Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'ProfD Guo-Cong Guo' _publ_contact_author_address ; State Key Laboratory of Structural Chemistry Fujian Institute of Research on the Structure of Matter Fuzhou Fujian 350002 CHINA ; _publ_contact_author_email GCGUO@MS.FJIRSM.AC.CN _publ_section_title ; Self-assembly of copper complexes with ladder, bi-rack, rack-ladder-rack and layer structures by the directional-bonding approach using a T-shaped ligand ; loop_ _publ_author_name 'Guo-Cong Guo' 'Li-Zhen Cai' 'Ming-Lai Fu' 'Jin-Shun Huang' ; Ming-Sheng Wang ; 'Ling Xu' ###END data_60 _database_code_depnum_ccdc_archive 'CCDC 262385' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C6 H13 Cu O10.50' _chemical_formula_sum 'C6 H13 Cu O10.50' _chemical_formula_weight 316.70 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' 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 Pbcn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' '-x, y, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' 'x, -y, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 17.724(4) _cell_length_b 7.3594(15) _cell_length_c 18.140(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2366.1(8) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 5312 _cell_measurement_theta_min 3.2029 _cell_measurement_theta_max 27.4835 _exptl_crystal_description prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.778 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1296 _exptl_absorpt_coefficient_mu 1.893 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.7469 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating-anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14342 _diffrn_reflns_av_R_equivalents 0.0832 _diffrn_reflns_av_sigmaI/netI 0.1545 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 3.20 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2084 _reflns_number_gt 1379 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2002)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2002)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2002)' _computing_structure_solution 'Siemens SHELXTL^TM^ 5' _computing_structure_refinement 'Siemens SHELXTL^TM^ 5' _computing_molecular_graphics ? _computing_publication_material 'Siemens SHELXTL^TM^ 5' _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. A 'soft' restraint with a large esd (ISOR) was applied on C2 atom to prevent them going splitting. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0790P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2084 _refine_ls_number_parameters 159 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1434 _refine_ls_R_factor_gt 0.0695 _refine_ls_wR_factor_ref 0.1995 _refine_ls_wR_factor_gt 0.1555 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.001 _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 0.353501(19) 0.54045(5) 0.345674(17) 0.01780(10) Uani 1 1 d . . . O1W O 0.37357(13) 0.2719(3) 0.34775(12) 0.0490(9) Uani 1 1 d . . . O2W O 0.31975(11) 0.7990(3) 0.33834(10) 0.0281(6) Uani 1 1 d . . . O1 O 0.47426(10) 0.6216(3) 0.36911(10) 0.0237(6) Uani 1 1 d . . . O2 O 0.53013(11) 0.3543(3) 0.38907(12) 0.0326(7) Uani 1 1 d . . . O3 O 0.66144(11) 0.4514(3) 0.54676(10) 0.0256(6) Uani 1 1 d . . . O4 O 0.78667(11) 0.4906(3) 0.54571(10) 0.0247(6) Uani 1 1 d . . . O5 O 0.75089(11) 0.4451(3) 0.28088(10) 0.0339(7) Uani 1 1 d . . . O6 O 0.63412(9) 0.5532(3) 0.26192(10) 0.0206(6) Uani 1 1 d . . . C1 C 0.60357(14) 0.6248(4) 0.40645(13) 0.0120(8) Uani 1 1 d . . . H1A H 0.6036 0.7422 0.3822 0.014 Uiso 1 1 calc R . . H1B H 0.6036 0.6459 0.4592 0.014 Uiso 1 1 calc R . . C2 C 0.67496(15) 0.5232(3) 0.38558(14) 0.0105(6) Uani 1 1 d U . . C3 C 0.72501(15) 0.4587(4) 0.43139(14) 0.0188(8) Uani 1 1 d . . . H3A H 0.7657 0.3980 0.4103 0.023 Uiso 1 1 calc R . . C4 C 0.72475(16) 0.4708(3) 0.51497(14) 0.0154(8) Uani 1 1 d . . . C5 C 0.53124(15) 0.5224(4) 0.38538(14) 0.0181(9) Uani 1 1 d . . . C6 C 0.68924(16) 0.5015(4) 0.30178(15) 0.0195(9) Uani 1 1 d . . . O3W O 0.56261(15) 0.1130(4) 0.50613(16) 0.0858(12) Uani 1 1 d . . . O4W O 0.5000 0.8586(4) 0.2500 0.0482(12) Uani 1 2 d S . . O5W O 0.89069(12) 0.5962(3) 0.30758(12) 0.0426(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01787(18) 0.02564(19) 0.00987(17) 0.00089(16) 0.00047(16) 0.00020(17) O1W 0.0419(15) 0.0438(15) 0.0612(16) 0.0011(13) 0.0007(13) -0.0070(12) O2W 0.0409(13) 0.0267(11) 0.0168(10) 0.0054(9) 0.0008(10) 0.0163(10) O1 0.0151(11) 0.0267(11) 0.0293(11) 0.0067(10) -0.0049(10) 0.0007(9) O2 0.0218(12) 0.0222(11) 0.0539(14) 0.0051(11) -0.0028(11) -0.0049(10) O3 0.0215(11) 0.0394(12) 0.0158(11) 0.0030(10) 0.0022(9) 0.0049(10) O4 0.0232(11) 0.0376(13) 0.0133(10) -0.0069(9) -0.0062(9) -0.0003(10) O5 0.0193(11) 0.0604(14) 0.0220(10) -0.0178(10) 0.0019(10) 0.0091(11) O6 0.0151(10) 0.0347(12) 0.0120(10) 0.0003(9) -0.0009(8) 0.0067(9) C1 0.0068(14) 0.0215(15) 0.0076(14) 0.0034(12) 0.0015(12) 0.0084(12) C2 0.0120(11) 0.0105(11) 0.0089(11) 0.0076(10) -0.0018(10) -0.0012(10) C3 0.0144(15) 0.0250(15) 0.0168(14) -0.0019(14) 0.0100(13) 0.0001(14) C4 0.0249(16) 0.0119(13) 0.0096(14) 0.0039(12) -0.0014(13) 0.0053(13) C5 0.0182(16) 0.0282(16) 0.0079(14) 0.0025(13) 0.0046(13) 0.0005(14) C6 0.0258(17) 0.0123(16) 0.0204(16) 0.0025(13) 0.0063(14) -0.0034(13) O3W 0.0549(17) 0.0745(19) 0.128(3) 0.0239(18) -0.0289(18) -0.0206(16) O4W 0.046(2) 0.048(2) 0.050(2) 0.000 -0.0052(18) 0.000 O5W 0.0386(13) 0.0303(13) 0.0589(15) -0.0154(12) 0.0040(13) 0.0010(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O6 1.9664(18) 3_655 ? Cu1 O3 1.9700(19) 5_666 ? Cu1 O2W 1.999(2) . ? Cu1 O1W 2.008(2) . ? Cu1 O1 2.2623(18) . ? O1 C5 1.280(3) . ? O2 C5 1.239(3) . ? O3 C4 1.270(3) . ? O3 Cu1 1.9700(19) 5_666 ? O4 C4 1.240(3) . ? O5 C6 1.229(3) . ? O6 C6 1.273(3) . ? O6 Cu1 1.9664(18) 3_655 ? C1 C2 1.518(4) . ? C1 C5 1.535(4) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C3 1.305(4) . ? C2 C6 1.549(4) . ? C3 C4 1.519(4) . ? C3 H3A 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 O6 Cu1 O3 175.35(8) 3_655 5_666 ? O6 Cu1 O2W 85.53(7) 3_655 . ? O3 Cu1 O2W 89.81(8) 5_666 . ? O6 Cu1 O1W 92.62(8) 3_655 . ? O3 Cu1 O1W 92.01(9) 5_666 . ? O2W Cu1 O1W 172.26(9) . . ? O6 Cu1 O1 93.92(7) 3_655 . ? O3 Cu1 O1 86.16(7) 5_666 . ? O2W Cu1 O1 92.55(8) . . ? O1W Cu1 O1 95.08(8) . . ? C5 O1 Cu1 129.73(17) . . ? C4 O3 Cu1 124.43(17) . 5_666 ? C6 O6 Cu1 117.64(17) . 3_655 ? C2 C1 C5 113.1(2) . . ? C2 C1 H1A 109.0 . . ? C5 C1 H1A 109.0 . . ? C2 C1 H1B 109.0 . . ? C5 C1 H1B 109.0 . . ? H1A C1 H1B 107.8 . . ? C3 C2 C1 126.0(2) . . ? C3 C2 C6 118.5(2) . . ? C1 C2 C6 115.6(2) . . ? C2 C3 C4 127.8(3) . . ? C2 C3 H3A 116.1 . . ? C4 C3 H3A 116.1 . . ? O4 C4 O3 126.2(2) . . ? O4 C4 C3 117.0(2) . . ? O3 C4 C3 116.7(2) . . ? O2 C5 O1 124.7(3) . . ? O2 C5 C1 119.3(2) . . ? O1 C5 C1 115.9(2) . . ? O5 C6 O6 127.4(3) . . ? O5 C6 C2 118.9(2) . . ? O6 C6 C2 113.7(2) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.467 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.103 ###END ###END data_2b _database_code_depnum_ccdc_archive 'CCDC 262386' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H16 Cu N2 O9' _chemical_formula_sum 'C11 H16 Cu N2 O9' _chemical_formula_weight 383.