# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H39 N7 Ni2 O3 S3, C H4 O' _chemical_formula_sum 'C25 H43 N7 Ni2 O4 S3' _chemical_formula_weight 719.26 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' S S 0.1246 0.1234 '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' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.8340(3) _cell_length_b 17.6823(6) _cell_length_c 10.1316(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.3320(10) _cell_angle_gamma 90.00 _cell_volume 1743.17(11) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7109 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 27.01 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.370 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 1.299 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.702 _exptl_absorpt_correction_T_max 0.798 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23821 _diffrn_reflns_av_R_equivalents 0.0796 _diffrn_reflns_av_sigmaI/netI 0.0683 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.03 _diffrn_reflns_theta_max 28.49 _reflns_number_total 7492 _reflns_number_gt 5291 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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^)+(0.0331P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.001(9) _refine_ls_number_reflns 7492 _refine_ls_number_parameters 407 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0611 _refine_ls_R_factor_gt 0.0372 _refine_ls_wR_factor_ref 0.0778 _refine_ls_wR_factor_gt 0.0710 _refine_ls_goodness_of_fit_ref 0.902 _refine_ls_restrained_S_all 0.902 _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 Ni2 Ni 0.84024(4) 0.17024(2) 0.70139(4) 0.04558(12) Uani 1 1 d . A . Ni1 Ni 0.72923(4) 0.27030(2) 0.45357(4) 0.04628(12) Uani 1 1 d . A . O1 O 0.7728(2) 0.16048(13) 0.50281(19) 0.0464(5) Uani 1 1 d . . . O1W O 0.5371(3) 0.25072(15) 0.5190(3) 0.0609(7) Uani 1 1 d D . . H12 H 0.471(4) 0.219(2) 0.488(4) 0.091 Uiso 1 1 d D . . H11 H 0.554(5) 0.231(2) 0.589(3) 0.091 Uiso 1 1 d D . . N2 N 0.8820(3) 0.06024(16) 0.7118(2) 0.0526(7) Uani 1 1 d . . . N3 N 0.6616(3) 0.38120(17) 0.3830(3) 0.0588(8) Uani 1 1 d . . . N4 N 0.9267(3) 0.16926(19) 0.9086(2) 0.0596(7) Uani 1 1 d . . . C1 C 0.7454(3) 0.09917(19) 0.4326(3) 0.0396(8) Uani 1 1 d . . . C2 C 0.6808(3) 0.10205(19) 0.2974(3) 0.0451(8) Uani 1 1 d . . . C3 C 0.6546(3) 0.0352(2) 0.2252(3) 0.0495(8) Uani 1 1 d . . . H3A H 0.6116 0.0388 0.1374 0.059 Uiso 1 1 calc R . . C4 C 0.6882(3) -0.03605(18) 0.2755(3) 0.0456(8) Uani 1 1 d . . . C5 C 0.6520(3) -0.1070(2) 0.1904(3) 0.0549(9) Uani 1 1 d . . . C6 C 0.7523(4) -0.03771(18) 0.4051(3) 0.0492(8) Uani 1 1 d . . . H6 H 0.7776 -0.0846 0.4423 0.059 Uiso 1 1 calc R . . C7 C 0.7820(3) 0.02590(18) 0.4848(3) 0.0432(7) Uani 1 1 d . . . C8 C 0.8482(4) 0.01125(18) 0.6201(3) 0.0527(9) Uani 1 1 d . . . H8 H 0.8679 -0.0390 0.6422 0.063 Uiso 1 1 calc R . . C9 C 0.9521(5) 0.0360(2) 0.8433(3) 0.0772(12) Uani 1 1 d . . . H9A H 1.0510 0.0380 0.8455 0.093 Uiso 1 1 calc R . . H9B H 0.9265 -0.0155 0.8615 0.093 Uiso 1 1 calc R . . C10 C 0.9080(5) 0.0895(2) 0.9465(4) 0.0808(14) Uani 1 1 d . . . H10A H 0.8122 0.0807 0.9544 0.097 Uiso 1 1 calc R . . H10B H 0.9621 0.0796 1.0327 0.097 Uiso 1 1 calc R . . C11 C 1.0717(4) 0.1923(3) 0.9328(4) 0.0804(13) Uani 1 1 d . . . H11A H 1.1069 0.1856 1.0255 0.121 Uiso 1 1 calc R . . H11B H 1.0794 0.2445 0.9091 0.121 Uiso 1 1 calc R . . H11C H 1.1237 0.1617 0.8798 0.121 Uiso 1 1 calc R . . C12 C 0.8499(5) 0.2170(3) 0.9926(4) 0.0902(14) Uani 1 1 d . . . H12A H 0.7531 0.2092 0.9672 0.135 Uiso 1 1 calc R . . H12B H 0.8715 0.2692 0.9803 0.135 Uiso 1 1 calc R . . H12C H 0.8754 0.2035 1.0846 0.135 Uiso 1 1 calc R . . C13 C 0.6340(3) 0.1711(2) 0.2267(3) 0.0499(8) Uani 1 1 d . A . H13 H 0.5886 0.1656 0.1401 0.060 Uiso 1 1 calc R . . N1 N 0.6490(3) 0.23776(17) 0.2712(3) 0.0537(8) Uani 1 1 d . . . C14 C 0.5917(6) 0.3010(3) 0.1875(4) 0.0853(14) Uani 1 1 d . A . H14A H 0.6584 0.3174 0.1319 0.102 Uiso 0.607(13) 1 calc PR A 1 H14B H 0.5104 0.2840 0.1293 0.102 Uiso 0.607(13) 1 calc PR A 1 H14C H 0.6064 0.2923 0.0961 0.102 Uiso 0.393(13) 1 calc PR A 2 H14D H 0.4934 0.3039 0.1890 0.102 Uiso 0.393(13) 1 calc PR A 2 C15 C 0.5566(13) 0.3626(4) 0.2641(8) 0.075(3) Uani 0.607(13) 1 d P A 1 H15A H 0.4698 0.3516 0.2950 0.090 Uiso 0.607(13) 1 calc PR A 1 H15B H 0.5430 0.4069 0.2071 0.090 Uiso 0.607(13) 1 calc PR A 1 C16 C 0.7672(9) 0.4320(4) 0.3493(14) 0.093(4) Uani 0.607(13) 1 d P A 1 H16A H 0.8169 0.4080 0.2861 0.139 Uiso 0.607(13) 1 calc PR A 1 H16B H 0.8293 0.4442 0.4285 0.139 Uiso 0.607(13) 1 calc PR A 1 H16C H 0.7252 0.4775 0.3111 0.139 Uiso 0.607(13) 1 calc PR A 1 C17 C 0.5858(10) 0.4217(4) 0.4778(10) 0.079(3) Uani 0.607(13) 1 d P A 1 H17A H 0.5177 0.3887 0.5054 0.119 Uiso 0.607(13) 1 calc PR A 1 H17B H 0.5417 0.4655 0.4350 0.119 Uiso 0.607(13) 1 calc PR A 1 H17C H 0.6490 0.4371 0.5544 0.119 Uiso 0.607(13) 1 calc PR A 1 C15B C 0.6549(19) 0.3714(7) 0.2341(11) 0.070(4) Uani 0.393(13) 1 d P A 2 H15C H 0.5885 0.4092 0.1948 0.084 Uiso 0.393(13) 1 d PR A 2 H15D H 0.7384 0.3781 0.2059 0.084 Uiso 0.393(13) 1 d PR A 2 C16B C 0.7690(19) 0.4396(10) 0.4294(18) 0.104(6) Uiso 0.393(13) 1 d P A 2 H16D H 0.8554 0.4244 0.4043 0.156 Uiso 0.393(13) 1 calc PR A 2 H16E H 0.7781 0.4443 0.5247 0.156 Uiso 0.393(13) 1 calc PR A 2 H16F H 0.7421 0.4874 0.3889 0.156 Uiso 0.393(13) 1 calc PR A 2 C17B C 0.5318(14) 0.4082(8) 0.4185(13) 0.073(4) Uiso 0.393(13) 1 d P A 2 H17D H 0.5406 0.4149 0.5133 0.109 Uiso 0.393(13) 1 calc PR A 2 H17E H 0.4609 0.3720 0.3905 0.109 Uiso 0.393(13) 1 calc PR A 2 H17F H 0.5085 0.4557 0.3749 0.109 Uiso 0.393(13) 1 calc PR A 2 C18 C 0.7111(5) -0.1781(2) 0.2612(4) 0.0777(12) Uani 1 1 d . . . H18A H 0.8093 -0.1737 0.2806 0.117 Uiso 1 1 calc R . . H18B H 0.6877 -0.2212 0.2049 0.117 Uiso 1 1 calc R . . H18C H 0.6737 -0.1843 0.3429 0.117 Uiso 1 1 calc R . . C19 C 0.4942(4) -0.1132(3) 0.1597(4) 0.0828(13) Uani 1 1 d . . . H19A H 0.4571 -0.1209 0.2413 0.124 Uiso 1 1 calc R . . H19B H 0.4698 -0.1551 0.1008 0.124 Uiso 1 1 calc R . . H19C H 0.4573 -0.0674 0.1180 0.124 Uiso 1 1 calc R . . C20 C 0.7101(4) -0.0997(2) 0.0579(3) 0.0683(10) Uani 1 1 d . . . H20A H 0.6701 -0.0565 0.0098 0.102 Uiso 1 1 calc R . . H20B H 0.6884 -0.1445 0.0055 0.102 Uiso 1 1 calc R . . H20C H 0.8080 -0.0937 0.0759 0.102 Uiso 1 1 calc R . . S1 S 0.88966(16) 0.41838(8) 0.8031(2) 0.1390(7) Uani 1 1 d . . . S2 S 1.13898(12) 0.31173(6) 0.25807(12) 0.0758(3) Uani 1 1 d . . . S3 S 0.43642(11) 0.09634(7) 0.87596(10) 0.0802(3) Uani 1 1 d . . . N5 N 0.8069(3) 0.28969(17) 0.6607(3) 0.0529(8) Uani 1 1 d . . . N6 N 0.9246(3) 0.28471(17) 0.4015(3) 0.0629(8) Uani 1 1 d . . . N7 N 0.6438(3) 0.15449(19) 0.7478(3) 0.0655(9) Uani 1 1 d . . . C21 C 0.8423(4) 0.3432(3) 0.7210(4) 0.0661(12) Uani 1 1 d . A . C22 C 1.0145(4) 0.29503(18) 0.3423(3) 0.0495(8) Uani 1 1 d . A . C23 C 0.5566(4) 0.12979(19) 0.7997(3) 0.0508(8) Uani 1 1 d . A . O2 O 1.0347(2) 0.19677(15) 0.6390(2) 0.0591(7) Uani 1 1 d D . . H2A H 1.018(4) 0.2272(18) 0.577(3) 0.071 Uiso 1 1 d D . . C24 C 1.1186(4) 0.1453(3) 0.5821(4) 0.0857(14) Uani 1 1 d . A . H24A H 1.1518 0.1074 0.6467 0.129 Uiso 1 1 calc R . . H24B H 1.1950 0.1717 0.5547 0.129 Uiso 1 1 calc R . . H24C H 1.0661 0.1215 0.5060 0.129 Uiso 1 1 calc R . . O3 O 0.3471(3) 0.1732(2) 0.3364(4) 0.1139(11) Uani 1 1 d D . . H3 H 0.283(5) 0.206(3) 0.355(6) 0.171 Uiso 1 1 d D . . C25 C 0.3071(6) 0.1016(4) 0.2899(7) 0.143(2) Uani 1 1 d . . . H25A H 0.3577 0.0641 0.3455 0.214 Uiso 1 1 calc R . . H25B H 0.3255 0.0960 0.1999 0.214 Uiso 1 1 calc R . . H25C H 0.2106 0.0951 0.2922 0.214 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 Ni2 0.0513(3) 0.0442(2) 0.0410(2) -0.00408(18) 0.00567(18) -0.0029(2) Ni1 0.0505(3) 0.0378(2) 0.0508(2) 0.0022(2) 0.00815(19) 0.0033(2) O1 0.0567(14) 0.0404(13) 0.0400(10) 0.0005(10) -0.0002(10) 0.0019(11) O1W 0.0565(17) 0.0587(19) 0.0689(16) 0.0111(12) 0.0138(13) 0.0079(12) N2 0.0714(19) 0.0440(16) 0.0387(14) 0.0026(12) -0.0042(13) -0.0033(15) N3 0.065(2) 0.0391(17) 0.073(2) 0.0022(15) 0.0130(16) 0.0072(15) N4 0.070(2) 0.0623(19) 0.0463(14) -0.0097(16) 0.0083(13) -0.0108(18) C1 0.044(2) 0.0354(18) 0.0388(16) -0.0055(13) 0.0050(14) 0.0050(14) C2 0.045(2) 0.0459(19) 0.0432(16) -0.0010(14) 0.0035(14) 0.0015(15) C3 0.045(2) 0.059(2) 0.0437(17) -0.0041(16) 0.0032(14) 0.0011(17) C4 0.050(2) 0.0429(19) 0.0435(17) -0.0066(14) 0.0058(15) -0.0006(15) C5 0.057(2) 0.052(2) 0.0558(19) -0.0190(16) 0.0090(16) -0.0054(17) C6 0.056(2) 0.0373(18) 0.0537(19) 0.0010(14) 0.0045(17) 0.0007(15) C7 0.049(2) 0.0378(18) 0.0417(16) 0.0004(13) 0.0013(14) 0.0045(15) C8 0.070(2) 0.0348(18) 0.0504(19) 0.0048(14) -0.0002(17) 0.0050(16) C9 0.110(3) 0.066(3) 0.047(2) 0.0041(18) -0.015(2) 0.002(2) C10 0.118(4) 0.079(3) 0.0411(19) 0.0046(19) -0.004(2) -0.014(3) C11 0.071(3) 0.113(4) 0.053(2) -0.011(2) -0.0031(19) -0.011(2) C12 0.100(3) 0.117(4) 0.057(2) -0.029(2) 0.020(2) -0.008(3) C13 0.063(2) 0.048(2) 0.0374(15) 0.0045(17) 0.0045(14) 0.010(2) N1 0.068(2) 0.0466(18) 0.0462(15) 0.0083(13) 0.0051(14) 0.0129(15) C14 0.124(4) 0.059(3) 0.068(3) 0.018(2) -0.004(3) 0.028(3) C15 0.096(7) 0.051(4) 0.072(5) 0.007(3) -0.005(5) 0.018(4) C16 0.085(6) 0.036(4) 0.159(11) 0.042(5) 0.022(6) 0.002(4) C17 0.087(6) 0.052(4) 0.098(6) -0.002(4) 0.011(5) 0.027(4) C15B 0.078(10) 0.059(7) 0.075(7) 0.027(6) 0.020(7) 0.020(7) C18 0.115(4) 0.046(2) 0.072(3) -0.0122(18) 0.013(2) -0.002(2) C19 0.070(3) 0.093(3) 0.085(3) -0.037(2) 0.011(2) -0.023(2) C20 0.077(3) 0.067(3) 0.062(2) -0.0209(19) 0.0162(19) -0.007(2) S1 0.1037(11) 0.0770(9) 0.2138(18) -0.0718(11) -0.0526(11) 0.0120(8) S2 0.0819(8) 0.0625(7) 0.0918(7) -0.0138(6) 0.0421(6) -0.0102(6) S3 0.0646(7) 0.1064(10) 0.0699(6) 0.0152(6) 0.0106(5) -0.0194(6) N5 0.0539(19) 0.046(2) 0.0589(17) -0.0116(14) 0.0096(14) -0.0008(14) N6 0.060(2) 0.057(2) 0.075(2) 0.0083(16) 0.0199(17) 0.0049(16) N7 0.067(2) 0.071(2) 0.0594(17) 0.0016(16) 0.0134(16) -0.0111(17) C21 0.049(3) 0.057(3) 0.089(3) -0.010(2) -0.001(2) 0.0076(19) C22 0.058(2) 0.0378(19) 0.0520(18) -0.0021(13) 0.0060(18) 0.0014(15) C23 0.055(2) 0.050(2) 0.0440(18) -0.0002(15) -0.0041(16) 0.0003(17) O2 0.0515(16) 0.0698(18) 0.0562(14) 0.0038(11) 0.0088(12) 0.0053(13) C24 0.071(3) 0.097(4) 0.092(3) 0.003(3) 0.022(2) 0.020(2) O3 0.081(2) 0.103(3) 0.154(3) -0.007(3) 0.006(2) -0.006(2) C25 0.123(5) 0.101(5) 0.209(7) -0.029(5) 0.039(5) -0.016(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Ni2 N2 1.988(3) . ? Ni2 O1 2.032(2) . ? Ni2 N7 2.072(3) . ? Ni2 N4 2.148(3) . ? Ni2 O2 2.151(2) . ? Ni2 N5 2.168(3) . ? Ni1 N1 1.986(3) . ? Ni1 O1 2.035(2) . ? Ni1 N6 2.081(3) . ? Ni1 O1W 2.120(3) . ? Ni1 N5 2.154(3) . ? Ni1 N3 2.159(3) . ? O1 C1 1.304(4) . ? O1W H12 0.882(19) . ? O1W H11 0.791(18) . ? N2 C8 1.279(4) . ? N2 C9 1.472(4) . ? N3 C16 1.451(8) . ? N3 C17B 1.456(13) . ? N3 C17 1.483(8) . ? N3 C16B 1.503(18) . ? N3 C15 1.505(8) . ? N3 C15B 1.510(12) . ? N4 C11 1.469(5) . ? N4 C10 1.480(5) . ? N4 C12 1.481(5) . ? C1 C2 1.425(4) . ? C1 C7 1.426(4) . ? C2 C3 1.394(5) . ? C2 C13 1.456(5) . ? C3 C4 1.381(4) . ? C3 H3A 0.9300 . ? C4 C6 1.372(4) . ? C4 C5 1.535(4) . ? C5 C18 1.521(5) . ? C5 C20 1.538(5) . ? C5 C19 1.542(5) . ? C6 C7 1.391(4) . ? C6 H6 0.9300 . ? C7 C8 1.453(4) . ? C8 H8 0.9300 . ? C9 C10 1.520(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 N1 1.263(5) . ? C13 H13 0.9300 . ? N1 C14 1.466(5) . ? C14 C15 1.409(9) . ? C14 C15B 1.440(15) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C14 H14D 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 H15C 1.1544 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C15B H15C 0.9772 . ? C15B H15D 0.9157 . ? C16B H16D 0.9600 . ? C16B H16E 0.9600 . ? C16B H16F 0.9600 . ? C17B H17D 0.9600 . ? C17B H17E 0.9600 . ? C17B H17F 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? S1 C21 1.601(5) . ? S2 C22 1.617(4) . ? S3 C23 1.615(4) . ? N5 C21 1.152(5) . ? N6 C22 1.152(4) . ? N7 C23 1.154(4) . ? O2 C24 1.407(5) . ? O2 H2A 0.829(18) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? O3 C25 1.389(6) . ? O3 H3 0.90(2) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni2 O1 90.28(9) . . ? N2 Ni2 N7 92.80(13) . . ? O1 Ni2 N7 91.84(10) . . ? N2 Ni2 N4 83.72(11) . . ? O1 Ni2 N4 173.24(11) . . ? N7 Ni2 N4 91.57(11) . . ? N2 Ni2 O2 92.49(11) . . ? O1 Ni2 O2 84.49(9) . . ? N7 Ni2 O2 173.58(11) . . ? N4 Ni2 O2 92.63(10) . . ? N2 Ni2 N5 171.11(11) . . ? O1 Ni2 N5 82.86(10) . . ? N7 Ni2 N5 93.07(12) . . ? N4 Ni2 N5 102.78(13) . . ? O2 Ni2 N5 81.26(10) . . ? N1 Ni1 O1 89.59(10) . . ? N1 Ni1 N6 93.22(12) . . ? O1 Ni1 N6 90.55(10) . . ? N1 Ni1 O1W 89.53(11) . . ? O1 Ni1 O1W 86.17(9) . . ? N6 Ni1 O1W 175.70(11) . . ? N1 Ni1 N5 171.63(12) . . ? O1 Ni1 N5 83.15(10) . . ? N6 Ni1 N5 91.01(12) . . ? O1W Ni1 N5 85.85(11) . . ? N1 Ni1 N3 83.87(12) . . ? O1 Ni1 N3 172.62(10) . . ? N6 Ni1 N3 93.21(12) . . ? O1W Ni1 N3 90.36(11) . . ? N5 Ni1 N3 103.12(12) . . ? C1 O1 Ni2 128.55(19) . . ? C1 O1 Ni1 129.80(19) . . ? Ni2 O1 Ni1 100.87(10) . . ? Ni1 O1W H12 130(3) . . ? Ni1 O1W H11 106(3) . . ? H12 O1W H11 95(4) . . ? C8 N2 C9 119.9(3) . . ? C8 N2 Ni2 126.4(2) . . ? C9 N2 Ni2 113.5(2) . . ? C16 N3 C17B 122.5(6) . . ? C16 N3 C17 107.3(6) . . ? C17B N3 C17 30.7(4) . . ? C16 N3 C16B 32.2(7) . . ? C17B N3 C16B 107.3(9) . . ? C17 N3 C16B 82.0(7) . . ? C16 N3 C15 112.3(6) . . ? C17B N3 C15 75.2(5) . . ? C17 N3 C15 105.8(5) . . ? C16B N3 C15 140.4(7) . . ? C16 N3 C15B 76.4(6) . . ? C17B N3 C15B 111.8(7) . . ? C17 N3 C15B 138.5(6) . . ? C16B N3 C15B 108.6(8) . . ? C15 N3 C15B 41.4(5) . . ? C16 N3 Ni1 116.4(3) . . ? C17B N3 Ni1 117.1(5) . . ? C17 N3 Ni1 112.5(3) . . ? C16B N3 Ni1 110.6(7) . . ? C15 N3 Ni1 102.1(3) . . ? C15B N3 Ni1 101.2(4) . . ? C11 N4 C10 112.0(3) . . ? C11 N4 C12 108.0(3) . . ? C10 N4 C12 107.5(3) . . ? C11 N4 Ni2 113.5(2) . . ? C10 N4 Ni2 102.4(2) . . ? C12 N4 Ni2 113.2(2) . . ? O1 C1 C2 121.6(3) . . ? O1 C1 C7 122.1(3) . . ? C2 C1 C7 116.3(3) . . ? C3 C2 C1 119.8(3) . . ? C3 C2 C13 115.6(3) . . ? C1 C2 C13 124.6(3) . . ? C4 C3 C2 124.3(3) . . ? C4 C3 H3A 117.9 . . ? C2 C3 H3A 117.9 . . ? C6 C4 C3 115.2(3) . . ? C6 C4 C5 123.9(3) . . ? C3 C4 C5 121.0(3) . . ? C18 C5 C4 111.7(3) . . ? C18 C5 C20 108.4(3) . . ? C4 C5 C20 109.7(3) . . ? C18 C5 C19 109.9(3) . . ? C4 C5 C19 108.4(3) . . ? C20 C5 C19 108.7(3) . . ? C4 C6 C7 124.5(3) . . ? C4 C6 H6 117.7 . . ? C7 C6 H6 117.7 . . ? C6 C7 C1 119.9(3) . . ? C6 C7 C8 115.5(3) . . ? C1 C7 C8 124.5(3) . . ? N2 C8 C7 126.8(3) . . ? N2 C8 H8 116.6 . . ? C7 C8 H8 116.6 . . ? N2 C9 C10 107.4(3) . . ? N2 C9 H9A 110.2 . . ? C10 C9 H9A 110.2 . . ? N2 C9 H9B 110.2 . . ? C10 C9 H9B 110.2 . . ? H9A C9 H9B 108.5 . . ? N4 C10 C9 110.8(3) . . ? N4 C10 H10A 109.5 . . ? C9 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 108.1 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C2 126.5(3) . . ? N1 C13 H13 116.7 . . ? C2 C13 H13 116.7 . . ? C13 N1 C14 119.4(3) . . ? C13 N1 Ni1 127.8(2) . . ? C14 N1 Ni1 112.6(3) . . ? C15 C14 C15B 43.9(5) . . ? C15 C14 N1 112.1(4) . . ? C15B C14 N1 111.0(6) . . ? C15 C14 H14A 109.2 . . ? C15B C14 H14A 68.6 . . ? N1 C14 H14A 109.2 . . ? C15 C14 H14B 109.2 . . ? C15B C14 H14B 138.3 . . ? N1 C14 H14B 109.2 . . ? H14A C14 H14B 107.9 . . ? C15 C14 H14C 136.9 . . ? C15B C14 H14C 109.4 . . ? N1 C14 H14C 109.4 . . ? H14A C14 H14C 44.4 . . ? H14B C14 H14C 66.1 . . ? C15 C14 H14D 68.1 . . ? C15B C14 H14D 109.4 . . ? N1 C14 H14D 109.4 . . ? H14A C14 H14D 138.8 . . ? H14B C14 H14D 44.8 . . ? H14C C14 H14D 108.0 . . ? C14 C15 N3 114.5(7) . . ? C14 C15 H15A 108.6 . . ? N3 C15 H15A 108.6 . . ? C14 C15 H15B 108.6 . . ? N3 C15 H15B 108.6 . . ? H15A C15 H15B 107.6 . . ? C14 C15 H15C 96.1 . . ? N3 C15 H15C 96.6 . . ? H15A C15 H15C 132.0 . . ? H15B C15 H15C 24.4 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 H17A 109.5 . . ? N3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C15B N3 112.4(9) . . ? C14 C15B H15C 103.1 . . ? N3 C15B H15C 105.0 . . ? C14 C15B H15D 111.9 . . ? N3 C15B H15D 112.7 . . ? H15C C15B H15D 111.2 . . ? N3 C16B H16D 109.5 . . ? N3 C16B H16E 109.5 . . ? H16D C16B H16E 109.5 . . ? N3 C16B H16F 109.5 . . ? H16D C16B H16F 109.5 . . ? H16E C16B H16F 109.5 . . ? N3 C17B H17D 109.5 . . ? N3 C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? N3 C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? C5 C18 H18A 109.5 . . ? C5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C5 C19 H19A 109.5 . . ? C5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C5 C20 H20A 109.5 . . ? C5 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C5 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C21 N5 Ni1 133.2(3) . . ? C21 N5 Ni2 132.3(3) . . ? Ni1 N5 Ni2 93.02(12) . . ? C22 N6 Ni1 163.3(3) . . ? C23 N7 Ni2 158.8(3) . . ? N5 C21 S1 179.0(4) . . ? N6 C22 S2 178.5(3) . . ? N7 C23 S3 178.5(3) . . ? C24 O2 Ni2 125.3(3) . . ? C24 O2 H2A 100(3) . . ? Ni2 O2 H2A 106(3) . . ? O2 C24 H24A 109.5 . . ? O2 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? O2 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C25 O3 H3 120(4) . . ? O3 C25 H25A 109.5 . . ? O3 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? O3 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 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 N2 Ni2 O1 C1 12.7(3) . . . . ? N7 Ni2 O1 C1 -80.1(3) . . . . ? N4 Ni2 O1 C1 40.1(10) . . . . ? O2 Ni2 O1 C1 105.1(3) . . . . ? N5 Ni2 O1 C1 -173.0(3) . . . . ? N2 Ni2 O1 Ni1 -176.75(11) . . . . ? N7 Ni2 O1 Ni1 90.44(12) . . . . ? N4 Ni2 O1 Ni1 -149.3(9) . . . . ? O2 Ni2 O1 Ni1 -84.28(10) . . . . ? N5 Ni2 O1 Ni1 -2.43(11) . . . . ? N1 Ni1 O1 C1 -3.0(3) . . . . ? N6 Ni1 O1 C1 -96.2(3) . . . . ? O1W Ni1 O1 C1 86.6(3) . . . . ? N5 Ni1 O1 C1 172.8(3) . . . . ? N3 Ni1 O1 C1 24.5(9) . . . . ? N1 Ni1 O1 Ni2 -173.39(11) . . . . ? N6 Ni1 O1 Ni2 93.40(11) . . . . ? O1W Ni1 O1 Ni2 -83.83(10) . . . . ? N5 Ni1 O1 Ni2 2.44(11) . . . . ? N3 Ni1 O1 Ni2 -145.9(8) . . . . ? O1 Ni2 N2 C8 -9.6(3) . . . . ? N7 Ni2 N2 C8 82.3(3) . . . . ? N4 Ni2 N2 C8 173.5(3) . . . . ? O2 Ni2 N2 C8 -94.1(3) . . . . ? N5 Ni2 N2 C8 -49.0(10) . . . . ? O1 Ni2 N2 C9 174.0(3) . . . . ? N7 Ni2 N2 C9 -94.1(3) . . . . ? N4 Ni2 N2 C9 -2.8(3) . . . . ? O2 Ni2 N2 C9 89.5(3) . . . . ? N5 Ni2 N2 C9 134.6(8) . . . . ? N1 Ni1 N3 C16 -103.6(7) . . . . ? O1 Ni1 N3 C16 -131.2(10) . . . . ? N6 Ni1 N3 C16 -10.7(7) . . . . ? O1W Ni1 N3 C16 166.9(7) . . . . ? N5 Ni1 N3 C16 81.1(7) . . . . ? N1 Ni1 N3 C17B 98.4(7) . . . . ? O1 Ni1 N3 C17B 70.8(11) . . . . ? N6 Ni1 N3 C17B -168.7(7) . . . . ? O1W Ni1 N3 C17B 8.9(7) . . . . ? N5 Ni1 N3 C17B -76.9(7) . . . . ? N1 Ni1 N3 C17 132.0(5) . . . . ? O1 Ni1 N3 C17 104.4(9) . . . . ? N6 Ni1 N3 C17 -135.1(5) . . . . ? O1W Ni1 N3 C17 42.5(5) . . . . ? N5 Ni1 N3 C17 -43.3(5) . . . . ? N1 Ni1 N3 C16B -138.2(8) . . . . ? O1 Ni1 N3 C16B -165.8(10) . . . . ? N6 Ni1 N3 C16B -45.3(8) . . . . ? O1W Ni1 N3 C16B 132.3(8) . . . . ? N5 Ni1 N3 C16B 46.5(8) . . . . ? N1 Ni1 N3 C15 19.0(5) . . . . ? O1 Ni1 N3 C15 -8.6(10) . . . . ? N6 Ni1 N3 C15 111.9(5) . . . . ? O1W Ni1 N3 C15 -70.5(5) . . . . ? N5 Ni1 N3 C15 -156.3(5) . . . . ? N1 Ni1 N3 C15B -23.3(7) . . . . ? O1 Ni1 N3 C15B -50.9(11) . . . . ? N6 Ni1 N3 C15B 69.6(7) . . . . ? O1W Ni1 N3 C15B -112.8(7) . . . . ? N5 Ni1 N3 C15B 161.4(7) . . . . ? N2 Ni2 N4 C11 97.4(3) . . . . ? O1 Ni2 N4 C11 69.8(10) . . . . ? N7 Ni2 N4 C11 -170.0(3) . . . . ? O2 Ni2 N4 C11 5.2(3) . . . . ? N5 Ni2 N4 C11 -76.5(3) . . . . ? N2 Ni2 N4 C10 -23.5(3) . . . . ? O1 Ni2 N4 C10 -51.2(10) . . . . ? N7 Ni2 N4 C10 69.1(3) . . . . ? O2 Ni2 N4 C10 -115.7(3) . . . . ? N5 Ni2 N4 C10 162.6(3) . . . . ? N2 Ni2 N4 C12 -139.0(3) . . . . ? O1 Ni2 N4 C12 -166.6(8) . . . . ? N7 Ni2 N4 C12 -46.3(3) . . . . ? O2 Ni2 N4 C12 128.8(3) . . . . ? N5 Ni2 N4 C12 47.2(3) . . . . ? Ni2 O1 C1 C2 171.2(2) . . . . ? Ni1 O1 C1 C2 3.2(5) . . . . ? Ni2 O1 C1 C7 -10.9(5) . . . . ? Ni1 O1 C1 C7 -178.8(2) . . . . ? O1 C1 C2 C3 179.3(3) . . . . ? C7 C1 C2 C3 1.2(5) . . . . ? O1 C1 C2 C13 -2.9(5) . . . . ? C7 C1 C2 C13 179.1(3) . . . . ? C1 C2 C3 C4 -0.5(5) . . . . ? C13 C2 C3 C4 -178.5(3) . . . . ? C2 C3 C4 C6 -0.5(5) . . . . ? C2 C3 C4 C5 178.3(3) . . . . ? C6 C4 C5 C18 -6.9(5) . . . . ? C3 C4 C5 C18 174.4(3) . . . . ? C6 C4 C5 C20 -127.1(4) . . . . ? C3 C4 C5 C20 54.2(4) . . . . ? C6 C4 C5 C19 114.3(4) . . . . ? C3 C4 C5 C19 -64.4(4) . . . . ? C3 C4 C6 C7 0.8(5) . . . . ? C5 C4 C6 C7 -178.0(3) . . . . ? C4 C6 C7 C1 0.0(5) . . . . ? C4 C6 C7 C8 178.9(3) . . . . ? O1 C1 C7 C6 -179.0(3) . . . . ? C2 C1 C7 C6 -1.0(5) . . . . ? O1 C1 C7 C8 2.1(5) . . . . ? C2 C1 C7 C8 -179.8(3) . . . . ? C9 N2 C8 C7 -178.4(4) . . . . ? Ni2 N2 C8 C7 5.5(5) . . . . ? C6 C7 C8 N2 -178.2(4) . . . . ? C1 C7 C8 N2 0.7(6) . . . . ? C8 N2 C9 C10 -148.2(4) . . . . ? Ni2 N2 C9 C10 28.4(4) . . . . ? C11 N4 C10 C9 -75.8(4) . . . . ? C12 N4 C10 C9 165.7(3) . . . . ? Ni2 N4 C10 C9 46.1(4) . . . . ? N2 C9 C10 N4 -51.1(5) . . . . ? C3 C2 C13 N1 -178.5(3) . . . . ? C1 C2 C13 N1 3.5(6) . . . . ? C2 C13 N1 C14 -178.2(4) . . . . ? C2 C13 N1 Ni1 -4.3(5) . . . . ? O1 Ni1 N1 C13 3.4(3) . . . . ? N6 Ni1 N1 C13 93.9(3) . . . . ? O1W Ni1 N1 C13 -82.8(3) . . . . ? N5 Ni1 N1 C13 -26.3(10) . . . . ? N3 Ni1 N1 C13 -173.2(3) . . . . ? O1 Ni1 N1 C14 177.6(3) . . . . ? N6 Ni1 N1 C14 -91.9(3) . . . . ? O1W Ni1 N1 C14 91.4(3) . . . . ? N5 Ni1 N1 C14 147.9(8) . . . . ? N3 Ni1 N1 C14 1.0(3) . . . . ? C13 N1 C14 C15 151.3(7) . . . . ? Ni1 N1 C14 C15 -23.4(8) . . . . ? C13 N1 C14 C15B -161.3(8) . . . . ? Ni1 N1 C14 C15B 24.0(9) . . . . ? C15B C14 C15 N3 -54.6(9) . . . . ? N1 C14 C15 N3 43.2(11) . . . . ? C16 N3 C15 C14 86.7(9) . . . . ? C17B N3 C15 C14 -153.8(10) . . . . ? C17 N3 C15 C14 -156.5(8) . . . . ? C16B N3 C15 C14 106.8(13) . . . . ? C15B N3 C15 C14 54.6(9) . . . . ? Ni1 N3 C15 C14 -38.6(9) . . . . ? C15 C14 C15B N3 53.1(9) . . . . ? N1 C14 C15B N3 -47.4(13) . . . . ? C16 N3 C15B C14 158.7(12) . . . . ? C17B N3 C15B C14 -81.4(12) . . . . ? C17 N3 C15B C14 -100.4(11) . . . . ? C16B N3 C15B C14 160.4(11) . . . . ? C15 N3 C15B C14 -51.7(10) . . . . ? Ni1 N3 C15B C14 44.0(11) . . . . ? N1 Ni1 N5 C21 -165.4(7) . . . . ? O1 Ni1 N5 C21 164.7(4) . . . . ? N6 Ni1 N5 C21 74.2(4) . . . . ? O1W Ni1 N5 C21 -108.7(4) . . . . ? N3 Ni1 N5 C21 -19.3(4) . . . . ? N1 Ni1 N5 Ni2 27.7(9) . . . . ? O1 Ni1 N5 Ni2 -2.25(10) . . . . ? N6 Ni1 N5 Ni2 -92.68(12) . . . . ? O1W Ni1 N5 Ni2 84.38(11) . . . . ? N3 Ni1 N5 Ni2 173.78(11) . . . . ? N2 Ni2 N5 C21 -125.0(8) . . . . ? O1 Ni2 N5 C21 -164.9(4) . . . . ? N7 Ni2 N5 C21 103.7(4) . . . . ? N4 Ni2 N5 C21 11.4(4) . . . . ? O2 Ni2 N5 C21 -79.4(4) . . . . ? N2 Ni2 N5 Ni1 42.1(9) . . . . ? O1 Ni2 N5 Ni1 2.26(10) . . . . ? N7 Ni2 N5 Ni1 -89.22(12) . . . . ? N4 Ni2 N5 Ni1 178.47(11) . . . . ? O2 Ni2 N5 Ni1 87.74(10) . . . . ? N1 Ni1 N6 C22 24.8(10) . . . . ? O1 Ni1 N6 C22 114.4(10) . . . . ? O1W Ni1 N6 C22 154.6(13) . . . . ? N5 Ni1 N6 C22 -162.4(10) . . . . ? N3 Ni1 N6 C22 -59.2(10) . . . . ? N2 Ni2 N7 C23 39.5(8) . . . . ? O1 Ni2 N7 C23 129.9(8) . . . . ? N4 Ni2 N7 C23 -44.3(8) . . . . ? O2 Ni2 N7 C23 -175.1(8) . . . . ? N5 Ni2 N7 C23 -147.2(8) . . . . ? Ni1 N5 C21 S1 33(26) . . . . ? Ni2 N5 C21 S1 -164(26) . . . . ? Ni1 N6 C22 S2 60(13) . . . . ? Ni2 N7 C23 S3 70(14) . . . . ? N2 Ni2 O2 C24 20.1(3) . . . . ? O1 Ni2 O2 C24 -69.9(3) . . . . ? N7 Ni2 O2 C24 -125.3(10) . . . . ? N4 Ni2 O2 C24 103.9(3) . . . . ? N5 Ni2 O2 C24 -153.5(3) . . . