# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 #TrackingRef 'CIF.CIF' #SUBMISSION DETAILS: _publ_contact_author ; Wen-Hua_Sun Institute_of_Chemistry Chinese_Academy_of_Sciences Beijing_100190 China ; loop_ _publ_author_name _publ_author_address 'Jiangang Yu' ; Yanning_Zeng Institute_of_Chemistry Chinese_Academy_of_Sciences Beijing_100190 China ; 'Yanning Zeng' ; Wen-Hua_Sun Institute_of_Chemistry Chinese_Academy_of_Sciences Beijing_100190 China ; 'Xiang Hao' Dalton_Transaction 'Wen-Hua Sun' '' _publ_contact_author_email whsun@iccas.ac.cn _publ_contact_author_name 'Wen-Hua Sun' data_Ni1 _database_code_depnum_ccdc_archive 'CCDC 798841' #TrackingRef 'CIF.CIF' _audit_creation_method 'by CrystalClear-SM 1.4.0 r12' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H44 Cl4 N4 Ni2 O2' _chemical_formula_weight 823.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 11.372(2) _cell_length_b 9.794(2) _cell_length_c 16.445(3) _cell_angle_alpha 90.00 _cell_angle_beta 94.82(3) _cell_angle_gamma 90.00 _cell_volume 1825.1(6) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5587 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 27.48 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.2100 _exptl_crystal_size_mid 0.1700 _exptl_crystal_size_min 0.1300 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.499 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 1.363 _exptl_absorpt_correction_type numerical _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)' _exptl_absorpt_correction_T_max 0.8608 _exptl_absorpt_correction_T_min 0.6561 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn724+ CCD' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 21761 _diffrn_reflns_av_R_equivalents 0.0517 _diffrn_reflns_av_sigmaI/netI 0.0358 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 27.48 _reflns_number_total 4179 _reflns_number_gt 4041 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _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^)+(0.0338P)^2^+3.2842P] 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 4179 _refine_ls_number_parameters 221 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0497 _refine_ls_wR_factor_ref 0.1109 _refine_ls_wR_factor_gt 0.1091 _refine_ls_goodness_of_fit_ref 1.166 _refine_ls_restrained_S_all 1.166 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.13176(3) 0.07045(4) 0.03480(2) 0.01935(12) Uani 1 1 d . . . Cl2 Cl 0.00259(6) -0.10499(7) 0.08315(4) 0.02396(17) Uani 1 1 d . . . Cl1 Cl 0.03329(6) 0.23262(7) 0.11399(4) 0.02582(17) Uani 1 1 d . . . N1 N 0.2591(2) 0.0591(3) 0.13289(15) 0.0226(5) Uani 1 1 d . . . N2 N 0.2607(2) 0.2064(2) -0.00216(14) 0.0192(5) Uani 1 1 d . . . O1 O 0.1972(2) -0.0905(2) -0.03627(15) 0.0299(5) Uani 1 1 d . . . C9 C 0.3388(2) 0.2385(3) 0.05567(17) 0.0204(6) Uani 1 1 d . . . C5 C 0.3379(2) 0.1621(3) 0.13357(17) 0.0213(6) Uani 1 1 d . . . C10 C 0.2694(2) 0.2688(3) -0.08076(17) 0.0206(6) Uani 1 1 d . . . C15 C 0.2048(3) 0.3871(3) -0.10072(19) 0.0242(6) Uani 1 1 d . . . C4 C 0.4161(3) 0.1928(3) 