# Supplementary Material (ESI) for Chemical Science # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name H.Gruetzmacher M.Trincado M.Vogt _publ_contact_author_name 'Prof Hansjoerg Gruetzmacher' _publ_contact_author_email hansjoerg.gruetzmacher@inorg.chem.ethz.ch data_sadp21n _database_code_depnum_ccdc_archive 'CCDC 767256' #TrackingRef 'Ni(trop2NH)(TFA).cif' _audit_creation_method SHELXL-97 _chemical_name_systematic 'Nickel bis(5-H-dibenzo[a,d]cyclohepten-5-yl)-amine trifluoroacetate' _chemical_name_common '[Ni(trop2NH)(OOCCF3)] x [THF]' _chemical_melting_point 493 _chemical_formula_moiety 'C32 H23 F3 N Ni O2 (O1 C4 H8)' _chemical_formula_sum 'C36 H31 F3 N Ni O3' _chemical_formula_weight 641.33 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' 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 'P 21/n' _symmetry_int_tables_number 14 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 13.992(3) _cell_length_b 11.424(2) _cell_length_c 18.291(4) _cell_angle_alpha 90.00 _cell_angle_beta 101.06(3) _cell_angle_gamma 90.00 _cell_volume 2869.5(10) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 8349 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.33 _exptl_crystal_description needle _exptl_crystal_colour 'deep green ' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.485 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1332 _exptl_absorpt_coefficient_mu 0.735 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8669 _exptl_absorpt_correction_T_max 0.9235 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_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 29172 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 28.30 _reflns_number_total 7123 _reflns_number_gt 6061 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'ORTEP for Windows' _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^)+(0.0555P)^2^+1.2094P] 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 7123 _refine_ls_number_parameters 521 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0495 _refine_ls_R_factor_gt 0.0405 _refine_ls_wR_factor_ref 0.1010 _refine_ls_wR_factor_gt 0.0957 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.029 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.737230(16) 0.882223(18) 0.764241(12) 0.01257(8) Uani 1 1 d . . . O1 O 0.80027(9) 0.77941(11) 0.67878(7) 0.0174(3) Uani 1 1 d . . . O2 O 0.79400(9) 0.97387(11) 0.67741(7) 0.0183(3) Uani 1 1 d . . . C5 C 0.87667(13) 0.87566(15) 0.83314(10) 0.0151(3) Uani 1 1 d . . . C19 C 0.59967(13) 0.85761(16) 0.69735(10) 0.0160(3) Uani 1 1 d . . . F3 F 0.93330(9) 0.79910(10) 0.58890(7) 0.0289(3) Uani 1 1 d . . . F1 F 0.79343(9) 0.84146(13) 0.52274(6) 0.0347(3) Uani 1 1 d . . . F2 F 0.89416(9) 0.97779(10) 0.56528(7) 0.0270(3) Uani 1 1 d . . . C31 C 0.81435(13) 0.87728(15) 0.65227(10) 0.0144(3) Uani 1 1 d . . . C32 C 0.85944(14) 0.87532(15) 0.58183(10) 0.0167(4) Uani 1 1 d . . . N1 N 0.69146(10) 1.01267(13) 0.82739(8) 0.0119(3) Uani 1 1 d . . . C21 C 0.55645(12) 0.80463(15) 0.82180(9) 0.0136(3) Uani 1 1 d . . . C22 C 0.54004(12) 0.91606(15) 0.84909(9) 0.0127(3) Uani 1 1 d . . . C16 C 0.58298(12) 1.02356(14) 0.82005(9) 0.0128(3) Uani 1 1 d . . . C23 C 0.47250(13) 1.14314(16) 0.72385(11) 0.0185(4) Uani 1 1 d . . . C2 C 0.73804(12) 0.89645(15) 0.94769(9) 0.0133(3) Uani 1 1 d . . . C30 C 0.48489(12) 0.92812(16) 0.90447(10) 0.0153(3) Uani 1 1 d . . . C8 C 0.70186(13) 0.89389(17) 1.01381(10) 0.0169(3) Uani 1 1 d . . . C18 C 0.54360(13) 0.96671(16) 0.68367(10) 0.0161(3) Uani 1 1 d . . . C27 C 0.52292(13) 0.70692(16) 0.85576(10) 0.0176(4) Uani 1 1 d . . . C1 C 0.74208(12) 1.01267(15) 0.90808(9) 0.0129(3) Uani 1 1 d . . . C17 C 0.53348(12) 1.04595(15) 0.74023(10) 0.0145(3) Uani 1 1 d . . . C20 C 0.60627(13) 0.78484(15) 0.75913(10) 0.0150(3) Uani 1 1 d . . . C7 C 0.84733(12) 1.04766(15) 0.91307(9) 0.0142(3) Uani 1 1 d . . . C4 C 0.81921(13) 0.78890(15) 0.85563(10) 0.0152(3) Uani 1 1 d . . . C6 C 0.90672(13) 0.98518(15) 0.87299(10) 0.0153(3) Uani 1 1 d . . . C3 C 0.77508(12) 0.79316(15) 0.92225(10) 0.0148(3) Uani 1 1 d . . . C13 C 1.03882(14) 1.11962(17) 0.91925(11) 0.0218(4) Uani 1 1 d . . . C15 C 0.88570(14) 1.14073(15) 0.95860(10) 0.0171(4) Uani 1 1 d . . . C9 C 0.70092(14) 0.79102(18) 1.05408(10) 0.0206(4) Uani 1 1 d . . . C11 C 0.77157(14) 0.68950(16) 0.96259(10) 0.0179(4) Uani 1 1 d . . . C14 C 0.98160(14) 1.17567(17) 0.96294(11) 0.0216(4) Uani 1 1 d . . . C10 C 0.73581(14) 0.68855(17) 1.02827(11) 0.0211(4) Uani 1 1 d . . . C28 C 0.46923(14) 0.71976(17) 0.91158(11) 0.0202(4) Uani 1 1 d . . . C12 C 1.00177(13) 1.02604(17) 0.87480(10) 0.0189(4) Uani 1 1 d . . . C24 C 0.42240(15) 1.16305(18) 0.65173(12) 0.0239(4) Uani 1 1 d . . . C26 C 0.49498(14) 0.99060(18) 0.61068(11) 0.0210(4) Uani 1 1 d . . . C25 C 0.43430(15) 1.08744(19) 0.59522(11) 0.0248(4) Uani 1 1 d . . . C29 C 0.44860(14) 0.83081(17) 0.93518(10) 0.0191(4) Uani 1 1 d . . . C1S C 0.2777(2) 0.8761(2) 0.74949(15) 0.0373(6) Uani 1 1 d . . . C2S C 0.26342(17) 0.9908(2) 0.78704(13) 0.0306(5) Uani 1 1 d . . . O1S O 0.18104(13) 0.83907(14) 0.71629(10) 0.0389(4) Uani 1 1 d . . . C4S C 0.12336(16) 0.9409(2) 0.69561(13) 0.0294(5) Uani 1 1 d . . . C3S C 0.18244(17) 1.0461(2) 0.73089(15) 0.0342(5) Uani 1 1 d . . . H16 H 0.5701(13) 1.0907(17) 0.8494(10) 0.005(4) Uiso 1 1 d . . . H1 H 0.7107(13) 1.0740(16) 0.9334(10) 0.001(4) Uiso 1 1 d . . . H5 H 0.9155(14) 0.8536(16) 0.7991(11) 0.007(4) Uiso 1 1 d . . . H27 H 0.5392(16) 0.6318(18) 0.8407(12) 0.017(5) Uiso 1 1 d . . . H11 H 0.7950(17) 0.6222(19) 0.9441(13) 0.021(6) Uiso 1 1 d . . . H26 H 0.4996(16) 0.937(2) 0.5735(13) 0.024(6) Uiso 1 1 d . . . H8 H 0.6780(15) 0.9633(18) 1.0306(11) 0.014(5) Uiso 1 1 d . . . H19 H 0.6141(15) 0.8250(18) 0.6572(12) 0.014(5) Uiso 1 1 d . . . H9 H 0.6771(15) 0.7926(18) 1.0989(12) 0.017(5) Uiso 1 1 d . . . H15 H 0.8449(15) 1.1806(18) 0.9873(11) 0.015(5) Uiso 1 1 d . . . H20 H 0.6248(16) 0.708(2) 0.7522(12) 0.022(6) Uiso 1 1 d . . . H12 H 1.0388(16) 0.9841(19) 0.8476(12) 0.020(5) Uiso 1 1 d . . . H10 H 0.7363(18) 0.618(2) 1.0550(14) 0.028(6) Uiso 1 1 d . . . H30 H 0.4745(15) 1.0033(19) 0.9221(12) 0.018(5) Uiso 1 1 d . . . H4 H 0.8239(16) 