 N1 1.6(3) . . . . ? C3 C4 C5 C6 -174.64(18) . . . . ? N1 C5 C6 S1 31.7(2) . . . . ? C4 C5 C6 S1 -151.89(16) . . . . ? C7 S1 C6 C5 73.43(16) . . . . ? Ni1 S1 C6 C5 -32.20(15) . . . . ? C6 S1 C7 C8 75.03(18) . . . . ? Ni1 S1 C7 C8 175.05(15) . . . . ? C6 S1 C7 C7 -111.6(2) . . . 2_656 ? Ni1 S1 C7 C7 -11.6(2) . . . 2_656 ? C7 C7 C8 C9 -1.6(4) 2_656 . . . ? S1 C7 C8 C9 171.86(16) . . . . ? C7 C8 C9 C9 -1.5(4) . . . 2_656 ? C13 C10 C11 C14 -69(6) 6_565 . . 6_565 ? C15 C10 C11 C14 10(4) 1_554 . . 6_565 ? C12 C10 C11 C14 2(4) 6_565 . . 6_565 ? C15 C10 C11 C13 79(5) 1_554 . . 6_565 ? C12 C10 C11 C13 71(5) 6_565 . . 6_565 ? C14 C10 C11 C13 69(6) 6_565 . . 6_565 ? C13 C10 C11 C12 -107(8) 6_565 . . . ? C15 C10 C11 C12 -28(7) 1_554 . . . ? C12 C10 C11 C12 -35(7) 6_565 . . . ? C14 C10 C11 C12 -37(5) 6_565 . . . ? C13 C10 C11 C15 -128(9) 6_565 . . 6_565 ? C15 C10 C11 C15 -49(9) 1_554 . . 6_565 ? C12 C10 C11 C15 -56(9) 6_565 . . 6_565 ? C14 C10 C11 C15 -58(8) 6_565 . . 6_565 ? C14 C11 C12 C15 163(8) 6_565 . . 6_565 ? C13 C11 C12 C15 160(8) 6_565 . . 6_565 ? C10 C11 C12 C15 -152(8) . . . 6_565 ? C13 C11 C12 C14 -3(6) 6_565 . . 6_565 ? C10 C11 C12 C14 45(5) . . . 6_565 ? C15 C11 C12 C14 -163(8) 6_565 . . 6_565 ? C14 C11 C12 C10 -141(3) 6_565 . . 6_566 ? C13 C11 C12 C10 -144(6) 6_565 . . 6_566 ? C10 C11 C12 C10 -96(6) . . . 6_566 ? C15 C11 C12 C10 56(7) 6_565 . . 6_566 ? C14 C11 C12 C13 -138(4) 6_565 . . . ? C13 C11 C12 C13 -142(5) 6_565 . . . ? C10 C11 C12 C13 -94(7) . . . . ? C15 C11 C12 C13 58(7) 6_565 . . . ? C15 C12 C13 C10 95(7) 6_565 . . 6_566 ? C14 C12 C13 C10 -75(6) 6_565 . . 6_566 ? C11 C12 C13 C10 -6(5) . . . 6_566 ? C15 C12 C13 C11 -19(7) 6_565 . . 6_566 ? C14 C12 C13 C11 171(4) 6_565 . . 6_566 ? C10 C12 C13 C11 -114(5) 6_566 . . 6_566 ? C11 C12 C13 C11 -120(4) . . . 6_566 ? C14 C12 C13 C15 -170(10) 6_565 . . 6_565 ? C10 C12 C13 C15 -95(7) 6_566 . . 6_565 ? C11 C12 C13 C15 -101(8) . . . 6_565 ? C15 C12 C13 C14 -38(7) 6_565 . . . ? C14 C12 C13 C14 151(5) 6_565 . . . ? C10 C12 C13 C14 -133(4) 6_566 . . . ? C11 C12 C13 C14 -139(3) . . . . ? C10 C13 C14 C11 93(6) 6_566 . . 6_566 ? C15 C13 C14 C11 145(3) 6_565 . . 6_566 ? C12 C13 C14 C11 152(3) . . . 6_566 ? C10 C13 C14 C12 94(6) 6_566 . . 6_566 ? C11 C13 C14 C12 2(3) 6_566 . . 6_566 ? C15 C13 C14 C12 147(3) 6_565 . . 6_566 ? C12 C13 C14 C12 153(3) . . . 6_566 ? C10 C13 C14 C15 99(6) 6_566 . . . ? C11 C13 C14 C15 6(3) 6_566 . . . ? C15 C13 C14 C15 151(2) 6_565 . . . ? C12 C13 C14 C15 158(2) . . . . ? C11 C13 C14 C10 -93(6) 6_566 . . 6_566 ? C15 C13 C14 C10 53(5) 6_565 . . 6_566 ? C12 C13 C14 C10 59(5) . . . 6_566 ? C11 C14 C15 C12 -132(20) 6_566 . . 6_566 ? C13 C14 C15 C12 -136(19) . . . 6_566 ? C10 C14 C15 C12 -121(19) 6_566 . . 6_566 ? C11 C14 C15 C10 -82(4) 6_566 . . 1_556 ? C12 C14 C15 C10 50(19) 6_566 . . 1_556 ? C13 C14 C15 C10 -86(4) . . . 1_556 ? C10 C14 C15 C10 -71(4) 6_566 . . 1_556 ? C11 C14 C15 C13 -115(4) 6_566 . . 6_566 ? C12 C14 C15 C13 17(18) 6_566 . . 6_566 ? C13 C14 C15 C13 -119(4) . . . 6_566 ? C10 C14 C15 C13 -104(3) 6_566 . . 6_566 ? C12 C14 C15 C11 132(20) 6_566 . . 6_566 ? C13 C14 C15 C11 -3.9(19) . . . 6_566 ? C10 C14 C15 C11 11.0(17) 6_566 . . 6_566 ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.382 _refine_diff_density_min -0.621 _refine_diff_density_rms 0.071 #===END data_2' _database_code_depnum_ccdc_archive 'CCDC 871095' #TrackingRef 'L,com 1,com 2#,comp 3 -cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H26.50 Br2 N2 Ni O2 S3' _chemical_formula_weight 701.69 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' Br Br -0.2901 2.4595 '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 8.950(4) _cell_length_b 9.773(4) _cell_length_c 16.464(7) _cell_angle_alpha 104.53(2) _cell_angle_beta 97.18(4) _cell_angle_gamma 100.87(3) _cell_volume 1346.4(9) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 5406 _cell_measurement_theta_min 2.2 _cell_measurement_theta_max 27.9 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 