Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 ####################################################################### # # 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_keg2 _database_code_depnum_ccdc_archive 'CCDC 653272' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C8 H11 Cu N3 O3 S2' _chemical_formula_weight 324.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, -z-1/2' _cell_length_a 6.381(4) _cell_length_b 20.120(10) _cell_length_c 10.386(5) _cell_angle_alpha 90.00 _cell_angle_beta 99.23(2) _cell_angle_gamma 90.00 _cell_volume 1316.1(12) _cell_formula_units_Z 4 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11 _cell_measurement_theta_max 27 _exptl_crystal_description parall _exptl_crystal_colour green _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.639 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 5.339 _exptl_absorpt_correction_type 'psi-scan empirical' _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'P21 Nicolet upgraded by Crystal Logic' _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -2.9 _diffrn_reflns_number 2078 _diffrn_reflns_av_R_equivalents 0.0440 _diffrn_reflns_av_sigmaI/netI 0.0392 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.39 _diffrn_reflns_theta_max 58.96 _reflns_number_total 1890 _reflns_number_gt 1709 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1099P)^2^+2.7314P] 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 SHELXL _refine_ls_extinction_coef 0.0089(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1890 _refine_ls_number_parameters 160 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0650 _refine_ls_R_factor_gt 0.0618 _refine_ls_wR_factor_ref 0.1880 _refine_ls_wR_factor_gt 0.1830 _refine_ls_goodness_of_fit_ref 1.088 _refine_ls_restrained_S_all 1.088 _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 0.5000 0.0000 1.0000 0.0310(4) Uani 1 2 d S . . Cu2 Cu 1.0000 0.0000 1.0000 0.0351(4) Uani 1 2 d S . . O1 O 0.5774(5) 0.09496(14) 1.0092(3) 0.0395(8) Uani 1 1 d . . . O2 O 0.9263(5) 0.09405(15) 1.0091(4) 0.0474(9) Uani 1 1 d . . . O3 O 0.7973(6) -0.0126(2) 1.1814(4) 0.0538(10) Uani 1 1 d . . . N1 N 0.7190(6) -0.0165(2) 0.8885(4) 0.0362(9) Uani 1 1 d . . . C1 C 0.7522(6) 0.1219(2) 1.0110(4) 0.0378(12) Uani 1 1 d . . . C2 C 0.7704(8) 0.1975(3) 1.0211(7) 0.0658(18) Uani 1 1 d . . . H2A H 0.8325 0.2083 1.1101 0.085 Uiso 1 1 calc R . . H2B H 0.8704 0.2117 0.9655 0.085 Uiso 1 1 calc R . . C3 C 0.5743(8) 0.2383(2) 0.9868(6) 0.0512(13) Uani 1 1 d . . . C4 C 0.5517(11) 0.2895(2) 0.8941(6) 0.0629(16) Uani 1 1 d . . . H4 H 0.6524 0.2997 0.8416 0.082 Uiso 1 1 calc R . . C5 C 0.3630(15) 0.3227(4) 0.8903(10) 0.106(3) Uani 1 1 d . . . H5 H 0.3213 0.3580 0.8342 0.138 Uiso 1 1 calc R . . C6 C 0.2455(11) 0.2992(4) 0.9752(11) 0.110(4) Uani 1 1 d . . . H6 H 0.1154 0.3171 0.9866 0.143 Uiso 1 1 calc R . . S1 S 0.3594(3) 0.23297(10) 