# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_abdulm66 _database_code_depnum_ccdc_archive 'CCDC 889270' #TrackingRef '3A.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H7 Cu N3 O5, 2(C4 H12 N), C H4 O' _chemical_formula_sum 'C20 H35 Cu N5 O6' _chemical_formula_weight 505.07 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' 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' H H 0.0000 0.0000 '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 _symmetry_space_group_name_Hall '-P 2n 2ab' 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 39.015(2) _cell_length_b 11.2329(5) _cell_length_c 11.1105(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4869.1(5) _cell_formula_units_Z 8 _cell_measurement_temperature 110 _cell_measurement_reflns_used 3451 _cell_measurement_theta_min 3.0112 _cell_measurement_theta_max 28.2322 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.378 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2136 _exptl_absorpt_coefficient_mu 0.941 _exptl_absorpt_correction_T_min 0.75213 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110 _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 'oxford gemini s' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 5 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11072 _diffrn_reflns_av_R_equivalents 0.0663 _diffrn_reflns_av_sigmaI/netI 0.0760 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 46 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.02 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4254 _reflns_number_gt 2908 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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. In order to refine the atoms of one [NMe4]+ cation anisotropically DELU, SIMU and ISOR restraints have been applied. ; _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^)+(0.0576P)^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 4254 _refine_ls_number_parameters 294 _refine_ls_number_restraints 64 _refine_ls_R_factor_all 0.0877 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1160 _refine_ls_wR_factor_gt 0.1100 _refine_ls_goodness_of_fit_ref 1.029 _refine_ls_restrained_S_all 1.021 _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 C20 C 0.14380(11) 0.3497(4) -0.2070(4) 0.0343(11) Uani 1 1 d . . . H20A H 0.1218 0.3642 -0.1709 0.051 Uiso 1 1 calc R . . H20B H 0.1407 0.3202 -0.2873 0.051 Uiso 1 1 calc R . . H20C H 0.1566 0.4225 -0.2095 0.051 Uiso 1 1 calc R . . O6 O 0.16177(7) 0.2648(3) -0.1383(3) 0.0345(8) Uani 1 1 d . . . H6O H 0.1655(10) 0.287(4) -0.062(4) 0.032(13) Uiso 1 1 d . . . C1 C 0.06905(9) 0.2228(3) 0.4868(3) 0.0174(8) Uani 1 1 d . . . C2 C 0.08881(10) 0.1358(3) 0.5687(3) 0.0176(8) Uani 1 1 d . . . C2N C 0.14201(10) 0.0420(4) 0.6180(4) 0.0287(10) Uani 1 1 d . . . H2N1 H 0.1653 0.0402 0.5901 0.043 Uiso 1 1 calc R . . H2N2 H 0.1324 -0.0367 0.6139 0.043 Uiso 1 1 calc R . . H2N3 H 0.1415 0.0696 0.6998 0.043 Uiso 1 1 calc R . . C3 C 0.16768(9) 0.2952(3) 0.1951(3) 0.0181(8) Uani 1 1 d . . . C4 C 0.19405(9) 0.2183(3) 0.2653(3) 0.0184(8) Uani 1 1 d . . . C5 C 0.08102(9) 0.3446(3) 0.3048(3) 0.0165(8) Uani 1 1 d . . . C6 C 0.04986(9) 0.4022(3) 0.2873(3) 0.0197(8) Uani 1 1 d . . . H6 H 0.0319 0.3908 0.3410 0.024 Uiso 1 1 calc R . . C7 C 0.04590(10) 0.4769(3) 0.1888(3) 0.0222(9) Uani 1 1 d . . . H7 H 0.0252 0.5160 0.1770 0.027 Uiso 1 1 calc R . . C8 C 0.07239(10) 0.4939(3) 0.1081(4) 0.0234(9) Uani 1 1 d . . . H8 H 0.0693 0.5439 0.0422 0.028 Uiso 1 1 calc R . . C9 C 0.10365(10) 0.4368(3) 0.1247(3) 0.0203(9) Uani 1 1 d . . . H9 H 0.1214 0.4483 0.0699 0.024 Uiso 1 1 calc R . . C10 C 0.10837(9) 0.3624(3) 0.2234(3) 0.0173(8) Uani 1 1 d . . . N1 N 0.08928(8) 0.2661(2) 0.4001(3) 0.0166(7) Uani 1 1 d . . . N2 N 0.12180(8) 0.1231(3) 0.5415(3) 0.0202(7) Uani 1 1 d . . . N3 N 0.13849(7) 0.3003(3) 0.2544(3) 0.0171(7) Uani 1 1 d . . . O1 O 0.03813(7) 0.2435(2) 0.5043(2) 0.0231(6) Uani 1 1 d . . . O2 O 0.07273(7) 0.0842(2) 0.6501(2) 0.0255(7) Uani 1 1 d . . . O3 O 0.17600(6) 0.3425(2) 0.0969(2) 0.0264(6) Uani 1 1 d . . . O4 O 0.18348(6) 0.1672(2) 0.3620(2) 0.0204(6) Uani 1 1 d . . . O5 O 0.22383(6) 0.2128(2) 0.2272(2) 0.0255(6) Uani 1 1 d . . . Cu1 Cu 0.135098(11) 0.20654(4) 0.39794(4) 0.01665(15) Uani 1 1 d . . . C16 C 0.03925(10) 0.1814(3) 0.0684(3) 0.0207(9) Uani 1 1 d U . . H16A H 0.0150 0.1945 0.0765 0.031 Uiso 1 1 calc R . . H16B H 0.0515 0.2488 0.0996 0.031 Uiso 1 1 calc R . . H16C H 0.0456 0.1113 0.1126 0.031 Uiso 1 1 calc R . . C17 C 0.02887(10) 0.0608(3) -0.1105(3) 0.0209(8) Uani 1 1 d U . . H17A H 0.0346 0.0504 -0.1939 0.031 Uiso 1 1 calc R . . H17B H 0.0047 0.0746 -0.1030 0.031 Uiso 1 1 calc R . . H17C H 0.0350 -0.0095 -0.0664 0.031 Uiso 1 1 calc R . . C18 C 0.03838(10) 0.2739(3) -0.1311(3) 0.0217(9) Uani 1 1 d U . . H18A H 0.0441 0.2626 -0.2144 0.033 Uiso 1 1 calc R . . H18B H 0.0507 0.3412 -0.1002 0.033 Uiso 1 1 calc R . . H18C H 0.0142 0.2878 -0.1236 0.033 Uiso 1 1 calc R . . C19 C 0.08575(9) 0.1446(3) -0.0727(3) 0.0216(9) Uani 1 1 d U . . H19A H 0.0915 0.1337 -0.1559 0.032 Uiso 1 1 calc R . . H19B H 0.0921 0.0749 -0.0280 0.032 Uiso 1 1 calc R . . H19C H 0.0979 0.2123 -0.0415 0.032 Uiso 1 1 calc R . . N5 N 0.04797(7) 0.1650(3) -0.0613(3) 0.0151(7) Uani 1 1 d U . . C12 C 0.22709(10) 0.5242(3) 0.3830(3) 0.0267(10) Uani 1 1 d . . . H12A H 0.2169 0.4676 0.3289 0.040 Uiso 1 1 calc R . . H12B H 0.2440 0.5702 0.3407 0.040 Uiso 1 1 calc R . . H12C H 0.2096 0.5763 0.4137 0.040 Uiso 1 1 calc R . . C13 C 0.21704(10) 0.3896(3) 0.5510(3) 0.0232(9) Uani 1 1 d . . . H13A H 0.2068 0.3328 0.4973 0.035 Uiso 1 1 calc R . . H13B H 0.1997 0.4425 0.5810 0.035 Uiso 1 1 calc R . . H13C H 0.2276 0.3485 0.6172 0.035 Uiso 1 1 calc R . . C14 C 0.25925(10) 0.5487(3) 0.5683(3) 0.0226(9) Uani 1 1 d . . . H14A H 0.2699 0.5079 0.6344 0.034 Uiso 1 1 calc R . . H14B H 0.2417 0.6008 0.5983 0.034 Uiso 1 1 calc R . . H14C H 0.2762 0.5945 0.5259 0.034 Uiso 1 1 calc R . . C15 C 0.27085(10) 0.3788(4) 0.4374(4) 0.0263(10) Uani 1 1 d . . . H15A H 0.2607 0.3221 0.3834 0.039 Uiso 1 1 calc R . . H15B H 0.2815 0.3375 0.5032 0.039 Uiso 1 1 calc R . . H15C H 0.2878 0.4246 0.3953 0.039 Uiso 1 1 calc R . . N4 N 0.24368(7) 0.4599(3) 0.4848(3) 0.0185(7) 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 C20 0.037(3) 0.032(2) 0.033(3) 0.013(2) -0.005(2) -0.008(2) O6 0.0354(18) 0.0328(17) 0.035(2) 0.0031(14) -0.0080(15) 0.0036(15) C1 0.020(2) 0.0149(19) 0.018(2) -0.0071(15) 0.0046(17) -0.0050(17) C2 0.026(2) 0.0178(19) 0.009(2) -0.0046(15) 0.0011(17) -0.0040(18) C2N 0.028(2) 0.032(2) 0.027(2) 0.0122(18) 0.0007(19) -0.0005(19) C3 0.021(2) 0.0174(17) 0.016(2) -0.0042(17) 0.0022(17) -0.0050(18) C4 0.019(2) 0.0177(19) 0.018(2) -0.0067(16) 0.0004(17) -0.0026(18) C5 0.021(2) 0.0143(17) 0.014(2) -0.0050(15) -0.0008(17) -0.0015(17) C6 0.019(2) 0.0166(18) 0.023(2) -0.0049(16) -0.0006(17) -0.0017(17) C7 0.022(2) 0.0161(18) 0.029(2) -0.0031(16) -0.0054(18) 0.0031(17) C8 0.031(2) 0.0139(17) 0.025(2) 0.0000(17) -0.005(2) -0.0012(18) C9 0.025(2) 0.0172(18) 0.018(2) 0.0007(16) 0.0002(17) -0.0038(17) C10 0.019(2) 0.0136(18) 0.019(2) 0.0006(16) -0.0019(17) -0.0028(17) N1 0.0203(16) 0.0133(15) 0.0163(17) -0.0011(13) 0.0021(15) -0.0001(13) N2 0.0189(17) 0.0199(16) 0.0217(18) 0.0057(13) -0.0019(15) -0.0011(15) N3 0.0199(16) 0.0153(14) 0.0162(17) -0.0006(13) 0.0016(14) -0.0004(15) O1 0.0175(14) 0.0231(13) 0.0287(16) 0.0002(12) 0.0051(12) -0.0010(12) O2 0.0317(16) 0.0239(14) 0.0208(15) 0.0035(12) 0.0111(13) -0.0051(13) O3 0.0259(15) 0.0332(15) 0.0201(16) 0.0087(13) 0.0047(13) -0.0020(13) O4 0.0199(14) 0.0231(13) 0.0183(15) 0.0068(11) 0.0031(12) -0.0004(12) O5 0.0208(14) 0.0305(15) 0.0251(16) 0.0021(12) 0.0066(12) 0.0019(13) Cu1 0.0176(2) 0.0167(2) 0.0157(3) 0.00185(19) 0.0027(2) -0.0009(2) C16 0.026(2) 0.021(2) 0.015(2) -0.0005(14) 0.0004(17) -0.0012(17) C17 0.023(2) 0.0203(18) 0.020(2) -0.0033(16) 0.0017(18) -0.0056(17) C18 0.025(2) 0.020(2) 0.021(2) 0.0075(15) -0.0009(17) 0.0026(17) C19 0.0177(19) 0.022(2) 0.025(2) 0.0025(16) 0.0012(17) 0.0030(17) N5 0.0160(15) 0.0121(15) 0.0172(17) 0.0015(12) 0.0011(13) -0.0017(13) C12 0.032(2) 0.023(2) 0.025(2) 0.0062(17) 0.0005(19) 0.0063(19) C13 0.024(2) 0.0209(19) 0.025(2) -0.0010(17) 0.0003(19) -0.0011(18) C14 0.029(2) 0.023(2) 0.016(2) -0.0042(16) 0.0014(17) -0.0010(19) C15 0.029(2) 0.024(2) 0.026(2) -0.0049(17) 0.0031(18) 0.0091(19) N4 0.0228(18) 0.0157(15) 0.0169(18) -0.0003(13) 0.0001(14) 0.0013(15) _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 C20 O6 1.408(5) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? O6 H6O 0.89(4) . ? C1 O1 1.244(4) . ? C1 N1 1.337(4) . ? C1 C2 1.542(5) . ? C2 O2 1.243(4) . ? C2 N2 1.330(5) . ? C2N N2 1.475(5) . ? C2N H2N1 0.9600 . ? C2N H2N2 0.9600 . ? C2N H2N3 0.9600 . ? C3 O3 1.256(4) . ? C3 N3 1.317(4) . ? C3 C4 1.554(5) . ? C4 O5 1.238(4) . ? C4 O4 1.286(4) . ? C5 C6 1.391(5) . ? C5 C10 1.413(5) . ? C5 N1 1.415(5) . ? C6 C7 1.387(5) . ? C6 H6 0.9300 . ? C7 C8 1.381(5) . ? C7 H7 0.9300 . ? C8 C9 1.390(5) . ? C8 H8 0.9300 . ? C9 C10 1.391(5) . ? C9 H9 0.9300 . ? C10 N3 1.409(4) . ? N1 Cu1 1.909(3) . ? N2 Cu1 1.922(3) . ? N3 Cu1 1.916(3) . ? O4 Cu1 1.979(3) . ? C16 N5 1.492(4) . ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? C17 N5 1.491(4) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 N5 1.497(4) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 N5 1.497(4) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C12 N4 1.490(5) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 N4 1.499(5) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 N4 1.491(5) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 N4 1.494(5) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? 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 C20 H20A 109.5 . . ? O6 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? O6 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C20 O6 H6O 114(3) . . ? O1 C1 N1 128.1(4) . . ? O1 C1 C2 120.7(3) . . ? N1 C1 C2 111.2(3) . . ? O2 C2 N2 127.1(4) . . ? O2 C2 C1 118.2(3) . . ? N2 C2 C1 114.7(3) . . ? N2 C2N H2N1 109.5 . . ? N2 C2N H2N2 109.5 . . ? H2N1 C2N H2N2 109.5 . . ? N2 C2N H2N3 109.5 . . ? H2N1 C2N H2N3 109.5 . . ? H2N2 C2N H2N3 109.5 . . ? O3 C3 N3 129.8(3) . . ? O3 C3 C4 120.0(3) . . ? N3 C3 C4 110.2(3) . . ? O5 C4 O4 124.4(3) . . ? O5 C4 C3 118.5(3) . . ? O4 C4 C3 117.1(3) . . ? C6 C5 C10 120.3(3) . . ? C6 C5 N1 126.5(3) . . ? C10 C5 N1 113.3(3) . . ? C7 C6 C5 119.3(4) . . ? C7 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C8 C7 C6 120.8(4) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 120.4(3) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C8 C9 C10 119.9(3) . . ? C8 C9 H9 120.1 . . ? C10 C9 H9 120.1 . . ? C9 C10 N3 126.9(3) . . ? C9 C10 C5 119.3(3) . . ? N3 C10 C5 113.8(3) . . ? C1 N1 C5 129.1(3) . . ? C1 N1 Cu1 115.7(2) . . ? C5 N1 Cu1 115.0(2) . . ? C2 N2 C2N 116.9(3) . . ? C2 N2 Cu1 113.4(2) . . ? C2N N2 Cu1 129.4(2) . . ? C3 N3 C10 128.3(3) . . ? C3 N3 Cu1 116.9(2) . . ? C10 N3 Cu1 114.7(2) . . ? C4 O4 Cu1 112.0(2) . . ? N1 Cu1 N3 83.24(12) . . ? N1 Cu1 N2 84.71(12) . . ? N3 Cu1 N2 167.92(13) . . ? N1 Cu1 O4 166.87(11) . . ? N3 Cu1 O4 83.63(11) . . ? N2 Cu1 O4 108.43(12) . . ? N5 C16 H16A 109.5 . . ? N5 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? N5 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? N5 C17 H17A 109.5 . . ? N5 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? N5 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? N5 C18 H18A 109.5 . . ? N5 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N5 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N5 C19 H19A 109.5 . . ? N5 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N5 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C17 N5 C16 109.7(3) . . ? C17 N5 C18 109.0(3) . . ? C16 N5 C18 110.1(3) . . ? C17 N5 C19 110.0(3) . . ? C16 N5 C19 109.0(3) . . ? C18 N5 C19 109.1(3) . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N4 C13 H13A 109.5 . . ? N4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N4 C14 H14A 109.5 . . ? N4 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? N4 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N4 C15 H15A 109.5 . . ? N4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C12 N4 C14 109.0(3) . . ? C12 N4 C15 109.7(3) . . ? C14 N4 C15 109.8(3) . . ? C12 N4 C13 109.1(3) . . ? C14 N4 C13 109.2(3) . . ? C15 N4 C13 110.1(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 2.2(5) . . . . ? N1 C1 C2 O2 -176.6(3) . . . . ? O1 C1 C2 N2 -178.9(3) . . . . ? N1 C1 C2 N2 2.2(4) . . . . ? O3 C3 C4 O5 5.6(5) . . . . ? N3 C3 C4 O5 -173.8(3) . . . . ? O3 C3 C4 O4 -176.5(3) . . . . ? N3 C3 C4 O4 4.2(5) . . . . ? C10 C5 C6 C7 0.2(5) . . . . ? N1 C5 C6 C7 179.9(3) . . . . ? C5 C6 C7 C8 0.4(5) . . . . ? C6 C7 C8 C9 -0.4(5) . . . . ? C7 C8 C9 C10 -0.2(5) . . . . ? C8 C9 C10 N3 -178.5(3) . . . . ? C8 C9 C10 C5 0.8(5) . . . . ? C6 C5 C10 C9 -0.8(5) . . . . ? N1 C5 C10 C9 179.4(3) . . . . ? C6 C5 C10 N3 178.6(3) . . . . ? N1 C5 C10 N3 -1.1(4) . . . . ? O1 C1 N1 C5 -1.1(6) . . . . ? C2 C1 N1 C5 177.7(3) . . . . ? O1 C1 N1 Cu1 -176.8(3) . . . . ? C2 C1 N1 Cu1 1.9(4) . . . . ? C6 C5 N1 C1 5.8(6) . . . . ? C10 C5 N1 C1 -174.4(3) . . . . ? C6 C5 N1 Cu1 -178.4(3) . . . . ? C10 C5 N1 Cu1 1.4(4) . . . . ? O2 C2 N2 C2N -2.0(6) . . . . ? C1 C2 N2 C2N 179.3(3) . . . . ? O2 C2 N2 Cu1 173.5(3) . . . . ? C1 C2 N2 Cu1 -5.2(4) . . . . ? O3 C3 N3 C10 -0.7(6) . . . . ? C4 C3 N3 C10 178.6(3) . . . . ? O3 C3 N3 Cu1 176.2(3) . . . . ? C4 C3 N3 Cu1 -4.5(4) . . . . ? C9 C10 N3 C3 -3.2(6) . . . . ? C5 C10 N3 C3 177.4(3) . . . . ? C9 C10 N3 Cu1 179.8(3) . . . . ? C5 C10 N3 Cu1 0.4(4) . . . . ? O5 C4 O4 Cu1 176.0(3) . . . . ? C3 C4 O4 Cu1 -1.8(4) . . . . ? C1 N1 Cu1 N3 175.5(3) . . . . ? C5 N1 Cu1 N3 -0.9(2) . . . . ? C1 N1 Cu1 N2 -3.8(2) . . . . ? C5 N1 Cu1 N2 179.8(2) . . . . ? C1 N1 Cu1 O4 176.1(4) . . . . ? C5 N1 Cu1 O4 -0.3(6) . . . . ? C3 N3 Cu1 N1 -177.0(3) . . . . ? C10 N3 Cu1 N1 0.3(2) . . . . ? C3 N3 Cu1 N2 -173.5(5) . . . . ? C10 N3 Cu1 N2 3.8(7) . . . . ? C3 N3 Cu1 O4 3.1(3) . . . . ? C10 N3 Cu1 O4 -179.6(2) . . . . ? C2 N2 Cu1 N1 5.0(3) . . . . ? C2N N2 Cu1 N1 179.9(3) . . . . ? C2 N2 Cu1 N3 1.5(8) . . . . ? C2N N2 Cu1 N3 176.3(5) . . . . ? C2 N2 Cu1 O4 -175.0(2) . . . . ? C2N N2 Cu1 O4 -0.1(4) . . . . ? C4 O4 Cu1 N1 -1.1(6) . . . . ? C4 O4 Cu1 N3 -0.5(2) . . . . ? C4 O4 Cu1 N2 178.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.535 _refine_diff_density_min -0.518 _refine_diff_density_rms 0.078 data_cun3omecn _database_code_depnum_ccdc_archive 'CCDC 889271' #TrackingRef '3B.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C16 H36 N), C11 H7 Cu N3 O5' _chemical_formula_sum 'C43 H79 Cu N5 O5' _chemical_formula_weight 809.