Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name R.Perutz _publ_contact_author_address ; Department of Chemistry University of York Heslington YORK YO10 5DD UNITED KINGDOM ; _publ_contact_author_email RNP1@YORK.AC.UK _publ_section_title ; C-F Bond Activation at Ni(0) and Simple Reactions of Square Planar Ni(II) Fluoride Complexes ; loop_ _publ_author_name 'R. Perutz' 'Stephen J. Archibald' 'Suzanne Burling' 'Paul Elliott' 'Naser Jasim' 'Richard Lindup' ; J.McKenna ; 'Adrian C. Whitwood' data_sja39_01 _database_code_depnum_ccdc_archive 'CCDC 278468' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H31 F3 N4 Ni1 P2' _chemical_formula_sum 'C17 H31 F3 N4 Ni1 P2' _chemical_formula_weight 469.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 9.1396(12) _cell_length_b 12.7408(12) _cell_length_c 19.819(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.383(11) _cell_angle_gamma 90.00 _cell_volume 2288.7(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description lathe _exptl_crystal_colour ? _exptl_crystal_size_max 0.17 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.05 _exptl_crystal_density_diffrn 1.361 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.020 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Stoe IPDSII image plate' _diffrn_measurement_method '160 frames at 1^o intervals, exposure time 2 minutes' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29439 _diffrn_reflns_av_R_equivalents 0.1246 _diffrn_reflns_av_sigmaI/netI 0.1578 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 34.97 _reflns_number_total 9834 _reflns_number_gt 3601 _reflns_threshold_expression >2sigma(I) _computing_data_collection X-AREA _computing_cell_refinement X-AREA _computing_data_reduction X-RED _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP II (Johnson, 1976)' _computing_publication_material 'SHELXL 97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0415P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0026(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 9831 _refine_ls_number_parameters 245 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1477 _refine_ls_R_factor_gt 0.0450 _refine_ls_wR_factor_ref 0.1082 _refine_ls_wR_factor_gt 0.0858 _refine_ls_goodness_of_fit_ref 0.740 _refine_ls_restrained_S_all 0.740 _refine_ls_shift/su_max 0.027 _refine_ls_shift/su_mean 0.002 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 0.93465(4) 0.29964(2) 0.159479(17) 0.02303(8) Uani 1 1 d . . . P1 P 1.11818(7) 0.29382(6) 0.24332(3) 0.02848(14) Uani 1 1 d . . . P2 P 0.74062(7) 0.29374(6) 0.08137(3) 0.02881(14) Uani 1 1 d . . . F4 F 0.97096(19) 0.05426(12) 0.15261(9) 0.0429(4) Uani 1 1 d . . . F5 F 1.2932(2) 0.04837(15) -0.01467(11) 0.0603(6) Uani 1 1 d . . . F6 F 1.27103(18) 0.25961(14) -0.02061(8) 0.0433(4) Uani 1 1 d . . . N1 N 0.8410(3) 0.40660(17) 0.20729(12) 0.0345(5) Uani 1 1 d . . . N2 N 0.7562(3) 0.40241(18) 0.24768(12) 0.0361(5) Uani 1 1 d . . . N3 N 0.6739(4) 0.4057(2) 0.28760(16) 0.0640(9) Uani 1 1 d . . . N4 N 1.1179(2) 0.26238(16) 0.06084(10) 0.0269(4) Uani 1 1 d . . . C1 C 1.0408(2) 0.21383(19) 0.10574(11) 0.0230(4) Uani 1 1 d . . . C2 C 1.0482(3) 0.10549(19) 0.10851(12) 0.0269(5) Uani 1 1 d . . . C3 C 1.1306(3) 0.0454(2) 0.07003(15) 0.0367(6) Uani 1 1 d . . . H3 H 1.1346 -0.0273 0.0738 0.044 Uiso 1 1 calc R . . C4 C 1.2070(3) 0.0992(2) 0.02546(14) 0.0359(6) Uani 1 1 d . . . C5 C 1.1959(3) 0.2068(2) 0.02338(12) 0.0296(5) Uani 1 1 d . . . C6 C 1.2202(3) 0.4173(2) 0.24956(16) 0.0406(7) Uani 1 1 d . . . H6A H 1.1547 0.4733 0.2599 0.049 Uiso 1 1 calc R . . H6B H 1.2996 0.4127 0.2870 0.049 Uiso 1 1 calc R . . C7 C 1.2852(4) 0.4452(3) 0.18468(19) 0.0561(9) Uani 1 1 d . . . H7A H 1.3373 0.5106 0.1909 0.067 Uiso 1 1 calc R . . H7B H 1.2071 0.4516 0.1476 0.067 Uiso 1 1 calc R . . H7C H 1.3520 0.3909 0.1747 0.067 Uiso 1 1 calc R . . C8 C 1.2565(3) 0.1902(2) 0.24219(15) 0.0397(6) Uani 1 1 d . . . H8A H 1.2064 0.1230 0.2410 0.048 Uiso 1 1 calc R . . H8B H 1.3004 0.1966 0.2003 0.048 Uiso 1 1 calc R . . C9 C 1.3806(4) 0.1894(3) 0.30172(17) 0.0586(9) Uani 1 1 d . . . H9A H 1.4467 0.1323 0.2962 0.070 Uiso 1 1 calc R . . H9B H 1.3394 0.1807 0.3436 0.070 Uiso 1 1 calc R . . H9C H 1.4337 0.2545 0.3028 0.070 Uiso 1 1 calc R . . C10 C 1.0533(3) 0.2811(2) 0.32639(12) 0.0393(6) Uani 1 1 d . . . H10A H 1.1375 0.2814 0.3616 0.047 Uiso 1 1 calc R . . H10B H 0.9921 0.3411 0.3339 0.047 Uiso 1 1 calc R . . C11 C 0.9654(5) 0.1812(3) 0.33198(18) 0.0622(10) Uani 1 1 d . . . H11A H 0.9335 0.1775 0.3762 0.075 Uiso 1 1 calc R . . H11B H 1.0262 0.1215 0.3255 0.075 Uiso 1 1 calc R . . H11C H 0.8809 0.1813 0.2978 0.075 Uiso 1 1 calc R . . C12 C 0.7554(3) 0.2201(3) 0.00344(14) 0.0416(7) Uani 1 1 d . . . H12A H 0.8388 0.2476 -0.0167 0.050 Uiso 1 1 calc R . . H12B H 0.7778 0.1477 0.0159 0.050 Uiso 1 1 calc R . . C13 C 0.6207(4) 0.2207(4) -0.05139(17) 0.0697(12) Uani 1 1 d . . . H13A H 0.6416 0.1797 -0.0896 0.084 Uiso 1 1 calc R . . H13B H 0.5987 0.2916 -0.0658 0.084 Uiso 1 1 calc R . . H13C H 0.5374 0.1913 -0.0331 0.084 Uiso 1 1 calc R . . C14 C 0.5788(3) 0.2404(3) 0.11607(17) 0.0478(8) Uani 1 1 d . . . H14A H 0.5584 0.2838 0.1540 0.057 Uiso 1 1 calc R . . H14B H 0.4940 0.2444 0.0813 0.057 Uiso 1 1 calc R . . C15 C 0.5977(4) 0.1296(3) 0.1397(2) 0.0709(12) Uani 1 1 d . . . H15A H 0.5098 0.1066 0.1571 0.085 Uiso 1 1 calc R . . H15B H 0.6800 0.1251 0.1750 0.085 Uiso 1 1 calc R . . H15C H 0.6156 0.0857 0.1022 0.085 Uiso 1 1 calc R . . C16 C 0.6805(5) 0.4239(3) 0.0513(2) 0.0681(12) Uani 1 1 d . . . H16A H 0.5917 0.4180 0.0189 0.082 Uiso 1 1 calc R . . H16B H 0.6579 0.4663 0.0892 0.082 Uiso 1 1 calc R . . C17 C 0.8035(8) 0.4770(3) 0.0170(3) 0.114(2) Uani 1 1 d . . . H17A H 0.7714 0.5455 0.0012 0.137 Uiso 1 1 calc R . . H17B H 0.8247 0.4352 -0.0209 0.137 Uiso 1 1 calc R . . H17C H 0.8907 0.4833 0.0493 0.137 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 0.02673(15) 0.02258(14) 0.01967(14) -0.00205(15) 0.00254(11) 0.00290(16) P1 0.0327(3) 0.0278(3) 0.0236(3) -0.0053(3) -0.0015(3) 0.0021(3) P2 0.0299(3) 0.0311(3) 0.0243(3) -0.0018(3) -0.0008(3) 0.0076(3) F4 0.0556(11) 0.0294(8) 0.0478(10) 0.0043(7) 0.0224(9) -0.0015(7) F5 0.0719(13) 0.0474(11) 0.0701(13) -0.0213(10) 0.0418(11) 0.0026(10) F6 0.0453(9) 0.0508(10) 0.0370(9) 0.0013(8) 0.0171(8) -0.0048(8) N1 0.0417(12) 0.0301(11) 0.0334(12) -0.0063(9) 0.0112(10) 0.0065(10) N2 0.0417(13) 0.0330(12) 0.0337(12) -0.0045(10) 0.0056(10) 0.0031(10) N3 0.074(2) 0.0632(19) 0.063(2) -0.0079(16) 0.0408(17) -0.0028(16) N4 0.0274(10) 0.0295(10) 0.0233(10) -0.0002(8) 0.0020(8) -0.0001(8) C1 0.0241(10) 0.0250(11) 0.0195(9) -0.0018(9) 0.0010(8) 0.0039(9) C2 0.0290(12) 0.0248(11) 0.0267(11) -0.0005(9) 0.0030(9) -0.0023(9) C3 0.0411(15) 0.0253(12) 0.0443(16) -0.0079(11) 0.0083(13) 0.0011(11) C4 0.0359(14) 0.0385(14) 0.0350(14) -0.0131(12) 0.0117(12) 0.0009(12) C5 0.0257(11) 0.0379(13) 0.0253(11) -0.0030(12) 0.0041(9) -0.0047(12) C6 0.0406(15) 0.0346(14) 0.0442(17) -0.0101(13) -0.0032(13) -0.0069(12) C7 0.0507(19) 0.0475(18) 0.075(2) -0.0151(17) 0.0243(18) -0.0139(15) C8 0.0384(14) 0.0399(15) 0.0374(14) -0.0069(13) -0.0084(12) 0.0135(13) C9 0.0514(18) 0.071(2) 0.0472(18) -0.0114(18) -0.0182(15) 0.0204(18) C10 0.0537(17) 0.0415(16) 0.0216(12) -0.0015(10) 0.0007(12) 0.0070(13) C11 0.102(3) 0.046(2) 0.0439(19) 0.0065(15) 0.026(2) -0.0025(19) C12 0.0410(15) 0.0555(19) 0.0264(13) -0.0105(13) -0.0025(11) 0.0138(14) C13 0.0516(19) 0.115(4) 0.0379(17) -0.026(2) -0.0126(15) 0.030(2) C14 0.0320(14) 0.066(2) 0.0444(17) -0.0114(16) 0.0022(13) 0.0011(14) C15 0.056(2) 0.073(3) 0.089(3) 0.017(2) 0.029(2) 0.001(2) C16 0.100(3) 0.044(2) 0.053(2) 0.0003(16) -0.019(2) 0.034(2) C17 0.207(7) 0.042(2) 0.093(4) 0.026(2) 0.014(4) 0.002(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 1.881(2) . ? Ni1 N1 1.923(2) . ? Ni1 P2 2.2003(9) . ? Ni1 P1 2.2053(9) . ? P1 C6 1.825(3) . ? P1 C10 1.827(3) . ? P1 C8 1.829(3) . ? P2 C16 1.823(3) . ? P2 C12 1.827(3) . ? P2 C14 1.839(3) . ? F4 C2 1.359(3) . ? F5 C4 1.354(3) . ? F6 C5 1.355(3) . ? N1 N2 1.185(3) . ? N2 N3 1.160(3) . ? N4 C5 1.303(3) . ? N4 C1 1.353(3) . ? C1 C2 1.383(3) . ? C2 C3 1.372(3) . ? C3 C4 1.378(4) . ? C4 C5 1.375(4) . ? C6 C7 1.526(4) . ? C8 C9 1.528(4) . ? C10 C11 1.517(5) . ? C12 C13 1.534(4) . ? C14 C15 1.490(5) . ? C16 C17 1.543(7) . ? 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 170.40(10) . . ? C1 Ni1 P2 90.55(7) . . ? N1 Ni1 P2 90.08(8) . . ? C1 Ni1 P1 90.54(8) . . ? N1 Ni1 P1 89.78(8) . . ? P2 Ni1 P1 174.35(3) . . ? C6 P1 C10 103.72(14) . . ? C6 P1 C8 105.96(14) . . ? C10 P1 C8 104.58(14) . . ? C6 P1 Ni1 110.77(11) . . ? C10 P1 Ni1 112.24(10) . . ? C8 P1 Ni1 118.35(10) . . ? C16 P2 C12 104.01(16) . . ? C16 P2 C14 103.62(19) . . ? C12 P2 C14 106.05(15) . . ? C16 P2 Ni1 112.41(14) . . ? C12 P2 Ni1 118.16(10) . . ? C14 P2 Ni1 111.32(11) . . ? N2 N1 Ni1 132.3(2) . . ? N3 N2 N1 175.3(3) . . ? C5 N4 C1 119.7(2) . . ? N4 C1 C2 117.1(2) . . ? N4 C1 Ni1 117.17(18) . . ? C2 C1 Ni1 125.73(17) . . ? F4 C2 C3 117.2(2) . . ? F4 C2 C1 118.6(2) . . ? C3 C2 C1 124.2(2) . . ? C2 C3 C4 116.0(2) . . ? F5 C4 C5 120.4(2) . . ? F5 C4 C3 121.3(2) . . ? C5 C4 C3 118.3(2) . . ? N4 C5 F6 117.2(2) . . ? N4 C5 C4 124.6(2) . . ? F6 C5 C4 118.2(2) . . ? C7 C6 P1 113.2(2) . . ? C9 C8 P1 116.2(2) . . ? C11 C10 P1 112.1(2) . . ? C13 C12 P2 117.2(2) . . ? C15 C14 P2 113.7(2) . . ? C17 C16 P2 109.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1 Ni1 P1 C6 104.87(13) . . . . ? N1 Ni1 P1 C6 -65.53(12) . . . . ? P2 Ni1 P1 C6 -154.1(3) . . . . ? C1 Ni1 P1 C10 -139.71(12) . . . . ? N1 Ni1 P1 C10 49.88(12) . . . . ? P2 Ni1 P1 C10 -38.7(3) . . . . ? C1 Ni1 P1 C8 -17.73(14) . . . . ? N1 Ni1 P1 C8 171.86(14) . . . . ? P2 Ni1 P1 C8 83.3(3) . . . . ? C1 Ni1 P2 C16 -122.41(17) . . . . ? N1 Ni1 P2 C16 48.01(16) . . . . ? P1 Ni1 P2 C16 136.5(3) . . . . ? C1 Ni1 P2 C12 -1.23(14) . . . . ? N1 Ni1 P2 C12 169.20(14) . . . . ? P1 Ni1 P2 C12 -102.3(3) . . . . ? C1 Ni1 P2 C14 121.84(14) . . . . ? N1 Ni1 P2 C14 -67.73(14) . . . . ? P1 Ni1 P2 C14 20.8(4) . . . . ? C1 Ni1 N1 N2 178.7(5) . . . . ? P2 Ni1 N1 N2 84.9(3) . . . . ? P1 Ni1 N1 N2 -89.4(3) . . . . ? Ni1 N1 N2 N3 176(4) . . . . ? C5 N4 C1 C2 -0.9(3) . . . . ? C5 N4 C1 Ni1 178.53(19) . . . . ? N1 Ni1 C1 N4 -4.4(7) . . . . ? P2 Ni1 C1 N4 89.31(18) . . . . ? P1 Ni1 C1 N4 -96.24(18) . . . . ? N1 Ni1 C1 C2 175.0(5) . . . . ? P2 Ni1 C1 C2 -91.3(2) . . . . ? P1 Ni1 C1 C2 83.1(2) . . . . ? N4 C1 C2 F4 -179.4(2) . . . . ? Ni1 C1 C2 F4 1.2(4) . . . . ? N4 C1 C2 C3 1.5(4) . . . . ? Ni1 C1 C2 C3 -177.8(2) . . . . ? F4 C2 C3 C4 179.6(2) . . . . ? C1 C2 C3 C4 -1.3(4) . . . . ? C2 C3 C4 F5 179.3(3) . . . . ? C2 C3 C4 C5 0.5(4) . . . . ? C1 N4 C5 F6 -179.9(2) . . . . ? C1 N4 C5 C4 0.1(4) . . . . ? F5 C4 C5 N4 -178.8(3) . . . . ? C3 C4 C5 N4 0.1(4) . . . . ? F5 C4 C5 F6 1.2(4) . . . . ? C3 C4 C5 F6 -179.9(2) . . . . ? C10 P1 C6 C7 -179.7(2) . . . . ? C8 P1 C6 C7 70.5(3) . . . . ? Ni1 P1 C6 C7 -59.1(3) . . . . ? C6 P1 C8 C9 55.4(3) . . . . ? C10 P1 C8 C9 -53.8(3) . . . . ? Ni1 P1 C8 C9 -179.6(2) . . . . ? C6 P1 C10 C11 -179.5(2) . . . . ? C8 P1 C10 C11 -68.7(3) . . . . ? Ni1 P1 C10 C11 60.8(3) . . . . ? C16 P2 C12 C13 -52.3(3) . . . . ? C14 P2 C12 C13 56.6(3) . . . . ? Ni1 P2 C12 C13 -177.7(3) . . . . ? C16 P2 C14 C15 175.8(3) . . . . ? C12 P2 C14 C15 66.6(3) . . . . ? Ni1 P2 C14 C15 -63.2(3) . . . . ? C12 P2 C16 C17 -66.4(4) . . . . ? C14 P2 C16 C17 -177.1(3) . . . . ? Ni1 P2 C16 C17 62.