# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Liya Wang' _publ_contact_author_email WLYA@LYNU.EDU.CN _publ_section_title ; Copper 5-methoxyisophthalate Coordination Polymers Incorporating Dipyridyl Ligands: Synthesis, Structure, and Magnetic Properties ; loop_ _publ_author_name 'Liya Wang' 'Jiang-Liang Hu' 'Bin Liu' 'Lu-Fang Ma' # Attachment '1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 748768' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 Cu N2 O6' _chemical_formula_weight 457.91 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 10.1238(10) _cell_length_b 10.2574(11) _cell_length_c 11.4528(12) _cell_angle_alpha 76.0100(10) _cell_angle_beta 74.3460(10) _cell_angle_gamma 74.1520(10) _cell_volume 1083.38(19) _cell_formula_units_Z 2 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 4193 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.404 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 470 _exptl_absorpt_coefficient_mu 1.046 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7844 _exptl_absorpt_correction_T_max 0.8292 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 4012 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0242 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.52 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4012 _reflns_number_gt 3607 _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^)+(0.0655P)^2^+1.4397P] 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 4012 _refine_ls_number_parameters 292 _refine_ls_number_restraints 190 _refine_ls_R_factor_all 0.0493 _refine_ls_R_factor_gt 0.0440 _refine_ls_wR_factor_ref 0.1266 _refine_ls_wR_factor_gt 0.1229 _refine_ls_goodness_of_fit_ref 1.105 _refine_ls_restrained_S_all 1.144 _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 C9 C 0.5602(15) 0.812(2) 1.0289(17) 0.082(4) Uani 0.400(15) 1 d PDU A 1 H9A H 0.6236 0.7238 1.0419 0.123 Uiso 0.400(15) 1 calc PR A 1 H9B H 0.5197 0.8430 1.1061 0.123 Uiso 0.400(15) 1 calc PR A 1 H9C H 0.6106 0.8772 0.9729 0.123 Uiso 0.400(15) 1 calc PR A 1 O5 O 0.4491(11) 0.7997(16) 0.9769(13) 0.068(3) Uani 0.400(15) 1 d PDU A 1 C9' C 0.5721(9) 0.7145(18) 1.0708(8) 0.079(4) Uani 0.600(15) 1 d PDU A 2 H9'1 H 0.6304 0.6230 1.0758 0.119 Uiso 0.600(15) 1 calc PR A 2 H9'2 H 0.5343 0.7354 1.1522 0.119 Uiso 0.600(15) 1 calc PR A 2 H9'3 H 0.6272 0.7794 1.0222 0.119 Uiso 0.600(15) 1 calc PR A 2 O5' O 0.4596(7) 0.7228(15) 1.0147(7) 0.076(2) Uani 0.600(15) 1 d PDU A 2 Cu1 Cu 1.09932(3) 0.56453(4) 0.61001(3) 0.02463(15) Uani 1 1 d . . . O1 O 0.8154(2) 0.5809(3) 0.5262(2) 0.0344(5) Uani 1 1 d . . . O2 O 0.8951(2) 0.6147(3) 0.6774(2) 0.0328(5) Uani 1 1 d . . . O3 O 0.3002(2) 0.5696(2) 0.6123(2) 0.0318(5) Uani 1 1 d . . . O4 O 0.1568(2) 0.6840(3) 0.7549(3) 0.0475(7) Uani 1 1 d . . . O6 O 0.4824(16) 0.6852(16) 0.3863(13) 0.372(8) Uani 1 1 d U . . H1W H 0.4346 0.6409 0.4462 0.559 Uiso 1 1 d R . . H2W H 0.5596 0.6288 0.3632 0.559 Uiso 1 1 d R . . N1 N 1.1070(3) 1.3964(3) -0.2539(2) 0.0294(6) Uani 1 1 d . . . N2 N 1.0928(3) 0.7244(3) 0.4677(3) 0.0324(6) Uani 1 1 d . . . C1 C 0.7980(3) 0.6078(3) 0.6295(3) 0.0254(6) Uani 1 1 d U . . C2 C 0.6502(3) 0.6381(4) 0.7073(3) 0.0322(7) Uani 1 1 d U . . C3 C 0.5383(3) 0.6214(4) 0.6672(3) 0.0295(7) Uani 1 1 d U . . H3 H 0.5544 0.5907 0.5935 0.035 Uiso 1 1 calc R . . C4 C 0.4021(3) 0.6512(4) 0.7388(3) 0.0352(8) Uani 1 1 d U . . C5 C 0.3792(4) 0.6953(6) 0.8487(4) 0.0589(12) Uani 1 1 d U A . H5 H 0.2882 0.7160 0.8957 0.071 Uiso 1 1 calc R . . C6 C 0.4911(4) 0.7090(6) 0.8897(4) 0.0661(12) Uani 1 1 d DU . . C7 C 0.6269(4) 0.6799(5) 0.8195(4) 0.0529(11) Uani 1 1 d U A . H7 H 0.7020 0.6883 0.8471 0.063 Uiso 1 1 calc R . . C8 C 0.2767(3) 0.6349(4) 0.6992(3) 0.0308(7) Uani 1 1 d U . . C10 C 0.9868(4) 0.8361(4) 0.4677(3) 0.0370(8) Uani 1 1 d . . . H10 H 0.9149 0.8415 0.5380 0.044 Uiso 1 1 calc R . . C11 C 0.9789(4) 0.9429(4) 0.3692(4) 0.0433(9) Uani 1 1 d . . . H11 H 0.9054 1.0202 0.3757 0.052 Uiso 1 1 calc R . . C12 C 1.0779(5) 0.9366(4) 0.2620(4) 0.0474(10) Uani 1 1 d . . . C13 C 1.1862(5) 0.8182(5) 0.2595(4) 0.0599(13) Uani 1 1 d . . . H13 H 1.2549 0.8073 0.1878 0.072 Uiso 1 1 calc R . . C14 C 1.1911(4) 0.7180(4) 0.3631(4) 0.0531(11) Uani 1 1 d . . . H14 H 1.2664 0.6420 0.3605 0.064 Uiso 1 1 calc R . . C15 C 1.0652(5) 1.0507(4) 0.1568(4) 0.0547(11) Uani 1 1 d . . . H15 H 1.0005 1.1316 0.1731 0.066 Uiso 1 1 calc R . . C16 C 1.1353(5) 1.0507(4) 0.0427(3) 0.0442(9) Uani 1 1 d . . . H16 H 1.1979 0.9695 0.0242 0.053 Uiso 1 1 calc R . . C17 C 1.1220(4) 1.1702(4) -0.0587(3) 0.0361(8) Uani 1 1 d . . . C18 C 1.2037(4) 1.1612(4) -0.1765(3) 0.0423(9) Uani 1 1 d . . . H18 H 1.2653 1.0786 -0.1924 0.051 Uiso 1 1 calc R . . C19 C 1.1935(4) 1.2745(4) -0.2698(3) 0.0386(8) Uani 1 1 d . . . H19 H 1.2497 1.2659 -0.3477 0.046 Uiso 1 1 calc R . . C20 C 1.0272(4) 1.4055(4) -0.1404(3) 0.0380(8) Uani 1 1 d . . . H20 H 0.9657 1.4890 -0.1274 0.046 Uiso 1 1 calc R . . C21 C 1.0320(4) 1.2971(4) -0.0423(3) 0.0399(8) Uani 1 1 d . . . H21 H 0.9752 1.3087 0.0348 0.048 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 C9 0.065(6) 0.124(8) 0.078(7) -0.052(6) -0.019(5) -0.022(6) O5 0.041(4) 0.114(6) 0.065(5) -0.058(4) 0.003(3) -0.022(4) C9' 0.053(5) 0.155(10) 0.052(5) -0.055(6) -0.008(4) -0.030(6) O5' 0.038(3) 0.153(6) 0.052(3) -0.060(4) 0.005(2) -0.024(4) Cu1 0.0164(2) 0.0347(2) 0.0197(2) 0.00376(15) -0.00404(14) -0.00808(15) O1 0.0263(12) 0.0507(15) 0.0256(12) -0.0109(11) -0.0014(9) -0.0085(10) O2 0.0172(10) 0.0555(15) 0.0241(11) -0.0027(10) -0.0039(9) -0.0101(10) O3 0.0202(11) 0.0459(14) 0.0317(12) -0.0091(11) -0.0059(9) -0.0092(10) O4 0.0171(12) 0.0739(19) 0.0554(17) -0.0305(15) -0.0019(11) -0.0060(12) O6 0.368(12) 0.391(12) 0.365(11) -0.081(9) -0.086(9) -0.078(9) N1 0.0279(14) 0.0355(15) 0.0216(13) 0.0019(11) -0.0036(11) -0.0097(12) N2 0.0286(14) 0.0365(15) 0.0249(14) 0.0020(12) -0.0031(11) -0.0050(12) C1 0.0179(14) 0.0322(16) 0.0235(15) 0.0000(12) -0.0040(12) -0.0066(12) C2 0.0185(14) 0.0482(19) 0.0315(16) -0.0112(14) -0.0032(12) -0.0088(13) C3 0.0202(14) 0.0419(18) 0.0274(15) -0.0079(13) -0.0038(12) -0.0085(13) C4 0.0198(15) 0.053(2) 0.0370(17) -0.0161(15) -0.0051(13) -0.0082(14) C5 0.0231(17) 0.106(3) 0.057(2) -0.046(2) 0.0042(16) -0.015(2) C6 0.0345(19) 0.123(3) 0.056(2) -0.055(2) 0.0017(17) -0.020(2) C7 0.0250(17) 0.097(3) 0.050(2) -0.037(2) -0.0051(15) -0.0174(19) C8 0.0182(14) 0.0402(18) 0.0332(17) -0.0035(14) -0.0051(13) -0.0085(13) C10 0.0356(19) 0.0375(19) 0.0331(18) -0.0015(15) -0.0069(15) -0.0055(15) C11 0.047(2) 0.0356(19) 0.040(2) -0.0020(16) -0.0114(17) 0.0011(16) C12 0.058(3) 0.038(2) 0.034(2) 0.0032(16) -0.0084(18) -0.0012(18) C13 0.058(3) 0.053(3) 0.038(2) 0.0070(19) 0.014(2) 0.000(2) C14 0.043(2) 0.042(2) 0.045(2) 0.0116(18) 0.0072(18) 0.0053(17) C15 0.063(3) 0.042(2) 0.040(2) 0.0039(18) -0.004(2) 0.002(2) C16 0.059(2) 0.0357(19) 0.034(2) 0.0029(16) -0.0105(18) -0.0102(18) C17 0.041(2) 0.0374(19) 0.0285(17) 0.0028(15) -0.0094(15) -0.0124(16) C18 0.052(2) 0.0367(19) 0.0304(18) -0.0034(15) -0.0050(16) -0.0027(17) C19 0.042(2) 0.042(2) 0.0243(17) -0.0021(15) -0.0015(15) -0.0060(16) C20 0.0376(19) 0.0395(19) 0.0272(17) -0.0001(15) -0.0007(14) -0.0045(15) C21 0.042(2) 0.046(2) 0.0221(17) 0.0021(15) 0.0012(14) -0.0099(17) _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 C9 O5 1.452(9) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? O5 C6 1.431(8) . ? C9' O5' 1.425(7) . ? C9' H9'1 0.9600 . ? C9' H9'2 0.9600 . ? C9' H9'3 0.9600 . ? O5' C6 1.414(6) . ? Cu1 O2 1.971(2) . ? Cu1 N2 2.014(3) . ? Cu1 N1 2.026(3) 1_546 ? Cu1 O3 2.056(2) 1_655 ? Cu1 O1 2.258(2) 2_766 ? O1 C1 1.235(4) . ? O1 Cu1 2.258(2) 2_766 ? O2 C1 1.273(4) . ? O3 C8 1.267(4) . ? O3 Cu1 2.056(2) 1_455 ? O4 C8 1.239(4) . ? O6 H1W 0.8380 . ? O6 H2W 0.8554 . ? N1 C19 1.338(5) . ? N1 C20 1.341(4) . ? N1 Cu1 2.026(3) 1_564 ? N2 C14 1.338(5) . ? N2 C10 1.338(5) . ? C1 C2 1.513(4) . ? C2 C7 1.392(5) . ? C2 C3 1.395(4) . ? C3 C4 1.396(5) . ? C3 H3 0.9300 . ? C4 C5 1.380(5) . ? C4 C8 1.519(4) . ? C5 C6 1.388(6) . ? C5 H5 0.9300 . ? C6 C7 1.386(5) . ? C7 H7 0.9300 . ? C10 C11 1.372(5) . ? C10 H10 0.9300 . ? C11 C12 1.362(6) . ? C11 H11 0.9300 . ? C12 C13 1.397(6) . ? C12 C15 1.468(5) . ? C13 C14 1.371(6) . ? C13 H13 0.9300 . ? C14 H14 0.9300 . ? C15 C16 1.308(6) . ? C15 H15 0.9300 . ? C16 C17 1.475(5) . ? C16 H16 0.9300 . ? C17 C18 1.389(5) . ? C17 C21 1.391(5) . ? C18 C19 1.377(5) . ? C18 H18 0.9300 . ? C19 H19 0.9300 . ? C20 C21 1.377(5) . ? C20 H20 0.9300 . ? C21 H21 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 C6 O5 C9 115.8(8) . . ? O5' C9' H9'1 109.5 . . ? O5' C9' H9'2 109.5 . . ? H9'1 C9' H9'2 109.5 . . ? O5' C9' H9'3 109.5 . . ? H9'1 C9' H9'3 109.5 . . ? H9'2 C9' H9'3 109.5 . . ? C6 O5' C9' 118.9(6) . . ? O2 Cu1 N2 93.09(11) . . ? O2 Cu1 N1 87.70(10) . 1_546 ? N2 Cu1 N1 176.65(11) . 1_546 ? O2 Cu1 O3 149.17(10) . 1_655 ? N2 Cu1 O3 91.21(11) . 1_655 ? N1 Cu1 O3 89.77(10) 1_546 1_655 ? O2 Cu1 O1 119.85(9) . 2_766 ? N2 Cu1 O1 89.14(10) . 2_766 ? N1 Cu1 O1 87.64(10) 1_546 2_766 ? O3 Cu1 O1 90.70(9) 1_655 2_766 ? C1 O1 Cu1 151.6(2) . 2_766 ? C1 O2 Cu1 126.5(2) . . ? C8 O3 Cu1 101.20(18) . 1_455 ? H1W O6 H2W 106.6 . . ? C19 N1 C20 116.9(3) . . ? C19 N1 Cu1 122.9(2) . 1_564 ? C20 N1 Cu1 120.2(2) . 1_564 ? C14 N2 C10 116.4(3) . . ? C14 N2 Cu1 120.3(2) . . ? C10 N2 Cu1 123.0(2) . . ? O1 C1 O2 125.4(3) . . ? O1 C1 C2 118.9(3) . . ? O2 C1 C2 115.6(3) . . ? C7 C2 C3 120.4(3) . . ? C7 C2 C1 119.9(3) . . ? C3 C2 C1 119.8(3) . . ? C2 C3 C4 119.4(3) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.0(3) . . ? C5 C4 C8 118.5(3) . . ? C3 C4 C8 121.5(3) . . ? C4 C5 C6 120.5(4) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.8 . . ? C7 C6 C5 120.1(4) . . ? C7 C6 O5' 123.5(4) . . ? C5 C6 O5' 114.9(4) . . ? C7 C6 O5 122.7(5) . . ? C5 C6 O5 113.1(5) . . ? O5' C6 O5 32.5(5) . . ? C6 C7 C2 119.6(3) . . ? C6 C7 H7 120.2 . . ? C2 C7 H7 120.2 . . ? O4 C8 O3 123.4(3) . . ? O4 C8 C4 118.5(3) . . ? O3 C8 C4 118.1(3) . . ? N2 C10 C11 123.4(3) . . ? N2 C10 H10 118.3 . . ? C11 C10 H10 118.3 . . ? C12 C11 C10 120.5(4) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 116.6(4) . . ? C11 C12 C15 119.5(4) . . ? C13 C12 C15 123.9(4) . . ? C14 C13 C12 119.9(4) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? N2 C14 C13 123.2(4) . . ? N2 C14 H14 118.4 . . ? C13 C14 H14 118.4 . . ? C16 C15 C12 127.0(4) . . ? C16 C15 H15 116.5 . . ? C12 C15 H15 116.5 . . ? C15 C16 C17 124.7(4) . . ? C15 C16 H16 117.7 . . ? C17 C16 H16 117.7 . . ? C18 C17 C21 116.6(3) . . ? C18 C17 C16 120.5(3) . . ? C21 C17 C16 123.0(3) . . ? C19 C18 C17 120.0(3) . . ? C19 C18 H18 120.0 . . ? C17 C18 H18 120.0 . . ? N1 C19 C18 123.3(3) . . ? N1 C19 H19 118.4 . . ? C18 C19 H19 118.4 . . ? N1 C20 C21 123.2(3) . . ? N1 C20 H20 118.4 . . ? C21 C20 H20 118.4 . . ? C20 C21 C17 120.0(3) . . ? C20 C21 H21 120.0 . . ? C17 C21 H21 120.0 . . ? 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 N2 Cu1 O2 C1 68.9(3) . . . . ? N1 Cu1 O2 C1 -107.8(3) 1_546 . . . ? O3 Cu1 O2 C1 166.5(2) 1_655 . . . ? O1 Cu1 O2 C1 -21.9(3) 2_766 . . . ? O2 Cu1 N2 C14 -154.6(3) . . . . ? N1 Cu1 N2 C14 -51.1(19) 1_546 . . . ? O3 Cu1 N2 C14 55.9(3) 1_655 . . . ? O1 Cu1 N2 C14 -34.8(3) 2_766 . . . ? O2 Cu1 N2 C10 19.8(3) . . . . ? N1 Cu1 N2 C10 123.4(17) 1_546 . . . ? O3 Cu1 N2 C10 -129.6(3) 1_655 . . . ? O1 Cu1 N2 C10 139.7(3) 2_766 . . . ? Cu1 O1 C1 O2 65.8(6) 2_766 . . . ? Cu1 O1 C1 C2 -115.4(4) 2_766 . . . ? Cu1 O2 C1 O1 -7.4(5) . . . . ? Cu1 O2 C1 C2 173.7(2) . . . . ? O1 C1 C2 C7 -174.6(4) . . . . ? O2 C1 C2 C7 4.3(5) . . . . ? O1 C1 C2 C3 6.6(5) . . . . ? O2 C1 C2 C3 -174.4(3) . . . . ? C7 C2 C3 C4 2.0(6) . . . . ? C1 C2 C3 C4 -179.2(3) . . . . ? C2 C3 C4 C5 -0.7(6) . . . . ? C2 C3 C4 C8 179.9(3) . . . . ? C3 C4 C5 C6 -0.7(8) . . . . ? C8 C4 C5 C6 178.7(5) . . . . ? C4 C5 C6 C7 0.8(9) . . . . ? C4 C5 C6 O5' -165.7(8) . . . . ? C4 C5 C6 O5 158.7(9) . . . . ? C9' O5' C6 C7 3.8(14) . . . . ? C9' O5' C6 C5 169.7(8) . . . . ? C9' O5' C6 O5 -95.7(14) . . . . ? C9 O5 C6 C7 -26.3(16) . . . . ? C9 O5 C6 C5 176.5(11) . . . . ? C9 O5 C6 O5' 76.1(15) . . . . ? C5 C6 C7 C2 0.5(8) . . . . ? O5' C6 C7 C2 165.8(8) . . . . ? O5 C6 C7 C2 -155.2(10) . . . . ? C3 C2 C7 C6 -2.0(7) . . . . ? C1 C2 C7 C6 179.3(4) . . . . ? Cu1 O3 C8 O4 -3.7(4) 1_455 . . . ? Cu1 O3 C8 C4 175.0(3) 1_455 . . . ? C5 C4 C8 O4 12.4(6) . . . . ? C3 C4 C8 O4 -168.2(3) . . . . ? C5 C4 C8 O3 -166.4(4) . . . . ? C3 C4 C8 O3 13.0(5) . . . . ? C14 N2 C10 C11 -2.7(6) . . . . ? Cu1 N2 C10 C11 -177.3(3) . . . . ? N2 C10 C11 C12 3.4(6) . . . . ? C10 C11 C12 C13 -0.9(7) . . . . ? C10 C11 C12 C15 178.5(4) . . . . ? C11 C12 C13 C14 -2.0(8) . . . . ? C15 C12 C13 C14 178.7(5) . . . . ? C10 N2 C14 C13 -0.4(7) . . . . ? Cu1 N2 C14 C13 174.4(4) . . . . ? C12 C13 C14 N2 2.8(8) . . . . ? C11 C12 C15 C16 -167.1(5) . . . . ? C13 C12 C15 C16 12.2(9) . . . . ? C12 C15 C16 C17 -177.6(4) . . . . ? C15 C16 C17 C18 178.4(5) . . . . ? C15 C16 C17 C21 0.1(7) . . . . ? C21 C17 C18 C19 0.3(6) . . . . ? C16 C17 C18 C19 -178.1(4) . . . . ? C20 N1 C19 C18 -0.1(6) . . . . ? Cu1 N1 C19 C18 177.2(3) 1_564 . . . ? C17 C18 C19 N1 -0.3(6) . . . . ? C19 N1 C20 C21 0.5(6) . . . . ? Cu1 N1 C20 C21 -176.9(3) 1_564 . . . ? N1 C20 C21 C17 -0.5(6) . . . . ? C18 C17 C21 C20 0.1(6) . . . . ? C16 C17 C21 C20 178.5(4) . . . . ? 