# Electronic Supplementary Material (ESI) for CrystEngComm # 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_PY4FU_CuSO4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H52 Cu F4 N12 O14 S' _chemical_formula_weight 1192.62 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 Tetragonal _symmetry_space_group_name_H-M 'P4/n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z' '-y+1/2, x, z' 'y, -x+1/2, z' '-x, -y, -z' 'x-1/2, y-1/2, -z' 'y-1/2, -x, -z' '-y, x-1/2, -z' _cell_length_a 17.870(2) _cell_length_b 17.870(2) _cell_length_c 7.7402(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2471.8(5) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 6809 _cell_measurement_theta_min 2.28 _cell_measurement_theta_max 25.36 _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 1.602 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1234 _exptl_absorpt_coefficient_mu 0.582 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9549 _exptl_absorpt_correction_T_max 0.9771 _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 24929 _diffrn_reflns_av_R_equivalents 0.0420 _diffrn_reflns_av_unetI/netI 0.0233 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 26.50 _reflns_number_total 2570 _reflns_number_gt 2188 _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 3.1' _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^)+(0.1036P)^2^+2.9256P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2570 _refine_ls_number_parameters 177 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0614 _refine_ls_wR_factor_ref 0.1855 _refine_ls_wR_factor_gt 0.1790 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_restrained_S_all 1.072 _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 0.7500 0.7500 0.72366(10) 0.0334(3) Uani 1 4 d S . . N2 N 1.03138(16) 0.7771(2) 0.4875(5) 0.0613(10) Uani 1 1 d . . . H2 H 1.0785 0.7735 0.5079 0.074 Uiso 1 1 calc R . . S1 S 0.2500 0.7500 0.5000 0.0396(4) Uani 1 4 d S . . N1 N 0.86200(16) 0.73502(16) 0.7380(4) 0.0460(7) Uani 1 1 d . . . N3 N 1.07116(18) 0.8282(2) 0.2335(6) 0.0623(10) Uani 1 1 d . . . H3 H 1.1147 0.8228 0.2792 0.075 Uiso 1 1 calc R . . O1 O 0.94667(17) 0.8131(3) 0.2831(5) 0.0893(12) Uani 1 1 d . . . O2 O 0.28699(18) 0.69367(18) 0.3963(5) 0.0792(10) Uani 1 1 d . . . F1 F 1.0801(2) 0.9471(2) -0.4216(5) 0.1083(12) Uani 1 1 d . . . C4 C 0.98348(19) 0.75122(19) 0.6164(6) 0.0505(9) Uani 1 1 d . . . C5 C 0.90654(19) 0.76234(19) 0.6138(6) 0.0496(9) Uani 1 1 d . . . H5 H 0.8854 0.7894 0.5235 0.060 Uiso 1 1 calc R . . C7 C 1.0694(2) 0.8573(2) 0.0661(6) 0.0562(11) Uani 1 1 d . . . C3 C 1.0140(2) 0.7131(2) 0.7552(7) 0.0676(14) Uani 1 1 d . . . H3A H 1.0654 0.7053 0.7614 0.081 Uiso 1 1 calc R . . C1 C 0.8926(2) 0.6974(2) 0.8712(7) 0.0647(12) Uani 1 1 d . . . H1 H 0.8618 0.6780 0.9571 0.078 Uiso 1 1 calc R . . C8 C 1.1326(2) 0.8483(2) -0.0363(7) 0.0669(13) Uani 1 1 d . . . H8 H 1.1730 0.8213 0.0067 0.080 Uiso 1 1 calc R . . C6 C 1.0117(2) 0.8075(2) 0.3327(7) 0.0600(11) Uani 1 1 d . . . C2 C 0.9687(2) 0.6872(3) 0.8819(8) 0.0770(15) Uani 1 1 d . . . H2A H 0.9890 0.6624 0.9765 0.092 Uiso 1 1 calc R . . C9 C 1.1369(3) 0.8778(3) -0.1979(8) 0.0778(16) Uani 1 1 d . . . H9 H 1.1797 0.8717 -0.2646 0.093 Uiso 1 1 calc R . . C11 C 1.0130(3) 0.9258(3) -0.1657(8) 0.0774(14) Uani 1 1 d . . . H11 H 0.9724 0.9516 -0.2116 0.093 Uiso 1 1 calc R . . C12 C 1.0089(2) 0.8964(3) -0.0020(7) 0.0677(13) Uani 1 1 d . . . H12 H 0.9657 0.9027 0.0634 0.081 Uiso 1 1 calc R . . C10 C 1.0766(3) 0.9170(3) -0.2605(7) 0.0774(15) Uani 1 1 d . . . O3 O 0.7500 0.7500 0.4334(11) 0.109(3) Uani 1 4 d S . . O4 O 0.8477(12) 0.6872(12) 0.243(2) 0.398(9) Uiso 1 1 d . . . O5 O 0.7500 0.7500 1.035(6) 0.46(2) Uiso 1 4 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 Cu1 0.0277(3) 0.0277(3) 0.0449(5) 0.000 0.000 0.000 N2 0.0233(14) 0.062(2) 0.098(3) -0.012(2) 0.0081(16) 0.0016(13) S1 0.0235(4) 0.0235(4) 0.0720(11) 0.000 0.000 0.000 N1 0.0326(14) 0.0321(14) 0.073(2) 0.0054(13) -0.0036(13) 0.0010(11) N3 0.0285(15) 0.055(2) 0.104(3) -0.0132(19) 0.0138(16) -0.0027(13) O1 0.0321(15) 0.128(3) 0.107(3) 0.020(2) 0.0112(16) -0.0028(17) O2 0.0637(19) 0.0613(19) 0.113(3) -0.0282(18) 0.0171(18) 0.0163(15) F1 0.115(3) 0.117(3) 0.092(2) -0.011(2) 0.030(2) -0.019(2) C4 0.0291(16) 0.0357(17) 0.087(3) -0.0100(17) 0.0004(17) 0.0006(13) C5 0.0310(16) 0.0392(18) 0.079(3) 0.0019(17) 0.0028(16) 0.0031(13) C7 0.0378(18) 0.0425(19) 0.088(3) -0.022(2) 0.0160(19) -0.0102(15) C3 0.0317(18) 0.046(2) 0.125(4) 0.002(2) -0.015(2) 0.0027(16) C1 0.046(2) 0.054(2) 0.094(3) 0.023(2) -0.015(2) -0.0079(17) C8 0.040(2) 0.052(2) 0.109(4) -0.030(2) 0.019(2) -0.0061(17) C6 0.0305(18) 0.056(2) 0.093(3) -0.012(2) 0.0107(19) -0.0011(16) C2 0.047(2) 0.059(3) 0.125(4) 0.030(3) -0.025(3) -0.0017(19) C9 0.063(3) 0.072(3) 0.098(4) -0.037(3) 0.036(3) -0.023(2) C11 0.067(3) 0.075(3) 0.091(4) -0.017(3) 0.012(3) -0.001(2) C12 0.045(2) 0.065(3) 0.093(3) -0.019(2) 0.021(2) 0.0042(19) C10 0.076(3) 0.074(3) 0.083(4) -0.028(3) 0.022(3) -0.020(3) O3 0.125(5) 0.125(5) 0.077(5) 0.000 0.000 0.000 _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 N1 2.022(3) 3_655 ? Cu1 N1 2.022(3) 4_565 ? Cu1 N1 2.022(3) 2_665 ? Cu1 N1 2.022(3) . ? Cu1 O3 2.247(8) . ? Cu1 O5 2.41(5) . ? N2 C6 1.362(6) . ? N2 C4 1.394(5) . ? S1 O2 1.447(3) 8_666 ? S1 O2 1.447(3) 7_566 ? S1 O2 1.447(3) 2_565 ? S1 O2 1.447(3) . ? N1 C5 1.340(5) . ? N1 C1 1.347(5) . ? N3 C6 1.362(5) . ? N3 C7 1.396(6) . ? O1 C6 1.227(5) . ? F1 C10 1.360(7) . ? C4 C3 1.385(6) . ? C4 C5 1.389(5) . ? C7 C8 1.389(5) . ? C7 C12 1.391(7) . ? C3 C2 1.354(7) . ? C1 C2 1.374(6) . ? C8 C9 1.360(8) . ? C9 C10 1.373(8) . ? C11 C10 1.362(7) . ? C11 C12 1.373(8) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N1 173.72(19) 3_655 4_565 ? N1 Cu1 N1 89.828(12) 3_655 2_665 ? N1 Cu1 N1 89.828(12) 4_565 2_665 ? N1 Cu1 N1 89.826(12) 3_655 . ? N1 Cu1 N1 89.829(12) 4_565 . ? N1 Cu1 N1 173.72(19) 2_665 . ? N1 Cu1 O3 93.14(10) 3_655 . ? N1 Cu1 O3 93.14(10) 4_565 . ? N1 Cu1 O3 93.14(10) 2_665 . ? N1 Cu1 O3 93.14(10) . . ? N1 Cu1 O5 86.86(10) 3_655 . ? N1 Cu1 O5 86.86(10) 4_565 . ? N1 Cu1 O5 86.86(10) 2_665 . ? N1 Cu1 O5 86.86(10) . . ? O3 Cu1 O5 180.00(2) . . ? C6 N2 C4 127.1(3) . . ? O2 S1 O2 112.6(3) 8_666 7_566 ? O2 S1 O2 107.91(16) 8_666 2_565 ? O2 S1 O2 107.91(16) 7_566 2_565 ? O2 S1 O2 107.91(16) 8_666 . ? O2 S1 O2 107.91(16) 7_566 . ? O2 S1 O2 112.6(3) 2_565 . ? C5 N1 C1 119.3(3) . . ? C5 N1 Cu1 120.0(2) . . ? C1 N1 Cu1 120.7(3) . . ? C6 N3 C7 127.3(4) . . ? C3 C4 C5 118.2(4) . . ? C3 C4 N2 118.5(3) . . ? C5 C4 N2 123.4(4) . . ? N1 C5 C4 121.7(4) . . ? C8 C7 C12 118.2(5) . . ? C8 C7 N3 118.0(4) . . ? C12 C7 N3 123.8(4) . . ? C2 C3 C4 119.6(4) . . ? N1 C1 C2 120.9(4) . . ? C9 C8 C7 121.7(5) . . ? O1 C6 N2 123.5(4) . . ? O1 C6 N3 122.7(5) . . ? N2 C6 N3 113.7(4) . . ? C3 C2 C1 120.2(4) . . ? C8 C9 C10 118.6(4) . . ? C10 C11 C12 119.8(6) . . ? C11 C12 C7 120.1(4) . . ? F1 C10 C11 119.1(6) . . ? F1 C10 C9 119.3(5) . . ? C11 C10 C9 121.6(6) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.947 _refine_diff_density_min -0.586 _refine_diff_density_rms 0.078 _database_code_depnum_ccdc_archive 'CCDC 941374' ####################################################################### # # 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_py4fu_cdso4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H48 Cd F4 N12 O12 S' _chemical_formula_weight 1205.44 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'P-4 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' _cell_length_a 18.1493(17) _cell_length_b 18.1493(17) _cell_length_c 7.9703(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2625.4(4) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9901 _cell_measurement_theta_min 2.51 _cell_measurement_theta_max 29.69 _exptl_crystal_description BLOCK _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 1.00 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.525 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.543 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6129 _exptl_absorpt_correction_T_max 0.9786 _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 25089 _diffrn_reflns_av_R_equivalents 0.0418 _diffrn_reflns_av_unetI/netI 0.0291 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.12 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4632 _reflns_number_gt 4534 _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 3.1' _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^)+(0.0459P)^2^+2.6293P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4632 _refine_ls_number_parameters 353 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0344 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0895 _refine_ls_wR_factor_gt 0.0888 _refine_ls_goodness_of_fit_ref 1.092 _refine_ls_restrained_S_all 1.092 _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 Cd1 Cd 0.5000 0.0000 0.28360(4) 0.01656(10) Uani 1 2 d S . . S2 S 0.0000 0.0000 0.0000 0.0181(4) Uani 1 4 d S . . N2 N 0.37311(17) 0.03327(18) 0.2782(6) 0.0229(7) Uani 1 1 d . . . N1 N 0.52771(18) 0.12571(18) 0.2688(6) 0.0239(8) Uani 1 1 d . . . N5 N 0.21103(17) -0.00093(18) 0.0081(4) 0.0261(7) Uani 1 1 d . . . H5 H 0.1644 -0.0012 0.0269 0.031 Uiso 1 1 calc R . . N3 N 0.48453(19) 0.29128(17) 0.5202(5) 0.0279(8) Uani 1 1 d . . . H3 H 0.4946 0.3373 0.5094 0.033 Uiso 1 1 calc R . . N4 N 0.4245(2) 0.32906(17) 0.7552(5) 0.0269(10) Uani 1 1 d . . . H4 H 0.4313 0.3724 0.7147 0.032 Uiso 1 1 calc R . . N6 N 0.17988(18) -0.05448(18) -0.2410(4) 0.0231(9) Uani 1 1 d . . . H6 H 0.1363 -0.0550 -0.1988 0.028 Uiso 1 1 calc R . . O6 O 0.29922(14) -0.02520(16) -0.1884(4) 0.0333(7) Uani 1 1 d . . . O5 O 0.4334(2) 0.20726(16) 0.6947(5) 0.0547(10) Uani 1 1 d . . . F2 F 0.1973(2) -0.17217(17) -0.8775(4) 0.0557(8) Uani 1 1 d . . . C5 C 0.5097(2) 0.1686(2) 0.4008(5) 0.0283(9) Uani 1 1 d . . . H5A H 0.4974 0.1460 0.5017 0.034 Uiso 1 1 calc R . . C13 C 0.3304(2) 0.0069(2) 0.1542(5) 0.0225(8) Uani 1 1 d . . . H13 H 0.3510 -0.0256 0.0771 0.027 Uiso 1 1 calc R . . C14 C 0.2572(2) 0.0261(2) 0.1364(5) 0.0221(8) Uani 1 1 d . . . C24 C 0.1282(2) -0.0771(2) -0.5134(5) 0.0275(9) Uani 1 1 d . . . H24 H 0.0857 -0.0530 -0.4783 0.033 Uiso 1 1 calc R . . C18 C 0.2347(2) -0.0268(2) -0.1443(5) 0.0246(8) Uani 1 1 d . . . C4 C 0.5088(2) 0.2452(2) 0.3926(5) 0.0248(8) Uani 1 1 d . . . C19 C 0.1882(2) -0.0824(2) -0.4051(5) 0.0243(8) Uani 1 1 d . . . C2 C 0.5551(2) 0.2323(2) 0.1132(6) 0.0327(11) Uani 1 1 d . . . H2 H 0.5725 0.2534 0.0145 0.039 Uiso 1 1 calc R . . C22 C 0.1932(3) -0.1430(2) -0.7218(6) 0.0339(10) Uani 1 1 d . . . C1 C 0.5504(2) 0.1580(2) 0.1277(5) 0.0273(9) Uani 1 1 d . . . H1 H 0.5634 0.1288 0.0367 0.033 Uiso 1 1 calc R . . C7 C 0.3911(2) 0.3241(2) 0.9148(5) 0.0258(8) Uani 1 1 d . . . C6 C 0.4465(2) 0.2716(2) 0.6610(5) 0.0286(9) Uani 1 1 d . . . C12 C 0.4078(2) 0.3776(2) 1.0330(5) 0.0305(9) Uani 1 1 d . . . H12 H 0.4409 0.4148 1.0057 0.037 Uiso 1 1 calc R . . C20 C 0.2512(2) -0.1193(2) -0.4583(6) 0.0351(10) Uani 1 1 d . . . H20 H 0.2911 -0.1243 -0.3862 0.042 Uiso 1 1 calc R . . C3 C 0.5341(2) 0.2762(2) 0.2444(5) 0.0282(10) Uani 1 1 d . . . H3A H 0.5369 0.3272 0.2341 0.034 Uiso 1 1 calc R . . C23 C 0.1312(3) -0.1074(2) -0.6741(5) 0.0339(10) Uani 1 1 d . . . H23 H 0.0913 -0.1032 -0.7469 0.041 Uiso 1 1 calc R . . C21 C 0.2544(3) -0.1483(3) -0.6184(6) 0.0409(11) Uani 1 1 d . . . H21 H 0.2971 -0.1711 -0.6564 0.049 Uiso 1 1 calc R . . C10 C 0.3269(3) 0.3222(3) 1.2273(7) 0.0429(12) Uani 1 1 d . . . C8 C 0.3395(3) 0.2706(3) 0.9542(6) 0.0396(11) Uani 1 1 d . . . H8 H 0.3260 0.2358 0.8743 0.048 Uiso 1 1 calc R . . O3 O 0.5000 0.0000 0.5684(4) 0.0302(7) Uani 1 2 d S . . O4 O 0.5000 0.0000 -0.0010(4) 0.0301(7) Uani 1 2 d S . . O2 O 0.05628(15) 0.03600(15) 0.1037(4) 0.0328(7) Uani 1 1 d . . . O1 O 0.5337(2) 0.4419(2) 0.4030(6) 0.0602(11) Uani 1 1 d . . . C11 C 0.3762(2) 0.3766(3) 1.1909(5) 0.0348(10) Uani 1 1 d . . . H11 H 0.3881 0.4122 1.2702 0.042 