# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics # This journal is © The Owner Societies 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_l _database_code_depnum_ccdc_archive 'CCDC 856723' #TrackingRef '- 1-3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H30 N3 Ni S4' _chemical_formula_weight 523.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 19.838(8) _cell_length_b 8.085(3) _cell_length_c 17.795(7) _cell_angle_alpha 90.00 _cell_angle_beta 120.770(7) _cell_angle_gamma 90.00 _cell_volume 2452.4(15) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3634 _cell_measurement_theta_min 3.3 _cell_measurement_theta_max 25.3 _exptl_crystal_description block _exptl_crystal_colour dark-red _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.418 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 1.146 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5980 _exptl_absorpt_correction_T_max 0.8940 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 7.31 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11094 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_sigmaI/netI 0.0477 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.34 _diffrn_reflns_theta_max 25.35 _reflns_number_total 2221 _reflns_number_gt 1768 _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 ? _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^)+(0.0564P)^2^+3.6554P] 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 2221 _refine_ls_number_parameters 141 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0809 _refine_ls_R_factor_gt 0.0590 _refine_ls_wR_factor_ref 0.1385 _refine_ls_wR_factor_gt 0.1269 _refine_ls_goodness_of_fit_ref 1.080 _refine_ls_restrained_S_all 1.080 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni 0.5000 0.5000 0.5000 0.0488(3) Uani 1 2 d S . . S1 S 0.44414(7) 0.52575(13) 0.36072(7) 0.0534(3) Uani 1 1 d . . . S2 S 0.40483(7) 0.35181(15) 0.48669(7) 0.0599(4) Uani 1 1 d . . . N1 N 0.2025(3) 0.3897(6) 0.0390(3) 0.0790(12) Uani 1 1 d . . . N2 N 0.5000 0.0069(5) 0.2500 0.0454(11) Uani 1 2 d S . . C1 C 0.3580(2) 0.4129(5) 0.3186(3) 0.0483(10) Uani 1 1 d . . . C2 C 0.3431(2) 0.3364(5) 0.3762(3) 0.0550(11) Uani 1 1 d . . . H2 H 0.2978 0.2733 0.3549 0.066 Uiso 1 1 calc R . . C3 C 0.3046(3) 0.4045(5) 0.2228(3) 0.0517(10) Uani 1 1 d . . . C4 C 0.3253(3) 0.4684(6) 0.1647(3) 0.0670(14) Uani 1 1 d . . . H4 H 0.3740 0.5179 0.1860 0.080 Uiso 1 1 calc R . . C5 C 0.2738(3) 0.4585(7) 0.0760(3) 0.0816(16) Uani 1 1 d . . . H5 H 0.2896 0.5027 0.0392 0.098 Uiso 1 1 calc R . . C6 C 0.1837(3) 0.3277(7) 0.0952(3) 0.0762(15) Uani 1 1 d . . . H6 H 0.1348 0.2775 0.0721 0.091 Uiso 1 1 calc R . . C7 C 0.2306(3) 0.3320(6) 0.1841(3) 0.0652(13) Uani 1 1 d . . . H7 H 0.2130 0.2864 0.2190 0.078 Uiso 1 1 calc R . . C8 C 0.4293(3) -0.1050(6) 0.2069(3) 0.0661(13) Uani 1 1 d . . . H8A H 0.4323 -0.1817 0.2504 0.079 Uiso 1 1 calc R . . H8B H 0.4316 -0.1693 0.1622 0.079 Uiso 1 1 calc R . . C9 C 0.3512(3) -0.0169(8) 0.1655(4) 0.097(2) Uani 1 1 d . . . H9A H 0.3467 0.0412 0.2098 0.145 Uiso 1 1 calc R . . H9B H 0.3096 -0.0964 0.1377 0.145 Uiso 1 1 calc R . . H9C H 0.3477 0.0603 0.1227 0.145 Uiso 1 1 calc R . . C10 C 0.5023(3) 0.1207(5) 0.1833(3) 0.0579(11) Uani 1 1 d . . . H10A H 0.4551 0.1878 0.1564 0.069 Uiso 1 1 calc R . . H10B H 0.5467 0.1949 0.2139 0.069 Uiso 1 1 calc R . . C11 C 0.5084(3) 0.0339(6) 0.1116(3) 0.0695(14) Uani 1 1 d . . . H11A H 0.5554 -0.0317 0.1372 0.104 Uiso 1 1 calc R . . H11B H 0.5102 0.1147 0.0731 0.104 Uiso 1 1 calc R . . H11C H 0.4636 -0.0364 0.0791 0.104 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ni1 0.0564(5) 0.0455(5) 0.0504(5) 0.0032(3) 0.0317(4) 0.0048(4) S1 0.0623(7) 0.0513(7) 0.0511(7) 0.0011(5) 0.0322(6) -0.0042(5) S2 0.0628(7) 0.0669(8) 0.0570(7) 0.0107(6) 0.0358(6) 0.0020(6) N1 0.076(3) 0.100(3) 0.062(3) -0.005(2) 0.036(2) -0.017(3) N2 0.055(3) 0.036(2) 0.054(3) 0.000 0.034(2) 0.000 C1 0.050(2) 0.046(2) 0.054(3) -0.0001(19) 0.029(2) 0.005(2) C2 0.050(2) 0.056(3) 0.062(3) 0.003(2) 0.030(2) -0.001(2) C3 0.057(3) 0.045(2) 0.057(3) -0.001(2) 0.031(2) 0.006(2) C4 0.063(3) 0.083(4) 0.053(3) -0.003(2) 0.029(3) -0.017(3) C5 0.074(3) 0.112(4) 0.061(3) 0.002(3) 0.037(3) -0.024(3) C6 0.060(3) 0.096(4) 0.070(3) -0.010(3) 0.031(3) -0.018(3) C7 