705 _exptl_absorpt_coefficient_mu 3.947 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.5057 _exptl_absorpt_correction_T_max 0.6936 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 9866 _diffrn_reflns_av_R_equivalents 0.0315 _diffrn_reflns_av_sigmaI/netI 0.0567 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 25.02 _reflns_number_total 4643 _reflns_number_gt 3479 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0770P)^2^+6.0836P] 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 4643 _refine_ls_number_parameters 343 _refine_ls_number_restraints 57 _refine_ls_R_factor_all 0.0654 _refine_ls_R_factor_gt 0.0532 _refine_ls_wR_factor_ref 0.1597 _refine_ls_wR_factor_gt 0.1513 _refine_ls_goodness_of_fit_ref 1.131 _refine_ls_restrained_S_all 1.137 _refine_ls_shift/su_max 0.019 _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 Ni1 Ni 0.83256(9) 0.66791(8) 0.21510(5) 0.0123(2) Uani 1 1 d . . . Br1 Br 0.64830(7) 0.71370(7) 0.10199(4) 0.0162(2) Uani 1 1 d . . . Br2 Br 0.84479(19) 0.65385(15) 0.52815(6) 0.0879(6) Uani 1 1 d . . . S1 S 0.94466(18) 0.92248(17) 0.26727(11) 0.0150(4) Uani 1 1 d . . . S2 S 1.04488(17) 0.67131(17) 0.13220(10) 0.0136(3) Uani 1 1 d . . . S3 S 1.02179(18) 0.59786(17) 0.31020(10) 0.0144(3) Uani 1 1 d . . . N1 N 0.7065(6) 0.7215(6) 0.3122(3) 0.0148(12) Uani 1 1 d . . . N2 N 0.7444(6) 0.4422(5) 0.1773(3) 0.0133(11) Uani 1 1 d . . . C1 C 0.5646(7) 0.6432(7) 0.3116(4) 0.0169(14) Uani 1 1 d . . . H1 H 0.5228 0.5552 0.2676 0.020 Uiso 1 1 calc R . . C2 C 0.4787(7) 0.6874(8) 0.3732(5) 0.0206(15) Uani 1 1 d . . . H2 H 0.3805 0.6287 0.3720 0.025 Uiso 1 1 calc R . . C3 C 0.5348(7) 0.8159(7) 0.4361(4) 0.0194(15) Uani 1 1 d . . . H3 H 0.4761 0.8476 0.4785 0.023 Uiso 1 1 calc R . . C4 C 0.6783(8) 0.8981(8) 0.4364(4) 0.0201(15) Uani 1 1 d . . . H4 H 0.7186 0.9889 0.4782 0.024 Uiso 1 1 calc R . . C5 C 0.7631(7) 0.8473(7) 0.3752(4) 0.0149(13) Uani 1 1 d . . . C6 C 0.9263(7) 0.9286(7) 0.3773(4) 0.0170(14) Uani 1 1 d . . . H6A H 1.0028 0.8821 0.4019 0.020 Uiso 1 1 calc R . . H6B H 0.9447 1.0304 0.4126 0.020 Uiso 1 1 calc R . . C7 C 1.1434(7) 0.9292(7) 0.2655(4) 0.0157(14) Uani 1 1 d . . . C8 C 1.2586(8) 1.0444(7) 0.3203(4) 0.0186(14) Uani 1 1 d . . . H8 H 1.2308 1.1174 0.3618 0.022 Uiso 1 1 calc R . . C9 C 1.4124(8) 1.0523(8) 0.3143(5) 0.0227(16) Uani 1 1 d . . . H9 H 1.4905 1.1292 0.3525 0.027 Uiso 1 1 calc R . . C10 C 1.4523(7) 0.9477(7) 0.2524(4) 0.0175(14) Uani 1 1 d . . . H10 H 1.5580 0.9540 0.2480 0.021 Uiso 1 1 calc R . . C11 C 1.3407(7) 0.8343(7) 0.1971(5) 0.0189(15) Uani 1 1 d . . . H11 H 1.3693 0.7635 0.1546 0.023 Uiso 1 1 calc R . . C12 C 1.1863(7) 0.8244(7) 0.2041(4) 0.0139(13) Uani 1 1 d . . . C13 C 1.1250(7) 0.5300(7) 0.1563(4) 0.0137(13) Uani 1 1 d . . . C14 C 1.1982(8) 0.4506(7) 0.0969(4) 0.0190(14) Uani 1 1 d . . . H14 H 1.2051 0.4724 0.0442 0.023 Uiso 1 1 calc R . . C15 C 1.2600(8) 0.3408(7) 0.1153(5) 0.0219(15) Uani 1 1 d . . . H15 H 1.3100 0.2869 0.0751 0.026 Uiso 1 1 calc R . . C16 C 1.2499(8) 0.3084(7) 0.1923(5) 0.0207(15) Uani 1 1 d . . . H16 H 1.2930 0.2323 0.2041 0.025 Uiso 1 1 calc R . . C17 C 1.1777(7) 0.3856(7) 0.2519(4) 0.0185(14) Uani 1 1 d . . . H17 H 1.1714 0.3630 0.3044 0.022 Uiso 1 1 calc R . . C18 C 1.1143(7) 0.4969(7) 0.2337(4) 0.0151(13) Uani 1 1 d . . . C19 C 0.8746(8) 0.4503(7) 0.3189(4) 0.0173(14) Uani 1 1 d . . . H19A H 0.9238 0.3855 0.3454 0.021 Uiso 1 1 calc R . . H19B H 0.8045 0.4896 0.3559 0.021 Uiso 1 1 calc R . . C20 C 0.7829(7) 0.3650(7) 0.2316(4) 0.0151(14) Uani 1 1 d . . . C21 C 0.7450(8) 0.2164(8) 0.2081(5) 0.0237(16) Uani 1 1 d . . . H21 H 0.7720 0.1655 0.2478 0.028 Uiso 1 1 calc R . . C22 C 0.6667(8) 0.1399(8) 0.1257(5) 0.0279(17) Uani 1 1 d . . . H22 H 0.6418 0.0367 0.1080 0.033 Uiso 1 1 calc R . . C23 C 0.6265(8) 0.2182(8) 0.0707(5) 0.0265(17) Uani 1 1 d . . . H23 H 0.5727 0.1695 0.0142 0.032 Uiso 1 1 calc R . . C24 C 0.6653(7) 0.3687(7) 0.0986(4) 0.0170(14) Uani 1 1 d . . . H24 H 0.6351 0.4217 0.0607 0.020 Uiso 1 1 calc R . . O1 O 0.2210(10) 0.7516(8) 0.5428(5) 0.081(3) Uani 1 1 d U . . H1A H 0.2389 0.7029 0.4960 0.097 Uiso 1 1 d R . . H1B H 0.2787 0.7352 0.5827 0.097 Uiso 1 1 d R . . O2 O 0.5696(14) 0.4009(13) 0.4408(8) 0.044(3) Uani 0.50 1 d PU . . O3 O -0.0326(11) 0.9426(11) 0.0894(7) 0.025(2) Uani 0.50 1 d PDU . 