# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' #================================================================ # 1. SUBMISSION DETAILS _publ_contact_author_name 'Dr. Hairong Guan' _publ_contact_author_address ; Department of Chemistry University of Cincinnati Cincinnati, OH 45221-0172 USA ; _publ_contact_author_phone '513 556 6377' _publ_contact_author_fax '513 556 9239' _publ_contact_author_email Hairong.Guan@uc.edu _publ_requested_category ? _publ_requested_coeditor_name ? _publ_contact_letter ; ? ; #============================================================== # 3. TITLE AND AUTHOR LIST _publ_section_title ; Substituent Effects on Ni-S Bond Dissociation Energies and Kinetic Stability of Nickel Arylthiolate Complexes Supported by a Bis(Phosphinite)-Based Pincer Ligand ; # The loop structure below should contain the names and addresses # of all authors, in the required order of publication. Repeat as # necessary. loop_ _publ_author_name _publ_author_address J.Zhang ; Department of Chemistry University of Cincinnati Cincinnati, OH 45221-0172 USA ; A.Adhikary ; Department of Chemistry University of Cincinnati Cincinnati, OH 45221-0172 USA ; K.M.King ; Department of Chemistry University of Cincinnati Cincinnati, OH 45221-0172 USA ; J.A.Krause ; Department of Chemistry University of Cincinnati Cincinnati, OH 45221-0172 USA ; H.Guan ; Department of Chemistry University of Cincinnati Cincinnati, OH 45221-0172 USA ; #=============================================================== data_1B _database_code_depnum_ccdc_archive 'CCDC 872168' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H30 Ni O2 P2 S' _chemical_formula_sum 'C37 H30 Ni O2 P2 S' _chemical_formula_weight 659.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.8305(4) _cell_length_b 9.1267(2) _cell_length_c 24.2462(6) _cell_angle_alpha 90.00 _cell_angle_beta 105.6420(10) _cell_angle_gamma 90.00 _cell_volume 3160.27(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9646 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 67.67 _exptl_crystal_description block _exptl_crystal_colour orange-red _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.386 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 2.714 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7922 _exptl_absorpt_correction_T_max 0.8762 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 26302 _diffrn_reflns_av_R_equivalents 0.0622 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 68.07 _reflns_number_total 5650 _reflns_number_gt 4575 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0589P)^2^+0.8444P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5650 _refine_ls_number_parameters 389 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_gt 0.0390 _refine_ls_wR_factor_ref 0.1069 _refine_ls_wR_factor_gt 0.0987 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.30434(3) 0.17809(4) 0.089335(16) 0.02232(12) Uani 1 1 d . . . P1 P 0.41368(4) 0.30607(7) 0.06949(3) 0.02306(15) Uani 1 1 d . . . P2 P 0.17297(4) 0.07348(7) 0.08472(2) 0.02194(15) Uani 1 1 d . . . S1 S 0.37360(4) 0.08445(7) 0.17347(2) 0.02881(16) Uani 1 1 d . . . O1 O 0.36541(11) 0.38808(19) 0.00748(7) 0.0308(4) Uani 1 1 d . . . O2 O 0.10726(11) 0.09144(18) 0.01859(7) 0.0258(4) Uani 1 1 d . . . C1 C 0.23604(16) 0.2437(2) 0.01519(10) 0.0217(5) Uani 1 1 d . . . C2 C 0.27424(17) 0.3406(3) -0.01662(10) 0.0253(5) Uani 1 1 d . . . C3 C 0.22611(17) 0.3900(3) -0.07074(11) 0.0300(6) Uani 1 1 d . . . H3 H 0.2543 0.4571 -0.0911 0.036 Uiso 1 1 calc R . . C4 C 0.13587(18) 0.3389(3) -0.09435(11) 0.0328(6) Uani 1 1 d . . . H4 H 0.1017 0.3725 -0.1311 0.039 Uiso 1 1 calc R . . C5 C 0.09428(17) 0.2388(3) -0.06507(10) 0.0283(5) Uani 1 1 d . . . H5 H 0.0329 0.2025 -0.0816 0.034 Uiso 1 1 calc R . . C6 C 0.14556(17) 0.1947(3) -0.01128(10) 0.0236(5) Uani 1 1 d . . . C7 C 0.51109(17) 0.2085(3) 0.05524(10) 0.0244(5) Uani 1 1 d . . . C8 C 0.56657(19) 0.2773(3) 0.02480(11) 0.0328(6) Uani 1 1 d . . . H8 H 0.5519 0.3738 0.0106 0.039 Uiso 1 1 calc R . . C9 C 0.6427(2) 0.2052(3) 0.01532(13) 0.0392(7) Uani 1 1 d . . . H9 H 0.6808 0.2526 -0.0051 0.047 Uiso 1 1 calc R . . C10 C 0.6636(2) 0.0639(3) 0.03546(12) 0.0385(7) Uani 1 1 d . . . H10 H 0.7166 0.0151 0.0293 0.046 Uiso 1 1 calc R . . C11 C 0.60752(19) -0.0067(3) 0.06448(11) 0.0337(6) Uani 1 1 d . . . H11 H 0.6215 -0.1043 0.0776 0.040 Uiso 1 1 calc R . . C12 C 0.53080(17) 0.0653(3) 0.07440(10) 0.0273(5) Uani 1 1 d . . . H12 H 0.4920 0.0171 0.0942 0.033 Uiso 1 1 calc R . . C13 C 0.46463(17) 0.4646(3) 0.11048(10) 0.0261(5) Uani 1 1 d . . . C14 C 0.55988(19) 0.4857(3) 0.13303(12) 0.0358(6) Uani 1 1 d . . . H14 H 0.6030 0.4121 0.1291 0.043 Uiso 1 1 calc R . . C15 C 0.5918(3) 0.6158(4) 0.16154(14) 0.0549(9) Uani 1 1 d . . . H15 H 0.6571 0.6311 0.1770 0.066 Uiso 1 1 calc R . . C16 C 0.5297(3) 0.7221(4) 0.16743(14) 0.0639(11) Uani 1 1 d . . . H16 H 0.5522 0.8109 0.1867 0.077 Uiso 1 1 calc R . . C17 C 0.4351(3) 0.7009(4) 0.14565(14) 0.0585(10) Uani 1 1 d . . . H17 H 0.3923 0.7746 0.1500 0.070 Uiso 1 1 calc R . . C18 C 0.4027(2) 0.5736(3) 0.11769(12) 0.0418(7) Uani 1 1 d . . . H18 H 0.3372 0.5589 0.1029 0.050 Uiso 1 1 calc R . . C19 C 0.10275(18) 0.1630(3) 0.12601(10) 0.0267(5) Uani 1 1 d . . . C20 C 0.0078(2) 0.1843(3) 0.10107(13) 0.0426(7) Uani 1 1 d . . . H20 H -0.0212 0.1443 0.0644 0.051 Uiso 1 1 calc R . . C21 C -0.0443(2) 0.2641(4) 0.13002(15) 0.0576(9) Uani 1 1 d . . . H21 H -0.1090 0.2800 0.1128 0.069 Uiso 1 1 calc R . . C22 C -0.0034(3) 0.3209(3) 0.18360(15) 0.0562(10) Uani 1 1 d . . . H22 H -0.0397 0.3763 0.2029 0.067 Uiso 1 1 calc R . . C23 C 0.0909(3) 0.2968(3) 0.20916(14) 0.0487(8) Uani 1 1 d . . . H23 H 0.1190 0.3336 0.2465 0.058 Uiso 1 1 calc R . . C24 C 0.1442(2) 0.2192(3) 0.18023(12) 0.0360(6) Uani 1 1 d . . . H24 H 0.2091 0.2042 0.1974 0.043 Uiso 1 1 calc R . . C25 C 0.16169(16) -0.1216(3) 0.09521(10) 0.0245(5) Uani 1 1 d . . . C26 C 0.15419(16) -0.2171(3) 0.04938(11) 0.0278(5) Uani 1 1 d . . . H26 H 0.1560 -0.1798 0.0131 0.033 Uiso 1 1 calc R . . C27 C 0.14401(18) -0.3666(3) 0.05645(12) 0.0351(6) Uani 1 1 d . . . H27 H 0.1373 -0.4311 0.0249 0.042 Uiso 1 1 calc R . . C28 C 0.14371(19) -0.4213(3) 0.10956(13) 0.0385(7) Uani 1 1 d . . . H28 H 0.1368 -0.5236 0.1144 0.046 Uiso 1 1 calc R . . C29 C 0.1535(2) -0.3275(3) 0.15594(12) 0.0380(6) Uani 1 1 d . . . H29 H 0.1541 -0.3658 0.1925 0.046 Uiso 1 1 calc R . . C30 C 0.16243(18) -0.1775(3) 0.14883(11) 0.0304(6) Uani 1 1 d . . . H30 H 0.1690 -0.1131 0.1805 0.037 Uiso 1 1 calc R . . C31 C 0.46702(17) 0.1993(3) 0.21156(10) 0.0280(5) Uani 1 1 d . . . C32 C 0.44888(18) 0.3304(3) 0.23573(10) 0.0304(6) Uani 1 1 d . . . H32 H 0.3860 0.3623 0.2296 0.037 Uiso 1 1 calc R . . C33 C 0.52076(19) 0.4151(3) 0.26846(11) 0.0353(6) Uani 1 1 d . . . H33 H 0.5063 0.5032 0.2851 0.042 Uiso 1 1 calc R . . C34 C 0.6139(2) 0.3739(3) 0.27751(12) 0.0399(7) Uani 1 1 d . . . C35 C 0.6317(2) 0.2439(3) 0.25273(13) 0.0421(7) Uani 1 1 d . . . H35 H 0.6947 0.2134 0.2580 0.051 Uiso 1 1 calc R . . C36 C 0.55979(18) 0.1572(3) 0.22042(12) 0.0349(6) Uani 1 1 d . . . H36 H 0.5742 0.0683 0.2042 0.042 Uiso 1 1 calc R . . C37 C 0.6923(2) 0.4673(4) 0.31312(15) 0.0608(10) Uani 1 1 d . . . H37A H 0.6968 0.4530 0.3538 0.091 Uiso 1 1 calc R . . H37B H 0.6794 0.5707 0.3031 0.091 Uiso 1 1 calc R . . H37C H 0.7515 0.4389 0.3055 0.091 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0208(2) 0.0226(2) 0.0225(2) 0.00320(16) 0.00402(16) -0.00358(16) P1 0.0201(3) 0.0221(3) 0.0267(3) 0.0036(2) 0.0059(2) -0.0029(2) P2 0.0213(3) 0.0226(3) 0.0219(3) 0.0012(2) 0.0058(2) -0.0037(2) S1 0.0311(3) 0.0269(3) 0.0249(3) 0.0058(2) 0.0014(3) -0.0048(3) O1 0.0227(9) 0.0338(10) 0.0337(9) 0.0119(8) 0.0040(7) -0.0065(8) O2 0.0222(8) 0.0298(9) 0.0245(8) 0.0030(7) 0.0046(7) -0.0062(7) C1 0.0207(12) 0.0207(12) 0.0243(11) 0.0001(9) 0.0071(10) 0.0009(9) C2 0.0229(12) 0.0244(13) 0.0282(12) 0.0019(10) 0.0062(10) 0.0018(10) C3 0.0293(13) 0.0316(14) 0.0306(13) 0.0099(11) 0.0105(11) 0.0020(11) C4 0.0303(14) 0.0406(16) 0.0255(13) 0.0079(11) 0.0043(11) 0.0028(12) C5 0.0229(12) 0.0336(14) 0.0268(12) 0.0011(10) 0.0037(10) -0.0004(11) C6 0.0252(12) 0.0222(12) 0.0253(12) -0.0007(9) 0.0100(10) 0.0011(10) C7 0.0262(12) 0.0225(12) 0.0236(11) -0.0030(9) 0.0053(10) -0.0027(10) C8 0.0372(15) 0.0283(14) 0.0364(14) -0.0010(11) 0.0159(12) -0.0025(11) C9 0.0380(16) 0.0393(16) 0.0459(16) -0.0028(13) 0.0207(13) -0.0027(13) C10 0.0333(15) 0.0408(17) 0.0422(16) -0.0100(13) 0.0117(13) 0.0072(12) C11 0.0398(15) 0.0262(14) 0.0313(13) -0.0018(11) 0.0029(12) 0.0059(12) C12 0.0316(13) 0.0259(13) 0.0229(12) -0.0002(10) 0.0045(10) -0.0011(11) C13 0.0335(14) 0.0209(12) 0.0267(12) 0.0023(10) 0.0130(11) -0.0033(10) C14 0.0325(15) 0.0364(16) 0.0411(15) -0.0099(12) 0.0144(12) -0.0083(12) C15 0.064(2) 0.059(2) 0.0445(17) -0.0159(16) 0.0181(16) -0.0379(18) C16 0.128(4) 0.0282(17) 0.0444(18) -0.0115(14) 0.039(2) -0.022(2) C17 0.103(3) 0.0310(17) 0.0484(19) -0.0018(14) 0.031(2) 0.0146(18) C18 0.0481(18) 0.0363(16) 0.0418(16) 0.0019(13) 0.0136(14) 0.0128(13) C19 0.0342(14) 0.0215(13) 0.0270(12) 0.0045(10) 0.0128(11) 0.0011(10) C20 0.0385(16) 0.0524(19) 0.0381(15) 0.0056(13) 0.0126(13) 0.0142(14) C21 0.056(2) 0.067(2) 0.057(2) 0.0179(18) 0.0278(18) 0.0325(18) C22 0.090(3) 0.0343(17) 0.063(2) 0.0111(15) 0.053(2) 0.0224(17) C23 0.080(2) 0.0328(16) 0.0442(17) -0.0085(13) 0.0356(18) -0.0096(16) C24 0.0428(16) 0.0333(15) 0.0364(14) -0.0046(12) 0.0186(13) -0.0099(12) C25 0.0183(11) 0.0249(13) 0.0301(13) 0.0013(10) 0.0064(10) -0.0008(10) C26 0.0219(12) 0.0314(14) 0.0308(13) 0.0006(10) 0.0083(10) 0.0002(10) C27 0.0318(14) 0.0274(14) 0.0465(16) -0.0068(12) 0.0110(13) -0.0001(11) C28 0.0381(16) 0.0220(14) 0.0571(18) 0.0027(12) 0.0155(14) -0.0025(11) C29 0.0429(16) 0.0297(15) 0.0430(16) 0.0093(12) 0.0145(13) -0.0019(12) C30 0.0318(14) 0.0290(14) 0.0301(13) 0.0014(10) 0.0076(11) -0.0042(11) C31 0.0299(13) 0.0292(14) 0.0222(12) 0.0040(10) 0.0025(10) -0.0027(11) C32 0.0279(13) 0.0357(15) 0.0285(13) 0.0002(11) 0.0089(11) 0.0019(11) C33 0.0409(16) 0.0341(15) 0.0310(14) -0.0066(11) 0.0100(12) -0.0051(12) C34 0.0380(16) 0.0434(17) 0.0326(14) -0.0025(12) -0.0003(12) -0.0091(13) C35 0.0263(14) 0.0480(18) 0.0447(16) 0.0015(14) -0.0031(12) 0.0037(13) C36 0.0316(14) 0.0319(15) 0.0371(14) -0.0005(11) 0.0021(12) 0.0049(12) C37 0.047(2) 0.065(2) 0.058(2) -0.0122(18) -0.0059(17) -0.0168(17) _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 Ni C1 1.907(2) . ? Ni P2 2.1452(7) . ? Ni P1 2.1555(7) . ? Ni S1 2.1947(7) . ? P1 O1 1.6592(17) . ? P1 C13 1.802(2) . ? P1 C7 1.808(2) . ? P2 O2 1.6446(16) . ? P2 C25 1.813(2) . ? P2 C19 1.821(2) . ? S1 C31 1.784(3) . ? O1 C2 1.390(3) . ? O2 C6 1.399(3) . ? C1 C2 1.391(3) . ? C1 C6 1.396(3) . ? C2 C3 1.389(3) . ? C3 C4 1.387(4) . ? C4 C5 1.398(4) . ? C5 C6 1.381(3) . ? C7 C12 1.391(3) . ? C7 C8 1.394(3) . ? C8 C9 1.378(4) . ? C9 C10 1.385(4) . ? C10 C11 1.384(4) . ? C11 C12 1.390(4) . ? C13 C14 1.384(4) . ? C13 C18 1.396(4) . ? C14 C15 1.391(4) . ? C15 C16 1.372(5) . ? C16 C17 1.373(5) . ? C17 C18 1.366(4) . ? C19 C20 1.389(4) . ? C19 C24 1.390(4) . ? C20 C21 1.382(4) . ? C21 C22 1.378(5) . ? C22 C23 1.386(5) . ? C23 C24 1.384(4) . ? C25 C26 1.393(3) . ? C25 C30 1.394(3) . ? C26 C27 1.388(4) . ? C27 C28 1.382(4) . ? C28 C29 1.389(4) . ? C29 C30 1.391(4) . ? C31 C36 1.388(4) . ? C31 C32 1.391(4) . ? C32 C33 1.381(4) . ? C33 C34 1.391(4) . ? C34 C35 1.387(4) . ? C34 C37 1.511(4) . ? C35 C36 1.388(4) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P2 81.17(7) . . ? C1 Ni P1 81.93(7) . . ? P2 Ni P1 163.10(3) . . ? C1 Ni S1 174.45(7) . . ? P2 Ni S1 93.79(3) . . ? P1 Ni S1 103.11(3) . . ? O1 P1 C13 98.73(10) . . ? O1 P1 C7 102.76(10) . . ? C13 P1 C7 105.25(11) . . ? O1 P1 Ni 106.26(6) . . ? C13 P1 Ni 122.73(8) . . ? C7 P1 Ni 117.64(8) . . ? O2 P2 C25 100.48(10) . . ? O2 P2 C19 102.41(10) . . ? C25 P2 C19 105.98(11) . . ? O2 P2 Ni 107.31(6) . . ? C25 P2 Ni 123.14(8) . . ? C19 P2 Ni 114.69(8) . . ? C31 S1 Ni 110.85(8) . . ? C2 O1 P1 111.94(14) . . ? C6 O2 P2 110.81(14) . . ? C2 C1 C6 115.7(2) . . ? C2 C1 Ni 122.04(18) . . ? C6 C1 Ni 122.23(17) . . ? C3 C2 O1 119.3(2) . . ? C3 C2 C1 123.2(2) . . ? O1 C2 C1 117.4(2) . . ? C4 C3 C2 118.3(2) . . ? C3 C4 C5 121.3(2) . . ? C6 C5 C4 117.6(2) . . ? C5 C6 C1 123.9(2) . . ? C5 C6 O2 119.2(2) . . ? C1 C6 O2 116.9(2) . . ? C12 C7 C8 119.9(2) . . ? C12 C7 P1 120.37(18) . . ? C8 C7 P1 119.73(19) . . ? C9 C8 C7 120.0(3) . . ? C8 C9 C10 120.1(3) . . ? C11 C10 C9 120.3(3) . . ? C10 C11 C12 120.0(2) . . ? C11 C12 C7 119.6(2) . . ? C14 C13 C18 119.2(2) . . ? C14 C13 P1 124.1(2) . . ? C18 C13 P1 116.7(2) . . ? C13 C14 C15 119.3(3) . . ? C16 C15 C14 120.5(3) . . ? C15 C16 C17 120.4(3) . . ? C18 C17 C16 119.8(3) . . ? C17 C18 C13 120.9(3) . . ? C20 C19 C24 119.8(2) . . ? C20 C19 P2 119.1(2) . . ? C24 C19 P2 120.9(2) . . ? C21 C20 C19 119.5(3) . . ? C22 C21 C20 120.9(3) . . ? C21 C22 C23 119.8(3) . . ? C24 C23 C22 119.9(3) . . ? C23 C24 C19 120.1(3) . . ? C26 C25 C30 119.6(2) . . ? C26 C25 P2 119.55(18) . . ? C30 C25 P2 120.81(19) . . ? C27 C26 C25 120.3(2) . . ? C28 C27 C26 119.9(3) . . ? C27 C28 C29 120.4(2) . . ? C28 C29 C30 119.9(3) . . ? C29 C30 C25 119.9(2) . . ? C36 C31 C32 118.0(2) . . ? C36 C31 S1 121.1(2) . . ? C32 C31 S1 120.8(2) . . ? C33 C32 C31 121.1(2) . . ? C32 C33 C34 121.3(3) . . ? C35 C34 C33 117.4(3) . . ? C35 C34 C37 121.5(3) . . ? C33 C34 C37 121.1(3) . . ? C34 C35 C36 121.7(3) . . ? C35 C36 C31 120.5(3) . . ? C4 C3 H3 120.9 . . ? C2 C3 H3 120.9 . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 H5 121.2 . . ? C4 C5 H5 121.2 . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 H9 120.0 . . ? C10 C9 H9 120.0 . . ? C11 C10 H10 119.8 . . ? C9 C10 H10 119.8 . . ? C10 C11 H11 120.0 . . ? C12 C11 H11 120.0 . . ? C11 C12 H12 120.2 . . ? C7 C12 H12 120.2 . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 H18 119.6 . . ? C13 C18 H18 119.6 . . ? C21 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? C22 C21 H21 119.6 . . ? C20 C21 H21 119.6 . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C24 C23 H23 120.0 . . ? C22 C23 H23 120.0 . . ? C23 C24 H24 120.0 . . ? C19 C24 H24 120.0 . . ? C27 C26 H26 119.9 . . ? C25 C26 H26 119.9 . . ? C28 C27 H27 120.1 . . ? C26 C27 H27 120.1 . . ? C27 C28 H28 119.8 . . ? C29 C28 H28 119.8 . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C29 C30 H30 120.1 . . ? C25 C30 H30 120.1 . . ? C33 C32 H32 119.4 . . ? C31 C32 H32 119.4 . . ? C32 C33 H33 119.4 . . ? C34 C33 H33 119.4 . . ? C34 C35 H35 119.2 . . ? C36 C35 H35 119.2 . