# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'Karsten Meyer' 'Ingrid Castro-Rodriguez' 'Xile Hu' _publ_contact_author_name 'Prof Karsten Meyer' _publ_contact_author_address ; Department of Chemistry and Biochemistry University of California, San Diego 9500 Gilman Drive, MC 0358 La Jolla California 92093-0358 UNITED STATES OF AMERICA ; _publ_contact_author_email KMEYER@UCSD.EDU _publ_requested_journal 'Chemical Communications' _publ_section_title ; Synthesis and Characterization of Electron-Rich Nickel Tris-Carbene Complexes ; data_a _database_code_depnum_ccdc_archive 'CCDC 242987' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H45 Cl N7 Ni' _chemical_formula_weight 561.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.5847(8) _cell_length_b 14.7332(9) _cell_length_c 14.7698(9) _cell_angle_alpha 103.2710(10) _cell_angle_beta 99.4650(10) _cell_angle_gamma 105.2760(10) _cell_volume 2893.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Plate _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.290 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1204 _exptl_absorpt_coefficient_mu 0.791 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16993 _diffrn_reflns_av_R_equivalents 0.0519 _diffrn_reflns_av_sigmaI/netI 0.0832 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 22.50 _reflns_number_total 7554 _reflns_number_gt 5504 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0534P)^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 7554 _refine_ls_number_parameters 667 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0711 _refine_ls_R_factor_gt 0.0495 _refine_ls_wR_factor_ref 0.1145 _refine_ls_wR_factor_gt 0.1078 _refine_ls_goodness_of_fit_ref 0.960 _refine_ls_restrained_S_all 0.960 _refine_ls_shift/su_max 0.002 _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 0.55186(4) 0.27894(4) 0.26795(4) 0.02353(18) Uani 1 1 d . . . C1 C 0.5712(3) 0.3415(3) 0.4871(3) 0.0310(12) Uani 1 1 d . . . H1A H 0.5834 0.3211 0.5461 0.037 Uiso 1 1 calc R . . H1B H 0.5266 0.3815 0.4943 0.037 Uiso 1 1 calc R . . C2 C 0.6679(3) 0.4042(3) 0.4760(3) 0.0338(13) Uani 1 1 d . . . H2A H 0.7084 0.4473 0.5396 0.041 Uiso 1 1 calc R . . H2B H 0.7045 0.3611 0.4487 0.041 Uiso 1 1 calc R . . C3 C 0.5966(3) 0.4243(3) 0.3210(3) 0.0252(11) Uani 1 1 d . . . C4 C 0.6749(3) 0.5647(3) 0.4442(4) 0.0344(13) Uani 1 1 d . . . H4 H 0.7115 0.6065 0.5057 0.041 Uiso 1 1 calc R . . C5 C 0.6363(3) 0.5912(3) 0.3688(3) 0.0322(12) Uani 1 1 d . . . H5 H 0.6402 0.6562 0.3675 0.039 Uiso 1 1 calc R . . C6 C 0.5272(3) 0.5069(3) 0.2033(3) 0.0277(12) Uani 1 1 d . . . C7 C 0.5348(4) 0.4310(3) 0.1194(3) 0.0390(13) Uani 1 1 d . . . H7A H 0.6013 0.4500 0.1098 0.059 Uiso 1 1 calc R . . H7B H 0.4879 0.4267 0.0616 0.059 Uiso 1 1 calc R . . H7C H 0.5201 0.3670 0.1324 0.059 Uiso 1 1 calc R . . C8 C 0.4220(3) 0.4838(3) 0.2149(4) 0.0418(14) Uani 1 1 d . . . H8A H 0.4002 0.4176 0.2223 0.063 Uiso 1 1 calc R . . H8B H 0.3792 0.4872 0.1581 0.063 Uiso 1 1 calc R . . H8C H 0.4192 0.5317 0.2718 0.063 Uiso 1 1 calc R . . C9 C 0.5602(4) 0.6083(3) 0.1864(3) 0.0371(13) Uani 1 1 d . . . H9A H 0.5507 0.6575 0.2380 0.056 Uiso 1 1 calc R . . H9B H 0.5213 0.6066 0.1248 0.056 Uiso 1 1 calc R . . H9C H 0.6296 0.6255 0.1854 0.056 Uiso 1 1 calc R . . C10 C 0.4158(3) 0.2229(3) 0.3971(3) 0.0286(12) Uani 1 1 d . . . H10A H 0.4040 0.2318 0.4622 0.034 Uiso 1 1 calc R . . H10B H 0.3870 0.1522 0.3618 0.034 Uiso 1 1 calc R . . C11 C 0.3649(3) 0.2811(3) 0.3461(3) 0.0273(11) Uani 1 1 d . . . H11A H 0.3028 