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 34.97 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.728 _refine_diff_density_min -1.629 _refine_diff_density_rms 0.092 data_rnp0310m _database_code_depnum_ccdc_archive 'CCDC 278469' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H33 F4 N Ni O2 P2' _chemical_formula_sum 'C19 H33 F4 N Ni O2 P2' _chemical_formula_weight 504.11 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 10.7713(7) _cell_length_b 13.1418(9) _cell_length_c 16.9266(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.929(2) _cell_angle_gamma 90.00 _cell_volume 2392.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 115(2) _cell_measurement_reflns_used 6372 _cell_measurement_theta_min 2.30 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.399 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.990 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.813 _exptl_absorpt_correction_T_max 0.900 _exptl_absorpt_process_details 'SADABS v2.03; (Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 115(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16257 _diffrn_reflns_av_R_equivalents 0.0235 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 27.52 _reflns_number_total 5489 _reflns_number_gt 4803 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The fluoropydridyl ligand exhibits disorder in the form of two rotameric superpositions (differing by 180 degree rotation about the C(1)-Ni bond). The relative importance of each rotamer has been refined using a second FVAR parameter which determined the occupancy of C(2), F(1), N(1) and C(2A), F(1A), N(1A) and is approximately 3:1. Each pair of C(2), N(1A) and C(2A), N(1) are constrained to be coincident with identical ADP. The sites of C(3)-C(5) and F(2)-F(5) are assumed to be identical for each on those of the major rotamer and the occupancy is not refined for these atoms (assumed to be unity). This disorder manifests itself in somewhat large ADP for these atoms. ; _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^)+(0.0396P)^2^+0.3863P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5489 _refine_ls_number_parameters 279 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0327 _refine_ls_R_factor_gt 0.0275 _refine_ls_wR_factor_ref 0.0721 _refine_ls_wR_factor_gt 0.0694 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_restrained_S_all 1.030 _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 C1 C 0.43329(13) 0.30572(11) 0.17117(8) 0.0191(3) Uani 1 1 d . . . C2 C 0.48535(13) 0.20995(10) 0.16781(8) 0.0216(3) Uani 0.758(2) 1 d P A 1 C2A C 0.35011(12) 0.33278(10) 0.11091(8) 0.0231(3) Uani 0.242(2) 1 d P A 2 C3 C 0.45435(15) 0.14378(11) 0.10767(9) 0.0262(3) Uani 1 1 d . . . C4 C 0.36977(16) 0.17175(12) 0.04847(9) 0.0295(4) Uani 1 1 d . A . C5 C 0.32099(15) 0.26745(13) 0.05307(9) 0.0288(3) Uani 1 1 d . . . C6 C 0.44955(14) 0.57613(11) 0.33661(9) 0.0227(3) Uani 1 1 d . A . C7 C 0.48936(18) 0.64987(14) 0.40205(10) 0.0371(4) Uani 1 1 d . . . H7A H 0.4618 0.7187 0.3873 0.056 Uiso 1 1 calc R . . H7B H 0.5801 0.6489 0.4099 0.056 Uiso 1 1 calc R . . H7C H 0.4519 0.6297 0.4512 0.056 Uiso 1 1 calc R . . C8 C 0.16614(13) 0.33131(11) 0.26334(9) 0.0242(3) Uani 1 1 d . A . H8A H 0.1700 0.2818 0.2194 0.029 Uiso 1 1 calc R . . H8B H 0.1025 0.3071 0.2991 0.029 Uiso 1 1 calc R . . C9 C 0.12624(16) 0.43435(13) 0.22956(10) 0.0321(4) Uani 1 1 d . . . H9A H 0.1154 0.4824 0.2730 0.048 Uiso 1 1 calc R . . H9B H 0.0475 0.4270 0.1985 0.048 Uiso 1 1 calc R . . H9C H 0.1901 0.4600 0.1955 0.048 Uiso 1 1 calc R . . C10 C 0.28878(15) 0.40132(11) 0.41029(9) 0.0237(3) Uani 1 1 d . A . H10A H 0.3691 0.4072 0.4411 0.028 Uiso 1 1 calc R . . H10B H 0.2605 0.4712 0.3970 0.028 Uiso 1 1 calc R . . C11 C 0.19457(17) 0.35333(13) 0.46351(10) 0.0324(4) Uani 1 1 d . . . H11A H 0.1127 0.3514 0.4355 0.049 Uiso 1 1 calc R . . H11B H 0.1897 0.3939 0.5118 0.049 Uiso 1 1 calc R . . H11C H 0.2208 0.2839 0.4774 0.049 Uiso 1 1 calc R . . C12 C 0.34389(14) 0.20222(11) 0.34612(9) 0.0226(3) Uani 1 1 d . A . H12A H 0.2745 0.1784 0.3775 0.027 Uiso 1 1 calc R . . H12B H 0.3449 0.1599 0.2978 0.027 Uiso 1 1 calc R . . C13 C 0.46637(16) 0.18773(13) 0.39455(10) 0.0330(4) Uani 1 1 d . . . H13A H 0.5353 0.2125 0.3642 0.049 Uiso 1 1 calc R . . H13B H 0.4785 0.1153 0.4064 0.049 Uiso 1 1 calc R . . H13C H 0.4638 0.2261 0.4441 0.049 Uiso 1 1 calc R . . C14 C 0.61726(16) 0.58783(11) 0.16375(9) 0.0269(3) Uani 1 1 d . A . H14A H 0.5989 0.6290 0.2107 0.032 Uiso 1 1 calc R . . H14B H 0.6968 0.6124 0.1439 0.032 Uiso 1 1 calc R . . C15 C 0.51438(18) 0.60385(14) 0.09996(12) 0.0416(5) Uani 1 1 d . . . H15A H 0.5350 0.5672 0.0519 0.062 Uiso 1 1 calc R . . H15B H 0.5062 0.6766 0.0882 0.062 Uiso 1 1 calc R . . H15C H 0.4357 0.5780 0.1186 0.062 Uiso 1 1 calc R . . C16 C 0.68437(14) 0.38880(11) 0.10506(9) 0.0228(3) Uani 1 1 d . A . H16A H 0.7049 0.3177 0.1199 0.027 Uiso 1 1 calc R . . H16B H 0.6130 0.3866 0.0658 0.027 Uiso 1 1 calc R . . C17 C 0.79558(16) 0.43430(14) 0.06491(10) 0.0336(4) Uani 1 1 d . . . H17A H 0.7750 0.5032 0.0465 0.050 Uiso 1 1 calc R . . H17B H 0.8156 0.3918 0.0197 0.050 Uiso 1 1 calc R . . H17C H 0.8674 0.4370 0.1028 0.050 Uiso 1 1 calc R . . C18 C 0.77142(14) 0.45653(12) 0.26167(9) 0.0249(3) Uani 1 1 d . A . H18A H 0.8413 0.4886 0.2352 0.030 Uiso 1 1 calc R . . H18B H 0.7533 0.4989 0.3081 0.030 Uiso 1 1 calc R . . C19 C 0.81073(17) 0.35107(15) 0.29002(11) 0.0380(4) Uani 1 1 d . . . H19A H 0.7413 0.3181 0.3151 0.057 Uiso 1 1 calc R . . H19B H 0.8816 0.3569 0.3284 0.057 Uiso 1 1 calc R . . H19C H 0.8346 0.3102 0.2448 0.057 Uiso 1 1 calc R . . F1 F 0.57260(11) 0.17804(9) 0.22121(7) 0.0288(3) Uani 0.758(2) 1 d P A 1 F1A F 0.3038(4) 0.4219(3) 0.0971(2) 0.0284(11) Uani 0.242(2) 1 d P A 2 F2 F 0.50641(10) 0.05104(7) 0.10617(6) 0.0405(3) Uani 1 1 d . A . F3 F 0.33655(12) 0.10750(8) -0.01089(6) 0.0493(3) Uani 1 1 d . . . F4 F 0.23797(10) 0.29841(9) -0.00431(6) 0.0459(3) Uani 1 1 d . A . N1 N 0.35011(12) 0.33278(10) 0.11091(8) 0.0231(3) Uani 0.758(2) 1 d P A 1 N1A N 0.48535(13) 0.20995(10) 0.16781(8) 0.0216(3) Uani 0.242(2) 1 d P A 2 Ni1 Ni 0.471318(16) 0.399047(13) 0.252661(10) 0.01629(6) Uani 1 1 d . A . O1 O 0.51709(9) 0.49516(8) 0.33409(6) 0.0216(2) Uani 1 1 d . . . O2 O 0.35881(11) 0.59439(8) 0.29204(7) 0.0318(3) Uani 1 1 d . . . P1 P 0.31667(3) 0.33480(3) 0.31770(2) 0.01782(9) Uani 1 1 d . . . P2 P 0.63484(3) 0.45487(3) 0.19326(2) 0.01755(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0169(7) 0.0199(7) 0.0207(7) 0.0006(5) 0.0030(5) -0.0027(5) C2 0.0213(7) 0.0201(7) 0.0237(7) 0.0003(5) 0.0028(5) -0.0006(5) C2A 0.0213(7) 0.0227(6) 0.0251(6) 0.0019(5) -0.0010(5) -0.0029(5) C3 0.0301(8) 0.0186(7) 0.0310(8) 0.0001(6) 0.0131(6) -0.0018(6) C4 0.0392(9) 0.0295(8) 0.0202(7) -0.0063(6) 0.0068(6) -0.0147(7) C5 0.0248(8) 0.0367(9) 0.0242(8) 0.0079(6) -0.0039(6) -0.0084(7) C6 0.0246(8) 0.0213(7) 0.0223(7) -0.0019(6) 0.0027(6) -0.0025(6) C7 0.0433(11) 0.0319(9) 0.0353(9) -0.0148(7) -0.0069(8) 0.0045(8) C8 0.0169(7) 0.0264(8) 0.0292(8) 0.0012(6) 0.0003(6) -0.0010(6) C9 0.0246(8) 0.0320(9) 0.0392(9) 0.0035(7) -0.0045(7) 0.0046(7) C10 0.0268(8) 0.0227(7) 0.0222(7) -0.0017(6) 0.0070(6) -0.0002(6) C11 0.0387(10) 0.0290(8) 0.0310(9) 0.0001(7) 0.0166(7) -0.0017(7) C12 0.0238(8) 0.0192(7) 0.0251(7) 0.0028(6) 0.0033(6) 0.0005(6) C13 0.0303(9) 0.0285(8) 0.0397(9) 0.0092(7) -0.0022(7) 0.0041(7) C14 0.0329(9) 0.0190(7) 0.0295(8) 0.0022(6) 0.0079(7) 0.0014(6) C15 0.0414(11) 0.0391(10) 0.0446(11) 0.0160(8) 0.0046(8) 0.0138(8) C16 0.0229(8) 0.0242(7) 0.0217(7) -0.0035(6) 0.0039(6) -0.0012(6) C17 0.0333(9) 0.0363(9) 0.0325(9) -0.0064(7) 0.0144(7) -0.0058(7) C18 0.0177(7) 0.0315(8) 0.0254(7) -0.0029(6) -0.0010(6) -0.0023(6) C19 0.0287(9) 0.0467(11) 0.0381(10) 0.0129(8) -0.0044(7) 0.0038(8) F1 0.0288(7) 0.0254(6) 0.0316(7) -0.0007(5) -0.0037(5) 0.0075(5) F1A 0.033(2) 0.025(2) 0.027(2) 0.0014(15) -0.0051(16) 0.0083(16) F2 0.0507(7) 0.0197(5) 0.0525(7) -0.0015(4) 0.0175(5) 0.0042(4) F3 0.0773(9) 0.0444(6) 0.0266(5) -0.0147(4) 0.0057(5) -0.0263(6) F4 0.0427(6) 0.0544(7) 0.0384(6) 0.0170(5) -0.0186(5) -0.0140(5) N1 0.0213(7) 0.0227(6) 0.0251(6) 0.0019(5) -0.0010(5) -0.0029(5) N1A 0.0213(7) 0.0201(7) 0.0237(7) 0.0003(5) 0.0028(5) -0.0006(5) Ni1 0.01582(10) 0.01571(10) 0.01736(10) -0.00123(6) 0.00108(7) -0.00061(6) O1 0.0212(5) 0.0218(5) 0.0217(5) -0.0039(4) 0.0013(4) -0.0006(4) O2 0.0345(7) 0.0241(6) 0.0354(6) -0.0001(5) -0.0103(5) 0.0017(5) P1 0.01675(18) 0.01699(17) 0.01984(18) 0.00062(13) 0.00210(13) 0.00024(13) P2 0.01671(18) 0.01673(17) 0.01927(18) -0.00095(13) 0.00159(13) -0.00091(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 C1 C2A 1.3697(19) . ? C1 C2 1.3803(19) . ? C1 Ni1 1.8753(14) . ? C2 F1 1.3376(17) . ? C2 C3 1.367(2) . ? C2A F1A 1.289(4) . ? C2A C5 1.328(2) . ? C3 F2 1.3424(18) . ? C3 C4 1.370(2) . ? C4 F3 1.3468(17) . ? C4 C5 1.367(2) . ? C5 F4 1.3490(17) . ? C6 O2 1.2275(19) . ? C6 O1 1.2909(18) . ? C6 C7 1.517(2) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.523(2) . ? C8 P1 1.8236(15) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.527(2) . ? C10 P1 1.8326(15) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 C13 1.529(2) . ? C12 P1 1.8272(15) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.522(2) . ? C14 P2 1.8245(15) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.529(2) . ? C16 P2 1.8300(15) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 C19 1.520(2) . ? C18 P2 1.8252(15) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? Ni1 O1 1.9154(10) . ? Ni1 P2 2.1983(4) . ? Ni1 P1 2.2106(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2A C1 C2 117.24(13) . . ? C2A C1 Ni1 119.21(10) . . ? C2 C1 Ni1 123.55(11) . . ? F1 C2 C3 116.11(13) . . ? F1 C2 C1 122.07(13) . . ? C3 C2 C1 121.76(13) . . ? F1A C2A C5 112.3(2) . . ? F1A C2A C1 127.1(2) . . ? C5 C2A C1 120.14(13) . . ? F2 C3 C2 120.34(14) . . ? F2 C3 C4 119.52(14) . . ? C2 C3 C4 120.13(14) . . ? F3 C4 C5 122.08(15) . . ? F3 C4 C3 121.27(15) . . ? C5 C4 C3 116.65(14) . . ? C2A C5 F4 117.31(15) . . ? C2A C5 C4 124.06(14) . . ? F4 C5 C4 118.63(14) . . ? O2 C6 O1 124.97(14) . . ? O2 C6 C7 120.69(14) . . ? O1 C6 C7 114.33(13) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 P1 113.18(11) . . ? C9 C8 H8A 108.9 . . ? P1 C8 H8A 108.9 . . ? C9 C8 H8B 108.9 . . ? P1 C8 H8B 108.9 . . ? H8A C8 H8B 107.8 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 