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 '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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pna2(1) _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 34.2134(10) _cell_length_b 13.3036(4) _cell_length_c 19.7816(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 9003.8(4) _cell_formula_units_Z 8 _cell_measurement_temperature 115 _cell_measurement_reflns_used 15605 _cell_measurement_theta_min 3.3190 _cell_measurement_theta_max 62.5717 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3528 _exptl_absorpt_coefficient_mu 1.046 _exptl_absorpt_correction_T_min 0.89946 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 115 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'oxford gemini s' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 10 _diffrn_standards_decay_% 0 _diffrn_reflns_number 30565 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0464 _diffrn_reflns_limit_h_min -37 _diffrn_reflns_limit_h_max 39 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.56 _diffrn_reflns_theta_max 62.68 _reflns_number_total 11690 _reflns_number_gt 9779 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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. In order to refine one [n-Bu4N]+ cation, possessing a disorder, to reasonable bond distances and bond angles DFIX and DANG restraints were applied. In order to refine all atoms of this cation anisotropically DELU, SIMU and ISOR restraints were applied, as well as EADP restraints, cf. below: DFIX 1.454 0.020 N7 C69 DFIX 1.450 0.020 C69 C70 DFIX 1.450 0.020 C70 C71 DANG 2.550 0.040 N7 C70 DANG 2.550 0.040 C69 C71 DFIX 1.450 0.020 C71 C72 DANG 2.550 0.040 C70 C72 DFIX 1.454 0.020 N7 C69' DFIX 1.450 0.020 C69' C70' DFIX 1.450 0.020 C70' C71' DANG 2.550 0.040 N7 C70' DANG 2.550 0.040 C69' C71' DFIX 1.450 0.020 C71' C72' DANG 2.550 0.040 C70' C72' DELU 0.010 0.010 C69 C70 C71 C72 N7 SIMU 0.040 0.080 1.700 C69 C70 C71 C72 N7 ISOR 0.100 C69 C70 C71 C72 N7 DELU 0.010 0.010 C69' C70' C71' C72' N7 SIMU 0.040 0.080 1.700 C69' C70' C71' C72' N7 ISOR 0.100 C69' C70' C71' C72' N7 EADP C69 C69' DFIX 1.470 0.020 C73 C74 DFIX 1.500 0.020 C75 C76 DFIX 1.520 0.020 C75 C74 DANG 2.570 0.040 N7 C74 DANG 2.570 0.040 C73 C75 DANG 2.570 0.040 C74 C76 EADP C74 C75 DFIX 1.55 0.020 C59 C60 DFIX 1.550 0.020 C58 C59 DANG 2.650 0.040 C58 C60 EADP C53 C55 EADP C72 C72' ; _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^)+(0.1075P)^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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(3) _refine_ls_number_reflns 11690 _refine_ls_number_parameters 986 _refine_ls_number_restraints 146 _refine_ls_R_factor_all 0.0634 _refine_ls_R_factor_gt 0.0549 _refine_ls_wR_factor_ref 0.1452 _refine_ls_wR_factor_gt 0.1411 _refine_ls_goodness_of_fit_ref 0.980 _refine_ls_restrained_S_all 0.978 _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 C1 C -0.02842(12) 0.3530(3) -0.0116(2) 0.0317(10) Uani 1 1 d . . . C2 C -0.02012(13) 0.4547(4) 0.0235(3) 0.0345(11) Uani 1 1 d . . . C2N C -0.02913(16) 0.5570(4) 0.1195(3) 0.0478(12) Uani 1 1 d . . . H2N1 H -0.0385 0.5527 0.1652 0.072 Uiso 1 1 calc R . . H2N2 H -0.0449 0.6040 0.0947 0.072 Uiso 1 1 calc R . . H2N3 H -0.0024 0.5793 0.1197 0.072 Uiso 1 1 calc R . . C3 C -0.07576(12) 0.1717(3) 0.2006(2) 0.0289(10) Uani 1 1 d . . . C4 C -0.06663(13) 0.2605(3) 0.2501(2) 0.0316(10) Uani 1 1 d . . . C5 C -0.05033(12) 0.1846(3) 0.0219(2) 0.0276(10) Uani 1 1 d . . . C6 C -0.04896(12) 0.1332(4) -0.0388(2) 0.0314(10) Uani 1 1 d . . . H6 H -0.0408 0.1661 -0.0778 0.038 Uiso 1 1 calc R . . C7 C -0.05990(14) 0.0307(4) -0.0417(3) 0.0374(11) Uani 1 1 d . . . H7 H -0.0593 -0.0037 -0.0826 0.045 Uiso 1 1 calc R . . C8 C -0.07156(14) -0.0180(3) 0.0168(3) 0.0361(11) Uani 1 1 d . . . H8 H -0.0783 -0.0857 0.0150 0.043 Uiso 1 1 calc R . . C9 C -0.07337(13) 0.0325(3) 0.0778(3) 0.0330(10) Uani 1 1 d . . . H9 H -0.0814 -0.0018 0.1163 0.040 Uiso 1 1 calc R . . C10 C -0.06330(11) 0.1341(3) 0.0828(3) 0.0284(9) Uani 1 1 d . . . C11 C 0.16945(15) 0.2517(4) 0.2206(3) 0.0455(13) Uani 1 1 d . . . C12 C 0.15699(14) 0.1464(4) 0.1961(3) 0.0423(12) Uani 1 1 d . . . C12N C 0.14956(16) 0.0340(4) 0.1039(3) 0.0461(13) Uani 1 1 d . . . H12A H 0.1547 0.0312 0.0562 0.069 Uiso 1 1 calc R . . H12B H 0.1221 0.0256 0.1117 0.069 Uiso 1 1 calc R . . H12C H 0.1637 -0.0187 0.1263 0.069 Uiso 1 1 calc R . . C13 C 0.20512(12) 0.3886(3) -0.0134(2) 0.0283(10) Uani 1 1 d . . . C14 C 0.19489(12) 0.2883(3) -0.0514(2) 0.0274(9) Uani 1 1 d . . . C15 C 0.19520(14) 0.4086(4) 0.1695(3) 0.0372(11) Uani 1 1 d . . . C16 C 0.19884(16) 0.4723(4) 0.2260(3) 0.0487(14) Uani 1 1 d . . . H16 H 0.1932 0.4488 0.2692 0.058 Uiso 1 1 calc R . . C17 C 0.21105(18) 0.5713(5) 0.2162(3) 0.0591(17) Uani 1 1 d . . . H17 H 0.2128 0.6141 0.2533 0.071 Uiso 1 1 calc R . . C18 C 0.22045(17) 0.6069(4) 0.1542(3) 0.0539(15) Uani 1 1 d . . . H18 H 0.2292 0.6727 0.1495 0.065 Uiso 1 1 calc R . . C19 C 0.21709(15) 0.5454(4) 0.0972(3) 0.0474(13) Uani 1 1 d . . . H19 H 0.2233 0.5705 0.0546 0.057 Uiso 1 1 calc R . . C20 C 0.20445(13) 0.4464(4) 0.1043(2) 0.0345(11) Uani 1 1 d . . . C21 C 0.05595(13) 0.4385(3) -0.1443(2) 0.0299(10) Uani 1 1 d . . . H21A H 0.0503 0.4949 -0.1738 0.036 Uiso 1 1 calc R . . H21B H 0.0359 0.4367 -0.1098 0.036 Uiso 1 1 calc R . . C22 C 0.05340(15) 0.3421(4) -0.1856(3) 0.0391(11) Uani 1 1 d . . . H22A H 0.0581 0.2847 -0.1565 0.047 Uiso 1 1 calc R . . H22B H 0.0734 0.3425 -0.2204 0.047 Uiso 1 1 calc R . . C23 C 0.01325(16) 0.3324(5) -0.2184(3) 0.0521(14) Uani 1 1 d . . . H23A H -0.0064 0.3272 -0.1833 0.063 Uiso 1 1 calc R . . H23B H 0.0079 0.3927 -0.2443 0.063 Uiso 1 1 calc R . . C24 C 0.0103(2) 0.2424(5) -0.2641(3) 0.0650(18) Uani 1 1 d . . . H24A H -0.0154 0.2394 -0.2834 0.098 Uiso 1 1 calc R . . H24B H 0.0151 0.1823 -0.2385 0.098 Uiso 1 1 calc R . . H24C H 0.0293 0.2479 -0.2996 0.098 Uiso 1 1 calc R . . C25 C 0.12810(12) 0.4549(3) -0.1619(2) 0.0276(9) Uani 1 1 d . . . H25A H 0.1523 0.4709 -0.1388 0.033 Uiso 1 1 calc R . . H25B H 0.1305 0.3872 -0.1796 0.033 Uiso 1 1 calc R . . C26 C 0.12335(14) 0.5266(4) -0.2207(2) 0.0357(11) Uani 1 1 d . . . H26A H 0.1256 0.5952 -0.2045 0.043 Uiso 1 1 calc R . . H26B H 0.0975 0.5184 -0.2401 0.043 Uiso 1 1 calc R . . C27 C 0.15386(15) 0.5084(4) -0.2749(3) 0.0404(11) Uani 1 1 d . . . H27A H 0.1795 0.5242 -0.2569 0.049 Uiso 1 1 calc R . . H27B H 0.1537 0.4379 -0.2872 0.049 Uiso 1 1 calc R . . C28 C 0.14669(18) 0.5708(6) -0.3369(3) 0.0645(17) Uani 1 1 d . . . H28A H 0.1667 0.5573 -0.3698 0.097 Uiso 1 1 calc R . . H28B H 0.1472 0.6408 -0.3251 0.097 Uiso 1 1 calc R . . H28C H 0.1216 0.5542 -0.3556 0.097 Uiso 1 1 calc R . . C29 C 0.09195(12) 0.5596(3) -0.0774(2) 0.0277(9) Uani 1 1 d . . . H29A H 0.0843 0.6078 -0.1117 0.033 Uiso 1 1 calc R . . H29B H 0.0712 0.5571 -0.0441 0.033 Uiso 1 1 calc R . . C30 C 0.12847(13) 0.5984(3) -0.0430(2) 0.0328(10) Uani 1 1 d . . . H30A H 0.1501 0.5982 -0.0747 0.039 Uiso 1 1 calc R . . H30B H 0.1352 0.5549 -0.0054 0.039 Uiso 1 1 calc R . . C31 C 0.12134(14) 0.7065(4) -0.0170(3) 0.0362(10) Uani 1 1 d . . . H31A H 0.1152 0.7495 -0.0552 0.043 Uiso 1 1 calc R . . H31B H 0.0989 0.7063 0.0129 0.043 Uiso 1 1 calc R . . C32 C 0.15585(16) 0.7497(4) 0.0201(3) 0.0466(13) Uani 1 1 d . . . H32A H 0.1498 0.8165 0.0350 0.070 Uiso 1 1 calc R . . H32B H 0.1780 0.7518 -0.0096 0.070 Uiso 1 1 calc R . . H32C H 0.1618 0.7083 0.0585 0.070 Uiso 1 1 calc R . . C33 C 0.10435(12) 0.3755(3) -0.0590(2) 0.0278(9) Uani 1 1 d . . . H33A H 0.1123 0.3156 -0.0833 0.033 Uiso 1 1 calc R . . H33B H 0.1266 0.3977 -0.0326 0.033 Uiso 1 1 calc R . . C34 C 0.07222(13) 0.3464(3) -0.0105(2) 0.0329(10) Uani 1 1 d . . . H34A H 0.0505 0.3174 -0.0353 0.039 Uiso 1 1 calc R . . H34B H 0.0629 0.4057 0.0131 0.039 Uiso 1 1 calc R . . C35 C 0.08786(13) 0.2705(3) 0.0402(2) 0.0310(10) Uani 1 1 d . . . H35A H 0.1071 0.3032 0.0687 0.037 Uiso 1 1 calc R . . H35B H 0.1009 0.2168 0.0159 0.037 Uiso 1 1 calc R . . C36 C 0.05620(14) 0.2253(4) 0.0848(3) 0.0418(11) Uani 1 1 d . . . H36A H 0.0678 0.1783 0.1157 0.063 Uiso 1 1 calc R . . H36B H 0.0374 0.1911 0.0570 0.063 Uiso 1 1 calc R . . H36C H 0.0434 0.2778 0.1097 0.063 Uiso 1 1 calc R . . C37 C 0.04737(12) 0.3854(3) 0.2796(2) 0.0276(9) Uani 1 1 d . . . H37A H 0.0400 0.4484 0.3008 0.033 Uiso 1 1 calc R . . H37B H 0.0251 0.3627 0.2533 0.033 Uiso 1 1 calc R . . C38 C 0.08099(13) 0.4060(4) 0.2311(2) 0.0334(10) Uani 1 1 d . . . H38A H 0.1038 0.4284 0.2561 0.040 Uiso 1 1 calc R . . H38B H 0.0878 0.3451 0.2069 0.040 Uiso 1 1 calc R . . C39 C 0.06815(13) 0.4870(4) 0.1816(2) 0.0360(10) Uani 1 1 d . . . H39A H 0.0581 0.5439 0.2068 0.043 Uiso 1 1 calc R . . H39B H 0.0471 0.4609 0.1539 0.043 Uiso 1 1 calc R . . C40 C 0.10135(16) 0.5231(4) 0.1355(2) 0.0417(11) Uani 1 1 d . . . H40A H 0.0919 0.5754 0.1064 0.063 Uiso 1 1 calc R . . H40B H 0.1105 0.4679 0.1086 0.063 Uiso 1 1 calc R . . H40C H 0.1224 0.5484 0.1626 0.063 Uiso 1 1 calc R . . C41 C 0.06324(12) 0.2047(3) 0.3049(2) 0.0272(9) Uani 1 1 d . . . H41A H 0.0861 0.2093 0.2762 0.033 Uiso 1 1 calc R . . H41B H 0.0695 0.1592 0.3417 0.033 Uiso 1 1 calc R . . C42 C 0.03003(13) 0.1589(3) 0.2639(2) 0.0310(10) Uani 1 1 d . . . H42A H 0.0243 0.2013 0.2253 0.037 Uiso 1 1 calc R . . H42B H 0.0067 0.1546 0.2916 0.037 Uiso 1 1 calc R . . C43 C 0.04166(14) 0.0536(3) 0.2397(2) 0.0348(10) Uani 1 1 d . . . H43A H 0.0673 0.0567 0.2187 0.042 Uiso 1 1 calc R . . H43B H 0.0434 0.0089 0.2783 0.042 Uiso 1 1 calc R . . C44 C 0.01266(16) 0.0114(4) 0.1895(3) 0.0427(12) Uani 1 1 d . . . H44A H 0.0209 -0.0545 0.1757 0.064 Uiso 1 1 calc R . . H44B H 0.0113 0.0546 0.1507 0.064 Uiso 1 1 calc R . . H44C H -0.0126 0.0072 0.2103 0.064 Uiso 1 1 calc R . . C45 C 0.01866(12) 0.3077(3) 0.3793(2) 0.0261(9) Uani 1 1 d . . . H45A H 0.0144 0.3751 0.3965 0.031 Uiso 1 1 calc R . . H45B H -0.0036 0.2904 0.3514 0.031 Uiso 1 1 calc R . . C46 C 0.02005(13) 0.2359(3) 0.4386(2) 0.0307(10) Uani 1 1 d . . . H46A H 0.0402 0.2568 0.4701 0.037 Uiso 1 1 calc R . . H46B H 0.0263 0.1688 0.4229 0.037 Uiso 1 1 calc R . . C47 C -0.01979(13) 0.2354(3) 0.4743(2) 0.0321(10) Uani 1 1 d . . . H47A H -0.0263 0.3033 0.4880 0.039 Uiso 1 1 calc R . . H47B H -0.0396 0.2131 0.4427 0.039 Uiso 1 1 calc R . . C48 C -0.02038(15) 0.1670(4) 0.5363(3) 0.0441(12) Uani 1 1 d . . . H48A H -0.0458 0.1693 0.5569 0.066 Uiso 1 1 calc R . . H48B H -0.0011 0.1894 0.5682 0.066 Uiso 1 1 calc R . . H48C H -0.0146 0.0993 0.5228 0.066 Uiso 1 1 calc R . . C49 C 0.09137(12) 0.3366(3) 0.3753(2) 0.0282(9) Uani 1 1 d . . . H49A H 0.0943 0.2888 0.4119 0.034 Uiso 1 1 calc R . . H49B H 0.1140 0.3299 0.3462 0.034 Uiso 1 1 calc R . . C50 C 0.09118(14) 0.4414(4) 0.4048(3) 0.0417(12) Uani 1 1 d . . . H50A H 0.0679 0.4504 0.4320 0.050 Uiso 1 1 calc R . . H50B H 0.0905 0.4902 0.3684 0.050 Uiso 1 1 calc R . . C51 C 0.12713(15) 0.4598(4) 0.4481(3) 0.0471(13) Uani 1 1 d . . . H51A H 0.1280 0.4098 0.4838 0.057 Uiso 1 1 calc R . . H51B H 0.1503 0.4513 0.4205 0.057 Uiso 1 1 calc R . . C52 C 0.1278(2) 0.5608(6) 0.4788(4) 0.079(2) Uani 1 1 d . . . H52A H 0.1508 0.5679 0.5060 0.118 Uiso 1 1 calc R . . H52B H 0.1050 0.5696 0.5065 0.118 Uiso 1 1 calc R . . H52C H 0.1279 0.6107 0.4437 0.118 Uiso 1 1 calc R . . C53 C 0.14154(19) -0.1285(5) 0.3441(3) 0.0654(13) Uani 1 1 d . . . H53A H 0.1384 -0.0884 0.3034 0.079 Uiso 1 1 calc R . . H53B H 0.1188 -0.1172 0.3724 0.079 Uiso 1 1 calc R . . C54 C 0.1433(3) -0.2419(5) 0.3242(4) 0.077(2) Uani 1 1 d . . . H54A H 0.1671 -0.2551 0.2993 0.092 Uiso 1 1 calc R . . H54B H 0.1435 -0.2829 0.3647 0.092 Uiso 1 1 calc R . . C55 C 0.10787(19) -0.2693(6) 0.2806(3) 0.0654(13) Uani 1 1 d . . . H55A H 0.0842 -0.2515 0.3049 0.079 Uiso 1 1 calc R . . H55B H 0.1076 -0.3414 0.2736 0.079 Uiso 1 1 calc R . . C56 C 0.1075(2) -0.2157(6) 0.2101(4) 0.080(2) Uani 1 1 d . . . H56A H 0.0846 -0.2355 0.1855 0.120 Uiso 1 1 calc R . . H56B H 0.1304 -0.2347 0.1851 0.120 Uiso 1 1 calc R . . H56C H 0.1074 -0.1442 0.2165 0.120 Uiso 1 1 calc R . . C57 C 0.1844(2) -0.1460(4) 0.4489(3) 0.0553(15) Uani 1 1 d . . . H57A H 0.1867 -0.2176 0.4407 0.066 Uiso 1 1 calc R . . H57B H 0.2092 -0.1231 0.4668 0.066 Uiso 1 1 calc R . . C58 C 0.15469(19) -0.1311(7) 0.5011(4) 0.078(2) Uani 1 1 d D . . H58A H 0.1296 -0.1555 0.4850 0.094 Uiso 1 1 calc R . . H58B H 0.1521 -0.0599 0.5109 0.094 Uiso 1 1 calc R . . C59 C 0.1665(2) -0.1885(5) 0.5664(3) 0.0613(16) Uani 1 1 d D . . H59A H 0.1444 -0.1856 0.5970 0.074 Uiso 1 1 calc R . . H59B H 0.1700 -0.2585 0.5541 0.074 Uiso 1 1 calc R . . C60 C 0.2002(3) -0.1589(9) 0.6040(4) 0.110(3) Uani 1 1 d D . . H60A H 0.2026 -0.2004 0.6435 0.165 Uiso 1 1 calc R . . H60B H 0.1977 -0.0899 0.6174 0.165 Uiso 1 1 calc R . . H60C H 0.2231 -0.1666 0.5764 0.165 Uiso 1 1 calc R . . C61 C 0.21469(16) -0.1163(5) 0.3413(3) 0.0519(14) Uani 1 1 d . . . H61A H 0.2363 -0.0830 0.3637 0.062 Uiso 1 1 calc R . . H61B H 0.2196 -0.1880 0.3435 0.062 Uiso 1 1 calc R . . C62 C 0.21491(16) -0.0857(6) 0.2691(3) 0.0577(16) Uani 1 1 d . . . H62A H 0.2149 -0.0130 0.2658 0.069 Uiso 1 1 calc R . . H62B H 0.1916 -0.1107 0.2469 0.069 Uiso 1 1 calc R . . C63 C 0.25103(15) -0.1279(5) 0.2342(3) 0.0557(15) Uani 1 1 d . . . H63A H 0.2741 -0.1067 0.2588 0.067 Uiso 1 1 calc R . . H63B H 0.2500 -0.2007 0.2356 0.067 Uiso 1 1 calc R . . C64 C 0.25463(18) -0.0946(6) 0.1621(3) 0.0693(19) Uani 1 1 d . . . H64A H 0.2778 -0.1230 0.1426 0.104 Uiso 1 1 calc R . . H64B H 0.2562 -0.0226 0.1604 0.104 Uiso 1 1 calc R . . H64C H 0.2322 -0.1168 0.1371 0.104 Uiso 1 1 calc R . . C65 C 0.17279(17) 0.0173(4) 0.3920(2) 0.0401(11) Uani 1 1 d . . . H65A H 0.1723 0.0480 0.3475 0.048 Uiso 1 1 calc R . . H65B H 0.1470 0.0272 0.4114 0.048 Uiso 1 1 calc R . . C66 C 0.20012(19) 0.0761(5) 0.4329(3) 0.0606(16) Uani 1 1 d . . . H66A H 0.2252 0.0800 0.4101 0.073 Uiso 1 1 calc R . . H66B H 0.2041 0.0432 0.4761 0.073 Uiso 1 1 calc R . . C67 C 0.18402(18) 0.1823(4) 0.4443(3) 0.0478(13) Uani 1 1 d . . . H67A H 0.1593 0.1790 0.4681 0.057 Uiso 1 1 calc R . . H67B H 0.1798 0.2155 0.4013 0.057 Uiso 1 1 calc R . . C68 C 0.2144(2) 0.2413(6) 0.4869(5) 0.085(2) Uani 1 1 d . . . H68A H 0.2052 0.3087 0.4941 0.127 Uiso 1 1 calc R . . H68B H 0.2389 0.2433 0.4632 0.127 Uiso 1 1 calc R . . H68C H 0.2179 0.2086 0.5297 0.127 Uiso 1 1 calc R . . C69 C 0.3161(11) 0.3992(11) 0.3037(9) 0.066(3) Uani 0.598(10) 1 d PDU A 1 H69A H 0.2900 0.4076 0.2851 0.079 Uiso 0.598(10) 1 calc PR A 1 H69B H 0.3334 0.3907 0.2653 0.079 Uiso 0.598(10) 1 calc PR A 1 C70 C 0.3157(4) 0.3062(7) 0.3375(5) 0.050(2) Uani 0.598(10) 1 d PDU A 1 H70A H 0.3030 0.3172 0.3806 0.059 Uiso 0.598(10) 1 calc PR A 1 H70B H 0.3428 0.2896 0.3473 0.059 Uiso 0.598(10) 1 calc PR A 1 C71 C 0.2982(4) 0.2167(9) 0.3082(8) 0.061(4) Uani 0.598(10) 1 d PDU A 1 H71A H 0.2980 0.1650 0.3427 0.073 Uiso 0.598(10) 1 calc PR A 1 H71B H 0.3152 0.1935 0.2723 0.073 Uiso 0.598(10) 1 calc PR A 1 C72 C 0.2585(3) 0.2235(9) 0.2804(7) 0.066(3) Uani 0.598(10) 1 d PDU A 1 H72A H 0.2516 0.1608 0.2596 0.099 Uiso 0.598(10) 1 calc PR A 1 H72B H 0.2574 0.2762 0.2473 0.099 Uiso 0.598(10) 1 calc PR A 1 H72C H 0.2403 0.2380 0.3162 0.099 Uiso 0.598(10) 1 calc PR A 1 C69' C 0.3145(17) 0.415(2) 0.2921(14) 0.066(3) Uani 0.402(10) 1 d PDU A 2 H69C H 0.2999 0.4437 0.2550 0.079 Uiso 0.402(10) 1 calc PR A 2 H69D H 0.3383 0.3872 0.2727 0.079 Uiso 0.402(10) 1 calc PR A 2 C70' C 0.2923(6) 0.3307(11) 0.3154(11) 0.069(5) Uani 0.402(10) 1 d PDU A 2 H70C H 0.3014 0.3176 0.3610 0.083 Uiso 0.402(10) 1 calc PR A 2 H70D H 0.2657 0.3550 0.3199 0.083 Uiso 0.402(10) 1 calc PR A 2 C71' C 0.2892(9) 0.2366(15) 0.2847(14) 0.088(9) Uani 0.402(10) 1 d PDU A 2 H71C H 0.3146 0.2056 0.2910 0.106 Uiso 0.402(10) 1 calc PR A 2 H71D H 0.2872 0.2507 0.2367 0.106 Uiso 0.402(10) 1 calc PR A 2 C72' C 0.2618(5) 0.1585(11) 0.2968(10) 0.066(3) Uani 0.402(10) 1 d PDU A 2 H72D H 0.2648 0.1070 0.2632 0.099 Uiso 0.402(10) 1 calc PR A 2 H72E H 0.2358 0.1853 0.2944 0.099 Uiso 0.402(10) 1 calc PR A 2 H72F H 0.2662 0.1305 0.3408 0.099 Uiso 0.402(10) 1 calc PR A 2 C73 C 0.30148(17) 0.5140(5) 0.3970(3) 0.0590(15) Uani 1 1 d D A . H73A H 0.3074 0.4615 0.4294 0.071 Uiso 1 1 calc R . . H73B H 0.3087 0.5777 0.4173 0.071 Uiso 1 1 calc R . . C74 C 0.25948(17) 0.5142(5) 0.3847(4) 0.0694(13) Uani 1 1 d D . . H74A H 0.2503 0.4452 0.3847 0.083 Uiso 1 1 calc R . . H74B H 0.2547 0.5417 0.3401 0.083 Uiso 1 1 calc R . . C75 C 0.23545(18) 0.5739(5) 0.4359(4) 0.0694(13) Uani 1 1 d D . . H75A H 0.2422 0.6442 0.4302 0.083 Uiso 1 1 calc R . . H75B H 0.2082 0.5670 0.4231 0.083 Uiso 1 1 calc R . . C76 C 0.2380(3) 0.5520(8) 0.5067(4) 