0.714(2) 0.8339(12) 0.022(6) Uiso 1 1 d . . . H2 H 0.7102(15) 1.076(2) 0.8100(12) 0.016(5) Uiso 1 1 d . . . H23 H 0.4617(16) 1.193(2) 0.7624(13) 0.022(6) Uiso 1 1 d . . . H28 H 0.4457(17) 0.656(2) 0.9326(13) 0.026(6) Uiso 1 1 d . . . H29 H 0.4102(17) 0.841(2) 0.9737(14) 0.028(6) Uiso 1 1 d . . . H24 H 0.3803(17) 1.227(2) 0.6446(13) 0.024(6) Uiso 1 1 d . . . H14 H 1.0089(15) 1.2412(18) 0.9957(12) 0.016(5) Uiso 1 1 d . . . H13 H 1.0974(17) 1.148(2) 0.9209(12) 0.020(6) Uiso 1 1 d . . . H25 H 0.4028(19) 1.097(2) 0.5476(15) 0.035(7) Uiso 1 1 d . . . H2SB H 0.3238(19) 1.039(2) 0.7977(14) 0.037(7) Uiso 1 1 d . . . H4SA H 0.0614(18) 0.933(2) 0.7145(14) 0.033(6) Uiso 1 1 d . . . H4SB H 0.1048(18) 0.943(2) 0.6414(15) 0.036(7) Uiso 1 1 d . . . H2SA H 0.2388(19) 0.967(2) 0.8353(15) 0.043(7) Uiso 1 1 d . . . H3SB H 0.214(2) 1.077(3) 0.6898(17) 0.054(8) Uiso 1 1 d . . . H1SA H 0.303(2) 0.816(3) 0.7849(16) 0.046(8) Uiso 1 1 d . . . H1SB H 0.319(3) 0.894(3) 0.708(2) 0.070(10) Uiso 1 1 d . . . H3SA H 0.137(2) 1.101(3) 0.7547(17) 0.052(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01438(12) 0.01172(12) 0.01205(12) -0.00084(8) 0.00362(8) 0.00053(8) O1 0.0218(7) 0.0138(6) 0.0178(6) 0.0015(5) 0.0068(5) -0.0001(5) O2 0.0233(7) 0.0150(6) 0.0177(6) -0.0011(5) 0.0065(5) 0.0028(5) C5 0.0129(8) 0.0175(8) 0.0149(8) -0.0001(7) 0.0025(6) 0.0030(6) C19 0.0163(8) 0.0183(8) 0.0133(8) -0.0054(7) 0.0026(7) -0.0024(7) F3 0.0352(7) 0.0260(6) 0.0306(6) 0.0045(5) 0.0192(5) 0.0120(5) F1 0.0308(7) 0.0577(8) 0.0156(6) -0.0076(6) 0.0041(5) -0.0166(6) F2 0.0409(7) 0.0166(5) 0.0288(6) 0.0011(5) 0.0199(5) -0.0050(5) C31 0.0157(8) 0.0149(8) 0.0129(8) -0.0011(6) 0.0038(6) -0.0003(6) C32 0.0204(9) 0.0147(8) 0.0157(8) -0.0021(6) 0.0055(7) -0.0020(7) N1 0.0124(7) 0.0106(7) 0.0124(7) 0.0014(5) 0.0014(5) -0.0003(5) C21 0.0114(8) 0.0143(8) 0.0144(8) -0.0013(6) 0.0010(6) -0.0011(6) C22 0.0110(8) 0.0130(8) 0.0133(8) 0.0018(6) 0.0002(6) 0.0004(6) C16 0.0131(8) 0.0108(7) 0.0147(8) -0.0008(6) 0.0032(6) 0.0005(6) C23 0.0170(9) 0.0151(8) 0.0231(9) 0.0018(7) 0.0031(7) -0.0014(7) C2 0.0115(8) 0.0147(8) 0.0126(8) 0.0007(6) -0.0002(6) -0.0014(6) C30 0.0132(8) 0.0168(8) 0.0156(8) -0.0008(7) 0.0016(6) 0.0014(7) C8 0.0134(8) 0.0212(9) 0.0162(8) -0.0010(7) 0.0032(7) 0.0007(7) C18 0.0151(8) 0.0173(8) 0.0160(8) 0.0017(7) 0.0031(7) -0.0033(7) C27 0.0197(9) 0.0121(8) 0.0205(9) 0.0006(7) 0.0030(7) 0.0002(7) C1 0.0141(8) 0.0122(8) 0.0121(8) -0.0012(6) 0.0016(6) 0.0011(6) C17 0.0114(8) 0.0157(8) 0.0162(8) 0.0038(6) 0.0023(6) -0.0034(6) C20 0.0149(8) 0.0119(8) 0.0187(8) -0.0035(7) 0.0042(7) -0.0010(6) C7 0.0149(8) 0.0123(8) 0.0140(8) 0.0033(6) -0.0004(6) 0.0004(6) C4 0.0166(8) 0.0134(8) 0.0149(8) -0.0006(6) 0.0009(7) 0.0031(6) C6 0.0169(8) 0.0148(8) 0.0136(8) 0.0039(6) 0.0012(6) 0.0010(6) C3 0.0136(8) 0.0149(8) 0.0147(8) -0.0004(6) -0.0002(6) -0.0009(6) C13 0.0133(9) 0.0226(9) 0.0270(10) 0.0084(8) -0.0023(7) -0.0042(7) C15 0.0188(9) 0.0136(8) 0.0170(8) 0.0016(7) -0.0014(7) 0.0016(7) C9 0.0171(9) 0.0297(10) 0.0149(9) 0.0047(7) 0.0025(7) -0.0036(7) C11 0.0202(9) 0.0133(8) 0.0187(9) 0.0013(7) 0.0000(7) -0.0013(7) C14 0.0209(9) 0.0159(9) 0.0241(10) 0.0037(7) -0.0058(7) -0.0023(7) C10 0.0222(9) 0.0203(9) 0.0194(9) 0.0068(7) 0.0001(7) -0.0052(7) C28 0.0209(9) 0.0178(9) 0.0226(9) 0.0058(7) 0.0057(7) -0.0026(7) C12 0.0159(9) 0.0220(9) 0.0187(9) 0.0053(7) 0.0027(7) 0.0013(7) C24 0.0213(9) 0.0191(9) 0.0289(10) 0.0092(8) -0.0013(8) 0.0008(8) C26 0.0219(9) 0.0249(10) 0.0156(9) -0.0001(7) 0.0021(7) -0.0026(8) C25 0.0243(10) 0.0288(10) 0.0186(9) 0.0081(8) -0.0030(8) -0.0026(8) C29 0.0171(9) 0.0227(9) 0.0186(9) 0.0039(7) 0.0060(7) 0.0002(7) C1S 0.0385(13) 0.0326(13) 0.0364(13) -0.0044(10) -0.0038(11) 0.0101(10) C2S 0.0261(11) 0.0287(11) 0.0337(12) -0.0034(9) -0.0025(9) -0.0011(9) O1S 0.0450(10) 0.0255(8) 0.0422(10) -0.0057(7) -0.0016(8) -0.0025(7) C4S 0.0250(11) 0.0339(12) 0.0278(11) -0.0015(9) 0.0017(9) -0.0017(9) C3S 0.0280(11) 0.0273(11) 0.0437(14) 0.0049(10) -0.0017(10) -0.0014(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 2.0613(15) . ? Ni1 C19 2.0923(19) . ? Ni1 C5 2.1113(19) . ? Ni1 C4 2.1240(18) . ? Ni1 C20 2.1303(18) . ? Ni1 O2 2.1756(13) . ? Ni1 O1 2.2649(13) . ? Ni1 C31 2.4920(18) . ? O1 C31 1.249(2) . ? O2 C31 1.249(2) . ? C5 C4 1.387(2) . ? C5 C6 1.468(2) . ? C5 H5 0.94(2) . ? C19 C20 1.392(3) . ? C19 C18 1.468(3) . ? C19 H19 0.88(2) . ? F3 C32 1.339(2) . ? F1 C32 1.337(2) . ? F2 C32 1.325(2) . ? C31 C32 1.539(2) . ? N1 C16 1.503(2) . ? N1 C1 1.510(2) . ? N1 H2 0.85(2) . ? C21 C27 1.401(2) . ? C21 C22 1.402(2) . ? C21 C20 1.469(2) . ? C22 C30 1.393(2) . ? C22 C16 1.508(2) . ? C16 C17 1.513(2) . ? C16 H16 0.972(19) . ? C23 C24 1.389(3) . ? C23 C17 1.397(2) . ? C23 H23 0.94(2) . ? C2 C8 1.398(2) . ? C2 C3 1.404(2) . ? C2 C1 1.519(2) . ? C30 C29 1.385(3) . ? C30 H30 0.94(2) . ? C8 C9 1.388(3) . ? C8 H8 0.93(2) . ? C18 C17 1.402(3) . ? C18 C26 1.404(3) . ? C27 C28 1.386(3) . ? C27 H27 0.94(2) . ? C1 C7 1.512(2) . ? C1 H1 0.988(18) . ? C20 H20 0.93(2) . ? C7 C15 1.393(2) . ? C7 C6 1.404(2) . ? C4 C3 1.469(3) . ? C4 H4 0.95(2) . ? C6 C12 1.404(3) . ? C3 C11 1.401(2) . ? C13 C12 1.382(3) . ? C13 C14 1.391(3) . ? C13 H13 0.88(2) . ? C15 C14 1.387(3) . ? C15 H15 0.96(2) . ? C9 C10 1.386(3) . ? C9 H9 0.94(2) . ? C11 C10 1.387(3) . ? C11 H11 0.93(2) . ? C14 H14 0.99(2) . ? C10 H10 0.94(2) . ? C28 C29 1.388(3) . ? C28 H28 0.91(2) . ? C12 H12 0.92(2) . ? C24 C25 1.381(3) . ? C24 H24 0.93(2) . ? C26 C25 1.390(3) . ? C26 H26 0.92(2) . ? C25 H25 0.91(3) . ? C29 H29 0.97(2) . ? C1S O1S 1.436(3) . ? C1S C2S 1.510(3) . ? C1S H1SA 0.96(3) . ? C1S H1SB 1.06(4) . ? C2S C3S 1.513(3) . ? C2S H2SB 1.00(3) . ? C2S H2SA 1.04(3) . ? O1S C4S 1.425(3) . ? C4S C3S 1.529(3) . ? C4S H4SA 1.00(3) . ? C4S H4SB 0.98(3) . ? C3S H3SB 1.01(3) . ? C3S H3SA 1.04(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 C19 94.31(7) . . ? N1 Ni1 C5 92.41(6) . . ? C19 Ni1 C5 170.23(7) . . ? N1 Ni1 C4 95.78(6) . . ? C19 Ni1 C4 133.64(7) . . ? C5 Ni1 C4 38.25(7) . . ? N1 Ni1 C20 92.58(7) . . ? C19 Ni1 C20 38.47(7) . . ? C5 Ni1 C20 134.13(7) . . ? C4 Ni1 C20 95.88(7) . . ? N1 Ni1 O2 104.91(6) . . ? C19 Ni1 O2 93.52(6) . . ? C5 Ni1 O2 