0.059(3) 0.080(3) 0.060(3) -0.001(2) 0.033(3) -0.007(3) C8 0.077(3) 0.060(3) 0.064(3) -0.003(2) 0.039(3) -0.023(3) C9 0.062(3) 0.139(6) 0.078(4) 0.023(4) 0.028(3) -0.014(3) C10 0.071(3) 0.050(3) 0.064(3) 0.004(2) 0.042(2) -0.006(2) C11 0.087(4) 0.077(3) 0.058(3) -0.003(2) 0.047(3) -0.016(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S2 2.1444(14) 5_666 ? Ni1 S2 2.1444(14) . ? Ni1 S1 2.1457(14) . ? Ni1 S1 2.1457(14) 5_666 ? S1 C1 1.733(4) . ? S2 C2 1.708(4) . ? N1 C6 1.332(6) . ? N1 C5 1.338(6) . ? N2 C8 1.507(5) . ? N2 C8 1.507(5) 2_655 ? N2 C10 1.521(5) . ? N2 C10 1.521(5) 2_655 ? C1 C2 1.353(6) . ? C1 C3 1.478(6) . ? C2 H2 0.9300 . ? C3 C7 1.392(6) . ? C3 C4 1.392(6) . ? C4 C5 1.375(7) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C6 C7 1.365(6) . ? C6 H6 0.9300 . ? C7 H7 0.9300 . ? C8 C9 1.511(7) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.515(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? 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 S2 180.0 5_666 . ? S2 Ni1 S1 88.78(4) 5_666 . ? S2 Ni1 S1 91.22(4) . . ? S2 Ni1 S1 91.22(4) 5_666 5_666 ? S2 Ni1 S1 88.78(4) . 5_666 ? S1 Ni1 S1 180.0 . 5_666 ? C1 S1 Ni1 105.15(15) . . ? C2 S2 Ni1 103.87(16) . . ? C6 N1 C5 114.7(4) . . ? C8 N2 C8 106.2(5) . 2_655 ? C8 N2 C10 110.9(2) . . ? C8 N2 C10 111.7(3) 2_655 . ? C8 N2 C10 111.7(3) . 2_655 ? C8 N2 C10 110.9(2) 2_655 2_655 ? C10 N2 C10 105.5(4) . 2_655 ? C2 C1 C3 123.1(4) . . ? C2 C1 S1 117.5(3) . . ? C3 C1 S1 119.4(3) . . ? C1 C2 S2 122.2(3) . . ? C1 C2 H2 118.9 . . ? S2 C2 H2 118.9 . . ? C7 C3 C4 115.2(4) . . ? C7 C3 C1 122.8(4) . . ? C4 C3 C1 121.9(4) . . ? C5 C4 C3 120.2(4) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? N1 C5 C4 124.5(5) . . ? N1 C5 H5 117.7 . . ? C4 C5 H5 117.7 . . ? N1 C6 C7 125.0(5) . . ? N1 C6 H6 117.5 . . ? C7 C6 H6 117.5 . . ? C6 C7 C3 120.3(5) . . ? C6 C7 H7 119.8 . . ? C3 C7 H7 119.8 . . ? N2 C8 C9 114.9(4) . . ? N2 C8 H8A 108.5 . . ? C9 C8 H8A 108.5 . . ? N2 C8 H8B 108.5 . . ? C9 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 N2 115.1(4) . . ? C11 C10 H10A 108.5 . . ? N2 C10 H10A 108.5 . . ? C11 C10 H10B 108.5 . . ? N2 C10 H10B 108.5 . . ? H10A C10 H10B 107.5 . . ? C10 C11 H11A 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C10 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 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 S2 Ni1 S1 C1 178.95(15) 5_666 . . . ? S2 Ni1 S1 C1 -1.05(15) . . . . ? S1 Ni1 S1 C1 -42(56) 5_666 . . . ? S2 Ni1 S2 C2 80(47) 5_666 . . . ? S1 Ni1 S2 C2 1.54(15) . . . . ? S1 Ni1 S2 C2 -178.46(15) 5_666 . . . ? Ni1 S1 C1 C2 0.1(4) . . . . ? Ni1 S1 C1 C3 180.0(3) . . . . ? C3 C1 C2 S2 -178.5(3) . . . . ? S1 C1 C2 S2 1.3(5) . . . . ? Ni1 S2 C2 C1 -2.0(4) . . . . ? C2 C1 C3 C7 7.1(6) . . . . ? S1 C1 C3 C7 -172.8(3) . . . . ? C2 C1 C3 C4 -172.6(4) . . . . ? S1 C1 C3 C4 7.6(6) . . . . ? C7 C3 C4 C5 0.5(7) . . . . ? C1 C3 C4 C5 -179.8(4) . . . . ? C6 N1 C5 C4 -0.5(9) . . . . ? C3 C4 C5 N1 -0.1(9) . . . . ? C5 N1 C6 C7 0.8(9) . . . . ? N1 C6 C7 C3 -0.4(9) . . . . ? C4 C3 C7 C6 -0.3(7) . . . . ? C1 C3 C7 C6 -180.0(4) . . . . ? C8 N2 C8 C9 175.4(5) 2_655 . . . ? C10 N2 C8 C9 -63.1(5) . . . . ? C10 N2 C8 C9 54.3(5) 2_655 . . . ? C8 N2 C10 C11 -61.5(5) . . . . ? C8 N2 C10 C11 56.8(5) 2_655 . . . ? C10 N2 C10 C11 177.4(5) 2_655 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A C9 H9C N1 0.96 2.55 3.387(7) 145.8 7 C11 H11C S2 0.96 2.93 3.770(5) 146.4 6 _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.35 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.471 _refine_diff_density_min -0.274 _refine_diff_density_rms 0.063 data_2 _database_code_depnum_ccdc_archive 'CCDC 856724' #TrackingRef '- 1-3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H14 Cl N2 Ni O5 S4' _chemical_formula_weight 512.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 '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' O O 0.0106 0.0060 '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' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.696(2) _cell_length_b 9.276(3) _cell_length_c 14.063(5) _cell_angle_alpha 83.413(14) _cell_angle_beta 83.083(14) _cell_angle_gamma 70.712(11) _cell_volume 937.