# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_contact_author_name 'C. Dendrinou-Samara' _publ_contact_author_email samkat@chem.auth.gr _publ_author_name C.Dendrinou-Samara data_kecu100a _database_code_depnum_ccdc_archive 'CCDC 787662' #TrackingRef 'kecu100a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H40 Cu3 N2 O14 S4' _chemical_formula_weight 995.54 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 -1.9650 0.5890 '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 8.6404(2) _cell_length_b 9.8779(3) _cell_length_c 11.6636(2) _cell_angle_alpha 97.7710(10) _cell_angle_beta 98.6420(10) _cell_angle_gamma 94.0850(10) _cell_volume 970.87(4) _cell_formula_units_Z 1 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 12296 _cell_measurement_theta_min 6.58 _cell_measurement_theta_max 71.88 _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.703 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 509 _exptl_absorpt_coefficient_mu 4.511 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.697 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'crystalClear, Rigaku MSC, 2005' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IPDS' _diffrn_measurement_method '\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12332 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 6.58 _diffrn_reflns_theta_max 63.99 _reflns_number_total 2989 _reflns_number_gt 2678 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'crystalClear, Rigaku MSC, 2005' _computing_cell_refinement 'crystalClear, Rigaku MSC, 2005' _computing_data_reduction 'crystalClear, Rigaku MSC, 2005' _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^)+(0.0985P)^2^+1.0495P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2989 _refine_ls_number_parameters 312 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0534 _refine_ls_R_factor_gt 0.0502 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1459 _refine_ls_goodness_of_fit_ref 1.066 _refine_ls_restrained_S_all 1.066 _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 0.23169(6) 0.94530(6) 0.14474(4) 0.0300(2) Uani 1 1 d . . . Cu2 Cu 0.5000 1.0000 0.0000 0.0290(3) Uani 1 2 d S . . O1 O 0.2886(3) 1.0507(3) 0.0246(2) 0.0282(6) Uani 1 1 d . . . O2 O 0.5380(3) 0.9731(3) 0.2080(2) 0.0399(7) Uani 1 1 d . . . H2O H 0.5121 0.8993 0.2314 0.052 Uiso 1 1 calc R . . O3 O -0.0244(3) 1.0090(3) 0.1478(2) 0.0393(8) Uani 1 1 d . . . H3O H -0.1018 1.0046 0.0940 0.051 Uiso 1 1 calc R . . N N 0.2750(4) 1.1253(4) 0.2575(3) 0.0322(8) Uani 1 1 d . . . O11 O 0.4155(3) 0.8040(3) -0.0405(2) 0.0363(7) Uani 1 1 d . . . O12 O 0.1897(3) 0.7782(3) 0.0324(2) 0.0369(7) Uani 1 1 d . . . C1 C 0.3084(5) 1.2363(5) 0.1877(4) 0.0352(10) Uani 1 1 d . . . C2 C 0.2534(5) 1.1895(5) 0.0569(4) 0.0342(10) Uani 1 1 d . . . C3 C 0.4110(5) 1.1160(6) 0.3515(4) 0.0398(11) Uani 1 1 d . . . C4 C 0.5617(5) 1.0819(6) 0.3036(4) 0.0425(12) Uani 1 1 d . . . C5 C 0.1327(5) 1.1439(6) 0.3141(4) 0.0389(11) Uani 1 1 d . . . C6 C -0.0164(5) 1.1334(6) 0.2244(4) 0.0400(11) Uani 1 1 d . . . S11 S 0.39310(14) 0.50684(14) -0.15187(10) 0.0489(4) Uani 1 1 d . . . C11 C 0.2903(4) 0.7365(5) -0.0291(3) 0.0326(9) Uani 1 1 d . . . C12 C 0.2540(4) 0.5961(5) -0.0934(3) 0.0322(9) Uani 1 1 d . . . C13 C 0.0927(4) 0.5170(4) -0.1151(3) 0.0216(8) Uani 1 1 d . . . H13 H -0.0022 0.5463 -0.0925 0.028 Uiso 1 1 calc R . . C14 C 0.1188(6) 0.3844(6) -0.1792(4) 0.0450(12) Uani 1 1 d . . . C15 C 0.2648(5) 0.3691(5) -0.2018(4) 0.0415(11) Uani 1 1 d . . . H15 H 0.2929 0.2870 -0.2427 0.054 Uiso 1 1 calc R . . S21 S 0.11852(15) 0.72187(15) 0.47938(10) 0.0513(4) Uani 1 1 d . . . O21 O 0.2050(3) 0.8411(3) 0.2744(2) 0.0360(7) Uani 1 1 d . . . O22 O 0.4297(4) 0.7423(4) 0.2730(3) 0.0571(10) Uani 1 1 d . . . C21 C 0.3036(5) 0.7583(5) 0.3081(4) 0.0382(10) Uani 1 1 d . . . C22 C 0.2596(5) 0.6779(5) 0.3982(3) 0.0380(10) Uani 1 1 d . . . C23 C 0.3350(5) 0.5625(5) 0.4331(3) 0.0372(10) Uani 1 1 d . . . H23 H 0.4170 0.5216 0.3993 0.048 Uiso 1 1 calc R . . C24 C 0.2658(6) 0.5189(6) 0.5285(4) 0.0548(14) Uani 1 1 d . . . C25 C 0.1551(6) 0.5973(6) 0.5618(4) 0.0542(14) Uani 1 1 d . . . H1A H 0.410(6) 1.271(5) 0.199(4) 0.040(13) Uiso 1 1 d . . . H1B H 0.253(5) 1.303(5) 0.206(4) 0.031(11) Uiso 1 1 d . . . H2A H 0.316(6) 1.250(5) 0.000(4) 0.047(13) Uiso 1 1 d . . . H2B H 0.148(5) 1.189(4) 0.035(4) 0.032(11) Uiso 1 1 d . . . H3A H 0.431(5) 1.202(5) 0.414(4) 0.033(11) Uiso 1 1 d . . . H3B H 0.381(5) 1.048(5) 0.398(4) 0.032(11) Uiso 1 1 d . . . H4A H 0.599(5) 1.163(5) 0.277(4) 0.033(12) Uiso 1 1 d . . . H4B H 0.633(5) 1.060(5) 0.364(4) 0.039(12) Uiso 1 1 d . . . H5A H 0.137(6) 1.212(6) 0.370(5) 0.048(14) Uiso 1 1 d . . . H5B H 0.136(6) 1.083(6) 0.365(5) 0.051(15) Uiso 1 1 d . . . H6A H -0.019(5) 1.203(5) 0.177(4) 0.040(13) Uiso 1 1 d . . . H6B H -0.100(5) 1.137(4) 0.264(4) 0.029(10) Uiso 1 1 d . . . H14 H 0.036(7) 0.311(6) -0.195(5) 0.065(17) Uiso 1 1 d . . . H24 H 0.307(8) 0.431(7) 0.562(6) 0.08(2) Uiso 1 1 d . . . H25 H 0.106(7) 0.593(6) 0.614(5) 0.060(17) 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 0.0243(3) 0.0398(5) 0.0257(3) 0.0025(3) 0.0071(2) -0.0004(3) Cu2 0.0195(4) 0.0374(6) 0.0298(4) 0.0019(3) 0.0072(3) -0.0010(3) O1 0.0239(13) 0.0340(18) 0.0268(12) 0.0024(11) 0.0073(10) 0.0005(12) O2 0.0324(15) 0.052(2) 0.0369(15) 0.0087(14) 0.0094(12) 0.0057(15) O3 0.0244(14) 0.055(2) 0.0344(14) -0.0045(14) -0.0001(11) 0.0057(13) N 0.0196(15) 0.047(2) 0.0274(15) -0.0010(15) 0.0037(12) -0.0014(15) O11 0.0247(14) 0.041(2) 0.0432(15) 0.0033(13) 0.0113(11) -0.0033(13) O12 0.0310(15) 0.042(2) 0.0372(14) -0.0027(13) 0.0139(11) -0.0033(13) C1 0.028(2) 0.038(3) 0.037(2) -0.0023(19) 0.0092(17) -0.002(2) C2 0.027(2) 0.040(3) 0.035(2) 0.0007(18) 0.0059(16) 0.0033(19) C3 0.026(2) 0.061(4) 0.0285(19) 0.002(2) -0.0009(16) 0.000(2) C4 0.023(2) 0.063(4) 0.039(2) 0.005(2) -0.0006(17) -0.001(2) C5 0.026(2) 0.060(4) 0.028(2) -0.005(2) 0.0087(16) 0.003(2) C6 0.024(2) 0.058(4) 0.037(2) -0.001(2) 0.0089(17) 0.006(2) S11 0.0428(6) 0.0544(9) 0.0488(6) 0.0041(6) 0.0090(5) 0.0040(6) C11 0.0263(19) 0.042(3) 0.0290(18) 0.0065(17) 0.0021(15) 0.0003(18) C12 0.029(2) 0.038(3) 0.0301(19) 0.0045(17) 0.0060(15) 0.0005(18) C13 0.0367(19) 0.012(2) 0.0151(14) -0.0004(12) 0.0046(13) -0.0036(15) C14 0.041(3) 0.046(3) 0.046(2) 0.010(2) 0.0007(19) -0.009(2) C15 0.050(3) 0.038(3) 0.037(2) 0.0035(19) 0.0074(18) 0.009(2) S21 0.0512(7) 0.0639(10) 0.0408(6) 0.0082(6) 0.0149(5) 0.0022(6) O21 0.0307(14) 0.045(2) 0.0338(14) 0.0102(13) 0.0093(11) -0.0007(13) O22 0.0384(18) 0.069(3) 0.076(2) 0.028(2) 0.0267(16) 0.0132(17) C21 0.031(2) 0.046(3) 0.038(2) 0.0065(19) 0.0063(17) 0.000(2) C22 0.033(2) 0.045(3) 0.033(2) 0.0033(19) 0.0015(16) -0.002(2) C23 0.043(2) 0.034(3) 0.033(2) 0.0109(18) -0.0021(17) 