# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Debashis Ray' _publ_contact_author_email DRAY@CHEM.IITKGP.ERNET.IN _publ_section_title ; Structure and Dimensionality of Coordination Complexes Correlated to Piperazine Conformation: From Discrete [CuII2] and [CuII4] Complexes to a ?1,3?N3? Bridged [CuII2]n Chain ; loop_ _publ_author_name D.Ray G.Aromi X.Huang J.Li D.Mandal A.R.Paital data_xh-dr-2 _database_code_depnum_ccdc_archive 'CCDC 601654' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H26 Cu2 N10 O2' _chemical_formula_weight 589.61 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.8910(17) _cell_length_b 9.2429(14) _cell_length_c 12.0176(19) _cell_angle_alpha 90.00 _cell_angle_beta 105.816(2) _cell_angle_gamma 90.00 _cell_volume 1163.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4243 _cell_measurement_theta_min 2.82 _cell_measurement_theta_max 30.36 _exptl_crystal_description lathe _exptl_crystal_colour black _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.682 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 1.871 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5216 _exptl_absorpt_correction_T_max 0.9999 _exptl_absorpt_process_details 'Bruker SAINT (SADABS)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 9099 _diffrn_reflns_av_R_equivalents 0.0467 _diffrn_reflns_av_sigmaI/netI 0.0510 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 28.28 _reflns_number_total 2880 _reflns_number_gt 2078 _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^)+(0.0670P)^2^+1.2000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2880 _refine_ls_number_parameters 215 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0728 _refine_ls_R_factor_gt 0.0461 _refine_ls_wR_factor_ref 0.1244 _refine_ls_wR_factor_gt 0.1104 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _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 0.62107(4) 0.18021(4) 0.93450(4) 0.02756(15) Uani 1 1 d . . . N1 N 0.7909(3) 0.2527(4) 0.9388(3) 0.0432(8) Uani 1 1 d . . . N2 N 0.5930(3) 0.3838(3) 0.9944(2) 0.0259(6) Uani 1 1 d . . . N3 N 0.4360(3) 0.1424(3) 0.8964(3) 0.0317(7) Uani 1 1 d . . . N4 N 0.3821(3) 0.0291(3) 0.8778(2) 0.0276(6) Uani 1 1 d . . . N5 N 0.3238(3) -0.0780(3) 0.8606(3) 0.0322(7) Uani 1 1 d . . . O1 O 0.6503(2) -0.0011(3) 0.8716(2) 0.0348(6) Uani 1 1 d . . . C1 C 0.7577(3) -0.0498(4) 0.8570(3) 0.0320(8) Uani 1 1 d . . . C2 C 0.7636(4) -0.1958(4) 0.8238(4) 0.0407(9) Uani 1 1 d . . . H2 H 0.695(4) -0.250(5) 0.821(4) 0.039(11) Uiso 1 1 d . . . C3 C 0.8700(4) -0.2514(5) 0.8011(4) 0.0450(10) Uani 1 1 d . . . H3 H 0.867(5) -0.343(5) 0.781(4) 0.054(15) Uiso 1 1 d . . . C4 C 0.9797(5) -0.1673(5) 0.8114(4) 0.0487(11) Uani 1 1 d . . . H4 H 1.054(5) -0.204(5) 0.796(4) 0.058(14) Uiso 1 1 d . . . C5 C 0.9769(4) -0.0264(5) 0.8460(4) 0.0413(9) Uani 1 1 d . . . H5 H 1.045(4) 0.037(4) 0.856(3) 0.035(11) Uiso 1 1 d . . . C6 C 0.8692(3) 0.0355(4) 0.8689(3) 0.0343(8) Uani 1 1 d . . . C7 C 0.8763(4) 0.1848(5) 0.9052(4) 0.0462(10) Uani 1 1 d . . . H7 H 0.959(4) 0.230(4) 0.913(3) 0.027(9) Uiso 1 1 d . . . C8 C 0.8103(4) 0.4058(4) 0.9733(4) 0.0430(10) Uani 1 1 d . . . H8A H 0.785(4) 0.458(5) 0.898(4) 0.041(11) Uiso 1 1 d . . . H8B H 0.896(4) 0.425(5) 1.014(4) 0.037(11) Uiso 1 1 d . . . C9 C 0.7235(4) 0.4397(4) 1.0490(4) 0.0363(9) Uani 1 1 d . . . H9A H 0.752(4) 0.395(5) 1.120(4) 0.033(10) Uiso 1 1 d . . . H9B H 0.729(3) 0.531(4) 1.062(3) 0.024(9) Uiso 1 1 d . . . C10 C 0.5152(4) 0.3810(4) 1.0791(3) 0.0296(7) Uani 1 1 d . . . H10A H 0.567(4) 0.336(4) 1.147(3) 0.024(9) Uiso 1 1 d . . . H10B H 0.444(4) 0.330(4) 1.044(3) 0.026(10) Uiso 1 1 d . . . C11 C 0.5229(4) 0.4685(4) 0.8912(3) 0.0302(7) Uani 1 1 d . . . H11A H 0.445(3) 0.410(4) 0.854(3) 0.023(9) Uiso 1 1 d . . . H11B H 0.580(4) 0.475(4) 0.838(3) 0.032(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0261(2) 0.0175(2) 0.0364(2) -0.00135(17) 0.00406(16) -0.00138(17) N1 0.0335(17) 0.0236(16) 0.074(2) -0.0100(16) 0.0174(17) -0.0066(14) N2 0.0251(14) 0.0170(13) 0.0329(15) 0.0005(11) 0.0032(11) -0.0007(11) N3 0.0252(15) 0.0175(13) 0.0478(18) 0.0005(12) 0.0024(13) 0.0002(11) N4 0.0251(14) 0.0240(15) 0.0317(15) 0.0018(11) 0.0041(11) 0.0066(12) N5 0.0302(16) 0.0200(14) 0.0443(17) -0.0026(12) 0.0067(13) -0.0020(12) O1 0.0312(13) 0.0281(13) 0.0446(15) -0.0084(11) 0.0094(11) -0.0023(10) C1 0.0312(18) 0.0306(18) 0.0319(18) 0.0003(14) 0.0048(14) 0.0015(15) C2 0.041(2) 0.030(2) 0.048(2) -0.0019(16) 0.0065(18) 0.0003(18) C3 0.048(3) 0.035(2) 0.049(2) -0.0046(19) 0.0088(19) 0.010(2) C4 0.042(2) 0.054(3) 0.049(2) -0.002(2) 0.0106(19) 0.012(2) C5 0.032(2) 0.046(2) 0.045(2) 0.0005(18) 0.0084(17) -0.0003(18) C6 0.0309(19) 0.035(2) 0.0358(19) 0.0015(15) 0.0064(15) 0.0000(15) C7 0.036(2) 0.041(2) 0.062(3) -0.011(2) 0.0134(19) -0.0112(19) C8 0.032(2) 0.0267(19) 0.068(3) -0.0054(19) 0.009(2) -0.0092(16) C9 0.034(2) 0.0206(18) 0.048(2) -0.0035(16) 0.0005(17) -0.0038(15) C10 0.0336(19) 0.0216(17) 0.0315(18) 0.0017(14) 0.0052(15) -0.0001(15) C11 0.039(2) 0.0179(16) 0.0324(18) 0.0015(13) 0.0070(16) 0.0007(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.900(2) . ? Cu1 N1 1.955(3) . ? Cu1 N3 1.973(3) . ? Cu1 N2 2.067(3) . ? N1 C7 1.275(5) . ? N1 C8 1.474(5) . ? N2 C11 1.489(4) . ? N2 C9 1.486(5) . ? N2 C10 1.492(5) . ? N3 N4 1.191(4) . ? N4 N5 1.164(4) . ? O1 C1 