# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Jun-Fang Gong' _publ_contact_author_email gongjf@zzu.edu.cn _publ_section_title ; Neutral and cationic chiral NCN pincer nickel(II) complexes with 1,3-bis(2'-imidazolinyl)benzenes: synthesis and characterization ; loop_ _publ_author_name 'Dan-Dan Shao' 'Jun-Long Niu' 'Xin-Qi Hao' 'Jun-Fang Gong' ; Mao-Ping Song ; data_CCDC-809675 _database_code_depnum_ccdc_archive 'CCDC 809675' #TrackingRef '(CCDC-809675).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H37 Cl N4 Ni' _chemical_formula_weight 667.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 6.5204(13) _cell_length_b 22.603(5) _cell_length_c 11.813(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.40(3) _cell_angle_gamma 90.00 _cell_volume 1733.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 412 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25.1 _chemical_absolute_configuration S _exptl_crystal_description PRISMATIC _exptl_crystal_colour RED _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.670 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8776 _exptl_absorpt_correction_T_max 0.8946 _exptl_absorpt_process_details SADABS(2009) _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type R-AXIS-IV _diffrn_measurement_method 'Oscillation frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7082 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0492 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 27.53 _reflns_number_total 6777 _reflns_number_gt 5635 _reflns_threshold_expression >2sigma(I) _computing_data_collection raxis _computing_cell_refinement raxis _computing_data_reduction raxis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics texsan _computing_publication_material texsan _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^)+(0.0592P)^2^+0.3025P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0215(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.481(16) _refine_ls_number_reflns 6777 _refine_ls_number_parameters 417 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0540 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1183 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.025 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.83527(6) 0.26647(3) 0.04698(3) 0.04315(13) Uani 1 1 d . . . Cl1 Cl 0.8715(2) 0.22852(6) 0.22150(9) 0.0753(4) Uani 1 1 d . . . N1 N 1.0590(4) 0.22570(14) -0.0124(3) 0.0474(7) Uani 1 1 d . . . N2 N 1.2513(5) 0.20928(15) -0.1575(3) 0.0499(7) Uani 1 1 d . . . N3 N 0.6018(5) 0.31678(15) 0.0611(2) 0.0475(7) Uani 1 1 d . . . N4 N 0.3714(5) 0.38227(16) -0.0173(3) 0.0533(8) Uani 1 1 d . . . C1 C 0.8069(5) 0.29721(17) -0.0975(3) 0.0454(8) Uani 1 1 d . . . C2 C 0.9439(5) 0.27909(17) -0.1770(3) 0.0467(10) Uani 1 1 d . . . C3 C 0.9242(6) 0.3029(2) -0.2866(3) 0.0635(11) Uani 1 1 d . . . H3A H 1.0177 0.2930 -0.3383 0.076 Uiso 1 1 calc R . . C4 C 0.7627(7) 0.3415(3) -0.3171(3) 0.0736(14) Uani 1 1 d . . . H4A H 0.7466 0.3564 -0.3909 0.088 Uiso 1 1 calc R . . C5 C 0.6238(7) 0.3588(2) -0.2403(3) 0.0632(11) Uani 1 1 d . . . H5A H 0.5151 0.3841 -0.2630 0.076 Uiso 1 1 calc R . . C6 C 0.6506(6) 0.33748(18) -0.1288(3) 0.0507(9) Uani 1 1 d . . . C7 C 0.5354(6) 0.34785(17) -0.0293(3) 0.0480(8) Uani 1 1 d . . . C8 C 0.3016(7) 0.3714(2) 0.0950(4) 0.0647(12) Uani 1 1 d . . . H8A H 0.1683 0.3520 0.0887 0.078 Uiso 1 1 calc R . . H8B H 0.2920 0.4081 0.1368 0.078 Uiso 1 1 calc R . . C9 C 0.4693(6) 0.33079(17) 0.1535(3) 0.0480(8) Uani 1 1 d . . . H9A H 0.4055 0.2943 0.1781 0.058 Uiso 1 1 calc R . . C10 C 1.0886(5) 0.23678(17) -0.1199(3) 0.0440(7) Uani 1 1 d . . . C11 C 1.3681(6) 0.1802(2) -0.0593(4) 0.0571(10) Uani 1 1 d . . . H11A H 1.4927 0.2019 -0.0348 0.069 Uiso 1 1 calc R . . H11B H 1.4040 0.1398 -0.0773 0.069 Uiso 1 1 calc R . . C12 C 1.2131(6) 0.18183(19) 0.0323(4) 0.0533(9) Uani 1 1 d . . . H12A H 1.2833 0.1965 0.1038 0.064 Uiso 1 1 calc R . . C13 C 1.1160(7) 0.1209(2) 0.0534(4) 0.0636(11) Uani 1 1 d . . . H13A H 1.2193 0.0964 0.0951 0.076 Uiso 1 1 calc R . . H13B H 1.0049 0.1266 0.1015 0.076 Uiso 1 1 calc R . . C14 C 1.0324(7) 0.08800(18) -0.0519(4) 0.0611(11) Uani 1 1 d . . . C15 C 1.1441(11) 0.0448(2) -0.1008(6) 0.0982(19) Uani 1 1 d . . . H15A H 1.2754 0.0354 -0.0681 0.118 Uiso 1 1 calc R . . C16 C 1.0644(15) 0.0149(3) -0.1982(7) 0.119(3) Uani 1 1 d . . . H16A H 1.1436 -0.0132 -0.2318 0.142 Uiso 1 1 calc R . . C17 C 0.8707(14) 0.0271(3) -0.2437(7) 0.115(2) Uani 1 1 d . . . H17A H 0.8142 0.0057 -0.3063 0.138 Uiso 1 1 calc R . . C18 C 0.7589(11) 0.0698(4) -0.1992(8) 0.130(3) Uani 1 1 d . . . H18A H 0.6282 0.0790 -0.2330 0.155 Uiso 1 1 calc R . . C19 C 0.8390(8) 0.0998(3) -0.1034(6) 0.099(2) Uani 1 1 d . . . H19A H 0.7597 0.1289 -0.0728 0.118 Uiso 1 1 calc R . . C20 C 0.5917(7) 0.3590(2) 0.2539(4) 0.0693(12) Uani 1 1 d . . . H20A H 0.6631 0.3933 0.2274 0.083 Uiso 1 1 calc R . . H20B H 0.6953 0.3311 0.2847 0.083 Uiso 1 1 calc R . . C21 C 0.4656(8) 0.3784(2) 0.3488(3) 0.0619(11) Uani 1 1 d . . . C22 C 0.5264(10) 0.4256(3) 0.4176(4) 0.0830(15) Uani 1 1 d . . . H22A H 0.6474 0.4457 0.4064 0.100 Uiso 1 1 calc R . . C23 C 0.4084(12) 0.4437(3) 0.5042(5) 0.099(2) Uani 1 1 d . . . H23A H 0.4514 0.4760 0.5491 0.119 Uiso 1 1 calc R . . C24 C 0.2350(13) 0.4156(4) 0.5235(5) 0.103(2) Uani 1 1 d . . . H24A H 0.1604 0.4277 0.5828 0.124 Uiso 1 1 calc R . . C25 C 0.1674(11) 0.3693(4) 0.4567(5) 0.109(2) Uani 1 1 d . . . H25A H 0.0457 0.3500 0.4693 0.131 Uiso 1 1 calc R . . C26 C 0.2819(10) 0.3510(3) 0.3692(4) 0.0852(16) Uani 1 1 d . . . H26A H 0.2341 0.3195 0.3233 0.102 Uiso 1 1 calc R . . C27 C 1.2891(5) 0.19873(18) -0.2724(3) 0.0476(8) Uani 1 1 d . . . C28 C 1.1316(7) 0.1788(3) -0.3501(4) 0.0841(17) Uani 1 1 d . . . H28A H 1.0027 0.1705 -0.3264 0.101 Uiso 1 1 calc R . . C29 C 1.1665(8) 0.1712(3) -0.4636(5) 0.090(2) Uani 1 1 d . . . H29A H 1.0583 0.1595 -0.5157 0.108 Uiso 1 1 calc R . . C30 C 1.3578(6) 0.1806(2) -0.5003(4) 0.0608(11) Uani 1 1 d . . . C31 C 1.5098(7) 0.1993(3) -0.4221(4) 0.0866(17) Uani 1 1 d . . . H31A H 1.6408 0.2058 -0.4445 0.104 Uiso 1 1 calc R . . C32 C 1.4746(6) 0.2088(3) -0.3088(4) 0.0774(16) Uani 1 1 d . . . H32A H 1.5815 0.2223 -0.2577 0.093 Uiso 1 1 calc R . . C33 C 1.3980(9) 0.1722(3) -0.6230(5) 0.0888(19) Uani 1 1 d . . . H33A H 1.5398 0.1808 -0.6317 0.133 Uiso 1 1 calc R . . H33B H 1.3113 0.1984 -0.6702 0.133 Uiso 1 1 calc R . . H33C H 1.3685 0.1320 -0.6452 0.133 Uiso 1 1 calc R . . C34 C 0.3041(6) 0.43018(16) -0.0884(3) 0.0462(8) Uani 1 1 d . . . C35 C 0.4403(7) 0.4727(2) -0.1214(4) 0.0663(11) Uani 1 1 d . . . H35A H 0.5781 0.4714 -0.0930 0.080 Uiso 1 1 calc R . . C36 C 0.3721(9) 0.5165(2) -0.1957(4) 0.0737(13) Uani 1 1 d . . . H36A H 0.4667 0.5439 -0.2182 0.088 Uiso 1 1 calc R . . C37 C 0.1689(8) 0.52160(19) -0.2384(4) 0.0612(11) Uani 1 1 d . . . C38 C 0.0331(7) 0.4807(2) -0.2022(5) 0.0703(12) Uani 1 1 d . . . H38A H -0.1058 0.4836 -0.2278 0.084 Uiso 1 1 calc R . . C39 C 0.0987(6) 0.4352(2) -0.1284(4) 0.0632(11) Uani 1 1 d . . . H39A H 0.0038 0.4079 -0.1057 0.076 Uiso 1 1 calc R . . C40 C 0.0954(11) 0.5682(3) -0.3251(5) 0.0964(19) Uani 1 1 d . . . H40D H 0.2091 0.5929 -0.3406 0.145 Uiso 1 1 calc R . . H40A H -0.0095 0.5919 -0.2956 0.145 Uiso 1 1 calc R . . H40B H 0.0401 0.5492 -0.3941 0.145 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0488(2) 0.0490(2) 0.03265(19) -0.0006(2) 0.00888(14) 0.0047(2) Cl1 0.1038(9) 0.0829(8) 0.0421(5) 0.0162(5) 0.0219(5) 0.0325(7) N1 0.0504(17) 0.0512(17) 0.0412(16) -0.0030(14) 0.0078(13) 0.0022(13) N2 0.0433(15) 0.066(2) 0.0414(17) -0.0056(14) 0.0114(12) 0.0057(13) N3 0.0534(17) 0.0556(18) 0.0353(15) -0.0004(13) 0.0141(12) 0.0046(14) N4 0.0510(17) 0.063(2) 0.0479(19) 0.0073(16) 0.0143(14) 0.0143(15) C1 0.0420(18) 0.055(2) 0.0399(18) -0.0046(16) 0.0071(14) 0.0089(15) C2 0.0426(16) 0.066(3) 0.0327(15) -0.0009(15) 0.0086(12) 0.0044(15) C3 0.055(2) 0.094(3) 0.044(2) 0.006(2) 0.0140(16) 0.018(2) C4 0.080(3) 0.110(4) 0.033(2) 0.014(2) 0.0169(19) 0.027(3) C5 0.064(3) 0.090(3) 0.036(2) 0.010(2) 0.0075(17) 0.024(2) C6 0.054(2) 0.066(2) 0.0327(17) -0.0018(16) 0.0072(15) 0.0075(17) C7 0.052(2) 0.051(2) 0.0424(19) 0.0013(16) 0.0088(15) 0.0062(16) C8 0.073(3) 0.074(3) 0.051(2) 0.004(2) 0.030(2) 0.018(2) C9 0.055(2) 0.053(2) 0.0386(19) -0.0030(15) 0.0166(15) 0.0053(16) C10 0.0424(18) 0.053(2) 0.0380(17) -0.0092(15) 0.0100(13) -0.0003(14) C11 0.051(2) 0.068(3) 0.052(2) -0.005(2) 0.0031(18) 0.0070(19) C12 0.052(2) 0.060(2) 0.047(2) -0.0030(18) 0.0045(16) 0.0108(17) C13 0.077(3) 0.058(2) 0.060(3) 0.009(2) 0.025(2) 0.014(2) C14 0.072(3) 0.046(2) 0.069(3) -0.0031(19) 0.021(2) 0.0032(18) C15 0.130(5) 0.069(3) 0.095(4) -0.013(3) 0.006(3) 0.041(3) C16 0.172(8) 0.073(4) 0.113(6) -0.030(4) 0.025(5) 0.026(5) C17 0.140(6) 0.081(4) 0.123(6) -0.026(4) 0.004(5) -0.026(4) C18 0.087(4) 0.121(6) 0.174(8) -0.045(6) -0.021(5) -0.022(4) C19 0.058(3) 0.091(4) 0.146(6) -0.045(4) 0.004(3) 0.000(3) C20 0.073(3) 0.081(3) 0.054(3) -0.022(2) 0.012(2) -0.002(2) C21 0.080(3) 0.070(3) 0.038(2) -0.0019(19) 0.0131(19) 0.022(2) C22 0.115(4) 0.080(3) 0.053(3) -0.011(3) 0.002(3) 0.018(3) C23 0.154(6) 0.092(4) 0.051(3) -0.019(3) 0.009(3) 0.044(4) C24 0.147(6) 0.117(5) 0.050(3) -0.004(3) 0.030(3) 0.042(5) C25 0.129(6) 0.131(6) 0.078(4) 0.003(4) 0.062(4) 0.020(4) C26 0.114(4) 0.092(4) 0.055(3) -0.007(3) 0.041(3) 0.003(3) C27 0.0419(18) 0.058(2) 0.044(2) -0.0104(17) 0.0120(14) 0.0000(15) C28 0.061(3) 0.124(5) 0.071(3) -0.042(3) 0.026(2) -0.036(3) C29 0.061(3) 0.147(6) 0.066(3) -0.050(3) 0.026(2) -0.033(3) C30 0.052(2) 0.079(3) 0.053(2) -0.018(2) 0.0135(18) 0.0038(19) C31 0.053(2) 0.146(5) 0.065(3) -0.018(3) 0.026(2) -0.016(3) C32 0.038(2) 0.145(5) 0.051(2) -0.025(3) 0.0136(17) -0.021(2) C33 0.084(4) 0.133(5) 0.053(3) -0.011(3) 0.024(3) 0.001(3) C34 0.0524(19) 0.045(2) 0.0422(19) -0.0032(15) 0.0098(15) 0.0023(14) C35 0.068(3) 0.068(3) 0.061(3) 0.001(2) -0.003(2) -0.018(2) C36 0.097(4) 0.060(3) 0.063(3) 0.007(2) 0.004(2) -0.021(2) C37 0.086(3) 0.045(2) 0.054(2) -0.0025(18) 0.013(2) 0.011(2) C38 0.058(2) 0.076(3) 0.078(3) 0.012(3) 0.012(2) 0.020(2) C39 0.051(2) 0.062(3) 0.077(3) 0.015(2) 0.010(2) 0.0058(18) C40 0.159(6) 0.061(3) 0.071(3) 0.011(3) 0.021(3) 0.030(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 C1 1.836(4) . ? Ni1 N1 1.914(3) . ? Ni1 N3 1.920(3) . ? Ni1 Cl1 2.2249(11) . ? N1 C10 1.325(4) . ? N1 C12 1.474(5) . ? N2 C10 1.341(4) . ? N2 C27 1.422(5) . ? N2 C11 1.481(5) . ? N3 C7 1.317(5) . ? N3 C9 