# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 _publ_section_title ;Nickel dithiolenes containing pendant thiophene units: Precursors to dithiolene/polythiophene hybrid materials ; _publ_contact_author_name 'Neil Robertson' _publ_contact_author_email NEIL.ROBERTSON@ED.AC.UK loop_ _publ_author_name 'Neil Robertson' 'Tania Anjos' 'Adam Charlton' 'Simon J. Coles' 'Michael B. Hursthouse' ; M.Kalaji ; 'Andrew R. Mount' 'P. J. Murphy' 'Susan J. Roberts-Bleming' # Attachment 'Nib2ted_new.cif' data_Nib2ted _database_code_depnum_ccdc_archive 'CCDC 170534' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'C20 H12 Ni1 S8' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H12 Ni S8' _chemical_formula_weight 567.49 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' 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 12.112(2) _cell_length_b 5.4414(11) _cell_length_c 17.026(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.51(3) _cell_angle_gamma 90.00 _cell_volume 1050.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _cell_measurement_reflns_used 4919 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description needle _exptl_crystal_colour 'dark orange' _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.793 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 1.725 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6257 _exptl_absorpt_correction_T_max 0.9830 _exptl_absorpt_process_details 'SORTAV (Blessing, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 120(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD Area Detector' _diffrn_measurement_method '\f and \w scans to fill Ewald Sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7607 _diffrn_reflns_av_R_equivalents 0.0443 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2391 _reflns_number_gt 2086 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO, COLLECT' _computing_data_reduction 'DENZO, COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CAMERON (Watkin, Pearce 1993)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0252P)^2^+0.6949P] 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 2391 _refine_ls_number_parameters 146 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0369 _refine_ls_R_factor_gt 0.0300 _refine_ls_wR_factor_ref 0.0735 _refine_ls_wR_factor_gt 0.0703 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _refine_ls_shift/su_max 0.038 _refine_ls_shift/su_mean 0.021 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 0.18492(18) 0.9143(4) 0.03649(13) 0.0128(4) Uani 1 1 d . . . C2 