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.868(2) _cell_length_b 9.344(2) _cell_length_c 10.907(2) _cell_angle_alpha 80.08(3) _cell_angle_beta 67.62(3) _cell_angle_gamma 74.18(3) _cell_volume 801.7(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1530 _cell_measurement_theta_min 3.1582 _cell_measurement_theta_max 25.0264 _exptl_crystal_description Prism _exptl_crystal_colour Blue _exptl_crystal_size_max 0.2000 _exptl_crystal_size_mid 0.1800 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 394 _exptl_absorpt_coefficient_mu 1.409 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.5141 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating-anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2757 _diffrn_reflns_av_R_equivalents 0.086 _diffrn_reflns_av_sigmaI/netI 0.1985 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.78 _diffrn_reflns_theta_max 25.03 _reflns_number_total 2757 _reflns_number_gt 1177 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2002)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2002)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2002)' _computing_structure_solution 'Siemens SHELXTL^TM^ 5' _computing_structure_refinement 'Siemens SHELXTL^TM^ 5' _computing_molecular_graphics ? _computing_publication_material 'Siemens SHELXTL^TM^ 5' _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. The 'soft' restraints with large esds (ISOR) were applied on C23, C24, C25, C22, and N21 atoms to prevent them going splitting, and SADI was used to restrain N22-C22 and N22-C24 bond distances to prevent from going disorder. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0952P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2757 _refine_ls_number_parameters 196 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.1887 _refine_ls_R_factor_gt 0.0977 _refine_ls_wR_factor_ref 0.2609 _refine_ls_wR_factor_gt 0.2041 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.009 _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 0.89678(4) 0.22787(4) 0.47834(4) 0.04294(12) Uani 1 1 d . . . O1W O 1.0388(2) 0.0855(2) 0.3399(2) 0.0467(7) Uani 1 1 d . . . O11 O 0.7010(2) 0.1765(2) 0.47853(19) 0.0449(7) Uani 1 1 d . . . O12 O 0.6521(2) 0.0485(3) 0.6784(2) 0.0618(9) Uani 1 1 d . . . O13 O 0.1023(2) 0.2657(2) 0.47664(19) 0.0479(7) Uani 1 1 d . . . O14 O 0.0839(2) 0.1401(2) 0.6724(2) 0.0501(8) Uani 1 1 d . . . O15 O 0.1954(3) 0.5228(2) 0.6120(2) 0.0562(8) Uani 1 1 d . . . O16 O 0.2492(2) 0.6119(2) 0.40172(18) 0.0405(7) Uani 1 1 d . . . C11 C 0.6020(3) 0.1193(3) 0.5858(3) 0.0467(11) Uani 1 1 d . . . C12 C 0.4276(3) 0.1262(3) 0.6004(3) 0.0406(9) Uani 1 1 d . . . H12A H 0.3773 0.0524 0.6568 0.049 Uiso 1 1 calc R . . C13 C 0.3370(3) 0.2268(3) 0.5411(3) 0.0427(10) Uani 1 1 d . . . C14 C 0.1576(3) 0.2118(3) 0.5680(3) 0.0430(10) Uani 1 1 d . . . C15 C 0.3884(3) 0.3562(3) 0.4426(3) 0.0396(10) Uani 1 1 d . . . H15A H 0.5013 0.3592 0.4316 0.047 Uiso 1 1 calc R . . H15B H 0.3877 0.3418 0.3568 0.047 Uiso 1 1 calc R . . C16 C 0.2706(3) 0.5011(3) 0.4904(3) 0.0376(9) Uani 1 1 d . . . C21 C 0.8278(2) 0.6346(2) -0.1018(2) 0.0763(15) Uani 1 1 d G . . H21A H 0.8664 0.7154 -0.1555 0.092 Uiso 1 1 calc R . . C22 C 0.7984(3) 0.5261(3) -0.1570(3) 0.0873(16) Uani 1 1 d GDU . . H22A H 0.8173 0.5342 -0.2476 0.105 Uiso 1 1 calc R . . C23 C 0.7408(4) 0.4054(3) -0.0768(4) 0.0990(15) Uani 1 1 d GU . . C24 C 0.7125(5) 0.3933(3) 0.0586(3) 0.1097(18) Uani 1 1 d GDU . . H24A H 0.6739 0.3125 0.1123 0.132 Uiso 1 1 calc R . . C25 C 0.7419(5) 0.5018(4) 0.1138(2) 0.166(2) Uani 1 1 d GU . . H25A H 0.7230 0.4936 0.2044 0.199 Uiso 1 1 calc R . . N21 N 0.7995(3) 0.6225(3) 0.0336(2) 0.1381(18) Uani 1 1 d GU . . H21B H 0.8177 0.6896 0.0677 0.166 Uiso 1 1 calc R . . N22 N 0.6948(6) 0.3169(5) -0.1177(4) 0.177(3) Uani 1 1 d D . . H22B H 0.6975 0.3284 -0.1984 0.212 Uiso 1 1 calc R . . H22C H 0.6597 0.2433 -0.0658 0.212 Uiso 1 1 calc R . . O2W O 0.4362(3) -0.0509(3) 0.9208(3) 0.0915(12) Uani 1 1 d . . . O3W O 0.1140(3) 0.0920(4) 0.9190(3) 0.1075(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.03548(15) 0.05062(19) 0.05065(19) -0.00336(16) -0.01642(13) -0.02087(13) O1W 0.0326(9) 0.0525(11) 0.0575(12) -0.0143(9) -0.0090(8) -0.0173(8) O11 0.0303(9) 0.0566(12) 0.0540(11) -0.0098(9) -0.0167(8) -0.0135(8) O12 0.0293(9) 0.0847(16) 0.0717(14) 0.0035(13) -0.0226(9) -0.0124(10) O13 0.0416(9) 0.0602(12) 0.0534(11) 0.0045(10) -0.0234(8) -0.0256(8) O14 0.0342(9) 0.0456(11) 0.0762(13) 0.0001(10) -0.0238(8) -0.0147(8) O15 0.0621(12) 0.0554(12) 0.0577(12) -0.0168(10) -0.0204(9) -0.0173(9) O16 0.0418(9) 0.0463(11) 0.0364(10) -0.0019(9) -0.0166(7) -0.0113(8) C11 0.0460(14) 0.0351(16) 0.0749(18) -0.0103(14) -0.0369(12) -0.0080(12) C12 0.0349(12) 0.0500(15) 0.0503(15) -0.0106(12) -0.0199(10) -0.0198(11) C13 0.0346(12) 0.0645(18) 0.0396(14) -0.0131(13) -0.0129(10) -0.0228(11) C14 0.0417(13) 0.0348(15) 0.0615(17) 0.0064(14) -0.0257(12) -0.0185(11) C15 0.0335(12) 0.0370(15) 0.0558(16) 0.0006(14) -0.0227(11) -0.0124(11) C16 0.0490(12) 0.0441(15) 0.0390(13) 0.0101(12) -0.0295(10) -0.0288(10) C21 0.087(2) 0.094(3) 0.057(2) 0.021(2) -0.0274(17) -0.0474(18) C22 0.079(2) 0.109(3) 0.068(2) -0.0137(19) -0.0270(16) -0.0055(18) C23 0.095(2) 0.102(2) 0.129(2) -0.0339(18) -0.0511(15) -0.0361(16) C24 0.098(2) 0.103(3) 0.113(3) 0.025(2) -0.0309(19) -0.0277(19) C25 0.149(3) 0.179(3) 0.151(3) -0.004(3) -0.054(2) -0.011(2) N21 0.115(2) 0.138(3) 0.154(3) 0.000(2) -0.0517(18) -0.0185(19) N22 0.201(5) 0.172(5) 0.166(4) -0.050(3) -0.079(3) -0.013(4) O2W 0.0831(17) 0.109(2) 0.0720(16) 0.0295(15) -0.0254(13) -0.0299(14) O3W 0.0620(16) 0.162(3) 0.0878(19) -0.015(2) -0.0125(15) -0.0257(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 Cu1 O11 1.922(2) . ? Cu1 O13 1.942(2) 1_655 ? Cu1 O16 1.990(2) 2_666 ? Cu1 O1W 1.991(2) . ? Cu1 O15 2.419(2) 2_666 ? O11 C11 1.298(3) . ? O12 C11 1.268(4) . ? O13 C14 1.246(4) . ? O13 Cu1 1.942(2) 1_455 ? O14 C14 1.258(3) . ? O15 C16 1.261(3) . ? O15 Cu1 2.419(2) 2_666 ? O16 C16 1.316(3) . ? O16 Cu1 1.990(2) 2_666 ? C11 C12 1.478(4) . ? C12 C13 1.312(4) . ? C13 C15 1.517(4) . ? C13 C14 1.546(4) . ? C15 C16 1.502(4) . ? C21 C22 1.3900 . ? C21 N21 1.3900 . ? C22 C23 1.3900 . ? C23 N22 1.225(7) . ? C23 C24 1.3900 . ? C24 C25 1.3900 . ? C25 N21 1.3900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O11 Cu1 O13 176.15(8) . 1_655 ? O11 Cu1 O16 89.72(9) . 2_666 ? O13 Cu1 O16 93.60(9) 1_655 2_666 ? O11 Cu1 O1W 89.46(9) . . ? O13 Cu1 O1W 87.50(9) 1_655 . ? O16 Cu1 O1W 172.93(8) 2_666 . ? O11 Cu1 O15 89.54(9) . 2_666 ? O13 Cu1 O15 93.83(9) 1_655 2_666 ? O16 Cu1 O15 59.38(8) 2_666 2_666 ? O1W Cu1 O15 113.59(8) . 2_666 ? C11 O11 Cu1 120.9(2) . . ? C14 O13 Cu1 120.95(19) . 1_455 ? C16 O15 Cu1 82.00(16) . 2_666 ? C16 O16 Cu1 99.96(15) . 2_666 ? O12 C11 O11 122.0(3) . . ? O12 C11 C12 117.2(2) . . ? O11 C11 C12 120.6(3) . . ? C13 C12 C11 126.0(3) . . ? C12 C13 C15 128.0(3) . . ? C12 C13 C14 117.7(3) . . ? C15 C13 C14 114.2(3) . . ? O13 C14 O14 125.2(3) . . ? O13 C14 C13 115.1(2) . . ? O14 C14 C13 119.5(3) . . ? C16 C15 C13 110.6(2) . . ? O15 C16 O16 118.6(2) . . ? O15 C16 C15 122.8(2) . . ? O16 C16 C15 118.6(2) . . ? C22 C21 N21 120.0 . . ? C23 C22 C21 120.0 . . ? N22 C23 C22 122.1(3) . . ? N22 C23 C24 117.4(3) . . ? C22 C23 C24 120.0 . . ? C25 C24 C23 120.0 . . ? N21 C25 C24 120.0 . . ? C25 N21 C21 120.0 . . ? _diffrn_measured_fraction_theta_max 0.974 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.974 _refine_diff_density_max 1.124 _refine_diff_density_min -0.660 _refine_diff_density_rms 0.122 data_2c _database_code_depnum_ccdc_archive 'CCDC 262387' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H30 Cu2 N4 O13' _chemical_formula_sum 'C32 H30 Cu2 N4 O13' _chemical_formula_weight 805.