# 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_er1324 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H19 Ni S3 Se 1-, C16 H36 N 1+' _chemical_formula_sum 'C37 H55 N Ni S3 Se' _chemical_formula_weight 747.67 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' Se Se -0.0929 2.2259 '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 P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' 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 18.6006(4) _cell_length_b 23.1712(5) _cell_length_c 18.7401(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.268(1) _cell_angle_gamma 90.00 _cell_volume 7624.5(3) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 113190 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.35 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3152 _exptl_absorpt_coefficient_mu 1.653 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.822 _exptl_absorpt_correction_T_max 0.975 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; Atoms S1/Se1 and S2/Se2 are disordered about two sites. For the refinement, the XYZ and ADP values for atoms S1/Se2 and S2/Se2 were constrained to be the same. The N(n-Bu)4(+) cation is poorly resolved, modelled with bond length constraints and common isotropic displacement parameters (4 LS variables) for the carbon atoms. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 43959 _diffrn_reflns_av_R_equivalents 0.0620 _diffrn_reflns_av_sigmaI/netI 0.0803 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 25.34 _reflns_number_total 13739 _reflns_number_gt 8620 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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. Geometric constraints for the tetra-n-butylammonium cation(s) were accomplished with one extra least squares parameter d1: all distances between adjacent atoms were constrained to be d1(0.05)A and all distances between atoms once-removed were constrained to be 1.633*d1. Effectively, these two constraints together ensure that all N-C and C-C distances will be d1(0.05) and all angles N-C-C and C-C-C will be approximately tetrahedral. ; _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^)+(0.0882P)^2^+12.4677P] 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 13739 _refine_ls_number_parameters 393 _refine_ls_number_restraints 56 _refine_ls_R_factor_all 0.1179 _refine_ls_R_factor_gt 0.0711 _refine_ls_wR_factor_ref 0.1955 _refine_ls_wR_factor_gt 0.1765 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.063 _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 -1.76310(4) 0.21598(3) -0.71053(4) 0.0415(2) Uani 1 1 d . . . S1 S -1.68335(5) 0.18217(4) -0.59897(5) 0.0512(3) Uani 0.54 1 d P A 1 Se1 Se -1.87832(5) 0.24037(4) -0.79043(4) 0.0465(2) Uani 0.54 1 d P A 1 S2 S -1.87832(5) 0.24037(4) -0.79043(4) 0.0465(2) Uani 0.46 1 d P A 2 Se2 Se -1.68335(5) 0.18217(4) -0.59897(5) 0.0512(3) Uani 0.46 1 d P A 2 C1 C -1.9137(3) 0.1688(3) -0.8329(3) 0.0471(14) Uiso 1 1 d . . . S3 S -1.77112(8) 0.13145(7) -0.75657(8) 0.0423(3) Uani 1 1 d . A . C2 C -1.9871(4) 0.1631(3) -0.8828(4) 0.0566(16) Uiso 1 1 d . A . H2 H -2.0217 0.1945 -0.8908 0.068 Uiso 1 1 calc R . . S4 S -1.72063(10) 0.30406(7) -0.68074(9) 0.0560(4) Uani 1 1 d . A . C3 C -2.0100(4) 0.1118(3) -0.9209(4) 0.0673(19) Uiso 1 1 d . . . H3 H -2.0609 0.1082 -0.9543 0.081 Uiso 1 1 calc R A . C4 C -1.9615(4) 0.0661(3) -0.9118(4) 0.0658(18) Uiso 1 1 d . A . H4 H -1.9777 0.0317 -0.9402 0.079 Uiso 1 1 calc R . . C5 C -1.8883(4) 0.0705(3) -0.8609(3) 0.0561(16) Uiso 1 1 d . . . H5 H -1.8538 0.0392 -0.8543 0.067 Uiso 1 1 calc R A . C6 C -1.8658(3) 0.1207(2) -0.8197(3) 0.0425(13) Uiso 1 1 d . A . C7 C -1.7135(3) 0.1060(2) -0.6090(3) 0.0427(13) Uiso 1 1 d . . . C8 C -1.6949(3) 0.0688(3) -0.5464(4) 0.0546(16) Uiso 1 1 d . A . H8 H -1.6645 0.0828 -0.4982 0.066 Uiso 1 1 calc R . . C9 C -1.7196(4) 0.0128(3) -0.5531(4) 0.0579(16) Uiso 1 1 d . . . H9 H -1.7068 -0.0112 -0.5096 0.069 Uiso 1 1 calc R A . C10 C -1.7632(4) -0.0091(3) -0.6226(4) 0.0580(17) Uiso 1 1 d . A . H10 H -1.7809 -0.0478 -0.6267 0.070 Uiso 1 1 calc R . . C11 C -1.7806(3) 0.0256(3) -0.6860(3) 0.0489(15) Uiso 1 1 d . . . H11 H -1.8089 0.0104 -0.7342 0.059 Uiso 1 1 calc R A . C12 C -1.7565(3) 0.0829(2) -0.6787(3) 0.0411(13) Uiso 1 1 d . A . C13 C -1.7648(3) 0.3538(3) -0.7551(3) 0.0488(15) Uiso 1 1 d . . . C14 C -1.8147(3) 0.3951(3) -0.7444(3) 0.0503(15) Uiso 1 1 d . A . C15 C -1.8434(4) 0.4371(3) -0.7990(4) 0.0601(17) Uiso 1 1 d . . . H15 H -1.8763 0.4656 -0.7905 0.072 Uiso 1 1 calc R A . C16 C -1.8263(4) 0.4391(3) -0.8643(4) 0.0616(17) Uiso 1 1 d . A . C17 C -1.7788(4) 0.3982(3) -0.8757(4) 0.0592(17) Uiso 1 1 d . . . H17 H -1.7671 0.3989 -0.9214 0.071 Uiso 1 1 calc R A . C18 C -1.7468(4) 0.3554(3) -0.8224(4) 0.0551(16) Uiso 1 1 d . A . C19 C -1.8386(4) 0.3939(3) -0.6749(4) 0.0698(19) Uiso 1 1 d . . . H19A H -1.8739 0.4258 -0.6772 0.105 Uiso 1 1 calc R A . H19B H -1.7936 0.3980 -0.6297 0.105 Uiso 1 1 calc R . . H19C H -1.8639 0.3572 -0.6728 0.105 Uiso 1 1 calc R . . C20 C -1.8599(5) 0.4861(4) -0.9230(5) 0.084(2) Uiso 1 1 d . . . H20A H -1.8318 0.4874 -0.9589 0.127 Uiso 1 1 calc R A . H20B H -1.8559 0.5235 -0.8976 0.127 Uiso 1 1 calc R . . H20C H -1.9136 0.4774 -0.9501 0.127 Uiso 1 1 calc R . . C21 C -1.6938(4) 0.3110(3) -0.8381(4) 0.077(2) Uiso 1 1 d . . . H21A H -1.7105 0.2721 -0.8302 0.115 Uiso 1 1 calc R A . H21B H -1.6418 0.3174 -0.8038 0.115 Uiso 1 1 calc R . . H21C H -1.6948 0.3148 -0.8905 0.115 Uiso 1 1 calc R . . Ni1' Ni -1.25177(4) 0.20060(4) -0.19801(4) 0.0487(2) Uani 1 1 d . . . S1' S -1.19419(5) 0.15749(5) -0.08530(5) 0.0559(3) Uani 0.57 1 d P B 1 Se1' Se -1.34652(5) 0.24307(4) -0.28982(5) 0.0544(2) Uani 0.57 1 d P B 1 S2' S -1.34652(5) 0.24307(4) -0.28982(5) 0.0544(2) Uani 0.43 1 d P B 2 Se2' Se -1.19419(5) 0.15749(5) -0.08530(5) 0.0559(3) Uani 0.43 1 d P B 2 C1' C -1.2375(3) 0.0850(3) -0.1060(3) 0.0500(15) Uiso 1 1 d . . . S3' S -1.28024(8) 0.11865(8) -0.25086(8) 0.0499(4) Uani 1 1 d . B . C2' C -1.2273(4) 0.0446(3) -0.0481(4) 0.0636(18) Uiso 1 1 d . B . H2' H -1.1969 0.0545 0.0020 0.076 Uiso 1 1 calc R . . S4' S -1.18967(10) 0.28001(9) -0.15451(9) 0.0653(5) Uani 1 1 d . B . C3' C -1.2603(4) -0.0087(3) -0.0621(4) 0.076(2) Uiso 1 1 d . . . H3' H -1.2525 -0.0354 -0.0217 0.091 Uiso 1 1 calc R B . C4' C -1.3051(4) -0.0244(3) -0.1346(4) 0.071(2) Uiso 1 1 d . B . H4' H -1.3292 -0.0611 -0.1438 0.086 Uiso 1 1 calc R . . C5' C -1.3142(4) 0.0138(3) -0.1930(4) 0.0611(17) Uiso 1 1 d . . . H5' H -1.3426 0.0028 -0.2432 0.073 Uiso 1 1 calc R B . C6' C -1.2822(3) 0.0679(3) -0.1791(3) 0.0481(14) Uiso 1 1 d . B . C7' C -1.4020(3) 0.1788(3) -0.3348(3) 0.0514(15) Uiso 1 1 d . . . C8' C -1.4730(4) 0.1872(3) -0.3914(4) 0.0666(19) Uiso 1 1 d . B . H8' H -1.4953 0.2245 -0.4017 0.080 Uiso 1 1 calc R . . C9' C -1.5091(5) 0.1392(3) -0.4316(5) 0.080(2) Uiso 1 1 d . . . H9' H -1.5576 0.1444 -0.4690 0.096 Uiso 1 1 calc R B . C10' C -1.4792(4) 0.0851(4) -0.4206(5) 0.079(2) Uiso 1 1 d . B . H10' H -1.5053 0.0539 -0.4510 0.095 Uiso 1 1 calc R . . C11' C -1.4087(4) 0.0762(3) -0.3632(4) 0.0675(19) Uiso 1 1 d . . . H11' H -1.3858 0.0390 -0.3542 0.081 Uiso 1 1 calc R B . C12' C -1.3737(3) 0.1237(3) -0.3203(4) 0.0531(15) Uiso 1 1 d . B . C13' C -1.2179(4) 0.3373(3) -0.2204(4) 0.0628(18) Uiso 1 1 d . . . C14' C -1.1950(4) 0.3366(3) -0.2876(4) 0.0651(18) Uiso 1 1 d . B . C15' C -1.2171(4) 0.3836(3) -0.3349(5) 0.076(2) Uiso 1 1 d . . . H15' H -1.2057 0.3830 -0.3807 0.092 Uiso 1 1 calc R B . C16' C -1.2524(5) 0.4285(4) -0.3215(5) 0.081(2) Uiso 1 1 d . B . C17' C -1.2750(5) 0.4302(4) -0.2549(5) 0.086(2) Uiso 1 1 d . . . H17' H -1.3017 0.4623 -0.2446 0.103 Uiso 1 1 calc R B . C18' C -1.2563(4) 0.3831(3) -0.2063(4) 0.0673(19) Uiso 1 1 d . B . C19' C -1.1524(5) 0.2890(3) -0.3050(5) 0.082(2) Uiso 1 1 d . . . H19D H -1.1476 0.2951 -0.3549 0.122 Uiso 1 1 calc R B . H19E H -1.1794 0.2527 -0.3049 0.122 Uiso 1 1 calc R . . H19F H -1.1016 0.2872 -0.2668 0.122 Uiso 1 1 calc R . . C20' C -1.2786(6) 0.4812(4) -0.3750(6) 0.118(3) Uiso 1 1 d . . . H20D H -1.3100 0.4679 -0.4252 0.177 Uiso 1 1 calc R B . H20E H -1.2338 0.5016 -0.3788 0.177 Uiso 1 1 calc R . . H20F H -1.3085 0.5073 -0.3547 0.177 Uiso 1 1 calc R . . C21' C -1.2833(5) 0.3850(4) -0.1373(5) 0.084(2) Uiso 1 1 d . . . H21D H -1.3130 0.3502 -0.1365 0.126 Uiso 1 1 calc R B . H21E H -1.3151 0.4192 -0.1403 0.126 Uiso 1 1 calc R . . H21F H -1.2390 0.3867 -0.0910 0.126 Uiso 1 1 calc R . . N1 N -1.4570(3) 0.1976(2) -0.0955(3) 0.0505(12) Uani 1 1 d D . . C22 C -1.4576(3) 0.1480(3) -0.1479(3) 0.0507(5) Uiso 1 1 d D . . H22A H -1.4476 0.1636 -0.1929 0.061 Uiso 1 1 calc R . . H22B H -1.4148 0.1219 -0.1219 0.061 Uiso 1 1 calc R . . C23 C -1.5296(4) 0.1128(3) -0.1744(4) 0.0590(6) Uiso 1 1 d D . . H23A H -1.5745 0.1385 -0.1917 0.071 Uiso 1 1 calc R . . H23B H -1.5341 0.0887 -0.1325 0.071 Uiso 1 1 calc R . . C24 C -1.5260(4) 0.0741(3) -0.2402(4) 0.0708(7) Uiso 1 1 d D . . H24A H -1.5302 0.0989 -0.2843 0.085 Uiso 1 1 calc R . . H24B H -1.4755 0.0552 -0.2252 0.085 Uiso 1 1 calc R . . C25 C -1.5841(5) 0.0298(3) -0.2633(5) 0.0892(9) Uiso 1 1 d D . . H25A H -1.5808 0.0103 -0.3086 0.134 Uiso 1 1 calc R . . H25B H -1.6345 0.0475 -0.2747 0.134 Uiso 1 1 calc R . . H25C H -1.5762 0.0016 -0.2225 0.134 Uiso 1 1 calc R . . C26 C -1.4812(3) 0.1783(3) -0.0290(3) 0.0507(5) Uiso 1 1 d D . . H26A H -1.4867 0.2130 -0.0005 0.061 Uiso 1 1 calc R . . H26B H -1.5321 0.1600 -0.0493 0.061 Uiso 1 1 calc R . . C27 C -1.4282(4) 0.1366(3) 0.0255(3) 0.0590(6) Uiso 1 1 d D . . H27A H -1.3790 0.1559 0.0515 0.071 Uiso 1 1 calc R . . H27B H -1.4183 0.1031 -0.0026 0.071 Uiso 1 1 calc R . . C28 C -1.4647(4) 0.1156(3) 0.0852(4) 0.0708(7) Uiso 1 1 d D . . H28A H -1.4245 0.1012 0.1308 0.085 Uiso 1 1 calc R . . H28B H -1.4910 0.1482 0.1004 0.085 Uiso 1 1 calc R . . C29 C -1.5196(5) 0.0693(4) 0.0519(5) 0.0892(9) Uiso 1 1 d D . . H29A H -1.5413 0.0551 0.0896 0.134 Uiso 1 1 calc R . . H29B H -1.4935 0.0376 0.0359 0.134 Uiso 1 1 calc R . . H29C H -1.5604 0.0843 0.0081 0.134 Uiso 1 1 calc R . . C30 C -1.3762(3) 0.2200(3) -0.0689(3) 0.0507(5) Uiso 1 1 d D . . H30A H -1.3421 0.1884 -0.0423 0.061 Uiso 1 1 calc R . . H30B H -1.3622 0.2300 -0.1140 0.061 Uiso 1 1 calc R . . C31 C -1.3611(3) 0.2717(3) -0.0176(4) 0.0590(6) Uiso 1 1 d D . . H31A H -1.3823 0.2650 0.0237 0.071 Uiso 1 1 calc R . . H31B H -1.3863 0.3061 -0.0464 0.071 Uiso 1 1 calc R . . C32 C -1.2760(4) 0.2820(3) 0.0155(4) 0.0708(7) Uiso 1 1 d D . . H32A H -1.2543 0.2844 -0.0261 0.085 Uiso 1 1 calc R . . H32B H -1.2519 0.2489 0.0480 0.085 Uiso 1 1 calc R . . C33 C -1.2574(5) 0.3372(3) 0.0618(5) 0.0892(9) Uiso 1 1 d D . . H33A H -1.2025 0.3445 0.0775 0.134 Uiso 1 1 calc R . . H33B H -1.2730 0.3332 0.1067 0.134 Uiso 1 1 calc R . . H33C H -1.2848 0.3696 0.0312 0.134 Uiso 1 1 calc R . . C34 C -1.5132(3) 0.2446(3) -0.1353(3) 0.0507(5) Uiso 1 1 d D . . H34A H -1.5654 0.2285 -0.1494 0.061 Uiso 1 1 calc R . . H34B H -1.5097 0.2763 -0.0989 0.061 Uiso 1 1 calc R . . C35 C -1.5021(4) 0.2696(3) -0.2051(4) 0.0590(6) Uiso 1 1 d D . . H35A H -1.5125 0.2394 -0.2446 0.071 Uiso 1 1 calc R . . H35B H -1.4485 0.2819 -0.1931 0.071 Uiso 1 1 calc R . . C36 C -1.5544(4) 0.3212(3) -0.2360(4) 0.0708(7) Uiso 1 1 d D . . H36A H -1.5544 0.3299 -0.2877 0.085 Uiso 1 1 calc R . . H36B H -1.6070 0.3107 -0.2395 0.085 Uiso 1 1 calc R . . C37 C -1.5310(5) 0.3745(3) -0.1880(5) 0.0892(9) Uiso 1 1 d D . . H37A H -1.5673 0.4057 -0.2097 0.134 Uiso 1 1 calc R . . H37B H -1.4800 0.3864 -0.1864 0.134 Uiso 1 1 calc R . . H37C H -1.5307 0.3663 -0.1366 0.134 Uiso 1 1 calc R . . N1' N -1.0627(2) -0.27031(18) 0.0528(2) 0.0399(11) Uani 1 1 d D . . C22' C -0.9990(3) -0.2837(3) 0.0205(3) 0.0507(5) Uiso 1 1 d D . . H22C H -0.9907 -0.2493 -0.0070 0.061 Uiso 1 1 calc R . . H22D H -0.9515 -0.2907 0.0631 0.061 Uiso 1 1 calc R . . C23' C -1.0133(4) -0.3351(3) -0.0324(4) 0.0590(6) Uiso 1 1 d D . . H23C H -1.0620 -0.3300 -0.0742 0.071 Uiso 1 1 calc R . . H23D H -1.0167 -0.3708 -0.0047 0.071 Uiso 1 1 calc R . . C24' C -0.9473(4) -0.3400(3) -0.0643(4) 0.0708(7) Uiso 1 1 d D . . H24C H -0.9485 -0.3064 -0.0974 0.085 Uiso 1 1 calc R . . H24D H -0.8983 -0.3391 -0.0222 0.085 Uiso 1 1 calc R . . C25' C -0.9521(5) -0.3957(3) -0.1096(5) 0.0892(9) Uiso 1 1 d D . . H25D H -0.9098 -0.3970 -0.1299 0.134 Uiso 1 1 calc R . . H25E H -1.0006 -0.3967 -0.1514 0.134 Uiso 1 1 calc R . . H25F H -0.9491 -0.4290 -0.0765 0.134 Uiso 1 1 calc R . . C26' C -1.0922(3) -0.3247(2) 0.0787(3) 0.0507(5) Uiso 1 1 d D . . H26C H -1.1127 -0.3508 0.0349 0.061 Uiso 1 1 calc R . . H26D H -1.1347 -0.3142 0.0970 0.061 Uiso 1 1 calc R . . C27' C -1.0322(4) -0.3570(3) 0.1411(4) 0.0590(6) Uiso 1 1 d D . . H27C H -0.9829 -0.3551 0.1317 0.071 Uiso 1 1 calc R . . H27D H -1.0256 -0.3379 0.1901 0.071 Uiso 1 1 calc R . . C28' C -1.0536(4) -0.4194(3) 0.1456(4) 0.0708(7) Uiso 1 1 d D . . H28C H -1.1063 -0.4214 0.1470 0.085 Uiso 1 1 calc R . . H28D H -1.0524 -0.4399 0.0996 0.085 Uiso 1 1 calc R . . C29' C -1.0007(5) -0.4493(4) 0.2144(5) 0.0892(9) Uiso 1 1 d D . . H29D H -1.0164 -0.4896 0.2148 0.134 Uiso 1 1 calc R . . H29E H -1.0029 -0.4298 0.2601 0.134 Uiso 1 1 calc R . . H29F H -0.9485 -0.4477 0.2130 0.134 Uiso 1 1 calc