0.102(3) Uani 1 1 d D . . H76A H 0.2208 0.5959 0.5312 0.153 Uiso 1 1 calc R . . H76B H 0.2644 0.5621 0.5218 0.153 Uiso 1 1 calc R . . H76C H 0.2305 0.4835 0.5144 0.153 Uiso 1 1 calc R . . C77 C 0.36969(18) 0.4842(5) 0.3608(3) 0.0546(14) Uani 1 1 d . A . H77A H 0.3697 0.4310 0.3944 0.066 Uiso 1 1 calc R . . H77B H 0.3858 0.4618 0.3233 0.066 Uiso 1 1 calc R . . C78 C 0.38831(18) 0.5738(5) 0.3910(3) 0.0609(16) Uani 1 1 d . . . H78A H 0.3719 0.6002 0.4269 0.073 Uiso 1 1 calc R . . H78B H 0.3913 0.6256 0.3569 0.073 Uiso 1 1 calc R . . C79 C 0.42780(15) 0.5454(5) 0.4191(3) 0.0541(14) Uani 1 1 d . . . H79A H 0.4385 0.6042 0.4414 0.065 Uiso 1 1 calc R . . H79B H 0.4236 0.4949 0.4537 0.065 Uiso 1 1 calc R . . C80 C 0.45782(17) 0.5070(5) 0.3727(4) 0.0600(16) Uani 1 1 d . . . H80A H 0.4812 0.4920 0.3976 0.090 Uiso 1 1 calc R . . H80B H 0.4634 0.5569 0.3390 0.090 Uiso 1 1 calc R . . H80C H 0.4484 0.4470 0.3511 0.090 Uiso 1 1 calc R . . C81 C 0.32445(17) 0.5912(5) 0.2917(3) 0.0556(15) Uani 1 1 d . A . H81A H 0.2975 0.5995 0.2773 0.067 Uiso 1 1 calc R . . H81B H 0.3307 0.6480 0.3205 0.067 Uiso 1 1 calc R . . C82 C 0.3491(2) 0.5984(5) 0.2316(3) 0.0591(15) Uani 1 1 d . . . H82A H 0.3436 0.5412 0.2026 0.071 Uiso 1 1 calc R . . H82B H 0.3762 0.5938 0.2454 0.071 Uiso 1 1 calc R . . C83 C 0.3439(3) 0.6909(6) 0.1919(4) 0.085(2) Uani 1 1 d . . . H83A H 0.3470 0.7470 0.2227 0.102 Uiso 1 1 calc R . . H83B H 0.3171 0.6919 0.1763 0.102 Uiso 1 1 calc R . . C84 C 0.3690(3) 0.7109(6) 0.1329(4) 0.087(2) Uani 1 1 d . . . H84A H 0.3619 0.7742 0.1131 0.130 Uiso 1 1 calc R . . H84B H 0.3657 0.6583 0.1001 0.130 Uiso 1 1 calc R . . H84C H 0.3959 0.7132 0.1469 0.130 Uiso 1 1 calc R . . N1 N -0.04056(10) 0.2842(3) 0.0331(2) 0.0317(8) Uani 1 1 d . . . N2 N -0.03152(11) 0.4590(3) 0.0880(2) 0.0378(9) Uani 1 1 d . . . N3 N -0.06231(11) 0.1915(3) 0.13851(18) 0.0302(8) Uani 1 1 d . . . N4 N 0.09497(10) 0.4567(3) -0.11057(18) 0.0273(8) Uani 1 1 d . . . N5 N 0.05508(10) 0.3090(3) 0.33481(18) 0.0261(8) Uani 1 1 d . . . N6 N 0.17762(11) -0.0942(3) 0.38123(19) 0.0306(8) Uani 1 1 d . . . N7 N 0.32652(11) 0.4979(3) 0.3343(2) 0.0330(8) Uani 1 1 d DU . . N11 N 0.18279(11) 0.3089(3) 0.1695(2) 0.0368(9) Uani 1 1 d . . . N12 N 0.16205(11) 0.1309(3) 0.1303(2) 0.0394(9) Uani 1 1 d . . . N13 N 0.19945(11) 0.3768(3) 0.0523(2) 0.0335(9) Uani 1 1 d . . . O1 O -0.02394(10) 0.3433(3) -0.07321(18) 0.0462(9) Uani 1 1 d . . . O2 O -0.00539(10) 0.5237(3) -0.00964(19) 0.0445(8) Uani 1 1 d . . . O3 O -0.09290(10) 0.0968(3) 0.22054(18) 0.0443(8) Uani 1 1 d . . . O4 O -0.07508(10) 0.2501(2) 0.31094(17) 0.0400(8) Uani 1 1 d . . . O5 O -0.05067(9) 0.3394(2) 0.22489(17) 0.0355(7) Uani 1 1 d . . . O11 O 0.16582(12) 0.2757(4) 0.28130(18) 0.0587(11) Uani 1 1 d . . . O12 O 0.14373(11) 0.0842(3) 0.23789(19) 0.0553(10) Uani 1 1 d . . . O13 O 0.21591(9) 0.4635(2) -0.04560(17) 0.0358(7) Uani 1 1 d . . . O14 O 0.19860(10) 0.2861(2) -0.11390(16) 0.0363(7) Uani 1 1 d . . . O15 O 0.18359(9) 0.2140(2) -0.01489(16) 0.0339(7) Uani 1 1 d . . . Cu1 Cu -0.045510(18) 0.32893(5) 0.12499(3) 0.02995(16) Uani 1 1 d . . . Cu2 Cu 0.181491(18) 0.24709(5) 0.08198(4) 0.03175(16) 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 C1 0.023(2) 0.040(3) 0.033(3) 0.008(2) 0.0002(18) 0.0003(18) C2 0.024(2) 0.038(3) 0.042(3) 0.012(2) -0.0041(19) -0.0003(19) C2N 0.053(3) 0.031(3) 0.060(3) 0.001(2) 0.002(3) -0.002(2) C3 0.028(2) 0.030(2) 0.029(2) -0.0021(19) -0.0019(18) 0.0015(18) C4 0.033(2) 0.035(3) 0.027(3) -0.0053(19) -0.0052(18) 0.002(2) C5 0.022(2) 0.032(2) 0.029(2) 0.0018(18) -0.0018(17) 0.0010(18) C6 0.030(2) 0.041(3) 0.023(2) -0.0049(19) -0.0002(18) 0.0023(19) C7 0.035(2) 0.042(3) 0.036(3) -0.005(2) -0.002(2) 0.008(2) C8 0.039(3) 0.026(2) 0.044(3) -0.007(2) -0.006(2) 0.0053(19) C9 0.035(2) 0.031(2) 0.032(2) 0.000(2) -0.003(2) -0.0031(18) C10 0.024(2) 0.025(2) 0.036(2) 0.007(2) -0.002(2) 0.0011(16) C11 0.038(3) 0.066(4) 0.032(3) 0.002(2) -0.005(2) 0.020(2) C12 0.037(3) 0.055(3) 0.035(3) 0.018(2) 0.004(2) 0.020(2) C12N 0.056(3) 0.040(3) 0.043(3) 0.009(2) 0.007(2) 0.004(2) C13 0.024(2) 0.032(3) 0.029(2) -0.0020(19) -0.0028(17) 0.0016(17) C14 0.026(2) 0.029(2) 0.027(3) 0.0052(19) -0.0013(18) 0.0008(18) C15 0.034(2) 0.049(3) 0.029(3) -0.009(2) -0.009(2) 0.015(2) C16 0.048(3) 0.057(4) 0.042(3) -0.013(3) -0.014(3) 0.021(3) C17 0.063(4) 0.058(4) 0.056(4) -0.030(3) -0.027(3) 0.024(3) C18 0.060(4) 0.043(3) 0.059(4) -0.016(3) -0.024(3) 0.010(3) C19 0.048(3) 0.043(3) 0.051(3) -0.014(2) -0.016(2) 0.007(2) C20 0.028(2) 0.038(3) 0.038(3) -0.011(2) -0.0082(18) 0.0083(19) C21 0.030(2) 0.031(2) 0.029(2) 0.0041(18) -0.0081(18) 0.0020(18) C22 0.051(3) 0.031(3) 0.035(3) 0.006(2) -0.009(2) -0.001(2) C23 0.043(3) 0.088(4) 0.026(3) -0.002(3) -0.002(2) -0.018(3) C24 0.085(4) 0.057(4) 0.053(4) 0.005(3) -0.020(3) -0.023(3) C25 0.031(2) 0.027(2) 0.025(2) -0.0008(17) 0.0030(17) 0.0056(17) C26 0.038(3) 0.042(3) 0.028(2) 0.007(2) 0.0063(19) 0.002(2) C27 0.044(3) 0.040(3) 0.037(3) 0.000(2) 0.012(2) 0.002(2) C28 0.058(4) 0.096(5) 0.040(3) 0.019(3) 0.017(3) 0.010(3) C29 0.033(2) 0.024(2) 0.027(2) -0.0011(17) 0.0049(18) 0.0035(17) C30 0.036(2) 0.031(2) 0.031(2) 0.0030(19) 0.0024(19) 0.0059(19) C31 0.037(2) 0.029(2) 0.043(3) 0.000(2) -0.007(2) -0.0001(19) C32 0.052(3) 0.037(3) 0.050(3) -0.008(2) -0.010(3) -0.001(2) C33 0.030(2) 0.023(2) 0.030(2) 0.0049(17) -0.0065(18) 0.0030(17) C34 0.026(2) 0.037(3) 0.036(3) 0.006(2) -0.0038(19) 0.0019(18) C35 0.032(2) 0.033(2) 0.028(2) 0.0040(18) -0.0016(19) 0.0026(18) C36 0.041(2) 0.048(3) 0.037(3) 0.012(2) 0.005(2) 0.003(2) C37 0.029(2) 0.023(2) 0.031(2) -0.0005(17) -0.0026(18) 0.0020(17) C38 0.029(2) 0.041(3) 0.030(2) 0.002(2) -0.0004(19) -0.006(2) C39 0.034(2) 0.038(3) 0.035(3) 0.003(2) -0.002(2) 0.0020(19) C40 0.059(3) 0.039(3) 0.027(3) 0.0063(19) 0.003(2) -0.001(2) C41 0.028(2) 0.026(2) 0.028(2) -0.0033(18) 0.0035(17) 0.0017(17) C42 0.037(2) 0.026(2) 0.030(2) -0.0029(18) 0.003(2) 0.0002(18) C43 0.042(3) 0.028(2) 0.034(3) 0.0009(18) 0.006(2) -0.003(2) C44 0.059(3) 0.034(3) 0.035(3) -0.006(2) 0.003(2) -0.001(2) C45 0.023(2) 0.028(2) 0.027(2) -0.0042(17) 0.0020(17) -0.0009(16) C46 0.030(2) 0.032(2) 0.030(2) 0.0010(18) 0.0031(18) -0.0007(18) C47 0.033(2) 0.028(2) 0.035(3) -0.0014(18) 0.0025(19) -0.0011(18) C48 0.046(3) 0.044(3) 0.042(3) 0.005(2) 0.012(2) 0.001(2) C49 0.021(2) 0.035(2) 0.028(2) -0.0011(18) -0.0036(17) 0.0006(17) C50 0.031(2) 0.046(3) 0.048(3) -0.015(2) -0.002(2) 0.000(2) C51 0.036(3) 0.058(3) 0.048(3) -0.016(3) -0.003(2) -0.004(2) C52 0.050(4) 0.102(6) 0.085(5) -0.031(4) -0.005(3) -0.010(4) C53 0.058(3) 0.087(3) 0.051(2) -0.018(2) 0.005(2) -0.031(2) C54 0.109(6) 0.061(4) 0.061(4) 0.004(3) -0.016(4) -0.038(4) C55 0.058(3) 0.087(3) 0.051(2) -0.018(2) 0.005(2) -0.031(2) C56 0.069(4) 0.102(6) 0.068(5) -0.028(4) -0.014(4) -0.017(4) C57 0.091(4) 0.034(3) 0.041(3) 0.016(2) 0.000(3) 0.000(3) C58 0.047(4) 0.115(6) 0.073(5) 0.035(4) 0.005(3) 0.000(4) C59 0.084(5) 0.059(4) 0.040(3) 0.013(3) 0.001(3) 0.004(3) C60 0.105(7) 0.162(9) 0.063(5) -0.010(5) 0.016(4) -0.056(6) C61 0.042(3) 0.076(4) 0.038(3) -0.008(3) 0.003(2) 0.024(3) C62 0.040(3) 0.100(5) 0.033(3) -0.008(3) -0.004(2) 0.011(3) C63 0.035(3) 0.082(4) 0.050(3) -0.029(3) 0.011(2) -0.007(3) C64 0.047(3) 0.108(5) 0.054(4) -0.027(4) 0.009(3) -0.012(3) C65 0.068(3) 0.028(2) 0.024(2) -0.0007(19) 0.001(2) 0.006(2) C66 0.067(4) 0.059(4) 0.056(4) -0.001(3) -0.005(3) 0.002(3) C67 0.070(4) 0.034(3) 0.040(3) -0.001(2) 0.002(3) 0.007(2) C68 0.076(5) 0.083(5) 0.094(6) -0.015(4) -0.010(4) 0.018(4) C69 0.066(5) 0.049(5) 0.083(7) -0.019(4) 0.027(6) -0.013(6) C70 0.055(6) 0.048(5) 0.046(5) -0.006(4) 0.001(5) -0.007(5) C71 0.079(7) 0.036(5) 0.067(10) 0.001(5) -0.040(7) 0.010(5) C72 0.051(4) 0.044(5) 0.102(8) 0.001(5) 0.007(4) -0.011(5) C69' 0.066(5) 0.049(5) 0.083(7) -0.019(4) 0.027(6) -0.013(6) C70' 0.076(12) 0.045(8) 0.087(13) -0.027(8) 0.041(10) -0.020(8) C71' 0.12(2) 0.075(12) 0.072(16) -0.042(12) 0.034(14) -0.062(13) C72' 0.051(4) 0.044(5) 0.102(8) 0.001(5) 0.007(4) -0.011(5) C73 0.058(3) 0.062(4) 0.056(4) -0.008(3) 0.007(3) -0.004(3) C74 0.048(2) 0.079(3) 0.081(3) -0.005(3) 0.014(2) -0.003(2) C75 0.048(2) 0.079(3) 0.081(3) -0.005(3) 0.014(2) -0.003(2) C76 0.114(7) 0.125(7) 0.066(5) -0.009(5) 0.000(5) -0.036(6) C77 0.060(4) 0.057(4) 0.047(3) 0.000(3) 0.000(3) 0.003(3) C78 0.055(4) 0.067(4) 0.061(4) -0.011(3) 0.007(3) 0.005(3) C79 0.037(3) 0.066(4) 0.059(4) -0.015(3) -0.001(3) 0.006(3) C80 0.047(3) 0.063(4) 0.071(4) -0.004(3) 0.004(3) 0.011(3) C81 0.051(3) 0.064(4) 0.052(4) 0.010(3) -0.002(3) 0.009(3) C82 0.075(4) 0.065(4) 0.037(3) 0.010(3) 0.000(3) -0.007(3) C83 0.101(6) 0.085(5) 0.070(5) 0.024(4) 0.011(4) 0.034(4) C84 0.130(7) 0.075(4) 0.055(4) 0.024(4) 0.011(5) 0.004(4) N1 0.0281(19) 0.031(2) 0.036(2) 0.0031(17) 0.0002(17) -0.0001(16) N2 0.037(2) 0.031(2) 0.045(3) -0.0056(18) 0.0047(19) -0.0003(16) N3 0.0307(18) 0.036(2) 0.024(2) 0.0034(16) 0.0046(15) 0.0026(15) N4 0.0295(18) 0.0247(19) 0.0276(19) 0.0040(14) 0.0005(15) 0.0031(14) N5 0.0260(17) 0.0248(19) 0.0275(19) -0.0020(14) 0.0015(15) 0.0012(14) N6 0.0336(19) 0.030(2) 0.029(2) 0.0006(16) 0.0012(16) 0.0024(16) N7 0.036(2) 0.029(2) 0.034(2) -0.0053(16) 0.0019(16) 0.0057(15) N11 0.039(2) 0.045(3) 0.026(2) 0.0030(18) -0.0027(18) 0.0106(17) N12 0.044(2) 0.045(2) 0.029(2) 0.0042(19) 0.0012(19) 0.0122(18) N13 0.0298(19) 0.038(2) 0.032(2) -0.0069(17) -0.0047(16) 0.0046(17) O1 0.052(2) 0.058(2) 0.0291(19) 0.0065(15) 0.0061(16) -0.0122(17) O2 0.0418(19) 0.0390(19) 0.053(2) 0.0181(16) -0.0041(16) -0.0057(15) O3 0.055(2) 0.043(2) 0.0355(18) 0.0007(15) 0.0051(16) -0.0190(17) O4 0.054(2) 0.0421(19) 0.0235(18) -0.0020(13) 0.0026(15) 0.0050(16) O5 0.0370(17) 0.0350(19) 0.0345(18) -0.0042(15) 0.0039(14) -0.0038(14) O11 0.053(2) 0.101(3) 0.0220(19) -0.0029(19) 0.0055(16) 0.028(2) O12 0.057(2) 0.066(3) 0.043(2) 0.0261(19) 0.0130(18) 0.0195(19) O13 0.0372(17) 0.0286(17) 0.0415(18) -0.0022(14) 0.0064(14) -0.0069(13) O14 0.0459(18) 0.0355(17) 0.0274(19) 0.0003(14) 0.0029(14) -0.0009(14) O15 0.0421(18) 0.0267(16) 0.0330(18) 0.0009(14) 0.0010(14) -0.0025(13) Cu1 0.0323(3) 0.0277(3) 0.0298(3) -0.0025(3) 0.0003(3) -0.0028(3) Cu2 0.0348(3) 0.0365(3) 0.0240(3) 0.0003(3) 0.0000(3) 0.0041(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.236(6) . ? C1 N1 1.338(6) . ? C1 C2 1.546(7) . ? C2 O2 1.235(6) . ? C2 N2 1.335(7) . ? C2N N2 1.448(6) . ? C2N H2N1 0.9600 . ? C2N H2N2 0.9600 . ? C2N H2N3 0.9600 . ? C3 O3 1.222(6) . ? C3 N3 1.338(6) . ? C3 C4 1.567(6) . ? C4 O4 1.245(6) . ? C4 O5 1.284(6) . ? C5 C6 1.382(7) . ? C5 N1 1.384(6) . ? C5 C10 1.449(7) . ? C6 C7 1.415(7) . ? C6 H6 0.9300 . ? C7 C8 1.385(7) . ? C7 H7 0.9300 . ? C8 C9 1.383(7) . ? C8 H8 0.9300 . ? C9 C10 1.398(6) . ? C9 H9 0.9300 . ? C10 N3 1.341(6) . ? C11 O11 1.249(7) . ? C11 N11 1.345(7) . ? C11 C12 1.542(8) . ? C12 O12 1.255(6) . ? C12 N12 1.329(7) . ? C12N N12 1.455(7) . ? C12N H12A 0.9600 . ? C12N H12B 0.9600 . ? C12N H12C 0.9600 . ? C13 O13 1.240(5) . ? C13 N13 1.324(6) . ? C13 C14 1.571(6) . ? C14 O14 1.243(6) . ? C14 O15 1.285(6) . ? C15 N11 1.392(7) . ? C15 C16 1.408(7) . ? C15 C20 1.421(7) . ? C16 C17 1.395(9) . ? C16 H16 0.9300 . ? C17 C18 1.353(10) . ? C17 H17 0.9300 . ? C18 C19 1.398(7) . ? C18 H18 0.9300 . ? C19 C20 1.394(8) . ? C19 H19 0.9300 . ? C20 N13 1.394(6) . ? C21 N4 1.512(6) . ? C21 C22 1.523(7) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.524(7) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 C24 1.504(9) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 C26 1.513(6) . ? C25 N4 1.522(5) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.515(7) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 C28 1.501(8) . ? C27 H27A 0.9700 . ? C27 H27B 0.9700 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 C30 1.513(6) . ? C29 N4 1.522(5) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.547(7) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 C32 1.504(7) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C34 1.509(6) . ? C33 N4 1.521(5) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.521(6) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.521(7) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 N5 1.516(6) . ? C37 C38 1.522(6) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.521(7) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 C40 1.534(7) . ? C39 H39A 0.9700 . ? C39 H39B 0.9700 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? C41 C42 1.523(6) . ? C41 N5 1.534(5) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.534(6) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 C44 1.511(7) . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C45 C46 1.513(6) . ? C45 N5 1.526(5) . ? C45 H45A 0.9700 . ? C45 H45B 0.9700 . ? C46 C47 1.535(6) . ? C46 H46A 0.9700 . ? C46 H46B 0.9700 . ? C47 C48 1.527(7) . ? C47 H47A 0.9700 . ? C47 H47B 0.9700 . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? C49 C50 1.510(7) . ? C49 N5 1.522(5) . ? C49 H49A 0.9700 . ? C49 H49B 0.9700 . ? C50 C51 1.519(7) . ? C50 H50A 0.9700 . ? C50 H50B 0.9700 . ? C51 C52 1.475(9) . ? C51 H51A 0.9700 . ? C51 H51B 0.9700 . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C53 N6 1.508(7) . ? C53 C54 1.559(10) . ? C53 H53A 0.9700 . ? C53 H53B 0.9700 . ? C54 C55 1.531(9) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.566(11) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 H56A 0.9600 . ? C56 H56B 0.9600 . ? C56 H56C 0.9600 . ? C57 C58 1.462(10) . ? C57 N6 1.525(7) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? C58 C59 1.555(8) . ? C58 H58A 0.9700 . ? C58 H58B 0.9700 . ? C59 C60 1.427(10) . ? C59 H59A 0.9700 . ? C59 H59B 0.9700 . ? C60 H60A 0.9600 . ? C60 H60B 0.9600 . ? C60 H60C 0.9600 . ? C61 C62 1.485(8) . ? C61 N6 1.523(6) . ? C61 H61A 0.9700 . ? C61 H61B 0.9700 . ? C62 C63 1.523(8) . ? C62 H62A 0.9700 . ? C62 H62B 0.9700 . ? C63 C64 1.498(10) . ? C63 H63A 0.9700 . ? C63 H63B 0.9700 . ? C64 H64A 0.9600 . ? C64 H64B 0.9600 . ? C64 H64C 0.9600 . ? C65 C66 1.463(8) . ? C65 N6 1.507(6) . ? C65 H65A 0.9700 . ? C65 H65B 0.9700 . ? C66 C67 1.533(8) . ? C66 H66A 0.9700 . ? C66 H66B 0.9700 . ? C67 C68 1.552(10) . ? C67 H67A 0.9700 . ? C67 H67B 0.9700 . ? C68 H68A 0.9600 . ? C68 H68B 0.9600 . ? C68 H68C 0.9600 . ? C69 C70 1.407(16) . ? C69 N7 1.489(13) . ? C69 H69A 0.9700 . ? C69 H69B 0.9700 . ? C70 C71 1.454(13) . ? C70 H70A 0.9700 . ? C70 H70B 0.9700 . ? C71 C72 1.468(13) . ? C71 H71A 0.9700 . ? C71 H71B 0.9700 . ? C72 H72A 0.9600 . ? C72 H72B 0.9600 . ? C72 H72C 0.9600 . ? C69' C70' 1.428(18) . ? C69' N7 1.445(18) . ? C69' H69C 0.9700 . ? C69' H69D 0.9700 . ? C70' C71' 1.395(16) . ? C70' H70C 0.9700 . ? C70' H70D 0.9700 . ? C71' C72' 1.421(16) . ? C71' H71C 0.9700 . ? C71' H71D 0.9700 . ? C72' H72D 0.9600 . ? C72' H72E 0.9600 . ? C72' H72F 0.9600 . ? C73 C74 1.457(8) . ? C73 N7 1.522(7) . ? C73 H73A 0.9700 . ? C73 H73B 0.9700 . ? C74 C75 1.527(9) . ? C74 H74A 0.9700 . ? C74 H74B 0.9700 . ? C75 C76 1.432(10) . ? C75 H75A 0.9700 . ? C75 H75B 0.9700 . ? C76 H76A 0.9600 . ? C76 H76B 0.9600 . ? C76 H76C 0.9600 . ? C77 C78 1.477(9) . ? C77 N7 1.578(7) . ? C77 H77A 0.9700 . ? C77 H77B 0.9700 . ? C78 C79 1.509(8) . ? C78 H78A 0.9700 . ? C78 H78B 0.9700 . ? C79 C80 1.469(8) . ? C79 H79A 0.9700 . ? C79 H79B 0.9700 . ? C80 H80A 0.9600 . ? C80 H80B 0.9600 . ? C80 H80C 0.9600 . ? C81 C82 1.461(9) . ? C81 N7 1.503(7) . ? C81 H81A 0.9700 . ? C81 H81B 0.9700 . ? C82 C83 1.470(9) . ? C82 H82A 0.9700 . ? C82 H82B 0.9700 . ? C83 C84 1.474(11) . ? C83 H83A 0.9700 . ? C83 H83B 0.9700 . ? C84 H84A 0.9600 . ? C84 H84B 0.9600 . ? C84 H84C 0.9600 . ? N1 Cu1 1.921(4) . ? N2 Cu1 1.939(4) . ? N3 Cu1 