1.488(4) . ? N4 C7 1.340(5) . ? N4 C34 1.414(5) . ? N4 C8 1.464(5) . ? C1 C6 1.390(5) . ? C1 C2 1.416(4) . ? C2 C3 1.397(5) . ? C2 C10 1.463(5) . ? C3 C4 1.389(6) . ? C3 H3A 0.9300 . ? C4 C5 1.397(5) . ? C4 H4A 0.9300 . ? C5 C6 1.398(5) . ? C5 H5A 0.9300 . ? C6 C7 1.472(5) . ? C8 C9 1.541(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C20 1.508(6) . ? C9 H9A 0.9800 . ? C11 C12 1.549(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.545(6) . ? C12 H12A 0.9800 . ? C13 C14 1.507(7) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C19 1.374(7) . ? C14 C15 1.377(6) . ? C15 C16 1.393(10) . ? C15 H15A 0.9300 . ? C16 C17 1.353(11) . ? C16 H16A 0.9300 . ? C17 C18 1.346(11) . ? C17 H17A 0.9300 . ? C18 C19 1.379(10) . ? C18 H18A 0.9300 . ? C19 H19A 0.9300 . ? C20 C21 1.516(5) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.377(7) . ? C21 C26 1.390(8) . ? C22 C23 1.397(7) . ? C22 H22A 0.9300 . ? C23 C24 1.335(10) . ? C23 H23A 0.9300 . ? C24 C25 1.359(11) . ? C24 H24A 0.9300 . ? C25 C26 1.394(6) . ? C25 H25A 0.9300 . ? C26 H26A 0.9300 . ? C27 C32 1.340(5) . ? C27 C28 1.387(6) . ? C28 C29 1.392(7) . ? C28 H28A 0.9300 . ? C29 C30 1.375(6) . ? C29 H29A 0.9300 . ? C30 C31 1.357(7) . ? C30 C33 1.510(6) . ? C31 C32 1.396(6) . ? C31 H31A 0.9300 . ? C32 H32A 0.9300 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 C39 1.383(5) . ? C34 C35 1.389(6) . ? C35 C36 1.369(7) . ? C35 H35A 0.9300 . ? C36 C37 1.378(7) . ? C36 H36A 0.9300 . ? C37 C38 1.376(7) . ? C37 C40 1.515(7) . ? C38 C39 1.390(6) . ? C38 H38A 0.9300 . ? C39 H39A 0.9300 . ? C40 H40D 0.9600 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni1 N1 81.65(14) . . ? C1 Ni1 N3 81.10(14) . . ? N1 Ni1 N3 162.75(12) . . ? C1 Ni1 Cl1 179.45(12) . . ? N1 Ni1 Cl1 97.83(10) . . ? N3 Ni1 Cl1 99.42(10) . . ? C10 N1 C12 108.4(3) . . ? C10 N1 Ni1 116.4(3) . . ? C12 N1 Ni1 135.2(2) . . ? C10 N2 C27 127.4(3) . . ? C10 N2 C11 108.1(3) . . ? C27 N2 C11 123.4(3) . . ? C7 N3 C9 108.2(3) . . ? C7 N3 Ni1 116.6(2) . . ? C9 N3 Ni1 135.2(2) . . ? C7 N4 C34 126.0(3) . . ? C7 N4 C8 108.5(3) . . ? C34 N4 C8 124.1(3) . . ? C6 C1 C2 120.4(3) . . ? C6 C1 Ni1 120.1(3) . . ? C2 C1 Ni1 119.5(3) . . ? C3 C2 C1 119.6(3) . . ? C3 C2 C10 132.7(3) . . ? C1 C2 C10 107.7(3) . . ? C4 C3 C2 119.0(3) . . ? C4 C3 H3A 120.5 . . ? C2 C3 H3A 120.5 . . ? C3 C4 C5 121.9(4) . . ? C3 C4 H4A 119.0 . . ? C5 C4 H4A 119.0 . . ? C4 C5 C6 119.0(4) . . ? C4 C5 H5A 120.5 . . ? C6 C5 H5A 120.5 . . ? C1 C6 C5 120.0(3) . . ? C1 C6 C7 108.0(3) . . ? C5 C6 C7 132.0(3) . . ? N3 C7 N4 115.4(3) . . ? N3 C7 C6 114.1(3) . . ? N4 C7 C6 130.4(3) . . ? N4 C8 C9 103.8(3) . . ? N4 C8 H8A 111.0 . . ? C9 C8 H8A 111.0 . . ? N4 C8 H8B 111.0 . . ? C9 C8 H8B 111.0 . . ? H8A C8 H8B 109.0 . . ? N3 C9 C20 111.5(3) . . ? N3 C9 C8 103.6(3) . . ? C20 C9 C8 113.6(4) . . ? N3 C9 H9A 109.3 . . ? C20 C9 H9A 109.3 . . ? C8 C9 H9A 109.3 . . ? N1 C10 N2 114.9(3) . . ? N1 C10 C2 114.8(3) . . ? N2 C10 C2 130.3(3) . . ? N2 C11 C12 102.4(3) . . ? N2 C11 H11A 111.3 . . ? C12 C11 H11A 111.3 . . ? N2 C11 H11B 111.3 . . ? C12 C11 H11B 111.3 . . ? H11A C11 H11B 109.2 . . ? N1 C12 C13 112.4(3) . . ? N1 C12 C11 103.5(3) . . ? C13 C12 C11 113.3(3) . . ? N1 C12 H12A 109.2 . . ? C13 C12 H12A 109.2 . . ? C11 C12 H12A 109.2 . . ? C14 C13 C12 115.4(4) . . ? C14 C13 H13A 108.4 . . ? C12 C13 H13A 108.4 . . ? C14 C13 H13B 108.4 . . ? C12 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C19 C14 C15 116.9(5) . . ? C19 C14 C13 121.0(4) . . ? C15 C14 C13 122.1(5) . . ? C14 C15 C16 121.3(6) . . ? C14 C15 H15A 119.3 . . ? C16 C15 H15A 119.3 . . ? C17 C16 C15 119.4(6) . . ? C17 C16 H16A 120.3 . . ? C15 C16 H16A 120.3 . . ? C18 C17 C16 120.7(7) . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? C17 C18 C19 119.8(7) . . ? C17 C18 H18A 120.1 . . ? C19 C18 H18A 120.1 . . ? C14 C19 C18 121.9(6) . . ? C14 C19 H19A 119.0 . . ? C18 C19 H19A 119.0 . . ? C9 C20 C21 114.9(4) . . ? C9 C20 H20A 108.6 . . ? C21 C20 H20A 108.6 . . ? C9 C20 H20B 108.6 . . ? C21 C20 H20B 108.6 . . ? H20A C20 H20B 107.5 . . ? C22 C21 C26 116.6(4) . . ? C22 C21 C20 121.0(5) . . ? C26 C21 C20 122.4(4) . . ? C21 C22 C23 120.7(6) . . ? C21 C22 H22A 119.6 . . ? C23 C22 H22A 119.6 . . ? C24 C23 C22 121.3(6) . . ? C24 C23 H23A 119.4 . . ? C22 C23 H23A 119.4 . . ? C23 C24 C25 120.0(5) . . ? C23 C24 H24A 120.0 . . ? C25 C24 H24A 120.0 . . ? C24 C25 C26 119.5(7) . . ? C24 C25 H25A 120.3 . . ? C26 C25 H25A 120.3 . . ? C21 C26 C25 121.8(6) . . ? C21 C26 H26A 119.1 . . ? C25 C26 H26A 119.1 . . ? C32 C27 C28 118.5(4) . . ? C32 C27 N2 121.3(4) . . ? C28 C27 N2 120.2(3) . . ? C27 C28 C29 120.0(4) . . ? C27 C28 H28A 120.0 . . ? C29 C28 H28A 120.0 . . ? C30 C29 C28 121.3(5) . . ? C30 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C31 C30 C29 117.4(4) . . ? C31 C30 C33 120.8(4) . . ? C29 C30 C33 121.9(4) . . ? C30 C31 C32 121.7(4) . . ? C30 C31 H31A 119.2 . . ? C32 C31 H31A 119.2 . . ? C27 C32 C31 121.1(4) . . ? C27 C32 H32A 119.5 . . ? C31 C32 H32A 119.5 . . ? C30 C33 H33A 109.5 . . ? C30 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C30 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C39 C34 C35 118.2(4) . . ? C39 C34 N4 120.1(3) . . ? C35 C34 N4 121.7(4) . . ? C36 C35 C34 120.2(4) . . ? C36 C35 H35A 119.9 . . ? C34 C35 H35A 119.9 . . ? C35 C36 C37 122.6(4) . . ? C35 C36 H36A 118.7 . . ? C37 C36 H36A 118.7 . . ? C38 C37 C36 117.0(4) . . ? C38 C37 C40 120.4(5) . . ? C36 C37 C40 122.6(5) . . ? C37 C38 C39 121.6(4) . . ? C37 C38 H38A 119.2 . . ? C39 C38 H38A 119.2 . . ? C34 C39 C38 120.4(4) . . ? C34 C39 H39A 119.8 . . ? C38 C39 H39A 119.8 . . ? C37 C40 H40D 109.5 . . ? C37 C40 H40A 109.5 . . ? H40D C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40D C40 H40B 109.5 . . ? H40A C40 H40B 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 Ni1 N1 C10 -0.2(3) . . . . ? N3 Ni1 N1 C10 0.2(6) . . . . ? Cl1 Ni1 N1 C10 179.6(3) . . . . ? C1 Ni1 N1 C12 -178.7(4) . . . . ? N3 Ni1 N1 C12 -178.2(4) . . . . ? Cl1 Ni1 N1 C12 1.1(4) . . . . ? C1 Ni1 N3 C7 -0.7(3) . . . . ? N1 Ni1 N3 C7 -1.2(7) . . . . ? Cl1 Ni1 N3 C7 179.4(3) . . . . ? C1 Ni1 N3 C9 179.7(4) . . . . ? N1 Ni1 N3 C9 179.2(4) . . . . ? Cl1 Ni1 N3 C9 -0.1(4) . . . . ? N1 Ni1 C1 C6 179.6(3) . . . . ? N3 Ni1 C1 C6 -0.2(3) . . . . ? Cl1 Ni1 C1 C6 162(37) . . . . ? N1 Ni1 C1 C2 0.3(3) . . . . ? N3 Ni1 C1 C2 -179.5(3) . . . . ? Cl1 Ni1 C1 C2 -17(15) . . . . ? C6 C1 C2 C3 1.4(6) . . . . ? Ni1 C1 C2 C3 -179.3(3) . . . . ? C6 C1 C2 C10 -179.6(3) . . . . ? Ni1 C1 C2 C10 -0.3(4) . . . . ? C1 C2 C3 C4 -3.5(7) . . . . ? C10 C2 C3 C4 177.8(5) . . . . ? C2 C3 C4 C5 2.2(8) . . . . ? C3 C4 C5 C6 1.3(8) . . . . ? C2 C1 C6 C5 2.1(6) . . . . ? Ni1 C1 C6 C5 -177.2(3) . . . . ? C2 C1 C6 C7 -179.7(3) . . . . ? Ni1 C1 C6 C7 1.0(4) . . . . ? C4 C5 C6 C1 -3.5(7) . . . . ? C4 C5 C6 C7 178.9(5) . . . . ? C9 N3 C7 N4 -0.8(5) . . . . ? Ni1 N3 C7 N4 179.6(3) . . . . ? C9 N3 C7 C6 -178.9(3) . . . . ? Ni1 N3 C7 C6 1.4(4) . . . . ? C34 N4 C7 N3 162.6(4) . . . . ? C8 N4 C7 N3 -4.4(5) . . . . ? C34 N4 C7 C6 -19.6(7) . . . . ? C8 N4 C7 C6 173.4(4) . . . . ? C1 C6 C7 N3 -1.5(5) . . . . ? C5 C6 C7 N3 176.3(5) . . . . ? C1 C6 C7 N4 -179.3(4) . . . . ? C5 C6 C7 N4 -1.4(8) . . . . ? C7 N4 C8 C9 7.2(5) . . . . ? C34 N4 C8 C9 -160.1(4) . . . . ? C7 N3 C9 C20 -117.4(4) . . . . ? Ni1 N3 C9 C20 62.2(5) . . . . ? C7 N3 C9 C8 5.2(4) . . . . ? Ni1 N3 C9 C8 -175.2(3) . . . . ? N4 C8 C9 N3 -7.3(4) . . . . ? N4 C8 C9 C20 113.9(4) . . . . ? C12 N1 C10 N2 -3.6(4) . . . . ? Ni1 N1 C10 N2 177.5(3) . . . . ? C12 N1 C10 C2 179.0(3) . . . . ? Ni1 N1 C10 C2 0.1(4) . . . . ? C27 N2 C10 N1 160.8(4) . . . . ? C11 N2 C10 N1 -7.6(5) . . . . ? C27 N2 C10 C2 -22.3(6) . . . . ? C11 N2 C10 C2 169.3(4) . . . . ? C3 C2 C10 N1 178.9(4) . . . . ? C1 C2 C10 N1 0.1(4) . . . . ? C3 C2 C10 N2 1.9(7) . . . . ? C1 C2 C10 N2 -176.8(4) . . . . ? C10 N2 C11 C12 14.6(4) . . . . ? C27 N2 C11 C12 -154.4(4) . . . . ? C10 N1 C12 C13 -110.1(4) . . . . ? Ni1 N1 C12 C13 68.5(5) . . . . ? C10 N1 C12 C11 12.5(4) . . . . ? Ni1 N1 C12 C11 -168.9(3) . . . . ? N2 C11 C12 N1 -15.9(4) . . . . ? N2 C11 C12 C13 106.1(4) . . . . ? N1 C12 C13 C14 68.3(4) . . . . ? C11 C12 C13 C14 -48.6(5) . . . . ? C12 C13 C14 C19 -83.1(6) . . . . ? C12 C13 C14 C15 97.1(6) . . . . ? C19 C14 C15 C16 0.3(10) . . . . ? C13 C14 C15 C16 -179.9(6) . . . . ? C14 C15 C16 C17 -2.2(12) . . . . ? C15 C16 C17 C18 3.4(13) . . . . ? C16 C17 C18 C19 -2.8(14) . . . . ? C15 C14 C19 C18 0.4(10) . . . . ? C13 C14 C19 C18 -179.4(7) . . . . ? C17 C18 C19 C14 0.8(13) . . . . ? N3 C9 C20 C21 176.1(4) . . . . ? C8 C9 C20 C21 59.5(5) . . . . ? C9 C20 C21 C22 -150.7(5) . . . . ? C9 C20 C21 C26 27.7(7) . . . . ? C26 C21 C22 C23 0.8(8) . . . . ? C20 C21 C22 C23 179.3(5) . . . . ? C21 C22 C23 C24 0.7(9) . . . . ? C22 C23 C24 C25 -1.6(10) . . . . ? C23 C24 C25 C26 0.9(11) . . . . ? C22 C21 C26 C25 -1.5(9) . . . . ? C20 C21 C26 C25 -180.0(6) . . . . ? C24 C25 C26 C21 0.7(10) . . . . ? C10 N2 C27 C32 134.7(5) . . . . ? C11 N2 C27 C32 -58.5(6) . . . . ? C10 N2 C27 C28 -43.9(7) . . . . ? C11 N2 C27 C28 122.9(5) . . . . ? C32 C27 C28 C29 -1.7(9) . . . . ? N2 C27 C28 C29 177.0(5) . . . . ? C27 C28 C29 C30 2.8(10) . . . . ? C28 C29 C30 C31 -1.8(10) . . . . ? C28 C29 C30 C33 179.6(6) . . . . ? C29 C30 C31 C32 -0.2(9) . . . . ? C33 C30 C31 C32 178.4(6) . . . . ? C28 C27 C32 C31 -0.3(9) . . . . ? N2 C27 C32 C31 -179.0(5) . . . . ? C30 C31 C32 C27 1.3(10) . . . . ? C7 N4 C34 C39 132.6(4) . . . . ? C8 N4 C34 C39 -62.4(6) . . . . ? C7 N4 C34 C35 -46.4(6) . . . . ? C8 N4 C34 C35 118.6(5) . . . . ? C39 C34 C35 C36 -2.9(7) . . . . ? N4 C34 C35 C36 176.1(4) . . . . ? C34 C35 C36 C37 1.7(8) . . . . ? C35 C36 C37 C38 0.7(7) . . . . ? C35 C36 C37 C40 -176.9(5) . . . . ? C36 C37 C38 C39 -1.8(7) . . . . ? C40 C37 C38 C39 175.8(5) . . . . ? C35 C34 C39 C38 1.8(7) . . . . ? N4 C34 C39 C38 -177.2(4) . . . . ? C37 C38 C39 C34 0.5(8) . . . . ? _diffrn_measured_fraction_theta_max 0.962 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.962 _refine_diff_density_max 0.279 _refine_diff_density_min -0.478 _refine_diff_density_rms 0.048 # Attachment '- 2b(CCDC-810120).cif' data_a _database_code_depnum_ccdc_archive 'CCDC 810120' #TrackingRef '- 2b(CCDC-810120).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H48 Cl3 N4 Ni O0.50' _chemical_formula_weight 649.