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.574(6) _cell_length_b 12.659(7) _cell_length_c 14.663(9) _cell_angle_alpha 100.376(7) _cell_angle_beta 106.424(7) _cell_angle_gamma 93.575(6) _cell_volume 1664.7(17) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2129 _cell_measurement_theta_min 3.0267 _cell_measurement_theta_max 27.4835 _exptl_crystal_description needle _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.607 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 1.351 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8961 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating-anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12566 _diffrn_reflns_av_R_equivalents 0.0636 _diffrn_reflns_av_sigmaI/netI 0.1107 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 25.03 _reflns_number_total 5847 _reflns_number_gt 3489 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2002)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2002)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2002)' _computing_structure_solution 'Siemens SHELXTL^TM^ 5' _computing_structure_refinement 'Siemens SHELXTL^TM^ 5' _computing_molecular_graphics ? _computing_publication_material 'Siemens SHELXTL^TM^ 5' _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. DFIX used to restrain O1W-HW1 and O1W-HW2 bond distances to prevent from going disorder. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0537P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5847 _refine_ls_number_parameters 468 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.1240 _refine_ls_R_factor_gt 0.0640 _refine_ls_wR_factor_ref 0.1376 _refine_ls_wR_factor_gt 0.1148 _refine_ls_goodness_of_fit_ref 1.001 _refine_ls_restrained_S_all 1.001 _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 0.29368(3) 0.74908(2) 0.377233(18) 0.02799(8) Uani 1 1 d . . . Cu2 Cu 0.76643(3) 1.27066(2) 0.869268(18) 0.02919(8) Uani 1 1 d . . . O11 O 0.0789(2) 0.56320(13) 0.34360(11) 0.0601(6) Uani 1 1 d . . . O12 O 0.17389(15) 0.65371(11) 0.25507(9) 0.0306(5) Uani 1 1 d . . . O13 O -0.10074(16) 0.35862(11) -0.00955(10) 0.0355(5) Uani 1 1 d . . . O14 O -0.16357(17) 0.23255(12) 0.06414(11) 0.0498(6) Uani 1 1 d . . . O15 O -0.21929(17) 0.35194(15) 0.26376(12) 0.0671(6) Uani 1 1 d . . . O16 O -0.06951(17) 0.27016(13) 0.36542(11) 0.0543(6) Uani 1 1 d . . . H16A H -0.1407 0.2643 0.3856 0.081 Uiso 1 1 calc R . . C11 C 0.0925(2) 0.57323(17) 0.26552(16) 0.0371(8) Uani 1 1 d . . . C12 C 0.0156(2) 0.49418(16) 0.17090(15) 0.0323(7) Uani 1 1 d . . . H12A H -0.0111 0.5208 0.1141 0.039 Uiso 1 1 calc R . . C13 C -0.0153(2) 0.39041(17) 0.16493(14) 0.0293(7) Uani 1 1 d . . . C14 C -0.1005(2) 0.32006(18) 0.06692(15) 0.0338(7) Uani 1 1 d . . . C15 C 0.0220(2) 0.33411(17) 0.25036(14) 0.0321(7) Uani 1 1 d . . . H15A H 0.0490 0.2632 0.2294 0.038 Uiso 1 1 calc R . . H15B H 0.1062 0.3755 0.3008 0.038 Uiso 1 1 calc R . . C16 C -0.1016(2) 0.32151(17) 0.29157(15) 0.0365(8) Uani 1 1 d . . . O21 O 0.5216(2) 1.09561(14) 0.83277(11) 0.0665(7) Uani 1 1 d . . . O22 O 0.63510(14) 1.17698(11) 0.74711(9) 0.0281(5) Uani 1 1 d . . . O23 O 0.28701(16) 0.75737(11) 0.55868(10) 0.0383(5) Uani 1 1 d . . . O24 O 0.41169(14) 0.85781(10) 0.49257(9) 0.0260(4) Uani 1 1 d . . . O25 O 0.6883(2) 0.81671(17) 0.73678(14) 0.0842(8) Uani 1 1 d . . . O26 O 0.6468(2) 0.81477(15) 0.87623(12) 0.0789(7) Uani 1 1 d . . . H26A H 0.5796 0.8268 0.8995 0.118 Uiso 1 1 calc R . . C21 C 0.5479(2) 1.10076(18) 0.75561(15) 0.0357(7) Uani 1 1 d . . . C22 C 0.4796(2) 1.01597(17) 0.66479(14) 0.0274(7) Uani 1 1 d . . . H22A H 0.4629 1.0373 0.6056 0.033 Uiso 1 1 calc R . . C23 C 0.4417(2) 0.91359(16) 0.66292(13) 0.0245(6) Uani 1 1 d . . . C24 C 0.3755(2) 0.83686(16) 0.56487(13) 0.0242(6) Uani 1 1 d . . . C25 C 0.4589(2) 0.86414(17) 0.75111(14) 0.0308(7) Uani 1 1 d . . . H25A H 0.4424 0.9164 0.8030 0.037 Uiso 1 1 calc R . . H25B H 0.3856 0.8018 0.7353 0.037 Uiso 1 1 calc R . . C26 C 0.6088(3) 0.8298(2) 0.78537(17) 0.0495(9) Uani 1 1 d . . . N31 N 0.46048(18) 0.65270(14) 0.39789(12) 0.0332(6) Uani 1 1 d . . . C31 C 0.5959(2) 0.6950(2) 0.44833(18) 0.0493(9) Uani 1 1 d . . . H31A H 0.6140 0.7696 0.4706 0.059 Uiso 1 1 calc R . . C32 C 0.7128(3) 0.6352(2) 0.4702(2) 0.0689(11) Uani 1 1 d . . . H32A H 0.8061 0.6687 0.5067 0.083 Uiso 1 1 calc R . . C33 C 0.6874(3) 0.5258(2) 0.4368(2) 0.0717(11) Uani 1 1 d . . . H33A H 0.7635 0.4833 0.4503 0.086 Uiso 1 1 calc R . . C34 C 0.5496(3) 0.4796(2) 0.3834(2) 0.0704(11) Uani 1 1 d . . . H34A H 0.5294 0.4053 0.3597 0.085 Uiso 1 1 calc R . . C35 C 0.4404(3) 0.5464(2) 0.36562(17) 0.0506(9) Uani 1 1 d . . . H35A H 0.3465 0.5146 0.3285 0.061 Uiso 1 1 calc R . . N41 N 0.13284(18) 0.84670(14) 0.37337(12) 0.0327(6) Uani 1 1 d . . . C41 C 0.1569(3) 0.95098(19) 0.36861(16) 0.0421(8) Uani 1 1 d . . . H41A H 0.2488 0.9766 0.3663 0.051 Uiso 1 1 calc R . . C42 C 0.0537(3) 1.0222(2) 0.36693(17) 0.0531(9) Uani 1 1 d . . . H42A H 0.0746 1.0934 0.3624 0.064 Uiso 1 1 calc R . . C43 C -0.0800(3) 0.9851(2) 0.37205(19) 0.0667(11) Uani 1 1 d . . . H43A H -0.1518 1.0313 0.3718 0.080 Uiso 1 1 calc R . . C44 C -0.1081(3) 0.8794(2) 0.37751(19) 0.0645(11) Uani 1 1 d . . . H44A H -0.1994 0.8531 0.3802 0.077 Uiso 1 1 calc R . . C45 C 0.0016(2) 0.8112(2) 0.37905(16) 0.0462(9) Uani 1 1 d . . . H45A H -0.0170 0.7398 0.3841 0.055 Uiso 1 1 calc R . . N51 N 0.91726(19) 1.16608(13) 0.87305(12) 0.0319(6) Uani 1 1 d . . . C51 C 1.0524(3) 1.2003(2) 0.87561(17) 0.0482(9) Uani 1 1 d . . . H51A H 1.0735 1.2718 0.8716 0.058 Uiso 1 1 calc R . . C52 C 1.1638(3) 1.1340(2) 0.88405(19) 0.0693(11) Uani 1 1 d . . . H52A H 1.2577 1.1610 0.8864 0.083 Uiso 1 1 calc R . . C53 C 1.1335(3) 1.0281(2) 0.88881(19) 0.0803(11) Uani 1 1 d . . . H53A H 1.2051 0.9813 0.8926 0.096 Uiso 1 1 calc R . . C54 C 0.9961(3) 0.9936(2) 0.88783(19) 0.0689(11) Uani 1 1 d . . . H54A H 0.9727 0.9228 0.8925 0.083 Uiso 1 1 calc R . . C55 C 0.8920(3) 1.06347(18) 0.87990(16) 0.0454(9) Uani 1 1 d . . . H55A H 0.7985 1.0380 0.8792 0.054 Uiso 1 1 calc R . . N61 N 0.61942(19) 1.37925(15) 0.87339(12) 0.0367(6) Uani 1 1 d . . . C61 C 0.6674(3) 1.48289(19) 0.91041(16) 0.0520(9) Uani 1 1 d . . . H61A H 0.7680 1.5024 0.9376 0.062 Uiso 1 1 calc R . . C62 C 0.5784(3) 1.5627(2) 0.9111(2) 0.0765(12) Uani 1 1 d . . . H62A H 0.6181 1.6343 0.9383 0.092 Uiso 1 1 calc R . . C63 C 0.4313(3) 1.5369(3) 0.8717(2) 0.0897(13) Uani 1 1 d . . . H63A H 0.3686 1.5901 0.8716 0.108 Uiso 1 1 calc R . . C64 C 0.3782(3) 1.4329(3) 0.8329(2) 0.0859(13) Uani 1 1 d . . . H64A H 0.2779 1.4136 0.8040 0.103 Uiso 1 1 calc R . . C65 C 0.4738(3) 1.3535(2) 0.83607(19) 0.0627(11) Uani 1 1 d . . . H65A H 0.4355 1.2812 0.8117 0.075 Uiso 1 1 calc R . . O1W O -0.44912(16) 0.15113(18) 0.03178(10) 0.0894(9) Uani 1 1 d D . . HW1 H -0.4584(10) 0.1265(12) -0.03570(18) 0.134(12) Uiso 1 1 d D . . HW2 H -0.3518(3) 0.1885(5) 0.0512(16) 0.126(12) Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02897(13) 0.02603(14) 0.02274(13) -0.00374(11) 0.00456(11) -0.00242(12) Cu2 0.03287(14) 0.02587(14) 0.02226(13) -0.00316(11) 0.00381(11) -0.00079(12) O11 0.0955(12) 0.0459(10) 0.0333(9) -0.0024(8) 0.0232(9) -0.0215(10) O12 0.0362(8) 0.0235(8) 0.0239(7) -0.0019(6) 0.0025(6) -0.0070(7) O13 0.0480(9) 0.0227(8) 0.0282(8) 0.0006(6) 0.0034(7) -0.0021(7) O14 0.0585(10) 0.0331(9) 0.0462(10) -0.0054(8) 0.0110(8) -0.0184(8) O15 0.0456(9) 0.1022(12) 0.0814(10) 0.0623(9) 0.0308(8) 0.0334(9) O16 0.0441(9) 0.0781(11) 0.0544(9) 0.0425(8) 0.0172(7) 0.0143(9) C11 0.0386(12) 0.0289(12) 0.0372(13) 0.0006(10) 0.0064(11) -0.0049(11) C12 0.0345(12) 0.0264(12) 0.0320(12) 0.0008(10) 0.0070(10) 0.0025(10) C13 0.0332(11) 0.0290(12) 0.0268(11) 0.0066(9) 0.0097(9) 0.0066(10) C14 0.0279(11) 0.0327(13) 0.0312(12) -0.0100(11) 0.0043(10) 0.0028(10) C15 0.0334(11) 0.0309(12) 0.0331(11) 0.0082(10) 0.0108(9) 0.0038(10) C16 0.0437(13) 0.0314(12) 0.0349(12) 0.0140(10) 0.0082(11) 0.0051(11) O21 0.0948(12) 0.0652(12) 0.0305(9) -0.0108(8) 0.0268(8) -0.0349(10) O22 0.0287(7) 0.0260(8) 0.0225(7) -0.0046(6) 0.0042(6) -0.0047(6) O23 0.0476(8) 0.0308(8) 0.0323(8) -0.0011(7) 0.0147(7) -0.0172(7) O24 0.0345(7) 0.0247(7) 0.0141(6) -0.0021(6) 0.0051(6) -0.0041(6) O25 0.0730(11) 0.1170(15) 0.0904(13) 0.0475(11) 0.0429(10) 0.0544(11) O26 0.0702(12) 0.1129(14) 0.0623(10) 0.0577(9) 0.0066(10) 0.0225(11) C21 0.0411(12) 0.0367(13) 0.0262(11) -0.0007(10) 0.0106(10) 0.0004(11) C22 0.0316(11) 0.0356(12) 0.0139(9) -0.0006(9) 0.0100(8) -0.0015(10) C23 0.0246(10) 0.0304(11) 0.0172(10) 0.0017(9) 