1.0600(3) 0.1033(9) Uani 1 1 d . . . N2 N 0.6921(6) -0.0563(2) 0.8019(4) 0.0455(11) Uani 1 1 d . . . N3 N 0.6604(9) -0.0929(3) 0.7162(6) 0.0834(18) Uani 1 1 d . . . S2 S 0.8670(3) -0.05763(9) 1.29476(16) 0.0782(6) Uani 1 1 d . . . C7 C 0.696(3) -0.0440(9) 1.4012(13) 0.275(13) Uani 1 1 d . . . H7A H 0.7100 0.0011 1.4318 0.330 Uiso 1 1 calc R . . H7B H 0.7279 -0.0738 1.4738 0.330 Uiso 1 1 calc R . . H7C H 0.5532 -0.0515 1.3582 0.330 Uiso 1 1 calc R . . C8 C 0.792(2) -0.1350(4) 1.2479(10) 0.166(6) Uani 1 1 d . . . H8A H 0.8230 -0.1429 1.1617 0.199 Uiso 1 1 calc R . . H8B H 0.6424 -0.1399 1.2476 0.199 Uiso 1 1 calc R . . H8C H 0.8681 -0.1664 1.3074 0.199 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 0.0273(7) 0.0209(6) 0.0470(7) -0.0003(3) 0.0125(4) -0.0004(3) Cu2 0.0260(7) 0.0258(7) 0.0545(8) 0.0023(3) 0.0091(5) 0.0006(3) O1 0.0300(17) 0.0245(16) 0.066(2) -0.0016(13) 0.0140(13) -0.0003(14) O2 0.0305(18) 0.0291(17) 0.083(2) 0.0043(16) 0.0096(15) -0.0007(15) O3 0.053(2) 0.058(2) 0.051(2) 0.0177(17) 0.0103(17) 0.0028(17) N1 0.031(2) 0.0331(18) 0.045(2) -0.0066(19) 0.0085(16) -0.0020(16) C1 0.036(3) 0.024(2) 0.052(3) 0.0013(17) 0.004(2) 0.0018(17) C2 0.046(3) 0.027(3) 0.123(5) -0.006(3) 0.009(3) -0.005(2) C3 0.046(3) 0.024(2) 0.085(4) -0.008(2) 0.014(3) -0.002(2) C4 0.094(5) 0.026(3) 0.065(3) 0.006(2) 0.005(3) -0.002(3) C5 0.106(7) 0.050(4) 0.148(8) 0.015(5) -0.023(6) 0.005(4) C6 0.057(5) 0.058(5) 0.206(11) -0.029(5) -0.004(6) 0.020(3) S1 0.0804(14) 0.0634(12) 0.180(2) 0.0034(12) 0.0618(14) 0.0005(9) N2 0.041(2) 0.046(2) 0.052(3) -0.001(2) 0.0133(18) 0.0034(17) N3 0.095(4) 0.085(4) 0.071(3) -0.037(3) 0.016(3) -0.009(3) S2 0.0842(12) 0.0819(12) 0.0642(11) 0.0250(8) -0.0012(8) 0.0019(9) C7 0.44(3) 0.28(2) 0.157(12) 0.137(13) 0.204(17) 0.22(2) C8 0.287(15) 0.068(5) 0.114(7) 0.028(5) -0.056(9) -0.026(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.972(3) . ? Cu1 O1 1.972(3) 3_657 ? Cu1 N1 1.981(4) 3_657 ? Cu1 N1 1.981(4) . ? Cu1 O3 2.463(4) . ? Cu2 O2 1.956(3) . ? Cu2 O2 1.956(3) 3_757 ? Cu2 N1 2.000(4) 3_757 ? Cu2 N1 2.000(4) . ? O1 C1 1.238(5) . ? O2 C1 1.247(5) . ? O3 S2 1.496(4) . ? N1 N2 1.195(6) . ? C1 C2 1.527(7) . ? C2 C3 1.491(7) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 C4 1.402(8) . ? C3 S1 1.675(6) . ? C4 C5 1.372(10) . ? C4 H4 0.9300 . ? C5 C6 1.333(12) . ? C5 H5 0.9300 . ? C6 S1 1.695(10) . ? C6 H6 0.9300 . ? N2 N3 1.149(6) . ? S2 C8 1.677(9) . ? S2 C7 1.696(11) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 180.0(2) . 3_657 ? O1 Cu1 N1 90.20(15) . 3_657 ? O1 Cu1 N1 89.80(15) 3_657 3_657 ? O1 Cu1 N1 89.80(15) . . ? O1 Cu1 N1 90.20(15) 3_657 . ? N1 Cu1 N1 180.000(1) 3_657 . ? O1 Cu1 O3 84.65(14) . . ? O1 Cu1 O3 95.35(14) 3_657 . ? N1 Cu1 O3 95.69(14) 3_657 . ? N1 Cu1 O3 84.31(14) . . ? O2 Cu2 O2 180.000(1) . 3_757 ? O2 Cu2 N1 90.64(15) . 