Uiso 1 1 calc R . . C15 C 0.2267(2) 0.0721(3) 0.2553(5) 0.0346(11) Uani 1 1 d . . . H15 H 0.1770 0.0845 0.2499 0.042 Uiso 1 1 calc R . . C16 C 0.2698(2) 0.0993(3) 0.3806(6) 0.0427(12) Uani 1 1 d . . . H16 H 0.2501 0.1310 0.4605 0.051 Uiso 1 1 calc R . . C17 C 0.3431(2) 0.0793(2) 0.3878(5) 0.0314(9) Uani 1 1 d . . . H17 H 0.3724 0.0987 0.4725 0.038 Uiso 1 1 calc R . . C9 C 0.3083(3) 0.2687(3) 1.1119(8) 0.0513(14) Uani 1 1 d . . . H9 H 0.2749 0.2319 1.1400 0.062 Uiso 1 1 calc R . . F1 F 0.2968(2) 0.31973(19) 1.3830(4) 0.0658(9) Uani 1 1 d . . . O7 O 0.40980(14) 0.06965(14) 0.7914(4) 0.0275(6) Uani 1 1 d . . . S1 S 0.5000 0.5000 0.5000 0.0218(4) Uani 1 4 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 Cd1 0.0167(2) 0.0167(2) 0.01631(16) 0.000 0.000 0.00119(17) S2 0.0165(5) 0.0165(5) 0.0213(9) 0.000 0.000 0.000 N2 0.0158(15) 0.0306(17) 0.0224(19) -0.0008(17) 0.0004(17) 0.0003(13) N1 0.0286(18) 0.0224(17) 0.021(2) 0.0005(16) 0.0051(16) -0.0024(14) N5 0.0147(15) 0.0377(19) 0.0260(18) -0.0021(15) 0.0001(13) -0.0022(13) N3 0.0385(19) 0.0132(15) 0.0321(19) -0.0015(13) 0.0041(15) -0.0032(13) N4 0.0373(19) 0.0133(15) 0.030(3) 0.0030(13) 0.0026(15) 0.0002(13) N6 0.0185(16) 0.0333(18) 0.018(2) -0.0025(14) 0.0016(13) -0.0028(13) O6 0.0161(13) 0.0501(18) 0.0335(17) -0.0095(14) 0.0020(12) -0.0030(12) O5 0.096(3) 0.0189(15) 0.049(2) 0.0013(15) 0.036(2) -0.0036(16) F2 0.093(2) 0.0488(17) 0.0251(15) -0.0071(13) -0.0040(17) 0.0045(17) C5 0.040(2) 0.0190(19) 0.026(2) 0.0055(16) 0.0026(18) -0.0053(16) C13 0.0216(18) 0.024(2) 0.0217(19) -0.0007(16) 0.0036(15) 0.0026(15) C14 0.0160(18) 0.029(2) 0.022(2) 0.0021(18) 0.0018(16) -0.0043(16) C24 0.032(2) 0.026(2) 0.025(2) 0.0075(17) -0.0040(17) -0.0010(16) C18 0.0183(19) 0.029(2) 0.027(2) 0.0029(16) 0.0026(16) -0.0011(15) C4 0.0206(19) 0.0225(19) 0.031(2) 0.0015(16) -0.0006(16) -0.0003(14) C19 0.023(2) 0.026(2) 0.024(2) 0.0026(16) 0.0000(16) -0.0017(16) C2 0.038(3) 0.025(2) 0.035(3) 0.0052(19) 0.010(2) -0.0027(18) C22 0.059(3) 0.028(2) 0.0145(19) 0.0032(18) 0.003(2) -0.0013(19) C1 0.028(2) 0.028(2) 0.026(2) -0.0024(17) 0.0029(18) 0.0012(16) C7 0.027(2) 0.0206(19) 0.030(2) -0.0015(16) -0.0014(17) 0.0034(15) C6 0.036(2) 0.019(2) 0.030(2) 0.0015(17) 0.0019(18) -0.0012(16) C12 0.028(2) 0.030(2) 0.033(2) -0.0051(18) -0.0047(18) 0.0036(17) C20 0.027(2) 0.045(3) 0.033(2) -0.006(2) 0.0029(18) 0.0026(18) C3 0.032(2) 0.0217(19) 0.031(3) 0.0061(16) 0.0014(18) -0.0036(16) C23 0.050(3) 0.031(2) 0.021(2) 0.0082(17) -0.0128(18) -0.0039(19) C21 0.037(2) 0.045(3) 0.041(3) -0.007(2) 0.008(2) 0.002(2) C10 0.053(3) 0.056(3) 0.020(2) -0.002(2) -0.001(2) 0.009(2) C8 0.051(3) 0.031(2) 0.037(3) -0.0043(19) 0.007(2) -0.014(2) O3 0.039(3) 0.036(3) 0.0158(16) 0.000 0.000 0.008(3) O4 0.035(3) 0.032(3) 0.0234(17) 0.000 0.000 0.010(3) O2 0.0289(15) 0.0229(14) 0.0466(19) -0.0079(13) -0.0113(13) 0.0000(11) O1 0.047(2) 0.049(2) 0.084(3) -0.025(2) 0.023(2) 0.0025(16) C11 0.033(2) 0.045(3) 0.027(2) -0.015(2) -0.0122(19) 0.0091(19) C15 0.021(2) 0.052(3) 0.031(3) -0.010(2) 0.0002(16) 0.0085(19) C16 0.034(2) 0.063(3) 0.032(2) -0.015(2) 0.003(2) 0.013(2) C17 0.027(2) 0.049(3) 0.019(2) -0.0069(18) -0.0029(16) 0.0043(18) C9 0.065(3) 0.036(3) 0.053(4) -0.004(2) 0.018(3) -0.018(2) F1 0.087(2) 0.075(2) 0.0356(17) -0.0010(16) 0.0182(17) -0.0027(18) O7 0.0257(14) 0.0290(14) 0.0277(14) 0.0081(13) 0.0038(12) 0.0029(11) S1 0.0142(5) 0.0142(5) 0.0371(11) 0.000 0.000 0.000 _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 Cd1 O4 2.269(3) . ? Cd1 O3 2.270(3) . ? Cd1 N1 2.339(3) 2_655 ? Cd1 N1 2.339(3) . ? Cd1 N2 2.381(3) . ? Cd1 N2 2.381(3) 2_655 ? S2 O2 1.468(3) 3 ? S2 O2 1.468(3) 2 ? S2 O2 1.468(3) 4 ? S2 O2 1.468(3) . ? N2 C17 1.326(6) . ? N2 C13 1.344(6) . ? N1 C1 1.333(6) . ? N1 C5 1.349(6) . ? N5 C18 1.372(5) . ? N5 C14 1.409(5) . ? N3 C6 1.365(5) . ? N3 C4 1.389(5) . ? N4 C6 1.345(5) . ? N4 C7 1.412(5) . ? N6 C18 1.355(5) . ? N6 C19 1.411(5) . ? O6 C18 1.223(4) . ? O5 C6 1.222(5) . ? F2 C22 1.351(5) . ? C5 C4 1.392(5) . ? C13 C14 1.382(5) . ? C14 C15 1.379(6) . ? C24 C23 1.395(6) . ? C24 C19 1.393(6) . ? C4 C3 1.387(6) . ? C19 C20 1.391(6) . ? C2 C1 1.356(6) . ? C2 C3 1.368(6) . ? C22 C23 1.353(6) . ? C22 C21 1.386(7) . ? C7 C8 1.386(6) . ? C7 C12 1.386(6) . ? C12 C11 1.383(6) . ? C20 C21 1.382(7) . ? C10 F1 1.357(6) . ? C10 C11 1.363(7) . ? C10 C9 1.379(7) . ? C8 C9 1.379(7) . ? O1 S1 1.443(3) . ? C15 C16 1.361(6) . ? C16 C17 1.379(6) . ? S1 O1 1.443(3) 4_656 ? S1 O1 1.443(3) 3_566 ? S1 O1 1.443(3) 2_665 ? 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 Cd1 O3 180.0 . . ? O4 Cd1 N1 87.10(11) . 2_655 ? O3 Cd1 N1 92.90(11) . 2_655 ? O4 Cd1 N1 87.10(11) . . ? O3 Cd1 N1 92.90(11) . . ? N1 Cd1 N1 174.2(2) 2_655 . ? O4 Cd1 N2 88.96(12) . . ? O3 Cd1 N2 91.04(12) . . ? N1 Cd1 N2 92.20(12) 2_655 . ? N1 Cd1 N2 87.69(12) . . ? O4 Cd1 N2 88.96(12) . 2_655 ? O3 Cd1 N2 91.04(12) . 2_655 ? N1 Cd1 N2 87.69(12) 2_655 2_655 ? N1 Cd1 N2 92.20(12) . 2_655 ? N2 Cd1 N2 177.9(2) . 2_655 ? O2 S2 O2 108.50(13) 3 2 ? O2 S2 O2 111.4(3) 3 4 ? O2 S2 O2 108.50(13) 2 4 ? O2 S2 O2 108.50(13) 3 . ? O2 S2 O2 111.4(3) 2 . ? O2 S2 O2 108.51(13) 4 . ? C17 N2 C13 118.2(3) . . ? C17 N2 Cd1 123.0(3) . . ? C13 N2 Cd1 118.7(3) . . ? C1 N1 C5 118.6(3) . . ? C1 N1 Cd1 122.6(3) . . ? C5 N1 Cd1 118.1(3) . . ? C18 N5 C14 125.2(3) . . ? C6 N3 C4 127.2(3) . . ? C6 N4 C7 125.5(3) . . ? C18 N6 C19 125.6(3) . . ? N1 C5 C4 122.9(4) . . ? N2 C13 C14 122.7(4) . . ? C13 C14 C15 117.9(4) . . ? C13 C14 N5 123.9(4) . . ? C15 C14 N5 118.1(3) . . ? C23 C24 C19 120.8(4) . . ? O6 C18 N6 123.3(4) . . ? O6 C18 N5 123.1(4) . . ? N6 C18 N5 113.6(3) . . ? N3 C4 C3 119.0(3) . . ? N3 C4 C5 124.8(4) . . ? C3 C4 C5 116.2(4) . . ? C20 C19 C24 119.1(4) . . ? C20 C19 N6 122.9(4) . . ? C24 C19 N6 117.8(4) . . ? C1 C2 C3 119.8(4) . . ? F2 C22 C23 119.4(4) . . ? F2 C22 C21 118.4(4) . . ? C23 C22 C21 122.2(4) . . ? N1 C1 C2 121.9(4) . . ? C8 C7 C12 119.0(4) . . ? C8 C7 N4 122.6(4) . . ? C12 C7 N4 118.3(4) . . ? O5 C6 N4 124.1(4) . . ? O5 C6 N3 121.9(4) . . ? N4 C6 N3 114.0(3) . . ? C11 C12 C7 121.2(4) . . ? C21 C20 C19 120.0(4) . . ? C2 C3 C4 120.4(4) . . ? C22 C23 C24 118.6(4) . . ? C20 C21 C22 119.2(4) . . ? F1 C10 C11 118.9(5) . . ? F1 C10 C9 119.2(5) . . ? C11 C10 C9 121.9(5) . . ? C9 C8 C7 120.1(4) . . ? C10 C11 C12 118.4(4) . . ? C16 C15 C14 119.5(4) . . ? C15 C16 C17 119.3(4) . . ? N2 C17 C16 122.3(4) . . ? C8 C9 C10 119.4(5) . . ? O1 S1 O1 106.68(18) . 