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' _cell_length_a 13.976(3) _cell_length_b 22.955(5) _cell_length_c 10.551(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3384.7(12) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 489 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25.1 _chemical_absolute_configuration S _exptl_crystal_description PRISMATIC _exptl_crystal_colour RED _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1380 _exptl_absorpt_coefficient_mu 0.837 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8504 _exptl_absorpt_correction_T_max 0.8639 _exptl_absorpt_process_details SADABS(2009) _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type R-AXIS-IV _diffrn_measurement_method 'Oscillation frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10501 _diffrn_reflns_av_R_equivalents 0.0533 _diffrn_reflns_av_sigmaI/netI 0.0591 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5709 _reflns_number_gt 5400 _reflns_threshold_expression >2sigma(I) _computing_data_collection RAXIS _computing_cell_refinement RAXIS _computing_data_reduction RAXIS _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics TEXSAN _computing_publication_material TEXSAN _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^)+(0.0743P)^2^+2.3816P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment Constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0052(6) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.0(6) _refine_ls_number_reflns 5709 _refine_ls_number_parameters 359 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0614 _refine_ls_wR_factor_ref 0.1511 _refine_ls_wR_factor_gt 0.1476 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.29268(4) 0.50153(3) 0.26380(4) 0.04651(18) Uani 1 1 d . . . Cl1 Cl 0.32004(9) 0.50035(8) 0.05403(10) 0.0650(3) Uani 1 1 d . . . Cl2 Cl -0.06801(18) 0.43377(12) -0.0871(3) 0.1289(9) Uani 1 1 d . . . Cl3 Cl -0.1462(3) 0.32345(14) -0.0154(4) 0.1804(16) Uani 1 1 d . . . C1 C 0.2698(3) 0.4994(3) 0.4362(4) 0.0471(9) Uani 1 1 d . . . C2 C 0.1899(3) 0.4697(2) 0.4808(5) 0.0484(11) Uani 1 1 d . . . C3 C 0.1741(4) 0.4675(2) 0.6125(5) 0.0595(13) Uani 1 1 d . . . H3 H 0.1199 0.4493 0.6452 0.071 Uiso 1 1 calc R . . C4 C 0.2413(4) 0.4931(2) 0.6934(4) 0.0570(12) Uani 1 1 d . . . H4 H 0.2319 0.4906 0.7804 0.068 Uiso 1 1 calc R . . C5 C 0.3209(4) 0.5219(2) 0.6488(4) 0.0545(12) Uani 1 1 d . . . H5 H 0.3647 0.5383 0.7049 0.065 Uiso 1 1 calc R . . C6 C 0.3353(3) 0.5262(2) 0.5161(4) 0.0449(10) Uani 1 1 d . . . C7 C 0.4087(3) 0.5558(2) 0.4387(4) 0.0453(10) Uani 1 1 d . . . C8 C 0.5320(3) 0.6083(2) 0.3548(5) 0.0531(12) Uani 1 1 d . . . H8A H 0.5959 0.5922 0.3466 0.064 Uiso 1 1 calc R . . H8B H 0.5359 0.6505 0.3540 0.064 Uiso 1 1 calc R . . C9 C 0.4658(3) 0.5859(2) 0.2477(5) 0.0512(11) Uani 1 1 d . . . H9 H 0.5031 0.5613 0.1900 0.061 Uiso 1 1 calc R . . C10 C 0.1409(3) 0.4444(2) 0.3710(5) 0.0490(11) Uani 1 1 d . . . C11 C 0.0421(4) 0.3986(3) 0.2279(5) 0.0673(15) Uani 1 1 d . . . H11A H -0.0124 0.4199 0.1949 0.081 Uiso 1 1 calc R . . H11B H 0.0313 0.3572 0.2163 0.081 Uiso 1 1 calc R . . C12 C 0.1347(3) 0.4178(2) 0.1635(5) 0.0567(13) Uani 1 1 d . . . H12 H 0.1193 0.4428 0.0910 0.068 Uiso 1 1 calc R . . C13 C 0.4181(4) 0.6348(3) 0.1715(5) 0.0622(14) Uani 1 1 d . . . H13 H 0.3802 0.6163 0.1046 0.075 Uiso 1 1 calc R . . C14 C 0.4929(6) 0.6719(3) 0.1072(5) 0.0814(17) Uani 1 1 d . . . H14A H 0.5344 0.6474 0.0579 0.122 Uiso 1 1 calc R . . H14B H 0.5298 0.6921 0.1702 0.122 Uiso 1 1 calc R . . H14C H 0.4622 0.6996 0.0528 0.122 Uiso 1 1 calc R . . C15 C 0.3492(5) 0.6713(3) 0.2519(8) 0.0827(19) Uani 1 1 d . . . H15A H 0.3030 0.6461 0.2911 0.124 Uiso 1 1 calc R . . H15B H 0.3169 0.6989 0.1987 0.124 Uiso 1 1 calc R . . H15C H 0.3845 0.6916 0.3162 0.124 Uiso 1 1 calc R . . C16 C 0.1991(4) 0.3681(3) 0.1197(6) 0.0665(15) Uani 1 1 d . . . H16 H 0.2594 0.3856 0.0913 0.080 Uiso 1 1 calc R . . C17 C 0.1551(5) 0.3366(4) 0.0042(8) 0.100(3) Uani 1 1 d . . . H17A H 0.1410 0.3646 -0.0608 0.150 Uiso 1 1 calc R . . H17B H 0.0973 0.3173 0.0294 0.150 Uiso 1 1 calc R . . H17C H 0.1998 0.3084 -0.0277 0.150 Uiso 1 1 calc R . . C18 C 0.2240(5) 0.3254(3) 0.2273(8) 0.089(2) Uani 1 1 d . . . H18A H 0.2519 0.3464 0.2967 0.134 Uiso 1 1 calc R . . H18B H 0.2688 0.2969 0.1968 0.134 Uiso 1 1 calc R . . H18C H 0.1669 0.3061 0.2554 0.134 Uiso 1 1 calc R . . C19 C 0.0030(4) 0.3892(2) 0.4682(4) 0.0545(10) Uani 1 1 d . . . H19 H 0.0006 0.4191 0.5343 0.065 Uiso 1 1 calc R . . C20 C -0.0995(4) 0.3773(3) 0.4268(6) 0.0694(16) Uani 1 1 d . . . H20A H -0.1000 0.3483 0.3598 0.083 Uiso 1 1 calc R . . H20B H -0.1280 0.4128 0.3940 0.083 Uiso 1 1 calc R . . C21 C -0.1573(5) 0.3553(4) 0.5396(8) 0.093(2) Uani 1 1 d . . . H21A H -0.1613 0.3859 0.6027 0.112 Uiso 1 1 calc R . . H21B H -0.2218 0.3463 0.5119 0.112 Uiso 1 1 calc R . . C22 C -0.1137(7) 0.3014(4) 0.5998(9) 0.126(4) Uani 1 1 d . . . H22A H -0.1155 0.2694 0.5400 0.151 Uiso 1 1 calc R . . H22B H -0.1506 0.2904 0.6739 0.151 Uiso 1 1 calc R . . C23 C -0.0083(6) 0.3137(3) 0.6392(7) 0.109(3) Uani 1 1 d . . . H23A H -0.0070 0.3428 0.7059 0.130 Uiso 1 1 calc R . . H23B H 0.0205 0.2783 0.6719 0.130 Uiso 1 1 calc R . . C24 C 0.0488(5) 0.3353(3) 0.5263(7) 0.0790(18) Uani 1 1 d . . . H24A H 0.0525 0.3048 0.4630 0.095 Uiso 1 1 calc R . . H24B H 0.1134 0.3446 0.5531 0.095 Uiso 1 1 calc R . . C25 C 0.5087(4) 0.6111(2) 0.5983(4) 0.0500(10) Uani 1 1 d . . . H25 H 0.5003 0.5796 0.6600 0.060 Uiso 1 1 calc R . . C26 C 0.4423(5) 0.6604(3) 0.6361(6) 0.0724(16) Uani 1 1 d . . . H26A H 0.3766 0.6468 0.6356 0.087 Uiso 1 1 calc R . . H26B H 0.4478 0.6920 0.5756 0.087 Uiso 1 1 calc R . . C27 C 0.4685(5) 0.6821(3) 0.7681(7) 0.083(2) Uani 1 1 d . . . H27A H 0.4275 0.7147 0.7901 0.100 Uiso 1 1 calc R . . H27B H 0.4571 0.6513 0.8291 0.100 Uiso 1 1 calc R . . C28 C 0.5716(6) 0.7010(3) 0.7765(6) 0.084(2) Uani 1 1 d . . . H28A H 0.5863 0.7123 0.8630 0.100 Uiso 1 1 calc R . . H28B H 0.5818 0.7346 0.7224 0.100 Uiso 1 1 calc R . . C29 C 0.6372(4) 0.6521(3) 0.7360(6) 0.0768(17) Uani 1 1 d . . . H29A H 0.6318 0.6202 0.7959 0.092 Uiso 1 1 calc R . . H29B H 0.7029 0.6658 0.7373 0.092 Uiso 1 1 calc R . . C30 C 0.6130(4) 0.6302(3) 0.6037(5) 0.0614(14) Uani 1 1 d . . . H30A H 0.6240 0.6609 0.5423 0.074 Uiso 1 1 calc R . . H30B H 0.6541 0.5976 0.5823 0.074 Uiso 1 1 calc R . . C31 C -0.1722(7) 0.3903(4) -0.0632(12) 0.141(4) Uani 1 1 d . . . H31A H -0.2127 0.4089 -0.0004 0.170 Uiso 1 1 calc R . . H31B H -0.2079 0.3882 -0.1419 0.170 Uiso 1 1 calc R . . N1 N 0.1844(3) 0.45310(18) 0.2623(4) 0.0521(10) Uani 1 1 d . . . N2 N 0.0592(3) 0.4127(2) 0.3630(4) 0.0568(11) Uani 1 1 d . . . N3 N 0.3957(3) 0.54923(17) 0.3162(4) 0.0477(9) Uani 1 1 d . . . N4 N 0.4852(3) 0.58730(17) 0.4711(3) 0.0481(9) Uani 1 1 d . . . O1 O 0.5000 0.5000 -0.1325(6) 0.180(5) Uani 1 2 d S . . H1 H 0.5480 0.4999 -0.0830 0.270 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0494(3) 0.0552(3) 0.0349(3) -0.0003(3) -0.0038(2) -0.0100(3) Cl1 0.0725(7) 0.0835(8) 0.0390(5) -0.0048(8) -0.0012(5) -0.0165(9) Cl2 0.1143(17) 0.135(2) 0.138(2) 0.0115(16) -0.0252(16) 0.0107(15) Cl3 0.220(4) 0.120(2) 0.201(4) 0.032(2) 0.035(3) 0.019(2) C1 0.050(2) 0.051(2) 0.0406(19) -0.009(3) -0.0028(17) -0.008(3) C2 0.046(3) 0.057(3) 0.042(2) 0.000(2) 0.000(2) -0.004(2) C3 0.060(3) 0.075(4) 0.043(3) 0.000(2) 0.005(2) -0.013(3) C4 0.067(3) 0.063(3) 0.041(2) 0.002(3) 0.005(2) -0.007(3) C5 0.065(3) 0.063(3) 0.035(2) -0.003(2) -0.007(2) -0.003(2) C6 0.050(2) 0.047(2) 0.038(2) -0.0025(19) -0.002(2) -0.004(2) C7 0.050(3) 0.044(2) 0.041(2) 0.003(2) -0.006(2) -0.004(2) C8 0.051(3) 0.063(3) 0.046(3) 0.003(2) -0.0018(19) -0.015(2) C9 0.057(3) 0.056(3) 0.040(3) 0.000(2) -0.0020(19) -0.010(2) C10 0.043(2) 0.051(3) 0.053(3) 0.001(2) -0.008(2) -0.003(2) C11 0.052(3) 0.095(4) 0.055(3) -0.005(3) -0.006(2) -0.022(3) C12 0.050(3) 0.072(3) 0.048(3) -0.007(3) -0.009(2) -0.012(3) C13 0.074(3) 0.067(3) 0.046(3) 0.007(3) -0.009(3) -0.014(3) C14 0.102(4) 0.087(4) 0.055(3) 0.021(3) 0.001(4) -0.015(5) C15 0.079(4) 0.067(4) 0.102(5) 0.021(4) -0.002(4) 0.002(3) C16 0.051(3) 0.071(4) 0.077(4) -0.018(3) 0.009(3) -0.016(3) C17 0.079(4) 0.131(7) 0.089(5) -0.044(5) 0.016(4) -0.003(4) C18 0.078(4) 0.081(4) 0.108(5) -0.005(4) -0.012(4) -0.002(3) C19 0.047(2) 0.057(3) 0.059(3) -0.002(2) 0.004(3) 0.003(3) C20 0.048(3) 0.071(4) 0.089(4) -0.012(3) 0.004(3) 0.000(3) C21 0.060(4) 0.113(6) 0.107(6) -0.035(5) 0.029(4) -0.021(4) C22 0.165(9) 0.074(5) 0.139(8) -0.006(5) 0.085(7) -0.027(6) C23 0.127(6) 0.088(5) 0.111(6) 0.038(4) 0.040(6) 0.023(5) C24 0.075(4) 0.073(4) 0.090(5) 0.010(3) 0.018(4) 0.021(3) C25 0.053(3) 0.053(2) 0.044(2) -0.0027(18) -0.011(3) -0.002(3) C26 0.087(4) 0.072(4) 0.059(3) -0.011(3) -0.020(3) 0.013(3) C27 0.095(5) 0.087(4) 0.067(4) -0.033(4) -0.012(3) 0.013(4) C28 0.136(6) 0.066(4) 0.049(3) -0.015(3) -0.011(4) -0.023(4) C29 0.079(4) 0.092(4) 0.060(3) -0.003(3) -0.023(3) -0.023(3) C30 0.064(3) 0.065(3) 0.054(3) -0.008(3) -0.012(3) -0.013(3) C31 0.115(7) 0.121(7) 0.188(12) 0.006(7) -0.003(7) 0.031(6) N1 0.051(2) 0.067(2) 0.038(2) -0.0044(19) -0.0027(18) -0.0096(19) N2 0.045(2) 0.072(3) 0.054(2) -0.005(2) 0.002(2) -0.013(2) N3 0.055(2) 0.052(2) 0.037(2) 0.0011(17) 0.0016(17) -0.0126(19) N4 0.044(2) 0.060(2) 0.0400(18) -0.0046(16) -0.0078(18) -0.0112(19) O1 0.082(4) 0.405(17) 0.052(4) 0.000 0.000 -0.017(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 C1 1.848(4) . ? Ni1 N1 1.878(4) . ? Ni1 N3 1.891(4) . ? Ni1 Cl1 2.2462(12) . ? Cl2 C31 1.782(11) . ? Cl3 C31 1.656(10) . ? C1 C6 1.388(6) . ? C1 C2 1.390(6) . ? C2 C3 1.408(7) . ? C2 C10 1.467(7) . ? C3 C4 1.399(7) . ? C3 H3 0.9300 . ? C4 C5 1.377(7) . ? C4 H4 0.9300 . ? C5 C6 1.418(7) . ? C5 H5 0.9300 . ? C6 C7 1.477(6) . ? C7 N3 1.314(6) . ? C7 N4 1.335(6) . ? C8 N4 1.472(6) . ? C8 C9 1.547(6) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N3 1.481(6) . ? C9 C13 1.533(7) . ? C9 H9 0.9800 . ? C10 N1 1.314(6) . ? C10 N2 1.356(6) . ? C11 N2 1.481(7) . ? C11 C12 1.527(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N1 1.491(6) . ? C12 C16 1.525(8) . ? C12 H12 0.9800 . ? C13 C14 1.508(8) . ? C13 C15 1.532(9) . ? C13 H13 0.9800 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C18 1.540(10) . ? C16 C17 1.544(9) . ? C16 H16 0.9800 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 N2 1.464(6) . ? C19 C24 1.520(7) . ? C19 C20 1.522(7) . ? C19 H19 0.9800 . ? C20 C21 1.525(9) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.517(12) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.556(12) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.516(9) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 N4 1.486(5) . ? C25 C26 1.517(8) . ? C25 C30 1.522(7) . ? C25 H25 0.9800 . ? C26 C27 1.524(8) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.507(10) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 C29 1.512(9) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.523(8) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? O1 H1 0.8502 . ? 