# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_address ; Department of Chemistry, East China Normal University, Shanghai 200062, China. ; _publ_contact_author_email eqgao@chem.ecnu.edu.cn _publ_contact_author_fax 86-21-62233404 _publ_contact_author_phone 86-21-62233404 _publ_contact_author_name 'En-Qing Gao' _publ_author_name 'En-Qing Gao' # Attachment '- 1_888402-revised.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 888402' #TrackingRef '- 1_888402-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C14 H8 Cu2 N2 O10' _chemical_formula_weight 491.30 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 C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 29.7864(11) _cell_length_b 6.7861(2) _cell_length_c 18.4731(7) _cell_angle_alpha 90.00 _cell_angle_beta 122.9070(10) _cell_angle_gamma 90.00 _cell_volume 3134.92(19) _cell_formula_units_Z 8 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used 5845 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 28.22 _exptl_crystal_description rod-shaped _exptl_crystal_colour blue _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.082 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1952 _exptl_absorpt_coefficient_mu 2.779 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5433 _exptl_absorpt_correction_T_max 0.7685 _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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19003 _diffrn_reflns_av_R_equivalents 0.0682 _diffrn_reflns_av_sigmaI/netI 0.0423 _diffrn_reflns_limit_h_min -36 _diffrn_reflns_limit_h_max 36 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.01 _reflns_number_total 3083 _reflns_number_gt 2268 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0697P)^2^+1.5453P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3083 _refine_ls_number_parameters 268 _refine_ls_number_restraints 8 _refine_ls_R_factor_all 0.0546 _refine_ls_R_factor_gt 0.0376 _refine_ls_wR_factor_ref 0.1099 _refine_ls_wR_factor_gt 0.1010 _refine_ls_goodness_of_fit_ref 0.986 _refine_ls_restrained_S_all 0.987 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _restr_distance_atom_site_label_1 _restr_distance_atom_site_label_2 _restr_distance_site_symmetry_2 _restr_distance_target _restr_distance_target_weight_param _restr_distance_diff _restr_distance_details N1 O7 1_555 1.210 0.02 -0.014 'generated by SHELX DFIX' N1 O8 1_555 1.210 0.02 -0.005 'generated by SHELX DFIX' N1 O7' 1_555 1.210 0.02 0.041 'generated by SHELX DFIX' N1 O8' 1_555 1.210 0.02 -0.031 'generated by SHELX DFIX' O7 O8 1_555 2.150 0.04 -0.011 'generated by SHELX DANG' O7' O8' 1_555 2.150 0.04 0.091 'generated by SHELX DANG' O5 Hw5 1_555 0.850 0.02 -0.002 'generated by SHELX DFIX' O6 Hw6 1_555 0.850 0.02 -0.023 'generated by SHELX DFIX' 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 0.179472(15) 0.23496(5) 0.15858(3) 0.02948(16) Uani 1 1 d . . . Cu2 Cu 0.178259(15) 0.73106(5) 0.15124(3) 0.02925(16) Uani 1 1 d . . . C1 C 0.25658(13) 0.4779(4) 0.1453(2) 0.0284(8) Uani 1 1 d . . . C2 C 0.30163(13) 0.4658(4) 0.1310(2) 0.0267(7) Uani 1 1 d . . . C3 C 0.33324(13) 0.2992(5) 0.1587(2) 0.0298(8) Uani 1 1 d . . . H3A H 0.3250 0.1946 0.1820 0.036 Uiso 1 1 calc R . . C4 C 0.37711(13) 0.2874(4) 0.1521(2) 0.0267(7) Uani 1 1 d . A . C5 C 0.38995(12) 0.4339(5) 0.1133(2) 0.0276(7) Uani 1 1 d . . . C6 C 0.35660(13) 0.5979(5) 0.0841(2) 0.0350(9) Uani 1 1 d . . . H6A H 0.3630 0.6984 0.0566 0.042 Uiso 1 1 calc R . . C7 C 0.31398(13) 0.6168(5) 0.0944(2) 0.0344(9) Uani 1 1 d . . . H7A H 0.2937 0.7316 0.0767 0.041 Uiso 1 1 calc R . . C8 C 0.43848(12) 0.4412(5) 0.1091(2) 0.0260(7) Uani 1 1 d . . . C9 C 0.45581(12) 0.2985(5) 0.0742(2) 0.0261(7) Uani 1 1 d . . . C10 C 0.50432(13) 0.3099(5) 0.0817(2) 0.0280(7) Uani 1 1 d . . . H10A H 0.5152 0.2091 0.0604 0.034 Uiso 1 1 calc R . . C11 C 0.53704(12) 0.4733(4) 0.1214(2) 0.0245(7) Uani 1 1 d . . . C12 C 0.51968(13) 0.6233(5) 0.1502(2) 0.0325(8) Uani 1 1 d . . . H12A H 0.5402 0.7368 0.1734 0.039 Uiso 1 1 calc R . . C13 C 0.47137(13) 0.6053(5) 0.1448(2) 0.0346(9) Uani 1 1 d . . . H13A H 0.4607 0.7071 0.1659 0.042 Uiso 1 1 calc R . . C14 C 0.59153(13) 0.4805(4) 0.1347(2) 0.0263(7) Uani 1 1 d . . . N1 N 0.41009(12) 0.1099(4) 0.1923(2) 0.0398(8) Uani 1 1 d D . . N2 N 0.42285(12) 0.1261(4) 0.0283(2) 0.0386(8) Uani 1 1 d . . . O1 O 0.24513(10) 0.3219(3) 0.1671(2) 0.0447(7) Uani 1 1 d . . . O2 O 0.23512(10) 0.6423(3) 0.1354(2) 0.0468(8) Uani 1 1 d . . . O3 O 0.61098(9) 0.3171(3) 0.13459(19) 0.0418(7) Uani 1 1 d . . . O4 O 0.61291(9) 0.6470(3) 0.14715(17) 0.0360(6) Uani 1 1 d . . . O5 O 0.16924(11) 0.4859(3) 0.19095(19) 0.0362(6) Uani 1 1 d D . . HW5A H 0.1387(11) 0.491(5) 0.184(3) 0.049(13) Uiso 1 1 d D . . O6 O 0.19342(12) -0.0148(3) 0.1317(2) 0.0469(8) Uani 1 1 d D . . HW6A H 0.2250(9) -0.010(6) 0.146(3) 0.062(16) Uiso 1 1 d D . . O7 O 0.4539(3) 0.1119(14) 0.2048(7) 0.077(2) Uani 0.592(9) 1 d PD A 1 O8 O 0.3888(3) -0.0295(8) 0.2021(7) 0.068(2) Uani 0.592(9) 1 d PD A 1 O7' O 0.4107(5) 0.0327(19) 0.2543(9) 0.077(2) Uani 0.408(9) 1 d PD A 2 O8' O 0.4395(5) 0.0406(15) 0.1752(10) 0.068(2) Uani 0.408(9) 1 d PD A 2 O9 O 0.37544(10) 0.1322(4) 0.00161(19) 0.0545(8) Uani 1 1 d . . . O10 O 0.44420(12) -0.0168(4) 0.0182(2) 0.0643(10) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0284(3) 0.0152(2) 0.0578(4) 0.00074(17) 0.0319(2) 0.00048(15) Cu2 0.0283(3) 0.0142(2) 0.0592(4) -0.00192(17) 0.0329(2) 0.00035(15) C1 0.0247(17) 0.0180(16) 0.052(2) -0.0014(14) 0.0266(17) -0.0001(13) C2 0.0237(17) 0.0225(16) 0.043(2) -0.0026(14) 0.0238(16) -0.0001(13) C3 0.0304(18) 0.0209(16) 0.049(2) 0.0004(15) 0.0282(18) 0.0000(14) C4 0.0249(17) 0.0224(16) 0.036(2) 0.0007(14) 0.0182(16) 0.0045(13) C5 0.0216(17) 0.0311(17) 0.035(2) 0.0000(15) 0.0189(16) 0.0026(14) C6 0.0330(19) 0.0276(18) 0.057(3) 0.0095(17) 0.0325(19) 0.0042(15) C7 0.0308(18) 0.0246(17) 0.059(3) 0.0118(16) 0.0313(19) 0.0087(14) C8 0.0209(16) 0.0268(16) 0.034(2) 0.0036(14) 0.0172(15) 0.0011(13) C9 0.0238(16) 0.0211(15) 0.037(2) -0.0021(14) 0.0184(16) -0.0020(13) C10 0.0293(17) 0.0225(16) 0.042(2) -0.0042(14) 0.0254(17) 0.0005(14) C11 0.0214(16) 0.0218(16) 0.037(2) 0.0018(13) 0.0205(16) 0.0008(12) C12 0.0299(18) 0.0213(16) 0.057(3) -0.0086(16) 0.0301(18) -0.0053(14) C13 0.0333(19) 0.0264(18) 0.057(3) -0.0080(16) 0.0331(19) -0.0011(14) C14 0.0237(17) 0.0235(17) 0.040(2) -0.0024(14) 0.0226(17) -0.0001(13) N1 0.0384(18) 0.0366(18) 0.055(2) 0.0084(15) 0.0324(17) 0.0155(14) N2 0.0355(17) 0.0363(17) 0.051(2) -0.0118(15) 0.0275(16) -0.0141(14) O1 0.0390(14) 0.0223(12) 0.097(2) 0.0095(13) 0.0522(16) 0.0042(11) O2 0.0515(16) 0.0179(12) 0.107(2) 0.0082(13) 0.0664(18) 0.0064(11) O3 0.0315(13) 0.0202(12) 0.086(2) -0.0077(13) 0.0401(14) -0.0016(11) O4 0.0318(12) 0.0192(12) 0.0737(19) -0.0063(12) 0.0395(13) -0.0047(10) O5 0.0426(15) 0.0180(12) 0.072(2) -0.0046(11) 0.0464(15) -0.0015(10) O6 0.0526(18) 0.0142(12) 0.108(3) 0.0042(12) 0.066(2) 0.0037(11) O7 0.070(4) 0.076(5) 0.121(6) 0.064(4) 0.075(5) 0.047(4) O8 0.065(4) 0.030(3) 0.123(6) 0.023(3) 0.060(4) 0.016(2) O7' 0.070(4) 0.076(5) 0.121(6) 0.064(4) 0.075(5) 0.047(4) O8' 0.065(4) 0.030(3) 0.123(6) 0.023(3) 0.060(4) 0.016(2) O9 0.0361(15) 0.066(2) 0.068(2) -0.0265(16) 0.0323(15) -0.0217(14) O10 0.057(2) 0.0362(16) 0.107(3) -0.0322(16) 0.050(2) -0.0095(13) _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 O6 1.875(2) . ? Cu1 O5 1.884(2) . ? Cu1 O1 1.966(2) . ? Cu1 O4 1.969(2) 3_445 ? Cu2 O6 1.867(2) 1_565 ? Cu2 O5 1.895(2) . ? Cu2 O3 1.945(2) 3_455 ? Cu2 O2 1.963(2) . ? C1 O1 1.244(4) . ? C1 O2 1.249(4) . ? C1 C2 1.504(4) . ? C2 C3 1.379(4) . ? C2 C7 1.382(4) . ? C3 C4 1.380(4) . ? C3 H3A 0.9300 . ? C4 C5 1.394(4) . ? C4 N1 1.475(4) . ? C5 C6 1.391(5) . ? C5 C8 1.490(4) . ? C6 C7 1.389(4) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C13 1.390(5) . ? C8 C9 1.407(4) . ? C9 C10 1.377(4) . ? C9 N2 1.466(4) . ? C10 C11 1.393(4) . ? C10 H10A 0.9300 . ? C11 C12 1.374(4) . ? C11 C14 1.505(4) . ? C12 C13 1.392(4) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 O3 1.251(4) . ? C14 O4 1.255(3) . ? N1 O8' 1.178(11) . ? N1 O7 1.196(7) . ? N1 O8 1.205(6) . ? N1 O7' 1.251(9) . ? N2 O9 1.218(4) . ? N2 O10 1.228(4) . ? O3 Cu2 1.945(2) 3_545 ? O4 Cu1 1.969(2) 3 ? O5 HW5A 0.848(19) . ? O6 Cu2 1.867(2) 1_545 ? O6 HW6A 0.827(19) . ? 