# Electronic Supplementary Material (ESI) for CrystEngComm # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_Compound-1 _database_code_depnum_ccdc_archive 'CCDC 918060' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H26 Cu4 N20 O29, 2H2O' _chemical_formula_sum 'C40 H30 Cu4 N20 O31' _chemical_formula_weight 1540.97 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_hall '-P 1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 14.4399(8) _cell_length_b 14.5184(8) _cell_length_c 15.3895(10) _cell_angle_alpha 97.541(5) _cell_angle_beta 112.786(6) _cell_angle_gamma 107.054(5) _cell_volume 2731.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6810 _cell_measurement_theta_min 2.8676 _cell_measurement_theta_max 29.2161 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.873 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1548 _exptl_absorpt_coefficient_mu 1.654 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7777 _exptl_absorpt_correction_T_max 0.8262 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17730 _diffrn_reflns_av_R_equivalents 0.0271 _diffrn_reflns_av_sigmaI/netI 0.0660 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.87 _diffrn_reflns_theta_max 25.35 _reflns_number_total 9972 _reflns_number_gt 6516 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. H atoms of O1W were refined isotropically with distance restraints of O---H = 0.85+-0.02 \%A. The distance of H1A...H1B was restrained to 1.44+-0.02 \%A. For O11 atom, some anisotropic displacement ellipsoids were rather elongated which led us to use the ISOR restraint. ; _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^)+(0.0358P)^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 9972 _refine_ls_number_parameters 885 _refine_ls_number_restraints 9 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0322 _refine_ls_wR_factor_ref 0.0714 _refine_ls_wR_factor_gt 0.0687 _refine_ls_goodness_of_fit_ref 0.862 _refine_ls_restrained_S_all 0.862 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.24603(3) 0.86061(3) 0.77503(2) 0.03088(11) Uani 1 1 d . . . Cu2 Cu 0.01576(3) 0.53921(3) 0.61219(2) 0.02969(11) Uani 1 1 d . . . Cu3 Cu -0.08763(3) 0.60216(3) 0.83338(2) 0.02854(10) Uani 1 1 d . . . Cu4 Cu -0.02824(3) 0.90655(3) 0.81527(3) 0.03037(11) Uani 1 1 d . . . C1 C 0.4358(3) 0.8440(3) 0.7485(3) 0.0568(11) Uani 1 1 d . . . H1 H 0.4678 0.8347 0.8103 0.068 Uiso 1 1 calc R . . C2 C 0.3281(3) 0.8723(2) 0.6276(2) 0.0371(8) Uani 1 1 d . . . H2 H 0.2710 0.8865 0.5851 0.045 Uiso 1 1 calc R . . C3 C 0.4133(3) 0.8510(3) 0.5168(2) 0.0433(9) Uani 1 1 d . . . H3A H 0.4889 0.8790 0.5304 0.052 Uiso 1 1 calc R . . H3B H 0.3763 0.8893 0.4798 0.052 Uiso 1 1 calc R . . C4 C 0.3634(3) 0.7432(2) 0.4570(3) 0.0429(9) Uani 1 1 d . . . H4A H 0.3716 0.7394 0.3971 0.052 Uiso 1 1 calc R . . H4B H 0.4017 0.7055 0.4938 0.052 Uiso 1 1 calc R . . C5 C 0.0845(3) 0.6738(3) 0.3699(2) 0.0394(9) Uani 1 1 d . . . H5 H 0.0192 0.6819 0.3382 0.047 Uiso 1 1 calc R . . C6 C 0.1958(3) 0.6116(3) 0.4423(2) 0.0382(8) Uani 1 1 d . . . H6 H 0.2282 0.5702 0.4723 0.046 Uiso 1 1 calc R . . C7 C -0.2912(2) 0.5941(2) 0.8471(2) 0.0378(9) Uani 1 1 d . . . H7 H -0.3285 0.5829 0.7797 0.045 Uiso 1 1 calc R . . C8 C -0.1642(2) 0.6225(2) 0.9867(2) 0.0292(7) Uani 1 1 d . . . H8 H -0.0972 0.6352 1.0385 0.035 Uiso 1 1 calc R . . C9 C -0.2720(2) 0.6265(2) 1.0820(2) 0.0339(8) Uani 1 1 d . . . H9A H -0.2131 0.6207 1.1363 0.041 Uiso 1 1 calc R . . H9B H -0.3389 0.5735 1.0693 0.041 Uiso 1 1 calc R . . C10 C -0.2791(2) 0.7272(2) 1.1088(2) 0.0334(8) Uani 1 1 d . . . H10A H -0.3329 0.7357 1.0521 0.040 Uiso 1 1 calc R . . H10B H -0.3020 0.7297 1.1603 0.040 Uiso 1 1 calc R . . C11 C -0.0102(3) 0.8909(3) 1.2234(3) 0.0585(12) Uani 1 1 d . . . H11 H 0.0629 0.9102 1.2659 0.070 Uiso 1 1 calc R . . C12 C -0.1540(2) 0.8948(2) 1.1225(2) 0.0361(8) Uani 1 1 d . . . H12 H -0.2055 0.9141 1.0792 0.043 Uiso 1 1 calc R . . C13 C -0.0341(2) 0.7193(2) 0.5171(2) 0.0309(8) Uani 1 1 d . . . C14 C -0.1059(2) 0.6186(2) 0.46441(19) 0.0274(7) Uani 1 1 d . . . C15 C -0.2032(2) 0.6064(2) 0.3818(2) 0.0327(8) Uani 1 1 d . . . C16 C -0.2273(2) 0.6858(3) 0.3536(2) 0.0372(9) Uani 1 1 d . . . H16 H -0.2925 0.6748 0.3003 0.045 Uiso 1 1 calc R . . C17 C -0.1540(3) 0.7813(3) 0.4053(2) 0.0395(9) Uani 1 1 d . . . C18 C -0.0580(2) 0.7996(2) 0.4865(2) 0.0366(8) Uani 1 1 d . . . H18 H -0.0094 0.8651 0.5207 0.044 Uiso 1 1 calc R . . C19 C 0.0703(2) 0.7458(2) 0.6063(2) 0.0289(7) Uani 1 1 d . . . C20 C 0.1575(2) 0.5970(2) 0.9107(2) 0.0255(7) Uani 1 1 d . . . C21 C 0.1145(2) 0.6083(2) 0.9786(2) 0.0266(7) Uani 1 1 d . . . C22 C 0.1875(2) 0.6269(2) 1.0793(2) 0.0276(7) Uani 1 1 d . A . C23 C 0.2943(2) 0.6363(2) 1.1104(2) 0.0307(8) Uani 1 1 d . . . H23 H 0.3399 0.6487 1.1765 0.037 Uiso 1 1 calc R . . C24 C 0.3313(2) 0.6268(2) 1.0415(2) 0.0293(7) Uani 1 1 d . . . C25 C 0.2651(2) 0.6064(2) 0.9426(2) 0.0286(7) Uani 1 1 d . . . H25 H 0.2922 0.5990 0.8974 0.034 Uiso 1 1 calc R . . C26 C 0.0896(2) 0.5749(2) 0.8031(2) 0.0278(7) Uani 1 1 d . . . C27 C -0.2370(2) 0.7242(2) 0.6259(2) 0.0253(7) Uani 1 1 d . . . C28 C -0.2157(2) 0.8262(2) 0.6235(2) 0.0296(7) Uani 1 1 d . . . C29 C -0.2910(2) 0.8400(2) 0.5375(2) 0.0327(8) Uani 1 1 d . . . C30 C -0.3789(2) 0.7629(2) 0.4641(2) 0.0345(8) Uani 1 1 d . . . H30 H -0.4273 0.7756 0.4108 0.041 Uiso 1 1 calc R . . C31 C -0.3948(2) 0.6667(2) 0.4701(2) 0.0330(8) Uani 1 1 d . . . C32 C -0.3250(2) 0.6462(2) 0.5495(2) 0.0292(7) Uani 1 1 d . . . H32 H -0.3370 0.5802 0.5517 0.035 Uiso 1 1 calc R . . C33 C -0.1693(2) 0.6971(2) 0.7113(2) 0.0267(7) Uani 1 1 d . . . C34 C 0.2642(2) 0.8884(2) 0.9974(2) 0.0262(7) Uani 1 1 d . . . C35 C 0.3533(2) 0.8802(2) 0.9814(2) 0.0286(7) Uani 1 1 d . . . C36 C 0.4454(2) 0.8874(2) 1.0685(2) 0.0307(8) Uani 1 1 d . B . C37 C 0.4470(2) 0.8962(2) 1.1586(2) 0.0365(8) Uani 1 1 d . . . H37 H 0.5078 0.8993 1.2126 0.044 Uiso 1 1 calc R . . C38 C 0.3584(3) 0.9005(3) 1.1682(2) 0.0394(9) Uani 1 1 d . . . C39 C 0.2675(2) 0.8978(2) 1.0888(2) 0.0358(8) Uani 1 1 d . . . H39 H 0.2086 0.9024 1.0974 0.043 Uiso 1 1 calc R . . C40 C 0.1650(2) 0.8883(2) 0.9162(2) 0.0280(7) Uani 1 1 d . . . N1 N 0.3435(2) 0.8627(2) 0.71578(18) 0.0358(7) Uani 1 1 d . . . N2 N 0.4760(2) 0.8401(3) 0.6863(2) 0.0574(9) Uani 1 1 d . . . N3 N 0.4055(2) 0.8589(2) 0.60843(19) 0.0394(7) Uani 1 1 d . . . N4 N 0.2481(2) 0.6976(2) 0.43197(18) 0.0353(7) Uani 1 1 d . . . N5 N 0.1775(3) 0.7394(2) 0.3852(2) 0.0463(8) Uani 1 1 d . . . N6 N 0.0904(2) 0.59303(19) 0.40378(17) 0.0335(6) Uani 1 1 d . . . N7 N -0.18403(18) 0.60885(18) 0.89368(17) 0.0280(6) Uani 1 1 d . . . N8 N -0.3366(2) 0.5971(2) 0.9053(2) 0.0437(8) Uani 1 1 d . . . N9 N -0.25384(18) 0.61533(18) 0.99538(17) 0.0296(6) Uani 1 1 d . . . N10 N -0.17475(18) 0.80875(19) 1.14240(18) 0.0316(6) Uani 1 1 d . . . N11 N -0.0822(2) 0.8035(2) 1.2087(2) 0.0556(9) Uani 1 1 d . . . N12 N -0.04903(19) 0.95116(18) 1.17269(19) 0.0370(7) Uani 1 1 d . . . N13 N -0.2849(2) 0.5065(2) 0.3220(2) 0.0442(8) Uani 1 1 d . . . N14 N -0.1768(3) 0.8660(3) 0.3733(2) 0.0572(10) Uani 1 1 d . . . N15 N 0.1486(2) 0.6325(2) 1.15304(18) 0.0395(7) Uani 1 1 d . . . N16 N 0.4441(2) 0.6369(2) 1.0741(2) 0.0408(7) Uani 1 1 d . . . N17 N -0.2758(3) 0.9402(2) 0.5251(2) 0.0482(8) Uani 1 1 d . . . N18 N -0.4881(2) 0.5837(2) 0.39233(19) 0.0446(8) Uani 1 1 d . . . N19 N 0.5451(2) 0.8867(2) 1.0630(2) 0.0459(8) Uani 1 1 d . . . N20 N 0.3580(3) 0.9089(3) 1.2637(2) 0.0668(11) Uani 1 1 d . . . O1 O 0.12814(16) 0.83766(16) 0.64670(14) 0.0346(5) Uani 1 1 d . . . O2 O 0.09991(15) 0.67966(15) 0.64151(14) 0.0347(5) Uani 1 1 d . . . O3 O -0.08552(15) 0.54042(15) 0.48517(13) 0.0308(5) Uani 1 1 d . . . O4 O -0.2989(2) 0.4394(2) 0.3601(2) 0.0745(9) Uani 1 1 d . . . O5 O -0.33584(19) 0.4953(2) 0.23433(17) 0.0627(8) Uani 1 1 d . . . O6 O -0.2707(2) 0.8512(2) 0.31907(19) 0.0741(9) Uani 1 1 d . . . O7 O -0.1014(3) 0.9458(2) 0.4011(2) 0.1015(13) Uani 1 1 d . . . O8 O 0.12066(15) 0.54215(15) 0.74409(13) 0.0315(5) Uani 1 1 d . . . O9 O 0.00157(16) 0.59010(16) 0.77116(14) 0.0349(5) Uani 1 1 d . . . O10 O 0.01586(15) 0.59977(17) 0.95518(14) 0.0369(6) Uani 1 1 d . . . O11 O 0.126(5) 0.711(3) 1.155(3) 0.041(10) Uani 0.13(4) 1 d PU A 1 O11' O 0.0809(13) 0.6685(16) 1.1463(3) 0.077(4) Uani 0.87(4) 1 d P A 2 O12 O 0.18300(19) 0.59494(18) 1.22004(16) 0.0497(6) Uani 1 1 d . A . O13 O 0.50575(17) 0.6713(2) 1.16200(18) 0.0663(8) Uani 1 1 d . . . O14 O 0.47108(17) 0.6090(2) 1.01290(19) 0.0621(8) Uani 1 1 d . . . O15 O -0.19303(15) 0.60580(15) 0.70730(13) 0.0309(5) Uani 1 1 d . . . O16 O -0.09048(15) 0.76255(14) 0.78684(13) 0.0309(5) Uani 1 1 d . . . O17 O -0.13795(16) 0.90237(15) 0.69202(15) 0.0412(6) Uani 1 1 d . . . O18 O -0.1842(2) 1.0004(2) 0.5517(2) 0.0858(11) Uani 1 1 d . . . O19 O -0.3552(2) 0.9580(2) 0.4839(2) 0.0787(10) Uani 1 1 d . . . O20 O -0.55758(19) 0.6039(2) 0.33137(18) 0.0710(9) Uani 1 1 d . . . O21 O -0.4933(2) 0.4984(2) 0.39161(19) 0.0727(9) Uani 1 1 d . . . O23 O 0.15034(15) 0.87116(17) 0.82859(14) 0.0374(6) Uani 1 1 d . . . O22 O 0.09567(15) 0.90889(15) 0.93733(14) 0.0326(5) Uani 1 1 d . . . O24 O 0.35634(16) 0.87122(18) 0.89948(15) 0.0416(6) Uani 1 1 d . . . O25 O 0.5571(11) 0.886(4) 0.9892(10) 0.052(7) Uani 0.38(6) 1 d P B 1 O25' O 0.530(2) 0.828(3) 0.9890(7) 0.079(8) Uani 0.62(6) 1 d P B 2 O26 O 0.62952(19) 0.9231(2) 1.1379(2) 0.0699(9) Uani 1 1 d . B . O27 O 0.4293(2) 0.8958(3) 1.32778(19) 0.0927(11) Uani 1 1 d . . . O28 O 0.2910(10) 0.9436(7) 1.2760(7) 0.080(3) Uani 0.70 1 d P . . O28' O 0.277(3) 0.8858(18) 1.269(2) 0.119(10) Uani 0.30 1 d P . . O1W O -0.11281(18) 0.9324(2) 0.90739(18) 0.0659(8) Uani 1 1 d D . . H1B H -0.1820 0.8962 0.8761 0.099 Uiso 1 1 d RD . . H1A H -0.1001 0.9877 0.9422 0.099 Uiso 1 1 d RD . . O2W O -0.3262(3) 0.8119(3) 0.8067(4) 0.160(2) Uani 1 1 d . . . O3W O -0.4823(6) 0.6899(5) 0.8227(7) 0.295(4) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0304(2) 0.0402(2) 0.02046(19) 0.00710(17) 0.00860(16) 0.01570(18) Cu2 0.0328(2) 0.0375(2) 0.02030(19) 0.01154(17) 0.01065(16) 0.01559(18) Cu3 0.0306(2) 0.0365(2) 0.02114(19) 0.00990(16) 0.00894(16) 0.01890(18) Cu4 0.02339(19) 0.0289(2) 0.0278(2) 0.00497(17) 0.00405(16) 0.00659(17) C1 0.046(2) 0.092(3) 0.033(2) 0.013(2) 0.0162(18) 0.033(2) C2 0.0404(19) 0.039(2) 0.0335(19) 0.0094(16) 0.0192(16) 0.0128(17) C3 0.051(2) 0.041(2) 0.046(2) 0.0120(17) 0.0341(17) 0.0099(18) C4 0.046(2) 0.043(2) 0.046(2) 0.0098(18) 0.0322(17) 0.0105(18) C5 0.049(2) 0.041(2) 0.0341(18) 0.0145(16) 0.0189(17) 0.0224(19) C6 0.046(2) 0.040(2) 0.0342(18) 0.0165(16) 0.0193(16) 0.0189(18) C7 0.0302(18) 0.048(2) 0.0266(17) 0.0035(16) 0.0070(15) 0.0138(17) C8 0.0259(16) 0.0291(18) 0.0297(17) 0.0050(14) 0.0106(14) 0.0105(14) C9 0.0315(17) 0.0309(19) 0.0373(18) 0.0070(15) 0.0189(15) 0.0052(15) C10 0.0253(16) 0.0319(19) 0.0405(19) 0.0040(15) 0.0202(14) 0.0026(15) C11 0.0284(19) 0.042(2) 0.074(3) 0.018(2) -0.0017(19) 0.0049(19) C12 0.0293(18) 0.034(2) 0.0397(19) 0.0077(16) 0.0112(15) 0.0117(16) C13 0.0368(17) 0.042(2) 0.0219(15) 0.0103(15) 0.0140(14) 0.0234(16) C14 0.0305(16) 0.038(2) 0.0187(15) 0.0091(14) 0.0140(13) 0.0155(16) C15 0.0316(17) 0.039(2) 0.0251(16) 0.0093(15) 0.0100(14) 0.0141(16) C16 0.0337(18) 0.055(2) 0.0229(16) 0.0111(16) 0.0082(14) 0.0229(18) C17 0.048(2) 