# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_arun_2 _database_code_depnum_ccdc_archive 'CCDC 889000' #TrackingRef 'arun_2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H6 F5 N3 O' _chemical_formula_weight 303.20 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 12.7261(15) _cell_length_b 10.2498(12) _cell_length_c 18.184(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2371.9(5) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3645 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 22.22 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.698 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1216 _exptl_absorpt_coefficient_mu 0.165 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9368 _exptl_absorpt_correction_T_max 0.9901 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 18944 _diffrn_reflns_av_R_equivalents 0.0336 _diffrn_reflns_av_unetI/netI 0.0207 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 27.31 _reflns_number_total 2654 _reflns_number_gt 1835 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY 2.3' _computing_publication_material 'ORTEP 3v.2' _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^)+(0.1000P)^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_number_reflns 2654 _refine_ls_number_parameters 190 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0407 _refine_ls_wR_factor_ref 0.1558 _refine_ls_wR_factor_gt 0.1350 _refine_ls_goodness_of_fit_ref 1.038 _refine_ls_restrained_S_all 1.038 _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 F1 F 0.46806(8) 0.04539(12) 0.66299(8) 0.0704(4) Uani 1 1 d . . . F2 F 0.40839(9) -0.17538(13) 0.59702(8) 0.0848(5) Uani 1 1 d . . . F3 F 0.53589(11) -0.29208(13) 0.49724(8) 0.0896(5) Uani 1 1 d . . . F4 F 0.72398(12) -0.18219(15) 0.46451(8) 0.0935(5) Uani 1 1 d . . . F5 F 0.78230(9) 0.04205(13) 0.52704(7) 0.0782(4) Uani 1 1 d . . . N1 N 0.99603(12) 0.34855(15) 0.80839(10) 0.0563(4) Uani 1 1 d . . . C12 C 0.97073(15) 0.45077(19) 0.84992(12) 0.0573(5) Uani 1 1 d . . . H12 H 1.0212 0.4855 0.8813 0.069 Uiso 1 1 calc R . . C11 C 0.87253(15) 0.50667(19) 0.84796(12) 0.0601(5) Uani 1 1 d . . . H11 H 0.8571 0.5785 0.8772 0.072 Uiso 1 1 calc R . . C10 C 0.79760(14) 0.45483(17) 0.80213(11) 0.0538(5) Uani 1 1 d . . . H10 H 0.7303 0.4903 0.8009 0.065 Uiso 1 1 calc R . . C8 C 0.82270(12) 0.34952(16) 0.75778(10) 0.0436(4) Uani 1 1 d . . . C9 C 0.92375(12) 0.29939(18) 0.76271(10) 0.0495(4) Uani 1 1 d . . . H9 H 0.9419 0.2289 0.7331 0.059 Uiso 1 1 calc R . . N2 N 0.74509(10) 0.30155(14) 0.71014(9) 0.0521(4) Uani 1 1 d . . . H2 H 0.6911 0.3507 0.7037 0.063 Uiso 1 1 calc R . . C7 C 0.74512(12) 0.18613(17) 0.67278(10) 0.0465(4) Uani 1 1 d . . . O1 O 0.81659(10) 0.10774(13) 0.67293(8) 0.0600(4) Uani 1 1 d . . . N3 N 0.65299(11) 0.16820(14) 0.63396(9) 0.0518(4) Uani 1 1 d . . . H3 H 0.6092 0.2318 0.6308 0.062 Uiso 1 1 calc R . . C1 C 0.62856(13) 0.04945(16) 0.59954(9) 0.0467(4) Uani 1 1 d . . . C2 C 0.53305(13) -0.01003(19) 0.61420(10) 0.0500(5) Uani 1 1 d . . . C3 C 0.50174(15) -0.12302(19) 0.58055(12) 0.0570(5) Uani 1 1 d . . . C6 C 0.69156(15) -0.0113(2) 0.54765(11) 0.0549(5) Uani 1 1 d . . . C4 C 0.56614(17) -0.18243(19) 0.53048(12) 0.0605(5) Uani 1 1 d . . . C5 C 0.66162(17) -0.1266(2) 0.51471(11) 0.0618(5) 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 F1 0.0498(7) 0.0688(8) 0.0927(9) -0.0168(6) 0.0200(6) -0.0074(5) F2 0.0595(8) 0.0709(8) 0.1241(12) -0.0137(8) 0.0070(7) -0.0220(6) F3 0.0973(10) 0.0671(8) 0.1045(11) -0.0297(8) -0.0109(8) -0.0057(7) F4 0.1057(11) 0.0847(9) 0.0901(10) -0.0209(8) 0.0331(9) 0.0072(8) F5 0.0632(8) 0.0825(9) 0.0890(10) -0.0032(7) 0.0288(7) -0.0095(6) N1 0.0439(8) 0.0543(9) 0.0706(10) -0.0007(8) -0.0075(7) 0.0027(7) C12 0.0520(11) 0.0563(12) 0.0636(12) -0.0011(9) -0.0036(9) -0.0092(9) C11 0.0582(12) 0.0529(11) 0.0694(13) -0.0092(10) 0.0077(10) -0.0008(9) C10 0.0440(10) 0.0515(11) 0.0660(12) -0.0011(9) 0.0056(8) 0.0056(8) C8 0.0373(8) 0.0426(9) 0.0510(10) 0.0070(7) 0.0031(7) 0.0009(6) C9 0.0417(9) 0.0474(10) 0.0595(11) -0.0002(8) -0.0004(8) 0.0040(7) N2 0.0402(8) 0.0483(8) 0.0679(10) -0.0028(7) -0.0065(7) 0.0110(6) C7 0.0350(8) 0.0475(9) 0.0568(10) 0.0060(8) 0.0017(7) 0.0009(7) O1 0.0428(7) 0.0515(8) 0.0857(10) -0.0064(7) -0.0078(6) 0.0094(6) N3 0.0377(8) 0.0463(8) 0.0714(10) -0.0019(7) -0.0044(7) 0.0043(6) C1 0.0413(9) 0.0467(10) 0.0521(10) 0.0046(8) -0.0034(7) 0.0019(7) C2 0.0408(9) 0.0506(10) 0.0585(11) 0.0020(8) 0.0012(8) 0.0014(8) C3 0.0497(11) 0.0523(11) 0.0691(12) 0.0030(10) -0.0055(9) -0.0051(9) C6 0.0515(11) 0.0566(11) 0.0566(11) 0.0080(9) 0.0066(8) 0.0016(8) C4 0.0684(13) 0.0488(11) 0.0643(12) -0.0025(9) -0.0102(10) 0.0021(9) C5 0.0680(13) 0.0615(13) 0.0559(11) -0.0023(10) 0.0066(10) 0.0131(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 F1 C2 1.339(2) . ? F2 C3 1.338(2) . ? F3 C4 1.333(2) . ? F4 C5 1.337(2) . ? F5 C6 1.332(2) . ? N1 C12 1.331(3) . ? N1 C9 1.338(2) . ? C12 C11 1.375(3) . ? C12 H12 0.9300 . ? C11 C10 1.373(3) . ? C11 H11 0.9300 . ? C10 C8 1.385(3) . ? C10 H10 0.9300 . ? C8 C9 1.388(2) . ? C8 N2 1.403(2) . ? C9 H9 0.9300 . ? N2 C7 1.364(2) . ? N2 H2 0.8600 . ? C7 O1 1.214(2) . ? C7 N3 1.381(2) . ? N3 C1 1.403(2) . ? N3 H3 0.8600 . ? C1 C2 1.386(2) . ? C1 C6 1.386(3) . ? C2 C3 1.369(3) . ? C3 C4 1.368(3) . ? C6 C5 1.378(3) . ? C4 C5 1.374(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 C12 N1 C9 118.84(16) . . ? N1 C12 C11 122.21(18) . . ? N1 C12 H12 118.9 . . ? C11 C12 H12 118.9 . . ? C10 C11 C12 119.04(18) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? C11 C10 C8 119.65(17) . . ? C11 C10 H10 120.2 . . ? C8 C10 H10 120.2 . . ? C10 C8 C9 117.70(17) . . ? C10 C8 N2 118.06(15) . . ? C9 C8 N2 124.23(16) . . ? N1 C9 C8 122.53(17) . . ? N1 C9 H9 118.7 . . ? C8 C9 H9 118.7 . . ? C7 N2 C8 127.69(14) . . ? C7 N2 H2 116.2 . . ? C8 N2 H2 116.2 . . ? O1 C7 N2 124.98(16) . . ? O1 C7 N3 123.33(17) . . ? N2 C7 N3 111.70(14) . . ? C7 N3 C1 122.10(15) . . ? C7 N3 H3 118.9 . . ? C1 N3 H3 118.9 . . ? C2 C1 C6 116.15(17) . . ? C2 C1 N3 119.35(16) . . ? C6 C1 N3 124.40(17) . . ? F1 C2 C3 118.37(16) . . ? F1 C2 C1 118.84(16) . . ? C3 C2 C1 122.79(17) . . ? F2 C3 C4 120.17(19) . . ? F2 C3 C2 119.85(19) . . ? C4 C3 C2 119.98(18) . . ? F5 C6 C5 117.99(18) . . ? F5 C6 C1 120.59(18) . . ? C5 C6 C1 121.40(18) . . ? F3 C4 C3 120.27(19) . . ? F3 C4 C5 120.8(2) . . ? C3 C4 C5 118.90(19) . . ? F4 C5 C4 119.32(19) . . ? F4 C5 C6 119.88(19) . . ? C4 C5 C6 120.74(19) . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.31 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.286 _refine_diff_density_min -0.290 _refine_diff_density_rms 0.036 data_aaa _database_code_depnum_ccdc_archive 'CCDC 889001' #TrackingRef 'PYPFU_COSO4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 Co F15 N13 O12 S' _chemical_formula_weight 1374.98 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.833(2) _cell_length_b 12.8082(17) _cell_length_c 26.372(3) _cell_angle_alpha 90.00 _cell_angle_beta 105.751(3) _cell_angle_gamma 90.00 _cell_volume 5797.4(13) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9814 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 29.35 _exptl_crystal_description BLOCK _exptl_crystal_colour PINK _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2804 _exptl_absorpt_coefficient_mu 0.451 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6610 _exptl_absorpt_correction_T_max 0.9734 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 53590 _diffrn_reflns_av_R_equivalents 0.0304 _diffrn_reflns_av_unetI/netI 0.0224 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 25.00 _reflns_number_total 10204 _reflns_number_gt 8926 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY 2.3' _computing_publication_material 'ORTEP 3v.2' _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^)+(0.0455P)^2^+6.6166P] 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 10204 _refine_ls_number_parameters 827 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0416 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0927 _refine_ls_wR_factor_gt 0.0880 _refine_ls_goodness_of_fit_ref 0.985 _refine_ls_restrained_S_all 0.985 _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 Co1 Co 0.222069(15) 0.63939(2) -0.001112(10) 0.01308(8) Uani 1 1 d . . . S2 S 0.27469(3) 0.38730(4) 0.027974(19) 0.01568(11) Uani 1 1 d . . . C3 C 0.46613(12) 0.63890(16) -0.00965(8) 0.0176(4) Uani 1 1 d . . . C40 C 0.22384(12) 0.61327(17) 0.11339(8) 0.0190(4) Uani 1 1 d . . . H40 H 0.2285 0.5421 0.1079 0.023 Uiso 1 1 calc R . . C36 C 0.05531(11) 0.66402(16) 0.01183(8) 0.0164(4) Uani 1 1 d . . . H36 H 0.0826 0.6981 0.0424 0.020 Uiso 1 1 calc R . . C5 C 0.39236(12) 0.62571(17) 0.06839(8) 0.0212(4) Uani 1 1 d . . . H5 H 0.3677 0.6209 0.0952 0.025 Uiso 1 1 calc R . . C6 C 0.47323(12) 0.64300(17) -0.10189(8) 0.0201(4) Uani 1 1 d . . . C35 C 0.05465(12) 0.58081(16) -0.06577(8) 0.0192(4) Uani 1 1 d . . . H35 H 0.0818 0.5541 -0.0884 0.023 Uiso 1 1 calc R . . C2 C 0.51020(12) 0.62083(17) 0.04204(8) 0.0221(5) Uani 1 1 d . . . H2 H 0.5640 0.6132 0.0500 0.026 Uiso 1 1 calc R . . C32 C -0.02539(11) 0.65248(15) 0.00196(8) 0.0162(4) Uani 1 1 d . . . C16 C 0.22633(12) 0.98778(16) 0.00299(8) 0.0196(4) Uani 1 1 d . . . C19 C 0.30586(12) 1.18209(16) 0.16801(8) 0.0201(4) Uani 1 1 d . . . C18 C 0.27196(13) 1.06578(16) 0.09198(8) 0.0219(5) Uani 1 1 d . . . C27 C -0.09123(13) 0.80351(18) 0.19684(9) 0.0257(5) Uani 1 1 d . . . C17 C 0.23755(12) 0.88171(16) 0.01595(8) 0.0176(4) Uani 1 1 d . . . H17 H 0.2666 0.8634 0.0497 0.021 Uiso 1 1 calc R . . C4 C 0.38559(12) 0.65086(16) -0.01914(8) 0.0181(4) Uani 1 1 d . . . H4 H 0.3561 0.6647 -0.0534 0.022 Uiso 1 1 calc R . . C22 C 0.35022(13) 1.22320(17) 0.27638(8) 0.0236(5) Uani 1 1 d . . . C33 C -0.06619(12) 0.60606(16) -0.04516(8) 0.0196(4) Uani 1 1 d . . . H33 H -0.1201 0.5992 -0.0534 0.024 Uiso 1 1 calc R . . C24 C 0.36914(13) 1.13230(16) 0.20180(8) 0.0217(4) Uani 1 1 d . . . C12 C 0.45275(12) 0.72474(18) -0.21392(9) 0.0248(5) Uani 1 1 d . . . C7 C 0.50781(12) 0.65471(17) -0.18479(8) 0.0201(4) Uani 1 1 d . . . C20 C 0.26594(12) 1.25404(16) 0.19053(9) 0.0228(5) Uani 1 1 d . . . C23 C 0.39042(12) 1.15103(17) 0.25514(8) 0.0228(5) Uani 1 1 d . . . C8 C 0.54488(12) 0.59114(17) -0.21322(8) 0.0219(4) Uani 1 1 d . . . C31 C -0.03932(12) 0.69242(17) 0.09007(8) 0.0211(4) Uani 1 1 d . . . C39 C 0.23516(12) 0.54387(17) -0.10566(8) 0.0216(4) Uani 1 1 d . . . H39 H 0.2588 0.4861 -0.0865 0.026 Uiso 1 1 calc R . . C13 C 0.16547(14) 0.83245(18) -0.06722(9) 0.0271(5) Uani 1 1 d . . . H13 H 0.1435 0.7800 -0.0910 0.032 Uiso 1 1 calc R . . C15 C 0.18465(14) 1.01383(17) -0.04795(9) 0.0287(5) Uani 1 1 d . . . H15 H 0.1779 1.0834 -0.0582 0.034 Uiso 1 1 calc R . . C21 C 0.28760(13) 1.27533(17) 0.24371(9) 0.0240(5) Uani 1 1 d . . . C11 C 0.43409(13) 0.72767(19) -0.26814(9) 0.0297(5) Uani 1 1 d . . . C41 C 0.20630(14) 0.75369(18) 0.17054(9) 0.0297(5) Uani 1 1 d . . . H41A H 0.2172 0.7960 0.1434 0.044 Uiso 1 1 calc R . . H41B H 0.2416 0.7717 0.2039 0.044 Uiso 1 1 calc R . . H41C H 0.1537 0.7657 0.1718 0.044 Uiso 1 1 calc R . . C9 C 0.52802(13) 0.59503(18) -0.26727(9) 0.0267(5) Uani 1 1 d . . . C25 C -0.07442(12) 0.71504(18) 0.17131(8) 0.0245(5) Uani 1 1 d . . . C28 C -0.06755(14) 0.8128(2) 0.25102(9) 0.0305(5) Uani 1 1 d . . . C26 C -0.03542(16) 0.6346(2) 0.20271(9) 0.0392(7) Uani 1 1 d . . . C10 C 0.47136(14) 0.66276(19) -0.29508(9) 0.0291(5) Uani 1 1 d . . . C34 C -0.02558(12) 0.57033(17) -0.07945(8) 0.0218(4) Uani 1 1 d . . . H34 H -0.0518 0.5397 -0.1113 0.026 Uiso 1 1 calc R . . C14 C 0.15333(16) 0.93539(18) -0.08321(9) 0.0347(6) Uani 1 1 d . . . H14 H 0.1244 0.9515 -0.1173 0.042 Uiso 1 1 calc R . . C1 C 0.47252(13) 0.61446(18) 0.08099(8) 0.0255(5) Uani 1 1 d . . . H1 H 0.5008 0.6026 0.1157 0.031 Uiso 1 1 calc R . . C29 C -0.02495(15) 0.7340(2) 0.28077(9) 0.0396(6) Uani 1 1 d . . . C30 C -0.00966(17) 0.6439(3) 0.25658(10) 0.0489(8) Uani 1 1 d . . . C42 C 0.21316(19) 0.5689(2) 0.20010(10) 0.0448(7) Uani 1 1 d . . . H42A H 0.2181 0.4995 0.1876 0.067 Uiso 1 1 calc R . . H42B H 0.1643 0.5753 0.2086 0.067 Uiso 1 1 calc R . . H42C H 0.2551 0.5823 0.2310 0.067 Uiso 1 1 calc R . . C38 C 0.25792(18) 0.4616(2) -0.18275(11) 0.0474(7) Uani 1 1 d . . . H38A H 0.3026 0.4879 -0.1923 0.071 Uiso 1 1 calc R . . H38B H 0.2193 0.4394 -0.2139 0.071 Uiso 1 1 calc R . . H38C H 0.2731 0.4034 -0.1592 0.071 Uiso 1 1 calc R . . C37 C 0.1946(3) 0.6350(3) -0.18758(12) 0.0859(15) Uani 1 1 d . . . H37A H 0.1571 0.6685 -0.1729 0.129 Uiso 1 1 calc R . . H37B H 0.1700 0.6144 -0.2232 0.129 Uiso 1 1 calc R . . H37C H 0.2363 0.6827 -0.1872 0.129 Uiso 1 1 calc R . . C43 C 0.07008(17) 0.1302(2) 0.08013(11) 0.0429(6) Uani 1 1 d . . . H43A H 0.0932 0.1822 0.1058 0.064 Uiso 1 1 calc R . . H43B H 0.0162 0.1468 0.0648 0.064 Uiso 1 1 calc R . . H43C H 0.0968 0.1288 0.0531 0.064 Uiso 1 1 calc R . . C44 C 0.0493(2) -0.0606(2) 