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 O6 Cu1 O5 176.91(13) . . ? O6 Cu1 O1 86.46(11) . . ? O5 Cu1 O1 91.65(10) . . ? O6 Cu1 O4 93.03(10) . 3_445 ? O5 Cu1 O4 88.92(10) . 3_445 ? O1 Cu1 O4 178.66(12) . 3_445 ? O6 Cu2 O5 170.32(13) 1_565 . ? O6 Cu2 O3 91.66(10) 1_565 3_455 ? O5 Cu2 O3 88.51(10) . 3_455 ? O6 Cu2 O2 86.31(10) 1_565 . ? O5 Cu2 O2 95.93(10) . . ? O3 Cu2 O2 165.20(13) 3_455 . ? O1 C1 O2 126.8(3) . . ? O1 C1 C2 116.0(3) . . ? O2 C1 C2 117.3(3) . . ? C3 C2 C7 118.7(3) . . ? C3 C2 C1 118.2(3) . . ? C7 C2 C1 123.0(3) . . ? C2 C3 C4 120.2(3) . . ? C2 C3 H3A 119.9 . . ? C4 C3 H3A 119.9 . . ? C3 C4 C5 122.8(3) . . ? C3 C4 N1 114.0(3) . . ? C5 C4 N1 123.2(3) . . ? C6 C5 C4 115.7(3) . . ? C6 C5 C8 117.5(3) . . ? C4 C5 C8 126.5(3) . . ? C7 C6 C5 122.2(3) . . ? C7 C6 H6A 118.9 . . ? C5 C6 H6A 118.9 . . ? C2 C7 C6 120.3(3) . . ? C2 C7 H7A 119.8 . . ? C6 C7 H7A 119.8 . . ? C13 C8 C9 115.4(3) . . ? C13 C8 C5 117.1(3) . . ? C9 C8 C5 127.5(3) . . ? C10 C9 C8 122.8(3) . . ? C10 C9 N2 116.1(3) . . ? C8 C9 N2 121.2(3) . . ? C9 C10 C11 119.6(3) . . ? C9 C10 H10A 120.2 . . ? C11 C10 H10A 120.2 . . ? C12 C11 C10 119.4(3) . . ? C12 C11 C14 120.9(3) . . ? C10 C11 C14 119.7(3) . . ? C11 C12 C13 119.9(3) . . ? C11 C12 H12A 120.0 . . ? C13 C12 H12A 120.0 . . ? C8 C13 C12 122.6(3) . . ? C8 C13 H13A 118.7 . . ? C12 C13 H13A 118.7 . . ? O3 C14 O4 127.5(3) . . ? O3 C14 C11 115.5(3) . . ? O4 C14 C11 117.0(3) . . ? O8' N1 O7 33.3(7) . . ? O8' N1 O8 104.8(6) . . ? O7 N1 O8 126.0(5) . . ? O8' N1 O7' 115.9(7) . . ? O7 N1 O7' 110.9(6) . . ? O8 N1 O7' 44.1(6) . . ? O8' N1 C4 125.4(6) . . ? O7 N1 C4 116.5(4) . . ? O8 N1 C4 117.1(4) . . ? O7' N1 C4 118.5(5) . . ? O9 N2 O10 123.2(3) . . ? O9 N2 C9 118.2(3) . . ? O10 N2 C9 118.6(3) . . ? C1 O1 Cu1 131.7(2) . . ? C1 O2 Cu2 131.8(2) . . ? C14 O3 Cu2 134.7(2) . 3_545 ? C14 O4 Cu1 132.3(2) . 3 ? Cu1 O5 Cu2 126.11(14) . . ? Cu1 O5 HW5A 110(3) . . ? Cu2 O5 HW5A 106(3) . . ? Cu2 O6 Cu1 132.19(15) 1_545 . ? Cu2 O6 HW6A 109(3) 1_545 . ? Cu1 O6 HW6A 105(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 C3 -12.5(5) . . . . ? O2 C1 C2 C3 166.5(3) . . . . ? O1 C1 C2 C7 170.1(4) . . . . ? O2 C1 C2 C7 -10.9(6) . . . . ? C7 C2 C3 C4 1.8(5) . . . . ? C1 C2 C3 C4 -175.7(3) . . . . ? C2 C3 C4 C5 -3.8(5) . . . . ? C2 C3 C4 N1 174.1(3) . . . . ? C3 C4 C5 C6 2.1(5) . . . . ? N1 C4 C5 C6 -175.6(3) . . . . ? C3 C4 C5 C8 175.0(3) . . . . ? N1 C4 C5 C8 -2.6(6) . . . . ? C4 C5 C6 C7 1.4(6) . . . . ? C8 C5 C6 C7 -172.2(3) . . . . ? C3 C2 C7 C6 1.7(6) . . . . ? C1 C2 C7 C6 179.0(4) . . . . ? C5 C6 C7 C2 -3.3(6) . . . . ? C6 C5 C8 C13 51.1(5) . . . . ? C4 C5 C8 C13 -121.7(4) . . . . ? C6 C5 C8 C9 -130.1(4) . . . . ? C4 C5 C8 C9 57.1(5) . . . . ? C13 C8 C9 C10 5.9(5) . . . . ? C5 C8 C9 C10 -172.9(3) . . . . ? C13 C8 C9 N2 -174.9(3) . . . . ? C5 C8 C9 N2 6.3(5) . . . . ? C8 C9 C10 C11 -3.4(5) . . . . ? N2 C9 C10 C11 177.4(3) . . . . ? C9 C10 C11 C12 -1.9(5) . . . . ? C9 C10 C11 C14 176.3(3) . . . . ? C10 C11 C12 C13 4.2(5) . . . . ? C14 C11 C12 C13 -173.9(3) . . . . ? C9 C8 C13 C12 -3.5(5) . . . . ? C5 C8 C13 C12 175.5(3) . . . . ? C11 C12 C13 C8 -1.5(6) . . . . ? C12 C11 C14 O3 156.1(3) . . . . ? C10 C11 C14 O3 -22.0(5) . . . . ? C12 C11 C14 O4 -21.7(5) . . . . ? C10 C11 C14 O4 160.2(3) . . . . ? C3 C4 N1 O8' 157.8(9) . . . . ? C5 C4 N1 O8' -24.3(10) . . . . ? C3 C4 N1 O7 -164.5(7) . . . . ? C5 C4 N1 O7 13.4(8) . . . . ? C3 C4 N1 O8 22.1(7) . . . . ? C5 C4 N1 O8 -160.0(6) . . . . ? C3 C4 N1 O7' -28.1(10) . . . . ? C5 C4 N1 O7' 149.8(9) . . . . ? C10 C9 N2 O9 -162.3(3) . . . . ? C8 C9 N2 O9 18.5(5) . . . . ? C10 C9 N2 O10 17.3(5) . . . . ? C8 C9 N2 O10 -161.8(4) . . . . ? O2 C1 O1 Cu1 23.2(6) . . . . ? C2 C1 O1 Cu1 -157.9(3) . . . . ? O6 Cu1 O1 C1 141.7(4) . . . . ? O5 Cu1 O1 C1 -40.7(4) . . . . ? O4 Cu1 O1 C1 74(4) 3_445 . . . ? O1 C1 O2 Cu2 1.7(6) . . . . ? C2 C1 O2 Cu2 -177.1(2) . . . . ? O6 Cu2 O2 C1 172.9(4) 1_565 . . . ? O5 Cu2 O2 C1 2.3(4) . . . . ? O3 Cu2 O2 C1 -104.6(5) 3_455 . . . ? O4 C14 O3 Cu2 -0.4(7) . . . 3_545 ? C11 C14 O3 Cu2 -177.9(2) . . . 3_545 ? O3 C14 O4 Cu1 7.9(6) . . . 3 ? C11 C14 O4 Cu1 -174.6(2) . . . 3 ? O6 Cu1 O5 Cu2 95(2) . . . . ? O1 Cu1 O5 Cu2 42.7(2) . . . . ? O4 Cu1 O5 Cu2 -136.09(19) 3_445 . . . ? O6 Cu2 O5 Cu1 -134.2(5) 1_565 . . . ? O3 Cu2 O5 Cu1 134.58(19) 3_455 . . . ? O2 Cu2 O5 Cu1 -31.3(2) . . . . ? O5 Cu1 O6 Cu2 97(2) . . . 1_545 ? O1 Cu1 O6 Cu2 149.6(3) . . . 1_545 ? O4 Cu1 O6 Cu2 -31.6(3) 3_445 . . 1_545 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.576 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.106 # Attachment '- 2_888402-Revised.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 888403' #TrackingRef '- 2_888402-Revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H26 Cu N6 O18' _chemical_formula_weight 918.19 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7438(15) _cell_length_b 10.058(2) _cell_length_c 13.769(3) _cell_angle_alpha 101.96(3) _cell_angle_beta 105.94(3) _cell_angle_gamma 104.09(3) _cell_volume 956.0(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2806 _cell_measurement_theta_min 3.013 _cell_measurement_theta_max 26.91 _exptl_crystal_description block _exptl_crystal_colour purple _exptl_crystal_size_max 0.12 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.595 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 469 _exptl_absorpt_coefficient_mu 0.663 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9247 _exptl_absorpt_correction_T_max 0.9489 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4363 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0347 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.61 _diffrn_reflns_theta_max 26.01 _reflns_number_total 3666 _reflns_number_gt 3174 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0962P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3666 _refine_ls_number_parameters 298 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0531 _refine_ls_R_factor_gt 0.0470 _refine_ls_wR_factor_ref 0.1417 _refine_ls_wR_factor_gt 0.1376 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.088 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _restr_distance_atom_site_label_1 _restr_distance_atom_site_label_2 _restr_distance_site_symmetry_2 _restr_distance_target _restr_distance_target_weight_param _restr_distance_diff _restr_distance_details N2 O5 1_555 1.210 0.02 0.038 'generated by SHELX DFIX' N2 O6 1_555 1.210 0.02 0.013 'generated by SHELX DFIX' N2 O5' 1_555 1.210 0.02 -0.013 'generated by SHELX DFIX' N2 O6' 1_555 1.210 0.02 -0.056 'generated by SHELX DFIX' O5 O6 1_555 2.150 0.04 0.044 'generated by SHELX DANG' O5' O6' 1_555 2.150 0.04 -0.085 'generated by SHELX DANG' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.0000 0.0000 -0.5000 0.03049(18) Uani 1 2 d S . . C1 C 0.0318(4) 0.1138(3) -0.28330(19) 0.0344(6) Uani 1 1 d . . . C2 C 0.1449(4) 0.1461(3) -0.16787(19) 0.0344(6) Uani 1 1 d . . . C3 C 0.3227(5) 0.1351(4) -0.1360(2) 0.0486(8) Uani 1 1 d . . . H3A H 0.3760 0.1068 -0.1864 0.058 Uiso 1 1 calc R . . C4 C 0.4255(5) 0.1657(4) -0.0294(2) 0.0521(8) Uani 1 1 d . . . H4A H 0.5467 0.1579 -0.0095 0.063 Uiso 1 1 calc R . . C5 C 0.3495(4) 0.2076(3) 0.0476(2) 0.0399(6) Uani 1 1 d . . . C6 C 0.1691(5) 0.2164(4) 0.0127(2) 0.0454(7) Uani 1 1 d . . . C7 C 0.0656(4) 0.1866(3) -0.0929(2) 0.0422(7) Uani 1 1 d . . . H7A H -0.0559 0.1937 -0.1131 0.051 Uiso 1 1 calc R . . C8 C 0.4571(4) 0.2256(3) 0.1600(2) 0.0388(6) Uani 1 1 d . . . C9 C 0.6159(4) 0.3419(3) 0.2252(2) 0.0413(7) Uani 1 1 d . A . C10 C 0.7161(4) 0.3497(3) 0.3270(2) 0.0383(6) Uani 1 1 d . . . H10A H 0.8201 0.4298 0.3687 0.046 Uiso 1 1 calc R . . C11 C 0.6598(4) 0.2366(3) 0.36670(19) 0.0332(6) Uani 1 1 d . . . C12 C 0.5041(4) 0.1198(3) 0.3035(2) 0.0432(7) Uani 1 1 d . . . H12A H 0.4657 0.0439 0.3297 0.052 Uiso 1 1 calc R . . C13 C 0.4050(4) 0.1139(3) 0.2023(2) 0.0470(7) Uani 1 1 d . . . H13A H 0.3008 0.0337 0.1612 0.056 Uiso 1 1 calc R . . C14 C 0.7675(4) 0.2484(3) 0.4785(2) 0.0346(6) Uani 1 1 d . . . C15 C 0.1438(4) 0.2365(3) -0.5814(2) 0.0319(6) Uani 1 1 d . . . H15A H 0.0299 0.1914 -0.6375 0.038 Uiso 1 1 calc R . . C16 C 0.2620(4) 