# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2014 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9083(13) _cell_length_b 13.9442(14) _cell_length_c 15.0273(15) _cell_angle_alpha 94.571(3) _cell_angle_beta 109.244(3) _cell_angle_gamma 110.955(3) _cell_volume 2324.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.650 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.239 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.86002 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33398 _diffrn_reflns_av_R_equivalents 0.0382 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 27.51 _reflns_number_total 10521 _reflns_number_gt 7510 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0371P)^2^+0.7143P] 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 10521 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0660 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.0859 _refine_ls_wR_factor_gt 0.0763 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 F1 F 0.47147(13) 1.18724(11) 0.07203(11) 0.0416(4) Uani 1 1 d . . . F2 F 0.64644(12) 1.18913(11) 0.10490(10) 0.0360(4) Uani 1 1 d . . . F3 F 0.58872(16) 1.21202(11) 0.21929(11) 0.0508(5) Uani 1 1 d . . . N9 N 0.31698(16) 0.64301(14) 0.02579(12) 0.0185(4) Uani 1 1 d . . . C17 C 0.2018(2) 0.61255(18) -0.03422(16) 0.0232(5) Uani 1 1 d . . . H17 H 0.1514 0.6350 -0.0146 0.028 Uiso 1 1 calc R . . C18 C 0.1582(2) 0.54898(18) -0.12368(16) 0.0253(6) Uani 1 1 d . . . H18 H 0.0784 0.5280 -0.1649 0.030 Uiso 1 1 calc R . . C19 C 0.2330(2) 0.51630(18) -0.15219(18) 0.0286(6) Uani 1 1 d . . . H19 H 0.2042 0.4729 -0.2129 0.034 Uiso 1 1 calc R . . C20 C 0.3506(2) 0.54806(18) -0.09058(17) 0.0278(6) Uani 1 1 d . . . H20 H 0.4020 0.5264 -0.1094 0.033 Uiso 1 1 calc R . . C21 C 0.3917(2) 0.61169(17) -0.00135(17) 0.0233(5) Uani 1 1 d . . . H21 H 0.4712 0.6334 0.0407 0.028 Uiso 1 1 calc R . . C22 C 0.3617(2) 0.71153(17) 0.12338(16) 0.0252(6) Uani 1 1 d . . . H22A H 0.4246 0.6966 0.1683 0.030 Uiso 1 1 calc R . . H22B H 0.2965 0.6954 0.1461 0.030 Uiso 1 1 calc R . . C23 C 0.4103(2) 0.82713(17) 0.12212(15) 0.0186(5) Uani 1 1 d . . . C24 C 0.5305(2) 0.88228(18) 0.14171(16) 0.0229(5) Uani 1 1 d . . . H24 H 0.5815 0.8475 0.1543 0.027 Uiso 1 1 calc R . . C25 C 0.5769(2) 0.98904(19) 0.14290(16) 0.0238(5) Uani 1 1 d . . . H25 H 0.6583 1.0258 0.1565 0.029 Uiso 1 1 calc R . . C26 C 0.5005(2) 1.03983(17) 0.12367(15) 0.0193(5) Uani 1 1 d . . . C27 C 0.37996(19) 0.98563(17) 0.10358(15) 0.0196(5) Uani 1 1 d . . . H27 H 0.3291 1.0205 0.0903 0.024 Uiso 1 1 calc R . . C28 C 0.3343(2) 0.87956(18) 0.10316(15) 0.0209(5) Uani 1 1 d . . . H28 H 0.2531 0.8432 0.0903 0.025 Uiso 1 1 calc R . . C29 C 0.5514(2) 1.15613(19) 0.12981(17) 0.0267(6) Uani 1 1 d . . . F4 F 0.44163(11) -0.14275(10) 0.59216(9) 0.0286(3) Uani 1 1 d . . . F5 F 0.60666(12) -0.12163(10) 0.70483(9) 0.0327(3) Uani 1 1 d . . . F6 F 0.58508(12) -0.15486(10) 0.55646(10) 0.0320(3) Uani 1 1 d . . . N10 N 0.72094(16) 0.37293(14) 0.54516(13) 0.0209(4) Uani 1 1 d . . . C30 C 0.7835(2) 0.37874(17) 0.48861(17) 0.0248(5) Uani 1 1 d . . . H30 H 0.8548 0.3695 0.5110 0.030 Uiso 1 1 calc R . . C31 C 0.7440(2) 0.39801(18) 0.39869(17) 0.0252(5) Uani 1 1 d . . . H31 H 0.7877 0.4017 0.3598 0.030 Uiso 1 1 calc R . . C32 C 0.6385(2) 0.41194(17) 0.36614(17) 0.0264(6) Uani 1 1 d . . . H32 H 0.6102 0.4249 0.3049 0.032 Uiso 1 1 calc R . . C33 C 0.5753(2) 0.40660(17) 0.42480(18) 0.0261(6) Uani 1 1 d . . . H33 H 0.5043 0.4164 0.4038 0.031 Uiso 1 1 calc R . . C34 C 0.6178(2) 0.38670(17) 0.51448(17) 0.0245(5) Uani 1 1 d . . . H34 H 0.5752 0.3827 0.5544 0.029 Uiso 1 1 calc R . . C35 C 0.7634(2) 0.34834(19) 0.64222(17) 0.0328(6) Uani 1 1 d . . . H35A H 0.7406 0.3836 0.6861 0.039 Uiso 1 1 calc R . . H35B H 0.8503 0.3746 0.6682 0.039 Uiso 1 1 calc R . . C36 C 0.7096(2) 0.23067(18) 0.63549(16) 0.0247(6) Uani 1 1 d . . . C37 C 0.7655(2) 0.16922(19) 0.61454(18) 0.0299(6) Uani 1 1 d . . . H37 H 0.8370 0.2004 0.6055 0.036 Uiso 1 1 calc R . . C38 C 0.7160(2) 0.06183(18) 0.60696(17) 0.0261(6) Uani 1 1 d . . . H38 H 0.7535 0.0207 0.5917 0.031 Uiso 1 1 calc R . . C39 C 0.61118(19) 0.01544(17) 0.62194(15) 0.0187(5) Uani 1 1 d . . . C40 C 0.5537(2) 0.07558(18) 0.64285(16) 0.0232(5) Uani 1 1 d . . . H40 H 0.4826 0.0445 0.6525 0.028 Uiso 1 1 calc R . . C41 C 0.6043(2) 0.18340(18) 0.64919(16) 0.0257(6) Uani 1 1 d . . . H41 H 0.5661 0.2245 0.6630 0.031 Uiso 1 1 calc R . . C42 C 0.56126(19) -0.10019(18) 0.61853(16) 0.0204(5) Uani 1 1 d . . . Ni1 Ni 0.04299(2) 0.09480(2) 0.120256(19) 0.01601(8) Uani 1 1 d . . . S1 S -0.13325(5) -0.00365(4) 0.11233(4) 0.01802(13) Uani 1 1 d . . . S2 S 0.10413(5) -0.02824(4) 0.14274(4) 0.02021(13) Uani 1 1 d . . . S3 S 0.22013(5) 0.18859(4) 0.12748(4) 0.01959(13) Uani 1 1 d . . . S4 S -0.01024(5) 0.22452(4) 0.10863(4) 0.01893(13) Uani 1 1 d . . . N1 N -0.30789(17) -0.27669(15) 0.12681(14) 0.0284(5) Uani 1 1 d . . . N2 N 0.00784(19) -0.30323(17) 0.16835(17) 0.0394(6) Uani 1 1 d . . . N3 N 0.12198(18) 0.51323(16) 0.12034(15) 0.0292(5) Uani 1 1 d . . . N4 N 0.41690(18) 0.46467(16) 0.14361(15) 0.0328(5) Uani 1 1 d . . . C1 C -0.2263(2) -0.20739(18) 0.12680(16) 0.0207(5) Uani 1 1 d . . . C2 C -0.12309(19) -0.12124(17) 0.12742(15) 0.0172(5) Uani 1 1 d . . . C3 C -0.01812(19) -0.13189(17) 0.14095(15) 0.0178(5) Uani 1 1 d . . . C4 C -0.0053(2) -0.22793(19) 0.15545(17) 0.0244(5) Uani 1 1 d . . . C5 C 0.11935(19) 0.42994(19) 0.11700(16) 0.0212(5) Uani 1 1 d . . . C6 C 0.11876(19) 0.32668(17) 0.11497(15) 0.0180(5) Uani 1 1 d . . . C7 C 0.2189(2) 0.31062(17) 0.12337(15) 0.0189(5) Uani 1 1 d . . . C8 C 0.3287(2) 0.39600(19) 0.13405(16) 0.0220(5) Uani 1 1 d . . . Ni2 Ni 0.93278(2) 0.02878(2) 0.369650(19) 0.01619(8) Uani 1 1 d . . . S5 S 0.76124(5) -0.06717(4) 0.37215(4) 0.02020(13) Uani 1 1 d . . . S6 S 0.98847(5) -0.09806(4) 0.37682(4) 0.01894(13) Uani 1 1 d . . . S7 S 1.10713(5) 0.12183(4) 0.37129(4) 0.01757(13) Uani 1 1 d . . . S8 S 0.87724(5) 0.15648(4) 0.35608(4) 0.02068(13) Uani 1 1 d . . . N5 N 0.5803(2) -0.33869(16) 0.37914(16) 0.0385(6) Uani 1 1 d . . . N6 N 0.9034(2) -0.37042(16) 0.40003(15) 0.0337(5) Uani 1 1 d . . . N7 N 0.99538(17) 0.43766(16) 0.33879(14) 0.0283(5) Uani 1 1 d . . . N8 N 1.28606(18) 0.39359(15) 0.35523(14) 0.0272(5) Uani 1 1 d . . . C9 C 0.6650(2) -0.27190(19) 0.37975(17) 0.0256(5) Uani 1 1 d . . . C10 C 0.7687(2) -0.18725(17) 0.37838(15) 0.0193(5) Uani 1 1 d . . . C11 C 0.86886(19) -0.20082(17) 0.38184(15) 0.0182(5) Uani 1 1 d . . . C12 C 0.8841(2) -0.29685(19) 0.39115(16) 0.0226(5) Uani 1 1 d . . . C13 C 0.99700(19) 0.35671(19) 0.34547(16) 0.0210(5) Uani 1 1 d . . . C14 C 1.00127(19) 0.25647(17) 0.35414(15) 0.0185(5) Uani 1 1 d . . . C15 C 1.10219(19) 0.24172(17) 0.36077(15) 0.0169(5) Uani 1 1 d . . . C16 C 1.2050(2) 0.32522(18) 0.35801(15) 0.0198(5) 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 F1 0.0450(9) 0.0269(9) 0.0632(11) 0.0205(8) 0.0251(8) 0.0199(7) F2 0.0345(8) 0.0304(8) 0.0456(9) 0.0125(7) 0.0261(7) 0.0053(7) F3 0.0834(13) 0.0203(8) 0.0364(10) -0.0044(7) 0.0349(9) -0.0010(8) N9 0.0209(10) 0.0142(10) 0.0190(10) 0.0048(8) 0.0065(8) 0.0064(8) C17 0.0213(12) 0.0234(13) 0.0273(14) 0.0077(11) 0.0098(11) 0.0109(10) C18 0.0211(12) 0.0239(13) 0.0216(14) 0.0055(10) 0.0045(10) 0.0024(10) C19 0.0365(15) 0.0158(13) 0.0267(14) 0.0003(10) 0.0158(12) 0.0008(11) C20 0.0317(14) 0.0208(13) 0.0372(16) 0.0059(11) 0.0215(12) 0.0102(11) C21 0.0169(11) 0.0164(12) 0.0367(15) 0.0103(11) 0.0100(11) 0.0062(10) C22 0.0344(14) 0.0196(13) 0.0158(12) 0.0012(10) 0.0052(11) 0.0095(11) C23 0.0223(12) 0.0188(12) 0.0127(12) 0.0015(9) 0.0061(10) 0.0072(10) C24 0.0210(12) 0.0256(14) 0.0210(13) 0.0000(10) 0.0034(10) 0.0137(11) C25 0.0152(11) 0.0260(14) 0.0253(14) -0.0020(10) 0.0068(10) 0.0055(10) C26 0.0206(12) 0.0192(12) 0.0156(12) 0.0004(9) 0.0086(10) 0.0046(10) C27 0.0209(12) 0.0225(13) 0.0179(12) 0.0044(10) 0.0082(10) 0.0110(10) C28 0.0169(11) 0.0218(13) 0.0201(13) 0.0010(10) 0.0059(10) 0.0053(10) C29 0.0306(14) 0.0221(14) 0.0272(14) 0.0034(11) 0.0164(12) 0.0059(11) F4 0.0157(7) 0.0246(8) 0.0375(8) 0.0074(6) 0.0066(6) 0.0026(6) F5 0.0339(8) 0.0259(8) 0.0257(8) 0.0117(6) 0.0002(6) 0.0075(6) F6 0.0350(8) 0.0224(8) 0.0395(9) 0.0028(6) 0.0179(7) 0.0103(6) N10 0.0244(10) 0.0133(10) 0.0198(11) 0.0025(8) 0.0066(9) 0.0040(8) C30 0.0205(12) 0.0182(13) 0.0344(15) 0.0019(11) 0.0097(11) 0.0081(10) C31 0.0275(13) 0.0213(13) 0.0282(14) 0.0042(11) 0.0160(11) 0.0070(11) C32 0.0295(13) 0.0190(13) 0.0258(14) 0.0088(10) 0.0080(11) 0.0060(11) C33 0.0211(12) 0.0179(13) 0.0397(16) 0.0081(11) 0.0112(11) 0.0086(10) C34 0.0275(13) 0.0148(12) 0.0356(15) 0.0044(10) 0.0208(12) 0.0057(10) C35 0.0403(16) 0.0209(14) 0.0221(14) 0.0039(11) 0.0034(12) 0.0042(12) C36 0.0282(13) 0.0205(13) 0.0142(12) 0.0025(10) 0.0001(10) 0.0051(11) C37 0.0171(12) 0.0273(15) 0.0403(16) 0.0152(12) 0.0074(11) 0.0055(11) C38 0.0173(12) 0.0249(14) 0.0368(15) 0.0112(11) 0.0087(11) 0.0101(10) C39 0.0166(11) 0.0216(13) 0.0129(12) 0.0053(9) 0.0011(9) 0.0060(10) C40 0.0277(13) 0.0244(14) 0.0197(13) 0.0085(10) 0.0115(11) 0.0102(11) C41 0.0392(15) 0.0231(14) 0.0176(13) 0.0037(10) 0.0126(11) 0.0146(12) C42 0.0172(11) 0.0220(13) 0.0178(13) 0.0044(10) 0.0032(10) 0.0067(10) Ni1 0.01462(15) 0.01665(16) 0.01787(16) 0.00451(12) 0.00717(12) 0.00662(12) S1 0.0144(3) 0.0190(3) 0.0216(3) 0.0059(2) 0.0069(2) 0.0077(2) S2 0.0163(3) 0.0183(3) 0.0283(3) 0.0061(2) 0.0103(2) 0.0078(2) S3 0.0169(3) 0.0195(3) 0.0261(3) 0.0071(2) 0.0110(2) 0.0085(2) S4 0.0155(3) 0.0190(3) 0.0238(3) 0.0067(2) 0.0081(2) 0.0077(2) N1 0.0188(11) 0.0238(12) 0.0395(13) 0.0075(10) 0.0095(10) 0.0066(9) N2 0.0291(12) 0.0241(13) 0.0583(16) 0.0071(11) 0.0080(11) 0.0121(10) N3 0.0296(12) 0.0240(12) 0.0411(13) 0.0115(10) 0.0195(10) 0.0126(10) N4 0.0262(12) 0.0299(13) 0.0460(14) 0.0128(10) 0.0191(11) 0.0097(10) C1 0.0177(12) 0.0218(13) 0.0232(13) 0.0046(10) 0.0060(10) 0.0106(10) C2 0.0185(11) 0.0186(12) 0.0114(11) 0.0015(9) 0.0042(9) 0.0061(10) C3 0.0182(11) 0.0166(12) 0.0154(12) 0.0008(9) 0.0048(9) 0.0058(9) C4 0.0166(12) 0.0220(14) 0.0297(14) 0.0020(11) 0.0066(10) 0.0054(10) C5 0.0161(11) 0.0249(14) 0.0232(13) 0.0070(10) 0.0093(10) 0.0070(10) C6 0.0201(12) 0.0176(12) 0.0135(12) 0.0035(9) 0.0054(9) 0.0057(10) C7 0.0225(12) 0.0194(12) 0.0149(12) 0.0049(9) 0.0084(10) 0.0073(10) C8 0.0205(12) 0.0247(14) 0.0259(13) 0.0102(10) 0.0126(11) 0.0107(11) Ni2 0.01451(15) 0.01580(16) 0.01838(16) 0.00489(12) 0.00683(12) 0.00563(12) S5 0.0162(3) 0.0207(3) 0.0245(3) 0.0071(2) 0.0088(2) 0.0071(2) S6 0.0174(3) 0.0167(3) 0.0244(3) 0.0059(2) 0.0096(2) 0.0072(2) S7 0.0156(3) 0.0177(3) 0.0209(3) 0.0056(2) 0.0080(2) 0.0073(2) S8 0.0166(3) 0.0190(3) 0.0286(3) 0.0075(2) 0.0098(3) 0.0081(2) N5 0.0355(13) 0.0255(13) 0.0571(16) 0.0076(11) 0.0293(12) 0.0051(10) N6 0.0467(14) 0.0211(12) 0.0389(13) 0.0075(10) 0.0214(11) 0.0152(11) N7 0.0278(11) 0.0238(12) 0.0335(13) 0.0073(9) 0.0109(10) 0.0114(9) N8 0.0253(11) 0.0227(12) 0.0310(12) 0.0038(9) 0.0133(10) 0.0052(9) C9 0.0287(14) 0.0224(14) 0.0277(14) 0.0045(11) 0.0145(11) 0.0098(11) C10 0.0213(12) 0.0157(12) 0.0147(12) 0.0014(9) 0.0057(10) 0.0022(9) C11 0.0220(12) 0.0150(12) 0.0142(12) 0.0035(9) 0.0070(10) 0.0039(10) C12 0.0275(13) 0.0205(14) 0.0178(13) 0.0014(10) 0.0121(10) 0.0054(11) C13 0.0173(12) 0.0243(14) 0.0201(13) 0.0045(10) 0.0073(10) 0.0073(10) C14 0.0216(12) 0.0177(12) 0.0155(12) 0.0043(9) 0.0072(10) 0.0068(10) C15 0.0189(11) 0.0161(12) 0.0131(11) 0.0029(9) 0.0059(9) 0.0047(9) C16 0.0225(12) 0.0193(13) 0.0176(12) 0.0007(10) 0.0062(10) 0.0105(11) _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 F1 C29 1.341(3) . ? F2 C29 1.335(3) . ? F3 C29 1.336(3) . ? N9 C17 1.344(3) . ? N9 C21 1.348(3) . ? N9 C22 1.490(3) . ? C17 C18 1.365(3) . ? C17 H17 0.9300 . ? C18 C19 1.371(3) . ? C18 H18 0.9300 . ? C19 C20 1.373(3) . ? C19 H19 0.9300 . ? C20 C21 1.368(3) . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C23 1.511(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.377(3) . ? C23 C28 1.393(3) . ? C24 C25 1.388(3) . ? C24 H24 0.9300 . ? C25 C26 1.379(3) . ? C25 H25 0.9300 . ? C26 C27 1.377(3) . ? C26 C29 1.498(3) . ? C27 C28 1.381(3) . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? F4 C42 1.341(2) . ? F5 C42 1.342(2) . ? F6 C42 1.338(3) . ? N10 C30 1.341(3) . ? N10 C34 1.347(3) . ? N10 C35 1.494(3) . ? C30 C31 1.364(3) . ? C30 H30 0.9300 . ? C31 C32 1.377(3) . ? C31 H31 0.9300 . ? C32 C33 1.374(3) . ? C32 H32 0.9300 . ? C33 C34 1.369(3) . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C36 1.516(3) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C41 1.374(3) . ? C36 C37 1.379(3) . ? C37 C38 1.380(3) . ? C37 H37 0.9300 . ? C38 C39 1.378(3) . ? C38 H38 0.9300 . ? C39 C40 1.382(3) . ? C39 C42 1.496(3) . ? C40 C41 1.389(3) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? Ni1 S2 2.1368(6) . ? Ni1 S3 2.1507(6) . ? Ni1 S4 2.1529(6) . ? Ni1 S1 2.1530(6) . ? S1 C2 1.718(2) . ? S2 C3 1.707(2) . ? S3 C7 1.713(2) . ? S4 C6 1.729(2) . ? N1 C1 1.147(3) . ? N2 C4 1.143(3) . ? N3 C5 1.146(3) . ? N4 C8 1.151(3) . ? C1 C2 1.436(3) . ? C2 C3 1.366(3) . ? C3 C4 1.432(3) . ? C5 C6 1.435(3) . ? C6 C7 1.357(3) . ? C7 C8 1.437(3) . ? Ni2 S6 2.1320(6) . ? Ni2 S8 2.1450(6) . ? Ni2 S7 2.1491(6) . ? Ni2 S5 2.1537(6) . ? S5 C10 1.719(2) . ? S6 C11 1.719(2) . ? S7 C15 1.713(2) . ? S8 C14 1.717(2) . ? N5 C9 1.152(3) . ? N6 C12 1.146(3) . ? N7 C13 1.148(3) . ? N8 C16 1.152(3) . ? C9 C10 1.441(3) . ? C10 C11 1.357(3) . ? C11 C12 1.433(3) . ? C13 C14 1.433(3) . ? C14 C15 1.363(3) . ? C15 C16 1.434(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 N9 C21 120.6(2) . . ? C17 N9 C22 119.36(19) . . ? C21 N9 C22 119.99(19) . . ? N9 C17 C18 120.6(2) . . ? N9 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C17 C18 C19 119.4(2) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? C18 C19 C20 119.6(2) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C21 C20 C19 119.6(2) . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? N9 C21 C20 120.1(2) . . ? N9 C21 H21 119.9 . . ? C20 C21 H21 119.9 . . ? N9 C22 C23 111.92(18) . . ? N9 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? N9 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C24 C23 C28 119.3(2) . . ? C24 C23 C22 120.4(2) . . ? C28 C23 C22 120.3(2) . . ? C23 C24 C25 121.0(2) . . ? C23 C24 H24 119.5 . . ? C25 C24 H24 119.5 . . ? C26 C25 C24 119.0(2) . . ? C26 C25 H25 120.5 . . ? C24 C25 H25 120.5 . . ? C27 C26 C25 120.6(2) . . ? C27 C26 C29 120.2(2) . . ? C25 C26 C29 119.1(2) . . ? C26 C27 C28 120.2(2) . . ? C26 C27 H27 119.9 . . ? C28 C27 H27 119.9 . . ? C27 C28 C23 119.8(2) . . ? C27 C28 H28 120.1 . . ? C23 C28 H28 120.1 . . ? F2 C29 F3 105.80(19) . . ? F2 C29 F1 106.00(19) . . ? F3 C29 F1 106.6(2) . . ? F2 C29 C26 113.2(2) . . ? F3 C29 C26 112.21(19) . . ? F1 C29 C26 112.6(2) . . ? C30 N10 C34 120.6(2) . . ? C30 N10 C35 120.3(2) . . ? C34 N10 C35 119.1(2) . . ? N10 C30 C31 120.9(2) . . ? N10 C30 H30 119.6 . . ? C31 C30 H30 119.6 . . ? C30 C31 C32 119.2(2) . . ? C30 C31 H31 120.4 . . ? C32 C31 H31 120.4 . . ? C33 C32 C31 119.5(2) . . ? C33 C32 H32 120.2 . . ? C31 C32 H32 120.2 . . ? C34 C33 C32 119.5(2) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? N10 C34 C33 120.3(2) . . ? N10 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? N10 C35 C36 110.99(18) . . ? N10 C35 H35A 109.4 . . ? C36 C35 H35A 109.4 . . ? N10 C35 H35B 109.4 . . ? C36 C35 H35B 109.4 . . ? H35A C35 H35B 108.0 . . ? C41 C36 C37 119.0(2) . . ? C41 C36 C35 120.8(2) . . ? C37 C36 C35 120.2(2) . . ? C36 C37 C38 120.5(2) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C39 C38 C37 120.0(2) . . ? C39 C38 H38 120.0 . . ? C37 C38 H38 120.0 . . ? C38 C39 C40 120.4(2) . . ? C38 C39 C42 119.8(2) . . ? C40 C39 C42 119.8(2) . . ? C39 C40 C41 118.7(2) . . ? C39 C40 H40 120.7 . . ? C41 C40 H40 120.7 . . ? C36 C41 C40 121.5(2) . . ? C36 C41 H41 119.3 . . ? C40 C41 H41 119.3 . . ? F6 C42 F4 106.56(17) . . ? F6 C42 F5 106.29(18) . . ? F4 C42 F5 105.92(18) . . ? F6 C42 C39 112.46(19) . . ? F4 C42 C39 112.92(18) . . ? F5 C42 C39 112.17(18) . . ? S2 Ni1 S3 85.90(2) . . ? S2 Ni1 S4 175.75(3) . . ? S3 Ni1 S4 92.77(2) . . ? S2 Ni1 S1 92.29(2) . . ? S3 Ni1 S1 178.12(3) . . ? S4 Ni1 S1 89.07(2) . . ? C2 S1 Ni1 103.13(8) . . ? C3 S2 Ni1 104.01(8) . . ? C7 S3 Ni1 103.14(8) . . ? C6 S4 Ni1 102.61(8) . . ? N1 C1 C2 179.3(3) . . ? C3 C2 C1 120.8(2) . . ? C3 C2 S1 120.42(17) . . ? C1 C2 S1 118.81(16) . . ? C2 C3 C4 122.2(2) . . ? C2 C3 S2 120.15(17) . . ? C4 C3 S2 117.67(17) . . ? N2 C4 C3 178.4(3) . . ? N3 C5 C6 178.6(3) . . ? C7 C6 C5 120.9(2) . . ? C7 C6 S4 120.71(17) . . ? C5 C6 S4 118.25(17) . . ? C6 C7 C8 121.3(2) . . ? C6 C7 S3 120.74(17) . . ? C8 C7 S3 117.91(17) . . ? N4 C8 C7 179.3(3) . . ? S6 Ni2 S8 177.39(3) . . ? S6 Ni2 S7 85.97(2) . . ? S8 Ni2 S7 92.91(2) . . ? S6 Ni2 S5 92.39(2) . . ? S8 Ni2 S5 88.79(2) . . ? S7 Ni2 S5 177.81(2) . . ? C10 S5 Ni2 102.99(8) . . ? C11 S6 Ni2 103.97(8) . . ? C15 S7 Ni2 103.13(8) . . ? C14 S8 Ni2 102.64(8) . . ? N5 C9 C10 178.3(3) . . ? C11 C10 C9 121.8(2) . . ? C11 C10 S5 120.78(17) . . ? C9 C10 S5 117.40(18) . . ? C10 C11 C12 124.2(2) . . ? C10 C11 S6 119.86(17) . . ? C12 C11 S6 115.93(17) . . ? N6 C12 C11 176.0(2) . . ? N7 C13 C14 179.0(2) . . ? C15 C14 C13 120.2(2) . . ? C15 C14 S8 121.20(17) . . ? C13 C14 S8 118.59(17) . . ? C14 C15 C16 120.9(2) . . ? C14 C15 S7 120.12(17) . . ? C16 C15 S7 118.97(17) . . ? N8 C16 C15 178.5(2) . . ? 