1 C25 C 0.055(4) 0.963(5) 0.027(2) 0.052(5) Uani 0.50 1 d PDU . 1 C26 C -0.024(3) 1.039(4) -0.031(2) 0.034(4) Uani 0.50 1 d PDU . 1 O3' O -0.034(4) 0.121(2) 0.003(2) 0.079(7) Uani 0.25 1 d PDU A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0152(4) 0.0132(4) 0.0099(5) 0.0032(3) 0.0036(3) 0.0057(3) Br1 0.0179(3) 0.0204(4) 0.0130(4) 0.0058(3) 0.0031(3) 0.0090(3) Br2 0.1814(14) 0.1051(10) 0.0140(5) 0.0145(5) 0.0187(6) 0.1240(11) S1 0.0167(8) 0.0149(8) 0.0147(9) 0.0039(7) 0.0047(7) 0.0055(6) S2 0.0153(8) 0.0146(8) 0.0110(8) 0.0029(6) 0.0026(6) 0.0048(6) S3 0.0164(8) 0.0167(8) 0.0101(8) 0.0024(7) 0.0026(6) 0.0058(6) N1 0.017(3) 0.020(3) 0.011(3) 0.006(2) 0.004(2) 0.010(2) N2 0.013(3) 0.012(3) 0.015(3) 0.004(2) 0.004(2) 0.003(2) C1 0.017(3) 0.018(3) 0.015(4) 0.005(3) 0.001(3) 0.004(3) C2 0.015(3) 0.030(4) 0.023(4) 0.014(3) 0.007(3) 0.008(3) C3 0.020(3) 0.026(4) 0.017(4) 0.007(3) 0.010(3) 0.011(3) C4 0.024(4) 0.027(4) 0.011(4) 0.004(3) 0.003(3) 0.013(3) C5 0.021(3) 0.016(3) 0.009(3) 0.002(3) 0.003(3) 0.008(3) C6 0.022(3) 0.015(3) 0.012(4) -0.001(3) 0.005(3) 0.003(3) C7 0.021(3) 0.016(3) 0.015(4) 0.009(3) 0.006(3) 0.006(3) C8 0.025(4) 0.016(3) 0.015(4) 0.005(3) 0.006(3) 0.003(3) C9 0.020(3) 0.023(4) 0.022(4) 0.010(3) -0.002(3) 0.000(3) C10 0.011(3) 0.019(3) 0.025(4) 0.012(3) 0.004(3) 0.001(3) C11 0.021(3) 0.021(4) 0.023(4) 0.014(3) 0.013(3) 0.009(3) C12 0.017(3) 0.013(3) 0.012(4) 0.005(3) 0.001(3) 0.002(2) C13 0.010(3) 0.016(3) 0.013(4) 0.001(3) 0.003(3) 0.002(2) C14 0.025(4) 0.020(3) 0.012(4) 0.002(3) 0.005(3) 0.009(3) C15 0.024(4) 0.022(4) 0.018(4) -0.002(3) 0.005(3) 0.011(3) C16 0.023(3) 0.015(3) 0.025(4) 0.005(3) 0.004(3) 0.010(3) C17 0.021(3) 0.019(3) 0.014(4) 0.004(3) 0.000(3) 0.004(3) C18 0.016(3) 0.019(3) 0.011(4) 0.003(3) 0.001(3) 0.006(3) C19 0.024(3) 0.017(3) 0.013(4) 0.007(3) 0.006(3) 0.006(3) C20 0.016(3) 0.016(3) 0.017(4) 0.009(3) 0.006(3) 0.004(3) C21 0.023(4) 0.024(4) 0.029(4) 0.014(3) 0.004(3) 0.007(3) C22 0.027(4) 0.015(4) 0.039(5) 0.006(3) 0.003(3) 0.001(3) C23 0.028(4) 0.027(4) 0.020(4) -0.002(3) -0.003(3) 0.010(3) C24 0.018(3) 0.017(3) 0.016(4) 0.003(3) 0.005(3) 0.007(3) O1 0.129(6) 0.055(4) 0.040(4) 0.016(4) 0.014(4) -0.028(4) O2 0.052(6) 0.039(6) 0.048(7) 0.017(5) 0.020(5) 0.015(5) O3 0.026(2) 0.025(2) 0.025(2) 0.0076(12) 0.0050(11) 0.0054(11) C25 0.057(8) 0.043(7) 0.058(7) 0.020(6) 0.010(6) 0.009(7) C26 0.038(8) 0.022(6) 0.046(7) 0.024(5) 0.003(6) -0.003(6) O3' 0.076(9) 0.077(9) 0.078(9) 0.020(7) 0.009(7) 0.009(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 N1 2.088(5) . ? Ni1 N2 2.100(5) . ? Ni1 S1 2.389(2) . ? Ni1 S3 2.470(2) . ? Ni1 S2 2.474(2) . ? Ni1 Br1 2.5132(14) . ? S1 C7 1.772(6) . ? S1 C6 1.826(7) . ? S2 C13 1.777(6) . ? S2 C12 1.807(6) . ? S3 C18 1.786(7) . ? S3 C19 1.809(6) . ? N1 C1 1.351(8) . ? N1 C5 1.356(8) . ? N2 C24 1.346(9) . ? N2 C20 1.358(8) . ? C1 C2 1.381(9) . ? C1 H1 0.9500 . ? C2 C3 1.371(10) . ? C2 H2 0.9500 . ? C3 C4 1.379(10) . ? C3 H3 0.9500 . ? C4 C5 1.385(9) . ? C4 H4 0.9500 . ? C5 C6 1.517(9) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 C12 1.394(9) . ? C7 C8 1.402(9) . ? C8 C9 1.381(9) . ? C8 H8 0.9500 . ? C9 C10 1.385(10) . ? C9 H9 0.9500 . ? C10 C11 1.380(10) . ? C10 H10 0.9500 . ? C11 C12 1.388(9) . ? C11 H11 0.9500 . ? C13 C14 1.399(9) . ? C13 C18 1.402(9) . ? C14 C15 1.376(9) . ? C14 H14 0.9500 . ? C15 C16 1.391(10) . ? C15 H15 0.9500 . ? C16 C17 1.386(9) . ? C16 H16 0.9500 . ? C17 C18 1.396(9) . ? C17 H17 0.9500 . ? C19 C20 1.511(9) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.369(9) . ? C21 C22 1.395(11) . ? C21 H21 0.9500 . ? C22 C23 1.382(11) . ? C22 H22 0.9500 . ? C23 C24 