1.935(4) . ? N11 Cu2 1.917(4) . ? N12 Cu2 1.934(4) . ? N13 Cu2 1.923(4) . ? O5 Cu1 1.989(3) . ? O15 Cu2 1.967(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 O1 C1 N1 128.2(5) . . ? O1 C1 C2 120.7(4) . . ? N1 C1 C2 111.1(4) . . ? O2 C2 N2 126.4(5) . . ? O2 C2 C1 119.2(4) . . ? N2 C2 C1 114.3(4) . . ? N2 C2N H2N1 109.5 . . ? N2 C2N H2N2 109.5 . . ? H2N1 C2N H2N2 109.5 . . ? N2 C2N H2N3 109.5 . . ? H2N1 C2N H2N3 109.5 . . ? H2N2 C2N H2N3 109.5 . . ? O3 C3 N3 128.4(4) . . ? O3 C3 C4 120.6(4) . . ? N3 C3 C4 111.0(4) . . ? O4 C4 O5 124.5(4) . . ? O4 C4 C3 118.3(4) . . ? O5 C4 C3 117.3(4) . . ? C6 C5 N1 127.1(4) . . ? C6 C5 C10 120.2(4) . . ? N1 C5 C10 112.6(4) . . ? C5 C6 C7 120.2(4) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 119.5(5) . . ? C8 C7 H7 120.3 . . ? C6 C7 H7 120.3 . . ? C9 C8 C7 121.0(4) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C10 121.3(5) . . ? C8 C9 H9 119.3 . . ? C10 C9 H9 119.3 . . ? N3 C10 C9 127.9(5) . . ? N3 C10 C5 114.3(4) . . ? C9 C10 C5 117.7(5) . . ? O11 C11 N11 127.7(6) . . ? O11 C11 C12 120.5(5) . . ? N11 C11 C12 111.8(4) . . ? O12 C12 N12 126.2(5) . . ? O12 C12 C11 119.4(5) . . ? N12 C12 C11 114.4(4) . . ? N12 C12N H12A 109.5 . . ? N12 C12N H12B 109.5 . . ? H12A C12N H12B 109.5 . . ? N12 C12N H12C 109.5 . . ? H12A C12N H12C 109.5 . . ? H12B C12N H12C 109.5 . . ? O13 C13 N13 130.1(4) . . ? O13 C13 C14 120.2(4) . . ? N13 C13 C14 109.7(4) . . ? O14 C14 O15 124.9(4) . . ? O14 C14 C13 118.3(4) . . ? O15 C14 C13 116.8(4) . . ? N11 C15 C16 126.9(5) . . ? N11 C15 C20 113.9(4) . . ? C16 C15 C20 119.2(5) . . ? C17 C16 C15 119.0(6) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C18 C17 C16 121.9(5) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C19 120.4(5) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 119.8(5) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C19 C20 N13 126.3(5) . . ? C19 C20 C15 119.7(4) . . ? N13 C20 C15 114.0(4) . . ? N4 C21 C22 115.0(4) . . ? N4 C21 H21A 108.5 . . ? C22 C21 H21A 108.5 . . ? N4 C21 H21B 108.5 . . ? C22 C21 H21B 108.5 . . ? H21A C21 H21B 107.5 . . ? C21 C22 C23 110.5(4) . . ? C21 C22 H22A 109.5 . . ? C23 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? C23 C22 H22B 109.5 . . ? H22A C22 H22B 108.1 . . ? C24 C23 C22 112.6(5) . . ? C24 C23 H23A 109.1 . . ? C22 C23 H23A 109.1 . . ? C24 C23 H23B 109.1 . . ? C22 C23 H23B 109.1 . . ? H23A C23 H23B 107.8 . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C26 C25 N4 115.0(3) . . ? C26 C25 H25A 108.5 . . ? N4 C25 H25A 108.5 . . ? C26 C25 H25B 108.5 . . ? N4 C25 H25B 108.5 . . ? H25A C25 H25B 107.5 . . ? C25 C26 C27 111.6(4) . . ? C25 C26 H26A 109.3 . . ? C27 C26 H26A 109.3 . . ? C25 C26 H26B 109.3 . . ? C27 C26 H26B 109.3 . . ? H26A C26 H26B 108.0 . . ? C28 C27 C26 112.1(4) . . ? C28 C27 H27A 109.2 . . ? C26 C27 H27A 109.2 . . ? C28 C27 H27B 109.2 . . ? C26 C27 H27B 109.2 . . ? H27A C27 H27B 107.9 . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C30 C29 N4 116.4(3) . . ? C30 C29 H29A 108.2 . . ? N4 C29 H29A 108.2 . . ? C30 C29 H29B 108.2 . . ? N4 C29 H29B 108.2 . . ? H29A C29 H29B 107.3 . . ? C29 C30 C31 109.7(4) . . ? C29 C30 H30A 109.7 . . ? C31 C30 H30A 109.7 . . ? C29 C30 H30B 109.7 . . ? C31 C30 H30B 109.7 . . ? H30A C30 H30B 108.2 . . ? C32 C31 C30 113.2(4) . . ? C32 C31 H31A 108.9 . . ? C30 C31 H31A 108.9 . . ? C32 C31 H31B 108.9 . . ? C30 C31 H31B 108.9 . . ? H31A C31 H31B 107.8 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 N4 117.0(3) . . ? C34 C33 H33A 108.0 . . ? N4 C33 H33A 108.0 . . ? C34 C33 H33B 108.0 . . ? N4 C33 H33B 108.0 . . ? H33A C33 H33B 107.3 . . ? C33 C34 C35 109.4(3) . . ? C33 C34 H34A 109.8 . . ? C35 C34 H34A 109.8 . . ? C33 C34 H34B 109.8 . . ? C35 C34 H34B 109.8 . . ? H34A C34 H34B 108.2 . . ? C34 C35 C36 113.2(4) . . ? C34 C35 H35A 108.9 . . ? C36 C35 H35A 108.9 . . ? C34 C35 H35B 108.9 . . ? C36 C35 H35B 108.9 . . ? H35A C35 H35B 107.7 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N5 C37 C38 116.3(3) . . ? N5 C37 H37A 108.2 . . ? C38 C37 H37A 108.2 . . ? N5 C37 H37B 108.2 . . ? C38 C37 H37B 108.2 . . ? H37A C37 H37B 107.4 . . ? C39 C38 C37 108.3(4) . . ? C39 C38 H38A 110.0 . . ? C37 C38 H38A 110.0 . . ? C39 C38 H38B 110.0 . . ? C37 C38 H38B 110.0 . . ? H38A C38 H38B 108.4 . . ? C38 C39 C40 113.0(4) . . ? C38 C39 H39A 109.0 . . ? C40 C39 H39A 109.0 . . ? C38 C39 H39B 109.0 . . ? C40 C39 H39B 109.0 . . ? H39A C39 H39B 107.8 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C42 C41 N5 115.5(3) . . ? C42 C41 H41A 108.4 . . ? N5 C41 H41A 108.4 . . ? C42 C41 H41B 108.4 . . ? N5 C41 H41B 108.4 . . ? H41A C41 H41B 107.5 . . ? C41 C42 C43 109.8(4) . . ? C41 C42 H42A 109.7 . . ? C43 C42 H42A 109.7 . . ? C41 C42 H42B 109.7 . . ? C43 C42 H42B 109.7 . . ? H42A C42 H42B 108.2 . . ? C44 C43 C42 112.0(4) . . ? C44 C43 H43A 109.2 . . ? C42 C43 H43A 109.2 . . ? C44 C43 H43B 109.2 . . ? C42 C43 H43B 109.2 . . ? H43A C43 H43B 107.9 . . ? C43 C44 H44A 109.5 . . ? C43 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C43 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C46 C45 N5 115.4(3) . . ? C46 C45 H45A 108.4 . . ? N5 C45 H45A 108.4 . . ? C46 C45 H45B 108.4 . . ? N5 C45 H45B 108.4 . . ? H45A C45 H45B 107.5 . . ? C45 C46 C47 109.4(4) . . ? C45 C46 H46A 109.8 . . ? C47 C46 H46A 109.8 . . ? C45 C46 H46B 109.8 . . ? C47 C46 H46B 109.8 . . ? H46A C46 H46B 108.3 . . ? C48 C47 C46 112.6(4) . . ? C48 C47 H47A 109.1 . . ? C46 C47 H47A 109.1 . . ? C48 C47 H47B 109.1 . . ? C46 C47 H47B 109.1 . . ? H47A C47 H47B 107.8 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C50 C49 N5 115.0(3) . . ? C50 C49 H49A 108.5 . . ? N5 C49 H49A 108.5 . . ? C50 C49 H49B 108.5 . . ? N5 C49 H49B 108.5 . . ? H49A C49 H49B 107.5 . . ? C49 C50 C51 111.3(4) . . ? C49 C50 H50A 109.4 . . ? C51 C50 H50A 109.4 . . ? C49 C50 H50B 109.4 . . ? C51 C50 H50B 109.4 . . ? H50A C50 H50B 108.0 . . ? C52 C51 C50 113.0(5) . . ? C52 C51 H51A 109.0 . . ? C50 C51 H51A 109.0 . . ? C52 C51 H51B 109.0 . . ? C50 C51 H51B 109.0 . . ? H51A C51 H51B 107.8 . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? N6 C53 C54 112.6(6) . . ? N6 C53 H53A 109.1 . . ? C54 C53 H53A 109.1 . . ? N6 C53 H53B 109.1 . . ? C54 C53 H53B 109.1 . . ? H53A C53 H53B 107.8 . . ? C55 C54 C53 110.0(7) . . ? C55 C54 H54A 109.7 . . ? C53 C54 H54A 109.7 . . ? C55 C54 H54B 109.7 . . ? C53 C54 H54B 109.7 . . ? H54A C54 H54B 108.2 . . ? C54 C55 C56 113.5(5) . . ? C54 C55 H55A 108.9 . . ? C56 C55 H55A 108.9 . . ? C54 C55 H55B 108.9 . . ? C56 C55 H55B 108.9 . . ? H55A C55 H55B 107.7 . . ? C55 C56 H56A 109.5 . . ? C55 C56 H56B 109.5 . . ? H56A C56 H56B 109.5 . . ? C55 C56 H56C 109.5 . . ? H56A C56 H56C 109.5 . . ? H56B C56 H56C 109.5 . . ? C58 C57 N6 116.9(5) . . ? C58 C57 H57A 108.1 . . ? N6 C57 H57A 108.1 . . ? C58 C57 H57B 108.1 . . ? N6 C57 H57B 108.1 . . ? H57A C57 H57B 107.3 . . ? C57 C58 C59 109.8(6) . . ? C57 C58 H58A 109.7 . . ? C59 C58 H58A 109.7 . . ? C57 C58 H58B 109.7 . . ? C59 C58 H58B 109.7 . . ? H58A C58 H58B 108.2 . . ? C60 C59 C58 120.5(7) . . ? C60 C59 H59A 107.2 . . ? C58 C59 H59A 107.2 . . ? C60 C59 H59B 107.2 . . ? C58 C59 H59B 107.2 . . ? H59A C59 H59B 106.8 . . ? C59 C60 H60A 109.5 . . ? C59 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C59 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C62 C61 N6 116.8(4) . . ? C62 C61 H61A 108.1 . . ? N6 C61 H61A 108.1 . . ? C62 C61 H61B 108.1 . . ? N6 C61 H61B 108.1 . . ? H61A C61 H61B 107.3 . . ? C61 C62 C63 109.9(5) . . ? C61 C62 H62A 109.7 . . ? C63 C62 H62A 109.7 . . ? C61 C62 H62B 109.7 . . ? C63 C62 H62B 109.7 . . ? H62A C62 H62B 108.2 . . ? C64 C63 C62 112.9(5) . . ? C64 C63 H63A 109.0 . . ? C62 C63 H63A 109.0 . . ? C64 C63 H63B 109.0 . . ? C62 C63 H63B 109.0 . . ? H63A C63 H63B 107.8 . . ? C63 C64 H64A 109.5 . . ? C63 C64 H64B 109.5 . . ? H64A C64 H64B 109.5 . . ? C63 C64 H64C 109.5 . . ? H64A C64 H64C 109.5 . . ? H64B C64 H64C 109.5 . . ? C66 C65 N6 122.2(5) . . ? C66 C65 H65A 106.8 . . ? N6 C65 H65A 106.8 . . ? C66 C65 H65B 106.8 . . ? N6 C65 H65B 106.8 . . ? H65A C65 H65B 106.6 . . ? C65 C66 C67 110.1(5) . . ? C65 C66 H66A 109.6 . . ? C67 C66 H66A 109.6 . . ? C65 C66 H66B 109.6 . . ? C67 C66 H66B 109.6 . . ? H66A C66 H66B 108.1 . . ? C66 C67 C68 107.8(5) . . ? C66 C67 H67A 110.1 . . ? C68 C67 H67A 110.1 . . ? C66 C67 H67B 110.1 . . ? C68 C67 H67B 110.1 . . ? H67A C67 H67B 108.5 . . ? C67 C68 H68A 109.5 . . ? C67 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C67 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C70 C69 N7 125.7(15) . . ? C70 C69 H69A 105.9 . . ? N7 C69 H69A 105.9 . . ? C70 C69 H69B 105.9 . . ? N7 C69 H69B 105.9 . . ? H69A C69 H69B 106.2 . . ? C69 C70 C71 122.3(11) . . ? C69 C70 H70A 106.8 . . ? C71 C70 H70A 106.8 . . ? C69 C70 H70B 106.8 . . ? C71 C70 H70B 106.8 . . ? H70A C70 H70B 106.6 . . ? C70 C71 C72 118.8(11) . . ? C70 C71 H71A 107.6 . . ? C72 C71 H71A 107.6 . . ? C70 C71 H71B 107.6 . . ? C72 C71 H71B 107.6 . . ? H71A C71 H71B 107.0 . . ? C71 C72 H72A 109.5 . . ? C71 C72 H72B 109.5 . . ? H72A C72 H72B 109.5 . . ? C71 C72 H72C 109.5 . . ? H72A C72 H72C 109.5 . . ? H72B C72 H72C 109.5 . . ? C70' C69' N7 124(2) . . ? C70' C69' H69C 106.2 . . ? N7 C69' H69C 106.2 . . ? C70' C69' H69D 106.2 . . ? N7 C69' H69D 106.2 . . ? H69C C69' H69D 106.4 . . ? C71' C70' C69' 127.0(18) . . ? C71' C70' H70C 105.6 . . ? C69' C70' H70C 105.6 . . ? C71' C70' H70D 105.6 . . ? C69' C70' H70D 105.6 . . ? H70C C70' H70D 106.1 . . ? C70' C71' C72' 129.2(19) . . ? C70' C71' H71C 105.0 . . ? C72' C71' H71C 105.0 . . ? C70' C71' H71D 105.0 . . ? C72' C71' H71D 105.0 . . ? H71C C71' H71D 105.8 . . ? C71' C72' H72D 109.5 . . ? C71' C72' H72E 109.5 . . ? H72D C72' H72E 109.5 . . ? C71' C72' H72F 109.5 . . ? H72D C72' H72F 109.5 . . ? H72E C72' H72F 109.5 . . ? C74 C73 N7 114.9(5) . . ? C74 C73 H73A 108.6 . . ? N7 C73 H73A 108.6 . . ? C74 C73 H73B 108.6 . . ? N7 C73 H73B 108.6 . . ? H73A C73 H73B 107.5 . . ? C73 C74 C75 115.0(6) . . ? C73 C74 H74A 108.5 . . ? C75 C74 H74A 108.5 . . ? C73 C74 H74B 108.5 . . ? C75 C74 H74B 108.5 . . ? H74A C74 H74B 107.5 . . ? C76 C75 C74 120.6(7) . . ? C76 C75 H75A 107.2 . . ? C74 C75 H75A 107.2 . . ? C76 C75 H75B 107.2 . . ? C74 C75 H75B 107.2 . . ? H75A C75 H75B 106.8 . . ? C75 C76 H76A 109.5 . . ? C75 C76 H76B 109.5 . . ? H76A C76 H76B 109.5 . . ? C75 C76 H76C 109.5 . . ? H76A C76 H76C 109.5 . . ? H76B C76 H76C 109.5 . . ? C78 C77 N7 116.5(5) . . ? C78 C77 H77A 108.2 . . ? N7 C77 H77A 108.2 . . ? C78 C77 H77B 108.2 . . ? N7 C77 H77B 108.2 . . ? H77A C77 H77B 107.3 . . ? C77 C78 C79 109.5(5) . . ? C77 C78 H78A 109.8 . . ? C79 C78 H78A 109.8 . . ? C77 C78 H78B 109.8 . . ? C79 C78 H78B 109.8 . . ? H78A C78 H78B 108.2 . . ? C80 C79 C78 118.9(6) . . ? C80 C79 H79A 107.6 . . ? C78 C79 H79A 107.6 . . ? C80 C79 H79B 107.6 . . ? C78 C79 H79B 107.6 . . ? H79A C79 H79B 107.0 . . ? C79 C80 H80A 109.5 . . ? C79 C80 H80B 109.5 . . ? H80A C80 H80B 109.5 . . ? C79 C80 H80C 109.5 . . ? H80A C80 H80C 109.5 . . ? H80B C80 H80C 109.5 . . ? C82 C81 N7 118.9(5) . . ? C82 C81 H81A 107.6 . . ? N7 C81 H81A 107.6 . . ? C82 C81 H81B 107.6 . . ? N7 C81 H81B 107.6 . . ? H81A C81 H81B 107.0 . . ? C81 C82 C83 114.8(6) . . ? C81 C82 H82A 108.6 . . ? C83 C82 H82A 108.6 . . ? C81 C82 H82B 108.6 . . ? C83 C82 H82B 108.6 . . ? H82A C82 H82B 107.5 . . ? C82 C83 C84 120.3(7) . . ? C82 C83 H83A 107.3 . . ? C84 C83 H83A 107.3 . . ? C82 C83 H83B 107.3 . . ? C84 C83 H83B 107.3 . . ? H83A C83 H83B 106.9 . . ? C83 C84 H84A 109.5 . . ? C83 C84 H84B 109.5 . . ? H84A C84 H84B 109.5 . . ? C83 C84 H84C 109.5 . . ? H84A C84 H84C 109.5 . . ? H84B C84 H84C 109.5 . . ? C1 N1 C5 128.6(4) . . ? C1 N1 Cu1 116.1(3) . . ? C5 N1 Cu1 115.2(3) . . ? C2 N2 C2N 115.7(4) . . ? C2 N2 Cu1 113.2(3) . . ? C2N N2 Cu1 130.9(4) . . ? C3 N3 C10 129.3(4) . . ? C3 N3 Cu1 114.5(3) . . ? C10 N3 Cu1 115.6(3) . . ? C21 N4 C33 111.7(3) . . ? C21 N4 C29 105.9(3) . . ? C33 N4 C29 111.3(3) . . ? C21 N4 C25 111.1(3) . . ? C33 N4 C25 106.3(3) . . ? C29 N4 C25 110.6(3) . . ? C37 N5 C49 111.0(3) . . ? C37 N5 C45 106.4(3) . . ? C49 N5 C45 111.4(3) . . ? C37 N5 C41 111.1(3) . . ? C49 N5 C41 105.8(3) . . ? C45 N5 C41 111.2(3) . . ? C65 N6 C53 106.1(4) . . ? C65 N6 C61 110.8(4) . . ? C53 N6 C61 111.7(4) . . ? C65 N6 C57 109.8(4) . . ? C53 N6 C57 114.6(4) . . ? C61 N6 C57 104.0(4) . . ? C69' N7 C69 12(2) . . ? C69' N7 C81 107.2(15) . . ? C69 N7 C81 119.3(9) . . ? C69' N7 C73 114.7(17) . . ? C69 N7 C73 108.7(12) . . ? C81 N7 C73 108.3(4) . . ? C69' N7 C77 112(2) . . ? C69 N7 C77 105.0(15) . . ? C81 N7 C77 109.0(4) . . ? C73 N7 C77 105.8(4) . . ? C11 N11 C15 129.9(5) . . ? C11 N11 Cu2 115.3(4) . . ? C15 N11 Cu2 114.6(3) . . ? C12 N12 C12N 116.8(4) . . ? C12 N12 Cu2 113.9(4) . . ? C12N N12 Cu2 129.2(3) . . ? C13 N13 C20 128.8(4) . . ? C13 N13 Cu2 116.9(3) . . ? C20 N13 Cu2 114.2(3) . . ? C4 O5 Cu1 111.5(3) . . ? C14 O15 Cu2 112.8(3) . . ? N1 Cu1 N3 82.19(16) . . ? N1 Cu1 N2 84.11(17) . . ? N3 Cu1 N2 165.62(17) . . ? N1 Cu1 O5 165.97(16) . . ? N3 Cu1 O5 84.42(14) . . ? N2 Cu1 O5 109.54(16) . . ? N11 Cu2 N13 83.28(17) . . ? N11 Cu2 N12 84.53(18) . . ? N13 Cu2 N12 167.69(18) . . ? N11 Cu2 O15 167.08(16) . . ? N13 Cu2 O15 83.82(15) . . ? N12 Cu2 O15 108.34(16) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 -6.9(6) . . . . ? N1 C1 C2 O2 173.6(4) . . . . ? O1 C1 C2 N2 170.7(4) . . . . ? N1 C1 C2 N2 -8.8(5) . . . . ? O3 C3 C4 O4 4.4(6) . . . . ? N3 C3 C4 O4 -175.3(4) . . . . ? O3 C3 C4 O5 -175.9(4) . . . . ? N3 C3 C4 O5 4.5(6) . . . . ? N1 C5 C6 C7 179.8(4) . . . . ? C10 C5 C6 C7 -0.5(6) . . . . ? C5 C6 C7 C8 -0.7(7) . . . . ? C6 C7 C8 C9 1.2(7) . . . . ? C7 C8 C9 C10 -0.4(7) . . . . ? C8 C9 C10 N3 -177.5(4) . . . . ? C8 C9 C10 C5 -0.9(6) . . . . ? C6 C5 C10 N3 178.4(4) . . . . ? N1 C5 C10 N3 -1.9(5) . . . . ? C6 C5 C10 C9 1.3(6) . . . . ? N1 C5 C10 C9 -179.0(4) . . . . ? O11 C11 C12 O12 -1.2(7) . . . . ? N11 C11 C12 O12 -179.7(4) . . . . ? O11 C11 C12 N12 179.4(4) . . . . ? N11 C11 C12 N12 0.8(6) . . . . ? O13 C13 C14 O14 1.3(6) . . . . ? N13 C13 C14 O14 -180.0(4) . . . . ? O13 C13 C14 O15 -179.4(4) . . . . ? N13 C13 C14 O15 -0.7(5) . . . . ? N11 C15 C16 C17 -178.7(4) . . . . ? C20 C15 C16 C17 0.7(7) . . . . ? C15 C16 C17 C18 -1.8(8) . . . . ? C16 C17 C18 C19 1.8(8) . . . . ? C17 C18 C19 C20 -0.8(8) . . . . ? C18 C19 C20 N13 179.6(5) . . . . ? C18 C19 C20 C15 -0.2(7) . . . . ? N11 C15 C20 C19 179.7(4) . . . . ? C16 C15 C20 C19 0.3(7) . . . . ? N11 C15 C20 N13 -0.1(6) . . . . ? C16 C15 C20 N13 -179.5(4) . . . . ? N4 C21 C22 C23 -178.9(4) . . . . ? C21 C22 C23 C24 175.6(5) . . . . ? N4 C25 C26 C27 -170.7(4) . . . . ? C25 C26 C27 C28 173.4(5) . . . . ? N4 C29 C30 C31 175.6(4) . . . . ? C29 C30 C31 C32 178.0(4) . . . . ? N4 C33 C34 C35 -175.8(4) . . . . ? C33 C34 C35 C36 -171.6(4) . . . . ? N5 C37 C38 C39 -177.8(4) . . . . ? C37 C38 C39 C40 173.2(4) . . . . ? N5 C41 C42 C43 -177.8(4) . . . . ? C41 C42 C43 C44 -170.7(4) . . . . ? N5 C45 C46 C47 -174.5(3) . . . . ? C45 C46 C47 C48 -178.2(4) . . . . ? N5 C49 C50 C51 176.1(4) . . . . ? C49 C50 C51 C52 -179.1(5) . . . . ? N6 C53 C54 C55 -174.3(5) . . . . ? C53 C54 C55 C56 65.9(8) . . . . ? N6 C57 C58 C59 -179.6(5) . . . . ? C57 C58 C59 C60 66.1(10) . . . . ? N6 C61 C62 C63 -171.0(5) . . . . ? C61 C62 C63 C64 -176.3(6) . . . . ? N6 C65 C66 C67 -170.5(5) . . . . ? C65 C66 C67 C68 -179.1(6) . . . . ? N7 C69 C70 C71 168(2) . . . . ? C69 C70 C71 C72 -49(3) . . . . ? N7 C69' C70' C71' -160(4) . . . . ? C69' C70' C71' C72' -165(4) . . . . ? N7 C73 C74 C75 -154.0(6) . . . . ? C73 C74 C75 C76 -55.8(10) . . . . ? N7 C77 C78 C79 175.0(5) . . . . ? C77 C78 C79 C80 61.6(8) . . . . ? N7 C81 C82 C83 177.9(6) . . . . ? C81 C82 