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 O6 H1W O3 0.84 2.12 2.940(15) 167.6 . O6 H2W O3 0.86 2.14 2.921(16) 151.0 2_666 _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.261 _refine_diff_density_min -0.587 _refine_diff_density_rms 0.082 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.500 1.000 0.500 127 17 ' ' _platon_squeeze_details ; ; # Attachment '2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 748769' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H20 Cu2 N O11' _chemical_formula_weight 625.49 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 Orthorhombic _symmetry_space_group_name_H-M Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 14.822(10) _cell_length_b 19.077(13) _cell_length_c 18.780(13) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5310(6) _cell_formula_units_Z 8 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1628 _cell_measurement_theta_min 2.57 _cell_measurement_theta_max 21.51 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2536 _exptl_absorpt_coefficient_mu 1.661 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7442 _exptl_absorpt_correction_T_max 0.8358 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 25387 _diffrn_reflns_av_R_equivalents 0.1514 _diffrn_reflns_av_sigmaI/netI 0.1160 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4985 _reflns_number_gt 2790 _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^)+(0.0903P)^2^+17.2929P] 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 4985 _refine_ls_number_parameters 362 _refine_ls_number_restraints 24 _refine_ls_R_factor_all 0.1505 _refine_ls_R_factor_gt 0.0812 _refine_ls_wR_factor_ref 0.2243 _refine_ls_wR_factor_gt 0.1809 _refine_ls_goodness_of_fit_ref 1.062 _refine_ls_restrained_S_all 1.065 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.30327(7) 0.96296(5) 0.95486(5) 0.0299(3) Uani 1 1 d . . . Cu2 Cu 0.16678(7) 1.02828(5) 1.02048(5) 0.0295(3) Uani 1 1 d . . . O1 O 0.1103(4) 1.0211(4) 0.9233(3) 0.0434(17) Uani 1 1 d . . . O2 O 0.2297(4) 0.9725(4) 0.8694(3) 0.0488(18) Uani 1 1 d . . . O3 O 0.2491(4) 0.9788(3) 0.6033(3) 0.0439(17) Uani 1 1 d . . . O4 O 0.1383(4) 1.0371(3) 0.5479(3) 0.0426(16) Uani 1 1 d . . . O5 O -0.1067(5) 1.0652(4) 0.7178(3) 0.0527(19) Uani 1 1 d . . . O6 O 0.2284(5) 0.8802(3) 0.9849(4) 0.0471(17) Uani 1 1 d . . . O7 O 0.1178(4) 0.9360(3) 1.0419(3) 0.0403(16) Uani 1 1 d . . . O8 O -0.0935(7) 0.7500 1.1274(6) 0.065(3) Uani 1 2 d S . . O9 O 0.2186(5) 1.1180(3) 0.9946(4) 0.0446(17) Uani 1 1 d . . . O10 O 0.3398(5) 1.0637(3) 0.9463(4) 0.0477(17) Uani 1 1 d . . . O11 O 0.5420(12) 1.2500 0.8587(9) 0.114(5) Uani 1 2 d SU . . O12 O 0.0480(4) 1.0766(4) 1.0697(4) 0.0510(18) Uani 1 1 d . . . H1W H 0.0267 1.0821 1.0284 0.076 Uiso 1 1 d R . . H2W H 0.0168 1.0437 1.0891 0.076 Uiso 1 1 d R . . N1 N 0.4037(5) 0.9040(4) 0.8987(4) 0.0405(19) Uani 1 1 d . . . C1 C 0.1534(6) 0.9996(5) 0.8677(5) 0.0309(19) Uani 1 1 d . . . C2 C 0.1087(6) 1.0100(5) 0.7977(5) 0.035(2) Uani 1 1 d . . . C3 C 0.1588(7) 0.9989(5) 0.7343(5) 0.038(2) Uani 1 1 d . . . H3 H 0.2182 0.9833 0.7365 0.046 Uiso 1 1 calc R . . C4 C 0.1181(6) 1.0118(4) 0.6690(4) 0.030(2) Uani 1 1 d . . . C5 C 0.0295(6) 1.0323(5) 0.6661(4) 0.036(2) Uani 1 1 d . . . H5 H 0.0017 1.0383 0.6221 0.043 Uiso 1 1 calc R . . C6 C -0.0187(6) 1.0441(5) 0.7271(5) 0.037(2) Uani 1 1 d . . . C7 C 0.0211(7) 1.0331(5) 0.7939(5) 0.041(2) Uani 1 1 d . . . H7 H -0.0116 1.0413 0.8354 0.049 Uiso 1 1 calc R . . C8 C 0.1730(6) 1.0081(5) 0.6012(5) 0.034(2) Uani 1 1 d . . . C9 C -0.1463(8) 1.1056(7) 0.7735(6) 0.065(3) Uani 1 1 d . . . H9A H -0.1110 1.1471 0.7813 0.097 Uiso 1 1 calc R . . H9B H -0.1479 1.0783 0.8165 0.097 Uiso 1 1 calc R . . H9C H -0.2066 1.1186 0.7603 0.097 Uiso 1 1 calc R . . C10 C 0.1566(7) 0.8812(4) 1.0204(5) 0.037(2) Uani 1 1 d . . . C11 C 0.1126(6) 0.8125(4) 1.0399(5) 0.033(2) Uani 1 1 d . . . C12 C 0.0283(7) 0.8127(5) 1.0743(5) 0.042(2) Uani 1 1 d . . . H12A H -0.0005 0.8550 1.0841 0.050 Uiso 1 1 calc R . . C13 C -0.0118(8) 0.7500 1.0936(7) 0.035(3) Uani 1 2 d S . . C14 C 0.1541(9) 0.7500 1.0233(7) 0.036(3) Uani 1 2 d S . . H14 H 0.2100 0.7500 1.0009 0.043 Uiso 1 2 calc SR . . C15 C -0.1267(15) 0.7000(11) 1.1627(13) 0.058(6) Uani 0.50 1 d P . . H15A H -0.1865 0.7105 1.1793 0.087 Uiso 0.50 1 d PR . . H15B H -0.1285 0.6591 1.1329 0.087 Uiso 0.50 1 d PR . . H15C H -0.0880 0.6914 1.2027 0.087 Uiso 0.50 1 d PR . . C16 C 0.2949(8) 1.1172(4) 0.9617(5) 0.041(2) Uani 1 1 d . . . C17 C 0.3347(6) 1.1873(4) 0.9424(5) 0.035(2) Uani 1 1 d . . . C18 C 0.4168(8) 1.1865(5) 0.9090(6) 0.055(3) Uani 1 1 d . . . H18 H 0.4446 1.1441 0.8981 0.065 Uiso 1 1 calc R . . C19 C 0.4587(10) 1.2500 0.8913(9) 0.054(4) Uani 1 2 d S . . C20 C 0.2941(9) 1.2500 0.9580(7) 0.036(3) Uani 1 2 d S . . H20 H 0.2377 1.2500 0.9797 0.043 Uiso 1 2 calc SR . . C21 C 0.601(2) 1.2952(18) 0.869(2) 0.114(7) Uani 0.50 1 d PU . . H21A H 0.6361 1.3019 0.8262 0.171 Uiso 0.50 1 d PR . . H21B H 0.5774 1.3395 0.8842 0.171 Uiso 0.50 1 d PR . . H21C H 0.6386 1.2758 0.9053 0.171 Uiso 0.50 1 d PR . . C22 C 0.3932(9) 0.8876(6) 0.8306(6) 0.068(4) Uani 1 1 d . . . H22 H 0.3408 0.9013 0.8072 0.082 Uiso 1 1 calc R . . C23 C 0.4596(13) 0.8498(8) 0.7930(7) 0.098(5) Uani 1 1 d . . . H23 H 0.4506 0.8412 0.7448 0.117 Uiso 1 1 calc R . . C24 C 0.5331(9) 0.8264(6) 0.8228(9) 0.065(4) Uani 1 1 d . . . C25 C 0.5455(8) 0.8460(7) 0.8925(10) 0.082(4) Uani 1 1 d . . . H25 H 0.5988 0.8342 0.9156 0.098 Uiso 1 1 calc R . . C26 C 0.4798(8) 0.8827(6) 0.9284(7) 0.062(3) Uani 1 1 d . . . H26 H 0.4896 0.8932 0.9761 0.074 Uiso 1 1 calc R . . C27 C 0.6040(10) 0.7846(7) 0.7853(9) 0.096(5) Uani 1 1 d U . . H27A H 0.6032 0.7993 0.7359 0.115 Uiso 1 1 calc R . . H27B H 0.6616 0.7993 0.8047 0.115 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 0.0387(7) 0.0277(6) 0.0232(5) -0.0008(4) 0.0003(4) 0.0036(5) Cu2 0.0365(6) 0.0266(5) 0.0254(6) 0.0000(4) 0.0019(4) 0.0025(5) O1 0.039(4) 0.066(5) 0.025(3) 0.003(3) 0.002(3) 0.007(3) O2 0.043(4) 0.072(5) 0.032(4) -0.006(3) -0.002(3) 0.020(4) O3 0.044(4) 0.053(4) 0.034(4) 0.005(3) 0.008(3) 0.010(3) O4 0.065(5) 0.048(4) 0.015(3) 0.009(3) 0.007(3) 0.011(3) O5 0.047(4) 0.081(5) 0.030(4) -0.007(3) -0.010(3) 0.013(4) O6 0.043(4) 0.026(3) 0.073(5) -0.002(3) 0.014(4) -0.003(3) O7 0.043(4) 0.026(3) 0.051(4) 0.003(3) 0.007(3) 0.000(3) O8 0.057(8) 0.073(8) 0.065(8) 0.000 0.018(6) 0.000 O9 0.058(5) 0.027(3) 0.049(4) 0.001(3) 0.015(3) -0.001(3) O10 0.064(5) 0.030(4) 0.049(4) 0.003(3) 0.012(4) 0.001(3) O11 0.105(8) 0.114(8) 0.122(8) 0.000 0.031(7) 0.000 O12 0.051(5) 0.054(4) 0.048(4) -0.004(3) 0.011(3) 0.009(3) N1 0.041(5) 0.037(4) 0.043(5) -0.003(4) 0.003(4) 0.005(4) C1 0.029(5) 0.035(5) 0.029(5) 0.001(4) 0.000(4) 0.001(4) C2 0.039(6) 0.036(5) 0.029(5) -0.003(4) -0.003(4) -0.003(4) C3 0.041(6) 0.044(5) 0.030(5) 0.002(4) 0.004(4) 0.000(5) C4 0.042(6) 0.029(5) 0.020(4) 0.005(3) 0.001(4) 0.002(4) C5 0.052(6) 0.035(5) 0.022(4) 0.007(4) -0.004(4) 0.003(5) C6 0.030(5) 0.049(6) 0.033(5) -0.002(4) -0.004(4) 0.005(4) C7 0.051(6) 0.043(5) 0.028(5) 0.003(4) 0.004(4) 0.007(5) C8 0.036(6) 0.033(5) 0.032(5) -0.010(4) 0.003(4) 0.000(4) C9 0.051(8) 0.096(9) 0.047(7) -0.010(6) 0.001(5) 0.017(7) C10 0.050(7) 0.027(5) 0.034(5) -0.002(4) -0.013(5) 0.009(4) C11 0.035(5) 0.026(5) 0.037(5) 0.005(4) 0.001(4) 0.002(4) C12 0.044(6) 0.029(5) 0.054(7) -0.003(4) -0.002(5) 0.003(4) C13 0.026(8) 0.046(8) 0.033(7) 0.000 0.001(6) 0.000 C14 0.039(8) 0.031(7) 0.037(7) 0.000 -0.003(6) 0.000 C15 0.045(14) 0.055(14) 0.073(16) -0.002(12) 0.021(12) 0.008(11) C16 0.069(7) 0.023(5) 0.030(5) -0.001(4) -0.004(5) 0.003(5) C17 0.040(6) 0.031(5) 0.033(5) 0.002(4) 0.011(4) -0.001(4) C18 0.062(8) 0.029(6) 0.073(8) -0.005(5) 0.022(6) -0.002(5) C19 0.035(9) 0.046(9) 0.082(12) 0.000 0.028(8) 0.000 C20 0.040(8) 0.028(7) 0.040(8) 0.000 -0.005(6) 0.000 C21 0.108(9) 0.111(9) 0.122(9) -0.007(7) 0.017(8) -0.005(7) C22 0.083(9) 0.078(9) 0.045(7) -0.024(6) -0.001(6) 0.026(7) C23 0.172(17) 0.079(10) 0.042(8) -0.015(7) 0.042(10) 0.028(11) C24 0.065(9) 0.031(6) 0.098(11) 0.011(7) 0.038(8) 0.008(6) C25 0.040(8) 0.061(8) 0.144(15) 0.002(9) 0.018(8) 0.021(6) C26 0.055(8) 0.067(8) 0.063(8) -0.012(6) -0.004(6) 0.026(6) C27 0.097(8) 0.074(7) 0.117(8) 0.005(6) 0.043(7) 0.002(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 O2 1.948(6) . ? Cu1 O4 1.950(6) 2_575 ? Cu1 O10 2.002(6) . ? Cu1 O6 2.010(6) . ? Cu1 N1 2.144(8) . ? Cu1 Cu2 2.6764(18) . ? Cu2 O9 1.938(6) . ? Cu2 O7 1.947(6) . ? Cu2 O3 1.998(6) 2_575 ? Cu2 O1 2.013(6) . ? Cu2 O12 2.191(6) . ? O1 C1 1.291(10) . ? O2 C1 1.245(10) . ? O3 C8 1.260(10) . ? O3 Cu2 1.998(6) 2_574 ? O4 C8 1.255(11) . ? O4 Cu1 1.950(6) 2_574 ? O5 C6 1.376(11) . ? O5 C9 1.425(12) . ? O6 C10 1.256(11) . ? O7 C10 1.258(10) . ? O8 C15 1.26(2) 7_575 ? O8 C15 1.26(2) . ? O8 C13 1.368(15) . ? O9 C16 1.289(12) . ? O10 C16 1.252(11) . ? O11 C21 1.24(3) . ? O11 C21 1.24(3) 7_585 ? O11 C19 1.38(2) . ? O12 H1W 0.8455 . ? O12 H2W 0.8596 . ? N1 C26 1.322(13) . ? N1 C22 1.325(13) . ? C1 C2 1.484(12) . ? C2 C7 1.373(13) . ? C2 C3 1.419(12) . ? C3 C4 1.390(12) . ? C3 H3 0.9300 . ? C4 C5 1.371(12) . ? C4 C8 1.512(12) . ? C5 C6 1.369(12) . ? C5 H5 0.9300 . ? C6 C7 1.402(12) . ? C7 H7 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.509(12) . ? C11 C14 1.378(11) . ? C11 C12 1.406(13) . ? C12 C13 1.384(11) . ? C12 H12A 0.9300 . ? C13 C12 1.384(11) 7_575 ? C14 C11 1.378(11) 7_575 ? C14 H14 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.506(12) . ? C17 C18 1.370(13) . ? C17 C20 1.370(11) . ? C18 C19 1.400(12) . ? C18 H18 0.9300 . ? C19 C18 1.400(12) 7_585 ? C20 C17 1.370(11) 7_585 ? C20 H20 0.9300 . ? C21 H21A 0.9600 . ? C21 H21B 0.9599 . ? C21 H21C 0.9600 . ? C22 C23 1.410(17) . ? C22 H22 0.9300 . ? C23 C24 1.30(2) . ? C23 H23 0.9300 . ? C24 C25 1.37(2) . ? C24 C27 1.494(17) . ? C25 C26 1.376(16) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C27 1.32(3) 7_575 ? 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 O2 Cu1 O4 170.6(3) . 2_575 ? O2 Cu1 O10 89.8(3) . . ? O4 Cu1 O10 87.3(3) 2_575 . ? O2 Cu1 O6 89.8(3) . . ? O4 Cu1 O6 89.6(3) 2_575 . ? O10 Cu1 O6 157.7(3) . . ? O2 Cu1 N1 91.8(3) . . ? O4 Cu1 N1 97.6(3) 2_575 . ? O10 Cu1 N1 106.0(3) . . ? O6 Cu1 N1 96.3(3) . . ? O2 Cu1 Cu2 85.0(2) . . ? O4 Cu1 Cu2 85.61(19) 2_575 . ? O10 Cu1 Cu2 78.1(2) . . ? O6 Cu1 Cu2 79.6(2) . . ? N1 Cu1 Cu2 174.8(2) . . ? O9 Cu2 O7 176.9(3) . . ? O9 Cu2 O3 90.4(3) . 2_575 ? O7 Cu2 O3 90.6(3) . 2_575 ? O9 Cu2 O1 89.8(3) . . ? O7 Cu2 O1 88.4(3) . . ? O3 Cu2 O1 163.9(3) 2_575 . ? O9 Cu2 O12 93.0(3) . . ? O7 Cu2 O12 89.6(3) . . ? O3 Cu2 O12 101.6(3) 2_575 . ? O1 Cu2 O12 94.4(3) . . ? O9 Cu2 Cu1 89.8(2) . . ? O7 Cu2 Cu1 87.47(19) . . ? O3 Cu2 Cu1 81.68(19) 2_575 . ? O1 Cu2 Cu1 82.25(18) . . ? O12 Cu2 Cu1 175.65(19) . . ? C1 O1 Cu2 123.4(6) . . ? C1 O2 Cu1 124.7(6) . . ? C8 O3 Cu2 124.4(6) . 2_574 ? C8 O4 Cu1 122.2(6) . 2_574 ? C6 O5 C9 117.1(7) . . ? C10 O6 Cu1 127.2(5) . . ? C10 O7 Cu2 120.9(6) . . ? C15 O8 C15 98(2) 7_575 . ? C15 O8 C13 126.1(11) 7_575 . ? C15 O8 C13 126.1(11) . . ? C16 O9 Cu2 117.2(5) . . ? C16 O10 Cu1 128.3(7) . . ? C21 O11 C21 88(3) . 7_585 ? C21 O11 C19 124.4(19) . . ? C21 O11 C19 124.4(19) 7_585 . ? Cu2 O12 H1W 88.0 . . ? Cu2 O12 H2W 107.8 . . ? H1W O12 H2W 106.3 . . ? C26 N1 C22 115.8(9) . . ? C26 N1 Cu1 123.1(7) . . ? C22 N1 Cu1 121.1(7) . . ? O2 C1 O1 124.1(8) . . ? O2 C1 C2 119.0(8) . . ? O1 C1 C2 117.0(8) . . ? C7 C2 C3 120.0(8) . . ? C7 C2 C1 120.7(8) . . ? C3 C2 C1 119.3(8) . . ? C4 C3 C2 119.2(9) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? C5 C4 C3 120.1(8) . . ? C5 C4 C8 119.7(7) . . ? C3 C4 C8 120.1(8) . . ? C6 C5 C4 120.9(8) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 O5 115.8(8) . . ? C5 C6 C7 120.3(9) . . ? O5 C6 C7 123.8(8) . . ? C2 C7 C6 119.5(8) . . ? C2 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? O4 C8 O3 126.0(8) . . ? O4 C8 C4 115.5(8) . . ? O3 C8 C4 118.5(8) . . ? 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 . . ? O6 C10 O7 124.8(8) . . ? O6 C10 C11 118.8(7) . . ? O7 C10 C11 116.4(9) . . ? C14 C11 C12 120.2(9) . . ? C14 C11 C10 120.2(9) . . ? C12 C11 C10 119.6(8) . . ? C13 C12 C11 119.9(9) . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? O8 C13 C12 120.1(6) . . ? O8 C13 C12 120.1(6) . 7_575 ? C12 C13 C12 119.7(12) . 7_575 ? C11 C14 C11 119.9(13) 7_575 . ? C11 C14 H14 120.0 7_575 . ? C11 C14 H14 120.0 . . ? O8 C15 C15 40.9(11) . 