0.20090(18) 0.0248(6) Uani 1 1 d . . . C14 C 0.2177(3) 0.4471(3) -0.1766(2) 0.0309(7) Uani 1 1 d . . . H14A H 0.1741 0.5272 -0.1918 0.037 Uiso 1 1 calc R . . C12 C 0.3562(3) 0.2764(4) -0.20863(19) 0.0318(7) Uani 1 1 d . . . H12A H 0.4077 0.2400 -0.2457 0.038 Uiso 1 1 calc R . . C8 C 0.4338(3) 0.3444(3) 0.05009(19) 0.0284(7) Uani 1 1 d . . . H8A H 0.4062 0.4145 0.0095 0.034 Uiso 1 1 calc R . . H8B H 0.5050 0.3006 0.0310 0.034 Uiso 1 1 calc R . . C16 C 0.1260(3) 0.4480(3) -0.0417(2) 0.0324(7) Uani 1 1 d . . . H16A H 0.1287 0.3917 0.0077 0.049 Uiso 1 1 calc R . . H16B H 0.0448 0.4516 -0.0669 0.049 Uiso 1 1 calc R . . H16C H 0.1529 0.5407 -0.0273 0.049 Uiso 1 1 calc R . . C11 C 0.3465(3) 0.2111(3) -0.13394(18) 0.0244(6) Uani 1 1 d . . . C3 C 0.4107(3) 0.1116(3) 0.26971(19) 0.0288(7) Uani 1 1 d . . . H3A H 0.4612 0.1300 0.3175 0.035 Uiso 1 1 calc R . . C1 C 0.2563(3) -0.0184(3) 0.19901(19) 0.0285(7) Uani 1 1 d . . . H1A H 0.2011 -0.0912 0.1988 0.034 Uiso 1 1 calc R . . C7 C 0.4657(3) 0.4128(4) 0.1322(2) 0.0359(8) Uani 1 1 d . . . H7A H 0.5306 0.4787 0.1269 0.043 Uiso 1 1 calc R . . H7B H 0.3966 0.4638 0.1489 0.043 Uiso 1 1 calc R . . C2 C 0.3323(3) 0.0044(4) 0.2688(2) 0.0316(7) Uani 1 1 d . . . H2A H 0.3300 -0.0533 0.3151 0.038 Uiso 1 1 calc R . . C17 C 0.4173(3) 0.0857(3) -0.1114(2) 0.0312(7) Uani 1 1 d . . . H17A H 0.4646 0.0611 -0.1564 0.047 Uiso 1 1 calc R . . H17B H 0.3640 0.0103 -0.1010 0.047 Uiso 1 1 calc R . . H17C H 0.4697 0.1038 -0.0622 0.047 Uiso 1 1 calc R . . C6 C 0.5038(3) 0.3079(4) 0.1971(2) 0.0319(7) Uani 1 1 d . . . H6A H 0.5813 0.2697 0.1856 0.038 Uiso 1 1 calc R . . H6B H 0.5137 0.3536 0.2510 0.038 Uiso 1 1 calc R . . C13 C 0.2923(3) 0.3924(4) -0.2295(2) 0.0343(8) Uani 1 1 d . . . H13A H 0.2999 0.4348 -0.2807 0.041 Uiso 1 1 calc R . . C18 C 0.2548(3) -0.2055(4) 0.0019(3) 0.0455(10) Uani 1 1 d . . . H18A H 0.2787 -0.2685 -0.0399 0.068 Uiso 1 1 calc R . . H18B H 0.2006 -0.2521 0.0360 0.068 Uiso 1 1 calc R . . H18C H 0.3247 -0.1751 0.0360 0.068 Uiso 1 1 calc R . . H19 H 0.136(4) -0.119(5) -0.063(3) 0.059(14) 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 0.0194(2) 0.0201(2) 0.0186(2) 0.00051(14) 0.00189(14) -0.00204(13) Cl2 0.0246(4) 0.0253(4) 0.0216(4) 0.0033(3) -0.0001(3) -0.0049(3) Cl1 0.0275(4) 0.0254(4) 0.0254(4) -0.0053(3) 0.0069(3) -0.0017(3) N1 0.0195(12) 0.0257(13) 0.0225(13) 0.0029(10) 0.0016(10) -0.0010(10) N2 0.0183(11) 0.0212(12) 0.0184(12) -0.0015(9) 0.0030(9) 0.0001(9) O1 0.0235(12) 0.0286(12) 0.0383(14) -0.0081(10) 0.0063(10) -0.0024(9) C9 0.0176(13) 0.0209(14) 0.0231(15) -0.0026(11) 0.0039(11) -0.0010(11) C5 0.0197(14) 0.0223(14) 0.0220(14) 0.0005(11) 0.0023(11) 0.0020(11) C10 0.0189(13) 0.0245(14) 0.0181(14) -0.0022(11) 0.0003(10) -0.0066(11) C15 0.0214(14) 0.0241(15) 0.0267(16) 0.0023(12) -0.0009(11) -0.0044(11) C4 0.0211(14) 0.0288(16) 0.0244(15) -0.0020(12) 0.0022(11) 0.0030(12) C14 0.0319(17) 0.0298(17) 0.0300(17) 0.0086(13) -0.0038(13) -0.0077(13) C12 0.0351(17) 0.0399(19) 0.0215(16) -0.0071(13) 0.0091(13) -0.0144(14) C8 0.0263(16) 0.0345(17) 