0.047(2) 0.0284(17) 0.0147(16) 0.0112(16) 0.0306(19) C18 0.0413(19) 0.037(2) 0.0258(16) 0.0036(15) 0.0092(15) 0.0169(16) C19 0.0338(17) 0.041(2) 0.0196(15) 0.0107(15) 0.0157(13) 0.0180(17) C20 0.0280(16) 0.0249(17) 0.0216(15) 0.0075(13) 0.0083(13) 0.0110(14) C21 0.0312(17) 0.0231(17) 0.0225(15) 0.0062(13) 0.0082(13) 0.0119(14) C22 0.0351(17) 0.0320(19) 0.0182(15) 0.0075(13) 0.0121(13) 0.0156(15) C23 0.0283(17) 0.0264(18) 0.0216(16) 0.0033(14) -0.0005(14) 0.0066(14) C24 0.0204(15) 0.0247(18) 0.0330(17) 0.0058(14) 0.0059(14) 0.0046(14) C25 0.0324(17) 0.0237(17) 0.0278(16) 0.0080(13) 0.0148(14) 0.0061(14) C26 0.0323(17) 0.0278(18) 0.0281(16) 0.0139(14) 0.0151(14) 0.0131(15) C27 0.0213(15) 0.0268(18) 0.0249(15) 0.0083(13) 0.0068(13) 0.0099(14) C28 0.0238(16) 0.0353(19) 0.0288(17) 0.0124(15) 0.0089(14) 0.0124(15) C29 0.0296(17) 0.035(2) 0.0331(17) 0.0150(15) 0.0106(14) 0.0137(15) C30 0.0276(17) 0.048(2) 0.0257(16) 0.0132(16) 0.0060(14) 0.0179(16) C31 0.0233(16) 0.037(2) 0.0234(16) -0.0012(14) 0.0026(13) 0.0050(15) C32 0.0294(16) 0.0271(18) 0.0291(16) 0.0089(14) 0.0114(14) 0.0097(14) C33 0.0260(16) 0.0320(19) 0.0262(16) 0.0096(15) 0.0124(14) 0.0147(15) C34 0.0230(15) 0.0286(18) 0.0206(15) 0.0078(13) 0.0051(12) 0.0072(14) C35 0.0296(17) 0.0272(18) 0.0237(16) 0.0066(14) 0.0058(14) 0.0119(14) C36 0.0274(16) 0.0310(19) 0.0289(17) 0.0097(14) 0.0057(14) 0.0133(15) C37 0.0301(18) 0.038(2) 0.0270(17) 0.0141(15) -0.0004(14) 0.0093(16) C38 0.0368(19) 0.048(2) 0.0194(16) 0.0108(15) 0.0071(14) 0.0037(17) C39 0.0349(18) 0.041(2) 0.0290(18) 0.0114(15) 0.0141(15) 0.0105(16) C40 0.0286(17) 0.0222(17) 0.0253(17) 0.0032(13) 0.0083(14) 0.0056(14) N1 0.0359(15) 0.0435(18) 0.0266(14) 0.0055(13) 0.0147(12) 0.0141(13) N2 0.0435(17) 0.087(3) 0.0425(18) 0.0092(17) 0.0214(15) 0.0263(18) N3 0.0396(16) 0.0370(17) 0.0370(16) 0.0049(13) 0.0225(14) 0.0036(14) N4 0.0465(17) 0.0336(17) 0.0294(14) 0.0085(13) 0.0218(13) 0.0135(14) N5 0.062(2) 0.0401(19) 0.0465(18) 0.0206(15) 0.0278(16) 0.0245(17) N6 0.0383(16) 0.0384(17) 0.0243(13) 0.0109(12) 0.0147(12) 0.0132(13) N7 0.0299(14) 0.0302(15) 0.0254(14) 0.0061(11) 0.0123(11) 0.0143(12) N8 0.0276(14) 0.058(2) 0.0366(16) 0.0057(14) 0.0105(13) 0.0124(14) N9 0.0273(14) 0.0257(15) 0.0302(14) 0.0030(11) 0.0114(12) 0.0066(12) N10 0.0242(14) 0.0283(16) 0.0360(15) 0.0033(12) 0.0110(12) 0.0071(12) N11 0.0365(17) 0.0370(19) 0.064(2) 0.0164(16) 0.0003(15) 0.0041(15) N12 0.0257(14) 0.0260(15) 0.0439(16) 0.0056(13) 0.0072(12) 0.0023(12) N13 0.0344(16) 0.051(2) 0.0360(17) 0.0108(15) 0.0070(14) 0.0144(15) N14 0.079(2) 0.057(2) 0.0321(17) 0.0094(16) 0.0087(17) 0.044(2) N15 0.0367(16) 0.054(2) 0.0223(14) 0.0057(13) 0.0061(13) 0.0215(15) N16 0.0250(14) 0.0400(18) 0.0423(18) 0.0063(14) 0.0087(14) 0.0031(13) N17 0.0490(19) 0.0418(19) 0.0431(17) 0.0202(15) 0.0081(15) 0.0166(17) N18 0.0345(16) 0.051(2) 0.0302(15) 0.0009(15) 0.0028(13) 0.0129(15) N19 0.0389(17) 0.059(2) 0.0406(18) 0.0154(18) 0.0090(16) 0.0308(16) N20 0.049(2) 0.100(3) 0.0305(18) 0.0262(19) 0.0102(17) 0.007(2) O1 0.0353(12) 0.0347(14) 0.0253(11) 0.0061(10) 0.0056(10) 0.0138(11) O2 0.0300(11) 0.0331(13) 0.0287(11) 0.0088(10) 0.0036(9) 0.0087(10) O3 0.0323(11) 0.0366(13) 0.0222(11) 0.0101(9) 0.0087(9) 0.0153(10) O4 0.0581(18) 0.058(2) 0.0612(18) 0.0253(16) -0.0036(14) -0.0014(15) O5 0.0525(15) 0.073(2) 0.0301(14) 0.0044(13) -0.0024(12) 0.0131(14) O6 0.0814(19) 0.079(2) 0.0512(16) 0.0201(14) 0.0004(15) 0.0551(18) O7 0.106(3) 0.050(2) 0.098(3) 0.0221(19) -0.006(2) 0.032(2) O8 0.0351(11) 0.0464(14) 0.0204(11) 0.0126(10) 0.0133(9) 0.0228(11) O9 0.0368(12) 0.0555(15) 0.0230(11) 0.0169(10) 0.0126(9) 0.0300(11) O10 0.0326(12) 0.0667(17) 0.0207(11) 0.0169(10) 0.0120(9) 0.0291(12) O11 0.033(13) 0.056(14) 0.048(11) 0.009(7) 0.023(8) 0.030(9) O11' 0.069(6) 0.160(10) 0.027(2) 0.020(3) 0.019(3) 0.081(8) O12 0.0676(16) 0.0567(17) 0.0293(12) 0.0162(12) 0.0221(12) 0.0271(14) O13 0.0272(12) 0.100(2) 0.0401(15) 0.0035(14) -0.0027(11) 0.0133(14) O14 0.0297(13) 0.090(2) 0.0551(17) 0.0047(15) 0.0180(12) 0.0151(14) O15 0.0305(11) 0.0297(13) 0.0259(11) 0.0084(9) 0.0048(9) 0.0132(10) O16 0.0285(11) 0.0267(12) 0.0244(11) 0.0063(9) 0.0014(9) 0.0075(10) O17 0.0345(12) 0.0279(13) 0.0365(13) 0.0095(10) -0.0033(10) 0.0049(10) O18 0.067(2) 0.060(2) 0.099(2) 0.0468(18) 0.0102(18) 0.0079(17) O19 0.0650(18) 0.065(2) 0.101(2) 0.0422(17) 0.0149(17) 0.0400(16) O20 0.0526(15) 0.0685(19) 0.0462(15) -0.0006(14) -0.0178(13) 0.0236(15) O21 0.0666(18) 0.0412(18) 0.0584(18) -0.0047(14) -0.0104(14) 0.0115(14) O23 0.0270(11) 0.0643(17) 0.0219(11) 0.0107(11) 0.0080(9) 0.0229(11) O22 0.0248(11) 0.0427(14) 0.0268(11) 0.0047(10) 0.0090(9) 0.0137(10) O24 0.0349(12) 0.0708(18) 0.0250(12) 0.0159(11) 0.0110(10) 0.0301(12) O25 0.030(5) 0.087(18) 0.031(5) 0.008(6) 0.014(3) 0.015(7) O25' 0.062(9) 0.127(19) 0.054(4) 0.005(6) 0.014(4) 0.065(12) O26 0.0355(14) 0.096(2) 0.0649(18) 0.0158(16) 0.0079(14) 0.0297(15) O27 0.075(2) 0.162(3) 0.0369(16) 0.0530(19) 0.0171(15) 0.039(2) O28 0.078(5) 0.146(8) 0.037(3) 0.032(4) 0.037(3) 0.050(6) O28' 0.084(12) 0.22(3) 0.081(13) 0.10(2) 0.052(10) 0.04(2) O1W 0.0457(14) 0.073(2) 0.0674(18) -0.0119(15) 0.0295(13) 0.0153(14) O2W 0.054(2) 0.151(4) 0.241(5) 0.061(4) 0.030(3) 0.040(2) O3W 0.224(7) 0.195(7) 0.417(12) 0.108(7) 0.095(7) 0.072(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O23 1.893(2) . ? Cu1 O24 1.9091(19) . ? Cu1 N1 1.947(3) . ? Cu1 O1 1.9493(18) . ? Cu2 O2 1.928(2) . ? Cu2 O3 1.9416(17) . ? Cu2 N6 1.989(3) 2_566 ? Cu2 O8 1.9936(17) . ? Cu3 O10 1.9041(18) . ? Cu3 O9 1.911(2) . ? Cu3 N7 1.966(2) . ? Cu3 O15 1.9674(17) . ? Cu4 O17 1.9227(18) . ? Cu4 O16 1.930(2) . ? Cu4 N12 1.983(3) 2_577 ? Cu4 O22 2.0188(18) . ? Cu4 O1W 2.261(2) . ? C1 N2 1.302(5) . ? C1 N1 1.354(4) . ? C1 H1 0.9300 . ? C2 N3 1.320(4) . ? C2 N1 1.321(4) . ? C2 H2 0.9300 . ? C3 N3 1.450(4) . ? C3 C4 1.505(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 N4 1.465(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N5 1.310(4) . ? C5 N6 1.356(4) . ? C5 H5 0.9300 . ? C6 N4 1.322(4) . ? C6 N6 1.326(4) . ? C6 H6 0.9300 . ? C7 N8 1.303(4) . ? C7 N7 1.364(3) . ? C7 H7 0.9300 . ? C8 N7 1.321(4) . ? C8 N9 1.328(4) . ? C8 H8 0.9300 . ? C9 N9 1.453(4) . ? C9 C10 1.510(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 N10 1.459(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 N11 1.309(4) . ? C11 N12 1.347(4) . ? C11 H11 0.9300 . ? C12 N10 1.302(4) . ? C12 N12 1.328(4) . ? C12 H12 0.9300 . ? C13 C18 1.397(4) . ? C13 C14 1.421(4) . ? C13 C19 1.492(4) . ? C14 O3 1.303(3) . ? C14 C15 1.426(4) . ? C15 C16 1.373(4) . ? C15 N13 1.465(4) . ? C16 C17 1.369(5) . ? C16 H16 0.9300 . ? C17 C18 1.382(4) . ? C17 N14 1.461(4) . ? C18 H18 0.9300 . ? C19 O1 1.261(4) . ? C19 O2 1.263(3) . ? C20 C25 1.393(4) . ? C20 C21 1.421(4) . ? C20 C26 1.492(4) . ? C21 O10 1.289(3) . ? C21 C22 1.429(4) . ? C22 C23 1.383(4) . ? C22 N15 1.452(4) . ? C23 C24 1.367(4) . ? C23 H23 0.9300 . ? C24 C25 1.382(4) . ? C24 N16 1.461(4) . ? C25 H25 0.9300 . ? C26 O8 1.257(3) . ? C26 O9 1.271(3) . ? C27 C32 1.389(4) . ? C27 C28 1.430(4) . ? C27 C33 1.484(4) . ? C28 O17 1.282(3) . ? C28 C29 1.435(4) . ? C29 C30 1.365(4) . ? C29 N17 1.454(4) . ? C30 C31 1.370(4) . ? C30 H30 0.9300 . ? C31 C32 1.384(4) . ? C31 N18 1.456(4) . ? C32 H32 0.9300 . ? C33 O15 1.255(3) . ? C33 O16 1.265(3) . ? C34 C39 1.375(4) . ? C34 C35 1.434(4) . ? C34 C40 1.493(4) . ? C35 O24 1.269(4) . ? C35 C36 1.442(4) . ? C36 C37 1.366(4) . ? C36 N19 1.478(4) . ? C37 C38 1.362(4) . ? C37 H37 0.9300 . ? C38 C39 1.391(4) . ? C38 N20 1.459(5) . ? C39 H39 0.9300 . ? C40 O23 1.258(3) . ? C40 O22 1.265(3) . ? N2 N3 1.360(4) . ? N4 N5 1.354(3) . ? N6 Cu2 1.989(3) 2_566 ? N8 N9 1.362(3) . ? N10 N11 1.362(3) . ? N12 Cu4 1.983(3) 2_577 ? N13 O4 1.208(4) . ? N13 O5 1.221(3) . ? N14 O7 1.217(4) . ? N14 O6 1.220(3) . ? N15 O11' 1.214(5) . ? N15 O12 1.232(3) . ? N15 O11 1.27(3) . ? N16 O14 1.216(3) . ? N16 O13 1.225(3) . ? N17 O19 1.199(3) . ? N17 O18 1.220(4) . ? N18 O21 1.217(3) . ? N18 O20 1.220(3) . ? N19 O26 1.211(3) . ? N19 O25 1.212(15) . ? N19 O25' 1.231(14) . ? N20 O28' 1.16(3) . ? N20 O27 1.203(4) . ? N20 O28 1.277(11) . ? O28 O28' 0.79(3) . ? O1W H1B 0.8715 . ? O1W H1A 0.8307 . ? 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 O23 Cu1 O24 92.32(9) . . ? O23 Cu1 N1 173.85(11) . . ? O24 Cu1 N1 90.75(10) . . ? O23 Cu1 O1 87.26(8) . . ? O24 Cu1 O1 175.15(10) . . ? N1 Cu1 O1 90.13(10) . . ? O2 Cu2 O3 90.88(8) . . ? O2 Cu2 N6 166.22(10) . 2_566 ? O3 Cu2 N6 88.79(9) . 2_566 ? O2 Cu2 O8 87.66(8) . . ? O3 Cu2 O8 178.35(9) . . ? N6 Cu2 O8 92.44(9) 2_566 . ? O10 Cu3 O9 91.83(8) . . ? O10 Cu3 N7 89.19(9) . . ? O9 Cu3 N7 177.53(10) . . ? O10 Cu3 O15 179.26(10) . . ? O9 Cu3 O15 87.62(8) . . ? N7 Cu3 O15 91.37(9) . . ? O17 Cu4 O16 90.92(8) . . ? O17 Cu4 N12 87.23(9) . 2_577 ? O16 Cu4 N12 168.55(10) . 2_577 ? O17 Cu4 O22 174.19(10) . . ? O16 Cu4 O22 88.83(8) . . ? N12 Cu4 O22 91.87(9) 2_577 . ? O17 Cu4 O1W 97.24(10) . . ? O16 Cu4 O1W 93.40(10) . . ? N12 Cu4 O1W 98.04(11) 2_577 . ? O22 Cu4 O1W 88.57(9) . . ? N2 C1 N1 114.3(3) . . ? N2 C1 H1 122.9 . . ? N1 C1 H1 122.9 . . ? N3 C2 N1 110.0(3) . . ? N3 C2 H2 125.0 . . ? N1 C2 H2 125.0 . . ? N3 C3 C4 110.6(3) . . ? N3 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? N3 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 108.1 . . ? N4 C4 C3 112.0(3) . . ? N4 C4 H4A 109.2 . . ? C3 C4 H4A 109.2 . . ? N4 C4 H4B 109.2 . . ? C3 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? N5 C5 N6 115.0(3) . . ? N5 C5 H5 122.5 . . ? N6 C5 H5 122.5 . . ? N4 C6 N6 110.1(3) . . ? N4 C6 H6 124.9 . . ? N6 C6 H6 124.9 . . ? N8 C7 N7 114.2(3) . . ? N8 C7 H7 122.9 . . ? N7 C7 H7 122.9 . . ? N7 C8 N9 110.1(2) . . ? N7 C8 H8 125.0 . . ? N9 C8 H8 125.0 . . ? N9 C9 C10 110.3(3) . . ? N9 C9 H9A 109.6 . . ? C10 C9 H9A 109.6 . . ? N9 C9 H9B 109.6 . . ? C10 C9 H9B 109.6 . . ? H9A C9 H9B 108.1 . . ? N10 C10 C9 111.2(2) . . ? N10 C10 H10A 109.4 . . ? C9 C10 H10A 109.4 . . ? N10 C10 H10B 109.4 . . ? C9 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? N11 C11 N12 115.5(3) . . ? N11 C11 H11 122.2 . . ? N12 C11 H11 122.2 . . ? N10 C12 N12 110.6(3) . . ? N10 C12 H12 124.7 . . ? N12 C12 H12 124.7 . . ? C18 C13 C14 121.0(2) . . ? C18 C13 C19 116.3(3) . . ? C14 C13 C19 122.8(3) . . ? O3 C14 C13 124.1(2) . . ? O3 C14 C15 120.2(3) . . ? C13 C14 C15 115.6(3) . . ? C16 C15 C14 123.0(3) . . ? C16 C15 N13 115.8(3) . . ? C14 C15 N13 121.1(3) . . ? C17 C16 C15 119.0(3) . . ? C17 C16 H16 120.5 . . ? C15 C16 H16 120.5 . . ? C16 C17 C18 121.5(3) . . ? C16 C17 N14 119.4(3) . . ? C18 C17 N14 119.1(3) . . ? C17 C18 C13 119.8(3) . . ? C17 C18 H18 120.1 . . ? C13 C18 H18 120.1 . . ? O1 C19 O2 120.7(2) . . ? O1 C19 C13 117.3(3) . . ? O2 C19 C13 122.0(3) . . ? C25 C20 C21 120.9(2) . . ? C25 C20 C26 117.6(3) . . ? C21 C20 C26 121.5(2) . . ? O10 C21 C20 124.8(2) . . ? O10 C21 C22 119.3(3) . . ? C20 C21 C22 115.8(2) . . ? C23 C22 C21 122.9(3) . . ? C23 C22 N15 117.5(2) . . ? C21 C22 N15 119.6(2) . . ? C24 C23 C22 118.4(3) . . ? C24 C23 H23 120.8 . . ? C22 C23 H23 120.8 . . ? C23 C24 C25 122.1(3) . . ? C23 C24 N16 118.6(3) . . ? C25 C24 N16 119.3(3) . . ? C24 C25 C20 119.8(3) . . ? C24 C25 H25 120.1 . . ? C20 C25 H25 120.1 . . ? O8 C26 O9 120.1(3) . . ? O8 C26 C20 119.5(2) . . ? O9 C26 C20 120.4(3) . . ? C32 C27 C28 121.1(2) . . ? C32 C27 C33 117.1(3) . . ? C28 C27 C33 121.8(2) . . ? O17 C28 C27 124.9(2) . . ? O17 C28 C29 120.1(3) . . ? C27 C28 C29 115.0(3) . . ? C30 C29 C28 123.3(3) . . ? C30 C29 N17 116.6(3) . . ? C28 C29 N17 120.1(3) . . ? C29 C30 C31 119.0(3) . . ? C29 C30 H30 120.5 . . ? C31 C30 H30 120.5 . . ? C30 C31 C32 121.5(3) . . ? C30 C31 N18 119.6(3) . . ? C32 C31 N18 118.9(3) . . ? C31 C32 C27 120.0(3) . . ? C31 C32 H32 120.0 . . ? C27 C32 H32 120.0 . . ? O15 C33 O16 119.9(2) . . ? O15 C33 C27 117.8(2) . . ? O16 C33 C27 122.3(3) . . ? C39 C34 C35 121.2(2) . . ? C39 C34 C40 117.3(3) . . ? C35 C34 C40 121.5(3) . . ? O24 C35 C34 124.9(2) . . ? O24 C35 C36 120.5(3) . . ? C34 C35 C36 114.5(3) . . ? C37 C36 C35 123.4(3) . . ? C37 C36 N19 116.8(2) . . ? C35 C36 N19 119.8(3) . . ? C38 C37 C36 119.1(3) . . ? C38 C37 H37 120.5 . . ? C36 C37 H37 120.5 . . ? C37 C38 C39 121.3(3) . . ? C37 C38 N20 119.9(3) . . ? C39 C38 N20 118.8(3) . . ? C34 C39 C38 120.4(3) . . ? C34 C39 H39 119.8 . . ? C38 C39 H39 119.8 . . ? O23 C40 O22 119.7(2) . . ? O23 C40 C34 121.9(3) . . ? O22 C40 C34 118.4(3) . . ? C2 N1 C1 103.1(3) . . ? C2 N1 Cu1 127.2(2) . . ? C1 N1 Cu1 129.3(2) . . ? C1 N2 N3 102.9(3) . . ? C2 N3 N2 109.7(3) . . ? C2 N3 C3 128.5(3) . . ? N2 N3 C3 121.4(3) . . ? C6 N4 N5 110.3(3) . . ? C6 N4 C4 128.5(3) . . ? N5 N4 C4 121.0(3) . . ? C5 N5 N4 102.2(3) . . ? C6 N6 C5 102.4(3) . . ? C6 N6 Cu2 121.2(2) . 