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.49 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.245 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.053 _database_code_depnum_ccdc_archive 'CCDC 942021' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H37 N7 Ni2 O3 S3' _chemical_formula_sum 'C31 H37 N7 Ni2 O3 S3' _chemical_formula_weight 769.28 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' S S 0.1246 0.1234 '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/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.3491(5) _cell_length_b 15.1151(5) _cell_length_c 17.3889(6) _cell_angle_alpha 90.00 _cell_angle_beta 110.9660(10) _cell_angle_gamma 90.00 _cell_volume 3521.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 9959 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 27.90 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.44 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.451 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1600 _exptl_absorpt_coefficient_mu 1.289 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.635 _exptl_absorpt_correction_T_max 0.667 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 46149 _diffrn_reflns_av_R_equivalents 0.0265 _diffrn_reflns_av_sigmaI/netI 0.0243 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 29.61 _reflns_number_total 9107 _reflns_number_gt 6670 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.80.05 (Farrugia, 1999)' _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^)+(0.0922P)^2^+4.3300P] 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 9107 _refine_ls_number_parameters 421 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0780 _refine_ls_R_factor_gt 0.0564 _refine_ls_wR_factor_ref 0.1784 _refine_ls_wR_factor_gt 0.1614 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.035 _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 0.22088(3) 0.11258(3) 0.61030(3) 0.03920(13) Uani 1 1 d . . . Ni2 Ni 0.37686(3) 0.23900(3) 0.74582(3) 0.04748(15) Uani 1 1 d . . . O1 O 0.27955(18) 0.23849(15) 0.62512(15) 0.0456(5) Uani 1 1 d . . . N1 N 0.1431(2) 0.13772(18) 0.49117(17) 0.0411(6) Uani 1 1 d . . . N2 N 0.4075(3) 0.3673(2) 0.7376(2) 0.0560(8) Uani 1 1 d . . . N3 N 0.1806(2) -0.02193(18) 0.59889(18) 0.0427(6) Uani 1 1 d . . . N4 N 0.4553(3) 0.2383(2) 0.8729(2) 0.0552(8) Uani 1 1 d . . . C1 C 0.2457(2) 0.3066(2) 0.5768(2) 0.0416(7) Uani 1 1 d . . . C2 C 0.1716(3) 0.2980(2) 0.4971(2) 0.0442(7) Uani 1 1 d . . . C3 C 0.1356(3) 0.3735(2) 0.4474(2) 0.0490(8) Uani 1 1 d . . . H3 H 0.0874 0.3657 0.3953 0.059 Uiso 1 1 calc R . . C4 C 0.1684(3) 0.4581(2) 0.4721(2) 0.0507(8) Uani 1 1 d . . . C5 C 0.1258(4) 0.5405(2) 0.4188(3) 0.0591(10) Uani 1 1 d . . . C6 C 0.2424(3) 0.4654(2) 0.5483(2) 0.0534(9) Uani 1 1 d . . . H6 H 0.2674 0.5215 0.5662 0.064 Uiso 1 1 calc R . . C7 C 0.2823(3) 0.3939(2) 0.6006(2) 0.0458(7) Uani 1 1 d . . . C8 C 0.3626(3) 0.4169(2) 0.6772(3) 0.0554(9) Uani 1 1 d . . . H8 H 0.3835 0.4756 0.6822 0.066 Uiso 1 1 calc R . . C9 C 0.4836(4) 0.4111(3) 0.8091(3) 0.0699(12) Uani 1 1 d . . . H9A H 0.4522 0.4319 0.8467 0.084 Uiso 1 1 calc R . . H9B H 0.5102 0.4621 0.7900 0.084 Uiso 1 1 calc R . . C10 C 0.5687(3) 0.3489(3) 0.8546(3) 0.0655(11) Uani 1 1 d . . . H10A H 0.5886 0.3166 0.8148 0.079 Uiso 1 1 calc R . . H10B H 0.6255 0.3834 0.8885 0.079 Uiso 1 1 calc R . . C11 C 0.5409(3) 0.2842(3) 0.9081(3) 0.0563(9) Uani 1 1 d . . . C12 C 0.5956(3) 0.2764(3) 0.9915(3) 0.0637(11) Uani 1 1 d . . . H12 H 0.6541 0.3088 1.0148 0.076 Uiso 1 1 calc R . . C13 C 0.5648(4) 0.2219(3) 1.0393(3) 0.0718(12) Uani 1 1 d . . . H13 H 0.6029 0.2147 1.0948 0.086 Uiso 1 1 calc R . . C14 C 0.4748(4) 0.1767(4) 1.0040(3) 0.0741(12) Uani 1 1 d . . . H14 H 0.4501 0.1408 1.0358 0.089 Uiso 1 1 calc R . . C15 C 0.4236(4) 0.1867(3) 0.9214(3) 0.0646(11) Uani 1 1 d . . . H15 H 0.3639 0.1562 0.8976 0.077 Uiso 1 1 calc R . . C16 C 0.1290(3) 0.2151(2) 0.4594(2) 0.0441(7) Uani 1 1 d . . . H16 H 0.0856 0.2184 0.4049 0.053 Uiso 1 1 calc R . . C17 C 0.0887(3) 0.0644(2) 0.4389(2) 0.0480(8) Uani 1 1 d . . . H17A H 0.0680 0.0820 0.3816 0.058 Uiso 1 1 calc R . . H17B H 0.0291 0.0518 0.4510 0.058 Uiso 1 1 calc R . . C18 C 0.1515(3) -0.0191(2) 0.4519(2) 0.0499(8) Uani 1 1 d . . . H18A H 0.1222 -0.0578 0.4049 0.060 Uiso 1 1 calc R . . H18B H 0.2178 -0.0032 0.4539 0.060 Uiso 1 1 calc R . . C19 C 0.1604(2) -0.0688(2) 0.5289(2) 0.0434(7) Uani 1 1 d . . . C20 C 0.1448(3) -0.1594(2) 0.5264(3) 0.0564(9) Uani 1 1 d . . . H20 H 0.1309 -0.1905 0.4774 0.068 Uiso 1 1 calc R . . C21 C 0.1502(4) -0.2029(3) 0.5980(3) 0.0677(12) Uani 1 1 d . . . H21 H 0.1413 -0.2638 0.5980 0.081 Uiso 1 1 calc R . . C22 C 0.1690(3) -0.1547(3) 0.6690(3) 0.0643(11) Uani 1 1 d . . . H22 H 0.1725 -0.1824 0.7177 0.077 Uiso 1 1 calc R . . C23 C 0.1826(3) -0.0654(2) 0.6666(2) 0.0509(8) Uani 1 1 d . . . H23 H 0.1937 -0.0330 0.7145 0.061 Uiso 1 1 calc R . . C24 C 0.0568(6) 0.5897(4) 0.4524(4) 0.109(2) Uani 1 1 d . . . H24A H 0.0021 0.5520 0.4504 0.163 Uiso 1 1 calc R . . H24B H 0.0315 0.6416 0.4197 0.163 Uiso 1 1 calc R . . H24C H 0.0928 0.6068 0.5084 0.163 Uiso 1 1 calc R . . C25 C 0.2089(5) 0.6055(5) 0.4238(6) 0.141(4) Uani 1 1 d . . . H25A H 0.2557 0.5777 0.4035 0.212 Uiso 1 1 calc R . . H25B H 0.2425 0.6230 0.4801 0.212 Uiso 1 1 calc R . . H25C H 0.1809 0.6567 0.3911 0.212 Uiso 1 1 calc R . . C26 C 0.0720(8) 0.5177(4) 0.3297(4) 0.143(4) Uani 1 1 d . . . H26A H 0.1168 0.4874 0.3088 0.215 Uiso 1 1 calc R . . H26B H 0.0488 0.5710 0.2987 0.215 Uiso 1 1 calc R . . H26C H 0.0161 0.4803 0.3246 0.215 Uiso 1 1 calc R . . S1 S 0.41534(15) -0.02623(13) 0.84452(13) 0.1137(6) Uani 1 1 d D . . S2 S -0.03329(9) 0.20115(8) 0.71618(7) 0.0671(3) Uani 1 1 d . . . S3 S 0.68227(10) 0.13008(11) 0.72622(12) 0.0919(5) Uani 1 1 d . . . N5 N 0.3230(2) 0.0982(2) 0.7396(2) 0.0452(7) Uani 1 1 d D . . N6 N 0.1058(2) 0.1461(2) 0.6487(2) 0.0515(7) Uani 1 1 d . . . N7 N 0.4959(3) 0.1894(2) 0.7180(2) 0.0574(8) Uani 1 1 d . . . C27 C 0.3563(4) 0.0546(3) 0.7753(3) 0.0576(10) Uani 1 1 d D . . C28 C 0.0481(3) 0.1687(2) 0.6770(2) 0.0437(7) Uani 1 1 d . . . C29 C 0.5733(3) 0.1641(3) 0.7222(2) 0.0561(9) Uani 1 1 d . . . O2 O 0.35813(19) 0.07453(18) 0.58701(17) 0.0522(6) Uani 1 1 d D . . H2A H 0.397(3) 0.101(3) 0.628(2) 0.063 Uiso 1 1 d D . . O3 O 0.2483(2) 0.2710(2) 0.7777(2) 0.0683(8) Uani 1 1 d D . . H3A H 0.200(3) 0.237(3) 0.753(3) 0.082 Uiso 1 1 d D . . C30 C 0.3878(4) 0.0994(5) 0.5216(3) 0.0900(17) Uani 1 1 d . . . H30A H 0.4508 0.0724 0.5284 0.135 Uiso 1 1 calc R . . H30B H 0.3942 0.1626 0.5211 0.135 Uiso 1 1 calc R . . H30C H 0.3386 0.0801 0.4706 0.135 Uiso 1 1 calc R . . C31 C 0.2038(5) 0.3554(4) 0.7760(4) 0.0972(18) Uani 1 1 d . . . H31A H 0.1472 0.3496 0.7927 0.146 Uiso 1 1 calc R . . H31B H 0.1827 0.3789 0.7212 0.146 Uiso 1 1 calc R . . H31C H 0.2516 0.3946 0.8131 0.146 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0356(2) 0.0366(2) 0.0425(2) -0.00255(16) 0.01044(18) -0.00372(15) Ni2 0.0436(3) 0.0432(2) 0.0502(3) -0.00388(18) 0.0100(2) -0.00929(18) O1 0.0426(13) 0.0382(11) 0.0484(13) -0.0030(10) 0.0070(11) -0.0043(10) N1 0.0363(14) 0.0394(13) 0.0429(14) -0.0016(11) 0.0085(12) -0.0048(11) N2 0.0522(19) 0.0433(15) 0.063(2) -0.0067(14) 0.0085(16) -0.0129(14) N3 0.0341(14) 0.0411(13) 0.0511(16) -0.0035(12) 0.0130(12) -0.0033(11) N4 0.0528(19) 0.0561(18) 0.0540(18) -0.0053(14) 0.0157(15) -0.0105(15) C1 0.0409(17) 0.0374(15) 0.0483(17) -0.0009(13) 0.0181(14) -0.0018(13) C2 0.0459(19) 0.0392(15) 0.0490(18) 0.0000(14) 0.0187(15) 0.0001(14) C3 0.057(2) 0.0439(17) 0.0470(18) 0.0029(14) 0.0194(17) 0.0029(15) C4 0.061(2) 0.0410(17) 0.053(2) 0.0011(15) 0.0233(18) 0.0029(16) C5 0.080(3) 0.0401(18) 0.060(2) 0.0092(16) 0.028(2) 0.0030(18) C6 0.068(2) 0.0354(16) 0.061(2) -0.0014(15) 0.028(2) -0.0044(16) C7 0.048(2) 0.0387(16) 0.0492(18) -0.0034(14) 0.0155(16) -0.0046(14) C8 0.059(2) 0.0404(17) 0.061(2) -0.0060(16) 0.0150(19) -0.0118(16) C9 0.067(3) 0.050(2) 0.070(3) -0.0059(19) -0.004(2) -0.020(2) C10 0.051(2) 0.065(3) 0.067(3) -0.004(2) 0.005(2) -0.0207(19) C11 0.049(2) 0.051(2) 0.060(2) -0.0111(17) 0.0097(18) -0.0010(16) C12 0.055(2) 0.062(2) 0.060(2) -0.011(2) 0.0038(19) 0.0058(19) C13 0.078(3) 0.075(3) 0.053(2) -0.006(2) 0.011(2) 0.011(2) C14 0.085(3) 0.074(3) 0.064(3) 0.002(2) 0.026(2) 0.005(3) C15 0.070(3) 0.067(3) 0.056(2) -0.0066(19) 0.022(2) -0.008(2) C16 0.0418(18) 0.0433(16) 0.0441(17) -0.0003(14) 0.0116(14) -0.0020(14) C17 0.0443(19) 0.0453(17) 0.0463(18) -0.0017(14) 0.0062(15) -0.0124(15) C18 0.052(2) 0.0462(18) 0.052(2) -0.0133(15) 0.0196(17) -0.0125(15) C19 0.0323(16) 0.0396(16) 0.0540(19) -0.0050(14) 0.0101(14) -0.0010(12) C20 0.057(2) 0.0397(17) 0.065(2) -0.0092(16) 0.0121(19) -0.0003(16) C21 0.077(3) 0.0375(18) 0.077(3) 0.0056(18) 0.014(2) -0.0015(18) C22 0.067(3) 0.054(2) 0.065(3) 0.0106(19) 0.016(2) -0.0054(19) C23 0.048(2) 0.0473(18) 0.055(2) 0.0011(16) 0.0143(17) -0.0057(15) C24 0.153(6) 0.075(3) 0.122(5) 0.037(3) 0.079(5) 0.051(4) C25 0.099(5) 0.105(5) 0.211(9) 0.086(6) 0.043(6) -0.012(4) C26 0.277(11) 0.064(3) 0.065(3) 0.018(3) 0.033(5) 0.025(5) S1 0.1138(13) 0.0995(12) 0.1193(13) 0.0523(10) 0.0311(11) 0.0335(10) S2 0.0675(7) 0.0764(7) 0.0624(6) -0.0021(5) 0.0292(5) 0.0212(6) S3 0.0544(7) 0.0889(9) 0.1309(13) 0.0178(9) 0.0314(8) 0.0104(6) N5 0.0286(15) 0.0547(18) 0.0444(17) -0.0203(14) 0.0034(13) -0.0089(13) N6 0.0453(17) 0.0510(16) 0.0583(18) -0.0051(14) 0.0185(15) -0.0015(13) N7 0.0468(19) 0.062(2) 0.0602(19) -0.0001(16) 0.0153(15) -0.0049(15) C27 0.057(3) 0.055(2) 0.070(3) -0.023(2) 0.034(2) -0.023(2) C28 0.0419(18) 0.0394(15) 0.0432(17) -0.0020(13) 0.0072(15) -0.0003(13) C29 0.049(2) 0.056(2) 0.056(2) 0.0043(17) 0.0103(18) -0.0088(18) O2 0.0436(14) 0.0533(14) 0.0592(16) -0.0021(12) 0.0177(12) -0.0016(11) O3 0.0524(17) 0.0666(18) 0.083(2) -0.0225(16) 0.0201(16) -0.0104(14) C30 0.068(3) 0.128(5) 0.082(3) -0.003(3) 0.036(3) -0.035(3) C31 0.102(4) 0.092(4) 0.116(5) -0.005(3) 0.062(4) 0.017(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 2.007(3) . ? Ni1 N6 2.055(3) . ? Ni1 O1 2.060(2) . ? Ni1 N3 2.103(3) . ? Ni1 N5 2.212(3) . ? Ni1 O2 2.224(3) . ? Ni2 N2 2.005(3) . ? Ni2 O1 2.063(2) . ? Ni2 N7 2.075(4) . ? Ni2 N4 2.090(3) . ? Ni2 O3 2.164(3) . ? Ni2 N5 2.254(4) . ? O1 C1 1.307(4) . ? N1 C16 1.278(4) . ? N1 C17 1.468(4) . ? N2 C8 1.263(5) . ? N2 C9 1.486(5) . ? N3 C23 1.339(5) . ? N3 C19 1.347(4) . ? N4 C15 1.342(6) . ? N4 C11 1.351(5) . ? C1 C2 1.420(5) . ? C1 C7 1.425(5) . ? C2 C3 1.413(5) . ? C2 C16 1.445(5) . ? C3 C4 1.377(5) . ? C3 H3 0.9300 . ? C4 C6 1.375(6) . ? C4 C5 1.543(5) . ? C5 C26 1.504(8) . ? C5 C24 1.513(7) . ? C5 C25 1.523(7) . ? C6 C7 1.397(5) . ? C6 H6 0.9300 . ? C7 C8 1.458(5) . ? C8 H8 0.9300 . ? C9 C10 1.520(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.499(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.385(6) . ? C12 C13 1.352(7) . ? C12 H12 0.9300 . ? C13 C14 1.394(7) . ? C13 H13 0.9300 . ? C14 C15 1.368(6) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.519(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.502(5) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.386(5) . ? C20 C21 1.385(6) . ? C20 H20 0.9300 . ? C21 C22 1.375(6) . ? C21 H21 0.9300 . ? C22 C23 1.367(6) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? S1 C27 1.711(6) . ? S2 C28 1.624(4) . ? S3 C29 1.624(5) . ? N5 C27 0.914(5) . ? N6 C28 1.155(5) . ? N7 C29 1.151(5) . ? O2 C30 1.400(6) . ? O2 H2A 0.831(19) . ? O3 C31 1.421(7) . ? O3 H3A 0.84(2) . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 N6 94.23(13) . . ? N1 Ni1 O1 90.33(10) . . ? N6 Ni1 O1 94.10(11) . . ? N1 Ni1 N3 93.04(11) . . ? N6 Ni1 N3 92.50(12) . . ? O1 Ni1 N3 172.35(10) . . ? N1 Ni1 N5 171.69(12) . . ? N6 Ni1 N5 90.65(12) . . ? O1 Ni1 N5 82.61(12) . . ? N3 Ni1 N5 93.46(12) . . ? N1 Ni1 O2 93.61(11) . . ? N6 Ni1 O2 172.11(12) . . ? O1 Ni1 O2 84.99(10) . . ? N3 Ni1 O2 87.94(10) . . ? N5 Ni1 O2 81.46(11) . . ? N2 Ni2 O1 90.96(12) . . ? N2 Ni2 N7 96.50(15) . . ? O1 Ni2 N7 94.34(12) . . ? N2 Ni2 N4 91.82(14) . . ? O1 Ni2 N4 170.99(12) . . ? N7 Ni2 N4 93.86(14) . . ? N2 Ni2 O3 91.79(14) . . ? O1 Ni2 O3 86.15(12) . . ? N7 Ni2 O3 171.69(13) . . ? N4 Ni2 O3 85.20(13) . . ? N2 Ni2 N5 171.99(13) . . ? O1 Ni2 N5 81.48(11) . . ? N7 Ni2 N5 86.77(13) . . ? N4 Ni2 N5 95.26(13) . . ? O3 Ni2 N5 85.09(12) . . ? C1 O1 Ni1 127.3(2) . . ? C1 O1 Ni2 127.7(2) . . ? Ni1 O1 Ni2 103.20(10) . . ? C16 N1 C17 117.2(3) . . ? C16 N1 Ni1 124.3(2) . . ? C17 N1 Ni1 118.2(2) . . ? C8 N2 C9 115.8(3) . . ? C8 N2 Ni2 125.0(3) . . ? C9 N2 Ni2 119.1(3) . . ? C23 N3 C19 117.7(3) . . ? C23 N3 Ni1 118.2(2) . . ? C19 N3 Ni1 123.9(2) . . ? C15 N4 C11 118.0(4) . . ? C15 N4 Ni2 119.5(3) . . ? C11 N4 Ni2 122.4(3) . . ? O1 C1 C2 122.1(3) . . ? O1 C1 C7 122.0(3) . . ? C2 C1 C7 115.9(3) . . ? C3 C2 C1 120.4(3) . . ? C3 C2 C16 114.8(3) . . ? C1 C2 C16 124.8(3) . . ? C4 C3 C2 123.3(4) . . ? C4 C3 H3 118.3 . . ? C2 C3 H3 118.3 . . ? C6 C4 C3 115.8(3) . . ? C6 C4 C5 121.1(3) . . ? C3 C4 C5 123.0(4) . . ? C26 C5 C24 110.2(6) . . ? C26 C5 C25 108.0(6) . . ? C24 C5 C25 105.6(6) . . ? C26 C5 C4 112.4(4) . . ? C24 C5 C4 109.8(4) . . ? C25 C5 C4 110.7(4) . . ? C4 C6 C7 124.1(3) . . ? C4 C6 H6 118.0 . . ? C7 C6 H6 118.0 . . ? C6 C7 C1 120.4(3) . . ? C6 C7 C8 114.6(3) . . ? C1 C7 C8 125.0(3) . . ? N2 C8 C7 128.3(3) . . ? N2 C8 H8 115.9 . . ? C7 C8 H8 115.9 . . ? N2 C9 C10 111.9(4) . . ? N2 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N2 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 112.6(4) . . ? C11 C10 H10A 109.1 . . ? C9 C10 H10A 109.1 . . ? C11 C10 H10B 109.1 . . ? C9 C10 H10B 109.1 . . ? H10A C10 H10B 107.8 . . ? N4 C11 C12 121.0(4) . . ? N4 C11 C10 117.0(4) . . ? C12 C11 C10 121.9(4) . . ? C13 C12 C11 120.5(4) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C12 C13 C14 118.9(4) . . ? C12 C13 H13 120.6 . . ? C14 C13 H13 120.6 . . ? C15 C14 C13 118.2(5) . . ? C15 C14 H14 120.9 . . ? C13 C14 H14 120.9 . . ? N4 C15 C14 123.3(4) . . ? N4 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? N1 C16 C2 128.4(3) . . ? N1 C16 H16 115.8 . . ? C2 C16 H16 115.8 . . ? N1 C17 C18 112.3(3) . . ? N1 C17 H17A 109.1 . . ? C18 C17 H17A 109.1 . . ? N1 C17 H17B 109.1 . . ? C18 C17 H17B 109.1 . . ? H17A C17 H17B 107.9 . . ? C19 C18 C17 113.9(3) . . ? C19 C18 H18A 108.8 . . ? C17 C18 H18A 108.8 . . ? C19 C18 H18B 108.8 . . ? C17 C18 H18B 108.8 . . ? H18A C18 H18B 107.7 . . ? N3 C19 C20 122.0(3) . . ? N3 C19 C18 117.7(3) . . ? C20 C19 C18 120.3(3) . . ? C21 C20 C19 118.9(4) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C22 C21 C20 119.1(4) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? C23 C22 C21 118.7(4) . . ? C23 C22 H22 120.7 . . ? C21 C22 H22 120.7 . . ? N3 C23 C22 123.6(4) . . ? N3 C23 H23 118.2 . . ? C22 C23 H23 118.2 . . ? C5 C24 H24A 109.5 . . ? C5 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C5 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C5 C25 H25A 109.5 . . ? C5 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C5 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C5 C26 H26A 109.5 . . ? C5 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C5 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C27 N5 Ni1 139.2(4) . . ? C27 N5 Ni2 124.1(4) . . ? Ni1 N5 Ni2 92.69(15) . . ? C28 N6 Ni1 173.3(3) . . ? C29 N7 Ni2 163.9(3) . . ? N5 C27 S1 177.6(5) . . ? N6 C28 S2 179.5(4) . . ? N7 C29 S3 178.5(4) . . ? C30 O2 Ni1 128.7(3) . . ? C30 O2 H2A 105(3) . . ? Ni1 O2 H2A 95(3) . . ? C31 O3 Ni2 127.8(3) . . ? C31 O3 H3A 104(4) . . ? Ni2 O3 H3A 111(4) . . ? O2 C30 H30A 109.5 . . ? O2 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O2 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O3 C31 H31A 109.5 . . ? O3 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? O3 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 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 O1 C1 17.8(3) . . . . ? N6 Ni1 O1 C1 -76.4(3) . . . . ? N3 Ni1 O1 C1 134.0(8) . . . . ? N5 Ni1 O1 C1 -166.6(3) . . . . ? O2 Ni1 O1 C1 111.4(3) . . . . ? N1 Ni1 O1 Ni2 -176.79(12) . . . . ? N6 Ni1 O1 Ni2 88.94(13) . . . . ? N3 Ni1 O1 Ni2 -60.6(8) . . . . ? N5 Ni1 O1 Ni2 -1.18(11) . . . . ? O2 Ni1 O1 Ni2 -83.19(11) . . . . ? N2 Ni2 O1 C1 -10.9(3) . . . . ? N7 Ni2 O1 C1 -107.4(3) . . . . ? N4 Ni2 O1 C1 97.1(8) . . . . ? O3 Ni2 O1 C1 80.9(3) . . . . ? N5 Ni2 O1 C1 166.5(3) . . . . ? N2 Ni2 O1 Ni1 -176.17(14) . . . . ? N7 Ni2 O1 Ni1 87.24(13) . . . . ? N4 Ni2 O1 Ni1 -68.2(7) . . . . ? O3 Ni2 O1 Ni1 -84.45(13) . . . . ? N5 Ni2 O1 Ni1 1.16(11) . . . . ? N6 Ni1 N1 C16 79.7(3) . . . . ? O1 Ni1 N1 C16 -14.5(3) . . . . ? N3 Ni1 N1 C16 172.4(3) . . . . ? N5 Ni1 N1 C16 -46.2(10) . . . . ? O2 Ni1 N1 C16 -99.5(3) . . . . ? N6 Ni1 N1 C17 -92.7(3) . . . . ? O1 Ni1 N1 C17 173.1(3) . . . . ? N3 Ni1 N1 C17 0.0(3) . . . . ? N5 Ni1 N1 C17 141.5(8) . . . . ? O2 Ni1 N1 C17 88.1(3) . . . . ? O1 Ni2 N2 C8 7.8(4) . . . . ? N7 Ni2 N2 C8 102.3(4) . . . . ? N4 Ni2 N2 C8 -163.6(4) . . . . ? O3 Ni2 N2 C8 -78.3(4) . . . . ? N5 Ni2 N2 C8 -11.4(12) . . . . ? O1 Ni2 N2 C9 -176.6(3) . . . . ? N7 Ni2 N2 C9 -82.2(4) . . . . ? N4 Ni2 N2 C9 11.9(4) . . . . ? O3 Ni2 N2 C9 97.2(4) . . . . ? N5 Ni2 N2 C9 164.1(9) . . . . ? N1 Ni1 N3 C23 -156.0(3) . . . . ? N6 Ni1 N3 C23 -61.6(3) . . . . ? O1 Ni1 N3 C23 88.0(8) . . . . ? N5 Ni1 N3 C23 29.2(3) . . . . ? O2 Ni1 N3 C23 110.5(3) . . . . ? N1 Ni1 N3 C19 29.3(3) . . . . ? N6 Ni1 N3 C19 123.7(3) . . . . ? O1 Ni1 N3 C19 -86.7(9) . . . . ? N5 Ni1 N3 C19 -145.5(3) . . . . ? O2 Ni1 N3 C19 -64.2(3) . . . . ? N2 Ni2 N4 C15 146.3(3) . . . . ? O1 Ni2 N4 C15 38.4(9) . . . . ? N7 Ni2 N4 C15 -117.1(3) . . . . ? O3 Ni2 N4 C15 54.6(3) . . . . ? N5 Ni2 N4 C15 -30.0(3) . . . . ? N2 Ni2 N4 C11 -37.7(3) . . . . ? O1 Ni2 N4 C11 -145.6(6) . . . . ? N7 Ni2 N4 C11 59.0(3) . . . . ? O3 Ni2 N4 C11 -129.3(3) . . . . ? N5 Ni2 N4 C11 146.1(3) . . . . ? Ni1 O1 C1 C2 -12.1(5) . . . . ? Ni2 O1 C1 C2 -174.0(2) . . . . ? Ni1 O1 C1 C7 169.0(2) . . . . ? Ni2 O1 C1 C7 7.1(5) . . . . ? O1 C1 C2 C3 178.8(3) . . . . ? C7 C1 C2 C3 -2.2(5) . . . . ? O1 C1 C2 C16 -2.7(5) . . . . ? C7 C1 C2 C16 176.3(3) . . . . ? C1 C2 C3 C4 -0.4(6) . . . . ? C16 C2 C3 C4 -179.1(4) . . . . ? C2 C3 C4 C6 2.4(6) . . . . ? C2 C3 C4 C5 -177.5(4) . . . . ? C6 C4 C5 C26 161.4(6) . . . . ? C3 C4 C5 C26 -18.7(7) . . . . ? C6 C4 C5 C24 -75.6(6) . . . . ? C3 C4 C5 C24 104.3(5) . . . . ? C6 C4 C5 C25 40.5(7) . . . . ? C3 C4 C5 C25 -139.5(6) . . . . ? C3 C4 C6 C7 -1.8(6) . . . . ? C5 C4 C6 C7 178.2(4) . . . . ? C4 C6 C7 C1 -0.9(6) . . . . ? C4 C6 C7 C8 177.9(4) . . . . ? O1 C1 C7 C6 -178.2(3) . . . . ? C2 C1 C7 C6 2.8(5) . . . . ? O1 C1 C7 C8 3.1(6) . . . . ? C2 C1 C7 C8 -175.8(4) . . . . ? C9 N2 C8 C7 -177.3(4) . . . . ? Ni2 N2 C8 C7 -1.6(7) . . . . ? C6 C7 C8 N2 174.9(4) . . . . ? C1 C7 C8 N2 -6.3(7) . . . . ? C8 N2 C9 C10 -148.7(4) . . . . ? Ni2 N2 C9 C10 35.4(5) . . . . ? N2 C9 C10 C11 -76.9(5) . . . . ? C15 N4 C11 C12 1.7(6) . . . . ? Ni2 N4 C11 C12 -174.4(3) . . . . ? C15 N4 C11 C10 -173.4(4) . . . . ? Ni2 N4 C11 C10 10.5(5) . . . . ? C9 C10 C11 N4 50.5(5) . . . . ? C9 C10 C11 C12 -124.5(4) . . . . ? N4 C11 C12 C13 0.5(6) . . . . ? C10 C11 C12 C13 175.4(4) . . . . ? C11 C12 C13 C14 -2.8(7) . . . . ? C12 C13 C14 C15 2.8(7) . . . . ? C11 N4 C15 C14 -1.6(7) . . . . ? Ni2 N4 C15 C14 174.6(4) . . . . ? C13 C14 C15 N4 -0.6(7) . . . . ? C17 N1 C16 C2 179.1(3) . . . . ? Ni1 N1 C16 C2 6.7(5) . . . . ? C3 C2 C16 N1 -175.7(4) . . . . ? C1 C2 C16 N1 5.8(6) . . . . ? C16 N1 C17 C18 141.5(3) . . . . ? Ni1 N1 C17 C18 -45.6(4) . . . . ? N1 C17 C18 C19 77.4(4) . . . . ? C23 N3 C19 C20 -1.9(5) . . . . ? Ni1 N3 C19 C20 172.8(3) . . . . ? C23 N3 C19 C18 176.0(3) . . . . ? Ni1 N3 C19 C18 -9.3(4) . . . . ? C17 C18 C19 N3 -45.6(4) . . . . ? C17 C18 C19 C20 132.3(3) . . . . ? N3 C19 C20 C21 0.0(6) . . . . ? C18 C19 C20 C21 -177.8(4) . . . . ? C19 C20 C21 C22 1.2(7) . . . . ? C20 C21 C22 C23 -0.5(7) . . . . ? C19 N3 C23 C22 2.6(6) . . . . ? Ni1 N3 C23 C22 -172.4(3) . . . . ? C21 C22 C23 N3 -1.5(7) . . . . ? N1 Ni1 N5 C27 -123.1(9) . . . . ? N6 Ni1 N5 C27 110.9(6) . . . . ? O1 Ni1 N5 C27 -155.0(6) . . . . ? N3 Ni1 N5 C27 18.4(6) . . . . ? O2 Ni1 N5 C27 -69.0(6) . . . . ? N1 Ni1 N5 Ni2 33.0(9) . . . . ? N6 Ni1 N5 Ni2 -93.00(12) . . . . ? O1 Ni1 N5 Ni2 1.05(10) . . . . ? N3 Ni1 N5 Ni2 174.45(11) . . . . ? O2 Ni1 N5 Ni2 87.07(11) . . . . ? N2 Ni2 N5 C27 180(42) . . . . ? O1 Ni2 N5 C27 160.3(5) . . . . ? N7 Ni2 N5 C27 65.4(5) . . . . ? N4 Ni2 N5 C27 -28.1(5) . . . . ? O3 Ni2 N5 C27 -112.9(5) . . . . ? N2 Ni2 N5 Ni1 18.4(10) . . . . ? O1 Ni2 N5 Ni1 -1.05(10) . . . . ? N7 Ni2 N5 Ni1 -95.93(13) . . . . ? N4 Ni2 N5 Ni1 170.49(13) . . . . ? O3 Ni2 N5 Ni1 85.78(13) . . . . ? N1 Ni1 N6 C28 -141(3) . . . . ? O1 Ni1 N6 C28 -51(3) . . . . ? N3 Ni1 N6 C28 126(3) . . . . ? N5 Ni1 N6 C28 32(3) . . . . ? O2 Ni1 N6 C28 33(3) . . . . ? N2 Ni2 N7 C29 87.0(12) . . . . ? O1 Ni2 N7 C29 178.4(12) . . . . ? N4 Ni2 N7 C29 -5.3(12) . . . . ? O3 Ni2 N7 C29 -88.5(15) . . . . ? N5 Ni2 N7 C29 -100.4(12) . . . . ? Ni1 N5 C27 S1 -110(12) . . . . ? Ni2 N5 C27 S1 99(12) . . . . ? Ni1 N6 C28 S2 102(55) . . . . ? Ni2 N7 C29 S3 -132(17) . . . . ? N1 Ni1 O2 C30 24.4(4) . . . . ? N6 Ni1 O2 C30 -149.3(8) . . . . ? O1 Ni1 O2 C30 -65.6(4) . . . . ? N3 Ni1 O2 C30 117.3(4) . . . . ? N5 Ni1 O2 C30 -148.9(4) . . . . ? N2 Ni2 O3 C31 9.0(5) . . . . ? O1 Ni2 O3 C31 -81.8(4) . . . . ? N7 Ni2 O3 C31 -175.5(8) . . . . ? N4 Ni2 O3 C31 100.7(5) . . . . ? N5 Ni2 O3 C31 -163.