91.59(6) . . ? C4 Ni1 O2 126.76(6) . . ? C20 Ni1 O2 130.59(6) . . ? N1 Ni1 O1 164.94(5) . . ? C19 Ni1 O1 87.88(6) . . ? C5 Ni1 O1 87.47(6) . . ? C4 Ni1 O1 93.43(6) . . ? C20 Ni1 O1 98.31(6) . . ? O2 Ni1 O1 60.05(5) . . ? N1 Ni1 C31 134.99(6) . . ? C19 Ni1 C31 90.63(7) . . ? C5 Ni1 C31 89.63(7) . . ? C4 Ni1 C31 112.45(6) . . ? C20 Ni1 C31 117.16(7) . . ? O2 Ni1 C31 30.08(5) . . ? O1 Ni1 C31 29.97(5) . . ? C31 O1 Ni1 85.13(10) . . ? C31 O2 Ni1 89.12(10) . . ? C4 C5 C6 126.05(16) . . ? C4 C5 Ni1 71.37(10) . . ? C6 C5 Ni1 114.20(12) . . ? C4 C5 H5 116.6(12) . . ? C6 C5 H5 114.3(12) . . ? Ni1 C5 H5 101.6(12) . . ? C20 C19 C18 126.54(16) . . ? C20 C19 Ni1 72.24(11) . . ? C18 C19 Ni1 112.77(12) . . ? C20 C19 H19 115.7(14) . . ? C18 C19 H19 114.7(14) . . ? Ni1 C19 H19 102.2(13) . . ? O2 C31 O1 125.70(16) . . ? O2 C31 C32 118.68(15) . . ? O1 C31 C32 115.62(15) . . ? O2 C31 Ni1 60.80(9) . . ? O1 C31 Ni1 64.90(9) . . ? C32 C31 Ni1 178.49(13) . . ? F2 C32 F1 107.32(15) . . ? F2 C32 F3 106.66(15) . . ? F1 C32 F3 106.90(15) . . ? F2 C32 C31 113.93(14) . . ? F1 C32 C31 110.50(15) . . ? F3 C32 C31 111.19(15) . . ? C16 N1 C1 111.33(13) . . ? C16 N1 Ni1 115.26(10) . . ? C1 N1 Ni1 114.20(10) . . ? C16 N1 H2 106.0(14) . . ? C1 N1 H2 104.2(14) . . ? Ni1 N1 H2 104.6(15) . . ? C27 C21 C22 118.27(16) . . ? C27 C21 C20 118.22(16) . . ? C22 C21 C20 123.52(15) . . ? C30 C22 C21 120.01(16) . . ? C30 C22 C16 119.30(15) . . ? C21 C22 C16 120.68(15) . . ? N1 C16 C22 111.40(13) . . ? N1 C16 C17 111.58(14) . . ? C22 C16 C17 109.76(14) . . ? N1 C16 H16 107.8(11) . . ? C22 C16 H16 108.6(11) . . ? C17 C16 H16 107.5(11) . . ? C24 C23 C17 120.67(18) . . ? C24 C23 H23 119.2(14) . . ? C17 C23 H23 120.0(14) . . ? C8 C2 C3 119.16(16) . . ? C8 C2 C1 118.93(15) . . ? C3 C2 C1 121.79(15) . . ? C29 C30 C22 120.85(17) . . ? C29 C30 H30 120.1(13) . . ? C22 C30 H30 119.0(13) . . ? C9 C8 C2 121.23(17) . . ? C9 C8 H8 120.2(13) . . ? C2 C8 H8 118.5(13) . . ? C17 C18 C26 118.49(17) . . ? C17 C18 C19 123.27(16) . . ? C26 C18 C19 118.20(17) . . ? C28 C27 C21 121.13(17) . . ? C28 C27 H27 120.4(13) . . ? C21 C27 H27 118.4(13) . . ? N1 C1 C7 109.15(14) . . ? N1 C1 C2 114.40(14) . . ? C7 C1 C2 109.11(14) . . ? N1 C1 H1 106.9(10) . . ? C7 C1 H1 107.4(10) . . ? C2 C1 H1 109.6(10) . . ? C23 C17 C18 119.91(17) . . ? C23 C17 C16 119.28(16) . . ? C18 C17 C16 120.70(15) . . ? C19 C20 C21 125.05(16) . . ? C19 C20 Ni1 69.29(10) . . ? C21 C20 Ni1 114.73(12) . . ? C19 C20 H20 115.5(14) . . ? C21 C20 H20 115.9(14) . . ? Ni1 C20 H20 103.9(14) . . ? C15 C7 C6 120.09(17) . . ? C15 C7 C1 119.82(16) . . ? C6 C7 C1 120.09(15) . . ? C5 C4 C3 125.60(16) . . ? C5 C4 Ni1 70.38(10) . . ? C3 C4 Ni1 112.76(12) . . ? C5 C4 H4 115.4(13) . . ? C3 C4 H4 116.7(13) . . ? Ni1 C4 H4 101.2(13) . . ? C7 C6 C12 118.13(17) . . ? C7 C6 C5 123.41(16) . . ? C12 C6 C5 118.35(16) . . ? C11 C3 C2 118.91(16) . . ? C11 C3 C4 118.15(16) . . ? C2 C3 C4 122.94(15) . . ? C12 C13 C14 120.11(18) . . ? C12 C13 H13 123.4(15) . . ? C14 C13 H13 116.5(15) . . ? C14 C15 C7 120.76(18) . . ? C14 C15 H15 120.1(13) . . ? C7 C15 H15 119.1(13) . . ? C10 C9 C8 119.64(18) . . ? C10 C9 H9 121.3(13) . . ? C8 C9 H9 119.1(13) . . ? C10 C11 C3 121.17(17) . . ? C10 C11 H11 121.4(14) . . ? C3 C11 H11 117.4(14) . . ? C15 C14 C13 119.44(18) . . ? C15 C14 H14 120.7(12) . . ? C13 C14 H14 119.9(12) . . ? C9 C10 C11 119.84(17) . . ? C9 C10 H10 121.0(15) . . ? C11 C10 H10 119.2(15) . . ? C27 C28 C29 120.00(17) . . ? C27 C28 H28 121.0(15) . . ? C29 C28 H28 119.0(15) . . ? C13 C12 C6 121.18(18) . . ? C13 C12 H12 122.3(14) . . ? C6 C12 H12 116.4(14) . . ? C25 C24 C23 119.80(19) . . ? C25 C24 H24 123.3(14) . . ? C23 C24 H24 116.9(14) . . ? C25 C26 C18 120.91(19) . . ? C25 C26 H26 120.0(14) . . ? C18 C26 H26 118.9(14) . . ? C24 C25 C26 120.13(18) . . ? C24 C25 H25 122.6(17) . . ? C26 C25 H25 117.2(17) . . ? C30 C29 C28 119.54(17) . . ? C30 C29 H29 119.4(14) . . ? C28 C29 H29 121.0(14) . . ? O1S C1S C2S 104.6(2) . . ? O1S C1S H1SA 105.5(17) . . ? C2S C1S H1SA 111.8(17) . . ? O1S C1S H1SB 110.2(19) . . ? C2S C1S H1SB 107.6(18) . . ? H1SA C1S H1SB 116(2) . . ? C1S C2S C3S 101.5(2) . . ? C1S C2S H2SB 112.9(15) . . ? C3S C2S H2SB 113.5(15) . . ? C1S C2S H2SA 104.5(15) . . ? C3S C2S H2SA 111.0(15) . . ? H2SB C2S H2SA 113(2) . . ? C4S O1S C1S 108.13(17) . . ? O1S C4S C3S 107.25(18) . . ? O1S C4S H4SA 108.5(15) . . ? C3S C4S H4SA 111.3(15) . . ? O1S C4S H4SB 108.7(15) . . ? C3S C4S H4SB 115.0(16) . . ? H4SA C4S H4SB 106(2) . . ? C2S C3S C4S 103.45(19) . . ? C2S C3S H3SB 105.9(17) . . ? C4S C3S H3SB 103.8(18) . . ? C2S C3S H3SA 113.8(16) . . ? C4S C3S H3SA 108.8(17) . . ? H3SB C3S H3SA 120(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ni1 O1 C31 -3.8(2) . . . . ? C19 Ni1 O1 C31 94.95(11) . . . . ? C5 Ni1 O1 C31 -93.65(11) . . . . ? C4 Ni1 O1 C31 -131.45(11) . . . . ? C20 Ni1 O1 C31 132.09(11) . . . . ? O2 Ni1 O1 C31 -0.35(10) . . . . ? N1 Ni1 O2 C31 179.43(11) . . . . ? C19 Ni1 O2 C31 -85.17(11) . . . . ? C5 Ni1 O2 C31 86.51(11) . . . . ? C4 Ni1 O2 C31 70.21(13) . . . . ? C20 Ni1 O2 C31 -73.74(13) . . . . ? O1 Ni1 O2 C31 0.35(10) . . . . ? N1 Ni1 C5 C4 96.29(11) . . . . ? C19 Ni1 C5 C4 -37.1(4) . . . . ? C20 Ni1 C5 C4 0.34(15) . . . . ? O2 Ni1 C5 C4 -158.71(10) . . . . ? O1 Ni1 C5 C4 -98.79(10) . . . . ? C31 Ni1 C5 C4 -128.69(11) . . . . ? N1 Ni1 C5 C6 -25.68(13) . . . . ? C19 Ni1 C5 C6 -159.1(4) . . . . ? C4 Ni1 C5 C6 -121.97(18) . . . . ? C20 Ni1 C5 C6 -121.63(13) . . . . ? O2 Ni1 C5 C6 79.32(13) . . . . ? O1 Ni1 C5 C6 139.24(13) . . . . ? C31 Ni1 C5 C6 109.34(13) . . . . ? N1 Ni1 C19 C20 -88.73(11) . . . . ? C5 Ni1 C19 C20 44.5(4) . . . . ? C4 Ni1 C19 C20 13.47(15) . . . . ? O2 Ni1 C19 C20 166.01(10) . . . . ? O1 Ni1 C19 C20 106.20(10) . . . . ? C31 Ni1 C19 C20 136.04(11) . . . . ? N1 Ni1 C19 C18 34.20(13) . . . . ? C5 Ni1 C19 C18 167.5(4) . . . . ? C4 Ni1 C19 C18 136.41(12) . . . . ? C20 Ni1 C19 C18 122.93(18) . . . . ? O2 Ni1 C19 C18 -71.06(13) . . . . ? O1 Ni1 C19 C18 -130.87(13) . . . . ? C31 Ni1 C19 C18 -101.03(13) . . . . ? Ni1 O2 C31 O1 -0.67(19) . . . . ? Ni1 O2 C31 C32 178.38(14) . . . . ? Ni1 O1 C31 O2 0.64(19) . . . . ? Ni1 O1 C31 C32 -178.43(14) . . . . ? N1 Ni1 