0.3627(3) -0.5813(2) 0.0329(6) Uani 1 1 d . . . H16A H 0.2259 0.4020 -0.6361 0.039 Uiso 1 1 calc R . . C17 C 0.4335(3) 0.4318(2) -0.50085(19) 0.0290(5) Uani 1 1 d . . . C18 C 0.4779(4) 0.3673(3) -0.4211(2) 0.0394(7) Uani 1 1 d . . . H18A H 0.5924 0.4091 -0.3652 0.047 Uiso 1 1 calc R . . C19 C 0.3519(4) 0.2416(3) -0.4256(2) 0.0402(7) Uani 1 1 d . . . H19A H 0.3837 0.2005 -0.3714 0.048 Uiso 1 1 calc R . . N1 N 0.1859(3) 0.1758(2) -0.50400(16) 0.0309(5) Uani 1 1 d . . . N2 N 0.6785(5) 0.4657(3) 0.1873(2) 0.0739(11) Uani 1 1 d D . . N3 N 0.0761(5) 0.2542(5) 0.0890(2) 0.0798(11) Uani 1 1 d . . . O1 O 0.1074(3) 0.06427(19) -0.34681(14) 0.0378(5) Uani 1 1 d . . . O2 O -0.1225(3) 0.1340(2) -0.30749(15) 0.0463(5) Uani 1 1 d . . . O3 O 0.8801(3) 0.3584(2) 0.54004(15) 0.0507(5) Uani 1 1 d . . . O4 O 0.7243(3) 0.1246(2) 0.49970(16) 0.0452(5) Uani 1 1 d . . . H4 H 0.759(5) 0.133(4) 0.559(3) 0.055(11) Uiso 1 1 d . . . O5 O 0.8531(9) 0.5254(7) 0.2156(5) 0.109(2) Uani 0.647(6) 1 d PD A 1 O6 O 0.5577(11) 0.4987(7) 0.1278(5) 0.103(3) Uani 0.647(6) 1 d PD A 1 O5' O 0.7589(19) 0.5786(12) 0.2541(9) 0.109(2) Uani 0.353(6) 1 d PD A 2 O6' O 0.630(2) 0.4553(13) 0.0981(9) 0.103(3) Uani 0.353(6) 1 d PD A 2 O7 O -0.0932(5) 0.1978(6) 0.0630(3) 0.1328(17) Uani 1 1 d . . . O8 O 0.1750(6) 0.3442(6) 0.1730(2) 0.1356(18) Uani 1 1 d . . . O9 O -0.2995(13) 0.2967(10) -0.1981(7) 0.215(3) Uani 0.825(6) 1 d P . . O9' O 0.0000 0.5000 0.0000 0.215(3) Uani 0.351(12) 2 d SP . . 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 0.0379(3) 0.0242(3) 0.0179(2) 0.00471(17) 0.00679(18) -0.00552(18) C1 0.0442(16) 0.0265(12) 0.0199(12) 0.0088(10) 0.0039(11) -0.0043(11) C2 0.0417(15) 0.0322(13) 0.0186(12) 0.0067(10) 0.0029(11) 0.0021(11) C3 0.0554(19) 0.066(2) 0.0259(14) 0.0124(14) 0.0130(13) 0.0241(16) C4 0.0453(18) 0.078(2) 0.0310(15) 0.0155(15) 0.0061(13) 0.0245(17) C5 0.0446(16) 0.0409(15) 0.0221(13) 0.0057(11) 0.0017(11) 0.0068(12) C6 0.0522(18) 0.0612(19) 0.0206(13) 0.0092(13) 0.0079(12) 0.0220(15) C7 0.0408(16) 0.0551(18) 0.0261(14) 0.0124(13) 0.0054(12) 0.0139(14) C8 0.0464(16) 0.0439(16) 0.0208(13) 0.0083(11) 0.0037(11) 0.0149(13) C9 0.0525(18) 0.0340(14) 0.0282(14) 0.0100(12) 0.0047(13) 0.0077(13) C10 0.0426(15) 0.0349(14) 0.0263(13) 0.0085(11) 0.0009(11) 0.0057(12) C11 0.0365(14) 0.0365(14) 0.0227(13) 0.0072(11) 0.0044(11) 0.0129(12) C12 0.0493(17) 0.0409(15) 0.0316(15) 0.0138(13) 0.0069(13) 0.0062(13) C13 0.0441(17) 0.0442(16) 0.0309(15) 0.0073(13) -0.0017(13) -0.0042(13) C14 0.0381(15) 0.0393(15) 0.0249(13) 0.0082(12) 0.0073(11) 0.0151(12) C15 0.0338(14) 0.0278(12) 0.0254(12) 0.0069(10) 0.0051(10) 0.0012(10) C16 0.0380(14) 0.0272(12) 0.0275(13) 0.0097(10) 0.0075(11) 0.0029(11) C17 0.0339(14) 0.0239(12) 0.0262(13) 0.0056(10) 0.0117(11) 0.0040(11) C18 0.0358(15) 0.0390(15) 0.0285(14) 0.0145(12) 0.0010(11) -0.0062(12) C19 0.0381(15) 0.0384(15) 0.0320(14) 0.0178(12) 0.0016(12) -0.0035(12) N1 0.0350(12) 0.0251(10) 0.0249(11) 0.0064(8) 0.0075(9) 0.0002(9) N2 0.098(3) 0.0456(16) 0.0371(15) 0.0187(13) -0.0135(16) -0.0113(17) N3 0.077(2) 0.146(4) 0.0299(16) 0.0220(19) 0.0164(16) 0.065(3) O1 0.0455(11) 0.0338(10) 0.0200(9) 0.0051(8) 0.0079(8) -0.0057(8) O2 0.0488(13) 0.0587(13) 0.0234(10) 0.0145(9) 0.0022(9) 0.0128(10) O3 0.0566(13) 0.0458(12) 0.0289(11) 0.0077(9) -0.0047(9) 0.0048(10) O4 0.0609(14) 0.0441(12) 0.0217(10) 0.0123(9) 0.0025(9) 0.0126(10) O5 0.101(5) 0.100(4) 0.088(4) 0.057(4) 0.004(3) -0.028(3) O6 0.133(6) 0.065(4) 0.086(4) 0.048(3) -0.011(3) 0.021(3) O5' 0.101(5) 0.100(4) 0.088(4) 0.057(4) 0.004(3) -0.028(3) O6' 0.133(6) 0.065(4) 0.086(4) 0.048(3) -0.011(3) 0.021(3) O7 0.082(3) 0.249(6) 0.081(2) 0.040(3) 0.048(2) 0.060(3) O8 0.141(3) 0.238(5) 0.0273(15) -0.009(2) 0.0067(17) 0.124(3) O9 0.227(8) 0.245(8) 0.232(8) 0.104(6) 0.082(6) 0.145(7) O9' 0.227(8) 0.245(8) 0.232(8) 0.104(6) 0.082(6) 0.145(7) _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 1.9412(19) 2_554 ? Cu1 O1 1.9412(19) . ? Cu1 N1 2.011(2) . ? Cu1 N1 2.011(2) 2_554 ? C1 O2 1.228(4) . ? C1 O1 1.264(3) . ? C1 C2 1.510(3) . ? C2 C3 1.365(4) . ? C2 C7 1.380(4) . ? C3 C4 1.391(4) . ? C3 H3A 0.9300 . ? C4 C5 1.389(4) . ? C4 H4A 0.9300 . ? C5 C6 1.378(4) . ? C5 C8 1.491(4) . ? C6 C7 1.382(4) . ? C6 N3 1.466(4) . ? C7 H7A 0.9300 . ? C8 C9 1.394(4) . ? C8 C13 1.395(4) . ? C9 C10 1.379(4) . ? C9 N2 1.474(4) . ? C10 C11 1.389(4) . ? C10 H10A 0.9300 . ? C11 C12 1.379(4) . ? C11 C14 1.500(3) . ? C12 C13 1.374(4) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 O3 1.199(3) . ? C14 O4 1.323(3) . ? C15 N1 1.339(3) . ? C15 C16 1.371(3) . ? C15 H15A 0.9300 . ? C16 C17 1.378(4) . ? C16 H16A 0.9300 . ? C17 C18 1.393(4) . ? C17 C17 1.493(5) 2_664 ? C18 C19 1.374(4) . ? C18 H18A 0.9300 . ? C19 N1 1.336(3) . ? C19 H19A 0.9300 . ? N2 O6' 1.154(11) . ? N2 O5' 1.197(11) . ? N2 O6 1.224(6) . ? N2 O5 1.248(7) . ? N3 O7 1.210(5) . ? N3 O8 1.219(5) . ? O4 H4 0.76(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 O1 Cu1 O1 179.999(2) 2_554 . ? O1 Cu1 N1 90.77(9) 2_554 . ? O1 Cu1 N1 89.23(9) . . ? O1 Cu1 N1 89.23(9) 2_554 2_554 ? O1 Cu1 N1 90.77(9) . 2_554 ? N1 Cu1 N1 179.999(1) . 2_554 ? O2 C1 O1 126.1(2) . . ? O2 C1 C2 119.1(2) . . ? O1 C1 C2 114.8(3) . . ? C3 C2 C7 119.3(2) . . ? C3 C2 C1 121.6(3) . . ? C7 C2 C1 119.1(3) . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C5 C4 C3 120.8(3) . . ? C5 C4 H4A 119.6 . . ? C3 C4 H4A 119.6 . . ? C6 C5 C4 116.6(3) . . ? C6 C5 C8 124.2(3) . . ? C4 C5 C8 118.9(3) . . ? C5 C6 C7 123.1(3) . . ? C5 C6 N3 119.9(3) . . ? C7 C6 N3 116.9(3) . . ? C2 C7 C6 119.1(3) . . ? C2 C7 H7A 120.5 . . ? C6 C7 H7A 120.5 . . ? C9 C8 C13 116.4(2) . . ? C9 C8 C5 125.2(3) . . ? C13 C8 C5 118.2(3) . . ? C10 C9 C8 122.8(3) . . ? C10 C9 N2 117.3(3) . . ? C8 C9 N2 119.9(2) . . ? C9 C10 C11 119.2(3) . . ? C9 C10 H10A 120.4 . . ? C11 C10 H10A 120.4 . . ? C12 C11 C10 119.1(2) . . ? C12 C11 C14 122.4(2) . . ? C10 C11 C14 118.5(2) . . ? C13 C12 C11 121.0(3) . . ? C13 C12 H12A 119.5 . . ? C11 C12 H12A 119.5 . . ? C12 C13 C8 121.4(3) . . ? C12 C13 H13A 119.3 . . ? C8 C13 H13A 119.3 . . ? O3 C14 O4 124.9(2) . . ? O3 C14 C11 122.9(3) . . ? O4 C14 C11 112.2(2) . . ? N1 C15 C16 122.5(2) . . ? N1 C15 H15A 118.7 . . ? C16 C15 H15A 118.7 . . ? C15 C16 C17 120.7(2) . . ? C15 C16 H16A 119.7 . . ? C17 C16 H16A 119.7 . . ? C16 C17 C18 116.6(2) . . ? C16 C17 C17 122.0(3) . 2_664 ? C18 C17 C17 121.4(3) . 2_664 ? C19 C18 C17 119.7(2) . . ? C19 C18 H18A 120.2 . . ? C17 C18 H18A 120.2 . . ? N1 C19 C18 123.1(2) . . ? N1 C19 H19A 118.4 . . ? C18 C19 H19A 118.4 . . ? C19 N1 C15 117.3(2) . . ? C19 N1 Cu1 120.95(17) . . ? C15 N1 Cu1 121.57(18) . . ? O6' N2 O5' 122.8(8) . . ? O6' N2 O6 45.4(7) . . ? O5' N2 O6 99.6(7) . . ? O6' N2 O5 102.1(9) . . ? O5' N2 O5 57.5(7) . . ? O6 N2 O5 125.1(5) . . ? O6' N2 C9 120.7(7) . . ? O5' N2 C9 115.7(5) . . ? O6 N2 C9 118.2(4) . . ? O5 N2 C9 116.6(4) . . ? O7 N3 O8 124.8(4) . . ? O7 N3 C6 118.1(3) . . ? O8 N3 C6 117.1(4) . . ? C1 O1 Cu1 126.98(19) . . ? C14 O4 H4 113(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 -175.4(3) . . . . ? O1 C1 C2 C3 6.1(4) . . . . ? O2 C1 C2 C7 5.0(4) . . . . ? O1 C1 C2 C7 -173.4(2) . . . . ? C7 C2 C3 C4 -0.7(5) . . . . ? C1 C2 C3 C4 179.8(3) . . . . ? C2 C3 C4 C5 0.3(5) . . . . ? C3 C4 C5 C6 0.3(5) . . . . ? C3 C4 C5 C8 174.2(3) . . . . ? C4 C5 C6 C7 -0.3(5) . . . . ? C8 C5 C6 C7 -173.9(3) . . . . ? C4 C5 C6 N3 177.5(3) . . . . ? C8 C5 C6 N3 3.9(5) . . . . ? C3 C2 C7 C6 0.6(4) . . . . ? C1 C2 C7 C6 -179.8(3) . . . . ? C5 C6 C7 C2 -0.1(5) . . . . ? N3 C6 C7 C2 -178.0(3) . . . . ? C6 C5 C8 C9 -110.0(4) . . . . ? C4 C5 C8 C9 76.5(4) . . . . ? C6 C5 C8 C13 74.7(4) . . . . ? C4 C5 C8 C13 -98.8(4) . . . . ? C13 C8 C9 C10 -1.2(5) . . . . ? C5 C8 C9 C10 -176.6(3) . . . . ? C13 C8 C9 N2 -178.9(3) . . . . ? C5 C8 C9 N2 5.8(5) . . . . ? C8 C9 C10 C11 1.1(5) . . . . ? N2 C9 C10 C11 178.8(3) . . . . ? C9 C10 C11 C12 -0.5(4) . . . . ? C9 C10 C11 C14 -178.6(3) . . . . ? C10 C11 C12 C13 0.1(5) . . . . ? C14 C11 C12 C13 178.1(3) . . . . ? C11 C12 C13 C8 -0.3(5) . . . . ? C9 C8 C13 C12 0.8(5) . . . . ? C5 C8 C13 C12 176.5(3) . . . . ? C12 C11 C14 O3 -166.2(3) . . . . ? C10 C11 C14 O3 11.8(4) . . . . ? C12 C11 C14 O4 14.2(4) . . . . ? C10 C11 C14 O4 -167.8(2) . . . . ? N1 C15 C16 C17 1.2(4) . . . . ? C15 C16 C17 C18 -0.3(4) . . . . ? C15 C16 C17 C17 179.2(3) . . . 