# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'G. Parkin' _publ_contact_author_address ; Department of Chemistry Columbia University Havemeyer Hall MC3115, 3000 Broadway New York NY 10027 UNITED STATES OF AMERICA ; _publ_contact_author_email PARKIN@COLUMBIA.EDU _publ_section_title ; Reactivity of the Ni?B Dative ?-Bond in the Nickel Boratrane Compounds [?4-B(mimBut)3]NiX (X = Cl, OAc, NCS, N3): Synthesis of a Series of B-Functionalized Tris(2-mercapto-1-t-butylimidazolyl)borato Complexes, [YTmBut]NiZ ; loop_ _publ_author_name G.Parkin 'Keliang Pang.' 'Joseph M. Tanski' # Attachment 'TMNIS10(revised).cif' data_tmnis10 _database_code_depnum_ccdc_archive 'CCDC 661536' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H33 B Cl N6 Ni S3' _chemical_formula_weight 570.68 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' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Rhombohedral _symmetry_space_group_name_H-M R3c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-y, -x, z+1/2' '-x+y, y, z+1/2' 'x, x-y, z+1/2' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' '-y+2/3, -x+1/3, z+5/6' '-x+y+2/3, y+1/3, z+5/6' 'x+2/3, x-y+1/3, z+5/6' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' '-y+1/3, -x+2/3, z+7/6' '-x+y+1/3, y+2/3, z+7/6' 'x+1/3, x-y+2/3, z+7/6' _cell_length_a 15.8290(6) _cell_length_b 15.8290(6) _cell_length_c 18.4495(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 4003.3(4) _cell_formula_units_Z 6 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 3260 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 27.45 _exptl_crystal_description Plate _exptl_crystal_colour Brown _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.420 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1794 _exptl_absorpt_coefficient_mu 1.084 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8124 _exptl_absorpt_correction_T_max 0.9579 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8807 _diffrn_reflns_av_R_equivalents 0.0439 _diffrn_reflns_av_sigmaI/netI 0.0350 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.57 _diffrn_reflns_theta_max 28.28 _reflns_number_total 1568 _reflns_number_gt 1259 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0326P)^2^+6.3495P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.03(3) _refine_ls_number_reflns 1568 _refine_ls_number_parameters 101 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0551 _refine_ls_R_factor_gt 0.0340 _refine_ls_wR_factor_ref 0.0765 _refine_ls_wR_factor_gt 0.0694 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 1.0000 1.0000 0.50071(4) 0.02757(18) Uani 1 3 d S . . Cl Cl 1.0000 1.0000 0.37402(10) 0.0517(6) Uani 1 3 d S . . S S 0.84698(7) 0.97483(8) 0.50634(6) 0.0444(3) Uani 1 1 d . . . N1 N 0.9146(2) 1.0131(2) 0.64206(15) 0.0258(6) Uani 1 1 d . . . N2 N 0.7779(2) 1.0162(2) 0.63336(15) 0.0284(6) Uani 1 1 d . . . B B 1.0000 1.0000 0.6151(5) 0.0298(17) Uani 1 3 d S . . C1 C 0.8436(3) 1.0018(3) 0.59618(19) 0.0278(8) Uani 1 1 d . . . C2 C 0.8929(3) 1.0335(3) 0.71039(18) 0.0331(8) Uani 1 1 d . . . H2A H 0.9298 1.0438 0.7528 0.040 Uiso 1 1 calc R . . C3 C 0.8094(3) 1.0359(3) 0.7050(2) 0.0342(9) Uani 1 1 d . . . H3A H 0.7778 1.0486 0.7430 0.041 Uiso 1 1 calc R . . C4 C 0.6894(3) 1.0153(3) 0.6031(2) 0.0377(8) Uani 1 1 d . . . C5 C 0.6195(3) 0.9131(3) 0.5749(3) 0.0545(12) Uani 1 1 d . . . H5A H 0.6510 0.8968 0.5367 0.082 Uiso 1 1 calc R . . H5B H 0.5614 0.9111 0.5558 0.082 Uiso 1 1 calc R . . H5C H 0.6015 0.8665 0.6141 0.082 Uiso 1 1 calc R . . C6 C 0.7212(4) 1.0909(4) 0.5424(3) 0.0590(13) Uani 1 1 d . . . H6A H 0.7525 1.0745 0.5042 0.088 Uiso 1 1 calc R . . H6B H 0.7666 1.1550 0.5616 0.088 Uiso 1 1 calc R . . H6C H 0.6644 1.0913 0.5230 0.088 Uiso 1 1 calc R . . C7 C 0.6404(3) 1.0417(4) 0.6630(3) 0.0601(14) Uani 1 1 d . . . H7A H 0.6849 1.1072 0.6802 0.090 Uiso 1 1 calc R . . H7B H 0.6233 0.9959 0.7028 0.090 Uiso 1 1 calc R . . H7C H 0.5818 1.0389 0.6441 0.090 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 Ni 0.0310(2) 0.0310(2) 0.0206(4) 0.000 0.000 0.01552(12) Cl 0.0691(9) 0.0691(9) 0.0170(8) 0.000 0.000 0.0345(4) S 0.0421(6) 0.0807(9) 0.0233(4) -0.0156(6) -0.0084(5) 0.0403(6) N1 0.0286(16) 0.0278(15) 0.0200(14) -0.0035(12) -0.0024(12) 0.0133(12) N2 0.0310(16) 0.0335(17) 0.0240(14) -0.0027(13) -0.0004(12) 0.0186(14) B 0.026(2) 0.026(2) 0.037(4) 0.000 0.000 0.0130(11) C1 0.031(2) 0.0305(19) 0.0227(18) -0.0022(14) -0.0016(14) 0.0157(17) C2 0.034(2) 0.045(2) 0.0185(16) -0.0055(16) -0.0027(15) 0.0187(17) C3 0.037(2) 0.041(2) 0.0257(17) -0.0108(16) 0.0004(16) 0.0198(18) C4 0.035(2) 0.054(2) 0.0354(18) 0.001(2) 0.0020(18) 0.0310(19) C5 0.040(3) 0.066(3) 0.060(3) -0.009(2) -0.010(2) 0.028(2) C6 0.067(3) 0.079(3) 0.058(3) 0.018(3) 0.010(3) 0.056(3) C7 0.052(3) 0.106(4) 0.046(3) -0.012(3) -0.003(2) 0.057(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni B 2.110(8) . ? Ni S 2.2519(10) 3_675 ? Ni S 2.2519(10) . ? Ni S 2.2519(10) 2_765 ? Ni Cl 2.3374(19) . ? S C1 1.719(3) . ? N1 C1 1.345(4) . ? N1 C2 1.387(4) . ? N1 B 1.549(4) . ? N2 C1 1.357(4) . ? N2 C3 1.391(4) . ? N2 C4 1.501(5) . ? B N1 1.549(4) 3_675 ? B N1 1.549(4) 2_765 ? C2 C3 1.344(5) . ? C4 C7 1.524(6) . ? C4 C5 1.524(6) . ? C4 C6 1.529(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag B Ni S 87.36(4) . 3_675 ? B Ni S 87.36(4) . . ? S Ni S 119.789(6) 3_675 . ? B Ni S 87.36(4) . 2_765 ? S Ni S 119.789(7) 3_675 2_765 ? S Ni S 119.789(7) . 2_765 ? B Ni Cl 180.000(2) . . ? S Ni Cl 92.64(4) 3_675 . ? S Ni Cl 92.64(4) . . ? S Ni Cl 92.64(4) 2_765 . ? C1 S Ni 99.47(13) . . ? C1 N1 C2 108.4(3) . . ? C1 N1 B 120.4(4) . . ? C2 N1 B 131.1(4) . . ? C1 N2 C3 107.3(3) . . ? C1 N2 C4 126.9(3) . . ? C3 N2 C4 125.7(3) . . ? N1 B N1 110.2(3) 3_675 2_765 ? N1 B N1 110.2(3) 3_675 . ? N1 B N1 110.2(3) 2_765 . ? N1 B Ni 108.7(3) 3_675 . ? N1 B Ni 108.7(3) 2_765 . ? N1 B Ni 108.7(3) . . ? N1 C1 N2 108.6(3) . . ? N1 C1 S 120.8(3) . . ? N2 C1 S 130.6(3) . . ? C3 C2 N1 107.5(3) . . ? C2 C3 N2 108.2(3) . . ? N2 C4 C7 109.2(3) . . ? N2 C4 C5 108.4(3) . . ? C7 C4 C5 109.8(4) . . ? N2 C4 C6 109.0(3) . . ? C7 C4 C6 109.2(4) . . ? C5 C4 C6 111.1(4) . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 0.332 _refine_diff_density_min -0.331 _refine_diff_density_rms 0.061 data_aztnis10 _database_code_depnum_ccdc_archive 'CCDC 661537' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H33 B I N9 Ni S3' _chemical_formula_weight 704.16 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.0417(11) _cell_length_b 20.6873(15) _cell_length_c 21.0839(14) _cell_angle_alpha 90.00 _cell_angle_beta 92.870(2) _cell_angle_gamma 90.00 _cell_volume 6116.9(8) _cell_formula_units_Z 8 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 2739 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 19.80 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.02 _exptl_crystal_size_mid 0.01 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2848 _exptl_absorpt_coefficient_mu 1.876 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9635 _exptl_absorpt_correction_T_max 0.9815 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25197 _diffrn_reflns_av_R_equivalents 0.1496 _diffrn_reflns_av_sigmaI/netI 0.2357 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 24.18 _reflns_number_total 9775 _reflns_number_gt 3610 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0000P)^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 SHELXL _refine_ls_extinction_coef 0.000105(19) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 9775 _refine_ls_number_parameters 650 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2197 _refine_ls_R_factor_gt 0.0628 _refine_ls_wR_factor_ref 0.0974 _refine_ls_wR_factor_gt 0.0748 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 I1 I 0.47324(5) 1.00206(4) 0.34691(3) 0.0604(3) Uani 1 1 d . . . Ni1 Ni 0.48009(9) 1.05650(6) 0.23873(6) 0.0376(4) Uani 1 1 d . . . S11 S 0.44631(19) 0.98585(13) 0.15481(12) 0.0399(8) Uani 1 1 d . . . S12 S 0.36406(19) 1.13416(13) 0.22959(12) 0.0399(8) Uani 1 1 d . . . S13 S 0.61157(19) 1.11021(14) 0.20714(12) 0.0439(8) Uani 1 1 d . . . N11 N 0.3648(6) 1.0879(4) 0.0896(4) 0.031(2) Uani 1 1 d . . . N12 N 0.2632(7) 1.0141(4) 0.1188(4) 0.039(2) Uani 1 1 d . . . N21 N 0.4530(5) 1.1881(4) 0.1291(4) 0.028(2) Uani 1 1 d . . . N22 N 0.4410(6) 1.2542(4) 0.2107(4) 0.044(3) Uani 1 1 d . . . N31 N 0.5491(6) 1.0958(4) 0.0817(4) 0.037(2) Uani 1 1 d . . . N32 N 0.6875(6) 1.0495(4) 0.1057(4) 0.043(3) Uani 1 1 d . . . N41 N 0.4406(7) 1.1671(4) 0.0160(4) 0.050(3) Uani 1 1 d . . . N42 N 0.4016(9) 1.1449(5) -0.0271(5) 0.067(4) Uani 1 1 d . . . N43 N 0.3614(9) 1.1263(6) -0.0727(5) 0.087(4) Uani 1 1 d . . . B1 B 0.4502(11) 1.1313(6) 0.0813(6) 0.043(4) Uani 1 1 d . . . C11 C 0.3567(8) 1.0308(5) 0.1197(5) 0.037(3) Uani 1 1 d . . . C12 C 0.2744(8) 1.1090(5) 0.0717(5) 0.040(3) Uani 1 1 d . . . H12A H 0.2588 1.1481 0.0509 0.048 Uiso 1 1 calc R . . C13 C 0.2126(7) 1.0638(6) 0.0891(5) 0.048(3) Uani 1 1 d . . . H13A H 0.1460 1.0655 0.0823 0.057 Uiso 1 1 calc R . . C14 C 0.2151(9) 0.9578(6) 0.1488(6) 0.050(3) Uani 1 1 d . . . C15 C 0.2521(7) 0.8966(5) 0.1172(5) 0.070(4) Uani 1 1 d . . . H15A H 0.3203 0.8928 0.1264 0.104 Uiso 1 1 calc R . . H15B H 0.2394 0.8992 0.0717 0.104 Uiso 1 1 calc R . . H15C H 0.2201 0.8590 0.1337 0.104 Uiso 1 1 calc R . . C16 C 0.1084(7) 0.9619(5) 0.1361(5) 0.082(4) Uani 1 1 d . . . H16A H 0.0840 0.9997 0.1571 0.123 Uiso 1 1 calc R . . H16B H 0.0786 0.9234 0.1524 0.123 Uiso 1 1 calc R . . H16C H 0.0940 0.9651 0.0907 0.123 Uiso 1 1 calc R . . C17 C 0.2379(7) 0.9569(5) 0.2185(5) 0.065(4) Uani 1 1 d . . . H17A H 0.2128 0.9956 0.2376 0.098 Uiso 1 1 calc R . . H17B H 0.3065 0.9554 0.2265 0.098 Uiso 1 1 calc R . . H17C H 0.2093 0.9191 0.2370 0.098 Uiso 1 1 calc R . . C21 C 0.4213(7) 1.1927(6) 0.1888(5) 0.040(3) Uani 1 1 d . . . C22 C 0.4984(7) 1.2446(6) 0.1159(5) 0.049(3) Uani 1 1 d . . . H22A H 0.5294 1.2534 0.0784 0.058 Uiso 1 1 calc R . . C23 C 0.4916(7) 1.2857(5) 0.1655(5) 0.049(3) Uani 1 1 d . . . H23A H 0.5167 1.3278 0.1686 0.058 Uiso 1 1 calc R . . C24 C 0.4232(9) 1.2812(5) 0.2725(6) 0.054(4) Uani 1 1 d . . . C25 C 0.3154(8) 1.2823(5) 0.2824(5) 0.071(4) Uani 1 1 d . . . H25A H 0.2910 1.2384 0.2814 0.107 Uiso 1 1 calc R . . H25B H 0.2833 1.3073 0.2488 0.107 Uiso 1 1 calc R . . H25C H 0.3040 1.3017 0.3232 0.107 Uiso 1 1 calc R . . C26 C 0.4570(8) 1.3522(5) 0.2769(5) 0.085(5) Uani 1 1 d . . . H26A H 0.5253 1.3540 0.2721 0.128 Uiso 1 1 calc R . . H26B H 0.4423 1.3699 0.3179 0.128 Uiso 1 1 calc R . . H26C H 0.4247 1.3773 0.2434 0.128 Uiso 1 1 calc R . . C27 C 0.4771(7) 1.2438(6) 0.3251(5) 0.079(4) Uani 1 1 d . . . H27A H 0.4574 1.1989 0.3237 0.118 Uiso 1 1 calc R . . H27B H 0.4632 1.2622 0.3660 0.118 Uiso 1 1 calc R . . H27C H 0.5450 1.2466 0.3193 0.118 Uiso 1 1 calc R . . C31 C 0.6148(8) 1.0842(5) 0.1289(5) 0.035(3) Uani 1 1 d . . . C32 C 0.5793(8) 1.0651(5) 0.0285(5) 0.048(3) Uani 1 1 d . . . H32A H 0.5457 1.0642 -0.0111 0.058 Uiso 1 1 calc R . . C33 C 0.6627(8) 1.0368(5) 0.0413(5) 0.041(3) Uani 1 1 d . . . H33A H 0.6984 1.0129 0.0129 0.049 Uiso 1 1 calc R . . C34 C 0.7789(8) 1.0264(6) 0.1396(6) 0.052(4) Uani 1 1 d . . . C35 C 0.8406(6) 0.9919(5) 0.0920(5) 0.079(4) Uani 1 1 d . . . H35A H 0.8085 0.9529 0.0769 0.118 Uiso 1 1 calc R . . H35B H 0.9016 0.9807 0.1127 0.118 Uiso 1 1 calc R . . H35C H 0.8507 1.0204 0.0564 0.118 Uiso 1 1 calc R . . C36 C 0.7558(7) 0.9800(5) 0.1914(5) 0.072(4) Uani 1 1 d . . . H36A H 0.7231 0.9427 0.1730 0.108 Uiso 1 1 calc R . . H36B H 0.7152 1.0011 0.2209 0.108 Uiso 1 1 calc R . . H36C H 0.8144 0.9662 0.2137 0.108 Uiso 1 1 calc R . . C37 C 0.8341(7) 1.0882(6) 0.1642(5) 0.076(4) Uani 1 1 d . . . H37A H 0.7973 1.1101 0.1954 0.113 Uiso 1 1 calc R . . H37B H 0.8438 1.1171 0.1289 0.113 Uiso 1 1 calc R . . H37C H 0.8955 1.0755 0.1835 0.113 Uiso 1 1 calc R . . I2 I 0.00231(7) 0.84586(3) -0.00342(4) 0.0671(3) Uani 1 1 d . . . Ni2 Ni 0.01415(9) 0.74108(6) 0.06027(6) 0.0373(4) Uani 1 1 d . . . S21 S 0.11030(19) 0.73237(14) 0.15177(13) 0.0464(9) Uani 1 1 d . . . S22 S -0.12790(18) 0.70752(13) 0.09602(13) 0.0419(8) Uani 1 1 d . . . S23 S 0.06124(19) 0.65796(13) -0.00394(12) 0.0407(8) Uani 1 1 d . . . N51 N 0.0057(5) 0.6279(4) 0.1889(4) 0.036(2) Uani 1 1 d . . . N52 N -0.0027(7) 0.7125(5) 0.2533(4) 0.047(3) Uani 1 1 d . . . N61 N -0.0681(6) 0.5799(4) 0.0852(4) 0.038(2) Uani 1 1 d . . . N62 N -0.1971(6) 0.6043(4) 0.0268(4) 0.038(2) Uani 1 1 d . . . N71 N 0.1165(6) 0.5921(4) 0.1042(4) 0.032(2) Uani 1 1 d . . . N72 N 0.2381(7) 0.6209(4) 0.0485(5) 0.047(3) Uani 1 1 d . . . N81 N 0.0188(7) 0.5139(5) 0.1675(5) 0.055(3) Uani 1 1 d . . . N82 N 0.0692(9) 0.4718(5) 0.1509(6) 0.071(4) Uani 1 1 d . . . N83 N 0.1158(10) 0.4285(6) 0.1373(7) 0.103(5) Uani 1 1 d . . . B2 B 0.0203(10) 0.5790(6) 0.1338(6) 0.035(4) Uani 1 1 d . . . C51 C 0.0369(7) 0.6903(6) 0.2004(5) 0.035(3) Uani 1 1 d . . . C52 C -0.0572(8) 0.6123(6) 0.2343(6) 0.053(4) Uani 1 1 d . . . H52A H -0.0910 0.5734 0.2379 0.064 Uiso 1 1 calc R . . C53 C -0.0609(8) 0.6648(7) 0.2730(6) 0.062(4) Uani 1 1 d . . . H53A H -0.0985 0.6677 0.3085 0.075 Uiso 1 1 calc R . . C54 C 0.0125(11) 0.7782(6) 0.2844(6) 0.065(4) Uani 1 1 d . . . C55 C -0.0453(9) 0.7781(6) 0.3449(5) 0.120(6) Uani 1 1 d . . . H55A H -0.0193 0.7458 0.3744 0.181 Uiso 1 1 calc R . . H55B H -0.1114 0.7679 0.3336 0.181 Uiso 1 1 calc R . . H55C H -0.0414 0.8204 0.3647 0.181 Uiso 1 1 calc R . . C56 C -0.0292(8) 0.8296(5) 0.2370(5) 0.079(4) Uani 1 1 d . . . H56A H 0.0079 0.8302 0.1995 0.119 Uiso 1 1 calc R . . H56B H -0.0266 0.8719 0.2570 0.119 Uiso 1 1 calc R . . H56C H -0.0949 0.8189 0.2251 0.119 Uiso 1 1 calc R . . C57 C 0.1144(10) 0.7875(6) 0.3012(6) 0.124(7) Uani 1 1 d . . . H57A H 0.1497 0.7884 0.2628 0.186 Uiso 1 1 calc R . . H57B H 0.1374 0.7522 0.3281 0.186 Uiso 1 1 calc R . . H57C H 0.1235 0.8280 0.3238 0.186 Uiso 1 1 calc R . . C61 C -0.1296(7) 0.6289(5) 0.0701(5) 