# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_Cambridge 1350 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Jingping Zhang' _publ_contact_author_email ZHANGJP162@NENU.EDU.CN _publ_section_title ; Encapsulated different forms of water molecules by Cu(II) complexes with diverse structures ; loop_ _publ_author_name 'Jingping Zhang.' 'Shuxin Cui.' 'Bo Li.' 'Lei Wang.' 'Yu Wang.' X.Zhang # Attachment '736157.txt' data_736157 _database_code_depnum_ccdc_archive 'CCDC 736157' #TrackingRef '736157.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H17 Cu N3 O8 S' _chemical_formula_weight 462.92 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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 13.3581(19) _cell_length_b 18.440(3) _cell_length_c 7.0797(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.043(2) _cell_angle_gamma 90.00 _cell_volume 1743.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.351 _exptl_crystal_size_mid 0.104 _exptl_crystal_size_min 0.053 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 948 _exptl_absorpt_coefficient_mu 1.425 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.837 _exptl_absorpt_correction_T_max 0.927 _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 9237 _diffrn_reflns_av_R_equivalents 0.0568 _diffrn_reflns_av_sigmaI/netI 0.0515 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 26.05 _reflns_number_total 3381 _reflns_number_gt 2787 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _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^)+(0.0471P)^2^+0.1397P] 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 3381 _refine_ls_number_parameters 274 _refine_ls_number_restraints 10 _refine_ls_R_factor_all 0.0476 _refine_ls_R_factor_gt 0.0382 _refine_ls_wR_factor_ref 0.1006 _refine_ls_wR_factor_gt 0.0964 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Cu Cu 0.68638(2) 0.582567(18) 0.01991(5) 0.02985(14) Uani 1 1 d . . . N3 N 0.73953(16) 0.67916(12) 0.0570(3) 0.0271(5) Uani 1 1 d . . . C15 C 0.58255(19) 0.71528(15) -0.0592(4) 0.0278(6) Uani 1 1 d . . . C14 C 0.8820(2) 0.61655(16) 0.1622(4) 0.0320(6) Uani 1 1 d . . . N2 N 0.57045(16) 0.64247(13) -0.0783(3) 0.0304(5) Uani 1 1 d . . . C13 C 0.68240(19) 0.73697(16) 0.0166(4) 0.0279(6) Uani 1 1 d . . . C12 C 0.8727(2) 0.75517(16) 0.1536(4) 0.0335(7) Uani 1 1 d . . . H12 H 0.9381 0.7607 0.1966 0.040 Uiso 1 1 calc R . . C11 C 0.5073(2) 0.76363(17) -0.1048(4) 0.0351(7) Uani 1 1 d . . . H11 H 0.5170 0.8133 -0.0910 0.042 Uiso 1 1 calc R . . O8 O 0.85040(17) 0.88118(12) 0.1578(3) 0.0490(6) Uani 1 1 d D . . C10 C 0.83358(19) 0.68735(16) 0.1242(4) 0.0293(6) Uani 1 1 d . . . N1 N 0.82366(17) 0.55845(14) 0.1227(3) 0.0331(5) Uani 1 1 d . . . C9 C 0.4833(2) 0.61758(18) -0.1446(4) 0.0398(7) Uani 1 1 d . . . H9 H 0.4744 0.5678 -0.1583 0.048 Uiso 1 1 calc R . . C8 C 0.9524(2) 0.4802(2) 0.2350(5) 0.0479(8) Uani 1 1 d . . . H8 H 0.9748 0.4335 0.2608 0.057 Uiso 1 1 calc R . . C7 C 0.7165(2) 0.80631(16) 0.0457(4) 0.0318(6) Uani 1 1 d . . . H7 H 0.6763 0.8460 0.0177 0.038 Uiso 1 1 calc R . . C6 C 0.8125(2) 0.81599(16) 0.1179(4) 0.0327(6) Uani 1 1 d . . . C5 C 0.4172(2) 0.7367(2) -0.1715(4) 0.0431(8) Uani 1 1 d . . . H5 H 0.3650 0.7681 -0.2010 0.052 Uiso 1 1 calc R . . C4 C 0.9768(2) 0.60774(19) 0.2358(5) 0.0417(7) Uani 1 1 d . . . H4 H 1.0167 0.6479 0.2611 0.050 Uiso 1 1 calc R . . C3 C 0.8574(2) 0.49195(18) 0.1584(4) 0.0438(8) Uani 1 1 d . . . H3 H 0.8168 0.4523 0.1315 0.053 Uiso 1 1 calc R . . C2 C 1.0116(2) 0.5390(2) 0.2714(5) 0.0466(8) Uani 1 1 d . . . H2 H 1.0756 0.5324 0.3203 0.056 Uiso 1 1 calc R . . C1 C 0.4056(2) 0.6637(2) -0.1934(5) 0.0451(8) Uani 1 1 d . . . H1 H 0.3460 0.6451 -0.2408 0.054 Uiso 1 1 calc R . . S1 S 0.67980(5) 0.45813(4) -0.27676(10) 0.03158(19) Uani 1 1 d . . . O2 O 0.65372(16) 0.48877(12) -0.0885(3) 0.0447(5) Uani 1 1 d . . . O1W O 0.60794(17) 0.55719(13) 0.2875(3) 0.0444(5) Uani 1 1 d D . . O5 O 0.72303(18) 0.51602(13) -0.3951(3) 0.0551(6) Uani 1 1 d . . . O4 O 0.75233(19) 0.40068(14) -0.2520(4) 0.0582(7) Uani 1 1 d . . . O3 O 0.59001(18) 0.43073(15) -0.3656(4) 0.0629(7) Uani 1 1 d . . . O7W O 0.8367(3) 0.33256(18) 0.4123(4) 0.0786(9) Uani 1 1 d D . . O6W O 0.8486(3) 0.19019(17) 0.5187(5) 0.0822(9) Uani 1 1 d D . . H6B H 0.824(4) 0.158(2) 0.442(5) 0.123 Uiso 1 1 d D . . H1A H 0.634(3) 0.530(3) 0.365(6) 0.123 Uiso 1 1 d D . . H6A H 0.836(4) 0.172(3) 0.630(4) 0.123 Uiso 1 1 d D . . H1B H 0.5447(14) 0.557(3) 0.306(7) 0.123 Uiso 1 1 d D . . H7B H 0.806(4) 0.352(3) 0.511(5) 0.123 Uiso 1 1 d D . . H7A H 0.846(4) 0.2888(14) 0.458(7) 0.123 Uiso 1 1 d D . . H8A H 0.803(3) 0.914(2) 0.149(8) 0.123 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 Cu 0.0314(2) 0.0228(2) 0.0354(2) 0.00118(15) -0.00461(14) -0.00042(13) N3 0.0267(12) 0.0247(12) 0.0300(12) 0.0000(10) -0.0018(9) -0.0011(9) C15 0.0306(14) 0.0286(15) 0.0243(13) -0.0001(12) 0.0009(11) 0.0010(12) C14 0.0317(15) 0.0348(16) 0.0294(15) 0.0009(13) 0.0012(11) -0.0015(12) N2 0.0301(12) 0.0303(13) 0.0308(13) 0.0029(11) -0.0019(9) -0.0028(10) C13 0.0321(15) 0.0279(15) 0.0238(13) 0.0010(12) 0.0019(11) 0.0000(11) C12 0.0314(15) 0.0353(16) 0.0339(16) -0.0012(13) -0.0023(12) -0.0071(12) C11 0.0382(16) 0.0327(17) 0.0343(16) 0.0006(13) 0.0000(12) 0.0051(13) O8 0.0499(14) 0.0313(13) 0.0657(16) -0.0073(12) -0.0043(11) -0.0129(10) C10 0.0294(15) 0.0318(16) 0.0267(14) 0.0025(12) 0.0007(11) -0.0010(11) N1 0.0338(13) 0.0285(13) 0.0371(13) 0.0037(11) -0.0018(10) 0.0027(10) C9 0.0365(16) 0.0376(17) 0.0452(18) 0.0027(15) -0.0075(13) -0.0078(14) C8 0.0449(19) 0.043(2) 0.056(2) 0.0072(18) -0.0051(15) 0.0126(15) C7 0.0376(16) 0.0249(15) 0.0328(16) 0.0013(13) 0.0018(12) 0.0013(12) C6 0.0414(16) 0.0271(15) 0.0295(15) -0.0017(12) 0.0056(12) -0.0054(12) C5 0.0324(16) 0.053(2) 0.0436(18) 0.0071(16) -0.0008(13) 0.0079(14) C4 0.0332(16) 0.0466(19) 0.0454(19) 0.0024(16) -0.0057(13) 0.0007(14) C3 0.0458(18) 0.0313(17) 0.054(2) 0.0044(16) -0.0029(15) 0.0039(14) C2 0.0337(17) 0.056(2) 0.050(2) 0.0116(18) -0.0052(14) 0.0074(16) C1 0.0301(16) 0.055(2) 0.0500(19) 0.0046(17) -0.0083(13) -0.0052(14) S1 0.0324(4) 0.0252(4) 0.0371(4) -0.0009(3) -0.0039(3) -0.0014(3) O2 0.0574(14) 0.0293(12) 0.0474(13) -0.0088(10) 0.0039(10) -0.0080(10) O1W 0.0455(13) 0.0503(14) 0.0375(12) 0.0085(11) -0.0018(10) -0.0007(11) O5 0.0714(16) 0.0456(15) 0.0482(13) 0.0169(12) -0.0029(12) -0.0138(12) O4 0.0624(16) 0.0468(15) 0.0655(17) 0.0064(13) 0.0059(12) 0.0240(12) O3 0.0443(14) 0.0756(19) 0.0687(17) -0.0240(15) -0.0111(12) -0.0121(12) O7W 0.108(2) 0.0604(19) 0.0672(19) 0.0018(17) 0.0069(17) 0.0039(18) O6W 0.115(3) 0.0542(19) 0.077(2) -0.0040(17) 