# Electronic Supplementary Material (ESI) for Chemical Communications # 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_C:\1bnz2.CIF _database_code_depnum_ccdc_archive 'CCDC 919583' #TrackingRef '16842_web_deposit_cif_file_2_LeonardJ.Barbour_1358154577.1bnz2.cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common work _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H48 N6 Ni S2' _chemical_formula_weight 951.85 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' 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 18.502(2) _cell_length_b 11.9483(14) _cell_length_c 23.881(3) _cell_angle_alpha 90.00 _cell_angle_beta 111.591(2) _cell_angle_gamma 90.00 _cell_volume 4908.9(10) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1992 _exptl_absorpt_coefficient_mu 0.525 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8583 _exptl_absorpt_correction_T_max 0.9493 _exptl_absorpt_process_details 'SADABS; Bruker, 2002' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 29142 _diffrn_reflns_av_R_equivalents 0.1029 _diffrn_reflns_av_sigmaI/netI 0.1544 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 28.89 _reflns_number_total 11644 _reflns_number_gt 5725 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.1112P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 11644 _refine_ls_number_parameters 604 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1542 _refine_ls_R_factor_gt 0.0651 _refine_ls_wR_factor_ref 0.2076 _refine_ls_wR_factor_gt 0.1522 _refine_ls_goodness_of_fit_ref 0.859 _refine_ls_restrained_S_all 0.859 _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 0.73466(3) 0.97356(4) 0.42213(2) 0.01884(15) Uani 1 1 d . . . S2 S 0.97046(7) 1.07794(13) 0.39754(6) 0.0417(4) Uani 1 1 d . . . S1 S 0.46613(7) 0.91132(12) 0.39085(7) 0.0439(4) Uani 1 1 d . . . N1C N 0.7557(2) 1.0099(3) 0.51541(16) 0.0209(8) Uani 1 1 d . . . N2 N 0.8426(2) 1.0261(3) 0.42854(15) 0.0213(8) Uani 1 1 d . . . N1B N 0.69135(19) 1.1375(3) 0.39424(15) 0.0203(8) Uani 1 1 d . . . N1 N 0.6236(2) 0.9236(3) 0.40920(15) 0.0206(8) Uani 1 1 d . . . C6C C 0.8262(2) 1.0407(3) 0.55421(19) 0.0218(9) Uani 1 1 d . . . H6C H 0.8653 1.0576 0.5386 0.026 Uiso 1 1 calc R . . N1A N 0.7109(2) 0.9269(3) 0.33041(15) 0.0209(8) Uani 1 1 d . . . C1 C 0.5578(3) 0.9200(4) 0.40054(18) 0.0231(10) Uani 1 1 d . . . N1D N 0.78079(19) 0.8128(3) 0.44911(15) 0.0187(8) Uani 1 1 d . . . C2D C 0.7411(2) 0.7183(3) 0.42711(19) 0.0217(9) Uani 1 1 d . . . H2D H 0.6897 0.7246 0.3983 0.026 Uiso 1 1 calc R . . C4C C 0.7892(2) 1.0239(3) 0.64085(19) 0.0203(9) Uani 1 1 d . . . C2C C 0.7020(3) 0.9889(4) 0.53967(19) 0.0249(10) Uani 1 1 d . . . H2C H 0.6510 0.9693 0.5133 0.030 Uiso 1 1 calc R . . C5C C 0.8447(2) 1.0490(4) 0.61588(19) 0.0217(9) Uani 1 1 d . . . H5C H 0.8954 1.0719 0.6412 0.026 Uiso 1 1 calc R . . C7D C 0.8811(2) 0.4862(3) 0.50523(18) 0.0192(9) Uani 1 1 d . . . C4D C 0.8466(2) 0.5987(3) 0.48654(18) 0.0184(9) Uani 1 1 d . . . C5A C 0.6201(3) 0.9059(4) 0.2292(2) 0.0283(11) Uani 1 1 d . . . H5A H 0.5683 0.9152 0.2015 0.034 Uiso 1 1 calc R . . C7A C 0.6576(3) 0.8271(4) 0.14667(19) 0.0264(10) Uani 1 1 d . . . C3D C 0.7710(2) 0.6130(3) 0.44416(18) 0.0197(9) Uani 1 1 d . . . H3D H 0.7401 0.5492 0.4271 0.024 Uiso 1 1 calc R . . C7C C 0.8070(2) 1.0263(4) 0.70627(19) 0.0244(10) Uani 1 1 d . . . C8D C 0.9549(2) 0.4737(4) 0.5498(2) 0.0234(9) Uani 1 1 d . . . H8D H 0.9822 0.5377 0.5706 0.028 Uiso 1 1 calc R . . C5D C 0.8875(2) 0.6973(3) 0.50847(19) 0.0193(9) Uani 1 1 d . . . H5D H 0.9392 0.6939 0.5370 0.023 Uiso 1 1 calc R . . C4A C 0.6755(3) 0.8599(4) 0.21013(19) 0.0234(10) Uani 1 1 d . . . C3A C 0.7502(3) 0.8485(4) 0.25354(19) 0.0238(10) Uani 1 1 d . . . H3A H 0.7907 0.8175 0.2429 0.029 Uiso 1 1 calc R . . C2A C 0.7651(2) 0.8823(4) 0.3122(2) 0.0228(10) Uani 1 1 d . . . H2A H 0.8163 0.8735 0.3410 0.027 Uiso 1 1 calc R . . C10D C 0.9496(3) 0.2740(4) 0.5351(2) 0.0278(11) Uani 1 1 d . . . H10D H 0.9731 0.2023 0.5449 0.033 Uiso 1 1 calc R . . C12D C 0.8425(3) 0.3886(3) 0.4772(2) 0.0257(10) Uani 1 1 d . . . H12D H 0.7918 0.3943 0.4472 0.031 Uiso 1 1 calc R . . C4B C 0.6286(2) 1.3505(4) 0.3538(2) 0.0245(10) Uani 1 1 d . . . C2 C 0.8961(2) 1.0473(3) 0.41615(19) 0.0223(9) Uani 1 1 d . . . C3C C 0.7164(3) 0.9940(4) 0.60043(19) 0.0247(10) Uani 1 1 d . . . H3C H 0.6761 0.9768 0.6147 0.030 Uiso 1 1 calc R . . C5B C 0.6106(3) 1.2931(4) 0.3977(2) 0.0274(10) Uani 1 1 d . . . H5B H 0.5769 1.3257 0.4150 0.033 Uiso 1 1 calc R . . C6D C 0.8532(2) 0.7997(4) 0.48892(19) 0.0230(10) Uani 1 1 d . . . H6D H 0.8828 0.8651 0.5048 0.028 Uiso 1 1 calc R . . C11D C 0.8762(3) 0.2850(4) 0.4919(2) 0.0322(11) Uani 1 1 d . . . H11D H 0.8487 0.2204 0.4721 0.039 Uiso 1 1 calc R . . C9D C 0.9888(3) 0.3687(4) 0.5642(2) 0.0261(10) Uani 1 1 d . . . H9D H 1.0393 0.3617 0.5942 0.031 Uiso 1 1 calc R . . C12C C 0.7695(3) 0.9524(4) 0.7324(2) 0.0282(11) Uani 1 1 d . . . H12C H 0.7320 0.9013 0.7075 0.034 Uiso 1 1 calc R . . C6A C 0.6395(3) 0.9387(4) 0.28868(19) 0.0272(11) Uani 1 1 d . . . H6A H 0.6002 0.9710 0.3003 0.033 Uiso 1 1 calc R . . C2B C 0.7094(3) 1.1942(4) 0.35288(19) 0.0250(10) Uani 1 1 d . . . H2B H 0.7452 1.1612 0.3377 0.030 Uiso 1 1 calc R . . C6B C 0.6422(2) 1.1880(4) 0.4161(2) 0.0265(10) Uani 1 1 d . . . H6B H 0.6285 1.1496 0.4456 0.032 Uiso 1 1 calc R . . C10C C 0.8401(3) 1.0263(4) 0.8304(2) 0.0313(11) Uani 1 1 d . . . H10C H 0.8516 1.0264 0.8726 0.038 Uiso 1 1 calc R . . C8B C 0.5711(3) 1.5333(4) 0.3689(3) 0.0421(14) Uani 1 1 d . . . H8B H 0.5803 1.5116 0.4092 0.050 Uiso 1 1 calc R . . C7B C 0.5929(2) 1.4608(4) 0.3317(2) 0.0296(11) Uani 1 1 d . . . C3B C 0.6791(3) 1.2985(4) 0.3308(2) 0.0275(10) Uani 1 1 d . . . H3B H 0.6926 1.3339 0.3004 0.033 Uiso 1 1 calc R . . C8C C 0.8623(3) 1.0991(4) 0.7442(2) 0.0294(11) Uani 1 1 d . . . H8C H 0.8895 1.1485 0.7278 0.035 Uiso 1 1 calc R . . C9C C 0.8780(3) 1.1004(4) 0.8058(2) 0.0330(12) Uani 1 1 d . . . H9C H 0.9146 1.1521 0.8309 0.040 Uiso 1 1 calc R . . C11C C 0.7861(3) 0.9529(4) 0.7939(2) 0.0301(11) Uani 1 1 d . . . H11C H 0.7602 0.9023 0.8109 0.036 Uiso 1 1 calc R . . C12B C 0.5798(3) 1.4943(4) 0.2733(3) 0.0410(14) Uani 1 1 d . . . H12B H 0.5951 1.4468 0.2477 0.049 Uiso 1 1 calc R . . C8A C 0.5908(3) 0.7684(4) 0.1149(2) 0.0348(12) Uani 1 1 d . . . H8A H 0.5568 0.7456 0.1343 0.042 Uiso 1 1 calc R . . C11B C 0.5443(3) 1.5977(5) 0.2512(3) 0.0520(16) Uani 1 1 d . . . H11B H 0.5349 1.6201 0.2110 0.062 Uiso 1 1 calc R . . C10A C 0.6225(3) 0.7759(5) 0.0259(2) 0.0436(14) Uani 1 1 d . . . H10A H 0.6101 0.7596 -0.0155 0.052 Uiso 1 1 calc R . . C6E C 0.8039(3) 1.3440(4) 0.6200(3) 0.0439(14) Uani 1 1 d . . . H6E H 0.8469 1.3466 0.6073 0.053 Uiso 1 1 calc R . . C1E C 0.7320(4) 1.3237(5) 0.5794(3) 0.0567(17) Uani 1 1 d . . . H1E H 0.7249 1.3126 0.5383 0.068 Uiso 1 1 calc R . . C9A C 0.5730(3) 0.7424(4) 0.0544(2) 0.0365(12) Uani 1 1 d . . . H9A H 0.5271 0.7017 0.0328 0.044 Uiso 1 1 calc R . . C9B C 0.5367(3) 1.6348(4) 0.3485(3) 0.0522(17) Uani 1 1 d . . . H9B H 0.5223 1.6827 0.3745 0.063 Uiso 1 1 calc R . . C12A C 0.7068(3) 0.8593(5) 0.1178(2) 0.0418(13) Uani 1 1 d . . . H12A H 0.7527 0.8999 0.1394 0.050 Uiso 1 1 calc R . . C5E C 0.8156(3) 1.3608(4) 0.6797(3) 0.0464(14) Uani 1 1 d . . . H5E H 0.8663 1.3755 0.7081 0.056 Uiso 1 1 calc R . . C11A C 0.6900(4) 0.8332(5) 0.0579(2) 0.0537(16) Uani 1 1 d . . . H11A H 0.7248 0.8546 0.0389 0.064 Uiso 1 1 calc R . . C4E C 0.7530(5) 1.3563(5) 0.6980(3) 0.064(2) Uani 1 1 d . . . H4E H 0.7606 1.3677 0.7392 0.076 Uiso 1 1 calc R . . C10B C 0.5231(3) 1.6665(5) 0.2900(3) 0.0595(19) Uani 1 1 d . . . H10B H 0.4989 1.7364 0.2758 0.071 Uiso 1 1 calc R . . C2E C 0.6684(4) 1.3186(6) 0.5965(4) 0.072(2) Uani 1 1 d . . . H2E H 0.6180 1.3040 0.5675 0.086 Uiso 1 1 calc R . . C3E C 0.6789(4) 1.3350(5) 0.6563(4) 0.072(2) Uani 1 1 d . . . H3E H 0.6358 1.3316 0.6688 0.087 Uiso 1 1 calc R . . C6F C 1.0365(3) 1.2994(4) 0.7236(2) 0.0372(12) Uani 1 1 d . . . H6F H 1.0229 1.3609 0.6965 0.045 Uiso 1 1 calc R . . C5F C 1.0526(3) 1.3163(5) 0.7839(2) 0.0395(13) Uani 1 1 d . . . H5F H 1.0500 1.3896 0.7984 0.047 Uiso 1 1 calc R . . C4F C 1.0724(3) 1.2278(5) 0.8231(2) 0.0425(14) Uani 1 1 d . . . H4F H 1.0840 1.2402 0.8648 0.051 Uiso 1 1 calc R . . C2F C 1.0594(3) 1.1033(4) 0.7413(2) 0.0322(11) Uani 1 1 d . . . H2F H 1.0617 1.0300 0.7266 0.039 Uiso 1 1 calc R . . C1F C 1.0402(3) 1.1923(4) 0.7023(2) 0.0322(11) Uani 1 1 d . . . H1F H 