# 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 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email wlya@lynu.edu.cn _publ_contact_author_name 'Liya Wang' loop_ _publ_author_name 'Lufang Ma' 'Junwei Zhao' 'Liya Wang' 'Miao Du' data_1 _database_code_depnum_ccdc_archive 'CCDC 829000' #TrackingRef '- 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H50 Cu5 N8 O22' _chemical_formula_weight 1480.72 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 14.8070(12) _cell_length_b 12.1079(10) _cell_length_c 17.1135(14) _cell_angle_alpha 90.00 _cell_angle_beta 109.9670(10) _cell_angle_gamma 90.00 _cell_volume 2883.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 8694 _cell_measurement_theta_min 2.53 _cell_measurement_theta_max 28.16 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.31 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1502 _exptl_absorpt_coefficient_mu 1.902 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5242 _exptl_absorpt_correction_T_max 0.5901 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 19650 _diffrn_reflns_av_R_equivalents 0.0214 _diffrn_reflns_av_sigmaI/netI 0.0199 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5336 _reflns_number_gt 4680 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0332P)^2^+4.0580P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5336 _refine_ls_number_parameters 405 _refine_ls_number_restraints 21 _refine_ls_R_factor_all 0.0356 _refine_ls_R_factor_gt 0.0297 _refine_ls_wR_factor_ref 0.0767 _refine_ls_wR_factor_gt 0.0733 _refine_ls_goodness_of_fit_ref 1.037 _refine_ls_restrained_S_all 1.131 _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 0.5000 1.0000 0.0000 0.01725(11) Uani 1 2 d S . . Cu2 Cu 0.42524(3) 0.77943(3) 0.05616(2) 0.02377(10) Uani 1 1 d . . . Cu3 Cu 0.46917(2) 0.98151(3) 0.17945(2) 0.02555(10) Uani 1 1 d . . . N1 N 0.51963(19) 0.6576(2) 0.06866(16) 0.0345(6) Uani 1 1 d . . . N2 N 0.6310(2) 0.5563(2) 0.0457(2) 0.0439(7) Uani 1 1 d . . . N3 N 0.51701(19) 1.0256(2) 0.29870(15) 0.0343(6) Uani 1 1 d . . . N4 N 0.6097(2) 1.1074(2) 0.41276(16) 0.0409(7) Uani 1 1 d . . . O1 O 0.60064(14) 0.92804(18) 0.19967(12) 0.0299(5) Uani 1 1 d . . . O2 O 0.61628(14) 0.92121(17) 0.07370(11) 0.0276(5) Uani 1 1 d . . . O3 O 0.97076(15) 0.64817(17) 0.40080(12) 0.0292(5) Uani 1 1 d . . . O4 O 0.86127(15) 0.74132(17) 0.43750(12) 0.0294(5) Uani 1 1 d . . . O5 O 0.97083(16) 0.8808(2) 0.15004(15) 0.0506(7) Uani 1 1 d . . . O6 O 0.34550(16) 1.0391(2) 0.17650(13) 0.0470(7) Uani 1 1 d . . . O7 O 0.25717(16) 1.0279(2) 0.04246(13) 0.0485(7) Uani 1 1 d . . . O8 O 0.19467(18) 1.1809(2) 0.37796(14) 0.0496(6) Uani 1 1 d . . . O9 O 0.05981(17) 1.27533(18) 0.32628(13) 0.0363(5) Uani 1 1 d . . . O10 O -0.06054(18) 1.1790(2) 0.02052(16) 0.0534(6) Uani 1 1 d U . . O11 O 0.42206(12) 0.94018(15) 0.06130(10) 0.0185(4) Uani 1 1 d . . . H11D H 0.3556 0.9657 0.0356 0.022 Uiso 1 1 calc R . . C1 C 0.74742(19) 0.8653(2) 0.19114(16) 0.0223(6) Uani 1 1 d . . . C2 C 0.8153(2) 0.8886(3) 0.15396(17) 0.0274(6) Uani 1 1 d . . . H2 H 0.7975 0.9271 0.1040 0.033 Uiso 1 1 calc R . . C3 C 0.9101(2) 0.8541(3) 0.19168(18) 0.0304(7) Uani 1 1 d . . . C4 C 0.9362(2) 0.7946(2) 0.26548(18) 0.0267(6) Uani 1 1 d . . . H4 H 0.9991 0.7699 0.2899 0.032 Uiso 1 1 calc R . . C5 C 0.8679(2) 0.7718(2) 0.30284(16) 0.0218(6) Uani 1 1 d . . . C6 C 0.77370(19) 0.8073(2) 0.26661(16) 0.0219(6) Uani 1 1 d . . . H6 H 0.7285 0.7929 0.2920 0.026 Uiso 1 1 calc R . . C7 C 0.64596(19) 0.9080(2) 0.15092(16) 0.0208(6) Uani 1 1 d . . . C8 C 0.90247(19) 0.7132(2) 0.38589(17) 0.0219(6) Uani 1 1 d . . . C9 C 1.0702(2) 0.8550(4) 0.1873(2) 0.0558(11) Uani 1 1 d . . . H9A H 1.0968 0.8961 0.2380 0.084 Uiso 1 1 calc R . . H9B H 1.1033 0.8743 0.1497 0.084 Uiso 1 1 calc R . . H9C H 1.0775 0.7774 0.1992 0.084 Uiso 1 1 calc R . . C10 C 0.1864(2) 1.1056(3) 0.13430(18) 0.0280(6) Uani 1 1 d . . . C11 C 0.1971(2) 1.1391(3) 0.21504(18) 0.0304(7) Uani 1 1 d . . . H11 H 0.2554 1.1293 0.2579 0.037 Uiso 1 1 calc R . . C12 C 0.1200(2) 1.1870(3) 0.23072(18) 0.0287(6) Uani 1 1 d . . . C13 C 0.0331(2) 1.2031(3) 0.16706(19) 0.0341(7) Uani 1 1 d . . . H13 H -0.0176 1.2373 0.1778 0.041 Uiso 1 1 calc R . . C14 C 0.0224(2) 1.1679(3) 0.0873(2) 0.0380(6) Uani 1 1 d U . . C15 C 0.0985(2) 1.1186(3) 0.07081(18) 0.0310(7) Uani 1 1 d . . . H15 H 0.0908 1.0944 0.0173 0.037 Uiso 1 1 calc R . . C16 C 0.2685(2) 1.0535(3) 0.11497(18) 0.0301(7) Uani 1 1 d . . . C17 C 0.1281(2) 1.2165(3) 0.31822(19) 0.0311(7) Uani 1 1 d . . . C18 C -0.1440(3) 1.2148(4) 0.0365(3) 0.0592(9) Uani 1 1 d U . . H18A H -0.1565 1.1657 0.0757 0.089 Uiso 1 1 calc R . . H18B H -0.1979 1.2146 -0.0144 0.089 