0.2795 0.3656 0.033 Uiso 1 1 calc R . . H11B H 0.4070 0.3505 0.3655 0.033 Uiso 1 1 calc R . . C12 C 0.4118(3) 0.2204(3) 0.1940(3) 0.0226(11) Uani 1 1 d . . . C13 C 0.2545(3) 0.2225(3) 0.1832(3) 0.0267(11) Uani 1 1 d . . . H13 H 0.1978 0.2328 0.2017 0.032 Uiso 1 1 calc R . . C14 C 0.2622(3) 0.1864(3) 0.0943(3) 0.0268(11) Uani 1 1 d . . . H14 H 0.2121 0.1667 0.0373 0.032 Uiso 1 1 calc R . . C15 C 0.3836(3) 0.1279(3) 0.0169(3) 0.0250(11) Uani 1 1 d . . . C16 C 0.4911(4) 0.1380(4) 0.0379(4) 0.0546(16) Uani 1 1 d . . . H16A H 0.5297 0.2073 0.0525 0.082 Uiso 1 1 calc R . . H16B H 0.5058 0.0994 -0.0181 0.082 Uiso 1 1 calc R . . H16C H 0.5077 0.1140 0.0931 0.082 Uiso 1 1 calc R . . C17 C 0.3584(4) 0.1659(4) -0.0681(3) 0.0501(15) Uani 1 1 d . . . H17A H 0.2878 0.1556 -0.0845 0.075 Uiso 1 1 calc R . . H17B H 0.3771 0.1304 -0.1230 0.075 Uiso 1 1 calc R . . H17C H 0.3940 0.2362 -0.0516 0.075 Uiso 1 1 calc R . . C18 C 0.3251(4) 0.0204(3) -0.0052(4) 0.0486(15) Uani 1 1 d . . . H18A H 0.3354 -0.0008 0.0529 0.073 Uiso 1 1 calc R . . H18B H 0.3468 -0.0192 -0.0551 0.073 Uiso 1 1 calc R . . H18C H 0.2554 0.0116 -0.0275 0.073 Uiso 1 1 calc R . . C19 C 0.5594(3) 0.1728(3) 0.4249(3) 0.0315(12) Uani 1 1 d . . . H19A H 0.5219 0.1431 0.4666 0.038 Uiso 1 1 calc R . . H19B H 0.6289 0.2012 0.4606 0.038 Uiso 1 1 calc R . . C20 C 0.5511(3) 0.0927(3) 0.3360(3) 0.0325(12) Uani 1 1 d . . . H20A H 0.5524 0.0320 0.3534 0.039 Uiso 1 1 calc R . . H20B H 0.4880 0.0783 0.2899 0.039 Uiso 1 1 calc R . . C21 C 0.6492(3) 0.2059(3) 0.2620(3) 0.0277(11) Uani 1 1 d . . . C22 C 0.7041(4) 0.0805(4) 0.2849(3) 0.0356(13) Uani 1 1 d . . . H22 H 0.7080 0.0236 0.3032 0.043 Uiso 1 1 calc R . . C23 C 0.7683(4) 0.1345(4) 0.2480(3) 0.0389(13) Uani 1 1 d . . . H23 H 0.8263 0.1230 0.2344 0.047 Uiso 1 1 calc R . . C24 C 0.7918(3) 0.2942(4) 0.2025(3) 0.0328(12) Uani 1 1 d . . . C25 C 0.7218(4) 0.3188(4) 0.1314(4) 0.0586(17) Uani 1 1 d . . . H25A H 0.6944 0.2634 0.0731 0.088 Uiso 1 1 calc R . . H25B H 0.7569 0.3772 0.1154 0.088 Uiso 1 1 calc R . . H25C H 0.6686 0.3317 0.1597 0.088 Uiso 1 1 calc R . . C26 C 0.8389(4) 0.3814(4) 0.2886(4) 0.0599(17) Uani 1 1 d . . . H26A H 0.7886 0.3977 0.3197 0.090 Uiso 1 1 calc R . . H26B H 0.8732 0.4375 0.2688 0.090 Uiso 1 1 calc R . . H26C H 0.8858 0.3662 0.3337 0.090 Uiso 1 1 calc R . . C27 C 0.8678(4) 0.2655(4) 0.1550(4) 0.0671(18) Uani 1 1 d . . . H27A H 0.9179 0.2571 0.2025 0.101 Uiso 1 1 calc R . . H27B H 0.8984 0.3170 0.1277 0.101 Uiso 1 1 calc R . . H27C H 0.8367 0.2036 0.1039 0.101 Uiso 1 1 calc R . . N1 N 0.5233(2) 0.2533(3) 0.4047(2) 0.0246(9) Uani 1 1 d . . . N2 N 0.6499(2) 0.4645(3) 0.4129(3) 0.0266(9) Uani 1 1 d . . . N3 N 0.5904(2) 0.5072(2) 0.2943(2) 0.0242(9) Uani 1 1 d . . . N4 N 0.3441(3) 0.2419(2) 0.2426(2) 0.0233(9) Uani 1 1 d . . . N5 N 0.3575(3) 0.1830(2) 0.1008(2) 0.0235(9) Uani 1 1 d . . . N6 N 0.6315(3) 0.1229(3) 0.2912(3) 0.0291(10) Uani 1 1 d . . . N7 N 0.7343(3) 0.2107(3) 0.2333(2) 0.0287(10) Uani 1 1 d . . . Ni2 Ni 0.06225(4) 0.83255(4) 0.24675(4) 0.02502(18) Uani 1 1 d . . . C28 C -0.0294(3) 0.9921(3) 0.3307(3) 0.0299(12) Uani 1 1 d . . . H28A H -0.0496 1.0485 0.3197 0.036 Uiso 1 1 calc R . . H28B H -0.0074 1.0043 0.4007 0.036 Uiso 1 1 calc R . . C29 C -0.1159(3) 0.9001(3) 0.2909(3) 0.0314(12) Uani 1 1 d . . . H29A H -0.1758 0.9149 0.3035 0.038 Uiso 1 1 calc R . . H29B H -0.1252 0.8757 0.2207 0.038 Uiso 1 1 calc R . . C30 C -0.0234(3) 0.7899(3) 0.3299(3) 0.0280(12) Uani 1 1 d . . . C31 C -0.1509(3) 0.7945(3) 0.3994(3) 0.0333(12) Uani 