0.0244(16) 0.0000(13) 0.0020(12) -0.0130(13) C16 0.0317(17) 0.0259(16) 0.040(2) 0.0031(14) 0.0082(14) 0.0049(13) C11 0.0238(15) 0.0283(15) 0.0213(15) -0.0050(12) 0.0038(11) -0.0075(12) C3 0.0269(16) 0.0367(18) 0.0221(15) 0.0000(13) -0.0017(12) 0.0052(13) C1 0.0303(16) 0.0281(16) 0.0265(16) 0.0082(13) -0.0001(13) -0.0030(13) C7 0.0389(19) 0.0360(19) 0.0325(18) -0.0022(14) 0.0017(15) -0.0139(15) C2 0.0325(17) 0.0367(18) 0.0251(16) 0.0086(14) -0.0008(13) 0.0025(14) C17 0.0282(17) 0.0344(18) 0.0326(18) -0.0079(14) 0.0123(13) 0.0023(13) C6 0.0277(16) 0.0403(19) 0.0272(17) -0.0035(14) -0.0009(13) -0.0078(14) C13 0.042(2) 0.0400(19) 0.0209(16) 0.0056(14) -0.0005(13) -0.0164(15) C18 0.0306(19) 0.0345(19) 0.070(3) -0.0106(18) -0.0035(18) 0.0079(15) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N1 2.078(3) . ? Ni1 N2 2.108(2) . ? Ni1 O1 2.133(2) . ? Ni1 Cl2 2.3904(11) 3 ? Ni1 Cl1 2.3911(9) . ? Ni1 Cl2 2.4368(9) . ? Cl2 Ni1 2.3904(11) 3 ? N1 C1 1.328(4) . ? N1 C5 1.349(4) . ? N2 C9 1.284(4) . ? N2 C10 1.441(4) . ? O1 C18 1.423(4) . ? O1 H19 0.84(5) . ? C9 C5 1.484(4) . ? C9 C8 1.506(4) . ? C5 C4 1.393(4) . ? C10 C15 1.397(4) . ? C10 C11 1.408(4) . ? C15 C14 1.397(4) . ? C15 C16 1.499(4) . ? C4 C3 1.389(4) . ? C4 C6 1.510(4) . ? C14 C13 1.375(5) . ? C14 H14A 0.9500 . ? C12 C13 1.376(5) . ? C12 C11 1.397(4) . ? C12 H12A 0.9500 . ? C8 C7 1.523(4) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C11 C17 1.497(4) . ? C3 C2 1.376(5) . ? C3 H3A 0.9500 . ? C1 C2 1.396(4) . ? C1 H1A 0.9500 . ? C7 C6 1.518(5) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C2 H2A 0.9500 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C13 H13A 0.9500 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N2 78.54(9) . . ? N1 Ni1 O1 97.66(10) . . ? N2 Ni1 O1 91.46(9) . . ? N1 Ni1 Cl2 173.56(7) . 3 ? N2 Ni1 Cl2 95.13(7) . 3 ? O1 Ni1 Cl2 83.59(7) . 3 ? N1 Ni1 Cl1 86.60(7) . . ? N2 Ni1 Cl1 96.12(7) . . ? O1 Ni1 Cl1 171.93(7) . . ? Cl2 Ni1 Cl1 92.94(3) 3 . ? N1 Ni1 Cl2 96.25(7) . . ? N2 Ni1 Cl2 173.00(7) . . ? O1 Ni1 Cl2 84.57(7) . . ? Cl2 Ni1 Cl2 90.16(3) 3 . ? Cl1 Ni1 Cl2 88.16(3) . . ? Ni1 Cl2 Ni1 89.84(3) 3 . ? C1 N1 C5 118.8(3) . . ? C1 N1 Ni1 127.1(2) . . ? C5 N1 Ni1 112.66(19) . . ? C9 N2 C10 117.7(2) . . ? C9 N2 Ni1 113.31(19) . . ? C10 N2 Ni1 128.93(18) . . ? C18 O1 Ni1 120.8(2) . . ? C18 O1 H19 108(3) . . ? Ni1 O1 H19 103(3) . . ? N2 C9 C5 117.5(3) . . ? N2 C9 C8 125.3(3) . . ? C5 C9 C8 117.2(2) . . ? N1 C5 C4 123.1(3) . . ? N1 C5 C9 115.0(3) . . ? C4 C5 C9 121.8(3) . . ? C15 C10 C11 122.0(3) . . ? C15 C10 N2 119.2(3) . . ? C11 C10 N2 118.7(3) . . ? C10 C15 C14 117.8(3) . . ? C10 C15 C16 120.6(3) . . ? C14 C15 C16 121.6(3) . . ? C3 C4 C5 117.1(3) . . ? C3 C4 C6 122.4(3) . . ? C5 C4 C6 120.5(3) . . ? C13 C14 C15 121.2(3) . . ? C13 C14 H14A 119.4 . . ? C15 C14 H14A 119.4 . . ? C13 C12 C11 121.2(3) . . ? C13 C12 H12A 119.4 . . ? C11 C12 H12A 119.4 . . ? C9 C8 C7 111.6(3) . . ? C9 C8 H8A 109.3 . . ? C7 C8 H8A 109.3 . . ? C9 C8 H8B 109.3 . . ? C7 C8 H8B 109.3 . . ? H8A C8 H8B 108.0 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C12 C11 C10 117.5(3) . . ? C12 C11 C17 120.8(3) . . ? C10 C11 C17 121.7(3) . . ? C2 C3 C4 120.0(3) . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? N1 C1 C2 121.7(3) . . ? N1 C1 H1A 119.1 . . ? C2 C1 H1A 119.1 . . ? C6 C7 C8 111.0(3) . . ? C6 C7 H7A 109.4 . . ? C8 C7 H7A 109.4 . . ? C6 C7 H7B 109.4 . . ? C8 C7 H7B 109.4 . . ? H7A C7 H7B 108.0 . . ? C3 C2 C1 119.1(3) . . ? C3 C2 H2A 120.4 . . ? C1 C2 H2A 120.4 . . ? C11 C17 H17A 109.5 . . ? C11 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C11 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C4 C6 C7 112.5(3) . . ? C4 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? C4 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? C14 C13 C12 120.4(3) . . ? C14 C13 H13A 119.8 . . ? C12 C13 H13A 119.8 . . ? O1 C18 H18A 109.5 . . ? O1 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O1 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Ni1 Cl2 Ni1 179.31(7) . . . 3 ? N2 Ni1 Cl2 Ni1 -139.2(6) . . . 3 ? O1 Ni1 Cl2 Ni1 -83.55(7) . . . 3 ? Cl2 Ni1 Cl2 Ni1 0.0 3 . . 3 ? Cl1 Ni1 Cl2 Ni1 92.94(3) . . . 3 ? N2 Ni1 N1 C1 -178.5(3) . . . . ? O1 Ni1 N1 C1 -88.5(3) . . . . ? Cl2 Ni1 N1 C1 170.7(5) 3 . . . ? Cl1 Ni1 N1 C1 84.6(3) . . . . ? Cl2 Ni1 N1 C1 -3.2(3) . . . . ? N2 Ni1 N1 C5 15.5(2) . . . . ? O1 Ni1 N1 C5 105.5(2) . . . . ? Cl2 Ni1 N1 C5 4.7(8) 3 . . . ? Cl1 Ni1 N1 C5 -81.4(2) . . . . ? Cl2 Ni1 N1 C5 -169.17(19) . . . . ? N1 Ni1 N2 C9 -13.2(2) . . . . ? O1 Ni1 N2 C9 -110.7(2) . . . . ? Cl2 Ni1 N2 C9 165.56(19) 3 . . . ? Cl1 Ni1 N2 C9 72.0(2) . . . . ? Cl2 Ni1 N2 C9 -55.4(6) . . . . ? N1 Ni1 N2 C10 169.0(2) . . . . ? O1 Ni1 N2 C10 71.4(2) . . . . ? Cl2 Ni1 N2 C10 -12.3(2) 3 . . . ? Cl1 Ni1 N2 C10 -105.8(2) . . . . ? Cl2 Ni1 N2 C10 126.8(5) . . . . ? N1 Ni1 O1 C18 32.4(2) . . . . ? N2 Ni1 O1 C18 111.1(2) . . . . ? Cl2 Ni1 O1 C18 -153.9(2) 3 . . . ? Cl1 Ni1 O1 C18 -89.0(6) . . . . ? Cl2 Ni1 O1 C18 -63.2(2) . . . . ? C10 N2 C9 C5 -173.0(2) . . . . ? Ni1 N2 C9 C5 8.9(3) . . . . ? C10 N2 C9 C8 5.0(4) . . . . ? Ni1 N2 C9 C8 -173.1(2) . . . . ? C1 N1 C5 C4 -0.8(4) . . . . ? Ni1 N1 C5 C4 166.4(2) . . . . ? C1 N1 C5 C9 177.0(3) . . . . ? Ni1 N1 C5 C9 -15.8(3) . . . . ? N2 C9 C5 N1 4.7(4) . . . . ? C8 C9 C5 N1 -173.5(3) . . . . ? N2 C9 C5 C4 -177.6(3) . . . . ? C8 C9 C5 C4 4.3(4) . . . . ? C9 N2 C10 C15 -94.5(3) . . . . ? Ni1 N2 C10 C15 83.2(3) . . . . ? C9 N2 C10 C11 83.1(3) . . . . ? Ni1 N2 C10 C11 -99.2(3) . . . . ? C11 C10 C15 C14 0.7(4) . . . . ? N2 C10 C15 C14 178.3(3) . . . . ? C11 C10 C15 C16 -178.3(3) . . . . ? N2 C10 C15 C16 -0.7(4) . . . . ? N1 C5 C4 C3 0.0(4) . . . . ? C9 C5 C4 C3 -177.6(3) . . . . ? N1 C5 C4 C6 178.8(3) . . . . ? C9 C5 C4 C6 1.2(4) . . . . ? C10 C15 C14 C13 -0.6(5) . . . . ? C16 C15 C14 C13 178.4(3) . . . . ? N2 C9 C8 C7 148.9(3) . . . . ? C5 C9 C8 C7 -33.1(4) . . . . ? C13 C12 C11 C10 -0.3(4) . . . . ? C13 C12 C11 C17 -179.3(3) . . . . ? C15 C10 C11 C12 -0.3(4) . . . . ? N2 C10 C11 C12 -177.9(3) . . . . ? C15 C10 C11 C17 178.8(3) . . . . ? N2 C10 C11 