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.921 _diffrn_reflns_theta_full 29.61 _diffrn_measured_fraction_theta_full 0.921 _refine_diff_density_max 1.917 _refine_diff_density_min -1.018 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 942022' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_3 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C24 H38 N6 Ni2 O4 S2, H2 O, 0.5(H2 O)' _chemical_formula_sum 'C24 H41 N6 Ni2 O5.50 S2' _chemical_formula_weight 683.17 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' S S 0.1246 0.1234 '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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 24.8159(6) _cell_length_b 11.8267(3) _cell_length_c 22.4601(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.965(2) _cell_angle_gamma 90.00 _cell_volume 6590.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 7892 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 22.52 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.377 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2872 _exptl_absorpt_coefficient_mu 1.311 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.766 _exptl_absorpt_correction_T_max 0.779 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43023 _diffrn_reflns_av_R_equivalents 0.0710 _diffrn_reflns_av_sigmaI/netI 0.0608 _diffrn_reflns_limit_h_min -32 _diffrn_reflns_limit_h_max 32 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 27.45 _reflns_number_total 7496 _reflns_number_gt 4587 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.80.05 (Farrugia, 1999)' _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^)+(0.0934P)^2^+11.5700P] 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 7496 _refine_ls_number_parameters 376 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.1079 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1833 _refine_ls_wR_factor_gt 0.1519 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.022 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.17060(2) -0.02757(4) 0.07875(3) 0.04288(19) Uani 1 1 d . . . Ni2 Ni 0.17782(2) 0.11022(4) 0.19051(2) 0.04088(18) Uani 1 1 d . . . S1 S 0.00503(7) -0.0010(3) 0.15258(11) 0.1367(10) Uani 1 1 d . . . S2 S 0.14100(7) -0.41696(11) 0.12553(8) 0.0775(5) Uani 1 1 d . . . O1W O 0.16715(16) -0.0264(3) 0.2512(2) 0.0726(11) Uani 1 1 d D . . H11 H 0.1980(14) -0.053(6) 0.260(3) 0.109 Uiso 1 1 d D . . H12 H 0.139(2) -0.078(5) 0.256(3) 0.109 Uiso 1 1 d D . . O1 O 0.22705(11) 0.0085(2) 0.14321(13) 0.0412(7) Uani 1 1 d . . . O2 O 0.18099(13) 0.1328(2) 0.04683(13) 0.0495(8) Uani 1 1 d . . . O3 O 0.19194(13) 0.2370(2) 0.12934(13) 0.0477(7) Uani 1 1 d . . . N1 N 0.22855(17) -0.0788(3) 0.02492(17) 0.0498(9) Uani 1 1 d . . . N2 N 0.23992(15) 0.1620(3) 0.23978(16) 0.0459(9) Uani 1 1 d . A . N3 N 0.11842(18) -0.0535(4) 0.0009(2) 0.0624(11) Uani 1 1 d . . . N4 N 0.13264(15) 0.2267(3) 0.24396(18) 0.0530(10) Uani 1 1 d . . . N5 N 0.11424(16) 0.0408(3) 0.14064(18) 0.0509(10) Uani 1 1 d . . . N6 N 0.15902(18) -0.1876(3) 0.1109(2) 0.0609(11) Uani 1 1 d . . . C1 C 0.27887(17) 0.0253(3) 0.1354(2) 0.0408(10) Uani 1 1 d . . . C2 C 0.30619(18) -0.0191(4) 0.0853(2) 0.0462(11) Uani 1 1 d . . . C3 C 0.36229(19) -0.0087(4) 0.0818(2) 0.0532(12) Uani 1 1 d . . . H3 H 0.3791 -0.0410 0.0492 0.064 Uiso 1 1 calc R . . C4 C 0.3940(2) 0.0456(5) 0.1230(3) 0.0598(13) Uani 1 1 d . A . C5 C 0.4551(2) 0.0571(5) 0.1165(3) 0.0741(16) Uani 1 1 d D . . C6 C 0.3668(2) 0.0934(4) 0.1708(2) 0.0589(13) Uani 1 1 d . . . H6 H 0.3869 0.1317 0.1997 0.071 Uiso 1 1 calc R . . C7 C 0.31103(17) 0.0868(4) 0.1775(2) 0.0451(10) Uani 1 1 d . A . C8 C 0.2890(2) 0.1484(4) 0.2282(2) 0.0525(12) Uani 1 1 d . . . H8 H 0.3138 0.1808 0.2546 0.063 Uiso 1 1 calc R . . C9 C 0.2236(2) 0.2298(5) 0.2907(2) 0.0656(14) Uani 1 1 d . . . H9A H 0.2526 0.2802 0.3028 0.079 Uiso 1 1 calc R . . H9B H 0.2154 0.1809 0.3241 0.079 Uiso 1 1 calc R . . C10 C 0.1744(2) 0.2975(5) 0.2728(3) 0.0756(17) Uani 1 1 d . A . H10A H 0.1595 0.3328 0.3079 0.091 Uiso 1 1 calc R . . H10B H 0.1848 0.3570 0.2457 0.091 Uiso 1 1 calc R . . C11 C 0.0973(3) 0.3019(6) 0.2082(3) 0.088(2) Uani 1 1 d . . . H11A H 0.0828 0.3596 0.2333 0.132 Uiso 1 1 calc R . . H11B H 0.0684 0.2586 0.1908 0.132 Uiso 1 1 calc R . . H11C H 0.1178 0.3364 0.1772 0.132 Uiso 1 1 calc R . . C12 C 0.0977(3) 0.1712(5) 0.2875(3) 0.0823(18) Uani 1 1 d . . . H12C H 0.1190 0.1219 0.3124 0.124 Uiso 1 1 calc R . . H12D H 0.0705 0.1280 0.2668 0.124 Uiso 1 1 calc R . . H12E H 0.0808 0.2276 0.3116 0.124 Uiso 1 1 calc R . . C13 C 0.2793(2) -0.0686(4) 0.0335(2) 0.0487(11) Uani 1 1 d . . . H13 H 0.3013 -0.0955 0.0035 0.058 Uiso 1 1 calc R . . C14 C 0.2074(2) -0.1201(5) -0.0326(2) 0.0689(15) Uani 1 1 d . . . H14A H 0.1985 -0.1998 -0.0301 0.083 Uiso 1 1 calc R . . H14B H 0.2339 -0.1100 -0.0634 0.083 Uiso 1 1 calc R . . C15 C 0.1575(3) -0.0513(6) -0.0465(3) 0.095(2) Uani 1 1 d . . . H15A H 0.1680 0.0264 -0.0537 0.114 Uiso 1 1 calc R . . H15B H 0.1407 -0.0800 -0.0827 0.114 Uiso 1 1 calc R . . C16 C 0.0813(3) 0.0426(6) -0.0098(4) 0.110(3) Uani 1 1 d . . . H16A H 0.1017 0.1113 -0.0129 0.165 Uiso 1 1 calc R . . H16B H 0.0568 0.0486 0.0227 0.165 Uiso 1 1 calc R . . H16C H 0.0613 0.0304 -0.0462 0.165 Uiso 1 1 calc R . . C17 C 0.0828(3) -0.1500(6) 0.0040(3) 0.105(3) Uani 1 1 d . . . H17A H 0.0593 -0.1508 -0.0304 0.158 Uiso 1 1 calc R . . H17B H 0.0617 -0.1450 0.0393 0.158 Uiso 1 1 calc R . . H17C H 0.1038 -0.2182 0.0051 0.158 Uiso 1 1 calc R . . C18 C 0.4667(6) 0.1186(13) 0.0575(6) 0.090(5) Uiso 0.516(18) 1 d PD A 1 H18A H 0.5049 0.1264 0.0531 0.135 Uiso 0.516(18) 1 calc PR A 1 H18B H 0.4503 0.1921 0.0579 0.135 Uiso 0.516(18) 1 calc PR A 1 H18C H 0.4521 0.0755 0.0248 0.135 Uiso 0.516(18) 1 calc PR A 1 C19 C 0.4798(7) 0.1404(16) 0.1620(8) 0.120(7) Uiso 0.516(18) 1 d PD A 1 H19A H 0.5180 0.1453 0.1562 0.179 Uiso 0.516(18) 1 calc PR A 1 H19B H 0.4731 0.1141 0.2016 0.179 Uiso 0.516(18) 1 calc PR A 1 H19C H 0.4639 0.2137 0.1565 0.179 Uiso 0.516(18) 1 calc PR A 1 C20 C 0.4814(6) -0.0576(11) 0.1173(9) 0.104(5) Uiso 0.516(18) 1 d PD A 1 H20A H 0.5196 -0.0491 0.1132 0.156 Uiso 0.516(18) 1 calc PR A 1 H20B H 0.4672 -0.1022 0.0850 0.156 Uiso 0.516(18) 1 calc PR A 1 H20C H 0.4740 -0.0946 0.1544 0.156 Uiso 0.516(18) 1 calc PR A 1 C18B C 0.4672(8) 0.1660(15) 0.0853(11) 0.128(7) Uiso 0.484(18) 1 d PD A 2 H18D H 0.5055 0.1736 0.0811 0.191 Uiso 0.484(18) 1 calc PR A 2 H18E H 0.4537 0.2282 0.1081 0.191 Uiso 0.484(18) 1 calc PR A 2 H18F H 0.4502 0.1659 0.0466 0.191 Uiso 0.484(18) 1 calc PR A 2 C19B C 0.4833(6) 0.0558(16) 0.1779(6) 0.097(6) Uiso 0.484(18) 1 d PD A 2 H19D H 0.4774 -0.0159 0.1967 0.146 Uiso 0.484(18) 1 calc PR A 2 H19E H 0.4689 0.1151 0.2021 0.146 Uiso 0.484(18) 1 calc PR A 2 H19F H 0.5213 0.0674 0.1732 0.146 Uiso 0.484(18) 1 calc PR A 2 C20B C 0.4787(8) -0.0464(14) 0.0830(11) 0.120(7) Uiso 0.484(18) 1 d PD A 2 H20D H 0.4688 -0.1147 0.1031 0.180 Uiso 0.484(18) 1 calc PR A 2 H20E H 0.5173 -0.0404 0.0824 0.180 Uiso 0.484(18) 1 calc PR A 2 H20F H 0.4647 -0.0478 0.0429 0.180 Uiso 0.484(18) 1 calc PR A 2 C21 C 0.0686(2) 0.0236(5) 0.1456(2) 0.0674(15) Uani 1 1 d . . . C22 C 0.15170(17) -0.2828(4) 0.1170(2) 0.0474(11) Uani 1 1 d U . . C23 C 0.18829(19) 0.2240(4) 0.0734(2) 0.0469(11) Uani 1 1 d . . . C24 C 0.1926(3) 0.3288(4) 0.0356(3) 0.0765(17) Uani 1 1 d U . . H24A H 0.1791 0.3131 -0.0038 0.115 Uiso 1 1 calc R . . H24B H 0.2296 0.3517 0.0338 0.115 Uiso 1 1 calc R . . H24C H 0.1717 0.3884 0.0529 0.115 Uiso 1 1 calc R . . O2W O 0.25342(19) 0.4309(4) 0.1640(2) 0.0851(13) Uani 1 1 d D . . H21 H 0.238(3) 0.373(4) 0.150(3) 0.128 Uiso 1 1 d D . . H22 H 0.235(3) 0.489(4) 0.154(4) 0.128 Uiso 1 1 d D . . O3W O 0.0835(4) -0.1862(9) 0.2387(5) 0.111(3) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0499(4) 0.0334(3) 0.0449(4) 0.0005(2) -0.0134(3) -0.0018(2) Ni2 0.0450(3) 0.0383(3) 0.0390(3) 0.0022(2) -0.0090(2) -0.0017(2) S1 0.0499(10) 0.251(3) 0.1086(17) -0.0332(18) -0.0046(10) -0.0141(13) S2 0.0822(10) 0.0397(7) 0.1102(13) 0.0046(7) -0.0078(9) -0.0097(6) O1W 0.067(2) 0.071(3) 0.079(3) 0.032(2) -0.005(2) -0.007(2) O1 0.0431(17) 0.0356(15) 0.0446(17) 0.0013(13) -0.0099(13) -0.0003(12) O2 0.072(2) 0.0365(16) 0.0396(17) 0.0017(13) -0.0088(15) -0.0031(14) O3 0.070(2) 0.0360(15) 0.0369(17) 0.0006(13) -0.0065(15) -0.0031(14) N1 0.067(3) 0.0362(19) 0.046(2) -0.0059(17) -0.0104(19) 0.0012(17) N2 0.046(2) 0.047(2) 0.044(2) -0.0033(17) -0.0109(17) -0.0042(16) N3 0.063(3) 0.069(3) 0.055(3) -0.007(2) -0.020(2) -0.005(2) N4 0.053(2) 0.056(2) 0.050(2) -0.0015(19) -0.0002(19) -0.0002(18) N5 0.042(2) 0.054(2) 0.056(2) 0.0012(19) -0.0133(18) -0.0026(17) N6 0.071(3) 0.038(2) 0.072(3) 0.005(2) -0.018(2) -0.0046(19) C1 0.042(2) 0.033(2) 0.047(3) 0.0109(19) -0.007(2) 0.0022(17) C2 0.052(3) 0.040(2) 0.047(3) 0.007(2) -0.003(2) 0.0013(19) C3 0.053(3) 0.055(3) 0.053(3) 0.012(2) 0.006(2) 0.005(2) C4 0.046(3) 0.068(3) 0.065(3) 0.012(3) -0.001(3) -0.002(2) C5 0.053(3) 0.089(4) 0.080(4) 0.012(3) 0.001(3) -0.008(3) C6 0.050(3) 0.062(3) 0.065(3) 0.006(3) -0.013(3) -0.005(2) C7 0.041(2) 0.048(2) 0.047(3) 0.004(2) -0.008(2) 0.0000(19) C8 0.054(3) 0.054(3) 0.048(3) 0.002(2) -0.022(2) -0.011(2) C9 0.070(3) 0.082(4) 0.044(3) -0.018(3) -0.009(3) -0.005(3) C10 0.079(4) 0.076(4) 0.072(4) -0.028(3) -0.001(3) -0.008(3) C11 0.103(5) 0.083(4) 0.078(4) -0.002(4) 0.000(4) 0.043(4) C12 0.094(5) 0.082(4) 0.072(4) -0.006(3) 0.028(4) -0.003(3) C13 0.062(3) 0.037(2) 0.046(3) 0.000(2) 0.002(2) 0.006(2) C14 0.087(4) 0.061(3) 0.058(3) -0.023(3) -0.014(3) 0.003(3) C15 0.114(6) 0.108(5) 0.062(4) -0.019(4) -0.029(4) 0.001(4) C16 0.115(6) 0.098(5) 0.115(6) 0.009(5) -0.077(5) -0.001(4) C17 0.116(6) 0.096(5) 0.102(5) 0.001(4) -0.060(4) -0.045(4) C21 0.061(4) 0.089(4) 0.051(3) -0.015(3) -0.016(3) 0.006(3) C22 0.044(2) 0.051(3) 0.047(3) -0.002(2) -0.003(2) -0.001(2) C23 0.056(3) 0.038(2) 0.046(3) 0.008(2) -0.007(2) -0.001(2) C24 0.123(5) 0.048(3) 0.059(3) 0.010(3) -0.002(3) 0.002(3) O2W 0.095(3) 0.066(3) 0.093(3) -0.009(3) -0.032(3) -0.015(2) O3W 0.087(6) 0.117(8) 0.128(8) 0.043(7) -0.021(6) -0.014(6) _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 1.989(4) . ? Ni1 O1 2.043(3) . ? Ni1 O2 2.045(3) . ? Ni1 N6 2.048(4) . ? Ni1 N5 2.147(4) . ? Ni1 N3 2.180(4) . ? Ni1 Ni2 2.9956(8) . ? Ni2 N2 1.979(3) . ? Ni2 O1 2.028(3) . ? Ni2 O3 2.068(3) . ? Ni2 N5 2.088(4) . ? Ni2 O1W 2.133(4) . ? Ni2 N4 2.155(4) . ? S1 C21 1.615(6) . ? S2 C22 1.620(5) . ? O1W H11 0.85(2) . ? O1W H12 0.93(2) . ? O1 C1 1.316(5) . ? O2 C23 1.244(5) . ? O3 C23 1.268(5) . ? N1 C13 1.275(6) . ? N1 C14 1.470(6) . ? N2 C8 1.260(6) . ? N2 C9 1.460(6) . ? N3 C17 1.445(7) . ? N3 C15 1.452(8) . ? N3 C16 1.481(8) . ? N4 C12 1.472(7) . ? N4 C10 1.473(6) . ? N4 C11 1.477(7) . ? N5 C21 1.157(6) . ? N6 C22 1.149(6) . ? C1 C2 1.422(6) . ? C1 C7 1.427(6) . ? C2 C3 1.401(7) . ? C2 C13 1.456(7) . ? C3 C4 1.366(7) . ? C3 H3 0.9300 . ? C4 C6 1.396(7) . ? C4 C5 1.531(7) . ? C5 C18B 1.499(12) . ? C5 C20 1.506(11) . ? C5 C19B 1.537(12) . ? C5 C19 1.540(12) . ? C5 C18 1.543(11) . ? C5 C20B 1.557(12) . ? C6 C7 1.397(7) . ? C6 H6 0.9300 . ? C7 C8 1.466(7) . ? C8 H8 0.9300 . ? C9 C10 1.510(8) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12C 0.9600 . ? C12 H12D 0.9600 . ? C12 H12E 0.9600 . ? C13 H13 0.9300 . ? C14 C15 1.509(8) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C18B H18D 0.9600 . ? C18B H18E 0.9600 . ? C18B H18F 0.9600 . ? C19B H19D 0.9600 . ? C19B H19E 0.9600 . ? C19B H19F 0.9600 . ? C20B H20D 0.9600 . ? C20B H20E 0.9600 . ? C20B H20F 0.9600 . ? C23 C24 1.507(7) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? O2W H21 0.84(2) . ? O2W H22 0.85(2) . ? 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 O1 90.01(14) . . ? N1 Ni1 O2 88.44(14) . . ? O1 Ni1 O2 88.05(11) . . ? N1 Ni1 N6 92.29(17) . . ? O1 Ni1 N6 92.38(14) . . ? O2 Ni1 N6 179.16(16) . . ? N1 Ni1 N5 173.78(15) . . ? O1 Ni1 N5 84.78(13) . . ? O2 Ni1 N5 88.00(14) . . ? N6 Ni1 N5 91.32(17) . . ? N1 Ni1 N3 83.99(17) . . ? O1 Ni1 N3 171.48(15) . . ? O2 Ni1 N3 85.75(15) . . ? N6 Ni1 N3 93.90(17) . . ? N5 Ni1 N3 100.82(16) . . ? N1 Ni1 Ni2 129.90(11) . . ? O1 Ni1 Ni2 42.42(8) . . ? O2 Ni1 Ni2 77.48(9) . . ? N6 Ni1 Ni2 102.36(13) . . ? N5 Ni1 Ni2 44.18(10) . . ? N3 Ni1 Ni2 140.81(13) . . ? N2 Ni2 O1 90.36(14) . . ? N2 Ni2 O3 90.46(14) . . ? O1 Ni2 O3 88.39(12) . . ? N2 Ni2 N5 174.87(15) . . ? O1 Ni2 N5 86.68(14) . . ? O3 Ni2 N5 93.64(14) . . ? N2 Ni2 O1W 88.92(16) . . ? O1 Ni2 O1W 88.15(15) . . ? O3 Ni2 O1W 176.48(15) . . ? N5 Ni2 O1W 86.79(16) . . ? N2 Ni2 N4 84.15(15) . . ? O1 Ni2 N4 174.30(13) . . ? O3 Ni2 N4 90.11(14) . . ? N5 Ni2 N4 98.90(15) . . ? O1W Ni2 N4 93.27(17) . . ? N2 Ni2 Ni1 132.21(11) . . ? O1 Ni2 Ni1 42.80(8) . . ? O3 Ni2 Ni1 81.15(8) . . ? N5 Ni2 Ni1 45.77(12) . . ? O1W Ni2 Ni1 96.72(13) . . ? N4 Ni2 Ni1 142.23(11) . . ? Ni2 O1W H11 108(5) . . ? Ni2 O1W H12 132(5) . . ? H11 O1W H12 113(6) . . ? C1 O1 Ni2 125.4(3) . . ? C1 O1 Ni1 126.6(3) . . ? Ni2 O1 Ni1 94.77(12) . . ? C23 O2 Ni1 130.9(3) . . ? C23 O3 Ni2 124.1(3) . . ? C13 N1 C14 120.0(4) . . ? C13 N1 Ni1 127.0(3) . . ? C14 N1 Ni1 112.6(3) . . ? C8 N2 C9 120.9(4) . . ? C8 N2 Ni2 126.3(3) . . ? C9 N2 Ni2 112.6(3) . . ? C17 N3 C15 117.8(6) . . ? C17 N3 C16 103.6(5) . . ? C15 N3 C16 106.8(6) . . ? C17 N3 Ni1 115.3(4) . . ? C15 N3 Ni1 100.9(3) . . ? C16 N3 Ni1 112.5(4) . . ? C12 N4 C10 112.2(5) . . ? C12 N4 C11 106.2(5) . . ? C10 N4 C11 107.7(5) . . ? C12 N4 Ni2 113.8(3) . . ? C10 N4 Ni2 103.9(3) . . ? C11 N4 Ni2 113.0(3) . . ? C21 N5 Ni2 138.5(4) . . ? C21 N5 Ni1 130.2(4) . . ? Ni2 N5 Ni1 90.04(15) . . ? C22 N6 Ni1 166.2(4) . . ? O1 C1 C2 122.0(4) . . ? O1 C1 C7 121.7(4) . . ? C2 C1 C7 116.3(4) . . ? C3 C2 C1 120.0(4) . . ? C3 C2 C13 115.6(4) . . ? C1 C2 C13 124.2(4) . . ? C4 C3 C2 124.3(5) . . ? C4 C3 H3 117.9 . . ? C2 C3 H3 117.9 . . ? C3 C4 C6 115.5(5) . . ? C3 C4 C5 122.4(5) . . ? C6 C4 C5 122.0(5) . . ? C18B C5 C20 133.6(11) . . ? C18B C5 C4 109.2(9) . . ? C20 C5 C4 110.4(8) . . ? C18B C5 C19B 109.7(11) . . ? C20 C5 C19B 77.8(9) . . ? C4 C5 C19B 110.5(7) . . ? C18B C5 C19 71.3(10) . . ? C20 C5 C19 113.5(10) . . ? C4 C5 C19 112.2(8) . . ? C19B C5 C19 40.5(8) . . ? C18B C5 C18 32.0(9) . . ? C20 C5 C18 110.4(10) . . ? C4 C5 C18 108.9(7) . . ? C19B C5 C18 133.4(9) . . ? C19 C5 C18 101.0(9) . . ? C18B C5 C20B 111.7(12) . . ? C20 C5 C20B 29.6(9) . . ? C4 C5 C20B 111.0(9) . . ? C19B C5 C20B 104.8(11) . . ? C19 C5 C20B 132.3(11) . . ? C18 C5 C20B 83.0(10) . . ? C4 C6 C7 123.6(5) . . ? C4 C6 H6 118.2 . . ? C7 C6 H6 118.2 . . ? C6 C7 C1 120.0(4) . . ? C6 C7 C8 116.1(4) . . ? C1 C7 C8 123.9(4) . . ? N2 C8 C7 126.8(4) . . ? N2 C8 H8 116.6 . . ? C7 C8 H8 116.6 . . ? N2 C9 C10 108.4(4) . . ? N2 C9 H9A 110.0 . . ? C10 C9 H9A 110.0 . . ? N2 C9 H9B 110.0 . . ? C10 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? N4 C10 C9 112.1(5) . . ? N4 C10 H10A 109.2 . . ? C9 C10 H10A 109.2 . . ? N4 C10 H10B 109.2 . . ? C9 C10 H10B 109.2 . . ? H10A C10 H10B 107.9 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12C 109.5 . . ? N4 C12 H12D 109.5 . . ? H12C C12 H12D 109.5 . . ? N4 C12 H12E 109.5 . . ? H12C C12 H12E 109.5 . . ? H12D C12 H12E 109.5 . . ? N1 C13 C2 126.6(4) . . ? N1 C13 H13 116.7 . . ? C2 C13 H13 116.7 . . ? N1 C14 C15 106.3(4) . . ? N1 C14 H14A 110.5 . . ? C15 C14 H14A 110.5 . . ? N1 C14 H14B 110.5 . . ? C15 C14 H14B 110.5 . . ? H14A C14 H14B 108.7 . . ? N3 C15 C14 113.3(6) . . ? N3 C15 H15A 108.9 . . ? C14 C15 H15A 108.9 . . ? N3 C15 H15B 108.9 . . ? C14 C15 H15B 108.9 . . ? H15A C15 H15B 107.7 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 H17A 109.5 . . ? N3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C5 C18 H18A 109.5 . . ? C5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C5 C19 H19A 109.5 . . ? C5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C5 C20 H20A 109.5 . . ? C5 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C5 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C5 C18B H18D 109.5 . . ? C5 C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C5 C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C5 C19B H19D 109.5 . . ? C5 C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C5 C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C5 C20B H20D 109.5 . . ? C5 C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? C5 C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? N5 C21 S1 179.7(6) . . ? N6 C22 S2 179.7(5) . . ? O2 C23 O3 125.9(4) . . ? O2 C23 C24 117.1(4) . . ? O3 C23 C24 117.0(4) . . ? H21 O2W H22 109(7) . . ? 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 Ni2 N2 -9.1(2) . . . . ? O1 Ni1 Ni2 N2 14.74(18) . . . . ? O2 Ni1 Ni2 N2 -86.28(18) . . . . ? N6 Ni1 Ni2 N2 94.57(19) . . . . ? N5 Ni1 Ni2 N2 173.5(2) . . . . ? N3 Ni1 Ni2 N2 -153.2(2) . . . . ? N1 Ni1 Ni2 O1 -23.86(19) . . . . ? O2 Ni1 Ni2 O1 -101.03(15) . . . . ? N6 Ni1 Ni2 O1 79.82(17) . . . . ? N5 Ni1 Ni2 O1 158.77(19) . . . . ? N3 Ni1 Ni2 O1 -167.9(2) . . . . ? N1 Ni1 Ni2 O3 73.40(17) . . . . ? O1 Ni1 Ni2 O3 97.26(15) . . . . ? O2 Ni1 Ni2 O3 -3.76(13) . . . . ? N6 Ni1 Ni2 O3 177.08(15) . . . . ? N5 Ni1 Ni2 O3 -103.97(17) . . . . ? N3 Ni1 Ni2 O3 -70.6(2) . . . . ? N1 Ni1 Ni2 N5 177.4(2) . . . . ? O1 Ni1 Ni2 N5 -158.77(19) . . . . ? O2 Ni1 Ni2 N5 100.20(18) . . . . ? N6 Ni1 Ni2 N5 -78.9(2) . . . . ? N3 Ni1 Ni2 N5 33.3(2) . . . . ? N1 Ni1 Ni2 O1W -103.78(18) . . . . ? O1 Ni1 Ni2 O1W -79.92(16) . . . . ? O2 Ni1 Ni2 O1W 179.06(14) . . . . ? N6 Ni1 Ni2 O1W -0.09(16) . . . . ? N5 Ni1 Ni2 O1W 78.86(18) . . . . ? N3 Ni1 Ni2 O1W 112.2(2) . . . . ? N1 Ni1 Ni2 N4 152.0(2) . . . . ? O1 Ni1 Ni2 N4 175.9(2) . . . . ? O2 Ni1 Ni2 N4 74.8(2) . . . . ? N6 Ni1 Ni2 N4 -104.3(2) . . . . ? N5 Ni1 Ni2 N4 -25.4(2) . . . . ? N3 Ni1 Ni2 N4 7.9(3) . . . . ? N2 Ni2 O1 C1 -26.6(3) . . . . ? O3 Ni2 O1 C1 63.8(3) . . . . ? N5 Ni2 O1 C1 157.6(3) . . . . ? O1W Ni2 O1 C1 -115.5(3) . . . . ? N4 Ni2 O1 C1 -11.0(15) . . . . ? Ni1 Ni2 O1 C1 142.5(4) . . . . ? N2 Ni2 O1 Ni1 -169.13(14) . . . . ? O3 Ni2 O1 Ni1 -78.68(12) . . . . ? N5 Ni2 O1 Ni1 15.06(14) . . . . ? O1W Ni2 O1 Ni1 101.96(14) . . . . ? N4 Ni2 O1 Ni1 -153.5(13) . . . . ? N1 Ni1 O1 C1 20.1(3) . . . . ? O2 Ni1 O1 C1 -68.3(3) . . . . ? N6 Ni1 O1 C1 112.4(3) . . . . ? N5 Ni1 O1 C1 -156.5(3) . . . . ? N3 Ni1 O1 C1 -25.1(11) . . . . ? Ni2 Ni1 O1 C1 -141.8(3) . . . . ? N1 Ni1 O1 Ni2 161.92(14) . . . . ? O2 Ni1 O1 Ni2 73.49(13) . . . . ? N6 Ni1 O1 Ni2 -105.79(16) . . . . ? N5 Ni1 O1 Ni2 -14.68(13) . . . . ? N3 Ni1 O1 Ni2 116.8(10) . . . . ? N1 Ni1 O2 C23 -128.7(4) . . . . ? O1 Ni1 O2 C23 -38.6(4) . . . . ? N6 Ni1 O2 C23 82(10) . . . . ? N5 Ni1 O2 C23 46.2(4) . . . . ? N3 Ni1 O2 C23 147.3(4) . . . . ? Ni2 Ni1 O2 C23 2.9(4) . . . . ? N2 Ni2 O3 C23 139.4(4) . . . . ? O1 Ni2 O3 C23 49.1(4) . . . . ? N5 Ni2 O3 C23 -37.5(4) . . . . ? O1W Ni2 O3 C23 60(2) . . . . ? N4 Ni2 O3 C23 -136.4(4) . . . . ? Ni1 Ni2 O3 C23 6.7(3) . . . . ? O1 Ni1 N1 C13 -8.8(4) . . . . ? O2 Ni1 N1 C13 79.3(4) . . . . ? N6 Ni1 N1 C13 -101.2(4) . . . . ? N5 Ni1 N1 C13 24.2(16) . . . . ? N3 Ni1 N1 C13 165.1(4) . . . . ? Ni2 Ni1 N1 C13 7.0(5) . . . . ? O1 Ni1 N1 C14 178.5(3) . . . . ? O2 Ni1 N1 C14 -93.5(3) . . . . ? N6 Ni1 N1 C14 86.1(3) . . . . ? N5 Ni1 N1 C14 -148.5(13) . . . . ? N3 Ni1 N1 C14 -7.6(3) . . . . ? Ni2 Ni1 N1 C14 -165.7(3) . . . . ? O1 Ni2 N2 C8 14.5(4) . . . . ? O3 Ni2 N2 C8 -73.9(4) . . . . ? N5 Ni2 N2 C8 69.3(19) . . . . ? O1W Ni2 N2 C8 102.7(4) . . . . ? N4 Ni2 N2 C8 -163.9(4) . . . . ? Ni1 Ni2 N2 C8 4.6(5) . . . . ? O1 Ni2 N2 C9 -170.9(3) . . . . ? O3 Ni2 N2 C9 100.7(3) . . . . ? N5 Ni2 N2 C9 -116.1(18) . . . . ? O1W Ni2 N2 C9 -82.7(3) . . . . ? N4 Ni2 N2 C9 10.7(3) . . . . ? Ni1 Ni2 N2 C9 179.2(3) . . . . ? N1 Ni1 N3 C17 108.3(5) . . . . ? O1 Ni1 N3 C17 153.8(9) . . . . ? O2 Ni1 N3 C17 -162.8(5) . . . . ? N6 Ni1 N3 C17 16.4(5) . . . . ? N5 Ni1 N3 C17 -75.7(5) . . . . ? Ni2 Ni1 N3 C17 -98.6(5) . . . . ? N1 Ni1 N3 C15 -19.7(4) . . . . ? O1 Ni1 N3 C15 25.7(12) . . . . ? O2 Ni1 N3 C15 69.1(4) . . . . ? N6 Ni1 N3 C15 -111.6(4) . . . . ? N5 Ni1 N3 C15 156.3(4) . . . . ? Ni2 Ni1 N3 C15 133.3(4) . . . . ? N1 Ni1 N3 C16 -133.2(5) . . . . ? O1 Ni1 N3 C16 -87.8(11) . . . . ? O2 Ni1 N3 C16 -44.4(5) . . . . ? N6 Ni1 N3 C16 134.9(5) . . . . ? N5 Ni1 N3 C16 42.8(5) . . . . ? Ni2 Ni1 N3 C16 19.8(6) . . . . ? N2 Ni2 N4 C12 -107.2(4) . . . . ? O1 Ni2 N4 C12 -122.9(13) . . . . ? O3 Ni2 N4 C12 162.3(4) . . . . ? N5 Ni2 N4 C12 68.6(4) . . . . ? O1W Ni2 N4 C12 -18.7(4) . . . . ? Ni1 Ni2 N4 C12 86.7(4) . . . . ? N2 Ni2 N4 C10 15.1(4) . . . . ? O1 Ni2 N4 C10 -0.6(15) . . . . ? O3 Ni2 N4 C10 -75.4(3) . . . . ? N5 Ni2 N4 C10 -169.1(3) . . . . ? O1W Ni2 N4 C10 103.7(4) . . . . ? Ni1 Ni2 N4 C10 -151.0(3) . . . . ? N2 Ni2 N4 C11 131.5(4) . . . . ? O1 Ni2 N4 C11 115.9(13) . . . . ? O3 Ni2 N4 C11 41.1(4) . . . . ? N5 Ni2 N4 C11 -52.6(4) . . . . ? O1W Ni2 N4 C11 -139.9(4) . . . . ? Ni1 Ni2 N4 C11 -34.5(5) . . . . ? N2 Ni2 N5 C21 97.8(19) . . . . ? O1 Ni2 N5 C21 152.8(6) . . . . ? O3 Ni2 N5 C21 -119.1(6) . . . . ? O1W Ni2 N5 C21 64.4(6) . . . . ? N4 Ni2 N5 C21 -28.4(6) . . . . ? Ni1 Ni2 N5 C21 167.0(7) . . . . ? N2 Ni2 N5 Ni1 -69.2(19) . . . . ? O1 Ni2 N5 Ni1 -14.27(13) . . . . ? O3 Ni2 N5 Ni1 73.91(14) . . . . ? O1W Ni2 N5 Ni1 -102.60(16) . . . . ? N4 Ni2 N5 Ni1 164.60(14) . . . . ? N1 Ni1 N5 C21 172.3(12) . . . . ? O1 Ni1 N5 C21 -154.6(5) . . . . ? O2 Ni1 N5 C21 117.2(5) . . . . ? N6 Ni1 N5 C21 -62.3(5) . . . . ? N3 Ni1 N5 C21 31.9(6) . . . . ? Ni2 Ni1 N5 C21 -168.8(6) . . . . ? N1 Ni1 N5 Ni2 -19.0(15) . . . . ? O1 Ni1 N5 Ni2 14.20(12) . . . . ? O2 Ni1 N5 Ni2 -74.02(14) . . . . ? N6 Ni1 N5 Ni2 106.47(16) . . . . ? N3 Ni1 N5 Ni2 -159.31(15) . . . . ? N1 Ni1 N6 C22 -51.8(17) . . . . ? O1 Ni1 N6 C22 -141.9(17) . . . . ? O2 Ni1 N6 C22 98(10) . . . . ? N5 Ni1 N6 C22 133.3(17) . . . . ? N3 Ni1 N6 C22 32.4(17) . . . . ? Ni2 Ni1 N6 C22 176.5(17) . . . . ? Ni2 O1 C1 C2 -154.7(3) . . . . ? Ni1 O1 C1 C2 -23.8(5) . . . . ? Ni2 