C 0.26565(18) 1.1080(4) 0.08247(13) 0.0138(4) Uani 1 1 d . . . C3 C 0.38169(19) 1.3901(4) 0.19462(14) 0.0197(5) Uani 1 1 d . . . H3 H 0.4209 1.4771 0.2451 0.024 Uiso 1 1 calc R A 1 C4 C 0.38664(19) 1.4567(4) 0.11895(14) 0.0179(4) Uani 1 1 d . C . H4 H 0.4295 1.5941 0.1104 0.021 Uiso 1 1 calc R B 1 C5 C 0.3169(6) 1.2880(11) 0.0517(4) 0.0179(4) Uani 0.85 1 d P C 1 H5 H 0.3090 1.3035 -0.0056 0.021 Uiso 0.85 1 calc PR C 1 S2' S 0.3296(10) 1.3192(16) 0.0437(7) 0.0337(19) Uani 0.15 1 d P C 2 C6 C -0.16836(18) 0.1558(4) 0.04597(13) 0.0130(4) Uani 1 1 d . . . C7 C -0.23969(18) 0.0660(4) 0.09476(12) 0.0126(4) Uani 1 1 d . . . C8 C -0.40234(19) 0.0034(4) 0.14717(13) 0.0181(5) Uani 1 1 d . . . H8 H -0.4735 0.0047 0.1588 0.022 Uiso 1 1 calc R D 1 C9 C -0.3117(2) -0.1510(4) 0.18522(13) 0.0171(4) Uani 1 1 d . F . H9 H -0.3192 -0.2656 0.2252 0.021 Uiso 1 1 calc R E 1 C10 C -0.1969(5) -0.1461(10) 0.1656(4) 0.0171(4) Uani 0.85 1 d P F 1 H10 H -0.1255 -0.2365 0.1876 0.021 Uiso 0.85 1 calc PR F 1 S4' S -0.2186(6) -0.1050(12) 0.1531(4) 0.0189(14) Uani 0.15 1 d P F 2 S1 S 0.10474(5) 0.76337(9) 0.08693(3) 0.01461(14) Uani 1 1 d . . . S2 S 0.29850(17) 1.1364(3) 0.18972(9) 0.0155(3) Uani 0.85 1 d P C 1 C5' C 0.300(5) 1.144(10) 0.178(3) 0.023(6) Uiso 0.15 1 d P C 2 H5' H 0.2792 1.0475 0.2172 0.027 Uiso 0.15 1 calc PR C 2 S3 S -0.06530(5) 0.37368(9) 0.09352(3) 0.01523(14) Uani 1 1 d . . . S4 S -0.37664(8) 0.19351(18) 0.07690(5) 0.01814(19) Uani 0.85 1 d P F 1 C10' C -0.351(2) 0.134(4) 0.0820(16) 0.023(6) Uiso 0.15 1 d P F 2 H10' H -0.3940 0.2451 0.0395 0.027 Uiso 0.15 1 calc PR F 2 Ni1 Ni 0.0000 0.5000 0.0000 0.01315(12) Uani 1 2 d S . . 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 0.0110(10) 0.0127(10) 0.0145(10) 0.0019(8) 0.0042(8) 0.0020(8) C2 0.0133(10) 0.0147(10) 0.0131(10) 0.0000(8) 0.0043(8) 0.0022(8) C3 0.0149(11) 0.0237(12) 0.0197(11) -0.0064(9) 0.0049(9) -0.0011(9) C4 0.0153(10) 0.0143(10) 0.0230(11) -0.0025(8) 0.0053(8) -0.0014(8) C5 0.0153(10) 0.0143(10) 0.0230(11) -0.0025(8) 0.0053(8) -0.0014(8) S2' 0.024(4) 0.018(3) 0.052(4) 0.007(3) 0.005(3) -0.009(2) C6 0.0107(10) 0.0131(10) 0.0153(10) 0.0005(8) 0.0046(8) 0.0021(8) C7 0.0123(10) 0.0129(9) 0.0124(10) -0.0027(8) 0.0040(8) -0.0011(8) C8 0.0167(12) 0.0181(11) 0.0209(11) -0.0011(8) 0.0084(9) -0.0029(8) C9 0.0231(11) 0.0153(10) 0.0142(10) -0.0005(7) 0.0081(9) -0.0025(8) C10 0.0231(11) 0.0153(10) 0.0142(10) -0.0005(7) 0.0081(9) -0.0025(8) S4' 0.018(3) 0.020(3) 0.018(3) -0.003(2) 0.006(2) 0.0037(18) S1 0.0150(3) 0.0170(3) 0.0131(3) -0.00185(19) 0.0065(2) -0.0032(2) S2 