C17 1.2(4) . . . . ? C5 C4 C3 C2 1.4(5) . . . . ? C6 C4 C3 C2 -177.3(3) . . . . ? C5 N1 C1 C2 0.1(5) . . . . ? Ni1 N1 C1 C2 -165.1(2) . . . . ? C9 C8 C7 C6 56.7(4) . . . . ? C4 C3 C2 C1 -2.0(5) . . . . ? N1 C1 C2 C3 1.3(5) . . . . ? C3 C4 C6 C7 -158.5(3) . . . . ? C5 C4 C6 C7 22.8(4) . . . . ? C8 C7 C6 C4 -51.4(4) . . . . ? C15 C14 C13 C12 0.1(5) . . . . ? C11 C12 C13 C14 0.4(5) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.615 _refine_diff_density_min -0.609 _refine_diff_density_rms 0.081 #==End data_Ni3 _database_code_depnum_ccdc_archive 'CCDC 798842' #TrackingRef 'CIF.CIF' _audit_creation_method 'by CrystalClear-SM 1.4.0 r12' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H60 Cl4 N4 Ni2 O2' _chemical_formula_weight 936.18 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 14.658(3) _cell_length_b 10.414(2) _cell_length_c 14.753(3) _cell_angle_alpha 90.00 _cell_angle_beta 95.14(3) _cell_angle_gamma 90.00 _cell_volume 2243.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7257 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 27.50 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.2800 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.386 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 1.118 _exptl_absorpt_correction_type Numerical _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)' _exptl_absorpt_correction_T_max 0.8436 _exptl_absorpt_correction_T_min 0.7837 _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn724+ CCD' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 19512 _diffrn_reflns_av_R_equivalents 0.0459 _diffrn_reflns_av_sigmaI/netI 0.0394 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.79 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5145 _reflns_number_gt 4760 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'Siemens SHELXTL' _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. restraints of the bond length (C7'-C8) use dfix 1.54 0.01 C7' C8. ; _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^)+(0.0318P)^2^+3.6789P] 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 5145 _refine_ls_number_parameters 265 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0615 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1153 _refine_ls_wR_factor_gt 0.1121 _refine_ls_goodness_of_fit_ref 1.135 _refine_ls_restrained_S_all 1.147 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.41343(2) 0.10594(4) 0.00262(2) 0.02264(12) Uani 1 1 d . . . Cl2 Cl 0.57692(5) 0.11340(7) 0.04459(5) 0.02717(17) Uani 1 1 d . . . Cl1 Cl 0.44325(5) 0.19156(7) -0.14241(5) 0.03053(18) Uani 1 1 d . . . N2 N 0.26867(16) 0.1084(2) -0.01603(16) 0.0230(5) Uani 1 1 d . . . N1 N 0.38530(17) 0.2899(2) 0.04374(17) 0.0266(5) Uani 1 1 d . . . C14 C 0.1420(2) -0.1402(3) -0.1566(2) 0.0352(7) Uani 1 1 d . . . H14A H 0.1305 -0.1639 -0.2188 0.042 Uiso 1 1 calc R . . C13 C 0.1069(2) -0.2139(3) -0.0912(3) 0.0374(8) Uani 1 1 d . . . H13A H 0.0721 -0.2885 -0.1081 0.045 Uiso 1 1 calc R . . C15 C 0.1942(2) -0.0313(3) -0.1340(2) 0.0282(6) Uani 1 1 