0.07110(14) 0.0580(8) Uani 1 1 d . . . H44A H 0.0785 -0.0651 0.0455 0.087 Uiso 1 1 calc R . . H44B H -0.0050 -0.0524 0.0534 0.087 Uiso 1 1 calc R . . H44C H 0.0567 -0.1233 0.0918 0.087 Uiso 1 1 calc R . . C45 C 0.10976(18) 0.0182(2) 0.15663(12) 0.0497(7) Uani 1 1 d . . . H45 H 0.1129 -0.0493 0.1701 0.060 Uiso 1 1 calc R . . N5 N 0.34889(10) 0.64323(13) 0.01905(6) 0.0168(4) Uani 1 1 d . . . N6 N 0.09500(9) 0.62782(12) -0.02118(6) 0.0153(3) Uani 1 1 d . . . N7 N 0.50608(10) 0.64718(14) -0.04859(7) 0.0208(4) Uani 1 1 d . . . H7 H 0.5557 0.6557 -0.0380 0.025 Uiso 1 1 calc R . . N11 N -0.06803(10) 0.68707(14) 0.03661(6) 0.0194(4) Uani 1 1 d . . . H11 H -0.1155 0.7062 0.0231 0.023 Uiso 1 1 calc R . . N4 N 0.20766(10) 0.80555(13) -0.01886(6) 0.0178(4) Uani 1 1 d . . . N8 N 0.52892(10) 0.65099(15) -0.12978(7) 0.0221(4) Uani 1 1 d . . . H8 H 0.5774 0.6537 -0.1128 0.026 Uiso 1 1 calc R . . N2 N 0.21608(10) 0.64399(14) 0.15929(7) 0.0220(4) Uani 1 1 d . . . N10 N 0.28460(11) 1.16497(14) 0.11373(7) 0.0240(4) Uani 1 1 d . . . H10 H 0.2791 1.2179 0.0930 0.029 Uiso 1 1 calc R . . N12 N -0.09656(10) 0.70764(15) 0.11601(7) 0.0237(4) Uani 1 1 d . . . H12 H -0.1448 0.7125 0.0986 0.028 Uiso 1 1 calc R . . N9 N 0.25541(11) 1.06994(14) 0.03800(7) 0.0238(4) Uani 1 1 d . . . H9 H 0.2636 1.1284 0.0244 0.029 Uiso 1 1 calc R . . N3 N 0.22546(12) 0.54385(16) -0.15663(7) 0.0311(5) Uani 1 1 d . . . N1 N 0.07617(13) 0.02871(17) 0.10536(9) 0.0395(5) Uani 1 1 d . . . O5 O 0.21448(8) 0.61690(11) -0.08127(5) 0.0190(3) Uani 1 1 d . . . O4 O 0.22524(8) 0.67430(11) 0.07675(5) 0.0188(3) Uani 1 1 d . . . O8 O 0.33317(8) 0.38340(12) -0.00227(6) 0.0227(3) Uani 1 1 d . . . O9 O 0.31304(8) 0.39414(12) 0.08464(6) 0.0252(3) Uani 1 1 d . . . O6 O 0.22148(8) 0.47730(11) 0.01075(6) 0.0196(3) Uani 1 1 d . . . O1 O 0.40365(8) 0.63463(13) -0.12345(6) 0.0277(4) Uani 1 1 d . . . O3 O 0.02969(8) 0.68563(14) 0.11397(6) 0.0306(4) Uani 1 1 d . . . O7 O 0.22626(8) 0.29088(11) 0.01754(6) 0.0235(3) Uani 1 1 d . . . O2 O 0.27529(10) 0.98633(12) 0.11759(6) 0.0301(4) Uani 1 1 d . . . O10 O 0.13679(14) 0.08716(19) 0.18787(8) 0.0615(6) Uani 1 1 d . . . F15 F 0.59897(7) 0.52254(10) -0.18742(5) 0.0301(3) Uani 1 1 d . . . F9 F 0.45253(8) 1.10154(11) 0.28661(5) 0.0332(3) Uani 1 1 d . . . F7 F 0.24800(8) 1.34506(11) 0.26423(5) 0.0370(3) Uani 1 1 d . . . F8 F 0.20419(8) 1.30500(10) 0.15958(5) 0.0321(3) Uani 1 1 d . . . F11 F 0.41866(8) 0.79495(11) -0.18947(6) 0.0358(3) Uani 1 1 d . . . F6 F 0.37284(8) 1.24334(11) 0.32815(5) 0.0337(3) Uani 1 1 d . . . F10 F 0.41413(8) 1.06797(10) 0.18233(5) 0.0317(3) Uani 1 1 d . . . F5 F -0.13055(9) 0.88273(11) 0.16822(5) 0.0392(4) Uani 1 1 d . . . F14 F 0.56603(9) 0.53291(12) -0.29300(5) 0.0392(3) Uani 1 1 d . . . F1 F -0.08557(10) 0.89867(12) 0.27445(6) 0.0449(4) Uani 1 1 d . . . F13 F 0.45396(9) 0.66745(13) -0.34774(5) 0.0451(4) Uani 1 1 d . . . F12 F 0.38193(8) 0.79783(12) -0.29482(6) 0.0428(4) Uani 1 1 d . . . F4 F -0.02321(12) 0.54385(14) 0.18052(6) 0.0604(5) Uani 1 1 d . . . F2 F 0.00112(10) 0.74328(16) 0.33332(5) 0.0569(5) Uani 1 1 d . . . F3 F 0.02878(14) 0.56475(19) 0.28595(6) 0.0876(8) Uani 1 1 d . . . N13 N 0.54452(18) 0.4864(2) 0.56947(10) 0.0653(8) Uani 1 1 d . . . O13 O 0.64601(19) 0.5937(2) 0.57879(13) 0.0922(10) Uani 1 1 d . . . C46 C 0.5773(2) 0.5800(3) 0.57661(14) 0.0656(10) Uani 1 1 d . . . H46 H 0.5470 0.6373 0.5801 0.079 Uiso 1 1 calc R . . C47 C 0.4685(3) 0.4606(4) 0.57096(16) 0.0941(15) Uani 1 1 d . . . H47A H 0.4705 0.4242 0.6031 0.141 Uiso 1 1 calc R . . H47B H 0.4446 0.4168 0.5415 0.141 Uiso 1 1 calc R . . H47C H 0.4384 0.5233 0.5693 0.141 Uiso 1 1 calc R . . C48 C 0.5939(3) 0.3954(3) 0.5611(2) 0.0951(15) Uani 1 1 d . . . H48A H 0.6440 0.4205 0.5596 0.143 Uiso 1 1 calc R . . H48B H 0.5686 0.3609 0.5286 0.143 Uiso 1 1 calc R . . H48C H 0.6005 0.3471 0.5898 0.143 Uiso 1 1 calc R . . O11 O 0.74117(11) 0.73589(18) 0.09284(8) 0.0391(5) Uani 1 1 d . . . H11B H 0.718(2) 0.794(3) 0.0914(13) 0.060(11) Uiso 1 1 d . . . H11C H 0.7177(19) 0.710(3) 0.0652(14) 0.052(10) Uiso 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 Co1 0.01301(14) 0.01431(14) 0.01252(13) 0.00024(10) 0.00449(10) 0.00056(10) S2 0.0115(2) 0.0157(2) 0.0196(2) 0.00188(19) 0.00382(19) 0.00130(18) C3 0.0169(10) 0.0174(10) 0.0192(10) -0.0006(8) 0.0062(8) -0.0012(8) C40 0.0170(10) 0.0205(10) 0.0193(10) -0.0024(8) 0.0043(8) -0.0010(8) C36 0.0159(10) 0.0181(10) 0.0149(9) 0.0002(8) 0.0036(8) 0.0022(8) C5 0.0192(10) 0.0267(11) 0.0181(10) -0.0002(9) 0.0059(8) -0.0005(9) C6 0.0163(11) 0.0242(11) 0.0207(10) 0.0010(8) 0.0066(8) 0.0014(8) C35 0.0203(10) 0.0221(11) 0.0175(10) -0.0020(8) 0.0087(8) -0.0005(8) C2 0.0124(10) 0.0295(12) 0.0233(11) 0.0006(9) 0.0032(8) 0.0009(9) C32 0.0172(10) 0.0173(10) 0.0147(9) 0.0035(8) 0.0056(8) 0.0031(8) C16 0.0232(11) 0.0167(10) 0.0203(10) -0.0006(8) 0.0082(9) -0.0005(8) C19 0.0251(11) 0.0156(10) 0.0188(10) 0.0001(8) 0.0047(9) -0.0029(9) C18 0.0259(11) 0.0184(11) 0.0205(11) -0.0001(9) 0.0049(9) 0.0010(9) C27 0.0259(11) 0.0279(12) 0.0247(11) 0.0014(9) 0.0092(9) -0.0042(9) C17 0.0190(10) 0.0176(10) 0.0166(10) 0.0006(8) 0.0052(8) 0.0016(8) C4 0.0159(10) 0.0210(10) 0.0173(10) 0.0006(8) 0.0045(8) 0.0005(8) C22 0.0297(12) 0.0244(11) 0.0175(10) -0.0016(9) 0.0077(9) -0.0069(9) C33 0.0140(10) 0.0240(11) 0.0210(10) 0.0003(9) 0.0049(8) -0.0018(8) C24 0.0261(11) 0.0166(10) 0.0236(11) -0.0009(9) 0.0088(9) 0.0013(9) C12 0.0195(11) 0.0279(12) 0.0284(12) 0.0023(9) 0.0086(9) -0.0007(9) C7 0.0157(10) 0.0237(11) 0.0209(10) 0.0008(9) 0.0049(8) -0.0050(8) C20 0.0193(11) 0.0187(11) 0.0277(11) 0.0003(9) 0.0020(9) -0.0018(8) C23 0.0223(11) 0.0231(11) 0.0208(11) 0.0048(9) 0.0020(9) 0.0001(9) C8 0.0190(10) 0.0211(11) 0.0253(11) 0.0020(9) 0.0058(9) -0.0026(9) C31 0.0197(11) 0.0266(11) 0.0177(10) -0.0009(9) 0.0063(9) 0.0020(9) C39 0.0199(11) 0.0230(11) 0.0220(11) -0.0011(9) 0.0059(9) 0.0000(9) C13 0.0349(13) 0.0213(11) 0.0201(11) -0.0016(9) -0.0011(9) 0.0001(10) C15 0.0443(14) 0.0151(11) 0.0237(11) 0.0053(9) 0.0039(10) 0.0037(10) C21 0.0239(11) 0.0219(11) 0.0291(12) -0.0050(9) 0.0119(9) -0.0020(9) C11 0.0213(11) 0.0346(13) 0.0297(12) 0.0111(10) 0.0008(10) -0.0033(10) C41 0.0352(13) 0.0297(13) 0.0252(12) -0.0089(10) 0.0102(10) 0.0021(10) C9 0.0299(12) 0.0276(12) 0.0246(11) -0.0052(9) 0.0110(10) -0.0084(10) C25 0.0210(11) 0.0359(13) 0.0172(10) -0.0011(9) 0.0059(9) 0.0020(9) C28 0.0320(13) 0.0369(14) 0.0258(12) -0.0113(10) 0.0134(10) -0.0103(11) C26 0.0427(15) 0.0534(17) 0.0223(12) -0.0010(11) 0.0103(11) 0.0256(13) C10 0.0314(13) 0.0372(13) 0.0173(11) 0.0032(10) 0.0041(9) -0.0122(11) C34 0.0205(11) 0.0281(12) 0.0164(10) -0.0046(9) 0.0041(8) -0.0032(9) C14 0.0511(16) 0.0241(12) 0.0202(11) 0.0030(9) -0.0049(11) 0.0036(11) C1 0.0207(11) 0.0370(13) 0.0165(10) 0.0030(9) 0.0011(9) -0.0003(10) C29 0.0309(13) 0.0703(19) 0.0159(11) -0.0045(12) 0.0034(10) 0.0037(13) C30 0.0475(17) 0.076(2) 0.0215(13) 0.0079(13) 0.0057(12) 0.0350(16) C42 0.073(2) 0.0402(15) 0.0270(13) 0.0048(11) 0.0239(13) -0.0094(14) C38 0.0606(19) 0.0496(17) 0.0368(15) -0.0178(13) 0.0215(14) 0.0081(14) C37 0.152(4) 0.082(3) 0.0266(15) 0.0175(16) 0.031(2) 0.066(3) C43 0.0458(16) 0.0388(15) 0.0419(15) 0.0042(12) 0.0082(13) 0.0003(12) C44 0.066(2) 0.0376(17) 0.064(2) -0.0102(15) 0.0061(17) -0.0011(15) C45 0.0561(18) 0.0407(16) 0.0471(17) 0.0048(14) 0.0049(14) 0.0117(14) N5 0.0162(8) 0.0166(8) 0.0180(8) 0.0002(7) 0.0054(7) -0.0009(7) N6 0.0152(8) 0.0156(8) 0.0163(8) 0.0022(7) 0.0062(7) 0.0015(7) N7 0.0100(8) 0.0337(10) 0.0187(9) 0.0012(8) 0.0038(7) -0.0006(7) N11 0.0120(8) 0.0305(10) 0.0153(8) -0.0004(7) 0.0033(7) 0.0041(7) N4 0.0188(9) 0.0177(9) 0.0167(8) 0.0005(7) 0.0047(7) 0.0008(7) N8 0.0135(8) 0.0342(10) 0.0180(9) 0.0015(8) 0.0033(7) 0.0004(7) N2 0.0243(10) 0.0263(10) 0.0163(9) -0.0006(7) 0.0069(7) -0.0017(8) N10 0.0374(11) 0.0141(9) 0.0182(9) 0.0014(7) 0.0034(8) 0.0024(8) N12 0.0172(9) 0.0382(11) 0.0152(9) -0.0012(8) 0.0039(7) 0.0060(8) N9 0.0381(11) 0.0138(9) 0.0181(9) 0.0019(7) 0.0052(8) -0.0026(8) N3 0.0389(12) 0.0368(11) 0.0194(9) -0.0038(8) 0.0107(8) 0.0088(9) N1 0.0435(13) 0.0302(11) 0.0389(12) -0.0001(9) 0.0012(10) 0.0040(10) O5 0.0187(7) 0.0233(8) 0.0166(7) -0.0014(6) 0.0076(6) 0.0015(6) O4 0.0190(7) 0.0226(8) 0.0148(7) 0.0008(6) 0.0047(6) 0.0012(6) O8 0.0155(7) 0.0290(8) 0.0251(8) -0.0009(6) 0.0079(6) 0.0010(6) O9 0.0187(8) 0.0355(9) 0.0197(7) 0.0019(7) 0.0025(6) 0.0034(7) O6 0.0163(7) 0.0155(7) 0.0272(8) 0.0037(6) 0.0063(6) 0.0017(6) O1 0.0155(8) 0.0456(10) 0.0213(8) -0.0011(7) 0.0038(6) -0.0023(7) O3 0.0159(8) 0.0553(11) 0.0191(8) -0.0051(7) 0.0023(6) 0.0038(7) O7 0.0176(7) 0.0159(7) 0.0354(9) 0.0035(6) 0.0044(6) 0.0014(6) O2 0.0509(10) 0.0172(8) 0.0212(8) 0.0022(6) 0.0083(7) -0.0016(7) O10 0.0699(15) 0.0608(14) 0.0441(12) -0.0039(11) -0.0008(11) 0.0093(12) F15 0.0292(7) 0.0297(7) 0.0316(7) 0.0015(6) 0.0085(6) 0.0082(6) F9 0.0341(7) 0.0356(8) 0.0246(7) 0.0038(6) -0.0012(6) 0.0097(6) F7 0.0378(8) 0.0390(8) 0.0373(8) -0.0111(6) 0.0156(6) 0.0089(6) F8 0.0284(7) 0.0283(7) 0.0340(7) -0.0025(6) -0.0009(6) 0.0096(6) F11 0.0339(8) 0.0365(8) 0.0390(8) 0.0041(6) 0.0134(6) 0.0136(6) F6 0.0429(8) 0.0402(8) 0.0178(6) -0.0053(6) 0.0078(6) -0.0040(6) F10 0.0363(8) 0.0326(7) 0.0263(7) -0.0012(6) 0.0086(6) 0.0140(6) F5 0.0623(10) 0.0257(7) 0.0314(8) 0.0034(6) 0.0156(7) 0.0045(7) F14 0.0470(9) 0.0443(9) 0.0314(7) -0.0124(6) 0.0196(7) -0.0022(7) F1 0.0642(10) 0.0381(8) 0.0371(8) -0.0184(7) 0.0218(8) -0.0153(8) F13 0.0501(9) 0.0646(11) 0.0183(7) 0.0046(7) 0.0051(6) -0.0100(8) F12 0.0320(8) 0.0520(10) 0.0389(8) 0.0204(7) 0.0002(6) 0.0075(7) F4 0.0928(14) 0.0616(11) 0.0269(8) 0.0039(7) 0.0165(8) 0.0543(10) F2 0.0531(10) 0.0982(14) 0.0155(7) -0.0096(8) 0.0027(7) 0.0061(10) F3 0.1165(18) 0.1154(18) 0.0246(8) 0.0152(10) 0.0084(10) 0.0853(15) N13 0.085(2) 0.074(2) 0.0471(15) -0.0187(14) 0.0361(15) -0.0401(17) O13 0.103(2) 0.0774(19) 0.115(2) -0.0410(17) 0.0622(19) -0.0483(17) C46 0.098(3) 0.0489(19) 0.065(2) -0.0252(17) 0.048(2) -0.0222(19) C47 0.104(3) 0.127(4) 0.067(2) -0.033(3) 0.049(2) -0.050(3) C48 0.114(4) 0.051(2) 0.137(4) 0.000(2) 0.062(3) -0.007(2) O11 0.0267(9) 0.0511(13) 0.0373(11) -0.0156(9) 0.0046(8) 0.0065(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 Co1 O4 2.0873(14) . ? Co1 O6 2.1000(14) . ? Co1 O5 2.1010(14) . ? Co1 N5 2.1787(17) . ? Co1 N4 2.1792(17) . ? Co1 N6 2.1876(17) . ? S2 O9 1.4675(15) . ? S2 O8 1.4758(15) . ? S2 O6 1.4838(14) . ? S2 O7 1.4893(15) . ? C3 C2 1.396(3) . ? C3 C4 1.398(3) . ? C3 N7 1.404(3) . ? C40 O4 1.248(2) . ? C40 N2 1.315(3) . ? C36 N6 1.345(3) . ? C36 C32 1.399(3) . ? C5 N5 1.341(3) . ? C5 C1 1.385(3) . ? C6 O1 1.221(3) . ? C6 N7 1.369(3) . ? C6 N8 1.391(3) . ? C35 N6 1.343(3) . ? C35 C34 1.384(3) . ? C2 C1 1.374(3) . ? C32 C33 1.391(3) . ? C32 N11 1.410(3) . ? C16 C15 1.388(3) . ? C16 C17 1.402(3) . ? C16 N9 1.403(3) . ? C19 C24 1.389(3) . ? C19 C20 1.392(3) . ? C19 N10 1.395(3) . ? C18 O2 1.214(3) . ? C18 N9 1.374(3) . ? C18 N10 1.387(3) . ? C27 F5 1.343(3) . ? C27 C28 1.381(3) . ? C27 C25 1.392(3) . ? C17 N4 1.346(3) . ? C4 N5 1.345(3) . ? C22 F6 1.340(2) . ? C22 C23 1.378(3) . ? C22 C21 1.383(3) . ? C33 C34 1.381(3) . ? C24 F10 1.346(2) . ? C24 C23 1.375(3) . ? C12 F11 1.344(3) . ? C12 C11 1.378(3) . ? C12 C7 1.396(3) . ? C7 C8 1.390(3) . ? C7 N8 1.397(3) . ? C20 F8 1.348(2) . ? C20 C21 1.377(3) . ? C23 F9 1.348(2) . ? C8 F15 1.345(2) . ? C8 C9 1.376(3) . ? C31 O3 1.224(3) . ? C31 N11 1.365(3) . ? C31 N12 1.388(3) . ? C39 O5 1.246(3) . ? C39 N3 1.308(3) . ? C13 N4 1.338(3) . ? C13 C14 1.383(3) . ? C15 C14 1.380(3) . ? C21 F7 1.340(3) . ? C11 F12 1.346(3) . ? C11 C10 1.376(4) . ? C41 N2 1.456(3) . ? C9 F14 1.343(3) . ? C9 C10 1.382(3) . ? C25 C26 1.385(3) . ? C25 N12 1.407(3) . ? C28 F1 1.343(3) . ? C28 C29 1.374(4) . ? C26 F4 1.345(3) . ? C26 C30 1.374(4) . ? C10 F13 1.340(3) . ? C29 F2 1.342(3) . ? C29 C30 1.381(4) . ? C30 F3 1.345(3) . ? C42 N2 1.455(3) . ? C38 N3 1.462(3) . ? C37 N3 1.445(4) . ? C43 N1 1.451(3) . ? C44 N1 1.456(4) . ? C45 O10 1.215(4) . ? C45 N1 1.329(4) . ? N13 C46 1.325(4) . ? N13 C47 1.407(5) . ? N13 C48 1.513(5) . ? O13 C46 1.224(5) . ? 