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 Ni1 N1 81.55(19) . . ? C1 Ni1 N3 81.93(18) . . ? N1 Ni1 N3 163.48(17) . . ? C1 Ni1 Cl1 177.76(19) . . ? N1 Ni1 Cl1 96.98(13) . . ? N3 Ni1 Cl1 99.51(12) . . ? C6 C1 C2 122.8(4) . . ? C6 C1 Ni1 118.1(3) . . ? C2 C1 Ni1 119.0(3) . . ? C1 C2 C3 118.6(4) . . ? C1 C2 C10 107.6(4) . . ? C3 C2 C10 133.8(5) . . ? C4 C3 C2 118.7(5) . . ? C4 C3 H3 120.6 . . ? C2 C3 H3 120.6 . . ? C5 C4 C3 122.5(4) . . ? C5 C4 H4 118.8 . . ? C3 C4 H4 118.8 . . ? C4 C5 C6 119.0(5) . . ? C4 C5 H5 120.5 . . ? C6 C5 H5 120.5 . . ? C1 C6 C5 118.4(4) . . ? C1 C6 C7 109.1(4) . . ? C5 C6 C7 132.6(4) . . ? N3 C7 N4 115.2(4) . . ? N3 C7 C6 113.2(4) . . ? N4 C7 C6 131.6(4) . . ? N4 C8 C9 103.6(4) . . ? N4 C8 H8A 111.0 . . ? C9 C8 H8A 111.0 . . ? N4 C8 H8B 111.0 . . ? C9 C8 H8B 111.0 . . ? H8A C8 H8B 109.0 . . ? N3 C9 C13 112.6(4) . . ? N3 C9 C8 103.2(4) . . ? C13 C9 C8 113.6(4) . . ? N3 C9 H9 109.1 . . ? C13 C9 H9 109.1 . . ? C8 C9 H9 109.1 . . ? N1 C10 N2 114.7(4) . . ? N1 C10 C2 114.4(4) . . ? N2 C10 C2 130.9(4) . . ? N2 C11 C12 103.2(4) . . ? N2 C11 H11A 111.1 . . ? C12 C11 H11A 111.1 . . ? N2 C11 H11B 111.1 . . ? C12 C11 H11B 111.1 . . ? H11A C11 H11B 109.1 . . ? N1 C12 C16 110.1(4) . . ? N1 C12 C11 104.0(4) . . ? C16 C12 C11 114.7(5) . . ? N1 C12 H12 109.3 . . ? C16 C12 H12 109.3 . . ? C11 C12 H12 109.3 . . ? C14 C13 C15 112.1(5) . . ? C14 C13 C9 110.3(5) . . ? C15 C13 C9 112.5(5) . . ? C14 C13 H13 107.2 . . ? C15 C13 H13 107.2 . . ? C9 C13 H13 107.2 . . ? 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 . . ? C12 C16 C18 112.7(5) . . ? C12 C16 C17 110.8(5) . . ? C18 C16 C17 111.9(6) . . ? C12 C16 H16 107.0 . . ? C18 C16 H16 107.0 . . ? C17 C16 H16 107.0 . . ? 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 . . ? N2 C19 C24 112.3(4) . . ? N2 C19 C20 110.7(4) . . ? C24 C19 C20 111.5(5) . . ? N2 C19 H19 107.4 . . ? C24 C19 H19 107.4 . . ? C20 C19 H19 107.4 . . ? C19 C20 C21 109.4(5) . . ? C19 C20 H20A 109.8 . . ? C21 C20 H20A 109.8 . . ? C19 C20 H20B 109.8 . . ? C21 C20 H20B 109.8 . . ? H20A C20 H20B 108.2 . . ? C22 C21 C20 112.6(6) . . ? C22 C21 H21A 109.1 . . ? C20 C21 H21A 109.1 . . ? C22 C21 H21B 109.1 . . ? C20 C21 H21B 109.1 . . ? H21A C21 H21B 107.8 . . ? C21 C22 C23 110.1(6) . . ? C21 C22 H22A 109.6 . . ? C23 C22 H22A 109.6 . . ? C21 C22 H22B 109.6 . . ? C23 C22 H22B 109.6 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 110.3(7) . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23A 109.6 . . ? C24 C23 H23B 109.6 . . ? C22 C23 H23B 109.6 . . ? H23A C23 H23B 108.1 . . ? C23 C24 C19 111.1(5) . . ? C23 C24 H24A 109.4 . . ? C19 C24 H24A 109.4 . . ? C23 C24 H24B 109.4 . . ? C19 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? N4 C25 C26 112.1(4) . . ? N4 C25 C30 110.6(4) . . ? C26 C25 C30 111.1(4) . . ? N4 C25 H25 107.6 . . ? C26 C25 H25 107.6 . . ? C30 C25 H25 107.6 . . ? C25 C26 C27 109.7(5) . . ? C25 C26 H26A 109.7 . . ? C27 C26 H26A 109.7 . . ? C25 C26 H26B 109.7 . . ? C27 C26 H26B 109.7 . . ? H26A C26 H26B 108.2 . . ? C28 C27 C26 112.2(6) . . ? C28 C27 H27A 109.2 . . ? C26 C27 H27A 109.2 . . ? C28 C27 H27B 109.2 . . ? C26 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C27 C28 C29 110.4(5) . . ? C27 C28 H28A 109.6 . . ? C29 C28 H28A 109.6 . . ? C27 C28 H28B 109.6 . . ? C29 C28 H28B 109.6 . . ? H28A C28 H28B 108.1 . . ? C28 C29 C30 111.7(5) . . ? C28 C29 H29A 109.3 . . ? C30 C29 H29A 109.3 . . ? C28 C29 H29B 109.3 . . ? C30 C29 H29B 109.3 . . ? H29A C29 H29B 107.9 . . ? C25 C30 C29 110.0(5) . . ? C25 C30 H30A 109.7 . . ? C29 C30 H30A 109.7 . . ? C25 C30 H30B 109.7 . . ? C29 C30 H30B 109.7 . . ? H30A C30 H30B 108.2 . . ? Cl3 C31 Cl2 112.5(6) . . ? Cl3 C31 H31A 109.1 . . ? Cl2 C31 H31A 109.1 . . ? Cl3 C31 H31B 109.1 . . ? Cl2 C31 H31B 109.1 . . ? H31A C31 H31B 107.8 . . ? C10 N1 C12 108.1(4) . . ? C10 N1 Ni1 117.1(3) . . ? C12 N1 Ni1 134.7(3) . . ? C10 N2 C19 127.1(4) . . ? C10 N2 C11 108.2(4) . . ? C19 N2 C11 124.3(4) . . ? C7 N3 C9 108.8(4) . . ? C7 N3 Ni1 117.4(3) . . ? C9 N3 Ni1 133.7(3) . . ? C7 N4 C8 108.6(4) . . ? C7 N4 C25 127.4(4) . . ? C8 N4 C25 122.3(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 N1 Ni1 C1 C6 174.7(5) . . . . ? N3 Ni1 C1 C6 -4.8(4) . . . . ? Cl1 Ni1 C1 C6 126(3) . . . . ? N1 Ni1 C1 C2 -3.4(4) . . . . ? N3 Ni1 C1 C2 177.0(5) . . . . ? Cl1 Ni1 C1 C2 -53(4) . . . . ? C6 C1 C2 C3 0.8(8) . . . . ? Ni1 C1 C2 C3 178.9(4) . . . . ? C6 C1 C2 C10 -176.7(5) . . . . ? Ni1 C1 C2 C10 1.3(6) . . . . ? C1 C2 C3 C4 -2.6(8) . . . . ? C10 C2 C3 C4 174.2(5) . . . . ? C2 C3 C4 C5 2.0(9) . . . . ? C3 C4 C5 C6 0.5(8) . . . . ? C2 C1 C6 C5 1.6(8) . . . . ? Ni1 C1 C6 C5 -176.5(4) . . . . ? C2 C1 C6 C7 -177.6(5) . . . . ? Ni1 C1 C6 C7 4.3(6) . . . . ? C4 C5 C6 C1 -2.2(8) . . . . ? C4 C5 C6 C7 176.7(5) . . . . ? C1 C6 C7 N3 -0.7(6) . . . . ? C5 C6 C7 N3 -179.7(5) . . . . ? C1 C6 C7 N4 179.6(5) . . . . ? C5 C6 C7 N4 0.6(9) . . . . ? N4 C8 C9 N3 -6.3(5) . . . . ? N4 C8 C9 C13 115.9(5) . . . . ? C1 C2 C10 N1 2.8(6) . . . . ? C3 C2 C10 N1 -174.2(6) . . . . ? C1 C2 C10 N2 -178.4(5) . . . . ? C3 C2 C10 N2 4.5(10) . . . . ? N2 C11 C12 N1 -12.8(6) . . . . ? N2 C11 C12 C16 107.5(5) . . . . ? N3 C9 C13 C14 178.2(4) . . . . ? C8 C9 C13 C14 61.4(6) . . . . ? N3 C9 C13 C15 52.2(6) . . . . ? C8 C9 C13 C15 -64.6(6) . . . . ? N1 C12 C16 C18 62.0(6) . . . . ? C11 C12 C16 C18 -54.9(6) . . . . ? N1 C12 C16 C17 -171.7(5) . . . . ? C11 C12 C16 C17 71.4(7) . . . . ? N2 C19 C20 C21 -177.6(5) . . . . ? C24 C19 C20 C21 56.6(7) . . . . ? C19 C20 C21 C22 -56.5(8) . . . . ? C20 C21 C22 C23 56.0(9) . . . . ? C21 C22 C23 C24 -55.1(9) . . . . ? C22 C23 C24 C19 56.4(8) . . . . ? N2 C19 C24 C23 177.1(6) . . . . ? C20 C19 C24 C23 -58.0(8) . . . . ? N4 C25 C26 C27 178.8(5) . . . . ? C30 C25 C26 C27 -56.9(7) . . . . ? C25 C26 C27 C28 56.5(8) . . . . ? C26 C27 C28 C29 -55.8(8) . . . . ? C27 C28 C29 C30 55.7(7) . . . . ? N4 C25 C30 C29 -177.7(4) . . . . ? C26 C25 C30 C29 57.2(6) . . . . ? C28 C29 C30 C25 -56.4(7) . . . . ? N2 C10 N1 C12 -7.2(6) . . . . ? C2 C10 N1 C12 171.7(4) . . . . ? N2 C10 N1 Ni1 175.3(3) . . . . ? C2 C10 N1 Ni1 -5.7(6) . . . . ? C16 C12 N1 C10 -110.8(5) . . . . ? C11 C12 N1 C10 12.6(6) . . . . ? C16 C12 N1 Ni1 66.0(6) . . . . ? C11 C12 N1 Ni1 -170.6(4) . . . . ? C1 Ni1 N1 C10 5.1(4) . . . . ? N3 Ni1 N1 C10 6.6(9) . . . . ? Cl1 Ni1 N1 C10 -176.6(4) . . . . ? C1 Ni1 N1 C12 -171.5(5) . . . . ? N3 Ni1 N1 C12 -170.1(6) . . . . ? Cl1 Ni1 N1 C12 6.8(5) . . . . ? N1 C10 N2 C19 170.7(5) . . . . ? C2 C10 N2 C19 -8.1(9) . . . . ? N1 C10 N2 C11 -1.6(6) . . . . ? C2 C10 N2 C11 179.6(5) . . . . ? C24 C19 N2 C10 -76.4(7) . . . . ? C20 C19 N2 C10 158.2(5) . . . . ? C24 C19 N2 C11 94.8(7) . . . . ? C20 C19 N2 C11 -30.6(7) . . . . ? C12 C11 N2 C10 9.3(6) . . . . ? C12 C11 N2 C19 -163.3(5) . . . . ? N4 C7 N3 C9 -6.8(6) . . . . ? C6 C7 N3 C9 173.4(4) . . . . ? N4 C7 N3 Ni1 176.6(3) . . . . ? C6 C7 N3 Ni1 -3.1(6) . . . . ? C13 C9 N3 C7 -115.0(5) . . . . ? C8 C9 N3 C7 7.9(5) . . . . ? C13 C9 N3 Ni1 60.8(6) . . . . ? C8 C9 N3 Ni1 -176.4(4) . . . . ? C1 Ni1 N3 C7 4.4(4) . . . . ? N1 Ni1 N3 C7 2.9(9) . . . . ? Cl1 Ni1 N3 C7 -173.9(4) . . . . ? C1 Ni1 N3 C9 -171.1(5) . . . . ? N1 Ni1 N3 C9 -172.5(5) . . . . ? Cl1 Ni1 N3 C9 10.7(5) . . . . ? N3 C7 N4 C8 2.4(6) . . . . ? C6 C7 N4 C8 -177.9(5) . . . . ? N3 C7 N4 C25 167.9(4) . . . . ? C6 C7 N4 C25 -12.3(8) . . . . ? C9 C8 N4 C7 2.8(5) . . . . ? C9 C8 N4 C25 -163.6(4) . . . . ? C26 C25 N4 C7 -70.4(6) . . . . ? C30 C25 N4 C7 164.9(5) . . . . ? C26 C25 N4 C8 93.3(6) . . . . ? C30 C25 N4 C8 -31.3(6) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1 Cl1 0.85 2.34 3.194(4) 179.8 2_665 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.446 _refine_diff_density_min -0.512 _refine_diff_density_rms 0.059 # Attachment '(CCDC-810478).cif' data_CCDC-810478 _database_code_depnum_ccdc_archive 'CCDC 810478' #TrackingRef '(CCDC-810478).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H37 Cl N4 Ni' _chemical_formula_weight 571.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 28.671(6) _cell_length_b 9.971(2) _cell_length_c 10.646(2) _cell_angle_alpha 90.00 _cell_angle_beta 100.00(3) _cell_angle_gamma 90.00 _cell_volume 2997.3(10) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 399 _cell_measurement_theta_min 2 _cell_measurement_theta_max 25.1 _chemical_absolute_configuration S _exptl_crystal_description PRISMATIC _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.267 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1208 _exptl_absorpt_coefficient_mu 0.763 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.8624 _exptl_absorpt_correction_T_max 0.8877 _exptl_absorpt_process_details SADABS(2009) _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type R-AXIS-IV _diffrn_measurement_method 'Oscillation frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6073 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -35 _diffrn_reflns_limit_h_max 37 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 27.52 _reflns_number_total 6044 _reflns_number_gt 4799 _reflns_threshold_expression >2sigma(I) _computing_data_collection raxis _computing_cell_refinement raxis _computing_data_reduction raxis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics texsan _computing_publication_material texsan _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0678P)^2^+0.2266P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0066(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.508(19) _refine_ls_number_reflns 6044 _refine_ls_number_parameters 344 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0632 _refine_ls_R_factor_gt 0.0486 _refine_ls_wR_factor_ref 0.1271 _refine_ls_wR_factor_gt 0.1143 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.039 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.101682(15) 0.65710(6) 0.01060(4) 0.05258(15) Uani 1 1 d . . . Cl1 Cl 0.10466(5) 0.87471(11) 0.06397(11) 0.0736(3) Uani 1 1 d . . . N1 N 0.04413(10) 0.6534(5) -0.1108(3) 0.0550(6) Uani 1 1 d . . . N2 N -0.00835(12) 0.5407(4) -0.2537(3) 0.0593(8) Uani 1 1 