O1 C1 C7 26.9(5) . . . . ? Ni1 O1 C1 C7 157.8(3) . . . . ? O1 C1 C2 C3 -173.7(4) . . . . ? C7 C1 C2 C3 4.8(6) . . . . ? O1 C1 C2 C13 11.4(6) . . . . ? C7 C1 C2 C13 -170.1(4) . . . . ? C1 C2 C3 C4 -2.3(7) . . . . ? C13 C2 C3 C4 173.1(4) . . . . ? C2 C3 C4 C6 -0.5(7) . . . . ? C2 C3 C4 C5 -178.6(5) . . . . ? C3 C4 C5 C18B 92.1(12) . . . . ? C6 C4 C5 C18B -85.8(12) . . . . ? C3 C4 C5 C20 -63.1(11) . . . . ? C6 C4 C5 C20 119.0(10) . . . . ? C3 C4 C5 C19B -147.3(9) . . . . ? C6 C4 C5 C19B 34.9(10) . . . . ? C3 C4 C5 C19 169.1(10) . . . . ? C6 C4 C5 C19 -8.8(11) . . . . ? C3 C4 C5 C18 58.2(10) . . . . ? C6 C4 C5 C18 -119.7(9) . . . . ? C3 C4 C5 C20B -31.4(12) . . . . ? C6 C4 C5 C20B 150.7(11) . . . . ? C3 C4 C6 C7 0.5(7) . . . . ? C5 C4 C6 C7 178.6(5) . . . . ? C4 C6 C7 C1 2.3(7) . . . . ? C4 C6 C7 C8 -176.0(5) . . . . ? O1 C1 C7 C6 173.6(4) . . . . ? C2 C1 C7 C6 -4.8(6) . . . . ? O1 C1 C7 C8 -8.2(6) . . . . ? C2 C1 C7 C8 173.3(4) . . . . ? C9 N2 C8 C7 -177.4(4) . . . . ? Ni2 N2 C8 C7 -3.2(7) . . . . ? C6 C7 C8 N2 173.5(5) . . . . ? C1 C7 C8 N2 -4.7(8) . . . . ? C8 N2 C9 C10 140.9(5) . . . . ? Ni2 N2 C9 C10 -34.0(5) . . . . ? C12 N4 C10 C9 85.2(6) . . . . ? C11 N4 C10 C9 -158.3(5) . . . . ? Ni2 N4 C10 C9 -38.1(5) . . . . ? N2 C9 C10 N4 49.2(6) . . . . ? C14 N1 C13 C2 173.7(4) . . . . ? Ni1 N1 C13 C2 1.4(7) . . . . ? C3 C2 C13 N1 -174.6(4) . . . . ? C1 C2 C13 N1 0.5(7) . . . . ? C13 N1 C14 C15 -140.6(5) . . . . ? Ni1 N1 C14 C15 32.7(6) . . . . ? C17 N3 C15 C14 -81.5(6) . . . . ? C16 N3 C15 C14 162.6(5) . . . . ? Ni1 N3 C15 C14 45.0(6) . . . . ? N1 C14 C15 N3 -54.2(7) . . . . ? Ni2 N5 C21 S1 -116(100) . . . . ? Ni1 N5 C21 S1 47(100) . . . . ? Ni1 N6 C22 S2 -86(100) . . . . ? Ni1 O2 C23 O3 1.3(7) . . . . ? Ni1 O2 C23 C24 -177.9(4) . . . . ? Ni2 O3 C23 O2 -7.3(7) . . . . ? Ni2 O3 C23 C24 172.0(4) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.45 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.134 _refine_diff_density_min -0.723 _refine_diff_density_rms 0.097 _database_code_depnum_ccdc_archive 'CCDC 942023' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C31 H35 N5 Ni2 O5 S' _chemical_formula_sum 'C31 H35 N5 Ni2 O5 S' _chemical_formula_weight 707.12 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' S S 0.1246 0.1234 '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' 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 12.9741(10) _cell_length_b 15.3525(12) _cell_length_c 17.3173(14) _cell_angle_alpha 90.00 _cell_angle_beta 108.652(3) _cell_angle_gamma 90.00 _cell_volume 3268.2(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 7864 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 23.81 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.437 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1472 _exptl_absorpt_coefficient_mu 1.262 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.632 _exptl_absorpt_correction_T_max 0.686 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33174 _diffrn_reflns_av_R_equivalents 0.0609 _diffrn_reflns_av_sigmaI/netI 0.0414 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 24.17 _reflns_number_total 5168 _reflns_number_gt 3991 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.80.05 (Farrugia, 1999)' _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^)+(0.0774P)^2^+3.2186P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5168 _refine_ls_number_parameters 395 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0699 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1512 _refine_ls_wR_factor_gt 0.1311 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.082 _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 0.40759(4) 0.24972(4) 0.55649(3) 0.0515(2) Uani 1 1 d . . . Ni2 Ni 0.21222(4) 0.12863(3) 0.47757(3) 0.0465(2) Uani 1 1 d . . . S1 S 0.58727(15) 0.33567(10) 0.36374(11) 0.0916(5) Uani 1 1 d . . . O1 O 0.2547(2) 0.25498(18) 0.47658(19) 0.0527(7) Uani 1 1 d . . . O2 O 0.3840(2) 0.11623(18) 0.51723(18) 0.0499(7) Uani 1 1 d . . . O3 O 0.2939(3) 0.0943(2) 0.38832(18) 0.0612(8) Uani 1 1 d . . . O4 O 0.3430(3) 0.2180(2) 0.64890(18) 0.0617(8) Uani 1 1 d . . . O5 O 0.1872(2) 0.1478(2) 0.58531(19) 0.0602(8) Uani 1 1 d . . . N1 N 0.4028(3) 0.3765(3) 0.5816(3) 0.0674(11) Uani 1 1 d . . . N2 N 0.0639(3) 0.1536(2) 0.4006(2) 0.0531(9) Uani 1 1 d . A . N3 N 0.5592(3) 0.2275(3) 0.6421(2) 0.0606(10) Uani 1 1 d . . . N4 N 0.1842(3) -0.0034(2) 0.4854(2) 0.0540(9) Uani 1 1 d . A . N5 N 0.4761(3) 0.2818(3) 0.4682(3) 0.0660(11) Uani 1 1 d . . . C1 C 0.1920(4) 0.3223(3) 0.4489(3) 0.0522(11) Uani 1 1 d . . . C2 C 0.2295(4) 0.4078(3) 0.4739(3) 0.0584(12) Uani 1 1 d . . . C3 C 0.1624(4) 0.4791(3) 0.4389(3) 0.0662(13) Uani 1 1 d . . . H3 H 0.1889 0.5349 0.4540 0.079 Uiso 1 1 calc R B . C4 C 0.0591(5) 0.4705(3) 0.3832(3) 0.0689(14) Uani 1 1 d . A . C5 C -0.0106(5) 0.5511(4) 0.3493(3) 0.0859(18) Uani 1 1 d . . . C6 C 0.0224(4) 0.3867(3) 0.3621(3) 0.0678(14) Uani 1 1 d . . . H6 H -0.0466 0.3790 0.3246 0.081 Uiso 1 1 calc R A . C7 C 0.0851(4) 0.3124(3) 0.3947(3) 0.0545(11) Uani 1 1 d . A . C8 C 0.0312(4) 0.2296(3) 0.3719(3) 0.0574(12) Uani 1 1 d . . . H8 H -0.0359 0.2314 0.3310 0.069 Uiso 1 1 calc R A . C9 C -0.0092(4) 0.0789(3) 0.3719(3) 0.0679(14) Uani 1 1 d . . . H9A H -0.0689 0.0961 0.3243 0.081 Uiso 1 1 calc R A . H9B H -0.0396 0.0620 0.4141 0.081 Uiso 1 1 calc R . . C10 C 0.0490(4) 0.0012(3) 0.3503(3) 0.0780(16) Uani 1 1 d . A . H10A H -0.0046 -0.0377 0.3150 0.094 Uiso 1 1 calc R . . H10B H 0.0957 0.0216 0.3201 0.094 Uiso 1 1 calc R . . C11 C 0.1167(4) -0.0489(3) 0.4237(3) 0.0666(13) Uani 1 1 d . . . C12 C 0.1100(5) -0.1376(4) 0.4293(4) 0.106(2) Uani 1 1 d . A . H12 H 0.0612 -0.1685 0.3871 0.127 Uiso 1 1 calc R . . C13 C 0.1753(5) -0.1817(4) 0.4971(5) 0.105(2) Uani 1 1 d . . . H13 H 0.1732 -0.2422 0.4999 0.126 Uiso 1 1 calc R A . C14 C 0.2429(4) -0.1345(3) 0.5599(4) 0.0750(15) Uani 1 1 d . A . H14 H 0.2865 -0.1619 0.6069 0.090 Uiso 1 1 calc R . . C15 C 0.2452(3) -0.0462(3) 0.5520(3) 0.0587(12) Uani 1 1 d . . . H15 H 0.2911 -0.0141 0.5948 0.070 Uiso 1 1 calc R A . C16 C 0.3302(4) 0.4290(3) 0.5381(3) 0.0694(14) Uani 1 1 d . . . H16 H 0.3437 0.4880 0.5490 0.083 Uiso 1 1 calc R . . C17 C 0.4921(5) 0.4125(4) 0.6489(4) 0.095(2) Uani 1 1 d . . . H17A H 0.4824 0.3957 0.7002 0.114 Uiso 1 1 calc R . . H17B H 0.4895 0.4756 0.6457 0.114 Uiso 1 1 calc R . . C18 C 0.6007(5) 0.3820(4) 0.6477(5) 0.096(2) Uani 1 1 d . . . H18A H 0.6557 0.4211 0.6810 0.115 Uiso 1 1 calc R B . H18B H 0.6026 0.3862 0.5923 0.115 Uiso 1 1 calc R . . C19 C 0.6306(4) 0.2899(4) 0.6776(3) 0.0745(15) Uani 1 1 d . . . C20 C 0.7284(5) 0.2688(5) 0.7360(4) 0.099(2) Uani 1 1 d . . . H20 H 0.7765 0.3130 0.7610 0.119 Uiso 1 1 calc R B . C21 C 0.7557(5) 0.1847(6) 0.7577(4) 0.103(2) Uani 1 1 d . . . H21 H 0.8224 0.1710 0.7959 0.123 Uiso 1 1 calc R . . C22 C 0.6840(5) 0.1220(5) 0.7226(4) 0.095(2) Uani 1 1 d . . . H22 H 0.6998 0.0638 0.7362 0.114 Uiso 1 1 calc R B . C23 C 0.5870(4) 0.1456(4) 0.6663(4) 0.0826(17) Uani 1 1 d . . . H23 H 0.5372 0.1017 0.6434 0.099 Uiso 1 1 calc R . . C24 C -0.1401(11) 0.5268(10) 0.3268(9) 0.117(5) Uiso 0.495(10) 1 d PD A 1 H24A H -0.1536 0.5037 0.3742 0.176 Uiso 0.495(10) 1 calc PR A 1 H24B H -0.1595 0.4841 0.2840 0.176 Uiso 0.495(10) 1 calc PR A 1 H24C H -0.1830 0.5783 0.3090 0.176 Uiso 0.495(10) 1 calc PR A 1 C25 C 0.0006(12) 0.6198(9) 0.4151(8) 0.083(4) Uiso 0.495(10) 1 d PD A 1 H25A H -0.0127 0.5935 0.4613 0.125 Uiso 0.495(10) 1 calc PR A 1 H25B H -0.0513 0.6655 0.3940 0.125 Uiso 0.495(10) 1 calc PR A 1 H25C H 0.0728 0.6435 0.4314 0.125 Uiso 0.495(10) 1 calc PR A 1 C26 C 0.0019(15) 0.5826(13) 0.2797(10) 0.153(7) Uiso 0.505(10) 1 d PD A 1 H26A H -0.0439 0.6327 0.2619 0.230 Uiso 0.505(10) 1 calc PR A 1 H26B H -0.0180 0.5386 0.2382 0.230 Uiso 0.505(10) 1 calc PR A 1 H26C H 0.0765 0.5990 0.2897 0.230 Uiso 0.505(10) 1 calc PR A 1 C24B C -0.1004(10) 0.5337(8) 0.2746(7) 0.091(4) Uiso 0.505(10) 1 d PD A 2 H24D H -0.0739 0.5014 0.2374 0.137 Uiso 0.505(10) 1 calc PR A 2 H24E H -0.1307 0.5879 0.2499 0.137 Uiso 0.505(10) 1 calc PR A 2 H24F H -0.1555 0.5006 0.2875 0.137 Uiso 0.505(10) 1 calc PR A 2 C25B C -0.0374(12) 0.5990(10) 0.4126(8) 0.093(4) Uiso 0.505(10) 1 d PD A 2 H25D H 0.0270 0.6065 0.4586 0.140 Uiso 0.505(10) 1 calc PR A 2 H25E H -0.0907 0.5671 0.4289 0.140 Uiso 0.505(10) 1 calc PR A 2 H25F H -0.0663 0.6550 0.3920 0.140 Uiso 0.505(10) 1 calc PR A 2 C26B C 0.0686(9) 0.6179(7) 0.3153(7) 0.079(4) Uiso 0.495(10) 1 d PD A 2 H26D H 0.0881 0.5896 0.2725 0.118 Uiso 0.495(10) 1 calc PR A 2 H26E H 0.1334 0.6316 0.3594 0.118 Uiso 0.495(10) 1 calc PR A 2 H26F H 0.0296 0.6706 0.2948 0.118 Uiso 0.495(10) 1 calc PR A 2 C27 C 0.5222(4) 0.3049(3) 0.4258(3) 0.0599(12) Uani 1 1 d . . . C28 C 0.3826(4) 0.0997(3) 0.4444(3) 0.0534(11) Uani 1 1 d . . . C29 C 0.4880(4) 0.0855(3) 0.4286(4) 0.0744(15) Uani 1 1 d . . . H29A H 0.5471 0.0924 0.4784 0.112 Uiso 1 1 calc R . . H29B H 0.4951 0.1273 0.3893 0.112 Uiso 1 1 calc R . . H29C H 0.4895 0.0278 0.4077 0.112 Uiso 1 1 calc R . . C30 C 0.2524(4) 0.1872(3) 0.6453(3) 0.0559(11) Uani 1 1 d . . . C31 C 0.2174(4) 0.1960(4) 0.7192(3) 0.0747(15) Uani 1 1 d . . . H31A H 0.1471 0.1698 0.7088 0.112 Uiso 1 1 calc R . . H31B H 0.2137 0.2565 0.7318 0.112 Uiso 1 1 calc R . . H31C H 0.2691 0.1672 0.7644 0.112 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0411(3) 0.0589(4) 0.0523(4) -0.0078(3) 0.0119(3) -0.0055(2) Ni2 0.0367(3) 0.0506(3) 0.0489(3) -0.0040(2) 0.0088(2) -0.0002(2) S1 0.1148(13) 0.0765(9) 0.1101(12) 0.0222(9) 0.0733(11) 0.0127(9) O1 0.0416(16) 0.0508(16) 0.0607(19) -0.0050(14) 0.0094(14) 0.0017(13) O2 0.0392(15) 0.0596(17) 0.0481(18) -0.0031(14) 0.0098(13) 0.0031(13) O3 0.062(2) 0.0685(19) 0.0492(18) -0.0055(15) 0.0129(17) 0.0027(16) O4 0.0492(19) 0.084(2) 0.0526(19) -0.0100(16) 0.0170(15) -0.0070(16) O5 0.0508(18) 0.076(2) 0.0548(19) -0.0105(16) 0.0182(16) -0.0077(16) N1 0.059(3) 0.060(2) 0.073(3) -0.015(2) 0.008(2) -0.006(2) N2 0.0405(19) 0.059(2) 0.054(2) -0.0031(18) 0.0061(17) -0.0029(17) N3 0.046(2) 0.079(3) 0.054(2) -0.007(2) 0.0119(18) -0.0104(19) N4 0.0414(19) 0.060(2) 0.059(2) -0.0018(19) 0.0139(18) 0.0019(17) N5 0.062(3) 0.070(3) 0.068(3) -0.003(2) 0.024(2) -0.012(2) C1 0.053(3) 0.058(3) 0.047(2) -0.001(2) 0.018(2) 0.006(2) C2 0.064(3) 0.060(3) 0.050(3) -0.008(2) 0.017(2) 0.002(2) C3 0.085(4) 0.051(3) 0.062(3) -0.003(2) 0.023(3) 0.000(2) C4 0.088(4) 0.060(3) 0.053(3) 0.003(2) 0.015(3) 0.015(3) C5 0.118(5) 0.071(3) 0.062(3) 0.009(3) 0.018(3) 0.031(3) C6 0.074(3) 0.066(3) 0.054(3) 0.001(2) 0.007(3) 0.015(3) C7 0.055(3) 0.058(3) 0.048(3) -0.003(2) 0.013(2) 0.008(2) C8 0.042(2) 0.063(3) 0.060(3) -0.003(2) 0.007(2) 0.003(2) C9 0.045(3) 0.063(3) 0.079(3) 0.002(3) -0.003(2) -0.006(2) C10 0.076(4) 0.060(3) 0.076(4) -0.017(3) -0.007(3) -0.008(3) C11 0.056(3) 0.055(3) 0.077(3) -0.009(2) 0.005(3) -0.002(2) C12 0.092(5) 0.061(3) 0.126(6) -0.016(3) -0.020(4) -0.009(3) C13 0.092(4) 0.055(3) 0.138(6) 0.006(4) -0.004(4) -0.003(3) C14 0.056(3) 0.063(3) 0.097(4) 0.019(3) 0.011(3) 0.002(2) C15 0.042(2) 0.069(3) 0.062(3) 0.002(2) 0.013(2) -0.002(2) C16 0.076(3) 0.055(3) 0.077(3) -0.016(3) 0.023(3) -0.011(3) C17 0.081(4) 0.079(4) 0.103(5) -0.039(3) -0.001(3) -0.011(3) C18 0.063(4) 0.086(4) 0.124(5) -0.032(4) 0.008(3) -0.026(3) C19 0.053(3) 0.093(4) 0.072(3) -0.026(3) 0.011(3) -0.009(3) C20 0.057(4) 0.135(6) 0.090(5) -0.040(4) -0.001(3) -0.022(4) C21 0.064(4) 0.143(7) 0.081(4) -0.006(4) -0.005(3) 0.011(4) C22 0.064(4) 0.112(5) 0.086(4) 0.004(4) -0.010(3) 0.003(3) C23 0.062(3) 0.084(4) 0.083(4) 0.003(3) -0.003(3) -0.008(3) C27 0.059(3) 0.050(3) 0.068(3) -0.003(2) 0.018(3) -0.003(2) C28 0.053(3) 0.050(2) 0.058(3) -0.003(2) 0.020(2) 0.006(2) C29 0.070(3) 0.075(3) 0.095(4) 0.002(3) 0.049(3) 0.017(3) C30 0.050(3) 0.065(3) 0.056(3) 0.000(2) 0.021(2) 0.009(2) C31 0.061(3) 0.111(4) 0.057(3) -0.010(3) 0.027(3) 0.007(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 2.000(4) . ? Ni1 O1 2.025(3) . ? Ni1 N5 2.059(5) . ? Ni1 N3 2.078(4) . ? Ni1 O4 2.087(3) . ? Ni1 O2 2.150(3) . ? Ni2 N2 1.997(3) . ? Ni2 O5 2.015(3) . ? Ni2 O1 2.018(3) . ? Ni2 N4 2.072(4) . ? Ni2 O2 2.120(3) . ? Ni2 O3 2.199(3) . ? Ni2 C28 2.495(4) . ? S1 C27 1.635(6) . ? O1 C1 1.307(5) . ? O2 C28 1.281(5) . ? O3 C28 1.248(5) . ? O4 C30 1.250(5) . ? O5 C30 1.264(5) . ? N1 C16 1.284(6) . ? N1 C17 1.464(6) . ? N2 C8 1.285(6) . ? N2 C9 1.470(6) . ? N3 C19 1.337(6) . ? N3 C23 1.338(7) . ? N4 C11 1.341(6) . ? N4 C15 1.343(6) . ? N5 C27 1.141(6) . ? C1 C7 1.412(6) . ? C1 C2 1.419(7) . ? C2 C3 1.409(7) . ? C2 C16 1.457(7) . ? C3 C4 1.384(7) . ? C3 H3 0.9300 . ? C4 C6 1.379(7) . ? C4 C5 1.535(7) . ? C5 C26 1.356(17) . ? C5 C25B 1.452(14) . ? C5 C24B 1.461(12) . ? C5 C25 1.525(14) . ? C5 C24 1.642(15) . ? C5 C26B 1.686(13) . ? C6 C7 1.410(6) . ? C6 H6 0.9300 . ? C7 C8 1.444(6) . ? C8 H8 0.9300 . ? C9 C10 1.522(7) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.505(7) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.370(7) . ? C12 C13 1.386(8) . ? C12 H12 0.9300 . ? C13 C14 1.366(8) . ? C13 H13 0.9300 . ? C14 C15 1.363(7) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.492(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.513(8) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 C20 1.385(8) . ? C20 C21 1.358(9) . ? C20 H20 0.9300 . ? C21 C22 1.341(9) . ? C21 H21 0.9300 . ? C22 C23 1.372(8) . ? C22 H22 0.9300 . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C24B H24D 0.9600 . ? C24B H24E 0.9600 . ? C24B H24F 0.9600 . ? C25B H25D 0.9600 . ? C25B H25E 0.9600 . ? C25B H25F 0.9600 . ? C26B H26D 0.9600 . ? C26B H26E 0.9600 . ? C26B H26F 0.9600 . ? C28 C29 1.494(6) . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 C31 1.494(6) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 O1 91.02(14) . . ? N1 Ni1 N5 88.82(18) . . ? O1 Ni1 N5 92.54(15) . . ? N1 Ni1 N3 95.34(17) . . ? O1 Ni1 N3 172.29(14) . . ? N5 Ni1 N3 91.94(16) . . ? N1 Ni1 O4 90.72(16) . . ? O1 Ni1 O4 89.28(12) . . ? N5 Ni1 O4 178.13(14) . . ? N3 Ni1 O4 86.30(14) . . ? N1 Ni1 O2 170.16(14) . . ? O1 Ni1 O2 79.19(10) . . ? N5 Ni1 O2 92.56(14) . . ? N3 Ni1 O2 94.35(14) . . ? O4 Ni1 O2 88.20(12) . . ? N2 Ni2 O5 100.59(14) . . ? N2 Ni2 O1 90.98(13) . . ? O5 Ni2 O1 89.60(13) . . ? N2 Ni2 N4 94.57(14) . . ? O5 Ni2 N4 89.89(14) . . ? O1 Ni2 N4 174.43(13) . . ? N2 Ni2 O2 157.27(14) . . ? O5 Ni2 O2 100.20(12) . . ? O1 Ni2 O2 80.07(11) . . ? N4 Ni2 O2 94.56(12) . . ? N2 Ni2 O3 98.93(14) . . ? O5 Ni2 O3 160.41(12) . . ? O1 Ni2 O3 91.71(12) . . ? N4 Ni2 O3 86.92(13) . . ? O2 Ni2 O3 60.87(11) . . ? N2 Ni2 C28 128.04(16) . . ? O5 Ni2 C28 131.00(14) . . ? O1 Ni2 C28 84.53(13) . . ? N4 Ni2 C28 91.62(14) . . ? O2 Ni2 C28 30.89(13) . . ? O3 Ni2 C28 30.01(13) . . ? C1 O1 Ni2 128.5(3) . . ? C1 O1 Ni1 129.8(3) . . ? Ni2 O1 Ni1 99.58(12) . . ? C28 O2 Ni2 91.0(2) . . ? C28 O2 Ni1 117.1(3) . . ? Ni2 O2 Ni1 92.62(11) . . ? C28 O3 Ni2 88.2(3) . . ? C30 O4 Ni1 130.6(3) . . ? C30 O5 Ni2 124.5(3) . . ? C16 N1 C17 118.4(4) . . ? C16 N1 Ni1 123.5(3) . . ? C17 N1 Ni1 118.0(4) . . ? C8 N2 C9 118.7(4) . . ? C8 N2 Ni2 124.1(3) . . ? C9 N2 Ni2 117.1(3) . . ? C19 N3 C23 116.8(5) . . ? C19 N3 Ni1 124.7(4) . . ? C23 N3 Ni1 118.5(3) . . ? C11 N4 C15 119.0(4) . . ? C11 N4 Ni2 122.8(3) . . ? C15 N4 Ni2 117.9(3) . . ? C27 N5 Ni1 172.4(4) . . ? O1 C1 C7 121.5(4) . . ? O1 C1 C2 120.5(4) . . ? C7 C1 C2 118.0(4) . . ? C3 C2 C1 118.9(4) . . ? C3 C2 C16 115.8(4) . . ? C1 C2 C16 125.2(4) . . ? C4 C3 C2 123.6(5) . . ? C4 C3 H3 118.2 . . ? C2 C3 H3 118.2 . . ? C6 C4 C3 116.7(4) . . ? C6 C4 C5 122.6(5) . . ? C3 C4 C5 120.7(5) . . ? C26 C5 C25B 128.0(11) . . ? C26 C5 C24B 64.3(8) . . ? C25B C5 C24B 116.4(8) . . ? C26 C5 C25 114.0(10) . . ? C25B C5 C25 22.2(7) . . ? C24B C5 C25 130.2(8) . . ? C26 C5 C4 113.9(10) . . ? C25B C5 C4 111.9(7) . . ? C24B C5 C4 113.4(7) . . ? C25 C5 C4 111.5(7) . . ? C26 C5 C24 106.0(9) . . ? C25B C5 C24 79.6(8) . . ? C24B C5 C24 44.2(6) . . ? C25 C5 C24 100.4(8) . . ? C4 C5 C24 109.9(7) . . ? C26 C5 C26B 38.1(8) . . ? C25B C5 C26B 106.0(8) . . ? C24B C5 C26B 101.8(7) . . ? C25 C5 C26B 85.2(7) . . ? C4 C5 C26B 105.9(6) . . ? C24 C5 C26B 138.4(7) . . ? C4 C6 C7 122.8(5) . . ? C4 C6 H6 118.6 . . ? C7 C6 H6 118.6 . . ? C6 C7 C1 119.9(4) . . ? C6 C7 C8 115.9(4) . . ? C1 C7 C8 124.2(4) . . ? N2 C8 C7 128.5(4) . . ? N2 C8 H8 115.8 . . ? C7 C8 H8 115.8 . . ? N2 C9 C10 112.2(4) . . ? N2 C9 H9A 109.2 . . ? C10 C9 H9A 109.2 . . ? N2 C9 H9B 109.2 . . ? C10 C9 H9B 109.2 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 113.2(5) . . ? C11 C10 H10A 108.9 . . ? C9 C10 H10A 108.9 . . ? C11 C10 H10B 108.9 . . ? C9 C10 H10B 108.9 . . ? H10A C10 H10B 107.8 . . ? N4 C11 C12 120.1(5) . . ? N4 C11 C10 117.6(4) . . ? C12 C11 C10 122.3(5) . . ? C11 C12 C13 120.7(5) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C14 C13 C12 118.5(5) . . ? C14 C13 H13 120.7 . . ? C12 C13 H13 120.7 . . ? C15 C14 C13 118.5(5) . . ? C15 C14 H14 120.8 . . ? C13 C14 H14 120.8 . . ? N4 C15 C14 123.1(5) . . ? N4 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? N1 C16 C2 128.1(4) . . ? N1 C16 H16 115.9 . . ? C2 C16 H16 115.9 . . ? N1 C17 C18 112.3(5) . . ? N1 C17 H17A 109.1 . . ? C18 C17 H17A 109.1 . . ? N1 C17 H17B 109.1 . . ? C18 C17 H17B 109.1 . . ? H17A C17 H17B 107.9 . . ? C17 C18 C19 115.4(5) . . ? C17 C18 H18A 108.4 . . ? C19 C18 H18A 108.4 . . ? C17 C18 H18B 108.4 . . ? C19 C18 H18B 108.4 . . ? H18A C18 H18B 107.5 . . ? N3 C19 C20 120.4(6) . . ? N3 C19 C18 116.6(5) . . ? C20 C19 C18 122.9(5) . . ? C21 C20 C19 121.4(6) . . ? C21 C20 H20 119.3 . . ? C19 C20 H20 119.3 . . ? C22 C21 C20 118.4(6) . . ? C22 C21 H21 120.8 . . ? C20 C21 H21 120.8 . . ? C21 C22 C23 118.5(6) . . ? C21 C22 H22 120.7 . . ? C23 C22 H22 120.7 . . ? N3 C23 C22 124.4(5) . . ? N3 C23 H23 117.8 . . ? C22 C23 H23 117.8 . . ? C5 C24 H24A 109.5 . . ? C5 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C5 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C5 C25 H25A 109.5 . . ? C5 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C5 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C5 C26 H26A 109.5 . . ? C5 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C5 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C5 C24B H24D 109.5 . . ? C5 C24B H24E 109.5 . . ? H24D C24B H24E 109.5 . . ? C5 C24B H24F 109.5 . . ? H24D C24B H24F 109.5 . . ? H24E C24B H24F 109.5 . . ? C5 C25B H25D 109.5 . . ? C5 C25B H25E 109.5 . . ? H25D C25B H25E 109.5 . . ? C5 C25B H25F 109.5 . . ? H25D C25B H25F 109.5 . . ? H25E C25B H25F 109.5 . . ? C5 C26B H26D 109.5 . . ? C5 C26B H26E 109.5 . . ? H26D C26B H26E 109.5 . . ? C5 C26B H26F 109.5 . . ? H26D C26B H26F 109.5 . . ? H26E C26B H26F 109.5 . . ? N5 C27 S1 178.5(5) . . ? O3 C28 O2 119.9(4) . . ? O3 C28 C29 121.2(4) . . ? O2 C28 C29 119.0(4) . . ? O3 C28 Ni2 61.8(2) . . ? O2 C28 Ni2 58.2(2) . . ? C29 C28 Ni2 176.8(4) . . ? C28 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C28 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O4 C30 O5 126.5(4) . . ? O4 C30 C31 117.4(4) . . ? O5 C30 C31 116.1(4) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 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 N2 Ni2 O1 C1 13.3(4) . . . . ? O5 Ni2 O1 C1 -87.3(4) . . . . ? N4 Ni2 O1 C1 -172.1(13) . . . . ? O2 Ni2 O1 C1 172.3(4) . . . . ? O3 Ni2 O1 C1 112.2(4) . . . . ? C28 Ni2 O1 C1 141.4(4) . . . . ? N2 Ni2 O1 Ni1 178.11(15) . . . . ? O5 Ni2 O1 Ni1 77.52(14) . . . . ? N4 Ni2 O1 Ni1 -7.3(15) . . . . ? O2 Ni2 O1 Ni1 -22.90(13) . . . . ? O3 Ni2 O1 Ni1 -82.93(13) . . . . ? C28 Ni2 O1 Ni1 -53.76(15) . . . . ? N1 Ni1 O1 C1 8.1(4) . . . . ? N5 Ni1 O1 C1 -80.7(4) . . . . ? N3 Ni1 O1 C1 153.8(10) . . . . ? O4 Ni1 O1 C1 98.9(4) . . . . ? O2 Ni1 O1 C1 -172.8(4) . . . . ? N1 Ni1 O1 Ni2 -156.38(18) . . . . ? N5 Ni1 O1 Ni2 114.75(16) . . . . ? N3 Ni1 O1 Ni2 -10.7(11) . . . . ? O4 Ni1 O1 Ni2 -65.68(14) . . . . ? O2 Ni1 O1 Ni2 22.63(12) . . . . ? N2 Ni2 O2 C28 -27.9(4) . . . . ? O5 Ni2 O2 C28 176.2(2) . . . . ? O1 Ni2 O2 C28 -96.0(3) . . . . ? N4 Ni2 O2 C28 85.5(3) . . . . ? O3 Ni2 O2 C28 1.6(2) . . . . ? N2 Ni2 O2 Ni1 89.3(3) . . . . ? O5 Ni2 O2 Ni1 -66.57(13) . . . . ? O1 Ni2 O2 Ni1 21.21(12) . . . . ? N4 Ni2 O2 Ni1 -157.29(13) . . . . ? O3 Ni2 O2 Ni1 118.81(15) . . . . ? C28 Ni2 O2 Ni1 117.2(3) . . . . ? N1 Ni1 O2 C28 77.0(10) . . . . ? O1 Ni1 O2 C28 71.2(3) . . . . ? N5 Ni1 O2 C28 -20.9(3) . . . . ? N3 Ni1 O2 C28 -113.0(3) . . . . ? O4 Ni1 O2 C28 160.8(3) . . . . ? N1 Ni1 O2 Ni2 -15.4(9) . . . . ? O1 Ni1 O2 Ni2 -21.19(12) . . . . ? N5 Ni1 O2 Ni2 -113.29(14) . . . . ? N3 Ni1 O2 Ni2 154.57(14) . . . . ? O4 Ni1 O2 Ni2 68.42(12) . . . . ? N2 Ni2 O3 C28 167.2(3) . . . . ? O5 Ni2 O3 C28 -17.6(5) . . . . ? O1 Ni2 O3 C28 76.0(3) . . . . ? N4 Ni2 O3 C28 -98.6(3) . . . . ? O2 Ni2 O3 C28 -1.7(2) . . . . ? N1 Ni1 O4 C30 111.4(4) . . . . ? O1 Ni1 O4 C30 20.4(4) . . . . ? N5 Ni1 O4 C30 -173(5) . . . . ? N3 Ni1 O4 C30 -153.3(4) . . . . ? O2 Ni1 O4 C30 -58.8(4) . . . . ? N2 Ni2 O5 C30 -137.9(4) . . . . ? O1 Ni2 O5 C30 -46.9(4) . . . . ? N4 Ni2 O5 C30 127.5(4) . . . . ? O2 Ni2 O5 C30 32.9(4) . . . . ? O3 Ni2 O5 C30 47.0(6) . . . . ? C28 Ni2 O5 C30 35.5(4) . . . . ? O1 Ni1 N1 C16 -13.9(5) . . . . ? N5 Ni1 N1 C16 78.7(5) . . . . ? N3 Ni1 N1 C16 170.5(4) . . . . ? O4 Ni1 N1 C16 -103.2(5) . . . . ? O2 Ni1 N1 C16 -19.6(12) . . . . ? O1 Ni1 N1 C17 171.5(4) . . . . ? N5 Ni1 N1 C17 -96.0(4) . . . . ? N3 Ni1 N1 C17 -4.1(5) . . . . ? O4 Ni1 N1 C17 82.2(4) . . . . ? O2 Ni1 N1 C17 165.8(8) . . . . ? O5 Ni2 N2 C8 89.5(4) . . . . ? O1 Ni2 N2 C8 -0.3(4) . . . . ? N4 Ni2 N2 C8 -179.8(4) . . . . ? O2 Ni2 N2 C8 -66.4(6) . . . . ? O3 Ni2 N2 C8 -92.2(4) . . . . ? C28 Ni2 N2 C8 -84.2(4) . . . . ? O5 Ni2 N2 C9 -94.3(4) . . . . ? O1 Ni2 N2 C9 176.0(3) . . . . ? N4 Ni2 N2 C9 -3.5(4) . . . . ? O2 Ni2 N2 C9 109.9(4) . . . . ? O3 Ni2 N2 C9 84.1(4) . . . . ? C28 Ni2 N2 C9 92.1(4) . . . . ? N1 Ni1 N3 C19 -16.6(4) . . . . ? O1 Ni1 N3 C19 -162.1(9) . . . . ? N5 Ni1 N3 C19 72.4(4) . . . . ? O4 Ni1 N3 C19 -107.0(4) . . . . ? O2 Ni1 N3 C19 165.1(4) . . . . ? N1 Ni1 N3 C23 160.8(4) . . . . ? O1 Ni1 N3 C23 15.3(13) . . . . ? N5 Ni1 N3 C23 -110.2(4) . . . . ? O4 Ni1 N3 C23 70.4(4) . . . . ? O2 Ni1 N3 C23 -17.5(4) . . . . ? N2 Ni2 N4 C11 30.9(4) . . . . ? O5 Ni2 N4 C11 131.5(4) . . . . ? O1 