# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr Swarna Basu' _publ_contact_author_email basu@susqu.edu _publ_section_title ; Quenching of Tryptophan Fluorescence in Various Proteins by a Series of Small Nickel Complexes ; loop_ _publ_author_name H.Crouse J.Potoma F.Nejrabi D.Snyder B.Chohan S.Basu data_bsc1a _database_code_depnum_ccdc_archive 'CCDC 830386' #TrackingRef '- Complex2-bsc1a.cif' _audit_update_record ; 2011-06-13 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H24 N2 Ni S2' _chemical_formula_sum 'C11 H24 N2 Ni S2' _chemical_formula_weight 307.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 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 10.5547(10) _cell_length_b 12.3943(11) _cell_length_c 11.5831(11) _cell_angle_alpha 90.00 _cell_angle_beta 111.126(5) _cell_angle_gamma 90.00 _cell_volume 1413.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 6246 _cell_measurement_theta_min 2.64 _cell_measurement_theta_max 38.38 _exptl_crystal_description plate _exptl_crystal_colour red _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 1.646 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.727 _exptl_absorpt_correction_T_max 0.968 _exptl_absorpt_process_details ; PSISCANS: North, A. C. T.; Phillips, D. C.; Mathews, F. S. Acta. Crystallogr. Sect A, 1968, 24, 351-359. ; _exptl_special_details ? _diffrn_ambient_temperature 200(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_reflns_number 39600 _diffrn_reflns_av_R_equivalents 0.0866 _diffrn_reflns_av_sigmaI/netI 0.0705 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 43.94 _reflns_number_total 10794 _reflns_number_gt 6550 _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^)+(0.0565P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10794 _refine_ls_number_parameters 149 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0829 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1180 _refine_ls_wR_factor_gt 0.1022 _refine_ls_goodness_of_fit_ref 0.956 _refine_ls_restrained_S_all 0.956 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.102265(12) 0.632338(11) 0.170112(12) 0.01997(4) Uani 1 1 d . . . C1 C 0.48535(14) 0.60576(13) 0.11640(15) 0.0417(3) Uani 1 1 d . . . H1A H 0.5183 0.6508 0.0636 0.063 Uiso 1 1 calc R . . H1B H 0.5180 0.5317 0.1169 0.063 Uiso 1 1 calc R . . H1C H 0.5192 0.6345 0.2009 0.063 Uiso 1 1 calc R . . C2 C 0.33148(12) 0.60634(11) 0.06668(12) 0.0305(2) Uani 1 1 d . . . H2 H 0.2977 0.5759 -0.0191 0.037 Uiso 1 1 calc R . . C3 C 0.27848(12) 0.72081(10) 0.06252(12) 0.0310(2) Uani 1 1 d . . . H3A H 0.3283 0.7572 0.1421 0.037 Uiso 1 1 calc R . . H3B H 0.2958 0.7613 -0.0040 0.037 Uiso 1 1 calc R . . C4 C 0.05466(14) 0.67869(12) -0.08558(12) 0.0360(3) Uani 1 1 d . . . H4A H -0.0431 0.6857 -0.1037 0.054 Uiso 1 1 calc R . . H4B H 0.0777 0.6024 -0.0883 0.054 Uiso 1 1 calc R . . H4C H 0.0792 0.7189 -0.1473 0.054 Uiso 1 1 calc R . . C5 C 0.09423(14) 0.83808(10) 0.04625(14) 0.0361(3) Uani 1 1 d . . . H5A H 0.1210 0.8796 -0.0144 0.043 Uiso 1 1 calc R . . H5B H 0.1479 0.8660 0.1297 0.043 Uiso 1 1 calc R . . C6 C -0.05633(16) 0.85888(11) 0.02083(17) 0.0430(3) Uani 1 1 d . . . H6A H -0.0641 0.9273 0.0619 0.052 Uiso 1 1 calc R . . H6B H -0.1029 0.8695 -0.0694 0.052 Uiso 1 1 calc R . . C7 C -0.13219(12) 0.77123(11) 0.06280(13) 0.0332(2) Uani 1 1 d . . . H7A H -0.2141 0.8037 0.0712 0.040 Uiso 1 1 calc R . . H7B H -0.1630 0.7154 -0.0026 0.040 Uiso 1 1 calc R . . C8 C -0.00536(13) 0.79833(10) 0.28281(13) 0.0353(3) Uani 1 1 d . . . H8A H 0.0513 0.8527 0.2632 0.053 Uiso 1 1 calc R . . H8B H 0.0477 0.7620 0.3604 0.053 Uiso 1 1 calc R . . H8C H -0.0844 0.8335 0.2919 0.053 Uiso 1 1 calc R . . C9 C -0.14408(11) 0.63949(9) 0.20917(12) 0.0284(2) Uani 1 1 d . . . H9A H -0.1822 0.5898 0.1381 0.034 Uiso 1 1 calc R . . H9B H -0.2205 0.6792 0.2198 0.034 Uiso 1 1 calc R . . C10 C -0.07211(12) 0.57450(11) 0.32447(11) 0.0294(2) Uani 1 1 d . . . H10 H -0.0543 0.6221 0.3984 0.035 Uiso 1 1 calc R . . C11 C -0.15993(14) 0.48007(13) 0.33426(14) 0.0392(3) Uani 1 1 d . . . H11A H -0.2446 0.5074 0.3398 0.059 Uiso 1 1 calc R . . H11B H -0.1109 0.4378 0.4084 0.059 Uiso 1 1 calc R . . H11C H -0.1808 0.4342 0.2608 0.059 Uiso 1 1 calc R . . N1 N 0.13076(9) 0.72282(7) 0.03975(9) 0.02349(16) Uani 1 1 d . . . N2 N -0.05170(9) 0.71792(8) 0.18150(9) 0.02488(17) Uani 1 1 d . . . S1 S 0.26219(4) 0.52684(3) 0.16286(4) 0.03682(8) Uani 1 1 d . . . S2 S 0.08999(3) 0.53050(3) 0.31803(3) 0.02927(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.01820(6) 0.01759(6) 0.02324(7) 0.00015(4) 0.00640(4) 0.00117(4) C1 0.0276(5) 0.0519(8) 0.0464(7) -0.0021(7) 0.0144(5) 0.0032(6) C2 0.0264(5) 0.0353(6) 0.0318(5) -0.0006(5) 0.0131(4) 0.0028(4) C3 0.0268(5) 0.0293(5) 0.0376(6) 0.0003(5) 0.0124(4) -0.0037(4) C4 0.0344(6) 0.0415(7) 0.0267(5) 0.0001(5) 0.0047(4) -0.0003(5) C5 0.0383(6) 0.0209(5) 0.0496(8) 0.0043(5) 0.0166(6) 0.0020(5) C6 0.0380(7) 0.0313(7) 0.0601(9) 0.0180(6) 0.0181(6) 0.0132(5) C7 0.0237(5) 0.0312(6) 0.0419(6) 0.0064(5) 0.0084(4) 0.0079(4) C8 0.0320(5) 0.0274(6) 0.0474(7) -0.0136(5) 0.0154(5) -0.0031(5) C9 0.0189(4) 0.0310(6) 0.0343(5) -0.0026(4) 0.0086(4) -0.0024(4) C10 0.0245(4) 0.0353(6) 0.0293(5) -0.0026(4) 0.0110(4) -0.0040(4) C11 0.0337(6) 0.0474(8) 0.0396(7) 0.0049(6) 0.0171(5) -0.0093(6) N1 0.0231(4) 0.0198(4) 0.0260(4) 0.0004(3) 0.0068(3) -0.0010(3) N2 0.0188(3) 0.0217(4) 0.0326(4) -0.0038(3) 0.0074(3) 0.0002(3) S1 0.03745(16) 0.03115(16) 0.05026(19) 0.01351(14) 0.02595(14) 0.01563(12) S2 0.02682(13) 0.03158(15) 0.03025(13) 0.00703(11) 0.01130(10) 0.00308(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 N2 1.9844(9) . ? Ni1 N1 1.9888(9) . ? Ni1 S1 2.1605(3) . ? Ni1 S2 2.1692(3) . ? C1 C2 1.5149(18) . ? C2 C3 1.5194(18) . ? C2 S1 1.8260(13) . ? C3 N1 1.4848(15) . ? C4 N1 1.4871(16) . ? C5 N1 1.4886(16) . ? C5 C6 1.530(2) . ? C6 C7 1.529(2) . ? C7 N2 1.4855(16) . ? C8 N2 1.4819(15) . ? C9 N2 1.4911(15) . ? C9 C10 1.5093(18) . ? C10 C11 1.5223(18) . ? C10 S2 1.8228(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 N2 Ni1 N1 95.77(4) . . ? N2 Ni1 S1 174.90(3) . . ? N1 Ni1 S1 