# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof. Tarlok Lobana' _publ_contact_author_email tarlokslobana@yahoo.co.in _publ_section_title ; Thiosemicarbazone derivatives of nickel and copper: the unprecedented coordination of furan ring in octahedral nickel(II) and of triphenylphosphine in three-coordinate copper(I) complexes ; loop_ _publ_author_name 'Tarlok Singh Lobana' 'Poonam Kumari' 'Rekha Sharma' 'Alfonso Castineiras' 'Ray Jay Butcher' ; T.Akitsu ; 'Yoshikazu Aritake' #===END data_8 _database_code_depnum_ccdc_archive 'CCDC 713436' #CCDC no. 713436 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 Cl Cu N3 P S2 ' _chemical_formula_sum 'C26 H24 Cl Cu N3 P S2 ' _chemical_formula_weight 572.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 10.5576(11) _cell_length_b 11.0223(12) _cell_length_c 13.6843(14) _cell_angle_alpha 70.6420(10) _cell_angle_beta 72.3500(10) _cell_angle_gamma 63.7540(10) _cell_volume 1324.2(2) _cell_formula_units_Z 2 _cell_measurement_temperature 294(2) _cell_measurement_reflns_used 2571 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 26.23 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 1.164 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8615 _exptl_absorpt_correction_T_max 0.9626 _exptl_absorpt_process_details ; SADABS;Sheldrich 1996 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 294(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 8.333 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7683 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0399 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 27.82 _reflns_number_total 5896 _reflns_number_gt 4285 _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^)+(0.1000P)^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 5896 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0661 _refine_ls_R_factor_gt 0.0456 _refine_ls_wR_factor_ref 0.1480 _refine_ls_wR_factor_gt 0.1324 _refine_ls_goodness_of_fit_ref 0.964 _refine_ls_restrained_S_all 0.964 _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 0.41505(4) 0.78398(4) 0.27142(3) 0.04942(15) Uani 1 1 d . . . P1 P 0.24917(8) 0.88154(8) 0.17135(6) 0.03894(19) Uani 1 1 d . . . S3 S 0.55602(9) 0.55948(8) 0.30276(6) 0.0495(2) Uani 1 1 d . . . S1 S 0.93985(10) 0.46593(10) 0.64048(7) 0.0579(2) Uani 1 1 d . . . Cl1 Cl 0.42403(15) 0.92617(10) 0.35164(11) 0.0976(5) Uani 1 1 d . . . C1 C 0.6506(3) 0.5192(3) 0.3987(2) 0.0414(6) Uani 1 1 d . . . N3 N 0.7163(3) 0.5783(3) 0.51947(18) 0.0434(6) Uani 1 1 d . . . N2 N 0.6225(3) 0.6150(3) 0.45182(19) 0.0441(6) Uani 1 1 d . . . N1 N 0.7510(3) 0.3950(3) 0.4263(2) 0.0532(7) Uani 1 1 d . . . C2 C 0.6826(3) 0.6563(3) 0.5825(2) 0.0406(6) Uani 1 1 d . . . C3 C 0.7878(3) 0.6145(3) 0.6479(2) 0.0444(7) Uani 1 1 d . . . C14 C 0.2197(3) 1.0599(3) 0.0969(2) 0.0401(6) Uani 1 1 d . . . C4 C 0.2771(3) 0.7916(3) 0.0714(2) 0.0396(6) Uani 1 1 d . . . C7 C 0.0730(3) 0.8895(3) 0.2501(2) 0.0461(7) Uani 1 1 d . . . C10 C 0.3222(4) 1.2339(4) 0.0018(3) 0.0563(8) Uani 1 1 d . . . H10 H 0.3997 1.2614 -0.0181 0.068 Uiso 1 1 calc R . . C9 C 0.3337(3) 1.1041(3) 0.0685(3) 0.0487(7) Uani 1 1 d . . . H9 H 0.4182 1.0465 0.0944 0.058 Uiso 1 1 calc R . . C11 C 0.1969(4) 1.3211(4) -0.0345(3) 0.0566(8) Uani 1 1 d . . . H11 H 0.1896 1.4073 -0.0795 0.068 Uiso 1 1 calc R . . C6 C -0.0299(3) 0.8803(4) 0.2120(3) 0.0584(9) Uani 1 1 d . . . H6 H -0.0106 0.8691 0.1439 0.070 Uiso 1 1 calc R . . C12 C 0.0813(4) 1.2807(3) -0.0041(3) 0.0549(8) Uani 1 1 d . . . H12 H -0.0045 1.3408 -0.0273 0.066 Uiso 1 1 calc R . . C5 C 0.2939(3) 0.6528(4) 0.1046(3) 0.0534(8) Uani 1 1 d . . . H5 H 0.2884 0.6095 0.1759 0.064 Uiso 1 1 calc R . . C8 C 0.0437(4) 0.9015(4) 0.3528(3) 0.0649(10) Uani 1 1 d . . . H8 H 0.1130 0.9049 0.3795 0.078 Uiso 1 1 calc R . . C13 C 0.0929(3) 1.1511(3) 0.0608(2) 0.0485(7) Uani 1 1 d . . . H13 H 0.0147 1.1247 0.0805 0.058 Uiso 1 1 calc R . . C22 C 0.7840(4) 0.6816(4) 0.7198(3) 0.0531(8) Uani 1 1 d . . . H22 H 0.7113 0.7641 0.7342 0.064 Uiso 1 1 calc R . . C18 C 0.2889(4) 0.8521(4) -0.0353(2) 0.0554(8) Uani 1 1 d . . . H18 H 0.2796 0.9446 -0.0591 0.066 Uiso 1 1 calc R . . C19 C 0.3145(4) 0.7761(5) -0.1073(3) 0.0729(11) Uani 1 1 d . . . H19 H 0.3215 0.8179 -0.1789 0.087 Uiso 1 1 calc R . . C20 C 0.3295(4) 0.6398(5) -0.0728(3) 0.0695(11) Uani 1 1 d . . . H20 H 0.3472 0.5888 -0.1210 0.083 Uiso 1 1 calc R . . C24 C 0.9985(4) 0.4906(5) 0.7325(3) 0.0653(10) Uani 1 1 d . . . H24 H 1.0842 0.4309 0.7560 0.078 Uiso 1 1 calc R . . C21 C 0.3186(4) 0.5787(4) 0.0322(3) 0.0645(10) Uani 1 1 d . . . H21 H 0.3280 0.4862 0.0553 0.077 Uiso 1 1 calc R . . C23 C 0.9079(4) 0.6053(5) 0.7677(3) 0.0671(10) Uani 1 1 d . . . H23 H 0.9244 0.6325 0.8186 0.081 Uiso 1 1 calc R . . C15 C -0.1621(4) 0.8882(4) 0.2771(4) 0.0780(13) Uani 1 1 d . . . H15 H -0.2318 0.8832 0.2520 0.094 Uiso 1 1 calc R . . C16 C -0.1904(5) 0.9033(4) 0.3783(4) 0.0888(16) Uani 1 1 d . . . H16 H -0.2796 0.9098 0.4208 0.107 Uiso 1 1 calc R . . C17 C -0.0889(6) 0.9087(4) 0.4162(4) 0.0855(14) Uani 1 1 d . . . H17 H -0.1081 0.9173 0.4851 0.103 Uiso 1 1 calc R . . C25 C 0.7991(4) 0.2813(4) 0.3763(4) 0.0736(11) Uani 1 1 d . . . H25A H 0.7456 0.2231 0.4138 0.110 Uiso 1 1 calc R . . H25B H 0.8995 0.2277 0.3771 0.110 Uiso 1 1 calc R . . H25C H 0.7843 0.3177 0.3047 0.110 Uiso 1 1 calc R . . C26 C 0.5468(3) 0.7796(4) 0.5973(3) 0.0542(8) Uani 1 1 d . . . H26A H 0.5122 0.8243 0.5320 0.081 Uiso 1 1 calc R . . H26B H 0.5650 0.8437 0.6192 0.081 Uiso 1 1 calc R . . H26C H 0.4759 0.7500 0.6501 0.081 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 Cu1 0.0560(3) 0.0463(2) 0.0473(2) -0.00552(17) -0.02574(18) -0.01388(19) P1 0.0415(4) 0.0400(4) 0.0337(4) -0.0054(3) -0.0128(3) -0.0126(3) S3 0.0628(5) 0.0443(4) 0.0462(4) -0.0107(3) -0.0238(4) -0.0156(4) S1 0.0595(5) 0.0631(6) 0.0463(4) -0.0062(4) -0.0201(4) -0.0170(4) Cl1 0.1520(11) 0.0432(5) 0.1180(9) -0.0145(5) -0.0986(9) -0.0102(6) C1 0.0467(16) 0.0392(15) 0.0382(14) -0.0044(12) -0.0119(12) -0.0168(13) N3 0.0476(14) 0.0439(14) 0.0368(12) -0.0042(11) -0.0161(11) -0.0140(11) N2 0.0507(14) 0.0452(14) 0.0392(13) -0.0099(11) -0.0171(11) -0.0149(12) N1 0.0586(16) 0.0375(14) 0.0629(17) -0.0112(12) -0.0244(13) -0.0096(12) C2 0.0482(16) 0.0409(15) 0.0333(14) -0.0040(12) -0.0090(12) -0.0198(13) C3 0.0516(17) 0.0480(17) 0.0323(14) -0.0014(12) -0.0086(12) -0.0228(14) C14 0.0423(15) 0.0425(15) 0.0372(14) -0.0084(12) -0.0124(12) -0.0151(12) C4 0.0321(13) 0.0472(16) 0.0387(14) -0.0096(12) -0.0092(11) -0.0130(12) C7 0.0503(17) 0.0348(15) 0.0387(15) 0.0004(12) -0.0062(13) -0.0113(13) C10 0.057(2) 0.055(2) 0.060(2) -0.0097(16) -0.0055(16) -0.0303(17) C9 0.0432(16) 0.0467(18) 0.0557(18) -0.0109(14) -0.0117(14) -0.0157(14) C11 0.070(2) 0.0509(19) 0.0489(18) -0.0010(15) -0.0149(16) -0.0281(17) C6 0.0457(17) 0.056(2) 0.055(2) 0.0041(16) -0.0094(15) -0.0152(15) C12 0.0591(19) 0.0474(18) 0.0547(19) 0.0035(14) -0.0271(16) -0.0173(15) C5 0.0574(19) 0.0529(19) 0.0504(18) -0.0166(15) -0.0013(15) -0.0236(16) C8 0.081(2) 0.056(2) 0.0483(19) -0.0156(16) 0.0020(18) -0.0237(19) C13 0.0482(17) 0.0505(18) 0.0488(17) -0.0028(14) -0.0187(14) -0.0204(15) C22 0.064(2) 0.0525(19) 0.0497(18) -0.0108(15) -0.0200(15) -0.0229(16) C18 0.064(2) 0.0495(19) 0.0434(17) -0.0089(14) -0.0156(15) -0.0108(16) C19 0.082(3) 0.079(3) 0.0440(19) -0.0212(19) -0.0208(18) -0.008(2) C20 0.063(2) 0.078(3) 0.073(3) -0.047(2) -0.0131(19) -0.010(2) C24 0.060(2) 0.094(3) 0.0450(18) -0.0013(19) -0.0217(16) -0.035(2) C21 0.066(2) 0.057(2) 0.076(3) -0.0288(19) -0.0068(19) -0.0230(18) C23 0.081(3) 0.089(3) 0.0485(19) -0.0169(19) -0.0238(18) -0.039(2) C15 0.046(2) 0.057(2) 0.102(3) 0.015(2) -0.013(2) -0.0191(17) C16 0.064(3) 0.051(2) 0.091(3) 0.002(2) 0.025(2) -0.010(2) C17 0.099(3) 0.062(3) 0.059(2) -0.012(2) 0.017(2) -0.021(2) C25 0.074(2) 0.047(2) 0.102(3) -0.026(2) -0.031(2) -0.0088(19) C26 0.0552(19) 0.055(2) 0.0524(19) -0.0187(15) -0.0130(15) -0.0139(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 P1 2.2161(8) . ? Cu1 S3 2.2244(9) . ? Cu1 Cl1 2.2373(10) . ? P1 C14 1.823(3) . ? P1 C7 1.825(3) . ? P1 C4 1.827(3) . ? S3 C1 1.713(3) . ? S1 C24 1.700(4) . ? S1 C3 1.719(3) . ? C1 N1 1.325(4) . ? C1 N2 1.354(4) . ? N3 C2 1.282(4) . ? N3 N2 1.398(3) . ? N1 C25 1.445(4) . ? C2 C3 1.458(4) . ? C2 C26 1.492(4) . ? C3 C22 1.396(4) . ? C14 C13 1.389(4) . ? C14 C9 1.396(4) . ? C4 C18 1.381(4) . ? C4 C5 1.388(4) . ? C7 C8 1.384(4) . ? C7 C6 1.392(5) . ? C10 C11 1.371(5) . ? C10 C9 1.393(5) . ? C10 H10 0.9300 . ? C9 H9 0.9300 . ? C11 C12 1.382(5) . ? C11 H11 0.9300 . ? C6 C15 1.392(5) . ? C6 H6 0.9300 . ? C12 C13 1.383(4) . ? C12 H12 0.9300 . ? C5 C21 1.381(5) . ? C5 H5 0.9300 . ? C8 C17 1.389(6) . ? C8 H8 0.9300 . ? C13 H13 0.9300 . ? C22 C23 1.424(5) . ? C22 H22 0.9300 . ? C18 C19 1.390(5) . ? C18 H18 0.9300 . ? C19 C20 1.367(6) . ? C19 H19 0.9300 . ? C20 C21 1.363(6) . ? C20 H20 0.9300 . ? C24 C23 1.341(6) . ? C24 H24 0.9300 . ? C21 H21 0.9300 . ? C23 H23 0.9300 . ? C15 C16 1.375(7) . ? C15 H15 0.9300 . ? C16 C17 1.355(7) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? 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 P1 Cu1 S3 124.61(3) . . ? P1 Cu1 Cl1 114.99(4) . . ? S3 Cu1 Cl1 120.27(4) . . ? C14 P1 C7 104.48(14) . . ? C14 P1 C4 103.39(13) . . ? C7 P1 C4 104.02(14) . . ? C14 P1 Cu1 116.44(9) . . ? C7 P1 Cu1 111.29(10) . . ? C4 P1 Cu1 115.86(9) . . ? C1 S3 Cu1 110.69(11) . . ? C24 S1 C3 91.29(18) . . ? N1 C1 N2 116.8(3) . . ? N1 C1 S3 122.9(2) . . ? N2 C1 S3 120.2(2) . . ? C2 N3 N2 118.1(2) . . ? C1 N2 N3 115.9(2) . . ? C1 N1 C25 124.8(3) . . ? N3 C2 C3 115.1(3) . . ? N3 C2 C26 126.7(3) . . ? C3 C2 C26 118.1(3) . . ? C22 C3 C2 128.2(3) . . ? C22 C3 S1 112.0(2) . . ? C2 C3 S1 119.8(2) . . ? C13 C14 C9 118.2(3) . . ? C13 C14 P1 123.4(2) . . ? C9 C14 P1 118.3(2) . . ? C18 C4 C5 118.5(3) . . ? C18 C4 P1 123.7(2) . . ? C5 C4 P1 117.7(2) . . ? C8 C7 C6 119.4(3) . . ? C8 C7 P1 117.7(3) . . ? C6 C7 P1 122.9(2) . . ? C11 C10 C9 120.1(3) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C9 C14 120.6(3) . . ? C10 C9 H9 119.7 . . ? C14 C9 H9 119.7 . . ? C10 C11 C12 119.9(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C7 C6 C15 119.2(4) . . ? C7 C6 H6 120.4 . . ? C15 C6 H6 120.4 . . ? C11 C12 C13 120.2(3) . . ? C11 C12 H12 119.9 . . ? C13 C12 H12 119.9 . . ? C21 C5 C4 120.3(3) . . ? C21 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C7 C8 C17 120.2(4) . . ? C7 C8 H8 119.9 . . ? C17 C8 H8 119.9 . . ? C12 C13 C14 121.0(3) . . ? C12 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C3 C22 C23 110.0(3) . . ? C3 C22 H22 125.0 . . ? C23 C22 H22 125.0 . . ? C4 C18 C19 120.6(3) . . ? C4 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C20 C19 C18 119.9(4) . . ? C20 C19 H19 120.0 . . ? C18 C19 H19 120.0 . . ? C21 C20 C19 120.1(3) . . ? C21 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? C23 C24 S1 112.8(3) . . ? C23 C24 H24 123.6 . . ? S1 C24 H24 123.6 . . ? C20 C21 C5 120.6(4) . . ? C20 C21 H21 119.7 . . ? C5 C21 H21 119.7 . . ? C24 C23 C22 113.8(3) . . ? C24 C23 H23 123.1 . . ? C22 C23 H23 123.1 . . ? C16 C15 C6 120.6(4) . . ? C16 C15 H15 119.7 . . ? C6 C15 H15 119.7 . . ? C17 C16 C15 120.2(4) . . ? C17 C16 H16 119.9 . . ? C15 C16 H16 119.9 . . ? C16 C17 C8 120.4(4) . . ? C16 C17 H17 119.8 . . ? C8 C17 H17 119.8 . . ? N1 C25 H25A 109.5 . . ? N1 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? N1 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C2 C26 H26A 109.5 . . ? C2 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C2 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? 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 S3 Cu1 P1 C14 -146.40(11) . . . . ? Cl1 Cu1 P1 C14 37.69(12) . . . . ? S3 Cu1 P1 C7 94.03(11) . . . . ? Cl1 Cu1 P1 C7 -81.88(12) . . . . ? S3 Cu1 P1 C4 -24.51(11) . . . . ? Cl1 Cu1 P1 C4 159.58(11) . . . . ? P1 Cu1 S3 C1 -170.90(11) . . . . ? Cl1 Cu1 S3 C1 4.80(13) . . . . ? Cu1 S3 C1 N1 -174.3(2) . . . . ? Cu1 S3 C1 N2 7.0(3) . . . . ? N1 C1 N2 N3 8.6(4) . . . . ? S3 C1 N2 N3 -172.6(2) . . . . ? C2 N3 N2 C1 -170.1(3) . . . . ? N2 C1 N1 C25 -177.7(3) . . . . ? S3 C1 N1 C25 3.6(5) . . . . ? N2 N3 C2 C3 -177.9(2) . . . . ? N2 N3 C2 C26 4.4(4) . . . . ? N3 C2 C3 C22 176.9(3) . . . . ? C26 C2 C3 C22 -5.2(5) . . . . ? N3 C2 C3 S1 -2.6(4) . . . . ? C26 C2 C3 S1 175.3(2) . . . . ? C24 S1 C3 C22 0.5(3) . . . . ? C24 S1 C3 C2 -180.0(2) . . . . ? C7 P1 C14 C13 -33.8(3) . . . . ? C4 P1 C14 C13 74.7(3) . . . . ? Cu1 P1 C14 C13 -157.0(2) . . . . ? C7 P1 C14 C9 150.6(2) . . . . ? C4 P1 C14 C9 -100.8(2) . . . . ? Cu1 P1 C14 C9 27.4(3) . . . . ? C14 P1 C4 C18 7.0(3) . . . . ? C7 P1 C4 C18 116.0(3) . . . . ? Cu1 P1 C4 C18 -121.6(2) . . . . ? C14 P1 C4 C5 -176.0(2) . . . . ? C7 P1 C4 C5 -67.1(3) . . . . ? Cu1 P1 C4 C5 55.4(3) . . . . ? C14 P1 C7 C8 -96.2(3) . . . . ? C4 P1 C7 C8 155.6(3) . . . . ? Cu1 P1 C7 C8 30.2(3) . . . . ? C14 P1 C7 C6 85.4(3) . . . . ? C4 P1 C7 C6 -22.7(3) . . . . ? Cu1 P1 C7 C6 -148.1(2) . . . . ? C11 C10 C9 C14 1.7(5) . . . . ? C13 C14 C9 C10 -2.9(5) . . . . ? P1 C14 C9 C10 172.9(3) . . . . ? C9 C10 C11 C12 0.6(5) . . . . ? C8 C7 C6 C15 2.1(5) . . . . ? P1 C7 C6 C15 -179.6(3) . . . . ? C10 C11 C12 C13 -1.6(5) . . . . ? C18 C4 C5 C21 -1.4(5) . . . . ? P1 C4 C5 C21 -178.5(3) . . . . ? C6 C7 C8 C17 -1.9(5) . . . . ? P1 C7 C8 C17 179.7(3) . . . . ? C11 C12 C13 C14 0.3(5) . . . . ? C9 C14 C13 C12 1.9(5) . . . . ? P1 C14 C13 C12 -173.6(3) . . . . ? C2 C3 C22 C23 179.6(3) . . . . ? S1 C3 C22 C23 -0.9(4) . . . . ? C5 C4 C18 C19 1.1(5) . . . . ? P1 C4 C18 C19 178.0(3) . . . . ? C4 C18 C19 C20 -0.6(6) . . . . ? C18 C19 C20 C21 0.3(6) . . . . ? C3 S1 C24 C23 0.1(3) . . . . ? C19 C20 C21 C5 -0.6(6) . . . . ? C4 C5 C21 C20 1.2(5) . . . . ? S1 C24 C23 C22 -0.6(4) . . . . ? C3 C22 C23 C24 0.9(5) . . . . ? C7 C6 C15 C16 -0.7(6) . . . . ? C6 C15 C16 C17 -0.9(6) . . . . ? C15 C16 C17 C8 1.1(7) . . . . ? C7 C8 C17 C16 0.3(6) . . . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.599 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.065 # Attachment '- cif files.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 735088' #CCDC no. 735088 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H20 N6 Ni O2 S2' _chemical_formula_sum 'C16 H20 N6 Ni O2 S2' _chemical_formula_weight 451.