R . . C30' C -1.1258(3) -0.2404(3) -0.0084(3) 0.0507(5) Uiso 1 1 d D . . H30C H -1.1416 -0.2656 -0.0536 0.061 Uiso 1 1 calc R . . H30D H -1.1052 -0.2044 -0.0226 0.061 Uiso 1 1 calc R . . C31' C -1.1962(3) -0.2254(3) 0.0123(4) 0.0590(6) Uiso 1 1 d D . . H31C H -1.1806 -0.2095 0.0642 0.071 Uiso 1 1 calc R . . H31D H -1.2269 -0.2605 0.0107 0.071 Uiso 1 1 calc R . . C32' C -1.2436(4) -0.1807(3) -0.0439(4) 0.0708(7) Uiso 1 1 d D . . H32C H -1.2163 -0.1433 -0.0350 0.085 Uiso 1 1 calc R . . H32D H -1.2493 -0.1933 -0.0959 0.085 Uiso 1 1 calc R . . C33' C -1.3217(4) -0.1725(4) -0.0369(5) 0.0892(9) Uiso 1 1 d D . . H33D H -1.3502 -0.1439 -0.0740 0.134 Uiso 1 1 calc R . . H33E H -1.3163 -0.1590 0.0141 0.134 Uiso 1 1 calc R . . H33F H -1.3491 -0.2093 -0.0463 0.134 Uiso 1 1 calc R . . C34' C -1.0303(3) -0.2317(2) 0.1214(3) 0.0507(5) Uiso 1 1 d D . . H34C H -1.0682 -0.2290 0.1479 0.061 Uiso 1 1 calc R . . H34D H -0.9844 -0.2507 0.1563 0.061 Uiso 1 1 calc R . . C35' C -1.0086(4) -0.1708(3) 0.1065(4) 0.0590(6) Uiso 1 1 d D . . H35C H -1.0551 -0.1479 0.0820 0.071 Uiso 1 1 calc R . . H35D H -0.9779 -0.1719 0.0723 0.071 Uiso 1 1 calc R . . C36' C -0.9627(4) -0.1432(3) 0.1816(4) 0.0708(7) Uiso 1 1 d D . . H36C H -0.9917 -0.1462 0.2172 0.085 Uiso 1 1 calc R . . H36D H -0.9144 -0.1647 0.2036 0.085 Uiso 1 1 calc R . . C37' C -0.9446(5) -0.0800(3) 0.1728(5) 0.0892(9) Uiso 1 1 d D . . H37D H -0.9164 -0.0638 0.2225 0.134 Uiso 1 1 calc R . . H37E H -0.9922 -0.0585 0.1506 0.134 Uiso 1 1 calc R . . H37F H -0.9136 -0.0770 0.1397 0.134 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 0.0404(4) 0.0504(5) 0.0337(4) -0.0007(3) 0.0120(3) 0.0020(3) S1 0.0513(5) 0.0563(6) 0.0411(5) 0.0020(4) 0.0089(4) 0.0005(4) Se1 0.0440(5) 0.0574(5) 0.0372(4) 0.0033(4) 0.0123(4) 0.0046(4) S2 0.0440(5) 0.0574(5) 0.0372(4) 0.0033(4) 0.0123(4) 0.0046(4) Se2 0.0513(5) 0.0563(6) 0.0411(5) 0.0020(4) 0.0089(4) 0.0005(4) S3 0.0423(8) 0.0511(9) 0.0351(7) -0.0019(6) 0.0149(6) -0.0019(6) S4 0.0575(10) 0.0530(10) 0.0482(9) -0.0032(7) 0.0050(8) 0.0011(8) Ni1' 0.0368(4) 0.0754(6) 0.0338(4) -0.0015(4) 0.0113(3) -0.0009(4) S1' 0.0458(5) 0.0799(7) 0.0400(5) -0.0003(5) 0.0116(4) 0.0084(5) Se1' 0.0408(5) 0.0770(6) 0.0442(5) 0.0069(4) 0.0125(4) -0.0007(4) S2' 0.0408(5) 0.0770(6) 0.0442(5) 0.0069(4) 0.0125(4) -0.0007(4) Se2' 0.0458(5) 0.0799(7) 0.0400(5) -0.0003(5) 0.0116(4) 0.0084(5) S3' 0.0381(8) 0.0760(11) 0.0360(7) -0.0031(7) 0.0126(6) 0.0001(7) S4' 0.0589(10) 0.0888(13) 0.0416(9) -0.0046(9) 0.0079(8) -0.0161(9) N1 0.048(3) 0.062(3) 0.048(3) -0.002(2) 0.024(2) 0.003(2) N1' 0.038(2) 0.051(3) 0.034(2) 0.000(2) 0.016(2) -0.004(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 S3 2.1257(17) . ? Ni1 S4 2.1930(18) . ? Ni1 Se1 2.2441(10) . ? Ni1 S1 2.2668(11) . ? S1 C7 1.844(6) . ? Se1 C1 1.864(6) . ? C1 C2 1.383(8) . ? C1 C6 1.396(8) . ? S3 C6 1.786(6) . ? S3 C12 1.791(6) . ? C2 C3 1.379(9) . ? C2 H2 0.9500 . ? S4 C13 1.787(6) . ? C3 C4 1.365(9) . ? C3 H3 0.9500 . ? C4 C5 1.384(9) . ? C4 H4 0.9500 . ? C5 C6 1.383(8) . ? C5 H5 0.9500 . ? C7 C12 1.395(8) . ? C7 C8 1.403(8) . ? C8 C9 1.368(9) . ? C8 H8 0.9500 . ? C9 C10 1.384(9) . ? C9 H9 0.9500 . ? C10 C11 1.380(8) . ? C10 H10 0.9500 . ? C11 C12 1.394(8) . ? C11 H11 0.9500 . ? C13 C14 1.391(8) . ? C13 C18 1.408(9) . ? C14 C15 1.384(9) . ? C14 C19 1.509(9) . ? C15 C16 1.363(9) . ? C15 H15 0.9500 . ? C16 C17 1.360(9) . ? C16 C20 1.526(10) . ? C17 C18 1.395(9) . ? C17 H17 0.9500 . ? C18 C21 1.520(9) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? Ni1' S3' 2.1263(18) . ? Ni1' S4' 2.183(2) . ? Ni1' Se1' 2.2435(11) . ? Ni1' S1' 2.2611(12) . ? S1' C1' 1.847(6) . ? Se1' C7' 1.849(6) . ? C1' C2' 1.398(9) . ? C1' C6' 1.405(8) . ? S3' C6' 1.796(6) . ? S3' C12' 1.798(6) . ? C2' C3' 1.367(10) . ? C2' H2' 0.9500 . ? S4' C13' 1.771(7) . ? C3' C4' 1.389(10) . ? C3' H3' 0.9500 . ? C4' C5' 1.374(9) . ? C4' H4' 0.9500 . ? C5' C6' 1.374(9) . ? C5' H5' 0.9500 . ? C7' C12' 1.374(9) . ? C7' C8' 1.408(9) . ? C8' C9' 1.387(10) . ? C8' H8' 0.9500 . ? C9' C10' 1.360(10) . ? C9' H9' 0.9500 . ? C10' C11' 1.410(10) . ? C10' H10' 0.9500 . ? C11' C12' 1.392(9) . ? C11' H11' 0.9500 . ? C13' C18' 1.353(9) . ? C13' C14' 1.457(10) . ? C14' C15' 1.378(10) . ? C14' C19' 1.456(10) . ? C15' C16' 1.299(10) . ? C15' H15' 0.9500 . ? C16' C17' 1.443(11) . ? C16' C20' 1.552(12) . ? C17' C18' 1.389(10) . ? C17' H17' 0.9500 . ? C18' C21' 1.534(10) . ? C19' H19D 0.9800 . ? C19' H19E 0.9800 . ? C19' H19F 0.9800 . ? C20' H20D 0.9800 . ? C20' H20E 0.9800 . ? C20' H20F 0.9800 . ? C21' H21D 0.9800 . ? C21' H21E 0.9800 . ? C21' H21F 0.9800 . ? N1 C22 1.509(7) . ? N1 C30 1.510(7) . ? N1 C34 1.524(7) . ? N1 C26 1.524(7) . ? C22 C23 1.506(8) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.543(8) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C25 1.449(9) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 H25A 0.9800 . ? C25 H25B 0.9800 . ? C25 H25C 0.9800 . ? C26 C27 1.511(8) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.566(8) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.470(9) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 C31 1.503(8) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.515(8) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 C33 1.521(9) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 C35 1.507(8) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.529(8) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C37 1.505(9) . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? N1' C30' 1.512(7) . ? N1' C26' 1.517(7) . ? N1' C34' 1.519(7) . ? N1' C22' 1.528(7) . ? C22' C23' 1.515(7) . ? C22' H22C 0.9900 . ? C22' H22D 0.9900 . ? C23' C24' 1.536(8) . ? C23' H23C 0.9900 . ? C23' H23D 0.9900 . ? C24' C25' 1.532(9) . ? C24' H24C 0.9900 . ? C24' H24D 0.9900 . ? C25' H25D 0.9800 . ? C25' H25E 0.9800 . ? C25' H25F 0.9800 . ? C26' C27' 1.519(7) . ? C26' H26C 0.9900 . ? C26' H26D 0.9900 . ? C27' C28' 1.510(8) . ? C27' H27C 0.9900 . ? C27' H27D 0.9900 . ? C28' C29' 1.507(9) . ? C28' H28C 0.9900 . ? C28' H28D 0.9900 . ? C29' H29D 0.9800 . ? C29' H29E 0.9800 . ? C29' H29F 0.9800 . ? C30' C31' 1.523(8) . ? C30' H30C 0.9900 . ? C30' H30D 0.9900 . ? C31' C32' 1.531(8) . ? C31' H31C 0.9900 . ? C31' H31D 0.9900 . ? C32' C33' 1.513(9) . ? C32' H32C 0.9900 . ? C32' H32D 0.9900 . ? C33' H33D 0.9800 . ? C33' H33E 0.9800 . ? C33' H33F 0.9800 . ? C34' C35' 1.517(8) . ? C34' H34C 0.9900 . ? C34' H34D 0.9900 . ? C35' C36' 1.525(8) . ? C35' H35C 0.9900 . ? C35' H35D 0.9900 . ? C36' C37' 1.524(9) . ? C36' H36C 0.9900 . ? C36' H36D 0.9900 . ? C37' H37D 0.9800 . ? C37' H37E 0.9800 . ? C37' H37F 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S3 Ni1 S4 158.74(7) . . ? S3 Ni1 Se1 92.16(5) . . ? S4 Ni1 Se1 96.90(5) . . ? S3 Ni1 S1 89.58(5) . . ? S4 Ni1 S1 90.90(5) . . ? Se1 Ni1 S1 153.20(5) . . ? C7 S1 Ni1 98.79(18) . . ? C1 Se1 Ni1 100.71(18) . . ? C2 C1 C6 118.3(6) . . ? C2 C1 Se1 120.3(5) . . ? C6 C1 Se1 121.3(4) . . ? C6 S3 C12 107.6(3) . . ? C6 S3 Ni1 108.6(2) . . ? C12 S3 Ni1 106.09(19) . . ? C3 C2 C1 120.0(6) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C13 S4 Ni1 111.6(2) . . ? C4 C3 C2 121.6(7) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 119.2(7) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 119.6(6) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C1 120.9(5) . . ? C5 C6 S3 122.5(4) . . ? C1 C6 S3 116.1(4) . . ? C12 C7 C8 117.1(5) . . ? C12 C7 S1 121.6(4) . . ? C8 C7 S1 121.3(4) . . ? C9 C8 C7 121.5(6) . . ? C9 C8 H8 119.3 . . ? C7 C8 H8 119.3 . . ? C8 C9 C10 120.6(6) . . ? C8 C9 H9 119.7 . . ? C10 C9 H9 119.7 . . ? C11 C10 C9 119.6(6) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 119.6(6) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C11 C12 C7 121.5(5) . . ? C11 C12 S3 124.2(4) . . ? C7 C12 S3 114.1(4) . . ? C14 C13 C18 118.6(6) . . ? C14 C13 S4 119.2(5) . . ? C18 C13 S4 122.1(5) . . ? C15 C14 C13 119.3(6) . . ? C15 C14 C19 119.8(6) . . ? C13 C14 C19 120.8(6) . . ? C16 C15 C14 122.7(6) . . ? C16 C15 H15 118.6 . . ? C14 C15 H15 118.6 . . ? C17 C16 C15 118.2(7) . . ? C17 C16 C20 121.1(6) . . ? C15 C16 C20 120.7(7) . . ? C16 C17 C18 122.0(7) . . ? C16 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C17 C18 C13 119.2(6) . . ? C17 C18 C21 119.6(6) . . ? C13 C18 C21 121.2(6) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? S3' Ni1' S4' 161.21(8) . . ? S3' Ni1' Se1' 91.29(5) . . ? S4' Ni1' Se1' 95.83(6) . . ? S3' Ni1' S1' 90.52(6) . . ? S4' Ni1' S1' 89.67(6) . . ? Se1' Ni1' S1' 156.96(5) . . ? C1' S1' Ni1' 99.54(19) . . ? C7' Se1' Ni1' 100.1(2) . . ? C2' C1' C6' 116.9(6) . . ? C2' C1' S1' 120.5(5) . . ? C6' C1' S1' 122.6(5) . . ? C6' S3' C12' 109.3(3) . . ? C6' S3' Ni1' 107.4(2) . . ? C12' S3' Ni1' 108.2(2) . . ? C3' C2' C1' 121.3(7) . . ? C3' C2' H2' 119.3 . . ? C1' C2' H2' 119.3 . . ? C13' S4' Ni1' 111.9(2) . . ? C2' C3' C4' 120.7(7) . . ? C2' C3' H3' 119.6 . . ? C4' C3' H3' 119.6 . . ? C5' C4' C3' 119.1(7) . . ? C5' C4' H4' 120.4 . . ? C3' C4' H4' 120.4 . . ? C4' C5' C6' 120.4(7) . . ? C4' C5' H5' 119.8 . . ? C6' C5' H5' 119.8 . . ? C5' C6' C1' 121.5(6) . . ? C5' C6' S3' 124.8(5) . . ? C1' C6' S3' 113.1(4) . . ? C12' C7' C8' 118.7(6) . . ? C12' C7' Se1' 122.6(5) . . ? C8' C7' Se1' 118.4(5) . . ? C9' C8' C7' 117.7(7) . . ? C9' C8' H8' 121.2 . . ? C7' C8' H8' 121.2 . . ? C10' C9' C8' 123.8(8) . . ? C10' C9' H9' 118.1 . . ? C8' C9' H9' 118.1 . . ? C9' C10' C11' 118.9(8) . . ? C9' C10' H10' 120.6 . . ? C11' C10' H10' 120.6 . . ? C12' C11' C10' 117.6(7) . . ? C12' C11' H11' 121.2 . . ? C10' C11' H11' 121.2 . . ? C7' C12' C11' 123.1(6) . . ? C7' C12' S3' 114.8(5) . . ? C11' C12' S3' 121.5(5) . . ? C18' C13' C14' 120.2(7) . . ? C18' C13' S4' 120.4(6) . . ? C14' C13' S4' 119.3(5) . . ? C15' C14' C19' 121.5(7) . . ? C15' C14' C13' 115.9(7) . . ? C19' C14' C13' 122.6(7) . . ? C16' C15' C14' 124.9(8) . . ? C16' C15' H15' 117.6 . . ? C14' C15' H15' 117.6 . . ? C15' C16' C17' 119.9(8) . . ? C15' C16' C20' 125.2(8) . . ? C17' C16' C20' 114.8(8) . . ? C18' C17' C16' 117.8(8) . . ? C18' C17' H17' 121.1 . . ? C16' C17' H17' 121.1 . . ? C13' C18' C17' 121.4(7) . . ? C13' C18' C21' 121.8(7) . . ? C17' C18' C21' 116.8(7) . . ? C14' C19' H19D 109.5 . . ? C14' C19' H19E 109.5 . . ? H19D C19' H19E 109.5 . . ? C14' C19' H19F 109.5 . . ? H19D C19' H19F 109.5 . . ? H19E C19' H19F 109.5 . . ? C16' C20' H20D 109.5 . . ? C16' C20' H20E 109.5 . . ? H20D C20' H20E 109.5 . . ? C16' C20' H20F 109.5 . . ? H20D C20' H20F 109.5 . . ? H20E C20' H20F 109.5 . . ? C18' C21' H21D 109.5 . . ? C18' C21' H21E 109.5 . . ? H21D C21' H21E 109.5 . . ? C18' C21' H21F 109.5 . . ? H21D C21' H21F 109.5 . . ? H21E C21' H21F 109.5 . . ? C22 N1 C30 105.6(4) . . ? C22 N1 C34 111.7(4) . . ? C30 N1 C34 111.2(4) . . ? C22 N1 C26 111.6(4) . . ? C30 N1 C26 111.2(4) . . ? C34 N1 C26 105.6(4) . . ? C23 C22 N1 116.2(5) . . ? C23 C22 H22A 108.2 . . ? N1 C22 H22A 108.2 . . ? C23 C22 H22B 108.2 . . ? N1 C22 H22B 108.2 . . ? H22A C22 H22B 107.4 . . ? C22 C23 C24 108.1(5) . . ? C22 C23 H23A 110.1 . . ? C24 C23 H23A 110.1 . . ? C22 C23 H23B 110.1 . . ? C24 C23 H23B 110.1 . . ? H23A C23 H23B 108.4 . . ? C25 C24 C23 115.3(6) . . ? C25 C24 H24A 108.5 . . ? C23 C24 H24A 108.5 . . ? C25 C24 H24B 108.5 . . ? C23 C24 H24B 108.5 . . ? H24A C24 H24B 107.5 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 C26 N1 115.9(5) . . ? C27 C26 H26A 108.3 . . ? N1 C26 H26A 108.3 . . ? C27 C26 H26B 108.3 . . ? N1 C26 H26B 108.3 . . ? H26A C26 H26B 107.4 . . ? C26 C27 C28 110.0(5) . . ? C26 C27 H27A 109.7 . . ? C28 C27 H27A 109.7 . . ? C26 C27 H27B 109.7 . . ? C28 C27 H27B 109.7 . . ? H27A C27 H27B 108.2 . . ? C29 C28 C27 109.2(6) . . ? C29 C28 H28A 109.8 . . ? C27 C28 H28A 109.8 . . ? C29 C28 H28B 109.8 . . ? C27 C28 H28B 109.8 . . ? H28A C28 H28B 108.3 . . ? 