3_757 ? O2 Cu2 N1 89.36(15) 3_757 3_757 ? O2 Cu2 N1 89.36(15) . . ? O2 Cu2 N1 90.64(15) 3_757 . ? N1 Cu2 N1 180.0 3_757 . ? C1 O1 Cu1 130.0(3) . . ? C1 O2 Cu2 131.1(3) . . ? S2 O3 Cu1 139.5(2) . . ? N2 N1 Cu1 121.5(3) . . ? N2 N1 Cu2 123.7(3) . . ? Cu1 N1 Cu2 106.52(18) . . ? O1 C1 O2 127.3(5) . . ? O1 C1 C2 119.7(4) . . ? O2 C1 C2 113.0(4) . . ? C3 C2 C1 118.7(4) . . ? C3 C2 H2A 107.6 . . ? C1 C2 H2A 107.6 . . ? C3 C2 H2B 107.6 . . ? C1 C2 H2B 107.6 . . ? H2A C2 H2B 107.1 . . ? C4 C3 C2 123.9(5) . . ? C4 C3 S1 110.9(4) . . ? C2 C3 S1 125.0(4) . . ? C5 C4 C3 111.8(7) . . ? C5 C4 H4 124.1 . . ? C3 C4 H4 124.1 . . ? C6 C5 C4 113.0(7) . . ? C6 C5 H5 123.5 . . ? C4 C5 H5 123.5 . . ? C5 C6 S1 112.6(6) . . ? C5 C6 H6 123.7 . . ? S1 C6 H6 123.7 . . ? C3 S1 C6 91.6(4) . . ? N3 N2 N1 177.4(6) . . ? O3 S2 C8 107.4(4) . . ? O3 S2 C7 105.9(5) . . ? C8 S2 C7 99.0(9) . . ? S2 C7 H7A 109.5 . . ? S2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? S2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? S2 C8 H8A 109.5 . . ? S2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? S2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 58.96 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.877 _refine_diff_density_min -0.764 _refine_diff_density_rms 0.111 data_keg1 _database_code_depnum_ccdc_archive 'CCDC 653273' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H18 Cu3 N12 O6 S4' _chemical_formula_weight 769.26 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 '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 8.331(5) _cell_length_b 10.657(6) _cell_length_c 9.147(5) _cell_angle_alpha 103.69(2) _cell_angle_beta 115.89(3) _cell_angle_gamma 98.88(2) _cell_volume 678.3(7) _cell_formula_units_Z 1 _cell_measurement_temperature 298 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 11 _cell_measurement_theta_max 27 _exptl_crystal_description parall _exptl_crystal_colour green _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.883 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 385 _exptl_absorpt_coefficient_mu 6.113 _exptl_absorpt_correction_type 'psi-scan empirical' _exptl_absorpt_correction_T_min 0.54 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298 _diffrn_radiation_wavelength 1.54180 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'P21 Nicolet upgraded by Crystal Logic' _diffrn_measurement_method \q/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% -2.9 _diffrn_reflns_number 2190 _diffrn_reflns_av_R_equivalents 0.0741 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 5.72 _diffrn_reflns_theta_max 59.01 _reflns_number_total 1945 _reflns_number_gt 1888 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1499P)^2^+0.5071P] 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 SHELXL _refine_ls_extinction_coef 0.013(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1945 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0666 _refine_ls_R_factor_gt 0.0658 _refine_ls_wR_factor_ref 0.1855 _refine_ls_wR_factor_gt 0.1835 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.5000 0.0000 0.0393(4) Uani 1 2 d S . . Cu2 Cu 0.31595(8) 0.45026(6) 0.32414(7) 0.0398(4) Uani 1 1 d . . . O1 O -0.0036(4) 0.3147(3) -0.0907(4) 0.0481(9) Uani 1 1 d . . . O2 O 0.2268(4) 0.2834(3) 0.1344(4) 0.0449(8) Uani 1 1 d . . . N1 N 0.0672(5) 0.4839(4) 0.2310(5) 0.0408(9) Uani 1 1 d . . . N4 N 0.4497(6) 0.5988(4) 0.5493(5) 0.0542(11) Uani 1 1 d . . . C1 C 0.0988(6) 0.2477(4) -0.0208(5) 0.0390(10) Uani 1 1 d . C . C2 C 0.0675(6) 0.1111(4) -0.1328(6) 0.0413(10) Uani 1 1 d . . . C4 C -0.0538(10) -0.0850(7) -0.3722(8) 0.080(2) Uani 1 1 d . . . H4 H -0.1259 -0.1464 -0.4845 0.105 Uiso 1 1 calc R A 1 C5 C 0.0810(9) -0.1135(6) -0.2482(8) 0.0637(15) Uani 1 1 d . C . H5 H 0.1082 -0.1952 -0.2676 0.083 Uiso 1 1 calc R B 1 C3 C -0.0825(7) 0.0492(4) -0.3221(5) 0.0852(16) Uani 0.750(7) 1 d P C 1 S1 S 0.1941(2) 0.00799(16) -0.0591(2) 0.0530(7) Uani 0.750(7) 1 d P C 1 C3A C 0.1941(2) 0.00799(16) -0.0591(2) 0.0530(7) Uani 0.250(7) 1 d P C 2 S1A S -0.0825(7) 0.0492(4) -0.3221(5) 0.0852(16) Uani 0.250(7) 1 d P C 2 N2 N 0.0229(6) 0.5523(4) 0.3250(5) 0.0492(10) Uani 1 1 d . . . N3 N -0.0285(8) 0.6119(6) 0.4078(7) 0.0750(15) Uani 1 1 d . . . N5 N 0.4338(6) 0.7112(5) 0.5843(5) 0.0514(11) Uani 1 1 d . . . N6 N 0.4197(8) 0.8175(6) 0.6217(7) 0.0799(16) Uani 1 1 d . . . S2 S 0.50277(18) 0.67794(14) 0.15634(19) 0.0581(5) Uani 1 1 d . . . O3 O 0.3571(5) 0.5644(4) 0.1444(5) 0.0605(10) Uani 1 1 d . . . C6 C 0.4117(10) 0.6811(7) -0.0543(9) 0.0751(17) Uani 1 1 d . . . H6A H 0.4054 0.5981 -0.1293 0.098 Uiso 1 1 calc R . . H6B H 0.4910 0.7557 -0.0561 0.098 Uiso 1 1 calc R . . H6C H 0.2887 0.6911 -0.0934 0.098 Uiso 1 1 calc R . . C7 C 0.4726(11) 0.8309(7) 0.2517(10) 0.0818(19) Uani 1 1 d . . . H7A H 0.5246 0.8490 0.3738 0.106 Uiso 1 1 calc R . . H7B H 0.3418 0.8232 0.2009 0.106 Uiso 1 1 calc R . . H7C H 0.5349 0.9034 0.2322 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 0.0421(7) 0.0374(7) 0.0219(6) 0.0034(4) 0.0032(5) 0.0188(4) Cu2 0.0365(6) 0.0416(6) 0.0219(5) 0.0024(4) 0.0000(4) 0.0188(4) O1 0.0489(18) 0.0416(18) 0.0258(16) 0.0012(14) -0.0025(14) 0.0219(15) O2 0.0396(18) 0.0431(18) 0.0289(18) 0.0022(14) 0.0013(15) 0.0169(14) N1 0.0390(19) 0.049(2) 0.0240(18) 0.0070(16) 0.0062(16) 0.0241(17) N4 0.045(2) 0.057(3) 0.025(2) -0.0035(18) -0.0077(17) 0.0277(19) C1 0.038(2) 0.039(2) 0.029(2) 0.007(2) 0.008(2) 0.0151(19) C2 0.039(2) 0.038(2) 0.031(2) 0.0015(18) 0.0081(19) 0.0131(18) C4 0.079(4) 0.066(4) 0.045(3) -0.017(3) 0.004(3) 0.026(3) C5 0.071(4) 0.043(3) 0.063(4) 0.006(3) 0.025(3) 0.024(2) C3 0.103(3) 0.065(2) 0.046(2) -0.0090(17) 0.0145(19) 0.034(2) S1 0.0541(11) 0.0449(10) 0.0453(11) 0.0079(7) 0.0139(8) 0.0214(7) C3A 0.0541(11) 0.0449(10) 0.0453(11) 0.0079(7) 0.0139(8) 0.0214(7) S1A 0.103(3) 0.065(2) 