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.7 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni P1 O1 5.15(10) . . . . ? P2 Ni P1 O1 4.30(14) . . . . ? S1 Ni P1 O1 -177.22(7) . . . . ? C1 Ni P1 C13 117.21(12) . . . . ? P2 Ni P1 C13 116.35(14) . . . . ? S1 Ni P1 C13 -65.16(10) . . . . ? C1 Ni P1 C7 -109.20(11) . . . . ? P2 Ni P1 C7 -110.06(13) . . . . ? S1 Ni P1 C7 68.43(9) . . . . ? C1 Ni P2 O2 9.86(9) . . . . ? P1 Ni P2 O2 10.72(14) . . . . ? S1 Ni P2 O2 -167.81(7) . . . . ? C1 Ni P2 C25 125.39(12) . . . . ? P1 Ni P2 C25 126.25(13) . . . . ? S1 Ni P2 C25 -52.27(10) . . . . ? C1 Ni P2 C19 -103.15(11) . . . . ? P1 Ni P2 C19 -102.30(13) . . . . ? S1 Ni P2 C19 79.18(9) . . . . ? C1 Ni S1 C31 -177.9(7) . . . . ? P2 Ni S1 C31 -153.28(9) . . . . ? P1 Ni S1 C31 27.17(10) . . . . ? C13 P1 O1 C2 -134.37(17) . . . . ? C7 P1 O1 C2 117.72(17) . . . . ? Ni P1 O1 C2 -6.44(17) . . . . ? C25 P2 O2 C6 -143.15(15) . . . . ? C19 P2 O2 C6 107.74(16) . . . . ? Ni P2 O2 C6 -13.36(15) . . . . ? P2 Ni C1 C2 176.1(2) . . . . ? P1 Ni C1 C2 -3.70(18) . . . . ? S1 Ni C1 C2 -159.1(6) . . . . ? P2 Ni C1 C6 -5.70(18) . . . . ? P1 Ni C1 C6 174.5(2) . . . . ? S1 Ni C1 C6 19.1(9) . . . . ? P1 O1 C2 C3 -175.09(19) . . . . ? P1 O1 C2 C1 4.4(3) . . . . ? C6 C1 C2 C3 1.5(4) . . . . ? Ni C1 C2 C3 179.90(19) . . . . ? C6 C1 C2 O1 -177.9(2) . . . . ? Ni C1 C2 O1 0.5(3) . . . . ? O1 C2 C3 C4 178.8(2) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? C2 C3 C4 C5 -0.8(4) . . . . ? C3 C4 C5 C6 1.2(4) . . . . ? C4 C5 C6 C1 -0.2(4) . . . . ? C4 C5 C6 O2 -178.1(2) . . . . ? C2 C1 C6 C5 -1.1(4) . . . . ? Ni C1 C6 C5 -179.44(19) . . . . ? C2 C1 C6 O2 176.86(19) . . . . ? Ni C1 C6 O2 -1.5(3) . . . . ? P2 O2 C6 C5 -171.66(18) . . . . ? P2 O2 C6 C1 10.3(2) . . . . ? O1 P1 C7 C12 -136.96(19) . . . . ? C13 P1 C7 C12 120.1(2) . . . . ? Ni P1 C7 C12 -20.7(2) . . . . ? O1 P1 C7 C8 42.9(2) . . . . ? C13 P1 C7 C8 -60.0(2) . . . . ? Ni P1 C7 C8 159.18(17) . . . . ? C12 C7 C8 C9 -2.1(4) . . . . ? P1 C7 C8 C9 178.0(2) . . . . ? C7 C8 C9 C10 0.7(4) . . . . ? C8 C9 C10 C11 0.9(4) . . . . ? C9 C10 C11 C12 -1.1(4) . . . . ? C10 C11 C12 C7 -0.3(4) . . . . ? C8 C7 C12 C11 1.9(4) . . . . ? P1 C7 C12 C11 -178.21(19) . . . . ? O1 P1 C13 C14 -115.7(2) . . . . ? C7 P1 C13 C14 -9.9(2) . . . . ? Ni P1 C13 C14 128.4(2) . . . . ? O1 P1 C13 C18 62.1(2) . . . . ? C7 P1 C13 C18 167.9(2) . . . . ? Ni P1 C13 C18 -53.8(2) . . . . ? C18 C13 C14 C15 -1.0(4) . . . . ? P1 C13 C14 C15 176.7(2) . . . . ? C13 C14 C15 C16 0.2(5) . . . . ? C14 C15 C16 C17 0.5(5) . . . . ? C15 C16 C17 C18 -0.4(5) . . . . ? C16 C17 C18 C13 -0.5(5) . . . . ? C14 C13 C18 C17 1.2(4) . . . . ? P1 C13 C18 C17 -176.7(2) . . . . ? O2 P2 C19 C20 18.7(2) . . . . ? C25 P2 C19 C20 -86.1(2) . . . . ? Ni P2 C19 C20 134.6(2) . . . . ? O2 P2 C19 C24 -156.6(2) . . . . ? C25 P2 C19 C24 98.5(2) . . . . ? Ni P2 C19 C24 -40.7(2) . . . . ? C24 C19 C20 C21 1.4(4) . . . . ? P2 C19 C20 C21 -174.0(2) . . . . ? C19 C20 C21 C22 -1.0(5) . . . . ? C20 C21 C22 C23 -0.6(5) . . . . ? C21 C22 C23 C24 1.6(5) . . . . ? C22 C23 C24 C19 -1.2(4) . . . . ? C20 C19 C24 C23 -0.3(4) . . . . ? P2 C19 C24 C23 175.0(2) . . . . ? O2 P2 C25 C26 34.6(2) . . . . ? C19 P2 C25 C26 140.89(19) . . . . ? Ni P2 C25 C26 -84.2(2) . . . . ? O2 P2 C25 C30 -146.8(2) . . . . ? C19 P2 C25 C30 -40.5(2) . . . . ? Ni P2 C25 C30 94.4(2) . . . . ? C30 C25 C26 C27 2.4(4) . . . . ? P2 C25 C26 C27 -178.98(19) . . . . ? C25 C26 C27 C28 -1.6(4) . . . . ? C26 C27 C28 C29 0.0(4) . . . . ? C27 C28 C29 C30 0.9(4) . . . . ? C28 C29 C30 C25 -0.1(4) . . . . ? C26 C25 C30 C29 -1.5(4) . . . . ? P2 C25 C30 C29 179.9(2) . . . . ? Ni S1 C31 C36 -109.2(2) . . . . ? Ni S1 C31 C32 74.0(2) . . . . ? C36 C31 C32 C33 -1.2(4) . . . . ? S1 C31 C32 C33 175.7(2) . . . . ? C31 C32 C33 C34 1.3(4) . . . . ? C32 C33 C34 C35 -0.5(4) . . . . ? C32 C33 C34 C37 179.7(3) . . . . ? C33 C34 C35 C36 -0.4(4) . . . . ? C37 C34 C35 C36 179.4(3) . . . . ? C34 C35 C36 C31 0.5(4) . . . . ? C32 C31 C36 C35 0.3(4) . . . . ? S1 C31 C36 C35 -176.5(2) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 68.07 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.366 _refine_diff_density_min -0.267 _refine_diff_density_rms 0.062 #eof data_1B ================================================ data_1D _database_code_depnum_ccdc_archive 'CCDC 872169' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H27 Cl Ni O2 P2 S' _chemical_formula_sum 'C36 H27 Cl Ni O2 P2 S' _chemical_formula_weight 679.74 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.7575(3) _cell_length_b 9.1218(2) _cell_length_c 24.1885(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.3980(10) _cell_angle_gamma 90.00 _cell_volume 3139.25(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9954 _cell_measurement_theta_min 3.18 _cell_measurement_theta_max 67.83 _exptl_crystal_description plate _exptl_crystal_colour yellow-orange _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.438 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1400 _exptl_absorpt_coefficient_mu 3.516 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6388 _exptl_absorpt_correction_T_max 0.8438 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 26034 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 67.88 _reflns_number_total 5630 _reflns_number_gt 4968 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0519P)^2^+1.3586P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5630 _refine_ls_number_parameters 388 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0374 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0888 _refine_ls_wR_factor_gt 0.0851 _refine_ls_goodness_of_fit_ref 1.043 _refine_ls_restrained_S_all 1.043 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.30322(2) 0.18087(3) 0.089898(13) 0.02100(10) Uani 1 1 d . . . P1 P 0.41324(3) 0.30789(5) 0.06940(2) 0.02136(12) Uani 1 1 d . . . P2 P 0.17152(3) 0.07456(5) 0.085020(19) 0.02030(12) Uani 1 1 d . . . Cl1 Cl 0.71311(4) 0.47168(8) 0.31305(3) 0.05642(18) Uani 1 1 d . . . S1 S 0.37172(3) 0.08976(5) 0.17474(2) 0.02817(12) Uani 1 1 d . . . O1 O 0.36485(9) 0.39112(15) 0.00761(6) 0.0292(3) Uani 1 1 d . . . O2 O 0.10622(9) 0.09240(14) 0.01862(5) 0.0240(3) Uani 1 1 d . . . C1 C 0.23516(12) 0.24583(19) 0.01543(7) 0.0203(4) Uani 1 1 d . . . C2 C 0.27362(13) 0.3432(2) -0.01648(8) 0.0228(4) Uani 1 1 d . . . C3 C 0.22534(14) 0.3929(2) -0.07069(8) 0.0285(4) Uani 1 1 d . . . H3 H 0.2534 0.4608 -0.0909 0.034 Uiso 1 1 calc R . . C4 C 0.13492(14) 0.3405(2) -0.09441(8) 0.0293(4) Uani 1 1 d . . . H4 H 0.1007 0.3735 -0.1313 0.035 Uiso 1 1 calc R . . C5 C 0.09366(13) 0.2406(2) -0.06514(8) 0.0265(4) Uani 1 1 d . . . H5 H 0.0321 0.2041 -0.0817 0.032 Uiso 1 1 calc R . . C6 C 0.14474(13) 0.19603(19) -0.01127(8) 0.0213(4) Uani 1 1 d . . . C7 C 0.51009(13) 0.2083(2) 0.05466(8) 0.0237(4) Uani 1 1 d . . . C8 C 0.56608(15) 0.2767(2) 0.02409(9) 0.0311(4) Uani 1 1 d . . . H8 H 0.5514 0.3731 0.0095 0.037 Uiso 1 1 calc R . . C9 C 0.64309(16) 0.2040(2) 0.01500(10) 0.0378(5) Uani 1 1 d . . . H9 H 0.6814 0.2506 -0.0058 0.045 Uiso 1 1 calc R . . C10 C 0.66460(15) 0.0632(2) 0.03618(9) 0.0363(5) Uani 1 1 d . . . H10 H 0.7186 0.0146 0.0308 0.044 Uiso 1 1 calc R . . C11 C 0.60738(15) -0.0067(2) 0.06512(9) 0.0325(5) Uani 1 1 d . . . H11 H 0.6212 -0.1041 0.0786 0.039 Uiso 1 1 calc R . . C12 C 0.52993(14) 0.0657(2) 0.07450(8) 0.0261(4) Uani 1 1 d . . . H12 H 0.4907 0.0180 0.0944 0.031 Uiso 1 1 calc R . . C13 C 0.46540(13) 0.4663(2) 0.11042(8) 0.0242(4) Uani 1 1 d . . . C14 C 0.56156(15) 0.4858(2) 0.13208(9) 0.0337(5) Uani 1 1 d . . . H14 H 0.6041 0.4115 0.1276 0.040 Uiso 1 1 calc R . . C15 C 0.5948(2) 0.6160(3) 0.16045(11) 0.0524(7) Uani 1 1 d . . . H15 H 0.6606 0.6309 0.1751 0.063 Uiso 1 1 calc R . . C16 C 0.5334(3) 0.7225(3) 0.16741(11) 0.0626(9) Uani 1 1 d . . . H16 H 0.5568 0.8110 0.1867 0.075 Uiso 1 1 calc R . . C17 C 0.4382(3) 0.7025(3) 0.14674(12) 0.0586(8) Uani 1 1 d . . . H17 H 0.3959 0.7766 0.1518 0.070 Uiso 1 1 calc R . . C18 C 0.40418(18) 0.5749(2) 0.11868(10) 0.0412(5) Uani 1 1 d . . . H18 H 0.3383 0.5607 0.1048 0.049 Uiso 1 1 calc R . . C19 C 0.09893(14) 0.1607(2) 0.12604(8) 0.0250(4) Uani 1 1 d . . . C20 C 0.00266(16) 0.1708(3) 0.10176(10) 0.0411(5) Uani 1 1 d . . . H20 H -0.0250 0.1260 0.0658 0.049 Uiso 1 1 calc R . . C21 C -0.0528(2) 0.2465(3) 0.13029(12) 0.0564(7) Uani 1 1 d . . . H21 H -0.1187 0.2536 0.1137 0.068 Uiso 1 1 calc R . . C22 C -0.0130(2) 0.3114(3) 0.18257(13) 0.0551(8) Uani 1 1 d . . . H22 H -0.0513 0.3648 0.2015 0.066 Uiso 1 1 calc R . . C23 C 0.0824(2) 0.2990(3) 0.20750(11) 0.0489(7) Uani 1 1 d . . . H23 H 0.1094 0.3418 0.2440 0.059 Uiso 1 1 calc R . . C24 C 0.13888(17) 0.2238(2) 0.17927(9) 0.0366(5) Uani 1 1 d . . . H24 H 0.2046 0.2157 0.1963 0.044 Uiso 1 1 calc R . . C25 C 0.16147(12) -0.1209(2) 0.09516(8) 0.0223(4) Uani 1 1 d . . . C26 C 0.15295(13) -0.2162(2) 0.04899(9) 0.0271(4) Uani 1 1 d . . . H26 H 0.1535 -0.1784 0.0125 0.032 Uiso 1 1 calc R . . C27 C 0.14366(14) -0.3654(2) 0.05605(10) 0.0342(5) Uani 1 1 d . . . H27 H 0.1368 -0.4298 0.0243 0.041 Uiso 1 1 calc R . . C28 C 0.14438(16) -0.4210(2) 0.10975(11) 0.0389(5) Uani 1 1 d . . . H28 H 0.1375 -0.5234 0.1146 0.047 Uiso 1 1 calc R . . C29 C 0.15505(16) -0.3280(2) 0.15607(10) 0.0362(5) Uani 1 1 d . . . H29 H 0.1565 -0.3667 0.1928 0.043 Uiso 1 1 calc R . . C30 C 0.16370(14) -0.1773(2) 0.14907(9) 0.0294(4) Uani 1 1 d . . . H30 H 0.1711 -0.1133 0.1809 0.035 Uiso 1 1 calc R . . C31 C 0.46826(13) 0.2004(2) 0.21158(8) 0.0258(4) Uani 1 1 d . . . C32 C 0.45349(14) 0.3333(2) 0.23638(8) 0.0290(4) Uani 1 1 d . . . H32 H 0.3910 0.3675 0.2314 0.035 Uiso 1 1 calc R . . C33 C 0.52785(16) 0.4165(2) 0.26808(9) 0.0335(5) Uani 1 1 d . . . H33 H 0.5167 0.5058 0.2854 0.040 Uiso 1 1 calc R . . C34 C 0.61833(15) 0.3675(2) 0.27407(9) 0.0353(5) Uani 1 1 d . . . C35 C 0.63562(15) 0.2370(3) 0.24981(10) 0.0379(5) Uani 1 1 d . . . H35 H 0.6983 0.2042 0.2544 0.045 Uiso 1 1 calc R . . C36 C 0.56055(15) 0.1543(2) 0.21874(9) 0.0321(5) Uani 1 1 d . . . H36 H 0.5723 0.0644 0.2020 0.038 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.01969(17) 0.02020(17) 0.02148(17) 0.00371(12) 0.00261(12) -0.00489(12) P1 0.0189(2) 0.0192(2) 0.0251(2) 0.00375(18) 0.00435(18) -0.00361(17) P2 0.0203(2) 0.0202(2) 0.0200(2) 0.00111(17) 0.00454(17) -0.00470(17) Cl1 0.0442(3) 0.0569(4) 0.0559(4) -0.0114(3) -0.0082(3) -0.0197(3) S1 0.0301(2) 0.0258(2) 0.0242(2) 0.00632(18) -0.00057(18) -0.00708(19) O1 0.0224(7) 0.0307(7) 0.0319(7) 0.0119(6) 0.0030(5) -0.0072(6) O2 0.0220(6) 0.0278(7) 0.0210(6) 0.0023(5) 0.0037(5) -0.0069(5) C1 0.0206(9) 0.0190(8) 0.0214(9) 0.0008(7) 0.0054(7) 0.0012(7) C2 0.0208(9) 0.0205(9) 0.0271(10) 0.0014(7) 0.0065(7) -0.0007(7) C3 0.0303(10) 0.0288(10) 0.0277(10) 0.0086(8) 0.0103(8) -0.0001(8) C4 0.0285(10) 0.0354(11) 0.0219(10) 0.0076(8) 0.0028(8) 0.0033(8) C5 0.0219(9) 0.0303(10) 0.0252(10) 0.0005(8) 0.0027(7) -0.0022(8) C6 0.0227(9) 0.0196(9) 0.0227(9) 0.0003(7) 0.0080(7) -0.0005(7) C7 0.0253(9) 0.0216(9) 0.0230(9) -0.0036(7) 0.0043(7) -0.0032(8) C8 0.0364(11) 0.0231(10) 0.0369(11) 0.0017(8) 0.0153(9) -0.0014(8) C9 0.0390(12) 0.0351(12) 0.0453(13) -0.0020(10) 0.0221(10) -0.0012(10) C10 0.0328(11) 0.0372(12) 0.0390(12) -0.0098(9) 0.0095(9) 0.0057(9) C11 0.0393(11) 0.0251(10) 0.0285(10) -0.0032(8) 0.0006(8) 0.0051(9) C12 0.0311(10) 0.0225(9) 0.0221(9) -0.0007(7) 0.0027(7) -0.0037(8) C13 0.0314(10) 0.0175(9) 0.0264(10) 0.0019(7) 0.0121(8) -0.0022(8) C14 0.0320(11) 0.0352(11) 0.0354(11) -0.0069(9) 0.0117(9) -0.0099(9) C15 0.0633(16) 0.0553(16) 0.0405(13) -0.0148(12) 0.0175(12) -0.0370(14) C16 0.130(3) 0.0249(12) 0.0398(14) -0.0116(10) 0.0349(17) -0.0220(16) C17 0.109(3) 0.0273(12) 0.0467(15) -0.0004(11) 0.0335(16) 0.0187(14) C18 0.0500(14) 0.0343(12) 0.0416(13) 0.0043(10) 0.0160(10) 0.0136(10) C19 0.0331(10) 0.0179(9) 0.0265(10) 0.0035(7) 0.0126(8) -0.0009(8) C20 0.0394(12) 0.0516(14) 0.0332(12) 0.0060(10) 0.0115(10) 0.0146(11) C21 0.0531(16) 0.0723(19) 0.0495(15) 0.0181(14) 0.0236(12) 0.0354(14) C22 0.087(2) 0.0350(13) 0.0603(17) 0.0134(12) 0.0493(16) 0.0264(13) C23 0.087(2) 0.0297(11) 0.0414(14) -0.0093(10) 0.0364(14) -0.0124(12) C24 0.0470(13) 0.0324(11) 0.0350(12) -0.0051(9) 0.0187(10) -0.0119(10) C25 0.0178(8) 0.0216(9) 0.0277(10) 0.0018(7) 0.0061(7) -0.0026(7) C26 0.0236(9) 0.0285(10) 0.0302(10) -0.0010(8) 0.0091(8) -0.0003(8) C27 0.0315(11) 0.0259(10) 0.0458(13) -0.0069(9) 0.0113(9) 0.0003(9) C28 0.0379(12) 0.0205(10) 0.0586(15) 0.0045(10) 0.0133(10) -0.0014(9) C29 0.0420(12) 0.0290(11) 0.0396(12) 0.0109(9) 0.0140(10) 0.0004(9) C30 0.0324(11) 0.0264(10) 0.0297(11) 0.0016(8) 0.0086(8) -0.0033(8) C31 0.0272(10) 0.0249(9) 0.0225(9) 0.0043(7) 0.0015(7) -0.0026(8) C32 0.0290(10) 0.0313(11) 0.0271(10) 0.0012(8) 0.0082(8) 0.0008(8) C33 0.0431(12) 0.0292(11) 0.0283(11) -0.0058(8) 0.0099(9) -0.0050(9) C34 0.0328(11) 0.0372(12) 0.0296(11) -0.0008(9) -0.0028(8) -0.0097(9) C35 0.0241(10) 0.0413(12) 0.0411(12) 0.0019(10) -0.0037(9) 0.0038(9) C36 0.0316(11) 0.0269(10) 0.0329(11) -0.0002(8) 0.0002(8) 0.0039(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni C1 1.9088(17) . ? Ni P2 2.1472(5) . ? Ni P1 2.1569(5) . ? Ni S1 2.1961(5) . ? P1 O1 1.6593(13) . ? P1 C13 1.8056(19) . ? P1 C7 1.8072(19) . ? P2 O2 1.6470(13) . ? P2 C25 1.8114(19) . ? P2 C19 1.8205(19) . ? Cl1 C34 1.746(2) . ? S1 C31 1.7800(19) . ? O1 C2 1.388(2) . ? O2 C6 1.399(2) . ? C1 C2 1.393(3) . ? C1 C6 1.395(3) . ? C2 C3 1.391(3) . ? C3 C4 1.390(3) . ? C4 C5 1.389(3) . ? C5 C6 1.382(3) . ? C7 C12 1.390(3) . ? C7 C8 1.394(3) . ? C8 C9 1.383(3) . ? C9 C10 1.388(3) . ? C10 C11 1.387(3) . ? C11 C12 1.390(3) . ? C13 C14 1.387(3) . ? C13 C18 1.390(3) . ? C14 C15 1.394(3) . ? C15 C16 1.369(4) . ? C16 C17 1.373(5) . ? C17 C18 1.373(4) . ? C19 C20 1.389(3) . ? C19 C24 1.391(3) . ? C20 C21 1.387(3) . ? C21 C22 1.379(4) . ? C22 C23 1.381(4) . ? C23 C24 1.391(3) . ? C25 C26 1.394(3) . ? C25 C30 1.394(3) . ? C26 C27 1.383(3) . ? C27 C28 1.392(3) . ? C28 C29 1.380(3) . ? C29 C30 1.395(3) . ? C31 C36 1.392(3) . ? C31 C32 1.395(3) . ? C32 C33 1.386(3) . ? C33 C34 1.379(3) . ? C34 C35 1.381(3) . ? C35 C36 1.385(3) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P2 81.17(6) . . ? C1 Ni P1 81.71(6) . . ? P2 Ni P1 162.88(2) . . ? C1 Ni S1 174.65(6) . . ? P2 Ni S1 93.77(2) . . ? P1 Ni S1 103.31(2) . . ? O1 P1 C13 98.48(8) . . ? O1 P1 C7 103.07(8) . . ? C13 P1 C7 105.48(9) . . ? O1 P1 Ni 106.41(5) . . ? C13 P1 Ni 122.73(6) . . ? C7 P1 Ni 117.28(6) . . ? O2 P2 C25 100.46(8) . . ? O2 P2 C19 102.26(8) . . ? C25 P2 C19 105.67(8) . . ? O2 P2 Ni 107.20(5) . . ? C25 P2 Ni 122.86(6) . . ? C19 P2 Ni 115.47(6) . . ? C31 S1 Ni 111.21(6) . . ? C2 O1 P1 111.82(11) . . ? C6 O2 P2 110.97(11) . . ? C2 C1 C6 115.56(16) . . ? C2 C1 Ni 122.09(13) . . ? C6 C1 Ni 122.33(13) . . ? O1 C2 C3 119.33(16) . . ? O1 C2 C1 117.43(16) . . ? C3 C2 C1 123.24(17) . . ? C4 C3 C2 118.16(17) . . ? C5 C4 C3 121.19(18) . . ? C6 C5 C4 118.05(17) . . ? C5 C6 C1 123.77(17) . . ? C5 C6 O2 119.43(16) . . ? C1 C6 O2 116.78(15) . . ? C12 C7 C8 120.12(18) . . ? C12 C7 P1 120.49(15) . . ? C8 C7 P1 119.38(15) . . ? C9 C8 C7 119.82(19) . . ? C8 C9 C10 120.1(2) . . ? C11 C10 C9 120.1(2) . . ? C10 C11 C12 120.10(19) . . ? C11 C12 C7 119.67(19) . . ? C14 C13 C18 119.53(19) . . ? C14 C13 P1 123.66(15) . . ? C18 C13 P1 116.79(16) . . ? C13 C14 C15 119.1(2) . . ? C16 C15 C14 120.4(3) . . ? C15 C16 C17 120.5(2) . . ? C18 C17 C16 119.8(2) . . ? C17 C18 C13 120.6(3) . . ? C20 C19 C24 119.92(19) . . ? C20 C19 P2 118.80(16) . . ? C24 C19 P2 121.15(16) . . ? C21 C20 C19 119.7(2) . . ? C22 C21 C20 120.4(3) . . ? C21 C22 C23 120.1(2) . . ? C22 C23 C24 120.0(2) . . ? C19 C24 C23 119.8(2) . . ? C26 C25 C30 119.60(18) . . ? C26 C25 P2 119.90(14) . . ? C30 C25 P2 120.49(15) . . ? C27 C26 C25 120.36(19) . . ? C26 C27 C28 119.8(2) . . ? C29 C28 C27 120.31(19) . . ? C28 C29 C30 120.1(2) . . ? C25 C30 C29 119.80(19) . . ? C36 C31 C32 117.95(18) . . ? C36 C31 S1 121.17(15) . . ? C32 C31 S1 120.82(15) . . ? C33 C32 C31 121.52(19) . . ? C34 C33 C32 118.8(2) . . ? C33 C34 C35 121.23(19) . . ? C33 C34 Cl1 119.62(17) . . ? C35 C34 Cl1 119.14(17) . . ? C34 C35 C36 119.2(2) . . ? C35 C36 C31 121.2(2) . . ? C4 C3 H3 120.9 . . ? C2 C3 H3 120.9 . . ? C5 C4 H4 119.4 . . ? C3 C4 H4 119.4 . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.0 . . ? C9 C8 H8 120.1 . . ? C7 C8 H8 120.1 . . ? C8 C9 H9 119.9 . . ? C10 C9 H9 119.9 . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 H12 120.2 . . ? C7 C12 H12 120.2 . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 H18 119.7 . . ? C13 C18 H18 119.7 . . ? C21 C20 H20 120.2 . . ? C19 C20 H20 120.2 . . ? C22 C21 H21 119.8 . . ? C20 C21 H21 119.8 . . ? C21 C22 H22 119.9 . . ? C23 C22 H22 119.9 . . ? C22 C23 H23 120.0 . . ? C24 C23 H23 120.0 . . ? C19 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C26 C27 H27 120.1 . . ? C28 C27 H27 120.1 . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C25 C30 H30 120.1 . . ? C29 C30 H30 120.1 . . ? C33 C32 H32 119.2 . . ? C31 C32 H32 119.2 . . ? C34 C33 H33 120.6 . . ? C32 C33 H33 120.6 . . ? C34 C35 H35 120.4 . . ? C36 C35 H35 120.4 . . ? C35 C36 H36 119.4 . . ? C31 C36 H36 119.