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 . . ? C31 C30 N1 116.2(5) . . ? C31 C30 H30A 108.2 . . ? N1 C30 H30A 108.2 . . ? C31 C30 H30B 108.2 . . ? N1 C30 H30B 108.2 . . ? H30A C30 H30B 107.4 . . ? C30 C31 C32 109.8(5) . . ? C30 C31 H31A 109.7 . . ? C32 C31 H31A 109.7 . . ? C30 C31 H31B 109.7 . . ? C32 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? C31 C32 C33 112.2(6) . . ? C31 C32 H32A 109.2 . . ? C33 C32 H32A 109.2 . . ? C31 C32 H32B 109.2 . . ? C33 C32 H32B 109.2 . . ? H32A C32 H32B 107.9 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 N1 115.6(5) . . ? C35 C34 H34A 108.4 . . ? N1 C34 H34A 108.4 . . ? C35 C34 H34B 108.4 . . ? N1 C34 H34B 108.4 . . ? H34A C34 H34B 107.4 . . ? C34 C35 C36 112.2(5) . . ? C34 C35 H35A 109.2 . . ? C36 C35 H35A 109.2 . . ? C34 C35 H35B 109.2 . . ? C36 C35 H35B 109.2 . . ? H35A C35 H35B 107.9 . . ? C37 C36 C35 113.2(6) . . ? C37 C36 H36A 108.9 . . ? C35 C36 H36A 108.9 . . ? C37 C36 H36B 108.9 . . ? C35 C36 H36B 108.9 . . ? H36A C36 H36B 107.7 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C30' N1' C26' 110.6(4) . . ? C30' N1' C34' 111.4(4) . . ? C26' N1' C34' 107.6(4) . . ? C30' N1' C22' 107.6(4) . . ? C26' N1' C22' 111.5(4) . . ? C34' N1' C22' 108.2(4) . . ? C23' C22' N1' 115.3(5) . . ? C23' C22' H22C 108.4 . . ? N1' C22' H22C 108.4 . . ? C23' C22' H22D 108.4 . . ? N1' C22' H22D 108.4 . . ? H22C C22' H22D 107.5 . . ? C22' C23' C24' 108.8(5) . . ? C22' C23' H23C 109.9 . . ? C24' C23' H23C 109.9 . . ? C22' C23' H23D 109.9 . . ? C24' C23' H23D 109.9 . . ? H23C C23' H23D 108.3 . . ? C25' C24' C23' 111.7(6) . . ? C25' C24' H24C 109.3 . . ? C23' C24' H24C 109.3 . . ? C25' C24' H24D 109.3 . . ? C23' C24' H24D 109.3 . . ? H24C C24' H24D 107.9 . . ? C24' C25' H25D 109.5 . . ? C24' C25' H25E 109.5 . . ? H25D C25' H25E 109.5 . . ? C24' C25' H25F 109.5 . . ? H25D C25' H25F 109.5 . . ? H25E C25' H25F 109.5 . . ? N1' C26' C27' 113.8(5) . . ? N1' C26' H26C 108.8 . . ? C27' C26' H26C 108.8 . . ? N1' C26' H26D 108.8 . . ? C27' C26' H26D 108.8 . . ? H26C C26' H26D 107.7 . . ? C28' C27' C26' 112.0(5) . . ? C28' C27' H27C 109.2 . . ? C26' C27' H27C 109.2 . . ? C28' C27' H27D 109.2 . . ? C26' C27' H27D 109.2 . . ? H27C C27' H27D 107.9 . . ? C29' C28' C27' 112.2(6) . . ? C29' C28' H28C 109.2 . . ? C27' C28' H28C 109.2 . . ? C29' C28' H28D 109.2 . . ? C27' C28' H28D 109.2 . . ? H28C C28' H28D 107.9 . . ? C28' C29' H29D 109.5 . . ? C28' C29' H29E 109.5 . . ? H29D C29' H29E 109.5 . . ? C28' C29' H29F 109.5 . . ? H29D C29' H29F 109.5 . . ? H29E C29' H29F 109.5 . . ? N1' C30' C31' 115.4(5) . . ? N1' C30' H30C 108.4 . . ? C31' C30' H30C 108.4 . . ? N1' C30' H30D 108.4 . . ? C31' C30' H30D 108.4 . . ? H30C C30' H30D 107.5 . . ? C30' C31' C32' 109.1(5) . . ? C30' C31' H31C 109.9 . . ? C32' C31' H31C 109.9 . . ? C30' C31' H31D 109.9 . . ? C32' C31' H31D 109.9 . . ? H31C C31' H31D 108.3 . . ? C33' C32' C31' 112.2(6) . . ? C33' C32' H32C 109.2 . . ? C31' C32' H32C 109.2 . . ? C33' C32' H32D 109.2 . . ? C31' C32' H32D 109.2 . . ? H32C C32' H32D 107.9 . . ? C32' C33' H33D 109.5 . . ? C32' C33' H33E 109.5 . . ? H33D C33' H33E 109.5 . . ? C32' C33' H33F 109.5 . . ? H33D C33' H33F 109.5 . . ? H33E C33' H33F 109.5 . . ? C35' C34' N1' 116.6(5) . . ? C35' C34' H34C 108.2 . . ? N1' C34' H34C 108.2 . . ? C35' C34' H34D 108.2 . . ? N1' C34' H34D 108.2 . . ? H34C C34' H34D 107.3 . . ? C34' C35' C36' 108.8(5) . . ? C34' C35' H35C 109.9 . . ? C36' C35' H35C 109.9 . . ? C34' C35' H35D 109.9 . . ? C36' C35' H35D 109.9 . . ? H35C C35' H35D 108.3 . . ? C37' C36' C35' 112.4(6) . . ? C37' C36' H36C 109.1 . . ? C35' C36' H36C 109.1 . . ? C37' C36' H36D 109.1 . . ? C35' C36' H36D 109.1 . . ? H36C C36' H36D 107.9 . . ? C36' C37' H37D 109.5 . . ? C36' C37' H37E 109.5 . . ? H37D C37' H37E 109.5 . . ? C36' C37' H37F 109.5 . . ? H37D C37' H37F 109.5 . . ? H37E C37' H37F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 25.34 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 1.004 _refine_diff_density_min -1.093 _refine_diff_density_rms 0.089 _database_code_depnum_ccdc_archive 'CCDC 939412' ####################################################################### # # 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_er1106 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H19 Ni1 S4 1-, C16 H36 N1 1+' _chemical_formula_sum 'C37 H55 N Ni S4' _chemical_formula_weight 700.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' 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 18.5275(2) _cell_length_b 23.1544(2) _cell_length_c 18.7038(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.270(1) _cell_angle_gamma 90.00 _cell_volume 7574.26(13) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 68472 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3008 _exptl_absorpt_coefficient_mu 0.758 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.888 _exptl_absorpt_correction_T_max 0.985 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; The two N(n-Bu)4(+) cations are poorly resolved, modelled with bond length restraints and common isotropic displacement parameters (4 LS variables) for the carbon atoms. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 73103 _diffrn_reflns_av_R_equivalents 0.0579 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_k_max 29 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 3.52 _diffrn_reflns_theta_max 27.50 _reflns_number_total 17283 _reflns_number_gt 11449 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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. Geometric constraints for the tetra-n-butylammonium cation(s) were accomplished with one extra least squares parameter d1: all distances between adjacent atoms were constrained to be d1(0.05)A and all distances between atoms once-removed were constrained to be 1.633*d1. Effectively, these two constraints together ensure that all N-C and C-C distances will be d1(0.05) and all angles N-C-C and C-C-C will be approximately tetrahedral. ; _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^)+(0.0831P)^2^+20.3274P] 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 17283 _refine_ls_number_parameters 602 _refine_ls_number_restraints 56 _refine_ls_R_factor_all 0.1192 _refine_ls_R_factor_gt 0.0757 _refine_ls_wR_factor_ref 0.2108 _refine_ls_wR_factor_gt 0.1819 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 0.26449(3) 0.71557(2) 0.71083(3) 0.03705(15) Uani 1 1 d . . . S1 S 0.37562(7) 0.73862(6) 0.78913(6) 0.0446(3) Uani 1 1 d . . . S2 S 0.27163(6) 0.63136(5) 0.75788(6) 0.0382(2) Uani 1 1 d . . . S3 S 0.18860(7) 0.68153(5) 0.60232(6) 0.0436(3) Uani 1 1 d . . . S4 S 0.22258(8) 0.80385(5) 0.68006(7) 0.0507(3) Uani 1 1 d . . . C1 C 0.4127(3) 0.6714(2) 0.8308(2) 0.0434(11) Uani 1 1 d . . . C2 C 0.4883(3) 0.6677(3) 0.8802(3) 0.0536(13) Uani 1 1 d . . . H2 H 0.5214 0.7001 0.8868 0.064 Uiso 1 1 calc R . . C3 C 0.5143(3) 0.6174(3) 0.9191(3) 0.0633(16) Uani 1 1 d . . . H3 H 0.5657 0.6153 0.9521 0.076 Uiso 1 1 calc R . . C4 C 0.4672(3) 0.5695(3) 0.9112(3) 0.0636(15) Uani 1 1 d . . . H4 H 0.4856 0.5355 0.9396 0.076 Uiso 1 1 calc R . . C5 C 0.3926(3) 0.5721(2) 0.8610(3) 0.0535(12) Uani 1 1 d . . . H5 H 0.3593 0.5399 0.8550 0.064 Uiso 1 1 calc R . . C6 C 0.3676(2) 0.6224(2) 0.8199(2) 0.0399(10) Uani 1 1 d . . . C7 C 0.2567(2) 0.5835(2) 0.6795(2) 0.0391(10) Uani 1 1 d . . . C8 C 0.2783(3) 0.5257(2) 0.6853(3) 0.0445(10) Uani 1 1 d . . . H8 H 0.3058 0.5096 0.7333 0.053 Uiso 1 1 calc R . . C9 C 0.2599(3) 0.4918(2) 0.6216(3) 0.0531(12) Uani 1 1 d . . . H9 H 0.2764 0.4527 0.6251 0.064 Uiso 1 1 calc R . . C10 C 0.2173(3) 0.5148(2) 0.5522(3) 0.0532(12) Uani 1 1 d . . . H10 H 0.2040 0.4911 0.5083 0.064 Uiso 1 1 calc R . . C11 C 0.1939(3) 0.5715(2) 0.5459(3) 0.0471(11) Uani 1 1 d . . . H11 H 0.1636 0.5862 0.4979 0.057 Uiso 1 1 calc R . . C12 C 0.2142(2) 0.6080(2) 0.6098(2) 0.0392(10) Uani 1 1 d . . . C13 C 0.2661(3) 0.85315(19) 0.7551(3) 0.0420(10) Uani 1 1 d . . . C14 C 0.2474(3) 0.8539(2) 0.8217(3) 0.0498(12) Uani 1 1 d . . . C15 C 0.2782(3) 0.8970(2) 0.8754(3) 0.0556(13) Uani 1 1 d . . . H15 H 0.2653 0.8974 0.9206 0.067 Uiso 1 1 calc R . . C16 C 0.3267(3) 0.9392(2) 0.8650(3) 0.0569(13) Uani 1 1 d . . . C17 C 0.3443(3) 0.9370(2) 0.7995(3) 0.0561(13) Uani 1 1 d . . . H17 H 0.3773 0.9657 0.7913 0.067 Uiso 1 1 calc R . . C18 C 0.3164(3) 0.8951(2) 0.7447(3) 0.0455(11) Uani 1 1 d . . . C19 C 0.1944(4) 0.8099(3) 0.8368(3) 0.0744(18) Uani 1 1 d . . . H19A H 0.1947 0.8139 0.8890 0.112 Uiso 1 1 calc R . . H19B H 0.2116 0.7710 0.8294 0.112 Uiso 1 1 calc R . . H19C H 0.1424 0.8161 0.8017 0.112 Uiso 1 1 calc R . . C20 C 0.3593(4) 0.9858(3) 0.9240(4) 0.081(2) Uani 1 1 d . . . H20A H 0.3441 1.0239 0.9011 0.122 Uiso 1 1 calc R . . H20B H 0.4152 0.9830 0.9428 0.122 Uiso 1 1 calc R . . H20C H 0.3397 0.9806 0.9662 0.122 Uiso 1 1 calc R . . C21 C 0.3408(3) 0.8944(2) 0.6758(4) 0.0641(15) Uani 1 1 d . . . H21A H 0.3776 0.9256 0.6793 0.096 Uiso 1 1 calc R . . H21B H 0.2960 0.9000 0.6304 0.096 Uiso 1 1 calc R . . H21C H 0.3647 0.8572 0.6725 0.096 Uiso 1 1 calc R . . Ni2 Ni -0.24648(3) 0.70098(3) 0.19770(3) 0.04417(17) Uani 1 1 d . . . S5 S -0.15319(7) 0.74174(6) 0.28505(7) 0.0490(3) Uani 1 1 d . . . S6 S -0.21917(6) 0.61963(6) 0.25217(6) 0.0451(3) Uani 1 1 d . . . S7 S -0.30235(7) 0.65671(6) 0.08970(6) 0.0503(3) Uani 1 1 d . . . S8 S -0.30748(8) 0.78080(7) 0.15249(7) 0.0607(4) Uani 1 1 d . . . C22 C -0.0984(3) 0.6829(2) 0.3320(2) 0.0463(11) Uani 1 1 d . . . C23 C -0.0270(3) 0.6920(3) 0.3878(3) 0.0566(14) Uani 1 1 d . . . H23 H -0.0056 0.7297 0.3956 0.068 Uiso 1 1 calc R . . C24 C 0.0123(3) 0.6470(3) 0.4311(3) 0.0680(17) Uani 1 1 d . . . H24 H 0.0606 0.6539 0.4685 0.082 Uiso 1 1 calc R . . C25 C -0.0177(3) 0.5911(3) 0.4211(3) 0.0696(17) Uani 1 1 d . . . H25 H 0.0092 0.5604 0.4522 0.084 Uiso 1 1 calc R . . C26 C -0.0875(3) 0.5810(3) 0.3651(3) 0.0612(14) Uani 1 1 d . . . H26 H -0.1089 0.5433 0.3578 0.073 Uiso 1 1 calc R . . C27 C -0.1254(3) 0.6260(2) 0.3201(3) 0.0481(12) Uani 1 1 d . . . C28 C -0.2181(3) 0.5697(2) 0.1798(3) 0.0465(11) Uani 1 1 d . . . C29 C -0.1864(3) 0.5146(3) 0.1937(3) 0.0547(13) Uani 1 1 d . . . H29 H -0.1579 0.5032 0.2439 0.066 Uiso 1 1 calc R . . C30 C -0.1963(4) 0.4767(3) 0.1346(3) 0.0651(15) Uani 1 1 d . . . H30 H -0.1732 0.4396 0.1435 0.078 Uiso 1 1 calc R . . C31 C -0.2400(4) 0.4930(3) 0.0621(3) 0.0721(17) Uani 1 1 d . . . H31 H -0.2473 0.4668 0.0213 0.087 Uiso 1 1 calc R . . C32 C -0.2728(3) 0.5467(3) 0.0486(3) 0.0617(14) Uani 1 1 d . . . H32 H -0.3035 0.5567 -0.0014 0.074 Uiso 1 1 calc R . . C33 C -0.2624(3) 0.5872(2) 0.1069(3) 0.0493(12) Uani 1 1 d . . . C34 C -0.2800(3) 0.8379(3) 0.2196(3) 0.0614(15) Uani 1 1 d . . . C35 C -0.3029(3) 0.8374(3) 0.2847(3) 0.0710(19) Uani 1 1 d . . . C36 C -0.2823(5) 0.8840(4) 0.3338(3) 0.088(2) Uani 1 1 d . . . H36 H -0.2950 0.8833 0.3790 0.105 Uiso 1 1 calc R . . C37 C -0.2447(5) 0.9307(4) 0.3196(4) 0.099(3) Uani 1 1 d . . . C38 C -0.2240(5) 0.9315(3) 0.2544(3) 0.086(2) Uani 1 1 d . . . H38 H -0.1982 0.9642 0.2439 0.103 Uiso 1 1 calc R . . C39 C -0.2405(4) 0.8850(3) 0.2044(3) 0.0683(17) Uani 1 1 d . . . C40 C -0.3465(4) 0.7882(4) 0.3026(4) 0.092(2) Uani 1 1 d . . . H40A H -0.3542 0.7954 0.3512 0.138 Uiso 1 1 calc R . . H40B H -0.3176 0.7523 0.3057 0.138 Uiso 1 1 calc R . . H40C H -0.3962 0.7847 0.2626 0.138 Uiso 1 1 calc R . . C41 C -0.2213(7) 0.9821(3) 0.3735(4) 0.133(4) Uani 1 1 d . . . H41A H -0.2670 1.0004 0.3786 0.199 Uiso 1 1 calc R . . H41B H -0.1934 1.0102 0.3533 0.199 Uiso 1 1 calc R . . H41C H -0.1882 0.9687 0.4233 0.199 Uiso 1 1 calc R . . C42 C -0.2144(4) 0.8865(3) 0.1362(4) 0.0809(19) Uani 1 1 d . . . H42A H -0.1829 0.8525 0.1365 0.121 Uiso 1 1 calc R . . H42B H -0.1842 0.9216 0.1378 0.121 Uiso 1 1 calc R . . H42C H -0.2590 0.8866 0.0899 0.121 Uiso 1 1 calc R . . N1 N -0.4378(2) 0.23028(15) -0.05261(19) 0.0374(8) Uani 1 1 d D . . C43 C -0.4078(3) 0.1755(2) -0.0786(3) 0.0468(4) Uiso 1 1 d D . . H43A H -0.3651 0.1860 -0.0968 0.056 Uiso 1 1 calc R . . H43B H -0.3872 0.1495 -0.0345 0.056 Uiso 1 1 calc R . . C44 C -0.4673(3) 0.1431(2) -0.1406(3) 0.0553(5) Uiso 1 1 d D . . H44A H -0.5167 0.1445 -0.1310 0.066 Uiso 1 1 calc R . . H44B H -0.4743 0.1624 -0.1897 0.066 Uiso 1 1 calc R . . C45 C -0.4454(4) 0.0810(3) -0.1458(4) 0.0682(6) Uiso 1 1 d D . . H45A H -0.4453 0.0603 -0.0995 0.082 Uiso 1 1 calc R . . H45B H -0.3929 0.0794 -0.1483 0.082 Uiso 1 1 calc R . . C46 C -0.4992(4) 0.0508(3) -0.2142(4) 0.0853(7) Uiso 1 1 d D . . H46A H -0.4794 0.0121 -0.2185 0.128 Uiso 1 1 calc R . . H46B H -0.5032 0.0731 -0.2598 0.128 Uiso 1 1 calc R . . H46C H -0.5498 0.0475 -0.2086 0.128 Uiso 1 1 calc R . . C47 C -0.4705(3) 0.2686(2) -0.1217(3) 0.0468(4) Uiso 1 1 d D . . H47A H -0.4322 0.2715 -0.1481 0.056 Uiso 1 1 calc R . . H47B H -0.5163 0.2494 -0.1567 0.056 Uiso 1 1 calc R . . C48 C -0.4925(3) 0.3292(2) -0.1066(3) 0.0553(5) Uiso 1 1 d D . . H48A H -0.4459 0.3523 -0.0820 0.066 Uiso 1 1 calc R . . H48B H -0.5231 0.3278 -0.0721 0.066 Uiso 1 1 calc R . . C49 C -0.5390(4) 0.3570(3) -0.1812(3) 0.0682(6) Uiso 1 1 d D . . H49A H -0.5103 0.3540 -0.2173 0.082 Uiso 1 1 calc R . . H49B H -0.5877 0.3357 -0.2029 0.082 Uiso 1 1 calc R . . C50 C -0.5566(4) 0.4200(3) -0.1722(4) 0.0853(7) Uiso 1 1 d D . . H50A H -0.5837 0.4366 -0.2220 0.128 Uiso 1 1 calc R . . H50B H -0.5087 0.4411 -0.1489 0.128 Uiso 1 1 calc R . . H50C H -0.5886 0.4231 -0.1399 0.128 Uiso 1 1 calc R . . C51 C -0.5016(3) 0.2157(2) -0.0203(3) 0.0468(4) Uiso 1 1 d D . . H51A H -0.5111 0.2502 0.0066 0.056 Uiso 1 1 calc R . . H51B H -0.5489 0.2080 -0.0632 0.056 Uiso 1 1 calc R . . C52 C -0.4874(3) 0.1649(2) 0.0333(3) 0.0553(5) Uiso 1 1 d D . . H52A H -0.4394 0.1711 0.0760 0.066 Uiso 1 1 calc R . . H52B H -0.4817 0.1293 0.0065 0.066 Uiso 1 1 calc R . . C53 C -0.5536(4) 0.1583(3) 0.0632(4) 0.0682(6) Uiso 1 1 d D . . H53A H -0.6020 0.1579 0.0200 0.082 Uiso 1 1 calc R . . H53B H -0.5548 0.1921 0.0952 0.082 Uiso 1 1 calc R . . C54 C -0.5482(4) 0.1037(3) 0.1092(4) 0.0853(7) Uiso 1 1 d D . . H54A H -0.5925 0.1012 0.1267 0.128 Uiso 1 1 calc R . . H54B H -0.5011 0.1045 0.1531 0.128 Uiso 1 1 calc R . . H54C H -0.5474 0.0700 0.0777 0.128 Uiso 1 1 calc R . . C55 C -0.3741(3) 0.2597(2) 0.0086(3) 0.0468(4) Uiso 1 1 d D . . H55A H -0.3580 0.2340 0.0534 0.056 Uiso 1 1 calc R . . H55B H -0.3947 0.2954 0.0236 0.056 Uiso 1 1 calc R . . C56 C -0.3041(3) 0.2753(2) -0.0118(3) 0.0553(5) Uiso 1 1 d D . . H56A H -0.3199 0.2912 -0.0638 0.066 Uiso 1 1 calc R . . H56B H -0.2730 0.2403 -0.0103 0.066 Uiso 1 1 calc R . . C57 C -0.2562(3) 0.3201(3) 0.0441(4) 