2_566 ? C5 N6 Cu2 135.5(2) . 2_566 ? C8 N7 C7 103.1(3) . . ? C8 N7 Cu3 129.38(19) . . ? C7 N7 Cu3 127.4(2) . . ? C7 N8 N9 103.1(2) . . ? C8 N9 N8 109.5(3) . . ? C8 N9 C9 130.5(2) . . ? N8 N9 C9 120.0(2) . . ? C12 N10 N11 110.5(3) . . ? C12 N10 C10 129.1(3) . . ? N11 N10 C10 120.3(3) . . ? C11 N11 N10 101.4(3) . . ? C12 N12 C11 102.0(3) . . ? C12 N12 Cu4 129.3(2) . 2_577 ? C11 N12 Cu4 128.3(2) . 2_577 ? O4 N13 O5 122.9(3) . . ? O4 N13 C15 119.7(3) . . ? O5 N13 C15 117.4(3) . . ? O7 N14 O6 124.4(3) . . ? O7 N14 C17 118.3(3) . . ? O6 N14 C17 117.3(3) . . ? O11' N15 O12 121.3(6) . . ? O11' N15 O11 32.6(16) . . ? O12 N15 O11 129.2(16) . . ? O11' N15 C22 121.3(6) . . ? O12 N15 C22 117.3(2) . . ? O11 N15 C22 105.6(17) . . ? O14 N16 O13 123.7(3) . . ? O14 N16 C24 118.3(3) . . ? O13 N16 C24 118.0(3) . . ? O19 N17 O18 122.7(3) . . ? O19 N17 C29 117.8(3) . . ? O18 N17 C29 119.4(3) . . ? O21 N18 O20 123.5(3) . . ? O21 N18 C31 118.9(3) . . ? O20 N18 C31 117.7(3) . . ? O26 N19 O25 113.6(8) . . ? O26 N19 O25' 124.7(7) . . ? O25 N19 O25' 39.1(5) . . ? O26 N19 C36 117.8(3) . . ? O25 N19 C36 123.5(9) . . ? O25' N19 C36 114.9(13) . . ? O28' N20 O27 113.7(13) . . ? O28' N20 O28 37.2(12) . . ? O27 N20 O28 124.8(5) . . ? O28' N20 C38 120.6(14) . . ? O27 N20 C38 117.9(4) . . ? O28 N20 C38 116.5(5) . . ? C19 O1 Cu1 112.09(18) . . ? C19 O2 Cu2 128.76(19) . . ? C14 O3 Cu2 125.03(18) . . ? C26 O8 Cu2 105.41(16) . . ? C26 O9 Cu3 130.09(19) . . ? C21 O10 Cu3 127.35(19) . . ? C33 O15 Cu3 105.20(17) . . ? C33 O16 Cu4 130.88(19) . . ? C28 O17 Cu4 129.14(19) . . ? C40 O23 Cu1 130.52(18) . . ? C40 O22 Cu4 110.35(18) . . ? C35 O24 Cu1 128.29(18) . . ? O28' O28 N20 63(3) . . ? O28 O28' N20 79(3) . . ? Cu4 O1W H1B 111.0 . . ? Cu4 O1W H1A 125.1 . . ? H1B O1W H1A 112.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C3 C4 N4 60.7(4) . . . . ? N9 C9 C10 N10 -67.7(3) . . . . ? C18 C13 C14 O3 175.5(3) . . . . ? C19 C13 C14 O3 -3.9(5) . . . . ? C18 C13 C14 C15 -1.8(4) . . . . ? C19 C13 C14 C15 178.9(3) . . . . ? O3 C14 C15 C16 -177.2(3) . . . . ? C13 C14 C15 C16 0.1(5) . . . . ? O3 C14 C15 N13 3.5(5) . . . . ? C13 C14 C15 N13 -179.2(3) . . . . ? C14 C15 C16 C17 1.6(5) . . . . ? N13 C15 C16 C17 -179.0(3) . . . . ? C15 C16 C17 C18 -1.8(5) . . . . ? C15 C16 C17 N14 177.3(3) . . . . ? C16 C17 C18 C13 0.2(5) . . . . ? N14 C17 C18 C13 -178.9(3) . . . . ? C14 C13 C18 C17 1.6(5) . . . . ? C19 C13 C18 C17 -179.0(3) . . . . ? C18 C13 C19 O1 0.0(4) . . . . ? C14 C13 C19 O1 179.4(3) . . . . ? C18 C13 C19 O2 179.2(3) . . . . ? C14 C13 C19 O2 -1.5(5) . . . . ? C25 C20 C21 O10 -179.3(3) . . . . ? C26 C20 C21 O10 0.8(5) . . . . ? C25 C20 C21 C22 -1.5(4) . . . . ? C26 C20 C21 C22 178.5(3) . . . . ? O10 C21 C22 C23 179.5(3) . . . . ? C20 C21 C22 C23 1.7(4) . . . . ? O10 C21 C22 N15 2.1(4) . . . . ? C20 C21 C22 N15 -175.8(3) . . . . ? C21 C22 C23 C24 -0.3(4) . . . . ? N15 C22 C23 C24 177.2(3) . . . . ? C22 C23 C24 C25 -1.3(5) . . . . ? C22 C23 C24 N16 179.9(3) . . . . ? C23 C24 C25 C20 1.4(4) . . . . ? N16 C24 C25 C20 -179.8(3) . . . . ? C21 C20 C25 C24 0.1(4) . . . . ? C26 C20 C25 C24 -180.0(3) . . . . ? C25 C20 C26 O8 17.0(4) . . . . ? C21 C20 C26 O8 -163.1(3) . . . . ? C25 C20 C26 O9 -162.2(3) . . . . ? C21 C20 C26 O9 17.7(4) . . . . ? C32 C27 C28 O17 178.2(3) . . . . ? C33 C27 C28 O17 0.6(5) . . . . ? C32 C27 C28 C29 -0.2(4) . . . . ? C33 C27 C28 C29 -177.7(3) . . . . ? O17 C28 C29 C30 -176.4(3) . . . . ? C27 C28 C29 C30 2.0(5) . . . . ? O17 C28 C29 N17 3.6(5) . . . . ? C27 C28 C29 N17 -178.0(3) . . . . ? C28 C29 C30 C31 -2.6(5) . . . . ? N17 C29 C30 C31 177.4(3) . . . . ? C29 C30 C31 C32 1.2(5) . . . . ? C29 C30 C31 N18 -179.9(3) . . . . ? C30 C31 C32 C27 0.6(5) . . . . ? N18 C31 C32 C27 -178.3(3) . . . . ? C28 C27 C32 C31 -1.1(5) . . . . ? C33 C27 C32 C31 176.6(3) . . . . ? C32 C27 C33 O15 2.8(4) . . . . ? C28 C27 C33 O15 -179.5(3) . . . . ? C32 C27 C33 O16 -176.5(3) . . . . ? C28 C27 C33 O16 1.2(4) . . . . ? C39 C34 C35 O24 179.9(3) . . . . ? C40 C34 C35 O24 -0.8(5) . . . . ? C39 C34 C35 C36 -2.8(4) . . . . ? C40 C34 C35 C36 176.5(3) . . . . ? O24 C35 C36 C37 -179.4(3) . . . . ? C34 C35 C36 C37 3.2(4) . . . . ? O24 C35 C36 N19 1.4(4) . . . . ? C34 C35 C36 N19 -176.0(3) . . . . ? C35 C36 C37 C38 -1.3(5) . . . . ? N19 C36 C37 C38 177.9(3) . . . . ? C36 C37 C38 C39 -1.2(5) . . . . ? C36 C37 C38 N20 179.4(3) . . . . ? C35 C34 C39 C38 0.6(5) . . . . ? C40 C34 C39 C38 -178.7(3) . . . . ? C37 C38 C39 C34 1.5(5) . . . . ? N20 C38 C39 C34 -179.1(3) . . . . ? C39 C34 C40 O23 -173.5(3) . . . . ? C35 C34 C40 O23 7.2(4) . . . . ? C39 C34 C40 O22 8.4(4) . . . . ? C35 C34 C40 O22 -170.9(3) . . . . ? N3 C2 N1 C1 0.7(4) . . . . ? N3 C2 N1 Cu1 -172.8(2) . . . . ? N2 C1 N1 C2 -1.0(4) . . . . ? N2 C1 N1 Cu1 172.4(3) . . . . ? O23 Cu1 N1 C2 -49.5(10) . . . . ? O24 Cu1 N1 C2 -169.4(3) . . . . ? O1 Cu1 N1 C2 15.4(3) . . . . ? O23 Cu1 N1 C1 138.7(8) . . . . ? O24 Cu1 N1 C1 18.7(3) . . . . ? O1 Cu1 N1 C1 -156.5(3) . . . . ? N1 C1 N2 N3 0.8(4) . . . . ? N1 C2 N3 N2 -0.3(4) . . . . ? N1 C2 N3 C3 172.0(3) . . . . ? C1 N2 N3 C2 -0.3(4) . . . . ? C1 N2 N3 C3 -173.3(3) . . . . ? C4 C3 N3 C2 -91.6(4) . . . . ? C4 C3 N3 N2 79.9(4) . . . . ? N6 C6 N4 N5 -0.1(4) . . . . ? N6 C6 N4 C4 -175.0(3) . . . . ? C3 C4 N4 C6 -130.4(3) . . . . ? C3 C4 N4 N5 55.2(4) . . . . ? N6 C5 N5 N4 0.1(4) . . . . ? C6 N4 N5 C5 0.0(3) . . . . ? C4 N4 N5 C5 175.3(3) . . . . ? N4 C6 N6 C5 0.2(3) . . . . ? N4 C6 N6 Cu2 170.6(2) . . . 2_566 ? N5 C5 N6 C6 -0.2(4) . . . . ? N5 C5 N6 Cu2 -168.5(2) . . . 2_566 ? N9 C8 N7 C7 0.6(3) . . . . ? N9 C8 N7 Cu3 -175.78(19) . . . . ? N8 C7 N7 C8 -0.6(4) . . . . ? N8 C7 N7 Cu3 175.9(2) . . . . ? O10 Cu3 N7 C8 9.1(3) . . . . ? O9 Cu3 N7 C8 124(2) . . . . ? O15 Cu3 N7 C8 -170.4(3) . . . . ? O10 Cu3 N7 C7 -166.5(3) . . . . ? O9 Cu3 N7 C7 -52(2) . . . . ? O15 Cu3 N7 C7 14.0(3) . . . . ? N7 C7 N8 N9 0.3(4) . . . . ? N7 C8 N9 N8 -0.5(3) . . . . ? N7 C8 N9 C9 -178.6(3) . . . . ? C7 N8 N9 C8 0.1(3) . . . . ? C7 N8 N9 C9 178.5(3) . . . . ? C10 C9 N9 C8 103.2(3) . . . . ? C10 C9 N9 N8 -74.8(3) . . . . ? N12 C12 N10 N11 0.2(4) . . . . ? N12 C12 N10 C10 175.9(3) . . . . ? C9 C10 N10 C12 138.2(3) . . . . ? C9 C10 N10 N11 -46.4(4) . . . . ? N12 C11 N11 N10 0.4(5) . . . . ? C12 N10 N11 C11 -0.3(4) . . . . ? C10 N10 N11 C11 -176.5(3) . . . . ? N10 C12 N12 C11 0.1(4) . . . . ? N10 C12 N12 Cu4 -172.4(2) . . . 2_577 ? N11 C11 N12 C12 -0.3(5) . . . . ? N11 C11 N12 Cu4 172.3(3) . . . 2_577 ? C16 C15 N13 O4 -146.2(3) . . . . ? C14 C15 N13 O4 33.2(5) . . . . ? C16 C15 N13 O5 34.1(4) . . . . ? C14 C15 N13 O5 -146.5(3) . . . . ? C16 C17 N14 O7 -159.9(4) . . . . ? C18 C17 N14 O7 19.2(5) . . . . ? C16 C17 N14 O6 19.1(5) . . . . ? C18 C17 N14 O6 -161.7(3) . . . . ? C23 C22 N15 O11' 147.1(13) . . . . ? C21 C22 N15 O11' -35.3(13) . . . . ? C23 C22 N15 O12 -36.5(4) . . . . ? C21 C22 N15 O12 141.1(3) . . . . ? C23 C22 N15 O11 116(3) . . . . ? C21 C22 N15 O11 -67(3) . . . . ? C23 C24 N16 O14 165.5(3) . . . . ? C25 C24 N16 O14 -13.4(4) . . . . ? C23 C24 N16 O13 -13.2(4) . . . . ? C25 C24 N16 O13 167.9(3) . . . . ? C30 C29 N17 O19 33.9(5) . . . . ? C28 C29 N17 O19 -146.1(3) . . . . ? C30 C29 N17 O18 -142.2(4) . . . . ? C28 C29 N17 O18 37.9(5) . . . . ? C30 C31 N18 O21 170.1(3) . . . . ? C32 C31 N18 O21 -11.0(5) . . . . ? C30 C31 N18 O20 -10.5(5) . . . . ? C32 C31 N18 O20 168.5(3) . . . . ? C37 C36 N19 O26 -21.8(5) . . . . ? C35 C36 N19 O26 157.4(3) . . . . ? C37 C36 N19 O25 -175(3) . . . . ? C35 C36 N19 O25 4(3) . . . . ? C37 C36 N19 O25' 141(2) . . . . ? C35 C36 N19 O25' -40(2) . . . . ? C37 C38 N20 O28' -159.0(15) . . . . ? C39 C38 N20 O28' 21.6(16) . . . . ? C37 C38 N20 O27 -11.7(6) . . . . ? C39 C38 N20 O27 168.8(4) . . . . ? C37 C38 N20 O28 158.7(6) . . . . ? C39 C38 N20 O28 -20.8(8) . . . . ? O2 C19 O1 Cu1 -10.4(4) . . . . ? C13 C19 O1 Cu1 168.8(2) . . . . ? O23 Cu1 O1 C19 -90.4(2) . . . . ? O24 Cu1 O1 C19 -5.3(12) . . . . ? N1 Cu1 O1 C19 95.1(2) . . . . ? O1 C19 O2 Cu2 165.7(2) . . . . ? C13 C19 O2 Cu2 -13.5(4) . . . . ? O3 Cu2 O2 C19 23.4(3) . . . . ? N6 Cu2 O2 C19 -65.1(5) 2_566 . . . ? O8 Cu2 O2 C19 -155.8(3) . . . . ? C13 C14 O3 Cu2 22.8(4) . . . . ? C15 C14 O3 Cu2 -160.1(2) . . . . ? O2 Cu2 O3 C14 -27.3(2) . . . . ? N6 Cu2 O3 C14 138.9(2) 2_566 . . . ? O8 Cu2 O3 C14 1(3) . . . . ? O9 C26 O8 Cu2 5.7(3) . . . . ? C20 C26 O8 Cu2 -173.5(2) . . . . ? O2 Cu2 O8 C26 82.9(2) . . . . ? O3 Cu2 O8 C26 55(3) . . . . ? N6 Cu2 O8 C26 -83.3(2) 2_566 . . . ? O8 C26 O9 Cu3 160.3(2) . . . . ? C20 C26 O9 Cu3 -20.5(4) . . . . ? O10 Cu3 O9 C26 6.8(3) . . . . ? N7 Cu3 O9 C26 -108(2) . . . . ? O15 Cu3 O9 C26 -173.7(3) . . . . ? C20 C21 O10 Cu3 -16.0(4) . . . . ? C22 C21 O10 Cu3 166.3(2) . . . . ? O9 Cu3 O10 C21 11.9(2) . . . . ? N7 Cu3 O10 C21 -170.3(2) . . . . ? O15 Cu3 O10 C21 -31(7) . . . . ? O16 C33 O15 Cu3 0.4(3) . . . . ? C27 C33 O15 Cu3 -178.9(2) . . . . ? O10 Cu3 O15 C33 -49(7) . . . . ? O9 Cu3 O15 C33 -92.32(19) . . . . ? N7 Cu3 O15 C33 89.94(19) . . . . ? O15 C33 O16 Cu4 176.91(19) . . . . ? C27 C33 O16 Cu4 -3.8(4) . . . . ? O17 Cu4 O16 C33 3.7(3) . . . . ? N12 Cu4 O16 C33 -76.9(5) 2_577 . . . ? O22 Cu4 O16 C33 -170.5(3) . . . . ? O1W Cu4 O16 C33 101.0(3) . . . . ? C27 C28 O17 Cu4 0.2(5) . . . . ? C29 C28 O17 Cu4 178.5(2) . . . . ? O16 Cu4 O17 C28 -1.7(3) . . . . ? N12 Cu4 O17 C28 167.0(3) 2_577 . . . ? O22 Cu4 O17 C28 85.7(10) . . . . ? O1W Cu4 O17 C28 -95.3(3) . . . . ? O22 C40 O23 Cu1 168.1(2) . . . . ? C34 C40 O23 Cu1 -9.9(4) . . . . ? O24 Cu1 O23 C40 5.7(3) . . . . ? N1 Cu1 O23 C40 -114.1(8) . . . . ? O1 Cu1 O23 C40 -179.1(3) . . . . ? O23 C40 O22 Cu4 0.6(4) . . . . ? C34 C40 O22 Cu4 178.8(2) . . . . ? O17 Cu4 O22 C40 -6.0(10) . . . . ? O16 Cu4 O22 C40 81.6(2) . . . . ? N12 Cu4 O22 C40 -87.0(2) 2_577 . . . ? O1W Cu4 O22 C40 