2_664 ? C16 C17 C18 C19 -0.4(4) . . . . ? C17 C17 C18 C19 -179.9(3) 2_664 . . . ? C17 C18 C19 N1 0.4(5) . . . . ? C18 C19 N1 C15 0.4(4) . . . . ? C18 C19 N1 Cu1 -175.5(2) . . . . ? C16 C15 N1 C19 -1.2(4) . . . . ? C16 C15 N1 Cu1 174.6(2) . . . . ? O1 Cu1 N1 C19 -153.8(2) 2_554 . . . ? O1 Cu1 N1 C19 26.2(2) . . . . ? N1 Cu1 N1 C19 38(3) 2_554 . . . ? O1 Cu1 N1 C15 30.5(2) 2_554 . . . ? O1 Cu1 N1 C15 -149.5(2) . . . . ? N1 Cu1 N1 C15 -138(3) 2_554 . . . ? C10 C9 N2 O6' 163.1(10) . . . . ? C8 C9 N2 O6' -19.2(11) . . . . ? C10 C9 N2 O5' -26.5(10) . . . . ? C8 C9 N2 O5' 151.3(9) . . . . ? C10 C9 N2 O6 -144.4(5) . . . . ? C8 C9 N2 O6 33.4(7) . . . . ? C10 C9 N2 O5 38.3(6) . . . . ? C8 C9 N2 O5 -143.9(5) . . . . ? C5 C6 N3 O7 -144.4(4) . . . . ? C7 C6 N3 O7 33.6(6) . . . . ? C5 C6 N3 O8 38.0(6) . . . . ? C7 C6 N3 O8 -144.1(4) . . . . ? O2 C1 O1 Cu1 -2.1(4) . . . . ? C2 C1 O1 Cu1 176.23(15) . . . . ? O1 Cu1 O1 C1 -112(8) 2_554 . . . ? N1 Cu1 O1 C1 107.8(2) . . . . ? N1 Cu1 O1 C1 -72.2(2) 2_554 . . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 0.431 _refine_diff_density_min -0.411 _refine_diff_density_rms 0.069 # Attachment '- 3_888404-revised.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 888404' #TrackingRef '- 3_888404-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H28 Cu2 N6 O20' _chemical_formula_weight 1015.74 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 7.788(3) _cell_length_b 9.551(4) _cell_length_c 14.389(5) _cell_angle_alpha 101.446(5) _cell_angle_beta 105.298(5) _cell_angle_gamma 98.651(5) _cell_volume 988.3(6) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2646 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 26.84 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.707 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 516 _exptl_absorpt_coefficient_mu 1.172 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7200 _exptl_absorpt_correction_T_max 0.8626 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4492 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0625 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.23 _diffrn_reflns_theta_max 26.00 _reflns_number_total 3776 _reflns_number_gt 2769 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0807P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3776 _refine_ls_number_parameters 314 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0651 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1348 _refine_ls_wR_factor_gt 0.1158 _refine_ls_goodness_of_fit_ref 0.976 _refine_ls_restrained_S_all 0.975 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _restr_distance_atom_site_label_1 _restr_distance_atom_site_label_2 _restr_distance_site_symmetry_2 _restr_distance_target _restr_distance_target_weight_param _restr_distance_diff _restr_distance_details O5 Hw5A 1_555 0.850 0.02 0.002 'generated by SHELX DFIX' O5 Hw5B 1_555 0.850 0.02 -0.014 'generated by SHELX DFIX' O6 Hw6A 1_555 0.850 0.02 -0.006 'generated by SHELX DFIX' O6 Hw6B 1_555 0.850 0.02 -0.013 'generated by SHELX DFIX' Hw5A Hw5B 1_555 1.380 0.02 -0.030 'generated by SHELX DFIX' Hw6A Hw6B 1_555 1.380 0.04 -0.005 'generated by SHELX DFIX' 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 -0.00884(6) -0.16055(5) 0.02884(3) 0.03008(18) Uani 1 1 d . . . O5 O -0.1685(4) -0.0188(3) 0.0279(2) 0.0315(6) Uani 1 1 d D . . N1 N 0.1711(4) -0.2867(3) 0.0204(2) 0.0305(7) Uani 1 1 d . . . O1 O 0.1187(4) -0.0516(3) 0.1624(2) 0.0401(7) Uani 1 1 d . . . C17 C 0.4312(5) -0.4547(4) 0.0053(3) 0.0282(8) Uani 1 1 d . . . C4 C 0.2624(7) 0.2659(5) 0.4225(3) 0.0480(12) Uani 1 1 d . . . H4A H 0.2838 0.3638 0.4211 0.058 Uiso 1 1 calc R . . N2 N 0.2968(6) 0.0337(4) 0.6029(3) 0.0514(10) Uani 1 1 d . . . C8 C 0.3785(6) 0.3505(4) 0.6065(3) 0.0328(9) Uani 1 1 d . . . N3 N 0.0868(5) 0.4259(4) 0.6121(3) 0.0479(9) Uani 1 1 d . . . C5 C 0.2955(6) 0.2303(4) 0.5147(3) 0.0345(9) Uani 1 1 d . . . C19 C 0.1331(6) -0.4100(4) -0.0505(3) 0.0384(10) Uani 1 1 d . . . H19A H 0.0160 -0.4402 -0.0950 0.046 Uiso 1 1 calc R . . O2 O 0.0292(6) -0.2249(4) 0.2322(3) 0.0826(13) Uani 1 1 d . . . C1 C 0.0986(6) -0.0999(5) 0.2354(3) 0.0423(11) Uani 1 1 d . . . O7 O 0.3269(9) -0.0857(4) 0.6022(3) 0.115(2) Uani 1 1 d . . . O9 O 0.0017(5) 0.3294(4) 0.5408(3) 0.0688(11) Uani 1 1 d . . . C6 C 0.2645(6) 0.0817(4) 0.5102(3) 0.0358(9) Uani 1 1 d . . . C16 C 0.4700(6) -0.3272(4) 0.0785(3) 0.0404(10) Uani 1 1 d . . . H16A H 0.5855 -0.2948 0.1247 0.048 Uiso 1 1 calc R . . C18 C 0.2576(6) -0.4954(4) -0.0616(3) 0.0374(10) Uani 1 1 d . . . H18A H 0.2253 -0.5793 -0.1135 0.045 Uiso 1 1 calc R . . C3 C 0.1999(6) 0.1614(5) 0.3352(3) 0.0458(11) Uani 1 1 d . . . H3A H 0.1768 0.1897 0.2756 0.055 Uiso 1 1 calc R . . C9 C 0.2862(5) 0.4461(4) 0.6502(3) 0.0339(9) Uani 1 1 d . . . C7 C 0.2018(6) -0.0245(4) 0.4235(3) 0.0377(10) Uani 1 1 d . . . H7A H 0.1803 -0.1224 0.4248 0.045 Uiso 1 1 calc R . . C2 C 0.1695(6) 0.0134(4) 0.3327(3) 0.0346(9) Uani 1 1 d . . . C15 C 0.3387(6) -0.2484(4) 0.0833(3) 0.0384(10) Uani 1 1 d . . . H15A H 0.3686 -0.1628 0.1335 0.046 Uiso 1 1 calc R . . O10 O 0.0154(5) 0.5084(5) 0.6571(3) 0.0837(13) Uani 1 1 d . . . C13 C 0.5665(6) 0.3772(4) 0.6501(3) 0.0399(10) Uani 1 1 d . . . H13A H 0.6333 0.3167 0.6229 0.048 Uiso 1 1 calc R . . O8 O 0.2910(7) 0.1133(4) 0.6756(3) 0.0846(14) Uani 1 1 d . . . C12 C 0.6560(6) 0.4916(4) 0.7327(3) 0.0394(10) Uani 1 1 d . . . H12A H 0.7809 0.5049 0.7618 0.047 Uiso 1 1 calc R . . C11 C 0.5612(5) 0.5861(4) 0.7722(3) 0.0295(8) Uani 1 1 d . . . C10 C 0.3757(5) 0.5617(4) 0.7295(3) 0.0328(9) Uani 1 1 d . . . H10A H 0.3105 0.6253 0.7550 0.039 Uiso 1 1 calc R . . C14 C 0.6575(5) 0.7124(4) 0.8606(3) 0.0310(9) Uani 1 1 d . . . O4 O 0.8213(4) 0.7143(3) 0.90398(19) 0.0354(6) Uani 1 1 d . . . O3 O 0.5703(4) 0.8045(3) 0.8863(2) 0.0399(7) Uani 1 1 d . . . O6 O -0.2637(5) 0.0902(5) 0.1842(2) 0.0630(11) Uani 1 1 d D . . HW5A H -0.184(5) 0.011(4) 0.0845(16) 0.033(11) Uiso 1 1 d D . . HW5B H -0.273(4) -0.048(5) -0.013(2) 0.064(17) Uiso 1 1 d D . . HW6A H -0.354(4) 0.130(4) 0.173(3) 0.041(13) Uiso 1 1 d D . . HW6B H -0.282(8) 0.027(6) 0.216(5) 0.13(3) Uiso 1 1 d 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 0.0319(3) 0.0260(3) 0.0246(3) -0.00461(19) 0.0016(2) 0.0101(2) O5 0.0331(17) 0.0319(15) 0.0218(14) -0.0087(12) 0.0050(13) 0.0105(13) N1 0.0316(19) 0.0264(16) 0.0263(16) -0.0028(14) 0.0023(15) 0.0092(14) O1 0.0490(19) 0.0369(16) 0.0236(14) -0.0071(13) 0.0010(13) 0.0144(14) C17 0.031(2) 0.0253(19) 0.027(2) 0.0034(16) 0.0085(18) 0.0079(17) C4 0.070(3) 0.030(2) 0.034(2) 0.003(2) 0.010(2) -0.001(2) N2 0.068(3) 0.040(2) 0.032(2) 0.0028(19) 0.005(2) -0.005(2) C8 0.041(2) 0.028(2) 0.0216(19) -0.0045(16) 0.0074(18) 0.0010(18) N3 0.033(2) 0.049(2) 0.051(2) 0.002(2) 0.0064(19) 0.0014(18) C5 0.037(2) 0.031(2) 0.026(2) -0.0044(17) 0.0077(18) 0.0010(18) C19 0.040(3) 0.032(2) 0.031(2) -0.0080(18) -0.0003(19) 0.0141(19) O2 0.125(4) 0.048(2) 0.045(2) -0.0209(17) 0.027(2) -0.030(2) C1 0.039(3) 0.037(2) 0.037(2) -0.009(2) 0.004(2) 0.003(2) O7 0.225(6) 0.051(2) 0.049(2) 0.015(2) 0.006(3) 0.028(3) O9 0.043(2) 0.081(3) 0.048(2) -0.0301(19) 0.0028(17) -0.0106(18) C6 0.037(2) 0.035(2) 0.029(2) 0.0052(18) 0.0034(18) 0.0027(18) C16 0.031(2) 0.038(2) 0.038(2) -0.0052(19) -0.0044(19) 0.0120(19) C18 0.036(2) 0.027(2) 0.038(2) -0.0047(18) 0.0016(19) 0.0079(18) C3 0.058(3) 0.039(2) 0.031(2) 0.003(2) 0.007(2) 0.001(2) C9 0.029(2) 0.031(2) 0.035(2) 0.0042(18) 0.0042(18) 0.0001(17) C7 0.046(3) 0.028(2) 0.029(2) -0.0036(18) 0.0064(19) 0.0005(19) C2 0.036(2) 0.033(2) 0.028(2) -0.0043(18) 0.0086(18) 0.0022(18) C15 0.040(3) 0.030(2) 0.031(2) -0.0138(18) 0.0023(19) 0.0084(18) O10 0.037(2) 0.091(3) 0.095(3) -0.024(3) 0.009(2) 0.013(2) C13 0.048(3) 0.037(2) 0.027(2) -0.0111(18) 0.012(2) 0.013(2) O8 0.147(4) 0.067(3) 0.039(2) 0.012(2) 0.033(2) 0.013(3) C12 0.031(2) 0.041(2) 0.036(2) -0.003(2) 0.0023(19) 0.0094(19) C11 0.030(2) 0.0253(19) 0.030(2) 0.0025(17) 0.0062(17) 0.0044(16) C10 0.034(2) 0.030(2) 0.030(2) -0.0021(17) 0.0109(18) 0.0049(17) C14 0.033(2) 0.030(2) 0.026(2) 0.0037(17) 0.0076(18) 0.0053(17) O4 0.0309(16) 0.0306(14) 