1.386(10) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? O1 H1A 0.8500 . ? O1 H1B 0.8500 . ? O3 C26 1.18(3) 2_575 ? O3 C25 1.396(10) . ? C25 C26 0.28(5) 2_575 ? C25 C26 1.533(10) . ? C25 C25 1.63(8) 2_575 ? C26 C25 0.28(5) 2_575 ? C26 O3 1.18(3) 2_575 ? C26 C26 1.49(6) 2_575 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N2 98.0(2) . . ? N1 Ni1 S1 80.95(16) . . ? N2 Ni1 S1 175.64(16) . . ? N1 Ni1 S3 91.41(15) . . ? N2 Ni1 S3 80.59(15) . . ? S1 Ni1 S3 95.17(7) . . ? N1 Ni1 S2 161.41(16) . . ? N2 Ni1 S2 97.37(15) . . ? S1 Ni1 S2 82.90(6) . . ? S3 Ni1 S2 80.93(6) . . ? N1 Ni1 Br1 95.39(15) . . ? N2 Ni1 Br1 94.56(15) . . ? S1 Ni1 Br1 89.77(6) . . ? S3 Ni1 Br1 172.15(5) . . ? S2 Ni1 Br1 93.67(6) . . ? C7 S1 C6 104.2(3) . . ? C7 S1 Ni1 102.2(2) . . ? C6 S1 Ni1 93.3(2) . . ? C13 S2 C12 98.4(3) . . ? C13 S2 Ni1 100.7(2) . . ? C12 S2 Ni1 99.4(2) . . ? C18 S3 C19 99.1(3) . . ? C18 S3 Ni1 100.5(2) . . ? C19 S3 Ni1 91.2(2) . . ? C1 N1 C5 118.0(6) . . ? C1 N1 Ni1 123.1(5) . . ? C5 N1 Ni1 118.7(4) . . ? C24 N2 C20 118.2(5) . . ? C24 N2 Ni1 122.9(4) . . ? C20 N2 Ni1 118.5(4) . . ? N1 C1 C2 121.8(6) . . ? N1 C1 H1 119.1 . . ? C2 C1 H1 119.1 . . ? C3 C2 C1 120.2(6) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 118.5(6) . . ? C2 C3 H3 120.8 . . ? C4 C3 H3 120.8 . . ? C3 C4 C5 119.5(7) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? N1 C5 C4 121.9(6) . . ? N1 C5 C6 116.8(5) . . ? C4 C5 C6 121.2(6) . . ? C5 C6 S1 107.1(4) . . ? C5 C6 H6A 110.3 . . ? S1 C6 H6A 110.3 . . ? C5 C6 H6B 110.3 . . ? S1 C6 H6B 110.3 . . ? H6A C6 H6B 108.5 . . ? C12 C7 C8 119.0(6) . . ? C12 C7 S1 119.6(5) . . ? C8 C7 S1 121.3(5) . . ? C9 C8 C7 120.4(7) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 119.7(6) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 121.0(6) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 119.5(6) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C11 C12 C7 120.5(6) . . ? C11 C12 S2 117.9(5) . . ? C7 C12 S2 121.6(5) . . ? C14 C13 C18 120.0(6) . . ? C14 C13 S2 119.4(5) . . ? C18 C13 S2 120.6(5) . . ? C15 C14 C13 119.6(6) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C16 120.4(6) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C17 C16 C15 120.9(6) . . ? C17 C16 H16 119.6 . . ? C15 C16 H16 119.6 . . ? C16 C17 C18 119.1(6) . . ? C16 C17 H17 120.4 . . ? C18 C17 H17 120.4 . . ? C17 C18 C13 120.0(6) . . ? C17 C18 S3 119.6(5) . . ? C13 C18 S3 120.4(5) . . ? C20 C19 S3 110.0(4) . . ? C20 C19 H19A 109.7 . . ? S3 C19 H19A 109.7 . . ? C20 C19 H19B 109.7 . . ? S3 C19 H19B 109.7 . . ? H19A C19 H19B 108.2 . . ? N2 C20 C21 122.0(6) . . ? N2 C20 C19 117.0(5) . . ? C21 C20 C19 120.9(6) . . ? C20 C21 C22 119.9(7) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C23 C22 C21 118.1(7) . . ? C23 C22 H22 120.9 . . ? C21 C22 H22 120.9 . . ? C22 C23 C24 119.4(7) . . ? C22 C23 H23 120.3 . . ? C24 C23 H23 120.3 . . ? N2 C24 C23 122.3(6) . . ? N2 C24 H24 118.8 . . ? C23 C24 H24 118.8 . . ? H1A O1 H1B 107.1 . . ? C26 O3 C25 8(3) 2_575 . ? C26 C25 O3 37(10) 2_575 . ? C26 C25 C26 75(10) 2_575 . ? O3 C25 C26 110.0(19) . . ? C26 C25 C25 65(10) 2_575 2_575 ? O3 C25 C25 101(2) . 2_575 ? C26 C25 C25 9.7(12) . 2_575 ? C25 C26 O3 134(10) 2_575 2_575 ? C25 C26 C26 94(10) 2_575 2_575 ? O3 C26 C26 128(4) 2_575 2_575 ? C25 C26 C25 105(10) 2_575 . ? O3 C26 C25 118(2) 2_575 . ? C26 C26 C25 10.6(17) 2_575 . ? 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 N1 Ni1 S1 C7 138.8(3) . . . . ? N2 Ni1 S1 C7 62(2) . . . . ? S3 Ni1 S1 C7 48.2(2) . . . . ? S2 Ni1 S1 C7 -32.0(2) . . . . ? Br1 Ni1 S1 C7 -125.7(2) . . . . ? N1 Ni1 S1 C6 33.5(3) . . . . ? N2 Ni1 S1 C6 -43(2) . . . . ? S3 Ni1 S1 C6 -57.1(2) . . . . ? S2 Ni1 S1 C6 -137.3(2) . . . . ? Br1 Ni1 S1 C6 129.0(2) . . . . ? N1 Ni1 S2 C13 99.6(5) . . . . ? N2 Ni1 S2 C13 -46.2(3) . . . . ? S1 Ni1 S2 C13 129.4(2) . . . . ? S3 Ni1 S2 C13 32.9(2) . . . . ? Br1 Ni1 S2 C13 -141.3(2) . . . . ? N1 Ni1 S2 C12 -0.9(5) . . . . ? N2 Ni1 S2 C12 -146.7(2) . . . . ? S1 Ni1 S2 C12 28.9(2) . . . . ? S3 