d . . . C19 C 0.2272(2) 0.0508(3) -0.2090(2) 0.0332(7) Uani 1 1 d . . . H19A H 0.2667 0.1206 -0.1802 0.040 Uiso 1 1 calc R . . C9 C 0.2329(2) 0.2172(3) -0.0003(2) 0.0298(7) Uani 1 1 d . C . C4 C 0.2645(2) 0.4470(3) 0.0418(2) 0.0342(7) Uani 1 1 d . C . C5 C 0.2957(2) 0.3231(3) 0.0297(2) 0.0279(6) Uani 1 1 d . . . C10 C 0.21093(19) -0.0001(3) -0.0416(2) 0.0252(6) Uani 1 1 d . . . C2 C 0.4200(3) 0.5071(3) 0.0822(2) 0.0398(8) Uani 1 1 d . . . H2A H 0.4647 0.5700 0.1009 0.048 Uiso 1 1 calc R . . C1 C 0.4456(2) 0.3804(3) 0.0702(2) 0.0336(7) Uani 1 1 d . . . H1A H 0.5084 0.3577 0.0813 0.040 Uiso 1 1 calc R . . C12 C 0.1220(2) -0.1799(3) -0.0008(2) 0.0356(8) Uani 1 1 d . . . H12A H 0.0961 -0.2305 0.0439 0.043 Uiso 1 1 calc R . . C3 C 0.3297(3) 0.5407(3) 0.0671(2) 0.0395(8) Uani 1 1 d . . . H3A H 0.3116 0.6275 0.0737 0.047 Uiso 1 1 calc R . . C16 C 0.1878(2) -0.0386(4) 0.1270(2) 0.0377(8) Uani 1 1 d . . . H16 H 0.2261 0.0408 0.1340 0.045 Uiso 1 1 calc R . . C6 C 0.1640(3) 0.4773(3) 0.0290(3) 0.0413(8) Uani 1 1 d . . . H6A H 0.1487 0.5399 0.0758 0.050 Uiso 1 1 calc R A 1 H6B H 0.1495 0.5172 -0.0315 0.050 Uiso 1 1 calc R A 1 C11 C 0.1745(2) -0.0729(3) 0.0265(2) 0.0293(7) Uani 1 1 d . . . C21 C 0.2843(3) -0.0263(4) -0.2712(3) 0.0509(10) Uani 1 1 d . . . H21A H 0.3363 -0.0655 -0.2350 0.076 Uiso 1 1 calc R . . H21B H 0.3070 0.0309 -0.3170 0.076 Uiso 1 1 calc R . . H21C H 0.2463 -0.0937 -0.3017 0.076 Uiso 1 1 calc R . . C18 C 0.2366(3) -0.1458(4) 0.1833(3) 0.0472(9) Uani 1 1 d . . . H18A H 0.2989 -0.1561 0.1651 0.071 Uiso 1 1 calc R . . H18B H 0.2028 -0.2264 0.1728 0.071 Uiso 1 1 calc R . . H18C H 0.2395 -0.1235 0.2480 0.071 Uiso 1 1 calc R . . C20 C 0.1461(3) 0.1137(4) -0.2650(3) 0.0605(12) Uani 1 1 d . . . H20A H 0.1099 0.1634 -0.2246 0.091 Uiso 1 1 calc R . . H20B H 0.1075 0.0470 -0.2957 0.091 Uiso 1 1 calc R . . H20C H 0.1690 0.1709 -0.3106 0.091 Uiso 1 1 calc R . . O1 O 0.40750(17) 0.0243(2) 0.13421(15) 0.0324(5) Uani 1 1 d . . . C22 C 0.4330(3) 0.0933(4) 0.2160(2) 0.0496(10) Uani 1 1 d . . . H22A H 0.4254 0.0379 0.2685 0.074 Uiso 1 1 calc R . . H22B H 0.3940 0.1693 0.2189 0.074 Uiso 1 1 calc R . . H22C H 0.4972 0.1201 0.2169 0.074 Uiso 1 1 calc R . . C8 C 0.1328(2) 0.2478(3) -0.0109(2) 0.0610(13) Uani 1 1 d D . . H8A H 0.1128 0.2566 -0.0765 0.073 Uiso 1 1 calc R B 1 H8B H 0.0986 0.1751 0.0130 0.073 Uiso 1 1 calc R B 1 C17 C 0.0947(2) -0.0111(3) 0.1638(2) 0.0693(14) Uani 1 1 d R . . H17A H 0.0589 0.0468 0.1221 0.104 Uiso 1 1 calc R . . H17B H 0.1047 0.0291 0.2239 0.104 Uiso 1 1 calc R . . H17C H 0.0612 -0.0919 0.1689 0.104 Uiso 1 1 calc R . . C7 C 0.1096(4) 0.3644(6) 0.0357(7) 0.048(3) Uani 0.590(13) 1 d P C 1 H7A H 0.0458 0.3871 0.0135 0.058 Uiso 0.590(13) 1 calc PR C 1 H7B H 0.1095 0.3435 0.1011 0.058 Uiso 0.590(13) 1 calc PR C 1 C7' C 0.1042(5) 0.3772(7) -0.0311(7) 0.033(3) Uani 0.410(13) 1 d PD C 2 H7'A H 0.0390 0.3871 -0.0196 0.039 Uiso 0.410(13) 1 calc PR C 2 H7'B H 0.1097 0.3951 -0.0962 0.039 Uiso 0.410(13) 1 calc PR C 2 H23 H 0.441(3) -0.029(4) 0.139(3) 0.046(13) 