Uiso 1 1 calc R . . H18C H -0.1339 1.2882 0.0590 0.089 Uiso 1 1 calc R . . C19 C 0.5718(3) 0.6049(3) 0.1407(2) 0.0490(9) Uani 1 1 d . . . H19 H 0.5618 0.6113 0.1913 0.059 Uiso 1 1 calc R . . C20 C 0.6397(3) 0.5428(3) 0.1268(3) 0.0571(11) Uani 1 1 d . . . H20 H 0.6845 0.4985 0.1655 0.069 Uiso 1 1 calc R . . C21 C 0.5580(3) 0.6258(3) 0.0130(2) 0.0428(8) Uani 1 1 d . . . H21 H 0.5367 0.6491 -0.0421 0.051 Uiso 1 1 calc R . . C22 C 0.6891(3) 0.5035(3) 0.0019(3) 0.0568(11) Uani 1 1 d . . . H22A H 0.6478 0.4575 -0.0424 0.068 Uiso 1 1 calc R . . H22B H 0.7365 0.4559 0.0403 0.068 Uiso 1 1 calc R . . C23 C 0.4666(3) 1.0367(4) 0.3524(2) 0.0510(10) Uani 1 1 d . . . H23 H 0.4036 1.0139 0.3421 0.061 Uiso 1 1 calc R . . C24 C 0.5238(3) 1.0860(4) 0.4228(2) 0.0565(11) Uani 1 1 d . . . H24 H 0.5075 1.1024 0.4694 0.068 Uiso 1 1 calc R . . C25 C 0.6021(2) 1.0694(3) 0.33734(19) 0.0371(8) Uani 1 1 d . . . H25 H 0.6510 1.0734 0.3149 0.044 Uiso 1 1 calc R . . C26 C 0.6935(3) 1.1640(3) 0.4716(2) 0.0493(9) Uani 1 1 d . . . H26A H 0.6713 1.2209 0.5006 0.059 Uiso 1 1 calc R . . H26B H 0.7293 1.1999 0.4406 0.059 Uiso 1 1 calc R . . C27 C 0.7599(3) 1.0862(4) 0.5348(2) 0.0550(10) Uani 1 1 d . . . H27A H 0.8078 1.1296 0.5764 0.066 Uiso 1 1 calc R . . H27B H 0.7228 1.0464 0.5626 0.066 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 0.0157(2) 0.0228(2) 0.0126(2) 0.00339(17) 0.00398(18) 0.00143(18) Cu2 0.0312(2) 0.02353(19) 0.01693(18) -0.00022(13) 0.00875(15) -0.00249(14) Cu3 0.02108(18) 0.0398(2) 0.01439(18) -0.00356(14) 0.00427(14) 0.00744(15) N1 0.0377(15) 0.0294(14) 0.0328(14) 0.0029(11) 0.0073(12) 0.0048(12) N2 0.0380(16) 0.0304(15) 0.060(2) -0.0011(14) 0.0121(15) 0.0062(13) N3 0.0298(14) 0.0529(17) 0.0191(13) -0.0031(12) 0.0070(11) 0.0079(12) N4 0.0389(16) 0.0525(18) 0.0260(14) -0.0095(13) 0.0043(12) 0.0079(14) O1 0.0226(10) 0.0493(13) 0.0172(10) 0.0045(9) 0.0059(8) 0.0116(9) O2 0.0236(10) 0.0418(12) 0.0162(10) 0.0067(8) 0.0053(8) 0.0112(9) O3 0.0293(11) 0.0311(11) 0.0254(11) 0.0098(9) 0.0069(9) 0.0096(9) O4 0.0322(11) 0.0376(12) 0.0180(10) 0.0059(9) 0.0080(9) 0.0088(9) O5 0.0286(12) 0.087(2) 0.0405(14) 0.0284(13) 0.0179(11) 0.0085(12) O6 0.0272(12) 0.0874(19) 0.0226(11) -0.0111(12) 0.0036(10) 0.0218(12) O7 0.0316(12) 0.092(2) 0.0211(12) -0.0043(12) 0.0085(10) 0.0242(13) O8 0.0475(15) 0.0731(18) 0.0230(12) -0.0024(12) 0.0052(11) 0.0123(13) O9 0.0507(14) 0.0380(13) 0.0253(11) -0.0037(9) 0.0195(10) 0.0098(11) O10 0.0453(9) 0.0693(11) 0.0435(9) -0.0027(8) 0.0123(7) 0.0130(8) O11 0.0179(9) 0.0233(9) 0.0145(9) 0.0008(7) 0.0059(7) 0.0019(7) C1 0.0214(14) 0.0255(14) 0.0177(13) -0.0009(11) 0.0036(11) 0.0036(11) C2 0.0281(15) 0.0347(16) 0.0179(14) 0.0082(12) 0.0059(12) 0.0047(13) C3 0.0275(15) 0.0413(18) 0.0248(15) 0.0065(13) 0.0120(13) 0.0012(13) C4 0.0188(13) 0.0355(16) 0.0233(15) 0.0041(12) 0.0040(12) 0.0058(12) C5 0.0236(14) 0.0224(14) 0.0167(13) 0.0015(11) 0.0035(11) 0.0022(11) C6 0.0228(14) 0.0249(14) 0.0183(14) 0.0019(11) 0.0073(11) 0.0020(11) C7 0.0214(13) 0.0216(13) 0.0180(14) 0.0026(10) 0.0049(11) 0.0029(11) C8 0.0204(13) 0.0221(14) 0.0188(14) 0.0021(11) 0.0011(11) -0.0019(11) C9 0.0294(18) 0.088(3) 0.053(2) 0.019(2) 0.0185(17) 0.0032(19) C10 0.0265(15) 0.0357(16) 0.0233(15) -0.0007(12) 0.0103(12) 0.0058(13) C11 0.0244(15) 0.0436(18) 0.0214(15) -0.0022(13) 0.0053(12) 0.0059(13) C12 0.0302(15) 0.0350(16) 0.0216(15) -0.0021(12) 0.0096(13) 0.0040(13) C13 0.0293(16) 0.0472(19) 0.0280(16) 0.0003(14) 0.0124(14) 0.0139(14) C14 0.0400(9) 0.0411(11) 0.0340(10) -0.0012(9) 0.0142(7) 0.0025(9) C15 0.0306(16) 0.0436(18) 0.0188(14) -0.0017(13) 0.0086(13) 0.0059(14) C16 0.0255(15) 0.0441(18) 0.0215(15) 0.0002(13) 0.0090(13) 0.0068(13) C17 0.0376(17) 0.0337(17) 0.0239(16) -0.0043(13) 0.0129(14) 0.0003(14) C18 0.0498(10) 0.0668(14) 0.0605(13) -0.0032(10) 0.0184(9) 0.0124(10) C19 0.052(2) 0.049(2) 0.043(2) 0.0169(17) 0.0122(18) 0.0088(18) C20 0.052(2) 0.047(2) 0.067(3) 0.026(2) 0.012(2) 0.0154(19) C21 0.042(2) 0.043(2) 0.0375(19) -0.0017(15) 0.0071(16) 0.0120(16) C22 0.041(2) 0.042(2) 0.083(3) -0.022(2) 0.016(2) 0.0038(17) C23 0.0368(19) 0.088(3) 0.0304(19) -0.0107(19) 0.0148(16) 0.001(2) C24 0.050(2) 0.092(3) 0.0305(19) -0.015(2) 0.0183(18) 0.006(2) C25 0.0342(18) 0.052(2) 0.0232(16) -0.0024(14) 0.0075(14) 0.0059(15) C26 0.049(2) 0.049(2) 0.041(2) -0.0160(17) 0.0041(17) 0.0021(18) C27 0.043(2) 0.077(3) 0.037(2) 0.0082(19) 0.0023(17) -0.010(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 O11 1.9452(17) . ? Cu1 O11 1.9452(17) 3_675 ? Cu1 O2 1.9956(18) 3_675 ? Cu1 O2 1.9956(19) . ? Cu1 O3 2.4054(19) 2_655 ? Cu1 O3 2.4054(19) 4_575 ? Cu2 O4 1.9417(19) 4_575 ? Cu2 O9 1.948(2) 2_545 ? Cu2 