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 C21 N9 C17 C18 0.2(3) . . . . ? C22 N9 C17 C18 -179.4(2) . . . . ? N9 C17 C18 C19 -0.1(3) . . . . ? C17 C18 C19 C20 -0.1(4) . . . . ? C18 C19 C20 C21 0.2(4) . . . . ? C17 N9 C21 C20 -0.2(3) . . . . ? C22 N9 C21 C20 179.4(2) . . . . ? C19 C20 C21 N9 0.0(3) . . . . ? C17 N9 C22 C23 -89.4(2) . . . . ? C21 N9 C22 C23 90.9(2) . . . . ? N9 C22 C23 C24 -92.3(2) . . . . ? N9 C22 C23 C28 89.1(3) . . . . ? C28 C23 C24 C25 0.0(3) . . . . ? C22 C23 C24 C25 -178.6(2) . . . . ? C23 C24 C25 C26 -0.3(3) . . . . ? C24 C25 C26 C27 0.0(3) . . . . ? C24 C25 C26 C29 177.0(2) . . . . ? C25 C26 C27 C28 0.5(3) . . . . ? C29 C26 C27 C28 -176.4(2) . . . . ? C26 C27 C28 C23 -0.7(3) . . . . ? C24 C23 C28 C27 0.4(3) . . . . ? C22 C23 C28 C27 179.04(19) . . . . ? C27 C26 C29 F2 -150.6(2) . . . . ? C25 C26 C29 F2 32.4(3) . . . . ? C27 C26 C29 F3 89.7(3) . . . . ? C25 C26 C29 F3 -87.2(3) . . . . ? C27 C26 C29 F1 -30.5(3) . . . . ? C25 C26 C29 F1 152.6(2) . . . . ? C34 N10 C30 C31 -0.4(3) . . . . ? C35 N10 C30 C31 178.0(2) . . . . ? N10 C30 C31 C32 0.2(3) . . . . ? C30 C31 C32 C33 0.2(3) . . . . ? C31 C32 C33 C34 -0.5(3) . . . . ? C30 N10 C34 C33 0.2(3) . . . . ? C35 N10 C34 C33 -178.3(2) . . . . ? C32 C33 C34 N10 0.3(3) . . . . ? C30 N10 C35 C36 -90.9(3) . . . . ? C34 N10 C35 C36 87.6(3) . . . . ? N10 C35 C36 C41 -92.3(3) . . . . ? N10 C35 C36 C37 87.1(3) . . . . ? C41 C36 C37 C38 0.3(3) . . . . ? C35 C36 C37 C38 -179.1(2) . . . . ? C36 C37 C38 C39 -1.1(4) . . . . ? C37 C38 C39 C40 1.2(3) . . . . ? C37 C38 C39 C42 -176.9(2) . . . . ? C38 C39 C40 C41 -0.5(3) . . . . ? C42 C39 C40 C41 177.60(19) . . . . ? C37 C36 C41 C40 0.3(3) . . . . ? C35 C36 C41 C40 179.7(2) . . . . ? C39 C40 C41 C36 -0.2(3) . . . . ? C38 C39 C42 F6 -31.9(3) . . . . ? C40 C39 C42 F6 149.9(2) . . . . ? C38 C39 C42 F4 -152.6(2) . . . . ? C40 C39 C42 F4 29.3(3) . . . . ? C38 C39 C42 F5 87.8(2) . . . . ? C40 C39 C42 F5 -90.3(2) . . . . ? S2 Ni1 S1 C2 -0.40(7) . . . . ? S3 Ni1 S1 C2 15.6(8) . . . . ? S4 Ni1 S1 C2 -176.38(7) . . . . ? S3 Ni1 S2 C3 -179.13(8) . . . . ? S4 Ni1 S2 C3 109.0(3) . . . . ? S1 Ni1 S2 C3 0.35(8) . . . . ? S2 Ni1 S3 C7 -174.38(8) . . . . ? S4 Ni1 S3 C7 1.58(8) . . . . ? S1 Ni1 S3 C7 169.6(8) . . . . ? S2 Ni1 S4 C6 70.2(3) . . . . ? S3 Ni1 S4 C6 -1.48(8) . . . . ? S1 Ni1 S4 C6 178.91(7) . . . . ? N1 C1 C2 C3 20(22) . . . . ? N1 C1 C2 S1 -160(100) . . . . ? Ni1 S1 C2 C3 0.40(19) . . . . ? Ni1 S1 C2 C1 179.59(15) . . . . ? C1 C2 C3 C4 -0.3(3) . . . . ? S1 C2 C3 C4 178.91(17) . . . . ? C1 C2 C3 S2 -179.32(16) . . . . ? S1 C2 C3 S2 -0.1(3) . . . . ? Ni1 S2 C3 C2 -0.21(19) . . . . ? Ni1 S2 C3 C4 -179.30(15) . . . . ? C2 C3 C4 N2 -150(10) . . . . ? S2 C3 C4 N2 29(10) . . . . ? N3 C5 C6 C7 -50(11) . . . . ? N3 C5 C6 S4 127(10) . . . . ? Ni1 S4 C6 C7 1.07(19) . . . . ? Ni1 S4 C6 C5 -175.25(15) . . . . ? C5 C6 C7 C8 -0.3(3) . . . . ? S4 C6 C7 C8 -176.53(16) . . . . ? C5 C6 C7 S3 176.44(16) . . . . ? S4 C6 C7 S3 0.2(3) . . . . ? Ni1 S3 C7 C6 -1.39(19) . . . . ? Ni1 S3 C7 C8 175.48(15) . . . . ? C6 C7 C8 N4 83(21) . . . . ? S3 C7 C8 N4 -94(21) . . . . ? S6 Ni2 S5 C10 0.03(8) . . . . ? S8 Ni2 S5 C10 177.69(8) . . . . ? S7 Ni2 S5 C10 -41.3(7) . . . . ? S8 Ni2 S6 C11 -117.5(5) . . . . ? S7 Ni2 S6 C11 177.86(8) . . . . ? S5 Ni2 S6 C11 -0.69(8) . . . . ? S6 Ni2 S7 C15 177.49(7) . . . . ? S8 Ni2 S7 C15 -0.15(7) . . . . ? S5 Ni2 S7 C15 -141.1(7) . . . . ? S6 Ni2 S8 C14 -64.4(6) . . . . ? S7 Ni2 S8 C14 0.14(8) . . . . ? S5 Ni2 S8 C14 178.76(8) . . . . ? N5 C9 C10 C11 -140(9) . . . . ? N5 C9 C10 S5 40(9) . . . . ? Ni2 S5 C10 C11 0.92(19) . . . . ? Ni2 S5 C10 C9 -179.07(15) . . . . ? C9 C10 C11 C12 -2.7(3) . . . . ? S5 C10 C11 C12 177.27(17) . . . . ? C9 C10 C11 S6 178.31(17) . . . . ? S5 C10 C11 S6 -1.7(3) . . . . ? Ni2 S6 C11 C10 1.48(19) . . . . ? Ni2 S6 C11 C12 -177.56(14) . . . . ? C10 C11 C12 N6 -164(3) . . . . ? S6 C11 C12 N6 15(4) . . . . ? N7 C13 C14 C15 -9(14) . . . . ? N7 C13 C14 S8 171(100) . . . . ? Ni2 S8 C14 C15 -0.10(19) . . . . ? Ni2 S8 C14 C13 179.96(15) . . . . ? C13 C14 C15 C16 -0.8(3) . . . . ? S8 C14 C15 C16 179.29(16) . . . . ? C13 C14 C15 S7 179.91(16) . . . . ? S8 C14 C15 S7 0.0(3) . . . . ? Ni2 S7 C15 C14 0.13(19) . . . . ? Ni2 S7 C15 C16 -179.20(15) . . . . ? C14 C15 C16 N8 -9(9) . . . . ? S7 C15 C16 N8 170(100) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.51 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.516 _refine_diff_density_min -0.405 _refine_diff_density_rms 0.083 _database_code_depnum_ccdc_archive 'CCDC 963768' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_125k _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9505(10) _cell_length_b 14.0017(7) _cell_length_c 15.0589(12) _cell_angle_alpha 94.534(6) _cell_angle_beta 109.066(7) _cell_angle_gamma 111.091(6) _cell_volume 2347.3(3) _cell_formula_units_Z 4 _cell_measurement_temperature 125.2 _cell_measurement_reflns_used 8844 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.634 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.227 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.56003 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 125.2 _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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22248 _diffrn_reflns_av_R_equivalents 0.0731 _diffrn_reflns_av_sigmaI/netI 0.0892 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.88 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10072 _reflns_number_gt 6557 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _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^)+(0.0728P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10072 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0915 _refine_ls_R_factor_gt 0.0602 _refine_ls_wR_factor_ref 0.1644 _refine_ls_wR_factor_gt 0.1448 _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 Ni1 Ni 0.93342(4) 0.02857(3) 0.37003(3) 0.02813(14) Uani 1 1 d . . . Ni2 Ni 0.04383(4) 0.09438(3) 0.12086(3) 0.02762(14) Uani 1 1 d . . . S1 S 0.76157(9) -0.06780(7) 0.37203(7) 0.0333(2) Uani 1 1 d . . . S2 S 0.98894(9) -0.09780(7) 0.37683(7) 0.0325(2) Uani 1 1 d . . . S3 S 0.87810(9) 0.15602(7) 0.35698(7) 0.0340(2) Uani 1 1 d . . . S4 S 1.10806(8) 0.12202(7) 0.37198(6) 0.0296(2) Uani 1 1 d . . . S5 S -0.00927(8) 0.22391(7) 0.10938(7) 0.0315(2) Uani 1 1 d . . . S6 S 0.22104(9) 0.18831(7) 0.12840(7) 0.0324(2) Uani 1 1 d . . . S7 S -0.13265(8) -0.00430(7) 0.11271(6) 0.0301(2) Uani 1 1 d . . . S8 S 0.10430(9) -0.02867(7) 0.14197(7) 0.0330(2) Uani 1 1 d . . . N1 N 0.9025(4) -0.3700(3) 0.3976(3) 0.0527(10) Uani 1 1 d . . . N2 N 0.5811(3) -0.3385(3) 0.3786(3) 0.0572(11) Uani 1 1 d . . . N3 N 1.2875(3) 0.3934(2) 0.3562(2) 0.0422(9) Uani 1 1 d . . . N4 N 0.9951(3) 0.4354(3) 0.3389(2) 0.0459(9) Uani 1 1 d . . . N5 N 0.1223(3) 0.5111(3) 0.1211(3) 0.0453(9) Uani 1 1 d . . . N6 N 0.4178(3) 0.4637(3) 0.1437(3) 0.0513(10) Uani 1 1 d . . . N7 N -0.3093(3) -0.2771(2) 0.1258(2) 0.0447(9) Uani 1 1 d . . . N8 N 0.0072(3) -0.3037(3) 0.1648(3) 0.0603(11) Uani 1 1 d . . . N9 N 0.2788(3) 0.6272(2) 0.4545(2) 0.0354(8) Uani 1 1 d . . . N10 N 0.6842(3) 0.3568(2) 0.9738(2) 0.0320(7) Uani 1 1 d . . . F1 F 0.4154(2) 1.15362(17) 0.44287(17) 0.0524(7) Uani 1 1 d . . . F2 F 0.3945(2) 1.12055(17) 0.29549(15) 0.0510(7) Uani 1 1 d . . . F3 F 0.5585(2) 1.14161(17) 0.40763(16) 0.0475(6) Uani 1 1 d . . . F4 F 0.3514(2) -0.18756(18) 0.89442(18) 0.0582(7) Uani 1 1 d . . . F5 F 0.4085(3) -0.21055(17) 0.78040(18) 0.0778(11) Uani 1 1 d . . . F6 F 0.5253(3) -0.18696(19) 0.9269(2) 0.0672(8) Uani 1 1 d . . . C1 C 0.8842(4) -0.2972(3) 0.3896(3) 0.0364(10) Uani 1 1 d . . . C2 C 0.8685(3) -0.2008(3) 0.3815(2) 0.0293(8) Uani 1 1 d . . . C3 C 0.7696(3) -0.1874(3) 0.3774(2) 0.0313(9) Uani 1 1 d . . . C4 C 0.6644(4) -0.2724(3) 0.3787(3) 0.0405(10) Uani 1 1 d . . . C5 C 1.2060(3) 0.3249(3) 0.3584(2) 0.0322(9) Uani 1 1 d . . . C6 C 1.1029(3) 0.2416(3) 0.3620(2) 0.0295(8) Uani 1 1 d . . . C7 C 1.0024(3) 0.2560(3) 0.3545(2) 0.0310(9) Uani 1 1 d . . . C8 C 0.9967(3) 0.3552(3) 0.3462(3) 0.0353(9) Uani 1 1 d . . . C9 C 0.1195(3) 0.4289(3) 0.1168(3) 0.0368(9) Uani 1 1 d . . . C10 C 0.1209(4) 0.3262(3) 0.1157(2) 0.0321(9) Uani 1 1 d . . . C11 C 0.2201(3) 0.3101(3) 0.1248(2) 0.0315(9) Uani 1 1 d . . . C12 C 0.3299(4) 0.3951(3) 0.1349(3) 0.0361(9) Uani 1 1 d . . . C13 C -0.2267(3) -0.2083(3) 0.1256(3) 0.0344(9) Uani 1 1 d . . . C14 C -0.1245(3) -0.1223(3) 0.1259(2) 0.0280(8) Uani 1 1 d . . . C15 C -0.0191(4) -0.1329(3) 0.1397(2) 0.0307(9) Uani 1 1 d . . . C16 C -0.0055(4) -0.2283(3) 0.1535(3) 0.0388(10) Uani 1 1 d . . . C17 C 0.2161(4) 0.6210(3) 0.5102(3) 0.0404(10) Uani 1 1 d . . . H17A H 0.1447 0.6295 0.4876 0.049 Uiso 1 1 calc R . . C18 C 0.2557(4) 0.6024(3) 0.6000(3) 0.0410(10) Uani 1 1 d . . . H18A H 0.2121 0.5989 0.6389 0.049 Uiso 1 1 calc R . . C19 C 0.3611(4) 0.5887(3) 0.6328(3) 0.0418(10) Uani 1 1 d . . . H19A H 0.3895 0.5763 0.6940 0.050 Uiso 1 1 calc R . . C20 C 0.4229(4) 0.5936(3) 0.5745(3) 0.0418(10) Uani 1 1 d . . . H20A H 0.4932 0.5832 0.5953 0.050 Uiso 1 1 calc R . . C21 C 0.3814(4) 0.6139(3) 0.4847(3) 0.0409(10) Uani 1 1 d . . . H21A H 0.4242 0.6184 0.4451 0.049 Uiso 1 1 calc R . . C22 C 0.2352(4) 0.6518(3) 0.3582(3) 0.0508(13) Uani 1 1 d . . . H22A H 0.1486 0.6266 0.3339 0.061 Uiso 1 1 calc R . . H22B H 0.2557 0.6158 0.3134 0.061 Uiso 1 1 calc R . . C23 C 0.2903(4) 0.7696(3) 0.3642(3) 0.0413(11) Uani 1 1 d . . . C24 C 0.2336(4) 0.8295(3) 0.3840(3) 0.0490(12) Uani 1 1 d . . . H24A H 0.1615 0.7983 0.3920 0.059 Uiso 1 1 calc R . . C25 C 0.2853(4) 0.9379(3) 0.3921(3) 0.0447(11) Uani 1 1 d . . . H25A H 0.2484 0.9791 0.4075 0.054 Uiso 1 1 calc R . . C26 C 0.3880(3) 0.9837(3) 0.3779(2) 0.0324(9) Uani 1 1 d . . . C27 C 0.4468(4) 0.9238(3) 0.3576(3) 0.0386(10) Uani 1 1 d . . . H27A H 0.5185 0.9548 0.3490 0.046 Uiso 1 1 calc R . . C28 C 0.3946(4) 0.8164(3) 0.3506(3) 0.0416(10) Uani 1 1 d . . . H28A H 0.4319 0.7750 0.3363 0.050 Uiso 1 1 calc R . . C29 C 0.4399(3) 1.0999(3) 0.3814(3) 0.0358(9) Uani 1 1 d . . . C30 C 0.6100(4) 0.3877(3) 1.0006(3) 0.0402(10) Uani 1 1 d . . . H30A H 0.5307 0.3652 0.9585 0.048 Uiso 1 1 calc R . . C31 C 0.6489(4) 0.4516(3) 1.0884(3) 0.0447(11) Uani 1 1 d . . . H31A H 0.5974 0.4736 1.1063 0.054 Uiso 1 1 calc R . . C32 C 0.7659(4) 0.4828(3) 1.1502(3) 0.0451(11) Uani 1 1 d . . . H32A H 0.7939 0.5265 1.2104 0.054 Uiso 1 1 calc R . . C33 C 0.8413(4) 0.4502(3) 1.1239(3) 0.0436(11) Uani 1 1 d . . . H33A H 0.9201 0.4706 1.1660 0.052 Uiso 1 1 calc R . . C34 C 0.7990(4) 0.3870(3) 1.0344(3) 0.0404(10) Uani 1 1 d . . . H34A H 0.8496 0.3648 1.0154 0.049 Uiso 1 1 calc R . . C35 C 0.6408(4) 0.2885(3) 0.8775(3) 0.0421(11) Uani 1 1 d . . . H35A H 0.7065 0.3041 0.8556 0.051 Uiso 1 1 calc R . . H35B H 0.5792 0.3039 0.8321 0.051 Uiso 1 1 calc R . . C36 C 0.5906(4) 0.1732(3) 0.8783(2) 0.0343(9) Uani 1 1 d . . . C37 C 0.4706(4) 0.1182(3) 0.8579(3) 0.0388(10) Uani 1 1 d . . . H37A H 0.4203 0.1532 0.8445 0.047 Uiso 1 1 calc R . . C38 C 0.4226(4) 0.0120(3) 0.8566(3) 0.0398(10) Uani 1 1 d . . . H38A H 0.3414 -0.0239 0.8433 0.048 Uiso 1 1 calc R . . C39 C 0.4985(4) -0.0397(3) 0.8758(2) 0.0322(9) Uani 1 1 d . . . C40 C 0.6182(4) 0.0136(3) 0.8968(3) 0.0369(9) Uani 1 1 d . . . H40A H 0.6682 -0.0217 0.9109 0.044 Uiso 1 1 calc R . . C41 C 0.6660(4) 0.1202(3) 0.8972(3) 0.0362(9) Uani 1 1 d . . . H41A H 0.7471 0.1557 0.9099 0.043 Uiso 1 1 calc R . . C42 C 0.4464(4) -0.1557(3) 0.8697(3) 0.0431(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0275(3) 0.0205(2) 0.0326(3) 0.00804(19) 0.0069(2) 0.0094(2) Ni2 0.0270(3) 0.0215(2) 0.0322(3) 0.00773(19) 0.0075(2) 0.0107(2) S1 0.0289(5) 0.0278(5) 0.0411(5) 0.0114(4) 0.0105(4) 0.0110(4) S2 0.0319(5) 0.0230(5) 0.0408(5) 0.0098(4) 0.0104(4) 0.0119(4) S3 0.0308(5) 0.0253(5) 0.0457(6) 0.0119(4) 0.0120(5) 0.0126(4) S4 0.0280(5) 0.0231(4) 0.0356(5) 0.0095(4) 0.0090(4) 0.0105(4) S5 0.0281(5) 0.0246(5) 0.0415(5) 0.0114(4) 0.0101(4) 0.0126(4) S6 0.0282(5) 0.0261(5) 0.0445(5) 0.0111(4) 0.0127(4) 0.0131(4) S7 0.0268(5) 0.0245(5) 0.0356(5) 0.0085(4) 0.0070(4) 0.0109(4) S8 0.0292(5) 0.0256(5) 0.0447(5) 0.0100(4) 0.0124(4) 0.0128(4) N1 0.071(3) 0.0276(19) 0.063(2) 0.0103(17) 0.028(2) 0.0216(19) N2 0.052(3) 0.034(2) 0.088(3) 0.016(2) 0.037(2) 0.0101(18) N3 0.037(2) 0.0298(18) 0.054(2) 0.0090(16) 0.0167(17) 0.0078(16) N4 0.044(2) 0.0292(18) 0.061(2) 0.0113(16) 0.0132(18) 0.0171(16) N5 0.049(2) 0.0318(19) 0.064(2) 0.0184(17) 0.0265(19) 0.0200(16) N6 0.043(2) 0.040(2) 0.067(2) 0.0174(18) 0.020(2) 0.0116(17) N7 0.034(2) 0.0301(18) 0.063(2) 0.0133(17) 0.0135(18) 0.0091(15) N8 0.050(2) 0.0260(19) 0.092(3) 0.0103(19) 0.010(2) 0.0179(17) N9 0.042(2) 0.0178(15) 0.0377(17) 0.0076(13) 0.0077(16) 0.0095(14) N10 0.0358(18) 0.0181(14) 0.0355(16) 0.0079(13) 0.0067(15) 0.0096(13) F1 0.0603(17) 0.0303(13) 0.0640(15) 0.0067(11) 0.0240(14) 0.0163(11) F2 0.0523(15) 0.0323(13) 0.0433(13) 0.0173(10) -0.0046(12) 0.0087(11) F3 0.0332(13) 0.0322(12) 0.0625(15) 0.0136(11) 0.0069(12) 0.0071(10) F4 0.0588(17) 0.0372(14) 0.0757(18) 0.0153(13) 0.0350(15) 0.0076(12) F5 0.129(3) 0.0235(13) 0.0579(16) -0.0026(12) 0.0466(17) -0.0012(15) F6 0.076(2) 0.0366(14) 0.094(2) 0.0285(14) 0.0299(17) 0.0277(14) C1 0.047(3) 0.026(2) 0.033(2) 0.0075(16) 0.0152(19) 0.0109(18) C2 0.039(2) 0.0225(18) 0.0197(17) 0.0028(14) 0.0064(16) 0.0102(16) C3 0.036(2) 0.0216(18) 0.0240(18) 0.0045(14) 0.0062(16) 0.0039(16) C4 0.041(2) 0.030(2) 0.049(2) 0.0075(18) 0.020(2) 0.0109(19) C5 0.032(2) 0.0270(19) 0.0293(19) 0.0042(15) 0.0054(17) 0.0093(17) C6 0.037(2) 0.0209(17) 0.0224(17) 0.0046(14) 0.0054(16) 0.0084(16) C7 0.039(2) 0.0188(17) 0.0284(18) 0.0073(14) 0.0074(17) 0.0090(16) C8 0.036(2) 0.0255(19) 0.040(2) 0.0109(16) 0.0085(18) 0.0122(17) C9 0.031(2) 0.035(2) 0.045(2) 0.0159(18) 0.0148(18) 0.0130(18) C10 0.039(2) 0.0201(18) 0.0277(18) 0.0060(15) 0.0039(17) 0.0089(16) C11 0.035(2) 0.0262(19) 0.0272(18) 0.0108(15) 0.0067(17) 0.0101(16) C12 0.038(2) 0.034(2) 0.046(2) 0.0159(18) 0.0199(19) 0.0195(18) C13 0.027(2) 0.030(2) 0.041(2) 0.0090(17) 0.0049(18) 0.0128(17) C14 0.033(2) 0.0269(18) 0.0200(16) 0.0029(14) 0.0049(16) 0.0130(16) C15 0.042(2) 0.0192(17) 0.0234(17) 0.0044(14) 0.0071(17) 0.0098(16) C16 0.035(2) 0.027(2) 0.045(2) 0.0057(17) 0.0053(19) 0.0128(17) C17 0.030(2) 0.026(2) 0.056(3) 0.0065(18) 0.007(2) 0.0115(17) C18 0.043(2) 0.032(2) 0.047(2) 0.0083(18) 0.019(2) 0.0118(18) C19 0.046(3) 0.026(2) 0.046(2) 0.0146(18) 0.012(2) 