0.0682(6) Uiso 1 1 d D . . H57A H -0.2836 0.3576 0.0349 0.082 Uiso 1 1 calc R . . H57B H -0.2505 0.3077 0.0964 0.082 Uiso 1 1 calc R . . C58 C -0.1781(4) 0.3282(3) 0.0371(4) 0.0853(7) Uiso 1 1 d D . . H58A H -0.1504 0.3583 0.0725 0.128 Uiso 1 1 calc R . . H58B H -0.1834 0.3398 -0.0148 0.128 Uiso 1 1 calc R . . H58C H -0.1496 0.2918 0.0491 0.128 Uiso 1 1 calc R . . N2 N -0.9580(2) 0.30356(17) -0.0953(2) 0.0461(9) Uani 1 1 d D . . C59 C -1.0139(3) 0.2559(2) -0.1340(3) 0.0468(4) Uiso 1 1 d D . . H59A H -1.0098 0.2246 -0.0968 0.056 Uiso 1 1 calc R . . H59B H -1.0664 0.2717 -0.1482 0.056 Uiso 1 1 calc R . . C60 C -1.0030(3) 0.2301(2) -0.2037(3) 0.0553(5) Uiso 1 1 d D . . H60A H -0.9491 0.2177 -0.1917 0.066 Uiso 1 1 calc R . . H60B H -1.0137 0.2598 -0.2439 0.066 Uiso 1 1 calc R . . C61 C -1.0551(4) 0.1786(3) -0.2328(4) 0.0682(6) Uiso 1 1 d D . . H61A H -1.1079 0.1897 -0.2366 0.082 Uiso 1 1 calc R . . H61B H -1.0553 0.1691 -0.2844 0.082 Uiso 1 1 calc R . . C62 C -1.0334(4) 0.1254(3) -0.1844(4) 0.0853(7) Uiso 1 1 d D . . H62A H -1.0677 0.0936 -0.2085 0.128 Uiso 1 1 calc R . . H62B H -1.0375 0.1332 -0.1344 0.128 Uiso 1 1 calc R . . H62C H -0.9806 0.1147 -0.1787 0.128 Uiso 1 1 calc R . . C63 C -0.9595(3) 0.3529(2) -0.1484(3) 0.0468(4) Uiso 1 1 d D . . H63A H -0.9172 0.3796 -0.1227 0.056 Uiso 1 1 calc R . . H63B H -0.9493 0.3372 -0.1934 0.056 Uiso 1 1 calc R . . C64 C -1.0327(3) 0.3872(2) -0.1753(3) 0.0553(5) Uiso 1 1 d D . . H64A H -1.0381 0.4115 -0.1338 0.066 Uiso 1 1 calc R . . H64B H -1.0774 0.3610 -0.1929 0.066 Uiso 1 1 calc R . . C65 C -1.0278(4) 0.4255(3) -0.2413(3) 0.0682(6) Uiso 1 1 d D . . H65A H -0.9766 0.4437 -0.2261 0.082 Uiso 1 1 calc R . . H65B H -1.0325 0.4004 -0.2855 0.082 Uiso 1 1 calc R . . C66 C -1.0829(4) 0.4687(3) -0.2635(4) 0.0853(7) Uiso 1 1 d D . . H66A H -1.0795 0.4878 -0.3091 0.128 Uiso 1 1 calc R . . H66B H -1.0741 0.4971 -0.2227 0.128 Uiso 1 1 calc R . . H66C H -1.1338 0.4516 -0.2744 0.128 Uiso 1 1 calc R . . C67 C -0.9819(3) 0.3238(2) -0.0285(3) 0.0468(4) Uiso 1 1 d D . . H67A H -1.0333 0.3416 -0.0489 0.056 Uiso 1 1 calc R . . H67B H -0.9866 0.2895 0.0011 0.056 Uiso 1 1 calc R . . C68 C -0.9298(3) 0.3661(2) 0.0243(3) 0.0553(5) Uiso 1 1 d D . . H68A H -0.9217 0.3998 -0.0047 0.066 Uiso 1 1 calc R . . H68B H -0.8796 0.3477 0.0497 0.066 Uiso 1 1 calc R . . C69 C -0.9658(4) 0.3866(3) 0.0855(3) 0.0682(6) Uiso 1 1 d D . . H69A H -0.9916 0.3539 0.1012 0.082 Uiso 1 1 calc R . . H69B H -0.9254 0.4016 0.1307 0.082 Uiso 1 1 calc R . . C70 C -1.0208(4) 0.4318(3) 0.0512(4) 0.0853(7) Uiso 1 1 d D . . H70A H -1.0454 0.4447 0.0874 0.128 Uiso 1 1 calc R . . H70B H -1.0596 0.4167 0.0057 0.128 Uiso 1 1 calc R . . H70C H -0.9944 0.4644 0.0373 0.128 Uiso 1 1 calc R . . C71 C -0.8763(3) 0.2819(2) -0.0679(3) 0.0468(4) Uiso 1 1 d D . . H71A H -0.8616 0.2719 -0.1127 0.056 Uiso 1 1 calc R . . H71B H -0.8427 0.3138 -0.0411 0.056 Uiso 1 1 calc R . . C72 C -0.8609(3) 0.2300(2) -0.0159(3) 0.0553(5) Uiso 1 1 d D . . H72A H -0.8866 0.1956 -0.0445 0.066 Uiso 1 1 calc R . . H72B H -0.8818 0.2370 0.0256 0.066 Uiso 1 1 calc R . . C73 C -0.7755(4) 0.2191(3) 0.0168(4) 0.0682(6) Uiso 1 1 d D . . H73A H -0.7541 0.2158 -0.0251 0.082 Uiso 1 1 calc R . . H73B H -0.7506 0.2524 0.0486 0.082 Uiso 1 1 calc R . . C74 C -0.7577(4) 0.1651(3) 0.0637(4) 0.0853(7) Uiso 1 1 d D . . H74A H -0.7021 0.1600 0.0846 0.128 Uiso 1 1 calc R . . H74B H -0.7804 0.1318 0.0318 0.128 Uiso 1 1 calc R . . H74C H -0.7788 0.1682 0.1051 0.128 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 0.0348(3) 0.0448(3) 0.0303(3) 0.0010(2) 0.0092(2) -0.0017(2) S1 0.0396(6) 0.0546(7) 0.0369(6) -0.0035(5) 0.0090(5) -0.0064(5) S2 0.0362(5) 0.0472(6) 0.0308(5) 0.0026(4) 0.0108(4) 0.0018(5) S3 0.0427(6) 0.0473(6) 0.0346(6) 0.0009(5) 0.0042(5) 0.0014(5) S4 0.0535(7) 0.0461(7) 0.0430(6) 0.0043(5) 0.0032(5) -0.0020(6) C1 0.040(2) 0.063(3) 0.028(2) -0.005(2) 0.0116(18) 0.006(2) C2 0.041(3) 0.076(4) 0.040(3) -0.016(2) 0.008(2) 0.004(2) C3 0.045(3) 0.092(4) 0.041(3) -0.010(3) -0.003(2) 0.022(3) C4 0.063(3) 0.078(4) 0.039(3) 0.002(3) 0.002(2) 0.023(3) C5 0.059(3) 0.063(3) 0.035(2) 0.001(2) 0.011(2) 0.006(3) C6 0.037(2) 0.053(3) 0.028(2) -0.0008(18) 0.0075(17) 0.007(2) C7 0.034(2) 0.047(3) 0.039(2) -0.0026(19) 0.0157(18) -0.0054(19) C8 0.042(2) 0.045(3) 0.049(3) 0.005(2) 0.017(2) 0.001(2) C9 0.049(3) 0.048(3) 0.063(3) -0.007(2) 0.021(3) -0.001(2) C10 0.055(3) 0.056(3) 0.050(3) -0.015(2) 0.018(2) -0.002(2) C11 0.038(2) 0.061(3) 0.039(2) -0.005(2) 0.008(2) -0.002(2) C12 0.032(2) 0.049(3) 0.039(2) -0.0023(19) 0.0152(18) -0.0011(19) C13 0.037(2) 0.039(2) 0.048(3) 0.0013(19) 0.011(2) 0.0081(19) C14 0.044(3) 0.058(3) 0.044(3) 0.009(2) 0.009(2) 0.007(2) C15 0.053(3) 0.072(4) 0.039(3) 0.004(2) 0.011(2) 0.022(3) C16 0.051(3) 0.051(3) 0.062(3) -0.008(2) 0.010(3) 0.010(2) C17 0.046(3) 0.044(3) 0.077(4) -0.003(3) 0.020(3) 0.004(2) C18 0.037(2) 0.042(3) 0.057(3) 0.000(2) 0.015(2) 0.005(2) C19 0.075(4) 0.091(5) 0.055(3) 0.021(3) 0.017(3) -0.012(4) C20 0.088(5) 0.067(4) 0.076(4) -0.023(3) 0.009(4) 0.010(3) C21 0.067(4) 0.057(3) 0.084(4) -0.009(3) 0.046(3) -0.004(3) Ni2 0.0305(3) 0.0702(4) 0.0308(3) 0.0041(3) 0.0087(2) 0.0016(3) S5 0.0374(6) 0.0675(8) 0.0399(6) -0.0045(6) 0.0099(5) 0.0028(6) S6 0.0312(5) 0.0704(8) 0.0324(5) 0.0041(5) 0.0088(4) -0.0008(5) S7 0.0387(6) 0.0749(9) 0.0328(6) 0.0045(5) 0.0058(5) -0.0058(6) S8 0.0535(8) 0.0850(10) 0.0370(6) 0.0079(6) 0.0062(6) 0.0183(7) C22 0.033(2) 0.071(3) 0.034(2) -0.005(2) 0.0110(19) 0.009(2) C23 0.039(3) 0.078(4) 0.048(3) -0.018(3) 0.008(2) 0.005(3) C24 0.043(3) 0.098(5) 0.046(3) -0.016(3) -0.008(2) 0.016(3) C25 0.053(3) 0.090(5) 0.054(3) 0.002(3) 0.001(3) 0.023(3) C26 0.049(3) 0.083(4) 0.046(3) 0.003(3) 0.008(2) 0.005(3) C27 0.030(2) 0.076(4) 0.034(2) 0.001(2) 0.0042(18) 0.005(2) C28 0.036(2) 0.068(3) 0.038(2) -0.001(2) 0.015(2) -0.007(2) C29 0.048(3) 0.076(4) 0.044(3) 0.006(2) 0.020(2) 0.005(3) C30 0.075(4) 0.071(4) 0.056(3) 0.000(3) 0.031(3) 0.002(3) C31 0.092(5) 0.082(4) 0.050(3) -0.009(3) 0.033(3) -0.004(4) C32 0.068(4) 0.080(4) 0.037(3) -0.003(3) 0.017(3) -0.009(3) C33 0.039(2) 0.076(3) 0.036(2) 0.003(2) 0.016(2) -0.010(2) C34 0.059(3) 0.083(4) 0.040(3) 0.012(3) 0.013(2) 0.039(3) C35 0.063(4) 0.109(5) 0.039(3) 0.009(3) 0.014(3) 0.047(4) C36 0.110(6) 0.109(6) 0.042(3) 0.019(4) 0.023(3) 0.070(5) C37 0.153(8) 0.085(5) 0.044(3) -0.002(3) 0.015(4) 0.076(5) C38 0.137(7) 0.063(4) 0.056(4) 0.006(3) 0.030(4) 0.037(4) C39 0.088(4) 0.076(4) 0.038(3) 0.009(3) 0.018(3) 0.038(4) C40 0.060(4) 0.171(8) 0.047(3) 0.015(4) 0.020(3) 0.017(4) C41 0.244(12) 0.088(5) 0.057(4) -0.007(4) 0.037(6) 0.068(7) C42 0.113(6) 0.069(4) 0.069(4) -0.002(3) 0.042(4) 0.012(4) N1 0.0360(18) 0.044(2) 0.0340(18) 0.0022(15) 0.0144(15) 0.0056(16) N2 0.042(2) 0.054(2) 0.046(2) 0.0031(18) 0.0199(18) -0.0026(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 S2 2.1254(13) . ? Ni1 S1 2.1630(12) . ? Ni1 S4 2.1947(14) . ? Ni1 S3 2.1987(12) . ? S1 C1 1.774(5) . ? S2 C7 1.784(4) . ? S2 C6 1.786(4) . ? S3 C12 1.760(5) . ? S4 C13 1.783(5) . ? C1 C6 1.383(7) . ? C1 C2 1.403(6) . ? C2 C3 1.374(8) . ? C2 H2 0.9500 . ? C3 C4 1.388(9) . ? C3 H3 0.9500 . ? C4 C5 1.393(7) . ? C4 H4 0.9500 . ? C5 C6 1.388(7) . ? C5 H5 0.9500 . ? C7 C8 1.393(6) . ? C7 C12 1.401(6) . ? C8 C9 1.373(7) . ? C8 H8 0.9500 . ? C9 C10 1.385(7) . ? C9 H9 0.9500 . ? C10 C11 1.374(7) . ? C10 H10 0.9500 . ? C11 C12 1.410(6) . ? C11 H11 0.9500 . ? C13 C14 1.398(7) . ? C13 C18 1.405(7) . ? C14 C15 1.398(7) . ? C14 C19 1.505(8) . ? C15 C16 1.384(8) . ? C15 H15 0.9500 . ? C16 C17 1.368(8) . ? C16 C20 1.519(8) . ? C17 C18 1.383(7) . ? C17 H17 0.9500 . ? C18 C21 1.499(7) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? Ni2 S6 2.1218(14) . ? Ni2 S5 2.1642(14) . ? Ni2 S8 2.1856(16) . ? Ni2 S7 2.1960(14) . ? S5 C22 1.752(5) . ? S6 C28 1.785(5) . ? S6 C27 1.788(5) . ? S7 C33 1.757(6) . ? S8 C34 1.777(6) . ? C22 C27 1.399(7) . ? C22 C23 1.405(7) . ? C23 C24 1.372(8) . ? C23 H23 0.9500 . ? C24 C25 1.396(9) . ? C24 H24 0.9500 . ? C25 C26 1.389(8) . ? C25 H25 0.9500 . ? C26 C27 1.379(8) . ? C26 H26 0.9500 . ? C28 C29 1.392(8) . ? C28 C33 1.400(7) . ? C29 C30 1.375(8) . ? C29 H29 0.9500 . ? C30 C31 1.383(8) . ? C30 H30 0.9500 . ? C31 C32 1.370(9) . ? C31 H31 0.9500 . ? C32 C33 1.402(7) . ? C32 H32 0.9500 . ? C34 C39 1.393(9) . ? C34 C35 1.417(7) . ? C35 C36 1.387(10) . ? C35 C40 1.496(10) . ? C36 C37 1.358(12) . ? C36 H36 0.9500 . ? C37 C38 1.395(10) . ? C37 C41 1.528(10) . ? C38 C39 1.391(9) . ? C38 H38 0.9500 . ? C39 C42 1.508(8) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? N1 C55 1.509(6) . ? N1 C47 1.519(6) . ? N1 C43 1.527(6) . ? N1 C51 1.531(6) . ? C43 C44 1.510(7) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.507(8) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.508(9) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 C48 1.512(7) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.521(8) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C50 1.516(9) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.510(7) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C53 1.514(8) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.515(9) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.511(7) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 C57 1.531(8) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C58 1.508(9) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9800 . ? C58 H58B 0.9800 . ? C58 H58C 0.9800 . ? N2 C63 1.509(6) . ? N2 C71 1.515(6) . ? N2 C59 1.522(6) . ? N2 C67 1.530(6) . ? C59 C60 1.510(7) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 C61 1.518(8) . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? C61 C62 1.502(9) . ? C61 H61A 0.9900 . ? C61 H61B 0.9900 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 C64 1.508(7) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C64 C65 1.546(8) . ? C64 H64A 0.9900 . ? C64 H64B 0.9900 . ? C65 C66 1.391(9) . ? C65 H65A 0.9900 . ? C65 H65B 0.9900 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 C68 1.495(7) . ? C67 H67A 0.9900 . ? C67 H67B 0.9900 . ? C68 C69 1.577(8) . ? C68 H68A 0.9900 . ? C68 H68B 0.9900 . ? C69 C70 1.453(9) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? C71 C72 1.511(7) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 C73 1.517(8) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 C74 1.501(9) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ni1 S1 91.76(5) . . ? S2 Ni1 S4 158.64(5) . . ? S1 Ni1 S4 97.07(5) . . ? S2 Ni1 S3 89.24(5) . . ? S1 Ni1 S3 152.78(5) . . ? S4 Ni1 S3 91.64(5) . . ? C1 S1 Ni1 102.98(16) . . ? C7 S2 C6 108.2(2) . . ? C7 S2 Ni1 104.93(15) . . ? C6 S2 Ni1 106.74(16) . . ? C12 S3 Ni1 101.55(15) . . ? C13 S4 Ni1 111.16(15) . . ? C6 C1 C2 118.1(5) . . ? C6 C1 S1 121.8(3) . . ? C2 C1 S1 120.0(4) . . ? C3 C2 C1 120.0(5) . . ? C3 C2 H2 120.0 . . ? C1 C2 H2 120.0 . . ? C2 C3 C4 121.4(5) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C3 C4 C5 119.2(5) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C6 C5 C4 119.0(5) . . ? C6 C5 H5 120.5 . . ? C4 C5 H5 120.5 . . ? C1 C6 C5 122.1(4) . . ? C1 C6 S2 115.1(3) . . ? C5 C6 S2 122.4(4) . . ? C8 C7 C12 121.3(4) . . ? C8 C7 S2 124.8(4) . . ? C12 C7 S2 113.7(3) . . ? C9 C8 C7 120.0(5) . . ? C9 C8 H8 120.0 . . ? C7 C8 H8 120.0 . . ? C8 C9 C10 119.6(5) . . ? C8 C9 H9 120.2 . . ? C10 C9 H9 120.2 . . ? C11 C10 C9 121.0(5) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 120.7(5) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C7 C12 C11 117.2(4) . . ? C7 C12 S3 121.2(3) . . ? C11 C12 S3 121.6(4) . . ? C14 C13 C18 119.2(4) . . ? C14 C13 S4 121.9(4) . . ? C18 C13 S4 118.7(4) . . ? C13 C14 C15 119.1(5) . . ? C13 C14 C19 121.8(5) . . ? C15 C14 C19 119.1(5) . . ? C16 C15 C14 122.2(5) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C17 C16 C15 117.2(5) . . ? C17 C16 C20 121.5(6) . . ? C15 C16 C20 121.4(5) . . ? C16 C17 C18 123.4(5) . . ? C16 C17 H17 118.3 . . ? C18 C17 H17 118.3 . . ? C17 C18 C13 118.9(5) . . ? C17 C18 C21 120.1(5) . . ? C13 C18 C21 121.0(4) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? S6 Ni2 S5 91.15(5) . . ? S6 Ni2 S8 161.33(6) . . ? S5 Ni2 S8 96.05(6) . . ? S6 Ni2 S7 89.58(5) . . ? S5 Ni2 S7 156.14(5) . . ? S8 Ni2 S7 90.71(6) . . ? C22 S5 Ni2 103.03(18) . . ? C28 S6 C27 110.0(2) . . ? C28 S6 Ni2 105.79(17) . . ? C27 S6 Ni2 106.81(19) . . ? C33 S7 Ni2 102.54(17) . . ? C34 S8 Ni2 111.39(17) . . ? C27 C22 C23 117.3(5) . . ? C27 C22 S5 122.3(4) . . ? C23 C22 S5 120.2(4) . . ? C24 C23 C22 120.7(6) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C25 120.9(5) . . ? C23 C24 H24 119.5 . . ? C25 C24 H24 119.5 . . ? C26 C25 C24 119.2(6) . . ? C26 C25 H25 120.4 . . ? C24 C25 H25 120.4 . . ? C27 C26 C25 119.5(6) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C26 C27 C22 122.1(5) . . ? C26 C27 S6 123.4(4) . . ? C22 C27 S6 113.8(4) . . ? C29 C28 C33 121.5(5) . . ? C29 C28 S6 124.2(4) . . ? C33 C28 S6 113.7(4) . . ? C30 C29 C28 119.9(5) . . ? C30 C29 H29 120.1 . . ? C28 C29 H29 120.1 . . ? C29 C30 C31 119.6(6) . . ? C29 C30 H30 120.2 . . ? C31 C30 H30 120.2 . . ? C32 C31 C30 120.6(6) . . ? C32 C31 H31 119.7 . . ? C30 C31 H31 119.7 . . ? C31 C32 C33 121.6(5) . . ? C31 C32 H32 119.2 . . ? C33 C32 H32 119.2 . . ? C28 C33 C32 116.7(5) . . ? C28 C33 S7 121.3(4) . . ? C32 C33 S7 121.9(4) . . ? C39 C34 C35 120.5(6) . . ? C39 C34 S8 119.1(4) . . ? C35 C34 S8 120.2(6) . . ? C36 C35 C34 117.9(7) . . ? C36 C35 C40 119.7(6) . . ? C34 C35 C40 122.4(6) . . ? C37 C36 C35 122.5(6) . . ? C37 C36 H36 118.8 . . ? C35 C36 H36 118.8 . . ? C36 C37 C38 119.2(7) . . ? C36 C37 C41 122.9(7) . . ? C38 C37 C41 117.8(9) . . ? C39 C38 C37 120.9(8) . . ? C39 C38 H38 119.5 . . ? C37 C38 H38 119.5 . . ? C38 C39 C34 118.9(6) . . ? C38 C39 C42 119.2(7) . . ? C34 C39 C42 121.9(6) . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C55 N1 C47 111.9(3) . . ? C55 N1 C43 109.9(3) . . ? C47 N1 C43 107.4(3) . . ? C55 N1 C51 108.2(3) . . ? C47 N1 C51 108.8(3) . . ? C43 N1 C51 110.6(3) . . ? C44 C43 N1 114.0(4) . . ? C44 C43 H43A 108.7 . . ? N1 C43 H43A 108.7 . . ? C44 C43 H43B 108.7 . . ? N1 C43 H43B 108.7 . . ? H43A C43 H43B 107.6 . . ? C45 C44 C43 112.4(5) . . ? C45 C44 H44A 109.1 . . ? C43 C44 H44A 109.1 . . ? C45 C44 H44B 109.1 . . ? C43 C44 H44B 109.1 . . ? H44A C44 H44B 107.9 . . ? C44 C45 C46 112.4(5) . . ? C44 C45 H45A 109.1 . . ? C46 C45 H45A 109.1 . . ? C44 C45 H45B 109.1 . . ? C46 C45 H45B 109.1 . . ? H45A C45 H45B 107.9 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? C48 C47 N1 116.1(4) . . ? C48 C47 H47A 108.3 . . ? N1 C47 H47A 108.3 . . ? C48 C47 H47B 108.3 . . ? N1 C47 H47B 108.3 . . ? H47A C47 H47B 107.4 . . ? C47 C48 C49 109.2(4) . . ? C47 C48 H48A 109.8 . . ? C49 C48 H48A 109.8 . . ? C47 C48 H48B 109.8 . . ? C49 C48 H48B 109.8 . . ? H48A C48 H48B 108.3 . . ? C50 C49 C48 112.6(5) . . ? C50 C49 H49A 109.1 . . ? C48 C49 H49A 109.1 . . ? C50 C49 H49B 109.1 . . ? C48 C49 H49B 109.1 . . ? H49A C49 H49B 107.8 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C52 C51 N1 116.5(4) . . ? C52 C51 H51A 108.2 . . ? N1 C51 H51A 108.2 . . ? C52 C51 H51B 108.2 . . ? N1 C51 H51B 108.2 . . ? H51A C51 H51B 107.3 . . ? C51 C52 C53 109.8(4) . . ? C51 C52 H52A 109.7 . . ? C53 C52 H52A 109.7 . . ? C51 C52 H52B 109.7 . . ? C53 C52 H52B 109.7 . . ? H52A C52 H52B 108.2 . . ? C52 C53 C54 112.6(5) . . ? C52 C53 H53A 109.1 . . ? C54 C53 H53A 109.1 . . ? C52 C53 H53B 109.1 . . ? C54 C53 H53B 109.1 . . ? H53A C53 H53B 107.8 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? N1 C55 C56 116.0(4) . . ? N1 C55 H55A 108.3 . . ? C56 C55 H55A 108.3 . . ? N1 C55 H55B 108.3 . . ? C56 C55 H55B 108.3 . . ? H55A C55 H55B 107.4 . . ? C55 C56 C57 110.0(4) . . ? C55 C56 H56A 109.7 . . ? C57 C56 H56A 109.7 . . ? C55 C56 H56B 109.7 . . ? C57 C56 H56B 109.7 . . ? H56A C56 H56B 108.2 . . ? C58 C57 C56 112.4(5) . . ? C58 C57 H57A 109.1 . . ? C56 C57 H57A 109.1 . . ? C58 C57 H57B 109.1 . . ? C56 C57 H57B 109.1 . . ? H57A C57 H57B 107.9 . . ? C57 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C57 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C63 N2 C71 105.8(3) . . ? C63 N2 C59 112.0(4) . . ? C71 N2 C59 111.6(4) . . ? C63 N2 C67 111.0(4) . . ? C71 N2 C67 110.6(4) . . ? C59 N2 C67 106.0(3) . . ? C60 C59 N2 115.7(4) . . ? C60 C59 H59A 108.4 . . ? N2 C59 H59A 108.4 . . ? C60 C59 H59B 108.4 . . ? N2 C59 H59B 108.4 . . ? H59A C59 H59B 107.4 . . ? C59 C60 C61 111.7(4) . . ? C59 C60 H60A 109.3 . . ? C61 C60 H60A 109.3 . . ? C59 C60 H60B 109.3 . . ? C61 C60 H60B 109.3 . . ? H60A C60 H60B 107.9 . . ? C62 C61 C60 114.6(5) . . ? C62 C61 H61A 108.6 . . ? C60 C61 H61A 108.6 . . ? C62 C61 H61B 108.6 . . ? C60 C61 H61B 108.6 . . ? H61A C61 H61B 107.6 . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C64 C63 N2 116.0(4) . . ? C64 C63 H63A 108.3 . . ? N2 C63 H63A 108.3 . . ? C64 C63 H63B 108.3 . . ? N2 C63 H63B 108.3 . . ? H63A C63 H63B 107.4 . . ? C63 C64 C65 106.5(4) . . ? C63 C64 H64A 110.4 . . ? C65 C64 H64A 110.4 . . ? C63 C64 H64B 110.4 . . ? C65 C64 H64B 110.4 . . ? H64A C64 H64B 108.6 . . ? C66 C65 C64 114.8(5) . . ? C66 C65 H65A 108.6 . . ? C64 C65 H65A 108.6 . . ? C66 C65 H65B 108.6 . . ? C64 C65 H65B 108.6 . . ? H65A C65 H65B 107.5 . . ? C65 C66 H66A 109.5 . . ? C65 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C65 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C68 C67 N2 116.2(4) . . ? C68 C67 H67A 108.2 . . ? N2 C67 H67A 108.2 . . ? C68 C67 H67B 108.2 . . ? N2 C67 H67B 108.2 . . ? H67A C67 H67B 107.4 . . ? C67 C68 C69 109.9(4) . . ? C67 C68 H68A 109.7 . . ? C69 C68 H68A 109.7 . . ? C67 C68 H68B 109.7 . . ? C69 C68 H68B 109.7 . . ? H68A C68 H68B 108.2 . . ? C70 C69 C68 107.4(5) . . ? C70 C69 H69A 110.2 . . ? C68 C69 H69A 110.2 . . ? C70 C69 H69B 110.2 . . ? C68 C69 H69B 110.2 . . ? H69A C69 H69B 108.5 . . ? C69 C70 H70A 109.5 . . ? C69 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C69 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? C72 C71 N2 115.9(4) . . ? C72 C71 H71A 108.3 . . ? N2 C71 H71A 108.3 . . ? C72 C71 H71B 108.3 . . ? N2 C71 H71B 108.3 . . ? H71A C71 H71B 107.4 . . ? C71 C72 C73 110.0(4) . . ? C71 C72 H72A 109.7 . . ? C73 C72 H72A 109.7 . . ? C71 C72 H72B 109.7 . . ? C73 C72 H72B 109.7 . . ? H72A C72 H72B 108.2 . . ? C74 C73 C72 111.9(5) . . ? C74 C73 H73A 109.2 . . ? C72 C73 H73A 109.2 . . ? C74 C73 H73B 109.2 . . ? C72 C73 H73B 109.2 . . ? H73A C73 H73B 107.9 . . ? C73 C74 H74A 109.5 . . ? C73 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C73 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.485 _refine_diff_density_min -1.505 _refine_diff_density_rms 0.088 _database_code_depnum_ccdc_archive 'CCDC 939413' ####################################################################### # # 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_er1210 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H19 Ni S2 Se2 1-, C16 H36 N 1+' _chemical_formula_sum 'C37 H55 N Ni S2 Se2' _chemical_formula_weight 794.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2ybn' 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 10.6327(2) _cell_length_b 22.5152(5) _cell_length_c 16.1237(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.708(1) _cell_angle_gamma 90.00 _cell_volume 3846.95(16) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used 13397 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.68 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.372 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1648 _exptl_absorpt_coefficient_mu 2.530 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.707 _exptl_absorpt_correction_T_max 0.969 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; Atoms S1/Se1 and S2/Se2 are disordered about two sites. For the refinement, the XYZ and ADP values for atoms S1/Se2 and S2/Se2 were constrained to be the same. The N(n-Bu)4(+) cation is poorly resolved, modelled with bond length constraints and common isotropic displacement parameters (4 LS variables) for the carbon atoms. ; _diffrn_ambient_temperature 220(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 35314 _diffrn_reflns_av_R_equivalents 0.0768 _diffrn_reflns_av_sigmaI/netI 0.1670 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.55 _diffrn_reflns_theta_max 25.66 _reflns_number_total 7112 _reflns_number_gt 2736 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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. Geometric constraints for the tetra-n-butylammonium cation(s) were accomplished with one extra least squares parameter d1: all distances between adjacent atoms were constrained to be d1(0.05)A and all distances between atoms once-removed were constrained to be 1.633*d1. Effectively, these two constraints together ensure that all N-C and C-C distances will be d1(0.05) and all angles N-C-C and C-C-C will be approximately tetrahedral. ; _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^)+(0.0640P)^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 7112 _refine_ls_number_parameters 304 _refine_ls_number_restraints 28 _refine_ls_R_factor_all 0.1336 _refine_ls_R_factor_gt 0.0452 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.1123 _refine_ls_goodness_of_fit_ref 0.788 _refine_ls_restrained_S_all 0.795 _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 0.55385(5) 0.22303(3) 0.55841(4) 0.0676(2) Uani 1 1 d . . . Se3 Se 0.63949(5) 0.31695(3) 0.55034(5) 0.0986(3) Uani 1 1 d . A . S1 S 0.74705(7) 0.18487(4) 0.59642(6) 0.0840(3) Uani 0.55 1 d P A 1 Se1 Se 0.35886(6) 0.25377(4) 0.57924(5) 0.0819(3) Uani 0.55 1 d P A 1 Se2 Se 0.74705(7) 0.18487(4) 0.59642(6) 0.0840(3) Uani 0.45 1 d P A 2 S2 S 0.35886(6) 0.25377(4) 0.57924(5) 0.0819(3) Uani 0.45 1 d P A 2 C1 C 0.6990(5) 0.1071(2) 0.6151(3) 0.0699(15) Uani 1 1 d . . . C2 C 0.7812(5) 0.0678(3) 0.6596(4) 0.0885(18) Uani 1 1 d . A . H2 H 0.8628 0.0807 0.6782 0.106 Uiso 1 1 calc R . . S3 S 0.48766(11) 0.13689(6) 0.52333(8) 0.0664(4) Uani 1 1 d . A . C3 C 0.7451(7) 0.0114(3) 0.6763(4) 0.100(2) Uani 1 1 d . . . H3 H 0.8024 -0.0141 0.7061 0.121 Uiso 1 1 calc R A . C4 C 0.6261(7) -0.0092(3) 0.6505(4) 0.106(2) Uani 1 1 d . A . H4 H 0.6015 -0.0480 0.6636 0.127 Uiso 1 1 calc R . . C5 C 0.5436(5) 0.0284(3) 0.6048(4) 0.0864(18) Uani 1 1 d . . . H5 H 0.4632 0.0148 0.5850 0.104 Uiso 1 1 calc R A . C6 C 0.5794(5) 0.0862(3) 0.5881(3) 0.0703(15) Uani 1 1 d . A . C7 C 0.2737(5) 0.1826(3) 0.5742(4) 0.0870(19) Uani 1 1 d . . . C8 C 0.1469(6) 0.1815(4) 0.5906(5) 0.126(3) Uani 1 1 d . A . H8 H 0.1085 0.2157 0.6104 0.151 Uiso 1 1 calc R . . C9 C 0.0792(7) 0.1306(5) 0.5778(6) 0.150(4) Uani 1 1 d . . . H9 H -0.0052 0.1301 0.5911 0.180 Uiso 1 1 calc R A . C10 C 0.1288(6) 0.0803(4) 0.5464(5) 0.138(3) Uani 1 1 d . A . H10 H 0.0784 0.0465 0.5353 0.166 Uiso 1 1 calc R . . C11 C 0.2567(5) 0.0802(3) 0.5310(4) 0.098(2) Uani 1 1 d . . . H11 H 0.2937 0.0462 0.5095 0.117 Uiso 1 1 calc R A . C12 C 0.3270(4) 0.1305(3) 0.5477(3) 0.0759(16) Uani 1 1 d . A . C13 C 0.5067(5) 0.3706(3) 0.5116(4) 0.0759(16) Uani 1 1 d . . . C14 C 0.4609(5) 0.4121(3) 0.5655(4) 0.0840(17) Uani 1 1 d . A . C15 C 0.3706(6) 0.4528(3) 0.5360(5) 0.101(2) Uani 1 1 d . . . H15 H 0.3417 0.4811 0.5729 0.121 Uiso 1 1 calc R A . C16 C 0.3217(5) 0.4531(3) 0.4541(5) 0.0938(19) Uani 1 1 d . A . C17 C 0.3674(6) 0.4117(3) 0.4012(4) 0.0952(19) Uani 1 1 d . . . H17 H 0.3351 0.4110 0.3451 0.114 Uiso 1 1 calc R A . C18 C 0.4595(5) 0.3709(3) 0.4282(5) 0.0828(17) Uani 1 1 d . A . C19 C 0.5054(6) 0.4131(3) 0.6575(4) 0.122(2) Uani 1 1 d . . . H19A H 0.4717 0.4480 0.6832 0.183 Uiso 1 1 calc R A . H19B H 0.5968 0.4144 0.6639 0.183 Uiso 1 1 calc R . . H19C H 0.4759 0.3777 0.6841 0.183 Uiso 1 1 calc R . . C20 C 0.2217(6) 0.4986(3) 0.4247(5) 0.134(3) Uani 1 1 d . . . H20A H 0.2127 0.4993 0.3644 0.201 Uiso 1 1 calc R A . H20B H 0.2470 0.5375 0.4455 0.201 Uiso 1 1 calc R . . H20C H 0.1418 0.4878 0.4454 0.201 Uiso 1 1 calc R . . C21 C 0.5040(6) 0.3284(3) 0.3655(4) 0.127(3) Uani 1 1 d . . . H21A H 0.4531 0.3330 0.3132 0.191 Uiso 1 1 calc R A . H21B H 0.4960 0.2880 0.3856 0.191 Uiso 1 1 calc R . . H21C H 0.5916 0.3364 0.3572 0.191 Uiso 1 1 calc R . . N1 N -0.0042(3) 0.28099(18) 0.3735(3) 0.0744(12) Uani 1 1 d D . . C22 C -0.0015(5) 0.3347(2) 0.3185(4) 0.0885(9) Uiso 1 1 d D . . H22A H 0.0217 0.3225 0.2634 0.106 Uiso 1 1 calc R . . H22B H 0.0633 0.3622 0.3420 0.106 Uiso 1 1 calc R . . C23 C -0.1282(5) 0.3667(3) 0.3090(4) 0.1061(10) Uiso 1 1 d D . . H23A H -0.1851 0.3444 0.2694 0.127 Uiso 1 1 calc R . . H23B H -0.1649 0.3661 0.3628 0.127 Uiso 1 1 calc R . . C24 C -0.1233(6) 0.4263(3) 0.2815(5) 0.1292(12) Uiso 1 1 d D . . H24A H -0.0853 0.4277 0.2282 0.155 Uiso 1 1 calc R . . H24B H -0.0701 0.4496 0.3219 0.155 Uiso 1 1 calc R . . C25 C -0.2549(7) 0.4535(3) 0.2711(5) 0.1465(14) Uiso 1 1 d D . . H25A H -0.2483 0.4955 0.2588 0.220 Uiso 1 1 calc R . . H25B H -0.2960 0.4485 0.3222 0.220 Uiso 1 1 calc R . . H25C H -0.3042 0.4339 0.2258 0.220 Uiso 1 1 calc R . . C26 C -0.0327(5) 0.2984(3) 0.4619(3) 0.0885(9) Uiso 1 1 d D . . H26A H -0.1216 0.3100 0.4606 0.106 Uiso 1 1 calc R . . H26B H -0.0215 0.2631 0.4974 0.106 Uiso 1 1 calc R . . C27 C 0.0463(6) 0.3480(3) 0.5017(4) 0.1061(10) Uiso 1 1 d D . . H27A H 0.0327 0.3845 0.4691 0.127 Uiso 1 1 calc R . . H27B H 0.1360 0.3376 0.5031 0.127 Uiso 1 1 calc R . . C28 C 0.0096(7) 0.3579(3) 0.5896(4) 0.1292(12) Uiso 1 1 d D . . H28A H 0.0256 0.3215 0.6219 0.155 Uiso 1 1 calc R . . H28B H -0.0810 0.3663 0.5876 0.155 Uiso 1 1 calc R . . C29 C 0.0820(7) 0.4091(3) 0.6335(5) 0.1465(14) Uiso 1 1 d D . . H29A H 0.0561 0.4133 0.6895 0.220 Uiso 1 1 calc R . . H29B H 0.0642 0.4457 0.6029 0.220 Uiso 1 1 calc R . . H29C H 0.1718 0.4009 0.6361 0.220 Uiso 1 1 calc R . . C30 C 0.1249(5) 0.2522(2) 0.3814(4) 0.0885(9) Uiso 1 1 d D . . H30A H 0.1855 0.2810 0.4069 0.106 Uiso 1 1 calc R . . H30B H 0.1223 0.2186 0.4199 0.106 Uiso 1 1 calc R . . C31 C 0.1745(5) 0.2300(3) 0.3020(4) 0.1061(10) Uiso 1 1 d D . . H31A H 0.2037 0.2633 0.2694 0.127 Uiso 1 1 calc R . . H31B H 0.1082 0.2087 0.2681 0.127 Uiso 1 1 calc R . . C32 C 0.2892(6) 0.1863(3) 0.3294(5) 0.1292(12) Uiso 1 1 d D . . H32A H 0.3390 0.2037 0.3772 0.155 Uiso 1 1 calc R . . H32B H 0.2548 0.1485 0.3476 0.155 Uiso 1 1 calc R . . C33 C 0.3705(7) 0.1747(3) 0.2654(5) 0.1465(14) Uiso 1 1 d D . . H33A H 0.4467 0.1553 0.2891 0.220 Uiso 1 1 calc R . . H33B H 0.3925 0.2118 0.2397 0.220 