7_575 ? O8 C15 H15A 111.9 . . ? C15 C15 H15A 78.0 7_575 . ? O8 C15 H15B 108.6 . . ? C15 C15 H15B 144.4 7_575 . ? H15A C15 H15B 109.5 . . ? O8 C15 H15C 107.9 . . ? C15 C15 H15C 99.8 7_575 . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O10 C16 O9 125.9(8) . . ? O10 C16 C17 117.4(9) . . ? O9 C16 C17 116.6(8) . . ? C18 C17 C20 119.9(9) . . ? C18 C17 C16 116.6(8) . . ? C20 C17 C16 123.5(9) . . ? C17 C18 C19 119.5(9) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? O11 C19 C18 120.1(7) . 7_585 ? O11 C19 C18 120.1(7) . . ? C18 C19 C18 119.7(13) 7_585 . ? C17 C20 C17 121.5(13) . 7_585 ? C17 C20 H20 119.3 . . ? C17 C20 H20 119.3 7_585 . ? O11 C21 C21 46.0(17) . 7_585 ? O11 C21 H21A 110.4 . . ? C21 C21 H21A 97.6 7_585 . ? O11 C21 H21B 113.6 . . ? C21 C21 H21B 151.6 7_585 . ? H21A C21 H21B 109.5 . . ? O11 C21 H21C 104.3 . . ? C21 C21 H21C 67.2 7_585 . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? N1 C22 C23 121.5(12) . . ? N1 C22 H22 119.3 . . ? C23 C22 H22 119.3 . . ? C24 C23 C22 122.9(13) . . ? C24 C23 H23 118.5 . . ? C22 C23 H23 118.5 . . ? C23 C24 C25 115.3(12) . . ? C23 C24 C27 124.6(15) . . ? C25 C24 C27 120.0(14) . . ? C24 C25 C26 120.8(13) . . ? C24 C25 H25 119.6 . . ? C26 C25 H25 119.6 . . ? N1 C26 C25 123.6(12) . . ? N1 C26 H26 118.2 . . ? C25 C26 H26 118.2 . . ? C27 C27 C24 122.2(6) 7_575 . ? C27 C27 H27A 106.8 7_575 . ? C24 C27 H27A 106.8 . . ? C27 C27 H27B 106.8 7_575 . ? C24 C27 H27B 106.8 . . ? H27A C27 H27B 106.6 . . ? 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 O2 Cu1 Cu2 O9 -86.1(3) . . . . ? O4 Cu1 Cu2 O9 92.8(3) 2_575 . . . ? O10 Cu1 Cu2 O9 4.7(3) . . . . ? O6 Cu1 Cu2 O9 -176.8(3) . . . . ? N1 Cu1 Cu2 O9 -139(2) . . . . ? O2 Cu1 Cu2 O7 92.4(3) . . . . ? O4 Cu1 Cu2 O7 -88.6(3) 2_575 . . . ? O10 Cu1 Cu2 O7 -176.8(3) . . . . ? O6 Cu1 Cu2 O7 1.8(3) . . . . ? N1 Cu1 Cu2 O7 39(2) . . . . ? O2 Cu1 Cu2 O3 -176.6(3) . . . 2_575 ? O4 Cu1 Cu2 O3 2.4(3) 2_575 . . 2_575 ? O10 Cu1 Cu2 O3 -85.8(3) . . . 2_575 ? O6 Cu1 Cu2 O3 92.7(3) . . . 2_575 ? N1 Cu1 Cu2 O3 130(2) . . . 2_575 ? O2 Cu1 Cu2 O1 3.7(3) . . . . ? O4 Cu1 Cu2 O1 -177.3(3) 2_575 . . . ? O10 Cu1 Cu2 O1 94.5(3) . . . . ? O6 Cu1 Cu2 O1 -86.9(3) . . . . ? N1 Cu1 Cu2 O1 -49(2) . . . . ? O2 Cu1 Cu2 O12 44(3) . . . . ? O4 Cu1 Cu2 O12 -137(3) 2_575 . . . ? O10 Cu1 Cu2 O12 135(3) . . . . ? O6 Cu1 Cu2 O12 -46(3) . . . . ? N1 Cu1 Cu2 O12 -9(4) . . . . ? O9 Cu2 O1 C1 82.0(7) . . . . ? O7 Cu2 O1 C1 -95.5(7) . . . . ? O3 Cu2 O1 C1 -8.9(15) 2_575 . . . ? O12 Cu2 O1 C1 175.0(7) . . . . ? Cu1 Cu2 O1 C1 -7.8(7) . . . . ? O4 Cu1 O2 C1 -8(2) 2_575 . . . ? O10 Cu1 O2 C1 -79.3(8) . . . . ? O6 Cu1 O2 C1 78.4(8) . . . . ? N1 Cu1 O2 C1 174.7(7) . . . . ? Cu2 Cu1 O2 C1 -1.1(7) . . . . ? O2 Cu1 O6 C10 -87.4(8) . . . . ? O4 Cu1 O6 C10 83.2(8) 2_575 . . . ? O10 Cu1 O6 C10 1.4(13) . . . . ? N1 Cu1 O6 C10 -179.2(8) . . . . ? Cu2 Cu1 O6 C10 -2.4(7) . . . . ? O9 Cu2 O7 C10 26(6) . . . . ? O3 Cu2 O7 C10 -83.6(7) 2_575 . . . ? O1 Cu2 O7 C10 80.4(7) . . . . ? O12 Cu2 O7 C10 174.8(7) . . . . ? Cu1 Cu2 O7 C10 -1.9(7) . . . . ? O7 Cu2 O9 C16 -31(6) . . . . ? O3 Cu2 O9 C16 78.5(7) 2_575 . . . ? O1 Cu2 O9 C16 -85.5(7) . . . . ? O12 Cu2 O9 C16 -179.9(7) . . . . ? Cu1 Cu2 O9 C16 -3.2(7) . . . . ? O2 Cu1 O10 C16 76.7(8) . . . . ? O4 Cu1 O10 C16 -94.3(8) 2_575 . . . ? O6 Cu1 O10 C16 -12.1(13) . . . . ? N1 Cu1 O10 C16 168.6(8) . . . . ? Cu2 Cu1 O10 C16 -8.2(8) . . . . ? O2 Cu1 N1 C26 176.5(9) . . . . ? O4 Cu1 N1 C26 -3.2(9) 2_575 . . . ? O10 Cu1 N1 C26 86.2(9) . . . . ? O6 Cu1 N1 C26 -93.6(9) . . . . ? Cu2 Cu1 N1 C26 -131(2) . . . . ? O2 Cu1 N1 C22 -2.4(9) . . . . ? O4 Cu1 N1 C22 178.0(9) 2_575 . . . ? O10 Cu1 N1 C22 -92.7(9) . . . . ? O6 Cu1 N1 C22 87.6(9) . . . . ? Cu2 Cu1 N1 C22 50(3) . . . . ? Cu1 O2 C1 O1 -4.6(13) . . . . ? Cu1 O2 C1 C2 173.9(6) . . . . ? Cu2 O1 C1 O2 9.8(12) . . . . ? Cu2 O1 C1 C2 -168.6(6) . . . . ? O2 C1 C2 C7 173.4(9) . . . . ? O1 C1 C2 C7 -8.1(13) . . . . ? O2 C1 C2 C3 -9.6(13) . . . . ? O1 C1 C2 C3 168.9(8) . . . . ? C7 C2 C3 C4 0.0(13) . . . . ? C1 C2 C3 C4 -177.0(8) . . . . ? C2 C3 C4 C5 -2.4(13) . . . . ? C2 C3 C4 C8 173.3(8) . . . . ? C3 C4 C5 C6 3.6(13) . . . . ? C8 C4 C5 C6 -172.2(8) . . . . ? C4 C5 C6 O5 179.4(8) . . . . ? C4 C5 C6 C7 -2.2(14) . . . . ? C9 O5 C6 C5 -153.9(9) . . . . ? C9 O5 C6 C7 27.8(14) . . . . ? C3 C2 C7 C6 1.3(14) . . . . ? C1 C2 C7 C6 178.3(8) . . . . ? C5 C6 C7 C2 -0.3(14) . . . . ? O5 C6 C7 C2 178.0(9) . . . . ? Cu1 O4 C8 O3 3.4(13) 2_574 . . . ? Cu1 O4 C8 C4 -178.9(5) 2_574 . . . ? Cu2 O3 C8 O4 0.0(13) 2_574 . . . ? Cu2 O3 C8 C4 -177.7(6) 2_574 . . . ? C5 C4 C8 O4 13.2(12) . . . . ? C3 C4 C8 O4 -162.6(8) . . . . ? C5 C4 C8 O3 -168.9(8) . . . . ? C3 C4 C8 O3 15.3(12) . . . . ? Cu1 O6 C10 O7 1.8(14) . . . . ? Cu1 O6 C10 C11 -177.6(6) . . . . ? Cu2 O7 C10 O6 0.8(13) . . . . ? Cu2 O7 C10 C11 -179.8(6) . . . . ? O6 C10 C11 C14 4.5(14) . . . . ? O7 C10 C11 C14 -175.0(9) . . . . ? O6 C10 C11 C12 -174.7(9) . . . . ? O7 C10 C11 C12 5.9(13) . . . . ? C14 C11 C12 C13 2.0(16) . . . . ? C10 C11 C12 C13 -178.8(10) . . . . ? C15 O8 C13 C12 -23(2) 7_575 . . . ? C15 O8 C13 C12 -161.5(18) . . . . ? C15 O8 C13 C12 161.5(18) 7_575 . . 7_575 ? C15 O8 C13 C12 23(2) . . . 7_575 ? C11 C12 C13 O8 179.7(10) . . . . ? C11 C12 C13 C12 -4.6(19) . . . 7_575 ? C12 C11 C14 C11 0.5(19) . . . 7_575 ? C10 C11 C14 C11 -178.6(7) . . . 7_575 ? C13 O8 C15 C15 147(3) . . . 7_575 ? Cu1 O10 C16 O9 8.9(14) . . . . ? Cu1 O10 C16 C17 -173.4(6) . . . . ? Cu2 O9 C16 O10 -1.8(13) . . . . ? Cu2 O9 C16 C17 -179.6(6) . . . . ? O10 C16 C17 C18 0.5(14) . . . . ? O9 C16 C17 C18 178.5(9) . . . . ? O10 C16 C17 C20 -178.0(10) . . . . ? O9 C16 C17 C20 -0.1(15) . . . . ? C20 C17 C18 C19 0.3(19) . . . . ? C16 C17 C18 C19 -178.3(12) . . . . ? C21 O11 C19 C18 32(3) . . . 7_585 ? C21 O11 C19 C18 146(3) 7_585 . . 7_585 ? C21 O11 C19 C18 -146(3) . . . . ? C21 O11 C19 C18 -32(3) 7_585 . . . ? C17 C18 C19 O11 178.9(14) . . . . ? C17 C18 C19 C18 1(3) . . . 7_585 ? C18 C17 C20 C17 -2(2) . . . 7_585 ? C16 C17 C20 C17 176.9(7) . . . 7_585 ? C19 O11 C21 C21 131(4) . . . 7_585 ? C26 N1 C22 C23 0.0(18) . . . . ? Cu1 N1 C22 C23 178.9(10) . . . . ? N1 C22 C23 C24 3(2) . . . . ? C22 C23 C24 C25 -5(2) . . . . ? C22 C23 C24 C27 178.3(12) . . . . ? C23 C24 C25 C26 5(2) . . . . ? C27 C24 C25 C26 -178.2(11) . . . . ? C22 N1 C26 C25 0.1(17) . . . . ? Cu1 N1 C26 C25 -178.8(9) . . . . ? C24 C25 C26 N1 -3(2) . . . . ? C23 C24 C27 C27 -93.3(14) . . . 7_575 ? C25 C24 C27 C27 90.4(13) . . . 7_575 ? 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 O12 H2W O1 0.86 2.27 3.000(10) 143.3 5_577 O12 H1W O7 0.85 2.54 3.240(10) 140.9 5_577 O12 H1W O1 0.85 2.61 3.088(9) 117.5 . _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 1.179 _refine_diff_density_min -0.847 _refine_diff_density_rms 0.141 # Attachment '3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 748770' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H28 Cu2 N2 O11' _chemical_formula_weight 731.63 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 Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 18.6277(17) _cell_length_b 17.9054(16) _cell_length_c 19.0332(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6348.3(10) _cell_formula_units_Z 8 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 6092 _cell_measurement_theta_min 2.27 _cell_measurement_theta_max 24.13 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.49 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2992 _exptl_absorpt_coefficient_mu 1.403 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5477 _exptl_absorpt_correction_T_max 0.7844 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45212 _diffrn_reflns_av_R_equivalents 0.0620 _diffrn_reflns_av_sigmaI/netI 0.0365 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.50 _reflns_number_total 5908 _reflns_number_gt 4508 _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^)+(0.0480P)^2^+9.6051P] 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 5908 _refine_ls_number_parameters 398 _refine_ls_number_restraints 241 _refine_ls_R_factor_all 0.0587 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1106 _refine_ls_wR_factor_gt 0.0993 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.068 _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 N2 N 0.61095(17) -0.3230(2) 0.82406(16) 0.0662(11) Uani 0.481(4) 1 d PGU A 1 C24 C 0.4851(2) -0.0885(2) 0.6024(3) 0.0661(15) Uani 0.481(4) 1 d PGU A 1 H24A H 0.4347 -0.0750 0.6038 0.079 Uiso 0.481(4) 1 calc PR A 1 H24B H 0.4916 -0.1243 0.5647 0.079 Uiso 0.481(4) 1 calc PR A 1 C25 C 0.50512(19) -0.12395(17) 0.6698(2) 0.0849(18) Uani 0.481(4) 1 d PGU A 1 H25A H 0.5568 -0.1307 0.6693 0.102 Uiso 0.481(4) 1 calc PR A 1 H25B H 0.4946 -0.0883 0.7067 0.102 Uiso 0.481(4) 1 calc PR A 1 C26 C 0.47374(17) -0.19434(18) 0.69025(19) 0.0952(19) Uani 0.481(4) 1 d PGU A 1 H26A H 0.4631 -0.2231 0.6483 0.114 Uiso 0.481(4) 1 calc PR A 1 H26B H 0.4288 -0.1848 0.7143 0.114 Uiso 0.481(4) 1 calc PR A 1 C27 C 0.59608(17) -0.25137(19) 0.83881(14) 0.0635(12) Uani 0.481(4) 1 d PGU A 1 H27 H 0.6162 -0.2301 0.8788 0.076 Uiso 0.481(4) 1 calc PR A 1 C28 C 0.55246(16) -0.20814(17) 0.79733(12) 0.0660(16) Uani 0.481(4) 1 d PGU A 1 H28 H 0.5434 -0.1585 0.8086 0.079 Uiso 0.481(4) 1 calc PR A 1 C29 C 0.52219(13) -0.24058(15) 0.73811(14) 0.0707(16) Uani 0.481(4) 1 d PGU A 1 C30 C 0.5376(2) -0.31393(16) 0.72225(17) 0.0788(18) Uani 0.481(4) 1 d PGU A 1 H30 H 0.5188 -0.3363 0.6822 0.095 Uiso 0.481(4) 1 calc PR A 1 C31 C 0.5813(3) -0.35315(19) 0.76672(17) 0.0783(16) Uani 0.481(4) 1 d PGU A 1 H31 H 0.5908 -0.4030 0.7566 0.094 Uiso 0.481(4) 1 calc PR A 1 N2' N 0.60666(16) -0.3132(2) 0.82878(15) 0.0662(11) Uani 0.519(4) 1 d PGU A 2 C24' C 0.4784(3) -0.0843(2) 0.5865(3) 0.0661(15) Uani 0.519(4) 1 d PGU A 2 H24C H 0.4333 -0.0688 0.6075 0.079 Uiso 0.519(4) 1 calc PR A 2 H24D H 0.4686 -0.0986 0.5383 0.079 Uiso 0.519(4) 1 calc PR A 2 C25' C 0.5066(2) -0.15187(18) 0.6260(2) 0.0849(18) Uani 0.519(4) 1 d PGU A 2 H25C H 0.4662 -0.1843 0.6362 0.102 Uiso 0.519(4) 1 calc PR A 2 H25D H 0.5383 -0.1790 0.5947 0.102 Uiso 0.519(4) 1 calc PR A 2 C27' C 0.5969(2) -0.2428(2) 0.85079(14) 0.0635(12) Uani 0.519(4) 1 d PGU A 2 H27' H 0.6042 -0.2321 0.8981 0.076 Uiso 0.519(4) 1 calc PR A 2 C26' C 0.54357(16) -0.13947(16) 0.68885(18) 0.0952(19) Uani 0.519(4) 1 d PGU A 2 H26C H 0.5144 -0.1057 0.7166 0.114 Uiso 0.519(4) 1 calc PR A 2 H26D H 0.5871 -0.1125 0.6769 0.114 Uiso 0.519(4) 1 calc PR A 2 C28' C 0.5768(2) -0.18626(17) 0.80703(14) 0.0660(16) Uani 0.519(4) 1 d PGU A 2 H28' H 0.5708 -0.1380 0.8241 0.079 Uiso 0.519(4) 1 calc PR A 2 C29' C 0.56525(12) -0.20209(14) 0.73638(13) 0.0707(16) Uani 0.519(4) 1 d PGU A 2 C30' C 0.5752(2) -0.27486(17) 0.71344(13) 0.0788(18) Uani 0.519(4) 1 d PGU A 2 H30' H 0.5679 -0.2873 0.6665 0.095 Uiso 0.519(4) 1 calc PR A 2 C31' C 0.5960(2) -0.32799(19) 0.76070(15) 0.0783(16) Uani 0.519(4) 1 d PGU A 2 H31' H 0.6030 -0.3766 0.7449 0.094 Uiso 0.519(4) 1 calc PR A 2 Cu1 Cu 0.68463(2) 0.20046(2) 0.54411(2) 0.02271(12) Uani 1 1 d . . . Cu2 Cu 0.75353(2) 0.31401(2) 0.48604(2) 0.02199(12) Uani 1 1 d . . . O1 O 0.78040(13) 0.15702(15) 0.56065(14) 0.0366(6) Uani 1 1 d . . . O2 O 0.83725(12) 0.24921(15) 0.50441(13) 0.0331(6) Uani 1 1 d . . . O3 O 1.10054(12) 0.23990(14) 0.48398(14) 0.0350(6) Uani 1 1 d . . . O4 O 1.15940(12) 0.13924(14) 0.52391(14) 0.0330(6) Uani 1 1 d . . . O5 O 0.97623(15) -0.02964(17) 0.61751(18) 0.0540(8) Uani 1 1 d . . . O6 O 0.76128(13) 0.35387(14) 0.58183(12) 0.0331(6) Uani 1 1 d . . . O7 O 0.69728(14) 0.26075(14) 0.62993(12) 0.0354(6) Uani 1 1 d . . . O8 O 0.73599(14) 0.23941(14) 0.89633(12) 0.0335(6) Uani 1 1 d . . . O9 O 0.69165(14) 0.34161(14) 0.94801(12) 0.0366(6) Uani 1 1 d . . . O10 O 0.7700(2) 0.54019(17) 0.78739(16) 0.0732(12) Uani 1 1 d U . . O11 O 0.80688(14) 0.39933(14) 0.42159(14) 0.0396(6) Uani 1 1 d . . . H1W H 0.7770 0.4209 0.3973 0.059 Uiso 1 1 d R . . H2W H 0.8342 0.3724 0.3984 0.059 Uiso 1 1 d R . . N1 N 0.62169(15) 0.10528(17) 0.57437(16) 0.0312(7) Uani 1 1 d . A . C1 C 0.90552(18) 0.1466(2) 0.54429(18) 0.0279(8) Uani 1 1 d . . . C2 C 0.96914(18) 0.1786(2) 0.52283(18) 0.0291(8) Uani 1 1 d . . . H2 H 0.9689 0.2251 0.5011 0.035 Uiso 1 1 calc R . . C3 C 1.03353(17) 0.1413(2) 0.53373(18) 0.0280(8) Uani 1 1 d . . . C4 C 1.03373(19) 0.0717(2) 0.5657(2) 0.0345(9) Uani 1 1 d . . . H4 H 1.0769 0.0468 0.5730 0.041 Uiso 1 1 calc R . . C5 C 0.96987(19) 0.0392(2) 0.5865(2) 0.0358(9) Uani 1 1 d . . . C6 C 0.90570(19) 0.0760(2) 0.5763(2) 0.0335(9) Uani 1 1 d . . . H6 H 0.8628 0.0542 0.5905 0.040 Uiso 1 1 calc R . . C7 C 0.83511(19) 0.1872(2) 0.53605(18) 0.0267(8) Uani 1 1 d . . . C8 C 1.10343(18) 0.1764(2) 0.51174(18) 0.0272(8) Uani 1 1 d . . . C9 C 0.9123(2) -0.0647(2) 0.6407(3) 0.0562(13) Uani 1 1 d . . . H9A H 0.8919 -0.0364 0.6786 0.084 Uiso 1 1 calc R . . H9B H 0.9230 -0.1143 0.6567 0.084 Uiso 1 1 calc R . . H9C H 0.8786 -0.0672 0.6026 0.084 Uiso 1 1 calc R . . C10 C 0.73885(18) 0.3568(2) 0.70427(18) 0.0274(8) Uani 1 1 d . . . C11 C 0.72505(19) 0.31543(19) 0.76386(18) 0.0282(8) Uani 1 1 d . . . H11A H 0.7148 0.2647 0.7602 0.034 Uiso 1 1 calc R . . C12 C 0.72650(19) 0.34990(19) 0.82980(18) 0.0276(8) Uani 1 1 d . . . C13 C 0.7403(2) 0.4250(2) 0.8348(2) 0.0385(9) Uani 1 1 d . . . H13 H 0.7389 0.4484 0.8784 0.046 Uiso 1 1 calc R . . C14 C 0.7563(2) 0.4663(2) 0.7752(2) 0.0432(10) Uani 1 1 d . . . C15 C 0.7564(2) 0.4325(2) 0.70964(19) 0.0343(9) Uani 1 1 d . . . H15 H 0.7679 0.4598 0.6697 0.041 Uiso 1 1 calc R . . C16 C 0.73262(18) 0.3208(2) 0.63319(18) 0.0272(8) Uani 1 1 d . . . C17 C 0.71644(19) 0.30646(19) 0.89634(18) 0.0266(8) Uani 1 1 d . . . C18 C 0.7970(4) 0.5841(3) 0.7318(3) 0.103(2) Uani 1 1 d U . . H18A H 0.8375 0.5593 0.7109 0.154 Uiso 1 1 calc R . . H18B H 0.8118 0.6319 0.7496 0.154 Uiso 1 1 calc R . . H18C H 0.7603 0.5909 0.6970 0.154 Uiso 1 1 calc R . . C19 C 0.5563(2) 0.1114(2) 0.6025(2) 0.0439(10) Uani 1 1 d . . . H19 H 0.5414 0.1579 0.6187 0.053 Uiso 1 1 calc R . . C20 C 0.5098(2) 0.0517(2) 0.6086(3) 0.0502(12) Uani 1 1 d . A . H20 H 0.4645 0.0590 0.6279 0.060 Uiso 1 1 calc R . . C21 C 0.5298(2) -0.0183(2) 0.5864(2) 0.0436(10) Uani 1 1 d . . . C22 C 0.5978(2) -0.0245(2) 0.5576(2) 0.0428(10) Uani 1 1 d . A . H22 H 0.6144 -0.0706 0.5418 0.051 Uiso 1 1 calc R . . C23 C 0.6406(2) 0.0377(2) 0.5524(2) 0.0366(9) Uani 1 1 d . . . H23 H 0.6857 0.0322 0.5321 0.044 Uiso 1 1 calc R A . 