0.0117(18) C20 0.036(2) 0.026(2) 0.062(3) 0.0138(19) 0.016(2) 0.0134(17) C21 0.046(3) 0.0184(18) 0.061(3) 0.0083(18) 0.030(2) 0.0072(17) C22 0.060(3) 0.025(2) 0.036(2) 0.0055(18) -0.004(2) 0.004(2) C23 0.055(3) 0.0200(19) 0.029(2) 0.0061(15) 0.0005(19) 0.0082(18) C24 0.028(2) 0.032(2) 0.075(3) 0.026(2) 0.010(2) 0.0059(18) C25 0.033(2) 0.035(2) 0.065(3) 0.018(2) 0.011(2) 0.0179(18) C26 0.035(2) 0.0238(18) 0.0262(18) 0.0062(15) 0.0007(17) 0.0091(16) C27 0.050(3) 0.038(2) 0.031(2) 0.0127(17) 0.0193(19) 0.0167(19) C28 0.062(3) 0.030(2) 0.036(2) 0.0078(17) 0.018(2) 0.024(2) C29 0.028(2) 0.0262(19) 0.043(2) 0.0103(17) 0.0036(18) 0.0076(16) C30 0.035(2) 0.0220(19) 0.055(2) 0.0116(18) 0.009(2) 0.0090(17) C31 0.045(3) 0.027(2) 0.065(3) 0.009(2) 0.027(2) 0.0127(19) C32 0.056(3) 0.024(2) 0.043(2) 0.0008(17) 0.018(2) 0.0050(19) C33 0.041(3) 0.032(2) 0.041(2) 0.0086(18) 0.005(2) 0.0048(19) C34 0.043(2) 0.031(2) 0.044(2) 0.0107(18) 0.012(2) 0.0153(18) C35 0.055(3) 0.0221(19) 0.034(2) 0.0068(16) 0.005(2) 0.0096(18) C36 0.040(2) 0.0211(18) 0.0302(19) 0.0021(15) 0.0043(18) 0.0092(16) C37 0.037(2) 0.025(2) 0.040(2) -0.0012(17) -0.0004(19) 0.0140(17) C38 0.026(2) 0.034(2) 0.049(2) -0.0046(18) 0.0098(19) 0.0073(17) C39 0.040(2) 0.0217(18) 0.0302(19) 0.0051(15) 0.0091(17) 0.0110(16) C40 0.036(2) 0.032(2) 0.039(2) 0.0093(17) 0.0041(18) 0.0187(17) C41 0.030(2) 0.0261(19) 0.041(2) 0.0050(17) 0.0067(18) 0.0057(16) C42 0.047(3) 0.025(2) 0.050(3) 0.0050(18) 0.020(2) 0.0061(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 S2 2.1341(11) . ? Ni1 S3 2.1494(11) . ? Ni1 S4 2.1561(10) . ? Ni1 S1 2.1596(10) . ? Ni2 S8 2.1396(11) . ? Ni2 S6 2.1549(10) . ? Ni2 S5 2.1590(10) . ? Ni2 S7 2.1598(10) . ? S1 C3 1.721(4) . ? S2 C2 1.728(4) . ? S3 C7 1.726(4) . ? S4 C6 1.716(4) . ? S5 C10 1.743(4) . ? S6 C11 1.715(4) . ? S7 C14 1.715(4) . ? S8 C15 1.721(4) . ? N1 C1 1.134(5) . ? N2 C4 1.141(5) . ? N3 C5 1.154(5) . ? N4 C8 1.144(5) . ? N5 C9 1.134(5) . ? N6 C12 1.152(5) . ? N7 C13 1.155(5) . ? N8 C16 1.142(5) . ? N9 C17 1.333(5) . ? N9 C21 1.343(5) . ? N9 C22 1.491(5) . ? N10 C30 1.343(5) . ? N10 C34 1.349(5) . ? N10 C35 1.481(4) . ? F1 C29 1.333(5) . ? F2 C29 1.337(4) . ? F3 C29 1.333(4) . ? F4 C42 1.334(5) . ? F5 C42 1.332(4) . ? F6 C42 1.336(5) . ? C1 C2 1.443(5) . ? C2 C3 1.342(5) . ? C3 C4 1.458(5) . ? C5 C6 1.443(5) . ? C6 C7 1.358(5) . ? C7 C8 1.431(5) . ? C9 C10 1.444(5) . ? C10 C11 1.349(5) . ? C11 C12 1.441(5) . ? C13 C14 1.432(5) . ? C14 C15 1.377(5) . ? C15 C16 1.431(5) . ? C17 C18 1.364(5) . ? C18 C19 1.381(6) . ? C19 C20 1.357(6) . ? C20 C21 1.376(5) . ? C22 C23 1.524(5) . ? C23 C28 1.365(6) . ? C23 C24 1.371(6) . ? C24 C25 1.398(5) . ? C25 C26 1.348(6) . ? C26 C27 1.396(6) . ? C26 C29 1.508(5) . ? C27 C28 1.389(5) . ? C30 C31 1.363(5) . ? C31 C32 1.375(6) . ? C32 C33 1.364(6) . ? C33 C34 1.372(5) . ? C35 C36 1.511(5) . ? C36 C37 1.375(5) . ? C36 C41 1.399(6) . ? C37 C38 1.386(5) . ? C38 C39 1.390(6) . ? C39 C40 1.367(6) . ? C39 C42 1.500(5) . ? C40 C41 1.393(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ni1 S3 177.44(4) . . ? S2 Ni1 S4 85.93(4) . . ? S3 Ni1 S4 92.95(4) . . ? S2 Ni1 S1 92.42(4) . . ? S3 Ni1 S1 88.75(4) . . ? S4 Ni1 S1 177.85(4) . . ? S8 Ni2 S6 85.84(4) . . ? S8 Ni2 S5 176.17(4) . . ? S6 Ni2 S5 92.81(4) . . ? S8 Ni2 S7 92.35(4) . . ? S6 Ni2 S7 178.12(4) . . ? S5 Ni2 S7 89.03(4) . . ? C3 S1 Ni1 102.59(14) . . ? C2 S2 Ni1 103.73(14) . . ? C7 S3 Ni1 102.48(14) . . ? C6 S4 Ni1 102.93(14) . . ? C10 S5 Ni2 102.26(14) . . ? C11 S6 Ni2 103.10(14) . . ? C14 S7 Ni2 103.55(14) . . ? C15 S8 Ni2 103.82(14) . . ? C17 N9 C21 121.0(3) . . ? C17 N9 C22 119.1(4) . . ? C21 N9 C22 119.9(4) . . ? C30 N10 C34 120.4(3) . . ? C30 N10 C35 120.3(3) . . ? C34 N10 C35 119.3(4) . . ? N1 C1 C2 176.6(5) . . ? C3 C2 C1 125.0(3) . . ? C3 C2 S2 119.8(3) . . ? C1 C2 S2 115.3(3) . . ? C2 C3 C4 122.0(4) . . ? C2 C3 S1 121.4(3) . . ? C4 C3 S1 116.5(3) . . ? N2 C4 C3 179.0(5) . . ? N3 C5 C6 178.2(5) . . ? C7 C6 C5 121.0(3) . . ? C7 C6 S4 120.5(3) . . ? C5 C6 S4 118.5(3) . . ? C6 C7 C8 121.1(3) . . ? C6 C7 S3 121.2(3) . . ? C8 C7 S3 117.7(3) . . ? N4 C8 C7 178.0(5) . . ? N5 C9 C10 177.1(5) . . ? C11 C10 C9 122.0(3) . . ? C11 C10 S5 120.7(3) . . ? C9 C10 S5 117.1(3) . . ? C10 C11 C12 121.2(3) . . ? C10 C11 S6 121.0(3) . . ? C12 C11 S6 117.7(3) . . ? N6 C12 C11 179.4(5) . . ? N7 C13 C14 179.4(5) . . ? C15 C14 C13 120.3(3) . . ? C15 C14 S7 120.0(3) . . ? C13 C14 S7 119.6(3) . . ? C14 C15 C16 122.8(3) . . ? C14 C15 S8 120.2(3) . . ? C16 C15 S8 117.0(3) . . ? N8 C16 C15 178.9(5) . . ? N9 C17 C18 120.6(4) . . ? C17 C18 C19 119.5(4) . . ? C20 C19 C18 119.2(4) . . ? C19 C20 C21 120.0(4) . . ? N9 C21 C20 119.7(4) . . ? N9 C22 C23 111.2(3) . . ? C28 C23 C24 119.5(4) . . ? C28 C23 C22 121.5(4) . . ? C24 C23 C22 119.0(4) . . ? C23 C24 C25 119.3(4) . . ? C26 C25 C24 121.0(4) . . ? C25 C26 C27 120.4(4) . . ? C25 C26 C29 120.8(4) . . ? C27 C26 C29 118.8(4) . . ? C28 C27 C26 117.8(4) . . ? C23 C28 C27 122.0(4) . . ? F3 C29 F1 107.1(3) . . ? F3 C29 F2 106.5(3) . . ? F1 C29 F2 106.3(3) . . ? F3 C29 C26 113.4(3) . . ? F1 C29 C26 111.7(3) . . ? F2 C29 C26 111.5(3) . . ? N10 C30 C31 121.0(4) . . ? C30 C31 C32 118.7(4) . . ? C33 C32 C31 120.5(4) . . ? C32 C33 C34 119.0(4) . . ? N10 C34 C33 120.4(4) . . ? N10 C35 C36 112.3(3) . . ? C37 C36 C41 119.1(4) . . ? C37 C36 C35 121.0(4) . . ? C41 C36 C35 119.9(4) . . ? C36 C37 C38 121.7(4) . . ? C37 C38 C39 118.6(4) . . ? C40 C39 C38 120.7(4) . . ? C40 C39 C42 120.4(4) . . ? C38 C39 C42 118.9(4) . . ? C39 C40 C41 120.6(4) . . ? C40 C41 C36 119.3(4) . . ? F5 C42 F4 105.6(3) . . ? F5 C42 F6 107.2(4) . . ? F4 C42 F6 106.5(4) . . ? F5 C42 C39 111.7(3) . . ? F4 C42 C39 113.1(4) . . ? F6 C42 C39 112.3(3) . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 1.069 _refine_diff_density_min -0.802 _refine_diff_density_rms 0.110 _database_code_depnum_ccdc_archive 'CCDC 963769' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_145k _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9281(4) _cell_length_b 14.0427(5) _cell_length_c 15.1169(6) _cell_angle_alpha 94.533(3) _cell_angle_beta 109.027(3) _cell_angle_gamma 111.286(3) _cell_volume 2355.98(15) _cell_formula_units_Z 4 _cell_measurement_temperature 145.0 _cell_measurement_reflns_used 9717 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.222 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.90076 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 145.0 _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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23540 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0453 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.93 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10141 _reflns_number_gt 7482 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _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^)+(0.0417P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10141 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0620 _refine_ls_R_factor_gt 0.0399 _refine_ls_wR_factor_ref 0.0944 _refine_ls_wR_factor_gt 0.0864 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.017 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.93392(3) 0.02839(2) 0.37024(2) 0.02796(9) Uani 1 1 d . . . Ni2 Ni 0.04441(3) 0.09403(2) 0.12125(2) 0.02750(9) Uani 1 1 d . . . S1 S 0.76217(6) -0.06804(5) 0.37234(4) 0.03422(15) Uani 1 1 d . . . S2 S 0.98910(6) -0.09773(4) 0.37653(4) 0.03284(14) Uani 1 1 d . . . S3 S 0.87876(6) 0.15537(5) 0.35758(5) 0.03515(15) Uani 1 1 d . . . S4 S 1.10858(5) 0.12215(4) 0.37233(4) 0.03044(14) Uani 1 1 d . . . S5 S -0.00836(5) 0.22308(4) 0.10990(4) 0.03195(14) Uani 1 1 d . . . S6 S 0.22202(6) 0.18821(5) 0.12930(5) 0.03369(15) Uani 1 1 d . . . S7 S -0.13237(5) -0.00480(4) 0.11274(4) 0.03076(14) Uani 1 1 d . . . S8 S 0.10442(6) -0.02886(4) 0.14170(5) 0.03439(15) Uani 1 1 d . . . N1 N 0.9017(2) -0.37013(17) 0.39576(18) 0.0565(7) Uani 1 1 d . . . N2 N 0.5810(2) -0.33871(18) 0.37858(19) 0.0634(7) Uani 1 1 d . . . N3 N 1.2881(2) 0.39283(16) 0.35680(16) 0.0450(6) Uani 1 1 d . . . N4 N 0.9957(2) 0.43486(16) 0.33926(16) 0.0471(6) Uani 1 1 d . . . N5 N 0.1236(2) 0.51007(17) 0.12114(17) 0.0494(6) Uani 1 1 d . . . N6 N 0.4197(2) 0.46331(17) 0.14482(18) 0.0537(6) Uani 1 1 d . . . N7 N -0.3092(2) -0.27729(16) 0.12460(17) 0.0487(6) Uani 1 1 d . . . N8 N 0.0072(2) -0.30354(18) 0.1627(2) 0.0669(8) Uani 1 1 d . . . N9 N 0.2780(2) 0.62733(14) 0.45400(14) 0.0371(5) Uani 1 1 d . . . N10 N 0.68585(18) 0.35633(14) 0.97404(13) 0.0323(5) Uani 1 1 d . . . F1 F 0.41639(15) 1.15281(11) 0.44218(11) 0.0565(4) Uani 1 1 d . . . F2 F 0.39567(15) 1.11989(11) 0.29541(10) 0.0558(5) Uani 1 1 d . . . F3 F 0.55905(13) 1.14092(11) 0.40724(11) 0.0498(4) Uani 1 1 d . . . F4 F 0.34978(17) -0.18643(12) 0.89406(12) 0.0635(5) Uani 1 1 d . . . F5 F 0.4058(2) -0.21040(11) 0.78022(12) 0.0840(7) Uani 1 1 d . . . F6 F 0.52233(18) -0.18667(12) 0.92611(14) 0.0742(6) Uani 1 1 d . . . C1 C 0.8836(2) -0.29671(19) 0.38904(18) 0.0382(6) Uani 1 1 d . . . C2 C 0.8689(2) -0.20042(17) 0.38063(15) 0.0310(5) Uani 1 1 d . . . C3 C 0.7688(2) -0.18785(17) 0.37778(16) 0.0323(6) Uani 1 1 d . . . C4 C 0.6650(3) -0.2726(2) 0.37915(19) 0.0416(6) Uani 1 1 d . . . C5 C 1.2069(2) 0.32526(18) 0.35960(17) 0.0335(6) Uani 1 1 d . . . C6 C 1.1037(2) 0.24149(17) 0.36214(15) 0.0289(5) Uani 1 1 d . . . C7 C 1.0028(2) 0.25522(17) 0.35575(16) 0.0303(5) Uani 1 1 d . . . C8 C 0.9980(2) 0.35518(19) 0.34629(18) 0.0359(6) Uani 1 1 d . . . C9 C 0.1217(2) 0.42844(19) 0.11798(18) 0.0353(6) Uani 1 1 d . . . C10 C 0.1207(2) 0.32501(17) 0.11678(16) 0.0304(5) Uani 1 1 d . . . C11 C 0.2213(2) 0.30986(17) 0.12487(16) 0.0318(5) Uani 1 1 d . . . C12 C 0.3313(2) 0.3951(2) 0.13588(18) 0.0374(6) Uani 1 1 d . . . C13 C -0.2271(2) -0.20826(19) 0.12463(17) 0.0349(6) Uani 1 1 d . . . C14 C -0.1236(2) -0.12282(17) 0.12604(15) 0.0291(5) Uani 1 1 d . . . C15 C -0.0185(2) -0.13265(17) 0.13891(16) 0.0301(5) Uani 1 1 d . . . C16 C -0.0068(2) -0.22893(19) 0.15153(19) 0.0418(6) Uani 1 1 d . . . C17 C 0.2159(2) 0.62202(18) 0.51068(19) 0.0412(6) Uani 1 1 d . . . H17A H 0.1451 0.6316 0.4888 0.049 Uiso 1 1 calc R . . C18 C 0.2549(2) 0.60285(18) 0.59940(19) 0.0425(6) Uani 1 1 d . . . H18A H 0.2112 0.5993 0.6381 0.051 Uiso 1 1 calc R . . C19 C 0.3593(3) 0.58882(19) 0.6315(2) 0.0454(7) Uani 1 1 d . . . H19A H 0.3869 0.5759 0.6923 0.055 Uiso 1 1 calc R . . C20 C 0.4227(2) 0.59392(18) 0.5737(2) 0.0448(7) Uani 1 1 d . . . H20A H 0.4936 0.5844 0.5947 0.054 Uiso 1 1 calc R . . C21 C 0.3800(3) 0.61327(17) 0.4842(2) 0.0427(7) Uani 1 1 d . . . H21A H 0.4222 0.6166 0.4443 0.051 Uiso 1 1 calc R . . C22 C 0.2356(3) 0.65160(19) 0.35801(19) 0.0572(9) Uani 1 1 d . . . H22A H 0.1487 0.6256 0.3329 0.069 Uiso 1 1 calc R . . H22B H 0.2574 0.6161 0.3141 0.069 Uiso 1 1 calc R . . C23 C 0.2900(3) 0.76874(18) 0.36384(17) 0.0422(7) Uani 1 1 d . . . C24 C 0.2343(2) 0.8295(2) 0.3841(2) 0.0525(8) Uani 1 1 d . . . H24A H 0.1627 0.7986 0.3932 0.063 Uiso 1 1 calc R . . C25 C 0.2845(2) 0.9369(2) 0.3910(2) 0.0483(7) Uani 1 1 d . . . H25A H 0.2467 0.9776 0.4051 0.058 Uiso 1 1 calc R . . C26 C 0.3897(2) 0.98323(18) 0.37698(16) 0.0326(6) Uani 1 1 d . . . C27 C 0.4467(3) 0.9236(2) 0.35757(17) 0.0408(6) Uani 1 1 d . . . H27A H 0.5186 0.9547 0.3489 0.049 Uiso 1 1 calc R . . C28 C 0.3959(3) 0.81579(19) 0.35096(17) 0.0450(7) Uani 1 1 d . . . H28A H 0.4343 0.7752 0.3377 0.054 Uiso 1 1 calc R . . C29 C 0.4403(2) 1.09843(18) 0.38069(17) 0.0350(6) Uani 1 1 d . . . C30 C 0.6109(2) 0.38747(17) 0.99937(19) 0.0402(6) Uani 1 1 d . . . H30A H 0.5320 0.3660 0.9566 0.048 Uiso 1 1 calc R . . C31 C 0.6497(3) 0.45046(19) 1.0875(2) 0.0488(7) Uani 1 1 d . . . H31A H 0.5976 0.4719 1.1051 0.059 Uiso 1 1 calc R . . C32 C 0.7666(3) 0.4818(2) 1.1499(2) 0.0495(8) Uani 1 1 d . . . H32A H 0.7944 0.5247 1.2102 0.059 Uiso 1 1 calc R . . C33 C 0.8420(3) 0.4496(2) 1.12283(18) 0.0453(7) Uani 1 1 d . . . H33A H 0.9214 0.4705 1.1643 0.054 Uiso 1 1 calc R . . C34 C 0.7994(2) 0.38678(18) 1.03470(17) 0.0380(6) Uani 1 1 d . . . H34A H 0.8503 0.3645 1.0161 0.046 Uiso 1 1 calc R . . C35 C 0.6430(3) 0.28862(17) 0.87782(17) 0.0431(7) Uani 1 1 d . . . H35A H 0.7093 0.3045 0.8565 0.052 Uiso 1 1 calc R . . H35B H 0.5815 0.3040 0.8325 0.052 Uiso 1 1 calc R . . C36 C 0.5919(2) 0.17252(17) 0.87836(16) 0.0322(6) Uani 1 1 d . . . C37 C 0.4713(2) 0.11875(18) 0.85722(17) 0.0390(6) Uani 1 1 d . . . H37A H 0.4215 0.1541 0.8438 0.047 Uiso 1 1 calc R . . C38 C 0.4227(2) 0.01265(19) 0.85553(18) 0.0403(6) Uani 1 1 d . . . H38A H 0.3409 -0.0231 0.8412 0.048 Uiso 1 1 calc R . . C39 C 0.4971(2) -0.03935(17) 0.87538(16) 0.0321(6) Uani 1 1 d . . . C40 C 0.6184(2) 0.01398(18) 0.89724(16) 0.0350(6) Uani 1 1 d . . . H40A H 0.6684 -0.0212 0.9115 0.042 Uiso 1 1 calc R . . C41 C 0.6659(2) 0.11990(18) 0.89800(17) 0.0370(6) Uani 1 1 d . . . H41A H 0.7475 0.1556 0.9117 0.044 Uiso 1 1 calc R . . C42 C 0.4440(3) -0.1553(2) 0.8687(2) 0.0451(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 Ni1 0.02646(17) 0.02756(16) 0.02948(18) 0.00873(13) 0.01005(13) 0.01081(13) Ni2 0.02641(17) 0.02847(16) 0.02862(17) 0.00764(13) 0.01056(13) 0.01210(13) S1 0.0288(3) 0.0352(3) 0.0390(4) 0.0123(3) 0.0138(3) 0.0121(3) S2 0.0315(3) 0.0298(3) 0.0398(4) 0.0109(3) 0.0151(3) 0.0134(3) S3 0.0289(3) 0.0326(3) 0.0467(4) 0.0129(3) 0.0148(3) 0.0145(3) S4 0.0286(3) 0.0307(3) 0.0343(3) 0.0100(3) 0.0123(3) 0.0138(3) S5 0.0279(3) 0.0318(3) 0.0384(4) 0.0114(3) 0.0123(3) 0.0143(3) S6 0.0300(3) 0.0333(3) 0.0430(4) 0.0126(3) 0.0172(3) 0.0150(3) S7 0.0261(3) 0.0321(3) 0.0346(3) 0.0098(3) 0.0104(3) 0.0131(3) S8 0.0292(3) 0.0309(3) 0.0467(4) 0.0101(3) 0.0161(3) 0.0146(3) N1 0.080(2) 0.0343(13) 0.0635(16) 0.0116(12) 0.0341(14) 0.0265(13) N2 0.0578(18) 0.0443(14) 0.090(2) 0.0113(14) 0.0478(16) 0.0064(13) N3 0.0398(14) 0.0380(12) 0.0518(14) 0.0058(11) 0.0215(11) 0.0075(11) N4 0.0446(15) 0.0363(12) 0.0591(15) 0.0111(11) 0.0158(12) 0.0189(11) N5 0.0536(16) 0.0395(13) 0.0690(17) 0.0213(12) 0.0320(13) 0.0246(12) N6 0.0410(15) 0.0481(14) 0.0716(17) 0.0182(12) 0.0282(13) 0.0109(12) N7 0.0338(13) 0.0365(12) 0.0689(16) 0.0149(11) 0.0171(12) 0.0088(11) N8 0.0500(17) 0.0368(13) 0.102(2) 0.0127(14) 0.0131(15) 0.0194(13) N9 0.0448(14) 0.0216(10) 0.0359(12) 0.0037(9) 0.0116(10) 0.0080(10) N10 0.0355(12) 0.0250(10) 0.0316(11) 0.0079(8) 0.0100(9) 0.0095(9) F1 0.0608(12) 0.0387(8) 0.0672(11) 0.0055(8) 0.0278(9) 0.0159(8) F2 0.0575(11) 0.0423(8) 0.0421(9) 0.0187(7) -0.0028(8) 0.0106(8) F3 0.0307(9) 0.0408(8) 0.0631(10) 0.0148(7) 0.0095(7) 0.0058(7) F4 0.0676(13) 0.0460(9) 0.0765(12) 0.0185(9) 0.0447(10) 0.0067(9) F5 0.138(2) 0.0333(9) 0.0569(11) -0.0061(8) 0.0550(12) -0.0026(10) F6 0.0811(15) 0.0470(10) 0.1064(15) 0.0352(10) 0.0386(12) 0.0332(10) C1 0.0460(16) 0.0315(13) 0.0343(14) 0.0047(11) 0.0180(12) 0.0112(12) C2 0.0398(15) 0.0265(12) 0.0216(12) 0.0047(10) 0.0112(11) 0.0088(11) C3 0.0375(14) 0.0290(12) 0.0258(13) 0.0075(10) 0.0123(11) 0.0084(11) C4 0.0442(17) 0.0374(14) 0.0454(16) 0.0090(12) 0.0233(13) 0.0135(13) C5 0.0338(14) 0.0331(13) 0.0316(14) 0.0053(11) 0.0114(11) 0.0129(12) C6 0.0334(14) 0.0270(12) 0.0226(12) 0.0057(10) 0.0101(10) 0.0090(11) C7 0.0335(14) 0.0269(12) 0.0278(13) 0.0068(10) 0.0102(10) 0.0110(11) C8 0.0330(14) 0.0342(13) 0.0399(15) 0.0096(12) 0.0130(11) 0.0139(12) C9 0.0330(14) 0.0359(14) 0.0399(15) 0.0132(12) 0.0168(11) 0.0140(12) C10 0.0321(13) 0.0316(12) 0.0249(12) 0.0102(10) 0.0096(10) 0.0107(11) C11 0.0341(14) 0.0314(12) 0.0260(13) 0.0077(10) 0.0100(11) 0.0102(11) C12 0.0354(15) 0.0415(14) 0.0411(15) 0.0152(12) 0.0186(12) 0.0173(13) C13 0.0284(14) 0.0371(14) 0.0352(14) 0.0068(11) 0.0062(11) 0.0146(12) C14 0.0299(13) 0.0302(12) 0.0215(12) 0.0041(10) 0.0054(10) 0.0106(11) C15 0.0326(13) 0.0272(12) 0.0276(13) 0.0046(10) 0.0097(10) 0.0111(11) C16 0.0347(15) 0.0338(14) 0.0508(17) 0.0056(12) 0.0098(12) 0.0141(12) C17 0.0353(15) 0.0321(13) 0.0533(18) 0.0077(12) 0.0135(13) 