1 1 d . . . H31 H -0.2063 0.8107 0.4151 0.040 Uiso 1 1 calc R . . C32 C -0.1055(3) 0.7378(4) 0.4353(3) 0.0363(13) Uani 1 1 d . . . H32 H -0.1229 0.7065 0.4823 0.044 Uiso 1 1 calc R . . C33 C 0.0459(3) 0.6880(3) 0.4242(3) 0.0294(12) Uani 1 1 d . . . C34 C 0.0794(3) 0.6408(4) 0.3381(3) 0.0396(14) Uani 1 1 d . . . H34A H 0.0234 0.5892 0.2920 0.059 Uiso 1 1 calc R . . H34B H 0.1295 0.6121 0.3593 0.059 Uiso 1 1 calc R . . H34C H 0.1068 0.6907 0.3076 0.059 Uiso 1 1 calc R . . C35 C -0.0004(3) 0.6078(3) 0.4671(3) 0.0369(13) Uani 1 1 d . . . H35A H -0.0177 0.6374 0.5257 0.055 Uiso 1 1 calc R . . H35B H 0.0463 0.5732 0.4823 0.055 Uiso 1 1 calc R . . H35C H -0.0595 0.5613 0.4208 0.055 Uiso 1 1 calc R . . C36 C 0.1294(3) 0.7676(4) 0.4993(3) 0.0413(14) Uani 1 1 d . . . H36A H 0.1590 0.8186 0.4709 0.062 Uiso 1 1 calc R . . H36B H 0.1788 0.7391 0.5228 0.062 Uiso 1 1 calc R . . H36C H 0.1044 0.7967 0.5527 0.062 Uiso 1 1 calc R . . C37 C 0.0404(3) 1.0179(3) 0.1985(3) 0.0283(12) Uani 1 1 d . . . H37A H 0.0629 1.0906 0.2170 0.034 Uiso 1 1 calc R . . H37B H -0.0302 0.9950 0.1667 0.034 Uiso 1 1 calc R . . C38 C 0.0959(3) 0.9797(3) 0.1281(3) 0.0314(12) Uani 1 1 d . . . H38A H 0.1085 1.0233 0.0865 0.038 Uiso 1 1 calc R . . H38B H 0.1598 0.9800 0.1636 0.038 Uiso 1 1 calc R . . C39 C 0.0081(3) 0.8058(3) 0.1068(3) 0.0254(11) Uani 1 1 d . . . C40 C 0.0074(3) 0.8531(4) -0.0284(3) 0.0353(13) Uani 1 1 d . . . H40 H 0.0209 0.8937 -0.0693 0.042 Uiso 1 1 calc R . . C41 C -0.0464(3) 0.7594(4) -0.0554(3) 0.0353(13) Uani 1 1 d . . . H41 H -0.0785 0.7200 -0.1191 0.042 Uiso 1 1 calc R . . C42 C -0.1112(3) 0.6330(3) 0.0290(4) 0.0355(13) Uani 1 1 d . . . C43 C -0.0523(4) 0.5898(3) 0.0917(4) 0.0475(15) Uani 1 1 d . . . H43A H 0.0000 0.5755 0.0627 0.071 Uiso 1 1 calc R . . H43B H -0.0953 0.5289 0.0974 0.071 Uiso 1 1 calc R . . H43C H -0.0236 0.6369 0.1554 0.071 Uiso 1 1 calc R . . C44 C -0.1967(4) 0.6502(4) 0.0695(4) 0.0575(17) Uani 1 1 d . . . H44A H -0.1724 0.6891 0.1369 0.086 Uiso 1 1 calc R . . H44B H -0.2436 0.5868 0.0646 0.086 Uiso 1 1 calc R . . H44C H -0.2290 0.6856 0.0330 0.086 Uiso 1 1 calc R . . C45 C -0.1481(4) 0.5643(4) -0.0709(4) 0.0587(17) Uani 1 1 d . . . H45A H -0.1887 0.5906 -0.1108 0.088 Uiso 1 1 calc R . . H45B H -0.1873 0.4998 -0.0691 0.088 Uiso 1 1 calc R . . H45C H -0.0924 0.5576 -0.0980 0.088 Uiso 1 1 calc R . . C46 C 0.1454(3) 1.0543(3) 0.3539(3) 0.0292(12) Uani 1 1 d . . . H46A H 0.1317 1.1132 0.3890 0.035 Uiso 1 1 calc R . . H46B H 0.1942 1.0758 0.3176 0.035 Uiso 1 1 calc R . . C47 C 0.1884(3) 1.0081(3) 0.4257(3) 0.0288(12) Uani 1 1 d . . . H47A H 0.2314 1.0605 0.4833 0.035 Uiso 1 1 calc R . . H47B H 0.1347 0.9668 0.4459 0.035 Uiso 1 1 calc R . . C48 C 0.2080(3) 0.8748(3) 0.3000(3) 0.0238(11) Uani 1 1 d . . . C49 C 0.3409(3) 0.9614(3) 0.4241(3) 0.0262(11) Uani 1 1 d . . . H49 H 0.3801 1.0071 0.4830 0.031 Uiso 1 1 calc R . . C50 C 0.3680(3) 0.8973(3) 0.3633(3) 0.0230(11) Uani 1 1 d . . . H50 H 0.4311 0.8891 0.3706 0.028 Uiso 1 1 calc R . . C51 C 0.2981(3) 0.7730(3) 0.2045(3) 0.0224(11) Uani 1 1 d . . . C52 C 0.2047(3) 0.7313(3) 0.1269(3) 0.0341(13) Uani 1 1 d . . . H52A H 0.1520 0.6958 0.1513 0.051 Uiso 1 1 calc R . . H52B H 0.2141 0.6861 0.0718 0.051 Uiso 1 1 calc R . . H52C H 0.1873 0.7848 0.1070 0.051 Uiso 1 1 calc R . . C53 C 0.3810(3) 0.8254(3) 0.1654(3) 0.0338(12) Uani 1 1 d . . . H53A H 0.3676 0.8824 0.1496 0.051 Uiso 1 1 calc R . . H53B H 0.3857 0.7801 0.1076 0.051 Uiso 1 1 calc R . . H53C H 0.4429 0.8473 0.2139 0.051 Uiso 1 1 calc R . . C54 C 