0.0315(14) -0.0105(12) -0.0025(13) 0.0123(12) O3 0.0346(16) 0.0378(15) 0.0347(15) -0.0148(13) 0.0050(13) 0.0114(13) O6 0.076(3) 0.095(3) 0.0361(18) 0.016(2) 0.0246(19) 0.057(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 1.910(3) . ? Cu1 O4 1.956(3) 1_444 ? Cu1 O5 1.971(3) . ? Cu1 N1 1.992(3) . ? Cu1 O5 2.438(3) 2 ? O5 Cu1 2.438(3) 2 ? O5 HW5A 0.852(18) . ? O5 HW5B 0.836(19) . ? N1 C15 1.326(5) . ? N1 C19 1.332(5) . ? O1 C1 1.265(5) . ? C17 C16 1.378(5) . ? C17 C18 1.383(5) . ? C17 C17 1.494(7) 2_645 ? C4 C3 1.358(6) . ? C4 C5 1.402(6) . ? C4 H4A 0.9300 . ? N2 O8 1.181(5) . ? N2 O7 1.196(5) . ? N2 C6 1.467(5) . ? C8 C13 1.394(6) . ? C8 C9 1.398(5) . ? C8 C5 1.485(5) . ? N3 O9 1.193(5) . ? N3 O10 1.212(5) . ? N3 C9 1.472(5) . ? C5 C6 1.389(5) . ? C19 C18 1.378(5) . ? C19 H19A 0.9300 . ? O2 C1 1.221(5) . ? C1 C2 1.498(5) . ? C6 C7 1.360(5) . ? C16 C15 1.366(5) . ? C16 H16A 0.9300 . ? C18 H18A 0.9300 . ? C3 C2 1.390(6) . ? C3 H3A 0.9300 . ? C9 C10 1.362(5) . ? C7 C2 1.395(6) . ? C7 H7A 0.9300 . ? C15 H15A 0.9300 . ? C13 C12 1.382(5) . ? C13 H13A 0.9300 . ? C12 C11 1.379(5) . ? C12 H12A 0.9300 . ? C11 C10 1.375(5) . ? C11 C14 1.501(5) . ? C10 H10A 0.9300 . ? C14 O3 1.247(4) . ? C14 O4 1.260(5) . ? O4 Cu1 1.956(3) 1_666 ? O6 HW6A 0.844(18) . ? O6 HW6B 0.837(19) . ? 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 O4 168.12(12) . 1_444 ? O1 Cu1 O5 86.05(12) . . ? O4 Cu1 O5 90.28(11) 1_444 . ? O1 Cu1 N1 94.94(12) . . ? O4 Cu1 N1 90.27(12) 1_444 . ? O5 Cu1 N1 171.98(12) . . ? O1 Cu1 O5 88.24(11) . 2 ? O4 Cu1 O5 102.51(11) 1_444 2 ? O5 Cu1 O5 82.68(11) . 2 ? N1 Cu1 O5 89.38(11) . 2 ? Cu1 O5 Cu1 97.32(11) . 2 ? Cu1 O5 HW5A 112(3) . . ? Cu1 O5 HW5A 117(3) 2 . ? Cu1 O5 HW5B 115(3) . . ? Cu1 O5 HW5B 109(3) 2 . ? HW5A O5 HW5B 106(3) . . ? C15 N1 C19 116.4(3) . . ? C15 N1 Cu1 121.3(3) . . ? C19 N1 Cu1 122.3(3) . . ? C1 O1 Cu1 120.9(3) . . ? C16 C17 C18 117.0(4) . . ? C16 C17 C17 122.8(4) . 2_645 ? C18 C17 C17 120.2(4) . 2_645 ? C3 C4 C5 121.9(4) . . ? C3 C4 H4A 119.1 . . ? C5 C4 H4A 119.1 . . ? O8 N2 O7 122.1(4) . . ? O8 N2 C6 119.1(4) . . ? O7 N2 C6 118.8(4) . . ? C13 C8 C9 116.5(3) . . ? C13 C8 C5 117.7(3) . . ? C9 C8 C5 125.7(4) . . ? O9 N3 O10 122.6(4) . . ? O9 N3 C9 120.0(4) . . ? O10 N3 C9 117.3(4) . . ? C6 C5 C4 115.4(4) . . ? C6 C5 C8 125.8(4) . . ? C4 C5 C8 118.4(4) . . ? N1 C19 C18 123.7(4) . . ? N1 C19 H19A 118.2 . . ? C18 C19 H19A 118.2 . . ? O2 C1 O1 126.3(4) . . ? O2 C1 C2 120.2(4) . . ? O1 C1 C2 113.5(4) . . ? C7 C6 C5 123.5(4) . . ? C7 C6 N2 117.1(4) . . ? C5 C6 N2 119.4(4) . . ? C15 C16 C17 119.9(4) . . ? C15 C16 H16A 120.1 . . ? C17 C16 H16A 120.1 . . ? C19 C18 C17 119.2(4) . . ? C19 C18 H18A 120.4 . . ? C17 C18 H18A 120.4 . . ? C4 C3 C2 121.6(4) . . ? C4 C3 H3A 119.2 . . ? C2 C3 H3A 119.2 . . ? C10 C9 C8 121.8(4) . . ? C10 C9 N3 117.0(4) . . ? C8 C9 N3 121.1(4) . . ? C6 C7 C2 120.1(4) . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C3 C2 C7 117.4(4) . . ? C3 C2 C1 120.7(4) . . ? C7 C2 C1 121.9(4) . . ? N1 C15 C16 123.9(4) . . ? N1 C15 H15A 118.0 . . ? C16 C15 H15A 118.0 . . ? C12 C13 C8 121.5(4) . . ? C12 C13 H13A 119.3 . . ? C8 C13 H13A 119.3 . . ? C11 C12 C13 120.4(4) . . ? C11 C12 H12A 119.8 . . ? C13 C12 H12A 119.8 . . ? C10 C11 C12 118.7(4) . . ? C10 C11 C14 120.4(3) . . ? C12 C11 C14 120.9(4) . . ? C9 C10 C11 121.0(4) . . ? C9 C10 H10A 119.5 . . ? C11 C10 H10A 119.5 . . ? O3 C14 O4 125.4(4) . . ? O3 C14 C11 118.4(4) . . ? O4 C14 C11 116.2(3) . . ? C14 O4 Cu1 131.1(3) . 1_666 ? HW6A O6 HW6B 109(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 O5 Cu1 88.73(12) . . . 2 ? O4 Cu1 O5 Cu1 -102.57(12) 1_444 . . 2 ? N1 Cu1 O5 Cu1 -8.7(9) . . . 2 ? O5 Cu1 O5 Cu1 0.0 2 . . 2 ? O1 Cu1 N1 C15 -18.6(3) . . . . ? O4 Cu1 N1 C15 172.1(3) 1_444 . . . ? O5 Cu1 N1 C15 78.1(10) . . . . ? O5 Cu1 N1 C15 69.5(3) 2 . . . ? O1 Cu1 N1 C19 164.3(3) . . . . ? O4 Cu1 N1 C19 -5.0(3) 1_444 . . . ? O5 Cu1 N1 C19 -98.9(9) . . . . ? O5 Cu1 N1 C19 -107.5(3) 2 . . . ? O4 Cu1 O1 C1 32.0(7) 1_444 . . . ? O5 Cu1 O1 C1 104.2(3) . . . . ? N1 Cu1 O1 C1 -83.7(3) . . . . ? O5 Cu1 O1 C1 -173.0(3) 2 . . . ? C3 C4 C5 C6 1.6(7) . . . . ? C3 C4 C5 C8 174.9(4) . . . . ? C13 C8 C5 C6 76.0(5) . . . . ? C9 C8 C5 C6 -108.4(5) . . . . ? C13 C8 C5 C4 -96.6(5) . . . . ? C9 C8 C5 C4 79.0(5) . . . . ? C15 N1 C19 C18 -0.9(6) . . . . ? Cu1 N1 C19 C18 176.3(3) . . . . ? Cu1 O1 C1 O2 14.5(7) . . . . ? Cu1 O1 C1 C2 -165.5(3) . . . . ? C4 C5 C6 C7 -1.7(7) . . . . ? C8 C5 C6 C7 -174.5(4) . . . . ? C4 C5 C6 N2 179.5(4) . . . . ? C8 C5 C6 N2 6.8(6) . . . . ? O8 N2 C6 C7 -154.8(5) . . . . ? O7 N2 C6 C7 24.6(7) . . . . ? O8 N2 C6 C5 24.1(7) . . . . ? O7 N2 C6 C5 -156.5(5) . . . . ? C18 C17 C16 C15 0.8(6) . . . . ? C17 C17 C16 C15 179.1(4) 2_645 . . . ? N1 C19 C18 C17 1.7(6) . . . . ? C16 C17 C18 C19 -1.6(6) . . . . ? C17 C17 C18 C19 -179.9(4) 2_645 . . . ? C5 C4 C3 C2 -1.6(8) . . . . ? C13 C8 C9 C10 1.8(6) . . . . ? C5 C8 C9 C10 -173.9(4) . . . . ? C13 C8 C9 N3 -178.4(4) . . . . ? C5 C8 C9 N3 5.9(6) . . . . ? O9 N3 C9 C10 177.5(4) . . . . ? O10 N3 C9 C10 -4.0(6) . . . . ? O9 N3 C9 C8 -2.3(6) . . . . ? O10 N3 C9 C8 176.1(4) . . . . ? C5 C6 C7 C2 1.7(7) . . . . ? N2 C6 C7 C2 -179.5(4) . . . . ? C4 C3 C2 C7 1.4(7) . . . . ? C4 C3 C2 C1 179.3(4) . . . . ? C6 C7 C2 C3 -1.5(7) . . . . ? C6 C7 C2 C1 -179.4(4) . . . . ? O2 C1 C2 C3 -161.4(5) . . . . ? O1 C1 C2 C3 18.5(6) . . . . ? O2 C1 C2 C7 16.4(7) . . . . ? O1 C1 C2 C7 -163.7(4) . . . . ? C19 N1 C15 C16 0.1(6) . . . . ? Cu1 N1 C15 C16 -177.1(3) . . . . ? C17 C16 C15 N1 -0.1(7) . . . . ? C9 C8 C13 C12 0.6(6) . . . . ? C5 C8 C13 C12 176.7(4) . . . . ? C8 C13 C12 C11 -2.4(6) . . . . ? C13 C12 C11 C10 1.8(6) . . . . ? C13 C12 C11 C14 -178.7(4) . . . . ? C8 C9 C10 C11 -2.4(6) . . . . ? N3 C9 C10 C11 177.7(3) . . . . ? C12 C11 C10 C9 0.6(6) . . . . ? C14 C11 C10 C9 -178.9(3) . . . . ? C10 C11 C14 O3 -8.9(5) . . . . ? C12 C11 C14 O3 171.6(4) . . . . ? C10 C11 C14 O4 169.8(3) . . . . ? C12 C11 C14 O4 -9.7(5) . . . . ? O3 C14 O4 Cu1 7.0(6) . . . 1_666 ? C11 C14 O4 Cu1 -171.6(2) . . . 1_666 ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.661 _refine_diff_density_min -0.507 _refine_diff_density_rms 0.101 # Attachment '- 4_888405-revised.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 888405' #TrackingRef '- 4_888405-revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H26 Cu3 N6 O20' _chemical_formula_weight 1077.27 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 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 13.702(8) _cell_length_b 11.056(6) _cell_length_c 27.727(16) _cell_angle_alpha 90.00 _cell_angle_beta 95.026(8) _cell_angle_gamma 90.00 _cell_volume 4184(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5203 _cell_measurement_theta_min 2.72 _cell_measurement_theta_max 25.15 _exptl_crystal_description rod-shaped _exptl_crystal_colour green _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.710 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2172 _exptl_absorpt_coefficient_mu 1.602 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7613 _exptl_absorpt_correction_T_max 0.8562 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18529 _diffrn_reflns_av_R_equivalents 0.0732 _diffrn_reflns_av_sigmaI/netI 0.0840 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 1.47 _diffrn_reflns_theta_max 26.01 _reflns_number_total 8199 _reflns_number_gt 5256 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _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^)+(0.0445P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 8199 _refine_ls_number_parameters 625 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.0756 _refine_ls_R_factor_gt 0.0422 _refine_ls_wR_factor_ref 0.0966 _refine_ls_wR_factor_gt 0.0884 _refine_ls_goodness_of_fit_ref 0.881 _refine_ls_restrained_S_all 0.881 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _restr_distance_atom_site_label_1 _restr_distance_atom_site_label_2 _restr_distance_site_symmetry_2 _restr_distance_target _restr_distance_target_weight_param _restr_distance_diff _restr_distance_details N6 O15 1_555 1.210 0.02 0.000 'generated by SHELX DFIX' N6 O16 1_555 1.210 0.02 -0.029 'generated by SHELX DFIX' N6 O15' 1_555 1.210 0.02 0.037 'generated by SHELX DFIX' N6 