0.046(2) -0.0090(17) 0.0145(19) 0.034(2) N2 0.046(2) 0.053(2) 0.038(2) 0.012(2) 0.0123(19) 0.0216(19) N3 0.083(4) 0.085(4) 0.061(3) 0.012(3) 0.038(3) 0.046(3) N5 0.051(2) 0.056(3) 0.027(2) 0.0046(19) 0.0037(18) 0.027(2) N6 0.090(4) 0.056(3) 0.064(3) 0.001(2) 0.017(3) 0.040(3) S2 0.0444(8) 0.0561(9) 0.0622(9) 0.0197(7) 0.0164(7) 0.0162(6) O3 0.063(2) 0.057(2) 0.057(2) 0.0255(18) 0.0236(19) 0.0158(17) C6 0.072(4) 0.082(4) 0.077(4) 0.029(4) 0.041(4) 0.019(3) C7 0.091(5) 0.059(4) 0.080(5) 0.010(3) 0.040(4) 0.009(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 O1 1.943(3) 2_565 ? Cu1 O1 1.943(3) . ? Cu1 N1 1.994(4) 2_565 ? Cu1 N1 1.994(4) . ? Cu1 O3 2.564(4) . ? Cu2 O2 1.931(3) . ? Cu2 N4 1.974(4) . ? Cu2 N1 1.995(4) . ? Cu2 N4 2.013(4) 2_666 ? Cu2 O3 2.369(4) . ? O1 C1 1.255(5) . ? O2 C1 1.262(5) . ? N1 N2 1.212(5) . ? N4 N5 1.208(6) . ? N4 Cu2 2.013(4) 2_666 ? C1 C2 1.476(6) . ? C2 C3 1.520(6) . ? C2 S1 1.691(5) . ? C4 C5 1.340(9) . ? C4 C3 1.484(7) . ? C4 H4 0.9300 . ? C5 S1 1.642(6) . ? C5 H5 0.9300 . ? N2 N3 1.140(6) . ? N5 N6 1.143(7) . ? S2 O3 1.522(4) . ? S2 C6 1.747(7) . ? S2 C7 1.768(7) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 O1 180.0 2_565 . ? O1 Cu1 N1 91.14(14) 2_565 2_565 ? O1 Cu1 N1 88.86(14) . 2_565 ? O1 Cu1 N1 88.86(14) 2_565 . ? O1 Cu1 N1 91.14(14) . . ? N1 Cu1 N1 180.0(2) 2_565 . ? O1 Cu1 O3 92.49(13) 2_565 . ? O1 Cu1 O3 87.51(13) . . ? N1 Cu1 O3 101.28(14) 2_565 . ? N1 Cu1 O3 78.72(14) . . ? O2 Cu2 N4 166.03(15) . . ? O2 Cu2 N1 93.04(15) . . ? N4 Cu2 N1 99.17(16) . . ? O2 Cu2 N4 88.92(15) . 2_666 ? N4 Cu2 N4 77.72(19) . 2_666 ? N1 Cu2 N4 167.72(18) . 2_666 ? O2 Cu2 O3 87.44(15) . . ? N4 Cu2 O3 100.57(18) . . ? N1 Cu2 O3 83.67(15) . . ? N4 Cu2 O3 108.54(17) 2_666 . ? C1 O1 Cu1 130.6(3) . . ? C1 O2 Cu2 130.2(3) . . ? N2 N1 Cu1 120.1(3) . . ? N2 N1 Cu2 121.4(3) . . ? Cu1 N1 Cu2 107.57(17) . . ? N5 N4 Cu2 128.8(3) . . ? N5 N4 Cu2 124.6(3) . 2_666 ? Cu2 N4 Cu2 102.28(19) . 2_666 ? O1 C1 O2 127.7(4) . . ? O1 C1 C2 116.5(4) . . ? O2 C1 C2 115.8(4) . . ? C1 C2 C3 123.5(4) . . ? C1 C2 S1 122.5(3) . . ? C3 C2 S1 114.0(3) . . ? C5 C4 C3 116.9(5) . . ? C5 C4 H4 121.6 . . ? C3 C4 H4 121.6 . . ? C4 C5 S1 114.4(4) . . ? C4 C5 H5 122.8 . . ? S1 C5 H5 122.8 . . ? C4 C3 C2 101.8(4) . . ? C5 S1 C2 93.0(3) . . ? N3 N2 N1 176.2(5) . . ? N6 N5 N4 178.1(6) . . ? O3 S2 C6 104.2(3) . . ? O3 S2 C7 106.4(3) . . ? C6 S2 C7 98.0(4) . . ? S2 O3 Cu2 138.7(2) . . ? S2 O3 Cu1 133.0(2) . . ? Cu2 O3 Cu1 81.35(11) . . ? S2 C6 H6A 109.5 . . ? S2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? S2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? S2 C7 H7A 109.5 . . ? S2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? S2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 59.01 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 0.842 _refine_diff_density_min -1.079 _refine_diff_density_rms 0.145 #===END