0.0176(4) 0.0194(4) 0.0106(5) -0.0031(4) 0.0064(4) -0.0062(2) S3 0.0155(3) 0.0175(3) 0.0134(3) -0.00306(19) 0.0061(2) -0.00376(19) S4 0.0144(4) 0.0203(4) 0.0218(4) 0.0059(3) 0.0089(3) 0.0027(3) Ni1 0.0124(2) 0.0140(2) 0.0140(2) -0.00169(14) 0.00590(16) -0.00227(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 C6 1.400(3) 3_565 ? C1 C2 1.464(3) . ? C1 S1 1.715(2) . ? C2 C5 1.360(6) . ? C2 S2' 1.647(7) . ? C2 C5' 1.54(4) . ? C2 S2 1.734(3) . ? C3 C4 1.360(3) . ? C3 C5' 1.63(5) . ? C3 S2 1.694(3) . ? C3 S2' 2.452(12) . ? C4 S2' 1.434(12) . ? C4 C5 1.480(7) . ? C6 C1 1.400(3) 3_565 ? C6 C7 1.476(3) . ? C6 S3 1.706(2) . ? C7 C10' 1.33(2) . ? C7 S4' 1.319(7) . ? C7 C10 1.618(5) . ? C7 S4 1.724(2) . ? C8 C9 1.353(3) . ? C8 C10' 1.62(3) . ? C8 S4 1.691(2) . ? C8 S4' 2.270(7) . ? C9 S4' 1.438(8) . ? C9 C10 1.540(6) . ? S4' C10' 2.09(2) . ? S1 Ni1 2.1302(7) . ? S3 Ni1 2.1251(7) . ? Ni1 S3 2.1251(7) 3_565 ? Ni1 S1 2.1302(7) 3_565 ? 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 C6 C1 C2 124.52(19) 3_565 . ? C6 C1 S1 117.68(16) 3_565 . ? C2 C1 S1 117.80(15) . . ? C5 C2 C1 128.5(3) . . ? C5 C2 S2' 1.8(7) . . ? C1 C2 S2' 127.4(4) . . ? C5 C2 C5' 109(2) . . ? C1 C2 C5' 123(2) . . ? S2' C2 C5' 110(2) . . ? C5 C2 S2 112.0(3) . . ? C1 C2 S2 119.41(16) . . ? S2' C2 S2 113.1(4) . . ? C5' C2 S2 3(2) . . ? C4 C3 C5' 106.3(15) . . ? C4 C3 S2 113.16(18) . . ? C5' C3 S2 6.9(16) . . ? C4 C3 S2' 29.51(18) . . ? C5' C3 S2' 76.8(15) . . ? S2 C3 S2' 83.67(18) . . ? S2' C4 C3 122.7(3) . . ? S2' C4 C5 11.3(5) . . ? C3 C4 C5 111.4(3) . . ? C2 C5 C4 111.2(5) . . ? C4 S2' C2 98.8(6) . . ? C4 S2' C3 27.8(2) . . ? C2 S2' C3 71.0(4) . . ? C1 C6 C7 124.60(18) 3_565 . ? C1 C6 S3 119.29(16) 3_565 . ? C7 C6 S3 115.99(15) . . ? C10' C7 S4' 103.6(11) . . ? C10' C7 C6 124.8(11) . . ? S4' C7 C6 131.3(3) . . ? C10' C7 C10 111.1(11) . . ? S4' C7 C10 7.4(5) . . ? C6 C7 C10 123.9(3) . . ? C10' C7 S4 7.8(10) . . ? S4' C7 S4 109.7(3) . . ? C6 C7 S4 118.97(15) . . ? C10 C7 S4 117.1(2) . . ? C9 C8 C10' 98.9(8) . . ? C9 C8 S4 113.50(17) . . ? C10' C8 S4 15.1(7) . . ? C9 C8 S4' 36.8(2) . . ? C10' C8 S4' 62.2(8) . . ? S4 C8 S4' 76.68(19) . . ? C8 C9 S4' 108.8(3) . . ? C8 C9 C10 121.9(3) . . ? S4' C9 C10 13.1(3) . . ? C9 C10 C7 95.5(3) . . ? C7 S4' C9 116.0(4) . . ? C7 S4' C10' 38.4(7) . . ? C9 S4' C10' 77.6(7) . . ? C7 S4' C8 81.7(3) . . ? C9 S4' C8 34.34(16) . . ? C10' S4' C8 43.3(7) . . ? C1 S1 Ni1 106.16(7) . . ? C3 S2 C2 92.15(13) . . ? C2 C5' C3 102(3) . . ? C6 S3 Ni1 105.76(7) . . ? C8 S4 C7 91.90(11) . . ? C7 C10' C8 112.2(15) . . ? C7 C10' S4' 37.9(7) . . ? C8 C10' S4' 74.4(9) . . ? S3 Ni1 S3 180.0 . 