88.72(3) . . ? N2 Ni1 S2 88.57(3) . . ? N1 Ni1 S2 175.00(3) . . ? S1 Ni1 S2 87.044(14) . . ? C1 C2 C3 110.39(12) . . ? C1 C2 S1 112.07(10) . . ? C3 C2 S1 107.42(8) . . ? N1 C3 C2 111.86(10) . . ? N1 C5 C6 114.96(11) . . ? C7 C6 C5 116.46(11) . . ? N2 C7 C6 114.83(11) . . ? N2 C9 C10 112.25(9) . . ? C9 C10 C11 110.52(10) . . ? C9 C10 S2 107.69(8) . . ? C11 C10 S2 112.25(10) . . ? C3 N1 C4 109.29(9) . . ? C3 N1 C5 106.36(9) . . ? C4 N1 C5 110.10(10) . . ? C3 N1 Ni1 106.99(7) . . ? C4 N1 Ni1 110.95(8) . . ? C5 N1 Ni1 112.95(8) . . ? C8 N2 C7 110.44(10) . . ? C8 N2 C9 108.84(9) . . ? C7 N2 C9 106.79(9) . . ? C8 N2 Ni1 111.57(7) . . ? C7 N2 Ni1 112.65(8) . . ? C9 N2 Ni1 106.28(7) . . ? C2 S1 Ni1 100.81(4) . . ? C10 S2 Ni1 100.51(4) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 43.94 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 2.049 _refine_diff_density_min -0.882 _refine_diff_density_rms 0.124 # Attachment '- Complex3-btw5s.cif' data_btw5s _database_code_depnum_ccdc_archive 'CCDC 830387' #TrackingRef '- Complex3-btw5s.cif' _symmetry_space_group_name_hall ? #Added by publCIF _audit_update_record ; 2011-09-12 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C15 H32 N4 Ni O2 S2, 2(C H4 O), 2(I)' _chemical_formula_sum 'C17 H40 I2 N4 Ni O4 S2' _chemical_formula_weight 741.16 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' 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' 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 10.4046(12) _cell_length_b 10.9123(12) _cell_length_c 13.8838(16) _cell_angle_alpha 87.671(2) _cell_angle_beta 78.132(2) _cell_angle_gamma 72.023(2) _cell_volume 1466.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6974 _cell_measurement_theta_min 2.320 _cell_measurement_theta_max 28.167 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.678 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 2.934 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.349 _exptl_absorpt_correction_T_max 0.542 _exptl_absorpt_process_details ; SADABS: Siemens Industrial Automation, Inc. Madison, WI, 1996 ; _exptl_special_details ? _diffrn_ambient_temperature 298(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_reflns_number 14030 _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0206 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 28.26 _reflns_number_total 7086 _reflns_number_gt 5972 _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^)+(0.0820P)^2^+2.2602P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7086 _refine_ls_number_parameters 279 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0564 _refine_ls_R_factor_gt 0.0490 _refine_ls_wR_factor_ref 0.1446 _refine_ls_wR_factor_gt 0.1386 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.044 _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 C1 C 0.9792(5) 0.3248(5) 0.3857(4) 0.0522(11) Uani 1 1 d . . . H1A H 1.0766 0.2906 0.3870 0.063 Uiso 1 1 calc R . . H1B H 0.9433 0.4069 0.4213 0.063 Uiso 1 1 calc R . . C2 C 0.9060(4) 0.2334(4) 0.4381(3) 0.0420(9) Uani 1 1 d . . . C3 C 1.2033(6) 0.2523(7) 0.1245(5) 0.0731(16) Uani 1 1 d . . . H3C H 1.2746 0.1772 0.0942 0.110 Uiso 1 1 calc R . . H3D H 1.2415 0.2992 0.1619 0.110 Uiso 1 1 calc R . . H3E H 1.1655 0.3063 0.0744 0.110 Uiso 1 1 calc R . . C4 C 1.0891(5) 0.2110(4) 0.1929(4) 0.0493(10) Uani 1 1 d . . . H4 H 1.1300 0.1494 0.2399 0.059 Uiso 1 1 calc R . . C5 C 1.0189(5) 0.1471(4) 0.1335(3) 0.0466(9) Uani 1 1 d . . . H5A H 0.9832 0.2067 0.0846 0.056 Uiso 1 1 calc R . . H5B H 1.0873 0.0720 0.0988 0.056 Uiso 1 1 calc R . . C6 C 0.9627(5) -0.0022(4) 0.2558(4) 0.0533(11) Uani 1 1 d . . . H6A H 1.0229 -0.0740 0.2143 0.080 Uiso 1 1 calc R . . H6B H 0.8892 -0.0275 0.2967 0.080 Uiso 1 1 calc R . . H6C H 1.0138 0.0246 0.2964 0.080 Uiso 1 1 calc R . . C7 C 0.8415(5) 0.0560(5) 0.1218(3) 0.0520(11) Uani 1 1 d . . . H7A H 0.9101 -0.0195 0.0879 0.062 Uiso 1 1 calc R . . H7B H 0.8190 0.1209 0.0730 0.062 Uiso 1 1 calc R . . C8 C 0.7127(5) 0.0204(5) 0.1672(4) 0.0548(11) Uani 1 1 d . . . H8A H 0.7299 -0.0322 0.2240 0.066 Uiso 1 1 calc R . . H8B H 0.6943 -0.0315 0.1197 0.066 Uiso 1 1 calc R . . C9 C 0.5852(5) 0.1355(5) 0.1991(4) 0.0531(11) Uani 1 1 d . . . H9A H 0.5756 0.1937 0.1445 0.064 Uiso 1 1 calc R . . H9B H 0.5049 0.1054 0.2129 0.064 Uiso 1 1 calc R . . C10 C 0.5719(6) 0.1310(5) 0.3768(4) 0.0562(11) Uani 1 1 d . . . H10A H 0.5670 0.1807 0.4337 0.084 Uiso 1 1 calc R . . H10B H 0.6508 0.0552 0.3702 0.084 Uiso 1 1 calc R . . H10C H 0.4896 0.1062 0.3843 0.084 Uiso 1 1 calc R . . C11 C 0.4603(5) 0.3239(5) 0.2973(3) 0.0492(10) Uani 1 1 d . . . H11A H 0.3792 0.2952 0.3148 0.059 Uiso 1 1 calc R . . H11B H 0.4587 0.3643 0.2338 0.059 Uiso 1 1 calc R . . C12 C 0.4512(5) 0.4237(5) 0.3730(3) 0.0492(10) Uani 1 1 d . . . H12 H 0.4447 0.3824 0.4370 0.059 Uiso 1 1 calc R . . C13 C 0.3199(6) 0.5367(6) 0.3792(5) 0.0701(15) Uani 1 1 d . . . H13A H 0.3177 0.5746 0.3157 0.105 Uiso 1 1 calc R . . H13B H 0.3182 0.6000 0.4259 0.105 Uiso 1 1 calc R . . H13C H 0.2411 0.5070 0.4000 0.105 Uiso 1 1 calc R . . C14 C 0.6036(5) 0.5622(4) 0.2410(3) 0.0498(10) Uani 1 1 d . . . H14A H 0.5093 0.6146 0.2413 0.060 Uiso 1 1 calc R . . H14B H 0.6580 0.6202 0.2406 0.060 Uiso 1 1 calc R . . C15 C 0.6579(4) 0.4807(4) 0.1473(3) 0.0426(9) Uani 1 1 d . . . C16 C 0.892(2) 0.3663(13) 0.8478(13) 0.263(12) Uani 1 1 d D . . H16A H 0.9306 0.3621 0.9054 0.394 Uiso 1 1 calc R . . H16B H 0.9210 0.4265 0.8030 0.394 Uiso 1 1 calc R . . H16C H 0.9229 0.2827 0.8163 0.394 Uiso 1 1 calc R . . O3 O 0.7300(7) 0.4118(6) 0.8783(5) 0.1067(19) Uani 1 1 d D . . H3 H 0.7024 0.3487 0.8853 0.160 Uiso 1 1 calc R . . O4 O 0.7594(7) 0.0785(9) 0.6562(4) 0.124(2) Uani 1 1 d D . . H4O H 0.7359 0.0948 0.7156 0.187 Uiso 1 1 calc R . . C17 C 0.6479(15) 0.0752(15) 0.6201(7) 0.178(7) Uani 1 1 d D . . H17A H 0.5663 0.1026 0.6709 0.267 Uiso 1 1 calc R . . H17B H 0.6611 -0.0111 0.5986 0.267 Uiso 1 1 calc R . . H17C H 0.6380 0.1319 0.5656 0.267 Uiso 1 1 calc R . . I1 I 0.78886(4) 0.71976(4) 0.40706(3) 0.06209(13) Uani 1 1 d . . . I3 I 0.60964(5) 0.14225(4) 0.90216(3) 0.07380(15) Uani 1 1 d . . . N1 N 