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 0.0220(2) 0.0218(2) 0.0239(2) -0.00066(15) 0.00066(14) 0.00098(15) Cl2 0.0241(4) 0.0259(4) 0.0309(4) -0.0026(3) -0.0006(3) 0.0003(3) Cl1 0.0325(4) 0.0303(4) 0.0282(4) 0.0058(3) -0.0006(3) -0.0006(3) N2 0.0234(12) 0.0228(12) 0.0230(12) -0.0027(10) 0.0029(9) 0.0013(10) N1 0.0289(13) 0.0229(13) 0.0275(13) -0.0021(10) 0.0001(10) 0.0001(10) C14 0.0324(17) 0.0329(17) 0.0387(18) -0.0082(15) -0.0059(14) 0.0008(14) C13 0.0313(18) 0.0265(17) 0.053(2) -0.0038(16) -0.0034(15) -0.0044(14) C15 0.0226(15) 0.0286(16) 0.0328(16) -0.0063(13) -0.0009(12) 0.0017(12) C19 0.0356(18) 0.0365(18) 0.0264(16) -0.0031(14) -0.0027(13) -0.0055(15) C9 0.0292(16) 0.0295(16) 0.0305(16) -0.0062(13) 0.0004(12) 0.0045(13) C4 0.046(2) 0.0288(16) 0.0289(16) -0.0018(13) 0.0074(14) 0.0054(15) C5 0.0349(17) 0.0251(15) 0.0237(14) -0.0015(12) 0.0029(12) 0.0017(13) C10 0.0204(14) 0.0229(14) 0.0321(15) -0.0021(12) 0.0012(11) 0.0031(11) C2 0.052(2) 0.0289(17) 0.0397(19) -0.0085(15) 0.0095(16) -0.0102(16) C1 0.0359(18) 0.0324(17) 0.0325(16) -0.0057(14) 0.0027(13) -0.0055(14) C12 0.0313(17) 0.0304(17) 0.046(2) 0.0047(15) 0.0068(14) -0.0020(14) C3 0.057(2) 0.0243(16) 0.0386(19) -0.0053(14) 0.0134(16) 0.0020(16) C16 0.0405(19) 0.042(2) 0.0318(17) 0.0004(15) 0.0103(14) 0.0008(16) C6 0.046(2) 0.0315(18) 0.047(2) -0.0062(16) 0.0057(16) 0.0138(16) C11 0.0251(15) 0.0281(16) 0.0350(17) -0.0014(13) 0.0042(13) 0.0044(12) C21 0.061(3) 0.060(3) 0.0326(19) -0.0040(18) 0.0138(17) -0.004(2) C18 0.053(2) 0.051(2) 0.038(2) 0.0080(18) 0.0022(17) -0.0078(19) C20 0.055(3) 0.059(3) 0.064(3) 0.027(2) -0.012(2) -0.002(2) O1 0.0317(13) 0.0371(13) 0.0288(12) 0.0017(10) 0.0041(9) 0.0044(11) C22 0.060(3) 0.060(3) 0.0293(18) -0.0096(18) 0.0050(17) 0.007(2) C8 0.031(2) 0.046(2) 0.103(4) -0.031(2) -0.013(2) 0.0144(17) C17 0.056(3) 0.108(4) 0.047(2) -0.008(3) 0.023(2) 0.019(3) C7 0.028(3) 0.038(4) 0.080(7) 0.004(4) 0.010(3) 0.008(3) C7' 0.027(4) 0.034(5) 0.037(6) 0.010(4) 0.006(3) 0.009(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 N1 2.062(3) . ? Ni1 N2 2.115(2) . ? Ni1 O1 2.128(2) . ? Ni1 Cl1 2.3940(9) . ? Ni1 Cl2 2.3959(9) 3_655 ? Ni1 Cl2 2.4221(10) . ? Cl2 Ni1 2.3959(9) 3_655 ? N2 C9 1.278(4) . ? N2 C10 1.441(4) . ? N1 C1 1.327(4) . ? N1 C5 1.355(4) . ? C14 C13 1.370(5) . ? C14 C15 1.392(4) . ? C14 H14A 0.9500 . ? C13 C12 1.378(5) . ? C13 H13A 0.9500 . ? C15 C10 1.402(4) . ? C15 C19 1.512(5) . ? C19 C21 1.525(5) . ? C19 C20 1.533(5) . ? C19 H19A 1.0000 . ? C9 C5 1.479(4) . ? C9 C8 1.497(4) . ? C4 C5 1.386(4) . ? C4 C3 1.393(5) . ? C4 C6 1.502(5) . ? C10 C11 1.401(4) . ? C2 C3 1.367(5) . ? C2 C1 1.388(5) . ? C2 H2A 0.9500 . ? C1 H1A 0.9500 . ? C12 C11 1.393(5) . ? C12 H12A 0.9500 . ? C3 H3A 0.9500 . ? C16 C11 1.520(5) . ? C16 C18 1.531(5) . ? C16 C17 1.540(4) . ? C16 H16 1.0000 . ? C6 C7 1.429(7) . ? C6 C7' 1.581(10) . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? O1 C22 1.425(4) . ? O1 H23 0.74(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C8 C7' 1.435(7) . ? C8 C7 1.451(8) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C7' H7'A 0.9900 . ? C7' H7'B 0.9900 . ? 