P1 116.77(11) . . ? C11 C10 H10A 108.1 . . ? P1 C10 H10A 108.1 . . ? C11 C10 H10B 108.1 . . ? P1 C10 H10B 108.1 . . ? H10A C10 H10B 107.3 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 P1 112.48(11) . . ? C13 C12 H12A 109.1 . . ? P1 C12 H12A 109.1 . . ? C13 C12 H12B 109.1 . . ? P1 C12 H12B 109.1 . . ? H12A C12 H12B 107.8 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 P2 112.86(12) . . ? C15 C14 H14A 109.0 . . ? P2 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? P2 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 P2 116.41(11) . . ? C17 C16 H16A 108.2 . . ? P2 C16 H16A 108.2 . . ? C17 C16 H16B 108.2 . . ? P2 C16 H16B 108.2 . . ? H16A C16 H16B 107.3 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C19 C18 P2 113.07(11) . . ? C19 C18 H18A 109.0 . . ? P2 C18 H18A 109.0 . . ? C19 C18 H18B 109.0 . . ? P2 C18 H18B 109.0 . . ? H18A C18 H18B 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C1 Ni1 O1 177.53(5) . . ? C1 Ni1 P2 91.83(4) . . ? O1 Ni1 P2 85.77(3) . . ? C1 Ni1 P1 88.55(4) . . ? O1 Ni1 P1 93.80(3) . . ? P2 Ni1 P1 175.540(15) . . ? C6 O1 Ni1 116.27(9) . . ? C8 P1 C12 103.61(7) . . ? C8 P1 C10 105.26(7) . . ? C12 P1 C10 105.12(7) . . ? C8 P1 Ni1 115.56(5) . . ? C12 P1 Ni1 112.36(5) . . ? C10 P1 Ni1 113.85(5) . . ? C14 P2 C18 103.37(7) . . ? C14 P2 C16 105.16(7) . . ? C18 P2 C16 105.32(7) . . ? C14 P2 Ni1 111.74(6) . . ? C18 P2 Ni1 110.64(5) . . ? C16 P2 Ni1 119.25(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 C2A C1 C2 F1 176.23(13) . . . . ? Ni1 C1 C2 F1 -3.4(2) . . . . ? C2A C1 C2 C3 -0.9(2) . . . . ? Ni1 C1 C2 C3 179.45(11) . . . . ? C2 C1 C2A F1A -170.2(3) . . . . ? Ni1 C1 C2A F1A 9.5(3) . . . . ? C2 C1 C2A C5 1.0(2) . . . . ? Ni1 C1 C2A C5 -179.33(11) . . . . ? F1 C2 C3 F2 2.8(2) . . . . ? C1 C2 C3 F2 -179.84(13) . . . . ? F1 C2 C3 C4 -177.20(14) . . . . ? C1 C2 C3 C4 0.1(2) . . . . ? F2 C3 C4 F3 0.8(2) . . . . ? C2 C3 C4 F3 -179.17(14) . . . . ? F2 C3 C4 C5 -179.45(14) . . . . ? C2 C3 C4 C5 0.6(2) . . . . ? F1A C2A C5 F4 -8.0(3) . . . . ? C1 C2A C5 F4 179.63(13) . . . . ? F1A C2A C5 C4 172.1(2) . . . . ? C1 C2A C5 C4 -0.4(2) . . . . ? F3 C4 C5 C2A 179.27(14) . . . . ? C3 C4 C5 C2A -0.5(2) . . . . ? F3 C4 C5 F4 -0.7(2) . . . . ? C3 C4 C5 F4 179.54(14) . . . . ? C2A C1 Ni1 P2 -94.35(11) . . . . ? C2 C1 Ni1 P2 85.26(12) . . . . ? C2A C1 Ni1 P1 90.10(11) . . . . ? C2 C1 Ni1 P1 -90.30(12) . . . . ? O2 C6 O1 Ni1 1.2(2) . . . . ? C7 C6 O1 Ni1 179.98(11) . . . . ? P2 Ni1 O1 C6 105.48(10) . . . . ? P1 Ni1 O1 C6 -78.97(10) . . . . ? C9 C8 P1 C12 -177.05(12) . . . . ? C9 C8 P1 C10 72.81(13) . . . . ? C9 C8 P1 Ni1 -53.71(13) . . . . ? C13 C12 P1 C8 -178.93(11) . . . . ? C13 C12 P1 C10 -68.70(13) . . . . ? C13 C12 P1 Ni1 55.64(12) . . . . ? C11 C10 P1 C8 59.93(14) . . . . ? C11 C10 P1 C12 -49.12(14) . . . . ? C11 C10 P1 Ni1 -172.51(10) . . . . ? C1 Ni1 P1 C8 -53.86(7) . . . . ? O1 Ni1 P1 C8 126.91(6) . . . . ? C1 Ni1 P1 C12 64.75(7) . . . . ? O1 Ni1 P1 C12 -114.48(6) . . . . ? C1 Ni1 P1 C10 -175.89(7) . . . . ? O1 Ni1 P1 C10 4.88(6) . . . . ? C15 C14 P2 C18 174.74(12) . . . . ? C15 C14 P2 C16 64.52(14) . . . . ? C15 C14 P2 Ni1 -66.26(13) . . . . ? C19 C18 P2 C14 -175.69(12) . . . . ? C19 C18 P2 C16 -65.58(13) . . . . ? C19 C18 P2 Ni1 64.54(13) . . . . ? C17 C16 P2 C14 51.35(14) . . . . ? C17 C16 P2 C18 -57.47(14) . . . . ? C17 C16 P2 Ni1 177.63(10) . . . . ? C1 Ni1 P2 C14 115.34(7) . . . . ? O1 Ni1 P2 C14 -65.24(6) . . . . ? C1 Ni1 P2 C18 -130.06(7) . . . . ? O1 Ni1 P2 C18 49.36(6) . . . . ? C1 Ni1 P2 C16 -7.75(7) . . . . ? O1 Ni1 P2 C16 171.66(7) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.52 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.432 _refine_diff_density_min -0.197 _refine_diff_density_rms 0.056 data_rnp0302m _database_code_depnum_ccdc_archive 'CCDC 280118' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ' 2(C31 H48 F5 N Ni P2), 4.5(C6 H6) ' _chemical_formula_sum 'C89 H123 F10 N2 Ni2 P4' _chemical_formula_weight 1652.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.2302(6) _cell_length_b 14.8904(6) _cell_length_c 21.0407(9) _cell_angle_alpha 87.9680(10) _cell_angle_beta 77.0250(10) _cell_angle_gamma 76.7500(10) _cell_volume 4228.3(3) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 7344 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 27.52 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.298 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1754 _exptl_absorpt_coefficient_mu 0.588 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.943 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'SADABS v2.03; (Sheldrick)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29431 _diffrn_reflns_av_R_equivalents 0.0278 _diffrn_reflns_av_sigmaI/netI 0.0610 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 0.99 _diffrn_reflns_theta_max 27.53 _reflns_number_total 19340 _reflns_number_gt 14428 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0588P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 19340 _refine_ls_number_parameters 964 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0656 _refine_ls_R_factor_gt 0.0426 _refine_ls_wR_factor_ref 0.1151 _refine_ls_wR_factor_gt 0.1025 _refine_ls_goodness_of_fit_ref 1.022 _refine_ls_restrained_S_all 1.022 _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 C1 C 0.75500(15) 0.77343(14) 0.33229(11) 0.0181(4) Uani 1 1 d . . . C2 C 0.72508(17) 0.77458(15) 0.39927(11) 0.0228(5) Uani 1 1 d . . . C3 C 0.63406(18) 0.76040(15) 0.43132(11) 0.0257(5) Uani 1 1 d . . . C4 C 0.57151(16) 0.74314(15) 0.39445(12) 0.0261(5) Uani 1 1 d . . . C5 C 0.60520(17) 0.74211(15) 0.32835(12) 0.0250(5) Uani 1 1 d . . . C6 C 0.79989(16) 1.00867(14) 0.32136(11) 0.0202(4) Uani 1 1 d . . . H6 H 0.8061 1.0664 0.2987 0.024 Uiso 1 1 calc R . . C7 C 0.86419(16) 0.99715(14) 0.37195(11) 0.0215(5) Uani 1 1 d . . . H7A H 0.8631 0.9387 0.3936 0.026 Uiso 1 1 calc R . . H7B H 0.9321 0.9961 0.3500 0.026 Uiso 1 1 calc R . . C8 C 0.82761(17) 1.07543(15) 0.42286(11) 0.0247(5) Uani 1 1 d . . . H8A H 0.8675 1.0644 0.4554 0.030 Uiso 1 1 calc R . . H8B H 0.8350 1.1333 0.4020 0.030 Uiso 1 1 calc R . . C9 C 0.71955(17) 1.08219(16) 0.45583(11) 0.0260(5) Uani 1 1 d . . . H9A H 0.6970 1.1332 0.4871 0.031 Uiso 1 1 calc R . . H9B H 0.7128 1.0259 0.4793 0.031 Uiso 1 1 calc R . . C10 C 0.65598(17) 1.09704(16) 0.40539(12) 0.0274(5) Uani 1 1 d . . . H10A H 0.6594 1.1554 0.3841 0.033 Uiso 1 1 calc R . . H10B H 0.5875 1.1000 0.4271 0.033 Uiso 1 1 calc R . . C11 C 0.69047(16) 1.01903(15) 0.35407(12) 0.0253(5) Uani 1 1 d . . . H11A H 0.6806 0.9616 0.3747 0.030 Uiso 1 1 calc R . . H11B H 0.6511 1.0321 0.3213 0.030 Uiso 1 1 calc R . . C12 C 0.76028(16) 0.92945(14) 0.20714(11) 0.0194(4) Uani 1 1 d . . . H12 H 0.6959 0.9273 0.2354 0.023 Uiso 1 1 calc R . . C13 C 0.74696(18) 1.02253(15) 0.17239(11) 0.0244(5) Uani 1 1 d . . . H13A H 0.7268 1.0724 0.2045 0.029 Uiso 1 1 calc R . . H13B H 0.8096 1.0277 0.1443 0.029 Uiso 1 1 calc R . . C14 C 0.66871(19) 1.03107(16) 0.13155(12) 0.0291(5) Uani 1 1 d . . . H14A H 0.6044 1.0343 0.1604 0.035 Uiso 1 1 calc R . . H14B H 0.6654 1.0879 0.1072 0.035 Uiso 1 1 calc R . . C15 C 0.6920(2) 0.94966(17) 0.08404(12) 0.0332(6) Uani 1 1 d . . . H15A H 0.7519 0.9512 0.0515 0.040 Uiso 1 1 calc R . . H15B H 0.6383 0.9549 0.0618 0.040 Uiso 1 1 calc R . . C16 C 0.70609(19) 0.85795(16) 0.11954(12) 0.0287(5) Uani 1 1 d . . . H16A H 0.6444 0.8539 0.1492 0.034 Uiso 1 1 calc R . . H16B H 0.7239 0.8074 0.0881 0.034 Uiso 1 1 calc R . . C17 C 0.78681(17) 0.84939(15) 0.15764(11) 0.0227(5) Uani 1 1 d . . . H17A H 0.8494 0.8501 0.1278 0.027 Uiso 1 1 calc R . . H17B H 0.7941 0.7912 0.1803 0.027 Uiso 1 1 calc R . . C18 C 0.96036(16) 0.94593(14) 0.20906(11) 0.0217(5) Uani 1 1 d . . . H18A H 0.9655 0.9310 0.1637 0.026 Uiso 1 1 calc R . . H18B H 0.9537 1.0120 0.2127 0.026 Uiso 1 1 calc R . . C19 C 1.05496(16) 0.89507(14) 0.22986(11) 0.0220(5) Uani 1 1 d . . . H19A H 1.0636 0.9271 0.2668 0.026 Uiso 1 1 calc R . . H19B H 1.1119 0.8939 0.1942 0.026 Uiso 1 1 calc R . . C20 C 1.11850(16) 0.74035(15) 0.31477(11) 0.0212(5) Uani 1 1 d . . . H20 H 1.1201 0.6747 0.3223 0.025 Uiso 1 1 calc R . . C21 C 1.06712(17) 0.79089(16) 0.37989(11) 0.0249(5) Uani 1 1 d . . . H21A H 1.0595 0.8568 0.3738 0.030 Uiso 1 1 calc R . . H21B H 1.0016 0.7787 0.3943 0.030 Uiso 1 1 calc R . . C22 C 1.12633(19) 0.76019(17) 0.43241(12) 0.0311(6) Uani 1 1 d . . . H22A H 1.0948 0.7971 0.4718 0.037 Uiso 1 1 calc R . . H22B H 1.1263 0.6962 0.4428 0.037 Uiso 1 1 calc R . . C23 C 1.23258(19) 0.77043(17) 0.40997(13) 0.0351(6) Uani 1 1 d . . . H23A H 1.2331 0.8352 0.4038 0.042 Uiso 1 1 calc R . . H23B H 1.2689 0.7475 0.4433 0.042 Uiso 1 1 calc R . . C24 C 1.28305(19) 0.71738(19) 0.34650(14) 0.0377(6) Uani 1 1 d . . . H24A H 1.2875 0.6520 0.3537 0.045 Uiso 1 1 calc R . . H24B H 1.3498 0.7266 0.3325 0.045 Uiso 1 1 calc R . . C25 C 1.22649(17) 0.74859(18) 0.29294(13) 0.0310(6) Uani 1 1 d . . . H25A H 1.2583 0.7110 0.2540 0.037 Uiso 1 1 calc R . . H25B H 1.2282 0.8122 0.2823 0.037 Uiso 1 1 calc R . . C26 C 1.11705(16) 0.70693(14) 0.17911(11) 0.0210(4) Uani 1 1 d . . . H26 H 1.1820 0.7225 0.1671 0.025 Uiso 1 1 calc R . . C27 C 1.13478(18) 0.60312(15) 0.19136(11) 0.0263(5) Uani 1 1 d . . . H27A H 1.0717 0.5853 0.2034 0.032 Uiso 1 1 calc R . . H27B H 1.1679 0.5885 0.2272 0.032 Uiso 1 1 calc R . . C28 C 1.19834(19) 0.54893(16) 0.13016(12) 0.0303(5) Uani 1 1 d . . . H28A H 1.2633 0.5631 0.1203 0.036 Uiso 1 1 calc R . . H28B H 1.2069 0.4834 0.1383 0.036 Uiso 1 1 calc R . . C29 C 1.15118(19) 0.57232(17) 0.07196(12) 0.0326(6) Uani 1 1 d . . . H29A H 1.1955 0.5406 0.0334 0.039 Uiso 1 1 calc R . . H29B H 1.0902 0.5510 0.0795 0.039 Uiso 1 1 calc R . . C30 C 1.1291(2) 0.67521(18) 0.06043(12) 0.0367(6) Uani 1 1 d . . . H30A H 1.0936 0.6883 0.0256 0.044 Uiso 1 1 calc R . . H30B H 1.1910 0.6947 0.0465 0.044 Uiso 1 1 calc R . . C31 C 1.06776(19) 0.73015(16) 0.12115(11) 0.0287(5) Uani 1 1 d . . . H31A H 1.0026 0.7166 0.1320 0.034 Uiso 1 1 calc R . . H31B H 1.0596 0.7956 0.1124 0.034 Uiso 1 1 calc R . . C32 C 0.78617(16) 0.27931(14) 0.21683(11) 0.0199(4) Uani 1 1 d . . . C33 C 0.77889(16) 0.27731(15) 0.15209(11) 0.0214(5) Uani 1 1 d . . . C34 C 0.69167(18) 0.27230(15) 0.13538(11) 0.0248(5) Uani 1 1 d . . . C35 C 0.61093(17) 0.26812(15) 0.18390(12) 0.0259(5) Uani 1 1 d . . . C36 C 0.62271(17) 0.26865(15) 0.24715(12) 0.0243(5) Uani 1 1 d . . . C38 C 0.76210(16) 0.42546(14) 0.34624(10) 0.0184(4) Uani 1 1 d . . . H38 H 0.7024 0.4302 0.3293 0.022 Uiso 1 1 calc R . . C39 C 0.76980(17) 0.34037(14) 0.38942(11) 0.0225(5) Uani 1 1 d . . . H39A H 0.7816 0.2852 0.3630 0.027 Uiso 1 1 calc R . . H39B H 0.8249 0.3352 0.4104 0.027 Uiso 1 1 calc R . . C40 C 0.67400(19) 0.34924(16) 0.44082(12) 0.0292(5) Uani 1 1 d . . . H40A H 0.6782 0.2949 0.4678 0.035 Uiso 1 1 calc R . . H40B H 0.6194 0.3530 0.4196 0.035 Uiso 1 1 calc R . . C41 C 0.6543(2) 0.43507(17) 0.48377(12) 