0.0071(8) -0.0013(9) C24 0.0255(10) 0.0277(11) 0.0187(10) 0.0050(9) 0.0050(8) 0.0050(9) C25 0.0321(11) 0.0352(12) 0.0213(10) 0.0031(9) 0.0048(9) -0.0009(10) C26 0.0475(14) 0.0569(15) 0.0499(14) 0.0265(12) 0.0129(12) 0.0127(13) N31 0.0338(10) 0.0342(10) 0.0272(9) 0.0001(8) 0.0069(8) 0.0010(9) C31 0.0421(13) 0.0412(14) 0.0594(16) 0.0057(13) 0.0075(12) 0.0159(12) C32 0.0510(16) 0.0669(19) 0.075(2) 0.0038(16) 0.0000(15) 0.0223(15) C33 0.0740(17) 0.0741(19) 0.0682(19) 0.0118(15) 0.0178(15) 0.0433(15) C34 0.0874(19) 0.0406(15) 0.080(2) 0.0088(15) 0.0170(17) 0.0298(14) C35 0.0569(15) 0.0369(14) 0.0462(15) -0.0063(12) 0.0056(13) 0.0066(13) N41 0.0240(9) 0.0445(11) 0.0249(9) 0.0006(8) 0.0041(8) 0.0035(9) C41 0.0423(13) 0.0458(14) 0.0390(13) 0.0070(11) 0.0131(11) 0.0130(12) C42 0.0645(15) 0.0615(16) 0.0448(14) 0.0185(12) 0.0256(12) 0.0283(13) C43 0.0557(15) 0.078(2) 0.0717(18) 0.0092(16) 0.0274(14) 0.0298(15) C44 0.0310(12) 0.091(2) 0.0743(18) 0.0092(16) 0.0248(12) 0.0120(14) C45 0.0401(13) 0.0561(16) 0.0393(13) 0.0045(12) 0.0104(11) 0.0049(13) N51 0.0418(10) 0.0248(9) 0.0223(9) -0.0007(8) 0.0021(8) 0.0068(8) C51 0.0459(14) 0.0471(15) 0.0467(14) 0.0070(12) 0.0078(12) 0.0060(13) C52 0.0507(16) 0.092(2) 0.0600(18) 0.0110(16) 0.0071(14) 0.0282(16) C53 0.0958(18) 0.097(2) 0.0545(17) 0.0166(15) 0.0188(15) 0.0750(15) C54 0.107(2) 0.0472(15) 0.0534(16) 0.0119(13) 0.0167(16) 0.0444(15) C55 0.0685(16) 0.0306(13) 0.0360(13) 0.0031(11) 0.0147(12) 0.0129(13) N61 0.0446(10) 0.0413(11) 0.0222(9) 0.0001(8) 0.0090(8) 0.0146(9) C61 0.0768(17) 0.0390(14) 0.0392(14) 0.0078(12) 0.0135(13) 0.0189(13) C62 0.119(2) 0.0479(15) 0.0697(19) 0.0212(14) 0.0245(17) 0.0521(15) C63 0.116(2) 0.109(2) 0.0522(18) 0.0220(16) 0.0231(17) 0.0727(18) C64 0.0534(16) 0.131(3) 0.065(2) 0.001(2) 0.0104(15) 0.0405(18) C65 0.0498(15) 0.079(2) 0.0529(16) 0.0023(15) 0.0100(13) 0.0187(15) O1W 0.0728(12) 0.1481(19) 0.0335(10) 0.0058(11) 0.0116(9) -0.0323(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O12 1.9668(14) . ? Cu1 O24 1.9795(14) . ? Cu1 N41 2.028(2) . ? Cu1 N31 2.058(2) . ? Cu1 O22 2.4297(18) 2_676 ? Cu2 O13 1.9614(15) 1_666 ? Cu2 O22 1.9927(14) . ? Cu2 N51 2.015(2) . ? Cu2 N61 2.033(2) . ? Cu2 O12 2.3910(19) 2_676 ? O11 C11 1.216(3) . ? O12 C11 1.301(3) . ? O12 Cu2 2.3910(19) 2_676 ? O13 C14 1.300(3) . ? O13 Cu2 1.9614(14) 1_444 ? O14 C14 1.217(3) . ? O15 C16 1.198(3) . ? O16 C16 1.334(3) . ? O16 H16A 0.8200 . ? C11 C12 1.516(3) . ? C12 C13 1.310(3) . ? C12 H12A 0.9300 . ? C13 C15 1.518(3) . ? C13 C14 1.520(3) . ? C15 C16 1.485(3) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? O21 C21 1.238(3) . ? O22 C21 1.283(3) . ? O22 Cu1 2.4297(18) 2_676 ? O23 C24 1.248(3) . ? O24 C24 1.269(3) . ? O25 C26 1.180(3) . ? O26 C26 1.330(3) . ? O26 H26A 0.8200 . ? C21 C22 1.503(3) . ? C22 C23 1.317(3) . ? C22 H22A 0.9300 . ? C23 C25 1.508(3) . ? C23 C24 1.522(2) . ? C25 C26 1.500(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? N31 C31 1.321(3) . ? N31 C35 1.326(3) . ? C31 C32 1.385(4) . ? C31 H31A 0.9300 . ? C32 C33 1.366(4) . ? C32 H32A 0.9300 . ? C33 C34 1.360(4) . ? C33 H33A 0.9300 . ? C34 C35 1.383(4) . ? C34 H34A 0.9300 . ? C35 H35A 0.9300 . ? N41 C45 1.338(3) . ? N41 C41 1.344(3) . ? C41 C42 1.376(4) . ? C41 H41A 0.9300 . ? C42 C43 1.362(4) . ? C42 H42A 0.9300 . ? C43 C44 1.370(4) . ? C43 H43A 0.9300 . ? C44 C45 1.398(4) . ? C44 H44A 0.9300 . ? C45 H45A 0.9300 . ? N51 C51 1.327(3) . ? N51 C55 1.333(3) . ? C51 C52 1.391(4) . ? C51 H51A 0.9300 . ? C52 C53 1.372(4) . ? C52 H52A 0.9300 . ? C53 C54 1.355(4) . ? C53 H53A 0.9300 . ? C54 C55 1.367(4) . ? C54 H54A 0.9300 . ? C55 H55A 0.9300 . ? N61 C61 1.324(3) . ? N61 C65 1.341(3) . ? C61 C62 1.363(4) . ? C61 H61A 0.9300 . ? C62 C63 1.355(4) . ? C62 H62A 0.9300 . ? C63 C64 1.341(4) . ? C63 H63A 0.9300 . ? C64 C65 1.400(4) . ? C64 H64A 0.9300 . ? C65 H65A 0.9300 . ? O1W HW1 0.959(3) . ? O1W HW2 0.959(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O12 Cu1 O24 173.89(6) . . ? O12 Cu1 N41 90.92(7) . . ? O24 Cu1 N41 85.68(7) . . ? O12 Cu1 N31 94.09(7) . . ? O24 Cu1 N31 89.69(7) . . ? N41 Cu1 N31 173.49(7) . . ? O12 Cu1 O22 76.30(7) . 2_676 ? O24 Cu1 O22 98.68(7) . 2_676 ? N41 Cu1 O22 91.40(7) . 2_676 ? N31 Cu1 O22 93.82(7) . 2_676 ? O13 Cu2 O22 178.05(6) 1_666 . ? O13 Cu2 N51 88.07(7) 1_666 . ? O22 Cu2 N51 90.09(7) . . ? O13 Cu2 N61 88.99(7) 1_666 . ? O22 Cu2 N61 92.83(7) . . ? N51 Cu2 N61 176.86(6) . . ? O13 Cu2 O12 104.00(7) 1_666 2_676 ? O22 Cu2 O12 76.78(7) . 2_676 ? N51 Cu2 O12 93.46(7) . 2_676 ? N61 Cu2 O12 88.32(7) . 2_676 ? C11 O12 Cu1 114.90(13) . . ? C11 O12 Cu2 140.61(12) . 2_676 ? Cu1 O12 Cu2 104.49(7) . 2_676 ? C14 O13 Cu2 113.51(13) . 1_444 ? C16 O16 H16A 109.5 . . ? O11 C11 O12 123.07(18) . . ? O11 C11 C12 123.5(2) . . ? O12 C11 C12 113.4(2) . . ? C13 C12 C11 123.5(2) . . ? C13 C12 H12A 118.2 . . ? C11 C12 H12A 118.2 . . ? C12 C13 C15 124.83(18) . . ? C12 C13 C14 118.8(2) . . ? C15 C13 C14 116.31(18) . . ? O14 C14 O13 124.10(18) . . ? O14 C14 C13 119.1(2) . . ? O13 C14 C13 116.78(19) . . ? C16 C15 C13 112.72(18) . . ? C16 C15 H15A 109.0 . . ? C13 C15 H15A 109.0 . . ? C16 C15 H15B 109.0 . . ? C13 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? O15 C16 O16 121.4(2) . . ? O15 C16 C15 126.0(2) . . ? O16 C16 C15 112.58(19) . . ? C21 O22 Cu2 117.25(13) . . ? C21 O22 Cu1 140.42(12) . 2_676 ? Cu2 O22 Cu1 102.31(7) . 2_676 ? C24 O24 Cu1 106.89(12) . . ? C26 O26 H26A 109.5 . . ? O21 C21 O22 123.20(18) . . ? O21 C21 C22 121.6(2) . . ? O22 C21 C22 115.2(2) . . ? C23 C22 C21 124.8(2) . . ? C23 C22 H22A 117.6 . . ? C21 C22 H22A 117.6 . . ? C22 C23 C25 125.29(17) . . ? C22 C23 C24 118.68(19) . . ? C25 C23 C24 116.03(18) . . ? O23 C24 O24 122.95(16) . . ? O23 C24 C23 118.85(19) . . ? O24 C24 C23 118.20(17) . . ? C26 C25 C23 111.5(2) . . ? C26 C25 H25A 109.3 . . ? C23 C25 H25A 109.3 . . ? C26 C25 H25B 109.3 . . ? C23 C25 H25B 109.3 . . ? H25A C25 H25B 108.0 . . ? O25 C26 O26 121.7(2) . . ? O25 C26 C25 123.7(2) . . ? O26 C26 C25 114.6(2) . . ? C31 N31 C35 116.0(2) . . ? C31 N31 Cu1 120.41(16) . . ? C35 N31 Cu1 123.61(15) . . ? N31 C31 C32 124.1(2) . . ? N31 C31 H31A 118.0 . . ? C32 C31 H31A 118.0 . . ? C33 C32 C31 118.3(2) . . ? C33 C32 H32A 120.9 . . ? C31 C32 H32A 120.9 . . ? C34 C33 C32 119.2(3) . . ? C34 C33 H33A 120.4 . . ? C32 C33 H33A 120.4 . . ? C33 C34 C35 118.1(2) . . ? C33 C34 H34A 121.0 . . ? C35 C34 H34A 121.0 . . ? N31 C35 C34 124.4(2) . . ? N31 C35 H35A 117.8 . . ? C34 C35 H35A 117.8 . . ? C45 N41 C41 117.7(2) . . ? C45 N41 Cu1 121.59(17) . . ? C41 N41 Cu1 120.72(16) . . ? N41 C41 C42 123.9(2) . . ? N41 C41 H41A 118.0 . . ? C42 C41 H41A 118.0 . . ? C43 C42 C41 118.0(3) . . ? C43 C42 H42A 121.0 . . ? C41 C42 H42A 121.0 . . ? C42 C43 C44 119.6(3) . . ? C42 C43 H43A 120.2 . . ? C44 C43 H43A 120.2 . . ? C43 C44 C45 119.5(3) . . ? C43 C44 H44A 120.2 . . ? C45 C44 H44A 120.2 . . ? N41 C45 C44 121.2(3) . . ? N41 C45 H45A 119.4 . . ? C44 C45 H45A 119.4 . . ? C51 N51 C55 116.7(2) . . ? C51 N51 Cu2 119.91(16) . . ? C55 N51 Cu2 123.26(17) . . ? N51 C51 C52 122.8(2) . . ? N51 C51 H51A 118.6 . . ? C52 C51 H51A 118.6 . . ? C53 C52 C51 119.1(3) . . ? C53 C52 H52A 120.4 . . ? C51 C52 H52A 120.4 . . ? C54 C53 C52 118.1(3) . . ? C54 C53 H53A 121.0 . . ? C52 C53 H53A 121.0 . . ? C53 C54 C55 119.7(3) . . ? C53 C54 H54A 120.2 . . ? C55 C54 H54A 120.2 . . ? N51 C55 C54 123.7(3) . . ? N51 C55 H55A 118.2 . . ? C54 C55 H55A 118.2 . . ? C61 N61 C65 116.7(2) . . ? C61 N61 Cu2 119.47(17) . . ? C65 N61 Cu2 123.80(17) . . ? N61 C61 C62 124.0(2) . . ? N61 C61 H61A 118.0 . . ? C62 C61 H61A 118.0 . . ? C63 C62 C61 119.4(3) . . ? C63 C62 H62A 120.3 . . ? C61 C62 H62A 120.3 . . ? C64 C63 C62 118.6(3) . . ? C64 C63 H63A 120.7 . . ? C62 C63 H63A 120.7 . . ? C63 C64 C65 120.0(3) . . ? C63 C64 H64A 120.0 . . ? C65 C64 H64A 120.0 . . ? N61 C65 C64 121.4(3) . . ? N61 C65 H65A 119.3 . . ? C64 C65 H65A 119.3 . . ? HW1 O1W HW2 97.6(15) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.497 _refine_diff_density_min -0.378 _refine_diff_density_rms 0.089 ###END data_2d _database_code_depnum_ccdc_archive 'CCDC 262388' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H44 Cu3 N2 O26' _chemical_formula_sum 'C22 H44 Cu3 N2 O26' _chemical_formula_weight 943.21 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.8205(18) _cell_length_b 9.765(2) _cell_length_c 13.004(3) _cell_angle_alpha 65.15(3) _cell_angle_beta 71.50(3) _cell_angle_gamma 72.52(3) _cell_volume 945.