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni 0.3393 1.1124 '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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'P 2c -2n' _symmetry_space_group_name_H-M 'P n a 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 17.7919(7) _cell_length_b 8.5738(3) _cell_length_c 12.8045(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1953.25(12) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1878 _cell_measurement_theta_min 2.637 _cell_measurement_theta_max 26.353 _exptl_crystal_description prism _exptl_crystal_colour brown _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 1.231 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7649 _exptl_absorpt_correction_T_max 0.7908 _exptl_absorpt_process_details SADABS _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 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_interval_time ? _diffrn_standards_interval_count ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 84118 _diffrn_reflns_av_R_equivalents 0.0469 _diffrn_reflns_av_sigmaI/netI 0.0174 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 26.41 _reflns_number_total 4000 _reflns_number_gt 3888 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0215P)^2^+0.2995P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.004(7) _refine_ls_number_reflns 4000 _refine_ls_number_parameters 245 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0167 _refine_ls_R_factor_gt 0.0161 _refine_ls_wR_factor_ref 0.0391 _refine_ls_wR_factor_gt 0.0388 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 0.094781(9) 0.369605(19) 0.298606(17) 0.01008(5) Uani 1 1 d . . . S1 S 0.11858(2) 0.21895(4) 0.15246(3) 0.01268(8) Uani 1 1 d . . . S2 S 0.18165(2) 0.26782(4) 0.41444(3) 0.01333(8) Uani 1 1 d . . . O11 O 0.06532(6) 0.61100(12) 0.37670(9) 0.0161(2) Uani 1 1 d . . . O21 O -0.02187(6) 0.44329(12) 0.23455(8) 0.0158(2) Uani 1 1 d . . . N12 N 0.15670(6) 0.52987(14) 0.22204(10) 0.0115(2) Uani 1 1 d . . . N13 N 0.20563(7) 0.48327(14) 0.14414(10) 0.0146(3) Uani 1 1 d . . . N14 N 0.23437(8) 0.29079(15) 0.03001(11) 0.0209(3) Uani 1 1 d . . . H14A H 0.2665 0.3505 0.0100 0.025 Uiso 1 1 d R . . N22 N 0.01920(7) 0.27009(14) 0.39544(9) 0.0097(3) Uani 1 1 d . . . N23 N 0.04073(7) 0.19332(14) 0.48534(9) 0.0108(2) Uani 1 1 d . . . N24 N 0.13986(7) 0.10076(15) 0.57850(10) 0.0162(3) Uani 1 1 d . . . H24A H 0.1823 0.0922 0.5858 0.019 Uiso 1 1 d R . . C11 C 0.01160(9) 0.68498(19) 0.43599(12) 0.0177(3) Uani 1 1 d . . . H11 H -0.0214 0.6186 0.4783 0.021 Uiso 1 1 d R . . C12 C 0.01661(9) 0.83923(19) 0.42505(13) 0.0195(3) Uani 1 1 d . . . H12 H -0.0097 0.9134 0.4599 0.023 Uiso 1 1 d R . . C13 C 0.07714(9) 0.86798(18) 0.35410(13) 0.0177(3) Uani 1 1 d . . . H13 H 0.0963 0.9626 0.3318 0.021 Uiso 1 1 d R . . C14 C 0.10442(8) 0.72692(18) 0.32534(11) 0.0134(3) Uani 1 1 d . . . C15 C 0.15789(8) 0.67636(17) 0.24776(12) 0.0125(3) Uani 1 1 d . . . C16 C 0.18981(8) 0.34114(17) 0.10851(12) 0.0134(3) Uani 1 1 d . . . C17 C 0.22223(11) 0.14895(19) -0.02846(14) 0.0239(4) Uani 1 1 d . . . H17A H 0.2133 0.0614 0.0242 0.036 Uiso 1 1 d R . . H17B H 0.1808 0.1579 -0.0742 0.036 Uiso 1 1 d R . . H17C H 0.2664 0.1230 -0.0551 0.036 Uiso 1 1 d R . . C18 C 0.21025(9) 0.79414(18) 0.20215(12) 0.0168(3) Uani 1 1 d . . . H18A H 0.2154 0.7750 0.1313 0.025 Uiso 1 1 d R . . H18B H 0.2602 0.7821 0.2330 0.025 Uiso 1 1 d R . . H18C H 0.1979 0.8933 0.2189 0.025 Uiso 1 1 d R . . C21 C -0.05661(9) 0.51740(19) 0.15279(13) 0.0206(3) Uani 1 1 d . . . H21 H -0.0225 0.5856 0.1129 0.025 Uiso 1 1 d R . . C22 C -0.13063(10) 0.49090(19) 0.15524(14) 0.0231(4) Uani 1 1 d . . . H22 H -0.1655 0.5238 0.1126 0.028 Uiso 1 1 d R . . C23 C -0.14512(9) 0.39553(19) 0.24454(13) 0.0185(3) Uani 1 1 d . . . H23 H -0.1888 0.3597 0.2691 0.022 Uiso 1 1 d R . . C24 C -0.07744(8) 0.36903(16) 0.29041(15) 0.0134(3) Uani 1 1 d . . . C25 C -0.05315(8) 0.28492(17) 0.38202(12) 0.0122(3) Uani 1 1 d . . . C26 C 0.11442(9) 0.18299(17) 0.49615(12) 0.0121(3) Uani 1 1 d . . . C27 C 0.09106(9) 0.0360(2) 0.65847(14) 0.0218(4) Uani 1 1 d . . . H27A H 0.1211 -0.0122 0.7102 0.033 Uiso 1 1 d R . . H27B H 0.0624 0.1183 0.6925 0.033 Uiso 1 1 d R . . H27C H 0.0599 -0.0413 0.6321 0.033 Uiso 1 1 d R . . C28 C -0.11103(9) 0.2267(2) 0.45662(14) 0.0217(4) Uani 1 1 d . . . H28A H -0.0953 0.1552 0.4955 0.032 Uiso 1 1 d R . . H28B H -0.1239 0.3079 0.5052 0.032 Uiso 1 1 d R . . H28C H -0.1557 0.2066 0.4300 0.032 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.00886(8) 0.01053(8) 0.01084(8) 0.00023(8) 0.00195(8) -0.00060(7) S1 0.01217(17) 0.01237(18) 0.01350(17) -0.00164(16) 0.00218(15) -0.00222(14) S2 0.00791(17) 0.01757(19) 0.01449(18) -0.00007(16) 0.00005(14) -0.00067(14) O11 0.0176(6) 0.0124(5) 0.0182(5) -0.0003(4) 0.0078(5) -0.0015(4) O21 0.0129(5) 0.0190(6) 0.0155(5) 0.0064(4) 0.0019(4) 0.0025(4) N12 0.0100(6) 0.0118(6) 0.0128(6) -0.0002(5) 0.0025(5) -0.0001(5) N13 0.0137(6) 0.0138(6) 0.0163(6) -0.0012(5) 0.0063(5) -0.0007(5) N14 0.0205(7) 0.0158(7) 0.0265(7) -0.0049(6) 0.0145(6) -0.0052(6) N22 0.0088(6) 0.0092(6) 0.0112(6) 0.0003(5) 0.0001(5) 0.0006(5) N23 0.0108(6) 0.0106(6) 0.0110(6) 0.0022(5) -0.0005(5) -0.0001(5) N24 0.0110(6) 0.0200(7) 0.0175(7) 0.0040(6) -0.0037(5) 0.0009(5) C11 0.0178(8) 0.0184(8) 0.0169(8) -0.0029(6) 0.0080(6) 0.0002(6) C12 0.0214(8) 0.0175(8) 0.0195(8) -0.0052(7) 0.0067(7) 0.0016(6) C13 0.0205(8) 0.0121(8) 0.0205(9) -0.0030(7) 0.0034(7) -0.0019(6) C14 0.0146(8) 0.0130(7) 0.0127(8) 0.0009(5) 0.0003(6) -0.0032(6) C15 0.0113(7) 0.0124(7) 0.0137(7) 0.0000(6) -0.0017(6) -0.0013(6) C16 0.0135(7) 0.0126(8) 0.0141(7) 0.0020(6) 0.0010(6) 0.0002(6) C17 0.0273(9) 0.0203(9) 0.0242(9) -0.0081(7) 0.0110(7) 0.0007(7) C18 0.0176(8) 0.0144(8) 0.0182(8) -0.0003(6) 0.0045(6) -0.0031(6) C21 0.0251(9) 0.0216(8) 0.0151(7) 0.0072(7) 0.0030(7) 0.0096(7) C22 0.0240(9) 0.0257(9) 0.0195(8) 0.0022(8) -0.0027(7) 0.0115(7) C23 0.0113(7) 0.0221(8) 0.0222(8) 0.0032(7) -0.0016(7) 0.0054(6) C24 0.0112(6) 0.0127(6) 0.0165(7) -0.0001(6) 0.0007(7) 0.0011(5) C25 0.0101(7) 0.0120(7) 0.0144(7) 0.0003(6) 0.0007(6) 0.0004(6) C26 0.0137(7) 0.0096(7) 0.0132(7) -0.0034(6) 0.0011(6) 0.0003(6) C27 0.0216(8) 0.0254(9) 0.0184(8) 0.0085(7) -0.0016(7) -0.0007(7) C28 0.0104(7) 0.0273(10) 0.0273(9) 0.0130(8) 0.0025(7) 0.0007(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 N12 2.0157(12) . y Ni1 N22 2.0184(12) . y Ni1 S1 2.3129(4) . y Ni1 S2 2.3131(4) . y Ni1 O21 2.3193(10) . y Ni1 O11 2.3576(11) . y S1 C16 1.7380(15) . ? S2 C26 1.7478(16) . ? O11 C11 1.3756(18) . ? O11 C14 1.3800(18) . ? O21 C21 1.3718(19) . ? O21 C24 1.3764(18) . ? N12 C15 1.2986(19) . ? N12 N13 1.3829(17) . ? N13 C16 1.3313(19) . ? N14 C16 1.351(2) . ? N14 C17 1.444(2) . ? N14 H14A 0.8084 . ? N22 C25 1.3047(19) . ? N22 N23 1.3803(17) . ? N23 C26 1.3212(19) . ? N24 C26 1.347(2) . ? N24 C27 1.453(2) . ? N24 H24A 0.7646 . ? C11 C12 1.333(2) . ? C11 H11 0.9807 . ? C12 C13 1.430(2) . ? C12 H12 0.9071 . ? C13 C14 1.354(2) . ? C13 H13 0.9250 . ? C14 C15 1.442(2) . ? C15 C18 1.493(2) . ? C17 H17A 1.0217 . ? C17 H17B 0.9438 . ? C17 H17C 0.8859 . ? C18 H18A 0.9260 . ? C18 H18B 0.9775 . ? C18 H18C 0.9039 . ? C21 C22 1.337(2) . ? C21 H21 0.9861 . ? C22 C23 1.429(2) . ? C22 H22 0.8729 . ? C23 C24 1.359(2) . ? C23 H23 0.8927 . ? C24 C25 1.443(2) . ? C25 C28 1.491(2) . ? C27 H27A 0.9457 . ? C27 H27B 0.9740 . ? C27 H27C 0.9280 . ? C28 H28A 0.8379 . ? C28 H28B 0.9618 . ? C28 H28C 0.8825 . ? 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 N12 Ni1 N22 162.01(5) . . y N12 Ni1 S1 83.52(4) . . y N22 Ni1 S1 112.51(3) . . y N12 Ni1 S2 101.76(4) . . y N22 Ni1 S2 83.79(4) . . y S1 Ni1 S2 100.706(15) . . y N12 Ni1 O21 97.55(4) . . y N22 Ni1 O21 74.70(4) . . y S1 Ni1 O21 91.71(3) . . y S2 Ni1 O21 158.04(3) . . y N12 Ni1 O11 74.30(4) . . y N22 Ni1 O11 87.84(4) . . y S1 Ni1 O11 150.94(3) . . y S2 Ni1 O11 101.99(3) . . y O21 Ni1 O11 73.26(4) . . y C16 S1 Ni1 93.37(5) . . ? C26 S2 Ni1 94.79(5) . . ? C11 O11 C14 106.33(11) . . ? C11 O11 Ni1 142.50(9) . . ? C14 O11 Ni1 108.55(8) . . ? C21 O21 C24 106.68(12) . . ? C21 O21 Ni1 143.06(10) . . ? C24 O21 Ni1 109.46(9) . . ? C15 N12 N13 116.88(12) . . ? C15 N12 Ni1 123.02(10) . . ? N13 N12 Ni1 119.86(9) . . ? C16 N13 N12 112.25(12) . . ? C16 N14 C17 124.54(13) . . ? C16 N14 H14A 116.6 . . ? C17 N14 H14A 118.3 . . ? C25 N22 N23 115.48(12) . . ? C25 N22 Ni1 122.35(10) . . ? N23 N22 Ni1 121.93(9) . . ? C26 N23 N22 113.25(12) . . ? C26 N24 C27 123.43(13) . . ? C26 N24 H24A 118.6 . . ? C27 N24 H24A 117.9 . . ? C12 C11 O11 110.67(14) . . ? C12 C11 H11 132.4 . . ? O11 C11 H11 117.0 . . ? C11 C12 C13 106.75(14) . . ? C11 C12 H12 127.5 . . ? C13 C12 H12 125.5 . . ? C14 C13 C12 106.78(14) . . ? C14 C13 H13 124.6 . . ? C12 C13 H13 128.6 . . ? C13 C14 O11 109.44(13) . . ? C13 C14 C15 133.81(15) . . ? O11 C14 C15 116.38(13) . . ? N12 C15 C14 117.04(13) . . ? N12 C15 C18 124.42(14) . . ? C14 C15 C18 118.54(13) . . ? N13 C16 N14 115.05(13) . . ? N13 C16 S1 126.51(12) . . ? N14 C16 S1 118.44(11) . . ? N14 C17 H17A 107.5 . . ? N14 C17 H17B 111.7 . . ? H17A C17 H17B 110.3 . . ? N14 C17 H17C 106.2 . . ? H17A C17 H17C 102.0 . . ? H17B C17 H17C 118.3 . . ? C15 C18 H18A 109.0 . . ? C15 C18 H18B 109.7 . . ? H18A C18 H18B 106.7 . . ? C15 C18 H18C 113.0 . . ? H18A C18 H18C 115.0 . . ? H18B C18 H18C 103.0 . . ? C22 C21 O21 110.33(14) . . ? C22 C21 H21 136.0 . . ? O21 C21 H21 113.1 . . ? C21 C22 C23 107.08(15) . . ? C21 C22 H22 129.0 . . ? C23 C22 H22 123.9 . . ? C24 C23 C22 106.36(14) . . ? C24 C23 H23 124.1 . . ? C22 C23 H23 129.5 . . ? C23 C24 O21 109.55(15) . . ? C23 C24 C25 134.45(15) . . ? O21 C24 C25 115.99(13) . . ? N22 C25 C24 116.83(13) . . ? N22 C25 C28 124.36(14) . . ? C24 C25 C28 118.77(13) . . ? N23 C26 N24 116.78(14) . . ? N23 C26 S2 126.05(12) . . ? N24 C26 S2 117.16(11) . . ? N24 C27 H27A 108.8 . . ? N24 C27 H27B 110.6 . . ? H27A C27 H27B 107.4 . . ? N24 C27 H27C 111.9 . . ? H27A C27 H27C 106.3 . . ? H27B C27 H27C 111.6 . . ? C25 C28 H28A 113.2 . . ? C25 C28 H28B 109.7 . . ? H28A C28 H28B 103.0 . . ? C25 C28 H28C 116.1 . . ? H28A C28 H28C 112.9 . . ? H28B C28 H28C 100.1 . . ? 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 N12 Ni1 S1 C16 14.49(6) . . . . ? N22 Ni1 S1 C16 -173.97(6) . . . . ? S2 Ni1 S1 C16 -86.31(5) . . . . ? O21 Ni1 S1 C16 111.90(6) . . . . ? O11 Ni1 S1 C16 54.56(8) . . . . ? N12 Ni1 S2 C26 162.79(6) . . . . ? N22 Ni1 S2 C26 0.13(6) . . . . ? S1 Ni1 S2 C26 -111.68(5) . . . . ? O21 Ni1 S2 C26 11.69(9) . . . . ? O11 Ni1 S2 C26 86.58(6) . . . . ? N12 Ni1 O11 C11 159.40(17) . . . . ? N22 Ni1 O11 C11 -18.40(16) . . . . ? S1 Ni1 O11 C11 117.76(15) . . . . ? S2 Ni1 O11 C11 -101.58(16) . . . . ? O21 Ni1 O11 C11 56.27(16) . . . . ? N12 Ni1 O11 C14 1.82(9) . . . . ? N22 Ni1 O11 C14 -175.98(9) . . . . ? S1 Ni1 O11 C14 -39.82(12) . . . . ? S2 Ni1 O11 C14 100.84(9) . . . . ? O21 Ni1 O11 C14 -101.31(9) . . . . ? N12 Ni1 O21 C21 23.66(17) . . . . ? N22 Ni1 O21 C21 -172.92(17) . . . . ? S1 Ni1 O21 C21 -60.03(17) . . . . ? S2 Ni1 O21 C21 175.15(13) . . . . ? O11 Ni1 O21 C21 94.70(17) . . . . ? N12 Ni1 O21 C24 -168.80(10) . . . . ? N22 Ni1 O21 C24 -5.38(9) . . . . ? S1 Ni1 O21 C24 107.52(9) . . . . ? S2 Ni1 O21 C24 -17.30(15) . . . . ? O11 Ni1 O21 C24 -97.76(10) . . . . ? N22 Ni1 N12 C15 10.8(2) . . . . ? S1 Ni1 N12 C15 164.75(12) . . . . ? S2 Ni1 N12 C15 -95.61(12) . . . . ? O21 Ni1 N12 C15 73.88(12) . . . . ? O11 Ni1 N12 C15 3.70(11) . . . . ? N22 Ni1 N12 N13 -175.00(13) . . . . ? S1 Ni1 N12 N13 -21.09(10) . . . . ? S2 Ni1 N12 N13 78.54(10) . . . . ? O21 Ni1 N12 N13 -111.96(10) . . . . ? O11 Ni1 N12 N13 177.86(11) . . . . ? C15 N12 N13 C16 -167.03(13) . . . . ? Ni1 N12 N13 C16 18.46(16) . . . . ? N12 Ni1 N22 C25 67.4(2) . . . . ? S1 Ni1 N22 C25 -84.37(12) . . . . ? S2 Ni1 N22 C25 176.59(12) . . . . ? O21 Ni1 N22 C25 1.04(11) . . . . ? O11 Ni1 N22 C25 74.27(12) . . . . ? N12 Ni1 N22 N23 -106.83(17) . . . . ? S1 Ni1 N22 N23 101.40(10) . . . . ? S2 Ni1 N22 N23 2.36(10) . . . . ? O21 Ni1 N22 N23 -173.18(11) . . . . ? O11 Ni1 N22 N23 -99.95(10) . . . . ? C25 N22 N23 C26 -179.17(13) . . . . ? Ni1 N22 N23 C26 -4.57(16) . . . . ? C14 O11 C11 C12 -1.07(18) . . . . ? Ni1 O11 C11 C12 -158.93(12) . . . . ? O11 C11 C12 C13 0.16(19) . . . . ? C11 C12 C13 C14 0.83(19) . . . . ? C12 C13 C14 O11 -1.50(18) . . . . ? C12 C13 C14 C15 171.05(16) . . . . ? C11 O11 C14 C13 1.60(17) . . . . ? Ni1 O11 C14 C13 167.60(11) . . . . ? C11 O11 C14 C15 -172.41(13) . . . . ? Ni1 O11 C14 C15 -6.41(15) . . . . ? N13 N12 C15 C14 177.06(12) . . . . ? Ni1 N12 C15 C14 -8.62(19) . . . . ? N13 N12 C15 C18 -2.6(2) . . . . ? Ni1 N12 C15 C18 171.70(11) . . . . ? C13 C14 C15 N12 -162.23(17) . . . . ? O11 C14 C15 N12 9.9(2) . . . . ? C13 C14 C15 C18 17.5(3) . . . . ? O11 C14 C15 C18 -170.37(13) . . . . ? N12 N13 C16 N14 178.14(13) . . . . ? N12 N13 C16 S1 -1.47(19) . . . . ? C17 N14 C16 N13 -172.52(15) . . . . ? C17 N14 C16 S1 7.1(2) . . . . ? Ni1 S1 C16 N13 -12.02(14) . . . . ? Ni1 S1 C16 N14 168.38(12) . . . . ? C24 O21 C21 C22 -0.62(18) . . . . ? Ni1 O21 C21 C22 167.12(12) . . . . ? O21 C21 C22 C23 0.74(19) . . . . ? C21 C22 C23 C24 -0.58(19) . . . . ? C22 C23 C24 O21 0.21(18) . . . . ? C22 C23 C24 C25 179.22(17) . . . . ? C21 O21 C24 C23 0.23(18) . . . . ? Ni1 O21 C24 C23 -171.99(11) . . . . ? C21 O21 C24 C25 -178.98(13) . . . . ? Ni1 O21 C24 C25 8.79(16) . . . . ? N23 N22 C25 C24 178.09(12) . . . . ? Ni1 N22 C25 C24 3.52(19) . . . . ? N23 N22 C25 C28 0.6(2) . . . . ? Ni1 N22 C25 C28 -173.95(12) . . . . ? C23 C24 C25 N22 172.35(17) . . . . ? O21 C24 C25 N22 -8.7(2) . . . . ? C23 C24 C25 C28 -10.0(3) . . . . ? O21 C24 C25 C28 168.92(14) . . . . ? N22 N23 C26 N24 -175.80(12) . . . . ? N22 N23 C26 S2 4.96(18) . . . . ? C27 N24 C26 N23 -5.3(2) . . . . ? C27 N24 C26 S2 174.05(12) . . . . ? Ni1 S2 C26 N23 -2.90(13) . . . . ? Ni1 S2 C26 N24 177.86(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N24 H24A N13 0.76 2.32 3.0460(18) 157.6 3_545 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.41 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.186 _refine_diff_density_min -0.188 _refine_diff_density_rms 0.036 #===END data_2 _database_code_depnum_ccdc_archive 'CCDC 737163' #CCDC No. 737163 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 N6 Ni O2 S2' _chemical_formula_sum 'C18 H24 N6 Ni O2 S2' _chemical_formula_weight 479.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni 0.3393 1.1124 '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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 21' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.6756(10) _cell_length_b 14.1780(13) _cell_length_c 17.316(2) _cell_angle_alpha 90.00 _cell_angle_beta 93.068(8) _cell_angle_gamma 90.00 _cell_volume 2126.