C31 O2 -0.79(14) . . . . ? C19 Ni1 C31 O2 95.95(11) . . . . ? C5 Ni1 C31 O2 -93.82(11) . . . . ? C4 Ni1 C31 O2 -125.34(11) . . . . ? C20 Ni1 C31 O2 124.98(11) . . . . ? O1 Ni1 C31 O2 -179.40(17) . . . . ? N1 Ni1 C31 O1 178.62(9) . . . . ? C19 Ni1 C31 O1 -84.65(11) . . . . ? C5 Ni1 C31 O1 85.58(11) . . . . ? C4 Ni1 C31 O1 54.06(12) . . . . ? C20 Ni1 C31 O1 -55.62(12) . . . . ? O2 Ni1 C31 O1 179.40(17) . . . . ? N1 Ni1 C31 C32 -71(5) . . . . ? C19 Ni1 C31 C32 26(5) . . . . ? C5 Ni1 C31 C32 -164(5) . . . . ? C4 Ni1 C31 C32 164(5) . . . . ? C20 Ni1 C31 C32 55(5) . . . . ? O2 Ni1 C31 C32 -70(5) . . . . ? O1 Ni1 C31 C32 110(5) . . . . ? O2 C31 C32 F2 15.8(2) . . . . ? O1 C31 C32 F2 -165.07(16) . . . . ? Ni1 C31 C32 F2 85(5) . . . . ? O2 C31 C32 F1 -105.12(19) . . . . ? O1 C31 C32 F1 74.0(2) . . . . ? Ni1 C31 C32 F1 -36(5) . . . . ? O2 C31 C32 F3 136.35(17) . . . . ? O1 C31 C32 F3 -44.5(2) . . . . ? Ni1 C31 C32 F3 -154(5) . . . . ? C19 Ni1 N1 C16 14.49(12) . . . . ? C5 Ni1 N1 C16 -158.40(12) . . . . ? C4 Ni1 N1 C16 -120.20(12) . . . . ? C20 Ni1 N1 C16 -24.01(12) . . . . ? O2 Ni1 N1 C16 109.30(11) . . . . ? O1 Ni1 N1 C16 112.4(2) . . . . ? C31 Ni1 N1 C16 109.71(12) . . . . ? C19 Ni1 N1 C1 145.27(12) . . . . ? C5 Ni1 N1 C1 -27.63(12) . . . . ? C4 Ni1 N1 C1 10.57(12) . . . . ? C20 Ni1 N1 C1 106.76(12) . . . . ? O2 Ni1 N1 C1 -119.92(11) . . . . ? O1 Ni1 N1 C1 -116.9(2) . . . . ? C31 Ni1 N1 C1 -119.52(12) . . . . ? C27 C21 C22 C30 -5.1(2) . . . . ? C20 C21 C22 C30 174.45(16) . . . . ? C27 C21 C22 C16 173.87(16) . . . . ? C20 C21 C22 C16 -6.6(3) . . . . ? C1 N1 C16 C22 -67.40(17) . . . . ? Ni1 N1 C16 C22 64.73(16) . . . . ? C1 N1 C16 C17 169.54(13) . . . . ? Ni1 N1 C16 C17 -58.33(16) . . . . ? C30 C22 C16 N1 124.11(16) . . . . ? C21 C22 C16 N1 -54.8(2) . . . . ? C30 C22 C16 C17 -111.79(17) . . . . ? C21 C22 C16 C17 69.3(2) . . . . ? C21 C22 C30 C29 2.3(3) . . . . ? C16 C22 C30 C29 -176.62(16) . . . . ? C3 C2 C8 C9 -0.8(3) . . . . ? C1 C2 C8 C9 -176.88(16) . . . . ? C20 C19 C18 C17 36.5(3) . . . . ? Ni1 C19 C18 C17 -47.7(2) . . . . ? C20 C19 C18 C26 -141.16(19) . . . . ? Ni1 C19 C18 C26 134.61(15) . . . . ? C22 C21 C27 C28 4.2(3) . . . . ? C20 C21 C27 C28 -175.31(17) . . . . ? C16 N1 C1 C7 -158.65(13) . . . . ? Ni1 N1 C1 C7 68.69(15) . . . . ? C16 N1 C1 C2 78.81(17) . . . . ? Ni1 N1 C1 C2 -53.85(17) . . . . ? C8 C2 C1 N1 -125.79(16) . . . . ? C3 C2 C1 N1 58.2(2) . . . . ? C8 C2 C1 C7 111.65(18) . . . . ? C3 C2 C1 C7 -64.4(2) . . . . ? C24 C23 C17 C18 -0.7(3) . . . . ? C24 C23 C17 C16 -176.93(17) . . . . ? C26 C18 C17 C23 2.9(3) . . . . ? C19 C18 C17 C23 -174.79(16) . . . . ? C26 C18 C17 C16 179.04(16) . . . . ? C19 C18 C17 C16 1.4(3) . . . . ? N1 C16 C17 C23 -125.38(17) . . . . ? C22 C16 C17 C23 110.62(18) . . . . ? N1 C16 C17 C18 58.4(2) . . . . ? C22 C16 C17 C18 -65.5(2) . . . . ? C18 C19 C20 C21 0.8(3) . . . . ? Ni1 C19 C20 C21 106.33(17) . . . . ? C18 C19 C20 Ni1 -105.57(18) . . . . ? C27 C21 C20 C19 144.67(18) . . . . ? C22 C21 C20 C19 -34.9(3) . . . . ? C27 C21 C20 Ni1 -134.10(14) . . . . ? C22 C21 C20 Ni1 46.4(2) . . . . ? N1 Ni1 C20 C19 93.67(11) . . . . ? C5 Ni1 C20 C19 -170.45(10) . . . . ? C4 Ni1 C20 C19 -170.24(11) . . . . ? O2 Ni1 C20 C19 -18.53(13) . . . . ? O1 Ni1 C20 C19 -75.89(11) . . . . ? C31 Ni1 C20 C19 -51.27(12) . . . . ? N1 Ni1 C20 C21 -26.45(13) . . . . ? C19 Ni1 C20 C21 -120.12(18) . . . . ? C5 Ni1 C20 C21 69.43(16) . . . . ? C4 Ni1 C20 C21 69.64(13) . . . . ? O2 Ni1 C20 C21 -138.65(11) . . . . ? O1 Ni1 C20 C21 163.99(12) . . . . ? C31 Ni1 C20 C21 -171.39(11) . . . . ? N1 C1 C7 C15 125.51(16) . . . . ? C2 C1 C7 C15 -108.83(18) . . . . ? N1 C1 C7 C6 -55.7(2) . . . . ? C2 C1 C7 C6 70.01(19) . . . . ? C6 C5 C4 C3 2.4(3) . . . . ? Ni1 C5 C4 C3 -104.48(17) . . . . ? C6 C5 C4 Ni1 106.84(17) . . . . ? N1 Ni1 C4 C5 -86.55(11) . . . . ? C19 Ni1 C4 C5 171.87(10) . . . . ? C20 Ni1 C4 C5 -179.75(11) . . . . ? O2 Ni1 C4 C5 26.94(13) . . . . ? O1 Ni1 C4 C5 81.52(10) . . . . ? C31 Ni1 C4 C5 57.62(11) . . . . ? N1 Ni1 C4 C3 34.83(13) . . . . ? C19 Ni1 C4 C3 -66.76(16) . . . . ? C5 Ni1 C4 C3 121.37(17) . . . . ? C20 Ni1 C4 C3 -58.38(13) . . . . ? O2 Ni1 C4 C3 148.31(11) . . . . ? O1 Ni1 C4 C3 -157.11(12) . . . . ? C31 Ni1 C4 C3 178.99(11) . . . . ? C15 C7 C6 C12 -5.9(2) . . . . ? C1 C7 C6 C12 175.28(15) . . . . ? C15 C7 C6 C5 170.28(16) . . . . ? C1 C7 C6 C5 -8.6(2) . . . . ? C4 C5 C6 C7 -35.4(3) . . . . ? Ni1 C5 C6 C7 48.6(2) . . . . ? C4 C5 C6 C12 140.80(18) . . . . ? Ni1 C5 C6 C12 -135.29(14) . . . . ? C8 C2 C3 C11 2.2(2) . . . . ? C1 C2 C3 C11 178.21(16) . . . . ? C8 C2 C3 C4 -176.70(16) . . . . ? C1 C2 C3 C4 -0.7(3) . . . . ? C5 C4 C3 C11 -142.16(18) . . . . ? Ni1 C4 C3 C11 136.32(14) . . . . ? C5 C4 C3 C2 36.7(3) . . . . ? Ni1 C4 C3 C2 -44.8(2) . . . . ? C6 C7 C15 C14 2.4(3) . . . . ? C1 C7 C15 C14 -178.81(16) . . . . ? C2 C8 C9 C10 -0.4(3) . . . . ? C2 C3 C11 C10 -2.5(3) . . . . ? C4 C3 C11 C10 176.42(17) . . . . ? C7 C15 C14 C13 2.3(3) . . . . ? C12 C13 C14 C15 -3.3(3) . . . . ? C8 C9 C10 C11 0.1(3) . . . . ? C3 C11 C10 C9 1.4(3) . . . . ? C21 C27 C28 C29 -0.6(3) . . . . ? C14 C13 C12 C6 -0.4(3) . . . . ? C7 C6 C12 C13 4.9(3) . . . . ? C5 C6 C12 C13 -171.41(17) . . . . ? C17 C23 C24 C25 -1.3(3) . . . . ? C17 C18 C26 C25 -3.1(3) . . . . ? C19 C18 C26 C25 174.66(18) . . . . ? C23 C24 C25 C26 1.1(3) . . . . ? C18 C26 C25 C24 1.2(3) . . . . ? C22 C30 C29 C28 1.4(3) . . . . ? C27 C28 C29 C30 -2.3(3) . . . . ? O1S C1S C2S C3S -39.0(3) . . . . ? C2S C1S O1S C4S 31.6(3) . . . . ? C1S O1S C4S C3S -10.8(3) . . . . ? C1S C2S C3S C4S 31.5(3) . . . . ? O1S C4S C3S C2S -13.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.692 _refine_diff_density_min -0.237 _refine_diff_density_rms 0.078 _exptl_crystal_recrystallization_method 'slow diffusion THF / n-hexane' data_sadp-1 _database_code_depnum_ccdc_archive 'CCDC 767257' #TrackingRef '- [Ni(trop2NH)(PPh3)]_CCDC 767257.