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 N2 0.067(2) 0.084(3) 0.048(2) 0.014(2) -0.0146(19) -0.009(2) C24 0.063(3) 0.044(3) 0.091(4) 0.026(3) -0.010(3) -0.020(2) C25 0.101(4) 0.053(3) 0.101(4) 0.028(3) -0.027(4) -0.029(3) C26 0.107(4) 0.071(4) 0.108(4) 0.035(3) -0.028(4) -0.021(3) C27 0.057(2) 0.095(3) 0.039(2) -0.007(2) -0.012(2) -0.001(3) C28 0.063(3) 0.079(3) 0.056(3) -0.010(3) -0.025(3) 0.004(3) C29 0.084(3) 0.069(3) 0.059(3) 0.019(3) -0.021(3) -0.010(3) C30 0.107(4) 0.080(4) 0.049(3) 0.002(3) -0.015(3) -0.003(3) C31 0.101(3) 0.078(4) 0.056(3) 0.004(3) -0.012(3) -0.001(3) N2' 0.067(2) 0.084(3) 0.048(2) 0.014(2) -0.0146(19) -0.009(2) C24' 0.063(3) 0.044(3) 0.091(4) 0.026(3) -0.010(3) -0.020(2) C25' 0.101(4) 0.053(3) 0.101(4) 0.028(3) -0.027(4) -0.029(3) C27' 0.057(2) 0.095(3) 0.039(2) -0.007(2) -0.012(2) -0.001(3) C26' 0.107(4) 0.071(4) 0.108(4) 0.035(3) -0.028(4) -0.021(3) C28' 0.063(3) 0.079(3) 0.056(3) -0.010(3) -0.025(3) 0.004(3) C29' 0.084(3) 0.069(3) 0.059(3) 0.019(3) -0.021(3) -0.010(3) C30' 0.107(4) 0.080(4) 0.049(3) 0.002(3) -0.015(3) -0.003(3) C31' 0.101(3) 0.078(4) 0.056(3) 0.004(3) -0.012(3) -0.001(3) Cu1 0.0201(2) 0.0271(2) 0.0210(2) 0.00113(17) 0.00060(17) -0.00151(17) Cu2 0.0202(2) 0.0265(2) 0.0192(2) 0.00028(16) 0.00047(17) -0.00161(16) O1 0.0204(13) 0.0429(16) 0.0465(16) 0.0092(13) 0.0020(12) 0.0022(12) O2 0.0229(13) 0.0396(15) 0.0369(15) 0.0061(12) 0.0024(11) 0.0039(11) O3 0.0240(13) 0.0339(15) 0.0470(16) 0.0103(12) 0.0025(12) 0.0000(11) O4 0.0209(12) 0.0335(14) 0.0446(16) 0.0054(12) 0.0016(11) -0.0011(11) O5 0.0355(16) 0.0403(17) 0.086(2) 0.0256(16) 0.0033(16) -0.0017(13) O6 0.0384(15) 0.0386(15) 0.0222(13) -0.0017(11) 0.0015(11) -0.0062(12) O7 0.0460(16) 0.0364(15) 0.0238(13) -0.0051(11) 0.0012(12) -0.0057(13) O8 0.0497(16) 0.0284(14) 0.0226(13) 0.0013(11) 0.0008(12) 0.0047(12) O9 0.0531(17) 0.0359(15) 0.0209(13) 0.0021(11) 0.0072(12) 0.0116(13) O10 0.150(4) 0.0288(16) 0.0404(18) -0.0072(14) 0.027(2) -0.0226(19) O11 0.0470(16) 0.0355(15) 0.0362(15) 0.0032(12) 0.0055(13) -0.0068(12) N1 0.0274(16) 0.0340(17) 0.0321(17) 0.0045(14) 0.0054(13) 0.0003(13) C1 0.0210(17) 0.035(2) 0.0277(18) -0.0030(16) 0.0013(15) -0.0009(15) C2 0.0264(19) 0.031(2) 0.0301(19) 0.0029(15) 0.0005(15) 0.0001(15) C3 0.0220(18) 0.031(2) 0.031(2) -0.0020(15) 0.0007(15) -0.0018(14) C4 0.0230(19) 0.034(2) 0.047(2) 0.0038(18) 0.0002(16) 0.0040(16) C5 0.026(2) 0.033(2) 0.048(2) 0.0040(18) 0.0041(17) -0.0025(16) C6 0.0218(18) 0.037(2) 0.041(2) 0.0043(17) 0.0052(16) -0.0027(16) C7 0.0250(18) 0.034(2) 0.0209(18) -0.0033(15) -0.0039(14) 0.0000(15) C8 0.0221(18) 0.034(2) 0.0254(18) -0.0035(16) 0.0003(14) 0.0010(15) C9 0.046(3) 0.046(3) 0.077(3) 0.017(2) 0.003(2) -0.013(2) C10 0.0284(19) 0.031(2) 0.0227(18) -0.0042(15) -0.0005(14) 0.0025(15) C11 0.035(2) 0.0237(18) 0.0262(19) -0.0008(14) -0.0024(15) 0.0014(15) C12 0.0314(19) 0.0285(19) 0.0227(18) 0.0003(15) -0.0008(15) 0.0025(15) C13 0.062(3) 0.031(2) 0.0230(19) -0.0029(16) 0.0055(18) 0.0006(19) C14 0.069(3) 0.026(2) 0.034(2) -0.0018(17) 0.006(2) -0.0030(19) C15 0.049(2) 0.030(2) 0.0238(19) 0.0043(15) 0.0068(17) 0.0011(17) C16 0.0263(18) 0.034(2) 0.0215(18) -0.0034(15) -0.0018(14) 0.0061(15) C17 0.0273(18) 0.031(2) 0.0219(18) 0.0010(15) -0.0038(15) -0.0015(15) C18 0.187(6) 0.049(3) 0.072(4) 0.006(3) 0.036(4) -0.039(4) C19 0.035(2) 0.036(2) 0.060(3) 0.004(2) 0.016(2) 0.0002(18) C20 0.035(2) 0.049(3) 0.067(3) 0.013(2) 0.014(2) 0.0013(19) C21 0.039(2) 0.036(2) 0.055(3) 0.012(2) -0.005(2) -0.0065(18) C22 0.049(3) 0.031(2) 0.048(3) 0.0027(19) 0.002(2) -0.0001(19) C23 0.033(2) 0.036(2) 0.041(2) 0.0049(18) 0.0073(18) 0.0042(17) _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 N2 C31 1.3367(12) . ? N2 C27 1.3426(12) . ? C24 C25 1.4786(13) . ? C24 C21 1.538(5) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.4431(13) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C29 1.5263(13) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.3720(12) . ? C27 H27 0.9300 . ? C28 C29 1.3878(12) . ? C28 H28 0.9300 . ? C29 C30 1.3780(12) . ? C30 C31 1.3680(12) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? N2' C31' 1.3375(12) . ? N2' C27' 1.3405(12) . ? C24' C25' 1.5187(13) . ? C24' C21 1.522(5) . ? C24' H24C 0.9700 . ? C24' H24D 0.9700 . ? C25' C26' 1.3977(12) . ? C25' H25C 0.9700 . ? C25' H25D 0.9700 . ? C27' C28' 1.3638(12) . ? C27' H27' 0.9300 . ? C26' C29' 1.4961(13) . ? C26' H26C 0.9700 . ? C26' H26D 0.9700 . ? C28' C29' 1.3909(12) . ? C28' H28' 0.9300 . ? C29' C30' 1.3868(12) . ? C30' C31' 1.3651(12) . ? C30' H30' 0.9300 . ? C31' H31' 0.9300 . ? Cu1 O3 1.970(2) 4_456 ? Cu1 O1 1.971(2) . ? Cu1 O7 1.972(2) . ? Cu1 O9 1.982(2) 7_565 ? Cu1 N1 2.147(3) . ? Cu1 Cu2 2.6464(6) . ? Cu2 O4 1.952(2) 4_456 ? Cu2 O6 1.963(2) . ? Cu2 O2 1.975(2) . ? Cu2 O8 1.984(2) 7_565 ? Cu2 O11 2.197(2) . ? O1 C7 1.245(4) . ? O2 C7 1.264(4) . ? O3 C8 1.255(4) . ? O3 Cu1 1.970(2) 4_556 ? O4 C8 1.258(4) . ? O4 Cu2 1.952(2) 4_556 ? O5 C5 1.372(5) . ? O5 C9 1.417(5) . ? O6 C16 1.261(4) . ? O7 C16 1.263(4) . ? O8 C17 1.255(4) . ? O8 Cu2 1.984(2) 7_566 ? O9 C17 1.256(4) . ? O9 Cu1 1.982(2) 7_566 ? O10 C14 1.367(5) . ? O10 C18 1.411(6) . ? O11 H1W 0.8200 . ? O11 H2W 0.8281 . ? N1 C23 1.328(5) . ? N1 C19 1.336(5) . ? C1 C2 1.379(5) . ? C1 C6 1.403(5) . ? C1 C7 1.508(5) . ? C2 C3 1.388(5) . ? C2 H2 0.9300 . ? C3 C4 1.388(5) . ? C3 C8 1.505(5) . ? C4 C5 1.382(5) . ? C4 H4 0.9300 . ? C5 C6 1.378(5) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.379(5) . ? C10 C15 1.397(5) . ? C10 C16 1.503(5) . ? C11 C12 1.399(5) . ? C11 H11A 0.9300 . ? C12 C13 1.372(5) . ? C12 C17 1.498(5) . ? C13 C14 1.387(5) . ? C13 H13 0.9300 . ? C14 C15 1.387(5) . ? C15 H15 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.380(6) . ? C19 H19 0.9300 . ? C20 C21 1.375(6) . ? C20 H20 0.9300 . ? C21 C22 1.385(6) . ? C22 C23 1.373(5) . ? C22 H22 0.9300 . ? C23 H23 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 C31 N2 C27 118.1 . . ? C25 C24 C21 112.7(3) . . ? C25 C24 H24A 109.1 . . ? C21 C24 H24A 109.1 . . ? C25 C24 H24B 109.1 . . ? C21 C24 H24B 109.1 . . ? H24A C24 H24B 107.8 . . ? C26 C25 C24 120.5 . . ? C26 C25 H25A 107.2 . . ? C24 C25 H25A 107.2 . . ? C26 C25 H25B 107.2 . . ? C24 C25 H25B 107.2 . . ? H25A C25 H25B 106.8 . . ? C25 C26 C29 113.3 . . ? C25 C26 H26A 108.9 . . ? C29 C26 H26A 108.9 . . ? C25 C26 H26B 108.9 . . ? C29 C26 H26B 108.9 . . ? H26A C26 H26B 107.7 . . ? N2 C27 C28 122.8 . . ? N2 C27 H27 118.6 . . ? C28 C27 H27 118.6 . . ? C27 C28 C29 118.2 . . ? C27 C28 H28 120.9 . . ? C29 C28 H28 120.9 . . ? C30 C29 C28 119.5 . . ? C30 C29 C26 120.6 . . ? C28 C29 C26 119.9 . . ? C31 C30 C29 118.5 . . ? C31 C30 H30 120.7 . . ? C29 C30 H30 120.7 . . ? N2 C31 C30 122.9 . . ? N2 C31 H31 118.5 . . ? C30 C31 H31 118.5 . . ? C31' N2' C27' 117.9 . . ? C25' C24' C21 113.6(3) . . ? C25' C24' H24C 108.8 . . ? C21 C24' H24C 108.8 . . ? C25' C24' H24D 108.8 . . ? C21 C24' H24D 108.8 . . ? H24C C24' H24D 107.7 . . ? C26' C25' C24' 117.9 . . ? C26' C25' H25C 107.8 . . ? C24' C25' H25C 107.8 . . ? C26' C25' H25D 107.8 . . ? C24' C25' H25D 107.8 . . ? H25C C25' H25D 107.2 . . ? N2' C27' C28' 123.0 . . ? N2' C27' H27' 118.5 . . ? C28' C27' H27' 118.5 . . ? C25' C26' C29' 122.1 . . ? C25' C26' H26C 106.8 . . ? C29' C26' H26C 106.8 . . ? C25' C26' H26D 106.8 . . ? C29' C26' H26D 106.8 . . ? H26C C26' H26D 106.7 . . ? C27' C28' C29' 118.8 . . ? C27' C28' H28' 120.6 . . ? C29' C28' H28' 120.6 . . ? C30' C29' C28' 118.4 . . ? C30' C29' C26' 123.4 . . ? C28' C29' C26' 118.3 . . ? C31' C30' C29' 119.0 . . ? C31' C30' H30' 120.5 . . ? C29' C30' H30' 120.5 . . ? N2' C31' C30' 122.9 . . ? N2' C31' H31' 118.6 . . ? C30' C31' H31' 118.6 . . ? O3 Cu1 O1 167.64(11) 4_456 . ? O3 Cu1 O7 91.32(11) 4_456 . ? O1 Cu1 O7 88.60(11) . . ? O3 Cu1 O9 90.46(11) 4_456 7_565 ? O1 Cu1 O9 86.43(11) . 7_565 ? O7 Cu1 O9 164.65(11) . 7_565 ? O3 Cu1 N1 93.95(11) 4_456 . ? O1 Cu1 N1 97.94(11) . . ? O7 Cu1 N1 106.12(11) . . ? O9 Cu1 N1 88.96(11) 7_565 . ? O3 Cu1 Cu2 81.71(7) 4_456 . ? O1 Cu1 Cu2 86.04(8) . . ? O7 Cu1 Cu2 82.38(8) . . ? O9 Cu1 Cu2 82.80(7) 7_565 . ? N1 Cu1 Cu2 170.63(8) . . ? O4 Cu2 O6 90.02(11) 4_456 . ? O4 Cu2 O2 168.04(10) 4_456 . ? O6 Cu2 O2 89.50(11) . . ? O4 Cu2 O8 88.58(11) 4_456 7_565 ? O6 Cu2 O8 170.57(10) . 7_565 ? O2 Cu2 O8 89.95(11) . 7_565 ? O4 Cu2 O11 93.09(10) 4_456 . ? O6 Cu2 O11 103.45(10) . . ? O2 Cu2 O11 98.64(10) . . ? O8 Cu2 O11 85.94(10) 7_565 . ? O4 Cu2 Cu1 86.23(7) 4_456 . ? O6 Cu2 Cu1 85.82(7) . . ? O2 Cu2 Cu1 81.81(7) . . ? O8 Cu2 Cu1 84.78(7) 7_565 . ? O11 Cu2 Cu1 170.71(7) . . ? C7 O1 Cu1 120.6(2) . . ? C7 O2 Cu2 125.1(2) . . ? C8 O3 Cu1 124.9(2) . 4_556 ? C8 O4 Cu2 120.0(2) . 4_556 ? C5 O5 C9 117.4(3) . . ? C16 O6 Cu2 121.2(2) . . ? C16 O7 Cu1 124.7(2) . . ? C17 O8 Cu2 120.6(2) . 7_566 ? C17 O9 Cu1 123.8(2) . 7_566 ? C14 O10 C18 118.5(4) . . ? Cu2 O11 H1W 109.6 . . ? Cu2 O11 H2W 99.9 . . ? H1W O11 H2W 113.0 . . ? C23 N1 C19 116.3(3) . . ? C23 N1 Cu1 119.6(2) . . ? C19 N1 Cu1 122.7(3) . . ? C2 C1 C6 120.1(3) . . ? C2 C1 C7 121.1(3) . . ? C6 C1 C7 118.8(3) . . ? C1 C2 C3 119.9(3) . . ? C1 C2 H2 120.0 . . ? C3 C2 H2 120.0 . . ? C4 C3 C2 120.0(3) . . ? C4 C3 C8 119.6(3) . . ? C2 C3 C8 120.4(3) . . ? C5 C4 C3 120.1(3) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? O5 C5 C6 124.4(3) . . ? O5 C5 C4 115.3(3) . . ? C6 C5 C4 120.3(4) . . ? C5 C6 C1 119.6(3) . . ? C5 C6 H6 120.2 . . ? C1 C6 H6 120.2 . . ? O1 C7 O2 125.9(3) . . ? O1 C7 C1 117.6(3) . . ? O2 C7 C1 116.5(3) . . ? O3 C8 O4 126.3(3) . . ? O3 C8 C3 117.2(3) . . ? O4 C8 C3 116.5(3) . . ? 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 120.3(3) . . ? C11 C10 C16 119.7(3) . . ? C15 C10 C16 120.0(3) . . ? C10 C11 C12 119.8(3) . . ? C10 C11 H11A 120.1 . . ? C12 C11 H11A 120.1 . . ? C13 C12 C11 119.8(3) . . ? C13 C12 C17 118.3(3) . . ? C11 C12 C17 121.8(3) . . ? C12 C13 C14 120.5(4) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? O10 C14 C15 125.2(4) . . ? O10 C14 C13 114.7(4) . . ? C15 C14 C13 120.2(4) . . ? C14 C15 C10 119.3(3) . . ? C14 C15 H15 120.3 . . ? C10 C15 H15 120.3 . . ? O6 C16 O7 125.6(3) . . ? O6 C16 C10 117.6(3) . . ? O7 C16 C10 116.7(3) . . ? O8 C17 O9 125.9(3) . . ? O8 C17 C12 117.4(3) . . ? O9 C17 C12 116.6(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 . . ? N1 C19 C20 122.8(4) . . ? N1 C19 H19 118.6 . . ? C20 C19 H19 118.6 . . ? C21 C20 C19 120.7(4) . . ? C21 C20 H20 119.6 . . ? C19 C20 H20 119.6 . . ? C20 C21 C22 116.3(4) . . ? C20 C21 C24' 122.5(4) . . ? C22 C21 C24' 120.9(4) . . ? C20 C21 C24 122.5(4) . . ? C22 C21 C24 120.5(4) . . ? C24' C21 C24 12.6 . . ? C23 C22 C21 119.6(4) . . ? C23 C22 H22 120.2 . . ? C21 C22 H22 120.2 . . ? N1 C23 C22 124.3(4) . . ? N1 C23 H23 117.9 . . ? C22 C23 H23 117.9 . . ? 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 C21 C24 C25 C26 -174.0(3) . . . . ? C24 C25 C26 C29 152.0 . . . . ? C31 N2 C27 C28 -0.5 . . . . ? N2 C27 C28 C29 0.6 . . . . ? C27 C28 C29 C30 -1.1 . . . . ? C27 C28 C29 C26 -179.6 . . . . ? C25 C26 C29 C30 -128.1 . . . . ? C25 C26 C29 C28 50.4 . . . . ? C28 C29 C30 C31 1.5 . . . . ? C26 C29 C30 C31 -180.0 . . . . ? C27 N2 C31 C30 1.0 . . . . ? C29 C30 C31 N2 -1.5 . . . . ? C21 C24' C25' C26' 40.0(3) . . . . ? C31' N2' C27' C28' -0.1 . . . . ? C24' C25' C26' C29' 171.9 . . . . ? N2' C27' C28' C29' 0.5 . . . . ? C27' C28' C29' C30' -0.4 . . . . ? C27' C28' C29' C26' -179.7 . . . . ? C25' C26' C29' C30' 24.3 . . . . ? C25' C26' C29' C28' -156.5 . . . . ? C28' C29' C30' C31' -0.1 . . . . ? C26' C29' C30' C31' 179.1 . . . . ? C27' N2' C31' C30' -0.5 . . . . ? C29' C30' C31' N2' 0.6 . . . . ? O3 Cu1 Cu2 O4 5.69(11) 4_456 . . 