O11 1.9497(18) . ? Cu2 N1 1.993(3) . ? Cu3 O6 1.944(2) . ? Cu3 O11 1.9652(17) . ? Cu3 O1 1.9668(19) . ? Cu3 N3 1.991(2) . ? N1 C21 1.321(4) . ? N1 C19 1.368(4) . ? N2 C21 1.333(4) . ? N2 C20 1.360(5) . ? N2 C22 1.467(5) . ? N3 C25 1.318(4) . ? N3 C23 1.374(4) . ? N4 C25 1.339(4) . ? N4 C24 1.365(5) . ? N4 C26 1.473(4) . ? O1 C7 1.260(3) . ? O2 C7 1.252(3) . ? O3 C8 1.238(3) . ? O3 Cu1 2.4054(19) 2_645 ? O4 C8 1.279(3) . ? O4 Cu2 1.9417(19) 4_676 ? O5 C3 1.364(4) . ? O5 C9 1.424(4) . ? O6 C16 1.273(4) . ? O7 C16 1.234(4) . ? O8 C17 1.230(4) . ? O9 C17 1.283(4) . ? O9 Cu2 1.948(2) 2 ? O10 C14 1.368(4) . ? O10 C18 1.421(4) . ? O11 H11D 0.9800 . ? C1 C2 1.390(4) . ? C1 C6 1.403(4) . ? C1 C7 1.514(4) . ? C2 C3 1.393(4) . ? C2 H2 0.9300 . ? C3 C4 1.390(4) . ? C4 C5 1.396(4) . ? C4 H4 0.9300 . ? C5 C6 1.387(4) . ? C5 C8 1.513(4) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C15 1.390(4) . ? C10 C11 1.396(4) . ? C10 C16 1.503(4) . ? C11 C12 1.386(4) . ? C11 H11 0.9300 . ? C12 C13 1.386(4) . ? C12 C17 1.504(4) . ? C13 C14 1.387(4) . ? C13 H13 0.9300 . ? C14 C15 1.387(4) . ? C15 H15 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.341(6) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 H21 0.9300 . ? C22 C27 1.513(6) 2_645 ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.352(5) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C27 1.516(5) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C22 1.513(6) 2_655 ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Cu1 O11 180.00(7) . 3_675 ? O11 Cu1 O2 88.63(8) . 3_675 ? O11 Cu1 O2 91.37(8) 3_675 3_675 ? O11 Cu1 O2 91.37(8) . . ? O11 Cu1 O2 88.63(8) 3_675 . ? O2 Cu1 O2 180.0 3_675 . ? O11 Cu1 O3 83.92(7) . 2_655 ? O11 Cu1 O3 96.08(7) 3_675 2_655 ? O2 Cu1 O3 89.89(8) 3_675 2_655 ? O2 Cu1 O3 90.11(8) . 2_655 ? O11 Cu1 O3 96.08(7) . 4_575 ? O11 Cu1 O3 83.92(7) 3_675 4_575 ? O2 Cu1 O3 90.11(8) 3_675 4_575 ? O2 Cu1 O3 89.89(8) . 4_575 ? O3 Cu1 O3 180.00(6) 2_655 4_575 ? O4 Cu2 O9 156.86(9) 4_575 2_545 ? O4 Cu2 O11 99.54(8) 4_575 . ? O9 Cu2 O11 88.55(8) 2_545 . ? O4 Cu2 N1 95.18(10) 4_575 . ? O9 Cu2 N1 92.42(10) 2_545 . ? O11 Cu2 N1 139.56(10) . . ? O6 Cu3 O11 93.69(8) . . ? O6 Cu3 O1 171.74(9) . . ? O11 Cu3 O1 94.56(8) . . ? O6 Cu3 N3 86.14(10) . . ? O11 Cu3 N3 179.18(10) . . ? O1 Cu3 N3 85.62(9) . . ? C21 N1 C19 105.3(3) . . ? C21 N1 Cu2 126.6(2) . . ? C19 N1 Cu2 126.9(2) . . ? C21 N2 C20 106.5(3) . . ? C21 N2 C22 126.5(3) . . ? C20 N2 C22 127.0(3) . . ? C25 N3 C23 105.6(3) . . ? C25 N3 Cu3 124.5(2) . . ? C23 N3 Cu3 128.9(2) . . ? C25 N4 C24 106.3(3) . . ? C25 N4 C26 126.3(3) . . ? C24 N4 C26 127.3(3) . . ? C7 O1 Cu3 131.75(18) . . ? C7 O2 Cu1 130.11(17) . . ? C8 O3 Cu1 123.89(18) . 2_645 ? C8 O4 Cu2 120.69(18) . 4_676 ? C3 O5 C9 118.7(3) . . ? C16 O6 Cu3 129.85(19) . . ? C17 O9 Cu2 108.04(19) . 2 ? C14 O10 C18 117.4(3) . . ? Cu1 O11 Cu2 108.63(8) . . ? Cu1 O11 Cu3 113.11(9) . . ? Cu2 O11 Cu3 107.16(8) . . ? Cu1 O11 H11D 109.3 . . ? Cu2 O11 H11D 109.3 . . ? Cu3 O11 H11D 109.3 . . ? C2 C1 C6 120.4(2) . . ? C2 C1 C7 118.9(2) . . ? C6 C1 C7 120.6(2) . . ? C1 C2 C3 119.9(3) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? O5 C3 C4 124.7(3) . . ? O5 C3 C2 115.3(3) . . ? C4 C3 C2 120.0(3) . . ? C3 C4 C5 119.9(3) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C6 C5 C4 120.6(2) . . ? C6 C5 C8 122.1(2) . . ? C4 C5 C8 117.2(2) . . ? C5 C6 C1 119.1(2) . . ? C5 C6 H6 120.4 . . ? C1 C6 H6 120.4 . . ? O2 C7 O1 126.8(2) . . ? O2 C7 C1 117.4(2) . . ? O1 C7 C1 115.8(2) . . ? O3 C8 O4 125.1(3) . . ? O3 C8 C5 118.9(2) . . ? O4 C8 C5 115.8(2) . . ? O5 C9 H9A 109.5 . . ? O5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C15 C10 C11 120.0(3) . . ? C15 C10 C16 119.1(3) . . ? C11 C10 C16 120.9(3) . . ? C12 C11 C10 119.4(3) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C13 C12 C11 120.7(3) . . ? C13 C12 C17 119.1(3) . . ? C11 C12 C17 120.0(3) . . ? C12 C13 C14 119.7(3) . . ? C12 C13 H13 120.2 . . ? C14 C13 H13 120.2 . . ? O10 C14 C13 124.1(3) . . ? O10 C14 C15 115.6(3) . . ? C13 C14 C15 120.3(3) . . ? C14 C15 C10 119.9(3) . . ? C14 C15 H15 120.0 . . ? C10 C15 H15 120.0 . . ? O7 C16 O6 125.0(3) . . ? O7 C16 C10 119.0(3) . . ? O6 C16 C10 116.0(3) . . ? O8 C17 O9 122.8(3) . . ? O8 C17 C12 120.9(3) . . ? O9 C17 C12 116.2(3) . . ? O10 C18 H18A 109.5 . . ? O10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 N1 109.2(4) . . ? C20 C19 H19 125.4 . . ? N1 C19 H19 125.4 . . ? C19 C20 N2 107.3(3) . . ? C19 C20 H20 126.3 . . ? N2 C20 H20 126.3 . . ? N1 C21 N2 111.6(3) . . ? N1 C21 H21 124.2 . . ? N2 C21 H21 124.2 . . ? N2 C22 C27 112.7(3) . 