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic 'Nickel bis(5-H-dibenzo[a,d]cyclohepten-5-yl)-amine triphenylphosphane' _chemical_name_common ;Nickel bis(5-H-dibenzo(a,d)cyclohepten-5-yl)-amine triphenylphosphane ; _chemical_formula_moiety 'C48 H38 N1 Ni1 P1' _chemical_formula_sum 'C48 H38 N1 Ni1 P1' _chemical_properties_physical 'air-sensitive, moisture-sensitive' _exptl_crystal_recrystallization_method 'slow diffusion DME/iPrO : hexanes (1:1:3)' _chemical_melting_point 483 _exptl_crystal_description block _exptl_crystal_colour red _diffrn_ambient_temperature 100(2) _chemical_formula_weight 718.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_int_tables_number 2 _chemical_absolute_configuration ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.4130(11) _cell_length_b 12.0679(11) _cell_length_c 14.4208(13) _cell_angle_alpha 98.677(2) _cell_angle_beta 95.682(2) _cell_angle_gamma 114.432(2) _cell_volume 1758.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5544 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 28.08 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 0.634 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8576 _exptl_absorpt_correction_T_max 0.9054 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'BRUKER APEX CCD' _diffrn_measurement_method 'omega and phi scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18304 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0501 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 28.33 _reflns_number_total 8645 _reflns_number_gt 7229 _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 ORTEP3DIR _computing_publication_material SHELLXTL _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^)+(0.0669P)^2^+0.3227P] 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 8645 _refine_ls_number_parameters 463 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0530 _refine_ls_R_factor_gt 0.0434 _refine_ls_wR_factor_ref 0.1157 _refine_ls_wR_factor_gt 0.1099 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.037 _refine_ls_shift/su_max 2.488 _refine_ls_shift/su_mean 0.009 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 C12 C 0.79486(19) 0.43212(18) 0.17749(14) 0.0194(4) Uani 1 1 d . . . H12 H 0.8343 0.5064 0.2229 0.023 Uiso 1 1 calc R . . Ni1 Ni 0.97592(2) 0.25404(2) 0.309344(15) 0.01231(8) Uani 1 1 d . . . P2 P 1.14142(4) 0.42388(4) 0.30206(3) 0.01280(11) Uani 1 1 d . . . C19 C 1.09645(17) 0.17213(16) 0.33512(13) 0.0146(3) Uani 1 1 d . . . H19 H 1.1762 0.2277 0.3812 0.017 Uiso 1 1 calc R . . N1 N 0.86924(15) 0.11377(14) 0.17785(11) 0.0126(3) Uani 1 1 d . . . H1 H 0.909(2) 0.148(2) 0.1310(16) 0.015 Uiso 1 1 calc . . . C31 C 1.23993(18) 0.40421(16) 0.21389(13) 0.0147(3) Uani 1 1 d . . . C5 C 0.84682(17) 0.32922(17) 0.30074(13) 0.0146(3) Uani 1 1 d . . . H5 H 0.8816 0.4131 0.3406 0.018 Uiso 1 1 calc R . . C7 C 0.73152(17) 0.21229(17) 0.13170(13) 0.0159(4) Uani 1 1 d . . . C36 C 1.37211(19) 0.43159(18) 0.23574(14) 0.0188(4) Uani 1 1 d . . . H36 H 1.4167 0.4675 0.2981 0.023 Uiso 1 1 calc R . . C4 C 0.80292(18) 0.23557(17) 0.35385(13) 0.0157(4) Uani 1 1 d . . . H4 H 0.8154 0.2693 0.4222 0.019 Uiso 1 1 calc R . . C18 C 1.12332(18) 0.10697(16) 0.25076(13) 0.0148(3) Uani 1 1 d . . . C6 C 0.79015(17) 0.32265(17) 0.20271(13) 0.0159(4) Uani 1 1 d . . . C15 C 0.67726(19) 0.21386(19) 0.04125(14) 0.0203(4) Uani 1 1 d . . . H15 H 0.6370 0.1402 -0.0047 0.024 Uiso 1 1 calc R . . C37 C 1.25798(17) 0.50106(16) 0.41471(13) 0.0149(3) Uani 1 1 d . . . C3 C 0.68886(18) 0.11553(17) 0.32162(13) 0.0159(4) Uani 1 1 d . . . C42 C 1.22887(18) 0.45262(17) 0.49591(13) 0.0159(4) Uani 1 1 d . . . H42 H 1.1563 0.3771 0.4906 0.019 Uiso 1 1 calc R . . C14 C 0.6822(2) 0.3232(2) 0.01846(15) 0.0236(4) Uani 1 1 d . . . H14 H 0.6454 0.3229 -0.0421 0.028 Uiso 1 1 calc R . . C1 C 0.73094(17) 0.09264(17) 0.15131(13) 0.0150(4) Uani 1 1 d . . . H1A H 0.6916 0.0290 0.0922 0.018 Uiso 1 1 calc R . . C44 C 1.12058(18) 0.59428(17) 0.19035(14) 0.0181(4) Uani 1 1 d . . . H44 H 1.1384 0.5493 0.1400 0.022 Uiso 1 1 calc R . . C27 C 0.83309(19) -0.07427(18) 0.41771(14) 0.0191(4) Uani 1 1 d . . . H27 H 0.8608 -0.0342 0.4816 0.023 Uiso 1 1 calc R . . C45 C 1.0966(2) 0.69608(19) 0.17732(15) 0.0234(4) Uani 1 1 d . . . H45 H 1.0990 0.7185 0.1184 0.028 Uiso 1 1 calc R . . C43 C 1.11800(17) 0.55994(16) 0.27833(13) 0.0157(4) Uani 1 1 d . . . C2 C 0.65066(17) 0.04680(17) 0.22698(13) 0.0152(4) Uani 1 1 d . . . C30 C 0.74543(19) -0.19384(18) 0.22871(14) 0.0195(4) Uani 1 1 d . . . H30 H 0.7153 -0.2345 0.1650 0.023 Uiso 1 1 calc R . . C24 C 1.1899(2) -0.01299(19) 0.09683(15) 0.0227(4) Uani 1 1 d . . . H24 H 1.2115 -0.0530 0.0457 0.027 Uiso 1 1 calc R . . C20 C 0.98679(18) 0.12031(17) 0.37918(13) 0.0158(4) Uani 1 1 d . . . H20 H 1.0075 0.1486 0.4487 0.019 Uiso 1 1 calc R . . C22 C 0.83657(17) -0.06914(17) 0.25167(13) 0.0144(3) Uani 1 1 d . . . C32 C 1.17548(19) 0.34912(17) 0.11938(13) 0.0177(4) Uani 1 1 d . . . H32 H 1.0869 0.3282 0.1034 0.021 Uiso 1 1 calc R . . C21 C 0.88425(18) -0.00784(17) 0.34775(13) 0.0149(4) Uani 1 1 d . . . C17 C 1.02631(18) 0.02489(16) 0.17287(13) 0.0142(3) Uani 1 1 d . . . C16 C 0.88452(17) -0.00369(16) 0.17202(12) 0.0139(3) Uani 1 1 d . . . H16 H 0.8335 -0.0600 0.1113 0.017 Uiso 1 1 calc R . . C23 C 1.0617(2) -0.03351(17) 0.09702(14) 0.0184(4) Uani 1 1 d . . . H23 H 0.9975 -0.0874 0.0455 0.022 Uiso 1 1 calc R . . C39 C 1.44506(19) 0.67835(18) 0.51382(14) 0.0207(4) Uani 1 1 d . . . H39 H 1.5178 0.7540 0.5200 0.025 Uiso 1 1 calc R . . C41 C 1.30688(19) 0.51571(18) 0.58455(14) 0.0198(4) Uani 1 1 d . . . H41 H 1.2870 0.4817 0.6379 0.024 Uiso 1 1 calc R . . C26 C 1.25254(18) 0.12614(18) 0.24884(15) 0.0204(4) Uani 1 1 d . . . H26 H 1.3176 0.1799 0.3000 0.025 Uiso 1 1 calc R . . C38 C 1.36801(18) 0.61542(18) 0.42465(14) 0.0186(4) Uani 1 1 d . . . H38 H 1.3894 0.6492 0.3714 0.022 Uiso 1 1 calc R . . C33 C 1.2418(2) 0.32537(18) 0.04941(14) 0.0214(4) Uani 1 1 d . . . H33 H 1.1978 0.2900 -0.0132 0.026 Uiso 1 1 calc R . . C28 C 0.7425(2) -0.19802(19) 0.39363(15) 0.0225(4) Uani 1 1 d . . . H28 H 0.7109 -0.2405 0.4411 0.027 Uiso 1 1 calc R . . C29 C 0.6990(2) -0.25829(18) 0.29893(16) 0.0232(4) Uani 1 1 d . . . H29 H 0.6388 -0.3417 0.2825 0.028 Uiso 1 1 calc R . . C40 C 1.41381(19) 0.62860(19) 0.59370(14) 0.0215(4) Uani 1 1 d . . . H40 H 1.4650 0.6714 0.6534 0.026 Uiso 1 1 calc R . . C8 C 0.53745(18) -0.06424(18) 0.20182(15) 0.0201(4) Uani 1 1 d . . . H8 H 