0.002(2) C24 0.056(3) 0.059(4) 0.048(3) 0.020(3) -0.004(2) -0.003(3) C25 0.055(3) 0.071(4) 0.034(2) 0.009(2) 0.006(2) -0.014(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 O12 1.939(3) . ? Cu1 O1 1.955(3) . ? Cu1 O21 1.972(3) . ? Cu1 N 2.039(3) . ? Cu1 O3 2.347(3) . ? Cu2 O1 1.979(2) . ? Cu2 O1 1.979(2) 2_675 ? Cu2 O11 1.988(3) . ? Cu2 O11 1.988(3) 2_675 ? O1 C2 1.438(5) . ? O2 C4 1.420(6) . ? O2 H2O 0.8400 . ? O3 C6 1.409(6) . ? O3 H3O 0.8400 . ? N C1 1.489(6) . ? N C5 1.492(5) . ? N C3 1.499(5) . ? O11 C11 1.264(5) . ? O12 C11 1.263(5) . ? C1 C2 1.525(6) . ? C1 H1A 0.90(5) . ? C1 H1B 0.86(5) . ? C2 H2A 1.12(5) . ? C2 H2B 0.91(5) . ? C3 C4 1.533(6) . ? C3 H3A 1.02(5) . ? C3 H3B 0.96(5) . ? C4 H4A 0.94(5) . ? C4 H4B 0.92(5) . ? C5 C6 1.520(6) . ? C5 H5A 0.87(6) . ? C5 H5B 0.90(6) . ? C6 H6A 0.93(5) . ? C6 H6B 0.91(4) . ? S11 C15 1.672(5) . ? S11 C12 1.709(4) . ? C11 C12 1.474(6) . ? C12 C13 1.518(5) . ? C13 C14 1.468(6) . ? C13 H13 0.9500 . ? C14 C15 1.342(7) . ? C14 H14 0.96(6) . ? C15 H15 0.9500 . ? S21 C25 1.680(6) . ? S21 C22 1.698(4) . ? O21 C21 1.279(5) . ? O22 C21 1.233(5) . ? C21 C22 1.477(6) . ? C22 C23 1.429(6) . ? C23 C24 1.440(7) . ? C23 H23 0.9500 . ? C24 C25 1.342(8) . ? C24 H24 1.06(6) . ? C25 H25 0.80(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 O12 Cu1 O1 91.25(12) . . ? O12 Cu1 O21 90.92(13) . . ? O1 Cu1 O21 172.24(11) . . ? O12 Cu1 N 177.76(13) . . ? O1 Cu1 N 86.63(13) . . ? O21 Cu1 N 91.28(13) . . ? O12 Cu1 O3 100.65(11) . . ? O1 Cu1 O3 98.72(11) . . ? O21 Cu1 O3 88.20(11) . . ? N Cu1 O3 78.96(11) . . ? O1 Cu2 O1 180.0 . 2_675 ? O1 Cu2 O11 89.83(11) . . ? O1 Cu2 O11 90.17(11) 2_675 . ? O1 Cu2 O11 90.17(11) . 2_675 ? O1 Cu2 O11 89.83(11) 2_675 2_675 ? O11 Cu2 O11 180.00(16) . 2_675 ? C2 O1 Cu1 107.3(2) . . ? C2 O1 Cu2 123.7(2) . . ? Cu1 O1 Cu2 105.16(12) . . ? C4 O2 H2O 109.5 . . ? C6 O3 Cu1 108.7(2) . . ? C6 O3 H3O 109.5 . . ? Cu1 O3 H3O 131.4 . . ? C1 N C5 112.6(4) . . ? C1 N C3 111.6(3) . . ? C5 N C3 108.1(3) . . ? C1 N Cu1 107.4(2) . . ? C5 N Cu1 107.2(3) . . ? C3 N Cu1 109.7(3) . . ? C11 O11 Cu2 134.6(3) . . ? C11 O12 Cu1 121.9(3) . . ? N C1 C2 111.4(4) . . ? N C1 H1A 115(3) . . ? C2 C1 H1A 109(3) . . ? N C1 H1B 108(3) . . ? C2 C1 H1B 105(3) . . ? H1A C1 H1B 108(4) . . ? O1 C2 C1 110.4(3) . . ? O1 C2 H2A 104(2) . . ? C1 C2 H2A 113(2) . . ? O1 C2 H2B 105(3) . . ? C1 C2 H2B 114(3) . . ? H2A C2 H2B 109(4) . . ? N C3 C4 113.4(3) . . ? N C3 H3A 112(2) . . ? C4 C3 H3A 112(2) . . ? N C3 H3B 108(3) . . ? C4 C3 H3B 111(3) . . ? H3A C3 H3B 100(4) . . ? O2 C4 C3 113.9(4) . . ? O2 C4 H4A 109(3) . . ? C3 C4 H4A 105(3) . . ? O2 C4 H4B 110(3) . . ? C3 C4 H4B 109(3) . . ? H4A C4 H4B 111(4) . . ? N C5 C6 112.1(3) . . ? N C5 H5A 118(4) . . ? C6 C5 H5A 113(3) . . ? N C5 H5B 104(3) . . ? C6 C5 H5B 117(3) . . ? H5A C5 H5B 92(4) . . ? O3 C6 C5 108.1(4) . . ? O3 C6 H6A 106(3) . . ? C5 C6 H6A 114(3) . . ? O3 C6 H6B 112(3) . . ? C5 C6 H6B 108(3) . . ? H6A C6 H6B 108(4) . . ? C15 S11 C12 92.2(2) . . ? O12 C11 O11 126.2(4) . . ? O12 C11 C12 115.5(4) . . ? O11 C11 C12 118.3(3) . . ? C11 C12 C13 124.3(3) . . ? C11 C12 S11 122.2(3) . . ? C13 C12 S11 113.5(3) . . ? C14 C13 C12 103.2(3) . . ? C14 C13 H13 128.4 . . ? C12 C13 H13 128.4 . . ? C15 C14 C13 116.8(4) . . ? C15 C14 H14 123(4) . . ? C13 C14 H14 120(3) . . ? C14 C15 S11 114.3(4) . . ? C14 C15 H15 122.8 . . ? S11 C15 H15 122.8 . . ? C25 S21 C22 92.1(3) . . ? C21 O21 Cu1 121.8(3) . . ? O22 C21 O21 125.8(4) . . ? O22 C21 C22 118.8(4) . . ? O21 C21 C22 115.4(4) . . ? C23 C22 C21 125.3(4) . . ? C23 C22 S21 112.3(3) . . ? C21 C22 S21 122.4(3) . . ? C22 C23 C24 108.4(4) . . ? C22 C23 H23 125.8 . . ? C24 C23 H23 125.8 . . ? C25 C24 C23 113.6(5) . . ? C25 C24 H24 129(3) . . ? C23 C24 H24 117(3) . . ? C24 C25 S21 113.5(4) . . ? C24 C25 H25 129(4) . . ? S21 C25 H25 117(4) . . ? _diffrn_measured_fraction_theta_max 0.927 _diffrn_reflns_theta_full 63.99 _diffrn_measured_fraction_theta_full 0.927 _refine_diff_density_max 0.939 _refine_diff_density_min -0.625 _refine_diff_density_rms 0.099 # start Validation Reply Form _vrf_PLAT029_kecu100a ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.93 RESPONSE: This is a common alert when collecting data for triclinic space groups by using Cu-Ka radiation. The data were collected to 2theta max=143 deg but only those to 2theta max=128 deg were used in the refinement. The reflections used for the refinement of the structure were adequate to ensure a ratio of reflections/parameters ~ 10. ; # end Validation Reply Form # Attachment 'kecu40.cif' data_kecu40 _database_code_depnum_ccdc_archive 'CCDC 787663' #TrackingRef 'kecu40.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H48 Cu3 N2 O14 S4' _chemical_formula_weight 1051.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.5289(2) _cell_length_b 13.3790(2) _cell_length_c 14.0540(2) _cell_angle_alpha 111.3320(10) _cell_angle_beta 95.5260(10) _cell_angle_gamma 92.4570(10) _cell_volume 2176.47(6) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 16407 _cell_measurement_theta_min 6.67 _cell_measurement_theta_max 71.92 _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.605 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1082 _exptl_absorpt_coefficient_mu 4.058 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.578 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'CrystalClear, Rigaku MSC, 2005' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IPDS' _diffrn_measurement_method '\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22649 _diffrn_reflns_av_R_equivalents 0.0798 _diffrn_reflns_av_sigmaI/netI 0.0864 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 6.67 _diffrn_reflns_theta_max 60.00 _reflns_number_total 6094 _reflns_number_gt 3911 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Rigaku MSC, 2005' _computing_cell_refinement 'CrystalClear, Rigaku MSC, 2005' _computing_data_reduction 'CrystalClear, Rigaku MSC, 2005' _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^)+(0.0646P)^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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6094 _refine_ls_number_parameters 551 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0793 _refine_ls_R_factor_gt 0.0518 _refine_ls_wR_factor_ref 0.1471 _refine_ls_wR_factor_gt 0.1212 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 -0.03318(5) 0.52943(4) 0.22527(4) 0.0269(2) Uani 1 1 d . . . Cu2 Cu 0.0000 0.5000 0.0000 0.0259(3) Uani 1 2 d S . . O1 O -0.0015(2) 0.42688(19) 0.09472(18) 0.0232(7) Uani 1 1 d . . . O2 O 0.0686(3) 0.6671(2) 0.1817(2) 0.0335(8) Uani 1 1 d . . . O3 O -0.0539(3) 0.3846(3) 0.2980(2) 0.0317(10) Uani 1 1 d . . . N1 N 0.1200(3) 0.5203(2) 0.2811(2) 0.0204(9) Uani 1 1 d . . . O11 O -0.1548(2) 