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 O4 Co1 O6 93.74(6) . . ? O4 Co1 O5 175.08(6) . . ? O6 Co1 O5 90.73(6) . . ? O4 Co1 N5 90.34(6) . . ? O6 Co1 N5 91.88(6) . . ? O5 Co1 N5 91.58(6) . . ? O4 Co1 N4 88.41(6) . . ? O6 Co1 N4 172.94(6) . . ? O5 Co1 N4 86.92(6) . . ? N5 Co1 N4 94.84(6) . . ? O4 Co1 N6 90.12(6) . . ? O6 Co1 N6 85.55(6) . . ? O5 Co1 N6 88.16(6) . . ? N5 Co1 N6 177.41(6) . . ? N4 Co1 N6 87.72(6) . . ? O9 S2 O8 110.49(9) . . ? O9 S2 O6 110.36(9) . . ? O8 S2 O6 110.35(8) . . ? O9 S2 O7 108.92(9) . . ? O8 S2 O7 109.36(9) . . ? O6 S2 O7 107.28(8) . . ? C2 C3 C4 118.16(18) . . ? C2 C3 N7 117.65(18) . . ? C4 C3 N7 124.16(18) . . ? O4 C40 N2 123.7(2) . . ? N6 C36 C32 122.60(18) . . ? N5 C5 C1 122.53(19) . . ? O1 C6 N7 125.37(19) . . ? O1 C6 N8 122.78(19) . . ? N7 C6 N8 111.85(17) . . ? N6 C35 C34 122.83(19) . . ? C1 C2 C3 118.69(19) . . ? C33 C32 C36 118.27(18) . . ? C33 C32 N11 118.03(18) . . ? C36 C32 N11 123.70(18) . . ? C15 C16 C17 118.19(19) . . ? C15 C16 N9 117.49(19) . . ? C17 C16 N9 124.31(19) . . ? C24 C19 C20 116.79(19) . . ? C24 C19 N10 122.23(19) . . ? C20 C19 N10 120.92(19) . . ? O2 C18 N9 125.0(2) . . ? O2 C18 N10 124.04(19) . . ? N9 C18 N10 110.98(18) . . ? F5 C27 C28 118.9(2) . . ? F5 C27 C25 119.44(19) . . ? C28 C27 C25 121.7(2) . . ? N4 C17 C16 122.14(19) . . ? N5 C4 C3 122.89(19) . . ? F6 C22 C23 119.8(2) . . ? F6 C22 C21 120.7(2) . . ? C23 C22 C21 119.46(19) . . ? C34 C33 C32 119.09(19) . . ? F10 C24 C23 118.02(19) . . ? F10 C24 C19 120.08(19) . . ? C23 C24 C19 121.8(2) . . ? F11 C12 C11 117.8(2) . . ? F11 C12 C7 120.52(19) . . ? C11 C12 C7 121.6(2) . . ? C8 C7 C12 116.48(19) . . ? C8 C7 N8 120.45(19) . . ? C12 C7 N8 123.0(2) . . ? F8 C20 C21 118.56(19) . . ? F8 C20 C19 119.37(19) . . ? C21 C20 C19 122.1(2) . . ? F9 C23 C24 120.02(19) . . ? F9 C23 C22 119.73(19) . . ? C24 C23 C22 120.2(2) . . ? F15 C8 C9 118.22(19) . . ? F15 C8 C7 119.38(18) . . ? C9 C8 C7 122.4(2) . . ? O3 C31 N11 124.85(19) . . ? O3 C31 N12 121.81(19) . . ? N11 C31 N12 113.34(17) . . ? O5 C39 N3 123.7(2) . . ? N4 C13 C14 122.5(2) . . ? C14 C15 C16 119.3(2) . . ? F7 C21 C20 120.7(2) . . ? F7 C21 C22 119.67(19) . . ? C20 C21 C22 119.6(2) . . ? F12 C11 C10 119.7(2) . . ? F12 C11 C12 119.9(2) . . ? C10 C11 C12 120.3(2) . . ? F14 C9 C8 120.3(2) . . ? F14 C9 C10 120.0(2) . . ? C8 C9 C10 119.7(2) . . ? C26 C25 C27 117.1(2) . . ? C26 C25 N12 121.6(2) . . ? C27 C25 N12 121.3(2) . . ? F1 C28 C29 120.2(2) . . ? F1 C28 C27 120.2(2) . . ? C29 C28 C27 119.6(2) . . ? F4 C26 C30 118.5(2) . . ? F4 C26 C25 119.8(2) . . ? C30 C26 C25 121.7(2) . . ? F13 C10 C11 120.0(2) . . ? F13 C10 C9 120.6(2) . . ? C11 C10 C9 119.4(2) . . ? C33 C34 C35 119.08(19) . . ? C15 C14 C13 119.2(2) . . ? C2 C1 C5 119.8(2) . . ? F2 C29 C28 120.5(2) . . ? F2 C29 C30 119.6(2) . . ? C28 C29 C30 119.9(2) . . ? F3 C30 C26 120.3(3) . . ? F3 C30 C29 119.8(2) . . ? C26 C30 C29 119.8(2) . . ? O10 C45 N1 127.1(3) . . ? C5 N5 C4 117.92(17) . . ? C5 N5 Co1 121.43(13) . . ? C4 N5 Co1 120.18(13) . . ? C35 N6 C36 118.05(17) . . ? C35 N6 Co1 121.05(13) . . ? C36 N6 Co1 120.85(13) . . ? C6 N7 C3 125.98(17) . . ? C31 N11 C32 124.63(17) . . ? C13 N4 C17 118.65(18) . . ? C13 N4 Co1 117.33(14) . . ? C17 N4 Co1 124.01(13) . . ? C6 N8 C7 121.45(17) . . ? C40 N2 C41 121.63(18) . . ? C40 N2 C42 121.1(2) . . ? C41 N2 C42 117.20(19) . . ? C18 N10 C19 122.47(18) . . ? C31 N12 C25 118.91(17) . . ? C18 N9 C16 126.13(18) . . ? C39 N3 C37 120.3(2) . . ? C39 N3 C38 121.7(2) . . ? C37 N3 C38 117.0(2) . . ? C45 N1 C43 121.0(2) . . ? C45 N1 C44 122.2(2) . . ? C43 N1 C44 116.7(2) . . ? C39 O5 Co1 132.44(14) . . ? C40 O4 Co1 128.79(13) . . ? S2 O6 Co1 141.73(9) . . ? C46 N13 C47 126.9(4) . . ? C46 N13 C48 117.8(3) . . ? C47 N13 C48 115.3(3) . . ? O13 C46 N13 122.3(4) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.959 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.055 data_test2 _database_code_depnum_ccdc_archive 'CCDC 889002' #TrackingRef 'CUNO3_MEOH_ETOH.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H32 Cu F20 N14 O14' _chemical_formula_weight 1472.42 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' 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 32.1757(18) _cell_length_b 8.1355(5) _cell_length_c 25.9525(15) _cell_angle_alpha 90.00 _cell_angle_beta 119.3470(10) _cell_angle_gamma 90.00 _cell_volume 5921.6(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8772 _cell_measurement_theta_min 2.56 _cell_measurement_theta_max 24.32 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.652 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2956 _exptl_absorpt_coefficient_mu 0.507 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9605 _exptl_absorpt_correction_T_max 0.9800 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 37022 _diffrn_reflns_av_R_equivalents 0.0403 _diffrn_reflns_av_unetI/netI 0.0318 _diffrn_reflns_limit_h_min -40 _diffrn_reflns_limit_h_max 40 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 32 _diffrn_reflns_theta_min 1.45 _diffrn_reflns_theta_max 26.88 _reflns_number_total 6334 _reflns_number_gt 4458 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY 2.3' _computing_publication_material 'ORTEP 3v.2' _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^)+(0.0528P)^2^+6.6955P] 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 6334 _refine_ls_number_parameters 447 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0411 _refine_ls_wR_factor_ref 0.1178 _refine_ls_wR_factor_gt 0.1014 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _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 Cu1 Cu 0.0000 0.76616(5) 0.2500 0.03459(12) Uani 1 2 d S . . F1 F 0.21072(6) 0.8254(3) 0.13107(8) 0.0783(6) Uani 1 1 d . . . F2 F 0.28860(8) 0.7433(3) 0.12340(10) 0.1034(8) Uani 1 1 d . . . F3 F 0.37691(7) 0.8065(3) 0.21467(10) 0.0985(7) Uani 1 1 d . . . F4 F 0.38603(6) 0.9645(3) 0.31171(10) 0.0925(7) Uani 1 1 d . . . F5 F 0.30884(6) 1.0484(2) 0.31920(9) 0.0777(5) Uani 1 1 d . . . F6 F -0.18182(9) 1.2070(3) 0.00764(11) 0.1021(7) Uani 1 1 d . . . F7 F -0.23356(8) 1.4763(4) -0.00299(11) 0.1168(9) Uani 1 1 d . . . F8 F -0.21543(9) 1.7610(3) -0.04183(11) 0.1145(9) Uani 1 1 d . . . F9 F -0.14562(10) 1.7733(3) -0.07072(13) 0.1179(9) Uani 1 1 d . . . F15 F -0.09159(8) 1.5083(3) -0.05606(11) 0.0951(7) Uani 1 1 d . . . O1 O 0.24271(7) 0.8138(3) 0.31524(9) 0.0612(5) Uani 1 1 d . . . O2 O -0.07404(7) 1.1904(3) 0.08016(8) 0.0620(6) Uani 1 1 d . . . O13 O 0.0000 1.0467(3) 0.2500 0.0571(7) Uani 1 2 d S . . H13 H 0.0127 1.0810 0.2322 0.086 Uiso 1 1 d R . . O14 O 0.0000 0.4689(3) 0.2500 0.0607(8) Uani 1 2 d S . . H14A H -0.0104 0.4349 0.2709 0.091 Uiso 1 1 d R . . N1 N 0.21671(8) 0.9646(3) 0.23079(10) 0.0520(6) Uani 1 1 d . . . H1 H 0.1953 1.0302 0.2061 0.062 Uiso 1 1 d R . . N2 N 0.16712(7) 0.9190(3) 0.26930(10) 0.0485(5) Uani 1 1 d . . . H2 H 0.1506 0.9979 0.2462 0.058 Uiso 1 1 d R . . N3 N 0.07318(7) 0.7549(2) 0.29253(8) 0.0390(4) Uani 1 1 d . . . N4 N -0.00327(7) 0.7671(2) 0.16910(8) 0.0355(4) Uani 1 1 d . . . N5 N -0.06167(8) 0.9903(3) 0.02763(9) 0.0544(6) Uani 1 1 d . . . H5 H -0.0673 0.9656 -0.0074 0.065 Uiso 1 1 d R . . N6 N -0.10850(9) 1.2095(3) -0.01944(10) 0.0623(7) Uani 1 1 d . . . H6 H -0.1096 1.1711 -0.0509 0.075 Uiso 1 1 d R . . C1 C 0.25753(9) 0.9301(3) 0.22650(12) 0.0486(6) Uani 1 1 d . . . C2 C 0.30293(10) 0.9674(4) 0.27133(13) 0.0529(7) Uani 1 1 d . . . C3 C 0.34274(10) 0.9252(4) 0.26737(15) 0.0635(8) Uani 1 1 d . . . C4 C 0.33792(11) 0.8482(4) 0.21813(15) 0.0651(8) Uani 1 1 d . . . C5 C 0.29356(12) 0.8152(4) 0.17234(15) 0.0668(8) Uani 1 1 d . . . C6 C 0.25415(10) 0.8577(4) 0.17683(13) 0.0545(7) Uani 1 1 d . . . C7 C 0.21140(9) 0.8917(3) 0.27557(12) 0.0470(6) Uani 1 1 d . . . C8 C 0.14665(9) 0.8300(3) 0.29688(11) 0.0418(6) Uani 1 1 d . . . C9 C 0.09781(9) 0.8427(3) 0.27345(10) 0.0394(5) Uani 1 1 d . . . H9 H 0.0813 0.9166 0.2427 0.047 Uiso 1 1 calc R . . C10 C 0.09700(10) 0.6512(3) 0.33785(11) 0.0497(6) Uani 1 1 d . . . H10 H 0.0802 0.5874 0.3512 0.060 Uiso 1 1 calc R . . C11 C 0.14543(11) 0.6373(4) 0.36481(13) 0.0629(8) Uani 1 1 d . . . H11 H 0.1611 0.5668 0.3969 0.075 Uiso 1 1 calc R . . C12 C -0.03032(8) 0.8766(3) 0.12759(10) 0.0384(5) Uani 1 1 d . . . H12 H -0.0473 0.9541 0.1362 0.046 Uiso 1 1 calc R . . C13 C -0.03383(9) 0.8781(3) 0.07198(10) 0.0434(6) Uani 1 1 d . . . C14 C -0.00926(11) 0.7585(4) 0.05973(12) 0.0562(7) Uani 1 1 d . . . H14 H -0.0110 0.7551 0.0229 0.067 Uiso 1 1 calc R . . C15 C 0.01760(11) 0.6457(4) 0.10200(12) 0.0561(7) Uani 1 1 d . . . H15 H 0.0337 0.5637 0.0939 0.067 Uiso 1 1 calc R . . C16 C 0.02067(9) 0.6543(3) 0.15682(11) 0.0438(6) Uani 1 1 d . . . H16 H 0.0399 0.5796 0.1859 0.053 Uiso 1 1 calc R . . C17 C -0.08087(10) 1.1333(3) 0.03331(11) 0.0505(7) Uani 1 1 d . . . C18 C -0.13495(10) 1.3508(3) -0.02319(11) 0.0499(7) Uani 1 1 d . . . C19 C -0.17171(11) 1.3485(4) -0.01029(13) 0.0622(8) Uani 1 1 d . . . C20 C -0.19848(11) 1.4846(5) -0.01636(15) 0.0715(9) Uani 1 1 d . . . C21 C -0.12672(11) 1.4979(4) -0.04293(13) 0.0586(7) Uani 1 1 d . . . C22 C -0.15393(13) 1.6339(4) -0.05006(15) 0.0699(9) Uani 1 1 d . . . C33 C -0.18948(12) 1.6269(4) -0.03620(14) 0.0703(10) Uani 1 1 d . . . C36 C 0.17145(10) 0.7268(4) 0.34506(12) 0.0567(7) Uani 1 1 d . . . H36 H 0.2045 0.7180 0.3634 0.068 Uiso 1 1 calc R . . O5 O 0.05268(8) 0.0968(3) 0.07722(9) 0.0719(6) Uani 1 1 d . . . O6 O 0.11817(8) -0.0394(3) 0.12398(9) 0.0684(6) Uani 1 1 d . . . O7 O 0.09248(8) 0.1029(3) 0.17218(8) 0.0667(6) Uani 1 1 d . . . N13 N 0.08747(9) 0.0540(3) 0.12374(10) 0.0520(6) Uani 1 1 d . . . O11 O 0.01458(10) 0.2541(3) 0.17555(10) 0.0530(5) Uani 1 1 d . . . H11B H 0.0354(13) 0.223(4) 0.1708(15) 0.070(12) Uiso 1 1 d . . . H11C H -0.0119(13) 0.243(4) 0.1460(16) 0.065(11) Uiso 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 Cu1 0.0358(2) 0.0400(2) 0.0316(2) 0.000 0.01933(17) 0.000 F1 0.0554(11) 0.1226(16) 0.0518(10) -0.0106(10) 0.0224(9) -0.0154(11) F2 0.1008(17) 0.155(2) 0.0745(14) -0.0162(14) 0.0588(13) 0.0087(15) F3 0.0645(12) 0.146(2) 0.1080(17) 0.0216(15) 0.0605(13) 0.0201(13) F4 0.0405(10) 0.1232(17) 0.0992(15) -0.0089(13) 0.0230(10) -0.0203(11) F5 0.0595(11) 0.0918(13) 0.0734(12) -0.0272(10) 0.0262(9) -0.0159(10) F6 0.1023(17) 0.1063(17) 0.1114(18) 0.0325(14) 0.0630(15) -0.0061(13) F7 0.0723(14) 0.181(3) 0.1153(19) -0.0081(18) 0.0600(14) 0.0143(16) F8 0.0936(16) 0.1031(17) 0.1038(17) -0.0243(13) 0.0152(13) 0.0453(13) F9 0.129(2) 0.0651(14) 0.147(2) 0.0225(14) 0.0584(19) -0.0052(13) F15 0.0861(14) 0.1128(17) 0.1112(17) 0.0185(14) 0.0675(14) 0.0017(13) O1 0.0398(11) 0.0834(14) 0.0588(12) 0.0152(11) 0.0229(10) 0.0076(10) O2 0.0710(14) 0.0689(13) 0.0358(10) 0.0036(9) 0.0181(9) 0.0228(11) O13 0.088(2) 0.0395(14) 0.0583(16) 0.000 0.0473(16) 0.000 O14 0.094(2) 0.0407(14) 0.0724(19) 0.000 0.0597(18) 0.000 N1 0.0380(12) 0.0668(15) 0.0536(13) 0.0100(11) 0.0242(11) 0.0033(11) N2 0.0359(11) 0.0582(13) 0.0522(13) 0.0124(11) 0.0221(10) 0.0036(10) N3 0.0382(11) 0.0452(11) 0.0365(10) 0.0056(9) 0.0204(9) 0.0042(9) N4 0.0372(10) 0.0365(10) 0.0352(10) 0.0017(8) 0.0196(8) 0.0018(8) N5 0.0644(15) 0.0623(14) 0.0310(11) 0.0059(10) 0.0192(11) 0.0190(12) N6 0.0742(17) 0.0679(16) 0.0358(12) 0.0070(11) 0.0200(12) 0.0261(13) C1 0.0397(14) 0.0537(16) 0.0556(16) 0.0053(12) 0.0258(13) -0.0039(12) C2 0.0451(16) 0.0578(17) 0.0558(17) -0.0050(13) 0.0248(13) -0.0101(13) C3 0.0359(15) 0.075(2) 0.075(2) 0.0081(17) 0.0235(15) -0.0086(14) C4 0.0500(18) 0.085(2) 0.076(2) 0.0163(18) 0.0434(17) 0.0068(16) C5 0.070(2) 0.083(2) 0.0617(19) 0.0039(17) 0.0427(18) 0.0004(17) C6 0.0432(15) 0.0697(19) 0.0497(16) 0.0036(14) 0.0221(13) -0.0073(13) C7 0.0391(14) 0.0537(15) 0.0459(14) -0.0019(12) 0.0191(12) -0.0051(12) C8 0.0375(14) 0.0492(14) 0.0376(13) -0.0007(11) 0.0176(11) -0.0024(11) C9 0.0370(13) 0.0436(13) 0.0375(12) 0.0049(10) 0.0181(11) 0.0021(10) C10 0.0489(16) 0.0603(17) 0.0437(14) 0.0156(12) 0.0256(13) 0.0076(13) C11 0.0533(18) 0.087(2) 0.0459(15) 0.0292(15) 0.0228(14) 0.0177(16) C12 0.0402(13) 0.0424(13) 0.0355(12) 0.0004(10) 0.0207(11) 0.0040(10) C13 0.0463(14) 0.0498(15) 0.0345(12) 0.0028(10) 0.0200(11) 0.0058(11) C14 0.0718(19) 0.0662(18) 0.0389(13) 0.0044(13) 0.0335(14) 0.0159(15) C15 0.0714(19) 0.0609(17) 0.0503(16) 0.0079(13) 0.0409(15) 0.0233(15) C16 0.0484(15) 0.0468(14) 0.0419(13) 0.0051(11) 0.0266(12) 0.0088(11) C17 0.0516(16) 0.0600(17) 0.0364(13) 0.0063(12) 0.0187(12) 0.0096(13) C18 0.0505(16) 0.0591(17) 0.0329(13) 0.0039(11) 0.0148(12) 0.0085(13) C19 0.0593(19) 0.075(2) 0.0491(16) 0.0084(15) 0.0238(15) -0.0008(16) C20 0.0485(18) 0.106(3) 0.0576(19) -0.0083(19) 0.0245(15) 0.0102(18) C21 0.0538(18) 0.071(2) 0.0513(16) 0.0021(14) 0.0258(14) 0.0024(15) C22 0.073(2) 0.0532(19) 0.067(2) 0.0032(15) 0.0215(18) 0.0003(16) C33 0.062(2) 0.070(2) 0.0563(18) -0.0127(16) 0.0113(16) 0.0203(17) C36 0.0376(14) 0.087(2) 0.0422(14) 0.0124(14) 0.0167(12) 0.0064(14) O5 0.0612(13) 0.1068(18) 0.0427(11) 0.0197(11) 0.0217(10) 0.0165(12) O6 0.0659(14) 0.0898(16) 0.0530(12) -0.0004(11) 0.0318(11) 0.0179(12) O7 0.0785(15) 0.0838(15) 0.0403(11) 0.0066(10) 0.0311(10) 0.0239(12) N13 0.0540(14) 0.0636(15) 0.0429(13) 0.0081(11) 0.0272(12) 0.0015(12) O11 0.0611(14) 0.0533(12) 0.0507(12) -0.0062(9) 0.0321(12) -0.0003(11) _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 Cu1 N4 2.0501(18) 2 ? Cu1 N4 2.0501(18) . ? Cu1 N3 2.0551(19) . ? Cu1 N3 2.0551(19) 2 ? Cu1 O13 2.282(2) . ? Cu1 O14 2.418(3) . ? F1 C6 1.344(3) . ? F2 C5 1.335(4) . ? F3 C4 1.345(3) . ? F4 C3 1.340(3) . ? F5 C2 1.335(3) . ? F6 C19 1.340(4) . ? F7 C20 1.335(4) . ? F8 C33 1.338(4) . ? F9 C22 1.336(4) . ? F15 C21 1.334(3) . ? O1 C7 1.208(3) . ? O2 C17 1.217(3) . ? O13 H13 0.8032 . ? O14 H14A 0.8119 . ? N1 C7 1.388(3) . ? N1 C1 1.400(3) . ? N1 H1 0.8591 . ? N2 C7 1.371(3) . ? N2 C8 1.390(3) . ? N2 H2 0.8601 . ? N3 C9 1.330(3) . ? N3 C10 1.341(3) . ? N4 C16 1.334(3) . ? N4 C12 1.339(3) . ? N5 C17 1.359(3) . ? N5 C13 1.396(3) . ? N5 H5 0.8599 . ? N6 C17 1.362(3) . ? N6 C18 1.405(4) . ? N6 H6 0.8588 . ? C1 C6 1.372(4) . ? C1 C2 1.383(4) . ? C2 C3 1.378(4) . ? C3 C4 1.362(5) . ? C4 C5 1.363(5) . ? C5 C6 1.373(4) . ? C8 C9 1.383(3) . ? C8 C36 1.388(4) . ? C9 H9 0.9300 . ? C10 C11 1.364(4) . ? C10 H10 0.9300 . ? C11 C36 1.384(4) . ? C11 H11 0.9300 . ? C12 C13 1.391(3) . ? C12 H12 0.9300 . ? C13 C14 1.385(4) . ? C14 C15 1.365(4) . ? C14 H14 0.9300 . ? C15 C16 1.379(3) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C18 C21 1.378(4) . ? C18 C19 1.378(4) . ? C19 C20 1.364(5) . ? C20 C33 1.355(5) . ? C21 C22 1.366(4) . ? C22 C33 1.358(5) . ? C36 H36 0.9300 . ? O5 N13 1.228(3) . ? O6 N13 1.244(3) . ? O7 N13 1.251(3) . ? O11 H11B 0.78(4) . ? O11 H11C 0.83(4) . ? 