175.0(2) . . . . ? C34 C35 O24 Cu1 -2.8(5) . . . . ? C36 C35 O24 Cu1 -179.9(2) . . . . ? O23 Cu1 O24 C35 0.9(3) . . . . ? N1 Cu1 O24 C35 175.6(3) . . . . ? O1 Cu1 O24 C35 -84.0(11) . . . . ? O27 N20 O28 O28' -84(3) . . . . ? C38 N20 O28 O28' 107(3) . . . . ? O27 N20 O28' O28 117(2) . . . . ? C38 N20 O28' O28 -94(3) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.623 _refine_diff_density_min -0.447 _refine_diff_density_rms 0.061 data_Compound-2 _database_code_depnum_ccdc_archive 'CCDC 918061' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C42 H30 Cu4 N20 O29' _chemical_formula_sum 'C42 H30 Cu4 N20 O29' _chemical_formula_weight 1532.99 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/n 1' _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 15.7724(3) _cell_length_b 21.0412(5) _cell_length_c 16.7687(5) _cell_angle_alpha 90.00 _cell_angle_beta 96.915(2) _cell_angle_gamma 90.00 _cell_volume 5524.6(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6015 _cell_measurement_theta_min 2.8984 _cell_measurement_theta_max 29.2123 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.843 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3080 _exptl_absorpt_coefficient_mu 1.633 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6400 _exptl_absorpt_correction_T_max 0.7359 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22163 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.1172 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.35 _reflns_number_total 10014 _reflns_number_gt 5117 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. For c3', c5', c4, o13, and o13' atoms, some anisotropic displacement ellipsoids were rather elongated which led us to use the ISOR restraints. For n5, n4, c6, c7, n17, o18 and o19 atoms, SIMU restraint was used to make them behave similar anisotropic displacement parameters. ; _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^)+(0.0100P)^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 10014 _refine_ls_number_parameters 911 _refine_ls_number_restraints 72 _refine_ls_R_factor_all 0.0933 _refine_ls_R_factor_gt 0.0425 _refine_ls_wR_factor_ref 0.0618 _refine_ls_wR_factor_gt 0.0591 _refine_ls_goodness_of_fit_ref 1.011 _refine_ls_restrained_S_all 1.041 _refine_ls_shift/su_max 0.016 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.36858(3) 0.23621(2) 0.86913(4) 0.03787(16) Uani 1 1 d . . . Cu2 Cu 0.49988(3) 0.11328(2) 0.70198(3) 0.03591(15) Uani 1 1 d . . . Cu3 Cu 0.38630(3) 0.27852(3) 0.56226(4) 0.04891(18) Uani 1 1 d . . . Cu4 Cu 0.52598(3) 0.38751(2) 0.74677(4) 0.03721(16) Uani 1 1 d . . . C1 C 0.2538(3) 0.1341(2) 0.9128(4) 0.0625(17) Uani 1 1 d . A . H1 H 0.2056 0.1556 0.8895 0.075 Uiso 1 1 calc R . . C2 C 0.3798(3) 0.1120(2) 0.9528(3) 0.0552(14) Uani 1 1 d . . . H2 H 0.4390 0.1135 0.9632 0.066 Uiso 1 1 calc R . . C3 C 0.3608(5) -0.0055(3) 0.9925(6) 0.073(3) Uani 0.648(5) 1 d P A 1 H3A H 0.3242 -0.0344 0.9589 0.087 Uiso 0.648(5) 1 calc PR A 1 H3B H 0.4189 -0.0117 0.9807 0.087 Uiso 0.648(5) 1 calc PR A 1 C4 C 0.3559(6) -0.0205(4) 1.0774(6) 0.076(3) Uani 0.648(5) 1 d PU A 1 H4A H 0.3942 0.0075 1.1105 0.091 Uiso 0.648(5) 1 calc PR A 1 H4B H 0.3758 -0.0637 1.0877 0.091 Uiso 0.648(5) 1 calc PR A 1 C5 C 0.2639(8) -0.0142(4) 1.1040(6) 0.070(3) Uani 0.648(5) 1 d P A 1 H5A H 0.2438 0.0285 1.0905 0.084 Uiso 0.648(5) 1 calc PR A 1 H5B H 0.2697 -0.0176 1.1621 0.084 Uiso 0.648(5) 1 calc PR A 1 C3' C 0.1813(8) 0.0403(6) 0.9475(9) 0.052(4) Uani 0.352(5) 1 d PU A 2 H3'1 H 0.1928 -0.0026 0.9305 0.063 Uiso 0.352(5) 1 calc PR A 2 H3'2 H 0.1338 0.0572 0.9117 0.063 Uiso 0.352(5) 1 calc PR A 2 C4' C 0.1605(8) 0.0399(5) 1.0306(9) 0.050(5) Uani 0.352(5) 1 d P A 2 H4'1 H 0.1735 0.0816 1.0536 0.060 Uiso 0.352(5) 1 calc PR A 2 H4'2 H 0.0995 0.0334 1.0292 0.060 Uiso 0.352(5) 1 calc PR A 2 C5' C 0.2025(10) -0.0056(8) 1.0818(11) 0.044(4) Uani 0.352(5) 1 d PU A 2 H5'1 H 0.2634 0.0015 1.0826 0.052 Uiso 0.352(5) 1 calc PR A 2 H5'2 H 0.1887 0.0030 1.1355 0.052 Uiso 0.352(5) 1 calc PR A 2 C6 C 0.0764(4) -0.1230(4) 1.0557(4) 0.112(2) Uani 1 1 d U A . H6 H 0.0238 -0.1403 1.0634 0.134 Uiso 1 1 calc R . . C7 C 0.1993(4) -0.1126(2) 1.0206(3) 0.0623(15) Uani 1 1 d U A . H7 H 0.2492 -0.1205 0.9980 0.075 Uiso 1 1 calc R . . C8 C 0.5258(3) 0.0992(2) 0.5275(3) 0.0481(13) Uani 1 1 d . . . H8 H 0.4880 0.1319 0.5109 0.058 Uiso 1 1 calc R . . C9 C 0.5963(3) 0.0326(2) 0.5992(3) 0.0408(12) Uani 1 1 d . . . H9 H 0.6196 0.0079 0.6424 0.049 Uiso 1 1 calc R . . C10 C 0.6774(3) -0.0151(2) 0.4955(3) 0.0523(14) Uani 1 1 d . . . H10A H 0.6461 -0.0409 0.4540 0.063 Uiso 1 1 calc R . . H10B H 0.7012 -0.0434 0.5381 0.063 Uiso 1 1 calc R . . C11 C 0.7487(3) 0.0171(2) 0.4613(3) 0.0647(16) Uani 1 1 d . . . H11A H 0.7703 -0.0117 0.4233 0.078 Uiso 1 1 calc R . . H11B H 0.7257 0.0539 0.4314 0.078 Uiso 1 1 calc R . . C12 C 0.8215(3) 0.0383(2) 0.5188(3) 0.0623(16) Uani 1 1 d . . . H12A H 0.8583 0.0651 0.4908 0.075 Uiso 1 1 calc R . . H12B H 0.8000 0.0638 0.5601 0.075 Uiso 1 1 calc R . . C13 C 0.9558(3) -0.0909(2) 0.5718(4) 0.0527(15) Uani 1 1 d . . . H13 H 0.9918 -0.1241 0.5614 0.063 Uiso 1 1 calc R . . C14 C 0.8854(3) -0.0275(2) 0.6341(4) 0.0492(14) Uani 1 1 d . . . H14 H 0.8612 -0.0059 0.6741 0.059 Uiso 1 1 calc R . . C15 C 0.6122(2) 0.19983(17) 0.8361(2) 0.0265(10) Uani 1 1 d . . . C16 C 0.6559(3) 0.16000(19) 0.7854(3) 0.0321(11) Uani 1 1 d . . . C17 C 0.7443(2) 0.17250(19) 0.7854(3) 0.0318(11) Uani 1 1 d . . . C18 C 0.7872(3) 0.2200(2) 0.8269(3) 0.0389(12) Uani 1 1 d . . . H18 H 0.8449 0.2272 0.8235 0.047 Uiso 1 1 calc R . . C19 C 0.7420(3) 0.25741(19) 0.8745(3) 0.0349(12) Uani 1 1 d . . . C20 C 0.6570(3) 0.24756(18) 0.8793(3) 0.0329(12) Uani 1 1 d . . . H20 H 0.6288 0.2736 0.9124 0.039 Uiso 1 1 calc R . . C21 C 0.5206(3) 0.19310(19) 0.8434(3) 0.0331(12) Uani 1 1 d . . . C22 C 0.2594(2) 0.17995(18) 0.6398(3) 0.0313(11) Uani 1 1 d . . . C23 C 0.2248(2) 0.23914(19) 0.6077(3) 0.0330(11) Uani 1 1 d . . . C24 C 0.1349(2) 0.24805(19) 0.6127(3) 0.0380(13) Uani 1 1 d . . . C25 C 0.0862(3) 0.2032(2) 0.6423(3) 0.0647(17) Uani 1 1 d . . . H25 H 0.0281 0.2100 0.6438 0.078 Uiso 1 1 calc R . . C26 C 0.1240(3) 0.1472(2) 0.6704(4) 0.073(2) Uani 1 1 d . . . C27 C 0.2095(3) 0.1370(2) 0.6714(3) 0.0532(15) Uani 1 1 d . . . H27 H 0.2337 0.0999 0.6941 0.064 Uiso 1 1 calc R . . C28 C 0.3515(3) 0.1638(2) 0.6433(3) 0.0373(12) Uani 1 1 d . . . C29 C 0.6375(2) 0.30463(18) 0.6276(3) 0.0307(11) Uani 1 1 d . . . C30 C 0.6816(3) 0.34511(18) 0.6858(3) 0.0323(11) Uani 1 1 d . . . C31 C 0.7729(2) 0.34485(19) 0.6862(3) 0.0322(11) Uani 1 1 d . . . C32 C 0.8155(3) 0.3063(2) 0.6390(3) 0.0421(13) Uani 1 1 d . . . H32 H 0.8747 0.3078 0.6417 0.051 Uiso 1 1 calc R . . C33 C 0.7689(3) 0.2654(2) 0.5877(3) 0.0399(12) Uani 1 1 d . . . C34 C 0.6808(3) 0.26510(19) 0.5818(3) 0.0384(12) Uani 1 1 d . . . H34 H 0.6502 0.2374 0.5460 0.046 Uiso 1 1 calc R . . C35 C 0.5432(3) 0.3035(2) 0.6112(3) 0.0395(12) Uani 1 1 d . . . C36 C 0.2712(2) 0.36074(18) 0.7850(3) 0.0271(11) Uani 1 1 d . . . C37 C 0.2213(2) 0.3101(2) 0.8122(3) 0.0351(12) Uani 1 1 d . . . C38 C 0.1314(2) 0.3232(2) 0.8109(3) 0.0378(12) Uani 1 1 d . . . C39 C 0.0963(3) 0.3799(2) 0.7862(3) 0.0409(12) Uani 1 1 d . . . H39 H 0.0382 0.3869 0.7871 0.049 Uiso 1 1 calc R . . C40 C 0.1468(3) 0.42727(19) 0.7597(3) 0.0366(12) Uani 1 1 d . . . C41 C 0.2335(2) 0.41752(19) 0.7587(3) 0.0344(12) Uani 1 1 d . . . H41 H 0.2668 0.4495 0.7401 0.041 Uiso 1 1 calc R . . C42 C 0.3645(3) 0.3551(2) 0.7848(3) 0.0358(12) Uani 1 1 d . . . N1 N 0.3331(2) 0.15742(15) 0.9173(2) 0.0382(10) Uani 1 1 d . . . N2 N 0.2516(3) 0.0773(2) 0.9451(3) 0.0607(13) Uani 1 1 d . . . N3 N 0.3333(3) 0.06353(17) 0.9723(3) 0.0598(13) Uani 1 1 d . A . N4 N 0.1891(4) -0.0634(2) 1.0682(3) 0.0899(16) Uani 1 1 d U . . N5 N 0.1084(4) -0.0693(3) 1.0891(4) 0.122(2) Uani 1 1 d U A . N6 N 0.1314(3) -0.1487(2) 1.0090(3) 0.0637(13) Uani 1 1 d . . . N7 N 0.5364(2) 0.07709(15) 0.6036(2) 0.0364(9) Uani 1 1 d . . . N8 N 0.5731(2) 0.07095(18) 0.4787(2) 0.0517(11) Uani 1 1 d . . . N9 N 0.6176(2) 0.02838(16) 0.5278(3) 0.0361(10) Uani 1 1 d . . . N10 N 0.8726(2) -0.01449(18) 0.5575(3) 0.0519(12) Uani 1 1 d . . . N11 N 0.9175(3) -0.0545(2) 0.5151(3) 0.0599(12) Uani 1 1 d . . . N12 N 0.9387(2) -0.07644(17) 0.6457(3) 0.0422(10) Uani 1 1 d . . . N13 N 0.7907(2) 0.1326(2) 0.7323(3) 0.0510(12) Uani 1 1 d . . . N14 N 0.7866(3) 0.30710(18) 0.9241(3) 0.0523(12) Uani 1 1 d . . . N15 N 0.0944(2) 0.30794(18) 0.5861(3) 0.0471(11) Uani 1 1 d . . . N16 N 0.0831(14) 0.1049(13) 0.7276(18) 0.105(9) Uani 0.50 1 d P . . N16' N 0.0619(11) 0.0939(9) 0.6834(15) 0.088(8) Uani 0.50 1 d P . . N17 N 0.8229(3) 0.3873(2) 0.7401(3) 0.0580(13) Uani 1 1 d U . . N18 N 0.8122(3) 0.2219(2) 0.5389(3) 0.0542(12) Uani 1 1 d . . . N19 N 0.0734(3) 0.2749(2) 0.8352(3) 0.0599(13) Uani 1 1 d . . . N20 N 0.1090(3) 0.48751(18) 0.7328(3) 0.0473(11) Uani 1 1 d . . . O1 O 0.49078(16) 0.22116(12) 0.89994(19) 0.0360(8) Uani 1 1 d . . . O2 O 0.47224(16) 0.16121(13) 0.79253(18) 0.0400(8) Uani 1 1 d . . . O3 O 0.61852(15) 0.11517(13) 0.74190(19) 0.0437(8) Uani 1 1 d . . . O4 O 0.7798(2) 0.07829(19) 0.7291(3) 0.0918(15) Uani 1 1 d . . . O5 O 0.8435(3) 0.15932(19) 0.6976(3) 0.1085(17) Uani 1 1 d . . . O6 O 0.8655(2) 0.30561(16) 0.9341(2) 0.0777(12) Uani 1 1 d . . . O7 O 0.7433(2) 0.34590(15) 0.9557(2) 0.0635(10) Uani 1 1 d . . . O8 O 0.37578(16) 0.10933(13) 0.66763(18) 0.0416(8) Uani 1 1 d . . . O9 O 0.40545(17) 0.20351(14) 0.6238(2) 0.0507(9) Uani 1 1 d . . . O10 O 0.26843(16) 0.28134(13) 0.57649(19) 0.0469(9) Uani 1 1 d . . . O11 O 0.1240(2) 0.34248(16) 0.5406(3) 0.0838(14) Uani 1 1 d . . . O12 O 0.0283(2) 0.32160(15) 0.6130(3) 0.0808(13) Uani 1 1 d . . . O13 O 0.0054(6) 0.1187(5) 0.7351(8) 0.113(3) Uani 0.50 1 d PU . . O13' O -0.0113(6) 0.0975(4) 0.6597(7) 0.098(3) Uani 0.50 1 d PU . . O14 O 0.1150(13) 0.0586(12) 0.7563(12) 0.089(5) Uani 0.50 1 d P . . O14' O 0.0957(15) 0.0451(11) 0.7081(17) 0.148(10) Uani 0.50 1 d P . . O15 O 0.50903(17) 0.27514(15) 0.5500(2) 0.0542(9) Uani 1 1 d . . . O16 O 0.49640(17) 0.33125(13) 0.6579(2) 0.0456(9) Uani 1 1 d . . . O17 O 0.64607(16) 0.38157(13) 0.7326(2) 0.0481(9) Uani 1 1 d . . . O18 O 0.8025(3) 0.4075(2) 0.7967(3) 0.126(2) Uani 1 1 d U . . O19 O 0.8867(3) 0.4094(2) 0.7168(3) 0.144(2) Uani 1 1 d U . . O20 O 0.8877(2) 0.22745(16) 0.5360(2) 0.0757(12) Uani 1 1 d . . . O21 O 0.7686(3) 0.18092(19) 0.5015(2) 0.0810(13) Uani 1 1 d . . . O22 O 0.40280(15) 0.39930(12) 0.75307(18) 0.0399(8) Uani 1 1 d . . . O23 O 0.40673(16) 0.30911(13) 0.8188(2) 0.0476(9) Uani 1 1 d . . . O24 O 0.25154(16) 0.25570(12) 0.8365(2) 0.0464(9) Uani 1 1 d . . . O25 O 0.0971(2) 0.2317(2) 0.8725(3) 0.132(2) Uani 1 1 d . . . O26 O 0.0001(3) 0.2783(2) 0.8101(4) 0.152(2) Uani 1 1 d . . . O27 O 0.0361(2) 0.49917(13) 0.7479(2) 0.0728(12) Uani 1 1 d . . . O28 O 0.1507(2) 0.52317(15) 0.6971(2) 0.0680(11) Uani 1 1 d . . . O1W O 0.5098(2) 0.48112(13) 0.6745(2) 0.0731(12) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0303(3) 0.0335(3) 0.0515(5) 0.0015(3) 0.0117(3) 0.0017(2) Cu2 0.0247(3) 0.0418(3) 0.0407(4) -0.0087(3) 0.0018(3) 0.0019(2) Cu3 0.0278(3) 0.0679(4) 0.0512(5) 0.0052(4) 0.0054(3) -0.0136(3) Cu4 0.0237(3) 0.0386(3) 0.0504(4) -0.0027(3) 0.0089(3) -0.0035(2) C1 0.045(3) 0.040(3) 0.101(5) 