0.035(3) Uani 1 1 d . . . C62 C -0.0928(8) 0.5268(5) 0.0514(5) 0.050(3) Uani 1 1 d . . . H62A H -0.0605 0.4869 0.0526 0.060 Uiso 1 1 calc R . . C63 C -0.1719(8) 0.5410(5) 0.0155(5) 0.047(3) Uani 1 1 d . . . H63A H -0.2047 0.5125 -0.0126 0.056 Uiso 1 1 calc R . . C64 C -0.2817(8) 0.6389(6) -0.0062(6) 0.047(3) Uani 1 1 d . . . C65 C -0.3436(7) 0.6647(5) 0.0459(5) 0.060(4) Uani 1 1 d . . . H65A H -0.3077 0.6963 0.0713 0.090 Uiso 1 1 calc R . . H65B H -0.3620 0.6292 0.0728 0.090 Uiso 1 1 calc R . . H65C H -0.4003 0.6849 0.0267 0.090 Uiso 1 1 calc R . . C66 C -0.3384(7) 0.5900(5) -0.0462(5) 0.069(4) Uani 1 1 d . . . H66A H -0.2994 0.5738 -0.0795 0.104 Uiso 1 1 calc R . . H66B H -0.3950 0.6105 -0.0652 0.104 Uiso 1 1 calc R . . H66C H -0.3568 0.5543 -0.0196 0.104 Uiso 1 1 calc R . . C67 C -0.2463(7) 0.6917(5) -0.0464(5) 0.066(4) Uani 1 1 d . . . H67A H -0.2073 0.6736 -0.0787 0.099 Uiso 1 1 calc R . . H67B H -0.2084 0.7216 -0.0201 0.099 Uiso 1 1 calc R . . H67C H -0.3000 0.7145 -0.0666 0.099 Uiso 1 1 calc R . . C71 C 0.1410(8) 0.6212(5) 0.0494(5) 0.029(3) Uani 1 1 d . . . C72 C 0.2009(8) 0.5760(4) 0.1368(5) 0.032(3) Uani 1 1 d . . . H72A H 0.2059 0.5563 0.1769 0.038 Uiso 1 1 calc R . . C73 C 0.2733(8) 0.5927(5) 0.1029(5) 0.042(3) Uani 1 1 d . . . H73A H 0.3381 0.5863 0.1144 0.050 Uiso 1 1 calc R . . C74 C 0.2983(9) 0.6518(7) -0.0018(7) 0.065(4) Uani 1 1 d . . . C75 C 0.4022(7) 0.6370(6) 0.0143(6) 0.108(6) Uani 1 1 d . . . H75A H 0.4128 0.5908 0.0110 0.162 Uiso 1 1 calc R . . H75B H 0.4189 0.6512 0.0572 0.162 Uiso 1 1 calc R . . H75C H 0.4415 0.6595 -0.0152 0.162 Uiso 1 1 calc R . . C76 C 0.2868(8) 0.7261(5) 0.0021(6) 0.093(5) Uani 1 1 d . . . H76A H 0.2212 0.7377 -0.0091 0.140 Uiso 1 1 calc R . . H76B H 0.3285 0.7467 -0.0271 0.140 Uiso 1 1 calc R . . H76C H 0.3035 0.7405 0.0450 0.140 Uiso 1 1 calc R . . C77 C 0.2678(7) 0.6244(6) -0.0660(5) 0.079(4) Uani 1 1 d . . . H77A H 0.2777 0.5780 -0.0658 0.119 Uiso 1 1 calc R . . H77B H 0.3054 0.6440 -0.0983 0.119 Uiso 1 1 calc R . . H77C H 0.2008 0.6337 -0.0752 0.119 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 I1 0.0751(6) 0.0643(6) 0.0408(5) 0.0159(5) -0.0066(4) -0.0052(6) Ni1 0.0424(9) 0.0398(9) 0.0307(9) 0.0033(8) 0.0015(7) 0.0012(8) S11 0.0457(19) 0.029(2) 0.0446(19) 0.0010(15) -0.0018(15) 0.0084(15) S12 0.048(2) 0.0345(19) 0.0381(19) -0.0003(15) 0.0142(16) -0.0070(16) S13 0.040(2) 0.062(2) 0.0294(19) -0.0122(16) 0.0026(15) -0.0095(17) N11 0.040(7) 0.029(6) 0.024(6) 0.006(5) -0.001(5) 0.002(5) N12 0.044(7) 0.033(7) 0.039(6) -0.001(5) -0.008(5) 0.013(6) N21 0.027(6) 0.024(6) 0.033(6) 0.006(5) 0.001(5) -0.008(5) N22 0.068(8) 0.030(7) 0.034(6) -0.004(6) 0.021(6) -0.001(6) N31 0.050(7) 0.048(7) 0.013(6) -0.001(5) 0.016(5) 0.000(5) N32 0.027(6) 0.053(7) 0.048(7) 0.002(6) -0.001(5) 0.008(5) N41 0.078(8) 0.044(7) 0.027(7) 0.009(6) -0.004(6) 0.012(6) N42 0.115(12) 0.056(9) 0.029(9) 0.005(7) 0.005(8) 0.017(8) N43 0.121(11) 0.088(10) 0.051(9) 0.011(8) -0.001(8) -0.009(8) B1 0.068(11) 0.016(8) 0.044(10) 0.006(7) 0.011(9) 0.009(8) C11 0.030(8) 0.033(8) 0.050(8) -0.012(6) 0.005(6) 0.001(6) C12 0.046(9) 0.034(8) 0.038(8) -0.011(6) -0.017(7) 0.008(7) C13 0.025(8) 0.058(10) 0.058(9) -0.008(8) -0.024(7) 0.008(7) C14 0.052(9) 0.035(9) 0.063(10) -0.007(7) 0.007(8) -0.012(7) C15 0.048(9) 0.059(10) 0.100(11) 0.000(8) -0.020(8) -0.011(7) C16 0.045(9) 0.082(11) 0.119(12) 0.007(9) 0.003(8) -0.024(8) C17 0.074(10) 0.056(9) 0.067(10) 0.004(8) 0.005(8) -0.011(7) C21 0.040(8) 0.056(9) 0.023(8) 0.004(7) 0.010(6) 0.011(7) C22 0.055(9) 0.056(9) 0.036(8) 0.009(7) 0.021(7) -0.009(7) C23 0.062(9) 0.043(9) 0.042(9) -0.002(7) 0.011(7) -0.009(7) C24 0.078(11) 0.034(8) 0.053(10) -0.011(7) 0.025(8) -0.010(8) C25 0.079(10) 0.061(9) 0.075(10) -0.012(8) 0.022(8) 0.008(8) C26 0.126(12) 0.040(9) 0.094(11) -0.027(8) 0.052(9) -0.016(9) C27 0.078(10) 0.105(12) 0.053(9) -0.013(9) 0.005(8) -0.003(9) C31 0.041(8) 0.034(7) 0.029(8) -0.002(6) -0.009(7) -0.011(6) C32 0.044(8) 0.078(10) 0.023(8) -0.004(7) 0.007(7) 0.013(7) C33 0.047(8) 0.062(9) 0.014(7) -0.014(6) 0.006(6) 0.015(7) C34 0.014(7) 0.068(10) 0.073(10) -0.010(8) -0.004(7) 0.002(7) C35 0.019(7) 0.108(11) 0.107(11) -0.037(10) -0.002(7) 0.025(8) C36 0.085(10) 0.064(11) 0.064(9) 0.005(8) -0.036(8) -0.011(8) C37 0.030(8) 0.127(13) 0.069(10) -0.006(9) -0.009(7) -0.009(8) I2 0.0891(7) 0.0409(5) 0.0693(6) 0.0132(6) -0.0163(5) 0.0042(6) Ni2 0.0356(9) 0.0330(9) 0.0433(9) 0.0017(8) 0.0018(8) -0.0003(8) S21 0.044(2) 0.044(2) 0.051(2) -0.0080(17) -0.0040(17) -0.0094(17) S22 0.0296(19) 0.0353(19) 0.061(2) -0.0101(16) 0.0018(16) 0.0004(15) S23 0.0375(18) 0.048(2) 0.0365(19) 0.0058(16) 0.0001(15) 0.0090(16) N51 0.017(6) 0.053(7) 0.038(6) 0.011(6) 0.002(5) -0.003(5) N52 0.063(8) 0.051(8) 0.027(7) 0.007(6) -0.001(6) 0.008(6) N61 0.038(7) 0.029(6) 0.049(7) -0.002(5) 0.010(5) -0.003(5) N62 0.020(6) 0.044(7) 0.047(7) -0.010(5) -0.008(5) 0.000(5) N71 0.025(6) 0.036(6) 0.036(6) 0.014(5) 0.003(5) 0.007(5) N72 0.046(8) 0.043(7) 0.051(7) -0.001(6) -0.002(6) 0.000(6) N81 0.066(8) 0.055(9) 0.047(7) 0.018(6) 0.021(6) 0.013(7) N82 0.102(15) 0.035(9) 0.077(10) 0.010(9) 0.005(9) -0.030(8) N83 0.110(12) 0.083(12) 0.118(12) 0.027(10) 0.017(9) 0.000(9) B2 0.051(10) 0.035(9) 0.018(8) -0.007(7) -0.007(8) 0.005(8) C51 0.036(8) 0.040(8) 0.027(8) 0.011(7) -0.013(6) -0.008(7) C52 0.057(9) 0.060(10) 0.045(9) 0.022(8) 0.027(7) -0.011(8) C53 0.054(10) 0.090(12) 0.045(10) 0.005(9) 0.020(7) 0.011(9) C54 0.115(13) 0.033(9) 0.045(10) -0.006(8) -0.005(9) 0.019(9) C55 0.170(16) 0.151(15) 0.043(9) -0.018(10) 0.034(10) 0.053(12) C56 0.127(12) 0.046(9) 0.065(10) 0.003(8) 0.018(9) 0.023(9) C57 0.206(18) 0.059(11) 0.097(12) -0.038(9) -0.107(13) 0.024(12) C61 0.027(7) 0.036(8) 0.042(8) -0.005(6) 0.003(6) -0.001(6) C62 0.049(9) 0.026(8) 0.076(10) -0.003(7) 0.011(8) -0.002(7) C63 0.037(8) 0.042(9) 0.060(9) -0.012(7) -0.013(7) -0.006(7) C64 0.034(8) 0.045(9) 0.061(10) -0.017(7) -0.017(7) -0.013(7) C65 0.042(8) 0.050(9) 0.087(10) -0.008(7) 0.001(8) 0.014(7) C66 0.042(8) 0.064(9) 0.097(11) -0.013(8) -0.041(7) 0.000(7) C67 0.057(9) 0.073(10) 0.068(10) 0.028(8) 0.009(7) 0.028(8) C71 0.028(7) 0.023(7) 0.036(8) -0.003(6) -0.007(6) 0.005(6) C72 0.042(8) 0.023(7) 0.029(7) 0.011(6) -0.011(7) 0.005(6) C73 0.045(9) 0.042(8) 0.038(8) 0.006(7) -0.006(7) -0.009(7) C74 0.039(9) 0.070(11) 0.090(12) 0.008(10) 0.044(9) -0.012(8) C75 0.018(8) 0.152(14) 0.158(14) 0.098(11) 0.029(8) 0.011(9) C76 0.098(11) 0.064(11) 0.122(12) 0.024(10) 0.051(9) -0.002(9) C77 0.044(9) 0.122(13) 0.075(11) 0.034(10) 0.037(8) 0.014(9) _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 I1 Ni1 2.5500(14) . ? Ni1 S13 2.282(3) . ? Ni1 S12 2.289(3) . ? Ni1 S11 2.325(3) . ? S11 C11 1.705(10) . ? S12 C21 1.710(11) . ? S13 C31 1.738(10) . ? N11 C11 1.348(11) . ? N11 C12 1.377(11) . ? N11 B1 1.515(14) . ? N12 C11 1.356(11) . ? N12 C13 1.381(11) . ? N12 C14 1.502(12) . ? N21 C21 1.358(10) . ? N21 C22 1.365(11) . ? N21 B1 1.547(13) . ? N22 C21 1.376(12) . ? N22 C23 1.381(11) . ? N22 C24 1.451(12) . ? N31 C31 1.343(11) . ? N31 C32 1.375(10) . ? N31 B1 1.571(14) . ? N32 C31 1.360(11) . ? N32 C33 1.409(10) . ? N32 C34 1.514(12) . ? N41 N42 1.134(11) . ? N41 B1 1.564(14) . ? N42 N43 1.157(11) . ? C12 C13 1.340(12) . ? C14 C17 1.490(13) . ? C14 C16 1.512(13) . ? C14 C15 1.533(13) . ? C22 C23 1.356(12) . ? C24 C27 1.522(13) . ? C24 C25 1.539(13) . ? C24 C26 1.544(12) . ? C32 C33 1.324(11) . ? C34 C36 1.502(13) . ? C34 C35 1.535(12) . ? C34 C37 1.569(13) . ? I2 Ni2 2.5509(15) . ? Ni2 S22 2.276(3) . ? Ni2 S21 2.306(3) . ? Ni2 S23 2.306(3) . ? S21 C51 1.726(10) . ? S22 C61 1.715(10) . ? S23 C71 1.723(10) . ? N51 C52 1.373(11) . ? N51 C51 1.381(11) . ? N51 B2 1.562(13) . ? N52 C51 1.351(11) . ? N52 C53 1.359(12) . ? N52 C54 1.520(13) . ? N61 C62 1.346(11) . ? N61 C61 1.359(11) . ? N61 B2 1.570(13) . ? N62 C61 1.381(11) . ? N62 C63 1.381(11) . ? N62 C64 1.524(12) . ? N71 C71 1.363(10) . ? N71 C72 1.380(10) . ? N71 B2 1.540(14) . ? N72 C73 1.357(11) . ? N72 C71 1.364(11) . ? N72 C74 1.529(12) . ? N81 N82 1.186(12) . ? N81 B2 1.524(14) . ? N82 N83 1.154(13) . ? C52 C53 1.360(13) . ? C54 C57 1.470(15) . ? C54 C55 1.545(14) . ? C54 C56 1.553(13) . ? C62 C63 1.344(12) . ? C64 C67 1.484(12) . ? C64 C66 1.517(12) . ? C64 C65 1.531(12) . ? C72 C73 1.317(11) . ? C74 C77 1.509(14) . ? C74 C75 1.513(14) . ? C74 C76 1.548(14) . ? 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 S13 Ni1 S12 102.50(11) . . ? S13 Ni1 S11 102.77(10) . . ? S12 Ni1 S11 105.06(10) . . ? S13 Ni1 I1 122.91(9) . . ? S12 Ni1 I1 109.07(8) . . ? S11 Ni1 I1 112.81(8) . . ? C11 S11 Ni1 96.1(3) . . ? C21 S12 Ni1 100.9(4) . . ? C31 S13 Ni1 100.7(3) . . ? C11 N11 C12 107.9(9) . . ? C11 N11 B1 131.3(10) . . ? C12 N11 B1 120.3(10) . . ? C11 N12 C13 107.0(9) . . ? C11 N12 C14 130.4(10) . . ? C13 N12 C14 122.3(10) . . ? C21 N21 C22 107.8(9) . . ? C21 N21 B1 131.1(10) . . ? C22 N21 B1 120.9(10) . . ? C21 N22 C23 107.9(9) . . ? C21 N22 C24 128.1(10) . . ? C23 N22 C24 123.7(10) . . ? C31 N31 C32 107.0(9) . . ? C31 N31 B1 131.4(10) . . ? C32 N31 B1 121.4(10) . . ? C31 N32 C33 106.9(8) . . ? C31 N32 C34 129.1(10) . . ? C33 N32 C34 124.0(9) . . ? N42 N41 B1 122.0(11) . . ? N41 N42 N43 175.3(14) . . ? N11 B1 N21 111.7(10) . . ? N11 B1 N41 110.4(10) . . ? N21 B1 N41 102.2(9) . . ? N11 B1 N31 115.3(9) . . ? N21 B1 N31 111.0(10) . . ? N41 B1 N31 105.3(9) . . ? N11 C11 N12 108.8(9) . . ? N11 C11 S11 127.2(9) . . ? N12 C11 S11 124.0(9) . . ? C13 C12 N11 107.7(10) . . ? C12 C13 N12 108.5(10) . . ? C17 C14 N12 110.2(9) . . ? C17 C14 C16 109.7(10) . . ? N12 C14 C16 110.2(10) . . ? C17 C14 C15 110.9(10) . . ? N12 C14 C15 106.8(9) . . ? C16 C14 C15 108.9(10) . . ? N21 C21 N22 107.8(9) . . ? N21 C21 S12 126.9(9) . . ? N22 C21 S12 125.2(9) . . ? C23 C22 N21 109.2(10) . . ? C22 C23 N22 107.0(10) . . ? N22 C24 C27 110.9(10) . . ? N22 C24 C25 110.0(10) . . ? C27 C24 C25 111.4(9) . . ? N22 C24 C26 110.8(9) . . ? C27 C24 C26 107.4(10) . . ? C25 C24 C26 106.3(10) . . ? N31 C31 N32 109.1(9) . . ? N31 C31 S13 126.7(9) . . ? N32 C31 S13 124.1(9) . . ? C33 C32 N31 110.1(10) . . ? C32 C33 N32 106.7(9) . . ? C36 C34 N32 109.7(9) . . ? C36 C34 C35 109.1(10) . . ? N32 C34 C35 109.3(9) . . ? C36 C34 C37 113.7(10) . . ? N32 C34 C37 107.1(9) . . ? C35 C34 C37 108.0(9) . . ? S22 Ni2 S21 100.68(11) . . ? S22 Ni2 S23 104.41(11) . . ? S21 Ni2 S23 105.06(11) . . ? S22 Ni2 I2 113.48(9) . . ? S21 Ni2 I2 121.79(9) . . ? S23 Ni2 I2 109.74(8) . . ? C51 S21 Ni2 101.2(3) . . ? C61 S22 Ni2 100.5(3) . . ? C71 S23 Ni2 98.2(3) . . ? C52 N51 C51 107.8(10) . . ? C52 N51 B2 118.7(10) . . ? C51 N51 B2 133.1(10) . . ? C51 N52 C53 106.5(10) . . ? C51 N52 C54 127.3(12) . . ? C53 N52 C54 126.2(11) . . ? C62 N61 C61 110.0(9) . . ? C62 N61 B2 120.7(10) . . ? C61 N61 B2 129.3(10) . . ? C61 N62 C63 106.8(9) . . ? C61 N62 C64 128.5(9) . . ? C63 N62 C64 124.6(9) . . ? C71 N71 C72 106.4(8) . . ? C71 N71 B2 133.2(9) . . ? C72 N71 B2 120.3(9) . . ? C73 N72 C71 108.2(9) . . ? C73 N72 C74 125.1(11) . . ? C71 N72 C74 126.5(10) . . ? N82 N81 B2 119.3(10) . . ? N83 N82 N81 175.9(15) . . ? N81 B2 N71 112.2(10) . . ? N81 B2 N51 102.7(9) . . ? N71 B2 N51 109.8(9) . . ? N81 B2 N61 106.6(10) . . ? N71 B2 N61 114.5(9) . . ? N51 B2 N61 110.4(9) . . ? N52 C51 N51 108.8(10) . . ? N52 C51 S21 127.0(10) . . ? N51 C51 S21 124.2(10) . . ? C53 C52 N51 106.0(11) . . ? N52 C53 C52 110.8(11) . . ? C57 C54 N52 109.5(10) . . ? C57 C54 C55 110.3(11) . . ? N52 C54 C55 106.7(11) . . ? C57 C54 C56 113.3(11) . . ? N52 C54 C56 107.1(10) . . ? C55 C54 C56 109.6(10) . . ? N61 C61 N62 106.7(9) . . ? N61 C61 S22 129.4(9) . . ? N62 C61 S22 123.9(9) . . ? C63 C62 N61 107.6(10) . . ? C62 C63 N62 108.8(10) . . ? C67 C64 C66 110.8(10) . . ? C67 C64 N62 109.3(9) . . ? C66 C64 N62 108.4(9) . . ? C67 C64 C65 111.8(10) . . ? C66 C64 C65 109.4(9) . . ? N62 C64 C65 107.0(9) . . ? N72 C71 N71 107.7(9) . . ? N72 C71 S23 127.7(9) . . ? N71 C71 S23 124.4(9) . . ? C73 C72 N71 109.5(9) . . ? C72 C73 N72 108.2(10) . . ? C77 C74 C75 110.6(11) . . ? C77 C74 N72 108.9(10) . . ? C75 C74 N72 108.7(11) . . ? C77 C74 C76 113.3(12) . . ? C75 C74 C76 106.9(11) . . ? N72 C74 C76 108.4(10) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 24.18 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.571 _refine_diff_density_min -0.614 _refine_diff_density_rms 0.124 # Attachment 'BRTMNIS5(revised).CIF' data_brtmnis5 _database_code_depnum_ccdc_archive 'CCDC 661538' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H39 B Br Cl N6 Ni S3' _chemical_formula_weight 728.70 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' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 Hexagonal _symmetry_space_group_name_H-M P6(3) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' _cell_length_a 11.5255(3) _cell_length_b 11.5255(3) _cell_length_c 15.1930(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1747.81(13) _cell_formula_units_Z 2 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 4773 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 26.48 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.385 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 752 _exptl_absorpt_coefficient_mu 1.980 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.6929 _exptl_absorpt_correction_T_max 0.6929 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12392 _diffrn_reflns_av_R_equivalents 0.0393 _diffrn_reflns_av_sigmaI/netI 0.0350 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 28.29 _reflns_number_total 2791 _reflns_number_gt 2231 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0796P)^2^+3.0379P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.35(5) _refine_ls_number_reflns 2791 _refine_ls_number_parameters 111 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0799 _refine_ls_R_factor_gt 0.0572 _refine_ls_wR_factor_ref 0.1611 _refine_ls_wR_factor_gt 0.1435 