2_645 ? N2 C22 H22A 109.1 . . ? C27 C22 H22A 109.1 2_645 . ? N2 C22 H22B 109.1 . . ? C27 C22 H22B 109.1 2_645 . ? H22A C22 H22B 107.8 . . ? C24 C23 N3 108.7(3) . . ? C24 C23 H23 125.6 . . ? N3 C23 H23 125.6 . . ? C23 C24 N4 107.4(3) . . ? C23 C24 H24 126.3 . . ? N4 C24 H24 126.3 . . ? N3 C25 N4 111.9(3) . . ? N3 C25 H25 124.1 . . ? N4 C25 H25 124.1 . . ? N4 C26 C27 112.8(3) . . ? N4 C26 H26A 109.0 . . ? C27 C26 H26A 109.0 . . ? N4 C26 H26B 109.0 . . ? C27 C26 H26B 109.0 . . ? H26A C26 H26B 107.8 . . ? C22 C27 C26 114.2(3) 2_655 . ? C22 C27 H27A 108.7 2_655 . ? C26 C27 H27A 108.7 . . ? C22 C27 H27B 108.7 2_655 . ? C26 C27 H27B 108.7 . . ? H27A C27 H27B 107.6 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Cu2 N1 C21 33.2(3) 4_575 . . . ? O9 Cu2 N1 C21 -168.6(3) 2_545 . . . ? O11 Cu2 N1 C21 -78.0(3) . . . . ? O4 Cu2 N1 C19 -160.8(3) 4_575 . . . ? O9 Cu2 N1 C19 -2.6(3) 2_545 . . . ? O11 Cu2 N1 C19 88.0(3) . . . . ? O6 Cu3 N3 C25 -140.9(3) . . . . ? O1 Cu3 N3 C25 39.7(3) . . . . ? O6 Cu3 N3 C23 26.2(3) . . . . ? O1 Cu3 N3 C23 -153.2(3) . . . . ? O11 Cu3 O1 C7 19.5(3) . . . . ? N3 Cu3 O1 C7 -159.7(3) . . . . ? O11 Cu1 O2 C7 -41.5(2) . . . . ? O11 Cu1 O2 C7 138.5(2) 3_675 . . . ? O3 Cu1 O2 C7 42.5(2) 2_655 . . . ? O3 Cu1 O2 C7 -137.5(2) 4_575 . . . ? O11 Cu3 O6 C16 -7.0(3) . . . . ? N3 Cu3 O6 C16 172.2(3) . . . . ? O2 Cu1 O11 Cu2 120.82(9) 3_675 . . . ? O2 Cu1 O11 Cu2 -59.18(9) . . . . ? O3 Cu1 O11 Cu2 -149.15(9) 2_655 . . . ? O3 Cu1 O11 Cu2 30.85(9) 4_575 . . . ? O2 Cu1 O11 Cu3 -120.34(10) 3_675 . . . ? O2 Cu1 O11 Cu3 59.66(10) . . . . ? O3 Cu1 O11 Cu3 -30.31(9) 2_655 . . . ? O3 Cu1 O11 Cu3 149.69(9) 4_575 . . . ? O4 Cu2 O11 Cu1 -64.56(10) 4_575 . . . ? O9 Cu2 O11 Cu1 137.23(10) 2_545 . . . ? N1 Cu2 O11 Cu1 45.20(17) . . . . ? O4 Cu2 O11 Cu3 172.91(8) 4_575 . . . ? O9 Cu2 O11 Cu3 14.71(10) 2_545 . . . ? N1 Cu2 O11 Cu3 -77.32(15) . . . . ? O6 Cu3 O11 Cu1 127.15(12) . . . . ? O1 Cu3 O11 Cu1 -53.33(11) . . . . ? O6 Cu3 O11 Cu2 -113.16(11) . . . . ? O1 Cu3 O11 Cu2 66.36(10) . . . . ? C6 C1 C2 C3 0.1(4) . . . . ? C7 C1 C2 C3 177.3(3) . . . . ? C9 O5 C3 C4 -5.8(5) . . . . ? C9 O5 C3 C2 175.9(3) . . . . ? C1 C2 C3 O5 179.8(3) . . . . ? C1 C2 C3 C4 1.3(5) . . . . ? O5 C3 C4 C5 -180.0(3) . . . . ? C2 C3 C4 C5 -1.7(5) . . . . ? C3 C4 C5 C6 0.6(4) . . . . ? C3 C4 C5 C8 -176.1(3) . . . . ? C4 C5 C6 C1 0.9(4) . . . . ? C8 C5 C6 C1 177.3(2) . . . . ? C2 C1 C6 C5 -1.2(4) . . . . ? C7 C1 C6 C5 -178.3(2) . . . . ? Cu1 O2 C7 O1 11.6(4) . . . . ? Cu1 O2 C7 C1 -167.29(18) . . . . ? Cu3 O1 C7 O2 2.2(5) . . . . ? Cu3 O1 C7 C1 -178.96(19) . . . . ? C2 C1 C7 O2 28.6(4) . . . . ? C6 C1 C7 O2 -154.2(3) . . . . ? C2 C1 C7 O1 -150.4(3) . . . . ? C6 C1 C7 O1 26.8(4) . . . . ? Cu1 O3 C8 O4 28.5(4) 2_645 . . . ? Cu1 O3 C8 C5 -156.22(18) 2_645 . . . ? Cu2 O4 C8 O3 19.2(4) 4_676 . . . ? Cu2 O4 C8 C5 -156.27(18) 4_676 . . . ? C6 C5 C8 O3 152.6(3) . . . . ? C4 C5 C8 O3 -30.8(4) . . . . ? C6 C5 C8 O4 -31.6(4) . . . . ? C4 C5 C8 O4 145.0(3) . . . . ? C15 C10 C11 C12 -1.1(5) . . . . ? C16 C10 C11 C12 179.9(3) . . . . ? C10 C11 C12 C13 -0.8(5) . . . . ? C10 C11 C12 C17 175.9(3) . . . . ? C11 C12 C13 C14 2.0(5) . . . . ? C17 C12 C13 C14 -174.8(3) . . . . ? C18 O10 C14 C13 -9.0(5) . . . . ? C18 O10 C14 C15 171.6(3) . . . . ? C12 C13 C14 O10 179.4(3) . . . . ? C12 C13 C14 C15 -1.2(5) . . . . ? O10 C14 C15 C10 178.8(3) . . . . ? C13 C14 C15 C10 -0.7(5) . . . . ? C11 C10 C15 C14 1.9(5) . . . . ? C16 C10 C15 C14 -179.1(3) . . . . ? Cu3 O6 C16 O7 3.1(6) . . . . ? Cu3 O6 C16 C10 -177.0(2) . . . . ? C15 C10 C16 O7 3.1(5) . . . . ? C11 C10 C16 O7 -177.9(3) . . . . ? C15 C10 C16 O6 -176.7(3) . . . . ? C11 C10 C16 O6 2.2(5) . . . . ? Cu2 O9 C17 O8 -6.6(4) 2 . . . ? Cu2 O9 C17 C12 169.9(2) 2 . . . ? C13 C12 C17 O8 163.0(3) . . . . ? C11 C12 C17 O8 -13.7(5) . . . . ? C13 C12 C17 O9 -13.5(4) . . . . ? C11 C12 C17 O9 169.8(3) . . . . ? C21 N1 C19 C20 -0.3(4) . . . . ? Cu2 N1 C19 C20 -168.6(3) . . . . ? N1 C19 C20 N2 0.3(5) . . . . ? C21 N2 C20 C19 -0.2(5) . . . . ? C22 N2 C20 C19 -179.2(3) . . . . ? C19 N1 C21 N2 0.1(4) . . . . ? Cu2 N1 C21 N2 168.5(2) . . . . ? C20 N2 C21 N1 0.1(4) . . . . ? C22 N2 C21 N1 179.0(3) . . . . ? C21 N2 C22 C27 59.8(5) . . . 2_645 ? C20 N2 C22 C27 -121.4(4) . . . 2_645 ? C25 N3 C23 C24 -0.7(5) . . . . ? Cu3 N3 C23 C24 -169.7(3) . . . . ? N3 C23 C24 N4 0.8(5) . . . . ? C25 N4 C24 C23 -0.6(5) . . . . ? C26 N4 C24 C23 177.6(4) . . . . ? C23 N3 C25 N4 0.3(4) . . . . ? Cu3 N3 C25 N4 169.9(2) . . . . ? C24 N4 C25 N3 0.2(4) . . . . ? C26 N4 C25 N3 -178.1(3) . . . . ? C25 N4 C26 C27 -95.0(4) . . . . ? C24 N4 C26 C27 87.1(5) . . . . ? N4 C26 C27 C22 67.1(4) . . . 2_655 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O11 H11D O7 0.98 1.68 2.580(3) 150.7 . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.979 _refine_diff_density_min -0.798 _refine_diff_density_rms 0.065 # Attachment '- 2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 829001' #TrackingRef '- 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C50 H52 Cu4 N12 O24' _chemical_formula_weight 1459.20 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.1110(9) _cell_length_b 12.4063(14) _cell_length_c 16.3568(18) _cell_angle_alpha 90.1150(10) _cell_angle_beta 95.4550(10) _cell_angle_gamma 106.6550(10) _cell_volume 1569.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5859 _cell_measurement_theta_min 2.50 _cell_measurement_theta_max 28.05 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.544 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 1.424 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6066 _exptl_absorpt_correction_T_max 0.7542 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 12025 _diffrn_reflns_av_R_equivalents 0.0164 _diffrn_reflns_av_sigmaI/netI 0.0249 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 25.49 _reflns_number_total 5794 _reflns_number_gt 4981 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0799P)^2^+1.9419P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5794 _refine_ls_number_parameters 420 _refine_ls_number_restraints 33 _refine_ls_R_factor_all 0.0513 _refine_ls_R_factor_gt 0.0447 _refine_ls_wR_factor_ref 0.1376 _refine_ls_wR_factor_gt 0.1324 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.120 _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 0.38306(5) 0.50842(3) 1.04886(2) 0.02148(14) Uani 1 1 d . . . Cu2 Cu 0.0000 0.0000 0.5000 0.03615(19) Uani 1 2 d S . . Cu3 Cu 0.5000 1.0000 0.5000 0.0387(2) Uani 1 2 d S . . O1 O 0.2172(3) 0.3864(2) 0.97967(15) 0.0309(5) Uani 1 1 d . . . O2 O 0.4158(3) 0.3761(2) 0.89618(16) 0.0359(6) Uani 1 1 d . . . O3 O 0.2532(4) 0.1584(3) 0.63881(19) 0.0582(9) Uani 1 1 d . . . O4 O -0.0061(4) 0.0311(2) 0.61763(15) 0.0399(7) Uani 1 1 d . . . O5 O -0.3308(5) 0.0999(4) 0.8410(3) 0.0840(14) Uani 1 1 d . . . O6 O 0.3460(3) 0.6217(2) 0.96835(15) 0.0306(5) Uani 1 1 d . . . O7 O 0.5446(3) 0.6077(2) 0.88620(16) 0.0365(6) Uani 1 1 d . . . O8 O 0.5984(5) 0.8204(3) 0.62881(19) 0.0578(9) Uani 1 1 d . . . O9 O 0.4582(4) 0.9507(3) 0.61001(17) 0.0494(8) Uani 1 1 d . . . O10 O 0.0717(7) 0.9020(4) 0.8276(3) 0.104(2) Uani 1 1 d . . . O11 O 0.6722(4) 0.9211(3) 0.49474(17) 0.0472(7) Uani 1 1 d . . . H1W H 0.6650 0.8764 0.5321 0.071 Uiso 1 1 d R . . H2W H 0.6565 0.8887 0.4488 0.071 Uiso 1 1 d R . . O12 O 0.529(3) 0.5953(9) 0.5716(13) 0.225(11) Uani 0.50 1 d P . . H3W H 0.5620 0.6567 0.5981 0.337 Uiso 0.50 1 d PR . . H4W H 0.4870 0.5244 0.5750 0.337 Uiso 0.50 1 d PR . . O13 O 0.407(4) 0.3804(11) 0.5963(16) 0.37(2) Uani 0.50 1 d P . . H5W H 0.4232 0.3915 0.5461 0.548 Uiso 0.50 1 d PR . . H6W H 0.3591 0.3149 0.6128 0.548 Uiso 0.50 1 d PR . . N1 N 0.2068(4) 0.5319(3) 1.13106(19) 0.0330(7) Uani 1 1 d . . . N2 N 0.0765(5) 0.5577(3) 1.2358(2) 0.0454(9) Uani 1 1 d . . . N3 N -0.0505(6) 0.5022(4) 1.1811(3) 0.0614(11) Uani 1 1 d . . . N4 N -0.0455(10) 0.2997(4) 1.4150(3) 0.102(2) Uani 1 1 d . . . N5 N -0.1296(10) 0.2972(4) 1.4822(3) 0.099(2) Uani 1 1 d . . . N6 N -0.0324(5) 0.1482(3) 1.4741(2) 0.0439(8) Uani 1 1 d . . . C1 C 0.1319(5) 0.2588(3) 0.8638(2) 0.0268(7) Uani 1 1 d . . . C2 C 0.1798(5) 0.2208(3) 0.7923(2) 0.0299(7) Uani 1 1 d . . . H2 H 0.2937 0.2464 0.7798 0.036 Uiso 1 1 calc R . . C3 C 0.0566(5) 0.1442(3) 0.7396(2) 0.0310(8) Uani 1 1 d . . . C4 C -0.1118(5) 0.1050(3) 0.7582(2) 0.0389(9) Uani 1 1 d . . . H4 H -0.1933 0.0529 0.7231 0.047 Uiso 1 1 calc R . . C5 C -0.1601(5) 0.1434(4) 0.8298(3) 0.0437(10) Uani 1 1 d . . . C6 C -0.0395(5) 0.2207(3) 0.8825(2) 0.0342(8) Uani 1 1 d . . . H6 H -0.0722 0.2470 0.9299 0.041 Uiso 1 1 calc R . . C7 C 0.2648(4) 0.3473(3) 0.9178(2) 0.0260(7) Uani 1 1 d . . . C8 C 0.1065(6) 0.1083(3) 0.6597(2) 0.0355(9) Uani 1 1 d . . . C9 C -0.3988(8) 0.1344(6) 0.9077(4) 0.087(2) Uani 1 1 d . . . H9A H -0.3497 0.1101 0.9575 0.130 Uiso 1 1 calc R . . H9B H -0.5221 0.1019 0.9023 0.130 Uiso 1 1 calc R . . H9C H -0.3718 0.2150 0.9093 0.130 Uiso 1 1 calc R . . C10 C 0.3835(5) 0.7352(3) 0.8516(2) 0.0299(7) Uani 1 1 d . . . C11 C 0.4664(5) 0.7668(3) 0.7817(2) 0.0334(8) Uani 1 1 d . . . H11A H 0.5532 0.7360 0.7691 0.040 Uiso 1 1 calc R . . C12 C 0.4197(5) 0.8452(3) 0.7298(2) 0.0367(9) Uani 1 1 d . . . C13 C 0.2923(6) 0.8911(4) 0.7490(3) 0.0496(11) Uani 1 1 d . . . H13 H 0.2657 0.9462 0.7163 0.060 Uiso 1 1 calc R . . C14 C 0.2025(7) 0.8555(4) 0.8175(3) 0.0555(13) Uani 1 1 d . . . C15 C 0.2510(6) 0.7799(4) 0.8694(2) 0.0426(10) Uani 1 1 d . . . H15 H 0.1951 0.7587 0.9164 0.051 Uiso 1 1 calc R . . C16 C 0.4280(4) 0.6481(3) 0.9064(2) 0.0271(7) Uani 1 1 d . . . C17 C 0.5008(5) 0.8738(3) 0.6505(2) 0.0385(9) Uani 1 1 d . . . C18 C -0.0373(10) 0.8622(8) 0.8899(5) 0.115(3) Uani 1 1 d . . . H18A H -0.0718 0.7814 0.8885 0.173 Uiso 1 1 calc R . . H18B H -0.1380 0.8883 0.8813 0.173 Uiso 1 1 calc R . . H18C H 0.0237 0.8898 0.9425 0.173 Uiso 1 1 calc R . . C19 C 0.2358(7) 0.5753(4) 1.2055(3) 0.0513(11) Uani 1 1 d . . . H19 H 0.3432 0.6113 1.2332 0.062 Uiso 1 1 calc R . . C20 C 0.0305(6) 0.4891(4) 1.1203(3) 0.0489(11) Uani 1 1 d . . . H20 H -0.0270 0.4527 1.0716 0.059 Uiso 1 1 calc R . . C21 C 0.0424(11) 0.5840(5) 1.3176(4) 0.0881(19) Uani 1 1 d U . . H21A H -0.0691 0.5988 1.3150 0.106 Uiso 1 1 calc R . . H21B H 0.1300 0.6515 1.3392 0.106 Uiso 1 1 calc R . . C22 C 0.0428(14) 0.4827(6) 1.3777(4) 0.117(2) Uani 1 1 d U . . H22A H 0.1594 0.4761 1.3865 0.141 Uiso 1 1 calc R . . H22B H 0.0098 0.5004 1.4304 0.141 Uiso 1 1 calc R . . C23 C -0.0628(15) 0.3847(7) 1.3495(5) 0.125(3) Uani 1 1 d U . . H23A H -0.0301 0.3635 1.2977 0.150 Uiso 1 1 calc R . . H23B H -0.1810 0.3884 1.3413 0.150 Uiso 1 1 calc R . . C24 C -0.1209(8) 0.2041(4) 1.5157(3) 0.0640(15) Uani 1 1 d . . . H24 H -0.1706 0.1782 1.5635 0.077 Uiso 1 1 calc R . . C25 C 0.0146(8) 0.2107(4) 1.4116(3) 0.0629(15) Uani 1 1 d . . . H25 H 0.0793 0.1956 1.3713 0.075 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 0.0252(2) 0.0270(2) 0.0136(2) 0.00321(15) 0.00279(15) 0.00941(16) Cu2 0.0684(5) 0.0264(3) 0.0164(3) -0.0011(2) 0.0010(3) 0.0191(3) Cu3 0.0499(4) 0.0485(4) 0.0241(3) 0.0196(3) 0.0124(3) 0.0215(3) O1 0.0368(13) 0.0315(13) 0.0227(12) -0.0052(10) 0.0015(10) 0.0077(11) O2 0.0334(14) 0.0431(15) 0.0293(14) -0.0096(11) -0.0009(11) 0.0092(11) O3 0.062(2) 0.072(2) 0.0381(17) -0.0129(16) 0.0176(15) 0.0119(17) O4 0.0709(19) 0.0309(14) 0.0172(12) -0.0026(10) 0.0041(12) 0.0136(13) O5 0.0462(19) 0.102(3) 0.081(3) -0.047(2) 0.0286(18) -0.0221(19) O6 0.0387(14) 0.0325(13) 0.0227(12) 0.0115(10) 0.0059(10) 0.0129(11) O7 0.0413(15) 0.0483(16) 0.0262(13) 0.0170(11) 0.0091(11) 0.0208(13) O8 0.075(2) 0.076(2) 0.0436(18) 0.0347(17) 0.0313(16) 0.0466(19) O9 0.072(2) 0.0586(19) 0.0310(15) 0.0276(14) 0.0209(14) 0.0342(16) O10 0.140(4) 0.137(4) 0.099(3) 0.086(3) 0.083(3) 0.119(4) O11 0.0646(19) 0.0583(19) 0.0294(15) 0.0188(13) 0.0169(13) 0.0306(16) O12 0.31(2) 0.052(6) 0.34(3) 0.002(10) 0.21(2) 0.041(10) O13 0.64(5) 0.061(8) 0.33(3) -0.029(12) 0.35(3) -0.093(16) N1 0.0353(16) 0.0425(18) 0.0265(16) 0.0051(13) 0.0115(13) 0.0170(14) N2 0.082(3) 0.0354(18) 0.0313(18) 0.0105(14) 0.0324(18) 0.0279(18) N3 0.058(3) 0.074(3) 0.060(3) 0.011(2) 0.021(2) 0.026(2) N4 0.219(7) 0.060(3) 0.062(3) 0.034(2) 0.057(4) 0.082(4) N5 0.203(7) 0.070(3) 0.061(3) 0.022(3) 0.049(4) 0.089(4) N6 0.078(3) 0.0343(18) 0.0242(17) 0.0029(13) 0.0066(16) 0.0230(17) C1 0.0354(18) 0.0257(17) 0.0197(16) -0.0024(13) -0.0014(13) 0.0106(14) C2 0.0346(19) 0.0314(18) 0.0247(18) 0.0000(14) 0.0029(14) 0.0111(15) C3 0.047(2) 0.0260(17) 0.0211(17) -0.0021(14) 0.0019(15) 0.0125(15) C4 0.042(2) 0.036(2) 0.031(2) -0.0101(16) 0.0008(16) 0.0016(17) C5 0.041(2) 0.044(2) 0.040(2) -0.0093(18) 0.0113(18) -0.0007(18) C6 0.040(2) 0.0320(19) 0.0280(19) -0.0041(15) 0.0094(15) 0.0051(16) C7 0.0321(18) 0.0274(17) 0.0202(17) 0.0022(13) -0.0010(13) 0.0123(14) C8 0.055(2) 0.035(2) 0.0207(18) -0.0004(15) 0.0022(16) 0.0200(18) C9 0.056(3) 0.100(5) 0.091(5) -0.034(4) 0.034(3) -0.006(3) C10 0.0359(19) 0.0332(18) 0.0216(17) 0.0076(14) 0.0022(14) 0.0117(15) C11 0.037(2) 0.039(2) 0.0277(19) 0.0126(16) 0.0063(15) 0.0161(16) C12 0.044(2) 0.042(2) 0.0279(19) 0.0156(16) 0.0096(16) 0.0170(18) C13 0.071(3) 0.057(3) 0.037(2) 0.030(2) 0.021(2) 0.040(2) C14 0.078(3) 0.064(3) 0.047(3) 0.030(2) 0.029(2) 0.048(3) C15 0.061(3) 0.047(2) 0.030(2) 0.0194(18) 0.0189(18) 0.028(2) C16 0.0314(18) 0.0291(17) 0.0194(17) 0.0066(14) -0.0002(13) 0.0076(14) C17 0.047(2) 0.045(2) 0.0262(19) 0.0170(17) 0.0096(16) 0.0153(18) C18 0.125(6) 0.158(7) 0.119(6) 0.079(6) 0.080(5) 0.108(6) C19 0.074(3) 0.050(3) 0.032(2) 0.0029(19) 0.011(2) 0.018(2) C20 0.041(2) 0.055(3) 0.058(3) 0.018(2) 0.018(2) 0.021(2) C21 0.163(5) 0.056(3) 0.061(3) 0.009(2) 0.067(3) 0.039(3) C22 0.196(6) 0.088(4) 0.058(3) 0.002(3) 0.061(4) 0.011(4) C23 0.192(7) 0.080(4) 0.099(5) 0.020(4) 0.048(5) 0.022(4) C24 0.123(5) 0.056(3) 0.033(2) 0.009(2) 0.018(3) 0.054(3) C25 0.118(5) 0.043(3) 0.039(3) 0.013(2) 0.024(3) 0.036(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 O2 1.975(3) 2_667 ? Cu1 O1 1.980(2) . ? Cu1 O7 1.980(3) 2_667 ? Cu1 O6 1.993(2) . ? Cu1 N1 2.131(3) . ? Cu1 Cu1 2.6456(8) 2_667 ? Cu2 O4 1.970(2) . ? Cu2 