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 2957 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.816 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 522 _exptl_absorpt_coefficient_mu 1.652 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5955 _exptl_absorpt_correction_T_max 0.8931 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6466 _diffrn_reflns_av_R_equivalents 0.0347 _diffrn_reflns_av_sigmaI/netI 0.0660 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3417 _reflns_number_gt 2561 _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 ? _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^)+(0.0121P)^2^+3.0268P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3417 _refine_ls_number_parameters 238 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0810 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1125 _refine_ls_wR_factor_gt 0.1040 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.133 _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 -0.76919(10) 1.01821(8) 0.51877(5) 0.0283(2) Uani 1 1 d . . . S1 S -0.5768(2) 0.79895(16) 0.48818(10) 0.0327(4) Uani 1 1 d . . . S2 S -0.7876(2) 1.08519(16) 0.36800(11) 0.0334(4) Uani 1 1 d . . . S3 S -0.9655(2) 1.23690(16) 0.55013(11) 0.0315(4) Uani 1 1 d . . . S4 S -0.7562(2) 0.94532(16) 0.66936(11) 0.0343(4) Uani 1 1 d . . . N1 N -0.1487(7) 0.4239(6) 0.2382(4) 0.0379(13) Uani 1 1 d D . . H1A H -0.0703 0.3441 0.2124 0.045 Uiso 1 1 calc RD . . N2 N -1.4043(7) 1.5919(6) 0.8090(4) 0.0422(14) Uani 1 1 d D . . H2A H -1.484(8) 1.659(7) 0.844(5) 0.08(3) Uiso 1 1 d D . . C1 C -0.5372(7) 0.8053(6) 0.3643(4) 0.0260(12) Uani 1 1 d . . . C2 C -0.6374(8) 0.9347(6) 0.3132(4) 0.0320(14) Uani 1 1 d . . . H2 H -0.6220 0.9398 0.2457 0.038 Uiso 1 1 calc R . . C3 C -0.4031(7) 0.6746(6) 0.3196(4) 0.0271(12) Uani 1 1 d . . . C4 C -0.3193(7) 0.5386(6) 0.3749(4) 0.0294(13) Uani 1 1 d . . . H4 H -0.3494 0.5322 0.4417 0.035 Uiso 1 1 calc R . . C5 C -0.1953(8) 0.4160(7) 0.3333(4) 0.0343(14) Uani 1 1 d . . . H5 H -0.1420 0.3252 0.3713 0.041 Uiso 1 1 calc R . . C6 C -0.2204(8) 0.5523(7) 0.1822(4) 0.0404(15) Uani 1 1 d . . . H6 H -0.1831 0.5563 0.1161 0.048 Uiso 1 1 calc R . . C7 C -0.3477(8) 0.6775(7) 0.2210(4) 0.0381(15) Uani 1 1 d . . . H7 H -0.3986 0.7665 0.1811 0.046 Uiso 1 1 calc R . . C8 C -1.0058(7) 1.2241(6) 0.6747(4) 0.0276(13) Uani 1 1 d . . . C9 C -0.9102(7) 1.0945(6) 0.7247(4) 0.0310(13) Uani 1 1 d . . . H9 H -0.9297 1.0870 0.7921 0.037 Uiso 1 1 calc R . . C10 C -1.1438(7) 1.3518(6) 0.7218(4) 0.0283(13) Uani 1 1 d . . . C11 C -1.2292(8) 1.4911(6) 0.6697(4) 0.0330(14) Uani 1 1 d . . . H11 H -1.1977 1.5042 0.6033 0.040 Uiso 1 1 calc R . . C12 C -1.3582(8) 1.6073(7) 0.7157(5) 0.0396(16) Uani 1 1 d . . . H12 H -1.4151 1.7000 0.6804 0.048 Uiso 1 1 calc R . . C13 C -1.3261(9) 1.4618(8) 0.8613(5) 0.0470(17) Uani 1 1 d . . . H13 H -1.3604 1.4535 0.9276 0.056 Uiso 1 1 calc R . . C14 C -1.1977(8) 1.3414(7) 0.8199(4) 0.0420(16) Uani 1 1 d . . . H14 H -1.1447 1.2504 0.8577 0.050 Uiso 1 1 calc R . . O1 O 0.1061(18) 0.1321(18) -0.0321(12) 0.0775(13) Uiso 0.50 1 d P . . O1' O 0.1637(18) 0.1355(18) -0.0443(12) 0.0775(13) Uiso 0.50 1 d P . . O2 O 0.1495(16) 0.3221(12) 0.0490(9) 0.0775(13) Uiso 0.50 1 d PD . . O2' O 0.2652(16) 0.2722(14) 0.0366(8) 0.0775(13) Uiso 0.50 1 d P . . O3 O 0.0580(19) 0.1546(18) 0.1341(10) 0.0775(13) Uiso 0.50 1 d P . . O3' O 0.0100(19) 0.1698(18) 0.1118(10) 0.0775(13) Uiso 0.50 1 d P . . O4 O 0.3577(16) 0.0778(14) 0.0804(9) 0.0775(13) Uiso 0.50 1 d P . . O4' O 0.3085(16) 0.0134(12) 0.0729(9) 0.0775(13) Uiso 0.50 1 d PD . . O5 O 0.6560(6) 0.2179(5) 0.0653(3) 0.0592(14) Uani 1 1 d . . . Cl1 Cl 0.1748(2) 0.1619(2) 0.05083(12) 0.0477(4) Uani 1 1 d 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 0.0299(4) 0.0225(4) 0.0291(4) -0.0039(3) -0.0009(3) -0.0039(3) S1 0.0385(9) 0.0255(7) 0.0263(8) -0.0021(6) 0.0018(7) -0.0014(6) S2 0.0362(9) 0.0246(7) 0.0333(9) -0.0007(6) -0.0029(7) -0.0023(6) S3 0.0362(8) 0.0233(7) 0.0296(8) -0.0021(6) -0.0025(7) -0.0024(6) S4 0.0382(9) 0.0243(7) 0.0318(9) -0.0041(6) -0.0023(7) 0.0019(6) N1 0.035(3) 0.031(3) 0.045(3) -0.017(3) 0.003(3) -0.003(2) N2 0.033(3) 0.033(3) 0.055(4) -0.016(3) 0.002(3) -0.002(2) C1 0.023(3) 0.024(3) 0.031(3) -0.004(2) 0.000(2) -0.008(2) C2 0.037(3) 0.030(3) 0.028(3) -0.003(3) 0.003(3) -0.010(3) C3 0.026(3) 0.026(3) 