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni P1 O1 5.99(8) . . . . ? P2 Ni P1 O1 7.81(11) . . . . ? S1 Ni P1 O1 -175.88(6) . . . . ? C1 Ni P1 C13 117.84(9) . . . . ? P2 Ni P1 C13 119.65(10) . . . . ? S1 Ni P1 C13 -64.03(8) . . . . ? C1 Ni P1 C7 -108.66(9) . . . . ? P2 Ni P1 C7 -106.85(10) . . . . ? S1 Ni P1 C7 69.47(7) . . . . ? C1 Ni P2 O2 9.70(7) . . . . ? P1 Ni P2 O2 7.88(11) . . . . ? S1 Ni P2 O2 -168.53(5) . . . . ? C1 Ni P2 C25 124.92(9) . . . . ? P1 Ni P2 C25 123.10(10) . . . . ? S1 Ni P2 C25 -53.31(8) . . . . ? C1 Ni P2 C19 -103.49(9) . . . . ? P1 Ni P2 C19 -105.31(10) . . . . ? S1 Ni P2 C19 78.29(7) . . . . ? C1 Ni S1 C31 -175.5(6) . . . . ? P2 Ni S1 C31 -156.39(7) . . . . ? P1 Ni S1 C31 24.70(8) . . . . ? C13 P1 O1 C2 -135.28(13) . . . . ? C7 P1 O1 C2 116.56(13) . . . . ? Ni P1 O1 C2 -7.41(13) . . . . ? C25 P2 O2 C6 -142.56(12) . . . . ? C19 P2 O2 C6 108.71(12) . . . . ? Ni P2 O2 C6 -13.16(12) . . . . ? P2 Ni C1 C2 176.16(15) . . . . ? P1 Ni C1 C2 -4.38(14) . . . . ? S1 Ni C1 C2 -164.5(5) . . . . ? P2 Ni C1 C6 -5.63(14) . . . . ? P1 Ni C1 C6 173.83(15) . . . . ? S1 Ni C1 C6 13.7(7) . . . . ? P1 O1 C2 C3 -174.77(15) . . . . ? P1 O1 C2 C1 4.9(2) . . . . ? C6 C1 C2 O1 -177.61(16) . . . . ? Ni C1 C2 O1 0.7(2) . . . . ? C6 C1 C2 C3 2.1(3) . . . . ? Ni C1 C2 C3 -179.61(15) . . . . ? O1 C2 C3 C4 178.47(18) . . . . ? C1 C2 C3 C4 -1.2(3) . . . . ? C2 C3 C4 C5 -0.3(3) . . . . ? C3 C4 C5 C6 0.8(3) . . . . ? C4 C5 C6 C1 0.2(3) . . . . ? C4 C5 C6 O2 -178.18(17) . . . . ? C2 C1 C6 C5 -1.6(3) . . . . ? Ni C1 C6 C5 -179.88(15) . . . . ? C2 C1 C6 O2 176.86(15) . . . . ? Ni C1 C6 O2 -1.5(2) . . . . ? P2 O2 C6 C5 -171.37(14) . . . . ? P2 O2 C6 C1 10.14(19) . . . . ? O1 P1 C7 C12 -138.12(15) . . . . ? C13 P1 C7 C12 119.09(16) . . . . ? Ni P1 C7 C12 -21.63(17) . . . . ? O1 P1 C7 C8 43.13(17) . . . . ? C13 P1 C7 C8 -59.66(17) . . . . ? Ni P1 C7 C8 159.62(14) . . . . ? C12 C7 C8 C9 -1.9(3) . . . . ? P1 C7 C8 C9 176.85(16) . . . . ? C7 C8 C9 C10 0.1(3) . . . . ? C8 C9 C10 C11 1.8(3) . . . . ? C9 C10 C11 C12 -1.9(3) . . . . ? C10 C11 C12 C7 0.1(3) . . . . ? C8 C7 C12 C11 1.8(3) . . . . ? P1 C7 C12 C11 -176.92(14) . . . . ? O1 P1 C13 C14 -115.33(17) . . . . ? C7 P1 C13 C14 -9.16(19) . . . . ? Ni P1 C13 C14 128.85(15) . . . . ? O1 P1 C13 C18 62.79(17) . . . . ? C7 P1 C13 C18 168.96(16) . . . . ? Ni P1 C13 C18 -53.03(18) . . . . ? C18 C13 C14 C15 -1.7(3) . . . . ? P1 C13 C14 C15 176.41(17) . . . . ? C13 C14 C15 C16 0.7(4) . . . . ? C14 C15 C16 C17 0.2(4) . . . . ? C15 C16 C17 C18 -0.2(4) . . . . ? C16 C17 C18 C13 -0.7(4) . . . . ? C14 C13 C18 C17 1.7(3) . . . . ? P1 C13 C18 C17 -176.53(18) . . . . ? O2 P2 C19 C20 22.82(18) . . . . ? C25 P2 C19 C20 -81.89(18) . . . . ? Ni P2 C19 C20 138.84(15) . . . . ? O2 P2 C19 C24 -153.21(16) . . . . ? C25 P2 C19 C24 102.08(17) . . . . ? Ni P2 C19 C24 -37.19(18) . . . . ? C24 C19 C20 C21 1.3(3) . . . . ? P2 C19 C20 C21 -174.77(19) . . . . ? C19 C20 C21 C22 -0.1(4) . . . . ? C20 C21 C22 C23 -1.3(4) . . . . ? C21 C22 C23 C24 1.5(4) . . . . ? C20 C19 C24 C23 -1.1(3) . . . . ? P2 C19 C24 C23 174.89(16) . . . . ? C22 C23 C24 C19 -0.3(3) . . . . ? O2 P2 C25 C26 33.00(16) . . . . ? C19 P2 C25 C26 139.02(15) . . . . ? Ni P2 C25 C26 -85.50(15) . . . . ? O2 P2 C25 C30 -148.04(15) . . . . ? C19 P2 C25 C30 -42.01(18) . . . . ? Ni P2 C25 C30 93.46(16) . . . . ? C30 C25 C26 C27 2.1(3) . . . . ? P2 C25 C26 C27 -178.91(15) . . . . ? C25 C26 C27 C28 -1.1(3) . . . . ? C26 C27 C28 C29 -0.5(3) . . . . ? C27 C28 C29 C30 1.0(3) . . . . ? C26 C25 C30 C29 -1.6(3) . . . . ? P2 C25 C30 C29 179.44(16) . . . . ? C28 C29 C30 C25 0.0(3) . . . . ? Ni S1 C31 C36 -107.21(16) . . . . ? Ni S1 C31 C32 75.68(16) . . . . ? C36 C31 C32 C33 -1.1(3) . . . . ? S1 C31 C32 C33 176.15(16) . . . . ? C31 C32 C33 C34 1.3(3) . . . . ? C32 C33 C34 C35 -0.9(3) . . . . ? C32 C33 C34 Cl1 179.20(16) . . . . ? C33 C34 C35 C36 0.2(3) . . . . ? Cl1 C34 C35 C36 -179.84(17) . . . . ? C34 C35 C36 C31 0.0(3) . . . . ? C32 C31 C36 C35 0.4(3) . . . . ? S1 C31 C36 C35 -176.81(17) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 67.88 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.373 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.055 #eof data_1D ================================================ data_1E _database_code_depnum_ccdc_archive 'CCDC 872170' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C37 H27 F3 Ni O2 P2 S' _chemical_formula_sum 'C37 H27 F3 Ni O2 P2 S' _chemical_formula_weight 713.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.0497(4) _cell_length_b 9.1562(2) _cell_length_c 24.2103(6) _cell_angle_alpha 90.00 _cell_angle_beta 104.9410(10) _cell_angle_gamma 90.00 _cell_volume 3223.34(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5641 _cell_measurement_theta_min 3.78 _cell_measurement_theta_max 67.06 _exptl_crystal_description plate _exptl_crystal_colour yellow-orange _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.470 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1464 _exptl_absorpt_coefficient_mu 2.846 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7639 _exptl_absorpt_correction_T_max 0.9453 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 26573 _diffrn_reflns_av_R_equivalents 0.0731 _diffrn_reflns_av_sigmaI/netI 0.0516 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 3.14 _diffrn_reflns_theta_max 67.80 _reflns_number_total 5601 _reflns_number_gt 4087 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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. The F-atoms of the CF3 group are disordered. A two-component disorder model (occuancy ratio fo 70:30) is given. Displacement parameters for the disordered atoms are refined isotropically. ; _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^)+(0.0631P)^2^+3.1031P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5601 _refine_ls_number_parameters 412 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0746 _refine_ls_R_factor_gt 0.0493 _refine_ls_wR_factor_ref 0.1306 _refine_ls_wR_factor_gt 0.1165 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _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 Ni Ni 0.30300(4) 0.17906(6) 0.08698(2) 0.02314(17) Uani 1 1 d . . . P1 P 0.41043(6) 0.30563(10) 0.06545(4) 0.0232(2) Uani 1 1 d . . . P2 P 0.17319(6) 0.07715(10) 0.08421(4) 0.0230(2) Uani 1 1 d . . . S1 S 0.37184(6) 0.08738(10) 0.17128(4) 0.0287(2) Uani 1 1 d . . . O1 O 0.36284(17) 0.3858(3) 0.00333(10) 0.0301(6) Uani 1 1 d . . . O2 O 0.10739(16) 0.0975(3) 0.01914(10) 0.0277(6) Uani 1 1 d . . . C1 C 0.2351(2) 0.2460(4) 0.01347(14) 0.0229(7) Uani 1 1 d . . . C2 C 0.2724(2) 0.3423(4) -0.01877(15) 0.0244(8) Uani 1 1 d . . . C3 C 0.2233(3) 0.3962(4) -0.07167(16) 0.0304(8) Uani 1 1 d . . . H3 H 0.2507 0.4631 -0.0923 0.036 Uiso 1 1 calc R . . C4 C 0.1332(3) 0.3495(4) -0.09346(16) 0.0336(9) Uani 1 1 d . . . H4 H 0.0984 0.3859 -0.1293 0.040 Uiso 1 1 calc R . . C5 C 0.0932(3) 0.2500(4) -0.06341(15) 0.0285(8) Uani 1 1 d . . . H5 H 0.0318 0.2172 -0.0785 0.034 Uiso 1 1 calc R . . C6 C 0.1452(2) 0.2005(4) -0.01121(14) 0.0239(7) Uani 1 1 d . . . C7 C 0.5074(2) 0.2096(4) 0.05146(14) 0.0246(8) Uani 1 1 d . . . C8 C 0.5610(3) 0.2774(4) 0.01993(16) 0.0317(9) Uani 1 1 d . . . H8 H 0.5453 0.3723 0.0047 0.038 Uiso 1 1 calc R . . C9 C 0.6372(3) 0.2061(4) 0.01078(17) 0.0354(9) Uani 1 1 d . . . H9 H 0.6740 0.2525 -0.0106 0.042 Uiso 1 1 calc R . . C10 C 0.6599(3) 0.0681(4) 0.03266(16) 0.0344(9) Uani 1 1 d . . . H10 H 0.7128 0.0204 0.0268 0.041 Uiso 1 1 calc R . . C11 C 0.6056(3) -0.0018(4) 0.06334(15) 0.0304(9) Uani 1 1 d . . . H11 H 0.6208 -0.0975 0.0779 0.037 Uiso 1 1 calc R . . C12 C 0.5291(3) 0.0692(4) 0.07249(15) 0.0276(8) Uani 1 1 d . . . H12 H 0.4915 0.0217 0.0931 0.033 Uiso 1 1 calc R . . C13 C 0.4583(3) 0.4663(4) 0.10594(15) 0.0268(8) Uani 1 1 d . . . C14 C 0.5515(3) 0.4953(4) 0.12511(16) 0.0314(9) Uani 1 1 d . . . H14 H 0.5953 0.4258 0.1196 0.038 Uiso 1 1 calc R . . C15 C 0.5804(3) 0.6270(5) 0.15243(18) 0.0437(11) Uani 1 1 d . . . H15 H 0.6443 0.6479 0.1650 0.052 Uiso 1 1 calc R . . C16 C 0.5181(4) 0.7265(5) 0.16132(18) 0.0515(13) Uani 1 1 d . . . H16 H 0.5387 0.8160 0.1801 0.062 Uiso 1 1 calc R . . C17 C 0.4245(4) 0.6973(5) 0.14292(18) 0.0478(12) Uani 1 1 d . . . H17 H 0.3812 0.7668 0.1490 0.057 Uiso 1 1 calc R . . C18 C 0.3947(3) 0.5675(4) 0.11585(17) 0.0367(9) Uani 1 1 d . . . H18 H 0.3308 0.5467 0.1039 0.044 Uiso 1 1 calc R . . C19 C 0.1062(3) 0.1669(4) 0.12709(15) 0.0265(8) Uani 1 1 d . . . C20 C 0.0125(3) 0.1868(5) 0.10444(19) 0.0421(10) Uani 1 1 d . . . H20 H -0.0173 0.1462 0.0683 0.051 Uiso 1 1 calc R . . C21 C -0.0376(3) 0.2662(6) 0.1348(2) 0.0548(13) Uani 1 1 d . . . H21 H -0.1016 0.2812 0.1189 0.066 Uiso 1 1 calc R . . C22 C 0.0043(4) 0.3233(5) 0.1875(2) 0.0542(14) Uani 1 1 d . . . H22 H -0.0306 0.3782 0.2078 0.065 Uiso 1 1 calc R . . C23 C 0.0966(4) 0.3012(5) 0.2109(2) 0.0490(12) Uani 1 1 d . . . H23 H 0.1252 0.3390 0.2478 0.059 Uiso 1 1 calc R . . C24 C 0.1486(3) 0.2234(4) 0.18075(17) 0.0366(9) Uani 1 1 d . . . H24 H 0.2126 0.2092 0.1968 0.044 Uiso 1 1 calc R . . C25 C 0.1603(2) -0.1176(4) 0.09437(16) 0.0259(8) Uani 1 1 d . . . C26 C 0.1536(2) -0.2125(4) 0.04818(16) 0.0297(8) Uani 1 1 d . . . H26 H 0.1559 -0.1750 0.0120 0.036 Uiso 1 1 calc R . . C27 C 0.1436(3) -0.3608(4) 0.05523(19) 0.0359(9) Uani 1 1 d . . . H27 H 0.1379 -0.4251 0.0237 0.043 Uiso 1 1 calc R . . C28 C 0.1419(3) -0.4158(4) 0.10838(19) 0.0384(10) Uani 1 1 d . . . H28 H 0.1346 -0.5177 0.1131 0.046 Uiso 1 1 calc R . . C29 C 0.1507(3) -0.3230(4) 0.15442(18) 0.0378(10) Uani 1 1 d . . . H29 H 0.1507 -0.3612 0.1909 0.045 Uiso 1 1 calc R . . C30 C 0.1597(3) -0.1734(4) 0.14736(16) 0.0321(9) Uani 1 1 d . . . H30 H 0.1655 -0.1095 0.1790 0.038 Uiso 1 1 calc R . . C31 C 0.4633(3) 0.2026(4) 0.20823(14) 0.0271(8) Uani 1 1 d . . . C32 C 0.4454(3) 0.3360(4) 0.23099(15) 0.0287(8) Uani 1 1 d . . . H32 H 0.3836 0.3683 0.2246 0.034 Uiso 1 1 calc R . . C33 C 0.5157(3) 0.4224(4) 0.26263(16) 0.0324(9) Uani 1 1 d . . . H33 H 0.5020 0.5118 0.2786 0.039 Uiso 1 1 calc R . . C34 C 0.6065(3) 0.3776(4) 0.27100(16) 0.0341(9) Uani 1 1 d . A . C35 C 0.6253(3) 0.2457(4) 0.24859(18) 0.0375(10) Uani 1 1 d . . . H35 H 0.6872 0.2142 0.2545 0.045 Uiso 1 1 calc R . . C36 C 0.5541(3) 0.1590(4) 0.21753(16) 0.0330(9) Uani 1 1 d . . . H36 H 0.5678 0.0685 0.2024 0.040 Uiso 1 1 calc R . . C37 C 0.6819(3) 0.4722(5) 0.30507(19) 0.0426(10) Uani 1 1 d . . . F1A F 0.6784(3) 0.6084(5) 0.2852(2) 0.0475(15) Uiso 0.70 1 d P A 1 F2A F 0.7648(3) 0.4219(5) 0.3090(2) 0.0560(12) Uiso 0.70 1 d P A 1 F3A F 0.6762(3) 0.4873(4) 0.36114(17) 0.0459(10) Uiso 0.70 1 d P A 1 F1B F 0.6657(7) 0.6196(11) 0.2972(5) 0.039(3) Uiso 0.30 1 d P A 2 F2B F 0.7650(6) 0.4463(9) 0.2861(4) 0.039(2) Uiso 0.30 1 d P A 2 F3B F 0.7049(7) 0.4423(11) 0.3579(4) 0.054(3) Uiso 0.30 1 d P A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0222(3) 0.0232(3) 0.0240(3) 0.0026(2) 0.0059(3) -0.0034(2) P1 0.0213(4) 0.0221(5) 0.0267(5) 0.0038(4) 0.0071(4) -0.0019(4) P2 0.0221(5) 0.0243(5) 0.0234(4) 0.0003(4) 0.0071(4) -0.0039(4) S1 0.0310(5) 0.0276(5) 0.0252(4) 0.0046(4) 0.0033(4) -0.0059(4) O1 0.0252(13) 0.0333(14) 0.0315(14) 0.0101(11) 0.0069(11) -0.0058(11) O2 0.0230(13) 0.0329(14) 0.0266(13) 0.0017(11) 0.0049(11) -0.0084(11) C1 0.0256(18) 0.0196(17) 0.0246(18) -0.0005(14) 0.0084(15) 0.0006(14) C2 0.0206(18) 0.0249(19) 0.0281(18) 0.0013(14) 0.0071(15) 0.0001(14) C3 0.032(2) 0.030(2) 0.033(2) 0.0083(16) 0.0145(17) 0.0038(16) C4 0.035(2) 0.039(2) 0.0260(19) 0.0069(16) 0.0064(18) 0.0057(18) C5 0.0238(19) 0.032(2) 0.0288(19) 0.0018(16) 0.0053(16) 0.0024(16) C6 0.0247(18) 0.0233(18) 0.0249(18) -0.0007(14) 0.0086(15) 0.0010(15) C7 0.0268(19) 0.0205(18) 0.0240(17) -0.0016(14) 0.0021(15) -0.0036(14) C8 0.034(2) 0.029(2) 0.035(2) 0.0026(16) 0.0142(18) -0.0004(16) C9 0.038(2) 0.039(2) 0.033(2) -0.0017(17) 0.0180(19) -0.0030(18) C10 0.028(2) 0.043(2) 0.031(2) -0.0048(18) 0.0057(17) 0.0066(18) C11 0.038(2) 0.0222(19) 0.0273(19) -0.0001(15) 0.0021(17) 0.0065(16) C12 0.030(2) 0.0269(19) 0.0240(18) -0.0001(15) 0.0042(16) -0.0038(16) C13 0.033(2) 0.0230(18) 0.0261(18) 0.0039(15) 0.0112(17) -0.0026(15) C14 0.030(2) 0.031(2) 0.035(2) -0.0021(16) 0.0127(18) -0.0071(16) C15 0.053(3) 0.042(3) 0.037(2) -0.0042(19) 0.014(2) -0.023(2) C16 0.095(4) 0.026(2) 0.035(2) -0.0073(18) 0.021(3) -0.013(2) C17 0.076(4) 0.031(2) 0.040(2) -0.0009(19) 0.021(2) 0.014(2) C18 0.041(2) 0.036(2) 0.035(2) 0.0048(17) 0.0126(19) 0.0104(19) C19 0.032(2) 0.0212(18) 0.0298(19) 0.0029(15) 0.0150(17) -0.0032(15) C20 0.040(2) 0.048(3) 0.041(2) 0.007(2) 0.014(2) 0.008(2) C21 0.048(3) 0.065(3) 0.059(3) 0.017(3) 0.028(3) 0.027(2) C22 0.087(4) 0.034(2) 0.059(3) 0.009(2) 0.050(3) 0.017(2) C23 0.076(4) 0.039(3) 0.043(3) -0.003(2) 0.034(3) -0.008(2) C24 0.042(2) 0.035(2) 0.038(2) -0.0020(17) 0.020(2) -0.0091(18) C25 0.0190(18) 0.0250(19) 0.034(2) 0.0001(15) 0.0072(16) -0.0032(14) C26 0.0240(19) 0.033(2) 0.033(2) -0.0010(16) 0.0102(17) -0.0007(16) C27 0.029(2) 0.030(2) 0.051(3) -0.0089(18) 0.014(2) -0.0009(17) C28 0.034(2) 0.022(2) 0.062(3) 0.0029(19) 0.018(2) 0.0008(17) C29 0.040(2) 0.034(2) 0.043(2) 0.0134(18) 0.016(2) 0.0021(18) C30 0.033(2) 0.031(2) 0.032(2) 0.0005(16) 0.0085(17) -0.0033(17) C31 0.030(2) 0.029(2) 0.0209(17) 0.0047(14) 0.0042(16) -0.0023(16) C32 0.0267(19) 0.032(2) 0.0281(19) 0.0012(16) 0.0084(16) 0.0006(16) C33 0.036(2) 0.029(2) 0.033(2) -0.0032(16) 0.0099(18) -0.0051(17) C34 0.033(2) 0.038(2) 0.031(2) 0.0041(17) 0.0057(18) -0.0040(17) C35 0.024(2) 0.041(2) 0.044(2) 0.0036(19) 0.0022(18) 0.0033(17) C36 0.034(2) 0.027(2) 0.037(2) 0.0021(16) 0.0066(18) 0.0065(16) C37 0.031(2) 0.049(3) 0.044(2) 0.006(2) 0.001(2) -0.0021(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 Ni C1 1.910(3) . ? Ni P2 2.1504(10) . ? Ni P1 2.1595(10) . ? Ni S1 2.2030(10) . ? P1 O1 1.661(2) . ? P1 C7 1.809(4) . ? P1 C13 1.811(4) . ? P2 O2 1.641(2) . ? P2 C25 1.818(4) . ? P2 C19 1.819(4) . ? S1 C31 1.781(4) . ? O1 C2 1.386(4) . ? O2 C6 1.403(4) . ? C1 C2 1.388(5) . ? C1 C6 1.395(5) . ? C2 C3 1.393(5) . ? C3 C4 1.390(5) . ? C4 C5 1.396(5) . ? C5 C6 1.380(5) . ? C7 C12 1.391(5) . ? C7 C8 1.391(5) . ? C8 C9 1.387(5) . ? C9 C10 1.379(6) . ? C10 C11 1.393(5) . ? C11 C12 1.389(5) . ? C13 C14 1.385(5) . ? C13 C18 1.396(5) . ? C14 C15 1.390(5) . ? C15 C16 1.364(7) . ? C16 C17 1.389(7) . ? C17 C18 1.375(6) . ? C19 C20 1.388(6) . ? C19 C24 1.391(5) . ? C20 C21 1.387(6) . ? C21 C22 1.373(7) . ? C22 C23 1.374(7) . ? C23 C24 1.396(6) . ? C25 C30 1.383(5) . ? C25 C26 1.399(5) . ? C26 C27 1.381(5) . ? C27 C28 1.388(6) . ? C28 C29 1.380(6) . ? C29 C30 1.391(5) . ? C31 C36 1.385(5) . ? C31 C32 1.395(5) . ? C32 C33 1.383(5) . ? C33 C34 1.392(5) . ? C34 C35 1.383(6) . ? C34 C37 1.495(6) . ? C35 C36 1.388(5) . ? C37 F3B 1.266(10) . ? C37 F2A 1.310(6) . ? C37 F1A 1.333(6) . ? C37 F1B 1.376(11) . ? C37 F3A 1.389(6) . ? C37 F2B 1.458(10) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C8 H8 0.9500 . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C14 H14 0.9500 . ? C15 H15 0.9500 . ? C16 H16 0.9500 . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C20 H20 0.9500 . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P2 81.19(11) . . ? C1 Ni P1 81.77(11) . . ? P2 Ni P1 162.95(4) . . ? C1 Ni S1 175.00(11) . . ? P2 Ni S1 94.02(4) . . ? P1 Ni S1 103.03(4) . . ? O1 P1 C7 103.04(14) . . ? O1 P1 C13 98.60(15) . . ? C7 P1 C13 105.60(16) . . ? O1 P1 Ni 106.31(9) . . ? C7 P1 Ni 118.33(12) . . ? C13 P1 Ni 121.55(12) . . ? O2 P2 C25 100.50(15) . . ? O2 P2 C19 102.16(15) . . ? C25 P2 C19 105.76(16) . . ? O2 P2 Ni 107.41(9) . . ? C25 P2 Ni 123.34(12) . . ? C19 P2 Ni 114.76(12) . . ? C31 S1 Ni 110.95(12) . . ? C2 O1 P1 111.9(2) . . ? C6 O2 P2 110.7(2) . . ? C2 C1 C6 115.9(3) . . ? C2 C1 Ni 122.1(3) . . ? C6 C1 Ni 122.0(3) . . ? O1 C2 C1 117.7(3) . . ? O1 C2 C3 119.2(3) . . ? C1 C2 C3 123.1(3) . . ? C4 C3 C2 118.4(3) . . ? C3 C4 C5 120.8(3) . . ? C6 C5 C4 118.2(3) . . ? C5 C6 C1 123.6(3) . . ? C5 C6 O2 119.3(3) . . ? C1 C6 O2 117.2(3) . . ? C12 C7 C8 119.9(3) . . ? C12 C7 P1 120.4(3) . . ? C8 C7 P1 119.7(3) . . ? C9 C8 C7 119.9(4) . . ? C10 C9 C8 120.2(4) . . ? C9 C10 C11 120.3(4) . . ? C12 C11 C10 119.7(3) . . ? C11 C12 C7 120.0(3) . . ? C14 C13 C18 119.6(4) . . ? C14 C13 P1 124.4(3) . . ? C18 C13 P1 116.0(3) . . ? C13 C14 C15 119.5(4) . . ? C16 C15 C14 120.7(4) . . ? C15 C16 C17 120.2(4) . . ? C18 C17 C16 119.9(4) . . ? C17 C18 C13 120.1(4) . . ? C20 C19 C24 119.7(4) . . ? C20 C19 P2 119.4(3) . . ? C24 C19 P2 120.8(3) . . ? C21 C20 C19 119.7(4) . . ? C22 C21 C20 120.7(5) . . ? C21 C22 C23 120.1(4) . . ? C22 C23 C24 120.2(4) . . ? C19 C24 C23 119.6(4) . . ? C30 C25 C26 119.7(3) . . ? C30 C25 P2 121.0(3) . . ? C26 C25 P2 119.3(3) . . ? C27 C26 C25 119.9(4) . . ? C26 C27 C28 120.0(4) . . ? C29 C28 C27 120.3(4) . . ? C28 C29 C30 119.9(4) . . ? C25 C30 C29 120.1(4) . . ? C36 C31 C32 118.1(3) . . ? C36 C31 S1 120.9(3) . . ? C32 C31 S1 120.9(3) . . ? C33 C32 C31 121.4(4) . . ? C32 C33 C34 119.7(4) . . ? C35 C34 C33 119.5(4) . . ? C35 C34 C37 121.3(4) . . ? C33 C34 C37 119.2(4) . . ? C34 C35 C36 120.3(4) . . ? C31 C36 C35 121.0(4) . . ? F3B C37 F2A 81.0(6) . . ? F3B C37 F1A 122.8(6) . . ? F2A C37 F1A 107.7(4) . . ? F3B C37 F1B 110.2(7) . . ? F2A C37 F1B 119.1(6) . . ? F2A C37 F3A 105.2(4) . . ? F1A C37 F3A 104.6(4) . . ? F1B C37 F3A 89.1(6) . . ? F3B C37 F2B 104.5(7) . . ? F1A C37 F2B 89.8(5) . . ? F1B C37 F2B 104.6(6) . . ? F3A C37 F2B 126.7(5) . . ? F3B C37 C34 113.7(6) . . ? F2A C37 C34 114.2(4) . . ? F1A C37 C34 112.9(4) . . ? F1B C37 C34 114.2(5) . . ? F3A C37 C34 111.5(4) . . ? F2B C37 C34 108.9(5) . . ? C4 C3 H3 120.8 . . ? C2 C3 H3 120.8 . . ? C3 C4 H4 119.6 . . ? C5 C4 H4 119.6 . . ? C6 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C10 C9 H9 119.9 . . ? C8 C9 H9 119.9 . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C12 C11 H11 120.2 . . ? C10 C11 H11 120.2 . . ? C11 C12 H12 120.0 . . ? C7 C12 H12 120.0 . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 H18 119.9 . . ? C13 C18 H18 119.9 . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C22 C21 H21 119.7 . . ? C20 C21 H21 119.7 . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C22 C23 H23 119.9 . . ? C24 C23 H23 119.9 . . ? C19 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C27 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C26 C27 H27 120.0 . . ? C28 C27 H27 120.0 . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C25 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? C33 C32 H32 119.3 . . ? C31 C32 H32 119.3 . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C31 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni P1 O1 4.09(14) . . . . ? P2 Ni P1 O1 2.4(2) . . . . ? S1 Ni P1 O1 -177.36(10) . . . . ? C1 Ni P1 C7 -111.06(16) . . . . ? P2 Ni P1 C7 -112.71(19) . . . . ? S1 Ni P1 C7 67.50(13) . . . . ? C1 Ni P1 C13 115.34(17) . . . . ? P2 Ni P1 C13 113.7(2) . . . . ? S1 Ni P1 C13 -66.10(15) . . . . ? C1 Ni P2 O2 9.35(14) . . . . ? P1 Ni P2 O2 11.0(2) . . . . ? S1 Ni P2 O2 -169.20(10) . . . . ? C1 Ni P2 C25 125.13(18) . . . . ? P1 Ni P2 C25 126.8(2) . . . . ? S1 Ni P2 C25 -53.42(15) . . . . ? C1 Ni P2 C19 -103.47(17) . . . . ? P1 Ni P2 C19 -101.8(2) . . . . ? S1 Ni P2 C19 77.99(13) . . . . ? C1 Ni S1 C31 -169.1(12) . . . . ? P2 Ni S1 C31 -152.42(14) . . . . ? P1 Ni S1 C31 27.52(14) . . . . ? C7 P1 O1 C2 120.8(2) . . . . ? C13 P1 O1 C2 -130.9(2) . . . . ? Ni P1 O1 C2 -4.3(2) . . . . ? C25 P2 O2 C6 -143.3(2) . . . . ? C19 P2 O2 C6 107.8(2) . . . . ? Ni P2 O2 C6 -13.3(2) . . . . ? P2 Ni C1 C2 175.7(3) . . . . ? P1 Ni C1 C2 -3.8(3) . . . . ? S1 Ni C1 C2 -167.4(11) . . . . ? P2 Ni C1 C6 -4.7(3) . . . . ? P1 Ni C1 C6 175.8(3) . . . . ? S1 Ni C1 C6 12.2(15) . . . . ? P1 O1 C2 C1 1.9(4) . . . . ? P1 O1 C2 C3 -178.0(3) . . . . ? C6 C1 C2 O1 -177.6(3) . . . . ? Ni C1 C2 O1 2.1(4) . . . . ? C6 C1 C2 C3 2.4(5) . . . . ? Ni C1 C2 C3 -177.9(3) . . . . ? O1 C2 C3 C4 179.1(3) . . . . ? C1 C2 C3 C4 -0.9(6) . . . . ? C2 C3 C4 C5 -0.7(6) . . . . ? C3 C4 C5 C6 0.7(6) . . . . ? C4 C5 C6 C1 0.9(5) . . . . ? C4 C5 C6 O2 -178.4(3) . . . . ? C2 C1 C6 C5 -2.4(5) . . . . ? Ni C1 C6 C5 178.0(3) . . . . ? C2 C1 C6 O2 176.9(3) . . . . ? Ni C1 C6 O2 -2.8(4) . . . . ? P2 O2 C6 C5 -169.7(3) . . . . ? P2 O2 C6 C1 11.0(4) . . . . ? O1 P1 C7 C12 -138.8(3) . . . . ? C13 P1 C7 C12 118.3(3) . . . . ? Ni P1 C7 C12 -21.9(3) . . . . ? O1 P1 C7 C8 41.9(3) . . . . ? C13 P1 C7 C8 -61.1(3) . . . . ? Ni P1 C7 C8 158.8(3) . . . . ? C12 C7 C8 C9 -1.6(5) . . . . ? P1 C7 C8 C9 177.8(3) . . . . ? C7 C8 C9 C10 0.2(6) . . . . ? C8 C9 C10 C11 1.0(6) . . . . ? C9 C10 C11 C12 -0.9(6) . . . . ? C10 C11 C12 C7 -0.5(5) . . . . ? C8 C7 C12 C11 1.7(5) . . . . ? P1 C7 C12 C11 -177.7(3) . . . . ? O1 P1 C13 C14 -111.4(3) . . . . ? C7 P1 C13 C14 -5.1(4) . . . . ? Ni P1 C13 C14 133.4(3) . . . . ? O1 P1 C13 C18 66.3(3) . . . . ? C7 P1 C13 C18 172.5(3) . . . . ? Ni P1 C13 C18 -49.0(3) . . . . ? C18 C13 C14 C15 -2.0(6) . . . . ? P1 C13 C14 C15 175.6(3) . . . . ? C13 C14 C15 C16 1.1(6) . . . . ? C14 C15 C16 C17 -0.2(7) . . . . ? C15 C16 C17 C18 0.2(7) . . . . ? C16 C17 C18 C13 -1.1(6) . . . . ? C14 C13 C18 C17 2.0(6) . . . . ? P1 C13 C18 C17 -175.7(3) . . . . ? O2 P2 C19 C20 20.5(3) . . . . ? C25 P2 C19 C20 -84.2(3) . . . . ? Ni P2 C19 C20 136.4(3) . . . . ? O2 P2 C19 C24 -155.6(3) . . . . ? C25 P2 C19 C24 99.7(3) . . . . ? Ni P2 C19 C24 -39.7(3) . . . . ? C24 C19 C20 C21 1.7(6) . . . . ? P2 C19 C20 C21 -174.4(3) . . . . ? C19 C20 C21 C22 -1.1(7) . . . . ? C20 C21 C22 C23 -0.5(7) . . . . ? C21 C22 C23 C24 1.4(7) . . . . ? C20 C19 C24 C23 -0.8(6) . . . . ? P2 C19 C24 C23 175.3(3) . . . . ? C22 C23 C24 C19 -0.7(6) . . . . ? O2 P2 C25 C30 -145.2(3) . . . . ? C19 P2 C25 C30 -39.2(3) . . . . ? Ni P2 C25 C30 95.7(3) . . . . ? O2 P2 C25 C26 36.7(3) . . . . ? C19 P2 C25 C26 142.7(3) . . . . ? Ni P2 C25 C26 -82.3(3) . . . . ? C30 C25 C26 C27 2.0(5) . . . . ? P2 C25 C26 C27 -179.9(3) . . . . ? C25 C26 C27 C28 -1.2(6) . . . . ? C26 C27 C28 C29 -0.5(6) . . . . ? C27 C28 C29 C30 1.2(6) . . . . ? C26 C25 C30 C29 -1.3(6) . . . . ? P2 C25 C30 C29 -179.3(3) . . . . ? C28 C29 C30 C25 -0.3(6) . . . . ? Ni S1 C31 C36 -110.9(3) . . . . ? Ni S1 C31 C32 72.2(3) . . . . ? C36 C31 C32 C33 -0.8(5) . . . . ? S1 C31 C32 C33 176.2(3) . . . . ? C31 C32 C33 C34 1.5(6) . . . . ? C32 C33 C34 C35 -1.4(6) . . . . ? C32 C33 C34 C37 179.8(4) . . . . ? C33 C34 C35 C36 0.6(6) . . . . ? C37 C34 C35 C36 179.4(4) . . . . ? C32 C31 C36 C35 0.0(6) . . . . ? S1 C31 C36 C35 -177.0(3) . . . . ? C34 C35 C36 C31 0.1(6) . . . . ? C35 C34 C37 F3B -87.7(7) . . . . ? C33 C34 C37 F3B 91.2(7) . . . . ? C35 C34 C37 F2A 2.9(6) . . . . ? C33 C34 C37 F2A -178.2(4) . . . . ? C35 C34 C37 F1A 126.4(5) . . . . ? C33 C34 C37 F1A -54.8(6) . . . . ? C35 C34 C37 F1B 144.7(6) . . . . ? C33 C34 C37 F1B -36.4(7) . . . . ? C35 C34 C37 F3A -116.1(5) . . . . ? C33 C34 C37 F3A 62.7(5) . . . . ? C35 C34 C37 F2B 28.4(6) . . . . ? C33 C34 C37 F2B -152.8(5) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 67.80 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.790 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.075 #eof data_1E ================================================ data_2A _database_code_depnum_ccdc_archive 'CCDC 872171' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H38 Ni O3 P2 S' _chemical_formula_sum 'C25 H38 Ni O3 P2 S' _chemical_formula_weight 539.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 36.0524(10) _cell_length_b 7.6168(2) _cell_length_c 25.0220(8) _cell_angle_alpha 90.00 _cell_angle_beta 129.255(3) _cell_angle_gamma 90.00 _cell_volume 5320.6(3) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9979 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 67.49 _exptl_crystal_description 'rectangular plate' _exptl_crystal_colour orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.346 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2288 _exptl_absorpt_coefficient_mu 3.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5752 _exptl_absorpt_correction_T_max 0.8857 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 21489 _diffrn_reflns_av_R_equivalents 0.0356 _diffrn_reflns_av_sigmaI/netI 0.0247 _diffrn_reflns_limit_h_min -42 _diffrn_reflns_limit_h_max 41 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 67.94 _reflns_number_total 4603 _reflns_number_gt 4021 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0520P)^2^+4.3852P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4603 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0379 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0876 _refine_ls_wR_factor_gt 0.0838 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Ni Ni 0.136258(11) 0.08313(4) 0.251833(15) 0.02143(11) Uani 1 1 d . . . S1 S 0.145193(17) -0.10363(6) 0.19264(2) 0.02580(13) Uani 1 1 d . . . P1 P 0.062646(17) 0.17581(7) 0.17940(2) 0.02449(13) Uani 1 1 d . . . P2 P 0.207956(16) 0.03030(7) 0.34252(2) 0.02173(12) Uani 1 1 d . . . O1 O 0.05283(5) 0.2890(2) 0.22613(7) 0.0328(3) Uani 1 1 d . . . O2 O 0.21392(5) 0.11710(18) 0.40841(7) 0.0260(3) Uani 1 1 d . . . O3 O 0.10198(5) 0.2266(2) -0.05690(8) 0.0358(4) Uani 1 1 d . . . C1 C 0.13373(7) 0.2045(3) 0.31575(10) 0.0239(4) Uani 1 1 d . . . C2 C 0.09277(7) 0.2914(3) 0.29575(10) 0.0271(4) Uani 1 1 d . . . C3 C 0.09004(8) 0.3794(3) 0.34168(11) 0.0317(5) Uani 1 1 d . . . H3 H 0.0614 0.4373 0.3261 0.038 Uiso 1 1 calc R . . C4 C 0.13031(8) 0.3808(3) 0.41107(11) 0.0317(5) Uani 1 1 d . . . H4 H 0.1293 0.4421 0.4432 0.038 Uiso 1 1 calc R . . C5 C 0.17208(7) 0.2939(3) 0.43439(10) 0.0282(4) Uani 1 1 d . . . H5 H 0.1994 0.2940 0.4819 0.034 Uiso 1 1 calc R . . C6 C 0.17256(7) 0.2070(3) 0.38609(10) 0.0237(4) Uani 1 1 d . . . C7 C 0.04297(7) 0.3346(3) 0.11132(11) 0.0299(5) Uani 1 1 d . . . H7 H 0.0465 0.2785 0.0786 0.036 Uiso 1 1 calc R . . C8 C 0.07637(8) 0.4935(3) 0.14362(13) 0.0387(5) Uani 1 1 d . . . H8A H 0.0700 0.5695 0.1070 0.058 Uiso 1 1 calc R . . H8B H 0.1097 0.4537 0.1730 0.058 Uiso 1 1 calc R . . H8C H 0.0708 0.5593 0.1716 0.058 Uiso 1 1 calc R . . C9 C -0.00968(8) 0.3912(3) 0.06965(12) 0.0387(5) Uani 1 1 d . . . H9A H -0.0175 0.4793 0.0353 0.058 Uiso 1 1 calc R . . H9B H -0.0145 0.4416 0.1009 0.058 Uiso 1 1 calc R . . H9C H -0.0306 0.2889 0.0462 0.058 Uiso 1 1 calc R . . C10 C 0.01584(7) 0.0085(3) 0.14106(10) 0.0268(4) Uani 1 1 d . . . H10 H -0.0149 0.0674 0.1230 0.032 Uiso 1 1 calc R . . C11 C 0.02880(8) -0.1224(3) 0.19709(12) 0.0378(5) Uani 1 1 d . . . H11A H 0.0034 -0.2106 0.1771 0.057 Uiso 1 1 calc R . . H11B H 0.0322 -0.0598 0.2342 0.057 Uiso 1 1 calc R . . H11C H 0.0591 -0.1804 0.2158 0.057 Uiso 1 1 calc R . . C12 C 0.00913(7) -0.0810(3) 0.08073(11) 0.0313(5) Uani 1 1 d . . . H12A H -0.0119 -0.1831 0.0657 0.047 Uiso 1 1 calc R . . H12B H 0.0403 -0.1193 0.0955 0.047 Uiso 1 1 calc R . . H12C H -0.0053 0.0021 0.0424 0.047 Uiso 1 1 calc R . . C13 C 0.25755(7) 0.1395(3) 0.35260(10) 0.0274(4) Uani 1 1 d . . . H13 H 0.2870 0.1264 0.4018 0.033 Uiso 1 1 calc R . . C14 C 0.24634(9) 0.3354(3) 0.33794(13) 0.0404(5) Uani 1 1 d . . . H14A H 0.2729 0.3954 0.3443 0.061 Uiso 1 1 calc R . . H14B H 0.2420 0.3847 0.3698 0.061 Uiso 1 1 calc R . . H14C H 0.2169 0.3516 0.2903 0.061 Uiso 1 1 calc R . . C15 C 0.26777(8) 0.0581(3) 0.30723(12) 0.0377(5) Uani 1 1 d . . . H15A H 0.2943 0.1208 0.3144 0.057 Uiso 1 1 calc R . . H15B H 0.2391 0.0670 0.2586 0.057 Uiso 1 1 calc R . . H15C H 0.2764 -0.0658 0.3196 0.057 Uiso 1 1 calc R . . C16 C 0.22483(7) -0.1984(3) 0.36895(10) 0.0266(4) Uani 1 1 d . . . H16 H 0.2286 -0.2557 0.3367 0.032 Uiso 1 1 calc R . . C17 C 0.18390(8) -0.2914(3) 0.36113(12) 0.0360(5) Uani 1 1 d . . . H17A H 0.1925 -0.4145 0.3751 0.054 Uiso 1 1 calc R . . H17B H 0.1547 -0.2856 0.3128 0.054 Uiso 1 1 calc R . . H17C H 0.1783 -0.2334 0.3905 0.054 Uiso 1 1 calc R . . C18 C 0.27230(8) -0.2171(3) 0.44240(11) 0.0370(5) Uani 1 1 d . . . H18A H 0.2785 -0.3415 0.4552 0.055 Uiso 1 1 calc R . . H18B H 0.2704 -0.1530 0.4746 0.055 Uiso 1 1 calc R . . H18C H 0.2984 -0.1689 0.4444 0.055 Uiso 1 1 calc R . . C31 C 0.13174(6) -0.0052(3) 0.11828(10) 0.0243(4) Uani 1 1 d . . . C32 C 0.12270(7) -0.1108(3) 0.06539(10) 0.0261(4) Uani 1 1 d . . . H32 H 0.1227 -0.2348 0.0694 0.031 Uiso 1 1 calc R . . C33 C 0.11367(7) -0.0390(3) 0.00704(10) 0.0272(4) Uani 1 1 d . . . H33 H 0.1084 -0.1137 -0.0276 0.033 Uiso 1 1 calc R . . C34 C 0.11239(7) 0.1412(3) -0.00042(10) 0.0280(4) Uani 1 1 d . . . C35 C 0.12173(8) 0.2489(3) 0.05191(11) 0.0315(5) Uani 1 1 d . . . H35 H 0.1211 0.3729 0.0473 0.038 Uiso 1 1 calc R . . C36 C 0.13184(7) 0.1761(3) 0.11025(11) 0.0293(5) Uani 1 1 d . . . H36 H 0.1391 0.2515 0.1460 0.035 Uiso 1 1 calc R . . C37 C 0.10175(8) 0.1230(3) -0.10459(12) 0.0368(5) Uani 1 1 d . . . H37A H 0.0974 0.1995 -0.1397 0.055 Uiso 1 1 calc R . . H37B H 0.0754 0.0380 -0.1269 0.055 Uiso 1 1 calc R . . H37C H 0.1323 0.0603 -0.0799 0.055 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.01909(18) 0.0285(2) 0.01636(18) -0.00165(12) 0.01105(14) 0.00069(13) S1 0.0261(3) 0.0322(3) 0.0204(2) -0.00230(18) 0.0153(2) 0.0024(2) P1 0.0205(2) 0.0305(3) 0.0196(3) -0.00190(19) 0.0113(2) 0.0016(2) P2 0.0194(2) 0.0287(3) 0.0169(2) -0.00082(18) 0.01140(19) -0.00001(19) O1 0.0243(7) 0.0452(9) 0.0239(7) -0.0044(6) 0.0128(6) 0.0080(7) O2 0.0229(7) 0.0348(8) 0.0183(7) -0.0028(6) 0.0121(6) 0.0010(6) O3 0.0433(9) 0.0408(9) 0.0317(8) 0.0036(7) 0.0277(7) 0.0015(7) C1 0.0258(10) 0.0262(10) 0.0225(10) -0.0028(8) 0.0167(8) -0.0027(8) C2 0.0257(10) 0.0320(11) 0.0219(10) -0.0011(8) 0.0143(8) -0.0003(8) C3 0.0293(11) 0.0353(12) 0.0355(12) -0.0039(9) 0.0229(10) 0.0039(9) C4 0.0398(12) 0.0342(12) 0.0300(12) -0.0065(9) 0.0263(10) -0.0011(9) C5 0.0314(11) 0.0340(12) 0.0205(10) -0.0045(8) 0.0170(9) -0.0038(9) C6 0.0244(10) 0.0250(10) 0.0245(10) -0.0014(8) 0.0169(8) -0.0029(8) C7 0.0300(11) 0.0285(11) 0.0276(11) 0.0008(8) 0.0166(9) 0.0008(9) C8 0.0368(12) 0.0307(12) 0.0456(14) -0.0033(10) 0.0246(11) -0.0018(10) C9 0.0295(12) 0.0386(13) 0.0355(13) 0.0068(10) 0.0146(10) 0.0041(10) C10 0.0200(9) 0.0328(11) 0.0250(10) 0.0004(8) 0.0130(8) 0.0007(8) C11 0.0375(13) 0.0436(14) 0.0348(13) 0.0059(10) 0.0241(11) 0.0001(10) C12 0.0263(11) 0.0355(12) 0.0260(11) -0.0037(9) 0.0136(9) -0.0038(9) C13 0.0206(10) 0.0357(12) 0.0250(10) -0.0022(8) 0.0140(8) -0.0026(8) C14 0.0380(13) 0.0365(13) 0.0503(15) 0.0004(11) 0.0298(12) -0.0057(10) C15 0.0337(12) 0.0508(14) 0.0393(13) -0.0075(10) 0.0280(11) -0.0079(10) C16 0.0272(10) 0.0303(11) 0.0241(10) 0.0013(8) 0.0170(9) 0.0026(9) C17 0.0353(12) 0.0340(12) 0.0402(13) 0.0076(10) 0.0246(10) 0.0030(10) C18 0.0306(12) 0.0427(13) 0.0306(12) 0.0069(10) 0.0160(10) 0.0082(10) C31 0.0176(9) 0.0341(11) 0.0222(10) -0.0041(8) 0.0130(8) -0.0020(8) C32 0.0240(10) 0.0305(11) 0.0229(10) -0.0039(8) 0.0145(8) -0.0011(8) C33 0.0231(10) 0.0375(12) 0.0216(10) -0.0071(8) 0.0145(8) -0.0032(9) C34 0.0237(10) 0.0393(12) 0.0253(11) 0.0009(9) 0.0175(9) -0.0016(9) C35 0.0347(11) 0.0292(11) 0.0367(12) -0.0033(9) 0.0255(10) -0.0044(9) C36 0.0299(11) 0.0355(12) 0.0279(11) -0.0085(9) 0.0209(9) -0.0052(9) C37 0.0374(12) 0.0524(15) 0.0283(12) -0.0009(10) 0.0245(10) -0.0034(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 Ni C1 1.8988(19) . ? Ni P2 2.1377(6) . ? Ni P1 2.1769(6) . ? Ni S1 2.2191(6) . ? S1 C31 1.766(2) . ? P1 O1 1.6612(14) . ? P1 C7 1.827(2) . ? P1 C10 1.829(2) . ? P2 O2 1.6592(13) . ? P2 C16 1.826(2) . ? P2 C13 1.839(2) . ? O1 C2 1.391(2) . ? O2 C6 1.396(2) . ? O3 C34 1.375(2) . ? O3 C37 1.426(3) . ? C1 C2 1.391(3) . ? C1 