0.3249(3) 0.6911(3) 0.2394(3) 0.0351(13) Uani 1 1 d . . . H54A H 0.3870 0.7191 0.2881 0.053 Uiso 1 1 calc R . . H54B H 0.3317 0.6426 0.1852 0.053 Uiso 1 1 calc R . . H54C H 0.2733 0.6592 0.2671 0.053 Uiso 1 1 calc R . . N8 N 0.0538(3) 0.9854(2) 0.2858(3) 0.0246(9) Uani 1 1 d . . . N9 N -0.1006(2) 0.8244(3) 0.3351(3) 0.0256(9) Uani 1 1 d . . . N10 N -0.0298(3) 0.7329(3) 0.3923(3) 0.0263(9) Uani 1 1 d . . . N11 N 0.0402(3) 0.8811(3) 0.0697(3) 0.0269(9) Uani 1 1 d . . . N12 N -0.0469(3) 0.7301(3) 0.0274(3) 0.0270(9) Uani 1 1 d . . . N13 N 0.2450(3) 0.9476(3) 0.3841(2) 0.0233(9) Uani 1 1 d . . . N14 N 0.2878(2) 0.8449(2) 0.2876(2) 0.0193(8) Uani 1 1 d . . . Cl1 Cl 0.39067(8) 0.14905(8) 0.63781(8) 0.0318(3) Uani 1 1 d . . . Cl2 Cl 0.11045(11) 0.29874(12) 0.32827(10) 0.0590(5) 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 Ni1 0.0243(4) 0.0251(3) 0.0260(4) 0.0118(3) 0.0086(3) 0.0102(3) C1 0.034(3) 0.040(3) 0.027(3) 0.017(3) 0.009(2) 0.017(3) C2 0.032(3) 0.041(3) 0.027(3) 0.005(3) 0.001(2) 0.015(3) C3 0.019(3) 0.025(3) 0.031(3) 0.008(2) 0.005(2) 0.008(2) C4 0.030(3) 0.027(3) 0.036(3) 0.001(3) 0.006(2) 0.000(2) C5 0.033(3) 0.021(3) 0.041(3) 0.009(3) 0.009(3) 0.005(2) C6 0.034(3) 0.023(3) 0.031(3) 0.013(2) 0.009(2) 0.012(2) C7 0.057(4) 0.031(3) 0.032(3) 0.013(2) 0.010(3) 0.016(3) C8 0.040(3) 0.035(3) 0.055(4) 0.026(3) 0.007(3) 0.013(3) C9 0.047(3) 0.030(3) 0.041(3) 0.018(3) 0.017(3) 0.013(2) C10 0.025(3) 0.039(3) 0.027(3) 0.017(2) 0.011(2) 0.009(2) C11 0.024(3) 0.037(3) 0.025(3) 0.012(2) 0.011(2) 0.010(2) C12 0.027(3) 0.020(3) 0.026(3) 0.010(2) 0.012(2) 0.010(2) C13 0.024(3) 0.033(3) 0.028(3) 0.014(2) 0.011(2) 0.009(2) C14 0.018(3) 0.034(3) 0.027(3) 0.013(2) 0.002(2) 0.007(2) C15 0.029(3) 0.026(3) 0.024(3) 0.008(2) 0.012(2) 0.012(2) C16 0.037(4) 0.076(4) 0.042(4) -0.010(3) 0.013(3) 0.022(3) C17 0.082(4) 0.057(4) 0.031(3) 0.019(3) 0.023(3) 0.043(3) C18 0.061(4) 0.031(3) 0.055(4) 0.010(3) 0.026(3) 0.011(3) C19 0.025(3) 0.038(3) 0.035(3) 0.022(3) 0.006(2) 0.007(2) C20 0.036(3) 0.028(3) 0.038(3) 0.019(3) 0.006(3) 0.010(2) C21 0.028(3) 0.028(3) 0.025(3) 0.007(2) 0.005(2) 0.007(2) C22 0.045(3) 0.033(3) 0.035(3) 0.008(3) 0.003(3) 0.028(3) C23 0.039(3) 0.054(4) 0.035(3) 0.011(3) 0.011(3) 0.033(3) C24 0.020(3) 0.049(3) 0.027(3) 0.011(3) 0.007(2) 0.006(2) C25 0.042(4) 0.083(5) 0.065(4) 0.047(4) 0.020(3) 0.014(3) C26 0.060(4) 0.056(4) 0.050(4) 0.015(3) 0.019(3) -0.007(3) C27 0.051(4) 0.082(5) 0.078(5) 0.023(4) 0.035(4) 0.024(4) N1 0.023(2) 0.031(2) 0.024(2) 0.0130(19) 0.0071(18) 0.0107(18) N2 0.018(2) 0.031(2) 0.030(2) 0.010(2) 0.0057(19) 0.0061(18) N3 0.022(2) 0.020(2) 0.025(2) 0.0019(19) 0.0062(18) 0.0031(18) N4 0.023(2) 0.026(2) 0.023(2) 0.0075(18) 0.0066(19) 0.0082(18) N5 0.021(2) 0.026(2) 0.024(2) 0.0094(18) 0.0070(18) 0.0075(18) N6 0.033(3) 0.028(2) 0.030(2) 0.0103(19) 0.0045(19) 0.014(2) N7 0.024(2) 0.037(2) 0.025(2) 0.0060(19) 0.0042(19) 0.014(2) Ni2 0.0247(4) 0.0274(4) 0.0297(4) 0.0147(3) 0.0103(3) 0.0115(3) C28 0.035(3) 0.036(3) 0.033(3) 0.017(2) 0.013(2) 0.025(3) C29 0.027(3) 0.040(3) 0.038(3) 0.016(3) 0.010(2) 0.023(3) C30 0.023(3) 0.031(3) 0.035(3) 0.012(2) 0.010(2) 0.012(2) C31 0.030(3) 0.040(3) 0.039(3) 0.015(3) 0.019(3) 0.015(3) C32 0.034(3) 0.047(3) 0.042(3) 0.026(3) 0.020(3) 0.017(3) C33 0.027(3) 0.041(3) 0.037(3) 0.027(3) 0.016(2) 0.019(2) C34 0.041(3) 0.052(3) 0.048(3) 0.033(3) 0.020(3) 0.030(3) C35 0.048(3) 0.038(3) 0.039(3) 0.024(3) 0.020(3) 0.020(3) C36 0.036(3) 0.047(3) 0.046(3) 0.028(3) 0.000(3) 0.013(3) C37 0.024(3) 0.026(3) 