0.015(2) -0.0097(18) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu N3 1.935(2) . ? Cu O2 1.942(2) . ? Cu N1 2.022(2) . ? Cu N2 2.025(2) . ? Cu O1W 2.216(2) . ? N3 C13 1.342(4) . ? N3 C10 1.351(3) . ? C15 N2 1.359(4) . ? C15 C11 1.382(4) . ? C15 C13 1.492(4) . ? C14 N1 1.354(4) . ? C14 C4 1.379(4) . ? C14 C10 1.482(4) . ? N2 C9 1.337(4) . ? C13 C7 1.373(4) . ? C12 C10 1.371(4) . ? C12 C6 1.403(4) . ? C11 C5 1.385(4) . ? O8 C6 1.334(4) . ? N1 C3 1.331(4) . ? C9 C1 1.385(5) . ? C8 C2 1.367(5) . ? C8 C3 1.396(4) . ? C7 C6 1.392(4) . ? C5 C1 1.363(5) . ? C4 C2 1.374(5) . ? S1 O3 1.445(2) . ? S1 O4 1.446(2) . ? S1 O5 1.475(2) . ? S1 O2 1.489(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu O2 162.89(9) . . ? N3 Cu N1 79.69(10) . . ? O2 Cu N1 98.61(10) . . ? N3 Cu N2 79.92(9) . . ? O2 Cu N2 100.29(9) . . ? N1 Cu N2 159.52(10) . . ? N3 Cu O1W 104.59(9) . . ? O2 Cu O1W 92.50(9) . . ? N1 Cu O1W 94.31(9) . . ? N2 Cu O1W 92.69(9) . . ? C13 N3 C10 121.0(2) . . ? C13 N3 Cu 119.59(18) . . ? C10 N3 Cu 119.44(19) . . ? N2 C15 C11 121.9(3) . . ? N2 C15 C13 114.0(2) . . ? C11 C15 C13 124.1(3) . . ? N1 C14 C4 120.9(3) . . ? N1 C14 C10 114.1(2) . . ? C4 C14 C10 125.0(3) . . ? C9 N2 C15 118.5(2) . . ? C9 N2 Cu 126.8(2) . . ? C15 N2 Cu 114.45(17) . . ? N3 C13 C7 121.3(2) . . ? N3 C13 C15 111.8(2) . . ? C7 C13 C15 126.9(3) . . ? C10 C12 C6 118.9(3) . . ? C15 C11 C5 118.7(3) . . ? N3 C10 C12 120.6(3) . . ? N3 C10 C14 111.8(2) . . ? C12 C10 C14 127.6(3) . . ? C3 N1 C14 119.7(3) . . ? C3 N1 Cu 125.3(2) . . ? C14 N1 Cu 115.0(2) . . ? N2 C9 C1 121.9(3) . . ? C2 C8 C3 118.4(3) . . ? C13 C7 C6 118.7(3) . . ? O8 C6 C7 122.8(3) . . ? O8 C6 C12 117.7(3) . . ? C7 C6 C12 119.4(3) . . ? C1 C5 C11 119.4(3) . . ? C2 C4 C14 119.3(3) . . ? N1 C3 C8 121.7(3) . . ? C8 C2 C4 120.1(3) . . ? C5 C1 C9 119.6(3) . . ? O3 S1 O4 110.64(17) . . ? O3 S1 O5 109.32(15) . . ? O4 S1 O5 109.66(15) . . ? O3 S1 O2 109.12(14) . . ? O4 S1 O2 109.07(14) . . ? O5 S1 O2 109.01(13) . . ? S1 O2 Cu 129.73(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O2 Cu N3 C13 95.4(4) . . . . ? N1 Cu N3 C13 -178.8(2) . . . . ? N2 Cu N3 C13 3.15(19) . . . . ? O1W Cu N3 C13 -87.0(2) . . . . ? O2 Cu N3 C10 -84.9(4) . . . . ? N1 Cu N3 C10 0.84(19) . . . . ? N2 Cu N3 C10 -177.2(2) . . . . ? O1W Cu N3 C10 92.7(2) . . . . ? C11 C15 N2 C9 0.5(4) . . . . ? C13 C15 N2 C9 179.7(2) . . . . ? C11 C15 N2 Cu -174.7(2) . . . . ? C13 C15 N2 Cu 4.6(3) . . . . ? N3 Cu N2 C9 -178.9(2) . . . . ? O2 Cu N2 C9 18.5(2) . . . . ? N1 Cu N2 C9 175.5(3) . . . . ? O1W Cu N2 C9 -74.5(2) . . . . ? N3 Cu N2 C15 -4.20(19) . . . . ? O2 Cu N2 C15 -166.82(18) . . . . ? N1 Cu N2 C15 -9.8(4) . . . . ? O1W Cu N2 C15 100.15(19) . . . . ? C10 N3 C13 C7 -1.4(4) . . . . ? Cu N3 C13 C7 178.3(2) . . . . ? C10 N3 C13 C15 178.8(2) . . . . ? Cu N3 C13 C15 -1.6(3) . . . . ? N2 C15 C13 N3 -2.1(3) . . . . ? C11 C15 C13 N3 177.1(2) . . . . ? N2 C15 C13 C7 178.1(3) . . . . ? C11 C15 C13 C7 -2.7(4) . . . . ? N2 C15 C11 C5 0.1(4) . . . . ? C13 C15 C11 C5 -179.0(3) . . . . ? C13 N3 C10 C12 0.3(4) . . . . ? Cu N3 C10 C12 -179.3(2) . . . . ? C13 N3 C10 C14 178.9(2) . . . . ? Cu N3 C10 C14 -0.8(3) . . . . ? C6 C12 C10 N3 1.8(4) . . . . ? C6 C12 C10 C14 -176.6(3) . . . . ? N1 C14 C10 N3 0.1(3) . . . . ? C4 C14 C10 N3 -178.3(3) . . . . ? N1 C14 C10 C12 178.5(3) . . . . ? C4 C14 C10 C12 0.2(5) . . . . ? C4 C14 N1 C3 1.2(4) . . . . ? C10 C14 N1 C3 -177.2(3) . . . . ? C4 C14 N1 Cu 179.0(2) . . . . ? C10 C14 N1 Cu 0.6(3) . . . . ? N3 Cu N1 C3 176.9(3) . . . . ? O2 Cu N1 C3 -20.3(3) . . . . ? N2 Cu N1 C3 -177.5(3) . . . . ? O1W Cu N1 C3 72.9(3) . . . . ? N3 Cu N1 C14 -0.76(19) . . . . ? O2 Cu N1 C14 162.0(2) . . . . ? N2 Cu N1 C14 4.8(4) . . . . ? O1W Cu N1 C14 -104.8(2) . . . . ? C15 N2 C9 C1 -0.1(4) . . . . ? Cu N2 C9 C1 174.4(2) . . . . ? N3 C13 C7 C6 0.2(4) . . . . ? C15 C13 C7 C6 -180.0(2) . . . . ? C13 C7 C6 O8 -177.2(3) . . . . ? C13 C7 C6 C12 1.9(4) . . . . ? C10 C12 C6 O8 176.3(3) . . . . ? C10 C12 C6 C7 -2.9(4) . . . . ? C15 C11 C5 C1 -1.1(4) . . . . ? N1 C14 C4 C2 -0.8(4) . . . . ? C10 C14 C4 C2 177.4(3) . . . . ? C14 N1 C3 C8 -0.4(5) . . . . ? Cu N1 C3 C8 -178.0(2) . . . . ? C2 C8 C3 N1 -0.8(5) . . . . ? C3 C8 C2 C4 1.2(5) . . . . ? C14 C4 C2 C8 -0.4(5) . . . . ? C11 C5 C1 C9 1.5(5) . . . . ? N2 C9 C1 C5 -0.9(5) . . . . ? O3 S1 O2 Cu -129.29(19) . . . . ? O4 S1 O2 Cu 109.7(2) . . . . ? O5 S1 O2 Cu -10.0(2) . . . . ? N3 Cu O2 S1 -1.8(4) . . . . ? N1 Cu O2 S1 -84.74(19) . . . . ? N2 Cu O2 S1 87.33(18) . . . . ? O1W Cu O2 S1 -179.48(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O8 H8A O5 0.88(2) 1.70(2) 2.575(3) 171(6) 4_576 O7W H7A O6W 0.877(19) 1.87(2) 2.736(5) 169(5) . O7W H7B O4 0.885(19) 2.03(2) 2.915(4) 174(6) 1_556 O1W H1B O3 0.855(19) 1.86(2) 2.711(3) 171(6) 3_665 O6W H6A O7W 0.872(19) 2.00(2) 2.823(4) 157(5) 4_566 O1W H1A O5 0.819(19) 2.09(3) 2.825(3) 150(5) 1_556 O6W H6B O4 0.865(19) 2.00(2) 2.851(4) 170(6) 4_566 _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 26.05 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.462 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.068 # Attachment '736158.txt' data_736158 _database_code_depnum_ccdc_archive 'CCDC 736158' #TrackingRef '736158.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H17 Cu N3 O6' _chemical_formula_weight 494.94 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 15.369(5) _cell_length_b 10.394(5) _cell_length_c 14.085(5) _cell_angle_alpha 90.000(5) _cell_angle_beta 111.914(5) _cell_angle_gamma 90.000(5) _cell_volume 2087.4(14) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.401 _exptl_crystal_size_mid 0.399 _exptl_crystal_size_min 0.062 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.575 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1012 _exptl_absorpt_coefficient_mu 1.094 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.651 _exptl_absorpt_correction_T_max 0.934 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _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 11150 _diffrn_reflns_av_R_equivalents 0.0371 _diffrn_reflns_av_sigmaI/netI 0.0482 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.70 _reflns_number_total 3951 _reflns_number_gt 2790 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _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^)+(0.0567P)^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 3951 _refine_ls_number_parameters 310 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0723 _refine_ls_R_factor_gt 0.0433 _refine_ls_wR_factor_ref 0.1063 _refine_ls_wR_factor_gt 0.0950 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _refine_ls_shift/su_max 