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 N4 Cu1 N4 179.56(11) 2 . ? N4 Cu1 N3 88.85(7) 2 . ? N4 Cu1 N3 91.17(7) . . ? N4 Cu1 N3 91.17(7) 2 2 ? N4 Cu1 N3 88.85(7) . 2 ? N3 Cu1 N3 174.88(11) . 2 ? N4 Cu1 O13 89.78(5) 2 . ? N4 Cu1 O13 89.78(5) . . ? N3 Cu1 O13 92.56(6) . . ? N3 Cu1 O13 92.56(6) 2 . ? N4 Cu1 O14 90.22(5) 2 . ? N4 Cu1 O14 90.22(5) . . ? N3 Cu1 O14 87.44(6) . . ? N3 Cu1 O14 87.44(6) 2 . ? O13 Cu1 O14 180.000(1) . . ? Cu1 O13 H13 110.4 . . ? Cu1 O14 H14A 109.9 . . ? C7 N1 C1 119.1(2) . . ? C7 N1 H1 120.4 . . ? C1 N1 H1 120.5 . . ? C7 N2 C8 125.6(2) . . ? C7 N2 H2 117.1 . . ? C8 N2 H2 117.4 . . ? C9 N3 C10 118.4(2) . . ? C9 N3 Cu1 120.73(16) . . ? C10 N3 Cu1 120.73(17) . . ? C16 N4 C12 119.3(2) . . ? C16 N4 Cu1 119.76(15) . . ? C12 N4 Cu1 120.89(15) . . ? C17 N5 C13 127.8(2) . . ? C17 N5 H5 116.3 . . ? C13 N5 H5 116.0 . . ? C17 N6 C18 121.1(2) . . ? C17 N6 H6 119.5 . . ? C18 N6 H6 119.4 . . ? C6 C1 C2 116.7(3) . . ? C6 C1 N1 121.0(2) . . ? C2 C1 N1 122.3(3) . . ? F5 C2 C3 118.6(3) . . ? F5 C2 C1 120.1(3) . . ? C3 C2 C1 121.3(3) . . ? F4 C3 C4 120.5(3) . . ? F4 C3 C2 119.3(3) . . ? C4 C3 C2 120.1(3) . . ? F3 C4 C3 119.9(3) . . ? F3 C4 C5 120.3(3) . . ? C3 C4 C5 119.9(3) . . ? F2 C5 C4 120.1(3) . . ? F2 C5 C6 120.4(3) . . ? C4 C5 C6 119.5(3) . . ? F1 C6 C1 118.9(3) . . ? F1 C6 C5 118.6(3) . . ? C1 C6 C5 122.4(3) . . ? O1 C7 N2 124.8(2) . . ? O1 C7 N1 123.0(2) . . ? N2 C7 N1 112.2(2) . . ? C9 C8 C36 118.0(2) . . ? C9 C8 N2 117.2(2) . . ? C36 C8 N2 124.8(2) . . ? N3 C9 C8 123.5(2) . . ? N3 C9 H9 118.2 . . ? C8 C9 H9 118.2 . . ? N3 C10 C11 121.3(2) . . ? N3 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C10 C11 C36 120.9(3) . . ? C10 C11 H11 119.6 . . ? C36 C11 H11 119.6 . . ? N4 C12 C13 122.0(2) . . ? N4 C12 H12 119.0 . . ? C13 C12 H12 119.0 . . ? C14 C13 C12 117.8(2) . . ? C14 C13 N5 118.5(2) . . ? C12 C13 N5 123.6(2) . . ? C15 C14 C13 119.7(2) . . ? C15 C14 H14 120.2 . . ? C13 C14 H14 120.2 . . ? C14 C15 C16 119.5(2) . . ? C14 C15 H15 120.3 . . ? C16 C15 H15 120.3 . . ? N4 C16 C15 121.6(2) . . ? N4 C16 H16 119.2 . . ? C15 C16 H16 119.2 . . ? O2 C17 N5 124.5(2) . . ? O2 C17 N6 122.7(3) . . ? N5 C17 N6 112.9(2) . . ? C21 C18 C19 116.5(3) . . ? C21 C18 N6 121.1(3) . . ? C19 C18 N6 122.3(3) . . ? F6 C19 C20 119.4(3) . . ? F6 C19 C18 118.7(3) . . ? C20 C19 C18 122.0(3) . . ? F7 C20 C33 120.5(4) . . ? F7 C20 C19 119.7(4) . . ? C33 C20 C19 119.8(3) . . ? F15 C21 C22 118.7(3) . . ? F15 C21 C18 119.5(3) . . ? C22 C21 C18 121.8(3) . . ? F9 C22 C33 120.1(3) . . ? F9 C22 C21 120.1(4) . . ? C33 C22 C21 119.8(3) . . ? F8 C33 C20 120.0(4) . . ? F8 C33 C22 119.9(4) . . ? C20 C33 C22 120.1(3) . . ? C11 C36 C8 117.8(2) . . ? C11 C36 H36 121.1 . . ? C8 C36 H36 121.1 . . ? O5 N13 O6 121.1(2) . . ? O5 N13 O7 120.3(2) . . ? O6 N13 O7 118.6(2) . . ? H11B O11 H11C 113(3) . . ? 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 N4 Cu1 N3 C9 -139.01(19) 2 . . . ? N4 Cu1 N3 C9 40.55(19) . . . . ? N3 Cu1 N3 C9 130.74(18) 2 . . . ? O13 Cu1 N3 C9 -49.28(18) . . . . ? O14 Cu1 N3 C9 130.72(18) . . . . ? N4 Cu1 N3 C10 45.2(2) 2 . . . ? N4 Cu1 N3 C10 -135.3(2) . . . . ? N3 Cu1 N3 C10 -45.08(19) 2 . . . ? O13 Cu1 N3 C10 134.90(19) . . . . ? O14 Cu1 N3 C10 -45.10(19) . . . . ? N4 Cu1 N4 C16 142.4(3) 2 . . . ? N3 Cu1 N4 C16 50.12(19) . . . . ? N3 Cu1 N4 C16 -124.76(19) 2 . . . ? O13 Cu1 N4 C16 142.67(18) . . . . ? O14 Cu1 N4 C16 -37.33(18) . . . . ? N4 Cu1 N4 C12 -39.67(16) 2 . . . ? N3 Cu1 N4 C12 -131.93(18) . . . . ? N3 Cu1 N4 C12 53.19(18) 2 . . . ? O13 Cu1 N4 C12 -39.37(17) . . . . ? O14 Cu1 N4 C12 140.63(17) . . . . ? C7 N1 C1 C6 119.3(3) . . . . ? C7 N1 C1 C2 -61.0(4) . . . . ? C6 C1 C2 F5 175.3(3) . . . . ? N1 C1 C2 F5 -4.4(4) . . . . ? C6 C1 C2 C3 -3.5(4) . . . . ? N1 C1 C2 C3 176.8(3) . . . . ? F5 C2 C3 F4 0.8(4) . . . . ? C1 C2 C3 F4 179.7(3) . . . . ? F5 C2 C3 C4 -177.4(3) . . . . ? C1 C2 C3 C4 1.4(5) . . . . ? F4 C3 C4 F3 2.1(5) . . . . ? C2 C3 C4 F3 -179.6(3) . . . . ? F4 C3 C4 C5 -177.3(3) . . . . ? C2 C3 C4 C5 1.0(5) . . . . ? F3 C4 C5 F2 -1.0(5) . . . . ? C3 C4 C5 F2 178.4(3) . . . . ? F3 C4 C5 C6 179.6(3) . . . . ? C3 C4 C5 C6 -1.0(5) . . . . ? C2 C1 C6 F1 -177.3(3) . . . . ? N1 C1 C6 F1 2.4(4) . . . . ? C2 C1 C6 C5 3.5(4) . . . . ? N1 C1 C6 C5 -176.8(3) . . . . ? F2 C5 C6 F1 0.0(5) . . . . ? C4 C5 C6 F1 179.5(3) . . . . ? F2 C5 C6 C1 179.3(3) . . . . ? C4 C5 C6 C1 -1.3(5) . . . . ? C8 N2 C7 O1 -17.8(4) . . . . ? C8 N2 C7 N1 162.3(2) . . . . ? C1 N1 C7 O1 8.5(4) . . . . ? C1 N1 C7 N2 -171.7(2) . . . . ? C7 N2 C8 C9 -162.3(2) . . . . ? C7 N2 C8 C36 16.0(4) . . . . ? C10 N3 C9 C8 1.7(4) . . . . ? Cu1 N3 C9 C8 -174.24(19) . . . . ? C36 C8 C9 N3 -3.8(4) . . . . ? N2 C8 C9 N3 174.7(2) . . . . ? C9 N3 C10 C11 1.2(4) . . . . ? Cu1 N3 C10 C11 177.1(2) . . . . ? N3 C10 C11 C36 -1.9(5) . . . . ? C16 N4 C12 C13 -0.9(4) . . . . ? Cu1 N4 C12 C13 -178.84(19) . . . . ? N4 C12 C13 C14 1.8(4) . . . . ? N4 C12 C13 N5 180.0(2) . . . . ? C17 N5 C13 C14 -166.3(3) . . . . ? C17 N5 C13 C12 15.5(5) . . . . ? C12 C13 C14 C15 -0.6(4) . . . . ? N5 C13 C14 C15 -179.0(3) . . . . ? C13 C14 C15 C16 -1.3(5) . . . . ? C12 N4 C16 C15 -1.2(4) . . . . ? Cu1 N4 C16 C15 176.8(2) . . . . ? C14 C15 C16 N4 2.3(5) . . . . ? C13 N5 C17 O2 4.4(5) . . . . ? C13 N5 C17 N6 -176.5(3) . . . . ? C18 N6 C17 O2 -6.9(5) . . . . ? C18 N6 C17 N5 174.0(3) . . . . ? C17 N6 C18 C21 118.7(3) . . . . ? C17 N6 C18 C19 -64.5(4) . . . . ? C21 C18 C19 F6 178.4(3) . . . . ? N6 C18 C19 F6 1.5(4) . . . . ? C21 C18 C19 C20 -0.4(4) . . . . ? N6 C18 C19 C20 -177.3(3) . . . . ? F6 C19 C20 F7 1.7(5) . . . . ? C18 C19 C20 F7 -179.6(3) . . . . ? F6 C19 C20 C33 -178.0(3) . . . . ? C18 C19 C20 C33 0.7(5) . . . . ? C19 C18 C21 F15 179.9(3) . . . . ? N6 C18 C21 F15 -3.2(4) . . . . ? C19 C18 C21 C22 -0.8(4) . . . . ? N6 C18 C21 C22 176.2(3) . . . . ? F15 C21 C22 F9 1.0(5) . . . . ? C18 C21 C22 F9 -178.3(3) . . . . ? F15 C21 C22 C33 -179.1(3) . . . . ? C18 C21 C22 C33 1.6(5) . . . . ? F7 C20 C33 F8 0.8(5) . . . . ? C19 C20 C33 F8 -179.5(3) . . . . ? F7 C20 C33 C22 -179.6(3) . . . . ? C19 C20 C33 C22 0.1(5) . . . . ? F9 C22 C33 F8 -1.7(5) . . . . ? C21 C22 C33 F8 178.4(3) . . . . ? F9 C22 C33 C20 178.7(3) . . . . ? C21 C22 C33 C20 -1.2(5) . . . . ? C10 C11 C36 C8 -0.3(5) . . . . ? C9 C8 C36 C11 3.0(4) . . . . ? N2 C8 C36 C11 -175.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.88 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.301 _refine_diff_density_min -0.336 _refine_diff_density_rms 0.050 data_aaa-sr _database_code_depnum_ccdc_archive 'CCDC 889003' #TrackingRef 'PYPFU_CUSO4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H38 Cu F20 N14 O10 S' _chemical_formula_weight 1518.58 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 11.7823(17) _cell_length_b 14.103(2) _cell_length_c 23.068(3) _cell_angle_alpha 95.942(3) _cell_angle_beta 104.696(3) _cell_angle_gamma 111.866(3) _cell_volume 3356.3(8) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9360 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 24.60 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.503 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1530 _exptl_absorpt_coefficient_mu 0.476 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6476 _exptl_absorpt_correction_T_max 0.9720 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 34038 _diffrn_reflns_av_R_equivalents 0.0322 _diffrn_reflns_av_unetI/netI 0.0398 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 0.94 _diffrn_reflns_theta_max 25.66 _reflns_number_total 12616 _reflns_number_gt 9138 _reflns_threshold_expression >2\s(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY 2.3' _computing_publication_material 'ORTEP 3v.2' _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^ > 2\s(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. ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.355 0.721 0.295 224 44 ' ' 2 0.644 0.279 0.705 223 44 ' ' _platon_squeeze_details ; The unit cell contains one disordered N,N-dimethylformamide molecule which has been treated as a diffuse contribution to the overall scatterin without specific atom positions by SQUEEZE/PLATON. ; _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^)+(0.1422P)^2^+1.8334P] 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 12616 _refine_ls_number_parameters 878 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0917 _refine_ls_R_factor_gt 0.0729 _refine_ls_wR_factor_ref 0.2477 _refine_ls_wR_factor_gt 0.2309 _refine_ls_goodness_of_fit_ref 1.162 _refine_ls_restrained_S_all 1.162 _refine_ls_shift/su_max 0.015 _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 C44 C 1.3379(7) 0.3932(7) 0.5538(3) 0.101(2) Uani 1 1 d . . . H44A H 1.2608 0.3842 0.5639 0.152 Uiso 1 1 calc R . . H44B H 1.4032 0.4623 0.5738 0.152 Uiso 1 1 calc R . . H44C H 1.3677 0.3421 0.5675 0.152 Uiso 1 1 calc R . . C45 C 1.3917(7) 0.3477(6) 0.4592(4) 0.107(3) Uani 1 1 d . . . H45A H 1.3571 0.3352 0.4153 0.161 Uiso 1 1 calc R . . H45B H 1.3938 0.2846 0.4705 0.161 Uiso 1 1 calc R . . H45C H 1.4776 0.4021 0.4729 0.161 Uiso 1 1 calc R . . C46 C 1.2161(5) 0.3985(4) 0.4550(2) 0.0609(13) Uani 1 1 d . . . H46 H 1.2024 0.3897 0.4129 0.073 Uiso 1 1 calc R . . C47 C 1.3699(8) 0.4262(5) 0.1636(3) 0.104(2) Uani 1 1 d . . . H47A H 1.3179 0.4169 0.1903 0.156 Uiso 1 1 calc R . . H47B H 1.3663 0.4818 0.1435 0.156 Uiso 1 1 calc R . . H47C H 1.4575 0.4435 0.1872 0.156 Uiso 1 1 calc R . . C48 C 1.3872(8) 0.3255(6) 0.0727(4) 0.105(2) Uani 1 1 d . . . H48A H 1.3611 0.2541 0.0529 0.157 Uiso 1 1 calc R . . H48B H 1.4786 0.3570 0.0932 0.157 Uiso 1 1 calc R . . H48C H 1.3661 0.3634 0.0425 0.157 Uiso 1 1 calc R . . C55 C 1.2159(5) 0.2488(4) 0.1152(2) 0.0589(12) Uani 1 1 d . . . H55 H 1.1783 0.2565 0.1453 0.071 Uiso 1 1 calc R . . N13 N 1.3106(4) 0.3799(4) 0.4877(2) 0.0721(13) Uani 1 1 d . . . N14 N 1.3207(4) 0.3286(3) 0.1172(2) 0.0664(12) Uani 1 1 d . . . O5 O 1.1442(3) 0.4266(3) 0.47498(16) 0.0586(8) Uani 1 1 d . . . O6 O 1.1621(4) 0.1639(2) 0.07695(15) 0.0617(9) Uani 1 1 d . . . C1 C 0.9973(5) 0.6671(3) 0.4330(2) 0.0511(11) Uani 1 1 d . . . H1 H 0.9861 0.6953 0.4683 0.061 Uiso 1 1 calc R . . C2 C 1.0032(6) 0.7202(4) 0.3865(2) 0.0600(13) Uani 1 1 d . . . H2 H 0.9969 0.7842 0.3912 0.072 Uiso 1 1 calc R . . C3 C 1.0184(5) 0.6812(3) 0.3330(2) 0.0550(12) Uani 1 1 d . . . H3 H 1.0240 0.7181 0.3019 0.066 Uiso 1 1 calc R . . C4 C 1.0250(4) 0.5847(3) 0.32753(18) 0.0418(9) Uani 1 1 d . . . C5 C 1.0226(4) 0.5361(3) 0.37681(17) 0.0403(9) Uani 1 1 d . . . H5A H 1.0320 0.4734 0.3739 0.048 Uiso 1 1 calc R . . C6 C 0.9923(5) 0.5444(3) 0.21645(19) 0.0481(10) Uani 1 1 d . . . C7 C 0.9146(5) 0.4445(3) 0.11019(19) 0.0483(11) Uani 1 1 d . . . C8 C 0.7978(5) 0.4544(4) 0.0879(2) 0.0603(13) Uani 1 1 d . . . C9 C 0.7355(6) 0.4337(5) 0.0264(3) 0.0721(15) Uani 1 1 d . . . C10 C 0.7834(7) 0.3969(5) -0.0156(2) 0.0798(18) Uani 1 1 d . . . C11 C 0.8933(7) 0.3840(4) 0.0041(2) 0.0736(17) Uani 1 1 d . . . C12 C 0.9596(6) 0.4086(4) 0.0668(2) 0.0569(12) Uani 1 1 d . . . C13 C 0.7344(5) 0.3314(4) 0.4618(2) 0.0542(11) Uani 1 1 d . . . H13 H 0.7247 0.3745 0.4917 0.065 Uiso 1 1 calc R . . C14 C 0.6361(5) 0.2334(4) 0.4334(3) 0.0641(14) Uani 1 1 d . . . H14 H 0.5627 0.2107 0.4455 0.077 Uiso 1 1 calc R . . C15 C 0.6457(5) 0.1689(4) 0.3873(2) 0.0551(12) Uani 1 1 d . . . H15 H 0.5790 0.1034 0.3678 0.066 Uiso 1 1 calc R . . C16 C 0.7569(4) 0.2041(3) 0.37076(18) 0.0411(9) Uani 1 1 d . . . C17 C 0.8534(4) 0.3022(3) 0.40268(18) 0.0405(9) Uani 1 1 d . . . H17 H 0.9295 0.3252 0.3927 0.049 Uiso 1 1 calc R . . C18 C 0.7166(4) 0.0472(3) 0.29495(19) 0.0463(10) Uani 1 1 d . . . C19 C 0.7221(4) -0.0843(3) 0.2207(2) 0.0490(11) Uani 1 1 d . . . C20 C 0.7222(5) -0.1655(4) 0.2483(2) 0.0615(13) Uani 1 1 d . . . C21 C 0.6772(6) -0.2666(4) 0.2141(3) 0.0718(15) Uani 1 1 d . . . C22 C 0.6329(5) -0.2864(4) 0.1510(3) 0.0687(15) Uani 1 1 d . . . C23 C 0.6298(5) -0.2075(4) 