0.030(3) -0.001(2) 0.001(3) -0.010(2) C4 0.029(3) 0.029(3) 0.027(3) -0.005(3) -0.002(3) -0.005(2) C5 0.035(3) 0.030(3) 0.035(4) -0.006(3) -0.001(3) -0.007(3) C6 0.043(4) 0.046(4) 0.030(4) -0.009(3) 0.007(3) -0.013(3) C7 0.044(4) 0.033(3) 0.033(4) -0.003(3) 0.004(3) -0.009(3) C8 0.029(3) 0.027(3) 0.028(3) -0.005(2) 0.000(3) -0.010(2) C9 0.033(3) 0.026(3) 0.033(3) -0.005(3) -0.001(3) -0.008(3) C10 0.024(3) 0.024(3) 0.039(4) -0.008(3) -0.005(3) -0.008(2) C11 0.034(3) 0.027(3) 0.036(4) 0.000(3) -0.006(3) -0.007(3) C12 0.032(3) 0.026(3) 0.057(5) -0.004(3) -0.005(3) -0.003(3) C13 0.050(4) 0.050(4) 0.031(4) -0.010(3) 0.004(3) -0.003(3) C14 0.047(4) 0.034(4) 0.033(4) -0.005(3) -0.002(3) 0.002(3) O5 0.058(3) 0.050(3) 0.055(3) -0.019(3) 0.008(3) 0.002(2) Cl1 0.0546(11) 0.0543(11) 0.0322(9) -0.0012(8) -0.0035(8) -0.0157(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.1380(17) . ? Ni1 S3 2.1475(17) . ? Ni1 S2 2.1480(18) . ? Ni1 S4 2.1517(19) . ? S1 C1 1.730(6) . ? S2 C2 1.687(6) . ? S3 C8 1.740(6) . ? S4 C9 1.693(5) . ? N1 C6 1.341(7) . ? N1 C5 1.342(7) . ? N1 H1A 0.8700 . ? N2 C12 1.322(8) . ? N2 C13 1.335(8) . ? N2 H2A 0.87(2) . ? C1 C2 1.369(7) . ? C1 C3 1.457(7) . ? C2 H2 0.9400 . ? C3 C7 1.400(8) . ? C3 C4 1.403(7) . ? C4 C5 1.359(7) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.368(8) . ? C6 H6 0.9400 . ? C7 H7 0.9400 . ? C8 C9 1.352(7) . ? C8 C10 1.466(7) . ? C9 H9 0.9400 . ? C10 C14 1.394(8) . ? C10 C11 1.406(7) . ? C11 C12 1.366(8) . ? C11 H11 0.9400 . ? C12 H12 0.9400 . ? C13 C14 1.358(8) . ? C13 H13 0.9400 . ? C14 H14 0.9400 . ? O1 Cl1 1.427(17) . ? O1' Cl1 1.405(17) . ? O2 Cl1 1.430(10) . ? O2' Cl1 1.400(12) . ? O3 Cl1 1.398(16) . ? O3' Cl1 1.429(15) . ? O4 Cl1 1.451(12) . ? O4' Cl1 1.448(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S3 179.16(8) . . ? S1 Ni1 S2 90.86(6) . . ? S3 Ni1 S2 89.37(6) . . ? S1 Ni1 S4 88.43(6) . . ? S3 Ni1 S4 91.31(6) . . ? S2 Ni1 S4 177.88(7) . . ? C1 S1 Ni1 105.39(18) . . ? C2 S2 Ni1 104.5(2) . . ? C8 S3 Ni1 104.24(19) . . ? C9 S4 Ni1 104.1(2) . . ? C6 N1 C5 121.3(5) . . ? C6 N1 H1A 119.3 . . ? C5 N1 H1A 119.3 . . ? C12 N2 C13 120.9(5) . . ? C12 N2 H2A 127(5) . . ? C13 N2 H2A 112(5) . . ? C2 C1 C3 123.5(5) . . ? C2 C1 S1 117.2(4) . . ? C3 C1 S1 119.3(4) . . ? C1 C2 S2 121.9(5) . . ? C1 C2 H2 119.1 . . ? S2 C2 H2 119.1 . . ? C7 C3 C4 116.4(5) . . ? C7 C3 C1 122.7(5) . . ? C4 C3 C1 120.9(5) . . ? C5 C4 C3 121.0(5) . . ? C5 C4 H4 119.5 . . ? C3 C4 H4 119.5 . . ? N1 C5 C4 120.3(6) . . ? N1 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? N1 C6 C7 120.2(6) . . ? N1 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C6 C7 C3 120.8(6) . . ? C6 C7 H7 119.6 . . ? C3 C7 H7 119.6 . . ? C9 C8 C10 122.3(5) . . ? C9 C8 S3 118.4(4) . . ? C10 C8 S3 119.3(4) . . ? C8 C9 S4 121.9(5) . . ? C8 C9 H9 119.0 . . ? S4 C9 H9 119.0 . . ? C14 C10 C11 116.7(5) . . ? C14 C10 C8 121.9(5) . . ? C11 C10 C8 121.4(5) . . ? C12 C11 C10 119.8(6) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? N2 C12 C11 121.2(6) . . ? N2 C12 H12 119.4 . . ? C11 C12 H12 119.4 . . ? N2 C13 C14 120.9(6) . . ? N2 C13 H13 119.5 . . ? C14 C13 H13 119.5 . . ? C13 C14 C10 120.5(6) . . ? C13 C14 H14 119.8 . . ? C10 C14 H14 119.8 . . ? O3 Cl1 O2' 120.4(8) . . ? O3 Cl1 O1' 131.0(8) . . ? O2' Cl1 O1' 101.4(8) . . ? O3 Cl1 O1 112.2(7) . . ? O2' Cl1 O1 116.0(8) . . ? O1' Cl1 O1 18.9(8) . . ? O3 Cl1 O3' 19.8(8) . . ? O2' Cl1 O3' 126.5(8) . . ? O1' Cl1 O3' 113.3(7) . . ? O1 Cl1 O3' 94.5(7) . . ? O3 Cl1 O2 96.3(8) . . ? O2' Cl1 O2 35.5(5) . . ? O1' Cl1 O2 105.5(8) . . ? O1 Cl1 O2 109.7(8) . . ? O3' Cl1 O2 94.6(8) . . ? O3 Cl1 O4' 94.4(8) . . ? O2' Cl1 O4' 108.9(7) . . ? O1' Cl1 O4' 95.0(8) . . ? O1 Cl1 O4' 100.3(8) . . ? O3' Cl1 O4' 107.2(8) . . ? O2 Cl1 O4' 141.3(7) . . ? O3 Cl1 O4 103.7(7) . . ? O2' Cl1 O4 76.9(7) . . ? O1' Cl1 O4 110.1(7) . . ? O1 Cl1 O4 123.4(8) . . ? O3' Cl1 O4 122.6(7) . . ? O2 Cl1 O4 108.1(7) . . ? O4' Cl1 O4 33.2(6) . . ? 