0.031 _refine_ls_shift/su_mean 0.001 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 Cu Cu 0.70604(3) 0.45485(3) -0.04810(3) 0.03915(15) Uani 1 1 d . . . C17 C 0.8496(2) 0.1599(3) 0.1492(2) 0.0340(7) Uani 1 1 d . . . O2 O 0.75090(17) 0.3338(2) 0.15611(17) 0.0539(6) Uani 1 1 d . . . O5 O 0.49125(19) 0.9487(2) -0.1631(2) 0.0563(7) Uani 1 1 d . . . N2 N 0.63598(18) 0.6122(2) -0.08904(19) 0.0364(6) Uani 1 1 d . . . N3 N 0.57270(19) 0.3859(2) -0.0866(2) 0.0419(7) Uani 1 1 d . . . O3 O 0.66384(18) 0.0592(2) 0.1511(2) 0.0596(7) Uani 1 1 d . . . O1 O 0.77823(16) 0.3045(2) 0.01406(17) 0.0467(6) Uani 1 1 d . . . N1 N 0.81271(19) 0.5882(3) -0.0049(2) 0.0421(7) Uani 1 1 d . . . C10 C 0.5421(2) 0.6088(3) -0.1227(2) 0.0370(7) Uani 1 1 d . . . C18 C 0.9334(2) 0.1500(3) 0.1338(3) 0.0453(8) Uani 1 1 d . . . H18 H 0.9487 0.2128 0.0956 0.054 Uiso 1 1 calc R . . C21 C 0.8274(2) 0.0666(3) 0.2075(2) 0.0362(7) Uani 1 1 d . . . O4 O 0.7449(2) 0.0850(3) 0.3174(2) 0.0708(8) Uani 1 1 d . . . C6 C 0.6814(2) 0.7246(3) -0.0796(2) 0.0393(8) Uani 1 1 d . . . O6W O 0.8079(3) 0.1103(3) 0.8724(3) 0.0927(11) Uani 1 1 d D . . C8 C 0.5358(2) 0.8384(3) -0.1404(2) 0.0426(8) Uani 1 1 d . . . C9 C 0.4898(2) 0.7198(3) -0.1496(2) 0.0414(8) Uani 1 1 d . . . H9 H 0.4247 0.7163 -0.1736 0.050 Uiso 1 1 calc R . . C16 C 0.7874(2) 0.2748(3) 0.1055(2) 0.0367(7) Uani 1 1 d . . . C23 C 0.8888(3) -0.0359(3) 0.2458(3) 0.0503(9) Uani 1 1 d . . . H23 H 0.8741 -0.0993 0.2840 0.060 Uiso 1 1 calc R . . C7 C 0.6336(2) 0.8391(3) -0.1053(2) 0.0440(8) Uani 1 1 d . . . H7 H 0.6660 0.9161 -0.0995 0.053 Uiso 1 1 calc R . . C22 C 0.7382(3) 0.0718(3) 0.2283(3) 0.0434(8) Uani 1 1 d . . . C3 C 0.9425(2) 0.7822(4) 0.0227(3) 0.0517(9) Uani 1 1 d . . . H3 H 0.9864 0.8474 0.0322 0.062 Uiso 1 1 calc R . . C5 C 0.7847(2) 0.7092(3) -0.0348(2) 0.0405(8) Uani 1 1 d . . . C11 C 0.5053(2) 0.4775(3) -0.1208(2) 0.0373(7) Uani 1 1 d . . . C4 C 0.8479(2) 0.8091(3) -0.0230(3) 0.0487(9) Uani 1 1 d . . . H4 H 0.8271 0.8918 -0.0453 0.058 Uiso 1 1 calc R . . C12 C 0.4120(2) 0.4488(3) -0.1476(3) 0.0464(8) Uani 1 1 d . . . H12 H 0.3668 0.5131 -0.1705 0.056 Uiso 1 1 calc R . . C15 C 0.5459(3) 0.2641(3) -0.0800(3) 0.0503(9) Uani 1 1 d . . . H15 H 0.5916 0.2005 -0.0575 0.060 Uiso 1 1 calc R . . C14 C 0.4544(3) 0.2304(3) -0.1050(3) 0.0564(10) Uani 1 1 d . . . H14 H 0.4383 0.1455 -0.0983 0.068 Uiso 1 1 calc R . . C13 C 0.3860(3) 0.3230(3) -0.1400(3) 0.0549(10) Uani 1 1 d . . . H13 H 0.3231 0.3014 -0.1584 0.066 Uiso 1 1 calc R . . C19 C 0.9943(3) 0.0496(4) 0.1738(3) 0.0546(9) Uani 1 1 d . . . H19 H 1.0509 0.0455 0.1643 0.066 Uiso 1 1 calc R . . C1 C 0.9048(3) 0.5649(3) 0.0380(3) 0.0519(9) Uani 1 1 d . . . H1 H 0.9247 0.4812 0.0579 0.062 Uiso 1 1 calc R . . C2 C 0.9715(3) 0.6595(4) 0.0539(3) 0.0565(10) Uani 1 1 d . . . H2 H 1.0350 0.6403 0.0852 0.068 Uiso 1 1 calc R . . C20 C 0.9701(3) -0.0453(4) 0.2283(3) 0.0554(10) Uani 1 1 d . . . H20 H 1.0094 -0.1156 0.2531 0.067 Uiso 1 1 calc R . . H6A H 0.787(4) 0.133(5) 0.8106(16) 0.13(2) Uiso 1 1 d D . . H6B H 0.796(3) 0.172(3) 0.904(3) 0.089(16) Uiso 1 1 d D . . H5 H 0.432(3) 0.946(4) -0.161(4) 0.103(17) 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 Cu 0.0475(3) 0.0298(2) 0.0451(3) 0.00592(18) 0.0229(2) 0.00804(18) C17 0.0382(18) 0.0294(17) 0.0357(17) 0.0005(13) 0.0152(15) 0.0038(13) O2 0.0680(17) 0.0482(15) 0.0536(15) 0.0040(11) 0.0319(14) 0.0223(12) O5 0.0522(16) 0.0350(14) 0.089(2) 0.0119(12) 0.0341(15) 0.0109(12) N2 0.0411(16) 0.0286(14) 0.0433(16) 0.0021(11) 0.0201(13) 0.0032(12) N3 0.0530(18) 0.0293(16) 0.0501(17) -0.0007(12) 0.0271(14) 0.0049(12) O3 0.0466(15) 0.0685(18) 0.0663(18) -0.0099(14) 0.0240(14) -0.0009(13) O1 0.0601(15) 0.0386(13) 0.0469(14) 0.0130(10) 0.0265(12) 0.0152(11) N1 0.0452(18) 0.0397(16) 0.0403(16) 0.0041(12) 0.0149(14) 0.0054(13) C10 0.043(2) 0.0347(18) 0.0386(18) 0.0027(14) 0.0212(16) 0.0053(14) C18 0.048(2) 0.0385(19) 0.054(2) 0.0014(16) 0.0245(18) 0.0061(16) C21 0.0449(19) 0.0318(18) 0.0297(16) 0.0004(13) 0.0114(15) 0.0022(14) O4 0.090(2) 0.087(2) 0.0534(17) 0.0030(14) 0.0472(16) -0.0082(16) C6 0.045(2) 0.0357(19) 0.0416(19) 0.0007(14) 0.0214(16) 0.0015(15) O6W 0.157(4) 0.056(2) 0.064(2) 0.0067(17) 0.040(2) 0.033(2) C8 0.051(2) 0.0325(19) 0.050(2) 0.0063(15) 0.0254(18) 0.0082(15) C9 0.0403(19) 0.0393(19) 0.046(2) 0.0005(15) 0.0179(16) 0.0055(15) C16 0.0372(19) 0.0293(17) 0.0437(19) 0.0048(14) 0.0152(15) 0.0029(13) C23 0.070(3) 0.035(2) 0.044(2) 0.0079(16) 0.0197(19) 0.0089(17) C7 0.049(2) 0.0308(19) 0.056(2) 0.0067(15) 0.0242(18) 0.0007(15) C22 0.059(2) 0.0218(17) 0.055(2) 0.0014(14) 0.027(2) -0.0034(14) C3 0.049(2) 0.054(2) 0.058(2) -0.0088(18) 0.0262(19) -0.0093(18) C5 0.048(2) 0.0378(19) 0.0397(19) 0.0021(14) 0.0215(16) 0.0024(15) C11 0.048(2) 0.0318(18) 0.0384(18) -0.0036(13) 0.0230(16) 0.0026(14) C4 0.053(2) 0.041(2) 0.058(2) 0.0031(17) 0.0270(19) 0.0017(17) C12 0.047(2) 0.0395(19) 0.057(2) -0.0052(16) 0.0239(18) 0.0009(16) C15 0.069(3) 0.0300(19) 0.060(2) -0.0015(16) 0.034(2) 0.0032(17) C14 0.079(3) 0.031(2) 0.070(3) -0.0086(17) 0.041(2) -0.0126(19) C13 0.058(2) 0.048(2) 0.065(3) -0.0143(19) 0.031(2) -0.0110(18) C19 0.045(2) 0.062(2) 0.059(2) -0.005(2) 0.0212(19) 0.0123(19) C1 0.048(2) 0.049(2) 0.055(2) 0.0098(17) 0.0144(19) 0.0086(18) C2 0.043(2) 0.064(3) 0.057(2) 0.002(2) 0.0120(19) 0.0019(19) C20 0.059(2) 0.052(2) 0.051(2) 0.0021(18) 0.0154(19) 0.0269(19) _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 Cu N2 1.924(3) . ? Cu O1 1.927(2) . ? Cu N3 2.044(3) . ? Cu N1 2.058(3) . ? Cu O4 2.227(2) 4_565 ? C17 C18 1.387(4) . ? C17 C21 1.393(4) . ? C17 C16 1.510(4) . ? O2 C16 1.224(3) . ? O5 C8 1.312(4) . ? O5 H5 0.92(5) . ? N2 C10 1.341(4) . ? N2 C6 1.342(4) . ? N3 C15 1.345(4) . ? N3 C11 1.356(4) . ? O3 C22 1.256(4) . ? O1 C16 1.280(4) . ? N1 C1 1.338(4) . ? N1 C5 1.345(4) . ? C10 C9 1.376(4) . ? C10 C11 1.481(4) . ? C18 C19 1.374(4) . ? C18 H18 0.9300 . ? C21 C23 1.392(4) . ? C21 C22 1.506(4) . ? O4 C22 1.229(4) . ? O4 Cu 2.227(2) 4_566 ? C6 C7 1.374(4) . ? C6 C5 1.482(4) . ? O6W H6A 0.840(19) . ? O6W H6B 0.842(18) . ? C8 C7 1.396(5) . ? C8 C9 1.402(4) . ? C9 H9 0.9300 . ? C23 C20 1.365(5) . ? C23 H23 0.9300 . ? C7 H7 0.9300 . ? C3 C2 1.369(5) . ? C3 C4 1.381(5) . ? C3 H3 0.9300 . ? C5 C4 1.388(4) . ? C11 C12 1.373(4) . ? C4 H4 0.9300 . ? C12 C13 1.382(5) . ? C12 H12 0.9300 . ? C15 C14 1.362(5) . ? C15 H15 0.9300 . ? C14 C13 1.374(5) . ? C14 H14 0.9300 . ? C13 H13 0.9300 . ? C19 C20 1.382(5) . ? C19 H19 0.9300 . ? C1 C2 1.376(5) . ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C20 H20 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 N2 Cu O1 171.15(10) . . ? N2 Cu N3 79.92(11) . . ? O1 Cu N3 100.75(10) . . ? N2 Cu N1 79.10(11) . . ? O1 Cu N1 98.73(11) . . ? N3 Cu N1 157.48(10) . . ? N2 Cu O4 101.59(10) . 