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 Ni Ni 0.6667 0.3333 0.90491(9) 0.0392(3) Uani 1 3 d S . . Br Br 0.6667 0.3333 1.06064(7) 0.0698(5) Uani 1 3 d S . . Cl Cl 0.6667 0.3333 0.53945(17) 0.0537(7) Uani 1 3 d S . . S S 0.46263(18) 0.19661(19) 0.84094(17) 0.0474(4) Uani 1 1 d . . . B B 0.6667 0.3333 0.6625(8) 0.043(3) Uani 1 3 d S . . N1 N 0.5506(6) 0.3552(6) 0.6914(4) 0.0429(13) Uani 1 1 d . . . N2 N 0.3811(6) 0.3586(7) 0.7591(5) 0.0488(15) Uani 1 1 d . . . C1 C 0.4631(7) 0.3018(7) 0.7617(5) 0.0390(15) Uani 1 1 d . . . C2 C 0.5243(9) 0.4449(10) 0.6460(5) 0.053(2) Uani 1 1 d . . . H2A H 0.5698 0.4947 0.5959 0.063 Uiso 1 1 calc R . . C3 C 0.4211(9) 0.4471(9) 0.6873(6) 0.055(2) Uani 1 1 d . . . H3A H 0.3828 0.4991 0.6706 0.066 Uiso 1 1 calc R . . C4 C 0.2761(9) 0.3378(11) 0.8243(7) 0.066(3) Uani 1 1 d . . . C5 C 0.1742(8) 0.1923(8) 0.8339(8) 0.062(2) Uani 1 1 d . . . H5A H 0.1324 0.1566 0.7774 0.094 Uiso 1 1 calc R . . H5B H 0.1065 0.1820 0.8761 0.094 Uiso 1 1 calc R . . H5C H 0.2178 0.1439 0.8545 0.094 Uiso 1 1 calc R . . C6 C 0.3453(12) 0.3996(10) 0.9130(8) 0.082(3) Uani 1 1 d . . . H6A H 0.4107 0.4936 0.9046 0.123 Uiso 1 1 calc R . . H6B H 0.3899 0.3528 0.9346 0.123 Uiso 1 1 calc R . . H6C H 0.2787 0.3913 0.9555 0.123 Uiso 1 1 calc R . . C7 C 0.2066(13) 0.4135(11) 0.7922(10) 0.092(3) Uani 1 1 d . . . H7A H 0.2719 0.5081 0.7870 0.138 Uiso 1 1 calc R . . H7B H 0.1378 0.4015 0.8341 0.138 Uiso 1 1 calc R . . H7C H 0.1659 0.3789 0.7353 0.138 Uiso 1 1 calc R . . C1S C 0.188(2) 0.119(4) 0.584(2) 0.106(7) Uiso 0.33 1 d PG A -1 H1SA H 0.2801 0.1816 0.5867 0.127 Uiso 0.33 1 calc PR A -1 C2S C 0.144(3) -0.017(5) 0.583(2) 0.106(7) Uiso 0.33 1 d PG A -1 H2SA H 0.2063 -0.0470 0.5843 0.127 Uiso 0.33 1 calc PR A -1 C3S C 0.008(3) -0.110(3) 0.579(2) 0.106(7) Uiso 0.33 1 d PG A -1 H3SA H -0.0222 -0.2018 0.5781 0.127 Uiso 0.33 1 calc PR A -1 C4S C -0.0847(19) -0.065(4) 0.5769(17) 0.106(7) Uiso 0.33 1 d PG A -1 H4SA H -0.1769 -0.1278 0.5744 0.127 Uiso 0.33 1 calc PR A -1 C5S C -0.041(3) 0.071(4) 0.578(2) 0.106(7) Uiso 0.33 1 d PG A -1 H5SA H -0.1031 0.1008 0.5769 0.127 Uiso 0.33 1 calc PR A -1 C6S C 0.096(4) 0.163(3) 0.582(2) 0.106(7) Uiso 0.33 1 d PG A -1 H6SA H 0.1254 0.2556 0.5830 0.127 Uiso 0.33 1 calc PR A -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0395(5) 0.0395(5) 0.0385(7) 0.000 0.000 0.0198(2) Br 0.0860(7) 0.0860(7) 0.0374(6) 0.000 0.000 0.0430(4) Cl 0.0623(11) 0.0623(11) 0.0366(13) 0.000 0.000 0.0312(6) S 0.0381(8) 0.0478(10) 0.0496(8) 0.0064(9) 0.0032(9) 0.0163(7) B 0.048(5) 0.048(5) 0.032(5) 0.000 0.000 0.024(2) N1 0.038(3) 0.040(3) 0.048(3) 0.008(3) 0.000(3) 0.018(3) N2 0.034(3) 0.044(4) 0.075(4) 0.001(3) 0.002(3) 0.024(3) C1 0.029(3) 0.040(4) 0.050(4) -0.004(3) -0.003(3) 0.018(3) C2 0.057(5) 0.059(5) 0.055(4) 0.017(4) 0.013(4) 0.039(5) C3 0.056(5) 0.042(4) 0.071(5) 0.003(4) -0.013(4) 0.027(4) C4 0.046(4) 0.067(5) 0.090(7) -0.005(5) 0.013(5) 0.032(4) C5 0.039(4) 0.046(4) 0.090(6) -0.002(5) 0.008(5) 0.012(3) C6 0.064(6) 0.061(6) 0.101(8) -0.019(6) 0.024(6) 0.016(5) C7 0.066(7) 0.082(7) 0.151(10) 0.023(7) 0.039(7) 0.054(7) _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 Ni S 2.292(2) 2_655 ? Ni S 2.292(2) . ? Ni S 2.292(2) 3_665 ? Ni Br 2.3660(17) . ? Cl B 1.870(13) . ? S C1 1.707(8) . ? B N1 1.544(7) 2_655 ? B N1 1.544(7) 3_665 ? B N1 1.544(7) . ? N1 C1 1.384(10) . ? N1 C2 1.396(10) . ? N2 C1 1.394(9) . ? N2 C3 1.406(11) . ? N2 C4 1.487(10) . ? C2 C3 1.356(13) . ? C4 C5 1.498(13) . ? C4 C7 1.531(15) . ? C4 C6 1.546(15) . ? C1S C2S 1.3900 . ? C1S C6S 1.3900 . ? C2S C3S 1.3900 . ? C3S C4S 1.3900 . ? C4S C5S 1.3900 . ? C5S C6S 1.3900 . ? 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 S Ni S 103.31(8) 2_655 . ? S Ni S 103.31(8) 2_655 3_665 ? S Ni S 103.31(8) . 3_665 ? S Ni Br 115.09(7) 2_655 . ? S Ni Br 115.09(7) . . ? S Ni Br 115.09(7) 3_665 . ? C1 S Ni 100.0(3) . . ? N1 B N1 112.3(4) 2_655 3_665 ? N1 B N1 112.3(4) 2_655 . ? N1 B N1 112.3(4) 3_665 . ? N1 B Cl 106.5(5) 2_655 . ? N1 B Cl 106.5(5) 3_665 . ? N1 B Cl 106.5(5) . . ? C1 N1 C2 109.3(6) . . ? C1 N1 B 130.1(6) . . ? C2 N1 B 120.5(6) . . ? C1 N2 C3 108.0(6) . . ? C1 N2 C4 126.5(7) . . ? C3 N2 C4 125.4(7) . . ? N1 C1 N2 106.5(6) . . ? N1 C1 S 127.1(5) . . ? N2 C1 S 126.2(5) . . ? C3 C2 N1 107.6(7) . . ? C2 C3 N2 108.5(7) . . ? N2 C4 C5 111.4(8) . . ? N2 C4 C7 108.2(8) . . ? C5 C4 C7 109.2(8) . . ? N2 C4 C6 108.4(7) . . ? C5 C4 C6 111.5(9) . . ? C7 C4 C6 108.1(9) . . ? C2S C1S C6S 120.0 . . ? C1S C2S C3S 120.0 . . ? C4S C3S C2S 120.0 . . ? C3S C4S C5S 120.0 . . ? C6S C5S C4S 120.0 . . ? C5S C6S C1S 120.0 . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 28.29 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.812 _refine_diff_density_min -0.404 _refine_diff_density_rms 0.096 # Attachment 'FTMNIS10.cif' data_ftmnis10 _database_code_depnum_ccdc_archive 'CCDC 661539' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H39 B Cl F N6 Ni S3' _chemical_formula_weight 667.79 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P6(3) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' _cell_length_a 11.3970(3) _cell_length_b 11.3970(3) _cell_length_c 14.7256(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1656.47(11) _cell_formula_units_Z 2 _cell_measurement_temperature 125(2) _cell_measurement_reflns_used 9530 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 30.69 _exptl_crystal_description Block _exptl_crystal_colour Green _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.339 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 700 _exptl_absorpt_coefficient_mu 0.888 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8783 _exptl_absorpt_correction_T_max 0.8783 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 125(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 28599 _diffrn_reflns_av_R_equivalents 0.0345 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.38 _diffrn_reflns_theta_max 32.55 _reflns_number_total 3894 _reflns_number_gt 3436 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0418P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.001(9) _refine_ls_number_reflns 3894 _refine_ls_number_parameters 122 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0367 _refine_ls_R_factor_gt 0.0294 _refine_ls_wR_factor_ref 0.0705 _refine_ls_wR_factor_gt 0.0674 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 Ni Ni 0.6667 0.3333 0.238793(18) 0.02666(8) Uani 1 3 d S . . Cl Cl 0.6667 0.3333 0.08720(4) 0.03699(15) Uani 1 3 d S . . S S 0.45743(3) 0.20345(3) 0.30262(3) 0.02931(8) Uani 1 1 d . . . F F 0.6667 0.3333 0.58797(13) 0.0356(3) Uani 1 3 d S . . N1 N 0.54703(12) 0.35345(12) 0.45937(8) 0.0265(2) Uani 1 1 d . . . N2 N 0.37704(11) 0.36191(11) 0.39584(9) 0.0278(2) Uani 1 1 d . . . B B 0.6667 0.3333 0.48774(19) 0.0263(5) Uani 1 3 d S . . C1 C 0.46027(13) 0.30811(13) 0.38813(9) 0.0247(2) Uani 1 1 d . . . C2 C 0.51869(16) 0.43795(16) 0.51123(11) 0.0324(3) Uani 1 1 d . . . H2A H 0.5651 0.4844 0.5648 0.039 Uiso 1 1 calc R . . C3 C 0.41467(16) 0.44274(15) 0.47280(12) 0.0337(3) Uani 1 1 d . . . H3A H 0.3740 0.4926 0.4944 0.040 Uiso 1 1 calc R . . C4 C 0.26848(14) 0.34673(15) 0.33100(12) 0.0330(3) Uani 1 1 d . . . C5 C 0.19687(19) 0.41759(19) 0.37101(18) 0.0492(5) Uani 1 1 d . . . H5A H 0.2624 0.5140 0.3796 0.074 Uiso 1 1 calc R . . H5B H 0.1568 0.3766 0.4297 0.074 Uiso 1 1 calc R . . H5C H 0.1253 0.4077 0.3295 0.074 Uiso 1 1 calc R . . C6 C 0.33436(17) 0.41374(17) 0.24075(15) 0.0447(4) Uani 1 1 d . . . H6A H 0.4008 0.5094 0.2511 0.067 Uiso 1 1 calc R . . H6B H 0.2646 0.4067 0.1986 0.067 Uiso 1 1 calc R . . H6C H 0.3800 0.3680 0.2147 0.067 Uiso 1 1 calc R . . C7 C 0.16412(15) 0.19649(16) 0.31890(12) 0.0370(4) Uani 1 1 d . . . H7A H 0.1240 0.1571 0.3779 0.056 Uiso 1 1 calc R . . H7B H 0.2087 0.1491 0.2938 0.056 Uiso 1 1 calc R . . H7C H 0.0929 0.1871 0.2772 0.056 Uiso 1 1 calc R . . C1S C 0.0271(16) 0.1328(11) 0.0732(3) 0.175(6) Uani 1 1 d . . . H1SA H 0.0431 0.2229 0.0699 0.210 Uiso 1 1 calc R . . C2S C 0.1246(16) 0.1063(10) 0.0758(3) 0.190(5) Uani 1 1 d . . . H2SA H 0.2147 0.1804 0.0796 0.228 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 Ni 0.02808(10) 0.02808(10) 0.02383(14) 0.000 0.000 0.01404(5) Cl 0.0435(2) 0.0435(2) 0.0240(3) 0.000 0.000 0.02175(11) S 0.02498(15) 0.02814(16) 0.03105(16) -0.00645(14) -0.00158(14) 0.01046(13) F 0.0311(5) 0.0311(5) 0.0448(9) 0.000 0.000 0.0155(2) N1 0.0253(5) 0.0243(5) 0.0293(6) -0.0035(4) 0.0000(5) 0.0118(5) N2 0.0217(5) 0.0208(5) 0.0389(6) -0.0009(5) -0.0002(4) 0.0090(4) B 0.0272(8) 0.0272(8) 0.0245(13) 0.000 0.000 0.0136(4) C1 0.0213(6) 0.0210(6) 0.0296(6) 0.0007(4) 0.0020(5) 0.0089(5) C2 0.0321(7) 0.0296(7) 0.0354(7) -0.0086(6) -0.0004(6) 0.0154(6) C3 0.0302(7) 0.0257(7) 0.0462(9) -0.0074(6) -0.0001(6) 0.0147(6) C4 0.0228(6) 0.0240(6) 0.0479(8) 0.0042(6) -0.0038(6) 0.0085(5) C5 0.0324(8) 0.0365(8) 0.0839(15) -0.0046(9) -0.0091(9) 0.0212(7) C6 0.0340(8) 0.0365(8) 0.0523(10) 0.0148(8) -0.0044(8) 0.0091(6) C7 0.0229(6) 0.0263(7) 0.0511(10) 0.0018(6) -0.0032(6) 0.0042(5) C1S 0.324(16) 0.255(13) 0.044(2) 0.030(4) 0.009(4) 0.218(15) C2S 0.314(15) 0.140(6) 0.0384(19) -0.008(3) -0.020(4) 0.055(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni Cl 2.2323(7) . ? Ni S 2.2872(4) 2_655 ? Ni S 2.2872(4) 3_665 ? Ni S 2.2872(4) . ? S C1 1.7237(14) . ? F B 1.476(3) . ? N1 C1 1.3544(18) . ? N1 C2 1.3878(18) . ? N1 B 1.5488(14) . ? N2 C1 1.3675(18) . ? N2 C3 1.386(2) . ? N2 C4 1.5027(19) . ? B N1 1.5488(14) 2_655 ? B N1 1.5488(14) 3_665 ? C2 C3 1.339(2) . ? C4 C5 1.525(2) . ? C4 C6 1.530(3) . ? C4 C7 1.530(2) . ? C1S C2S 1.290(13) . ? C1S C2S 1.425(10) 2 ? C2S C1S 1.425(10) 3 ? 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 Cl Ni S 114.264(12) . 2_655 ? Cl Ni S 114.264(12) . 3_665 ? S Ni S 104.282(14) 2_655 3_665 ? Cl Ni S 114.264(12) . . ? S Ni S 104.282(14) 2_655 . ? S Ni S 104.282(14) 3_665 . ? C1 S Ni 101.51(5) . . ? C1 N1 C2 108.18(12) . . ? C1 N1 B 132.94(13) . . ? C2 N1 B 118.81(13) . . ? C1 N2 C3 108.20(12) . . ? C1 N2 C4 127.69(13) . . ? C3 N2 C4 124.00(12) . . ? F B N1 105.64(11) . 2_655 ? F B N1 105.64(11) . 3_665 ? N1 B N1 113.01(9) 2_655 3_665 ? F B N1 105.64(11) . . ? N1 B N1 113.01(9) 2_655 . ? N1 B N1 113.01(9) 3_665 . ? N1 C1 N2 107.61(12) . . ? N1 C1 S 125.97(10) . . ? N2 C1 S 126.42(11) . . ? C3 C2 N1 108.28(14) . . ? C2 C3 N2 107.73(13) . . ? N2 C4 C5 108.75(14) . . ? N2 C4 C6 108.92(12) . . ? C5 C4 C6 109.30(15) . . ? N2 C4 C7 109.71(12) . . ? C5 C4 C7 108.38(13) . . ? C6 C4 C7 111.74(15) . . ? C2S C1S C2S 115.8(12) . 2 ? C1S C2S C1S 124.1(12) . 3 ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 32.55 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.539 _refine_diff_density_min -0.253 _refine_diff_density_rms 0.052 # Attachment 'ITMNIS10.CIF' data_itmnis10 _database_code_depnum_ccdc_archive 'CCDC 661540' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H33 B Cl I N6 Ni S3' _chemical_formula_weight 697.58 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' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.1652(13) _cell_length_b 20.5848(19) _cell_length_c 20.5389(19) _cell_angle_alpha 90.00 _cell_angle_beta 92.282(2) _cell_angle_gamma 90.00 _cell_volume 5984.1(10) _cell_formula_units_Z 8 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 5689 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 22.72 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.549 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2816 _exptl_absorpt_coefficient_mu 2.000 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7535 _exptl_absorpt_correction_T_max 0.9066 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35650 _diffrn_reflns_av_R_equivalents 0.1003 _diffrn_reflns_av_sigmaI/netI 0.1772 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 28.36 _reflns_number_total 13803 _reflns_number_gt 5970 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0747P)^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 SHELXL _refine_ls_extinction_coef 0.00114(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 13803 _refine_ls_number_parameters 614 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1953 _refine_ls_R_factor_gt 0.0692 _refine_ls_wR_factor_ref 0.1858 _refine_ls_wR_factor_gt 0.1467 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.011 _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 1.47562(8) -0.94195(5) 2.24046(5) 0.0330(3) Uani 1 1 d . . . I1 I 1.47439(5) -1.00028(3) 2.34978(3) 0.0524(2) Uani 1 1 d . . . Cl1 Cl 1.43690(18) -0.83032(11) 1.99409(10) 0.0510(6) Uani 1 1 d . . . S11 S 1.44556(16) -1.01272(9) 2.15472(10) 0.0344(5) Uani 1 1 d . . . S12 S 1.35848(15) -0.86523(9) 2.22951(10) 0.0325(5) Uani 1 1 d . . . S13 S 1.60584(16) -0.88632(11) 2.20839(10) 0.0378(6) Uani 1 1 d . . . N11 N 1.3645(5) -0.9109(3) 2.0851(3) 0.0319(16) Uani 1 1 d . . . N12 N 1.2623(5) -0.9842(3) 2.1158(3) 0.0367(18) Uani 1 1 d . . . N13 N 1.4530(5) -0.8099(3) 2.1275(3) 0.0287(15) Uani 1 1 d . . . N14 N 1.4437(5) -0.7467(3) 2.2131(3) 0.0348(17) Uani 1 1 d . . . N15 N 1.5478(4) -0.9032(3) 2.0794(3) 0.0310(16) Uani 1 1 d . . . N16 N 1.6833(5) -0.9514(3) 2.1060(3) 0.0379(18) Uani 1 1 d . . . B1 B 1.4511(7) -0.8682(5) 2.0790(5) 0.037(2) Uani 1 1 d . . . C11 C 1.3557(6) -0.9688(4) 2.1177(4) 0.0299(19) Uani 1 1 d . . . C12 C 1.2749(6) -0.8901(4) 2.0661(4) 0.039(2) Uani 1 1 d . . . H12A H 1.2603 -0.8511 2.0441 0.047 Uiso 1 1 calc R . . C13 C 1.2117(7) -0.9348(5) 2.0841(4) 0.047(2) Uani 1 1 d . . . H13A H 1.1458 -0.9330 2.0767 0.056 Uiso 1 1 calc R . . C14 C 1.2159(7) -1.0437(5) 2.1465(4) 0.050(3) Uani 1 1 d . . . C15 C 1.1083(7) -1.0381(5) 2.1349(5) 0.071(3) Uani 1 1 d . . . H15A H 1.0929 -1.0390 2.0885 0.107 Uiso 1 1 calc R . . H15B H 1.0865 -0.9976 2.1532 0.107 Uiso 1 1 calc R . . H15C H 1.0776 -1.0742 2.1558 0.107 Uiso 1 1 calc R . . C16 C 1.2374(7) -1.0418(5) 2.2207(4) 0.062(3) Uani 