O16' 1_555 1.210 0.02 0.003 'generated by SHELX DFIX' O15 O16 1_555 2.150 0.04 -0.062 'generated by SHELX DANG' O15' O16' 1_555 2.150 0.04 0.021 'generated by SHELX DANG' O9 H9 1_555 0.850 0.02 -0.034 'generated by SHELX DFIX' O10 H10 1_555 0.850 0.02 -0.028 'generated by SHELX DFIX' O19 H19A 1_555 0.850 0.02 0.024 'generated by SHELX DFIX' O19 H19B 1_555 0.850 0.02 0.020 'generated by SHELX DFIX' H19A H19B 1_555 1.380 0.02 -0.006 'generated by SHELX DFIX' 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 0.29212(3) 0.51990(4) 0.026791(17) 0.03011(13) Uani 1 1 d . . . Cu2 Cu 0.07396(3) 0.66356(4) 0.020172(16) 0.02618(12) Uani 1 1 d . . . Cu3 Cu 0.50933(3) 0.38132(4) 0.029111(16) 0.03175(13) Uani 1 1 d . . . C1 C 0.2357(3) 0.7132(3) 0.09407(14) 0.0318(9) Uani 1 1 d . . . C2 C 0.2681(3) 0.7697(3) 0.14134(13) 0.0316(9) Uani 1 1 d . . . C3 C 0.2047(3) 0.8370(3) 0.16681(14) 0.0330(9) Uani 1 1 d . . . H3A H 0.1414 0.8524 0.1533 0.040 Uiso 1 1 calc R . . C4 C 0.2351(3) 0.8811(3) 0.21206(14) 0.0344(9) Uani 1 1 d . . . C5 C 0.3300(3) 0.8621(4) 0.23321(14) 0.0377(10) Uani 1 1 d . . . C6 C 0.3927(3) 0.7983(4) 0.20657(16) 0.0522(13) Uani 1 1 d . . . H6A H 0.4570 0.7864 0.2193 0.063 Uiso 1 1 calc R . . C7 C 0.3633(3) 0.7515(4) 0.16153(16) 0.0490(12) Uani 1 1 d . . . H7A H 0.4072 0.7076 0.1447 0.059 Uiso 1 1 calc R . . C8 C 0.3685(3) 0.8955(4) 0.28376(14) 0.0370(10) Uani 1 1 d . . . C9 C 0.4044(3) 1.0074(3) 0.29912(14) 0.0337(9) Uani 1 1 d . . . C10 C 0.4504(3) 1.0255(4) 0.34492(14) 0.0330(9) Uani 1 1 d . . . H10A H 0.4725 1.1022 0.3544 0.040 Uiso 1 1 calc R . . C11 C 0.4634(3) 0.9290(3) 0.37678(13) 0.0303(9) Uani 1 1 d . . . C12 C 0.4290(3) 0.8160(4) 0.36181(15) 0.0453(11) Uani 1 1 d . . . H12A H 0.4375 0.7502 0.3827 0.054 Uiso 1 1 calc R . . C13 C 0.3824(3) 0.8006(4) 0.31623(16) 0.0510(12) Uani 1 1 d . . . H13A H 0.3594 0.7241 0.3069 0.061 Uiso 1 1 calc R . . C14 C 0.5149(2) 0.9468(4) 0.42653(13) 0.0285(9) Uani 1 1 d . . . C15 C 0.3346(2) 0.3300(3) -0.04318(14) 0.0288(9) Uani 1 1 d . . . C16 C 0.2961(3) 0.2680(3) -0.08962(13) 0.0296(9) Uani 1 1 d . . . C17 C 0.3472(3) 0.1764(3) -0.10954(14) 0.0352(9) Uani 1 1 d . . . H17A H 0.4058 0.1491 -0.0938 0.042 Uiso 1 1 calc R . . C18 C 0.3117(3) 0.1247(3) -0.15289(14) 0.0347(9) Uani 1 1 d . A . C19 C 0.2228(3) 0.1583(3) -0.17740(14) 0.0335(9) Uani 1 1 d . . . C20 C 0.1723(3) 0.2478(4) -0.15576(16) 0.0550(14) Uani 1 1 d . . . H20A H 0.1123 0.2729 -0.1707 0.066 Uiso 1 1 calc R . . C21 C 0.2071(3) 0.3018(4) -0.11282(15) 0.0480(12) Uani 1 1 d . . . H21A H 0.1702 0.3617 -0.0994 0.058 Uiso 1 1 calc R . . C22 C 0.1795(3) 0.1161(4) -0.22633(14) 0.0350(9) Uani 1 1 d . . . C23 C 0.1378(3) 0.0042(4) -0.23876(14) 0.0350(9) Uani 1 1 d . . . C24 C 0.0962(3) -0.0216(4) -0.28501(14) 0.0348(9) Uani 1 1 d . . . H24A H 0.0699 -0.0978 -0.2918 0.042 Uiso 1 1 calc R . . C25 C 0.0936(3) 0.0643(4) -0.32079(14) 0.0336(9) Uani 1 1 d . . . C26 C 0.1314(3) 0.1774(4) -0.30936(15) 0.0502(12) Uani 1 1 d . . . H26A H 0.1277 0.2380 -0.3327 0.060 Uiso 1 1 calc R . . C27 C 0.1751(3) 0.2013(4) -0.26307(15) 0.0490(12) Uani 1 1 d . . . H27A H 0.2023 0.2773 -0.2566 0.059 Uiso 1 1 calc R . . C28 C 0.0475(3) 0.0360(4) -0.37121(13) 0.0316(9) Uani 1 1 d . . . C29 C 0.6933(3) 0.2590(4) 0.05154(16) 0.0435(11) Uani 1 1 d . . . H29A H 0.7055 0.3290 0.0696 0.052 Uiso 1 1 calc R . . C30 C 0.7660(3) 0.1741(3) 0.05163(16) 0.0398(10) Uani 1 1 d . . . H30A H 0.8256 0.1874 0.0696 0.048 Uiso 1 1 calc R . . C31 C 0.7516(3) 0.0696(3) 0.02535(15) 0.0361(10) Uani 1 1 d . . . C32 C 0.6600(3) 0.0562(4) -0.0002(2) 0.0730(18) Uani 1 1 d . . . H32A H 0.6451 -0.0137 -0.0180 0.088 Uiso 1 1 calc R . . C33 C 0.5915(3) 0.1471(4) 0.0011(2) 0.0697(17) Uani 1 1 d . . . H33A H 0.5317 0.1379 -0.0172 0.084 Uiso 1 1 calc R . . C34 C 0.8288(3) -0.0241(3) 0.02395(14) 0.0330(9) Uani 1 1 d . . . C35 C 0.9171(3) -0.0150(4) 0.05287(16) 0.0441(11) Uani 1 1 d . . . H35A H 0.9291 0.0511 0.0733 0.053 Uiso 1 1 calc R . . C36 C 0.9863(3) -0.1048(3) 0.05094(15) 0.0397(10) Uani 1 1 d . . . H36A H 1.0441 -0.0977 0.0709 0.048 Uiso 1 1 calc R . . C37 C 0.8891(3) -0.2106(3) -0.00497(15) 0.0378(10) Uani 1 1 d . . . H37A H 0.8781 -0.2788 -0.0243 0.045 Uiso 1 1 calc R . . C38 C 0.8172(3) -0.1256(4) -0.00551(16) 0.0402(10) Uani 1 1 d . . . H38A H 0.7599 -0.1356 -0.0257 0.048 Uiso 1 1 calc R . . N1 N 0.6063(2) 0.2467(3) 0.02700(12) 0.0359(8) Uani 1 1 d . . . N2 N 0.9753(2) -0.2012(3) 0.02212(11) 0.0295(7) Uani 1 1 d . . . N3 N 0.1636(3) 0.9480(3) 0.23828(14) 0.0458(9) Uani 1 1 d . . . N4 N 0.3967(3) 1.1128(3) 0.26640(13) 0.0461(9) Uani 1 1 d . . . N5 N 0.1326(3) -0.0925(4) -0.20228(13) 0.0518(10) Uani 1 1 d . . . N6 N 0.3720(3) 0.0309(4) -0.17239(17) 0.0703(14) Uani 1 1 d D . . O1 O 0.14906(17) 0.7333(2) 0.07720(9) 0.0366(7) Uani 1 1 d . . . O2 O 0.29712(18) 0.6498(3) 0.07491(11) 0.0516(9) Uani 1 1 d . . . O3 O 0.53776(16) 1.0514(2) 0.43980(9) 0.0290(6) Uani 1 1 d . . . O4 O 0.53072(18) 0.8507(2) 0.45080(9) 0.0322(6) Uani 1 1 d . . . O5 O 0.28841(18) 0.4245(3) -0.03298(10) 0.0451(8) Uani 1 1 d . . . O6 O 0.40681(17) 0.2861(2) -0.01904(9) 0.0335(6) Uani 1 1 d . . . O7 O 0.0381(2) 0.1256(3) -0.39994(10) 0.0461(8) Uani 1 1 d . . . O8 O 0.02315(19) -0.0692(2) -0.38057(10) 0.0407(7) Uani 1 1 d . . . O9 O 0.15508(17) 0.5248(2) 0.01996(10) 0.0317(6) Uani 1 1 d D . . H9 H 0.141(3) 0.487(3) -0.0050(10) 0.043(13) Uiso 1 1 d D . . O10 O 0.43274(17) 0.5279(2) 0.03039(9) 0.0264(6) Uani 1 1 d D . . H10 H 0.443(4) 0.569(5) 0.0550(14) 0.11(2) Uiso 1 1 d D . . O11 O 0.0952(2) 0.9958(3) 0.21378(12) 0.0613(9) Uani 1 1 d . . . O12 O 0.1741(2) 0.9520(4) 0.28213(13) 0.0802(12) Uani 1 1 d . . . O13 O 0.3332(3) 1.1117(3) 0.23268(13) 0.0812(12) Uani 1 1 d . . . O14 O 0.4514(2) 1.1972(3) 0.27506(12) 0.0608(9) Uani 1 1 d . . . O15 O 0.344(3) -0.017(3) -0.2104(10) 0.113(4) Uani 0.26(2) 1 d PD A 1 O16 O 0.4548(12) 0.026(3) -0.1566(9) 0.092(3) Uani 0.26(2) 1 d PD A 1 O16' O 0.3652(6) 0.0131(11) -0.2157(3) 0.092(3) Uani 0.74(2) 1 d PD A 2 O15' O 0.4248(11) -0.0299(11) -0.1426(4) 0.113(4) Uani 0.74(2) 1 d PD A 2 O17 O 0.1009(3) -0.1884(3) -0.21436(13) 0.0736(11) Uani 1 1 d . . . O18 O 0.1601(4) -0.0701(4) -0.16134(14) 0.133(2) Uani 1 1 d . . . O19 O 0.2908(4) 0.3674(5) 0.08946(18) 0.1079(15) Uani 1 1 d D . . H19A H 0.316(5) 0.300(3) 0.101(3) 0.162 Uiso 1 1 d D . . H19B H 0.308(6) 0.421(5) 0.112(2) 0.162 Uiso 1 1 d D . . O20 O 0.3950(6) 0.1646(7) 0.1124(3) 0.247(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0262(2) 0.0391(3) 0.0238(3) -0.0108(2) -0.00477(18) 0.0120(2) Cu2 0.0256(2) 0.0302(3) 0.0213(3) -0.0060(2) -0.00602(18) 0.01067(19) Cu3 0.0366(3) 0.0372(3) 0.0200(3) -0.0052(2) -0.00587(19) 0.0213(2) C1 0.030(2) 0.037(2) 0.028(2) -0.0139(18) -0.0029(17) 0.0119(17) C2 0.032(2) 0.036(2) 0.025(2) -0.0117(17) -0.0068(16) 0.0132(17) C3 0.031(2) 0.040(2) 0.026(2) -0.0102(18) -0.0085(16) 0.0096(17) C4 0.039(2) 0.038(2) 0.026(2) -0.0117(18) -0.0011(17) 0.0097(18) C5 0.047(2) 0.041(2) 0.023(2) -0.0108(18) -0.0148(18) 0.0079(19) C6 0.035(2) 0.072(3) 0.046(3) -0.024(2) -0.019(2) 0.022(2) C7 0.035(2) 0.069(3) 0.039(3) -0.029(2) -0.0143(19) 0.022(2) C8 0.046(2) 0.044(2) 0.019(2) -0.0072(18) -0.0095(17) 0.0111(19) C9 0.042(2) 0.036(2) 0.020(2) 0.0012(17) -0.0090(17) 0.0028(18) C10 0.036(2) 0.037(2) 0.024(2) -0.0018(18) -0.0063(16) -0.0040(17) C11 0.038(2) 0.033(2) 0.018(2) -0.0025(17) -0.0068(16) -0.0012(17) C12 0.068(3) 0.036(2) 0.029(3) -0.0002(19) -0.015(2) -0.001(2) C13 0.077(3) 0.030(2) 0.041(3) -0.011(2) -0.023(2) 0.001(2) C14 0.0223(18) 0.041(2) 0.022(2) 0.0009(18) 0.0016(15) -0.0044(17) C15 0.0263(19) 0.033(2) 0.026(2) -0.0118(17) -0.0065(16) 0.0070(17) C16 0.033(2) 0.036(2) 0.019(2) -0.0081(17) -0.0042(16) 0.0083(17) C17 0.035(2) 0.037(2) 0.030(2) -0.0098(18) -0.0114(17) 0.0070(18) C18 0.038(2) 0.033(2) 0.032(2) -0.0140(18) -0.0035(17) 0.0088(17) C19 0.040(2) 0.037(2) 0.022(2) -0.0094(17) -0.0078(17) 0.0039(18) C20 0.038(2) 0.086(4) 0.038(3) -0.025(3) -0.020(2) 0.029(2) C21 0.041(2) 0.068(3) 0.032(3) -0.026(2) -0.0132(19) 0.028(2) C22 0.041(2) 0.044(2) 0.018(2) -0.0078(18) -0.0064(17) -0.0006(19) C23 0.042(2) 0.044(2) 0.019(2) 0.0011(18) -0.0003(17) -0.0062(19) C24 0.042(2) 0.040(2) 0.022(2) -0.0041(18) -0.0037(17) -0.0125(18) C25 