0.037(3) 0.012(2) 0.006(2) 0.007(2) C38 0.035(3) 0.027(3) 0.038(3) 0.016(2) 0.012(3) 0.011(2) C39 0.016(3) 0.025(3) 0.038(3) 0.012(3) 0.009(2) 0.009(2) C40 0.037(3) 0.055(4) 0.029(3) 0.021(3) 0.012(3) 0.028(3) C41 0.031(3) 0.047(4) 0.027(3) 0.004(3) 0.003(2) 0.017(3) C42 0.020(3) 0.029(3) 0.052(4) 0.006(3) 0.003(3) 0.008(2) C43 0.042(3) 0.024(3) 0.065(4) 0.013(3) 0.002(3) -0.001(3) C44 0.034(3) 0.033(3) 0.106(5) 0.016(3) 0.029(3) 0.007(3) C45 0.043(4) 0.044(4) 0.067(4) -0.001(3) -0.005(3) 0.004(3) C46 0.032(3) 0.024(3) 0.034(3) 0.008(2) 0.007(2) 0.013(2) C47 0.034(3) 0.024(3) 0.027(3) 0.001(2) 0.005(2) 0.014(2) C48 0.025(3) 0.030(3) 0.022(3) 0.013(2) 0.010(2) 0.012(2) C49 0.024(3) 0.027(3) 0.025(3) 0.011(2) -0.001(2) 0.005(2) C50 0.022(3) 0.029(3) 0.022(3) 0.013(2) 0.006(2) 0.009(2) C51 0.023(3) 0.024(3) 0.022(3) 0.008(2) 0.007(2) 0.009(2) C52 0.027(3) 0.044(3) 0.026(3) -0.002(2) 0.008(2) 0.013(2) C53 0.031(3) 0.041(3) 0.031(3) 0.012(2) 0.013(2) 0.008(2) C54 0.043(3) 0.031(3) 0.036(3) 0.007(2) 0.013(3) 0.020(3) N8 0.030(2) 0.021(2) 0.030(2) 0.0129(18) 0.0090(19) 0.0127(18) N9 0.021(2) 0.034(2) 0.028(2) 0.0162(19) 0.0083(18) 0.0105(19) N10 0.029(2) 0.031(2) 0.028(2) 0.0179(19) 0.0139(19) 0.0119(19) N11 0.028(2) 0.029(2) 0.029(3) 0.012(2) 0.0096(19) 0.0121(19) N12 0.021(2) 0.030(2) 0.027(2) 0.006(2) 0.0025(19) 0.0073(19) N13 0.026(2) 0.027(2) 0.021(2) 0.0086(19) 0.0057(18) 0.0128(18) N14 0.021(2) 0.022(2) 0.019(2) 0.0102(17) 0.0077(18) 0.0083(18) Cl1 0.0305(7) 0.0300(7) 0.0332(7) 0.0050(6) 0.0023(6) 0.0137(6) Cl2 0.0773(11) 0.0956(12) 0.0400(9) 0.0328(8) 0.0333(8) 0.0627(10) _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 C3 1.988(4) . ? Ni1 C21 1.996(4) . ? Ni1 C12 2.004(4) . ? Ni1 N1 2.223(3) . ? C1 N1 1.474(5) . ? C1 C2 1.527(6) . ? C2 N2 1.465(5) . ? C3 N2 1.356(5) . ? C3 N3 1.387(5) . ? C4 C5 1.348(6) . ? C4 N2 1.369(5) . ? C5 N3 1.374(5) . ? C6 N3 1.498(5) . ? C6 C7 1.507(6) . ? C6 C8 1.529(6) . ? C6 C9 1.535(6) . ? C10 N1 1.489(5) . ? C10 C11 1.518(6) . ? C11 N4 1.453(5) . ? C12 N4 1.372(5) . ? C12 N5 1.375(5) . ? C13 C14 1.334(6) . ? C13 N4 1.367(5) . ? C14 N5 1.391(5) . ? C15 N5 1.482(5) . ? C15 C16 1.507(6) . ? C15 C17 1.517(6) . ? C15 C18 1.518(6) . ? C19 N1 1.488(5) . ? C19 C20 1.514(6) . ? C20 N6 1.458(5) . ? C21 N6 1.364(5) . ? C21 N7 1.366(5) . ? C22 C23 1.334(7) . ? C22 N6 1.370(5) . ? C23 N7 1.386(5) . ? C24 C26 1.496(6) . ? C24 N7 1.504(6) . ? C24 C27 1.507(6) . ? C24 C25 1.515(6) . ? Ni2 C30 1.976(5) . ? Ni2 C39 1.994(5) . ? Ni2 C48 2.013(4) . ? Ni2 N8 2.234(3) . ? C28 N8 1.490(5) . ? C28 C29 1.505(6) . ? C29 N9 1.461(5) . ? C30 N9 1.358(5) . ? C30 N10 1.381(5) . ? C31 C32 1.341(6) . ? C31 N9 1.373(5) . ? C32 N10 1.372(5) . ? C33 N10 1.494(5) . ? C33 C36 1.515(6) . ? C33 C35 1.522(6) . ? C33 C34 1.522(6) . ? C37 N8 1.476(5) . ? C37 C38 1.517(6) . ? C38 N11 1.445(5) . ? C39 N11 1.356(5) . ? C39 N12 1.371(5) . ? C40 C41 1.325(6) . ? C40 N11 1.376(5) . ? C41 N12 1.389(6) . ? C42 N12 1.498(6) . ? C42 C45 1.503(7) . ? C42 C43 1.516(6) . ? C42 C44 1.521(6) . ? C46 N8 1.484(5) . ? C46 C47 1.522(6) . ? C47 N13 1.469(5) . ? C48 N13 1.360(5) . ? C48 N14 1.373(5) . ? C49 C50 1.334(6) . ? C49 N13 1.367(5) . ? C50 N14 1.383(5) . ? C51 N14 1.482(5) . ? C51 C52 1.507(6) . ? C51 C53 1.528(6) . ? C51 C54 1.530(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C3 Ni1 C21 120.27(18) . . ? C3 Ni1 C12 114.68(17) . . ? C21 Ni1 C12 123.26(17) . . ? C3 Ni1 N1 93.72(16) . . ? C21 Ni1 N1 94.24(16) . . ? C12 Ni1 N1 95.37(15) . . ? N1 C1 