Ni2 N4 C11 -143.7(13) . . . . ? O2 Ni2 N4 C11 -128.3(4) . . . . ? O3 Ni2 N4 C11 -67.8(4) . . . . ? C28 Ni2 N4 C11 -97.5(4) . . . . ? N2 Ni2 N4 C15 -156.4(3) . . . . ? O5 Ni2 N4 C15 -55.8(3) . . . . ? O1 Ni2 N4 C15 29.0(16) . . . . ? O2 Ni2 N4 C15 44.5(3) . . . . ? O3 Ni2 N4 C15 104.9(3) . . . . ? C28 Ni2 N4 C15 75.3(3) . . . . ? N1 Ni1 N5 C27 51(3) . . . . ? O1 Ni1 N5 C27 142(3) . . . . ? N3 Ni1 N5 C27 -44(3) . . . . ? O4 Ni1 N5 C27 -25(7) . . . . ? O2 Ni1 N5 C27 -139(3) . . . . ? Ni2 O1 C1 C7 -17.6(6) . . . . ? Ni1 O1 C1 C7 -177.9(3) . . . . ? Ni2 O1 C1 C2 161.4(3) . . . . ? Ni1 O1 C1 C2 1.0(6) . . . . ? O1 C1 C2 C3 176.0(4) . . . . ? C7 C1 C2 C3 -5.0(7) . . . . ? O1 C1 C2 C16 -8.6(7) . . . . ? C7 C1 C2 C16 170.3(5) . . . . ? C1 C2 C3 C4 2.6(7) . . . . ? C16 C2 C3 C4 -173.1(5) . . . . ? C2 C3 C4 C6 -0.2(8) . . . . ? C2 C3 C4 C5 178.4(5) . . . . ? C6 C4 C5 C26 -90.5(11) . . . . ? C3 C4 C5 C26 90.9(10) . . . . ? C6 C4 C5 C25B 114.7(8) . . . . ? C3 C4 C5 C25B -63.8(9) . . . . ? C6 C4 C5 C24B -19.4(9) . . . . ? C3 C4 C5 C24B 162.0(7) . . . . ? C6 C4 C5 C25 138.6(8) . . . . ? C3 C4 C5 C25 -39.9(9) . . . . ? C6 C4 C5 C24 28.2(9) . . . . ? C3 C4 C5 C24 -150.3(7) . . . . ? C6 C4 C5 C26B -130.3(7) . . . . ? C3 C4 C5 C26B 51.2(7) . . . . ? C3 C4 C6 C7 0.3(8) . . . . ? C5 C4 C6 C7 -178.3(5) . . . . ? C4 C6 C7 C1 -2.8(8) . . . . ? C4 C6 C7 C8 174.6(5) . . . . ? O1 C1 C7 C6 -175.9(4) . . . . ? C2 C1 C7 C6 5.1(7) . . . . ? O1 C1 C7 C8 6.9(7) . . . . ? C2 C1 C7 C8 -172.1(4) . . . . ? C9 N2 C8 C7 175.4(5) . . . . ? Ni2 N2 C8 C7 -8.4(7) . . . . ? C6 C7 C8 N2 -170.3(5) . . . . ? C1 C7 C8 N2 7.1(8) . . . . ? C8 N2 C9 C10 133.9(5) . . . . ? Ni2 N2 C9 C10 -42.6(5) . . . . ? N2 C9 C10 C11 78.2(6) . . . . ? C15 N4 C11 C12 0.4(8) . . . . ? Ni2 N4 C11 C12 173.1(5) . . . . ? C15 N4 C11 C10 179.6(5) . . . . ? Ni2 N4 C11 C10 -7.7(6) . . . . ? C9 C10 C11 N4 -48.7(7) . . . . ? C9 C10 C11 C12 130.5(6) . . . . ? N4 C11 C12 C13 -2.3(11) . . . . ? C10 C11 C12 C13 178.6(7) . . . . ? C11 C12 C13 C14 2.9(12) . . . . ? C12 C13 C14 C15 -1.7(10) . . . . ? C11 N4 C15 C14 0.8(7) . . . . ? Ni2 N4 C15 C14 -172.3(4) . . . . ? C13 C14 C15 N4 -0.1(9) . . . . ? C17 N1 C16 C2 -173.4(5) . . . . ? Ni1 N1 C16 C2 12.0(8) . . . . ? C3 C2 C16 N1 177.1(5) . . . . ? C1 C2 C16 N1 1.6(9) . . . . ? C16 N1 C17 C18 -130.4(6) . . . . ? Ni1 N1 C17 C18 44.5(7) . . . . ? N1 C17 C18 C19 -76.7(7) . . . . ? C23 N3 C19 C20 0.5(8) . . . . ? Ni1 N3 C19 C20 177.9(4) . . . . ? C23 N3 C19 C18 177.7(5) . . . . ? Ni1 N3 C19 C18 -4.9(7) . . . . ? C17 C18 C19 N3 53.7(7) . . . . ? C17 C18 C19 C20 -129.2(6) . . . . ? N3 C19 C20 C21 1.3(10) . . . . ? C18 C19 C20 C21 -175.7(7) . . . . ? C19 C20 C21 C22 -1.8(11) . . . . ? C20 C21 C22 C23 0.4(11) . . . . ? C19 N3 C23 C22 -2.0(9) . . . . ? Ni1 N3 C23 C22 -179.6(5) . . . . ? C21 C22 C23 N3 1.6(11) . . . . ? Ni1 N5 C27 S1 152(17) . . . . ? Ni2 O3 C28 O2 2.8(4) . . . . ? Ni2 O3 C28 C29 -178.4(4) . . . . ? Ni2 O2 C28 O3 -2.9(4) . . . . ? Ni1 O2 C28 O3 -96.3(4) . . . . ? Ni2 O2 C28 C29 178.3(4) . . . . ? Ni1 O2 C28 C29 84.8(4) . . . . ? Ni1 O2 C28 Ni2 -93.4(2) . . . . ? N2 Ni2 C28 O3 -16.1(3) . . . . ? O5 Ni2 C28 O3 172.3(2) . . . . ? O1 Ni2 C28 O3 -103.0(3) . . . . ? N4 Ni2 C28 O3 81.0(3) . . . . ? O2 Ni2 C28 O3 177.2(4) . . . . ? N2 Ni2 C28 O2 166.7(2) . . . . ? O5 Ni2 C28 O2 -4.9(3) . . . . ? O1 Ni2 C28 O2 79.8(2) . . . . ? N4 Ni2 C28 O2 -96.2(2) . . . . ? O3 Ni2 C28 O2 -177.2(4) . . . . ? N2 Ni2 C28 C29 139(6) . . . . ? O5 Ni2 C28 C29 -33(6) . . . . ? O1 Ni2 C28 C29 52(6) . . . . ? N4 Ni2 C28 C29 -124(6) . . . . ? O2 Ni2 C28 C29 -28(6) . . . . ? O3 Ni2 C28 C29 155(6) . . . . ? Ni1 O4 C30 O5 18.9(7) . . . . ? Ni1 O4 C30 C31 -162.3(3) . . . . ? Ni2 O5 C30 O4 -2.4(7) . . . . ? Ni2 O5 C30 C31 178.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 24.17 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.647 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 942024' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_5 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H37 N13 Ni2 O3, C H4 O' _chemical_formula_sum 'C21 H41 N13 Ni2 O4' _chemical_formula_weight 657.09 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' 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' 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 11.2211(7) _cell_length_b 11.8749(7) _cell_length_c 23.0429(15) _cell_angle_alpha 90.00 _cell_angle_beta 98.082(2) _cell_angle_gamma 90.00 _cell_volume 3040.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6752 _cell_measurement_theta_min 2.15 _cell_measurement_theta_max 26.29 _exptl_crystal_description plate _exptl_crystal_colour green _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 1.288 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.863 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 39244 _diffrn_reflns_av_R_equivalents 0.0738 _diffrn_reflns_av_sigmaI/netI 0.0519 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 27.31 _reflns_number_total 6805 _reflns_number_gt 5012 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.80.05 (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0641P)^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 6805 _refine_ls_number_parameters 394 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0603 _refine_ls_R_factor_gt 0.0412 _refine_ls_wR_factor_ref 0.1112 _refine_ls_wR_factor_gt 0.1034 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.009 _refine_ls_shift/su_max 0.003 _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 0.57820(3) 0.18296(3) 0.154213(13) 0.02621(11) Uani 1 1 d . . . Ni2 Ni 0.34207(3) 0.06969(3) 0.180883(14) 0.02705(11) Uani 1 1 d . . . O1 O 0.47921(15) 0.16591(14) 0.22243(7) 0.0290(4) Uani 1 1 d . . . O1W O 0.4631(2) 0.31550(17) 0.12124(10) 0.0414(5) Uani 1 1 d . . . H11 H 0.389(3) 0.305(3) 0.1289(15) 0.062 Uiso 1 1 d . . . H12 H 0.478(3) 0.377(3) 0.1310(16) 0.062 Uiso 1 1 d . . . O2W O 0.45273(18) -0.07794(17) 0.20392(9) 0.0403(5) Uani 1 1 d D . . H21 H 0.456(3) -0.099(3) 0.2379(9) 0.060 Uiso 1 1 d D . . H22 H 0.5220(19) -0.056(3) 0.2057(15) 0.060 Uiso 1 1 d D . . N1 N 0.69195(19) 0.28159(17) 0.20568(9) 0.0304(5) Uani 1 1 d . . . N2 N 0.28018(19) 0.05287(19) 0.25775(10) 0.0338(5) Uani 1 1 d . A . N3 N 0.6990(2) 0.2153(2) 0.09041(10) 0.0399(6) Uani 1 1 d . . . N4 N 0.1923(2) -0.03793(19) 0.14858(10) 0.0371(5) Uani 1 1 d . . . N5 N 0.44265(19) 0.07987(18) 0.10994(9) 0.0312(5) Uani 1 1 d . . . N6 N 0.4730(2) -0.0040(2) 0.08621(10) 0.0405(6) Uani 1 1 d . . . N7 N 0.5015(3) -0.0833(3) 0.06341(15) 0.0711(10) Uani 1 1 d . . . N8 N 0.6736(2) 0.03390(19) 0.18731(11) 0.0377(5) Uani 1 1 d . . . N9 N 0.7716(2) 0.04085(19) 0.21382(11) 0.0404(6) Uani 1 1 d . . . N10 N 0.8684(3) 0.0465(3) 0.23883(16) 0.0732(10) Uani 1 1 d . . . N11 N 0.2519(2) 0.2215(2) 0.15390(10) 0.0379(5) Uani 1 1 d . . . N12 N 0.1707(2) 0.2610(2) 0.17471(11) 0.0400(6) Uani 1 1 d . . . N13 N 0.0897(3) 0.2976(3) 0.19386(16) 0.0783(11) Uani 1 1 d . . . C1 C 0.5210(2) 0.1706(2) 0.27870(10) 0.0268(5) Uani 1 1 d . . . C2 C 0.6316(2) 0.2253(2) 0.29944(11) 0.0294(6) Uani 1 1 d . . . C3 C 0.6705(3) 0.2323(2) 0.35991(11) 0.0364(6) Uani 1 1 d . . . H3 H 0.7417 0.2707 0.3723 0.044 Uiso 1 1 calc R . . C4 C 0.6095(3) 0.1857(2) 0.40240(11) 0.0363(6) Uani 1 1 d . A . C5 C 0.6589(3) 0.1928(3) 0.46830(12) 0.0454(8) Uani 1 1 d . . . C6 C 0.5034(3) 0.1307(2) 0.38134(11) 0.0356(6) Uani 1 1 d . . . H6 H 0.4603 0.0973 0.4084 0.043 Uiso 1 1 calc R A . C7 C 0.4568(2) 0.1223(2) 0.32192(11) 0.0304(6) Uani 1 1 d . A . C8 C 0.3399(2) 0.0686(2) 0.30832(12) 0.0351(6) Uani 1 1 d . . . H8 H 0.3049 0.0427 0.3401 0.042 Uiso 1 1 calc R A . C9 C 0.1636(3) -0.0058(3) 0.25154(13) 0.0462(8) Uani 1 1 d . . . H9A H 0.0985 0.0479 0.2424 0.055 Uiso 1 1 calc R A . H9B H 0.1537 -0.0433 0.2879 0.055 Uiso 1 1 calc R . . C10 C 0.1605(3) -0.0906(3) 0.20305(14) 0.0507(8) Uani 1 1 d . A . H10A H 0.2168 -0.1508 0.2153 0.061 Uiso 1 1 calc R . . H10B H 0.0805 -0.1230 0.1951 0.061 Uiso 1 1 calc R . . C11 C 0.0863(3) 0.0209(3) 0.11786(16) 0.0596(9) Uani 1 1 d . . . H11A H 0.1068 0.0556 0.0830 0.089 Uiso 1 1 calc R . . H11B H 0.0606 0.0776 0.1431 0.089 Uiso 1 1 calc R . . H11C H 0.0223 -0.0323 0.1075 0.089 Uiso 1 1 calc R . . C12 C 0.2266(3) -0.1266(3) 0.10941(16) 0.0623(10) Uani 1 1 d . . . H12A H 0.1610 -0.1783 0.1002 0.093 Uiso 1 1 calc R . . H12B H 0.2958 -0.1662 0.1285 0.093 Uiso 1 1 calc R . . H12C H 0.2455 -0.0930 0.0739 0.093 Uiso 1 1 calc R . . C13 C 0.7081(2) 0.2809(2) 0.26191(11) 0.0316(6) Uani 1 1 d . . . H13 H 0.7749 0.3194 0.2805 0.038 Uiso 1 1 calc R . . C14 C 0.7780(3) 0.3388(3) 0.17321(13) 0.0441(7) Uani 1 1 d . . . H14A H 0.8508 0.3568 0.1995 0.053 Uiso 1 1 calc R . . H14B H 0.7434 0.4084 0.1565 0.053 Uiso 1 1 calc R . . C15 C 0.8071(3) 0.2624(4) 0.12546(15) 0.0671(11) Uani 1 1 d . . . H15A H 0.8528 0.3042 0.0999 0.080 Uiso 1 1 calc R . . H15B H 0.8573 0.2012 0.1427 0.080 Uiso 1 1 calc R . . C16 C 0.6474(4) 0.2854(3) 0.04220(15) 0.0706(11) Uani 1 1 d . . . H16A H 0.7051 0.2961 0.0157 0.106 Uiso 1 1 calc R . . H16B H 0.6258 0.3571 0.0569 0.106 Uiso 1 1 calc R . . H16C H 0.5768 0.2496 0.0219 0.106 Uiso 1 1 calc R . . C17 C 0.7405(4) 0.1103(4) 0.06401(18) 0.0799(13) Uani 1 1 d . . . H17A H 0.6747 0.0774 0.0385 0.120 Uiso 1 1 calc R . . H17B H 0.7689 0.0579 0.0946 0.120 Uiso 1 1 calc R . . H17C H 0.8046 0.1280 0.0420 0.120 Uiso 1 1 calc R . . C18A C 0.5536(5) 0.1993(7) 0.50513(17) 0.090(2) Uani 0.875(9) 1 d P A 1 H18A H 0.5000 0.1370 0.4953 0.135 Uiso 0.875(9) 1 calc PR A 1 H18B H 0.5106 0.2686 0.4968 0.135 Uiso 0.875(9) 1 calc PR A 1 H18C H 0.5850 0.1962 0.5461 0.135 Uiso 0.875(9) 1 calc PR A 1 C19A C 0.7290(8) 0.0857(6) 0.4861(2) 0.119(3) Uani 0.875(9) 1 d P A 1 H19A H 0.6784 0.0215 0.4759 0.179 Uiso 0.875(9) 1 calc PR A 1 H19B H 0.7548 0.0863 0.5276 0.179 Uiso 0.875(9) 1 calc PR A 1 H19C H 0.7981 0.0817 0.4658 0.179 Uiso 0.875(9) 1 calc PR A 1 C20A C 0.7331(7) 0.2964(5) 0.48369(19) 0.085(2) Uani 0.875(9) 1 d P A 1 H20A H 0.6899 0.3614 0.4673 0.128 Uiso 0.875(9) 1 calc PR A 1 H20B H 0.8078 0.2902 0.4681 0.128 Uiso 0.875(9) 1 calc PR A 1 H20C H 0.7492 0.3039 0.5255 0.128 Uiso 0.875(9) 1 calc PR A 1 C18B C 0.597(4) 0.112(4) 0.5049(16) 0.080(12) Uiso 0.125(9) 1 d P A 2 H18D H 0.6344 0.1168 0.5450 0.121 Uiso 0.125(9) 1 calc PR A 2 H18E H 0.6043 0.0371 0.4907 0.121 Uiso 0.125(9) 1 calc PR A 2 H18F H 0.5137 0.1321 0.5024 0.121 Uiso 0.125(9) 1 calc PR A 2 C19B C 0.800(3) 0.151(3) 0.4761(12) 0.053(8) Uiso 0.125(9) 1 d P A 2 H19D H 0.8330 0.1524 0.5168 0.080 Uiso 0.125(9) 1 calc PR A 2 H19E H 0.8457 0.2005 0.4547 0.080 Uiso 0.125(9) 1 calc PR A 2 H19F H 0.8040 0.0757 0.4612 0.080 Uiso 0.125(9) 1 calc PR A 2 C20B C 0.665(5) 0.313(5) 0.483(2) 0.11(2) Uiso 0.125(9) 1 d P A 2 H20D H 0.6962 0.3214 0.5239 0.162 Uiso 0.125(9) 1 calc PR A 2 H20E H 0.5855 0.3446 0.4758 0.162 Uiso 0.125(9) 1 calc PR A 2 H20F H 0.7164 0.3504 0.4596 0.162 Uiso 0.125(9) 1 calc PR A 2 O2 O 0.5337(3) 0.5342(2) 0.14312(13) 0.0744(8) Uani 1 1 d . . . H2 H 0.568(4) 0.534(4) 0.182(2) 0.112 Uiso 1 1 d . . . C21 C 0.4754(5) 0.6338(4) 0.1237(2) 0.1080(18) Uani 1 1 d . . . H21A H 0.3954 0.6338 0.1339 0.162 Uiso 1 1 calc R . . H21B H 0.4713 0.6391 0.0818 0.162 Uiso 1 1 calc R . . H21C H 0.5193 0.6969 0.1418 0.162 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02273(19) 0.02599(18) 0.02952(18) 0.00014(13) 0.00235(13) -0.00252(13) Ni2 0.02032(19) 0.02836(19) 0.03179(18) -0.00043(13) 0.00127(13) -0.00220(13) O1 0.0249(10) 0.0337(10) 0.0283(9) -0.0016(7) 0.0028(7) -0.0048(8) O1W 0.0351(12) 0.0335(11) 0.0548(13) 0.0061(10) 0.0031(10) 0.0007(10) O2W 0.0292(11) 0.0394(12) 0.0514(12) 0.0077(9) 0.0031(10) -0.0006(9) N1 0.0278(12) 0.0271(11) 0.0369(12) -0.0016(9) 0.0062(9) -0.0051(9) N2 0.0216(12) 0.0421(14) 0.0379(12) 0.0007(10) 0.0050(9) -0.0055(10) N3 0.0347(14) 0.0533(15) 0.0318(12) -0.0020(11) 0.0046(10) -0.0124(12) N4 0.0285(13) 0.0368(13) 0.0448(13) -0.0024(10) 0.0011(10) -0.0083(10) N5 0.0297(12) 0.0330(12) 0.0300(11) -0.0041(9) 0.0013(9) -0.0030(10) N6 0.0364(14) 0.0439(15) 0.0423(13) -0.0112(11) 0.0093(11) -0.0073(11) N7 0.071(2) 0.061(2) 0.086(2) -0.0377(17) 0.0274(18) -0.0078(16) N8 0.0282(13) 0.0305(12) 0.0528(14) 0.0038(10) -0.0004(11) 0.0025(10) N9 0.0303(14) 0.0314(13) 0.0590(16) 0.0079(11) 0.0042(12) 0.0035(11) N10 0.0349(17) 0.072(2) 0.105(3) 0.0303(18) -0.0166(17) -0.0039(15) N11 0.0261(13) 0.0392(13) 0.0480(14) 0.0023(11) 0.0035(11) 0.0040(11) N12 0.0261(13) 0.0400(14) 0.0513(14) -0.0130(11) -0.0037(11) -0.0008(11) N13 0.0413(18) 0.081(2) 0.114(3) -0.053(2) 0.0166(18) -0.0010(16) C1 0.0259(14) 0.0250(13) 0.0290(12) -0.0029(10) 0.0024(10) 0.0021(10) C2 0.0261(14) 0.0272(13) 0.0340(13) -0.0034(10) 0.0009(11) -0.0011(11) C3 0.0326(16) 0.0381(16) 0.0362(14) -0.0064(12) -0.0036(12) -0.0053(12) C4 0.0400(17) 0.0370(16) 0.0300(13) -0.0029(11) -0.0009(12) -0.0007(13) C5 0.054(2) 0.0477(19) 0.0314(14) -0.0018(13) -0.0044(13) -0.0066(15) C6 0.0368(16) 0.0391(16) 0.0315(14) 0.0019(12) 0.0065(12) -0.0006(13) C7 0.0278(14) 0.0316(14) 0.0312(13) -0.0005(11) 0.0024(11) 0.0007(11) C8 0.0301(15) 0.0417(16) 0.0350(14) 0.0027(11) 0.0097(12) -0.0029(12) C9 0.0257(16) 0.066(2) 0.0469(17) 0.0019(15) 0.0055(13) -0.0143(15) C10 0.0371(18) 0.051(2) 0.062(2) 0.0089(15) 0.0001(15) -0.0174(15) C11 0.0400(19) 0.063(2) 0.069(2) 0.0077(18) -0.0149(16) -0.0096(17) C12 0.053(2) 0.058(2) 0.075(2) -0.0296(18) 0.0057(18) -0.0173(18) C13 0.0280(14) 0.0271(14) 0.0386(15) -0.0058(11) 0.0006(11) -0.0057(11) C14 0.0400(18) 0.0441(17) 0.0504(18) -0.0039(14) 0.0143(14) -0.0182(14) C15 0.052(2) 0.097(3) 0.055(2) -0.005(2) 0.0137(17) -0.029(2) C16 0.072(3) 0.092(3) 0.050(2) 0.0283(19) 0.0184(19) 0.010(2) C17 0.085(3) 0.086(3) 0.081(3) 0.008(2) 0.052(2) 0.017(2) C18A 0.080(4) 0.159(6) 0.030(2) -0.020(3) 0.005(2) -0.032(4) C19A 0.171(8) 0.103(5) 0.066(3) -0.003(3) -0.046(4) 0.063(5) C20A 0.110(5) 0.108(4) 0.033(2) -0.012(2) -0.006(3) -0.060(4) O2 0.092(2) 0.0460(15) 0.0815(18) 0.0003(14) 0.0002(16) 0.0006(14) C21 0.101(4) 0.064(3) 0.154(5) 0.037(3) 0.003(4) 0.008(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 1.995(2) . ? Ni1 O1 2.0583(16) . ? Ni1 N5 2.101(2) . ? Ni1 O1W 2.109(2) . ? Ni1 N8 2.152(2) . ? Ni1 N3 2.169(2) . ? Ni2 N2 2.001(2) . ? Ni2 O1 2.0436(17) . ? Ni2 N5 2.116(2) . ? Ni2 N11 2.118(2) . ? Ni2 N4 2.159(2) . ? Ni2 O2W 2.171(2) . ? O1 C1 1.316(3) . ? O1W H11 0.88(4) . ? O1W H12 0.78(4) . ? O2W H21 0.817(18) . ? O2W H22 0.815(18) . ? N1 C13 1.283(3) . ? N1 C14 1.469(3) . ? N2 C8 1.274(3) . ? N2 C9 1.471(3) . ? N3 C16 1.443(4) . ? N3 C15 1.471(4) . ? N3 C17 1.490(4) . ? N4 C11 1.472(4) . ? N4 C12 1.473(4) . ? N4 C10 1.490(4) . ? N5 N6 1.208(3) . ? N6 N7 1.146(3) . ? N8 N9 1.183(3) . ? N9 N10 1.158(4) . ? N11 N12 1.184(3) . ? N12 N13 1.150(3) . ? C1 C2 1.422(4) . ? C1 C7 1.429(3) . ? C2 C3 1.403(4) . ? C2 C13 1.459(3) . ? C3 C4 1.386(4) . ? C3 H3 0.9300 . ? C4 C6 1.385(4) . ? C4 C5 1.544(4) . ? C5 C20B 1.46(6) . ? C5 C20A 1.500(6) . ? C5 C18B 1.51(4) . ? C5 C19A 1.521(6) . ? C5 C18A 1.551(5) . ? C5 C19B 1.65(3) . ? C6 C7 1.399(3) . ? C6 H6 0.9300 . ? C7 C8 1.452(4) . ? C8 H8 0.9300 . ? C9 C10 1.501(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 H13 0.9300 . ? C14 C15 1.497(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18A H18A 0.9600 . ? C18A H18B 0.9600 . ? C18A H18C 0.9600 . ? C19A H19A 0.9600 . ? C19A H19B 0.9600 . ? C19A H19C 0.9600 . ? C20A H20A 0.9600 . ? C20A H20B 0.9600 . ? C20A H20C 0.9600 . ? C18B H18D 0.9600 . ? C18B H18E 0.9600 . ? C18B H18F 0.9600 . ? C19B H19D 0.9600 . ? C19B H19E 0.9600 . ? C19B H19F 0.9600 . ? C20B H20D 0.9600 . ? C20B H20E 0.9600 . ? C20B H20F 0.9600 . ? O2 C21 1.394(5) . ? O2 H2 0.92(5) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 O1 88.43(8) . . ? N1 Ni1 N5 171.59(8) . . ? O1 Ni1 N5 83.22(7) . . ? N1 Ni1 O1W 94.83(9) . . ? O1 Ni1 O1W 88.84(8) . . ? N5 Ni1 O1W 83.98(9) . . ? N1 Ni1 N8 91.58(9) . . ? O1 Ni1 N8 86.75(8) . . ? N5 Ni1 N8 89.01(9) . . ? O1W Ni1 N8 172.12(9) . . ? N1 Ni1 N3 83.72(8) . . ? O1 Ni1 N3 172.15(8) . . ? N5 Ni1 N3 104.63(8) . . ? O1W Ni1 N3 91.89(9) . . ? N8 Ni1 N3 93.37(9) . . ? N2 Ni2 O1 88.47(8) . . ? N2 Ni2 N5 168.05(9) . . ? O1 Ni2 N5 83.20(7) . . ? N2 Ni2 N11 97.69(9) . . ? O1 Ni2 N11 87.64(8) . . ? N5 Ni2 N11 90.53(9) . . ? N2 Ni2 N4 84.03(9) . . ? O1 Ni2 N4 172.33(8) . . ? N5 Ni2 N4 103.97(8) . . ? N11 Ni2 N4 94.93(9) . . ? N2 Ni2 O2W 87.75(9) . . ? O1 Ni2 O2W 88.27(7) . . ? N5 Ni2 O2W 83.46(8) . . ? N11 Ni2 O2W 173.10(8) . . ? N4 Ni2 O2W 89.84(8) . . ? C1 O1 Ni2 128.70(15) . . ? C1 O1 Ni1 126.32(15) . . ? Ni2 O1 Ni1 98.56(7) . . ? Ni1 O1W H11 111(2) . . ? Ni1 O1W H12 121(3) . . ? H11 O1W H12 104(3) . . ? Ni2 O2W H21 115(3) . . ? Ni2 O2W H22 105(2) . . ? H21 O2W H22 98(3) . . ? C13 N1 C14 120.5(2) . . ? C13 N1 Ni1 125.72(18) . . ? C14 N1 Ni1 112.34(17) . . ? C8 N2 C9 120.3(2) . . ? C8 N2 Ni2 126.26(18) . . ? C9 N2 Ni2 112.06(17) . . ? C16 N3 C15 114.5(3) . . ? C16 N3 C17 106.4(3) . . ? C15 N3 C17 105.1(3) . . ? C16 N3 Ni1 113.7(2) . . ? C15 N3 Ni1 103.95(17) . . ? C17 N3 Ni1 112.9(2) . . ? C11 N4 C12 107.9(3) . . ? C11 N4 C10 109.3(2) . . ? C12 N4 C10 109.3(3) . . ? C11 N4 Ni2 114.99(19) . . ? C12 N4 Ni2 112.10(18) . . ? C10 N4 Ni2 103.00(17) . . ? N6 N5 Ni1 117.99(18) . . ? N6 N5 Ni2 121.15(18) . . ? Ni1 N5 Ni2 94.96(8) . . ? N7 N6 N5 179.6(4) . . ? N9 N8 Ni1 120.35(19) . . ? N10 N9 N8 178.6(4) . . ? N12 N11 Ni2 125.5(2) . . ? N13 N12 N11 178.1(3) . . ? O1 C1 C2 121.5(2) . . ? O1 C1 C7 121.7(2) . . ? C2 C1 C7 116.8(2) . . ? C3 C2 C1 119.7(2) . . ? C3 C2 C13 115.8(2) . . ? C1 C2 C13 124.4(2) . . ? C4 C3 C2 124.2(3) . . ? C4 C3 H3 117.9 . . ? C2 C3 H3 117.9 . . ? C6 C4 C3 115.2(2) . . ? C6 C4 C5 122.8(3) . . ? C3 C4 C5 121.9(3) . . ? C20B C5 C20A 31(2) . . ? C20B C5 C18B 120(3) . . ? C20A C5 C18B 132.2(15) . . ? C20B C5 C19A 138(2) . . ? C20A C5 C19A 111.9(5) . . ? C18B C5 C19A 65.2(17) . . ? C20B C5 C4 106(2) . . ? C20A C5 C4 112.8(3) . . ? C18B C5 C4 112.8(15) . . ? C19A C5 C4 108.6(3) . . ? C20B C5 C18A 81(2) . . ? C20A C5 C18A 105.7(4) . . ? C18B C5 C18A 43.9(17) . . ? C19A C5 C18A 107.4(4) . . ? C4 C5 C18A 110.2(3) . . ? C20B C5 C19B 105(2) . . ? C20A C5 C19B 74.2(12) . . ? C18B C5 C19B 105.0(19) . . ? C19A C5 C19B 42.7(10) . . ? C4 C5 C19B 107.3(10) . . ? C18A C5 C19B 138.7(10) . . ? C4 C6 C7 124.2(3) . . ? C4 C6 H6 117.9 . . ? C7 C6 H6 117.9 . . ? C6 C7 C1 119.9(2) . . ? C6 C7 C8 116.4(2) . . ? C1 C7 C8 123.7(2) . . ? N2 C8 C7 127.2(2) . . ? N2 C8 H8 116.4 . . ? C7 C8 H8 116.4 . . ? N2 C9 C10 108.5(2) . . ? N2 C9 H9A 110.0 . . ? C10 C9 H9A 110.0 . . ? N2 C9 H9B 110.0 . . ? C10 C9 H9B 110.0 . . ? H9A C9 H9B 108.4 . . ? N4 C10 C9 111.3(3) . . ? N4 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? N4 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N1 C13 C2 126.2(2) . . ? N1 C13 H13 116.9 . . ? C2 C13 H13 116.9 . . ? N1 C14 C15 108.8(2) . . ? N1 C14 H14A 109.9 . . ? C15 C14 H14A 109.9 . . ? N1 C14 H14B 109.9 . . ? C15 C14 H14B 109.9 . . ? H14A C14 H14B 108.3 . . ? N3 C15 C14 112.7(3) . . ? N3 C15 H15A 109.1 . . ? C14 C15 H15A 109.1 . . ? N3 C15 H15B 109.1 . . ? C14 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 H17A 109.5 . . ? N3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C5 C18A H18A 109.5 . . ? C5 C18A H18B 109.5 . . ? H18A C18A H18B 109.5 . . ? C5 C18A H18C 109.5 . . ? H18A C18A H18C 109.5 . . ? H18B C18A H18C 109.5 . . ? C5 C19A H19A 109.5 . . ? C5 C19A H19B 109.5 . . ? H19A C19A H19B 109.5 . . ? C5 C19A H19C 109.5 . . ? H19A C19A H19C 109.5 . . ? H19B C19A H19C 109.5 . . ? C5 C20A H20A 109.5 . . ? C5 C20A H20B 109.5 . . ? H20A C20A H20B 109.5 . . ? C5 C20A H20C 109.5 . . ? H20A C20A H20C 109.5 . . ? H20B C20A H20C 109.5 . . ? C5 C18B H18D 109.5 . . ? C5 C18B H18E 109.5 . . ? H18D C18B H18E 109.5 . . ? C5 C18B H18F 109.5 . . ? H18D C18B H18F 109.5 . . ? H18E C18B H18F 109.5 . . ? C5 C19B H19D 109.5 . . ? C5 C19B H19E 109.5 . . ? H19D C19B H19E 109.5 . . ? C5 C19B H19F 109.5 . . ? H19D C19B H19F 109.5 . . ? H19E C19B H19F 109.5 . . ? C5 C20B H20D 109.5 . . ? C5 C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? C5 C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? C21 O2 H2 116(3) . . ? O2 C21 H21A 109.5 . . ? O2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 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 N2 Ni2 O1 C1 20.5(2) . . . . ? N5 Ni2 O1 C1 -151.0(2) . . . . ? N11 Ni2 O1 C1 118.2(2) . . . . ? N4 Ni2 O1 C1 8.4(7) . . . . ? O2W Ni2 O1 C1 -67.3(2) . . . . ? N2 Ni2 O1 Ni1 173.10(9) . . . . ? N5 Ni2 O1 Ni1 1.68(8) . . . . ? N11 Ni2 O1 Ni1 -89.13(8) . . . . ? N4 Ni2 O1 Ni1 161.1(6) . . . . ? O2W Ni2 O1 Ni1 85.31(8) . . . . ? N1 Ni1 O1 C1 -29.18(19) . . . . ? N5 Ni1 O1 C1 151.9(2) . . . . ? O1W Ni1 O1 C1 -124.04(19) . . . . ? N8 Ni1 O1 C1 62.49(19) . . . . ? N3 Ni1 O1 C1 -28.6(7) . . . . ? N1 Ni1 O1 Ni2 177.24(8) . . . . ? N5 Ni1 O1 Ni2 -1.70(8) . . . . ? O1W Ni1 O1 Ni2 82.38(8) . . . . ? N8 Ni1 O1 Ni2 -91.09(9) . . . . ? N3 Ni1 O1 Ni2 177.8(6) . . . . ? O1 Ni1 N1 C13 24.0(2) . . . . ? N5 Ni1 N1 C13 31.2(7) . . . . ? O1W Ni1 N1 C13 112.7(2) . . . . ? N8 Ni1 N1 C13 -62.7(2) . . . . ? N3 Ni1 N1 C13 -155.9(2) . . . . ? O1 Ni1 N1 C14 -169.50(19) . . . . ? N5 Ni1 N1 C14 -162.3(5) . . . . ? O1W Ni1 N1 C14 -80.8(2) . . . . ? N8 Ni1 N1 C14 103.8(2) . . . . ? N3 Ni1 N1 C14 10.6(2) . . . . ? O1 Ni2 N2 C8 -19.6(2) . . . . ? N5 Ni2 N2 C8 26.2(6) . . . . ? N11 Ni2 N2 C8 -107.0(2) . . . . ? N4 Ni2 N2 C8 158.8(2) . . . . ? O2W Ni2 N2 C8 68.8(2) . . . . ? O1 Ni2 N2 C9 173.8(2) . . . . ? N5 Ni2 N2 C9 -140.5(4) . . . . ? N11 Ni2 N2 C9 86.4(2) . . . . ? N4 Ni2 N2 C9 -7.8(2) . . . . ? O2W Ni2 N2 C9 -97.9(2) . . . . ? N1 Ni1 N3 C16 -110.4(2) . . . . ? O1 Ni1 N3 C16 -110.9(6) . . . . ? N5 Ni1 N3 C16 68.5(2) . . . . ? O1W Ni1 N3 C16 -15.7(2) . . . . ? N8 Ni1 N3 C16 158.4(2) . . . . ? N1 Ni1 N3 C15 14.7(2) . . . . ? O1 Ni1 N3 C15 14.2(7) . . . . ? N5 Ni1 N3 C15 -166.3(2) . . . . ? O1W Ni1 N3 C15 109.4(2) . . . . ? N8 Ni1 N3 C15 -76.5(2) . . . . ? N1 Ni1 N3 C17 128.2(2) . . . . ? O1 Ni1 N3 C17 127.6(6) . . . . ? N5 Ni1 N3 C17 -52.9(3) . . . . ? O1W Ni1 N3 C17 -137.2(2) . . . . ? N8 Ni1 N3 C17 36.9(2) . . . . ? N2 Ni2 N4 C11 100.2(2) . . . . ? O1 Ni2 N4 C11 112.3(6) . . . . ? N5 Ni2 N4 C11 -88.8(2) . . . . ? N11 Ni2 N4 C11 2.9(2) . . . . ? O2W Ni2 N4 C11 -172.1(2) . . . . ? N2 Ni2 N4 C12 -136.1(2) . . . . ? O1 Ni2 N4 C12 -124.0(6) . . . . ? N5 Ni2 N4 C12 34.9(2) . . . . ? N11 Ni2 N4 C12 126.7(2) . . . . ? O2W Ni2 N4 C12 -48.3(2) . . . . ? N2 Ni2 N4 C10 -18.65(19) . . . . ? O1 Ni2 N4 C10 -6.5(7) . . . . ? N5 Ni2 N4 C10 152.33(18) . . . . ? N11 Ni2 N4 C10 -115.89(19) . . . . ? O2W Ni2 N4 C10 69.10(19) . . . . ? N1 Ni1 N5 N6 -135.0(5) . . . . ? O1 Ni1 N5 N6 -127.7(2) . . . . ? O1W Ni1 N5 N6 142.7(2) . . . . ? N8 Ni1 N5 N6 -40.9(2) . . . . ? N3 Ni1 N5 N6 52.3(2) . . . . ? N1 Ni1 N5 Ni2 -5.6(6) . . . . ? O1 Ni1 N5 Ni2 1.63(7) . . . . ? O1W Ni1 N5 Ni2 -87.92(9) . . . . ? N8 Ni1 N5 Ni2 88.47(9) . . . . ? N3 Ni1 N5 Ni2 -178.30(9) . . . . ? N2 Ni2 N5 N6 79.3(5) . . . . ? O1 Ni2 N5 N6 125.4(2) . . . . ? N11 Ni2 N5 N6 -147.0(2) . . . . ? N4 Ni2 N5 N6 -51.8(2) . . . . ? O2W Ni2 N5 N6 36.4(2) . . . . ? N2 Ni2 N5 Ni1 -47.8(4) . . . . ? O1 Ni2 N5 Ni1 -1.64(8) . . . . ? N11 Ni2 N5 Ni1 85.92(9) . . . . ? N4 Ni2 N5 Ni1 -178.86(8) . . . . ? O2W Ni2 N5 Ni1 -90.66(9) . . . . ? Ni1 N5 N6 N7 -117(100) . . . . ? Ni2 N5 N6 N7 128(70) . . . . ? N1 Ni1 N8 N9 -15.3(2) . . . . ? O1 Ni1 N8 N9 -103.6(2) . . . . ? N5 Ni1 N8 N9 173.1(2) . . . . ? O1W Ni1 N8 N9 -159.7(6) . . . . ? N3 Ni1 N8 N9 68.5(2) . . . . ? Ni1 N8 N9 N10 -113(13) . . . . ? N2 Ni2 N11 N12 -15.0(3) . . . . ? O1 Ni2 N11 N12 -103.1(2) . . . . ? N5 Ni2 N11 N12 173.7(2) . . . . ? N4 Ni2 N11 N12 69.6(2) . . . . ? O2W Ni2 N11 N12 -156.8(6) . . . . ? Ni2 N11 N12 N13 -89(12) . . . . ? Ni2 O1 C1 C2 167.61(17) . . . . ? Ni1 O1 C1 C2 21.9(3) . . . . ? Ni2 O1 C1 C7 -13.3(3) . . . . ? Ni1 O1 C1 C7 -158.98(18) . . . . ? O1 C1 C2 C3 177.4(2) . . . . ? C7 C1 C2 C3 -1.7(4) . . . . ? O1 C1 C2 C13 0.2(4) . . . . ? C7 C1 C2 C13 -178.9(2) . . . . ? C1 C2 C3 C4 2.1(4) . . . . ? C13 C2 C3 C4 179.5(3) . . . . ? C2 C3 C4 C6 -0.8(4) . . . . ? C2 C3 C4 C5 178.0(3) . . . . ? C6 C4 C5 C20B -119(2) . . . . ? C3 C4 C5 C20B 62(2) . . . . ? C6 C4 C5 C20A -151.5(4) . . . . ? C3 C4 C5 C20A 29.9(5) . . . . ? C6 C4 C5 C18B 14(2) . . . . ? C3 C4 C5 C18B -165(2) . . . . ? C6 C4 C5 C19A 83.8(5) . . . . ? C3 C4 C5 C19A -94.8(5) . . . . ? C6 C4 C5 C18A -33.6(5) . . . . ? C3 C4 C5 C18A 147.8(4) . . . . ? C6 C4 C5 C19B 128.8(13) . . . . ? C3 C4 C5 C19B -49.9(13) . . . . ? C3 C4 C6 C7 -0.9(4) . . . . ? C5 C4 C6 C7 -179.6(3) . . . . ? C4 C6 C7 C1 1.2(4) . . . . ? C4 C6 C7 C8 -175.7(3) . . . . ? O1 C1 C7 C6 -178.9(2) . . . . ? C2 C1 C7 C6 0.2(4) . . . . ? O1 C1 C7 C8 -2.3(4) . . . . ? C2 C1 C7 C8 176.8(2) . . . . ? C9 N2 C8 C7 178.6(3) . . . . ? Ni2 N2 C8 C7 13.0(4) . . . . ? C6 C7 C8 N2 179.2(3) . . . . ? C1 C7 C8 N2 2.5(4) . . . . ? C8 N2 C9 C10 -134.4(3) . . . . ? Ni2 N2 C9 C10 33.1(3) . . . . ? C11 N4 C10 C9 -80.3(3) . . . . ? C12 N4 C10 C9 161.7(3) . . . . ? Ni2 N4 C10 C9 42.4(3) . . . . ? N2 C9 C10 N4 -51.8(3) . . . . ? C14 N1 C13 C2 -178.5(3) . . . . ? Ni1 N1 C13 C2 -13.0(4) . . . . ? C3 C2 C13 N1 177.4(3) . . . . ? C1 C2 C13 N1 -5.3(4) . . . . ? C13 N1 C14 C15 133.4(3) . . . . ? Ni1 N1 C14 C15 -33.9(3) . . . . ? C16 N3 C15 C14 86.7(4) . . . . ? C17 N3 C15 C14 -156.9(3) . . . . ? Ni1 N3 C15 C14 -38.0(3) . . . . ? N1 C14 C15 N3 49.