4_565 ? O1 Cu O4 86.78(10) . 4_565 ? N3 Cu O4 105.64(11) . 4_565 ? N1 Cu O4 86.57(11) . 4_565 ? C18 C17 C21 119.2(3) . . ? C18 C17 C16 118.5(3) . . ? C21 C17 C16 122.2(3) . . ? C8 O5 H5 113(3) . . ? C10 N2 C6 120.6(3) . . ? C10 N2 Cu 119.4(2) . . ? C6 N2 Cu 119.9(2) . . ? C15 N3 C11 118.2(3) . . ? C15 N3 Cu 127.9(2) . . ? C11 N3 Cu 113.9(2) . . ? C16 O1 Cu 118.77(19) . . ? C1 N1 C5 118.1(3) . . ? C1 N1 Cu 127.1(2) . . ? C5 N1 Cu 114.3(2) . . ? N2 C10 C9 121.1(3) . . ? N2 C10 C11 112.7(3) . . ? C9 C10 C11 126.2(3) . . ? C19 C18 C17 121.4(3) . . ? C19 C18 H18 119.3 . . ? C17 C18 H18 119.3 . . ? C23 C21 C17 118.7(3) . . ? C23 C21 C22 119.1(3) . . ? C17 C21 C22 122.1(3) . . ? C22 O4 Cu 154.3(3) . 4_566 ? N2 C6 C7 121.4(3) . . ? N2 C6 C5 112.5(3) . . ? C7 C6 C5 126.0(3) . . ? H6A O6W H6B 105(3) . . ? O5 C8 C7 118.4(3) . . ? O5 C8 C9 123.1(3) . . ? C7 C8 C9 118.4(3) . . ? C10 C9 C8 119.3(3) . . ? C10 C9 H9 120.3 . . ? C8 C9 H9 120.3 . . ? O2 C16 O1 124.3(3) . . ? O2 C16 C17 121.1(3) . . ? O1 C16 C17 114.6(3) . . ? C20 C23 C21 121.2(3) . . ? C20 C23 H23 119.4 . . ? C21 C23 H23 119.4 . . ? C6 C7 C8 119.2(3) . . ? C6 C7 H7 120.4 . . ? C8 C7 H7 120.4 . . ? O4 C22 O3 126.8(3) . . ? O4 C22 C21 117.8(3) . . ? O3 C22 C21 115.4(3) . . ? C2 C3 C4 119.9(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? N1 C5 C4 122.3(3) . . ? N1 C5 C6 113.6(3) . . ? C4 C5 C6 124.1(3) . . ? N3 C11 C12 121.8(3) . . ? N3 C11 C10 114.0(3) . . ? C12 C11 C10 124.2(3) . . ? C3 C4 C5 118.2(3) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C11 C12 C13 119.1(3) . . ? C11 C12 H12 120.5 . . ? C13 C12 H12 120.5 . . ? N3 C15 C14 122.5(3) . . ? N3 C15 H15 118.7 . . ? C14 C15 H15 118.7 . . ? C15 C14 C13 119.3(3) . . ? C15 C14 H14 120.3 . . ? C13 C14 H14 120.3 . . ? C14 C13 C12 119.1(3) . . ? C14 C13 H13 120.4 . . ? C12 C13 H13 120.4 . . ? C18 C19 C20 119.1(3) . . ? C18 C19 H19 120.4 . . ? C20 C19 H19 120.4 . . ? N1 C1 C2 122.9(3) . . ? N1 C1 H1 118.6 . . ? C2 C1 H1 118.6 . . ? C3 C2 C1 118.7(3) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? C23 C20 C19 120.2(3) . . ? C23 C20 H20 119.9 . . ? C19 C20 H20 119.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 Cu N2 C10 -96.3(7) . . . . ? N3 Cu N2 C10 -1.2(2) . . . . ? N1 Cu N2 C10 -172.9(2) . . . . ? O4 Cu N2 C10 102.9(2) 4_565 . . . ? O1 Cu N2 C6 80.8(7) . . . . ? N3 Cu N2 C6 176.0(2) . . . . ? N1 Cu N2 C6 4.2(2) . . . . ? O4 Cu N2 C6 -80.0(2) 4_565 . . . ? N2 Cu N3 C15 -177.9(3) . . . . ? O1 Cu N3 C15 -6.9(3) . . . . ? N1 Cu N3 C15 -156.4(3) . . . . ? O4 Cu N3 C15 82.8(3) 4_565 . . . ? N2 Cu N3 C11 0.8(2) . . . . ? O1 Cu N3 C11 171.8(2) . . . . ? N1 Cu N3 C11 22.3(4) . . . . ? O4 Cu N3 C11 -98.6(2) 4_565 . . . ? N2 Cu O1 C16 15.9(8) . . . . ? N3 Cu O1 C16 -77.6(2) . . . . ? N1 Cu O1 C16 91.0(2) . . . . ? O4 Cu O1 C16 177.0(2) 4_565 . . . ? N2 Cu N1 C1 -178.8(3) . . . . ? O1 Cu N1 C1 9.9(3) . . . . ? N3 Cu N1 C1 159.6(3) . . . . ? O4 Cu N1 C1 -76.3(3) 4_565 . . . ? N2 Cu N1 C5 -6.9(2) . . . . ? O1 Cu N1 C5 -178.2(2) . . . . ? N3 Cu N1 C5 -28.6(4) . . . . ? O4 Cu N1 C5 95.6(2) 4_565 . . . ? C6 N2 C10 C9 0.8(4) . . . . ? Cu N2 C10 C9 177.9(2) . . . . ? C6 N2 C10 C11 -175.8(3) . . . . ? Cu N2 C10 C11 1.3(3) . . . . ? C21 C17 C18 C19 0.8(5) . . . . ? C16 C17 C18 C19 178.3(3) . . . . ? C18 C17 C21 C23 -2.0(4) . . . . ? C16 C17 C21 C23 -179.5(3) . . . . ? C18 C17 C21 C22 179.4(3) . . . . ? C16 C17 C21 C22 2.0(5) . . . . ? C10 N2 C6 C7 -1.0(4) . . . . ? Cu N2 C6 C7 -178.1(2) . . . . ? C10 N2 C6 C5 176.1(3) . . . . ? Cu N2 C6 C5 -1.0(3) . . . . ? N2 C10 C9 C8 -0.8(5) . . . . ? C11 C10 C9 C8 175.4(3) . . . . ? O5 C8 C9 C10 -179.1(3) . . . . ? C7 C8 C9 C10 0.9(5) . . . . ? Cu O1 C16 O2 2.2(4) . . . . ? Cu O1 C16 C17 -176.76(19) . . . . ? C18 C17 C16 O2 -135.4(3) . . . . ? C21 C17 C16 O2 42.1(4) . . . . ? C18 C17 C16 O1 43.6(4) . . . . ? C21 C17 C16 O1 -139.0(3) . . . . ? C17 C21 C23 C20 0.9(5) . . . . ? C22 C21 C23 C20 179.5(3) . . . . ? N2 C6 C7 C8 1.1(5) . . . . ? C5 C6 C7 C8 -175.6(3) . . . . ? O5 C8 C7 C6 178.9(3) . . . . ? C9 C8 C7 C6 -1.0(5) . . . . ? Cu O4 C22 O3 39.3(8) 4_566 . . . ? Cu O4 C22 C21 -139.2(5) 4_566 . . . ? C23 C21 C22 O4 65.2(4) . . . . ? C17 C21 C22 O4 -116.2(4) . . . . ? C23 C21 C22 O3 -113.4(3) . . . . ? C17 C21 C22 O3 65.1(4) . . . . ? C1 N1 C5 C4 0.3(5) . . . . ? Cu N1 C5 C4 -172.3(2) . . . . ? C1 N1 C5 C6 -179.0(3) . . . . ? Cu N1 C5 C6 8.3(3) . . . . ? N2 C6 C5 N1 -5.0(4) . . . . ? C7 C6 C5 N1 171.9(3) . . . . ? N2 C6 C5 C4 175.6(3) . . . . ? C7 C6 C5 C4 -7.4(5) . . . . ? C15 N3 C11 C12 0.5(4) . . . . ? Cu N3 C11 C12 -178.3(2) . . . . ? C15 N3 C11 C10 178.5(3) . . . . ? Cu N3 C11 C10 -0.3(3) . . . . ? N2 C10 C11 N3 -0.6(4) . . . . ? C9 C10 C11 N3 -177.0(3) . . . . ? N2 C10 C11 C12 177.4(3) . . . . ? C9 C10 C11 C12 0.9(5) . . . . ? C2 C3 C4 C5 0.7(5) . . . . ? N1 C5 C4 C3 -1.1(5) . . . . ? C6 C5 C4 C3 178.1(3) . . . . ? N3 C11 C12 C13 -0.4(5) . . . . ? C10 C11 C12 C13 -178.2(3) . . . . ? C11 N3 C15 C14 -0.9(5) . . . . ? Cu N3 C15 C14 177.7(2) . . . . ? N3 C15 C14 C13 1.2(5) . . . . ? C15 C14 C13 C12 -1.0(5) . . . . ? C11 C12 C13 C14 0.6(5) . . . . ? C17 C18 C19 C20 1.7(5) . . . . ? C5 N1 C1 C2 1.0(5) . . . . ? Cu N1 C1 C2 172.6(3) . . . . ? C4 C3 C2 C1 0.5(5) . . . . ? N1 C1 C2 C3 -1.4(5) . . . . ? C21 C23 C20 C19 1.6(5) . . . . ? C18 C19 C20 C23 -2.9(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O5 H5 O3 0.92(5) 1.53(5) 2.453(3) 177(5) 3_665 O6W H6A O2 0.840(19) 2.065(19) 2.897(4) 171(5) 4_566 O6W H6B O1 0.842(18) 2.162(19) 2.991(4) 168(4) 1_556 _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.70 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.319 _refine_diff_density_min -0.241 _refine_diff_density_rms 0.064 # Attachment 'Compound 2.txt' data_wang _database_code_depnum_ccdc_archive 'CCDC 736159' #TrackingRef 'Compound 2.