1.0294 1.1805 0.6607 0.039 Uiso 1 1 calc R . . C3F C 1.0757(3) 1.1205(5) 0.8024(2) 0.0392(13) Uani 1 1 d . . . H3F H 1.0888 1.0591 0.8296 0.047 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 0.0195(3) 0.0190(3) 0.0202(3) 0.0008(2) 0.0098(2) 0.0019(2) S2 0.0313(7) 0.0581(9) 0.0451(8) -0.0186(7) 0.0250(6) -0.0183(6) S1 0.0194(6) 0.0486(9) 0.0645(10) -0.0046(7) 0.0162(6) 0.0004(6) N1C 0.0194(19) 0.0201(19) 0.026(2) 0.0009(15) 0.0112(16) 0.0022(15) N2 0.025(2) 0.0173(18) 0.0217(19) 0.0010(16) 0.0093(16) 0.0018(16) N1B 0.0200(19) 0.0223(19) 0.0191(18) -0.0001(15) 0.0080(16) 0.0037(15) N1 0.0201(19) 0.024(2) 0.0186(19) -0.0004(16) 0.0082(16) 0.0023(15) C6C 0.022(2) 0.021(2) 0.023(2) 0.0019(18) 0.0092(19) 0.0053(18) N1A 0.0205(19) 0.0206(19) 0.024(2) 0.0029(16) 0.0106(16) 0.0036(15) C1 0.028(3) 0.023(2) 0.018(2) -0.0053(18) 0.0085(19) 0.0012(19) N1D 0.0163(18) 0.0221(19) 0.0181(18) -0.0028(15) 0.0068(15) 0.0003(15) C2D 0.019(2) 0.022(2) 0.025(2) -0.0019(19) 0.0095(19) -0.0006(18) C4C 0.023(2) 0.015(2) 0.025(2) 0.0039(18) 0.0122(19) 0.0048(18) C2C 0.020(2) 0.032(3) 0.022(2) -0.004(2) 0.0071(19) -0.0025(19) C5C 0.017(2) 0.025(2) 0.024(2) -0.0012(18) 0.0084(18) -0.0032(17) C7D 0.023(2) 0.018(2) 0.019(2) 0.0016(17) 0.0105(18) 0.0003(17) C4D 0.022(2) 0.020(2) 0.015(2) 0.0005(17) 0.0102(18) -0.0009(18) C5A 0.021(2) 0.041(3) 0.023(2) 0.001(2) 0.008(2) 0.007(2) C7A 0.029(3) 0.031(3) 0.019(2) 0.0012(19) 0.009(2) 0.005(2) C3D 0.019(2) 0.021(2) 0.021(2) -0.0039(18) 0.0082(18) -0.0028(17) C7C 0.024(2) 0.026(2) 0.022(2) 0.003(2) 0.0077(19) 0.007(2) C8D 0.021(2) 0.019(2) 0.030(2) 0.000(2) 0.0089(19) -0.0017(19) C5D 0.014(2) 0.018(2) 0.024(2) 0.0039(18) 0.0052(18) 0.0042(17) C4A 0.026(2) 0.024(2) 0.022(2) 0.0004(19) 0.010(2) 0.0010(19) C3A 0.029(2) 0.024(2) 0.023(2) 0.0016(19) 0.014(2) 0.0046(19) C2A 0.017(2) 0.023(2) 0.030(2) 0.0031(19) 0.0100(19) 0.0013(18) C10D 0.037(3) 0.017(2) 0.036(3) 0.004(2) 0.021(2) 0.007(2) C12D 0.031(3) 0.017(2) 0.025(2) 0.0002(19) 0.005(2) -0.0011(19) C4B 0.013(2) 0.023(2) 0.029(3) -0.005(2) -0.0037(19) 0.0003(18) C2 0.022(2) 0.020(2) 0.023(2) -0.0051(18) 0.0056(19) 0.0007(18) C3C 0.023(2) 0.030(3) 0.025(2) 0.0046(19) 0.013(2) 0.0016(19) C5B 0.026(2) 0.022(2) 0.034(3) -0.005(2) 0.010(2) 0.004(2) C6D 0.025(2) 0.020(2) 0.024(2) -0.0029(19) 0.008(2) -0.0030(19) C11D 0.043(3) 0.021(3) 0.030(3) -0.003(2) 0.012(2) 0.002(2) C9D 0.022(2) 0.024(2) 0.034(3) 0.009(2) 0.013(2) 0.0034(19) C12C 0.029(3) 0.031(3) 0.026(2) -0.001(2) 0.012(2) -0.001(2) C6A 0.026(2) 0.038(3) 0.021(2) 0.004(2) 0.013(2) 0.012(2) C2B 0.027(2) 0.023(2) 0.028(2) 0.001(2) 0.013(2) 0.0054(19) C6B 0.024(2) 0.029(3) 0.029(3) -0.001(2) 0.013(2) -0.002(2) C10C 0.033(3) 0.045(3) 0.019(2) 0.001(2) 0.013(2) 0.007(2) C8B 0.021(2) 0.027(3) 0.065(4) -0.011(3) 0.000(2) 0.004(2) C7B 0.015(2) 0.021(2) 0.042(3) 0.002(2) -0.003(2) -0.0013(19) C3B 0.033(3) 0.024(2) 0.024(2) 0.0009(19) 0.008(2) 0.002(2) C8C 0.024(2) 0.039(3) 0.030(3) -0.001(2) 0.015(2) -0.003(2) C9C 0.032(3) 0.046(3) 0.020(2) -0.005(2) 0.009(2) -0.001(2) C11C 0.032(3) 0.035(3) 0.028(3) 0.005(2) 0.015(2) 0.002(2) C12B 0.024(3) 0.025(3) 0.063(4) 0.010(3) 0.003(3) 0.002(2) C8A 0.033(3) 0.049(3) 0.022(3) 0.000(2) 0.010(2) 0.004(2) C11B 0.030(3) 0.035(3) 0.075(4) 0.020(3) 0.000(3) -0.003(2) C10A 0.065(4) 0.041(3) 0.030(3) -0.007(2) 0.024(3) 0.005(3) C6E 0.053(4) 0.036(3) 0.055(4) -0.002(3) 0.034(3) -0.002(3) C1E 0.065(4) 0.051(4) 0.051(4) -0.013(3) 0.017(3) -0.010(3) C9A 0.033(3) 0.046(3) 0.025(3) -0.005(2) 0.005(2) 0.000(2) C9B 0.023(3) 0.028(3) 0.083(5) -0.014(3) -0.007(3) 0.001(2) C12A 0.051(3) 0.050(4) 0.032(3) -0.007(3) 0.024(3) -0.013(3) C5E 0.051(4) 0.035(3) 0.051(4) 0.001(3) 0.016(3) -0.003(3) C11A 0.072(4) 0.065(4) 0.039(3) -0.013(3) 0.039(3) -0.018(3) C4E 0.113(6) 0.033(3) 0.072(5) 0.009(3) 0.066(5) 0.004(4) C10B 0.032(3) 0.021(3) 0.105(6) -0.003(3) 0.000(4) 0.000(2) C2E 0.053(4) 0.062(5) 0.093(6) -0.011(4) 0.020(4) -0.013(4) C3E 0.068(5) 0.052(4) 0.126(7) 0.002(4) 0.071(5) -0.001(4) C6F 0.034(3) 0.034(3) 0.044(3) 0.001(2) 0.016(2) -0.004(2) C5F 0.043(3) 0.036(3) 0.043(3) -0.012(3) 0.019(3) -0.007(2) C4F 0.044(3) 0.053(4) 0.034(3) -0.011(3) 0.018(3) 0.000(3) C2F 0.026(3) 0.033(3) 0.038(3) -0.002(2) 0.013(2) -0.003(2) C1F 0.030(3) 0.041(3) 0.026(3) -0.005(2) 0.010(2) -0.005(2) C3F 0.036(3) 0.044(3) 0.041(3) 0.014(3) 0.018(3) 0.007(2) _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 N2 2.044(4) . ? Ni1 N1 2.052(4) . ? Ni1 N1D 2.105(3) . ? Ni1 N1B 2.128(3) . ? Ni1 N1A 2.143(3) . ? Ni1 N1C 2.160(3) . ? S2 C2 1.635(5) . ? S1 C1 1.629(5) . ? N1C C6C 1.343(5) . ? N1C C2C 1.347(5) . ? N2 C2 1.162(5) . ? N1B C2B 1.338(5) . ? N1B C6B 1.346(5) . ? N1 C1 1.157(5) . ? C6C C5C 1.387(6) . ? N1A C6A 1.338(5) . ? N1A C2A 1.342(5) . ? N1D C6D 1.336(5) . ? N1D C2D 1.344(5) . ? C2D C3D 1.374(6) . ? C4C C3C 1.386(6) . ? C4C C5C 1.397(5) . ? C4C C7C 1.473(6) . ? C2C C3C 1.377(6) . ? C7D C8D 1.397(6) . ? C7D C12D 1.402(6) . ? C7D C4D 1.484(6) . ? C4D C5D 1.394(6) . ? C4D C3D 1.403(6) . ? C5A C4A 1.381(6) . ? C5A C6A 1.387(6) . ? C7A C8A 1.380(6) . ? C7A C12A 1.383(6) . ? C7A C4A 1.480(6) . ? C7C C8C 1.393(6) . ? C7C C12C 1.403(6) . ? C8D C9D 1.388(6) . ? C5D C6D 1.379(6) . ? C4A C3A 1.396(6) . ? C3A C2A 1.384(6) . ? C10D C11D 1.377(6) . ? C10D C9D 1.385(6) . ? C12D C11D 1.372(6) . ? C4B C5B 1.392(6) . ? C4B C3B 1.392(6) . ? C4B C7B 1.482(6) . ? C5B C6B 1.386(6) . ? C12C C11C 1.387(6) . ? C2B C3B 1.388(6) . ? C10C C11C 1.373(7) . ? C10C C9C 1.387(7) . ? C8B C9B 1.373(7) . ? C8B C7B 1.402(7) . ? C7B C12B 1.385(7) . ? C8C C9C 1.389(6) . ? C12B C11B 1.407(7) . ? C8A C9A 1.392(6) . ? C11B C10B 1.399(9) . ? C10A C9A 1.387(7) . ? C10A C11A 1.382(8) . ? C6E C1E 1.350(8) . ? C6E C5E 1.375(8) . ? C1E C2E 1.381(9) . ? C9B C10B 1.378(9) . ? C12A C11A 1.381(7) . ? C5E C4E 1.382(8) . ? C4E C3E 1.389(10) . ? C2E C3E 1.384(10) . ? C6F C5F 1.374(7) . ? C6F C1F 1.388(7) . ? C5F C4F 1.370(7) . ? C4F C3F 1.384(7) . ? C2F C1F 1.370(6) . ? C2F C3F 1.392(7) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Ni1 N1 175.86(14) . . ? N2 Ni1 N1D 88.99(13) . . ? N1 Ni1 N1D 92.96(13) . . ? N2 Ni1 N1B 89.19(13) . . ? N1 Ni1 N1B 88.82(14) . . ? N1D Ni1 N1B 178.11(13) . . ? N2 Ni1 N1A 89.07(13) . . ? N1 Ni1 N1A 87.31(13) . . ? N1D Ni1 N1A 89.01(13) . . ? N1B Ni1 N1A 90.44(13) . . ? N2 Ni1 N1C 93.46(13) . . ? N1 Ni1 N1C 90.25(13) . . ? N1D Ni1 N1C 88.21(13) . . ? N1B Ni1 N1C 92.41(13) . . ? N1A Ni1 N1C 176.21(13) . . ? C6C N1C C2C 116.0(4) . . ? C6C N1C Ni1 121.9(3) . . ? C2C N1C Ni1 121.6(3) . . ? C2 N2 Ni1 161.7(3) . . ? C2B N1B C6B 116.5(4) . . ? C2B N1B Ni1 122.0(3) . . ? C6B N1B Ni1 121.4(3) . . ? C1 N1 Ni1 165.2(4) . . ? N1C C6C C5C 123.4(4) . . ? C6A N1A C2A 116.8(4) . . ? C6A N1A Ni1 120.6(3) . . ? C2A N1A Ni1 122.6(3) . . ? N1 C1 S1 177.5(4) . . ? C6D N1D C2D 116.2(4) . . ? C6D N1D Ni1 120.8(3) . . ? C2D N1D Ni1 123.0(3) . . ? N1D C2D C3D 123.4(4) . . ? C3C C4C C5C 116.0(4) . . ? C3C C4C C7C 121.6(4) . . ? C5C C4C C7C 122.4(4) . . ? N1C C2C C3C 123.9(4) . . ? C6C C5C C4C 120.3(4) . . ? C8D C7D C12D 117.2(4) . . ? C8D C7D C4D 121.2(4) . . ? C12D C7D C4D 121.5(4) . . ? C5D C4D C3D 115.3(4) . . ? C5D C4D C7D 122.6(4) . . ? C3D C4D C7D 122.1(4) . . ? C4A C5A C6A 120.4(4) . . ? C8A C7A C12A 119.1(4) . . ? C8A C7A C4A 121.1(4) . . ? C12A C7A C4A 119.8(4) . . ? C2D C3D C4D 120.7(4) . . ? C8C C7C C12C 117.9(4) . . ? C8C C7C C4C 121.7(4) . . ? C12C C7C C4C 120.3(4) . . ? C9D C8D C7D 120.8(4) . . ? C6D C5D C4D 120.3(4) . . ? C5A C4A C3A 116.5(4) . . ? C5A C4A C7A 122.0(4) . . ? C3A C4A C7A 121.5(4) . . ? C2A C3A C4A 119.8(4) . . ? N1A C2A C3A 123.3(4) . . ? C11D C10D C9D 119.2(4) . . ? C11D C12D C7D 121.7(4) . . ? C5B C4B C3B 117.3(4) . . ? C5B C4B C7B 120.6(4) . . ? C3B C4B C7B 122.1(4) . . ? N2 C2 S2 179.0(4) . . ? C2C C3C C4C 120.5(4) . . ? C6B C5B C4B 119.7(4) . . ? N1D C6D C5D 124.1(4) . . ? C12D C11D C10D 120.5(4) . . ? C8D C9D C10D 120.6(4) . . ? C11C C12C C7C 121.0(4) . . ? N1A C6A C5A 123.1(4) . . ? N1B C2B C3B 124.0(4) . . ? N1B C6B C5B 123.3(4) . . ? C11C C10C C9C 120.1(4) . . ? C9B C8B C7B 121.7(6) . . ? C12B C7B C8B 118.4(5) . . ? C12B C7B C4B 120.4(5) . . ? C8B C7B C4B 121.2(5) . . ? C2B C3B C4B 119.1(4) . . ? C7C C8C C9C 120.9(4) . . ? C10C C9C C8C 120.0(5) . . ? C10C C11C C12C 120.1(4) . . ? C7B C12B C11B 121.0(6) . . ? C7A C8A C9A 120.4(5) . . ? C12B C11B C10B 118.3(6) . . ? C9A C10A C11A 119.8(5) . . ? C1E C6E C5E 120.5(6) . . ? C6E C1E C2E 121.2(6) . . ? C10A C9A C8A 119.8(5) . . ? C8B C9B C10B 119.3(6) . . ? C7A C12A C11A 121.0(5) . . ? C4E C5E C6E 119.5(6) . . ? C10A C11A C12A 119.8(5) . . ? C3E C4E C5E 120.0(6) . . ? C9B C10B C11B 121.3(5) . . ? C1E C2E C3E 119.2(6) . . ? C4E C3E C2E 119.6(6) . . ? C5F C6F C1F 119.8(5) . . ? C4F C5F C6F 120.2(5) . . ? C5F C4F C3F 120.5(5) . . ? C1F C2F C3F 119.9(5) . . ? C2F C1F C6F 120.2(5) . . ? C4F C3F C2F 119.3(5) . . ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.495 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.091 data_C:\1bnz.CIF _database_code_depnum_ccdc_archive 'CCDC 919584' #TrackingRef '16843_web_deposit_cif_file_5_LeonardJ.Barbour_1358154577.1bnz.cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common work _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H42 N6 Ni S2' _chemical_formula_weight 873.75 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' 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.039(4) _cell_length_b 13.178(4) _cell_length_c 21.477(7) _cell_angle_alpha 85.204(4) _cell_angle_beta 79.744(4) _cell_angle_gamma 64.519(3) _cell_volume 3278.1(18) _cell_formula_units_Z 3 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plates _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.328 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1368 _exptl_absorpt_coefficient_mu 0.583 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8922 _exptl_absorpt_correction_T_max 0.9603 _exptl_absorpt_process_details '(SADABS; Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38688 _diffrn_reflns_av_R_equivalents 0.1606 _diffrn_reflns_av_sigmaI/netI 0.2704 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.71 _diffrn_reflns_theta_max 28.75 _reflns_number_total 15449 _reflns_number_gt 5396 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.1800P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 15449 _refine_ls_number_parameters 807 _refine_ls_number_restraints 48 _refine_ls_R_factor_all 0.2880 _refine_ls_R_factor_gt 0.1252 _refine_ls_wR_factor_ref 0.3795 _refine_ls_wR_factor_gt 0.2971 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.994 _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 Ni1A Ni 0.05074(10) -0.22330(9) 0.21814(6) 0.0425(6) Uani 1 1 d . . . S1A S 0.0682(4) -0.3357(3) 0.00652(17) 0.0959(13) Uani 1 1 d . . . N1A N 0.0572(6) -0.2619(6) 0.1259(4) 0.048(2) Uani 1 1 d . . . C1A C 0.0610(8) -0.2914(7) 0.0759(6) 0.049(3) Uani 1 1 d . . . S2A S 0.1516(3) -0.1464(2) 0.40385(14) 0.0676(10) Uani 1 1 d . . . N2A N 0.0486(7) -0.1814(6) 0.3084(4) 0.053(2) Uani 1 1 d . . . C2A C 0.0884(10) -0.1660(7) 0.3489(5) 0.055(3) Uani 1 1 d . . . N1B N -0.1243(6) -0.1148(5) 0.2244(4) 0.0421(19) Uani 1 1 d . . . C1B C -0.1750(7) -0.0230(7) 0.2620(4) 0.040(2) Uani 1 1 d . . . H1B H -0.1272 0.0027 0.2782 0.048 Uiso 1 1 calc R . . C2B C -0.2931(7) 0.0350(7) 0.2780(4) 0.041(2) Uani 1 1 d . . . H2B H -0.3241 0.1010 0.3028 0.049 Uiso 1 1 calc R . . C3B C -0.3658(7) -0.0017(7) 0.2583(4) 0.036(2) Uani 1 1 d . . . C4B C -0.3166(8) -0.0921(7) 0.2166(4) 0.042(2) Uani 1 1 d . . . H4B H -0.3636 -0.1168 0.1989 0.050 Uiso 1 1 calc R . . C5B C -0.1986(8) -0.1448(7) 0.2017(4) 0.045(2) Uani 1 1 d . . . H5B H -0.1666 -0.2065 0.1735 0.054 Uiso 1 1 calc R . . C6B C -0.4916(7) 0.0516(7) 0.2825(4) 0.037(2) Uani 1 1 d . . . C7B C -0.5489(7) -0.0167(7) 0.3007(4) 0.037(2) Uani 1 1 d . . . H7B H -0.5110 -0.0948 0.2917 0.045 Uiso 1 1 calc R . . C8B C -0.6606(8) 0.0288(8) 0.3318(5) 0.048(2) Uani 1 1 d . . . H8B H -0.6986 -0.0185 0.3454 0.058 Uiso 1 1 calc R . . C9B C -0.7176(8) 0.1422(9) 0.3434(5) 0.053(3) Uani 1 1 d . . . H9B H -0.7945 0.1727 0.3652 0.064 Uiso 1 1 calc R . . C10B C -0.6637(8) 0.2116(8) 0.3238(5) 0.053(3) Uani 1 1 d . . . H10B H -0.7043 0.2902 0.3309 0.064 Uiso 1 1 calc R . . C11B C -0.5496(8) 0.1672(7) 0.2934(5) 0.049(3) Uani 1 1 d . . . H11B H -0.5120 0.2150 0.2803 0.059 Uiso 1 1 calc R . . N1C N 0.0021(6) -0.3526(6) 0.2544(4) 0.050(2) Uani 1 1 d . . . C1C C -0.0511(8) -0.3510(7) 0.3131(5) 0.047(2) Uani 1 1 d . . . H1C H -0.0861 -0.2820 0.3354 0.057 Uiso 1 1 calc R . . C2C C -0.0583(8) -0.4460(7) 0.3439(4) 0.047(2) Uani 1 1 d . . . H2C H -0.0956 -0.4411 0.3865 0.056 Uiso 1 1 calc R . . C3C C -0.0115(7) -0.5465(7) 0.3125(5) 0.049(3) Uani 1 1 d . . . C4C C 0.0407(9) -0.5482(7) 0.2495(5) 0.055(3) Uani 1 1 d . . . H4C H 0.0733 -0.6154 0.2257 0.066 Uiso 1 1 calc R . . C5C C 0.0443(9) -0.4522(8) 0.2231(5) 0.061(3) Uani 1 1 d . . . H5C H 0.0782 -0.4544 0.1799 0.074 Uiso 1 1 calc R . . C6C C -0.0149(7) -0.6499(7) 0.3457(5) 0.042(2) Uani 1 1 d . . . C7C C -0.0331(8) -0.6553(7) 0.4109(5) 0.051(3) Uani 1 1 d . . . H7C H -0.0446 -0.5928 0.4349 0.062 Uiso 1 1 calc R . . C8C C -0.0347(8) -0.7535(8) 0.4421(5) 0.056(3) Uani 1 1 d . . . H8C H -0.0472 -0.7570 0.4870 0.067 Uiso 1 1 calc R . . C9C C -0.0182(8) -0.8437(8) 0.4074(6) 0.063(3) Uani 1 1 d . . . H9C H -0.0193 -0.9096 0.4286 0.076 Uiso 1 1 calc R . . C10C C 0.0001(8) -0.8394(8) 0.3424(6) 0.057(3) Uani 1 1 d . . . H10C H 0.0126 -0.9028 0.3189 0.068 Uiso 1 1 calc R . . C11C C 0.0003(7) -0.7443(8) 0.3112(5) 0.045(2) Uani 1 1 d . . . H11C H 0.0105 -0.7414 0.2662 0.054 Uiso 1 1 calc R . . N1D N 0.2237(6) -0.3468(6) 0.2176(3) 0.0413(19) Uani 1 1 d . . . C1D C 0.2535(8) -0.4112(7) 0.2687(4) 0.049(2) Uani 1 1 d . . . H1D H 0.1970 -0.3972 0.3055 0.058 Uiso 1 1 calc R . . C2D C 0.3600(8) -0.4954(7) 0.2712(5) 0.044(2) Uani 1 1 d . . . H2D H 0.3755 -0.5400 0.3084 0.053 Uiso 1 1 calc R . . C3D C 0.4465(8) -0.5158(7) 0.2184(4) 0.040(2) Uani 1 1 d . . . C4D C 0.4145(8) -0.4462(7) 0.1658(4) 0.043(2) Uani 1 1 d . . . H4D H 0.4699 -0.4548 0.1290 0.051 Uiso 1 1 calc R . . C5D C 0.3033(8) -0.3653(7) 0.1669(4) 0.042(2) Uani 1 1 d . . . H5D H 0.2833 -0.3212 0.1299 0.050 Uiso 1 1 calc R . . C6D C 0.5665(8) -0.5997(7) 0.2205(5) 0.044(2) Uani 1 1 d . . . C7D C 0.6398(10) -0.6405(11) 0.1662(6) 0.076(4) Uani 1 1 d . . . H7D H 0.6121 -0.6170 0.1270 0.092 Uiso 1 1 calc R . . C8D C 0.7547(11) -0.7158(12) 0.1657(7) 0.093(4) Uani 1 1 d . . . H8D H 0.8043 -0.7447 0.1271 0.112 Uiso 1 1 calc R . . C9D C 0.7952(9) -0.7477(8) 0.2236(5) 0.055(3) Uani 1 1 d . . . H9D H 0.8733 -0.7979 0.2247 0.066 Uiso 1 1 calc R . . C10D C 0.7239(8) -0.7074(7) 0.2770(5) 0.046(2) Uani 1 1 d . . . H10D H 0.7519 -0.7289 0.3162 0.055 Uiso 1 1 calc R . . C11D C 0.6097(8) -0.6350(7) 0.2768(5) 0.042(2) Uani 1 1 d . . . H11D H 0.5601 -0.6089 0.3158 0.050 Uiso 1 1 calc R . . N1E N 0.1040(6) -0.0933(5) 0.1863(4) 0.0407(18) Uani 1 1 d . . . C1E C 0.1844(9) -0.0827(8) 0.2115(5) 0.055(3) Uani 1 1 d . . . H1E H 0.2211 -0.1373 0.2416 0.066 Uiso 1 1 calc R . . C2E C 0.2178(10) 0.0044(8) 0.1959(5) 0.065(3) Uani 1 1 d . . . H2E H 0.2770 0.0074 0.2147 0.079 Uiso 1 1 calc R . . C3E C 0.1653(9) 0.0863(7) 0.1531(4) 0.047(2) Uani 1 1 d . . . C4E C 0.0858(8) 0.0723(8) 0.1257(5) 0.053(3) Uani 1 1 d . . . H4E H 0.0500 0.1236 0.0940 0.064 Uiso 1 1 calc R . . C5E C 0.0570(7) -0.0172(7) 0.1442(5) 0.048(3) Uani 1 1 d . . . H5E H -0.0003 -0.0234 0.1251 0.058 Uiso 1 1 calc R . . C6E C 0.1957(9) 0.1846(7) 0.1367(5) 0.052(3) Uani 1 1 d . . . C7E C 0.1403(14) 0.2684(10) 0.0972(6) 0.098(5) Uani 1 1 d . . . H7E H 0.0813 0.2658 0.0780 0.118 Uiso 1 1 calc R . . C8E C 0.1716(15) 0.3622(9) 0.0843(6) 0.091(5) Uani 1 1 d . . . H8E H 0.1318 0.4209 0.0568 0.109 Uiso 1 1 calc R . . C9E C 0.2527(12) 0.3679(11) 0.1093(6) 0.077(4) Uani 1 1 d . . . H9E H 0.2714 0.4303 0.1010 0.092 Uiso 1 1 calc R . . C10E C 0.3099(13) 0.2823(12) 0.1476(8) 0.110(5) Uani 1 1 d . . . H10E H 0.3704 0.2850 0.1654 0.132 Uiso 1 1 calc R . . C11E C 0.2833(9) 0.1928(9) 0.1613(7) 0.079(4) Uani 1 1 d . . . H11E H 0.3256 0.1347 0.1883 0.094 Uiso 1 1 calc R . . Ni1F Ni 0.5000 0.5000 0.5000 0.0531(7) Uani 1 2 d S . . S1F S 0.1612(2) 0.5124(2) 0.43353(13) 0.0525(8) Uani 1 1 d . . . N1F N 0.3419(7) 0.5272(6) 0.4805(4) 0.054(2) Uani 1 1 d . . . C1F C 0.2675(9) 0.5215(6) 0.4615(5) 0.045(2) Uani 1 1 d . . . N1G N 0.4600(7) 0.4362(6) 0.5909(4) 0.059(2) Uani 1 1 d . . . C1G C 0.3522(9) 0.4680(9) 0.6215(6) 0.064(3) Uani 1 1 d . . . H1G H 0.2899 0.5165 0.6007 0.077 Uiso 1 1 calc R . . C2G C 0.3287(11) 0.4318(12) 0.6837(7) 0.080(4) Uani 1 1 d . . . H2G H 0.2508 0.4556 0.7034 0.096 Uiso 1 1 calc R . . C3G C 0.4156(11) 0.3621(9) 0.7174(6) 0.064(3) Uani 1 1 d . . . C4G C 0.5220(10) 0.3287(8) 