0.5190(2) 0.0104(2) 0.0310(8) Uani 1 1 d . . . O12 O -0.1794(2) 0.5321(2) 0.1711(2) 0.0333(8) Uani 1 1 d . . . O21 O -0.0674(2) 0.6445(2) 0.35284(19) 0.0272(7) Uani 1 1 d . . . O22 O -0.1710(2) 0.5381(2) 0.4039(2) 0.0353(8) Uani 1 1 d . . . C1 C 0.1682(3) 0.4355(3) 0.1975(3) 0.0275(11) Uani 1 1 d . . . H1A H 0.2100 0.3905 0.2273 0.036 Uiso 1 1 calc R . . H1B H 0.2179 0.4703 0.1659 0.036 Uiso 1 1 calc R . . C2 C 0.0797(4) 0.3647(3) 0.1155(3) 0.0270(11) Uani 1 1 d . . . H2A H 0.1113 0.3262 0.0514 0.035 Uiso 1 1 calc R . . H2B H 0.0475 0.3103 0.1391 0.035 Uiso 1 1 calc R . . C3 C 0.1808(4) 0.6267(3) 0.3118(3) 0.0313(12) Uani 1 1 d . . . H3A H 0.2567 0.6207 0.3345 0.041 Uiso 1 1 calc R . . H3B H 0.1507 0.6788 0.3709 0.041 Uiso 1 1 calc R . . C4 C 0.1775(4) 0.6700(3) 0.2251(3) 0.0331(12) Uani 1 1 d . . . H4A H 0.2105 0.7451 0.2522 0.043 Uiso 1 1 calc R . . H4B H 0.2195 0.6260 0.1710 0.043 Uiso 1 1 calc R . . C5 C 0.1175(4) 0.4922(3) 0.3743(3) 0.0295(12) Uani 1 1 d . . . H5A H 0.0890 0.5516 0.4288 0.038 Uiso 1 1 calc R . . H5B H 0.1918 0.4845 0.4003 0.038 Uiso 1 1 calc R . . C6 C 0.0484(4) 0.3883(3) 0.3521(3) 0.0301(12) Uani 1 1 d . . . H6A H 0.0867 0.3268 0.3112 0.039 Uiso 1 1 calc R . . H6B H 0.0386 0.3801 0.4180 0.039 Uiso 1 1 calc R . . C11 C -0.2127(4) 0.5201(3) 0.0798(3) 0.0314(12) Uani 1 1 d . . . C12 C -0.3342(4) 0.5045(4) 0.0530(3) 0.0458(14) Uani 1 1 d . . . H12A H -0.3576 0.4284 0.0393 0.060 Uiso 1 1 calc R . . H12B H -0.3670 0.5496 0.1139 0.060 Uiso 1 1 calc R . . C13 C -0.3780(3) 0.5306(3) -0.0366(3) 0.0311(11) Uani 1 1 d . . . C14 C -0.4157(4) 0.4621(4) -0.1315(3) 0.0478(14) Uani 1 1 d . . . H14 H -0.4171 0.3861 -0.1516 0.062 Uiso 1 1 calc R . . C15 C -0.4531(5) 0.5128(6) -0.1990(4) 0.078(2) Uani 1 1 d . . . H15 H -0.4802 0.4753 -0.2693 0.102 Uiso 1 1 calc R . . C16 C -0.4461(4) 0.6179(6) -0.1532(5) 0.085(2) Uani 1 1 d . . . H16 H -0.4690 0.6655 -0.1860 0.110 Uiso 1 1 calc R . . S11 S -0.39046(12) 0.65982(10) -0.02654(12) 0.0711(5) Uani 1 1 d . . . C21 C -0.1439(4) 0.6265(3) 0.4014(3) 0.0285(12) Uani 1 1 d . . . C22 C -0.2015(4) 0.7248(3) 0.4587(3) 0.0348(12) Uani 1 1 d . . . H22A H -0.1464 0.7821 0.5034 0.045 Uiso 1 1 calc R . . H22B H -0.2370 0.7512 0.4074 0.045 Uiso 1 1 calc R . . C23 C -0.2844(4) 0.7103(3) 0.5240(3) 0.0277(11) Uani 1 1 d . . . C24 C -0.2958(5) 0.7765(4) 0.6199(4) 0.0523(16) Uani 1 1 d . . . H24 H -0.2468 0.8370 0.6590 0.068 Uiso 1 1 calc R . . C25 C -0.3881(5) 0.7468(4) 0.6564(4) 0.077(2) Uani 1 1 d . . . H25 H -0.4076 0.7859 0.7228 0.100 Uiso 1 1 calc R . . C26 C -0.4457(4) 0.6592(4) 0.5899(4) 0.0652(17) Uani 1 1 d . . . H26 H -0.5103 0.6285 0.6021 0.085 Uiso 1 1 calc R . . S21 S -0.38688(12) 0.60974(10) 0.47927(10) 0.0528(4) Uani 1 1 d . . . H2O H 0.076(4) 0.722(4) 0.158(3) 0.084(19) Uiso 1 1 d . . . H3O H -0.082(4) 0.423(3) 0.331(3) 0.016(16) Uiso 1 1 d . . . Cu3 Cu 0.0000 0.0000 0.5000 0.0282(3) Uani 1 2 d S . . Cu4 Cu 0.04572(5) -0.02959(4) 0.27658(4) 0.0277(2) Uani 1 1 d . . . O31 O 0.0092(2) 0.07254(19) 0.40501(18) 0.0241(7) Uani 1 1 d . . . O32 O -0.0612(3) -0.1654(2) 0.3171(2) 0.0338(9) Uani 1 1 d . . . O33 O 0.0666(3) 0.1200(3) 0.2063(2) 0.0341(10) Uani 1 1 d . . . N2 N -0.1057(3) -0.0206(2) 0.2159(2) 0.0242(9) Uani 1 1 d . . . O41 O 0.1898(2) -0.0378(2) 0.3369(2) 0.0322(8) Uani 1 1 d . . . O42 O 0.1525(3) -0.0245(2) 0.4946(2) 0.0376(8) Uani 1 1 d . . . O51 O 0.0838(2) -0.14146(19) 0.14938(19) 0.0270(8) Uani 1 1 d . . . O52 O 0.1848(3) -0.0315(2) 0.1006(2) 0.0387(9) Uani 1 1 d . . . C31 C -0.1575(4) 0.0620(3) 0.2974(3) 0.0295(11) Uani 1 1 d . . . H31A H -0.2079 0.0257 0.3271 0.038 Uiso 1 1 calc R . . H31B H -0.1992 0.1064 0.2668 0.038 Uiso 1 1 calc R . . C32 C -0.0721(4) 0.1334(3) 0.3813(3) 0.0285(12) Uani 1 1 d . . . H32A H -0.0392 0.1882 0.3586 0.037 Uiso 1 1 calc R . . H32B H -0.1061 0.1714 0.4440 0.037 Uiso 1 1 calc R . . C33 C -0.1654(4) -0.1275(3) 0.1813(3) 0.0322(12) Uani 1 1 d . . . H33A H -0.1320 -0.1781 0.1236 0.042 Uiso 1 1 calc R . . H33B H -0.2403 -0.1221 0.1550 0.042 Uiso 1 1 calc R . . C34 C -0.1677(4) -0.1735(3) 0.2660(3) 0.0348(13) Uani 1 1 d . . . H34A H -0.2154 -0.1332 0.3163 0.045 Uiso 1 1 calc R . . H34B H -0.1967 -0.2499 0.2357 0.045 Uiso 1 1 calc R . . C35 C -0.1008(4) 0.0090(3) 0.1237(3) 0.0300(12) Uani 1 1 d . . . H35A H -0.1747 0.0149 0.0953 0.039 Uiso 1 1 calc R . . H35B H -0.0691 -0.0486 0.0702 0.039 Uiso 1 1 calc R . . C36 C -0.0342(4) 0.1148(3) 0.1497(3) 0.0315(12) Uani 1 1 d . . . H36A H -0.0226 0.1250 0.0851 0.041 Uiso 1 1 calc R . . H36B H -0.0749 0.1744 0.1901 0.041 Uiso 1 1 calc R . . C41 C 0.2162(4) -0.0317(3) 0.4280(3) 0.0327(12) Uani 1 1 d . . . C42 C 0.3342(4) -0.0285(4) 0.4644(3) 0.0531(15) Uani 1 1 d . . . H42A H 0.3633 0.0478 0.4951 0.069 Uiso 1 1 calc R . . H42B H 0.3399 -0.0575 0.5201 0.069 Uiso 1 1 calc R . . C43 C 0.4054(4) -0.0885(4) 0.3858(3) 0.0443(13) Uani 1 1 d . . . C44 C 0.4638(4) -0.1735(4) 0.3881(4) 0.0436(13) Uani 1 1 d . . . H44 H 0.4622 -0.2061 0.4378 0.057 Uiso 1 1 calc R . . C45 C 0.5259(5) -0.2038(4) 0.3051(5) 0.076(2) Uani 1 1 d . . . H45 H 0.5721 -0.2605 0.2932 0.099 Uiso 1 1 calc R . . C46 C 0.5150(4) -0.1482(5) 0.2460(4) 0.0732(19) Uani 1 1 d . . . H46 H 0.5525 -0.1597 0.1877 0.095 Uiso 1 1 calc R . . S41 S 0.42617(13) -0.05246(12) 0.28458(11) 0.0764(5) Uani 1 1 d . . . C51 C 0.1575(4) -0.1217(3) 0.1001(3) 0.0286(12) Uani 1 1 d . . . C52 C 0.2154(4) -0.2169(3) 0.0382(3) 0.0368(13) Uani 1 1 d . . . H52A H 0.2636 -0.2375 0.0869 0.048 Uiso 1 1 calc R . . H52B H 0.1611 -0.2784 0.0019 0.048 Uiso 1 1 calc R . . C53 C 0.2811(4) -0.2007(3) -0.0398(3) 0.0308(12) Uani 1 1 d . . . C54 C 0.2729(4) -0.2618(4) -0.1414(3) 0.0410(13) Uani 1 1 d . . . H54 H 0.2226 -0.3229 -0.1735 0.053 Uiso 1 1 calc R . . C55 C 0.3466(4) -0.2258(4) -0.1956(4) 0.0485(15) Uani 1 1 d . . . H55 H 0.3502 -0.2596 -0.2674 0.063 Uiso 1 1 calc R . . C56 C 0.4101(4) -0.1389(4) -0.1337(4) 0.0579(16) Uani 1 1 d . . . H56 H 0.4648 -0.1041 -0.1560 0.075 Uiso 1 1 calc R . . S51 S 0.38071(12) -0.09836(10) -0.01039(10) 0.0601(5) Uani 1 1 d . . . H32O H -0.062(4) -0.217(3) 0.331(3) 0.048(17) Uiso 1 1 d . . . H33O H 0.107(3) 0.088(3) 0.176(3) 0.015(15) 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 0.0359(6) 0.0283(4) 0.0179(4) 0.0089(3) 0.0058(3) 0.0069(3) Cu2 0.0327(7) 0.0280(5) 0.0192(5) 0.0107(4) 0.0051(4) 0.0039(5) O1 0.030(2) 0.0247(16) 0.0157(15) 0.0075(12) 0.0024(13) 0.0071(14) O2 0.032(2) 0.0323(19) 0.043(2) 0.0210(16) 0.0059(17) 0.0057(16) O3 0.036(3) 0.032(2) 0.025(2) 0.0082(17) 0.0033(18) 0.0043(19) N1 0.021(3) 0.0210(19) 0.0157(18) 0.0037(15) -0.0013(16) 0.0024(17) O11 0.025(2) 0.0466(19) 0.0261(17) 0.0177(15) 0.0057(15) 0.0051(16) O12 0.029(2) 0.053(2) 0.0170(16) 0.0118(14) 0.0026(14) 0.0041(16) O21 