Ni1 S2 C12 -67.5(2) . . . . ? Br1 Ni1 S2 C12 118.2(2) . . . . ? N1 Ni1 S3 C18 163.9(3) . . . . ? N2 Ni1 S3 C18 66.0(3) . . . . ? S1 Ni1 S3 C18 -115.1(2) . . . . ? S2 Ni1 S3 C18 -33.1(2) . . . . ? Br1 Ni1 S3 C18 13.8(5) . . . . ? N1 Ni1 S3 C19 64.4(3) . . . . ? N2 Ni1 S3 C19 -33.5(3) . . . . ? S1 Ni1 S3 C19 145.5(2) . . . . ? S2 Ni1 S3 C19 -132.6(2) . . . . ? Br1 Ni1 S3 C19 -85.7(4) . . . . ? N2 Ni1 N1 C1 -29.5(5) . . . . ? S1 Ni1 N1 C1 154.8(5) . . . . ? S3 Ni1 N1 C1 -110.2(5) . . . . ? S2 Ni1 N1 C1 -175.3(4) . . . . ? Br1 Ni1 N1 C1 65.9(5) . . . . ? N2 Ni1 N1 C5 156.3(5) . . . . ? S1 Ni1 N1 C5 -19.4(4) . . . . ? S3 Ni1 N1 C5 75.6(4) . . . . ? S2 Ni1 N1 C5 10.5(8) . . . . ? Br1 Ni1 N1 C5 -108.3(4) . . . . ? N1 Ni1 N2 C24 118.3(5) . . . . ? S1 Ni1 N2 C24 -165.4(17) . . . . ? S3 Ni1 N2 C24 -151.6(5) . . . . ? S2 Ni1 N2 C24 -72.2(5) . . . . ? Br1 Ni1 N2 C24 22.1(5) . . . . ? N1 Ni1 N2 C20 -69.1(5) . . . . ? S1 Ni1 N2 C20 7(2) . . . . ? S3 Ni1 N2 C20 21.0(4) . . . . ? S2 Ni1 N2 C20 100.5(4) . . . . ? Br1 Ni1 N2 C20 -165.2(4) . . . . ? C5 N1 C1 C2 -0.6(9) . . . . ? Ni1 N1 C1 C2 -174.8(5) . . . . ? N1 C1 C2 C3 1.7(10) . . . . ? C1 C2 C3 C4 -0.5(10) . . . . ? C2 C3 C4 C5 -1.8(10) . . . . ? C1 N1 C5 C4 -1.8(9) . . . . ? Ni1 N1 C5 C4 172.6(5) . . . . ? C1 N1 C5 C6 176.6(5) . . . . ? Ni1 N1 C5 C6 -9.0(7) . . . . ? C3 C4 C5 N1 3.1(10) . . . . ? C3 C4 C5 C6 -175.3(6) . . . . ? N1 C5 C6 S1 42.3(7) . . . . ? C4 C5 C6 S1 -139.3(5) . . . . ? C7 S1 C6 C5 -150.8(4) . . . . ? Ni1 S1 C6 C5 -47.3(4) . . . . ? C6 S1 C7 C12 127.6(5) . . . . ? Ni1 S1 C7 C12 31.0(5) . . . . ? C6 S1 C7 C8 -57.5(6) . . . . ? Ni1 S1 C7 C8 -154.1(5) . . . . ? C12 C7 C8 C9 -1.0(10) . . . . ? S1 C7 C8 C9 -176.0(5) . . . . ? C7 C8 C9 C10 1.6(10) . . . . ? C8 C9 C10 C11 -0.8(10) . . . . ? C9 C10 C11 C12 -0.5(10) . . . . ? C10 C11 C12 C7 1.1(9) . . . . ? C10 C11 C12 S2 -178.3(5) . . . . ? C8 C7 C12 C11 -0.3(9) . . . . ? S1 C7 C12 C11 174.7(5) . . . . ? C8 C7 C12 S2 179.1(5) . . . . ? S1 C7 C12 S2 -5.9(7) . . . . ? C13 S2 C12 C11 55.6(5) . . . . ? Ni1 S2 C12 C11 158.0(5) . . . . ? C13 S2 C12 C7 -123.8(5) . . . . ? Ni1 S2 C12 C7 -21.4(5) . . . . ? C12 S2 C13 C14 -107.5(5) . . . . ? Ni1 S2 C13 C14 151.2(5) . . . . ? C12 S2 C13 C18 73.1(5) . . . . ? Ni1 S2 C13 C18 -28.2(5) . . . . ? C18 C13 C14 C15 -0.4(10) . . . . ? S2 C13 C14 C15 -179.8(5) . . . . ? C13 C14 C15 C16 0.2(10) . . . . ? C14 C15 C16 C17 0.0(10) . . . . ? C15 C16 C17 C18 0.2(10) . . . . ? C16 C17 C18 C13 -0.4(9) . . . . ? C16 C17 C18 S3 -179.7(5) . . . . ? C14 C13 C18 C17 0.5(9) . . . . ? S2 C13 C18 C17 179.9(5) . . . . ? C14 C13 C18 S3 179.8(5) . . . . ? S2 C13 C18 S3 -0.8(7) . . . . ? C19 S3 C18 C17 -58.5(6) . . . . ? Ni1 S3 C18 C17 -151.4(5) . . . . ? C19 S3 C18 C13 122.2(5) . . . . ? Ni1 S3 C18 C13 29.3(5) . . . . ? C18 S3 C19 C20 -53.9(5) . . . . ? Ni1 S3 C19 C20 47.0(4) . . . . ? C24 N2 C20 C21 0.6(9) . . . . ? Ni1 N2 C20 C21 -172.4(5) . . . . ? C24 N2 C20 C19 178.7(5) . . . . ? Ni1 N2 C20 C19 5.7(7) . . . . ? S3 C19 C20 N2 -41.4(7) . . . . ? S3 C19 C20 C21 136.7(6) . . . . ? N2 C20 C21 C22 1.1(10) . . . . ? C19 C20 C21 C22 -176.9(6) . . . . ? C20 C21 C22 C23 -1.5(11) . . . . ? C21 C22 C23 C24 0.3(11) . . . . ? C20 N2 C24 C23 -1.9(9) . . . . ? Ni1 N2 C24 C23 170.8(5) . . . . ? C22 C23 C24 N2 1.5(11) . . . . ? C26 O3 C25 C26 23(25) 2_575 . . . ? C26 O3 C25 C25 20(23) 2_575 . . 2_575 ? C26 C25 C26 C25 0.000(16) 2_575 . . 2_575 ? O3 C25 C26 C25 -14(15) . . . 2_575 ? C26 C25 C26 O3 -162(19) 2_575 . . 2_575 ? O3 C25 C26 O3 -176(4) . . . 2_575 ? C25 C25 C26 O3 -162(19) 2_575 . . 2_575 ? O3 C25 C26 C26 -14(15) . . . 2_575 ? C25 C25 C26 C26 0.00(2) 2_575 . . 