1.310(4) . ? C1 C2 1.414(5) . ? C1 C6 1.422(5) . ? C2 C3 1.362(6) . ? C2 H2 0.89(5) . ? C3 C4 1.402(7) . ? C3 H3 0.88(5) . ? C4 C5 1.369(6) . ? C4 H4 0.94(5) . ? C5 C6 1.399(6) . ? C5 H5 0.92(4) . ? C6 C7 1.444(6) . ? C7 H7 0.98(4) . ? C8 C9 1.512(6) . ? C8 H8A 0.99(4) . ? C8 H8B 0.94(4) . ? C9 H9A 0.92(4) . ? C9 H9B 0.85(4) . ? C10 C11 1.522(5) 3_667 ? C10 H10A 0.95(4) . ? C10 H10B 0.91(4) . ? C11 C10 1.522(5) 3_667 ? C11 H11A 1.00(4) . ? C11 H11B 1.01(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 N1 93.03(12) . . ? O1 Cu1 N3 91.29(12) . . ? N1 Cu1 N3 165.11(14) . . ? O1 Cu1 N2 176.31(11) . . ? N1 Cu1 N2 84.69(12) . . ? N3 Cu1 N2 90.21(11) . . ? C7 N1 C8 120.0(3) . . ? C7 N1 Cu1 126.2(3) . . ? C8 N1 Cu1 113.5(3) . . ? C11 N2 C9 113.4(3) . . ? C11 N2 C10 108.6(3) . . ? C9 N2 C10 111.0(3) . . ? C11 N2 Cu1 106.2(2) . . ? C9 N2 Cu1 104.8(2) . . ? C10 N2 Cu1 112.8(2) . . ? N4 N3 Cu1 128.3(2) . . ? N5 N4 N3 176.4(3) . . ? C1 O1 Cu1 127.5(2) . . ? O1 C1 C2 118.5(3) . . ? O1 C1 C6 124.5(3) . . ? C2 C1 C6 117.0(4) . . ? C3 C2 C1 121.6(4) . . ? C3 C2 H2 122(3) . . ? C1 C2 H2 117(3) . . ? C2 C3 C4 121.6(4) . . ? C2 C3 H3 117(3) . . ? C4 C3 H3 122(3) . . ? C5 C4 C3 117.8(4) . . ? C5 C4 H4 120(3) . . ? C3 C4 H4 123(3) . . ? C4 C5 C6 122.5(4) . . ? C4 C5 H5 124(3) . . ? C6 C5 H5 114(3) . . ? C5 C6 C1 119.5(4) . . ? C5 C6 C7 118.1(4) . . ? C1 C6 C7 122.3(4) . . ? N1 C7 C6 125.6(4) . . ? N1 C7 H7 120(2) . . ? C6 C7 H7 114(2) . . ? N1 C8 C9 107.7(3) . . ? N1 C8 H8A 103(3) . . ? C9 C8 H8A 112(2) . . ? N1 C8 H8B 112(3) . . ? C9 C8 H8B 110(2) . . ? H8A C8 H8B 112(3) . . ? N2 C9 C8 110.0(3) . . ? N2 C9 H9A 107(3) . . ? C8 C9 H9A 111(2) . . ? N2 C9 H9B 116(2) . . ? C8 C9 H9B 106(2) . . ? H9A C9 H9B 107(4) . . ? N2 C10 C11 112.7(3) . 3_667 ? N2 C10 H10A 106(2) . . ? C11 C10 H10A 110(2) 3_667 . ? N2 C10 H10B 105(2) . . ? C11 C10 H10B 109(2) 3_667 . ? H10A C10 H10B 114(3) . . ? N2 C11 C10 113.3(3) . 3_667 ? N2 C11 H11A 105(2) . . ? C10 C11 H11A 110(2) 3_667 . ? N2 C11 H11B 107(2) . . ? C10 C11 H11B 110(2) 3_667 . ? H11A C11 H11B 110(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu1 N1 C7 0.9(4) . . . . ? N3 Cu1 N1 C7 -105.8(6) . . . . ? N2 Cu1 N1 C7 -176.2(4) . . . . ? O1 Cu1 N1 C8 174.1(3) . . . . ? N3 Cu1 N1 C8 67.4(6) . . . . ? N2 Cu1 N1 C8 -3.0(3) . . . . ? O1 Cu1 N2 C11 46.0(17) . . . . ? N1 Cu1 N2 C11 98.1(2) . . . . ? N3 Cu1 N2 C11 -67.9(2) . . . . ? O1 Cu1 N2 C9 -74.3(17) . . . . ? N1 Cu1 N2 C9 -22.2(3) . . . . ? N3 Cu1 N2 C9 171.8(2) . . . . ? O1 Cu1 N2 C10 164.9(16) . . . . ? N1 Cu1 N2 C10 -143.0(2) . . . . ? N3 Cu1 N2 C10 51.0(2) . . . . ? O1 Cu1 N3 N4 20.3(3) . . . . ? N1 Cu1 N3 N4 127.2(5) . . . . ? N2 Cu1 N3 N4 -163.1(3) . . . . ? Cu1 N3 N4 N5 163(6) . . . . ? N1 Cu1 O1 C1 7.8(3) . . . . ? N3 Cu1 O1 C1 173.5(3) . . . . ? N2 Cu1 O1 C1 59.7(18) . . . . ? Cu1 O1 C1 C2 171.2(3) . . . . ? Cu1 O1 C1 C6 -10.6(5) . . . . ? O1 C1 C2 C3 176.5(4) . . . . ? C6 C1 C2 C3 -1.8(6) . . . . ? C1 C2 C3 C4 1.1(7) . . . . ? C2 C3 C4 C5 0.4(7) . . . . ? C3 C4 C5 C6 -1.1(7) . . . . ? C4 C5 C6 C1 0.4(6) . . . . ? C4 C5 C6 C7 179.8(4) . . . . ? O1 C1 C6 C5 -177.1(4) . . . . ? C2 C1 C6 C5 1.1(5) . . . . ? O1 C1 C6 C7 3.4(6) . . . . ? C2 C1 C6 C7 -178.4(4) . . . . ? C8 N1 C7 C6 -179.9(4) . . . . ? Cu1 N1 C7 C6 -7.0(7) . . . . ? C5 C6 C7 N1 -173.6(4) . . . . ? C1 C6 C7 N1 5.9(7) . . . . ? C7 N1 C8 C9 -158.9(4) . . . . ? Cu1 N1 C8 C9 27.4(4) . . . . ? C11 N2 C9 C8 -72.1(4) . . . . ? C10 N2 C9 C8 165.3(3) . . . . ? Cu1 N2 C9 C8 43.3(4) . . . . ? N1 C8 C9 N2 -47.2(5) . . . . ? C11 N2 C10 C11 -53.6(4) . . . 3_667 ? C9 N2 C10 C11 71.7(4) . . . 3_667 ? Cu1 N2 C10 C11 -171.0(2) . . . 3_667 ? C9 N2 C11 C10 -69.9(4) . . . 3_667 ? C10 N2 C11 C10 53.9(4) . . . 3_667 ? Cu1 N2 C11 C10 175.5(2) . . . 3_667 ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 28.28 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.906 _refine_diff_density_min -0.811 _refine_diff_density_rms 0.103 #==END data_drdm24 _database_code_depnum_ccdc_archive 'CCDC 642073' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H40 Cu2 N8 O10' _chemical_formula_weight 775.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0030 0.0020 '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 0.3200 1.2650 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0110 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 8.517(2) _cell_length_b 9.409(5) _cell_length_c 10.910(3) _cell_angle_alpha 102.85(4) _cell_angle_beta 106.33(4) _cell_angle_gamma 91.70(4) _cell_volume 814.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 2 _cell_measurement_theta_max 24.96 _exptl_crystal_description block _exptl_crystal_colour green _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.583 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 402 _exptl_absorpt_coefficient_mu 1.375 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type CAD4 _diffrn_measurement_method /W-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 25 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% ? _diffrn_reflns_number 2852 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0826 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 24.96 _reflns_number_total 2852 _reflns_number_gt 1953 _reflns_threshold_expression >2sigma(I) _computing_data_collection CAD4 _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0789P)^2^+0.3327P] 