4_656 ? O1 S1 O1 106.67(18) . 3_566 ? O1 S1 O1 115.2(4) 4_656 3_566 ? O1 S1 O1 115.2(4) . 2_665 ? O1 S1 O1 106.67(18) 4_656 2_665 ? O1 S1 O1 106.67(18) 3_566 2_665 ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.748 _refine_diff_density_min -0.867 _refine_diff_density_rms 0.071 _database_code_depnum_ccdc_archive 'CCDC 941375' ####################################################################### # # 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_PY4CNU_CuSO4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C52 H40 Cu N16 O8 S' _chemical_formula_weight 1112.60 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 Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 13.2254(8) _cell_length_b 14.6731(9) _cell_length_c 17.1748(10) _cell_angle_alpha 98.663(2) _cell_angle_beta 109.9000(10) _cell_angle_gamma 103.784(2) _cell_volume 2944.0(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 8525 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 23.59 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.255 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1146 _exptl_absorpt_coefficient_mu 0.469 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9634 _exptl_absorpt_correction_T_max 0.9861 _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 43020 _diffrn_reflns_av_R_equivalents 0.0543 _diffrn_reflns_av_unetI/netI 0.0500 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.30 _diffrn_reflns_theta_max 25.20 _reflns_number_total 10556 _reflns_number_gt 8144 _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 3.1' _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. ; 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 -0.012 0.000 0.000 672 162 ' ' _platon_squeeze_details ; The unit cell contains some disordered solvent molecules 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^)+(0.0789P)^2^+2.8182P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10556 _refine_ls_number_parameters 693 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0701 _refine_ls_R_factor_gt 0.0551 _refine_ls_wR_factor_ref 0.1522 _refine_ls_wR_factor_gt 0.1436 _refine_ls_goodness_of_fit_ref 1.046 _refine_ls_restrained_S_all 1.046 _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 0.92397(3) 0.64181(3) 0.66597(3) 0.02234(13) Uani 1 1 d . . . S1 S 0.51000(6) 0.80504(6) 0.18235(5) 0.02099(19) Uani 1 1 d . . . N1 N 1.0067(2) 0.66026(18) 0.79276(17) 0.0224(6) Uani 1 1 d . . . N2 N 0.8380(2) 0.63171(18) 0.54146(17) 0.0221(6) Uani 1 1 d . . . N3 N 0.7797(2) 0.56166(18) 0.67004(17) 0.0217(6) Uani 1 1 d . . . N16 N 0.8702(2) -0.2012(2) 0.71566(18) 0.0272(6) Uani 1 1 d . . . O7 O 0.84057(18) 0.31340(15) 0.71814(14) 0.0240(5) Uani 1 1 d . . . C20 C 0.6075(3) 0.9881(2) 0.4394(2) 0.0235(7) Uani 1 1 d . . . C37 C 0.8786(3) 0.0380(2) 0.7191(2) 0.0245(7) Uani 1 1 d . . . H37 H 0.9242 0.0297 0.6894 0.029 Uiso 1 1 calc R . . O8 O 1.05154(19) 0.98263(16) 0.62722(16) 0.0318(6) Uani 1 1 d . . . N7 N 0.6915(2) 0.77274(18) 0.40918(17) 0.0223(6) Uani 1 1 d . . . H7 H 0.6608 0.7661 0.3549 0.027 Uiso 1 1 calc R . . N4 N 1.0671(2) 0.71979(18) 0.65682(17) 0.0214(6) Uani 1 1 d . . . O1 O 0.52155(18) 0.75057(16) 0.24952(14) 0.0281(5) Uani 1 1 d . . . O5 O 1.3006(2) 0.58203(18) 0.83715(15) 0.0333(6) Uani 1 1 d . . . O6 O 0.7463(2) 0.88320(17) 0.53793(15) 0.0355(6) Uani 1 1 d . . . C42 C 1.1983(3) 0.8753(2) 0.6804(2) 0.0234(7) Uani 1 1 d . . . N11 N 1.2265(2) 0.97554(18) 0.70506(19) 0.0275(7) Uani 1 1 d . . . H11 H 1.2952 1.0088 0.7381 0.033 Uiso 1 1 calc R . . C17 C 0.7343(2) 0.6989(2) 0.4348(2) 0.0200(7) Uani 1 1 d . . . O2 O 0.54337(19) 0.90842(16) 0.22431(15) 0.0301(5) Uani 1 1 d . . . N12 N 1.1923(2) 1.12131(18) 0.71646(18) 0.0247(6) Uani 1 1 d . . . H12 H 1.2589 1.1419 0.7566 0.030 Uiso 1 1 calc R . . N9 N 0.6834(2) 0.33797(18) 0.73258(17) 0.0217(6) Uani 1 1 d . . . H9 H 0.6276 0.3140 0.7462 0.026 Uiso 1 1 calc R . . N13 N 0.9717(2) 1.4837(2) 0.63374(19) 0.0286(7) Uani 1 1 d . . . N10 N 0.7453(2) 0.21662(18) 0.78011(17) 0.0210(6) Uani 1 1 d . . . H10 H 0.7058 0.2190 0.8107 0.025 Uiso 1 1 calc R . . N5 N 1.2834(2) 0.6712(2) 0.95048(18) 0.0306(7) Uani 1 1 d . . . H5 H 1.3193 0.6992 1.0042 0.037 Uiso 1 1 calc R . . N6 N 1.4518(2) 0.6488(2) 0.96560(18) 0.0295(7) Uani 1 1 d . . . H6 H 1.4750 0.6909 1.0136 0.035 Uiso 1 1 calc R . . N15 N 1.8556(3) 0.4624(2) 0.9207(2) 0.0421(8) Uani 1 1 d . . . N14 N 0.5342(5) 1.3319(4) 0.4850(4) 0.1009(17) Uiso 1 1 d . . . C33 C 0.7851(2) 0.1368(2) 0.7737(2) 0.0204(7) Uani 1 1 d . . . C36 C 0.8349(3) -0.0368(2) 0.7510(2) 0.0227(7) Uani 1 1 d . . . C31 C 0.6822(3) 0.5812(2) 0.6382(2) 0.0258(7) Uani 1 1 d . . . H31 H 0.6812 0.6350 0.6158 0.031 Uiso 1 1 calc R . . C18 C 0.8043(3) 0.7063(2) 0.5182(2) 0.0222(7) Uani 1 1 d . . . H18 H 0.8284 0.7646 0.5592 0.027 Uiso 1 1 calc R . . C43 C 1.0986(3) 0.8163(2) 0.6806(2) 0.0248(7) Uani 1 1 d . . . H43 H 1.0522 0.8456 0.6981 0.030 Uiso 1 1 calc R . . C29 C 0.5845(3) 0.4437(2) 0.6703(2) 0.0288(8) Uani 1 1 d . . . H29 H 0.5185 0.4044 0.6711 0.035 Uiso 1 1 calc R . . C48 C 1.0460(3) 1.3390(2) 0.6613(2) 0.0240(7) Uani 1 1 d . . . C32 C 0.7631(2) 0.2916(2) 0.7423(2) 0.0197(7) Uani 1 1 d . . . C16 C 0.7046(3) 0.6139(2) 0.3734(2) 0.0234(7) Uani 1 1 d . . . H16 H 0.6600 0.6077 0.3166 0.028 Uiso 1 1 calc R . . C19 C 0.6928(3) 0.8552(2) 0.4610(2) 0.0241(7) Uani 1 1 d . . . C28 C 0.6850(3) 0.4216(2) 0.7022(2) 0.0207(7) Uani 1 1 d . . . C10 C 1.6980(3) 0.5301(3) 0.9366(2) 0.0303(8) Uani 1 1 d . . . C1 C 0.9587(3) 0.6857(2) 0.8470(2) 