2_575 ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 3.267 _refine_diff_density_min -4.654 _refine_diff_density_rms 0.164 #===END data_3 _database_code_depnum_ccdc_archive 'CCDC 871096' #TrackingRef 'L,com 1,com 2#,comp 3 -cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H16 I2 N2 Ni S2' _chemical_formula_sum 'C18 H16 I2 N2 Ni S2' _chemical_formula_weight 636.96 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 'C 1 2/c 1' 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 17.910(2) _cell_length_b 19.919(2) _cell_length_c 14.2714(14) _cell_angle_alpha 90.00 _cell_angle_beta 128.341(4) _cell_angle_gamma 90.00 _cell_volume 3993.3(7) _cell_formula_units_Z 8 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 7594 _cell_measurement_theta_min 1.8 _cell_measurement_theta_max 27.9 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.119 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2432 _exptl_absorpt_coefficient_mu 4.277 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4026 _exptl_absorpt_correction_T_max 0.4530 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18921 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.77 _diffrn_reflns_theta_max 27.89 _reflns_number_total 4740 _reflns_number_gt 4582 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0426P)^2^+8.5885P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00289(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4740 _refine_ls_number_parameters 227 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0328 _refine_ls_wR_factor_ref 0.0823 _refine_ls_wR_factor_gt 0.0799 _refine_ls_goodness_of_fit_ref 1.210 _refine_ls_restrained_S_all 1.210 _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 I1 I 0.276918(16) 0.539406(11) 0.353180(19) 0.01791(9) Uani 1 1 d . . . I2 I 0.172234(16) 0.368206(11) 0.40089(2) 0.02104(9) Uani 1 1 d . . . Ni1 Ni 0.26529(3) 0.40268(2) 0.31118(4) 0.01369(11) Uani 1 1 d . . . S1 S 0.35187(5) 0.42498(4) 0.23884(7) 0.01394(16) Uani 1 1 d . . . S2 S 0.25649(6) 0.28864(4) 0.25506(7) 0.01801(17) Uani 1 1 d . . . N1 N 0.14562(19) 0.42102(13) 0.1318(2) 0.0144(5) Uani 1 1 d . . . N2 N 0.3934(2) 0.37081(14) 0.4743(3) 0.0182(6) Uani 1 1 d . . . C1 C 0.3536(2) 0.34569(17) 0.1808(3) 0.0162(6) Uani 1 1 d . . . C2 C 0.3222(2) 0.28721(17) 0.1989(3) 0.0170(6) Uani 1 1 d . . . C3 C 0.3346(2) 0.22558(18) 0.1633(3) 0.0219(7) Uani 1 1 d . . . H3 H 0.3144 0.1853 0.1769 0.026 Uiso 1 1 calc R . . C4 C 0.3765(3) 0.2233(2) 0.1082(3) 0.0274(8) Uani 1 1 d . . . H4 H 0.3857 0.1813 0.0852 0.033 Uiso 1 1 calc R . . C5 C 0.4050(3) 0.2819(2) 0.0865(3) 0.0249(8) Uani 1 1 d . . . H5 H 0.4316 0.2800 0.0460 0.030 Uiso 1 1 calc R . . C6 C 0.3949(2) 0.34365(18) 0.1236(3) 0.0178(6) Uani 1 1 d . . . H6 H 0.4158 0.3838 0.1103 0.021 Uiso 1 1 calc R . . C7 C 0.2573(2) 0.46951(17) 0.1052(3) 0.0170(6) Uani 1 1 d . . . H7A H 0.2633 0.5181 0.1235 0.020 Uiso 1 1 calc R . . H7B H 0.2653 0.4634 0.0430 0.020 Uiso 1 1 calc R . . C8 C 0.1593(2) 0.44669(16) 0.0562(3) 0.0154(6) Uani 1 1 d . . . C9 C 0.0841(3) 0.45536(17) -0.0653(3) 0.0193(7) Uani 1 1 d . . . H9 H 0.0959 0.4731 -0.1169 0.023 Uiso 1 1 calc R . . C10 C -0.0070(3) 0.43815(18) -0.1101(3) 0.0224(7) Uani 1 1 d . . . H10 H -0.0588 0.4436 -0.1926 0.027 Uiso 1 1 calc R . . C11 C -0.0217(2) 0.41254(17) -0.0320(3) 0.0199(7) Uani 1 1 d . . . H11 H -0.0838 0.4007 -0.0598 0.024 Uiso 1 1 calc R . . C12 C 0.0565(2) 0.40467(16) 0.0877(3) 0.0177(6) Uani 1 1 d . . . H12 H 0.0463 0.3869 0.1407 0.021 Uiso 1 1 calc R . . C13 C 0.3404(3) 0.25503(18) 0.4047(3) 0.0235(7) Uani 1 1 d . . . H13A H 0.3045 0.2369 0.4307 0.028 Uiso 1 1 calc R . . H13B H 0.3749 0.2171 0.4021 0.028 Uiso 1 1 calc R . . C14 C 0.4122(2) 0.30486(17) 0.4963(3) 0.0185(6) Uani 1 1 d . . . C15 C 0.4941(3) 0.2810(2) 0.6040(3) 0.0267(8) Uani 1 1 d . . . H15 H 0.5056 0.2341 0.6171 0.032 Uiso 1 1 calc R . . C16 C 0.5584(3) 0.3259(2) 0.6916(3) 0.0291(8) Uani 1 1 d . . . H16 H 0.6145 0.3106 0.7655 0.035 Uiso 1 1 calc R . . C17 C 0.5393(3) 0.3940(2) 0.6694(3) 0.0286(8) Uani 1 1 d . . . H17 H 0.5821 0.4260 0.7283 0.034 Uiso 1 1 calc R . . C18 C 0.4575(3) 0.41467(19) 0.5607(3) 0.0233(7) Uani 1 1 d . . . H18 H 0.4456 0.4614 0.5456 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 I1 0.02629(14) 0.01463(13) 0.02145(13) -0.00164(7) 0.01909(11) -0.00021(8) I2 