0.9039(4) 0.1062(3) 0.1936(3) 0.0416(7) Uani 1 1 d . . . N2 N 0.5849(4) 0.2098(4) 0.2875(3) 0.0426(7) Uani 1 1 d . . . N3 N 0.6364(5) 0.5419(4) 0.0649(3) 0.0613(11) Uani 1 1 d . . . H3A H 0.6670 0.5007 0.0093 0.074 Uiso 1 1 calc R . . H3B H 0.5919 0.6229 0.0671 0.074 Uiso 1 1 calc R . . N4 N 0.9424(5) 0.1860(5) 0.5202(3) 0.0611(11) Uani 1 1 d . . . H4A H 0.9013 0.1363 0.5542 0.073 Uiso 1 1 calc R . . H4B H 1.0073 0.2047 0.5400 0.073 Uiso 1 1 calc R . . Ni1 Ni 0.76266(5) 0.27167(5) 0.27326(3) 0.03544(13) Uani 1 1 d . . . O1 O 0.7221(3) 0.3631(3) 0.1466(2) 0.0443(6) Uani 1 1 d . . . O2 O 0.8128(3) 0.2089(3) 0.4068(2) 0.0445(6) Uani 1 1 d . . . S1 S 0.96051(11) 0.35097(10) 0.26065(8) 0.0437(2) Uani 1 1 d . . . S2 S 0.60645(12) 0.47247(10) 0.35245(7) 0.0435(2) 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 C1 0.060(3) 0.060(3) 0.047(2) 0.004(2) -0.019(2) -0.029(2) C2 0.043(2) 0.046(2) 0.0350(19) 0.0009(16) -0.0101(16) -0.0109(17) C3 0.051(3) 0.078(4) 0.086(4) 0.000(3) 0.003(3) -0.024(3) C4 0.044(2) 0.044(2) 0.055(3) 0.0046(19) -0.0108(19) -0.0053(18) C5 0.046(2) 0.044(2) 0.044(2) -0.0013(17) -0.0061(18) -0.0059(18) C6 0.063(3) 0.034(2) 0.056(3) 0.0083(18) -0.016(2) -0.0033(19) C7 0.064(3) 0.047(2) 0.043(2) -0.0099(19) -0.011(2) -0.013(2) C8 0.064(3) 0.050(2) 0.056(3) -0.011(2) -0.015(2) -0.023(2) C9 0.058(3) 0.057(3) 0.051(3) -0.005(2) -0.018(2) -0.023(2) C10 0.065(3) 0.061(3) 0.052(3) 0.014(2) -0.016(2) -0.031(2) C11 0.042(2) 0.060(3) 0.047(2) -0.001(2) -0.0119(18) -0.015(2) C12 0.045(2) 0.057(3) 0.041(2) -0.0005(19) -0.0034(18) -0.011(2) C13 0.054(3) 0.070(3) 0.071(4) -0.003(3) -0.001(3) -0.003(3) C14 0.062(3) 0.040(2) 0.043(2) 0.0025(17) -0.011(2) -0.009(2) C15 0.042(2) 0.044(2) 0.037(2) 0.0057(16) -0.0084(16) -0.0075(17) C16 0.52(4) 0.110(10) 0.192(17) 0.027(11) -0.07(2) -0.155(18) O3 0.140(5) 0.092(4) 0.075(3) -0.008(3) 0.008(3) -0.035(4) O4 0.108(4) 0.214(8) 0.068(3) 0.021(4) -0.027(3) -0.070(5) C17 0.249(15) 0.313(18) 0.088(6) 0.052(9) -0.070(8) -0.234(15) I1 0.0684(2) 0.0667(2) 0.0634(2) 0.00471(16) -0.02080(17) -0.03390(18) I3 0.0789(3) 0.0604(2) 0.0652(2) 0.00360(17) -0.01951(19) 0.00588(18) N1 0.0492(19) 0.0367(16) 0.0373(17) 0.0020(13) -0.0123(15) -0.0090(14) N2 0.0480(19) 0.0471(18) 0.0367(17) 0.0017(14) -0.0123(14) -0.0180(16) N3 0.076(3) 0.048(2) 0.041(2) 0.0094(17) -0.0100(19) 0.006(2) N4 0.060(3) 0.082(3) 0.055(2) 0.020(2) -0.030(2) -0.032(2) Ni1 0.0408(3) 0.0347(2) 0.0312(2) 0.00251(18) -0.01086(19) -0.0100(2) O1 0.0543(17) 0.0395(14) 0.0347(14) 0.0014(11) -0.0120(12) -0.0060(13) O2 0.0475(16) 0.0529(17) 0.0386(15) 0.0085(12) -0.0150(12) -0.0202(14) S1 0.0477(6) 0.0399(5) 0.0442(5) 0.0055(4) -0.0100(4) -0.0145(4) S2 0.0506(6) 0.0433(5) 0.0352(5) -0.0026(4) -0.0110(4) -0.0106(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 C1 C2 1.512(6) . ? C1 S1 1.789(5) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 O2 1.243(5) . ? C2 N4 1.310(6) . ? C3 C4 1.532(7) . ? C3 H3C 0.9600 . ? C3 H3D 0.9600 . ? C3 H3E 0.9600 . ? C4 C5 1.520(7) . ? C4 S1 1.830(5) . ? C4 H4 0.9800 . ? C5 N1 1.487(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 N1 1.486(5) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 N1 1.498(6) . ? C7 C8 1.517(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.520(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N2 1.496(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N2 1.488(6) . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 N2 1.482(6) . ? C11 C12 1.513(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.521(7) . ? C12 S2 1.817(5) . ? C12 H12 0.9800 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 C15 1.511(6) . ? C14 S2 1.798(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 O1 1.250(5) . ? C15 N3 1.325(6) . ? C16 O3 1.571(18) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? O3 H3 0.8200 . ? O4 C17 1.365(11) . ? O4 H4O 0.8200 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? N1 Ni1 2.121(3) . ? N2 Ni1 2.128(4) . ? N3 H3A 0.8600 . ? N3 H3B 0.8600 . ? N4 H4A 0.8600 . ? N4 H4B 0.8600 . ? Ni1 O1 2.042(3) . ? Ni1 O2 2.063(3) . ? Ni1 S2 2.4319(11) . ? Ni1 S1 2.4406(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 C2 C1 S1 113.7(3) . . ? C2 C1 H1A 108.8 . . ? S1 C1 H1A 108.8 . . ? C2 C1 H1B 108.8 . . ? S1 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? O2 C2 N4 122.1(4) . . ? O2 C2 C1 121.5(4) . . ? N4 C2 C1 116.3(4) . . ? C4 C3 H3C 109.5 . . ? C4 C3 H3D 109.5 . . ? H3C C3 H3D 109.5 . . ? C4 C3 H3E 109.5 . . ? H3C C3 H3E 109.5 . . ? H3D C3 H3E 109.5 . . ? C5 C4 C3 110.2(4) . . ? C5 C4 S1 109.1(3) . . ? C3 C4 S1 110.3(4) . . ? C5 C4 H4 109.1 . . ? C3 C4 H4 109.1 . . ? S1 C4 H4 109.1 . . ? N1 C5 C4 114.2(4) . . ? N1 C5 H5A 108.7 . . ? C4 C5 H5A 108.7 . . ? N1 C5 H5B 108.7 . . ? C4 C5 H5B 108.7 . . ? H5A C5 H5B 107.6 . . ? N1 C6 H6A 109.5 . . ? N1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N1 C7 C8 114.8(4) . . ? N1 C7 H7A 108.6 . . ? C8 C7 H7A 108.6 . . ? N1 C7 H7B 108.6 . . ? C8 C7 H7B 108.6 . . ? H7A C7 H7B 107.5 . . ? C7 C8 C9 114.0(4) . . ? C7 C8 H8A 108.7 . . ? C9 C8 H8A 108.7 . . ? C7 C8 H8B 108.7 . . ? C9 C8 H8B 108.7 . . ? H8A C8 H8B 107.6 . . ? N2 C9 C8 115.4(4) . . ? N2 C9 H9A 108.4 . . ? C8 C9 H9A 108.4 . . ? N2 C9 H9B 108.4 . . ? C8 C9 H9B 108.4 . . ? H9A C9 H9B 107.5 . . ? N2 C10 H10A 109.5 . . ? N2 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N2 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N2 C11 C12 114.4(4) . . ? N2 C11 H11A 108.7 . . ? C12 C11 H11A 108.7 . . ? N2 C11 H11B 108.7 . . ? C12 C11 H11B 108.7 . . ? H11A C11 H11B 107.6 . . ? C11 C12 C13 111.1(4) . . ? C11 C12 S2 111.8(3) . . ? C13 C12 S2 113.2(4) . . ? C11 C12 H12 106.8 . . ? C13 C12 H12 106.8 . . ? S2 C12 H12 106.8 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 S2 114.7(3) . . ? C15 C14 H14A 108.6 . . ? S2 C14 H14A 108.6 . . ? C15 C14 H14B 108.6 . . ? S2 C14 H14B 108.6 . . ? H14A C14 H14B 107.6 . . ? O1 C15 N3 121.5(4) . . ? O1 C15 C14 122.4(4) . . ? N3 C15 C14 116.0(4) . . ? O3 C16 H16A 109.5 . . ? O3 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? O3 