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 S3 Ni1 S1 C1 109(5) . . . . ? S2 Ni1 S1 C1 3.39(19) . . . . ? S4 Ni1 S1 C1 -178.61(19) . . . . ? S1 Ni1 S2 C2 -2.4(2) . . . . ? S3 Ni1 S2 C2 178.4(2) . . . . ? S4 Ni1 S2 C2 -72.9(19) . . . . ? S1 Ni1 S3 C8 69(5) . . . . ? S2 Ni1 S3 C8 175.4(2) . . . . ? S4 Ni1 S3 C8 -2.6(2) . . . . ? S1 Ni1 S4 C9 -177.0(2) . . . . ? S3 Ni1 S4 C9 2.2(2) . . . . ? S2 Ni1 S4 C9 -106.4(19) . . . . ? Ni1 S1 C1 C2 -4.0(5) . . . . ? Ni1 S1 C1 C3 176.8(4) . . . . ? C3 C1 C2 S2 -178.5(4) . . . . ? S1 C1 C2 S2 2.3(7) . . . . ? Ni1 S2 C2 C1 0.7(5) . . . . ? C2 C1 C3 C7 8.3(9) . . . . ? S1 C1 C3 C7 -172.5(4) . . . . ? C2 C1 C3 C4 -173.0(5) . . . . ? S1 C1 C3 C4 6.2(7) . . . . ? C7 C3 C4 C5 -1.8(8) . . . . ? C1 C3 C4 C5 179.4(5) . . . . ? C6 N1 C5 C4 0.9(9) . . . . ? C3 C4 C5 N1 1.0(9) . . . . ? C5 N1 C6 C7 -1.8(9) . . . . ? N1 C6 C7 C3 0.9(9) . . . . ? C4 C3 C7 C6 0.9(9) . . . . ? C1 C3 C7 C6 179.6(5) . . . . ? Ni1 S3 C8 C9 2.5(5) . . . . ? Ni1 S3 C8 C10 -176.2(4) . . . . ? C10 C8 C9 S4 177.9(4) . . . . ? S3 C8 C9 S4 -0.8(7) . . . . ? Ni1 S4 C9 C8 -1.3(5) . . . . ? C9 C8 C10 C14 -6.3(9) . . . . ? S3 C8 C10 C14 172.4(5) . . . . ? C9 C8 C10 C11 174.0(5) . . . . ? S3 C8 C10 C11 -7.3(7) . . . . ? C14 C10 C11 C12 -0.2(8) . . . . ? C8 C10 C11 C12 179.6(5) . . . . ? C13 N2 C12 C11 0.0(10) . . . . ? C10 C11 C12 N2 0.3(9) . . . . ? C12 N2 C13 C14 -0.4(10) . . . . ? N2 C13 C14 C10 0.5(10) . . . . ? C11 C10 C14 C13 -0.2(9) . . . . ? C8 C10 C14 C13 -180.0(6) . . . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.790 _refine_diff_density_min -0.732 _refine_diff_density_rms 0.105 data_3 _database_code_depnum_ccdc_archive 'CCDC 856725' #TrackingRef '- 1-3.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H33 N4 Ni O5 S5' _chemical_formula_weight 712.58 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21 ' _symmetry_space_group_name_Hall 'P 2yb' _symmetry_Int_Tables_number 4 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.049(4) _cell_length_b 11.691(6) _cell_length_c 14.982(7) _cell_angle_alpha 90.00 _cell_angle_beta 96.088(9) _cell_angle_gamma 90.00 _cell_volume 1576.1(13) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5486 _cell_measurement_theta_min 3.1 _cell_measurement_theta_max 27.5 _exptl_crystal_description block _exptl_crystal_colour 'dark green' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.502 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 742 _exptl_absorpt_coefficient_mu 0.990 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6928 _exptl_absorpt_correction_T_max 0.9805 _exptl_absorpt_process_details 'Jacobson, R. (1998) Private communication' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10855 _diffrn_reflns_av_R_equivalents 0.0606 _diffrn_reflns_av_sigmaI/netI 0.1082 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5700 _reflns_number_gt 4296 _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 ? _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^)+(0.0215P)^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 mixed _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 0.05(3) _refine_ls_number_reflns 5700 _refine_ls_number_parameters 393 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0662 _refine_ls_wR_factor_ref 0.1129 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.068 _refine_ls_restrained_S_all 1.068 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ni1 Ni -1.24843(14) 0.40550(12) 0.49899(8) 0.03437(19) Uani 1 1 d . . . S1 S -1.0368(3) 0.32722(18) 0.53263(14) 0.0392(6) Uani 1 1 d . . . S2 S -1.1760(3) 0.55965(17) 0.56731(16) 0.0453(6) Uani 1 1 d . . . S3 S -1.4620(3) 0.48266(16) 0.46627(14) 0.0367(5) Uani 1 1 d . . . S4 S -1.3212(3) 0.25208(18) 0.42860(16) 0.0470(6) Uani 1 1 d . . . S5 S 0.7624(2) 0.64806(17) 0.88322(14) 0.0438(5) Uani 1 1 d . . . N1 N -0.4809(9) 0.3519(7) 0.6824(5) 0.050(2) Uani 1 1 d D . . H1A H -0.393(4) 0.328(5) 0.702(4) 0.011(17) Uiso 1 1 d D . . N2 N -2.0129(9) 0.4557(7) 0.3107(5) 0.0397(19) Uani 1 1 d D . . H2A H -2.100(5) 0.483(8) 0.292(6) 0.08(4) Uiso 1 1 d D . . N3 N -2.5103(9) 0.5427(6) 0.1749(4) 0.0470(19) Uani 1 1 d . . . N4 N 0.0110(8) 0.3093(6) 0.8290(4) 0.0446(18) Uani 1 1 d . . . C1 C -0.9310(9) 0.4300(6) 0.5918(5) 0.030(2) Uani 1 1 d . . . C2 C -0.9952(9) 0.5341(7) 0.6065(5) 0.039(2) Uani 1 1 d . . . H2 H -0.9390 0.5915 0.6384 0.047 Uiso 1 1 calc R . . C3 C -0.7743(9) 0.4027(8) 0.6234(5) 0.0332(18) Uani 1 1 d . . . C4 C -0.7119(10) 0.2994(8) 0.6027(6) 0.044(2) Uani 1 1 d . . . H4 H -0.7684 0.2450 0.5678 0.053 Uiso 1 1 calc R . . C5 C -0.5659(10) 0.2771(7) 0.6339(5) 0.039(2) Uani 