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 2852 _refine_ls_number_parameters 217 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1122 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.1419 _refine_ls_wR_factor_gt 0.1245 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _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 C11 C 0.1613(7) 0.4878(5) 0.4845(4) 0.0369(13) Uani 1 1 d . . . H11A H 0.2336 0.4890 0.4300 0.044 Uiso 1 1 calc R . . H11B H 0.2274 0.4775 0.5698 0.044 Uiso 1 1 calc R . . C8 C -0.1302(7) 0.1984(5) 0.2116(5) 0.0463(15) Uani 1 1 d . . . H8A H -0.2287 0.1846 0.2373 0.056 Uiso 1 1 calc R . . H8B H -0.1615 0.1851 0.1169 0.056 Uiso 1 1 calc R . . C9 C -0.0434(7) 0.3504(5) 0.2798(4) 0.0439(14) Uani 1 1 d . . . H9A H 0.0397 0.3716 0.2394 0.053 Uiso 1 1 calc R . . H9B H -0.1220 0.4227 0.2702 0.053 Uiso 1 1 calc R . . O4 O 0.2389(5) 0.2327(3) 0.6148(3) 0.0464(10) Uani 1 1 d . . . O2 O 0.3704(6) 0.2612(5) 0.3593(5) 0.0866(16) Uani 1 1 d . . . N3 N 0.3874(8) 0.2540(5) 0.2501(5) 0.0573(14) Uani 1 1 d . . . O3 O 0.2703(7) 0.2183(7) 0.1532(5) 0.0981(18) Uani 1 1 d . . . N4 N 0.3766(5) 0.2005(4) 0.8122(3) 0.0404(11) Uani 1 1 d . . . C12 C 0.3237(6) 0.1576(5) 0.6842(4) 0.0386(13) Uani 1 1 d . . . H12 H 0.3502 0.0678 0.6431 0.046 Uiso 1 1 calc R . . C14 C 0.3462(9) 0.3447(6) 0.8801(5) 0.0611(18) Uani 1 1 d . . . H14A H 0.3934 0.3581 0.9733 0.092 Uiso 1 1 calc R . . H14B H 0.2299 0.3514 0.8603 0.092 Uiso 1 1 calc R . . H14C H 0.3954 0.4192 0.8513 0.092 Uiso 1 1 calc R . . C13 C 0.4850(8) 0.1158(6) 0.8908(5) 0.0618(18) Uani 1 1 d . . . H13A H 0.5107 0.1641 0.9824 0.093 Uiso 1 1 calc R . . H13B H 0.5846 0.1078 0.8661 0.093 Uiso 1 1 calc R . . H13C H 0.4312 0.0197 0.8758 0.093 Uiso 1 1 calc R . . O5 O 0.5197(7) 0.2919(7) 0.2394(6) 0.116(2) Uani 1 1 d . . . Cu1 Cu 0.14123(9) 0.16461(6) 0.42223(5) 0.0399(3) Uani 1 1 d . . . N2 N 0.0353(5) 0.3589(4) 0.4227(3) 0.0342(10) Uani 1 1 d . . . O1 O 0.2299(5) -0.0164(3) 0.4254(3) 0.0534(11) Uani 1 1 d . . . N1 N -0.0147(5) 0.0927(4) 0.2518(4) 0.0375(10) Uani 1 1 d . . . C10 C -0.0850(7) 0.3658(5) 0.4978(4) 0.0393(14) Uani 1 1 d . . . H10A H -0.0310 0.3497 0.5839 0.047 Uiso 1 1 calc R . . H10B H -0.1722 0.2871 0.4529 0.047 Uiso 1 1 calc R . . C7 C -0.0164(7) -0.0313(5) 0.1718(4) 0.0411(13) Uani 1 1 d . . . H7 H -0.0936 -0.0510 0.0892 0.049 Uiso 1 1 calc R . . C1 C 0.2106(7) -0.1272(5) 0.3236(4) 0.0406(14) Uani 1 1 d . . . C6 C 0.0915(7) -0.1406(5) 0.2008(4) 0.0405(13) Uani 1 1 d . . . C3 C 0.2944(8) -0.3635(5) 0.2386(6) 0.0574(17) Uani 1 1 d . . . H3 H 0.3624 -0.4379 0.2508 0.069 Uiso 1 1 calc R . . C5 C 0.0770(8) -0.2699(5) 0.0998(5) 0.0527(16) Uani 1 1 d . . . H5 H -0.0024 -0.2802 0.0191 0.063 Uiso 1 1 calc R . . C2 C 0.3139(8) -0.2421(5) 0.3399(5) 0.0488(15) Uani 1 1 d . . . H2 H 0.3947 -0.2347 0.4193 0.059 Uiso 1 1 calc R . . C4 C 0.1756(9) -0.3784(5) 0.1181(6) 0.0635(18) Uani 1 1 d . . . H4 H 0.1640 -0.4620 0.0507 0.076 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 C11 0.040(4) 0.034(2) 0.037(2) 0.0099(18) 0.011(2) 0.003(2) C8 0.043(4) 0.054(3) 0.033(2) 0.007(2) -0.001(2) 0.015(3) C9 0.055(4) 0.044(3) 0.030(2) 0.013(2) 0.005(2) 0.015(3) O4 0.061(3) 0.0413(17) 0.0277(15) 0.0069(13) -0.0008(17) 0.0135(18) O2 0.083(4) 0.113(4) 0.063(3) 0.020(3) 0.022(3) 0.009(3) N3 0.047(4) 0.061(3) 0.059(3) 0.005(2) 0.015(3) 0.013(3) O3 0.070(4) 0.151(5) 0.065(3) 0.029(3) 0.007(3) -0.006(4) N4 0.044(3) 0.043(2) 0.0298(19) 0.0130(16) 0.001(2) 0.004(2) C12 0.042(4) 0.032(2) 0.037(2) 0.0078(19) 0.005(2) 0.006(2) C14 0.079(5) 0.059(3) 0.035(3) 0.000(2) 0.010(3) 0.005(3) C13 0.062(5) 0.069(4) 0.051(3) 0.029(3) -0.001(3) 0.013(3) O5 0.052(4) 0.171(6) 0.113(5) -0.001(4) 0.033(4) -0.001(4) Cu1 0.0508(5) 0.0336(3) 0.0279(3) 0.0042(2) 0.0014(3) 0.0128(3) N2 0.039(3) 0.0347(19) 0.0300(19) 0.0090(15) 0.0096(19) 0.0118(19) O1 0.071(3) 0.0405(18) 0.0372(18) 0.0021(14) 0.0009(19) 0.0271(19) N1 0.037(3) 0.037(2) 0.0339(19) 0.0039(16) 0.0067(19) 0.0067(19) C10 0.050(4) 0.035(2) 0.035(2) 0.0115(19) 0.013(3) 0.004(2) C7 0.042(4) 0.046(3) 0.030(2) 0.003(2) 0.008(2) -0.001(3) C1 0.054(4) 0.033(2) 0.039(3) 0.008(2) 0.021(3) 0.003(2) C6 0.046(4) 0.036(2) 0.037(2) 0.0022(19) 0.015(2) 0.001(2) C3 0.074(5) 0.034(3) 0.079(4) 0.010(3) 0.048(4) 0.011(3) C5 0.057(4) 0.044(3) 0.047(3) -0.006(2) 0.013(3) -0.006(3) C2 0.058(4) 0.040(3) 0.057(3) 0.019(2) 0.025(3) 0.014(3) C4 0.084(6) 0.033(3) 0.072(4) -0.011(3) 0.040(4) -0.001(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 C11 N2 1.494(6) . ? C11 C10 1.537(6) 2_566 ? C8 N1 1.469(6) . ? C8 C9 1.517(7) . ? C9 N2 1.497(5) . ? O4 C12 1.246(5) . ? O4 Cu1 1.976(3) . ? O2 N3 1.227(6) . ? N3 O3 1.206(6) . ? N3 O5 1.217(7) . ? N4 C12 1.305(5) . ? N4 C13 1.458(6) . ? N4 C14 1.462(6) . ? Cu1 O1 1.887(3) . ? Cu1 N1 1.918(4) . ? Cu1 N2 2.062(3) . ? N2 C10 1.476(6) . ? O1 C1 1.311(5) . ? N1 C7 1.289(6) . ? C10 C11 1.537(6) 2_566 ? C7 C6 1.429(7) . ? C1 C6 1.411(7) . ? C1 C2 1.424(7) . ? C6 C5 1.424(6) . ? C3 C2 1.370(7) . ? C3 C4 1.391(8) . ? C5 C4 1.354(8) . ? 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 N2 C11 C10 112.8(4) . 