Uiso 1 1 calc R . . H33C H 0.3278 0.1490 0.2237 0.220 Uiso 1 1 calc R . . C34 C -0.1069(5) 0.2381(2) 0.3386(4) 0.0885(9) Uiso 1 1 d D . . H34A H -0.1892 0.2566 0.3441 0.106 Uiso 1 1 calc R . . H34B H -0.0980 0.2329 0.2790 0.106 Uiso 1 1 calc R . . C35 C -0.1068(5) 0.1785(2) 0.3779(4) 0.1061(10) Uiso 1 1 d D . . H35A H -0.1019 0.1825 0.4386 0.127 Uiso 1 1 calc R . . H35B H -0.0336 0.1556 0.3630 0.127 Uiso 1 1 calc R . . C36 C -0.2299(6) 0.1464(3) 0.3468(5) 0.1292(12) Uiso 1 1 d D . . H36A H -0.3026 0.1695 0.3620 0.155 Uiso 1 1 calc R . . H36B H -0.2348 0.1432 0.2860 0.155 Uiso 1 1 calc R . . C37 C -0.2344(7) 0.0858(3) 0.3839(5) 0.1465(14) Uiso 1 1 d D . . H37A H -0.3047 0.0638 0.3568 0.220 Uiso 1 1 calc R . . H37B H -0.2452 0.0891 0.4429 0.220 Uiso 1 1 calc R . . H37C H -0.1563 0.0650 0.3763 0.220 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 0.0474(3) 0.0859(5) 0.0695(5) -0.0038(4) 0.0054(3) 0.0093(3) Se3 0.0597(3) 0.0922(5) 0.1420(7) -0.0016(4) -0.0038(3) -0.0003(3) S1 0.0543(4) 0.0945(7) 0.1025(7) -0.0106(6) 0.0017(4) 0.0125(4) Se1 0.0580(4) 0.1033(7) 0.0854(6) 0.0021(5) 0.0114(4) 0.0230(4) Se2 0.0543(4) 0.0945(7) 0.1025(7) -0.0106(6) 0.0017(4) 0.0125(4) S2 0.0580(4) 0.1033(7) 0.0854(6) 0.0021(5) 0.0114(4) 0.0230(4) C1 0.057(3) 0.090(5) 0.064(4) 0.003(3) 0.009(3) 0.013(3) C2 0.072(4) 0.111(6) 0.083(5) 0.021(4) 0.008(3) 0.023(4) S3 0.0518(7) 0.0855(11) 0.0623(9) 0.0026(8) 0.0075(6) 0.0040(6) C3 0.092(5) 0.116(6) 0.092(5) 0.035(5) -0.002(4) 0.034(4) C4 0.100(5) 0.108(6) 0.110(6) 0.031(4) 0.010(4) 0.010(4) C5 0.075(4) 0.097(5) 0.087(5) 0.015(4) 0.004(3) 0.002(4) C6 0.063(3) 0.089(5) 0.061(4) 0.006(3) 0.012(3) 0.019(3) C7 0.051(3) 0.127(6) 0.086(5) 0.044(4) 0.019(3) 0.020(3) C8 0.070(5) 0.158(8) 0.153(7) 0.089(6) 0.039(4) 0.036(4) C9 0.061(5) 0.191(10) 0.201(9) 0.120(8) 0.033(5) 0.033(6) C10 0.060(5) 0.158(8) 0.192(9) 0.089(7) -0.014(5) -0.025(4) C11 0.064(4) 0.122(6) 0.103(5) 0.035(4) -0.012(3) -0.014(4) C12 0.052(3) 0.098(5) 0.078(4) 0.030(4) 0.007(3) 0.003(3) C13 0.062(3) 0.080(5) 0.085(5) 0.006(4) 0.006(3) -0.005(3) C14 0.075(4) 0.083(5) 0.095(5) -0.002(4) 0.009(4) -0.002(3) C15 0.089(5) 0.100(6) 0.116(7) -0.010(5) 0.017(4) 0.006(4) C16 0.075(4) 0.098(6) 0.110(6) 0.021(5) 0.016(4) 0.002(4) C17 0.090(5) 0.114(6) 0.082(5) 0.016(5) 0.011(4) -0.017(4) C18 0.069(4) 0.078(5) 0.102(6) 0.001(4) 0.012(4) -0.008(3) C19 0.127(5) 0.130(7) 0.107(6) -0.012(5) 0.001(5) 0.006(4) C20 0.088(4) 0.140(7) 0.175(8) 0.058(5) 0.007(5) 0.026(4) C21 0.139(6) 0.134(7) 0.110(6) -0.015(5) 0.016(5) 0.007(5) N1 0.069(2) 0.080(3) 0.076(3) 0.004(3) 0.016(2) 0.005(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 S3 2.1241(15) . ? Ni1 Se1 2.2371(9) . ? Ni1 S1 2.2642(9) . ? Ni1 Se3 2.3102(9) . ? Se3 C13 1.923(5) . ? S1 C1 1.855(5) . ? Se1 C7 1.840(6) . ? C1 C6 1.392(7) . ? C1 C2 1.399(7) . ? C2 C3 1.361(8) . ? C2 H2 0.9400 . ? S3 C6 1.783(5) . ? S3 C12 1.790(5) . ? C3 C4 1.379(8) . ? C3 H3 0.9400 . ? C4 C5 1.388(7) . ? C4 H4 0.9400 . ? C5 C6 1.387(7) . ? C5 H5 0.9400 . ? C7 C12 1.385(8) . ? C7 C8 1.395(7) . ? C8 C9 1.360(10) . ? C8 H8 0.9400 . ? C9 C10 1.364(11) . ? C9 H9 0.9400 . ? C10 C11 1.403(8) . ? C10 H10 0.9400 . ? C11 C12 1.371(7) . ? C11 H11 0.9400 . ? C13 C14 1.391(7) . ? C13 C18 1.397(8) . ? C14 C15 1.383(8) . ? C14 C19 1.519(8) . ? C15 C16 1.378(8) . ? C15 H15 0.9400 . ? C16 C17 1.380(8) . ? C16 C20 1.522(8) . ? C17 C18 1.385(8) . ? C17 H17 0.9400 . ? C18 C21 1.497(8) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C20 H20C 0.9700 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? N1 C22 1.501(6) . ? N1 C30 1.514(5) . ? N1 C34 1.530(6) . ? N1 C26 1.531(6) . ? C22 C23 1.524(6) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C23 C24 1.416(7) . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C24 C25 1.524(8) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C25 H25C 0.9700 . ? C26 C27 1.509(7) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C27 C28 1.517(7) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C28 C29 1.528(7) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C29 H29C 0.9700 . ? C30 C31 1.509(7) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C31 C32 1.601(7) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C32 C33 1.425(8) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C33 H33C 0.9700 . ? C34 C35 1.485(6) . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C35 C36 1.543(7) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C36 C37 1.492(8) . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C37 H37C 0.9700 . ? 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 S3 Ni1 Se1 91.81(4) . . ? S3 Ni1 S1 89.95(5) . . ? Se1 Ni1 S1 155.24(5) . . ? S3 Ni1 Se3 160.79(5) . . ? Se1 Ni1 Se3 95.72(4) . . ? S1 Ni1 Se3 90.55(3) . . ? C13 Se3 Ni1 108.15(16) . . ? C1 S1 Ni1 98.40(16) . . ? C7 Se1 Ni1 100.52(18) . . ? C6 C1 C2 117.5(5) . . ? C6 C1 S1 121.7(4) . . ? C2 C1 S1 120.7(4) . . ? C3 C2 C1 121.2(6) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C6 S3 C12 107.8(3) . . ? C6 S3 Ni1 106.0(2) . . ? C12 S3 Ni1 108.4(2) . . ? C2 C3 C4 121.4(6) . . ? C2 C3 H3 119.3 . . ? C4 C3 H3 119.3 . . ? C3 C4 C5 118.6(6) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 120.3(6) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C1 121.0(5) . . ? C5 C6 S3 124.6(4) . . ? C1 C6 S3 114.1(5) . . ? C12 C7 C8 118.1(6) . . ? C12 C7 Se1 122.6(4) . . ? C8 C7 Se1 119.1(6) . . ? C9 C8 C7 119.6(8) . . ? C9 C8 H8 120.2 . . ? C7 C8 H8 120.2 . . ? C8 C9 C10 122.6(7) . . ? C8 C9 H9 118.7 . . ? C10 C9 H9 118.7 . . ? C9 C10 C11 118.6(8) . . ? C9 C10 H10 120.7 . . ? C11 C10 H10 120.7 . . ? C12 C11 C10 118.9(7) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C7 122.0(5) . . ? C11 C12 S3 122.5(5) . . ? C7 C12 S3 115.0(5) . . ? C14 C13 C18 118.8(6) . . ? C14 C13 Se3 120.4(5) . . ? C18 C13 Se3 120.8(5) . . ? C15 C14 C13 119.9(6) . . ? C15 C14 C19 118.5(7) . . ? C13 C14 C19 121.5(6) . . ? C16 C15 C14 122.0(6) . . ? C16 C15 H15 119.0 . . ? C14 C15 H15 119.0 . . ? C15 C16 C17 117.7(6) . . ? C15 C16 C20 120.1(7) . . ? C17 C16 C20 122.3(7) . . ? C16 C17 C18 121.9(6) . . ? C16 C17 H17 119.0 . . ? C18 C17 H17 119.0 . . ? C17 C18 C13 119.6(6) . . ? C17 C18 C21 117.8(7) . . ? C13 C18 C21 122.6(6) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C22 N1 C30 109.5(4) . . ? C22 N1 C34 109.8(4) . . ? C30 N1 C34 112.0(4) . . ? C22 N1 C26 111.0(4) . . ? C30 N1 C26 106.2(4) . . ? C34 N1 C26 108.3(4) . . ? N1 C22 C23 112.4(5) . . ? N1 C22 H22A 109.1 . . ? C23 C22 H22A 109.1 . . ? N1 C22 H22B 109.1 . . ? C23 C22 H22B 109.1 . . ? H22A C22 H22B 107.9 . . ? C24 C23 C22 115.1(5) . . ? C24 C23 H23A 108.5 . . ? C22 C23 H23A 108.5 . . ? C24 C23 H23B 108.5 . . ? C22 C23 H23B 108.5 . . ? H23A C23 H23B 107.5 . . ? C23 C24 C25 111.0(6) . . ? C23 C24 H24A 109.4 . . ? C25 C24 H24A 109.4 . . ? C23 C24 H24B 109.4 . . ? C25 C24 H24B 109.4 . . ? H24A C24 H24B 108.0 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C27 C26 N1 116.0(4) . . ? C27 C26 H26A 108.3 . . ? N1 C26 H26A 108.3 . . ? C27 C26 H26B 108.3 . . ? N1 C26 H26B 108.3 . . ? H26A C26 H26B 107.4 . . ? C26 C27 C28 109.3(5) . . ? C26 C27 H27A 109.8 . . ? C28 C27 H27A 109.8 . . ? C26 C27 H27B 109.8 . . ? C28 C27 H27B 109.8 . . ? H27A C27 H27B 108.3 . . ? C27 C28 C29 112.7(6) . . ? C27 C28 H28A 109.0 . . ? C29 C28 H28A 109.0 . . ? C27 C28 H28B 109.0 . . ? C29 C28 H28B 109.0 . . ? H28A C28 H28B 107.8 . . ? 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 . . ? C31 C30 N1 116.6(4) . . ? C31 C30 H30A 108.1 . . ? N1 C30 H30A 108.1 . . ? C31 C30 H30B 108.1 . . ? N1 C30 H30B 108.1 . . ? H30A C30 H30B 107.3 . . ? C30 C31 C32 106.3(5) . . ? C30 C31 H31A 110.5 . . ? C32 C31 H31A 110.5 . . ? C30 C31 H31B 110.5 . . ? C32 C31 H31B 110.5 . . ? H31A C31 H31B 108.7 . . ? C33 C32 C31 114.0(6) . . ? C33 C32 H32A 108.8 . . ? C31 C32 H32A 108.8 . . ? C33 C32 H32B 108.8 . . ? C31 C32 H32B 108.8 . . ? H32A C32 H32B 107.7 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C35 C34 N1 116.0(4) . . ? C35 C34 H34A 108.3 . . ? N1 C34 H34A 108.3 . . ? C35 C34 H34B 108.3 . . ? N1 C34 H34B 108.3 . . ? H34A C34 H34B 107.4 . . ? C34 C35 C36 108.3(5) . . ? C34 C35 H35A 110.0 . . ? C36 C35 H35A 110.0 . . ? C34 C35 H35B 110.0 . . ? C36 C35 H35B 110.0 . . ? H35A C35 H35B 108.4 . . ? C37 C36 C35 110.6(6) . . ? C37 C36 H36A 109.5 . . ? C35 C36 H36A 109.5 . . ? C37 C36 H36B 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 108.1 . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.66 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.498 _refine_diff_density_min -0.649 _refine_diff_density_rms 0.055 _database_code_depnum_ccdc_archive 'CCDC 939414' ####################################################################### # # 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_er1212 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H19 Ni S3 Se 1-, C16 H36 N 1+' _chemical_formula_sum 'C37 H55 N Ni S3 Se' _chemical_formula_weight 747.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/c _symmetry_space_group_name_Hall '-P 2ybc' 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 18.7224(2) _cell_length_b 23.0398(2) _cell_length_c 18.7818(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.810(1) _cell_angle_gamma 90.00 _cell_volume 7622.27(13) _cell_formula_units_Z 8 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 28057 _cell_measurement_theta_min 1.02 _cell_measurement_theta_max 22.46 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.303 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3152 _exptl_absorpt_coefficient_mu 1.654 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.687 _exptl_absorpt_correction_T_max 0.857 _exptl_absorpt_process_details ; multi-scan from symmetry-related measurements Sortav (Blessing 1995) ; _exptl_special_details ; Poor (poorly diffracting) crystal: theta(max)=22.5deg. The N(n-Bu)4(+) cations are poorly resolved, modelled with bond length constraints and common isotropic displacement parameters (4 LS variables) for the carbon atoms. ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_measurement_device_type 'Nonius Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_reflns_number 52166 _diffrn_reflns_av_R_equivalents 0.1107 _diffrn_reflns_av_sigmaI/netI 0.1145 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 3.51 _diffrn_reflns_theta_max 22.49 _reflns_number_total 9870 _reflns_number_gt 5115 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SIR-92 (Altomare et al. 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick 1997)' _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. Geometric constraints for the tetra-n-butylammonium cation(s) were accomplished with one extra least squares parameter d1: all distances between adjacent atoms were constrained to be d1(0.05)A and all distances between atoms once-removed were constrained to be 1.633*d1. Effectively, these two constraints together ensure that all N-C and C-C distances will be d1(0.05) and all angles N-C-C and C-C-C will be approximately tetrahedral. ; _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^)+(0.1042P)^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 9870 _refine_ls_number_parameters 602 _refine_ls_number_restraints 56 _refine_ls_R_factor_all 0.1162 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1872 _refine_ls_wR_factor_gt 0.1672 _refine_ls_goodness_of_fit_ref 0.943 _refine_ls_restrained_S_all 0.958 _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 0.26680(5) 0.71426(5) 0.70615(5) 0.0442(3) Uani 1 1 d . . . S1 S 0.37627(11) 0.73876(10) 0.78507(11) 0.0513(6) Uani 1 1 d . . . S2 S 0.27379(10) 0.63032(9) 0.75480(10) 0.0445(5) Uani 1 1 d . . . S3 S 0.19101(11) 0.67937(10) 0.59810(11) 0.0519(6) Uani 1 1 d . . . Se4 Se 0.22332(5) 0.80704(4) 0.67168(5) 0.0624(3) Uani 1 1 d . . . C1 C 0.4136(4) 0.6728(4) 0.8282(4) 0.049(2) Uani 1 1 d . . . C2 C 0.4885(4) 0.6682(4) 0.8789(4) 0.056(2) Uani 1 1 d . . . H2 H 0.5217 0.7005 0.8860 0.067 Uiso 1 1 calc R . . C3 C 0.5145(5) 0.6177(5) 0.9182(5) 0.067(3) Uani 1 1 d . . . H3 H 0.5655 0.6158 0.9518 0.081 Uiso 1 1 calc R . . C4 C 0.4692(5) 0.5706(5) 0.9101(5) 0.069(3) Uani 1 1 d . . . H4 H 0.4878 0.5364 0.9387 0.082 Uiso 1 1 calc R . . C5 C 0.3951(5) 0.5726(4) 0.8593(4) 0.057(2) Uani 1 1 d . . . H5 H 0.3625 0.5401 0.8537 0.068 Uiso 1 1 calc R . . C6 C 0.3693(4) 0.6218(4) 0.8175(4) 0.044(2) Uani 1 1 d . . . C7 C 0.2579(4) 0.5817(4) 0.6771(4) 0.0414(19) Uani 1 1 d . . . C8 C 0.2790(4) 0.5238(4) 0.6843(5) 0.052(2) Uani 1 1 d . . . H8 H 0.3069 0.5085 0.7327 0.062 Uiso 1 1 calc R . . C9 C 0.2595(4) 0.4881(4) 0.6213(5) 0.059(2) Uani 1 1 d . . . H9 H 0.2752 0.4487 0.6259 0.070 Uiso 1 1 calc R . . C10 C 0.2166(4) 0.5110(4) 0.5510(5) 0.059(2) Uani 1 1 d . . . H10 H 0.2023 0.4868 0.5074 0.071 Uiso 1 1 calc R . . C11 C 0.1949(4) 0.5683(4) 0.5447(5) 0.057(2) Uani 1 1 d . . . H11 H 0.1654 0.5831 0.4964 0.068 Uiso 1 1 calc R . . C12 C 0.2150(4) 0.6055(4) 0.6073(4) 0.043(2) Uani 1 1 d . . . C13 C 0.2706(4) 0.8593(4) 0.7539(4) 0.046(2) Uani 1 1 d . . . C14 C 0.2510(4) 0.8594(4) 0.8200(5) 0.050(2) Uani 1 1 d . . . C15 C 0.2812(5) 0.9017(4) 0.8741(5) 0.060(2) Uani 1 1 d . . . H15 H 0.2683 0.9011 0.9189 0.072 Uiso 1 1 calc R . . C16 C 0.3285(5) 0.9442(4) 0.8661(5) 0.063(3) Uani 1 1 d . . . C17 C 0.3467(4) 0.9436(4) 0.8012(6) 0.067(3) Uani 1 1 d . . . H17 H 0.3786 0.9733 0.7936 0.081 Uiso 1 1 calc R . . C18 C 0.3204(4) 0.9012(4) 0.7466(5) 0.055(2) Uani 1 1 d . . . C19 C 0.1982(5) 0.8155(4) 0.8332(5) 0.078(3) Uani 1 1 d . . . H19A H 0.1977 0.8193 0.8850 0.118 Uiso 1 1 calc R . . H19B H 0.2153 0.7764 0.8259 0.118 Uiso 1 1 calc R . . H19C H 0.1469 0.8219 0.7973 0.118 Uiso 1 1 calc R . . C20 C 0.3599(5) 0.9917(5) 0.9255(6) 0.094(3) Uani 1 1 d . . . H20A H 0.3288 1.0267 0.9104 0.142 Uiso 1 1 calc R . . H20B H 0.4124 1.0005 0.9296 0.142 Uiso 1 1 calc R . . H20C H 0.3588 0.9782 0.9746 0.142 Uiso 1 1 calc R . . C21 C 0.3476(5) 0.9016(5) 0.6775(5) 0.089(3) Uani 1 1 d . . . H21A H 0.3785 0.9363 0.6794 0.133 Uiso 1 1 calc R . . H21B H 0.3035 0.9019 0.6308 0.133 Uiso 1 1 calc R . . H21C H 0.3782 0.8669 0.6786 0.133 Uiso 1 1 calc R . . Ni2 Ni -0.24332(5) 0.70889(6) 0.19535(6) 0.0590(4) Uani 1 1 d . . . S5 S -0.14846(11) 0.74816(12) 0.28154(12) 0.0670(7) Uani 1 1 d . . . S6 S -0.22054(11) 0.62705(12) 0.25141(11) 0.0622(7) Uani 1 1 d . . . S7 S -0.30220(12) 0.66467(12) 0.08828(12) 0.0681(8) Uani 1 1 d . . . Se8 Se -0.30111(6) 0.79539(6) 0.14605(5) 0.0861(4) Uani 1 1 d . . . C22 C -0.0970(4) 0.6878(5) 0.3288(4) 0.066(3) Uani 1 1 d . . . C23 C -0.0238(5) 0.6956(5) 0.3838(5) 0.081(3) Uani 1 1 d . . . H23 H -0.0007 0.7329 0.3908 0.097 Uiso 1 1 calc R . . C24 C 0.0144(6) 0.6491(6) 0.4273(6) 0.096(4) Uani 1 1 d . . . H24 H 0.0633 0.6545 0.4640 0.115 Uiso 1 1 calc R . . C25 C -0.0183(5) 0.5959(6) 0.4172(5) 0.086(3) Uani 1 1 d . . . H25 H 0.0088 0.5646 0.4473 0.103 Uiso 1 1 calc R . . C26 C -0.0902(5) 0.5852(5) 0.3645(5) 0.071(3) Uani 1 1 d . . . H26 H -0.1133 0.5481 0.3603 0.086 Uiso 1 1 calc R . . C27 C -0.1271(4) 0.6317(5) 0.3177(5) 0.061(3) Uani 1 1 d . . . C28 C -0.2222(4) 0.5766(5) 0.1804(5) 0.055(2) Uani 1 1 d . . . C29 C -0.1943(5) 0.5212(6) 0.1939(6) 0.077(3) Uani 1 1 d . . . H29 H -0.1666 0.5098 0.2443 0.092 Uiso 1 1 calc R . . C30 C -0.2056(6) 0.4814(6) 0.1355(7) 0.089(3) Uani 1 1 d . . . H30 H -0.1844 0.4436 0.1460 0.107 Uiso 1 1 calc R . . C31 C -0.2477(6) 0.4968(6) 0.0622(6) 0.088(3) Uani 1 1 d . . . H31 H -0.2558 0.4698 0.0221 0.106 Uiso 1 1 calc R . . C32 C -0.2779(6) 0.5522(6) 0.0481(6) 0.081(3) Uani 1 1 d . . . H32 H -0.3077 0.5628 -0.0021 0.098 Uiso 1 1 calc R . . C33 C -0.2652(4) 0.5933(4) 0.1067(5) 0.063(3) Uani 1 1 d . . . C34 C -0.2680(4) 0.8546(5) 0.2209(5) 0.066(3) Uani 1 1 d . . . C35 C -0.2910(5) 0.8557(6) 0.2845(6) 0.087(4) Uani 1 1 d . . . C36 C -0.2671(7) 0.9018(8) 0.3352(7) 0.100(4) Uani 1 1 d . . . H36 H -0.2819 0.9019 0.3789 0.120 Uiso 1 1 calc R . . C37 C -0.2250(10) 0.9452(7) 0.3260(7) 0.113(5) Uani 1 1 d . . . C38 C -0.2027(7) 0.9451(5) 0.2628(7) 0.099(4) Uani 1 1 d . . . H38 H -0.1733 0.9764 0.2547 0.119 Uiso 1 1 calc R . . C39 C -0.2227(6) 0.8997(5) 0.2113(5) 0.075(3) Uani 1 1 d . . . C40 C -0.3422(6) 0.8110(7) 0.2983(6) 0.137(6) Uani 1 1 d . . . H40A H -0.3662 0.8264 0.3333 0.206 Uiso 1 1 calc R . . H40B H -0.3126 0.7763 0.3204 0.206 Uiso 1 1 calc R . . H40C H -0.3814 0.8007 0.2503 0.206 Uiso 1 1 calc R . . C41 C -0.1974(10) 0.9942(6) 0.3837(7) 0.187(8) Uani 1 1 d . . . H41A H -0.2408 1.0178 0.3841 0.281 Uiso 1 1 calc R . . H41B H -0.1612 1.0185 0.3698 0.281 Uiso 1 1 calc R . . H41C H -0.1725 0.9776 0.4341 0.281 Uiso 1 1 calc R . . C42 C -0.1940(6) 0.9010(5) 0.1446(6) 0.104(4) Uani 1 1 d . . . H42A H -0.1631 0.8665 0.1459 0.156 Uiso 1 1 calc R . . H42B H -0.1632 0.9359 0.1476 0.156 Uiso 1 1 calc R . . H42C H -0.2373 0.9015 0.0972 0.156 Uiso 1 1 calc R . . N1 N -0.4367(3) 0.2297(2) -0.0493(3) 0.0400(16) Uani 1 1 d D . . C43 C -0.4056(4) 0.1750(3) -0.0728(5) 0.0593(8) Uiso 1 1 d D . . H43A H -0.3624 0.1857 -0.0894 0.071 Uiso 1 1 calc R . . H43B H -0.3855 0.1495 -0.0280 0.071 Uiso 1 1 calc R . . C44 C -0.4622(5) 0.1410(4) -0.1354(5) 0.0716(10) Uiso 1 1 d D . . H44A H -0.5118 0.1415 -0.1275 0.086 Uiso 1 1 calc R . . H44B H -0.4688 0.1602 -0.1844 0.086 Uiso 1 1 calc R . . C45 C -0.4385(5) 0.0791(4) -0.1392(5) 0.0881(11) Uiso 1 1 d D . . H45A H -0.4395 0.0583 -0.0935 0.106 Uiso 1 1 calc R . . H45B H -0.3857 0.0784 -0.1394 0.106 Uiso 1 1 calc R . . C46 C -0.4901(6) 0.0475(5) -0.2097(6) 0.1085(14) Uiso 1 1 d D . . H46A H -0.4687 0.0092 -0.2132 0.163 Uiso 1 1 calc R . . H46B H -0.4937 0.0702 -0.2549 0.163 Uiso 1 1 calc R . . H46C H -0.5408 0.0429 -0.2061 0.163 Uiso 1 1 calc R . . C47 C -0.4696(4) 0.2673(3) -0.1187(4) 0.0593(8) Uiso 1 1 d D . . H47A H -0.5140 0.2469 -0.1541 0.071 Uiso 1 1 calc R . . H47B H -0.4313 0.2708 -0.1440 0.071 Uiso 1 1 calc R . . C48 C -0.4944(5) 0.3279(4) -0.1063(5) 0.0716(10) Uiso 1 1 d D . . H48A H -0.4493 0.3523 -0.0816 0.086 Uiso 1 1 calc R . . H48B H -0.5253 0.3262 -0.0727 0.086 Uiso 1 1 calc R . . C49 C -0.5409(5) 0.3543(4) -0.1821(5) 0.0881(11) Uiso 1 1 d D . . H49A H -0.5118 0.3514 -0.2172 0.106 Uiso 1 1 calc R . . H49B H -0.5884 0.3317 -0.2040 0.106 Uiso 1 1 calc R . . C50 C -0.5607(6) 0.4169(4) -0.1753(6) 0.1085(14) Uiso 1 1 d D . . H50A H -0.5951 0.4307 -0.2243 0.163 Uiso 1 1 calc R . . H50B H -0.5143 0.4403 -0.1599 0.163 Uiso 1 1 calc R . . H50C H -0.5857 0.4204 -0.1373 0.163 Uiso 1 1 calc R . . C51 C -0.5004(4) 0.2151(4) -0.0185(4) 0.0593(8) Uiso 1 1 d D . . H51A H -0.5106 0.2500 0.0074 0.071 Uiso 1 1 calc R . . H51B H -0.5470 0.2068 -0.0619 0.071 Uiso 1 1 calc R . . C52 C -0.4859(5) 0.1647(4) 0.0358(5) 0.0716(10) Uiso 1 1 d D . . H52A H -0.4386 0.1713 0.0791 0.086 Uiso 1 1 calc R . . H52B H -0.4799 0.1285 0.0099 0.086 Uiso 1 1 calc R . . C53 C -0.5540(5) 0.1591(4) 0.0640(6) 0.0881(11) Uiso 1 1 d D . . H53A H -0.5556 0.1933 0.0953 0.106 Uiso 1 1 calc R . . H53B H -0.6017 0.1584 0.0201 0.106 Uiso 1 1 calc R . . C54 C -0.5483(6) 0.1036(5) 0.1109(6) 0.1085(14) Uiso 1 1 d D . . H54A H -0.5934 0.1002 0.1261 0.163 Uiso 1 1 calc R . . H54B H -0.5028 0.1054 0.1562 0.163 Uiso 1 1 calc R . . H54C H -0.5452 0.0698 0.0805 0.163 Uiso 1 1 calc R . . C55 C -0.3745(4) 0.2598(4) 0.0128(4) 0.0593(8) Uiso 1 1 d D . . H55A H -0.3578 0.2338 0.0574 0.071 Uiso 1 1 calc R . . H55B H -0.3962 0.2951 0.0278 0.071 Uiso 1 1 calc R . . C56 C -0.3053(4) 0.2775(4) -0.0064(5) 0.0716(10) Uiso 1 1 d D . . H56A H -0.3214 0.2950 -0.0576 0.086 Uiso 1 1 calc R . . H56B H -0.2741 0.2428 -0.0066 0.086 Uiso 1 1 calc R . . C57 C -0.2579(5) 0.3215(5) 0.0520(6) 0.0881(11) Uiso 1 1 d D . . H57A H -0.2849 0.3592 0.0437 0.106 Uiso 1 1 calc R . . H57B H -0.2529 0.3078 0.1034 0.106 Uiso 1 1 calc R . . C58 C -0.1797(5) 0.3304(5) 0.0474(6) 0.1085(14) Uiso 1 1 d D . . H58A H -0.1529 0.3602 0.0839 0.163 Uiso 1 1 calc R . . H58B H -0.1842 0.3429 -0.0038 0.163 Uiso 1 1 calc R . . H58C H -0.1513 0.2938 0.0592 0.163 Uiso 1 1 calc R . . N2 N -0.9577(3) 0.2967(3) -0.0915(3) 0.072(2) Uani 1 1 d D . . C59 C -1.0147(4) 0.2491(4) -0.1310(4) 0.0593(8) Uiso 1 1 d D . . H59A H -1.0126 0.2184 -0.0935 0.071 Uiso 1 1 calc R . . H59B H -1.0663 0.2660 -0.1471 0.071 Uiso 1 1 calc R . . C60 C -1.0029(5) 0.2214(4) -0.1988(5) 0.0716(10) Uiso 1 1 d D . . H60A H -0.9499 0.2074 -0.1844 0.086 Uiso 1 1 calc R . . H60B H -1.0107 0.2509 -0.2390 0.086 Uiso 1 1 calc R . . C61 C -1.0567(5) 0.1708(4) -0.2298(5) 0.0881(11) Uiso 1 1 d D . . H61A H -1.1091 0.1838 -0.2374 0.106 Uiso 1 1 calc R . . H61B H -1.0543 0.1601 -0.2801 0.106 Uiso 1 1 calc R . . C62 C -1.0410(6) 0.1191(4) -0.1820(6) 0.1085(14) Uiso 1 1 d D . . H62A H -1.0783 0.0889 -0.2060 0.163 Uiso 1 1 calc R . . H62B H -1.0444 0.1288 -0.1325 0.163 Uiso 1 1 calc R . . H62C H -0.9899 0.1048 -0.1756 0.163 Uiso 1 1 calc R . . C63 C -0.9594(4) 0.3460(4) -0.1468(5) 0.0593(8) Uiso 1 1 d D . . H63A H -0.9165 0.3726 -0.1223 0.071 Uiso 1 1 calc R . . H63B H -0.9511 0.3293 -0.1919 0.071 Uiso 1 1 calc R . . C64 C -1.0301(5) 0.3802(4) -0.1719(5) 0.0716(10) Uiso 1 1 d D . . H64A H -1.0301 0.4057 -0.1295 0.086 Uiso 1 1 calc R . . H64B H -1.0730 0.3528 -0.1809 0.086 Uiso 1 1 calc R . . C65 C -1.0473(5) 0.4200(4) -0.2464(5) 0.0881(11) Uiso 1 1 d D . . H65A H -1.0303 0.3993 -0.2840 0.106 Uiso 1 1 calc R . . H65B H -1.1027 0.4264 -0.2690 0.106 Uiso 1 1 calc R . . C66 C -1.0117(6) 0.4722(5) -0.2309(6) 0.1085(14) Uiso 1 1 d D . . H66A H -1.0253 0.4955 -0.2772 0.163 Uiso 1 1 calc R . . H66B H -0.9567 0.4663 -0.2112 0.163 Uiso 1 1 calc R . . H66C H -1.0276 0.4926 -0.1929 0.163 Uiso 1 1 calc R . . C67 C -0.9817(4) 0.3166(4) -0.0267(4) 0.0593(8) Uiso 1 1 d D . . H67A H -1.0327 0.3343 -0.0479 0.071 Uiso 1 1 calc R . . H67B H -0.9865 0.2820 0.0026 0.071 Uiso 1 1 calc R . . C68 C -0.9310(5) 0.3585(4) 0.0259(5) 0.0716(10) Uiso 1 1 d D . . H68A H -0.9220 0.3921 -0.0028 0.086 Uiso 1 1 calc R . . H68B H -0.8814 0.3399 0.0527 0.086 Uiso 1 1 calc R . . C69 C -0.9688(5) 0.3804(4) 0.0866(5) 0.0881(11) Uiso 1 1 d D . . H69A H -0.9944 0.3481 0.1030 0.106 Uiso 1 1 calc R . . H69B H -0.9301 0.3976 0.1316 0.106 Uiso 1 1 calc R . . C70 C -1.0248(6) 0.4252(5) 0.0437(6) 0.1085(14) Uiso 1 1 d D . . H70A H -1.0546 0.4385 0.0746 0.163 Uiso 1 1 calc R . . H70B H -1.0589 0.4082 -0.0034 0.163 Uiso 1 1 calc R . . H70C H -0.9977 0.4581 0.0319 0.163 Uiso 1 1 calc R . . C71 C -0.8776(4) 0.2763(4) -0.0633(4) 0.0593(8) Uiso 1 1 d D . . H71A H -0.8624 0.2661 -0.1074 0.071 Uiso 1 1 calc R . . H71B H -0.8448 0.3088 -0.0364 0.071 Uiso 1 1 calc R . . C72 C -0.8633(4) 0.2259(4) -0.0122(5) 0.0716(10) Uiso 1 1 d D . . H72A H -0.8874 0.1906 -0.0402 0.086 Uiso 1 1 calc R . . H72B H -0.8837 0.2328 0.0292 0.086 Uiso 1 1 calc R . . C73 C -0.7751(5) 0.2188(4) 0.0200(6) 0.0881(11) Uiso 1 1 d D . . H73A H -0.7553 0.2138 -0.0223 0.106 Uiso 1 1 calc R . . H73B H -0.7519 0.2542 0.0483 0.106 Uiso 1 1 calc R . . C74 C -0.7554(6) 0.1707(5) 0.0679(6) 0.1085(14) Uiso 1 1 d D . . H74A H -0.7056 0.1563 0.0697 0.163 Uiso 1 1 calc R . . H74B H -0.7934 0.1401 0.0486 0.163 Uiso 1 1 calc R . . H74C H -0.7534 0.1820 0.1188 0.163 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 0.0423(5) 0.0529(7) 0.0356(6) -0.0002(5) 0.0106(4) 0.0009(5) S1 0.0491(11) 0.0590(16) 0.0433(12) -0.0043(11) 0.0124(9) -0.0035(11) S2 0.0424(11) 0.0543(15) 0.0350(11) 0.0015(10) 0.0107(9) 0.0024(10) S3 0.0503(12) 0.0572(16) 0.0411(12) 0.0023(11) 0.0061(10) 0.0011(11) Se4 0.0693(6) 0.0568(7) 0.0487(5) 0.0034(5) 0.0037(4) 0.0071(5) C1 0.035(4) 0.074(7) 0.042(5) -0.009(5) 0.015(4) 0.008(4) C2 0.048(5) 0.070(7) 0.048(5) -0.020(5) 0.014(4) -0.002(5) C3 0.048(5) 0.085(8) 0.052(6) -0.015(6) -0.005(4) 0.017(6) C4 0.065(6) 0.077(8) 0.048(6) 0.002(5) -0.003(5) 0.020(6) C5 0.066(6) 0.064(7) 0.037(5) 0.002(5) 0.013(4) 0.012(5) C6 0.045(4) 0.056(6) 0.031(4) 0.002(4) 0.012(4) 0.009(4) C7 0.044(4) 0.042(6) 0.040(5) -0.002(4) 0.018(4) -0.002(4) C8 0.049(5) 0.064(7) 0.044(5) 0.004(5) 0.017(4) -0.002(5) C9 0.051(5) 0.055(6) 0.073(7) -0.007(6) 0.026(5) -0.004(5) C10 0.056(5) 0.069(8) 0.053(6) -0.022(5) 0.018(5) -0.012(5) C11 0.047(5) 0.072(8) 0.046(5) -0.003(5) 0.009(4) -0.004(5) C12 0.036(4) 0.058(6) 0.036(5) -0.003(4) 0.012(4) 0.000(4) C13 0.042(4) 0.044(6) 0.049(5) 0.005(4) 0.012(4) 0.008(4) C14 0.049(5) 0.045(6) 0.047(5) 0.011(5) 0.004(4) 0.012(4) C15 0.049(5) 0.079(8) 0.049(6) 0.012(6) 0.013(4) 0.016(5) C16 0.050(5) 0.070(8) 0.059(6) -0.010(5) 0.003(5) 0.018(5) C17 0.049(5) 0.062(7) 0.091(8) 0.000(6) 0.023(5) -0.009(5) C18 0.042(5) 0.064(7) 0.062(6) -0.008(5) 0.022(4) 0.003(5) C19 0.091(7) 0.094(8) 0.050(6) 0.019(6) 0.023(5) -0.023(6) C20 0.083(7) 0.091(9) 0.089(8) -0.029(7) 0.002(6) -0.003(6) C21 0.076(6) 0.105(9) 0.101(8) -0.013(7) 0.050(6) -0.010(6) Ni2 0.0365(5) 0.1019(10) 0.0361(6) -0.0025(6) 0.0090(5) -0.0047(6) S5 0.0406(11) 0.104(2) 0.0505(14) -0.0190(14) 0.0083(10) 0.0004(13) S6 0.0388(11) 0.108(2) 0.0384(12) 0.0017(13) 0.0105(9) -0.0082(12) S7 0.0525(13) 0.106(2) 0.0374(12) -0.0006(13) 0.0043(10) -0.0138(13) Se8 0.0734(6) 0.1178(10) 0.0480(6) -0.0007(6) -0.0043(5) 0.0126(6) C22 0.033(5) 0.123(10) 0.032(5) -0.018(5) -0.003(4) 0.015(5) C23 0.047(5) 0.110(10) 0.072(7) -0.047(7) 0.005(5) 0.010(6) C24 0.064(7) 0.118(11) 0.076(8) -0.043(8) -0.014(6) 0.034(8) C25 0.063(7) 0.113(11) 0.057(7) -0.002(7) -0.010(5) 0.039(7) C26 0.062(6) 0.098(9) 0.051(6) 0.008(6) 0.015(5) 0.005(6) C27 0.034(5) 0.105(9) 0.044(5) -0.009(6) 0.015(4) -0.013(5) C28 0.037(5) 0.075(8) 0.053(6) 0.002(5) 0.013(4) -0.004(5) C29 0.060(6) 0.122(11) 0.057(7) 0.003(7) 0.030(5) -0.013(7) C30 0.080(7) 0.113(11) 0.084(9) 0.013(8) 0.039(7) 0.003(7) C31 0.095(8) 0.102(11) 0.068(8) -0.018(7) 0.028(7) -0.020(7) C32 0.079(7) 0.107(10) 0.052(6) -0.016(7) 0.013(5) -0.024(7) C33 0.048(5) 0.089(8) 0.053(6) -0.007(6) 0.016(4) -0.011(5) C34 0.043(5) 0.100(9) 0.058(6) 0.008(6) 0.019(5) 0.022(5) C35 0.054(6) 0.152(12) 0.053(7) 0.011(8) 0.015(5) 0.038(7) C36 0.097(9) 0.141(14) 0.060(8) -0.003(10) 0.023(7) 0.068(9) C37 0.168(14) 0.086(11) 0.055(9) 0.005(8) -0.001(9) 0.066(10) C38 0.135(10) 0.083(10) 0.068(8) -0.006(7) 0.018(7) 0.019(7) C39 0.080(7) 0.090(9) 0.047(6) 0.012(6) 0.012(5) 0.033(6) C40 0.062(7) 0.29(2) 0.056(7) 0.015(9) 0.016(5) -0.013(10) C41 0.33(2) 0.121(13) 0.076(9) -0.021(9) 0.017(11) 0.105(14) C42 0.100(8) 0.139(11) 0.079(8) 0.016(8) 0.040(6) 0.010(8) N1 0.037(3) 0.042(4) 0.043(4) 0.003(3) 0.018(3) 0.005(3) N2 0.052(4) 0.109(7) 0.049(4) -0.007(5) 0.011(3) -0.014(4) _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 S2 2.124(2) . ? Ni1 S1 2.158(2) . ? Ni1 S3 2.197(2) . ? Ni1 Se4 2.3009(14) . ? S1 C1 1.752(9) . ? S2 C7 1.782(8) . ? S2 C6 1.787(7) . ? S3 C12 1.754(8) . ? Se4 C13 1.921(8) . ? C1 C2 1.407(10) . ? C1 C6 1.412(11) . ? C2 C3 1.376(12) . ? C2 H2 0.9500 . ? C3 C4 1.353(12) . ? C3 H3 0.9500 . ? C4 C5 1.393(11) . ? C4 H4 0.9500 . ? C5 C6 1.370(11) . ? C5 H5 0.9500 . ? C7 C8 1.386(10) . ? C7 C12 1.397(10) . ? C8 C9 1.383(11) . ? C8 H8 0.9500 . ? C9 C10 1.396(11) . ? C9 H9 0.9500 . ? C10 C11 1.375(11) . ? C10 H10 0.9500 . ? C11 C12 1.400(11) . ? C11 H11 0.9500 . ? C13 C18 1.381(11) . ? C13 C14 1.410(10) . ? C14 C15 1.382(11) . ? C14 C19 1.493(11) . ? C15 C16 1.362(12) . ? C15 H15 0.9500 . ? C16 C17 1.374(12) . ? C16 C20 1.529(12) . ? C17 C18 1.379(11) . ? C17 H17 0.9500 . ? C18 C21 1.547(11) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? Ni2 S6 2.131(3) . ? Ni2 S5 2.155(2) . ? Ni2 S7 2.190(2) . ? Ni2 Se8 2.3066(17) . ? S5 C22 1.752(10) . ? S6 C28 1.761(9) . ? S6 C27 1.773(8) . ? S7 C33 1.771(10) . ? Se8 C34 1.906(10) . ? C22 C27 1.397(13) . ? C22 C23 1.421(11) . ? C23 C24 1.391(14) . ? C23 H23 0.9500 . ? C24 C25 1.354(14) . ? C24 H24 0.9500 . ? C25 C26 1.396(12) . ? C25 H25 0.9500 . ? C26 C27 1.409(12) . ? C26 H26 0.9500 . ? C28 C29 1.370(13) . ? C28 C33 1.399(11) . ? C29 C30 1.390(14) . ? C29 H29 0.9500 . ? C30 C31 1.380(14) . ? C30 H30 0.9500 . ? C31 C32 1.385(14) . ? C31 H31 0.9500 . ? C32 C33 1.410(12) . ? C32 H32 0.9500 . ? C34 C39 1.392(13) . ? C34 C35 1.400(12) . ? C35 C36 1.395(16) . ? C35 C40 1.489(16) . ? C36 C37 1.321(17) . ? C36 H36 0.9500 . ? C37 C38 1.386(16) . ? C37 C41 1.527(18) . ? C38 C39 1.386(14) . ? C38 H38 0.9500 . ? C39 C42 1.523(12) . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? N1 C55 1.510(8) . ? N1 C47 1.512(8) . ? N1 C43 1.515(8) . ? N1 C51 1.530(8) . ? C43 C44 1.507(9) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 C45 1.501(10) . ? C44 H44A 0.9900 . ? C44 H44B 0.9900 . ? C45 C46 1.532(10) . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? C47 C48 1.514(10) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 C49 1.522(10) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 C50 1.506(11) . ? C49 H49A 0.9900 . ? C49 H49B 0.9900 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C51 C52 1.509(9) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C53 1.544(10) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.536(11) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C55 C56 1.514(9) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 C57 1.535(10) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C58 1.509(10) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9800 . ? C58 H58B 0.9800 . ? C58 H58C 0.9800 . ? N2 C71 1.487(8) . ? N2 C67 1.504(8) . ? N2 C63 1.533(9) . ? N2 C59 1.533(9) . ? C59 C60 1.507(9) . ? C59 H59A 0.9900 . ? C59 H59B 0.9900 . ? C60 C61 1.521(10) . ? C60 H60A 0.9900 . ? C60 H60B 0.9900 . ? C61 C62 1.461(11) . ? C61 H61A 0.9900 . ? C61 H61B 0.9900 . ? C62 H62A 0.9800 . ? C62 H62B 0.9800 . ? C62 H62C 0.9800 . ? C63 C64 1.473(9) . ? C63 H63A 0.9900 . ? C63 H63B 0.9900 . ? C64 C65 1.612(10) . ? C64 H64A 0.9900 . ? C64 H64B 0.9900 . ? C65 C66 1.357(11) . ? C65 H65A 0.9900 . ? C65 H65B 0.9900 . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 C68 1.475(9) . ? C67 H67A 0.9900 . ? C67 H67B 0.9900 . ? C68 C69 1.613(11) . ? C68 H68A 0.9900 . ? C68 H68B 0.9900 . ? C69 C70 1.497(10) . ? C69 H69A 0.9900 . ? C69 H69B 0.9900 . ? C70 H70A 0.9800 . ? C70 H70B 0.9800 . ? C70 H70C 0.9800 . ? C71 C72 1.472(9) . ? C71 H71A 0.9900 . ? C71 H71B 0.9900 . ? C72 C73 1.563(10) . ? C72 H72A 0.9900 . ? C72 H72B 0.9900 . ? C73 C74 1.395(11) . ? C73 H73A 0.9900 . ? C73 H73B 0.9900 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S2 Ni1 S1 92.12(9) . . ? S2 Ni1 S3 89.47(9) . . ? S1 Ni1 S3 153.63(9) . . ? S2 Ni1 Se4 158.64(7) . . ? S1 Ni1 Se4 96.51(8) . . ? S3 Ni1 Se4 91.36(7) . . ? C1 S1 Ni1 103.1(3) . . ? C7 S2 C6 108.8(4) . . ? C7 S2 Ni1 104.5(3) . . ? C6 S2 Ni1 106.6(3) . . ? C12 S3 Ni1 101.5(3) . . ? C13 Se4 Ni1 109.4(2) . . ? C2 C1 C6 115.9(8) . . ? C2 C1 S1 121.8(7) . . ? C6 C1 S1 122.2(6) . . ? C3 C2 C1 121.1(9) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C4 C3 C2 121.5(8) . . ? C4 C3 H3 119.2 . . ? C2 C3 H3 119.2 . . ? C3 C4 C5 119.4(9) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C6 C5 C4 119.8(9) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C1 122.0(7) . . ? C5 C6 S2 123.2(7) . . ? C1 C6 S2 114.2(6) . . ? C8 C7 C12 121.5(7) . . ? C8 C7 S2 124.3(6) . . ? C12 C7 S2 114.0(6) . . ? C9 C8 C7 120.4(8) . . ? C9 C8 H8 119.8 . . ? C7 C8 H8 119.8 . . ? C8 C9 C10 119.0(9) . . ? C8 C9 H9 120.5 . . ? C10 C9 H9 120.5 . . ? C11 C10 C9 120.1(8) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C12 121.9(8) . . ? C10 C11 H11 119.1 . . ? C12 C11 H11 119.1 . . ? C7 C12 C11 117.0(8) . . ? C7 C12 S3 121.3(6) . . ? C11 C12 S3 121.6(6) . . ? C18 C13 C14 118.1(8) . . ? C18 C13 Se4 120.1(6) . . ? C14 C13 Se4 121.5(6) . . ? C15 C14 C13 119.0(8) . . ? C15 C14 C19 119.0(8) . . ? C13 C14 C19 121.9(8) . . ? C16 C15 C14 123.0(8) . . ? C16 C15 H15 118.5 . . ? C14 C15 H15 118.5 . . ? C15 C16 C17 117.1(9) . . ? C15 C16 C20 122.5(9) . . ? C17 C16 C20 120.3(10) . . ? C16 C17 C18 122.3(9) . . ? C16 C17 H17 118.8 . . ? C18 C17 H17 118.8 . . ? C17 C18 C13 120.3(8) . . ? C17 C18 C21 118.9(8) . . ? C13 C18 C21 120.8(8) . . ? C14 C19 H19A 109.5 . . ? C14 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C14 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C16 C20 H20A 109.5 . . ? C16 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C16 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? S6 Ni2 S5 91.39(10) . . ? S6 Ni2 S7 89.78(10) . . ? S5 Ni2 S7 156.26(10) . . ? S6 Ni2 Se8 161.97(8) . . ? S5 Ni2 Se8 95.39(9) . . ? S7 Ni2 Se8 90.67(8) . . ? C22 S5 Ni2 102.7(3) . . ? C28 S6 C27 109.4(4) . . ? C28 S6 Ni2 105.1(3) . . ? C27 S6 Ni2 106.1(4) . . ? C33 S7 Ni2 102.2(3) . . ? C34 Se8 Ni2 109.4(3) . . ? C27 C22 C23 117.8(10) . . ? C27 C22 S5 122.3(6) . . ? C23 C22 S5 119.8(9) . . ? C24 C23 C22 120.4(11) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C25 C24 C23 119.9(10) . . ? C25 C24 H24 120.1 . . ? C23 C24 H24 120.1 . . ? C24 C25 C26 122.6(10) . . ? C24 C25 H25 118.7 . . ? C26 C25 H25 118.7 . . ? C25 C26 C27 117.4(10) . . ? C25 C26 H26 121.3 . . ? C27 C26 H26 121.3 . . ? C22 C27 C26 121.5(8) . . ? C22 C27 S6 114.4(7) . . ? C26 C27 S6 123.4(8) . . ? C29 C28 C33 119.7(9) . . ? C29 C28 S6 124.5(8) . . ? C33 C28 S6 115.1(8) . . ? C28 C29 C30 121.5(10) . . ? C28 C29 H29 119.3 . . ? C30 C29 H29 119.3 . . ? C31 C30 C29 120.0(12) . . ? C31 C30 H30 120.0 . . ? C29 C30 H30 120.0 . . ? C30 C31 C32 119.1(11) . . ? C30 C31 H31 120.5 . . ? C32 C31 H31 120.5 . . ? C31 C32 C33 121.3(10) . . ? C31 C32 H32 119.3 . . ? C33 C32 H32 119.3 . . ? C28 C33 C32 118.4(10) . . ? C28 C33 S7 120.3(8) . . ? C32 C33 S7 121.3(8) . . ? C39 C34 C35 118.3(10) . . ? C39 C34 Se8 119.9(7) . . ? C35 C34 Se8 121.7(9) . . ? C36 C35 C34 118.4(12) . . ? C36 C35 C40 119.0(11) . . ? C34 C35 C40 122.5(12) . . ? C37 C36 C35 123.7(13) . . ? C37 C36 H36 118.1 . . ? C35 C36 H36 118.1 . . ? C36 C37 C38 118.5(14) . . ? C36 C37 C41 122.7(16) . . ? C38 C37 C41 118.8(17) . . ? C37 C38 C39 120.7(13) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C38 C39 C34 120.4(10) . . ? C38 C39 C42 118.2(12) . . ? C34 C39 C42 121.4(10) . . ? C35 C40 H40A 109.5 . . ? C35 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C35 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C37 C41 H41A 109.5 . . ? C37 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C37 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? C39 C42 H42A 109.5 . . ? C39 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C39 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C55 N1 C47 112.6(6) . . ? C55 N1 C43 109.7(5) . . ? C47 N1 C43 108.1(5) . . ? C55 N1 C51 107.7(5) . . ? C47 N1 C51 108.0(5) . . ? C43 N1 C51 110.8(6) . . ? C44 C43 N1 114.9(6) . . ? C44 C43 H43A 108.5 . . ? N1 C43 H43A 108.5 . . ? C44 C43 H43B 108.5 . . ? N1 C43 H43B 108.5 . . ? H43A C43 H43B 107.5 . . ? C45 C44 C43 112.9(7) . . ? C45 C44 H44A 109.0 . . ? C43 C44 H44A 109.0 . . ? C45 C44 H44B 109.0 . . ? C43 C44 H44B 109.0 . . ? H44A C44 H44B 107.8 . . ? C44 C45 C46 112.5(8) . . ? C44 C45 H45A 109.1 . . ? C46 C45 H45A 109.1 . . ? C44 C45 H45B 109.1 . . ? C46 C45 H45B 109.1 . . ? H45A C45 H45B 107.8 . . ? C45 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C45 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? N1 C47 C48 117.0(6) . . ? N1 C47 H47A 108.1 . . ? C48 C47 H47A 108.1 . . ? N1 C47 H47B 108.1 . . ? C48 C47 H47B 108.1 . . ? H47A C47 H47B 107.3 . . ? C47 C48 C49 109.4(7) . . ? C47 C48 H48A 109.8 . . ? C49 C48 H48A 109.8 . . ? C47 C48 H48B 109.8 . . ? C49 C48 H48B 109.8 . . ? H48A C48 H48B 108.2 . . ? C50 C49 C48 112.5(8) . . ? C50 C49 H49A 109.1 . . ? C48 C49 H49A 109.1 . . ? C50 C49 H49B 109.1 . . ? C48 C49 H49B 109.1 . . ? H49A C49 H49B 107.8 . . ? C49 C50 H50A 109.5 . . ? C49 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C49 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C52 C51 N1 116.0(6) . . ? C52 C51 H51A 108.3 . . ? N1 C51 H51A 108.3 . . ? C52 C51 H51B 108.3 . . ? N1 C51 H51B 108.3 . . ? H51A C51 H51B 107.4 . . ? C51 C52 C53 108.4(7) . . ? C51 C52 H52A 110.0 . . ? C53 C52 H52A 110.0 . . ? C51 C52 H52B 110.0 . . ? C53 C52 H52B 110.0 . . ? H52A C52 H52B 108.4 . . ? C54 C53 C52 111.2(8) . . ? C54 C53 H53A 109.4 . . ? C52 C53 H53A 109.4 . . ? C54 C53 H53B 109.4 . . ? C52 C53 H53B 109.4 . . ? H53A C53 H53B 108.0 . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? N1 C55 C56 115.9(6) . . ? N1 C55 H55A 108.3 . . ? C56 C55 H55A 108.3 . . ? N1 C55 H55B 108.3 . . ? C56 C55 H55B 108.3 . . ? H55A C55 H55B 107.4 . . ? C55 C56 C57 109.9(7) . . ? C55 C56 H56A 109.7 . . ? C57 C56 H56A 109.7 . . ? C55 C56 H56B 109.7 . . ? C57 C56 H56B 109.7 . . ? H56A C56 H56B 108.2 . . ? C58 C57 C56 112.7(8) . . ? C58 C57 H57A 109.1 . . ? C56 C57 H57A 109.1 . . ? C58 C57 H57B 109.1 . . ? C56 C57 H57B 109.1 . . ? H57A C57 H57B 107.8 . . ? C57 C58 H58A 109.5 . . ? C57 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C57 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? C71 N2 C67 110.5(6) . . ? C71 N2 C63 105.2(6) . . ? C67 N2 C63 112.2(6) . . ? C71 N2 C59 113.5(6) . . ? C67 N2 C59 105.0(6) . . ? C63 N2 C59 110.5(6) . . ? C60 C59 N2 115.8(6) . . ? C60 C59 H59A 108.3 . . ? N2 C59 H59A 108.3 . . ? C60 C59 H59B 108.3 . . ? N2 C59 H59B 108.3 . . ? H59A C59 H59B 107.4 . . ? C59 C60 C61 112.4(7) . . ? C59 C60 H60A 109.1 . . ? C61 C60 H60A 109.1 . . ? C59 C60 H60B 109.1 . . ? C61 C60 H60B 109.1 . . ? H60A C60 H60B 107.8 . . ? C62 C61 C60 114.9(8) . . ? C62 C61 H61A 108.6 . . ? C60 C61 H61A 108.6 . . ? C62 C61 H61B 108.6 . . ? C60 C61 H61B 108.6 . . ? H61A C61 H61B 107.5 . . ? C61 C62 H62A 109.5 . . ? C61 C62 H62B 109.5 . . ? H62A C62 H62B 109.5 . . ? C61 C62 H62C 109.5 . . ? H62A C62 H62C 109.5 . . ? H62B C62 H62C 109.5 . . ? C64 C63 N2 115.0(6) . . ? C64 C63 H63A 108.5 . . ? N2 C63 H63A 108.5 . . ? C64 C63 H63B 108.5 . . ? N2 C63 H63B 108.5 . . ? H63A C63 H63B 107.5 . . ? C63 C64 C65 118.4(7) . . ? C63 C64 H64A 107.7 . . ? C65 C64 H64A 107.7 . . ? C63 C64 H64B 107.7 . . ? C65 C64 H64B 107.7 . . ? H64A C64 H64B 107.1 . . ? C66 C65 C64 112.3(8) . . ? C66 C65 H65A 109.1 . . ? C64 C65 H65A 109.1 . . ? C66 C65 H65B 109.1 . . ? C64 C65 H65B 109.1 . . ? H65A C65 H65B 107.9 . . ? C65 C66 H66A 109.5 . . ? C65 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C65 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C68 C67 N2 116.2(6) . . ? C68 C67 H67A 108.2 . . ? N2 C67 H67A 108.2 . . ? C68 C67 H67B 108.2 . . ? N2 C67 H67B 108.2 . . ? H67A C67 H67B 107.4 . . ? C67 C68 C69 110.0(7) . . ? C67 C68 H68A 109.7 . . ? C69 C68 H68A 109.7 . . ? C67 C68 H68B 109.7 . . ? C69 C68 H68B 109.7 . . ? H68A C68 H68B 108.2 . . ? C70 C69 C68 103.4(7) . . ? C70 C69 H69A 111.1 . . ? C68 C69 H69A 111.1 . . ? C70 C69 H69B 111.1 . . ? C68 C69 H69B 111.1 . . ? H69A C69 H69B 109.1 . . ? C69 C70 H70A 109.5 . . ? C69 C70 H70B 109.5 . . ? H70A C70 H70B 109.5 . . ? C69 C70 H70C 109.5 . . ? H70A C70 H70C 109.5 . . ? H70B C70 H70C 109.5 . . ? C72 C71 N2 114.8(6) . . ? C72 C71 H71A 108.6 . . ? N2 C71 H71A 108.6 . . ? C72 C71 H71B 108.6 . . ? N2 C71 H71B 108.6 . . ? H71A C71 H71B 107.5 . . ? C71 C72 C73 105.7(7) . . ? C71 C72 H72A 110.6 . . ? C73 C72 H72A 110.6 . . ? C71 C72 H72B 110.6 . . ? C73 C72 H72B 110.6 . . ? H72A C72 H72B 108.7 . . ? C74 C73 C72 110.3(8) . . ? C74 C73 H73A 109.6 . . ? C72 C73 H73A 109.6 . . ? C74 C73 H73B 109.6 . . ? C72 C73 H73B 109.6 . . ? H73A C73 H73B 108.1 . . ? C73 C74 H74A 109.5 . . ? C73 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? C73 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 22.49 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.185 _refine_diff_density_min -1.102 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 939415'