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1877 _cell_measurement_theta_min 2.755 _cell_measurement_theta_max 26.17 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.497 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.136 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7722 _exptl_absorpt_correction_T_max 0.9047 _exptl_absorpt_process_details SADABS _exptl_special_details ; 'The compound present a chiral crystal structure with the unit cell contains two enantiomers A (Ni1) and B (Ni2) in the asymmetric unit. The structure was refined as a racemic twin with components 0.31(6), 0.67(6) for the Flack parameter' 'Least-squares restrains were appliqued using DFIX (1.50) for distances C38-C39 and C48-C49' ; _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 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 36267 _diffrn_reflns_av_R_equivalents 0.1016 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.18 _diffrn_reflns_theta_max 26.45 _reflns_number_total 8292 _reflns_number_gt 5967 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0531P)^2^+1.2701P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.31(6) _refine_ls_number_reflns 8292 _refine_ls_number_parameters 524 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0312 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0912 _refine_ls_wR_factor_gt 0.0912 _refine_ls_goodness_of_fit_ref 1.193 _refine_ls_restrained_S_all 1.193 _refine_ls_shift/su_max 0.000 _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 0.32689(6) 0.45078(3) 0.45900(3) 0.02251(12) Uani 1 1 d . . . S1 S 0.13820(11) 0.33940(6) 0.42983(5) 0.02117(18) Uani 1 1 d . . . S2 S 0.24057(12) 0.57778(7) 0.38731(6) 0.0273(2) Uani 1 1 d . . . O11 O 0.5698(3) 0.51208(19) 0.47549(15) 0.0230(5) Uani 1 1 d . . . O21 O 0.4172(3) 0.36723(19) 0.56890(15) 0.0205(5) Uani 1 1 d . . . N12 N 0.4589(3) 0.37040(19) 0.39131(14) 0.0087(5) Uani 1 1 d . . . N13 N 0.3961(4) 0.2929(2) 0.35155(19) 0.0219(6) Uani 1 1 d . . . N14 N 0.1846(4) 0.2023(2) 0.32776(19) 0.0235(6) Uani 1 1 d . . . H14A H 0.0929 0.1853 0.3421 0.028 Uiso 1 1 d R . . N22 N 0.2557(4) 0.5253(2) 0.54778(18) 0.0200(6) Uani 1 1 d . . . N23 N 0.1824(4) 0.6100(3) 0.54032(19) 0.0263(7) Uani 1 1 d . . . N24 N 0.1177(4) 0.7282(3) 0.4560(2) 0.0274(7) Uani 1 1 d . . . H24A H 0.1025 0.7632 0.4968 0.033 Uiso 1 1 d R . . C12 C 0.6378(4) 0.5856(3) 0.5104(2) 0.0241(7) Uani 1 1 d . . . H12 H 0.5931 0.6301 0.5436 0.029 Uiso 1 1 d R . . C13 C 0.7901(4) 0.5841(3) 0.4875(2) 0.0205(7) Uani 1 1 d . . . H13 H 0.8659 0.6294 0.5035 0.025 Uiso 1 1 d R . . C14 C 0.8141(5) 0.5079(3) 0.4371(3) 0.0276(8) Uani 1 1 d . . . H14 H 0.9071 0.4894 0.4148 0.033 Uiso 1 1 d R . . C15 C 0.6602(4) 0.4635(3) 0.4294(2) 0.0223(7) Uani 1 1 d . . . C16 C 0.5999(4) 0.3847(3) 0.3876(2) 0.0246(7) Uani 1 1 d . . . C17 C 0.2514(4) 0.2746(3) 0.3693(2) 0.0197(7) Uani 1 1 d . . . C18 C 0.2423(6) 0.1538(4) 0.2633(3) 0.0353(10) Uani 1 1 d . . . H18A H 0.2898 0.1991 0.2282 0.042 Uiso 1 1 d R . . H18B H 0.1544 0.1235 0.2341 0.042 Uiso 1 1 d R . . C19 C 0.3604(6) 0.0811(4) 0.2882(3) 0.0425(11) Uani 1 1 d . . . H19A H 0.4526 0.1110 0.3125 0.064 Uiso 1 1 d R . . H19B H 0.3887 0.0464 0.2421 0.064 Uiso 1 1 d R . . H19C H 0.3163 0.0374 0.3248 0.064 Uiso 1 1 d R . . C20 C 0.7114(6) 0.3193(3) 0.3422(3) 0.0329(10) Uani 1 1 d . . . H20A H 0.7479 0.2667 0.3751 0.049 Uiso 1 1 d R . . H20B H 0.7996 0.3577 0.3283 0.049 Uiso 1 1 d R . . H20C H 0.6582 0.2944 0.2952 0.049 Uiso 1 1 d R . . C22 C 0.4950(5) 0.2851(3) 0.5930(2) 0.0218(7) Uani 1 1 d . . . H22 H 0.5440 0.2416 0.5606 0.026 Uiso 1 1 d R . . C23 C 0.4970(6) 0.2785(4) 0.6719(3) 0.0369(10) Uani 1 1 d . . . H23 H 0.5488 0.2336 0.7047 0.044 Uiso 1 1 d R . . C24 C 0.3903(5) 0.3545(3) 0.6950(2) 0.0292(8) Uani 1 1 d . . . H24 H 0.3580 0.3659 0.7457 0.035 Uiso 1 1 d R . . C25 C 0.3522(4) 0.4037(3) 0.6346(2) 0.0235(7) Uani 1 1 d . . . C26 C 0.2694(4) 0.4925(3) 0.6208(2) 0.0252(7) Uani 1 1 d . . . C27 C 0.1762(4) 0.6421(2) 0.4661(2) 0.0177(6) Uani 1 1 d . . . C28 C 0.0718(5) 0.7678(4) 0.3775(3) 0.0349(9) Uani 1 1 d . . . H28A H 0.1379 0.7392 0.3389 0.042 Uiso 1 1 d R . . H28B H -0.0369 0.7515 0.3629 0.042 Uiso 1 1 d R . . C29 C 0.0891(6) 0.8714(4) 0.3773(3) 0.0392(10) Uani 1 1 d . . . H29A H 0.0157 0.9002 0.4114 0.059 Uiso 1 1 d R . . H29B H 0.0695 0.8951 0.3245 0.059 Uiso 1 1 d R . . H29C H 0.1946 0.8877 0.3956 0.059 Uiso 1 1 d R . . C30 C 0.2047(5) 0.5448(3) 0.6864(2) 0.0301(8) Uani 1 1 d . . . H30A H 0.2098 0.6128 0.6767 0.045 Uiso 1 1 d R . . H30B H 0.2653 0.5297 0.7342 0.045 Uiso 1 1 d R . . H30C H 0.0970 0.5262 0.6917 0.045 Uiso 1 1 d R . . Ni2 Ni 0.84227(5) 0.97590(3) 0.04319(3) 0.02351(12) Uani 1 1 d . . . S3 S 0.76355(10) 1.10134(7) 0.11720(5) 0.02054(18) Uani 1 1 d . . . S4 S 0.66059(11) 0.86110(7) 0.07124(6) 0.0269(2) Uani 1 1 d . . . O31 O 0.9217(3) 0.8976(2) -0.06674(16) 0.0237(5) Uani 1 1 d . . . O41 O 1.0720(3) 1.0395(2) 0.03341(18) 0.0277(6) Uani 1 1 d . . . N32 N 0.7517(4) 1.0545(2) -0.04783(18) 0.0213(6) Uani 1 1 d . . . N33 N 0.6864(3) 1.1390(2) -0.0340(2) 0.0225(6) Uani 1 1 d . . . N34 N 0.6147(4) 1.2493(2) 0.0515(2) 0.0236(6) Uani 1 1 d . . . H34A H 0.5914 1.2865 0.0120 0.028 Uiso 1 1 d R . . N42 N 0.9880(4) 0.8924(2) 0.1081(2) 0.0265(7) Uani 1 1 d . . . N43 N 0.9392(4) 0.8118(3) 0.1427(2) 0.0269(7) Uani 1 1 d . . . N44 N 0.7299(4) 0.7155(2) 0.16203(18) 0.0201(6) Uani 1 1 d . . . H44A H 0.6303 0.7035 0.1581 0.024 Uiso 1 1 d R . . C32 C 1.0004(6) 0.8200(3) -0.0914(3) 0.0356(10) Uani 1 1 d . . . H32 H 1.0540 0.7739 -0.0605 0.043 Uiso 1 1 d R . . C33 C 0.9890(5) 0.8208(4) -0.1717(3) 0.0389(11) Uani 1 1 d . . . H33 H 1.0339 0.7760 -0.2045 0.047 Uiso 1 1 d R . . C34 C 0.8960(5) 0.9006(3) -0.1964(2) 0.0272(8) Uani 1 1 d . . . H34 H 0.8690 0.9181 -0.2483 0.033 Uiso 1 1 d R . . C35 C 0.8614(4) 0.9434(3) -0.1340(2) 0.0223(7) Uani 1 1 d . . . C36 C 0.7766(4) 1.0293(3) -0.1187(2) 0.0212(7) Uani 1 1 d . . . C37 C 0.6825(4) 1.1650(3) 0.0383(2) 0.0226(7) Uani 1 1 d . . . C38 C 0.5809(6) 1.2778(4) 0.1289(3) 0.0395(10) Uani 1 1 d . . . H38A H 0.5018 1.2352 0.1490 0.047 Uiso 1 1 d R . . H38B H 0.6745 1.2731 0.1640 0.047 Uiso 1 1 d R . . C39 C 0.5261(9) 1.3760(5) 0.1287(4) 0.0544(16) Uani 1 1 d . . . H39A H 0.5698 1.4118 0.0867 0.082 Uiso 1 1 d R . . H39B H 0.5566 1.4054 0.1784 0.082 Uiso 1 1 d R . . H39C H 0.4133 1.3756 0.1217 0.082 Uiso 1 1 d R . . C40 C 0.6999(7) 1.0825(4) -0.1874(3) 0.0437(12) Uani 1 1 d . . . H40A H 0.6105 1.1178 -0.1707 0.066 Uiso 1 1 d R . . H40B H 0.6665 1.0384 -0.2286 0.066 Uiso 1 1 d R . . H40C H 0.7757 1.1266 -0.2070 0.066 Uiso 1 1 d R . . C42 C 1.1540(5) 1.1119(3) -0.0036(3) 0.0331(9) Uani 1 1 d . . . H42 H 1.1069 1.1570 -0.0379 0.040 Uiso 1 1 d R . . C43 C 1.3016(8) 1.1102(5) 0.0140(3) 0.0515(14) Uani 1 1 d . . . H43 H 1.3768 1.1535 -0.0022 0.062 Uiso 1 1 d R . . C44 C 1.3306(5) 1.0303(3) 0.0641(3) 0.0301(9) Uani 1 1 d . . . H44 H 1.4256 1.0081 0.0871 0.036 Uiso 1 1 d R . . C45 C 1.1813(4) 0.9931(3) 0.0688(2) 0.0188(7) Uani 1 1 d . . . C46 C 1.1321(5) 0.9110(3) 0.1122(3) 0.0281(8) Uani 1 1 d . . . C47 C 0.7883(4) 0.7960(3) 0.1269(2) 0.0248(7) Uani 1 1 d . . . C48 C 0.8353(6) 0.6483(4) 0.2051(3) 0.0404(11) Uani 1 1 d . . . H48A H 0.8882 0.6810 0.2496 0.049 Uiso 1 1 d R . . H48B H 0.9147 0.6243 0.1712 0.049 Uiso 1 1 d R . . C49 C 0.7407(7) 0.5684(5) 0.2333(4) 0.0497(13) Uani 1 1 d . . . H49A H 0.6580 0.5932 0.2639 0.075 Uiso 1 1 d R . . H49B H 0.8065 0.5262 0.2654 0.075 Uiso 1 1 d R . . H49C H 0.6955 0.5334 0.1888 0.075 Uiso 1 1 d R . . C50 C 1.2482(6) 0.8470(4) 0.1554(3) 0.0415(10) Uani 1 1 d . . . H50A H 1.2039 0.8265 0.2035 0.062 Uiso 1 1 d R . . H50B H 1.3446 0.8813 0.1675 0.062 Uiso 1 1 d R . . H50C H 1.2695 0.7917 0.1237 0.062 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0244(2) 0.0208(2) 0.0223(2) -0.00026(17) 0.00174(17) -0.00007(17) S1 0.0219(4) 0.0208(4) 0.0208(4) -0.0004(3) 0.0008(3) -0.0001(3) S2 0.0290(5) 0.0259(5) 0.0271(4) 0.0004(3) 0.0023(4) -0.0003(4) O11 0.0267(14) 0.0208(11) 0.0215(12) -0.0013(9) 0.0005(10) 0.0016(10) O21 0.0221(12) 0.0194(12) 0.0201(12) 0.0013(10) 0.0011(10) 0.0009(10) N12 0.0064(10) 0.0120(12) 0.0073(10) 0.0000(9) -0.0031(8) 0.0008(9) N13 0.0267(17) 0.0179(14) 0.0210(15) -0.0013(11) 0.0017(13) 0.0005(12) N14 0.0233(16) 0.0246(16) 0.0227(15) 0.0006(12) 0.0014(12) 0.0008(13) N22 0.0190(14) 0.0179(13) 0.0229(14) -0.0011(11) 0.0009(11) -0.0019(11) N23 0.0244(15) 0.0275(17) 0.0271(16) 0.0009(13) 0.0024(12) -0.0010(13) N24 0.0290(17) 0.0258(17) 0.0280(17) 0.0013(13) 0.0056(13) 0.0027(14) C12 0.0215(17) 0.0240(18) 0.0267(17) -0.0011(14) -0.0005(14) -0.0004(14) C13 0.0170(15) 0.0230(18) 0.0212(16) -0.0016(14) -0.0023(12) -0.0021(13) C14 0.028(2) 0.0263(18) 0.0287(19) -0.0021(16) 0.0034(15) 0.0042(15) C15 0.0228(16) 0.0211(18) 0.0229(16) 0.0004(14) 0.0002(13) 0.0029(14) C16 0.0230(15) 0.0274(17) 0.0231(15) -0.0029(13) -0.0014(12) -0.0022(13) C17 0.0162(14) 0.0237(18) 0.0188(15) 0.0016(13) -0.0046(12) 0.0005(13) C18 0.037(2) 0.035(2) 0.034(2) 0.0009(18) 0.0023(18) -0.0076(19) C19 0.044(3) 0.039(2) 0.045(3) 0.000(2) 0.005(2) -0.001(2) C20 0.040(3) 0.030(2) 0.029(2) -0.0018(17) 0.0037(19) 0.0007(19) C22 0.0241(19) 0.0228(19) 0.0186(16) -0.0026(13) 0.0020(14) 0.0016(15) C23 0.040(3) 0.033(2) 0.038(3) 0.0006(19) 0.005(2) 0.003(2) C24 0.031(2) 0.0289(19) 0.0275(19) 0.0007(16) 0.0001(15) -0.0013(16) C25 0.0199(15) 0.0247(17) 0.0260(17) -0.0010(14) 0.0028(13) 0.0019(13) C26 0.0243(16) 0.0213(17) 0.0300(18) 0.0003(13) 0.0010(14) 0.0016(13) C27 0.0153(14) 0.0180(15) 0.0196(15) 0.0016(12) -0.0009(11) 0.0028(12) C28 0.0297(19) 0.041(3) 0.034(2) -0.0012(19) -0.0031(16) -0.0025(18) C29 0.041(3) 0.041(3) 0.036(2) 0.000(2) 0.0033(19) -0.001(2) C30 0.031(2) 0.031(2) 0.0282(19) -0.0004(16) 0.0029(16) 0.0005(17) Ni2 0.0231(2) 0.0223(2) 0.0250(2) 0.00023(17) 0.00075(17) -0.00009(18) S3 0.0202(4) 0.0214(4) 0.0200(4) -0.0001(3) 0.0011(3) 0.0004(3) S4 0.0248(4) 0.0264(5) 0.0294(5) -0.0003(4) 0.0009(3) -0.0005(3) O31 0.0230(12) 0.0250(14) 0.0231(13) 0.0003(11) 0.0009(10) 0.0012(10) O41 0.0247(12) 0.0259(13) 0.0323(15) 0.0001(11) -0.0008(11) -0.0030(11) N32 0.0197(14) 0.0240(16) 0.0201(14) 0.0011(12) 0.0002(11) -0.0005(12) N33 0.0180(12) 0.0221(15) 0.0274(16) -0.0017(12) 0.0013(11) 0.0014(11) N34 0.0248(15) 0.0218(15) 0.0243(16) 0.0013(12) 0.0023(12) -0.0007(12) N42 0.0261(15) 0.0237(15) 0.0298(17) 0.0014(13) 0.0027(13) 0.0012(12) N43 0.0232(15) 0.0266(17) 0.0306(17) 0.0018(14) 0.0001(13) 0.0012(13) N44 0.0184(14) 0.0208(14) 0.0210(14) 0.0007(12) 0.0012(11) -0.0014(11) C32 0.037(2) 0.033(2) 0.037(2) -0.0003(19) 0.0027(19) -0.0001(18) C33 0.0271(18) 0.042(3) 0.047(3) -0.003(2) 0.0031(18) 0.0059(18) C34 0.0235(18) 0.031(2) 0.0276(19) -0.0002(16) 0.0014(14) 0.0011(16) C35 0.0211(16) 0.0224(17) 0.0233(16) -0.0009(14) 0.0006(13) -0.0022(14) C36 0.0186(15) 0.0229(17) 0.0217(15) 0.0003(13) -0.0019(12) -0.0027(13) C37 0.0189(16) 0.025(2) 0.0235(17) -0.0012(14) 0.0019(13) -0.0034(13) C38 0.034(2) 0.043(3) 0.041(3) 0.001(2) -0.0015(18) -0.0015(19) C39 0.059(4) 0.053(3) 0.050(3) 0.000(3) -0.001(3) 0.001(3) C40 0.048(3) 0.041(3) 0.043(3) 0.002(2) 0.005(2) 0.002(2) C42 0.033(2) 0.030(2) 0.037(2) 0.0024(17) 0.0003(17) -0.0004(16) C43 0.056(4) 0.050(3) 0.048(3) 0.003(3) 0.003(3) 0.000(3) C44 0.0270(19) 0.029(2) 0.033(2) 0.0029(17) -0.0020(16) 0.0014(15) C45 0.0180(14) 0.0182(16) 0.0197(16) 0.0018(13) -0.0019(12) 0.0031(12) C46 0.0261(17) 0.0254(17) 0.032(2) 0.0004(15) -0.0005(15) 0.0001(14) C47 0.0203(15) 0.0248(18) 0.0291(19) 0.0004(14) 0.0011(13) 0.0015(13) C48 0.035(2) 0.046(3) 0.040(2) 0.001(2) 0.0010(18) -0.002(2) C49 0.048(3) 0.051(3) 0.049(3) 0.005(3) -0.001(2) -0.003(3) C50 0.041(2) 0.041(2) 0.042(2) 0.0035(19) -0.0007(18) 0.0011(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 Ni1 N22 1.990(3) . y Ni1 N12 2.032(3) . y Ni1 O11 2.284(3) . y Ni1 S2 2.2902(11) . y Ni1 S1 2.3109(10) . y Ni1 O21 2.341(3) . y S1 C17 1.736(4) . ? S2 C27 1.757(4) . ? O11 C12 1.328(5) . ? O11 C15 1.339(5) . ? O21 C25 1.395(4) . ? O21 C22 1.398(5) . ? N12 C16 1.245(4) . ? N12 N13 1.392(4) . ? N13 C17 1.334(5) . ? N14 C17 1.364(5) . ? N14 C18 1.425(6) . ? N14 H14A 0.8800 . ? N22 C26 1.346(5) . ? N22 N23 1.362(5) . ? N23 C27 1.362(5) . ? N24 C27 1.329(5) . ? N24 C28 1.505(6) . ? N24 H24A 0.8800 . ? C12 C13 1.400(5) . ? C12 H12 0.9500 . ? C13 C14 1.410(5) . ? C13 H13 0.9500 . ? C14 C15 1.475(6) . ? C14 H14 0.9500 . ? C15 C16 1.417(5) . ? C16 C20 1.579(6) . ? C18 C19 1.500(8) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C22 C23 1.368(6) . ? C22 H22 0.9500 . ? C23 C24 1.489(6) . ? C23 H23 0.9500 . ? C24 C25 1.286(6) . ? C24 H24 0.9500 . ? C25 C26 1.463(5) . ? C26 C30 1.492(5) . ? C28 C29 1.477(7) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? Ni2 N42 2.028(4) . y Ni2 N32 2.052(3) . y Ni2 O41 2.202(3) . y Ni2 S3 2.3163(10) . y Ni2 S4 2.3348(11) . y Ni2 O31 2.339(3) . y S3 C37 1.753(4) . ? S4 C47 1.700(4) . ? O31 C32 1.375(5) . ? O31 C35 1.409(5) . ? O41 C45 1.283(4) . ? O41 C42 1.421(5) . ? N32 C36 1.306(5) . ? N32 N33 1.353(4) . ? N33 C37 1.308(5) . ? N34 C37 1.357(5) . ? N34 C38 1.445(6) . ? N34 H34A 0.8800 . ? N42 C46 1.276(5) . ? N42 N43 1.367(5) . ? N43 C47 1.342(5) . ? N44 C47 1.402(5) . ? N44 C48 1.492(6) . ? N44 H44A 0.8800 . ? C32 C33 1.389(7) . ? C32 H32 0.9500 . ? C33 C34 1.442(6) . ? C33 H33 0.9500 . ? C34 C35 1.288(6) . ? C34 H34 0.9500 . ? C35 C36 1.454(6) . ? C36 C40 1.532(6) . ? C38 C39 1.471(8) . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C42 C43 1.301(8) . ? C42 H42 0.9500 . ? C43 C44 1.440(8) . ? C43 H43 0.9500 . ? C44 C45 1.405(6) . ? C44 H44 0.9500 . ? C45 C46 1.462(5) . ? C46 C50 1.523(6) . ? C48 C49 1.496(8) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? 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 N22 Ni1 N12 161.99(11) . . y N22 Ni1 O11 91.37(11) . . y N12 Ni1 O11 74.97(10) . . y N22 Ni1 S2 84.00(10) . . y N12 Ni1 S2 107.84(8) . . y O11 Ni1 S2 92.37(8) . . y N22 Ni1 S1 106.61(9) . . y N12 Ni1 S1 84.56(8) . . y O11 Ni1 S1 157.78(8) . . y S2 Ni1 S1 102.21(4) . . y N22 Ni1 O21 75.21(12) . . y N12 Ni1 O21 90.61(10) . . y O11 Ni1 O21 79.89(10) . . y S2 Ni1 O21 157.54(7) . . y S1 Ni1 O21 91.96(7) . . y C17 S1 Ni1 94.38(13) . . ? C27 S2 Ni1 95.49(12) . . ? C12 O11 C15 114.5(3) . . ? C12 O11 Ni1 137.8(3) . . ? C15 O11 Ni1 107.2(2) . . ? C25 O21 C22 105.9(3) . . ? C25 O21 Ni1 110.0(2) . . ? C22 O21 Ni1 143.1(2) . . ? C16 N12 N13 117.5(3) . . ? C16 N12 Ni1 121.6(2) . . ? N13 N12 Ni1 120.7(2) . . ? C17 N13 N12 112.7(3) . . ? C17 N14 C18 128.3(4) . . ? C17 N14 H14A 114.9 . . ? C18 N14 H14A 116.7 . . ? C26 N22 N23 114.3(3) . . ? C26 N22 Ni1 121.8(3) . . ? N23 N22 Ni1 123.9(2) . . ? N22 N23 C27 112.3(3) . . ? C27 N24 C28 122.8(4) . . ? C27 N24 H24A 119.0 . . ? C28 N24 H24A 118.1 . . ? O11 C12 C13 105.2(3) . . ? O11 C12 H12 127.7 . . ? C13 C12 H12 127.2 . . ? C12 C13 C14 111.1(3) . . ? C12 C13 H13 123.7 . . ? C14 C13 H13 125.2 . . ? C13 C14 C15 102.7(3) . . ? C13 C14 H14 128.3 . . ? C15 C14 H14 129.0 . . ? O11 C15 C16 119.9(3) . . ? O11 C15 C14 106.4(3) . . ? C16 C15 C14 133.7(3) . . ? N12 C16 C15 116.1(3) . . ? N12 C16 C20 124.1(3) . . ? C15 C16 C20 119.8(3) . . ? N13 C17 N14 113.7(3) . . ? N13 C17 S1 127.3(3) . . ? N14 C17 S1 118.6(3) . . ? N14 C18 C19 111.7(4) . . ? N14 C18 H18A 110.0 . . ? C19 C18 H18A 108.8 . . ? N14 C18 H18B 108.5 . . ? C19 C18 H18B 110.2 . . ? H18A C18 H18B 107.6 . . ? C18 C19 H19A 110.8 . . ? C18 C19 H19B 107.9 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.6 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 110.2 . . ? C16 C20 H20B 107.7 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 110.