0.0258(7) Uani 1 1 d . . . H1 H 0.8854 0.6891 0.8247 0.031 Uiso 1 1 calc R . . C44 C 1.1484(3) 1.0234(2) 0.6786(2) 0.0252(7) Uani 1 1 d . . . C11 C 1.5853(3) 0.4801(3) 0.8866(2) 0.0317(8) Uani 1 1 d . . . H11A H 1.5657 0.4208 0.8481 0.038 Uiso 1 1 calc R . . C39 C 1.1342(3) 0.6777(2) 0.6314(2) 0.0291(8) Uani 1 1 d . . . H39 H 1.1114 0.6105 0.6126 0.035 Uiso 1 1 calc R . . C3 C 1.1222(3) 0.7015(3) 0.9682(2) 0.0302(8) Uani 1 1 d . . . H3 H 1.1614 0.7167 1.0272 0.036 Uiso 1 1 calc R . . C41 C 1.2687(3) 0.8308(2) 0.6576(2) 0.0287(8) Uani 1 1 d . . . H41 H 1.3375 0.8676 0.6593 0.034 Uiso 1 1 calc R . . C27 C 0.7816(3) 0.4839(2) 0.7022(2) 0.0214(7) Uani 1 1 d . . . H27 H 0.8500 0.4715 0.7253 0.026 Uiso 1 1 calc R . . C13 C 1.7859(3) 0.4910(3) 0.9284(2) 0.0335(8) Uani 1 1 d . . . C35 C 0.7698(3) -0.0229(2) 0.7978(2) 0.0278(8) Uani 1 1 d . . . H35 H 0.7433 -0.0715 0.8217 0.033 Uiso 1 1 calc R . . C45 C 1.1375(3) 1.1908(2) 0.6951(2) 0.0222(7) Uani 1 1 d . . . C22 C 0.4868(3) 1.0885(3) 0.4070(2) 0.0338(8) Uani 1 1 d . . . H22 H 0.4187 1.0964 0.3744 0.041 Uiso 1 1 calc R . . C7 C 1.5305(3) 0.6065(3) 0.9511(2) 0.0272(7) Uani 1 1 d . . . C46 C 1.1771(3) 1.2785(2) 0.7567(2) 0.0267(7) Uani 1 1 d . . . H46 H 1.2347 1.2873 0.8094 0.032 Uiso 1 1 calc R . . C5 C 1.1116(3) 0.6531(2) 0.8261(2) 0.0228(7) Uani 1 1 d . . . H5A H 1.1444 0.6340 0.7890 0.027 Uiso 1 1 calc R . . C51 C 1.0026(3) 1.4180(2) 0.6445(2) 0.0258(7) Uani 1 1 d . . . C12 C 1.5013(3) 0.5181(2) 0.8937(2) 0.0294(8) Uani 1 1 d . . . H12A H 1.4256 0.4843 0.8600 0.035 Uiso 1 1 calc R . . C34 C 0.7447(3) 0.0629(2) 0.8088(2) 0.0291(8) Uani 1 1 d . . . H34 H 0.7007 0.0718 0.8398 0.035 Uiso 1 1 calc R . . C14 C 0.8061(3) 0.5489(2) 0.4816(2) 0.0289(8) Uani 1 1 d . . . H14 H 0.8286 0.4970 0.4980 0.035 Uiso 1 1 calc R . . C4 C 1.1726(3) 0.6730(2) 0.9133(2) 0.0248(7) Uani 1 1 d . . . C49 C 1.0065(3) 1.2514(2) 0.5996(2) 0.0269(7) Uani 1 1 d . . . H49 H 0.9492 1.2426 0.5468 0.032 Uiso 1 1 calc R . . C15 C 0.7419(3) 0.5379(2) 0.3974(2) 0.0294(8) Uani 1 1 d . . . H15 H 0.7235 0.4804 0.3569 0.035 Uiso 1 1 calc R . . C8 C 1.6439(3) 0.6562(3) 1.0008(2) 0.0336(8) Uani 1 1 d . . . H8 H 1.6637 0.7160 1.0387 0.040 Uiso 1 1 calc R . . C47 C 1.1316(3) 1.3524(2) 0.7401(2) 0.0278(8) Uani 1 1 d . . . H47 H 1.1582 1.4107 0.7814 0.033 Uiso 1 1 calc R . . C2 C 1.0149(3) 0.7067(3) 0.9342(2) 0.0298(8) Uani 1 1 d . . . H2 H 0.9798 0.7244 0.9701 0.036 Uiso 1 1 calc R . . C38 C 0.8549(3) 0.1241(2) 0.7312(2) 0.0233(7) Uani 1 1 d . . . H38 H 0.8860 0.1741 0.7107 0.028 Uiso 1 1 calc R . . C21 C 0.5055(3) 1.0013(2) 0.3909(2) 0.0271(7) Uani 1 1 d . . . H21 H 0.4497 0.9499 0.3471 0.032 Uiso 1 1 calc R . . C25 C 0.6892(3) 1.0646(2) 0.5074(2) 0.0280(8) Uani 1 1 d . . . H25 H 0.7560 1.0562 0.5419 0.034 Uiso 1 1 calc R . . C50 C 1.0519(3) 1.1774(2) 0.6163(2) 0.0249(7) Uani 1 1 d . . . H50 H 1.0252 1.1190 0.5749 0.030 Uiso 1 1 calc R . . C23 C 0.5702(3) 1.1653(3) 0.4725(2) 0.0359(9) Uani 1 1 d . . . C30 C 0.5830(3) 0.5234(2) 0.6379(2) 0.0320(8) Uani 1 1 d . . . H30 H 0.5160 0.5384 0.6160 0.038 Uiso 1 1 calc R . . C6 C 1.3415(3) 0.6296(3) 0.9108(2) 0.0275(8) Uani 1 1 d . . . C40 C 1.2351(3) 0.7307(3) 0.6322(3) 0.0373(9) Uani 1 1 d . . . H40 H 1.2808 0.6994 0.6158 0.045 Uiso 1 1 calc R . . C9 C 1.7274(3) 0.6183(3) 0.9949(2) 0.0370(9) Uani 1 1 d . . . H9A H 1.8029 0.6514 1.0295 0.044 Uiso 1 1 calc R . . C24 C 0.6698(3) 1.1523(3) 0.5226(2) 0.0345(9) Uani 1 1 d . . . H24 H 0.7244 1.2035 0.5672 0.041 Uiso 1 1 calc R . . C26 C 0.5505(4) 1.2559(4) 0.4826(3) 0.0621(13) Uiso 1 1 d . . . O3 O 0.58137(18) 0.78726(17) 0.13683(15) 0.0288(5) Uani 1 1 d . . . O4 O 0.39004(18) 0.77149(16) 0.12313(14) 0.0267(5) Uani 1 1 d . . . C52 C 0.8546(3) -0.1286(2) 0.7325(2) 0.0242(7) Uani 1 1 d . . . N8 N 0.6225(2) 0.89964(19) 0.41358(17) 0.0251(6) Uani 1 1 d . . . H8A H 0.5825 0.8686 0.3610 0.030 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 0.0177(2) 0.0190(2) 0.0324(2) 0.01376(17) 0.00944(17) 0.00540(15) S1 0.0165(4) 0.0209(4) 0.0251(4) 0.0046(3) 0.0088(3) 0.0048(3) N1 0.0187(13) 0.0156(13) 0.0345(16) 0.0105(11) 0.0105(12) 0.0055(10) N2 0.0193(13) 0.0168(14) 0.0339(16) 0.0101(12) 0.0128(12) 0.0063(11) N3 0.0192(13) 0.0135(13) 0.0325(15) 0.0090(11) 0.0092(12) 0.0047(10) N16 0.0260(15) 0.0215(16) 0.0369(17) 0.0121(13) 0.0126(13) 0.0091(12) O7 0.0244(12) 0.0165(11) 0.0390(13) 0.0113(10) 0.0181(11) 0.0092(9) C20 0.0253(17) 0.0230(17) 0.0258(17) 0.0085(14) 0.0118(14) 0.0096(13) C37 0.0244(17) 0.0222(17) 0.0350(19) 0.0123(14) 0.0158(15) 0.0122(14) O8 0.0231(13) 0.0174(12) 0.0512(16) 0.0093(11) 0.0104(11) 0.0057(10) N7 0.0257(14) 0.0218(14) 0.0217(14) 0.0074(11) 0.0082(12) 0.0118(11) N4 0.0221(13) 0.0150(13) 0.0298(15) 0.0111(11) 0.0114(12) 0.0055(11) O1 0.0225(12) 0.0302(13) 0.0273(12) 0.0099(10) 0.0076(10) 0.0025(10) O5 0.0277(13) 0.0410(15) 0.0289(14) 0.0019(12) 0.0063(11) 0.0185(11) O6 0.0454(15) 0.0300(14) 0.0266(14) 0.0053(11) 0.0037(12) 0.0202(12) C42 0.0193(16) 0.0173(16) 0.0363(19) 0.0122(14) 0.0108(14) 0.0070(13) N11 0.0157(13) 0.0121(13) 0.0534(19) 0.0091(13) 0.0117(13) 0.0040(10) C17 0.0153(15) 0.0190(16) 0.0301(18) 0.0085(13) 0.0123(13) 0.0064(12) O2 0.0239(12) 0.0204(12) 0.0425(14) 0.0002(10) 0.0135(11) 0.0048(10) N12 0.0188(13) 0.0160(14) 0.0404(17) 0.0093(12) 0.0102(12) 0.0082(11) N9 0.0179(13) 0.0156(13) 0.0368(16) 0.0122(12) 0.0134(12) 0.0072(10) N13 0.0261(15) 0.0214(15) 0.0461(18) 0.0153(13) 0.0176(13) 0.0117(12) N10 0.0234(14) 0.0162(13) 0.0315(15) 0.0097(11) 0.0167(12) 0.0097(11) N5 0.0233(15) 0.0428(18) 0.0236(15) 0.0019(13) 0.0057(12) 0.0158(13) N6 0.0240(15) 0.0361(17) 0.0296(16) 0.0029(13) 0.0097(12) 0.0158(13) N15 0.0306(17) 0.046(2) 0.050(2) 0.0021(16) 0.0152(15) 0.0206(15) C33 0.0163(15) 0.0152(15) 0.0266(17) 0.0054(13) 0.0062(13) 0.0029(12) C36 0.0220(16) 0.0158(16) 0.0323(18) 0.0092(13) 0.0088(14) 0.0103(13) C31 0.0229(17) 0.0211(17) 0.039(2) 0.0138(15) 0.0129(15) 0.0110(13) C18 0.0224(16) 0.0172(16) 0.0298(18) 0.0067(13) 