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.31 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 1.528 _refine_diff_density_min -0.598 _refine_diff_density_rms 0.086 _database_code_depnum_ccdc_archive 'CCDC 942025' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H33 N13 Ni2 O3' _chemical_formula_sum 'C26 H33 N13 Ni2 O3' _chemical_formula_weight 693.07 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' 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 'C c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 13.907(2) _cell_length_b 17.381(3) _cell_length_c 13.590(4) _cell_angle_alpha 90.00 _cell_angle_beta 111.907(2) _cell_angle_gamma 90.00 _cell_volume 3047.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6538 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 26.24 _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.38 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.510 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1440 _exptl_absorpt_coefficient_mu 1.288 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.812 _exptl_absorpt_correction_T_max 0.836 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10892 _diffrn_reflns_av_R_equivalents 0.0312 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.97 _diffrn_reflns_theta_max 26.53 _reflns_number_total 5419 _reflns_number_gt 5116 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.80.05 (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0244P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.020(9) _refine_ls_number_reflns 5419 _refine_ls_number_parameters 409 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0319 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0692 _refine_ls_wR_factor_gt 0.0682 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.019 _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 0.57340(3) 0.238129(19) 0.30297(2) 0.02683(10) Uani 1 1 d . . . Ni2 Ni 0.60485(3) 0.40594(2) 0.39956(3) 0.02570(10) Uani 1 1 d . . . O1W O 0.5313(2) 0.29966(13) 0.15596(18) 0.0378(5) Uani 1 1 d D . . H11 H 0.533(3) 0.3413(14) 0.181(3) 0.057 Uiso 1 1 d D . . H12 H 0.484(2) 0.276(2) 0.112(3) 0.057 Uiso 1 1 d D . . O2W O 0.65142(19) 0.34785(14) 0.55093(19) 0.0385(5) Uani 1 1 d D . . H21 H 0.627(3) 0.359(2) 0.597(3) 0.058 Uiso 1 1 d D . . H22 H 0.639(3) 0.3021(13) 0.535(3) 0.058 Uiso 1 1 d D . . O1 O 0.49538(16) 0.32330(11) 0.34605(17) 0.0278(5) Uani 1 1 d . . . N1 N 0.4442(2) 0.17477(13) 0.24666(19) 0.0297(6) Uani 1 1 d . . . N2 N 0.5106(2) 0.47202(13) 0.44389(19) 0.0274(5) Uani 1 1 d . . . N3 N 0.6613(2) 0.16081(15) 0.2501(2) 0.0331(6) Uani 1 1 d . . . N4 N 0.7280(2) 0.48482(14) 0.44710(19) 0.0306(6) Uani 1 1 d . . . C1 C 0.4034(2) 0.32047(16) 0.3524(2) 0.0247(6) Uani 1 1 d . . . C2 C 0.3364(2) 0.25655(16) 0.3118(2) 0.0281(6) Uani 1 1 d . . . C3 C 0.2389(2) 0.25585(16) 0.3198(2) 0.0307(6) Uani 1 1 d . . . H3 H 0.1960 0.2137 0.2923 0.037 Uiso 1 1 calc R . . C4 C 0.2026(2) 0.31391(17) 0.3660(2) 0.0303(7) Uani 1 1 d . . . C5 C 0.0939(3) 0.30850(17) 0.3704(2) 0.0352(8) Uani 1 1 d . . . C6 C 0.2675(2) 0.37551(17) 0.4042(2) 0.0303(6) Uani 1 1 d . . . H6 H 0.2449 0.4157 0.4354 0.036 Uiso 1 1 calc R . . C7 C 0.3655(2) 0.38099(17) 0.3988(2) 0.0284(6) Uani 1 1 d . . . C8 C 0.4207(2) 0.45225(17) 0.4395(2) 0.0295(6) Uani 1 1 d . . . H8 H 0.3863 0.4878 0.4657 0.035 Uiso 1 1 calc R . . C9 C 0.5458(2) 0.55013(18) 0.4832(3) 0.0342(7) Uani 1 1 d . . . H9A H 0.5006 0.5711 0.5164 0.041 Uiso 1 1 calc R . . H9B H 0.5408 0.5830 0.4239 0.041 Uiso 1 1 calc R . . C10 C 0.6568(3) 0.55013(19) 0.5629(3) 0.0366(7) Uani 1 1 d . . . H10A H 0.6688 0.5973 0.6039 0.044 Uiso 1 1 calc R . . H10B H 0.6654 0.5075 0.6116 0.044 Uiso 1 1 calc R . . C11 C 0.7374(2) 0.54362(17) 0.5143(2) 0.0313(7) Uani 1 1 d . . . C12 C 0.8158(3) 0.5968(2) 0.5364(3) 0.0443(8) Uani 1 1 d . . . H12A H 0.8196 0.6376 0.5819 0.053 Uiso 1 1 calc R . . C13 C 0.8892(3) 0.5894(2) 0.4907(3) 0.0498(9) Uani 1 1 d . . . H13 H 0.9437 0.6242 0.5060 0.060 Uiso 1 1 calc R . . C14 C 0.8795(3) 0.5299(2) 0.4230(3) 0.0453(9) Uani 1 1 d . . . H14 H 0.9276 0.5235 0.3910 0.054 Uiso 1 1 calc R . . C15 C 0.7993(3) 0.47975(19) 0.4019(3) 0.0398(8) Uani 1 1 d . . . H15 H 0.7933 0.4400 0.3541 0.048 Uiso 1 1 calc R . . C16 C 0.3594(2) 0.19011(17) 0.2600(2) 0.0307(7) Uani 1 1 d . . . H16 H 0.3065 0.1542 0.2332 0.037 Uiso 1 1 calc R . . C17 C 0.4467(3) 0.10345(18) 0.1898(3) 0.0383(8) Uani 1 1 d . . . H17A H 0.4450 0.1160 0.1196 0.046 Uiso 1 1 calc R . . H17B H 0.3856 0.0730 0.1814 0.046 Uiso 1 1 calc R . . C18 C 0.5426(3) 0.05664(17) 0.2483(3) 0.0425(8) Uani 1 1 d . . . H13A H 0.5536 0.0563 0.3231 0.051 Uiso 1 1 calc R . . H13B H 0.5302 0.0040 0.2231 0.051 Uiso 1 1 calc R . . C19 C 0.6399(3) 0.08464(18) 0.2365(3) 0.0373(8) Uani 1 1 d . . . C20 C 0.7048(3) 0.03503(19) 0.2110(3) 0.0459(8) Uani 1 1 d . . . H20 H 0.6889 -0.0171 0.2022 0.055 Uiso 1 1 calc R . . C21 C 0.7910(3) 0.0614(2) 0.1987(3) 0.0541(10) Uani 1 1 d . . . H21A H 0.8353 0.0278 0.1829 0.065 Uiso 1 1 calc R . . C22 C 0.8120(3) 0.1393(2) 0.2102(3) 0.0556(10) Uani 1 1 d . . . H22A H 0.8699 0.1595 0.2008 0.067 Uiso 1 1 calc R . . C23 C 0.7466(3) 0.1858(2) 0.2354(3) 0.0413(8) Uani 1 1 d . . . H23 H 0.7614 0.2382 0.2431 0.050 Uiso 1 1 calc R . . C24 C 0.0129(3) 0.3112(3) 0.2582(3) 0.0655(12) Uani 1 1 d . . . H24A H 0.0187 0.3590 0.2253 0.098 Uiso 1 1 calc R . . H24B H -0.0550 0.3072 0.2606 0.098 Uiso 1 1 calc R . . H24C H 0.0239 0.2692 0.2178 0.098 Uiso 1 1 calc R . . C25 C 0.0837(3) 0.2329(2) 0.4214(4) 0.0570(11) Uani 1 1 d . . . H25A H 0.1343 0.2309 0.4924 0.086 Uiso 1 1 calc R . . H25B H 0.0947 0.1910 0.3809 0.086 Uiso 1 1 calc R . . H25C H 0.0155 0.2292 0.4233 0.086 Uiso 1 1 calc R . . C26 C 0.0732(3) 0.3743(2) 0.4349(4) 0.0543(10) Uani 1 1 d . . . H26A H 0.0800 0.4226 0.4039 0.081 Uiso 1 1 calc R . . H26B H 0.1224 0.3719 0.5065 0.081 Uiso 1 1 calc R . . H26C H 0.0043 0.3695 0.4345 0.081 Uiso 1 1 calc R . . N5 N 0.6935(2) 0.31996(14) 0.3606(2) 0.0302(6) Uani 1 1 d . . . N6 N 0.7742(2) 0.29832(15) 0.4246(2) 0.0360(6) Uani 1 1 d . . . N7 N 0.8535(3) 0.2774(2) 0.4836(3) 0.0573(9) Uani 1 1 d . . . N8 N 0.6178(2) 0.18953(16) 0.4616(2) 0.0344(6) Uani 1 1 d . . . N9 N 0.6750(4) 0.1399(2) 0.4853(3) 0.0771(12) Uani 1 1 d . . . N10 N 0.7331(7) 0.0860(3) 0.5153(5) 0.159(3) Uani 1 1 d . . . N11 N 0.5519(2) 0.45376(16) 0.2457(2) 0.0388(7) Uani 1 1 d . . . N12 N 0.5600(2) 0.51941(17) 0.2270(2) 0.0375(6) Uani 1 1 d . . . N13 N 0.5671(3) 0.58398(17) 0.2063(3) 0.0575(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0274(2) 0.02445(18) 0.03040(19) -0.00272(17) 0.01284(16) -0.00277(17) Ni2 0.02606(19) 0.02426(19) 0.02954(18) -0.00303(16) 0.01355(15) -0.00429(16) O1W 0.0505(16) 0.0317(13) 0.0321(12) -0.0040(10) 0.0164(11) -0.0094(12) O2W 0.0412(14) 0.0411(13) 0.0326(12) -0.0001(11) 0.0132(10) 0.0021(12) O1 0.0242(11) 0.0244(10) 0.0369(12) -0.0048(9) 0.0139(9) -0.0046(9) N1 0.0349(15) 0.0238(12) 0.0302(13) -0.0040(11) 0.0118(11) -0.0036(11) N2 0.0299(14) 0.0224(12) 0.0317(13) -0.0029(10) 0.0133(11) -0.0014(10) N3 0.0328(15) 0.0326(14) 0.0371(14) -0.0017(11) 0.0169(12) 0.0010(12) N4 0.0290(14) 0.0314(14) 0.0352(14) 0.0030(11) 0.0164(11) -0.0045(11) C1 0.0213(15) 0.0249(15) 0.0256(14) 0.0043(12) 0.0062(12) -0.0039(12) C2 0.0265(16) 0.0250(15) 0.0320(15) -0.0012(12) 0.0099(13) -0.0042(13) C3 0.0260(17) 0.0267(15) 0.0384(15) -0.0027(13) 0.0109(13) -0.0073(13) C4 0.0259(16) 0.0303(16) 0.0361(15) 0.0048(13) 0.0133(13) -0.0017(12) C5 0.0271(17) 0.0326(17) 0.049(2) 0.0021(14) 0.0170(17) -0.0001(14) C6 0.0282(16) 0.0266(15) 0.0396(16) -0.0001(13) 0.0168(14) -0.0020(13) C7 0.0290(16) 0.0263(14) 0.0323(15) -0.0004(12) 0.0144(13) -0.0033(13) C8 0.0291(17) 0.0268(15) 0.0383(16) -0.0043(13) 0.0192(14) -0.0027(13) C9 0.0345(18) 0.0267(16) 0.0450(18) -0.0116(14) 0.0189(15) -0.0093(14) C10 0.0368(18) 0.0396(18) 0.0378(17) -0.0130(14) 0.0188(14) -0.0134(15) C11 0.0308(17) 0.0298(16) 0.0326(15) -0.0001(13) 0.0111(13) -0.0046(14) C12 0.036(2) 0.043(2) 0.051(2) -0.0078(16) 0.0125(16) -0.0104(15) C13 0.033(2) 0.049(2) 0.064(2) 0.0039(18) 0.0151(18) -0.0135(16) C14 0.041(2) 0.043(2) 0.062(2) 0.0027(18) 0.0310(18) -0.0053(17) C15 0.042(2) 0.0371(18) 0.0486(19) -0.0024(16) 0.0261(17) -0.0032(16) C16 0.0264(17) 0.0267(15) 0.0365(16) -0.0035(13) 0.0088(13) -0.0070(13) C17 0.040(2) 0.0332(18) 0.0425(18) -0.0124(15) 0.0162(16) -0.0079(15) C18 0.053(2) 0.0234(16) 0.059(2) -0.0017(15) 0.0299(19) 0.0008(15) C19 0.042(2) 0.0332(17) 0.0374(17) 0.0000(14) 0.0160(15) 0.0033(15) C20 0.053(2) 0.0323(17) 0.053(2) -0.0036(16) 0.0206(18) 0.0090(17) C21 0.046(2) 0.058(2) 0.062(2) -0.0098(19) 0.0244(19) 0.0155(19) C22 0.040(2) 0.067(3) 0.067(2) -0.023(2) 0.029(2) -0.0086(19) C23 0.042(2) 0.0368(18) 0.0491(19) -0.0126(16) 0.0221(17) -0.0086(15) C24 0.032(2) 0.086(3) 0.068(3) 0.007(2) 0.0071(19) -0.007(2) C25 0.056(2) 0.043(2) 0.093(3) 0.014(2) 0.051(2) 0.0028(17) C26 0.040(2) 0.041(2) 0.095(3) -0.002(2) 0.040(2) 0.0004(16) N5 0.0279(15) 0.0280(14) 0.0350(15) -0.0021(11) 0.0120(12) -0.0018(11) N6 0.0321(17) 0.0368(15) 0.0425(16) -0.0079(13) 0.0177(14) -0.0038(13) N7 0.035(2) 0.065(2) 0.063(2) -0.0032(17) 0.0084(17) 0.0053(16) N8 0.0314(15) 0.0273(14) 0.0387(15) -0.0026(12) 0.0062(12) 0.0098(13) N9 0.111(4) 0.067(3) 0.045(2) 0.0046(19) 0.020(2) -0.005(3) N10 0.258(9) 0.095(4) 0.113(4) 0.046(3) 0.057(5) 0.093(5) N11 0.0533(19) 0.0331(15) 0.0317(14) 0.0033(12) 0.0179(13) -0.0031(14) N12 0.0408(17) 0.0441(18) 0.0333(14) -0.0033(13) 0.0203(13) 0.0003(13) N13 0.097(3) 0.0330(16) 0.0563(19) 0.0051(15) 0.045(2) -0.0001(17) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 2.000(3) . ? Ni1 O1 2.0459(19) . ? Ni1 N5 2.110(3) . ? Ni1 N3 2.115(2) . ? Ni1 O1W 2.146(2) . ? Ni1 N8 2.179(3) . ? Ni2 N2 1.997(2) . ? Ni2 O1 2.021(2) . ? Ni2 N4 2.099(3) . ? Ni2 N11 2.111(3) . ? Ni2 N5 2.127(3) . ? Ni2 O2W 2.163(2) . ? O1W H11 0.795(18) . ? O1W H12 0.820(19) . ? O2W H21 0.837(19) . ? O2W H22 0.827(19) . ? O1 C1 1.315(3) . ? N1 C16 1.286(4) . ? N1 C17 1.468(4) . ? N2 C8 1.276(4) . ? N2 C9 1.474(4) . ? N3 C23 1.346(4) . ? N3 C19 1.354(4) . ? N4 C11 1.344(4) . ? N4 C15 1.350(4) . ? C1 C2 1.422(4) . ? C1 C7 1.424(4) . ? C2 C3 1.400(4) . ? C2 C16 1.449(4) . ? C3 C4 1.380(4) . ? C3 H3 0.9300 . ? C4 C6 1.371(4) . ? C4 C5 1.539(4) . ? C5 C25 1.516(4) . ? C5 C24 1.522(5) . ? C5 C26 1.531(5) . ? C6 C7 1.397(4) . ? C6 H6 0.9300 . ? C7 C8 1.454(4) . ? C8 H8 0.9300 . ? C9 C10 1.520(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.502(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.375(5) . ? C12 C13 1.385(5) . ? C12 H12A 0.9300 . ? C13 C14 1.357(5) . ? C13 H13 0.9300 . ? C14 C15 1.359(5) . ? C14 H14 0.9300 . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.511(5) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.501(5) . ? C18 H13A 0.9700 . ? C18 H13B 0.9700 . ? C19 C20 1.383(5) . ? C20 C21 1.351(5) . ? C20 H20 0.9300 . ? C21 C22 1.382(6) . ? C21 H21A 0.9300 . ? C22 C23 1.353(5) . ? C22 H22A 0.9300 . ? C23 H23 0.9300 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? N5 N6 1.196(4) . ? N6 N7 1.154(4) . ? N8 N9 1.136(5) . ? N9 N10 1.205(7) . ? N11 N12 1.183(4) . ? N12 N13 1.170(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni1 O1 90.64(9) . . ? N1 Ni1 N5 170.78(11) . . ? O1 Ni1 N5 80.63(9) . . ? N1 Ni1 N3 94.05(10) . . ? O1 Ni1 N3 173.02(9) . . ? N5 Ni1 N3 94.39(10) . . ? N1 Ni1 O1W 91.38(9) . . ? O1 Ni1 O1W 85.20(9) . . ? N5 Ni1 O1W 84.99(10) . . ? N3 Ni1 O1W 89.53(10) . . ? N1 Ni1 N8 92.72(10) . . ? O1 Ni1 N8 88.96(9) . . ? N5 Ni1 N8 90.09(10) . . ? N3 Ni1 N8 95.96(10) . . ? O1W Ni1 N8 172.91(9) . . ? N2 Ni2 O1 91.50(9) . . ? N2 Ni2 N4 94.79(10) . . ? O1 Ni2 N4 173.62(9) . . ? N2 Ni2 N11 92.70(10) . . ? O1 Ni2 N11 89.20(10) . . ? N4 Ni2 N11 89.46(11) . . ? N2 Ni2 N5 170.42(10) . . ? O1 Ni2 N5 80.79(9) . . ? N4 Ni2 N5 93.05(10) . . ? N11 Ni2 N5 92.87(11) . . ? N2 Ni2 O2W 88.79(9) . . ? O1 Ni2 O2W 85.90(9) . . ? N4 Ni2 O2W 95.26(10) . . ? N11 Ni2 O2W 174.91(11) . . ? N5 Ni2 O2W 85.02(10) . . ? Ni1 O1W H11 96(3) . . ? Ni1 O1W H12 107(3) . . ? H11 O1W H12 131(4) . . ? Ni2 O2W H21 123(3) . . ? Ni2 O2W H22 104(3) . . ? H21 O2W H22 108(4) . . ? C1 O1 Ni2 128.59(17) . . ? C1 O1 Ni1 128.66(17) . . ? Ni2 O1 Ni1 102.03(9) . . ? C16 N1 C17 116.9(3) . . ? C16 N1 Ni1 124.9(2) . . ? C17 N1 Ni1 118.2(2) . . ? C8 N2 C9 116.8(2) . . ? C8 N2 Ni2 124.9(2) . . ? C9 N2 Ni2 118.24(19) . . ? C23 N3 C19 117.2(3) . . ? C23 N3 Ni1 119.9(2) . . ? C19 N3 Ni1 122.8(2) . . ? C11 N4 C15 117.2(3) . . ? C11 N4 Ni2 124.5(2) . . ? C15 N4 Ni2 118.1(2) . . ? O1 C1 C2 121.1(3) . . ? O1 C1 C7 122.0(2) . . ? C2 C1 C7 116.9(3) . . ? C3 C2 C1 119.3(3) . . ? C3 C2 C16 115.3(3) . . ? C1 C2 C16 125.4(3) . . ? C4 C3 C2 123.9(3) . . ? C4 C3 H3 118.0 . . ? C2 C3 H3 118.0 . . ? C6 C4 C3 116.3(3) . . ? C6 C4 C5 123.4(3) . . ? C3 C4 C5 120.3(3) . . ? C25 C5 C24 108.9(3) . . ? C25 C5 C26 108.4(3) . . ? C24 C5 C26 108.9(3) . . ? C25 C5 C4 109.4(3) . . ? C24 C5 C4 109.3(3) . . ? C26 C5 C4 111.9(3) . . ? C4 C6 C7 123.4(3) . . ? C4 C6 H6 118.3 . . ? C7 C6 H6 118.3 . . ? C6 C7 C1 120.2(3) . . ? C6 C7 C8 115.2(3) . . ? C1 C7 C8 124.6(3) . . ? N2 C8 C7 128.0(3) . . ? N2 C8 H8 116.0 . . ? C7 C8 H8 116.0 . . ? N2 C9 C10 111.7(3) . . ? N2 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? N2 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? C11 C10 C9 114.4(3) . . ? C11 C10 H10A 108.7 . . ? C9 C10 H10A 108.7 . . ? C11 C10 H10B 108.7 . . ? C9 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? N4 C11 C12 121.8(3) . . ? N4 C11 C10 117.2(3) . . ? C12 C11 C10 121.0(3) . . ? C11 C12 C13 119.8(3) . . ? C11 C12 H12A 120.1 . . ? C13 C12 H12A 120.1 . . ? C14 C13 C12 118.1(3) . . ? C14 C13 H13 120.9 . . ? C12 C13 H13 120.9 . . ? C13 C14 C15 119.9(3) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? N4 C15 C14 123.1(3) . . ? N4 C15 H15 118.4 . . ? C14 C15 H15 118.4 . . ? N1 C16 C2 127.9(3) . . ? N1 C16 H16 116.0 . . ? C2 C16 H16 116.0 . . ? N1 C17 C18 111.6(3) . . ? N1 C17 H17A 109.3 . . ? C18 C17 H17A 109.3 . . ? N1 C17 H17B 109.3 . . ? C18 C17 H17B 109.3 . . ? H17A C17 H17B 108.0 . . ? C19 C18 C17 115.1(3) . . ? C19 C18 H13A 108.5 . . ? C17 C18 H13A 108.5 . . ? C19 C18 H13B 108.5 . . ? C17 C18 H13B 108.5 . . ? H13A C18 H13B 107.5 . . ? N3 C19 C20 120.8(3) . . ? N3 C19 C18 117.6(3) . . ? C20 C19 C18 121.5(3) . . ? C21 C20 C19 120.8(3) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 118.5(3) . . ? C20 C21 H21A 120.7 . . ? C22 C21 H21A 120.7 . . ? C23 C22 C21 118.7(3) . . ? C23 C22 H22A 120.6 . . ? C21 C22 H22A 120.6 . . ? N3 C23 C22 123.9(3) . . ? N3 C23 H23 118.1 . . ? C22 C23 H23 118.1 . . ? C5 C24 H24A 109.5 . . ? C5 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C5 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C5 C25 H25A 109.5 . . ? C5 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C5 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C5 C26 H26A 109.5 . . ? C5 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C5 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N6 N5 Ni1 117.2(2) . . ? N6 N5 Ni2 120.9(2) . . ? Ni1 N5 Ni2 96.53(11) . . ? N7 N6 N5 177.6(3) . . ? N9 N8 Ni1 119.0(3) . . ? N8 N9 N10 175.8(6) . . ? N12 N11 Ni2 124.5(2) . . ? N13 N12 N11 178.5(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Ni2 O1 C1 -4.7(2) . . . . ? N4 Ni2 O1 C1 -175.3(8) . . . . ? N11 Ni2 O1 C1 -97.4(2) . . . . ? N5 Ni2 O1 C1 169.6(2) . . . . ? O2W Ni2 O1 C1 84.0(2) . . . . ? N2 Ni2 O1 Ni1 -175.55(9) . . . . ? N4 Ni2 O1 Ni1 13.9(9) . . . . ? N11 Ni2 O1 Ni1 91.78(11) . . . . ? N5 Ni2 O1 Ni1 -1.26(11) . . . . ? O2W Ni2 O1 Ni1 -86.87(10) . . . . ? N1 Ni1 O1 C1 13.4(2) . . . . ? N5 Ni1 O1 C1 -169.6(2) . . . . ? N3 Ni1 O1 C1 145.7(8) . . . . ? O1W Ni1 O1 C1 104.7(2) . . . . ? N8 Ni1 O1 C1 -79.3(2) . . . . ? N1 Ni1 O1 Ni2 -175.76(9) . . . . ? N5 Ni1 O1 Ni2 1.27(11) . . . . ? N3 Ni1 O1 Ni2 -43.5(9) . . . . ? O1W Ni1 O1 Ni2 -84.44(10) . . . . ? N8 Ni1 O1 Ni2 91.53(11) . . . . ? O1 Ni1 N1 C16 -9.6(3) . . . . ? N5 Ni1 N1 C16 -28.2(8) . . . . ? N3 Ni1 N1 C16 175.6(3) . . . . ? O1W Ni1 N1 C16 -94.8(3) . . . . ? N8 Ni1 N1 C16 79.4(3) . . . . ? O1 Ni1 N1 C17 173.3(2) . . . . ? N5 Ni1 N1 C17 154.7(6) . . . . ? N3 Ni1 N1 C17 -1.5(2) . . . . ? O1W Ni1 N1 C17 88.1(2) . . . . ? N8 Ni1 N1 C17 -97.7(2) . . . . ? O1 Ni2 N2 C8 4.9(3) . . . . ? N4 Ni2 N2 C8 -176.1(3) . . . . ? N11 Ni2 N2 C8 94.2(3) . . . . ? N5 Ni2 N2 C8 -31.3(8) . . . . ? O2W Ni2 N2 C8 -80.9(3) . . . . ? O1 Ni2 N2 C9 -174.1(2) . . . . ? N4 Ni2 N2 C9 4.9(2) . . . . ? N11 Ni2 N2 C9 -84.8(2) . . . . ? N5 Ni2 N2 C9 149.7(6) . . . . ? O2W Ni2 N2 C9 100.1(2) . . . . ? N1 Ni1 N3 C23 157.9(3) . . . . ? O1 Ni1 N3 C23 25.8(10) . . . . ? N5 Ni1 N3 C23 -18.4(3) . . . . ? O1W Ni1 N3 C23 66.6(3) . . . . ? N8 Ni1 N3 C23 -108.9(3) . . . . ? N1 Ni1 N3 C19 -26.7(3) . . . . ? O1 Ni1 N3 C19 -158.8(7) . . . . ? N5 Ni1 N3 C19 157.0(2) . . . . ? O1W Ni1 N3 C19 -118.0(3) . . . . ? N8 Ni1 N3 C19 66.5(3) . . . . ? N2 Ni2 N4 C11 17.9(2) . . . . ? O1 Ni2 N4 C11 -171.6(8) . . . . ? N11 Ni2 N4 C11 110.5(2) . . . . ? N5 Ni2 N4 C11 -156.6(2) . . . . ? O2W Ni2 N4 C11 -71.3(2) . . . . ? N2 Ni2 N4 C15 -157.4(2) . . . . ? O1 Ni2 N4 C15 13.2(10) . . . . ? N11 Ni2 N4 C15 -64.7(2) . . . . ? N5 Ni2 N4 C15 28.1(2) . . . . ? O2W Ni2 N4 C15 113.4(2) . . . . ? Ni2 O1 C1 C2 -178.78(19) . . . . ? Ni1 O1 C1 C2 -10.3(4) . . . . ? Ni2 O1 C1 C7 1.9(4) . . . . ? Ni1 O1 C1 C7 170.4(2) . . . . ? O1 C1 C2 C3 -179.8(3) . . . . ? C7 C1 C2 C3 -0.4(4) . . . . ? O1 C1 C2 C16 -0.6(4) . . . . ? C7 C1 C2 C16 178.8(3) . . . . ? C1 C2 C3 C4 -0.5(5) . . . . ? C16 C2 C3 C4 -179.8(3) . . . . ? C2 C3 C4 C6 0.9(5) . . . . ? C2 C3 C4 C5 179.5(3) . . . . ? C6 C4 C5 C25 -127.6(3) . . . . ? C3 C4 C5 C25 53.9(4) . . . . ? C6 C4 C5 C24 113.2(4) . . . . ? C3 C4 C5 C24 -65.3(4) . . . . ? C6 C4 C5 C26 -7.5(4) . . . . ? C3 C4 C5 C26 174.0(3) . . . . ? C3 C4 C6 C7 -0.5(4) . . . . ? C5 C4 C6 C7 -179.0(3) . . . . ? C4 C6 C7 C1 -0.4(4) . . . . ? C4 C6 C7 C8 177.5(3) . . . . ? O1 C1 C7 C6 -179.8(3) . . . . ? C2 C1 C7 C6 0.8(4) . . . . ? O1 C1 C7 C8 2.6(4) . . . . ? C2 C1 C7 C8 -176.8(3) . . . . ? C9 N2 C8 C7 176.3(3) . . . . ? Ni2 N2 C8 C7 -2.7(5) . . . . ? C6 C7 C8 N2 -179.9(3) . . . . ? C1 C7 C8 N2 -2.1(5) . . . . ? C8 N2 C9 C10 134.7(3) . . . . ? Ni2 N2 C9 C10 -46.2(3) . . . . ? N2 C9 C10 C11 77.7(3) . . . . ? C15 N4 C11 C12 0.2(4) . . . . ? Ni2 N4 C11 C12 -175.1(2) . . . . ? C15 N4 C11 C10 178.8(3) . . . . ? Ni2 N4 C11 C10 3.5(4) . . . . ? C9 C10 C11 N4 -52.9(4) . . . . ? C9 C10 C11 C12 125.7(3) . . . . ? N4 C11 C12 C13 -1.5(5) . . . . ? C10 C11 C12 C13 179.9(3) . . . . ? C11 C12 C13 C14 1.4(5) . . . . ? C12 C13 C14 C15 0.0(6) . . . . ? C11 N4 C15 C14 1.3(5) . . . . ? Ni2 N4 C15 C14 176.9(3) . . . . ? C13 C14 C15 N4 -1.3(6) . . . . ? C17 N1 C16 C2 -179.2(3) . . . . ? Ni1 N1 C16 C2 3.7(4) . . . . ? C3 C2 C16 N1 -176.6(3) . . . . ? C1 C2 C16 N1 4.1(5) . . . . ? C16 N1 C17 C18 -131.3(3) . . . . ? Ni1 N1 C17 C18 46.0(3) . . . . ? N1 C17 C18 C19 -78.0(4) . . . . ? C23 