C83 C84 175.5(8) . . . . ? O1 C1 N1 C5 1.5(8) . . . . ? C2 C1 N1 C5 -179.0(4) . . . . ? O1 C1 N1 Cu1 -178.0(4) . . . . ? C2 C1 N1 Cu1 1.4(4) . . . . ? C6 C5 N1 C1 1.3(7) . . . . ? C10 C5 N1 C1 -178.4(4) . . . . ? C6 C5 N1 Cu1 -179.2(4) . . . . ? C10 C5 N1 Cu1 1.2(4) . . . . ? O2 C2 N2 C2N 5.5(7) . . . . ? C1 C2 N2 C2N -171.9(4) . . . . ? O2 C2 N2 Cu1 -170.9(4) . . . . ? C1 C2 N2 Cu1 11.8(5) . . . . ? O3 C3 N3 C10 -1.6(8) . . . . ? C4 C3 N3 C10 178.0(4) . . . . ? O3 C3 N3 Cu1 169.2(4) . . . . ? C4 C3 N3 Cu1 -11.2(4) . . . . ? C9 C10 N3 C3 -10.7(7) . . . . ? C5 C10 N3 C3 172.6(4) . . . . ? C9 C10 N3 Cu1 178.5(3) . . . . ? C5 C10 N3 Cu1 1.8(5) . . . . ? C22 C21 N4 C33 -63.0(5) . . . . ? C22 C21 N4 C29 175.6(4) . . . . ? C22 C21 N4 C25 55.4(5) . . . . ? C34 C33 N4 C21 -46.4(5) . . . . ? C34 C33 N4 C29 71.8(5) . . . . ? C34 C33 N4 C25 -167.7(4) . . . . ? C30 C29 N4 C21 -176.7(4) . . . . ? C30 C29 N4 C33 61.7(5) . . . . ? C30 C29 N4 C25 -56.2(5) . . . . ? C26 C25 N4 C21 54.9(5) . . . . ? C26 C25 N4 C33 176.5(4) . . . . ? C26 C25 N4 C29 -62.5(5) . . . . ? C38 C37 N5 C49 54.3(5) . . . . ? C38 C37 N5 C45 175.7(4) . . . . ? C38 C37 N5 C41 -63.2(5) . . . . ? C50 C49 N5 C37 54.4(5) . . . . ? C50 C49 N5 C45 -64.0(5) . . . . ? C50 C49 N5 C41 175.1(4) . . . . ? C46 C45 N5 C37 -179.8(4) . . . . ? C46 C45 N5 C49 -58.7(5) . . . . ? C46 C45 N5 C41 59.1(5) . . . . ? C42 C41 N5 C37 -61.6(4) . . . . ? C42 C41 N5 C49 177.8(4) . . . . ? C42 C41 N5 C45 56.7(5) . . . . ? C66 C65 N6 C53 173.3(5) . . . . ? C66 C65 N6 C61 -65.3(6) . . . . ? C66 C65 N6 C57 49.0(7) . . . . ? C54 C53 N6 C65 175.8(5) . . . . ? C54 C53 N6 C61 55.0(7) . . . . ? C54 C53 N6 C57 -62.9(6) . . . . ? C62 C61 N6 C65 -69.5(6) . . . . ? C62 C61 N6 C53 48.6(7) . . . . ? C62 C61 N6 C57 172.7(6) . . . . ? C58 C57 N6 C65 56.5(7) . . . . ? C58 C57 N6 C53 -62.7(7) . . . . ? C58 C57 N6 C61 175.1(6) . . . . ? C70' C69' N7 C69 39(13) . . . . ? C70' C69' N7 C81 -144(4) . . . . ? C70' C69' N7 C73 -23(6) . . . . ? C70' C69' N7 C77 97(5) . . . . ? C70 C69 N7 C69' -176(20) . . . . ? C70 C69 N7 C81 -178(2) . . . . ? C70 C69 N7 C73 -54(3) . . . . ? C70 C69 N7 C77 59(3) . . . . ? C82 C81 N7 C69' -62(2) . . . . ? C82 C81 N7 C69 -60.9(18) . . . . ? C82 C81 N7 C73 174.2(5) . . . . ? C82 C81 N7 C77 59.5(7) . . . . ? C74 C73 N7 C69' -48(2) . . . . ? C74 C73 N7 C69 -59.4(15) . . . . ? C74 C73 N7 C81 71.5(7) . . . . ? C74 C73 N7 C77 -171.7(5) . . . . ? C78 C77 N7 C69' 166.4(12) . . . . ? C78 C77 N7 C69 177.0(10) . . . . ? C78 C77 N7 C81 48.2(6) . . . . ? C78 C77 N7 C73 -68.1(6) . . . . ? O11 C11 N11 C15 -1.4(8) . . . . ? C12 C11 N11 C15 177.0(4) . . . . ? O11 C11 N11 Cu2 -176.9(4) . . . . ? C12 C11 N11 Cu2 1.5(5) . . . . ? C16 C15 N11 C11 4.2(8) . . . . ? C20 C15 N11 C11 -175.2(4) . . . . ? C16 C15 N11 Cu2 179.7(4) . . . . ? C20 C15 N11 Cu2 0.3(5) . . . . ? O12 C12 N12 C12N 2.6(7) . . . . ? C11 C12 N12 C12N -178.0(4) . . . . ? O12 C12 N12 Cu2 177.9(4) . . . . ? C11 C12 N12 Cu2 -2.7(5) . . . . ? O13 C13 N13 C20 -0.6(8) . . . . ? C14 C13 N13 C20 -179.2(4) . . . . ? O13 C13 N13 Cu2 178.9(4) . . . . ? C14 C13 N13 Cu2 0.3(4) . . . . ? C19 C20 N13 C13 -0.5(7) . . . . ? C15 C20 N13 C13 179.3(4) . . . . ? C19 C20 N13 Cu2 -180.0(4) . . . . ? C15 C20 N13 Cu2 -0.2(5) . . . . ? O4 C4 O5 Cu1 -176.1(4) . . . . ? C3 C4 O5 Cu1 4.2(5) . . . . ? O14 C14 O15 Cu2 179.9(4) . . . . ? C13 C14 O15 Cu2 0.7(4) . . . . ? C1 N1 Cu1 N3 179.4(3) . . . . ? C5 N1 Cu1 N3 -0.2(3) . . . . ? C1 N1 Cu1 N2 3.8(3) . . . . ? C5 N1 Cu1 N2 -175.8(3) . . . . ? C1 N1 Cu1 O5 -163.1(5) . . . . ? C5 N1 Cu1 O5 17.3(8) . . . . ? C3 N3 Cu1 N1 -173.1(3) . . . . ? C10 N3 Cu1 N1 -0.9(3) . . . . ? C3 N3 Cu1 N2 -155.4(6) . . . . ? C10 N3 Cu1 N2 16.8(8) . . . . ? C3 N3 Cu1 O5 11.1(3) . . . . ? C10 N3 Cu1 O5 -176.7(3) . . . . ? C2 N2 Cu1 N1 -8.9(3) . . . . ? C2N N2 Cu1 N1 175.5(4) . . . . ? C2 N2 Cu1 N3 -26.5(8) . . . . ? C2N N2 Cu1 N3 157.9(6) . . . . ? C2 N2 Cu1 O5 167.8(3) . . . . ? C2N N2 Cu1 O5 -7.9(5) . . . . ? C4 O5 Cu1 N1 -25.6(8) . . . . ? C4 O5 Cu1 N3 -8.2(3) . . . . ? C4 O5 Cu1 N2 168.3(3) . . . . ? C11 N11 Cu2 N13 175.9(4) . . . . ? C15 N11 Cu2 N13 -0.3(3) . . . . ? C11 N11 Cu2 N12 -2.4(3) . . . . ? C15 N11 Cu2 N12 -178.6(3) . . . . ? C11 N11 Cu2 O15 172.6(6) . . . . ? C15 N11 Cu2 O15 -3.6(9) . . . . ? C13 N13 Cu2 N11 -179.3(3) . . . . ? C20 N13 Cu2 N11 0.3(3) . . . . ? C13 N13 Cu2 N12 -171.1(7) . . . . ? C20 N13 Cu2 N12 8.4(9) . . . . ? C13 N13 Cu2 O15 0.0(3) . . . . ? C20 N13 Cu2 O15 179.6(3) . . . . ? C12 N12 Cu2 N11 2.8(3) . . . . ? C12N N12 Cu2 N11 177.4(4) . . . . ? C12 N12 Cu2 N13 -5.3(10) . . . . ? C12N N12 Cu2 N13 169.3(7) . . . . ? C12 N12 Cu2 O15 -176.0(3) . . . . ? C12N N12 Cu2 O15 -1.4(4) . . . . ? C14 O15 Cu2 N11 2.9(8) . . . . ? C14 O15 Cu2 N13 -0.4(3) . . . . ? C14 O15 Cu2 N12 177.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 62.68 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.773 _refine_diff_density_min -0.426 _refine_diff_density_rms 0.068 data_abdul146 _database_code_depnum_ccdc_archive 'CCDC 889272' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C11 H7 N3 Ni O5, 2(C16 H36 N), 1.25(H2 O)' _chemical_formula_sum 'C43 H81.50 N5 Ni O6.25' _chemical_formula_weight 827.34 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' 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' Ni Ni 0.3393 1.1124 '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' _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 11.3391(3) _cell_length_b 13.9271(4) _cell_length_c 15.9078(5) _cell_angle_alpha 97.566(3) _cell_angle_beta 95.666(2) _cell_angle_gamma 110.349(3) _cell_volume 2306.49(12) _cell_formula_units_Z 2 _cell_measurement_temperature 115 _cell_measurement_reflns_used 7743 _cell_measurement_theta_min 2.9137 _cell_measurement_theta_max 28.0380 _exptl_crystal_description block _exptl_crystal_colour orange _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.3 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.191 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 905 _exptl_absorpt_coefficient_mu 0.470 _exptl_absorpt_correction_T_min 0.93951 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 115 _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 'oxford gemini s' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 10 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14819 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0528 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.92 _diffrn_reflns_theta_max 25.00 _reflns_number_total 8095 _reflns_number_gt 5822 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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. Short intermolecular distances between hydrogen atoms of one Bu4N+ cation and the hydrogen atoms of the partially occupied water molecule are observed. Hydrogen atoms at the water water molecule are introduced on calculated position, furthermore the comparatively large Uij values of the oxygen atom indicate, non-resolved, disorder. Out of these reasons the short distances are most probably unevitable. ; _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^)+(0.0426P)^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 8095 _refine_ls_number_parameters 514 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0778 _refine_ls_wR_factor_gt 0.0752 _refine_ls_goodness_of_fit_ref 0.924 _refine_ls_restrained_S_all 0.926 _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 C1 C 0.7177(2) 0.27597(16) 0.29698(12) 0.0299(5) Uani 1 1 d . . . C2 C 0.7294(2) 0.18506(16) 0.33829(12) 0.0314(5) Uani 1 1 d . . . C3 C 0.27588(18) 0.07125(15) 0.13588(12) 0.0261(4) Uani 1 1 d . . . C4 C 0.2622(2) -0.02488(16) 0.17874(12) 0.0282(5) Uani 1 1 d . . . C2N C 0.6161(2) 0.00889(16) 0.35469(13) 0.0421(6) Uani 1 1 d . . . H2N1 H 0.5323 -0.0433 0.3379 0.063 Uiso 0.50 1 calc PR . . H2N2 H 0.6361 0.0246 0.4162 0.063 Uiso 0.50 1 calc PR . . H2N3 H 0.6770 -0.0165 0.3317 0.063 Uiso 0.50 1 calc PR . . H2N4 H 0.6980 0.0198 0.3859 0.063 Uiso 0.50 1 calc PR . . H2N5 H 0.5942 -0.0481 0.3076 0.063 Uiso 0.50 1 calc PR . . H2N6 H 0.5532 -0.0070 0.3921 0.063 Uiso 0.50 1 calc PR . . C5 C 0.55832(19) 0.30725(15) 0.19875(11) 0.0276(5) Uani 1 1 d . . . C6 C 0.6232(2) 0.40764(15) 0.18656(12) 0.0335(5) Uani 1 1 d . . . H6 H 0.7029 0.4469 0.2184 0.040 Uiso 1 1 calc R . . C7 C 0.5678(2) 0.44899(16) 0.12611(13) 0.0367(5) Uani 1 1 d . . . H7 H 0.6102 0.5167 0.1182 0.044 Uiso 1 1 calc R . . C8 C 0.4507(2) 0.39092(16) 0.07779(13) 0.0340(5) Uani 1 1 d . . . H8 H 0.4159 0.4194 0.0368 0.041 Uiso 1 1 calc R . . C9 C 0.38405(19) 0.29070(16) 0.08953(12) 0.0301(5) Uani 1 1 d . . . H9 H 0.3052 0.2517 0.0564 0.036 Uiso 1 1 calc R . . C10 C 0.43646(18) 0.24901(15) 0.15145(11) 0.0252(4) Uani 1 1 d . . . C12 C 0.1619(2) -0.14307(14) 0.35034(12) 0.0286(5) Uani 1 1 d . . . H12A H 0.2335 -0.1157 0.3203 0.034 Uiso 1 1 calc R . . H12B H 0.0850 -0.1568 0.3106 0.034 Uiso 1 1 calc R . . C13 C 0.1704(2) -0.05978(14) 0.42452(12) 0.0316(5) Uani 1 1 d . . . H13A H 0.1148 -0.0907 0.4641 0.038 Uiso 1 1 calc R . . H13B H 0.2569 -0.0294 0.4551 0.038 Uiso 1 1 calc R . . C14 C 0.1323(2) 0.02423(15) 0.39249(13) 0.0405(6) Uani 1 1 d . . . H14A H 0.1831 0.0503 0.3490 0.049 Uiso 1 1 calc R . . H14B H 0.0437 -0.0057 0.3657 0.049 Uiso 1 1 calc R . . C15 C 0.1492(3) 0.11394(16) 0.46313(15) 0.0548(7) Uani 1 1 d . . . H15A H 0.1230 0.1647 0.4396 0.082 Uiso 1 1 calc R . . H15B H 0.2372 0.1454 0.4887 0.082 Uiso 1 1 calc R . . H15C H 0.0983 0.0888 0.5060 0.082 Uiso 1 1 calc R . . C16 C 0.04481(18) -0.29881(15) 0.41455(12) 0.0278(4) Uani 1 1 d . . . H16A H 0.0414 -0.3684 0.4192 0.033 Uiso 1 1 calc R . . H16B H 0.0566 -0.2608 0.4723 0.033 Uiso 1 1 calc R . . C17 C -0.08183(19) -0.30681(15) 0.36739(12) 0.0310(5) Uani 1 1 d . . . H17A H -0.0902 -0.3366 0.3075 0.037 Uiso 1 1 calc R . . H17B H -0.0849 -0.2377 0.3701 0.037 Uiso 1 1 calc R . . C18 C -0.19171(19) -0.37408(15) 0.40641(13) 0.0344(5) Uani 1 1 d . . . H18A H -0.1766 -0.3497 0.4679 0.041 Uiso 1 1 calc R . . H18B H -0.1948 -0.4452 0.3968 0.041 Uiso 1 1 calc R . . C19 C -0.31955(19) -0.37225(16) 0.36868(14) 0.0374(5) Uani 1 1 d . . . H19A H -0.3856 -0.4151 0.3956 0.056 Uiso 1 1 calc R . . H19B H -0.3362 -0.3984 0.3081 0.056 Uiso 1 1 calc R . . H19C H -0.3174 -0.3021 0.3786 0.056 Uiso 1 1 calc R . . C20 C 0.15712(19) -0.31648(15) 0.29068(12) 0.0313(5) Uani 1 1 d . . . H20A H 0.1277 -0.3876 0.3007 0.038 Uiso 1 1 calc R . . H20B H 0.0946 -0.3117 0.2469 0.038 Uiso 1 1 calc R . . C21 C 0.28185(19) -0.29453(15) 0.25566(12) 0.0326(5) Uani 1 1 d . . . H21A H 0.3411 -0.3112 0.2939 0.039 Uiso 1 1 calc R . . H21B H 0.3190 -0.2211 0.2529 0.039 Uiso 1 1 calc R . . C22 C 0.2602(2) -0.35886(16) 0.16650(12) 0.0350(5) Uani 1 1 d . . . H22A H 0.1998 -0.4284 0.1655 0.042 Uiso 1 1 calc R . . H22B H 0.2234 -0.3278 0.1251 0.042 Uiso 1 1 calc R . . C23 C 0.3824(2) -0.36607(16) 0.14020(14) 0.0415(6) Uani 1 1 d . . . H23A H 0.3642 -0.4068 0.0836 0.062 Uiso 1 1 calc R . . H23B H 0.4180 -0.3986 0.1800 0.062 Uiso 1 1 calc R . . H23C H 0.4421 -0.2974 0.1403 0.062 Uiso 1 1 calc R . . C24 C 0.27973(18) -0.22463(14) 0.43651(12) 0.0269(4) Uani 1 1 d . . . H24A H 0.3534 -0.1896 0.4107 0.032 Uiso 1 1 calc R . . H24B H 0.2795 -0.1772 0.4869 0.032 Uiso 1 1 calc R . . C25 C 0.29556(18) -0.31942(14) 0.46545(12) 0.0269(4) Uani 1 1 d . . . H25A H 0.2725 -0.3756 0.4166 0.032 Uiso 1 1 calc R . . H25B H 0.2394 -0.3426 0.5069 0.032 Uiso 1 1 calc R . . C26 C 0.43273(19) -0.29290(15) 0.50570(13) 0.0323(5) Uani 1 1 d . . . H26A H 0.4873 -0.2768 0.4622 0.039 Uiso 1 1 calc R . . H26B H 0.4583 -0.2314 0.5499 0.039 Uiso 1 1 calc R . . C27 C 0.4509(2) -0.38144(16) 0.54480(13) 0.0390(5) Uani 1 1 d . . . H27A H 0.5385 -0.3614 0.5697 0.059 Uiso 1 1 calc R . . H27B H 0.4277 -0.4420 0.5010 0.059 Uiso 1 1 calc R . . H27C H 0.3980 -0.3969 0.5885 0.059 Uiso 1 1 calc R . . C28 C 0.80522(17) 0.19259(14) 0.10628(11) 0.0244(4) Uani 1 1 d . . . H28A H 0.7573 0.1633 0.1500 0.029 Uiso 1 1 calc R . . H28B H 0.8224 0.2668 0.1164 0.029 Uiso 1 1 calc R . . C29 C 0.72266(17) 0.14505(14) 0.01934(11) 0.0256(4) Uani 1 1 d . . . H29A H 0.7031 0.0705 0.0086 0.031 Uiso 1 1 calc R . . H29B H 0.7688 0.1743 -0.0252 0.031 Uiso 1 1 calc R . . C30 C 0.59983(18) 0.16605(14) 0.01597(12) 0.0264(4) Uani 1 1 d . . . H30A H 0.5582 0.1425 0.0639 0.032 Uiso 1 1 calc R . . H30B H 0.6198 0.2405 0.0222 0.032 Uiso 1 1 calc R . . C31 C 0.50903(19) 0.11228(15) -0.06697(12) 0.0332(5) Uani 1 1 d . . . H31A H 0.4329 0.1277 -0.0659 0.050 Uiso 1 1 calc R . . H31B H 0.4878 0.0385 -0.0730 0.050 Uiso 1 1 calc R . . H31C H 0.5489 0.1367 -0.1146 0.050 Uiso 1 1 calc R . . C32 C 1.00374(18) 0.20821(14) 0.04359(11) 0.0238(4) Uani 1 1 d . . . H32A H 1.0835 0.1972 0.0532 0.029 Uiso 1 1 calc R . . H32B H 0.9546 0.1621 -0.0090 0.029 Uiso 1 1 calc R . . C33 C 1.03293(19) 0.31938(14) 0.03045(12) 0.0295(5) Uani 1 1 d . . . H33A H 1.0948 0.3666 0.0781 0.035 Uiso 1 1 calc R . . H33B H 0.9559 0.3350 0.0290 0.035 Uiso 1 1 calc R . . C34 C 1.08552(19) 0.33530(15) -0.05333(12) 0.0314(5) Uani 1 1 d . . . H34A H 1.1656 0.3242 -0.0498 0.038 Uiso 1 1 calc R . . H34B H 1.0265 0.2838 -0.1000 0.038 Uiso 1 1 calc R . . C35 C 1.1070(2) 0.44335(16) -0.07328(14) 0.0410(5) Uani 1 1 d . . . H35A H 1.1393 0.4492 -0.1267 0.061 Uiso 1 1 calc R . . H35B H 1.1674 0.4946 -0.0282 0.061 Uiso 1 1 calc R . . H35C H 1.0279 0.4545 -0.0776 0.061 Uiso 1 1 calc R . . C36 C 0.91111(18) 0.06273(13) 0.11376(11) 0.0240(4) Uani 1 1 d . . . H36A H 0.9938 0.0562 0.1180 0.029 Uiso 1 1 calc R . . H36B H 0.8639 0.0249 0.0579 0.029 Uiso 1 1 calc R . . C37 C 0.84167(18) 0.00985(14) 0.18176(11) 0.0263(4) Uani 1 1 d . . . H37A H 0.7562 0.0109 0.1767 0.032 Uiso 1 1 calc R . . H37B H 0.8866 0.0458 0.2386 0.032 Uiso 1 1 calc R . . C38 C 0.8365(2) -0.10204(14) 0.16767(13) 0.0326(5) Uani 1 1 d . . . H38A H 0.9228 -0.1014 0.1750 0.039 Uiso 1 1 calc R . . H38B H 0.7975 -0.1349 0.1090 0.039 Uiso 1 1 calc R . . C39 C 0.7624(2) -0.16684(16) 0.22860(14) 0.0431(6) Uani 1 1 d . . . H39A H 0.7622 -0.2363 0.2164 0.065 Uiso 1 1 calc R . . H39B H 0.6764 -0.1690 0.2210 0.065 Uiso 1 1 calc R . . H39C H 0.8019 -0.1360 0.2868 0.065 Uiso 1 1 calc R . . C40 C 1.00551(18) 0.24170(14) 0.20312(11) 0.0248(4) Uani 1 1 d . . . H40A H 1.0247 0.3146 0.2001 0.030 Uiso 1 1 calc R . . H40B H 0.9514 0.2249 0.2468 0.030 Uiso 1 1 calc R . . C41 C 1.12843(18) 0.22717(14) 0.23116(12) 0.0272(4) Uani 1 1 d . . . H41A H 1.1776 0.2329 0.1843 0.033 Uiso 1 1 calc R . . H41B H 1.1093 0.1580 0.2447 0.033 Uiso 1 1 calc R . . C42 C 1.2078(2) 0.30794(15) 0.30978(12) 0.0339(5) Uani 1 1 d . . . H42A H 1.1529 0.3118 0.3522 0.041 Uiso 1 1 calc R . . H42B H 1.2724 0.2848 0.3349 0.041 Uiso 1 1 calc R . . C43 C 1.2721(2) 0.41558(15) 0.29017(14) 0.0441(6) Uani 1 1 d . . . H43A H 1.3199 0.4621 0.3421 0.066 Uiso 1 1 calc R . . H43B H 1.2088 0.4400 0.2666 0.066 Uiso 1 1 calc R . . H43C H 1.3285 0.4130 0.2494 0.066 Uiso 1 1 calc R . . N1 N 0.60233(15) 0.24954(12) 0.25267(9) 0.0264(4) Uani 1 1 d . . . N2 N 0.62073(16) 0.10308(13) 0.32173(10) 0.0311(4) Uani 1 1 d . . . N3 N 0.38433(15) 0.14910(12) 0.17213(9) 0.0257(4) Uani 1 1 d . . . N4 N 0.93135(14) 0.17673(11) 0.11719(9) 0.0221(3) Uani 1 1 d . . . N5 N 0.16095(15) -0.24557(11) 0.37312(9) 0.0258(4) Uani 1 1 d . . . O1 O 0.80879(14) 0.36046(11) 0.30486(9) 0.0420(4) Uani 1 1 d . . . O2 O 0.83274(13) 0.19437(11) 0.38068(8) 0.0393(4) Uani 1 1 d . . . O3 O 0.19532(12) 0.07015(10) 0.07709(8) 0.0310(3) Uani 1 1 d . . . O5 O 0.16490(13) -0.10258(10) 0.15988(8) 0.0350(3) Uani 1 1 d . . . O4 O 0.35992(12) -0.01445(10) 0.23443(8) 0.0301(3) Uani 1 1 d . . . Ni1 Ni 0.49033(2) 0.117514(19) 0.248758(15) 0.02688(8) Uani 