0.0322(6) Uani 1 1 d . . . H41A H 0.7057 0.4287 0.5082 0.039 Uiso 1 1 calc R . . H41B H 0.5914 0.4409 0.5148 0.039 Uiso 1 1 calc R . . C42 C 0.65212(18) 0.52183(16) 0.44246(12) 0.0274(5) Uani 1 1 d . . . H42A H 0.6464 0.5742 0.4703 0.033 Uiso 1 1 calc R . . H42B H 0.5941 0.5335 0.4238 0.033 Uiso 1 1 calc R . . C43 C 0.74464(17) 0.51348(14) 0.38745(11) 0.0221(5) Uani 1 1 d . . . H43A H 0.8017 0.5117 0.4058 0.027 Uiso 1 1 calc R . . H43B H 0.7367 0.5670 0.3599 0.027 Uiso 1 1 calc R . . C44 C 0.82911(16) 0.50772(14) 0.22015(10) 0.0186(4) Uani 1 1 d . . . H44 H 0.8369 0.5645 0.2384 0.022 Uiso 1 1 calc R . . C45 C 0.72098(16) 0.52291(15) 0.21466(11) 0.0221(5) Uani 1 1 d . . . H45A H 0.6777 0.5411 0.2570 0.027 Uiso 1 1 calc R . . H45B H 0.7092 0.4655 0.2015 0.027 Uiso 1 1 calc R . . C46 C 0.69606(17) 0.59746(16) 0.16506(11) 0.0252(5) Uani 1 1 d . . . H46A H 0.6285 0.6028 0.1610 0.030 Uiso 1 1 calc R . . H46B H 0.7009 0.6564 0.1806 0.030 Uiso 1 1 calc R . . C47 C 0.76590(18) 0.57453(17) 0.09864(12) 0.0280(5) Uani 1 1 d . . . H47A H 0.7491 0.6230 0.0683 0.034 Uiso 1 1 calc R . . H47B H 0.7586 0.5172 0.0819 0.034 Uiso 1 1 calc R . . C48 C 0.87278(18) 0.56502(16) 0.10405(12) 0.0279(5) Uani 1 1 d . . . H48A H 0.8810 0.6235 0.1181 0.033 Uiso 1 1 calc R . . H48B H 0.9167 0.5491 0.0616 0.033 Uiso 1 1 calc R . . C49 C 0.90052(17) 0.49041(15) 0.15284(11) 0.0237(5) Uani 1 1 d . . . H49A H 0.9672 0.4885 0.1576 0.028 Uiso 1 1 calc R . . H49B H 0.9000 0.4308 0.1359 0.028 Uiso 1 1 calc R . . C50 C 0.96770(16) 0.44202(14) 0.30433(11) 0.0200(4) Uani 1 1 d . . . H50A H 0.9624 0.5081 0.3012 0.024 Uiso 1 1 calc R . . H50B H 0.9626 0.4256 0.3498 0.024 Uiso 1 1 calc R . . C51 C 1.06821(16) 0.39128(14) 0.26413(11) 0.0208(5) Uani 1 1 d . . . H51A H 1.1194 0.3909 0.2879 0.025 Uiso 1 1 calc R . . H51B H 1.0842 0.4225 0.2232 0.025 Uiso 1 1 calc R . . C52 C 1.15298(16) 0.23124(15) 0.17181(11) 0.0204(4) Uani 1 1 d . . . H52 H 1.1545 0.1656 0.1672 0.024 Uiso 1 1 calc R . . C53 C 1.11748(17) 0.27946(17) 0.11301(11) 0.0269(5) Uani 1 1 d . . . H53A H 1.0518 0.2709 0.1135 0.032 Uiso 1 1 calc R . . H53B H 1.1134 0.3451 0.1161 0.032 Uiso 1 1 calc R . . C54 C 1.18793(18) 0.24078(19) 0.04907(12) 0.0341(6) Uani 1 1 d . . . H54A H 1.1655 0.2742 0.0128 0.041 Uiso 1 1 calc R . . H54B H 1.1873 0.1764 0.0441 0.041 Uiso 1 1 calc R . . C55 C 1.29375(19) 0.2490(2) 0.04765(13) 0.0360(6) Uani 1 1 d . . . H55A H 1.3375 0.2216 0.0075 0.043 Uiso 1 1 calc R . . H55B H 1.2956 0.3136 0.0488 0.043 Uiso 1 1 calc R . . C56 C 1.32922(18) 0.20080(19) 0.10521(13) 0.0343(6) Uani 1 1 d . . . H56A H 1.3949 0.2095 0.1046 0.041 Uiso 1 1 calc R . . H56B H 1.3338 0.1351 0.1015 0.041 Uiso 1 1 calc R . . C57 C 1.25949(17) 0.23769(18) 0.16996(12) 0.0286(5) Uani 1 1 d . . . H57A H 1.2610 0.3016 0.1761 0.034 Uiso 1 1 calc R . . H57B H 1.2823 0.2025 0.2055 0.034 Uiso 1 1 calc R . . C58 C 1.11467(16) 0.20305(14) 0.31180(11) 0.0206(4) Uani 1 1 d . . . H58 H 1.1848 0.2048 0.3039 0.025 Uiso 1 1 calc R . . C59 C 1.1100(2) 0.10220(16) 0.30629(14) 0.0341(6) Uani 1 1 d . . . H59A H 1.0414 0.0980 0.3131 0.041 Uiso 1 1 calc R . . H59B H 1.1440 0.0784 0.2629 0.041 Uiso 1 1 calc R . . C60 C 1.1579(2) 0.04424(18) 0.35669(15) 0.0425(7) Uani 1 1 d . . . H60A H 1.1498 -0.0184 0.3545 0.051 Uiso 1 1 calc R . . H60B H 1.2283 0.0423 0.3464 0.051 Uiso 1 1 calc R . . C61 C 1.1130(2) 0.0825(2) 0.42558(15) 0.0486(8) Uani 1 1 d . . . H61A H 1.0449 0.0764 0.4383 0.058 Uiso 1 1 calc R . . H61B H 1.1493 0.0469 0.4555 0.058 Uiso 1 1 calc R . . C62 C 1.11573(19) 0.1824(2) 0.43054(13) 0.0406(7) Uani 1 1 d . . . H62A H 1.1840 0.1876 0.4232 0.049 Uiso 1 1 calc R . . H62B H 1.0823 0.2057 0.4742 0.049 Uiso 1 1 calc R . . C63 C 1.06597(18) 0.24072(18) 0.38092(12) 0.0325(6) Uani 1 1 d . . . H63A H 1.0715 0.3041 0.3841 0.039 Uiso 1 1 calc R . . H63B H 0.9962 0.2401 0.3905 0.039 Uiso 1 1 calc R . . C64 C 0.9267(2) 0.07908(19) 0.00958(14) 0.0441(7) Uani 1 1 d . . . H64 H 0.8768 0.1327 0.0156 0.053 Uiso 1 1 calc R . . C65 C 0.9918(2) 0.06176(19) 0.05006(14) 0.0427(7) Uani 1 1 d . . . H65 H 0.9863 0.1029 0.0837 0.051 Uiso 1 1 calc R . . C66 C 1.0659(2) -0.0182(2) 0.03983(14) 0.0451(7) Uani 1 1 d . . . H66 H 1.1110 -0.0308 0.0666 0.054 Uiso 1 1 calc R . . C67 C 0.4190(2) -0.0326(2) 0.37907(17) 0.0489(8) Uani 1 1 d . . . H67 H 0.4170 -0.0815 0.4077 0.059 Uiso 1 1 calc R . . C68 C 0.4063(2) 0.0545(2) 0.40264(14) 0.0397(6) Uani 1 1 d . . . H68 H 0.3952 0.0649 0.4473 0.048 Uiso 1 1 calc R . . C69 C 0.4100(2) 0.1271(2) 0.36055(15) 0.0404(7) Uani 1 1 d . . . H69 H 0.4024 0.1863 0.3768 0.048 Uiso 1 1 calc R . . C70 C 0.4247(2) 0.1125(2) 0.29450(15) 0.0493(8) Uani 1 1 d . . . H70 H 0.4261 0.1618 0.2661 0.059 Uiso 1 1 calc R . . C71 C 0.4372(2) 0.0251(3) 0.27068(17) 0.0614(10) Uani 1 1 d . . . H71 H 0.4472 0.0148 0.2261 0.074 Uiso 1 1 calc R . . C72 C 0.4349(2) -0.0482(2) 0.31319(19) 0.0598(10) Uani 1 1 d . . . H72 H 0.4441 -0.1077 0.2971 0.072 Uiso 1 1 calc R . . C73 C 0.0936(2) 0.4436(2) 0.48982(15) 0.0459(7) Uani 1 1 d . . . H73 H 0.1569 0.4056 0.4828 0.055 Uiso 1 1 calc R . . C74 C 0.0677(2) 0.5052(2) 0.44231(14) 0.0450(7) Uani 1 1 d . . . H74 H 0.1135 0.5085 0.4035 0.054 Uiso 1 1 calc R . . C75 C -0.0264(2) 0.56180(19) 0.45270(15) 0.0432(7) Uani 1 1 d . . . H75 H -0.0441 0.6033 0.4210 0.052 Uiso 1 1 calc R . . C76 C 0.5718(2) 0.54387(19) 0.00802(15) 0.0427(7) Uani 1 1 d . . . H76 H 0.6204 0.5737 0.0133 0.051 Uiso 1 1 calc R . . C77 C 0.5423(2) 0.48054(19) 0.05358(14) 0.0401(6) Uani 1 1 d . . . H77 H 0.5708 0.4675 0.0895 0.048 Uiso 1 1 calc R . . C78 C 0.4706(2) 0.43729(19) 0.04502(15) 0.0438(7) Uani 1 1 d . . . H78 H 0.4505 0.3947 0.0754 0.053 Uiso 1 1 calc R . . C79 C 0.4301(3) 0.7529(3) 0.1125(2) 0.0739(11) Uani 1 1 d . . . H79 H 0.4694 0.6943 0.1154 0.089 Uiso 1 1 calc R . . C80 C 0.4120(3) 0.8134(3) 0.16064(19) 0.0752(12) Uani 1 1 d . . . H80 H 0.4431 0.7989 0.1953 0.090 Uiso 1 1 calc R . . C81 C 0.3469(3) 0.8986(3) 0.1599(2) 0.0811(13) Uani 1 1 d . . . H81 H 0.3294 0.9390 0.1955 0.097 Uiso 1 1 calc R . . C82 C 0.3083(3) 0.9223(3) 0.1045(2) 0.0737(12) Uani 1 1 d . . . H82 H 0.2660 0.9795 0.1022 0.088 Uiso 1 1 calc R . . C83 C 0.3340(3) 0.8592(3) 0.05323(19) 0.0763(12) Uani 1 1 d . . . H83 H 0.3113 0.8751 0.0153 0.092 Uiso 1 1 calc R . . C84 C 0.3917(3) 0.7754(3) 0.0580(2) 0.0883(15) Uani 1 1 d . . . H84 H 0.4059 0.7322 0.0243 0.106 Uiso 1 1 calc R . . C85 C 0.3870(4) 0.4281(3) 0.36153(19) 0.0968(18) Uani 1 1 d . . . H85 H 0.3841 0.4081 0.4042 0.116 Uiso 1 1 calc R . . C86 C 0.4515(3) 0.4838(3) 0.3321(3) 0.0877(17) Uani 1 1 d . . . H86 H 0.4934 0.5005 0.3554 0.105 Uiso 1 1 calc R . . C87 C 0.4537(3) 0.5129(3) 0.2720(3) 0.0774(13) Uani 1 1 d . . . H87 H 0.4964 0.5505 0.2539 0.093 Uiso 1 1 calc R . . C88 C 0.3965(3) 0.4899(3) 0.23694(19) 0.0669(10) Uani 1 1 d . . . H88 H 0.3996 0.5112 0.1946 0.080 Uiso 1 1 calc R . . C89 C 0.3344(3) 0.4364(2) 0.26166(19) 0.0591(9) Uani 1 1 d . . . H89 H 0.2951 0.4209 0.2359 0.071 Uiso 1 1 calc R . . C90 C 0.3266(3) 0.4041(2) 0.3227(2) 0.0710(11) Uani 1 1 d . . . H90 H 0.2827 0.3668 0.3391 0.085 Uiso 1 1 calc R . . F1 F 0.92775(10) 0.65420(8) 0.31421(7) 0.0270(3) Uani 1 1 d . . . F2 F 0.78568(11) 0.79061(10) 0.43702(7) 0.0336(3) Uani 1 1 d . . . F3 F 0.60616(12) 0.76220(11) 0.49672(7) 0.0407(4) Uani 1 1 d . . . F4 F 0.48133(10) 0.72821(10) 0.42325(8) 0.0382(4) Uani 1 1 d . . . F5 F 0.54517(10) 0.72358(10) 0.29085(8) 0.0362(3) Uani 1 1 d . . . F6 F 0.95664(10) 0.15497(8) 0.20371(7) 0.0277(3) Uani 1 1 d . . . F7 F 0.85695(10) 0.28161(9) 0.10304(6) 0.0301(3) Uani 1 1 d . . . F8 F 0.68588(11) 0.27048(10) 0.07275(7) 0.0362(4) Uani 1 1 d . . . F9 F 0.52453(10) 0.26238(10) 0.16982(8) 0.0369(4) Uani 1 1 d . . . F10 F 0.54609(10) 0.26182(10) 0.29609(7) 0.0351(3) Uani 1 1 d . . . N1 N 0.69018(13) 0.75672(12) 0.29772(9) 0.0217(4) Uani 1 1 d . . . N2 N 0.70460(14) 0.27469(12) 0.26356(9) 0.0220(4) Uani 1 1 d . . . Ni1 Ni 0.88909(2) 0.775721(17) 0.291189(13) 0.01630(7) Uani 1 1 d . . . Ni2 Ni 0.91260(2) 0.274822(17) 0.236014(13) 0.01676(7) Uani 1 1 d . . . P1 P 1.04568(4) 0.77653(4) 0.25241(3) 0.01750(12) Uani 1 1 d . . . P2 P 0.84947(4) 0.91445(4) 0.25964(3) 0.01771(12) Uani 1 1 d . . . P3 P 1.06269(4) 0.27242(4) 0.24813(3) 0.01733(12) Uani 1 1 d . . . P4 P 0.86556(4) 0.41226(4) 0.27522(3) 0.01661(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0193(11) 0.0151(10) 0.0201(11) 0.0023(8) -0.0045(9) -0.0044(8) C2 0.0269(12) 0.0215(11) 0.0225(12) 0.0024(9) -0.0077(10) -0.0087(9) C3 0.0317(13) 0.0225(11) 0.0196(12) 0.0012(9) 0.0017(10) -0.0067(9) C4 0.0183(12) 0.0225(11) 0.0340(14) 0.0025(10) 0.0013(10) -0.0050(9) C5 0.0211(12) 0.0239(11) 0.0319(13) 0.0009(9) -0.0104(10) -0.0046(9) C6 0.0240(12) 0.0152(10) 0.0212(11) -0.0014(8) -0.0062(9) -0.0026(8) C7 0.0234(12) 0.0196(11) 0.0238(12) 0.0022(9) -0.0084(9) -0.0069(9) C8 0.0335(13) 0.0198(11) 0.0251(12) 0.0011(9) -0.0145(10) -0.0074(9) C9 0.0319(13) 0.0242(12) 0.0226(12) -0.0028(9) -0.0067(10) -0.0069(9) C10 0.0237(12) 0.0272(12) 0.0298(13) -0.0069(10) -0.0059(10) -0.0019(9) C11 0.0224(12) 0.0253(12) 0.0295(13) -0.0060(10) -0.0085(10) -0.0046(9) C12 0.0215(11) 0.0175(10) 0.0203(11) 0.0005(8) -0.0074(9) -0.0041(8) C13 0.0311(13) 0.0194(11) 0.0242(12) 0.0030(9) -0.0108(10) -0.0043(9) C14 0.0348(14) 0.0273(12) 0.0255(13) 0.0037(10) -0.0123(11) -0.0029(10) C15 0.0437(16) 0.0340(14) 0.0248(13) 0.0025(10) -0.0168(12) -0.0057(11) C16 0.0373(14) 0.0280(12) 0.0242(13) -0.0004(10) -0.0121(11) -0.0088(10) C17 0.0284(12) 0.0219(11) 0.0180(11) 0.0009(9) -0.0056(9) -0.0056(9) C18 0.0255(12) 0.0158(10) 0.0231(12) 0.0021(8) -0.0025(9) -0.0064(9) C19 0.0225(12) 0.0197(11) 0.0245(12) 0.0001(9) -0.0027(9) -0.0086(9) C20 0.0218(11) 0.0200(11) 0.0231(12) 0.0008(9) -0.0093(9) -0.0031(9) C21 0.0252(12) 0.0245(12) 0.0259(13) -0.0011(9) -0.0087(10) -0.0045(9) C22 0.0380(15) 0.0331(13) 0.0247(13) -0.0019(10) -0.0138(11) -0.0061(11) F1 0.0285(7) 0.0158(6) 0.0360(8) 0.0060(5) -0.0064(6) -0.0052(5) F2 0.0416(9) 0.0458(9) 0.0224(7) 0.0016(6) -0.0129(7) -0.0225(7) F3 0.0513(10) 0.0477(9) 0.0217(8) -0.0025(7) 0.0051(7) -0.0212(7) F4 0.0226(8) 0.0419(9) 0.0462(10) 0.0032(7) 0.0053(7) -0.0123(6) F5 0.0247(8) 0.0492(9) 0.0410(9) 0.0024(7) -0.0140(7) -0.0153(7) F6 0.0303(8) 0.0163(6) 0.0382(8) -0.0046(6) -0.0112(6) -0.0043(5) F7 0.0315(8) 0.0407(8) 0.0204(7) 0.0009(6) -0.0044(6) -0.0142(6) F8 0.0452(9) 0.0463(9) 0.0249(8) 0.0038(6) -0.0197(7) -0.0151(7) F9 0.0263(8) 0.0446(9) 0.0475(10) -0.0016(7) -0.0209(7) -0.0107(6) F10 0.0254(8) 0.0458(9) 0.0356(9) -0.0022(7) -0.0011(6) -0.0161(6) N1 0.0207(10) 0.0223(9) 0.0235(10) 0.0027(8) -0.0074(8) -0.0059(7) N2 0.0228(10) 0.0215(9) 0.0235(10) 0.0003(8) -0.0067(8) -0.0072(7) Ni1 0.01773(14) 0.01476(13) 0.01746(14) 0.00192(10) -0.00476(11) -0.00526(10) Ni2 0.01840(15) 0.01488(13) 0.01852(15) 0.00006(10) -0.00633(11) -0.00460(10) P1 0.0180(3) 0.0162(3) 0.0191(3) 0.0005(2) -0.0043(2) -0.0054(2) P2 0.0199(3) 