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C16 O3 H3 109.5 . . ? C17 O4 H4O 109.5 . . ? O4 C17 H17A 109.5 . . ? O4 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? O4 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C6 N1 C5 108.6(4) . . ? C6 N1 C7 108.0(4) . . ? C5 N1 C7 106.0(3) . . ? C6 N1 Ni1 114.6(3) . . ? C5 N1 Ni1 107.1(2) . . ? C7 N1 Ni1 112.1(3) . . ? C11 N2 C10 108.8(4) . . ? C11 N2 C9 105.6(3) . . ? C10 N2 C9 109.9(4) . . ? C11 N2 Ni1 109.4(3) . . ? C10 N2 Ni1 109.8(3) . . ? C9 N2 Ni1 113.2(3) . . ? C15 N3 H3A 120.0 . . ? C15 N3 H3B 120.0 . . ? H3A N3 H3B 120.0 . . ? C2 N4 H4A 120.0 . . ? C2 N4 H4B 120.0 . . ? H4A N4 H4B 120.0 . . ? O1 Ni1 O2 169.46(12) . . ? O1 Ni1 N1 91.84(12) . . ? O2 Ni1 N1 94.12(13) . . ? O1 Ni1 N2 90.19(13) . . ? O2 Ni1 N2 97.78(13) . . ? N1 Ni1 N2 96.32(14) . . ? O1 Ni1 S2 83.83(9) . . ? O2 Ni1 S2 89.78(9) . . ? N1 Ni1 S2 174.96(10) . . ? N2 Ni1 S2 86.30(10) . . ? O1 Ni1 S1 89.69(10) . . ? O2 Ni1 S1 82.06(9) . . ? N1 Ni1 S1 86.06(10) . . ? N2 Ni1 S1 177.61(10) . . ? S2 Ni1 S1 91.32(4) . . ? C15 O1 Ni1 121.2(3) . . ? C2 O2 Ni1 122.9(3) . . ? C1 S1 C4 104.2(2) . . ? C1 S1 Ni1 96.71(16) . . ? C4 S1 Ni1 96.64(16) . . ? C14 S2 C12 104.9(2) . . ? C14 S2 Ni1 95.22(15) . . ? C12 S2 Ni1 96.35(15) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag S1 C1 C2 O2 -18.8(6) . . . . ? S1 C1 C2 N4 164.0(4) . . . . ? C3 C4 C5 N1 -178.7(4) . . . . ? S1 C4 C5 N1 -57.4(4) . . . . ? N1 C7 C8 C9 73.5(5) . . . . ? C7 C8 C9 N2 -71.0(6) . . . . ? N2 C11 C12 C13 -179.4(4) . . . . ? N2 C11 C12 S2 53.2(5) . . . . ? S2 C14 C15 O1 -12.3(6) . . . . ? S2 C14 C15 N3 169.4(4) . . . . ? C4 C5 N1 C6 -68.7(5) . . . . ? C4 C5 N1 C7 175.5(4) . . . . ? C4 C5 N1 Ni1 55.7(4) . . . . ? C8 C7 N1 C6 69.2(5) . . . . ? C8 C7 N1 C5 -174.5(4) . . . . ? C8 C7 N1 Ni1 -57.9(5) . . . . ? C12 C11 N2 C10 71.2(5) . . . . ? C12 C11 N2 C9 -171.0(4) . . . . ? C12 C11 N2 Ni1 -48.8(4) . . . . ? C8 C9 N2 C11 173.7(4) . . . . ? C8 C9 N2 C10 -69.1(5) . . . . ? C8 C9 N2 Ni1 54.1(5) . . . . ? C6 N1 Ni1 O1 -176.5(3) . . . . ? C5 N1 Ni1 O1 63.0(3) . . . . ? C7 N1 Ni1 O1 -53.0(3) . . . . ? C6 N1 Ni1 O2 12.2(3) . . . . ? C5 N1 Ni1 O2 -108.3(3) . . . . ? C7 N1 Ni1 O2 135.7(3) . . . . ? C6 N1 Ni1 N2 -86.1(3) . . . . ? C5 N1 Ni1 N2 153.3(3) . . . . ? C7 N1 Ni1 N2 37.4(3) . . . . ? C6 N1 Ni1 S2 152.8(10) . . . . ? C5 N1 Ni1 S2 32.2(13) . . . . ? C7 N1 Ni1 S2 -83.7(12) . . . . ? C6 N1 Ni1 S1 94.0(3) . . . . ? C5 N1 Ni1 S1 -26.6(2) . . . . ? C7 N1 Ni1 S1 -142.5(3) . . . . ? C11 N2 Ni1 O1 -61.4(3) . . . . ? C10 N2 Ni1 O1 179.2(3) . . . . ? C9 N2 Ni1 O1 56.0(3) . . . . ? C11 N2 Ni1 O2 111.7(3) . . . . ? C10 N2 Ni1 O2 -7.7(3) . . . . ? C9 N2 Ni1 O2 -130.9(3) . . . . ? C11 N2 Ni1 N1 -153.3(3) . . . . ? C10 N2 Ni1 N1 87.3(3) . . . . ? C9 N2 Ni1 N1 -35.9(3) . . . . ? C11 N2 Ni1 S2 22.4(3) . . . . ? C10 N2 Ni1 S2 -97.0(3) . . . . ? C9 N2 Ni1 S2 139.8(3) . . . . ? C11 N2 Ni1 S1 26(3) . . . . ? C10 N2 Ni1 S1 -94(2) . . . . ? C9 N2 Ni1 S1 143(2) . . . . ? N3 C15 O1 Ni1 177.0(4) . . . . ? C14 C15 O1 Ni1 -1.2(6) . . . . ? O2 Ni1 O1 C15 -43.3(9) . . . . ? N1 Ni1 O1 C15 -167.7(4) . . . . ? N2 Ni1 O1 C15 96.0(4) . . . . ? S2 Ni1 O1 C15 9.7(3) . . . . ? S1 Ni1 O1 C15 -81.6(3) . . . . ? N4 C2 O2 Ni1 -175.6(4) . . . . ? C1 C2 O2 Ni1 7.3(6) . . . . ? O1 Ni1 O2 C2 -34.6(9) . . . . ? N1 Ni1 O2 C2 89.7(3) . . . . ? N2 Ni1 O2 C2 -173.4(3) . . . . ? S2 Ni1 O2 C2 -87.1(3) . . . . ? S1 Ni1 O2 C2 4.2(3) . . . . ? C2 C1 S1 C4 -81.1(4) . . . . ? C2 C1 S1 Ni1 17.5(4) . . . . ? C5 C4 S1 C1 126.1(3) . . . . ? C3 C4 S1 C1 -112.7(4) . . . . ? C5 C4 S1 Ni1 27.4(3) . . . . ? C3 C4 S1 Ni1 148.6(4) . . . . ? O1 Ni1 S1 C1 162.4(2) . . . . ? O2 Ni1 S1 C1 -11.1(2) . . . . ? N1 Ni1 S1 C1 -105.8(2) . . . . ? N2 Ni1 S1 C1 75(2) . . . . ? S2 Ni1 S1 C1 78.53(18) . . . . ? O1 Ni1 S1 C4 -92.42(18) . . . . ? O2 Ni1 S1 C4 94.16(18) . . . . ? N1 Ni1 S1 C4 -0.56(18) . . . . ? N2 Ni1 S1 C4 -180(100) . . . . ? S2 Ni1 S1 C4 -176.25(16) . . . . ? C15 C14 S2 C12 -82.4(4) . . . . ? C15 C14 S2 Ni1 15.6(4) . . . . ? C11 C12 S2 C14 69.4(4) . . . . ? C13 C12 S2 C14 -56.9(4) . . . . ? C11 C12 S2 Ni1 -27.7(3) . . . . ? C13 C12 S2 Ni1 -154.0(4) . . . . ? O1 Ni1 S2 C14 -12.30(19) . . . . ? O2 Ni1 S2 C14 159.29(19) . . . . ? N1 Ni1 S2 C14 18.6(12) . . . . ? N2 Ni1 S2 C14 -102.9(2) . . . . ? S1 Ni1 S2 C14 77.24(17) . . . . ? O1 Ni1 S2 C12 93.36(18) . . . . ? O2 Ni1 S2 C12 -95.05(17) . . . . ? N1 Ni1 S2 C12 124.3(12) . . . . ? N2 Ni1 S2 C12 2.77(18) . . . . ? S1 Ni1 S2 C12 -177.10(16) . . . . ? _diffrn_measured_fraction_theta_max 0.976 _diffrn_reflns_theta_full 28.26 _diffrn_measured_fraction_theta_full 0.976 _refine_diff_density_max 2.983 _refine_diff_density_min -1.825 _refine_diff_density_rms 0.118 # Attachment '- Complex6-BC39.CIF' data_bc39 _database_code_depnum_ccdc_archive 'CCDC 830388' #TrackingRef '- Complex6-BC39.CIF' _audit_update_record ; 2011-09-09 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C13 H28 I2 N4 Ni O2 S2' _chemical_formula_weight 649.02 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.2811(9) _cell_length_b 12.8465(8) _cell_length_c 15.4674(13) _cell_angle_alpha 90.00 _cell_angle_beta 83.251(4) _cell_angle_gamma 90.00 _cell_volume 2226.