0.1224(2) 0.0670(14) Uani 1 1 d . . . C24 C 0.6740(5) -0.1087(3) 0.1567(2) 0.0566(12) Uani 1 1 d . . . C50 C 0.5208(6) 0.1679(7) 0.2185(3) 0.096(2) Uani 1 1 d . . . C51 C 0.4406(10) 0.1808(8) 0.2500(5) 0.125(3) Uiso 1 1 d . . . C52 C 0.4707(11) 0.2714(9) 0.2821(5) 0.136(3) Uiso 1 1 d . . . C53 C 0.5633(10) 0.3517(9) 0.2890(5) 0.124(3) Uiso 1 1 d . . . C54 C 0.6515(7) 0.3530(8) 0.2560(3) 0.096(3) Uani 1 1 d . . . N1 N 1.0074(3) 0.5750(2) 0.42844(15) 0.0389(7) Uani 1 1 d . . . N2 N 0.8435(3) 0.3654(3) 0.44676(15) 0.0422(8) Uani 1 1 d . . . N5 N 0.7839(4) 0.1510(3) 0.32524(16) 0.0474(9) Uani 1 1 d . . . H5 H 0.8497 0.1869 0.3150 0.057 Uiso 1 1 calc R . . N6 N 0.7714(4) 0.0202(3) 0.25404(18) 0.0560(10) Uani 1 1 d . . . H6 H 0.8369 0.0674 0.2485 0.067 Uiso 1 1 calc R . . N7 N 1.0337(4) 0.5316(3) 0.27525(15) 0.0517(10) Uani 1 1 d . . . H7 H 1.0677 0.4874 0.2803 0.062 Uiso 1 1 calc R . . N8 N 0.9796(4) 0.4619(3) 0.17282(15) 0.0509(9) Uani 1 1 d . . . H8 H 1.0132 0.4198 0.1849 0.061 Uiso 1 1 calc R . . O1 O 0.9660(3) 0.3091(2) 0.28218(15) 0.0553(8) Uani 1 1 d . . . O2 O 1.1191(3) 0.3514(3) 0.22816(17) 0.0624(9) Uani 1 1 d . . . O3 O 0.9692(3) 0.1726(2) 0.21233(14) 0.0558(8) Uani 1 1 d . . . O4 O 1.1393(4) 0.2551(3) 0.30777(17) 0.0710(10) Uani 1 1 d . . . O7 O 0.6206(3) -0.0130(2) 0.30305(15) 0.0589(8) Uani 1 1 d . . . O8 O 0.9696(4) 0.6176(2) 0.20322(14) 0.0637(10) Uani 1 1 d . . . F1 F 0.7414(3) 0.4784(3) 0.12716(16) 0.0847(10) Uani 1 1 d . . . F2 F 0.6246(4) 0.4445(4) 0.0073(2) 0.1131(14) Uani 1 1 d . . . F3 F 0.7200(5) 0.3737(4) -0.07664(16) 0.1238(16) Uani 1 1 d . . . F4 F 0.9418(5) 0.3486(3) -0.03565(16) 0.1107(14) Uani 1 1 d . . . F5 F 1.0695(4) 0.3968(3) 0.08524(15) 0.0878(11) Uani 1 1 d . . . F6 F 0.7704(4) -0.1475(3) 0.30949(15) 0.0947(11) Uani 1 1 d . . . F7 F 0.6699(4) -0.0316(3) 0.12711(15) 0.0899(11) Uani 1 1 d . . . F8 F 0.5864(5) -0.2263(3) 0.06062(15) 0.1076(13) Uani 1 1 d . . . F9 F 0.5912(4) -0.3836(2) 0.1182(2) 0.1094(14) Uani 1 1 d . . . F10 F 0.6798(5) -0.3448(3) 0.2423(2) 0.1209(16) Uani 1 1 d . . . F16 F 0.4973(4) 0.0731(4) 0.18730(19) 0.1188(16) Uani 1 1 d . . . F17 F 0.3395(8) 0.0823(7) 0.2474(4) 0.201(3) Uiso 1 1 d . . . F18 F 0.3881(10) 0.2742(8) 0.3185(5) 0.240(4) Uiso 1 1 d . . . F19 F 0.5970(8) 0.4511(7) 0.3216(4) 0.200(3) Uiso 1 1 d . . . F20 F 0.7551(5) 0.4360(4) 0.2609(2) 0.1237(16) Uani 1 1 d . . . S1 S 1.05265(10) 0.27307(7) 0.25852(4) 0.0367(2) Uani 1 1 d . . . Cu1 Cu 1.0000 0.5000 0.5000 0.0371(2) Uani 1 2 d S . . C25 C 0.9372(5) -0.1776(3) 0.0615(2) 0.0537(12) Uani 1 1 d . . . H25 H 0.9102 -0.2167 0.0216 0.064 Uiso 1 1 calc R . . C26 C 0.9333(5) -0.2287(3) 0.1094(2) 0.0562(12) Uani 1 1 d . . . H26 H 0.9058 -0.3011 0.1015 0.067 Uiso 1 1 calc R . . C27 C 0.9699(5) -0.1733(3) 0.16914(19) 0.0474(10) Uani 1 1 d . . . H27 H 0.9668 -0.2071 0.2016 0.057 Uiso 1 1 calc R . . C28 C 1.0113(4) -0.0651(3) 0.17866(18) 0.0385(9) Uani 1 1 d . . . C29 C 1.0158(4) -0.0192(3) 0.12870(18) 0.0410(9) Uani 1 1 d . . . H29 H 1.0460 0.0534 0.1356 0.049 Uiso 1 1 calc R . . C30 C 1.0812(5) -0.0183(3) 0.29238(19) 0.0479(10) Uani 1 1 d . . . C31 C 1.1616(5) 0.0634(4) 0.4009(2) 0.0538(12) Uani 1 1 d . . . C32 C 1.1093(6) 0.0985(4) 0.4408(2) 0.0647(14) Uani 1 1 d . . . C33 C 1.1465(8) 0.0961(6) 0.5020(3) 0.092(2) Uani 1 1 d . . . C34 C 1.2337(10) 0.0581(7) 0.5237(3) 0.113(3) Uani 1 1 d . . . C35 C 1.2888(9) 0.0237(7) 0.4852(3) 0.102(3) Uani 1 1 d . . . C36 C 1.2541(7) 0.0279(5) 0.4249(3) 0.0740(16) Uani 1 1 d . . . C37 C 0.7557(5) 0.0216(4) -0.0482(2) 0.0594(13) Uani 1 1 d . . . H37 H 0.7505 -0.0202 -0.0836 0.071 Uiso 1 1 calc R . . C38 C 0.6574(5) 0.0547(5) -0.0491(2) 0.0732(16) Uani 1 1 d . . . H38 H 0.5898 0.0370 -0.0852 0.088 Uiso 1 1 calc R . . C39 C 0.6600(5) 0.1137(4) 0.0038(2) 0.0545(11) Uani 1 1 d . . . H39 H 0.5949 0.1360 0.0037 0.065 Uiso 1 1 calc R . . C40 C 0.7632(4) 0.1384(3) 0.05660(18) 0.0412(9) Uani 1 1 d . . . C41 C 0.8589(4) 0.1064(3) 0.05273(18) 0.0401(9) Uani 1 1 d . . . H41 H 0.9300 0.1264 0.0877 0.048 Uiso 1 1 calc R . . C42 C 0.6803(4) 0.2086(4) 0.1309(2) 0.0475(10) Uani 1 1 d . . . C43 C 0.6276(4) 0.2553(4) 0.2212(2) 0.0568(12) Uani 1 1 d . . . N3 N 0.9789(4) -0.0733(3) 0.07088(15) 0.0424(8) Uani 1 1 d . . . N4 N 0.8567(4) 0.0483(3) 0.00198(15) 0.0427(8) Uani 1 1 d . . . N9 N 0.7766(3) 0.1920(3) 0.11422(15) 0.0426(8) Uani 1 1 d . . . H9 H 0.8515 0.2166 0.1415 0.051 Uiso 1 1 calc R . . N10 N 0.7155(4) 0.2471(3) 0.19284(17) 0.0551(10) Uani 1 1 d . . . H10 H 0.7945 0.2667 0.2149 0.066 Uiso 1 1 calc R . . N11 N 1.1254(4) 0.0679(3) 0.33858(16) 0.0557(10) Uani 1 1 d . . . H11 H 1.1313 0.1267 0.3293 0.067 Uiso 1 1 calc R . . N12 N 1.0505(4) 0.0034(3) 0.23566(15) 0.0446(8) Uani 1 1 d . . . H12 H 1.0556 0.0656 0.2347 0.054 Uiso 1 1 calc R . . O9 O 0.5765(3) 0.1925(3) 0.09587(15) 0.0670(10) Uani 1 1 d . . . O10 O 1.0693(4) -0.1037(2) 0.30116(15) 0.0725(11) Uani 1 1 d . . . F11 F 1.3168(4) 0.0007(4) 0.38951(18) 0.1062(13) Uani 1 1 d . . . F12 F 1.3759(7) -0.0152(6) 0.5066(2) 0.175(3) Uani 1 1 d . . . F13 F 1.2702(8) 0.0538(6) 0.58303(19) 0.199(3) Uani 1 1 d . . . F14 F 1.0956(6) 0.1336(4) 0.54026(19) 0.1350(19) Uani 1 1 d . . . F15 F 1.0225(4) 0.1360(3) 0.42034(17) 0.0960(12) Uani 1 1 d . . . Cu2 Cu 1.0000 0.0000 0.0000 0.0423(2) 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 C44 0.105(5) 0.137(7) 0.064(4) 0.014(4) 0.006(4) 0.069(5) C45 0.081(4) 0.104(5) 0.141(7) -0.013(5) 0.043(4) 0.049(4) C46 0.068(3) 0.057(3) 0.054(3) 0.000(2) 0.016(2) 0.027(3) C47 0.107(5) 0.062(4) 0.102(5) -0.003(4) 0.022(4) 0.004(4) C48 0.102(5) 0.117(6) 0.126(6) 0.051(5) 0.070(5) 0.050(5) C55 0.075(3) 0.056(3) 0.050(3) 0.014(2) 0.027(2) 0.027(3) N13 0.062(3) 0.080(3) 0.072(3) -0.005(2) 0.014(2) 0.038(2) N14 0.057(2) 0.056(3) 0.079(3) 0.019(2) 0.024(2) 0.014(2) O5 0.064(2) 0.0555(19) 0.066(2) 0.0092(16) 0.0238(17) 0.0340(17) O6 0.079(2) 0.0449(18) 0.054(2) 0.0090(15) 0.0229(17) 0.0173(17) C1 0.083(3) 0.040(2) 0.046(2) 0.0112(19) 0.029(2) 0.037(2) C2 0.112(4) 0.043(2) 0.051(3) 0.018(2) 0.040(3) 0.048(3) C3 0.100(4) 0.039(2) 0.045(2) 0.0190(19) 0.032(2) 0.040(2) C4 0.068(3) 0.0310(19) 0.034(2) 0.0103(16) 0.0208(19) 0.0254(19) C5 0.061(3) 0.0302(19) 0.032(2) 0.0072(16) 0.0143(18) 0.0219(18) C6 0.079(3) 0.037(2) 0.035(2) 0.0101(17) 0.020(2) 0.028(2) C7 0.078(3) 0.032(2) 0.038(2) 0.0118(17) 0.022(2) 0.024(2) C8 0.081(4) 0.047(3) 0.049(3) 0.009(2) 0.018(3) 0.025(3) C9 0.077(4) 0.065(3) 0.063(3) 0.016(3) 0.008(3) 0.026(3) C10 0.114(5) 0.064(3) 0.040(3) 0.007(2) 0.007(3) 0.027(3) C11 0.125(5) 0.056(3) 0.044(3) 0.007(2) 0.037(3) 0.037(3) C12 0.090(4) 0.050(3) 0.048(3) 0.017(2) 0.032(3) 0.040(3) C13 0.060(3) 0.049(3) 0.056(3) -0.002(2) 0.027(2) 0.023(2) C14 0.055(3) 0.059(3) 0.071(3) -0.006(3) 0.031(3) 0.013(2) C15 0.050(3) 0.046(2) 0.059(3) -0.004(2) 0.022(2) 0.009(2) C16 0.054(2) 0.035(2) 0.034(2) 0.0052(16) 0.0147(18) 0.0177(18) C17 0.052(2) 0.034(2) 0.034(2) 0.0074(16) 0.0181(18) 0.0133(18) C18 0.057(3) 0.038(2) 0.039(2) 0.0027(17) 0.0163(19) 0.015(2) C19 0.058(3) 0.035(2) 0.048(2) -0.0029(18) 0.025(2) 0.0113(19) C20 0.076(3) 0.053(3) 0.051(3) 0.007(2) 0.021(2) 0.022(2) C21 0.087(4) 0.043(3) 0.089(4) 0.016(3) 0.033(3) 0.027(3) C22 0.072(3) 0.040(3) 0.078(4) -0.013(2) 0.025(3) 0.012(2) C23 0.076(3) 0.051(3) 0.054(3) -0.007(2) 0.020(3) 0.011(3) C24 0.070(3) 0.038(2) 0.054(3) 0.004(2) 0.025(2) 0.012(2) C50 0.050(3) 0.167(7) 0.046(3) -0.008(4) 0.013(2) 0.029(4) C54 0.090(5) 0.160(8) 0.050(3) -0.015(4) 0.010(3) 0.083(5) N1 0.056(2) 0.0315(16) 0.0327(16) 0.0073(13) 0.0150(15) 0.0217(15) N2 0.057(2) 0.0374(18) 0.0348(17) 0.0067(14) 0.0158(16) 0.0219(16) N5 0.051(2) 0.0371(18) 0.044(2) -0.0024(15) 0.0225(16) 0.0056(16) N6 0.064(2) 0.0356(19) 0.055(2) -0.0067(16) 0.0307(19) 0.0032(17) N7 0.101(3) 0.0400(19) 0.0334(18) 0.0161(15) 0.0264(19) 0.044(2) N8 0.090(3) 0.044(2) 0.0345(18) 0.0144(15) 0.0238(18) 0.040(2) O1 0.067(2) 0.0438(17) 0.062(2) 0.0046(15) 0.0322(17) 0.0250(15) O2 0.076(2) 0.057(2) 0.079(2) 0.0357(18) 0.047(2) 0.0339(18) O3 0.074(2) 0.0432(17) 0.0453(17) 0.0005(14) 0.0069(15) 0.0294(16) O4 0.081(2) 0.0517(19) 0.066(2) 0.0179(17) -0.0060(18) 0.0298(18) O7 0.0575(19) 0.0436(17) 0.058(2) 0.0000(15) 0.0235(16) 0.0021(15) O8 0.120(3) 0.0428(17) 0.0423(17) 0.0192(14) 0.0232(18) 0.0482(19) F1 0.090(2) 0.101(3) 0.078(2) 0.0143(19) 0.0311(19) 0.053(2) F2 0.102(3) 0.130(4) 0.092(3) 0.020(3) -0.004(2) 0.055(3) F3 0.164(4) 0.127(3) 0.0419(18) 0.004(2) -0.004(2) 0.046(3) F4 0.185(4) 0.119(3) 0.059(2) 0.011(2) 0.062(3) 0.082(3) F5 0.124(3) 0.111(3) 0.071(2) 0.0264(19) 0.048(2) 0.081(3) F6 0.135(3) 0.091(3) 0.061(2) 0.0191(18) 0.025(2) 0.054(2) F7 0.139(3) 0.0590(19) 0.065(2) 0.0197(16) 0.031(2) 0.033(2) F8 0.147(4) 0.088(3) 0.055(2) -0.0178(18) 0.017(2) 0.032(2) F9 0.125(3) 0.0429(17) 0.131(3) -0.0254(19) 0.030(3) 0.0227(19) F10 0.176(4) 0.062(2) 0.133(4) 0.041(2) 0.045(3) 0.056(3) F16 0.109(3) 0.117(3) 0.072(2) 0.007(2) 0.024(2) -0.010(3) F20 0.135(4) 0.088(3) 0.117(4) -0.031(3) 0.025(3) 0.036(3) S1 0.0486(6) 0.0292(5) 0.0356(5) 0.0088(4) 0.0149(4) 0.0183(4) Cu1 0.0568(4) 0.0294(3) 0.0268(3) 0.0054(3) 0.0143(3) 0.0190(3) C25 0.087(3) 0.041(2) 0.039(2) 0.0086(19) 0.024(2) 0.030(2) C26 0.092(4) 0.030(2) 0.048(3) 0.0091(19) 0.025(2) 0.025(2) C27 0.076(3) 0.036(2) 0.038(2) 0.0136(17) 0.022(2) 0.028(2) C28 0.057(2) 0.0327(19) 0.037(2) 0.0134(16) 0.0205(18) 0.0259(18) C29 0.065(3) 0.0318(19) 0.038(2) 0.0124(16) 0.0260(19) 0.0249(19) C30 0.076(3) 0.040(2) 0.038(2) 0.0156(18) 0.022(2) 0.031(2) C31 0.087(3) 0.045(2) 0.037(2) 0.0103(19) 0.023(2) 0.033(2) C32 0.100(4) 0.060(3) 0.048(3) 0.013(2) 0.030(3) 0.043(3) C33 0.151(7) 0.100(5) 0.046(3) 0.012(3) 0.044(4) 0.067(5) C34 0.195(9) 0.133(7) 0.036(3) 0.026(4) 0.028(4) 0.097(7) C35 0.144(7) 0.125(6) 0.064(4) 0.026(4) 0.009(4) 0.097(6) C36 0.104(4) 0.084(4) 0.052(3) 0.015(3) 0.022(3) 0.059(4) C37 0.074(3) 0.071(3) 0.035(2) -0.003(2) 0.016(2) 0.037(3) C38 0.069(3) 0.105(4) 0.038(3) -0.013(3) 0.001(2) 0.046(3) C39 0.056(3) 0.068(3) 0.040(2) 0.003(2) 0.011(2) 0.031(2) C40 0.055(2) 0.035(2) 0.035(2) 0.0088(16) 0.0171(18) 0.0174(18) C41 0.052(2) 0.038(2) 0.032(2) 0.0076(16) 0.0149(17) 0.0199(18) C42 0.049(3) 0.053(3) 0.043(2) 0.0056(19) 0.017(2) 0.023(2) C43 0.045(3) 0.091(4) 0.036(2) 0.001(2) 0.0116(19) 0.034(3) N3 0.064(2) 0.0379(18) 0.0353(17) 0.0134(14) 0.0231(16) 0.0263(16) N4 0.060(2) 0.0400(18) 0.0341(18) 0.0092(14) 0.0202(16) 0.0239(16) N9 0.0460(19) 0.0435(19) 0.0381(18) -0.0005(15) 0.0128(15) 0.0211(16) N10 0.045(2) 0.076(3) 0.045(2) -0.0016(19) 0.0143(17) 0.0297(19) N11 0.101(3) 0.0371(19) 0.0342(19) 0.0130(15) 0.020(2) 0.033(2) N12 0.080(2) 0.0307(17) 0.0352(18) 0.0141(14) 0.0230(17) 0.0305(17) O9 0.060(2) 0.102(3) 0.0447(18) 0.0051(18) 0.0116(16) 0.046(2) O10 0.141(4) 0.0384(17) 0.0419(18) 0.0199(14) 0.022(2) 0.042(2) F11 0.133(3) 0.144(4) 0.083(2) 0.021(2) 0.038(2) 0.100(3) F12 0.245(7) 0.257(7) 0.093(3) 0.046(4) 0.011(4) 0.203(6) F13 0.342(10) 0.272(8) 0.045(2) 0.061(4) 0.043(4) 0.199(8) F14 0.211(5) 0.172(5) 0.075(3) 0.021(3) 0.082(3) 0.113(4) F15 0.127(3) 0.116(3) 0.083(2) 0.018(2) 0.038(2) 0.088(3) Cu2 0.0697(5) 0.0421(4) 0.0313(4) 0.0140(3) 0.0264(3) 0.0322(4) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 C44 N13 1.453(8) . ? C45 N13 1.461(7) . ? C46 O5 1.224(6) . ? C46 N13 1.308(7) . ? C47 N14 1.470(8) . ? C48 N14 1.446(8) . ? C55 O6 1.244(6) . ? C55 N14 1.311(6) . ? C1 N1 1.344(5) . ? C1 C2 1.371(6) . ? C2 C3 1.379(6) . ? C3 C4 1.387(6) . ? C4 C5 1.388(5) . ? C4 N7 1.400(5) . ? C5 N1 1.340(5) . ? C6 O8 1.208(5) . ? C6 N7 1.375(5) . ? C6 N8 1.393(5) . ? C7 C12 1.380(6) . ? C7 N8 1.400(6) . ? C7 C8 1.406(7) . ? C8 F1 1.337(6) . ? C8 C9 1.365(7) . ? C9 F2 1.340(7) . ? C9 C10 1.385(9) . ? C10 C11 1.346(9) . ? C10 F3 1.354(6) . ? C11 F4 1.341(7) . ? C11 C12 1.394(7) . ? C12 F5 1.334(6) . ? C13 N2 1.343(6) . ? C13 C14 1.384(7) . ? C14 C15 1.381(7) . ? C15 C16 1.385(6) . ? C16 C17 1.394(6) . ? C16 N5 1.396(5) . ? C17 N2 1.338(5) . ? C18 O7 1.208(5) . ? C18 N6 1.368(6) . ? C18 N5 1.379(5) . ? C19 C20 1.368(7) . ? C19 C24 1.394(7) . ? C19 N6 1.414(5) . ? C20 F6 1.338(6) . ? C20 C21 1.389(7) . ? C21 F10 1.343(6) . ? C21 C22 1.375(8) . ? C22 F9 1.336(6) . ? C22 C23 1.359(8) . ? C23 F8 1.346(6) . ? C23 C24 1.365(7) . ? C24 F7 1.351(6) . ? C50 F16 1.345(9) . ? C50 C43 1.377(9) . ? C50 C51 1.379(11) . ? C51 C52 1.281(13) . ? C51 F17 1.438(12) . ? C52 C53 1.205(13) . ? C52 F18 1.446(13) . ? C53 F19 1.380(11) . ? C53 C54 1.431(11) . ? C54 F20 1.309(10) . ? C54 C43 1.411(9) . ? N1 Cu1 2.053(3) . ? N2 Cu1 2.067(3) . ? O1 S1 1.487(3) . ? O2 S1 1.455(3) . ? O3 S1 1.492(3) . ? O4 S1 1.436(3) . ? Cu1 N1 2.053(3) 2_766 ? Cu1 N2 2.067(3) 2_766 ? C25 N3 1.340(5) . ? C25 C26 1.382(6) . ? C26 C27 1.386(6) . ? C27 C28 1.390(6) . ? C28 C29 1.382(5) . ? C28 N12 1.404(5) . ? C29 N3 1.341(5) . ? C30 O10 1.205(5) . ? C30 N12 1.364(5) . ? C30 N11 1.366(5) . ? C31 C32 1.376(7) . ? C31 C36 1.379(7) . ? C31 N11 1.407(5) . ? C32 F15 1.326(7) . ? C32 C33 1.377(8) . ? C33 C34 1.339(11) . ? C33 F14 1.351(7) . ? C34 F13 1.342(7) . ? C34 C35 1.372(11) . ? C35 F12 1.347(8) . ? C35 C36 1.362(8) . ? C36 F11 1.346(7) . ? C37 N4 1.332(6) . ? C37 C38 1.398(7) . ? C38 C39 1.390(7) . ? C39 C40 1.389(6) . ? C40 C41 1.380(6) . ? C40 N9 1.399(5) . ? C41 N4 1.347(5) . ? C42 O9 1.206(5) . ? C42 N10 1.371(6) . ? C42 N9 1.376(5) . ? C43 N10 1.389(6) . ? N3 Cu2 2.042(3) . ? N4 Cu2 2.051(4) . ? Cu2 N3 2.042(3) 2_755 ? Cu2 N4 2.051(4) 2_755 ? 