0.0155(3) 0.0186(3) 0.0013(2) -0.0055(2) -0.0046(2) P3 0.0184(3) 0.0160(3) 0.0185(3) 0.0015(2) -0.0059(2) -0.0041(2) P4 0.0187(3) 0.0155(3) 0.0166(3) 0.0009(2) -0.0057(2) -0.0040(2) C23 0.0391(15) 0.0303(13) 0.0426(16) 0.0005(11) -0.0251(13) -0.0055(11) C24 0.0256(14) 0.0419(15) 0.0486(18) -0.0023(13) -0.0179(13) -0.0035(11) C25 0.0206(12) 0.0402(14) 0.0330(14) -0.0030(11) -0.0080(11) -0.0058(10) C26 0.0192(11) 0.0220(11) 0.0203(11) -0.0001(9) 0.0006(9) -0.0066(9) C27 0.0340(14) 0.0208(11) 0.0218(12) -0.0003(9) -0.0048(10) -0.0030(9) C28 0.0330(14) 0.0235(12) 0.0283(13) -0.0057(10) 0.0018(11) -0.0018(10) C29 0.0353(15) 0.0361(14) 0.0237(13) -0.0091(10) 0.0001(11) -0.0078(11) C30 0.0475(17) 0.0377(15) 0.0205(13) 0.0004(11) -0.0027(12) -0.0057(12) C31 0.0352(14) 0.0272(12) 0.0214(12) 0.0033(9) -0.0059(10) -0.0032(10) C32 0.0238(12) 0.0142(10) 0.0227(12) 0.0010(8) -0.0074(9) -0.0044(8) C33 0.0226(12) 0.0212(11) 0.0206(11) -0.0007(9) -0.0049(9) -0.0052(9) C34 0.0321(13) 0.0219(11) 0.0243(12) 0.0008(9) -0.0151(10) -0.0055(9) C35 0.0213(12) 0.0241(12) 0.0369(14) -0.0008(10) -0.0160(11) -0.0048(9) C36 0.0212(12) 0.0229(11) 0.0277(13) -0.0011(9) -0.0025(10) -0.0053(9) C38 0.0215(11) 0.0185(10) 0.0160(11) 0.0010(8) -0.0045(9) -0.0059(8) C39 0.0306(13) 0.0191(11) 0.0190(11) 0.0023(8) -0.0081(10) -0.0055(9) C40 0.0359(14) 0.0283(13) 0.0243(13) 0.0083(10) -0.0056(11) -0.0112(10) C41 0.0371(15) 0.0335(14) 0.0214(13) 0.0022(10) 0.0019(11) -0.0075(11) C42 0.0290(13) 0.0249(12) 0.0241(13) -0.0009(9) -0.0007(10) -0.0028(10) C43 0.0267(12) 0.0183(11) 0.0205(12) 0.0006(8) -0.0042(9) -0.0044(9) C44 0.0226(11) 0.0176(10) 0.0171(11) 0.0032(8) -0.0072(9) -0.0054(8) C45 0.0218(12) 0.0221(11) 0.0220(12) 0.0023(9) -0.0055(9) -0.0036(9) C46 0.0254(12) 0.0274(12) 0.0244(12) 0.0062(9) -0.0116(10) -0.0041(9) C47 0.0350(14) 0.0303(13) 0.0219(12) 0.0058(10) -0.0131(11) -0.0076(10) C48 0.0304(13) 0.0312(13) 0.0221(12) 0.0080(10) -0.0061(10) -0.0077(10) C49 0.0251(12) 0.0258(12) 0.0201(12) 0.0033(9) -0.0057(9) -0.0054(9) C50 0.0239(12) 0.0172(10) 0.0210(11) 0.0004(8) -0.0086(9) -0.0055(8) C51 0.0238(12) 0.0180(10) 0.0229(12) 0.0013(8) -0.0073(9) -0.0073(9) C52 0.0217(11) 0.0196(11) 0.0197(11) -0.0011(8) -0.0044(9) -0.0042(8) C53 0.0261(13) 0.0329(13) 0.0223(12) 0.0020(10) -0.0059(10) -0.0074(10) C54 0.0315(14) 0.0519(16) 0.0209(13) -0.0028(11) -0.0050(11) -0.0138(12) C55 0.0300(14) 0.0553(17) 0.0236(13) -0.0036(12) 0.0001(11) -0.0164(12) C56 0.0220(13) 0.0484(16) 0.0296(14) -0.0037(12) -0.0008(11) -0.0060(11) C57 0.0195(12) 0.0409(14) 0.0250(13) -0.0011(10) -0.0058(10) -0.0048(10) C58 0.0175(11) 0.0216(11) 0.0240(12) 0.0066(9) -0.0073(9) -0.0054(8) C59 0.0376(15) 0.0223(12) 0.0510(17) 0.0116(11) -0.0241(13) -0.0118(10) C60 0.0438(17) 0.0314(14) 0.063(2) 0.0236(13) -0.0314(16) -0.0147(12) C61 0.0344(16) 0.065(2) 0.0513(19) 0.0403(16) -0.0201(14) -0.0162(14) C62 0.0264(14) 0.0643(19) 0.0238(14) 0.0129(12) -0.0056(11) 0.0022(12) C63 0.0263(13) 0.0455(15) 0.0215(13) 0.0079(11) -0.0070(10) 0.0008(11) C64 0.0559(19) 0.0329(15) 0.0348(16) 0.0053(12) 0.0040(14) -0.0073(13) C65 0.061(2) 0.0348(15) 0.0292(15) 0.0016(11) 0.0046(13) -0.0187(13) C66 0.0518(19) 0.0508(18) 0.0320(16) 0.0099(13) -0.0050(14) -0.0160(14) C67 0.0333(16) 0.0469(18) 0.062(2) 0.0097(15) -0.0109(15) -0.0014(13) C68 0.0323(15) 0.0518(18) 0.0379(16) 0.0051(13) -0.0095(12) -0.0142(13) C69 0.0361(16) 0.0481(17) 0.0437(17) 0.0049(13) -0.0123(13) -0.0202(13) C70 0.0446(18) 0.074(2) 0.0445(18) 0.0190(16) -0.0184(15) -0.0373(16) C71 0.049(2) 0.104(3) 0.0380(19) -0.0109(19) 0.0023(15) -0.040(2) C72 0.0412(19) 0.055(2) 0.074(3) -0.0273(19) 0.0024(17) -0.0029(15) C73 0.0551(19) 0.0427(17) 0.0483(19) -0.0018(14) -0.0258(16) -0.0138(14) C74 0.063(2) 0.0498(18) 0.0310(15) -0.0003(13) -0.0123(14) -0.0284(15) C75 0.067(2) 0.0365(15) 0.0400(17) 0.0072(12) -0.0304(16) -0.0223(14) C76 0.0362(16) 0.0431(16) 0.0533(19) 0.0038(14) -0.0155(14) -0.0132(13) C77 0.0382(16) 0.0418(16) 0.0414(17) 0.0015(12) -0.0169(13) -0.0039(12) C78 0.0459(18) 0.0395(16) 0.0469(18) 0.0082(13) -0.0094(14) -0.0133(13) C79 0.073(3) 0.076(3) 0.073(3) 0.000(2) -0.039(2) 0.005(2) C80 0.079(3) 0.106(3) 0.051(2) 0.008(2) -0.040(2) -0.018(2) C81 0.071(3) 0.112(4) 0.072(3) -0.029(3) -0.021(2) -0.032(3) C82 0.078(3) 0.054(2) 0.101(3) 0.007(2) -0.044(3) -0.0159(19) C83 0.090(3) 0.095(3) 0.048(2) 0.007(2) -0.036(2) -0.010(2) C84 0.083(3) 0.107(3) 0.068(3) -0.041(2) -0.046(2) 0.027(2) C85 0.109(4) 0.096(3) 0.036(2) -0.008(2) -0.008(2) 0.068(3) C86 0.063(3) 0.089(3) 0.114(4) -0.062(3) -0.061(3) 0.027(2) C87 0.0310(19) 0.069(3) 0.127(4) -0.025(3) -0.009(2) -0.0042(17) C88 0.055(2) 0.079(3) 0.056(2) -0.0140(19) 0.0022(18) -0.0049(19) C89 0.058(2) 0.063(2) 0.068(3) -0.0116(18) -0.0316(19) -0.0172(17) C90 0.045(2) 0.058(2) 0.097(3) 0.019(2) -0.003(2) -0.0024(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 F1 1.8473(12) . ? Ni1 C1 1.917(2) . ? Ni1 P2 2.1361(6) . ? Ni1 P1 2.1970(6) . ? Ni2 F6 1.8498(12) . ? Ni2 C32 1.916(2) . ? Ni2 P4 2.1355(6) . ? Ni2 P3 2.1993(6) . ? P1 C19 1.838(2) . ? P1 C20 1.841(2) . ? P1 C26 1.847(2) . ? P3 C51 1.836(2) . ? P3 C52 1.841(2) . ? P3 C58 1.845(2) . ? P4 C38 1.827(2) . ? P4 C50 1.843(2) . ? P4 C44 1.857(2) . ? P2 C12 1.834(2) . ? P2 C18 1.842(2) . ? P2 C6 1.848(2) . ? F7 C33 1.348(3) . ? F9 C35 1.349(2) . ? F5 C5 1.362(3) . ? F2 C2 1.359(2) . ? F4 C4 1.355(3) . ? F10 C36 1.341(3) . ? N2 C36 1.310(3) . ? N2 C32 1.356(3) . ? F8 C34 1.340(3) . ? F3 C3 1.343(3) . ? C32 C33 1.391(3) . ? N1 C5 1.298(3) . ? N1 C1 1.364(3) . ? C19 C18 1.533(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C58 C59 1.528(3) . ? C58 C63 1.529(3) . ? C58 H58 0.9800 . ? C1 C2 1.377(3) . ? C7 C8 1.529(3) . ? C7 C6 1.534(3) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C12 C17 1.534(3) . ? C12 C13 1.537(3) . ? C12 H12 0.9800 . ? C26 C27 1.530(3) . ? C26 C31 1.530(3) . ? C26 H26 0.9800 . ? C34 C35 1.367(3) . ? C34 C33 1.382(3) . ? C44 C45 1.533(3) . ? C44 C49 1.538(3) . ? C44 H44 0.9800 . ? C45 C46 1.533(3) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C9 C8 1.520(3) . ? C9 C10 1.522(3) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C6 C11 1.529(3) . ? C6 H6 0.9800 . ? C20 C21 1.533(3) . ? C20 C25 1.534(3) . ? C20 H20 0.9800 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C38 C39 1.530(3) . ? C38 C43 1.538(3) . ? C38 H38 0.9800 . ? C17 C16 1.522(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C39 C40 1.520(3) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C13 C14 1.534(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C53 C54 1.527(3) . ? C53 C52 1.534(3) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C47 C46 1.520(3) . ? C47 C48 1.525(3) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C51 C50 1.529(3) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C57 C56 1.529(3) . ? C57 C52 1.532(3) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C43 C42 1.530(3) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C27 C28 1.531(3) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C52 H52 0.9800 . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C21 C22 1.532(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C36 C35 1.379(3) . ? C16 C15 1.527(3) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C14 C15 1.527(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C31 C30 1.520(3) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C3 C4 1.374(3) . ? C3 C2 1.378(3) . ? C22 C23 1.521(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C49 C48 1.531(3) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C10 C11 1.532(3) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C41 C40 1.527(3) . ? C41 C42 1.530(3) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C4 C5 1.365(3) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C28 C29 1.517(3) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C54 C55 1.532(3) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C56 C55 1.511(4) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C63 C62 1.527(3) . ? C63 H63A 0.9700 . ? C63 H63B 0.9700 . ? C23 C24 1.519(4) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 C25 1.527(3) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C29 C30 1.514(3) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C62 C61 1.504(4) . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C61 C60 1.520(4) . ? C61 H61A 0.9700 . ? C61 H61B 0.9700 . ? C59 C60 1.525(3) . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C60 H60A 0.9700 . ? C60 H60B 0.9700 . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C65 C64 1.371(4) . ? C65 C66 1.384(4) . ? C65 H65 0.9300 . ? C64 C66 1.374(4) 2_755 ? C64 H64 0.9300 . ? C66 C64 1.374(4) 2_755 ? C66 H66 0.9300 . ? C68 C67 1.363(4) . ? C68 C69 1.376(4) . ? C68 H68 0.9300 . ? C71 C70 1.370(5) . ? C71 C72 1.388(5) . ? C71 H71 0.9300 . ? C69 C70 1.376(4) . ? C69 H69 0.9300 . ? C67 C72 1.373(5) . ? C67 H67 0.9300 . ? C72 H72 0.9300 . ? C70 H70 0.9300 . ? C77 C78 1.371(4) . ? C77 C76 1.386(4) . ? C77 H77 0.9300 . ? C76 C78 1.375(4) 2_665 ? C76 H76 0.9300 . ? C78 C76 1.375(4) 2_665 ? C78 H78 0.9300 . ? C74 C75 1.384(4) . ? C74 C73 1.387(4) . ? C74 H74 0.9300 . ? C75 C73 1.376(4) 2_566 ? C75 H75 0.9300 . ? C73 C75 1.376(4) 2_566 ? C73 H73 0.9300 . ? C83 C84 1.342(5) . ? C83 C82 1.385(5) . ? C83 H83 0.9300 . ? C79 C80 1.321(5) . ? C79 C84 1.377(5) . ? C79 H79 0.9300 . ? C82 C81 1.397(5) . ? C82 H82 0.9300 . ? C81 C80 1.391(6) . ? C81 H81 0.9300 . ? C84 H84 0.9300 . ? C80 H80 0.9300 . ? C86 C87 1.319(7) . ? C86 C85 1.404(7) . ? C86 H86 0.9300 . ? C89 C88 1.332(5) . ? C89 C90 1.346(5) . ? C89 H89 0.9300 . ? C88 C87 1.318(5) . ? C88 H88 0.9300 . ? C85 C90 1.418(6) . ? C85 H85 0.9300 . ? C90 H90 0.9300 . ? C87 H87 0.9300 . ? 