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2038 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.937 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1264 _exptl_absorpt_coefficient_mu 3.846 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.5962 _exptl_absorpt_correction_T_max 0.8309 _exptl_absorpt_process_details ; PSISCANS: North, A. C. T.; Phillips, D. C.; Mathews, F. S. Acta. Crystallogr. Sect A, 1968, 24, 351-359. ; _exptl_special_details ? _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_reflns_number 5962 _diffrn_reflns_av_R_equivalents 0.1168 _diffrn_reflns_av_sigmaI/netI 0.1285 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.07 _diffrn_reflns_theta_max 23.36 _reflns_number_total 3113 _reflns_number_gt 2038 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics '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^)+(0.0427P)^2^+8.9652P] 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 3113 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1071 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1548 _refine_ls_wR_factor_gt 0.1383 _refine_ls_goodness_of_fit_ref 1.089 _refine_ls_restrained_S_all 1.089 _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 0.75542(13) 0.29978(10) 0.10167(10) 0.0390(4) Uani 1 1 d . . . S1 S 0.8950(3) 0.2128(2) 0.1834(2) 0.0514(8) Uani 1 1 d . . . S2 S 0.7018(3) 0.4372(2) 0.2087(2) 0.0498(8) Uani 1 1 d . . . O1 O 0.9096(7) 0.3938(6) 0.0668(6) 0.050(2) Uani 1 1 d . . . O2 O 0.6728(8) 0.3940(6) 0.0215(5) 0.045(2) Uani 1 1 d . . . N1 N 0.8047(10) 0.1938(7) 0.0006(7) 0.052(3) Uani 1 1 d . . . N2 N 0.5913(9) 0.2284(7) 0.1491(7) 0.049(3) Uani 1 1 d . . . N3 N 1.0705(11) 0.4712(9) 0.1071(8) 0.073(4) Uani 1 1 d . . . H3A H 1.0686 0.5167 0.0665 0.087 Uiso 1 1 calc R . . H3B H 1.1255 0.4741 0.1412 0.087 Uiso 1 1 calc R . . N4 N 0.6487(10) 0.5561(8) -0.0197(7) 0.057(3) Uani 1 1 d . . . H4A H 0.6543 0.5374 -0.0734 0.068 Uiso 1 1 calc R . . H4B H 0.6376 0.6205 -0.0059 0.068 Uiso 1 1 calc R . . C1 C 0.9891(12) 0.3968(10) 0.1172(9) 0.054(3) Uani 1 1 d . . . C2 C 0.9916(12) 0.3219(10) 0.1897(9) 0.061(4) Uani 1 1 d . . . H2A H 0.9689 0.3579 0.2443 0.073 Uiso 1 1 calc R . . H2B H 1.0726 0.2969 0.1902 0.073 Uiso 1 1 calc R . . C3 C 0.9673(13) 0.1426(12) 0.0899(9) 0.069(4) Uani 1 1 d . . . H3C H 1.0268 0.1866 0.0577 0.082 Uiso 1 1 calc R . . H3D H 1.0073 0.0814 0.1093 0.082 Uiso 1 1 calc R . . C4 C 0.8750(16) 0.1104(11) 0.0322(11) 0.086(5) Uani 1 1 d . . . H4C H 0.9152 0.0737 -0.0177 0.103 Uiso 1 1 calc R . . H4D H 0.8208 0.0615 0.0642 0.103 Uiso 1 1 calc R . . C5 C 0.8770(15) 0.2477(12) -0.0722(10) 0.083(5) Uani 1 1 d . . . H5A H 0.8312 0.3033 -0.0930 0.125 Uiso 1 1 calc R . . H5B H 0.8988 0.1991 -0.1185 0.125 Uiso 1 1 calc R . . H5C H 0.9479 0.2755 -0.0521 0.125 Uiso 1 1 calc R . . C6 C 0.6996(17) 0.1514(12) -0.0402(11) 0.086(5) Uani 1 1 d . . . H6A H 0.7292 0.0990 -0.0825 0.103 Uiso 1 1 calc R . . H6B H 0.6669 0.2076 -0.0720 0.103 Uiso 1 1 calc R . . C7 C 0.5979(14) 0.1034(12) 0.0202(10) 0.072(4) Uani 1 1 d . . . H7A H 0.5429 0.0691 -0.0142 0.086 Uiso 1 1 calc R . . H7B H 0.6297 0.0513 0.0566 0.086 Uiso 1 1 calc R . . C8 C 0.5316(12) 0.1849(11) 0.0772(10) 0.065(4) Uani 1 1 d . . . H8A H 0.5131 0.2421 0.0401 0.078 Uiso 1 1 calc R . . H8B H 0.4563 0.1549 0.1021 0.078 Uiso 1 1 calc R . . C9 C 0.6051(13) 0.1442(11) 0.2129(10) 0.072(4) Uani 1 1 d . . . H9A H 0.6441 0.1713 0.2600 0.108 Uiso 1 1 calc R . . H9B H 0.6522 0.0889 0.1847 0.108 Uiso 1 1 calc R . . H9C H 0.5278 0.1179 0.2351 0.108 Uiso 1 1 calc R . . C10 C 0.5091(11) 0.3101(10) 0.1898(9) 0.058(4) Uani 1 1 d . . . H10A H 0.4385 0.2769 0.2196 0.070 Uiso 1 1 calc R . . H10B H 0.4838 0.3542 0.1444 0.070 Uiso 1 1 calc R . . C11 C 0.5663(12) 0.3771(11) 0.2541(8) 0.056(4) Uani 1 1 d . . . H11A H 0.5823 0.3343 0.3030 0.067 Uiso 1 1 calc R . . H11B H 0.5103 0.4309 0.2760 0.067 Uiso 1 1 calc R . . C12 C 0.6516(14) 0.5282(8) 0.1309(8) 0.062(4) Uani 1 1 d . . . H12A H 0.5700 0.5481 0.1506 0.074 Uiso 1 1 calc R . . H12B H 0.7004 0.5905 0.1300 0.074 Uiso 1 1 calc R . . C13 C 0.6568(11) 0.4870(9) 0.0407(7) 0.041(3) Uani 1 1 d . . . I1 I 1.28728(9) 0.55439(8) 0.24370(6) 0.0675(4) Uani 1 1 d . . . I2 I 0.72745(9) 0.80895(7) 0.07327(6) 0.0657(4) 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 0.0392(9) 0.0323(8) 0.0447(9) 0.0014(7) -0.0016(7) -0.0005(7) S1 0.050(2) 0.0498(19) 0.053(2) 0.0101(16) -0.0014(16) 0.0052(16) S2 0.059(2) 0.0468(18) 0.0434(19) -0.0017(15) -0.0051(15) 0.0023(16) O1 0.043(6) 0.049(5) 0.058(6) 0.006(4) -0.001(5) -0.014(4) O2 0.059(6) 0.032(5) 0.044(5) 0.005(4) -0.010(4) 0.001(4) N1 0.060(7) 0.042(6) 0.055(7) -0.008(5) -0.008(6) 0.008(5) N2 0.049(7) 0.045(6) 0.054(7) 0.014(5) -0.007(5) -0.003(5) N3 0.079(9) 0.070(8) 0.072(9) 0.010(7) -0.022(7) -0.029(7) N4 0.086(9) 0.044(6) 0.041(6) 0.001(5) -0.003(6) 0.011(6) C1 0.043(9) 0.054(8) 0.066(10) -0.007(7) -0.006(7) -0.002(7) C2 0.043(8) 0.076(9) 0.064(9) 0.005(8) -0.011(7) -0.006(7) C3 0.056(10) 0.076(10) 0.073(11) 0.001(8) -0.003(8) 0.033(8) C4 0.098(14) 0.066(10) 0.092(13) -0.021(9) -0.007(10) 0.048(10) C5 0.107(14) 0.076(10) 0.061(10) 0.004(8) 0.016(9) 0.008(10) C6 0.118(15) 0.063(9) 0.078(12) -0.022(9) -0.018(11) 0.007(10) C7 0.074(11) 0.065(9) 0.078(11) -0.020(8) -0.015(9) -0.023(9) C8 0.044(9) 0.069(9) 0.083(11) 0.009(8) -0.019(8) -0.026(7) C9 0.065(10) 0.068(9) 0.081(11) 0.032(8) -0.001(8) -0.002(8) C10 0.036(8) 0.071(9) 0.065(9) 0.026(8) 0.007(6) -0.006(7) C11 0.059(9) 0.074(9) 0.035(7) 0.009(7) -0.005(6) 0.004(7) C12 0.102(12) 0.024(6) 0.056(9) 0.000(6) 0.002(8) 0.016(7) C13 0.052(8) 0.036(7) 0.033(7) 0.001(6) 0.000(6) -0.001(6) I1 0.0620(7) 0.0819(7) 0.0598(6) -0.0062(5) -0.0118(4) 0.0112(5) I2 0.0789(7) 0.0501(5) 0.0705(7) 0.0058(5) -0.0190(5) -0.0111(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni O2 2.035(8) . ? Ni N1 2.098(10) . ? Ni N2 2.118(10) . ? Ni O1 2.134(8) . ? Ni S1 2.407(4) . ? Ni S2 2.446(3) . ? S1 C2 1.785(13) . ? S1 C3 1.815(14) . ? S2 C11 1.781(14) . ? S2 C12 1.815(12) . ? O1 C1 1.256(15) . ? O2 C13 1.238(13) . ? N1 C4 1.451(17) . ? N1 C5 1.482(17) . ? N1 C6 1.509(19) . ? N2 C8 1.476(16) . ? N2 C9 1.485(15) . ? N2 C10 1.491(15) . ? N3 C1 1.321(16) . ? N4 C13 1.300(14) . ? C1 C2 1.482(18) . ? C3 C4 1.51(2) . ? C6 C7 1.52(2) . ? C7 C8 1.508(19) . ? C10 C11 1.516(18) . ? C12 C13 1.487(17) . ? 