0.6834(6) 0.071(4) Uani 1 1 d . . . H4G H 0.5854 0.2777 0.7027 0.085 Uiso 1 1 calc R . . C5G C 0.5441(10) 0.3643(8) 0.6222(6) 0.069(4) Uani 1 1 d . . . H5G H 0.6216 0.3371 0.6015 0.082 Uiso 1 1 calc R . . C6G C 0.3845(13) 0.3370(11) 0.7826(7) 0.078(4) Uani 1 1 d . . . C7G C 0.4707(17) 0.2589(18) 0.8152(8) 0.112(6) Uani 1 1 d . . . H7G H 0.5471 0.2243 0.7931 0.134 Uiso 1 1 calc R . . C8G C 0.4491(16) 0.2302(16) 0.8781(8) 0.112(6) Uani 1 1 d . . . H8G H 0.5091 0.1774 0.8990 0.135 Uiso 1 1 calc R . . C9G C 0.341(2) 0.2793(17) 0.9086(9) 0.123(7) Uani 1 1 d . . . H9G H 0.3260 0.2551 0.9507 0.147 Uiso 1 1 calc R . . C10G C 0.2537(19) 0.3590(15) 0.8846(9) 0.138(9) Uani 1 1 d . . . H10G H 0.1792 0.3964 0.9085 0.166 Uiso 1 1 calc R . . C11G C 0.2815(16) 0.3834(11) 0.8196(8) 0.132(7) Uani 1 1 d . . . H11G H 0.2205 0.4387 0.8003 0.159 Uiso 1 1 calc R . . N1H N 0.5735(6) 0.3273(6) 0.4646(4) 0.048(2) Uani 1 1 d . . . C1H C 0.6745(8) 0.2517(8) 0.4745(7) 0.077(4) Uani 1 1 d . . . H1H H 0.7261 0.2780 0.4857 0.093 Uiso 1 1 calc R . . C2H C 0.7129(8) 0.1363(7) 0.4702(6) 0.062(3) Uani 1 1 d . . . H2H H 0.7871 0.0868 0.4792 0.074 Uiso 1 1 calc R . . C3H C 0.6424(7) 0.0941(6) 0.4525(4) 0.034(2) Uani 1 1 d . . . C4H C 0.5392(8) 0.1721(7) 0.4384(5) 0.047(2) Uani 1 1 d . . . H4H H 0.4886 0.1478 0.4241 0.057 Uiso 1 1 calc R . . C5H C 0.5065(9) 0.2877(7) 0.4447(5) 0.051(3) Uani 1 1 d . . . H5H H 0.4340 0.3396 0.4344 0.061 Uiso 1 1 calc R . . C6H C 0.6760(7) -0.0293(7) 0.4513(4) 0.033(2) Uani 1 1 d . . . C7H C 0.6086(9) -0.0677(7) 0.4256(5) 0.049(3) Uani 1 1 d . . . H7H H 0.5449 -0.0158 0.4069 0.059 Uiso 1 1 calc R . . C8H C 0.6344(10) -0.1836(8) 0.4272(5) 0.057(3) Uani 1 1 d . . . H8H H 0.5892 -0.2103 0.4092 0.069 Uiso 1 1 calc R . . C9H C 0.7260(9) -0.2568(8) 0.4551(5) 0.055(3) Uani 1 1 d . . . H9H H 0.7439 -0.3348 0.4569 0.066 Uiso 1 1 calc R . . C10H C 0.7900(9) -0.2193(8) 0.4797(6) 0.073(4) Uani 1 1 d . . . H10H H 0.8524 -0.2708 0.4994 0.088 Uiso 1 1 calc R . . C11H C 0.7666(8) -0.1048(8) 0.4769(6) 0.071(4) Uani 1 1 d . . . H11H H 0.8152 -0.0802 0.4931 0.085 Uiso 1 1 calc R . . C1I C -0.4131(11) 0.1126(10) 0.0446(7) 0.292(10) Uani 1 1 d GU . . H1I H -0.4939 0.1552 0.0477 0.350 Uiso 1 1 calc R . . C2I C -0.3664(15) -0.0041(11) 0.0425(7) 0.283(10) Uani 1 1 d GU . . H2I H -0.4153 -0.0411 0.0441 0.339 Uiso 1 1 calc R . . C3I C -0.2482(15) -0.0665(9) 0.0381(7) 0.266(9) Uani 1 1 d GU . . H3I H -0.2162 -0.1463 0.0367 0.320 Uiso 1 1 calc R . . C4I C -0.1767(12) -0.0124(11) 0.0358(8) 0.259(9) Uani 1 1 d GU . . H4I H -0.0958 -0.0551 0.0328 0.311 Uiso 1 1 calc R . . C5I C -0.2234(10) 0.1043(11) 0.0379(7) 0.291(9) Uani 1 1 d GU . . H5I H -0.1745 0.1413 0.0364 0.349 Uiso 1 1 calc R . . C6I C -0.3416(10) 0.1667(9) 0.0423(4) 0.301(10) Uani 1 1 d GU . . H6I H -0.3735 0.2465 0.0438 0.361 Uiso 1 1 calc R . . C1J C -0.5054(14) 0.3899(11) 0.0043(8) 0.326(6) Uani 1 1 d GU . . H1J H -0.5123 0.3208 0.0070 0.392 Uiso 1 1 calc R . . C2J C -0.4029(15) 0.3976(10) 0.0062(6) 0.327(6) Uani 1 1 d GU . . H2J H -0.3350 0.3313 0.0102 0.392 Uiso 1 1 calc R . . C3J C -0.400(2) 0.5021(11) 0.0023(8) 0.316(7) Uani 1 1 d GU . . H3J H -0.3278 0.5025 0.0041 0.379 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 Ni1A 0.0486(9) 0.0247(7) 0.0522(10) 0.0062(5) -0.0076(6) -0.0149(6) S1A 0.164(4) 0.0517(19) 0.082(3) 0.0051(17) -0.055(2) -0.042(2) N1A 0.044(5) 0.037(4) 0.058(6) 0.010(4) -0.007(4) -0.016(4) C1A 0.057(6) 0.024(5) 0.066(8) 0.020(5) -0.021(6) -0.017(4) S2A 0.124(3) 0.0378(15) 0.0584(19) 0.0058(12) -0.0214(17) -0.0491(16) N2A 0.052(5) 0.033(4) 0.060(6) 0.006(4) -0.014(4) -0.006(4) C2A 0.090(8) 0.013(4) 0.055(7) 0.008(4) -0.009(6) -0.018(5) N1B 0.049(5) 0.023(4) 0.058(5) 0.007(3) -0.010(4) -0.019(3) C1B 0.045(5) 0.024(4) 0.050(6) 0.000(4) -0.008(4) -0.015(4) C2B 0.042(5) 0.025(4) 0.059(6) 0.009(4) -0.013(4) -0.015(4) C3B 0.039(5) 0.028(4) 0.044(5) 0.009(4) -0.014(4) -0.014(4) C4B 0.051(6) 0.029(5) 0.052(6) 0.001(4) -0.013(5) -0.022(4) C5B 0.063(7) 0.032(5) 0.052(6) -0.002(4) -0.008(5) -0.032(5) C6B 0.041(5) 0.029(4) 0.049(6) 0.005(4) -0.019(4) -0.019(4) C7B 0.032(5) 0.030(4) 0.052(6) 0.005(4) -0.014(4) -0.014(4) C8B 0.056(6) 0.048(6) 0.058(7) 0.007(5) -0.024(5) -0.034(5) C9B 0.040(6) 0.061(7) 0.067(7) -0.007(6) -0.018(5) -0.024(5) C10B 0.044(6) 0.041(5) 0.074(7) -0.007(5) -0.016(5) -0.014(5) C11B 0.048(6) 0.026(5) 0.076(7) 0.000(5) -0.012(5) -0.018(4) N1C 0.050(5) 0.020(4) 0.066(6) 0.000(4) 0.010(4) -0.009(3) C1C 0.049(6) 0.023(4) 0.060(7) -0.002(4) 0.005(5) -0.012(4) C2C 0.051(6) 0.037(5) 0.047(6) 0.005(4) 0.003(5) -0.020(5) C3C 0.039(5) 0.024(5) 0.070(7) 0.003(4) -0.008(5) 0.000(4) C4C 0.076(7) 0.025(5) 0.048(6) 0.002(4) 0.014(5) -0.017(5) C5C 0.081(8) 0.032(5) 0.066(7) -0.003(5) 0.010(6) -0.026(5) C6C 0.031(5) 0.026(4) 0.059(7) 0.007(4) 0.000(4) -0.008(4) C7C 0.051(6) 0.023(4) 0.067(7) 0.009(4) -0.007(5) -0.007(4) C8C 0.047(6) 0.032(5) 0.074(8) 0.021(5) -0.006(5) -0.008(4) C9C 0.039(6) 0.040(6) 0.102(10) 0.026(6) -0.004(6) -0.016(5) C10C 0.061(7) 0.038(5) 0.083(9) 0.010(5) -0.011(6) -0.033(5) C11C 0.040(5) 0.045(5) 0.056(6) 0.015(5) -0.009(4) -0.027(4) N1D 0.053(5) 0.033(4) 0.038(5) 0.005(3) -0.002(4) -0.022(4) C1D 0.052(6) 0.039(5) 0.041(6) 0.005(4) 0.001(5) -0.010(5) C2D 0.044(5) 0.030(5) 0.056(6) 0.009(4) -0.015(5) -0.013(4) C3D 0.049(6) 0.030(5) 0.046(6) -0.002(4) -0.012(5) -0.020(4) C4D 0.048(6) 0.040(5) 0.047(6) -0.001(4) -0.004(4) -0.026(5) C5D 0.045(6) 0.038(5) 0.050(6) 0.013(4) -0.015(5) -0.024(4) C6D 0.051(6) 0.037(5) 0.053(6) -0.004(5) -0.003(5) -0.029(5) C7D 0.065(8) 0.087(9) 0.059(8) 0.016(7) -0.033(6) -0.010(7) C8D 0.066(8) 0.094(10) 0.081(10) 0.002(8) -0.001(7) -0.002(7) C9D 0.060(7) 0.043(6) 0.069(8) 0.011(5) -0.023(6) -0.026(5) C10D 0.048(6) 0.030(5) 0.068(7) 0.010(5) -0.013(5) -0.024(4) C11D 0.046(6) 0.032(5) 0.057(6) 0.002(4) -0.009(5) -0.025(4) N1E 0.047(4) 0.022(4) 0.055(5) 0.008(3) -0.018(4) -0.013(3) C1E 0.081(7) 0.035(5) 0.066(7) 0.023(5) -0.037(6) -0.036(5) C2E 0.098(9) 0.043(6) 0.083(8) 0.025(6) -0.053(7) -0.046(6) C3E 0.070(7) 0.026(5) 0.048(6) -0.005(4) -0.002(5) -0.027(5) C4E 0.043(5) 0.037(5) 0.075(8) 0.028(5) -0.016(5) -0.016(5) C5E 0.035(5) 0.040(5) 0.070(7) 0.019(5) -0.013(5) -0.018(4) C6E 0.075(7) 0.021(4) 0.061(7) 0.013(4) -0.009(5) -0.023(5) C7E 0.181(15) 0.049(7) 0.102(10) 0.026(7) -0.076(10) -0.068(9) C8E 0.182(15) 0.037(6) 0.060(8) 0.010(5) -0.028(9) -0.052(8) C9E 0.113(11) 0.077(9) 0.054(8) -0.001(7) 0.010(7) -0.062(8) C10E 0.105(11) 0.075(9) 0.174(16) 0.043(10) -0.026(10) -0.067(9) C11E 0.053(7) 0.047(6) 0.141(12) 0.037(7) -0.028(7) -0.029(6) Ni1F 0.0468(12) 0.0234(9) 0.0932(16) -0.0146(9) 0.0079(9) -0.0235(8) S1F 0.0618(17) 0.0360(14) 0.0651(18) 0.0038(12) -0.0090(13) -0.0269(12) N1F 0.039(5) 0.021(4) 0.101(7) -0.020(4) 0.002(4) -0.014(3) C1F 0.056(6) 0.016(4) 0.057(6) -0.001(4) 0.011(5) -0.017(4) N1G 0.048(5) 0.029(4) 0.101(7) -0.020(4) 0.017(5) -0.026(4) C1G 0.055(7) 0.062(7) 0.088(9) -0.041(7) -0.001(6) -0.033(6) C2G 0.074(9) 0.115(11) 0.082(10) -0.066(9) 0.031(8) -0.074(9) C3G 0.079(8) 0.037(6) 0.096(10) -0.023(6) 0.007(8) -0.047(6) C4G 0.077(8) 0.019(5) 0.100(10) -0.009(5) 0.029(7) -0.020(5) C5G 0.059(7) 0.023(5) 0.110(10) -0.010(6) 0.027(7) -0.017(5) C6G 0.100(10) 0.058(7) 0.093(11) -0.040(7) 0.046(9) -0.067(8) C7G 0.137(15) 0.172(18) 0.088(12) -0.042(11) 0.026(11) -0.133(15) C8G 0.138(14) 0.182(17) 0.085(11) -0.014(11) 0.006(10) -0.139(14) C9G 0.18(2) 0.118(14) 0.116(14) -0.035(12) 0.042(15) -0.129(15) C10G 0.179(19) 0.076(11) 0.128(16) -0.033(11) 0.096(14) -0.065(12) C11G 0.163(16) 0.054(8) 0.135(14) -0.027(9) 0.074(13) -0.036(10) N1H 0.041(5) 0.025(4) 0.083(6) -0.008(4) 0.006(4) -0.023(4) C1H 0.026(5) 0.033(5) 0.181(13) -0.035(7) -0.018(6) -0.013(4) C2H 0.040(6) 0.021(5) 0.125(10) -0.009(5) -0.017(6) -0.011(4) C3H 0.045(5) 0.020(4) 0.039(5) 0.002(4) -0.008(4) -0.016(4) C4H 0.052(6) 0.024(4) 0.072(7) -0.004(4) -0.030(5) -0.014(4) C5H 0.061(6) 0.020(4) 0.068(7) 0.000(4) -0.027(5) -0.008(4) C6H 0.028(4) 0.028(4) 0.044(5) 0.007(4) -0.010(4) -0.012(4) C7H 0.068(6) 0.021(4) 0.067(7) 0.012(4) -0.032(5) -0.022(4) C8H 0.094(8) 0.035(5) 0.067(7) 0.002(5) -0.023(6) -0.046(6) C9H 0.058(6) 0.028(5) 0.069(7) -0.009(5) 0.009(5) -0.014(5) C10H 0.061(7) 0.020(5) 0.132(11) 0.006(6) -0.024(7) -0.009(5) C11H 0.048(6) 0.039(6) 0.144(11) 0.012(6) -0.043(7) -0.028(5) C1I 0.259(17) 0.139(12) 