0.0123(14) 0.0074(13) C43 0.0218(16) 0.0180(17) 0.041(2) 0.0131(14) 0.0147(15) 0.0104(13) C29 0.0205(16) 0.0219(17) 0.049(2) 0.0142(16) 0.0155(16) 0.0084(13) C48 0.0206(16) 0.0203(17) 0.041(2) 0.0126(15) 0.0186(15) 0.0102(13) C32 0.0194(15) 0.0136(15) 0.0257(17) 0.0041(13) 0.0092(13) 0.0044(12) C16 0.0176(15) 0.0262(18) 0.0264(17) 0.0070(14) 0.0087(13) 0.0068(13) C19 0.0226(16) 0.0224(17) 0.0295(19) 0.0087(14) 0.0113(15) 0.0082(13) C28 0.0216(16) 0.0165(16) 0.0268(17) 0.0072(13) 0.0118(13) 0.0062(12) C10 0.0291(18) 0.034(2) 0.033(2) 0.0074(16) 0.0139(16) 0.0185(16) C1 0.0213(16) 0.0238(17) 0.039(2) 0.0145(15) 0.0158(15) 0.0095(13) C44 0.0212(17) 0.0172(16) 0.042(2) 0.0101(15) 0.0165(16) 0.0064(13) C11 0.0297(19) 0.0286(19) 0.042(2) 0.0085(16) 0.0182(16) 0.0119(15) C39 0.0352(19) 0.0135(16) 0.048(2) 0.0093(15) 0.0250(17) 0.0091(14) C3 0.0277(18) 0.035(2) 0.0284(19) 0.0079(15) 0.0090(15) 0.0133(15) C41 0.0253(17) 0.0205(17) 0.049(2) 0.0133(16) 0.0222(16) 0.0091(14) C27 0.0180(15) 0.0189(16) 0.0287(17) 0.0091(13) 0.0081(13) 0.0080(12) C13 0.0302(19) 0.033(2) 0.033(2) 0.0026(16) 0.0093(16) 0.0109(16) C35 0.0339(19) 0.0182(17) 0.042(2) 0.0145(15) 0.0213(16) 0.0121(14) C45 0.0208(16) 0.0149(16) 0.0368(19) 0.0120(14) 0.0163(14) 0.0056(12) C22 0.037(2) 0.042(2) 0.034(2) 0.0142(17) 0.0161(17) 0.0258(17) C7 0.0215(17) 0.034(2) 0.0316(19) 0.0111(15) 0.0122(14) 0.0137(14) C46 0.0275(17) 0.0221(17) 0.0336(19) 0.0114(15) 0.0117(15) 0.0109(14) C5 0.0210(16) 0.0173(16) 0.0331(19) 0.0085(14) 0.0109(14) 0.0094(13) C51 0.0226(16) 0.0243(18) 0.039(2) 0.0141(15) 0.0190(15) 0.0091(14) C12 0.0232(17) 0.0282(19) 0.036(2) 0.0082(16) 0.0099(15) 0.0089(14) C34 0.0334(19) 0.0262(18) 0.043(2) 0.0169(16) 0.0258(17) 0.0146(15) C14 0.0265(17) 0.0178(17) 0.044(2) 0.0121(15) 0.0119(16) 0.0108(14) C4 0.0197(16) 0.0241(17) 0.0316(19) 0.0085(14) 0.0093(14) 0.0088(13) C49 0.0214(16) 0.0248(18) 0.0364(19) 0.0122(15) 0.0117(15) 0.0077(14) C15 0.0254(17) 0.0187(17) 0.042(2) 0.0031(15) 0.0111(16) 0.0081(14) C8 0.0274(18) 0.037(2) 0.032(2) -0.0031(16) 0.0092(16) 0.0134(16) C47 0.0298(18) 0.0181(17) 0.039(2) 0.0070(15) 0.0167(16) 0.0099(14) C2 0.0283(18) 0.035(2) 0.034(2) 0.0103(16) 0.0176(16) 0.0153(15) C38 0.0217(16) 0.0194(16) 0.0351(19) 0.0122(14) 0.0152(14) 0.0083(13) C21 0.0279(18) 0.0248(18) 0.0289(18) 0.0071(14) 0.0100(15) 0.0105(14) C25 0.0325(19) 0.0247(18) 0.0275(18) 0.0084(14) 0.0093(15) 0.0128(15) C50 0.0245(17) 0.0154(16) 0.0375(19) 0.0090(14) 0.0142(15) 0.0060(13) C23 0.058(2) 0.028(2) 0.031(2) 0.0098(16) 0.0188(18) 0.0259(18) C30 0.0212(17) 0.0292(19) 0.052(2) 0.0194(17) 0.0135(16) 0.0157(15) C6 0.0235(17) 0.0331(19) 0.030(2) 0.0123(16) 0.0102(15) 0.0139(15) C40 0.038(2) 0.0266(19) 0.068(3) 0.0175(18) 0.038(2) 0.0183(16) C9 0.0214(18) 0.045(2) 0.040(2) 0.0003(18) 0.0083(16) 0.0132(16) C24 0.049(2) 0.0211(18) 0.0293(19) 0.0045(15) 0.0112(17) 0.0109(16) O3 0.0236(12) 0.0327(13) 0.0352(13) 0.0067(11) 0.0163(10) 0.0119(10) O4 0.0178(11) 0.0327(13) 0.0256(12) 0.0031(10) 0.0074(9) 0.0053(10) C52 0.0238(17) 0.0199(18) 0.0345(19) 0.0131(14) 0.0143(15) 0.0083(14) N8 0.0297(15) 0.0186(14) 0.0249(15) 0.0035(11) 0.0049(12) 0.0139(12) _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 N2 2.014(3) . ? Cu1 N1 2.018(3) . ? Cu1 N3 2.018(3) . ? Cu1 N4 2.035(3) . ? S1 O3 1.459(2) . ? S1 O2 1.466(2) . ? S1 O4 1.474(2) . ? S1 O1 1.486(2) . ? N1 C5 1.347(4) . ? N1 C1 1.350(4) . ? N2 C14 1.340(4) . ? N2 C18 1.342(4) . ? N3 C31 1.338(4) . ? N3 C27 1.343(4) . ? N16 C52 1.147(4) . ? O7 C32 1.224(4) . ? C20 N8 1.389(4) . ? C20 C21 1.399(5) . ? C20 C25 1.399(5) . ? C37 C38 1.376(4) . ? C37 C36 1.391(4) . ? O8 C44 1.218(4) . ? N7 C19 1.382(4) . ? N7 C17 1.399(4) . ? N4 C43 1.332(4) . ? N4 C39 1.343(4) . ? O5 C6 1.211(4) . ? O6 C19 1.216(4) . ? C42 C41 1.381(5) . ? C42 N11 1.388(4) . ? C42 C43 1.395(4) . ? N11 C44 1.374(4) . ? C17 C16 1.382(5) . ? C17 C18 1.387(4) . ? N12 C44 1.374(4) . ? N12 C45 1.408(4) . ? N9 C32 1.364(4) . ? N9 C28 1.403(4) . ? N13 C51 1.149(4) . ? N10 C32 1.372(4) . ? N10 C33 1.397(4) . ? N5 C6 1.372(4) . ? N5 C4 1.394(4) . ? N6 C6 1.372(4) . ? N6 C7 1.402(4) . ? N15 C13 1.137(5) . ? N14 C26 1.182(7) . ? C33 C38 1.387(4) . ? C33 C34 1.402(4) . ? C36 C35 1.390(5) . ? C36 C52 1.442(4) . ? C31 C30 1.379(5) . ? C29 C30 1.371(5) . ? C29 C28 1.391(4) . ? C48 C47 1.386(5) . ? C48 C49 1.393(5) . ? C48 C51 1.437(4) . ? C16 C15 1.385(5) . ? C19 N8 1.373(4) . ? C28 C27 1.381(4) . ? C10 C11 1.383(5) . ? C10 C9 1.391(5) . ? C10 C13 1.451(5) . ? C1 C2 1.372(5) . ? C11 C12 1.388(5) . ? C39 C40 1.368(5) . ? C3 C2 1.365(5) . ? C3 C4 1.397(5) . ? C41 C40 1.382(5) . ? C35 C34 1.379(5) . ? C45 C50 1.387(5) . ? C45 C46 1.393(5) . ? C22 C21 1.366(5) . ? C22 C23 1.389(5) . ? C7 C12 1.386(5) . ? C7 C8 1.389(5) . ? C46 C47 1.381(5) . ? C5 C4 1.382(5) . ? C14 C15 1.366(5) . ? C49 C50 1.381(5) . ? C8 C9 1.375(5) . ? C25 C24 1.376(5) . ? C23 C24 1.382(5) . ? C23 C26 1.412(6) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 N1 175.93(10) . . ? N2 Cu1 N3 89.04(10) . . ? N1 Cu1 N3 90.73(10) . . ? N2 Cu1 N4 88.97(10) . . ? N1 Cu1 N4 91.34(10) . . ? N3 Cu1 N4 177.70(11) . . ? O3 S1 O2 110.90(14) . . ? O3 S1 O4 110.56(13) . . ? O2 S1 O4 109.66(14) . . ? O3 S1 O1 109.91(14) . . ? O2 S1 O1 107.97(14) . . ? O4 S1 O1 107.74(13) . . ? C5 N1 C1 118.3(3) . . ? C5 N1 Cu1 122.1(2) . . ? C1 N1 Cu1 119.6(2) . . ? C14 N2 C18 118.8(3) . . ? C14 N2 Cu1 121.2(2) . . ? C18 N2 Cu1 119.8(2) . . ? C31 N3 C27 119.5(3) . . ? C31 N3 Cu1 122.0(2) . . ? C27 N3 Cu1 118.4(2) . . ? N8 C20 C21 116.7(3) . . ? N8 C20 C25 124.1(3) . . ? C21 C20 C25 119.1(3) . . ? C38 C37 C36 120.4(3) . . ? C19 N7 C17 127.6(3) . . ? C43 N4 C39 118.4(3) . . ? C43 N4 Cu1 119.0(2) . . ? C39 N4 Cu1 122.5(2) . . ? C41 C42 N11 121.6(3) . . ? C41 C42 C43 118.0(3) . . ? N11 C42 C43 120.4(3) . . ? C44 N11 C42 122.2(3) . . ? C16 C17 C18 118.5(3) . . ? C16 C17 N7 117.9(3) . . ? C18 C17 N7 123.5(3) . . ? C44 N12 C45 125.6(3) . . ? C32 N9 C28 