0.038(2) 0.042(2) 0.019(2) -0.0030(18) -0.0054(16) -0.0096(18) C26 0.076(3) 0.048(3) 0.023(2) 0.006(2) -0.012(2) -0.019(2) C27 0.074(3) 0.039(2) 0.031(3) -0.006(2) -0.011(2) -0.016(2) C28 0.032(2) 0.045(3) 0.017(2) -0.0014(18) -0.0020(15) -0.0134(18) C29 0.039(2) 0.035(2) 0.055(3) -0.008(2) -0.008(2) 0.0099(19) C30 0.029(2) 0.038(2) 0.050(3) -0.005(2) -0.0071(18) 0.0077(18) C31 0.037(2) 0.035(2) 0.036(3) -0.0014(19) -0.0028(18) 0.0129(18) C32 0.055(3) 0.063(3) 0.094(4) -0.044(3) -0.035(3) 0.033(3) C33 0.049(3) 0.079(4) 0.076(4) -0.036(3) -0.030(3) 0.038(3) C34 0.030(2) 0.034(2) 0.035(2) 0.0025(18) -0.0003(17) 0.0103(17) C35 0.045(2) 0.042(2) 0.043(3) -0.018(2) -0.0113(19) 0.020(2) C36 0.038(2) 0.040(2) 0.038(3) -0.013(2) -0.0136(18) 0.0153(19) C37 0.035(2) 0.030(2) 0.046(3) -0.0074(19) -0.0096(19) 0.0070(18) C38 0.027(2) 0.042(2) 0.050(3) -0.008(2) -0.0088(18) 0.0087(18) N1 0.0392(19) 0.039(2) 0.0284(19) -0.0020(16) -0.0036(15) 0.0245(15) N2 0.0291(16) 0.0282(17) 0.0300(19) 0.0004(14) -0.0045(13) 0.0126(13) N3 0.047(2) 0.051(2) 0.039(2) -0.0228(18) 0.0004(18) 0.0100(18) N4 0.061(2) 0.048(2) 0.027(2) 0.0041(17) -0.0107(17) 0.0007(19) N5 0.064(3) 0.063(3) 0.026(2) 0.0059(19) -0.0110(18) -0.018(2) N6 0.064(3) 0.065(3) 0.076(4) -0.047(3) -0.027(2) 0.028(2) O1 0.0319(14) 0.0467(17) 0.0284(16) -0.0169(13) -0.0132(11) 0.0177(12) O2 0.0280(14) 0.078(2) 0.047(2) -0.0427(17) -0.0084(13) 0.0140(14) O3 0.0310(14) 0.0318(15) 0.0227(15) -0.0004(11) -0.0061(11) -0.0088(11) O4 0.0420(15) 0.0323(15) 0.0203(15) 0.0035(12) -0.0090(11) -0.0087(12) O5 0.0391(16) 0.0624(19) 0.0306(17) -0.0269(14) -0.0145(12) 0.0227(14) O6 0.0344(15) 0.0335(14) 0.0297(16) -0.0104(12) -0.0142(12) 0.0105(11) O7 0.070(2) 0.0462(17) 0.0195(16) 0.0052(13) -0.0096(13) -0.0242(15) O8 0.0540(18) 0.0406(17) 0.0248(16) 0.0038(13) -0.0121(13) -0.0152(14) O9 0.0279(14) 0.0371(16) 0.0284(17) -0.0143(13) -0.0080(11) 0.0134(12) O10 0.0269(13) 0.0305(14) 0.0209(15) -0.0078(11) -0.0031(11) 0.0149(11) O11 0.054(2) 0.068(2) 0.061(2) -0.0195(18) -0.0011(17) 0.0280(17) O12 0.073(2) 0.128(3) 0.039(2) -0.042(2) 0.0009(18) 0.022(2) O13 0.121(3) 0.058(2) 0.053(2) 0.0164(18) -0.056(2) -0.015(2) O14 0.072(2) 0.059(2) 0.048(2) 0.0199(17) -0.0168(17) -0.0196(18) O15 0.137(7) 0.081(6) 0.109(6) -0.050(5) -0.063(5) 0.077(5) O16 0.079(4) 0.122(7) 0.070(4) -0.073(5) -0.012(3) 0.032(4) O16' 0.079(4) 0.122(7) 0.070(4) -0.073(5) -0.012(3) 0.032(4) O15' 0.137(7) 0.081(6) 0.109(6) -0.050(5) -0.063(5) 0.077(5) O17 0.099(3) 0.063(2) 0.054(2) 0.0162(19) -0.021(2) -0.026(2) O18 0.255(6) 0.100(3) 0.032(2) 0.021(2) -0.049(3) -0.087(4) O19 0.092(3) 0.123(4) 0.111(4) 0.044(3) 0.017(3) 0.009(3) O20 0.211(7) 0.204(7) 0.313(12) 0.078(7) -0.050(7) 0.052(6) _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 O9 1.871(3) . ? Cu1 O10 1.923(3) . ? Cu1 O2 1.958(3) . ? Cu1 O5 1.962(3) . ? Cu1 O19 2.422(5) . ? Cu2 O9 1.894(3) . ? Cu2 O1 1.967(3) . ? Cu2 O4 1.969(3) 4_575 ? Cu2 N2 2.020(3) 1_465 ? Cu2 O3 2.326(3) 2_545 ? Cu3 O10 1.933(2) . ? Cu3 O7 1.974(3) 4_666 ? Cu3 N1 1.999(3) . ? Cu3 O6 2.129(2) . ? Cu3 O10 2.142(3) 3_665 ? C1 O2 1.249(4) . ? C1 O1 1.257(4) . ? C1 C2 1.484(5) . ? C2 C3 1.383(5) . ? C2 C7 1.389(5) . ? C3 C4 1.376(5) . ? C3 H3A 0.9300 . ? C4 C5 1.395(5) . ? C4 N3 1.470(5) . ? C5 C6 1.375(6) . ? C5 C8 1.500(5) . ? C6 C7 1.379(5) . ? C6 H6A 0.9300 . ? C7 H7A 0.9300 . ? C8 C13 1.385(6) . ? C8 C9 1.385(5) . ? C9 C10 1.382(5) . ? C9 N4 1.475(5) . ? C10 C11 1.387(5) . ? C10 H10A 0.9300 . ? C11 C12 1.386(5) . ? C11 C14 1.507(5) . ? C12 C13 1.376(5) . ? C12 H12A 0.9300 . ? C13 H13A 0.9300 . ? C14 O3 1.245(4) . ? C14 O4 1.265(4) . ? C15 O6 1.243(4) . ? C15 O5 1.266(4) . ? C15 C16 1.512(5) . ? C16 C17 1.374(5) . ? C16 C21 1.380(5) . ? C17 C18 1.381(5) . ? C17 H17A 0.9300 . ? C18 C19 1.392(5) . ? C18 N6 1.459(5) . ? C19 C20 1.374(5) . ? C19 C22 1.506(5) . ? C20 C21 1.379(5) . ? C20 H20A 0.9300 . ? C21 H21A 0.9300 . ? C22 C27 1.385(6) . ? C22 C23 1.393(5) . ? C23 C24 1.386(5) . ? C23 N5 1.478(5) . ? C24 C25 1.371(5) . ? C24 H24A 0.9300 . ? C25 C26 1.380(5) . ? C25 C28 1.515(5) . ? C26 C27 1.393(5) . ? C26 H26A 0.9300 . ? C27 H27A 0.9300 . ? C28 O8 1.232(4) . ? C28 O7 1.270(5) . ? C29 N1 1.327(5) . ? C29 C30 1.369(5) . ? C29 H29A 0.9300 . ? C30 C31 1.371(5) . ? C30 H30A 0.9300 . ? C31 C32 1.395(6) . ? C31 C34 1.483(5) . ? C32 C33 1.378(6) . ? C32 H32A 0.9300 . ? C33 N1 1.320(5) . ? C33 H33A 0.9300 . ? C34 C38 1.389(5) . ? C34 C35 1.395(5) . ? C35 C36 1.377(5) . ? C35 H35A 0.9300 . ? C36 N2 1.332(5) . ? C36 H36A 0.9300 . ? C37 N2 1.347(4) . ? C37 C38 1.360(5) . ? C37 H37A 0.9300 . ? C38 H38A 0.9300 . ? N2 Cu2 2.020(3) 1_645 ? N3 O12 1.213(5) . ? N3 O11 1.228(4) . ? N4 O14 1.207(4) . ? N4 O13 1.221(4) . ? N5 O17 1.184(4) . ? N5 O18 1.190(5) . ? N6 O16 1.181(15) . ? N6 O15 1.210(17) . ? N6 O16' 1.213(8) . ? N6 O15' 1.247(7) . ? O3 Cu2 2.326(3) 2 ? O4 Cu2 1.969(3) 4_676 ? O7 Cu3 1.974(3) 4_565 ? O9 H9 0.816(19) . ? O10 Cu3 2.142(3) 3_665 ? O10 H10 0.82(2) . ? O19 H19A 0.87(2) . ? O19 H19B 0.87(2) . ? 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 O9 Cu1 O10 174.85(12) . . ? O9 Cu1 O2 91.29(11) . . ? O10 Cu1 O2 87.47(11) . . ? O9 Cu1 O5 88.78(11) . . ? O10 Cu1 O5 91.16(11) . . ? O2 Cu1 O5 165.30(14) . . ? O9 Cu1 O19 91.27(14) . . ? O10 Cu1 O19 93.75(14) . . ? O2 Cu1 O19 91.37(17) . . ? O5 Cu1 O19 103.32(17) . . ? O9 Cu2 O1 93.11(11) . . ? O9 Cu2 O4 93.35(11) . 4_575 ? O1 Cu2 O4 155.27(11) . 4_575 ? O9 Cu2 N2 173.59(12) . 1_465 ? O1 Cu2 N2 89.56(11) . 1_465 ? O4 Cu2 N2 86.60(11) 4_575 1_465 ? O9 Cu2 O3 88.89(11) . 2_545 ? O1 Cu2 O3 98.36(11) . 2_545 ? O4 Cu2 O3 105.61(10) 4_575 2_545 ? N2 Cu2 O3 84.96(11) 1_465 2_545 ? O10 Cu3 O7 94.33(11) . 4_666 ? O10 Cu3 N1 171.12(12) . . ? O7 Cu3 N1 85.71(12) 4_666 . ? O10 Cu3 O6 95.53(11) . . ? O7 Cu3 O6 131.98(12) 4_666 . ? N1 Cu3 O6 91.00(12) . . ? O10 Cu3 O10 81.93(11) . 3_665 ? O7 Cu3 O10 136.95(12) 4_666 3_665 ? N1 Cu3 O10 91.96(12) . 3_665 ? O6 Cu3 O10 90.99(11) . 3_665 ? O2 C1 O1 126.2(3) . . ? O2 C1 C2 116.8(3) . . ? O1 C1 C2 117.0(3) . . ? C3 C2 C7 118.8(3) . . ? C3 C2 C1 121.6(3) . . ? C7 C2 C1 119.5(3) . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C3 C4 C5 121.8(3) . . ? C3 C4 N3 117.9(3) . . ? C5 C4 N3 120.3(3) . . ? C6 C5 C4 117.0(4) . . ? C6 C5 C8 116.3(3) . . ? C4 C5 C8 126.5(4) . . ? C5 C6 C7 122.2(4) . . ? C5 C6 H6A 118.9 . . ? C7 C6 H6A 118.9 . . ? C6 C7 C2 120.0(4) . . ? C6 C7 H7A 120.0 . . ? C2 C7 H7A 120.0 . . ? C13 C8 C9 116.9(4) . . ? C13 C8 C5 115.9(4) . . ? C9 C8 C5 126.5(4) . . ? C10 C9 C8 122.3(4) . . ? C10 C9 N4 116.9(3) . . ? C8 C9 N4 120.8(3) . . ? C9 C10 C11 119.7(4) . . ? C9 C10 H10A 120.1 . . ? C11 C10 H10A 120.1 . . ? C12 C11 C10 118.8(3) . . ? C12 C11 C14 120.8(3) . . ? C10 C11 C14 120.4(3) . . ? C13 C12 C11 120.3(4) . . ? C13 C12 H12A 119.8 . . ? C11 C12 H12A 119.8 . . ? C12 C13 C8 122.0(4) . . ? C12 C13 H13A 119.0 . . ? C8 C13 H13A 119.0 . . ? O3 C14 O4 126.5(3) . . ? O3 C14 C11 118.5(3) . . ? O4 C14 C11 115.0(3) . . ? O6 C15 O5 126.3(3) . . ? O6 C15 C16 118.9(3) . . ? O5 C15 C16 114.8(3) . . ? C17 C16 C21 118.2(3) . . ? C17 C16 C15 121.6(3) . . ? C21 C16 C15 120.1(3) . . ? C16 C17 C18 120.1(3) . . ? C16 C17 H17A 119.9 . . ? C18 C17 H17A 119.9 . . ? C17 C18 C19 122.7(3) . . ? C17 C18 N6 116.7(3) . . ? C19 C18 N6 120.6(3) . . ? C20 C19 C18 115.6(3) . . ? C20 C19 C22 116.3(3) . . ? C18 C19 C22 127.9(3) . . ? C19 C20 C21 122.6(4) . . ? C19 C20 H20A 118.7 . . ? C21 C20 H20A 118.7 . . ? C20 C21 C16 120.6(4) . . ? C20 C21 H21A 119.7 . . ? C16 C21 H21A 119.7 . . ? C27 C22 C23 115.6(3) . . ? C27 C22 C19 116.1(4) . . ? C23 C22 C19 128.2(4) . . ? C24 C23 C22 122.5(4) . . ? C24 C23 N5 116.3(4) . . ? C22 C23 N5 121.1(3) . . ? C25 C24 C23 120.6(4) . . ? C25 C24 H24A 119.7 . . ? C23 C24 H24A 119.7 . . ? C24 C25 C26 118.4(4) . . ? C24 C25 C28 120.5(3) . . ? C26 C25 C28 121.1(4) . . ? C25 C26 C27 120.4(4) . . ? C25 C26 H26A 119.8 . . ? C27 C26 H26A 119.8 . . ? C22 C27 C26 122.4(4) . . ? C22 C27 H27A 118.8 . . ? C26 C27 H27A 118.8 . . ? O8 C28 O7 126.4(3) . . ? O8 C28 C25 118.2(3) . . ? O7 C28 C25 115.4(3) . . ? N1 C29 C30 123.5(4) . . ? N1 C29 H29A 118.3 . . ? C30 C29 H29A 118.3 . . ? C29 C30 C31 120.4(4) . . ? C29 C30 H30A 119.8 . . ? C31 C30 H30A 119.8 . . ? C30 C31 C32 116.1(4) . . ? C30 C31 C34 122.2(4) . . ? C32 C31 C34 121.7(4) . . ? C33 C32 C31 119.6(4) . . ? C33 C32 H32A 120.2 . . ? C31 C32 H32A 120.2 . . ? N1 C33 C32 123.4(4) . . ? N1 C33 H33A 118.3 . . ? C32 C33 H33A 118.3 . . ? C38 C34 C35 116.4(3) . . ? C38 C34 C31 122.3(3) . . ? C35 C34 C31 121.3(4) . . ? C36 C35 C34 119.4(4) . . ? C36 C35 H35A 120.3 . . ? C34 C35 H35A 120.3 . . ? N2 C36 C35 123.9(4) . . ? N2 C36 H36A 118.1 . . ? C35 C36 H36A 118.1 . . ? N2 C37 C38 123.5(4) . . ? N2 C37 H37A 118.3 . . ? C38 C37 H37A 118.3 . . ? C37 C38 C34 120.4(4) . . ? C37 C38 H38A 119.8 . . ? C34 C38 H38A 119.8 . . ? C33 N1 C29 116.9(3) . . ? C33 N1 Cu3 124.5(3) . . ? C29 N1 Cu3 118.6(3) . . ? C36 N2 C37 116.3(3) . . ? C36 N2 Cu2 124.6(2) . 