2_566 ? N1 C8 C9 107.3(4) . . ? N2 C9 C8 109.7(4) . . ? C12 O4 Cu1 123.5(3) . . ? O3 N3 O5 119.4(6) . . ? O3 N3 O2 120.1(7) . . ? O5 N3 O2 120.3(6) . . ? C12 N4 C13 121.4(4) . . ? C12 N4 C14 120.6(4) . . ? C13 N4 C14 117.5(4) . . ? O4 C12 N4 122.3(4) . . ? O1 Cu1 N1 94.08(15) . . ? O1 Cu1 O4 90.40(13) . . ? N1 Cu1 O4 161.93(17) . . ? O1 Cu1 N2 177.05(18) . . ? N1 Cu1 N2 85.75(15) . . ? O4 Cu1 N2 88.88(13) . . ? C10 N2 C11 109.0(3) . . ? C10 N2 C9 112.8(4) . . ? C11 N2 C9 111.2(4) . . ? C10 N2 Cu1 108.8(3) . . ? C11 N2 Cu1 111.3(3) . . ? C9 N2 Cu1 103.6(3) . . ? C1 O1 Cu1 126.0(3) . . ? C7 N1 C8 120.5(4) . . ? C7 N1 Cu1 125.6(4) . . ? C8 N1 Cu1 113.8(3) . . ? N2 C10 C11 113.6(4) . 2_566 ? N1 C7 C6 124.8(4) . . ? O1 C1 C6 124.0(4) . . ? O1 C1 C2 117.6(4) . . ? C6 C1 C2 118.4(4) . . ? C1 C6 C5 118.7(5) . . ? C1 C6 C7 123.5(4) . . ? C5 C6 C7 117.8(5) . . ? C2 C3 C4 121.7(5) . . ? C4 C5 C6 121.8(5) . . ? C3 C2 C1 120.1(5) . . ? C5 C4 C3 119.2(5) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.677 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.087 data_dr3222 _database_code_depnum_ccdc_archive 'CCDC 642074' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H58 Cu4 N8 O8, 2(N O3), 4(H2 O)' _chemical_formula_sum 'C44 H66 Cu4 N10 O18' _chemical_formula_weight 1277.24 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 Orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 15.306(4) _cell_length_b 18.166(12) _cell_length_c 19.200(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5339(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.589 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2640 _exptl_absorpt_coefficient_mu 1.652 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5173 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1312 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 24.96 _reflns_number_total 5173 _reflns_number_gt 3178 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0964P)^2^+0.3757P] 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 -0.02(4) _refine_ls_number_reflns 5173 _refine_ls_number_parameters 660 _refine_ls_number_restraints 34 _refine_ls_R_factor_all 0.1565 _refine_ls_R_factor_gt 0.0675 _refine_ls_wR_factor_ref 0.1854 _refine_ls_wR_factor_gt 0.1508 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.034 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.27025(11) 0.42515(10) 1.04487(9) 0.0375(5) Uani 1 1 d . . . Cu2 Cu 0.11249(12) 0.69368(10) 0.97863(9) 0.0359(5) Uani 1 1 d . . . Cu3 Cu -0.02507(11) 0.58299(10) 1.03489(9) 0.0370(5) Uani 1 1 d . . . Cu4 Cu 0.16174(12) 0.33438(9) 0.93966(9) 0.0364(5) Uani 1 1 d . . . O1 O 0.0368(8) 0.7020(6) 0.8973(5) 0.055(3) Uani 1 1 d . . . O2 O 0.2384(7) 0.3217(5) 1.0415(5) 0.045(3) Uani 1 1 d . . . O3 O 0.2637(7) 0.3446(6) 0.8777(5) 0.050(3) Uani 1 1 d . . . O4 O -0.0002(7) 0.6848(5) 1.0605(5) 0.046(3) Uani 1 1 d . . . O5 O 0.0827(6) 0.5911(5) 0.9826(5) 0.039(2) Uani 1 1 d . . . O6 O 0.1864(6) 0.4343(5) 0.9697(5) 0.039(2) Uani 1 1 d . . . O1W O -0.1043(6) 0.6194(6) 0.9374(5) 0.047(3) Uani 1 1 d . . . O2W O 0.3829(7) 0.4185(8) 0.9655(7) 0.078(4) Uani 1 1 d . . . N1 N 0.1539(8) 0.7953(6) 0.9657(6) 0.041(3) Uani 1 1 d . . . N2 N 0.2145(7) 0.6880(6) 1.0539(5) 0.030(3) Uani 1 1 d . . . N3 N 0.2873(8) 0.5363(6) 1.0633(6) 0.037(3) Uani 1 1 d . . . N4 N 0.3344(8) 0.4127(7) 1.1309(6) 0.045(3) Uani 1 1 d . . . N5 N 0.1337(8) 0.2385(6) 0.9004(6) 0.041(3) Uani 1 1 d . . . N6 N 0.0356(8) 0.3237(6) 0.9870(6) 0.036(3) Uani 1 1 d . . . N7 N -0.0441(7) 0.4699(6) 1.0206(7) 0.040(3) Uani 1 1 d . . . N8 N -0.1183(8) 0.5759(8) 1.1035(6) 0.046(3) Uani 1 1 d . . . C1 C 0.2595(9) 0.2700(8) 1.0866(7) 0.031(3) Uani 1 1 d . . . C2 C 0.2299(10) 0.1971(8) 1.0728(8) 0.046(4) Uani 1 1 d . . . H2 H 0.1966 0.1877 1.0332 0.055 Uiso 1 1 calc R . . C3 C 0.2507(10) 0.1388(8) 1.1186(9) 0.048(5) Uani 1 1 d . . . H3 H 0.2314 0.0913 1.1093 0.058 Uiso 1 1 calc R . . C4 C 0.3014(10) 0.1539(11) 1.1790(8) 0.050(4) Uani 1 1 d . . . H4 H 0.3134 0.1170 1.2112 0.059 Uiso 1 1 calc R . . C5 C 0.3314(10) 0.2222(9) 1.1884(8) 0.044(4) Uani 1 1 d . . . H5 H 0.3680 0.2307 1.2262 0.053 Uiso 1 1 calc R . . C6 C 0.3113(10) 0.2816(9) 1.1454(7) 0.039(4) Uani 1 1 d . . . C7 C 0.3451(10) 0.3540(9) 1.1640(8) 0.046(4) Uani 1 1 d . . . H7 H 0.3780 0.3568 1.2047 0.056 Uiso 1 1 calc R . . C8 C 0.3718(7) 0.4823(6) 1.1613(7) 0.062(5) Uani 1 1 d . . . H8A H 0.4309 0.4739 1.1778 0.075 Uiso 1 1 calc R . . H8B H 0.3364 0.4992 1.2000 0.075 Uiso 1 1 calc R . . C9 C 0.3714(7) 0.5385(6) 1.1030(7) 0.044(4) Uani 1 1 d R . . H9A H 0.3797 0.5873 1.1224 0.053 Uiso 1 1 calc R . . H9B H 0.4196 0.5286 1.0716 0.053 Uiso 1 1 calc R . . C10 C 0.2097(10) 0.5607(7) 1.1033(7) 0.036(4) Uani 1 1 d . . . H10A H 0.2092 0.5354 1.1477 0.043 Uiso 1 1 calc R . . H10B H 0.1575 0.5461 1.0781 0.043 Uiso 1 1 calc R . . C11 C 0.2959(9) 0.5839(8) 1.0002(7) 0.039(4) Uani 1 1 d . . . H11A H 0.2477 0.5736 0.9689 0.046 Uiso 1 1 calc R . . H11B H 0.3496 0.5713 0.9761 0.046 Uiso 1 1 calc R . . C12 C 0.2967(10) 0.6663(8) 1.0170(8) 0.047(4) Uani 1 1 d . . . H12A H 0.3467 0.6775 1.0461 0.056 Uiso 1 1 calc R . . H12B H 0.3021 0.6943 0.9742 0.056 Uiso 1 1 calc R . . C13 C 0.2059(11) 0.6425(8) 1.1163(8) 0.047(4) Uani 1 1 d . . . H13A H 0.1507 0.6540 1.1386 0.056 Uiso 1 1 calc R . . H13B H 0.2522 0.6555 1.1485 0.056 Uiso 1 1 calc R . . C14 C 0.2201(11) 0.7662(7) 1.0773(8) 0.045(4) Uani 1 1 d . . . H14A H 0.2733 0.7735 1.1037 0.054 Uiso 1 1 calc R . . H14B H 0.1709 0.7776 1.1072 0.054 