1 1 d . . . H5 H -0.5249 0.2062 0.6203 0.047 Uiso 1 1 calc R . . C6 C -0.5373(10) 0.4538(7) 0.7015(6) 0.037(2) Uani 1 1 d . . . H6 H -0.4756 0.5078 0.7335 0.045 Uiso 1 1 calc R . . C7 C -0.6830(9) 0.4812(7) 0.6754(5) 0.036(2) Uani 1 1 d . . . H7 H -0.7218 0.5518 0.6920 0.044 Uiso 1 1 calc R . . C8 C -1.5696(10) 0.3774(6) 0.4066(5) 0.034(2) Uani 1 1 d . . . C9 C -1.5023(10) 0.2779(7) 0.3905(5) 0.042(2) Uani 1 1 d . . . H9 H -1.5570 0.2209 0.3573 0.050 Uiso 1 1 calc R . . C10 C -1.7240(9) 0.4056(7) 0.3740(5) 0.0346(18) Uani 1 1 d . . . C11 C -1.7921(10) 0.5083(7) 0.3958(6) 0.041(2) Uani 1 1 d . . . H11 H -1.7380 0.5614 0.4334 0.049 Uiso 1 1 calc R . . C12 C -1.9343(12) 0.5325(9) 0.3638(6) 0.054(3) Uani 1 1 d . . . H12 H -1.9779 0.6021 0.3784 0.065 Uiso 1 1 calc R . . C13 C -1.9529(11) 0.3557(8) 0.2883(6) 0.047(3) Uani 1 1 d . . . H13 H -2.0092 0.3046 0.2500 0.057 Uiso 1 1 calc R . . C14 C -1.8135(9) 0.3288(8) 0.3203(6) 0.044(2) Uani 1 1 d . . . H14 H -1.7747 0.2571 0.3065 0.052 Uiso 1 1 calc R . . C15 C 0.7504(9) 0.5205(6) 0.9473(5) 0.0304(18) Uani 1 1 d . . . C16 C 0.8738(9) 0.4719(7) 0.9915(5) 0.043(2) Uani 1 1 d . . . H16 H 0.9675 0.5050 0.9874 0.052 Uiso 1 1 calc R . . C17 C 0.8626(9) 0.3742(7) 1.0424(6) 0.044(2) Uani 1 1 d . . . H17 H 0.9498 0.3418 1.0716 0.053 Uiso 1 1 calc R . . C18 C 0.7301(10) 0.3236(7) 1.0517(6) 0.043(2) Uani 1 1 d . . . C19 C 0.6012(9) 0.3730(7) 1.0056(6) 0.044(2) Uani 1 1 d . . . H19 H 0.5081 0.3391 1.0100 0.053 Uiso 1 1 calc R . . C20 C 0.6101(9) 0.4705(7) 0.9542(5) 0.041(2) Uani 1 1 d . . . H20 H 0.5238 0.5030 0.9242 0.049 Uiso 1 1 calc R . . C21 C 0.7152(10) 0.2154(7) 1.1071(6) 0.066(3) Uani 1 1 d . . . H21A H 0.7207 0.1487 1.0691 0.099 Uiso 1 1 calc R . . H21B H 0.6203 0.2161 1.1318 0.099 Uiso 1 1 calc R . . H21C H 0.7950 0.2127 1.1557 0.099 Uiso 1 1 calc R . . C22 C -2.3968(12) 0.4899(8) 0.2229(6) 0.051(3) Uani 1 1 d . . . H22 H -2.4111 0.4152 0.2433 0.061 Uiso 1 1 calc R . . C23 C -2.4899(9) 0.6551(7) 0.1372(5) 0.052(2) Uani 1 1 d . . . H23A H -2.4252 0.7003 0.1793 0.078 Uiso 1 1 calc R . . H23B H -2.5855 0.6929 0.1257 0.078 Uiso 1 1 calc R . . H23C H -2.4454 0.6475 0.0814 0.078 Uiso 1 1 calc R . . C24 C -2.6494(10) 0.4842(8) 0.1495(6) 0.068(3) Uani 1 1 d . . . H24A H -2.6375 0.4033 0.1626 0.102 Uiso 1 1 calc R . . H24B H -2.6780 0.4946 0.0858 0.102 Uiso 1 1 calc R . . H24C H -2.7258 0.5156 0.1832 0.102 Uiso 1 1 calc R . . C25 C -0.1103(11) 0.3443(8) 0.7811(6) 0.049(3) Uani 1 1 d . . . H25 H -0.1145 0.4216 0.7637 0.058 Uiso 1 1 calc R . . C26 C 0.0242(10) 0.1921(7) 0.8609(6) 0.071(3) Uani 1 1 d . . . H26A H 0.0470 0.1919 0.9256 0.106 Uiso 1 1 calc R . . H26B H 0.1032 0.1539 0.8335 0.106 Uiso 1 1 calc R . . H26C H -0.0689 0.1523 0.8449 0.106 Uiso 1 1 calc R . . C27 C 0.1358(10) 0.3851(8) 0.8551(6) 0.063(3) Uani 1 1 d . . . H27A H 0.2236 0.3570 0.8303 0.095 Uiso 1 1 calc R . . H27B H 0.1543 0.3874 0.9201 0.095 Uiso 1 1 calc R . . H27C H 0.1126 0.4615 0.8325 0.095 Uiso 1 1 calc R . . O1 O 0.7516(7) 0.7415(4) 0.9461(3) 0.0731(19) Uani 1 1 d . . . O2 O 0.6386(6) 0.6465(5) 0.8129(3) 0.0599(15) Uani 1 1 d . . . O3 O 0.9069(6) 0.6424(5) 0.8488(4) 0.0745(17) Uani 1 1 d . . . O4 O -2.2737(8) 0.5355(6) 0.2414(4) 0.064(2) Uani 1 1 d . . . O5 O -0.2199(7) 0.2840(6) 0.7568(4) 0.0587(19) 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 0.0321(4) 0.0280(4) 0.0418(4) -0.0008(3) -0.0018(3) -0.0010(3) S1 0.0352(14) 0.0332(12) 0.0471(14) -0.0036(10) -0.0052(10) 0.0003(10) S2 0.0391(15) 0.0326(13) 0.0614(15) -0.0097(11) -0.0075(12) 0.0036(10) S3 0.0355(14) 0.0246(11) 0.0485(14) -0.0041(10) -0.0029(10) 0.0002(9) S4 0.0395(15) 0.0329(13) 0.0651(16) -0.0077(12) -0.0101(12) 0.0050(10) S5 0.0431(12) 0.0328(10) 0.0522(11) -0.0028(10) -0.0104(9) -0.0006(10) N1 0.029(5) 0.059(6) 0.056(5) 0.014(4) -0.017(4) 0.007(4) N2 0.037(5) 0.035(4) 0.047(5) 0.000(3) 0.006(4) 0.001(4) N3 0.040(4) 0.047(5) 0.052(4) 0.007(3) -0.003(3) 0.001(4) N4 0.032(4) 0.050(4) 0.051(4) -0.004(3) 0.001(3) 0.001(3) C1 0.029(5) 0.029(5) 0.029(4) 0.008(3) -0.006(4) 0.001(4) C2 0.023(5) 0.035(5) 0.057(6) -0.012(4) -0.011(4) -0.009(4) C3 0.027(4) 0.044(5) 0.028(4) 0.003(5) 0.000(3) -0.006(5) C4 0.045(6) 0.044(6) 0.041(5) 0.004(4) -0.002(5) 0.004(5) C5 0.036(6) 0.038(5) 0.042(5) 0.000(4) -0.005(4) 