4_456 ? O1 Cu1 Cu2 O4 -175.89(11) . . . 4_456 ? O7 Cu1 Cu2 O4 -86.77(11) . . . 4_456 ? O9 Cu1 Cu2 O4 97.22(11) 7_565 . . 4_456 ? N1 Cu1 Cu2 O4 68.6(5) . . . 4_456 ? O3 Cu1 Cu2 O6 95.99(11) 4_456 . . . ? O1 Cu1 Cu2 O6 -85.60(11) . . . . ? O7 Cu1 Cu2 O6 3.52(11) . . . . ? O9 Cu1 Cu2 O6 -172.49(11) 7_565 . . . ? N1 Cu1 Cu2 O6 158.9(5) . . . . ? O3 Cu1 Cu2 O2 -173.92(11) 4_456 . . . ? O1 Cu1 Cu2 O2 4.49(11) . . . . ? O7 Cu1 Cu2 O2 93.61(11) . . . . ? O9 Cu1 Cu2 O2 -82.40(11) 7_565 . . . ? N1 Cu1 Cu2 O2 -111.0(5) . . . . ? O3 Cu1 Cu2 O8 -83.22(11) 4_456 . . 7_565 ? O1 Cu1 Cu2 O8 95.19(11) . . . 7_565 ? O7 Cu1 Cu2 O8 -175.69(11) . . . 7_565 ? O9 Cu1 Cu2 O8 8.30(11) 7_565 . . 7_565 ? N1 Cu1 Cu2 O8 -20.3(5) . . . 7_565 ? O3 Cu1 Cu2 O11 -80.4(5) 4_456 . . . ? O1 Cu1 Cu2 O11 98.0(5) . . . . ? O7 Cu1 Cu2 O11 -172.9(5) . . . . ? O9 Cu1 Cu2 O11 11.1(5) 7_565 . . . ? N1 Cu1 Cu2 O11 -17.5(7) . . . . ? O3 Cu1 O1 C7 0.6(7) 4_456 . . . ? O7 Cu1 O1 C7 -89.2(3) . . . . ? O9 Cu1 O1 C7 76.2(3) 7_565 . . . ? N1 Cu1 O1 C7 164.7(3) . . . . ? Cu2 Cu1 O1 C7 -6.8(3) . . . . ? O4 Cu2 O2 C7 -5.8(7) 4_456 . . . ? O6 Cu2 O2 C7 81.9(3) . . . . ? O8 Cu2 O2 C7 -88.7(3) 7_565 . . . ? O11 Cu2 O2 C7 -174.6(3) . . . . ? Cu1 Cu2 O2 C7 -4.0(3) . . . . ? O4 Cu2 O6 C16 83.0(3) 4_456 . . . ? O2 Cu2 O6 C16 -85.0(3) . . . . ? O8 Cu2 O6 C16 1.6(8) 7_565 . . . ? O11 Cu2 O6 C16 176.2(3) . . . . ? Cu1 Cu2 O6 C16 -3.2(3) . . . . ? O3 Cu1 O7 C16 -86.7(3) 4_456 . . . ? O1 Cu1 O7 C16 80.9(3) . . . . ? O9 Cu1 O7 C16 9.9(6) 7_565 . . . ? N1 Cu1 O7 C16 178.8(3) . . . . ? Cu2 Cu1 O7 C16 -5.3(3) . . . . ? O3 Cu1 N1 C23 132.4(3) 4_456 . . . ? O1 Cu1 N1 C23 -44.2(3) . . . . ? O7 Cu1 N1 C23 -135.1(3) . . . . ? O9 Cu1 N1 C23 42.0(3) 7_565 . . . ? Cu2 Cu1 N1 C23 70.4(6) . . . . ? O3 Cu1 N1 C19 -33.7(3) 4_456 . . . ? O1 Cu1 N1 C19 149.7(3) . . . . ? O7 Cu1 N1 C19 58.8(3) . . . . ? O9 Cu1 N1 C19 -124.1(3) 7_565 . . . ? Cu2 Cu1 N1 C19 -95.7(6) . . . . ? C6 C1 C2 C3 -0.8(5) . . . . ? C7 C1 C2 C3 177.3(3) . . . . ? C1 C2 C3 C4 0.5(5) . . . . ? C1 C2 C3 C8 -178.9(3) . . . . ? C2 C3 C4 C5 0.1(6) . . . . ? C8 C3 C4 C5 179.5(3) . . . . ? C9 O5 C5 C6 -0.3(6) . . . . ? C9 O5 C5 C4 179.1(4) . . . . ? C3 C4 C5 O5 -180.0(3) . . . . ? C3 C4 C5 C6 -0.5(6) . . . . ? O5 C5 C6 C1 179.7(4) . . . . ? C4 C5 C6 C1 0.3(6) . . . . ? C2 C1 C6 C5 0.4(6) . . . . ? C7 C1 C6 C5 -177.7(3) . . . . ? Cu1 O1 C7 O2 6.2(5) . . . . ? Cu1 O1 C7 C1 -173.7(2) . . . . ? Cu2 O2 C7 O1 0.0(5) . . . . ? Cu2 O2 C7 C1 179.9(2) . . . . ? C2 C1 C7 O1 -175.5(3) . . . . ? C6 C1 C7 O1 2.6(5) . . . . ? C2 C1 C7 O2 4.6(5) . . . . ? C6 C1 C7 O2 -177.3(3) . . . . ? Cu1 O3 C8 O4 -2.7(5) 4_556 . . . ? Cu1 O3 C8 C3 176.3(2) 4_556 . . . ? Cu2 O4 C8 O3 10.4(5) 4_556 . . . ? Cu2 O4 C8 C3 -168.7(2) 4_556 . . . ? C4 C3 C8 O3 -179.0(3) . . . . ? C2 C3 C8 O3 0.4(5) . . . . ? C4 C3 C8 O4 0.1(5) . . . . ? C2 C3 C8 O4 179.5(3) . . . . ? C15 C10 C11 C12 1.9(5) . . . . ? C16 C10 C11 C12 -176.1(3) . . . . ? C10 C11 C12 C13 1.2(5) . . . . ? C10 C11 C12 C17 -176.1(3) . . . . ? C11 C12 C13 C14 -3.2(6) . . . . ? C17 C12 C13 C14 174.2(4) . . . . ? C18 O10 C14 C15 -10.3(8) . . . . ? C18 O10 C14 C13 170.8(5) . . . . ? C12 C13 C14 O10 -179.1(4) . . . . ? C12 C13 C14 C15 2.0(7) . . . . ? O10 C14 C15 C10 -177.6(4) . . . . ? C13 C14 C15 C10 1.1(6) . . . . ? C11 C10 C15 C14 -3.1(6) . . . . ? C16 C10 C15 C14 174.9(4) . . . . ? Cu2 O6 C16 O7 0.3(5) . . . . ? Cu2 O6 C16 C10 -177.7(2) . . . . ? Cu1 O7 C16 O6 4.7(5) . . . . ? Cu1 O7 C16 C10 -177.3(2) . . . . ? C11 C10 C16 O6 -163.7(3) . . . . ? C15 C10 C16 O6 18.2(5) . . . . ? C11 C10 C16 O7 18.1(5) . . . . ? C15 C10 C16 O7 -159.9(3) . . . . ? Cu2 O8 C17 O9 -15.9(5) 7_566 . . . ? Cu2 O8 C17 C12 161.1(2) 7_566 . . . ? Cu1 O9 C17 O8 4.6(5) 7_566 . . . ? Cu1 O9 C17 C12 -172.4(2) 7_566 . . . ? C13 C12 C17 O8 -148.3(4) . . . . ? C11 C12 C17 O8 29.1(5) . . . . ? C13 C12 C17 O9 29.0(5) . . . . ? C11 C12 C17 O9 -153.6(3) . . . . ? C23 N1 C19 C20 -0.4(6) . . . . ? Cu1 N1 C19 C20 166.2(3) . . . . ? N1 C19 C20 C21 1.1(7) . . . . ? C19 C20 C21 C22 -0.7(7) . . . . ? C19 C20 C21 C24' -174.8(4) . . . . ? C19 C20 C21 C24 170.2(4) . . . . ? C25' C24' C21 C20 -126.0(4) . . . . ? C25' C24' C21 C22 60.2(5) . . . . ? C25' C24' C21 C24 -31.79(15) . . . . ? C25 C24 C21 C20 -89.1(4) . . . . ? C25 C24 C21 C22 81.5(4) . . . . ? C25 C24 C21 C24' 177.06(8) . . . . ? C20 C21 C22 C23 -0.2(6) . . . . ? C24' C21 C22 C23 173.9(4) . . . . ? C24 C21 C22 C23 -171.4(4) . . . . ? C19 N1 C23 C22 -0.7(6) . . . . ? Cu1 N1 C23 C22 -167.7(3) . . . . ? C21 C22 C23 N1 1.0(6) . . . . ? 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 O10 0.82 2.37 3.122(4) 152.3 2_664 O11 H2W N2 0.83 1.96 2.767(4) 165.8 2_654 O11 H2W N2' 0.83 2.02 2.845(14) 171.4 2_654 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.005 _refine_diff_density_min -0.989 _refine_diff_density_rms 0.082 # Attachment '4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 748771' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C53 H52 Cu3 N4 O18' _chemical_formula_weight 1223.61 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 Cc 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' _cell_length_a 17.7239(18) _cell_length_b 15.9708(16) _cell_length_c 19.4016(19) _cell_angle_alpha 90.00 _cell_angle_beta 98.1520(10) _cell_angle_gamma 90.00 _cell_volume 5436.4(9) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 5157 _cell_measurement_theta_min 2.55 _cell_measurement_theta_max 28.17 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.48 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.495 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2516 _exptl_absorpt_coefficient_mu 1.239 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.5876 _exptl_absorpt_correction_T_max 0.7535 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 19160 _diffrn_reflns_av_R_equivalents 0.0171 _diffrn_reflns_av_sigmaI/netI 0.0252 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.55 _diffrn_reflns_theta_max 25.50 _reflns_number_total 9476 _reflns_number_gt 9120 _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^)+(0.0351P)^2^+12.6810P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.543(9) _refine_ls_number_reflns 9476 _refine_ls_number_parameters 706 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0801 _refine_ls_wR_factor_gt 0.0789 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.85647(2) -0.05567(2) 0.174110(19) 0.02034(9) Uani 1 1 d . . . Cu2 Cu 0.77841(2) 0.07211(3) 0.217455(18) 0.02036(10) Uani 1 1 d . . . Cu3 Cu 0.31700(3) 0.01092(3) 0.20920(2) 0.03041(11) Uani 1 1 d . . . O1 O 0.75498(15) -0.10775(17) 0.14948(16) 0.0361(6) Uani 1 1 d . . . O2 O 0.69134(15) -0.00183(16) 0.19051(15) 0.0335(6) Uani 1 1 d . . . O3 O 0.41285(15) -0.01129(18) 0.17237(15) 0.0351(7) Uani 1 1 d . . . O4 O 0.35531(18) -0.13539(19) 0.16053(17) 0.0448(7) Uani 1 1 d . . . O5 O 0.56186(19) -0.3206(2) 0.0718(2) 0.0503(9) Uani 1 1 d . . . O6 O 0.77833(16) 0.10714(18) 0.11838(13) 0.0334(6) Uani 1 1 d . . . O7 O 0.84130(16) -0.00229(17) 0.08158(13) 0.0342(6) Uani 1 1 d . . . O8 O 0.79784(17) -0.01241(17) -0.19018(13) 0.0353(6) Uani 1 1 d . . . O9 O 0.85879(17) 0.09575(18) -0.23025(13) 0.0345(6) Uani 1 1 d . . . O10 O 0.8132(3) 0.32230(18) -0.06982(16) 0.0603(10) Uani 1 1 d . . . O11 O 0.87529(15) 0.12876(17) 0.24279(15) 0.0339(6) Uani 1 1 d . . . O12 O 0.94133(15) 0.02320(17) 0.20519(15) 0.0337(6) Uani 1 1 d . . . O13 O 1.22129(15) 0.03325(18) 0.24473(14) 0.0337(6) Uani 1 1 d . . . O14 O 1.27610(16) 0.15840(19) 0.24673(16) 0.0413(7) Uani 1 1 d . . . O15 O 1.06285(18) 0.3457(2) 0.32492(19) 0.0479(8) Uani 1 1 d . . . O16 O 0.8735(4) -0.1714(4) -0.1008(3) 0.131(2) Uani 1 1 d . . . H1W H 0.8540 -0.1297 -0.1240 0.197 Uiso 1 1 d R . . H2W H 0.8478 -0.1897 -0.0708 0.197 Uiso 1 1 d R . . O17 O 1.0197(6) -0.1004(6) -0.0694(3) 0.225(5) Uani 1 1 d . . . H3W H 1.0490 -0.1181 -0.0990 0.337 Uiso 1 1 d R . . H4W H 0.9788 -0.1305 -0.0719 0.337 Uiso 1 1 d R . . O18 O 0.7688(6) -0.1555(5) -0.0035(4) 0.182(4) Uani 1 1 d . . . H5W H 0.7727 -0.1564 0.0399 0.273 Uiso 1 1 d R . . H6W H 0.7228 -0.1590 -0.0221 0.273 Uiso 1 1 d R . . N1 N 0.92766(19) -0.1551(2) 0.14451(17) 0.0293(7) Uani 1 1 d . . . N2 N 0.8691(2) -0.4838(2) -0.19508(18) 0.0372(8) Uani 1 1 d . . . N3 N 0.70842(19) 0.1712(2) 0.24846(16) 0.0281(7) Uani 1 1 d . . . N4 N 0.76224(19) 0.4623(2) 0.61365(17) 0.0341(7) Uani 1 1 d . . . C1 C 0.6207(2) -0.1191(2) 0.14362(19) 0.0270(8) Uani 1 1 d . . . C2 C 0.5528(2) -0.0830(2) 0.15641(19) 0.0266(8) Uani 1 1 d . . . H2 H 0.5528 -0.0297 0.1756 0.032 Uiso 1 1 calc R . . C3 C 0.4852(2) -0.1268(2) 0.1405(2) 0.0283(8) Uani 1 1 d . . . C4 C 0.4856(2) -0.2069(3) 0.1119(2) 0.0335(9) Uani 1 1 d . . . H4 H 0.4402 -0.2364 0.1014 0.040 Uiso 1 1 calc R . . C5 C 0.5535(2) -0.2425(3) 0.0990(2) 0.0357(10) Uani 1 1 d . . . C6 C 0.6217(2) -0.1985(3) 0.1156(2) 0.0334(9) Uani 1 1 d . . . H6 H 0.6675 -0.2226 0.1077 0.040 Uiso 1 1 calc R . . C7 C 0.6948(2) -0.0726(2) 0.16259(19) 0.0246(8) Uani 1 1 d . . . C8 C 0.4118(2) -0.0899(3) 0.1588(2) 0.0312(9) Uani 1 1 d . . . C9 C 0.4947(3) -0.3685(3) 0.0531(3) 0.0533(13) Uani 1 1 d . . . H9A H 0.4680 -0.3738 0.0926 0.080 Uiso 1 1 calc R . . H9B H 0.5082 -0.4231 0.0381 0.080 Uiso 1 1 calc R . . H9C H 0.4626 -0.3411 0.0159 0.080 Uiso 1 1 calc R . . C10 C 0.8083(2) 0.1095(2) 0.00336(18) 0.0257(8) Uani 1 1 d . . . C11 C 0.8188(3) 0.0634(2) -0.0550(2) 0.0260(6) Uani 1 1 d . . . H11 H 0.8209 0.0053 -0.0529 0.031 Uiso 1 1 calc R . . C12 C 0.8262(2) 0.1050(2) -0.11710(18) 0.0254(7) Uani 1 1 d . . . C13 C 0.8257(2) 0.1917(2) -0.11992(19) 0.0294(8) Uani 1 1 d . . . H13 H 0.8335 0.2191 -0.1606 0.035 Uiso 1 1 calc R . . C14 C 0.8132(3) 0.2376(2) -0.0610(2) 0.0351(8) Uani 1 1 d . . . C15 C 0.8029(2) 0.1969(2) -0.00009(19) 0.0307(9) Uani 1 1 d . . . H15 H 0.7923 0.2274 0.0383 0.037 Uiso 1 1 calc R . . C16 C 0.8079(2) 0.0681(2) 0.07299(19) 0.0241(8) Uani 1 1 d . . . C17 C 0.8285(2) 0.0581(2) -0.18431(19) 0.0257(8) Uani 1 1 d . . . C18 C 0.7849(5) 0.3717(3) -0.0197(3) 0.084(2) Uani 1 1 d . . . H18A H 0.7313 0.3619 -0.0214 0.126 Uiso 1 1 calc R . . H18B H 0.7935 0.4297 -0.0289 0.126 Uiso 1 1 calc R . . H18C H 0.8107 0.3574 0.0257 0.126 Uiso 1 1 calc R . . C19 C 1.0089(2) 0.1419(2) 0.25397(19) 0.0273(8) Uani 1 1 d . . . C20 C 1.0790(2) 0.1054(2) 0.24586(19) 0.0285(8) Uani 1 1 d . . . H20 H 1.0810 0.0513 0.2286 0.034 Uiso 1 1 calc R . . C21 C 1.1456(2) 0.1514(3) 0.2641(2) 0.0291(8) Uani 1 1 d . . . C22 C 1.1428(2) 0.2316(3) 0.2903(2) 0.0318(9) Uani 1 1 d . . . H22 H 1.1876 0.2618 0.3021 0.038 Uiso 1 1 calc R . . C23 C 1.0729(2) 0.2676(3) 0.2993(2) 0.0342(9) Uani 1 1 d . . . C24 C 1.0060(2) 0.2218(2) 0.2803(2) 0.0322(8) Uani 1 1 d . . . H24 H 0.9592 0.2455 0.2854 0.039 Uiso 1 1 calc R . . C25 C 0.9363(2) 0.0943(2) 0.23217(19) 0.0269(8) Uani 1 1 d . . . C26 C 1.2207(2) 0.1139(3) 0.25149(19) 0.0304(9) Uani 1 1 d . . . C27 C 1.1286(3) 0.3953(3) 0.3455(3) 0.0491(12) Uani 1 1 d . . . H27A H 1.1615 0.3671 0.3818 0.074 Uiso 1 1 calc R . . H27B H 1.1137 0.4484 0.3623 0.074 Uiso 1 1 calc R . . H27C H 1.1552 0.4039 0.3063 0.074 Uiso 1 1 calc R . . C28 C 0.9255(2) -0.2334(2) 0.1683(2) 0.0310(8) Uani 1 1 d . . . H28 H 0.8891 -0.2466 0.1967 0.037 Uiso 1 1 calc R . . C29 C 0.9743(2) -0.2955(3) 0.1530(2) 0.0346(9) Uani 1 1 d . . . H29 H 0.9709 -0.3489 0.1716 0.041 Uiso 1 1 calc R . . C30 C 1.0286(2) -0.2786(3) 0.1101(2) 0.0321(9) Uani 1 1 d . . . C31 C 1.0302(3) -0.1981(3) 0.0845(3) 0.0441(11) Uani 1 1 d . . . H31 H 1.0651 -0.1838 0.0550 0.053 Uiso 1 1 calc R . . C32 C 0.9798(3) -0.1385(3) 0.1027(3) 0.0432(11) Uani 1 1 d . . . H32 H 0.9822 -0.0846 0.0852 0.052 Uiso 1 1 calc R . . C33 C 1.0814(3) -0.3452(3) 0.0884(2) 0.0415(11) Uani 1 1 d . . . H33A H 1.0848 -0.3910 0.1215 0.050 Uiso 1 1 calc R . . H33B H 1.1320 -0.3217 0.0895 0.050 Uiso 1 1 calc R . . C34 C 1.0536(3) -0.3791(3) 0.0149(2) 0.0453(11) Uani 1 1 d . . . H34A H 1.0471 -0.3328 -0.0178 0.054 Uiso 1 1 calc R . . H34B H 1.0919 -0.4163 0.0009 0.054 Uiso 1 1 calc R . . C35 C 0.9790(4) -0.4259(4) 0.0119(3) 0.0617(15) Uani 1 1 d . . . H35A H 0.9440 -0.3924 0.0346 0.074 Uiso 1 1 calc R . . H35B H 0.9880 -0.4777 0.0378 0.074 Uiso 1 1 calc R . . C36 C 0.8723(3) -0.4061(3) -0.1708(3) 0.0472(11) Uani 1 1 d . . . H36 H 0.8496 -0.3635 -0.1993 0.057 Uiso 1 1 calc R . . C37 C 0.9080(3) -0.3857(3) -0.1048(2) 0.0522(12) Uani 1 1 d . . . H37 H 0.9091 -0.3303 -0.0898 0.063 Uiso 1 1 calc R . . C38 C 0.9415(3) -0.4463(3) -0.0619(2) 0.0441(11) Uani 1 1 d . . . C39 C 0.9396(3) -0.5271(3) -0.0872(3) 0.0626(15) Uani 1 1 d . . . H39 H 0.9630 -0.5703 -0.0599 0.075 Uiso 1 1 calc R . . C40 C 0.9028(3) -0.5429(3) -0.1530(3) 