0.006(3) 0.000(3) -0.001(3) C2 0.047(3) 0.049(3) 0.072(4) 0.013(3) 0.018(3) -0.003(3) C3 0.085(6) 0.050(5) 0.085(9) 0.013(5) 0.015(6) -0.020(4) C4 0.119(7) 0.057(5) 0.052(6) 0.016(5) 0.010(5) -0.036(5) C5 0.126(9) 0.033(5) 0.050(7) -0.010(5) 0.006(7) -0.009(6) C3' 0.052(7) 0.044(7) 0.061(9) 0.000(6) 0.011(7) -0.008(6) C4' 0.062(10) 0.024(7) 0.071(13) -0.009(8) 0.036(9) -0.002(7) C5' 0.048(8) 0.039(8) 0.043(9) -0.015(7) 0.007(7) -0.021(7) C6 0.102(4) 0.142(5) 0.090(5) -0.048(4) 0.005(4) 0.042(4) C7 0.103(4) 0.039(3) 0.048(4) -0.004(3) 0.021(3) 0.012(3) C8 0.039(3) 0.058(3) 0.046(4) 0.007(3) 0.001(3) 0.021(2) C9 0.044(3) 0.042(3) 0.034(4) 0.001(3) -0.003(3) 0.006(2) C10 0.050(3) 0.046(3) 0.061(4) -0.021(3) 0.006(3) 0.007(2) C11 0.054(4) 0.082(4) 0.060(5) 0.009(3) 0.017(3) 0.023(3) C12 0.053(3) 0.054(3) 0.079(5) 0.029(3) 0.005(3) 0.002(3) C13 0.043(3) 0.054(3) 0.062(5) 0.006(3) 0.010(3) 0.009(2) C14 0.038(3) 0.055(3) 0.054(5) 0.007(3) 0.006(3) 0.006(3) C15 0.029(2) 0.027(2) 0.022(3) -0.005(2) 0.000(2) 0.002(2) C16 0.031(3) 0.030(2) 0.035(3) 0.001(2) 0.004(2) 0.008(2) C17 0.022(2) 0.038(3) 0.035(3) 0.002(2) 0.005(2) 0.011(2) C18 0.033(3) 0.048(3) 0.036(4) 0.008(3) 0.004(2) -0.001(2) C19 0.037(3) 0.036(3) 0.029(3) 0.003(2) -0.006(2) -0.008(2) C20 0.033(3) 0.038(3) 0.028(3) 0.003(2) 0.005(2) 0.009(2) C21 0.035(3) 0.023(2) 0.041(4) 0.005(2) 0.003(3) 0.005(2) C22 0.027(2) 0.031(2) 0.036(3) -0.006(2) 0.002(2) -0.006(2) C23 0.027(2) 0.034(3) 0.039(4) -0.007(2) 0.008(2) -0.007(2) C24 0.027(2) 0.036(3) 0.052(4) 0.000(2) 0.007(2) 0.001(2) C25 0.023(3) 0.055(3) 0.120(6) 0.016(3) 0.026(3) 0.008(2) C26 0.046(3) 0.050(3) 0.130(6) 0.030(4) 0.041(4) -0.002(3) C27 0.032(3) 0.046(3) 0.085(5) 0.017(3) 0.021(3) 0.006(2) C28 0.028(3) 0.054(3) 0.029(3) -0.014(3) 0.003(2) -0.002(3) C29 0.022(2) 0.035(2) 0.036(3) -0.002(2) 0.005(2) -0.003(2) C30 0.030(3) 0.025(2) 0.042(4) 0.008(2) 0.005(2) 0.003(2) C31 0.018(2) 0.035(3) 0.043(4) 0.002(2) 0.001(2) -0.008(2) C32 0.029(3) 0.048(3) 0.051(4) 0.020(3) 0.010(3) 0.005(2) C33 0.036(3) 0.041(3) 0.044(4) 0.007(3) 0.012(3) 0.006(2) C34 0.048(3) 0.035(3) 0.031(3) -0.002(2) 0.000(2) -0.002(2) C35 0.036(3) 0.038(3) 0.045(4) 0.001(3) 0.009(3) -0.010(2) C36 0.020(2) 0.031(2) 0.031(3) -0.002(2) 0.006(2) -0.003(2) C37 0.026(2) 0.045(3) 0.035(3) -0.008(2) 0.005(2) 0.000(2) C38 0.022(2) 0.043(3) 0.049(4) 0.005(2) 0.006(2) 0.000(2) C39 0.022(2) 0.053(3) 0.047(4) -0.014(3) -0.001(2) 0.003(2) C40 0.034(3) 0.033(3) 0.042(4) 0.000(2) -0.001(2) 0.010(2) C41 0.026(2) 0.039(3) 0.038(3) -0.006(2) 0.004(2) -0.009(2) C42 0.031(3) 0.040(3) 0.038(4) -0.010(3) 0.010(2) -0.003(2) N1 0.033(2) 0.034(2) 0.048(3) 0.000(2) 0.006(2) 0.0020(19) N2 0.053(3) 0.054(3) 0.074(4) 0.006(3) 0.002(3) 0.000(3) N3 0.058(3) 0.047(3) 0.075(4) 0.024(2) 0.014(3) 0.001(2) N4 0.137(5) 0.079(3) 0.054(4) -0.018(3) 0.012(3) 0.032(3) N5 0.140(5) 0.115(4) 0.108(5) -0.055(4) 0.001(4) 0.063(4) N6 0.052(3) 0.084(3) 0.055(4) -0.026(3) 0.004(2) 0.032(3) N7 0.037(2) 0.037(2) 0.035(3) -0.003(2) -0.0003(19) 0.0093(18) N8 0.051(3) 0.069(3) 0.037(3) 0.005(2) 0.011(2) 0.022(2) N9 0.033(2) 0.045(2) 0.031(3) -0.001(2) 0.004(2) 0.0140(18) N10 0.039(2) 0.050(3) 0.067(4) 0.012(3) 0.004(3) 0.003(2) N11 0.055(3) 0.079(3) 0.047(4) 0.005(3) 0.010(3) 0.007(2) N12 0.033(2) 0.044(2) 0.050(3) 0.009(2) 0.007(2) 0.0068(19) N13 0.031(2) 0.060(3) 0.064(4) 0.009(3) 0.018(2) 0.008(2) N14 0.065(3) 0.045(3) 0.046(3) -0.001(2) 0.002(3) -0.020(2) N15 0.033(2) 0.050(3) 0.059(4) -0.002(2) 0.006(2) 0.005(2) N16 0.023(10) 0.122(17) 0.16(2) 0.059(18) -0.008(10) -0.024(10) N16' 0.019(10) 0.046(10) 0.20(3) 0.041(12) 0.021(11) -0.004(7) N17 0.027(2) 0.063(3) 0.088(4) -0.017(3) 0.025(3) -0.021(2) N18 0.064(3) 0.052(3) 0.050(4) 0.009(3) 0.018(3) 0.019(3) N19 0.025(2) 0.054(3) 0.103(4) 0.020(3) 0.015(2) 0.001(2) N20 0.038(3) 0.043(3) 0.059(4) -0.006(2) 0.000(2) 0.006(2) O1 0.0299(16) 0.0419(17) 0.037(2) -0.0108(16) 0.0080(15) 0.0007(13) O2 0.0250(16) 0.0529(19) 0.043(2) -0.0197(17) 0.0062(15) -0.0018(14) O3 0.0267(16) 0.0463(18) 0.058(2) -0.0215(19) 0.0045(15) 0.0026(15) O4 0.079(3) 0.071(3) 0.134(4) -0.029(3) 0.049(3) 0.007(2) O5 0.112(4) 0.095(3) 0.134(5) 0.032(3) 0.081(3) 0.043(3) O6 0.043(2) 0.086(3) 0.101(4) -0.016(2) -0.006(2) -0.0250(19) O7 0.083(3) 0.048(2) 0.059(3) -0.014(2) 0.007(2) -0.0182(19) O8 0.0305(16) 0.0403(17) 0.053(2) -0.0072(18) -0.0009(15) 0.0079(15) O9 0.0232(16) 0.060(2) 0.069(3) 0.0073(19) 0.0091(16) 0.0024(15) O10 0.0291(17) 0.0468(19) 0.066(3) 0.0156(18) 0.0090(16) -0.0028(14) O11 0.069(3) 0.064(2) 0.125(4) 0.039(3) 0.036(3) 0.021(2) O12 0.044(2) 0.075(2) 0.126(4) 0.013(2) 0.025(2) 0.0285(19) O13 0.066(6) 0.124(6) 0.163(8) 0.039(6) 0.063(6) -0.004(5) O13' 0.057(5) 0.083(5) 0.163(8) -0.002(6) 0.052(6) -0.015(4) O14 0.058(9) 0.073(11) 0.137(14) 0.043(10) 0.015(8) -0.010(7) O14' 0.078(12) 0.072(13) 0.30(3) 0.087(18) 0.041(16) -0.016(9) O15 0.0328(18) 0.089(2) 0.042(3) -0.022(2) 0.0105(16) -0.0206(17) O16 0.0276(17) 0.0492(19) 0.060(3) -0.0169(18) 0.0059(17) -0.0058(14) O17 0.0239(16) 0.0534(19) 0.067(3) -0.0256(19) 0.0052(16) -0.0046(15) O18 0.061(3) 0.167(4) 0.149(5) -0.092(4) 0.015(3) -0.033(3) O19 0.091(3) 0.162(4) 0.182(6) -0.049(4) 0.025(3) -0.058(3) O20 0.060(3) 0.083(3) 0.093(3) 0.008(2) 0.044(2) 0.018(2) O21 0.092(3) 0.083(3) 0.067(3) -0.027(2) 0.003(2) 0.029(2) O22 0.0273(16) 0.0383(17) 0.056(2) 0.0074(16) 0.0142(15) -0.0036(14) O23 0.0265(16) 0.0409(18) 0.078(3) 0.0204(18) 0.0162(17) 0.0060(14) O24 0.0310(17) 0.0327(17) 0.077(3) 0.0106(17) 0.0137(17) 0.0013(14) O25 0.048(3) 0.118(4) 0.235(7) 0.105(4) 0.035(3) 0.004(3) O26 0.041(3) 0.126(4) 0.293(8) 0.080(4) 0.030(3) -0.014(3) O27 0.033(2) 0.052(2) 0.131(4) 0.000(2) 0.001(2) 0.0123(17) O28 0.071(3) 0.054(2) 0.082(3) 0.020(2) 0.022(2) 0.0138(19) O1W 0.072(2) 0.0510(19) 0.104(4) 0.024(2) 0.043(2) 0.0028(18) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O23 1.884(3) . ? Cu1 O24 1.906(3) . ? Cu1 N1 1.955(3) . ? Cu1 O1 1.960(3) . ? Cu2 O3 1.910(3) . ? Cu2 O2 1.916(3) . ? Cu2 N7 1.966(4) . ? Cu2 O8 1.974(3) . ? Cu3 O9 1.890(3) . ? Cu3 O10 1.904(3) . ? Cu3 N6 1.942(4) 2_556 ? Cu3 O15 1.972(3) . ? Cu4 O16 1.916(3) . ? Cu4 O17 1.941(3) . ? Cu4 N12 1.973(4) 2_656 ? Cu4 O22 1.974(2) . ? Cu4 O1W 2.311(3) . ? C1 N2 1.313(5) . ? C1 N1 1.338(5) . ? C1 H1 0.9300 . ? C2 N1 1.306(5) . ? C2 N3 1.319(5) . ? C2 H2 0.9300 . ? C3 C4 1.470(11) . ? C3 N3 1.542(8) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.573(12) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N4 1.628(11) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C3' N2 1.359(12) . ? C3' C4' 1.470(18) . ? C3' H3'1 0.9700 . ? C3' H3'2 0.9700 . ? C4' C5' 1.399(19) . ? C4' H4'1 0.9700 . ? C4' H4'2 0.9700 . ? C5' N4 1.249(14) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6 N5 1.334(7) . ? C6 N6 1.349(7) . ? C6 H6 0.9300 . ? C7 N6 1.307(6) . ? C7 N4 1.330(6) . ? C7 H7 0.9300 . ? C8 N8 1.313(5) . ? C8 N7 1.349(5) . ? C8 H8 0.9300 . ? C9 N9 1.286(5) . ? C9 N7 1.338(5) . ? C9 H9 0.9300 . ? C10 N9 1.464(5) . ? C10 C11 1.486(6) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.476(6) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N10 1.476(5) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 N11 1.311(6) . ? C13 N12 1.335(6) . ? C13 H13 0.9300 . ? C14 N10 1.305(6) . ? C14 N12 1.329(5) . ? C14 H14 0.9300 . ? C15 C20 1.382(5) . ? C15 C16 1.428(5) . ? C15 C21 1.472(5) . ? C16 O3 1.291(4) . ? C16 C17 1.418(5) . ? C17 C18 1.353(5) . ? C17 N13 1.480(5) . ? C18 C19 1.380(5) . ? C18 H18 0.9300 . ? C19 C20 1.368(5) . ? C19 N14 1.462(5) . ? C20 H20 0.9300 . ? C21 O1 1.255(5) . ? C21 O2 1.266(5) . ? C22 C27 1.348(5) . ? C22 C23 1.438(5) . ? C22 C28 1.486(5) . ? C23 O10 1.274(4) . ? C23 C24 1.443(5) . ? C24 C25 1.349(5) . ? C24 N15 1.458(5) . ? C25 C26 1.378(6) . ? C25 H25 0.9300 . ? C26 C27 1.363(6) . ? C26 N16 1.51(3) . ? C26 N16' 1.52(2) . ? C27 H27 0.9300 . ? C28 O8 1.260(5) . ? C28 O9 1.265(5) . ? C29 C34 1.369(5) . ? C29 C30 1.413(6) . ? C29 C35 1.480(5) . ? C30 O17 1.275(5) . ? C30 C31 1.440(5) . ? C31 C32 1.365(5) . ? C31 N17 1.436(6) . ? C32 C33 1.366(6) . ? C32 H32 0.9300 . ? C33 C34 1.381(5) . ? C33 N18 1.453(6) . ? C34 H34 0.9300 . ? C35 O15 1.252(5) . ? C35 O16 1.280(5) . ? C36 C41 1.383(5) . ? C36 C37 1.432(5) . ? C36 C42 1.476(5) . ? C37 O24 1.288(4) . ? C37 C38 1.442(5) . ? C38 C39 1.359(5) . ? C38 N19 1.459(5) . ? C39 C40 1.381(5) . ? C39 H39 0.9300 . ? C40 C41 1.386(5) . ? C40 N20 1.450(5) . ? C41 H41 0.9300 . ? C42 O22 1.262(5) . ? C42 O23 1.270(5) . ? N2 N3 1.346(5) . ? N4 N5 1.366(7) . ? N6 Cu3 1.942(4) 2_546 ? N8 N9 1.354(5) . ? N10 N11 1.356(5) . ? N12 Cu4 1.973(4) 2_646 ? N13 O4 1.155(4) . ? N13 O5 1.211(5) . ? N14 O7 1.225(5) . ? N14 O6 1.236(4) . ? N15 O11 1.189(4) . ? N15 O12 1.220(4) . ? N16 N16' 0.81(3) . ? N16 O14 1.17(3) . ? N16 O13 1.28(3) . ? N16 O14' 1.32(4) . ? N16 O13' 1.77(2) . ? N16' O13' 1.179(18) . ? N16' O14' 1.21(3) . ? N16' O13 1.42(3) . ? N16' O14 1.58(3) . ? N17 O18 1.122(5) . ? N17 O19 1.215(5) . ? N18 O20 1.204(5) . ? N18 O21 1.226(5) . ? N19 O25 1.140(4) . ? N19 O26 1.184(5) . ? N20 O28 1.203(4) . ? N20 O27 1.231(4) . ? O13 O13' 1.337(13) . ? O14 O14' 0.88(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 O23 Cu1 O24 92.69(12) . . ? O23 Cu1 N1 176.50(14) . . ? O24 Cu1 N1 89.18(13) . . ? O23 Cu1 O1 83.84(12) . . ? O24 Cu1 O1 176.51(12) . . ? N1 Cu1 O1 94.30(13) . . ? O3 Cu2 O2 91.04(12) . . ? O3 Cu2 N7 85.92(13) . . ? O2 Cu2 N7 170.66(13) . . ? O3 Cu2 O8 176.29(14) . . ? O2 Cu2 O8 86.63(12) . . ? N7 Cu2 O8 96.82(13) . . ? O9 Cu3 O10 92.98(12) . . ? O9 Cu3 N6 175.01(18) . 2_556 ? O10 Cu3 N6 88.97(15) . 2_556 ? O9 Cu3 O15 86.12(13) . . ? O10 Cu3 O15 178.76(14) . . ? N6 Cu3 O15 91.99(16) 2_556 . ? O16 Cu4 O17 90.87(12) . . ? O16 Cu4 N12 164.45(14) . 2_656 ? O17 Cu4 N12 87.95(14) . 