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 O5 C46 N13 125.7(5) . . ? O6 C55 N14 126.1(5) . . ? C46 N13 C44 119.9(5) . . ? C46 N13 C45 121.2(6) . . ? C44 N13 C45 119.0(6) . . ? C55 N14 C48 121.7(5) . . ? C55 N14 C47 119.9(5) . . ? C48 N14 C47 118.3(5) . . ? N1 C1 C2 121.2(4) . . ? C1 C2 C3 121.7(4) . . ? C2 C3 C4 117.2(4) . . ? C5 C4 C3 118.5(4) . . ? C5 C4 N7 116.8(3) . . ? C3 C4 N7 124.6(4) . . ? N1 C5 C4 123.4(3) . . ? O8 C6 N7 125.2(4) . . ? O8 C6 N8 123.2(4) . . ? N7 C6 N8 111.6(3) . . ? C12 C7 N8 120.1(4) . . ? C12 C7 C8 116.4(4) . . ? N8 C7 C8 123.3(4) . . ? F1 C8 C9 118.5(5) . . ? F1 C8 C7 119.9(4) . . ? C9 C8 C7 121.5(5) . . ? F2 C9 C8 119.3(6) . . ? F2 C9 C10 120.5(6) . . ? C8 C9 C10 120.1(6) . . ? C11 C10 F3 119.7(6) . . ? C11 C10 C9 120.0(5) . . ? F3 C10 C9 120.3(7) . . ? F4 C11 C10 121.2(6) . . ? F4 C11 C12 118.9(6) . . ? C10 C11 C12 119.9(5) . . ? F5 C12 C7 119.2(4) . . ? F5 C12 C11 118.9(5) . . ? C7 C12 C11 121.9(5) . . ? N2 C13 C14 121.1(4) . . ? C13 C14 C15 120.9(4) . . ? C16 C15 C14 118.3(4) . . ? C15 C16 C17 117.6(4) . . ? C15 C16 N5 126.8(4) . . ? C17 C16 N5 115.7(4) . . ? N2 C17 C16 124.1(4) . . ? O7 C18 N6 123.7(4) . . ? O7 C18 N5 124.6(4) . . ? N6 C18 N5 111.8(4) . . ? C20 C19 C24 116.5(4) . . ? C20 C19 N6 122.9(4) . . ? C24 C19 N6 120.7(4) . . ? F6 C20 C19 119.8(4) . . ? F6 C20 C21 118.8(5) . . ? C19 C20 C21 121.4(5) . . ? F10 C21 C22 119.8(5) . . ? F10 C21 C20 120.2(6) . . ? C22 C21 C20 120.0(5) . . ? F9 C22 C23 120.4(5) . . ? F9 C22 C21 119.8(5) . . ? C23 C22 C21 119.8(5) . . ? F8 C23 C22 120.1(5) . . ? F8 C23 C24 120.4(5) . . ? C22 C23 C24 119.4(5) . . ? F7 C24 C23 118.2(5) . . ? F7 C24 C19 118.9(4) . . ? C23 C24 C19 122.9(5) . . ? F16 C50 C43 120.9(5) . . ? F16 C50 C51 121.3(7) . . ? C43 C50 C51 117.8(8) . . ? C52 C51 C50 119.2(10) . . ? C52 C51 F17 128.6(11) . . ? C50 C51 F17 111.7(9) . . ? C53 C52 C51 128.2(13) . . ? C53 C52 F18 116.7(11) . . ? C51 C52 F18 114.8(11) . . ? C52 C53 F19 129.9(11) . . ? C52 C53 C54 119.4(11) . . ? F19 C53 C54 110.5(9) . . ? F20 C54 C43 120.2(5) . . ? F20 C54 C53 123.8(7) . . ? C43 C54 C53 115.8(9) . . ? C5 N1 C1 117.9(3) . . ? C5 N1 Cu1 122.7(3) . . ? C1 N1 Cu1 119.4(3) . . ? C17 N2 C13 117.9(4) . . ? C17 N2 Cu1 121.5(3) . . ? C13 N2 Cu1 119.9(3) . . ? C18 N5 C16 127.1(4) . . ? C18 N6 C19 121.0(4) . . ? C6 N7 C4 125.2(3) . . ? C6 N8 C7 122.9(4) . . ? O4 S1 O2 113.0(2) . . ? O4 S1 O1 110.1(2) . . ? O2 S1 O1 107.87(19) . . ? O4 S1 O3 109.38(19) . . ? O2 S1 O3 109.2(2) . . ? O1 S1 O3 107.2(2) . . ? N1 Cu1 N1 180.000(1) . 2_766 ? N1 Cu1 N2 86.11(13) . 2_766 ? N1 Cu1 N2 93.89(13) 2_766 2_766 ? N1 Cu1 N2 93.89(13) . . ? N1 Cu1 N2 86.11(13) 2_766 . ? N2 Cu1 N2 180.00(17) 2_766 . ? N3 C25 C26 121.7(4) . . ? C25 C26 C27 120.7(4) . . ? C26 C27 C28 117.5(4) . . ? C29 C28 C27 118.6(4) . . ? C29 C28 N12 116.0(3) . . ? C27 C28 N12 125.4(3) . . ? N3 C29 C28 123.7(4) . . ? O10 C30 N12 124.3(4) . . ? O10 C30 N11 123.4(4) . . ? N12 C30 N11 112.2(3) . . ? C32 C31 C36 117.4(5) . . ? C32 C31 N11 120.9(5) . . ? C36 C31 N11 121.7(5) . . ? F15 C32 C31 119.8(5) . . ? F15 C32 C33 119.3(5) . . ? C31 C32 C33 120.9(6) . . ? C34 C33 F14 120.3(6) . . ? C34 C33 C32 120.3(6) . . ? F14 C33 C32 119.4(7) . . ? C33 C34 F13 121.3(7) . . ? C33 C34 C35 120.2(6) . . ? F13 C34 C35 118.5(8) . . ? F12 C35 C36 119.9(7) . . ? F12 C35 C34 120.5(6) . . ? C36 C35 C34 119.6(6) . . ? F11 C36 C35 118.0(6) . . ? F11 C36 C31 120.4(5) . . ? C35 C36 C31 121.5(6) . . ? N4 C37 C38 121.7(4) . . ? C39 C38 C37 120.5(5) . . ? C40 C39 C38 117.6(4) . . ? C41 C40 C39 118.1(4) . . ? C41 C40 N9 117.1(4) . . ? C39 C40 N9 124.9(4) . . ? N4 C41 C40 124.7(4) . . ? O9 C42 N10 122.8(4) . . ? O9 C42 N9 124.9(4) . . ? N10 C42 N9 112.2(4) . . ? C50 C43 N10 120.7(5) . . ? C50 C43 C54 119.4(6) . . ? N10 C43 C54 119.8(5) . . ? C25 N3 C29 117.8(3) . . ? C25 N3 Cu2 120.3(3) . . ? C29 N3 Cu2 121.7(3) . . ? C37 N4 C41 117.3(4) . . ? C37 N4 Cu2 120.0(3) . . ? C41 N4 Cu2 122.7(3) . . ? C42 N9 C40 125.5(4) . . ? C42 N10 C43 122.1(4) . . ? C30 N11 C31 121.9(4) . . ? C30 N12 C28 126.9(3) . . ? N3 Cu2 N3 180.00(17) . 2_755 ? N3 Cu2 N4 92.80(13) . . ? N3 Cu2 N4 87.20(13) 2_755 . ? N3 Cu2 N4 87.20(13) . 2_755 ? N3 Cu2 N4 92.80(13) 2_755 2_755 ? N4 Cu2 N4 180.00(14) . 2_755 ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.66 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.613 _refine_diff_density_min -1.234 _refine_diff_density_rms 0.083 data_aaa _database_code_depnum_ccdc_archive 'CCDC 889004' #TrackingRef 'PYPFU_NISO4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 F15 N13 Ni O12 S' _chemical_formula_weight 1374.76 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P2(1)/c ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 17.8094(11) _cell_length_b 12.7781(8) _cell_length_c 26.5467(17) _cell_angle_alpha 90.00 _cell_angle_beta 105.688(2) _cell_angle_gamma 90.00 _cell_volume 5816.2(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4674 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 19.92 _exptl_crystal_description BLOCK _exptl_crystal_colour 'GREENISH BLUE' _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.570 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2808 _exptl_absorpt_coefficient_mu 0.488 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9713 _exptl_absorpt_correction_T_max 0.9903 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 43443 _diffrn_reflns_av_R_equivalents 0.0714 _diffrn_reflns_av_unetI/netI 0.0483 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 1.19 _diffrn_reflns_theta_max 22.41 _reflns_number_total 7513 _reflns_number_gt 5423 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY 2.3' _computing_publication_material 'ORTEP 3v.2' _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.during refinement four DANG restraints [ DANG 0.100 0.040 C41A C41, DANG 0.100 0.040 C43A C43, DANG 0.100 0.040 O16A O16 and DANG 0.100 0.040 C43 C43A ] and six DFIX restraints [ DFIX 1.300 0.020 N12 C43A, DFIX 1.300 0.020 N12 C43, DFIX 1.250 0.020 C46 O16A,DFIX 1.250 0.020 C46 O16, DFIX 1.250 0.020 O12 C43 and DFIX 1.250 0.020 O12 C43A ] are applied. A total 10 restarins are used. ; _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^)+(0.0678P)^2^+10.3539P] 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 7513 _refine_ls_number_parameters 809 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0785 _refine_ls_R_factor_gt 0.0522 _refine_ls_wR_factor_ref 0.1518 _refine_ls_wR_factor_gt 0.1322 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.056 _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 C43 C 0.098(3) 0.506(3) 0.1590(8) 0.36(7) Uiso 0.33 1 d PD A 2 C41 C 0.2095(9) 0.1511(11) -0.1835(5) 0.073(4) Uiso 0.59 1 d PD B 2 C43A C 0.1038(8) 0.5143(12) 0.1572(5) 0.100(6) Uiso 0.67 1 d PD A 1 C41A C 0.1801(12) 0.1263(16) -0.1879(8) 0.075(6) Uiso 0.41 1 d PD B 1 O16 O 0.6441(9) 0.4003(17) 0.0771(7) 0.090(6) Uiso 0.34 1 d PD C 2 O16A O 0.6429(12) 0.405(3) 0.0815(11) 0.36(2) Uiso 0.66 1 d PD C 1 Ni1 Ni 0.22304(3) 0.14332(5) -0.00111(2) 0.0278(2) Uani 1 1 d . B . S1 S 0.27401(7) -0.10913(10) 0.02703(5) 0.0340(3) Uani 1 1 d . B . N1 N 0.3474(2) 0.1473(3) 0.01828(15) 0.0299(9) Uani 1 1 d . . . C5 C 0.3851(3) 0.1543(4) -0.01886(19) 0.0360(12) Uani 1 1 d . . . H5 H 0.3562 0.1684 -0.0530 0.043 Uiso 1 1 calc R . . N2 N 0.0986(2) 0.1306(3) -0.02014(15) 0.0300(9) Uani 1 1 d . . . C17 C 0.0580(3) 0.1670(4) 0.01149(19) 0.0324(12) Uani 1 1 d . . . H17 H 0.0848 0.2030 0.0414 0.039 Uiso 1 1 calc R . . F12 F 0.4462(2) 0.6012(3) 0.28510(13) 0.0709(10) Uani 1 1 d . . . O3 O 0.22472(18) -0.2044(3) 0.01578(15) 0.0471(10) Uani 1 1 d . . . N7 N -0.0926(2) 0.2090(4) 0.11607(16) 0.0455(12) Uani 1 1 d . . . H7 H -0.1411 0.2119 0.0992 0.055 Uiso 1 1 calc R . . N10 N 0.2178(2) 0.1494(3) 0.15698(16) 0.0413(11) Uani 1 1 d . . . N4 N 0.5056(2) 0.1480(3) -0.04771(16) 0.0421(11) Uani 1 1 d . . . H4 H 0.5554 0.1555 -0.0370 0.051 Uiso 1 1 calc R . . N6 N -0.0654(2) 0.1880(3) 0.03659(15) 0.0366(10) Uani 1 1 d . . . H6 H -0.1133 0.2051 0.0231 0.044 Uiso 1 1 calc R . . N3 N 0.2100(2) 0.3060(3) -0.01863(15) 0.0333(10) Uani 1 1 d . . . N9 N 0.2853(3) 0.6665(3) 0.11245(16) 0.0472(12) Uani 1 1 d . . . H9 H 0.2817 0.7196 0.0920 0.057 Uiso 1 1 calc R . . N5 N 0.5297(2) 0.1485(3) -0.12805(16) 0.0424(11) Uani 1 1 d . . . H5A H 0.5781 0.1494 -0.1109 0.051 Uiso 1 1 calc R . . N8 N 0.2551(3) 0.5713(3) 0.03738(16) 0.0463(12) Uani 1 1 d . . . H8 H 0.2626 0.6300 0.0237 0.056 Uiso 1 1 calc R . . N11 N 0.2267(3) 0.0466(4) -0.15436(18) 0.0563(13) Uani 1 1 d . . . O5 O 0.21635(18) 0.1202(3) -0.07945(12) 0.0361(8) Uani 1 1 d . . . O1 O 0.22180(17) -0.0185(2) 0.01107(13) 0.0366(8) Uani 1 1 d . . . O6 O 0.22545(18) 0.1792(3) 0.07488(12) 0.0350(8) Uani 1 1 d . . . O2 O 0.3118(2) -0.1051(3) 0.08322(13) 0.0516(10) Uani 1 1 d . . . O7 O 0.4043(2) 0.1357(3) -0.12193(14) 0.0549(11) Uani 1 1 d . . . O4 O 0.33258(18) -0.1119(3) -0.00272(13) 0.0442(9) Uani 1 1 d . . . O9 O 0.2731(2) 0.4893(3) 0.11643(14) 0.0580(11) Uani 1 1 d . . . O8 O 0.0324(2) 0.1893(3) 0.11269(14) 0.0576(11) Uani 1 1 d . . . C16 C -0.0219(3) 0.1544(4) 0.00249(18) 0.0298(11) Uani 1 1 d . . . C4 C 0.4651(3) 0.1416(4) -0.00901(18) 0.0313(12) Uani 1 1 d . . . C6 C 0.4737(3) 0.1434(4) -0.1006(2) 0.0388(13) Uani 1 1 d . . . C8 C 0.4559(3) 0.2209(5) -0.2120(2) 0.0481(14) Uani 1 1 d . . . C32 C 0.2653(3) 0.7562(4) 0.1879(2) 0.0443(14) Uani 1 1 d . . . C3 C 0.5082(3) 0.1235(4) 0.0421(2) 0.0406(13) Uani 1 1 d . . . H3 H 0.5621 0.1150 0.0504 0.049 Uiso 1 1 calc R . . C38 C 0.2237(3) 0.1189(4) 0.1111(2) 0.0371(13) Uani 1 1 d . B . H38 H 0.2267 0.0474 0.1053 0.045 Uiso 1 1 calc R . . C7 C 0.5098(3) 0.1522(4) -0.1826(2) 0.0390(13) Uani 1 1 d . . . C28 C 0.2270(3) 0.4878(4) 0.00274(19) 0.0367(12) Uani 1 1 d . . . C13 C 0.0586(3) 0.0822(4) -0.06348(19) 0.0362(12) Uani 1 1 d . . . H13 H 0.0860 0.0553 -0.0858 0.043 Uiso 1 1 calc R . . C36 C 0.3667(3) 0.6332(4) 0.2009(2) 0.0410(13) Uani 1 1 d . . . C31 C 0.3048(3) 0.6835(4) 0.1662(2) 0.0392(13) Uani 1 1 d . . . C29 C 0.2384(3) 0.3828(4) 0.01581(19) 0.0349(12) Uani 1 1 d . . . H29 H 0.2666 0.3649 0.0496 0.042 Uiso 1 1 calc R . . C15 C -0.0621(3) 0.1056(4) -0.04356(19) 0.0377(13) Uani 1 1 d . . . H15 H -0.1159 0.0972 -0.0516 0.045 Uiso 1 1 calc R . . C33 C 0.2848(3) 0.7763(5) 0.2406(2) 0.0518(15) Uani 1 1 d . . . C34 C 0.3460(4) 0.7240(5) 0.2733(2) 0.0507(15) Uani 1 1 d . . . C27 C 0.1858(4) 0.5136(4) -0.0474(2) 0.0554(16) Uani 1 1 d . . . H27 H 0.1782 0.5834 -0.0575 0.066 Uiso 1 1 calc R . . C1 C 0.3899(3) 0.1294(4) 0.0670(2) 0.0421(13) Uani 1 1 d . . . H1 H 0.3647 0.1240 0.0934 0.050 Uiso 1 1 calc R . . C2 C 0.4698(3) 0.1184(4) 0.0799(2) 0.0472(14) Uani 1 1 d . . . H2 H 0.4975 0.1074 0.1145 0.057 Uiso 1 1 calc R . . C35 C 0.3854(3) 0.6511(4) 0.2531(2) 0.0455(14) Uani 1 1 d . . . C30 C 0.2714(3) 0.5679(4) 0.0907(2) 0.0428(13) Uani 1 1 d . . . C20 C -0.0879(3) 0.3055(5) 0.1952(2) 0.0517(15) Uani 1 1 d . . . C18 C -0.0364(3) 0.1951(4) 0.0895(2) 0.0407(13) Uani 1 1 d . . . C12 C 0.5468(3) 0.0880(4) -0.2101(2) 0.0446(14) Uani 1 1 d . . . C25 C 0.1685(3) 0.3328(4) -0.0663(2) 0.0508(15) Uani 1 1 d . . . H25 H 0.1469 0.2801 -0.0900 0.061 Uiso 1 1 calc R . . C24 C -0.0295(4) 0.1407(6) 0.2022(2) 0.071(2) Uani 1 1 d . . . C9 C 0.4391(3) 0.2224(5) -0.2657(3) 0.0586(17) Uani 1 1 d . . . C37 C 0.2361(3) 0.0472(4) -0.1038(2) 0.0420(13) Uani 1 1 d . B . H37 H 0.2590 -0.0111 -0.0848 0.050 Uiso 1 1 calc R . . C19 C -0.0701(3) 0.2184(4) 0.1707(2) 0.0430(14) Uani 1 1 d . . . C10 C 0.4772(4) 0.1572(5) -0.2911(2) 0.0596(18) Uani 1 1 d . . . C11 C 0.5317(4) 0.0903(5) -0.2635(2) 0.0514(15) Uani 1 1 d . . . C14 C -0.0210(3) 0.0699(4) -0.0770(2) 0.0414(13) Uani 1 1 d . . . H14 H -0.0467 0.0377 -0.1083 0.050 Uiso 1 1 calc R . . C26 C 0.1563(4) 0.4354(5) -0.0822(2) 0.0666(19) Uani 1 1 d . . . H26 H 0.1282 0.4513 -0.1162 0.080 Uiso 1 1 calc R . . C21 C -0.0639(4) 0.3170(5) 0.2486(3) 0.0638(18) Uani 1 1 d . . . C39 C 0.2114(4) 0.2589(5) 0.1688(2) 0.0628(17) Uani 1 1 d . . . H39A H 0.2247 0.3008 0.1424 0.094 Uiso 1 1 calc R . . H39B H 0.2463 0.2745 0.2023 0.094 Uiso 1 1 calc R . . H39C H 0.1588 0.2740 0.1694 0.094 Uiso 1 1 calc R . . C23 C -0.0029(5) 0.1512(7) 0.2552(3) 0.094(3) Uani 1 1 d . . . C22 C -0.0193(4) 0.2402(7) 0.2780(2) 0.074(2) Uani 1 1 d . . . F5 F 0.60008(18) 0.0184(3) -0.18341(13) 