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C23 C22 O21 109.6(3) . . ? C23 C22 H22 124.3 . . ? O21 C22 H22 126.0 . . ? C22 C23 C24 104.1(4) . . ? C22 C23 H23 128.5 . . ? C24 C23 H23 127.2 . . ? C25 C24 C23 108.1(4) . . ? C25 C24 H24 125.7 . . ? C23 C24 H24 126.2 . . ? C24 C25 O21 111.4(4) . . ? C24 C25 C26 134.6(4) . . ? O21 C25 C26 113.7(3) . . ? N22 C26 C25 117.9(3) . . ? N22 C26 C30 121.7(3) . . ? C25 C26 C30 120.4(4) . . ? N24 C27 N23 115.3(3) . . ? N24 C27 S2 120.6(3) . . ? N23 C27 S2 124.1(3) . . ? N24 C28 C29 110.5(4) . . ? N24 C28 H28A 108.8 . . ? C29 C28 H28A 110.1 . . ? N24 C28 H28B 110.2 . . ? C29 C28 H28B 109.1 . . ? H28A C28 H28B 108.1 . . ? C28 C29 H29A 110.1 . . ? C28 C29 H29B 109.3 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.1 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C26 C30 H30A 109.6 . . ? C26 C30 H30B 109.1 . . ? H30A C30 H30B 109.5 . . ? C26 C30 H30C 109.7 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N42 Ni2 N32 160.84(13) . . y N42 Ni2 O41 75.03(13) . . y N32 Ni2 O41 91.70(12) . . y N42 Ni2 S3 109.59(11) . . y N32 Ni2 S3 84.04(10) . . y O41 Ni2 S3 91.33(9) . . y N42 Ni2 S4 83.42(10) . . y N32 Ni2 S4 107.65(10) . . y O41 Ni2 S4 157.69(8) . . y S3 Ni2 S4 101.41(4) . . y N42 Ni2 O31 88.40(12) . . y N32 Ni2 O31 75.50(12) . . y O41 Ni2 O31 79.89(11) . . y S3 Ni2 O31 157.36(8) . . y S4 Ni2 O31 94.02(8) . . y C37 S3 Ni2 94.71(14) . . ? C47 S4 Ni2 93.98(14) . . ? C32 O31 C35 106.3(3) . . ? C32 O31 Ni2 143.6(3) . . ? C35 O31 Ni2 110.0(2) . . ? C45 O41 C42 102.1(3) . . ? C45 O41 Ni2 113.8(2) . . ? C42 O41 Ni2 143.8(3) . . ? C36 N32 N33 120.0(3) . . ? C36 N32 Ni2 119.8(3) . . ? N33 N32 Ni2 119.5(2) . . ? C37 N33 N32 116.9(3) . . ? C37 N34 C38 121.0(4) . . ? C37 N34 H34A 118.7 . . ? C38 N34 H34A 120.3 . . ? C46 N42 N43 118.3(3) . . ? C46 N42 Ni2 119.3(3) . . ? N43 N42 Ni2 122.2(3) . . ? C47 N43 N42 111.8(3) . . ? C47 N44 C48 120.7(3) . . ? C47 N44 H44A 120.0 . . ? C48 N44 H44A 119.3 . . ? C33 C32 O31 107.1(4) . . ? C33 C32 H32 125.1 . . ? O31 C32 H32 127.8 . . ? C32 C33 C34 108.1(4) . . ? C32 C33 H33 125.8 . . ? C34 C33 H33 126.1 . . ? C35 C34 C33 105.9(4) . . ? C35 C34 H34 127.9 . . ? C33 C34 H34 126.2 . . ? C34 C35 O31 112.5(4) . . ? C34 C35 C36 133.6(4) . . ? O31 C35 C36 113.8(3) . . ? N32 C36 C35 120.7(3) . . ? N32 C36 C40 120.6(4) . . ? C35 C36 C40 118.3(4) . . ? N33 C37 N34 116.4(4) . . ? N33 C37 S3 124.8(3) . . ? N34 C37 S3 118.8(3) . . ? C39 C38 N34 110.1(5) . . ? C39 C38 H38A 110.4 . . ? N34 C38 H38A 109.5 . . ? C39 C38 H38B 108.6 . . ? N34 C38 H38B 110.5 . . ? H38A C38 H38B 107.8 . . ? C38 C39 H39A 110.8 . . ? C38 C39 H39B 109.2 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 108.4 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C36 C40 H40A 109.8 . . ? C36 C40 H40B 110.5 . . ? H40A C40 H40B 109.5 . . ? C36 C40 H40C 108.1 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C43 C42 O41 113.0(5) . . ? C43 C42 H42 123.0 . . ? O41 C42 H42 124.0 . . ? C42 C43 C44 107.1(5) . . ? C42 C43 H43 127.0 . . ? C44 C43 H43 125.9 . . ? C45 C44 C43 101.4(4) . . ? C45 C44 H44 129.2 . . ? C43 C44 H44 129.3 . . ? O41 C45 C44 116.1(3) . . ? O41 C45 C46 115.1(3) . . ? C44 C45 C46 128.7(3) . . ? N42 C46 C45 116.7(4) . . ? N42 C46 C50 121.6(4) . . ? C45 C46 C50 121.5(4) . . ? N43 C47 N44 114.7(3) . . ? N43 C47 S4 128.6(3) . . ? N44 C47 S4 116.7(3) . . ? N44 C48 C49 108.3(4) . . ? N44 C48 H48A 109.7 . . ? C49 C48 H48A 109.9 . . ? N44 C48 H48B 110.5 . . ? C49 C48 H48B 110.1 . . ? H48A C48 H48B 108.4 . . ? C48 C49 H49A 109.5 . . ? C48 C49 H49B 109.6 . . ? H49A C49 H49B 109.5 . . ? C48 C49 H49C 109.3 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C46 C50 H50A 108.4 . . ? C46 C50 H50B 110.1 . . ? H50A C50 H50B 109.5 . . ? C46 C50 H50C 109.9 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? 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 N22 Ni1 S1 C17 -167.72(15) . . . . ? N12 Ni1 S1 C17 -2.14(13) . . . . ? O11 Ni1 S1 C17 -24.9(2) . . . . ? S2 Ni1 S1 C17 104.97(12) . . . . ? O21 Ni1 S1 C17 -92.57(13) . . . . ? N22 Ni1 S2 C27 -0.65(15) . . . . ? N12 Ni1 S2 C27 -166.75(14) . . . . ? O11 Ni1 S2 C27 -91.78(14) . . . . ? S1 Ni1 S2 C27 105.10(12) . . . . ? O21 Ni1 S2 C27 -22.9(2) . . . . ? N22 Ni1 O11 C12 -18.4(4) . . . . ? N12 Ni1 O11 C12 173.5(4) . . . . ? S2 Ni1 O11 C12 65.7(4) . . . . ? S1 Ni1 O11 C12 -162.9(3) . . . . ? O21 Ni1 O11 C12 -93.1(4) . . . . ? N22 Ni1 O11 C15 170.5(2) . . . . ? N12 Ni1 O11 C15 2.4(2) . . . . ? S2 Ni1 O11 C15 -105.4(2) . . . . ? S1 Ni1 O11 C15 26.0(4) . . . . ? O21 Ni1 O11 C15 95.8(2) . . . . ? N22 Ni1 O21 C25 10.1(2) . . . . ? N12 Ni1 O21 C25 178.9(2) . . . . ? O11 Ni1 O21 C25 104.2(2) . . . . ? S2 Ni1 O21 C25 33.0(4) . . . . ? S1 Ni1 O21 C25 -96.6(2) . . . . ? N22 Ni1 O21 C22 176.6(4) . . . . ? N12 Ni1 O21 C22 -14.6(4) . . . . ? O11 Ni1 O21 C22 -89.3(4) . . . . ? S2 Ni1 O21 C22 -160.5(3) . . . . ? S1 Ni1 O21 C22 69.9(4) . . . . ? N22 Ni1 N12 C16 -41.1(5) . . . . ? O11 Ni1 N12 C16 0.7(3) . . . . ? S2 Ni1 N12 C16 88.4(3) . . . . ? S1 Ni1 N12 C16 -170.5(3) . . . . ? O21 Ni1 N12 C16 -78.6(3) . . . . ? N22 Ni1 N12 N13 134.4(4) . . . . ? O11 Ni1 N12 N13 176.2(2) . . . . ? S2 Ni1 N12 N13 -96.2(2) . . . . ? S1 Ni1 N12 N13 4.9(2) . . . . ? O21 Ni1 N12 N13 96.8(2) . . . . ? C16 N12 N13 C17 169.6(3) . . . . ? Ni1 N12 N13 C17 -6.0(4) . . . . ? N12 Ni1 N22 C26 -47.7(5) . . . . ? O11 Ni1 N22 C26 -87.8(3) . . . . ? S2 Ni1 N22 C26 180.0(3) . . . . ? S1 Ni1 N22 C26 79.0(3) . . . . ? O21 Ni1 N22 C26 -8.6(3) . . . . ? N12 Ni1 N22 N23 136.0(4) . . . . ? O11 Ni1 N22 N23 96.0(3) . . . . ? S2 Ni1 N22 N23 3.7(3) . . . . ? S1 Ni1 N22 N23 -97.3(3) . . . . ? O21 Ni1 N22 N23 175.1(3) . . . . ? C26 N22 N23 C27 177.7(3) . . . . ? Ni1 N22 N23 C27 -5.8(4) . . . . ? C15 O11 C12 C13 -2.2(4) . . . . ? Ni1 O11 C12 C13 -172.8(3) . . . . ? O11 C12 C13 C14 0.3(5) . . . . ? C12 C13 C14 C15 1.4(5) . . . . ? C12 O11 C15 C16 -178.7(3) . . . . ? Ni1 O11 C15 C16 -5.2(4) . . . . ? C12 O11 C15 C14 3.1(4) . . . . ? Ni1 O11 C15 C14 176.5(2) . . . . ? C13 C14 C15 O11 -2.6(4) . . . . ? C13 C14 C15 C16 179.5(4) . . . . ? N13 N12 C16 C15 -179.3(3) . . . . ? Ni1 N12 C16 C15 -3.7(5) . . . . ? N13 N12 C16 C20 -1.4(5) . . . . ? Ni1 N12 C16 C20 174.2(3) . . . . ? O11 C15 C16 N12 6.3(5) . . . . ? C14 C15 C16 N12 -176.0(4) . . . . ? O11 C15 C16 C20 -171.7(3) . . . . ? C14 C15 C16 C20 6.0(7) . . . . ? N12 N13 C17 N14 176.4(3) . . . . ? N12 N13 C17 S1 3.8(5) . . . . ? C18 N14 C17 N13 -8.5(6) . . . . ? C18 N14 C17 S1 164.9(4) . . . . ? Ni1 S1 C17 N13 -0.2(3) . . . . ? Ni1 S1 C17 N14 -172.6(3) . . . . ? C17 N14 C18 C19 79.8(5) . . . . ? C25 O21 C22 C23 -8.4(5) . . . . ? Ni1 O21 C22 C23 -175.2(3) . . . . ? O21 C22 C23 C24 9.6(5) . . . . ? C22 C23 C24 C25 -7.6(5) . . . . ? C23 C24 C25 O21 2.7(5) . . . . ? C23 C24 C25 C26 -170.7(4) . . . . ? C22 O21 C25 C24 3.3(4) . . . . ? Ni1 O21 C25 C24 174.9(3) . . . . ? C22 O21 C25 C26 178.1(3) . . . . ? Ni1 O21 C25 C26 -10.3(4) . . . . ? N23 N22 C26 C25 -177.6(3) . . . . ? Ni1 N22 C26 C25 5.8(5) . . . . ? N23 N22 C26 C30 1.6(5) . . . . ? Ni1 N22 C26 C30 -175.0(3) . . . . ? C24 C25 C26 N22 177.6(4) . . . . ? O21 C25 C26 N22 4.4(5) . . . . ? C24 C25 C26 C30 -1.6(7) . . . . ? O21 C25 C26 C30 -174.8(3) . . . . ? C28 N24 C27 N23 -167.2(4) . . . . ? C28 N24 C27 S2 13.1(5) . . . . ? N22 N23 C27 N24 -174.6(3) . . . . ? N22 N23 C27 S2 5.0(5) . . . . ? Ni1 S2 C27 N24 177.3(3) . . . . ? Ni1 S2 C27 N23 -2.2(3) . . . . ? C27 N24 C28 C29 -150.5(4) . . . . ? N42 Ni2 S3 C37 167.71(16) . . . . ? N32 Ni2 S3 C37 1.57(15) . . . . ? O41 Ni2 S3 C37 93.14(14) . . . . ? S4 Ni2 S3 C37 -105.29(12) . . . . ? O31 Ni2 S3 C37 26.8(2) . . . . ? N42 Ni2 S4 C47 1.36(17) . . . . ? N32 Ni2 S4 C47 165.33(17) . . . . ? O41 Ni2 S4 C47 16.3(3) . . . . ? S3 Ni2 S4 C47 -107.37(14) . . . . ? O31 Ni2 S4 C47 89.28(16) . . . . ? N42 Ni2 O31 C32 12.8(5) . . . . ? N32 Ni2 O31 C32 -177.7(5) . . . . ? O41 Ni2 O31 C32 87.9(5) . . . . ? S3 Ni2 O31 C32 156.4(4) . . . . ? S4 Ni2 O31 C32 -70.5(5) . . . . ? N42 Ni2 O31 C35 -171.6(2) . . . . ? N32 Ni2 O31 C35 -2.1(2) . . . . ? O41 Ni2 O31 C35 -96.5(2) . . . . ? S3 Ni2 O31 C35 -28.0(4) . . . . ? S4 Ni2 O31 C35 105.1(2) . . . . ? N42 Ni2 O41 C45 2.7(3) . . . . ? N32 Ni2 O41 C45 -163.3(3) . . . . ? S3 Ni2 O41 C45 112.6(3) . . . . ? S4 Ni2 O41 C45 -12.7(4) . . . . ? O31 Ni2 O41 C45 -88.4(3) . . . . ? N42 Ni2 O41 C42 175.3(5) . . . . ? N32 Ni2 O41 C42 9.3(5) . . . . ? S3 Ni2 O41 C42 -74.8(5) . . . . ? S4 Ni2 O41 C42 159.9(4) . . . . ? O31 Ni2 O41 C42 84.2(5) . . . . ? N42 Ni2 N32 C36 33.2(6) . . . . ? O41 Ni2 N32 C36 78.6(3) . . . . ? S3 Ni2 N32 C36 169.8(3) . . . . ? S4 Ni2 N32 C36 -90.1(3) . . . . ? O31 Ni2 N32 C36 -0.5(3) . . . . ? N42 Ni2 N32 N33 -137.1(4) . . . . ? O41 Ni2 N32 N33 -91.7(3) . . . . ? S3 Ni2 N32 N33 -0.6(2) . . . . ? S4 Ni2 N32 N33 99.6(3) . . . . ? O31 Ni2 N32 N33 -170.8(3) . . . . ? C36 N32 N33 C37 -171.6(3) . . . . ? Ni2 N32 N33 C37 -1.3(4) . . . . ? N32 Ni2 N42 C46 46.0(6) . . . . ? O41 Ni2 N42 C46 -1.5(3) . . . . ? S3 Ni2 N42 C46 -87.5(3) . . . . ? S4 Ni2 N42 C46 172.7(3) . . . . ? O31 Ni2 N42 C46 78.5(3) . . . . ? N32 Ni2 N42 N43 -128.4(4) . . . . ? O41 Ni2 N42 N43 -175.8(3) . . . . ? S3 Ni2 N42 N43 98.2(3) . . . . ? S4 Ni2 N42 N43 -1.6(3) . . . . ? O31 Ni2 N42 N43 -95.9(3) . . . . ? C46 N42 N43 C47 -173.3(4) . . . . ? Ni2 N42 N43 C47 1.1(5) . . . . ? C35 O31 C32 C33 0.9(5) . . . . ? Ni2 O31 C32 C33 176.6(3) . . . . ? O31 C32 C33 C34 -1.7(5) . . . . ? C32 C33 C34 C35 1.8(5) . . . . ? C33 C34 C35 O31 -1.2(5) . . . . ? C33 C34 C35 C36 177.3(4) . . . . ? C32 O31 C35 C34 0.2(5) . . . . ? Ni2 O31 C35 C34 -177.1(3) . . . . ? C32 O31 C35 C36 -178.6(3) . . . . ? Ni2 O31 C35 C36 4.1(4) . . . . ? N33 N32 C36 C35 173.4(3) . . . . ? Ni2 N32 C36 C35 3.1(4) . . . . ? N33 N32 C36 C40 -14.4(5) . . . . ? Ni2 N32 C36 C40 175.3(3) . . . . ? C34 C35 C36 N32 176.5(4) . . . . ? O31 C35 C36 N32 -5.0(5) . . . . ? C34 C35 C36 C40 4.1(7) . . . . ? O31 C35 C36 C40 -177.3(4) . . . . ? N32 N33 C37 N34 -179.1(3) . . . . ? N32 N33 C37 S3 3.3(5) . . . . ? C38 N34 C37 N33 169.6(4) . . . . ? C38 N34 C37 S3 -12.7(5) . . . . ? Ni2 S3 C37 N33 -3.2(3) . . . . ? Ni2 S3 C37 N34 179.3(3) . . . . ? C37 N34 C38 C39 172.9(4) . . . . ? C45 O41 C42 C43 -3.9(5) . . . . ? Ni2 O41 C42 C43 -177.0(4) . . . . ? O41 C42 C43 C44 2.3(7) . . . . ? C42 C43 C44 C45 0.2(6) . . . . ? C42 O41 C45 C44 4.1(5) . . . . ? Ni2 O41 C45 C44 179.7(3) . . . . ? C42 O41 C45 C46 -178.9(4) . . . . ? Ni2 O41 C45 C46 -3.4(4) . . . . ? C43 C44 C45 O41 -2.9(5) . . . . ? C43 C44 C45 C46 -179.4(4) . . . . ? N43 N42 C46 C45 174.8(3) . . . . ? Ni2 N42 C46 C45 0.2(5) . . . . ? N43 N42 C46 C50 -1.1(6) . . . . ? Ni2 N42 C46 C50 -175.7(3) . . . . ? O41 C45 C46 N42 2.3(6) . . . . ? C44 C45 C46 N42 178.8(4) . . . . ? O41 C45 C46 C50 178.2(4) . . . . ? C44 C45 C46 C50 -5.3(7) . . . . ? N42 N43 C47 N44 -178.7(3) . . . . ? N42 N43 C47 S4 0.6(6) . . . . ? C48 N44 C47 N43 -7.1(6) . . . . ? C48 N44 C47 S4 173.6(3) . . . . ? Ni2 S4 C47 N43 -1.6(4) . . . . ? Ni2 S4 C47 N44 177.7(3) . . . . ? C47 N44 C48 C49 -177.9(4) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N24 H24A S1 0.88 2.72 3.434(4) 138.6 2_556 N34 H34A S4 0.88 2.76 3.492(4) 141.1 2_655 _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 26.45 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.873 _refine_diff_density_min -0.521 _refine_diff_density_rms 0.091 #---END data_3 _database_code_depnum_ccdc_archive 'CCDC 771690' #CCDC no. 771690 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H24 N6 Ni O2 S2' _chemical_formula_sum 'C26 H24 N6 Ni O2 S2' _chemical_formula_weight 575.34 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' Ni Ni 0.3393 1.1124 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 2/c' _symmetry_Int_Tables_number 15 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 40.740(2) _cell_length_b 18.3113(10) _cell_length_c 11.8250(7) _cell_angle_alpha 90.00 _cell_angle_beta 100.677(2) _cell_angle_gamma 90.00 _cell_volume 8668.8(8) _cell_formula_units_Z 12 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1906 _cell_measurement_theta_min 2.3765 _cell_measurement_theta_max 26.3485 _exptl_crystal_description prism _exptl_crystal_colour black _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3576 _exptl_absorpt_coefficient_mu 0.849 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8095 _exptl_absorpt_correction_T_max 0.8904 _exptl_absorpt_process_details SADABS _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 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 92858 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0229 _diffrn_reflns_limit_h_min -50 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.02 _diffrn_reflns_theta_max 26.38 _reflns_number_total 8881 _reflns_number_gt 7487 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^+4.9154P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8881 _refine_ls_number_parameters 501 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0364 _refine_ls_R_factor_gt 0.0296 _refine_ls_wR_factor_ref 0.0766 _refine_ls_wR_factor_gt 0.0746 _refine_ls_goodness_of_fit_ref 1.074 _refine_ls_restrained_S_all 1.074 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni -0.176973(5) 0.285224(12) 0.802723(18) 0.01609(6) Uani 1 1 d . . . S1 S -0.157516(11) 0.37749(2) 0.70043(4) 0.02170(10) Uani 1 1 d . . . S2 S -0.223907(10) 0.24820(2) 0.67483(4) 0.01753(10) Uani 1 1 d . . . O11 O -0.19645(3) 0.23036(6) 0.95767(10) 0.0208(3) Uani 1 1 d . . . O21 O -0.12805(3) 0.26983(7) 0.92605(11) 0.0256(3) Uani 1 1 d . . . N12 N -0.18887(3) 0.36802(8) 0.90046(12) 0.0172(3) Uani 1 1 d . . . N13 N -0.18144(3) 0.44035(8) 0.87864(12) 0.0188(3) Uani 1 1 d . . . N14 N -0.15430(4) 0.51411(8) 0.76656(12) 0.0203(3) Uani 1 1 d . . . H14A H -0.1409 0.5142 0.7154 0.024 Uiso 1 1 d R . . N22 N -0.15625(3) 0.19670(8) 0.74464(12) 0.0166(3) Uani 1 1 d . . . N23 N -0.17156(3) 0.15980(8) 0.64633(12) 0.0169(3) Uani 1 1 d . . . N24 N -0.22118(3) 0.14926(8) 0.51609(12) 0.0188(3) Uani 1 1 d . . . H24A H -0.2395 0.1666 0.4928 0.023 Uiso 1 1 d R . . C11 C -0.20017(4) 0.16522(10) 1.01101(16) 0.0246(4) Uani 1 1 d . . . H11 H -0.1938 0.1251 0.9782 0.029 Uiso 1 1 d R . . C12 C -0.21218(4) 0.17651(10) 1.10808(16) 0.0250(4) Uani 1 1 d . . . H12 H -0.2164 0.1411 1.1589 0.030 Uiso 1 1 d R . . C13 C -0.21675(4) 0.25307(10) 1.11714(15) 0.0221(4) Uani 1 1 d . . . H13 H -0.2243 0.2784 1.1764 0.027 Uiso 1 1 d R . . C14 C -0.20694(4) 0.28407(9) 1.02479(14) 0.0176(3) Uani 1 1 d . . . C15 C -0.20342(4) 0.35853(9) 0.98837(14) 0.0173(3) Uani 1 1 d . . . C16 C -0.16575(4) 0.44703(9) 0.79078(14) 0.0177(3) Uani 1 1 d . . . C17 C -0.15867(4) 0.58414(9) 0.81077(14) 0.0188(4) Uani 1 1 d . . . C18 C -0.18260(4) 0.60300(10) 0.87634(15) 0.0221(4) Uani 1 1 d . . . H18 H -0.1950 0.5698 0.8960 0.027 Uiso 1 1 d R . . C19 C -0.18538(4) 0.67578(10) 0.90924(15) 0.0241(4) Uani 1 1 d . . . H19 H -0.2025 0.6886 0.9524 0.029 Uiso 1 1 d R . . C21 C -0.10925(5) 0.29786(12) 1.02489(17) 0.0348(5) Uani 1 1 d . . . H21 H -0.1172 0.3423 1.0521 0.042 Uiso 1 1 d R . . C22 C -0.08102(5) 0.25908(12) 1.05489(17) 0.0355(5) Uani 1 1 d . . . H22 H -0.0630 0.2693 1.1218 0.043 Uiso 1 1 d R . . C23 C -0.08163(5) 0.20368(11) 0.97064(16) 0.0283(4) Uani 1 1 d . . . H23 H -0.0660 0.1716 0.9673 0.034 Uiso 1 1 d R . . C24 C -0.11056(4) 0.21131(10) 0.89405(15) 0.0203(4) Uani 1 1 d . . . C25 C -0.12677(4) 0.17292(9) 0.79219(15) 0.0187(4) Uani 1 1 d . . . C26 C -0.20243(4) 0.18171(9) 0.61105(14) 0.0158(3) Uani 1 1 d . . . C27 C -0.21362(4) 0.09428(9) 0.44221(14) 0.0175(3) Uani 1 1 d . . . C28 C -0.24007(4) 0.07055(9) 0.35728(14) 0.0195(4) Uani 1 1 d . . . H28 H -0.2609 0.0902 0.3515 0.023 Uiso 1 1 d R . . C29 C -0.23499(5) 0.01803(10) 0.27844(15) 0.0237(4) Uani 1 1 d . . . H29 H -0.2528 0.0014 0.2237 0.028 Uiso 1 1 d R . . C110 C -0.16517(5) 0.72904(10) 0.87710(16) 0.0261(4) Uani 1 1 d . . . H110 H -0.1675 0.7759 0.8983 0.031 Uiso 1 1 d R . . C111 C -0.14111(5) 0.70994(10) 0.81264(16) 0.0273(4) Uani 1 1 d . . . H111 H -0.1246 0.7477 0.7938 0.033 Uiso 1 1 d R . . C112 C -0.13768(5) 0.63812(10) 0.78150(15) 0.0240(4) Uani 1 1 d . . . H112 H -0.1195 0.6233 0.7410 0.029 Uiso 1 1 d R . . C150 C -0.21600(4) 0.41978(10) 1.05289(15) 0.0219(4) Uani 1 1 d . . . H15A H -0.1978 0.4540 1.0810 0.033 Uiso 1 1 d R . . H15B H -0.2351 0.4458 1.0037 0.033 Uiso 1 1 d R . . H15C H -0.2249 0.4006 1.1178 0.033 Uiso 1 1 d R . . C210 C -0.20359(5) -0.01192(10) 0.28182(16) 0.0264(4) Uani 1 1 d . . . H210 H -0.1994 -0.0468 0.2340 0.032 Uiso 1 1 d R . . C211 C -0.17747(5) 0.01088(10) 0.36678(16) 0.0258(4) Uani 1 1 d . . . H211 H -0.1551 -0.0077 0.3717 0.031 Uiso 1 1 d R . . C212 C -0.18196(4) 0.06318(10) 0.44749(15) 0.0217(4) Uani 1 1 d . . . H212 H -0.1640 0.0773 0.5017 0.026 Uiso 1 1 d R . . C250 C -0.10949(4) 0.11016(10) 0.74793(16) 0.0249(4) Uani 1 1 d . . . H25A H -0.1231 0.0688 0.7367 0.037 Uiso 1 1 d R . . H25B H -0.0892 0.1017 0.7963 0.037 Uiso 1 1 d R . . H25C H -0.1045 0.1216 0.6715 0.037 Uiso 1 1 d R . . Ni2 Ni 0.0000 0.176644(17) 0.7500 0.01983(8) Uani 1 2 d S . . S3 S 0.007560(10) 0.09581(2) 0.60699(4) 0.02261(10) Uani 1 1 d . . . O31 O -0.02215(3) 0.27415(7) 0.83225(11) 0.0252(3) Uani 1 1 d . . . N32 N -0.04314(3) 0.19967(8) 0.64149(13) 0.0206(3) Uani 1 1 d . . . N33 N -0.05319(3) 0.16232(8) 0.53894(13) 0.0218(3) Uani 1 1 d . . . N34 N -0.03713(3) 0.07450(8) 0.41960(13) 0.0240(3) Uani 1 1 d . . . H34A H -0.0222 0.0448 0.4107 0.029 Uiso 1 1 d R . . C31 C -0.01508(5) 0.32421(11) 0.92059(17) 0.0313(4) Uani 1 1 d . . . H31 H 0.0039 0.3144 0.9734 0.038 Uiso 1 1 d R . . C32 C -0.03826(5) 0.37695(12) 0.90615(18) 0.0360(5) Uani 1 1 d . . . H32 H -0.0404 0.4140 0.9562 0.043 Uiso 1 1 d R . . C33 C -0.06164(5) 0.35993(11) 0.80466(17) 0.0301(4) Uani 1 1 d . . . H33 H -0.0801 0.3874 0.7702 0.036 Uiso 1 1 d R . . C34 C -0.05092(4) 0.29745(10) 0.76167(16) 0.0230(4) Uani 1 1 d . . . C35 C -0.06176(4) 0.25469(10) 0.65921(16) 0.0218(4) Uani 1 1 d . . . C36 C -0.03105(4) 0.11405(9) 0.51888(15) 0.0210(4) Uani 1 1 d . . . C37 C -0.06397(4) 0.07608(9) 0.32474(16) 0.0218(4) Uani 1 1 d . . . C38 C -0.05784(4) 0.04519(10) 0.22262(16) 0.0247(4) Uani 1 1 d . . . H38 H -0.0361 0.0252 0.2226 0.030 Uiso 1 1 d R . . C39 C -0.08275(5) 0.04300(10) 0.12515(16) 0.0288(4) Uani 1 1 d . . . H39 H -0.0783 0.0193 0.0561 0.035 Uiso 1 1 d R . . C310 C -0.11416(5) 0.07228(10) 0.12919(17) 0.0284(4) Uani 1 1 d . . . H310 H -0.1302 0.0703 0.0643 0.034 Uiso 1 1 d R . . C311 C -0.12015(4) 0.10244(10) 0.22993(17) 0.0262(4) Uani 1 1 d . . . H311 H -0.1408 0.1248 0.2303 0.031 Uiso 1 1 d R . . C312 C -0.09551(4) 0.10470(10) 0.32855(16) 0.0239(4) Uani 1 1 d . . . H312 H -0.0989 0.1238 0.3998 0.029 Uiso 1 1 d R . . C350 C -0.09277(4) 0.27733(11) 0.57838(17) 0.0282(4) Uani 1 1 d . . . H35A H -0.1057 0.3061 0.6146 0.042 Uiso 1 1 d R . . H35B H -0.1042 0.2340 0.5519 0.042 Uiso 1 1 d R . . H35C H -0.0866 0.3035 0.5146 0.042 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02034(11) 0.01332(12) 0.01607(11) -0.00153(8) 0.00719(8) 0.00125(8) S1 0.0314(2) 0.0155(2) 0.0219(2) -0.00326(17) 0.01476(18) -0.00119(17) S2 0.0197(2) 0.0164(2) 0.0178(2) -0.00275(17) 0.00685(16) 0.00294(16) O11 0.0267(6) 0.0167(6) 0.0212(6) -0.0001(5) 0.0099(5) 0.0024(5) O21 0.0265(6) 0.0288(7) 0.0214(6) -0.0082(6) 0.0045(5) 0.0034(5) N12 0.0212(7) 0.0149(7) 0.0164(7) -0.0009(6) 0.0059(6) -0.0002(5) N13 0.0239(7) 0.0149(7) 0.0190(7) -0.0022(6) 0.0076(6) -0.0014(6) N14 0.0283(8) 0.0170(8) 0.0182(7) -0.0022(6) 0.0115(6) -0.0018(6) N22 0.0213(7) 0.0128(7) 0.0170(7) 0.0014(6) 0.0070(6) -0.0002(5) N23 0.0214(7) 0.0125(7) 0.0179(7) -0.0008(6) 0.0063(6) 0.0009(5) N24 0.0193(7) 0.0166(8) 0.0207(7) -0.0033(6) 0.0044(6) 0.0030(6) C11 0.0263(9) 0.0175(9) 0.0293(10) 0.0049(8) 0.0037(8) 0.0014(7) C12 0.0250(9) 0.0266(11) 0.0233(9) 0.0081(8) 0.0042(7) -0.0017(7) C13 0.0225(8) 0.0276(10) 0.0168(8) 0.0000(7) 0.0047(7) -0.0006(7) C14 0.0172(8) 0.0189(9) 0.0174(8) -0.0040(7) 0.0049(6) 0.0001(6) C15 0.0174(8) 0.0190(9) 0.0158(8) -0.0021(7) 0.0041(6) 0.0008(6) C16 0.0208(8) 0.0159(9) 0.0171(8) -0.0011(7) 0.0050(6) -0.0002(6) C17 0.0239(8) 0.0169(9) 0.0154(8) -0.0012(7) 0.0031(7) -0.0007(7) C18 0.0263(9) 0.0185(9) 0.0225(9) -0.0020(7) 0.0069(7) -0.0012(7) C19 0.0279(9) 0.0223(10) 0.0222(9) -0.0037(8) 0.0045(7) 0.0028(7) C21 0.0366(11) 0.0437(13) 0.0235(10) -0.0130(9) 0.0042(8) 0.0004(9) C22 0.0328(10) 0.0451(13) 0.0262(10) -0.0017(9) -0.0008(8) -0.0038(9) C23 0.0247(9) 0.0311(11) 0.0290(10) 0.0034(8) 0.0046(8) 0.0010(8) C24 0.0218(8) 0.0187(9) 0.0223(9) 0.0027(7) 0.0092(7) 0.0017(7) C25 0.0209(8) 0.0165(9) 0.0205(9) 0.0032(7) 0.0088(7) -0.0003(6) C26 0.0226(8) 0.0101(8) 0.0167(8) 0.0015(6) 0.0089(7) -0.0012(6) C27 0.0266(8) 0.0110(8) 0.0174(8) 0.0004(7) 0.0101(7) -0.0011(7) C28 0.0253(9) 0.0141(9) 0.0206(9) 0.0017(7) 0.0082(7) -0.0003(7) C29 0.0369(10) 0.0144(9) 0.0207(9) -0.0013(7) 0.0071(8) -0.0041(7) C110 0.0322(10) 0.0184(10) 0.0254(10) -0.0062(8) -0.0002(8) 0.0010(8) C111 0.0357(10) 0.0190(10) 0.0283(10) -0.0029(8) 0.0088(8) -0.0064(8) C112 0.0303(9) 0.0221(10) 0.0208(9) -0.0016(8) 0.0078(7) -0.0019(7) C150 0.0261(9) 0.0224(10) 0.0196(9) -0.0054(7) 0.0103(7) -0.0011(7) C210 0.0453(11) 0.0145(9) 0.0227(9) -0.0035(7) 0.0146(8) 0.0010(8) C211 0.0338(10) 0.0185(10) 0.0280(10) -0.0004(8) 0.0135(8) 0.0052(8) C212 0.0262(9) 0.0185(9) 0.0217(9) 0.0000(7) 0.0082(7) 0.0020(7) C250 0.0229(9) 0.0186(10) 0.0336(10) -0.0008(8) 0.0063(8) 0.0053(7) Ni2 0.01777(15) 0.01550(17) 0.02615(18) 0.000 0.00388(13) 0.000 S3 0.0177(2) 0.0187(2) 0.0305(2) -0.00305(19) 0.00236(17) 0.00347(16) O31 0.0238(6) 0.0225(7) 0.0295(7) -0.0035(6) 0.0049(5) 0.0028(5) N32 0.0190(7) 0.0179(8) 0.0261(8) 0.0002(6) 0.0069(6) 0.0000(6) N33 0.0206(7) 0.0176(8) 0.0270(8) -0.0020(6) 0.0038(6) 0.0027(6) N34 0.0209(7) 0.0199(8) 0.0307(9) -0.0051(7) 0.0032(6) 0.0059(6) C31 0.0345(10) 0.0282(11) 0.0317(11) -0.0090(9) 0.0075(9) -0.0028(8) C32 0.0476(12) 0.0269(11) 0.0355(11) -0.0082(9) 0.0131(10) 0.0040(9) C33 0.0369(10) 0.0238(10) 0.0320(11) 0.0014(8) 0.0127(9) 0.0087(8) C34 0.0237(9) 0.0186(9) 0.0289(10) 0.0051(8) 0.0103(7) 0.0030(7) C35 0.0209(8) 0.0191(9) 0.0273(10) 0.0032(8) 0.0096(7) 0.0015(7) C36 0.0206(8) 0.0149(9) 0.0275(10) 0.0008(7) 0.0047(7) -0.0004(7) C37 0.0225(8) 0.0141(9) 0.0281(10) 0.0016(7) 0.0026(7) -0.0005(7) C38 0.0252(9) 0.0168(9) 0.0322(10) 0.0005(8) 0.0058(8) -0.0002(7) C39 0.0379(11) 0.0205(10) 0.0271(10) 0.0005(8) 0.0038(8) -0.0001(8) C310 0.0313(10) 0.0200(10) 0.0301(10) 0.0032(8) -0.0042(8) -0.0032(8) C311 0.0206(8) 0.0187(10) 0.0375(11) 0.0012(8) 0.0009(8) -0.0003(7) C312 0.0236(9) 0.0164(9) 0.0312(10) -0.0036(8) 0.0043(7) -0.0001(7) C350 0.0266(9) 0.0278(11) 0.0315(10) 0.0010(8) 0.0085(8) 0.0104(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 N22 2.0068(14) . y Ni1 N12 2.0192(14) . y Ni1 O21 2.2588(12) . y Ni1 S1 2.3024(5) . y Ni1 S2 2.3089(5) . y Ni1 O11 2.3525(12) . y S1 C16 1.7346(17) . ? S2 C26 1.7497(17) . ? O11 C11 1.371(2) . ? O11 C14 1.381(2) . ? O21 C21 1.373(2) . ? O21 C24 1.378(2) . ? N12 C15 1.300(2) . ? N12 N13 1.3933(19) . ? N13 C16 1.322(2) . ? N14 C16 1.363(2) . ? N14 C17 1.408(2) . ? N14 H14A 0.8868 . ? N22 C25 1.303(2) . ? N22 N23 1.3887(19) . ? N23 C26 1.312(2) . ? N24 C26 1.371(2) . ? N24 C27 1.404(2) . ? N24 H24A 0.8122 . ? C11 C12 1.344(3) . ? C11 H11 0.8914 . ? C12 C13 1.421(3) . ? C12 H12 0.9228 . ? C13 C14 1.355(2) . ? C13 H13 0.9374 . ? C14 C15 1.445(2) . ? C15 C150 1.499(2) . ? C17 C112 1.392(2) . ? C17 C18 1.397(2) . ? C18 C19 1.399(2) . ? C18 H18 0.8489 . ? C19 C110 1.375(3) . ? C19 H19 0.9678 . ? C21 C22 1.342(3) . ? C21 H21 0.9544 . ? C22 C23 1.419(3) . ? C22 H22 0.9913 . ? C23 C24 1.354(2) . ? C23 H23 0.8737 . ? C24 C25 1.445(2) . ? C25 C250 1.492(2) . ? C27 C28 1.399(2) . ? C27 C212 1.401(2) . ? C28 C29 1.382(2) . ? C28 H28 0.9137 . ? C29 C210 1.385(3) . ? C29 H29 0.9285 . ? C110 C111 1.393(3) . ? C110 H110 0.9040 . ? C111 C112 1.380(3) . ? C111 H111 1.0170 . ? C112 H112 0.9916 . ? C150 H15A 0.9805 . ? C150 H15B 1.0014 . ? C150 H15C 0.9742 . ? C210 C211 1.386(3) . ? C210 H210 0.8905 . ? C211 C212 1.388(2) . ? C211 H211 0.9651 . ? C212 H212 0.9170 . ? C250 H25A 0.9322 . ? C250 H25B 0.9287 . ? C250 H25C 0.9850 . ? Ni2 N32 2.0194(14) 2_556 y Ni2 N32 2.0194(14) . y Ni2 O31 2.2964(13) 2_556 y Ni2 O31 2.2964(13) . y Ni2 S3 2.3105(5) . y Ni2 S3 2.3105(5) 2_556 y S3 C36 1.7505(17) . ? O31 C34 1.375(2) . ? O31 C31 1.379(2) . ? N32 C35 1.301(2) . ? N32 N33 1.386(2) . ? N33 C36 1.315(2) . ? N34 C36 1.362(2) . ? N34 C37 1.414(2) . ? N34 H34A 0.8380 . ? C31 C32 1.339(3) . ? C31 H31 0.9186 . ? C32 C33 1.422(3) . ? C32 H32 0.9150 . ? C33 C34 1.356(3) . ? C33 H33 0.9341 . ? C34 C35 1.441(3) . ? C35 C350 1.495(2) . ? C37 C312 1.396(2) . ? C37 C38 1.397(3) . ? C38 C39 1.388(3) . ? C38 H38 0.9576 . ? C39 C310 1.396(3) . ? C39 H39 0.9704 . ? C310 C311 1.375(3) . ? C310 H310 0.9121 . ? C311 C312 1.391(2) . ? C311 H311 0.9369 . ? C312 H312 0.9458 . ? C350 H35A 0.9050 . ? C350 H35B 0.9438 . ? C350 H35C 0.9659 . ? 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 N22 Ni1 N12 164.43(6) . . y N22 Ni1 O21 75.12(5) . . y N12 Ni1 O21 90.05(5) . . y N22 Ni1 S1 101.85(4) . . y N12 Ni1 S1 83.82(4) . . y O21 Ni1 S1 94.72(4) . . y N22 Ni1 S2 83.60(4) . . y N12 Ni1 S2 109.74(4) . . y O21 Ni1 S2 155.63(4) . . y S1 Ni1 S2 101.261(18) . . y N22 Ni1 O11 98.37(5) . . y N12 Ni1 O11 73.95(5) . . y O21 Ni1 O11 80.12(4) . . y S1 Ni1 O11 157.10(3) . . y S2 Ni1 O11 91.54(3) . . y C16 S1 Ni1 95.18(6) . . ? C26 S2 Ni1 93.85(5) . . ? C11 O11 C14 106.44(13) . . ? C11 O11 Ni1 144.29(11) . . ? C14 O11 Ni1 109.18(10) . . ? C21 O21 C24 106.81(14) . . ? C21 O21 Ni1 142.14(12) . . ? C24 O21 Ni1 111.04(10) . . ? C15 N12 N13 114.97(14) . . ? C15 N12 Ni1 123.40(12) . . ? N13 N12 Ni1 121.62(10) . . ? C16 N13 N12 112.75(14) . . ? C16 N14 C17 132.12(14) . . ? C16 N14 H14A 115.1 . . ? C17 N14 H14A 112.8 . . ? C25 N22 N23 115.71(14) . . ? C25 N22 Ni1 122.34(12) . . ? N23 N22 Ni1 121.82(10) . . ? C26 N23 N22 111.89(13) . . ? C26 N24 C27 131.85(14) . . ? C26 N24 H24A 116.5 . . ? C27 N24 H24A 111.4 . . ? C12 C11 O11 110.36(17) . . ? C12 C11 H11 132.9 . . ? O11 C11 H11 116.7 . . ? C11 C12 C13 106.83(17) . . ? C11 C12 H12 126.2 . . ? C13 C12 H12 127.0 . . ? C14 C13 C12 106.87(16) . . ? C14 C13 H13 125.5 . . ? C12 C13 H13 127.5 . . ? C13 C14 O11 109.50(15) . . ? C13 C14 C15 134.10(16) . . ? O11 C14 C15 116.26(14) . . ? N12 C15 C14 116.72(15) . . ? N12 C15 C150 123.80(15) . . ? C14 C15 C150 119.48(15) . . ? N13 C16 N14 118.84(15) . . ? N13 C16 S1 126.36(13) . . ? N14 C16 S1 114.79(12) . . ? C112 C17 C18 119.11(16) . . ? C112 C17 N14 115.37(15) . . ? C18 C17 N14 125.48(16) . . ? C17 C18 C19 119.39(17) . . ? C17 C18 H18 119.0 . . ? C19 C18 H18 121.6 . . ? C110 C19 C18 121.03(17) . . ? C110 C19 H19 120.1 . . ? C18 C19 H19 118.8 . . ? C22 C21 O21 110.06(18) . . ? C22 C21 H21 133.7 . . ? O21 C21 H21 115.7 . . ? C21 C22 C23 106.86(17) . . ? C21 C22 H22 125.6 . . ? C23 C22 H22 127.5 . . ? C24 C23 C22 107.19(17) . . ? C24 C23 H23 126.3 . . ? C22 C23 H23 126.5 . . ? C23 C24 O21 109.07(16) . . ? C23 C24 C25 135.60(17) . . ? O21 C24 C25 115.32(14) . . ? N22 C25 C24 116.08(15) . . ? N22 C25 C250 124.27(16) . . ? C24 C25 C250 119.65(15) . . ? N23 C26 N24 118.92(15) . . ? N23 C26 S2 127.01(13) . . ? N24 C26 S2 114.05(12) . . ? C28 C27 C212 119.09(16) . . ? C28 C27 N24 116.15(15) . . ? C212 C27 N24 124.76(15) . . ? C29 C28 C27 120.58(16) . . ? C29 C28 H28 118.5 . . ? C27 C28 H28 120.9 . . ? C28 C29 C210 120.60(17) . . ? C28 C29 H29 120.2 . . ? C210 C29 H29 119.1 . . ? C19 C110 C111 119.43(17) . . ? C19 C110 H110 119.9 . . ? C111 C110 H110 120.7 . . ? C112 C111 C110 120.10(18) . . ? C112 C111 H111 119.0 . . ? C110 C111 H111 120.7 . . ? C111 C112 C17 120.88(17) . . ? C111 C112 H112 120.7 . . ? C17 C112 H112 118.3 . . ? C15 C150 H15A 110.0 . . ? C15 C150 H15B 111.3 . . ? H15A C150 H15B 110.6 . . ? C15 C150 H15C 110.1 . . ? H15A C150 H15C 109.5 . . ? H15B C150 H15C 105.3 . . ? C29 C210 C211 118.86(17) . . ? C29 C210 H210 123.3 . . ? C211 C210 H210 117.8 . . ? C210 C211 C212 121.68(17) . . ? C210 C211 H211 121.9 . . ? C212 C211 H211 116.4 . . ? C211 C212 C27 119.17(16) . . ? C211 C212 H212 118.9 . . ? C27 C212 H212 121.9 . . ? C25 C250 H25A 111.6 . . ? C25 C250 H25B 109.7 . . ? H25A C250 H25B 113.0 . . ? C25 C250 H25C 110.4 . . ? H25A C250 H25C 105.1 . . ? H25B C250 H25C 106.7 . . ? N32 Ni2 N32 155.90(9) 2_556 . y N32 Ni2 O31 75.09(5) 2_556 2_556 y N32 Ni2 O31 86.14(5) . 2_556 y N32 Ni2 O31 86.14(5) 2_556 . y N32 Ni2 O31 75.09(5) . . y O31 Ni2 O31 77.94(7) 2_556 . y N32 Ni2 S3 112.36(4) 2_556 . y N32 Ni2 S3 83.52(4) . . y O31 Ni2 S3 94.12(3) 2_556 . y O31 Ni2 S3 157.55(3) . . y N32 Ni2 S3 83.52(4) 2_556 2_556 y N32 Ni2 S3 112.36(4) . 2_556 y O31 Ni2 S3 157.55(3) 2_556 2_556 y O31 Ni2 S3 94.12(3) . 2_556 y S3 Ni2 S3 100.32(3) . 2_556 y C36 S3 Ni2 94.96(6) . . ? C34 O31 C31 106.76(14) . . ? C34 O31 Ni2 110.00(10) . . ? C31 O31 Ni2 142.56(12) . . ? C35 N32 N33 115.87(14) . . ? C35 N32 Ni2 121.60(12) . . ? N33 N32 Ni2 122.28(11) . . ? C36 N33 N32 112.83(14) . . ? C36 N34 C37 131.51(15) . . ? C36 N34 H34A 115.7 . . ? C37 N34 H34A 112.8 . . ? C32 C31 O31 109.83(18) . . ? C32 C31 H31 135.5 . . ? O31 C31 H31 114.6 . . ? C31 C32 C33 107.20(18) . . ? C31 C32 H32 126.9 . . ? C33 C32 H32 125.5 . . ? C34 C33 C32 106.82(17) . . ? C34 C33 H33 125.5 . . ? C32 C33 H33 127.6 . . ? C33 C34 O31 109.38(16) . . ? C33 C34 C35 134.69(17) . . ? O31 C34 C35 115.82(15) . . ? N32 C35 C34 117.33(16) . . ? N32 C35 C350 124.10(17) . . ? C34 C35 C350 118.54(16) . . ? N33 C36 N34 119.43(15) . . ? N33 C36 S3 126.27(14) . . ? N34 C36 S3 114.28(12) . . ? C312 C37 C38 119.51(16) . . ? C312 C37 N34 124.27(17) . . ? C38 C37 N34 116.21(15) . . ? C39 C38 C37 120.61(17) . . ? C39 C38 H38 121.5 . . ? C37 C38 H38 117.9 . . ? C38 C39 C310 119.62(18) . . ? C38 C39 H39 119.3 . . ? C310 C39 H39 121.0 . . ? C311 C310 C39 119.66(17) . . ? C311 C310 H310 122.0 . . ? C39 C310 H310 118.3 . . ? C310 C311 C312 121.43(17) . . ? C310 C311 H311 119.0 . . ? C312 C311 H311 119.5 . . ? C311 C312 C37 119.17(17) . . ? C311 C312 H312 123.7 . . ? C37 C312 H312 117.1 . . ? C35 C350 H35A 110.8 . . ? C35 C350 H35B 106.6 . . ? H35A C350 H35B 110.5 . . ? C35 C350 H35C 108.9 . . ? H35A C350 H35C 109.9 . . ? H35B C350 H35C 110.0 . . ? 