2_656 ? O16 Cu4 O22 88.28(12) . . ? O17 Cu4 O22 174.75(13) . . ? N12 Cu4 O22 94.24(14) 2_656 . ? O16 Cu4 O1W 96.75(13) . . ? O17 Cu4 O1W 92.21(12) . . ? N12 Cu4 O1W 98.79(15) 2_656 . ? O22 Cu4 O1W 82.75(11) . . ? N2 C1 N1 112.4(4) . . ? N2 C1 H1 123.8 . . ? N1 C1 H1 123.8 . . ? N1 C2 N3 112.3(4) . . ? N1 C2 H2 123.9 . . ? N3 C2 H2 123.9 . . ? C4 C3 N3 111.7(7) . . ? C4 C3 H3A 109.3 . . ? N3 C3 H3A 109.3 . . ? C4 C3 H3B 109.3 . . ? N3 C3 H3B 109.3 . . ? H3A C3 H3B 108.0 . . ? C3 C4 C5 114.5(8) . . ? C3 C4 H4A 108.6 . . ? C5 C4 H4A 108.6 . . ? C3 C4 H4B 108.6 . . ? C5 C4 H4B 108.6 . . ? H4A C4 H4B 107.6 . . ? C4 C5 N4 119.6(7) . . ? C4 C5 H5A 107.4 . . ? N4 C5 H5A 107.4 . . ? C4 C5 H5B 107.4 . . ? N4 C5 H5B 107.4 . . ? H5A C5 H5B 107.0 . . ? N2 C3' C4' 107.9(11) . . ? N2 C3' H3'1 110.1 . . ? C4' C3' H3'1 110.1 . . ? N2 C3' H3'2 110.1 . . ? C4' C3' H3'2 110.1 . . ? H3'1 C3' H3'2 108.4 . . ? C5' C4' C3' 116.2(12) . . ? C5' C4' H4'1 108.2 . . ? C3' C4' H4'1 108.2 . . ? C5' C4' H4'2 108.2 . . ? C3' C4' H4'2 108.2 . . ? H4'1 C4' H4'2 107.4 . . ? N4 C5' C4' 119.8(14) . . ? N4 C5' H5'1 107.4 . . ? C4' C5' H5'1 107.4 . . ? N4 C5' H5'2 107.4 . . ? C4' C5' H5'2 107.4 . . ? H5'1 C5' H5'2 106.9 . . ? N5 C6 N6 110.3(7) . . ? N5 C6 H6 124.9 . . ? N6 C6 H6 124.9 . . ? N6 C7 N4 112.7(5) . . ? N6 C7 H7 123.6 . . ? N4 C7 H7 123.6 . . ? N8 C8 N7 114.7(4) . . ? N8 C8 H8 122.6 . . ? N7 C8 H8 122.6 . . ? N9 C9 N7 111.4(4) . . ? N9 C9 H9 124.3 . . ? N7 C9 H9 124.3 . . ? N9 C10 C11 114.1(4) . . ? N9 C10 H10A 108.7 . . ? C11 C10 H10A 108.7 . . ? N9 C10 H10B 108.7 . . ? C11 C10 H10B 108.7 . . ? H10A C10 H10B 107.6 . . ? C12 C11 C10 116.8(5) . . ? C12 C11 H11A 108.1 . . ? C10 C11 H11A 108.1 . . ? C12 C11 H11B 108.1 . . ? C10 C11 H11B 108.1 . . ? H11A C11 H11B 107.3 . . ? N10 C12 C11 113.6(4) . . ? N10 C12 H12A 108.8 . . ? C11 C12 H12A 108.8 . . ? N10 C12 H12B 108.8 . . ? C11 C12 H12B 108.8 . . ? H12A C12 H12B 107.7 . . ? N11 C13 N12 114.4(4) . . ? N11 C13 H13 122.8 . . ? N12 C13 H13 122.8 . . ? N10 C14 N12 109.1(5) . . ? N10 C14 H14 125.4 . . ? N12 C14 H14 125.4 . . ? C20 C15 C16 119.1(4) . . ? C20 C15 C21 118.1(4) . . ? C16 C15 C21 122.8(4) . . ? O3 C16 C17 121.1(4) . . ? O3 C16 C15 123.0(4) . . ? C17 C16 C15 115.9(4) . . ? C18 C17 C16 124.6(4) . . ? C18 C17 N13 118.4(4) . . ? C16 C17 N13 116.9(4) . . ? C17 C18 C19 117.2(4) . . ? C17 C18 H18 121.4 . . ? C19 C18 H18 121.4 . . ? C20 C19 C18 121.7(4) . . ? C20 C19 N14 118.8(4) . . ? C18 C19 N14 119.4(4) . . ? C19 C20 C15 121.5(4) . . ? C19 C20 H20 119.3 . . ? C15 C20 H20 119.3 . . ? O1 C21 O2 120.6(4) . . ? O1 C21 C15 118.6(4) . . ? O2 C21 C15 120.8(4) . . ? C27 C22 C23 121.0(4) . . ? C27 C22 C28 116.4(4) . . ? C23 C22 C28 122.5(4) . . ? O10 C23 C22 124.0(4) . . ? O10 C23 C24 121.1(4) . . ? C22 C23 C24 114.9(4) . . ? C25 C24 C23 122.5(4) . . ? C25 C24 N15 118.0(4) . . ? C23 C24 N15 119.4(4) . . ? C24 C25 C26 118.8(4) . . ? C24 C25 H25 120.6 . . ? C26 C25 H25 120.6 . . ? C27 C26 C25 121.7(4) . . ? C27 C26 N16 113.4(10) . . ? C25 C26 N16 121.4(12) . . ? C27 C26 N16' 122.3(8) . . ? C25 C26 N16' 114.9(8) . . ? N16 C26 N16' 30.9(13) . . ? C22 C27 C26 120.9(4) . . ? C22 C27 H27 119.5 . . ? C26 C27 H27 119.5 . . ? O8 C28 O9 119.8(4) . . ? O8 C28 C22 118.6(4) . . ? O9 C28 C22 121.6(4) . . ? C34 C29 C30 121.1(4) . . ? C34 C29 C35 116.4(4) . . ? C30 C29 C35 122.5(4) . . ? O17 C30 C29 124.9(4) . . ? O17 C30 C31 120.9(4) . . ? C29 C30 C31 114.2(4) . . ? C32 C31 N17 117.6(4) . . ? C32 C31 C30 124.1(4) . . ? N17 C31 C30 118.3(4) . . ? C31 C32 C33 118.3(4) . . ? C31 C32 H32 120.8 . . ? C33 C32 H32 120.8 . . ? C32 C33 C34 120.5(4) . . ? C32 C33 N18 119.9(4) . . ? C34 C33 N18 119.6(5) . . ? C29 C34 C33 121.5(4) . . ? C29 C34 H34 119.2 . . ? C33 C34 H34 119.2 . . ? O15 C35 O16 119.8(4) . . ? O15 C35 C29 118.9(4) . . ? O16 C35 C29 121.3(5) . . ? C41 C36 C37 120.8(4) . . ? C41 C36 C42 117.4(4) . . ? C37 C36 C42 121.8(4) . . ? O24 C37 C36 124.5(3) . . ? O24 C37 C38 120.0(4) . . ? C36 C37 C38 115.5(4) . . ? C39 C38 C37 122.4(4) . . ? C39 C38 N19 116.8(4) . . ? C37 C38 N19 120.7(4) . . ? C38 C39 C40 120.1(4) . . ? C38 C39 H39 119.9 . . ? C40 C39 H39 119.9 . . ? C39 C40 C41 120.4(4) . . ? C39 C40 N20 120.0(4) . . ? C41 C40 N20 119.7(4) . . ? C36 C41 C40 120.8(4) . . ? C36 C41 H41 119.6 . . ? C40 C41 H41 119.6 . . ? O22 C42 O23 119.9(4) . . ? O22 C42 C36 118.0(4) . . ? O23 C42 C36 122.0(4) . . ? C2 N1 C1 103.2(4) . . ? C2 N1 Cu1 129.5(3) . . ? C1 N1 Cu1 126.9(3) . . ? C1 N2 N3 105.3(4) . . ? C1 N2 C3' 126.6(7) . . ? N3 N2 C3' 128.1(7) . . ? C2 N3 N2 106.7(4) . . ? C2 N3 C3 129.2(5) . . ? N2 N3 C3 120.7(5) . . ? C5' N4 C7 146.8(10) . . ? C5' N4 N5 100.7(9) . . ? C7 N4 N5 105.4(6) . . ? C5' N4 C5 38.4(7) . . ? C7 N4 C5 125.6(6) . . ? N5 N4 C5 128.3(6) . . ? C6 N5 N4 106.6(5) . . ? C7 N6 C6 104.7(5) . . ? C7 N6 Cu3 127.2(4) . 2_546 ? C6 N6 Cu3 128.1(5) . 2_546 ? C9 N7 C8 101.4(4) . . ? C9 N7 Cu2 126.6(4) . . ? C8 N7 Cu2 130.2(3) . . ? C8 N8 N9 102.3(4) . . ? C9 N9 N8 110.2(3) . . ? C9 N9 C10 129.8(4) . . ? N8 N9 C10 120.0(4) . . ? C14 N10 N11 110.9(4) . . ? C14 N10 C12 127.0(5) . . ? N11 N10 C12 121.9(5) . . ? C13 N11 N10 101.9(4) . . ? C14 N12 C13 103.6(4) . . ? C14 N12 Cu4 122.4(4) . 2_646 ? C13 N12 Cu4 134.0(4) . 2_646 ? O4 N13 O5 123.0(5) . . ? O4 N13 C17 120.5(4) . . ? O5 N13 C17 116.4(4) . . ? O7 N14 O6 124.3(4) . . ? O7 N14 C19 117.9(4) . . ? O6 N14 C19 117.8(4) . . ? O11 N15 O12 120.8(4) . . ? O11 N15 C24 122.3(4) . . ? O12 N15 C24 116.9(4) . . ? N16' N16 O14 104(4) . . ? N16' N16 O13 82(3) . . ? O14 N16 O13 121(3) . . ? N16' N16 O14' 64(3) . . ? O14 N16 O14' 40.6(17) . . ? O13 N16 O14' 115(2) . . ? N16' N16 C26 75(4) . . ? O14 N16 C26 124(2) . . ? O13 N16 C26 115(2) . . ? O14' N16 C26 108(3) . . ? N16' N16 O13' 33(2) . . ? O14 N16 O13' 119(2) . . ? O13 N16 O13' 48.8(9) . . ? O14' N16 O13' 84.1(19) . . ? C26 N16 O13' 92.0(15) . . ? N16 N16' O13' 125(4) . . ? N16 N16' O14' 79(3) . . ? O13' N16' O14' 123(2) . . ? N16 N16' O13 64(3) . . ? O13' N16' O13 61.2(12) . . ? O14' N16' O13 113(2) . . ? N16 N16' C26 74(3) . . ? O13' N16' C26 121.7(15) . . ? O14' N16' C26 114.3(16) . . ? O13 N16' C26 106.2(14) . . ? N16 N16' O14 46(3) . . ? O13' N16' O14 134(2) . . ? O14' N16' O14 33.3(16) . . ? O13 N16' O14 90.8(18) . . ? C26 N16' O14 99.6(13) . . ? O18 N17 O19 117.4(5) . . ? O18 N17 C31 125.1(4) . . ? O19 N17 C31 116.7(5) . . ? O20 N18 O21 123.0(5) . . ? O20 N18 C33 119.7(5) . . ? O21 N18 C33 117.3(4) . . ? O25 N19 O26 119.1(5) . . ? O25 N19 C38 122.2(4) . . ? O26 N19 C38 118.4(5) . . ? O28 N20 O27 123.9(4) . . ? O28 N20 C40 118.1(4) . . ? O27 N20 C40 118.0(4) . . ? C21 O1 Cu1 108.8(3) . . ? C21 O2 Cu2 129.6(3) . . ? C16 O3 Cu2 125.1(2) . . ? C28 O8 Cu2 108.0(3) . . ? C28 O9 Cu3 128.7(3) . . ? C23 O10 Cu3 127.9(3) . . ? N16 O13 O13' 85.0(15) . . ? N16 O13 N16' 34.4(13) . . ? O13' O13 N16' 50.6(9) . . ? N16' O13' O13 68.2(14) . . ? N16' O13' N16 22(2) . . ? O13 O13' N16 46.1(12) . . ? O14' O14 N16 79(3) . . ? O14' O14 N16' 49(3) . . ? N16 O14 N16' 29.7(17) . . ? O14 O14' N16' 98(4) . . ? O14 O14' N16 61(3) . . ? N16' O14' N16 37.0(17) . . ? C35 O15 Cu3 103.2(3) . . ? C35 O16 Cu4 130.8(3) . . ? C30 O17 Cu4 128.4(3) . . ? C42 O22 Cu4 117.0(3) . . ? C42 O23 Cu1 130.0(3) . . ? C37 O24 Cu1 126.2(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 C3 C4 C5 60.6(9) . . . . ? C3 C4 C5 N4 67.4(10) . . . . ? N2 C3' C4' C5' -86.5(14) . . . . ? C3' C4' C5' N4 -64.6(18) . . . . ? N9 C10 C11 C12 80.9(5) . . . . ? C10 C11 C12 N10 68.9(6) . . . . ? C20 C15 C16 O3 -178.6(4) . . . . ? C21 C15 C16 O3 0.3(6) . . . . ? C20 C15 C16 C17 1.3(6) . . . . ? C21 C15 C16 C17 -179.8(4) . . . . ? O3 C16 C17 C18 177.4(4) . . . . ? C15 C16 C17 C18 -2.6(6) . . . . ? O3 C16 C17 N13 1.0(6) . . . . ? C15 C16 C17 N13 -179.0(4) . . . . ? C16 C17 C18 C19 2.2(6) . . . . ? N13 C17 C18 C19 178.6(4) . . . . ? C17 C18 C19 C20 -0.6(6) . . . . ? C17 C18 C19 N14 176.6(4) . . . . ? C18 C19 C20 C15 -0.5(6) . . . . ? N14 C19 C20 C15 -177.7(4) . . . . ? C16 C15 C20 C19 0.1(6) . . . . ? C21 C15 C20 C19 -178.9(4) . . . . ? C20 C15 C21 O1 -14.7(6) . . . . ? C16 C15 C21 O1 166.4(4) . . . . ? C20 C15 C21 O2 163.3(4) . . . . ? C16 C15 C21 O2 -15.6(6) . . . . ? C27 C22 C23 O10 -179.4(5) . . . . ? C28 C22 C23 O10 3.2(7) . . . . ? C27 C22 C23 C24 0.3(6) . . . . ? C28 C22 C23 C24 -177.1(4) . . . . ? O10 C23 C24 C25 177.2(5) . . . . ? C22 C23 C24 C25 -2.5(7) . . . . ? O10 C23 C24 N15 -3.8(7) . . . . ? C22 C23 C24 N15 176.5(4) . . . . ? C23 C24 C25 C26 1.3(8) . . . . ? N15 C24 C25 C26 -177.7(5) . . . . ? C24 C25 C26 C27 2.2(9) . . . . ? C24 C25 C26 N16 159.8(12) . . . . ? C24 C25 C26 N16' -165.8(12) . . . . ? C23 C22 C27 C26 3.0(8) . . . . ? C28 C22 C27 C26 -179.4(5) . . . . ? C25 C26 C27 C22 -4.4(9) . . . . ? N16 C26 C27 C22 -163.6(12) . . . . ? N16' C26 C27 C22 162.7(12) . . . . ? C27 C22 C28 O8 6.9(6) . . . . ? C23 C22 C28 O8 -175.5(4) . . . . ? C27 C22 C28 O9 -172.0(4) . . . . ? C23 C22 C28 O9 5.5(7) . . . . ? C34 C29 C30 O17 -177.4(4) . . . . ? C35 C29 C30 O17 4.1(7) . . . . ? C34 C29 C30 C31 5.6(6) . . . . ? C35 C29 C30 C31 -172.9(4) . . . . ? O17 C30 C31 C32 178.6(4) . . . . ? C29 C30 C31 C32 -4.2(6) . . . . ? O17 C30 C31 N17 -0.7(6) . . . . ? C29 C30 C31 N17 176.4(4) . . . . ? N17 C31 C32 C33 179.7(4) . . . . ? C30 C31 C32 C33 0.3(7) . . . . ? C31 C32 C33 C34 2.4(6) . . . . ? C31 C32 C33 N18 -177.5(4) . . . . ? C30 C29 C34 C33 -3.3(6) . . . . ? C35 C29 C34 C33 175.2(4) . . . . ? C32 C33 C34 C29 -1.0(7) . . . . ? N18 C33 C34 C29 179.0(4) . . . . ? C34 C29 C35 O15 -11.0(6) . . . . ? C30 C29 C35 O15 167.6(4) . . . . ? C34 C29 C35 O16 169.6(4) . . . . ? C30 C29 C35 O16 -11.8(6) . . . . ? C41 C36 C37 O24 179.0(4) . . . . ? C42 C36 C37 O24 -1.9(7) . . . . ? C41 C36 C37 C38 -0.7(6) . . . . ? C42 C36 C37 C38 178.4(4) . . . . ? O24 C37 C38 C39 179.7(4) . . . . ? C36 C37 C38 C39 -0.6(7) . . . . ? O24 C37 C38 N19 -1.4(7) . . . . ? C36 C37 C38 N19 178.4(4) . . . . ? C37 C38 C39 C40 1.2(7) . . . . ? N19 C38 C39 C40 -177.8(4) . . . . ? C38 C39 C40 C41 -0.5(7) . . . . ? C38 C39 C40 N20 179.5(4) . . . . ? C37 C36 C41 C40 1.4(6) . . . . ? C42 C36 C41 C40 -177.7(4) . . . . ? C39 C40 C41 C36 -0.8(7) . . . . ? N20 C40 C41 C36 179.2(4) . . . . ? C41 C36 C42 O22 -7.3(6) . . . . ? C37 C36 C42 O22 173.5(4) . . . . ? C41 C36 C42 O23 169.2(4) . . . . ? C37 C36 C42 O23 -9.9(7) . . . . ? N3 C2 N1 C1 -2.0(6) . . . . ? N3 C2 N1 Cu1 -174.9(3) . . . . ? N2 C1 N1 C2 0.9(6) . . . . ? N2 C1 N1 Cu1 174.0(3) . . . . ? O23 Cu1 N1 C2 55(3) . . . . ? O24 Cu1 N1 C2 177.2(4) . . . . ? O1 Cu1 N1 C2 -3.0(4) . . . . ? O23 Cu1 N1 C1 -116(2) . . . . ? O24 Cu1 N1 C1 5.8(4) . . . . ? O1 Cu1 N1 C1 -174.3(4) . . . . ? N1 C1 N2 N3 0.5(6) . . . . ? N1 C1 N2 C3' -177.5(9) . . . . ? C4' C3' N2 C1 -107.7(10) . . . . ? C4' C3' N2 N3 74.7(12) . . . . ? N1 C2 N3 N2 2.4(6) . . . . ? N1 C2 N3 C3 161.1(6) . . . . ? C1 N2 N3 C2 -1.7(6) . . . . ? C3' N2 N3 C2 176.3(9) . . . . ? C1 N2 N3 C3 -162.6(6) . . . . ? C3' N2 N3 C3 15.4(11) . . . . ? C4 C3 N3 C2 112.0(8) . . . . ? C4 C3 N3 N2 -91.9(8) . . . . ? C4' C5' N4 C7 69(2) . . . . ? C4' C5' N4 N5 -72.2(15) . . . . ? C4' C5' N4 C5 147(2) . . . . ? N6 C7 N4 C5' -139.9(18) . . . . ? N6 C7 N4 N5 0.7(7) . . . . ? N6 C7 N4 C5 171.9(6) . . . . ? C4 C5 N4 C5' -134.6(18) . . . . ? C4 C5 N4 C7 4.3(11) . . . . ? C4 C5 N4 N5 173.6(7) . . . . ? N6 C6 N5 N4 -5.0(8) . . . . ? C5' N4 N5 C6 161.9(10) . . . . ? C7 N4 N5 C6 2.6(7) . . . . ? C5 N4 N5 C6 -168.3(6) . . . . ? N4 C7 N6 C6 -3.6(7) . . . . ? N4 C7 N6 Cu3 174.8(4) . . . 2_546 ? N5 C6 N6 C7 5.3(7) . . . . ? N5 C6 N6 Cu3 -173.1(4) . . . 2_546 ? N9 C9 N7 C8 -1.0(5) . . . . ? N9 C9 N7 Cu2 -166.8(3) . . . . ? N8 C8 N7 C9 1.1(5) . . . . ? N8 C8 N7 Cu2 166.2(3) . . . . ? O3 Cu2 N7 C9 42.2(3) . . . . ? O2 Cu2 N7 C9 113.5(8) . . . . ? O8 Cu2 N7 C9 -135.3(3) . . . . ? O3 Cu2 N7 C8 -119.4(4) . . . . ? O2 Cu2 N7 C8 -48.1(10) . . . . ? O8 Cu2 N7 C8 63.1(4) . . . . ? N7 C8 N8 N9 -0.8(5) . . . . ? N7 C9 N9 N8 0.6(5) . . . . ? N7 C9 N9 C10 -177.2(4) . . . . ? C8 N8 N9 C9 0.2(5) . . . . ? C8 N8 N9 C10 178.2(4) . . . . ? C11 C10 N9 C9 -121.0(5) . . . . ? C11 C10 N9 N8 61.4(5) . . . . ? N12 C14 N10 N11 -0.3(5) . . . . ? N12 C14 N10 C12 -176.5(4) . . . . ? C11 C12 N10 C14 -119.0(5) . . . . ? C11 C12 N10 N11 65.1(6) . . . . ? N12 C13 N11 N10 -0.5(5) . . . . ? C14 N10 N11 C13 0.5(5) . . . . ? C12 N10 N11 C13 177.0(4) . . . . ? N10 C14 N12 C13 0.0(5) . . . . ? N10 C14 N12 Cu4 -179.1(3) . . . 2_646 ? N11 C13 N12 C14 0.4(5) . . . . ? N11 C13 N12 Cu4 179.2(3) . . . 