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 N2 78.60(10) . . ? N1 Ni1 O1 94.42(10) . . ? N2 Ni1 O1 90.06(10) . . ? N1 Ni1 Cl1 88.53(7) . . ? N2 Ni1 Cl1 98.08(7) . . ? O1 Ni1 Cl1 171.75(7) . . ? N1 Ni1 Cl2 171.78(7) . 3_655 ? N2 Ni1 Cl2 93.35(7) . 3_655 ? O1 Ni1 Cl2 83.84(7) . 3_655 ? Cl1 Ni1 Cl2 94.30(3) . 3_655 ? N1 Ni1 Cl2 96.57(7) . . ? N2 Ni1 Cl2 172.26(7) . . ? O1 Ni1 Cl2 84.26(7) . . ? Cl1 Ni1 Cl2 87.76(4) . . ? Cl2 Ni1 Cl2 91.26(3) 3_655 . ? Ni1 Cl2 Ni1 88.74(3) 3_655 . ? C9 N2 C10 120.1(3) . . ? C9 N2 Ni1 114.2(2) . . ? C10 N2 Ni1 125.68(18) . . ? C1 N1 C5 118.4(3) . . ? C1 N1 Ni1 126.9(2) . . ? C5 N1 Ni1 114.1(2) . . ? C13 C14 C15 121.4(3) . . ? C13 C14 H14A 119.3 . . ? C15 C14 H14A 119.3 . . ? C14 C13 C12 120.0(3) . . ? C14 C13 H13A 120.0 . . ? C12 C13 H13A 120.0 . . ? C14 C15 C10 117.8(3) . . ? C14 C15 C19 119.3(3) . . ? C10 C15 C19 122.8(3) . . ? C15 C19 C21 111.8(3) . . ? C15 C19 C20 110.7(3) . . ? C21 C19 C20 109.9(3) . . ? C15 C19 H19A 108.1 . . ? C21 C19 H19A 108.1 . . ? C20 C19 H19A 108.1 . . ? N2 C9 C5 117.5(3) . . ? N2 C9 C8 125.7(3) . . ? C5 C9 C8 116.8(3) . . ? C5 C4 C3 117.4(3) . . ? C5 C4 C6 120.7(3) . . ? C3 C4 C6 121.9(3) . . ? N1 C5 C4 123.0(3) . . ? N1 C5 C9 115.1(3) . . ? C4 C5 C9 122.0(3) . . ? C11 C10 C15 121.8(3) . . ? C11 C10 N2 119.3(3) . . ? C15 C10 N2 118.9(3) . . ? C3 C2 C1 119.4(3) . . ? C3 C2 H2A 120.3 . . ? C1 C2 H2A 120.3 . . ? N1 C1 C2 122.1(3) . . ? N1 C1 H1A 118.9 . . ? C2 C1 H1A 118.9 . . ? C13 C12 C11 121.5(3) . . ? C13 C12 H12A 119.2 . . ? C11 C12 H12A 119.2 . . ? C2 C3 C4 119.7(3) . . ? C2 C3 H3A 120.1 . . ? C4 C3 H3A 120.1 . . ? C11 C16 C18 111.8(3) . . ? C11 C16 C17 110.3(3) . . ? C18 C16 C17 109.3(3) . . ? C11 C16 H16 108.4 . . ? C18 C16 H16 108.4 . . ? C17 C16 H16 108.4 . . ? C7 C6 C4 111.5(4) . . ? C7 C6 C7' 37.9(4) . . ? C4 C6 C7' 114.9(4) . . ? C7 C6 H6A 109.3 . . ? C4 C6 H6A 109.3 . . ? C7' C6 H6A 132.6 . . ? C7 C6 H6B 109.3 . . ? C4 C6 H6B 109.3 . . ? C7' C6 H6B 73.0 . . ? H6A C6 H6B 108.0 . . ? C12 C11 C10 117.5(3) . . ? C12 C11 C16 119.3(3) . . ? C10 C11 C16 123.2(3) . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C22 O1 Ni1 122.8(2) . . ? C22 O1 H23 101(3) . . ? Ni1 O1 H23 107(3) . . ? O1 C22 H22A 109.5 . . ? O1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C7' C8 C7 40.1(4) . . ? C7' C8 C9 119.2(4) . . ? C7 C8 C9 113.5(4) . . ? C7' C8 H8A 69.8 . . ? C7 C8 H8A 108.9 . . ? C9 C8 H8A 108.9 . . ? C7' C8 H8B 130.1 . . ? C7 C8 H8B 108.9 . . ? C9 C8 H8B 108.9 . . ? H8A C8 H8B 107.7 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C6 C7 C8 120.0(6) . . ? C6 C7 H7A 107.3 . . ? C8 C7 H7A 107.3 . . ? C6 C7 H7B 107.3 . . ? C8 C7 H7B 107.3 . . ? H7A C7 H7B 106.9 . . ? C8 C7' C6 111.5(6) . . ? C8 C7' H7'A 109.3 . . ? C6 C7' H7'A 109.3 . . ? C8 C7' H7'B 109.3 . . ? C6 C7' H7'B 109.3 . . ? H7'A C7' H7'B 108.0 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.548 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.074 #==End