1 1 d . . . H16A H 1.3051 -1.0449 2.2294 0.093 Uiso 1 1 calc R . . H16B H 1.2063 -1.0779 2.2412 0.093 Uiso 1 1 calc R . . H16C H 1.2144 -1.0012 2.2382 0.093 Uiso 1 1 calc R . . C17 C 1.2520(7) -1.1047(4) 2.1149(5) 0.061(3) Uani 1 1 d . . . H17A H 1.3199 -1.1076 2.1223 0.092 Uiso 1 1 calc R . . H17B H 1.2371 -1.1033 2.0684 0.092 Uiso 1 1 calc R . . H17C H 1.2222 -1.1424 2.1336 0.092 Uiso 1 1 calc R . . C21 C 1.4187(5) -0.8062(4) 2.1880(4) 0.0300(19) Uani 1 1 d . . . C22 C 1.5010(6) -0.7537(4) 2.1152(4) 0.046(2) Uani 1 1 d . . . H22A H 1.5327 -0.7439 2.0770 0.055 Uiso 1 1 calc R . . C23 C 1.4946(6) -0.7151(4) 2.1677(4) 0.044(2) Uani 1 1 d . . . H23A H 1.5208 -0.6733 2.1724 0.053 Uiso 1 1 calc R . . C24 C 1.4286(7) -0.7227(4) 2.2820(4) 0.044(2) Uani 1 1 d . . . C25 C 1.3233(7) -0.7192(5) 2.2923(5) 0.063(3) Uani 1 1 d . . . H25A H 1.2970 -0.7627 2.2913 0.094 Uiso 1 1 calc R . . H25B H 1.2931 -0.6933 2.2580 0.094 Uiso 1 1 calc R . . H25C H 1.3126 -0.6994 2.3342 0.094 Uiso 1 1 calc R . . C26 C 1.4684(8) -0.6517(4) 2.2861(5) 0.075(4) Uani 1 1 d . . . H26A H 1.5360 -0.6524 2.2804 0.113 Uiso 1 1 calc R . . H26B H 1.4557 -0.6333 2.3284 0.113 Uiso 1 1 calc R . . H26C H 1.4380 -0.6254 2.2521 0.113 Uiso 1 1 calc R . . C27 C 1.4854(7) -0.7651(5) 2.3298(5) 0.065(3) Uani 1 1 d . . . H27A H 1.4609 -0.8091 2.3281 0.097 Uiso 1 1 calc R . . H27B H 1.4805 -0.7479 2.3735 0.097 Uiso 1 1 calc R . . H27C H 1.5512 -0.7652 2.3182 0.097 Uiso 1 1 calc R . . C31 C 1.6120(6) -0.9144(4) 2.1290(3) 0.0301(19) Uani 1 1 d . . . C32 C 1.5780(6) -0.9376(4) 2.0271(4) 0.035(2) Uani 1 1 d . . . H32A H 1.5452 -0.9404 1.9865 0.042 Uiso 1 1 calc R . . C33 C 1.6586(7) -0.9662(5) 2.0412(4) 0.047(2) Uani 1 1 d . . . H33A H 1.6935 -0.9919 2.0130 0.056 Uiso 1 1 calc R . . C34 C 1.7701(6) -0.9747(5) 2.1422(4) 0.044(2) Uani 1 1 d . . . C35 C 1.7440(7) -1.0208(5) 2.1955(5) 0.055(3) Uani 1 1 d . . . H35A H 1.7095 -1.0573 2.1767 0.082 Uiso 1 1 calc R . . H35B H 1.7048 -0.9984 2.2260 0.082 Uiso 1 1 calc R . . H35C H 1.8010 -1.0363 2.2182 0.082 Uiso 1 1 calc R . . C36 C 1.8262(6) -0.9158(5) 2.1689(5) 0.063(3) Uani 1 1 d . . . H36A H 1.7880 -0.8918 2.1988 0.094 Uiso 1 1 calc R . . H36B H 1.8426 -0.8877 2.1331 0.094 Uiso 1 1 calc R . . H36C H 1.8835 -0.9306 2.1917 0.094 Uiso 1 1 calc R . . C37 C 1.8313(7) -1.0110(5) 2.0954(5) 0.072(3) Uani 1 1 d . . . H37A H 1.7973 -1.0487 2.0785 0.108 Uiso 1 1 calc R . . H37B H 1.8891 -1.0250 2.1182 0.108 Uiso 1 1 calc R . . H37C H 1.8467 -0.9826 2.0597 0.108 Uiso 1 1 calc R . . Ni2 Ni 0.98799(7) -0.74005(5) 1.94187(5) 0.0317(3) Uani 1 1 d . . . I2 I 0.99658(5) -0.84436(3) 2.00866(3) 0.0616(2) Uani 1 1 d . . . Cl2 Cl 0.98097(17) -0.49649(10) 1.82387(11) 0.0468(6) Uani 1 1 d . . . S21 S 0.89185(15) -0.73171(10) 1.84920(10) 0.0359(5) Uani 1 1 d . . . S22 S 0.94018(15) -0.65591(10) 2.00587(10) 0.0343(5) Uani 1 1 d . . . S23 S 1.12990(14) -0.70630(10) 1.90356(10) 0.0340(5) Uani 1 1 d . . . N21 N 0.9990(4) -0.6288(3) 1.8086(3) 0.0312(16) Uani 1 1 d . . . N22 N 1.0104(5) -0.7171(3) 1.7474(3) 0.0360(17) Uani 1 1 d . . . N23 N 0.8867(4) -0.5883(3) 1.8939(3) 0.0270(15) Uani 1 1 d . . . N24 N 0.7672(4) -0.6183(3) 1.9522(3) 0.0308(16) Uani 1 1 d . . . N25 N 1.0690(4) -0.5781(3) 1.9131(3) 0.0303(16) Uani 1 1 d . . . N26 N 1.1932(5) -0.6019(3) 1.9755(3) 0.0364(18) Uani 1 1 d . . . B2 B 0.9848(6) -0.5804(4) 1.8644(4) 0.030(2) Uani 1 1 d . . . C41 C 0.9661(6) -0.6919(4) 1.8001(4) 0.033(2) Uani 1 1 d . . . C42 C 1.0630(6) -0.6167(4) 1.7614(4) 0.042(2) Uani 1 1 d . . . H42A H 1.0965 -0.5777 1.7562 0.051 Uiso 1 1 calc R . . C43 C 1.0696(7) -0.6698(4) 1.7239(4) 0.044(2) Uani 1 1 d . . . H43A H 1.1079 -0.6741 1.6878 0.053 Uiso 1 1 calc R . . C44 C 1.0009(7) -0.7853(4) 1.7214(4) 0.048(2) Uani 1 1 d . . . C45 C 1.0606(8) -0.7909(5) 1.6614(5) 0.067(3) Uani 1 1 d . . . H45A H 1.1265 -0.7836 1.6738 0.101 Uiso 1 1 calc R . . H45B H 1.0399 -0.7588 1.6294 0.101 Uiso 1 1 calc R . . H45C H 1.0533 -0.8341 1.6428 0.101 Uiso 1 1 calc R . . C46 C 0.8985(8) -0.7970(5) 1.6998(5) 0.073(3) Uani 1 1 d . . . H46A H 0.8590 -0.7938 1.7372 0.110 Uiso 1 1 calc R . . H46B H 0.8922 -0.8400 1.6808 0.110 Uiso 1 1 calc R . . H46C H 0.8789 -0.7646 1.6678 0.110 Uiso 1 1 calc R . . C47 C 1.0382(8) -0.8316(4) 1.7725(5) 0.064(3) Uani 1 1 d . . . H47A H 1.0005 -0.8284 1.8107 0.096 Uiso 1 1 calc R . . H47B H 1.1034 -0.8209 1.7841 0.096 Uiso 1 1 calc R . . H47C H 1.0349 -0.8756 1.7556 0.096 Uiso 1 1 calc R . . C51 C 0.8624(6) -0.6191(3) 1.9497(4) 0.0270(18) Uani 1 1 d . . . C52 C 0.8040(6) -0.5693(4) 1.8617(4) 0.034(2) Uani 1 1 d . . . H52A H 0.7993 -0.5473 1.8216 0.040 Uiso 1 1 calc R . . C53 C 0.7327(6) -0.5871(4) 1.8966(4) 0.039(2) Uani 1 1 d . . . H53A H 0.6685 -0.5798 1.8855 0.046 Uiso 1 1 calc R . . C54 C 0.7066(6) -0.6503(4) 2.0011(5) 0.047(2) Uani 1 1 d . . . C55 C 0.7199(8) -0.7223(5) 1.9980(6) 0.085(4) Uani 1 1 d . . . H55A H 0.7013 -0.7378 1.9547 0.128 Uiso 1 1 calc R . . H55B H 0.6812 -0.7432 2.0299 0.128 Uiso 1 1 calc R . . H55C H 0.7858 -0.7328 2.0074 0.128 Uiso 1 1 calc R . . C56 C 0.6039(6) -0.6319(5) 1.9872(5) 0.065(3) Uani 1 1 d . . . H56A H 0.5831 -0.6488 1.9449 0.098 Uiso 1 1 calc R . . H56B H 0.5977 -0.5850 1.9872 0.098 Uiso 1 1 calc R . . H56C H 0.5652 -0.6502 2.0206 0.098 Uiso 1 1 calc R . . C57 C 0.7351(7) -0.6227(6) 2.0698(5) 0.075(4) Uani 1 1 d . . . H57A H 0.8006 -0.6333 2.0805 0.113 Uiso 1 1 calc R . . H57B H 0.6952 -0.6418 2.1020 0.113 Uiso 1 1 calc R . . H57C H 0.7272 -0.5759 2.0697 0.113 Uiso 1 1 calc R . . C61 C 1.1320(5) -0.6271(4) 1.9304(4) 0.0262(18) Uani 1 1 d . . . C62 C 1.0913(6) -0.5252(4) 1.9503(4) 0.040(2) Uani 1 1 d . . . H62A H 1.0586 -0.4855 1.9494 0.048 Uiso 1 1 calc R . . C63 C 1.1673(7) -0.5391(4) 1.9882(5) 0.053(3) Uani 1 1 d . . . H63A H 1.1977 -0.5108 2.0182 0.063 Uiso 1 1 calc R . . C64 C 1.2800(6) -0.6356(4) 2.0068(5) 0.043(2) Uani 1 1 d . . . C65 C 1.3335(8) -0.5872(5) 2.0493(6) 0.106(5) Uani 1 1 d . . . H65A H 1.2932 -0.5718 2.0831 0.158 Uiso 1 1 calc R . . H65B H 1.3527 -0.5508 2.0229 0.158 Uiso 1 1 calc R . . H65C H 1.3891 -0.6079 2.0691 0.158 Uiso 1 1 calc R . . C66 C 1.3429(6) -0.6596(5) 1.9539(5) 0.056(3) Uani 1 1 d . . . H66A H 1.3633 -0.6230 1.9282 0.084 Uiso 1 1 calc R . . H66B H 1.3080 -0.6899 1.9260 0.084 Uiso 1 1 calc R . . H66C H 1.3977 -0.6812 1.9737 0.084 Uiso 1 1 calc R . . C67 C 1.2462(7) -0.6920(5) 2.0488(5) 0.069(3) Uani 1 1 d . . . H67A H 1.2061 -0.6754 2.0821 0.103 Uiso 1 1 calc R . . H67B H 1.3004 -0.7138 2.0692 0.103 Uiso 1 1 calc R . . H67C H 1.2107 -0.7226 2.0215 0.103 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 0.0421(7) 0.0278(6) 0.0289(6) 0.0028(5) 0.0008(5) 0.0005(5) I1 0.0690(5) 0.0518(4) 0.0360(3) 0.0141(3) -0.0042(3) -0.0051(3) Cl1 0.0737(18) 0.0479(15) 0.0312(12) 0.0109(10) 0.0010(12) 0.0128(13) S11 0.0446(14) 0.0218(12) 0.0366(12) 0.0002(9) -0.0035(10) 0.0062(9) S12 0.0391(13) 0.0213(11) 0.0379(12) -0.0029(9) 0.0103(10) -0.0040(9) S13 0.0410(14) 0.0451(14) 0.0272(11) -0.0063(10) 0.0007(10) -0.0044(11) N11 0.034(4) 0.025(4) 0.035(4) -0.003(3) -0.006(3) 0.009(3) N12 0.035(4) 0.033(4) 0.043(4) -0.006(3) 0.000(3) -0.007(3) N13 0.041(4) 0.018(4) 0.028(4) 0.004(3) 0.007(3) 0.002(3) N14 0.043(4) 0.025(4) 0.037(4) -0.004(3) 0.010(3) -0.005(3) N15 0.037(4) 0.031(4) 0.025(4) -0.002(3) 0.005(3) 0.001(3) N16 0.027(4) 0.051(5) 0.036(4) -0.011(3) 0.002(3) -0.002(3) B1 0.051(7) 0.027(5) 0.032(6) 0.007(4) 0.003(5) 0.004(5) C11 0.033(5) 0.028(5) 0.029(4) -0.014(4) -0.003(4) 0.002(4) C12 0.037(6) 0.036(5) 0.043(5) -0.001(4) -0.009(4) 0.012(4) C13 0.043(6) 0.056(7) 0.040(5) -0.003(5) -0.013(5) 0.014(5) C14 0.051(7) 0.046(6) 0.052(6) -0.006(5) 0.008(5) -0.022(5) C15 0.045(7) 0.072(8) 0.097(9) -0.011(7) 0.011(6) -0.020(6) C16 0.064(7) 0.063(7) 0.060(7) -0.003(5) 0.019(6) -0.019(6) C17 0.067(7) 0.030(6) 0.087(8) -0.012(5) 0.013(6) -0.012(5) C21 0.034(5) 0.020(4) 0.035(5) 0.000(3) 0.000(4) 0.002(4) C22 0.055(6) 0.037(6) 0.046(6) 0.011(4) 0.009(5) -0.010(5) C23 0.054(6) 0.031(5) 0.049(6) -0.002(4) 0.015(5) -0.015(4) C24 0.054(6) 0.031(5) 0.049(6) -0.014(4) 0.014(5) -0.014(4) C25 0.071(8) 0.046(6) 0.074(7) -0.027(5) 0.036(6) 0.004(5) C26 0.111(10) 0.034(6) 0.082(8) -0.027(5) 0.016(7) -0.027(6) C27 0.077(8) 0.073(8) 0.044(6) -0.007(5) -0.008(6) -0.025(6) C31 0.037(5) 0.030(5) 0.023(4) 0.006(3) 0.002(4) -0.008(4) C32 0.028(5) 0.052(6) 0.024(4) -0.010(4) 0.000(4) -0.007(4) C33 0.048(6) 0.057(6) 0.035(5) -0.022(5) -0.002(5) 0.010(5) C34 0.034(6) 0.050(6) 0.046(6) -0.012(5) -0.008(5) 0.002(4) C35 0.053(7) 0.049(6) 0.061(7) 0.006(5) -0.011(5) 0.005(5) C36 0.037(6) 0.086(8) 0.064(7) -0.002(6) -0.017(5) -0.003(5) C37 0.040(6) 0.099(10) 0.077(8) -0.024(7) -0.013(6) 0.024(6) Ni2 0.0361(6) 0.0219(6) 0.0370(6) 0.0024(5) 0.0016(5) 0.0010(5) I2 0.0838(5) 0.0323(4) 0.0671(5) 0.0167(3) -0.0152(4) 0.0014(3) Cl2 0.0555(15) 0.0273(12) 0.0574(14) 0.0131(11) 0.0002(12) -0.0017(11) S21 0.0396(13) 0.0325(12) 0.0357(12) -0.0013(9) 0.0018(10) -0.0098(10) S22 0.0383(13) 0.0325(12) 0.0321(12) 0.0021(9) 0.0005(10) 0.0102(10) S23 0.0288(12) 0.0240(11) 0.0493(13) -0.0077(10) 0.0023(10) -0.0015(9) N21 0.031(4) 0.030(4) 0.033(4) 0.003(3) 0.001(3) 0.005(3) N22 0.049(5) 0.036(4) 0.023(4) -0.001(3) 0.003(3) 0.000(3) N23 0.021(4) 0.026(4) 0.034(4) 0.003(3) -0.001(3) 0.003(3) N24 0.022(4) 0.037(4) 0.034(4) 0.004(3) 0.002(3) -0.002(3) N25 0.037(4) 0.015(3) 0.040(4) -0.009(3) 0.001(3) 0.002(3) N26 0.035(4) 0.023(4) 0.051(4) -0.016(3) -0.013(4) 0.009(3) B2 0.026(5) 0.030(5) 0.033(5) 0.003(4) -0.004(4) 0.000(4) C41 0.046(6) 0.029(5) 0.024(4) -0.004(4) -0.004(4) 0.001(4) C42 0.042(6) 0.036(6) 0.049(6) -0.002(4) 0.005(5) 0.001(4) C43 0.064(7) 0.048(6) 0.023(5) 0.004(4) 0.026(4) -0.003(5) C44 0.063(7) 0.048(6) 0.032(5) -0.016(4) 0.007(5) 0.001(5) C45 0.092(9) 0.057(7) 0.054(7) -0.004(5) 0.020(6) 0.002(6) C46 0.095(9) 0.066(8) 0.057(7) -0.022(6) -0.021(6) -0.031(6) C47 0.093(9) 0.037(6) 0.063(7) -0.012(5) 0.016(6) -0.001(6) C51 0.034(5) 0.020(4) 0.028(4) -0.002(3) 0.007(4) -0.006(3) C52 0.036(5) 0.040(5) 0.024(4) -0.001(4) -0.007(4) 0.008(4) C53 0.036(5) 0.035(5) 0.045(5) -0.001(4) 0.000(5) 0.005(4) C54 0.035(6) 0.035(6) 0.071(7) 0.017(5) 0.013(5) 0.004(4) C55 0.063(8) 0.054(8) 0.142(11) 0.031(7) 0.048(8) 0.005(6) C56 0.036(6) 0.059(7) 0.101(9) 0.021(6) 0.017(6) -0.004(5) C57 0.064(8) 0.113(10) 0.052(7) 0.030(7) 0.032(6) 0.031(7) C61 0.020(4) 0.027(4) 0.032(4) -0.002(4) 0.008(4) -0.001(3) C62 0.037(5) 0.021(5) 0.062(6) -0.016(4) 0.001(5) -0.002(4) C63 0.056(7) 0.033(6) 0.067(7) -0.021(5) -0.023(5) 0.008(5) C64 0.032(5) 0.030(5) 0.064(6) -0.007(5) -0.015(5) 0.002(4) C65 0.107(11) 0.064(8) 0.138(12) -0.036(8) -0.084(9) 0.036(7) C66 0.030(6) 0.060(7) 0.080(7) 0.014(6) 0.018(5) -0.001(5) C67 0.062(7) 0.080(8) 0.065(7) 0.026(6) 0.000(6) 0.013(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S13 2.290(2) . ? Ni1 S12 2.295(2) . ? Ni1 S11 2.312(2) . ? Ni1 I1 2.5470(11) . ? Cl1 B1 1.914(9) . ? S11 C11 1.714(8) . ? S12 C21 1.729(8) . ? S13 C31 1.736(8) . ? N11 C11 1.376(10) . ? N11 C12 1.381(10) . ? N11 B1 1.518(12) . ? N12 C11 1.360(10) . ? N12 C13 1.390(10) . ? N12 C14 1.537(11) . ? N13 C21 1.354(9) . ? N13 C22 1.372(10) . ? N13 B1 1.559(11) . ? N14 C23 1.366(10) . ? N14 C21 1.369(9) . ? N14 C24 1.522(10) . ? N15 C31 1.358(9) . ? N15 C32 1.370(9) . ? N15 B1 1.547(12) . ? N16 C31 1.364(10) . ? N16 C33 1.396(10) . ? N16 C34 1.490(10) . ? C12 C13 1.345(12) . ? C14 C17 1.511(12) . ? C14 C15 1.538(13) . ? C14 C16 1.544(12) . ? C22 C23 1.347(12) . ? C24 C25 1.516(12) . ? C24 C27 1.519(13) . ? C24 C26 1.568(11) . ? C32 C33 1.306(11) . ? C34 C35 1.506(12) . ? C34 C37 1.517(13) . ? C34 C36 1.540(12) . ? Ni2 S22 2.293(2) . ? Ni2 S23 2.295(2) . ? Ni2 S21 2.302(2) . ? Ni2 I2 2.5483(12) . ? Cl2 B2 1.918(9) . ? S21 C41 1.697(9) . ? S22 C51 1.737(8) . ? S23 C61 1.721(8) . ? N21 C42 1.376(10) . ? N21 C41 1.389(9) . ? N21 B2 1.538(11) . ? N22 C41 1.373(10) . ? N22 C43 1.385(10) . ? N22 C44 1.508(11) . ? N23 C51 1.368(9) . ? N23 C52 1.379(9) . ? N23 B2 1.546(11) . ? N24 C51 1.351(9) . ? N24 C53 1.383(10) . ? N24 C54 1.501(10) . ? N25 C62 1.360(9) . ? N25 C61 1.383(9) . ? N25 B2 1.525(10) . ? N26 C61 1.346(9) . ? N26 C63 1.373(10) . ? N26 C64 1.531(10) . ? C42 C43 1.342(11) . ? C44 C47 1.499(12) . ? C44 C46 1.518(13) . ? C44 C45 1.526(12) . ? C52 C53 1.313(11) . ? C54 C55 1.497(13) . ? C54 C56 1.519(12) . ? C54 C57 1.559(13) . ? C62 C63 1.334(11) . ? C64 C65 1.509(12) . ? C64 C66 1.515(12) . ? C64 C67 1.534(13) . ? 