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 O2 Ni N1 91.9(4) . . ? O2 Ni N2 91.4(4) . . ? N1 Ni N2 97.0(4) . . ? O2 Ni O1 85.8(3) . . ? N1 Ni O1 92.4(4) . . ? N2 Ni O1 170.3(4) . . ? O2 Ni S1 166.1(3) . . ? N1 Ni S1 87.6(3) . . ? N2 Ni S1 102.5(3) . . ? O1 Ni S1 80.3(3) . . ? O2 Ni S2 83.6(2) . . ? N1 Ni S2 174.3(3) . . ? N2 Ni S2 86.7(3) . . ? O1 Ni S2 83.8(2) . . ? S1 Ni S2 96.00(12) . . ? C2 S1 C3 102.3(7) . . ? C2 S1 Ni 96.0(4) . . ? C3 S1 Ni 94.2(5) . . ? C11 S2 C12 102.7(7) . . ? C11 S2 Ni 95.0(5) . . ? C12 S2 Ni 95.0(4) . . ? C1 O1 Ni 118.8(8) . . ? C13 O2 Ni 119.5(8) . . ? C4 N1 C5 109.1(12) . . ? C4 N1 C6 111.2(11) . . ? C5 N1 C6 103.9(12) . . ? C4 N1 Ni 109.6(9) . . ? C5 N1 Ni 109.7(8) . . ? C6 N1 Ni 113.2(9) . . ? C8 N2 C9 108.5(11) . . ? C8 N2 C10 105.6(10) . . ? C9 N2 C10 109.9(10) . . ? C8 N2 Ni 111.2(8) . . ? C9 N2 Ni 113.0(8) . . ? C10 N2 Ni 108.5(7) . . ? O1 C1 N3 119.1(13) . . ? O1 C1 C2 121.8(12) . . ? N3 C1 C2 119.0(13) . . ? C1 C2 S1 113.8(10) . . ? C4 C3 S1 109.3(10) . . ? N1 C4 C3 116.1(12) . . ? N1 C6 C7 117.5(13) . . ? C8 C7 C6 111.3(12) . . ? N2 C8 C7 117.7(11) . . ? N2 C10 C11 112.7(11) . . ? C10 C11 S2 113.5(9) . . ? C13 C12 S2 114.3(8) . . ? O2 C13 N4 120.5(11) . . ? O2 C13 C12 123.8(11) . . ? N4 C13 C12 115.6(10) . . ? _diffrn_measured_fraction_theta_max 0.960 _diffrn_reflns_theta_full 23.36 _diffrn_measured_fraction_theta_full 0.960 _refine_diff_density_max 0.925 _refine_diff_density_min -0.806 _refine_diff_density_rms 0.171 # Attachment '- Complex8-btw17o.cif' data_btw17o _database_code_depnum_ccdc_archive 'CCDC 830389' #TrackingRef '- Complex8-btw17o.cif' _audit_update_record ; 2011-09-09 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H13 N2 Ni O9, 3(H2O)' _chemical_formula_sum 'C10 H19 N2 Ni O12' _chemical_formula_weight 417.96 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 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 14.669(5) _cell_length_b 16.306(5) _cell_length_c 7.034(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1682.5(9) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 3556 _cell_measurement_theta_min 2.988 _cell_measurement_theta_max 25.433 _exptl_crystal_description rod _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.626 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 844 _exptl_absorpt_coefficient_mu 1.218 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.7114 _exptl_absorpt_correction_T_max 0.9761 _exptl_absorpt_process_details ; SADABS: Siemens Industrial Automation, Inc. Madison, WI, 1996 ; _exptl_special_details ? _diffrn_ambient_temperature 298(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_reflns_number 11122 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0395 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 1.87 _diffrn_reflns_theta_max 28.36 _reflns_number_total 3752 _reflns_number_gt 3442 _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. Do note: Hydrogen atoms have not been included on the water molecules, thus O10, O11, and O12 will appear isolated. Locating H-atoms on a water molecule using X-ray crystallography is anything but trivial. ; _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^)+(0.0538P)^2^+0.4259P] 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 noref _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 0.047(8) _refine_ls_number_reflns 3752 _refine_ls_number_parameters 227 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0409 _refine_ls_R_factor_gt 0.0368 _refine_ls_wR_factor_ref 0.0959 _refine_ls_wR_factor_gt 0.0941 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.064 _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 C1 C 0.1530(2) 0.78929(19) 0.2035(5) 0.0269(7) Uani 1 1 d . . . H1A H 0.1408 0.7673 0.0778 0.032 Uiso 1 1 calc R . . H1B H 0.1814 0.8425 0.1871 0.032 Uiso 1 1 calc R . . C2 C 0.0622(2) 0.80117(17) 0.3062(5) 0.0231(6) Uani 1 1 d . . . C3 C 0.0225(2) 0.61876(17) 0.7393(5) 0.0231(6) Uani 1 1 d . . . C4 C 0.03152(19) 0.58458(18) 0.5376(4) 0.0237(7) Uani 1 1 d . . . H4A H 0.0165 0.5266 0.5371 0.028 Uiso 1 1 calc R . . H4B H -0.0105 0.6127 0.4534 0.028 Uiso 1 1 calc R . . C5 C 0.2742(2) 0.57144(19) 0.6377(5) 0.0265(6) Uani 1 1 d . . . C6 C 0.1890(2) 0.53509(17) 0.5496(6) 0.0271(7) Uani 1 1 d . . . H6A H 0.2069 0.4975 0.4493 0.033 Uiso 1 1 calc R . . H6B H 0.1570 0.5036 0.6457 0.033 Uiso 1 1 calc R . . C7 C 0.2212(2) 0.65133(18) 0.2117(5) 0.0241(6) Uani 1 1 d . . . H7A H 0.2741 0.6215 0.2570 0.029 Uiso 1 1 calc R . . H7B H 0.2263 0.6570 0.0748 0.029 Uiso 1 1 calc R . . C8 C 0.1352(2) 0.60381(19) 0.2599(5) 0.0249(6) Uani 1 1 d . . . H8A H 0.0825 0.6320 0.2084 0.030 Uiso 1 1 calc R . . H8B H 0.1381 0.5496 0.2033 0.030 Uiso 1 1 calc R . . C9 C 0.3088(2) 0.7720(2) 0.3160(5) 0.0246(6) Uani 1 1 d . . . H9A H 0.3495 0.7338 0.3789 0.029 Uiso 1 1 calc R . . H9B H 0.3040 0.8202 0.3962 0.029 Uiso 1 1 calc R . . C10 C 0.3512(2) 0.79707(19) 0.1289(5) 0.0218(7) Uani 1 1 d . . . N1 N 0.12618(16) 0.59645(14) 0.4700(4) 0.0203(5) Uani 1 1 d . . . N2 N 0.21866(16) 0.73414(15) 0.3014(4) 0.0197(5) Uani 1 1 d . . . Ni1 Ni 0.16360(2) 0.709822(19) 0.57668(7) 0.01947(10) Uani 1 1 d . . . O1 O 0.05373(15) 0.77196(13) 0.4721(4) 0.0271(5) Uani 1 1 d . . . O2 O 0.00298(15) 0.84053(14) 0.2186(4) 0.0333(5) Uani 1 1 d . . . O3 O 0.07842(15) 0.67038(13) 0.7971(3) 0.0281(5) Uani 1 1 d . . . O4 O -0.04471(16) 0.59256(14) 0.8313(4) 0.0336(5) Uani 1 1 d . . . O5 O 0.33645(16) 0.52250(16) 0.6828(5) 0.0418(7) Uani 1 1 d . . . O6 O 0.27706(14) 0.64775(13) 0.6647(4) 0.0279(5) Uani 1 1 d . . . O7 O 0.41574(16) 0.85121(14) 0.1472(4) 0.0305(5) Uani 1 1 d . . . H7 H 0.4312 0.8676 0.0419 0.046 Uiso 1 1 calc R . . O8 O 0.32709(16) 0.76888(18) -0.0242(4) 0.0337(6) Uani 1 1 d . . . O9 O 0.20286(17) 0.81376(14) 0.7145(4) 0.0353(6) Uani 1 1 d . . . O10 O 0.9678(2) 0.84417(18) 0.8130(5) 0.0518(7) Uani 1 1 d . . . O11 O 0.9443(2) 0.99317(16) 0.3448(5) 0.0540(8) Uani 1 1 d . . . O12 O 0.1821(2) 0.96263(18) 0.5606(7) 0.0634(9) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0253(16) 0.0339(17) 0.0214(17) 0.0053(13) 0.0025(13) 0.0056(11) C2 0.0251(15) 0.0216(14) 0.0226(16) -0.0026(12) 0.0013(13) 0.0002(11) C3 0.0252(15) 0.0221(14) 0.0221(16) 0.0022(12) 0.0035(12) 0.0028(11) C4 0.0197(13) 0.0263(13) 0.0251(19) -0.0036(12) 0.0021(11) -0.0043(10) C5 0.0251(15) 0.0316(15) 0.0227(15) 0.0040(12) 0.0015(12) 0.0012(12) C6 0.0294(14) 0.0193(12) 0.033(2) 0.0001(13) -0.0015(15) 0.0020(10) C7 0.0234(15) 0.0263(14) 0.0224(15) -0.0033(12) 0.0028(13) -0.0003(11) C8 0.0272(15) 0.0285(15) 0.0188(15) -0.0056(12) 0.0029(12) -0.0021(12) C9 0.0209(14) 0.0347(16) 0.0181(16) -0.0001(13) -0.0012(13) -0.0058(12) C10 0.0186(14) 0.0274(15) 0.0195(19) 0.0028(11) 0.0001(11) 0.0030(10) N1 