0.0610(9) Uani 1 1 d . . . F15 F 0.20491(19) 0.8081(3) 0.15648(13) 0.0652(10) Uani 1 1 d . . . F11 F 0.4115(2) 0.5676(3) 0.18219(13) 0.0662(10) Uani 1 1 d . . . F4 F 0.5703(2) 0.0269(3) -0.28800(14) 0.0802(11) Uani 1 1 d . . . F14 F 0.2455(2) 0.8480(3) 0.26004(15) 0.0800(11) Uani 1 1 d . . . F1 F 0.4211(2) 0.2924(3) -0.18880(14) 0.0729(10) Uani 1 1 d . . . F2 F 0.3879(2) 0.2936(3) -0.29281(15) 0.0900(13) Uani 1 1 d . . . F13 F 0.3662(2) 0.7447(3) 0.32476(13) 0.0733(11) Uani 1 1 d . . . F9 F -0.0854(3) 0.4018(3) 0.27152(15) 0.0945(13) Uani 1 1 d . . . F3 F 0.4607(2) 0.1617(3) -0.34374(13) 0.0931(13) Uani 1 1 d . . . F10 F -0.1303(3) 0.3832(3) 0.16662(14) 0.0815(12) Uani 1 1 d . . . F8 F 0.0068(3) 0.2526(4) 0.33053(14) 0.1134(17) Uani 1 1 d . . . C42 C 0.2125(4) 0.0748(5) 0.1970(2) 0.078(2) Uani 1 1 d . . . H42A H 0.2186 0.0052 0.1851 0.116 Uiso 1 1 calc R . . H42B H 0.1625 0.0810 0.2039 0.116 Uiso 1 1 calc R . . H42C H 0.2529 0.0887 0.2284 0.116 Uiso 1 1 calc R . . F6 F -0.0161(3) 0.0507(4) 0.18063(15) 0.123(2) Uani 1 1 d . . . F7 F 0.0384(4) 0.0769(5) 0.28483(17) 0.181(3) Uani 1 1 d . . . C40 C 0.2568(5) -0.0374(6) -0.1806(3) 0.097(3) Uani 1 1 d . B . H40A H 0.2778 -0.0919 -0.1560 0.145 Uiso 1 1 calc R . . H40B H 0.2971 -0.0104 -0.1948 0.145 Uiso 1 1 calc R . . H40C H 0.2153 -0.0651 -0.2084 0.145 Uiso 1 1 calc R . . O11 O 0.7426(2) 0.2392(4) 0.09131(18) 0.0801(14) Uani 1 1 d . . . N12 N 0.0728(4) 0.5314(5) 0.1082(3) 0.0831(18) Uani 1 1 d D . . C44 C 0.0672(5) 0.6309(6) 0.0827(3) 0.107(3) Uani 1 1 d . A . H44A H 0.0871 0.6843 0.1082 0.160 Uiso 1 1 calc R . . H44B H 0.0136 0.6454 0.0652 0.160 Uiso 1 1 calc R . . H44C H 0.0971 0.6297 0.0576 0.160 Uiso 1 1 calc R . . C45 C 0.0477(6) 0.4426(7) 0.0756(4) 0.146(4) Uani 1 1 d . A . H45A H 0.0812 0.4330 0.0531 0.219 Uiso 1 1 calc R . . H45B H -0.0049 0.4533 0.0548 0.219 Uiso 1 1 calc R . . H45C H 0.0499 0.3815 0.0970 0.219 Uiso 1 1 calc R . . O12 O 0.1302(5) 0.5803(9) 0.1881(4) 0.190(4) Uani 1 1 d D . . N13 N 0.5477(5) 0.5080(7) 0.0722(3) 0.108(3) Uani 1 1 d . C . C46 C 0.5720(9) 0.3969(10) 0.0681(4) 0.173(6) Uani 1 1 d D . . C48 C 0.6063(9) 0.5939(10) 0.0737(7) 0.209(7) Uani 1 1 d . . . C47 C 0.4740(7) 0.5429(10) 0.0725(5) 0.163(5) Uiso 1 1 d . . . H48A H 0.4753 0.5683 0.1067 0.244 Uiso 1 1 calc R C . H48B H 0.4375 0.4862 0.0634 0.244 Uiso 1 1 calc R . . H48C H 0.4583 0.5984 0.0475 0.244 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 0.0236(3) 0.0306(4) 0.0301(4) 0.0013(3) 0.0085(3) 0.0011(3) S1 0.0229(7) 0.0345(7) 0.0442(8) 0.0043(6) 0.0080(6) 0.0028(5) N1 0.025(2) 0.030(2) 0.035(2) 0.0017(18) 0.010(2) -0.0019(18) C5 0.030(3) 0.042(3) 0.036(3) 0.005(2) 0.008(2) 0.001(2) N2 0.028(2) 0.031(2) 0.032(2) -0.0016(19) 0.0089(19) 0.0030(18) C17 0.028(3) 0.035(3) 0.033(3) -0.002(2) 0.005(2) 0.000(2) F12 0.072(2) 0.072(2) 0.056(2) 0.0103(18) -0.0037(19) 0.015(2) O3 0.0279(19) 0.029(2) 0.079(3) 0.0044(18) 0.0045(18) 0.0002(16) N7 0.034(3) 0.067(3) 0.036(3) 0.001(2) 0.011(2) 0.009(2) N10 0.043(3) 0.048(3) 0.035(3) -0.002(2) 0.015(2) 0.002(2) N4 0.019(2) 0.068(3) 0.040(3) 0.006(2) 0.008(2) -0.001(2) N6 0.021(2) 0.055(3) 0.033(3) -0.003(2) 0.0059(19) 0.006(2) N3 0.035(2) 0.031(2) 0.034(2) 0.001(2) 0.009(2) 0.0022(19) N9 0.073(3) 0.028(3) 0.038(3) 0.001(2) 0.010(2) -0.002(2) N5 0.023(2) 0.065(3) 0.039(3) 0.000(2) 0.007(2) -0.001(2) N8 0.069(3) 0.029(2) 0.038(3) 0.003(2) 0.011(2) -0.007(2) N11 0.060(3) 0.070(4) 0.041(3) -0.011(3) 0.019(2) 0.010(3) O5 0.0320(19) 0.041(2) 0.037(2) -0.0031(17) 0.0136(16) 0.0009(16) O1 0.0256(18) 0.0294(19) 0.055(2) 0.0086(16) 0.0114(16) 0.0055(15) O6 0.0340(19) 0.042(2) 0.0299(19) 0.0034(17) 0.0105(15) 0.0000(16) O2 0.039(2) 0.075(3) 0.036(2) 0.0058(19) 0.0023(17) 0.0080(19) O7 0.022(2) 0.096(3) 0.045(2) -0.001(2) 0.0074(17) -0.003(2) O4 0.0284(19) 0.055(2) 0.053(2) -0.0016(18) 0.0182(17) 0.0040(17) O9 0.097(3) 0.034(2) 0.040(2) 0.0052(19) 0.015(2) -0.002(2) O8 0.028(2) 0.100(3) 0.043(2) -0.008(2) 0.0059(18) 0.009(2) C16 0.029(3) 0.032(3) 0.029(3) 0.001(2) 0.009(2) 0.003(2) C4 0.022(3) 0.034(3) 0.037(3) 0.001(2) 0.006(2) 0.001(2) C6 0.027(3) 0.047(3) 0.044(3) 0.006(3) 0.012(3) 0.003(2) C8 0.037(3) 0.054(4) 0.056(4) 0.002(3) 0.015(3) -0.001(3) C32 0.037(3) 0.036(3) 0.056(4) 0.002(3) 0.007(3) -0.001(3) C3 0.019(3) 0.056(4) 0.046(3) 0.000(3) 0.007(2) 0.000(2) C38 0.033(3) 0.040(3) 0.036(3) -0.006(3) 0.006(2) -0.002(2) C7 0.028(3) 0.047(3) 0.042(3) 0.002(3) 0.010(3) -0.006(3) C28 0.044(3) 0.027(3) 0.038(3) 0.001(2) 0.009(2) 0.000(2) C13 0.034(3) 0.042(3) 0.036(3) -0.004(3) 0.016(2) 0.000(2) C36 0.041(3) 0.034(3) 0.048(4) 0.002(3) 0.013(3) 0.006(3) C31 0.043(3) 0.029(3) 0.045(3) 0.000(3) 0.009(3) -0.004(3) C29 0.037(3) 0.035(3) 0.033(3) 0.001(2) 0.009(2) 0.000(2) C15 0.027(3) 0.046(3) 0.039(3) -0.002(3) 0.008(2) -0.001(2) C33 0.048(4) 0.048(4) 0.065(4) -0.013(3) 0.025(3) 0.000(3) C34 0.060(4) 0.048(4) 0.044(4) -0.005(3) 0.015(3) -0.017(3) C27 0.080(4) 0.031(3) 0.047(4) 0.010(3) 0.001(3) 0.006(3) C1 0.028(3) 0.064(4) 0.034(3) 0.000(3) 0.009(2) -0.003(3) C2 0.031(3) 0.070(4) 0.037(3) 0.003(3) 0.002(3) 0.000(3) C35 0.044(3) 0.045(3) 0.044(4) 0.005(3) 0.006(3) 0.000(3) C30 0.051(3) 0.034(3) 0.042(4) 0.000(3) 0.011(3) -0.002(3) C20 0.062(4) 0.049(4) 0.045(4) -0.001(3) 0.015(3) -0.006(3) C18 0.032(3) 0.052(3) 0.039(3) -0.005(3) 0.011(3) 0.006(3) C12 0.037(3) 0.044(3) 0.053(4) -0.001(3) 0.011(3) -0.007(3) C25 0.068(4) 0.038(3) 0.038(3) -0.002(3) -0.001(3) 0.004(3) C24 0.080(5) 0.091(5) 0.046(4) 0.002(4) 0.022(4) 0.042(4) C9 0.042(4) 0.067(4) 0.062(5) 0.020(4) 0.005(3) -0.001(3) C37 0.043(3) 0.041(3) 0.043(4) -0.002(3) 0.012(3) 0.001(3) C19 0.039(3) 0.059(4) 0.034(3) 0.000(3) 0.016(3) 0.007(3) C10 0.063(4) 0.073(5) 0.039(4) 0.003(3) 0.009(3) -0.028(4) C11 0.056(4) 0.057(4) 0.048(4) -0.009(3) 0.026(3) -0.014(3) C14 0.036(3) 0.054(4) 0.033(3) -0.007(3) 0.009(2) -0.007(3) C26 0.101(5) 0.044(4) 0.038(4) 0.005(3) -0.009(3) 0.006(4) C21 0.078(5) 0.065(4) 0.056(4) -0.024(4) 0.031(4) -0.018(4) C39 0.069(4) 0.063(4) 0.054(4) -0.015(3) 0.013(3) 0.004(3) C23 0.097(6) 0.140(8) 0.042(4) 0.015(5) 0.014(4) 0.068(6) C22 0.067(5) 0.117(7) 0.035(4) -0.003(4) 0.009(3) 0.004(4) F5 0.057(2) 0.062(2) 0.066(2) -0.0002(18) 0.0189(17) 0.0139(18) F15 0.056(2) 0.057(2) 0.074(2) -0.0030(18) 0.0028(18) 0.0168(18) F11 0.069(2) 0.068(2) 0.059(2) 0.0012(18) 0.0128(18) 0.0252(19) F4 0.094(3) 0.090(3) 0.065(2) -0.023(2) 0.036(2) -0.003(2) F14 0.084(3) 0.080(3) 0.083(3) -0.020(2) 0.035(2) 0.015(2) F1 0.065(2) 0.073(2) 0.083(3) 0.011(2) 0.024(2) 0.025(2) F2 0.069(3) 0.105(3) 0.083(3) 0.041(2) -0.001(2) 0.011(2) F13 0.093(3) 0.081(3) 0.046(2) -0.0101(19) 0.0187(19) -0.014(2) F9 0.136(4) 0.076(3) 0.079(3) -0.032(2) 0.042(3) -0.021(3) F3 0.107(3) 0.123(4) 0.044(2) 0.011(2) 0.013(2) -0.026(3) F10 0.122(3) 0.053(2) 0.071(2) 0.0032(19) 0.027(2) 0.014(2) F8 0.108(3) 0.185(5) 0.039(2) -0.017(3) 0.006(2) 0.001(3) C42 0.109(6) 0.082(5) 0.050(4) 0.017(4) 0.034(4) -0.005(4) F6 0.197(5) 0.114(4) 0.059(3) 0.009(2) 0.037(3) 0.104(4) F7 0.244(7) 0.230(7) 0.056(3) 0.032(4) 0.018(3) 0.172(6) C40 0.126(7) 0.097(6) 0.078(5) -0.035(5) 0.048(5) 0.023(5) O11 0.050(3) 0.101(4) 0.086(3) -0.025(3) 0.012(2) 0.009(2) N12 0.084(4) 0.063(4) 0.090(5) 0.004(3) 0.004(4) 0.016(3) C44 0.102(7) 0.087(6) 0.130(8) 0.033(6) 0.029(6) 0.008(5) C45 0.141(9) 0.067(6) 0.199(11) -0.037(7) -0.007(8) 0.003(6) O12 0.146(7) 0.264(11) 0.143(7) -0.017(8) 0.009(6) 0.070(7) N13 0.120(6) 0.130(7) 0.094(5) 0.036(5) 0.061(5) 0.052(5) C46 0.244(17) 0.149(12) 0.101(8) 0.065(8) 0.001(9) -0.073(11) C48 0.214(15) 0.112(10) 0.35(2) -0.040(11) 0.157(15) -0.043(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 C43 O12 1.26(2) . ? C43 N12 1.34(2) . ? C41 N11 1.532(15) . ? C43A O12 1.181(12) . ? C43A N12 1.288(13) . ? C41A N11 1.46(2) . ? O16 C46 1.241(16) . ? O16A C46 1.221(19) . ? Ni1 O6 2.058(3) . ? Ni1 O5 2.072(3) . ? Ni1 O1 2.093(3) . ? Ni1 N3 2.130(4) . ? Ni1 N1 2.134(4) . ? Ni1 N2 2.143(4) . ? S1 O2 1.462(4) . ? S1 O4 1.469(3) . ? S1 O1 1.474(3) . ? S1 O3 1.484(3) . ? N1 C1 1.330(6) . ? N1 C5 1.338(6) . ? C5 C4 1.387(6) . ? N2 C13 1.331(6) . ? N2 C17 1.330(6) . ? C17 C16 1.388(6) . ? F12 C35 1.344(6) . ? N7 C18 1.382(6) . ? N7 C19 1.400(6) . ? N10 C38 1.310(6) . ? N10 C39 1.444(7) . ? N10 C42 1.449(7) . ? N4 C6 1.367(6) . ? N4 C4 1.408(6) . ? N6 C18 1.362(6) . ? N6 C16 1.408(6) . ? N3 C25 1.326(6) . ? N3 C29 1.343(6) . ? N9 C30 1.380(6) . ? N9 C31 1.391(6) . ? N5 C6 1.386(6) . ? N5 C7 1.395(6) . ? N8 C30 1.367(6) . ? N8 C28 1.409(6) . ? N11 C37 1.307(6) . ? N11 C40 1.458(7) . ? O5 C37 1.239(6) . ? O6 C38 1.239(6) . ? O7 C6 1.216(6) . ? O9 C30 1.210(6) . ? O8 C18 1.216(6) . ? C16 C15 1.386(7) . ? C4 C3 1.387(7) . ? C8 F1 1.343(6) . ? C8 C9 1.375(8) . ? C8 C7 1.377(7) . ? C32 F15 1.344(6) . ? C32 C33 1.372(8) . ? C32 C31 1.383(7) . ? C3 C2 1.359(7) . ? C7 C12 1.378(7) . ? C28 C27 1.375(7) . ? C28 C29 1.387(7) . ? C13 C14 1.374(7) . ? C36 F11 1.343(6) . ? C36 C35 1.353(7) . ? C36 C31 1.388(7) . ? C15 C14 1.371(7) . ? C33 F14 1.338(6) . ? C33 C34 1.370(8) . ? C34 F13 1.343(6) . ? C34 C35 1.360(8) . ? C27 C26 1.366(8) . ? C1 C2 1.378(7) . ? C20 F10 1.349(7) . ? C20 C19 1.370(8) . ? C20 C21 1.372(8) . ? C12 F5 1.352(6) . ? C12 C11 1.372(8) . ? C25 C26 1.376(8) . ? C24 F6 1.335(7) . ? C24 C23 1.365(9) . ? C24 C19 1.372(8) . ? C9 F2 1.350(7) . ? C9 C10 1.364(9) . ? C10 F3 1.349(7) . ? C10 C11 1.351(9) . ? C11 F4 1.339(6) . ? C21 F9 1.348(7) . ? C21 C22 1.367(9) . ? C23 F7 1.321(8) . ? C23 C22 1.357(10) . ? C22 F8 1.355(7) . ? N12 C45 1.423(9) . ? N12 C44 1.431(9) . ? N13 C47 1.388(12) . ? N13 C48 1.507(14) . ? N13 C46 1.497(15) . ? 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 O12 C43 N12 114(2) . . ? O12 C43A N12 124.2(14) . . ? O6 Ni1 O5 174.92(13) . . ? O6 Ni1 O1 93.83(13) . . ? O5 Ni1 O1 90.81(13) . . ? O6 Ni1 N3 88.21(14) . . ? O5 Ni1 N3 86.94(14) . . ? O1 Ni1 N3 173.12(14) . . ? O6 Ni1 N1 90.74(14) . . ? O5 Ni1 N1 91.14(14) . . ? O1 Ni1 N1 92.29(13) . . ? N3 Ni1 N1 94.26(15) . . ? O6 Ni1 N2 89.65(13) . . ? O5 Ni1 N2 88.71(13) . . ? O1 Ni1 N2 84.74(13) . . ? N3 Ni1 N2 88.71(14) . . ? N1 Ni1 N2 177.02(14) . . ? O2 S1 O4 110.6(2) . . ? O2 S1 O1 110.3(2) . . ? O4 S1 O1 110.4(2) . . ? O2 S1 O3 108.6(2) . . ? O4 S1 O3 109.8(2) . . ? O1 S1 O3 107.11(18) . . ? C1 N1 C5 117.4(4) . . ? C1 N1 Ni1 120.7(3) . . ? C5 N1 Ni1 121.3(3) . . ? N1 C5 C4 123.3(4) . . ? C13 N2 C17 117.0(4) . . ? C13 N2 Ni1 121.1(3) . . ? C17 N2 Ni1 121.9(3) . . ? N2 C17 C16 123.9(4) . . ? C18 N7 C19 119.6(4) . . ? C38 N10 C39 121.4(5) . . ? C38 N10 C42 121.5(5) . . ? C39 N10 C42 117.0(5) . . ? C6 N4 C4 126.5(4) . . ? C18 N6 C16 124.3(4) . . ? C25 N3 C29 118.1(4) . . ? C25 N3 Ni1 117.4(3) . . ? C29 N3 Ni1 124.5(3) . . ? C30 N9 C31 122.5(4) . . ? C6 N5 C7 122.0(4) . . ? C30 N8 C28 126.2(4) . . ? C37 N11 C41A 121.2(9) . . ? C37 N11 C40 122.3(5) . . ? C41A N11 C40 116.4(9) . . ? C37 N11 C41 117.8(7) . . ? C41A N11 C41 22.8(8) . . ? C40 N11 C41 116.7(7) . . ? C37 O5 Ni1 133.1(3) . . ? S1 O1 Ni1 142.02(19) . . ? C38 O6 Ni1 128.6(3) . . ? C15 C16 C17 117.7(4) . . ? C15 C16 N6 117.5(4) . . ? C17 C16 N6 124.8(4) . . ? C3 C4 C5 118.2(4) . . ? C3 C4 N4 117.8(4) . . ? C5 C4 N4 124.0(4) . . ? O7 C6 N4 124.7(5) . . ? O7 C6 N5 123.0(5) . . ? N4 C6 N5 112.3(4) . . ? F1 C8 C9 117.9(5) . . ? F1 C8 C7 120.7(5) . . ? C9 C8 C7 121.3(6) . . ? F15 C32 C33 118.7(5) . . ? F15 C32 C31 119.0(5) . . ? C33 C32 C31 122.3(5) . . ? C2 C3 C4 118.3(4) . . ? O6 C38 N10 124.2(5) . . ? C8 C7 C12 116.1(5) . . ? C8 C7 N5 123.5(5) . . ? C12 C7 N5 120.3(5) . . ? C27 C28 C29 118.5(5) . . ? C27 C28 N8 116.9(4) . . ? C29 C28 N8 124.6(4) . . ? N2 C13 C14 123.5(5) . . ? F11 C36 C35 118.5(5) . . ? F11 C36 C31 119.2(5) . . ? C35 C36 C31 122.2(5) . . ? C32 C31 C36 115.8(5) . . ? C32 C31 N9 121.2(5) . . ? C36 C31 N9 122.9(5) . . ? N3 C29 C28 122.3(5) . . ? C14 C15 C16 118.8(5) . . ? F14 C33 C34 120.0(6) . . ? F14 C33 C32 120.4(5) . . ? C34 C33 C32 119.6(5) . . ? F13 C34 C35 120.8(6) . . ? F13 C34 C33 119.8(6) . . ? C35 C34 C33 119.4(5) . . ? C26 C27 C28 119.1(5) . . ? N1 C1 C2 122.5(5) . . ? C3 C2 C1 120.3(5) . . ? F12 C35 C36 120.1(5) . . ? F12 C35 C34 119.3(5) . . ? C36 C35 C34 120.6(5) . . ? O9 C30 N8 125.2(5) . . ? O9 C30 N9 123.2(5) . . ? N8 C30 N9 111.6(5) . . ? F10 C20 C19 119.7(5) . . ? F10 C20 C21 118.2(6) . . ? C19 C20 C21 122.0(6) . . ? O8 C18 N6 124.5(5) . . ? O8 C18 N7 121.3(5) . . ? N6 C18 N7 114.2(4) . . ? F5 C12 C11 118.0(5) . . ? F5 C12 C7 118.9(5) . . ? C11 C12 C7 123.1(5) . . ? N3 C25 C26 122.6(5) . . ? F6 C24 C23 118.3(6) . . ? F6 C24 C19 119.2(5) . . ? C23 C24 C19 122.5(6) . . ? F2 C9 C10 120.2(6) . . ? F2 C9 C8 119.3(6) . . ? C10 C9 C8 120.4(6) . . ? O5 C37 N11 124.4(5) . . ? C20 C19 C24 116.7(5) . . ? C20 C19 N7 121.6(5) . . ? C24 C19 N7 121.7(5) . . ? F3 C10 C11 120.8(6) . . ? F3 C10 C9 119.2(6) . . ? C11 C10 C9 120.0(6) . . ? F4 C11 C10 120.5(6) . . ? F4 C11 C12 120.4(6) . . ? C10 