N3 C19 C20 1.4(5) . . . . ? Ni1 N3 C19 C20 -174.1(2) . . . . ? C23 N3 C19 C18 -177.5(3) . . . . ? Ni1 N3 C19 C18 6.9(4) . . . . ? C17 C18 C19 N3 47.2(4) . . . . ? C17 C18 C19 C20 -131.7(3) . . . . ? N3 C19 C20 C21 -0.2(5) . . . . ? C18 C19 C20 C21 178.7(3) . . . . ? C19 C20 C21 C22 -1.2(6) . . . . ? C20 C21 C22 C23 1.3(6) . . . . ? C19 N3 C23 C22 -1.3(5) . . . . ? Ni1 N3 C23 C22 174.4(3) . . . . ? C21 C22 C23 N3 -0.1(6) . . . . ? N1 Ni1 N5 N6 147.5(6) . . . . ? O1 Ni1 N5 N6 128.6(2) . . . . ? N3 Ni1 N5 N6 -56.3(2) . . . . ? O1W Ni1 N5 N6 -145.5(2) . . . . ? N8 Ni1 N5 N6 39.7(2) . . . . ? N1 Ni1 N5 Ni2 17.7(7) . . . . ? O1 Ni1 N5 Ni2 -1.19(10) . . . . ? N3 Ni1 N5 Ni2 173.89(10) . . . . ? O1W Ni1 N5 Ni2 84.76(11) . . . . ? N8 Ni1 N5 Ni2 -90.12(11) . . . . ? N2 Ni2 N5 N6 -89.2(7) . . . . ? O1 Ni2 N5 N6 -126.0(2) . . . . ? N4 Ni2 N5 N6 55.7(2) . . . . ? N11 Ni2 N5 N6 145.3(2) . . . . ? O2W Ni2 N5 N6 -39.3(2) . . . . ? N2 Ni2 N5 Ni1 37.9(7) . . . . ? O1 Ni2 N5 Ni1 1.20(10) . . . . ? N4 Ni2 N5 Ni1 -177.13(10) . . . . ? N11 Ni2 N5 Ni1 -87.52(12) . . . . ? O2W Ni2 N5 Ni1 87.84(10) . . . . ? Ni1 N5 N6 N7 102(8) . . . . ? Ni2 N5 N6 N7 -140(8) . . . . ? N1 Ni1 N8 N9 96.7(3) . . . . ? O1 Ni1 N8 N9 -172.7(3) . . . . ? N5 Ni1 N8 N9 -92.1(3) . . . . ? N3 Ni1 N8 N9 2.3(3) . . . . ? O1W Ni1 N8 N9 -138.2(8) . . . . ? Ni1 N8 N9 N10 -157(8) . . . . ? N2 Ni2 N11 N12 61.6(3) . . . . ? O1 Ni2 N11 N12 153.1(3) . . . . ? N4 Ni2 N11 N12 -33.1(3) . . . . ? N5 Ni2 N11 N12 -126.2(3) . . . . ? O2W Ni2 N11 N12 168.5(11) . . . . ? Ni2 N11 N12 N13 175(100) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 26.53 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 0.469 _refine_diff_density_min -0.272 _refine_diff_density_rms 0.060 _database_code_depnum_ccdc_archive 'CCDC 942026' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_7 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H33 N7 Ni2 O5' _chemical_formula_sum 'C23 H33 N7 Ni2 O5' _chemical_formula_weight 604.98 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' 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 9.4253(5) _cell_length_b 12.6299(7) _cell_length_c 13.0653(7) _cell_angle_alpha 100.035(2) _cell_angle_beta 96.381(2) _cell_angle_gamma 111.476(2) _cell_volume 1398.96(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4643 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 23.58 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.436 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 1.390 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.785 _exptl_absorpt_correction_T_max 0.814 _exptl_absorpt_process_details 'Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Bruker APEX-2 CCD area detector' _diffrn_measurement_method '/w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16496 _diffrn_reflns_av_R_equivalents 0.0349 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 25.51 _reflns_number_total 5119 _reflns_number_gt 4064 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX-2' _computing_cell_refinement 'Bruker APEX-2' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELX97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELX97 (Sheldrick, 2008)' _computing_molecular_graphics 'Ortep3 for Windows (Farrugia,1997)' _computing_publication_material 'Wingx 1.80.05 (Farrugia, 1999)' _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^ > 2\s(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^)+(0.0658P)^2^+1.4292P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5119 _refine_ls_number_parameters 335 _refine_ls_number_restraints 16 _refine_ls_R_factor_all 0.0595 _refine_ls_R_factor_gt 0.0451 _refine_ls_wR_factor_ref 0.1331 _refine_ls_wR_factor_gt 0.1205 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.068 _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 0.26808(5) 0.07359(4) 0.81118(4) 0.04078(17) Uani 1 1 d . B . Ni2 Ni 0.17244(5) 0.29653(4) 0.77763(4) 0.03793(16) Uani 1 1 d . A . O1 O 0.2357(3) 0.2163(2) 0.8864(2) 0.0409(6) Uani 1 1 d . . . O2 O 0.3580(3) 0.1315(3) 0.6889(2) 0.0521(7) Uani 1 1 d . . . O3 O 0.3702(3) 0.3147(2) 0.7154(2) 0.0511(7) Uani 1 1 d . . . O4 O 0.0386(3) 0.1550(2) 0.6612(2) 0.0500(7) Uani 1 1 d . . . O5 O 0.0451(3) 0.0036(2) 0.7258(2) 0.0534(7) Uani 1 1 d . . . N1 N 0.1939(4) -0.0048(3) 0.9278(3) 0.0478(8) Uani 1 1 d . B . N2 N 0.2853(4) 0.4507(3) 0.8844(3) 0.0438(8) Uani 1 1 d . A . N5 N 0.4996(4) 0.1532(3) 0.8997(3) 0.0573(9) Uani 1 1 d . . . N6 N 0.7604(5) 0.3017(4) 0.9222(4) 0.0762(13) Uani 1 1 d . . . N7 N -0.0270(4) 0.2802(3) 0.8416(3) 0.0581(10) Uani 1 1 d . . . C1 C 0.2511(4) 0.2503(3) 0.9891(3) 0.0403(9) Uani 1 1 d . . . C2 C 0.2297(5) 0.1702(4) 1.0565(3) 0.0481(10) Uani 1 1 d . . . C3 C 0.2432(5) 0.2104(4) 1.1659(4) 0.0594(12) Uani 1 1 d . . . H3 H 0.2258 0.1564 1.2081 0.071 Uiso 1 1 calc R . . C4 C 0.2805(5) 0.3249(4) 1.2134(3) 0.0631(13) Uani 1 1 d . . . C5 C 0.2941(7) 0.3647(6) 1.3328(4) 0.0898(19) Uani 1 1 d . . . H5A H 0.2742 0.2987 1.3643 0.135 Uiso 1 1 calc R . . H5B H 0.2196 0.3983 1.3459 0.135 Uiso 1 1 calc R . . H5C H 0.3969 0.4220 1.3631 0.135 Uiso 1 1 calc R . . C6 C 0.3036(5) 0.4021(4) 1.1489(4) 0.0594(12) Uani 1 1 d . . . H6 H 0.3310 0.4806 1.1800 0.071 Uiso 1 1 calc R . . C7 C 0.2882(5) 0.3690(4) 1.0385(3) 0.0448(9) Uani 1 1 d . . . C8 C 0.3154(5) 0.4632(4) 0.9842(3) 0.0489(10) Uani 1 1 d . . . H8 H 0.3585 0.5392 1.0258 0.059 Uiso 1 1 calc R . . N4 N 0.1352(5) 0.4131(3) 0.6789(3) 0.0579(10) Uani 1 1 d D . . C9 C 0.3044(6) 0.5540(4) 0.8420(4) 0.0607(12) Uani 1 1 d D . . H9A H 0.2286 0.5848 0.8624 0.073 Uiso 0.624(10) 1 calc PR A 1 H9B H 0.4072 0.6141 0.8718 0.073 Uiso 0.624(10) 1 calc PR A 1 H9C H 0.3996 0.5784 0.8143 0.073 Uiso 0.376(10) 1 calc PR A 2 H9D H 0.3096 0.6181 0.8974 0.073 Uiso 0.376(10) 1 calc PR A 2 C10 C 0.2840(7) 0.5245(5) 0.7266(5) 0.0412(18) Uiso 0.624(10) 1 d PD A 1 H10A H 0.3735 0.5116 0.7064 0.049 Uiso 0.624(10) 1 calc PR A 1 H10B H 0.2767 0.5891 0.6988 0.049 Uiso 0.624(10) 1 calc PR A 1 C11 C 0.1442(12) 0.3759(9) 0.5695(6) 0.065(2) Uiso 0.624(10) 1 d PD A 1 H11A H 0.1123 0.2925 0.5512 0.097 Uiso 0.624(10) 1 calc PR A 1 H11B H 0.2492 0.4128 0.5600 0.097 Uiso 0.624(10) 1 calc PR A 1 H11C H 0.0772 0.3978 0.5246 0.097 Uiso 0.624(10) 1 calc PR A 1 C12 C 0.0052(11) 0.4439(9) 0.6875(8) 0.073(3) Uiso 0.624(10) 1 d PD A 1 H12A H 0.0008 0.4657 0.7609 0.110 Uiso 0.624(10) 1 calc PR A 1 H12B H -0.0885 0.3782 0.6521 0.110 Uiso 0.624(10) 1 calc PR A 1 H12C H 0.0156 0.5085 0.6555 0.110 Uiso 0.624(10) 1 calc PR A 1 C10B C 0.1650(16) 0.5209(11) 0.7542(10) 0.075(5) Uiso 0.376(10) 1 d PD A 2 H10C H 0.0739 0.5126 0.7854 0.090 Uiso 0.376(10) 1 calc PR A 2 H10D H 0.1829 0.5835 0.7172 0.090 Uiso 0.376(10) 1 calc PR A 2 C11B C 0.202(2) 0.4075(16) 0.5840(11) 0.075(5) Uiso 0.376(10) 1 d PD A 2 H11D H 0.2939 0.3922 0.5981 0.112 Uiso 0.376(10) 1 calc PR A 2 H11E H 0.2282 0.4807 0.5635 0.112 Uiso 0.376(10) 1 calc PR A 2 H11F H 0.1279 0.3459 0.5278 0.112 Uiso 0.376(10) 1 calc PR A 2 C12B C -0.0401(15) 0.3733(18) 0.6379(15) 0.096(7) Uani 0.376(10) 1 d PD A 2 H12D H -0.0922 0.3748 0.6968 0.144 Uiso 0.376(10) 1 calc PR A 2 H12E H -0.0804 0.2952 0.5945 0.144 Uiso 0.376(10) 1 calc PR A 2 H12F H -0.0568 0.4251 0.5967 0.144 Uiso 0.376(10) 1 calc PR A 2 C13 C 0.1923(5) 0.0462(4) 1.0204(4) 0.0530(11) Uani 1 1 d . . . H13 H 0.1648 0.0000 1.0689 0.064 Uiso 1 1 calc R . . N3 N 0.2915(5) -0.0925(3) 0.7517(3) 0.0646(11) Uani 1 1 d D . . C14 C 0.1661(6) -0.1291(4) 0.9030(5) 0.0728(15) Uani 1 1 d D . . H14A H 0.0635 -0.1746 0.8600 0.087 Uiso 0.566(9) 1 calc PR B 1 H14B H 0.1721 -0.1563 0.9677 0.087 Uiso 0.566(9) 1 calc PR B 1 H14C H 0.2491 -0.1398 0.9450 0.087 Uiso 0.434(9) 1 calc PR B 2 H14D H 0.0698 -0.1724 0.9239 0.087 Uiso 0.434(9) 1 calc PR B 2 C15 C 0.2882(11) -0.1437(8) 0.8435(7) 0.069(3) Uiso 0.566(9) 1 d PD B 1 H15A H 0.3891 -0.1062 0.8902 0.083 Uiso 0.566(9) 1 calc PR B 1 H15B H 0.2666 -0.2263 0.8206 0.083 Uiso 0.566(9) 1 calc PR B 1 C16 C 0.4527(11) -0.0705(10) 0.7249(9) 0.088(3) Uiso 0.566(9) 1 d PD B 1 H16A H 0.4631 -0.0356 0.6651 0.132 Uiso 0.566(9) 1 calc PR B 1 H16B H 0.4649 -0.1434 0.7084 0.132 Uiso 0.566(9) 1 calc PR B 1 H16C H 0.5310 -0.0187 0.7846 0.132 Uiso 0.566(9) 1 calc PR B 1 C17 C 0.1787(12) -0.1649(9) 0.6573(8) 0.071(3) Uiso 0.566(9) 1 d PD B 1 H17A H 0.1943 -0.1251 0.6007 0.106 Uiso 0.566(9) 1 calc PR B 1 H17B H 0.0758 -0.1803 0.6709 0.106 Uiso 0.566(9) 1 calc PR B 1 H17C H 0.1909 -0.2375 0.6375 0.106 Uiso 0.566(9) 1 calc PR B 1 C15B C 0.1567(12) -0.1778(9) 0.7942(8) 0.061(3) Uiso 0.434(9) 1 d PD B 2 H15C H 0.0574 -0.1898 0.7534 0.073 Uiso 0.434(9) 1 calc PR B 2 H15D H 0.1650 -0.2530 0.7867 0.073 Uiso 0.434(9) 1 calc PR B 2 C16B C 0.4318(13) -0.1022(12) 0.7929(11) 0.076(4) Uiso 0.434(9) 1 d PD B 2 H16D H 0.4567 -0.0730 0.8684 0.114 Uiso 0.434(9) 1 calc PR B 2 H16E H 0.5147 -0.0573 0.7620 0.114 Uiso 0.434(9) 1 calc PR B 2 H16F H 0.4184 -0.1827 0.7762 0.114 Uiso 0.434(9) 1 calc PR B 2 C17B C 0.2434(15) -0.1366(11) 0.6374(8) 0.061(3) Uiso 0.434(9) 1 d PD B 2 H17D H 0.1486 -0.1282 0.6144 0.092 Uiso 0.434(9) 1 calc PR B 2 H17E H 0.2271 -0.2177 0.6193 0.092 Uiso 0.434(9) 1 calc PR B 2 H17F H 0.3228 -0.0929 0.6033 0.092 Uiso 0.434(9) 1 calc PR B 2 C18 C 0.4072(5) 0.2335(4) 0.6749(3) 0.0474(10) Uani 1 1 d . . . C19 C 0.5238(6) 0.2608(5) 0.6025(5) 0.0777(16) Uani 1 1 d . . . H19A H 0.5430 0.1923 0.5767 0.117 Uiso 1 1 calc R . . H19B H 0.6191 0.3229 0.6411 0.117 Uiso 1 1 calc R . . H19C H 0.4832 0.2844 0.5439 0.117 Uiso 1 1 calc R . . C20 C -0.0139(5) 0.0493(4) 0.6647(3) 0.0482(10) Uani 1 1 d . . . C21 C -0.1632(6) -0.0302(4) 0.5886(4) 0.0741(16) Uani 1 1 d . . . H21A H -0.1964 0.0141 0.5459 0.111 Uiso 1 1 calc R . . H21B H -0.2418 -0.0638 0.6278 0.111 Uiso 1 1 calc R . . H21C H -0.1461 -0.0915 0.5438 0.111 Uiso 1 1 calc R . . C28 C 0.6233(5) 0.2193(4) 0.9064(3) 0.0475(10) Uani 1 1 d . . . C29 C -0.1307(5) 0.2848(4) 0.8762(3) 0.0479(10) 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 0.0393(3) 0.0396(3) 0.0448(3) 0.0107(2) 0.0062(2) 0.0172(2) Ni2 0.0391(3) 0.0399(3) 0.0377(3) 0.0112(2) 0.0100(2) 0.0171(2) O1 0.0475(15) 0.0439(14) 0.0355(15) 0.0110(12) 0.0091(11) 0.0217(12) O2 0.0618(18) 0.0494(17) 0.0521(18) 0.0121(14) 0.0189(14) 0.0275(14) O3 0.0508(16) 0.0464(16) 0.0601(19) 0.0132(14) 0.0261(14) 0.0190(13) O4 0.0539(16) 0.0456(16) 0.0451(17) 0.0101(13) -0.0008(13) 0.0164(13) O5 0.0476(16) 0.0470(16) 0.0589(19) 0.0161(14) -0.0036(14) 0.0133(13) N1 0.0430(18) 0.0438(19) 0.058(2) 0.0187(17) 0.0075(16) 0.0157(15) N2 0.0476(18) 0.0383(17) 0.045(2) 0.0097(15) 0.0107(15) 0.0160(14) N5 0.042(2) 0.069(2) 0.062(2) 0.014(2) 0.0095(17) 0.0243(19) N6 0.054(2) 0.058(2) 0.111(4) -0.001(2) 0.038(2) 0.0179(19) N7 0.0410(19) 0.070(3) 0.068(3) 0.018(2) 0.0195(18) 0.0229(18) C1 0.0287(17) 0.050(2) 0.040(2) 0.0104(18) 0.0068(15) 0.0134(16) C2 0.044(2) 0.059(3) 0.041(2) 0.021(2) 0.0134(17) 0.0143(19) C3 0.056(3) 0.072(3) 0.048(3) 0.025(2) 0.015(2) 0.017(2) C4 0.063(3) 0.076(3) 0.035(2) 0.014(2) 0.014(2) 0.009(2) C5 0.108(5) 0.100(4) 0.039(3) 0.013(3) 0.017(3) 0.016(4) C6 0.061(3) 0.059(3) 0.047(3) 0.003(2) 0.014(2) 0.014(2) C7 0.047(2) 0.050(2) 0.036(2) 0.0089(18) 0.0123(17) 0.0169(18) C8 0.057(2) 0.040(2) 0.044(3) 0.0012(19) 0.0101(19) 0.0159(18) N4 0.079(3) 0.059(2) 0.046(2) 0.0151(18) 0.0116(19) 0.038(2) C9 0.076(3) 0.046(2) 0.061(3) 0.017(2) 0.014(2) 0.023(2) C12B 0.107(13) 0.142(18) 0.100(14) 0.065(13) 0.013(11) 0.102(13) C13 0.049(2) 0.059(3) 0.055(3) 0.031(2) 0.011(2) 0.018(2) N3 0.082(3) 0.052(2) 0.066(3) 0.010(2) 0.008(2) 0.037(2) C14 0.069(3) 0.048(3) 0.108(5) 0.034(3) 0.019(3) 0.023(2) C18 0.042(2) 0.053(3) 0.043(2) 0.007(2) 0.0097(18) 0.0166(19) C19 0.077(3) 0.074(3) 0.088(4) 0.017(3) 0.052(3) 0.028(3) C20 0.045(2) 0.047(2) 0.045(2) 0.0074(19) 0.0053(18) 0.0124(18) C21 0.066(3) 0.063(3) 0.068(3) 0.019(3) -0.014(3) 0.003(2) C28 0.041(2) 0.058(3) 0.049(3) 0.011(2) 0.0139(18) 0.025(2) C29 0.043(2) 0.045(2) 0.056(3) 0.013(2) 0.012(2) 0.0161(18) _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 2.011(3) . ? Ni1 O2 2.014(3) . ? Ni1 O1 2.040(3) . ? Ni1 O5 2.053(3) . ? Ni1 N5 2.130(4) . ? Ni1 N3 2.205(4) . ? Ni2 N2 2.018(3) . ? Ni2 O4 2.019(3) . ? Ni2 O1 2.039(3) . ? Ni2 O3 2.068(3) . ? Ni2 N7 2.098(4) . ? Ni2 N4 2.212(4) . ? O1 C1 1.310(4) . ? O2 C18 1.255(5) . ? O3 C18 1.251(5) . ? O4 C20 1.253(5) . ? O5 C20 1.256(5) . ? N1 C13 1.272(6) . ? N1 C14 1.464(6) . ? N2 C8 1.273(5) . ? N2 C9 1.464(5) . ? N5 C28 1.142(5) . ? N6 C28 1.294(6) . ? N6 C29 1.309(6) 1_655 ? N7 C29 1.137(5) . ? C1 C7 1.420(6) . ? C1 C2 1.427(5) . ? C2 C3 1.406(6) . ? C2 C13 1.449(6) . ? C3 C4 1.365(7) . ? C3 H3 0.9300 . ? C4 C6 1.371(6) . ? C4 C5 1.529(6) . ? C5 H5A 0.9600 . ? C5 H5B 0.9600 . ? C5 H5C 0.9600 . ? C6 C7 1.406(6) . ? C6 H6 0.9300 . ? C7 C8 1.447(6) . ? C8 H8 0.9300 . ? N4 C12 1.425(9) . ? N4 C11 1.446(8) . ? N4 C10B 1.448(12) . ? N4 C11B 1.453(12) . ? N4 C12B 1.540(12) . ? N4 C10 1.546(7) . ? C9 C10 1.462(7) . ? C9 C10B 1.521(13) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C9 H9D 0.9700 . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C10B H10C 0.9700 . ? C10B H10D 0.9700 . ? C11B H11D 0.9600 . ? C11B H11E 0.9600 . ? C11B H11F 0.9600 . ? C12B H12D 0.9600 . ? C12B H12E 0.9600 . ? C12B H12F 0.9600 . ? C13 H13 0.9300 . ? N3 C16B 1.428(11) . ? N3 C17 1.447(9) . ? N3 C17B 1.455(10) . ? N3 C15 1.458(9) . ? N3 C16 1.533(10) . ? N3 C15B 1.564(10) . ? C14 C15B 1.426(11) . ? C14 C15 1.505(10) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C14 H14D 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C15B H15C 0.9700 . ? C15B H15D 0.9700 . ? C16B H16D 0.9600 . ? C16B H16E 0.9600 . ? C16B H16F 0.9600 . ? C17B H17D 0.9600 . ? C17B H17E 0.9600 . ? C17B H17F 0.9600 . ? C18 C19 1.512(6) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.511(6) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C29 N6 1.309(6) 1_455 ? 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 O2 170.19(13) . . ? N1 Ni1 O1 88.63(13) . . ? O2 Ni1 O1 100.66(11) . . ? N1 Ni1 O5 90.44(13) . . ? O2 Ni1 O5 92.51(12) . . ? O1 Ni1 O5 90.90(11) . . ? N1 Ni1 N5 90.77(14) . . ? O2 Ni1 N5 86.63(14) . . ? O1 Ni1 N5 87.09(13) . . ? O5 Ni1 N5 177.63(13) . . ? N1 Ni1 N3 82.16(15) . . ? O2 Ni1 N3 88.51(14) . . ? O1 Ni1 N3 170.78(13) . . ? O5 Ni1 N3 89.58(14) . . ? N5 Ni1 N3 92.61(15) . . ? N2 Ni2 O4 170.80(13) . . ? N2 Ni2 O1 88.37(12) . . ? O4 Ni2 O1 99.87(11) . . ? N2 Ni2 O3 91.33(12) . . ? O4 Ni2 O3 92.59(12) . . ? O1 Ni2 O3 91.05(11) . . ? N2 Ni2 N7 88.03(14) . . ? O4 Ni2 N7 88.01(14) . . ? O1 Ni2 N7 89.14(13) . . ? O3 Ni2 N7 179.33(14) . . ? N2 Ni2 N4 81.56(14) . . ? O4 Ni2 N4 90.35(13) . . ? O1 Ni2 N4 169.65(13) . . ? O3 Ni2 N4 86.82(13) . . ? N7 Ni2 N4 92.88(15) . . ? C1 O1 Ni2 125.2(2) . . ? C1 O1 Ni1 125.1(2) . . ? Ni2 O1 Ni1 109.78(12) . . ? C18 O2 Ni1 128.9(3) . . ? C18 O3 Ni2 126.3(3) . . ? C20 O4 Ni2 128.7(3) . . ? C20 O5 Ni1 126.9(3) . . ? C13 N1 C14 120.5(4) . . ? C13 N1 Ni1 126.2(3) . . ? C14 N1 Ni1 112.5(3) . . ? C8 N2 C9 118.9(4) . . ? C8 N2 Ni2 125.4(3) . . ? C9 N2 Ni2 114.6(3) . . ? C28 N5 Ni1 146.7(4) . . ? C28 N6 C29 120.9(4) . 1_655 ? C29 N7 Ni2 172.0(4) . . ? O1 C1 C7 121.2(3) . . ? O1 C1 C2 121.9(4) . . ? C7 C1 C2 116.8(4) . . ? C3 C2 C1 119.8(4) . . ? C3 C2 C13 115.6(4) . . ? C1 C2 C13 124.6(4) . . ? C4 C3 C2 123.3(4) . . ? C4 C3 H3 118.4 . . ? C2 C3 H3 118.4 . . ? C3 C4 C6 116.9(4) . . ? C3 C4 C5 121.5(5) . . ? C6 C4 C5 121.6(5) . . ? C4 C5 H5A 109.5 . . ? C4 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C4 C6 C7 123.6(4) . . ? C4 C6 H6 118.2 . . ? C7 C6 H6 118.2 . . ? C6 C7 C1 119.5(4) . . ? C6 C7 C8 115.3(4) . . ? C1 C7 C8 125.2(4) . . ? N2 C8 C7 125.4(4) . . ? N2 C8 H8 117.3 . . ? C7 C8 H8 117.3 . . ? C12 N4 C11 111.7(6) . . ? C12 N4 C10B 63.9(6) . . ? C11 N4 C10B 138.2(8) . . ? C12 N4 C11B 123.8(9) . . ? C11 N4 C11B 21.1(7) . . ? C10B N4 C11B 123.8(10) . . ? C12 N4 C12B 36.1(8) . . ? C11 N4 C12B 85.7(8) . . ? C10B N4 C12B 100.0(9) . . ? C11B N4 C12B 104.8(10) . . ? C12 N4 C10 107.7(5) . . ? C11 N4 C10 106.0(5) . . ? C10B N4 C10 47.3(6) . . ? C11B N4 C10 85.3(8) . . ? C12B N4 C10 141.6(8) . . ? C12 N4 Ni2 117.5(5) . . ? C11 N4 Ni2 112.7(5) . . ? C10B N4 Ni2 104.3(6) . . ? C11B N4 Ni2 113.3(8) . . ? C12B N4 Ni2 109.3(6) . . ? C10 N4 Ni2 99.8(3) . . ? C10 C9 N2 110.7(4) . . ? C10 C9 C10B 47.6(6) . . ? N2 C9 C10B 107.5(6) . . ? C10 C9 H9A 109.5 . . ? N2 C9 H9A 109.5 . . ? C10B C9 H9A 66.3 . . ? C10 C9 H9B 109.5 . . ? N2 C9 H9B 109.5 . . ? C10B C9 H9B 142.0 . . ? H9A C9 H9B 108.1 . . ? C10 C9 H9C 64.8 . . ? N2 C9 H9C 110.2 . . ? C10B C9 H9C 110.2 . . ? H9A C9 H9C 139.0 . . ? H9B C9 H9C 47.9 . . ? C10 C9 H9D 138.1 . . ? N2 C9 H9D 110.2 . . ? C10B C9 H9D 110.2 . . ? H9A C9 H9D 46.6 . . ? H9B C9 H9D 64.0 . . ? H9C C9 H9D 108.5 . . ? C9 C10 N4 110.3(4) . . ? C9 C10 H10A 109.6 . . ? N4 C10 H10A 109.6 . . ? C9 C10 H10B 109.6 . . ? N4 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C10B C9 112.6(9) . . ? N4 C10B H10C 109.1 . . ? C9 C10B H10C 109.1 . . ? N4 C10B H10D 109.1 . . ? C9 C10B H10D 109.1 . . ? H10C C10B H10D 107.8 . . ? N4 C11B H11D 109.5 . . ? N4 C11B H11E 109.5 . . ? H11D C11B H11E 109.5 . . ? N4 C11B H11F 109.5 . . ? H11D C11B H11F 109.5 . . ? H11E C11B H11F 109.5 . . ? N4 C12B H12D 109.5 . . ? N4 C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? N4 C12B H12F 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? N1 C13 C2 125.5(4) . . ? N1 C13 H13 117.3 . . ? C2 C13 H13 117.3 . . ? C16B N3 C17 127.6(8) . . ? C16B N3 C17B 113.2(8) . . ? C17 N3 C17B 27.5(5) . . ? C16B N3 C15 64.1(7) . . ? C17 N3 C15 116.1(6) . . ? C17B N3 C15 136.1(7) . . ? C16B N3 C16 41.2(6) . . ? C17 N3 C16 107.1(7) . . ? C17B N3 C16 82.1(7) . . ? C15 N3 C16 105.2(6) . . ? C16B N3 C15B 107.6(7) . . ? C17 N3 C15B 75.8(6) . . ? C17B N3 C15B 102.7(7) . . ? C15 N3 C15B 47.2(5) . . ? C16 N3 C15B 143.6(7) . . ? C16B N3 Ni1 117.1(6) . . ? C17 N3 Ni1 113.4(5) . . ? C17B N3 Ni1 113.9(5) . . ? C15 N3 Ni1 103.8(4) . . ? C16 N3 Ni1 111.1(5) . . ? C15B N3 Ni1 99.9(5) . . ? C15B C14 N1 114.7(6) . . ? C15B C14 C15 48.8(6) . . ? N1 C14 C15 108.0(5) . . ? C15B C14 H14A 62.5 . . ? N1 C14 H14A 110.1 . . ? C15 C14 H14A 110.1 . . ? C15B C14 H14B 134.6 . . ? N1 C14 H14B 110.1 . . ? C15 C14 H14B 110.1 . . ? H14A C14 H14B 108.4 . . ? C15B C14 H14C 108.6 . . ? N1 C14 H14C 108.6 . . ? C15 C14 H14C 65.5 . . ? H14A C14 H14C 140.1 . . ? H14B C14 H14C 47.7 . . ? C15B C14 H14D 108.6 . . ? N1 C14 H14D 108.6 . . ? C15 C14 H14D 143.0 . . ? H14A C14 H14D 50.4 . . ? H14B C14 H14D 61.8 . . ? H14C C14 H14D 107.6 . . ? N3 C15 C14 110.9(6) . . ? N3 C15 H15A 109.5 . . ? C14 C15 H15A 109.5 . . ? N3 C15 H15B 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 108.0 . . ? N3 C16 H16A 109.5 . . ? N3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N3 C17 H17A 109.5 . . ? N3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C14 C15B N3 109.3(7) . . ? C14 C15B H15C 109.8 . . ? N3 C15B H15C 109.8 . . ? C14 C15B H15D 109.8 . . ? N3 C15B H15D 109.8 . . ? H15C C15B H15D 108.3 . . ? N3 C16B H16D 109.5 . . ? N3 C16B H16E 109.5 . . ? H16D C16B H16E 109.5 . . ? N3 C16B H16F 109.5 . . ? H16D C16B H16F 109.5 . . ? H16E C16B H16F 109.5 . . ? N3 C17B H17D 109.5 . . ? N3 C17B H17E 109.5 . . ? H17D C17B H17E 109.5 . . ? N3 C17B H17F 109.5 . . ? H17D C17B H17F 109.5 . . ? H17E C17B H17F 109.5 . . ? O3 C18 O2 126.5(4) . . ? O3 C18 C19 117.1(4) . . ? O2 C18 C19 116.4(4) . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O4 C20 O5 126.2(4) . . ? O4 C20 C21 116.7(4) . . ? O5 C20 C21 117.1(4) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N5 C28 N6 173.6(5) . . ? N7 C29 N6 173.6(5) . 1_455 ? 