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 N22 Ni1 S1 C16 -162.00(7) . . . . ? N12 Ni1 S1 C16 3.31(7) . . . . ? O21 Ni1 S1 C16 -86.23(6) . . . . ? S2 Ni1 S1 C16 112.27(6) . . . . ? O11 Ni1 S1 C16 -10.53(10) . . . . ? N22 Ni1 S2 C26 -9.52(7) . . . . ? N12 Ni1 S2 C26 178.74(7) . . . . ? O21 Ni1 S2 C26 -38.66(10) . . . . ? S1 Ni1 S2 C26 91.33(6) . . . . ? O11 Ni1 S2 C26 -107.78(6) . . . . ? N22 Ni1 O11 C11 -6.10(18) . . . . ? N12 Ni1 O11 C11 -172.23(19) . . . . ? O21 Ni1 O11 C11 -79.30(18) . . . . ? S1 Ni1 O11 C11 -157.90(15) . . . . ? S2 Ni1 O11 C11 77.66(18) . . . . ? N22 Ni1 O11 C14 169.64(10) . . . . ? N12 Ni1 O11 C14 3.51(9) . . . . ? O21 Ni1 O11 C14 96.43(10) . . . . ? S1 Ni1 O11 C14 17.83(15) . . . . ? S2 Ni1 O11 C14 -106.61(9) . . . . ? N22 Ni1 O21 C21 -176.9(2) . . . . ? N12 Ni1 O21 C21 -1.7(2) . . . . ? S1 Ni1 O21 C21 82.1(2) . . . . ? S2 Ni1 O21 C21 -146.84(18) . . . . ? O11 Ni1 O21 C21 -75.4(2) . . . . ? N22 Ni1 O21 C24 1.68(11) . . . . ? N12 Ni1 O21 C24 176.86(11) . . . . ? S1 Ni1 O21 C24 -99.34(10) . . . . ? S2 Ni1 O21 C24 31.73(16) . . . . ? O11 Ni1 O21 C24 103.17(11) . . . . ? N22 Ni1 N12 C15 -68.6(3) . . . . ? O21 Ni1 N12 C15 -86.22(13) . . . . ? S1 Ni1 N12 C15 179.04(13) . . . . ? S2 Ni1 N12 C15 79.26(13) . . . . ? O11 Ni1 N12 C15 -6.52(12) . . . . ? N22 Ni1 N12 N13 110.4(2) . . . . ? O21 Ni1 N12 N13 92.80(12) . . . . ? S1 Ni1 N12 N13 -1.94(11) . . . . ? S2 Ni1 N12 N13 -101.71(11) . . . . ? O11 Ni1 N12 N13 172.50(12) . . . . ? C15 N12 N13 C16 178.01(14) . . . . ? Ni1 N12 N13 C16 -1.09(18) . . . . ? N12 Ni1 N22 C25 -21.2(3) . . . . ? O21 Ni1 N22 C25 -2.99(12) . . . . ? S1 Ni1 N22 C25 88.80(13) . . . . ? S2 Ni1 N22 C25 -170.99(13) . . . . ? O11 Ni1 N22 C25 -80.37(13) . . . . ? N12 Ni1 N22 N23 163.14(17) . . . . ? O21 Ni1 N22 N23 -178.62(13) . . . . ? S1 Ni1 N22 N23 -86.83(11) . . . . ? S2 Ni1 N22 N23 13.38(11) . . . . ? O11 Ni1 N22 N23 104.00(11) . . . . ? C25 N22 N23 C26 173.09(14) . . . . ? Ni1 N22 N23 C26 -11.02(18) . . . . ? C14 O11 C11 C12 -0.51(18) . . . . ? Ni1 O11 C11 C12 175.29(13) . . . . ? O11 C11 C12 C13 0.6(2) . . . . ? C11 C12 C13 C14 -0.46(19) . . . . ? C12 C13 C14 O11 0.15(18) . . . . ? C12 C13 C14 C15 -175.27(18) . . . . ? C11 O11 C14 C13 0.21(18) . . . . ? Ni1 O11 C14 C13 -177.20(10) . . . . ? C11 O11 C14 C15 176.54(14) . . . . ? Ni1 O11 C14 C15 -0.87(16) . . . . ? N13 N12 C15 C14 -170.79(13) . . . . ? Ni1 N12 C15 C14 8.3(2) . . . . ? N13 N12 C15 C150 8.4(2) . . . . ? Ni1 N12 C15 C150 -172.48(12) . . . . ? C13 C14 C15 N12 171.06(17) . . . . ? O11 C14 C15 N12 -4.1(2) . . . . ? C13 C14 C15 C150 -8.2(3) . . . . ? O11 C14 C15 C150 176.61(14) . . . . ? N12 N13 C16 N14 -174.13(14) . . . . ? N12 N13 C16 S1 5.3(2) . . . . ? C17 N14 C16 N13 -7.8(3) . . . . ? C17 N14 C16 S1 172.74(14) . . . . ? Ni1 S1 C16 N13 -5.94(15) . . . . ? Ni1 S1 C16 N14 173.50(12) . . . . ? C16 N14 C17 C112 167.64(17) . . . . ? C16 N14 C17 C18 -14.7(3) . . . . ? C112 C17 C18 C19 1.2(3) . . . . ? N14 C17 C18 C19 -176.39(16) . . . . ? C17 C18 C19 C110 0.6(3) . . . . ? C24 O21 C21 C22 0.0(2) . . . . ? Ni1 O21 C21 C22 178.57(14) . . . . ? O21 C21 C22 C23 0.4(2) . . . . ? C21 C22 C23 C24 -0.7(2) . . . . ? C22 C23 C24 O21 0.6(2) . . . . ? C22 C23 C24 C25 -178.1(2) . . . . ? C21 O21 C24 C23 -0.4(2) . . . . ? Ni1 O21 C24 C23 -179.47(12) . . . . ? C21 O21 C24 C25 178.60(16) . . . . ? Ni1 O21 C24 C25 -0.48(18) . . . . ? N23 N22 C25 C24 179.59(14) . . . . ? Ni1 N22 C25 C24 3.7(2) . . . . ? N23 N22 C25 C250 -0.3(2) . . . . ? Ni1 N22 C25 C250 -176.17(13) . . . . ? C23 C24 C25 N22 176.8(2) . . . . ? O21 C24 C25 N22 -1.8(2) . . . . ? C23 C24 C25 C250 -3.3(3) . . . . ? O21 C24 C25 C250 178.05(15) . . . . ? N22 N23 C26 N24 -178.60(14) . . . . ? N22 N23 C26 S2 -0.5(2) . . . . ? C27 N24 C26 N23 -1.2(3) . . . . ? C27 N24 C26 S2 -179.53(14) . . . . ? Ni1 S2 C26 N23 8.77(15) . . . . ? Ni1 S2 C26 N24 -173.05(11) . . . . ? C26 N24 C27 C28 175.53(16) . . . . ? C26 N24 C27 C212 -5.2(3) . . . . ? C212 C27 C28 C29 -1.0(2) . . . . ? N24 C27 C28 C29 178.28(15) . . . . ? C27 C28 C29 C210 -0.2(3) . . . . ? C18 C19 C110 C111 -1.3(3) . . . . ? C19 C110 C111 C112 0.0(3) . . . . ? C110 C111 C112 C17 1.9(3) . . . . ? C18 C17 C112 C111 -2.5(3) . . . . ? N14 C17 C112 C111 175.36(16) . . . . ? C28 C29 C210 C211 1.0(3) . . . . ? C29 C210 C211 C212 -0.6(3) . . . . ? C210 C211 C212 C27 -0.7(3) . . . . ? C28 C27 C212 C211 1.5(3) . . . . ? N24 C27 C212 C211 -177.80(16) . . . . ? N32 Ni2 S3 C36 -164.05(7) 2_556 . . . ? N32 Ni2 S3 C36 -2.85(7) . . . . ? O31 Ni2 S3 C36 -88.48(7) 2_556 . . . ? O31 Ni2 S3 C36 -20.44(11) . . . . ? S3 Ni2 S3 C36 108.77(6) 2_556 . . . ? N32 Ni2 O31 C34 161.24(11) 2_556 . . . ? N32 Ni2 O31 C34 -3.50(11) . . . . ? O31 Ni2 O31 C34 85.67(11) 2_556 . . . ? S3 Ni2 O31 C34 14.60(17) . . . . ? S3 Ni2 O31 C34 -115.56(10) 2_556 . . . ? N32 Ni2 O31 C31 -7.3(2) 2_556 . . . ? N32 Ni2 O31 C31 -172.1(2) . . . . ? O31 Ni2 O31 C31 -82.91(19) 2_556 . . . ? S3 Ni2 O31 C31 -153.98(16) . . . . ? S3 Ni2 O31 C31 75.86(19) 2_556 . . . ? N32 Ni2 N32 C35 -37.04(13) 2_556 . . . ? O31 Ni2 N32 C35 -75.56(14) 2_556 . . . ? O31 Ni2 N32 C35 2.98(13) . . . . ? S3 Ni2 N32 C35 -170.16(14) . . . . ? S3 Ni2 N32 C35 91.32(14) 2_556 . . . ? N32 Ni2 N32 N33 137.01(13) 2_556 . . . ? O31 Ni2 N32 N33 98.49(13) 2_556 . . . ? O31 Ni2 N32 N33 177.02(13) . . . . ? S3 Ni2 N32 N33 3.89(12) . . . . ? S3 Ni2 N32 N33 -94.64(12) 2_556 . . . ? C35 N32 N33 C36 171.24(15) . . . . ? Ni2 N32 N33 C36 -3.1(2) . . . . ? C34 O31 C31 C32 -0.3(2) . . . . ? Ni2 O31 C31 C32 168.53(15) . . . . ? O31 C31 C32 C33 0.7(2) . . . . ? C31 C32 C33 C34 -0.9(2) . . . . ? C32 C33 C34 O31 0.7(2) . . . . ? C32 C33 C34 C35 -175.3(2) . . . . ? C31 O31 C34 C33 -0.3(2) . . . . ? Ni2 O31 C34 C33 -173.07(12) . . . . ? C31 O31 C34 C35 176.52(16) . . . . ? Ni2 O31 C34 C35 3.74(18) . . . . ? N33 N32 C35 C34 -176.33(14) . . . . ? Ni2 N32 C35 C34 -1.9(2) . . . . ? N33 N32 C35 C350 1.6(3) . . . . ? Ni2 N32 C35 C350 175.96(13) . . . . ? C33 C34 C35 N32 174.1(2) . . . . ? O31 C34 C35 N32 -1.6(2) . . . . ? C33 C34 C35 C350 -3.9(3) . . . . ? O31 C34 C35 C350 -179.65(15) . . . . ? N32 N33 C36 N34 -178.27(15) . . . . ? N32 N33 C36 S3 -0.3(2) . . . . ? C37 N34 C36 N33 2.2(3) . . . . ? C37 N34 C36 S3 -176.02(15) . . . . ? Ni2 S3 C36 N33 2.72(16) . . . . ? Ni2 S3 C36 N34 -179.24(12) . . . . ? C36 N34 C37 C312 -20.6(3) . . . . ? C36 N34 C37 C38 160.75(18) . . . . ? C312 C37 C38 C39 0.2(3) . . . . ? N34 C37 C38 C39 178.96(16) . . . . ? C37 C38 C39 C310 0.3(3) . . . . ? C38 C39 C310 C311 -0.5(3) . . . . ? C39 C310 C311 C312 0.2(3) . . . . ? C310 C311 C312 C37 0.4(3) . . . . ? C38 C37 C312 C311 -0.6(3) . . . . ? N34 C37 C312 C311 -179.19(17) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N24 H24A S2 0.81 2.74 3.4287(15) 144.3 7_456 N34 H34A S3 0.84 2.66 3.3788(15) 144.8 5_556 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.38 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.378 _refine_diff_density_min -0.261 _refine_diff_density_rms 0.062 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 -0.023 676 202 ' ' 2 0.500 0.000 0.038 676 202 ' ' _platon_squeeze_details ; There is a disordered region in the cell (Total Potential Solvent Area Vol, 1356.0 Ang^3, per Unit Cell Vol, 8668.8 Ang^3 [15.6%]) which could not be described satisfatorily. Therefore a correction by SQUEEZE was used. # Note: Atoms in Void as Cxxx and Qxxx all others C101 0.129 0.496 0.956 ! 12.86 eA-3 C102 0.046 0.265 0.161 ! 10.10 eA-3 C103 0.561 0.029 0.491 ! 5.65 eA-3 C104 0.957 0.424 0.317 ! 5.17 eA-3 C105 0.015 0.503 0.770 ! 5.14 eA-3 C106 0.500 0.297 0.756 ! 5.04 eA-3 C107 0.060 0.497 0.425 ! 4.78 eA-3 C108 0.545 0.077 0.617 ! 4.09 eA-3 Q109 0.464 0.312 0.153 ! 0.95 eA-3 Q110 0.092 0.280 0.465 ! 0.86 eA-3 Q111 0.828 0.251 0.824 ! 0.78 eA-3 Q112 0.500 0.297 0.246 ! 0.77 eA-3 Q113 0.634 0.316 0.243 ! 0.77 eA-3 Q114 0.946 0.162 0.507 ! 0.77 eA-3 Q115 0.822 0.063 0.445 ! 0.75 eA-3 ; #===END data_4 _database_code_depnum_ccdc_archive 'CCDC 771691' #CCDC no. 771691 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H20 N6 Ni S4' _chemical_formula_sum 'C16 H20 N6 Ni S4' _chemical_formula_weight 483.33 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni 0.3393 1.1124 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_Hall 'A 2 -2ab' _symmetry_space_group_name_H-M 'A e a 2' _symmetry_Int_Tables_number 41 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y, z+1/2' 'x+1/2, -y, z+1/2' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/2, y+1/2, z+1' 'x+1/2, -y+1/2, z+1' _cell_length_a 14.768(2) _cell_length_b 27.394(3) _cell_length_c 4.8820(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1975.0(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1966 _cell_measurement_theta_min 2.7585 _cell_measurement_theta_max 26.163 _exptl_crystal_description plate _exptl_crystal_colour brown _exptl_crystal_size_max 0.61 _exptl_crystal_size_mid 0.61 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.625 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1000 _exptl_absorpt_coefficient_mu 1.420 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4779 _exptl_absorpt_correction_T_max 0.7741 _exptl_absorpt_process_details SADABS _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 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 11660 _diffrn_reflns_av_R_equivalents 0.0545 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 1.49 _diffrn_reflns_theta_max 26.02 _reflns_number_total 1925 _reflns_number_gt 1816 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0494P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.47(2) _refine_ls_number_reflns 1925 _refine_ls_number_parameters 124 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0288 _refine_ls_R_factor_gt 0.0261 _refine_ls_wR_factor_ref 0.0815 _refine_ls_wR_factor_gt 0.0802 _refine_ls_goodness_of_fit_ref 1.170 _refine_ls_restrained_S_all 1.169 _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 0.65147(14) 0.01253(15) Uani 1 2 d S . . S1 S -0.14195(5) 0.01651(3) 0.55569(18) 0.0157(2) Uani 1 1 d . . . S11 S 0.03104(6) 0.18306(3) 0.47992(19) 0.0174(2) Uani 1 1 d . . . N12 N 0.01754(16) 0.06911(9) 0.6387(7) 0.0131(5) Uani 1 1 d . . . N13 N -0.03450(19) 0.09404(9) 0.4453(6) 0.0135(5) Uani 1 1 d . . . N14 N -0.16940(18) 0.09046(9) 0.2155(5) 0.0172(7) Uani 1 1 d . . . H14A H -0.2214 0.0757 0.1866 0.021 Uiso 1 1 d R . . C11 C 0.0917(2) 0.23416(11) 0.5631(7) 0.0197(7) Uani 1 1 d . . . H11 H 0.0822 0.2652 0.4815 0.024 Uiso 1 1 d R . . C12 C 0.1551(2) 0.22526(12) 0.7598(8) 0.0208(8) Uani 1 1 d . . . H12 H 0.1947 0.2495 0.8311 0.025 Uiso 1 1 d R . . C13 C 0.1554(2) 0.17635(12) 0.8449(8) 0.0187(7) Uani 1 1 d . . . H13 H 0.1955 0.1640 0.9805 0.022 Uiso 1 1 d R . . C14 C 0.0918(2) 0.14776(11) 0.7130(7) 0.0149(7) Uani 1 1 d . . . C15 C 0.0781(2) 0.09596(10) 0.7660(7) 0.0136(7) Uani 1 1 d . . . C16 C -0.1102(2) 0.07088(11) 0.3924(6) 0.0140(8) Uani 1 1 d . . . C17 C -0.1497(2) 0.13562(11) 0.0699(8) 0.0194(7) Uani 1 1 d . . . H17A H -0.1425 0.1623 0.2021 0.029 Uiso 1 1 d R . . H17B H -0.1997 0.1432 -0.0549 0.029 Uiso 1 1 d R . . H17C H -0.0937 0.1318 -0.0353 0.029 Uiso 1 1 d R . . C18 C 0.1355(2) 0.07303(12) 0.9829(7) 0.0169(7) Uani 1 1 d . . . H18A H 0.1313 0.0923 1.1516 0.025 Uiso 1 1 d R . . H18B H 0.1987 0.0721 0.9212 0.025 Uiso 1 1 d R . . H18C H 0.1143 0.0397 1.0180 0.025 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0092(3) 0.0103(3) 0.0181(3) 0.000 0.000 0.0004(2) S1 0.0098(4) 0.0127(4) 0.0245(5) 0.0017(3) 0.0002(3) -0.0002(3) S11 0.0182(4) 0.0128(3) 0.0212(4) 0.0002(3) -0.0029(4) -0.0019(3) N12 0.0102(12) 0.0117(12) 0.0176(14) 0.0005(13) 0.0008(14) 0.0021(9) N13 0.0119(12) 0.0113(12) 0.0173(14) 0.0005(11) -0.0029(12) 0.0003(11) N14 0.0118(14) 0.0162(14) 0.0236(18) 0.0012(11) -0.0037(12) -0.0013(10) C11 0.0215(17) 0.0121(14) 0.026(2) -0.0013(14) 0.0032(15) -0.0034(13) C12 0.0189(18) 0.0182(17) 0.025(2) -0.0051(14) 0.0001(15) -0.0045(14) C13 0.0165(18) 0.0180(16) 0.0217(19) -0.0028(14) -0.0024(16) -0.0005(13) C14 0.0132(15) 0.0169(14) 0.0145(17) -0.0023(12) 0.0027(12) -0.0010(12) C15 0.0115(16) 0.0143(14) 0.0149(16) -0.0023(13) 0.0019(14) 0.0012(12) C16 0.0130(17) 0.0108(15) 0.018(2) -0.0002(12) 0.0012(14) 0.0036(13) C17 0.0173(16) 0.0194(16) 0.0215(19) 0.0048(15) -0.0047(14) -0.0010(13) C18 0.0157(17) 0.0167(16) 0.0183(18) -0.0021(13) -0.0047(17) -0.0010(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 N12 1.912(2) 2 y Ni1 N12 1.912(2) . y Ni1 S1 2.1950(8) . y Ni1 S1 2.1950(8) 2 y S1 C16 1.753(3) . ? S11 C11 1.711(3) . ? S11 C14 1.742(3) . ? N12 C15 1.314(4) . ? N12 N13 1.396(4) . ? N13 C16 1.311(4) . ? N14 C16 1.341(4) . ? N14 C17 1.456(4) . ? N14 H14A 0.8800 . ? C11 C12 1.363(5) . ? C11 H11 0.9500 . ? C12 C13 1.403(5) . ? C12 H12 0.9500 . ? C13 C14 1.381(4) . ? C13 H13 0.9500 . ? C14 C15 1.457(4) . ? C15 C18 1.495(4) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? 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 N12 Ni1 N12 176.3(2) 2 . y N12 Ni1 S1 93.88(7) 2 . y N12 Ni1 S1 85.32(8) . . y N12 Ni1 S1 85.32(8) 2 2 y N12 Ni1 S1 93.88(7) . 2 y S1 Ni1 S1 155.40(6) . 2 y C16 S1 Ni1 90.92(11) . . ? C11 S11 C14 91.69(16) . . ? C15 N12 N13 114.9(2) . . ? C15 N12 Ni1 129.1(2) . . ? N13 N12 Ni1 115.6(2) . . ? C16 N13 N12 111.5(2) . . ? C16 N14 C17 121.6(3) . . ? C16 N14 H14A 119.2 . . ? C17 N14 H14A 119.2 . . ? C12 C11 S11 112.4(2) . . ? C12 C11 H11 123.8 . . ? S11 C11 H11 123.8 . . ? C11 C12 C13 112.4(3) . . ? C11 C12 H12 123.8 . . ? C13 C12 H12 123.8 . . ? C14 C13 C12 113.7(3) . . ? C14 C13 H13 123.2 . . ? C12 C13 H13 123.2 . . ? C13 C14 C15 124.3(3) . . ? C13 C14 S11 109.9(2) . . ? C15 C14 S11 125.8(2) . . ? N12 C15 C14 123.8(3) . . ? N12 C15 C18 119.1(3) . . ? C14 C15 C18 117.1(3) . . ? N13 C16 N14 119.3(3) . . ? N13 C16 S1 123.4(2) . . ? N14 C16 S1 117.2(2) . . ? N14 C17 H17A 109.5 . . ? N14 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N14 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C15 C18 H18A 109.5 . . ? C15 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C15 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? 