0.399(17) -0.085(13) -0.158(16) 0.044(11) C2I 0.257(17) 0.132(12) 0.382(17) -0.059(13) -0.145(16) 0.035(11) C3I 0.251(17) 0.117(12) 0.371(16) -0.070(13) -0.152(16) 0.029(11) C4I 0.253(17) 0.111(11) 0.371(17) -0.104(13) -0.175(15) 0.028(10) C5I 0.266(17) 0.135(12) 0.409(17) -0.104(13) -0.171(16) 0.037(11) C6I 0.267(17) 0.140(12) 0.416(17) -0.100(13) -0.169(16) 0.048(11) C1J 0.499(17) 0.72(2) 0.053(8) 0.038(17) -0.018(15) -0.550 C2J 0.476(17) 0.71(2) 0.042(6) 0.051(17) -0.010(14) -0.502 C3J 0.460(17) 0.71(2) 0.038(8) 0.047(18) -0.014(14) -0.506 _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 Ni1A N2A 2.052(10) . ? Ni1A N1A 2.065(10) . ? Ni1A N1B 2.094(7) . ? Ni1A N1C 2.108(7) . ? Ni1A N1E 2.131(7) . ? Ni1A N1D 2.138(7) . ? S1A C1A 1.617(13) . ? N1A C1A 1.158(12) . ? S2A C2A 1.648(13) . ? N2A C2A 1.161(12) . ? N1B C1B 1.356(10) . ? N1B C5B 1.365(11) . ? C1B C2B 1.384(11) . ? C2B C3B 1.373(12) . ? C3B C4B 1.396(12) . ? C3B C6B 1.489(12) . ? C4B C5B 1.376(12) . ? C6B C7B 1.393(11) . ? C6B C11B 1.398(11) . ? C7B C8B 1.377(12) . ? C8B C9B 1.374(13) . ? C9B C10B 1.375(13) . ? C10B C11B 1.397(13) . ? N1C C1C 1.323(11) . ? N1C C5C 1.369(12) . ? C1C C2C 1.397(12) . ? C2C C3C 1.374(12) . ? C3C C4C 1.398(13) . ? C3C C6C 1.499(12) . ? C4C C5C 1.358(12) . ? C6C C7C 1.379(13) . ? C6C C11C 1.423(13) . ? C7C C8C 1.414(12) . ? C8C C9C 1.373(15) . ? C9C C10C 1.376(15) . ? C10C C11C 1.372(12) . ? N1D C5D 1.321(11) . ? N1D C1D 1.338(11) . ? C1D C2D 1.361(12) . ? C2D C3D 1.401(12) . ? C3D C4D 1.398(12) . ? C3D C6D 1.484(13) . ? C4D C5D 1.379(12) . ? C6D C7D 1.353(14) . ? C6D C11D 1.385(13) . ? C7D C8D 1.395(16) . ? C8D C9D 1.398(16) . ? C9D C10D 1.326(13) . ? C10D C11D 1.381(12) . ? N1E C5E 1.310(11) . ? N1E C1E 1.323(11) . ? C1E C2E 1.390(12) . ? C2E C3E 1.378(13) . ? C3E C4E 1.361(13) . ? C3E C6E 1.508(12) . ? C4E C5E 1.393(12) . ? C6E C7E 1.356(14) . ? C6E C11E 1.388(15) . ? C7E C8E 1.452(16) . ? C8E C9E 1.300(18) . ? C9E C10E 1.359(18) . ? C10E C11E 1.363(15) . ? Ni1F N1F 2.049(9) . ? Ni1F N1F 2.049(9) 2_666 ? Ni1F N1G 2.128(9) . ? Ni1F N1G 2.128(9) 2_666 ? Ni1F N1H 2.197(7) . ? Ni1F N1H 2.197(7) 2_666 ? S1F C1F 1.657(12) . ? N1F C1F 1.150(12) . ? N1G C1G 1.340(12) . ? N1G C5G 1.347(14) . ? C1G C2G 1.407(17) . ? C2G C3G 1.391(17) . ? C3G C4G 1.349(14) . ? C3G C6G 1.439(17) . ? C4G C5G 1.381(15) . ? C6G C11G 1.343(18) . ? C6G C7G 1.41(2) . ? C7G C8G 1.38(2) . ? C8G C9G 1.34(2) . ? C9G C10G 1.33(3) . ? C10G C11G 1.42(2) . ? N1H C1H 1.307(12) . ? N1H C5H 1.334(11) . ? C1H C2H 1.387(12) . ? C2H C3H 1.377(12) . ? C3H C4H 1.364(11) . ? C3H C6H 1.493(10) . ? C4H C5H 1.406(11) . ? C6H C11H 1.347(12) . ? C6H C7H 1.391(12) . ? C7H C8H 1.414(11) . ? C8H C9H 1.373(14) . ? C9H C10H 1.332(14) . ? C10H C11H 1.403(13) . ? C1I C2I 1.3900 . ? C1I C6I 1.3900 . ? C2I C3I 1.3900 . ? C3I C4I 1.3900 . ? C4I C5I 1.3900 . ? C5I C6I 1.3900 . ? C1J C2J 1.3901 . ? C1J C3J 1.45(2) 2_465 ? C2J C3J 1.3901 . ? C3J C1J 1.45(3) 2_465 ? 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 N2A Ni1A N1A 177.5(3) . . ? N2A Ni1A N1B 89.9(3) . . ? N1A Ni1A N1B 91.0(3) . . ? N2A Ni1A N1C 90.1(3) . . ? N1A Ni1A N1C 92.2(3) . . ? N1B Ni1A N1C 88.2(3) . . ? N2A Ni1A N1E 86.9(3) . . ? N1A Ni1A N1E 90.7(3) . . ? N1B Ni1A N1E 93.2(3) . . ? N1C Ni1A N1E 176.7(3) . . ? N2A Ni1A N1D 88.9(3) . . ? N1A Ni1A N1D 90.5(3) . . ? N1B Ni1A N1D 173.8(3) . . ? N1C Ni1A N1D 85.7(3) . . ? N1E Ni1A N1D 92.8(3) . . ? C1A N1A Ni1A 174.7(7) . . ? N1A C1A S1A 178.7(9) . . ? C2A N2A Ni1A 154.6(9) . . ? N2A C2A S2A 176.9(10) . . ? C1B N1B C5B 114.9(7) . . ? C1B N1B Ni1A 122.4(6) . . ? C5B N1B Ni1A 121.3(6) . . ? N1B C1B C2B 123.2(8) . . ? C3B C2B C1B 120.7(8) . . ? C2B C3B C4B 117.3(8) . . ? C2B C3B C6B 120.6(8) . . ? C4B C3B C6B 122.1(8) . . ? C5B C4B C3B 118.7(8) . . ? N1B C5B C4B 124.8(8) . . ? C7B C6B C11B 119.6(8) . . ? C7B C6B C3B 119.1(7) . . ? C11B C6B C3B 121.0(7) . . ? C8B C7B C6B 120.1(8) . . ? C9B C8B C7B 120.5(9) . . ? C8B C9B C10B 120.3(9) . . ? C9B C10B C11B 120.4(9) . . ? C10B C11B C6B 119.1(8) . . ? C1C N1C C5C 116.0(8) . . ? C1C N1C Ni1A 121.9(6) . . ? C5C N1C Ni1A 120.9(6) . . ? N1C C1C C2C 123.2(8) . . ? C3C C2C C1C 120.0(9) . . ? C2C C3C C4C 117.4(8) . . ? C2C C3C C6C 120.5(9) . . ? C4C C3C C6C 122.1(8) . . ? C5C C4C C3C 119.0(9) . . ? C4C C5C N1C 124.3(10) . . ? C7C C6C C11C 118.5(8) . . ? C7C C6C C3C 120.3(8) . . ? C11C C6C C3C 121.3(9) . . ? C6C C7C C8C 120.1(9) . . ? C9C C8C C7C 120.0(10) . . ? C8C C9C C10C 120.5(9) . . ? C11C C10C C9C 120.5(10) . . ? C10C C11C C6C 120.4(9) . . ? C5D N1D C1D 117.7(8) . . ? C5D N1D Ni1A 122.0(6) . . ? C1D N1D Ni1A 120.2(6) . . ? N1D C1D C2D 123.9(9) . . ? C1D C2D C3D 119.5(9) . . ? C4D C3D C2D 115.7(8) . . ? C4D C3D C6D 122.4(8) . . ? C2D C3D C6D 121.6(8) . . ? C5D C4D C3D 120.7(8) . . ? N1D C5D C4D 122.3(8) . . ? C7D C6D C11D 117.5(9) . . ? C7D C6D C3D 120.2(9) . . ? C11D C6D C3D 122.3(9) . . ? C6D C7D C8D 122.2(11) . . ? C7D C8D C9D 118.4(11) . . ? C10D C9D C8D 119.7(10) . . ? C9D C10D C11D 121.4(10) . . ? C10D C11D C6D 120.9(9) . . ? C5E N1E C1E 116.3(8) . . ? C5E N1E Ni1A 123.4(6) . . ? C1E N1E Ni1A 120.3(6) . . ? N1E C1E C2E 123.2(9) . . ? C3E C2E C1E 120.2(9) . . ? C4E C3E C2E 116.1(8) . . ? C4E C3E C6E 121.9(9) . . ? C2E C3E C6E 121.9(9) . . ? C3E C4E C5E 119.9(9) . . ? N1E C5E C4E 124.2(9) . . ? C7E C6E C11E 116.7(9) . . ? C7E C6E C3E 122.2(10) . . ? C11E C6E C3E 121.1(9) . . ? C6E C7E C8E 119.8(12) . . ? C9E C8E C7E 121.7(12) . . ? C8E C9E C10E 118.4(12) . . ? C9E C10E C11E 122.1(14) . . ? C10E C11E C6E 121.4(11) . . ? N1F Ni1F N1F 180.0(5) . 2_666 ? N1F Ni1F N1G 89.6(3) . . ? N1F Ni1F N1G 90.4(3) 2_666 . ? N1F Ni1F N1G 90.4(3) . 2_666 ? N1F Ni1F N1G 89.6(3) 2_666 2_666 ? N1G Ni1F N1G 180.000(1) . 2_666 ? N1F Ni1F N1H 90.5(3) . . ? N1F Ni1F N1H 89.5(3) 2_666 . ? N1G Ni1F N1H 87.8(3) . . ? N1G Ni1F N1H 92.2(3) 2_666 . ? N1F Ni1F N1H 89.5(3) . 2_666 ? N1F Ni1F N1H 90.5(3) 2_666 2_666 ? N1G Ni1F N1H 92.2(3) . 2_666 ? N1G Ni1F N1H 87.8(3) 2_666 2_666 ? N1H Ni1F N1H 180.0(4) . 2_666 ? C1F N1F Ni1F 164.7(7) . . ? N1F C1F S1F 179.4(10) . . ? C1G N1G C5G 116.0(10) . . ? C1G N1G Ni1F 123.0(8) . . ? C5G N1G Ni1F 120.9(7) . . ? N1G C1G C2G 121.8(12) . . ? C3G C2G C1G 122.2(11) . . ? C4G C3G C2G 113.5(12) . . ? C4G C3G C6G 127.9(14) . . ? C2G C3G C6G 118.6(12) . . ? C3G C4G C5G 123.7(12) . . ? N1G C5G C4G 122.6(10) . . ? C11G C6G C7G 112.8(15) . . ? C11G C6G C3G 128.3(17) . . ? C7G C6G C3G 118.8(13) . . ? C8G C7G C6G 122.9(17) . . ? C9G C8G C7G 118.0(19) . . ? C10G C9G C8G 125.1(19) . . ? C9G C10G C11G 113.8(17) . . ? C6G C11G C10G 127.2(19) . . ? C1H N1H C5H 115.5(7) . . ? C1H N1H Ni1F 122.6(6) . . ? C5H N1H Ni1F 120.2(6) . . ? N1H C1H C2H 125.6(9) . . ? C3H C2H C1H 119.4(9) . . ? C4H C3H C2H 115.8(7) . . ? C4H C3H C6H 122.6(7) . . ? C2H C3H C6H 121.6(7) . . ? C3H C4H C5H 121.1(8) . . ? N1H C5H C4H 122.4(8) . . ? C11H C6H C7H 118.7(8) . . ? C11H C6H C3H 122.2(8) . . ? C7H C6H C3H 119.0(7) . . ? C6H C7H C8H 120.3(8) . . ? C9H C8H C7H 118.9(9) . . ? C10H C9H C8H 120.4(9) . . ? C9H C10H C11H 121.1(10) . . ? C6H C11H C10H 120.6(9) . . ? C2I C1I C6I 120.0 . . ? C1I C2I C3I 120.0 . . ? C2I C3I C4I 120.0 . . ? C5I C4I C3I 120.0 . . ? C4I C5I C6I 120.0 . . ? C5I C6I C1I 120.0 . . ? C2J C1J C3J 113(2) . 2_465 ? C1J C2J C3J 120.0 . . ? C2J C3J C1J 127(2) . 