0.0190(11) 0.0211(11) 0.0208(13) -0.0012(10) 0.0007(10) -0.0005(9) N2 0.0183(11) 0.0242(12) 0.0166(12) -0.0015(10) -0.0003(10) -0.0002(9) Ni1 0.02210(17) 0.02002(16) 0.01629(18) -0.00132(18) 0.00005(18) -0.00081(12) O1 0.0258(11) 0.0322(11) 0.0232(12) 0.0005(10) 0.0033(10) 0.0058(9) O2 0.0279(12) 0.0410(13) 0.0310(14) 0.0031(10) -0.0044(11) 0.0096(10) O3 0.0349(12) 0.0282(11) 0.0210(12) -0.0024(9) 0.0040(10) -0.0044(9) O4 0.0357(12) 0.0347(12) 0.0303(14) -0.0039(10) 0.0141(11) -0.0079(10) O5 0.0324(13) 0.0436(14) 0.0493(17) 0.0064(13) -0.0082(12) 0.0141(10) O6 0.0267(11) 0.0274(10) 0.0295(12) -0.0004(9) -0.0077(10) -0.0002(8) O7 0.0316(12) 0.0374(12) 0.0225(11) 0.0021(10) 0.0022(10) -0.0121(9) O8 0.0346(14) 0.0464(15) 0.0201(14) -0.0059(12) -0.0006(11) -0.0130(10) O9 0.0510(15) 0.0272(11) 0.0278(13) -0.0055(10) -0.0062(12) -0.0058(11) O10 0.0510(17) 0.0521(17) 0.052(2) 0.0006(15) 0.0034(16) 0.0025(13) O11 0.0607(19) 0.0428(15) 0.059(2) 0.0007(14) 0.0144(17) 0.0016(13) O12 0.085(2) 0.0419(14) 0.063(2) 0.0120(19) -0.004(2) 0.0061(14) _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 C1 N2 1.487(4) . ? C1 C2 1.527(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 O2 1.243(4) . ? C2 O1 1.267(4) . ? C3 O3 1.244(4) . ? C3 O4 1.254(4) . ? C3 C4 1.530(4) . ? C4 N1 1.481(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 O5 1.253(4) . ? C5 O6 1.259(4) . ? C5 C6 1.516(4) . ? C6 N1 1.471(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N2 1.491(4) . ? C7 C8 1.518(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N1 1.489(4) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 N2 1.463(4) . ? C9 C10 1.512(5) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 O8 1.223(4) . ? C10 O7 1.301(4) . ? N1 Ni1 2.069(2) . ? N2 Ni1 2.135(3) . ? Ni1 O9 2.036(2) . ? Ni1 O1 2.041(2) . ? Ni1 O6 2.044(2) . ? Ni1 O3 2.093(2) . ? O7 H7 0.8200 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 C1 C2 115.0(3) . . ? N2 C1 H1A 108.5 . . ? C2 C1 H1A 108.5 . . ? N2 C1 H1B 108.5 . . ? C2 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? O2 C2 O1 125.6(3) . . ? O2 C2 C1 116.1(3) . . ? O1 C2 C1 118.3(3) . . ? O3 C3 O4 125.5(3) . . ? O3 C3 C4 119.5(3) . . ? O4 C3 C4 115.0(3) . . ? N1 C4 C3 109.4(2) . . ? N1 C4 H4A 109.8 . . ? C3 C4 H4A 109.8 . . ? N1 C4 H4B 109.8 . . ? C3 C4 H4B 109.8 . . ? H4A C4 H4B 108.2 . . ? O5 C5 O6 124.5(3) . . ? O5 C5 C6 117.1(3) . . ? O6 C5 C6 118.4(3) . . ? N1 C6 C5 114.0(2) . . ? N1 C6 H6A 108.8 . . ? C5 C6 H6A 108.8 . . ? N1 C6 H6B 108.8 . . ? C5 C6 H6B 108.8 . . ? H6A C6 H6B 107.7 . . ? N2 C7 C8 110.3(2) . . ? N2 C7 H7A 109.6 . . ? C8 C7 H7A 109.6 . . ? N2 C7 H7B 109.6 . . ? C8 C7 H7B 109.6 . . ? H7A C7 H7B 108.1 . . ? N1 C8 C7 109.7(3) . . ? N1 C8 H8A 109.7 . . ? C7 C8 H8A 109.7 . . ? N1 C8 H8B 109.7 . . ? C7 C8 H8B 109.7 . . ? H8A C8 H8B 108.2 . . ? N2 C9 C10 115.1(3) . . ? N2 C9 H9A 108.5 . . ? C10 C9 H9A 108.5 . . ? N2 C9 H9B 108.5 . . ? C10 C9 H9B 108.5 . . ? H9A C9 H9B 107.5 . . ? O8 C10 O7 123.5(3) . . ? O8 C10 C9 123.1(3) . . ? O7 C10 C9 113.4(3) . . ? C6 N1 C4 112.1(2) . . ? C6 N1 C8 112.1(3) . . ? C4 N1 C8 114.4(2) . . ? C6 N1 Ni1 107.65(18) . . ? C4 N1 Ni1 104.42(17) . . ? C8 N1 Ni1 105.33(17) . . ? C9 N2 C1 111.3(2) . . ? C9 N2 C7 112.9(2) . . ? C1 N2 C7 111.6(2) . . ? C9 N2 Ni1 110.9(2) . . ? C1 N2 Ni1 106.69(19) . . ? C7 N2 Ni1 102.99(18) . . ? O9 Ni1 O1 88.96(10) . . ? O9 Ni1 O6 92.16(10) . . ? O1 Ni1 O6 176.41(10) . . ? O9 Ni1 N1 172.54(11) . . ? O1 Ni1 N1 95.93(10) . . ? O6 Ni1 N1 83.31(9) . . ? O9 Ni1 O3 94.12(10) . . ? O1 Ni1 O3 87.03(9) . . ? O6 Ni1 O3 96.29(10) . . ? N1 Ni1 O3 80.54(9) . . ? O9 Ni1 N2 99.81(10) . . ? O1 Ni1 N2 83.08(10) . . ? O6 Ni1 N2 93.37(10) . . ? N1 Ni1 N2 86.41(10) . . ? O3 Ni1 N2 162.72(9) . . ? C2 O1 Ni1 116.2(2) . . ? C3 O3 Ni1 111.1(2) . . ? C5 O6 Ni1 114.6(2) . . ? C10 O7 H7 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 C1 C2 O2 -173.3(3) . . . . ? N2 C1 C2 O1 7.9(4) . . . . ? O3 C3 C4 N1 21.2(4) . . . . ? O4 C3 C4 N1 -160.8(3) . . . . ? O5 C5 C6 N1 -169.9(3) . . . . ? O6 C5 C6 N1 11.8(4) . . . . ? N2 C7 C8 N1 -58.1(3) . . . . ? N2 C9 C10 O8 -19.8(4) . . . . ? N2 C9 C10 O7 160.4(2) . . . . ? C5 C6 N1 C4 -129.6(3) . . . . ? C5 C6 N1 C8 100.0(3) . . . . ? C5 C6 N1 Ni1 -15.4(3) . . . . ? C3 C4 N1 C6 78.4(3) . . . . ? C3 C4 N1 C8 -152.5(2) . . . . ? C3 C4 N1 Ni1 -37.9(2) . . . . ? C7 C8 N1 C6 -75.7(3) . . . . ? C7 C8 N1 C4 155.2(2) . . . . ? C7 C8 N1 Ni1 41.1(3) . . . . ? C10 C9 N2 C1 -57.5(4) . . . . ? C10 C9 N2 C7 69.0(3) . . . . ? C10 C9 N2 Ni1 -176.0(2) . . . . ? C2 C1 N2 C9 -130.4(3) . . . . ? C2 C1 N2 C7 102.4(3) . . . . ? C2 C1 N2 Ni1 -9.4(3) . . . . ? C8 C7 N2 C9 160.7(3) . . . . ? C8 C7 N2 C1 -73.1(3) . . . . ? C8 C7 N2 Ni1 41.0(3) . . . . ? C6 N1 Ni1 O9 -41.2(8) . . . . ? C4 N1 Ni1 O9 78.1(8) . . . . ? C8 N1 Ni1 O9 -161.0(7) . . . . ? C6 N1 Ni1 O1 -171.9(2) . . . . ? C4 N1 Ni1 O1 -52.56(19) . . . . ? C8 N1 Ni1 O1 68.30(19) . . . . ? C6 N1 Ni1 O6 11.6(2) . . . . ? C4 N1 Ni1 O6 130.97(19) . . . . ? C8 N1 Ni1 O6 -108.2(2) . . . . ? C6 N1 Ni1 O3 -85.9(2) . . . . ? C4 N1 Ni1 O3 33.42(18) . . . . ? C8 N1 Ni1 O3 154.3(2) . . . . ? C6 N1 Ni1 N2 105.5(2) . . . . ? C4 N1 Ni1 N2 -135.21(19) . . . . ? C8 N1 Ni1 N2 -14.35(19) . . . . ? C9 N2 Ni1 O9 40.4(2) . . . . ? C1 N2 Ni1 O9 -80.9(2) . . . . ? C7 N2 Ni1 O9 161.45(17) . . . . ? C9 N2 Ni1 O1 128.1(2) . . . . ? C1 N2 Ni1 O1 6.79(19) . . . . ? C7 N2 Ni1 O1 -110.82(18) . . . . ? C9 N2 Ni1 O6 -52.4(2) . . . . ? C1 N2 Ni1 O6 -173.72(19) . . . . ? C7 N2 Ni1 O6 68.67(17) . . . . ? C9 N2 Ni1 N1 -135.5(2) . . . . ? C1 N2 Ni1 N1 103.2(2) . . . . ? C7 N2 Ni1 N1 -14.40(17) . . . . ? C9 N2 Ni1 O3 -176.4(3) . . . . ? C1 N2 Ni1 O3 62.3(4) . . . . ? C7 N2 Ni1 O3 -55.3(4) . . . . ? O2 C2 O1 Ni1 179.8(2) . . . . ? C1 C2 O1 Ni1 -1.5(3) . . . . ? O9 Ni1 O1 C2 96.8(2) . . . . ? O6 Ni1 O1 C2 -11.3(15) . . . . ? N1 Ni1 O1 C2 -88.9(2) . . . . ? O3 Ni1 O1 C2 -169.0(2) . . . . ? N2 Ni1 O1 C2 -3.2(2) . . . . ? O4 C3 O3 Ni1 -169.7(3) . . . . ? C4 C3 O3 Ni1 8.1(3) . . . . ? O9 Ni1 O3 C3 161.0(2) . . . . ? O1 Ni1 O3 C3 72.2(2) . . . . ? O6 Ni1 O3 C3 -106.4(2) . . . . ? N1 Ni1 O3 C3 -24.3(2) . . . . ? N2 Ni1 O3 C3 17.2(4) . . . . ? O5 C5 O6 Ni1 -179.4(3) . . . . ? C6 C5 O6 Ni1 -1.2(4) . . . . ? O9 Ni1 O6 C5 167.9(2) . . . . ? O1 Ni1 O6 C5 -84.1(14) . . . . ? N1 Ni1 O6 C5 -6.2(2) . . . . ? O3 Ni1 O6 C5 73.5(2) . . . . ? N2 Ni1 O6 C5 -92.