Uiso 1 1 calc R . . C15 C 0.2195(10) 0.8168(8) 1.0145(9) 0.051(4) Uani 1 1 d . . . H15A H 0.2086 0.8669 1.0296 0.061 Uiso 1 1 calc R . . H15B H 0.2763 0.8155 0.9921 0.061 Uiso 1 1 calc R . . C16 C 0.1275(10) 0.8415(8) 0.9190(8) 0.044(4) Uani 1 1 d . . . H16 H 0.1512 0.8886 0.9213 0.052 Uiso 1 1 calc R . . C17 C 0.0665(9) 0.8285(8) 0.8649(7) 0.034(3) Uani 1 1 d . . . C18 C 0.0504(10) 0.8865(10) 0.8182(9) 0.050(4) Uani 1 1 d . . . H18 H 0.0810 0.9306 0.8223 0.060 Uiso 1 1 calc R . . C19 C -0.0127(13) 0.8772(9) 0.7651(8) 0.054(5) Uani 1 1 d . . . H19 H -0.0233 0.9149 0.7334 0.065 Uiso 1 1 calc R . . C20 C -0.0580(11) 0.8128(10) 0.7607(9) 0.055(5) Uani 1 1 d . . . H20 H -0.1004 0.8076 0.7264 0.065 Uiso 1 1 calc R . . C21 C -0.0430(12) 0.7558(11) 0.8053(9) 0.058(5) Uani 1 1 d . . . H21 H -0.0754 0.7127 0.8015 0.070 Uiso 1 1 calc R . . C22 C 0.0222(11) 0.7623(9) 0.8575(7) 0.045(4) Uani 1 1 d . . . C23 C -0.0492(11) 0.7290(9) 1.0974(8) 0.041(4) Uani 1 1 d . . . C24 C -0.0282(10) 0.8048(9) 1.1004(7) 0.043(4) Uani 1 1 d . . . H24 H 0.0184 0.8226 1.0744 0.052 Uiso 1 1 calc R . . C25 C -0.0746(11) 0.8514(10) 1.1401(8) 0.053(5) Uani 1 1 d . . . H25 H -0.0609 0.9013 1.1401 0.063 Uiso 1 1 calc R . . C26 C -0.1406(16) 0.8269(12) 1.1800(10) 0.088(7) Uani 1 1 d . . . H26 H -0.1696 0.8596 1.2092 0.106 Uiso 1 1 calc R . . C27 C -0.1657(13) 0.7551(10) 1.1784(10) 0.069(6) Uani 1 1 d . . . H27 H -0.2143 0.7401 1.2038 0.083 Uiso 1 1 calc R . . C28 C -0.1191(11) 0.7036(10) 1.1391(8) 0.052(4) Uani 1 1 d . . . C29 C -0.1453(10) 0.6286(10) 1.1412(9) 0.047(4) Uani 1 1 d . . . H29 H -0.1874 0.6167 1.1742 0.057 Uiso 1 1 calc R . . C30 C -0.1517(11) 0.5012(9) 1.1120(9) 0.058(5) Uani 1 1 d . . . H30A H -0.2138 0.5023 1.1217 0.069 Uiso 1 1 calc R . . H30B H -0.1223 0.4768 1.1504 0.069 Uiso 1 1 calc R . . C31 C -0.1347(10) 0.4606(9) 1.0452(9) 0.052(4) Uani 1 1 d . . . H31A H -0.1463 0.4087 1.0522 0.063 Uiso 1 1 calc R . . H31B H -0.1745 0.4784 1.0097 0.063 Uiso 1 1 calc R . . C32 C -0.0294(9) 0.4431(7) 0.9498(7) 0.036(3) Uani 1 1 d . . . H32A H 0.0274 0.4600 0.9342 0.043 Uiso 1 1 calc R . . H32B H -0.0730 0.4648 0.9193 0.043 Uiso 1 1 calc R . . C33 C 0.0209(9) 0.4328(8) 1.0663(7) 0.040(4) Uani 1 1 d . . . H33A H 0.0092 0.4465 1.1142 0.048 Uiso 1 1 calc R . . H33B H 0.0787 0.4508 1.0545 0.048 Uiso 1 1 calc R . . C34 C -0.0331(10) 0.3621(7) 0.9424(7) 0.042(4) Uani 1 1 d . . . H34A H -0.0242 0.3490 0.8940 0.051 Uiso 1 1 calc R . . H34B H -0.0907 0.3449 0.9560 0.051 Uiso 1 1 calc R . . C35 C 0.0211(11) 0.3482(8) 1.0609(7) 0.044(4) Uani 1 1 d . . . H35A H 0.0670 0.3284 1.0903 0.053 Uiso 1 1 calc R . . H35B H -0.0343 0.3291 1.0774 0.053 Uiso 1 1 calc R . . C36 C 0.0196(10) 0.2426(8) 0.9851(8) 0.045(4) Uani 1 1 d . . . H36A H -0.0421 0.2330 0.9923 0.054 Uiso 1 1 calc R . . H36B H 0.0517 0.2191 1.0225 0.054 Uiso 1 1 calc R . . C37 C 0.0474(11) 0.2103(7) 0.9169(9) 0.049(4) Uani 1 1 d . . . H37A H 0.0489 0.1570 0.9201 0.059 Uiso 1 1 calc R . . H37B H 0.0063 0.2239 0.8807 0.059 Uiso 1 1 calc R . . C38 C 0.1827(10) 0.1997(8) 0.8616(8) 0.041(4) Uani 1 1 d . . . H38 H 0.1617 0.1537 0.8483 0.049 Uiso 1 1 calc R . . C39 C 0.2682(11) 0.2207(9) 0.8364(7) 0.041(4) Uani 1 1 d . . . C40 C 0.3171(12) 0.1680(10) 0.7971(8) 0.055(5) Uani 1 1 d . . . H40 H 0.2939 0.1211 0.7913 0.066 Uiso 1 1 calc R . . C41 C 0.3963(13) 0.1833(11) 0.7678(8) 0.067(6) Uani 1 1 d . . . H41 H 0.4260 0.1479 0.7420 0.081 Uiso 1 1 calc R . . C42 C 0.4314(16) 0.2533(13) 0.7777(10) 0.080(7) Uani 1 1 d . . . H42 H 0.4858 0.2652 0.7593 0.096 Uiso 1 1 calc R . . C43 C 0.3859(15) 0.3034(12) 0.8139(9) 0.081(7) Uani 1 1 d . . . H43 H 0.4108 0.3498 0.8193 0.098 Uiso 1 1 calc R . . C44 C 0.3048(10) 0.2915(9) 0.8440(8) 0.042(4) Uani 1 1 d . . . O3W O 0.0877(18) 0.5651(11) 0.8293(9) 0.174(11) Uani 1 1 d . . . O4W O 0.2605(19) 0.4855(12) 0.8113(13) 0.199(13) Uani 1 1 d . . . O5W O 0.4500(19) 0.4855(14) 0.7334(11) 0.201(12) Uani 1 1 d . . . O6W O 0.6057(19) 0.5002(16) 0.8073(12) 0.235(16) Uani 1 1 d . . . N9A N -0.139(2) 0.5352(16) 0.7715(18) 0.103(7) Uiso 0.50 1 d PD . . O7A O -0.175(3) 0.531(2) 0.8296(19) 0.103(7) Uiso 0.50 1 d PD . . O8A O -0.181(3) 0.519(2) 0.7177(17) 0.103(7) Uiso 0.50 1 d PD . . O9A O -0.061(2) 0.553(2) 0.7776(19) 0.103(7) Uiso 0.50 1 d PD . . N9B N -0.1671(19) 0.5421(15) 0.7810(15) 0.087(6) Uiso 0.50 1 d PD . . O7B O -0.206(2) 0.5497(18) 0.8381(16) 0.087(6) Uiso 0.50 1 d PD . . O8B O -0.218(2) 0.5084(18) 0.7403(17) 0.087(6) Uiso 0.50 1 d PD . . O9B O -0.096(2) 0.5613(18) 0.7548(17) 0.087(6) Uiso 0.50 1 d PD . . N10 N 0.0933(13) 1.0178(10) 1.0086(10) 0.099(6) Uiso 1 1 d D . . O10A O 0.071(2) 1.0264(18) 0.9484(14) 0.110(7) Uiso 0.50 1 d PD . . O11A O 0.1619(18) 0.9892(17) 1.0265(18) 0.110(7) Uiso 0.50 1 d PD . . O12A O 0.051(2) 1.0442(18) 1.0562(16) 0.110(7) Uiso 0.50 1 d PD . . O10B O 0.156(2) 1.024(2) 0.9711(19) 0.137(8) Uiso 0.50 1 d PD . . O11B O 0.056(2) 0.9655(17) 1.035(2) 0.137(8) Uiso 0.50 1 d PD . . O12B O 0.065(3) 1.0774(17) 1.028(2) 0.137(8) Uiso 0.50 1 d PD . . 