O4 1.970(2) 2_556 ? Cu2 N6 1.972(3) 2_557 ? Cu2 N6 1.972(3) 1_554 ? Cu3 O11 1.930(3) . ? Cu3 O11 1.930(3) 2_676 ? Cu3 O9 1.931(3) . ? Cu3 O9 1.931(3) 2_676 ? O1 C7 1.260(4) . ? O2 C7 1.259(4) . ? O2 Cu1 1.975(3) 2_667 ? O3 C8 1.254(5) . ? O4 C8 1.266(5) . ? O5 C5 1.365(5) . ? O5 C9 1.387(6) . ? O6 C16 1.258(4) . ? O7 C16 1.259(4) . ? O7 Cu1 1.980(2) 2_667 ? O8 C17 1.243(5) . ? O8 O12 2.825(12) . ? O9 C17 1.271(5) . ? O10 C14 1.367(6) . ? O10 C18 1.410(7) . ? O11 H1W 0.8200 . ? O11 H2W 0.8329 . ? O12 O13 2.611(17) . ? O12 H3W 0.8373 . ? O12 H4W 0.8504 . ? O13 H5W 0.8506 . ? O13 H6W 0.8502 . ? N1 C19 1.304(5) . ? N1 C20 1.369(5) . ? N2 N3 1.324(6) . ? N2 C19 1.387(6) . ? N2 C21 1.446(6) . ? N3 C20 1.276(6) . ? N4 C25 1.332(7) . ? N4 N5 1.344(7) . ? N4 C23 1.528(9) . ? N5 C24 1.297(6) . ? N6 C25 1.304(6) . ? N6 C24 1.354(6) . ? N6 Cu2 1.972(3) 1_556 ? C1 C2 1.389(5) . ? C1 C6 1.398(5) . ? C1 C7 1.511(5) . ? C2 C3 1.390(5) . ? C2 H2 0.9300 . ? C3 C4 1.377(6) . ? C3 C8 1.507(5) . ? C4 C5 1.394(6) . ? C4 H4 0.9300 . ? C5 C6 1.385(6) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.382(5) . ? C10 C15 1.396(6) . ? C10 C16 1.505(5) . ? C11 C12 1.401(5) . ? C11 H11A 0.9300 . ? C12 C13 1.376(6) . ? C12 C17 1.506(5) . ? C13 C14 1.397(6) . ? C13 H13 0.9300 . ? C14 C15 1.380(6) . ? C15 H15 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C22 1.598(9) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.323(11) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? 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 O2 Cu1 O1 168.07(10) 2_667 . ? O2 Cu1 O7 89.03(12) 2_667 2_667 ? O1 Cu1 O7 88.72(11) . 2_667 ? O2 Cu1 O6 89.46(11) 2_667 . ? O1 Cu1 O6 90.35(11) . . ? O7 Cu1 O6 168.17(10) 2_667 . ? O2 Cu1 N1 94.73(12) 2_667 . ? O1 Cu1 N1 97.14(12) . . ? O7 Cu1 N1 95.40(11) 2_667 . ? O6 Cu1 N1 96.42(11) . . ? O2 Cu1 Cu1 81.54(8) 2_667 2_667 ? O1 Cu1 Cu1 86.60(7) . 2_667 ? O7 Cu1 Cu1 85.31(8) 2_667 2_667 ? O6 Cu1 Cu1 82.86(7) . 2_667 ? N1 Cu1 Cu1 176.20(9) . 2_667 ? O4 Cu2 O4 180.0 . 2_556 ? O4 Cu2 N6 90.05(12) . 2_557 ? O4 Cu2 N6 89.95(12) 2_556 2_557 ? O4 Cu2 N6 89.95(12) . 1_554 ? O4 Cu2 N6 90.05(12) 2_556 1_554 ? N6 Cu2 N6 180.000(1) 2_557 1_554 ? O11 Cu3 O11 180.00(17) . 2_676 ? O11 Cu3 O9 91.79(12) . . ? O11 Cu3 O9 88.21(12) 2_676 . ? O11 Cu3 O9 88.21(12) . 2_676 ? O11 Cu3 O9 91.79(12) 2_676 2_676 ? O9 Cu3 O9 180.000(1) . 2_676 ? C7 O1 Cu1 120.1(2) . . ? C7 O2 Cu1 126.4(2) . 2_667 ? C8 O4 Cu2 124.0(3) . . ? C5 O5 C9 120.9(4) . . ? C16 O6 Cu1 124.3(2) . . ? C16 O7 Cu1 122.1(2) . 2_667 ? C17 O8 O12 131.1(5) . . ? C17 O9 Cu3 130.5(3) . . ? C14 O10 C18 118.9(4) . . ? Cu3 O11 H1W 109.7 . . ? Cu3 O11 H2W 108.2 . . ? H1W O11 H2W 111.7 . . ? O13 O12 O8 149.2(8) . . ? O13 O12 H3W 139.8 . . ? C19 N1 C20 103.2(4) . . ? C19 N1 Cu1 130.2(3) . . ? C20 N1 Cu1 126.1(3) . . ? N3 N2 C19 110.9(3) . . ? N3 N2 C21 121.0(5) . . ? C19 N2 C21 127.8(5) . . ? C20 N3 N2 102.4(4) . . ? C25 N4 N5 110.3(4) . . ? C25 N4 C23 130.4(6) . . ? N5 N4 C23 118.1(6) . . ? C24 N5 N4 103.1(4) . . ? C25 N6 C24 104.5(4) . . ? C25 N6 Cu2 128.7(3) . 1_556 ? C24 N6 Cu2 126.6(3) . 1_556 ? C2 C1 C6 120.2(3) . . ? C2 C1 C7 119.0(3) . . ? C6 C1 C7 120.7(3) . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? C4 C3 C2 120.4(3) . . ? C4 C3 C8 119.9(3) . . ? C2 C3 C8 119.6(3) . . ? C3 C4 C5 119.9(3) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? O5 C5 C6 125.0(4) . . ? O5 C5 C4 114.5(4) . . ? C6 C5 C4 120.4(4) . . ? C5 C6 C1 119.3(3) . . ? C5 C6 H6 120.3 . . ? C1 C6 H6 120.3 . . ? O2 C7 O1 125.4(3) . . ? O2 C7 C1 116.2(3) . . ? O1 C7 C1 118.5(3) . . ? O3 C8 O4 124.9(4) . . ? O3 C8 C3 118.2(3) . . ? O4 C8 C3 116.8(4) . . ? O5 C9 H9A 109.5 . . ? O5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? O5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C11 C10 C15 119.8(3) . . ? C11 C10 C16 120.6(3) . . ? C15 C10 C16 119.6(3) . . ? C10 C11 C12 120.0(3) . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? C13 C12 C11 119.8(3) . . ? C13 C12 C17 119.9(3) . . ? C11 C12 C17 120.2(3) . . ? C12 C13 C14 120.4(4) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? O10 C14 C15 125.2(4) . . ? O10 C14 C13 115.1(4) . . ? C15 C14 C13 119.6(4) . . ? C14 C15 C10 120.3(4) . . ? C14 C15 H15 119.9 . . ? C10 C15 H15 119.9 . . ? O6 C16 O7 125.4(3) . . ? O6 C16 C10 117.5(3) . . ? O7 C16 C10 117.1(3) . . ? O8 C17 O9 125.3(4) . . ? O8 C17 C12 119.0(3) . . ? O9 C17 C12 115.7(4) . . ? O10 C18 H18A 109.5 . . ? O10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? O10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N1 C19 N2 107.2(4) . . ? N1 C19 H19 126.4 . . ? N2 C19 H19 126.4 . . ? N3 C20 N1 116.2(5) . . ? N3 