3_565 ? S3 Ni1 S1 90.89(2) . 3_565 ? S3 Ni1 S1 89.11(2) 3_565 3_565 ? S3 Ni1 S1 89.11(2) . . ? S3 Ni1 S1 90.89(2) 3_565 . ? S1 Ni1 S1 180.00(2) 3_565 . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.422 _refine_diff_density_min -0.547 _refine_diff_density_rms 0.086 # Attachment 'Nib3ted.cif' data_Nib3ted _database_code_depnum_ccdc_archive 'CCDC 171198' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'C20 H8 Ni1 S8' _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H12 Ni S8' _chemical_formula_weight 567.49 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.5217(19) _cell_length_b 9.810(2) _cell_length_c 11.985(2) _cell_angle_alpha 90.14(3) _cell_angle_beta 100.37(3) _cell_angle_gamma 93.73(3) _cell_volume 1098.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6467 _cell_measurement_theta_min 2.91 _cell_measurement_theta_max 27.48 _exptl_crystal_description block _exptl_crystal_colour black _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.715 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 1.650 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6737 _exptl_absorpt_correction_T_max 0.9522 _exptl_absorpt_process_details 'SORTAV (Blessing, 1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Nonius FR591 rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD Area Detector' _diffrn_measurement_method '\f and \w scans to fill Ewald Sphere' _diffrn_detector_area_resol_mean 9.091 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13623 _diffrn_reflns_av_R_equivalents 0.0335 _diffrn_reflns_av_sigmaI/netI 0.0389 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.91 _diffrn_reflns_theta_max 27.49 _reflns_number_total 5027 _reflns_number_gt 4342 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, 1998)' _computing_cell_refinement 'DENZO, COLLECT' _computing_data_reduction 'DENZO, COLLECT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 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^)+(0.0486P)^2^+0.7792P] 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 5027 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0428 _refine_ls_R_factor_gt 0.0356 _refine_ls_wR_factor_ref 0.0977 _refine_ls_wR_factor_gt 0.0928 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 Ni1 Ni 0.23542(3) 0.06473(3) 0.05023(2) 0.02044(10) Uani 1 1 d . . . S1 S 0.17144(6) 0.06562(5) 0.21137(5) 0.02138(13) Uani 1 1 d . . . S2 S 0.32626(6) 0.26742(5) 0.07645(5) 0.02192(13) Uani 1 1 d . . . S3 S 0.15659(6) -0.14293(5) 