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H50 Cu2 N6 O19' _chemical_formula_weight 1021.92 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.620(5) _cell_length_b 13.189(5) _cell_length_c 16.688(5) _cell_angle_alpha 71.418(5) _cell_angle_beta 78.686(5) _cell_angle_gamma 83.537(5) _cell_volume 2169.4(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.331 _exptl_crystal_size_mid 0.279 _exptl_crystal_size_min 0.054 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.564 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1060 _exptl_absorpt_coefficient_mu 1.066 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.710 _exptl_absorpt_correction_T_max 0.944 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71069 _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 12249 _diffrn_reflns_av_R_equivalents 0.0279 _diffrn_reflns_av_sigmaI/netI 0.0599 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.63 _diffrn_reflns_theta_max 26.02 _reflns_number_total 8325 _reflns_number_gt 6668 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _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^)+(0.0751P)^2^+0.7106P] 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 8325 _refine_ls_number_parameters 664 _refine_ls_number_restraints 27 _refine_ls_R_factor_all 0.0643 _refine_ls_R_factor_gt 0.0498 _refine_ls_wR_factor_ref 0.1332 _refine_ls_wR_factor_gt 0.1232 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _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 0.20052(3) 0.25290(3) 0.44490(2) 0.02026(12) Uani 1 1 d . . . Cu2 Cu 0.04603(4) 0.31413(3) 0.87192(2) 0.02205(12) Uani 1 1 d . . . O2 O 0.2244(2) 0.3222(2) 0.72048(15) 0.0290(5) Uani 1 1 d . . . O4 O 0.3182(2) 0.2228(2) 0.52587(14) 0.0253(5) Uani 1 1 d . . . O3 O 0.1496(2) 0.1695(2) 0.62941(15) 0.0286(5) Uani 1 1 d . . . O6 O -0.2620(2) 0.3240(2) 0.27450(17) 0.0363(6) Uani 1 1 d . . . N6 N 0.1798(2) 0.1001(2) 0.44515(17) 0.0213(6) Uani 1 1 d . . . N2 N -0.0585(2) 0.4441(2) 0.86521(17) 0.0211(6) Uani 1 1 d . . . N5 N 0.0565(2) 0.2777(2) 0.38695(17) 0.0209(6) Uani 1 1 d . . . O1 O 0.1637(2) 0.20046(19) 0.84620(14) 0.0265(5) Uani 1 1 d . . . N1 N 0.1674(3) 0.4001(2) 0.90125(17) 0.0245(6) Uani 1 1 d . . . O5 O -0.2558(2) 0.73560(19) 0.81435(15) 0.0280(5) Uani 1 1 d . . . N4 N 0.1635(2) 0.4125(2) 0.42785(17) 0.0231(6) Uani 1 1 d . . . C32 C 0.4084(3) 0.0926(3) 0.8095(2) 0.0229(7) Uani 1 1 d . . . H32 H 0.3924 0.1019 0.8636 0.027 Uiso 1 1 calc R . . N3 N -0.1088(3) 0.2796(2) 0.83180(17) 0.0233(6) Uani 1 1 d . . . C38 C 0.2667(3) 0.1810(3) 0.6042(2) 0.0216(7) Uani 1 1 d . . . C21 C -0.0047(3) 0.3749(3) 0.3667(2) 0.0214(7) Uani 1 1 d . . . C31 C 0.3325(3) 0.1501(3) 0.7489(2) 0.0200(7) Uani 1 1 d . . . C8 C -0.1955(3) 0.6431(3) 0.8344(2) 0.0247(7) Uani 1 1 d . . . C26 C 0.0884(3) 0.0944(3) 0.4006(2) 0.0237(7) Uani 1 1 d . . . C15 C -0.1236(3) 0.1901(3) 0.8133(2) 0.0273(8) Uani 1 1 d . . . H15 H -0.0592 0.1357 0.8206 0.033 Uiso 1 1 calc R . . C20 C 0.0590(3) 0.4542(3) 0.39021(19) 0.0203(7) Uani 1 1 d . . . C5 C 0.1182(3) 0.4991(3) 0.9034(2) 0.0220(7) Uani 1 1 d . . . C2 C 0.3585(3) 0.4308(3) 0.9434(2) 0.0324(8) Uani 1 1 d . . . H2 H 0.4399 0.4065 0.9565 0.039 Uiso 1 1 calc R . . C6 C -0.0101(3) 0.5273(3) 0.8784(2) 0.0228(7) Uani 1 1 d . . . C19 C 0.0166(3) 0.5600(3) 0.3766(2) 0.0257(7) Uani 1 1 d . . . H19 H -0.0555 0.5867 0.3510 0.031 Uiso 1 1 calc R . . C4 C 0.1875(3) 0.5661(3) 0.9253(2) 0.0272(8) Uani 1 1 d . . . H4 H 0.1532 0.6338 0.9265 0.033 Uiso 1 1 calc R . . C13 C -0.3279(3) 0.2572(3) 0.7739(2) 0.0328(8) Uani 1 1 d . . . H13 H -0.4015 0.2497 0.7544 0.039 Uiso 1 1 calc R . . C7 C -0.0757(3) 0.6254(3) 0.8641(2) 0.0235(7) Uani 1 1 d . . . H7 H -0.0413 0.6812 0.8740 0.028 Uiso 1 1 calc R . . C23 C -0.1615(3) 0.3108(3) 0.3091(2) 0.0266(8) Uani 1 1 d . . . C35 C 0.4604(3) 0.0668(3) 0.6484(2) 0.0288(8) Uani 1 1 d . . . H35 H 0.4797 0.0590 0.5938 0.035 Uiso 1 1 calc R . . C18 C 0.0833(3) 0.6256(3) 0.4017(2) 0.0287(8) Uani 1 1 d . . . H18 H 0.0555 0.6970 0.3938 0.034 Uiso 1 1 calc R . . C9 C -0.2434(3) 0.5515(3) 0.8246(2) 0.0240(7) Uani 1 1 d . . . H9 H -0.3236 0.5566 0.8086 0.029 Uiso 1 1 calc R . . C25 C 0.0127(3) 0.1959(3) 0.3694(2) 0.0222(7) Uani 1 1 d . . . C11 C -0.2030(3) 0.3592(3) 0.8211(2) 0.0220(7) Uani 1 1 d . . . C37 C 0.2332(3) 0.2314(3) 0.7711(2) 0.0214(7) Uani 1 1 d . . . C27 C 0.0672(3) -0.0017(3) 0.3889(2) 0.0299(8) Uani 1 1 d . . . H27 H 0.0043 -0.0049 0.3582 0.036 Uiso 1 1 calc R . . C36 C 0.3576(3) 0.1359(3) 0.6672(2) 0.0215(7) Uani 1 1 d . . . C10 C -0.1721(3) 0.4563(3) 0.8385(2) 0.0228(7) Uani 1 1 d . . . C17 C 0.1914(3) 0.5849(3) 0.4386(2) 0.0287(8) Uani 1 1 d . . . H17 H 0.2383 0.6285 0.4547 0.034 Uiso 1 1 calc R . . C3 C 0.3088(3) 0.5310(3) 0.9456(2) 0.0319(8) Uani 1 1 d . . . H3 H 0.3564 0.5751 0.9605 0.038 Uiso 1 1 calc R . . C30 C 0.2495(3) 0.0113(3) 0.4784(2) 0.0262(7) Uani 1 1 d . . . H30 H 0.3117 0.0156 0.5092 0.031 Uiso 1 1 calc R . . C22 C -0.1132(3) 0.3949(3) 0.3292(2) 0.0239(7) Uani 1 1 d . . . H22 H -0.1546 0.4627 0.3170 0.029 Uiso 1 1 calc R . . C24 C -0.0921(3) 0.2103(3) 0.3299(2) 0.0257(7) Uani 1 1 d . . . H24 H -0.1182 0.1535 0.3166 0.031 Uiso 1 1 calc R . . C33 C 0.5076(3) 0.0217(3) 0.7903(2) 0.0259(7) Uani 1 1 d . . . H33 H 0.5561 -0.0177 0.8318 0.031 Uiso 1 1 calc R . . C12 C -0.3136(3) 0.3489(3) 0.7934(2) 0.0293(8) Uani 1 1 d . . . H12 H -0.3781 0.4033 0.7880 0.035 Uiso 1 1 calc R . . C34 C 0.5338(3) 0.0099(3) 0.7093(2) 0.0297(8) Uani 1 1 d . . . H34 H 0.6012 -0.0366 0.6958 0.036 Uiso 1 1 calc R . . C14 C -0.2314(4) 0.1763(3) 0.7837(2) 0.0318(8) Uani 1 1 d . . . H14 H -0.2390 0.1140 0.7707 0.038 Uiso 1 1 calc R . . C1 C 0.2848(3) 0.3668(3) 0.9214(2) 0.0319(8) Uani 1 1 d . . . H1 H 0.3176 0.2987 0.9206 0.038 Uiso 1 1 calc R . . C29 C 0.2338(3) -0.0864(3) 0.4693(2) 0.0318(8) Uani 1 1 d . . . H29 H 0.2842 -0.1467 0.4933 0.038 Uiso 1 1 calc R . . C28 C 0.1415(4) -0.0925(3) 0.4238(2) 0.0346(9) Uani 1 1 d . . . H28 H 0.1290 -0.1574 0.4164 0.041 Uiso 1 1 calc R . . C16 C 0.2283(3) 0.4774(3) 0.4509(2) 0.0258(8) Uani 1 1 d . . . H16 H 0.3005 0.4493 0.4761 0.031 Uiso 1 1 calc R . . O4W O -0.0143(3) 0.2190(2) 1.01308(17) 0.0322(6) Uani 1 1 d D . . H4A H 0.049(3) 0.194(3) 1.036(3) 0.048 Uiso 1 1 d D . . H4B H -0.055(4) 0.165(2) 1.021(3) 0.048 Uiso 1 1 d D . . O6W O 0.3611(2) 0.2635(2) 0.33062(16) 0.0296(6) Uani 1 1 d D . . H6B H 0.401(4) 0.318(2) 0.320(3) 0.044 Uiso 1 1 d D . . H6A H 0.343(4) 0.257(3) 0.2860(18) 0.044 Uiso 1 1 d D . . O10W O 0.5099(3) 0.4369(3) 0.2858(2) 0.0491(8) Uani 1 1 d D . . H10A H 0.585(3) 0.407(4) 0.281(3) 0.074 Uiso 1 1 d D . . H10B H 0.523(5) 0.465(4) 0.323(3) 0.074 Uiso 1 1 d D . . O11W O 0.5623(3) 0.5665(3) 0.3778(2) 0.0599(10) Uani 1 1 d D . . H11A H 0.624(4) 0.604(4) 0.343(3) 0.090 Uiso 1 1 d D . . H11B H 0.512(4) 0.608(3) 0.399(3) 0.090 Uiso 1 1 d D . . O13W O 0.5691(4) 0.1535(4) 0.4063(3) 0.0999(16) Uani 1 1 d D . . H13A H 0.496(5) 0.183(6) 0.387(5) 0.150 Uiso 1 1 d D . . H13B H 0.628(6) 0.178(7) 0.360(3) 0.150 Uiso 1 1 d D . . O7W O -0.1213(3) 0.0262(3) 1.0395(2) 0.0515(8) Uani 1 1 d D . . H7A H -0.116(5) -0.012(4) 1.0898(17) 0.077 Uiso 1 1 d D . . H7B H -0.184(4) 0.010(4) 1.024(3) 0.077 Uiso 1 1 d D . . O9W O 0.1426(3) 0.1125(2) 1.14707(19) 0.0392(7) Uani 1 1 d D . . H9A H 0.077(3) 0.088(4) 1.180(3) 0.059 