d . . . N3 N 0.15961(12) 0.6067(4) 0.1139(3) 0.0610(9) Uani 1 1 d . . . N4 N 0.21912(13) 0.4590(4) 0.1613(4) 0.0764(11) Uani 1 1 d . . . C1 C 0.10158(14) 0.4780(4) -0.0333(4) 0.0549(9) Uani 1 1 d . . . C2 C 0.06449(15) 0.4268(4) -0.1219(4) 0.0566(9) Uani 1 1 d . . . C3 C 0.06518(16) 0.2937(4) -0.1606(5) 0.0659(11) Uani 1 1 d . . . H3A H 0.0406 0.2587 -0.2202 0.079 Uiso 1 1 calc R . . C4 C 0.10337(17) 0.2147(5) -0.1082(5) 0.0729(12) Uani 1 1 d . . . H4A H 0.1037 0.1251 -0.1323 0.087 Uiso 1 1 calc R . . C5 C 0.14115(17) 0.2639(5) -0.0212(5) 0.0713(12) Uani 1 1 d . . . H5A H 0.1666 0.2087 0.0111 0.086 Uiso 1 1 calc R . . C6 C 0.14034(15) 0.3979(4) 0.0173(4) 0.0599(10) Uani 1 1 d . . . C7 C 0.17404(15) 0.4836(5) 0.1014(4) 0.0624(10) Uani 1 1 d . . . C8 C 0.23941(16) 0.5864(6) 0.2178(6) 0.0833(14) Uani 1 1 d . . . H8A H 0.2619 0.6238 0.1690 0.100 Uiso 1 1 calc R . . H8B H 0.2550 0.5737 0.3055 0.100 Uiso 1 1 calc R . . C9 C 0.19531(14) 0.6769(5) 0.2103(4) 0.0692(12) Uani 1 1 d . . . H9A H 0.2021 0.7654 0.1776 0.083 Uiso 1 1 calc R . . C10 C 0.03102(14) 0.5378(4) -0.1631(4) 0.0511(9) Uani 1 1 d . . . C11 C -0.02774(14) 0.6763(5) -0.2553(4) 0.0591(10) Uani 1 1 d . . . H11A H -0.0560 0.6784 -0.2165 0.071 Uiso 1 1 calc R . . H11B H -0.0355 0.7103 -0.3418 0.071 Uiso 1 1 calc R . . C12 C 0.01228(16) 0.7582(5) -0.1768(5) 0.0591(11) Uani 1 1 d . . . H12A H -0.0004 0.8124 -0.1137 0.071 Uiso 1 1 calc R . . C13 C 0.17650(18) 0.6939(5) 0.3367(4) 0.0760(14) Uani 1 1 d . . . H13A H 0.1467 0.7438 0.3174 0.091 Uiso 1 1 calc R . . C14 C 0.1656(2) 0.5602(7) 0.3958(6) 0.100(2) Uani 1 1 d . . . H14A H 0.1446 0.5086 0.3340 0.150 Uiso 1 1 calc R . . H14B H 0.1508 0.5767 0.4686 0.150 Uiso 1 1 calc R . . H14C H 0.1945 0.5113 0.4220 0.150 Uiso 1 1 calc R . . C15 C 0.2104(2) 0.7769(7) 0.4334(5) 0.1001(19) Uani 1 1 d . . . H15A H 0.2169 0.8605 0.3952 0.150 Uiso 1 1 calc R . . H15B H 0.2395 0.7283 0.4584 0.150 Uiso 1 1 calc R . . H15C H 0.1962 0.7939 0.5070 0.150 Uiso 1 1 calc R . . C16 C 0.03950(16) 0.8491(4) -0.2562(4) 0.0665(11) Uani 1 1 d . . . H16A H 0.0662 0.8871 -0.1969 0.080 Uiso 1 1 calc R . . C17 C 0.06049(18) 0.7725(6) -0.3562(5) 0.0776(13) Uani 1 1 d . . . H17A H 0.0768 0.8337 -0.4032 0.116 Uiso 1 1 calc R . . H17B H 0.0356 0.7287 -0.4136 0.116 Uiso 1 1 calc R . . H17C H 0.0824 0.7066 -0.3152 0.116 Uiso 1 1 calc R . . C18 C 0.0086(2) 0.9672(6) -0.3117(5) 0.0970(19) Uani 1 1 d . . . H18A H 0.0260 1.0225 -0.3611 0.146 Uiso 1 1 calc R . . H18B H -0.0001 1.0191 -0.2435 0.146 Uiso 1 1 calc R . . H18C H -0.0194 0.9340 -0.3653 0.146 Uiso 1 1 calc R . . C19 C -0.03713(13) 0.4274(4) -0.2987(4) 0.0539(9) Uani 1 1 d . . . C20 C -0.05270(15) 0.4135(5) -0.4307(4) 0.0670(11) Uani 1 1 d . . . H20A H -0.0441 0.4756 -0.4879 0.080 Uiso 1 1 calc R . . C21 C -0.08155(17) 0.3033(6) -0.4737(5) 0.0769(14) Uani 1 1 d . . . H21A H -0.0919 0.2927 -0.5609 0.092 Uiso 1 1 calc R . . C22 C -0.09506(17) 0.2103(5) -0.3914(6) 0.0765(13) Uani 1 1 d . . . C23 C -0.07927(17) 0.2287(5) -0.2636(6) 0.0782(14) Uani 1 1 d . . . H23A H -0.0879 0.1668 -0.2064 0.094 Uiso 1 1 calc R . . C24 C -0.05112(15) 0.3355(5) -0.2169(4) 0.0654(11) Uani 1 1 d . . . H24A H -0.0415 0.3454 -0.1293 0.079 Uiso 1 1 calc R . . C25 C -0.1261(2) 0.0913(7) -0.4433(8) 0.120(2) Uani 1 1 d . . . H25A H -0.1322 0.0368 -0.3737 0.180 Uiso 1 1 calc R . . H25B H -0.1101 0.0388 -0.4983 0.180 Uiso 1 1 calc R . . H25C H -0.1555 0.1236 -0.4906 0.180 Uiso 1 1 calc R . . C26 C 0.24138(15) 0.3308(5) 0.1858(4) 0.0670(12) Uani 1 1 d . . . C27 C 0.28718(16) 0.3112(6) 0.1622(5) 0.0791(14) Uani 1 1 d . . . H27A H 0.3034 0.3808 0.1307 0.095 Uiso 1 1 calc R . . C28 C 0.30822(17) 0.1870(7) 0.1863(5) 0.0840(18) Uani 1 1 d . . . H28A H 0.3388 0.1741 0.1703 0.101 Uiso 1 1 calc R . . C29 C 0.28539(17) 0.0824(6) 0.2328(4) 0.0750(13) Uani 1 1 d . . . C30 C 0.23994(19) 0.1044(6) 0.2542(6) 0.0851(17) Uani 1 1 d . . . H30A H 0.2233 0.0345 0.2838 0.102 Uiso 1 1 calc R . . C31 C 0.21878(17) 0.2279(6) 0.2326(6) 0.0797(16) Uani 1 1 d . . . H31A H 0.1885 0.2410 0.2503 0.096 Uiso 1 1 calc R . . C32 C 0.3093(2) -0.0543(7) 0.2593(6) 0.1008(19) Uani 1 1 d . . . H32A H 0.3406 -0.0509 0.2390 0.151 Uiso 1 1 calc R . . H32B H 0.2910 -0.1213 0.2077 0.151 Uiso 1 1 calc R . . H32C H 0.3112 -0.0764 0.3478 0.151 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0523(3) 0.0550(3) 0.0479(2) 0.0029(3) 0.00164(16) -0.0009(3) Cl1 0.0853(8) 0.0596(6) 0.0684(7) -0.0030(5) -0.0075(5) -0.0019(6) N1 0.0565(16) 0.0555(16) 0.0504(14) 0.002(2) 0.0015(12) 0.004(2) N2 0.0496(19) 0.060(2) 0.0629(19) -0.0040(17) -0.0053(15) -0.0010(15) N3 0.054(2) 0.066(2) 0.0595(18) 0.0034(15) 0.0007(15) -0.0039(15) N4 0.052(2) 0.069(3) 0.100(3) 0.010(2) -0.0090(19) -0.0024(18) C1 0.054(2) 0.058(2) 0.0510(19) 0.0082(18) 0.0052(16) -0.0011(17) C2 0.054(2) 0.056(2) 0.058(2) 0.0057(18) 0.0074(17) 0.0007(18) C3 0.061(3) 0.055(3) 0.078(3) -0.001(2) 0.003(2) 0.0002(19) C4 0.075(3) 0.054(2) 0.087(3) -0.001(2) 0.007(2) -0.001(2) C5 0.069(3) 0.061(2) 0.081(3) 0.016(2) 0.005(2) 0.007(2) C6 0.053(2) 0.059(2) 0.065(2) 0.0042(19) 0.0049(18) 0.0026(19) C7 0.054(2) 0.066(3) 0.064(2) 0.010(2) 0.0019(18) -0.0042(19) C8 0.055(3) 0.083(3) 0.107(4) 0.007(3) 0.000(2) -0.008(2) C9 0.056(2) 0.068(3) 0.077(2) 0.013(2) -0.0067(18) -0.013(2) C10 0.050(2) 0.053(2) 0.049(2) 0.0028(18) 0.0064(16) 0.0005(17) C11 0.057(2) 0.061(3) 0.0560(19) -0.003(2) 0.0010(16) 0.010(2) C12 0.058(2) 0.056(2) 0.061(3) 0.0001(19) 0.001(2) 0.011(2) C13 0.074(3) 0.086(4) 0.062(2) 0.011(2) -0.008(2) -0.012(2) C14 0.107(4) 0.113(5) 0.076(3) 0.014(3) 0.004(3) -0.040(4) C15 0.119(5) 0.095(4) 0.076(3) 0.004(3) -0.013(3) -0.026(4) C16 0.069(3) 0.058(3) 0.064(2) 0.000(2) -0.012(2) -0.006(2) C17 0.076(3) 0.092(3) 0.064(3) 0.002(3) 0.009(2) -0.001(3) C18 0.133(5) 0.069(3) 0.078(3) 0.012(3) -0.014(3) 0.012(3) C19 0.043(2) 0.058(2) 0.059(2) -0.0016(18) 0.0051(16) 0.0007(17) C20 0.056(2) 0.079(3) 0.063(2) -0.007(2) 0.0041(19) 0.004(2) C21 0.061(3) 0.091(4) 0.076(3) -0.033(3) 0.003(2) 0.000(2) C22 0.053(2) 0.073(3) 0.106(4) -0.021(3) 0.019(2) -0.004(2) C23 0.068(3) 0.077(3) 0.096(4) -0.005(3) 0.031(3) -0.006(2) C24 0.062(3) 0.077(3) 0.059(2) -0.008(2) 0.0161(19) -0.006(2) C25 0.083(4) 0.101(5) 0.175(7) -0.047(5) 0.021(4) -0.022(4) C26 0.048(2) 0.081(3) 0.068(3) 0.013(2) -0.0020(19) 0.006(2) C27 0.051(3) 0.101(4) 0.087(3) 0.001(3) 0.017(2) -0.005(3) C28 0.054(2) 0.113(5) 0.085(3) -0.009(3) 0.012(2) 0.013(3) C29 0.069(3) 0.093(4) 0.063(3) 0.002(3) 0.010(2) 0.025(3) C30 0.069(3) 0.096(4) 0.094(4) 0.030(3) 0.027(3) 0.019(3) C31 0.053(3) 0.090(4) 0.100(4) 0.032(3) 0.022(3) 0.019(2) C32 0.104(4) 0.099(4) 0.102(4) 0.008(4) 0.023(3) 0.040(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 C1 1.846(4) . ? Ni1 N3 1.894(3) . ? Ni1 N1 1.912(3) . ? Ni1 Cl1 2.2408(14) . ? N1 C10 1.307(6) . ? N1 C12 1.482(6) . ? N2 C10 1.352(5) . ? N2 C19 1.432(5) . ? N2 C11 1.462(6) . ? N3 C7 1.309(6) . ? N3 C9 1.492(5) . ? N4 C7 1.361(5) . ? N4 C26 1.433(6) . ? N4 C8 1.481(7) . ? C1 C2 1.390(6) . ? C1 C6 1.399(6) . ? C2 C3 1.391(6) . ? C2 C10 1.480(6) . ? C3 C4 1.385(7) . ? C3 H3A 0.9300 . ? C4 C5 1.387(7) . ? C4 H4A 0.9300 . ? C5 C6 1.399(7) . ? C5 H5A 0.9300 . ? C6 C7 1.471(6) . ? C8 C9 1.544(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C13 1.544(7) . ? C9 H9A 0.9800 . ? C11 C12 1.532(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C16 1.541(7) . ? C12 H12A 0.9800 . ? C13 C14 1.530(8) . ? C13 C15 1.530(7) . ? C13 H13A 0.9800 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.517(7) . ? C16 C18 1.528(7) . ? C16 H16A 0.9800 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C24 1.371(6) . ? C19 C20 1.406(6) . ? C20 C21 1.404(7) . ? C20 H20A 0.9300 . ? C21 C22 1.377(8) . ? C21 H21A 0.9300 . ? C22 C23 1.370(8) . ? C22 C25 1.528(7) . ? C23 C24 1.376(7) . ? C23 H23A 0.9300 . ? C24 H24A 0.9300 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 C31 1.353(7) . ? C26 C27 1.393(6) . ? C27 C28 1.382(8) . ? C27 H27A 0.9300 . ? C28 C29 1.369(8) . ? C28 H28A 0.9300 . ? C29 C30 1.379(7) . ? C29 C32 1.529(8) . ? C30 C31 1.375(7) . ? C30 H30A 0.9300 . ? C31 H31A 0.9300 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Ni1 N3 81.56(17) . . ? C1 Ni1 N1 81.19(19) . . ? N3 Ni1 N1 162.67(17) . . ? C1 Ni1 Cl1 177.91(13) . . ? N3 Ni1 Cl1 96.82(12) . . ? N1 Ni1 Cl1 100.39(14) . . ? C10 N1 C12 108.2(3) . . ? C10 N1 Ni1 117.1(3) . . ? C12 N1 Ni1 134.1(3) . . ? C10 N2 C19 125.7(4) . . ? C10 N2 C11 107.3(3) . . ? C19 N2 C11 122.1(3) . . ? C7 N3 C9 108.6(4) . . ? C7 N3 Ni1 116.8(3) . . ? C9 N3 Ni1 134.6(3) . . ? C7 N4 C26 127.1(4) . . ? C7 N4 C8 108.0(4) . . ? C26 N4 C8 124.1(4) . . ? C2 C1 C6 121.0(4) . . ? C2 C1 Ni1 119.6(3) . . ? C6 C1 Ni1 119.3(3) . . ? C1 C2 C3 120.2(4) . . ? C1 C2 C10 107.9(4) . . ? C3 C2 C10 131.8(4) . . ? C4 C3 C2 118.3(4) . . ? C4 C3 H3A 120.8 . . ? C2 C3 H3A 120.8 . . ? C3 C4 C5 122.6(5) . . ? C3 C4 H4A 118.7 . . ? C5 C4 H4A 118.7 . . ? C4 C5 C6 118.9(4) . . ? C4 C5 H5A 120.6 . . ? C6 C5 H5A 120.6 . . ? C1 C6 C5 119.0(4) . . ? C1 C6 C7 107.2(4) . . ? C5 C6 C7 133.7(4) . . ? N3 C7 N4 114.4(4) . . ? N3 C7 C6 114.9(4) . . ? N4 C7 C6 130.6(4) . . ? N4 C8 C9 102.7(4) . . ? N4 C8 H8A 111.2 . . ? C9 C8 H8A 111.2 . . ? N4 C8 H8B 111.2 . . ? C9 C8 H8B 111.2 . . ? H8A C8 H8B 109.1 . . ? N3 C9 C13 110.5(3) . . ? N3 C9 C8 102.7(4) . . ? C13 C9 C8 115.2(4) . . ? N3 C9 H9A 109.4 . . ? C13 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? N1 C10 N2 115.3(4) . . ? N1 C10 C2 114.2(4) . . ? N2 C10 C2 130.2(4) . . ? N2 C11 C12 103.9(3) . . ? N2 C11 H11A 111.0 . . ? C12 C11 H11A 111.0 . . ? N2 C11 H11B 111.0 . . ? C12 C11 H11B 111.0 . . ? H11A C11 H11B 109.0 . . ? N1 C12 C11 103.0(4) . . ? N1 C12 C16 110.2(3) . . ? C11 C12 C16 114.6(4) . . ? N1 C12 H12A 109.6 . . ? C11 C12 H12A 109.6 . . ? C16 C12 H12A 109.6 . . ? C14 C13 C15 110.3(4) . . ? C14 C13 C9 113.0(4) . . ? C15 C13 C9 111.6(4) . . ? C14 C13 H13A 107.2 . . ? C15 C13 H13A 107.2 . . ? C9 C13 H13A 107.2 . . ? 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 C18 113.0(4) . . ? C17 C16 C12 112.9(4) . . ? C18 C16 C12 110.5(4) . . ? C17 C16 H16A 106.7 . . ? C18 C16 H16A 106.7 . . ? C12 C16 H16A 106.7 . . ? 