C6 1.393(3) . ? C2 C3 1.387(3) . ? C3 C4 1.390(3) . ? C4 C5 1.391(3) . ? C5 C6 1.388(3) . ? C7 C8 1.529(3) . ? C7 C9 1.540(3) . ? C10 C12 1.530(3) . ? C10 C11 1.532(3) . ? C13 C14 1.528(3) . ? C13 C15 1.530(3) . ? C16 C18 1.532(3) . ? C16 C17 1.533(3) . ? C31 C36 1.396(3) . ? C31 C32 1.399(3) . ? C32 C33 1.391(3) . ? C33 C34 1.382(3) . ? C34 C35 1.394(3) . ? C35 C36 1.377(3) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P2 82.40(6) . . ? C1 Ni P1 81.98(6) . . ? P2 Ni P1 164.38(2) . . ? C1 Ni S1 168.19(6) . . ? P2 Ni S1 89.95(2) . . ? P1 Ni S1 105.52(2) . . ? C31 S1 Ni 111.85(7) . . ? O1 P1 C7 100.54(9) . . ? O1 P1 C10 101.18(8) . . ? C7 P1 C10 106.69(9) . . ? O1 P1 Ni 105.83(5) . . ? C7 P1 Ni 122.71(7) . . ? C10 P1 Ni 116.42(7) . . ? O2 P2 C16 102.50(8) . . ? O2 P2 C13 100.37(8) . . ? C16 P2 C13 108.05(9) . . ? O2 P2 Ni 106.81(5) . . ? C16 P2 Ni 117.78(7) . . ? C13 P2 Ni 118.56(7) . . ? C2 O1 P1 112.06(12) . . ? C6 O2 P2 111.33(11) . . ? C34 O3 C37 116.82(17) . . ? C2 C1 C6 115.96(17) . . ? C2 C1 Ni 122.31(15) . . ? C6 C1 Ni 121.70(15) . . ? C3 C2 O1 118.95(18) . . ? C3 C2 C1 123.23(18) . . ? O1 C2 C1 117.82(17) . . ? C2 C3 C4 118.21(19) . . ? C3 C4 C5 121.23(18) . . ? C6 C5 C4 117.94(18) . . ? C5 C6 C1 123.40(18) . . ? C5 C6 O2 118.96(17) . . ? C1 C6 O2 117.63(16) . . ? C8 C7 C9 110.91(18) . . ? C8 C7 P1 108.66(15) . . ? C9 C7 P1 113.70(15) . . ? C12 C10 C11 112.29(18) . . ? C12 C10 P1 110.21(13) . . ? C11 C10 P1 109.11(14) . . ? C14 C13 C15 111.66(19) . . ? C14 C13 P2 108.81(14) . . ? C15 C13 P2 112.63(15) . . ? C18 C16 C17 111.38(17) . . ? C18 C16 P2 112.74(15) . . ? C17 C16 P2 108.73(14) . . ? C36 C31 C32 116.91(18) . . ? C36 C31 S1 123.20(15) . . ? C32 C31 S1 119.81(16) . . ? C33 C32 C31 121.78(19) . . ? C34 C33 C32 119.85(18) . . ? O3 C34 C33 124.97(19) . . ? O3 C34 C35 115.67(19) . . ? C33 C34 C35 119.36(18) . . ? C36 C35 C34 120.2(2) . . ? C35 C36 C31 121.85(19) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C3 C4 H4 119.4 . . ? C5 C4 H4 119.4 . . ? C6 C5 H5 121.0 . . ? C4 C5 H5 121.0 . . ? C8 C7 H7 107.8 . . ? C9 C7 H7 107.8 . . ? P1 C7 H7 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 H10 108.4 . . ? C11 C10 H10 108.4 . . ? P1 C10 H10 108.4 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13 107.9 . . ? C15 C13 H13 107.9 . . ? P2 C13 H13 107.9 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 H16 107.9 . . ? C17 C16 H16 107.9 . . ? P2 C16 H16 107.9 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C33 C32 H32 119.1 . . ? C31 C32 H32 119.1 . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C36 C35 H35 119.9 . . ? C34 C35 H35 119.9 . . ? C35 C36 H36 119.1 . . ? C31 C36 H36 119.1 . . ? O3 C37 H37A 109.5 . . ? O3 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? O3 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni S1 C31 -175.0(3) . . . . ? P2 Ni S1 C31 -125.60(7) . . . . ? P1 Ni S1 C31 56.63(7) . . . . ? C1 Ni P1 O1 0.10(8) . . . . ? P2 Ni P1 O1 -0.91(12) . . . . ? S1 Ni P1 O1 170.77(6) . . . . ? C1 Ni P1 C7 114.19(10) . . . . ? P2 Ni P1 C7 113.17(12) . . . . ? S1 Ni P1 C7 -75.14(9) . . . . ? C1 Ni P1 C10 -111.37(9) . . . . ? P2 Ni P1 C10 -112.38(11) . . . . ? S1 Ni P1 C10 59.31(8) . . . . ? C1 Ni P2 O2 2.92(8) . . . . ? P1 Ni P2 O2 3.93(12) . . . . ? S1 Ni P2 O2 -168.07(6) . . . . ? C1 Ni P2 C16 117.41(9) . . . . ? P1 Ni P2 C16 118.42(11) . . . . ? S1 Ni P2 C16 -53.57(7) . . . . ? C1 Ni P2 C13 -109.32(10) . . . . ? P1 Ni P2 C13 -108.31(12) . . . . ? S1 Ni P2 C13 79.70(8) . . . . ? C7 P1 O1 C2 -129.03(14) . . . . ? C10 P1 O1 C2 121.43(14) . . . . ? Ni P1 O1 C2 -0.41(15) . . . . ? C16 P2 O2 C6 -128.07(13) . . . . ? C13 P2 O2 C6 120.63(13) . . . . ? Ni P2 O2 C6 -3.63(13) . . . . ? P2 Ni C1 C2 179.97(17) . . . . ? P1 Ni C1 C2 0.24(16) . . . . ? S1 Ni C1 C2 -130.0(3) . . . . ? P2 Ni C1 C6 -2.05(15) . . . . ? P1 Ni C1 C6 178.22(17) . . . . ? S1 Ni C1 C6 48.0(4) . . . . ? P1 O1 C2 C3 -179.36(16) . . . . ? P1 O1 C2 C1 0.6(2) . . . . ? C6 C1 C2 C3 1.3(3) . . . . ? Ni C1 C2 C3 179.40(16) . . . . ? C6 C1 C2 O1 -178.68(17) . . . . ? Ni C1 C2 O1 -0.6(3) . . . . ? O1 C2 C3 C4 -179.93(19) . . . . ? C1 C2 C3 C4 0.1(3) . . . . ? C2 C3 C4 C5 -1.1(3) . . . . ? C3 C4 C5 C6 0.6(3) . . . . ? C4 C5 C6 C1 0.9(3) . . . . ? C4 C5 C6 O2 -179.25(18) . . . . ? C2 C1 C6 C5 -1.8(3) . . . . ? Ni C1 C6 C5 -179.90(15) . . . . ? C2 C1 C6 O2 178.32(17) . . . . ? Ni C1 C6 O2 0.2(2) . . . . ? P2 O2 C6 C5 -177.42(15) . . . . ? P2 O2 C6 C1 2.5(2) . . . . ? O1 P1 C7 C8 64.96(16) . . . . ? C10 P1 C7 C8 170.13(14) . . . . ? Ni P1 C7 C8 -51.74(17) . . . . ? O1 P1 C7 C9 -59.07(17) . . . . ? C10 P1 C7 C9 46.10(18) . . . . ? Ni P1 C7 C9 -175.77(13) . . . . ? O1 P1 C10 C12 164.67(14) . . . . ? C7 P1 C10 C12 59.95(16) . . . . ? Ni P1 C10 C12 -81.21(15) . . . . ? O1 P1 C10 C11 -71.60(15) . . . . ? C7 P1 C10 C11 -176.32(14) . . . . ? Ni P1 C10 C11 42.52(16) . . . . ? O2 P2 C13 C14 -67.25(16) . . . . ? C16 P2 C13 C14 -174.17(15) . . . . ? Ni P2 C13 C14 48.49(17) . . . . ? O2 P2 C13 C15 168.40(15) . . . . ? C16 P2 C13 C15 61.48(17) . . . . ? Ni P2 C13 C15 -75.87(17) . . . . ? O2 P2 C16 C18 -49.68(16) . . . . ? C13 P2 C16 C18 55.76(16) . . . . ? Ni P2 C16 C18 -166.51(12) . . . . ? O2 P2 C16 C17 74.34(15) . . . . ? C13 P2 C16 C17 179.77(14) . . . . ? Ni P2 C16 C17 -42.50(16) . . . . ? Ni S1 C31 C36 20.53(18) . . . . ? Ni S1 C31 C32 -162.76(13) . . . . ? C36 C31 C32 C33 -0.7(3) . . . . ? S1 C31 C32 C33 -177.62(15) . . . . ? C31 C32 C33 C34 -1.5(3) . . . . ? C37 O3 C34 C33 -12.8(3) . . . . ? C37 O3 C34 C35 167.81(18) . . . . ? C32 C33 C34 O3 -177.31(18) . . . . ? C32 C33 C34 C35 2.1(3) . . . . ? O3 C34 C35 C36 179.04(18) . . . . ? C33 C34 C35 C36 -0.4(3) . . . . ? C34 C35 C36 C31 -1.9(3) . . . . ? C32 C31 C36 C35 2.4(3) . . . . ? S1 C31 C36 C35 179.22(16) . . . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 67.94 _diffrn_measured_fraction_theta_full 0.951 _refine_diff_density_max 0.531 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.056 #eof data_2A ================================================ data_2B _database_code_depnum_ccdc_archive 'CCDC 872172' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H38 Ni O2 P2 S' _chemical_formula_sum 'C25 H38 Ni O2 P2 S' _chemical_formula_weight 523.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2691(2) _cell_length_b 11.3934(2) _cell_length_c 13.1019(2) _cell_angle_alpha 88.4370(10) _cell_angle_beta 67.6810(10) _cell_angle_gamma 66.7380(10) _cell_volume 1289.15(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5325 _cell_measurement_theta_min 3.69 _cell_measurement_theta_max 67.60 _exptl_crystal_description block _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.348 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 556 _exptl_absorpt_coefficient_mu 3.160 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7429 _exptl_absorpt_correction_T_max 0.8580 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 11035 _diffrn_reflns_av_R_equivalents 0.0288 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.69 _diffrn_reflns_theta_max 67.79 _reflns_number_total 4444 _reflns_number_gt 3698 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0598P)^2^+0.3916P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4444 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0477 _refine_ls_R_factor_gt 0.0377 _refine_ls_wR_factor_ref 0.1019 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.032 _refine_ls_restrained_S_all 1.032 _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 Ni Ni 0.79514(5) 0.78372(4) 0.20857(3) 0.02108(13) Uani 1 1 d . . . S1 S 0.89767(8) 0.90904(6) 0.23695(6) 0.03175(18) Uani 1 1 d . . . P1 P 0.83392(7) 0.64033(6) 0.31740(5) 0.02128(15) Uani 1 1 d . . . P2 P 0.71773(7) 0.89929(6) 0.09296(5) 0.02128(15) Uani 1 1 d . . . O1 O 0.7845(2) 0.52918(16) 0.28483(14) 0.0260(4) Uani 1 1 d . . . O2 O 0.62981(19) 0.82964(16) 0.04929(14) 0.0246(4) Uani 1 1 d . . . C1 C 0.7056(3) 0.6828(2) 0.1702(2) 0.0204(5) Uani 1 1 d . . . C2 C 0.7085(3) 0.5696(2) 0.2137(2) 0.0230(5) Uani 1 1 d . . . C3 C 0.6397(3) 0.4968(2) 0.1907(2) 0.0263(5) Uani 1 1 d . . . H3 H 0.6438 0.4202 0.2225 0.032 Uiso 1 1 calc R . . C4 C 0.5640(3) 0.5395(2) 0.1192(2) 0.0274(6) Uani 1 1 d . . . H4 H 0.5153 0.4915 0.1025 0.033 Uiso 1 1 calc R . . C5 C 0.5588(3) 0.6511(2) 0.0722(2) 0.0255(5) Uani 1 1 d . . . H5 H 0.5068 0.6800 0.0239 0.031 Uiso 1 1 calc R . . C6 C 0.6308(3) 0.7193(2) 0.0973(2) 0.0225(5) Uani 1 1 d . . . C7 C 1.0312(3) 0.5437(2) 0.3050(2) 0.0267(6) Uani 1 1 d . . . H7 H 1.0575 0.5962 0.3474 0.032 Uiso 1 1 calc R . . C8 C 1.1420(3) 0.5202(3) 0.1824(2) 0.0391(7) Uani 1 1 d . . . H8A H 1.2487 0.4716 0.1750 0.059 Uiso 1 1 calc R . . H8B H 1.1310 0.6033 0.1554 0.059 Uiso 1 1 calc R . . H8C H 1.1173 0.4708 0.1381 0.059 Uiso 1 1 calc R . . C9 C 1.0560(3) 0.4160(3) 0.3511(3) 0.0354(6) Uani 1 1 d . . . H9A H 1.1649 0.3702 0.3395 0.053 Uiso 1 1 calc R . . H9B H 1.0286 0.3630 0.3123 0.053 Uiso 1 1 calc R . . H9C H 0.9904 0.4328 0.4310 0.053 Uiso 1 1 calc R . . C10 C 0.7030(3) 0.6961(2) 0.4661(2) 0.0252(5) Uani 1 1 d . . . H10 H 0.7565 0.7241 0.5037 0.030 Uiso 1 1 calc R . . C11 C 0.5581(3) 0.8149(3) 0.4729(2) 0.0312(6) Uani 1 1 d . . . H11A H 0.4845 0.8442 0.5509 0.047 Uiso 1 1 calc R . . H11B H 0.5098 0.7917 0.4297 0.047 Uiso 1 1 calc R . . H11C H 0.5879 0.8843 0.4423 0.047 Uiso 1 1 calc R . . C12 C 0.6568(3) 0.5937(3) 0.5281(2) 0.0365(7) Uani 1 1 d . . . H12A H 0.5877 0.6304 0.6061 0.055 Uiso 1 1 calc R . . H12B H 0.7498 0.5197 0.5250 0.055 Uiso 1 1 calc R . . H12C H 0.6033 0.5652 0.4929 0.055 Uiso 1 1 calc R . . C13 C 0.8642(3) 0.9079(3) -0.0372(2) 0.0263(5) Uani 1 1 d . . . H13 H 0.9021 0.9702 -0.0200 0.032 Uiso 1 1 calc R . . C14 C 1.0018(3) 0.7760(3) -0.0806(2) 0.0392(7) Uani 1 1 d . . . H14A H 1.0804 0.7810 -0.1501 0.059 Uiso 1 1 calc R . . H14B H 0.9669 0.7118 -0.0945 0.059 Uiso 1 1 calc R . . H14C H 1.0462 0.7506 -0.0250 0.059 Uiso 1 1 calc R . . C15 C 0.7996(3) 0.9573(3) -0.1250(2) 0.0360(7) Uani 1 1 d . . . H15A H 0.8786 0.9704 -0.1894 0.054 Uiso 1 1 calc R . . H15B H 0.7081 1.0393 -0.0932 0.054 Uiso 1 1 calc R . . H15C H 0.7708 0.8938 -0.1489 0.054 Uiso 1 1 calc R . . C16 C 0.5620(3) 1.0618(2) 0.1446(2) 0.0274(6) Uani 1 1 d . . . H16 H 0.5103 1.0846 0.0912 0.033 Uiso 1 1 calc R . . C17 C 0.4425(3) 1.0579(3) 0.2574(2) 0.0355(6) Uani 1 1 d . . . H17A H 0.3518 1.1410 0.2822 0.053 Uiso 1 1 calc R . . H17B H 0.4884 1.0410 0.3125 0.053 Uiso 1 1 calc R . . H17C H 0.4109 0.9891 0.2496 0.053 Uiso 1 1 calc R . . C18 C 0.6193(4) 1.1650(3) 0.1532(3) 0.0383(7) Uani 1 1 d . . . H18A H 0.5313 1.2498 0.1795 0.058 Uiso 1 1 calc R . . H18B H 0.6939 1.1660 0.0796 0.058 Uiso 1 1 calc R . . H18C H 0.6693 1.1453 0.2058 0.058 Uiso 1 1 calc R . . C31 C 0.9843(3) 0.8612(2) 0.3353(2) 0.0261(6) Uani 1 1 d . . . C32 C 0.8962(3) 0.8958(2) 0.4496(2) 0.0265(6) Uani 1 1 d . . . H32 H 0.7871 0.9422 0.4764 0.032 Uiso 1 1 calc R . . C33 C 0.9659(3) 0.8632(2) 0.5252(2) 0.0265(5) Uani 1 1 d . . . H33 H 0.9033 0.8873 0.6029 0.032 Uiso 1 1 calc R . . C34 C 1.1250(3) 0.7964(2) 0.4890(2) 0.0261(6) Uani 1 1 d . . . C35 C 1.2136(3) 0.7628(2) 0.3750(2) 0.0281(6) Uani 1 1 d . . . H35 H 1.3228 0.7169 0.3484 0.034 Uiso 1 1 calc R . . C36 C 1.1442(3) 0.7957(2) 0.2989(2) 0.0274(6) Uani 1 1 d . . . H36 H 1.2070 0.7730 0.2213 0.033 Uiso 1 1 calc R . . C37 C 1.1986(3) 0.7633(3) 0.5727(2) 0.0335(6) Uani 1 1 d . . . H37A H 1.3086 0.7059 0.5342 0.050 Uiso 1 1 calc R . . H37B H 1.1470 0.7199 0.6290 0.050 Uiso 1 1 calc R . . H37C H 1.1878 0.8427 0.6090 0.050 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0247(2) 0.0218(2) 0.0229(2) 0.00785(17) -0.01357(18) -0.01204(18) S1 0.0459(4) 0.0322(4) 0.0414(4) 0.0190(3) -0.0325(3) -0.0263(3) P1 0.0243(3) 0.0200(3) 0.0229(3) 0.0068(2) -0.0121(3) -0.0101(2) P2 0.0232(3) 0.0229(3) 0.0227(3) 0.0074(2) -0.0129(3) -0.0111(2) O1 0.0339(10) 0.0224(9) 0.0290(10) 0.0088(7) -0.0183(8) -0.0136(7) O2 0.0278(9) 0.0307(9) 0.0247(9) 0.0102(7) -0.0169(7) -0.0156(8) C1 0.0181(12) 0.0220(12) 0.0210(12) 0.0009(9) -0.0071(10) -0.0087(9) C2 0.0222(12) 0.0271(13) 0.0196(13) 0.0033(10) -0.0088(10) -0.0097(10) C3 0.0274(13) 0.0239(13) 0.0303(14) 0.0064(11) -0.0111(11) -0.0140(11) C4 0.0273(13) 0.0288(13) 0.0307(14) 0.0010(11) -0.0110(11) -0.0167(11) C5 0.0245(13) 0.0316(14) 0.0223(13) 0.0032(11) -0.0104(10) -0.0128(11) C6 0.0206(12) 0.0260(13) 0.0214(13) 0.0042(10) -0.0071(10) -0.0116(10) C7 0.0264(13) 0.0250(13) 0.0355(15) 0.0083(11) -0.0182(12) -0.0118(10) C8 0.0283(15) 0.0388(16) 0.0408(17) 0.0056(13) -0.0074(13) -0.0110(12) C9 0.0333(15) 0.0270(14) 0.0498(18) 0.0121(13) -0.0248(14) -0.0088(12) C10 0.0304(14) 0.0254(13) 0.0217(13) 0.0049(10) -0.0102(11) -0.0136(11) C11 0.0290(14) 0.0291(14) 0.0313(15) 0.0018(11) -0.0096(12) -0.0103(11) C12 0.0431(17) 0.0369(16) 0.0313(16) 0.0126(12) -0.0112(13) -0.0225(13) C13 0.0262(13) 0.0352(14) 0.0259(14) 0.0111(11) -0.0131(11) -0.0187(11) C14 0.0289(15) 0.0469(18) 0.0315(16) 0.0049(13) -0.0079(12) -0.0099(13) C15 0.0347(15) 0.0512(18) 0.0284(15) 0.0174(13) -0.0149(12) -0.0228(14) C16 0.0269(13) 0.0254(13) 0.0332(15) 0.0053(11) -0.0183(12) -0.0082(10) C17 0.0302(15) 0.0384(16) 0.0292(15) -0.0010(12) -0.0111(12) -0.0062(12) C18 0.0462(17) 0.0257(14) 0.0508(19) 0.0072(13) -0.0294(15) -0.0130(13) C31 0.0341(14) 0.0253(13) 0.0342(15) 0.0116(11) -0.0224(12) -0.0193(11) C32 0.0238(13) 0.0234(13) 0.0374(15) 0.0082(11) -0.0141(11) -0.0134(10) C33 0.0306(14) 0.0270(13) 0.0269(14) 0.0063(11) -0.0117(11) -0.0169(11) C34 0.0327(14) 0.0239(13) 0.0326(15) 0.0102(11) -0.0186(12) -0.0174(11) C35 0.0269(13) 0.0240(13) 0.0374(16) 0.0062(11) -0.0151(12) -0.0126(11) C36 0.0319(14) 0.0264(13) 0.0272(14) 0.0045(11) -0.0131(11) -0.0142(11) C37 0.0391(16) 0.0372(16) 0.0380(16) 0.0154(13) -0.0235(13) -0.0221(13) _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 Ni C1 1.907(2) . ? Ni P2 2.1538(7) . ? Ni P1 2.1566(7) . ? Ni S1 2.1908(7) . ? S1 C31 1.789(3) . ? P1 O1 1.6572(17) . ? P1 C7 1.828(3) . ? P1 C10 1.847(3) . ? P2 O2 1.6599(17) . ? P2 C13 1.827(2) . ? P2 C16 1.831(3) . ? O1 C2 1.391(3) . ? O2 C6 1.388(3) . ? C1 C2 1.390(3) . ? C1 C6 1.399(3) . ? C2 C3 1.384(3) . ? C3 C4 1.395(4) . ? C4 C5 1.389(4) . ? C5 C6 1.383(3) . ? C7 C9 1.523(3) . ? C7 C8 1.530(4) . ? C10 C12 1.530(4) . ? C10 C11 1.539(4) . ? C13 C15 1.526(3) . ? C13 C14 1.529(4) . ? C16 C18 1.532(4) . ? C16 C17 1.535(4) . ? C31 C36 1.391(4) . ? C31 C32 1.392(4) . ? C32 C33 1.393(4) . ? C33 C34 1.387(4) . ? C34 C35 1.389(4) . ? C34 C37 1.515(4) . ? C35 C36 1.396(4) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P2 82.00(7) . . ? C1 Ni P1 81.45(7) . . ? P2 Ni P1 163.27(3) . . ? C1 Ni S1 173.99(8) . . ? P2 Ni S1 92.24(3) . . ? P1 Ni S1 104.37(3) . . ? C31 S1 Ni 114.07(8) . . ? O1 P1 C7 102.11(10) . . ? O1 P1 C10 102.08(10) . . ? C7 P1 C10 109.51(12) . . ? O1 P1 Ni 106.53(6) . . ? C7 P1 Ni 119.32(9) . . ? C10 P1 Ni 114.89(8) . . ? O2 P2 C13 102.82(10) . . ? O2 P2 C16 99.44(10) . . ? C13 P2 C16 107.41(12) . . ? O2 P2 Ni 106.64(6) . . ? C13 P2 Ni 118.08(8) . . ? C16 P2 Ni 119.41(9) . . ? C2 O1 P1 111.42(15) . . ? C6 O2 P2 111.93(14) . . ? C2 C1 C6 115.7(2) . . ? C2 C1 Ni 122.39(18) . . ? C6 C1 Ni 121.89(18) . . ? C3 C2 C1 123.7(2) . . ? C3 C2 O1 119.0(2) . . ? C1 C2 O1 117.2(2) . . ? C2 C3 C4 117.9(2) . . ? C5 C4 C3 120.9(2) . . ? C6 C5 C4 118.6(2) . . ? C5 C6 O2 119.5(2) . . ? C5 C6 C1 123.0(2) . . ? O2 C6 C1 117.5(2) . . ? C9 C7 C8 110.3(2) . . ? C9 C7 P1 115.12(18) . . ? C8 C7 P1 108.68(18) . . ? C12 C10 C11 110.3(2) . . ? C12 C10 P1 114.37(18) . . ? C11 C10 P1 107.81(17) . . ? C15 C13 C14 111.5(2) . . ? C15 C13 P2 112.61(18) . . ? C14 C13 P2 109.62(18) . . ? C18 C16 C17 111.5(2) . . ? C18 C16 P2 113.30(18) . . ? C17 C16 P2 108.05(18) . . ? C36 C31 C32 118.0(2) . . ? C36 C31 S1 120.5(2) . . ? C32 C31 S1 121.4(2) . . ? C31 