0.5125 -0.1084 0.1389 0.024 Uiso 1 1 calc R . . C34 C 1.3737(2) 0.35402(19) 0.07214(15) 0.0250(4) Uani 1 1 d . . . H34 H 1.4183 0.3384 0.0250 0.030 Uiso 1 1 calc R . . C35 C 1.4382(2) 0.4060(2) 0.16557(15) 0.0246(4) Uani 1 1 d . . . H35 H 1.5260 0.4239 0.1815 0.029 Uiso 1 1 calc R . . C48 C 1.0897(2) 0.62901(18) 0.35242(14) 0.0204(4) Uani 1 1 d . . . H48 H 1.0868 0.6069 0.4115 0.024 Uiso 1 1 calc R . . C10 C 0.4994(2) -0.0465(2) 0.36140(16) 0.0272(5) Uani 1 1 d . . . H10 H 0.4495 -0.0774 0.4068 0.033 Uiso 1 1 calc R . . C47 C 1.0658(2) 0.72979(19) 0.33915(16) 0.0253(4) Uani 1 1 d . . . H47 H 1.0475 0.7748 0.3892 0.030 Uiso 1 1 calc R . . C9 C 0.4607(2) -0.11101(19) 0.26816(16) 0.0256(4) Uani 1 1 d . . . H9 H 0.3842 -0.1848 0.2499 0.031 Uiso 1 1 calc R . . C11 C 0.6121(2) 0.06395(19) 0.38801(15) 0.0222(4) Uani 1 1 d . . . H11 H 0.6377 0.1052 0.4517 0.027 Uiso 1 1 calc R . . C25 C 1.2868(2) 0.06797(19) 0.17354(16) 0.0238(4) Uani 1 1 d . . . H25 H 1.3736 0.0827 0.1740 0.029 Uiso 1 1 calc R . . C13 C 0.7424(2) 0.4326(2) 0.08694(15) 0.0233(4) Uani 1 1 d . . . H13 H 0.7477 0.5067 0.0721 0.028 Uiso 1 1 calc R . . C46 C 1.0693(2) 0.76350(19) 0.25108(16) 0.0260(4) Uani 1 1 d . . . H46 H 1.0534 0.8310 0.2419 0.031 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 C12 0.0175(9) 0.0188(9) 0.0252(10) 0.0073(8) 0.0063(8) 0.0097(8) Ni1 0.01264(12) 0.01042(12) 0.01305(13) 0.00276(8) 0.00083(9) 0.00445(9) P2 0.0136(2) 0.0105(2) 0.0129(2) 0.00268(16) 0.00045(17) 0.00430(17) C19 0.0144(8) 0.0122(8) 0.0146(8) 0.0013(7) -0.0030(7) 0.0051(7) N1 0.0147(7) 0.0118(7) 0.0120(7) 0.0043(6) 0.0030(6) 0.0057(6) C31 0.0176(9) 0.0122(8) 0.0150(8) 0.0055(7) 0.0044(7) 0.0060(7) C5 0.0135(8) 0.0138(8) 0.0159(9) 0.0017(7) 0.0014(7) 0.0060(7) C7 0.0133(8) 0.0190(9) 0.0164(9) 0.0052(7) 0.0031(7) 0.0074(7) C36 0.0183(9) 0.0172(9) 0.0194(9) 0.0039(7) 0.0013(7) 0.0067(7) C4 0.0187(9) 0.0163(9) 0.0134(8) 0.0023(7) 0.0035(7) 0.0090(7) C18 0.0171(9) 0.0111(8) 0.0174(9) 0.0054(7) 0.0033(7) 0.0067(7) C6 0.0128(8) 0.0177(9) 0.0201(9) 0.0075(7) 0.0054(7) 0.0078(7) C15 0.0189(9) 0.0279(10) 0.0165(9) 0.0058(8) 0.0022(7) 0.0124(8) C37 0.0146(8) 0.0131(8) 0.0157(9) 0.0010(7) -0.0009(7) 0.0064(7) C3 0.0163(8) 0.0174(9) 0.0169(9) 0.0067(7) 0.0048(7) 0.0088(7) C42 0.0160(9) 0.0136(8) 0.0180(9) 0.0034(7) 0.0007(7) 0.0070(7) C14 0.0226(10) 0.0346(12) 0.0204(10) 0.0136(9) 0.0043(8) 0.0164(9) C1 0.0141(8) 0.0151(9) 0.0134(8) 0.0010(7) -0.0004(7) 0.0052(7) C44 0.0174(9) 0.0161(9) 0.0214(9) 0.0073(7) 0.0032(7) 0.0067(7) C27 0.0234(10) 0.0194(9) 0.0181(9) 0.0072(7) 0.0045(8) 0.0116(8) C45 0.0250(10) 0.0207(10) 0.0259(10) 0.0117(8) 0.0033(8) 0.0093(8) C43 0.0141(8) 0.0109(8) 0.0185(9) 0.0029(7) 0.0000(7) 0.0027(7) C2 0.0130(8) 0.0167(9) 0.0178(9) 0.0062(7) 0.0023(7) 0.0076(7) C30 0.0182(9) 0.0156(9) 0.0217(10) 0.0030(7) -0.0007(7) 0.0056(8) C24 0.0314(11) 0.0226(10) 0.0246(10) 0.0099(8) 0.0139(9) 0.0183(9) C20 0.0196(9) 0.0137(8) 0.0144(9) 0.0042(7) 0.0000(7) 0.0079(7) C22 0.0143(8) 0.0137(8) 0.0166(9) 0.0061(7) 0.0032(7) 0.0064(7) C32 0.0177(9) 0.0129(9) 0.0193(9) 0.0045(7) 0.0018(7) 0.0034(7) C21 0.0155(8) 0.0144(9) 0.0171(9) 0.0066(7) 0.0025(7) 0.0076(7) C17 0.0167(9) 0.0132(8) 0.0153(8) 0.0068(7) 0.0039(7) 0.0076(7) C16 0.0164(8) 0.0111(8) 0.0127(8) 0.0014(6) 0.0001(7) 0.0054(7) C23 0.0252(10) 0.0153(9) 0.0165(9) 0.0063(7) 0.0039(7) 0.0097(8) C39 0.0149(9) 0.0157(9) 0.0242(10) -0.0018(7) -0.0013(7) 0.0028(7) C41 0.0251(10) 0.0212(10) 0.0153(9) 0.0021(7) 0.0013(7) 0.0134(8) C26 0.0147(9) 0.0166(9) 0.0288(11) 0.0062(8) -0.0002(8) 0.0061(7) C38 0.0178(9) 0.0173(9) 0.0191(9) 0.0034(7) 0.0023(7) 0.0065(7) C33 0.0283(10) 0.0151(9) 0.0177(9) 0.0035(7) 0.0048(8) 0.0063(8) C28 0.0225(10) 0.0205(10) 0.0275(11) 0.0144(8) 0.0079(8) 0.0082(8) C29 0.0179(9) 0.0132(9) 0.0350(11) 0.0101(8) 0.0029(8) 0.0022(7) C40 0.0199(9) 0.0244(10) 0.0175(9) -0.0022(8) -0.0050(7) 0.0112(8) C8 0.0152(9) 0.0183(9) 0.0237(10) 0.0043(8) -0.0014(7) 0.0054(8) C34 0.0314(11) 0.0238(10) 0.0226(10) 0.0054(8) 0.0127(9) 0.0128(9) C35 0.0198(10) 0.0262(11) 0.0299(11) 0.0064(9) 0.0083(8) 0.0111(8) C48 0.0253(10) 0.0178(9) 0.0169(9) 0.0023(7) 0.0006(8) 0.0094(8) C10 0.0239(10) 0.0279(11) 0.0337(12) 0.0157(9) 0.0138(9) 0.0100(9) C47 0.0317(11) 0.0175(10) 0.0289(11) 0.0025(8) 0.0051(9) 0.0137(9) C9 0.0154(9) 0.0196(10) 0.0383(12) 0.0116(9) 0.0039(8) 0.0025(8) C11 0.0252(10) 0.0225(10) 0.0218(10) 0.0076(8) 0.0100(8) 0.0109(8) C25 0.0185(9) 0.0239(10) 0.0363(12) 0.0128(9) 0.0109(8) 0.0129(8) C13 0.0232(10) 0.0259(10) 0.0297(11) 0.0167(9) 0.0091(8) 0.0149(9) C46 0.0291(11) 0.0161(10) 0.0353(12) 0.0077(8) 0.0035(9) 0.0119(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C12 C13 1.383(3) . ? C12 C6 1.404(3) . ? C12 H12 0.9300 . ? Ni1 C5 2.0280(18) . ? Ni1 C19 2.0353(18) . ? Ni1 C20 2.0654(18) . ? Ni1 C4 2.0712(18) . ? Ni1 P2 2.1636(5) . ? Ni1 N1 2.1939(15) . ? P2 C31 1.8302(19) . ? P2 C37 1.8349(18) . ? P2 C43 1.8437(19) . ? C19 C20 1.411(3) . ? C19 C18 1.475(3) . ? C19 H19 0.9800 . ? N1 C16 1.489(2) . ? N1 C1 1.490(2) . ? N1 H1 0.87(2) . ? C31 C36 1.395(3) . ? C31 C32 1.401(3) . ? C5 C4 1.408(2) . ? C5 C6 1.472(3) . ? C5 H5 0.9800 . ? C7 C15 1.394(3) . ? C7 C6 1.409(3) . ? C7 C1 1.510(3) . ? C36 C35 1.392(3) . ? C36 H36 0.9300 . ? C4 C3 1.458(3) . ? C4 H4 0.9800 . ? C18 C26 1.399(3) . ? C18 C17 1.407(3) . ? C15 C14 1.388(3) . ? C15 H15 0.9300 . ? C37 C42 1.395(3) . ? C37 C38 1.405(3) . ? C3 C11 1.402(3) . ? C3 C2 1.408(3) . ? C42 C41 1.388(3) . ? C42 H42 0.9300 . ? C14 C13 1.383(3) . ? C14 H14 0.9300 . ? C1 C2 1.516(3) . ? C1 H1A 0.9800 . ? C44 C43 1.392(3) . ? C44 C45 1.399(3) . ? C44 H44 0.9300 . ? C27 C28 1.384(3) . ? C27 C21 1.405(3) . ? C27 H27 0.9300 . ? C45 C46 1.380(3) . ? C45 H45 0.9300 . ? C43 C48 1.401(3) . ? C2 C8 1.387(3) . ? C30 C29 1.384(3) . ? C30 C22 1.394(3) . ? C30 H30 0.9300 . ? C24 C23 1.380(3) . ? C24 C25 1.392(3) . ? C24 H24 0.9300 . ? C20 C21 1.467(3) . ? C20 H20 0.9800 . ? C22 C21 1.404(3) . ? C22 C16 1.511(2) . ? C32 C33 1.384(3) . ? C32 H32 0.9300 . ? C17 C23 1.395(3) . ? C17 C16 1.507(2) . ? C16 H16 0.9800 . ? C23 H23 0.9300 . ? C39 C40 1.388(3) . ? C39 C38 1.390(3) . ? C39 H39 0.9300 . ? C41 C40 