0.02737(5) 0.02103(13) Uani 1 1 d . . . S4 S 0.30407(6) 0.06452(6) -0.10926(5) 0.02498(14) Uani 1 1 d . . . S5 S 0.13411(8) 0.20923(8) 0.57963(6) 0.0291(3) Uani 0.736(3) 1 d P A 1 C4 C 0.11987(15) 0.37529(14) 0.53885(12) 0.0319(5) Uani 0.736(3) 1 d P A 1 H4 H 0.0916 0.4486 0.5798 0.038 Uiso 0.736(3) 1 calc PR A 1 C4' C 0.13411(8) 0.20923(8) 0.57963(6) 0.0291(3) Uani 0.264(3) 1 d P A 2 H4' H 0.1191 0.1646 0.6472 0.035 Uiso 0.264(3) 1 calc PR A 2 S5' S 0.11987(15) 0.37529(14) 0.53885(12) 0.0319(5) Uani 0.264(3) 1 d P A 2 S6 S 0.41448(7) 0.71196(7) 0.24488(6) 0.0289(2) Uani 0.829(3) 1 d P B 1 C9 C 0.50309(18) 0.63624(19) 0.35561(15) 0.0350(6) Uani 0.829(3) 1 d P B 1 H9 H 0.5708 0.6799 0.4150 0.042 Uiso 0.829(3) 1 calc PR B 1 C9' C 0.41448(7) 0.71196(7) 0.24488(6) 0.0289(2) Uani 0.171(3) 1 d P B 2 H9' H 0.4122 0.8052 0.2238 0.035 Uiso 0.171(3) 1 calc PR B 2 S6' S 0.50309(18) 0.63624(19) 0.35561(15) 0.0350(6) Uani 0.171(3) 1 d P B 2 S7 S 0.06201(7) -0.58282(6) -0.15908(6) 0.03163(15) Uani 1 1 d . . . S8 S 0.42346(12) -0.13636(11) -0.43738(11) 0.0318(4) Uani 0.414(3) 1 d P C 1 C19 C 0.26250(9) -0.22171(9) -0.47623(8) 0.0278(3) Uani 0.414(3) 1 d P C 1 H19 H 0.2212 -0.2676 -0.5454 0.033 Uiso 0.414(3) 1 calc PR C 1 C19' C 0.42346(12) -0.13636(11) -0.43738(11) 0.0318(4) Uani 0.586(3) 1 d P C 2 H19' H 0.4977 -0.1216 -0.4802 0.038 Uiso 0.586(3) 1 calc PR C 2 S8' S 0.26250(9) -0.22171(9) -0.47623(8) 0.0278(3) Uani 0.586(3) 1 d P C 2 C1 C 0.2304(2) 0.2230(2) 0.27087(18) 0.0188(4) Uani 1 1 d . . . C2 C 0.1954(2) 0.2511(2) 0.38263(18) 0.0193(4) Uani 1 1 d . A . C3 C 0.1829(2) 0.1507(2) 0.46244(19) 0.0245(5) Uani 1 1 d . . . H3 H 0.2004 0.0579 0.4514 0.029 Uiso 1 1 calc R A 1 C5 C 0.1627(2) 0.3799(2) 0.42189(19) 0.0223(4) Uani 1 1 d . . . H5 H 0.1670 0.4613 0.3795 0.027 Uiso 1 1 calc R A 1 C6 C 0.3017(2) 0.3149(2) 0.20834(18) 0.0186(4) Uani 1 1 d . . . C7 C 0.3604(2) 0.4539(2) 0.24507(18) 0.0187(4) Uani 1 1 d . B . C8 C 0.3287(2) 0.5678(2) 0.1812(2) 0.0256(5) Uani 1 1 d . . . H8 H 0.2661 0.5659 0.1098 0.031 Uiso 1 1 calc R B 1 C10 C 0.4589(2) 0.4873(2) 0.34672(19) 0.0220(4) Uani 1 1 d . . . H10 H 0.4925 0.4226 0.4024 0.026 Uiso 1 1 calc R B 1 C11 C 0.1997(2) -0.1935(2) -0.09749(18) 0.0189(4) Uani 1 1 d . . . C12 C 0.1751(2) -0.3394(2) -0.12809(18) 0.0181(4) Uani 1 1 d . . . C13 C 0.0514(2) -0.4164(2) -0.12304(19) 0.0213(4) Uani 1 1 d . . . H13 H -0.0308 -0.3811 -0.1019 0.026 Uiso 1 1 calc R . . C14 C 0.2324(2) -0.5594(2) -0.17991(16) 0.0177(4) Uani 1 1 d . . . H14 H 0.2877 -0.6291 -0.2010 0.021 Uiso 1 1 calc R . . C15 