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 . . ? C24 C19 C20 119.5(4) . . ? C24 C19 N2 122.0(4) . . ? C20 C19 N2 118.4(4) . . ? C21 C20 C19 118.0(5) . . ? C21 C20 H20A 121.0 . . ? C19 C20 H20A 121.0 . . ? C22 C21 C20 122.3(5) . . ? C22 C21 H21A 118.8 . . ? C20 C21 H21A 118.8 . . ? C23 C22 C21 117.4(5) . . ? C23 C22 C25 122.3(6) . . ? C21 C22 C25 120.2(6) . . ? C22 C23 C24 122.3(5) . . ? C22 C23 H23A 118.8 . . ? C24 C23 H23A 118.8 . . ? C19 C24 C23 120.3(4) . . ? C19 C24 H24A 119.8 . . ? C23 C24 H24A 119.8 . . ? C22 C25 H25A 109.5 . . ? C22 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C22 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C31 C26 C27 119.1(5) . . ? C31 C26 N4 121.1(4) . . ? C27 C26 N4 119.7(5) . . ? C28 C27 C26 119.2(5) . . ? C28 C27 H27A 120.4 . . ? C26 C27 H27A 120.4 . . ? C29 C28 C27 121.9(5) . . ? C29 C28 H28A 119.0 . . ? C27 C28 H28A 119.0 . . ? C28 C29 C30 117.6(5) . . ? C28 C29 C32 121.2(5) . . ? C30 C29 C32 121.1(6) . . ? C31 C30 C29 121.1(5) . . ? C31 C30 H30A 119.4 . . ? C29 C30 H30A 119.4 . . ? C26 C31 C30 121.0(4) . . ? C26 C31 H31A 119.5 . . ? C30 C31 H31A 119.5 . . ? C29 C32 H32A 109.5 . . ? C29 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C29 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 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 Ni1 N1 C10 1.5(3) . . . . ? N3 Ni1 N1 C10 6.6(6) . . . . ? Cl1 Ni1 N1 C10 -179.9(3) . . . . ? C1 Ni1 N1 C12 -168.0(4) . . . . ? N3 Ni1 N1 C12 -162.9(5) . . . . ? Cl1 Ni1 N1 C12 10.6(4) . . . . ? C1 Ni1 N3 C7 5.0(3) . . . . ? N1 Ni1 N3 C7 -0.2(7) . . . . ? Cl1 Ni1 N3 C7 -173.7(3) . . . . ? C1 Ni1 N3 C9 -176.1(4) . . . . ? N1 Ni1 N3 C9 178.8(4) . . . . ? Cl1 Ni1 N3 C9 5.2(4) . . . . ? N3 Ni1 C1 C2 -179.1(4) . . . . ? N1 Ni1 C1 C2 -0.7(3) . . . . ? Cl1 Ni1 C1 C2 -140(3) . . . . ? N3 Ni1 C1 C6 -3.0(3) . . . . ? N1 Ni1 C1 C6 175.4(4) . . . . ? Cl1 Ni1 C1 C6 36(4) . . . . ? C6 C1 C2 C3 0.7(6) . . . . ? Ni1 C1 C2 C3 176.8(3) . . . . ? C6 C1 C2 C10 -176.2(4) . . . . ? Ni1 C1 C2 C10 -0.1(5) . . . . ? C1 C2 C3 C4 0.4(7) . . . . ? C10 C2 C3 C4 176.4(5) . . . . ? C2 C3 C4 C5 -1.4(8) . . . . ? C3 C4 C5 C6 1.3(8) . . . . ? C2 C1 C6 C5 -0.9(6) . . . . ? Ni1 C1 C6 C5 -176.9(3) . . . . ? C2 C1 C6 C7 176.8(4) . . . . ? Ni1 C1 C6 C7 0.8(5) . . . . ? C4 C5 C6 C1 -0.1(7) . . . . ? C4 C5 C6 C7 -177.1(5) . . . . ? C9 N3 C7 N4 -9.5(5) . . . . ? Ni1 N3 C7 N4 169.7(3) . . . . ? C9 N3 C7 C6 174.9(3) . . . . ? Ni1 N3 C7 C6 -5.9(5) . . . . ? C26 N4 C7 N3 166.9(5) . . . . ? C8 N4 C7 N3 -3.3(6) . . . . ? C26 N4 C7 C6 -18.3(8) . . . . ? C8 N4 C7 C6 171.5(5) . . . . ? C1 C6 C7 N3 3.2(5) . . . . ? C5 C6 C7 N3 -179.6(5) . . . . ? C1 C6 C7 N4 -171.5(5) . . . . ? C5 C6 C7 N4 5.7(9) . . . . ? C7 N4 C8 C9 13.8(5) . . . . ? C26 N4 C8 C9 -156.8(4) . . . . ? C7 N3 C9 C13 -106.0(4) . . . . ? Ni1 N3 C9 C13 75.0(5) . . . . ? C7 N3 C9 C8 17.3(5) . . . . ? Ni1 N3 C9 C8 -161.7(3) . . . . ? N4 C8 C9 N3 -18.1(5) . . . . ? N4 C8 C9 C13 102.0(5) . . . . ? C12 N1 C10 N2 -4.3(5) . . . . ? Ni1 N1 C10 N2 -176.4(3) . . . . ? C12 N1 C10 C2 170.1(4) . . . . ? Ni1 N1 C10 C2 -1.9(5) . . . . ? C19 N2 C10 N1 -161.3(4) . . . . ? C11 N2 C10 N1 -6.2(5) . . . . ? C19 N2 C10 C2 25.3(7) . . . . ? C11 N2 C10 C2 -179.6(4) . . . . ? C1 C2 C10 N1 1.3(5) . . . . ? C3 C2 C10 N1 -175.1(4) . . . . ? C1 C2 C10 N2 174.7(4) . . . . ? C3 C2 C10 N2 -1.7(8) . . . . ? C10 N2 C11 C12 13.3(5) . . . . ? C19 N2 C11 C12 169.5(4) . . . . ? C10 N1 C12 C11 12.2(4) . . . . ? Ni1 N1 C12 C11 -177.6(3) . . . . ? C10 N1 C12 C16 -110.5(4) . . . . ? Ni1 N1 C12 C16 59.6(5) . . . . ? N2 C11 C12 N1 -15.1(4) . . . . ? N2 C11 C12 C16 104.6(4) . . . . ? N3 C9 C13 C14 60.3(5) . . . . ? C8 C9 C13 C14 -55.5(6) . . . . ? N3 C9 C13 C15 -174.8(4) . . . . ? C8 C9 C13 C15 69.5(6) . . . . ? N1 C12 C16 C17 59.1(5) . . . . ? C11 C12 C16 C17 -56.5(5) . . . . ? N1 C12 C16 C18 -173.3(4) . . . . ? C11 C12 C16 C18 71.1(5) . . . . ? C10 N2 C19 C24 46.2(6) . . . . ? C11 N2 C19 C24 -105.5(5) . . . . ? C10 N2 C19 C20 -136.1(4) . . . . ? C11 N2 C19 C20 72.2(5) . . . . ? C24 C19 C20 C21 -1.2(6) . . . . ? N2 C19 C20 C21 -179.0(4) . . . . ? C19 C20 C21 C22 0.4(7) . . . . ? C20 C21 C22 C23 0.1(7) . . . . ? C20 C21 C22 C25 -179.4(5) . . . . ? C21 C22 C23 C24 0.2(7) . . . . ? C25 C22 C23 C24 179.7(5) . . . . ? C20 C19 C24 C23 1.5(6) . . . . ? N2 C19 C24 C23 179.2(4) . . . . ? C22 C23 C24 C19 -1.1(7) . . . . ? C7 N4 C26 C31 -45.4(8) . . . . ? C8 N4 C26 C31 123.4(6) . . . . ? C7 N4 C26 C27 135.0(5) . . . . ? C8 N4 C26 C27 -56.2(7) . . . . ? C31 C26 C27 C28 0.5(8) . . . . ? N4 C26 C27 C28 -180.0(5) . . . . ? C26 C27 C28 C29 -0.1(9) . . . . ? C27 C28 C29 C30 0.6(8) . . . . ? C27 C28 C29 C32 -179.8(5) . . . . ? C28 C29 C30 C31 -1.6(9) . . . . ? C32 C29 C30 C31 178.8(6) . . . . ? C27 C26 C31 C30 -1.4(9) . . . . ? N4 C26 C31 C30 179.0(5) . . . . ? C29 C30 C31 C26 2.0(10) . . . . ? _diffrn_measured_fraction_theta_max 0.966 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.966 _refine_diff_density_max 0.473 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.047 # Attachment '(CCDC-811901).cif' data_CCDC-811901 _database_code_depnum_ccdc_archive 'CCDC 811901' #TrackingRef '(CCDC-811901).cif' _audit_creation_date 2011-04-11 _audit_creation_method ; Olex2 1.1 (compiled 2011.02.15 svn.r1672, GUI svn.r3494) ; _chemical_name_common ? _chemical_name_systematic ; ? ; _chemical_formula_moiety 'B F4, C42 H40 N5 Ni' _chemical_formula_sum 'C42 H40 B F4 N5 Ni' _chemical_formula_weight 760.31 _chemical_absolute_configuration ad _chemical_melting_point ? _chemical_oxdiff_formula 'C11 H10 S O2' 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' Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0090 0.0039 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system monoclinic _space_group_IT_number 4 _space_group_name_H-M_alt 'P 1 21 1' _space_group_name_Hall 'P 2yb' loop_ _space_group_symop_id _space_group_symop_operation_xyz 1 'x, y, z' 2 '-x, y+1/2, -z' _cell_length_a 11.0806(2) _cell_length_b 12.41579(19) _cell_length_c 13.7889(3) _cell_angle_alpha 90.00 _cell_angle_beta 101.4050(18) _cell_angle_gamma 90.00 _cell_volume 1859.54(6) _cell_formula_units_Z 2 _cell_measurement_reflns_used 3367 _cell_measurement_temperature 293.15 _cell_measurement_theta_max 61.0113 _cell_measurement_theta_min 3.2673 _exptl_absorpt_coefficient_mu 1.233 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.73148 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour red _exptl_crystal_density_diffrn 1.358 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description ? _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_special_details ; The low data completness of the crystal is mainly due to the weak diffraction ability and easy efflorescence property. Therefore, the data to parameter ratio is lower than 10. ; _diffrn_reflns_av_R_equivalents 0.0264 _diffrn_reflns_av_unetI/netI 0.0392 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_number 5855 _diffrn_reflns_theta_full 61.08 _diffrn_reflns_theta_max 61.08 _diffrn_reflns_theta_min 3.27 _diffrn_ambient_temperature 293.15 _diffrn_detector_area_resol_mean 16.2312 _diffrn_measured_fraction_theta_full 0.981 _diffrn_measured_fraction_theta_max 0.981 _diffrn_measurement_details ; #__ type_ start__ end____ width___ exp.time_ 1 omega -105.00 -19.00 0.5000 6.0000 omega____ theta____ kappa____ phi______ frames - -35.1548 -37.0000 -90.0000 172 #__ type_ start__ end____ width___ exp.time_ 2 omega -97.00 -7.00 0.5000 6.0000 omega____ theta____ kappa____ phi______ frames - -35.1548 -77.0000 30.0000 180 #__ type_ start__ end____ width___ exp.time_ 3 omega 69.00 158.00 0.5000 30.0000 omega____ theta____ kappa____ phi______ frames - 89.2441 45.0000 120.0000 178 #__ type_ start__ end____ width___ exp.time_ 4 omega 80.00 117.00 0.5000 30.0000 omega____ theta____ kappa____ phi______ frames - 89.2441 -77.0000 -30.0000 74 #__ type_ start__ end____ width___ exp.time_ 5 omega 22.00 113.00 0.5000 30.0000 omega____ theta____ kappa____ phi______ frames - 89.2441 -77.0000 -150.0000 182 #__ type_ start__ end____ width___ exp.time_ 6 omega 61.00 154.00 0.5000 30.0000 omega____ theta____ kappa____ phi______ frames - 89.2441 15.0000 -120.0000 186 #__ type_ start__ end____ width___ exp.time_ 7 omega 20.00 56.00 0.5000 30.0000 omega____ theta____ kappa____ phi______ frames - 89.2441 -77.0000 -30.0000 72 #__ type_ start__ end____ width___ exp.time_ 8 omega 102.00 153.00 0.5000 30.0000 omega____ theta____ kappa____ phi______ frames - 89.2441 111.0000 60.0000 102 #__ type_ start__ end____ width___ exp.time_ 9 omega -82.00 -36.00 0.5000 6.0000 omega____ theta____ kappa____ phi______ frames - -35.1548 109.0000 164.0000 92 #__ type_ start__ end____ width___ exp.time_ 10 omega -105.00 -5.00 0.5000 6.0000 omega____ theta____ kappa____ phi______ frames - -35.1548 -77.0000 -180.0000 200 ; _diffrn_measurement_device_type 'Xcalibur, Eos, Gemini' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.1125573000 _diffrn_orient_matrix_UB_12 0.0019900000 _diffrn_orient_matrix_UB_13 0.0501210000 _diffrn_orient_matrix_UB_21 -0.0831079000 _diffrn_orient_matrix_UB_22 0.0311962000 _diffrn_orient_matrix_UB_23 -0.0993214000 _diffrn_orient_matrix_UB_31 -0.0234393000 _diffrn_orient_matrix_UB_32 -0.1200379000 _diffrn_orient_matrix_UB_33 -0.0249420000 _diffrn_radiation_monochromator graphite _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.5418 _diffrn_source 'Enhance (Cu) X-ray Source' _diffrn_standards_decay_% ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_number ? _reflns_number_gt 3569 _reflns_number_total 4030 _reflns_odcompleteness_completeness 72.88 _reflns_odcompleteness_iscentric 0 _reflns_odcompleteness_theta 58.86 _reflns_threshold_expression >2sigma(I) _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET) (compiled Aug 27 2010,11:50:40) ; _computing_molecular_graphics ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_publication_material ; O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann, OLEX2: a complete structure solution, refinement and analysis program. J. Appl. Cryst. (2009). 42, 339-341. ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _refine_diff_density_max 0.335 _refine_diff_density_min -0.436 _refine_diff_density_rms 0.045 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(5) _refine_ls_extinction_coef ? _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 494 _refine_ls_number_reflns 4030 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0584 _refine_ls_R_factor_gt 0.0509 _refine_ls_restrained_S_all 1.103 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0931P)^2^+0.4672P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1355 _refine_ls_wR_factor_ref 0.1479 _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. Restraints were applied to the geometry of the MeCN and BF4 molecules, and more refinement had been done to restrain the acetonitrile and BF4- bond lengths to more appropriate values. ; _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap 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 B1 B 0.0431(8) 1.0779(8) 0.1150(10) 0.110(4) Uani 1 1 d D . . C1 C 0.3904(5) 0.7124(4) 0.8267(4) 0.0540(12) Uani 1 1 d . . . C2 C 0.3789(5) 0.6545(4) 0.7396(4) 0.0575(13) Uani 1 1 d . . . C3 C 0.4820(5) 0.6043(5) 0.7145(4) 0.0592(13) Uani 1 1 d . . . H3 H 0.4753 0.5639 0.6569 0.071 Uiso 1 1 calc R . . C4 C 0.5954(5) 0.6172(5) 0.7793(4) 0.0581(13) Uani 1 1 d . . . H4 H 0.6654 0.5869 0.7627 0.070 Uiso 1 1 calc R . . C5 C 0.6067(5) 0.6735(4) 0.8674(4) 0.0540(13) Uani 1 1 d . . . H5 H 0.6830 0.6800 0.9096 0.065 Uiso 1 1 calc R . . C6 C 0.5030(5) 0.7200(4) 0.8919(4) 0.0526(12) Uani 1 1 d . . . C7 C 0.4832(5) 0.7864(5) 0.9748(3) 0.0549(11) Uani 1 1 d . . . C8 C 0.2499(6) 0.6638(5) 0.6871(4) 0.0633(15) Uani 1 1 d . . . C9 C 0.2753(7) 0.8971(6) 0.5886(5) 0.0778(18) Uani 1 1 d . . . H9 H 0.2994 0.9032 0.6570 0.093 Uiso 1 1 calc R . . C10 C 0.3620(8) 0.9080(6) 0.5308(6) 0.093(2) Uani 1 1 d . . . H10 H 0.4447 0.9171 0.5593 0.112 Uiso 1 1 calc R . . C11 C 0.3232(10) 0.9051(7) 0.4279(7) 0.106(3) Uani 1 1 d . . . H11 H 0.3806 0.9136 0.3875 0.127 Uiso 1 1 calc R . . C12 C 0.2034(10) 0.8902(8) 0.3865(6) 0.110(3) Uani 1 1 d . . . H12 H 0.1781 0.8892 0.3181 0.132 Uiso 1 1 calc R . . C13 C 0.1188(8) 0.8764(7) 0.4468(6) 0.093(2) Uani 1 1 d . . . H13 H 0.0364 0.8662 0.4178 0.112 Uiso 1 1 calc R . . C14 C 0.1524(6) 0.8771(5) 0.5480(5) 0.0707(16) Uani 1 1 d . . . C15 C 0.0603(6) 0.8581(6) 0.6127(5) 0.080(2) Uani 1 1 d . . . H15A H -0.0216 0.8706 0.5739 0.095 Uiso 1 1 calc R . . H15B H 0.0742 0.9105 0.6659 0.095 Uiso 1 1 calc R . . C16 C 0.0640(6) 0.7442(6) 0.6585(5) 0.0755(19) Uani 1 1 d . . . H16 H -0.0040 0.7361 0.6938 0.091 Uiso 1 1 calc R . . C17 C 0.0605(6) 0.6539(7) 0.5855(6) 0.087(2) Uani 1 1 d . . . H17A H 0.0277 0.6780 0.5186 0.104 Uiso 1 1 calc R . . H17B H 0.0113 0.5942 0.6013 0.104 Uiso 1 1 calc R . . C18 C 0.2290(5) 0.5218(5) 0.5620(4) 0.0628(15) Uani 1 1 d . . . C19 C 0.2525(6) 0.5134(7) 0.4666(5) 0.0773(18) Uani 1 1 d . . . H19 H 0.2477 0.5735 0.4258 0.093 Uiso 1 1 calc R . . C20 C 0.2835(7) 0.4123(9) 0.4340(6) 0.096(3) Uani 1 1 d . . . H20 H 0.2989 0.4058 0.3703 0.115 Uiso 1 1 calc R . . C21 C 0.2920(7) 0.3230(8) 0.4925(6) 0.093(2) Uani 1 1 d . . . C22 C 0.2705(7) 0.3342(6) 0.5850(6) 0.090(2) Uani 1 1 d . . . H22 H 0.2792 0.2745 0.6265 0.108 Uiso 1 1 calc R . . C23 C 0.2364(6) 0.4306(6) 0.6197(5) 0.0742(17) Uani 1 1 d . . . H23 H 0.2181 0.4344 0.6826 0.089 Uiso 1 1 calc R . . C24 C 0.3229(13) 0.2139(12) 0.4527(10) 0.161(5) Uani 1 1 d . . . H24A H 0.2808 0.2066 0.3851 0.241 Uiso 1 1 calc R . . H24B H 0.2972 0.1575 0.4917 0.241 Uiso 1 1 calc R . . H24C H 0.4101 0.2091 0.4562 0.241 Uiso 1 1 calc R . . C25 C 0.3221(6) 0.6183(5) 1.0926(5) 0.0712(16) Uani 1 1 d . . . H25 H 0.2714 0.6263 1.0307 0.085 Uiso 1 1 calc R . . C26 C 0.3730(7) 0.5177(6) 1.1219(6) 0.0822(19) Uani 1 1 d . . . H26 H 0.3559 0.4593 1.0792 0.099 Uiso 1 1 calc R . . C27 C 0.4472(8) 0.5043(6) 1.2121(6) 0.088(2) Uani 1 1 d . . . H27 H 0.4807 0.4371 1.2311 0.105 Uiso 1 1 calc R . . C28 C 0.4719(8) 0.5894(7) 1.2738(6) 0.093(2) Uani 1 1 d . . . H28 H 0.5220 0.5805 1.3358 0.111 Uiso 1 1 calc R . . C29 C 0.4228(8) 0.6908(7) 1.2451(5) 0.087(2) Uani 1 1 d . . . H29 H 0.4420 0.7489 1.2880 0.105 Uiso 1 1 calc R . . C30 C 0.3469(6) 0.7061(5) 1.1552(4) 0.0650(15) Uani 1 1 d . . . C31 C 0.2928(6) 0.8163(5) 1.1233(5) 0.0725(17) Uani 1 1 d . . . H31A H 0.2095 0.8063 1.0862 0.087 Uiso 1 1 calc R . . H31B H 0.2877 0.8576 1.1821 0.087 Uiso 1 1 calc R . . C32 C 0.3639(6) 0.8814(5) 1.0607(5) 0.0688(16) Uani 1 1 d . . . H32 H 0.3237 0.9513 1.0451 0.083 Uiso 1 1 calc R . . C33 C 0.5010(6) 0.8990(5) 1.1087(5) 0.0692(16) Uani 1 1 d . . . H33A H 0.5271 0.9718 1.0979 0.083 Uiso 1 1 calc R . . H33B H 0.5161 0.8846 1.1792 0.083 Uiso 1 1 calc R . . C34 C 0.6795(5) 0.7753(5) 1.0994(3) 0.0572(12) Uani 1 1 d . . . C35 C 0.7812(6) 0.8387(6) 1.1245(5) 0.0733(17) Uani 1 1 d . . . H35 H 0.7755 0.9122 1.1114 0.088 Uiso 1 1 calc R . . C36 C 0.8928(5) 0.7946(6) 1.1694(5) 0.0753(17) Uani 1 1 d . . . H36 H 0.9612 0.8392 1.1869 0.090 Uiso 1 1 calc R . . C37 C 0.9048(5) 0.6850(6) 1.1886(4) 0.0691(16) Uani 1 1 d . . . C38 C 0.8023(6) 0.6224(5) 1.1630(5) 0.0702(16) Uani 1 1 d . . . H38 H 0.8087 0.5488 1.1752 0.084 Uiso 1 1 calc R . . C39 C 0.6892(5) 0.6649(5) 1.1194(5) 0.0628(14) Uani 1 1 d . . . H39 H 0.6205 0.6206 1.1035 0.075 Uiso 1 1 calc R . . C40 C 1.0268(7) 0.6368(8) 1.2377(8) 0.110(3) Uani 1 1 d . . . H40A H 1.0238 0.6171 1.3045 0.165 Uiso 1 1 calc R . . H40B H 1.0911 0.6887 1.2380 0.165 Uiso 1 1 calc R . . H40C H 1.0430 0.5740 1.2018 0.165 Uiso 1 1 calc R . . C41 C 0.0237(12) 0.8714(9) 0.8942(8) 0.135(4) Uani 1 1 d D . . C42 C -0.0969(13) 0.8957(16) 0.9163(17) 0.232(10) Uani 1 1 d D . . H42A H -0.1533 0.9133 0.8561 0.348 Uiso 1 1 calc R . . H42B H -0.0899 0.9558 0.9609 0.348 Uiso 1 1 calc R . . H42C H -0.1268 0.8341 0.9463 0.348 Uiso 1 1 calc R . . F1 F -0.0799(6) 1.0742(8) 0.0954(9) 0.143(4) Uani 0.710(7) 1 d PD A 1 F2 F 0.0873(12) 1.1803(8) 0.1171(18) 0.247(9) Uani 0.710(7) 1 d PD A 1 F3 F 0.0803(19) 1.0381(15) 0.2068(10) 0.242(9) Uani 0.710(7) 1 d PD A 1 F4 F 0.0962(11) 1.0115(10) 0.0581(13) 0.200(5) Uani 0.710(7) 1 d P A 1 N1 N 0.1820(4) 0.7278(4) 0.7278(4) 0.0661(13) Uani 1 1 d . . . N2 N 0.1940(5) 0.6228(4) 0.5980(4) 0.0705(14) Uani 1 1 d . . . N3 N 0.3724(4) 0.8248(4) 0.9680(3) 0.0582(11) Uani 1 1 d . . . N4 N 0.5635(4) 0.8204(4) 1.0569(3) 0.0616(12) Uani 1 1 d . . . N5 N 0.1122(5) 0.8511(5) 0.8810(5) 0.0754(16) Uani 1 1 d D . . Ni1 Ni 0.25668(8) 0.78478(7) 0.85339(6) 0.0603(3) Uani 1 1 d . . . F2A F 0.103(3) 1.147(2) 0.188(2) 0.247(9) Uani 0.290(7) 1 d PD A 2 F4A F -0.009(3) 1.141(3) 0.036(2) 0.200(5) Uani 0.290(7) 1 d PD A 2 F1A F -0.0444(17) 1.052(2) 0.1725(19) 0.143(4) Uani 0.290(7) 1 d PD A 2 F3A F 0.118(4) 0.993(3) 0.142(4) 0.242(9) Uani 0.290(7) 1 d PD 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 B1 0.062(5) 0.062(6) 0.196(12) 0.024(6) 0.003(6) 0.006(4) C1 0.057(3) 0.039(3) 0.062(3) 0.003(2) 0.001(2) 0.002(2) C2 0.055(3) 0.044(3) 0.068(3) 0.003(3) -0.003(2) 0.000(2) C3 0.061(3) 0.046(3) 0.065(3) 0.002(3) -0.001(2) -0.001(3) C4 0.054(3) 0.051(3) 0.066(3) 0.008(3) 0.005(2) 0.006(3) C5 0.047(3) 0.039(3) 0.070(3) 0.008(2) -0.002(2) 0.000(2) C6 0.055(3) 0.037(3) 0.060(3) 0.004(2) -0.004(2) -0.002(2) C7 0.057(3) 0.039(3) 0.064(3) 0.002(3) 0.001(2) -0.001(3) C8 0.057(3) 0.051(3) 0.073(3) -0.006(3) -0.009(3) 0.003(3) C9 0.076(4) 0.061(4) 0.088(4) -0.008(3) -0.005(3) 0.000(3) C10 0.079(5) 0.070(5) 0.125(6) -0.015(4) 0.007(4) -0.016(4) C11 0.135(8) 0.082(6) 0.106(6) -0.026(5) 0.039(6) -0.016(5) C12 0.126(7) 0.113(8) 0.087(5) -0.028(5) 0.014(5) -0.010(6) C13 0.084(5) 0.090(6) 0.092(5) -0.018(4) -0.017(4) 0.016(4) C14 0.067(4) 0.056(4) 0.081(4) -0.005(3) -0.005(3) 0.016(3) C15 0.056(4) 0.072(5) 0.099(5) -0.015(4) -0.014(3) 0.021(3) C16 0.045(3) 0.074(4) 0.099(5) -0.011(3) -0.006(3) 0.002(3) C17 0.063(4) 0.075(5) 0.107(5) -0.011(4) -0.020(4) -0.002(4) C18 0.051(3) 0.059(4) 0.070(4) -0.007(3) -0.008(2) -0.002(3) C19 0.069(4) 0.089(5) 0.068(4) 0.003(4) 0.000(3) -0.008(4) C20 0.067(4) 0.138(8) 0.082(5) -0.032(5) 0.014(3) -0.011(5) C21 0.077(5) 0.100(6) 0.096(5) -0.023(5) 0.001(4) 0.014(4) C22 0.086(5) 0.063(4) 0.109(6) -0.007(4) -0.007(4) 0.007(4) C23 0.083(4) 0.063(4) 0.071(4) -0.007(3) 0.003(3) -0.002(3) C24 0.153(10) 0.141(10) 0.183(11) -0.077(9) 0.021(8) 0.041(9) C25 0.065(4) 0.059(4) 0.085(4) -0.003(3) 0.002(3) -0.003(3) C26 0.084(4) 0.054(4) 0.103(5) -0.013(4) 0.005(4) -0.003(4) C27 0.096(5) 0.060(4) 0.102(5) 0.007(4) 0.007(4) 0.011(4) C28 0.119(6) 0.076(5) 0.074(4) 0.010(4) -0.003(4) 0.018(5) C29 0.113(6) 0.065(4) 0.078(4) -0.007(4) 0.005(4) 0.005(4) C30 0.064(3) 0.056(4) 0.075(4) 0.002(3) 0.014(3) 0.003(3) C31 0.076(4) 0.062(4) 0.079(4) -0.002(3) 0.014(3) 0.018(3) C32 0.072(4) 0.051(4) 0.080(4) -0.007(3) 0.004(3) 0.009(3) C33 0.074(4) 0.051(3) 0.077(4) -0.011(3) 0.000(3) 0.000(3) C34 0.060(3) 0.049(3) 0.060(3) 0.000(3) 0.002(2) -0.002(3) C35 0.072(4) 0.058(4) 0.081(4) 0.006(3) -0.005(3) -0.016(3) C36 0.059(3) 0.069(5) 0.089(4) 0.002(4) -0.007(3) -0.016(4) C37 0.055(3) 0.073(4) 0.074(3) -0.001(3) 0.000(3) 0.004(3) C38 0.066(4) 0.053(4) 0.088(4) 0.009(3) 0.007(3) 0.004(3) C39 0.052(3) 0.041(3) 0.089(4) -0.002(3) -0.001(3) -0.005(2) C40 0.068(5) 0.104(7) 0.145(7) 0.002(6) -0.010(4) 0.014(5) C41 0.181(13) 0.092(8) 0.123(7) 0.018(6) 0.008(8) -0.015(9) C42 0.140(12) 0.210(19) 0.38(3) 0.076(18) 0.133(15) 0.070(12) F1 0.055(4) 0.120(6) 0.240(11) -0.028(7) -0.007(5) 0.004(4) F2 0.112(6) 0.082(7) 0.58(3) 0.075(10) 0.134(13) -0.012(6) F3 0.286(18) 0.179(14) 0.203(15) 0.039(11) -0.094(15) -0.009(13) F4 0.156(9) 0.145(9) 0.314(15) -0.005(9) 0.082(10) 0.079(8) N1 0.052(3) 0.055(3) 0.084(3) -0.003(2) -0.006(2) 0.005(2) N2 0.058(3) 0.054(3) 0.088(3) -0.011(3) -0.014(2) 0.002(2) N3 0.054(3) 0.044(3) 0.071(3) -0.004(2) -0.0004(19) 0.003(2) N4 0.062(3) 0.047(3) 0.068(3) -0.008(2) -0.006(2) 0.003(2) N5 0.063(3) 0.060(4) 0.095(4) -0.009(3) -0.003(3) 0.013(3) Ni1 0.0510(5) 0.0459(5) 0.0777(6) -0.0031(5) -0.0030(4) 0.0040(4) F2A 0.112(6) 0.082(7) 0.58(3) 0.075(10) 0.134(13) -0.012(6) F4A 0.156(9) 0.145(9) 0.314(15) -0.005(9) 0.082(10) 0.079(8) F1A 0.055(4) 0.120(6) 0.240(11) -0.028(7) -0.007(5) 0.004(4) F3A 0.286(18) 0.179(14) 0.203(15) 0.039(11) -0.094(15) -0.009(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 B1 F1 1.337(11) . ? B1 F2 1.361(13) . ? B1 F3 1.344(14) . ? B1 F4 1.352(17) . ? B1 F2A 1.39(2) . ? B1 F4A 1.377(19) . ? B1 F1A 1.404(18) . ? B1 F3A 1.35(2) . ? C1 C2 1.384(8) . ? C1 C6 1.389(8) . ? C1 Ni1 1.831(6) . ? C2 C3 1.403(9) . ? C2 C8 1.473(8) . ? C3 H3 0.9300 . ? C3 C4 1.399(8) . ? C4 H4 0.9300 . ? C4 C5 1.385(8) . ? C5 H5 0.9300 . ? C5 C6 1.386(8) . ? C6 C7 1.461(8) . ? C7 N3 1.303(7) . ? C7 N4 1.361(7) . ? C8 N1 1.296(8) . ? C8 N2 1.360(8) . ? C9 H9 0.9300 . ? C9 C10 1.371(11) . ? C9 C14 1.388(10) . ? C10 H10 0.9300 . ? C10 C11 1.400(12) . ? C11 H11 0.9300 . ? C11 C12 1.350(13) . ? C12 H12 0.9300 . ? C12 C13 1.381(13) . ? C13 H13 0.9300 . ? C13 C14 1.371(10) . ? C14 C15 1.502(11) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 C16 1.545(11) . ? C16 H16 0.9800 . ? C16 C17 1.502(10) . ? C16 N1 1.473(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C17 N2 1.506(9) . ? C18 C19 1.394(9) . ? C18 C23 1.378(10) . ? C18 N2 1.431(8) . ? C19 H19 0.9300 . ? C19 C20 1.399(13) . ? C20 H20 0.9300 . ? C20 C21 1.364(13) . ? C21 C22 1.350(11) . ? C21 C24 1.525(14) . ? C22 H22 0.9300 . ? C22 C23 1.369(10) . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25 0.9300 . ? C25 C26 1.396(10) . ? C25 C30 1.384(9) . ? C26 H26 0.9300 . ? C26 C27 1.359(11) . ? C27 H27 0.9300 . ? C27 C28 1.350(11) . ? C28 H28 0.9300 . ? C28 C29 1.398(11) . ? C29 H29 0.9300 . ? C29 C30 1.366(9) . ? C30 C31 1.524(9) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C31 C32 1.512(10) . ? C32 H32 0.9800 . ? C32 C33 1.548(9) . ? C32 N3 1.479(8) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 N4 1.462(8) . ? C34 C35 1.362(9) . ? C34 C39 1.398(9) . ? C34 N4 1.418(7) . ? C35 H35 0.9300 . ? C35 C36 1.382(9) . ? C36 H36 0.9300 . ? C36 C37 1.388(11) . ? C37 C38 1.363(9) . ? C37 C40 1.511(10) . ? C38 H38 0.9300 . ? C38 C39 1.383(9) . ? C39 H39 0.9300 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.459(14) . ? C41 N5 1.063(12) . ? C42 H42A 0.9600 . ? C42 H42B 0.9600 . ? C42 H42C 0.9600 . ? N1 Ni1 1.902(5) . ? N3 Ni1 1.894(4) . ? N5 Ni1 1.904(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag F1 B1 F2 112.6(10) . . ? F1 B1 F3 106.8(13) . . ? F1 B1 F4 113.9(12) . . ? F1 B1 F2A 119.2(18) . . ? F1 B1 F4A 66.9(16) . . ? F1 B1 F1A 46.9(10) . . ? F1 B1 F3A 126(3) . . ? F2 B1 F2A 44.6(14) . . ? F2 B1 F4A 65.0(17) . . ? F2 B1 F1A 119.0(16) . . ? F3 B1 F2 106.3(15) . . ? F3 B1 F4 103.6(13) . . ? F3 B1 F2A 62.1(15) . . ? F3 B1 F4A 163.6(18) . . ? F3 B1 F1A 60.3(13) . . ? F3 B1 F3A 53(2) . . ? F4 B1 F2 112.7(12) . . ? F4 B1 F2A 126.9(17) . . ? F4 B1 F4A 92.7(15) . . ? F4 B1 F1A 128.3(14) . . ? F2A B1 F1A 90.8(18) . . ? F4A B1 F2A 107(2) . . ? F4A B1 F1A 110.5(17) . . ? F3A B1 F2 121(2) . . ? F3A B1 F4 50(2) . . ? F3A B1 F2A 96(2) . . ? F3A B1 F4A 143(3) . . ? F3A B1 F1A 98(3) . . ? C2 C1 C6 120.9(5) . . ? C2 C1 Ni1 119.3(4) . . ? C6 C1 Ni1 119.7(4) . . ? C1 C2 C3 120.3(5) . . ? C1 C2 C8 107.4(5) . . ? C3 C2 C8 132.2(5) . . ? C2 C3 H3 121.2 . . ? C4 C3 C2 117.6(5) . . ? C4 C3 H3 121.2 . . ? C3 C4 H4 118.9 . . ? C5 C4 C3 122.1(5) . . ? C5 C4 H4 118.9 . . ? C4 C5 H5 120.4 . . ? C4 C5 C6 119.2(5) . . ? C6 C5 H5 120.4 . . ? C1 C6 C7 106.9(5) . . ? C5 C6 C1 119.7(5) . . ? C5 C6 C7 133.3(5) . . ? N3 C7 C6 115.8(4) . . ? N3 C7 N4 113.4(5) . . ? N4 C7 C6 130.7(5) . . ? N1 C8 C2 115.2(5) . . ? N1 C8 N2 114.9(5) . . ? N2 C8 C2 129.7(6) . . ? C10 C9 H9 119.1 . . ? C10 C9 C14 121.8(7) . . ? C14 C9 H9 119.1 . . ? C9 C10 H10 120.7 . . ? C9 C10 C11 118.5(8) . . ? C11 C10 H10 120.7 . . ? C10 C11 H11 119.7 . . ? C12 C11 C10 120.7(9) . . ? C12 C11 H11 119.7 . . ? C11 C12 H12 120.3 . . ? C11 C12 C13 119.4(8) . . ? C13 C12 H12 120.3 . . ? C12 C13 H13 119.0 . . ? C14 C13 C12 122.1(8) . . ? C14 C13 H13 119.0 . . ? C9 C14 C15 121.0(6) . . ? C13 C14 C9 117.4(7) . . ? C13 C14 C15 121.6(6) . . ? C14 C15 H15A 108.6 . . ? C14 C15 H15B 108.6 . . ? C14 C15 C16 114.8(6) . . ? H15A C15 H15B 107.5 . . ? C16 C15 H15A 108.6 . . ? C16 C15 H15B 108.6 . . ? C15 C16 H16 109.6 . . ? C17 C16 C15 114.5(6) . . ? C17 C16 H16 109.6 . . ? N1 C16 C15 109.9(5) . . ? N1 C16 H16 109.6 . . ? N1 C16 C17 103.5(5) . . ? C16 C17 H17A 111.2 . . ? C16 C17 H17B 111.2 . . ? C16 C17 N2 102.7(5) . . ? H17A C17 H17B 109.1 . . ? N2 C17 H17A 111.2 . . ? N2 C17 H17B 111.2 . . ? C19 C18 N2 120.5(6) . . ? C23 C18 C19 118.9(6) . . ? C23 C18 N2 120.6(6) . . ? C18 C19 H19 120.8 . . ? C18 C19 C20 118.3(7) . . ? C20 C19 H19 120.8 . . ? C19 C20 H20 119.0 . . ? C21 C20 C19 122.1(7) . . ? C21 C20 H20 119.0 . . ? C20 C21 C24 120.2(9) . . ? C22 C21 C20 118.1(8) . . ? C22 C21 C24 121.7(10) . . ? C21 C22 H22 118.9 . . ? C21 C22 C23 122.1(8) . . ? C23 C22 H22 118.9 . . ? C18 C23 H23 119.8 . . ? C22 C23 C18 120.4(7) . . ? C22 C23 H23 119.8 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24B 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 H25 119.8 . . ? C30 C25 H25 119.8 . . ? C30 C25 C26 120.3(6) . . ? C25 C26 H26 119.6 . . ? C27 C26 C25 120.8(7) . . ? C27 C26 H26 119.6 . . ? C26 C27 H27 120.3 . . ? C28 C27 C26 119.4(7) . . ? C28 C27 H27 120.3 . . ? C27 C28 H28 119.7 . . ? C27 C28 C29 120.6(7) . . ? C29 C28 H28 119.7 . . ? C28 C29 H29 119.5 . . ? C30 C29 C28 121.1(7) . . ? C30 C29 H29 119.5 . . ? C25 C30 C31 120.5(5) . . ? C29 C30 C25 117.9(6) . . ? C29 C30 C31 121.6(6) . . ? C30 C31 H31A 108.5 . . ? C30 C31 H31B 108.5 . . ? H31A C31 H31B 107.5 . . ? C32 C31 C30 115.2(5) . . ? C32 C31 H31A 108.5 . . ? C32 C31 H31B 108.5 . . ? C31 C32 H32 109.5 . . ? C31 C32 C33 114.2(5) . . ? C33 C32 H32 109.5 . . ? N3 C32 C31 111.6(5) . . ? N3 C32 H32 109.5 . . ? N3 C32 C33 102.2(5) . . ? C32 C33 H33A 111.3 . . ? C32 C33 H33B 111.3 . . ? H33A C33 H33B 109.2 . . ? N4 C33 C32 102.5(5) . . ? N4 C33 H33A 111.3 . . ? N4 C33 H33B 111.3 . . ? C35 C34 C39 119.3(5) . . ? C35 C34 N4 120.9(6) . . ? C39 C34 N4 119.8(5) . . ? C34 C35 H35 119.8 . . ? C34 C35 C36 120.5(7) . . ? C36 C35 H35 119.8 . . ? C35 C36 H36 119.4 . . ? C35 C36 C37 121.1(6) . . ? C37 C36 H36 119.4 . . ? C36 C37 C40 121.1(7) . . ? C38 C37 C36 117.8(6) . . ? C38 C37 C40 121.1(7) . . ? C37 C38 H38 118.9 . . ? C37 C38 C39 122.1(6) . . ? C39 C38 H38 118.9 . . ? C34 C39 H39 120.4 . . ? C38 C39 C34 119.2(5) . . ? C38 C39 H39 120.4 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40B 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N5 C41 C42 177.4(14) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42B 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C8 N1 C16 108.7(5) . . ? C8 N1 Ni1 115.9(4) . . ? C16 N1 Ni1 135.2(4) . . ? C8 N2 C17 105.6(5) . . ? C8 N2 C18 122.4(5) . . ? C18 N2 C17 120.8(5) . . ? C7 N3 C32 109.4(4) . . ? C7 N3 Ni1 115.9(4) . . ? C32 N3 Ni1 134.2(4) . . ? C7 N4 C33 108.6(5) . . ? C7 N4 C34 127.6(5) . . ? C34 N4 C33 122.6(4) . . ? C41 N5 Ni1 167.8(9) . . ? C1 Ni1 N1 81.8(2) . . ? C1 Ni1 N3 81.7(2) . . ? C1 Ni1 N5 176.2(3) . . ? N1 Ni1 N5 96.4(2) . . ? N3 Ni1 N1 163.3(2) . . ? N3 Ni1 N5 100.2(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 C2 C3 C4 -1.3(8) . . . . ? C1 C2 C8 N1 5.2(8) . . . . ? C1 C2 C8 N2 178.7(6) . . . . ? C1 C6 C7 N3 -2.4(7) . . . . ? C1 C6 C7 N4 -178.3(6) . . . . ? C2 C1 C6 C5 3.2(8) . . . . ? C2 C1 C6 C7 179.7(5) . . . . ? C2 C1 Ni1 N1 -1.0(5) . . . . ? C2 C1 Ni1 N3 -178.8(5) . . . . ? C2 C1 Ni1 N5 61(4) . . . . ? C2 C3 C4 C5 2.5(9) . . . . ? C2 C8 N1 C16 169.7(6) . . . . ? C2 C8 N1 Ni1 -6.4(7) . . . . ? C2 C8 N2 C17 177.2(7) . . . . ? C2 C8 N2 C18 33.3(11) . . . . ? C3 C2 C8 N1 -172.0(6) . . . . ? C3 C2 C8 N2 1.5(12) . . . . ? C3 C4 C5 C6 -0.9(8) . . . . ? C4 C5 C6 C1 -2.0(8) . . . . ? C4 C5 C6 C7 -177.4(6) . . . . ? C5 C6 C7 N3 173.5(6) . . . . ? C5 C6 C7 N4 -2.4(11) . . . . ? C6 C1 C2 C3 -1.5(8) . . . . ? C6 C1 C2 C8 -179.1(5) . . . . ? C6 C1 Ni1 N1 176.3(5) . . . . ? C6 C1 Ni1 N3 -1.5(4) . . . . ? C6 C1 Ni1 N5 -121(4) . . . . ? C6 C7 N3 C32 174.9(5) . . . . ? C6 C7 N3 Ni1 1.4(7) . . . . ? C6 C7 N4 C33 171.0(6) . . . . ? C6 C7 N4 C34 -20.9(10) . . . . ? C7 N3 Ni1 C1 0.0(4) . . . . ? C7 N3 Ni1 N1 -7.8(11) . . . . ? C7 N3 Ni1 N5 176.6(5) . . . . ? C8 C2 C3 C4 175.6(6) . . . . ? C8 N1 Ni1 C1 4.2(5) . . . . ? C8 N1 Ni1 N3 11.9(11) . . . . ? C8 N1 Ni1 N5 -172.4(5) . . . . ? C9 C10 C11 C12 -1.0(13) . . . . ? C9 C14 C15 C16 -77.9(8) . . . . ? C10 C9 C14 C13 -4.7(11) . . . . ? C10 C9 C14 C15 175.9(7) . . . . ? C10 C11 C12 C13 -0.8(15) . . . . ? C11 C12 C13 C14 -0.1(15) . . . . ? C12 C13 C14 C9 2.8(12) . . . . ? C12 C13 C14 C15 -177.8(8) . . . . ? C13 C14 C15 C16 102.7(8) . . . . ? C14 C9 C10 C11 3.8(12) . . . . ? C14 C15 C16 C17 -50.6(8) . . . . ? C14 C15 C16 N1 65.3(7) . . . . ? C15 C16 C17 N2 98.8(7) . . . . ? C15 C16 N1 C8 -106.0(6) . . . . ? C15 C16 N1 Ni1 68.9(8) . . . . ? C16 C17 N2 C8 18.7(8) . . . . ? C16 C17 N2 C18 163.2(6) . . . . ? C16 N1 Ni1 C1 -170.5(7) . . . . ? C16 N1 Ni1 N3 -162.7(7) . . . . ? C16 N1 Ni1 N5 12.9(7) . . . . ? C17 C16 N1 C8 16.7(8) . . . . ? C17 C16 N1 Ni1 -168.4(5) . . . . ? C18 C19 C20 C21 -0.4(10) . . . . ? C19 C18 C23 C22 2.3(9) . . . . ? C19 C18 N2 C8 -130.4(7) . . . . ? C19 C18 N2 C17 91.1(8) . . . . ? C19 C20 C21 C22 -0.6(12) . . . . ? C19 C20 C21 C24 178.4(9) . . . . ? C20 C21 C22 C23 2.5(12) . . . . ? C21 C22 C23 C18 -3.4(11) . . . . ? C23 C18 C19 C20 -0.5(9) . . . . ? C23 C18 N2 C8 51.6(9) . . . . ? C23 C18 N2 C17 -86.9(8) . . . . ? C24 C21 C22 C23 -176.5(9) . . . . ? C25 C26 C27 C28 -0.1(13) . . . . ? C25 C30 C31 C32 -83.4(8) . . . . ? C26 C25 C30 C29 0.6(10) . . . . ? C26 C25 C30 C31 179.3(6) . . . . ? C26 C27 C28 C29 -0.6(14) . . . . ? C27 C28 C29 C30 1.3(14) . . . . ? C28 C29 C30 C25 -1.3(11) . . . . ? C28 C29 C30 C31 180.0(7) . . . . ? C29 C30 C31 C32 95.4(8) . . . . ? C30 C25 C26 C27 0.1(11) . . . . ? C30 C31 C32 C33 -55.4(7) . . . . ? C30 C31 C32 N3 59.9(7) . . . . ? C31 C32 C33 N4 101.9(6) . . . . ? C31 C32 N3 C7 -105.2(6) . . . . ? C31 C32 N3 Ni1 66.5(7) . . . . ? C32 C33 N4 C7 15.2(7) . . . . ? C32 C33 N4 C34 -153.7(5) . . . . ? C32 N3 Ni1 C1 -171.4(6) . . . . ? C32 N3 Ni1 N1 -179.1(7) . . . . ? C32 N3 Ni1 N5 5.3(6) . . . . ? C33 C32 N3 C7 17.3(7) . . . . ? C33 C32 N3 Ni1 -171.0(4) . . . . ? C34 C35 C36 C37 0.9(10) . . . . ? C35 C34 C39 C38 -0.8(9) . . . . ? C35 C34 N4 C7 131.4(7) . . . . ? C35 C34 N4 C33 -62.0(8) . . . . ? C35 C36 C37 C38 -0.8(10) . . . . ? C35 C36 C37 C40 -179.9(7) . . . . ? C36 C37 C38 C39 -0.2(10) . . . . ? C37 C38 C39 C34 1.0(10) . . . . ? C39 C34 C35 C36 -0.1(9) . . . . ? C39 C34 N4 C7 -51.0(8) . . . . ? C39 C34 N4 C33 115.6(7) . . . . ? C40 C37 C38 C39 179.0(7) . . . . ? C41 N5 Ni1 C1 -5(7) . . . . ? C41 N5 Ni1 N1 57(4) . . . . ? C41 N5 Ni1 N3 -124(4) . . . . ? C42 C41 N5 Ni1 60(38) . . . . ? N1 C8 N2 C17 -9.3(8) . . . . ? N1 C8 N2 C18 -153.1(6) . . . . ? N1 C16 C17 N2 -20.8(8) . . . . ? N2 C8 N1 C16 -4.9(8) . . . . ? N2 C8 N1 Ni1 179.1(4) . . . . ? N2 C18 C19 C20 -178.5(6) . . . . ? N2 C18 C23 C22 -179.7(6) . . . . ? N3 C7 N4 C33 -4.9(7) . . . . ? N3 C7 N4 C34 163.2(5) . . . . ? N3 C32 C33 N4 -18.8(6) . . . . ? N4 C7 N3 C32 -8.6(7) . . . . ? N4 C7 N3 Ni1 178.0(4) . . . . ? N4 C34 C35 C36 177.6(6) . . . . ? N4 C34 C39 C38 -178.5(5) . . . . ? Ni1 C1 C2 C3 175.8(4) . . . . ? Ni1 C1 C2 C8 -1.8(7) . . . . ? Ni1 C1 C6 C5 -174.1(4) . . . . ? Ni1 C1 C6 C7 2.5(6) . . . . ?