Uiso 1 1 d D . . H9B H 0.180(4) 0.145(4) 1.171(3) 0.059 Uiso 1 1 d D . . O5W O 0.3067(3) 0.0154(3) 1.03981(19) 0.0415(7) Uani 1 1 d D . . H5A H 0.253(4) 0.037(4) 1.077(3) 0.062 Uiso 1 1 d D . . H5B H 0.363(4) 0.060(3) 1.015(3) 0.062 Uiso 1 1 d D . . O2W O -0.0944(3) 0.0137(2) 1.22109(18) 0.0394(7) Uani 1 1 d D . . H2A H -0.157(3) 0.055(3) 1.221(3) 0.059 Uiso 1 1 d D . . H2B H -0.113(5) -0.041(3) 1.262(2) 0.059 Uiso 1 1 d D . . O12W O -0.3062(4) 0.1743(3) 1.2044(4) 0.0841(14) Uani 1 1 d D . . H12A H -0.227(2) 0.167(6) 1.189(5) 0.126 Uiso 1 1 d D . . H12B H -0.301(7) 0.222(5) 1.228(4) 0.126 Uiso 1 1 d D . . O1W O -0.4885(3) 0.2538(2) 1.09399(18) 0.0391(6) Uani 1 1 d D . . H1A H -0.445(4) 0.232(4) 1.133(2) 0.059 Uiso 1 1 d D . . H1B H -0.563(3) 0.257(4) 1.122(3) 0.059 Uiso 1 1 d D . . O3W O -0.4969(3) 0.1542(2) 0.97295(18) 0.0404(7) Uani 1 1 d D . . H3A H -0.430(3) 0.117(3) 0.960(3) 0.061 Uiso 1 1 d D . . H3B H -0.479(5) 0.173(4) 1.013(2) 0.061 Uiso 1 1 d D . . O8W O 0.4381(3) 0.6629(3) 0.5012(2) 0.0518(8) Uani 1 1 d D . . H8A H 0.483(5) 0.707(4) 0.508(4) 0.078 Uiso 1 1 d D . . H8B H 0.424(6) 0.619(4) 0.5496(19) 0.078 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 0.0209(2) 0.0205(2) 0.0206(2) -0.00614(17) -0.00681(15) -0.00043(16) Cu2 0.0253(2) 0.0185(2) 0.0240(2) -0.00934(18) -0.00476(16) 0.00126(16) O2 0.0331(13) 0.0206(14) 0.0304(13) -0.0048(11) -0.0068(10) 0.0040(11) O4 0.0251(11) 0.0318(14) 0.0198(12) -0.0073(11) -0.0088(9) 0.0019(10) O3 0.0233(12) 0.0353(15) 0.0277(13) -0.0099(11) -0.0059(10) 0.0004(10) O6 0.0274(13) 0.0460(18) 0.0442(15) -0.0206(14) -0.0194(11) 0.0064(12) N6 0.0232(13) 0.0179(15) 0.0213(14) -0.0043(12) -0.0033(11) -0.0013(11) N2 0.0249(13) 0.0155(15) 0.0245(14) -0.0085(12) -0.0034(11) -0.0016(11) N5 0.0191(13) 0.0218(16) 0.0232(14) -0.0073(12) -0.0053(11) -0.0019(11) O1 0.0302(12) 0.0231(14) 0.0257(12) -0.0106(11) -0.0015(10) 0.0039(10) N1 0.0271(14) 0.0240(17) 0.0238(15) -0.0094(13) -0.0047(11) 0.0000(12) O5 0.0312(12) 0.0174(13) 0.0362(14) -0.0092(11) -0.0088(10) 0.0041(10) N4 0.0233(13) 0.0229(16) 0.0253(15) -0.0100(12) -0.0048(11) -0.0019(12) C32 0.0267(16) 0.0237(19) 0.0189(16) -0.0062(14) -0.0039(13) -0.0047(14) N3 0.0278(14) 0.0199(16) 0.0225(14) -0.0071(12) -0.0043(11) -0.0015(12) C38 0.0251(16) 0.0202(18) 0.0226(17) -0.0106(14) -0.0065(13) 0.0029(13) C21 0.0208(15) 0.0240(19) 0.0181(16) -0.0056(14) -0.0010(12) -0.0028(14) C31 0.0218(15) 0.0184(18) 0.0192(16) -0.0035(14) -0.0038(12) -0.0050(13) C8 0.0308(17) 0.0220(19) 0.0202(17) -0.0069(14) -0.0003(13) -0.0019(15) C26 0.0251(16) 0.0229(19) 0.0214(17) -0.0064(14) 0.0014(13) -0.0041(14) C15 0.0372(19) 0.0153(18) 0.0282(18) -0.0059(15) -0.0029(15) -0.0030(15) C20 0.0201(15) 0.0235(19) 0.0155(15) -0.0038(14) -0.0016(12) -0.0021(13) C5 0.0281(16) 0.0203(18) 0.0156(15) -0.0040(14) -0.0014(13) -0.0013(14) C2 0.0279(18) 0.037(2) 0.032(2) -0.0054(17) -0.0094(15) -0.0051(16) C6 0.0251(16) 0.0253(19) 0.0202(16) -0.0113(15) 0.0013(13) -0.0059(14) C19 0.0251(16) 0.026(2) 0.0241(17) -0.0070(15) -0.0019(13) 0.0010(14) C4 0.0330(18) 0.025(2) 0.0239(18) -0.0068(15) -0.0051(14) -0.0038(15) C13 0.0289(18) 0.031(2) 0.039(2) -0.0083(18) -0.0046(16) -0.0108(16) C7 0.0301(17) 0.0199(19) 0.0227(17) -0.0108(14) -0.0016(13) -0.0034(14) C23 0.0240(16) 0.035(2) 0.0226(17) -0.0093(16) -0.0044(13) -0.0041(15) C35 0.0311(18) 0.035(2) 0.0223(17) -0.0122(16) -0.0071(14) 0.0045(16) C18 0.0337(18) 0.022(2) 0.0282(19) -0.0065(16) -0.0033(15) -0.0009(15) C9 0.0239(16) 0.0234(19) 0.0228(17) -0.0046(14) -0.0042(13) -0.0006(14) C25 0.0220(15) 0.027(2) 0.0176(16) -0.0060(14) -0.0020(12) -0.0044(14) C11 0.0252(16) 0.0166(18) 0.0212(17) -0.0039(14) 0.0000(13) -0.0018(13) C37 0.0216(15) 0.0226(19) 0.0249(17) -0.0118(15) -0.0078(13) -0.0011(14) C27 0.0364(19) 0.028(2) 0.0285(19) -0.0117(16) -0.0045(15) -0.0086(16) C36 0.0223(15) 0.0221(19) 0.0207(16) -0.0064(14) -0.0055(13) -0.0007(13) C10 0.0255(16) 0.0241(19) 0.0176(16) -0.0060(14) 0.0000(13) -0.0043(14) C17 0.0356(19) 0.025(2) 0.0272(18) -0.0096(16) -0.0007(15) -0.0098(16) C3 0.0349(19) 0.032(2) 0.031(2) -0.0081(17) -0.0090(15) -0.0100(17) C30 0.0278(17) 0.0207(19) 0.0255(18) -0.0029(15) -0.0032(14) 0.0027(15) C22 0.0230(16) 0.025(2) 0.0211(17) -0.0049(14) -0.0037(13) 0.0026(14) C24 0.0256(16) 0.027(2) 0.0271(18) -0.0095(16) -0.0034(14) -0.0073(15) C33 0.0246(16) 0.027(2) 0.0251(17) -0.0028(15) -0.0106(14) -0.0016(14) C12 0.0257(17) 0.025(2) 0.035(2) -0.0055(16) -0.0048(15) -0.0030(15) C34 0.0252(17) 0.032(2) 0.0329(19) -0.0129(17) -0.0061(14) 0.0059(15) C14 0.041(2) 0.025(2) 0.034(2) -0.0123(17) -0.0080(16) -0.0071(16) C1 0.0301(18) 0.031(2) 0.036(2) -0.0117(17) -0.0089(15) 0.0041(16) C29 0.0355(19) 0.022(2) 0.0304(19) -0.0038(16) 0.0012(15) 0.0024(16) C28 0.046(2) 0.021(2) 0.037(2) -0.0118(17) 0.0002(17) -0.0070(17) C16 0.0217(16) 0.030(2) 0.0292(18) -0.0121(16) -0.0038(13) -0.0066(14) O4W 0.0402(15) 0.0271(15) 0.0299(14) -0.0086(12) -0.0061(11) -0.0042(12) O6W 0.0294(13) 0.0352(16) 0.0238(13) -0.0081(12) -0.0015(10) -0.0075(11) O10W 0.0309(14) 0.0412(19) 0.081(2) -0.0272(17) -0.0096(15) -0.0020(13) O11W 0.0501(19) 0.069(2) 0.069(2) -0.040(2) 0.0153(16) -0.0252(17) O13W 0.059(3) 0.117(4) 0.095(3) 0.010(3) -0.025(2) 0.011(3) O7W 0.0581(19) 0.047(2) 0.0443(18) 0.0056(15) -0.0209(16) -0.0209(16) O9W 0.0398(15) 0.0362(17) 0.0458(17) -0.0199(14) -0.0004(12) -0.0094(13) O5W 0.0363(16) 0.0477(19) 0.0448(18) -0.0219(15) -0.0017(13) -0.0056(13) O2W 0.0434(16) 0.0300(18) 0.0425(17) -0.0091(14) -0.0016(14) -0.0077(13) O12W 0.066(2) 0.068(3) 0.156(4) -0.066(3) -0.061(3) 0.011(2) O1W 0.0357(15) 0.0395(18) 0.0427(17) -0.0136(14) -0.0076(12) 0.0004(13) O3W 0.0412(16) 0.0448(19) 0.0402(16) -0.0209(14) -0.0061(13) -0.0008(13) O8W 0.0498(18) 0.062(2) 0.0435(18) -0.0146(17) -0.0126(15) 0.0005(16) _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 N5 1.910(3) . ? Cu1 O4 1.937(2) . ? Cu1 N4 2.036(3) . ? Cu1 N6 2.050(3) . ? Cu1 O6W 2.274(2) . ? Cu2 N2 1.919(3) . ? Cu2 O1 1.942(2) . ? Cu2 N1 2.029(3) . ? Cu2 N3 2.038(3) . ? Cu2 O4W 2.289(3) . ? O2 C37 1.231(4) . ? O4 C38 1.280(4) . ? O3 C38 1.243(4) . ? O6 C23 1.280(4) . ? N6 C30 1.334(4) . ? N6 C26 1.355(4) . ? N2 C10 1.342(4) . ? N2 C6 1.356(4) . ? N5 C21 1.343(4) . ? N5 C25 1.354(4) . ? O1 C37 1.289(4) . ? N1 C1 1.344(4) . ? N1 C5 1.359(4) . ? O5 C8 1.288(4) . ? N4 C16 1.342(4) . ? N4 C20 1.358(4) . ? C32 C33 1.386(5) . ? C32 C31 1.392(5) . ? C32 H32 0.9300 . ? N3 C15 1.344(4) . ? N3 C11 1.360(4) . ? C38 C36 1.504(4) . ? C21 C22 1.377(4) . ? C21 C20 1.493(4) . ? C31 C36 1.406(4) . ? C31 C37 1.498(4) . ? C8 C7 1.423(5) . ? C8 C9 1.431(5) . ? C26 