0.0585(13) Uani 1 1 d . . . H40 H 0.9014 -0.5979 -0.1690 0.070 Uiso 1 1 calc R . . C41 C 0.7166(2) 0.2517(3) 0.2308(2) 0.0337(9) Uani 1 1 d . . . H41 H 0.7554 0.2658 0.2053 0.040 Uiso 1 1 calc R . . C42 C 0.6693(3) 0.3140(3) 0.2491(2) 0.0426(11) Uani 1 1 d . . . H42 H 0.6765 0.3690 0.2358 0.051 Uiso 1 1 calc R . . C43 C 0.6109(3) 0.2950(3) 0.2874(2) 0.0389(11) Uani 1 1 d . . . C44 C 0.6029(3) 0.2137(3) 0.3038(3) 0.0463(12) Uani 1 1 d . . . H44 H 0.5641 0.1982 0.3288 0.056 Uiso 1 1 calc R . . C45 C 0.6512(3) 0.1531(3) 0.2841(2) 0.0396(11) Uani 1 1 d . . . H45 H 0.6436 0.0977 0.2960 0.048 Uiso 1 1 calc R . . C46 C 0.5596(3) 0.3619(4) 0.3115(3) 0.0607(16) Uani 1 1 d . . . H46A H 0.5073 0.3421 0.3047 0.073 Uiso 1 1 calc R . . H46B H 0.5620 0.4120 0.2837 0.073 Uiso 1 1 calc R . . C47 C 0.5838(4) 0.3834(4) 0.3895(3) 0.0745(18) Uani 1 1 d . . . H47A H 0.5472 0.4219 0.4046 0.089 Uiso 1 1 calc R . . H47B H 0.5836 0.3327 0.4170 0.089 Uiso 1 1 calc R . . C48 C 0.6593(4) 0.4208(5) 0.4013(4) 0.089(2) Uani 1 1 d . . . H48A H 0.6570 0.4763 0.3807 0.107 Uiso 1 1 calc R . . H48B H 0.6938 0.3873 0.3783 0.107 Uiso 1 1 calc R . . C49 C 0.7873(3) 0.4019(3) 0.5757(3) 0.0501(12) Uani 1 1 d . . . H49 H 0.8297 0.3710 0.5947 0.060 Uiso 1 1 calc R . . C50 C 0.7533(3) 0.3834(4) 0.5097(3) 0.0668(16) Uani 1 1 d . . . H50 H 0.7726 0.3404 0.4851 0.080 Uiso 1 1 calc R . . C51 C 0.6910(3) 0.4278(4) 0.4796(3) 0.0639(16) Uani 1 1 d . . . C52 C 0.6617(3) 0.4873(3) 0.5207(2) 0.0504(12) Uani 1 1 d . . . H52 H 0.6175 0.5166 0.5040 0.060 Uiso 1 1 calc R . . C53 C 0.6993(2) 0.5022(3) 0.5867(2) 0.0400(10) Uani 1 1 d . . . H53 H 0.6794 0.5424 0.6137 0.048 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 0.0191(2) 0.0237(2) 0.0187(2) -0.00102(16) 0.00429(15) 0.00101(18) Cu2 0.0178(2) 0.0238(2) 0.0197(2) -0.00196(16) 0.00355(15) 0.00041(17) Cu3 0.02106(19) 0.0412(3) 0.0286(2) 0.0000(2) 0.00213(17) 0.00627(19) O1 0.0213(14) 0.0347(15) 0.0531(18) -0.0116(13) 0.0073(12) -0.0036(11) O2 0.0242(14) 0.0285(15) 0.0485(16) -0.0101(12) 0.0070(11) -0.0055(11) O3 0.0246(14) 0.0383(17) 0.0430(16) -0.0016(12) 0.0073(12) 0.0025(11) O4 0.0267(16) 0.0509(18) 0.059(2) -0.0054(15) 0.0152(14) -0.0082(15) O5 0.0324(17) 0.0394(18) 0.081(2) -0.0272(16) 0.0157(16) -0.0078(13) O6 0.0380(16) 0.0425(16) 0.0210(13) 0.0051(11) 0.0088(11) 0.0082(12) O7 0.0473(17) 0.0337(15) 0.0226(13) 0.0023(11) 0.0083(12) 0.0063(12) O8 0.0524(18) 0.0332(15) 0.0215(13) -0.0024(11) 0.0091(12) -0.0087(13) O9 0.0445(17) 0.0400(16) 0.0213(13) -0.0046(11) 0.0127(12) -0.0082(13) O10 0.116(3) 0.0222(16) 0.048(2) 0.0004(13) 0.032(2) 0.0061(17) O11 0.0186(13) 0.0347(15) 0.0482(16) -0.0082(12) 0.0038(11) -0.0048(11) O12 0.0231(14) 0.0316(15) 0.0463(16) -0.0107(12) 0.0050(11) -0.0047(11) O13 0.0236(14) 0.0389(17) 0.0396(16) 0.0006(12) 0.0075(12) 0.0058(12) O14 0.0224(15) 0.0509(18) 0.0515(18) -0.0053(14) 0.0081(13) -0.0046(13) O15 0.0350(17) 0.0389(18) 0.071(2) -0.0237(15) 0.0130(15) -0.0097(13) O16 0.192(7) 0.112(4) 0.090(4) 0.031(3) 0.023(4) 0.040(5) O17 0.344(12) 0.261(10) 0.064(4) -0.007(5) 0.011(5) -0.192(9) O18 0.300(11) 0.163(7) 0.100(5) -0.049(5) 0.085(6) -0.107(7) N1 0.0296(19) 0.0288(18) 0.0303(17) -0.0003(13) 0.0069(14) 0.0034(13) N2 0.0308(19) 0.045(2) 0.0355(19) -0.0034(16) 0.0033(15) -0.0077(15) N3 0.0272(18) 0.0286(18) 0.0293(17) -0.0054(13) 0.0072(13) 0.0024(13) N4 0.0282(17) 0.044(2) 0.0305(17) -0.0043(14) 0.0039(14) -0.0061(15) C1 0.0221(19) 0.030(2) 0.0292(18) -0.0007(14) 0.0038(14) -0.0031(15) C2 0.0226(18) 0.0266(19) 0.0307(19) 0.0001(14) 0.0043(14) 0.0001(15) C3 0.025(2) 0.031(2) 0.0297(19) 0.0007(15) 0.0054(15) -0.0021(15) C4 0.0197(19) 0.037(2) 0.044(2) -0.0063(18) 0.0054(17) -0.0064(17) C5 0.033(2) 0.030(2) 0.045(2) -0.0074(17) 0.0091(18) -0.0072(17) C6 0.022(2) 0.036(2) 0.043(2) -0.0046(17) 0.0084(17) -0.0005(16) C7 0.0199(19) 0.028(2) 0.0250(18) 0.0017(14) 0.0014(14) -0.0017(14) C8 0.025(2) 0.042(3) 0.0273(19) 0.0010(16) 0.0044(16) 0.0045(17) C9 0.045(3) 0.046(3) 0.072(3) -0.022(2) 0.020(2) -0.021(2) C10 0.0233(18) 0.036(2) 0.0180(17) 0.0019(14) 0.0036(14) 0.0005(15) C11 0.0282(15) 0.0260(17) 0.0238(15) 0.0018(14) 0.0036(12) -0.0001(15) C12 0.0255(19) 0.0288(19) 0.0213(17) 0.0001(14) 0.0012(14) 0.0011(14) C13 0.038(2) 0.031(2) 0.0206(17) 0.0012(14) 0.0084(15) 0.0026(16) C14 0.047(2) 0.030(2) 0.030(2) -0.0003(16) 0.0099(17) 0.0027(18) C15 0.039(2) 0.031(2) 0.0218(19) -0.0035(15) 0.0050(16) 0.0056(16) C16 0.0230(19) 0.031(2) 0.0184(18) 0.0004(14) 0.0027(14) -0.0030(15) C17 0.026(2) 0.031(2) 0.0201(19) -0.0005(14) 0.0012(15) 0.0055(15) C18 0.148(7) 0.036(3) 0.077(4) -0.007(3) 0.046(4) 0.021(4) C19 0.0202(18) 0.032(2) 0.0300(19) -0.0004(15) 0.0026(14) -0.0013(14) C20 0.027(2) 0.026(2) 0.0321(19) -0.0024(15) 0.0028(15) -0.0006(15) C21 0.0178(19) 0.040(2) 0.0289(19) -0.0027(16) 0.0018(15) 0.0003(16) C22 0.022(2) 0.036(2) 0.037(2) -0.0086(17) 0.0041(17) -0.0083(17) C23 0.026(2) 0.036(2) 0.042(2) -0.0076(18) 0.0080(17) -0.0036(17) C24 0.0221(19) 0.035(2) 0.040(2) -0.0049(16) 0.0050(16) -0.0010(16) C25 0.025(2) 0.031(2) 0.0242(18) 0.0023(15) 0.0021(15) -0.0049(16) C26 0.023(2) 0.045(2) 0.0227(18) -0.0025(16) 0.0000(14) 0.0001(17) C27 0.044(3) 0.043(3) 0.062(3) -0.019(2) 0.013(2) -0.014(2) C28 0.032(2) 0.029(2) 0.032(2) -0.0010(16) 0.0079(16) -0.0049(17) C29 0.041(2) 0.030(2) 0.032(2) -0.0012(16) 0.0004(17) 0.0030(17) C30 0.028(2) 0.037(2) 0.028(2) -0.0070(16) -0.0053(17) 0.0069(18) C31 0.046(3) 0.040(3) 0.052(3) 0.001(2) 0.026(2) 0.009(2) C32 0.045(3) 0.035(2) 0.055(3) 0.008(2) 0.024(2) 0.0082(19) C33 0.037(2) 0.044(3) 0.040(2) -0.0126(19) -0.0069(19) 0.013(2) C34 0.040(3) 0.054(3) 0.041(2) -0.016(2) 0.0029(19) 0.011(2) C35 0.085(4) 0.067(4) 0.033(2) -0.007(2) 0.007(2) -0.028(3) C36 0.046(3) 0.047(3) 0.047(3) 0.003(2) 0.003(2) 0.002(2) C37 0.063(3) 0.049(3) 0.043(3) -0.010(2) 0.003(2) -0.006(2) C38 0.045(3) 0.055(3) 0.031(2) -0.0073(19) 0.0029(19) -0.017(2) C39 0.085(4) 0.052(3) 0.043(3) 0.002(2) -0.020(3) -0.006(3) C40 0.080(4) 0.041(3) 0.048(3) -0.003(2) -0.014(3) -0.004(2) C41 0.040(2) 0.030(2) 0.032(2) -0.0035(16) 0.0068(17) -0.0068(17) C42 0.058(3) 0.028(2) 0.038(2) -0.0057(17) -0.006(2) 0.006(2) C43 0.035(2) 0.045(3) 0.033(2) -0.0179(18) -0.0087(19) 0.014(2) C44 0.034(3) 0.054(3) 0.054(3) -0.013(2) 0.016(2) 0.003(2) C45 0.044(3) 0.027(2) 0.052(3) -0.0021(18) 0.021(2) 0.0008(19) C46 0.053(3) 0.068(4) 0.054(3) -0.030(3) -0.018(2) 0.035(3) C47 0.070(4) 0.081(4) 0.069(4) -0.039(3) 0.000(3) 0.021(3) C48 0.083(5) 0.117(6) 0.071(4) -0.034(4) 0.020(4) -0.024(4) C49 0.045(3) 0.055(3) 0.050(3) -0.008(2) 0.005(2) 0.008(2) C50 0.066(4) 0.076(4) 0.058(3) -0.033(3) 0.007(3) 0.011(3) C51 0.052(3) 0.091(4) 0.047(3) -0.028(3) 0.001(2) -0.006(3) C52 0.041(3) 0.070(3) 0.037(2) -0.007(2) -0.0036(19) 0.004(2) C53 0.042(2) 0.042(2) 0.035(2) -0.0065(17) 0.0032(18) 0.0024(18) _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 1.958(3) 2 ? Cu1 O7 1.971(2) . ? Cu1 O1 1.978(3) . ? Cu1 O12 1.989(3) . ? Cu1 N1 2.157(3) . ? Cu1 Cu2 2.6676(6) . ? Cu2 O11 1.941(3) . ? Cu2 O2 1.955(3) . ? Cu2 O6 2.002(2) . ? Cu2 O8 2.016(3) 2 ? Cu2 N3 2.149(3) . ? Cu3 O13 1.953(3) 1_455 ? Cu3 O3 1.966(3) . ? Cu3 N2 2.001(4) 4_445 ? Cu3 N4 2.013(3) 4_454 ? O1 C7 1.263(5) . ? O2 C7 1.259(4) . ? O3 C8 1.282(5) . ? O4 C8 1.241(5) . ? O5 C5 1.371(5) . ? O5 C9 1.418(5) . ? O6 C16 1.252(5) . ? O7 C16 1.271(5) . ? O8 C17 1.249(5) . ? O8 Cu2 2.016(3) 2_554 ? O9 C17 1.257(5) . ? O9 Cu1 1.958(3) 2_554 ? O10 C14 1.364(5) . ? O10 C18 1.399(6) . ? O11 C25 1.256(5) . ? O12 C25 1.258(5) . ? O13 C26 1.294(5) . ? O13 Cu3 1.952(3) 1_655 ? O14 C26 1.226(5) . ? O15 C23 1.363(5) . ? O15 C27 1.419(5) . ? O16 H1W 0.8502 . ? O16 H2W 0.8403 . ? O17 H3W 0.8741 . ? O17 H4W 0.8658 . ? O18 H5W 0.8360 . ? O18 H6W 0.8450 . ? N1 C28 1.334(5) . ? N1 C32 1.339(6) . ? N2 C36 1.326(6) . ? N2 C40 1.334(6) . ? N2 Cu3 2.001(4) 4_544 ? N3 C45 1.338(5) . ? N3 C41 1.342(5) . ? N4 C53 1.327(5) . ? N4 C49 1.328(6) . ? N4 Cu3 2.013(3) 4 ? C1 C6 1.382(5) . ? C1 C2 1.388(5) . ? C1 C7 1.507(5) . ? C2 C3 1.384(5) . ? C2 H2 0.9300 . ? C3 C4 1.394(6) . ? C3 C8 1.516(5) . ? C4 C5 1.386(6) . ? C4 H4 0.9300 . ? C5 C6 1.396(6) . ? C6 H6 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.385(5) . ? C10 C15 1.400(5) . ? C10 C16 1.505(5) . ? C11 C12 1.398(5) . ? C11 H11 0.9300 . ? C12 C13 1.386(5) . ? C12 C17 1.509(5) . ? C13 C14 1.401(6) . ? C13 H13 0.9300 . ? C14 C15 1.384(6) . ? C15 H15 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C24 1.379(5) . ? C19 C20 1.401(5) . ? C19 C25 1.504(5) . ? C20 C21 1.393(5) . ? C20 H20 0.9300 . ? C21 C22 1.382(6) . ? C21 C26 1.511(5) . ? C22 C23 1.399(6) . ? C22 H22 0.9300 . ? C23 C24 1.397(6) . ? C24 H24 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.377(6) . ? C28 H28 0.9300 . ? C29 C30 1.386(6) . ? C29 H29 0.9300 . ? C30 C31 1.381(6) . ? C30 C33 1.514(6) . ? C31 C32 1.384(6) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C34 1.541(6) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.513(7) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C38 1.525(6) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.385(7) . ? C36 H36 0.9300 . ? C37 C38 1.357(7) . ? C37 H37 0.9300 . ? C38 C39 1.379(7) . ? C39 C40 1.372(7) . ? C39 H39 0.9300 . ? C40 H40 0.9300 . ? C41 C42 1.380(6) . ? C41 H41 0.9300 . ? C42 C43 1.389(7) . ? C42 H42 0.9300 . ? C43 C44 1.349(7) . ? C43 C46 1.520(6) . ? C44 C45 1.382(6) . ? C44 H44 0.9300 . ? C45 H45 0.9300 . ? C46 C47 1.551(7) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.454(9) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 C51 1.546(8) . ? C48 H48A 0.9700 . ? C48 H48B 0.9700 . ? C49 C50 1.367(7) . ? C49 H49 0.9300 . ? C50 C51 1.371(8) . ? C50 H50 0.9300 . ? C51 C52 1.388(7) . ? C52 C53 1.377(6) . ? C52 H52 0.9300 . ? C53 H53 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 O9 Cu1 O7 170.56(12) 2 . ? O9 Cu1 O1 89.29(13) 2 . ? O7 Cu1 O1 87.70(13) . . ? O9 Cu1 O12 90.37(12) 2 . ? O7 Cu1 O12 90.11(12) . . ? O1 Cu1 O12 164.24(11) . . ? O9 Cu1 N1 94.42(12) 2 . ? O7 Cu1 N1 94.91(12) . . ? O1 Cu1 N1 99.92(12) . . ? O12 Cu1 N1 95.82(12) . . ? O9 Cu1 Cu2 83.88(8) 2 . ? O7 Cu1 Cu2 86.93(8) . . ? O1 Cu1 Cu2 84.45(8) . . ? O12 Cu1 Cu2 79.84(8) . . ? N1 Cu1 Cu2 175.31(9) . . ? O11 Cu2 O2 170.28(11) . . ? O11 Cu2 O6 89.60(12) . . ? O2 Cu2 O6 91.09(12) . . ? O11 Cu2 O8 87.81(13) . 2 ? O2 Cu2 O8 88.91(12) . 2 ? O6 Cu2 O8 164.27(11) . 2 ? O11 Cu2 N3 96.36(12) . . ? O2 Cu2 N3 93.14(12) . . ? O6 Cu2 N3 98.11(12) . . ? O8 Cu2 N3 97.60(11) 2 . ? O11 Cu2 Cu1 87.52(8) . . ? O2 Cu2 Cu1 83.03(8) . . ? O6 Cu2 Cu1 80.84(8) . . ? O8 Cu2 Cu1 83.55(8) 2 . ? N3 Cu2 Cu1 175.99(9) . . ? O13 Cu3 O3 179.37(13) 1_455 . ? O13 Cu3 N2 91.22(13) 1_455 4_445 ? O3 Cu3 N2 89.41(13) . 4_445 ? O13 Cu3 N4 87.52(12) 1_455 4_454 ? O3 Cu3 N4 91.85(13) . 4_454 ? N2 Cu3 N4 178.66(16) 4_445 4_454 ? C7 O1 Cu1 122.0(2) . . ? C7 O2 Cu2 125.0(2) . . ? C8 O3 Cu3 105.3(2) . . ? C5 O5 C9 117.2(4) . . ? C16 O6 Cu2 126.4(3) . . ? C16 O7 Cu1 120.2(2) . . ? C17 O8 Cu2 121.7(2) . 2_554 ? C17 O9 Cu1 124.2(3) . 2_554 ? C14 O10 C18 117.8(4) . . ? C25 O11 Cu2 120.3(2) . . ? C25 O12 Cu1 127.0(2) . . ? C26 O13 Cu3 103.7(2) . 1_655 ? C23 O15 C27 117.9(4) . . ? H1W O16 H2W 114.8 . . ? H3W O17 H4W 110.7 . . ? H5W O18 H6W 111.5 . . ? C28 N1 C32 116.8(4) . . ? C28 N1 Cu1 123.4(3) . . ? C32 N1 Cu1 119.7(3) . . ? C36 N2 C40 116.9(4) . . ? C36 N2 Cu3 121.5(3) . 4_544 ? C40 N2 Cu3 121.5(3) . 4_544 ? C45 N3 C41 117.1(4) . . ? C45 N3 Cu2 119.7(3) . . ? C41 N3 Cu2 123.1(3) . . ? C53 N4 C49 117.3(4) . . ? C53 N4 Cu3 122.0(3) . 4 ? C49 N4 Cu3 120.7(3) . 4 ? C6 C1 C2 120.7(3) . . ? C6 C1 C7 119.3(3) . . ? C2 C1 C7 120.0(3) . . ? C3 C2 C1 119.7(4) . . ? C3 C2 H2 120.1 . . ? C1 C2 H2 120.1 . . ? C2 C3 C4 120.0(4) . . ? C2 C3 C8 119.7(3) . . ? C4 C3 C8 120.2(4) . . ? C5 C4 C3 120.1(4) . . ? C5 C4 H4 120.0 . . ? C3 C4 H4 120.0 . . ? O5 C5 C4 126.0(4) . . ? O5 C5 C6 114.1(4) . . ? C4 C5 C6 119.9(4) . . ? C1 C6 C5 119.6(4) . . ? C1 C6 H6 120.2 . . ? C5 C6 H6 120.2 . . ? O2 C7 O1 125.4(3) . . ? O2 C7 C1 117.0(3) . . ? O1 C7 C1 117.6(3) . . ? O4 C8 O3 123.8(4) . . ? O4 C8 C3 120.1(4) . . ? O3 C8 C3 116.2(3) . . ? 