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 Ni1 C1 89.01(7) . . ? F1 Ni1 P2 176.98(5) . . ? C1 Ni1 P2 93.20(6) . . ? F1 Ni1 P1 88.86(4) . . ? C1 Ni1 P1 175.08(7) . . ? P2 Ni1 P1 89.09(2) . . ? F6 Ni2 C32 89.76(7) . . ? F6 Ni2 P4 178.04(4) . . ? C32 Ni2 P4 92.04(6) . . ? F6 Ni2 P3 89.37(4) . . ? C32 Ni2 P3 174.52(7) . . ? P4 Ni2 P3 88.91(2) . . ? C19 P1 C20 107.44(10) . . ? C19 P1 C26 103.93(10) . . ? C20 P1 C26 104.70(10) . . ? C19 P1 Ni1 108.66(7) . . ? C20 P1 Ni1 110.89(8) . . ? C26 P1 Ni1 120.41(7) . . ? C51 P3 C52 108.18(10) . . ? C51 P3 C58 105.16(10) . . ? C52 P3 C58 104.08(10) . . ? C51 P3 Ni2 107.86(7) . . ? C52 P3 Ni2 109.42(7) . . ? C58 P3 Ni2 121.49(7) . . ? C38 P4 C50 105.65(10) . . ? C38 P4 C44 105.65(10) . . ? C50 P4 C44 104.37(9) . . ? C38 P4 Ni2 112.87(7) . . ? C50 P4 Ni2 109.09(7) . . ? C44 P4 Ni2 118.21(7) . . ? C12 P2 C18 105.33(10) . . ? C12 P2 C6 105.57(10) . . ? C18 P2 C6 103.75(10) . . ? C12 P2 Ni1 112.88(7) . . ? C18 P2 Ni1 109.02(7) . . ? C6 P2 Ni1 119.12(7) . . ? C36 N2 C32 120.2(2) . . ? N2 C32 C33 117.57(19) . . ? N2 C32 Ni2 122.83(16) . . ? C33 C32 Ni2 119.23(17) . . ? C5 N1 C1 119.8(2) . . ? C18 C19 P1 109.39(14) . . ? C18 C19 H19A 109.8 . . ? P1 C19 H19A 109.8 . . ? C18 C19 H19B 109.8 . . ? P1 C19 H19B 109.8 . . ? H19A C19 H19B 108.2 . . ? C59 C58 C63 110.5(2) . . ? C59 C58 P3 110.80(15) . . ? C63 C58 P3 113.44(15) . . ? C59 C58 H58 107.3 . . ? C63 C58 H58 107.3 . . ? P3 C58 H58 107.3 . . ? N1 C1 C2 116.94(19) . . ? N1 C1 Ni1 121.87(16) . . ? C2 C1 Ni1 120.46(16) . . ? C8 C7 C6 111.57(17) . . ? C8 C7 H7A 109.3 . . ? C6 C7 H7A 109.3 . . ? C8 C7 H7B 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 108.0 . . ? C17 C12 C13 110.58(18) . . ? C17 C12 P2 111.10(14) . . ? C13 C12 P2 113.86(14) . . ? C17 C12 H12 107.0 . . ? C13 C12 H12 107.0 . . ? P2 C12 H12 107.0 . . ? C27 C26 C31 109.90(18) . . ? C27 C26 P1 112.63(15) . . ? C31 C26 P1 111.76(15) . . ? C27 C26 H26 107.4 . . ? C31 C26 H26 107.4 . . ? P1 C26 H26 107.4 . . ? F8 C34 C35 120.1(2) . . ? F8 C34 C33 121.0(2) . . ? C35 C34 C33 118.9(2) . . ? C45 C44 C49 111.45(18) . . ? C45 C44 P4 113.26(15) . . ? C49 C44 P4 109.42(14) . . ? C45 C44 H44 107.5 . . ? C49 C44 H44 107.5 . . ? P4 C44 H44 107.5 . . ? C44 C45 C46 111.57(18) . . ? C44 C45 H45A 109.3 . . ? C46 C45 H45A 109.3 . . ? C44 C45 H45B 109.3 . . ? C46 C45 H45B 109.3 . . ? H45A C45 H45B 108.0 . . ? C19 C18 P2 111.68(15) . . ? C19 C18 H18A 109.3 . . ? P2 C18 H18A 109.3 . . ? C19 C18 H18B 109.3 . . ? P2 C18 H18B 109.3 . . ? H18A C18 H18B 107.9 . . ? C8 C9 C10 110.37(19) . . ? C8 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? C8 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? C11 C6 C7 111.36(19) . . ? C11 C6 P2 114.27(14) . . ? C7 C6 P2 109.82(14) . . ? C11 C6 H6 107.0 . . ? C7 C6 H6 107.0 . . ? P2 C6 H6 107.0 . . ? C21 C20 C25 111.83(18) . . ? C21 C20 P1 111.10(15) . . ? C25 C20 P1 113.43(16) . . ? C21 C20 H20 106.7 . . ? C25 C20 H20 106.7 . . ? P1 C20 H20 106.7 . . ? C9 C8 C7 110.65(17) . . ? C9 C8 H8A 109.5 . . ? C7 C8 H8A 109.5 . . ? C9 C8 H8B 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? C39 C38 C43 110.41(17) . . ? C39 C38 P4 112.17(15) . . ? C43 C38 P4 114.62(14) . . ? C39 C38 H38 106.3 . . ? C43 C38 H38 106.3 . . ? P4 C38 H38 106.3 . . ? C16 C17 C12 110.14(18) . . ? C16 C17 H17A 109.6 . . ? C12 C17 H17A 109.6 . . ? C16 C17 H17B 109.6 . . ? C12 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? C40 C39 C38 109.30(18) . . ? C40 C39 H39A 109.8 . . ? C38 C39 H39A 109.8 . . ? C40 C39 H39B 109.8 . . ? C38 C39 H39B 109.8 . . ? H39A C39 H39B 108.3 . . ? C14 C13 C12 110.63(18) . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C54 C53 C52 111.0(2) . . ? C54 C53 H53A 109.4 . . ? C52 C53 H53A 109.4 . . ? C54 C53 H53B 109.4 . . ? C52 C53 H53B 109.4 . . ? H53A C53 H53B 108.0 . . ? C46 C47 C48 110.28(19) . . ? C46 C47 H47A 109.6 . . ? C48 C47 H47A 109.6 . . ? C46 C47 H47B 109.6 . . ? C48 C47 H47B 109.6 . . ? H47A C47 H47B 108.1 . . ? C50 C51 P3 108.95(14) . . ? C50 C51 H51A 109.9 . . ? P3 C51 H51A 109.9 . . ? C50 C51 H51B 109.9 . . ? P3 C51 H51B 109.9 . . ? H51A C51 H51B 108.3 . . ? C56 C57 C52 111.51(19) . . ? C56 C57 H57A 109.3 . . ? C52 C57 H57A 109.3 . . ? C56 C57 H57B 109.3 . . ? C52 C57 H57B 109.3 . . ? H57A C57 H57B 108.0 . . ? C42 C43 C38 110.61(17) . . ? C42 C43 H43A 109.5 . . ? C38 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? C38 C43 H43B 109.5 . . ? H43A C43 H43B 108.1 . . ? C26 C27 C28 110.47(19) . . ? C26 C27 H27A 109.6 . . ? C28 C27 H27A 109.6 . . ? C26 C27 H27B 109.6 . . ? C28 C27 H27B 109.6 . . ? H27A C27 H27B 108.1 . . ? C57 C52 C53 110.73(19) . . ? C57 C52 P3 115.27(15) . . ? C53 C52 P3 110.55(15) . . ? C57 C52 H52 106.6 . . ? C53 C52 H52 106.6 . . ? P3 C52 H52 106.6 . . ? C51 C50 P4 111.01(14) . . ? C51 C50 H50A 109.4 . . ? P4 C50 H50A 109.4 . . ? C51 C50 H50B 109.4 . . ? P4 C50 H50B 109.4 . . ? H50A C50 H50B 108.0 . . ? C22 C21 C20 111.52(19) . . ? C22 C21 H21A 109.3 . . ? C20 C21 H21A 109.3 . . ? C22 C21 H21B 109.3 . . ? C20 C21 H21B 109.3 . . ? H21A C21 H21B 108.0 . . ? N2 C36 F10 116.6(2) . . ? N2 C36 C35 124.6(2) . . ? F10 C36 C35 118.7(2) . . ? C17 C16 C15 110.76(19) . . ? C17 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? C17 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? C47 C46 C45 111.21(19) . . ? C47 C46 H46A 109.4 . . ? C45 C46 H46A 109.4 . . ? C47 C46 H46B 109.4 . . ? C45 C46 H46B 109.4 . . ? H46A C46 H46B 108.0 . . ? C15 C14 C13 111.89(19) . . ? C15 C14 H14A 109.2 . . ? C13 C14 H14A 109.2 . . ? C15 C14 H14B 109.2 . . ? C13 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C30 C31 C26 111.3(2) . . ? C30 C31 H31A 109.4 . . ? C26 C31 H31A 109.4 . . ? C30 C31 H31B 109.4 . . ? C26 C31 H31B 109.4 . . ? H31A C31 H31B 108.0 . . ? F3 C3 C4 120.0(2) . . ? F3 C3 C2 121.9(2) . . ? C4 C3 C2 118.2(2) . . ? F7 C33 C34 117.4(2) . . ? F7 C33 C32 120.88(19) . . ? C34 C33 C32 121.8(2) . . ? C23 C22 C21 111.5(2) . . ? C23 C22 H22A 109.3 . . ? C21 C22 H22A 109.3 . . ? C23 C22 H22B 109.3 . . ? C21 C22 H22B 109.3 . . ? H22A C22 H22B 108.0 . . ? C48 C49 C44 112.31(19) . . ? C48 C49 H49A 109.1 . . ? C44 C49 H49A 109.1 . . ? C48 C49 H49B 109.1 . . ? C44 C49 H49B 109.1 . . ? H49A C49 H49B 107.9 . . ? F2 C2 C1 120.4(2) . . ? F2 C2 C3 116.8(2) . . ? C1 C2 C3 122.8(2) . . ? C9 C10 C11 111.35(19) . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C40 C41 C42 110.9(2) . . ? C40 C41 H41A 109.5 . . ? C42 C41 H41A 109.5 . . ? C40 C41 H41B 109.5 . . ? C42 C41 H41B 109.5 . . ? H41A C41 H41B 108.1 . . ? F4 C4 C5 122.7(2) . . ? F4 C4 C3 120.8(2) . . ? C5 C4 C3 116.6(2) . . ? C39 C40 C41 110.92(19) . . ? C39 C40 H40A 109.5 . . ? C41 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? C41 C40 H40B 109.5 . . ? H40A C40 H40B 108.0 . . ? C14 C15 C16 111.2(2) . . ? C14 C15 H15A 109.4 . . ? C16 C15 H15A 109.4 . . ? C14 C15 H15B 109.4 . . ? C16 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? C47 C48 C49 110.71(19) . . ? C47 C48 H48A 109.5 . . ? C49 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? C49 C48 H48B 109.5 . . ? H48A C48 H48B 108.1 . . ? N1 C5 F5 116.7(2) . . ? N1 C5 C4 125.7(2) . . ? F5 C5 C4 117.6(2) . . ? C29 C28 C27 111.5(2) . . ? C29 C28 H28A 109.3 . . ? C27 C28 H28A 109.3 . . ? C29 C28 H28B 109.3 . . ? C27 C28 H28B 109.3 . . ? H28A C28 H28B 108.0 . . ? C6 C11 C10 110.90(17) . . ? C6 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 . . ? C6 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.0 . . ? C41 C42 C43 112.55(19) . . ? C41 C42 H42A 109.1 . . ? C43 C42 H42A 109.1 . . ? C41 C42 H42B 109.1 . . ? C43 C42 H42B 109.1 . . ? H42A C42 H42B 107.8 . . ? F9 C35 C34 120.9(2) . . ? F9 C35 C36 122.1(2) . . ? C34 C35 C36 116.9(2) . . ? C53 C54 C55 111.1(2) . . ? C53 C54 H54A 109.4 . . ? C55 C54 H54A 109.4 . . ? C53 C54 H54B 109.4 . . ? C55 C54 H54B 109.4 . . ? H54A C54 H54B 108.0 . . ? C55 C56 C57 111.7(2) . . ? C55 C56 H56A 109.3 . . ? C57 C56 H56A 109.3 . . ? C55 C56 H56B 109.3 . . ? C57 C56 H56B 109.3 . . ? H56A C56 H56B 107.9 . . ? C62 C63 C58 110.4(2) . . ? C62 C63 H63A 109.6 . . ? C58 C63 H63A 109.6 . . ? C62 C63 H63B 109.6 . . ? C58 C63 H63B 109.6 . . ? H63A C63 H63B 108.1 . . ? C24 C23 C22 110.9(2) . . ? C24 C23 H23A 109.5 . . ? C22 C23 H23A 109.5 . . ? C24 C23 H23B 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 108.0 . . ? C23 C24 C25 111.5(2) . . ? C23 C24 H24A 109.3 . . ? C25 C24 H24A 109.3 . . ? C23 C24 H24B 109.3 . . ? C25 C24 H24B 109.3 . . ? H24A C24 H24B 108.0 . . ? C30 C29 C28 111.3(2) . . ? C30 C29 H29A 109.4 . . ? C28 C29 H29A 109.4 . . ? C30 C29 H29B 109.4 . . ? C28 C29 H29B 109.4 . . ? H29A C29 H29B 108.0 . . ? C24 C25 C20 111.0(2) . . ? C24 C25 H25A 109.4 . . ? C20 C25 H25A 109.4 . . ? C24 C25 H25B 109.4 . . ? C20 C25 H25B 109.4 . . ? H25A C25 H25B 108.0 . . ? C61 C62 C63 111.6(2) . . ? C61 C62 H62A 109.3 . . ? C63 C62 H62A 109.3 . . ? C61 C62 H62B 109.3 . . ? C63 C62 H62B 109.3 . . ? H62A C62 H62B 108.0 . . ? C62 C61 C60 111.5(2) . . ? C62 C61 H61A 109.3 . . ? C60 C61 H61A 109.3 . . ? C62 C61 H61B 109.3 . . ? C60 C61 H61B 109.3 . . ? H61A C61 H61B 108.0 . . ? C60 C59 C58 110.6(2) . . ? C60 C59 H59A 109.5 . . ? C58 C59 H59A 109.5 . . ? C60 C59 H59B 109.5 . . ? C58 C59 H59B 109.5 . . ? H59A C59 H59B 108.1 . . ? C29 C30 C31 112.3(2) . . ? C29 C30 H30A 109.2 . . ? C31 C30 H30A 109.2 . . ? C29 C30 H30B 109.2 . . ? C31 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? C61 C60 C59 112.1(2) . . ? C61 C60 H60A 109.2 . . ? C59 C60 H60A 109.2 . . ? C61 C60 H60B 109.2 . . ? C59 C60 H60B 109.2 . . ? H60A C60 H60B 107.9 . . ? C56 C55 C54 110.6(2) . . ? C56 C55 H55A 109.5 . . ? C54 C55 H55A 109.5 . . ? C56 C55 H55B 109.5 . . ? C54 C55 H55B 109.5 . . ? H55A C55 H55B 108.1 . . ? C64 C65 C66 118.6(3) . . ? C64 C65 H65 120.7 . . ? C66 C65 H65 120.7 . . ? C65 C64 C66 120.8(3) . 2_755 ? C65 C64 H64 119.6 . . ? C66 C64 H64 119.6 2_755 . ? C64 C66 C65 120.5(3) 2_755 . ? C64 C66 H66 119.7 2_755 . ? C65 C66 H66 119.7 . . ? C67 C68 C69 120.2(3) . . ? C67 C68 H68 119.9 . . ? C69 C68 H68 119.9 . . ? C70 C71 C72 119.9(3) . . ? C70 C71 H71 120.0 . . ? C72 C71 H71 120.0 . . ? C70 C69 C68 120.2(3) . . ? C70 C69 H69 119.9 . . ? C68 C69 H69 119.9 . . ? C68 C67 C72 120.1(3) . . ? C68 C67 H67 119.9 . . ? C72 C67 H67 119.9 . . ? C67 C72 C71 119.8(3) . . ? C67 C72 H72 120.1 . . ? C71 C72 H72 120.1 . . ? C71 C70 C69 119.7(3) . . ? C71 C70 H70 120.1 . . ? C69 C70 H70 120.1 . . ? C78 C77 C76 119.2(3) . . ? C78 C77 H77 120.4 . . ? C76 C77 H77 120.4 . . ? C78 C76 C77 120.1(3) 2_665 . ? C78 C76 H76 120.0 2_665 . ? C77 C76 H76 120.0 . . ? C77 C78 C76 120.7(3) . 