0.004(4) C6 0.035(5) 0.032(5) 0.044(5) 0.007(4) 0.001(4) -0.005(4) C7 0.039(6) 0.040(5) 0.029(5) 0.018(4) 0.001(4) 0.006(4) C8 0.040(5) 0.020(4) 0.042(5) -0.001(4) 0.005(4) -0.012(4) C9 0.044(6) 0.038(5) 0.042(5) -0.009(4) -0.005(5) 0.011(4) C10 0.039(5) 0.025(4) 0.039(4) 0.001(5) 0.001(4) 0.007(5) C11 0.039(6) 0.026(5) 0.055(6) -0.017(4) -0.011(5) -0.002(4) C12 0.060(8) 0.048(6) 0.052(6) -0.008(5) -0.007(5) 0.006(5) C13 0.048(7) 0.052(6) 0.039(5) 0.000(4) -0.008(5) 0.002(5) C14 0.031(5) 0.034(5) 0.065(6) -0.003(4) -0.002(5) -0.012(4) C15 0.040(5) 0.018(4) 0.032(4) 0.000(3) -0.002(3) 0.002(3) C16 0.041(5) 0.037(5) 0.053(5) 0.000(4) 0.015(4) -0.002(4) C17 0.031(5) 0.046(6) 0.055(5) -0.004(4) -0.003(4) 0.011(4) C18 0.046(5) 0.036(5) 0.048(5) -0.001(4) 0.004(4) -0.001(4) C19 0.030(5) 0.045(5) 0.055(5) -0.013(4) 0.002(4) -0.007(4) C20 0.038(5) 0.035(5) 0.047(5) -0.002(4) -0.005(4) 0.007(4) C21 0.070(7) 0.046(5) 0.084(7) 0.011(5) 0.016(5) 0.010(5) C22 0.067(7) 0.048(6) 0.043(5) 0.013(4) 0.031(5) 0.010(5) C23 0.058(6) 0.050(5) 0.047(4) 0.017(4) 0.000(4) 0.001(5) C24 0.050(6) 0.076(7) 0.076(6) -0.005(6) -0.004(5) -0.017(5) C25 0.053(6) 0.051(6) 0.039(5) 0.002(4) -0.002(5) 0.011(5) C26 0.062(7) 0.042(6) 0.103(7) -0.009(5) -0.018(6) 0.004(5) C27 0.041(5) 0.077(7) 0.073(6) 0.017(5) 0.014(4) -0.007(5) O1 0.118(6) 0.036(3) 0.060(4) -0.008(3) -0.014(4) 0.014(3) O2 0.066(4) 0.049(3) 0.058(3) 0.014(3) -0.025(3) -0.022(3) O3 0.050(4) 0.060(4) 0.116(5) 0.036(4) 0.016(3) 0.005(3) O4 0.044(5) 0.075(5) 0.072(5) 0.003(4) 0.001(4) 0.010(4) O5 0.036(4) 0.078(5) 0.059(4) -0.001(4) -0.012(3) 0.005(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Ni1 S1 2.134(3) . ? Ni1 S2 2.141(3) . ? Ni1 S3 2.142(3) . ? Ni1 S4 2.149(3) . ? S1 C1 1.722(8) . ? S2 C2 1.706(8) . ? S3 C8 1.754(8) . ? S4 C9 1.704(8) . ? S5 O1 1.452(5) . ? S5 O2 1.454(4) . ? S5 O3 1.457(5) . ? S5 C15 1.783(7) . ? N1 C5 1.329(11) . ? N1 C6 1.339(10) . ? N1 H1A 0.865(19) . ? N2 C13 1.346(11) . ? N2 C12 1.350(11) . ? N2 H2A 0.86(2) . ? N3 C22 1.340(11) . ? N3 C24 1.447(10) . ? N3 C23 1.450(10) . ? N4 C25 1.312(10) . ? N4 C26 1.452(10) . ? N4 C27 1.456(10) . ? C1 C2 1.376(10) . ? C1 C3 1.481(11) . ? C2 H2 0.9400 . ? C3 C4 1.382(11) . ? C3 C7 1.412(11) . ? C4 C5 1.379(11) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.373(11) . ? C6 H6 0.9400 . ? C7 H7 0.9400 . ? C8 C9 1.347(10) . ? C8 C10 1.468(11) . ? C9 H9 0.9400 . ? C10 C14 1.404(11) . ? C10 C11 1.404(10) . ? C11 C12 1.354(11) . ? C11 H11 0.9400 . ? C12 H12 0.9400 . ? C13 C14 1.339(11) . ? C13 H13 0.9400 . ? C14 H14 0.9400 . ? C15 C16 1.361(10) . ? C15 C20 1.411(11) . ? C16 C17 1.384(11) . ? C16 H16 0.9400 . ? C17 C18 1.358(11) . ? C17 H17 0.9400 . ? C18 C19 1.414(11) . ? C18 C21 1.527(10) . ? C19 C20 1.382(11) . ? C19 H19 0.9400 . ? C20 H20 0.9400 . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C21 H21C 0.9700 . ? C22 O4 1.239(11) . ? C22 H22 0.9400 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? C25 O5 1.240(11) . ? C25 H25 0.9400 . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C26 H26C 0.9700 . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C27 H27C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag S1 Ni1 S2 91.53(10) . . ? S1 Ni1 S3 179.32(13) . . ? S2 Ni1 S3 88.73(10) . . ? S1 Ni1 S4 88.78(10) . . ? S2 Ni1 S4 179.17(13) . . ? S3 Ni1 S4 90.97(10) . . ? C1 S1 Ni1 105.0(3) . . ? C2 S2 Ni1 104.6(3) . . ? C8 S3 Ni1 105.1(3) . . ? C9 S4 Ni1 104.5(3) . . ? O1 S5 O2 112.3(3) . . ? O1 S5 O3 112.9(4) . . ? O2 S5 O3 113.2(3) . . ? O1 S5 C15 105.5(3) . . ? O2 S5 C15 107.0(3) . . ? O3 S5 C15 105.1(4) . . ? C5 N1 C6 119.3(8) . . ? C5 N1 H1A 115(5) . . ? C6 N1 H1A 125(4) . . ? C13 N2 C12 121.5(9) . . ? C13 N2 H2A 128(7) . . ? C12 N2 H2A 110(7) . . ? C22 N3 C24 121.3(8) . . ? C22 N3 C23 120.2(8) . . ? C24 N3 C23 118.0(7) . . ? C25 N4 C26 120.6(8) . . ? C25 N4 C27 122.5(8) . . ? C26 N4 C27 116.9(7) . . ? C2 C1 C3 123.0(7) . . ? C2 C1 S1 118.6(6) . . ? C3 C1 S1 118.4(6) . . ? C1 C2 S2 120.3(6) . . ? C1 C2 H2 119.8 . . ? S2 C2 H2 119.8 . . ? C4 C3 C7 117.5(8) . . ? C4 C3 C1 121.1(8) . . ? C7 C3 C1 121.3(8) . . ? C5 C4 C3 119.3(9) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? N1 C5 C4 122.7(9) . . ? N1 C5 H5 118.7 . . ? C4 C5 H5 118.7 . . ? N1 C6 C7 