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 0.0375(10) 0.0370(10) 0.0381(10) -0.0005(8) -0.0125(8) -0.0015(9) Cu2 0.0372(10) 0.0337(9) 0.0367(10) -0.0032(8) 0.0007(9) -0.0068(9) Cu3 0.0353(10) 0.0375(10) 0.0380(10) -0.0009(9) 0.0081(8) -0.0035(9) Cu4 0.0390(10) 0.0345(9) 0.0358(10) -0.0031(8) -0.0056(9) -0.0057(9) O1 0.072(8) 0.048(7) 0.045(6) 0.012(6) -0.017(6) -0.028(6) O2 0.057(7) 0.030(5) 0.048(6) 0.008(5) -0.027(6) -0.012(5) O3 0.059(7) 0.036(6) 0.054(6) -0.006(5) 0.014(6) -0.019(6) O4 0.046(6) 0.041(6) 0.050(6) -0.015(6) 0.013(6) -0.003(5) O5 0.028(5) 0.044(6) 0.044(6) 0.002(5) 0.002(5) -0.008(5) O6 0.035(5) 0.030(5) 0.053(6) -0.002(5) -0.019(5) -0.005(4) O1W 0.037(6) 0.064(7) 0.042(6) -0.006(6) 0.006(5) 0.004(6) O2W 0.046(7) 0.101(10) 0.085(9) -0.048(8) 0.013(7) -0.009(8) N1 0.038(7) 0.042(7) 0.044(7) -0.017(6) 0.014(6) -0.015(6) N2 0.036(6) 0.026(6) 0.029(6) -0.010(5) 0.006(5) -0.003(5) N3 0.037(7) 0.032(6) 0.042(7) -0.003(6) -0.005(6) -0.017(6) N4 0.044(8) 0.046(8) 0.047(7) 0.004(7) -0.020(7) 0.002(7) N5 0.054(9) 0.029(7) 0.040(7) -0.010(6) -0.006(7) -0.009(6) N6 0.040(7) 0.039(7) 0.030(6) 0.000(5) -0.002(6) 0.001(6) N7 0.032(7) 0.038(7) 0.050(8) -0.008(6) 0.000(6) 0.010(6) N8 0.038(7) 0.058(9) 0.043(7) 0.006(7) 0.012(6) 0.010(8) C1 0.018(7) 0.040(8) 0.036(8) 0.000(7) -0.005(6) 0.005(7) C2 0.047(10) 0.033(8) 0.057(10) 0.008(8) -0.012(9) -0.004(8) C3 0.040(10) 0.031(8) 0.074(12) 0.016(8) 0.030(9) 0.003(7) C4 0.043(10) 0.069(13) 0.037(9) 0.012(9) 0.000(8) -0.003(9) C5 0.038(9) 0.055(10) 0.039(9) 0.015(8) -0.013(8) 0.008(9) C6 0.039(9) 0.050(10) 0.027(8) 0.001(7) -0.011(7) 0.006(8) C7 0.038(9) 0.062(11) 0.040(9) -0.011(8) 0.001(8) 0.025(9) C8 0.070(13) 0.054(11) 0.064(12) -0.011(9) -0.032(10) 0.001(10) C9 0.029(8) 0.033(8) 0.069(11) -0.004(8) -0.012(8) 0.005(7) C10 0.041(9) 0.037(9) 0.029(8) 0.008(7) 0.004(7) 0.006(7) C11 0.030(8) 0.049(9) 0.037(8) 0.007(8) -0.001(6) -0.004(8) C12 0.044(9) 0.042(9) 0.055(10) -0.008(8) 0.010(8) -0.002(8) C13 0.049(10) 0.040(9) 0.050(10) -0.006(8) 0.000(8) -0.008(8) C14 0.051(10) 0.028(8) 0.056(10) -0.015(7) -0.022(9) -0.001(8) C15 0.039(9) 0.028(8) 0.085(12) 0.001(9) -0.010(9) -0.008(7) C16 0.045(9) 0.020(7) 0.065(11) 0.006(8) 0.007(9) 0.011(7) C17 0.035(8) 0.028(8) 0.039(8) -0.015(7) 0.005(7) -0.002(7) C18 0.037(10) 0.056(11) 0.058(11) -0.008(9) 0.012(9) 0.015(9) C19 0.082(13) 0.048(10) 0.033(9) -0.003(8) 0.019(10) 0.033(11) C20 0.053(11) 0.065(13) 0.045(10) -0.017(9) -0.006(9) 0.005(10) C21 0.057(12) 0.073(13) 0.044(10) 0.000(10) -0.008(9) -0.015(10) C22 0.058(11) 0.053(10) 0.024(7) 0.004(7) 0.007(8) 0.009(9) C23 0.048(10) 0.040(9) 0.035(8) -0.006(7) -0.007(8) 0.001(8) C24 0.047(10) 0.060(10) 0.023(7) -0.012(7) -0.009(7) -0.008(9) C25 0.066(12) 0.048(10) 0.044(9) -0.005(8) 0.001(9) 0.024(9) C26 0.12(2) 0.083(16) 0.060(12) -0.025(12) 0.041(14) 0.012(15) C27 0.062(13) 0.059(12) 0.086(14) -0.021(11) 0.054(12) 0.006(10) C28 0.047(10) 0.074(13) 0.036(8) 0.012(9) 0.017(8) -0.011(10) C29 0.027(9) 0.069(12) 0.047(10) -0.008(9) 0.009(8) 0.001(9) C30 0.043(10) 0.071(13) 0.059(11) 0.021(10) 0.016(9) -0.015(10) C31 0.050(10) 0.046(9) 0.060(11) -0.008(9) 0.004(9) 0.010(8) C32 0.032(8) 0.035(8) 0.041(9) -0.001(7) -0.001(7) 0.000(7) C33 0.034(8) 0.055(10) 0.031(7) -0.013(7) 0.003(7) -0.012(8) C34 0.048(9) 0.043(8) 0.035(8) -0.001(7) -0.001(8) 0.006(8) C35 0.053(10) 0.045(9) 0.035(8) 0.008(7) -0.002(8) 0.001(8) C36 0.033(8) 0.038(8) 0.064(11) 0.012(8) -0.003(9) -0.008(7) C37 0.064(12) 0.018(8) 0.065(11) -0.002(8) -0.006(9) -0.012(8) C38 0.052(10) 0.032(8) 0.038(8) -0.003(8) -0.011(8) 0.006(8) C39 0.047(10) 0.046(9) 0.031(8) -0.003(7) -0.013(8) -0.001(8) C40 0.063(12) 0.055(11) 0.047(10) -0.025(9) 0.001(9) 0.000(10) C41 0.076(14) 0.079(15) 0.046(10) -0.018(10) 0.014(10) 0.043(13) C42 0.092(17) 0.087(17) 0.062(13) -0.017(12) 0.029(12) -0.011(14) C43 0.121(19) 0.071(13) 0.052(11) -0.014(11) 0.026(14) -0.046(15) C44 0.039(9) 0.051(11) 0.036(9) -0.006(8) 0.004(7) 0.004(8) O3W 0.28(3) 0.145(18) 0.099(13) -0.047(12) 0.093(16) -0.088(19) O4W 0.27(3) 0.129(18) 0.20(2) 0.099(17) -0.12(2) -0.08(2) O5W 0.27(3) 0.22(3) 0.104(15) -0.003(16) 0.025(19) -0.10(2) O6W 0.26(3) 0.32(4) 0.119(17) 0.12(2) 0.01(2) 0.16(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 N4 1.936(12) . ? Cu1 O6 1.938(9) . ? Cu1 O2 1.943(9) . ? Cu1 N3 2.067(11) . ? Cu1 O2W 2.305(12) . ? Cu2 O5 1.920(10) . ? Cu2 O1 1.950(10) . ? Cu2 N1 1.967(12) . ? Cu2 N2 2.130(11) . ? Cu2 O4 2.338(10) . ? Cu3 O5 1.937(9) . ? Cu3 N8 1.947(12) . ? Cu3 O4 1.952(10) . ? Cu3 N7 2.092(12) . ? Cu3 O1W 2.326(10) . ? Cu4 O6 1.942(9) . ? Cu4 N5 1.945(11) . ? Cu4 O3 1.972(11) . ? Cu4 N6 2.143(12) . ? Cu4 O2 2.292(9) . ? O1 C22 1.354(17) . ? O2 C1 1.318(15) . ? O3 C44 1.321(18) . ? O4 C23 1.308(17) . ? N1 C16 1.292(18) . ? N1 C15 1.429(18) . ? N2 C13 1.461(18) . ? N2 C14 1.491(16) . ? N2 C12 1.498(17) . ? N3 C10 1.483(17) . ? N3 C11 1.494(17) . ? N3 C9 1.497(15) . ? N4 C7 1.252(19) . ? N4 C8 1.505(16) . ? N5 C38 1.271(18) . ? N5 C37 1.453(19) . ? N6 C36 1.494(18) . ? N6 C35 1.503(17) . ? N6 C34 1.525(17) . ? N7 C32 1.462(17) . ? N7 C31 1.474(19) . ? N7 C33 1.488(18) . ? N8 C29 1.269(19) . ? N8 C30 1.46(2) . ? C1 C6 1.396(19) . ? C1 C2 1.425(19) . ? C2 C3 1.412(19) . ? C2 H2 0.9300 . ? C3 C4 1.42(2) . ? C3 H3 0.9300 . ? C4 C5 1.34(2) . ? C4 H4 0.9300 . ? C5 C6 1.39(2) . ? C5 H5 0.9300 . ? C6 C7 1.46(2) . ? C7 H7 0.9300 . ? C8 C9 1.5157 . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C13 1.508(18) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.53(2) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.52(2) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.42(2) . ? C16 H16 0.9300 . ? C17 C22 1.39(2) . ? C17 C18 1.41(2) . ? C18 C19 1.42(2) . ? C18 H18 0.9300 . ? C19 C20 1.36(2) . ? C19 H19 0.9300 . ? C20 C21 1.36(2) . ? C20 H20 0.9300 . ? C21 C22 1.42(2) . ? C21 H21 0.9300 . ? C23 C28 1.41(2) . ? C23 C24 1.41(2) . ? C24 C25 1.34(2) . ? C24 H24 0.9300 . ? C25 C26 1.34(3) . ? C25 H25 0.9300 . ? C26 C27 1.36(3) . ? C26 H26 0.9300 . ? C27 C28 1.40(2) . ? C27 H27 0.9300 . ? C28 C29 1.42(2) . ? C29 H29 0.9300 . ? C30 C31 1.50(2) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C34 1.480(18) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C35 1.540(19) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 C37 1.50(2) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.45(2) . ? C38 H38 0.9300 . ? C39 C44 1.41(2) . ? C39 C40 1.43(2) . ? C40 C41 1.36(2) . ? C40 H40 0.9300 . ? C41 C42 1.39(3) . ? C41 H41 0.9300 . ? C42 C43 1.34(3) . ? C42 H42 0.9300 . ? C43 C44 1.39(2) . ? C43 H43 0.9300 . ? N9A O9A 1.242(18) . ? N9A O7A 1.246(18) . ? N9A O8A 1.254(17) . ? O7A O7B 0.61(5) . ? O8A O8B 0.74(4) . ? O9A O9B 0.71(4) . ? N9B O9B 1.246(17) . ? N9B O7B 1.257(18) . ? N9B O8B 1.264(18) . ? N10 O10B 1.210(19) . ? N10 O10A 1.214(18) . ? N10 O11B 1.219(18) . ? N10 O12A 1.219(18) . ? N10 O11A 1.220(18) . ? N10 O12B 1.227(18) . ? O10A O10B 1.37(4) . ? O10A O12B 1.79(5) . ? O11A O10B 1.24(4) . ? O11A O11B 1.68(4) . ? O12A O12B 0.84(5) . ? O12A O11B 1.49(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N4 Cu1 O6 169.0(5) . . ? N4 Cu1 O2 92.5(5) . . ? O6 Cu1 O2 83.8(4) . . ? N4 Cu1 N3 84.5(5) . . ? O6 Cu1 N3 97.3(4) . . ? O2 Cu1 N3 169.4(5) . . ? N4 Cu1 O2W 100.3(5) . . ? O6 Cu1 O2W 90.4(4) . . ? O2 Cu1 O2W 96.6(5) . . ? N3 Cu1 O2W 94.0(5) . . ? O5 Cu2 O1 88.1(4) . . ? O5 Cu2 N1 172.8(5) . . ? O1 Cu2 N1 91.0(5) . . ? O5 Cu2 N2 95.7(4) . . ? O1 Cu2 N2 169.3(5) . . ? N1 Cu2 N2 84.0(5) . . ? O5 Cu2 O4 74.4(4) . . ? O1 Cu2 O4 96.0(4) . . ? N1 Cu2 O4 112.8(4) . . ? N2 Cu2 O4 94.6(4) . . ? O5 Cu3 N8 168.6(5) . . ? O5 Cu3 O4 83.8(4) . . ? N8 Cu3 O4 92.0(5) . . ? O5 Cu3 N7 97.2(4) . . ? N8 Cu3 N7 85.5(5) . . ? O4 Cu3 N7 172.1(5) . . ? O5 Cu3 O1W 90.3(4) . . ? N8 Cu3 O1W 100.4(4) . . ? O4 Cu3 O1W 92.0(4) . . ? N7 Cu3 O1W 95.8(4) . . ? O6 Cu4 N5 174.2(5) . . ? O6 Cu4 O3 86.4(4) . . ? N5 Cu4 O3 91.4(5) . . ? O6 Cu4 N6 97.7(4) . . ? N5 Cu4 N6 83.4(5) . . ? O3 Cu4 N6 168.0(4) . . ? O6 Cu4 O2 75.0(3) . . ? N5 Cu4 O2 110.7(4) . . ? O3 Cu4 O2 96.8(4) . . ? N6 Cu4 O2 95.2(4) . . ? C22 O1 Cu2 127.8(10) . . ? C1 O2 Cu1 127.3(9) . . ? C1 O2 Cu4 139.3(8) . . ? Cu1 O2 Cu4 93.4(4) . . ? C44 O3 Cu4 127.2(10) . . ? C23 O4 Cu3 127.3(10) . . ? C23 O4 Cu2 138.2(10) . . ? Cu3 O4 Cu2 92.3(4) . . ? Cu2 O5 Cu3 107.3(5) . . ? Cu1 O6 Cu4 105.6(4) . . ? C16 N1 C15 119.8(13) . . ? C16 N1 Cu2 126.6(11) . . ? C15 N1 Cu2 113.6(10) . . ? C13 N2 C14 107.3(10) . . ? C13 N2 C12 108.3(12) . . ? C14 N2 C12 110.2(11) . . ? C13 N2 Cu2 121.2(9) . . ? C14 N2 Cu2 101.5(8) . . ? C12 N2 Cu2 107.9(8) . . ? C10 N3 C11 108.5(11) . . ? C10 N3 C9 114.7(10) . . ? C11 N3 C9 108.8(10) . . ? C10 N3 Cu1 106.2(8) . . ? C11 N3 Cu1 116.0(9) . . ? C9 N3 Cu1 102.8(8) . . ? C7 N4 C8 117.9(12) . . ? C7 N4 Cu1 126.8(12) . . ? C8 N4 Cu1 115.2(9) . . ? C38 N5 C37 117.9(13) . . ? C38 N5 Cu4 126.5(11) . . ? C37 N5 Cu4 115.6(10) . . ? C36 N6 C35 106.9(11) . . ? C36 N6 C34 108.9(11) . . ? C35 N6 C34 107.0(11) . . ? C36 N6 Cu4 103.1(9) . . ? C35 N6 Cu4 120.4(10) . . ? C34 N6 Cu4 110.0(8) . . ? C32 N7 C31 113.8(12) . . ? C32 N7 C33 107.1(10) . . ? C31 N7 C33 112.9(12) . . ? C32 N7 Cu3 115.3(9) . . ? C31 N7 Cu3 101.6(9) . . ? C33 N7 Cu3 106.0(8) . . ? C29 N8 C30 121.7(14) . . ? C29 N8 Cu3 125.1(12) . . ? C30 N8 Cu3 113.1(10) . . ? O2 C1 C6 124.3(13) . . ? O2 C1 C2 117.5(12) . . ? C6 C1 C2 118.1(13) . . ? C3 C2 C1 120.6(14) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 119.2(15) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C5 C4 C3 118.4(15) . . ? C5 C4 H4 120.8 . . ? C3 C4 H4 120.8 . . ? C4 C5 C6 124.3(15) . . ? C4 C5 H5 117.8 . . ? C6 C5 H5 117.8 . . ? C5 C6 C1 119.2(15) . . ? C5 C6 C7 118.3(13) . . ? C1 C6 C7 122.5(13) . . ? N4 C7 C6 126.6(14) . . ? N4 C7 H7 116.7 . . ? C6 C7 H7 116.7 . . ? N4 C8 C9 106.1(7) . . ? N4 C8 H8A 110.5 . . ? C9 C8 H8A 110.5 . . ? N4 C8 H8B 110.5 . . ? C9 C8 H8B 110.5 . . ? H8A C8 H8B 108.7 . . ? N3 C9 C8 111.2(6) . . ? N3 C9 H9A 109.4 . . ? C8 C9 H9A 109.4 . . ? N3 C9 H9B 109.4 . . ? C8 C9 H9B 109.4 . . ? H9A C9 H9B 108.0 . . ? N3 C10 C13 114.3(12) . . ? N3 C10 H10A 108.7 . . ? C13 C10 H10A 108.7 . . ? N3 C10 H10B 108.7 . . ? C13 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? N3 C11 C12 113.3(12) . . ? N3 C11 H11A 108.9 . . ? C12 C11 H11A 108.9 . . ? N3 C11 H11B 108.9 . . ? C12 C11 H11B 108.9 . . ? H11A C11 H11B 107.7 . . ? N2 C12 C11 110.6(12) . . ? N2 C12 H12A 109.5 . . ? C11 C12 H12A 109.5 . . ? N2 C12 H12B 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? N2 C13 C10 114.7(12) . . ? N2 C13 H13A 108.6 . . ? C10 C13 H13A 108.6 . . ? N2 C13 H13B 108.6 . . ? C10 C13 H13B 108.6 . . ? H13A C13 H13B 107.6 . . ? N2 C14 C15 109.8(12) . . ? N2 C14 H14A 109.7 . . ? C15 C14 H14A 109.7 . . ? N2 C14 H14B 109.7 . . ? C15 C14 H14B 109.7 . . ? H14A C14 H14B 108.2 . . ? N1 C15 C14 111.1(12) . . ? N1 C15 H15A 109.4 . . ? C14 C15 H15A 109.4 . . ? N1 C15 H15B 109.4 . . ? C14 