0.0144(12) C18 0.0459(17) 0.0376(14) 0.0469(17) 0.0109(13) 0.0263(14) 0.0126(13) C19 0.0511(18) 0.0363(14) 0.0431(16) 0.0172(12) 0.0137(14) 0.0139(13) C20 0.0378(16) 0.0311(13) 0.067(2) 0.0164(13) 0.0177(14) 0.0169(12) C21 0.0500(18) 0.0261(13) 0.0577(18) 0.0087(12) 0.0332(15) 0.0109(12) C22 0.075(2) 0.0331(14) 0.0358(16) 0.0052(12) 0.0039(15) 0.0082(15) C23 0.0500(18) 0.0328(13) 0.0243(13) 0.0073(11) -0.0002(12) 0.0087(13) C24 0.0276(15) 0.0429(15) 0.074(2) 0.0262(15) 0.0081(14) 0.0080(13) C25 0.0332(15) 0.0443(15) 0.067(2) 0.0223(14) 0.0127(14) 0.0197(13) C26 0.0291(13) 0.0333(13) 0.0250(13) 0.0081(10) 0.0017(10) 0.0090(11) C27 0.0487(17) 0.0448(15) 0.0327(14) 0.0134(12) 0.0207(13) 0.0177(13) C28 0.072(2) 0.0370(14) 0.0344(15) 0.0092(12) 0.0261(15) 0.0263(15) C29 0.0307(14) 0.0350(13) 0.0321(14) 0.0078(11) 0.0057(11) 0.0114(11) C30 0.0305(14) 0.0283(13) 0.0538(17) 0.0095(12) 0.0092(12) 0.0097(11) C31 0.0529(19) 0.0327(14) 0.072(2) 0.0112(14) 0.0376(17) 0.0178(14) C32 0.061(2) 0.0316(14) 0.0425(16) -0.0008(12) 0.0242(15) 0.0021(14) C33 0.0394(16) 0.0420(15) 0.0384(16) 0.0078(12) 0.0076(13) 0.0063(13) C34 0.0370(15) 0.0374(13) 0.0385(15) 0.0111(12) 0.0116(12) 0.0163(12) C35 0.0580(19) 0.0309(13) 0.0297(14) 0.0055(11) 0.0100(13) 0.0130(13) C36 0.0404(15) 0.0287(12) 0.0216(12) 0.0035(10) 0.0089(11) 0.0107(11) C37 0.0357(15) 0.0355(13) 0.0392(15) -0.0006(11) 0.0038(12) 0.0188(12) C38 0.0254(13) 0.0425(15) 0.0426(15) -0.0041(12) 0.0080(11) 0.0100(12) C39 0.0408(15) 0.0287(12) 0.0239(13) 0.0036(10) 0.0125(11) 0.0114(11) C40 0.0345(14) 0.0396(14) 0.0323(14) 0.0054(11) 0.0093(11) 0.0205(12) C41 0.0285(14) 0.0371(13) 0.0388(15) 0.0026(11) 0.0115(11) 0.0090(11) C42 0.0565(19) 0.0343(14) 0.0440(17) 0.0078(13) 0.0269(15) 0.0117(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 Ni1 S2 2.1341(6) . ? Ni1 S3 2.1478(6) . ? Ni1 S4 2.1498(7) . ? Ni1 S1 2.1529(7) . ? Ni2 S8 2.1391(6) . ? Ni2 S6 2.1503(7) . ? Ni2 S7 2.1548(7) . ? Ni2 S5 2.1561(6) . ? S1 C3 1.722(2) . ? S2 C2 1.717(2) . ? S3 C7 1.715(2) . ? S4 C6 1.717(2) . ? S5 C10 1.725(2) . ? S6 C11 1.718(2) . ? S7 C14 1.724(2) . ? S8 C15 1.708(2) . ? N1 C1 1.142(3) . ? N2 C4 1.141(3) . ? N3 C5 1.147(3) . ? N4 C8 1.142(3) . ? N5 C9 1.135(3) . ? N6 C12 1.152(3) . ? N7 C13 1.148(3) . ? N8 C16 1.142(3) . ? N9 C21 1.340(3) . ? N9 C17 1.342(3) . ? N9 C22 1.489(3) . ? N10 C34 1.336(3) . ? N10 C30 1.342(3) . ? N10 C35 1.483(3) . ? F1 C29 1.338(3) . ? F2 C29 1.337(3) . ? F3 C29 1.330(3) . ? F4 C42 1.329(3) . ? F5 C42 1.326(3) . ? F6 C42 1.337(3) . ? C1 C2 1.442(3) . ? C2 C3 1.357(3) . ? C3 C4 1.441(3) . ? C5 C6 1.437(3) . ? C6 C7 1.360(3) . ? C7 C8 1.444(3) . ? C9 C10 1.446(3) . ? C10 C11 1.361(3) . ? C11 C12 1.436(3) . ? C13 C14 1.429(3) . ? C14 C15 1.368(3) . ? C15 C16 1.435(3) . ? C17 C18 1.357(3) . ? C18 C19 1.369(4) . ? C19 C20 1.370(4) . ? C20 C21 1.375(4) . ? C22 C23 1.518(3) . ? C23 C24 1.374(4) . ? C23 C28 1.374(4) . ? C24 C25 1.388(3) . ? C25 C26 1.373(4) . ? C26 C27 1.372(3) . ? C26 C29 1.497(3) . ? C27 C28 1.394(3) . ? C30 C31 1.366(3) . ? C31 C32 1.375(4) . ? C32 C33 1.369(4) . ? C33 C34 1.356(3) . ? C35 C36 1.523(3) . ? C36 C37 1.373(3) . ? C36 C41 1.382(3) . ? C37 C38 1.385(3) . ? C38 C39 1.380(3) . ? C39 C40 1.378(3) . ? C39 C42 1.500(3) . ? C40 C41 1.385(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ni1 S3 177.41(3) . . ? S2 Ni1 S4 86.13(2) . . ? S3 Ni1 S4 92.80(2) . . ? S2 Ni1 S1 92.28(3) . . ? S3 Ni1 S1 88.84(3) . . ? S4 Ni1 S1 177.83(3) . . ? S8 Ni2 S6 85.95(2) . . ? S8 Ni2 S7 92.23(2) . . ? S6 Ni2 S7 178.13(3) . . ? S8 Ni2 S5 176.35(3) . . ? S6 Ni2 S5 92.69(2) . . ? S7 Ni2 S5 89.15(2) . . ? C3 S1 Ni1 103.24(9) . . ? C2 S2 Ni1 103.90(9) . . ? C7 S3 Ni1 102.62(8) . . ? C6 S4 Ni1 103.17(9) . . ? C10 S5 Ni2 102.66(8) . . ? C11 S6 Ni2 103.33(9) . . ? C14 S7 Ni2 103.35(8) . . ? C15 S8 Ni2 104.02(8) . . ? C21 N9 C17 120.3(2) . . ? C21 N9 C22 119.6(2) . . ? C17 N9 C22 120.1(2) . . ? C34 N10 C30 120.4(2) . . ? C34 N10 C35 119.7(2) . . ? C30 N10 C35 120.0(2) . . ? N1 C1 C2 176.1(3) . . ? C3 C2 C1 123.8(2) . . ? C3 C2 S2 120.29(18) . . ? C1 C2 S2 115.92(19) . . ? C2 C3 C4 122.0(2) . . ? C2 C3 S1 120.28(19) . . ? C4 C3 S1 117.67(19) . . ? N2 C4 C3 178.2(3) . . ? N3 C5 C6 178.9(3) . . ? C7 C6 C5 121.1(2) . . ? C7 C6 S4 119.95(18) . . ? C5 C6 S4 118.94(18) . . ? C6 C7 C8 120.1(2) . . ? C6 C7 S3 121.46(17) . . ? C8 C7 S3 118.45(18) . . ? N4 C8 C7 179.2(3) . . ? N5 C9 C10 178.4(3) . . ? C11 C10 C9 120.4(2) . . ? C11 C10 S5 121.00(18) . . ? C9 C10 S5 118.53(18) . . ? C10 C11 C12 121.6(2) . . ? C10 C11 S6 120.28(19) . . ? C12 C11 S6 118.04(19) . . ? N6 C12 C11 179.8(3) . . ? N7 C13 C14 179.0(3) . . ? C15 C14 C13 121.4(2) . . ? C15 C14 S7 119.90(18) . . ? C13 C14 S7 118.67(18) . . ? C14 C15 C16 121.8(2) . . ? C14 C15 S8 120.50(17) . . ? C16 C15 S8 117.73(19) . . ? N8 C16 C15 177.4(3) . . ? N9 C17 C18 120.9(3) . . ? C17 C18 C19 119.5(3) . . ? C18 C19 C20 119.7(3) . . ? C19 C20 C21 119.0(3) . . ? N9 C21 C20 120.6(2) . . ? N9 C22 C23 111.3(2) . . ? C24 C23 C28 119.1(2) . . ? C24 C23 C22 120.0(3) . . ? C28 C23 C22 120.9(3) . . ? C23 C24 C25 120.2(3) . . ? C26 C25 C24 120.4(3) . . ? C27 C26 C25 119.9(2) . . ? C27 C26 C29 120.2(2) . . ? C25 C26 C29 119.8(2) . . ? C26 C27 C28 119.4(3) . . ? C23 C28 C27 120.9(3) . . ? F3 C29 F2 106.2(2) . . ? F3 C29 F1 106.24(19) . . ? F2 C29 F1 106.1(2) . . ? F3 C29 C26 113.1(2) . . ? F2 C29 C26 112.12(19) . . ? F1 C29 C26 112.6(2) . . ? N10 C30 C31 120.4(2) . . ? C30 C31 C32 119.2(3) . . ? C33 C32 C31 119.6(3) . . ? C34 C33 C32 119.1(3) . . ? N10 C34 C33 121.3(2) . . ? N10 C35 C36 112.10(19) . . ? C37 C36 C41 119.5(2) . . ? C37 C36 C35 120.1(2) . . ? C41 C36 C35 120.4(2) . . ? C36 C37 C38 121.0(2) . . ? C39 C38 C37 119.2(2) . . ? C40 C39 C38 120.3(2) . . ? C40 C39 C42 120.3(2) . . ? C38 C39 C42 119.4(2) . . ? C39 C40 C41 120.0(2) . . ? C36 C41 C40 120.0(2) . . ? F5 C42 F4 106.0(2) . . ? F5 C42 F6 107.3(2) . . ? F4 C42 F6 105.7(2) . . ? F5 C42 C39 112.4(2) . . ? F4 C42 C39 112.8(2) . . ? F6 C42 C39 112.2(2) . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.439 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.062 _database_code_depnum_ccdc_archive 'CCDC 963770' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_165k _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.9314(4) _cell_length_b 14.0640(4) _cell_length_c 15.1632(5) _cell_angle_alpha 94.518(3) _cell_angle_beta 108.962(3) _cell_angle_gamma 111.444(3) _cell_volume 2365.57(12) _cell_formula_units_Z 4 _cell_measurement_temperature 165.3 _cell_measurement_reflns_used 8526 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.621 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.217 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.91023 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 165.3 _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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21671 _diffrn_reflns_av_R_equivalents 0.0303 _diffrn_reflns_av_sigmaI/netI 0.0474 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 27.00 _reflns_number_total 10166 _reflns_number_gt 7243 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _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^)+(0.0427P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10166 _refine_ls_number_parameters 613 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0418 _refine_ls_wR_factor_ref 0.0989 _refine_ls_wR_factor_gt 0.0891 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.93456(3) 0.02814(2) 0.37049(2) 0.03159(9) Uani 1 1 d . . . Ni2 Ni 0.04499(3) 0.09364(2) 0.12169(2) 0.03114(9) Uani 1 1 d . . . S1 S 0.87937(6) 0.15486(5) 0.35829(5) 0.03977(17) Uani 1 1 d . . . S2 S 1.10932(6) 0.12221(5) 0.37260(5) 0.03431(15) Uani 1 1 d . . . S3 S 0.76250(6) -0.06854(5) 0.37240(5) 0.03913(16) Uani 1 1 d . . . S4 S 0.98944(6) -0.09771(5) 0.37639(5) 0.03704(16) Uani 1 1 d . . . S5 S -0.13211(6) -0.00534(5) 0.11286(5) 0.03506(15) Uani 1 1 d . . . S6 S 0.10460(6) -0.02918(5) 0.14132(5) 0.03882(16) Uani 1 1 d . . . S7 S -0.00758(6) 0.22246(5) 0.11049(5) 0.03603(16) Uani 1 1 d . . . S8 S 0.22294(6) 0.18803(5) 0.13006(5) 0.03815(16) Uani 1 1 d . . . N1 N 0.9959(2) 0.43382(19) 0.33967(18) 0.0536(6) Uani 1 1 d . . . N2 N 1.2889(2) 0.39276(18) 0.35718(17) 0.0514(6) Uani 1 1 d . . . N3 N 0.5809(2) -0.3386(2) 0.3785(2) 0.0717(8) Uani 1 1 d . . . N4 N 0.9011(3) -0.3701(2) 0.3945(2) 0.0649(8) Uani 1 1 d . . . N5 N -0.3102(2) -0.27767(18) 0.12352(18) 0.0558(7) Uani 1 1 d . . . N6 N 0.0063(2) -0.3040(2) 0.1604(2) 0.0758(9) Uani 1 1 d . . . N7 N 0.1241(2) 0.50896(19) 0.12113(19) 0.0559(7) Uani 1 1 d . . . N8 N 0.4210(2) 0.4629(2) 0.1457(2) 0.0618(7) Uani 1 1 d . . . N9 N 0.2780(2) 0.62756(15) 0.45388(15) 0.0423(6) Uani 1 1 d . . . N10 N 0.68692(19) 0.35630(15) 0.97399(14) 0.0364(5) Uani 1 1 d . . . F1 F 0.39651(15) 1.11871(13) 0.29552(11) 0.0643(5) Uani 1 1 d . . . F2 F 0.55974(13) 1.14035(12) 0.40702(12) 0.0569(4) Uani 1 1 d . . . F3 F 0.41687(16) 1.15164(13) 0.44131(13) 0.0645(5) Uani 1 1 d . . . F4 F 0.4039(2) -0.21002(13) 0.78033(13) 0.0964(8) Uani 1 1 d . . . F5 F 0.51919(19) -0.18682(14) 0.92522(16) 0.0855(6) Uani 1 1 d . . . F6 F 0.34789(17) -0.18547(14) 0.89354(13) 0.0743(6) Uani 1 1 d . . . C1 C 0.9979(2) 0.3540(2) 0.34682(19) 0.0403(6) Uani 1 1 d . . . C2 C 1.0040(2) 0.25506(19) 0.35638(17) 0.0338(6) Uani 1 1 d . . . C3 C 1.1041(2) 0.24119(18) 0.36279(16) 0.0326(6) Uani 1 1 d . . . C4 C 1.2078(2) 0.3251(2) 0.35986(18) 0.0383(6) Uani 1 1 d . . . C5 C 0.6649(3) -0.2724(2) 0.3786(2) 0.0477(7) Uani 1 1 d . . . C6 C 0.7693(2) -0.18812(19) 0.37731(17) 0.0376(6) Uani 1 1 d . . . C7 C 0.8690(2) -0.20059(19) 0.38031(17) 0.0358(6) Uani 1 1 d . . . C8 C 0.8828(3) -0.2967(2) 0.38762(19) 0.0449(7) Uani 1 1 d . . . C9 C -0.2272(2) -0.2089(2) 0.12415(19) 0.0397(6) Uani 1 1 d . . . C10 C -0.1233(2) -0.12334(19) 0.12576(16) 0.0331(6) Uani 1 1 d . . . C11 C -0.0187(2) -0.13295(19) 0.13825(17) 0.0346(6) Uani 1 1 d . . . C12 C -0.0072(2) -0.2296(2) 0.1498(2) 0.0476(7) Uani 1 1 d . . . C13 C 0.1222(2) 0.4271(2) 0.11836(19) 0.0414(7) Uani 1 1 d . . . C14 C 0.1220(2) 0.32460(19) 0.11713(17) 0.0349(6) Uani 1 1 d . . . C15 C 0.2220(2) 0.30921(19) 0.12571(17) 0.0358(6) Uani 1 1 d . . . C16 C 0.3325(2) 0.3943(2) 0.1365(2) 0.0437(7) Uani 1 1 d . . . C17 C 0.2154(2) 0.6216(2) 0.5097(2) 0.0457(7) Uani 1 1 d . . . H17A H 0.1441 0.6302 0.4876 0.055 Uiso 1 1 calc R . . C18 C 0.2548(3) 0.6032(2) 0.5985(2) 0.0516(8) Uani 1 1 d . . . H18A H 0.2110 0.5999 0.6370 0.062 Uiso 1 1 calc R . . C19 C 0.3584(3) 0.5895(2) 0.6309(2) 0.0504(8) Uani 1 1 d . . . H19A H 0.3860 0.5771 0.6917 0.060 Uiso 1 1 calc R . . C20 C 0.4213(3) 0.5943(2) 0.5736(2) 0.0514(8) Uani 1 1 d . . . H20A H 0.4919 0.5845 0.5947 0.062 Uiso 1 1 calc R . . C21 C 0.3798(3) 0.61382(19) 0.4841(2) 0.0484(7) Uani 1 1 d . . . H21A H 0.4226 0.6174 0.4447 0.058 Uiso 1 1 calc R . . C22 C 0.2355(3) 0.6512(2) 0.3576(2) 0.0681(10) Uani 1 1 d . . . H22A H 0.1486 0.6249 0.3324 0.082 Uiso 1 1 calc R . . H22B H 0.2577 0.6158 0.3142 0.082 Uiso 1 1 calc R . . C23 C 0.2899(3) 0.7685(2) 0.36333(18) 0.0496(8) Uani 1 1 d . . . C24 C 0.2347(3) 0.8292(2) 0.3831(2) 0.0599(9) Uani 1 1 d . . . H24A H 0.1629 0.7980 0.3919 0.072 Uiso 1 1 calc R . . C25 C 0.2844(2) 0.9360(2) 0.3902(2) 0.0545(8) Uani 1 1 d . . . H25A H 0.2463 0.9764 0.4041 0.065 Uiso 1 1 calc R . . C26 C 0.3897(2) 0.9825(2) 0.37681(17) 0.0373(6) Uani 1 1 d . . . C27 C 0.4471(3) 0.9230(2) 0.35752(18) 0.0459(7) Uani 1 1 d . . . H27A H 0.5191 0.9543 0.3490 0.055 Uiso 1 1 calc R . . C28 C 0.3961(3) 0.8153(2) 0.35083(19) 0.0505(8) Uani 1 1 d . . . H28A H 0.4345 0.7747 0.3378 0.061 Uiso 1 1 calc R . . C29 C 0.4406(2) 1.0974(2) 0.38046(19) 0.0396(6) Uani 1 1 d . . . C30 C 0.7999(2) 0.3862(2) 1.03498(19) 0.0434(7) Uani 1 1 d . . . H30A H 0.8507 0.3634 1.0170 0.052 Uiso 1 1 calc R . . C31 C 0.8424(3) 0.4494(2) 1.1231(2) 0.0535(8) Uani 1 1 d . . . H31A H 0.9217 0.4705 1.1646 0.064 Uiso 1 1 calc R . . C32 C 0.7672(3) 0.4812(2) 1.1493(2) 0.0581(9) Uani 1 1 d . . . H32A H 0.7945 0.5235 1.2096 0.070 Uiso 1 1 calc R . . C33 C 0.6504(3) 0.4507(2) 1.0865(2) 0.0577(9) Uani 1 1 d . . . H33A H 0.5985 0.4727 1.1036 0.069 Uiso 1 1 calc R . . C34 C 0.6116(2) 0.3871(2) 0.9980(2) 0.0462(7) Uani 1 1 d . . . H34A H 0.5329 0.3656 0.9549 0.055 Uiso 1 1 calc R . . C35 C 0.6451(3) 0.2884(2) 0.87834(18) 0.0491(8) Uani 1 1 d . . . H35A H 0.7122 0.3040 0.8579 0.059 Uiso 1 1 calc R . . H35B H 0.5845 0.3040 0.8325 0.059 Uiso 1 1 calc R . . C36 C 0.5928(2) 0.17248(19) 0.87867(17) 0.0374(6) Uani 1 1 d . . . C37 C 0.6655(2) 0.1196(2) 0.89849(18) 0.0410(6) Uani 1 1 d . . . H37A H 0.7474 0.1551 0.9127 0.049 Uiso 1 1 calc R . . C38 C 0.6174(2) 0.0139(2) 0.89735(17) 0.0404(6) Uani 1 1 d . . . H38A H 0.6671 -0.0213 0.9117 0.049 Uiso 1 1 calc R . . C39 C 0.4957(2) -0.03944(19) 0.87494(17) 0.0346(6) Uani 1 1 d . . . C40 C 0.4228(2) 0.0133(2) 0.85490(19) 0.0459(7) Uani 1 1 d . . . H40A H 0.3408 -0.0221 0.8403 0.055 Uiso 1 1 calc R . . C41 C 0.4720(2) 0.1196(2) 0.85652(18) 0.0450(7) Uani 1 1 d . . . H41A H 0.4226 0.1551 0.8425 0.054 Uiso 1 1 calc R . . C42 C 0.4421(3) -0.1545(2) 0.8685(2) 0.0511(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02917(18) 0.02942(18) 0.03429(19) 0.00876(14) 0.01092(15) 0.01084(14) Ni2 0.02893(18) 0.03065(18) 0.03389(18) 0.00772(14) 0.01172(15) 0.01255(14) S1 0.0311(4) 0.0358(4) 0.0543(4) 0.0139(3) 0.0168(3) 0.0147(3) S2 0.0307(3) 0.0328(3) 0.0409(4) 0.0108(3) 0.0143(3) 0.0138(3) S3 0.0318(4) 0.0384(4) 0.0465(4) 0.0132(3) 0.0155(3) 0.0126(3) S4 0.0345(4) 0.0327(3) 0.0459(4) 0.0119(3) 0.0170(3) 0.0141(3) S5 0.0286(3) 0.0346(3) 0.0413(4) 0.0099(3) 0.0115(3) 0.0136(3) S6 0.0314(4) 0.0341(3) 0.0534(4) 0.0103(3) 0.0177(3) 0.0149(3) S7 0.0300(3) 0.0342(3) 0.0451(4) 0.0123(3) 0.0136(3) 0.0144(3) S8 0.0327(4) 0.0359(4) 0.0506(4) 0.0124(3) 0.0197(3) 0.0155(3) N1 0.0506(15) 0.0384(14) 0.0713(17) 0.0136(13) 0.0188(13) 0.0215(12) N2 0.0441(15) 0.0410(14) 0.0623(16) 0.0061(12) 0.0251(13) 0.0074(12) N3 0.0653(19) 0.0446(16) 0.106(2) 0.0110(15) 0.0514(18) 0.0080(14) N4 0.090(2) 0.0396(15) 0.0766(19) 0.0156(14) 0.0404(17) 0.0310(15) N5 0.0380(14) 0.0419(15) 0.0784(18) 0.0171(13) 0.0188(13) 0.0092(12) N6 0.0572(18) 0.0370(15) 0.120(2) 0.0156(16) 0.0151(17) 0.0228(14) N7 0.0560(16) 0.0411(15) 0.0830(19) 0.0225(14) 0.0358(15) 0.0236(13) N8 0.0479(16) 0.0539(17) 0.0838(19) 0.0219(15) 0.0337(15) 0.0125(14) N9 0.0486(15) 0.0243(11) 0.0417(13) 0.0045(9) 0.0118(12) 0.0072(10) N10 0.0384(13) 0.0252(11) 0.0384(12) 0.0081(9) 0.0105(11) 0.0088(10) F1 0.0663(12) 0.0468(10) 0.0497(10) 0.0211(8) -0.0035(9) 0.0118(9) F2 0.0330(9) 0.0455(10) 0.0737(11) 0.0156(8) 0.0098(8) 0.0055(7) F3 0.0709(12) 0.0421(10) 0.0766(12) 0.0066(9) 0.0325(11) 0.0168(9) F4 0.157(2) 0.0354(10) 0.0674(12) -0.0089(9) 0.0639(14) -0.0056(11) F5 0.0934(16) 0.0494(12) 0.1192(17) 0.0362(12) 0.0389(14) 0.0334(11) F6 0.0765(13) 0.0518(11) 0.0944(14) 0.0199(10) 0.0550(12) 0.0061(10) C1 0.0354(15) 0.0381(15) 0.0456(16) 0.0111(13) 0.0147(13) 0.0136(12) C2 0.0368(15) 0.0305(13) 0.0315(13) 0.0086(11) 0.0120(12) 0.0119(11) C3 0.0368(15) 0.0289(13) 0.0275(13) 0.0073(10) 0.0105(11) 0.0101(11) C4 0.0373(15) 0.0381(15) 0.0377(15) 0.0064(12) 0.0133(13) 0.0149(13) C5 0.0490(18) 0.0369(16) 0.0561(18) 0.0081(13) 0.0274(15) 0.0107(14) C6 0.0432(16) 0.0301(13) 0.0305(14) 0.0068(11) 0.0138(12) 0.0059(12) C7 0.0438(16) 0.0288(13) 0.0298(14) 0.0075(11) 0.0140(12) 0.0098(12) C8 0.0549(18) 0.0367(16) 0.0418(16) 0.0073(13) 0.0243(14) 0.0125(14) C9 0.0332(15) 0.0366(15) 0.0464(16) 0.0093(12) 0.0105(13) 0.0155(13) C10 0.0344(14) 0.0342(13) 0.0248(13) 0.0045(10) 0.0073(11) 0.0118(11) C11 0.0374(15) 0.0288(13) 0.0337(14) 0.0041(10) 0.0111(12) 0.0121(11) C12 0.0372(16) 0.0359(16) 0.0596(19) 0.0043(13) 0.0112(14) 0.0119(13) C13 0.0372(16) 0.0418(16) 0.0486(17) 0.0155(13) 0.0214(13) 0.0146(13) C14 0.0370(15) 0.0331(14) 0.0311(13) 0.0091(11) 0.0114(12) 0.0117(12) C15 