0.035(2) 0.0276(16) 0.0211(16) 0.0100(13) 0.0069(15) 0.0055(15) O22 0.050(3) 0.0282(17) 0.0313(17) 0.0114(14) 0.0181(16) 0.0052(16) C1 0.028(3) 0.029(3) 0.028(2) 0.011(2) 0.007(2) 0.012(2) C2 0.037(4) 0.024(2) 0.024(2) 0.0111(19) 0.009(2) 0.006(2) C3 0.038(4) 0.026(2) 0.026(2) 0.008(2) 0.000(2) -0.001(2) C4 0.042(4) 0.023(2) 0.036(3) 0.012(2) 0.008(3) 0.005(2) C5 0.038(3) 0.035(3) 0.020(2) 0.014(2) 0.004(2) 0.006(2) C6 0.041(4) 0.031(3) 0.023(2) 0.015(2) 0.006(2) 0.002(2) C11 0.032(4) 0.032(3) 0.028(3) 0.008(2) 0.007(3) 0.004(2) C12 0.030(4) 0.073(4) 0.043(3) 0.031(3) 0.003(3) 0.007(3) C13 0.026(3) 0.042(3) 0.029(3) 0.017(2) 0.002(2) 0.010(2) C14 0.031(4) 0.065(3) 0.039(3) 0.009(3) 0.002(3) -0.001(3) C15 0.052(5) 0.141(6) 0.047(4) 0.041(4) 0.001(3) 0.010(5) C16 0.032(4) 0.167(6) 0.116(6) 0.119(5) 0.013(4) 0.030(5) S11 0.0674(13) 0.0518(9) 0.1022(12) 0.0331(8) 0.0238(10) 0.0196(8) C21 0.048(4) 0.028(3) 0.010(2) 0.0068(19) 0.006(2) 0.007(2) C22 0.039(4) 0.028(3) 0.039(3) 0.012(2) 0.012(2) 0.006(2) C23 0.029(3) 0.028(2) 0.030(3) 0.013(2) 0.009(2) 0.004(2) C24 0.071(5) 0.038(3) 0.038(3) 0.000(2) 0.023(3) -0.004(3) C25 0.117(6) 0.047(4) 0.067(4) 0.009(3) 0.063(4) 0.000(4) C26 0.057(5) 0.063(4) 0.090(5) 0.034(3) 0.051(4) 0.010(3) S21 0.0525(11) 0.0522(9) 0.0481(8) 0.0122(7) 0.0121(7) -0.0103(8) Cu3 0.0353(8) 0.0293(5) 0.0217(5) 0.0103(4) 0.0069(5) 0.0066(5) Cu4 0.0383(6) 0.0253(4) 0.0193(4) 0.0070(3) 0.0057(3) 0.0063(3) O31 0.030(2) 0.0243(16) 0.0179(15) 0.0063(12) 0.0055(14) 0.0057(14) O32 0.038(3) 0.032(2) 0.040(2) 0.0216(16) 0.0054(17) 0.0062(17) O33 0.037(3) 0.031(2) 0.033(2) 0.0080(16) 0.0098(19) 0.0076(18) N2 0.038(3) 0.0147(18) 0.0185(19) 0.0032(15) 0.0063(18) 0.0027(17) O41 0.032(2) 0.0424(18) 0.0175(16) 0.0057(13) 0.0046(15) 0.0038(16) O42 0.032(2) 0.056(2) 0.0296(19) 0.0194(16) 0.0102(17) 0.0091(17) O51 0.037(2) 0.0243(16) 0.0246(16) 0.0118(13) 0.0118(15) 0.0057(15) O52 0.052(3) 0.0319(18) 0.0384(18) 0.0137(15) 0.0256(16) 0.0126(17) C31 0.031(3) 0.038(3) 0.021(2) 0.010(2) 0.006(2) 0.013(2) C32 0.039(4) 0.025(2) 0.027(2) 0.011(2) 0.018(2) 0.013(2) C33 0.044(4) 0.027(3) 0.025(2) 0.009(2) 0.004(2) 0.005(2) C34 0.046(4) 0.028(3) 0.034(3) 0.014(2) 0.006(3) 0.003(2) C35 0.037(4) 0.034(3) 0.025(2) 0.017(2) 0.006(2) 0.003(2) C36 0.038(4) 0.036(3) 0.028(3) 0.019(2) 0.009(2) 0.007(2) C41 0.030(4) 0.029(3) 0.031(3) 0.001(2) 0.007(3) 0.001(2) C42 0.026(4) 0.096(4) 0.031(3) 0.015(3) 0.001(3) 0.011(3) C43 0.027(4) 0.064(3) 0.031(3) 0.006(2) 0.002(2) -0.007(3) C44 0.026(4) 0.044(3) 0.054(3) 0.010(3) 0.006(3) 0.004(3) C45 0.062(5) 0.050(4) 0.086(5) -0.004(3) -0.021(4) 0.009(3) C46 0.036(4) 0.096(5) 0.057(4) -0.012(3) 0.022(3) 0.019(4) S41 0.0773(14) 0.1020(12) 0.0621(10) 0.0370(9) 0.0295(9) 0.0293(10) C51 0.052(4) 0.019(2) 0.015(2) 0.0070(19) 0.001(2) 0.005(2) C52 0.052(4) 0.031(3) 0.033(3) 0.015(2) 0.017(2) 0.011(2) C53 0.029(3) 0.030(3) 0.028(3) 0.005(2) 0.005(2) 0.004(2) C54 0.038(4) 0.044(3) 0.036(3) 0.009(2) 0.004(3) 0.009(3) C55 0.062(4) 0.066(4) 0.029(3) 0.022(3) 0.023(3) 0.038(3) C56 0.059(5) 0.064(4) 0.065(4) 0.031(3) 0.044(3) 0.016(3) S51 0.0610(12) 0.0529(9) 0.0560(9) 0.0055(7) 0.0237(8) -0.0107(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 O12 1.921(3) . ? Cu1 O1 1.939(2) . ? Cu1 O21 1.991(3) . ? Cu1 N1 2.028(3) . ? Cu2 O1 1.918(2) . ? Cu2 O1 1.918(2) 2_565 ? Cu2 O11 1.979(3) . ? Cu2 O11 1.979(3) 2_565 ? O1 C2 1.416(4) . ? O2 C4 1.432(5) . ? O2 H2O 0.91(5) . ? O3 C6 1.416(5) . ? O3 H3O 0.69(4) . ? N1 C3 1.480(4) . ? N1 C5 1.491(4) . ? N1 C1 1.503(4) . ? O11 C11 1.267(5) . ? O12 C11 1.260(5) . ? O21 C21 1.291(5) . ? O22 C21 1.230(4) . ? C1 C2 1.525(5) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.526(5) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.519(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C11 C12 1.520(6) . ? C12 C13 1.487(5) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.339(5) . ? C13 S11 1.698(4) . ? C14 C15 1.411(6) . ? C14 H14 0.9500 . ? C15 C16 1.311(7) . ? C15 H15 0.9500 . ? C16 S11 1.723(6) . ? C16 H16 0.9500 . ? C21 C22 1.524(5) . ? C22 C23 1.502(5) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.342(5) . ? C23 S21 1.713(4) . ? C24 C25 1.409(6) . ? C24 H24 0.9500 . ? C25 C26 1.331(6) . ? C25 H25 0.9500 . ? C26 S21 1.706(5) . ? C26 H26 0.9500 . ? Cu3 O31 1.923(2) 2_556 ? Cu3 O31 1.923(2) . ? Cu3 O42 1.956(3) . ? Cu3 O42 1.956(3) 2_556 ? Cu4 O31 1.937(2) . ? Cu4 O41 1.944(3) . ? Cu4 O51 1.985(3) . ? Cu4 N2 2.031(3) . ? O31 C32 1.419(4) . ? O32 C34 1.434(5) . ? O32 H32O 0.78(4) . ? O33 C36 1.411(5) . ? O33 H33O 0.74(4) . ? N2 C33 1.475(4) . ? N2 C35 1.491(4) . ? N2 C31 1.496(4) . ? O41 C41 1.262(5) . ? O42 C41 1.269(5) . ? O51 C51 1.279(5) . ? O52 C51 1.238(4) . ? C31 C32 1.516(5) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 C34 1.527(5) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 C36 1.515(5) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9900 . ? C36 H36B 0.9900 . ? C41 C42 1.511(6) . ? C42 C43 1.505(6) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.386(6) . ? C43 S41 1.699(4) . ? C44 C45 1.410(7) . ? C44 H44 0.9500 . ? C45 C46 1.305(7) . ? C45 H45 0.9500 . ? C46 S41 1.704(5) . ? C46 H46 0.9500 . ? C51 C52 1.516(5) . ? C52 C53 1.503(5) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.354(5) . ? C53 S51 1.716(4) . ? C54 C55 1.424(6) . ? C54 H54 0.9500 . ? C55 C56 1.340(6) . ? C55 H55 0.9500 . ? C56 S51 1.700(5) . ? C56 H56 0.9500 . ? 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 Cu1 O1 92.11(11) . . ? O12 Cu1 O21 85.74(11) . . ? O1 Cu1 O21 174.67(10) . . ? O12 Cu1 N1 177.74(11) . . ? O1 Cu1 N1 86.77(12) . . ? O21 Cu1 N1 95.54(12) . . ? O1 Cu2 O1 180.00(9) . 2_565 ? O1 Cu2 O11 88.79(11) . . ? O1 Cu2 O11 91.21(11) 2_565 . ? O1 Cu2 O11 91.21(11) . 2_565 ? O1 Cu2 O11 88.79(11) 2_565 2_565 ? O11 Cu2 O11 180.00(16) . 