C 0.2809(2) -0.4195(2) -0.16106(19) 0.0239(5) Uani 1 1 d . . . H15 H 0.3734 -0.3836 -0.1695 0.029 Uiso 1 1 calc R . . C16 C 0.2626(2) -0.0968(2) -0.16245(19) 0.0199(4) Uani 1 1 d . . . C17 C 0.2932(2) -0.1272(2) -0.27537(19) 0.0198(4) Uani 1 1 d . C . C18 C 0.1979(2) -0.2022(2) -0.35902(19) 0.0250(5) Uani 1 1 d . . . H18 H 0.1058 -0.2380 -0.3493 0.030 Uiso 1 1 calc R C 1 C20 C 0.4207(2) -0.0868(2) -0.3121(2) 0.0242(5) Uani 1 1 d . . . H20 H 0.4978 -0.0349 -0.2665 0.029 Uiso 1 1 calc R C 1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.02552(17) 0.01593(16) 0.01949(17) -0.00244(11) 0.00426(12) -0.00191(11) S1 0.0248(3) 0.0163(3) 0.0233(3) -0.0019(2) 0.0064(2) -0.0022(2) S2 0.0284(3) 0.0178(3) 0.0193(3) -0.0020(2) 0.0052(2) -0.0035(2) S3 0.0265(3) 0.0168(3) 0.0205(3) -0.0013(2) 0.0072(2) -0.0014(2) S4 0.0343(3) 0.0176(3) 0.0231(3) -0.0021(2) 0.0086(2) -0.0066(2) S5 0.0297(4) 0.0320(4) 0.0261(4) 0.0030(3) 0.0057(3) 0.0049(3) C4 0.0309(8) 0.0298(8) 0.0324(8) -0.0006(6) -0.0024(6) 0.0061(5) C4' 0.0297(4) 0.0320(4) 0.0261(4) 0.0030(3) 0.0057(3) 0.0049(3) S5' 0.0309(8) 0.0298(8) 0.0324(8) -0.0006(6) -0.0024(6) 0.0061(5) S6 0.0311(4) 0.0179(4) 0.0364(4) 0.0022(3) 0.0038(3) -0.0026(3) C9 0.0254(9) 0.0492(11) 0.0299(10) -0.0122(8) 0.0023(7) 0.0081(7) C9' 0.0311(4) 0.0179(4) 0.0364(4) 0.0022(3) 0.0038(3) -0.0026(3) S6' 0.0254(9) 0.0492(11) 0.0299(10) -0.0122(8) 0.0023(7) 0.0081(7) S7 0.0373(3) 0.0223(3) 0.0353(4) -0.0002(2) 0.0089(3) -0.0044(2) S8 0.0295(6) 0.0231(6) 0.0465(8) 0.0048(5) 0.0157(5) 0.0051(4) C19 0.0300(5) 0.0247(5) 0.0293(5) -0.0001(3) 0.0059(3) 0.0038(3) C19' 0.0295(6) 0.0231(6) 0.0465(8) 0.0048(5) 0.0157(5) 0.0051(4) S8' 0.0300(5) 0.0247(5) 0.0293(5) -0.0001(3) 0.0059(3) 0.0038(3) C1 0.0162(10) 0.0178(10) 0.0217(11) -0.0024(8) 0.0012(8) 0.0032(8) C2 0.0169(10) 0.0184(10) 0.0219(11) -0.0005(8) 0.0012(8) 0.0019(8) C3 0.0249(11) 0.0226(11) 0.0264(12) 0.0022(9) 0.0044(9) 0.0040(9) C5 0.0191(10) 0.0213(11) 0.0270(12) -0.0015(9) 0.0043(9) 0.0039(8) C6 0.0193(10) 0.0151(10) 0.0203(11) -0.0006(8) -0.0003(8) 0.0032(8) C7 0.0181(10) 0.0177(10) 0.0206(11) -0.0013(8) 0.0049(8) 0.0001(8) C8 0.0283(12) 0.0189(11) 0.0269(12) -0.0009(9) -0.0012(9) -0.0002(9) C10 0.0221(11) 0.0210(10) 0.0221(11) -0.0018(8) 0.0017(8) 0.0022(8) C11 0.0168(10) 0.0185(10) 0.0211(11) -0.0014(8) 0.0024(8) 0.0012(8) C12 0.0211(10) 0.0181(10) 0.0155(10) -0.0005(8) 0.0043(8) 0.0019(8) C13 0.0211(10) 0.0188(10) 0.0242(11) -0.0018(8) 0.0048(8) 0.0001(8) C14 0.0253(11) 0.0206(10) 0.0099(9) 0.0007(8) 0.0070(8) 0.0105(8) C15 0.0226(11) 