C2 112.5(4) . . ? N2 C2 C1 110.3(3) . . ? N2 C3 N3 101.5(4) . . ? N2 C3 Ni1 118.3(3) . . ? N3 C3 Ni1 140.1(3) . . ? C5 C4 N2 105.2(4) . . ? C4 C5 N3 107.7(4) . . ? N3 C6 C7 110.4(3) . . ? N3 C6 C8 107.3(4) . . ? C7 C6 C8 110.6(4) . . ? N3 C6 C9 109.8(4) . . ? C7 C6 C9 108.8(4) . . ? C8 C6 C9 109.9(4) . . ? N1 C10 C11 112.6(4) . . ? N4 C11 C10 111.6(4) . . ? N4 C12 N5 102.2(3) . . ? N4 C12 Ni1 115.7(3) . . ? N5 C12 Ni1 139.8(3) . . ? C14 C13 N4 106.6(4) . . ? C13 C14 N5 107.2(4) . . ? N5 C15 C16 111.3(4) . . ? N5 C15 C17 109.6(3) . . ? C16 C15 C17 109.3(4) . . ? N5 C15 C18 107.5(4) . . ? C16 C15 C18 108.7(4) . . ? C17 C15 C18 110.4(4) . . ? N1 C19 C20 113.9(4) . . ? N6 C20 C19 110.5(4) . . ? N6 C21 N7 102.9(4) . . ? N6 C21 Ni1 117.9(3) . . ? N7 C21 Ni1 139.2(3) . . ? C23 C22 N6 106.7(4) . . ? C22 C23 N7 107.1(4) . . ? C26 C24 N7 108.8(4) . . ? C26 C24 C27 110.6(4) . . ? N7 C24 C27 110.6(4) . . ? C26 C24 C25 109.5(5) . . ? N7 C24 C25 108.5(4) . . ? C27 C24 C25 108.9(4) . . ? C1 N1 C19 107.8(3) . . ? C1 N1 C10 108.9(3) . . ? C19 N1 C10 107.6(3) . . ? C1 N1 Ni1 112.3(3) . . ? C19 N1 Ni1 110.8(3) . . ? C10 N1 Ni1 109.4(2) . . ? C3 N2 C4 114.2(4) . . ? C3 N2 C2 122.1(4) . . ? C4 N2 C2 123.2(4) . . ? C5 N3 C3 111.3(4) . . ? C5 N3 C6 122.4(4) . . ? C3 N3 C6 125.4(3) . . ? C13 N4 C12 112.8(4) . . ? C13 N4 C11 123.3(4) . . ? C12 N4 C11 123.9(4) . . ? C12 N5 C14 111.1(3) . . ? C12 N5 C15 127.8(4) . . ? C14 N5 C15 120.1(4) . . ? C21 N6 C22 112.2(4) . . ? C21 N6 C20 122.4(4) . . ? C22 N6 C20 124.9(4) . . ? C21 N7 C23 111.1(4) . . ? C21 N7 C24 125.0(4) . . ? C23 N7 C24 123.4(4) . . ? C30 Ni2 C39 120.76(18) . . ? C30 Ni2 C48 117.77(18) . . ? C39 Ni2 C48 120.00(17) . . ? C30 Ni2 N8 93.13(16) . . ? C39 Ni2 N8 94.81(15) . . ? C48 Ni2 N8 94.11(15) . . ? N8 C28 C29 112.2(4) . . ? N9 C29 C28 110.4(4) . . ? N9 C30 N10 102.6(4) . . ? N9 C30 Ni2 118.3(3) . . ? N10 C30 Ni2 139.1(3) . . ? C32 C31 N9 105.7(4) . . ? C31 C32 N10 108.0(4) . . ? N10 C33 C36 108.2(4) . . ? N10 C33 C35 108.5(4) . . ? C36 C33 C35 110.1(4) . . ? N10 C33 C34 109.6(4) . . ? C36 C33 C34 112.2(4) . . ? C35 C33 C34 108.1(4) . . ? N8 C37 C38 112.8(3) . . ? N11 C38 C37 110.4(4) . . ? N11 C39 N12 103.1(4) . . ? N11 C39 Ni2 115.6(3) . . ? N12 C39 Ni2 140.9(3) . . ? C41 C40 N11 107.5(4) . . ? C40 C41 N12 106.6(4) . . ? N12 C42 C45 109.7(4) . . ? N12 C42 C43 109.0(4) . . ? C45 C42 C43 109.4(4) . . ? N12 C42 C44 108.0(4) . . ? C45 C42 C44 110.2(4) . . ? C43 C42 C44 110.5(4) . . ? N8 C46 C47 112.3(4) . . ? N13 C47 C46 111.2(4) . . ? N13 C48 N14 102.0(3) . . ? N13 C48 Ni2 116.6(3) . . ? N14 C48 Ni2 140.5(3) . . ? C50 C49 N13 105.8(4) . . ? C49 C50 N14 107.6(4) . . ? N14 C51 C52 110.9(3) . . ? N14 C51 C53 108.4(3) . . ? C52 C51 C53 109.4(4) . . ? N14 C51 C54 108.3(3) . . ? C52 C51 C54 110.5(4) . . ? C53 C51 C54 109.2(4) . . ? C37 N8 C46 108.2(3) . . ? C37 N8 C28 108.3(3) . . ? C46 N8 C28 108.0(3) . . ? C37 N8 Ni2 109.3(2) . . ? C46 N8 Ni2 110.9(2) . . ? C28 N8 Ni2 112.1(3) . . ? C30 N9 C31 112.9(4) . . ? C30 N9 C29 122.5(4) . . ? C31 N9 C29 123.6(4) . . ? C32 N10 C30 110.7(4) . . ? C32 N10 C33 123.2(4) . . ? C30 N10 C33 125.1(4) . . ? C39 N11 C40 111.7(4) . . ? C39 N11 C38 123.2(4) . . ? C40 N11 C38 125.0(4) . . ? C39 N12 C41 111.1(4) . . ? C39 N12 C42 125.3(4) . . ? C41 N12 C42 123.1(4) . . ? C48 N13 C49 113.5(4) . . ? C48 N13 C47 123.0(4) . . ? C49 N13 C47 123.4(4) . . ? C48 N14 C50 111.1(3) . . ? C48 N14 C51 128.9(4) . . ? C50 N14 C51 119.8(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.741 _refine_diff_density_min -0.352 _refine_diff_density_rms 0.071 data_xile32 _database_code_depnum_ccdc_archive 'CCDC 242988' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H45 N7 Ni' _chemical_formula_weight 526.41 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' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Cubic _symmetry_space_group_name_H-M P2(1)3 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' 'z, x, y' 'z+1/2, -x+1/2, -y' '-z+1/2, -x, y+1/2' '-z, x+1/2, -y+1/2' 'y, z, x' '-y, z+1/2, -x+1/2' 'y+1/2, -z+1/2, -x' '-y+1/2, -z, x+1/2' _cell_length_a 14.0195(3) _cell_length_b 14.0195(3) _cell_length_c 14.0195(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2755.48(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7062 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 27.46 _exptl_crystal_description Block _exptl_crystal_colour 'Deep Red' _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1136 _exptl_absorpt_coefficient_mu 0.732 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.917 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 17469 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_sigmaI/netI 0.0131 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2123 _reflns_number_gt 2096 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker Smart' _computing_cell_refinement 'Bruker Smart' _computing_data_reduction 'Bruker Smart' _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^)+(0.0386P)^2^+0.2153P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.005(10) _refine_ls_number_reflns 2123 _refine_ls_number_parameters 166 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0229 _refine_ls_R_factor_gt 0.0225 _refine_ls_wR_factor_ref 0.0557 _refine_ls_wR_factor_gt 0.0555 _refine_ls_goodness_of_fit_ref 1.113 _refine_ls_restrained_S_all 1.113 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.311583(10) 0.188417(10) 0.811583(10) 0.01367(8) Uani 1 3 d S . . N1 N 0.44348(8) 0.05652(8) 0.94348(8) 0.0203(4) Uani 1 3 d S . . N2 N 0.29371(7) 0.20979(8) 1.01406(7) 0.0171(2) Uani 1 1 d . . . N3 N 0.28584(7) 0.35149(8) 0.95454(8) 0.0170(2) Uani 1 1 d . . . C1 C 0.39349(10) 0.06328(10) 1.03397(9) 0.0225(3) Uani 1 1 d . . . C2 C 0.29360(9) 0.10682(9) 1.02736(9) 0.0192(3) Uani 1 1 d . . . C3 C 0.29064(8) 0.25592(9) 0.92652(9) 0.0152(2) Uani 1 1 d . . . C4 C 0.29649(9) 0.27275(10) 1.09019(9) 0.0200(3) Uani 1 1 d . . . C5 C 0.29166(9) 0.36132(10) 1.05318(9) 0.0203(3) Uani 1 1 d . . . C6 C 0.29384(9) 0.43329(9) 0.88758(9) 0.0187(2) Uani 1 1 d . . . C7 C 0.26164(11) 0.52496(10) 0.93688(12) 0.0276(3) Uani 1 1 d . . . C8 C 0.39810(10) 0.44243(10) 0.85567(11) 0.0245(3) Uani 1 1 d . . . C9 C 0.23004(11) 0.41502(10) 0.80178(11) 0.0261(3) Uani 1 1 d . . . H1A H 0.3837(13) -0.0036(13) 1.0613(14) 0.031(5) Uiso 1 1 d . . . H1B H 0.4280(11) 0.0984(11) 1.0762(11) 0.012(3) Uiso 1 1 d . . . H2A H 0.2595(11) 0.0808(11) 0.9752(11) 0.011(3) Uiso 1 1 d . . . H2B H 0.2615(12) 0.0945(12) 1.0866(13) 0.019(4) Uiso 1 1 d . . . H4 H 0.3000(12) 0.2486(11) 1.1519(12) 0.019(4) Uiso 1 1 d . . . H5 H 0.2909(13) 0.4210(14) 1.0809(14) 0.035(5) Uiso 1 1 d . . . H7A H 0.3076(15) 0.5442(14) 0.9911(14) 0.035(5) Uiso 1 1 d . . . H7B H 0.2628(12) 0.5729(13) 0.8893(13) 0.024(4) Uiso 1 1 d . . . H7C H 0.2009(14) 0.5205(12) 0.9618(13) 0.029(4) Uiso 1 1 d . . . H8A H 0.4134(12) 0.3852(12) 0.8225(12) 0.020(4) Uiso 1 1 d . . . H8B H 0.4379(13) 0.4528(13) 0.9082(14) 0.029(5) Uiso 1 1 d . . . H8C H 0.4070(13) 0.4973(13) 0.8095(15) 0.032(4) Uiso 1 1 