121.6(8) . . ? N1 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C6 C7 C3 119.5(8) . . ? C6 C7 H7 120.2 . . ? C3 C7 H7 120.2 . . ? C9 C8 C10 124.5(8) . . ? C9 C8 S3 117.4(7) . . ? C10 C8 S3 118.0(6) . . ? C8 C9 S4 122.0(7) . . ? C8 C9 H9 119.0 . . ? S4 C9 H9 119.0 . . ? C14 C10 C11 116.1(8) . . ? C14 C10 C8 121.2(8) . . ? C11 C10 C8 122.7(8) . . ? C12 C11 C10 121.3(8) . . ? C12 C11 H11 119.3 . . ? C10 C11 H11 119.3 . . ? N2 C12 C11 119.4(9) . . ? N2 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 N2 120.3(9) . . ? C14 C13 H13 119.9 . . ? N2 C13 H13 119.9 . . ? C13 C14 C10 121.3(9) . . ? C13 C14 H14 119.4 . . ? C10 C14 H14 119.4 . . ? C16 C15 C20 119.3(7) . . ? C16 C15 S5 121.2(7) . . ? C20 C15 S5 119.6(6) . . ? C15 C16 C17 120.6(8) . . ? C15 C16 H16 119.7 . . ? C17 C16 H16 119.7 . . ? C18 C17 C16 122.2(8) . . ? C18 C17 H17 118.9 . . ? C16 C17 H17 118.9 . . ? C17 C18 C19 117.6(8) . . ? C17 C18 C21 123.1(8) . . ? C19 C18 C21 119.2(8) . . ? C20 C19 C18 121.0(8) . . ? C20 C19 H19 119.5 . . ? C18 C19 H19 119.5 . . ? C19 C20 C15 119.3(8) . . ? C19 C20 H20 120.4 . . ? C15 C20 H20 120.4 . . ? C18 C21 H21A 109.5 . . ? C18 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C18 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O4 C22 N3 122.8(9) . . ? O4 C22 H22 118.6 . . ? N3 C22 H22 118.6 . . ? N3 C23 H23A 109.5 . . ? N3 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? N3 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N3 C24 H24A 109.5 . . ? N3 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N3 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? O5 C25 N4 125.4(9) . . ? O5 C25 H25 117.3 . . ? N4 C25 H25 117.3 . . ? N4 C26 H26A 109.5 . . ? N4 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? N4 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N4 C27 H27A 109.5 . . ? N4 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N4 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 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 S2 Ni1 S1 C1 -1.0(3) . . . . ? S3 Ni1 S1 C1 -113(11) . . . . ? S4 Ni1 S1 C1 178.2(3) . . . . ? S1 Ni1 S2 C2 1.1(3) . . . . ? S3 Ni1 S2 C2 -179.5(3) . . . . ? S4 Ni1 S2 C2 -111(10) . . . . ? S1 Ni1 S3 C8 -67(11) . . . . ? S2 Ni1 S3 C8 -178.9(3) . . . . ? S4 Ni1 S3 C8 1.9(3) . . . . ? S1 Ni1 S4 C9 178.1(3) . . . . ? S2 Ni1 S4 C9 -70(10) . . . . ? S3 Ni1 S4 C9 -1.2(3) . . . . ? Ni1 S1 C1 C2 0.6(7) . . . . ? Ni1 S1 C1 C3 -178.6(5) . . . . ? C3 C1 C2 S2 179.5(5) . . . . ? S1 C1 C2 S2 0.4(10) . . . . ? Ni1 S2 C2 C1 -1.1(8) . . . . ? C2 C1 C3 C4 -176.3(9) . . . . ? S1 C1 C3 C4 2.9(10) . . . . ? C2 C1 C3 C7 3.5(12) . . . . ? S1 C1 C3 C7 -177.4(6) . . . . ? C7 C3 C4 C5 0.6(12) . . . . ? C1 C3 C4 C5 -179.6(7) . . . . ? C6 N1 C5 C4 -0.7(14) . . . . ? C3 C4 C5 N1 -1.0(14) . . . . ? C5 N1 C6 C7 2.9(13) . . . . ? N1 C6 C7 C3 -3.2(12) . . . . ? C4 C3 C7 C6 1.4(12) . . . . ? C1 C3 C7 C6 -178.4(7) . . . . ? Ni1 S3 C8 C9 -2.4(8) . . . . ? Ni1 S3 C8 C10 -179.6(5) . . . . ? C10 C8 C9 S4 178.6(6) . . . . ? S3 C8 C9 S4 1.7(11) . . . . ? Ni1 S4 C9 C8 0.0(8) . . . . ? C9 C8 C10 C14 -1.6(13) . . . . ? S3 C8 C10 C14 175.4(7) . . . . ? C9 C8 C10 C11 176.9(9) . . . . ? S3 C8 C10 C11 -6.2(11) . . . . ? C14 C10 C11 C12 -2.3(13) . . . . ? C8 C10 C11 C12 179.2(8) . . . . ? C13 N2 C12 C11 -0.5(15) . . . . ? C10 C11 C12 N2 0.9(14) . . . . ? C12 N2 C13 C14 1.6(14) . . . . ? N2 C13 C14 C10 -3.2(14) . . . . ? C11 C10 C14 C13 3.4(13) . . . . ? C8 C10 C14 C13 -178.0(8) . . . . ? O1 S5 C15 C16 -87.8(7) . . . . ? O2 S5 C15 C16 152.4(6) . . . . ? O3 S5 C15 C16 31.7(7) . . . . ? O1 S5 C15 C20 90.6(7) . . . . ? O2 S5 C15 C20 -29.2(7) . . . . ? O3 S5 C15 C20 -149.9(6) . . . . ? C20 C15 C16 C17 0.3(11) . . . . ? S5 C15 C16 C17 178.7(6) . . . . ? C15 C16 C17 C18 -0.8(12) . . . . ? C16 C17 C18 C19 1.2(13) . . . . ? C16 C17 C18 C21 179.7(7) . . . . ? C17 C18 C19 C20 -1.0(12) . . . . ? C21 C18 C19 C20 -179.6(7) . . . . ? C18 C19 C20 C15 0.5(12) . . . . ? C16 C15 C20 C19 -0.1(11) . . . . ? S5 C15 C20 C19 -178.6(6) . . . . ? C24 N3 C22 O4 175.9(8) . . . . ? C23 N3 C22 O4 3.9(14) . . . . ? C26 N4 C25 O5 -2.1(15) . . . . ? C27 N4 C25 O5 -180.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.373 _refine_diff_density_min -0.498 _refine_diff_density_rms 0.068 ########End