1 1 d . . . O6 O 0.02698(18) -0.54809(13) 0.42029(11) 0.0553(5) Uani 1 1 d D . . O7 O -0.0023(12) -0.5293(8) 0.2583(8) 0.154(5) Uani 0.25 1 d PU . . H7A H -0.0896 -0.5410 0.2353 0.185 Uiso 0.25 1 calc PR . . H7B H 0.0303 -0.5727 0.2220 0.185 Uiso 0.25 1 calc PR . . H1O H 0.043(2) -0.6032(14) 0.4293(14) 0.049(7) Uiso 1 1 d D . . H2O H -0.054(2) -0.585(2) 0.3874(18) 0.112(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 C1 0.0266(12) 0.0414(13) 0.0188(10) -0.0055(9) 0.0009(9) 0.0134(10) C2 0.0297(13) 0.0496(14) 0.0160(10) -0.0042(9) 0.0008(9) 0.0202(11) C3 0.0227(12) 0.0376(12) 0.0206(10) -0.0017(9) 0.0057(9) 0.0161(10) C4 0.0261(12) 0.0394(13) 0.0196(10) -0.0002(9) 0.0070(9) 0.0137(10) C2N 0.0449(15) 0.0501(14) 0.0337(12) 0.0048(11) -0.0011(11) 0.0231(12) C5 0.0284(12) 0.0359(12) 0.0209(10) -0.0004(9) 0.0062(9) 0.0159(10) C6 0.0307(13) 0.0349(12) 0.0318(12) -0.0023(10) 0.0028(10) 0.0118(10) C7 0.0414(14) 0.0335(12) 0.0384(13) 0.0073(10) 0.0126(11) 0.0155(11) C8 0.0360(13) 0.0451(13) 0.0318(12) 0.0132(10) 0.0093(10) 0.0249(11) C9 0.0246(12) 0.0439(13) 0.0272(11) 0.0043(10) 0.0062(9) 0.0194(10) C10 0.0248(11) 0.0362(12) 0.0194(10) 0.0017(9) 0.0065(9) 0.0172(9) C12 0.0335(12) 0.0313(11) 0.0258(11) 0.0089(9) 0.0048(9) 0.0161(9) C13 0.0370(13) 0.0314(11) 0.0291(11) 0.0072(9) 0.0066(9) 0.0148(10) C14 0.0549(16) 0.0373(13) 0.0384(13) 0.0125(10) 0.0136(11) 0.0242(11) C15 0.081(2) 0.0368(14) 0.0586(16) 0.0128(12) 0.0267(15) 0.0303(13) C16 0.0261(12) 0.0292(11) 0.0287(11) 0.0056(9) 0.0040(9) 0.0107(9) C17 0.0301(12) 0.0331(12) 0.0318(11) 0.0016(9) 0.0010(9) 0.0166(9) C18 0.0308(13) 0.0345(12) 0.0391(12) 0.0028(10) 0.0047(10) 0.0151(10) C19 0.0296(13) 0.0384(13) 0.0452(13) 0.0061(10) 0.0059(10) 0.0142(10) C20 0.0339(13) 0.0361(12) 0.0242(11) -0.0031(9) -0.0011(9) 0.0179(10) C21 0.0337(13) 0.0376(12) 0.0284(11) 0.0013(9) 0.0022(9) 0.0176(10) C22 0.0426(14) 0.0367(12) 0.0312(12) 0.0038(9) 0.0060(10) 0.0220(10) C23 0.0511(15) 0.0436(13) 0.0367(13) 0.0052(10) 0.0146(11) 0.0243(11) C24 0.0242(11) 0.0304(11) 0.0249(10) 0.0021(9) 0.0012(9) 0.0103(9) C25 0.0266(12) 0.0281(11) 0.0276(11) 0.0041(9) 0.0037(9) 0.0125(9) C26 0.0258(12) 0.0368(12) 0.0347(12) 0.0024(9) 0.0012(9) 0.0142(10) C27 0.0409(14) 0.0442(13) 0.0369(13) 0.0055(10) -0.0023(10) 0.0246(11) C28 0.0216(11) 0.0288(11) 0.0261(10) 0.0038(8) 0.0057(8) 0.0131(9) C29 0.0227(11) 0.0320(11) 0.0243(10) 0.0026(9) 0.0045(8) 0.0133(9) C30 0.0246(11) 0.0293(11) 0.0287(11) 0.0053(9) 0.0043(9) 0.0138(9) C31 0.0248(12) 0.0398(12) 0.0364(12) 0.0042(10) -0.0001(9) 0.0159(10) C32 0.0187(10) 0.0330(11) 0.0207(10) 0.0028(8) 0.0051(8) 0.0109(8) C33 0.0272(12) 0.0311(11) 0.0285(11) 0.0019(9) 0.0049(9) 0.0095(9) C34 0.0256(12) 0.0364(12) 0.0309(11) 0.0077(9) 0.0050(9) 0.0092(9) C35 0.0336(13) 0.0413(13) 0.0445(13) 0.0143(11) 0.0060(11) 0.0070(10) C36 0.0218(11) 0.0274(11) 0.0238(10) 0.0015(8) -0.0005(8) 0.0123(8) C37 0.0217(11) 0.0295(11) 0.0258(10) 0.0030(9) 0.0003(8) 0.0087(9) C38 0.0312(12) 0.0314(12) 0.0363(12) 0.0069(9) 0.0025(10) 0.0132(10) C39 0.0455(15) 0.0366(13) 0.0496(14) 0.0185(11) 0.0057(11) 0.0147(11) C40 0.0244(11) 0.0282(11) 0.0205(10) -0.0007(8) 0.0020(8) 0.0102(9) C41 0.0251(11) 0.0288(11) 0.0269(11) 0.0025(8) 0.0001(9) 0.0108(9) C42 0.0340(13) 0.0394(13) 0.0266(11) 0.0017(9) -0.0033(9) 0.0149(10) C43 0.0436(15) 0.0360(13) 0.0420(13) -0.0046(10) -0.0059(11) 0.0089(11) N1 0.0234(10) 0.0374(10) 0.0188(8) -0.0002(7) 0.0007(7) 0.0140(8) N2 0.0301(11) 0.0414(10) 0.0230(9) 0.0038(8) -0.0002(7) 0.0165(9) N3 0.0198(9) 0.0354(10) 0.0217(8) 0.0007(7) 0.0031(7) 0.0116(8) N4 0.0195(9) 0.0280(9) 0.0193(8) 0.0006(7) 0.0020(7) 0.0110(7) N5 0.0268(10) 0.0303(9) 0.0231(9) 0.0036(7) 0.0025(7) 0.0147(7) O1 0.0311(9) 0.0433(9) 0.0396(9) -0.0051(7) -0.0087(7) 0.0069(7) O2 0.0292(9) 0.0616(10) 0.0262(8) 0.0003(7) -0.0059(6) 0.0209(7) O3 0.0253(8) 0.0436(8) 0.0247(7) -0.0018(6) -0.0028(6) 0.0178(7) O5 0.0279(9) 0.0425(9) 0.0261(7) 0.0016(6) 0.0040(6) 0.0042(7) O4 0.0274(8) 0.0397(8) 0.0241(7) 0.0071(6) 0.0044(6) 0.0129(7) Ni1 0.02216(15) 0.03750(16) 0.02136(14) 0.00270(11) 0.00091(10) 0.01294(12) O6 0.0483(12) 0.0461(11) 0.0603(12) 0.0008(9) -0.0169(9) 0.0132(9) O7 0.156(11) 0.127(9) 0.194(13) 0.025(8) 0.076(10) 0.060(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 C1 O1 1.248(2) . ? C1 N1 1.326(2) . ? C1 C2 1.540(3) . ? C2 O2 1.249(2) . ? C2 N2 1.331(3) . ? C3 O3 1.236(2) . ? C3 N3 1.337(2) . ? C3 C4 1.549(3) . ? C4 O5 1.223(2) . ? C4 O4 1.302(2) . ? C2N N2 1.462(2) . ? C2N H2N1 0.9600 . ? C2N H2N2 0.9600 . ? C2N H2N3 0.9600 . ? C2N H2N4 0.9600 . ? C2N H2N5 0.9600 . ? C2N H2N6 0.9600 . ? C5 C6 1.385(3) . ? C5 C10 1.410(3) . ? C5 N1 1.417(2) . ? C6 C7 1.389(3) . ? C6 H6 0.9300 . ? C7 C8 1.377(3) . ? C7 H7 0.9300 . ? C8 C9 1.385(3) . ? C8 H8 0.9300 . ? C9 C10 1.391(3) . ? C9 H9 0.9300 . ? C10 N3 1.407(2) . ? C12 C13 1.512(3) . ? C12 N5 1.515(2) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C14 1.511(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.510(3) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 C17 1.514(3) . ? C16 N5 1.530(2) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C18 1.520(3) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.523(3) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C20 C21 1.518(3) . ? C20 N5 1.521(2) . ? C20 O7 2.829(11) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C22 1.523(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.518(3) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 C25 1.515(2) . ? C24 N5 1.516(2) . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C25 C26 1.519(3) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 C27 1.518(3) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 C29 1.517(2) . ? C28 N4 1.518(2) . ? C28 H28A 0.9700 . ? C28 H28B 0.9700 . ? C29 C30 1.517(2) . ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C31 1.516(3) . ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 C33 1.514(2) . ? C32 N4 1.520(2) . ? C32 H32A 0.9700 . ? C32 H32B 0.9700 . ? C33 C34 1.524(2) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 C35 1.520(3) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 N4 1.516(2) . ? C36 C37 1.519(2) . ? C36 H36A 0.9700 . ? C36 H36B 0.9700 . ? C37 C38 1.524(3) . ? C37 H37A 0.9700 . ? C37 H37B 0.9700 . ? C38 C39 1.525(3) . ? C38 H38A 0.9700 . ? C38 H38B 0.9700 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? C40 C41 1.510(2) . ? C40 N4 1.521(2) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.531(3) . ? C41 H41A 0.9700 . ? C41 H41B 0.9700 . ? C42 C43 1.511(3) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? N1 Ni1 1.8242(15) . ? N2 Ni1 1.8719(16) . ? N3 Ni1 1.8286(15) . ? O4 Ni1 1.8840(13) . ? O6 O7 2.625(12) . ? O6 H1O 0.871(15) . ? O6 H2O 0.945(17) . ? O7 H7A 0.9700 . ? O7 H7B 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 N1 127.25(19) . . ? O1 C1 C2 122.03(18) . . ? N1 C1 C2 110.70(17) . . ? O2 C2 N2 128.33(19) . . ? O2 C2 C1 119.99(19) . . ? N2 C2 C1 111.68(17) . . ? O3 C3 N3 128.48(18) . . ? O3 C3 C4 122.12(18) . . ? N3 C3 C4 109.40(17) . . ? O5 C4 O4 124.91(18) . . ? O5 C4 C3 120.36(18) . . ? O4 C4 C3 114.73(17) . . ? N2 C2N H2N1 109.5 . . ? N2 C2N H2N2 109.5 . . ? H2N1 C2N H2N2 109.5 . . ? N2 C2N H2N3 109.5 . . ? H2N1 C2N H2N3 109.5 . . ? H2N2 C2N H2N3 109.5 . . ? N2 C2N H2N4 109.5 . . ? H2N1 C2N H2N4 141.1 . . ? H2N2 C2N H2N4 56.3 . . ? H2N3 C2N H2N4 56.3 . . ? N2 C2N H2N5 109.5 . . ? H2N1 C2N H2N5 56.3 . . ? H2N2 C2N H2N5 141.1 . . ? H2N3 C2N H2N5 56.3 . . ? H2N4 C2N H2N5 109.5 . . ? N2 C2N H2N6 109.5 . . ? H2N1 C2N H2N6 56.3 . . ? H2N2 C2N H2N6 56.3 . . ? H2N3 C2N H2N6 141.1 . . ? H2N4 C2N H2N6 109.5 . . ? H2N5 C2N H2N6 109.5 . . ? C6 C5 C10 120.12(18) . . ? C6 C5 N1 127.37(18) . . ? C10 C5 N1 112.44(16) . . ? C5 C6 C7 119.1(2) . . ? C5 C6 H6 120.4 . . ? C7 C6 H6 120.4 . . ? C8 C7 C6 120.80(19) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 120.84(18) . . ? C7 C8 H8 119.6 . . ? C9 C8 H8 119.6 . . ? C8 C9 C10 119.18(19) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C9 C10 N3 127.52(18) . . ? C9 C10 C5 119.86(18) . . ? N3 C10 C5 112.55(16) . . ? C13 C12 N5 116.24(14) . . ? C13 C12 H12A 108.2 . . ? N5 C12 H12A 108.2 . . ? C13 C12 H12B 108.2 . . ? N5 C12 H12B 108.2 . . ? H12A C12 H12B 107.4 . . ? C14 C13 C12 110.53(16) . . ? C14 C13 H13A 109.5 . . ? C12 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 108.1 . . ? C15 C14 C13 112.81(18) . . ? C15 C14 H14A 109.0 . . ? C13 C14 H14A 109.0 . . ? C15 C14 H14B 109.0 . . ? C13 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C17 C16 N5 115.32(15) . . ? C17 C16 H16A 108.4 . . ? N5 C16 H16A 108.4 . . ? C17 C16 H16B 108.4 . . ? N5 C16 H16B 108.4 . . ? H16A C16 H16B 107.5 . . ? C16 C17 C18 110.99(15) . . ? C16 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? C16 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? C17 C18 C19 112.54(16) . . ? C17 C18 H18A 109.1 . . ? C19 C18 H18A 109.1 . . ? C17 C18 H18B 109.1 . . ? C19 C18 H18B 109.1 . . ? H18A C18 H18B 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 N5 116.17(16) . . ? C21 C20 O7 114.1(3) . . ? N5 C20 O7 120.7(2) . . ? C21 C20 H20A 108.2 . . ? N5 C20 H20A 108.2 . . ? O7 C20 H20A 24.5 . . ? C21 C20 H20B 108.2 . . ? N5 C20 H20B 108.2 . . ? O7 C20 H20B 83.2 . . ? H20A C20 H20B 107.4 . . ? C20 C21 C22 110.57(17) . . ? C20 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C23 C22 C21 112.44(18) . . ? C23 C22 H22A 109.1 . . ? C21 C22 H22A 109.1 . . ? C23 C22 H22B 109.1 . . ? C21 C22 H22B 109.1 . . ? H22A C22 H22B 107.8 . . ? C22 C23 H23A 109.5 . . ? C22 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C22 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C25 C24 N5 115.80(15) . . ? C25 C24 H24A 108.3 . . ? N5 C24 H24A 108.3 . . ? C25 C24 H24B 108.3 . . ? N5 C24 H24B 108.3 . . ? H24A C24 H24B 107.4 . . ? C24 C25 C26 109.92(15) . . ? C24 C25 H25A 109.7 . . ? C26 C25 H25A 109.7 . . ? C24 C25 H25B 109.7 . . ? C26 C25 H25B 109.7 . . ? H25A C25 H25B 108.2 . . ? C27 C26 C25 112.14(16) . . ? C27 C26 H26A 109.2 . . ? C25 C26 H26A 109.2 . . ? C27 C26 H26B 109.2 . . ? C25 C26 H26B 109.2 . . ? H26A C26 H26B 107.9 . . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 N4 115.43(14) . . ? C29 C28 H28A 108.4 . . ? N4 C28 H28A 108.4 . . ? C29 C28 H28B 108.4 . . ? N4 C28 H28B 108.4 . . ? H28A C28 H28B 107.5 . . ? C28 C29 C30 110.67(15) . . ? C28 C29 H29A 109.5 . . ? C30 C29 H29A 109.5 . . ? C28 C29 H29B 109.5 . . ? C30 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? C31 C30 C29 112.67(15) . . ? C31 C30 H30A 109.1 . . ? C29 C30 H30A 109.1 . . ? C31 C30 H30B 109.1 . . ? C29 C30 H30B 109.1 . . ? H30A C30 H30B 107.8 . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C33 C32 N4 115.99(14) . . ? C33 C32 H32A 108.3 . . ? N4 C32 H32A 108.3 . . ? C33 C32 H32B 108.3 . . ? N4 C32 H32B 108.3 . . ? H32A C32 H32B 107.4 . . ? C32 C33 C34 110.45(15) . . ? C32 C33 H33A 109.6 . . ? C34 C33 H33A 109.6 . . ? C32 C33 H33B 109.6 . . ? C34 C33 H33B 109.6 . . ? H33A C33 H33B 108.1 . . ? C35 C34 C33 112.73(16) . . ? C35 C34 H34A 109.0 . . ? C33 C34 H34A 109.0 . . ? C35 C34 H34B 109.0 . . ? C33 C34 H34B 109.0 . . ? H34A C34 H34B 107.8 . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N4 C36 C37 116.81(15) . . ? N4 C36 H36A 108.1 . . ? C37 C36 H36A 108.1 . . ? N4 C36 H36B 108.1 . . ? C37 C36 H36B 108.1 . . ? H36A C36 H36B 107.3 . . ? C36 C37 C38 107.55(15) . . ? C36 C37 H37A 110.2 . . ? C38 C37 H37A 110.2 . . ? C36 C37 H37B 110.2 . . ? C38 C37 H37B 110.2 . . ? H37A C37 H37B 108.5 . . ? C37 C38 C39 113.40(17) . . ? C37 C38 H38A 108.9 . . ? C39 C38 H38A 108.9 . . ? C37 C38 H38B 108.9 . . ? C39 C38 H38B 108.9 . . ? H38A C38 H38B 107.7 . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 N4 115.20(14) . . ? C41 C40 H40A 108.5 . . ? N4 C40 H40A 108.5 . . ? C41 C40 H40B 108.5 . . ? N4 C40 H40B 108.5 . . ? H40A C40 H40B 107.5 . . ? C40 C41 C42 111.79(15) . . ? C40 C41 H41A 109.3 . . ? C42 C41 H41A 109.3 . . ? C40 C41 H41B 109.3 . . ? C42 C41 H41B 109.3 . . ? H41A C41 H41B 107.9 . . ? C43 C42 C41 113.85(16) . . ? C43 C42 H42A 108.8 . . ? C41 C42 H42A 108.8 . . ? C43 C42 H42B 108.8 . . ? C41 C42 H42B 108.8 . . ? H42A C42 H42B 107.7 . . ? C42 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C42 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C1 N1 C5 127.78(17) . . ? C1 N1 Ni1 117.40(13) . . ? C5 N1 Ni1 114.38(13) . . ? C2 N2 C2N 118.79(17) . . ? C2 N2 Ni1 114.95(13) . . ? C2N N2 Ni1 126.04(14) . . ? C3 N3 C10 128.65(16) . . ? C3 N3 Ni1 116.26(13) . . ? C10 N3 Ni1 114.52(12) . . ? C36 N4 C28 111.17(13) . . ? C36 N4 C32 104.99(12) . . ? C28 N4 C32 110.97(13) . . ? C36 N4 C40 111.37(13) . . ? C28 N4 C40 106.77(13) . . ? C32 N4 C40 111.65(14) . . ? C12 N5 C24 108.59(14) . . ? C12 N5 C20 107.96(13) . . ? C24 N5 C20 111.41(14) . . ? C12 N5 C16 111.85(14) . . ? C24 N5 C16 108.30(13) . . ? C20 N5 C16 108.76(14) . . ? C4 O4 Ni1 112.83(12) . . ? N1 Ni1 N3 86.00(7) . . ? N1 Ni1 N2 85.13(7) . . ? N3 Ni1 N2 170.39(7) . . ? N1 Ni1 O4 172.38(6) . . ? N3 Ni1 O4 86.37(6) . . ? N2 Ni1 O4 102.48(6) . . ? O7 O6 H1O 114.5(15) . . ? O7 O6 H2O 62.7(18) . . ? H1O O6 H2O 96(2) . . ? O6 O7 C20 93.8(4) . . ? O6 O7 H7A 113.0 . . ? C20 O7 H7A 113.0 . . ? O6 O7 H7B 113.0 . . ? C20 O7 H7B 113.0 . . ? H7A O7 H7B 110.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O1 C1 C2 O2 -0.5(3) . . . . ? N1 C1 C2 O2 177.98(17) . . . . ? O1 C1 C2 N2 179.81(17) . . . . ? N1 C1 C2 N2 -1.7(2) . . . . ? O3 C3 C4 O5 -6.0(3) . . . . ? N3 C3 C4 O5 174.40(16) . . . . ? O3 C3 C4 O4 174.32(16) . . . . ? N3 C3 C4 O4 -5.3(2) . . . . ? C10 C5 C6 C7 -1.3(3) . . . . ? N1 C5 C6 C7 175.43(17) . . . . ? C5 C6 C7 C8 -1.0(3) . . . . ? C6 C7 C8 C9 1.4(3) . . . . ? C7 C8 C9 C10 0.4(3) . . . . ? C8 C9 C10 N3 -179.32(16) . . . . ? C8 C9 C10 C5 -2.6(3) . . . . ? C6 C5 C10 C9 3.1(3) . . . . ? N1 C5 C10 C9 -174.09(15) . . . . ? C6 C5 C10 N3 -179.76(15) . . . . ? N1 C5 C10 N3 3.1(2) . . . . ? N5 C12 C13 C14 -163.41(17) . . . . ? C12 C13 C14 C15 -175.31(18) . . . . ? N5 C16 C17 C18 171.86(16) . . . . ? C16 C17 C18 C19 172.29(16) . . . . ? N5 C20 C21 C22 -170.84(15) . . . . ? O7 C20 C21 C22 41.7(3) . . . . ? C20 C21 C22 C23 -162.24(16) . . . . ? N5 C24 C25 C26 162.90(15) . . . . ? C24 C25 C26 C27 173.62(15) . . . . ? N4 C28 C29 C30 -179.87(14) . . . . ? C28 C29 C30 C31 -175.10(15) . . . . ? N4 C32 C33 C34 -170.67(15) . . . . ? C32 C33 C34 C35 175.58(16) . . . . ? N4 C36 C37 C38 -178.08(15) . . . . ? C36 C37 C38 C39 -176.72(17) . . . . ? N4 C40 C41 C42 170.28(15) . . . . ? C40 C41 C42 C43 -74.2(2) . . . . ? O1 C1 N1 C5 5.4(3) . . . . ? C2 C1 N1 C5 -173.07(15) . . . . ? O1 C1 N1 Ni1 177.18(15) . . . . ? C2 C1 N1 Ni1 -1.25(19) . . . . ? C6 C5 N1 C1 -6.1(3) . . . . ? C10 C5 N1 C1 170.85(17) . . . . ? C6 C5 N1 Ni1 -178.09(15) . . . . ? C10 C5 N1 Ni1 -1.17(19) . . . . ? O2 C2 N2 C2N -1.0(3) . . . . ? C1 C2 N2 C2N 178.66(15) . . . . ? O2 C2 N2 Ni1 -175.87(16) . . . . ? C1 C2 N2 Ni1 3.75(19) . . . . ? O3 C3 N3 C10 -1.7(3) . . . . ? C4 C3 N3 C10 177.85(15) . . . . ? O3 C3 N3 Ni1 -172.59(15) . . . . ? C4 C3 N3 Ni1 6.96(18) . . . . ? C9 C10 N3 C3 2.2(3) . . . . ? C5 C10 N3 C3 -174.73(17) . . . . ? C9 C10 N3 Ni1 173.19(15) . . . . ? C5 C10 N3 Ni1 -3.71(18) . . . . ? C37 C36 N4 C28 -60.79(19) . . . . ? C37 C36 N4 C32 179.14(15) . . . . ? C37 C36 N4 C40 58.2(2) . . . . ? C29 C28 N4 C36 -65.64(18) . . . . ? C29 C28 N4 C32 50.81(19) . . . . ? C29 C28 N4 C40 172.69(14) . . . . ? C33 C32 N4 C36 178.03(15) . . . . ? C33 C32 N4 C28 57.8(2) . . . . ? C33 C32 N4 C40 -61.17(19) . . . . ? C41 C40 N4 C36 51.71(19) . . . . ? C41 C40 N4 C28 173.25(14) . . . . ? C41 C40 N4 C32 -65.30(18) . . . . ? C13 C12 N5 C24 -57.0(2) . . . . ? C13 C12 N5 C20 -177.88(16) . . . . ? C13 C12 N5 C16 62.5(2) . . . . ? C25 C24 N5 C12 -179.07(14) . . . . ? C25 C24 N5 C20 -60.29(19) . . . . ? C25 C24 N5 C16 59.28(19) . . . . ? C21 C20 N5 C12 77.2(2) . . . . ? O7 C20 N5 C12 -137.6(3) . . . . ? C21 C20 N5 C24 -41.9(2) . . . . ? O7 C20 N5 C24 103.2(3) . . . . ? C21 C20 N5 C16 -161.22(16) . . . . ? O7 C20 N5 C16 -16.1(4) . . . . ? C17 C16 N5 C12 49.1(2) . . . . ? C17 C16 N5 C24 168.71(15) . . . . ? C17 C16 N5 C20 -70.06(19) . . . . ? O5 C4 O4 Ni1 -178.41(15) . . . . ? C3 C4 O4 Ni1 1.24(18) . . . . ? C1 N1 Ni1 N3 -173.62(14) . . . . ? C5 N1 Ni1 N3 -0.71(12) . . . . ? C1 N1 Ni1 N2 2.67(13) . . . . ? C5 N1 Ni1 N2 175.58(12) . . . . ? C1 N1 Ni1 O4 -174.6(4) . . . . ? C5 N1 Ni1 O4 -1.7(5) . . . . ? C3 N3 Ni1 N1 174.67(13) . . . . ? C10 N3 Ni1 N1 2.49(12) . . . . ? C3 N3 Ni1 N2 152.0(4) . . . . ? C10 N3 Ni1 N2 -20.2(5) . . . . ? C3 N3 Ni1 O4 -5.46(13) . . . . ? C10 N3 Ni1 O4 -177.65(12) . . . . ? C2 N2 Ni1 N1 -3.66(13) . . . . ? C2N N2 Ni1 N1 -178.14(15) . . . . ? C2 N2 Ni1 N3 19.1(5) . . . . ? C2N N2 Ni1 N3 -155.4(4) . . . . ? C2 N2 Ni1 O4 175.98(13) . . . . ? C2N N2 Ni1 O4 1.49(16) . . . . ? C4 O4 Ni1 N1 3.0(5) . . . . ? C4 O4 Ni1 N3 2.05(12) . . . . ? C4 O4 Ni1 N2 -174.19(12) . . . . ? C21 C20 O7 O6 111.2(3) . . . . ? N5 C20 O7 O6 -34.