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 S13 Ni1 S12 102.43(9) . . ? S13 Ni1 S11 102.83(9) . . ? S12 Ni1 S11 104.38(8) . . ? S13 Ni1 I1 121.54(7) . . ? S12 Ni1 I1 112.36(7) . . ? S11 Ni1 I1 111.53(7) . . ? C11 S11 Ni1 96.7(3) . . ? C21 S12 Ni1 99.4(3) . . ? C31 S13 Ni1 100.1(3) . . ? C11 N11 C12 107.8(7) . . ? C11 N11 B1 129.1(7) . . ? C12 N11 B1 122.3(7) . . ? C11 N12 C13 109.0(7) . . ? C11 N12 C14 127.2(7) . . ? C13 N12 C14 123.7(8) . . ? C21 N13 C22 108.7(7) . . ? C21 N13 B1 129.3(6) . . ? C22 N13 B1 121.8(7) . . ? C23 N14 C21 107.7(7) . . ? C23 N14 C24 125.3(7) . . ? C21 N14 C24 126.6(7) . . ? C31 N15 C32 106.2(6) . . ? C31 N15 B1 130.5(7) . . ? C32 N15 B1 122.8(7) . . ? C31 N16 C33 106.9(7) . . ? C31 N16 C34 127.9(7) . . ? C33 N16 C34 125.2(7) . . ? N11 B1 N15 116.7(7) . . ? N11 B1 N13 112.7(7) . . ? N15 B1 N13 111.2(7) . . ? N11 B1 Cl1 104.8(6) . . ? N15 B1 Cl1 104.8(6) . . ? N13 B1 Cl1 105.5(5) . . ? N12 C11 N11 107.1(7) . . ? N12 C11 S11 126.5(6) . . ? N11 C11 S11 126.4(6) . . ? C13 C12 N11 108.9(8) . . ? C12 C13 N12 107.0(8) . . ? C17 C14 N12 109.2(7) . . ? C17 C14 C15 110.2(8) . . ? N12 C14 C15 108.3(8) . . ? C17 C14 C16 112.9(9) . . ? N12 C14 C16 108.3(7) . . ? C15 C14 C16 107.8(8) . . ? N13 C21 N14 107.5(7) . . ? N13 C21 S12 127.9(6) . . ? N14 C21 S12 124.6(6) . . ? C23 C22 N13 107.4(8) . . ? C22 C23 N14 108.7(7) . . ? C25 C24 C27 115.9(8) . . ? C25 C24 N14 108.6(7) . . ? C27 C24 N14 108.9(7) . . ? C25 C24 C26 107.6(8) . . ? C27 C24 C26 108.7(8) . . ? N14 C24 C26 106.8(7) . . ? N15 C31 N16 108.6(6) . . ? N15 C31 S13 126.2(6) . . ? N16 C31 S13 125.2(6) . . ? C33 C32 N15 110.9(7) . . ? C32 C33 N16 107.3(8) . . ? N16 C34 C35 110.1(7) . . ? N16 C34 C37 108.9(7) . . ? C35 C34 C37 108.2(8) . . ? N16 C34 C36 109.2(7) . . ? C35 C34 C36 112.0(8) . . ? C37 C34 C36 108.3(8) . . ? S22 Ni2 S23 104.51(8) . . ? S22 Ni2 S21 103.84(8) . . ? S23 Ni2 S21 101.03(9) . . ? S22 Ni2 I2 109.68(7) . . ? S23 Ni2 I2 114.57(7) . . ? S21 Ni2 I2 121.46(7) . . ? C41 S21 Ni2 99.6(3) . . ? C51 S22 Ni2 98.2(3) . . ? C61 S23 Ni2 100.4(3) . . ? C42 N21 C41 107.9(7) . . ? C42 N21 B2 121.2(7) . . ? C41 N21 B2 130.2(7) . . ? C41 N22 C43 108.2(7) . . ? C41 N22 C44 126.5(7) . . ? C43 N22 C44 125.3(7) . . ? C51 N23 C52 107.2(6) . . ? C51 N23 B2 129.6(6) . . ? C52 N23 B2 122.9(6) . . ? C51 N24 C53 107.2(7) . . ? C51 N24 C54 128.2(7) . . ? C53 N24 C54 124.4(7) . . ? C62 N25 C61 107.8(6) . . ? C62 N25 B2 123.4(7) . . ? C61 N25 B2 128.7(6) . . ? C61 N26 C63 108.9(7) . . ? C61 N26 C64 126.8(6) . . ? C63 N26 C64 124.3(7) . . ? N25 B2 N21 112.8(6) . . ? N25 B2 N23 116.0(7) . . ? N21 B2 N23 111.7(6) . . ? N25 B2 Cl2 105.4(5) . . ? N21 B2 Cl2 105.1(5) . . ? N23 B2 Cl2 104.7(5) . . ? N22 C41 N21 106.9(7) . . ? N22 C41 S21 126.8(6) . . ? N21 C41 S21 126.1(6) . . ? C43 C42 N21 108.6(8) . . ? C42 C43 N22 108.4(8) . . ? C47 C44 N22 108.7(7) . . ? C47 C44 C46 114.2(9) . . ? N22 C44 C46 108.8(8) . . ? C47 C44 C45 109.0(8) . . ? N22 C44 C45 108.2(8) . . ? C46 C44 C45 107.8(8) . . ? N24 C51 N23 108.1(6) . . ? N24 C51 S22 126.0(6) . . ? N23 C51 S22 125.8(6) . . ? C53 C52 N23 108.5(7) . . ? C52 C53 N24 109.0(7) . . ? C55 C54 N24 109.2(8) . . ? C55 C54 C56 111.1(8) . . ? N24 C54 C56 109.5(7) . . ? C55 C54 C57 111.8(9) . . ? N24 C54 C57 108.2(7) . . ? C56 C54 C57 106.9(8) . . ? N26 C61 N25 106.7(6) . . ? N26 C61 S23 126.0(6) . . ? N25 C61 S23 127.2(6) . . ? C63 C62 N25 108.7(7) . . ? C62 C63 N26 107.8(7) . . ? C65 C64 C66 109.5(9) . . ? C65 C64 N26 108.7(7) . . ? C66 C64 N26 109.4(7) . . ? C65 C64 C67 109.7(9) . . ? C66 C64 C67 111.2(8) . . ? N26 C64 C67 108.3(7) . . ? _diffrn_measured_fraction_theta_max 0.923 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.923 _refine_diff_density_max 1.406 _refine_diff_density_min -0.702 _refine_diff_density_rms 0.150 # Attachment 'NINIS10(revised).CIF' data_ninis10 _database_code_depnum_ccdc_archive 'CCDC 661541' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H39 B I N7 Ni S4' _chemical_formula_weight 798.32 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.5227(4) _cell_length_b 11.0009(5) _cell_length_c 16.8869(7) _cell_angle_alpha 77.0800(10) _cell_angle_beta 89.1590(10) _cell_angle_gamma 70.9410(10) _cell_volume 1797.27(13) _cell_formula_units_Z 2 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 5218 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 28.20 _exptl_crystal_description Block _exptl_crystal_colour Orange _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.475 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 812 _exptl_absorpt_coefficient_mu 1.660 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7325 _exptl_absorpt_correction_T_max 0.8516 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12961 _diffrn_reflns_av_R_equivalents 0.0188 _diffrn_reflns_av_sigmaI/netI 0.0379 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 28.31 _reflns_number_total 8122 _reflns_number_gt 5748 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0482P)^2^+5.0860P] 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 8122 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_gt 0.0557 _refine_ls_wR_factor_ref 0.1451 _refine_ls_wR_factor_gt 0.1284 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group I I 0.14087(6) -0.34494(5) 0.36445(3) 0.0961(2) Uani 1 1 d . . . Ni Ni 0.20220(6) -0.14264(6) 0.29533(3) 0.03927(15) Uani 1 1 d . . . S1 S 0.36292(13) -0.16577(11) 0.20157(7) 0.0438(3) Uani 1 1 d . . . S2 S 0.28294(11) -0.07426(11) 0.39730(6) 0.0394(2) Uani 1 1 d . . . S3 S 0.03541(12) 0.04576(11) 0.22904(7) 0.0413(3) Uani 1 1 d . . . S4 S 0.4207(3) 0.4807(2) 0.1213(2) 0.1427(12) Uani 1 1 d . . . N11 N 0.2853(4) 0.1049(3) 0.1477(2) 0.0383(8) Uani 1 1 d . . . N12 N 0.2673(4) 0.0043(4) 0.0519(2) 0.0411(8) Uani 1 1 d . . . N21 N 0.4240(4) 0.0420(4) 0.2843(2) 0.0371(8) Uani 1 1 d . . . N22 N 0.5535(4) -0.1234(4) 0.3783(2) 0.0404(8) Uani 1 1 d . . . N31 N 0.1755(4) 0.1991(3) 0.2677(2) 0.0363(8) Uani 1 1 d . . . N32 N -0.0234(4) 0.2358(4) 0.3187(2) 0.0417(8) Uani 1 1 d . . . N41 N 0.3561(4) 0.2659(4) 0.1985(3) 0.0494(10) Uani 1 1 d . . . B B 0.3080(5) 0.1476(5) 0.2263(3) 0.0378(11) Uani 1 1 d . . . C11 C 0.3059(4) -0.0156(4) 0.1319(3) 0.0371(9) Uani 1 1 d . . . C12 C 0.2298(5) 0.1996(5) 0.0767(3) 0.0466(11) Uani 1 1 d . . . H12A H 0.2033 0.2916 0.0707 0.056 Uiso 1 1 calc R . . C13 C 0.2203(5) 0.1383(5) 0.0186(3) 0.0475(11) Uani 1 1 d . . . H13A H 0.1875 0.1793 -0.0356 0.057 Uiso 1 1 calc R . . C14 C 0.2762(5) -0.0991(5) 0.0045(3) 0.0483(11) Uani 1 1 d . . . C15 C 0.2293(7) -0.0290(7) -0.0840(3) 0.0708(17) Uani 1 1 d . . . H15A H 0.1359 0.0273 -0.0869 0.106 Uiso 1 1 calc R . . H15B H 0.2373 -0.0942 -0.1158 0.106 Uiso 1 1 calc R . . H15C H 0.2847 0.0245 -0.1057 0.106 Uiso 1 1 calc R . . C16 C 0.4226(6) -0.1871(6) 0.0086(4) 0.0677(16) Uani 1 1 d . . . H16A H 0.4773 -0.1339 -0.0148 0.102 Uiso 1 1 calc R . . H16B H 0.4301 -0.2541 -0.0218 0.102 Uiso 1 1 calc R . . H16C H 0.4536 -0.2295 0.0649 0.102 Uiso 1 1 calc R . . C17 C 0.1838(6) -0.1766(6) 0.0395(4) 0.0666(15) Uani 1 1 d . . . H17A H 0.0918 -0.1168 0.0352 0.100 Uiso 1 1 calc R . . H17B H 0.2116 -0.2189 0.0963 0.100 Uiso 1 1 calc R . . H17C H 0.1894 -0.2433 0.0093 0.100 Uiso 1 1 calc R . . C21 C 0.4240(4) -0.0515(4) 0.3525(2) 0.0360(9) Uani 1 1 d . . . C22 C 0.5567(5) 0.0241(5) 0.2674(3) 0.0477(11) Uani 1 1 d . . . H22A H 0.5864 0.0741 0.2230 0.057 Uiso 1 1 calc R . . C23 C 0.6359(5) -0.0756(5) 0.3244(3) 0.0483(11) Uani 1 1 d . . . H23A H 0.7306 -0.1076 0.3274 0.058 Uiso 1 1 calc R . . C24 C 0.6039(5) -0.2408(5) 0.4498(3) 0.0476(11) Uani 1 1 d . . . C25 C 0.5534(6) -0.3506(5) 0.4358(4) 0.0635(15) Uani 1 1 d . . . H25A H 0.4557 -0.3199 0.4329 0.095 Uiso 1 1 calc R . . H25B H 0.5874 -0.4278 0.4805 0.095 Uiso 1 1 calc R . . H25C H 0.5850 -0.3738 0.3852 0.095 Uiso 1 1 calc R . . C26 C 0.7581(6) -0.2912(6) 0.4545(4) 0.0719(17) Uani 1 1 d . . . H26A H 0.7894 -0.3193 0.4051 0.108 Uiso 1 1 calc R . . H26B H 0.7914 -0.3653 0.5011 0.108 Uiso 1 1 calc R . . H26C H 0.7912 -0.2208 0.4603 0.108 Uiso 1 1 calc R . . C27 C 0.5564(6) -0.1983(6) 0.5280(3) 0.0610(14) Uani 1 1 d . . . H27A H 0.4587 -0.1659 0.5256 0.091 Uiso 1 1 calc R . . H27B H 0.5903 -0.1287 0.5343 0.091 Uiso 1 1 calc R . . H27C H 0.5900 -0.2734 0.5741 0.091 Uiso 1 1 calc R . . C31 C 0.0627(4) 0.1637(4) 0.2726(2) 0.0366(9) Uani 1 1 d . . . C32 C 0.1577(5) 0.2941(5) 0.3124(3) 0.0469(11) Uani 1 1 d . . . H32A H 0.2204 0.3356 0.3197 0.056 Uiso 1 1 calc R . . C33 C 0.0379(5) 0.3169(5) 0.3431(3) 0.0513(12) Uani 1 1 d . . . H33A H 0.0008 0.3772 0.3757 0.062 Uiso 1 1 calc R . . C34 C -0.1567(5) 0.2241(5) 0.3455(3) 0.0489(11) Uani 1 1 d . . . C35 C -0.2207(7) 0.3303(7) 0.3933(5) 0.085(2) Uani 1 1 d . . . H35A H -0.1619 0.3162 0.4406 0.127 Uiso 1 1 calc R . . H35B H -0.3072 0.3247 0.4107 0.127 Uiso 1 1 calc R . . H35C H -0.2333 0.4171 0.3587 0.127 Uiso 1 1 calc R . . C36 C -0.1327(6) 0.0886(6) 0.4008(3) 0.0668(16) Uani 1 1 d . . . H36A H -0.0934 0.0212 0.3707 0.100 Uiso 1 1 calc R . . H36B H -0.2177 0.0816 0.4205 0.100 Uiso 1 1 calc R . . H36C H -0.0716 0.0762 0.4467 0.100 Uiso 1 1 calc R . . C37 C -0.2515(5) 0.2502(6) 0.2719(3) 0.0594(14) Uani 1 1 d . . . H37A H -0.2140 0.1837 0.2409 0.089 Uiso 1 1 calc R . . H37B H -0.2627 0.3371 0.2378 0.089 Uiso 1 1 calc R . . H37C H -0.3384 0.2464 0.2900 0.089 Uiso 1 1 calc R . . C41 C 0.3834(5) 0.3565(5) 0.1677(4) 0.0606(14) Uani 1 1 d . . . C1S C 0.2305(12) 0.4564(13) -0.1164(7) 0.134(5) Uani 1 1 d . . . H1SA H 0.2968 0.4832 -0.0957 0.160 Uiso 1 1 calc R . . C2S C 0.2656(12) 0.3742(14) -0.1687(9) 0.165(8) Uani 1 1 d . . . H2SA H 0.3542 0.3431 -0.1846 0.198 Uiso 1 1 calc R . . C3S C 0.157(2) 0.3382(10) -0.1980(5) 0.155(6) Uani 1 1 d . . . H3SA H 0.1724 0.2834 -0.2350 0.187 Uiso 1 1 calc R . . C4S C 0.0338(13) 0.3857(10) -0.1705(6) 0.116(3) Uani 1 1 d . . . H4SA H -0.0373 0.3619 -0.1879 0.139 Uiso 1 1 calc R . . C5S C 0.0117(9) 0.4627(9) -0.1213(6) 0.103(3) Uani 1 1 d . . . H5SA H -0.0759 0.4942 -0.1040 0.124 Uiso 1 1 calc R . . C6S C 0.1058(12) 0.4992(8) -0.0940(6) 0.106(3) Uani 1 1 d . . . H6SA H 0.0846 0.5564 -0.0582 0.127 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 I 0.1544(5) 0.0857(3) 0.0706(3) 0.0133(2) -0.0205(3) -0.0893(4) Ni 0.0484(3) 0.0359(3) 0.0365(3) -0.0068(2) 0.0032(2) -0.0191(3) S1 0.0550(7) 0.0330(6) 0.0392(6) -0.0075(5) 0.0071(5) -0.0096(5) S2 0.0423(6) 0.0463(6) 0.0313(5) -0.0055(4) 0.0039(4) -0.0193(5) S3 0.0439(6) 0.0405(6) 0.0436(6) -0.0155(5) -0.0005(5) -0.0154(5) S4 0.1208(19) 0.0665(12) 0.227(3) 0.0358(16) -0.0027(19) -0.0584(13) N11 0.046(2) 0.0340(19) 0.0315(18) -0.0049(15) 0.0037(15) -0.0108(16) N12 0.043(2) 0.047(2) 0.0330(18) -0.0113(16) 0.0073(16) -0.0131(17) N21 0.0397(19) 0.0364(19) 0.0367(19) -0.0081(15) 0.0034(15) -0.0149(16) N22 0.040(2) 0.038(2) 0.043(2) -0.0083(16) -0.0008(16) -0.0130(16) N31 0.045(2) 0.0331(18) 0.0321(18) -0.0113(14) 0.0006(15) -0.0118(16) N32 0.043(2) 0.044(2) 0.038(2) -0.0144(17) 0.0018(16) -0.0101(17) N41 0.061(3) 0.039(2) 0.051(2) -0.0027(18) 0.0046(19) -0.025(2) B 0.048(3) 0.031(2) 0.035(2) -0.0050(19) 0.005(2) -0.017(2) C11 0.038(2) 0.036(2) 0.035(2) -0.0059(18) 0.0075(18) -0.0112(18) C12 0.056(3) 0.035(2) 0.040(2) 0.0004(19) 0.000(2) -0.010(2) C13 0.053(3) 0.051(3) 0.031(2) -0.003(2) 0.000(2) -0.012(2) C14 0.049(3) 0.059(3) 0.044(3) -0.024(2) 0.011(2) -0.019(2) C15 0.086(4) 0.087(5) 0.046(3) -0.028(3) 0.001(3) -0.029(4) C16 0.058(3) 0.080(4) 0.069(4) -0.044(3) 0.015(3) -0.011(3) C17 0.063(3) 0.073(4) 0.077(4) -0.032(3) 0.005(3) -0.031(3) C21 0.041(2) 0.039(2) 0.032(2) -0.0097(17) 0.0033(17) -0.0180(19) C22 0.046(3) 0.053(3) 0.049(3) -0.013(2) 0.014(2) -0.023(2) C23 0.035(2) 0.052(3) 0.057(3) -0.012(2) 0.006(2) -0.014(2) C24 0.048(3) 0.041(3) 0.047(3) -0.002(2) -0.008(2) -0.011(2) C25 0.073(4) 0.036(3) 0.075(4) -0.005(3) -0.008(3) -0.013(3) C26 0.049(3) 0.067(4) 0.079(4) 0.002(3) -0.011(3) -0.003(3) C27 0.068(4) 0.067(4) 0.042(3) -0.006(2) -0.010(2) -0.018(3) C31 0.044(2) 0.034(2) 0.029(2) -0.0064(17) -0.0032(17) -0.0097(19) C32 0.058(3) 0.042(3) 0.045(3) -0.016(2) -0.004(2) -0.018(2) C33 0.057(3) 0.049(3) 0.050(3) -0.026(2) 0.002(2) -0.011(2) C34 0.045(3) 0.049(3) 0.048(3) -0.013(2) 0.012(2) -0.009(2) C35 0.070(4) 0.099(5) 0.099(5) -0.057(4) 0.040(4) -0.025(4) C36 0.064(4) 0.071(4) 0.049(3) 0.005(3) 0.012(3) -0.014(3) C37 0.042(3) 0.062(3) 0.065(3) -0.008(3) 0.000(2) -0.009(2) C41 0.046(3) 0.042(3) 0.088(4) -0.001(3) -0.004(3) -0.016(2) C1S 0.096(7) 0.155(10) 0.122(9) 0.065(8) -0.024(6) -0.067(7) C2S 0.095(7) 0.146(11) 0.129(11) 0.076(9) 0.060(7) 0.050(7) C3S 0.269(17) 0.088(7) 0.044(4) 0.001(4) 0.031(8) 0.017(10) C4S 0.154(10) 0.105(7) 0.073(6) 0.004(5) -0.043(6) -0.035(7) C5S 0.078(5) 0.092(6) 0.109(7) -0.014(5) -0.007(5) 0.007(5) C6S 0.129(8) 0.077(5) 0.101(6) -0.009(4) 0.003(6) -0.028(6) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I Ni 2.5466(7) . ? Ni S1 2.2918(13) . ? Ni S3 2.2964(13) . ? Ni S2 2.3005(12) . ? S1 C11 1.726(4) . ? S2 C21 1.722(4) . ? S3 C31 1.727(4) . ? S4 C41 1.581(6) . ? N11 C11 1.358(5) . ? N11 C12 1.389(6) . ? N11 B 1.550(6) . ? N12 C11 1.365(5) . ? N12 C13 1.377(6) . ? N12 C14 1.510(6) . ? N21 C21 1.362(5) . ? N21 C22 1.380(6) . ? N21 B 1.548(6) . ? N22 C21 1.353(6) . ? N22 C23 1.385(6) . ? N22 C24 1.511(6) . ? N31 C31 1.361(6) . ? N31 C32 1.385(5) . ? N31 B 1.544(6) . ? N32 C31 1.357(5) . ? N32 C33 1.389(6) . ? N32 C34 1.503(6) . ? N41 C41 1.138(6) . ? N41 B 1.524(6) . ? C12 C13 1.330(7) . ? C14 C16 1.521(7) . ? C14 C17 1.523(7) . ? C14 C15 1.527(7) . ? C22 C23 1.334(7) . ? C24 C27 1.521(7) . ? C24 C26 1.530(7) . ? C24 C25 1.533(7) . ? C32 C33 1.325(7) . ? C34 C36 1.515(7) . ? C34 C37 1.522(7) . ? C34 C35 1.536(7) . ? C1S C6S 1.322(14) . ? C1S C2S 1.365(18) . ? C2S C3S 1.450(19) . ? C3S C4S 1.349(17) . ? C4S C5S 1.282(13) . ? C5S C6S 1.308(12) . ? 