1.379(3) . ? C41 H41 0.9300 . ? C26 C25 1.381(3) . ? C26 H26 0.9300 . ? C38 H38 0.9300 . ? C33 C34 1.390(3) . ? C33 H33 0.9300 . ? C28 C29 1.381(3) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C40 H40 0.9300 . ? C8 C9 1.386(3) . ? C8 H8 0.9300 . ? C34 C35 1.385(3) . ? C34 H34 0.9300 . ? C35 H35 0.9300 . ? C48 C47 1.387(3) . ? C48 H48 0.9300 . ? C10 C9 1.375(3) . ? C10 C11 1.381(3) . ? C10 H10 0.9300 . ? C47 C46 1.390(3) . ? C47 H47 0.9300 . ? C9 H9 0.9300 . ? C11 H11 0.9300 . ? C25 H25 0.9300 . ? C13 H13 0.9300 . ? C46 H46 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 C13 C12 C6 121.78(19) . . ? C13 C12 H12 119.1 . . ? C6 C12 H12 119.1 . . ? C5 Ni1 C19 171.93(7) . . ? C5 Ni1 C20 132.35(7) . . ? C19 Ni1 C20 40.25(7) . . ? C5 Ni1 C4 40.17(7) . . ? C19 Ni1 C4 132.43(7) . . ? C20 Ni1 C4 92.23(7) . . ? C5 Ni1 P2 94.05(5) . . ? C19 Ni1 P2 90.60(5) . . ? C20 Ni1 P2 124.76(5) . . ? C4 Ni1 P2 127.83(5) . . ? C5 Ni1 N1 91.87(6) . . ? C19 Ni1 N1 91.61(6) . . ? C20 Ni1 N1 91.45(6) . . ? C4 Ni1 N1 91.56(7) . . ? P2 Ni1 N1 119.18(4) . . ? C31 P2 C37 105.01(8) . . ? C31 P2 C43 102.63(8) . . ? C37 P2 C43 97.63(8) . . ? C31 P2 Ni1 114.50(6) . . ? C37 P2 Ni1 114.05(6) . . ? C43 P2 Ni1 120.64(6) . . ? C20 C19 C18 125.27(16) . . ? C20 C19 Ni1 71.02(10) . . ? C18 C19 Ni1 116.44(12) . . ? C20 C19 H19 112.5 . . ? C18 C19 H19 112.5 . . ? Ni1 C19 H19 112.5 . . ? C16 N1 C1 113.37(14) . . ? C16 N1 Ni1 114.42(11) . . ? C1 N1 Ni1 114.05(11) . . ? C16 N1 H1 106.4(14) . . ? C1 N1 H1 104.9(14) . . ? Ni1 N1 H1 102.2(14) . . ? C36 C31 C32 117.98(17) . . ? C36 C31 P2 124.36(14) . . ? C32 C31 P2 117.48(14) . . ? C4 C5 C6 126.78(16) . . ? C4 C5 Ni1 71.56(11) . . ? C6 C5 Ni1 114.31(12) . . ? C4 C5 H5 112.5 . . ? C6 C5 H5 112.5 . . ? Ni1 C5 H5 112.5 . . ? C15 C7 C6 119.95(18) . . ? C15 C7 C1 119.31(17) . . ? C6 C7 C1 120.70(16) . . ? C35 C36 C31 120.96(18) . . ? C35 C36 H36 119.5 . . ? C31 C36 H36 119.5 . . ? C5 C4 C3 125.35(17) . . ? C5 C4 Ni1 68.26(10) . . ? C3 C4 Ni1 117.79(13) . . ? C5 C4 H4 112.7 . . ? C3 C4 H4 112.7 . . ? Ni1 C4 H4 112.7 . . ? C26 C18 C17 118.02(17) . . ? C26 C18 C19 118.10(17) . . ? C17 C18 C19 123.88(16) . . ? C12 C6 C7 117.56(17) . . ? C12 C6 C5 118.68(17) . . ? C7 C6 C5 123.75(17) . . ? C14 C15 C7 121.28(19) . . ? C14 C15 H15 119.4 . . ? C7 C15 H15 119.4 . . ? C42 C37 C38 118.49(17) . . ? C42 C37 P2 119.06(13) . . ? C38 C37 P2 122.02(14) . . ? C11 C3 C2 117.33(17) . . ? C11 C3 C4 118.82(17) . . ? C2 C3 C4 123.85(16) . . ? C41 C42 C37 120.85(17) . . ? C41 C42 H42 119.6 . . ? C37 C42 H42 119.6 . . ? C13 C14 C15 119.18(18) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? N1 C1 C7 108.16(14) . . ? N1 C1 C2 112.31(14) . . ? C7 C1 C2 111.86(15) . . ? N1 C1 H1A 108.1 . . ? C7 C1 H1A 108.1 . . ? C2 C1 H1A 108.1 . . ? C43 C44 C45 120.35(19) . . ? C43 C44 H44 119.8 . . ? C45 C44 H44 119.8 . . ? C28 C27 C21 121.49(18) . . ? C28 C27 H27 119.3 . . ? C21 C27 H27 119.3 . . ? C46 C45 C44 120.65(19) . . ? C46 C45 H45 119.7 . . ? C44 C45 H45 119.7 . . ? C44 C43 C48 118.32(17) . . ? C44 C43 P2 124.01(15) . . ? C48 C43 P2 117.60(14) . . ? C8 C2 C3 119.89(17) . . ? C8 C2 C1 119.10(17) . . ? C3 C2 C1 121.00(16) . . ? C29 C30 C22 121.24(18) . . ? C29 C30 H30 119.4 . . ? C22 C30 H30 119.4 . . ? C23 C24 C25 119.70(18) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C19 C20 C21 124.19(17) . . ? C19 C20 Ni1 68.73(10) . . ? C21 C20 Ni1 118.35(12) . . ? C19 C20 H20 112.8 . . ? C21 C20 H20 112.8 . . ? Ni1 C20 H20 112.8 . . ? C30 C22 C21 119.67(17) . . ? C30 C22 C16 118.93(16) . . ? C21 C22 C16 121.38(16) . . ? C33 C32 C31 120.98(18) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C22 C21 C27 118.02(17) . . ? C22 C21 C20 123.72(16) . . ? C27 C21 C20 118.24(17) . . ? C23 C17 C18 119.43(17) . . ? C23 C17 C16 119.77(17) . . ? C18 C17 C16 120.77(16) . . ? N1 C16 C17 109.16(14) . . ? N1 C16 C22 112.87(15) . . ? C17 C16 C22 110.00(14) . . ? N1 C16 H16 108.2 . . ? C17 C16 H16 108.2 . . ? C22 C16 H16 108.2 . . ? C24 C23 C17 121.43(18) . . ? C24 C23 H23 119.3 . . ? C17 C23 H23 119.3 . . ? C40 C39 C38 120.22(18) . . ? C40 C39 H39 119.9 . . ? C38 C39 H39 119.9 . . ? C40 C41 C42 120.19(18) . . ? C40 C41 H41 119.9 . . ? C42 C41 H41 119.9 . . ? C25 C26 C18 122.24(19) . . ? C25 C26 H26 118.9 . . ? C18 C26 H26 118.9 . . ? C39 C38 C37 120.26(18) . . ? C39 C38 H38 119.9 . . ? C37 C38 H38 119.9 . . ? C32 C33 C34 120.36(19) . . ? C32 C33 H33 119.8 . . ? C34 C33 H33 119.8 . . ? C29 C28 C27 119.92(18) . . ? C29 C28 H28 120.0 . . ? C27 C28 H28 120.0 . . ? C28 C29 C30 119.61(18) . . ? C28 C29 H29 120.2 . . ? C30 C29 H29 120.2 . . ? C41 C40 C39 119.99(18) . . ? C41 C40 H40 120.0 . . ? C39 C40 H40 120.0 . . ? C9 C8 C2 121.59(19) . . ? C9 C8 H8 119.2 . . ? C2 C8 H8 119.2 . . ? C35 C34 C33 119.40(19) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? C34 C35 C36 120.30(19) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C47 C48 C43 121.12(18) . . ? C47 C48 H48 119.4 . . ? C43 C48 H48 119.4 . . ? C9 C10 C11 120.42(19) . . ? C9 C10 H10 119.8 . . ? C11 C10 H10 119.8 . . ? C48 C47 C46 120.00(19) . . ? C48 C47 H47 120.0 . . ? C46 C47 H47 120.0 . . ? C10 C9 C8 118.90(19) . . ? C10 C9 H9 120.6 . . ? C8 C9 H9 120.6 . . ? C10 C11 C3 121.77(19) . . ? C10 C11 H11 119.1 . . ? C3 C11 H11 119.1 . . ? C26 C25 C24 119.19(18) . . ? C26 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? C14 C13 C12 120.20(19) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C45 C46 C47 119.55(19) . . ? C45 C46 H46 120.2 . . ? C47 C46 H46 120.