C32 C33 120.9(2) . . ? C34 C33 C32 121.1(2) . . ? C33 C34 C35 118.2(2) . . ? C33 C34 C37 120.2(2) . . ? C35 C34 C37 121.5(2) . . ? C34 C35 C36 120.8(2) . . ? C31 C36 C35 120.9(2) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? C6 C5 H5 120.7 . . ? C4 C5 H5 120.7 . . ? C9 C7 H7 107.5 . . ? C8 C7 H7 107.5 . . ? P1 C7 H7 107.5 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 H10 108.1 . . ? C11 C10 H10 108.1 . . ? P1 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C15 C13 H13 107.6 . . ? C14 C13 H13 107.6 . . ? P2 C13 H13 107.6 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 H16 107.9 . . ? C17 C16 H16 107.9 . . ? P2 C16 H16 107.9 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C31 C32 H32 119.5 . . ? C33 C32 H32 119.5 . . ? C34 C33 H33 119.5 . . ? C32 C33 H33 119.5 . . ? C34 C35 H35 119.6 . . ? C36 C35 H35 119.6 . . ? C31 C36 H36 119.5 . . ? C35 C36 H36 119.5 . . ? C34 C37 H37A 109.5 . . ? C34 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C34 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni S1 C31 -164.4(7) . . . . ? P2 Ni S1 C31 178.87(10) . . . . ? P1 Ni S1 C31 0.91(11) . . . . ? C1 Ni P1 O1 7.42(10) . . . . ? P2 Ni P1 O1 16.05(14) . . . . ? S1 Ni P1 O1 -171.03(7) . . . . ? C1 Ni P1 C7 122.12(12) . . . . ? P2 Ni P1 C7 130.74(14) . . . . ? S1 Ni P1 C7 -56.34(10) . . . . ? C1 Ni P1 C10 -104.81(12) . . . . ? P2 Ni P1 C10 -96.19(14) . . . . ? S1 Ni P1 C10 76.73(10) . . . . ? C1 Ni P2 O2 1.24(9) . . . . ? P1 Ni P2 O2 -7.38(14) . . . . ? S1 Ni P2 O2 179.49(7) . . . . ? C1 Ni P2 C13 -113.71(12) . . . . ? P1 Ni P2 C13 -122.33(14) . . . . ? S1 Ni P2 C13 64.54(10) . . . . ? C1 Ni P2 C16 112.65(12) . . . . ? P1 Ni P2 C16 104.03(14) . . . . ? S1 Ni P2 C16 -69.10(10) . . . . ? C7 P1 O1 C2 -136.42(16) . . . . ? C10 P1 O1 C2 110.29(17) . . . . ? Ni P1 O1 C2 -10.54(16) . . . . ? C13 P2 O2 C6 124.64(17) . . . . ? C16 P2 O2 C6 -124.94(17) . . . . ? Ni P2 O2 C6 -0.24(16) . . . . ? P2 Ni C1 C2 178.6(2) . . . . ? P1 Ni C1 C2 -3.91(19) . . . . ? S1 Ni C1 C2 161.7(6) . . . . ? P2 Ni C1 C6 -2.30(18) . . . . ? P1 Ni C1 C6 175.2(2) . . . . ? S1 Ni C1 C6 -19.2(8) . . . . ? C6 C1 C2 C3 -1.6(4) . . . . ? Ni C1 C2 C3 177.55(19) . . . . ? C6 C1 C2 O1 178.8(2) . . . . ? Ni C1 C2 O1 -2.0(3) . . . . ? P1 O1 C2 C3 -170.92(18) . . . . ? P1 O1 C2 C1 8.7(3) . . . . ? C1 C2 C3 C4 0.4(4) . . . . ? O1 C2 C3 C4 179.9(2) . . . . ? C2 C3 C4 C5 0.4(4) . . . . ? C3 C4 C5 C6 0.2(4) . . . . ? C4 C5 C6 O2 178.6(2) . . . . ? C4 C5 C6 C1 -1.6(4) . . . . ? P2 O2 C6 C5 178.33(18) . . . . ? P2 O2 C6 C1 -1.4(3) . . . . ? C2 C1 C6 C5 2.3(4) . . . . ? Ni C1 C6 C5 -176.90(19) . . . . ? C2 C1 C6 O2 -178.0(2) . . . . ? Ni C1 C6 O2 2.9(3) . . . . ? O1 P1 C7 C9 -41.2(2) . . . . ? C10 P1 C7 C9 66.5(2) . . . . ? Ni P1 C7 C9 -158.20(17) . . . . ? O1 P1 C7 C8 83.04(19) . . . . ? C10 P1 C7 C8 -169.31(18) . . . . ? Ni P1 C7 C8 -34.0(2) . . . . ? O1 P1 C10 C12 29.3(2) . . . . ? C7 P1 C10 C12 -78.3(2) . . . . ? Ni P1 C10 C12 144.16(18) . . . . ? O1 P1 C10 C11 -93.74(17) . . . . ? C7 P1 C10 C11 158.59(17) . . . . ? Ni P1 C10 C11 21.10(19) . . . . ? O2 P2 C13 C15 45.9(2) . . . . ? C16 P2 C13 C15 -58.5(2) . . . . ? Ni P2 C13 C15 162.87(17) . . . . ? O2 P2 C13 C14 -78.92(19) . . . . ? C16 P2 C13 C14 176.74(19) . . . . ? Ni P2 C13 C14 38.1(2) . . . . ? O2 P2 C16 C18 -159.32(19) . . . . ? C13 P2 C16 C18 -52.6(2) . . . . ? Ni P2 C16 C18 85.4(2) . . . . ? O2 P2 C16 C17 76.55(19) . . . . ? C13 P2 C16 C17 -176.72(18) . . . . ? Ni P2 C16 C17 -38.7(2) . . . . ? Ni S1 C31 C36 101.7(2) . . . . ? Ni S1 C31 C32 -82.9(2) . . . . ? C36 C31 C32 C33 -1.4(4) . . . . ? S1 C31 C32 C33 -176.92(18) . . . . ? C31 C32 C33 C34 0.5(4) . . . . ? C32 C33 C34 C35 0.2(4) . . . . ? C32 C33 C34 C37 179.3(2) . . . . ? C33 C34 C35 C36 0.0(4) . . . . ? C37 C34 C35 C36 -179.1(2) . . . . ? C32 C31 C36 C35 1.6(4) . . . . ? S1 C31 C36 C35 177.18(19) . . . . ? C34 C35 C36 C31 -0.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 67.79 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.423 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.064 #eof data_2B ================================================ data_2C _database_code_depnum_ccdc_archive 'CCDC 872173' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H36 Ni O2 P2 S' _chemical_formula_sum 'C24 H36 Ni O2 P2 S' _chemical_formula_weight 509.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.84320(10) _cell_length_b 31.3580(5) _cell_length_c 10.3910(2) _cell_angle_alpha 90.00 _cell_angle_beta 94.4590(10) _cell_angle_gamma 90.00 _cell_volume 2547.90(7) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9962 _cell_measurement_theta_min 2.82 _cell_measurement_theta_max 67.91 _exptl_crystal_description block _exptl_crystal_colour red-orange _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 3.184 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7209 _exptl_absorpt_correction_T_max 0.7848 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 21765 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -37 _diffrn_reflns_limit_k_max 37 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.82 _diffrn_reflns_theta_max 67.99 _reflns_number_total 4588 _reflns_number_gt 3972 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0570P)^2^+0.6790P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4588 _refine_ls_number_parameters 279 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0344 _refine_ls_wR_factor_ref 0.0916 _refine_ls_wR_factor_gt 0.0867 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 Ni Ni 0.30491(4) 0.635018(10) 0.82448(3) 0.02212(11) Uani 1 1 d . . . P1 P 0.36670(6) 0.569100(15) 0.79487(5) 0.02262(13) Uani 1 1 d . . . P2 P 0.24191(6) 0.694086(15) 0.91717(5) 0.02388(13) Uani 1 1 d . . . S1 S 0.37967(9) 0.670512(17) 0.65826(5) 0.04429(17) Uani 1 1 d . . . O1 O 0.24848(18) 0.54120(4) 0.89087(13) 0.0277(3) Uani 1 1 d . . . O2 O 0.14002(18) 0.68083(4) 1.04518(13) 0.0295(3) Uani 1 1 d . . . C1 C 0.1974(2) 0.61128(6) 0.96553(18) 0.0230(4) Uani 1 1 d . . . C2 C 0.1810(2) 0.56741(6) 0.98208(18) 0.0244(4) Uani 1 1 d . . . C3 C 0.1042(3) 0.54921(7) 1.0848(2) 0.0284(4) Uani 1 1 d . . . H3 H 0.0979 0.5191 1.0941 0.034 Uiso 1 1 calc R . . C4 C 0.0366(3) 0.57636(7) 1.1737(2) 0.0298(4) Uani 1 1 d . . . H4 H -0.0162 0.5645 1.2449 0.036 Uiso 1 1 calc R . . C5 C 0.0448(3) 0.62045(7) 1.16067(19) 0.0286(4) Uani 1 1 d . . . H5 H -0.0040 0.6388 1.2206 0.034 Uiso 1 1 calc R . . C6 C 0.1265(2) 0.63690(6) 1.05742(19) 0.0252(4) Uani 1 1 d . . . C7 C 0.3154(3) 0.54304(6) 0.63905(19) 0.0296(4) Uani 1 1 d . . . H7 H 0.3890 0.5564 0.5758 0.036 Uiso 1 1 calc R . . C8 C 0.1296(3) 0.55282(8) 0.5931(2) 0.0453(6) Uani 1 1 d . . . H8A H 0.1063 0.5428 0.5042 0.068 Uiso 1 1 calc R . . H8B H 0.1102 0.5837 0.5966 0.068 Uiso 1 1 calc R . . H8C H 0.0532 0.5383 0.6492 0.068 Uiso 1 1 calc R . . C9 C 0.3521(4) 0.49525(7) 0.6398(2) 0.0436(6) Uani 1 1 d . . . H9A H 0.3118 0.4830 0.5561 0.065 Uiso 1 1 calc R . . H9B H 0.2925 0.4816 0.7083 0.065 Uiso 1 1 calc R . . H9C H 0.4754 0.4905 0.6555 0.065 Uiso 1 1 calc R . . C10 C 0.5814(3) 0.55101(7) 0.8547(2) 0.0298(5) Uani 1 1 d . . . H10 H 0.5839 0.5192 0.8497 0.036 Uiso 1 1 calc R . . C11 C 0.6162(3) 0.56392(8) 0.9961(2) 0.0377(5) Uani 1 1 d . . . H11A H 0.7241 0.5512 1.0311 0.056 Uiso 1 1 calc R . . H11B H 0.5227 0.5538 1.0455 0.056 Uiso 1 1 calc R . . H11C H 0.6242 0.5951 1.0024 0.056 Uiso 1 1 calc R . . C12 C 0.7190(3) 0.56840(9) 0.7733(3) 0.0477(6) Uani 1 1 d . . . H12A H 0.8313 0.5582 0.8082 0.072 Uiso 1 1 calc R . . H12B H 0.7172 0.5996 0.7755 0.072 Uiso 1 1 calc R . . H12C H 0.6971 0.5586 0.6840 0.072 Uiso 1 1 calc R . . C13 C 0.0900(3) 0.73035(7) 0.8312(2) 0.0309(5) Uani 1 1 d . . . H13 H 0.1478 0.7431 0.7578 0.037 Uiso 1 1 calc R . . C14 C -0.0622(3) 0.70435(8) 0.7739(2) 0.0420(6) Uani 1 1 d . . . H14A H -0.1438 0.7233 0.7262 0.063 Uiso 1 1 calc R . . H14B H -0.1182 0.6903 0.8436 0.063 Uiso 1 1 calc R . . H14C H -0.0221 0.6827 0.7152 0.063 Uiso 1 1 calc R . . C15 C 0.0332(3) 0.76712(7) 0.9154(3) 0.0428(6) Uani 1 1 d . . . H15A H -0.0482 0.7853 0.8644 0.064 Uiso 1 1 calc R . . H15B H 0.1331 0.7841 0.9462 0.064 Uiso 1 1 calc R . . H15C H -0.0216 0.7555 0.9894 0.064 Uiso 1 1 calc R . . C16 C 0.4173(3) 0.72647(6) 0.9903(2) 0.0306(5) Uani 1 1 d . . . H16 H 0.3695 0.7459 1.0547 0.037 Uiso 1 1 calc R . . C17 C 0.5495(3) 0.69754(8) 1.0626(2) 0.0423(6) Uani 1 1 d . . . H17A H 0.6376 0.7151 1.1090 0.063 Uiso 1 1 calc R . . H17B H 0.6027 0.6792 1.0008 0.063 Uiso 1 1 calc R . . H17C H 0.4930 0.6798 1.1244 0.063 Uiso 1 1 calc R . . C18 C 0.4985(3) 0.75401(7) 0.8901(2) 0.0384(5) Uani 1 1 d . . . H18A H 0.5935 0.7704 0.9323 0.058 Uiso 1 1 calc R . . H18B H 0.4126 0.7736 0.8503 0.058 Uiso 1 1 calc R . . H18C H 0.5414 0.7357 0.8234 0.058 Uiso 1 1 calc R . . C31 C 0.4789(3) 0.64371(6) 0.53343(19) 0.0288(5) Uani 1 1 d . . . C32 C 0.6562(3) 0.64294(7) 0.5336(2) 0.0338(5) Uani 1 1 d . . . H32 H 0.7242 0.6533 0.6066 0.041 Uiso 1 1 calc R . . C33 C 0.7351(3) 0.62721(7) 0.4285(2) 0.0343(5) Uani 1 1 d . . . H33 H 0.8564 0.6269 0.4300 0.041 Uiso 1 1 calc R . . C34 C 0.6385(3) 0.61195(7) 0.3218(2) 0.0317(5) Uani 1 1 d . . . H34 H 0.6926 0.6014 0.2495 0.038 Uiso 1 1 calc R . . C35 C 0.4625(3) 0.61218(7) 0.3209(2) 0.0313(5) Uani 1 1 d . . . H35 H 0.3954 0.6015 0.2479 0.038 Uiso 1 1 calc R . . C36 C 0.3824(3) 0.62790(6) 0.4255(2) 0.0296(4) Uani 1 1 d . . . H36 H 0.2611 0.6279 0.4236 0.036 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0283(2) 0.01812(18) 0.02069(18) -0.00138(12) 0.00674(13) 0.00109(12) P1 0.0276(3) 0.0184(2) 0.0224(3) -0.00095(18) 0.00519(18) 0.00148(18) P2 0.0284(3) 0.0196(2) 0.0244(3) -0.00355(19) 0.00732(19) 0.00089(18) S1 0.0849(5) 0.0210(3) 0.0307(3) 0.0022(2) 0.0284(3) 0.0061(3) O1 0.0356(8) 0.0200(7) 0.0285(7) -0.0016(6) 0.0095(6) -0.0007(6) O2 0.0372(8) 0.0240(7) 0.0291(8) -0.0049(6) 0.0133(6) 0.0009(6) C1 0.0217(10) 0.0263(10) 0.0211(9) -0.0004(8) 0.0024(7) -0.0023(7) C2 0.0237(10) 0.0263(10) 0.0233(10) -0.0029(8) 0.0019(7) 0.0010(8) C3 0.0269(11) 0.0279(10) 0.0303(11) 0.0033(8) 0.0014(8) -0.0042(8) C4 0.0269(11) 0.0374(12) 0.0260(10) 0.0033(9) 0.0072(8) -0.0045(9) C5 0.0261(11) 0.0356(11) 0.0248(10) -0.0039(9) 0.0075(8) -0.0009(8) C6 0.0237(10) 0.0264(10) 0.0259(10) -0.0020(8) 0.0032(8) 0.0001(7) C7 0.0423(12) 0.0235(10) 0.0236(10) -0.0034(8) 0.0073(8) -0.0023(8) C8 0.0502(15) 0.0482(15) 0.0362(13) -0.0120(11) -0.0048(11) -0.0046(11) C9 0.0706(17) 0.0249(11) 0.0368(13) -0.0086(10) 0.0141(11) -0.0048(11) C10 0.0317(11) 0.0262(11) 0.0318(11) 0.0009(8) 0.0043(9) 0.0067(8) C11 0.0361(13) 0.0429(13) 0.0329(12) 0.0016(10) -0.0043(9) 0.0070(10) C12 0.0326(13) 0.0637(17) 0.0476(15) 0.0150(13) 0.0087(10) 0.0082(11) C13 0.0337(12) 0.0270(11) 0.0325(11) -0.0001(9) 0.0047(9) 0.0061(8) C14 0.0349(13) 0.0428(13) 0.0472(14) -0.0072(11) -0.0034(10) 0.0058(10) C15 0.0443(14) 0.0308(12) 0.0533(15) -0.0079(11) 0.0042(11) 0.0119(10) C16 0.0342(12) 0.0251(10) 0.0331(11) -0.0095(9) 0.0075(9) -0.0033(8) C17 0.0389(13) 0.0441(14) 0.0425(14) -0.0056(11) -0.0051(10) -0.0009(10) C18 0.0403(13) 0.0289(11) 0.0472(14) -0.0054(10) 0.0119(10) -0.0076(9) C31 0.0449(13) 0.0189(9) 0.0241(10) 0.0038(8) 0.0117(9) 0.0006(8) C32 0.0445(13) 0.0313(11) 0.0249(11) 0.0031(9) -0.0015(9) -0.0075(9) C33 0.0285(12) 0.0390(12) 0.0359(12) 0.0068(10) 0.0052(9) 0.0013(9) C34 0.0388(12) 0.0311(11) 0.0264(11) 0.0029(9) 0.0105(9) 0.0062(9) C35 0.0378(12) 0.0311(11) 0.0247(10) -0.0018(8) 0.0007(8) 0.0014(9) C36 0.0298(11) 0.0282(11) 0.0316(11) 0.0042(9) 0.0065(8) 0.0011(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni C1 1.8987(19) . ? Ni P1 2.1507(6) . ? Ni P2 2.1625(6) . ? Ni S1 2.1734(6) . ? P1 O1 1.6627(14) . ? P1 C7 1.830(2) . ? P1 C10 1.839(2) . ? P2 O2 1.6571(14) . ? P2 C16 1.827(2) . ? P2 C13 1.829(2) . ? S1 C31 1.775(2) . ? O1 C2 1.390(2) . ? O2 C6 1.388(2) . ? C1 C2 1.394(3) . ? C1 C6 1.396(3) . ? C2 C3 1.389(3) . ? C3 C4 1.391(3) . ? C4 C5 1.391(3) . ? C5 C6 1.391(3) . ? C7 C9 1.526(3) . ? C7 C8 1.529(3) . ? C10 C12 1.522(3) . ? C10 C11 1.529(3) . ? C13 C14 1.527(3) . ? C13 C15 1.535(3) . ? C16 C18 1.529(3) . ? C16 C17 1.530(3) . ? C31 C32 1.391(3) . ? C31 C36 1.394(3) . ? C32 C33 1.387(3) . ? C33 C34 1.379(3) . ? C34 C35 1.380(3) . ? C35 C36 1.388(3) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P1 81.50(6) . . ? C1 Ni P2 82.03(6) . . ? P1 Ni P2 161.58(2) . . ? C1 Ni S1 167.87(6) . . ? P1 Ni S1 107.50(2) . . ? P2 Ni S1 90.02(2) . . ? O1 P1 C7 101.61(9) . . ? O1 P1 C10 100.01(9) . . ? C7 P1 C10 107.09(10) . . ? O1 P1 Ni 106.12(5) . . ? C7 P1 Ni 121.28(7) . . ? C10 P1 Ni 117.31(7) . . ? O2 P2 C16 101.55(9) . . ? O2 P2 C13 102.21(9) . . ? C16 P2 C13 107.37(10) . . ? O2 P2 Ni 106.49(5) . . ? C16 P2 Ni 118.06(7) . . ? C13 P2 Ni 118.53(7) . . ? C31 S1 Ni 119.93(7) . . ? C2 O1 P1 110.95(12) . . ? C6 O2 P2 111.57(12) . . ? C2 C1 C6 115.98(18) . . ? C2 C1 Ni 122.21(15) . . ? C6 C1 Ni 121.79(15) . . ? C3 C2 O1 119.47(17) . . ? C3 C2 C1 123.40(18) . . ? O1 C2 C1 117.12(17) . . ? C2 C3 C4 118.00(19) . . ? C5 C4 C3 121.35(19) . . ? C6 C5 C4 118.14(19) . . ? O2 C6 C5 118.81(18) . . ? O2 C6 C1 118.09(17) . . ? C5 C6 C1 123.09(19) . . ? C9 C7 C8 111.93(19) . . ? C9 C7 P1 113.93(15) . . ? C8 C7 P1 108.98(15) . . ? C12 C10 C11 111.0(2) . . ? C12 C10 P1 111.84(15) . . ? C11 C10 P1 109.48(14) . . ? C14 C13 C15 111.76(19) . . ? C14 C13 P2 108.54(15) . . ? C15 C13 P2 113.29(16) . . ? C18 C16 C17 111.53(19) . . ? C18 C16 P2 111.76(15) . . ? C17 C16 P2 109.53(15) . . ? C32 C31 C36 118.34(19) . . ? C32 C31 S1 120.16(17) . . ? C36 C31 S1 120.99(17) . . ? C33 C32 C31 120.8(2) . . ? C34 C33 C32 120.4(2) . . ? C33 C34 C35 119.3(2) . . ? C34 C35 C36 120.7(2) . . ? C35 C36 C31 120.4(2) . . ? C2 C3 H3 121.0 . . ? C4 C3 H3 121.0 . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C6 C5 H5 120.9 . . ? C4 C5 H5 120.9 . . ? C9 C7 H7 107.2 . . ? C8 C7 H7 107.2 . . ? P1 C7 H7 107.2 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 H10 108.1 . . ? C11 C10 H10 108.1 . . ? P1 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13 107.7 . . ? C15 C13 H13 107.7 . . ? P2 C13 H13 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 H16 108.0 . . ? C17 C16 H16 108.0 . . ? P2 C16 H16 108.0 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C34 C33 H33 119.8 . . ? C32 C33 H33 119.8 . . ? C33 C34 H34 120.3 . . ? C35 C34 H34 120.3 . . ? C34 C35 H35 119.7 . . ? C36 C35 H35 119.7 . . ? C35 C36 H36 119.8 . . ? C31 C36 H36 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni P1 O1 11.75(8) . . . . ? P2 Ni P1 O1 38.61(10) . . . . ? S1 Ni P1 O1 -159.89(6) . . . . ? C1 Ni P1 C7 126.62(10) . . . . ? P2 Ni P1 C7 153.48(10) . . . . ? S1 Ni P1 C7 -45.02(9) . . . . ? C1 Ni P1 C10 -98.90(9) . . . . ? P2 Ni P1 C10 -72.04(11) . . . . ? S1 Ni P1 C10 89.46(8) . . . . ? C1 Ni P2 O2 -1.23(8) . . . . ? P1 Ni P2 O2 -28.05(11) . . . . ? S1 Ni P2 O2 169.56(6) . . . . ? C1 Ni P2 C16 111.99(10) . . . . ? P1 Ni P2 C16 85.17(11) . . . . ? S1 Ni P2 C16 -77.21(8) . . . . ? C1 Ni P2 C13 -115.57(10) . . . . ? P1 Ni P2 C13 -142.39(11) . . . . ? S1 Ni P2 C13 55.23(9) . . . . ? C1 Ni S1 C31 -138.7(3) . . . . ? P1 Ni S1 C31 -1.84(10) . . . . ? P2 Ni S1 C31 172.41(9) . . . . ? C7 P1 O1 C2 -142.52(13) . . . . ? C10 P1 O1 C2 107.55(13) . . . . ? Ni P1 O1 C2 -14.86(13) . . . . ? C16 P2 O2 C6 -123.30(14) . . . . ? C13 P2 O2 C6 125.85(14) . . . . ? Ni P2 O2 C6 0.84(14) . . . . ? P1 Ni C1 C2 -8.17(15) . . . . ? P2 Ni C1 C2 -179.89(16) . . . . ? S1 Ni C1 C2 130.6(3) . . . . ? P1 Ni C1 C6 173.34(16) . . . . ? P2 Ni C1 C6 1.63(15) . . . . ? S1 Ni C1 C6 -47.9(4) . . . . ? P1 O1 C2 C3 -168.66(15) . . . . ? P1 O1 C2 C1 10.3(2) . . . . ? C6 C1 C2 C3 -1.9(3) . . . . ? Ni C1 C2 C3 179.49(15) . . . . ? C6 C1 C2 O1 179.14(16) . . . . ? Ni C1 C2 O1 0.6(2) . . . . ? O1 C2 C3 C4 -179.46(17) . . . . ? C1 C2 C3 C4 1.7(3) . . . . ? C2 C3 C4 C5 0.2(3) . . . . ? C3 C4 C5 C6 -1.5(3) . . . . ? P2 O2 C6 C5 179.69(15) . . . . ? P2 O2 C6 C1 0.3(2) . . . . ? C4 C5 C6 O2 -178.17(18) . . . . ? C4 C5 C6 C1 1.2(3) . . . . ? C2 C1 C6 O2 179.85(16) . . . . ? Ni C1 C6 O2 -1.6(3) . . . . ? C2 C1 C6 C5 0.5(3) . . . . ? Ni C1 C6 C5 179.04(15) . . . . ? O1 P1 C7 C9 -56.99(18) . . . . ? C10 P1 C7 C9 47.41(19) . . . . ? Ni P1 C7 C9 -174.14(14) . . . . ? O1 P1 C7 C8 68.79(16) . . . . ? C10 P1 C7 C8 173.19(15) . . . . ? Ni P1 C7 C8 -48.36(18) . . . . ? O1 P1 C10 C12 174.14(17) . . . . ? C7 P1 C10 C12 68.59(19) . . . . ? Ni P1 C10 C12 -71.76(18) . . . . ? O1 P1 C10 C11 -62.46(16) . . . . ? C7 P1 C10 C11 -168.00(15) . . . . ? Ni P1 C10 C11 51.64(17) . . . . ? O2 P2 C13 C14 -71.15(16) . . . . ? C16 P2 C13 C14 -177.54(15) . . . . ? Ni P2 C13 C14 45.48(17) . . . . ? O2 P2 C13 C15 53.61(18) . . . . ? C16 P2 C13 C15 -52.79(19) . . . . ? Ni P2 C13 C15 170.24(14) . . . . ? O2 P2 C16 C18 -162.18(15) . . . . ? C13 P2 C16 C18 -55.31(17) . . . . ? Ni P2 C16 C18 81.90(16) . . . . ? O2 P2 C16 C17 73.70(16) . . . . ? C13 P2 C16 C17 -179.43(15) . . . . ? Ni P2 C16 C17 -42.22(17) . . . . ? Ni S1 C31 C32 -95.44(17) . . . . ? Ni S1 C31 C36 92.86(17) . . . . ? C36 C31 C32 C33 0.6(3) . . . . ? S1 C31 C32 C33 -171.31(17) . . . . ? C31 C32 C33 C34 -0.1(3) . . . . ? C32 C33 C34 C35 -0.5(3) . . . . ? C33 C34 C35 C36 0.6(3) . . . . ? C34 C35 C36 C31 -0.1(3) . . . . ? C32 C31 C36 C35 -0.5(3) . . . . ? S1 C31 C36 C35 171.31(16) . . . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 67.99 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.515 _refine_diff_density_min -0.266 _refine_diff_density_rms 0.060 #eof data_2C ================================================ data_2D _database_code_depnum_ccdc_archive 'CCDC 872174' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H35 Cl Ni O2 P2 S' _chemical_formula_sum 'C24 H35 Cl Ni O2 P2 S' _chemical_formula_weight 543.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5017(2) _cell_length_b 9.6113(2) _cell_length_c 16.6023(4) _cell_angle_alpha 85.4050(10) _cell_angle_beta 78.0430(10) _cell_angle_gamma 88.3270(10) _cell_volume 1322.80(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6692 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 67.85 _exptl_crystal_description block _exptl_crystal_colour orange-yellow _exptl_crystal_size_max 0.11 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.365 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 572 _exptl_absorpt_coefficient_mu 4.009 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6668 _exptl_absorpt_correction_T_max 0.7666 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 0.83 _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_standards_decay_% 0 _diffrn_reflns_number 11430 _diffrn_reflns_av_R_equivalents 0.0225 _diffrn_reflns_av_sigmaI/netI 0.0269 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.73 _diffrn_reflns_theta_max 68.06 _reflns_number_total 4586 _reflns_number_gt 3995 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.632' _computing_cell_refinement 'Bruker SAINT v7.46A' _computing_data_reduction 'Bruker SAINT v7.46A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0558P)^2^+0.3736P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4586 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0402 _refine_ls_R_factor_gt 0.0341 _refine_ls_wR_factor_ref 0.0922 _refine_ls_wR_factor_gt 0.0878 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.050 _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 Ni Ni 0.19393(4) 0.77352(3) 0.20439(2) 0.02137(11) Uani 1 1 d . . . Cl1 Cl 0.50029(9) 1.27636(8) 0.46546(4) 0.05078(19) Uani 1 1 d . . . S1 S 0.28759(7) 0.98791(5) 0.17852(3) 0.02767(14) Uani 1 1 d . . . P1 P 0.02462(6) 0.77627(5) 0.32196(3) 0.02329(14) Uani 1 1 d . . . P2 P 0.33758(6) 0.71170(5) 0.09032(3) 0.02097(13) Uani 1 1 d . . . O1 O -0.08257(18) 0.63213(15) 0.33022(9) 0.0289(3) Uani 1 1 d . . . O2 O 0.27076(18) 0.55817(15) 0.07425(9) 0.0261(3) Uani 1 1 d . . . C1 C 0.0978(2) 0.5980(2) 0.20304(13) 0.0227(4) Uani 1 1 d . . . C2 C -0.0301(3) 0.5494(2) 0.26491(13) 0.0248(4) Uani 1 1 d . . . C3 C -0.1074(3) 0.4243(2) 0.26377(14) 0.0281(5) Uani 1 1 d . . . H3 H -0.1928 0.3938 0.3076 0.034 Uiso 1 1 calc R . . C4 C -0.0559(3) 0.3452(2) 0.19655(15) 0.0297(5) Uani 1 1 d . . . H4 H -0.1076 0.2597 0.1944 0.036 Uiso 1 1 calc R . . C5 C 0.0694(3) 0.3885(2) 0.13245(14) 0.0284(5) Uani 1 1 d . . . H5 H 0.1033 0.3341 0.0865 0.034 Uiso 1 1 calc R . . C6 C 0.1439(3) 0.5134(2) 0.13730(13) 0.0240(4) Uani 1 1 d . . . C7 C 0.0918(3) 0.7562(2) 0.42026(13) 0.0293(5) Uani 1 1 d . . . H7 H 0.1500 0.8425 0.4261 0.035 Uiso 1 1 calc R . . C8 C 0.2113(3) 0.6323(3) 0.41597(16) 0.0379(6) Uani 1 1 d . . . H8A H 0.2448 0.6155 0.4690 0.057 Uiso 1 1 calc R . . H8B H 0.3057 0.6538 0.3721 0.057 Uiso 1 1 calc R . . H8C H 0.1595 0.5487 0.4041 0.057 Uiso 1 1 calc R . . C9 C -0.0480(3) 0.7354(3) 0.49468(15) 0.0401(6) Uani 1 1 d . . . H9A H -0.0055 0.7124 0.5447 0.060 Uiso 1 1 calc R . . H9B H -0.1153 0.6590 0.4862 0.060 Uiso 1 1 calc R . . H9C H -0.1126 0.8215 0.5007 0.060 Uiso 1 1 calc R . . C10 C -0.1375(3) 0.9080(2) 0.33103(14) 0.0298(5) Uani 1 1 d . . . H10 H -0.2314 0.8699 0.3728 0.036 Uiso 1 1 calc R . . C11 C -0.1877(3) 0.9295(3) 0.24776(17) 0.0415(6) Uani 1 1 d . . . H11A H -0.2781 0.9960 0.2518 0.062 Uiso 1 1 calc R . . H11B H -0.2204 0.8401 0.2323 0.062 Uiso 1 1 calc R . . H11C H -0.0970 0.9662 0.2057 0.062 Uiso 1 1 calc R . . C12 C -0.0889(3) 1.0445(2) 0.35978(17) 0.0383(6) Uani 1 1 d . . . H12A H -0.1791 1.1113 0.3639 0.057 Uiso 1 1 calc R . . H12B H 0.0038 1.0832 0.3199 0.057 Uiso 1 1 calc R . . H12C H -0.0605 1.0265 0.4140 0.057 Uiso 1 1 calc R . . C13 C 0.5499(3) 0.6702(2) 0.08821(13) 0.0259(4) Uani 1 1 d . . . H13 H 0.5860 0.6022 0.0454 0.031 Uiso 1 1 calc R . . C14 C 0.5653(3) 0.5978(3) 0.17183(15) 0.0356(5) Uani 1 1 d . . . H14A H 0.6760 0.5639 0.1690 0.053 Uiso 1 1 calc R . . H14B H 0.4917 0.5188 0.1855 0.053 Uiso 1 1 calc R . . H14C H 0.5379 0.6643 0.2145 0.053 Uiso 1 1 calc R . . C15 C 0.6579(3) 0.7981(2) 0.06512(16) 0.0332(5) Uani 1 1 d . . . H15A H 0.7677 0.7720 0.0705 0.050 Uiso 1 1 calc R . . H15B H 0.6169 0.8714 0.1021 0.050 Uiso 1 1 calc R . . H15C H 0.6581 0.8328 0.0080 0.050 Uiso 1 1 calc R . . C16 C 0.3258(3) 0.8154(2) -0.00537(13) 0.0242(4) Uani 1 1 d . . . H16 H 0.3867 0.9032 -0.0067 0.029 Uiso 1 1 calc R . . C17 C 0.1507(3) 0.8559(3) -0.00494(15) 0.0356(5) Uani 1 1 d . . . H17A H 0.1443 0.9127 -0.0559 0.053 Uiso 1 1 calc R . . H17B H 0.1082 0.9096 0.0427 0.053 Uiso 1 1 calc R . . H17C H 0.0873 0.7713 -0.0014 0.053 Uiso 1 1 calc R . . C18 C 0.4010(3) 0.7409(2) -0.08253(13) 0.0306(5) Uani 1 1 d . . . H18A H 0.4001 0.8040 -0.1318 0.046 Uiso 1 1 calc R . . H18B H 0.3388 0.6576 -0.0848 0.046 Uiso 1 1 calc R . . H18C H 0.5120 0.7135 -0.0804 0.046 Uiso 1 1 calc R . . C31 C 0.3359(2) 1.0626(2) 0.26401(13) 0.0241(4) Uani 1 1 d . . . C32 C 0.3218(3) 1.2080(2) 0.26772(14) 0.0271(5) Uani 1 1 d . . . H32 H 0.2769 1.2623 0.2275 0.033 Uiso 1 1 calc R . . C33 C 0.3721(3) 1.2733(2) 0.32903(14) 0.0305(5) Uani 1 1 d . . . H33 H 0.3638 1.3720 0.3304 0.037 Uiso 1 1 calc R . . C34 C 0.4345(3) 1.1937(3) 0.38831(14) 0.0319(5) Uani 1 1 d . . . C35 C 0.4468(3) 1.0504(3) 0.38740(15) 0.0331(5) Uani 1 1 d . . . H35 H 0.4879 0.9965 0.4291 0.040 Uiso 1 1 calc R . . C36 C 0.3987(3) 0.9857(2) 0.32493(14) 0.0283(5) Uani 1 1 d . . . H36 H 0.4087 0.8872 0.3237 0.034 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0240(2) 0.01918(19) 0.0203(2) -0.00394(13) -0.00157(14) -0.00315(14) Cl1 0.0576(4) 0.0608(4) 0.0403(4) -0.0186(3) -0.0178(3) -0.0119(3) S1 0.0370(3) 0.0221(3) 0.0229(3) -0.0039(2) -0.0017(2) -0.0092(2) P1 0.0252(3) 0.0218(3) 0.0213(3) -0.0030(2) -0.0003(2) -0.0037(2) P2 0.0227(3) 0.0197(3) 0.0205(3) -0.00420(19) -0.0035(2) -0.00056(19) O1 0.0301(8) 0.0279(8) 0.0266(8) -0.0050(6) 0.0015(6) -0.0096(6) O2 0.0307(8) 0.0224(7) 0.0246(8) -0.0064(6) -0.0020(6) -0.0030(6) C1 0.0238(10) 0.0205(10) 0.0252(11) -0.0019(8) -0.0081(9) -0.0021(8) C2 0.0270(11) 0.0224(10) 0.0267(11) -0.0018(8) -0.0093(9) -0.0012(8) C3 0.0279(11) 0.0246(11) 0.0315(12) 0.0031(9) -0.0068(9) -0.0064(9) C4 0.0348(12) 0.0201(10) 0.0375(13) -0.0011(9) -0.0148(10) -0.0061(9) C5 0.0342(12) 0.0223(11) 0.0314(12) -0.0054(9) -0.0120(10) -0.0010(9) C6 0.0257(11) 0.0217(10) 0.0259(11) -0.0009(8) -0.0084(9) -0.0004(8) C7 0.0362(13) 0.0257(11) 0.0251(11) -0.0027(9) -0.0028(10) -0.0094(9) C8 0.0447(14) 0.0321(13) 0.0401(14) 0.0023(10) -0.0175(12) -0.0046(11) C9 0.0513(16) 0.0433(14) 0.0242(12) -0.0010(10) -0.0025(11) -0.0158(12) C10 0.0254(11) 0.0288(11) 0.0311(12) -0.0027(9) 0.0037(9) -0.0013(9) C11 0.0328(13) 0.0480(15) 0.0430(15) 0.0001(12) -0.0081(11) 0.0039(11) C12 0.0358(13) 0.0267(12) 0.0486(15) -0.0068(10) 0.0010(11) 0.0022(10) C13 0.0245(11) 0.0258(11) 0.0281(11) -0.0055(9) -0.0064(9) 0.0034(9) C14 0.0397(14) 0.0330(13) 0.0365(13) -0.0026(10) -0.0145(11) 0.0075(10) C15 0.0257(11) 0.0346(12) 0.0400(14) -0.0056(10) -0.0072(10) -0.0013(9) C16 0.0276(11) 0.0223(10) 0.0231(11) -0.0007(8) -0.0065(9) -0.0008(8) C17 0.0331(13) 0.0436(14) 0.0322(13) -0.0055(10) -0.0121(10) 0.0112(10) C18 0.0328(12) 0.0363(12) 0.0218(11) -0.0030(9) -0.0036(9) 0.0019(10) C31 0.0210(10) 0.0255(11) 0.0238(11) -0.0049(8) 0.0019(8) -0.0051(8) C32 0.0282(11) 0.0247(11) 0.0269(11) -0.0033(9) -0.0011(9) -0.0022(9) C33 0.0350(13) 0.0246(11) 0.0301(12) -0.0072(9) -0.0001(10) -0.0035(9) C34 0.0279(12) 0.0414(13) 0.0273(12) -0.0118(10) -0.0031(9) -0.0065(10) C35 0.0297(12) 0.0390(13) 0.0305(12) 0.0003(10) -0.0068(10) -0.0006(10) C36 0.0263(11) 0.0248(11) 0.0323(12) -0.0032(9) -0.0021(9) -0.0018(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni C1 1.900(2) . ? Ni P2 2.1472(6) . ? Ni P1 2.1736(6) . ? Ni S1 2.2083(6) . ? Cl1 C34 1.753(2) . ? S1 C31 1.767(2) . ? P1 O1 1.6614(15) . ? P1 C7 1.832(2) . ? P1 C10 1.835(2) . ? P2 O2 1.6572(14) . ? P2 C16 1.826(2) . ? P2 C13 1.831(2) . ? O1 C2 1.387(3) . ? O2 C6 1.390(3) . ? C1 C2 1.395(3) . ? C1 C6 1.397(3) . ? C2 C3 1.391(3) . ? C3 C4 1.389(3) . ? C4 C5 1.388(3) . ? C5 C6 1.390(3) . ? C7 C9 1.531(3) . ? C7 C8 1.539(3) . ? C10 C11 1.527(4) . ? C10 C12 1.527(3) . ? C13 C14 1.531(3) . ? C13 C15 1.532(3) . ? C16 C17 1.527(3) . ? C16 C18 1.530(3) . ? C31 C36 1.391(3) . ? C31 C32 1.404(3) . ? C32 C33 1.383(3) . ? C33 C34 1.382(3) . ? C34 C35 1.379(3) . ? C35 C36 1.387(3) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P2 81.92(7) . . ? C1 Ni P1 82.06(7) . . ? P2 Ni P1 163.83(3) . . ? C1 Ni S1 166.69(7) . . ? P2 Ni S1 91.11(2) . . ? P1 Ni S1 105.03(2) . . ? C31 S1 Ni 114.95(7) . . ? O1 P1 C7 99.88(9) . . ? O1 P1 C10 99.94(9) . . ? C7 P1 C10 108.04(11) . . ? O1 P1 Ni 105.66(6) . . ? C7 P1 Ni 121.57(8) . . ? C10 P1 Ni 117.68(8) . . ? O2 P2 C16 102.26(9) . . ? O2 P2 C13 101.05(9) . . ? C16 P2 C13 107.66(10) . . ? O2 P2 Ni 106.95(6) . . ? C16 P2 Ni 118.89(7) . . ? C13 P2 Ni 117.37(7) . . ? C2 O1 P1 112.41(13) . . ? C6 O2 P2 111.49(13) . . ? C2 C1 C6 115.66(19) . . ? C2 C1 Ni 122.16(16) . . ? C6 C1 Ni 122.05(16) . . ? O1 C2 C3 119.01(19) . . ? O1 C2 C1 117.53(18) . . ? C3 C2 C1 123.5(2) . . ? C4 C3 C2 118.0(2) . . ? C5 C4 C3 121.4(2) . . ? C4 C5 C6 118.2(2) . . ? C5 C6 O2 119.26(19) . . ? C5 C6 C1 123.3(2) . . ? O2 C6 C1 117.49(18) . . ? C9 C7 C8 111.4(2) . . ? C9 C7 P1 112.63(17) . . ? C8 C7 P1 107.52(15) . . ? C11 C10 C12 112.1(2) . . ? C11 C10 P1 107.92(16) . . ? C12 C10 P1 112.39(16) . . ? C14 C13 C15 111.80(19) . . ? C14 C13 P2 108.76(16) . . ? C15 C13 P2 112.92(15) . . ? C17 C16 C18 111.19(18) . . ? C17 C16 P2 109.31(15) . . ? C18 C16 P2 112.84(15) . . ? C36 C31 C32 118.1(2) . . ? C36 C31 S1 123.15(17) . . ? C32 C31 S1 118.61(17) . . ? C33 C32 C31 121.0(2) . . ? C34 C33 C32 119.3(2) . . ? C35 C34 C33 121.1(2) . . ? C35 C34 Cl1 119.53(19) . . ? C33 C34 Cl1 119.37(18) . . ? C34 C35 C36 119.3(2) . . ? C35 C36 C31 121.2(2) . . ? C4 C3 H3 121.0 . . ? C2 C3 H3 121.0 . . ? C5 C4 H4 119.3 . . ? C3 C4 H4 119.3 . . ? C4 C5 H5 120.9 . . ? C6 C5 H5 120.9 . . ? C9 C7 H7 108.4 . . ? C8 C7 H7 108.4 . . ? P1 C7 H7 108.4 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 H10 108.1 . . ? C12 C10 H10 108.1 . . ? P1 C10 H10 108.1 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13 107.7 . . ? C15 C13 H13 107.7 . . ? P2 C13 H13 107.7 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 H16 107.8 . . ? C18 C16 H16 107.8 . . ? P2 C16 H16 107.8 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? C34 C35 H35 120.3 . . ? C36 C35 H35 120.3 . . ? C35 C36 H36 119.4 . . ? C31 C36 H36 119.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni S1 C31 164.3(3) . . . . ? P2 Ni S1 C31 -137.65(8) . . . . ? P1 Ni S1 C31 43.33(8) . . . . ? C1 Ni P1 O1 -3.51(8) . . . . ? P2 Ni P1 O1 -11.49(12) . . . . ? S1 Ni P1 O1 164.99(6) . . . . ? C1 Ni P1 C7 108.91(10) . . . . ? P2 Ni P1 C7 100.93(12) . . . . ? S1 Ni P1 C7 -82.59(9) . . . . ? C1 Ni P1 C10 -113.96(11) . . . . ? P2 Ni P1 C10 -121.93(12) . . . . ? S1 Ni P1 C10 54.54(9) . . . . ? C1 Ni P2 O2 1.43(8) . . . . ? P1 Ni P2 O2 9.41(12) . . . . ? S1 Ni P2 O2 -167.19(6) . . . . ? C1 Ni P2 C16 116.37(10) . . . . ? P1 Ni P2 C16 124.35(11) . . . . ? S1 Ni P2 C16 -52.25(8) . . . . ? C1 Ni P2 C13 -111.12(10) . . . . ? P1 Ni P2 C13 -103.14(12) . . . . ? S1 Ni P2 C13 80.26(8) . . . . ? C7 P1 O1 C2 -123.46(15) . . . . ? C10 P1 O1 C2 126.07(15) . . . . ? Ni P1 O1 C2 3.46(15) . . . . ? C16 P2 O2 C6 -125.66(14) . . . . ? C13 P2 O2 C6 123.32(14) . . . . ? Ni P2 O2 C6 0.00(14) . . . . ? P2 Ni C1 C2 -178.69(18) . . . . ? P1 Ni C1 C2 3.54(17) . . . . ? S1 Ni C1 C2 -119.7(3) . . . . ? P2 Ni C1 C6 -2.96(17) . . . . ? P1 Ni C1 C6 179.28(18) . . . . ? S1 Ni C1 C6 56.0(4) . . . . ? P1 O1 C2 C3 179.32(16) . . . . ? P1 O1 C2 C1 -1.2(2) . . . . ? C6 C1 C2 O1 -178.28(17) . . . . ? Ni C1 C2 O1 -2.3(3) . . . . ? C6 C1 C2 C3 1.1(3) . . . . ? Ni C1 C2 C3 177.13(16) . . . . ? O1 C2 C3 C4 178.12(19) . . . . ? C1 C2 C3 C4 -1.3(3) . . . . ? C2 C3 C4 C5 0.4(3) . . . . ? C3 C4 C5 C6 0.5(3) . . . . ? C4 C5 C6 O2 179.34(19) . . . . ? C4 C5 C6 C1 -0.6(3) . . . . ? P2 O2 C6 C5 177.86(16) . . . . ? P2 O2 C6 C1 -2.2(2) . . . . ? C2 C1 C6 C5 -0.2(3) . . . . ? Ni C1 C6 C5 -176.15(16) . . . . ? C2 C1 C6 O2 179.88(17) . . . . ? Ni C1 C6 O2 3.9(3) . . . . ? O1 P1 C7 C9 -54.47(18) . . . . ? C10 P1 C7 C9 49.48(19) . . . . ? Ni P1 C7 C9 -169.84(13) . . . . ? O1 P1 C7 C8 68.67(16) . . . . ? C10 P1 C7 C8 172.61(15) . . . . ? Ni P1 C7 C8 -46.71(17) . . . . ? O1 P1 C10 C11 -78.74(17) . . . . ? C7 P1 C10 C11 177.36(16) . . . . ? Ni P1 C10 C11 34.92(18) . . . . ? O1 P1 C10 C12 157.17(16) . . . . ? C7 P1 C10 C12 53.26(19) . . . . ? Ni P1 C10 C12 -89.18(17) . . . . ? O2 P2 C13 C14 -79.62(16) . . . . ? C16 P2 C13 C14 173.57(15) . . . . ? Ni P2 C13 C14 36.21(17) . . . . ? O2 P2 C13 C15 155.67(16) . . . . ? C16 P2 C13 C15 48.86(18) . . . . ? Ni P2 C13 C15 -88.51(16) . . . . ? O2 P2 C16 C17 75.68(16) . . . . ? C13 P2 C16 C17 -178.36(15) . . . . ? Ni P2 C16 C17 -41.75(17) . . . . ? O2 P2 C16 C18 -48.61(17) . . . . ? C13 P2 C16 C18 57.36(18) . . . . ? Ni P2 C16 C18 -166.04(13) . . . . ? Ni S1 C31 C36 34.8(2) . . . . ? Ni S1 C31 C32 -150.05(15) . . . . ? C36 C31 C32 C33 1.5(3) . . . . ? S1 C31 C32 C33 -173.92(17) . . . . ? C31 C32 C33 C34 -1.2(3) . . . . ? C32 C33 C34 C35 -0.2(3) . . . . ? C32 C33 C34 Cl1 179.35(17) . . . . ? C33 C34 C35 C36 1.3(4) . . . . ? Cl1 C34 C35 C36 -178.26(17) . . . . ? C34 C35 C36 C31 -1.0(3) . . . . ? C32 C31 C36 C35 -0.4(3) . . . . ? S1 C31 C36 C35 174.81(17) . . . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 68.06 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 0.444 _refine_diff_density_min -0.234 _refine_diff_density_rms 0.063 #eof data_2D ================================================ data_2E _database_code_depnum_ccdc_archive 'CCDC 872175' #TrackingRef '- Jie_NiS_Bonds_manuscript.