0.0231(11) 0.0274(12) -0.0009(9) 0.0085(9) 0.0022(8) C16 0.0169(10) 0.0179(10) 0.0240(11) -0.0015(8) 0.0021(8) -0.0009(8) C17 0.0219(10) 0.0146(10) 0.0230(11) 0.0020(8) 0.0044(8) 0.0017(8) C18 0.0220(11) 0.0300(12) 0.0232(12) -0.0007(9) 0.0060(9) -0.0018(9) C20 0.0212(11) 0.0186(11) 0.0330(13) 0.0023(9) 0.0056(9) -0.0006(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1156(8) . ? Ni1 S3 2.1243(8) . ? Ni1 S1 2.1274(8) . ? Ni1 S4 2.1286(8) . ? S1 C1 1.716(2) . ? S2 C6 1.707(2) . ? S3 C11 1.702(2) . ? S4 C16 1.700(2) . ? S5 C3 1.669(2) . ? S5 C4 1.7088(17) . ? C4 C5 1.529(3) . ? S6 C9 1.646(2) . ? S6 C8 1.694(2) . ? C9 C10 1.492(3) . ? S7 C14 1.687(2) . ? S7 C13 1.702(2) . ? S8 C20 1.582(3) . ? S8 C19 1.6855(15) . ? C19 C18 1.647(2) . ? C1 C6 1.393(3) . ? C1 C2 1.467(3) . ? C2 C3 1.389(3) . ? C2 C5 1.421(3) . ? C6 C7 1.475(3) . ? C7 C8 1.375(3) . ? C7 C10 1.420(3) . ? C11 C16 1.400(3) . ? C11 C12 1.470(3) . ? C12 C13 1.369(3) . ? C12 C15 1.426(3) . ? C14 C15 1.423(3) . ? C16 C17 1.469(3) . ? C17 C18 1.397(3) . ? C17 C20 1.399(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 S2 Ni1 S3 176.58(3) . . ? S2 Ni1 S1 91.27(4) . . ? S3 Ni1 S1 89.11(4) . . ? S2 Ni1 S4 88.14(4) . . ? S3 Ni1 S4 91.41(4) . . ? S1 Ni1 S4 178.78(2) . . ? C1 S1 Ni1 105.66(8) . . ? C6 S2 Ni1 105.81(8) . . ? C11 S3 Ni1 105.27(8) . . ? C16 S4 Ni1 105.43(8) . . ? C3 S5 C4 97.13(11) . . ? C5 C4 S5 104.83(12) . . ? C9 S6 C8 96.18(11) . . ? C10 C9 S6 108.26(14) . . ? C14 S7 C13 93.97(11) . . ? C20 S8 C19 103.09(11) . . ? C18 C19 S8 99.39(10) . . ? C6 C1 C2 125.47(19) . . ? C6 C1 S1 118.11(16) . . ? C2 C1 S1 116.36(16) . . ? C3 C2 C5 110.9(2) . . ? C3 C2 C1 123.35(19) . . ? C5 C2 C1 125.6(2) . . ? C2 C3 S5 113.42(17) . . ? C2 C5 C4 113.64(18) . . ? C1 C6 C7 126.01(19) . . ? C1 C6 S2 119.14(16) . . ? C7 C6 S2 114.85(16) . . ? C8 C7 C10 111.59(19) . . ? C8 C7 C6 123.06(19) . . ? C10 C7 C6 125.3(2) . . ? C7 C8 S6 111.97(17) . . ? C7 C10 C9 111.92(19) . . ? C16 C11 C12 123.51(19) . . ? C16 C11 S3 119.01(16) . . ? C12 C11 S3 117.40(16) . . ? C13 C12 C15 111.73(19) . . ? C13 C12 C11 124.45(19) . . ? C15 C12 C11 123.74(19) . . ? C12 C13 S7 112.06(17) . . ? C15 C14 S7 109.74(15) . . ? C14 C15 C12 112.49(19) . . ? C11 C16 C17 123.28(19) . . ? C11 C16 S4 118.69(16) . . ? C17 C16 S4 118.03(16) . . ? C18 C17 C20 111.7(2) . . ? C18 C17 C16 123.6(2) . . ? C20 C17 C16 124.7(2) . . ? C17 C18 C19 112.68(17) . . ? C17 C20 S8 113.12(18) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.527 _refine_diff_density_min -0.695 _refine_diff_density_rms 0.094