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.331 _refine_diff_density_min -0.240 _refine_diff_density_rms 0.042 data_abdulm64 _database_code_depnum_ccdc_archive 'CCDC 889273' #TrackingRef '5.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H53 Cu3 N9 O5, 2(N O3), 3(C2 H3 N)' _chemical_formula_sum 'C35 H62 Cu3 N14 O11' _chemical_formula_weight 1045.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 '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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.4822(8) _cell_length_b 36.854(4) _cell_length_c 15.1713(16) _cell_angle_alpha 90.00 _cell_angle_beta 97.601(10) _cell_angle_gamma 90.00 _cell_volume 4700.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 110 _cell_measurement_reflns_used 4259 _cell_measurement_theta_min 3.1714 _cell_measurement_theta_max 62.0831 _exptl_crystal_description plate _exptl_crystal_colour purple _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.477 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2180 _exptl_absorpt_coefficient_mu 2.158 _exptl_absorpt_correction_T_min 0.56184 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 110 _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'oxoford gemini s' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 2 _diffrn_standards_interval_count 50 _diffrn_standards_interval_time 5 _diffrn_standards_decay_% 0 _diffrn_reflns_number 14830 _diffrn_reflns_av_R_equivalents 0.0447 _diffrn_reflns_av_sigmaI/netI 0.0720 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -42 _diffrn_reflns_limit_k_max 41 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.17 _diffrn_reflns_theta_max 62.17 _reflns_number_total 7316 _reflns_number_gt 3975 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.33.64 (release 22-03-2010 CrysAlis171 .NET) (compiled Mar 22 2010,13:57:49) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _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. Of the two NO3- anions one has been refined disordered over two positions, whereby DFIX, DANG and FLAT restraints were used in order to refine to reaso- nable bond lenghts and angles. In order to refine all NO3- anions anisotropically DELU, SIMU and ISOR restraints have been applied, cf. below: DFIX 1.200 0.020 N12 O9 DFIX 1.150 0.020 N12 O11 DFIX 1.190 0.020 N12 O10 DANG 2.050 0.040 O11 O9 DANG 2.050 0.040 O9 O10 DANG 2.050 0.040 O10 O11 FLAT 0.100 N12 O11 O10 O9 DFIX 1.200 0.020 N12' O9' DFIX 1.150 0.020 N12' O11' DFIX 1.190 0.020 N12' O10' DANG 2.050 0.040 O11' O9' DANG 2.050 0.040 O9' O10' DANG 2.050 0.040 O10' O11' FLAT 0.100 N12' O11' O10' O9' DELU 0.010 0.010 N12 O9 O10 O11 SIMU 0.040 0.080 1.700 N12 O9 O10 O11 ISOR 0.100 N12 O9 O10 O11 DELU 0.010 0.010 N12' O9' O10' O11' SIMU 0.040 0.080 1.700 N12' O9' O10' O11' ISOR 0.100 N12' O9' O10' O11' DELU 0.010 0.010 N14 C33 C34 SIMU 0.040 0.080 1.700 N14 C33 C34 ISOR 0.100 N14 C33 C34 ; _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^)+(0.1594P)^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 7316 _refine_ls_number_parameters 605 _refine_ls_number_restraints 143 _refine_ls_R_factor_all 0.1271 _refine_ls_R_factor_gt 0.0867 _refine_ls_wR_factor_ref 0.2427 _refine_ls_wR_factor_gt 0.2228 _refine_ls_goodness_of_fit_ref 0.920 _refine_ls_restrained_S_all 0.917 _refine_ls_shift/su_max 0.004 _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 C3 C 0.1668(8) 0.5330(2) 0.2413(5) 0.0599(19) Uani 1 1 d . . . C4 C 0.0535(9) 0.5407(2) 0.1551(6) 0.065(2) Uani 1 1 d . . . C1 C 0.4371(8) 0.6551(2) 0.2518(5) 0.066(2) Uani 1 1 d . . . C2 C 0.3337(8) 0.6705(2) 0.1710(5) 0.0590(19) Uani 1 1 d . . . C2N C 0.1264(9) 0.6615(3) 0.0500(6) 0.075(2) Uani 1 1 d . . . H2N1 H 0.0579 0.6422 0.0256 0.113 Uiso 1 1 calc R . . H2N2 H 0.1898 0.6698 0.0061 0.113 Uiso 1 1 calc R . . H2N3 H 0.0631 0.6812 0.0673 0.113 Uiso 1 1 calc R . . C10 C 0.3742(8) 0.5654(2) 0.3385(5) 0.062(2) Uani 1 1 d . . . C9 C 0.4094(9) 0.5422(2) 0.4067(6) 0.072(2) Uani 1 1 d . . . H9 H 0.3534 0.5205 0.4077 0.086 Uiso 1 1 calc R . . C8 C 0.5325(10) 0.5505(2) 0.4778(6) 0.073(2) Uani 1 1 d . . . H8 H 0.5569 0.5342 0.5244 0.088 Uiso 1 1 calc R . . C7 C 0.6154(9) 0.5830(2) 0.4772(6) 0.070(2) Uani 1 1 d . . . H7 H 0.6959 0.5885 0.5231 0.084 Uiso 1 1 calc R . . C6 C 0.5772(8) 0.6074(2) 0.4075(5) 0.064(2) Uani 1 1 d . . . H6 H 0.6333 0.6290 0.4070 0.076 Uiso 1 1 calc R . . C5 C 0.4553(9) 0.5998(2) 0.3378(6) 0.066(2) Uani 1 1 d . . . C20 C 0.2452(9) 0.4590(3) 0.1065(7) 0.078(2) Uani 1 1 d . . . H20A H 0.1760 0.4697 0.0583 0.118 Uiso 1 1 calc R . . H20B H 0.3164 0.4424 0.0832 0.118 Uiso 1 1 calc R . . H20C H 0.3055 0.4777 0.1397 0.118 Uiso 1 1 calc R . . C21 C 0.2514(9) 0.4225(2) 0.2400(6) 0.077(2) Uani 1 1 d . . . H21A H 0.1882 0.4097 0.2780 0.116 Uiso 1 1 calc R . . H21B H 0.3118 0.4411 0.2735 0.116 Uiso 1 1 calc R . . H21C H 0.3227 0.4058 0.2170 0.116 Uiso 1 1 calc R . . C22 C 0.0502(9) 0.4106(2) 0.1126(6) 0.072(2) Uani 1 1 d . . . H22A H 0.0161 0.4197 0.0532 0.087 Uiso 1 1 calc R . . H22B H 0.1144 0.3891 0.1076 0.087 Uiso 1 1 calc R . . C23 C -0.0900(9) 0.4012(2) 0.1559(6) 0.069(2) Uani 1 1 d . . . H23A H -0.0567 0.3891 0.2121 0.083 Uiso 1 1 calc R . . H23B H -0.1587 0.3848 0.1183 0.083 Uiso 1 1 calc R . . C24 C -0.2674(9) 0.4478(2) 0.0878(6) 0.072(2) Uani 1 1 d . . . H24A H -0.1963 0.4511 0.0442 0.108 Uiso 1 1 calc R . . H24B H -0.3178 0.4705 0.0977 0.108 Uiso 1 1 calc R . . H24C H -0.3469 0.4302 0.0668 0.108 Uiso 1 1 calc R . . C25 C -0.2810(10) 0.4296(3) 0.2416(7) 0.089(3) Uani 1 1 d . . . H25A H -0.2284 0.4139 0.2876 0.106 Uiso 1 1 calc R . . H25B H -0.3799 0.4182 0.2165 0.106 Uiso 1 1 calc R . . C26 C -0.3143(10) 0.4659(3) 0.2805(7) 0.095(3) Uani 1 1 d . . . H26A H -0.3726 0.4625 0.3307 0.114 Uiso 1 1 calc R . . H26B H -0.3792 0.4804 0.2363 0.114 Uiso 1 1 calc R . . C27 C -0.0914(13) 0.4697(4) 0.3964(7) 0.112(4) Uani 1 1 d . . . H27A H -0.0758 0.4441 0.3895 0.168 Uiso 1 1 calc R . . H27B H -0.1633 0.4737 0.4392 0.168 Uiso 1 1 calc R . . H27C H 0.0088 0.4810 0.4165 0.168 Uiso 1 1 calc R . . C28 C -0.1844(12) 0.5242(3) 0.3175(9) 0.114(4) Uani 1 1 d . . . H28A H -0.2282 0.5335 0.2604 0.171 Uiso 1 1 calc R . . H28B H -0.0850 0.5360 0.3370 0.171 Uiso 1 1 calc R . . H28C H -0.2572 0.5286 0.3597 0.171 Uiso 1 1 calc R . . C11 C 0.6958(11) 0.6850(3) 0.1057(7) 0.090(3) Uani 1 1 d . . . H11A H 0.7356 0.6697 0.1547 0.135 Uiso 1 1 calc R . . H11B H 0.7686 0.6848 0.0623 0.135 Uiso 1 1 calc R . . H11C H 0.5939 0.6763 0.0791 0.135 Uiso 1 1 calc R . . C12 C 0.6187(10) 0.7454(3) 0.0624(6) 0.092(3) Uani 1 1 d . . . H12A H 0.6074 0.7699 0.0825 0.137 Uiso 1 1 calc R . . H12B H 0.5170 0.7365 0.0359 0.137 Uiso 1 1 calc R . . H12C H 0.6917 0.7450 0.0192 0.137 Uiso 1 1 calc R . . C13 C 0.8352(9) 0.7360(3) 0.1840(6) 0.076(2) Uani 1 1 d . . . H13A H 0.8878 0.7169 0.2209 0.091 Uiso 1 1 calc R . . H13B H 0.9035 0.7429 0.1404 0.091 Uiso 1 1 calc R . . C14 C 0.8074(9) 0.7680(3) 0.2405(6) 0.074(2) Uani 1 1 d . . . H14A H 0.9065 0.7753 0.2754 0.089 Uiso 1 1 calc R . . H14B H 0.7677 0.7883 0.2031 0.089 Uiso 1 1 calc R . . C15 C 0.7686(10) 0.7367(3) 0.3738(6) 0.085(3) Uani 1 1 d . . . H15A H 0.6918 0.7302 0.4122 0.128 Uiso 1 1 calc R . . H15B H 0.8523 0.7507 0.4064 0.128 Uiso 1 1 calc R . . H15C H 0.8125 0.7150 0.3516 0.128 Uiso 1 1 calc R . . C16 C 0.6104(10) 0.7903(3) 0.3299(7) 0.085(3) Uani 1 1 d . . . H16A H 0.5900 0.8078 0.2820 0.102 Uiso 1 1 calc R . . H16B H 0.6768 0.8017 0.3791 0.102 Uiso 1 1 calc R . . C17 C 0.4552(10) 0.7781(3) 0.3593(6) 0.080(3) Uani 1 1 d . . . H17A H 0.4768 0.7632 0.4123 0.096 Uiso 1 1 calc R . . H17B H 0.3948 0.7991 0.3737 0.096 Uiso 1 1 calc R . . C18 C 0.2779(10) 0.7804(3) 0.2186(7) 0.086(3) Uani 1 1 d . . . H18A H 0.3537 0.7954 0.1942 0.128 Uiso 1 1 calc R . . H18B H 0.2027 0.7954 0.2436 0.128 Uiso 1 1 calc R . . H18C H 0.2229 0.7655 0.1723 0.128 Uiso 1 1 calc R . . C19 C 0.2450(9) 0.7339(3) 0.3257(6) 0.078(3) Uani 1 1 d . . . H19A H 0.2994 0.7187 0.3713 0.117 Uiso 1 1 calc R . . H19B H 0.1900 0.7191 0.2795 0.117 Uiso 1 1 calc R . . H19C H 0.1698 0.7489 0.3508 0.117 Uiso 1 1 calc R . . C31 C 0.6651(13) 0.5901(3) 0.1041(8) 0.106(3) Uani 1 1 d . . . H31A H 0.6937 0.6001 0.1625 0.159 Uiso 1 1 calc R . . H31B H 0.6086 0.6081 0.0663 0.159 Uiso 1 1 calc R . . H31C H 0.7596 0.5831 0.0799 0.159 Uiso 1 1 calc R . . C32 C 0.5623(12) 0.5580(3) 0.1095(8) 0.095(3) Uani 1 1 d . . . C35 C 0.4875(14) 0.6473(3) 0.6307(8) 0.107(4) Uani 1 1 d . . . H35A H 0.4849 0.6555 0.6905 0.161 Uiso 1 1 calc R . . H35B H 0.5843 0.6341 0.6276 0.161 Uiso 1 1 calc R . . H35C H 0.3982 0.6317 0.6133 0.161 Uiso 1 1 calc R . . C36 C 0.4801(11) 0.6790(3) 0.5699(7) 0.084(3) Uani 1 1 d . . . N3 N 0.2560(6) 0.56081(18) 0.2663(4) 0.0614(16) Uani 1 1 d . . . N1 N 0.4008(7) 0.62187(18) 0.2680(4) 0.0616(16) Uani 1 1 d . . . N2 N 0.2303(7) 0.64821(19) 0.1277(4) 0.0675(18) Uani 1 1 d . . . N7 N 0.1475(7) 0.43893(17) 0.1664(5) 0.0658(17) Uani 1 1 d . . . N8 N -0.1776(7) 0.43516(18) 0.1713(4) 0.0654(17) Uani 1 1 d . . . N9 N -0.1585(8) 0.4854(2) 0.3106(6) 0.086(2) Uani 1 1 d . . . N4 N 0.6794(7) 0.7225(2) 0.1379(5) 0.0704(19) Uani 1 1 d . . . N5 N 0.6916(6) 0.75812(18) 0.2994(4) 0.0619(16) Uani 1 1 d . . . N6 N 0.3611(7) 0.7570(2) 0.2883(5) 0.0697(18) Uani 1 1 d . . . N11 N 0.9832(12) 0.6450(3) 0.6095(7) 0.095(2) Uani 1 1 d . . . N13 N 0.4920(11) 0.5336(3) 0.1143(8) 0.123(4) Uani 1 1 d . . . N14 N 0.9504(14) 0.6304(4) 0.2786(8) 0.136(4) Uani 1 1 d U . . C33 C 1.1296(17) 0.6414(6) 0.4233(8) 0.188(9) Uani 1 1 d U . . H33A H 1.0969 0.6252 0.4670 0.282 Uiso 1 1 calc R . . H33B H 1.1213 0.6660 0.4429 0.282 Uiso 1 1 calc R . . H33C H 1.2379 0.6363 0.4154 0.282 Uiso 1 1 calc R . . C34 C 1.0260(18) 0.6362(5) 0.3378(12) 0.140(5) Uani 1 1 d U . . N15 N 0.4742(10) 0.7035(3) 0.5279(6) 0.099(3) Uani 1 1 d . . . O3 O 0.1595(5) 0.50290(15) 0.2792(4) 0.0628(13) Uani 1 1 d . . . O5 O -0.0435(6) 0.51672(15) 0.1273(4) 0.0703(14) Uani 1 1 d . . . O4 O 0.0675(6) 0.57112(15) 0.1157(4) 0.0717(15) Uani 1 1 d . . . O1 O 0.5369(5) 0.67581(14) 0.2954(3) 0.0636(13) Uani 1 1 d . . . O2 O 0.3537(5) 0.70302(15) 0.1483(4) 0.0664(14) Uani 1 1 d . . . O6 O 0.8772(16) 0.6622(4) 0.5625(10) 0.210(6) Uani 1 1 d . . . O7 O 1.0951(12) 0.6592(3) 0.6395(8) 0.164(4) Uani 1 1 d . . . O8 O 0.9666(18) 0.6138(4) 0.6138(8) 0.208(7) Uani 1 1 d . . . N12 N 0.5257(18) 0.6518(5) 0.8940(13) 0.091(7) Uani 0.59(3) 1 d PDU A 1 O9 O 0.627(3) 0.6649(6) 0.8582(12) 0.138(8) Uani 0.59(3) 1 d PDU A 1 O10 O 0.4164(19) 0.6668(8) 0.9200(16) 0.163(11) Uani 0.59(3) 1 d PDU A 1 O11 O 0.541(3) 0.6218(4) 0.9158(16) 0.147(8) Uani 0.59(3) 1 d PDU A 1 N12' N 0.538(2) 0.6563(4) 0.9010(11) 0.046(6) Uani 0.41(3) 1 d PDU A 2 O9' O 0.513(3) 0.6874(4) 0.8879(16) 0.116(11) Uani 0.41(3) 1 d PDU A 2 O10' O 0.678(2) 0.6488(8) 0.910(3) 0.161(14) Uani 0.41(3) 1 d PDU A 2 O11' O 0.446(3) 0.6377(9) 0.9284(19) 0.138(13) Uani 0.41(3) 1 d PDU A 2 Cu3 Cu -0.01013(11) 0.47070(3) 0.22030(8) 0.0616(4) Uani 1 1 d . . . Cu1 Cu 0.22903(13) 0.60174(3) 0.18629(8) 0.0698(4) Uani 1 1 d . . . Cu2 Cu 0.52296(11) 0.72849(3) 0.22693(7) 0.0580(3) 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 C3 0.046(4) 0.065(5) 0.067(5) -0.008(4) 0.001(3) 0.003(4) C4 0.048(4) 0.070(5) 0.074(5) -0.013(5) -0.006(4) 0.001(4) C1 0.043(4) 0.077(6) 0.076(5) 0.009(5) -0.007(4) -0.003(4) C2 0.040(4) 0.067(5) 0.064(5) 0.003(4) -0.012(3) -0.005(3) C2N 0.055(4) 0.079(6) 0.086(6) -0.013(5) -0.014(4) -0.011(4) C10 0.048(4) 0.066(5) 0.072(5) -0.005(4) 0.005(4) -0.002(4) C9 0.058(5) 0.061(5) 0.095(6) 0.006(5) 0.005(4) -0.001(4) C8 0.070(5) 0.071(6) 0.074(6) 0.012(5) -0.004(4) 0.008(4) C7 0.063(5) 0.066(5) 0.075(6) -0.005(5) -0.005(4) 0.000(4) C6 0.050(4) 0.066(5) 0.072(5) -0.004(4) -0.001(4) -0.007(4) C5 0.054(4) 0.065(5) 0.077(5) -0.011(5) 0.004(4) -0.006(4) C20 0.051(4) 0.077(6) 0.108(7) -0.003(5) 0.011(4) -0.003(4) C21 0.056(5) 0.071(5) 0.098(6) -0.016(5) -0.013(4) 0.009(4) C22 0.060(5) 0.067(5) 0.087(6) -0.020(5) 0.000(4) 0.001(4) C23 0.062(5) 0.060(5) 0.080(6) -0.013(4) -0.012(4) -0.006(4) C24 0.049(4) 0.080(6) 0.083(6) -0.006(5) -0.006(4) -0.003(4) C25 0.055(5) 0.118(8) 0.095(7) -0.012(6) 0.017(5) -0.027(5) C26 0.065(5) 0.123(9) 0.102(7) -0.051(7) 0.027(5) -0.031(5) C27 0.095(7) 0.154(12) 0.088(7) -0.023(8) 0.021(6) -0.050(7) C28 0.071(6) 0.108(9) 0.168(11) -0.073(8) 0.033(6) -0.012(6) C11 0.072(6) 0.100(8) 0.096(7) -0.021(6) 0.004(5) -0.001(5) C12 0.062(5) 0.122(9) 0.088(6) 0.027(6) 0.003(5) 0.001(5) C13 0.044(4) 0.089(6) 0.095(6) 0.005(5) 0.003(4) -0.005(4) C14 0.041(4) 0.080(6) 0.098(6) 0.014(5) -0.004(4) -0.014(4) C15 0.060(5) 0.095(7) 0.093(6) -0.001(6) -0.017(5) -0.020(5) C16 0.067(5) 0.079(6) 0.105(7) -0.024(6) -0.006(5) -0.006(5) C17 0.071(5) 0.088(6) 0.079(6) -0.019(5) 0.003(4) 0.011(5) C18 0.063(5) 0.095(7) 0.098(7) 0.018(6) 0.007(5) 0.013(5) C19 0.043(4) 0.111(7) 0.080(6) 0.010(5) 0.005(4) -0.007(4) C31 0.102(8) 0.088(7) 0.124(9) 0.000(7) -0.001(7) 0.003(6) C32 0.066(6) 0.097(8) 0.122(9) -0.008(7) 0.008(6) 0.008(6) C35 0.103(8) 0.084(7) 0.132(9) -0.009(7) 0.001(7) 0.014(6) C36 0.073(6) 0.100(8) 0.074(7) -0.012(6) -0.006(5) 0.022(5) N3 0.041(3) 0.072(4) 0.069(4) -0.014(3) -0.001(3) -0.016(3) N1 0.051(3) 0.057(4) 0.075(4) 0.012(3) -0.001(3) -0.004(3) N2 0.044(3) 0.083(5) 0.073(4) -0.008(4) -0.001(3) -0.009(3) N7 0.041(3) 0.057(4) 0.096(5) -0.007(4) -0.003(3) 0.001(3) N8 0.049(3) 0.068(4) 0.077(4) -0.016(4) 0.005(3) -0.003(3) N9 0.061(4) 0.098(6) 0.098(6) -0.028(5) 0.006(4) -0.018(4) N4 0.039(3) 0.090(5) 0.079(4) 0.004(4) -0.006(3) 0.001(3) N5 0.043(3) 0.072(4) 0.067(4) -0.008(3) -0.006(3) -0.003(3) N6 0.045(3) 0.082(5) 0.077(4) 0.001(4) -0.006(3) 0.005(3) N11 0.082(6) 0.082(6) 0.120(7) -0.015(6) 0.008(5) 0.002(5) N13 0.081(6) 0.132(9) 0.159(10) -0.013(8) 0.028(6) -0.026(6) N14 0.114(8) 0.175(11) 0.114(8) -0.025(8) -0.004(6) 0.068(8) C33 0.126(11) 0.36(3) 0.087(8) -0.044(12) 0.031(6) 0.057(14) C34 0.102(10) 0.178(14) 0.139(11) -0.027(12) 0.020(7) -0.007(10) N15 0.088(6) 0.130(8) 0.077(6) 0.018(6) -0.002(4) 0.025(5) O3 0.048(3) 0.059(3) 0.078(3) 0.003(3) -0.005(2) -0.003(2) O5 0.050(3) 0.065(3) 0.091(4) -0.005(3) -0.009(3) -0.011(2) O4 0.056(3) 0.060(3) 0.093(4) 0.003(3) -0.010(3) -0.001(2) O1 0.049(3) 0.064(3) 0.072(3) 0.003(3) -0.012(2) -0.012(2) O2 0.050(3) 0.070(4) 0.074(3) 0.011(3) -0.011(2) -0.003(2) O6 0.182(11) 0.232(15) 0.210(12) -0.074(11) 0.001(9) 0.091(11) O7 0.111(7) 0.172(10) 0.202(10) -0.033(8) -0.007(7) -0.058(7) O8 0.292(16) 0.151(11) 0.155(9) 0.047(8) -0.067(10) -0.096(11) N12 0.034(8) 0.076(9) 0.159(19) -0.019(11) -0.002(8) -0.025(7) O9 0.161(16) 0.163(18) 0.099(12) 0.019(11) 0.046(11) -0.023(14) O10 0.076(10) 0.19(2) 0.22(2) -0.08(2) 0.002(10) 0.028(13) O11 0.157(19) 0.076(8) 0.214(18) -0.017(10) 0.046(16) -0.018(9) N12' 0.068(12) 0.048(8) 0.028(9) 0.001(8) 0.023(8) 0.029(8) O9' 0.14(2) 0.058(8) 0.133(17) 0.016(10) -0.046(14) 0.017(9) O10' 0.091(12) 0.16(2) 0.24(3) -0.01(2) 0.061(17) 0.065(13) O11' 0.111(18) 0.12(2) 0.18(2) 0.02(2) -0.018(17) -0.070(18) Cu3 0.0419(6) 0.0585(7) 0.0819(8) -0.0082(6) -0.0004(5) -0.0045(4) Cu1 0.0545(6) 0.0649(7) 0.0857(8) -0.0047(6) -0.0069(5) -0.0100(5) Cu2 0.0359(5) 0.0645(7) 0.0700(7) 0.0018(6) -0.0059(4) -0.0054(4) _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 C3 O3 1.257(9) . ? C3 N3 1.299(10) . ? C3 C4 1.544(11) . ? C4 O5 1.244(9) . ? C4 O4 1.281(10) . ? C1 O1 1.260(9) . ? C1 N1 1.294(10) . ? C1 C2 1.520(11) . ? C2 O2 1.263(9) . ? C2 N2 1.314(9) . ? C2N N2 1.459(10) . ? C2N H2N1 0.9600 . ? C2N H2N2 0.9600 . ? C2N H2N3 0.9600 . ? C10 C9 1.345(11) . ? C10 N3 1.394(9) . ? C10 C5 1.443(11) . ? C9 C8 1.431(12) . ? C9 H9 0.9300 . ? C8 C7 1.391(12) . ? C8 H8 0.9300 . ? C7 C6 1.393(11) . ? C7 H7 0.9300 . ? C6 C5 1.405(11) . ? C6 H6 0.9300 . ? C5 N1 1.368(10) . ? C20 N7 1.503(11) . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 N7 1.460(10) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 C23 1.474(12) . ? C22 N7 1.503(10) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 N8 1.491(10) . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C24 N8 1.465(10) . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 N8 1.482(11) . ? C25 C26 1.503(14) . ? C25 H25A 0.9700 . ? C25 H25B 0.9700 . ? C26 N9 1.521(11) . ? C26 H26A 0.9700 . ? C26 H26B 0.9700 . ? C27 N9 1.469(14) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 N9 1.450(14) . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C11 N4 1.480(12) . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 N4 1.461(11) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C14 1.495(13) . ? C13 N4 1.496(9) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 N5 1.459(10) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 N5 1.460(11) . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C16 N5 1.475(11) . ? C16 C17 1.513(13) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N6 1.473(11) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N6 1.470(11) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 N6 1.471(11) . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C31 C32 1.478(16) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 N13 1.089(14) . ? C35 C36 1.484(17) . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 N15 1.104(13) . ? N3 Cu1 1.931(7) . ? N1 Cu1 1.932(6) . ? N2 Cu1 1.931(7) . ? N7 Cu3 2.029(6) . ? N8 Cu3 2.002(6) . ? N9 Cu3 2.052(8) . ? N4 Cu2 2.026(7) . ? N5 Cu2 2.007(6) . ? N6 Cu2 2.048(7) . ? N11 O7 1.127(11) . ? N11 O8 1.159(14) . ? N11 O6 1.245(14) . ? N14 C34 1.055(15) . ? C33 C34 1.48(2) . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? O3 Cu3 1.985(5) . ? O5 Cu3 2.200(6) . ? O4 Cu1 1.977(5) . ? O1 Cu2 2.198(5) . ? O2 Cu2 1.978(5) . ? N12 O11 1.159(16) . ? N12 O9 1.177(15) . ? N12 O10 1.190(16) . ? N12' O11' 1.158(16) . ? N12' O9' 1.178(16) . ? N12' O10' 1.206(16) . ? 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 O3 C3 N3 128.6(7) . . ? O3 C3 C4 119.2(7) . . ? N3 C3 C4 112.1(7) . . ? O5 C4 O4 124.2(7) . . ? O5 C4 C3 117.8(8) . . ? O4 C4 C3 118.0(7) . . ? O1 C1 N1 129.3(7) . . ? O1 C1 C2 118.2(7) . . ? N1 C1 C2 112.4(7) . . ? O2 C2 N2 124.2(7) . . ? O2 C2 C1 119.4(6) . . ? N2 C2 C1 116.4(7) . . ? N2 C2N H2N1 109.5 . . ? N2 C2N H2N2 109.5 . . ? H2N1 C2N H2N2 109.5 . . ? N2 C2N H2N3 109.5 . . ? H2N1 C2N H2N3 109.5 . . ? H2N2 C2N H2N3 109.5 . . ? C9 C10 N3 126.2(7) . . ? C9 C10 C5 120.5(7) . . ? N3 C10 C5 113.2(7) . . ? C10 C9 C8 120.6(8) . . ? C10 C9 H9 119.7 . . ? C8 C9 H9 119.7 . . ? C7 C8 C9 119.9(8) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C8 C7 C6 119.6(7) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C6 C5 121.1(8) . . ? C7 C6 H6 119.4 . . ? C5 C6 H6 119.4 . . ? N1 C5 C6 127.1(7) . . ? N1 C5 C10 114.6(7) . . ? C6 C5 C10 118.3(8) . . ? N7 C20 H20A 109.5 . . ? N7 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? N7 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N7 C21 H21A 109.5 . . ? N7 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N7 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 N7 109.8(7) . . ? C23 C22 H22A 109.7 . . ? N7 C22 H22A 109.7 . . ? C23 C22 H22B 109.7 . . ? N7 C22 H22B 109.7 . . ? H22A C22 H22B 108.2 . . ? C22 C23 N8 108.6(7) . . ? C22 C23 H23A 110.0 . . ? N8 C23 H23A 110.0 . . ? C22 C23 H23B 110.0 . . ? N8 C23 H23B 110.0 . . ? H23A C23 H23B 108.3 . . ? N8 C24 H24A 109.5 . . ? N8 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? N8 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N8 C25 C26 108.6(8) . . ? N8 C25 H25A 110.0 . . ? C26 C25 H25A 110.0 . . ? N8 C25 H25B 110.0 . . ? C26 C25 H25B 110.0 . . ? H25A C25 H25B 108.3 . . ? C25 C26 N9 109.8(7) . . ? C25 C26 H26A 109.7 . . ? N9 C26 H26A 109.7 . . ? C25 C26 H26B 109.7 . . ? N9 C26 H26B 109.7 . . ? H26A C26 H26B 108.2 . . ? N9 C27 H27A 109.5 . . ? N9 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? N9 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N9 C28 H28A 109.5 . . ? N9 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N9 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N4 C12 H12A 109.5 . . ? N4 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N4 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 N4 109.5(6) . . ? C14 C13 H13A 109.8 . . ? N4 C13 H13A 109.8 . . ? C14 C13 H13B 109.8 . . ? N4 C13 H13B 109.8 . . ? H13A C13 H13B 108.2 . . ? N5 C14 C13 108.9(7) . . ? N5 C14 H14A 109.9 . . ? C13 C14 H14A 109.9 . . ? N5 C14 H14B 109.9 . . ? C13 C14 H14B 109.9 . . ? H14A C14 H14B 108.3 . . ? N5 C15 H15A 109.5 . . ? N5 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? N5 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N5 C16 C17 108.4(7) . . ? N5 C16 H16A 110.0 . . ? C17 C16 H16A 110.0 . . ? N5 C16 H16B 110.0 . . ? C17 C16 H16B 110.0 . . ? H16A C16 H16B 108.4 . . ? N6 C17 C16 110.5(7) . . ? N6 C17 H17A 109.6 . . ? C16 C17 H17A 109.6 . . ? N6 C17 H17B 109.6 . . ? C16 C17 H17B 109.6 . . ? H17A C17 H17B 108.1 . . ? N6 C18 H18A 109.5 . . ? N6 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? N6 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N6 C19 H19A 109.5 . . ? N6 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N6 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N13 C32 C31 177.2(13) . . ? C36 C35 H35A 109.5 . . ? C36 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C36 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N15 C36 C35 176.8(11) . . ? C3 N3 C10 130.9(7) . . ? C3 N3 Cu1 114.5(5) . . ? C10 N3 Cu1 114.4(5) . . ? C1 N1 C5 130.2(7) . . ? C1 N1 Cu1 114.9(5) . . ? C5 N1 Cu1 114.7(5) . . ? C2 N2 C2N 119.1(7) . . ? C2 N2 Cu1 111.7(5) . . ? C2N N2 Cu1 129.0(5) . . ? C21 N7 C20 110.0(6) . . ? C21 N7 C22 111.0(7) . . ? C20 N7 C22 108.7(7) . . ? C21 N7 Cu3 107.2(5) . . ? C20 N7 Cu3 113.9(5) . . ? C22 N7 Cu3 106.0(4) . . ? C24 N8 C25 112.1(6) . . ? C24 N8 C23 110.2(6) . . ? C25 N8 C23 110.6(7) . . ? C24 N8 Cu3 112.0(5) . . ? C25 N8 Cu3 106.3(5) . . ? C23 N8 Cu3 105.3(4) . . ? C28 N9 C27 111.6(9) . . ? C28 N9 C26 110.7(8) . . ? C27 N9 C26 107.4(8) . . ? C28 N9 Cu3 114.9(7) . . ? C27 N9 Cu3 106.7(7) . . ? C26 N9 Cu3 105.1(5) . . ? C12 N4 C11 108.6(8) . . ? C12 N4 C13 111.9(7) . . ? C11 N4 C13 110.4(6) . . ? C12 N4 Cu2 105.4(5) . . ? C11 N4 Cu2 114.9(6) . . ? C13 N4 Cu2 105.6(5) . . ? C14 N5 C15 109.9(6) . . ? C14 N5 C16 111.8(7) . . ? C15 N5 C16 111.8(7) . . ? C14 N5 Cu2 106.8(5) . . ? C15 N5 Cu2 110.0(5) . . ? C16 N5 Cu2 106.3(5) . . ? C18 N6 C19 109.5(6) . . ? C18 N6 C17 112.3(8) . . ? C19 N6 C17 110.4(7) . . ? C18 N6 Cu2 105.1(5) . . ? C19 N6 Cu2 113.7(6) . . ? C17 N6 Cu2 105.8(5) . . ? O7 N11 O8 122.7(13) . . ? O7 N11 O6 120.0(14) . . ? O8 N11 O6 117.0(13) . . ? C34 C33 H33A 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C34 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N14 C34 C33 175(2) . . ? C3 O3 Cu3 113.5(5) . . ? C4 O5 Cu3 108.0(5) . . ? C4 O4 Cu1 110.3(5) . . ? C1 O1 Cu2 107.2(5) . . ? C2 O2 Cu2 113.5(4) . . ? O11 N12 O9 118(2) . . ? O11 N12 O10 114(2) . . ? O9 N12 O10 128(2) . . ? O11' N12' O9' 121(2) . . ? O11' N12' O10' 121(2) . . ? O9' N12' O10' 113(2) . . ? O3 Cu3 N8 174.5(3) . . ? O3 Cu3 N7 92.8(2) . . ? N8 Cu3 N7 86.9(2) . . ? O3 Cu3 N9 90.8(3) . . ? N8 Cu3 N9 87.3(3) . . ? N7 Cu3 N9 156.4(3) . . ? O3 Cu3 O5 81.5(2) . . ? N8 Cu3 O5 104.0(2) . . ? N7 Cu3 O5 102.8(3) . . ? N9 Cu3 O5 100.7(3) . . ? N2 Cu1 N3 167.3(3) . . ? N2 Cu1 N1 84.6(3) . . ? N3 Cu1 N1 83.1(2) . . ? N2 Cu1 O4 107.6(2) . . ? N3 Cu1 O4 84.9(2) . . ? N1 Cu1 O4 167.6(3) . . ? O2 Cu2 N5 174.9(3) . . ? O2 Cu2 N4 92.0(2) . . ? N5 Cu2 N4 86.7(3) . . ? O2 Cu2 N6 92.3(2) . . ? N5 Cu2 N6 86.8(3) . . ? N4 Cu2 N6 153.6(3) . . ? O2 Cu2 O1 81.7(2) . . ? N5 Cu2 O1 103.4(2) . . ? N4 Cu2 O1 102.7(3) . . ? N6 Cu2 O1 103.6(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O3 C3 C4 O5 1.3(11) . . . . ? N3 C3 C4 O5 -176.3(7) . . . . ? O3 C3 C4 O4 -177.3(7) . . . . ? N3 C3 C4 O4 5.1(10) . . . . ? O1 C1 C2 O2 2.2(12) . . . . ? N1 C1 C2 O2 178.6(7) . . . . ? O1 C1 C2 N2 -179.4(7) . . . . ? N1 C1 C2 N2 -3.1(11) . . . . ? N3 C10 C9 C8 -178.9(8) . . . . ? C5 C10 C9 C8 -2.7(12) . . . . ? C10 C9 C8 C7 0.8(13) . . . . ? C9 C8 C7 C6 0.4(13) . . . . ? C8 C7 C6 C5 0.4(12) . . . . ? C7 C6 C5 N1 176.7(8) . . . . ? C7 C6 C5 C10 -2.3(12) . . . . ? C9 C10 C5 N1 -175.6(7) . . . . ? N3 C10 C5 N1 1.0(10) . . . . ? C9 C10 C5 C6 3.4(12) . . . . ? N3 C10 C5 C6 -179.9(7) . . . . ? N7 C22 C23 N8 53.7(9) . . . . ? N8 C25 C26 N9 -53.5(11) . . . . ? N4 C13 C14 N5 53.6(9) . . . . ? N5 C16 C17 N6 -53.2(10) . . . . ? O3 C3 N3 C10 3.6(14) . . . . ? C4 C3 N3 C10 -179.1(7) . . . . ? O3 C3 N3 Cu1 179.5(6) . . . . ? C4 C3 N3 Cu1 -3.2(8) . . . . ? C9 C10 N3 C3 -8.8(13) . . . . ? C5 C10 N3 C3 174.7(7) . . . . ? C9 C10 N3 Cu1 175.2(7) . . . . ? C5 C10 N3 Cu1 -1.2(8) . . . . ? O1 C1 N1 C5 2.2(15) . . . . ? C2 C1 N1 C5 -173.7(7) . . . . ? O1 C1 N1 Cu1 176.0(7) . . . . ? C2 C1 N1 Cu1 0.1(9) . . . . ? C6 C5 N1 C1 -5.6(14) . . . . ? C10 C5 N1 C1 173.4(8) . . . . ? C6 C5 N1 Cu1 -179.3(7) . . . . ? C10 C5 N1 Cu1 -0.4(9) . . . . ? O2 C2 N2 C2N -2.3(12) . . . . ? C1 C2 N2 C2N 179.4(7) . . . . ? O2 C2 N2 Cu1 -177.4(6) . . . . ? C1 C2 N2 Cu1 4.4(9) . . . . ? C23 C22 N7 C21 82.2(8) . . . . ? C23 C22 N7 C20 -156.7(7) . . . . ? C23 C22 N7 Cu3 -33.9(8) . . . . ? C26 C25 N8 C24 -79.0(9) . . . . ? C26 C25 N8 C23 157.6(7) . . . . ? C26 C25 N8 Cu3 43.8(8) . . . . ? C22 C23 N8 C24 76.2(8) . . . . ? C22 C23 N8 C25 -159.3(7) . . . . ? C22 C23 N8 Cu3 -44.8(7) . . . . ? C25 C26 N9 C28 159.1(10) . . . . ? C25 C26 N9 C27 -78.8(11) . . . . ? C25 C26 N9 Cu3 34.5(10) . . . . ? C14 C13 N4 C12 77.0(9) . . . . ? C14 C13 N4 C11 -161.9(8) . . . . ? C14 C13 N4 Cu2 -37.2(8) . . . . ? C13 C14 N5 C15 78.2(8) . . . . ? C13 C14 N5 C16 -157.1(7) . . . . ? C13 C14 N5 Cu2 -41.2(7) . . . . ? C17 C16 N5 C14 158.6(7) . . . . ? C17 C16 N5 C15 -77.7(9) . . . . ? C17 C16 N5 Cu2 42.3(8) . . . . ? C16 C17 N6 C18 -79.0(9) . . . . ? C16 C17 N6 C19 158.4(8) . . . . ? C16 C17 N6 Cu2 35.0(9) . . . . ? N3 C3 O3 Cu3 174.7(7) . . . . ? C4 C3 O3 Cu3 -2.4(8) . . . . ? O4 C4 O5 Cu3 179.0(6) . . . . ? C3 C4 O5 Cu3 0.5(8) . . . . ? O5 C4 O4 Cu1 177.4(6) . . . . ? C3 C4 O4 Cu1 -4.1(8) . . . . ? N1 C1 O1 Cu2 -178.2(8) . . . . ? C2 C1 O1 Cu2 -2.5(9) . . . . ? N2 C2 O2 Cu2 -178.6(6) . . . . ? C1 C2 O2 Cu2 -0.4(9) . . . . ? C3 O3 Cu3 N8 -168(2) . . . . ? C3 O3 Cu3 N7 104.6(5) . . . . ? C3 O3 Cu3 N9 -98.7(6) . . . . ? C3 O3 Cu3 O5 2.0(5) . . . . ? C24 N8 Cu3 O3 173(2) . . . . ? C25 N8 Cu3 O3 51(3) . . . . ? C23 N8 Cu3 O3 -67(3) . . . . ? C24 N8 Cu3 N7 -99.4(5) . . . . ? C25 N8 Cu3 N7 137.8(6) . . . . ? C23 N8 Cu3 N7 20.4(5) . . . . ? C24 N8 Cu3 N9 103.5(6) . . . . ? C25 N8 Cu3 N9 -19.4(6) . . . . ? C23 N8 Cu3 N9 -136.7(6) . . . . ? C24 N8 Cu3 O5 3.1(6) . . . . ? C25 N8 Cu3 O5 -119.7(6) . . . . ? C23 N8 Cu3 O5 122.9(5) . . . . ? C21 N7 Cu3 O3 62.6(5) . . . . ? C20 N7 Cu3 O3 -59.3(5) . . . . ? C22 N7 Cu3 O3 -178.7(5) . . . . ? C21 N7 Cu3 N8 -111.9(5) . . . . ? C20 N7 Cu3 N8 126.3(6) . . . . ? C22 N7 Cu3 N8 6.8(5) . . . . ? C21 N7 Cu3 N9 -35.9(9) . . . . ? C20 N7 Cu3 N9 -157.8(6) . . . . ? C22 N7 Cu3 N9 82.8(8) . . . . ? C21 N7 Cu3 O5 144.5(5) . . . . ? C20 N7 Cu3 O5 22.6(5) . . . . ? C22 N7 Cu3 O5 -96.8(5) . . . . ? C28 N9 Cu3 O3 55.1(7) . . . . ? C27 N9 Cu3 O3 -69.2(6) . . . . ? C26 N9 Cu3 O3 177.0(7) . . . . ? C28 N9 Cu3 N8 -130.1(7) . . . . ? C27 N9 Cu3 N8 105.6(6) . . . . ? C26 N9 Cu3 N8 -8.2(7) . . . . ? C28 N9 Cu3 N7 154.0(7) . . . . ? C27 N9 Cu3 N7 29.7(10) . . . . ? C26 N9 Cu3 N7 -84.1(9) . . . . ? C28 N9 Cu3 O5 -26.4(7) . . . . ? C27 N9 Cu3 O5 -150.7(6) . . . . ? C26 N9 Cu3 O5 95.5(7) . . . . ? C4 O5 Cu3 O3 -1.3(5) . . . . ? C4 O5 Cu3 N8 177.7(5) . . . . ? C4 O5 Cu3 N7 -92.3(5) . . . . ? C4 O5 Cu3 N9 87.9(5) . . . . ? C2 N2 Cu1 N3 11.4(15) . . . . ? C2N N2 Cu1 N3 -163.0(10) . . . . ? C2 N2 Cu1 N1 -3.4(6) . . . . ? C2N N2 Cu1 N1 -177.8(7) . . . . ? C2 N2 Cu1 O4 179.2(5) . . . . ? C2N N2 Cu1 O4 4.9(7) . . . . ? C3 N3 Cu1 N2 169.4(10) . . . . ? C10 N3 Cu1 N2 -14.0(15) . . . . ? C3 N3 Cu1 N1 -175.8(6) . . . . ? C10 N3 Cu1 N1 0.8(5) . . . . ? C3 N3 Cu1 O4 1.0(5) . . . . ? C10 N3 Cu1 O4 177.6(5) . . . . ? C1 N1 Cu1 N2 1.8(6) . . . . ? C5 N1 Cu1 N2 176.5(6) . . . . ? C1 N1 Cu1 N3 -175.0(6) . . . . ? C5 N1 Cu1 N3 -0.2(5) . . . . ? C1 N1 Cu1 O4 169.9(10) . . . . ? C5 N1 Cu1 O4 -15.3(15) . . . . ? C4 O4 Cu1 N2 -175.4(5) . . . . ? C4 O4 Cu1 N3 1.9(5) . . . . ? C4 O4 Cu1 N1 16.9(15) . . . . ? C2 O2 Cu2 N5 176(3) . . . . ? C2 O2 Cu2 N4 101.9(6) . . . . ? C2 O2 Cu2 N6 -104.2(6) . . . . ? C2 O2 Cu2 O1 -0.7(5) . . . . ? C14 N5 Cu2 O2 -58(3) . . . . ? C15 N5 Cu2 O2 -177(3) . . . . ? C16 N5 Cu2 O2 61(3) . . . . ? C14 N5 Cu2 N4 16.3(5) . . . . ? C15 N5 Cu2 N4 -103.0(6) . . . . ? C16 N5 Cu2 N4 135.8(6) . . . . ? C14 N5 Cu2 N6 -138.2(5) . . . . ? C15 N5 Cu2 N6 102.6(6) . . . . ? C16 N5 Cu2 N6 -18.7(6) . . . . ? C14 N5 Cu2 O1 118.6(5) . . . . ? C15 N5 Cu2 O1 -0.7(6) . . . . ? C16 N5 Cu2 O1 -121.9(6) . . . . ? C12 N4 Cu2 O2 68.1(6) . . . . ? C11 N4 Cu2 O2 -51.5(6) . . . . ? C13 N4 Cu2 O2 -173.4(5) . . . . ? C12 N4 Cu2 N5 -107.0(6) . . . . ? C11 N4 Cu2 N5 133.4(6) . . . . ? C13 N4 Cu2 N5 11.5(5) . . . . ? C12 N4 Cu2 N6 -31.2(9) . . . . ? C11 N4 Cu2 N6 -150.7(6) . . . . ? C13 N4 Cu2 N6 87.4(7) . . . . ? C12 N4 Cu2 O1 150.0(6) . . . . ? C11 N4 Cu2 O1 30.4(6) . . . . ? C13 N4 Cu2 O1 -91.5(5) . . . . ? C18 N6 Cu2 O2 -65.0(6) . . . . ? C19 N6 Cu2 O2 54.8(5) . . . . ? C17 N6 Cu2 O2 176.0(6) . . . . ? C18 N6 Cu2 N5 110.0(6) . . . . ? C19 N6 Cu2 N5 -130.3(5) . . . . ? C17 N6 Cu2 N5 -9.0(6) . . . . ? C18 N6 Cu2 N4 34.2(9) . . . . ? C19 N6 Cu2 N4 153.9(6) . . . . ? C17 N6 Cu2 N4 -84.8(8) . . . . ? C18 N6 Cu2 O1 -147.0(5) . . . . ? C19 N6 Cu2 O1 -27.2(5) . . . . ? C17 N6 Cu2 O1 94.0(6) . . . . ? C1 O1 Cu2 O2 1.8(5) . . . . ? C1 O1 Cu2 N5 -177.9(5) . . . . ? C1 O1 Cu2 N4 -88.3(5) . . . . ? C1 O1 Cu2 N6 92.2(5) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 62.17 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.488 _refine_diff_density_min -0.610 _refine_diff_density_rms 0.113