2_465 ? _diffrn_measured_fraction_theta_max 0.908 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.257 _refine_diff_density_min -0.951 _refine_diff_density_rms 0.119 data_C:1tolI.CIF _database_code_depnum_ccdc_archive 'CCDC 919585' #TrackingRef '16844_web_deposit_cif_file_6_LeonardJ.Barbour_1358154577.1tol I.cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ml108 _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C60 H52 N6 Ni S2' _chemical_formula_weight 979.91 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' 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 orthorhombic _symmetry_space_group_name_H-M Fdd2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' '-x+1/4, y+1/4, z+1/4' 'x+1/4, -y+1/4, z+1/4' 'x, y+1/2, z+1/2' '-x, -y+1/2, z+1/2' '-x+1/4, y+3/4, z+3/4' 'x+1/4, -y+3/4, z+3/4' 'x+1/2, y, z+1/2' '-x+1/2, -y, z+1/2' '-x+3/4, y+1/4, z+3/4' 'x+3/4, -y+1/4, z+3/4' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z' '-x+3/4, y+3/4, z+1/4' 'x+3/4, -y+3/4, z+1/4' _cell_length_a 43.6737(9) _cell_length_b 10.2287(2) _cell_length_c 22.9715(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10261.9(3) _cell_formula_units_Z 8 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.269 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4112 _exptl_absorpt_coefficient_mu 0.505 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8633 _exptl_absorpt_correction_T_max 0.9513 _exptl_absorpt_process_details 'SADABS; Bruker, 2002' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17282 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_sigmaI/netI 0.0518 _diffrn_reflns_limit_h_min -63 _diffrn_reflns_limit_h_max 61 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 3.93 _diffrn_reflns_theta_max 34.55 _reflns_number_total 8191 _reflns_number_gt 7131 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.0463P)^2^+3.7190P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.375(9) _refine_ls_number_reflns 8191 _refine_ls_number_parameters 383 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0386 _refine_ls_wR_factor_ref 0.0950 _refine_ls_wR_factor_gt 0.0887 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.091 _refine_ls_shift/su_mean 0.002 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.0000 0.0000 0.107450(13) 0.01360(6) Uani 1 2 d S . . S1 S 0.074254(13) -0.34937(5) 0.11264(3) 0.03448(13) Uani 1 1 d . . . N1 N 0.02785(3) -0.16165(14) 0.10861(7) 0.0185(3) Uani 1 1 d . . . C1 C 0.04719(4) -0.23925(15) 0.11015(8) 0.0177(3) Uani 1 1 d . . . N1A N 0.03950(3) 0.12069(13) 0.10837(7) 0.0158(3) Uani 1 1 d . . . C1A C 0.06566(4) 0.08899(17) 0.08098(8) 0.0180(3) Uani 1 1 d . . . H1A H 0.0662 0.0105 0.0589 0.022 Uiso 1 1 calc R . . C2A C 0.09187(4) 0.16534(18) 0.08333(8) 0.0187(3) Uani 1 1 d . . . H2A H 0.1098 0.1392 0.0631 0.022 Uiso 1 1 calc R . . C3A C 0.09164(4) 0.28113(17) 0.11572(7) 0.0165(3) Uani 1 1 d . . . C4A C 0.06446(4) 0.31387(18) 0.14438(8) 0.0197(3) Uani 1 1 d . . . H4A H 0.0633 0.3913 0.1671 0.024 Uiso 1 1 calc R . . C5A C 0.03930(4) 0.23221(17) 0.13927(8) 0.0187(3) Uani 1 1 d . . . H5A H 0.0209 0.2563 0.1586 0.022 Uiso 1 1 calc R . . C6A C 0.11909(4) 0.36563(16) 0.11943(7) 0.0182(3) Uani 1 1 d . . . C7A C 0.12857(4) 0.41652(19) 0.17290(8) 0.0214(3) Uani 1 1 d . . . H7A H 0.1170 0.3984 0.2070 0.026 Uiso 1 1 calc R . . C8A C 0.15459(5) 0.4928(2) 0.17692(9) 0.0244(4) Uani 1 1 d . . . H8A H 0.1610 0.5253 0.2137 0.029 Uiso 1 1 calc R . . C9A C 0.17132(5) 0.5220(2) 0.12699(9) 0.0254(4) Uani 1 1 d . . . H9A H 0.1892 0.5744 0.1297 0.030 Uiso 1 1 calc R . . C10A C 0.16189(5) 0.4748(2) 0.07351(9) 0.0245(4) Uani 1 1 d . . . H10A H 0.1730 0.4964 0.0393 0.029 Uiso 1 1 calc R . . C11A C 0.13603(5) 0.39558(19) 0.06989(8) 0.0218(4) Uani 1 1 d . . . H11A H 0.1299 0.3616 0.0332 0.026 Uiso 1 1 calc R . . N1B N 0.0000 0.0000 0.01643(10) 0.0157(4) Uani 1 2 d S . . C1B C -0.00083(4) -0.11231(17) -0.01405(7) 0.0180(3) Uani 1 1 d . . . H1B H -0.0015 -0.1925 0.0068 0.022 Uiso 1 1 calc R . . C2B C -0.00082(4) -0.11683(18) -0.07439(7) 0.0183(3) Uani 1 1 d . . . H2B H -0.0014 -0.1984 -0.0941 0.022 Uiso 1 1 calc R . . C3B C 0.0000 0.0000 -0.10587(11) 0.0162(5) Uani 1 2 d S . . C4B C 0.0000 0.0000 -0.17028(12) 0.0170(5) Uani 1 2 d S . . C5B C 0.01384(5) 0.10129(19) -0.20148(8) 0.0209(3) Uani 1 1 d . . . H5B H 0.0231 0.1717 -0.1811 0.025 Uiso 1 1 calc R . . C6B C 0.01419(5) 0.1001(2) -0.26209(8) 0.0255(4) Uani 1 1 d . . . H6B H 0.0242 0.1683 -0.2827 0.031 Uiso 1 1 calc R . . C7B C 0.0000 0.0000 -0.29258(12) 0.0249(6) Uani 1 2 d S . . H7B H 0.0000 0.0000 -0.3339 0.030 Uiso 1 2 calc SR . . N1C N 0.0000 0.0000 0.19968(10) 0.0163(4) Uani 1 2 d S . . C1C C 0.02604(4) -0.01506(18) 0.23034(7) 0.0178(3) Uani 1 1 d . . . H1C H 0.0447 -0.0269 0.2096 0.021 Uiso 1 1 calc R . . C2C C 0.02702(4) -0.01418(17) 0.29043(8) 0.0183(3) Uani 1 1 d . . . H2C H 0.0461 -0.0232 0.3099 0.022 Uiso 1 1 calc R . . C3C C 0.0000 0.0000 0.32273(12) 0.0159(5) Uani 1 2 d S . . C4C C 0.0000 0.0000 0.38690(12) 0.0198(6) Uani 1 2 d S . . C5C C 0.02539(5) 0.0456(2) 0.41808(9) 0.0248(4) Uani 1 1 d . . . H5C H 0.0428 0.0773 0.3976 0.030 Uiso 1 1 calc R . . C6C C 0.02547(6) 0.0449(2) 0.47862(9) 0.0346(5) Uani 1 1 d . . . H6C H 0.0429 0.0752 0.4994 0.042 Uiso 1 1 calc R . . C7C C 0.0000 0.0000 0.50835(14) 0.0391(9) Uani 1 2 d S . . H7C H 0.0000 0.0000 0.5497 0.047 Uiso 1 2 calc SR . . C1D C 0.12353(11) 0.1212(4) 0.45137(18) 0.0419(12) Uani 0.600(8) 1 d P A 2 H1D1 H 0.1419 0.1717 0.4613 0.063 Uiso 0.600(8) 1 calc PR A 2 H1D2 H 0.1296 0.0342 0.4377 0.063 Uiso 0.600(8) 1 calc PR A 2 H1D3 H 0.1105 0.1125 0.4859 0.063 Uiso 0.600(8) 1 calc PR A 2 C2D C 0.10618(18) 0.1903(8) 0.4043(3) 0.0286(12) Uani 0.600(8) 1 d P A 2 C3D C 0.0912(2) 0.3058(9) 0.4156(4) 0.0270(14) Uani 0.600(8) 1 d P A 2 H3D H 0.0917 0.3416 0.4538 0.032 Uiso 0.600(8) 1 calc PR A 2 C4D C 0.0757(4) 0.3698(15) 0.3723(7) 0.032(2) Uani 0.600(8) 1 d P A 2 H4D H 0.0662 0.4510 0.3808 0.039 Uiso 0.600(8) 1 calc PR A 2 C5D C 0.0736(4) 0.3208(15) 0.3177(4) 0.033(2) Uani 0.600(8) 1 d P A 2 H5D H 0.0619 0.3651 0.2890 0.039 Uiso 0.600(8) 1 calc PR A 2 C6D C 0.0886(3) 0.2058(12) 0.3041(4) 0.0333(18) Uani 0.600(8) 1 d P A 2 H6D H 0.0877 0.1716 0.2657 0.040 Uiso 0.600(8) 1 calc PR A 2 C7D C 0.10539(19) 0.1393(8) 0.3479(3) 0.0273(12) Uani 0.600(8) 1 d P A 2 H7D H 0.1160 0.0608 0.3390 0.033 Uiso 0.600(8) 1 calc PR A 2 C1E C 0.09168(19) 0.3213(7) 0.4658(3) 0.046(2) Uani 0.400(8) 1 d P A 3 H1E1 H 0.0947 0.2456 0.4913 0.069 Uiso 0.400(8) 1 calc PR A 3 H1E2 H 0.0725 0.3651 0.4760 0.069 Uiso 0.400(8) 1 calc PR A 3 H1E3 H 0.1088 0.3824 0.4707 0.069 Uiso 0.400(8) 1 calc PR A 3 C2E C 0.0904(4) 0.2758(13) 0.4028(5) 0.027(2) Uani 0.400(8) 1 d P A 3 C3E C 0.0736(6) 0.349(2) 0.3596(9) 0.029(3) Uani 0.400(8) 1 d P A 3 H3E H 0.0624 0.4255 0.3701 0.035 Uiso 0.400(8) 1 calc PR A 3 C4E C 0.0743(5) 0.307(2) 0.3031(6) 0.022(2) Uani 0.400(8) 1 d P A 3 H4E H 0.0638 0.3546 0.2738 0.027 Uiso 0.400(8) 1 calc PR A 3 C5E C 0.0904(4) 0.1921(16) 0.2880(6) 0.026(2) Uani 0.400(8) 1 d P A 3 H5E H 0.0901 0.1623 0.2488 0.031 Uiso 0.400(8) 1 calc PR A 3 C6E C 0.1061(3) 0.1250(12) 0.3277(5) 0.032(2) Uani 0.400(8) 1 d P A 3 H6E H 0.1169 0.0485 0.3164 0.039 Uiso 0.400(8) 1 calc PR A 3 C7E C 0.1069(2) 0.1648(11) 0.3849(5) 0.031(2) Uani 0.400(8) 1 d P A 3 H7E H 0.1187 0.1172 0.4125 0.037 Uiso 0.400(8) 1 calc PR A 3 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 0.01354(14) 0.01267(12) 0.01460(11) 0.000 0.000 0.00039(11) S1 0.0252(3) 0.0278(2) 0.0504(3) 0.0114(2) 0.0075(2) 0.0124(2) N1 0.0188(7) 0.0173(6) 0.0193(6) 0.0012(6) -0.0006(6) 0.0005(5) C1 0.0175(8) 0.0166(7) 0.0189(7) 0.0010(6) 0.0030(6) -0.0016(5) N1A 0.0149(7) 0.0160(6) 0.0164(6) -0.0001(5) 0.0004(5) -0.0009(5) C1A 0.0161(8) 0.0167(8) 0.0211(7) -0.0021(6) 0.0016(6) -0.0015(6) C2A 0.0180(9) 0.0182(8) 0.0200(7) -0.0018(6) 0.0046(6) -0.0002(6) C3A 0.0150(8) 0.0172(7) 0.0175(7) 0.0017(6) -0.0006(6) -0.0006(6) C4A 0.0178(9) 0.0168(8) 0.0245(8) -0.0049(6) 0.0025(6) -0.0001(6) C5A 0.0171(9) 0.0173(8) 0.0215(8) -0.0026(6) 0.0035(6) 0.0012(6) C6A 0.0156(8) 0.0161(7) 0.0228(8) -0.0003(6) 0.0003(6) 0.0003(6) C7A 0.0199(9) 0.0234(9) 0.0209(8) -0.0017(6) 0.0017(6) -0.0041(7) C8A 0.0220(10) 0.0266(10) 0.0245(8) -0.0025(7) -0.0008(7) -0.0056(7) C9A 0.0212(10) 0.0257(9) 0.0293(9) 0.0034(7) 0.0001(7) -0.0083(8) C10A 0.0205(10) 0.0283(10) 0.0248(9) 0.0045(7) 0.0029(7) -0.0070(8) C11A 0.0199(9) 0.0242(9) 0.0213(8) 0.0002(7) -0.0007(6) -0.0036(7) N1B 0.0161(12) 0.0153(10) 0.0158(10) 0.000 0.000 0.0013(7) C1B 0.0240(10) 0.0140(7) 0.0161(7) 0.0006(5) 0.0003(6) 0.0005(6) C2B 0.0233(9) 0.0154(7) 0.0163(7) -0.0003(6) -0.0006(6) 0.0006(6) C3B 0.0174(14) 0.0179(12) 0.0133(12) 0.000 0.000 0.0027(9) C4B 0.0127(13) 0.0227(13) 0.0157(11) 0.000 0.000 0.0033(9) C5B 0.0222(10) 0.0230(9) 0.0176(7) 0.0024(6) -0.0018(6) -0.0001(7) C6B 0.0286(11) 0.0285(10) 0.0194(8) 0.0056(7) 0.0017(7) 0.0029(8) C7B 0.0309(17) 0.0298(15) 0.0140(13) 0.000 0.000 0.0096(12) N1C 0.0145(12) 0.0173(11) 0.0172(10) 0.000 0.000 0.0005(7) C1C 0.0146(8) 0.0195(8) 0.0193(7) 0.0014(6) 0.0007(6) 0.0005(6) C2C 0.0174(9) 0.0188(8) 0.0186(7) 0.0026(6) -0.0032(6) 0.0010(6) C3C 0.0197(14) 0.0099(11) 0.0182(12) 0.000 0.000 0.0012(8) C4C 0.0304(17) 0.0136(12) 0.0154(11) 0.000 0.000 0.0051(10) C5C 0.0301(11) 0.0199(9) 0.0244(9) -0.0031(7) -0.0049(7) 0.0040(8) C6C 0.0518(15) 0.0286(11) 0.0235(9) -0.0075(8) -0.0115(9) 0.0100(10) C7C 0.065(3) 0.0352(19) 0.0169(15) 0.000 0.000 0.0177(16) C1D 