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2191 _cell_measurement_theta_min 3.0631 _cell_measurement_theta_max 27.4835 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.657 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 485 _exptl_absorpt_coefficient_mu 1.767 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8398 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating-anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6042 _diffrn_reflns_av_R_equivalents 0.0475 _diffrn_reflns_av_sigmaI/netI 0.1491 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3219 _reflns_number_gt 1902 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2002)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2002)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2002)' _computing_structure_solution 'Siemens SHELXTL^TM^ 5' _computing_structure_refinement 'Siemens SHELXTL^TM^ 5' _computing_molecular_graphics ? _computing_publication_material 'Siemens SHELXTL^TM^ 5' _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. The 'soft' restraints with large esds (ISOR) were applied on C12 and O1w atoms to prevent them going 'non-positive-definite'. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0340P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3219 _refine_ls_number_parameters 241 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1315 _refine_ls_R_factor_gt 0.0635 _refine_ls_wR_factor_ref 0.1180 _refine_ls_wR_factor_gt 0.1013 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.017 _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 0.0000 0.5000 0.0000 0.03942(14) Uani 1 2 d S . . Cu2 Cu 0.64095(2) -0.11577(2) 0.340495(18) 0.02652(8) Uani 1 1 d . . . O1W O -0.23509(16) 0.53319(17) 0.02962(12) 0.0771(7) Uani 1 1 d . . . O2W O 0.72068(15) -0.36862(12) 0.36501(11) 0.0506(6) Uani 1 1 d . . . O3W O 0.57448(13) -0.17935(12) 0.51199(9) 0.0324(5) Uani 1 1 d . . . O1 O -0.27462(14) 0.13930(13) 0.36257(10) 0.0463(6) Uani 1 1 d . . . O2 O -0.14717(12) -0.08900(12) 0.34635(10) 0.0371(5) Uani 1 1 d . . . O3 O -0.03655(16) 0.50017(12) 0.21622(11) 0.0516(6) Uani 1 1 d . . . O4 O 0.00278(14) 0.32233(12) 0.14360(9) 0.0389(5) Uani 1 1 d . . . O5 O 0.34216(13) 0.11061(12) 0.33400(10) 0.0432(5) Uani 1 1 d . . . O6 O 0.41676(13) -0.13096(12) 0.34472(10) 0.0393(5) Uani 1 1 d . . . C1 C -0.14919(19) 0.03803(19) 0.35494(14) 0.0331(7) Uani 1 1 d . . . C2 C 0.0108(2) 0.07815(19) 0.34862(14) 0.0384(8) Uani 1 1 d . . . C3 C -0.0126(2) 0.36249(18) 0.22732(15) 0.0324(7) Uani 1 1 d . . . C4 C -0.0048(2) 0.24146(16) 0.34545(13) 0.0283(7) Uani 1 1 d . . . H4A H -0.1025 0.2647 0.4010 0.034 Uiso 1 1 calc R . . H4B H 0.0879 0.2442 0.3690 0.034 Uiso 1 1 calc R . . C5 C 0.1389(2) -0.0282(2) 0.35035(14) 0.0383(8) Uani 1 1 d . . . H5A H 0.1264 -0.1231 0.3573 0.046 Uiso 1 1 calc R . . C6 C 0.3144(2) -0.0125(2) 0.34184(13) 0.0336(7) Uani 1 1 d . . . N1 N 0.69878(17) -0.03366(15) 0.16777(12) 0.0399(6) Uani 1 1 d . . . C11 C 0.6931(3) -0.1149(2) 0.10855(17) 0.0740(11) Uani 1 1 d . . . H11A H 0.6582 -0.2082 0.1496 0.089 Uiso 1 1 calc R . . C12 C 0.7376(3) -0.0651(2) -0.01256(19) 0.0900(11) Uani 1 1 d U . . H12A H 0.7346 -0.1247 -0.0517 0.108 Uiso 1 1 calc R . . C13 C 0.7843(3) 0.0699(3) -0.07054(19) 0.1029(14) Uani 1 1 d . . . H13A H 0.8166 0.1048 -0.1512 0.123 Uiso 1 1 calc R . . C14 C 0.7851(3) 0.1585(2) -0.01109(17) 0.0873(12) Uani 1 1 d . . . H14A H 0.8118 0.2555 -0.0512 0.105 Uiso 1 1 calc R . . C15 C 0.7462(3) 0.1012(2) 0.10736(16) 0.0603(9) Uani 1 1 d . . . H15A H 0.7530 0.1580 0.1474 0.072 Uiso 1 1 calc R . . O4W O 0.63649(15) -0.56998(13) 0.60052(11) 0.0552(6) Uani 1 1 d . . . O5W O -0.41901(17) 0.44012(15) 0.24347(12) 0.0666(7) Uani 1 1 d . . . O6W O 0.90720(17) -0.62300(17) 0.67364(15) 0.1049(8) Uani 1 1 d U . . O7W O -0.38183(19) 0.62612(19) -0.14119(13) 0.1069(8) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0544(2) 0.03580(17) 0.02359(17) -0.00534(13) -0.00609(15) -0.01308(15) Cu2 0.01710(10) 0.03695(10) 0.02895(10) -0.01641(8) -0.00174(8) -0.00682(8) O1W 0.0480(9) 0.1092(11) 0.0456(9) 0.0025(8) -0.0064(7) -0.0249(8) O2W 0.0531(8) 0.0298(6) 0.0609(8) -0.0193(6) -0.0061(7) 0.0004(6) O3W 0.0301(6) 0.0404(6) 0.0243(6) -0.0108(5) -0.0027(5) -0.0084(5) O1 0.0297(7) 0.0483(7) 0.0500(8) -0.0165(6) 0.0079(6) -0.0121(6) O2 0.0205(6) 0.0462(6) 0.0463(7) -0.0175(5) -0.0083(5) -0.0067(5) O3 0.0804(9) 0.0189(6) 0.0460(8) -0.0085(5) -0.0097(7) -0.0058(6) O4 0.0588(8) 0.0346(6) 0.0191(6) -0.0072(5) -0.0066(6) -0.0092(6) O5 0.0377(7) 0.0465(7) 0.0510(7) -0.0219(5) -0.0240(5) 0.0058(6) O6 0.0290(7) 0.0486(6) 0.0505(7) -0.0263(5) -0.0115(5) -0.0062(5) C1 0.0305(9) 0.0574(10) 0.0141(8) -0.0045(7) -0.0035(7) -0.0261(8) C2 0.0509(12) 0.0421(10) 0.0162(9) -0.0047(8) -0.0102(8) -0.0063(9) C3 0.0367(10) 0.0302(9) 0.0272(9) -0.0094(7) -0.0032(8) -0.0077(8) C4 0.0416(11) 0.0199(8) 0.0186(9) -0.0055(7) -0.0070(8) -0.0013(8) C5 0.0500(12) 0.0347(10) 0.0241(9) -0.0075(8) -0.0133(8) 0.0015(9) C6 0.0312(9) 0.0612(10) 0.0169(8) -0.0125(7) -0.0090(7) -0.0190(8) N1 0.0386(9) 0.0446(8) 0.0394(8) -0.0188(6) -0.0075(7) -0.0078(7) C11 0.1089(18) 0.0737(13) 0.0489(12) -0.0320(10) -0.0161(12) -0.0176(12) C12 0.1445(18) 0.0709(12) 0.0733(14) -0.0397(9) -0.0229(12) -0.0278(12) C13 0.167(3) 0.1020(17) 0.0321(13) -0.0273(12) 0.0046(15) -0.0385(16) C14 0.172(2) 0.0545(13) 0.0305(13) -0.0083(10) -0.0069(14) -0.0413(13) C15 0.1012(16) 0.0599(11) 0.0301(10) -0.0197(8) -0.0111(10) -0.0283(11) O4W 0.0423(8) 0.0540(7) 0.0673(9) -0.0182(6) -0.0114(6) -0.0125(6) O5W 0.0628(9) 0.0687(8) 0.0521(9) -0.0128(7) 0.0065(8) -0.0236(7) O6W 0.0690(9) 0.1130(9) 0.1736(12) -0.0793(8) -0.0478(8) -0.0107(8) O7W 0.1057(10) 0.1203(12) 0.0906(11) 0.0093(9) -0.0560(8) -0.0493(9) _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 O1W 1.9359(14) 2_565 ? Cu1 O1W 1.9359(14) . ? Cu1 O4 1.9437(12) . ? Cu1 O4 1.9437(12) 2_565 ? Cu2 O3W 1.9818(13) . ? Cu2 N1 1.9882(15) . ? Cu2 O2 1.9917(14) 1_655 ? Cu2 O6 2.0090(13) . ? Cu2 O2W 2.2649(13) . ? O1 C1 1.2519(19) . ? O2 C1 1.286(2) . ? O2 Cu2 1.9917(14) 1_455 ? O3 C3 1.248(2) . ? O4 C3 1.261(3) . ? O5 C6 1.254(2) . ? O6 C6 1.2301(19) . ? C1 C2 1.544(3) . ? C2 C5 1.283(2) . ? C2 C4 1.543(3) . ? C3 C4 1.501(2) . ? C5 C6 1.565(3) . ? N1 C15 1.333(2) . ? N1 C11 1.336(3) . ? C11 C12 1.396(3) . ? C12 C13 1.331(3) . ? C13 C14 1.384(4) . ? C14 C15 1.363(3) . ? 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 O1W Cu1 O1W 180.00(9) 2_565 . ? O1W Cu1 O4 89.04(6) 2_565 . ? O1W Cu1 O4 90.96(6) . . ? O1W Cu1 O4 90.96(6) 2_565 2_565 ? O1W Cu1 O4 89.04(6) . 2_565 ? O4 Cu1 O4 180.00(6) . 2_565 ? O3W Cu2 N1 175.10(5) . . ? O3W Cu2 O2 89.26(6) . 1_655 ? N1 Cu2 O2 90.85(7) . 1_655 ? O3W Cu2 O6 87.04(6) . . ? N1 Cu2 O6 92.48(7) . . ? O2 Cu2 O6 174.45(5) 1_655 . ? O3W Cu2 O2W 87.75(6) . . ? N1 Cu2 O2W 97.11(7) . . ? O2 Cu2 O2W 96.05(6) 1_655 . ? O6 Cu2 O2W 87.94(6) . . ? C1 O2 Cu2 115.74(10) . 