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 S1 Ni S3 101.95(5) . . ? S1 Ni S2 106.27(5) . . ? S3 Ni S2 102.73(4) . . ? S1 Ni I 118.48(4) . . ? S3 Ni I 119.38(4) . . ? S2 Ni I 106.37(4) . . ? C11 S1 Ni 102.52(15) . . ? C21 S2 Ni 98.43(14) . . ? C31 S3 Ni 101.71(15) . . ? C11 N11 C12 107.6(4) . . ? C11 N11 B 132.2(4) . . ? C12 N11 B 120.2(4) . . ? C11 N12 C13 108.3(4) . . ? C11 N12 C14 127.7(4) . . ? C13 N12 C14 124.0(4) . . ? C21 N21 C22 107.2(4) . . ? C21 N21 B 132.0(4) . . ? C22 N21 B 120.7(4) . . ? C21 N22 C23 108.0(4) . . ? C21 N22 C24 127.5(4) . . ? C23 N22 C24 124.4(4) . . ? C31 N31 C32 107.4(4) . . ? C31 N31 B 131.3(3) . . ? C32 N31 B 121.3(4) . . ? C31 N32 C33 107.8(4) . . ? C31 N32 C34 127.2(4) . . ? C33 N32 C34 124.8(4) . . ? C41 N41 B 170.7(5) . . ? N41 B N31 105.7(4) . . ? N41 B N21 105.3(4) . . ? N31 B N21 114.4(4) . . ? N41 B N11 105.5(4) . . ? N31 B N11 112.3(4) . . ? N21 B N11 112.7(4) . . ? N11 C11 N12 107.5(4) . . ? N11 C11 S1 126.1(3) . . ? N12 C11 S1 126.3(3) . . ? C13 C12 N11 108.6(4) . . ? C12 C13 N12 107.9(4) . . ? N12 C14 C16 108.4(4) . . ? N12 C14 C17 109.1(4) . . ? C16 C14 C17 112.4(5) . . ? N12 C14 C15 108.3(4) . . ? C16 C14 C15 109.3(5) . . ? C17 C14 C15 109.2(5) . . ? N22 C21 N21 108.2(4) . . ? N22 C21 S2 126.2(3) . . ? N21 C21 S2 125.5(3) . . ? C23 C22 N21 108.9(4) . . ? C22 C23 N22 107.6(4) . . ? N22 C24 C27 109.5(4) . . ? N22 C24 C26 108.9(4) . . ? C27 C24 C26 108.8(4) . . ? N22 C24 C25 108.6(4) . . ? C27 C24 C25 112.3(5) . . ? C26 C24 C25 108.7(5) . . ? N32 C31 N31 108.0(4) . . ? N32 C31 S3 126.1(3) . . ? N31 C31 S3 125.8(3) . . ? C33 C32 N31 108.8(4) . . ? C32 C33 N32 107.9(4) . . ? N32 C34 C36 108.9(4) . . ? N32 C34 C37 110.3(4) . . ? C36 C34 C37 112.3(5) . . ? N32 C34 C35 108.3(4) . . ? C36 C34 C35 109.2(5) . . ? C37 C34 C35 107.7(5) . . ? N41 C41 S4 177.4(6) . . ? C6S C1S C2S 121.9(11) . . ? C1S C2S C3S 115.5(9) . . ? C4S C3S C2S 118.1(11) . . ? C5S C4S C3S 121.3(11) . . ? C4S C5S C6S 122.9(10) . . ? C5S C6S C1S 120.4(11) . . ? _diffrn_measured_fraction_theta_max 0.907 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.907 _refine_diff_density_max 2.065 _refine_diff_density_min -2.095 _refine_diff_density_rms 0.088 # Attachment 'NISCNS10.CIF' data_niscns10 _database_code_depnum_ccdc_archive 'CCDC 661542' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H33 B N7 Ni S4' _chemical_formula_weight 593.31 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 14.5817(18) _cell_length_b 13.8145(18) _cell_length_c 15.0487(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3031.4(7) _cell_formula_units_Z 4 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 1986 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 21.89 _exptl_crystal_description Needle _exptl_crystal_colour Green _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1244 _exptl_absorpt_coefficient_mu 0.939 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9120 _exptl_absorpt_correction_T_max 0.9815 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16118 _diffrn_reflns_av_R_equivalents 0.1612 _diffrn_reflns_av_sigmaI/netI 0.1924 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 28.31 _reflns_number_total 5421 _reflns_number_gt 2160 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0101P)^2^+12.7933P] 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 SHELXL _refine_ls_extinction_coef 0.0061(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.11(4) _refine_ls_number_reflns 5421 _refine_ls_number_parameters 327 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2249 _refine_ls_R_factor_gt 0.0741 _refine_ls_wR_factor_ref 0.1564 _refine_ls_wR_factor_gt 0.1155 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni -0.89907(9) 1.97328(10) 0.32452(11) 0.0423(4) Uani 1 1 d . . . S1 S -0.8007(2) 2.0129(3) 0.4381(2) 0.0598(10) Uani 1 1 d . . . S2 S -0.91950(19) 1.8135(2) 0.3201(3) 0.0546(8) Uani 1 1 d . . . S3 S -0.9612(2) 2.1105(3) 0.2690(2) 0.0567(10) Uani 1 1 d . . . N11 N -0.9711(7) 2.0428(7) 0.4946(6) 0.045(3) Uani 1 1 d . . . N12 N -0.8710(7) 2.1099(7) 0.5852(7) 0.050(3) Uani 1 1 d . . . N21 N -1.0308(6) 1.8769(7) 0.4456(7) 0.046(3) Uani 1 1 d . . . N22 N -1.0309(7) 1.7174(7) 0.4424(7) 0.048(3) Uani 1 1 d . . . N31 N -1.0857(6) 2.0287(7) 0.3747(7) 0.049(3) Uani 1 1 d . . . N32 N -1.1467(6) 2.1511(6) 0.2945(6) 0.044(3) Uani 1 1 d . . . B B -1.0062(9) 1.9794(11) 0.4155(9) 0.041(4) Uani 1 1 d . . . C11 C -0.8809(8) 2.0559(9) 0.5127(8) 0.047(4) Uani 1 1 d . . . C12 C -1.0165(10) 2.0886(11) 0.5622(11) 0.073(5) Uani 1 1 d . . . H12A H -1.0807 2.0915 0.5669 0.087 Uiso 1 1 calc R . . C13 C -0.9601(11) 2.1280(10) 0.6196(11) 0.077(5) Uani 1 1 d . . . H13A H -0.9754 2.1611 0.6721 0.092 Uiso 1 1 calc R . . C14 C -0.7825(9) 2.1419(10) 0.6279(9) 0.061(4) Uani 1 1 d . . . C15 C -0.8053(10) 2.2024(11) 0.7103(10) 0.094(5) Uani 1 1 d . . . H15A H -0.8356 2.2617 0.6923 0.141 Uiso 1 1 calc R . . H15B H -0.7492 2.2180 0.7418 0.141 Uiso 1 1 calc R . . H15C H -0.8456 2.1657 0.7491 0.141 Uiso 1 1 calc R . . C16 C -0.7281(11) 2.0522(10) 0.6548(10) 0.090(6) Uani 1 1 d . . . H16A H -0.7115 2.0159 0.6021 0.135 Uiso 1 1 calc R . . H16B H -0.7653 2.0120 0.6935 0.135 Uiso 1 1 calc R . . H16C H -0.6729 2.0718 0.6861 0.135 Uiso 1 1 calc R . . C17 C -0.7306(9) 2.2051(10) 0.5623(10) 0.080(5) Uani 1 1 d . . . H17A H -0.7312 2.1748 0.5042 0.120 Uiso 1 1 calc R . . H17B H -0.6678 2.2129 0.5822 0.120 Uiso 1 1 calc R . . H17C H -0.7598 2.2681 0.5587 0.120 Uiso 1 1 calc R . . C21 C -0.9941(8) 1.7992(9) 0.4044(8) 0.041(3) Uani 1 1 d . . . C22 C -1.0901(9) 1.8463(12) 0.5134(9) 0.069(5) Uani 1 1 d . . . H22A H -1.1234 1.8858 0.5526 0.082 Uiso 1 1 calc R . . C23 C -1.0895(9) 1.7473(12) 0.5108(11) 0.075(5) Uani 1 1 d . . . H23A H -1.1229 1.7063 0.5487 0.090 Uiso 1 1 calc R . . C24 C -1.0117(10) 1.6153(9) 0.4140(10) 0.061(4) Uani 1 1 d . . . C25 C -1.0520(9) 1.5488(9) 0.4861(10) 0.083(5) Uani 1 1 d . . . H25A H -1.1124 1.5718 0.5028 0.124 Uiso 1 1 calc R . . H25B H -1.0122 1.5493 0.5378 0.124 Uiso 1 1 calc R . . H25C H -1.0567 1.4833 0.4632 0.124 Uiso 1 1 calc R . . C26 C -1.0638(9) 1.6010(10) 0.3268(13) 0.115(6) Uani 1 1 d . . . H26A H -1.0492 1.6535 0.2864 0.172 Uiso 1 1 calc R . . H26B H -1.1292 1.6006 0.3385 0.172 Uiso 1 1 calc R . . H26C H -1.0460 1.5398 0.3002 0.172 Uiso 1 1 calc R . . C27 C -0.9106(9) 1.5946(9) 0.4085(10) 0.082(5) Uani 1 1 d . . . H27A H -0.8824 1.6385 0.3662 0.124 Uiso 1 1 calc R . . H27B H -0.9013 1.5284 0.3891 0.124 Uiso 1 1 calc R . . H27C H -0.8830 1.6037 0.4665 0.124 Uiso 1 1 calc R . . C31 C -1.0685(6) 2.0984(8) 0.3129(10) 0.042(3) Uani 1 1 d . . . C32 C -1.2135(9) 2.1116(11) 0.3507(8) 0.068(5) Uani 1 1 d . . . H32A H -1.2745 2.1333 0.3537 0.082 Uiso 1 1 calc R . . C33 C -1.1792(8) 2.0389(11) 0.3999(9) 0.061(4) Uani 1 1 d . . . H33A H -1.2108 2.0020 0.4425 0.074 Uiso 1 1 calc R . . C34 C -1.1594(9) 2.2351(10) 0.2347(10) 0.059(4) Uani 1 1 d . . . C35 C -1.0970(10) 2.3164(8) 0.2686(10) 0.095(6) Uani 1 1 d . . . H35A H -1.1181 2.3377 0.3266 0.142 Uiso 1 1 calc R . . H35B H -1.0989 2.3703 0.2274 0.142 Uiso 1 1 calc R . . H35C H -1.0346 2.2927 0.2734 0.142 Uiso 1 1 calc R . . C36 C -1.2575(8) 2.2692(10) 0.2344(9) 0.075(5) Uani 1 1 d . . . H36A H -1.2819 2.2665 0.2944 0.112 Uiso 1 1 calc R . . H36B H -1.2936 2.2278 0.1960 0.112 Uiso 1 1 calc R . . H36C H -1.2602 2.3353 0.2128 0.112 Uiso 1 1 calc R . . C37 C -1.1324(10) 2.2006(10) 0.1402(9) 0.085(5) Uani 1 1 d . . . H37A H -1.0662 2.2024 0.1340 0.127 Uiso 1 1 calc R . . H37B H -1.1601 2.2430 0.0963 0.127 Uiso 1 1 calc R . . H37C H -1.1540 2.1350 0.1311 0.127 Uiso 1 1 calc R . . S4 S -0.6717(2) 1.9749(3) 0.0977(3) 0.0788(12) Uani 1 1 d . . . N1 N -0.8020(7) 1.9666(7) 0.2310(7) 0.051(3) Uani 1 1 d . . . C1 C -0.7470(8) 1.9700(9) 0.1754(7) 0.041(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni 0.0382(7) 0.0528(9) 0.0360(8) -0.0015(12) 0.0051(10) 0.0001(8) S1 0.044(2) 0.086(3) 0.049(2) -0.014(2) 0.0017(18) 0.005(2) S2 0.0563(19) 0.062(2) 0.0457(19) 0.000(2) 0.009(2) 0.0014(15) S3 0.0422(18) 0.063(2) 0.065(2) 0.016(2) 0.0124(19) 0.0023(17) N11 0.046(6) 0.049(7) 0.039(7) -0.011(5) 0.019(5) -0.003(5) N12 0.050(6) 0.051(7) 0.047(8) -0.009(6) 0.005(6) -0.011(5) N21 0.041(6) 0.051(7) 0.048(7) 0.003(6) 0.011(6) -0.019(5) N22 0.050(6) 0.041(7) 0.052(7) 0.005(6) -0.001(6) -0.005(5) N31 0.035(6) 0.057(7) 0.056(7) -0.004(6) 0.010(5) 0.004(6) N32 0.034(5) 0.052(6) 0.047(8) 0.010(5) 0.004(5) 0.011(5) B 0.031(7) 0.053(9) 0.040(9) -0.003(8) 0.008(6) 0.005(8) C11 0.038(8) 0.076(10) 0.028(8) -0.003(7) 0.010(6) -0.015(6) C12 0.056(10) 0.090(12) 0.073(12) -0.022(9) 0.019(9) -0.003(9) C13 0.078(12) 0.084(12) 0.069(12) -0.031(10) 0.024(10) 0.000(10) C14 0.064(9) 0.073(10) 0.046(10) -0.019(8) 0.004(8) -0.015(8) C15 0.075(11) 0.146(15) 0.060(11) -0.059(11) 0.003(9) -0.023(11) C16 0.114(14) 0.060(11) 0.096(14) -0.011(9) -0.049(11) 0.011(10) C17 0.071(10) 0.086(11) 0.085(13) 0.000(9) 0.026(9) -0.016(9) C21 0.043(7) 0.034(7) 0.047(9) 0.010(6) 0.006(6) -0.006(6) C22 0.055(10) 0.090(13) 0.061(11) 0.020(10) 0.030(9) 0.000(9) C23 0.061(10) 0.083(12) 0.080(12) 0.038(10) 0.002(10) -0.006(10) C24 0.070(10) 0.037(8) 0.078(11) 0.014(8) -0.032(8) -0.013(8) C25 0.050(9) 0.076(11) 0.122(15) 0.026(10) -0.012(9) -0.014(8) C26 0.134(14) 0.067(9) 0.144(14) 0.014(14) -0.093(15) -0.006(9) C27 0.084(11) 0.061(10) 0.102(13) 0.013(9) -0.005(10) 0.020(9) C31 0.027(5) 0.048(7) 0.051(9) 0.010(8) 0.002(7) 0.005(5) C32 0.053(9) 0.094(12) 0.058(12) -0.002(9) 0.010(8) -0.015(8) C33 0.036(7) 0.099(12) 0.049(9) 0.007(9) 0.005(7) 0.006(8) C34 0.045(8) 0.058(9) 0.074(11) 0.035(8) -0.017(8) 0.005(7) C35 0.113(12) 0.033(8) 0.139(15) -0.006(9) -0.028(12) -0.024(9) C36 0.056(9) 0.095(12) 0.073(12) 0.003(9) -0.007(8) 0.038(8) C37 0.077(11) 0.102(13) 0.076(13) 0.030(10) 0.001(10) 0.025(10) S4 0.077(3) 0.109(3) 0.051(2) -0.010(3) 0.030(2) -0.027(2) N1 0.041(6) 0.051(7) 0.060(9) 0.001(6) 0.011(6) 0.003(6) C1 0.052(7) 0.049(8) 0.023(6) -0.002(6) 0.019(6) 0.001(7) _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 Ni N1 1.997(10) . ? Ni B 2.079(13) . ? Ni S2 2.228(3) . ? Ni S3 2.261(4) . ? Ni S1 2.298(4) . ? S1 C11 1.727(12) . ? S2 C21 1.682(12) . ? S3 C31 1.707(10) . ? N11 C11 1.355(13) . ? N11 C12 1.369(15) . ? N11 B 1.564(16) . ? N12 C11 1.330(13) . ? N12 C13 1.421(16) . ? N12 C14 1.508(14) . ? N21 C21 1.350(13) . ? N21 C22 1.402(15) . ? N21 B 1.530(17) . ? N22 C21 1.376(13) . ? N22 C23 1.401(16) . ? N22 C24 1.500(15) . ? N31 C31 1.362(14) . ? N31 C33 1.422(13) . ? N31 B 1.478(15) . ? N32 C31 1.380(11) . ? N32 C32 1.400(13) . ? N32 C34 1.481(14) . ? C12 C13 1.310(18) . ? C14 C17 1.520(16) . ? C14 C16 1.525(17) . ? C14 C15 1.532(16) . ? C22 C23 1.368(18) . ? C24 C27 1.503(16) . ? C24 C26 1.529(19) . ? C24 C25 1.538(17) . ? C32 C33 1.344(17) . ? C34 C36 1.506(15) . ? C34 C35 1.533(16) . ? C34 C37 1.551(18) . ? S4 C1 1.606(11) . ? N1 C1 1.160(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni B 176.4(5) . . ? N1 Ni S2 91.6(3) . . ? B Ni S2 87.7(4) . . ? N1 Ni S3 93.6(3) . . ? B Ni S3 84.7(4) . . ? S2 Ni S3 139.99(16) . . ? N1 Ni S1 95.3(3) . . ? B Ni S1 88.3(4) . . ? S2 Ni S1 109.95(15) . . ? S3 Ni S1 109.01(14) . . ? C11 S1 Ni 98.2(4) . . ? C21 S2 Ni 100.4(4) . . ? C31 S3 Ni 98.2(4) . . ? C11 N11 C12 105.0(11) . . ? C11 N11 B 123.1(10) . . ? C12 N11 B 131.8(11) . . ? C11 N12 C13 107.3(10) . . ? C11 N12 C14 127.4(10) . . ? C13 N12 C14 125.2(11) . . ? C21 N21 C22 109.8(11) . . ? C21 N21 B 120.4(10) . . ? C22 N21 B 129.7(12) . . ? C21 N22 C23 107.5(11) . . ? C21 N22 C24 125.6(11) . . ? C23 N22 C24 126.9(12) . . ? C31 N31 C33 106.7(10) . . ? C31 N31 B 117.7(9) . . ? C33 N31 B 133.4(11) . . ? C31 N32 C32 104.4(10) . . ? C31 N32 C34 129.7(10) . . ? C32 N32 C34 125.8(10) . . ? N31 B N21 111.5(10) . . ? N31 B N11 108.3(10) . . ? N21 B N11 111.7(10) . . ? N31 B Ni 109.6(9) . . ? N21 B Ni 109.5(9) . . ? N11 B Ni 106.1(8) . . ? N12 C11 N11 110.2(10) . . ? N12 C11 S1 130.7(9) . . ? N11 C11 S1 118.7(9) . . ? C13 C12 N11 112.2(13) . . ? C12 C13 N12 105.1(13) . . ? N12 C14 C17 108.5(11) . . ? N12 C14 C16 108.7(11) . . ? C17 C14 C16 112.3(12) . . ? N12 C14 C15 108.6(11) . . ? C17 C14 C15 108.7(12) . . ? C16 C14 C15 109.9(13) . . ? N21 C21 N22 107.9(10) . . ? N21 C21 S2 120.6(9) . . ? N22 C21 S2 131.5(10) . . ? C23 C22 N21 106.1(14) . . ? C22 C23 N22 108.6(13) . . ? N22 C24 C27 112.1(10) . . ? N22 C24 C26 105.8(11) . . ? C27 C24 C26 114.5(13) . . ? N22 C24 C25 106.8(12) . . ? C27 C24 C25 107.5(11) . . ? C26 C24 C25 109.8(11) . . ? N31 C31 N32 111.0(9) . . ? N31 C31 S3 120.1(8) . . ? N32 C31 S3 128.9(10) . . ? C33 C32 N32 111.4(12) . . ? C32 C33 N31 106.5(12) . . ? N32 C34 C36 111.5(11) . . ? N32 C34 C35 107.3(11) . . ? C36 C34 C35 109.6(12) . . ? N32 C34 C37 106.6(11) . . ? C36 C34 C37 109.6(12) . . ? C35 C34 C37 112.3(12) . . ? C1 N1 Ni 174.9(11) . . ? N1 C1 S4 179.4(12) . . ? _diffrn_measured_fraction_theta_max 0.947 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.947 _refine_diff_density_max 0.903 _refine_diff_density_min -1.033 _refine_diff_density_rms 0.114 # Attachment 'TmNiClf.cif' data_tmniclf _database_code_depnum_ccdc_archive 'CCDC 661543' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H39 B Cl2 N6 Ni S3' _chemical_formula_weight 684.24 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' B B 0.0013 0.0007 '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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Hexagonal _symmetry_space_group_name_H-M P6(3) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' '-x, -y, z+1/2' 'y, -x+y, z+1/2' 'x-y, x, z+1/2' _cell_length_a 11.4569(3) _cell_length_b 11.4569(3) _cell_length_c 14.8181(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 1684.45(11) _cell_formula_units_Z 2 _cell_measurement_temperature 115(2) _cell_measurement_reflns_used 9615 _cell_measurement_theta_min 2.47 _cell_measurement_theta_max 28.08 _exptl_crystal_description Plate _exptl_crystal_colour translucent _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 716 _exptl_absorpt_coefficient_mu 0.948 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7907 _exptl_absorpt_correction_T_max 0.9112 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 115(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19154 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_sigmaI/netI 0.0246 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 28.32 _reflns_number_total 2683 _reflns_number_gt 2644 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0659P)^2^+4.6950P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.06(4) _refine_ls_number_reflns 2683 _refine_ls_number_parameters 125 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0526 _refine_ls_R_factor_gt 0.0519 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.1348 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.6667 0.3333 0.90928(5) 0.0188(2) Uani 1 3 d S . . S S 0.46170(12) 0.19599(13) 0.84213(11) 0.0255(3) Uani 1 1 d . . . Cl1 Cl 0.6667 0.3333 1.06029(14) 0.0332(5) Uani 1 3 d S . . Cl2 Cl 0.6667 0.3333 0.53280(11) 0.0252(4) Uani 1 3 d S . . B B 0.6667 0.3333 0.6597(6) 0.0213(18) Uani 1 3 d S . . N1 N 0.5489(5) 0.3541(4) 0.6884(3) 0.0208(8) Uani 1 1 d . . . N2 N 0.3801(5) 0.3581(5) 0.7580(3) 0.0251(9) Uani 1 1 d . . . C1 C 0.4629(5) 0.3031(5) 0.7607(3) 0.0182(9) Uani 1 1 d . . . C2 C 