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.36 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.497 _refine_diff_density_min -0.294 _refine_diff_density_rms 0.077 # Attachment '- Complex10-bsc1o.cif' data_bsc1o _database_code_depnum_ccdc_archive 'CCDC 853856' #TrackingRef '- Complex10-bsc1o.cif' _audit_update_record ; 2011-11-06 # Formatted by publCIF ; _audit_creation_method SHELXL-97 _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C10 H22 N2 Ni S2' _chemical_formula_sum 'C10 H22 N2 Ni S2' _chemical_formula_weight 293.13 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 9.487(6) _cell_length_b 7.862(5) _cell_length_c 18.145(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1353.4(16) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 915 _cell_measurement_theta_min 2.248 _cell_measurement_theta_max 24.842 _exptl_crystal_description plate _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.439 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 624 _exptl_absorpt_coefficient_mu 1.715 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.781 _exptl_absorpt_correction_T_max 0.983 _exptl_absorpt_process_details ; SADABS: Siemens Industrial Automation, Inc. Madison, WI, 1996 ; _exptl_special_details ? _diffrn_ambient_temperature 298(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_reflns_number 6619 _diffrn_reflns_av_R_equivalents 0.0863 _diffrn_reflns_av_sigmaI/netI 0.0777 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 28.23 _reflns_number_total 1650 _reflns_number_gt 1146 _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^)+(0.0919P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1650 _refine_ls_number_parameters 71 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1009 _refine_ls_R_factor_gt 0.0632 _refine_ls_wR_factor_ref 0.1641 _refine_ls_wR_factor_gt 0.1451 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _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 C1 C 0.4353(5) 0.0965(6) 0.3899(3) 0.0399(12) Uani 1 1 d . . . H1A H 0.4581 0.0167 0.4289 0.048 Uiso 1 1 calc R . . H1B H 0.3359 0.0844 0.3786 0.048 Uiso 1 1 calc R . . C2 C 0.4636(5) 0.2754(6) 0.4163(3) 0.0407(12) Uani 1 1 d . . . H2 H 0.5580 0.2794 0.4382 0.049 Uiso 1 1 calc R . . C3 C 0.3566(7) 0.3271(7) 0.4744(3) 0.0610(16) Uani 1 1 d . . . H3A H 0.2631 0.3084 0.4558 0.091 Uiso 1 1 calc R . . H3B H 0.3684 0.4453 0.4860 0.091 Uiso 1 1 calc R . . H3C H 0.3706 0.2602 0.5180 0.091 Uiso 1 1 calc R . . C4 C 0.6738(5) 0.0462(6) 0.3420(3) 0.0447(13) Uani 1 1 d . . . H4A H 0.7043 0.1544 0.3608 0.067 Uiso 1 1 calc R . . H4B H 0.7268 0.0186 0.2986 0.067 Uiso 1 1 calc R . . H4C H 0.6887 -0.0397 0.3788 0.067 Uiso 1 1 calc R . . C5 C 0.4748(5) -0.1078(6) 0.2895(3) 0.0451(13) Uani 1 1 d . . . H5A H 0.3729 -0.1178 0.2912 0.054 Uiso 1 1 calc R . . H5B H 0.5154 -0.2030 0.3161 0.054 Uiso 1 1 calc R . . N1 N 0.5200(4) 0.0548(5) 0.3232(2) 0.0340(9) Uani 1 1 d . . . Ni1 Ni 0.5000 0.23289(9) 0.2500 0.0262(3) Uani 1 2 d S . . S1 S 0.54055(13) 0.41707(15) 0.16365(7) 0.0365(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 C1 0.035(3) 0.037(3) 0.047(3) 0.009(2) 0.001(2) 0.001(2) C2 0.036(3) 0.047(3) 0.039(3) 0.001(2) 0.002(2) 0.007(2) C3 0.077(4) 0.062(4) 0.044(3) 0.009(3) 0.018(3) 0.015(3) C4 0.036(3) 0.044(3) 0.054(3) 0.007(2) -0.002(2) 0.006(2) C5 0.044(3) 0.022(2) 0.069(4) 0.005(2) -0.001(3) 0.001(2) N1 0.0228(19) 0.032(2) 0.047(2) -0.0001(19) -0.0040(16) 0.0016(15) Ni1 0.0238(4) 0.0174(4) 0.0375(5) 0.000 0.0006(3) 0.000 S1 0.0402(7) 0.0260(6) 0.0432(7) 0.0031(5) 0.0079(5) 0.0007(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.488(6) . ? C1 C2 1.510(6) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.519(7) . ? C2 S1 1.829(5) 3_655 ? C2 H2 0.9800 . ? C3 H3A 0.9600 . ? C3 H3B 0.9600 . ? C3 H3C 0.9600 . ? C4 N1 1.500(6) . ? C4 H4A 0.9600 . ? C4 H4B 0.9600 . ? C4 H4C 0.9600 . ? C5 N1 1.481(6) . ? C5 C5 1.511(10) 3_655 ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? N1 Ni1 1.939(4) . ? Ni1 N1 1.939(4) 3_655 ? Ni1 S1 2.1679(16) . ? Ni1 S1 2.1679(16) 3_655 ? S1 C2 1.829(5) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 111.5(4) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? C3 C2 C1 110.5(4) . . ? C3 C2 S1 111.9(4) . 3_655 ? C1 C2 S1 108.2(4) . 3_655 ? C3 C2 H2 108.7 . . ? C1 C2 H2 108.7 . . ? S1 C2 H2 108.7 3_655 . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N1 C5 C5 107.5(3) . 3_655 ? N1 C5 H5A 110.2 . . ? C5 C5 H5A 110.2 3_655 . ? N1 C5 H5B 110.2 . . ? C5 C5 H5B 110.2 3_655 . ? H5A C5 H5B 108.5 . . ? C1 N1 C5 111.7(4) . . ? C1 N1 C4 110.5(4) . . ? C5 N1 C4 109.7(4) . . ? C1 N1 Ni1 110.2(3) . . ? C5 N1 Ni1 108.2(3) . . ? C4 N1 Ni1 106.5(3) . . ? N1 Ni1 N1 87.6(2) 3_655 . ? N1 Ni1 S1 90.24(13) 3_655 . ? N1 Ni1 S1 163.74(11) . . ? N1 Ni1 S1 163.74(11) 3_655 3_655 ? N1 Ni1 S1 90.24(13) . 3_655 ? S1 Ni1 S1 96.18(9) . 3_655 ? C2 S1 Ni1 99.36(18) 3_655 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 C1 C2 C3 168.9(4) . . . . ? N1 C1 C2 S1 46.0(5) . . . 3_655 ? C2 C1 N1 C5 -170.0(4) . . . . ? C2 C1 N1 C4 67.7(5) . . . . ? C2 C1 N1 Ni1 -49.7(4) . . . . ? C5 C5 N1 C1 159.6(4) 3_655 . . . ? C5 C5 N1 C4 -77.5(5) 3_655 . . . ? C5 C5 N1 Ni1 38.2(5) 3_655 . . . ? C1 N1 Ni1 N1 -136.3(3) . . . 3_655 ? C5 N1 Ni1 N1 -13.9(2) . . . 3_655 ? C4 N1 Ni1 N1 103.9(3) . . . 3_655 ? C1 N1 Ni1 S1 141.2(4) . . . . ? C5 N1 Ni1 S1 -96.5(5) . . . . ? C4 N1 Ni1 S1 21.3(6) . . . . ? C1 N1 Ni1 S1 27.6(3) . . . 3_655 ? C5 N1 Ni1 S1 150.0(3) . . . 3_655 ? C4 N1 Ni1 S1 -92.2(3) . . . 3_655 ? N1 Ni1 S1 C2 -2.7(2) 3_655 . . 3_655 ? N1 Ni1 S1 C2 79.5(5) . . . 3_655 ? S1 Ni1 S1 C2 -167.72(18) 3_655 . . 3_655 ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.23 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.802 _refine_diff_density_min -0.663 _refine_diff_density_rms 0.105