2_665 ? C77 C78 H78 119.6 . . ? C76 C78 H78 119.6 2_665 . ? C75 C74 C73 119.9(3) . . ? C75 C74 H74 120.1 . . ? C73 C74 H74 120.1 . . ? C73 C75 C74 119.7(3) 2_566 . ? C73 C75 H75 120.2 2_566 . ? C74 C75 H75 120.2 . . ? C75 C73 C74 120.5(3) 2_566 . ? C75 C73 H73 119.8 2_566 . ? C74 C73 H73 119.8 . . ? C84 C83 C82 120.3(3) . . ? C84 C83 H83 119.9 . . ? C82 C83 H83 119.9 . . ? C80 C79 C84 120.9(4) . . ? C80 C79 H79 119.5 . . ? C84 C79 H79 119.5 . . ? C83 C82 C81 118.9(4) . . ? C83 C82 H82 120.6 . . ? C81 C82 H82 120.6 . . ? C80 C81 C82 118.7(4) . . ? C80 C81 H81 120.6 . . ? C82 C81 H81 120.6 . . ? C83 C84 C79 120.3(4) . . ? C83 C84 H84 119.8 . . ? C79 C84 H84 119.8 . . ? C79 C80 C81 120.5(3) . . ? C79 C80 H80 119.7 . . ? C81 C80 H80 119.7 . . ? C87 C86 C85 121.0(4) . . ? C87 C86 H86 119.5 . . ? C85 C86 H86 119.5 . . ? C88 C89 C90 122.2(3) . . ? C88 C89 H89 118.9 . . ? C90 C89 H89 118.9 . . ? C87 C88 C89 120.5(4) . . ? C87 C88 H88 119.7 . . ? C89 C88 H88 119.7 . . ? C86 C85 C90 116.4(4) . . ? C86 C85 H85 121.8 . . ? C90 C85 H85 121.8 . . ? C89 C90 C85 118.4(4) . . ? C89 C90 H90 120.8 . . ? C85 C90 H90 120.8 . . ? C88 C87 C86 121.5(4) . . ? C88 C87 H87 119.3 . . ? C86 C87 H87 119.3 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F1 Ni1 P1 C19 -172.48(9) . . . . ? C1 Ni1 P1 C19 -108.1(7) . . . . ? P2 Ni1 P1 C19 9.74(8) . . . . ? F1 Ni1 P1 C20 -54.61(9) . . . . ? C1 Ni1 P1 C20 9.8(7) . . . . ? P2 Ni1 P1 C20 127.61(8) . . . . ? F1 Ni1 P1 C26 68.00(9) . . . . ? C1 Ni1 P1 C26 132.4(7) . . . . ? P2 Ni1 P1 C26 -109.78(8) . . . . ? F6 Ni2 P3 C51 167.57(9) . . . . ? C32 Ni2 P3 C51 86.7(7) . . . . ? P4 Ni2 P3 C51 -13.36(8) . . . . ? F6 Ni2 P3 C52 50.11(9) . . . . ? C32 Ni2 P3 C52 -30.8(7) . . . . ? P4 Ni2 P3 C52 -130.83(8) . . . . ? F6 Ni2 P3 C58 -71.12(10) . . . . ? C32 Ni2 P3 C58 -152.0(7) . . . . ? P4 Ni2 P3 C58 107.95(9) . . . . ? F6 Ni2 P4 C38 -95.4(15) . . . . ? C32 Ni2 P4 C38 61.59(10) . . . . ? P3 Ni2 P4 C38 -123.81(8) . . . . ? F6 Ni2 P4 C50 21.7(15) . . . . ? C32 Ni2 P4 C50 178.71(10) . . . . ? P3 Ni2 P4 C50 -6.69(8) . . . . ? F6 Ni2 P4 C44 140.7(15) . . . . ? C32 Ni2 P4 C44 -62.36(10) . . . . ? P3 Ni2 P4 C44 112.24(8) . . . . ? F1 Ni1 P2 C12 78.5(9) . . . . ? C1 Ni1 P2 C12 -58.66(10) . . . . ? P1 Ni1 P2 C12 125.70(8) . . . . ? F1 Ni1 P2 C18 -38.2(9) . . . . ? C1 Ni1 P2 C18 -175.34(10) . . . . ? P1 Ni1 P2 C18 9.02(8) . . . . ? F1 Ni1 P2 C6 -156.9(9) . . . . ? C1 Ni1 P2 C6 65.99(10) . . . . ? P1 Ni1 P2 C6 -109.65(8) . . . . ? C36 N2 C32 C33 0.0(3) . . . . ? C36 N2 C32 Ni2 -173.06(16) . . . . ? F6 Ni2 C32 N2 105.38(17) . . . . ? P4 Ni2 C32 N2 -73.86(16) . . . . ? P3 Ni2 C32 N2 -173.8(5) . . . . ? F6 Ni2 C32 C33 -67.54(17) . . . . ? P4 Ni2 C32 C33 113.22(16) . . . . ? P3 Ni2 C32 C33 13.3(8) . . . . ? C20 P1 C19 C18 -150.22(16) . . . . ? C26 P1 C19 C18 99.18(17) . . . . ? Ni1 P1 C19 C18 -30.18(17) . . . . ? C51 P3 C58 C59 177.25(17) . . . . ? C52 P3 C58 C59 -69.10(18) . . . . ? Ni2 P3 C58 C59 54.66(19) . . . . ? C51 P3 C58 C63 52.29(19) . . . . ? C52 P3 C58 C63 165.94(17) . . . . ? Ni2 P3 C58 C63 -70.30(18) . . . . ? C5 N1 C1 C2 -0.6(3) . . . . ? C5 N1 C1 Ni1 169.72(16) . . . . ? F1 Ni1 C1 N1 -96.15(17) . . . . ? P2 Ni1 C1 N1 81.80(16) . . . . ? P1 Ni1 C1 N1 -160.6(6) . . . . ? F1 Ni1 C1 C2 73.81(17) . . . . ? P2 Ni1 C1 C2 -108.24(17) . . . . ? P1 Ni1 C1 C2 9.4(9) . . . . ? C18 P2 C12 C17 76.53(17) . . . . ? C6 P2 C12 C17 -174.07(15) . . . . ? Ni1 P2 C12 C17 -42.32(17) . . . . ? C18 P2 C12 C13 -49.11(18) . . . . ? C6 P2 C12 C13 60.29(19) . . . . ? Ni1 P2 C12 C13 -167.96(14) . . . . ? C19 P1 C26 C27 169.69(16) . . . . ? C20 P1 C26 C27 57.09(18) . . . . ? Ni1 P1 C26 C27 -68.46(17) . . . . ? C19 P1 C26 C31 -66.02(17) . . . . ? C20 P1 C26 C31 -178.62(16) . . . . ? Ni1 P1 C26 C31 55.83(18) . . . . ? C38 P4 C44 C45 -42.64(17) . . . . ? C50 P4 C44 C45 -153.80(16) . . . . ? Ni2 P4 C44 C45 84.82(16) . . . . ? C38 P4 C44 C49 -167.64(14) . . . . ? C50 P4 C44 C49 81.20(16) . . . . ? Ni2 P4 C44 C49 -40.18(16) . . . . ? C49 C44 C45 C46 -52.0(2) . . . . ? P4 C44 C45 C46 -175.88(15) . . . . ? P1 C19 C18 P2 38.12(19) . . . . ? C12 P2 C18 C19 -151.89(15) . . . . ? C6 P2 C18 C19 97.40(16) . . . . ? Ni1 P2 C18 C19 -30.50(16) . . . . ? C8 C7 C6 C11 -54.1(2) . . . . ? C8 C7 C6 P2 178.26(15) . . . . ? C12 P2 C6 C11 48.72(18) . . . . ? C18 P2 C6 C11 159.25(16) . . . . ? Ni1 P2 C6 C11 -79.39(16) . . . . ? C12 P2 C6 C7 174.68(15) . . . . ? C18 P2 C6 C7 -74.79(17) . . . . ? Ni1 P2 C6 C7 46.57(17) . . . . ? C19 P1 C20 C21 71.29(18) . . . . ? C26 P1 C20 C21 -178.64(15) . . . . ? Ni1 P1 C20 C21 -47.32(17) . . . . ? C19 P1 C20 C25 -55.70(18) . . . . ? C26 P1 C20 C25 54.38(18) . . . . ? Ni1 P1 C20 C25 -174.31(14) . . . . ? C10 C9 C8 C7 -57.7(2) . . . . ? C6 C7 C8 C9 56.1(2) . . . . ? C50 P4 C38 C39 -82.48(16) . . . . ? C44 P4 C38 C39 167.26(14) . . . . ? Ni2 P4 C38 C39 36.64(16) . . . . ? C50 P4 C38 C43 44.46(17) . . . . ? C44 P4 C38 C43 -65.80(17) . . . . ? Ni2 P4 C38 C43 163.59(13) . . . . ? C13 C12 C17 C16 -58.5(2) . . . . ? P2 C12 C17 C16 174.01(16) . . . . ? C43 C38 C39 C40 60.1(2) . . . . ? P4 C38 C39 C40 -170.71(15) . . . . ? C17 C12 C13 C14 56.1(2) . . . . ? P2 C12 C13 C14 -177.96(16) . . . . ? C52 P3 C51 C50 152.92(15) . . . . ? C58 P3 C51 C50 -96.33(16) . . . . ? Ni2 P3 C51 C50 34.66(16) . . . . ? C39 C38 C43 C42 -56.5(2) . . . . ? P4 C38 C43 C42 175.69(15) . . . . ? C31 C26 C27 C28 57.4(3) . . . . ? P1 C26 C27 C28 -177.27(16) . . . . ? C56 C57 C52 C53 -54.4(3) . . . . ? C56 C57 C52 P3 179.22(17) . . . . ? C54 C53 C52 C57 55.2(2) . . . . ? C54 C53 C52 P3 -175.81(16) . . . . ? C51 P3 C52 C57 55.18(19) . . . . ? C58 P3 C52 C57 -56.30(18) . . . . ? Ni2 P3 C52 C57 172.44(14) . . . . ? C51 P3 C52 C53 -71.33(17) . . . . ? C58 P3 C52 C53 177.18(15) . . . . ? Ni2 P3 C52 C53 45.93(16) . . . . ? P3 C51 C50 P4 -40.82(18) . . . . ? C38 P4 C50 C51 151.84(15) . . . . ? C44 P4 C50 C51 -97.00(16) . . . . ? Ni2 P4 C50 C51 30.24(16) . . . . ? C25 C20 C21 C22 -53.0(3) . . . . ? P1 C20 C21 C22 179.13(16) . . . . ? C32 N2 C36 F10 178.23(18) . . . . ? C32 N2 C36 C35 -1.2(3) . . . . ? C12 C17 C16 C15 58.5(3) . . . . ? C48 C47 C46 C45 -58.6(2) . . . . ? C44 C45 C46 C47 55.8(2) . . . . ? C12 C13 C14 C15 -54.2(3) . . . . ? C27 C26 C31 C30 -56.4(3) . . . . ? P1 C26 C31 C30 177.80(17) . . . . ? F8 C34 C33 F7 0.9(3) . . . . ? C35 C34 C33 F7 -179.82(19) . . . . ? F8 C34 C33 C32 179.97(19) . . . . ? C35 C34 C33 C32 -0.8(3) . . . . ? N2 C32 C33 F7 -179.98(18) . . . . ? Ni2 C32 C33 F7 -6.7(3) . . . . ? N2 C32 C33 C34 1.0(3) . . . . ? Ni2 C32 C33 C34 174.30(16) . . . . ? C20 C21 C22 C23 54.3(3) . . . . ? C45 C44 C49 C48 52.1(2) . . . . ? P4 C44 C49 C48 178.09(15) . . . . ? N1 C1 C2 F2 179.89(18) . . . . ? Ni1 C1 C2 F2 9.4(3) . . . . ? N1 C1 C2 C3 -0.4(3) . . . . ? Ni1 C1 C2 C3 -170.88(17) . . . . ? F3 C3 C2 F2 0.0(3) . . . . ? C4 C3 C2 F2 -179.39(19) . . . . ? F3 C3 C2 C1 -179.7(2) . . . . ? C4 C3 C2 C1 0.9(3) . . . . ? C8 C9 C10 C11 58.0(3) . . . . ? F3 C3 C4 F4 0.3(3) . . . . ? C2 C3 C4 F4 179.7(2) . . . . ? F3 C3 C4 C5 -179.8(2) . . . . ? C2 C3 C4 C5 -0.4(3) . . . . ? C38 C39 C40 C41 -60.2(2) . . . . ? C42 C41 C40 C39 56.4(3) . . . . ? C13 C14 C15 C16 54.4(3) . . . . ? C17 C16 C15 C14 -56.5(3) . . . . ? C46 C47 C48 C49 57.9(3) . . . . ? C44 C49 C48 C47 -55.1(3) . . . . ? C1 N1 C5 F5 -178.38(18) . . . . ? C1 N1 C5 C4 1.1(3) . . . . ? F4 C4 C5 N1 179.3(2) . . . . ? C3 C4 C5 N1 -0.6(4) . . . . ? F4 C4 C5 F5 -1.2(3) . . . . ? C3 C4 C5 F5 178.90(19) . . . . ? C26 C27 C28 C29 -57.1(3) . . . . ? C7 C6 C11 C10 53.7(2) . . . . ? P2 C6 C11 C10 178.81(16) . . . . ? C9 C10 C11 C6 -55.9(3) . . . . ? C40 C41 C42 C43 -52.9(3) . . . . ? C38 C43 C42 C41 53.0(3) . . . . ? F8 C34 C35 F9 -0.2(3) . . . . ? C33 C34 C35 F9 -179.44(19) . . . . ? F8 C34 C35 C36 178.9(2) . . . . ? C33 C34 C35 C36 -0.4(3) . . . . ? N2 C36 C35 F9 -179.5(2) . . . . ? F10 C36 C35 F9 1.0(3) . . . . ? N2 C36 C35 C34 1.4(3) . . . . ? F10 C36 C35 C34 -178.01(19) . . . . ? C52 C53 C54 C55 -56.6(3) . . . . ? C52 C57 C56 C55 55.3(3) . . . . ? C59 C58 C63 C62 57.3(3) . . . . ? P3 C58 C63 C62 -177.53(18) . . . . ? C21 C22 C23 C24 -56.2(3) . . . . ? C22 C23 C24 C25 57.1(3) . . . . ? C27 C28 C29 C30 54.7(3) . . . . ? C23 C24 C25 C20 -55.7(3) . . . . ? C21 C20 C25 C24 53.6(3) . . . . ? P1 C20 C25 C24 -179.82(17) . . . . ? C58 C63 C62 C61 -56.8(3) . . . . ? C63 C62 C61 C60 54.9(3) . . . . ? C63 C58 C59 C60 -56.4(3) . . . . ? P3 C58 C59 C60 177.02(19) . . . . ? C28 C29 C30 C31 -53.6(3) . . . . ? C26 C31 C30 C29 54.9(3) . . . . ? C62 C61 C60 C59 -54.1(3) . . . . ? C58 C59 C60 C61 54.8(3) . . . . ? C57 C56 C55 C54 -56.0(3) . . . . ? C53 C54 C55 C56 56.8(3) . . . . ? C66 C65 C64 C66 0.5(5) . . . 2_755 ? C64 C65 C66 C64 -0.5(5) . . . 2_755 ? C67 C68 C69 C70 1.2(4) . . . . ? C69 C68 C67 C72 -0.4(4) . . . . ? C68 C67 C72 C71 -0.5(5) . . . . ? C70 C71 C72 C67 0.7(5) . . . . ? C72 C71 C70 C69 0.1(5) . . . . ? C68 C69 C70 C71 -1.0(4) . . . . ? C78 C77 C76 C78 0.0(5) . . . 2_665 ? C76 C77 C78 C76 0.0(5) . . . 2_665 ? C73 C74 C75 C73 0.0(4) . . . 2_566 ? C75 C74 C73 C75 0.0(4) . . . 2_566 ? C84 C83 C82 C81 2.8(7) . . . . ? C83 C82 C81 C80 1.7(6) . . . . ? C82 C83 C84 C79 -3.4(8) . . . . ? C80 C79 C84 C83 -0.8(8) . . . . ? C84 C79 C80 C81 5.5(7) . . . . ? C82 C81 C80 C79 -5.9(7) . . . . ? C90 C89 C88 C87 0.3(6) . . . . ? C87 C86 C85 C90 1.1(6) . . . . ? C88 C89 C90 C85 -0.1(6) . . . . ? C86 C85 C90 C89 -0.6(5) . . . . ? C89 C88 C87 C86 0.2(6) . . . . ? C85 C86 C87 C88 -1.0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.778 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.072 data_rnp0116 _database_code_depnum_ccdc_archive 'CCDC 280119' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H35 F4 N Ni P2' _chemical_formula_weight 546.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 tetragonal _symmetry_space_group_name_H-M I41/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-y+3/4, x+1/4, z+1/4' 'y+3/4, -x+3/4, z+3/4' 'x+1/2, y+1/2, z+1/2' '-x+1, -y+1/2, z+1' '-y+5/4, x+3/4, z+3/4' 'y+5/4, -x+5/4, z+5/4' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'y-3/4, -x-1/4, -z-1/4' '-y-3/4, x-3/4, -z-3/4' '-x+1/2, -y+1/2, -z+1/2' 'x, y+1/2, -z' 'y-1/4, -x+1/4, -z+1/4' '-y-1/4, x-1/4, -z-1/4' _cell_length_a 30.943(4) _cell_length_b 30.943(4) _cell_length_c 11.522(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 11032(3) _cell_formula_units_Z 16 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 10 _cell_measurement_theta_min 8.765 _cell_measurement_theta_max 11.98 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.315 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4576 _exptl_absorpt_coefficient_mu 0.859 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 Rigaku-AFC6S _diffrn_measurement_method \w--2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 150 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4856 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.3388 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4856 _reflns_number_gt 1372 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'MSC/AFC Diffractometer Control' _computing_cell_refinement 'MSC/AFC Diffractometer Control' _computing_data_reduction 'teXsan (MSC, 1992-1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0739P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4856 _refine_ls_number_parameters 298 _refine_ls_number_restraints 38 _refine_ls_R_factor_all 0.3019 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.2219 _refine_ls_wR_factor_gt 0.1354 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.951 _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 C1 C 0.2786(4) 0.4059(4) -0.2074(10) 0.058(3) Uani 1 1 d . . . H1 H 0.2628 0.3989 -0.1413 0.069 Uiso 1 1 calc R . . C2 C 0.2573(4) 0.4191(4) -0.3062(11) 0.069(4) Uani 1 1 d . . . H2 H 0.2273 0.4201 -0.3055 0.082 Uiso 1 1 calc R . . C3 C 0.2784(4) 0.4306(4) -0.4040(11) 0.062(4) Uani 1 1 d . . . H3 H 0.2633 0.4405 -0.4685 0.074 Uiso 1 1 calc R . . C4 C 0.3223(4) 0.4275(3) -0.4061(10) 0.051(3) Uani 1 1 d . . . H4 H 0.3375 0.4345 -0.4732 0.061 Uiso 1 1 calc R . . C5 C 0.3446(4) 0.4136(3) -0.3061(11) 0.050(3) Uani 1 1 d . . . H5 H 0.3746 0.4115 -0.3084 0.060 Uiso 1 1 calc R . . C6 C 0.3232(3) 0.4030(3) -0.2052(9) 0.033(2) Uani 1 1 d . . . C7 C 0.3450(3) 0.3905(3) -0.1002(9) 0.034(3) Uani 1 1 d . . . C8 C 0.3621(3) 0.3822(3) -0.0086(10) 