0.5217(6) 0.4435(6) 0.6421(3) 0.0247(11) Uani 1 1 d . . . H2A H 0.5674 0.4936 0.5898 0.030 Uiso 1 1 calc R . . C3 C 0.4185(5) 0.4463(6) 0.6846(4) 0.0270(12) Uani 1 1 d . . . H3A H 0.3791 0.4990 0.6675 0.032 Uiso 1 1 calc R . . C4 C 0.2761(6) 0.3397(7) 0.8252(4) 0.0342(13) Uani 1 1 d . . . C5 C 0.1686(6) 0.1906(6) 0.8335(5) 0.0330(12) Uani 1 1 d . . . H5A H 0.1215 0.1585 0.7758 0.049 Uiso 1 1 calc R . . H5B H 0.1039 0.1799 0.8806 0.049 Uiso 1 1 calc R . . H5C H 0.2118 0.1381 0.8495 0.049 Uiso 1 1 calc R . . C6 C 0.3439(7) 0.3980(7) 0.9157(5) 0.0423(16) Uani 1 1 d . . . H6A H 0.3899 0.3503 0.9368 0.063 Uiso 1 1 calc R . . H6B H 0.2756 0.3871 0.9600 0.063 Uiso 1 1 calc R . . H6C H 0.4097 0.4940 0.9086 0.063 Uiso 1 1 calc R . . C7 C 0.2060(7) 0.4164(6) 0.7929(6) 0.0431(14) Uani 1 1 d . . . H7A H 0.1849 0.3989 0.7285 0.065 Uiso 1 1 calc R . . H7B H 0.2658 0.5132 0.8025 0.065 Uiso 1 1 calc R . . H7C H 0.1225 0.3860 0.8271 0.065 Uiso 1 1 calc R . . C1S C 0.065(7) 0.140(3) 0.5802(10) 0.18(2) Uani 1 1 d . . . H1SA H 0.1108 0.2360 0.5822 0.214 Uiso 1 1 calc R . . C2S C 0.126(5) 0.064(10) 0.5787(9) 0.18(2) Uani 1 1 d . . . H2SA H 0.2213 0.1147 0.5760 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 Ni 0.0200(3) 0.0200(3) 0.0163(4) 0.000 0.000 0.01002(16) S 0.0206(6) 0.0260(6) 0.0249(5) 0.0030(5) 0.0032(5) 0.0078(5) Cl1 0.0410(8) 0.0410(8) 0.0176(9) 0.000 0.000 0.0205(4) Cl2 0.0300(7) 0.0300(7) 0.0154(9) 0.000 0.000 0.0150(3) B 0.024(3) 0.024(3) 0.016(3) 0.000 0.000 0.0121(15) N1 0.021(2) 0.018(2) 0.0251(17) 0.0018(17) -0.0013(17) 0.0105(17) N2 0.020(2) 0.025(2) 0.036(2) -0.0026(18) 0.0004(18) 0.0143(19) C1 0.012(2) 0.018(2) 0.024(2) 0.0021(17) 0.0006(17) 0.0064(18) C2 0.028(3) 0.026(3) 0.025(2) 0.006(2) 0.000(2) 0.017(2) C3 0.021(3) 0.020(2) 0.041(3) -0.001(2) -0.005(2) 0.011(2) C4 0.021(3) 0.037(3) 0.046(3) -0.003(3) 0.010(2) 0.016(3) C5 0.023(3) 0.024(3) 0.039(3) -0.003(3) 0.000(2) 0.002(2) C6 0.034(3) 0.030(3) 0.051(4) -0.014(3) 0.013(3) 0.007(3) C7 0.027(3) 0.031(3) 0.076(4) 0.004(3) 0.013(3) 0.018(3) C1S 0.25(4) 0.14(2) 0.036(7) -0.001(9) 0.013(15) 0.01(3) C2S 0.19(3) 0.41(7) 0.028(6) -0.017(18) 0.002(9) 0.21(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 Ni Cl1 2.238(2) . ? Ni S 2.2989(14) 2_655 ? Ni S 2.2989(14) . ? Ni S 2.2989(14) 3_665 ? S C1 1.716(5) . ? Cl2 B 1.880(9) . ? B N1 1.542(5) 2_655 ? B N1 1.542(5) 3_665 ? B N1 1.542(5) . ? N1 C1 1.373(6) . ? N1 C2 1.392(6) . ? N2 C1 1.377(6) . ? N2 C3 1.398(7) . ? N2 C4 1.485(7) . ? C2 C3 1.355(8) . ? C4 C6 1.526(9) . ? C4 C5 1.532(9) . ? C4 C7 1.534(10) . ? C1S C2S 1.30(5) 2 ? C1S C2S 1.35(4) . ? C2S C1S 1.30(5) 3 ? 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 Cl1 Ni S 115.64(4) . 2_655 ? Cl1 Ni S 115.64(4) . . ? S Ni S 102.65(5) 2_655 . ? Cl1 Ni S 115.64(4) . 3_665 ? S Ni S 102.65(5) 2_655 3_665 ? S Ni S 102.65(5) . 3_665 ? C1 S Ni 100.07(17) . . ? N1 B N1 112.7(3) 2_655 3_665 ? N1 B N1 112.7(3) 2_655 . ? N1 B N1 112.7(3) 3_665 . ? N1 B Cl2 106.0(4) 2_655 . ? N1 B Cl2 106.0(4) 3_665 . ? N1 B Cl2 106.0(4) . . ? C1 N1 C2 108.7(4) . . ? C1 N1 B 130.3(5) . . ? C2 N1 B 120.8(5) . . ? C1 N2 C3 108.3(4) . . ? C1 N2 C4 127.1(5) . . ? C3 N2 C4 124.4(5) . . ? N1 C1 N2 107.1(4) . . ? N1 C1 S 126.9(4) . . ? N2 C1 S 125.9(4) . . ? C3 C2 N1 107.9(5) . . ? C2 C3 N2 107.9(5) . . ? N2 C4 C6 109.3(5) . . ? N2 C4 C5 110.6(5) . . ? C6 C4 C5 111.5(6) . . ? N2 C4 C7 108.8(5) . . ? C6 C4 C7 108.8(6) . . ? C5 C4 C7 107.7(5) . . ? C2S C1S C2S 109(5) 2 . ? C1S C2S C1S 131(5) 3 . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 28.32 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 1.469 _refine_diff_density_min -0.461 _refine_diff_density_rms 0.106 # Attachment 'TMNINS10.CIF' data_tmnins10 _database_code_depnum_ccdc_archive 'CCDC 661544' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H39 B N11 Ni S3' _chemical_formula_weight 659.37 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.0807(17) _cell_length_b 15.395(2) _cell_length_c 16.195(2) _cell_angle_alpha 90.00 _cell_angle_beta 108.294(3) _cell_angle_gamma 90.00 _cell_volume 3333.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 243(2) _cell_measurement_reflns_used 4218 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 23.33 _exptl_crystal_description Block _exptl_crystal_colour Brown _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.314 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1388 _exptl_absorpt_coefficient_mu 0.804 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9239 _exptl_absorpt_correction_T_max 0.9533 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 243(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19962 _diffrn_reflns_av_R_equivalents 0.0760 _diffrn_reflns_av_sigmaI/netI 0.0995 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 26.37 _reflns_number_total 6814 _reflns_number_gt 3848 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0750P)^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 SHELXL _refine_ls_extinction_coef 0.0010(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 6814 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1228 _refine_ls_R_factor_gt 0.0561 _refine_ls_wR_factor_ref 0.1559 _refine_ls_wR_factor_gt 0.1268 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.013 _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 Ni Ni 0.78745(4) 0.59513(3) 0.18308(3) 0.03290(18) Uani 1 1 d . . . S1 S 0.88683(8) 0.52522(7) 0.12047(8) 0.0403(3) Uani 1 1 d . . . S2 S 0.62323(8) 0.62015(7) 0.15879(8) 0.0403(3) Uani 1 1 d . . . S3 S 0.87404(9) 0.63720(7) 0.32084(8) 0.0451(3) Uani 1 1 d . . . N1 N 0.8106(3) 0.7149(2) 0.1334(3) 0.0519(12) Uani 1 1 d . . . N2 N 0.7818(4) 0.7280(3) 0.0625(5) 0.0756(16) Uani 1 1 d . . . N3 N 0.7524(7) 0.7471(4) -0.0151(4) 0.145(3) Uani 1 1 d . . . N11 N 0.8282(2) 0.4057(2) 0.2134(2) 0.0290(7) Uani 1 1 d . . . N12 N 0.9281(2) 0.3473(2) 0.1488(2) 0.0320(8) Uani 1 1 d . . . N21 N 0.6508(2) 0.4523(2) 0.1939(2) 0.0297(8) Uani 1 1 d . . . N22 N 0.4902(2) 0.4825(2) 0.1474(2) 0.0340(8) Uani 1 1 d . . . N31 N 0.7850(2) 0.4883(2) 0.3328(2) 0.0312(8) Uani 1 1 d . . . N32 N 0.8413(3) 0.5491(2) 0.4609(2) 0.0374(9) Uani 1 1 d . . . B B 0.7621(3) 0.4758(3) 0.2343(3) 0.0295(11) Uani 1 1 d . . . C11 C 0.8829(3) 0.4220(3) 0.1603(3) 0.0308(10) Uani 1 1 d . . . C12 C 0.8393(3) 0.3193(3) 0.2359(3) 0.0309(9) Uani 1 1 d . . . H12A H 0.8098 0.2904 0.2728 0.037 Uiso 1 1 calc R . . C13 C 0.8994(3) 0.2840(3) 0.1960(3) 0.0360(10) Uani 1 1 d . . . H13A H 0.9191 0.2254 0.1996 0.043 Uiso 1 1 calc R . . C14 C 0.9944(3) 0.3345(3) 0.0930(3) 0.0424(11) Uani 1 1 d . . . C15 C 1.0305(4) 0.2411(3) 0.1016(4) 0.0673(16) Uani 1 1 d . . . H15A H 0.9735 0.2024 0.0812 0.101 Uiso 1 1 calc R . . H15B H 1.0661 0.2286 0.1621 0.101 Uiso 1 1 calc R . . H15C H 1.0748 0.2325 0.0671 0.101 Uiso 1 1 calc R . . C16 C 1.0844(3) 0.3947(4) 0.1245(4) 0.0627(15) Uani 1 1 d . . . H16A H 1.1214 0.3811 0.1844 0.094 Uiso 1 1 calc R . . H16B H 1.0617 0.4545 0.1205 0.094 Uiso 1 1 calc R . . H16C H 1.1273 0.3868 0.0885 0.094 Uiso 1 1 calc R . . C17 C 0.9349(4) 0.3534(4) -0.0012(3) 0.0588(14) Uani 1 1 d . . . H17A H 0.8752 0.3175 -0.0183 0.088 Uiso 1 1 calc R . . H17B H 0.9756 0.3405 -0.0381 0.088 Uiso 1 1 calc R . . H17C H 0.9158 0.4142 -0.0072 0.088 Uiso 1 1 calc R . . C21 C 0.5836(3) 0.5166(3) 0.1679(3) 0.0310(9) Uani 1 1 d . . . C22 C 0.5986(3) 0.3755(3) 0.1887(3) 0.0419(11) Uani 1 1 d . . . H22A H 0.6270 0.3200 0.2029 0.050 Uiso 1 1 calc R . . C23 C 0.5011(3) 0.3934(3) 0.1601(3) 0.0455(12) Uani 1 1 d . . . H23A H 0.4489 0.3528 0.1502 0.055 Uiso 1 1 calc R . . C24 C 0.3935(3) 0.5314(3) 0.1149(3) 0.0383(10) Uani 1 1 d . . . C25 C 0.3084(3) 0.4687(3) 0.1122(4) 0.0618(15) Uani 1 1 d . . . H25A H 0.3190 0.4444 0.1696 0.093 Uiso 1 1 calc R . . H25B H 0.3068 0.4223 0.0713 0.093 Uiso 1 1 calc R . . H25C H 0.2452 0.4998 0.0940 0.093 Uiso 1 1 calc R . . C26 C 0.3826(3) 0.5641(3) 0.0242(3) 0.0504(13) Uani 1 1 d . . . H26A H 0.4387 0.6015 0.0261 0.076 Uiso 1 1 calc R . . H26B H 0.3208 0.5967 0.0024 0.076 Uiso 1 1 calc R . . H26C H 0.3812 0.5152 -0.0138 0.076 Uiso 1 1 calc R . . C27 C 0.3936(4) 0.6053(3) 0.1774(3) 0.0531(13) Uani 1 1 d . . . H27A H 0.4457 0.6465 0.1776 0.080 Uiso 1 1 calc R . . H27B H 0.4058 0.5821 0.2355 0.080 Uiso 1 1 calc R . . H27C H 0.3292 0.6343 0.1589 0.080 Uiso 1 1 calc R . . C31 C 0.8345(3) 0.5577(3) 0.3757(3) 0.0331(10) Uani 1 1 d . . . C32 C 0.7589(3) 0.4357(3) 0.3917(3) 0.0411(11) Uani 1 1 d . . . H32A H 0.7233 0.3831 0.3788 0.049 Uiso 1 1 calc R . . C33 C 0.7937(4) 0.4730(3) 0.4701(3) 0.0480(12) Uani 1 1 d . . . H33A H 0.7869 0.4512 0.5222 0.058 Uiso 1 1 calc R . . C34 C 0.8797(4) 0.6168(3) 0.5311(3) 0.0483(12) Uani 1 1 d . . . C35 C 0.8913(5) 0.5743(4) 0.6195(3) 0.0812(19) Uani 1 1 d . . . H35A H 0.8266 0.5539 0.6209 0.122 Uiso 1 1 calc R . . H35B H 0.9174 0.6166 0.6655 0.122 Uiso 1 1 calc R . . H35C H 0.9372 0.5257 0.6281 0.122 Uiso 1 1 calc R . . C36 C 0.8020(5) 0.6876(4) 0.5135(4) 0.083(2) Uani 1 1 d . . . H36A H 0.7972 0.7157 0.4587 0.125 Uiso 1 1 calc R . . H36B H 0.8210 0.7300 0.5601 0.125 Uiso 1 1 calc R . . H36C H 0.7377 0.6626 0.5104 0.125 Uiso 1 1 calc R . . C37 C 0.9808(4) 0.6495(4) 0.5309(4) 0.0751(18) Uani 1 1 d . . . H37A H 0.9732 0.6825 0.4781 0.113 Uiso 1 1 calc R . . H37B H 1.0250 0.6006 0.5332 0.113 Uiso 1 1 calc R . . H37C H 1.0092 0.6865 0.5811 0.113 Uiso 1 1 calc R . . N1S N 0.8012(6) 0.2265(5) -0.2107(5) 0.138(3) Uani 1 1 d . . . C11S C 0.8293(6) 0.2802(6) -0.2422(5) 0.089(2) Uani 1 1 d . . . C12S C 0.8606(7) 0.3514(6) -0.2849(5) 0.138(3) Uani 1 1 d . . . H12B H 0.8095 0.3630 -0.3400 0.207 Uiso 1 1 calc R . . H12C H 0.9228 0.3365 -0.2953 0.207 Uiso 1 1 calc R . . H12D H 0.8704 0.4026 -0.2484 0.207 Uiso 1 1 calc R . . N2S N 0.3647(7) 0.5110(7) 0.3947(6) 0.155(3) Uani 1 1 d . . . C21S C 0.4286(7) 0.4626(8) 0.3947(5) 0.116(3) Uani 1 1 d . . . C22S C 0.5057(6) 0.4026(7) 0.3937(5) 0.148(4) Uani 1 1 d . . . H22B H 0.4759 0.3475 0.3701 0.222 Uiso 1 1 calc R . . H22C H 0.5500 0.3940 0.4525 0.222 Uiso 1 1 calc R . . H22D H 0.5435 0.4256 0.3578 0.222 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 Ni 0.0350(3) 0.0232(3) 0.0361(3) 0.0035(2) 0.0049(2) -0.0035(2) S1 0.0433(7) 0.0324(6) 0.0483(7) 0.0081(5) 0.0190(6) -0.0018(5) S2 0.0375(6) 0.0214(5) 0.0571(8) 0.0008(5) 0.0078(5) 0.0005(5) S3 0.0531(7) 0.0314(6) 0.0405(7) -0.0003(5) -0.0003(6) -0.0146(5) N1 0.081(3) 0.019(2) 0.040(2) 0.0090(19) -0.004(2) 0.0001(19) N2 0.115(4) 0.029(3) 0.110(5) -0.005(3) 0.074(4) 0.000(3) N3 0.302(11) 0.080(5) 0.084(5) 0.019(4) 0.103(6) 0.024(5) N11 0.0286(17) 0.0252(18) 0.0305(19) 0.0023(15) 0.0055(15) -0.0009(15) N12 0.0290(18) 0.032(2) 0.035(2) 0.0015(16) 0.0099(16) 0.0012(15) N21 0.0282(18) 0.0219(18) 0.033(2) -0.0020(15) 0.0013(15) -0.0010(14) N22 0.0257(18) 0.033(2) 0.036(2) -0.0013(16) -0.0005(15) -0.0031(15) N31 0.0358(19) 0.0270(19) 0.0283(19) -0.0033(15) 0.0066(15) -0.0033(15) N32 0.042(2) 0.034(2) 0.032(2) -0.0059(17) 0.0050(17) 0.0017(17) B 0.031(2) 0.027(3) 0.027(3) 0.002(2) 0.004(2) -0.007(2) C11 0.027(2) 0.032(2) 0.029(2) -0.0005(18) 0.0018(18) -0.0023(18) C12 0.036(2) 0.026(2) 0.031(2) 0.0054(19) 0.0117(19) -0.0008(18) C13 0.042(2) 0.028(2) 0.037(3) 0.007(2) 0.011(2) 0.0043(19) C14 0.038(3) 0.046(3) 0.045(3) 0.004(2) 0.017(2) 0.002(2) C15 0.076(4) 0.057(4) 0.088(4) 0.014(3) 0.054(3) 0.020(3) C16 0.042(3) 0.076(4) 0.075(4) -0.002(3) 0.025(3) -0.005(3) C17 0.063(3) 0.072(4) 0.048(3) 0.001(3) 0.026(3) 0.008(3) C21 0.032(2) 0.031(2) 0.026(2) -0.0052(19) 0.0028(18) -0.0030(19) C22 0.039(3) 0.021(2) 0.055(3) 0.004(2) 0.000(2) -0.0023(19) C23 0.037(3) 0.029(3) 0.062(3) 0.004(2) 0.003(2) -0.010(2) C24 0.031(2) 0.039(3) 0.039(3) 0.003(2) 0.0024(19) 0.002(2) C25 0.031(3) 0.063(4) 0.081(4) 0.012(3) 0.003(3) -0.003(2) C26 0.041(3) 0.062(3) 0.040(3) 0.005(2) 0.002(2) 0.012(2) C27 0.048(3) 0.060(3) 0.048(3) -0.003(3) 0.011(2) 0.015(2) C31 0.028(2) 0.029(2) 0.038(3) -0.001(2) 0.0049(19) 0.0031(18) C32 0.052(3) 0.034(2) 0.036(3) 0.002(2) 0.011(2) -0.012(2) C33 0.058(3) 0.047(3) 0.039(3) 0.002(2) 0.016(2) -0.009(2) C34 0.056(3) 0.048(3) 0.030(3) -0.010(2) -0.001(2) 0.002(2) C35 0.114(5) 0.079(4) 0.037(3) -0.013(3) 0.004(3) -0.017(4) C36 0.092(4) 0.063(4) 0.074(4) -0.035(3) -0.003(3) 0.022(3) C37 0.060(3) 0.098(5) 0.054(4) -0.025(3) -0.001(3) -0.021(3) N1S 0.138(7) 0.137(7) 0.127(6) 0.023(5) 0.026(5) -0.021(5) C11S 0.085(5) 0.097(6) 0.078(5) -0.013(4) 0.017(4) -0.009(4) C12S 0.154(8) 0.150(9) 0.114(7) 0.008(6) 0.049(6) -0.057(7) N2S 0.140(8) 0.179(9) 0.142(7) -0.008(7) 0.039(6) -0.009(7) C21S 0.093(7) 0.183(11) 0.065(5) -0.004(6) 0.017(5) -0.028(7) C22S 0.097(6) 0.253(13) 0.095(6) -0.023(7) 0.034(5) 0.019(7) _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 Ni N1 2.078(4) . ? Ni B 2.092(5) . ? Ni S1 2.2440(13) . ? Ni S2 2.2536(13) . ? Ni S3 2.2750(13) . ? S1 C11 1.723(4) . ? S2 C21 1.711(4) . ? S3 C31 1.705(4) . ? N1 N2 1.109(6) . ? N2 N3 1.229(8) . ? N11 C11 1.344(5) . ? N11 C12 1.375(5) . ? N11 B 1.532(6) . ? N12 C11 1.355(5) . ? N12 C13 1.376(5) . ? N12 C14 1.502(5) . ? N21 C21 1.341(5) . ? N21 C22 1.381(5) . ? N21 B 1.541(5) . ? N22 C21 1.358(5) . ? N22 C23 1.389(5) . ? N22 C24 1.498(5) . ? N31 C31 1.345(5) . ? N31 C32 1.385(5) . ? N31 B 1.537(6) . ? N32 C31 1.358(5) . ? N32 C33 1.382(6) . ? N32 C34 1.512(5) . ? C12 C13 1.331(5) . ? C14 C15 1.516(6) . ? C14 C17 1.521(6) . ? C14 C16 1.522(6) . ? C22 C23 1.333(6) . ? C24 C26 1.513(6) . ? C24 C27 1.523(6) . ? C24 C25 1.529(6) . ? C32 C33 1.339(6) . ? C34 C36 1.507(7) . ? C34 C37 1.512(7) . ? C34 C35 1.535(7) . ? N1S C11S 1.107(9) . ? C11S C12S 1.437(10) . ? N2S C21S 1.168(11) . ? C21S C22S 1.429(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Ni B 178.79(19) . . ? N1 Ni S1 93.13(14) . . ? B Ni S1 88.08(13) . . ? N1 Ni S2 93.30(13) . . ? B Ni S2 85.75(13) . . ? S1 Ni S2 138.96(5) . . ? N1 Ni S3 91.52(12) . . ? B Ni S3 88.08(13) . . ? S1 