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C25 H35 F3 Ni O2 P2 S' _chemical_formula_sum 'C25 H35 F3 Ni O2 P2 S' _chemical_formula_weight 577.24 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.63450(10) _cell_length_b 9.6238(2) _cell_length_c 16.8946(3) _cell_angle_alpha 84.7210(10) _cell_angle_beta 79.9270(10) _cell_angle_gamma 88.6460(10) _cell_volume 1376.34(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5319 _cell_measurement_theta_min 2.67 _cell_measurement_theta_max 67.41 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.393 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 3.177 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5286 _exptl_absorpt_correction_T_max 0.8573 _exptl_absorpt_process_details 'SADABS v2008/1 (Sheldrick)' _exptl_special_details ; loop, paratone ; _publ_section_acknowledgements ; Funding for the SMART6000 diffractometer through NSF-MRI grant CHE-0215950 is gratefully acknowledged. ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART6000 CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number . _diffrn_standards_interval_count . _diffrn_standards_interval_time . _diffrn_reflns_number 11813 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0362 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.67 _diffrn_reflns_theta_max 67.80 _reflns_number_total 4754 _reflns_number_gt 3859 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker SMART v5.634' _computing_cell_refinement 'Bruker SAINT v7.66A' _computing_data_reduction 'Bruker SAINT v7.66A' _computing_structure_solution 'Bruker SHELXTL v6.14' _computing_structure_refinement 'Bruker SHELXTL v6.14' _computing_molecular_graphics 'Bruker SHELXTL v6.14' _computing_publication_material 'Bruker SHELXTL v6.14' _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^)+(0.0659P)^2^+0.2785P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4754 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1092 _refine_ls_wR_factor_gt 0.1020 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _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 Ni Ni 0.29242(5) 0.73145(4) 0.80179(2) 0.02656(14) Uani 1 1 d . . . P1 P 0.15643(8) 0.78994(7) 0.91292(4) 0.02606(16) Uani 1 1 d . . . P2 P 0.45420(8) 0.73165(7) 0.68767(4) 0.02892(17) Uani 1 1 d . . . S1 S 0.20045(8) 0.51684(7) 0.82637(4) 0.03398(18) Uani 1 1 d . . . O1 O 0.2235(2) 0.94257(18) 0.92953(11) 0.0321(4) Uani 1 1 d . . . O2 O 0.5607(2) 0.8748(2) 0.68095(11) 0.0355(4) Uani 1 1 d . . . F1 F 0.0912(2) 0.2371(3) 0.48933(12) 0.0689(6) Uani 1 1 d . . . F2 F -0.1397(2) 0.2974(2) 0.53636(14) 0.0703(6) Uani 1 1 d . . . F3 F -0.0493(3) 0.1034(2) 0.58034(13) 0.0742(7) Uani 1 1 d . . . C1 C 0.3885(3) 0.9060(3) 0.80443(16) 0.0278(6) Uani 1 1 d . . . C2 C 0.3467(3) 0.9884(3) 0.86885(15) 0.0291(6) Uani 1 1 d . . . C3 C 0.4216(3) 1.1121(3) 0.87450(17) 0.0336(6) Uani 1 1 d . . . H3 H 0.3906 1.1651 0.9195 0.040 Uiso 1 1 calc R . . C4 C 0.5429(3) 1.1563(3) 0.81279(18) 0.0357(6) Uani 1 1 d . . . H4 H 0.5951 1.2410 0.8156 0.043 Uiso 1 1 calc R . . C5 C 0.5897(3) 1.0799(3) 0.74725(17) 0.0335(6) Uani 1 1 d . . . H5 H 0.6721 1.1115 0.7049 0.040 Uiso 1 1 calc R . . C6 C 0.5126(3) 0.9557(3) 0.74514(16) 0.0294(6) Uani 1 1 d . . . C7 C -0.0521(3) 0.8319(3) 0.91440(16) 0.0301(6) Uani 1 1 d . . . H7 H -0.0848 0.8986 0.9563 0.036 Uiso 1 1 calc R . . C8 C -0.0710(4) 0.9062(3) 0.83258(18) 0.0409(7) Uani 1 1 d . . . H8A H -0.1796 0.9398 0.8349 0.061 Uiso 1 1 calc R . . H8B H -0.0465 0.8409 0.7908 0.061 Uiso 1 1 calc R . . H8C H 0.0009 0.9855 0.8196 0.061 Uiso 1 1 calc R . . C9 C -0.1580(3) 0.7037(3) 0.93619(19) 0.0376(7) Uani 1 1 d . . . H9A H -0.2668 0.7309 0.9325 0.056 Uiso 1 1 calc R . . H9B H -0.1527 0.6652 0.9914 0.056 Uiso 1 1 calc R . . H9C H -0.1225 0.6330 0.8987 0.056 Uiso 1 1 calc R . . C10 C 0.1729(3) 0.6831(3) 1.00643(16) 0.0302(6) Uani 1 1 d . . . H10 H 0.1123 0.5955 1.0074 0.036 Uiso 1 1 calc R . . C11 C 0.3452(3) 0.6423(3) 1.00588(18) 0.0401(7) Uani 1 1 d . . . H11A H 0.3547 0.5856 1.0561 0.060 Uiso 1 1 calc R . . H11B H 0.4085 0.7267 1.0015 0.060 Uiso 1 1 calc R . . H11C H 0.3828 0.5883 0.9598 0.060 Uiso 1 1 calc R . . C12 C 0.1038(4) 0.7554(3) 1.08148(17) 0.0380(7) Uani 1 1 d . . . H12A H 0.1033 0.6901 1.1296 0.057 Uiso 1 1 calc R . . H12B H -0.0040 0.7860 1.0781 0.057 Uiso 1 1 calc R . . H12C H 0.1680 0.8366 1.0850 0.057 Uiso 1 1 calc R . . C13 C 0.3828(3) 0.7560(3) 0.59134(16) 0.0336(6) Uani 1 1 d . . . H13 H 0.3229 0.6708 0.5857 0.040 Uiso 1 1 calc R . . C14 C 0.2678(4) 0.8800(3) 0.59599(19) 0.0417(7) Uani 1 1 d . . . H14A H 0.2281 0.8966 0.5450 0.063 Uiso 1 1 calc R . . H14B H 0.3221 0.9634 0.6057 0.063 Uiso 1 1 calc R . . H14C H 0.1795 0.8593 0.6403 0.063 Uiso 1 1 calc R . . C15 C 0.5140(4) 0.7769(4) 0.51814(18) 0.0454(8) Uani 1 1 d . . . H15A H 0.4680 0.7983 0.4693 0.068 Uiso 1 1 calc R . . H15B H 0.5775 0.6914 0.5131 0.068 Uiso 1 1 calc R . . H15C H 0.5808 0.8543 0.5250 0.068 Uiso 1 1 calc R . . C16 C 0.6110(3) 0.5995(3) 0.67881(17) 0.0350(6) Uani 1 1 d . . . H16 H 0.6996 0.6360 0.6362 0.042 Uiso 1 1 calc R . . C17 C 0.6704(4) 0.5792(4) 0.7595(2) 0.0491(8) Uani 1 1 d . . . H17A H 0.7608 0.5151 0.7546 0.074 Uiso 1 1 calc R . . H17B H 0.5862 0.5400 0.8016 0.074 Uiso 1 1 calc R . . H17C H 0.7022 0.6694 0.7737 0.074 Uiso 1 1 calc R . . C18 C 0.5556(4) 0.4631(3) 0.6544(2) 0.0459(8) Uani 1 1 d . . . H18A H 0.6433 0.3962 0.6486 0.069 Uiso 1 1 calc R . . H18B H 0.5180 0.4805 0.6028 0.069 Uiso 1 1 calc R . . H18C H 0.4699 0.4248 0.6960 0.069 Uiso 1 1 calc R . . C31 C 0.1501(3) 0.4414(3) 0.74286(16) 0.0296(6) Uani 1 1 d . . . C32 C 0.1698(3) 0.2968(3) 0.73940(17) 0.0334(6) Uani 1 1 d . . . H32 H 0.2192 0.2440 0.7785 0.040 Uiso 1 1 calc R . . C33 C 0.1182(3) 0.2304(3) 0.67965(17) 0.0347(6) Uani 1 1 d . . . H33 H 0.1312 0.1323 0.6782 0.042 Uiso 1 1 calc R . . C34 C 0.0471(3) 0.3072(3) 0.62179(17) 0.0353(6) Uani 1 1 d . . . C35 C 0.0300(3) 0.4510(3) 0.62337(18) 0.0369(6) Uani 1 1 d . . . H35 H -0.0168 0.5040 0.5834 0.044 Uiso 1 1 calc R . . C36 C 0.0814(3) 0.5167(3) 0.68368(17) 0.0352(6) Uani 1 1 d . . . H36 H 0.0694 0.6149 0.6845 0.042 Uiso 1 1 calc R . . C37 C -0.0108(4) 0.2355(3) 0.55807(19) 0.0422(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 Ni 0.0274(3) 0.0230(3) 0.0292(3) -0.00546(17) -0.00253(18) -0.00366(17) P1 0.0270(3) 0.0231(4) 0.0285(3) -0.0052(2) -0.0043(3) -0.0015(2) P2 0.0289(4) 0.0271(4) 0.0301(4) -0.0046(3) -0.0016(3) -0.0035(3) S1 0.0429(4) 0.0256(4) 0.0330(4) -0.0065(3) -0.0022(3) -0.0090(3) O1 0.0357(10) 0.0255(10) 0.0351(10) -0.0092(7) -0.0021(8) -0.0048(7) O2 0.0352(11) 0.0356(11) 0.0344(10) -0.0062(8) 0.0003(8) -0.0109(8) F1 0.0538(12) 0.1087(18) 0.0453(11) -0.0346(11) 0.0049(9) -0.0157(11) F2 0.0532(13) 0.0920(17) 0.0799(15) -0.0435(12) -0.0343(11) 0.0152(11) F3 0.1117(19) 0.0549(14) 0.0649(14) -0.0090(10) -0.0347(13) -0.0299(12) C1 0.0277(14) 0.0259(14) 0.0313(14) -0.0028(10) -0.0091(11) -0.0030(10) C2 0.0327(14) 0.0262(15) 0.0289(14) -0.0009(10) -0.0076(11) -0.0023(10) C3 0.0395(16) 0.0269(15) 0.0374(15) -0.0053(11) -0.0132(13) -0.0041(11) C4 0.0357(16) 0.0250(15) 0.0488(17) -0.0018(12) -0.0136(13) -0.0077(11) C5 0.0301(15) 0.0328(16) 0.0374(15) 0.0028(11) -0.0072(12) -0.0070(11) C6 0.0326(15) 0.0260(15) 0.0307(14) -0.0022(10) -0.0082(11) -0.0023(10) C7 0.0261(13) 0.0265(14) 0.0379(15) -0.0059(11) -0.0053(11) 0.0034(10) C8 0.0429(17) 0.0395(18) 0.0432(17) -0.0042(13) -0.0160(14) 0.0081(13) C9 0.0264(14) 0.0365(17) 0.0512(18) -0.0081(13) -0.0074(13) -0.0023(11) C10 0.0320(14) 0.0270(15) 0.0326(14) -0.0033(10) -0.0081(11) -0.0023(10) C11 0.0376(16) 0.0441(18) 0.0416(17) -0.0077(13) -0.0138(13) 0.0072(12) C12 0.0412(17) 0.0403(18) 0.0325(15) -0.0030(12) -0.0063(13) -0.0003(12) C13 0.0382(16) 0.0313(16) 0.0325(15) -0.0057(11) -0.0069(12) -0.0058(11) C14 0.0441(18) 0.0380(18) 0.0450(18) -0.0026(13) -0.0141(14) 0.0001(13) C15 0.0505(19) 0.053(2) 0.0317(16) -0.0035(13) -0.0034(14) -0.0092(15) C16 0.0273(14) 0.0373(17) 0.0375(15) -0.0043(12) 0.0032(12) -0.0003(11) C17 0.0381(17) 0.058(2) 0.052(2) -0.0009(15) -0.0107(15) 0.0078(14) C18 0.0424(18) 0.0342(18) 0.058(2) -0.0098(14) 0.0022(15) 0.0035(13) C31 0.0264(14) 0.0253(15) 0.0358(15) -0.0068(11) 0.0008(11) -0.0052(10) C32 0.0352(15) 0.0299(16) 0.0344(15) -0.0062(11) -0.0024(12) -0.0009(11) C33 0.0386(16) 0.0235(15) 0.0415(16) -0.0083(11) -0.0023(13) -0.0020(11) C34 0.0322(15) 0.0370(17) 0.0350(15) -0.0053(12) 0.0007(12) -0.0068(11) C35 0.0343(16) 0.0354(17) 0.0408(16) -0.0023(12) -0.0064(13) -0.0014(12) C36 0.0328(15) 0.0280(16) 0.0433(16) -0.0048(12) -0.0020(12) -0.0007(11) C37 0.0398(17) 0.0447(19) 0.0430(18) -0.0085(13) -0.0069(14) -0.0037(13) _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 Ni C1 1.899(3) . ? Ni P1 2.1476(8) . ? Ni P2 2.1740(8) . ? Ni S1 2.2075(8) . ? P1 O1 1.6568(18) . ? P1 C10 1.829(3) . ? P1 C7 1.832(3) . ? P2 O2 1.6590(19) . ? P2 C16 1.832(3) . ? P2 C13 1.833(3) . ? S1 C31 1.768(3) . ? O1 C2 1.391(3) . ? O2 C6 1.392(3) . ? F1 C37 1.328(4) . ? F2 C37 1.342(4) . ? F3 C37 1.326(4) . ? C1 C6 1.394(4) . ? C1 C2 1.397(4) . ? C2 C3 1.387(4) . ? C3 C4 1.387(4) . ? C4 C5 1.381(4) . ? C5 C6 1.388(4) . ? C7 C8 1.530(4) . ? C7 C9 1.532(4) . ? C10 C12 1.525(4) . ? C10 C11 1.528(4) . ? C13 C15 1.526(4) . ? C13 C14 1.533(4) . ? C16 C18 1.524(4) . ? C16 C17 1.533(4) . ? C31 C36 1.389(4) . ? C31 C32 1.403(4) . ? C32 C33 1.384(4) . ? C33 C34 1.391(4) . ? C34 C35 1.390(4) . ? C34 C37 1.492(4) . ? C35 C36 1.387(4) . ? C3 H3 0.9500 . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C7 H7 1.0000 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10 1.0000 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni P1 81.88(8) . . ? C1 Ni P2 82.14(8) . . ? P1 Ni P2 163.88(3) . . ? C1 Ni S1 166.31(8) . . ? P1 Ni S1 91.03(3) . . ? P2 Ni S1 105.05(3) . . ? O1 P1 C10 102.18(11) . . ? O1 P1 C7 100.86(11) . . ? C10 P1 C7 107.84(13) . . ? O1 P1 Ni 107.02(7) . . ? C10 P1 Ni 118.55(9) . . ? C7 P1 Ni 117.68(9) . . ? O2 P2 C16 100.05(12) . . ? O2 P2 C13 100.09(11) . . ? C16 P2 C13 108.16(13) . . ? O2 P2 Ni 105.60(7) . . ? C16 P2 Ni 117.97(10) . . ? C13 P2 Ni 121.02(10) . . ? C31 S1 Ni 115.81(9) . . ? C2 O1 P1 111.39(15) . . ? C6 O2 P2 112.49(16) . . ? C6 C1 C2 115.5(2) . . ? C6 C1 Ni 122.2(2) . . ? C2 C1 Ni 122.1(2) . . ? C3 C2 O1 119.3(2) . . ? C3 C2 C1 123.2(3) . . ? O1 C2 C1 117.5(2) . . ? C2 C3 C4 118.2(3) . . ? C5 C4 C3 121.5(3) . . ? C4 C5 C6 118.0(3) . . ? C5 C6 O2 119.1(2) . . ? C5 C6 C1 123.5(2) . . ? O2 C6 C1 117.4(2) . . ? C8 C7 C9 111.5(2) . . ? C8 C7 P1 108.77(19) . . ? C9 C7 P1 112.94(19) . . ? C12 C10 C11 111.6(2) . . ? C12 C10 P1 112.50(19) . . ? C11 C10 P1 109.16(19) . . ? C15 C13 C14 111.6(2) . . ? C15 C13 P2 113.6(2) . . ? C14 C13 P2 107.38(19) . . ? C18 C16 C17 111.9(3) . . ? C18 C16 P2 111.8(2) . . ? C17 C16 P2 108.1(2) . . ? C36 C31 C32 118.4(3) . . ? C36 C31 S1 123.1(2) . . ? C32 C31 S1 118.3(2) . . ? C33 C32 C31 120.7(3) . . ? C32 C33 C34 120.0(3) . . ? C35 C34 C33 119.9(3) . . ? C35 C34 C37 120.0(3) . . ? C33 C34 C37 120.1(3) . . ? C36 C35 C34 119.7(3) . . ? C35 C36 C31 121.2(3) . . ? F3 C37 F1 107.0(3) . . ? F3 C37 F2 105.8(3) . . ? F1 C37 F2 103.9(3) . . ? F3 C37 C34 113.6(3) . . ? F1 C37 C34 113.6(2) . . ? F2 C37 C34 112.2(3) . . ? C2 C3 H3 120.9 . . ? C4 C3 H3 120.9 . . ? C5 C4 H4 119.2 . . ? C3 C4 H4 119.2 . . ? C4 C5 H5 121.0 . . ? C6 C5 H5 121.0 . . ? C8 C7 H7 107.8 . . ? C9 C7 H7 107.8 . . ? P1 C7 H7 107.8 . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C7 C9 H9A 109.5 . . ? C7 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C7 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C12 C10 H10 107.8 . . ? C11 C10 H10 107.8 . . ? P1 C10 H10 107.8 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C10 C12 H12A 109.5 . . ? C10 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C10 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C15 C13 H13 108.0 . . ? C14 C13 H13 108.0 . . ? P2 C13 H13 108.0 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C18 C16 H16 108.3 . . ? C17 C16 H16 108.3 . . ? P2 C16 H16 108.3 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C33 C32 H32 119.6 . . ? C31 C32 H32 119.6 . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C36 C35 H35 120.2 . . ? C34 C35 H35 120.2 . . ? C35 C36 H36 119.4 . . ? C31 C36 H36 119.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni P1 O1 -1.18(10) . . . . ? P2 Ni P1 O1 -8.94(15) . . . . ? S1 Ni P1 O1 167.07(8) . . . . ? C1 Ni P1 C10 -115.87(13) . . . . ? P2 Ni P1 C10 -123.63(15) . . . . ? S1 Ni P1 C10 52.38(10) . . . . ? C1 Ni P1 C7 111.35(13) . . . . ? P2 Ni P1 C7 103.59(15) . . . . ? S1 Ni P1 C7 -80.40(10) . . . . ? C1 Ni P2 O2 3.66(11) . . . . ? P1 Ni P2 O2 11.42(16) . . . . ? S1 Ni P2 O2 -164.45(8) . . . . ? C1 Ni P2 C16 114.35(13) . . . . ? P1 Ni P2 C16 122.11(15) . . . . ? S1 Ni P2 C16 -53.76(11) . . . . ? C1 Ni P2 C13 -108.68(13) . . . . ? P1 Ni P2 C13 -100.92(16) . . . . ? S1 Ni P2 C13 83.21(11) . . . . ? C1 Ni S1 C31 -163.2(4) . . . . ? P1 Ni S1 C31 138.38(10) . . . . ? P2 Ni S1 C31 -42.77(11) . . . . ? C10 P1 O1 C2 124.78(18) . . . . ? C7 P1 O1 C2 -124.08(18) . . . . ? Ni P1 O1 C2 -0.48(18) . . . . ? C16 P2 O2 C6 -126.43(19) . . . . ? C13 P2 O2 C6 122.91(19) . . . . ? Ni P2 O2 C6 -3.47(19) . . . . ? P1 Ni C1 C6 178.3(2) . . . . ? P2 Ni C1 C6 -3.8(2) . . . . ? S1 Ni C1 C6 118.9(3) . . . . ? P1 Ni C1 C2 3.0(2) . . . . ? P2 Ni C1 C2 -179.2(2) . . . . ? S1 Ni C1 C2 -56.4(5) . . . . ? P1 O1 C2 C3 -177.5(2) . . . . ? P1 O1 C2 C1 2.7(3) . . . . ? C6 C1 C2 C3 0.3(4) . . . . ? Ni C1 C2 C3 176.0(2) . . . . ? C6 C1 C2 O1 -179.9(2) . . . . ? Ni C1 C2 O1 -4.2(3) . . . . ? O1 C2 C3 C4 -179.3(2) . . . . ? C1 C2 C3 C4 0.5(4) . . . . ? C2 C3 C4 C5 -0.3(4) . . . . ? C3 C4 C5 C6 -0.8(4) . . . . ? C4 C5 C6 O2 -178.1(2) . . . . ? C4 C5 C6 C1 1.7(4) . . . . ? P2 O2 C6 C5 -179.2(2) . . . . ? P2 O2 C6 C1 1.0(3) . . . . ? C2 C1 C6 C5 -1.5(4) . . . . ? Ni C1 C6 C5 -177.1(2) . . . . ? C2 C1 C6 O2 178.3(2) . . . . ? Ni C1 C6 O2 2.7(3) . . . . ? O1 P1 C7 C8 80.0(2) . . . . ? C10 P1 C7 C8 -173.29(19) . . . . ? Ni P1 C7 C8 -35.9(2) . . . . ? O1 P1 C7 C9 -155.6(2) . . . . ? C10 P1 C7 C9 -48.9(2) . . . . ? Ni P1 C7 C9 88.5(2) . . . . ? O1 P1 C10 C12 48.4(2) . . . . ? C7 P1 C10 C12 -57.4(2) . . . . ? Ni P1 C10 C12 165.69(16) . . . . ? O1 P1 C10 C11 -76.0(2) . . . . ? C7 P1 C10 C11 178.18(18) . . . . ? Ni P1 C10 C11 41.2(2) . . . . ? O2 P2 C13 C15 55.4(2) . . . . ? C16 P2 C13 C15 -48.8(2) . . . . ? Ni P2 C13 C15 170.59(17) . . . . ? O2 P2 C13 C14 -68.4(2) . . . . ? C16 P2 C13 C14 -172.62(19) . . . . ? Ni P2 C13 C14 46.8(2) . . . . ? O2 P2 C16 C18 -160.5(2) . . . . ? C13 P2 C16 C18 -56.3(2) . . . . ? Ni P2 C16 C18 85.7(2) . . . . ? O2 P2 C16 C17 75.9(2) . . . . ? C13 P2 C16 C17 -179.9(2) . . . . ? Ni P2 C16 C17 -37.9(2) . . . . ? Ni S1 C31 C36 -37.3(3) . . . . ? Ni S1 C31 C32 147.52(19) . . . . ? C36 C31 C32 C33 -1.7(4) . . . . ? S1 C31 C32 C33 173.7(2) . . . . ? C31 C32 C33 C34 0.6(4) . . . . ? C32 C33 C34 C35 0.8(4) . . . . ? C32 C33 C34 C37 -179.1(3) . . . . ? C33 C34 C35 C36 -1.1(4) . . . . ? C37 C34 C35 C36 178.8(3) . . . . ? C34 C35 C36 C31 0.0(4) . . . . ? C32 C31 C36 C35 1.4(4) . . . . ? S1 C31 C36 C35 -173.7(2) . . . . ? C35 C34 C37 F3 -153.1(3) . . . . ? C33 C34 C37 F3 26.8(4) . . . . ? C35 C34 C37 F1 84.4(4) . . . . ? C33 C34 C37 F1 -95.7(3) . . . . ? C35 C34 C37 F2 -33.1(4) . . . . ? C33 C34 C37 F2 146.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 67.80 _diffrn_measured_fraction_theta_full 0.949 _refine_diff_density_max 0.474 _refine_diff_density_min -0.302 _refine_diff_density_rms 0.065 #eof data_2E ================================================ #eof CIF=====================================================