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 N2 Ni2 O1 C1 33.2(3) . . . . ? O4 Ni2 O1 C1 -142.6(3) . . . . ? O3 Ni2 O1 C1 124.5(3) . . . . ? N7 Ni2 O1 C1 -54.8(3) . . . . ? N4 Ni2 O1 C1 46.6(8) . . . . ? N2 Ni2 O1 Ni1 -147.61(14) . . . . ? O4 Ni2 O1 Ni1 36.51(14) . . . . ? O3 Ni2 O1 Ni1 -56.31(13) . . . . ? N7 Ni2 O1 Ni1 124.34(15) . . . . ? N4 Ni2 O1 Ni1 -134.3(6) . . . . ? N1 Ni1 O1 C1 31.4(3) . . . . ? O2 Ni1 O1 C1 -145.5(3) . . . . ? O5 Ni1 O1 C1 121.8(3) . . . . ? N5 Ni1 O1 C1 -59.5(3) . . . . ? N3 Ni1 O1 C1 28.8(9) . . . . ? N1 Ni1 O1 Ni2 -147.80(14) . . . . ? O2 Ni1 O1 Ni2 35.33(14) . . . . ? O5 Ni1 O1 Ni2 -57.39(13) . . . . ? N5 Ni1 O1 Ni2 121.35(15) . . . . ? N3 Ni1 O1 Ni2 -150.3(8) . . . . ? N1 Ni1 O2 C18 -149.4(7) . . . . ? O1 Ni1 O2 C18 11.9(4) . . . . ? O5 Ni1 O2 C18 103.3(4) . . . . ? N5 Ni1 O2 C18 -74.5(4) . . . . ? N3 Ni1 O2 C18 -167.2(4) . . . . ? N2 Ni2 O3 C18 148.8(3) . . . . ? O4 Ni2 O3 C18 -39.6(3) . . . . ? O1 Ni2 O3 C18 60.4(3) . . . . ? N7 Ni2 O3 C18 167(12) . . . . ? N4 Ni2 O3 C18 -129.8(4) . . . . ? N2 Ni2 O4 C20 -141.0(7) . . . . ? O1 Ni2 O4 C20 12.4(4) . . . . ? O3 Ni2 O4 C20 103.9(4) . . . . ? N7 Ni2 O4 C20 -76.4(4) . . . . ? N4 Ni2 O4 C20 -169.3(4) . . . . ? N1 Ni1 O5 C20 147.3(4) . . . . ? O2 Ni1 O5 C20 -42.1(4) . . . . ? O1 Ni1 O5 C20 58.6(4) . . . . ? N5 Ni1 O5 C20 27(3) . . . . ? N3 Ni1 O5 C20 -130.6(4) . . . . ? O2 Ni1 N1 C13 140.4(7) . . . . ? O1 Ni1 N1 C13 -21.2(4) . . . . ? O5 Ni1 N1 C13 -112.1(4) . . . . ? N5 Ni1 N1 C13 65.9(4) . . . . ? N3 Ni1 N1 C13 158.4(4) . . . . ? O2 Ni1 N1 C14 -29.0(9) . . . . ? O1 Ni1 N1 C14 169.4(3) . . . . ? O5 Ni1 N1 C14 78.5(3) . . . . ? N5 Ni1 N1 C14 -103.5(3) . . . . ? N3 Ni1 N1 C14 -11.0(3) . . . . ? O4 Ni2 N2 C8 131.0(7) . . . . ? O1 Ni2 N2 C8 -22.8(3) . . . . ? O3 Ni2 N2 C8 -113.8(4) . . . . ? N7 Ni2 N2 C8 66.4(4) . . . . ? N4 Ni2 N2 C8 159.6(4) . . . . ? O4 Ni2 N2 C9 -36.7(9) . . . . ? O1 Ni2 N2 C9 169.6(3) . . . . ? O3 Ni2 N2 C9 78.5(3) . . . . ? N7 Ni2 N2 C9 -101.2(3) . . . . ? N4 Ni2 N2 C9 -8.0(3) . . . . ? N1 Ni1 N5 C28 -171.2(7) . . . . ? O2 Ni1 N5 C28 18.3(7) . . . . ? O1 Ni1 N5 C28 -82.6(7) . . . . ? O5 Ni1 N5 C28 -51(4) . . . . ? N3 Ni1 N5 C28 106.6(7) . . . . ? N2 Ni2 N7 C29 44(3) . . . . ? O4 Ni2 N7 C29 -128(3) . . . . ? O1 Ni2 N7 C29 133(3) . . . . ? O3 Ni2 N7 C29 26(14) . . . . ? N4 Ni2 N7 C29 -37(3) . . . . ? Ni2 O1 C1 C7 -26.5(5) . . . . ? Ni1 O1 C1 C7 154.5(3) . . . . ? Ni2 O1 C1 C2 152.6(3) . . . . ? Ni1 O1 C1 C2 -26.4(5) . . . . ? O1 C1 C2 C3 -178.2(4) . . . . ? C7 C1 C2 C3 1.0(6) . . . . ? O1 C1 C2 C13 1.2(6) . . . . ? C7 C1 C2 C13 -179.7(4) . . . . ? C1 C2 C3 C4 -1.9(7) . . . . ? C13 C2 C3 C4 178.8(4) . . . . ? C2 C3 C4 C6 0.8(7) . . . . ? C2 C3 C4 C5 -179.9(5) . . . . ? C3 C4 C6 C7 1.1(7) . . . . ? C5 C4 C6 C7 -178.1(5) . . . . ? C4 C6 C7 C1 -1.9(7) . . . . ? C4 C6 C7 C8 179.2(4) . . . . ? O1 C1 C7 C6 179.9(4) . . . . ? C2 C1 C7 C6 0.7(6) . . . . ? O1 C1 C7 C8 -1.3(6) . . . . ? C2 C1 C7 C8 179.5(4) . . . . ? C9 N2 C8 C7 173.7(4) . . . . ? Ni2 N2 C8 C7 6.5(6) . . . . ? C6 C7 C8 N2 -168.8(4) . . . . ? C1 C7 C8 N2 12.3(7) . . . . ? N2 Ni2 N4 C12 -85.8(5) . . . . ? O4 Ni2 N4 C12 89.8(5) . . . . ? O1 Ni2 N4 C12 -99.3(8) . . . . ? O3 Ni2 N4 C12 -177.7(5) . . . . ? N7 Ni2 N4 C12 1.7(6) . . . . ? N2 Ni2 N4 C11 142.2(5) . . . . ? O4 Ni2 N4 C11 -42.2(5) . . . . ? O1 Ni2 N4 C11 128.7(7) . . . . ? O3 Ni2 N4 C11 50.4(5) . . . . ? N7 Ni2 N4 C11 -130.2(5) . . . . ? N2 Ni2 N4 C10B -18.1(6) . . . . ? O4 Ni2 N4 C10B 157.5(6) . . . . ? O1 Ni2 N4 C10B -31.5(10) . . . . ? O3 Ni2 N4 C10B -109.9(6) . . . . ? N7 Ni2 N4 C10B 69.5(6) . . . . ? N2 Ni2 N4 C11B 119.2(9) . . . . ? O4 Ni2 N4 C11B -65.2(9) . . . . ? O1 Ni2 N4 C11B 105.8(11) . . . . ? O3 Ni2 N4 C11B 27.4(9) . . . . ? N7 Ni2 N4 C11B -153.2(9) . . . . ? N2 Ni2 N4 C12B -124.3(9) . . . . ? O4 Ni2 N4 C12B 51.3(9) . . . . ? O1 Ni2 N4 C12B -137.8(10) . . . . ? O3 Ni2 N4 C12B 143.9(9) . . . . ? N7 Ni2 N4 C12B -36.7(9) . . . . ? N2 Ni2 N4 C10 30.2(3) . . . . ? O4 Ni2 N4 C10 -154.2(3) . . . . ? O1 Ni2 N4 C10 16.7(8) . . . . ? O3 Ni2 N4 C10 -61.7(3) . . . . ? N7 Ni2 N4 C10 117.7(3) . . . . ? C8 N2 C9 C10 172.6(4) . . . . ? Ni2 N2 C9 C10 -18.9(5) . . . . ? C8 N2 C9 C10B -137.0(7) . . . . ? Ni2 N2 C9 C10B 31.6(7) . . . . ? N2 C9 C10 N4 48.1(6) . . . . ? C10B C9 C10 N4 -47.1(7) . . . . ? C12 N4 C10 C9 73.3(7) . . . . ? C11 N4 C10 C9 -167.0(6) . . . . ? C10B N4 C10 C9 50.7(8) . . . . ? C11B N4 C10 C9 -162.7(9) . . . . ? C12B N4 C10 C9 89.3(13) . . . . ? Ni2 N4 C10 C9 -49.8(5) . . . . ? C12 N4 C10B C9 155.0(13) . . . . ? C11 N4 C10B C9 -111.0(11) . . . . ? C11B N4 C10B C9 -90.3(14) . . . . ? C12B N4 C10B C9 154.1(10) . . . . ? C10 N4 C10B C9 -49.1(7) . . . . ? Ni2 N4 C10B C9 41.1(10) . . . . ? C10 C9 C10B N4 52.7(8) . . . . ? N2 C9 C10B N4 -49.6(11) . . . . ? C14 N1 C13 C2 175.0(4) . . . . ? Ni1 N1 C13 C2 6.4(6) . . . . ? C3 C2 C13 N1 -170.8(4) . . . . ? C1 C2 C13 N1 9.9(7) . . . . ? N1 Ni1 N3 C16B -84.8(7) . . . . ? O2 Ni1 N3 C16B 92.2(7) . . . . ? O1 Ni1 N3 C16B -82.2(11) . . . . ? O5 Ni1 N3 C16B -175.3(7) . . . . ? N5 Ni1 N3 C16B 5.6(7) . . . . ? N1 Ni1 N3 C17 109.7(6) . . . . ? O2 Ni1 N3 C17 -73.3(6) . . . . ? O1 Ni1 N3 C17 112.3(9) . . . . ? O5 Ni1 N3 C17 19.2(6) . . . . ? N5 Ni1 N3 C17 -159.9(6) . . . . ? N1 Ni1 N3 C17B 139.8(7) . . . . ? O2 Ni1 N3 C17B -43.3(7) . . . . ? O1 Ni1 N3 C17B 142.3(9) . . . . ? O5 Ni1 N3 C17B 49.3(7) . . . . ? N5 Ni1 N3 C17B -129.8(7) . . . . ? N1 Ni1 N3 C15 -17.1(4) . . . . ? O2 Ni1 N3 C15 159.9(4) . . . . ? O1 Ni1 N3 C15 -14.6(10) . . . . ? O5 Ni1 N3 C15 -107.6(4) . . . . ? N5 Ni1 N3 C15 73.3(4) . . . . ? N1 Ni1 N3 C16 -129.6(5) . . . . ? O2 Ni1 N3 C16 47.3(5) . . . . ? O1 Ni1 N3 C16 -127.1(9) . . . . ? O5 Ni1 N3 C16 139.9(5) . . . . ? N5 Ni1 N3 C16 -39.2(5) . . . . ? N1 Ni1 N3 C15B 31.0(4) . . . . ? O2 Ni1 N3 C15B -152.0(5) . . . . ? O1 Ni1 N3 C15B 33.6(10) . . . . ? O5 Ni1 N3 C15B -59.5(5) . . . . ? N5 Ni1 N3 C15B 121.4(5) . . . . ? C13 N1 C14 C15B 174.4(6) . . . . ? Ni1 N1 C14 C15B -15.5(7) . . . . ? C13 N1 C14 C15 -133.4(5) . . . . ? Ni1 N1 C14 C15 36.7(6) . . . . ? C16B N3 C15 C14 155.9(10) . . . . ? C17 N3 C15 C14 -83.0(9) . . . . ? C17B N3 C15 C14 -106.7(11) . . . . ? C16 N3 C15 C14 158.9(7) . . . . ? C15B N3 C15 C14 -48.8(7) . . . . ? Ni1 N3 C15 C14 42.1(7) . . . . ? C15B C14 C15 N3 53.5(7) . . . . ? N1 C14 C15 N3 -53.9(8) . . . . ? N1 C14 C15B N3 44.9(9) . . . . ? C15 C14 C15B N3 -47.8(6) . . . . ? C16B N3 C15B C14 74.9(10) . . . . ? C17 N3 C15B C14 -159.6(9) . . . . ? C17B N3 C15B C14 -165.4(8) . . . . ? C15 N3 C15B C14 51.7(7) . . . . ? C16 N3 C15B C14 100.8(12) . . . . ? Ni1 N3 C15B C14 -47.9(8) . . . . ? Ni2 O3 C18 O2 -20.7(6) . . . . ? Ni2 O3 C18 C19 159.9(3) . . . . ? Ni1 O2 C18 O3 -23.4(6) . . . . ? Ni1 O2 C18 C19 156.1(3) . . . . ? Ni2 O4 C20 O5 -26.9(6) . . . . ? Ni2 O4 C20 C21 152.6(4) . . . . ? Ni1 O5 C20 O4 -16.7(7) . . . . ? Ni1 O5 C20 C21 163.9(3) . . . . ? Ni1 N5 C28 N6 105(5) . . . . ? C29 N6 C28 N5 171(4) 1_655 . . . ? Ni2 N7 C29 N6 -40(7) . . . 1_455 ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 25.51 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.489 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.072 _database_code_depnum_ccdc_archive 'CCDC 942027' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_dd345 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H39 N7 Ni2 O5' _chemical_formula_weight 683.09 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' 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 9.242(5) _cell_length_b 12.795(6) _cell_length_c 13.630(7) _cell_angle_alpha 81.581(6) _cell_angle_beta 75.409(6) _cell_angle_gamma 86.404(6) _cell_volume 1542.5(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.53 _exptl_crystal_size_min 0.49 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.471 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 1.270 _exptl_absorpt_correction_type 'MULTI SCAN' _exptl_absorpt_correction_T_min 0.834 _exptl_absorpt_correction_T_max 0.886 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 9366 _diffrn_reflns_av_R_equivalents 0.0438 _diffrn_reflns_av_sigmaI/netI 0.0660 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.56 _diffrn_reflns_theta_max 23.83 _reflns_number_total 4623 _reflns_number_gt 3826 _reflns_threshold_expression >2\s(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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^)+(0.1287P)^2^+49.4580P] 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 4623 _refine_ls_number_parameters 383 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1401 _refine_ls_R_factor_gt 0.1220 _refine_ls_wR_factor_ref 0.3527 _refine_ls_wR_factor_gt 0.3396 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.148 _refine_ls_shift/su_max 8.668 _refine_ls_shift/su_mean 0.228 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 0.6806(3) 0.1935(2) 0.6389(2) 0.0332(7) Uani 1 1 d . . 1 Ni2 Ni 0.7778(3) 0.1641(2) 0.8626(2) 0.0317(7) Uani 1 1 d . . 1 O1 O 0.7319(12) 0.0861(9) 0.7518(9) 0.030(3) Uani 1 1 d . . 1 N1 N 0.6998(15) 0.0383(14) 0.9654(11) 0.037(4) Uani 1 1 d . . 1 N2 N 0.7829(17) 0.0958(13) 0.5387(12) 0.040(4) Uani 1 1 d . . 1 N3 N 0.6456(19) 0.2918(14) 0.4975(12) 0.046(4) Uani 1 1 d . . 1 N4 N 0.8098(19) 0.2202(13) 0.9985(13) 0.045(4) Uani 1 1 d . . 1 N5 N 0.4731(17) 0.1179(14) 0.6628(14) 0.049(4) Uani 1 1 d . . 1 N6 N 0.223(2) 0.054(2) 0.6934(17) 0.074(7) Uani 1 1 d . . 1 N7 N 0.9990(17) 0.0912(14) 0.8231(14) 0.048(4) Uani 1 1 d . . 1 C1 C 0.7424(18) -0.0146(14) 0.7522(13) 0.032(4) Uani 1 1 d . . 1 C2 C 0.7733(18) -0.0648(15) 0.6587(14) 0.035(4) Uani 1 1 d . . 1 C3 C 0.784(2) -0.1738(15) 0.6633(14) 0.037(4) Uani 1 1 d . . 1 H3 H 0.8054 -0.2020 0.6019 0.045 Uiso 1 1 calc R . 1 C4 C 0.766(2) -0.2429(15) 0.7522(15) 0.039(4) Uani 1 1 d . . 1 C5 C 0.774(3) -0.3636(17) 0.7590(18) 0.052(5) Uani 1 1 d . . 1 C6 C 0.732(2) -0.1977(16) 0.8419(14) 0.041(4) Uani 1 1 d . . 1 H6 H 0.7161 -0.2428 0.9034 0.049 Uiso 1 1 calc R . 1 C7 C 0.7187(18) -0.0886(14) 0.8463(13) 0.031(4) Uani 1 1 d . . 1 C8 C 0.6900(19) -0.0540(15) 0.9466(14) 0.035(4) Uani 1 1 d . . 1 H8 H 0.6613 -0.1056 1.0028 0.042 Uiso 1 1 calc R . 1 C9 C 0.680(2) 0.0547(17) 1.0706(14) 0.044(5) Uani 1 1 d . . 1 H9A H 0.5883 0.0228 1.1116 0.053 Uiso 1 1 calc R . 1 H9B H 0.7624 0.0196 1.0962 0.053 Uiso 1 1 calc R . 1 C10 C 0.676(4) 0.163(3) 1.082(2) 0.092(10) Uani 1 1 d . . 1 H10A H 0.6839 0.1702 1.1499 0.111 Uiso 1 1 calc R . 1 H10B H 0.5810 0.1946 1.0730 0.111 Uiso 1 1 calc R . 1 C11 C 0.923(5) 0.190(3) 1.044(5) 0.155(10) Uani 1 1 d U . 1 H11A H 0.9353 0.1146 1.0513 0.232 Uiso 1 1 calc R . 1 H11B H 0.8996 0.2127 1.1109 0.232 Uiso 1 1 calc R . 1 H11C H 1.0139 0.2218 1.0035 0.232 Uiso 1 1 calc R . 1 C12 C 0.765(4) 0.323(2) 1.006(3) 0.087(9) Uani 1 1 d U . 1 H12A H 0.6800 0.3389 0.9780 0.131 Uiso 1 1 calc R . 1 H12B H 0.8455 0.3681 0.9691 0.131 Uiso 1 1 calc R . 1 H12C H 0.7393 0.3332 1.0769 0.131 Uiso 1 1 calc R . 1 C13 C 0.800(2) -0.0023(16) 0.5577(14) 0.041(5) Uani 1 1 d . . 1 H13 H 0.8339 -0.0389 0.5018 0.049 Uiso 1 1 calc R . 1 C14 C 0.811(3) 0.151(2) 0.4309(16) 0.063(6) Uani 1 1 d . . 1 H14A H 0.9030 0.1900 0.4137 0.076 Uiso 1 1 calc R . 1 H14B H 0.8206 0.1002 0.3834 0.076 Uiso 1 1 calc R . 1 C15 C 0.684(3) 0.224(2) 0.4245(19) 0.066(7) Uani 1 1 d . . 1 H15A H 0.7062 0.2661 0.3575 0.079 Uiso 1 1 calc R . 1 H15B H 0.5974 0.1825 0.4292 0.079 Uiso 1 1 calc R . 1 C16 C 0.729(3) 0.387(2) 0.473(2) 0.076(8) Uani 1 1 d . . 1 H16A H 0.6650 0.4451 0.4957 0.115 Uiso 1 1 calc R . 1 H16B H 0.7682 0.4011 0.3998 0.115 Uiso 1 1 calc R . 1 H16C H 0.8105 0.3789 0.5055 0.115 Uiso 1 1 calc R . 1 C17 C 0.486(3) 0.327(3) 0.510(3) 0.086(10) Uani 1 1 d U . 1 H17A H 0.4399 0.3283 0.5814 0.130 Uiso 1 1 calc R . 1 H17B H 0.4349 0.2789 0.4837 0.130 Uiso 1 1 calc R . 1 H17C H 0.4809 0.3966 0.4734 0.130 Uiso 1 1 calc R . 1 O2 O 0.8850(14) 0.2634(12) 0.6143(10) 0.043(3) Uani 1 1 d . . 1 O3 O 0.8776(15) 0.2952(11) 0.7724(10) 0.047(3) Uani 1 1 d . . 1 O4 O 0.5677(14) 0.3021(10) 0.7248(10) 0.041(3) Uani 1 1 d . . 1 O5 O 0.5655(13) 0.2372(10) 0.8858(10) 0.040(3) Uani 1 1 d . . 1 C18 C 0.9330(18) 0.3005(13) 0.6783(15) 0.035(4) Uani 1 1 d . . 1 C19 C 1.080(2) 0.361(2) 0.6394(18) 0.062(7) Uani 1 1 d . . 1 H19A H 1.0604 0.4342 0.6456 0.093 Uiso 1 1 calc R . 1 H19B H 1.1227 0.3525 0.5689 0.093 Uiso 1 1 calc R . 1 H19C H 1.1490 0.3325 0.6795 0.093 Uiso 1 1 calc R . 1 C20 C 0.518(2) 0.2941(15) 0.8184(15) 0.040(4) Uani 1 1 d . . 1 C21 C 0.372(3) 0.357(2) 0.8569(19) 0.068(7) Uani 1 1 d . . 1 H21A H 0.3800 0.4277 0.8212 0.101 Uiso 1 1 calc R . 1 H21B H 0.3563 0.3592 0.9289 0.101 Uiso 1 1 calc R . 1 H21C H 0.2899 0.3235 0.8445 0.101 Uiso 1 1 calc R . 1 C22 C 0.903(3) -0.408(2) 0.807(2) 0.078(8) Uani 1 1 d . . 1 H22A H 0.9953 -0.3799 0.7652 0.117 Uiso 1 1 calc R . 1 H22B H 0.9073 -0.4840 0.8106 0.117 Uiso 1 1 calc R . 1 H22C H 0.8856 -0.3891 0.8743 0.117 Uiso 1 1 calc R . 1 C23 C 0.628(3) -0.4121(18) 0.820(3) 0.083(9) Uani 1 1 d . . 1 H23A H 0.5516 -0.3920 0.7832 0.125 Uiso 1 1 calc R . 1 H23B H 0.5987 -0.3875 0.8852 0.125 Uiso 1 1 calc R . 1 H23C H 0.6397 -0.4877 0.8289 0.125 Uiso 1 1 calc R . 1 C24 C 0.811(3) -0.399(2) 0.650(2) 0.071(7) Uani 1 1 d . . 1 H24A H 0.8922 -0.3592 0.6059 0.106 Uiso 1 1 calc R . 1 H24B H 0.7242 -0.3869 0.6223 0.106 Uiso 1 1 calc R . 1 H24C H 0.8377 -0.4730 0.6548 0.106 Uiso 1 1 calc R . 1 C25 C 0.354(2) 0.0916(17) 0.6822(15) 0.044(5) Uani 1 1 d . . 1 C26 C 1.108(2) 0.0758(16) 0.7621(15) 0.040(5) Uani 1 1 d . . 1 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 0.0202(12) 0.0467(15) 0.0293(15) -0.0018(12) -0.0011(10) -0.0027(10) Ni2 0.0175(11) 0.0394(14) 0.0361(14) -0.0024(11) -0.0036(9) -0.0025(9) O1 0.025(6) 0.032(7) 0.036(7) -0.006(5) -0.008(5) -0.001(5) N1 0.017(7) 0.064(11) 0.027(8) 0.001(7) -0.003(6) -0.008(7) N2 0.036(9) 0.045(10) 0.037(9) -0.010(7) -0.006(7) 0.003(7) N3 0.050(10) 0.049(10) 0.040(9) -0.005(8) -0.012(8) 0.007(8) N4 0.056(11) 0.037(9) 0.046(10) -0.016(7) -0.017(8) -0.001(8) N5 0.017(8) 0.063(11) 0.059(11) -0.012(9) 0.008(7) -0.009(8) N6 0.031(10) 0.113(18) 0.078(14) -0.055(13) 0.013(10) -0.028(11) N7 0.017(8) 0.066(12) 0.060(11) -0.008(9) -0.004(8) -0.001(7) C1 0.018(8) 0.038(11) 0.036(10) -0.008(8) 0.000(7) 0.003(7) C2 0.020(8) 0.045(11) 0.036(10) -0.010(8) 0.001(7) 0.002(7) C3 0.035(10) 0.044(11) 0.033(10) -0.018(8) -0.002(8) 0.003(8) C4 0.029(9) 0.038(10) 0.048(11) -0.009(9) -0.006(8) 0.005(8) C5 0.054(13) 0.046(12) 0.062(14) -0.017(10) -0.021(11) 0.003(10) C6 0.036(10) 0.047(12) 0.037(10) 0.000(9) -0.005(8) -0.003(8) C7 0.018(8) 0.043(10) 0.032(9) -0.005(8) -0.004(7) -0.002(7) C8 0.028(9) 0.036(10) 0.032(10) 0.001(8) 0.006(7) -0.007(8) C9 0.042(11) 0.057(13) 0.036(10) -0.015(9) -0.007(9) -0.005(9) C10 0.11(2) 0.11(3) 0.051(16) -0.017(16) -0.004(16) 0.00(2) C11 0.132(13) 0.099(14) 0.316(16) -0.055(11) -0.193(12) 0.002(9) C12 0.106(14) 0.079(12) 0.086(13) -0.026(10) -0.036(10) 0.011(10) C13 0.030(10) 0.055(13) 0.035(10) -0.016(9) 0.002(8) -0.005(9) C14 0.076(17) 0.073(16) 0.033(11) -0.010(11) 0.004(11) -0.001(13) C15 0.072(16) 0.078(17) 0.055(14) -0.009(12) -0.029(12) -0.004(13) C16 0.086(19) 0.061(16) 0.078(19) 0.024(14) -0.029(16) -0.016(14) C17 0.056(10) 0.102(15) 0.097(14) 0.015(10) -0.028(10) 0.003(10) O2 0.030(7) 0.066(9) 0.035(7) -0.009(6) -0.006(6) -0.005(6) O3 0.040(8) 0.050(8) 0.041(8) -0.006(6) 0.010(6) -0.009(6) O4 0.035(7) 0.041(7) 0.040(8) -0.003(6) -0.001(6) 0.010(6) O5 0.024(6) 0.051(8) 0.042(7) -0.008(6) -0.005(6) 0.003(6) C18 0.020(9) 0.027(9) 0.057(13) 0.000(8) -0.008(9) -0.004(7) C19 0.038(12) 0.088(18) 0.056(14) -0.017(12) 0.006(10) -0.032(12) C20 0.026(9) 0.043(11) 0.047(12) -0.003(9) -0.002(9) -0.003(8) C21 0.053(14) 0.074(17) 0.062(15) -0.007(13) 0.003(12) 0.027(12) C22 0.11(2) 0.057(15) 0.075(18) -0.016(13) -0.034(16) 0.026(15) C23 0.068(17) 0.032(12) 0.14(3) -0.031(14) 0.011(16) -0.012(11) C24 0.10(2) 0.057(15) 0.070(17) -0.033(13) -0.036(15) 0.006(14) C25 0.044(14) 0.053(12) 0.035(11) -0.013(9) -0.009(9) 0.001(10) C26 0.022(10) 0.051(12) 0.049(12) -0.005(9) -0.011(10) -0.007(8) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 N2 2.006(16) . ? Ni1 O4 2.017(13) . ? Ni1 O1 2.037(12) . ? Ni1 O2 2.070(13) . ? Ni1 N5 2.132(16) . ? Ni1 N3 2.225(16) . ? Ni2 N1 2.012(16) . ? Ni2 O3 2.048(13) . ? Ni2 O1 2.068(12) . ? Ni2 O5 2.090(12) . ? Ni2 N7 2.167(16) . ? Ni2 N4 2.174(16) . ? O1 C1 1.29(2) . ? N1 C8 1.26(2) . ? N1 C9 1.45(2) . ? N2 C13 1.25(3) . ? N2 C14 1.50(3) . ? N3 C15 1.38(3) . ? N3 C16 1.44(3) . ? N3 C17 1.49(3) . ? N4 C11 1.36(3) . ? N4 C12 1.36(3) . ? N4 C10 1.59(3) . ? N5 C25 1.13(2) . ? N6 C26 1.28(3) 1_455 ? N6 C25 1.29(3) . ? N7 C26 1.16(2) . ? C1 C7 1.46(2) . ? C1 C2 1.47(2) . ? C2 C3 1.39(3) . ? C2 C13 1.46(3) . ? C3 C4 1.37(3) . ? C4 C6 1.39(3) . ? C4 C5 1.53(3) . ? C5 C23 1.51(3) . ? C5 C22 1.54(3) . ? C5 C24 1.57(3) . ? C6 C7 1.40(3) . ? C7 C8 1.45(3) . ? C9 C10 1.41(4) . ? C14 C15 1.47(3) . ? O2 C18 1.23(2) . ? O3 C18 1.25(2) . ? O4 C20 1.23(2) . ? O5 C20 1.24(2) . ? C18 C19 1.54(3) . ? C20 C21 1.54(3) . ? C26 N6 1.28(3) 1_655 ? 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 N2 Ni1 O4 172.7(6) . . ? N2 Ni1 O1 88.0(6) . . ? O4 Ni1 O1 99.2(5) . . ? N2 Ni1 O2 87.5(6) . . ? O4 Ni1 O2 93.9(5) . . ? O1 Ni1 O2 90.3(5) . . ? N2 Ni1 N5 91.2(7) . . ? O4 Ni1 N5 87.5(6) . . ? O1 Ni1 N5 89.0(6) . . ? O2 Ni1 N5 178.5(6) . . ? N2 Ni1 N3 82.2(6) . . ? O4 Ni1 N3 90.6(6) . . ? O1 Ni1 N3 170.2(6) . . ? O2 Ni1 N3 89.0(6) . . ? N5 Ni1 N3 91.4(7) . . ? N1 Ni2 O3 171.3(6) . . ? N1 Ni2 O1 87.8(6) . . ? O3 Ni2 O1 99.8(5) . . ? N1 Ni2 O5 91.7(6) . . ? O3 Ni2 O5 92.6(5) . . ? O1 Ni2 O5 90.3(5) . . ? N1 Ni2 N7 91.8(6) . . ? O3 Ni2 N7 84.6(6) . . ? O1 Ni2 N7 85.7(6) . . ? O5 Ni2 N7 174.5(6) . . ? N1 Ni2 N4 81.6(6) . . ? O3 Ni2 N4 90.8(6) . . ? O1 Ni2 N4 169.4(6) . . ? O5 Ni2 N4 90.0(6) . . ? N7 Ni2 N4 94.7(7) . . ? C1 O1 Ni1 125.6(11) . . ? C1 O1 Ni2 124.7(11) . . ? Ni1 O1 Ni2 109.6(5) . . ? C8 N1 C9 118.3(16) . . ? C8 N1 Ni2 126.4(13) . . ? C9 N1 Ni2 114.2(13) . . ? C13 N2 C14 121.7(17) . . ? C13 N2 Ni1 126.4(13) . . ? C14 N2 Ni1 110.9(13) . . ? C15 N3 C16 114(2) . . ? C15 N3 C17 110(2) . . ? C16 N3 C17 105(2) . . ? C15 N3 Ni1 103.7(14) . . ? C16 N3 Ni1 112.4(14) . . ? C17 N3 Ni1 111.1(16) . . ? C11 N4 C12 112(2) . . ? C11 N4 C10 99(3) . . ? C12 N4 C10 100(2) . . ? C11 N4 Ni2 126(2) . . ? C12 N4 Ni2 114.0(16) . . ? C10 N4 Ni2 99.3(14) . . ? C25 N5 Ni1 169.2(17) . . ? C26 N6 C25 123.8(19) 1_455 . ? C26 N7 Ni2 149.7(16) . . ? O1 C1 C7 122.5(16) . . ? O1 C1 C2 123.1(16) . . ? C7 C1 C2 114.4(16) . . ? C3 C2 C13 117.6(16) . . ? C3 C2 C1 120.8(17) . . ? C13 C2 C1 121.5(17) . . ? C4 C3 C2 124.4(17) . . ? C3 C4 C6 115.9(17) . . ? C3 C4 C5 125.2(18) . . ? C6 C4 C5 118.8(18) . . ? C23 C5 C4 111.6(18) . . ? C23 C5 C22 111(2) . . ? C4 C5 C22 109.9(19) . . ? C23 C5 C24 108(2) . . ? C4 C5 C24 111.1(19) . . ? C22 C5 C24 106(2) . . ? C4 C6 C7 124.5(18) . . ? C6 C7 C8 117.6(16) . . ? C6 C7 C1 119.9(16) . . ? C8 C7 C1 122.4(16) . . ? N1 C8 C7 126.9(16) . . ? C10 C9 N1 112(2) . . ? C9 C10 N4 109(2) . . ? N2 C13 C2 126.6(18) . . ? C15 C14 N2 107.6(18) . . ? N3 C15 C14 116(2) . . ? C18 O2 Ni1 126.5(12) . . ? C18 O3 Ni2 124.2(12) . . ? C20 O4 Ni1 129.1(12) . . ? C20 O5 Ni2 124.4(12) . . ? O2 C18 O3 128.2(16) . . ? O2 C18 C19 117.2(18) . . ? O3 C18 C19 114.6(17) . . ? O4 C20 O5 128.4(18) . . ? O4 C20 C21 116.3(18) . . ? O5 C20 C21 115.2(18) . . ? N5 C25 N6 172(2) . . ? N7 C26 N6 176(2) . 1_655 ? 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 N2 Ni1 O1 C1 -31.6(13) . . . . ? O4 Ni1 O1 C1 146.9(13) . . . . ? O2 Ni1 O1 C1 -119.1(13) . . . . ? N5 Ni1 O1 C1 59.6(13) . . . . ? N3 Ni1 O1 C1 -33(4) . . . . ? N2 Ni1 O1 Ni2 144.9(6) . . . . ? O4 Ni1 O1 Ni2 -36.6(6) . . . . ? O2 Ni1 O1 Ni2 57.4(6) . . . . ? N5 Ni1 O1 Ni2 -123.9(6) . . . . ? N3 Ni1 O1 Ni2 143(3) . . . . ? N1 Ni2 O1 C1 -33.6(13) . . . . ? O3 Ni2 O1 C1 142.1(13) . . . . ? O5 Ni2 O1 C1 -125.3(13) . . . . ? N7 Ni2 O1 C1 58.4(13) . . . . ? N4 Ni2 O1 C1 -34(4) . . . . ? N1 Ni2 O1 Ni1 149.9(6) . . . . ? O3 Ni2 O1 Ni1 -34.5(6) . . . . ? O5 Ni2 O1 Ni1 58.2(6) . . . . ? N7 Ni2 O1 Ni1 -118.2(7) . . . . ? N4 Ni2 O1 Ni1 150(3) . . . . ? O3 Ni2 N1 C8 -129(4) . . . . ? O1 Ni2 N1 C8 21.8(15) . . . . ? O5 Ni2 N1 C8 112.0(15) . . . . ? N7 Ni2 N1 C8 -63.8(16) . . . . ? N4 Ni2 N1 C8 -158.2(16) . . . . ? O3 Ni2 N1 C9 39(5) . . . . ? O1 Ni2 N1 C9 -170.1(13) . . . . ? O5 Ni2 N1 C9 -79.9(13) . . . . ? N7 Ni2 N1 C9 104.3(13) . . . . ? N4 Ni2 N1 C9 9.8(13) . . . . ? O4 Ni1 N2 C13 -143(4) . . . . ? O1 Ni1 N2 C13 25.4(16) . . . . ? O2 Ni1 N2 C13 115.8(17) . . . . ? N5 Ni1 N2 C13 -63.7(17) . . . . ? N3 Ni1 N2 C13 -155.0(17) . . . . ? O4 Ni1 N2 C14 25(5) . . . . ? O1 Ni1 N2 C14 -166.0(14) . . . . ? O2 Ni1 N2 C14 -75.6(14) . . . . ? N5 Ni1 N2 C14 104.9(15) . . . . ? N3 Ni1 N2 C14 13.6(14) . . . . ? N2 Ni1 N3 C15 12.0(15) . . . . ? O4 Ni1 N3 C15 -166.5(15) . . . . ? O1 Ni1 N3 C15 14(4) . . . . ? O2 Ni1 N3 C15 99.6(15) . . . . ? N5 Ni1 N3 C15 -79.0(15) . . . . ? N2 Ni1 N3 C16 -112.1(17) . . . . ? O4 Ni1 N3 C16 69.3(17) . . . . ? O1 Ni1 N3 C16 -110(3) . . . . ? O2 Ni1 N3 C16 -24.6(17) . . . . ? N5 Ni1 N3 C16 156.9(17) . . . . ? N2 Ni1 N3 C17 130(2) . . . . ? O4 Ni1 N3 C17 -49(2) . . . . ? O1 Ni1 N3 C17 132(3) . . . . ? O2 Ni1 N3 C17 -143(2) . . . . ? N5 Ni1 N3 C17 39(2) . . . . ? N1 Ni2 N4 C11 78(3) . . . . ? O3 Ni2 N4 C11 -98(3) . . . . ? O1 Ni2 N4 C11 78(4) . . . . ? O5 Ni2 N4 C11 170(3) . . . . ? N7 Ni2 N4 C11 -13(3) . . . . ? N1 Ni2 N4 C12 -136(2) . . . . ? O3 Ni2 N4 C12 49(2) . . . . ? O1 Ni2 N4 C12 -135(3) . . . . ? O5 Ni2 N4 C12 -44(2) . . . . ? N7 Ni2 N4 C12 133(2) . . . . ? N1 Ni2 N4 C10 -30.5(15) . . . . ? O3 Ni2 N4 C10 153.8(15) . . . . ? O1 Ni2 N4 C10 -30(4) . . . . ? O5 Ni2 N4 C10 61.2(15) . . . . ? N7 Ni2 N4 C10 -121.6(15) . . . . ? N2 Ni1 N5 C25 -164(9) . . . . ? O4 Ni1 N5 C25 8(9) . . . . ? O1 Ni1 N5 C25 108(9) . . . . ? O2 Ni1 N5 C25 172(20) . . . . ? N3 Ni1 N5 C25 -82(9) . . . . ? N1 Ni2 N7 C26 143(3) . . . . ? O3 Ni2 N7 C26 -45(3) . . . . ? O1 Ni2 N7 C26 56(3) . . . . ? O5 Ni2 N7 C26 14(9) . . . . ? N4 Ni2 N7 C26 -135(3) . . . . ? Ni1 O1 C1 C7 -154.3(12) . . . . ? Ni2 O1 C1 C7 30(2) . . . . ? Ni1 O1 C1 C2 23(2) . . . . ? Ni2 O1 C1 C2 -152.7(13) . . . . ? O1 C1 C2 C3 179.7(16) . . . . ? C7 C1 C2 C3 -3(2) . . . . ? O1 C1 C2 C13 3(3) . . . . ? C7 C1 C2 C13 -179.7(15) . . . . ? C13 C2 C3 C4 178.2(17) . . . . ? C1 C2 C3 C4 1(3) . . . . ? C2 C3 C4 C6 1(3) . . . . ? C2 C3 C4 C5 178.5(18) . . . . ? C3 C4 C5 C23 -119(2) . . . . ? C6 C4 C5 C23 59(3) . . . . ? C3 C4 C5 C22 118(2) . . . . ? C6 C4 C5 C22 -64(3) . . . . ? C3 C4 C5 C24 2(3) . . . . ? C6 C4 C5 C24 178.9(19) . . . . ? C3 C4 C6 C7 -2(3) . . . . ? C5 C4 C6 C7 -179.1(18) . . . . ? C4 C6 C7 C8 -176.8(17) . . . . ? C4 C6 C7 C1 0(3) . . . . ? O1 C1 C7 C6 179.9(16) . . . . ? C2 C1 C7 C6 2(2) . . . . ? O1 C1 C7 C8 -4(3) . . . . ? C2 C1 C7 C8 178.6(15) . . . . ? C9 N1 C8 C7 -174.1(17) . . . . ? Ni2 N1 C8 C7 -6(3) . . . . ? C6 C7 C8 N1 167.1(18) . . . . ? C1 C7 C8 N1 -9(3) . . . . ? C8 N1 C9 C10 -173(2) . . . . ? Ni2 N1 C9 C10 18(2) . . . . ? N1 C9 C10 N4 -47(3) . . . . ? C11 N4 C10 C9 -79(3) . . . . ? C12 N4 C10 C9 167(2) . . . . ? Ni2 N4 C10 C9 50(2) . . . . ? C14 N2 C13 C2 -178.5(19) . . . . ? Ni1 N2 C13 C2 -11(3) . . . . ? C3 C2 C13 N2 173.3(18) . . . . ? C1 C2 C13 N2 -9(3) . . . . ? C13 N2 C14 C15 133(2) . . . . ? Ni1 N2 C14 C15 -36(2) . . . . ? C16 N3 C15 C14 85(3) . . . . ? C17 N3 C15 C14 -157(2) . . . . ? Ni1 N3 C15 C14 -38(3) . . . . ? N2 C14 C15 N3 52(3) . . . . ? N2 Ni1 O2 C18 -145.4(16) . . . . ? O4 Ni1 O2 C18 41.9(16) . . . . ? O1 Ni1 O2 C18 -57.4(15) . . . . ? N5 Ni1 O2 C18 -122(24) . . . . ? N3 Ni1 O2 C18 132.4(16) . . . . ? N1 Ni2 O3 C18 130(4) . . . . ? O1 Ni2 O3 C18 -19.8(15) . . . . ? O5 Ni2 O3 C18 -110.5(15) . . . . ? N7 Ni2 O3 C18 64.9(15) . . . . ? N4 Ni2 O3 C18 159.5(15) . . . . ? N2 Ni1 O4 C20 155(4) . . . . ? O1 Ni1 O4 C20 -13.6(17) . . . . ? O2 Ni1 O4 C20 -104.5(16) . . . . ? N5 Ni1 O4 C20 75.0(17) . . . . ? N3 Ni1 O4 C20 166.5(16) . . . . ? N1 Ni2 O5 C20 -146.4(15) . . . . ? O3 Ni2 O5 C20 41.3(15) . . . . ? O1 Ni2 O5 C20 -58.6(15) . . . . ? N7 Ni2 O5 C20 -17(7) . . . . ? N4 Ni2 O5 C20 132.1(15) . . . . ? Ni1 O2 C18 O3 8(3) . . . . ? Ni1 O2 C18 C19 -172.8(14) . . . . ? Ni2 O3 C18 O2 39(3) . . . . ? Ni2 O3 C18 C19 -140.6(15) . . . . ? Ni1 O4 C20 O5 29(3) . . . . ? Ni1 O4 C20 C21 -147.0(17) . . . . ? Ni2 O5 C20 O4 16(3) . . . . ? Ni2 O5 C20 C21 -168.3(15) . . . . ? Ni1 N5 C25 N6 153(13) . . . . ? C26 N6 C25 N5 -179(100) 1_455 . . . ? Ni2 N7 C26 N6 -85(37) . . . 1_655 ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 23.83 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 1.486 _refine_diff_density_min -1.306 _refine_diff_density_rms 0.183 _database_code_depnum_ccdc_archive 'CCDC 942029'