Ni S3 111.19(5) . . ? S2 Ni S3 109.10(5) . . ? C11 S1 Ni 100.08(14) . . ? C21 S2 Ni 99.78(14) . . ? C31 S3 Ni 98.33(15) . . ? N2 N1 Ni 120.8(4) . . ? N1 N2 N3 176.3(7) . . ? C11 N11 C12 108.0(3) . . ? C11 N11 B 121.3(3) . . ? C12 N11 B 130.5(3) . . ? C11 N12 C13 107.0(3) . . ? C11 N12 C14 127.0(3) . . ? C13 N12 C14 126.0(3) . . ? C21 N21 C22 107.7(3) . . ? C21 N21 B 118.9(3) . . ? C22 N21 B 132.6(3) . . ? C21 N22 C23 106.9(3) . . ? C21 N22 C24 126.6(3) . . ? C23 N22 C24 126.5(3) . . ? C31 N31 C32 108.4(3) . . ? C31 N31 B 122.8(3) . . ? C32 N31 B 128.8(3) . . ? C31 N32 C33 108.1(4) . . ? C31 N32 C34 126.3(4) . . ? C33 N32 C34 125.0(4) . . ? N11 B N31 112.0(3) . . ? N11 B N21 110.4(3) . . ? N31 B N21 108.9(3) . . ? N11 B Ni 109.9(3) . . ? N31 B Ni 107.2(3) . . ? N21 B Ni 108.4(3) . . ? N11 C11 N12 108.5(3) . . ? N11 C11 S1 120.2(3) . . ? N12 C11 S1 131.2(3) . . ? C13 C12 N11 107.6(3) . . ? C12 C13 N12 108.8(4) . . ? N12 C14 C15 108.8(4) . . ? N12 C14 C17 109.1(3) . . ? C15 C14 C17 109.7(4) . . ? N12 C14 C16 109.2(4) . . ? C15 C14 C16 109.1(4) . . ? C17 C14 C16 111.0(4) . . ? N21 C21 N22 109.0(3) . . ? N21 C21 S2 119.8(3) . . ? N22 C21 S2 131.0(3) . . ? C23 C22 N21 108.2(4) . . ? C22 C23 N22 108.1(4) . . ? N22 C24 C26 108.2(3) . . ? N22 C24 C27 109.3(3) . . ? C26 C24 C27 112.0(4) . . ? N22 C24 C25 108.2(4) . . ? C26 C24 C25 110.1(4) . . ? C27 C24 C25 109.0(4) . . ? N31 C31 N32 107.9(4) . . ? N31 C31 S3 120.2(3) . . ? N32 C31 S3 132.0(3) . . ? C33 C32 N31 107.7(4) . . ? C32 C33 N32 107.9(4) . . ? C36 C34 C37 112.8(5) . . ? C36 C34 N32 106.8(4) . . ? C37 C34 N32 110.0(4) . . ? C36 C34 C35 110.1(5) . . ? C37 C34 C35 108.7(4) . . ? N32 C34 C35 108.5(4) . . ? N1S C11S C12S 177.0(10) . . ? N2S C21S C22S 179.1(12) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.068 _refine_diff_density_min -0.515 _refine_diff_density_rms 0.087 # Attachment 'TmNiOAc.cif' data_tmnioac _database_code_depnum_ccdc_archive 'CCDC 661545' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H39 B N7 Ni O2 S3' _chemical_formula_weight 635.33 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' B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.4645(4) _cell_length_b 14.1609(5) _cell_length_c 20.7525(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.7673(4) _cell_angle_gamma 90.00 _cell_volume 3073.78(19) _cell_formula_units_Z 4 _cell_measurement_temperature 115(2) _cell_measurement_reflns_used 9562 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 27.68 _exptl_crystal_description Needle _exptl_crystal_colour translucent _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.373 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1340 _exptl_absorpt_coefficient_mu 0.870 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7333 _exptl_absorpt_correction_T_max 0.9660 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 115(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34140 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0333 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.22 _reflns_number_total 7181 _reflns_number_gt 5579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0577P)^2^+3.8841P] 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 7181 _refine_ls_number_parameters 348 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0646 _refine_ls_R_factor_gt 0.0448 _refine_ls_wR_factor_ref 0.1216 _refine_ls_wR_factor_gt 0.1103 _refine_ls_goodness_of_fit_ref 1.034 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni Ni 0.32464(3) 1.08460(2) 0.189491(16) 0.02023(10) Uani 1 1 d . . . O1 O 0.19907(18) 1.16415(13) 0.13837(10) 0.0285(4) Uani 1 1 d . . . O2 O 0.2901(2) 1.30382(14) 0.15784(10) 0.0370(5) Uani 1 1 d . . . B B 0.4506(3) 0.99015(19) 0.23812(14) 0.0197(6) Uani 1 1 d . . . S1 S 0.18310(7) 0.96502(5) 0.17681(4) 0.03066(17) Uani 1 1 d . . . S2 S 0.47347(7) 1.10414(5) 0.11619(4) 0.03036(17) Uani 1 1 d . . . S3 S 0.30337(7) 1.16088(5) 0.28369(3) 0.02903(16) Uani 1 1 d . . . N11 N 0.3859(2) 0.89186(14) 0.23992(10) 0.0200(4) Uani 1 1 d . . . N12 N 0.2412(2) 0.78304(15) 0.21943(11) 0.0252(5) Uani 1 1 d . . . N21 N 0.5772(2) 0.98395(14) 0.20164(10) 0.0194(4) Uani 1 1 d . . . N22 N 0.7148(2) 1.02134(15) 0.12789(10) 0.0233(5) Uani 1 1 d . . . N31 N 0.4784(2) 1.02744(15) 0.30714(10) 0.0242(5) Uani 1 1 d . . . N32 N 0.4609(2) 1.12019(16) 0.39096(11) 0.0280(5) Uani 1 1 d . . . C1 C 0.2091(2) 1.25232(18) 0.13207(13) 0.0238(5) Uani 1 1 d . . . C2 C 0.1085(3) 1.2970(2) 0.08712(17) 0.0406(8) Uani 1 1 d . . . H2A H 0.1348 1.3614 0.0763 0.061 Uiso 1 1 calc R . . H2B H 0.0264 1.2990 0.1085 0.061 Uiso 1 1 calc R . . H2C H 0.0996 1.2595 0.0476 0.061 Uiso 1 1 calc R . . C11 C 0.2703(2) 0.87592(18) 0.21212(12) 0.0211(5) Uani 1 1 d . . . C12 C 0.4321(3) 0.80715(18) 0.26606(14) 0.0266(6) Uani 1 1 d . . . H12A H 0.5114 0.7982 0.2888 0.032 Uiso 1 1 calc R . . C13 C 0.3434(3) 0.7409(2) 0.25311(15) 0.0295(6) Uani 1 1 d . . . H13A H 0.3492 0.6762 0.2649 0.035 Uiso 1 1 calc R . . C14 C 0.1180(3) 0.7360(2) 0.19830(16) 0.0351(7) Uani 1 1 d . . . C15 C 0.1271(3) 0.6308(2) 0.2155(2) 0.0556(11) Uani 1 1 d . . . H15A H 0.1451 0.6240 0.2619 0.083 Uiso 1 1 calc R . . H15B H 0.1960 0.6016 0.1916 0.083 Uiso 1 1 calc R . . H15C H 0.0459 0.5997 0.2040 0.083 Uiso 1 1 calc R . . C16 C 0.0998(4) 0.7460(3) 0.12575(18) 0.0488(9) Uani 1 1 d . . . H16A H 0.1704 0.7145 0.1044 0.073 Uiso 1 1 calc R . . H16B H 0.0987 0.8131 0.1142 0.073 Uiso 1 1 calc R . . H16C H 0.0187 0.7167 0.1119 0.073 Uiso 1 1 calc R . . C17 C 0.0101(3) 0.7805(2) 0.23555(19) 0.0445(8) Uani 1 1 d . . . H17A H 0.0212 0.7652 0.2814 0.067 Uiso 1 1 calc R . . H17B H -0.0722 0.7558 0.2192 0.067 Uiso 1 1 calc R . . H17C H 0.0119 0.8492 0.2299 0.067 Uiso 1 1 calc R . . C21 C 0.5939(2) 1.03547(17) 0.14819(12) 0.0199(5) Uani 1 1 d . . . C22 C 0.6897(3) 0.93367(18) 0.21480(13) 0.0249(6) Uani 1 1 d . . . H22A H 0.7043 0.8908 0.2495 0.030 Uiso 1 1 calc R . . C23 C 0.7736(3) 0.95653(19) 0.16983(13) 0.0263(6) Uani 1 1 d . . . H23A H 0.8582 0.9328 0.1670 0.032 Uiso 1 1 calc R . . C24 C 0.7753(3) 1.0661(2) 0.07040(14) 0.0315(6) Uani 1 1 d . . . C25 C 0.9163(3) 1.0391(3) 0.07087(17) 0.0439(8) Uani 1 1 d . . . H25A H 0.9565 1.0561 0.1126 0.066 Uiso 1 1 calc R . . H25B H 0.9588 1.0730 0.0364 0.066 Uiso 1 1 calc R . . H25C H 0.9244 0.9709 0.0640 0.066 Uiso 1 1 calc R . . C26 C 0.7674(3) 1.1734(2) 0.07699(19) 0.0441(8) Uani 1 1 d . . . H26A H 0.6776 1.1926 0.0788 0.066 Uiso 1 1 calc R . . H26B H 0.8064 1.2033 0.0398 0.066 Uiso 1 1 calc R . . H26C H 0.8133 1.1932 0.1166 0.066 Uiso 1 1 calc R . . C27 C 0.7062(4) 1.0304(3) 0.01014(15) 0.0464(8) Uani 1 1 d . . . H27A H 0.6156 1.0475 0.0115 0.070 Uiso 1 1 calc R . . H27B H 0.7145 0.9616 0.0077 0.070 Uiso 1 1 calc R . . H27C H 0.7438 1.0591 -0.0278 0.070 Uiso 1 1 calc R . . C31 C 0.4163(3) 1.10293(17) 0.33026(13) 0.0233(5) Uani 1 1 d . . . C32 C 0.5653(3) 0.9962(2) 0.35444(14) 0.0352(7) Uani 1 1 d . . . H32A H 0.6220 0.9442 0.3512 0.042 Uiso 1 1 calc R . . C33 C 0.5543(3) 1.0534(2) 0.40556(14) 0.0375(7) Uani 1 1 d . . . H33A H 0.6024 1.0489 0.4450 0.045 Uiso 1 1 calc R . . C34 C 0.4287(3) 1.20265(19) 0.43356(14) 0.0329(7) Uani 1 1 d . . . C35 C 0.4844(6) 1.1833(3) 0.50091(16) 0.0709(15) Uani 1 1 d . . . H35A H 0.4506 1.1235 0.5169 0.106 Uiso 1 1 calc R . . H35B H 0.4607 1.2347 0.5299 0.106 Uiso 1 1 calc R . . H35C H 0.5777 1.1794 0.4993 0.106 Uiso 1 1 calc R . . C36 C 0.2845(4) 1.2142(3) 0.4367(2) 0.0597(12) Uani 1 1 d . . . H36A H 0.2467 1.1555 0.4523 0.090 Uiso 1 1 calc R . . H36B H 0.2489 1.2288 0.3936 0.090 Uiso 1 1 calc R . . H36C H 0.2650 1.2659 0.4662 0.090 Uiso 1 1 calc R . . C37 C 0.4888(3) 1.2908(2) 0.40548(16) 0.0363(7) Uani 1 1 d . . . H37A H 0.5812 1.2815 0.4025 0.054 Uiso 1 1 calc R . . H37B H 0.4724 1.3450 0.4335 0.054 Uiso 1 1 calc R . . H37C H 0.4514 1.3028 0.3624 0.054 Uiso 1 1 calc R . . C2S C 0.1828(4) 0.9475(3) 0.4337(2) 0.0613(11) Uiso 1 1 d . . . N1S N 0.1899(7) 0.9466(5) 0.4858(3) 0.135(2) Uiso 1 1 d . . . C1S C 0.1752(8) 0.9425(6) 0.3664(4) 0.134(3) Uiso 1 1 d . . . H1SA H 0.2253 0.9939 0.3481 0.202 Uiso 1 1 calc R . . H1SB H 0.0857 0.9483 0.3516 0.202 Uiso 1 1 calc R . . H1SC H 0.2093 0.8817 0.3522 0.202 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 Ni 0.02190(18) 0.01435(16) 0.02425(18) 0.00187(12) -0.00224(13) 0.00238(12) O1 0.0249(10) 0.0214(9) 0.0386(11) 0.0035(8) -0.0077(8) 0.0004(8) O2 0.0495(13) 0.0201(10) 0.0408(12) 0.0007(9) -0.0069(10) -0.0061(9) B 0.0240(14) 0.0133(12) 0.0216(14) 0.0010(10) -0.0029(11) 0.0017(10) S1 0.0257(4) 0.0192(3) 0.0461(4) 0.0093(3) -0.0133(3) -0.0030(3) S2 0.0241(3) 0.0368(4) 0.0301(4) 0.0163(3) 0.0005(3) 0.0067(3) S3 0.0306(4) 0.0248(3) 0.0316(4) -0.0061(3) -0.0017(3) 0.0093(3) N11 0.0225(11) 0.0152(10) 0.0225(11) 0.0020(8) 0.0000(8) 0.0025(8) N12 0.0234(11) 0.0174(10) 0.0347(13) 0.0051(9) -0.0006(9) -0.0027(9) N21 0.0219(11) 0.0163(10) 0.0197(10) 0.0007(8) -0.0036(8) 0.0005(8) N22 0.0237(11) 0.0221(11) 0.0241(11) 0.0025(9) 0.0007(9) 0.0016(9) N31 0.0348(13) 0.0157(10) 0.0217(11) -0.0012(8) -0.0028(9) 0.0035(9) N32 0.0469(15) 0.0174(10) 0.0196(11) -0.0014(9) 0.0000(10) 0.0009(10) C1 0.0225(13) 0.0222(13) 0.0271(14) -0.0007(11) 0.0081(10) 0.0020(10) C2 0.0314(16) 0.0415(18) 0.0492(19) 0.0195(15) 0.0062(14) 0.0103(14) C11 0.0217(12) 0.0175(12) 0.0243(13) 0.0021(10) 0.0016(10) 0.0001(10) C12 0.0250(13) 0.0187(12) 0.0360(15) 0.0084(11) -0.0020(11) 0.0033(10) C13 0.0249(14) 0.0213(13) 0.0421(16) 0.0108(12) -0.0001(12) 0.0021(11) C14 0.0272(15) 0.0228(14) 0.0545(19) 0.0091(13) -0.0102(13) -0.0080(11) C15 0.0416(19) 0.0250(16) 0.099(3) 0.0164(18) -0.019(2) -0.0138(14) C16 0.051(2) 0.0372(18) 0.057(2) -0.0008(16) -0.0181(17) -0.0139(16) C17 0.0259(15) 0.0422(19) 0.065(2) 0.0152(17) 0.0011(15) -0.0065(13) C21 0.0222(12) 0.0161(11) 0.0212(12) -0.0006(9) -0.0025(10) -0.0012(9) C22 0.0248(13) 0.0202(13) 0.0293(14) 0.0053(10) -0.0048(11) 0.0035(10) C23 0.0259(14) 0.0210(13) 0.0318(14) 0.0013(11) -0.0027(11) 0.0046(10) C24 0.0289(15) 0.0339(16) 0.0321(15) 0.0087(12) 0.0070(12) 0.0011(12) C25 0.0351(17) 0.049(2) 0.048(2) 0.0091(16) 0.0164(15) 0.0083(15) C26 0.0364(17) 0.0333(17) 0.064(2) 0.0132(16) 0.0175(16) -0.0002(14) C27 0.049(2) 0.061(2) 0.0288(16) 0.0079(16) 0.0046(14) -0.0083(17) C31 0.0309(14) 0.0153(12) 0.0239(13) -0.0003(10) 0.0038(11) -0.0010(10) C32 0.0518(19) 0.0267(14) 0.0264(15) -0.0021(12) -0.0116(13) 0.0124(13) C33 0.062(2) 0.0256(14) 0.0244(14) -0.0007(12) -0.0108(14) 0.0064(14) C34 0.0558(19) 0.0190(13) 0.0242(14) -0.0062(11) 0.0045(13) -0.0011(13) C35 0.159(5) 0.0297(18) 0.0235(16) -0.0093(14) -0.012(2) 0.019(2) C36 0.060(2) 0.055(2) 0.066(3) -0.034(2) 0.035(2) -0.0147(19) C37 0.0486(19) 0.0204(14) 0.0402(17) -0.0054(12) 0.0056(14) -0.0005(13) _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 Ni O1 2.0087(18) . ? Ni B 2.112(3) . ? Ni S2 2.2275(8) . ? Ni S3 2.2505(8) . ? Ni S1 2.2599(7) . ? O1 C1 1.260(3) . ? O2 C1 1.228(3) . ? B N31 1.546(3) . ? B N11 1.549(3) . ? B N21 1.549(4) . ? S1 C11 1.709(3) . ? S2 C21 1.710(3) . ? S3 C31 1.713(3) . ? N11 C11 1.344(3) . ? N11 C12 1.396(3) . ? N12 C11 1.359(3) . ? N12 C13 1.393(3) . ? N12 C14 1.505(3) . ? N21 C21 1.344(3) . ? N21 C22 1.396(3) . ? N22 C21 1.361(3) . ? N22 C23 1.395(3) . ? N22 C24 1.507(3) . ? N31 C31 1.347(3) . ? N31 C32 1.390(3) . ? N32 C31 1.352(3) . ? N32 C33 1.387(4) . ? N32 C34 1.509(3) . ? C1 C2 1.523(4) . ? C12 C13 1.341(4) . ? C14 C16 1.518(5) . ? C14 C17 1.525(5) . ? C14 C15 1.534(4) . ? C22 C23 1.340(4) . ? C24 C27 1.512(4) . ? C24 C25 1.524(4) . ? C24 C26 1.528(4) . ? C32 C33 1.342(4) . ? C34 C36 1.521(5) . ? C34 C37 1.522(4) . ? C34 C35 1.523(5) . ? C2S N1S 1.082(7) . ? C2S C1S 1.398(8) . ? 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 O1 Ni B 174.68(9) . . ? O1 Ni S2 91.69(6) . . ? B Ni S2 88.05(8) . . ? O1 Ni S3 96.26(6) . . ? B Ni S3 88.04(8) . . ? S2 Ni S3 128.58(3) . . ? O1 Ni S1 86.73(6) . . ? B Ni S1 88.74(8) . . ? S2 Ni S1 118.89(3) . . ? S3 Ni S1 112.26(3) . . ? C1 O1 Ni 123.71(18) . . ? N31 B N11 110.8(2) . . ? N31 B N21 109.4(2) . . ? N11 B N21 110.0(2) . . ? N31 B Ni 108.86(17) . . ? N11 B Ni 108.32(17) . . ? N21 B Ni 109.45(17) . . ? C11 S1 Ni 99.45(9) . . ? C21 S2 Ni 100.76(9) . . ? C31 S3 Ni 100.09(9) . . ? C11 N11 C12 108.6(2) . . ? C11 N11 B 121.9(2) . . ? C12 N11 B 129.5(2) . . ? C11 N12 C13 107.5(2) . . ? C11 N12 C14 126.1(2) . . ? C13 N12 C14 126.4(2) . . ? C21 N21 C22 107.9(2) . . ? C21 N21 B 120.5(2) . . ? C22 N21 B 131.5(2) . . ? C21 N22 C23 107.5(2) . . ? C21 N22 C24 126.9(2) . . ? C23 N22 C24 125.6(2) . . ? C31 N31 C32 108.2(2) . . ? C31 N31 B 121.5(2) . . ? C32 N31 B 130.3(2) . . ? C31 N32 C33 107.5(2) . . ? C31 N32 C34 127.5(2) . . ? C33 N32 C34 124.6(2) . . ? O2 C1 O1 127.0(3) . . ? O2 C1 C2 118.3(3) . . ? O1 C1 C2 114.6(3) . . ? N11 C11 N12 108.4(2) . . ? N11 C11 S1 121.46(19) . . ? N12 C11 S1 130.1(2) . . ? C13 C12 N11 107.1(2) . . ? C12 C13 N12 108.4(2) . . ? N12 C14 C16 109.1(3) . . ? N12 C14 C17 108.1(3) . . ? C16 C14 C17 113.1(3) . . ? N12 C14 C15 108.4(2) . . ? C16 C14 C15 109.0(3) . . ? C17 C14 C15 109.0(3) . . ? N21 C21 N22 108.8(2) . . ? N21 C21 S2 121.08(19) . . ? N22 C21 S2 130.1(2) . . ? C23 C22 N21 107.9(2) . . ? C22 C23 N22 107.9(2) . . ? N22 C24 C27 108.2(2) . . ? N22 C24 C25 108.7(2) . . ? C27 C24 C25 111.1(3) . . ? N22 C24 C26 108.8(2) . . ? C27 C24 C26 112.4(3) . . ? C25 C24 C26 107.7(3) . . ? N31 C31 N32 108.6(2) . . ? N31 C31 S3 120.7(2) . . ? N32 C31 S3 130.6(2) . . ? C33 C32 N31 107.2(3) . . ? C32 C33 N32 108.4(3) . . ? N32 C34 C36 110.4(3) . . ? N32 C34 C37 108.0(2) . . ? C36 C34 C37 110.5(3) . . ? N32 C34 C35 108.2(2) . . ? C36 C34 C35 109.4(3) . . ? C37 C34 C35 110.4(3) . . ? N1S C2S C1S 176.3(7) . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 28.22 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 1.272 _refine_diff_density_min -0.946 _refine_diff_density_rms 0.078