0.042(3) Uani 1 1 d . . . C9 C 0.4986(3) 0.3856(4) 0.1418(10) 0.056(2) Uani 1 1 d U . . H9A H 0.4952 0.4056 0.2062 0.067 Uiso 1 1 calc R B . H9B H 0.5005 0.3568 0.1745 0.067 Uiso 1 1 calc R . . C10 C 0.5416(3) 0.3956(4) 0.0835(9) 0.056(2) Uani 1 1 d U B . H10A H 0.5645 0.3933 0.1395 0.084 Uiso 1 1 calc R . . H10B H 0.5410 0.4244 0.0525 0.084 Uiso 1 1 calc R . . H10C H 0.5465 0.3753 0.0218 0.084 Uiso 1 1 calc R . . C11 C 0.4604(4) 0.3553(4) -0.0687(13) 0.101(4) Uani 1 1 d DU . . H11A H 0.4384 0.3597 -0.1276 0.122 Uiso 1 1 calc R A 1 H11B H 0.4883 0.3626 -0.1018 0.122 Uiso 1 1 calc R A 1 C12A C 0.4603(11) 0.3079(6) -0.028(4) 0.101(4) Uani 0.71(7) 1 d PDU B 1 H12A H 0.4312 0.2990 -0.0119 0.152 Uiso 0.71(7) 1 calc PR B 1 H12B H 0.4775 0.3052 0.0408 0.152 Uiso 0.71(7) 1 calc PR B 1 H12C H 0.4721 0.2899 -0.0881 0.152 Uiso 0.71(7) 1 calc PR B 1 C12B C 0.448(2) 0.3073(10) -0.082(10) 0.101(4) Uani 0.29(7) 1 d PDU B 2 H12D H 0.4628 0.2906 -0.0236 0.152 Uiso 0.29(7) 1 calc PR B 2 H12E H 0.4564 0.2973 -0.1574 0.152 Uiso 0.29(7) 1 calc PR B 2 H12F H 0.4174 0.3041 -0.0722 0.152 Uiso 0.29(7) 1 calc PR B 2 C13 C 0.4507(4) 0.4431(4) -0.0075(12) 0.077(3) Uani 1 1 d U . . H13A H 0.4768 0.4469 -0.0528 0.092 Uiso 1 1 calc R B . H13B H 0.4261 0.4469 -0.0587 0.092 Uiso 1 1 calc R . . C14 C 0.4492(4) 0.4776(4) 0.0916(11) 0.077(3) Uani 1 1 d U B . H14A H 0.4500 0.5060 0.0583 0.115 Uiso 1 1 calc R . . H14B H 0.4736 0.4737 0.1421 0.115 Uiso 1 1 calc R . . H14C H 0.4230 0.4742 0.1353 0.115 Uiso 1 1 calc R . . C15 C 0.2934(4) 0.3191(4) 0.1084(12) 0.077(4) Uani 1 1 d . . . H15A H 0.2652 0.3137 0.1421 0.092 Uiso 1 1 calc R . . H15B H 0.2891 0.3318 0.0324 0.092 Uiso 1 1 calc R . . C16 C 0.3167(5) 0.2779(4) 0.0959(16) 0.130(7) Uani 1 1 d . . . H16A H 0.2998 0.2584 0.0495 0.194 Uiso 1 1 calc R . . H16B H 0.3214 0.2654 0.1712 0.194 Uiso 1 1 calc R . . H16C H 0.3440 0.2829 0.0589 0.194 Uiso 1 1 calc R . . C17 C 0.2870(4) 0.4051(5) 0.1895(13) 0.092(5) Uani 1 1 d . . . H17A H 0.2847 0.4133 0.1085 0.110 Uiso 1 1 calc R . . H17B H 0.2583 0.3968 0.2154 0.110 Uiso 1 1 calc R . . C18 C 0.3009(5) 0.4428(5) 0.2561(12) 0.094(5) Uani 1 1 d . . . H18A H 0.2810 0.4662 0.2432 0.142 Uiso 1 1 calc R . . H18B H 0.3293 0.4513 0.2316 0.142 Uiso 1 1 calc R . . H18C H 0.3014 0.4357 0.3372 0.142 Uiso 1 1 calc R . . C19 C 0.3189(3) 0.3382(4) 0.3490(11) 0.072(4) Uani 1 1 d . . . H19A H 0.3368 0.3127 0.3569 0.087 Uiso 1 1 calc R . . H19B H 0.3312 0.3603 0.3987 0.087 Uiso 1 1 calc R . . C20 C 0.2737(4) 0.3272(5) 0.3961(13) 0.114(6) Uani 1 1 d . . . H20A H 0.2759 0.3184 0.4758 0.171 Uiso 1 1 calc R . . H20B H 0.2614 0.3042 0.3511 0.171 Uiso 1 1 calc R . . H20C H 0.2554 0.3523 0.3909 0.171 Uiso 1 1 calc R . . C21 C 0.4133(3) 0.3643(3) 0.2856(8) 0.033(2) Uani 1 1 d . . . C22 C 0.4274(3) 0.3245(3) 0.3235(8) 0.039(3) Uiso 0.728(11) 1 d PD . . C22B C 0.4159(3) 0.3985(3) 0.3596(8) 0.043(3) Uiso 0.27 1 d PD . . C23 C 0.4434(3) 0.3190(4) 0.4328(11) 0.042(3) Uani 1 1 d . . . C24 C 0.4451(4) 0.3545(5) 0.5076(10) 0.052(3) Uani 1 1 d . . . C25 C 0.4313(3) 0.3929(4) 0.4644(11) 0.048(3) Uani 1 1 d . . . Ni1 Ni 0.38787(4) 0.37228(4) 0.13529(12) 0.0362(4) Uani 1 1 d . . . P1 P 0.44967(9) 0.38822(9) 0.0540(3) 0.0429(8) Uani 1 1 d . B . P2 P 0.32317(9) 0.35681(11) 0.2003(3) 0.0506(9) Uani 1 1 d . . . F1 F 0.4261(3) 0.2912(2) 0.2533(7) 0.055(3) Uiso 0.728(11) 1 d PD . . F1B F 0.4038(7) 0.4384(4) 0.3404(19) 0.060(9) Uiso 0.272(11) 1 d PD . . F2 F 0.4565(2) 0.2805(2) 0.4690(6) 0.071(2) Uani 1 1 d . . . F3 F 0.4593(2) 0.3492(2) 0.6183(6) 0.086(2) Uani 1 1 d . . . F4 F 0.4329(2) 0.4274(2) 0.5353(6) 0.079(2) Uani 1 1 d . . . N1 N 0.4159(3) 0.3985(3) 0.3596(8) 0.043(3) Uiso 0.728(11) 1 d P . . N1B N 0.4274(3) 0.3245(3) 0.3235(8) 0.039(3) Uiso 0.27 1 d P . . 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 0.0319(8) 0.0392(8) 0.0375(9) 0.0000(7) -0.0016(7) -0.0009(7) P1 0.0374(17) 0.0474(19) 0.0439(19) -0.0023(16) 0.0032(15) -0.0045(14) P2 0.0312(17) 0.068(2) 0.052(2) -0.0061(18) -0.0003(16) -0.0061(15) F3 0.079(5) 0.130(7) 0.049(5) 0.006(5) -0.011(4) -0.013(4) F4 0.073(5) 0.090(6) 0.074(5) -0.032(5) 0.005(4) 0.004(4) C21 0.040(6) 0.037(6) 0.023(6) -0.005(5) 0.007(5) -0.006(5) C2 0.041(7) 0.110(11) 0.056(9) -0.001(9) -0.021(7) -0.007(7) C6 0.049(7) 0.020(5) 0.030(6) -0.015(5) -0.001(6) -0.004(5) C8 0.041(7) 0.045(7) 0.040(7) -0.002(6) 0.000(6) -0.006(6) C7 0.042(6) 0.028(6) 0.032(7) -0.003(5) 0.002(6) -0.002(5) F2 0.060(4) 0.068(5) 0.083(6) 0.036(4) 0.003(4) 0.006(4) C5 0.052(8) 0.046(7) 0.051(8) 0.002(6) 0.006(7) -0.002(6) C24 0.035(7) 0.093(11) 0.028(7) 0.010(7) 0.001(6) -0.006(7) C23 0.021(6) 0.039(7) 0.067(9) 0.021(7) 0.001(6) -0.005(5) C19 0.039(7) 0.089(10) 0.088(11) 0.033(8) 0.003(7) -0.017(7) C4 0.065(9) 0.050(8) 0.038(8) -0.009(6) 0.007(7) -0.006(7) C1 0.060(9) 0.078(9) 0.035(8) 0.005(7) -0.009(7) 0.004(7) C25 0.038(7) 0.053(8) 0.053(8) -0.024(7) 0.005(6) 0.002(6) C11 0.056(7) 0.124(8) 0.124(10) -0.075(9) 0.018(7) 0.002(8) C3 0.053(9) 0.086(10) 0.046(9) 0.016(7) -0.013(7) -0.002(7) C13 0.058(5) 0.068(7) 0.104(9) 0.030(5) 0.020(6) 0.003(5) C17 0.053(9) 0.127(14) 0.094(12) -0.002(11) 0.014(9) 0.040(9) C9 0.040(5) 0.068(6) 0.060(6) 0.010(5) 0.000(4) -0.006(4) C15 0.071(9) 0.096(11) 0.064(10) -0.002(9) -0.019(8) -0.040(8) C10 0.040(5) 0.068(6) 0.060(6) 0.010(5) 0.000(4) -0.006(4) C12A 0.056(7) 0.124(8) 0.124(10) -0.075(9) 0.018(7) 0.002(8) C12B 0.056(7) 0.124(8) 0.124(10) -0.075(9) 0.018(7) 0.002(8) C18 0.113(13) 0.085(11) 0.085(12) 0.008(10) 0.025(10) 0.039(10) C20 0.060(9) 0.180(17) 0.101(13) 0.032(12) 0.012(10) -0.031(10) C16 0.102(12) 0.056(10) 0.23(2) -0.015(13) -0.008(14) -0.005(9) C14 0.059(5) 0.068(7) 0.104(9) 0.030(5) 0.020(6) 0.003(5) _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 C8 1.866(12) . ? Ni1 C21 1.919(10) . ? Ni1 P1 2.186(3) . ? Ni1 P2 2.190(3) . ? P1 C11 1.774(13) . ? P1 C9 1.824(10) . ? P1 C13 1.839(11) . ? P2 C19 1.812(12) . ? P2 C15 1.826(11) . ? P2 C17 1.871(13) . ? F3 C24 1.359(12) . ? F4 C25 1.345(11) . ? C21 N1 1.362(12) . ? C21 C22 1.377(12) . ? C2 C3 1.351(15) . ? C2 C1 1.377(15) . ? C6 C5 1.377(14) . ? C6 C1 1.384(14) . ? C6 C7 1.437(14) . ? C22 F1 1.3100(10) . ? C22 C23 1.364(13) . ? N1 C25 1.310(14) . ? N1 F1B 1.3098(10) . ? C8 C7 1.208(13) . ? F2 C23 1.326(11) . ? C5 C4 1.410(14) . ? C24 C25 1.358(15) . ? C24 C23 1.395(15) . ? C19 C20 1.539(15) . ? C4 C3 1.363(14) . ? C11 C12B 1.5399(11) . ? C11 C12A 1.5401(11) . ? C13 C14 1.564(16) . ? C17 C18 1.461(17) . ? C9 C10 1.522(13) . ? C15 C16 1.470(16) . ? 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 C8 Ni1 C21 177.6(5) . . ? C8 Ni1 P1 87.5(3) . . ? C21 Ni1 P1 93.3(3) . . ? C8 Ni1 P2 87.1(3) . . ? C21 Ni1 P2 92.2(3) . . ? P1 Ni1 P2 174.52(14) . . ? C11 P1 C9 105.2(6) . . ? C11 P1 C13 102.7(6) . . ? C9 P1 C13 103.9(6) . . ? C11 P1 Ni1 112.1(4) . . ? C9 P1 Ni1 118.6(4) . . ? C13 P1 Ni1 112.9(4) . . ? C19 P2 C15 108.0(6) . . ? C19 P2 C17 105.8(6) . . ? C15 P2 C17 99.8(7) . . ? C19 P2 Ni1 117.4(4) . . ? C15 P2 Ni1 113.8(5) . . ? C17 P2 Ni1 110.5(5) . . ? N1 C21 C22 118.6(9) . . ? N1 C21 Ni1 119.2(8) . . ? C22 C21 Ni1 122.1(7) . . ? C3 C2 C1 122.4(11) . . ? C5 C6 C1 116.6(10) . . ? C5 C6 C7 123.4(10) . . ? C1 C6 C7 120.0(10) . . ? F1 C22 C23 119.0(10) . . ? F1 C22 C21 119.9(9) . . ? C23 C22 C21 121.1(8) . . ? C25 N1 F1B 112.6(14) . . ? C25 N1 C21 119.7(10) . . ? F1B N1 C21 127.7(13) . . ? C7 C8 Ni1 177.2(10) . . ? C8 C7 C6 175.8(11) . . ? C6 C5 C4 121.9(11) . . ? C25 C24 F3 123.4(12) . . ? C25 C24 C23 116.8(11) . . ? F3 C24 C23 119.8(12) . . ? F2 C23 C22 120.8(11) . . ? F2 C23 C24 120.1(11) . . ? C22 C23 C24 119.2(10) . . ? C20 C19 P2 118.1(9) . . ? C3 C4 C5 119.6(11) . . ? C2 C1 C6 120.8(12) . . ? N1 C25 F4 117.9(11) . . ? N1 C25 C24 124.6(11) . . ? F4 C25 C24 117.5(12) . . ? C12B C11 C12A 27(3) . . ? C12B C11 P1 126(3) . . ? C12A C11 P1 107.7(16) . . ? C2 C3 C4 118.6(11) . . ? C14 C13 P1 110.4(9) . . ? C18 C17 P2 115.3(10) . . ? C10 C9 P1 118.2(8) . . ? C16 C15 P2 111.4(10) . . ? 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 C8 Ni1 P1 C11 -56.1(6) . . . . ? C21 Ni1 P1 C11 126.2(6) . . . . ? P2 Ni1 P1 C11 -50.6(15) . . . . ? C8 Ni1 P1 C9 -178.9(6) . . . . ? C21 Ni1 P1 C9 3.3(5) . . . . ? P2 Ni1 P1 C9 -173.4(14) . . . . ? C8 Ni1 P1 C13 59.3(6) . . . . ? C21 Ni1 P1 C13 -118.4(6) . . . . ? P2 Ni1 P1 C13 64.8(15) . . . . ? C8 Ni1 P2 C19 176.0(6) . . . . ? C21 Ni1 P2 C19 -6.3(6) . . . . ? P1 Ni1 P2 C19 170.5(14) . . . . ? C8 Ni1 P2 C15 48.6(6) . . . . ? C21 Ni1 P2 C15 -133.7(6) . . . . ? P1 Ni1 P2 C15 43.1(16) . . . . ? C8 Ni1 P2 C17 -62.7(6) . . . . ? C21 Ni1 P2 C17 115.0(6) . . . . ? P1 Ni1 P2 C17 -68.2(15) . . . . ? C8 Ni1 C21 N1 -18(11) . . . . ? P1 Ni1 C21 N1 90.9(8) . . . . ? P2 Ni1 C21 N1 -89.4(8) . . . . ? C8 Ni1 C21 C22 159(10) . . . . ? P1 Ni1 C21 C22 -92.0(8) . . . . ? P2 Ni1 C21 C22 87.7(8) . . . . ? N1 C21 C22 F1 -178.6(9) . . . . ? Ni1 C21 C22 F1 4.3(14) . . . . ? N1 C21 C22 C23 0.4(15) . . . . ? Ni1 C21 C22 C23 -176.7(7) . . . . ? C22 C21 N1 C25 -0.3(14) . . . . ? Ni1 C21 N1 C25 176.9(8) . . . . ? C22 C21 N1 F1B -179.3(15) . . . . ? Ni1 C21 N1 F1B -2.2(18) . . . . ? C21 Ni1 C8 C7 14(27) . . . . ? P1 Ni1 C8 C7 -95(20) . . . . ? P2 Ni1 C8 C7 86(20) . . . . ? Ni1 C8 C7 C6 -17(33) . . . . ? C5 C6 C7 C8 119(16) . . . . ? C1 C6 C7 C8 -59(16) . . . . ? C1 C6 C5 C4 1.1(15) . . . . ? C7 C6 C5 C4 -177.2(9) . . . . ? F1 C22 C23 F2 -1.7(14) . . . . ? C21 C22 C23 F2 179.3(9) . . . . ? F1 C22 C23 C24 179.5(10) . . . . ? C21 C22 C23 C24 0.5(15) . . . . ? C25 C24 C23 F2 179.7(9) . . . . ? F3 C24 C23 F2 -1.3(15) . . . . ? C25 C24 C23 C22 -1.5(15) . . . . ? F3 C24 C23 C22 177.5(9) . . . . ? C15 P2 C19 C20 -49.9(13) . . . . ? C17 P2 C19 C20 56.2(12) . . . . ? Ni1 P2 C19 C20 180.0(9) . . . . ? C6 C5 C4 C3 -0.1(17) . . . . ? C3 C2 C1 C6 -2(2) . . . . ? C5 C6 C1 C2 -0.3(16) . . . . ? C7 C6 C1 C2 178.1(11) . . . . ? F1B N1 C25 F4 -0.2(17) . . . . ? C21 N1 C25 F4 -179.3(9) . . . . ? F1B N1 C25 C24 178.4(14) . . . . ? C21 N1 C25 C24 -0.8(16) . . . . ? F3 C24 C25 N1 -177.2(10) . . . . ? C23 C24 C25 N1 1.7(17) . . . . ? F3 C24 C25 F4 1.3(16) . . . . ? C23 C24 C25 F4 -179.8(9) . . . . ? C9 P1 C11 C12B 95(5) . . . . ? C13 P1 C11 C12B -157(5) . . . . ? Ni1 P1 C11 C12B -35(5) . . . . ? C9 P1 C11 C12A 71.8(18) . . . . ? C13 P1 C11 C12A -179.9(17) . . . . ? Ni1 P1 C11 C12A -58.4(18) . . . . ? C1 C2 C3 C4 3(2) . . . . ? C5 C4 C3 C2 -1.8(18) . . . . ? C11 P1 C13 C14 -170.9(9) . . . . ? C9 P1 C13 C14 -61.6(9) . . . . ? Ni1 P1 C13 C14 68.2(9) . . . . ? C19 P2 C17 C18 67.1(12) . . . . ? C15 P2 C17 C18 179.1(11) . . . . ? Ni1 P2 C17 C18 -60.8(12) . . . . ? C11 P1 C9 C10 52.0(10) . . . . ? C13 P1 C9 C10 -55.5(10) . . . . ? Ni1 P1 C9 C10 178.3(7) . . . . ? C19 P2 C15 C16 -73.0(12) . . . . ? C17 P2 C15 C16 176.7(11) . . . . ? Ni1 P2 C15 C16 59.1(12) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.540 _refine_diff_density_min -0.559 _refine_diff_density_rms 0.106