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 120.5(3) . . ? C11 C10 C16 121.2(3) . . ? C15 C10 C16 118.2(3) . . ? C10 C11 C12 119.5(3) . . ? C10 C11 H11 120.3 . . ? C12 C11 H11 120.3 . . ? C13 C12 C11 120.5(3) . . ? C13 C12 C17 117.5(3) . . ? C11 C12 C17 121.8(3) . . ? C12 C13 C14 119.4(4) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? O10 C14 C15 125.1(3) . . ? O10 C14 C13 114.5(4) . . ? C15 C14 C13 120.4(3) . . ? C14 C15 C10 119.5(3) . . ? C14 C15 H15 120.3 . . ? C10 C15 H15 120.3 . . ? O6 C16 O7 125.6(3) . . ? O6 C16 C10 118.0(3) . . ? O7 C16 C10 116.4(3) . . ? O8 C17 O9 126.2(3) . . ? O8 C17 C12 117.5(3) . . ? O9 C17 C12 116.3(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 . . ? C24 C19 C20 120.5(3) . . ? C24 C19 C25 119.8(3) . . ? C20 C19 C25 119.7(3) . . ? C21 C20 C19 119.1(4) . . ? C21 C20 H20 120.5 . . ? C19 C20 H20 120.5 . . ? C22 C21 C20 120.6(4) . . ? C22 C21 C26 120.4(4) . . ? C20 C21 C26 119.0(4) . . ? C21 C22 C23 120.4(4) . . ? C21 C22 H22 119.8 . . ? C23 C22 H22 119.8 . . ? O15 C23 C24 115.1(4) . . ? O15 C23 C22 125.8(4) . . ? C24 C23 C22 119.0(4) . . ? C19 C24 C23 120.5(4) . . ? C19 C24 H24 119.7 . . ? C23 C24 H24 119.7 . . ? O11 C25 O12 125.3(3) . . ? O11 C25 C19 117.0(3) . . ? O12 C25 C19 117.7(3) . . ? O14 C26 O13 123.5(4) . . ? O14 C26 C21 121.0(4) . . ? O13 C26 C21 115.5(3) . . ? O15 C27 H27A 109.5 . . ? O15 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? O15 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N1 C28 C29 123.4(4) . . ? N1 C28 H28 118.3 . . ? C29 C28 H28 118.3 . . ? C28 C29 C30 120.0(4) . . ? C28 C29 H29 120.0 . . ? C30 C29 H29 120.0 . . ? C31 C30 C29 116.7(4) . . ? C31 C30 C33 120.6(4) . . ? C29 C30 C33 122.6(4) . . ? C30 C31 C32 120.1(4) . . ? C30 C31 H31 119.9 . . ? C32 C31 H31 119.9 . . ? N1 C32 C31 123.0(4) . . ? N1 C32 H32 118.5 . . ? C31 C32 H32 118.5 . . ? C30 C33 C34 112.0(4) . . ? C30 C33 H33A 109.2 . . ? C34 C33 H33A 109.2 . . ? C30 C33 H33B 109.2 . . ? C34 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C35 C34 C33 111.9(4) . . ? C35 C34 H34A 109.2 . . ? C33 C34 H34A 109.2 . . ? C35 C34 H34B 109.2 . . ? C33 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? C34 C35 C38 113.8(4) . . ? C34 C35 H35A 108.8 . . ? C38 C35 H35A 108.8 . . ? C34 C35 H35B 108.8 . . ? C38 C35 H35B 108.8 . . ? H35A C35 H35B 107.7 . . ? N2 C36 C37 122.6(5) . . ? N2 C36 H36 118.7 . . ? C37 C36 H36 118.7 . . ? C38 C37 C36 120.2(5) . . ? C38 C37 H37 119.9 . . ? C36 C37 H37 119.9 . . ? C37 C38 C39 117.6(4) . . ? C37 C38 C35 121.2(4) . . ? C39 C38 C35 121.3(5) . . ? C40 C39 C38 119.2(5) . . ? C40 C39 H39 120.4 . . ? C38 C39 H39 120.4 . . ? N2 C40 C39 123.5(5) . . ? N2 C40 H40 118.3 . . ? C39 C40 H40 118.3 . . ? N3 C41 C42 122.2(4) . . ? N3 C41 H41 118.9 . . ? C42 C41 H41 118.9 . . ? C41 C42 C43 120.3(4) . . ? C41 C42 H42 119.8 . . ? C43 C42 H42 119.8 . . ? C44 C43 C42 116.6(4) . . ? C44 C43 C46 121.0(5) . . ? C42 C43 C46 122.4(5) . . ? C43 C44 C45 121.2(4) . . ? C43 C44 H44 119.4 . . ? C45 C44 H44 119.4 . . ? N3 C45 C44 122.4(4) . . ? N3 C45 H45 118.8 . . ? C44 C45 H45 118.8 . . ? C43 C46 C47 111.2(4) . . ? C43 C46 H46A 109.4 . . ? C47 C46 H46A 109.4 . . ? C43 C46 H46B 109.4 . . ? C47 C46 H46B 109.4 . . ? H46A C46 H46B 108.0 . . ? C48 C47 C46 111.5(6) . . ? C48 C47 H47A 109.3 . . ? C46 C47 H47A 109.3 . . ? C48 C47 H47B 109.3 . . ? C46 C47 H47B 109.3 . . ? H47A C47 H47B 108.0 . . ? C47 C48 C51 112.6(6) . . ? C47 C48 H48A 109.1 . . ? C51 C48 H48A 109.1 . . ? C47 C48 H48B 109.1 . . ? C51 C48 H48B 109.1 . . ? H48A C48 H48B 107.8 . . ? N4 C49 C50 122.6(5) . . ? N4 C49 H49 118.7 . . ? C50 C49 H49 118.7 . . ? C49 C50 C51 120.6(5) . . ? C49 C50 H50 119.7 . . ? C51 C50 H50 119.7 . . ? C50 C51 C52 116.9(5) . . ? C50 C51 C48 122.8(5) . . ? C52 C51 C48 120.0(6) . . ? C53 C52 C51 118.8(5) . . ? C53 C52 H52 120.6 . . ? C51 C52 H52 120.6 . . ? N4 C53 C52 123.5(4) . . ? N4 C53 H53 118.2 . . ? C52 C53 H53 118.2 . . ? 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 O9 Cu1 Cu2 O11 90.51(13) 2 . . . ? O7 Cu1 Cu2 O11 -91.62(12) . . . . ? O1 Cu1 Cu2 O11 -179.61(14) . . . . ? O12 Cu1 Cu2 O11 -0.97(12) . . . . ? N1 Cu1 Cu2 O11 21.5(11) . . . . ? O9 Cu1 Cu2 O2 -87.26(12) 2 . . . ? O7 Cu1 Cu2 O2 90.61(12) . . . . ? O1 Cu1 Cu2 O2 2.63(12) . . . . ? O12 Cu1 Cu2 O2 -178.73(13) . . . . ? N1 Cu1 Cu2 O2 -156.3(11) . . . . ? O9 Cu1 Cu2 O6 -179.49(14) 2 . . . ? O7 Cu1 Cu2 O6 -1.63(12) . . . . ? O1 Cu1 Cu2 O6 -89.61(13) . . . . ? O12 Cu1 Cu2 O6 89.03(12) . . . . ? N1 Cu1 Cu2 O6 111.5(11) . . . . ? O9 Cu1 Cu2 O8 2.43(12) 2 . . 2 ? O7 Cu1 Cu2 O8 -179.70(14) . . . 2 ? O1 Cu1 Cu2 O8 92.31(13) . . . 2 ? O12 Cu1 Cu2 O8 -89.04(12) . . . 2 ? N1 Cu1 Cu2 O8 -66.6(11) . . . 2 ? O9 Cu1 Cu2 N3 -104.4(13) 2 . . . ? O7 Cu1 Cu2 N3 73.5(13) . . . . ? O1 Cu1 Cu2 N3 -14.5(13) . . . . ? O12 Cu1 Cu2 N3 164.2(13) . . . . ? N1 Cu1 Cu2 N3 -173.4(18) . . . . ? O9 Cu1 O1 C7 80.9(3) 2 . . . ? O7 Cu1 O1 C7 -90.2(3) . . . . ? O12 Cu1 O1 C7 -8.0(7) . . . . ? N1 Cu1 O1 C7 175.2(3) . . . . ? Cu2 Cu1 O1 C7 -3.0(3) . . . . ? O11 Cu2 O2 C7 -16.6(9) . . . . ? O6 Cu2 O2 C7 77.3(3) . . . . ? O8 Cu2 O2 C7 -86.9(3) 2 . . . ? N3 Cu2 O2 C7 175.5(3) . . . . ? Cu1 Cu2 O2 C7 -3.3(3) . . . . ? O13 Cu3 O3 C8 -91(12) 1_455 . . . ? N2 Cu3 O3 C8 88.4(3) 4_445 . . . ? N4 Cu3 O3 C8 -91.1(3) 4_454 . . . ? O11 Cu2 O6 C16 88.0(3) . . . . ? O2 Cu2 O6 C16 -82.4(3) . . . . ? O8 Cu2 O6 C16 7.5(7) 2 . . . ? N3 Cu2 O6 C16 -175.7(3) . . . . ? Cu1 Cu2 O6 C16 0.4(3) . . . . ? O9 Cu1 O7 C16 16.5(10) 2 . . . ? O1 Cu1 O7 C16 88.0(3) . . . . ? O12 Cu1 O7 C16 -76.4(3) . . . . ? N1 Cu1 O7 C16 -172.3(3) . . . . ? Cu2 Cu1 O7 C16 3.4(3) . . . . ? O2 Cu2 O11 C25 14.0(9) . . . . ? O6 Cu2 O11 C25 -80.1(3) . . . . ? O8 Cu2 O11 C25 84.4(3) 2 . . . ? N3 Cu2 O11 C25 -178.2(3) . . . . ? Cu1 Cu2 O11 C25 0.7(3) . . . . ? O9 Cu1 O12 C25 -82.1(3) 2 . . . ? O7 Cu1 O12 C25 88.5(3) . . . . ? O1 Cu1 O12 C25 6.6(7) . . . . ? N1 Cu1 O12 C25 -176.6(3) . . . . ? Cu2 Cu1 O12 C25 1.6(3) . . . . ? O9 Cu1 N1 C28 35.3(3) 2 . . . ? O7 Cu1 N1 C28 -143.2(3) . . . . ? O1 Cu1 N1 C28 -54.7(3) . . . . ? O12 Cu1 N1 C28 126.2(3) . . . . ? Cu2 Cu1 N1 C28 103.9(11) . . . . ? O9 Cu1 N1 C32 -141.4(4) 2 . . . ? O7 Cu1 N1 C32 40.1(4) . . . . ? O1 Cu1 N1 C32 128.6(4) . . . . ? O12 Cu1 N1 C32 -50.5(4) . . . . ? Cu2 Cu1 N1 C32 -72.8(12) . . . . ? O11 Cu2 N3 C45 -136.2(3) . . . . ? O2 Cu2 N3 C45 41.7(3) . . . . ? O6 Cu2 N3 C45 133.3(3) . . . . ? O8 Cu2 N3 C45 -47.6(3) 2 . . . ? Cu1 Cu2 N3 C45 58.7(14) . . . . ? O11 Cu2 N3 C41 47.3(3) . . . . ? O2 Cu2 N3 C41 -134.8(3) . . . . ? O6 Cu2 N3 C41 -43.2(3) . . . . ? O8 Cu2 N3 C41 135.9(3) 2 . . . ? Cu1 Cu2 N3 C41 -117.8(12) . . . . ? C6 C1 C2 C3 -0.5(6) . . . . ? C7 C1 C2 C3 -178.4(3) . . . . ? C1 C2 C3 C4 0.2(6) . . . . ? C1 C2 C3 C8 176.0(3) . . . . ? C2 C3 C4 C5 -0.4(6) . . . . ? C8 C3 C4 C5 -176.2(4) . . . . ? C9 O5 C5 C4 2.0(7) . . . . ? C9 O5 C5 C6 -179.3(4) . . . . ? C3 C4 C5 O5 179.4(4) . . . . ? C3 C4 C5 C6 0.8(7) . . . . ? C2 C1 C6 C5 0.9(6) . . . . ? C7 C1 C6 C5 178.8(4) . . . . ? O5 C5 C6 C1 -179.8(4) . . . . ? C4 C5 C6 C1 -1.1(7) . . . . ? Cu2 O2 C7 O1 2.1(6) . . . . ? Cu2 O2 C7 C1 -178.1(2) . . . . ? Cu1 O1 C7 O2 1.7(5) . . . . ? Cu1 O1 C7 C1 -178.1(2) . . . . ? C6 C1 C7 O2 -177.3(3) . . . . ? C2 C1 C7 O2 0.7(5) . . . . ? C6 C1 C7 O1 2.5(5) . . . . ? C2 C1 C7 O1 -179.5(3) . . . . ? Cu3 O3 C8 O4 9.0(5) . . . . ? Cu3 O3 C8 C3 -170.4(3) . . . . ? C2 C3 C8 O4 -162.6(4) . . . . ? C4 C3 C8 O4 13.2(6) . . . . ? C2 C3 C8 O3 16.8(5) . . . . ? C4 C3 C8 O3 -167.4(4) . . . . ? C15 C10 C11 C12 1.9(6) . . . . ? C16 C10 C11 C12 -173.9(3) . . . . ? C10 C11 C12 C13 2.2(6) . . . . ? C10 C11 C12 C17 -172.8(3) . . . . ? C11 C12 C13 C14 -3.7(6) . . . . ? C17 C12 C13 C14 171.5(4) . . . . ? C18 O10 C14 C15 -14.4(8) . . . . ? C18 O10 C14 C13 166.2(5) . . . . ? C12 C13 C14 O10 -179.4(4) . . . . ? C12 C13 C14 C15 1.1(7) . . . . ? O10 C14 C15 C10 -176.5(5) . . . . ? C13 C14 C15 C10 2.9(7) . . . . ? C11 C10 C15 C14 -4.4(6) . . . . ? C16 C10 C15 C14 171.5(4) . . . . ? Cu2 O6 C16 O7 2.2(6) . . . . ? Cu2 O6 C16 C10 -173.9(2) . . . . ? Cu1 O7 C16 O6 -4.3(5) . . . . ? Cu1 O7 C16 C10 171.9(2) . . . . ? C11 C10 C16 O6 -161.0(4) . . . . ? C15 C10 C16 O6 23.1(5) . . . . ? C11 C10 C16 O7 22.5(5) . . . . ? C15 C10 C16 O7 -153.4(4) . . . . ? Cu2 O8 C17 O9 -9.1(6) 2_554 . . . ? Cu2 O8 C17 C12 167.9(2) 2_554 . . . ? Cu1 O9 C17 O8 5.8(6) 2_554 . . . ? Cu1 O9 C17 C12 -171.2(2) 2_554 . . . ? C13 C12 C17 O8 -150.4(4) . . . . ? C11 C12 C17 O8 24.7(5) . . . . ? C13 C12 C17 O9 26.9(5) . . . . ? C11 C12 C17 O9 -158.0(4) . . . . ? C24 C19 C20 C21 -0.7(6) . . . . ? C25 C19 C20 C21 177.8(3) . . . . ? C19 C20 C21 C22 0.5(6) . . . . ? C19 C20 C21 C26 -176.6(3) . . . . ? C20 C21 C22 C23 0.3(6) . . . . ? C26 C21 C22 C23 177.4(4) . . . . ? C27 O15 C23 C24 179.8(4) . . . . ? C27 O15 C23 C22 -0.9(7) . . . . ? C21 C22 C23 O15 179.7(4) . . . . ? C21 C22 C23 C24 -1.1(7) . . . . ? C20 C19 C24 C23 0.0(6) . . . . ? C25 C19 C24 C23 -178.6(4) . . . . ? O15 C23 C24 C19 -179.7(4) . . . . ? C22 C23 C24 C19 0.9(6) . . . . ? Cu2 O11 C25 O12 0.3(5) . . . . ? Cu2 O11 C25 C19 -179.4(2) . . . . ? Cu1 O12 C25 O11 -1.7(6) . . . . ? Cu1 O12 C25 C19 177.9(2) . . . . ? C24 C19 C25 O11 -3.8(5) . . . . ? C20 C19 C25 O11 177.6(3) . . . . ? C24 C19 C25 O12 176.5(4) . . . . ? C20 C19 C25 O12 -2.0(5) . . . . ? Cu3 O13 C26 O14 -10.7(4) 1_655 . . . ? Cu3 O13 C26 C21 167.8(3) 1_655 . . . ? C22 C21 C26 O14 -18.9(6) . . . . ? C20 C21 C26 O14 158.2(4) . . . . ? C22 C21 C26 O13 162.6(4) . . . . ? C20 C21 C26 O13 -20.4(5) . . . . ? C32 N1 C28 C29 1.2(6) . . . . ? Cu1 N1 C28 C29 -175.6(3) . . . . ? N1 C28 C29 C30 -1.0(6) . . . . ? C28 C29 C30 C31 -0.1(6) . . . . ? C28 C29 C30 C33 -176.9(4) . . . . ? C29 C30 C31 C32 0.8(7) . . . . ? C33 C30 C31 C32 177.7(4) . . . . ? C28 N1 C32 C31 -0.5(7) . . . . ? Cu1 N1 C32 C31 176.5(4) . . . . ? C30 C31 C32 N1 -0.5(8) . . . . ? C31 C30 C33 C34 -77.3(6) . . . . ? C29 C30 C33 C34 99.5(5) . . . . ? C30 C33 C34 C35 -65.7(6) . . . . ? C33 C34 C35 C38 169.1(4) . . . . ? C40 N2 C36 C37 -0.5(7) . . . . ? Cu3 N2 C36 C37 -179.9(4) 4_544 . . . ? N2 C36 C37 C38 -0.2(8) . . . . ? C36 C37 C38 C39 1.3(8) . . . . ? C36 C37 C38 C35 -177.9(5) . . . . ? C34 C35 C38 C37 -72.7(7) . . . . ? C34 C35 C38 C39 108.2(6) . . . . ? C37 C38 C39 C40 -1.6(8) . . . . ? C35 C38 C39 C40 177.6(5) . . . . ? C36 N2 C40 C39 0.2(8) . . . . ? Cu3 N2 C40 C39 179.5(5) 4_544 . . . ? C38 C39 C40 N2 0.9(9) . . . . ? C45 N3 C41 C42 1.1(6) . . . . ? Cu2 N3 C41 C42 177.6(3) . . . . ? N3 C41 C42 C43 0.2(6) . . . . ? C41 C42 C43 C44 -1.2(6) . . . . ? C41 C42 C43 C46 177.3(4) . . . . ? C42 C43 C44 C45 0.8(7) . . . . ? C46 C43 C44 C45 -177.6(4) . . . . ? C41 N3 C45 C44 -1.5(7) . . . . ? Cu2 N3 C45 C44 -178.1(4) . . . . ? C43 C44 C45 N3 0.5(8) . . . . ? C44 C43 C46 C47 77.0(7) . . . . ? C42 C43 C46 C47 -101.4(6) . . . . ? C43 C46 C47 C48 64.6(8) . . . . ? C46 C47 C48 C51 -169.4(5) . . . . ? C53 N4 C49 C50 3.6(7) . . . . ? Cu3 N4 C49 C50 -177.9(4) 4 . . . ? N4 C49 C50 C51 0.4(10) . . . . ? C49 C50 C51 C52 -4.4(9) . . . . ? C49 C50 C51 C48 168.7(6) . . . . ? C47 C48 C51 C50 113.9(7) . . . . ? C47 C48 C51 C52 -73.3(8) . . . . ? C50 C51 C52 C53 4.3(8) . . . . ? C48 C51 C52 C53 -168.9(5) . . . . ? C49 N4 C53 C52 -3.6(7) . . . . ? Cu3 N4 C53 C52 177.9(4) 4 . . . ? C51 C52 C53 N4 -0.4(7) . . . . ? 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 O16 H1W O8 0.85 2.41 3.255(6) 179.5 . O16 H1W O11 0.85 2.67 3.115(6) 114.5 2_554 O16 H2W O18 0.84 2.12 2.840(8) 143.9 . O17 H4W O16 0.87 1.98 2.815(11) 161.2 . O18 H5W O1 0.84 2.33 3.107(7) 155.8 . O18 H5W O7 0.84 2.81 3.125(7) 104.2 . _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.624 _refine_diff_density_min -0.291 _refine_diff_density_rms 0.049 # Attachment '5.cif' data_5 _database_code_depnum_ccdc_archive 'CCDC 748772' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H30 Cu4 N2 O17' _chemical_formula_weight 1052.81 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 24.760(5) _cell_length_b 9.4812(17) _cell_length_c 19.792(4) _cell_angle_alpha 90.00 _cell_angle_beta 121.927(2) _cell_angle_gamma 90.00 _cell_volume 3943.5(13) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _cell_measurement_reflns_used 1781 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 21.97 _exptl_crystal_description BLOCK _exptl_crystal_colour BLUE _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.773 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2120 _exptl_absorpt_coefficient_mu 2.209 _exptl_absorpt_correction_type MULTI-SCAN _exptl_absorpt_correction_T_min 0.6137 _exptl_absorpt_correction_T_max 0.9110 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 291(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 14370 _diffrn_reflns_av_R_equivalents 0.0774 _diffrn_reflns_av_sigmaI/netI 0.0701 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.50 _reflns_number_total 3618 _reflns_number_gt 2479 _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^)+(0.0561P)^2^+2.8450P] 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 3618 _refine_ls_number_parameters 287 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0813 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1194 _refine_ls_wR_factor_gt 0.1018 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.016 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.20219(3) 0.32491(6) 0.01677(4) 0.02722(19) Uani 1 1 d . . . Cu2 Cu 0.20267(3) 0.00182(6) 0.03733(3) 0.02500(18) Uani 1 1 d . . . O1 O 0.16872(17) 0.2926(4) 0.0850(2) 0.0329(9) Uani 1 1 d . . . O2 O 0.20749(17) 0.0775(4) 0.1337(2) 