2_565 ? C2 O1 Cu2 126.1(2) . . ? C2 O1 Cu1 107.9(2) . . ? Cu2 O1 Cu1 107.77(11) . . ? C4 O2 H2O 99(3) . . ? C6 O3 H3O 107(4) . . ? C3 N1 C5 108.4(3) . . ? C3 N1 C1 111.5(3) . . ? C5 N1 C1 111.5(3) . . ? C3 N1 Cu1 109.2(2) . . ? C5 N1 Cu1 108.7(2) . . ? C1 N1 Cu1 107.5(2) . . ? C11 O11 Cu2 131.6(3) . . ? C11 O12 Cu1 126.5(3) . . ? C21 O21 Cu1 120.1(3) . . ? N1 C1 C2 110.2(3) . . ? N1 C1 H1A 109.6 . . ? C2 C1 H1A 109.6 . . ? N1 C1 H1B 109.6 . . ? C2 C1 H1B 109.6 . . ? H1A C1 H1B 108.1 . . ? O1 C2 C1 111.2(3) . . ? O1 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? O1 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? N1 C3 C4 113.0(3) . . ? N1 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N1 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? O2 C4 C3 110.4(4) . . ? O2 C4 H4A 109.6 . . ? C3 C4 H4A 109.6 . . ? O2 C4 H4B 109.6 . . ? C3 C4 H4B 109.6 . . ? H4A C4 H4B 108.1 . . ? N1 C5 C6 112.1(3) . . ? N1 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? N1 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? O3 C6 C5 113.2(3) . . ? O3 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? O3 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.8 . . ? O12 C11 O11 126.2(5) . . ? O12 C11 C12 115.2(4) . . ? O11 C11 C12 118.6(4) . . ? C13 C12 C11 116.3(4) . . ? C13 C12 H12A 108.2 . . ? C11 C12 H12A 108.2 . . ? C13 C12 H12B 108.2 . . ? C11 C12 H12B 108.2 . . ? H12A C12 H12B 107.4 . . ? C14 C13 C12 128.0(4) . . ? C14 C13 S11 110.6(3) . . ? C12 C13 S11 121.4(3) . . ? C13 C14 C15 114.0(5) . . ? C13 C14 H14 123.0 . . ? C15 C14 H14 123.0 . . ? C16 C15 C14 111.9(6) . . ? C16 C15 H15 124.0 . . ? C14 C15 H15 124.0 . . ? C15 C16 S11 112.1(4) . . ? C15 C16 H16 123.9 . . ? S11 C16 H16 123.9 . . ? C13 S11 C16 91.3(3) . . ? O22 C21 O21 124.7(4) . . ? O22 C21 C22 120.1(4) . . ? O21 C21 C22 115.2(4) . . ? C23 C22 C21 117.3(3) . . ? C23 C22 H22A 108.0 . . ? C21 C22 H22A 108.0 . . ? C23 C22 H22B 108.0 . . ? C21 C22 H22B 108.0 . . ? H22A C22 H22B 107.2 . . ? C24 C23 C22 126.5(4) . . ? C24 C23 S21 110.3(4) . . ? C22 C23 S21 123.0(3) . . ? C23 C24 C25 112.8(5) . . ? C23 C24 H24 123.6 . . ? C25 C24 H24 123.6 . . ? C26 C25 C24 114.1(5) . . ? C26 C25 H25 123.0 . . ? C24 C25 H25 123.0 . . ? C25 C26 S21 110.2(4) . . ? C25 C26 H26 124.9 . . ? S21 C26 H26 124.9 . . ? C26 S21 C23 92.6(3) . . ? O31 Cu3 O31 180.0 2_556 . ? O31 Cu3 O42 90.56(11) 2_556 . ? O31 Cu3 O42 89.44(11) . . ? O31 Cu3 O42 89.44(11) 2_556 2_556 ? O31 Cu3 O42 90.56(11) . 2_556 ? O42 Cu3 O42 180.0 . 2_556 ? O31 Cu4 O41 92.75(11) . . ? O31 Cu4 O51 176.18(10) . . ? O41 Cu4 O51 85.69(11) . . ? O31 Cu4 N2 86.44(12) . . ? O41 Cu4 N2 179.04(11) . . ? O51 Cu4 N2 95.09(12) . . ? C32 O31 Cu3 124.4(2) . . ? C32 O31 Cu4 107.9(2) . . ? Cu3 O31 Cu4 108.40(11) . . ? C34 O32 H32O 103(3) . . ? C36 O33 H33O 114(3) . . ? C33 N2 C35 107.5(3) . . ? C33 N2 C31 111.6(3) . . ? C35 N2 C31 111.3(3) . . ? C33 N2 Cu4 109.0(2) . . ? C35 N2 Cu4 109.6(3) . . ? C31 N2 Cu4 107.8(2) . . ? C41 O41 Cu4 126.1(3) . . ? C41 O42 Cu3 133.5(3) . . ? C51 O51 Cu4 121.4(2) . . ? N2 C31 C32 109.9(3) . . ? N2 C31 H31A 109.7 . . ? C32 C31 H31A 109.7 . . ? N2 C31 H31B 109.7 . . ? C32 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? O31 C32 C31 111.4(3) . . ? O31 C32 H32A 109.3 . . ? C31 C32 H32A 109.4 . . ? O31 C32 H32B 109.4 . . ? C31 C32 H32B 109.4 . . ? H32A C32 H32B 108.0 . . ? N2 C33 C34 113.5(3) . . ? N2 C33 H33A 108.9 . . ? C34 C33 H33A 108.9 . . ? N2 C33 H33B 108.9 . . ? C34 C33 H33B 108.9 . . ? H33A C33 H33B 107.7 . . ? O32 C34 C33 110.0(4) . . ? O32 C34 H34A 109.7 . . ? C33 C34 H34A 109.7 . . ? O32 C34 H34B 109.7 . . ? C33 C34 H34B 109.7 . . ? H34A C34 H34B 108.2 . . ? N2 C35 C36 111.7(3) . . ? N2 C35 H35A 109.3 . . ? C36 C35 H35A 109.3 . . ? N2 C35 H35B 109.3 . . ? C36 C35 H35B 109.3 . . ? H35A C35 H35B 107.9 . . ? O33 C36 C35 113.1(3) . . ? O33 C36 H36A 109.0 . . ? C35 C36 H36A 109.0 . . ? O33 C36 H36B 109.0 . . ? C35 C36 H36B 109.0 . . ? H36A C36 H36B 107.8 . . ? O41 C41 O42 125.9(5) . . ? O41 C41 C42 118.5(4) . . ? O42 C41 C42 115.6(4) . . ? C43 C42 C41 117.5(4) . . ? C43 C42 H42A 107.9 . . ? C41 C42 H42A 107.9 . . ? C43 C42 H42B 107.9 . . ? C41 C42 H42B 107.9 . . ? H42A C42 H42B 107.2 . . ? C44 C43 C42 126.0(4) . . ? C44 C43 S41 112.5(4) . . ? C42 C43 S41 121.5(4) . . ? C43 C44 C45 109.3(5) . . ? C43 C44 H44 125.3 . . ? C45 C44 H44 125.3 . . ? C46 C45 C44 114.9(6) . . ? C46 C45 H45 122.6 . . ? C44 C45 H45 122.6 . . ? C45 C46 S41 112.6(5) . . ? C45 C46 H46 123.7 . . ? S41 C46 H46 123.7 . . ? C43 S41 C46 90.7(3) . . ? O52 C51 O51 124.8(4) . . ? O52 C51 C52 118.6(4) . . ? O51 C51 C52 116.6(4) . . ? C53 C52 C51 116.6(3) . . ? C53 C52 H52A 108.1 . . ? C51 C52 H52A 108.1 . . ? C53 C52 H52B 108.1 . . ? C51 C52 H52B 108.1 . . ? H52A C52 H52B 107.3 . . ? C54 C53 C52 126.9(4) . . ? C54 C53 S51 109.6(4) . . ? C52 C53 S51 123.5(3) . . ? C53 C54 C55 113.7(5) . . ? C53 C54 H54 123.1 . . ? C55 C54 H54 123.1 . . ? C56 C55 C54 112.2(5) . . ? C56 C55 H55 123.9 . . ? C54 C55 H55 123.9 . . ? C55 C56 S51 111.6(4) . . ? C55 C56 H56 124.2 . . ? S51 C56 H56 124.2 . . ? C56 S51 C53 92.9(2) . . ? _diffrn_measured_fraction_theta_max 0.944 _diffrn_reflns_theta_full 60.00 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.833 _refine_diff_density_min -0.856 _refine_diff_density_rms 0.098 # Attachment 'kecu49.cif' data_kecu49 _database_code_depnum_ccdc_archive 'CCDC 787664' #TrackingRef 'kecu49.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H34 Cu3 N4 O16 S2' _chemical_formula_weight 865.27 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/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 8.5728(2) _cell_length_b 16.3472(2) _cell_length_c 11.2474(2) _cell_angle_alpha 90.00 _cell_angle_beta 98.3980(10) _cell_angle_gamma 90.00 _cell_volume 1559.32(5) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 18985 _cell_measurement_theta_min 6.66 _cell_measurement_theta_max 71.83 _exptl_crystal_description parallelepiped _exptl_crystal_colour green _exptl_crystal_size_max 0.43 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.843 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 882 _exptl_absorpt_coefficient_mu 4.349 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.620 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'CrystalClear, Rigaku MSC, 2005' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IPDS' _diffrn_measurement_method '\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18277 _diffrn_reflns_av_R_equivalents 0.0306 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 6.66 _diffrn_reflns_theta_max 64.98 _reflns_number_total 2616 _reflns_number_gt 2527 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Rigaku MSC, 2005' _computing_cell_refinement 'CrystalClear, Rigaku MSC, 2005' _computing_data_reduction 'CrystalClear, Rigaku MSC, 2005' _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^)+(0.0570P)^2^+4.3127P] 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 refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2616 _refine_ls_number_parameters 275 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0441 _refine_ls_R_factor_gt 0.0430 _refine_ls_wR_factor_ref 0.1101 _refine_ls_wR_factor_gt 0.1090 _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_restrained_S_all 1.071 _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 0.17917(5) 0.11535(3) 0.01168(4) 0.01914(18) Uani 1 1 d . . . Cu2 Cu 0.5000 0.0000 0.0000 0.0184(2) Uani 1 2 d S . . O1 O 0.2951(3) 0.03641(15) -0.0674(2) 0.0214(5) Uani 1 1 d . . . O2 O 0.2805(3) 0.23553(16) 0.0614(2) 0.0270(6) Uani 1 1 d . . . O3 O -0.0581(3) 0.13360(18) 