125.2(3) . . ? C32 N10 C33 126.3(3) . . ? C6 N5 C4 127.1(3) . . ? C6 N6 C7 126.4(3) . . ? C38 C33 N10 124.6(3) . . ? C38 C33 C34 118.9(3) . . ? N10 C33 C34 116.4(3) . . ? C35 C36 C37 119.6(3) . . ? C35 C36 C52 121.1(3) . . ? C37 C36 C52 119.3(3) . . ? N3 C31 C30 121.5(3) . . ? N2 C18 C17 121.8(3) . . ? N4 C43 C42 122.8(3) . . ? C30 C29 C28 119.9(3) . . ? C47 C48 C49 120.0(3) . . ? C47 C48 C51 118.5(3) . . ? C49 C48 C51 121.5(3) . . ? O7 C32 N9 123.4(3) . . ? O7 C32 N10 123.9(3) . . ? N9 C32 N10 112.7(3) . . ? C17 C16 C15 119.3(3) . . ? O6 C19 N8 124.7(3) . . ? O6 C19 N7 124.9(3) . . ? N8 C19 N7 110.4(3) . . ? C27 C28 C29 117.9(3) . . ? C27 C28 N9 123.5(3) . . ? C29 C28 N9 118.7(3) . . ? C11 C10 C9 119.9(3) . . ? C11 C10 C13 120.4(3) . . ? C9 C10 C13 119.7(3) . . ? N1 C1 C2 121.9(3) . . ? O8 C44 N11 123.1(3) . . ? O8 C44 N12 124.5(3) . . ? N11 C44 N12 112.4(3) . . ? C10 C11 C12 120.4(3) . . ? N4 C39 C40 122.1(3) . . ? C2 C3 C4 119.2(3) . . ? C42 C41 C40 118.9(3) . . ? N3 C27 C28 122.1(3) . . ? N15 C13 C10 178.0(4) . . ? C34 C35 C36 119.9(3) . . ? C50 C45 C46 119.9(3) . . ? C50 C45 N12 123.6(3) . . ? C46 C45 N12 116.5(3) . . ? C21 C22 C23 119.6(3) . . ? C12 C7 C8 119.4(3) . . ? C12 C7 N6 124.0(3) . . ? C8 C7 N6 116.5(3) . . ? C47 C46 C45 120.5(3) . . ? N1 C5 C4 122.6(3) . . ? N13 C51 C48 177.3(4) . . ? C7 C12 C11 119.8(3) . . ? C35 C34 C33 120.5(3) . . ? N2 C14 C15 122.6(3) . . ? C5 C4 N5 124.5(3) . . ? C5 C4 C3 118.0(3) . . ? N5 C4 C3 117.4(3) . . ? C50 C49 C48 120.5(3) . . ? C14 C15 C16 118.8(3) . . ? C9 C8 C7 121.0(3) . . ? C46 C47 C48 119.5(3) . . ? C3 C2 C1 119.9(3) . . ? C37 C38 C33 120.5(3) . . ? C22 C21 C20 120.9(3) . . ? C24 C25 C20 119.4(3) . . ? C49 C50 C45 119.6(3) . . ? C24 C23 C22 120.0(3) . . ? C24 C23 C26 122.4(4) . . ? C22 C23 C26 117.6(4) . . ? C29 C30 C31 119.1(3) . . ? O5 C6 N5 124.3(3) . . ? O5 C6 N6 124.6(3) . . ? N5 C6 N6 111.0(3) . . ? C39 C40 C41 119.7(3) . . ? C8 C9 C10 119.5(3) . . ? C25 C24 C23 120.9(3) . . ? N14 C26 C23 174.9(6) . . ? N16 C52 C36 178.2(3) . . ? C19 N8 C20 128.6(3) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.20 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.422 _refine_diff_density_min -1.106 _refine_diff_density_rms 0.079 _database_code_depnum_ccdc_archive 'CCDC 941376' ####################################################################### # # 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_3py4cnu_coso4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H40 Co N10 O14 S' _chemical_formula_weight 879.73 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' 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 '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 30.708(2) _cell_length_b 6.6182(5) _cell_length_c 19.1423(15) _cell_angle_alpha 90.00 _cell_angle_beta 94.254(2) _cell_angle_gamma 90.00 _cell_volume 3879.6(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 3652 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 24.08 _exptl_crystal_description PLATE _exptl_crystal_colour COLOURLESS _exptl_crystal_size_max 0.06 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.506 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1828 _exptl_absorpt_coefficient_mu 0.576 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.9663 _exptl_absorpt_correction_T_max 0.9829 _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 14781 _diffrn_reflns_av_R_equivalents 0.0733 _diffrn_reflns_av_unetI/netI 0.0552 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 33 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3126 _reflns_number_gt 2394 _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 3.1' _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^)+(0.1426P)^2^+18.9372P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3126 _refine_ls_number_parameters 266 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1035 _refine_ls_R_factor_gt 0.0836 _refine_ls_wR_factor_ref 0.2396 _refine_ls_wR_factor_gt 0.2180 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 C16 C 0.18409(19) 0.2957(9) 0.4729(3) 0.0377(13) Uani 1 1 d . . . H16A H 0.1689 0.4096 0.4517 0.057 Uiso 1 1 calc R . . H16B H 0.2074 0.2571 0.4449 0.057 Uiso 1 1 calc R . . H16C H 0.1958 0.3312 0.5191 0.057 Uiso 1 1 calc R . . O1W O 0.9747(3) 0.7713(14) 0.1985(4) 0.123(3) Uani 1 1 d . . . O5 O 0.9821(5) 0.505(2) 0.2079(8) 0.074(4) Uiso 0.43 1 d P A 2 O4 O 0.9750(6) 0.227(3) 0.3200(8) 0.067(4) Uiso 0.39 1 d P A 2 O5A O 0.9639(4) 0.3669(17) 0.2049(6) 0.075(3) Uiso 0.57 1 d P A 1 O4A O 0.9884(3) 0.1456(15) 0.3096(4) 0.061(2) Uiso 0.61 1 d P A 1 Co1 Co 0.0000 -0.5000 0.0000 0.0243(4) Uani 1 2 d S . . S2 S 1.0000 0.2899(4) 0.2500 0.0759(11) Uani 1 2 d S . . N1 N 0.05642(13) -0.4341(7) 0.0693(2) 0.0267(9) Uani 1 1 d . . . N2 N 0.09792(13) -0.0259(6) 0.1826(2) 0.0244(9) Uani 1 1 d . . . H2 H 0.0726 0.0240 0.1889 0.029 Uiso 1 1 calc R . . N3 N 0.12318(12) 0.2320(6) 0.2546(2) 0.0232(9) Uani 1 1 d . . . H3 H 0.0965 0.2390 0.2652 0.028 Uiso 1 1 calc R . . N4 N 0.25675(17) 0.9788(7) 0.3844(3) 0.0399(12) Uani 1 1 d . . . O3 O 0.17110(10) 0.0345(5) 0.19863(19) 0.0276(8) Uani 1 1 d . . . O1 O -0.00494(14) -0.7768(6) 0.0536(3) 0.0541(13) Uani 1 1 d . . . O2 O -0.04005(13) -0.3619(7) 0.0714(2) 0.0493(12) Uani 1 1 d . . . C7 C 0.15211(14) 0.3794(7) 0.2833(2) 0.0203(10) Uani 1 1 d . . . C6 C 0.13387(14) 0.0780(7) 0.2113(2) 0.0205(9) Uani 1 1 d . . . C9 C 0.15997(16) 0.7111(8) 0.3351(2) 0.0257(10) Uani 1 1 d . . . H9 H 0.1477 0.8295 0.3509 0.031 Uiso 1 1 calc R . . C12 C 0.19734(14) 0.3569(7) 0.2875(2) 0.0210(10) Uani 1 1 d . . . H12 H 0.2098 0.2380 0.2723 0.025 Uiso 1 1 calc R . . C5 C 0.09045(16) -0.5593(8) 0.0727(3) 0.0274(11) Uani 1 1 d . . . H5 H 0.0875 -0.6834 0.0500 0.033 Uiso 1 1 calc R . . C2 C 0.09904(15) -0.2050(7) 0.1442(2) 0.0222(10) Uani 1 1 d . . . C3 C 0.13464(14) -0.3343(7) 0.1446(2) 0.0213(10) Uani 1 1 d . . . H3A H 0.1610 -0.3006 0.1687 0.026 Uiso 1 1 calc R . . C10 C 0.20550(15) 0.6892(7) 0.3377(2) 