0.049(3) 0.043(2) 0.034(2) 0.0060(16) -0.0050(17) 0.0140(19) C2D 0.026(2) 0.030(3) 0.029(3) 0.002(2) -0.001(2) -0.0019(18) C3D 0.023(3) 0.027(3) 0.032(4) -0.001(2) 0.000(3) -0.006(2) C4D 0.017(3) 0.038(4) 0.042(6) 0.006(3) -0.003(3) -0.007(3) C5D 0.023(2) 0.041(4) 0.035(6) 0.007(4) -0.004(5) -0.002(2) C6D 0.029(3) 0.035(4) 0.036(4) -0.007(3) -0.002(3) -0.010(2) C7D 0.028(2) 0.026(2) 0.028(4) 0.003(3) -0.004(3) -0.0030(16) C1E 0.058(5) 0.049(4) 0.032(3) 0.001(3) 0.006(3) -0.013(3) C2E 0.029(4) 0.032(6) 0.020(4) 0.000(3) -0.002(3) -0.016(4) C3E 0.019(4) 0.032(7) 0.037(9) 0.012(5) -0.009(5) -0.002(4) C4E 0.022(4) 0.027(5) 0.017(5) 0.005(4) -0.005(4) -0.005(3) C5E 0.016(3) 0.024(4) 0.037(6) -0.003(4) 0.000(4) -0.003(3) C6E 0.036(4) 0.024(4) 0.037(5) 0.006(4) -0.010(5) -0.011(3) C7E 0.026(3) 0.030(5) 0.036(6) 0.017(4) -0.007(4) 0.000(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 2.0527(14) 2 ? Ni1 N1 2.0527(14) . ? Ni1 N1B 2.091(2) . ? Ni1 N1C 2.119(2) . ? Ni1 N1A 2.1215(14) . ? Ni1 N1A 2.1215(14) 2 ? S1 C1 1.6336(18) . ? N1 C1 1.160(2) . ? N1A C5A 1.344(2) . ? N1A C1A 1.344(2) . ? C1A C2A 1.387(3) . ? C2A C3A 1.399(2) . ? C3A C4A 1.398(2) . ? C3A C6A 1.481(2) . ? C4A C5A 1.385(3) . ? C6A C11A 1.391(2) . ? C6A C7A 1.397(2) . ? C7A C8A 1.381(3) . ? C8A C9A 1.392(3) . ? C9A C10A 1.383(3) . ? C10A C11A 1.392(3) . ? N1B C1B 1.346(2) . ? N1B C1B 1.346(2) 2 ? C1B C2B 1.387(2) . ? C2B C3B 1.397(2) . ? C3B C2B 1.397(2) 2 ? C3B C4B 1.480(4) . ? C4B C5B 1.397(2) 2 ? C4B C5B 1.397(2) . ? C5B C6B 1.393(2) . ? C6B C7B 1.387(3) . ? C7B C6B 1.387(3) 2 ? N1C C1C 1.347(2) 2 ? N1C C1C 1.347(2) . ? C1C C2C 1.381(2) . ? C2C C3C 1.402(2) . ? C3C C2C 1.402(2) 2 ? C3C C4C 1.474(4) . ? C4C C5C 1.400(2) 2 ? C4C C5C 1.400(2) . ? C5C C6C 1.391(3) . ? C6C C7C 1.384(3) . ? C7C C6C 1.384(3) 2 ? C1D C2D 1.497(9) . ? C2D C3D 1.375(10) . ? C2D C7D 1.397(6) . ? C3D C4D 1.371(19) . ? C4D C5D 1.353(14) . ? C5D C6D 1.383(18) . ? C6D C7D 1.419(14) . ? C1E C2E 1.521(12) . ? C2E C7E 1.407(17) . ? C2E C3E 1.44(3) . ? C3E C4E 1.37(2) . ? C4E C5E 1.41(2) . ? C5E C6E 1.33(2) . ? C6E C7E 1.376(10) . ? 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 N1 178.51(9) 2 . ? N1 Ni1 N1B 90.74(4) 2 . ? N1 Ni1 N1B 90.74(4) . . ? N1 Ni1 N1C 89.26(4) 2 . ? N1 Ni1 N1C 89.26(4) . . ? N1B Ni1 N1C 180.0 . . ? N1 Ni1 N1A 90.74(6) 2 . ? N1 Ni1 N1A 89.24(6) . . ? N1B Ni1 N1A 90.57(4) . . ? N1C Ni1 N1A 89.43(4) . . ? N1 Ni1 N1A 89.24(6) 2 2 ? N1 Ni1 N1A 90.74(6) . 2 ? N1B Ni1 N1A 90.57(4) . 2 ? N1C Ni1 N1A 89.43(4) . 2 ? N1A Ni1 N1A 178.86(8) . 2 ? C1 N1 Ni1 169.50(14) . . ? N1 C1 S1 179.52(18) . . ? C5A N1A C1A 117.24(15) . . ? C5A N1A Ni1 119.61(12) . . ? C1A N1A Ni1 123.11(11) . . ? N1A C1A C2A 123.20(16) . . ? C1A C2A C3A 119.44(16) . . ? C2A C3A C4A 117.36(16) . . ? C2A C3A C6A 121.27(16) . . ? C4A C3A C6A 121.37(15) . . ? C5A C4A C3A 119.27(16) . . ? N1A C5A C4A 123.48(16) . . ? C11A C6A C7A 118.66(16) . . ? C11A C6A C3A 120.79(15) . . ? C7A C6A C3A 120.55(15) . . ? C8A C7A C6A 120.86(17) . . ? C7A C8A C9A 119.86(18) . . ? C10A C9A C8A 120.03(19) . . ? C9A C10A C11A 119.87(18) . . ? C6A C11A C10A 120.69(17) . . ? C1B N1B C1B 117.3(2) . 2 ? C1B N1B Ni1 121.35(11) . . ? C1B N1B Ni1 121.35(11) 2 . ? N1B C1B C2B 123.26(17) . . ? C1B C2B C3B 119.25(17) . . ? C2B C3B C2B 117.7(2) 2 . ? C2B C3B C4B 121.16(11) 2 . ? C2B C3B C4B 121.16(11) . . ? C5B C4B C5B 118.3(2) 2 . ? C5B C4B C3B 120.85(12) 2 . ? C5B C4B C3B 120.85(12) . . ? C6B C5B C4B 120.7(2) . . ? C7B C6B C5B 120.4(2) . . ? C6B C7B C6B 119.3(3) 2 . ? C1C N1C C1C 116.9(2) 2 . ? C1C N1C Ni1 121.54(11) 2 . ? C1C N1C Ni1 121.54(11) . . ? N1C C1C C2C 123.26(18) . . ? C1C C2C C3C 120.23(18) . . ? C2C C3C C2C 116.1(2) . 2 ? C2C C3C C4C 121.96(12) . . ? C2C C3C C4C 121.96(12) 2 . ? C5C C4C C5C 118.5(3) 2 . ? C5C C4C C3C 120.77(13) 2 . ? C5C C4C C3C 120.77(14) . . ? C6C C5C C4C 120.8(2) . . ? C7C C6C C5C 119.5(2) . . ? C6C C7C C6C 120.8(3) . 2 ? C3D C2D C7D 118.9(7) . . ? C3D C2D C1D 120.6(6) . . ? C7D C2D C1D 120.4(6) . . ? C4D C3D C2D 120.5(9) . . ? C5D C4D C3D 122.0(13) . . ? C4D C5D C6D 119.4(12) . . ? C5D C6D C7D 119.5(8) . . ? C2D C7D C6D 119.5(7) . . ? C7E C2E C3E 118.7(11) . . ? C7E C2E C1E 120.3(12) . . ? C3E C2E C1E 120.9(12) . . ? C4E C3E C2E 118.3(17) . . ? C3E C4E C5E 120.6(17) . . ? C6E C5E C4E 121.0(11) . . ? C5E C6E C7E 121.1(11) . . ? C6E C7E C2E 120.2(9) . . ? _diffrn_measured_fraction_theta_max 0.858 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.815 _refine_diff_density_min -0.755 _refine_diff_density_rms 0.058 data_C:\1tolII.CIF _database_code_depnum_ccdc_archive 'CCDC 919586' #TrackingRef '16845_web_deposit_cif_file_9_LeonardJ.Barbour_1358154577.1tol II.cif.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common work _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H26 N3 Ni0.50 S' _chemical_formula_weight 489.95 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' 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 C2/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 10.620(6) _cell_length_b 23.084(12) _cell_length_c 22.693(12) _cell_angle_alpha 90.00 _cell_angle_beta 99.406(8) _cell_angle_gamma 90.00 _cell_volume 5488(5) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour 'light blue' _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.186 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 0.472 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9456 _exptl_absorpt_correction_T_max 0.9632 _exptl_absorpt_process_details 'SADABS; Bruker, 2002' _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 11777 _diffrn_reflns_av_R_equivalents 0.0726 _diffrn_reflns_av_sigmaI/netI 0.0689 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 23.29 _reflns_number_total 3936 _reflns_number_gt 2447 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.1734P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3936 _refine_ls_number_parameters 288 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1237 _refine_ls_R_factor_gt 0.0760 _refine_ls_wR_factor_ref 0.2769 _refine_ls_wR_factor_gt 0.2223 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.5000 0.20891(4) 0.2500 0.0540(4) Uani 1 2 d S . . S1 S 0.1038(2) 0.22520(12) 0.11770(11) 0.1217(10) Uani 1 1 d . . . N1 N 0.3156(5) 0.21119(19) 0.2045(2) 0.0597(12) Uani 1 1 d . . . C1 C 0.2271(6) 0.2164(2) 0.1694(3) 0.0611(15) Uani 1 1 d . . . N1A N 0.5713(5) 0.2029(2) 0.1666(2) 0.0598(13) Uani 1 1 d . . . C2A C 0.6869(6) 0.2167(3) 0.1599(3) 0.077(2) Uani 1 1 d . . . H2A H 0.7395 0.2344 0.1915 0.092 Uiso 1 1 calc R . . C3A C 0.7349(7) 0.2061(3) 0.1082(3) 0.082(2) Uani 1 1 d . . . H3A H 0.8172 0.2184 0.1057 0.098 Uiso 1 1 calc R . . C4A C 0.6674(6) 0.1786(3) 0.0611(3) 0.0636(16) Uani 1 1 d . . . C5A C 0.5477(7) 0.1616(4) 0.0693(3) 0.099(3) Uani 1 1 d . . . H5A H 0.4957 0.1416 0.0391 0.119 Uiso 1 1 calc R . . C6A C 0.5029(7) 0.1739(4) 0.1226(3) 0.094(2) Uani 1 1 d . . . H6A H 0.4220 0.1611 0.1271 0.113 Uiso 1 1 calc R . . C7A C 0.7159(6) 0.1645(3) 0.0047(3) 0.0640(16) Uani 1 1 d . . . C8A C 0.6345(7) 0.1565(3) -0.0471(3) 0.083(2) Uani 1 1 d . . . H8A H 0.5479 0.1628 -0.0473 0.100 Uiso 1 1 calc R . . C9A C 0.6731(8) 0.1397(4) -0.0990(3) 0.106(3) Uani 1 1 d . . . H9A H 0.6133 0.1324 -0.1329 0.128 Uiso 1 1 calc R . . C10A C 0.7985(9) 0.1338(4) -0.1006(4) 0.104(3) Uani 1 1 d . . . H10A H 0.8264 0.1236 -0.1359 0.124 Uiso 1 1 calc R . . C11A C 0.8825(9) 0.1427(5) -0.0508(4) 0.132(4) Uani 1 1 d . . . H11A H 0.9692 0.1380 -0.0517 0.158 Uiso 1 1 calc R . . C12A C 0.8423(8) 0.1589(4) 0.0025(3) 0.105(3) Uani 1 1 d . . . H12A H 0.9022 0.1659 0.0364 0.126 Uiso 1 1 calc R . . N1B N 0.5000 0.3012(3) 0.2500 0.0582(17) Uani 1 2 d S . . C2B C 0.4524(6) 0.3323(3) 0.2013(3) 0.0651(16) Uani 1 1 d . . . H2B H 0.4170 0.3125 0.1669 0.078 Uiso 1 1 calc R . . C3B C 0.4532(6) 0.3913(3) 0.1996(3) 0.0695(17) Uani 1 1 d . . . H3B H 0.4219 0.4104 0.1642 0.083 Uiso 1 1 calc R . . C4B C 0.5000 0.4228(4) 0.2500 0.062(2) Uani 1 2 d S . . C5B C 0.5000 0.4884(5) 0.2500 0.089(3) Uani 1 2 d S . . C6B C 0.4961(12) 0.5189(4) 0.1974(5) 0.148(4) Uani 1 1 d . . . H6B H 0.4923 0.4991 0.1614 0.177 Uiso 1 1 calc R . . C7B C 0.4978(13) 0.5785(5) 0.1981(7) 0.164(5) Uani 1 1 d . . . H7B H 0.4973 0.5987 0.1626 0.197 Uiso 1 1 calc R . . C8B C 0.5000 0.6080(7) 0.2500 0.161(8) Uani 1 2 d S . . H8B H 0.5000 0.6483 0.2500 0.193 Uiso 1 2 calc SR . . N1C N 0.5000 0.1173(3) 