0.0199(3) 0.0350(7) Uani 1 1 d . . . H3O H -0.1082 0.1393 0.0782 0.045 Uiso 1 1 calc R . . N N 0.1225(3) 0.16978(17) -0.1489(3) 0.0190(6) Uani 1 1 d . . . C1 C 0.2152(4) 0.1256(2) -0.2319(3) 0.0235(7) Uani 1 1 d . . . C2 C 0.2353(4) 0.0376(2) -0.1922(3) 0.0213(7) Uani 1 1 d . . . C3 C 0.1641(4) 0.2581(2) -0.1394(4) 0.0247(8) Uani 1 1 d . . . C4 C 0.3111(4) 0.2703(2) -0.0506(4) 0.0285(8) Uani 1 1 d . . . C5 C -0.0494(4) 0.1575(2) -0.1854(3) 0.0252(8) Uani 1 1 d . . . C6 C -0.1385(4) 0.1764(3) -0.0827(4) 0.0283(8) Uani 1 1 d . . . O11 O 0.4268(3) -0.01177(16) 0.1575(2) 0.0265(6) Uani 1 1 d . . . O12 O 0.2203(3) 0.07134(16) 0.1707(2) 0.0272(6) Uani 1 1 d . . . C11 C 0.3193(4) 0.0176(2) 0.2092(3) 0.0193(7) Uani 1 1 d . A . C12 C 0.3063(4) -0.0169(2) 0.3293(3) 0.0194(7) Uani 1 1 d . . . C14 C 0.2128(5) -0.0509(3) 0.5117(4) 0.0428(12) Uani 1 1 d . . . C15 C 0.3304(5) -0.1025(3) 0.5024(4) 0.0422(12) Uani 1 1 d . A . S11 S 0.41799(17) -0.09066(9) 0.38725(13) 0.0265(19) Uani 0.50 1 d P A 1 C13 C 0.17587(17) 0.01062(9) 0.41092(13) 0.037(9) Uani 0.50 1 d P A 1 C13A C 0.41799(17) -0.09066(9) 0.38725(13) 0.037(9) Uani 0.50 1 d P A 2 S11A S 0.17587(17) 0.01062(9) 0.41092(13) 0.0265(19) Uani 0.50 1 d P A 2 N21 N 0.6419(4) 0.17482(18) 0.1735(3) 0.0266(7) Uani 1 1 d . . . O21 O 0.5515(4) 0.2093(2) 0.2350(3) 0.0441(8) Uani 1 1 d . . . O22 O 0.5901(3) 0.15242(19) 0.0688(2) 0.0362(7) Uani 1 1 d . . . O23 O 0.7836(3) 0.16257(17) 0.2158(3) 0.0330(6) Uani 1 1 d . . . H2O H 0.357(6) 0.225(3) 0.099(4) 0.030(13) Uiso 1 1 d . . . H1A H 0.326(5) 0.149(3) -0.225(4) 0.032(11) Uiso 1 1 d . . . H1B H 0.166(5) 0.130(2) -0.316(4) 0.026(10) Uiso 1 1 d . . . H2A H 0.301(6) 0.012(3) -0.236(4) 0.035(12) Uiso 1 1 d . . . H2B H 0.134(5) 0.007(2) -0.208(4) 0.021(10) Uiso 1 1 d . . . H3A H 0.079(6) 0.285(3) -0.119(4) 0.040(13) Uiso 1 1 d . . . H3B H 0.175(5) 0.281(3) -0.217(4) 0.041(12) Uiso 1 1 d . . . H4A H 0.333(5) 0.332(3) -0.041(4) 0.037(12) Uiso 1 1 d . . . H4B H 0.404(5) 0.250(3) -0.080(4) 0.028(11) Uiso 1 1 d . . . H5A H -0.064(5) 0.101(3) -0.206(4) 0.025(10) Uiso 1 1 d . . . H5B H -0.084(5) 0.188(3) -0.250(4) 0.023(10) Uiso 1 1 d . . . H6A H -0.236(6) 0.154(3) -0.101(4) 0.036(12) Uiso 1 1 d . . . H6B H -0.141(4) 0.232(3) -0.065(3) 0.019(9) Uiso 1 1 d . . . H14 H 0.156(7) -0.058(4) 0.568(6) 0.069(18) Uiso 1 1 d . . . H15 H 0.358(6) -0.138(3) 0.547(5) 0.039(13) 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 0.0231(3) 0.0185(3) 0.0174(3) 0.00152(18) 0.0085(2) 0.00477(18) Cu2 0.0159(4) 0.0256(4) 0.0156(4) 0.0038(3) 0.0085(3) 0.0062(3) O1 0.0190(11) 0.0301(13) 0.0156(12) -0.0025(10) 0.0042(9) 0.0085(9) O2 0.0252(14) 0.0265(13) 0.0273(14) -0.0047(11) -0.0024(11) -0.0001(11) O3 0.0213(13) 0.0530(17) 0.0337(16) 0.0154(13) 0.0143(11) 0.0105(12) N 0.0191(14) 0.0190(14) 0.0196(15) 0.0013(11) 0.0050(11) 0.0000(11) C1 0.0254(18) 0.0284(18) 0.0180(19) 0.0008(14) 0.0074(14) 0.0005(14) C2 0.0200(17) 0.0267(18) 0.0174(18) -0.0052(14) 0.0031(13) 0.0028(14) C3 0.0277(18) 0.0183(17) 0.028(2) 0.0029(15) 0.0050(15) 0.0000(14) C4 0.0250(19) 0.0214(18) 0.039(2) 0.0008(16) 0.0044(16) -0.0048(14) C5 0.0200(17) 0.0268(19) 0.027(2) -0.0014(16) -0.0013(14) 0.0002(14) C6 0.0171(18) 0.033(2) 0.035(2) 0.0036(17) 0.0041(15) 0.0026(15) O11 0.0228(12) 0.0411(15) 0.0179(13) 0.0085(11) 0.0106(10) 0.0077(11) O12 0.0339(14) 0.0295(13) 0.0204(13) 0.0038(10) 0.0113(10) 0.0109(11) C11 0.0174(16) 0.0220(16) 0.0197(18) -0.0016(13) 0.0070(13) -0.0037(13) C12 0.0163(15) 0.0296(18) 0.0139(17) -0.0042(14) 0.0072(12) -0.0045(13) C14 0.027(2) 0.082(4) 0.022(2) -0.014(2) 0.0113(17) -0.015(2) C15 0.029(2) 0.057(3) 0.039(3) 0.030(2) -0.0028(18) -0.0032(19) S11 0.030(3) 0.027(2) 0.022(3) 0.0081(18) 0.0051(18) 0.0105(17) C13 0.034(12) 0.058(13) 0.024(14) -0.017(8) 0.017(8) -0.025(7) C13A 0.034(12) 0.058(13) 0.024(14) -0.017(8) 0.017(8) -0.025(7) S11A 0.030(3) 0.027(2) 0.022(3) 0.0081(18) 0.0051(18) 0.0105(17) N21 0.0273(16) 0.0230(15) 0.0318(18) 0.0056(13) 0.0124(13) 0.0002(12) O21 0.0428(17) 0.0520(19) 0.0415(18) -0.0078(14) 0.0195(14) 0.0102(14) O22 0.0325(14) 0.0499(17) 0.0260(15) -0.0010(13) 0.0038(11) 0.0022(13) O23 0.0246(13) 0.0362(15) 0.0370(16) 0.0008(12) 0.0009(11) 0.0002(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 O12 1.913(2) . ? Cu1 O1 1.924(2) . ? Cu1 N 2.009(3) . ? Cu1 O3 2.071(3) . ? Cu1 O2 2.187(3) . ? Cu2 O1 1.904(2) . ? Cu2 O1 1.904(2) 3_655 ? Cu2 O11 1.973(2) 3_655 ? Cu2 O11 1.973(2) . ? O1 C2 1.422(4) . ? O2 C4 1.440(5) . ? O2 H2O 0.75(5) . ? O3 C6 1.436(5) . ? O3 H3O 0.8400 . ? N C5 1.484(4) . ? N C3 1.487(4) . ? N C1 1.497(4) . ? C1 C2 1.508(5) . ? C1 H1A 1.02(4) . ? C1 H1B 0.98(4) . ? C2 H2A 0.91(5) . ? C2 H2B 0.99(4) . ? C3 C4 1.503(5) . ? C3 H3A 0.91(5) . ? C3 H3B 0.97(5) . ? C4 H4A 1.03(5) . ? C4 H4B 0.97(4) . ? C5 C6 1.506(5) . ? C5 H5A 0.96(4) . ? C5 H5B 0.89(4) . ? C6 H6A 0.91(5) . ? C6 H6B 0.94(4) . ? O11 C11 1.255(4) . ? O12 C11 1.254(4) . ? C11 C12 1.483(5) . ? C12 C13 1.611(3) . ? C12 S11 1.617(4) . ? C14 C15 1.330(7) . ? C14 C13 1.514(6) . ? C14 H14 0.86(6) . ? C15 S11 1.601(5) . ? C15 H15 0.78(5) . ? N21 O21 1.246(4) . ? N21 O22 1.251(4) . ? N21 O23 1.255(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 O12 Cu1 O1 98.23(10) . . ? O12 Cu1 N 174.36(11) . . ? O1 Cu1 N 87.40(11) . . ? O12 Cu1 O3 93.48(11) . . ? O1 Cu1 O3 133.95(12) . . ? N Cu1 O3 82.31(11) . . ? O12 Cu1 O2 94.97(11) . . ? O1 Cu1 O2 120.53(10) . . ? N Cu1 O2 82.34(11) . . ? O3 Cu1 O2 102.42(11) . . ? O1 Cu2 O1 180.00(14) . 3_655 ? O1 Cu2 O11 90.45(10) . 3_655 ? O1 Cu2 O11 89.55(10) 3_655 3_655 ? O1 Cu2 O11 89.55(10) . . ? O1 Cu2 O11 90.45(10) 3_655 . ? O11 Cu2 O11 180.00(15) 3_655 . ? C2 O1 Cu2 125.2(2) . . ? C2 O1 Cu1 108.11(19) . . ? Cu2 O1 Cu1 122.29(12) . . ? C4 O2 Cu1 104.3(2) . . ? C4 O2 H2O 109(4) . . ? Cu1 O2 H2O 103(4) . . ? C6 O3 Cu1 113.2(2) . . ? C6 O3 H3O 109.5 . . ? Cu1 O3 H3O 131.9 . . ? C5 N C3 111.6(3) . . ? C5 N C1 111.0(3) . . ? C3 N C1 111.7(3) . . ? C5 N Cu1 106.8(2) . . ? C3 N Cu1 110.0(2) . . ? C1 N Cu1 105.4(2) . . ? N C1 C2 108.9(3) . . ? N C1 H1A 110(2) . . ? C2 C1 H1A 105(2) . . ? N C1 H1B 112(2) . . ? C2 C1 H1B 112(2) . . ? H1A C1 H1B 108(3) . . ? O1 C2 C1 108.3(3) . . ? O1 C2 H2A 112(3) . . ? C1 C2 H2A 109(3) . . ? O1 C2 H2B 110(2) . . ? C1 C2 H2B 112(2) . . ? H2A C2 H2B 106(4) . . ? N C3 C4 110.3(3) . . ? N C3 H3A 107(3) . . ? C4 C3 H3A 113(3) . . ? N C3 H3B 112(3) . . ? C4 C3 H3B 111(3) . . ? H3A C3 H3B 103(4) . . ? O2 C4 C3 106.7(3) . . ? O2 C4 H4A 110(3) . . ? C3 C4 H4A 109(2) . . ? O2 C4 H4B 116(2) . . ? C3 C4 H4B 112(2) . . ? H4A C4 H4B 103(3) . . ? N C5 C6 110.8(3) . . ? N C5 H5A 107(2) . . ? C6 C5 H5A 109(2) . . ? N C5 H5B 110(3) . . ? C6 C5 H5B 111(3) . . ? H5A C5 H5B 109(4) . . ? O3 C6 C5 106.2(3) . . ? O3 C6 H6A 108(3) . . ? C5 C6 H6A 108(3) . . ? O3 C6 H6B 109(2) . . ? C5 C6 H6B 113(2) . . ? H6A C6 H6B 113(4) . . ? C11 O11 Cu2 136.9(2) . . ? C11 O12 Cu1 127.5(2) . . ? O12 C11 O11 127.9(3) . . ? O12 C11 C12 116.3(3) . . ? O11 C11 C12 115.8(3) . . ? C11 C12 C13 124.3(3) . . ? C11 C12 S11 122.2(3) . . ? C13 C12 S11 113.4(2) . . ? C15 C14 C13 116.1(3) . . ? C15 C14 H14 119(4) . . ? C13 C14 H14 124(4) . . ? C14 C15 S11 116.0(4) . . ? C14 C15 H15 126(4) . . ? S11 C15 H15 118(4) . . ? C15 S11 C12 95.5(2) . . ? C14 C13 C12 98.9(2) . . ? O21 N21 O22 119.4(3) . . ? O21 N21 O23 120.6(3) . . ? O22 N21 O23 120.1(3) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 64.98 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 1.286 _refine_diff_density_min -1.695 _refine_diff_density_rms 0.104 # Attachment 'keku43.cif' data_keku43 _database_code_depnum_ccdc_archive 'CCDC 787665' #TrackingRef 'keku43.