1_455 ? C3 O4 Cu1 110.66(10) . . ? C6 O6 Cu2 113.93(14) . . ? O1 C1 O2 123.92(18) . . ? O1 C1 C2 115.68(18) . . ? O2 C1 C2 120.30(14) . . ? C5 C2 C4 127.7(2) . . ? C5 C2 C1 116.98(19) . . ? C4 C2 C1 115.27(14) . . ? O3 C3 O4 122.40(15) . . ? O3 C3 C4 118.32(18) . . ? O4 C3 C4 119.28(15) . . ? C3 C4 C2 112.69(16) . . ? C2 C5 C6 125.9(2) . . ? O6 C6 O5 125.23(17) . . ? O6 C6 C5 113.34(18) . . ? O5 C6 C5 121.43(14) . . ? C15 N1 C11 117.89(16) . . ? C15 N1 Cu2 121.94(16) . . ? C11 N1 Cu2 120.16(12) . . ? N1 C11 C12 122.5(2) . . ? C13 C12 C11 118.2(3) . . ? C12 C13 C14 120.1(2) . . ? C15 C14 C13 118.9(2) . . ? N1 C15 C14 122.2(2) . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.467 _refine_diff_density_min -0.387 _refine_diff_density_rms 0.090 ###END data_2e _database_code_depnum_ccdc_archive 'CCDC 262389' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H46 Cu5 N4 O30' _chemical_formula_sum 'C44 H46 Cu5 N4 O30' _chemical_formula_weight 1428.55 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.751(4) _cell_length_b 12.731(5) _cell_length_c 13.573(8) _cell_angle_alpha 116.388(16) _cell_angle_beta 92.26(3) _cell_angle_gamma 102.76(2) _cell_volume 1304.7(11) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1594 _cell_measurement_theta_min 3.0177 _cell_measurement_theta_max 27.4835 _exptl_crystal_description Prism _exptl_crystal_colour 'bluish green' _exptl_crystal_size_max 0.3000 _exptl_crystal_size_mid 0.2000 _exptl_crystal_size_min 0.1000 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.818 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 723 _exptl_absorpt_coefficient_mu 2.107 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.7860 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating-anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8541 _diffrn_reflns_av_R_equivalents 0.0413 _diffrn_reflns_av_sigmaI/netI 0.0978 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4566 _reflns_number_gt 2480 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2002)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2002)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2002)' _computing_structure_solution 'Siemens SHELXTL^TM^ 5' _computing_structure_refinement 'Siemens SHELXTL^TM^ 5' _computing_molecular_graphics ? _computing_publication_material 'Siemens SHELXTL^TM^ 5' _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_details 'calc w=1/[\s^2^(Fo^2^)+(0.1069P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4566 _refine_ls_number_parameters 376 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1216 _refine_ls_R_factor_gt 0.0677 _refine_ls_wR_factor_ref 0.2071 _refine_ls_wR_factor_gt 0.1665 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _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 -0.09523(2) 0.322481(17) 0.324863(16) 0.03863(7) Uani 1 1 d . . . Cu2 Cu 0.11448(2) 0.226200(17) 0.110903(16) 0.03727(7) Uani 1 1 d . . . Cu3 Cu 0.5000 0.0000 0.5000 0.04235(11) Uani 1 2 d S . . O1W O -0.04000(13) 0.49682(9) 0.36657(10) 0.0459(4) Uani 1 1 d . . . O2W O -0.13636(13) 0.15744(9) 0.31342(10) 0.0501(4) Uani 1 1 d . . . O3W O 0.05531(13) 0.07655(9) 0.12948(9) 0.0450(4) Uani 1 1 d . . . O11 O -0.14927(13) 0.12839(9) -0.04679(9) 0.0473(4) Uani 1 1 d . . . O12 O -0.10410(11) 0.24277(9) 0.13275(8) 0.0371(4) Uani 1 1 d . . . O13 O -0.76490(14) 0.06110(10) -0.08124(10) 0.0549(5) Uani 1 1 d . . . O14 O -0.67185(12) 0.20487(10) 0.09374(9) 0.0457(4) Uani 1 1 d . . . O15 O -0.60309(15) -0.00161(10) -0.32104(9) 0.0504(5) Uani 1 1 d . . . O16 O -0.48193(18) 0.18402(10) -0.19272(10) 0.0703(6) Uani 1 1 d . . . H16A H -0.5163 0.2008 -0.2394 0.105 Uiso 1 1 calc R . . C11 C -0.19684(17) 0.18252(14) 0.04022(13) 0.0380(6) Uani 1 1 d . . . C12 C -0.3719(2) 0.18408(13) 0.05149(13) 0.0428(6) Uani 1 1 d . . . H12A H -0.3931 0.2360 0.1204 0.051 Uiso 1 1 calc R . . C13 C -0.48967(19) 0.11873(14) -0.02758(14) 0.0422(6) Uani 1 1 d . . . C14 C -0.65696(19) 0.12748(14) -0.00519(13) 0.0441(6) Uani 1 1 d . . . C15 C -0.4812(2) 0.03072(14) -0.14787(13) 0.0435(6) Uani 1 1 d . . . H15A H -0.3732 0.0242 -0.1536 0.052 Uiso 1 1 calc R . . H15B H -0.5487 -0.0493 -0.1671 0.052 Uiso 1 1 calc R . . C16 C -0.53063(19) 0.07004(13) -0.22667(13) 0.0387(6) Uani 1 1 d . . . O21 O 0.15326(13) 0.33531(11) 0.47254(10) 0.0587(5) Uani 1 1 d . . . O22 O 0.12931(11) 0.32679(8) 0.30810(8) 0.0344(4) Uani 1 1 d . . . O23 O 0.76101(14) 0.37231(10) 0.51153(9) 0.0524(5) Uani 1 1 d . . . O24 O 0.68482(12) 0.31965(9) 0.33618(9) 0.0409(4) Uani 1 1 d . . . O25 O 0.50010(13) 0.16381(9) 0.52335(9) 0.0440(4) Uani 1 1 d . . . O26 O 0.4414(2) 0.27407(11) 0.69086(11) 0.0825(6) Uani 1 1 d . . . C21 C 0.21153(19) 0.33000(14) 0.38794(14) 0.0411(6) Uani 1 1 d . . . C22 C 0.37974(16) 0.32741(12) 0.37866(13) 0.0318(5) Uani 1 1 d . . . H22A H 0.4113 0.3145 0.3105 0.038 Uiso 1 1 calc R . . C23 C 0.48947(17) 0.34153(12) 0.45692(13) 0.0321(5) Uani 1 1 d . . . C24 C 0.65590(18) 0.34264(12) 0.43278(13) 0.0339(5) Uani 1 1 d . . . C25 C 0.4648(2) 0.36216(14) 0.57394(13) 0.0403(6) Uani 1 1 d . . . H25A H 0.5454 0.4338 0.6271 0.048 Uiso 1 1 calc R . . H25B H 0.3625 0.3788 0.5866 0.048 Uiso 1 1 calc R . . C26 C 0.4714(2) 0.25741(14) 0.59633(13) 0.0446(6) Uani 1 1 d . . . N31 N 0.16465(16) 0.36446(11) 0.07319(12) 0.0448(5) Uani 1 1 d . . . C31 C 0.1533(3) 0.47379(17) 0.14148(18) 0.0697(9) Uani 1 1 d . . . H31A H 0.1170 0.4863 0.2083 0.084 Uiso 1 1 calc R . . C32 C 0.1925(3) 0.57062(19) 0.1187(2) 0.0973(13) Uani 1 1 d . . . H32A H 0.1817 0.6465 0.1686 0.117 Uiso 1 1 calc R . . C33 C 0.2472(3) 0.55319(17) 0.0221(2) 0.0870(11) Uani 1 1 d . . . H33A H 0.2783 0.6174 0.0054 0.104 Uiso 1 1 calc R . . C34 C 0.2557(3) 0.44070(19) -0.0492(2) 0.0943(12) Uani 1 1 d . . . H34A H 0.2872 0.4250 -0.1180 0.113 Uiso 1 1 calc R . . C35 C 0.2171(3) 0.34918(17) -0.01919(17) 0.0691(9) Uani 1 1 d . . . H35A H 0.2291 0.2730 -0.0672 0.083 Uiso 1 1 calc R . . N41 N 0.72520(15) 0.06133(10) 0.57604(10) 0.0371(5) Uani 1 1 d . . . C41 C 0.7808(2) 0.00894(15) 0.62997(15) 0.0529(7) Uani 1 1 d . . . H41A H 0.7112 -0.0547 0.6349 0.064 Uiso 1 1 calc R . . C42 C 0.9384(2) 0.04492(17) 0.67936(16) 0.0663(8) Uani 1 1 d . . . H42A H 0.9710 0.0101 0.7210 0.080 Uiso 1 1 calc R . . C43 C 1.0458(3) 0.13287(19) 0.66579(17) 0.0730(9) Uani 1 1 d . . . H43A H 1.1534 0.1538 0.6924 0.088 Uiso 1 1 calc R . . C44 C 0.9892(2) 0.18757(18) 0.61240(16) 0.0686(8) Uani 1 1 d . . . H44A H 1.0569 0.2507 0.6056 0.082 Uiso 1 1 calc R . . C45 C 0.8272(2) 0.14854(15) 0.56705(16) 0.0553(7) Uani 1 1 d . . . H45A H 0.7906 0.1859 0.5292 0.066 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02615(10) 0.04899(9) 0.03940(10) 0.02115(7) 0.00556(8) 0.00611(8) Cu2 0.02533(9) 0.04753(9) 0.04001(9) 0.02248(7) 0.00629(7) 0.00683(8) Cu3 0.04449(16) 0.03686(12) 0.04511(14) 0.02185(10) 0.00084(12) 0.00471(12) O1W 0.0323(6) 0.0499(5) 0.0525(6) 0.0222(5) 0.0059(5) 0.0092(5) O2W 0.0409(6) 0.0533(5) 0.0728(7) 0.0414(4) 0.0164(5) 0.0162(5) O3W 0.0502(7) 0.0474(5) 0.0443(6) 0.0257(4) 0.0072(5) 0.0167(5) O11 0.0441(6) 0.0535(5) 0.0429(6) 0.0222(4) 0.0033(5) 0.0116(5) O12 0.0208(5) 0.0527(5) 0.0422(5) 0.0273(4) 0.0059(4) 0.0065(4) O13 0.0442(7) 0.0634(6) 0.0521(7) 0.0252(5) 0.0157(5) 0.0069(6) O14 0.0243(5) 0.0724(6) 0.0482(6) 0.0365(4) 0.0061(4) 0.0087(5) O15 0.0584(8) 0.0472(5) 0.0345(6) 0.0179(4) -0.0004(5) -0.0033(6) O16 0.1074(11) 0.0425(5) 0.0461(6) 0.0261(4) -0.0129(7) -0.0157(7) C11 0.0204(7) 0.0624(8) 0.0427(8) 0.0326(6) 0.0099(6) 0.0140(6) C12 0.0457(10) 0.0445(7) 0.0368(8) 0.0241(6) -0.0014(7) -0.0005(7) C13 0.0354(9) 0.0462(7) 0.0511(9) 0.0281(6) 0.0090(7) 0.0099(7) C14 0.0339(8) 0.0650(8) 0.0550(8) 0.0442(6) 0.0257(6) 0.0152(7) C15 0.0503(10) 0.0488(8) 0.0327(8) 0.0201(6) 0.0120(7) 0.0124(7) C16 0.0425(9) 0.0400(7) 0.0322(7) 0.0188(5) 0.0158(6) 0.0020(7) O21 0.0348(6) 0.0935(7) 0.0540(7) 0.0366(5) 0.0136(5) 0.0223(5) O22 0.0203(5) 0.0455(5) 0.0400(5) 0.0222(4) 0.0052(4) 0.0086(4) O23 0.0368(6) 0.0703(6) 0.0459(6) 0.0309(5) -0.0049(5) -0.0002(5) O24 0.0213(5) 0.0641(6) 0.0413(5) 0.0272(4) 0.0100(4) 0.0121(4) O25 0.0543(7) 0.0365(5) 0.0455(6) 