C20 H20 121.9 . . ? N1 C20 H20 121.9 . . ? N2 C21 C22 111.1(5) . . ? N2 C21 H21A 109.4 . . ? C22 C21 H21A 109.4 . . ? N2 C21 H21B 109.4 . . ? C22 C21 H21B 109.4 . . ? H21A C21 H21B 108.0 . . ? C23 C22 C21 113.6(8) . . ? C23 C22 H22A 108.8 . . ? C21 C22 H22A 108.8 . . ? C23 C22 H22B 108.8 . . ? C21 C22 H22B 108.8 . . ? H22A C22 H22B 107.7 . . ? C22 C23 N4 105.9(8) . . ? C22 C23 H23A 110.6 . . ? N4 C23 H23A 110.6 . . ? C22 C23 H23B 110.6 . . ? N4 C23 H23B 110.6 . . ? H23A C23 H23B 108.7 . . ? N5 C24 N6 113.4(5) . . ? N5 C24 H24 123.3 . . ? N6 C24 H24 123.3 . . ? N6 C25 N4 108.6(5) . . ? N6 C25 H25 125.7 . . ? N4 C25 H25 125.7 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cu1 O1 C7 -8.7(7) 2_667 . . . ? O7 Cu1 O1 C7 -87.9(3) 2_667 . . . ? O6 Cu1 O1 C7 80.3(3) . . . . ? N1 Cu1 O1 C7 176.8(3) . . . . ? Cu1 Cu1 O1 C7 -2.6(2) 2_667 . . . ? N6 Cu2 O4 C8 114.9(3) 2_557 . . . ? N6 Cu2 O4 C8 -65.1(3) 1_554 . . . ? O2 Cu1 O6 C16 81.4(3) 2_667 . . . ? O1 Cu1 O6 C16 -86.7(3) . . . . ? O7 Cu1 O6 C16 -1.2(7) 2_667 . . . ? N1 Cu1 O6 C16 176.1(3) . . . . ? Cu1 Cu1 O6 C16 -0.1(3) 2_667 . . . ? O11 Cu3 O9 C17 -14.7(4) . . . . ? O11 Cu3 O9 C17 165.3(4) 2_676 . . . ? C17 O8 O12 O13 -59(3) . . . . ? O2 Cu1 N1 C19 -21.3(4) 2_667 . . . ? O1 Cu1 N1 C19 157.5(4) . . . . ? O7 Cu1 N1 C19 68.2(4) 2_667 . . . ? O6 Cu1 N1 C19 -111.3(4) . . . . ? O2 Cu1 N1 C20 168.4(3) 2_667 . . . ? O1 Cu1 N1 C20 -12.7(3) . . . . ? O7 Cu1 N1 C20 -102.1(3) 2_667 . . . ? O6 Cu1 N1 C20 78.4(3) . . . . ? C19 N2 N3 C20 -1.0(5) . . . . ? C21 N2 N3 C20 -175.9(4) . . . . ? C25 N4 N5 C24 -1.8(9) . . . . ? C23 N4 N5 C24 166.8(7) . . . . ? C6 C1 C2 C3 -0.3(5) . . . . ? C7 C1 C2 C3 -176.4(3) . . . . ? C1 C2 C3 C4 -0.7(6) . . . . ? C1 C2 C3 C8 176.3(3) . . . . ? C2 C3 C4 C5 0.9(6) . . . . ? C8 C3 C4 C5 -176.1(4) . . . . ? C9 O5 C5 C6 2.1(9) . . . . ? C9 O5 C5 C4 -177.1(6) . . . . ? C3 C4 C5 O5 179.1(4) . . . . ? C3 C4 C5 C6 -0.2(7) . . . . ? O5 C5 C6 C1 -180.0(5) . . . . ? C4 C5 C6 C1 -0.8(7) . . . . ? C2 C1 C6 C5 1.0(6) . . . . ? C7 C1 C6 C5 177.0(4) . . . . ? Cu1 O2 C7 O1 -1.4(5) 2_667 . . . ? Cu1 O2 C7 C1 178.3(2) 2_667 . . . ? Cu1 O1 C7 O2 3.1(5) . . . . ? Cu1 O1 C7 C1 -176.6(2) . . . . ? C2 C1 C7 O2 -4.1(5) . . . . ? C6 C1 C7 O2 179.8(3) . . . . ? C2 C1 C7 O1 175.6(3) . . . . ? C6 C1 C7 O1 -0.5(5) . . . . ? Cu2 O4 C8 O3 -16.4(6) . . . . ? Cu2 O4 C8 C3 161.8(2) . . . . ? C4 C3 C8 O3 169.2(4) . . . . ? C2 C3 C8 O3 -7.8(5) . . . . ? C4 C3 C8 O4 -9.1(5) . . . . ? C2 C3 C8 O4 173.9(3) . . . . ? C15 C10 C11 C12 1.3(6) . . . . ? C16 C10 C11 C12 177.9(4) . . . . ? C10 C11 C12 C13 0.5(6) . . . . ? C10 C11 C12 C17 -175.7(4) . . . . ? C11 C12 C13 C14 -3.6(8) . . . . ? C17 C12 C13 C14 172.7(5) . . . . ? C18 O10 C14 C15 -7.5(11) . . . . ? C18 O10 C14 C13 173.4(7) . . . . ? C12 C13 C14 O10 -176.1(5) . . . . ? C12 C13 C14 C15 4.8(9) . . . . ? O10 C14 C15 C10 178.0(5) . . . . ? C13 C14 C15 C10 -3.0(8) . . . . ? C11 C10 C15 C14 0.0(7) . . . . ? C16 C10 C15 C14 -176.7(4) . . . . ? Cu1 O6 C16 O7 -0.2(5) . . . . ? Cu1 O6 C16 C10 179.8(2) . . . . ? Cu1 O7 C16 O6 0.5(5) 2_667 . . . ? Cu1 O7 C16 C10 -179.5(2) 2_667 . . . ? C11 C10 C16 O6 -178.9(3) . . . . ? C15 C10 C16 O6 -2.3(5) . . . . ? C11 C10 C16 O7 1.1(5) . . . . ? C15 C10 C16 O7 177.7(4) . . . . ? O12 O8 C17 O9 -107.8(7) . . . . ? O12 O8 C17 C12 70.4(8) . . . . ? Cu3 O9 C17 O8 8.3(7) . . . . ? Cu3 O9 C17 C12 -169.8(3) . . . . ? C13 C12 C17 O8 -170.4(4) . . . . ? C11 C12 C17 O8 5.8(6) . . . . ? C13 C12 C17 O9 7.9(6) . . . . ? C11 C12 C17 O9 -175.9(4) . . . . ? C20 N1 C19 N2 -0.5(5) . . . . ? Cu1 N1 C19 N2 -172.5(3) . . . . ? N3 N2 C19 N1 1.0(5) . . . . ? C21 N2 C19 N1 175.5(4) . . . . ? N2 N3 C20 N1 0.7(5) . . . . ? C19 N1 C20 N3 -0.1(5) . . . . ? Cu1 N1 C20 N3 172.3(3) . . . . ? N3 N2 C21 C22 86.6(8) . . . . ? C19 N2 C21 C22 -87.4(7) . . . . ? N2 C21 C22 C23 -53.7(11) . . . . ? C21 C22 C23 N4 -179.6(6) . . . . ? C25 N4 C23 C22 -115.4(10) . . . . ? N5 N4 C23 C22 78.7(11) . . . . ? N4 N5 C24 N6 1.3(8) . . . . ? C25 N6 C24 N5 -0.3(7) . . . . ? Cu2 N6 C24 N5 -176.3(5) 1_556 . . . ? C24 N6 C25 N4 -0.8(7) . . . . ? Cu2 N6 C25 N4 175.0(5) 1_556 . . . ? N5 N4 C25 N6 1.7(9) . . . . ? C23 N4 C25 N6 -165.1(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O11 H1W O8 0.82 1.80 2.561(4) 154.3 . O11 H2W O3 0.83 1.84 2.587(4) 149.3 2_666 O12 H3W O8 0.84 2.02 2.825(12) 160.7 . O12 H4W O13 0.85 1.77 2.611(17) 172.3 . O13 H5W O12 0.85 2.00 2.85(3) 174.5 2_666 O13 H6W O3 0.85 1.95 2.798(13) 173.8 . _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 25.49 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 1.318 _refine_diff_density_min -0.671 _refine_diff_density_rms 0.088