0.02850(14) 0.02045(14) 0.02639(13) 0.00394(8) 0.02309(11) 0.00046(8) Ni1 0.0191(2) 0.0111(2) 0.0166(2) 0.00156(15) 0.01400(17) 0.00065(15) S1 0.0186(4) 0.0113(3) 0.0170(3) -0.0009(3) 0.0136(3) -0.0009(3) S2 0.0219(4) 0.0118(4) 0.0251(4) 0.0011(3) 0.0169(3) -0.0008(3) N1 0.0194(13) 0.0115(12) 0.0164(12) 0.0013(10) 0.0131(11) 0.0023(10) N2 0.0215(14) 0.0187(15) 0.0182(12) 0.0039(11) 0.0142(11) 0.0022(11) C1 0.0155(14) 0.0181(16) 0.0141(13) 0.0005(12) 0.0087(12) 0.0037(12) C2 0.0167(14) 0.0167(16) 0.0162(14) -0.0025(12) 0.0096(12) -0.0006(12) C3 0.0225(16) 0.0128(15) 0.0247(16) -0.0040(13) 0.0118(14) 0.0007(13) C4 0.0284(19) 0.0239(19) 0.0246(17) -0.0087(15) 0.0138(15) 0.0054(15) C5 0.0213(16) 0.034(2) 0.0189(15) -0.0034(14) 0.0122(14) 0.0087(15) C6 0.0160(14) 0.0218(17) 0.0146(13) -0.0021(12) 0.0091(12) 0.0033(12) C7 0.0227(16) 0.0175(16) 0.0171(14) 0.0025(12) 0.0155(13) 0.0039(12) C8 0.0245(16) 0.0098(14) 0.0181(14) -0.0018(11) 0.0163(13) 0.0014(12) C9 0.0273(17) 0.0154(16) 0.0174(14) 0.0016(12) 0.0150(14) 0.0029(13) C10 0.0276(17) 0.0193(17) 0.0169(14) -0.0036(13) 0.0121(14) 0.0007(14) C11 0.0201(16) 0.0147(16) 0.0248(16) -0.0027(13) 0.0140(14) -0.0003(13) C12 0.0224(16) 0.0136(15) 0.0216(15) 0.0001(12) 0.0159(14) -0.0011(12) C13 0.0345(19) 0.0125(16) 0.0292(17) 0.0077(14) 0.0226(16) 0.0051(14) C14 0.0232(16) 0.0177(16) 0.0251(16) 0.0062(13) 0.0203(14) 0.0049(13) C15 0.0321(19) 0.0264(19) 0.0306(18) 0.0127(15) 0.0239(17) 0.0134(16) C16 0.0210(17) 0.044(2) 0.0230(17) 0.0081(16) 0.0142(15) 0.0067(16) C17 0.0251(18) 0.038(2) 0.0243(17) 0.0036(16) 0.0159(15) -0.0041(16) C18 0.0262(17) 0.0222(18) 0.0243(16) 0.0018(14) 0.0170(15) -0.0049(14) _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 I1 Ni1 2.7685(5) . ? I2 Ni1 2.7452(5) . ? Ni1 N2 2.112(3) . ? Ni1 N1 2.115(3) . ? Ni1 S1 2.3777(9) . ? Ni1 S2 2.3811(9) . ? S1 C1 1.793(3) . ? S1 C7 1.813(3) . ? S2 C2 1.787(3) . ? S2 C13 1.812(4) . ? N1 C12 1.343(4) . ? N1 C8 1.347(4) . ? N2 C14 1.344(4) . ? N2 C18 1.358(5) . ? C1 C2 1.387(5) . ? C1 C6 1.401(4) . ? C2 C3 1.399(5) . ? C3 C4 1.383(6) . ? C3 H3 0.9500 . ? C4 C5 1.384(6) . ? C4 H4 0.9500 . ? C5 C6 1.395(5) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.501(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.397(5) . ? C9 C10 1.378(5) . ? C9 H9 0.9500 . ? C10 C11 1.390(5) . ? C10 H10 0.9500 . ? C11 C12 1.391(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.504(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.394(5) . ? C15 C16 1.380(6) . ? C15 H15 0.9500 . ? C16 C17 1.385(6) . ? C16 H16 0.9500 . ? C17 C18 1.379(5) . ? C17 H17 0.9500 . ? C18 H18 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 N2 Ni1 N1 168.07(11) . . ? N2 Ni1 S1 88.83(8) . . ? N1 Ni1 S1 83.47(8) . . ? N2 Ni1 S2 83.33(8) . . ? N1 Ni1 S2 87.23(8) . . ? S1 Ni1 S2 87.54(3) . . ? N2 Ni1 I2 88.25(8) . . ? N1 Ni1 I2 98.93(8) . . ? S1 Ni1 I2 175.84(3) . . ? S2 Ni1 I2 89.17(2) . . ? N2 Ni1 I1 99.94(8) . . ? N1 Ni1 I1 88.61(7) . . ? S1 Ni1 I1 85.90(2) . . ? S2 Ni1 I1 172.60(3) . . ? I2 Ni1 I1 97.526(14) . . ? C1 S1 C7 102.56(15) . . ? C1 S1 Ni1 103.84(11) . . ? C7 S1 Ni1 96.48(11) . . ? C2 S2 C13 103.09(16) . . ? C2 S2 Ni1 103.97(11) . . ? C13 S2 Ni1 97.05(12) . . ? C12 N1 C8 118.1(3) . . ? C12 N1 Ni1 122.9(2) . . ? C8 N1 Ni1 119.0(2) . . ? C14 N2 C18 117.9(3) . . ? C14 N2 Ni1 119.7(2) . . ? C18 N2 Ni1 122.4(2) . . ? C2 C1 C6 120.4(3) . . ? C2 C1 S1 121.9(2) . . ? C6 C1 S1 117.5(3) . . ? C1 C2 C3 119.6(3) . . ? C1 C2 S2 121.8(3) . . ? C3 C2 S2 118.4(3) . . ? C4 C3 C2 120.0(3) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 120.4(3) . . ? C3 C4 H4 119.8 . . ? C5 C4 H4 119.8 . . ? C4 C5 C6 120.4(3) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C5 C6 C1 119.1(3) . . ? C5 C6 H6 120.5 . . ? C1 C6 H6 120.5 . . ? C8 C7 S1 113.7(2) . . ? C8 C7 H7A 108.8 . . ? S1 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? S1 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? N1 C8 C9 121.8(3) . . ? N1 