1_645 ? C37 N2 Cu2 119.0(3) . 1_645 ? O12 N3 O11 123.8(4) . . ? O12 N3 C4 119.3(4) . . ? O11 N3 C4 116.9(4) . . ? O14 N4 O13 123.2(4) . . ? O14 N4 C9 118.6(3) . . ? O13 N4 C9 118.1(4) . . ? O17 N5 O18 122.3(4) . . ? O17 N5 C23 119.5(4) . . ? O18 N5 C23 118.2(4) . . ? O16 N6 O15 121.7(18) . . ? O16 N6 O16' 110.3(12) . . ? O15 N6 O16' 23(2) . . ? O16 N6 O15' 41.0(14) . . ? O15 N6 O15' 117.8(15) . . ? O16' N6 O15' 124.0(7) . . ? O16 N6 C18 117.0(12) . . ? O15 N6 C18 118.9(14) . . ? O16' N6 C18 119.1(6) . . ? O15' N6 C18 116.9(6) . . ? C1 O1 Cu2 129.8(2) . . ? C1 O2 Cu1 135.8(2) . . ? C14 O3 Cu2 118.5(2) . 2 ? C14 O4 Cu2 127.6(2) . 4_676 ? C15 O5 Cu1 131.0(2) . . ? C15 O6 Cu3 126.5(2) . . ? C28 O7 Cu3 126.5(3) . 4_565 ? Cu1 O9 Cu2 127.38(15) . . ? Cu1 O9 H9 103(3) . . ? Cu2 O9 H9 109(3) . . ? Cu1 O10 Cu3 120.25(14) . . ? Cu1 O10 Cu3 114.76(12) . 3_665 ? Cu3 O10 Cu3 98.07(11) . 3_665 ? Cu1 O10 H10 99(4) . . ? Cu3 O10 H10 116(4) . . ? Cu3 O10 H10 109(4) 3_665 . ? Cu1 O19 H19A 146(5) . . ? Cu1 O19 H19B 91(5) . . ? H19A O19 H19B 104(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 C1 C2 C3 -177.0(4) . . . . ? O1 C1 C2 C3 2.9(6) . . . . ? O2 C1 C2 C7 0.7(6) . . . . ? O1 C1 C2 C7 -179.4(4) . . . . ? C7 C2 C3 C4 -2.2(6) . . . . ? C1 C2 C3 C4 175.5(4) . . . . ? C2 C3 C4 C5 1.2(6) . . . . ? C2 C3 C4 N3 -177.7(4) . . . . ? C3 C4 C5 C6 0.9(6) . . . . ? N3 C4 C5 C6 179.8(4) . . . . ? C3 C4 C5 C8 -173.9(4) . . . . ? N3 C4 C5 C8 5.0(7) . . . . ? C4 C5 C6 C7 -2.0(7) . . . . ? C8 C5 C6 C7 173.3(4) . . . . ? C5 C6 C7 C2 1.1(8) . . . . ? C3 C2 C7 C6 1.1(7) . . . . ? C1 C2 C7 C6 -176.7(4) . . . . ? C6 C5 C8 C13 -69.0(6) . . . . ? C4 C5 C8 C13 105.9(5) . . . . ? C6 C5 C8 C9 101.0(5) . . . . ? C4 C5 C8 C9 -84.2(6) . . . . ? C13 C8 C9 C10 -1.3(6) . . . . ? C5 C8 C9 C10 -171.2(4) . . . . ? C13 C8 C9 N4 177.5(4) . . . . ? C5 C8 C9 N4 7.6(6) . . . . ? C8 C9 C10 C11 1.3(6) . . . . ? N4 C9 C10 C11 -177.5(3) . . . . ? C9 C10 C11 C12 -0.4(6) . . . . ? C9 C10 C11 C14 178.9(3) . . . . ? C10 C11 C12 C13 -0.4(6) . . . . ? C14 C11 C12 C13 -179.7(4) . . . . ? C11 C12 C13 C8 0.4(7) . . . . ? C9 C8 C13 C12 0.4(7) . . . . ? C5 C8 C13 C12 171.4(4) . . . . ? C12 C11 C14 O3 -174.5(4) . . . . ? C10 C11 C14 O3 6.2(5) . . . . ? C12 C11 C14 O4 5.6(5) . . . . ? C10 C11 C14 O4 -173.7(3) . . . . ? O6 C15 C16 C17 -10.2(6) . . . . ? O5 C15 C16 C17 169.5(4) . . . . ? O6 C15 C16 C21 169.0(4) . . . . ? O5 C15 C16 C21 -11.3(6) . . . . ? C21 C16 C17 C18 3.1(6) . . . . ? C15 C16 C17 C18 -177.6(4) . . . . ? C16 C17 C18 C19 -2.3(6) . . . . ? C16 C17 C18 N6 177.9(4) . . . . ? C17 C18 C19 C20 0.5(6) . . . . ? N6 C18 C19 C20 -179.8(4) . . . . ? C17 C18 C19 C22 175.1(4) . . . . ? N6 C18 C19 C22 -5.2(7) . . . . ? C18 C19 C20 C21 0.5(7) . . . . ? C22 C19 C20 C21 -174.8(5) . . . . ? C19 C20 C21 C16 0.4(8) . . . . ? C17 C16 C21 C20 -2.3(7) . . . . ? C15 C16 C21 C20 178.5(4) . . . . ? C20 C19 C22 C27 63.8(5) . . . . ? C18 C19 C22 C27 -110.7(5) . . . . ? C20 C19 C22 C23 -111.8(5) . . . . ? C18 C19 C22 C23 73.6(6) . . . . ? C27 C22 C23 C24 1.3(6) . . . . ? C19 C22 C23 C24 176.9(4) . . . . ? C27 C22 C23 N5 -176.6(4) . . . . ? C19 C22 C23 N5 -0.9(6) . . . . ? C22 C23 C24 C25 -0.8(6) . . . . ? N5 C23 C24 C25 177.2(4) . . . . ? C23 C24 C25 C26 -1.3(6) . . . . ? C23 C24 C25 C28 -179.6(3) . . . . ? C24 C25 C26 C27 2.9(6) . . . . ? C28 C25 C26 C27 -178.9(4) . . . . ? C23 C22 C27 C26 0.3(7) . . . . ? C19 C22 C27 C26 -175.9(4) . . . . ? C25 C26 C27 C22 -2.4(7) . . . . ? C24 C25 C28 O8 -8.4(6) . . . . ? C26 C25 C28 O8 173.5(4) . . . . ? C24 C25 C28 O7 171.7(4) . . . . ? C26 C25 C28 O7 -6.4(6) . . . . ? N1 C29 C30 C31 0.3(7) . . . . ? C29 C30 C31 C32 -0.7(7) . . . . ? C29 C30 C31 C34 179.3(4) . . . . ? C30 C31 C32 C33 1.7(8) . . . . ? C34 C31 C32 C33 -178.2(5) . . . . ? C31 C32 C33 N1 -2.5(9) . . . . ? C30 C31 C34 C38 -175.0(4) . . . . ? C32 C31 C34 C38 5.0(7) . . . . ? C30 C31 C34 C35 5.8(6) . . . . ? C32 C31 C34 C35 -174.3(5) . . . . ? C38 C34 C35 C36 -0.2(6) . . . . ? C31 C34 C35 C36 179.2(4) . . . . ? C34 C35 C36 N2 1.1(7) . . . . ? N2 C37 C38 C34 -2.1(7) . . . . ? C35 C34 C38 C37 0.6(6) . . . . ? C31 C34 C38 C37 -178.7(4) . . . . ? C32 C33 N1 C29 2.0(8) . . . . ? C32 C33 N1 Cu3 179.2(4) . . . . ? C30 C29 N1 C33 -0.9(7) . . . . ? C30 C29 N1 Cu3 -178.2(3) . . . . ? O10 Cu3 N1 C33 -136.5(7) . . . . ? O7 Cu3 N1 C33 132.9(4) 4_666 . . . ? O6 Cu3 N1 C33 0.8(4) . . . . ? O10 Cu3 N1 C33 -90.2(4) 3_665 . . . ? O10 Cu3 N1 C29 40.6(9) . . . . ? O7 Cu3 N1 C29 -50.0(3) 4_666 . . . ? O6 Cu3 N1 C29 178.0(3) . . . . ? O10 Cu3 N1 C29 87.0(3) 3_665 . . . ? C35 C36 N2 C37 -2.4(6) . . . . ? C35 C36 N2 Cu2 -178.0(3) . . . 1_645 ? C38 C37 N2 C36 2.9(6) . . . . ? C38 C37 N2 Cu2 178.8(3) . . . 1_645 ? C3 C4 N3 O12 154.9(4) . . . . ? C5 C4 N3 O12 -24.1(6) . . . . ? C3 C4 N3 O11 -24.2(6) . . . . ? C5 C4 N3 O11 156.8(4) . . . . ? C10 C9 N4 O14 19.8(6) . . . . ? C8 C9 N4 O14 -159.1(4) . . . . ? C10 C9 N4 O13 -157.9(4) . . . . ? C8 C9 N4 O13 23.2(6) . . . . ? C24 C23 N5 O17 5.5(6) . . . . ? C22 C23 N5 O17 -176.5(4) . . . . ? C24 C23 N5 O18 -173.8(5) . . . . ? C22 C23 N5 O18 4.1(7) . . . . ? C17 C18 N6 O16 -17(2) . . . . ? C19 C18 N6 O16 163(2) . . . . ? C17 C18 N6 O15 -180(3) . . . . ? C19 C18 N6 O15 0(3) . . . . ? C17 C18 N6 O16' -154.0(8) . . . . ? C19 C18 N6 O16' 26.2(9) . . . . ? C17 C18 N6 O15' 29.0(12) . . . . ? C19 C18 N6 O15' -150.8(11) . . . . ? O2 C1 O1 Cu2 6.9(7) . . . . ? C2 C1 O1 Cu2 -172.9(3) . . . . ? O9 Cu2 O1 C1 21.8(4) . . . . ? O4 Cu2 O1 C1 -83.1(4) 4_575 . . . ? N2 Cu2 O1 C1 -164.0(4) 1_465 . . . ? O3 Cu2 O1 C1 111.1(4) 2_545 . . . ? O1 C1 O2 Cu1 -21.8(7) . . . . ? C2 C1 O2 Cu1 158.1(3) . . . . ? O9 Cu1 O2 C1 -0.4(4) . . . . ? O10 Cu1 O2 C1 174.6(4) . . . . ? O5 Cu1 O2 C1 89.7(6) . . . . ? O19 Cu1 O2 C1 -91.7(4) . . . . ? O4 C14 O3 Cu2 -89.9(4) . . . 2 ? C11 C14 O3 Cu2 90.2(3) . . . 2 ? O3 C14 O4 Cu2 11.9(5) . . . 4_676 ? C11 C14 O4 Cu2 -168.3(2) . . . 4_676 ? O6 C15 O5 Cu1 -12.8(6) . . . . ? C16 C15 O5 Cu1 167.5(3) . . . . ? O9 Cu1 O5 C15 -134.9(4) . . . . ? O10 Cu1 O5 C15 50.3(4) . . . . ? O2 Cu1 O5 C15 134.7(4) . . . . ? O19 Cu1 O5 C15 -43.9(4) . . . . ? O5 C15 O6 Cu3 -25.7(6) . . . . ? C16 C15 O6 Cu3 153.9(3) . . . . ? O10 Cu3 O6 C15 12.1(3) . . . . ? O7 Cu3 O6 C15 113.0(3) 4_666 . . . ? N1 Cu3 O6 C15 -161.8(3) . . . . ? O10 Cu3 O6 C15 -69.9(3) 3_665 . . . ? O8 C28 O7 Cu3 -14.3(6) . . . 4_565 ? C25 C28 O7 Cu3 165.5(2) . . . 4_565 ? O10 Cu1 O9 Cu2 -37.7(14) . . . . ? O2 Cu1 O9 Cu2 38.2(2) . . . . ? O5 Cu1 O9 Cu2 -127.10(19) . . . . ? O19 Cu1 O9 Cu2 129.6(2) . . . . ? O1 Cu2 O9 Cu1 -45.87(19) . . . . ? O4 Cu2 O9 Cu1 110.24(18) 4_575 . . . ? N2 Cu2 O9 Cu1 -160.4(10) 1_465 . . . ? O3 Cu2 O9 Cu1 -144.19(18) 2_545 . . . ? O9 Cu1 O10 Cu3 -143.7(12) . . . . ? O2 Cu1 O10 Cu3 140.24(17) . . . . ? O5 Cu1 O10 Cu3 -54.40(16) . . . . ? O19 Cu1 O10 Cu3 49.03(19) . . . . ? O9 Cu1 O10 Cu3 -27.1(14) . . . 3_665 ? O2 Cu1 O10 Cu3 -103.15(15) . . . 3_665 ? O5 Cu1 O10 Cu3 62.22(15) . . . 3_665 ? O19 Cu1 O10 Cu3 165.65(17) . . . 3_665 ? O7 Cu3 O10 Cu1 -98.24(16) 4_666 . . . ? N1 Cu3 O10 Cu1 171.8(7) . . . . ? O6 Cu3 O10 Cu1 34.70(16) . . . . ? O10 Cu3 O10 Cu1 124.92(19) 3_665 . . . ? O7 Cu3 O10 Cu3 136.84(12) 4_666 . . 3_665 ? N1 Cu3 O10 Cu3 46.9(8) . . . 3_665 ? O6 Cu3 O10 Cu3 -90.22(11) . . . 3_665 ? O10 Cu3 O10 Cu3 0.001(1) 3_665 . . 3_665 ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.679 _refine_diff_density_min -0.494 _refine_diff_density_rms 0.088