2_646 ? C18 C17 N13 O4 139.4(5) . . . . ? C16 C17 N13 O4 -44.0(7) . . . . ? C18 C17 N13 O5 -35.9(6) . . . . ? C16 C17 N13 O5 140.7(5) . . . . ? C20 C19 N14 O7 -14.1(6) . . . . ? C18 C19 N14 O7 168.6(4) . . . . ? C20 C19 N14 O6 163.0(4) . . . . ? C18 C19 N14 O6 -14.3(6) . . . . ? C25 C24 N15 O11 -159.2(5) . . . . ? C23 C24 N15 O11 21.7(7) . . . . ? C25 C24 N15 O12 21.1(7) . . . . ? C23 C24 N15 O12 -158.0(4) . . . . ? C27 C26 N16 N16' -114(3) . . . . ? C25 C26 N16 N16' 87(3) . . . . ? C27 C26 N16 O14 -17(3) . . . . ? C25 C26 N16 O14 -176(2) . . . . ? N16' C26 N16 O14 98(5) . . . . ? C27 C26 N16 O13 171.9(16) . . . . ? C25 C26 N16 O13 13(3) . . . . ? N16' C26 N16 O13 -74(3) . . . . ? C27 C26 N16 O14' -59(2) . . . . ? C25 C26 N16 O14' 141.9(18) . . . . ? N16' C26 N16 O14' 55(3) . . . . ? C27 C26 N16 O13' -143.3(9) . . . . ? C25 C26 N16 O13' 57.5(16) . . . . ? N16' C26 N16 O13' -29(2) . . . . ? O14 N16 N16' O13' 121(3) . . . . ? O13 N16 N16' O13' 1(4) . . . . ? O14' N16 N16' O13' 123(4) . . . . ? C26 N16 N16' O13' -118(3) . . . . ? O14 N16 N16' O14' -2(3) . . . . ? O13 N16 N16' O14' -122.4(14) . . . . ? C26 N16 N16' O14' 119.5(13) . . . . ? O13' N16 N16' O14' -123(4) . . . . ? O14 N16 N16' O13 120(3) . . . . ? O14' N16 N16' O13 122.4(14) . . . . ? C26 N16 N16' O13 -118.1(12) . . . . ? O13' N16 N16' O13 -1(4) . . . . ? O14 N16 N16' C26 -122(3) . . . . ? O13 N16 N16' C26 118.1(12) . . . . ? O14' N16 N16' C26 -119.5(13) . . . . ? O13' N16 N16' C26 118(3) . . . . ? O13 N16 N16' O14 -120(3) . . . . ? O14' N16 N16' O14 2(3) . . . . ? C26 N16 N16' O14 122(3) . . . . ? O13' N16 N16' O14 -121(3) . . . . ? C27 C26 N16' N16 82(4) . . . . ? C25 C26 N16' N16 -110(3) . . . . ? C27 C26 N16' O13' -156.9(18) . . . . ? C25 C26 N16' O13' 11(3) . . . . ? N16 C26 N16' O13' 121(5) . . . . ? C27 C26 N16' O14' 12(3) . . . . ? C25 C26 N16' O14' -180(2) . . . . ? N16 C26 N16' O14' -70(3) . . . . ? C27 C26 N16' O13 137.3(11) . . . . ? C25 C26 N16' O13 -54.8(17) . . . . ? N16 C26 N16' O13 55(3) . . . . ? C27 C26 N16' O14 44(2) . . . . ? C25 C26 N16' O14 -148.4(12) . . . . ? N16 C26 N16' O14 -38(3) . . . . ? C32 C31 N17 O18 -155.6(6) . . . . ? C30 C31 N17 O18 23.8(8) . . . . ? C32 C31 N17 O19 34.7(6) . . . . ? C30 C31 N17 O19 -145.9(5) . . . . ? C32 C33 N18 O20 -9.5(7) . . . . ? C34 C33 N18 O20 170.5(4) . . . . ? C32 C33 N18 O21 171.1(4) . . . . ? C34 C33 N18 O21 -8.9(6) . . . . ? C39 C38 N19 O25 -162.7(6) . . . . ? C37 C38 N19 O25 18.3(8) . . . . ? C39 C38 N19 O26 23.0(7) . . . . ? C37 C38 N19 O26 -156.0(5) . . . . ? C39 C40 N20 O28 -167.0(5) . . . . ? C41 C40 N20 O28 12.9(7) . . . . ? C39 C40 N20 O27 13.1(6) . . . . ? C41 C40 N20 O27 -167.0(4) . . . . ? O2 C21 O1 Cu1 -23.2(5) . . . . ? C15 C21 O1 Cu1 154.8(3) . . . . ? O23 Cu1 O1 C21 -84.5(3) . . . . ? O24 Cu1 O1 C21 -90(2) . . . . ? N1 Cu1 O1 C21 92.5(3) . . . . ? O1 C21 O2 Cu2 -179.2(3) . . . . ? C15 C21 O2 Cu2 2.8(6) . . . . ? O3 Cu2 O2 C21 15.3(3) . . . . ? N7 Cu2 O2 C21 -55.6(10) . . . . ? O8 Cu2 O2 C21 -167.6(3) . . . . ? C17 C16 O3 Cu2 -153.6(3) . . . . ? C15 C16 O3 Cu2 26.3(6) . . . . ? O2 Cu2 O3 C16 -29.7(3) . . . . ? N7 Cu2 O3 C16 141.5(3) . . . . ? O8 Cu2 O3 C16 -80.7(19) . . . . ? O9 C28 O8 Cu2 19.1(5) . . . . ? C22 C28 O8 Cu2 -159.9(3) . . . . ? O3 Cu2 O8 C28 123.2(18) . . . . ? O2 Cu2 O8 C28 72.0(3) . . . . ? N7 Cu2 O8 C28 -99.3(3) . . . . ? O8 C28 O9 Cu3 163.0(3) . . . . ? C22 C28 O9 Cu3 -18.1(6) . . . . ? O10 Cu3 O9 C28 17.6(4) . . . . ? N6 Cu3 O9 C28 -95.4(17) 2_556 . . . ? O15 Cu3 O9 C28 -163.3(4) . . . . ? C22 C23 O10 Cu3 0.9(6) . . . . ? C24 C23 O10 Cu3 -178.8(3) . . . . ? O9 Cu3 O10 C23 -8.5(4) . . . . ? N6 Cu3 O10 C23 166.9(4) 2_556 . . . ? O15 Cu3 O10 C23 -52(6) . . . . ? N16' N16 O13 O13' 0(3) . . . . ? O14 N16 O13 O13' -102(3) . . . . ? O14' N16 O13 O13' -57(3) . . . . ? C26 N16 O13 O13' 69.5(19) . . . . ? O14 N16 O13 N16' -102(4) . . . . ? O14' N16 O13 N16' -56(3) . . . . ? C26 N16 O13 N16' 70(3) . . . . ? O13' N16 O13 N16' 0(3) . . . . ? O13' N16' O13 N16 -180(4) . . . . ? O14' N16' O13 N16 64(3) . . . . ? C26 N16' O13 N16 -62(3) . . . . ? O14 N16' O13 N16 38(3) . . . . ? N16 N16' O13 O13' 180(4) . . . . ? O14' N16' O13 O13' -116(2) . . . . ? C26 N16' O13 O13' 117.7(16) . . . . ? O14 N16' O13 O13' -142.1(16) . . . . ? N16 N16' O13' O13 -1(4) . . . . ? O14' N16' O13' O13 100(3) . . . . ? C26 N16' O13' O13 -92(2) . . . . ? O14 N16' O13' O13 59(3) . . . . ? O14' N16' O13' N16 100(6) . . . . ? O13 N16' O13' N16 1(4) . . . . ? C26 N16' O13' N16 -91(5) . . . . ? O14 N16' O13' N16 60(5) . . . . ? N16 O13 O13' N16' 0(2) . . . . ? N16' O13 O13' N16 0(2) . . . . ? O14 N16 O13' N16' -72(5) . . . . ? O13 N16 O13' N16' -179(6) . . . . ? O14' N16 O13' N16' -49(4) . . . . ? C26 N16 O13' N16' 59(4) . . . . ? N16' N16 O13' O13 179(6) . . . . ? O14 N16 O13' O13 108(3) . . . . ? O14' N16 O13' O13 130(2) . . . . ? C26 N16 O13' O13 -121.6(19) . . . . ? N16' N16 O14 O14' 3(5) . . . . ? O13 N16 O14 O14' 92(4) . . . . ? C26 N16 O14 O14' -79(4) . . . . ? O13' N16 O14 O14' 35(4) . . . . ? O13 N16 O14 N16' 89(4) . . . . ? O14' N16 O14 N16' -3(5) . . . . ? C26 N16 O14 N16' -82(5) . . . . ? O13' N16 O14 N16' 32(2) . . . . ? N16 N16' O14 O14' -176(6) . . . . ? O13' N16' O14 O14' 85(4) . . . . ? O13 N16' O14 O14' 133(3) . . . . ? C26 N16' O14 O14' -120(3) . . . . ? O13' N16' O14 N16 -99(6) . . . . ? O14' N16' O14 N16 176(6) . . . . ? O13 N16' O14 N16 -51(4) . . . . ? C26 N16' O14 N16 56(4) . . . . ? N16 O14 O14' N16' -2(3) . . . . ? N16' O14 O14' N16 2(3) . . . . ? N16 N16' O14' O14 3(4) . . . . ? O13' N16' O14' O14 -122(4) . . . . ? O13 N16' O14' O14 -52(4) . . . . ? C26 N16' O14' O14 69(4) . . . . ? O13' N16' O14' N16 -125(5) . . . . ? O13 N16' O14' N16 -55(3) . . . . ? C26 N16' O14' N16 66(3) . . . . ? O14 N16' O14' N16 -3(4) . . . . ? N16' N16 O14' O14 -177(5) . . . . ? O13 N16 O14' O14 -110(4) . . . . ? C26 N16 O14' O14 121(3) . . . . ? O13' N16 O14' O14 -149(3) . . . . ? O14 N16 O14' N16' 177(5) . . . . ? O13 N16 O14' N16' 67(3) . . . . ? C26 N16 O14' N16' -63(3) . . . . ? O13' N16 O14' N16' 28(3) . . . . ? O16 C35 O15 Cu3 -7.0(5) . . . . ? C29 C35 O15 Cu3 173.6(3) . . . . ? O9 Cu3 O15 C35 -86.5(3) . . . . ? O10 Cu3 O15 C35 -43(6) . . . . ? N6 Cu3 O15 C35 98.1(3) 2_556 . . . ? O15 C35 O16 Cu4 -170.6(3) . . . . ? C29 C35 O16 Cu4 8.9(6) . . . . ? O17 Cu4 O16 C35 -0.3(4) . . . . ? N12 Cu4 O16 C35 -85.8(6) 2_656 . . . ? O22 Cu4 O16 C35 174.5(4) . . . . ? O1W Cu4 O16 C35 92.0(4) . . . . ? C29 C30 O17 Cu4 6.4(6) . . . . ? C31 C30 O17 Cu4 -176.7(3) . . . . ? O16 Cu4 O17 C30 -7.6(4) . . . . ? N12 Cu4 O17 C30 156.9(4) 2_656 . . . ? O22 Cu4 O17 C30 -88.3(14) . . . . ? O1W Cu4 O17 C30 -104.4(4) . . . . ? O23 C42 O22 Cu4 7.7(5) . . . . ? C36 C42 O22 Cu4 -175.7(3) . . . . ? O16 Cu4 O22 C42 77.2(3) . . . . ? O17 Cu4 O22 C42 157.9(12) . . . . ? N12 Cu4 O22 C42 -87.5(3) 2_656 . . . ? O1W Cu4 O22 C42 174.2(3) . . . . ? O22 C42 O23 Cu1 -178.7(3) . . . . ? C36 C42 O23 Cu1 4.9(6) . . . . ? O24 Cu1 O23 C42 6.5(4) . . . . ? N1 Cu1 O23 C42 129(2) . . . . ? O1 Cu1 O23 C42 -173.1(4) . . . . ? C36 C37 O24 Cu1 17.6(6) . . . . ? C38 C37 O24 Cu1 -162.6(3) . . . . ? O23 Cu1 O24 C37 -17.7(4) . . . . ? N1 Cu1 O24 C37 165.3(4) . . . . ? O1 Cu1 O24 C37 -12(2) . . . . ? _diffrn_measured_fraction_theta_max 0.990 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.809 _refine_diff_density_min -0.524 _refine_diff_density_rms 0.068 data_Compound-3 _database_code_depnum_ccdc_archive 'CCDC 918062' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C22 H18 Cu2 N10 O15' _chemical_formula_sum 'C22 H18 Cu2 N10 O15' _chemical_formula_weight 789.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M Pnna _symmetry_space_group_name_hall '-P 2a 2bc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z' 'x, -y+1/2, -z+1/2' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z' '-x, y-1/2, z-1/2' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 16.8360(4) _cell_length_b 21.2727(4) _cell_length_c 15.8167(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5664.7(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6692 _cell_measurement_theta_min 2.8417 _cell_measurement_theta_max 29.1980 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.852 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3184 _exptl_absorpt_coefficient_mu 1.597 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6049 _exptl_absorpt_correction_T_max 0.6634 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22235 _diffrn_reflns_av_R_equivalents 0.0411 _diffrn_reflns_av_sigmaI/netI 0.0587 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 25.34 _reflns_number_total 5173 _reflns_number_gt 3242 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. H atoms of O1W were refined isotropically with distance restraints of O---H = 0.85+-0.02 \%A. The distance of H1A...H1B was restrained to 1.44+-0.02 \%A. ; _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^)+(0.0325P)^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 5173 _refine_ls_number_parameters 477 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0569 _refine_ls_R_factor_gt 0.0298 _refine_ls_wR_factor_ref 0.0623 _refine_ls_wR_factor_gt 0.0593 _refine_ls_goodness_of_fit_ref 0.823 _refine_ls_restrained_S_all 0.823 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.07178(2) 0.277450(14) 0.08736(2) 0.03303(10) Uani 1 1 d . . . Cu2 Cu -0.03428(2) 0.383028(14) 0.27255(2) 0.03271(10) Uani 1 1 d . . . C1 C 0.04498(18) 0.38546(13) -0.0336(2) 0.0431(8) Uani 1 1 d . . . H1 H 0.0079 0.3634 -0.0655 0.052 Uiso 1 1 calc R . . C2 C 0.12845(18) 0.40664(12) 0.0601(2) 0.0396(8) Uani 1 1 d . . . H2 H 0.1628 0.4043 0.1060 0.048 Uiso 1 1 calc R . . C3 C 0.15849(19) 0.51741(12) 0.0150(2) 0.0490(9) Uani 1 1 d . . . H3A H 0.1864 0.5215 0.0684 0.059 Uiso 1 1 calc R . . H3B H 0.1195 0.5509 0.0118 0.059 Uiso 1 1 calc R . . C4 C 0.2169(2) 0.52406(13) -0.0569(2) 0.0507(9) Uani 1 1 d . . . H4A H 0.2402 0.5657 -0.0545 0.061 Uiso 1 1 calc R . . H4B H 0.1881 0.5208 -0.1099 0.061 Uiso 1 1 calc R . . C5 C -0.05017(19) 0.39583(13) 0.4627(2) 0.0454(8) Uani 1 1 d . . . H5 H -0.0301 0.3559 0.4735 0.054 Uiso 1 1 calc R . . C6 C -0.08484(18) 0.47643(13) 0.3976(2) 0.0397(8) Uani 1 1 d . . . H6 H -0.0953 0.5060 0.3557 0.048 Uiso 1 1 calc R . . C7 C -0.14380(19) 0.53561(13) 0.5190(2) 0.0479(9) Uani 1 1 d . . . H7A H -0.1458 0.5710 0.4803 0.057 Uiso 1 1 calc R A 1 H7B H -0.1144 0.5488 0.5686 0.057 Uiso 1 1 calc R A 1 C8 C -0.2266(5) 0.5189(6) 0.5448(13) 0.060(4) Uani 0.55(2) 1 d P . 1 H8A H -0.2248 0.5292 0.6045 0.071 Uiso 0.55(2) 1 calc PR . 1 H8B H -0.2560 0.5533 0.5194 0.071 Uiso 0.55(2) 1 calc PR . 1 C8' C -0.2324(6) 0.5313(4) 0.4940(12) 0.039(3) Uani 0.45(2) 1 d P . 2 H8'1 H -0.2626 0.5575 0.5326 0.047 Uiso 0.45(2) 1 calc PR . 2 H8'2 H -0.2385 0.5489 0.4379 0.047 Uiso 0.45(2) 1 calc PR . 