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H54 Cu3 N4 O14 S4' _chemical_formula_weight 1133.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.71890(10) _cell_length_b 11.7125(2) _cell_length_c 12.4995(2) _cell_angle_alpha 84.0810(10) _cell_angle_beta 76.9670(10) _cell_angle_gamma 70.1580(10) _cell_volume 1169.25(3) _cell_formula_units_Z 1 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 14041 _cell_measurement_theta_min 7.20 _cell_measurement_theta_max 71.98 _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 585 _exptl_absorpt_coefficient_mu 3.837 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.619 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_process_details 'CrystalClear, Rigaku MSC, 2005' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku R-AXIS SPIDER IPDS' _diffrn_measurement_method '\q scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14248 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0279 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 7.20 _diffrn_reflns_theta_max 65.00 _reflns_number_total 3739 _reflns_number_gt 3441 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear, Rigaku MSC, 2005' _computing_cell_refinement 'CrystalClear, Rigaku MSC, 2005' _computing_data_reduction 'CrystalClear, Rigaku MSC, 2005' _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^)+(0.0431P)^2^+1.0268P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment refall _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3739 _refine_ls_number_parameters 402 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0349 _refine_ls_R_factor_gt 0.0321 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0834 _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 0.20002(4) 0.14641(3) 0.06559(3) 0.01928(12) Uani 1 1 d . . . Cu2 Cu 0.0000 0.0000 0.0000 0.01957(14) Uani 1 2 d S . . O1 O 0.22275(19) 0.02203(13) -0.03509(14) 0.0186(4) Uani 1 1 d . . . O2 O -0.1123(2) 0.21265(17) 0.0520(2) 0.0285(5) Uani 1 1 d . . . O3 O 0.4791(2) 0.15146(17) 0.00967(17) 0.0280(4) Uani 1 1 d . . . N N 0.1855(2) 0.26286(17) -0.06842(18) 0.0216(5) Uani 1 1 d . . . O11 O 0.0309(2) -0.05004(16) 0.14979(15) 0.0255(4) Uani 1 1 d . . . O12 O 0.2124(2) 0.02790(15) 0.19018(14) 0.0239(4) Uani 1 1 d . . . O21 O 0.1606(2) 0.27453(14) 0.16677(15) 0.0257(4) Uani 1 1 d . . . O22 O -0.1118(2) 0.31035(18) 0.23272(17) 0.0373(5) Uani 1 1 d . . . C1 C 0.2176(3) 0.1901(2) -0.1677(2) 0.0240(5) Uani 1 1 d . . . C2 C 0.2962(3) 0.0551(2) -0.1429(2) 0.0227(5) Uani 1 1 d . . . C3 C 0.0179(3) 0.3570(2) -0.0523(3) 0.0260(6) Uani 1 1 d . . . C4 C -0.1261(3) 0.3065(2) -0.0302(3) 0.0299(6) Uani 1 1 d . . . C5 C 0.3124(3) 0.3242(2) -0.0763(3) 0.0263(6) Uani 1 1 d . . . C6 C 0.4849(3) 0.2341(2) -0.0815(3) 0.0282(6) Uani 1 1 d . . . S11 S 0.30956(9) -0.00738(7) 0.39989(7) 0.0392(2) Uani 1 1 d . . . C11 C 0.1282(3) -0.0429(2) 0.2079(2) 0.0207(5) Uani 1 1 d . . . C12 C 0.1461(3) -0.1324(2) 0.3043(2) 0.0241(6) Uani 1 1 d . . . C13 C 0.1937(3) -0.1015(2) 0.4026(2) 0.0231(5) Uani 1 1 d . . . C14 C 0.1545(3) -0.1468(3) 0.5074(3) 0.0301(6) Uani 1 1 d . . . C15 C 0.2179(4) -0.1039(3) 0.5838(3) 0.0353(7) Uani 1 1 d . . . C16 C 0.3045(4) -0.0297(3) 0.5377(3) 0.0364(7) Uani 1 1 d . . . S12 S -0.31298(9) 0.50393(8) 0.38555(8) 0.0502(2) Uani 1 1 d . . . C21 C 0.0244(3) 0.3220(2) 0.2336(2) 0.0254(6) Uani 1 1 d . . . C22 C 0.0374(3) 0.3942(3) 0.3227(3) 0.0334(7) Uani 1 1 d . . . C23 C -0.1104(3) 0.5014(2) 0.3660(2) 0.0295(6) Uani 1 1 d . . . C24 C -0.1054(4) 0.6055(3) 0.4024(3) 0.0366(7) Uani 1 1 d . . . C25 C -0.2640(5) 0.6861(3) 0.4460(3) 0.0508(9) Uani 1 1 d . . . C26 C -0.3866(5) 0.6436(3) 0.4426(3) 0.0541(10) Uani 1 1 d . . . N1 N 0.3796(8) 0.5300(6) 0.1957(8) 0.223(5) Uani 1 1 d . . . C31 C 0.4349(6) 0.4300(6) 0.2104(5) 0.116(3) Uani 1 1 d . . . C32 C 0.5006(5) 0.3023(5) 0.2320(5) 0.0683(14) Uani 1 1 d . . . H2O H -0.116(4) 0.236(3) 0.097(3) 0.022(10) Uiso 1 1 d . . . H3O H 0.559(4) 0.112(3) 0.005(3) 0.032(10) Uiso 1 1 d . . . H1A H 0.115(4) 0.202(2) -0.188(2) 0.025(7) Uiso 1 1 d . . . H1B H 0.282(3) 0.219(2) -0.225(2) 0.023(7) Uiso 1 1 d . . . H2A H 0.411(3) 0.035(2) -0.149(2) 0.013(6) Uiso 1 1 d . . . H2B H 0.282(3) 0.010(2) -0.196(2) 0.013(6) Uiso 1 1 d . . . H3A H 0.008(3) 0.411(3) -0.117(2) 0.026(7) Uiso 1 1 d . . . H3B H 0.010(3) 0.399(2) 0.011(2) 0.019(6) Uiso 1 1 d . . . H4A H -0.133(3) 0.276(2) -0.095(2) 0.019(7) Uiso 1 1 d . . . H4B H -0.226(4) 0.371(3) -0.011(2) 0.034(8) Uiso 1 1 d . . . H5A H 0.306(4) 0.376(3) -0.134(3) 0.043(9) Uiso 1 1 d . . . H5B H 0.280(3) 0.372(2) -0.014(2) 0.020(7) Uiso 1 1 d . . . H6A H 0.558(3) 0.274(2) -0.080(2) 0.016(6) Uiso 1 1 d . . . H6B H 0.526(4) 0.192(3) -0.148(3) 0.032(8) Uiso 1 1 d . . . H12A H 0.046(4) -0.145(3) 0.329(2) 0.030(7) Uiso 1 1 d . . . H12B H 0.217(4) -0.202(3) 0.277(2) 0.030(8) Uiso 1 1 d . . . H14 H 0.108(3) -0.187(3) 0.524(2) 0.020 Uiso 1 1 d . . . H15 H 0.201(4) -0.121(3) 0.649(3) 0.026(8) Uiso 1 1 d . . . H16 H 0.352(4) 0.008(3) 0.572(3) 0.055(10) Uiso 1 1 d . . . H22A H 0.064(4) 0.334(3) 0.381(3) 0.041(9) Uiso 1 1 d . . . H22B H 0.131(4) 0.420(2) 0.298(2) 0.027(7) Uiso 1 1 d . . . H24 H -0.022(4) 0.616(3) 0.398(2) 0.024(8) Uiso 1 1 d . . . H25 H -0.282(5) 0.760(4) 0.469(3) 0.061(11) Uiso 1 1 d . . . H26 H -0.499(5) 0.675(4) 0.464(3) 0.077(13) Uiso 1 1 d . . . H32A H 0.527(5) 0.300(4) 0.285(4) 0.062(15) Uiso 1 1 d . . . H32B H 0.429(7) 0.270(5) 0.225(4) 0.106(19) Uiso 1 1 d . . . H32C H 0.587(9) 0.258(6) 0.195(5) 0.14(3) 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 0.02141(19) 0.01455(18) 0.0231(2) -0.00240(15) -0.00474(15) -0.00676(14) Cu2 0.0192(2) 0.0206(3) 0.0218(3) -0.0011(2) -0.0062(2) -0.00874(19) O1 0.0204(8) 0.0170(8) 0.0199(10) -0.0010(7) -0.0037(7) -0.0080(6) O2 0.0274(10) 0.0233(9) 0.0367(14) -0.0073(9) -0.0057(9) -0.0095(7) O3 0.0191(9) 