0.2500 0.0619(18) Uani 1 2 d S . . C2C C 0.3930(6) 0.0862(3) 0.2439(3) 0.0719(18) Uani 1 1 d . . . H2C H 0.3160 0.1061 0.2402 0.086 Uiso 1 1 calc R . . C3C C 0.3881(6) 0.0268(3) 0.2428(3) 0.0709(17) Uani 1 1 d . . . H3C H 0.3095 0.0081 0.2371 0.085 Uiso 1 1 calc R . . C4C C 0.5000 -0.0056(3) 0.2500 0.060(2) Uani 1 2 d S . . C5C C 0.5000 -0.0694(3) 0.2500 0.057(2) Uani 1 2 d S . . C6C C 0.6026(6) -0.1001(3) 0.2374(3) 0.0684(17) Uani 1 1 d . . . H6C H 0.6733 -0.0799 0.2288 0.082 Uiso 1 1 calc R . . C7C C 0.6048(8) -0.1599(3) 0.2369(3) 0.080(2) Uani 1 1 d . . . H7C H 0.6755 -0.1797 0.2278 0.096 Uiso 1 1 calc R . . C8C C 0.5000 -0.1897(4) 0.2500 0.083(3) Uani 1 2 d S . . H8C H 0.5000 -0.2300 0.2500 0.099 Uiso 1 2 calc SR . . C1E C 0.210(2) 0.0533(12) 0.0097(10) 0.162(12) Uiso 0.436(19) 1 d PG A 2 C2E C 0.236(2) 0.1057(9) -0.0160(10) 0.137(9) Uiso 0.436(19) 1 d PG A 2 H2E H 0.2110 0.1403 -0.0006 0.165 Uiso 0.436(19) 1 calc PR A 2 C3E C 0.301(2) 0.1063(9) -0.0647(10) 0.154(17) Uiso 0.436(19) 1 d PG A 2 H3E H 0.3183 0.1414 -0.0818 0.185 Uiso 0.436(19) 1 calc PR A 2 C4E C 0.339(2) 0.0546(11) -0.0876(9) 0.149(11) Uiso 0.436(19) 1 d PG A 2 H4E H 0.3818 0.0550 -0.1202 0.178 Uiso 0.436(19) 1 calc PR A 2 C5E C 0.313(3) 0.0022(9) -0.0620(12) 0.33(4) Uiso 0.436(19) 1 d PG A 2 H5E H 0.3380 -0.0325 -0.0774 0.391 Uiso 0.436(19) 1 calc PR A 2 C6E C 0.248(3) 0.0016(9) -0.0133(13) 0.192(15) Uiso 0.436(19) 1 d PG A 2 H6E H 0.2307 -0.0335 0.0039 0.230 Uiso 0.436(19) 1 calc PR A 2 C7E C 0.138(5) 0.0462(18) 0.0721(19) 0.25(2) Uiso 0.436(19) 1 d P A 2 H7E1 H 0.2007 0.0524 0.1073 0.377 Uiso 0.436(19) 1 calc PR A 2 H7E2 H 0.1033 0.0080 0.0731 0.377 Uiso 0.436(19) 1 calc PR A 2 H7E3 H 0.0715 0.0744 0.0707 0.377 Uiso 0.436(19) 1 calc PR A 2 C1D C 0.241(2) 0.0562(9) 0.0380(7) 0.212(13) Uiso 0.564(19) 1 d PG A 1 H1D H 0.2197 0.0439 0.0741 0.254 Uiso 0.564(19) 1 calc PR A 1 C2D C 0.2191(15) 0.1133(8) 0.0196(7) 0.138(8) Uiso 0.564(19) 1 d PG A 1 H2D H 0.1832 0.1392 0.0435 0.166 Uiso 0.564(19) 1 calc PR A 1 C3D C 0.2509(18) 0.1317(7) -0.0344(8) 0.157(9) Uiso 0.564(19) 1 d PG A 1 H3D H 0.2363 0.1699 -0.0466 0.188 Uiso 0.564(19) 1 calc PR A 1 C4D C 0.3046(18) 0.0929(10) -0.0701(6) 0.147(12) Uiso 0.564(19) 1 d PG A 1 H4D H 0.3259 0.1052 -0.1062 0.176 Uiso 0.564(19) 1 calc PR A 1 C5D C 0.3265(18) 0.0358(9) -0.0518(8) 0.158(9) Uiso 0.564(19) 1 d PG A 1 C6D C 0.295(2) 0.0175(7) 0.0023(10) 0.26(2) Uiso 0.564(19) 1 d PG A 1 H6D H 0.3094 -0.0207 0.0145 0.313 Uiso 0.564(19) 1 calc PR A 1 C7D C 0.375(3) -0.0015(15) -0.0923(16) 0.250(16) Uiso 0.564(19) 1 d P A 1 H7D1 H 0.3502 0.0127 -0.1323 0.375 Uiso 0.564(19) 1 calc PR A 1 H7D2 H 0.3410 -0.0397 -0.0893 0.375 Uiso 0.564(19) 1 calc PR A 1 H7D3 H 0.4663 -0.0028 -0.0828 0.375 Uiso 0.564(19) 1 calc PR A 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 0.0444(7) 0.0562(7) 0.0598(7) 0.000 0.0038(5) 0.000 S1 0.0807(16) 0.138(2) 0.1261(19) -0.0271(15) -0.0431(13) 0.0226(14) N1 0.049(3) 0.062(3) 0.066(3) 0.002(2) 0.005(3) 0.006(2) C1 0.053(4) 0.053(4) 0.078(4) -0.011(3) 0.012(3) 0.003(3) N1A 0.046(3) 0.064(3) 0.067(3) -0.011(2) 0.005(2) -0.001(2) C2A 0.059(5) 0.110(6) 0.058(4) -0.013(3) 0.001(3) -0.030(4) C3A 0.053(4) 0.120(6) 0.075(4) -0.022(4) 0.016(3) -0.034(4) C4A 0.045(4) 0.076(4) 0.069(4) 0.003(3) 0.005(3) -0.004(3) C5A 0.056(5) 0.169(8) 0.069(5) -0.041(5) -0.002(4) -0.014(5) C6A 0.050(4) 0.148(7) 0.085(5) -0.039(5) 0.014(4) -0.024(4) C7A 0.054(4) 0.073(4) 0.065(4) -0.003(3) 0.011(3) -0.003(3) C8A 0.060(4) 0.126(6) 0.062(4) -0.006(4) 0.005(3) -0.005(4) C9A 0.074(6) 0.193(9) 0.050(4) -0.011(5) 0.007(4) -0.017(5) C10A 0.089(7) 0.154(8) 0.074(5) -0.005(5) 0.033(5) 0.004(6) C11A 0.066(6) 0.240(13) 0.094(6) -0.023(7) 0.028(5) 0.018(6) C12A 0.067(5) 0.169(9) 0.076(5) -0.021(5) 0.003(4) -0.006(5) N1B 0.058(4) 0.056(4) 0.060(4) 0.000 0.008(3) 0.000 C2B 0.064(4) 0.070(4) 0.062(4) 0.001(3) 0.010(3) -0.001(3) C3B 0.068(4) 0.069(4) 0.070(4) 0.016(3) 0.005(3) -0.002(3) C4B 0.053(5) 0.058(5) 0.078(6) 0.000 0.016(4) 0.000 C5B 0.054(6) 0.070(7) 0.139(10) 0.000 0.003(6) 0.000 C6B 0.217(13) 0.073(6) 0.153(9) 0.042(6) 0.030(9) 0.004(7) C7B 0.173(12) 0.079(8) 0.233(16) 0.042(8) 0.015(11) -0.011(8) C8B 0.163(17) 0.053(9) 0.26(3) 0.000 0.006(16) 0.000 N1C 0.039(4) 0.061(4) 0.086(5) 0.000 0.008(3) 0.000 C2C 0.048(4) 0.070(4) 0.096(5) 0.003(3) 0.009(3) 0.011(3) C3C 0.048(4) 0.058(4) 0.103(5) 0.006(3) 0.003(3) -0.003(3) C4C 0.062(6) 0.055(5) 0.063(5) 0.000 0.016(4) 0.000 C5C 0.060(6) 0.045(5) 0.067(5) 0.000 0.018(4) 0.000 C6C 0.067(4) 0.065(4) 0.078(4) 0.007(3) 0.027(3) 0.007(3) C7C 0.103(6) 0.064(4) 0.079(4) 0.006(3) 0.031(4) 0.012(4) C8C 0.115(10) 0.058(6) 0.075(6) 0.000 0.015(6) 0.000 _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 2.060(5) . ? Ni1 N1 2.060(5) 2_655 ? Ni1 N1C 2.116(7) . ? Ni1 N1B 2.130(6) . ? Ni1 N1A 2.155(5) 2_655 ? Ni1 N1A 2.155(5) . ? S1 C1 1.623(7) . ? N1 C1 1.134(8) . ? N1A C2A 1.300(8) . ? N1A C6A 1.319(8) . ? C2A C3A 1.376(9) . ? C3A C4A 1.345(8) . ? C4A C5A 1.372(9) . ? C4A C7A 1.490(8) . ? C5A C6A 1.397(9) . ? C7A C8A 1.353(9) . ? C7A C12A 1.357(10) . ? C8A C9A 1.366(9) . ? C9A C10A 1.345(11) . ? C10A C11A 1.335(12) . ? C11A C12A 1.399(11) . ? N1B C2B 1.346(7) . ? N1B C2B 1.346(7) 2_655 ? C2B C3B 1.361(9) . ? C3B C4B 1.377(8) . ? C4B C3B 1.377(8) 2_655 ? C4B C5B 1.515(13) . ? C5B C6B 1.380(10) . ? C5B C6B 1.380(10) 2_655 ? C6B C7B 1.376(14) . ? C7B C8B 1.358(13) . ? C8B C7B 1.358(13) 2_655 ? N1C C2C 1.333(7) 2_655 ? N1C C2C 1.333(7) . ? C2C C3C 1.372(8) . ? C3C C4C 1.391(7) . ? C4C C3C 1.391(7) 2_655 ? C4C C5C 1.472(11) . ? C5C C6C 1.369(7) 2_655 ? C5C C6C 1.369(7) . ? C6C C7C 1.381(9) . ? C7C C8C 1.383(8) . ? C8C C7C 1.383(8) 2_655 ? C1E C2E 1.3900 . ? C1E C6E 1.3900 . ? C1E C7E 1.72(5) . ? C2E C3E 1.3900 . ? C3E C4E 1.3900 . ? C4E C5E 1.3900 . ? C5E C6E 1.3900 . ? C1D C2D 1.3900 . ? C1D C6D 1.3900 . ? C2D C3D 1.3900 . ? C3D C4D 1.3900 . ? C4D C5D 1.3900 . ? C5D C6D 1.3900 . ? C5D C7D 1.42(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 N1 177.1(3) . 2_655 ? N1 Ni1 N1C 91.47(13) . . ? N1 Ni1 N1C 91.47(13) 2_655 . ? N1 Ni1 N1B 88.53(13) . . ? N1 Ni1 N1B 88.53(13) 2_655 . ? N1C Ni1 N1B 180.000(1) . . ? N1 Ni1 N1A 90.02(19) . 2_655 ? N1 Ni1 N1A 90.17(19) 2_655 2_655 ? N1C Ni1 N1A 86.34(12) . 2_655 ? N1B Ni1 N1A 93.66(12) . 2_655 ? N1 Ni1 N1A 90.17(19) . . ? N1 Ni1 N1A 90.02(19) 2_655 . ? N1C Ni1 N1A 86.34(12) . . ? N1B Ni1 N1A 93.66(12) . . ? N1A Ni1 N1A 172.7(2) 2_655 . ? C1 N1 Ni1 164.9(5) . . ? N1 C1 S1 177.8(6) . . ? C2A N1A C6A 116.7(5) . . ? C2A N1A Ni1 124.1(4) . . ? C6A N1A Ni1 118.0(4) . . ? N1A C2A C3A 123.0(6) . . ? C4A C3A C2A 122.5(6) . . ? C3A C4A C5A 114.3(6) . . ? C3A C4A C7A 124.8(6) . . ? C5A C4A C7A 120.8(6) . . ? C4A C5A C6A 120.9(6) . . ? N1A C6A C5A 122.3(6) . . ? C8A C7A C12A 116.7(6) . . ? C8A C7A C4A 120.9(6) . . ? C12A C7A C4A 122.4(6) . . ? C7A C8A C9A 123.3(7) . . ? C10A C9A C8A 119.3(7) . . ? C11A C10A C9A 119.3(7) . . ? C10A C11A C12A 121.0(8) . . ? C7A C12A C11A 120.1(7) . . ? C2B N1B C2B 115.4(7) . 2_655 ? C2B N1B Ni1 122.3(4) . . ? C2B N1B Ni1 122.3(4) 2_655 . ? N1B C2B C3B 123.6(6) . . ? C2B C3B C4B 120.5(6) . . ? C3B C4B C3B 116.3(8) . 2_655 ? C3B C4B C5B 121.9(4) . . ? C3B C4B C5B 121.9(4) 2_655 . ? C6B C5B C6B 118.8(12) . 2_655 ? C6B C5B C4B 120.6(6) . . ? C6B C5B C4B 120.6(6) 2_655 . ? C7B C6B C5B 120.1(11) . . ? C8B C7B C6B 120.7(14) . . ? C7B C8B C7B 119.7(16) . 2_655 ? C2C N1C C2C 114.8(7) 2_655 . ? C2C N1C Ni1 122.6(4) 2_655 . ? C2C N1C Ni1 122.6(4) . . ? N1C C2C C3C 124.7(6) . . ? C2C C3C C4C 120.4(6) . . ? C3C C4C C3C 114.9(8) 2_655 . ? C3C C4C C5C 122.6(4) 2_655 . ? C3C C4C C5C 122.6(4) . . ? C6C C5C C6C 117.7(8) 2_655 . ? C6C C5C C4C 121.1(4) 2_655 . ? C6C C5C C4C 121.1(4) . . ? C5C C6C C7C 122.3(7) . . ? C6C C7C C8C 118.8(7) . . ? C7C C8C C7C 120.2(9) . 2_655 ? C2E C1E C6E 120.0 . . ? C2E C1E C7E 125(2) . . ? C6E C1E C7E 115(2) . . ? C3E C2E C1E 120.0 . . ? C2E C3E C4E 120.0 . . ? C5E C4E C3E 120.0 . . ? C4E C5E C6E 120.0 . . ? C5E C6E C1E 120.0 . . ? C2D C1D C6D 120.0 . . ? C3D C2D C1D 120.0 . . ? C4D C3D C2D 120.0 . . ? C3D C4D C5D 120.0 . . ? C6D C5D C4D 120.0 . . ? C6D C5D C7D 124(2) . . ? C4D C5D C7D 116(2) . . ? C5D C6D C1D 120.0 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 23.29 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.601 _refine_diff_density_min -0.560 _refine_diff_density_rms 0.111