C27 1.390(5) . ? C26 C25 1.480(5) . ? C15 C14 1.384(5) . ? C15 H15 0.9300 . ? C20 C19 1.378(5) . ? C5 C4 1.385(5) . ? C5 C6 1.476(5) . ? C2 C3 1.376(5) . ? C2 C1 1.384(5) . ? C2 H2 0.9300 . ? C6 C7 1.372(5) . ? C19 C18 1.383(5) . ? C19 H19 0.9300 . ? C4 C3 1.387(5) . ? C4 H4 0.9300 . ? C13 C12 1.380(5) . ? C13 C14 1.386(5) . ? C13 H13 0.9300 . ? C7 H7 0.9300 . ? C23 C24 1.417(5) . ? C23 C22 1.428(5) . ? C35 C34 1.378(5) . ? C35 C36 1.394(5) . ? C35 H35 0.9300 . ? C18 C17 1.383(5) . ? C18 H18 0.9300 . ? C9 C10 1.369(5) . ? C9 H9 0.9300 . ? C25 C24 1.367(5) . ? C11 C12 1.378(5) . ? C11 C10 1.484(4) . ? C27 C28 1.385(5) . ? C27 H27 0.9300 . ? C17 C16 1.389(5) . ? C17 H17 0.9300 . ? C3 H3 0.9300 . ? C30 C29 1.376(5) . ? C30 H30 0.9300 . ? C22 H22 0.9300 . ? C24 H24 0.9300 . ? C33 C34 1.380(5) . ? C33 H33 0.9300 . ? C12 H12 0.9300 . ? C34 H34 0.9300 . ? C14 H14 0.9300 . ? C1 H1 0.9300 . ? C29 C28 1.376(5) . ? C29 H29 0.9300 . ? C28 H28 0.9300 . ? C16 H16 0.9300 . ? O4W H4A 0.830(19) . ? O4W H4B 0.836(19) . ? O6W H6B 0.831(19) . ? O6W H6A 0.835(19) . ? O10W H10A 0.85(2) . ? O10W H10B 0.847(19) . ? O11W H11A 0.864(19) . ? O11W H11B 0.841(19) . ? O13W H13A 0.90(2) . ? O13W H13B 0.89(2) . ? O7W H7A 0.84(2) . ? O7W H7B 0.84(2) . ? O9W H9A 0.826(19) . ? O9W H9B 0.840(19) . ? O5W H5A 0.858(19) . ? O5W H5B 0.84(2) . ? O2W H2A 0.814(19) . ? O2W H2B 0.830(19) . ? O12W H12A 0.83(2) . ? O12W H12B 0.85(2) . ? O1W H1A 0.838(19) . ? O1W H1B 0.842(19) . ? O3W H3A 0.850(19) . ? O3W H3B 0.845(19) . ? O8W H8A 0.83(2) . ? O8W H8B 0.83(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Cu1 O4 167.51(10) . . ? N5 Cu1 N4 80.06(11) . . ? O4 Cu1 N4 99.17(10) . . ? N5 Cu1 N6 80.09(11) . . ? O4 Cu1 N6 99.72(10) . . ? N4 Cu1 N6 160.01(11) . . ? N5 Cu1 O6W 98.91(10) . . ? O4 Cu1 O6W 93.55(10) . . ? N4 Cu1 O6W 98.39(10) . . ? N6 Cu1 O6W 86.90(10) . . ? N2 Cu2 O1 164.79(11) . . ? N2 Cu2 N1 80.28(12) . . ? O1 Cu2 N1 100.74(11) . . ? N2 Cu2 N3 79.82(11) . . ? O1 Cu2 N3 97.47(11) . . ? N1 Cu2 N3 159.74(12) . . ? N2 Cu2 O4W 101.00(11) . . ? O1 Cu2 O4W 94.15(10) . . ? N1 Cu2 O4W 92.11(10) . . ? N3 Cu2 O4W 95.36(10) . . ? C38 O4 Cu1 114.3(2) . . ? C30 N6 C26 118.7(3) . . ? C30 N6 Cu1 127.9(2) . . ? C26 N6 Cu1 113.2(2) . . ? C10 N2 C6 120.5(3) . . ? C10 N2 Cu2 119.9(2) . . ? C6 N2 Cu2 119.2(2) . . ? C21 N5 C25 119.8(3) . . ? C21 N5 Cu1 120.2(2) . . ? C25 N5 Cu1 119.9(2) . . ? C37 O1 Cu2 112.4(2) . . ? C1 N1 C5 119.3(3) . . ? C1 N1 Cu2 126.6(2) . . ? C5 N1 Cu2 114.0(2) . . ? C16 N4 C20 118.6(3) . . ? C16 N4 Cu1 127.4(2) . . ? C20 N4 Cu1 114.0(2) . . ? C33 C32 C31 121.0(3) . . ? C33 C32 H32 119.5 . . ? C31 C32 H32 119.5 . . ? C15 N3 C11 118.8(3) . . ? C15 N3 Cu2 127.0(2) . . ? C11 N3 Cu2 114.2(2) . . ? O3 C38 O4 124.4(3) . . ? O3 C38 C36 119.1(3) . . ? O4 C38 C36 116.4(3) . . ? N5 C21 C22 122.2(3) . . ? N5 C21 C20 111.7(3) . . ? C22 C21 C20 126.1(3) . . ? C32 C31 C36 119.2(3) . . ? C32 C31 C37 118.6(3) . . ? C36 C31 C37 122.1(3) . . ? O5 C8 C7 123.2(3) . . ? O5 C8 C9 121.3(3) . . ? C7 C8 C9 115.4(3) . . ? N6 C26 C27 121.2(3) . . ? N6 C26 C25 114.7(3) . . ? C27 C26 C25 124.1(3) . . ? N3 C15 C14 122.2(3) . . ? N3 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? N4 C20 C19 122.1(3) . . ? N4 C20 C21 113.9(3) . . ? C19 C20 C21 124.0(3) . . ? N1 C5 C4 121.0(3) . . ? N1 C5 C6 114.3(3) . . ? C4 C5 C6 124.7(3) . . ? C3 C2 C1 118.7(3) . . ? C3 C2 H2 120.7 . . ? C1 C2 H2 120.7 . . ? N2 C6 C7 120.8(3) . . ? N2 C6 C5 112.0(3) . . ? C7 C6 C5 127.1(3) . . ? C20 C19 C18 118.7(3) . . ? C20 C19 H19 120.6 . . ? C18 C19 H19 120.6 . . ? C5 C4 C3 119.1(3) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C12 C13 C14 119.3(3) . . ? C12 C13 H13 120.3 . . ? C14 C13 H13 120.3 . . ? C6 C7 C8 121.1(3) . . ? C6 C7 H7 119.4 . . ? C8 C7 H7 119.4 . . ? O6 C23 C24 121.1(3) . . ? O6 C23 C22 122.6(3) . . ? C24 C23 C22 116.3(3) . . ? C34 C35 C36 121.1(3) . . ? C34 C35 H35 119.4 . . ? C36 C35 H35 119.4 . . ? C17 C18 C19 119.9(3) . . ? C17 C18 H18 120.1 . . ? C19 C18 H18 120.1 . . ? C10 C9 C8 120.4(3) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? N5 C25 C24 121.4(3) . . ? N5 C25 C26 111.8(3) . . ? C24 C25 C26 126.8(3) . . ? N3 C11 C12 121.4(3) . . ? N3 C11 C10 113.8(3) . . ? C12 C11 C10 124.7(3) . . ? O2 C37 O1 123.9(3) . . ? O2 C37 C31 120.6(3) . . ? O1 C37 C31 115.5(3) . . ? C28 C27 C26 118.8(3) . . ? C28 C27 H27 120.6 . . ? C26 C27 H27 120.6 . . ? C35 C36 C31 118.9(3) . . ? C35 C36 C38 118.9(3) . . ? C31 C36 C38 121.7(3) . . ? N2 C10 C9 121.7(3) . . ? N2 C10 C11 112.2(3) . . ? C9 C10 C11 125.9(3) . . ? C18 C17 C16 118.3(3) . . ? C18 C17 H17 120.8 . . ? C16 C17 H17 120.8 . . ? C2 C3 C4 119.8(3) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? N6 C30 C29 123.2(3) . . ? N6 C30 H30 118.4 . . ? C29 C30 H30 118.4 . . ? C21 C22 C23 119.5(3) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C25 C24 C23 120.8(3) . . ? C25 C24 H24 119.6 . . ? C23 C24 H24 119.6 . . ? C34 C33 C32 119.6(3) . . ? C34 C33 H33 120.2 . . ? C32 C33 H33 120.2 . . ? C11 C12 C13 119.5(3) . . ? C11 C12 H12 120.3 . . ? C13 C12 H12 120.3 . . ? C35 C34 C33 120.2(3) . . ? C35 C34 H34 119.9 . . ? C33 C34 H34 119.9 . . ? C15 C14 C13 118.7(3) . . ? C15 C14 H14 120.7 . . ? C13 C14 H14 120.7 . . ? N1 C1 C2 122.1(3) . . ? N1 C1 H1 118.9 . . ? C2 C1 H1 118.9 . . ? C30 C29 C28 118.2(4) . . ? C30 C29 H29 120.9 . . ? C28 C29 H29 120.9 . . ? C29 C28 C27 119.9(3) . . ? C29 C28 H28 120.1 . . ? C27 C28 H28 120.1 . . ? N4 C16 C17 122.3(3) . . ? N4 C16 H16 118.8 . . ? C17 C16 H16 118.8 . . ? Cu2 O4W H4A 111(3) . . ? Cu2 O4W H4B 114(3) . . ? H4A O4W H4B 103(4) . . ? Cu1 O6W H6B 110(3) . . ? Cu1 O6W H6A 118(3) . . ? H6B O6W H6A 111(4) . . ? H10A O10W H10B 94(5) . . ? H11A O11W H11B 107(3) . . ? H13A O13W H13B 101(7) . . ? H7A O7W H7B 111(5) . . ? H9A O9W H9B 109(5) . . ? H5A O5W H5B 110(5) . . ? H2A O2W H2B 106(5) . . ? H12A O12W H12B 94(6) . . ? H1A O1W H1B 101(4) . . ? H3A O3W H3B 102(5) . . ? H8A O8W H8B 103(5) . . ? 