0.0372(15) 0.0344(14) 0.0311(14) 0.0096(11) 0.0125(12) 0.0096(12) C16 0.0391(16) 0.0433(16) 0.0542(18) 0.0165(14) 0.0235(14) 0.0168(14) C17 0.0363(16) 0.0340(15) 0.0600(19) 0.0071(13) 0.0127(14) 0.0130(12) C18 0.0541(19) 0.0436(17) 0.060(2) 0.0116(15) 0.0329(17) 0.0141(15) C19 0.0504(19) 0.0415(17) 0.0520(18) 0.0174(14) 0.0158(16) 0.0133(14) C20 0.0400(17) 0.0340(15) 0.082(2) 0.0187(15) 0.0214(17) 0.0174(13) C21 0.0569(19) 0.0264(14) 0.067(2) 0.0091(13) 0.0387(17) 0.0098(13) C22 0.092(3) 0.0344(17) 0.0413(17) 0.0067(13) 0.0035(17) 0.0065(16) C23 0.058(2) 0.0340(15) 0.0316(15) 0.0050(12) 0.0011(14) 0.0067(14) C24 0.0322(16) 0.0488(19) 0.088(2) 0.0315(18) 0.0138(16) 0.0102(14) C25 0.0341(16) 0.0481(18) 0.080(2) 0.0262(17) 0.0158(16) 0.0190(14) C26 0.0346(15) 0.0378(14) 0.0303(14) 0.0096(11) 0.0047(12) 0.0114(12) C27 0.0554(19) 0.0457(17) 0.0392(16) 0.0135(13) 0.0250(15) 0.0170(14) C28 0.077(2) 0.0406(16) 0.0423(17) 0.0100(13) 0.0298(16) 0.0275(16) C29 0.0315(15) 0.0410(15) 0.0385(15) 0.0121(12) 0.0058(12) 0.0128(12) C30 0.0386(16) 0.0399(15) 0.0462(17) 0.0099(13) 0.0109(14) 0.0151(13) C31 0.0460(18) 0.0483(18) 0.0451(18) 0.0072(14) 0.0078(15) 0.0062(15) C32 0.071(2) 0.0342(16) 0.0500(18) -0.0025(13) 0.0294(18) -0.0022(15) C33 0.062(2) 0.0354(16) 0.091(3) 0.0127(16) 0.051(2) 0.0179(15) C34 0.0361(15) 0.0282(14) 0.0647(19) 0.0120(13) 0.0122(15) 0.0089(12) C35 0.064(2) 0.0337(15) 0.0330(15) 0.0022(12) 0.0108(14) 0.0106(14) C36 0.0455(16) 0.0292(13) 0.0285(13) 0.0031(10) 0.0095(12) 0.0105(12) C37 0.0293(14) 0.0375(15) 0.0451(16) 0.0026(12) 0.0117(12) 0.0055(12) C38 0.0381(16) 0.0423(16) 0.0414(15) 0.0069(12) 0.0116(13) 0.0207(13) C39 0.0386(15) 0.0302(13) 0.0293(13) 0.0030(10) 0.0121(12) 0.0097(12) C40 0.0271(14) 0.0451(16) 0.0531(17) -0.0034(13) 0.0102(13) 0.0092(13) C41 0.0398(16) 0.0402(16) 0.0459(16) -0.0010(12) 0.0034(13) 0.0204(13) C42 0.065(2) 0.0342(16) 0.0481(18) 0.0054(13) 0.0264(17) 0.0103(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 Ni1 S4 2.1323(7) . ? Ni1 S1 2.1486(7) . ? Ni1 S2 2.1491(7) . ? Ni1 S3 2.1532(7) . ? Ni2 S6 2.1381(7) . ? Ni2 S8 2.1503(7) . ? Ni2 S5 2.1542(7) . ? Ni2 S7 2.1559(7) . ? S1 C2 1.721(2) . ? S2 C3 1.715(2) . ? S3 C6 1.722(3) . ? S4 C7 1.717(2) . ? S5 C10 1.727(3) . ? S6 C11 1.707(2) . ? S7 C14 1.729(2) . ? S8 C15 1.715(3) . ? N1 C1 1.145(3) . ? N2 C4 1.144(3) . ? N3 C5 1.143(3) . ? N4 C8 1.146(4) . ? N5 C9 1.150(3) . ? N6 C12 1.138(4) . ? N7 C13 1.140(3) . ? N8 C16 1.152(3) . ? N9 C21 1.336(4) . ? N9 C17 1.337(3) . ? N9 C22 1.494(3) . ? N10 C30 1.334(3) . ? N10 C34 1.335(3) . ? N10 C35 1.484(3) . ? F1 C29 1.335(3) . ? F2 C29 1.334(3) . ? F3 C29 1.331(3) . ? F4 C42 1.328(3) . ? F5 C42 1.332(4) . ? F6 C42 1.326(3) . ? C1 C2 1.438(4) . ? C2 C3 1.352(3) . ? C3 C4 1.444(3) . ? C5 C6 1.442(3) . ? C6 C7 1.351(4) . ? C7 C8 1.435(4) . ? C9 C10 1.430(3) . ? C10 C11 1.361(3) . ? C11 C12 1.438(4) . ? C13 C14 1.439(4) . ? C14 C15 1.355(3) . ? C15 C16 1.438(3) . ? C17 C18 1.357(4) . ? C18 C19 1.360(4) . ? C19 C20 1.360(4) . ? C20 C21 1.377(4) . ? C22 C23 1.521(4) . ? C23 C24 1.368(4) . ? C23 C28 1.372(4) . ? C24 C25 1.381(4) . ? C25 C26 1.368(4) . ? C26 C27 1.376(4) . ? C26 C29 1.493(4) . ? C27 C28 1.394(4) . ? C30 C31 1.362(4) . ? C31 C32 1.359(4) . ? C32 C33 1.378(4) . ? C33 C34 1.378(4) . ? C35 C36 1.521(3) . ? C36 C41 1.370(4) . ? C36 C37 1.375(4) . ? C37 C38 1.382(3) . ? C38 C39 1.380(3) . ? C39 C40 1.375(4) . ? C39 C42 1.490(4) . ? C40 C41 1.389(4) . ? 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 S4 Ni1 S1 177.46(3) . . ? S4 Ni1 S2 86.17(3) . . ? S1 Ni1 S2 92.86(3) . . ? S4 Ni1 S3 92.31(3) . . ? S1 Ni1 S3 88.72(3) . . ? S2 Ni1 S3 177.91(3) . . ? S6 Ni2 S8 85.89(3) . . ? S6 Ni2 S5 92.31(3) . . ? S8 Ni2 S5 178.16(3) . . ? S6 Ni2 S7 176.57(3) . . ? S8 Ni2 S7 92.72(3) . . ? S5 Ni2 S7 89.10(3) . . ? C2 S1 Ni1 102.48(9) . . ? C3 S2 Ni1 102.97(9) . . ? C6 S3 Ni1 103.00(9) . . ? C7 S4 Ni1 103.88(10) . . ? C10 S5 Ni2 103.13(9) . . ? C11 S6 Ni2 103.87(9) . . ? C14 S7 Ni2 102.59(9) . . ? C15 S8 Ni2 103.14(9) . . ? C21 N9 C17 120.4(2) . . ? C21 N9 C22 119.5(3) . . ? C17 N9 C22 120.1(3) . . ? C30 N10 C34 120.8(2) . . ? C30 N10 C35 119.3(2) . . ? C34 N10 C35 119.9(2) . . ? N1 C1 C2 178.3(3) . . ? C3 C2 C1 121.0(2) . . ? C3 C2 S1 121.23(19) . . ? C1 C2 S1 117.76(19) . . ? C2 C3 C4 121.0(2) . . ? C2 C3 S2 120.46(18) . . ? C4 C3 S2 118.52(19) . . ? N2 C4 C3 178.7(3) . . ? N3 C5 C6 178.7(4) . . ? C7 C6 C5 122.4(2) . . ? C7 C6 S3 120.62(18) . . ? C5 C6 S3 117.0(2) . . ? C6 C7 C8 123.8(2) . . ? C6 C7 S4 120.17(19) . . ? C8 C7 S4 116.0(2) . . ? N4 C8 C7 175.8(3) . . ? N5 C9 C10 179.5(3) . . ? C11 C10 C9 121.6(2) . . ? C11 C10 S5 120.02(18) . . ? C9 C10 S5 118.4(2) . . ? C10 C11 C12 121.9(2) . . ? C10 C11 S6 120.67(19) . . ? C12 C11 S6 117.5(2) . . ? N6 C12 C11 177.5(3) . . ? N7 C13 C14 178.6(3) . . ? C15 C14 C13 121.2(2) . . ? C15 C14 S7 120.72(19) . . ? C13 C14 S7 118.0(2) . . ? C14 C15 C16 121.6(2) . . ? C14 C15 S8 120.80(18) . . ? C16 C15 S8 117.6(2) . . ? N8 C16 C15 179.4(3) . . ? N9 C17 C18 120.7(3) . . ? C17 C18 C19 119.9(3) . . ? C20 C19 C18 119.3(3) . . ? C19 C20 C21 119.6(3) . . ? N9 C21 C20 120.0(2) . . ? N9 C22 C23 111.1(2) . . ? C24 C23 C28 119.1(3) . . ? C24 C23 C22 120.3(3) . . ? C28 C23 C22 120.6(3) . . ? C23 C24 C25 120.8(3) . . ? C26 C25 C24 120.1(3) . . ? C25 C26 C27 120.0(3) . . ? C25 C26 C29 120.0(3) . . ? C27 C26 C29 120.0(2) . . ? C26 C27 C28 119.3(3) . . ? C23 C28 C27 120.7(3) . . ? F3 C29 F2 106.1(2) . . ? F3 C29 F1 106.1(2) . . ? F2 C29 F1 105.9(2) . . ? F3 C29 C26 112.7(2) . . ? F2 C29 C26 113.3(2) . . ? F1 C29 C26 112.1(2) . . ? N10 C30 C31 121.3(3) . . ? C32 C31 C30 119.0(3) . . ? C31 C32 C33 119.9(3) . . ? C32 C33 C34 119.0(3) . . ? N10 C34 C33 120.0(3) . . ? N10 C35 C36 112.2(2) . . ? C41 C36 C37 119.7(2) . . ? C41 C36 C35 120.0(3) . . ? C37 C36 C35 120.3(3) . . ? C36 C37 C38 120.2(3) . . ? C39 C38 C37 120.1(3) . . ? C40 C39 C38 119.7(2) . . ? C40 C39 C42 119.8(3) . . ? C38 C39 C42 120.5(3) . . ? C39 C40 C41 119.8(3) . . ? C36 C41 C40 120.5(3) . . ? F6 C42 F4 106.0(3) . . ? F6 C42 F5 105.5(2) . . ? F4 C42 F5 106.7(3) . . ? F6 C42 C39 113.0(3) . . ? F4 C42 C39 112.4(2) . . ? F5 C42 C39 112.7(3) . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.351 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.061 _database_code_depnum_ccdc_archive 'CCDC 963771' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_x _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.8027(9) _cell_length_b 14.5132(10) _cell_length_c 15.7920(11) _cell_angle_alpha 94.218(5) _cell_angle_beta 111.499(6) _cell_angle_gamma 114.488(7) _cell_volume 2394.8(3) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.601 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.202 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.83002 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 220(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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17130 _diffrn_reflns_av_R_equivalents 0.0502 _diffrn_reflns_av_sigmaI/netI 0.0926 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.58 _diffrn_reflns_theta_max 26.73 _reflns_number_total 9996 _reflns_number_gt 5029 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _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^)+(0.0350P)^2^+0.9000P] 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 9996 _refine_ls_number_parameters 669 _refine_ls_number_restraints 138 _refine_ls_R_factor_all 0.1400 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1496 _refine_ls_wR_factor_gt 0.1132 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.069 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.43501(6) 0.40598(5) 0.37322(5) 0.0427(2) Uani 1 1 d . . . Ni2 Ni 0.51562(7) 0.48309(5) 0.12783(5) 0.0458(2) Uani 1 1 d . . . S1 S 0.38203(13) 0.52763(10) 0.36649(12) 0.0529(4) Uani 1 1 d . . . S2 S 0.61957(13) 0.50851(10) 0.38282(11) 0.0483(4) Uani 1 1 d . . . S3 S 0.24801(13) 0.30664(10) 0.36147(12) 0.0528(4) Uani 1 1 d . . . S4 S 0.48425(13) 0.28115(10) 0.37982(11) 0.0498(4) Uani 1 1 d . . . S5 S 0.45294(14) 0.59955(11) 0.12475(12) 0.0553(4) Uani 1 1 d . . . S6 S 0.69210(14) 0.59086(10) 0.12969(12) 0.0537(4) Uani 1 1 d . . . S7 S 0.33706(13) 0.37180(10) 0.12236(11) 0.0521(4) Uani 1 1 d . . . S8 S 0.58559(14) 0.37123(10) 0.13733(12) 0.0539(4) Uani 1 1 d . . . N1 N 0.4984(5) 0.8056(4) 0.3740(5) 0.089(2) Uani 1 1 d . . . N2 N 0.8168(5) 0.7831(4) 0.3870(5) 0.0857(19) Uani 1 1 d . . . N3 N 0.0368(5) 0.0338(4) 0.3465(4) 0.086(2) Uani 1 1 d . . . N4 N 0.3484(5) -0.0007(4) 0.3689(4) 0.0755(17) Uani 1 1 d . . . N5 N 0.5529(5) 0.8754(4) 0.1174(5) 0.096(2) Uani 1 1 d . . . N6 N 0.8702(5) 0.8573(4) 0.1160(5) 0.088(2) Uani 1 1 d . . . N7 N 0.1760(5) 0.0942(4) 0.1337(4) 0.0753(17) Uani 1 1 d . . . N8 N 0.4979(5) 0.1002(4) 0.1630(4) 0.0810(18) Uani 1 1 d . . . N9 N 0.2044(5) 0.8504(3) 0.4693(4) 0.0500(12) Uani 1 1 d . . . N10 N 0.1869(5) 0.8789(3) 0.0435(4) 0.0591(14) Uani 1 1 d . . . F1 F -0.029(2) 0.296(2) 0.403(3) 0.116(9) Uani 0.27(3) 1 d PDU A 1 F2 F -0.171(3) 0.2926(19) 0.2772(6) 0.087(9) Uani 0.27(3) 1 d PDU A 1 F3 F -0.177(3) 0.323(2) 0.408(2) 0.100(8) Uani 0.27(3) 1 d PDU A 1 F1' F -0.2104(10) 0.3157(9) 0.3681(15) 0.137(4) Uani 0.73(3) 1 d PDU A 2 F2' F -0.0335(11) 0.3169(9) 0.4407(9) 0.125(4) Uani 0.73(3) 1 d PDU A 2 F3' F -0.119(2) 0.2793(8) 0.2918(8) 0.148(5) Uani 0.73(3) 1 d PDU A 2 F4 F 0.0480(8) 0.4138(5) 0.2142(4) 0.081(3) Uani 0.543(10) 1 d PDU B 1 F5 F 0.0243(13) 0.3790(9) 0.0780(7) 0.129(5) Uani 0.543(10) 1 d PDU B 1 F6 F -0.1304(6) 0.3717(9) 0.1019(10) 0.194(8) Uani 0.543(10) 1 d PDU B 1 F4' F -0.1061(10) 0.3728(7) 0.0422(5) 0.111(5) Uani 0.457(10) 1 d PDU B 2 F5' F -0.0742(13) 0.4056(10) 0.1806(9) 0.142(6) Uani 0.457(10) 1 d PDU B 2 F6' F 0.0643(11) 0.3878(10) 0.1474(12) 0.221(11) Uani 0.457(10) 1 d PDU B 2 C1 C 0.5075(5) 0.7305(4) 0.3738(5) 0.0607(17) Uani 1 1 d . . . C2 C 0.5159(5) 0.6338(3) 0.3746(4) 0.0429(13) Uani 1 1 d . . . C3 C 0.6186(5) 0.6262(4) 0.3806(4) 0.0479(14) Uani 1 1 d . . . C4 C 0.7296(6) 0.7144(4) 0.3852(5) 0.0610(17) Uani 1 1 d . . . C5 C 0.1296(6) 0.1018(4) 0.3553(4) 0.0585(16) Uani 1 1 d . . . C6 C 0.2461(5) 0.1882(3) 0.3644(4) 0.0461(14) Uani 1 1 d . . . C7 C 0.3479(5) 0.1765(4) 0.3720(4) 0.0466(14) Uani 1 1 d . . . C8 C 0.3471(5) 0.0770(4) 0.3714(5) 0.0564(16) Uani 1 1 d . . . C9 C 0.5635(6) 0.8014(5) 0.1193(5) 0.0652(18) Uani 1 1 d . . . C10 C 0.5786(5) 0.7089(4) 0.1233(4) 0.0499(15) Uani 1 1 d . . . C11 C 0.6803(6) 0.7039(4) 0.1252(4) 0.0520(15) Uani 1 1 d . . . C12 C 0.7857(6) 0.7924(4) 0.1204(5) 0.0573(16) Uani 1 1 d . . . C13 C 0.2542(6) 0.1686(4) 0.1330(4) 0.0568(16) Uani 1 1 d . . . C14 C 0.3560(5) 0.2622(4) 0.1317(4) 0.0467(14) Uani 1 1 d . . . C15 C 0.4651(5) 0.2613(4) 0.1389(4) 0.0498(14) Uani 1 1 d . . . C16 C 0.4828(5) 0.1713(4) 0.1528(4) 0.0568(16) Uani 1 1 d . . . C17 C 0.1259(6) 0.8842(4) 0.4749(5) 0.0676(19) Uani 1 1 d . . . H17A H 0.0488 0.8643 0.4217 0.081 Uiso 1 1 calc R . . C18 C 0.1550(8) 0.9476(5) 0.5566(8) 0.100(3) Uani 1 1 d . . . H18A H 0.0977 0.9704 0.5606 0.120 Uiso 1 1 calc R . . C19 C 0.2668(11) 0.9775(6) 0.6322(7) 0.115(4) Uani 1 1 d . . . H19A H 0.2894 1.0222 0.6892 0.139 Uiso 1 1 calc R . . C20 C 0.3449(9) 0.9418(6) 0.6239(7) 0.111(3) Uani 1 1 d . . . H20A H 0.4224 0.9606 0.6762 0.134 Uiso 1 1 calc R . . C21 C 0.3138(7) 0.8794(5) 0.5414(6) 0.079(2) Uani 1 1 d . . . H21A H 0.3707 0.8568 0.5358 0.095 Uiso 1 1 calc R . . C22 C 0.1691(7) 0.7784(4) 0.3808(5) 0.075(2) Uani 1 1 d . . . H22A H 0.2465 0.7919 0.3735 0.090 Uiso 1 1 calc R . . H22B H 0.1144 0.7928 0.3273 0.090 Uiso 1 1 calc R . . C23 C 0.0997(6) 0.6642(4) 0.3783(4) 0.0555(16) Uani 1 1 d . . . C24 C -0.0299(6) 0.6148(5) 0.3469(5) 0.0693(19) Uani 1 1 d . . . H24A H -0.0754 0.6520 0.3261 0.083 Uiso 1 1 calc R . . C25 C -0.0942(6) 0.5112(5) 0.3456(5) 0.068(2) Uani 1 1 d . . . H25A H -0.1832 0.4780 0.3246 0.081 Uiso 1 1 calc R . . C26 C -0.0288(6) 0.4569(4) 0.3748(4) 0.0518(15) Uani 1 1 d . A . C27 C 0.1012(6) 0.5057(4) 0.4078(5) 0.0638(18) Uani 1 1 d . . . H27A H 0.1467 0.4687 0.4289 0.077 Uiso 1 1 calc R . . C28 C 0.1653(5) 0.6107(4) 0.4096(5) 0.0607(18) Uani 1 1 d . . . H28A H 0.2546 0.6449 0.4326 0.073 Uiso 1 1 calc R . . C29 C -0.0973(6) 0.3428(5) 0.3683(4) 0.085(3) Uani 1 1 d D . . C30 C 0.0907(7) 0.8868(5) -0.0199(5) 0.0699(19) Uani 1 1 d . . . H30A H 0.0246 0.8841 -0.0056 0.084 Uiso 1 1 calc R . . C31 C 0.0870(7) 0.8987(5) -0.1048(6) 0.078(2) Uani 1 1 d . . . H31A H 0.0188 0.9050 -0.1488 0.094 Uiso 1 1 calc R . . C32 C 0.1810(8) 0.9017(4) -0.1271(6) 0.080(2) Uani 1 1 d . . . H32A H 0.1786 0.9098 -0.1862 0.096 Uiso 1 1 calc R . . C33 C 0.2794(7) 0.8926(5) -0.0615(7) 0.085(2) Uani 1 1 d . . . H33A H 0.3451 0.8934 -0.0755 0.102 Uiso 1 1 calc R . . C34 C 0.2814(6) 0.8823(4) 0.0255(6) 0.074(2) Uani 1 1 d . . . H34A H 0.3495 0.8776 0.0715 0.089 Uiso 1 1 calc R . . C35 C 0.1884(7) 0.8655(5) 0.1363(5) 0.080(2) Uani 1 1 d . . . H35A H 0.1369 0.8935 0.1500 0.097 Uiso 1 1 calc R . . H35B H 0.2761 0.9056 0.1859 0.097 Uiso 1 1 calc R . . C36 C 0.1362(7) 0.7511(5) 0.1370(5) 0.0637(17) Uani 1 1 d . . . C37 C 0.0091(7) 0.6865(5) 0.1056(5) 0.080(2) Uani 1 1 d . . . H37A H -0.0478 0.7142 0.0855 0.095 Uiso 1 1 calc R . . C38 C -0.0381(7) 0.5816(5) 0.1027(5) 0.080(2) Uani 1 1 d . . . H38A H -0.1264 0.5379 0.0797 0.096 Uiso 1 1 calc R . . C39 C 0.0430(7) 0.5419(5) 0.1330(5) 0.0657(18) Uani 1 1 d . B . C40 C 0.1704(8) 0.6048(6) 0.1669(6) 0.091(2) Uani 1 1 d . . . H40A H 0.2265 0.5767 0.1891 0.109 Uiso 1 1 calc R . . C41 C 0.2187(6) 0.7104(5) 0.1690(5) 0.086(2) Uani 1 1 d . . . H41A H 0.3071 0.7538 0.1921 0.103 Uiso 1 1 calc R . . C42 C -0.0109(6) 0.4262(6) 0.1285(4) 0.104(3) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0420(4) 0.0403(4) 0.0458(5) 0.0114(3) 0.0199(4) 0.0190(3) Ni2 0.0486(4) 0.0463(4) 0.0456(5) 0.0139(3) 0.0195(4) 0.0260(3) S1 0.0492(9) 0.0460(7) 0.0709(12) 0.0187(8) 0.0295(9) 0.0258(7) S2 0.0418(8) 0.0462(7) 0.0550(11) 0.0135(7) 0.0202(8) 0.0200(6) S3 0.0487(9) 0.0506(8) 0.0636(12) 0.0176(8) 0.0302(9) 0.0223(7) S4 0.0482(9) 0.0440(7) 0.0603(11) 0.0168(7) 0.0250(8) 0.0231(7) S5 0.0590(10) 0.0543(8) 0.0635(12) 0.0179(8) 0.0274(9) 0.0355(7) S6 0.0522(9) 0.0489(8) 0.0663(12) 0.0207(8) 0.0273(9) 0.0273(7) S7 0.0492(9) 0.0552(8) 0.0551(11) 0.0162(7) 0.0220(8) 0.0280(7) S8 0.0517(9) 0.0505(8) 0.0670(12) 0.0189(8) 0.0274(9) 0.0291(7) N1 0.078(4) 0.055(3) 0.119(6) 0.025(3) 0.022(4) 0.036(3) N2 0.058(4) 0.069(3) 0.113(6) 0.033(4) 0.037(4) 0.016(3) N3 0.076(4) 0.069(3) 0.102(5) 0.022(3) 0.053(4) 0.012(3) N4 0.096(4) 0.050(3) 0.095(5) 0.027(3) 0.054(4) 0.036(3) N5 0.099(5) 0.061(3) 0.135(7) 0.027(4) 0.047(5) 0.049(3) N6 0.082(4) 0.055(3) 0.123(6) 0.022(3) 0.053(4) 0.023(3) N7 0.068(4) 0.060(3) 0.089(5) 0.020(3) 0.040(4) 0.018(3) N8 0.093(4) 0.061(3) 0.092(5) 0.018(3) 0.031(4) 0.048(3) N9 0.058(3) 0.039(2) 0.053(4) 0.015(2) 0.027(3) 0.020(2) N10 0.065(4) 0.044(3) 0.050(4) 0.004(2) 0.014(3) 0.022(3) F1 0.162(16) 0.043(10) 0.14(2) 0.000(13) 0.078(16) 0.042(10) F2 0.107(16) 0.031(9) 0.070(13) -0.024(8) 0.033(11) -0.002(8) F3 0.121(12) 0.098(11) 0.073(11) 0.012(7) 0.077(9) 0.018(7) F1' 0.131(7) 0.085(5) 0.133(11) 0.020(7) 0.077(8) -0.019(5) F2' 0.228(9) 0.054(5) 0.097(7) 0.028(5) 0.084(7) 0.058(5) F3' 0.274(13) 0.054(4) 0.109(7) 0.005(5) 0.141(8) 0.023(7) F4 0.112(7) 0.053(5) 0.070(6) 0.012(4) 0.040(5) 0.033(4) F5 0.195(10) 0.100(6) 0.096(7) 0.028(5) 0.077(7) 0.062(6) F6 0.068(6) 0.101(8) 0.280(19) 0.117(11) -0.007(9) -0.014(6) F4' 0.155(11) 0.051(6) 0.097(9) -0.004(5) 0.087(8) 0.000(6) F5' 0.170(11) 0.116(7) 0.118(9) 0.032(6) 0.086(8) 0.030(7) F6' 0.199(14) 0.067(7) 0.25(2) -0.009(12) -0.055(15) 0.080(8) C1 0.049(4) 0.047(3) 0.060(5) 0.007(3) 0.007(3) 0.016(3) C2 0.052(3) 0.031(2) 0.035(3) 0.010(2) 0.012(3) 0.015(2) C3 0.045(3) 0.054(3) 0.030(3) 0.007(3) 0.007(3) 0.020(3) C4 0.049(4) 0.056(3) 0.067(5) 0.015(3) 