C15 H15B 109.4 . . ? H15A C15 H15B 108.0 . . ? N1 C16 C17 127.3(14) . . ? N1 C16 H16 116.4 . . ? C17 C16 H16 116.4 . . ? C22 C17 C18 120.1(15) . . ? C22 C17 C16 122.8(14) . . ? C18 C17 C16 117.2(14) . . ? C17 C18 C19 119.2(16) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C20 C19 C18 119.6(16) . . ? C20 C19 H19 120.2 . . ? C18 C19 H19 120.2 . . ? C19 C20 C21 121.9(17) . . ? C19 C20 H20 119.1 . . ? C21 C20 H20 119.1 . . ? C20 C21 C22 119.9(17) . . ? C20 C21 H21 120.0 . . ? C22 C21 H21 120.0 . . ? O1 C22 C17 124.3(14) . . ? O1 C22 C21 116.5(15) . . ? C17 C22 C21 119.2(15) . . ? O4 C23 C28 122.7(15) . . ? O4 C23 C24 119.3(15) . . ? C28 C23 C24 117.9(15) . . ? C25 C24 C23 121.1(16) . . ? C25 C24 H24 119.4 . . ? C23 C24 H24 119.4 . . ? C26 C25 C24 120.8(18) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C25 C26 C27 121.2(18) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C26 C27 C28 120.6(18) . . ? C26 C27 H27 119.7 . . ? C28 C27 H27 119.7 . . ? C27 C28 C23 118.2(16) . . ? C27 C28 C29 118.8(15) . . ? C23 C28 C29 122.9(16) . . ? N8 C29 C28 128.0(16) . . ? N8 C29 H29 116.0 . . ? C28 C29 H29 116.0 . . ? N8 C30 C31 107.5(13) . . ? N8 C30 H30A 110.2 . . ? C31 C30 H30A 110.2 . . ? N8 C30 H30B 110.2 . . ? C31 C30 H30B 110.2 . . ? H30A C30 H30B 108.5 . . ? N7 C31 C30 112.3(14) . . ? N7 C31 H31A 109.1 . . ? C30 C31 H31A 109.1 . . ? N7 C31 H31B 109.1 . . ? C30 C31 H31B 109.1 . . ? H31A C31 H31B 107.9 . . ? N7 C32 C34 114.5(12) . . ? N7 C32 H32A 108.6 . . ? C34 C32 H32A 108.6 . . ? N7 C32 H32B 108.6 . . ? C34 C32 H32B 108.6 . . ? H32A C32 H32B 107.6 . . ? N7 C33 C35 114.5(11) . . ? N7 C33 H33A 108.6 . . ? C35 C33 H33A 108.6 . . ? N7 C33 H33B 108.6 . . ? C35 C33 H33B 108.6 . . ? H33A C33 H33B 107.6 . . ? C32 C34 N6 112.0(12) . . ? C32 C34 H34A 109.2 . . ? N6 C34 H34A 109.2 . . ? C32 C34 H34B 109.2 . . ? N6 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? N6 C35 C33 111.1(11) . . ? N6 C35 H35A 109.4 . . ? C33 C35 H35A 109.4 . . ? N6 C35 H35B 109.4 . . ? C33 C35 H35B 109.4 . . ? H35A C35 H35B 108.0 . . ? N6 C36 C37 111.2(12) . . ? N6 C36 H36A 109.4 . . ? C37 C36 H36A 109.4 . . ? N6 C36 H36B 109.4 . . ? C37 C36 H36B 109.4 . . ? H36A C36 H36B 108.0 . . ? N5 C37 C36 108.1(13) . . ? N5 C37 H37A 110.1 . . ? C36 C37 H37A 110.1 . . ? N5 C37 H37B 110.1 . . ? C36 C37 H37B 110.1 . . ? H37A C37 H37B 108.4 . . ? N5 C38 C39 125.7(15) . . ? N5 C38 H38 117.1 . . ? C39 C38 H38 117.1 . . ? C44 C39 C40 117.2(16) . . ? C44 C39 C38 124.4(15) . . ? C40 C39 C38 118.3(15) . . ? C41 C40 C39 123.1(17) . . ? C41 C40 H40 118.4 . . ? C39 C40 H40 118.4 . . ? C40 C41 C42 118.2(17) . . ? C40 C41 H41 120.9 . . ? C42 C41 H41 120.9 . . ? C43 C42 C41 119(2) . . ? C43 C42 H42 120.3 . . ? C41 C42 H42 120.3 . . ? C42 C43 C44 125.1(19) . . ? C42 C43 H43 117.4 . . ? C44 C43 H43 117.4 . . ? O3 C44 C43 121.1(16) . . ? O3 C44 C39 121.8(14) . . ? C43 C44 C39 117.0(16) . . ? O9B N9A O9A 34(3) . . ? O9B N9A O7A 134(5) . . ? O9A N9A O7A 111(4) . . ? O9B N9A O8A 102(4) . . ? O9A N9A O8A 129(4) . . ? O7A N9A O8A 120(4) . . ? O9B N9A O8B 132(4) . . ? O9A N9A O8B 160(4) . . ? O7A N9A O8B 89(3) . . ? O8A N9A O8B 31(2) . . ? O9B N9A O7B 131(4) . . ? O9A N9A O7B 119(3) . . ? O7A N9A O7B 18(2) . . ? O8A N9A O7B 111(3) . . ? O8B N9A O7B 82(2) . . ? O7B O7A N9B 104(7) . . ? O7B O7A N9A 123(6) . . ? N9B O7A N9A 21(3) . . ? O8B O8A N9A 88(4) . . ? O8B O8A N9B 70(3) . . ? N9A O8A N9B 22(2) . . ? O8B O8A O9B 118(4) . . ? N9A O8A O9B 31(2) . . ? N9B O8A O9B 47.5(17) . . ? O9B O9A N9A 43(4) . . ? O9B O9A N9B 46(3) . . ? N9A O9A N9B 11(2) . . ? O7A N9B O9B 124(4) . . ? O7A N9B O7B 28(3) . . ? O9B N9B O7B 137(4) . . ? O7A N9B O8B 115(4) . . ? O9B N9B O8B 115(3) . . ? O7B N9B O8B 107(3) . . ? O7A N9B O8A 144(5) . . ? O9B N9B O8A 82(3) . . ? O7B N9B O8A 140(4) . . ? O8B N9B O8A 33(2) . . ? O7A N9B O9A 101(3) . . ? O9B N9B O9A 24(2) . . ? O7B N9B O9A 120(3) . . ? O8B N9B O9A 131(3) . . ? O8A N9B O9A 100(3) . . ? O7A O7B N9B 48(5) . . ? O7A O7B N9A 39(4) . . ? N9B O7B N9A 10(2) . . ? O8A O8B N9B 76(4) . . ? O8A O8B N9A 61(3) . . ? N9B O8B N9A 19(2) . . ? O9A O9B N9A 103(5) . . ? O9A O9B N9B 111(5) . . ? N9A O9B N9B 17(3) . . ? O9A O9B O8A 139(5) . . ? N9A O9B O8A 47(3) . . ? N9B O9B O8A 51(2) . . ? O10B N10 O10A 69(2) . . ? O10B N10 O11B 134(3) . . ? O10A N10 O11B 112(3) . . ? O10B N10 O12A 146(3) . . ? O10A N10 O12A 121(3) . . ? O11B N10 O12A 75(2) . . ? O10B N10 O11A 62(2) . . ? O10A N10 O11A 124(3) . . ? O11B N10 O11A 87(2) . . ? O12A N10 O11A 114(3) . . ? O10B N10 O12B 112(3) . . ? O10A N10 O12B 94(3) . . ? O11B N10 O12B 113(3) . . ? O12A N10 O12B 40(2) . . ? O11A N10 O12B 127(3) . . ? N10 O10A O10B 55.3(14) . . ? N10 O10A O12B 43.1(14) . . ? O10B O10A O12B 78(2) . . ? N10 O11A O10B 58.8(14) . . ? N10 O11A O11B 46.4(13) . . ? O10B O11A O11B 98.9(19) . . ? O12B O12A N10 70.5(18) . . ? O12B O12A O11B 120(3) . . ? N10 O12A O11B 52.4(14) . . ? N10 O10B O11A 59.6(14) . . ? N10 O10B O10A 55.6(14) . . ? O11A O10B O10A 110(2) . . ? N10 O11B O12A 52.4(14) . . ? N10 O11B O11A 46.5(13) . . ? O12A O11B O11A 80(2) . . ? O12A O12B N10 69.5(17) . . ? O12A O12B O10A 101(3) . . ? N10 O12B O10A 42.5(14) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 24.96 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.653 _refine_diff_density_min -0.974 _refine_diff_density_rms 0.121