0.0242(10) Uani 1 1 d . . . C4 C 0.13000(16) -0.5134(7) 0.1083(3) 0.0240(10) Uani 1 1 d . . . H4 H 0.1533 -0.6029 0.1078 0.029 Uiso 1 1 calc R . . C13 C 0.23354(17) 0.8523(8) 0.3634(2) 0.0306(12) Uani 1 1 d . . . C1 C 0.06092(16) -0.2591(7) 0.1040(3) 0.0267(11) Uani 1 1 d . . . H1A H 0.0376 -0.1691 0.1014 0.032 Uiso 1 1 calc R . . C8 C 0.13352(15) 0.5560(8) 0.3090(2) 0.0250(10) Uani 1 1 d . . . H8 H 0.1033 0.5684 0.3083 0.030 Uiso 1 1 calc R . . C11 C 0.22374(16) 0.5131(7) 0.3143(2) 0.0241(10) Uani 1 1 d . . . H11 H 0.2539 0.4991 0.3165 0.029 Uiso 1 1 calc R . . N5 N 0.15377(14) 0.1268(6) 0.4771(2) 0.0270(9) Uani 1 1 d . . . O6 O 0.08390(13) 0.0142(6) 0.4620(3) 0.0476(11) Uani 1 1 d . . . C14 C 0.11230(18) 0.1456(9) 0.4560(3) 0.0345(12) Uani 1 1 d . . . H14 H 0.1035 0.2669 0.4348 0.041 Uiso 1 1 calc R . . C15 C 0.17044(18) -0.0542(9) 0.5126(3) 0.0354(12) Uani 1 1 d . . . H15A H 0.1691 -0.0383 0.5622 0.053 Uiso 1 1 calc R . . H15B H 0.2002 -0.0757 0.5021 0.053 Uiso 1 1 calc R . . H15C H 0.1530 -0.1682 0.4968 0.053 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 C16 0.036(3) 0.039(3) 0.039(3) 0.000(2) 0.005(2) -0.011(2) O1W 0.142(8) 0.133(7) 0.090(5) 0.001(5) -0.012(5) -0.025(6) Co1 0.0163(5) 0.0214(6) 0.0339(6) -0.0067(4) -0.0080(4) -0.0001(3) S2 0.0073(9) 0.0333(13) 0.187(3) 0.000 0.0047(13) 0.000 N1 0.0177(19) 0.025(2) 0.037(2) -0.0061(18) -0.0071(16) -0.0004(17) N2 0.0102(18) 0.027(2) 0.035(2) -0.0111(17) -0.0041(16) 0.0009(15) N3 0.0109(18) 0.031(2) 0.0277(19) -0.0094(17) 0.0023(14) -0.0023(15) N4 0.030(2) 0.035(3) 0.053(3) -0.018(2) 0.000(2) -0.009(2) O3 0.0143(17) 0.0296(19) 0.0391(19) -0.0119(15) 0.0031(14) -0.0026(13) O1 0.030(2) 0.033(2) 0.095(4) 0.015(2) -0.020(2) -0.0047(18) O2 0.025(2) 0.069(3) 0.052(2) -0.028(2) -0.0080(17) 0.008(2) C7 0.016(2) 0.026(3) 0.018(2) -0.0046(18) -0.0013(16) -0.0030(18) C6 0.016(2) 0.020(2) 0.024(2) -0.0015(18) -0.0006(17) -0.0023(18) C9 0.025(2) 0.028(3) 0.024(2) -0.0049(19) -0.0009(18) 0.005(2) C12 0.015(2) 0.023(2) 0.025(2) -0.0052(18) 0.0019(16) 0.0007(18) C5 0.025(3) 0.023(2) 0.033(2) -0.004(2) -0.006(2) 0.003(2) C2 0.019(2) 0.022(2) 0.025(2) -0.0022(18) 0.0007(18) -0.0013(19) C3 0.017(2) 0.024(2) 0.022(2) 0.0032(18) -0.0038(17) -0.0034(18) C10 0.021(2) 0.027(3) 0.024(2) -0.0044(19) -0.0014(17) -0.0049(19) C4 0.021(2) 0.021(2) 0.030(2) 0.0031(18) -0.0036(19) 0.0006(18) C13 0.030(3) 0.036(3) 0.026(2) -0.005(2) 0.004(2) 0.001(2) C1 0.018(2) 0.025(3) 0.036(3) -0.006(2) -0.0044(19) 0.0008(19) C8 0.016(2) 0.028(3) 0.031(2) -0.006(2) -0.0022(18) 0.0042(19) C11 0.015(2) 0.033(3) 0.023(2) -0.0034(19) -0.0006(17) -0.0013(18) N5 0.025(2) 0.028(2) 0.028(2) 0.0044(17) 0.0018(16) -0.0006(17) O6 0.023(2) 0.045(3) 0.074(3) 0.014(2) -0.0064(19) -0.0067(17) C14 0.029(3) 0.035(3) 0.040(3) 0.007(2) 0.002(2) 0.004(2) C15 0.029(3) 0.041(3) 0.036(3) 0.010(2) 0.008(2) 0.004(2) _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 C16 N5 1.461(7) . ? O5 S2 1.705(14) . ? O4 S2 1.647(16) . ? O5A S2 1.445(11) . ? O4A S2 1.550(9) . ? Co1 O1 2.111(4) 5_545 ? Co1 O1 2.111(4) . ? Co1 O2 2.113(4) 5_545 ? Co1 O2 2.113(4) . ? Co1 N1 2.147(4) 5_545 ? Co1 N1 2.147(4) . ? S2 O5A 1.445(11) 2_755 ? S2 O4A 1.550(9) 2_755 ? S2 O4 1.647(16) 2_755 ? S2 O5 1.705(14) 2_755 ? N1 C5 1.331(7) . ? N1 C1 1.338(6) . ? N2 C6 1.380(6) . ? N2 C2 1.397(6) . ? N3 C6 1.369(6) . ? N3 C7 1.404(6) . ? N4 C13 1.152(7) . ? O3 C6 1.221(6) . ? C7 C12 1.394(6) . ? C7 C8 1.405(7) . ? C9 C8 1.379(7) . ? C9 C10 1.403(7) . ? C12 C11 1.388(7) . ? C5 C4 1.382(7) . ? C2 C3 1.388(7) . ? C2 C1 1.399(7) . ? C3 C4 1.375(7) . ? C10 C11 1.382(7) . ? C10 C13 1.444(7) . ? N5 C14 1.313(7) . ? N5 C15 1.451(7) . ? O6 C14 1.243(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 O1 Co1 O1 180.0 5_545 . ? O1 Co1 O2 89.7(2) 5_545 5_545 ? O1 Co1 O2 90.3(2) . 5_545 ? O1 Co1 O2 90.3(2) 5_545 . ? O1 Co1 O2 89.7(2) . . ? O2 Co1 O2 180.0 5_545 . ? O1 Co1 N1 87.69(16) 5_545 5_545 ? O1 Co1 N1 92.31(16) . 5_545 ? O2 Co1 N1 89.69(16) 5_545 5_545 ? O2 Co1 N1 90.31(16) . 5_545 ? O1 Co1 N1 92.31(16) 5_545 . ? O1 Co1 N1 87.69(16) . . ? O2 Co1 N1 90.31(16) 5_545 . ? O2 Co1 N1 89.69(16) . . ? N1 Co1 N1 180.0 5_545 . ? O5A S2 O5A 138.7(9) 2_755 . ? O5A S2 O4A 116.6(6) 2_755 2_755 ? O5A S2 O4A 89.2(6) . 2_755 ? O5A S2 O4A 89.2(6) 2_755 . ? O5A S2 O4A 116.6(6) . . ? O4A S2 O4A 103.9(8) 2_755 . ? O5A S2 O4 101.1(8) 2_755 2_755 ? O5A S2 O4 89.2(7) . 2_755 ? O4A S2 O4 25.7(6) 2_755 2_755 ? O4A S2 O4 126.2(9) . 2_755 ? O5A S2 O4 89.2(7) 2_755 . ? O5A S2 O4 101.1(8) . . ? O4A S2 O4 126.2(9) 2_755 . ? O4A S2 O4 25.7(6) . . ? O4 S2 O4 150.8(13) 2_755 . ? O5A S2 O5 38.6(6) 2_755 2_755 ? O5A S2 O5 101.2(8) . 2_755 ? O4A S2 O5 141.1(7) 2_755 2_755 ? O4A S2 O5 104.5(6) . 2_755 ? O4 S2 O5 116.2(8) 2_755 2_755 ? O4 S2 O5 88.8(8) . 2_755 ? O5A S2 O5 101.2(8) 2_755 . ? O5A S2 O5 38.6(6) . . ? O4A S2 O5 104.5(6) 2_755 . ? O4A S2 O5 141.1(7) . . ? O4 S2 O5 88.8(8) 2_755 . ? O4 S2 O5 116.2(8) . . ? O5 S2 O5 67.0(10) 2_755 . ? C5 N1 C1 117.5(4) . . ? C5 N1 Co1 119.9(3) . . ? C1 N1 Co1 122.1(3) . . ? C6 N2 C2 125.6(4) . . ? C6 N3 C7 125.5(4) . . ? C12 C7 N3 123.2(4) . . ? C12 C7 C8 119.9(4) . . ? N3 C7 C8 117.0(4) . . ? O3 C6 N3 124.5(4) . . ? O3 C6 N2 122.4(4) . . ? N3 C6 N2 113.1(4) . . ? C8 C9 C10 119.6(4) . . ? C11 C12 C7 119.6(4) . . ? N1 C5 C4 123.0(5) . . ? C3 C2 N2 124.8(4) . . ? C3 C2 C1 118.2(4) . . ? N2 C2 C1 117.0(4) . . ? C4 C3 C2 118.5(4) . . ? C11 C10 C9 120.1(4) . . ? C11 C10 C13 119.7(4) . . ? C9 C10 C13 120.2(5) . . ? C3 C4 C5 119.5(4) . . ? N4 C13 C10 178.2(6) . . ? N1 C1 C2 123.1(4) . . ? C9 C8 C7 120.1(4) . . ? C10 C11 C12 120.6(4) . . ? C14 N5 C15 121.5(5) . . ? C14 N5 C16 121.2(5) . . ? C15 N5 C16 117.0(4) . . ? O6 C14 N5 125.2(5) . . ? _diffrn_measured_fraction_theta_max 0.914 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.914 _refine_diff_density_max 1.244 _refine_diff_density_min -1.180 _refine_diff_density_rms 0.131 _database_code_depnum_ccdc_archive 'CCDC 941377'