0.021(4) 0.019(3) C5 0.065(4) 0.052(3) 0.055(5) 0.016(3) 0.029(4) 0.023(3) C6 0.057(4) 0.035(3) 0.041(4) 0.012(3) 0.026(3) 0.014(3) C7 0.056(4) 0.040(3) 0.038(4) 0.009(3) 0.019(3) 0.020(3) C8 0.061(4) 0.045(3) 0.065(5) 0.015(3) 0.032(4) 0.023(3) C9 0.060(4) 0.058(4) 0.070(5) 0.011(4) 0.021(4) 0.027(3) C10 0.064(4) 0.036(3) 0.037(4) 0.006(3) 0.015(3) 0.021(3) C11 0.064(4) 0.038(3) 0.044(4) 0.011(3) 0.017(3) 0.022(3) C12 0.058(4) 0.051(3) 0.063(5) 0.019(3) 0.026(4) 0.026(3) C13 0.055(4) 0.056(3) 0.049(4) 0.011(3) 0.017(3) 0.022(3) C14 0.053(4) 0.044(3) 0.042(4) 0.014(3) 0.020(3) 0.023(3) C15 0.054(4) 0.048(3) 0.043(4) 0.008(3) 0.016(3) 0.026(3) C16 0.058(4) 0.051(3) 0.056(4) 0.008(3) 0.019(3) 0.028(3) C17 0.061(4) 0.048(3) 0.087(6) 0.015(4) 0.027(4) 0.025(3) C18 0.111(7) 0.050(4) 0.156(10) 0.007(5) 0.098(7) 0.021(4) C19 0.173(11) 0.046(5) 0.076(7) -0.008(4) 0.077(8) -0.007(6) C20 0.115(8) 0.061(5) 0.069(7) 0.010(5) -0.013(6) 0.011(5) C21 0.068(5) 0.060(4) 0.087(6) 0.016(4) 0.013(5) 0.029(4) C22 0.111(6) 0.058(4) 0.062(5) 0.015(3) 0.050(5) 0.035(4) C23 0.066(4) 0.049(3) 0.051(4) 0.009(3) 0.033(4) 0.022(3) C24 0.065(4) 0.061(4) 0.070(5) -0.001(3) 0.011(4) 0.038(3) C25 0.039(4) 0.065(4) 0.073(5) -0.007(4) 0.018(4) 0.012(3) C26 0.056(4) 0.044(3) 0.041(4) -0.001(3) 0.026(3) 0.009(3) C27 0.074(5) 0.049(3) 0.066(5) 0.009(3) 0.026(4) 0.032(3) C28 0.043(3) 0.058(4) 0.073(5) 0.002(3) 0.027(4) 0.018(3) C29 0.119(7) 0.050(4) 0.075(7) 0.001(4) 0.068(6) 0.010(4) C30 0.071(5) 0.072(4) 0.068(5) 0.015(4) 0.028(4) 0.038(4) C31 0.091(6) 0.080(5) 0.068(6) 0.029(4) 0.031(5) 0.045(4) C32 0.108(7) 0.058(4) 0.076(6) 0.025(4) 0.049(6) 0.031(4) C33 0.088(6) 0.064(4) 0.120(8) 0.020(5) 0.064(6) 0.035(4) C34 0.061(5) 0.057(4) 0.086(6) 0.013(4) 0.023(5) 0.022(3) C35 0.111(6) 0.068(4) 0.039(4) 0.007(3) 0.018(4) 0.037(4) C36 0.078(5) 0.060(4) 0.046(4) 0.006(3) 0.025(4) 0.030(4) C37 0.088(6) 0.089(5) 0.096(6) 0.024(5) 0.056(5) 0.058(4) C38 0.076(5) 0.079(5) 0.089(6) 0.020(4) 0.049(5) 0.030(4) C39 0.095(6) 0.059(4) 0.050(5) 0.020(3) 0.041(4) 0.034(4) C40 0.087(6) 0.092(5) 0.090(7) 0.052(5) 0.028(5) 0.045(5) C41 0.058(5) 0.085(5) 0.082(6) 0.035(4) 0.005(4) 0.024(4) C42 0.191(11) 0.082(6) 0.062(6) 0.027(5) 0.094(8) 0.051(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1345(14) . ? Ni1 S2 2.1470(15) . ? Ni1 S4 2.1487(14) . ? Ni1 S3 2.1491(15) . ? Ni2 S6 2.1371(16) . ? Ni2 S8 2.1456(14) . ? Ni2 S5 2.1473(14) . ? Ni2 S7 2.1484(15) . ? S1 C2 1.717(5) . ? S2 C3 1.717(5) . ? S3 C6 1.714(5) . ? S4 C7 1.728(5) . ? S5 C10 1.739(5) . ? S6 C11 1.714(5) . ? S7 C14 1.715(5) . ? S8 C15 1.708(5) . ? N1 C1 1.144(6) . ? N2 C4 1.137(6) . ? N3 C5 1.137(6) . ? N4 C8 1.132(6) . ? N5 C9 1.137(6) . ? N6 C12 1.133(7) . ? N7 C13 1.133(6) . ? N8 C16 1.138(6) . ? N9 C21 1.307(8) . ? N9 C17 1.314(7) . ? N9 C22 1.476(7) . ? N10 C34 1.325(7) . ? N10 C30 1.327(8) . ? N10 C35 1.486(8) . ? F1 C29 1.318(8) . ? F2 C29 1.330(8) . ? F3 C29 1.331(8) . ? F1' C29 1.333(7) . ? F2' C29 1.322(7) . ? F3' C29 1.327(7) . ? F4 C42 1.354(7) . ? F5 C42 1.323(7) . ? F6 C42 1.272(7) . ? F4' C42 1.337(7) . ? F5' C42 1.321(7) . ? F6' C42 1.260(7) . ? C1 C2 1.451(7) . ? C2 C3 1.333(7) . ? C3 C4 1.437(7) . ? C5 C6 1.444(7) . ? C6 C7 1.346(7) . ? C7 C8 1.439(7) . ? C9 C10 1.437(7) . ? C10 C11 1.324(7) . ? C11 C12 1.458(8) . ? C13 C14 1.449(7) . ? C14 C15 1.365(7) . ? C15 C16 1.434(7) . ? C17 C18 1.357(9) . ? C17 H17A 0.9400 . ? C18 C19 1.348(12) . ? C18 H18A 0.9400 . ? C19 C20 1.342(11) . ? C19 H19A 0.9400 . ? C20 C21 1.351(10) . ? C20 H20A 0.9400 . ? C21 H21A 0.9400 . ? C22 C23 1.511(7) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C23 C28 1.357(8) . ? C23 C24 1.368(7) . ? C24 C25 1.378(8) . ? C24 H24A 0.9400 . ? C25 C26 1.361(8) . ? C25 H25A 0.9400 . ? C26 C27 1.370(7) . ? C26 C29 1.492(8) . ? C27 C28 1.392(7) . ? C27 H27A 0.9400 . ? C28 H28A 0.9400 . ? C30 C31 1.351(9) . ? C30 H30A 0.9400 . ? C31 C32 1.358(9) . ? C31 H31A 0.9400 . ? C32 C33 1.371(10) . ? C32 H32A 0.9400 . ? C33 C34 1.385(10) . ? C33 H33A 0.9400 . ? C34 H34A 0.9400 . ? C35 C36 1.514(8) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C36 C37 1.360(8) . ? C36 C41 1.374(8) . ? C37 C38 1.376(8) . ? C37 H37A 0.9400 . ? C38 C39 1.346(9) . ? C38 H38A 0.9400 . ? C39 C40 1.354(9) . ? C39 C42 1.513(9) . ? C40 C41 1.387(8) . ? C40 H40A 0.9400 . ? C41 H41A 0.9400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S2 92.26(6) . . ? S1 Ni1 S4 178.71(6) . . ? S2 Ni1 S4 89.03(5) . . ? S1 Ni1 S3 86.02(6) . . ? S2 Ni1 S3 178.13(7) . . ? S4 Ni1 S3 92.69(6) . . ? S6 Ni2 S8 86.48(6) . . ? S6 Ni2 S5 92.28(6) . . ? S8 Ni2 S5 177.28(7) . . ? S6 Ni2 S7 178.36(7) . . ? S8 Ni2 S7 92.68(6) . . ? S5 Ni2 S7 88.61(6) . . ? C2 S1 Ni1 102.89(18) . . ? C3 S2 Ni1 103.44(19) . . ? C6 S3 Ni1 102.99(19) . . ? C7 S4 Ni1 102.68(18) . . ? C10 S5 Ni2 102.75(19) . . ? C11 S6 Ni2 103.4(2) . . ? C14 S7 Ni2 102.47(19) . . ? C15 S8 Ni2 103.63(19) . . ? C21 N9 C17 120.9(6) . . ? C21 N9 C22 119.2(6) . . ? C17 N9 C22 119.9(6) . . ? C34 N10 C30 121.2(7) . . ? C34 N10 C35 119.3(6) . . ? C30 N10 C35 119.5(6) . . ? N1 C1 C2 178.1(7) . . ? C3 C2 C1 123.4(5) . . ? C3 C2 S1 121.7(4) . . ? C1 C2 S1 114.9(4) . . ? C2 C3 C4 121.8(5) . . ? C2 C3 S2 119.7(4) . . ? C4 C3 S2 118.5(4) . . ? N2 C4 C3 178.5(7) . . ? N3 C5 C6 178.8(8) . . ? C7 C6 C5 122.1(5) . . ? C7 C6 S3 121.0(4) . . ? C5 C6 S3 116.9(4) . . ? C6 C7 C8 122.0(5) . . ? C6 C7 S4 120.7(4) . . ? C8 C7 S4 117.3(4) . . ? N4 C8 C7 177.7(6) . . ? N5 C9 C10 179.0(8) . . ? C11 C10 C9 123.6(5) . . ? C11 C10 S5 120.3(4) . . ? C9 C10 S5 116.1(4) . . ? C10 C11 C12 122.2(5) . . ? C10 C11 S6 121.2(4) . . ? C12 C11 S6 116.6(4) . . ? N6 C12 C11 176.0(6) . . ? N7 C13 C14 178.4(6) . . ? C15 C14 C13 119.2(5) . . ? C15 C14 S7 121.6(4) . . ? C13 C14 S7 119.2(4) . . ? C14 C15 C16 120.9(5) . . ? C14 C15 S8 119.6(4) . . ? C16 C15 S8 119.4(4) . . ? N8 C16 C15 178.9(7) . . ? N9 C17 C18 120.7(7) . . ? N9 C17 H17A 119.7 . . ? C18 C17 H17A 119.7 . . ? C19 C18 C17 119.4(8) . . ? C19 C18 H18A 120.3 . . ? C17 C18 H18A 120.3 . . ? C20 C19 C18 118.3(9) . . ? C20 C19 H19A 120.8 . . ? C18 C19 H19A 120.8 . . ? C19 C20 C21 121.0(9) . . ? C19 C20 H20A 119.5 . . ? C21 C20 H20A 119.5 . . ? N9 C21 C20 119.7(7) . . ? N9 C21 H21A 120.2 . . ? C20 C21 H21A 120.2 . . ? N9 C22 C23 112.6(5) . . ? N9 C22 H22A 109.1 . . ? C23 C22 H22A 109.1 . . ? N9 C22 H22B 109.1 . . ? C23 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? C28 C23 C24 119.6(5) . . ? C28 C23 C22 120.6(6) . . ? C24 C23 C22 119.8(6) . . ? C23 C24 C25 120.5(6) . . ? C23 C24 H24A 119.8 . . ? C25 C24 H24A 119.8 . . ? C26 C25 C24 119.9(5) . . ? C26 C25 H25A 120.1 . . ? C24 C25 H25A 120.1 . . ? C25 C26 C27 120.3(5) . . ? C25 C26 C29 120.8(5) . . ? C27 C26 C29 118.9(6) . . ? C26 C27 C28 119.3(6) . . ? C26 C27 H27A 120.3 . . ? C28 C27 H27A 120.3 . . ? C23 C28 C27 120.4(5) . . ? C23 C28 H28A 119.8 . . ? C27 C28 H28A 119.8 . . ? F1 C29 F2' 30.1(11) . . ? F1 C29 F3' 76.8(11) . . ? F2' C29 F3' 105.6(6) . . ? F1 C29 F2 106.7(8) . . ? F2' C29 F2 132.6(12) . . ? F3' C29 F2 31.6(11) . . ? F1 C29 F3 106.4(9) . . ? F2' C29 F3 83.1(14) . . ? F3' C29 F3 124.2(15) . . ? F2 C29 F3 105.3(8) . . ? F1 C29 F1' 123.2(18) . . ? F2' C29 F1' 106.1(6) . . ? F3' C29 F1' 106.5(6) . . ? F2 C29 F1' 81.8(12) . . ? F3 C29 F1' 25.3(13) . . ? F1 C29 C26 118.3(14) . . ? F2' C29 C26 112.3(7) . . ? F3' C29 C26 114.4(7) . . ? F2 C29 C26 107.3(12) . . ? F3 C29 C26 112.0(14) . . ? F1' C29 C26 111.4(7) . . ? N10 C30 C31 120.6(7) . . ? N10 C30 H30A 119.7 . . ? C31 C30 H30A 119.7 . . ? C30 C31 C32 120.5(8) . . ? C30 C31 H31A 119.8 . . ? C32 C31 H31A 119.8 . . ? C31 C32 C33 118.5(8) . . ? C31 C32 H32A 120.7 . . ? C33 C32 H32A 120.7 . . ? C32 C33 C34 119.5(7) . . ? C32 C33 H33A 120.2 . . ? C34 C33 H33A 120.2 . . ? N10 C34 C33 119.6(7) . . ? N10 C34 H34A 120.2 . . ? C33 C34 H34A 120.2 . . ? N10 C35 C36 111.5(5) . . ? N10 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? N10 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 108.0 . . ? C37 C36 C41 118.7(6) . . ? C37 C36 C35 121.8(7) . . ? C41 C36 C35 119.5(6) . . ? C36 C37 C38 121.4(6) . . ? C36 C37 H37A 119.3 . . ? C38 C37 H37A 119.3 . . ? C39 C38 C37 119.6(7) . . ? C39 C38 H38A 120.2 . . ? C37 C38 H38A 120.2 . . ? C38 C39 C40 120.4(6) . . ? C38 C39 C42 118.7(7) . . ? C40 C39 C42 120.9(6) . . ? C39 C40 C41 120.4(7) . . ? C39 C40 H40A 119.8 . . ? C41 C40 H40A 119.8 . . ? C36 C41 C40 119.5(6) . . ? C36 C41 H41A 120.3 . . ? C40 C41 H41A 120.3 . . ? F6' C42 F6 123.3(12) . . ? F6' C42 F5' 111.1(8) . . ? F6 C42 F5' 51.4(6) . . ? F6' C42 F5 45.3(8) . . ? F6 C42 F5 108.9(7) . . ? F5' C42 F5 140.0(11) . . ? F6' C42 F4' 108.8(7) . . ? F6 C42 F4' 49.5(6) . . ? F5' C42 F4' 100.9(7) . . ? F5 C42 F4' 69.4(6) . . ? F6' C42 F4 55.1(8) . . ? F6 C42 F4 106.9(7) . . ? F5' C42 F4 63.4(7) . . ? F5 C42 F4 100.0(6) . . ? F4' C42 F4 142.3(8) . . ? F6' C42 C39 118.0(9) . . ? F6 C42 C39 118.6(8) . . ? F5' C42 C39 108.7(8) . . ? F5 C42 C39 111.1(7) . . ? F4' C42 C39 107.9(7) . . ? F4 C42 C39 109.6(6) . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.528 _refine_diff_density_min -0.537 _refine_diff_density_rms 0.078 _database_code_depnum_ccdc_archive 'CCDC 963772' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_x _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.815(6) _cell_length_b 14.539(7) _cell_length_c 15.829(7) _cell_angle_alpha 94.155(6) _cell_angle_beta 111.363(5) _cell_angle_gamma 114.510(5) _cell_volume 2410.5(19) _cell_formula_units_Z 4 _cell_measurement_temperature 250(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.591 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.195 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.85003 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 250(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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19748 _diffrn_reflns_av_R_equivalents 0.0412 _diffrn_reflns_av_sigmaI/netI 0.0622 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 26.73 _reflns_number_total 10034 _reflns_number_gt 6714 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _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^)+(0.0550P)^2^+1.3000P] 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 10034 _refine_ls_number_parameters 669 _refine_ls_number_restraints 138 _refine_ls_R_factor_all 0.0763 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1438 _refine_ls_wR_factor_gt 0.1247 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.100 _refine_ls_shift/su_max 0.010 _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 0.43502(4) 0.40603(3) 0.37321(3) 0.04257(14) Uani 1 1 d . . . Ni2 Ni 0.51539(5) 0.48284(4) 0.12763(3) 0.04588(15) Uani 1 1 d . . . S1 S 0.38246(9) 0.52782(8) 0.36685(8) 0.0545(3) Uani 1 1 d . . . S2 S 0.61985(9) 0.50830(7) 0.38295(7) 0.0492(2) Uani 1 1 d . . . S3 S 0.24819(9) 0.30703(8) 0.36150(8) 0.0541(3) Uani 1 1 d . . . S4 S 0.48423(9) 0.28106(7) 0.37971(7) 0.0496(2) Uani 1 1 d . . . S5 S 0.45297(10) 0.59935(8) 0.12476(8) 0.0564(3) Uani 1 1 d . . . S6 S 0.69195(10) 0.59068(8) 0.12899(8) 0.0558(3) Uani 1 1 d . . . S7 S 0.33714(9) 0.37156(8) 0.12242(7) 0.0532(3) Uani 1 1 d . . . S8 S 0.58543(10) 0.37104(8) 0.13679(8) 0.0550(3) Uani 1 1 d . . . N1 N 0.4989(4) 0.8059(3) 0.3746(3) 0.0916(14) Uani 1 1 d . . . N2 N 0.8162(4) 0.7839(3) 0.3879(3) 0.0916(14) Uani 1 1 d . . . N3 N 0.0367(4) 0.0348(3) 0.3473(3) 0.0894(13) Uani 1 1 d . . . N4 N 0.3476(4) -0.0010(3) 0.3685(3) 0.0766(11) Uani 1 1 d . . . N5 N 0.5543(4) 0.8761(3) 0.1181(4) 0.0947(14) Uani 1 1 d . . . N6 N 0.8695(4) 0.8572(3) 0.1153(3) 0.0888(13) Uani 1 1 d . . . N7 N 0.1762(4) 0.0941(3) 0.1337(3) 0.0772(11) Uani 1 1 d . . . N8 N 0.4978(4) 0.1002(3) 0.1632(3) 0.0823(12) Uani 1 1 d . . . N9 N 0.2049(3) 0.8506(2) 0.4693(2) 0.0501(8) Uani 1 1 d . . . N10 N 0.1866(4) 0.8792(2) 0.0428(2) 0.0608(9) Uani 1 1 d . . . F1 F -0.029(2) 0.2965(18) 0.4027(17) 0.115(7) Uani 0.25(2) 1 d PDU A 1 F2 F -0.1704(15) 0.2936(15) 0.2776(6) 0.081(6) Uani 0.25(2) 1 d PDU A 1 F3 F -0.176(2) 0.324(2) 0.4078(15) 0.114(8) Uani 0.25(2) 1 d PDU A 1 F1' F -0.2090(8) 0.3157(7) 0.3701(10) 0.139(3) Uani 0.75(2) 1 d PDU A 2 F2' F -0.0344(8) 0.3159(7) 0.4395(6) 0.125(3) Uani 0.75(2) 1 d PDU A 2 F3' F -0.1190(15) 0.2806(5) 0.2920(6) 0.155(4) Uani 0.75(2) 1 d PDU A 2 F4 F 0.0507(6) 0.4135(4) 0.2153(3) 0.084(2) Uani 0.552(9) 1 d PDU B 1 F5 F 0.0254(10) 0.3784(7) 0.0797(6) 0.137(4) Uani 0.552(9) 1 d PDU B 1 F6 F -0.1262(5) 0.3736(7) 0.1062(9) 0.211(8) Uani 0.552(9) 1 d PDU B 1 F4' F -0.1081(8) 0.3742(6) 0.0434(4) 0.110(4) Uani 0.448(9) 1 d PDU B 2 F5' F -0.0723(12) 0.4070(8) 0.1812(6) 0.156(5) Uani 0.448(9) 1 d PDU B 2 F6' F 0.0636(10) 0.3893(9) 0.1435(11) 0.227(10) Uani 0.448(9) 1 d PDU B 2 C1 C 0.5082(4) 0.7312(3) 0.3741(3) 0.0635(11) Uani 1 1 d . . . C2 C 0.5146(3) 0.6345(3) 0.3746(3) 0.0466(9) Uani 1 1 d . . . C3 C 0.6190(4) 0.6258(3) 0.3811(3) 0.0483(9) Uani 1 1 d . . . C4 C 0.7288(4) 0.7136(3) 0.3853(3) 0.0597(11) Uani 1 1 d . . . C5 C 0.1301(4) 0.1026(3) 0.3552(3) 0.0616(11) Uani 1 1 d . . . C6 C 0.2453(4) 0.1881(3) 0.3644(3) 0.0495(9) Uani 1 1 d . . . C7 C 0.3481(4) 0.1767(3) 0.3721(3) 0.0484(9) Uani 1 1 d . . . C8 C 0.3470(4) 0.0773(3) 0.3708(3) 0.0565(10) Uani 1 1 d . . . C9 C 0.5634(4) 0.8017(4) 0.1197(3) 0.0665(12) Uani 1 1 d . . . C10 C 0.5771(4) 0.7086(3) 0.1235(3) 0.0519(9) Uani 1 1 d . . . C11 C 0.6804(4) 0.7039(3) 0.1240(3) 0.0528(9) Uani 1 1 d . . . C12 C 0.7851(4) 0.7915(3) 0.1201(3) 0.0651(11) Uani 1 1 d . . . C13 C 0.2546(4) 0.1688(3) 0.1326(3) 0.0564(10) Uani 1 1 d . . . C14 C 0.3557(4) 0.2619(3) 0.1320(3) 0.0502(9) Uani 1 1 d . . . C15 C 0.4645(4) 0.2617(3) 0.1391(3) 0.0490(9) Uani 1 1 d . . . C16 C 0.4840(4) 0.1719(3) 0.1521(3) 0.0591(10) Uani 1 1 d . . . C17 C 0.1251(4) 0.8834(3) 0.4747(4) 0.0707(12) Uani 1 1 d . . . H17A H 0.0475 0.8624 0.4221 0.085 Uiso 1 1 calc R . . C18 C 0.1551(7) 0.9476(4) 0.5563(6) 0.104(2) Uani 1 1 d . . . H18A H 0.0986 0.9713 0.5602 0.125 Uiso 1 1 calc R . . C19 C 0.2670(9) 0.9772(4) 0.6321(5) 0.118(3) Uani 1 1 d . . . H19A H 0.2890 1.0214 0.6890 0.142 Uiso 1 1 calc R . . C20 C 0.3464(7) 0.9418(5) 0.6240(5) 0.112(2) Uani 1 1 d . . . H20A H 0.4243 0.9611 0.6758 0.135 Uiso 1 1 calc R . . C21 C 0.3137(5) 0.8789(4) 0.5417(4) 0.0825(15) Uani 1 1 d . . . H21A H 0.3695 0.8552 0.5362 0.099 Uiso 1 1 calc R . . C22 C 0.1691(5) 0.7789(3) 0.3793(3) 0.0803(15) Uani 1 1 d . . . H22A H 0.2462 0.7922 0.3715 0.096 Uiso 1 1 calc R . . H22B H 0.1142 0.7933 0.3263 0.096 Uiso 1 1 calc R . . C23 C 0.0999(4) 0.6648(3) 0.3782(3) 0.0527(10) Uani 1 1 d . . . C24 C -0.0304(4) 0.6148(3) 0.3465(3) 0.0667(12) Uani 1 1 d . . . H24A H -0.0764 0.6512 0.3253 0.080 Uiso 1 1 calc R . . C25 C -0.0934(4) 0.5110(4) 0.3458(3) 0.0721(13) Uani 1 1 d . . . H25A H -0.1821 0.4773 0.3249 0.086 Uiso 1 1 calc R . . C26 C -0.0269(4) 0.4570(3) 0.3752(3) 0.0534(10) Uani 1 1 d . A . C27 C 0.1018(4) 0.5060(3) 0.4077(3) 0.0620(11) Uani 1 1 d . . . H27A H 0.1477 0.4695 0.4294 0.074 Uiso 1 1 calc R . . C28 C 0.1654(4) 0.6113(3) 0.4086(3) 0.0637(11) Uani 1 1 d . . . H28A H 0.2544 0.6452 0.4304 0.076 Uiso 1 1 calc R . . C29 C -0.0972(5) 0.3433(4) 0.3682(3) 0.0905(19) Uani 1 1 d D . . C30 C 0.0906(4) 0.8879(3) -0.0203(3) 0.0701(12) Uani 1 1 d . . . H30A H 0.0256 0.8866 -0.0052 0.084 Uiso 1 1 calc R . . C31 C 0.0857(5) 0.8984(4) -0.1057(4) 0.0794(14) Uani 1 1 d . . . H31A H 0.0171 0.9036 -0.1500 0.095 Uiso 1 1 calc R . . C32 C 0.1805(6) 0.9015(4) -0.1271(4) 0.0821(15) Uani 1 1 d . . . H32A H 0.1789 0.9098 -0.1858 0.099 Uiso 1 1 calc R . . C33 C 0.2788(5) 0.8924(4) -0.0612(5) 0.0883(17) Uani 1 1 d . . . H33A H 0.3448 0.8937 -0.0749 0.106 Uiso 1 1 calc R . . C34 C 0.2803(5) 0.8813(3) 0.0248(4) 0.0741(13) Uani 1 1 d . . . H34A H 0.3472 0.8752 0.0702 0.089 Uiso 1 1 calc R . . C35 C 0.1879(6) 0.8659(4) 0.1361(3) 0.0841(15) Uani 1 1 d . . . H35A H 0.1360 0.8935 0.1495 0.101 Uiso 1 1 calc R . . H35B H 0.2753 