0.0215(4) 0.0132(5) 0.0140(5) O26 0.1381(12) 0.0886(7) 0.0543(7) 0.0541(5) 0.0312(7) 0.0448(7) C21 0.0280(8) 0.0447(7) 0.0449(9) 0.0188(6) 0.0006(7) 0.0044(7) C22 0.0222(7) 0.0421(7) 0.0358(7) 0.0205(5) 0.0069(6) 0.0117(6) C23 0.0271(7) 0.0286(6) 0.0357(8) 0.0115(5) 0.0024(6) 0.0063(6) C24 0.0316(8) 0.0336(6) 0.0415(7) 0.0225(5) 0.0083(6) 0.0065(6) C25 0.0406(9) 0.0426(8) 0.0304(8) 0.0144(6) 0.0039(7) 0.0029(7) C26 0.0442(10) 0.0487(7) 0.0436(8) 0.0314(6) -0.0032(7) -0.0024(7) N31 0.0297(7) 0.0534(7) 0.0521(7) 0.0280(5) 0.0101(6) 0.0039(6) C31 0.0681(14) 0.0645(11) 0.0672(12) 0.0294(9) 0.0204(10) 0.0011(10) C32 0.105(2) 0.0605(11) 0.1122(19) 0.0367(11) 0.0246(15) 0.0007(13) C33 0.1061(19) 0.0516(9) 0.1028(15) 0.0452(9) 0.0115(14) 0.0004(12) C34 0.131(2) 0.0872(12) 0.0731(13) 0.0518(9) 0.0293(13) 0.0099(14) C35 0.0786(14) 0.0701(10) 0.0690(12) 0.0376(8) 0.0232(10) 0.0262(10) N41 0.0397(7) 0.0407(6) 0.0340(6) 0.0209(4) 0.0034(5) 0.0089(5) C41 0.0532(11) 0.0598(8) 0.0608(9) 0.0421(6) 0.0077(8) 0.0128(8) C42 0.0606(12) 0.0890(11) 0.0612(10) 0.0476(7) -0.0057(9) 0.0175(9) C43 0.0483(12) 0.0939(12) 0.0696(12) 0.0440(9) -0.0076(10) -0.0049(10) C44 0.0518(12) 0.0847(11) 0.0698(11) 0.0491(8) -0.0046(9) -0.0074(10) C45 0.0453(11) 0.0556(8) 0.0652(10) 0.0386(6) -0.0060(8) -0.0066(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O24 1.9306(14) 1_455 ? Cu1 O1W 1.9668(15) . ? Cu1 O22 1.9784(14) . ? Cu1 O2W 1.9850(16) . ? Cu1 O12 2.3308(18) . ? Cu2 O14 1.9562(15) 1_655 ? Cu2 O12 1.9895(14) . ? Cu2 O3W 1.9907(15) . ? Cu2 N31 2.0077(19) . ? Cu2 O22 2.3820(18) . ? Cu3 O25 1.9651(15) 2_656 ? Cu3 O25 1.9651(15) . ? Cu3 N41 2.0005(16) . ? Cu3 N41 2.0005(16) 2_656 ? O11 C11 1.219(2) . ? O12 C11 1.2699(18) . ? O13 C14 1.2111(18) . ? O14 C14 1.2983(19) . ? O14 Cu2 1.9562(15) 1_455 ? O15 C16 1.2315(18) . ? O16 C16 1.271(2) . ? C11 C12 1.549(2) . ? C12 C13 1.283(2) . ? C13 C14 1.525(3) . ? C13 C15 1.532(2) . ? C15 C16 1.455(3) . ? O21 C21 1.255(2) . ? O22 C21 1.257(2) . ? O23 C24 1.241(2) . ? O24 C24 1.260(2) . ? O24 Cu1 1.9306(14) 1_655 ? O25 C26 1.2518(19) . ? O26 C26 1.253(3) . ? C21 C22 1.489(2) . ? C22 C23 1.325(2) . ? C23 C24 1.504(2) . ? C23 C25 1.523(3) . ? C25 C26 1.506(3) . ? N31 C35 1.299(3) . ? N31 C31 1.315(2) . ? C31 C32 1.376(4) . ? C32 C33 1.356(4) . ? C33 C34 1.347(3) . ? C34 C35 1.377(4) . ? N41 C45 1.317(2) . ? N41 C41 1.329(3) . ? C41 C42 1.392(3) . ? C42 C43 1.379(3) . ? C43 C44 1.352(4) . ? C44 C45 1.409(3) . ? 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 O24 Cu1 O1W 91.18(5) 1_455 . ? O24 Cu1 O22 177.68(6) 1_455 . ? O1W Cu1 O22 87.87(5) . . ? O24 Cu1 O2W 90.30(6) 1_455 . ? O1W Cu1 O2W 168.98(5) . . ? O22 Cu1 O2W 91.04(5) . . ? O24 Cu1 O12 100.46(5) 1_455 . ? O1W Cu1 O12 99.30(5) . . ? O22 Cu1 O12 77.62(5) . . ? O2W Cu1 O12 91.17(5) . . ? O14 Cu2 O12 176.96(6) 1_655 . ? O14 Cu2 O3W 89.18(6) 1_655 . ? O12 Cu2 O3W 88.04(6) . . ? O14 Cu2 N31 91.11(6) 1_655 . ? O12 Cu2 N31 91.79(6) . . ? O3W Cu2 N31 173.32(5) . . ? O14 Cu2 O22 102.27(5) 1_655 . ? O12 Cu2 O22 76.19(5) . . ? O3W Cu2 O22 83.40(5) . . ? N31 Cu2 O22 103.05(6) . . ? O25 Cu3 O25 180.0 2_656 . ? O25 Cu3 N41 89.39(6) 2_656 . ? O25 Cu3 N41 90.61(6) . . ? O25 Cu3 N41 90.61(6) 2_656 2_656 ? O25 Cu3 N41 89.39(6) . 2_656 ? N41 Cu3 N41 180.0 . 2_656 ? C11 O12 Cu2 110.03(10) . . ? C11 O12 Cu1 143.48(10) . . ? Cu2 O12 Cu1 103.49(5) . . ? C14 O14 Cu2 115.04(10) . 1_455 ? O11 C11 O12 121.84(15) . . ? O11 C11 C12 125.04(13) . . ? O12 C11 C12 113.11(13) . . ? C13 C12 C11 124.59(15) . . ? C12 C13 C14 119.45(15) . . ? C12 C13 C15 126.35(17) . . ? C14 C13 C15 114.19(13) . . ? O13 C14 O14 125.51(16) . . ? O13 C14 C13 117.12(14) . . ? O14 C14 C13 117.37(13) . . ? C16 C15 C13 112.25(16) . . ? O15 C16 O16 122.84(19) . . ? O15 C16 C15 122.91(16) . . ? O16 C16 C15 114.04(13) . . ? C21 O22 Cu1 114.80(11) . . ? C21 O22 Cu2 134.40(10) . . ? Cu1 O22 Cu2 102.04(5) . . ? C24 O24 Cu1 111.79(11) . 1_655 ? C26 O25 Cu3 138.12(14) . . ? O21 C21 O22 120.89(16) . . ? O21 C21 C22 121.34(17) . . ? O22 C21 C22 117.78(16) . . ? C23 C22 C21 127.13(16) . . ? C22 C23 C24 118.89(16) . . ? C22 C23 C25 125.72(15) . . ? C24 C23 C25 115.34(14) . . ? O23 C24 O24 122.70(15) . . ? O23 C24 C23 117.75(15) . . ? O24 C24 C23 119.46(15) . . ? C26 C25 C23 114.70(13) . . ? O25 C26 O26 125.95(19) . . ? O25 C26 C25 120.78(17) . . ? O26 C26 C25 113.23(15) . . ? C35 N31 C31 117.5(2) . . ? C35 N31 Cu2 120.12(13) . . ? C31 N31 Cu2 122.26(16) . . ? N31 C31 C32 123.0(2) . . ? C33 C32 C31 118.7(2) . . ? C34 C33 C32 118.5(3) . . ? C33 C34 C35 119.2(3) . . ? N31 C35 C34 122.98(19) . . ? C45 N41 C41 117.36(16) . . ? C45 N41 Cu3 121.28(14) . . ? C41 N41 Cu3 121.14(11) . . ? N41 C41 C42 122.99(18) . . ? C43 C42 C41 119.3(2) . . ? C44 C43 C42 117.7(2) . . ? C43 C44 C45 119.7(2) . . ? N41 C45 C44 122.8(2) . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.383 _refine_diff_density_min -0.874 _refine_diff_density_rms 0.131 data_2a _database_code_depnum_ccdc_archive 'CCDC 262390' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H46 Cu3 N6 O17' _chemical_formula_sum 'C42 H46 Cu3 N6 O17' _chemical_formula_weight 1097.47 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6999(17) _cell_length_b 9.753(2) _cell_length_c 15.808(3) _cell_angle_alpha 85.03(3) _cell_angle_beta 74.09(3) _cell_angle_gamma 74.39(3) _cell_volume 1242.2(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1800 _cell_measurement_theta_min 3.1484 _cell_measurement_theta_max 27.4835 _exptl_crystal_description chip _exptl_crystal_colour blue _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.467 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 563 _exptl_absorpt_coefficient_mu 1.346 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_correction_T_min 0.8326 _exptl_absorpt_process_details 'Sphere (Rigaku CrystalClear)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating-anode generator' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku Mercury CCD' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9226 _diffrn_reflns_av_R_equivalents 0.0460 _diffrn_reflns_av_sigmaI/netI 0.1131 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4360 _reflns_number_gt 2230 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Corp., 2002)' _computing_cell_refinement 'CrystalClear (Rigaku Corp., 2002)' _computing_data_reduction 'CrystalClear (Rigaku Corp., 2002)' _computing_structure_solution 'Siemens SHELXTL^TM^ 5' _computing_structure_refinement 'Siemens SHELXTL^TM^ 5' _computing_molecular_graphics ? _computing_publication_material 'Siemens SHELXTL^TM^ 5' _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. A 'soft' restraint with a large esd (ISOR) was applied on O3W atom to prevent it going splitting. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0919P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4360 _refine_ls_number_parameters 313 _refine_ls_number_restraints 12 _refine_ls_R_factor_all 0.1302 _refine_ls_R_factor_gt 0.0678 _refine_ls_wR_factor_ref 0.2025 _refine_ls_wR_factor_gt 0.1686 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.5000 0.5000 1.0000 0.07182(15) Uani 1 2 d S . . Cu2 Cu 0.12540(3) 0.43174(3) 0.572067(16) 0.04207(7) Uani 1 1 d . . . O11 O 0.8913(2) 0.2707(2) 0.67022(12) 0.0999(7) Uani 1 1 d U . . O12 O 0.91211(14) 0.41781(13) 0.55776(9) 0.0471(4) Uani 1 1 d . . . O13 O 0.27711(16) 0.29706(16) 0.69641(10) 0.0685(6) Uani 1 1 d . . . O14 O 0.33954(13) 0.44255(14) 0.58513(8) 0.0442(4) Uani 1 1 d . . . O15 O 0.4792(2) 0.53914(17) 0.79947(11) 0.0892(7) Uani 1 1 d . . . O16 O 0.53996(19) 0.37819(18) 0.90055(9) 0.0743(6) Uani 1 1 d . . . C11 C 0.8353(2) 0.3438(2) 0.61460(15) 0.0585(8) Uani 1 1 d . . . C12 C 0.6585(2) 0.3570(2) 0.60644(13) 0.0492(7) Uani 1 1 d . . . H12A H 0.6390 0.3788 0.5512 0.059 Uiso 1 1 calc R . . C13 C 0.5370(2) 0.3400(2) 0.67040(14) 0.0518(7) Uani 1 1 d . . . C14 C 0.3723(2) 0.3628(2) 0.64822(13) 0.0489(7) Uani 1 1 d . . . C15 C 0.5491(3) 0.2952(2) 0.76434(11) 0.0494(7) Uani 1 1 d . . . H15A H 0.4692 0.2403 0.7900 0.059 Uiso 1 1 calc R . . H15B H 0.6582 0.2331 0.7613 0.059 Uiso 1 1 calc R . . C16 C 0.5195(2) 0.4165(2) 0.82455(12) 0.0499(7) Uani 1 1 d . . . N21 N 0.7246(2) 0.5363(2) 0.95350(11) 0.0648(7) Uani 1 1 d . . . C21 C 0.7549(3) 0.6566(3) 0.96715(15) 0.0760(10) Uani 1 1 d . . . H21A H 0.6674 0.7249 1.0001 0.091 Uiso 1 1 calc R . . C22 C 0.9035(3) 0.6900(3) 0.93730(16) 0.0874(11) Uani 1 1 d . . . H22A H 0.9182 0.7769 0.9487 0.105 Uiso 1 1 calc R . . C23 C 1.0296(3) 0.5861(4) 0.88919(15) 0.0982(12) Uani 1 1 d . . . H23A H 1.1341 0.6025 0.8680 0.118 Uiso 1 1 calc R . . C24 C 1.0066(3) 0.4594(3) 0.87152(17) 0.0923(12) Uani 1 1 d . . . H24A H 1.0914 0.3896 0.8381 0.111 Uiso 1 1 calc R . . C25 C 0.8541(3) 0.4423(3) 0.90540(15) 0.0744(10) Uani 1 1 d . . . H25A H 0.8366 0.3564 0.8944 0.089 Uiso 1 1 calc R . . N31 N 0.25308(18) 0.25970(17) 0.49516(10) 0.0483(6) Uani 1 1 d . . . C31 C 0.3945(3) 0.2644(3) 0.43518(14) 0.0621(8) Uani 1 1 d . . . H31A H 0.4303 0.3472 0.4292 0.075 Uiso 1 1 calc R . . C32 C 0.4876(3) 0.1518(3) 0.38268(15) 0.0694(9) Uani 1 1 d . . . H32A H 0.5839 0.1579 0.3405 0.083 Uiso 1 1 calc R . . C33 C 0.4342(3) 0.0275(3) 0.39406(16) 0.0873(10) Uani 1 1 d . . . H33A H 0.4957 -0.0509 0.3593 0.105 Uiso 1 1 calc R . . C34 C 0.2960(3) 0.0204(3) 0.45429(17) 0.0803(10) Uani 1 1 d . . . H34A H 0.2606 -0.0628 0.4623 0.096 Uiso 1 1 calc R . . C35 C 0.2067(3) 0.1367(2) 0.50422(15) 0.0671(8) Uani 1 1 d . . . H35A H 0.1100 0.1310 0.5462 0.080 Uiso 1 1 calc R . . N41 N 0.01480(18) 0.60863(17) 0.64594(10) 0.0454(5) Uani 1 1 d . . . C41 C 0.0947(2) 0.7082(2) 0.63970(14) 0.0531(7) Uani 1 1 d . . . H41A H 0.2027 0.6921 0.6046 0.064 Uiso 1 1 calc R . . C42 C 0.0239(3) 0.8340(3) 0.68311(16) 0.0760(10) Uani 1 1 d . . . H42A H 0.0820 0.9036 0.6749 0.091 Uiso 1 1 calc R . . C43 C -0.1331(3) 0.8590(3) 0.73909(15) 0.0745(10) Uani 1 1 d . . . H43A H -0.1814 0.9426 0.7709 0.089 Uiso 1 1 calc R . . C44 C -0.2111(3) 0.7582(3) 0.74528(15) 0.0724(10) Uani 1 1 d . . . H44A H -0.3183 0.7721 0.7812 0.087 Uiso 1 1 calc R . . C45 C -0.1378(2) 0.6333(2) 0.69984(13) 0.0550(8) Uani 1 1 d . . . H45A H -0.1958 0.5640 0.7068 0.066 Uiso 1 1 calc R . . O1W O 0.6272(3) 0.2640(2) 1.08069(13) 0.1237(10) Uani 1 1 d . . . O2W O 0.1177(3) 0.1010(3) 0.77415(18) 0.1658(13) Uani 1 1 d . . . O3W O -0.3431(7) 1.0838(6) 0.9310(4) 0.1658(19) Uani 0.50 1 d PU . . 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 0.0818(2) 0.1032(3) 0.03815(19) -0.02490(19) -0.00615(17) -0.03864(19) Cu2 0.02863(9) 0.04572(12) 0.05646(13) -0.00660(11) -0.01550(9) -0.01085(8) O11 0.0589(9) 0.1278(13) 0.1082(12) 0.0546(10) -0.0294(8) -0.0255(9) O12 0.0318(6) 0.0475(7) 0.0658(8) -0.0027(7) -0.0159(5) -0.0129(5) O13 0.0612(7) 0.0730(9) 0.0845(10) 0.0079(8) -0.0257(7) -0.0354(6) O14 0.0316(5) 0.0541(7) 0.0510(7) -0.0011(6) -0.0145(5) -0.0137(5) O15 0.1351(13) 0.0552(10) 0.0755(10) -0.0205(8) -0.0237(10) -0.0192(9) O16 0.0926(10) 0.1004(11) 0.0352(7) -0.0150(8) -0.0144(7) -0.0311(8) C11 0.0351(10) 0.0598(13) 0.0787(15) 0.0075(12) -0.0131(10) -0.0133(9) C12 0.0476(10) 0.0536(12) 0.0447(11) -0.0054(10) -0.0054(9) -0.0155(9) C13 0.0523(10) 0.0464(11) 0.0609(12) -0.0098(10) -0.0156(9) -0.0157(8) C14 0.0303(8) 0.0507(11) 0.0686(12) -0.0285(9) -0.0156(8) -0.0039(8) C15 0.0673(11) 0.0498(11) 0.0330(10) -0.0038(9) -0.0155(9) -0.0145(9) C16 0.0496(10) 0.0601(12) 0.0379(11) -0.0118(10) -0.0010(9) -0.0177(9) N21 0.0703(10) 0.0729(12) 0.0557(10) -0.0126(9) -0.0227(8) -0.0157(9) C21 0.0901(15) 0.0864(17) 0.0564(14) 0.0025(13) -0.0229(12) -0.0280(13) C22 0.0891(16) 0.113(2) 0.0668(15) 0.0065(15) -0.0241(13) -0.0349(14) C23 0.0690(14) 0.170(3) 0.0597(14) 0.0365(16) -0.0225(12) -0.0430(15) C24 0.0745(16) 0.116(2) 0.0773(17) -0.0138(17) -0.0142(14) -0.0114(15) C25 0.0671(14) 0.0898(18) 0.0645(14) -0.0109(14) -0.0237(11) -0.0075(13) N31 0.0433(8) 0.0490(10) 0.0576(9) -0.0036(8) -0.0269(7) -0.0054(7) C31 0.0476(11) 0.0698(14) 0.0701(14) -0.0050(12) -0.0197(10) -0.0114(10) C32 0.0507(12) 0.0730(15) 0.0753(15) -0.0327(12) -0.0126(11) 0.0053(11) C33 0.0973(17) 0.0629(15) 0.0966(16) -0.0478(12) -0.0449(13) 0.0224(13) C34 0.0850(15) 0.0400(12) 0.1219(19) -0.0225(13) -0.0409(13) -0.0051(11) C35 0.0794(12) 0.0409(12) 0.0973(15) 0.0045(11) -0.0484(10) -0.0186(9) N41 0.0416(8) 0.0539(10) 0.0404(8) -0.0073(8) -0.0107(7) -0.0096(7) C41 0.0448(10) 0.0461(11) 0.0653(13) -0.0180(10) -0.0048(10) -0.0109(8) C42 0.0865(15) 0.0643(14) 0.0825(16) -0.0076(13) -0.0225(13) -0.0260(11) C43 0.0748(15) 0.0702(16) 0.0657(14) -0.0303(12) -0.0175(12) 0.0111(13) C44 0.0472(13) 0.106(2) 0.0505(13) -0.0196(13) -0.0074(11) 0.0033(13) C45 0.0439(11) 0.0708(14) 0.0471(11) -0.0052(11) -0.0132(9) -0.0065(10) O1W 0.1370(16) 0.1284(17) 0.1027(14) -0.0407(12) -0.0288(12) -0.0192(13) O2W 0.1866(19) 0.1323(16) 0.187(2) -0.0051(17) -0.0150(18) -0.0888(13) O3W 0.190(3) 0.140(3) 0.152(3) -0.001(2) -0.054(2) -0.007(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O16 1.9506(17) 2_667 ? Cu1 O16 1.9506(17) . ? Cu1 N21 2.005(2) 2_667 ? Cu1 N21 2.005(2) . ? Cu2 O14 1.9608(14) . ? Cu2 O12 1.9709(14) 1_455 ? Cu2 N41 2.0261(18) . ? Cu2 N31 2.0339(17) . ? Cu2 O12 2.4615(15) 2_666 ? O11 C11 1.207(3) . ? O12 C11 1.262(2) . ? O12 Cu2 1.9709(14) 1_655 ? O13 C14 1.238(2) . ? O14 C14 1.258(2) . ? O15 C16 1.216(3) . ? O16 C16 1.272(2) . ? C11 C12 1.549(3) . ? C12 C13 1.283(3) . ? C13 C14 1.522(3) . ? C13 C15 1.535(3) . ? C15 C16 1.507(3) . ? N21 C21 1.318(4) . ? N21 C25 1.335(3) . ? C21 C22 1.365(4) . ? C22 C23 1.374(4) . ? C23 C24 1.367(5) . ? C24 C25 1.337(4) . ? N31 C31 1.341(2) . ? N31 C35 1.350(3) . ? C31 C32 1.364(3) . ? C32 C33 1.391(4) . ? C33 C34 1.328(3) . ? C34 C35 1.363(3) . ? N41 C41 1.321(3) . ? N41 C45 1.338(2) . ? C41 C42 1.365(3) . ? C42 C43 1.379(3) . ? C43 C44 1.320(4) . ? C44 C45 1.375(3) . ? 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 O16 Cu1 O16 180.000(1) 2_667 . ? O16 Cu1 N21 90.90(8) 2_667 2_667 ? O16 Cu1 N21 89.10(8) . 2_667 ? O16 Cu1 N21 89.10(8) 2_667 . ? O16 Cu1 N21 90.90(8) . . ? N21 Cu1 N21 180.000(1) 2_667 . ? O14 Cu2 O12 179.00(5) . 1_455 ? O14 Cu2 N41 89.26(7) . . ? O12 Cu2 N41 91.74(7) 1_455 . ? O14 Cu2 N31 86.66(7) . . ? O12 Cu2 N31 92.35(7) 1_455 . ? N41 Cu2 N31 175.45(7) . . ? O14 Cu2 O12 104.52(6) . 2_666 ? O12 Cu2 O12 75.56(6) 1_455 2_666 ? N41 Cu2 O12 87.75(6) . 2_666 ? N31 Cu2 O12 91.33(6) . 2_666 ? C11 O12 Cu2 116.45(14) . 1_655 ? C14 O14 Cu2 108.78(12) . . ? C16 O16 Cu1 127.46(15) . . ? O11 C11 O12 124.4(2) . . ? O11 C11 C12 122.8(2) . . ? O12 C11 C12 112.80(18) . . ? C13 C12 C11 124.6(2) . . ? C12 C13 C14 115.9(2) . . ? C12 C13 C15 124.7(2) . . ? C14 C13 C15 119.37(17) . . ? O13 C14 O14 124.09(19) . . ? O13 C14 C13 114.75(18) . . ? O14 C14 C13 121.16(17) . . ? C16 C15 C13 114.83(17) . . ? O15 C16 O16 125.2(2) . . ? O15 C16 C15 120.44(19) . . ? O16 C16 C15 114.39(18) . . ? C21 N21 C25 114.6(2) . . ? C21 N21 Cu1 122.23(14) . . ? C25 N21 Cu1 123.13(19) . . ? N21 C21 C22 125.8(2) . . ? C21 C22 C23 115.2(3) . . ? C24 C23 C22 122.1(3) . . ? C25 C24 C23 115.6(2) . . ? N21 C25 C24 126.5(3) . . ? C31 N31 C35 117.52(18) . . ? C31 N31 Cu2 119.32(16) . . ? C35 N31 Cu2 123.08(12) . . ? N31 C31 C32 122.3(2) . . ? C31 C32 C33 118.1(2) . . ? C34 C33 C32 120.3(2) . . ? C33 C34 C35 119.1(2) . . ? N31 C35 C34 122.6(2) . . ? C41 N41 C45 117.17(18) . . ? C41 N41 Cu2 118.93(12) . . ? C45 N41 Cu2 123.88(16) . . ? N41 C41 C42 122.13(19) . . ? C41 C42 C43 120.6(3) . . ? C44 C43 C42 116.6(2) . . ? C43 C44 C45 121.5(2) . . ? N41 C45 C44 121.9(2) . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.949 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.105