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 Ni1 P2 C31 -130.19(8) . . . . ? C19 Ni1 P2 C31 56.41(8) . . . . ? C20 Ni1 P2 C31 79.23(9) . . . . ? C4 Ni1 P2 C31 -154.00(9) . . . . ? N1 Ni1 P2 C31 -35.77(8) . . . . ? C5 Ni1 P2 C37 108.81(8) . . . . ? C19 Ni1 P2 C37 -64.59(8) . . . . ? C20 Ni1 P2 C37 -41.78(9) . . . . ? C4 Ni1 P2 C37 84.99(9) . . . . ? N1 Ni1 P2 C37 -156.78(8) . . . . ? C5 Ni1 P2 C43 -6.87(9) . . . . ? C19 Ni1 P2 C43 179.73(9) . . . . ? C20 Ni1 P2 C43 -157.46(9) . . . . ? C4 Ni1 P2 C43 -30.69(10) . . . . ? N1 Ni1 P2 C43 87.54(8) . . . . ? C5 Ni1 C19 C20 25.2(5) . . . . ? C4 Ni1 C19 C20 3.26(15) . . . . ? P2 Ni1 C19 C20 150.46(10) . . . . ? N1 Ni1 C19 C20 -90.33(11) . . . . ? C5 Ni1 C19 C18 145.9(5) . . . . ? C20 Ni1 C19 C18 120.73(18) . . . . ? C4 Ni1 C19 C18 123.99(14) . . . . ? P2 Ni1 C19 C18 -88.81(13) . . . . ? N1 Ni1 C19 C18 30.40(14) . . . . ? C5 Ni1 N1 C16 -152.86(12) . . . . ? C19 Ni1 N1 C16 19.86(12) . . . . ? C20 Ni1 N1 C16 -20.41(12) . . . . ? C4 Ni1 N1 C16 -112.67(12) . . . . ? P2 Ni1 N1 C16 111.45(11) . . . . ? C5 Ni1 N1 C1 -20.05(12) . . . . ? C19 Ni1 N1 C1 152.67(12) . . . . ? C20 Ni1 N1 C1 112.41(12) . . . . ? C4 Ni1 N1 C1 20.14(12) . . . . ? P2 Ni1 N1 C1 -115.74(11) . . . . ? C37 P2 C31 C36 6.41(18) . . . . ? C43 P2 C31 C36 108.00(16) . . . . ? Ni1 P2 C31 C36 -119.45(15) . . . . ? C37 P2 C31 C32 -178.66(14) . . . . ? C43 P2 C31 C32 -77.07(15) . . . . ? Ni1 P2 C31 C32 55.47(15) . . . . ? C19 Ni1 C5 C4 -25.3(5) . . . . ? C20 Ni1 C5 C4 -3.46(15) . . . . ? P2 Ni1 C5 C4 -150.37(10) . . . . ? N1 Ni1 C5 C4 90.20(11) . . . . ? C19 Ni1 C5 C6 -148.1(5) . . . . ? C20 Ni1 C5 C6 -126.27(13) . . . . ? C4 Ni1 C5 C6 -122.81(18) . . . . ? P2 Ni1 C5 C6 86.82(13) . . . . ? N1 Ni1 C5 C6 -32.61(13) . . . . ? C32 C31 C36 C35 0.6(3) . . . . ? P2 C31 C36 C35 175.49(15) . . . . ? C6 C5 C4 C3 -2.4(3) . . . . ? Ni1 C5 C4 C3 -109.43(18) . . . . ? C6 C5 C4 Ni1 107.02(18) . . . . ? C19 Ni1 C4 C5 175.34(10) . . . . ? C20 Ni1 C4 C5 177.44(11) . . . . ? P2 Ni1 C4 C5 38.64(12) . . . . ? N1 Ni1 C4 C5 -91.05(11) . . . . ? C5 Ni1 C4 C3 119.60(19) . . . . ? C19 Ni1 C4 C3 -65.06(17) . . . . ? C20 Ni1 C4 C3 -62.95(15) . . . . ? P2 Ni1 C4 C3 158.24(11) . . . . ? N1 Ni1 C4 C3 28.55(14) . . . . ? C20 C19 C18 C26 -140.12(19) . . . . ? Ni1 C19 C18 C26 135.23(15) . . . . ? C20 C19 C18 C17 38.7(3) . . . . ? Ni1 C19 C18 C17 -46.0(2) . . . . ? C13 C12 C6 C7 1.0(3) . . . . ? C13 C12 C6 C5 -179.36(17) . . . . ? C15 C7 C6 C12 -2.0(3) . . . . ? C1 C7 C6 C12 175.79(16) . . . . ? C15 C7 C6 C5 178.38(17) . . . . ? C1 C7 C6 C5 -3.8(3) . . . . ? C4 C5 C6 C12 147.24(19) . . . . ? Ni1 C5 C6 C12 -128.25(15) . . . . ? C4 C5 C6 C7 -33.1(3) . . . . ? Ni1 C5 C6 C7 51.4(2) . . . . ? C6 C7 C15 C14 1.5(3) . . . . ? C1 C7 C15 C14 -176.35(17) . . . . ? C31 P2 C37 C42 -130.69(15) . . . . ? C43 P2 C37 C42 123.98(15) . . . . ? Ni1 P2 C37 C42 -4.55(17) . . . . ? C31 P2 C37 C38 56.94(17) . . . . ? C43 P2 C37 C38 -48.38(17) . . . . ? Ni1 P2 C37 C38 -176.91(13) . . . . ? C5 C4 C3 C11 -143.55(19) . . . . ? Ni1 C4 C3 C11 134.46(16) . . . . ? C5 C4 C3 C2 36.8(3) . . . . ? Ni1 C4 C3 C2 -45.2(2) . . . . ? C38 C37 C42 C41 -0.1(3) . . . . ? P2 C37 C42 C41 -172.77(14) . . . . ? C7 C15 C14 C13 0.2(3) . . . . ? C16 N1 C1 C7 -163.51(14) . . . . ? Ni1 N1 C1 C7 63.17(16) . . . . ? C16 N1 C1 C2 72.55(19) . . . . ? Ni1 N1 C1 C2 -60.76(17) . . . . ? C15 C7 C1 N1 118.67(18) . . . . ? C6 C7 C1 N1 -59.1(2) . . . . ? C15 C7 C1 C2 -117.12(18) . . . . ? C6 C7 C1 C2 65.1(2) . . . . ? C43 C44 C45 C46 -0.4(3) . . . . ? C45 C44 C43 C48 0.6(3) . . . . ? C45 C44 C43 P2 177.37(15) . . . . ? C31 P2 C43 C44 26.24(18) . . . . ? C37 P2 C43 C44 133.57(16) . . . . ? Ni1 P2 C43 C44 -102.56(16) . . . . ? C31 P2 C43 C48 -156.97(15) . . . . ? C37 P2 C43 C48 -49.64(16) . . . . ? Ni1 P2 C43 C48 74.23(16) . . . . ? C11 C3 C2 C8 3.1(3) . . . . ? C4 C3 C2 C8 -177.28(18) . . . . ? C11 C3 C2 C1 -177.41(17) . . . . ? C4 C3 C2 C1 2.3(3) . . . . ? N1 C1 C2 C8 -123.81(18) . . . . ? C7 C1 C2 C8 114.33(19) . . . . ? N1 C1 C2 C3 56.6(2) . . . . ? C7 C1 C2 C3 -65.2(2) . . . . ? C18 C19 C20 C21 1.1(3) . . . . ? Ni1 C19 C20 C21 110.59(17) . . . . ? C18 C19 C20 Ni1 -109.48(18) . . . . ? C5 Ni1 C20 C19 -175.36(10) . . . . ? C4 Ni1 C20 C19 -177.59(11) . . . . ? P2 Ni1 C20 C19 -36.88(12) . . . . ? N1 Ni1 C20 C19 90.79(11) . . . . ? C5 Ni1 C20 C21 66.27(17) . . . . ? C19 Ni1 C20 C21 -118.37(19) . . . . ? C4 Ni1 C20 C21 64.03(15) . . . . ? P2 Ni1 C20 C21 -155.25(12) . . . . ? N1 Ni1 C20 C21 -27.58(14) . . . . ? C29 C30 C22 C21 1.1(3) . . . . ? C29 C30 C22 C16 179.60(17) . . . . ? C36 C31 C32 C33 -1.5(3) . . . . ? P2 C31 C32 C33 -176.77(14) . . . . ? C30 C22 C21 C27 -2.7(3) . . . . ? C16 C22 C21 C27 178.84(16) . . . . ? C30 C22 C21 C20 175.57(17) . . . . ? C16 C22 C21 C20 -2.9(3) . . . . ? C28 C27 C21 C22 2.7(3) . . . . ? C28 C27 C21 C20 -175.71(18) . . . . ? C19 C20 C21 C22 -37.9(3) . . . . ? Ni1 C20 C21 C22 44.5(2) . . . . ? C19 C20 C21 C27 140.42(19) . . . . ? Ni1 C20 C21 C27 -137.15(15) . . . . ? C26 C18 C17 C23 -0.3(3) . . . . ? C19 C18 C17 C23 -179.10(16) . . . . ? C26 C18 C17 C16 177.69(16) . . . . ? C19 C18 C17 C16 -1.1(3) . . . . ? C1 N1 C16 C17 164.34(14) . . . . ? Ni1 N1 C16 C17 -62.52(16) . . . . ? C1 N1 C16 C22 -73.01(18) . . . . ? Ni1 N1 C16 C22 60.13(16) . . . . ? C23 C17 C16 N1 -121.49(17) . . . . ? C18 C17 C16 N1 60.5(2) . . . . ? C23 C17 C16 C22 114.16(18) . . . . ? C18 C17 C16 C22 -63.8(2) . . . . ? C30 C22 C16 N1 126.48(18) . . . . ? C21 C22 C16 N1 -55.1(2) . . . . ? C30 C22 C16 C17 -111.35(19) . . . . ? C21 C22 C16 C17 67.1(2) . . . . ? C25 C24 C23 C17 -0.3(3) . . . . ? C18 C17 C23 C24 0.3(3) . . . . ? C16 C17 C23 C24 -177.72(17) . . . . ? C37 C42 C41 C40 0.9(3) . . . . ? C17 C18 C26 C25 0.3(3) . . . . ? C19 C18 C26 C25 179.15(17) . . . . ? C40 C39 C38 C37 0.0(3) . . . . ? C42 C37 C38 C39 -0.3(3) . . . . ? P2 C37 C38 C39 172.11(15) . . . . ? C31 C32 C33 C34 1.1(3) . . . . ? C21 C27 C28 C29 -1.0(3) . . . . ? C27 C28 C29 C30 -0.7(3) . . . . ? C22 C30 C29 C28 0.6(3) . . . . ? C42 C41 C40 C39 -1.2(3) . . . . ? C38 C39 C40 C41 0.7(3) . . . . ? C3 C2 C8 C9 -0.8(3) . . . . ? C1 C2 C8 C9 179.61(18) . . . . ? C32 C33 C34 C35 0.3(3) . . . . ? C33 C34 C35 C36 -1.2(3) . . . . ? C31 C36 C35 C34 0.8(3) . . . . ? C44 C43 C48 C47 -0.6(3) . . . . ? P2 C43 C48 C47 -177.53(16) . . . . ? C43 C48 C47 C46 0.2(3) . . . . ? C11 C10 C9 C8 0.9(3) . . . . ? C2 C8 C9 C10 -1.2(3) . . . . ? C9 C10 C11 C3 1.4(3) . . . . ? C2 C3 C11 C10 -3.4(3) . . . . ? C4 C3 C11 C10 176.93(18) . . . . ? C18 C26 C25 C24 -0.2(3) . . . . ? C23 C24 C25 C26 0.2(3) . . . . ? C15 C14 C13 C12 -1.2(3) . . . . ? C6 C12 C13 C14 0.6(3) . . . . ? C44 C45 C46 C47 0.0(3) . . . . ? C48 C47 C46 C45 0.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 1.198 _refine_diff_density_min -0.397 _refine_diff_density_rms 0.088