0.9063 0.1855 0.101 Uiso 1 1 calc R . . C36 C 0.1365(5) 0.7516(3) 0.1374(3) 0.0646(12) Uani 1 1 d . . . C37 C 0.0083(5) 0.6871(4) 0.1051(4) 0.0810(14) Uani 1 1 d . . . H37A H -0.0487 0.7145 0.0845 0.097 Uiso 1 1 calc R . . C38 C -0.0371(5) 0.5831(4) 0.1026(4) 0.0830(15) Uani 1 1 d . . . H38A H -0.1254 0.5396 0.0792 0.100 Uiso 1 1 calc R . . C39 C 0.0425(5) 0.5418(4) 0.1331(3) 0.0677(12) Uani 1 1 d . B . C40 C 0.1704(5) 0.6051(4) 0.1670(4) 0.0887(16) Uani 1 1 d . . . H40A H 0.2269 0.5775 0.1889 0.106 Uiso 1 1 calc R . . C41 C 0.2167(5) 0.7099(4) 0.1690(4) 0.0889(17) Uani 1 1 d . . . H41A H 0.3050 0.7533 0.1926 0.107 Uiso 1 1 calc R . . C42 C -0.0098(5) 0.4264(5) 0.1296(3) 0.103(2) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0425(3) 0.0403(3) 0.0480(3) 0.0125(2) 0.0224(2) 0.0199(2) Ni2 0.0492(3) 0.0467(3) 0.0485(3) 0.0152(2) 0.0226(2) 0.0271(2) S1 0.0494(5) 0.0479(5) 0.0773(7) 0.0214(5) 0.0336(5) 0.0268(4) S2 0.0422(5) 0.0473(5) 0.0593(6) 0.0150(4) 0.0231(4) 0.0212(4) S3 0.0486(5) 0.0507(6) 0.0703(7) 0.0173(5) 0.0333(5) 0.0234(4) S4 0.0477(5) 0.0441(5) 0.0633(6) 0.0180(4) 0.0269(5) 0.0241(4) S5 0.0603(6) 0.0568(6) 0.0676(7) 0.0221(5) 0.0318(5) 0.0368(5) S6 0.0540(6) 0.0514(6) 0.0734(7) 0.0237(5) 0.0321(5) 0.0298(5) S7 0.0499(5) 0.0568(6) 0.0605(6) 0.0185(5) 0.0256(5) 0.0300(5) S8 0.0533(6) 0.0511(6) 0.0730(7) 0.0222(5) 0.0316(5) 0.0310(5) N1 0.080(3) 0.056(2) 0.130(4) 0.027(2) 0.030(3) 0.037(2) N2 0.064(2) 0.068(3) 0.132(4) 0.037(3) 0.044(3) 0.019(2) N3 0.078(3) 0.075(3) 0.110(3) 0.027(2) 0.058(3) 0.017(2) N4 0.094(3) 0.056(2) 0.096(3) 0.027(2) 0.052(2) 0.039(2) N5 0.104(3) 0.063(3) 0.139(4) 0.033(3) 0.057(3) 0.055(3) N6 0.086(3) 0.055(2) 0.122(4) 0.024(2) 0.052(3) 0.024(2) N7 0.071(2) 0.067(2) 0.092(3) 0.022(2) 0.044(2) 0.024(2) N8 0.093(3) 0.058(2) 0.100(3) 0.021(2) 0.034(2) 0.047(2) N9 0.059(2) 0.0393(16) 0.057(2) 0.0153(15) 0.0313(17) 0.0218(15) N10 0.071(2) 0.0451(19) 0.057(2) 0.0073(16) 0.0230(19) 0.0239(17) F1 0.186(15) 0.051(8) 0.126(16) 0.016(10) 0.084(13) 0.060(9) F2 0.065(10) 0.044(9) 0.066(9) -0.020(6) 0.008(7) -0.011(5) F3 0.140(12) 0.112(11) 0.088(9) 0.019(7) 0.092(9) 0.023(7) F1' 0.134(5) 0.086(4) 0.149(7) 0.017(5) 0.094(5) -0.014(4) F2' 0.223(7) 0.056(4) 0.102(4) 0.034(4) 0.087(4) 0.055(4) F3' 0.294(10) 0.044(2) 0.114(5) 0.002(3) 0.149(6) 0.021(5) F4 0.112(5) 0.063(3) 0.071(4) 0.023(3) 0.040(3) 0.036(3) F5 0.223(9) 0.095(5) 0.112(6) 0.029(4) 0.098(6) 0.068(5) F6 0.073(5) 0.108(6) 0.309(16) 0.130(9) -0.010(7) -0.013(4) F4' 0.168(9) 0.048(4) 0.099(6) 0.007(4) 0.087(6) 0.016(4) F5' 0.211(10) 0.130(7) 0.107(6) 0.032(5) 0.113(7) 0.027(6) F6' 0.209(12) 0.079(7) 0.26(2) 0.012(11) -0.042(13) 0.085(8) C1 0.055(2) 0.050(2) 0.079(3) 0.020(2) 0.021(2) 0.027(2) C2 0.048(2) 0.0422(19) 0.044(2) 0.0121(16) 0.0163(17) 0.0189(16) C3 0.049(2) 0.0410(19) 0.046(2) 0.0112(16) 0.0173(17) 0.0163(16) C4 0.049(2) 0.054(2) 0.069(3) 0.019(2) 0.023(2) 0.020(2) C5 0.065(3) 0.058(2) 0.066(3) 0.020(2) 0.041(2) 0.022(2) C6 0.052(2) 0.047(2) 0.045(2) 0.0123(17) 0.0239(18) 0.0180(17) C7 0.057(2) 0.0412(19) 0.044(2) 0.0144(16) 0.0251(18) 0.0178(17) C8 0.063(3) 0.049(2) 0.064(3) 0.020(2) 0.033(2) 0.027(2) C9 0.071(3) 0.059(3) 0.081(3) 0.021(2) 0.032(2) 0.041(2) C10 0.065(2) 0.046(2) 0.043(2) 0.0113(17) 0.0184(19) 0.0287(19) C11 0.060(2) 0.047(2) 0.051(2) 0.0139(18) 0.022(2) 0.0268(19) C12 0.068(3) 0.049(2) 0.077(3) 0.015(2) 0.029(2) 0.029(2) C13 0.056(2) 0.056(2) 0.056(3) 0.012(2) 0.027(2) 0.025(2) C14 0.053(2) 0.049(2) 0.043(2) 0.0104(17) 0.0180(18) 0.0229(18) C15 0.059(2) 0.045(2) 0.043(2) 0.0103(17) 0.0198(18) 0.0264(18) C16 0.065(3) 0.054(2) 0.056(3) 0.010(2) 0.023(2) 0.029(2) C17 0.057(3) 0.055(3) 0.099(4) 0.020(2) 0.033(3) 0.025(2) C18 0.123(5) 0.051(3) 0.167(6) 0.010(4) 0.110(5) 0.029(3) C19 0.182(8) 0.043(3) 0.088(5) -0.004(3) 0.082(5) 0.000(4) C20 0.119(5) 0.059(4) 0.075(4) 0.013(3) -0.006(4) 0.013(3) C21 0.061(3) 0.056(3) 0.103(4) 0.015(3) 0.011(3) 0.027(2) C22 0.119(4) 0.052(3) 0.074(3) 0.015(2) 0.063(3) 0.028(3) C23 0.068(3) 0.045(2) 0.050(2) 0.0096(18) 0.033(2) 0.025(2) C24 0.060(3) 0.066(3) 0.062(3) 0.002(2) 0.008(2) 0.037(2) C25 0.042(2) 0.063(3) 0.084(3) -0.009(2) 0.019(2) 0.013(2) C26 0.064(3) 0.0379(19) 0.046(2) 0.0003(17) 0.031(2) 0.0093(18) C27 0.064(3) 0.056(2) 0.064(3) 0.011(2) 0.023(2) 0.032(2) C28 0.050(2) 0.052(2) 0.081(3) 0.003(2) 0.032(2) 0.0173(19) C29 0.126(5) 0.049(3) 0.078(4) 0.007(3) 0.069(4) 0.006(3) C30 0.071(3) 0.075(3) 0.069(3) 0.020(2) 0.029(3) 0.040(2) C31 0.093(4) 0.085(4) 0.072(3) 0.029(3) 0.036(3) 0.051(3) C32 0.115(4) 0.060(3) 0.084(4) 0.028(3) 0.058(4) 0.038(3) C33 0.088(4) 0.064(3) 0.138(5) 0.030(3) 0.073(4) 0.037(3) C34 0.066(3) 0.057(3) 0.090(4) 0.019(3) 0.025(3) 0.030(2) C35 0.116(4) 0.071(3) 0.049(3) 0.007(2) 0.024(3) 0.042(3) C36 0.094(4) 0.057(3) 0.039(2) 0.0081(19) 0.026(2) 0.036(3) C37 0.085(4) 0.087(4) 0.102(4) 0.024(3) 0.058(3) 0.053(3) C38 0.078(3) 0.081(4) 0.097(4) 0.021(3) 0.056(3) 0.029(3) C39 0.094(4) 0.064(3) 0.048(3) 0.017(2) 0.040(3) 0.032(3) C40 0.084(4) 0.088(4) 0.093(4) 0.047(3) 0.027(3) 0.047(3) C41 0.069(3) 0.077(3) 0.085(4) 0.037(3) 0.009(3) 0.022(3) C42 0.178(7) 0.075(4) 0.062(4) 0.021(3) 0.081(5) 0.039(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1367(13) . ? Ni1 S3 2.1487(14) . ? Ni1 S2 2.1501(13) . ? Ni1 S4 2.1540(13) . ? Ni2 S6 2.1434(13) . ? Ni2 S8 2.1490(13) . ? Ni2 S7 2.1492(13) . ? Ni2 S5 2.1495(13) . ? S1 C2 1.712(4) . ? S2 C3 1.715(4) . ? S3 C6 1.718(4) . ? S4 C7 1.727(4) . ? S5 C10 1.728(4) . ? S6 C11 1.718(4) . ? S7 C14 1.716(4) . ? S8 C15 1.713(4) . ? N1 C1 1.139(5) . ? N2 C4 1.145(5) . ? N3 C5 1.146(5) . ? N4 C8 1.139(5) . ? N5 C9 1.136(5) . ? N6 C12 1.141(6) . ? N7 C13 1.140(5) . ? N8 C16 1.142(5) . ? N9 C21 1.311(5) . ? N9 C17 1.319(5) . ? N9 C22 1.498(5) . ? N10 C34 1.320(6) . ? N10 C30 1.334(5) . ? N10 C35 1.497(6) . ? F1 C29 1.309(8) . ? F2 C29 1.329(7) . ? F3 C29 1.322(8) . ? F1' C29 1.331(6) . ? F2' C29 1.323(6) . ? F3' C29 1.322(6) . ? F4 C42 1.366(6) . ? F5 C42 1.325(7) . ? F6 C42 1.248(6) . ? F4' C42 1.352(7) . ? F5' C42 1.309(7) . ? F6' C42 1.229(7) . ? C1 C2 1.443(6) . ? C2 C3 1.363(5) . ? C3 C4 1.430(5) . ? C5 C6 1.429(5) . ? C6 C7 1.358(5) . ? C7 C8 1.438(5) . ? C9 C10 1.438(6) . ? C10 C11 1.350(6) . ? C11 C12 1.443(6) . ? C13 C14 1.437(5) . ? C14 C15 1.358(5) . ? C15 C16 1.444(6) . ? C17 C18 1.362(7) . ? C17 H17A 0.9400 . ? C18 C19 1.356(9) . ? C18 H18A 0.9400 . ? C19 C20 1.355(10) . ? C19 H19A 0.9400 . ? C20 C21 1.350(8) . ? C20 H20A 0.9400 . ? C21 H21A 0.9400 . ? C22 C23 1.517(5) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C23 C28 1.359(6) . ? C23 C24 1.377(6) . ? C24 C25 1.382(6) . ? C24 H24A 0.9400 . ? C25 C26 1.370(6) . ? C25 H25A 0.9400 . ? C26 C27 1.359(6) . ? C26 C29 1.491(6) . ? C27 C28 1.401(6) . ? C27 H27A 0.9400 . ? C28 H28A 0.9400 . ? C30 C31 1.354(6) . ? C30 H30A 0.9400 . ? C31 C32 1.360(7) . ? C31 H31A 0.9400 . ? C32 C33 1.376(7) . ? C32 H32A 0.9400 . ? C33 C34 1.377(7) . ? C33 H33A 0.9400 . ? C34 H34A 0.9400 . ? C35 C36 1.518(6) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C36 C41 1.363(7) . ? C36 C37 1.372(7) . ? C37 C38 1.368(7) . ? C37 H37A 0.9400 . ? C38 C39 1.352(7) . ? C38 H38A 0.9400 . ? C39 C40 1.363(7) . ? C39 C42 1.515(7) . ? C40 C41 1.380(7) . ? C40 H40A 0.9400 . ? C41 H41A 0.9400 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S3 86.02(5) . . ? S1 Ni1 S2 92.33(5) . . ? S3 Ni1 S2 178.21(4) . . ? S1 Ni1 S4 178.77(4) . . ? S3 Ni1 S4 92.76(5) . . ? S2 Ni1 S4 88.90(5) . . ? S6 Ni2 S8 86.44(5) . . ? S6 Ni2 S7 178.24(5) . . ? S8 Ni2 S7 92.67(5) . . ? S6 Ni2 S5 92.22(6) . . ? S8 Ni2 S5 177.27(5) . . ? S7 Ni2 S5 88.74(6) . . ? C2 S1 Ni1 103.77(14) . . ? C3 S2 Ni1 103.30(14) . . ? C6 S3 Ni1 103.26(14) . . ? C7 S4 Ni1 102.65(14) . . ? C10 S5 Ni2 103.30(15) . . ? C11 S6 Ni2 103.63(15) . . ? C14 S7 Ni2 102.76(14) . . ? C15 S8 Ni2 103.10(14) . . ? C21 N9 C17 121.1(4) . . ? C21 N9 C22 119.8(4) . . ? C17 N9 C22 119.1(4) . . ? C34 N10 C30 121.5(4) . . ? C34 N10 C35 119.1(4) . . ? C30 N10 C35 119.3(4) . . ? N1 C1 C2 177.1(5) . . ? C3 C2 C1 123.3(3) . . ? C3 C2 S1 120.2(3) . . ? C1 C2 S1 116.5(3) . . ? C2 C3 C4 120.8(4) . . ? C2 C3 S2 120.4(3) . . ? C4 C3 S2 118.8(3) . . ? N2 C4 C3 179.4(5) . . ? N3 C5 C6 179.0(5) . . ? C7 C6 C5 122.2(4) . . ? C7 C6 S3 120.4(3) . . ? C5 C6 S3 117.3(3) . . ? C6 C7 C8 121.8(3) . . ? C6 C7 S4 120.9(3) . . ? C8 C7 S4 117.2(3) . . ? N4 C8 C7 178.5(4) . . ? N5 C9 C10 178.9(6) . . ? C11 C10 C9 122.6(4) . . ? C11 C10 S5 120.2(3) . . ? C9 C10 S5 117.2(3) . . ? C10 C11 C12 122.7(4) . . ? C10 C11 S6 120.6(3) . . ? C12 C11 S6 116.7(3) . . ? N6 C12 C11 176.5(5) . . ? N7 C13 C14 178.4(5) . . ? C15 C14 C13 119.5(4) . . ? C15 C14 S7 121.0(3) . . ? C13 C14 S7 119.5(3) . . ? C14 C15 C16 121.6(4) . . ? C14 C15 S8 120.4(3) . . ? C16 C15 S8 118.0(3) . . ? N8 C16 C15 178.6(5) . . ? N9 C17 C18 120.1(5) . . ? N9 C17 H17A 120.0 . . ? C18 C17 H17A 120.0 . . ? C19 C18 C17 119.7(6) . . ? C19 C18 H18A 120.2 . . ? C17 C18 H18A 120.2 . . ? C20 C19 C18 118.6(6) . . ? C20 C19 H19A 120.7 . . ? C18 C19 H19A 120.7 . . ? C19 C20 C21 120.0(6) . . ? C19 C20 H20A 120.0 . . ? C21 C20 H20A 120.0 . . ? N9 C21 C20 120.6(5) . . ? N9 C21 H21A 119.7 . . ? C20 C21 H21A 119.7 . . ? N9 C22 C23 111.3(3) . . ? N9 C22 H22A 109.4 . . ? C23 C22 H22A 109.4 . . ? N9 C22 H22B 109.4 . . ? C23 C22 H22B 109.4 . . ? H22A C22 H22B 108.0 . . ? C28 C23 C24 119.4(4) . . ? C28 C23 C22 120.5(4) . . ? C24 C23 C22 120.1(4) . . ? C23 C24 C25 120.1(4) . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? C26 C25 C24 120.2(4) . . ? C26 C25 H25A 119.9 . . ? C24 C25 H25A 119.9 . . ? C27 C26 C25 120.2(4) . . ? C27 C26 C29 120.2(4) . . ? C25 C26 C29 119.6(4) . . ? C26 C27 C28 119.4(4) . . ? C26 C27 H27A 120.3 . . ? C28 C27 H27A 120.3 . . ? C23 C28 C27 120.7(4) . . ? C23 C28 H28A 119.7 . . ? C27 C28 H28A 119.7 . . ? F1 C29 F2' 29.2(9) . . ? F1 C29 F3' 77.3(8) . . ? F2' C29 F3' 105.2(5) . . ? F1 C29 F3 106.5(8) . . ? F2' C29 F3 83.4(12) . . ? F3' C29 F3 124.9(12) . . ? F1 C29 F1' 122.0(15) . . ? F2' C29 F1' 104.8(5) . . ? F3' C29 F1' 107.1(5) . . ? F3 C29 F1' 24.3(10) . . ? F1 C29 F2 107.2(8) . . ? F2' C29 F2 132.0(10) . . ? F3' C29 F2 31.6(8) . . ? F3 C29 F2 105.5(8) . . ? F1' C29 F2 82.6(8) . . ? F1 C29 C26 117.4(12) . . ? F2' C29 C26 112.2(5) . . ? F3' C29 C26 114.0(4) . . ? F3 C29 C26 112.0(13) . . ? F1' C29 C26 112.8(5) . . ? F2 C29 C26 107.6(10) . . ? N10 C30 C31 120.8(5) . . ? N10 C30 H30A 119.6 . . ? C31 C30 H30A 119.6 . . ? C30 C31 C32 119.6(5) . . ? C30 C31 H31A 120.2 . . ? C32 C31 H31A 120.2 . . ? C31 C32 C33 118.8(5) . . ? C31 C32 H32A 120.6 . . ? C33 C32 H32A 120.6 . . ? C32 C33 C34 119.9(5) . . ? C32 C33 H33A 120.0 . . ? C34 C33 H33A 120.0 . . ? N10 C34 C33 119.3(5) . . ? N10 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? N10 C35 C36 111.4(3) . . ? N10 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? N10 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 108.0 . . ? C41 C36 C37 118.3(5) . . ? C41 C36 C35 120.8(5) . . ? C37 C36 C35 120.9(5) . . ? C36 C37 C38 120.3(5) . . ? C36 C37 H37A 119.9 . . ? C38 C37 H37A 119.9 . . ? C39 C38 C37 121.2(5) . . ? C39 C38 H38A 119.4 . . ? C37 C38 H38A 119.4 . . ? C38 C39 C40 119.3(5) . . ? C38 C39 C42 120.4(5) . . ? C40 C39 C42 120.3(5) . . ? C39 C40 C41 119.7(5) . . ? C39 C40 H40A 120.1 . . ? C41 C40 H40A 120.1 . . ? C36 C41 C40 121.2(5) . . ? C36 C41 H41A 119.4 . . ? C40 C41 H41A 119.4 . . ? F6' C42 F6 124.1(10) . . ? F6' C42 F5' 114.6(7) . . ? F6 C42 F5' 49.9(6) . . ? F6' C42 F5 41.8(7) . . ? F6 C42 F5 110.0(6) . . ? F5' C42 F5 140.0(8) . . ? F6' C42 F4' 108.8(7) . . ? F6 C42 F4' 49.8(6) . . ? F5' C42 F4' 99.7(6) . . ? F5 C42 F4' 71.6(5) . . ? F6' C42 F4 57.4(7) . . ? F6 C42 F4 106.1(5) . . ? F5' C42 F4 64.4(6) . . ? F5 C42 F4 98.7(5) . . ? F4' C42 F4 143.0(6) . . ? F6' C42 C39 117.7(8) . . ? F6 C42 C39 118.0(6) . . ? F5' C42 C39 107.9(6) . . ? F5 C42 C39 112.0(5) . . ? F4' C42 C39 106.4(5) . . ? F4 C42 C39 110.2(5) . . ? _diffrn_measured_fraction_theta_max 0.980 _diffrn_reflns_theta_full 26.73 _diffrn_measured_fraction_theta_full 0.980 _refine_diff_density_max 0.616 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 963773' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H11 F3 N5 Ni S4' _chemical_formula_weight 577.30 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.8612(7) _cell_length_b 14.5184(8) _cell_length_c 15.9549(9) _cell_angle_alpha 93.617(5) _cell_angle_beta 111.974(5) _cell_angle_gamma 114.279(5) _cell_volume 2434.0(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 8555 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1164 _exptl_absorpt_coefficient_mu 1.183 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.85605 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_process_details 'Empirical absorption correction,CrysAlisPro, Oxford Diffraction Ltd.' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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, Sapphire3, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24527 _diffrn_reflns_av_R_equivalents 0.0385 _diffrn_reflns_av_sigmaI/netI 0.0447 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.50 _reflns_number_total 9042 _reflns_number_gt 6083 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_cell_refinement 'CrysAlisPro, Oxford Diffraction Ltd.' _computing_data_reduction 'CrysAlisPro, Oxford Diffraction Ltd.' _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^)+(0.0812P)^2^+7.2968P] 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 9042 _refine_ls_number_parameters 727 _refine_ls_number_restraints 342 _refine_ls_R_factor_all 0.1093 _refine_ls_R_factor_gt 0.0781 _refine_ls_wR_factor_ref 0.2373 _refine_ls_wR_factor_gt 0.2241 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.077 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.43591(6) 0.40754(5) 0.37319(5) 0.05898(18) Uani 1 1 d . . . Ni2 Ni 0.51305(6) 0.48144(5) 0.12700(5) 0.06400(19) Uani 1 1 d . . . S1 S 0.38436(13) 0.52996(11) 0.36793(12) 0.0746(4) Uani 1 1 d . . . S2 S 0.61900(12) 0.50873(11) 0.38220(10) 0.0675(4) Uani 1 1 d . . . S3 S 0.25040(13) 0.30952(12) 0.36193(12) 0.0751(4) Uani 1 1 d . . . S4 S 0.48420(12) 0.28196(11) 0.37865(11) 0.0682(4) Uani 1 1 d . . . S5 S 0.45241(14) 0.59859(12) 0.12451(12) 0.0796(4) Uani 1 1 d . . . S6 S 0.68927(13) 0.58832(12) 0.12902(12) 0.0773(4) Uani 1 1 d . . . S7 S 0.33537(13) 0.37106(12) 0.12149(11) 0.0765(4) Uani 1 1 d . . . S8 S 0.58157(13) 0.36907(12) 0.13595(12) 0.0759(4) Uani 1 1 d . . . N1 N 0.4981(6) 0.8050(4) 0.3761(6) 0.129(3) Uani 1 1 d . . . N2 N 0.8145(6) 0.7822(5) 0.3856(6) 0.128(3) Uani 1 1 d . . . N3 N 0.0419(6) 0.0390(5) 0.3487(5) 0.126(3) Uani 1 1 d . . . N4 N 0.3442(6) 0.0002(4) 0.3654(5) 0.1076(19) Uani 1 1 d . . . N5 N 0.5562(6) 0.8765(5) 0.1235(6) 0.135(3) Uani 1 1 d . . . N6 N 0.8683(6) 0.8534(5) 0.1187(5) 0.127(3) Uani 1 1 d . . . N7 N 0.1709(6) 0.0961(5) 0.1306(4) 0.108(2) Uani 1 1 d . . . N8 N 0.4937(6) 0.0986(4) 0.1624(5) 0.110(2) Uani 1 1 d . . . N9 N 0.2027(4) 0.8500(3) 0.4673(3) 0.0680(13) Uani 1 1 d . . . N10 N 0.1882(5) 0.8784(4) 0.0422(4) 0.0863(16) Uani 1 1 d . . . F1 F -0.0218(5) 0.2957(7) 0.3752(8) 0.149(10) Uani 0.1738(14) 1 d PDU A 1 F2 F -0.1897(8) 0.2955(13) 0.2810(4) 0.108(6) Uani 0.1738(14) 1 d PDU A 1 F3 F -0.1486(7) 0.3088(12) 0.4244(5) 0.121(6) Uani 0.1738(14) 1 d PDU A 1 F1' F -0.2195(5) 0.3034(11) 0.3400(7) 0.151(10) Uani 0.209(2) 1 d PDU A 2 F2' F -0.0564(10) 0.2963(8) 0.4340(5) 0.119(6) Uani 0.209(2) 1 d PDU A 2 F3' F -0.0852(8) 0.3003(10) 0.2947(4) 0.131(7) Uani 0.209(2) 1 d PDU A 2 F1'' F -0.1946(5) 0.3248(6) 0.3861(4) 0.142(3) Uani 0.617(2) 1 d PDU A 3 F2'' F -0.0184(6) 0.3224(5) 0.4409(4) 0.151(4) Uani 0.617(2) 1 d PDU A 3 F3'' F -0.1357(8) 0.2798(6) 0.2897(5) 0.155(4) Uani 0.617(2) 1 d PDU A 3 F4 F 0.0363(6) 0.4102(6) 0.2123(3) 0.104(3) Uani 0.4700(14) 1 d PDU B 4 F5 F 0.0182(5) 0.3780(7) 0.0780(5) 0.155(5) Uani 