C11 C12 119.0(6) . . ? C15 C14 C13 119.1(5) . . ? C27 C26 C25 119.4(5) . . ? F9 C21 C22 120.8(6) . . ? F9 C21 C20 120.3(7) . . ? C22 C21 C20 118.9(6) . . ? F7 C23 C22 119.3(7) . . ? F7 C23 C24 121.7(7) . . ? C22 C23 C24 119.0(7) . . ? F8 C22 C23 120.1(7) . . ? F8 C22 C21 119.2(7) . . ? C23 C22 C21 120.6(6) . . ? C43A N12 C43 6.5(14) . . ? C43A N12 C45 117.2(9) . . ? C43 N12 C45 112.6(15) . . ? C43A N12 C44 125.8(10) . . ? C43 N12 C44 130.6(15) . . ? C45 N12 C44 116.8(8) . . ? C43A O12 C43 6.6(16) . . ? C47 N13 C48 114.5(9) . . ? C47 N13 C46 126.7(11) . . ? C48 N13 C46 118.7(9) . . ? O16A C46 O16 6.4(16) . . ? O16A C46 N13 101(2) . . ? O16 C46 N13 104.8(13) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 22.41 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.660 _refine_diff_density_min -0.458 _refine_diff_density_rms 0.069 data_2 _database_code_depnum_ccdc_archive 'CCDC 889005' #TrackingRef 'PYPHU_CUSO4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H31 Cu N7 O9 S' _chemical_formula_weight 693.19 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C2/c ' 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 32.700(5) _cell_length_b 10.4949(16) _cell_length_c 23.118(6) _cell_angle_alpha 90.00 _cell_angle_beta 129.584(2) _cell_angle_gamma 90.00 _cell_volume 6114(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3518 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 22.47 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2872 _exptl_absorpt_coefficient_mu 0.847 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.4848 _exptl_absorpt_correction_T_max 0.9510 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 23578 _diffrn_reflns_av_R_equivalents 0.0565 _diffrn_reflns_av_unetI/netI 0.0467 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 35 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5388 _reflns_number_gt 3996 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'MERCURY 2.3' _computing_publication_material 'ORTEP 3v.2' _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^)+(0.0472P)^2^+6.5105P] 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 5388 _refine_ls_number_parameters 410 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.1075 _refine_ls_wR_factor_gt 0.0954 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Cu1 Cu 0.095324(14) 0.01319(3) 0.27591(2) 0.03004(13) Uani 1 1 d . . . S1 S 0.07223(3) 0.20591(7) 0.39098(4) 0.0290(2) Uani 1 1 d . . . N1 N 0.17008(9) 0.0604(2) 0.36520(14) 0.0307(6) Uani 1 1 d . . . N2 N 0.10862(9) -0.1713(2) 0.30537(15) 0.0316(6) Uani 1 1 d . . . N5 N -0.00097(11) -0.4780(2) 0.36929(16) 0.0380(7) Uani 1 1 d . . . H5 H 0.0050 -0.5560 0.3653 0.046 Uiso 1 1 calc R . . N6 N 0.05861(11) -0.4322(2) 0.35220(16) 0.0398(7) Uani 1 1 d . . . H6 H 0.0634 -0.5134 0.3562 0.048 Uiso 1 1 calc R . . N3 N 0.28138(9) 0.2576(2) 0.41452(15) 0.0387(7) Uani 1 1 d . . . H3 H 0.3142 0.2393 0.4379 0.046 Uiso 1 1 calc R . . N4 N 0.30203(11) 0.4566(3) 0.40066(17) 0.0465(8) Uani 1 1 d . . . H4 H 0.3343 0.4303 0.4300 0.056 Uiso 1 1 calc R . . O9 O 0.07762(8) 0.19390(18) 0.24739(12) 0.0302(5) Uani 1 1 d . . . H9 H 0.0781 0.2317 0.2789 0.045 Uiso 1 1 calc R . . O8 O 0.02296(8) -0.03219(19) 0.18622(13) 0.0404(6) Uani 1 1 d . . . H8 H 0.0195 -0.1099 0.1837 0.061 Uiso 1 1 calc R . . O7 O 0.09074(9) 0.29856(19) 0.36418(13) 0.0411(6) Uani 1 1 d . . . O2 O 0.01764(9) -0.2717(2) 0.36420(14) 0.0457(6) Uani 1 1 d . . . O6 O 0.06322(8) 0.08139(19) 0.35460(13) 0.0400(6) Uani 1 1 d . . . O1 O 0.21543(8) 0.3919(2) 0.32568(14) 0.0473(6) Uani 1 1 d . . . O4 O 0.02196(8) 0.2515(2) 0.37099(12) 0.0403(6) Uani 1 1 d . . . O5 O 0.11166(8) 0.1941(2) 0.47226(12) 0.0473(6) Uani 1 1 d . . . O3 O 0.12839(10) -0.0130(2) 0.20751(15) 0.0517(7) Uani 1 1 d . . . N8 N 0.08599(11) 0.0559(3) 0.08870(16) 0.0437(7) Uani 1 1 d . . . C13 C 0.19819(11) 0.1421(3) 0.35851(17) 0.0310(7) Uani 1 1 d . . . H13 H 0.1821 0.1812 0.3124 0.037 Uiso 1 1 calc R . . C18 C 0.26245(12) 0.3703(3) 0.37565(18) 0.0347(8) Uani 1 1 d . . . C2 C 0.08689(12) -0.3621(3) 0.33659(17) 0.0295(7) Uani 1 1 d . . . C1 C 0.08132(12) -0.2326(3) 0.32187(18) 0.0328(7) Uani 1 1 d . . . H1 H 0.0578 -0.1867 0.3235 0.039 Uiso 1 1 calc R . . C6 C 0.02406(13) -0.3861(3) 0.36189(18) 0.0349(8) Uani 1 1 d . . . C7 C -0.03671(13) -0.4535(3) 0.38335(19) 0.0332(8) Uani 1 1 d . . . C3 C 0.12259(13) -0.4282(3) 0.33400(18) 0.0359(8) Uani 1 1 d . . . H3A H 0.1272 -0.5154 0.3430 0.043 Uiso 1 1 calc R . . C12 C -0.08418(14) -0.5199(3) 0.3428(2) 0.0423(9) Uani 1 1 d . . . H12 H -0.0929 -0.5769 0.3056 0.051 Uiso 1 1 calc R . . C17 C 0.25098(11) 0.1705(3) 0.41874(17) 0.0296(7) Uani 1 1 d . . . C4 C 0.15090(13) -0.3644(3) 0.31820(19) 0.0397(8) Uani 1 1 d . . . H4A H 0.1754 -0.4076 0.3174 0.048 Uiso 1 1 calc R . . C15 C 0.24551(14) 0.0243(3) 0.4921(2) 0.0456(9) Uani 1 1 d . . . H15 H 0.2610 -0.0180 0.5371 0.055 Uiso 1 1 calc R . . C16 C 0.27471(13) 0.1079(3) 0.48578(19) 0.0412(9) Uani 1 1 d . . . H16 H 0.3103 0.1222 0.5264 0.049 Uiso 1 1 calc R . . C14 C 0.19308(13) 0.0037(3) 0.43110(19) 0.0401(8) Uani 1 1 d . . . H14 H 0.1731 -0.0513 0.4360 0.048 Uiso 1 1 calc R . . C5 C 0.14296(12) -0.2358(3) 0.30343(19) 0.0380(8) Uani 1 1 d . . . H5A H 0.1618 -0.1930 0.2919 0.046 Uiso 1 1 calc R . . C19 C 0.29229(13) 0.5865(3) 0.3806(2) 0.0428(9) Uani 1 1 d . . . C8 C -0.02398(15) -0.3705(3) 0.4390(2) 0.0467(9) Uani 1 1 d . . . H8A H 0.0079 -0.3259 0.4665 0.056 Uiso 1 1 calc R . . C25 C 0.10635(15) -0.0313(4) 0.1406(2) 0.0497(10) Uani 1 1 d . . . H25 H 0.1041 -0.1152 0.1259 0.060 Uiso 1 1 calc R . . C23 C 0.3086(2) 0.8049(4) 0.4193(4) 0.0884(17) Uani 1 1 d . . . H23 H 0.3263 0.8650 0.4577 0.106 Uiso 1 1 calc R . . C9 C -0.05827(17) -0.3533(4) 0.4539(2) 0.0549(10) Uani 1 1 d . . . H9A H -0.0494 -0.2976 0.4917 0.066 Uiso 1 1 calc R . . C20 C 0.25769(15) 0.6263(4) 0.3071(2) 0.0600(11) Uani 1 1 d . . . H20 H 0.2405 0.5668 0.2684 0.072 Uiso 1 1 calc R . . C10 C -0.10576(17) -0.4191(4) 0.4127(3) 0.0603(11) Uani 1 1 d . . . H10 H -0.1290 -0.4073 0.4225 0.072 Uiso 1 1 calc R . . C24 C 0.31834(17) 0.6773(4) 0.4367(3) 0.0611(11) Uani 1 1 d . . . H24 H 0.3426 0.6520 0.4867 0.073 Uiso 1 1 calc R . . C26 C 0.05850(17) 0.0286(4) 0.0104(2) 0.0618(11) Uani 1 1 d . . . H26A H 0.0600 -0.0613 0.0041 0.093 Uiso 1 1 calc R . . H26B H 0.0751 0.0742 -0.0057 0.093 Uiso 1 1 calc R . . H26C H 0.0221 0.0546 -0.0191 0.093 Uiso 1 1 calc R . . C11 C -0.11855(16) -0.5016(4) 0.3575(2) 0.0557(11) Uani 1 1 d . . . H11 H -0.1506 -0.5456 0.3298 0.067 Uiso 1 1 calc R . . C27 C 0.0901(2) 0.1879(4) 0.1096(2) 0.0734(14) Uani 1 1 d . . . H27A H 0.0570 0.2154 0.0959 0.110 Uiso 1 1 calc R . . H27B H 0.0984 0.2391 0.0839 0.110 Uiso 1 1 calc R . . H27C H 0.1177 0.1968 0.1628 0.110 Uiso 1 1 calc R . . C21 C 0.24856(18) 0.7561(5) 0.2909(3) 0.0793(16) Uani 1 1 d . . . H21 H 0.2250 0.7830 0.2412 0.095 Uiso 1 1 calc R . . C22 C 0.2738(2) 0.8440(5) 0.3473(4) 0.0884(19) Uani 1 1 d . . . H22 H 0.2671 0.9305 0.3362 0.106 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 Cu1 0.0208(2) 0.0230(2) 0.0361(2) 0.00507(16) 0.01339(18) -0.00057(15) S1 0.0222(4) 0.0239(4) 0.0331(5) -0.0002(3) 0.0140(4) -0.0019(3) N1 0.0262(13) 0.0279(14) 0.0333(16) 0.0045(11) 0.0169(13) 0.0002(11) N2 0.0227(13) 0.0265(13) 0.0398(16) 0.0064(12) 0.0171(12) 0.0014(11) N5 0.0472(17) 0.0221(13) 0.060(2) -0.0008(13) 0.0410(16) -0.0013(12) N6 0.0508(17) 0.0189(13) 0.067(2) 0.0078(13) 0.0454(17) 0.0047(12) N3 0.0165(13) 0.0343(15) 0.0485(18) 0.0074(13) 0.0129(13) 0.0004(11) N4 0.0257(14) 0.0392(16) 0.061(2) 0.0094(14) 0.0216(15) -0.0020(12) O9 0.0305(11) 0.0240(11) 0.0346(13) 0.0013(9) 0.0200(11) 0.0008(9) O8 0.0293(12) 0.0219(11) 0.0486(15) -0.0025(10) 0.0148(11) -0.0007(9) O7 0.0570(15) 0.0231(11) 0.0484(15) -0.0024(10) 0.0359(13) -0.0095(10) O2 0.0604(16) 0.0215(12) 0.0722(18) 0.0098(11) 0.0502(15) 0.0079(10) O6 0.0374(12) 0.0218(11) 0.0637(16) -0.0071(11) 0.0335(12) -0.0054(10) O1 0.0286(13) 0.0401(14) 0.0560(16) 0.0125(12) 0.0189(12) 0.0022(10) O4 0.0236(11) 0.0374(13) 0.0456(15) -0.0116(11) 0.0155(11) -0.0006(9) O5 0.0286(12) 0.0593(16) 0.0314(14) 0.0077(11) 0.0086(11) -0.0047(11) O3 0.0573(17) 0.0521(16) 0.0426(17) 0.0086(12) 0.0304(14) 0.0048(12) N8 0.0500(18) 0.0432(17) 0.0367(18) 0.0027(14) 0.0271(15) 0.0069(14) C13 0.0251(16) 0.0292(16) 0.0304(18) 0.0074(13) 0.0138(14) 0.0025(13) C18 0.0282(17) 0.0350(18) 0.040(2) 0.0050(15) 0.0209(17) 0.0020(14) C2 0.0301(16) 0.0237(15) 0.0318(18) 0.0053(13) 0.0185(15) 0.0014(13) C1 0.0269(16) 0.0265(16) 0.045(2) 0.0050(14) 0.0229(16) 0.0030(13) C6 0.0368(18) 0.0262(17) 0.042(2) 0.0045(14) 0.0257(17) 0.0020(14) C7 0.0382(18) 0.0246(16) 0.043(2) 0.0059(14) 0.0284(17) 0.0051(14) C3 0.0411(19) 0.0225(16) 0.042(2) 0.0109(14) 0.0255(17) 0.0083(14) C12 0.044(2) 0.040(2) 0.045(2) -0.0013(16) 0.0298(19) -0.0045(16) C17 0.0236(15) 0.0253(15) 0.0357(19) 0.0022(13) 0.0170(15) 0.0017(12) C4 0.0389(19) 0.0344(18) 0.051(2) 0.0135(16) 0.0314(18) 0.0115(15) C15 0.0367(19) 0.053(2) 0.029(2) 0.0105(16) 0.0126(17) 0.0006(17) C16 0.0268(17) 0.0373(19) 0.039(2) 0.0021(16) 0.0111(16) 0.0005(15) C14 0.0369(19) 0.044(2) 0.035(2) 0.0068(16) 0.0210(17) -0.0058(15) C5 0.0314(18) 0.0375(19) 0.049(2) 0.0099(16) 0.0272(17) 0.0067(15) C19 0.0367(19) 0.039(2) 0.062(3) 0.0072(18) 0.036(2) -0.0030(16) C8 0.054(2) 0.038(2) 0.050(2) -0.0030(17) 0.034(2) -0.0036(17) C25 0.054(2) 0.039(2) 0.059(3) -0.0005(19) 0.037(2) 0.0009(18) C23 0.134(5) 0.045(3) 0.145(6) -0.010(3) 0.116(5) -0.016(3) C9 0.078(3) 0.045(2) 0.061(3) -0.0013(19) 0.054(3) 0.007(2) C20 0.049(2) 0.062(3) 0.069(3) 0.016(2) 0.037(2) -0.001(2) C10 0.071(3) 0.056(3) 0.088(3) 0.011(2) 0.066(3) 0.013(2) C24 0.075(3) 0.052(2) 0.076(3) 0.000(2) 0.058(3) -0.010(2) C26 0.060(3) 0.079(3) 0.045(3) -0.006(2) 0.034(2) 0.003(2) C11 0.047(2) 0.054(2) 0.073(3) 0.000(2) 0.042(2) -0.0026(18) C27 0.112(4) 0.042(2) 0.062(3) 0.008(2) 0.053(3) 0.015(2) C21 0.061(3) 0.076(3) 0.107(4) 0.049(3) 0.056(3) 0.019(3) C22 0.109(4) 0.043(3) 0.174(6) 0.024(4) 0.118(5) 0.010(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 Cu1 O8 1.968(2) . ? Cu1 O9 1.9698(19) . ? Cu1 N2 2.006(2) . ? Cu1 N1 2.013(2) . ? Cu1 O3 2.434(3) . ? S1 O5 1.456(2) . ? S1 O7 1.474(2) . ? S1 O4 1.475(2) . ? S1 O6 1.479(2) . ? N1 C14 1.334(4) . ? N1 C13 1.337(4) . ? N2 C5 1.336(4) . ? N2 C1 1.338(4) . ? N5 C6 1.345(4) . ? N5 C7 1.422(4) . ? N6 C6 1.372(4) . ? N6 C2 1.397(4) . ? N3 C18 1.371(4) . ? N3 C17 1.400(4) . ? N4 C18 1.369(4) . ? N4 C19 1.409(4) . ? O2 C6 1.226(4) . ? O1 C18 1.219(4) . ? O3 C25 1.236(4) . ? N8 C25 1.305(5) . ? N8 C27 1.445(5) . ? N8 C26 1.447(5) . ? C13 C17 1.394(4) . ? C2 C1 1.384(4) . ? C2 C3 1.392(4) . ? C7 C8 1.379(5) . ? C7 C12 1.386(5) . ? C3 C4 1.367(4) . ? C12 C11 1.379(5) . ? C17 C16 1.379(4) . ? C4 C5 1.375(4) . ? C15 C16 1.371(5) . ? C15 C14 1.376(4) . ? C19 C20 1.376(5) . ? C19 C24 1.381(5) . ? C8 C9 1.380(5) . ? C23 C22 1.348(8) . ? C23 C24 1.377(6) . ? C9 C10 1.382(6) . ? C20 C21 1.394(6) . ? C10 C11 1.369(6) . ? C21 C22 1.365(7) . ? 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 O8 Cu1 O9 88.89(9) . . ? O8 Cu1 N2 88.81(9) . . ? O9 Cu1 N2 175.39(10) . . ? O8 Cu1 N1 177.87(11) . . ? O9 Cu1 N1 90.71(9) . . ? N2 Cu1 N1 91.74(10) . . ? O8 Cu1 O3 91.25(10) . . ? O9 Cu1 O3 92.80(8) . . ? N2 Cu1 O3 91.25(10) . . ? N1 Cu1 O3 86.68(10) . . ? O5 S1 O7 109.58(13) . . ? O5 S1 O4 109.01(14) . . ? O7 S1 O4 109.16(14) . . ? O5 S1 O6 110.52(14) . . ? O7 S1 O6 109.28(14) . . ? O4 S1 O6 109.29(12) . . ? C14 N1 C13 119.3(3) . . ? C14 N1 Cu1 119.6(2) . . ? C13 N1 Cu1 121.0(2) . . ? C5 N2 C1 119.5(3) . . ? C5 N2 Cu1 118.9(2) . . ? C1 N2 Cu1 121.4(2) . . ? C6 N5 C7 123.7(3) . . ? C6 N6 C2 127.3(3) . . ? C18 N3 C17 124.4(2) . . ? C18 N4 C19 123.1(3) . . ? C25 O3 Cu1 133.2(2) . . ? C25 N8 C27 118.7(3) . . ? C25 N8 C26 123.9(3) . . ? C27 N8 C26 117.3(3) . . ? N1 C13 C17 121.7(3) . . ? O1 C18 N4 124.0(3) . . ? O1 C18 N3 123.5(3) . . ? N4 C18 N3 112.5(3) . . ? C1 C2 C3 117.4(3) . . ? C1 C2 N6 125.1(3) . . ? C3 C2 N6 117.4(3) . . ? N2 C1 C2 122.4(3) . . ? O2 C6 N5 124.2(3) . . ? O2 C6 N6 122.3(3) . . ? N5 C6 N6 113.5(3) . . ? C8 C7 C12 119.4(3) . . ? C8 C7 N5 121.5(3) . . ? C12 C7 N5 119.0(3) . . ? C4 C3 C2 119.8(3) . . ? C11 C12 C7 120.1(4) . . ? C16 C17 C13 118.2(3) . . ? C16 C17 N3 118.3(3) . . ? C13 C17 N3 123.5(3) . . ? C3 C4 C5 119.6(3) . . ? C16 C15 C14 119.3(3) . . ? C15 C16 C17 119.5(3) . . ? N1 C14 C15 121.8(3) . . ? N2 C5 C4 121.2(3) . . ? C20 C19 C24 118.7(4) . . ? C20 C19 N4 122.3(4) . . ? C24 C19 N4 118.9(3) . . ? C7 C8 C9 120.4(4) . . ? O3 C25 N8 126.2(4) . . ? C22 C23 C24 120.9(5) . . ? C8 C9 C10 119.8(4) . . ? C19 C20 C21 119.7(4) . . ? C11 C10 C9 120.0(4) . . ? C23 C24 C19 120.5(5) . . ? C10 C11 C12 120.4(4) . . ? C22 C21 C20 120.6(5) . . ? C23 C22 C21 119.6(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.547 _refine_diff_density_min -0.438 _refine_diff_density_rms 0.065