0.0314(9) Uani 1 1 d . . . O3 O 0.24127(19) -0.0416(4) 0.3999(2) 0.0400(10) Uani 1 1 d . . . O4 O 0.20465(17) 0.1078(4) 0.4549(2) 0.0316(9) Uani 1 1 d . . . O5 O 0.14100(18) 0.5366(4) 0.2885(2) 0.0386(10) Uani 1 1 d . . . O6 O 0.0814(2) 0.3681(5) -0.1050(3) 0.0674(14) Uani 1 1 d . . . O7 O 0.1417(2) 0.1810(4) -0.0591(2) 0.0485(11) Uani 1 1 d . . . O8 O 0.0000 -0.2043(11) -0.2500 0.131(3) Uani 1 2 d SU . . O9 O 0.26893(17) 0.1267(3) 0.0534(2) 0.0293(8) Uani 1 1 d . . . H9 H 0.3036 0.1304 0.1094 0.044 Uiso 1 1 d R . . N1 N 0.1380(2) -0.1350(4) 0.0289(3) 0.0326(11) Uani 1 1 d . . . C1 C 0.1868(2) 0.1976(5) 0.1373(3) 0.0256(11) Uani 1 1 d . . . C2 C 0.1828(2) 0.2319(5) 0.2086(3) 0.0263(11) Uani 1 1 d . . . C3 C 0.1995(2) 0.1349(5) 0.2686(3) 0.0285(12) Uani 1 1 d . . . H3 H 0.2132 0.0452 0.2655 0.034 Uiso 1 1 calc R . . C4 C 0.1954(2) 0.1734(5) 0.3339(3) 0.0276(12) Uani 1 1 d . . . C5 C 0.1750(2) 0.3075(5) 0.3376(3) 0.0294(12) Uani 1 1 d . . . H5 H 0.1719 0.3325 0.3808 0.035 Uiso 1 1 calc R . . C6 C 0.1592(3) 0.4048(5) 0.2778(3) 0.0302(12) Uani 1 1 d . . . C7 C 0.1626(2) 0.3670(5) 0.2125(3) 0.0303(12) Uani 1 1 d . . . H7 H 0.1515 0.4313 0.1717 0.036 Uiso 1 1 calc R . . C8 C 0.2153(2) 0.0711(6) 0.4011(3) 0.0285(12) Uani 1 1 d . . . C9 C 0.1271(4) 0.6397(6) 0.2302(4) 0.059(2) Uani 1 1 d . . . H9A H 0.1630 0.6505 0.2242 0.088 Uiso 1 1 calc R . . H9B H 0.1184 0.7280 0.2462 0.088 Uiso 1 1 calc R . . H9C H 0.0906 0.6109 0.1803 0.088 Uiso 1 1 calc R . . C10 C 0.0920(3) 0.2467(7) -0.1097(3) 0.0404(15) Uani 1 1 d . . . C11 C 0.0430(2) 0.1557(6) -0.1820(3) 0.0345(13) Uani 1 1 d . . . C12 C 0.0443(3) 0.0104(7) -0.1814(4) 0.0522(17) Uani 1 1 d . . . H12 H 0.0742 -0.0386 -0.1362 0.063 Uiso 1 1 calc R . . C13 C 0.0000 -0.0615(10) -0.2500 0.066(3) Uani 1 2 d S . . C14 C 0.0000 0.2270(9) -0.2500 0.0373(19) Uani 1 2 d S . . H14 H 0.0000 0.3251 -0.2500 0.045 Uiso 1 2 calc SR . . C15 C -0.0162(11) -0.294(2) -0.3034(12) 0.115(5) Uani 0.50 1 d PU . . H15A H 0.0118 -0.3734 -0.2788 0.172 Uiso 0.50 1 d PR . . H15B H -0.0118 -0.2585 -0.3455 0.172 Uiso 0.50 1 d PR . . H15C H -0.0594 -0.3239 -0.3247 0.172 Uiso 0.50 1 d PR . . C16 C 0.0916(3) -0.0993(6) 0.0405(4) 0.0522(18) Uani 1 1 d . . . H16 H 0.0901 -0.0063 0.0544 0.063 Uiso 1 1 calc R . . C17 C 0.0456(3) -0.1908(6) 0.0335(4) 0.0519(18) Uani 1 1 d . . . H17 H 0.0138 -0.1592 0.0413 0.062 Uiso 1 1 calc R . . C18 C 0.0476(3) -0.3308(6) 0.0145(3) 0.0372(13) Uani 1 1 d . . . C19 C 0.0967(3) -0.3688(6) 0.0041(4) 0.0421(15) Uani 1 1 d . . . H19 H 0.1002 -0.4617 -0.0082 0.051 Uiso 1 1 calc R . . C20 C 0.1402(3) -0.2707(6) 0.0118(3) 0.0372(14) Uani 1 1 d . . . H20 H 0.1728 -0.2998 0.0048 0.045 Uiso 1 1 calc R . . C21 C 0.0000(3) -0.4328(6) 0.0067(4) 0.0432(15) Uani 1 1 d . . . H21 H -0.0329 -0.3985 0.0117 0.052 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 0.0363(4) 0.0299(4) 0.0219(3) -0.0020(3) 0.0198(3) -0.0046(3) Cu2 0.0326(4) 0.0257(3) 0.0227(3) -0.0037(3) 0.0187(3) -0.0051(3) O1 0.043(2) 0.039(2) 0.027(2) 0.0089(17) 0.0252(19) 0.0085(18) O2 0.042(2) 0.032(2) 0.028(2) -0.0029(16) 0.0233(19) -0.0029(17) O3 0.064(3) 0.035(2) 0.031(2) 0.0082(17) 0.032(2) 0.020(2) O4 0.046(2) 0.030(2) 0.028(2) 0.0038(16) 0.0260(19) 0.0053(17) O5 0.057(3) 0.036(2) 0.024(2) 0.0045(17) 0.022(2) 0.0167(19) O6 0.072(4) 0.062(3) 0.051(3) -0.017(3) 0.021(3) -0.005(3) O7 0.048(3) 0.059(3) 0.035(2) -0.002(2) 0.020(2) 0.001(2) O8 0.173(7) 0.085(6) 0.134(7) 0.000 0.081(6) 0.000 O9 0.037(2) 0.036(2) 0.0204(18) -0.0026(16) 0.0186(17) -0.0103(17) N1 0.033(3) 0.032(3) 0.039(3) -0.010(2) 0.024(2) -0.009(2) C1 0.023(3) 0.034(3) 0.022(3) -0.005(2) 0.013(2) -0.008(2) C2 0.028(3) 0.034(3) 0.019(3) -0.001(2) 0.014(2) 0.001(2) C3 0.037(3) 0.032(3) 0.025(3) 0.003(2) 0.022(3) 0.004(2) C4 0.025(3) 0.034(3) 0.025(3) 0.007(2) 0.014(2) 0.004(2) C5 0.035(3) 0.042(3) 0.018(3) 0.002(2) 0.018(2) 0.010(2) C6 0.038(3) 0.033(3) 0.022(3) 0.001(2) 0.018(3) 0.007(3) C7 0.037(3) 0.036(3) 0.019(3) 0.006(2) 0.016(3) 0.003(3) C8 0.032(3) 0.034(3) 0.019(3) 0.001(2) 0.014(3) -0.001(3) C9 0.099(6) 0.045(4) 0.043(4) 0.020(3) 0.044(4) 0.033(4) C10 0.045(4) 0.053(4) 0.031(3) 0.010(3) 0.025(3) 0.021(3) C11 0.023(3) 0.047(4) 0.029(3) -0.001(3) 0.010(3) 0.006(3) C12 0.059(4) 0.050(4) 0.036(4) 0.008(3) 0.016(3) 0.015(3) C13 0.095(9) 0.027(5) 0.067(7) 0.000 0.037(7) 0.000 C14 0.038(5) 0.036(5) 0.041(5) 0.000 0.023(4) 0.000 C15 0.135(8) 0.095(8) 0.114(8) -0.015(6) 0.066(6) -0.012(6) C16 0.051(4) 0.037(4) 0.088(5) -0.020(3) 0.049(4) -0.009(3) C17 0.041(4) 0.050(4) 0.083(5) -0.021(4) 0.046(4) -0.014(3) C18 0.033(3) 0.042(4) 0.042(3) -0.007(3) 0.024(3) -0.007(3) C19 0.049(4) 0.027(3) 0.066(4) -0.016(3) 0.041(4) -0.010(3) C20 0.044(3) 0.035(3) 0.050(4) -0.008(3) 0.037(3) -0.004(3) C21 0.037(3) 0.047(3) 0.062(4) -0.008(3) 0.037(3) -0.014(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O9 1.924(3) 7 ? Cu1 O1 1.946(3) . ? Cu1 O3 1.959(4) 4 ? Cu1 O7 1.995(4) . ? Cu1 O9 2.350(4) . ? Cu2 O9 1.908(3) . ? Cu2 O4 1.957(3) 6 ? Cu2 O2 1.981(3) . ? Cu2 N1 1.998(4) . ? Cu2 O7 2.400(4) . ? O1 C1 1.263(6) . ? O2 C1 1.266(6) . ? O3 C8 1.252(6) . ? O3 Cu1 1.959(4) 4_545 ? O4 C8 1.274(5) . ? O4 Cu2 1.957(3) 6_556 ? O5 C6 1.382(6) . ? O5 C9 1.410(6) . ? O6 C10 1.196(7) . ? O7 C10 1.266(7) . ? O8 C15 1.248(17) . ? O8 C15 1.248(17) 2_554 ? O8 C13 1.353(13) . ? O9 Cu1 1.924(3) 7 ? O9 H9 0.9800 . ? N1 C16 1.328(7) . ? N1 C20 1.339(6) . ? C1 C2 1.500(6) . ? C2 C3 1.381(7) . ? C2 C7 1.392(7) . ? C3 C4 1.397(6) . ? C3 H3 0.9300 . ? C4 C5 1.384(7) . ? C4 C8 1.504(7) . ? C5 C6 1.383(7) . ? C5 H5 0.9300 . ? C6 C7 1.387(6) . ? C7 H7 0.9300 . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 C11 1.558(8) . ? C11 C14 1.374(7) . ? C11 C12 1.378(8) . ? C12 C13 1.391(8) . ? C12 H12 0.9300 . ? C13 C12 1.391(8) 2_554 ? C14 C11 1.374(7) 2_554 ? C14 H14 0.9300 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.380(8) . ? C16 H16 0.9300 . ? C17 C18 1.387(7) . ? C17 H17 0.9300 . ? C18 C19 1.384(7) . ? C18 C21 1.468(7) . ? C19 C20 1.368(7) . ? C19 H19 0.9300 . ? C20 H20 0.9300 . ? C21 C21 1.302(11) 5_545 ? C21 H21 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 O9 Cu1 O1 174.65(15) 7 . ? O9 Cu1 O3 94.60(14) 7 4 ? O1 Cu1 O3 83.98(15) . 4 ? O9 Cu1 O7 92.13(15) 7 . ? O1 Cu1 O7 89.38(16) . . ? O3 Cu1 O7 173.23(15) 4 . ? O9 Cu1 O9 86.83(13) 7 . ? O1 Cu1 O9 98.50(13) . . ? O3 Cu1 O9 100.61(15) 4 . ? O7 Cu1 O9 79.08(15) . . ? O9 Cu2 O4 94.03(14) . 6 ? O9 Cu2 O2 90.32(14) . . ? O4 Cu2 O2 168.42(15) 6 . ? O9 Cu2 N1 175.56(17) . . ? O4 Cu2 N1 87.58(16) 6 . ? O2 Cu2 N1 87.34(16) . . ? O9 Cu2 O7 79.46(15) . . ? O4 Cu2 O7 89.74(14) 6 . ? O2 Cu2 O7 101.62(14) . . ? N1 Cu2 O7 104.71(17) . . ? C1 O1 Cu1 125.9(3) . . ? C1 O2 Cu2 124.1(3) . . ? C8 O3 Cu1 132.9(3) . 4_545 ? C8 O4 Cu2 131.2(3) . 6_556 ? C6 O5 C9 117.3(4) . . ? C10 O7 Cu1 106.7(4) . . ? C10 O7 Cu2 156.4(4) . . ? Cu1 O7 Cu2 88.84(15) . . ? C15 O8 C15 93.6(19) . 2_554 ? C15 O8 C13 133.2(9) . . ? C15 O8 C13 133.2(9) 2_554 . ? Cu2 O9 Cu1 129.97(18) . 7 ? Cu2 O9 Cu1 92.44(14) . . ? Cu1 O9 Cu1 93.18(13) 7 . ? Cu2 O9 H9 111.8 . . ? Cu1 O9 H9 111.8 7 . ? Cu1 O9 H9 111.8 . . ? C16 N1 C20 116.3(5) . . ? C16 N1 Cu2 123.2(4) . . ? C20 N1 Cu2 120.5(3) . . ? O1 C1 O2 124.9(4) . . ? O1 C1 C2 116.5(4) . . ? O2 C1 C2 118.6(4) . . ? C3 C2 C7 121.1(4) . . ? C3 C2 C1 121.7(4) . . ? C7 C2 C1 117.2(4) . . ? C2 C3 C4 119.1(5) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 119.7(5) . . ? C5 C4 C8 120.3(4) . . ? C3 C4 C8 120.0(4) . . ? C6 C5 C4 120.9(4) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? O5 C6 C5 116.1(4) . . ? O5 C6 C7 124.2(5) . . ? C5 C6 C7 119.7(5) . . ? C6 C7 C2 119.4(5) . . ? C6 C7 H7 120.3 . . ? C2 C7 H7 120.3 . . ? O3 C8 O4 125.7(5) . . ? O3 C8 C4 117.8(4) . . ? O4 C8 C4 116.5(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 . . ? O6 C10 O7 125.1(6) . . ? O6 C10 C11 120.5(6) . . ? O7 C10 C11 114.4(5) . . ? C14 C11 C12 120.2(6) . . ? C14 C11 C10 116.8(5) . . ? C12 C11 C10 122.9(5) . . ? C11 C12 C13 118.6(6) . . ? C11 C12 H12 120.7 . . ? C13 C12 H12 120.7 . . ? O8 C13 C12 119.4(4) . . ? O8 C13 C12 119.4(4) . 2_554 ? C12 C13 C12 121.3(8) . 2_554 ? C11 C14 C11 121.1(8) . 2_554 ? C11 C14 H14 119.5 . . ? C11 C14 H14 119.5 2_554 . ? O8 C15 C15 43.2(9) . 2_554 ? O8 C15 H15A 106.4 . . ? C15 C15 H15A 69.8 2_554 . ? O8 C15 H15B 111.1 . . ? C15 C15 H15B 145.7 2_554 . ? H15A C15 H15B 109.5 . . ? O8 C15 H15C 110.9 . . ? C15 C15 H15C 102.5 2_554 . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C16 C17 124.4(5) . . ? N1 C16 H16 117.8 . . ? C17 C16 H16 117.8 . . ? C16 C17 C18 118.9(5) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? C19 C18 C17 116.7(5) . . ? C19 C18 C21 122.2(5) . . ? C17 C18 C21 121.2(5) . . ? C20 C19 C18 120.6(5) . . ? C20 C19 H19 119.7 . . ? C18 C19 H19 119.7 . . ? N1 C20 C19 123.1(5) . . ? N1 C20 H20 118.4 . . ? C19 C20 H20 118.5 . . ? C21 C21 C18 125.4(7) 5_545 . ? C21 C21 H21 117.3 5_545 . ? C18 C21 H21 117.3 . . ? 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 O9 Cu1 O1 C1 -168.1(15) 7 . . . ? O3 Cu1 O1 C1 -93.3(4) 4 . . . ? O7 Cu1 O1 C1 85.4(4) . . . . ? O9 Cu1 O1 C1 6.6(4) . . . . ? O9 Cu2 O2 C1 73.7(4) . . . . ? O4 Cu2 O2 C1 -174.1(6) 6 . . . ? N1 Cu2 O2 C1 -110.0(4) . . . . ? O7 Cu2 O2 C1 -5.6(4) . . . . ? O9 Cu1 O7 C10 -82.7(3) 7 . . . ? O1 Cu1 O7 C10 92.2(3) . . . . ? O3 Cu1 O7 C10 102.9(15) 4 . . . ? O9 Cu1 O7 C10 -169.1(4) . . . . ? O9 Cu1 O7 Cu2 115.26(14) 7 . . . ? O1 Cu1 O7 Cu2 -69.87(14) . . . . ? O3 Cu1 O7 Cu2 -59.1(15) 4 . . . ? O9 Cu1 O7 Cu2 28.91(11) . . . . ? O9 Cu2 O7 C10 -168.8(10) . . . . ? O4 Cu2 O7 C10 97.0(9) 6 . . . ? O2 Cu2 O7 C10 -80.7(9) . . . . ? N1 Cu2 O7 C10 9.6(10) . . . . ? O9 Cu2 O7 Cu1 -36.48(14) . . . . ? O4 Cu2 O7 Cu1 -130.63(15) 6 . . . ? O2 Cu2 O7 Cu1 51.66(16) . . . . ? N1 Cu2 O7 Cu1 141.94(16) . . . . ? O4 Cu2 O9 Cu1 23.1(3) 6 . . 7 ? O2 Cu2 O9 Cu1 -167.6(3) . . . 7 ? N1 Cu2 O9 Cu1 134(2) . . . 7 ? O7 Cu2 O9 Cu1 -65.9(2) . . . 7 ? O4 Cu2 O9 Cu1 119.32(13) 6 . . . ? O2 Cu2 O9 Cu1 -71.42(14) . . . . ? N1 Cu2 O9 Cu1 -130(2) . . . . ? O7 Cu2 O9 Cu1 30.34(12) . . . . ? O9 Cu1 O9 Cu2 -130.26(19) 7 . . . ? O1 Cu1 O9 Cu2 50.23(16) . . . . ? O3 Cu1 O9 Cu2 135.65(14) 4 . . . ? O7 Cu1 O9 Cu2 -37.48(15) . . . . ? O9 Cu1 O9 Cu1 0.0 7 . . 7 ? O1 Cu1 O9 Cu1 -179.50(15) . . . 7 ? O3 Cu1 O9 Cu1 -94.09(15) 4 . . 7 ? O7 Cu1 O9 Cu1 92.79(16) . . . 7 ? O9 Cu2 N1 C16 101(2) . . . . ? O4 Cu2 N1 C16 -147.9(5) 6 . . . ? O2 Cu2 N1 C16 42.5(5) . . . . ? O7 Cu2 N1 C16 -58.8(5) . . . . ? O9 Cu2 N1 C20 -78(2) . . . . ? O4 Cu2 N1 C20 33.0(4) 6 . . . ? O2 Cu2 N1 C20 -136.6(4) . . . . ? O7 Cu2 N1 C20 122.1(4) . . . . ? Cu1 O1 C1 O2 -31.4(7) . . . . ? Cu1 O1 C1 C2 148.8(3) . . . . ? Cu2 O2 C1 O1 -10.5(7) . . . . ? Cu2 O2 C1 C2 169.3(3) . . . . ? O1 C1 C2 C3 178.1(5) . . . . ? O2 C1 C2 C3 -1.8(7) . . . . ? O1 C1 C2 C7 -3.0(7) . . . . ? O2 C1 C2 C7 177.2(4) . . . . ? C7 C2 C3 C4 0.4(8) . . . . ? C1 C2 C3 C4 179.4(5) . . . . ? C2 C3 C4 C5 -0.2(8) . . . . ? C2 C3 C4 C8 -178.0(5) . . . . ? C3 C4 C5 C6 -0.7(8) . . . . ? C8 C4 C5 C6 177.1(5) . . . . ? C9 O5 C6 C5 177.4(5) . . . . ? C9 O5 C6 C7 -2.1(8) . . . . ? C4 C5 C6 O5 -178.4(5) . . . . ? C4 C5 C6 C7 1.2(8) . . . . ? O5 C6 C7 C2 178.6(5) . . . . ? C5 C6 C7 C2 -0.9(8) . . . . ? C3 C2 C7 C6 0.1(8) . . . . ? C1 C2 C7 C6 -178.9(5) . . . . ? Cu1 O3 C8 O4 -22.0(8) 4_545 . . . ? Cu1 O3 C8 C4 157.4(4) 4_545 . . . ? Cu2 O4 C8 O3 -17.2(8) 6_556 . . . ? Cu2 O4 C8 C4 163.4(3) 6_556 . . . ? C5 C4 C8 O3 -170.7(5) . . . . ? C3 C4 C8 O3 7.1(7) . . . . ? C5 C4 C8 O4 8.7(7) . . . . ? C3 C4 C8 O4 -173.5(5) . . . . ? Cu1 O7 C10 O6 -9.2(7) . . . . ? Cu2 O7 C10 O6 120.3(10) . . . . ? Cu1 O7 C10 C11 170.8(4) . . . . ? Cu2 O7 C10 C11 -59.7(11) . . . . ? O6 C10 C11 C14 21.3(8) . . . . ? O7 C10 C11 C14 -158.6(4) . . . . ? O6 C10 C11 C12 -162.9(6) . . . . ? O7 C10 C11 C12 17.1(8) . . . . ? C14 C11 C12 C13 -2.0(8) . . . . ? C10 C11 C12 C13 -177.7(4) . . . . ? C15 O8 C13 C12 -151.8(15) . . . . ? C15 O8 C13 C12 28.2(15) 2_554 . . . ? C15 O8 C13 C12 28.2(15) . . . 2_554 ? C15 O8 C13 C12 -151.8(15) 2_554 . . 2_554 ? C11 C12 C13 O8 -179.0(4) . . . . ? C11 C12 C13 C12 1.0(4) . . . 2_554 ? C12 C11 C14 C11 1.1(4) . . . 2_554 ? C10 C11 C14 C11 176.9(5) . . . 2_554 ? C13 O8 C15 C15 180.001(9) . . . 2_554 ? C20 N1 C16 C17 -2.3(10) . . . . ? Cu2 N1 C16 C17 178.6(5) . . . . ? N1 C16 C17 C18 1.3(11) . . . . ? C16 C17 C18 C19 0.2(10) . . . . ? C16 C17 C18 C21 179.7(6) . . . . ? C17 C18 C19 C20 -0.6(9) . . . . ? C21 C18 C19 C20 179.9(6) . . . . ? C16 N1 C20 C19 1.8(9) . . . . ? Cu2 N1 C20 C19 -179.1(5) . . . . ? C18 C19 C20 N1 -0.4(10) . . . . ? C19 C18 C21 C21 3.4(12) . . . 5_545 ? C17 C18 C21 C21 -176.1(9) . . . 5_545 ? 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 O9 H9 O5 0.98 1.95 2.848(5) 150.3 4_545 _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.970 _refine_diff_density_min -0.676 _refine_diff_density_rms 0.102