0.4700(14) 1 d PDU B 4 F6 F -0.1370(5) 0.3642(9) 0.0980(6) 0.199(7) Uani 0.4700(14) 1 d PDU B 4 F4' F -0.0695(9) 0.3494(9) 0.0521(5) 0.179(13) Uani 0.163(2) 1 d PDU B 5 F5' F -0.1092(5) 0.3964(11) 0.1560(6) 0.123(7) Uani 0.163(2) 1 d PDU B 5 F6' F 0.0638(6) 0.3990(8) 0.1903(6) 0.090(5) Uani 0.163(2) 1 d PDU B 5 F4'' F -0.1108(6) 0.3780(8) 0.0398(4) 0.124(4) Uani 0.367(2) 1 d PDU B 6 F5'' F -0.0928(6) 0.4171(9) 0.1719(5) 0.162(6) Uani 0.367(2) 1 d PDU B 6 F6'' F 0.0666(10) 0.3988(11) 0.1278(11) 0.168(7) Uani 0.367(2) 1 d PDU B 6 C1 C 0.5098(6) 0.7317(5) 0.3750(5) 0.086(2) Uani 1 1 d . . . C2 C 0.5158(5) 0.6366(4) 0.3759(4) 0.0636(15) Uani 1 1 d . . . C3 C 0.6174(5) 0.6272(4) 0.3809(4) 0.0688(16) Uani 1 1 d . . . C4 C 0.7272(5) 0.7132(5) 0.3851(5) 0.084(2) Uani 1 1 d . . . C5 C 0.1316(6) 0.1080(5) 0.3562(4) 0.0831(19) Uani 1 1 d . . . C6 C 0.2465(5) 0.1912(4) 0.3631(4) 0.0699(16) Uani 1 1 d . . . C7 C 0.3481(5) 0.1791(4) 0.3708(4) 0.0629(14) Uani 1 1 d . . . C8 C 0.3467(6) 0.0803(4) 0.3698(4) 0.0802(18) Uani 1 1 d . . . C9 C 0.5648(7) 0.8007(6) 0.1221(5) 0.101(2) Uani 1 1 d . . . C10 C 0.5748(6) 0.7074(4) 0.1239(4) 0.0756(17) Uani 1 1 d . . . C11 C 0.6811(5) 0.7042(4) 0.1272(4) 0.0686(15) Uani 1 1 d . . . C12 C 0.7867(6) 0.7905(5) 0.1238(5) 0.092(2) Uani 1 1 d . . . C13 C 0.2550(6) 0.1693(5) 0.1320(5) 0.086(2) Uani 1 1 d . . . C14 C 0.3528(5) 0.2629(5) 0.1310(4) 0.0724(16) Uani 1 1 d . . . C15 C 0.4630(5) 0.2611(4) 0.1386(4) 0.0691(16) Uani 1 1 d . . . C16 C 0.4814(6) 0.1711(5) 0.1513(5) 0.084(2) Uani 1 1 d . . . C17 C 0.1241(6) 0.8828(5) 0.4745(5) 0.092(2) Uani 1 1 d . . . H17A H 0.0471 0.8635 0.4232 0.110 Uiso 1 1 calc R . . C18 C 0.1550(8) 0.9443(6) 0.5562(7) 0.140(3) Uani 1 1 d U . . H18A H 0.0982 0.9661 0.5609 0.168 Uiso 1 1 calc R . . C19 C 0.2641(9) 0.9738(6) 0.6291(6) 0.137(3) Uani 1 1 d U . . H19A H 0.2859 1.0159 0.6856 0.165 Uiso 1 1 calc R . . C20 C 0.3440(9) 0.9400(7) 0.6186(6) 0.140(4) Uani 1 1 d . . . H20A H 0.4225 0.9607 0.6687 0.167 Uiso 1 1 calc R . . C21 C 0.3124(6) 0.8782(5) 0.5385(5) 0.100(2) Uani 1 1 d . . . H21A H 0.3678 0.8551 0.5331 0.119 Uiso 1 1 calc R . . C22 C 0.1640(7) 0.7802(5) 0.3773(5) 0.099(2) Uani 1 1 d . . . H22A H 0.2385 0.7940 0.3673 0.118 Uiso 1 1 calc R . . H22B H 0.1070 0.7944 0.3263 0.118 Uiso 1 1 calc R . . C23 C 0.0979(5) 0.6658(4) 0.3774(4) 0.0682(15) Uani 1 1 d . . . C24 C -0.0308(6) 0.6162(5) 0.3475(5) 0.088(2) Uani 1 1 d . . . H24A H -0.0765 0.6529 0.3289 0.106 Uiso 1 1 calc R . . C25 C -0.0925(6) 0.5133(5) 0.3449(5) 0.090(2) Uani 1 1 d . . . H25A H -0.1802 0.4800 0.3230 0.108 Uiso 1 1 calc R . . C26 C -0.0262(5) 0.4579(4) 0.3743(4) 0.0705(16) Uani 1 1 d . A . C27 C 0.1034(6) 0.5084(5) 0.4059(4) 0.0815(18) Uani 1 1 d . . . H27A H 0.1495 0.4723 0.4265 0.098 Uiso 1 1 calc R . . C28 C 0.1655(5) 0.6122(5) 0.4073(5) 0.086(2) Uani 1 1 d . . . H28A H 0.2532 0.6459 0.4286 0.103 Uiso 1 1 calc R . . C29 C -0.0931(4) 0.3447(5) 0.3682(3) 0.115(3) Uani 1 1 d D . . C30 C 0.0974(7) 0.8899(6) -0.0196(5) 0.104(2) Uani 1 1 d . . . H30A H 0.0350 0.8917 -0.0044 0.125 Uiso 1 1 calc R . . C31 C 0.0898(8) 0.8995(7) -0.1048(6) 0.119(3) Uani 1 1 d . . . H31A H 0.0218 0.9053 -0.1481 0.143 Uiso 1 1 calc R . . C32 C 0.1804(9) 0.9007(6) -0.1265(6) 0.119(3) Uani 1 1 d . . . H32A H 0.1767 0.9079 -0.1849 0.142 Uiso 1 1 calc R . . C33 C 0.2803(8) 0.8909(6) -0.0614(7) 0.128(3) Uani 1 1 d . . . H33A H 0.3457 0.8925 -0.0744 0.154 Uiso 1 1 calc R . . C34 C 0.2794(7) 0.8788(6) 0.0233(6) 0.107(3) Uani 1 1 d . . . H34A H 0.3445 0.8708 0.0678 0.128 Uiso 1 1 calc R . . C35 C 0.1911(9) 0.8660(6) 0.1367(5) 0.124(3) Uani 1 1 d . . . H35A H 0.2779 0.9039 0.1851 0.149 Uiso 1 1 calc R . . H35B H 0.1415 0.8946 0.1505 0.149 Uiso 1 1 calc R . . C36 C 0.1377(6) 0.7528(5) 0.1352(4) 0.0821(19) Uani 1 1 d . . . C37 C 0.0115(7) 0.6886(6) 0.1045(6) 0.112(2) Uani 1 1 d . . . H37A H -0.0439 0.7169 0.0845 0.134 Uiso 1 1 calc R . . C38 C -0.0387(7) 0.5833(7) 0.1017(6) 0.117(3) Uani 1 1 d U . . H38A H -0.1259 0.5416 0.0789 0.140 Uiso 1 1 calc R . . C39 C 0.0406(6) 0.5431(5) 0.1322(4) 0.0842(18) Uani 1 1 d U B . C40 C 0.1671(7) 0.6050(6) 0.1663(6) 0.114(3) Uani 1 1 d . . . H40A H 0.2222 0.5766 0.1877 0.136 Uiso 1 1 calc R . . C41 C 0.2150(7) 0.7098(6) 0.1696(5) 0.112(3) Uani 1 1 d . . . H41A H 0.3025 0.7519 0.1961 0.134 Uiso 1 1 calc R . . C42 C -0.0150(4) 0.4284(6) 0.1287(3) 0.147(4) Uani 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0592(3) 0.0553(3) 0.0635(4) 0.0154(3) 0.0286(3) 0.0264(3) Ni2 0.0681(3) 0.0676(4) 0.0617(4) 0.0180(3) 0.0272(3) 0.0375(3) S1 0.0672(6) 0.0656(7) 0.1007(10) 0.0237(7) 0.0414(7) 0.0353(6) S2 0.0597(6) 0.0641(7) 0.0788(8) 0.0189(6) 0.0308(6) 0.0289(5) S3 0.0668(6) 0.0706(8) 0.0941(10) 0.0226(7) 0.0434(6) 0.0303(6) S4 0.0657(6) 0.0599(7) 0.0827(9) 0.0214(6) 0.0337(6) 0.0314(5) S5 0.0864(7) 0.0839(8) 0.0863(10) 0.0263(7) 0.0393(7) 0.0538(6) S6 0.0756(7) 0.0718(8) 0.0941(10) 0.0259(7) 0.0392(7) 0.0408(6) S7 0.0706(7) 0.0830(9) 0.0826(9) 0.0238(7) 0.0340(7) 0.0413(6) S8 0.0738(7) 0.0701(8) 0.0942(10) 0.0241(7) 0.0395(7) 0.0403(6) N1 0.118(4) 0.065(3) 0.181(7) 0.034(4) 0.038(4) 0.046(3) N2 0.096(4) 0.094(4) 0.179(6) 0.042(4) 0.063(4) 0.027(3) N3 0.091(4) 0.108(5) 0.146(5) 0.025(4) 0.065(3) 0.008(4) N4 0.133(4) 0.071(3) 0.138(4) 0.036(3) 0.079(3) 0.047(3) N5 0.148(4) 0.086(3) 0.190(7) 0.035(4) 0.069(5) 0.078(3) N6 0.125(4) 0.073(4) 0.171(6) 0.022(4) 0.077(4) 0.026(3) N7 0.101(4) 0.085(4) 0.115(4) 0.023(3) 0.049(3) 0.023(3) N8 0.125(4) 0.082(3) 0.126(5) 0.022(3) 0.046(4) 0.062(3) N9 0.077(2) 0.052(2) 0.071(3) 0.0197(19) 0.037(2) 0.0228(19) N10 0.097(3) 0.068(3) 0.077(3) 0.009(2) 0.031(3) 0.032(3) F1 0.192(14) 0.047(9) 0.169(14) 0.019(11) 0.072(13) 0.030(10) F2 0.114(7) 0.099(8) 0.111(8) 0.017(7) 0.055(6) 0.046(6) F3 0.137(8) 0.110(8) 0.114(8) 0.037(7) 0.063(6) 0.047(6) F1' 0.166(13) 0.090(11) 0.128(12) 0.023(11) 0.066(11) -0.001(11) F2' 0.127(8) 0.104(8) 0.117(8) 0.036(7) 0.057(6) 0.041(6) F3' 0.209(12) 0.042(9) 0.126(10) -0.001(8) 0.131(9) -0.003(9) F1'' 0.183(6) 0.081(5) 0.135(5) 0.021(4) 0.108(4) 0.003(5) F2'' 0.233(8) 0.062(4) 0.121(5) 0.045(4) 0.073(5) 0.036(5) F3'' 0.245(7) 0.054(4) 0.117(4) -0.012(3) 0.131(4) -0.015(5) F4 0.173(5) 0.095(5) 0.080(4) 0.040(3) 0.086(4) 0.064(4) F5 0.222(9) 0.086(6) 0.122(7) -0.003(5) 0.098(6) 0.025(7) F6 0.150(9) 0.120(8) 0.226(12) 0.019(9) 0.056(9) 0.001(7) F4' 0.217(16) 0.082(13) 0.151(15) 0.027(13) 0.076(14) -0.001(14) F5' 0.129(8) 0.108(8) 0.123(9) 0.023(7) 0.059(6) 0.047(6) F6' 0.164(10) 0.090(10) 0.104(10) 0.055(8) 0.117(8) 0.083(8) F4'' 0.197(8) 0.065(6) 0.112(7) 0.011(5) 0.108(6) 0.028(6) F5'' 0.207(10) 0.095(8) 0.137(8) 0.010(7) 0.120(7) -0.006(8) F6'' 0.230(12) 0.090(8) 0.127(10) 0.019(8) 0.048(10) 0.054(8) C1 0.076(3) 0.077(4) 0.093(4) 0.019(3) 0.024(3) 0.039(3) C2 0.064(3) 0.050(3) 0.062(3) 0.015(2) 0.019(2) 0.022(2) C3 0.071(3) 0.049(3) 0.065(3) 0.014(2) 0.022(3) 0.017(2) C4 0.062(3) 0.073(4) 0.100(4) 0.023(3) 0.030(3) 0.022(3) C5 0.077(3) 0.075(4) 0.084(4) 0.029(3) 0.043(3) 0.015(3) C6 0.080(3) 0.060(3) 0.067(3) 0.019(2) 0.037(2) 0.026(2) C7 0.069(3) 0.058(3) 0.058(3) 0.015(2) 0.031(2) 0.024(2) C8 0.098(4) 0.051(3) 0.084(4) 0.020(3) 0.036(3) 0.032(3) C9 0.117(4) 0.094(4) 0.120(5) 0.038(4) 0.057(4) 0.066(3) C10 0.096(3) 0.075(3) 0.060(3) 0.019(2) 0.029(3) 0.048(3) C11 0.068(3) 0.071(3) 0.060(3) 0.011(2) 0.021(2) 0.033(2) C12 0.103(4) 0.070(3) 0.111(5) 0.017(3) 0.046(4) 0.048(3) C13 0.082(3) 0.093(4) 0.080(4) 0.020(3) 0.031(3) 0.042(3) C14 0.076(3) 0.077(3) 0.062(3) 0.020(3) 0.030(2) 0.034(3) C15 0.076(3) 0.062(3) 0.056(3) 0.009(2) 0.017(2) 0.031(2) C16 0.075(3) 0.063(3) 0.087(4) 0.006(3) 0.022(3) 0.023(3) C17 0.080(4) 0.065(3) 0.115(5) 0.017(3) 0.038(4) 0.025(3) C18 0.157(5) 0.080(5) 0.213(7) 0.011(5) 0.134(4) 0.038(4) C19 0.198(6) 0.067(4) 0.118(5) -0.002(4) 0.107(4) 0.008(5) C20 0.133(7) 0.111(7) 0.077(5) 0.007(5) -0.006(5) 0.020(6) C21 0.084(4) 0.080(4) 0.108(5) 0.013(4) 0.019(4) 0.037(3) C22 0.149(5) 0.074(4) 0.078(4) 0.018(3) 0.060(4) 0.049(4) C23 0.086(3) 0.059(3) 0.062(3) 0.016(2) 0.043(2) 0.028(2) C24 0.084(3) 0.082(3) 0.084(4) 0.008(3) 0.011(3) 0.053(3) C25 0.064(3) 0.093(4) 0.087(4) -0.003(3) 0.027(3) 0.023(3) C26 0.085(3) 0.060(3) 0.060(3) 0.010(2) 0.038(2) 0.024(3) C27 0.091(3) 0.071(3) 0.087(4) 0.023(3) 0.036(3) 0.044(3) C28 0.060(3) 0.071(3) 0.116(5) 0.004(3) 0.039(3) 0.025(3) C29 0.149(6) 0.072(4) 0.078(4) 0.002(3) 0.071(4) -0.005(4) C30 0.112(4) 0.111(5) 0.098(5) 0.026(4) 0.043(4) 0.063(4) C31 0.124(5) 0.156(7) 0.090(5) 0.042(4) 0.044(4) 0.078(5) C32 0.156(7) 0.081(5) 0.102(5) 0.033(4) 0.058(5) 0.038(5) C33 0.124(5) 0.099(5) 0.176(8) 0.037(5) 0.090(5) 0.044(4) C34 0.103(5) 0.085(4) 0.110(6) 0.019(4) 0.028(4) 0.040(4) C35 0.156(7) 0.089(5) 0.079(5) -0.003(4) 0.031(5) 0.039(5) C36 0.101(4) 0.081(4) 0.048(3) 0.006(3) 0.024(3) 0.038(3) C37 0.120(4) 0.126(5) 0.134(6) 0.027(4) 0.074(4) 0.082(4) C38 0.103(4) 0.128(6) 0.138(6) 0.028(4) 0.081(4) 0.046(4) C39 0.123(4) 0.078(4) 0.058(3) 0.016(3) 0.050(3) 0.043(3) C40 0.096(4) 0.104(5) 0.127(6) 0.049(4) 0.031(4) 0.048(4) C41 0.090(5) 0.103(5) 0.085(5) 0.027(4) 0.013(4) 0.019(4) C42 0.236(8) 0.095(6) 0.108(5) 0.013(4) 0.124(5) 0.035(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1335(17) . ? Ni1 S2 2.1444(15) . ? Ni1 S3 2.1459(15) . ? Ni1 S4 2.1513(16) . ? Ni2 S8 2.1391(17) . ? Ni2 S5 2.1399(18) . ? Ni2 S6 2.1429(17) . ? Ni2 S7 2.1491(16) . ? S1 C2 1.713(5) . ? S2 C3 1.730(6) . ? S3 C6 1.699(6) . ? S4 C7 1.724(5) . ? S5 C10 1.715(6) . ? S6 C11 1.730(6) . ? S7 C14 1.684(7) . ? S8 C15 1.696(6) . ? N1 C1 1.134(9) . ? N2 C4 1.154(8) . ? N3 C5 1.132(8) . ? N4 C8 1.148(8) . ? N5 C9 1.149(9) . ? N6 C12 1.109(9) . ? N7 C13 1.155(8) . ? N8 C16 1.142(8) . ? N9 C21 1.310(8) . ? N9 C17 1.318(8) . ? N9 C22 1.485(8) . ? N10 C30 1.298(9) . ? N10 C34 1.315(10) . ? N10 C35 1.517(10) . ? F1 C29 1.352(7) . ? F2 C29 1.357(6) . ? F3 C29 1.349(7) . ? F1' C29 1.351(6) . ? F2' C29 1.348(7) . ? F3' C29 1.359(7) . ? F1'' C29 1.359(6) . ? F2'' C29 1.357(6) . ? F3'' C29 1.292(8) . ? F4 C42 1.346(6) . ? F5 C42 1.346(7) . ? F6 C42 1.318(6) . ? F4' C42 1.350(7) . ? F5' C42 1.353(7) . ? F6' C42 1.355(7) . ? F4'' C42 1.373(6) . ? F5'' C42 1.376(7) . ? F6'' C42 1.291(16) . ? C1 C2 1.416(9) . ? C2 C3 1.341(8) . ? C3 C4 1.423(8) . ? C5 C6 1.431(8) . ? C6 C7 1.351(8) . ? C7 C8 1.425(8) . ? C9 C10 1.414(9) . ? C10 C11 1.368(8) . ? C11 C12 1.442(9) . ? C13 C14 1.429(9) . ? C14 C15 1.387(8) . ? C15 C16 1.433(9) . ? C17 C18 1.353(11) . ? C18 C19 1.315(13) . ? C19 C20 1.362(14) . ? C20 C21 1.332(12) . ? C22 C23 1.523(8) . ? C23 C24 1.368(8) . ? C23 C28 1.372(9) . ? C24 C25 1.362(9) . ? C25 C26 1.381(10) . ? C26 C27 1.374(8) . ? C26 C29 1.484(8) . ? C27 C28 1.380(8) . ? C30 C31 1.347(11) . ? C31 C32 1.328(12) . ? C32 C33 1.386(12) . ? C33 C34 1.377(12) . ? C35 C36 1.492(10) . ? C36 C41 1.351(11) . ? C36 C37 1.359(9) . ? C37 C38 1.383(11) . ? C38 C39 1.331(11) . ? C39 C40 1.351(9) . ? C39 C42 1.506(10) . ? C40 C41 1.375(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S2 92.27(6) . . ? S1 Ni1 S3 86.04(6) . . ? S2 Ni1 S3 178.13(7) . . ? S1 Ni1 S4 178.77(7) . . ? S2 Ni1 S4 88.95(6) . . ? S3 Ni1 S4 92.74(6) . . ? S8 Ni2 S5 177.16(7) . . ? S8 Ni2 S6 86.42(6) . . ? S5 Ni2 S6 92.17(7) . . ? S8 Ni2 S7 92.59(7) . . ? S5 Ni2 S7 88.88(7) . . ? S6 Ni2 S7 178.30(7) . . ? C2 S1 Ni1 104.0(2) . . ? C3 S2 Ni1 102.9(2) . . ? C6 S3 Ni1 103.4(2) . . ? C7 S4 Ni1 102.0(2) . . ? C10 S5 Ni2 104.1(2) . . ? C11 S6 Ni2 104.0(2) . . ? C14 S7 Ni2 102.9(2) . . ? C15 S8 Ni2 103.6(2) . . ? C21 N9 C17 120.5(6) . . ? C21 N9 C22 120.8(6) . . ? C17 N9 C22 118.7(5) . . ? C30 N10 C34 119.7(7) . . ? C30 N10 C35 120.7(7) . . ? C34 N10 C35 119.6(7) . . ? N1 C1 C2 175.0(8) . . ? C3 C2 C1 123.0(5) . . ? C3 C2 S1 120.1(4) . . ? C1 C2 S1 116.9(5) . . ? C2 C3 C4 121.9(6) . . ? C2 C3 S2 120.7(4) . . ? C4 C3 S2 117.4(5) . . ? N2 C4 C3 177.9(8) . . ? N3 C5 C6 176.7(9) . . ? C7 C6 C5 123.2(6) . . ? C7 C6 S3 120.5(4) . . ? C5 C6 S3 116.3(5) . . ? C6 C7 C8 121.8(5) . . ? C6 C7 S4 121.4(4) . . ? C8 C7 S4 116.8(5) . . ? N4 C8 C7 177.4(7) . . ? N5 C9 C10 177.5(10) . . ? C11 C10 C9 120.8(6) . . ? C11 C10 S5 120.4(5) . . ? C9 C10 S5 118.7(5) . . ? C10 C11 C12 124.4(6) . . ? C10 C11 S6 119.3(4) . . ? C12 C11 S6 116.2(5) . . ? N6 C12 C11 176.6(9) . . ? N7 C13 C14 175.9(8) . . ? C15 C14 C13 117.3(6) . . ? C15 C14 S7 121.4(5) . . ? C13 C14 S7 121.3(5) . . ? C14 C15 C16 121.9(6) . . ? C14 C15 S8 119.5(5) . . ? C16 C15 S8 118.6(5) . . ? N8 C16 C15 178.1(8) . . ? N9 C17 C18 120.3(7) . . ? C19 C18 C17 120.8(9) . . ? C18 C19 C20 117.3(8) . . ? C21 C20 C19 121.7(8) . . ? N9 C21 C20 119.4(8) . . ? N9 C22 C23 110.8(5) . . ? C24 C23 C28 119.6(6) . . ? C24 C23 C22 119.4(6) . . ? C28 C23 C22 121.0(6) . . ? C25 C24 C23 120.5(6) . . ? C24 C25 C26 120.7(6) . . ? C27 C26 C25 118.8(6) . . ? C27 C26 C29 120.1(6) . . ? C25 C26 C29 121.1(5) . . ? C26 C27 C28 120.4(6) . . ? C23 C28 C27 120.0(5) . . ? F3'' C29 F2' 104.8(7) . . ? F3'' C29 F3 116.3(8) . . ? F2' C29 F3 54.1(8) . . ? F3'' C29 F1' 79.3(7) . . ? F2' C29 F1' 103.7(6) . . ? F3 C29 F1' 57.0(6) . . ? F3'' C29 F1 69.0(6) . . ? F2' C29 F1 51.9(7) . . ? F3 C29 F1 103.6(7) . . ? F1' C29 F1 129.3(9) . . ? F3'' C29 F2 34.4(7) . . ? F2' C29 F2 124.9(9) . . ? F3 C29 F2 103.4(6) . . ? F1' C29 F2 50.6(6) . . ? F1 C29 F2 102.9(7) . . ? F3'' C29 F2'' 111.6(7) . . ? F2' C29 F2'' 18.9(5) . . ? F3 C29 F2'' 68.2(6) . . ? F1' C29 F2'' 121.8(7) . . ? F1 C29 F2'' 46.7(6) . . ? F2 C29 F2'' 139.3(9) . . ? F3'' C29 F3' 24.3(5) . . ? F2' C29 F3' 103.2(7) . . ? F3 C29 F3' 135.4(10) . . ? F1' C29 F3' 103.1(5) . . ? F1 C29 F3' 55.5(6) . . ? F2 C29 F3' 54.8(6) . . ? F2'' C29 F3' 102.1(6) . . ? F3'' C29 F1'' 106.5(5) . . ? F2' C29 F1'' 88.1(7) . . ? F3 C29 F1'' 34.3(6) . . ? F1' C29 F1'' 28.7(5) . . ? F1 C29 F1'' 133.2(8) . . ? F2 C29 F1'' 79.3(5) . . ? F2'' C29 F1'' 102.4(5) . . ? F3' C29 F1'' 130.8(6) . . ? F3'' C29 C26 117.3(6) . . ? F2' C29 C26 126.0(6) . . ? F3 C29 C26 122.3(8) . . ? F1' C29 C26 115.5(8) . . ? F1 C29 C26 113.9(6) . . ? F2 C29 C26 108.7(8) . . ? F2'' C29 C26 108.9(5) . . ? F3' C29 C26 102.2(7) . . ? F1'' C29 C26 109.0(6) . . ? N10 C30 C31 122.7(8) . . ? C32 C31 C30 119.4(8) . . ? C31 C32 C33 119.4(9) . . ? C34 C33 C32 117.6(9) . . ? N10 C34 C33 121.2(8) . . ? C36 C35 N10 109.4(6) . . ? C41 C36 C37 116.1(7) . . ? C41 C36 C35 120.8(7) . . ? C37 C36 C35 123.1(8) . . ? C36 C37 C38 123.3(7) . . ? C39 C38 C37 118.5(7) . . ? C38 C39 C40 120.1(7) . . ? C38 C39 C42 118.1(6) . . ? C40 C39 C42 121.8(7) . . ? C39 C40 C41 120.4(8) . . ? C36 C41 C40 121.5(7) . . ? F6'' C42 F6 123.8(10) . . ? F6'' C42 F4 72.2(9) . . ? F6 C42 F4 102.6(6) . . ? F6'' C42 F5 32.7(7) . . ? F6 C42 F5 101.9(6) . . ? F4 C42 F5 100.3(6) . . ? F6'' C42 F4' 70.3(8) . . ? F6 C42 F4' 63.1(7) . . ? F4 C42 F4' 117.1(8) . . ? F5 C42 F4' 40.2(5) . . ? F6'' C42 F5' 136.1(12) . . ? F6 C42 F5' 38.1(6) . . ? F4 C42 F5' 76.0(6) . . ? F5 C42 F5' 133.4(9) . . ? F4' C42 F5' 99.4(6) . . ? F6'' C42 F6' 44.8(9) . . ? F6 C42 F6' 115.0(8) . . ? F4 C42 F6' 27.3(5) . . ? F5 C42 F6' 74.0(6) . . ? F4' C42 F6' 99.7(7) . . ? F5' C42 F6' 99.5(7) . . ? F6'' C42 F4'' 101.3(8) . . ? F6 C42 F4'' 48.4(5) . . ? F4 C42 F4'' 141.4(8) . . ? F5 C42 F4'' 68.9(5) . . ? F4' C42 F4'' 33.2(7) . . ? F5' C42 F4'' 85.3(6) . . ? F6' C42 F4'' 131.9(8) . . ? F6'' C42 F5'' 139.6(11) . . ? F6 C42 F5'' 50.6(5) . . ? F4 C42 F5'' 71.4(5) . . ? F5 C42 F5'' 145.4(9) . . ? F4' C42 F5'' 112.5(7) . . ? F5' C42 F5'' 13.1(6) . . ? F6' C42 F5'' 97.4(6) . . ? F4'' C42 F5'' 96.2(4) . . ? F6'' C42 C39 107.1(8) . . ? F6 C42 C39 124.9(8) . . ? F4 C42 C39 112.5(5) . . ? F5 C42 C39 111.4(6) . . ? F4' C42 C39 125.7(7) . . ? F5' C42 C39 112.7(8) . . ? F6' C42 C39 115.7(6) . . ? F4'' C42 C39 105.8(7) . . ? F5'' C42 C39 102.6(7) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.731 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.076 _database_code_depnum_ccdc_archive 'CCDC 963774'