0.0255(9) 0.0355(13) 0.0043(8) -0.0043(8) -0.0047(8) N 0.0215(10) 0.0175(9) 0.0273(13) 0.0005(9) -0.0073(9) -0.0071(8) O11 0.0274(9) 0.0328(9) 0.0212(11) 0.0031(8) -0.0069(8) -0.0159(7) O12 0.0308(9) 0.0240(8) 0.0226(11) 0.0022(7) -0.0098(8) -0.0139(7) O21 0.0250(9) 0.0220(8) 0.0311(11) -0.0082(8) -0.0025(8) -0.0088(7) O22 0.0277(9) 0.0492(12) 0.0385(13) -0.0176(10) 0.0009(9) -0.0175(9) C1 0.0276(13) 0.0262(13) 0.0197(16) 0.0050(11) -0.0050(11) -0.0125(10) C2 0.0222(13) 0.0233(12) 0.0230(16) -0.0027(11) -0.0021(11) -0.0091(10) C3 0.0278(13) 0.0164(11) 0.0334(18) 0.0033(12) -0.0133(12) -0.0035(10) C4 0.0256(13) 0.0218(13) 0.043(2) -0.0038(12) -0.0143(13) -0.0035(11) C5 0.0296(13) 0.0205(12) 0.0338(18) 0.0065(13) -0.0103(12) -0.0142(10) C6 0.0253(13) 0.0287(13) 0.0344(18) 0.0042(12) -0.0056(12) -0.0156(11) S11 0.0459(4) 0.0524(4) 0.0323(5) 0.0017(3) -0.0130(3) -0.0303(4) C11 0.0196(11) 0.0195(11) 0.0222(15) -0.0053(10) -0.0030(10) -0.0048(9) C12 0.0265(13) 0.0225(13) 0.0260(16) 0.0007(11) -0.0050(11) -0.0120(11) C13 0.0191(11) 0.0222(12) 0.0264(16) 0.0005(11) -0.0065(10) -0.0038(9) C14 0.0259(13) 0.0325(15) 0.0290(18) -0.0020(13) -0.0076(12) -0.0041(11) C15 0.0352(15) 0.0412(16) 0.0222(19) 0.0011(13) -0.0084(13) -0.0021(12) C16 0.0381(15) 0.0502(17) 0.0265(18) -0.0028(14) -0.0146(13) -0.0159(14) S12 0.0289(4) 0.0503(5) 0.0634(6) -0.0155(4) 0.0005(4) -0.0051(3) C21 0.0256(13) 0.0222(12) 0.0301(17) -0.0041(11) -0.0046(11) -0.0097(10) C22 0.0254(14) 0.0358(15) 0.039(2) -0.0157(14) -0.0045(13) -0.0069(12) C23 0.0315(14) 0.0307(13) 0.0236(16) -0.0049(12) -0.0056(12) -0.0056(11) C24 0.0477(18) 0.0331(15) 0.0301(19) -0.0022(13) -0.0135(14) -0.0106(14) C25 0.076(3) 0.0270(15) 0.033(2) -0.0065(14) -0.0119(17) 0.0070(16) C26 0.046(2) 0.0456(19) 0.047(2) -0.0083(16) 0.0019(17) 0.0108(16) N1 0.177(6) 0.190(6) 0.396(12) 0.223(8) -0.211(7) -0.150(5) C31 0.081(3) 0.163(6) 0.152(5) 0.115(5) -0.082(4) -0.096(4) C32 0.034(2) 0.106(4) 0.065(3) -0.011(3) -0.013(2) -0.019(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 Cu1 O1 1.9531(15) . ? Cu1 O21 1.9531(16) . ? Cu1 O12 1.9727(17) . ? Cu1 N 2.047(2) . ? Cu1 O3 2.3944(19) . ? Cu2 O11 1.9533(18) 2 ? Cu2 O11 1.9533(18) . ? Cu2 O1 1.9909(15) 2 ? Cu2 O1 1.9909(15) . ? O1 C2 1.431(3) . ? O2 C4 1.419(4) . ? O2 H2O 0.64(3) . ? O3 C6 1.421(3) . ? O3 H3O 0.69(3) . ? N C3 1.487(3) . ? N C5 1.491(3) . ? N C1 1.498(3) . ? O11 C11 1.262(3) . ? O12 C11 1.256(3) . ? O21 C21 1.272(3) . ? O22 C21 1.242(3) . ? C1 C2 1.525(3) . ? C1 H1A 0.94(3) . ? C1 H1B 0.92(3) . ? C2 H2A 0.93(2) . ? C2 H2B 0.94(3) . ? C3 C4 1.522(4) . ? C3 H3A 0.98(3) . ? C3 H3B 0.95(3) . ? C4 H4A 0.93(3) . ? C4 H4B 0.94(3) . ? C5 C6 1.508(4) . ? C5 H5A 0.89(4) . ? C5 H5B 0.94(3) . ? C6 H6A 0.92(3) . ? C6 H6B 0.95(3) . ? S11 C16 1.708(3) . ? S11 C13 1.723(2) . ? C11 C12 1.513(4) . ? C12 C13 1.496(4) . ? C12 H12A 0.91(3) . ? C12 H12B 0.88(3) . ? C13 C14 1.376(4) . ? C14 C15 1.413(4) . ? C14 H14 0.71(3) . ? C15 C16 1.343(5) . ? C15 H15 0.82(3) . ? C16 H16 0.89(4) . ? S12 C26 1.708(3) . ? S12 C23 1.719(3) . ? C21 C22 1.512(4) . ? C22 C23 1.503(4) . ? C22 H22A 0.97(3) . ? C22 H22B 0.94(3) . ? C23 C24 1.361(4) . ? C24 C25 1.407(5) . ? C24 H24 0.77(3) . ? C25 C26 1.334(6) . ? C25 H25 0.89(4) . ? C26 H26 0.91(4) . ? N1 C31 1.118(8) . ? C31 C32 1.429(8) . ? C32 H32A 0.75(4) . ? C32 H32B 0.86(6) . ? C32 H32C 0.83(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 Cu1 O21 176.01(7) . . ? O1 Cu1 O12 91.16(7) . . ? O21 Cu1 O12 89.46(7) . . ? O1 Cu1 N 85.90(7) . . ? O21 Cu1 N 93.43(8) . . ? O12 Cu1 N 176.98(7) . . ? O1 Cu1 O3 96.73(6) . . ? O21 Cu1 O3 86.96(7) . . ? O12 Cu1 O3 103.54(7) . . ? N Cu1 O3 77.50(7) . . ? O11 Cu2 O11 180.0 2 . ? O11 Cu2 O1 89.16(7) 2 2 ? O11 Cu2 O1 90.84(7) . 2 ? O11 Cu2 O1 90.84(7) 2 . ? O11 Cu2 O1 89.16(7) . . ? O1 Cu2 O1 180.00(8) 2 . ? C2 O1 Cu1 108.31(13) . . ? C2 O1 Cu2 122.72(15) . . ? Cu1 O1 Cu2 103.69(7) . . ? C4 O2 H2O 107(3) . . ? C6 O3 Cu1 108.30(14) . . ? C6 O3 H3O 105(3) . . ? Cu1 O3 H3O 139(3) . . ? C3 N C5 108.39(18) . . ? C3 N C1 111.3(2) . . ? C5 N C1 111.9(2) . . ? C3 N Cu1 109.39(16) . . ? C5 N Cu1 107.79(16) . . ? C1 N Cu1 108.02(14) . . ? C11 O11 Cu2 135.30(16) . . ? C11 O12 Cu1 122.05(16) . . ? C21 O21 Cu1 125.06(15) . . ? N C1 C2 110.8(2) . . ? N C1 H1A 108.7(16) . . ? C2 C1 H1A 108.5(16) . . ? N C1 H1B 109.3(17) . . ? C2 C1 H1B 112.6(16) . . ? H1A C1 H1B 107(2) . . ? O1 C2 C1 110.8(2) . . ? O1 C2 H2A 109.4(15) . . ? C1 C2 H2A 111.0(15) . . ? O1 C2 H2B 110.2(15) . . ? C1 C2 H2B 108.9(15) . . ? H2A C2 H2B 106(2) . . ? N C3 C4 114.4(2) . . ? N C3 H3A 109.9(16) . . ? C4 C3 H3A 107.7(16) . . ? N C3 H3B 105.2(15) . . ? C4 C3 H3B 108.0(16) . . ? H3A C3 H3B 112(2) . . ? O2 C4 C3 113.1(2) . . ? O2 C4 H4A 108.6(16) . . ? C3 C4 H4A 109.9(16) . . ? O2 C4 H4B 111.3(19) . . ? C3 C4 H4B 108.1(18) . . ? H4A C4 H4B 105(2) . . ? N C5 C6 111.9(2) . . ? N C5 H5A 108(2) . . ? C6 C5 H5A 112(2) . . ? N C5 H5B 106.9(16) . . ? C6 C5 H5B 110.4(16) . . ? H5A C5 H5B 107(3) . . ? O3 C6 C5 108.1(2) . . ? O3 C6 H6A 111.3(16) . . ? C5 C6 H6A 109.6(15) . . ? O3 C6 H6B 110.4(18) . . ? C5 C6 H6B 112.4(18) . . ? H6A C6 H6B 105(2) . . ? C16 S11 C13 91.81(14) . . ? O12 C11 O11 125.9(2) . . ? O12 C11 C12 118.9(2) . . ? O11 C11 C12 115.1(2) . . ? C13 C12 C11 119.3(2) . . ? C13 C12 H12A 106.5(19) . . ? C11 C12 H12A 107.2(19) . . ? C13 C12 H12B 111.2(19) . . ? C11 C12 H12B 105.9(19) . . ? H12A C12 H12B 106(2) . . ? C14 C13 C12 124.6(2) . . ? C14 C13 S11 110.6(2) . . ? C12 C13 S11 124.82(19) . . ? C13 C14 C15 112.5(3) . . ? C13 C14 H14 127(3) . . ? C15 C14 H14 121(3) . . ? C16 C15 C14 113.0(3) . . ? C16 C15 H15 124(2) . . ? C14 C15 H15 123(2) . . ? C15 C16 S11 112.1(2) . . ? C15 C16 H16 127(2) . . ? S11 C16 H16 121(2) . . ? C26 S12 C23 91.81(17) . . ? O22 C21 O21 125.7(2) . . ? O22 C21 C22 119.5(2) . . ? O21 C21 C22 114.8(2) . . ? C23 C22 C21 118.4(2) . . ? C23 C22 H22A 110.4(19) . . ? C21 C22 H22A 103.8(18) . . ? C23 C22 H22B 108.9(17) . . ? C21 C22 H22B 108.8(17) . . ? H22A C22 H22B 106(2) . . ? C24 C23 C22 126.1(3) . . ? C24 C23 S12 110.2(2) . . ? C22 C23 S12 123.5(2) . . ? C23 C24 C25 113.3(3) . . ? C23 C24 H24 121(2) . . ? C25 C24 H24 126(2) . . ? C26 C25 C24 112.7(3) . . ? C26 C25 H25 123(2) . . ? C24 C25 H25 124(2) . . ? C25 C26 S12 112.0(3) . . ? C25 C26 H26 133(3) . . ? S12 C26 H26 115(3) . . ? N1 C31 C32 178.1(8) . . ? C31 C32 H32A 102(4) . . ? C31 C32 H32B 108(4) . . ? H32A C32 H32B 123(5) . . ? C31 C32 H32C 123(4) . . ? H32A C32 H32C 101(5) . . ? H32B C32 H32C 102(5) . . ? _diffrn_measured_fraction_theta_max 0.941 _diffrn_reflns_theta_full 65.00 _diffrn_measured_fraction_theta_full 0.941 _refine_diff_density_max 0.550 _refine_diff_density_min -0.457 _refine_diff_density_rms 0.065