C8 C7 118.9(3) . . ? C9 C8 C7 119.3(3) . . ? C10 C9 C8 119.8(3) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C11 118.5(3) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? C10 C11 C12 118.6(3) . . ? C10 C11 H11 120.7 . . ? C12 C11 H11 120.7 . . ? N1 C12 C11 123.1(3) . . ? N1 C12 H12 118.5 . . ? C11 C12 H12 118.5 . . ? C14 C13 S2 114.7(2) . . ? C14 C13 H13A 108.6 . . ? S2 C13 H13A 108.6 . . ? C14 C13 H13B 108.6 . . ? S2 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? N2 C14 C15 122.1(3) . . ? N2 C14 C13 119.1(3) . . ? C15 C14 C13 118.7(3) . . ? C16 C15 C14 119.5(4) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 118.6(3) . . ? C15 C16 H16 120.7 . . ? C17 C16 H16 120.7 . . ? C18 C17 C16 119.3(4) . . ? C18 C17 H17 120.4 . . ? C16 C17 H17 120.4 . . ? N2 C18 C17 122.6(4) . . ? N2 C18 H18 118.7 . . ? C17 C18 H18 118.7 . . ? 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 N2 Ni1 S1 C1 85.93(13) . . . . ? N1 Ni1 S1 C1 -84.94(13) . . . . ? S2 Ni1 S1 C1 2.55(11) . . . . ? I2 Ni1 S1 C1 40.4(4) . . . . ? I1 Ni1 S1 C1 -174.01(10) . . . . ? N2 Ni1 S1 C7 -169.39(14) . . . . ? N1 Ni1 S1 C7 19.74(13) . . . . ? S2 Ni1 S1 C7 107.23(11) . . . . ? I2 Ni1 S1 C7 145.1(4) . . . . ? I1 Ni1 S1 C7 -69.33(11) . . . . ? N2 Ni1 S2 C2 -87.05(13) . . . . ? N1 Ni1 S2 C2 85.64(13) . . . . ? S1 Ni1 S2 C2 2.06(11) . . . . ? I2 Ni1 S2 C2 -175.38(11) . . . . ? I1 Ni1 S2 C2 29.7(3) . . . . ? N2 Ni1 S2 C13 18.37(15) . . . . ? N1 Ni1 S2 C13 -168.94(15) . . . . ? S1 Ni1 S2 C13 107.48(13) . . . . ? I2 Ni1 S2 C13 -69.96(13) . . . . ? I1 Ni1 S2 C13 135.1(2) . . . . ? N2 Ni1 N1 C12 115.7(5) . . . . ? S1 Ni1 N1 C12 165.9(3) . . . . ? S2 Ni1 N1 C12 78.0(2) . . . . ? I2 Ni1 N1 C12 -10.7(3) . . . . ? I1 Ni1 N1 C12 -108.1(2) . . . . ? N2 Ni1 N1 C8 -60.4(6) . . . . ? S1 Ni1 N1 C8 -10.3(2) . . . . ? S2 Ni1 N1 C8 -98.1(2) . . . . ? I2 Ni1 N1 C8 173.2(2) . . . . ? I1 Ni1 N1 C8 75.8(2) . . . . ? N1 Ni1 N2 C14 -50.7(7) . . . . ? S1 Ni1 N2 C14 -100.4(2) . . . . ? S2 Ni1 N2 C14 -12.8(2) . . . . ? I2 Ni1 N2 C14 76.6(2) . . . . ? I1 Ni1 N2 C14 173.9(2) . . . . ? N1 Ni1 N2 C18 131.0(5) . . . . ? S1 Ni1 N2 C18 81.3(3) . . . . ? S2 Ni1 N2 C18 169.0(3) . . . . ? I2 Ni1 N2 C18 -101.6(3) . . . . ? I1 Ni1 N2 C18 -4.3(3) . . . . ? C7 S1 C1 C2 -109.0(3) . . . . ? Ni1 S1 C1 C2 -9.0(3) . . . . ? C7 S1 C1 C6 75.8(3) . . . . ? Ni1 S1 C1 C6 175.8(2) . . . . ? C6 C1 C2 C3 2.1(5) . . . . ? S1 C1 C2 C3 -173.0(3) . . . . ? C6 C1 C2 S2 -172.4(2) . . . . ? S1 C1 C2 S2 12.5(4) . . . . ? C13 S2 C2 C1 -109.4(3) . . . . ? Ni1 S2 C2 C1 -8.6(3) . . . . ? C13 S2 C2 C3 76.1(3) . . . . ? Ni1 S2 C2 C3 176.9(2) . . . . ? C1 C2 C3 C4 -1.2(5) . . . . ? S2 C2 C3 C4 173.4(3) . . . . ? C2 C3 C4 C5 -0.9(5) . . . . ? C3 C4 C5 C6 2.3(5) . . . . ? C4 C5 C6 C1 -1.4(5) . . . . ? C2 C1 C6 C5 -0.7(5) . . . . ? S1 C1 C6 C5 174.5(2) . . . . ? C1 S1 C7 C8 75.8(3) . . . . ? Ni1 S1 C7 C8 -30.0(2) . . . . ? C12 N1 C8 C9 -1.1(5) . . . . ? Ni1 N1 C8 C9 175.2(2) . . . . ? C12 N1 C8 C7 176.0(3) . . . . ? Ni1 N1 C8 C7 -7.7(4) . . . . ? S1 C7 C8 N1 28.2(4) . . . . ? S1 C7 C8 C9 -154.6(3) . . . . ? N1 C8 C9 C10 0.8(5) . . . . ? C7 C8 C9 C10 -176.3(3) . . . . ? C8 C9 C10 C11 0.2(5) . . . . ? C9 C10 C11 C12 -0.7(5) . . . . ? C8 N1 C12 C11 0.5(5) . . . . ? Ni1 N1 C12 C11 -175.6(3) . . . . ? C10 C11 C12 N1 0.4(5) . . . . ? C2 S2 C13 C14 80.9(3) . . . . ? Ni1 S2 C13 C14 -25.2(3) . . . . ? C18 N2 C14 C15 0.5(5) . . . . ? Ni1 N2 C14 C15 -177.8(3) . . . . ? C18 N2 C14 C13 177.2(3) . . . . ? Ni1 N2 C14 C13 -1.1(4) . . . . ? S2 C13 C14 N2 20.4(4) . . . . ? S2 C13 C14 C15 -162.8(3) . . . . ? N2 C14 C15 C16 0.1(5) . . . . ? C13 C14 C15 C16 -176.7(3) . . . . ? C14 C15 C16 C17 0.0(5) . . . . ? C15 C16 C17 C18 -0.5(6) . . . . ? C14 N2 C18 C17 -1.1(5) . . . . ? Ni1 N2 C18 C17 177.1(3) . . . . ? C16 C17 C18 N2 1.1(6) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 27.89 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 1.488 _refine_diff_density_min -1.982 _refine_diff_density_rms 0.178