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 N5 Cu1 O4 C38 14.3(6) . . . . ? N4 Cu1 O4 C38 99.7(2) . . . . ? N6 Cu1 O4 C38 -73.7(2) . . . . ? O6W Cu1 O4 C38 -161.2(2) . . . . ? N5 Cu1 N6 C30 -179.4(3) . . . . ? O4 Cu1 N6 C30 -12.0(3) . . . . ? N4 Cu1 N6 C30 -172.8(3) . . . . ? O6W Cu1 N6 C30 81.0(3) . . . . ? N5 Cu1 N6 C26 5.2(2) . . . . ? O4 Cu1 N6 C26 172.6(2) . . . . ? N4 Cu1 N6 C26 11.8(4) . . . . ? O6W Cu1 N6 C26 -94.4(2) . . . . ? O1 Cu2 N2 C10 79.5(5) . . . . ? N1 Cu2 N2 C10 174.7(3) . . . . ? N3 Cu2 N2 C10 -1.5(2) . . . . ? O4W Cu2 N2 C10 -95.0(2) . . . . ? O1 Cu2 N2 C6 -93.2(4) . . . . ? N1 Cu2 N2 C6 2.0(2) . . . . ? N3 Cu2 N2 C6 -174.2(3) . . . . ? O4W Cu2 N2 C6 92.3(2) . . . . ? O4 Cu1 N5 C21 84.1(6) . . . . ? N4 Cu1 N5 C21 -3.5(2) . . . . ? N6 Cu1 N5 C21 174.3(3) . . . . ? O6W Cu1 N5 C21 -100.5(2) . . . . ? O4 Cu1 N5 C25 -93.2(5) . . . . ? N4 Cu1 N5 C25 179.3(2) . . . . ? N6 Cu1 N5 C25 -3.0(2) . . . . ? O6W Cu1 N5 C25 82.3(2) . . . . ? N2 Cu2 O1 C37 14.7(5) . . . . ? N1 Cu2 O1 C37 -77.8(2) . . . . ? N3 Cu2 O1 C37 93.3(2) . . . . ? O4W Cu2 O1 C37 -170.7(2) . . . . ? N2 Cu2 N1 C1 178.2(3) . . . . ? O1 Cu2 N1 C1 -17.2(3) . . . . ? N3 Cu2 N1 C1 -170.9(3) . . . . ? O4W Cu2 N1 C1 77.4(3) . . . . ? N2 Cu2 N1 C5 1.2(2) . . . . ? O1 Cu2 N1 C5 165.8(2) . . . . ? N3 Cu2 N1 C5 12.1(4) . . . . ? O4W Cu2 N1 C5 -99.6(2) . . . . ? N5 Cu1 N4 C16 -178.7(3) . . . . ? O4 Cu1 N4 C16 13.9(3) . . . . ? N6 Cu1 N4 C16 174.7(3) . . . . ? O6W Cu1 N4 C16 -81.1(3) . . . . ? N5 Cu1 N4 C20 2.7(2) . . . . ? O4 Cu1 N4 C20 -164.6(2) . . . . ? N6 Cu1 N4 C20 -3.9(4) . . . . ? O6W Cu1 N4 C20 100.4(2) . . . . ? N2 Cu2 N3 C15 177.7(3) . . . . ? O1 Cu2 N3 C15 12.8(3) . . . . ? N1 Cu2 N3 C15 166.8(3) . . . . ? O4W Cu2 N3 C15 -82.1(3) . . . . ? N2 Cu2 N3 C11 -0.2(2) . . . . ? O1 Cu2 N3 C11 -165.1(2) . . . . ? N1 Cu2 N3 C11 -11.1(4) . . . . ? O4W Cu2 N3 C11 100.0(2) . . . . ? Cu1 O4 C38 O3 -7.0(4) . . . . ? Cu1 O4 C38 C36 168.0(2) . . . . ? C25 N5 C21 C22 0.9(5) . . . . ? Cu1 N5 C21 C22 -176.3(2) . . . . ? C25 N5 C21 C20 -179.4(3) . . . . ? Cu1 N5 C21 C20 3.4(3) . . . . ? C33 C32 C31 C36 -0.2(5) . . . . ? C33 C32 C31 C37 -175.6(3) . . . . ? C30 N6 C26 C27 -0.3(5) . . . . ? Cu1 N6 C26 C27 175.5(2) . . . . ? C30 N6 C26 C25 177.6(3) . . . . ? Cu1 N6 C26 C25 -6.5(3) . . . . ? C11 N3 C15 C14 0.0(5) . . . . ? Cu2 N3 C15 C14 -177.8(3) . . . . ? C16 N4 C20 C19 -1.2(5) . . . . ? Cu1 N4 C20 C19 177.5(2) . . . . ? C16 N4 C20 C21 179.5(3) . . . . ? Cu1 N4 C20 C21 -1.8(3) . . . . ? N5 C21 C20 N4 -0.8(4) . . . . ? C22 C21 C20 N4 178.9(3) . . . . ? N5 C21 C20 C19 179.9(3) . . . . ? C22 C21 C20 C19 -0.4(5) . . . . ? C1 N1 C5 C4 0.5(5) . . . . ? Cu2 N1 C5 C4 177.7(2) . . . . ? C1 N1 C5 C6 178.9(3) . . . . ? Cu2 N1 C5 C6 -3.8(3) . . . . ? C10 N2 C6 C7 -0.5(5) . . . . ? Cu2 N2 C6 C7 172.2(2) . . . . ? C10 N2 C6 C5 -177.2(3) . . . . ? Cu2 N2 C6 C5 -4.5(4) . . . . ? N1 C5 C6 N2 5.3(4) . . . . ? C4 C5 C6 N2 -176.3(3) . . . . ? N1 C5 C6 C7 -171.1(3) . . . . ? C4 C5 C6 C7 7.3(5) . . . . ? N4 C20 C19 C18 0.4(5) . . . . ? C21 C20 C19 C18 179.5(3) . . . . ? N1 C5 C4 C3 -0.1(5) . . . . ? C6 C5 C4 C3 -178.4(3) . . . . ? N2 C6 C7 C8 -0.5(5) . . . . ? C5 C6 C7 C8 175.6(3) . . . . ? O5 C8 C7 C6 -174.9(3) . . . . ? C9 C8 C7 C6 2.6(5) . . . . ? C20 C19 C18 C17 0.9(5) . . . . ? O5 C8 C9 C10 173.8(3) . . . . ? C7 C8 C9 C10 -3.7(5) . . . . ? C21 N5 C25 C24 1.1(5) . . . . ? Cu1 N5 C25 C24 178.3(2) . . . . ? C21 N5 C25 C26 -176.9(3) . . . . ? Cu1 N5 C25 C26 0.3(3) . . . . ? N6 C26 C25 N5 4.2(4) . . . . ? C27 C26 C25 N5 -177.9(3) . . . . ? N6 C26 C25 C24 -173.6(3) . . . . ? C27 C26 C25 C24 4.3(5) . . . . ? C15 N3 C11 C12 1.3(5) . . . . ? Cu2 N3 C11 C12 179.4(3) . . . . ? C15 N3 C11 C10 -176.5(3) . . . . ? Cu2 N3 C11 C10 1.6(3) . . . . ? Cu2 O1 C37 O2 -1.3(4) . . . . ? Cu2 O1 C37 C31 176.08(19) . . . . ? C32 C31 C37 O2 131.8(3) . . . . ? C36 C31 C37 O2 -43.4(4) . . . . ? C32 C31 C37 O1 -45.7(4) . . . . ? C36 C31 C37 O1 139.1(3) . . . . ? N6 C26 C27 C28 0.0(5) . . . . ? C25 C26 C27 C28 -177.7(3) . . . . ? C34 C35 C36 C31 2.5(5) . . . . ? C34 C35 C36 C38 -169.4(3) . . . . ? C32 C31 C36 C35 -1.9(5) . . . . ? C37 C31 C36 C35 173.3(3) . . . . ? C32 C31 C36 C38 169.8(3) . . . . ? C37 C31 C36 C38 -15.0(5) . . . . ? O3 C38 C36 C35 125.8(3) . . . . ? O4 C38 C36 C35 -49.5(4) . . . . ? O3 C38 C36 C31 -45.8(5) . . . . ? O4 C38 C36 C31 138.9(3) . . . . ? C6 N2 C10 C9 -0.7(5) . . . . ? Cu2 N2 C10 C9 -173.3(2) . . . . ? C6 N2 C10 C11 175.3(3) . . . . ? Cu2 N2 C10 C11 2.7(4) . . . . ? C8 C9 C10 N2 2.9(5) . . . . ? C8 C9 C10 C11 -172.5(3) . . . . ? N3 C11 C10 N2 -2.7(4) . . . . ? C12 C11 C10 N2 179.6(3) . . . . ? N3 C11 C10 C9 173.1(3) . . . . ? C12 C11 C10 C9 -4.6(5) . . . . ? C19 C18 C17 C16 -1.4(5) . . . . ? C1 C2 C3 C4 -0.4(5) . . . . ? C5 C4 C3 C2 0.1(5) . . . . ? C26 N6 C30 C29 0.4(5) . . . . ? Cu1 N6 C30 C29 -174.8(2) . . . . ? N5 C21 C22 C23 -1.4(5) . . . . ? C20 C21 C22 C23 178.9(3) . . . . ? O6 C23 C22 C21 179.8(3) . . . . ? C24 C23 C22 C21 0.0(5) . . . . ? N5 C25 C24 C23 -2.5(5) . . . . ? C26 C25 C24 C23 175.2(3) . . . . ? O6 C23 C24 C25 -177.9(3) . . . . ? C22 C23 C24 C25 1.9(5) . . . . ? C31 C32 C33 C34 1.7(5) . . . . ? N3 C11 C12 C13 -1.8(5) . . . . ? C10 C11 C12 C13 175.7(3) . . . . ? C14 C13 C12 C11 1.0(5) . . . . ? C36 C35 C34 C33 -0.9(6) . . . . ? C32 C33 C34 C35 -1.2(5) . . . . ? N3 C15 C14 C13 -0.8(5) . . . . ? C12 C13 C14 C15 0.3(5) . . . . ? C5 N1 C1 C2 -0.8(5) . . . . ? Cu2 N1 C1 C2 -177.7(3) . . . . ? C3 C2 C1 N1 0.8(5) . . . . ? N6 C30 C29 C28 -0.1(5) . . . . ? C30 C29 C28 C27 -0.3(5) . . . . ? C26 C27 C28 C29 0.3(5) . . . . ? C20 N4 C16 C17 0.7(5) . . . . ? Cu1 N4 C16 C17 -177.8(2) . . . . ? C18 C17 C16 N4 0.5(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O4W H4A O9W 0.830(19) 2.18(3) 2.946(4) 153(4) . O4W H4B O7W 0.836(19) 1.94(2) 2.773(4) 171(4) . O6W H6B O10W 0.831(19) 1.92(2) 2.747(4) 173(4) . O6W H6A O5 0.835(19) 2.04(2) 2.854(3) 165(4) 2_566 O10W H10A O6 0.85(2) 1.86(2) 2.703(4) 172(5) 1_655 O10W H10B O11W 0.847(19) 1.97(3) 2.795(4) 163(5) . O11W H11A O2 0.864(19) 1.92(2) 2.781(4) 172(6) 2_666 O11W H11B O8W 0.841(19) 2.04(3) 2.796(4) 150(6) . O13W H13A O6W 0.90(2) 1.90(3) 2.790(5) 170(8) . O13W H13B O6 0.89(2) 2.28(5) 3.053(6) 144(8) 1_655 O13W H13B O12W 0.89(2) 2.56(6) 3.304(8) 142(7) 1_654 O7W H7A O2W 0.84(2) 2.38(4) 3.050(4) 138(5) . O7W H7A O1 0.84(2) 2.44(5) 3.018(4) 127(5) 2_557 O7W H7B O5W 0.84(2) 1.94(2) 2.767(4) 167(5) 2_557 O9W H9A O2W 0.826(19) 2.05(3) 2.837(4) 159(5) . O9W H9B O5 0.840(19) 1.95(3) 2.746(4) 158(5) 2_567 O5W H5A O9W 0.858(19) 1.91(2) 2.760(4) 169(5) . O5W H5B O3W 0.84(2) 1.92(2) 2.755(4) 172(5) 1_655 O2W H2A O12W 0.814(19) 2.09(2) 2.902(5) 172(5) . O2W H2B O3 0.830(19) 2.05(2) 2.882(4) 174(5) 2_557 O12W H12A O2W 0.83(2) 2.31(6) 2.902(5) 129(7) . O12W H12B O6 0.85(2) 1.87(2) 2.717(4) 172(8) 1_556 O1W H1A O12W 0.838(19) 2.00(2) 2.820(5) 166(5) . O1W H1B O5 0.842(19) 2.01(2) 2.856(4) 178(5) 2_467 O3W H3A O5W 0.850(19) 2.06(3) 2.872(4) 159(5) 2_557 O3W H3B O1W 0.845(19) 1.95(3) 2.757(4) 159(5) . O8W H8A O4 0.83(2) 2.30(4) 3.027(4) 146(5) 2_666 O8W H8A O13W 0.83(2) 2.63(4) 3.249(7) 132(5) 2_666 O8W H8B O11W 0.83(2) 2.36(4) 3.055(5) 142(5) 2_666 _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 0.805 _refine_diff_density_min -0.772 _refine_diff_density_rms 0.092