d . . . H9A H 0.2368(14) 0.4637(15) 0.7614(15) 0.037(5) Uiso 1 1 d . . . H9B H 0.2510(13) 0.3600(13) 0.7709(12) 0.022(4) Uiso 1 1 d . . . H9C H 0.1637(13) 0.4107(12) 0.8209(13) 0.026(4) 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 0.01367(8) 0.01367(8) 0.01367(8) 0.00009(5) -0.00009(5) 0.00009(5) N1 0.0203(4) 0.0203(4) 0.0203(4) 0.0016(4) -0.0016(4) 0.0016(4) N2 0.0162(5) 0.0193(5) 0.0158(5) -0.0006(4) 0.0004(4) -0.0008(4) N3 0.0145(5) 0.0180(5) 0.0185(5) -0.0018(4) 0.0011(4) -0.0004(4) C1 0.0263(6) 0.0232(6) 0.0181(6) 0.0043(5) -0.0030(5) 0.0020(5) C2 0.0216(6) 0.0196(6) 0.0165(6) 0.0030(4) 0.0010(5) -0.0022(5) C3 0.0115(5) 0.0164(5) 0.0176(5) 0.0009(4) 0.0008(4) -0.0011(4) C4 0.0167(6) 0.0267(6) 0.0165(6) -0.0024(5) 0.0002(5) -0.0030(5) C5 0.0168(6) 0.0239(6) 0.0202(6) -0.0073(5) 0.0008(5) -0.0010(5) C6 0.0177(6) 0.0138(5) 0.0247(6) -0.0003(4) 0.0035(5) -0.0001(4) C7 0.0303(8) 0.0167(6) 0.0357(8) -0.0031(6) 0.0114(6) 0.0014(5) C8 0.0204(6) 0.0194(6) 0.0336(8) 0.0024(6) 0.0073(6) -0.0016(5) C9 0.0306(7) 0.0187(6) 0.0291(7) 0.0042(6) -0.0052(6) 0.0039(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 C3 1.8917(12) . ? Ni1 C3 1.8917(12) 12_565 ? Ni1 C3 1.8918(12) 6_456 ? N1 C1 1.4524(14) . ? N1 C1 1.4524(14) 12_565 ? N1 C1 1.4524(14) 6_456 ? N2 C4 1.3856(16) . ? N2 C3 1.3879(16) . ? N2 C2 1.4556(16) . ? N3 C5 1.3921(16) . ? N3 C3 1.3978(16) . ? N3 C6 1.4864(16) . ? C1 C2 1.5305(18) . ? C1 H1A 1.022(19) . ? C1 H1B 0.910(16) . ? C2 H2A 0.947(17) . ? C2 H2B 0.960(18) . ? C4 C5 1.348(2) . ? C4 H4 0.931(17) . ? C5 H5 0.92(2) . ? C6 C9 1.5206(19) . ? C6 C7 1.5274(17) . ? C6 C8 1.5339(17) . ? C7 H7A 1.03(2) . ? C7 H7B 0.947(18) . ? C7 H7C 0.922(19) . ? C8 H8A 0.952(17) . ? C8 H8B 0.935(19) . ? C8 H8C 1.01(2) . ? C9 H9A 0.89(2) . ? C9 H9B 0.932(18) . ? C9 H9C 0.970(19) . ? 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 C3 Ni1 C3 118.731(14) . 12_565 ? C3 Ni1 C3 118.732(15) . 6_456 ? C3 Ni1 C3 118.734(15) 12_565 6_456 ? C1 N1 C1 116.55(5) . 12_565 ? C1 N1 C1 116.55(5) . 6_456 ? C1 N1 C1 116.55(5) 12_565 6_456 ? C4 N2 C3 112.65(11) . . ? C4 N2 C2 122.22(11) . . ? C3 N2 C2 125.13(11) . . ? C5 N3 C3 111.79(11) . . ? C5 N3 C6 123.13(11) . . ? C3 N3 C6 123.95(10) . . ? N1 C1 C2 114.51(12) . . ? N1 C1 H1A 109.4(11) . . ? C2 C1 H1A 105.4(11) . . ? N1 C1 H1B 110.3(10) . . ? C2 C1 H1B 108.1(10) . . ? H1A C1 H1B 108.9(15) . . ? N2 C2 C1 113.72(11) . . ? N2 C2 H2A 106.5(9) . . ? C1 C2 H2A 110.7(9) . . ? N2 C2 H2B 106.9(10) . . ? C1 C2 H2B 107.7(10) . . ? H2A C2 H2B 111.3(13) . . ? N2 C3 N3 101.52(10) . . ? N2 C3 Ni1 121.02(9) . . ? N3 C3 Ni1 136.58(9) . . ? C5 C4 N2 106.80(11) . . ? C5 C4 H4 134.1(10) . . ? N2 C4 H4 119.1(10) . . ? C4 C5 N3 107.11(11) . . ? C4 C5 H5 132.4(12) . . ? N3 C5 H5 120.5(12) . . ? N3 C6 C9 108.98(10) . . ? N3 C6 C7 109.94(10) . . ? C9 C6 C7 109.02(12) . . ? N3 C6 C8 108.69(10) . . ? C9 C6 C8 110.12(12) . . ? C7 C6 C8 110.08(11) . . ? C6 C7 H7A 111.6(11) . . ? C6 C7 H7B 105.9(11) . . ? H7A C7 H7B 108.8(15) . . ? C6 C7 H7C 112.8(11) . . ? H7A C7 H7C 108.4(15) . . ? H7B C7 H7C 109.3(15) . . ? C6 C8 H8A 106.7(10) . . ? C6 C8 H8B 110.6(12) . . ? H8A C8 H8B 112.4(14) . . ? C6 C8 H8C 111.5(10) . . ? H8A C8 H8C 107.4(14) . . ? H8B C8 H8C 108.1(16) . . ? C6 C9 H9A 108.1(13) . . ? C6 C9 H9B 108.8(11) . . ? H9A C9 H9B 107.7(16) . . ? C6 C9 H9C 110.9(11) . . ? H9A C9 H9C 109.0(16) . . ? H9B C9 H9C 112.3(15) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.360 _refine_diff_density_min -0.123 _refine_diff_density_rms 0.048