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 N12 Ni1 S1 C16 -149.72(14) 2 . . . ? N12 Ni1 S1 C16 26.61(15) . . . . ? S1 Ni1 S1 C16 -62.49(10) 2 . . . ? N12 Ni1 N12 C15 -129.5(3) 2 . . . ? S1 Ni1 N12 C15 152.7(3) . . . . ? S1 Ni1 N12 C15 -52.0(3) 2 . . . ? N12 Ni1 N12 N13 42.7(2) 2 . . . ? S1 Ni1 N12 N13 -35.1(2) . . . . ? S1 Ni1 N12 N13 120.3(2) 2 . . . ? C15 N12 N13 C16 -159.4(3) . . . . ? Ni1 N12 N13 C16 27.2(3) . . . . ? C14 S11 C11 C12 -0.3(3) . . . . ? S11 C11 C12 C13 0.2(4) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C12 C13 C14 C15 -179.5(3) . . . . ? C12 C13 C14 S11 -0.1(4) . . . . ? C11 S11 C14 C13 0.2(3) . . . . ? C11 S11 C14 C15 179.6(3) . . . . ? N13 N12 C15 C14 -0.3(4) . . . . ? Ni1 N12 C15 C14 172.0(2) . . . . ? N13 N12 C15 C18 178.3(3) . . . . ? Ni1 N12 C15 C18 -9.4(5) . . . . ? C13 C14 C15 N12 -179.8(3) . . . . ? S11 C14 C15 N12 0.9(5) . . . . ? C13 C14 C15 C18 1.6(5) . . . . ? S11 C14 C15 C18 -177.7(2) . . . . ? N12 N13 C16 N14 178.4(3) . . . . ? N12 N13 C16 S1 2.0(4) . . . . ? C17 N14 C16 N13 3.2(5) . . . . ? C17 N14 C16 S1 179.8(2) . . . . ? Ni1 S1 C16 N13 -23.6(3) . . . . ? Ni1 S1 C16 N14 160.0(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N14 H14A S1 0.88 2.67 3.532(3) 168.3 3_454 _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.357 _refine_diff_density_min -0.611 _refine_diff_density_rms 0.132 #===END data_5 _database_code_depnum_ccdc_archive 'CCDC 771692' #CCDC no. 771692 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C18 H24 N6 Ni S4' _chemical_formula_sum 'C18 H24 N6 Ni S4' _chemical_formula_weight 511.38 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Ni Ni 0.3393 1.1124 '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' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_Hall 'C 2y' _symmetry_space_group_name_H-M 'C 2' _symmetry_Int_Tables_number 5 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 16.0268(9) _cell_length_b 5.0807(4) _cell_length_c 14.6896(11) _cell_angle_alpha 90.00 _cell_angle_beta 113.493(3) _cell_angle_gamma 90.00 _cell_volume 1096.99(13) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1574 _cell_measurement_theta_min 2.574 _cell_measurement_theta_max 23.633 _exptl_crystal_description needle _exptl_crystal_colour brown _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.548 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 _exptl_absorpt_coefficient_mu 1.283 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8114 _exptl_absorpt_correction_T_max 0.9748 _exptl_absorpt_process_details SADABS _exptl_special_details ; 'The compound crystallise in a chiral structure. The Flack X parameter (absolute structure parameter) was calculated to be 0.03(2) for the present structure and 0.98(2) for the inverted structure, thus providing strong evidence that the absolute structure has been assigned correctly' ; _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 'Bruker X8 KappaAPEXII' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 8268 _diffrn_reflns_av_R_equivalents 0.0639 _diffrn_reflns_av_sigmaI/netI 0.0674 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.51 _diffrn_reflns_theta_max 25.35 _reflns_number_total 1982 _reflns_number_gt 1738 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 Software (Bruker, 2005)' _computing_cell_refinement 'APEX2 Software (Bruker, 2005)' _computing_data_reduction 'APEX2 Software (Bruker, 2005)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2004)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0323P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.026(19) _refine_ls_number_reflns 1982 _refine_ls_number_parameters 133 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0501 _refine_ls_R_factor_gt 0.0373 _refine_ls_wR_factor_ref 0.0734 _refine_ls_wR_factor_gt 0.0689 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _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 0.89535(12) 0.5000 0.0117(2) Uani 1 2 d S . . S1 S 0.33459(7) 0.7363(2) 0.12895(7) 0.0173(3) Uani 1 1 d . . . S2 S 0.36600(6) 0.7995(2) 0.50035(7) 0.0170(3) Uani 1 1 d . . . N12 N 0.43787(18) 0.8897(8) 0.3597(2) 0.0125(7) Uani 1 1 d . . . N13 N 0.3681(2) 0.7070(6) 0.3205(2) 0.0121(8) Uani 1 1 d . . . N14 N 0.2620(2) 0.4789(6) 0.3553(2) 0.0147(8) Uani 1 1 d . . . H14A H 0.2439 0.4363 0.3978 0.018 Uiso 1 1 d R . . C11 C 0.3352(3) 0.8143(9) 0.0150(3) 0.0231(11) Uani 1 1 d . . . H11 H 0.2888 0.7109 -0.0494 0.028 Uiso 1 1 d R . . C12 C 0.3938(3) 1.0107(9) 0.0221(3) 0.0243(11) Uani 1 1 d . . . H12 H 0.4039 1.0758 -0.0319 0.029 Uiso 1 1 d R . . C13 C 0.4406(3) 1.1035(9) 0.1195(3) 0.0201(10) Uani 1 1 d . . . H13 H 0.4839 1.2277 0.1386 0.024 Uiso 1 1 d R . . C14 C 0.4164(2) 0.9726(7) 0.1881(3) 0.0141(10) Uani 1 1 d . . . C15 C 0.4576(3) 1.0220(8) 0.2940(3) 0.0127(9) Uani 1 1 d . . . C16 C 0.3315(3) 0.6523(8) 0.3844(3) 0.0152(9) Uani 1 1 d . . . C17 C 0.2309(2) 0.3477(8) 0.2590(3) 0.0166(9) Uani 1 1 d . . . H17A H 0.2854 0.2642 0.2489 0.020 Uiso 1 1 d R . . H17B H 0.2065 0.4974 0.2071 0.020 Uiso 1 1 d R . . C18 C 0.1599(3) 0.1440(8) 0.2494(3) 0.0215(10) Uani 1 1 d . . . H18A H 0.1843 0.0058 0.2996 0.032 Uiso 1 1 d R . . H18B H 0.1463 0.0475 0.1908 0.032 Uiso 1 1 d R . . H18C H 0.1019 0.2330 0.2487 0.032 Uiso 1 1 d R . . C19 C 0.5274(3) 1.2358(8) 0.3307(3) 0.0174(9) Uani 1 1 d . . . H19A H 0.5026 1.3911 0.3018 0.026 Uiso 1 1 d R . . H19B H 0.5808 1.1848 0.3242 0.026 Uiso 1 1 d R . . H19C H 0.5521 1.2634 0.4124 0.026 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0117(4) 0.0183(5) 0.0070(4) 0.000 0.0056(3) 0.000 S1 0.0209(6) 0.0214(7) 0.0110(5) -0.0002(5) 0.0077(4) -0.0034(5) S2 0.0148(5) 0.0275(7) 0.0110(5) -0.0015(4) 0.0077(4) -0.0019(4) N12 0.0128(15) 0.0158(18) 0.0094(16) -0.0017(18) 0.0050(12) -0.0026(17) N13 0.0188(18) 0.013(2) 0.0084(17) 0.0027(15) 0.0100(14) -0.0030(15) N14 0.0178(18) 0.020(2) 0.0119(18) 0.0000(15) 0.0115(14) -0.0047(14) C11 0.026(2) 0.031(3) 0.013(2) 0.005(2) 0.0090(18) -0.001(2) C12 0.024(2) 0.042(3) 0.010(2) 0.010(2) 0.010(2) 0.002(2) C13 0.015(2) 0.028(3) 0.018(2) 0.003(2) 0.0071(18) -0.0041(19) C14 0.017(2) 0.015(3) 0.013(2) 0.0034(18) 0.0096(17) 0.0048(17) C15 0.011(2) 0.016(2) 0.010(2) 0.0048(18) 0.0025(17) 0.0034(18) C16 0.013(2) 0.018(2) 0.013(2) 0.0002(19) 0.0030(17) 0.0059(18) C17 0.0175(19) 0.018(3) 0.015(2) -0.0044(19) 0.0074(16) -0.0023(19) C18 0.022(2) 0.021(3) 0.022(2) -0.001(2) 0.009(2) -0.002(2) C19 0.016(2) 0.018(2) 0.022(2) 0.003(2) 0.0115(17) -0.0031(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N12 1.898(3) . y Ni1 N12 1.898(3) 2_656 y Ni1 S2 2.2042(9) . y Ni1 S2 2.2042(9) 2_656 y S1 C11 1.724(4) . ? S1 C14 1.735(4) . ? S2 C16 1.737(4) . ? N12 C15 1.314(5) . ? N12 N13 1.390(5) . ? N13 C16 1.319(5) . ? N14 C16 1.349(5) . ? N14 C17 1.459(4) . ? N14 H14A 0.8154 . ? C11 C12 1.345(6) . ? C11 H11 1.0794 . ? C12 C13 1.406(6) . ? C12 H12 0.9311 . ? C13 C14 1.386(5) . ? C13 H13 0.8961 . ? C14 C15 1.449(5) . ? C15 C19 1.497(5) . ? C17 C18 1.503(5) . ? C17 H17A 1.0332 . ? C17 H17B 1.0374 . ? C18 H18A 0.9795 . ? C18 H18B 0.9377 . ? C18 H18C 1.0308 . ? C19 H19A 0.9092 . ? C19 H19B 0.9351 . ? C19 H19C 1.1125 . ? 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 N12 Ni1 N12 178.3(2) . 2_656 y N12 Ni1 S2 84.80(9) . . y N12 Ni1 S2 94.82(9) 2_656 . y N12 Ni1 S2 94.82(9) . 2_656 y N12 Ni1 S2 84.80(9) 2_656 2_656 y S2 Ni1 S2 154.47(6) . 2_656 y C11 S1 C14 91.79(19) . . ? C16 S2 Ni1 91.30(13) . . ? C15 N12 N13 115.3(3) . . ? C15 N12 Ni1 127.9(3) . . ? N13 N12 Ni1 116.6(2) . . ? C16 N13 N12 111.0(3) . . ? C16 N14 C17 121.6(3) . . ? C16 N14 H14A 115.5 . . ? C17 N14 H14A 122.2 . . ? C12 C11 S1 111.7(3) . . ? C12 C11 H11 130.2 . . ? S1 C11 H11 118.0 . . ? C11 C12 C13 113.6(4) . . ? C11 C12 H12 123.4 . . ? C13 C12 H12 123.0 . . ? C14 C13 C12 112.9(4) . . ? C14 C13 H13 121.0 . . ? C12 C13 H13 126.0 . . ? C13 C14 C15 124.0(4) . . ? C13 C14 S1 110.0(3) . . ? C15 C14 S1 126.0(3) . . ? N12 C15 C14 124.1(4) . . ? N12 C15 C19 118.1(3) . . ? C14 C15 C19 117.9(3) . . ? N13 C16 N14 117.2(3) . . ? N13 C16 S2 123.3(3) . . ? N14 C16 S2 119.5(3) . . ? N14 C17 C18 111.0(3) . . ? N14 C17 H17A 110.2 . . ? C18 C17 H17A 110.8 . . ? N14 C17 H17B 105.1 . . ? C18 C17 H17B 112.7 . . ? H17A C17 H17B 106.7 . . ? C17 C18 H18A 111.3 . . ? C17 C18 H18B 109.7 . . ? H18A C18 H18B 101.2 . . ? C17 C18 H18C 110.2 . . ? H18A C18 H18C 114.1 . . ? H18B C18 H18C 110.0 . . ? C15 C19 H19A 109.7 . . ? C15 C19 H19B 110.2 . . ? H19A C19 H19B 116.1 . . ? C15 C19 H19C 111.9 . . ? H19A C19 H19C 107.2 . . ? H19B C19 H19C 101.5 . . ? 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 N12 Ni1 S2 C16 26.17(19) . . . . ? N12 Ni1 S2 C16 -152.14(17) 2_656 . . . ? S2 Ni1 S2 C16 -64.13(14) 2_656 . . . ? N12 Ni1 N12 C15 -131.3(4) 2_656 . . . ? S2 Ni1 N12 C15 151.4(4) . . . . ? S2 Ni1 N12 C15 -54.2(3) 2_656 . . . ? N12 Ni1 N12 N13 42.3(3) 2_656 . . . ? S2 Ni1 N12 N13 -34.9(2) . . . . ? S2 Ni1 N12 N13 119.4(2) 2_656 . . . ? C15 N12 N13 C16 -157.9(4) . . . . ? Ni1 N12 N13 C16 27.6(4) . . . . ? C14 S1 C11 C12 -0.6(3) . . . . ? S1 C11 C12 C13 0.5(5) . . . . ? C11 C12 C13 C14 -0.1(6) . . . . ? C12 C13 C14 C15 177.1(3) . . . . ? C12 C13 C14 S1 -0.4(5) . . . . ? C11 S1 C14 C13 0.6(3) . . . . ? C11 S1 C14 C15 -176.8(3) . . . . ? N13 N12 C15 C14 -4.8(5) . . . . ? Ni1 N12 C15 C14 168.8(3) . . . . ? N13 N12 C15 C19 175.6(3) . . . . ? Ni1 N12 C15 C19 -10.7(5) . . . . ? C13 C14 C15 N12 -176.6(4) . . . . ? S1 C14 C15 N12 0.4(6) . . . . ? C13 C14 C15 C19 2.9(6) . . . . ? S1 C14 C15 C19 180.0(3) . . . . ? N12 N13 C16 N14 179.3(3) . . . . ? N12 N13 C16 S2 1.4(5) . . . . ? C17 N14 C16 N13 2.6(5) . . . . ? C17 N14 C16 S2 -179.4(3) . . . . ? Ni1 S2 C16 N13 -22.8(3) . . . . ? Ni1 S2 C16 N14 159.4(3) . . . . ? C16 N14 C17 C18 173.9(3) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N14 H14A S2 0.82 2.82 3.606(3) 163.9 4_546 _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.352 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.078 #===End data_ligand_(HaftscN-Me) _database_code_depnum_ccdc_archive 'CCDC 771693' #CCDc no. 771693 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C8 H11 N3 O S), H2 O' _chemical_formula_sum 'C16 H24 N6 O3 S2' _chemical_formula_weight 412.53 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P b c n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 13.1262(4) _cell_length_b 7.4010(2) _cell_length_c 20.7051(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2011.43(9) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 4644 _cell_measurement_theta_min 5.0409 _cell_measurement_theta_max 32.6323 _exptl_crystal_description prism _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.51 _exptl_crystal_size_mid 0.47 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.362 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.294 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.96513 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (Mo) X-ray Source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Xcalibur, Ruby, Gemini' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5081 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10754 _diffrn_reflns_av_R_equivalents 0.0281 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 5.05 _diffrn_reflns_theta_max 32.71 _reflns_number_total 3407 _reflns_number_gt 2488 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET) (compiled Jan 5 2010,16:28:46) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXLTL (Sheldrick, 2008)' _computing_publication_material SHELXLTL _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^)+(0.0678P)^2^] 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 3407 _refine_ls_number_parameters 144 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.0588 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1124 _refine_ls_wR_factor_gt 0.1061 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.011 _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 S S 0.91098(2) 0.42260(4) 0.832214(14) 0.02253(10) Uani 1 1 d . . . O1W O 0.5000 0.5682(2) 0.7500 0.0666(7) Uani 1 2 d SD . . H1W1 H 0.497(2) 0.643(3) 0.71882(19) 0.100 Uiso 1 1 d D . . N1 N 0.71749(8) 0.48235(14) 0.79681(5) 0.0228(2) Uani 1 1 d . . . H1D H 0.6734 0.5162 0.7671 0.027 Uiso 1 1 calc R . . N2 N 0.84027(8) 0.55945(14) 0.72345(5) 0.0215(2) Uani 1 1 d . . . H2A H 0.9045 0.5724 0.7121 0.026 Uiso 1 1 calc R . . N3 N 0.76303(8) 0.60985(14) 0.68200(5) 0.0210(2) Uani 1 1 d . A . C1 C 0.67792(10) 0.42211(19) 0.85884(6) 0.0273(3) Uani 1 1 d . . . H1A H 0.6383 0.5197 0.8787 0.041 Uiso 1 1 calc R . . H1B H 0.7348 0.3897 0.8873 0.041 Uiso 1 1 calc R . . H1C H 0.6341 0.3164 0.8524 0.041 Uiso 1 1 calc R . . C2 C 0.81565(9) 0.48938(16) 0.78221(5) 0.0188(2) Uani 1 1 d . . . C3 C 0.79035(9) 0.69453(16) 0.63050(6) 0.0219(2) Uani 1 1 d . . . C4 C 0.89758(10) 0.7456(2) 0.61398(7) 0.0347(3) Uani 1 1 d . A . H4A H 0.9285 0.8089 0.6506 0.052 Uiso 1 1 calc R . . H4B H 0.8975 0.8251 0.5761 0.052 Uiso 1 1 calc R . . H4C H 0.9369 0.6364 0.6044 0.052 Uiso 1 1 calc R . . O1 O 0.6124(4) 0.6998(8) 0.5960(2) 0.0300(8) Uani 0.706(6) 1 d PD A 1 C5 C 0.7110(7) 0.7349(13) 0.5834(4) 0.0222(10) Uani 0.706(6) 1 d PD A 1 C6 C 0.7212(6) 0.8199(11) 0.5246(3) 0.0335(9) Uani 0.706(6) 1 d PD A 1 H6A H 0.7833 0.8587 0.5054 0.040 Uiso 0.706(6) 1 calc PR A 1 C7 C 0.6260(3) 0.8382(8) 0.4987(2) 0.0320(9) Uani 0.706(6) 1 d PD A 1 H7A H 0.6107 0.8901 0.4579 0.038 Uiso 0.706(6) 1 calc PR A 1 C8 C 0.5578(4) 0.7711(7) 0.5403(2) 0.0362(10) Uani 0.706(6) 1 d PD A 1 H8A H 0.4860 0.7700 0.5345 0.043 Uiso 0.706(6) 1 calc PR A 1 O1A O 0.7199(8) 0.8206(19) 0.5288(6) 0.0300(8) Uani 0.294(6) 1 d PD A 2 C5A C 0.7091(17) 0.758(3) 0.5886(10) 0.0222(10) Uani 0.294(6) 1 d PD A 2 C6A C 0.6085(15) 0.712(3) 0.5992(8) 0.0335(9) Uani 0.294(6) 1 d PD A 2 H6AA H 0.5818 0.6666 0.6386 0.040 Uiso 0.294(6) 1 calc PR A 2 C7A C 0.5564(12) 0.741(2) 0.5479(6) 0.0320(9) Uani 0.294(6) 1 d PD A 2 H7AA H 0.4863 0.7114 0.5436 0.038 Uiso 0.294(6) 1 calc PR A 2 C8A C 0.6103(9) 0.816(2) 0.5021(7) 0.0362(10) Uani 0.294(6) 1 d PD A 2 H8AA H 0.5870 0.8587 0.4614 0.043 Uiso 0.294(6) 1 calc PR A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 S 0.02111(16) 0.02888(18) 0.01759(16) 0.00181(12) -0.00259(11) 0.00108(11) O1W 0.0932(15) 0.0338(9) 0.0730(14) 0.000 -0.0585(13) 0.000 N1 0.0192(5) 0.0290(5) 0.0202(5) 0.0039(4) -0.0011(4) -0.0009(4) N2 0.0183(5) 0.0289(5) 0.0173(5) 0.0042(4) -0.0012(4) 0.0000(4) N3 0.0214(5) 0.0245(5) 0.0172(5) 0.0001(4) -0.0030(4) 0.0027(4) C1 0.0238(6) 0.0336(7) 0.0244(6) 0.0045(5) 0.0050(5) -0.0029(5) C2 0.0208(5) 0.0191(5) 0.0165(5) -0.0017(4) -0.0013(4) -0.0016(4) C3 0.0241(5) 0.0228(6) 0.0189(5) 0.0010(5) 0.0019(4) 0.0047(5) C4 0.0268(7) 0.0425(8) 0.0349(7) 0.0166(7) 0.0060(6) 0.0053(6) O1 0.0288(11) 0.0411(17) 0.0200(10) -0.0044(9) -0.0018(8) 0.0012(11) C5 0.0313(7) 0.020(3) 0.0150(14) -0.0050(14) 0.0002(9) 0.0095(12) C6 0.0433(16) 0.0366(15) 0.0205(16) 0.0080(13) 0.0066(11) 0.0185(12) C7 0.046(2) 0.0386(19) 0.0115(9) 0.0027(10) -0.0019(12) 0.0180(17) C8 0.0279(10) 0.051(3) 0.030(2) -0.0059(17) -0.0083(12) 0.0105(15) O1A 0.0288(11) 0.0411(17) 0.0200(10) -0.0044(9) -0.0018(8) 0.0012(11) C5A 0.0313(7) 0.020(3) 0.0150(14) -0.0050(14) 0.0002(9) 0.0095(12) C6A 0.0433(16) 0.0366(15) 0.0205(16) 0.0080(13) 0.0066(11) 0.0185(12) C7A 0.046(2) 0.0386(19) 0.0115(9) 0.0027(10) -0.0019(12) 0.0180(17) C8A 0.0279(10) 0.051(3) 0.030(2) -0.0059(17) -0.0083(12) 0.0105(15) _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 S C2 1.6975(12) . ? O1W H1W1 0.853(13) . ? N1 C2 1.3246(15) . ? N1 C1 1.4553(16) . ? N1 H1D 0.8800 . ? N2 C2 1.3614(15) . ? N2 N3 1.3797(13) . ? N2 H2A 0.8800 . ? N3 C3 1.2878(15) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C3 C5A 1.451(17) . ? C3 C5 1.459(7) . ? C3 C4 1.4971(18) . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? O1 C5 1.346(9) . ? O1 C8 1.457(5) . ? C5 C6 1.377(10) . ? C6 C7 1.367(8) . ? C6 H6A 0.9500 . ? C7 C8 1.337(4) . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? O1A C5A 1.33(2) . ? O1A C8A 1.542(14) . ? C5A C6A 1.38(2) . ? C6A C7A 1.282(16) . ? C6A H6AA 0.9500 . ? C7A C8A 1.306(11) . ? C7A H7AA 0.9500 . ? C8A H8AA 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 C2 N1 C1 124.10(11) . . ? C2 N1 H1D 118.0 . . ? C1 N1 H1D 118.0 . . ? C2 N2 N3 118.98(10) . . ? C2 N2 H2A 120.5 . . ? N3 N2 H2A 120.5 . . ? C3 N3 N2 116.23(10) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 N2 116.73(11) . . ? N1 C2 S 124.50(9) . . ? N2 C2 S 118.75(9) . . ? N3 C3 C5A 116.5(11) . . ? N3 C3 C5 117.0(4) . . ? C5A C3 C5 8.0(13) . . ? N3 C3 C4 125.03(11) . . ? C5A C3 C4 118.2(11) . . ? C5 C3 C4 117.9(4) . . ? C3 C4 H4A 109.5 . . ? C3 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C3 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C5 O1 C8 104.4(5) . . ? O1 C5 C6 110.8(5) . . ? O1 C5 C3 121.2(7) . . ? C6 C5 C3 127.9(8) . . ? C7 C6 C5 107.5(6) . . ? C7 C6 H6A 126.2 . . ? C5 C6 H6A 126.2 . . ? C8 C7 C6 108.9(5) . . ? C8 C7 H7A 125.6 . . ? C6 C7 H7A 125.6 . . ? C7 C8 O1 108.4(5) . . ? C7 C8 H8A 125.8 . . ? O1 C8 H8A 125.8 . . ? C5A O1A C8A 103.1(12) . . ? O1A C5A C6A 109.5(12) . . ? O1A C5A C3 126.2(19) . . ? C6A C5A C3 122.1(19) . . ? C7A C6A C5A 109.8(15) . . ? C7A C6A H6AA 125.1 . . ? C5A C6A H6AA 125.1 . . ? C6A C7A C8A 112.6(15) . . ? C6A C7A H7AA 123.7 . . ? C8A C7A H7AA 123.7 . . ? C7A C8A O1A 104.8(12) . . ? C7A C8A H8AA 127.6 . . ? O1A C8A H8AA 127.6 . . ? 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 C2 N2 N3 C3 172.10(11) . . . . ? C1 N1 C2 N2 -176.08(11) . . . . ? C1 N1 C2 S 2.28(18) . . . . ? N3 N2 C2 N1 -3.10(16) . . . . ? N3 N2 C2 S 178.44(8) . . . . ? N2 N3 C3 C5A -176.4(11) . . . . ? N2 N3 C3 C5 174.7(4) . . . . ? N2 N3 C3 C4 -1.90(19) . . . . ? C8 O1 C5 C6 -0.5(9) . . . . ? C8 O1 C5 C3 175.7(6) . . . . ? N3 C3 C5 O1 6.0(9) . . . . ? C5A C3 C5 O1 -82(11) . . . . ? C4 C3 C5 O1 -177.2(5) . . . . ? N3 C3 C5 C6 -178.5(7) . . . . ? C5A C3 C5 C6 93(11) . . . . ? C4 C3 C5 C6 -1.7(10) . . . . ? O1 C5 C6 C7 -0.5(10) . . . . ? C3 C5 C6 C7 -176.4(7) . . . . ? C5 C6 C7 C8 1.4(8) . . . . ? C6 C7 C8 O1 -1.7(6) . . . . ? C5 O1 C8 C7 1.3(6) . . . . ? C8A O1A C5A C6A 2(2) . . . . ? C8A O1A C5A C3 164.9(19) . . . . ? N3 C3 C5A O1A -168.2(18) . . . . ? C5 C3 C5A O1A -72(10) . . . . ? C4 C3 C5A O1A 17(3) . . . . ? N3 C3 C5A C6A -7(3) . . . . ? C5 C3 C5A C6A 89(11) . . . . ? C4 C3 C5A C6A 178.0(17) . . . . ? O1A C5A C6A C7A 1(3) . . . . ? C3 C5A C6A C7A -162.6(18) . . . . ? C5A C6A C7A C8A -5(2) . . . . ? C6A C7A C8A O1A 5.5(17) . . . . ? C5A O1A C8A C7A -4.4(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1W1 S 0.853(13) 2.582(19) 3.3379(13) 148.3(19) 6_567 N1 H1D O1W 0.88 2.34 3.0811(11) 142.5 . N2 H2A S 0.88 2.82 3.6077(11) 150.2 4_756 _diffrn_measured_fraction_theta_max 0.921 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.388 _refine_diff_density_min -0.329 _refine_diff_density_rms 0.057 #===END data_7 _database_code_depnum_ccdc_archive 'CCDC 783926' #CCDC no. 783926 #TrackingRef '- cif files.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H26 Br Cu N3 P S2' _chemical_formula_sum 'C26 H26 Br Cu N3 P S2' _chemical_formula_weight 619.04 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_space_group_name_Hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.4662(11) _cell_length_b 11.0814(12) _cell_length_c 13.6967(15) _cell_angle_alpha 70.189(2) _cell_angle_beta 71.693(2) _cell_angle_gamma 63.524(2) _cell_volume 1312.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2856 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 27.47 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.54 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 628 _exptl_absorpt_coefficient_mu 2.595 _exptl_absorpt_correction_type analytical _exptl_absorpt_correction_T_min 0.3347 _exptl_absorpt_correction_T_max 0.6816 _exptl_absorpt_process_details ; XPREP; Bruker AXS 2000 ; _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 8.366 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8007 _diffrn_reflns_av_R_equivalents 0.0329 _diffrn_reflns_av_sigmaI/netI 0.0649 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 28.25 _reflns_number_total 5637 _reflns_number_gt 4035 _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^)+(0.0562P)^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 5637 _refine_ls_number_parameters 309 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0565 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.1142 _refine_ls_wR_factor_gt 0.0939 _refine_ls_goodness_of_fit_ref 0.979 _refine_ls_restrained_S_all 0.979 _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 0.91935(5) 0.77792(5) 0.27020(3) 0.02720(14) Uani 1 1 d . . . Br1 Br 0.91977(5) 0.93529(4) 0.35196(4) 0.04293(15) Uani 1 1 d . . . P1 P 0.75046(10) 0.87970(10) 0.17090(7) 0.0235(2) Uani 1 1 d . . . S1 S 1.44765(11) 0.45629(12) 0.64078(8) 0.0382(3) Uani 1 1 d . . . S2 S 1.06300(11) 0.55505(10) 0.30121(7) 0.0295(2) Uani 1 1 d . . . C1 C 0.7769(4) 0.7922(4) 0.0696(3) 0.0238(8) Uani 1 1 d . . . C2 C 0.7934(4) 0.6536(4) 0.1019(3) 0.0321(9) Uani 1 1 d . . . H2 H 0.7874 0.6083 0.1748 0.038 Uiso 1 1 calc R . . C3 C 0.8183(4) 0.5821(5) 0.0288(3) 0.0387(10) Uani 1 1 d . . . H3 H 0.8274 0.4880 0.0520 0.046 Uiso 1 1 calc R . . C4 C 0.8304(4) 0.6448(5) -0.0773(3) 0.0407(11) Uani 1 1 d . . . H4 H 0.8482 0.5945 -0.1275 0.049 Uiso 1 1 calc R . . C5 C 0.8163(5) 0.7807(5) -0.1097(3) 0.0465(12) Uani 1 1 d . . . H5 H 0.8252 0.8243 -0.1831 0.056 Uiso 1 1 calc R . . C6 C 0.7893(4) 0.8562(4) -0.0377(3) 0.0337(9) Uani 1 1 d . . . H6 H 0.7794 0.9504 -0.0613 0.040 Uiso 1 1 calc R . . C7 C 0.7212(4) 1.0599(4) 0.0967(3) 0.0246(8) Uani 1 1 d . . . C8 C 0.8348(4) 1.1040(4) 0.0688(3) 0.0287(9) Uani 1 1 d . . . H8 H 0.9222 1.0448 0.0945 0.034 Uiso 1 1 calc R . . C9 C 0.8227(4) 1.2344(4) 0.0031(3) 0.0338(9) Uani 1 1 d . . . H9 H 0.9024 1.2629 -0.0169 0.041 Uiso 1 1 calc R . . C10 C 0.6958(4) 1.3218(4) -0.0326(3) 0.0336(9) Uani 1 1 d . . . H10 H 0.6882 1.4102 -0.0782 0.040 Uiso 1 1 calc R . . C11 C 0.5790(4) 1.2815(4) -0.0023(3) 0.0332(9) Uani 1 1 d . . . H11 H 0.4902 1.3432 -0.0254 0.040 Uiso 1 1 calc R . . C12 C 0.5912(4) 1.1510(4) 0.0618(3) 0.0299(9) Uani 1 1 d . . . H12 H 0.5109 1.1233 0.0821 0.036 Uiso 1 1 calc R . . C13 C 0.5723(4) 0.8866(4) 0.2516(3) 0.0266(8) Uani 1 1 d . . . C14 C 0.4661(4) 0.8816(4) 0.2141(3) 0.0331(9) Uani 1 1 d . . . H14 H 0.4847 0.8739 0.1435 0.040 Uiso 1 1 calc R . . C15 C 0.3331(4) 0.8880(4) 0.2799(4) 0.0401(11) Uani 1 1 d . . . H15 H 0.2611 0.8838 0.2542 0.048 Uiso 1 1 calc R . . C16 C 0.3042(4) 0.9003(4) 0.3819(4) 0.0450(12) Uani 1 1 d . . . H16 H 0.2121 0.9061 0.4259 0.054 Uiso 1 1 calc R . . C17 C 0.4102(5) 0.9041(5) 0.4205(3) 0.0452(11) Uani 1 1 d . . . H17 H 0.3911 0.9117 0.4912 0.054 Uiso 1 1 calc R . . C18 C 0.5439(4) 0.8968(4) 0.3552(3) 0.0366(10) Uani 1 1 d . . . H18 H 0.6166 0.8989 0.3816 0.044 Uiso 1 1 calc R . . C19 C 1.1569(4) 0.5121(4) 0.3990(3) 0.0255(8) Uani 1 1 d . . . C20 C 1.3109(5) 0.2775(4) 0.3712(4) 0.0436(11) Uani 1 1 d . . . H20A H 1.2654 0.2104 0.4122 0.065 Uiso 1 1 calc R . . H20B H 1.4167 0.2312 0.3651 0.065 Uiso 1 1 calc R . . H20C H 1.2872 0.3155 0.3004 0.065 Uiso 1 1 calc R . . C21 C 1.1848(4) 0.6417(4) 0.5874(3) 0.0250(8) Uani 1 1 d . . . C22 C 1.0456(4) 0.7604(4) 0.6056(3) 0.0331(9) Uani 1 1 d . . . H22A H 1.0098 0.8089 0.5392 0.050 Uiso 1 1 calc R . . H22B H 1.0613 0.8244 0.6311 0.050 Uiso 1 1 calc R . . H22C H 0.9737 0.7263 0.6586 0.050 Uiso 1 1 calc R . . C23 C 1.2917(4) 0.6006(4) 0.6523(3) 0.0279(8) Uani 1 1 d . . . C24 C 1.2849(4) 0.6657(4) 0.7275(3) 0.0271(8) Uani 1 1 d . . . H24 H 1.2077 0.7473 0.7451 0.032 Uiso 1 1 calc R . . C25 C 1.4130(5) 0.5891(5) 0.7730(3) 0.0390(10) Uani 1 1 d . . . H25 H 1.4307 0.6150 0.8254 0.047 Uiso 1 1 calc R . . C26 C 1.5056(5) 0.4774(5) 0.7344(3) 0.0400(11) Uani 1 1 d . . . H26 H 1.5947 0.4163 0.7572 0.048 Uiso 1 1 calc R . . N1 N 1.2571(3) 0.3890(3) 0.4241(3) 0.0327(8) Uani 1 1 d . . . H1 H 1.2954 0.3724 0.4783 0.039 Uiso 1 1 calc R . . N2 N 1.1283(3) 0.6029(3) 0.4542(2) 0.0268(7) Uani 1 1 d . . . H2A H 1.0535 0.6826 0.4479 0.032 Uiso 1 1 calc R . . N3 N 1.2207(3) 0.5671(3) 0.5219(2) 0.0258(7) 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 0.0278(3) 0.0288(3) 0.0247(2) -0.0032(2) -0.01239(19) -0.0079(2) Br1 0.0582(3) 0.0283(2) 0.0484(3) -0.0088(2) -0.0321(2) -0.0073(2) P1 0.0218(5) 0.0274(5) 0.0202(5) -0.0036(4) -0.0072(4) -0.0078(4) S1 0.0376(6) 0.0448(7) 0.0298(5) -0.0044(5) -0.0128(5) -0.0126(5) S2 0.0364(5) 0.0268(5) 0.0280(5) -0.0061(4) -0.0157(4) -0.0082(4) C1 0.0160(17) 0.031(2) 0.0233(18) -0.0089(16) -0.0053(14) -0.0053(16) C2 0.030(2) 0.037(2) 0.029(2) -0.0073(18) -0.0018(17) -0.0142(19) C3 0.035(2) 0.036(2) 0.048(3) -0.018(2) -0.002(2) -0.014(2) C4 0.037(2) 0.046(3) 0.043(3) -0.027(2) -0.012(2) -0.004(2) C5 0.049(3) 0.053(3) 0.025(2) -0.014(2) -0.015(2) -0.001(2) C6 0.037(2) 0.033(2) 0.028(2) -0.0049(18) -0.0122(18) -0.0084(19) C7 0.0252(19) 0.030(2) 0.0193(18) -0.0082(16) -0.0052(15) -0.0083(17) C8 0.026(2) 0.033(2) 0.028(2) -0.0071(17) -0.0072(16) -0.0102(18) C9 0.033(2) 0.037(2) 0.034(2) -0.0067(19) -0.0020(18) -0.019(2) C10 0.040(2) 0.030(2) 0.028(2) -0.0005(18) -0.0077(18) -0.0149(19) C11 0.033(2) 0.032(2) 0.033(2) -0.0007(18) -0.0160(18) -0.0097(19) C12 0.027(2) 0.036(2) 0.029(2) -0.0032(18) -0.0101(17) -0.0137(18) C13 0.0257(19) 0.0207(19) 0.0263(19) -0.0029(16) -0.0023(16) -0.0065(16) C14 0.028(2) 0.034(2) 0.029(2) 0.0031(18) -0.0096(17) -0.0093(18) C15 0.025(2) 0.038(2) 0.047(3) 0.005(2) -0.0093(19) -0.0118(19) C16 0.027(2) 0.032(2) 0.048(3) 0.003(2) 0.010(2) -0.008(2) C17 0.047(3) 0.038(3) 0.031(2) -0.009(2) 0.009(2) -0.009(2) C18 0.041(2) 0.035(2) 0.032(2) -0.0085(19) -0.0059(19) -0.013(2) C19 0.0275(19) 0.0238(19) 0.0234(19) -0.0015(16) -0.0065(16) -0.0100(17) C20 0.042(3) 0.029(2) 0.064(3) -0.017(2) -0.021(2) -0.005(2) C21 0.028(2) 0.026(2) 0.0223(18) -0.0010(16) -0.0057(15) -0.0141(17) C22 0.037(2) 0.037(2) 0.029(2) -0.0089(18) -0.0089(18) -0.014(2) C23 0.031(2) 0.030(2) 0.0210(18) 0.0016(16) -0.0079(16) -0.0143(18) C24 0.034(2) 0.026(2) 0.0235(19) 0.0001(16) -0.0119(16) -0.0126(17) C25 0.053(3) 0.046(3) 0.029(2) -0.007(2) -0.014(2) -0.026(2) C26 0.036(2) 0.055(3) 0.028(2) 0.004(2) -0.0161(19) -0.020(2) N1 0.0349(18) 0.0273(18) 0.0357(19) -0.0072(15) -0.0159(15) -0.0057(15) N2 0.0271(16) 0.0268(17) 0.0254(16) -0.0057(14) -0.0122(13) -0.0047(14) N3 0.0276(16) 0.0291(17) 0.0219(15) -0.0033(14) -0.0090(13) -0.0109(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 Cu1 S2 2.2180(11) . ? Cu1 P1 2.2225(10) . ? Cu1 Br1 2.3725(6) . ? P1 C13 1.827(4) . ? P1 C1 1.837(4) . ? P1 C7 1.840(4) . ? S1 C26 1.699(4) . ? S1 C23 1.711(4) . ? S2 C19 1.721(4) . ? C1 C2 1.390(5) . ? C1 C6 1.391(5) . ? C2 C3 1.374(5) . ? C2 H2 0.9500 . ? C3 C4 1.375(6) . ? C3 H3 0.9500 . ? C4 C5 1.371(6) . ? C4 H4 0.9500 . ? C5 C6 1.388(5) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.380(5) . ? C7 C12 1.399(5) . ? C8 C9 1.393(5) . ? C8 H8 0.9500 . ? C9 C10 1.372(5) . ? C9 H9 0.9500 . ? C10 C11 1.382(5) . ? C10 H10 0.9500 . ? C11 C12 1.387(5) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.389(5) . ? C13 C14 1.391(5) . ? C14 C15 1.387(5) . ? C14 H14 0.9500 . ? C15 C16 1.373(6) . ? C15 H15 0.9500 . ? C16 C17 1.393(6) . ? C16 H16 0.9500 . ? C17 C18 1.388(6) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 N1 1.308(4) . ? C19 N2 1.334(5) . ? C20 N1 1.449(5) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N3 1.282(5) . ? C21 C23 1.465(5) . ? C21 C22 1.483(5) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C24 1.413(5) . ? C24 C25 1.434(5) . ? C24 H24 0.9500 . ? C25 C26 1.342(6) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? N1 H1 0.8800 . ? N2 N3 1.387(4) . ? N2 H2A 0.8800 . ? 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 P1 125.98(4) . . ? S2 Cu1 Br1 122.37(3) . . ? P1 Cu1 Br1 111.53(3) . . ? C13 P1 C1 103.76(17) . . ? C13 P1 C7 104.82(16) . . ? C1 P1 C7 103.56(16) . . ? C13 P1 Cu1 110.92(12) . . ? C1 P1 Cu1 115.80(11) . . ? C7 P1 Cu1 116.63(12) . . ? C26 S1 C23 91.4(2) . . ? C19 S2 Cu1 111.44(13) . . ? C2 C1 C6 119.1(3) . . ? C2 C1 P1 118.0(3) . . ? C6 C1 P1 122.8(3) . . ? C3 C2 C1 120.3(4) . . ? C3 C2 H2 119.8 . . ? C1 C2 H2 119.8 . . ? C2 C3 C4 120.9(4) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 119.1(4) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? C4 C5 C6 121.3(4) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C1 119.3(4) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? C8 C7 C12 118.7(3) . . ? C8 C7 P1 118.8(3) . . ? C12 C7 P1 122.3(3) . . ? C7 C8 C9 120.7(3) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C10 C9 C8 120.1(4) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C9 C10 C11 120.0(4) . . ? C9 C10 H10 120.0 . . ? C11 C10 H10 120.0 . . ? C10 C11 C12 120.1(3) . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 C7 120.3(4) . . ? C11 C12 H12 119.9 . . ? C7 C12 H12 119.9 . . ? C18 C13 C14 119.4(4) . . ? C18 C13 P1 117.5(3) . . ? C14 C13 P1 123.1(3) . . ? C15 C14 C13 119.8(4) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C16 C15 C14 120.8(4) . . ? C16 C15 H15 119.6 . . ? C14 C15 H15 119.6 . . ? C15 C16 C17 119.8(4) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C18 C17 C16 119.6(4) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C13 120.5(4) . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? N1 C19 N2 116.9(3) . . ? N1 C19 S2 122.0(3) . . ? N2 C19 S2 121.1(3) . . ? N1 C20 H20A 109.5 . . ? N1 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N1 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N3 C21 C23 115.6(3) . . ? N3 C21 C22 126.5(3) . . ? C23 C21 C22 117.9(3) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C21 128.2(3) . . ? C24 C23 S1 112.4(3) . . ? C21 C23 S1 119.3(3) . . ? C23 C24 C25 109.2(3) . . ? C23 C24 H24 125.4 . . ? C25 C24 H24 125.4 . . ? C26 C25 C24 113.6(4) . . ? C26 C25 H25 123.2 . . ? C24 C25 H25 123.2 . . ? C25 C26 S1 113.3(3) . . ? C25 C26 H26 123.3 . . ? S1 C26 H26 123.3 . . ? C19 N1 C20 126.2(3) . . ? C19 N1 H1 116.9 . . ? C20 N1 H1 116.9 . . ? C19 N2 N3 117.6(3) . . ? C19 N2 H2A 121.2 . . ? N3 N2 H2A 121.2 . . ? C21 N3 N2 119.1(3) . . ? 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 P1 C13 93.91(14) . . . . ? Br1 Cu1 P1 C13 -82.21(14) . . . . ? S2 Cu1 P1 C1 -23.98(15) . . . . ? Br1 Cu1 P1 C1 159.90(14) . . . . ? S2 Cu1 P1 C7 -146.23(13) . . . . ? Br1 Cu1 P1 C7 37.65(13) . . . . ? P1 Cu1 S2 C19 -169.86(14) . . . . ? Br1 Cu1 S2 C19 5.86(15) . . . . ? C13 P1 C1 C2 -67.0(3) . . . . ? C7 P1 C1 C2 -176.2(3) . . . . ? Cu1 P1 C1 C2 54.8(3) . . . . ? C13 P1 C1 C6 116.8(3) . . . . ? C7 P1 C1 C6 7.6(3) . . . . ? Cu1 P1 C1 C6 -121.4(3) . . . . ? C6 C1 C2 C3 -1.5(6) . . . . ? P1 C1 C2 C3 -177.8(3) . . . . ? C1 C2 C3 C4 1.3(6) . . . . ? C2 C3 C4 C5 -0.4(6) . . . . ? C3 C4 C5 C6 -0.4(7) . . . . ? C4 C5 C6 C1 0.3(6) . . . . ? C2 C1 C6 C5 0.7(6) . . . . ? P1 C1 C6 C5 176.8(3) . . . . ? C13 P1 C7 C8 149.8(3) . . . . ? C1 P1 C7 C8 -101.7(3) . . . . ? Cu1 P1 C7 C8 26.8(3) . . . . ? C13 P1 C7 C12 -34.4(3) . . . . ? C1 P1 C7 C12 74.1(3) . . . . ? Cu1 P1 C7 C12 -157.4(3) . . . . ? C12 C7 C8 C9 -2.8(5) . . . . ? P1 C7 C8 C9 173.1(3) . . . . ? C7 C8 C9 C10 1.4(6) . . . . ? C8 C9 C10 C11 0.9(6) . . . . ? C9 C10 C11 C12 -1.9(6) . . . . ? C10 C11 C12 C7 0.4(6) . . . . ? C8 C7 C12 C11 1.9(5) . . . . ? P1 C7 C12 C11 -173.9(3) . . . . ? C1 P1 C13 C18 155.8(3) . . . . ? C7 P1 C13 C18 -95.8(3) . . . . ? Cu1 P1 C13 C18 30.9(3) . . . . ? C1 P1 C13 C14 -24.0(4) . . . . ? C7 P1 C13 C14 84.4(3) . . . . ? Cu1 P1 C13 C14 -148.9(3) . . . . ? C18 C13 C14 C15 0.5(6) . . . . ? P1 C13 C14 C15 -179.7(3) . . . . ? C13 C14 C15 C16 0.5(6) . . . . ? C14 C15 C16 C17 -1.1(6) . . . . ? C15 C16 C17 C18 0.6(7) . . . . ? C16 C17 C18 C13 0.4(6) . . . . ? C14 C13 C18 C17 -0.9(6) . . . . ? P1 C13 C18 C17 179.3(3) . . . . ? Cu1 S2 C19 N1 -174.1(3) . . . . ? Cu1 S2 C19 N2 7.2(3) . . . . ? N3 C21 C23 C24 177.3(4) . . . . ? C22 C21 C23 C24 -4.7(6) . . . . ? N3 C21 C23 S1 -2.9(5) . . . . ? C22 C21 C23 S1 175.1(3) . . . . ? C26 S1 C23 C24 0.6(3) . . . . ? C26 S1 C23 C21 -179.3(3) . . . . ? C21 C23 C24 C25 179.5(4) . . . . ? S1 C23 C24 C25 -0.4(4) . . . . ? C23 C24 C25 C26 -0.1(5) . . . . ? C24 C25 C26 S1 0.5(5) . . . . ? C23 S1 C26 C25 -0.6(4) . . . . ? N2 C19 N1 C20 -176.4(4) . . . . ? S2 C19 N1 C20 4.9(6) . . . . ? N1 C19 N2 N3 9.4(5) . . . . ? S2 C19 N2 N3 -171.9(3) . . . . ? C23 C21 N3 N2 -177.1(3) . . . . ? C22 C21 N3 N2 5.1(6) . . . . ? C19 N2 N3 C21 -169.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.870 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.714 _refine_diff_density_min -0.415 _refine_diff_density_rms 0.106