2 C9 C 0.19462(16) 0.17546(11) 0.17273(17) 0.0258(6) Uani 1 1 d . . . C10 C 0.22625(17) 0.23308(11) 0.13946(18) 0.0280(7) Uani 1 1 d . . . C11 C 0.31074(17) 0.23781(11) 0.13945(18) 0.0306(7) Uani 1 1 d . . . C12 C 0.36019(18) 0.19052(13) 0.16739(18) 0.0361(7) Uani 1 1 d . . . H12 H 0.4151 0.1954 0.1662 0.043 Uiso 1 1 calc R . . C13 C 0.32639(18) 0.13622(12) 0.19692(19) 0.0356(7) Uani 1 1 d . . . C14 C 0.24484(18) 0.12895(12) 0.20132(17) 0.0309(7) Uani 1 1 d . . . H14 H 0.2237 0.0922 0.2239 0.037 Uiso 1 1 calc R . . C15 C 0.10823(17) 0.16372(12) 0.17851(18) 0.0299(7) Uani 1 1 d . . . C16 C -0.15763(16) 0.30285(11) 0.14840(18) 0.0266(7) Uani 1 1 d . . . C17 C -0.18978(17) 0.34593(12) 0.20888(18) 0.0303(7) Uani 1 1 d . . . C18 C -0.27454(17) 0.34695(12) 0.21277(18) 0.0317(7) Uani 1 1 d . B . C19 C -0.32249(18) 0.30709(13) 0.16878(18) 0.0337(7) Uani 1 1 d . . . H19 H -0.3774 0.3088 0.1747 0.040 Uiso 1 1 calc R . . C20 C -0.28758(18) 0.26419(11) 0.11527(18) 0.0315(7) Uani 1 1 d . . . C21 C -0.20700(17) 0.26238(11) 0.10420(18) 0.0292(7) Uani 1 1 d . . . H21 H -0.1851 0.2336 0.0665 0.035 Uiso 1 1 calc R . . C22 C -0.07142(18) 0.30056(11) 0.1309(2) 0.0304(7) Uani 1 1 d . . . N1 N 0.08277(13) 0.36027(9) 0.03297(16) 0.0336(6) Uani 1 1 d . . . N2 N 0.06487(16) 0.44403(10) -0.04975(17) 0.0475(7) Uani 1 1 d . . . N3 N 0.11796(14) 0.45675(9) 0.01222(16) 0.0367(6) Uani 1 1 d . . . N4 N -0.05160(14) 0.42107(10) 0.38476(15) 0.0336(6) Uani 1 1 d . . . N5 N -0.07921(17) 0.43190(11) 0.52213(17) 0.0500(7) Uani 1 1 d . . . N6 N -0.10095(14) 0.48368(10) 0.47807(17) 0.0356(6) Uani 1 1 d . . . N7 N 0.35039(17) 0.29602(11) 0.11307(17) 0.0406(7) Uani 1 1 d . . . N8 N 0.37805(18) 0.08575(12) 0.22877(18) 0.0508(7) Uani 1 1 d . . . N9 N -0.31358(17) 0.39301(13) 0.2677(2) 0.0440(7) Uani 1 1 d . . . N10 N -0.33759(16) 0.22145(12) 0.06693(16) 0.0422(7) Uani 1 1 d . . . O1 O 0.08478(11) 0.11602(8) 0.21801(12) 0.0347(5) Uani 1 1 d . . . O2 O 0.05801(11) 0.19962(8) 0.14363(13) 0.0384(5) Uani 1 1 d . . . O3 O 0.18283(11) 0.27880(8) 0.11303(13) 0.0370(5) Uani 1 1 d . . . O4 O 0.31562(14) 0.33421(10) 0.07061(18) 0.0664(7) Uani 1 1 d . . . O5 O 0.41872(14) 0.30401(11) 0.13717(16) 0.0660(7) Uani 1 1 d . . . O6 O 0.44916(16) 0.09377(11) 0.22601(18) 0.0742(8) Uani 1 1 d . . . O7 O 0.34690(16) 0.03778(10) 0.25560(18) 0.0745(8) Uani 1 1 d . . . O8 O -0.04676(11) 0.27290(8) 0.06565(12) 0.0326(5) Uani 1 1 d . . . O9 O -0.02123(11) 0.32613(8) 0.17996(13) 0.0377(5) Uani 1 1 d . . . O10 O -0.14858(11) 0.38162(9) 0.25653(13) 0.0444(5) Uani 1 1 d . . . O11 O -0.2891(2) 0.44493(18) 0.2700(4) 0.085(2) Uani 0.742(8) 1 d P B 1 O12 O -0.3724(2) 0.37632(17) 0.3073(3) 0.0709(18) Uani 0.742(8) 1 d P B 1 O11' O -0.2832(8) 0.4064(7) 0.3349(8) 0.085(6) Uani 0.258(8) 1 d P B 2 O12' O -0.3639(9) 0.4237(8) 0.2390(9) 0.119(9) Uani 0.258(8) 1 d P B 2 O13 O -0.40951(14) 0.23075(10) 0.06520(15) 0.0581(7) Uani 1 1 d . . . O14 O -0.30535(14) 0.17875(10) 0.02741(15) 0.0563(6) Uani 1 1 d . . . O1W O -0.01379(17) 0.47359(9) 0.19659(17) 0.0645(8) Uani 1 1 d D . . H1A H -0.041(2) 0.4951(15) 0.163(2) 0.097 Uiso 1 1 d D . . H1B H 0.0216(18) 0.4937(16) 0.221(2) 0.097 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02194(19) 0.02854(16) 0.0486(2) 0.00814(17) 0.00428(18) 0.00004(15) Cu2 0.0262(2) 0.03316(17) 0.0388(2) -0.00365(17) -0.00434(18) 0.00325(15) C1 0.0335(19) 0.0357(15) 0.060(2) 0.0046(16) -0.0132(17) -0.0054(14) C2 0.037(2) 0.0415(17) 0.040(2) 0.0067(15) -0.0078(15) -0.0073(14) C3 0.046(2) 0.0280(15) 0.073(3) -0.0034(16) -0.007(2) -0.0089(14) C4 0.053(2) 0.0417(17) 0.057(2) 0.0099(15) -0.0148(19) -0.0228(14) C5 0.051(2) 0.0369(16) 0.049(2) 0.0058(16) 0.0005(18) 0.0140(15) C6 0.042(2) 0.0405(16) 0.036(2) 0.0037(14) -0.0082(16) 0.0090(14) C7 0.042(2) 0.0373(16) 0.064(2) -0.0178(16) -0.0022(19) 0.0077(15) C8 0.044(5) 0.055(7) 0.080(10) -0.040(7) -0.004(5) 0.007(4) C8' 0.036(5) 0.041(4) 0.040(7) 0.011(4) 0.007(5) 0.013(3) C9 0.0265(17) 0.0272(13) 0.0238(16) 0.0000(12) 0.0022(13) 0.0008(12) C10 0.0241(16) 0.0306(14) 0.0293(17) -0.0033(13) 0.0017(13) -0.0008(12) C11 0.0242(17) 0.0353(16) 0.0324(18) -0.0007(13) 0.0000(14) -0.0045(13) C12 0.0218(17) 0.0501(17) 0.037(2) -0.0083(15) -0.0024(15) 0.0020(14) C13 0.0335(19) 0.0385(16) 0.0348(19) -0.0035(14) -0.0070(15) 0.0098(14) C14 0.0330(18) 0.0293(14) 0.0303(19) -0.0009(12) -0.0011(14) 0.0004(13) C15 0.0291(18) 0.0280(14) 0.0324(18) -0.0030(13) 0.0074(15) -0.0012(13) C16 0.0228(16) 0.0270(13) 0.0299(17) 0.0038(12) 0.0017(14) 0.0033(12) C17 0.0295(18) 0.0305(14) 0.0310(18) 0.0047(13) -0.0011(14) 0.0018(13) C18 0.0273(17) 0.0353(14) 0.0327(19) 0.0017(14) 0.0013(14) 0.0081(13) C19 0.0235(17) 0.0416(15) 0.0361(19) 0.0099(14) 0.0004(15) 0.0013(14) C20 0.0312(18) 0.0317(15) 0.0316(18) 0.0044(13) -0.0066(15) -0.0041(13) C21 0.0286(17) 0.0287(14) 0.0303(18) 0.0018(12) 0.0000(14) 0.0036(12) C22 0.0299(18) 0.0238(13) 0.0375(19) 0.0078(13) 0.0039(16) 0.0034(13) N1 0.0244(14) 0.0304(12) 0.0461(16) 0.0073(11) -0.0005(12) -0.0034(11) N2 0.0425(17) 0.0383(14) 0.0616(19) 0.0104(13) -0.0211(15) -0.0080(12) N3 0.0341(16) 0.0284(12) 0.0477(17) 0.0040(12) -0.0025(13) -0.0042(11) N4 0.0305(15) 0.0337(12) 0.0365(16) -0.0007(11) -0.0082(12) 0.0055(11) N5 0.057(2) 0.0489(15) 0.0442(18) 0.0049(14) 0.0043(15) 0.0142(14) N6 0.0316(15) 0.0335(13) 0.0416(18) -0.0037(12) -0.0029(13) 0.0027(11) N7 0.0322(17) 0.0482(16) 0.0415(18) -0.0043(13) 0.0084(14) -0.0137(13) N8 0.047(2) 0.0527(17) 0.0520(19) -0.0090(15) -0.0163(17) 0.0194(15) N9 0.0305(17) 0.0512(18) 0.050(2) -0.0109(16) 0.0046(17) 0.0098(16) N10 0.0391(18) 0.0416(14) 0.0457(18) 0.0061(14) -0.0070(14) -0.0081(14) O1 0.0297(12) 0.0290(9) 0.0453(13) 0.0107(9) 0.0087(10) -0.0023(8) O2 0.0220(12) 0.0350(10) 0.0582(14) 0.0167(10) 0.0021(10) -0.0010(9) O3 0.0216(11) 0.0308(9) 0.0588(15) 0.0107(10) -0.0010(10) -0.0009(9) O4 0.0455(16) 0.0486(12) 0.105(2) 0.0289(14) 0.0044(15) -0.0071(11) O5 0.0358(16) 0.0944(17) 0.0679(17) 0.0130(14) -0.0034(14) -0.0322(13) O6 0.0381(17) 0.0882(17) 0.096(2) 0.0065(16) -0.0174(15) 0.0255(13) O7 0.0746(19) 0.0440(13) 0.105(2) 0.0167(14) -0.0207(16) 0.0144(12) O8 0.0258(11) 0.0360(10) 0.0359(12) -0.0047(10) 0.0049(9) 0.0020(9) O9 0.0219(12) 0.0443(11) 0.0469(13) -0.0139(10) -0.0004(10) 0.0007(9) O10 0.0249(12) 0.0517(11) 0.0567(15) -0.0221(11) -0.0032(11) 0.0061(10) O11 0.061(3) 0.058(3) 0.138(5) -0.038(3) 0.034(3) 0.001(2) O12 0.052(3) 0.083(3) 0.078(3) -0.011(2) 0.037(2) 0.006(2) O11' 0.094(11) 0.118(11) 0.044(8) -0.028(8) 0.016(7) 0.052(8) O12' 0.102(13) 0.159(14) 0.097(12) -0.051(11) -0.041(9) 0.107(12) O13 0.0329(15) 0.0650(14) 0.0764(19) -0.0020(13) -0.0133(13) -0.0084(11) O14 0.0583(17) 0.0480(13) 0.0627(17) -0.0124(12) -0.0042(13) -0.0086(11) O1W 0.076(2) 0.0442(13) 0.073(2) 0.0221(12) -0.0416(15) -0.0178(12) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.8940(17) . ? Cu1 O3 1.9133(18) . ? Cu1 N1 1.969(2) . ? Cu1 O8 2.0274(18) . ? Cu1 O9 2.3811(19) . ? Cu2 O9 1.9125(19) . ? Cu2 O10 1.941(2) . ? Cu2 N4 1.972(2) . ? Cu2 O1 2.0101(18) 3 ? Cu2 O1W 2.297(2) . ? C1 N2 1.315(3) . ? C1 N1 1.341(4) . ? C1 H1 0.9300 . ? C2 N3 1.320(3) . ? C2 N1 1.322(3) . ? C2 H2 0.9300 . ? C3 N3 1.460(3) . ? C3 C4 1.511(5) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C4 1.514(6) 2_565 ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 N5 1.308(4) . ? C5 N4 1.344(4) . ? C5 H5 0.9300 . ? C6 N6 1.311(4) . ? C6 N4 1.320(3) . ? C6 H6 0.9300 . ? C7 N6 1.469(3) . ? C7 C8 1.496(11) . ? C7 C8' 1.546(12) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C8 1.13(2) 2_465 ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C8' C8' 1.456(18) 2_465 ? C8' H8'1 0.9700 . ? C8' H8'2 0.9700 . ? C9 C14 1.378(4) . ? C9 C10 1.436(3) . ? C9 C15 1.478(4) . ? C10 O3 1.287(3) . ? C10 C11 1.426(4) . ? C11 C12 1.378(4) . ? C11 N7 1.467(3) . ? C12 C13 1.370(4) . ? C12 H12 0.9300 . ? C13 C14 1.383(4) . ? C13 N8 1.471(4) . ? C14 H14 0.9300 . ? C15 O1 1.255(3) . ? C15 O2 1.266(3) . ? C16 C21 1.386(4) . ? C16 C17 1.431(4) . ? C16 C22 1.478(4) . ? C17 O10 1.275(3) . ? C17 C18 1.429(4) . ? C18 C19 1.362(4) . ? C18 N9 1.465(4) . ? C19 C20 1.376(4) . ? C19 H19 0.9300 . ? C20 C21 1.369(4) . ? C20 N10 1.456(4) . ? C21 H21 0.9300 . ? C22 O8 1.258(3) . ? C22 O9 1.270(3) . ? N2 N3 1.354(3) . ? N5 N6 1.354(3) . ? N7 O4 1.206(3) . ? N7 O5 1.224(3) . ? N8 O6 1.210(3) . ? N8 O7 1.223(3) . ? N9 O12' 1.161(12) . ? N9 O11 1.180(4) . ? N9 O11' 1.212(12) . ? N9 O12 1.225(4) . ? N10 O13 1.227(3) . ? N10 O14 1.229(3) . ? O1 Cu2 2.0101(18) 3 ? O1W H1A 0.839(18) . ? O1W H1B 0.831(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O3 91.89(8) . . ? O2 Cu1 N1 177.24(9) . . ? O3 Cu1 N1 89.28(9) . . ? O2 Cu1 O8 85.26(7) . . ? O3 Cu1 O8 176.88(8) . . ? N1 Cu1 O8 93.51(8) . . ? O2 Cu1 O9 90.61(8) . . ? O3 Cu1 O9 120.36(8) . . ? N1 Cu1 O9 86.64(8) . . ? O8 Cu1 O9 58.50(7) . . ? O9 Cu2 O10 90.24(8) . . ? O9 Cu2 N4 164.95(9) . . ? O10 Cu2 N4 88.69(9) . . ? O9 Cu2 O1 87.06(8) . 3 ? O10 Cu2 O1 176.75(9) . 3 ? N4 Cu2 O1 94.39(9) . 3 ? O9 Cu2 O1W 96.49(10) . . ? O10 Cu2 O1W 95.37(9) . . ? N4 Cu2 O1W 98.56(10) . . ? O1 Cu2 O1W 83.15(8) 3 . ? N2 C1 N1 114.2(3) . . ? N2 C1 H1 122.9 . . ? N1 C1 H1 122.9 . . ? N3 C2 N1 109.8(3) . . ? N3 C2 H2 125.1 . . ? N1 C2 H2 125.1 . . ? N3 C3 C4 111.3(3) . . ? N3 C3 H3A 109.4 . . ? C4 C3 H3A 109.4 . . ? N3 C3 H3B 109.4 . . ? C4 C3 H3B 109.4 . . ? H3A C3 H3B 108.0 . . ? C3 C4 C4 114.6(2) . 2_565 ? C3 C4 H4A 108.6 . . ? C4 C4 H4A 108.6 2_565 . ? C3 C4 H4B 108.6 . . ? C4 C4 H4B 108.6 2_565 . ? H4A C4 H4B 107.6 . . ? N5 C5 N4 114.7(2) . . ? N5 C5 H5 122.6 . . ? N4 C5 H5 122.6 . . ? N6 C6 N4 110.0(3) . . ? N6 C6 H6 125.0 . . ? N4 C6 H6 125.0 . . ? N6 C7 C8 113.5(4) . . ? N6 C7 C8' 108.4(5) . . ? C8 C7 C8' 32.4(4) . . ? N6 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? C8' C7 H7A 81.5 . . ? N6 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? C8' C7 H7B 135.8 . . ? H7A C7 H7B 107.7 . . ? C8 C8 C7 145.2(12) 2_465 . ? C8 C8 H8A 100.6 2_465 . ? C7 C8 H8A 100.6 . . ? C8 C8 H8B 100.6 2_465 . ? C7 C8 H8B 100.6 . . ? H8A C8 H8B 104.3 . . ? C8' C8' C7 116.6(9) 2_465 . ? C8' C8' H8'1 108.2 2_465 . ? C7 C8' H8'1 108.2 . . ? C8' C8' H8'2 108.2 2_465 . ? C7 C8' H8'2 108.2 . . ? H8'1 C8' H8'2 107.3 . . ? C14 C9 C10 120.4(3) . . ? C14 C9 C15 117.5(2) . . ? C10 C9 C15 122.1(2) . . ? O3 C10 C11 120.9(2) . . ? O3 C10 C9 123.6(3) . . ? C11 C10 C9 115.5(2) . . ? C12 C11 C10 123.4(2) . . ? C12 C11 N7 115.6(3) . . ? C10 C11 N7 120.9(2) . . ? C13 C12 C11 118.3(3) . . ? C13 C12 H12 120.9 . . ? C11 C12 H12 120.9 . . ? C12 C13 C14 121.6(3) . . ? C12 C13 N8 119.1(3) . . ? C14 C13 N8 119.2(3) . . ? C9 C14 C13 120.8(3) . . ? C9 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? O1 C15 O2 119.6(3) . . ? O1 C15 C9 118.5(2) . . ? O2 C15 C9 121.9(2) . . ? C21 C16 C17 120.5(3) . . ? C21 C16 C22 118.3(3) . . ? C17 C16 C22 121.2(2) . . ? O10 C17 C18 120.6(2) . . ? O10 C17 C16 124.8(3) . . ? C18 C17 C16 114.6(2) . . ? C19 C18 C17 124.1(3) . . ? C19 C18 N9 117.0(3) . . ? C17 C18 N9 118.9(3) . . ? C18 C19 C20 118.3(3) . . ? C18 C19 H19 120.9 . . ? C20 C19 H19 120.9 . . ? C21 C20 C19 121.4(3) . . ? C21 C20 N10 119.2(3) . . ? C19 C20 N10 119.3(3) . . ? C20 C21 C16 120.8(3) . . ? C20 C21 H21 119.6 . . ? C16 C21 H21 119.6 . . ? O8 C22 O9 118.8(3) . . ? O8 C22 C16 119.5(3) . . ? O9 C22 C16 121.7(3) . . ? C2 N1 C1 103.4(2) . . ? C2 N1 Cu1 125.5(2) . . ? C1 N1 Cu1 130.96(19) . . ? C1 N2 N3 102.5(2) . . ? C2 N3 N2 110.0(2) . . ? C2 N3 C3 129.3(3) . . ? N2 N3 C3 120.5(2) . . ? C6 N4 C5 102.9(2) . . ? C6 N4 Cu2 124.6(2) . . ? C5 N4 Cu2 131.18(19) . . ? C5 N5 N6 102.0(2) . . ? C6 N6 N5 110.4(2) . . ? C6 N6 C7 128.1(3) . . ? N5 N6 C7 121.2(3) . . ? O4 N7 O5 122.4(3) . . ? O4 N7 C11 120.4(3) . . ? O5 N7 C11 117.1(3) . . ? O6 N8 O7 123.7(3) . . ? O6 N8 C13 118.0(3) . . ? O7 N8 C13 118.3(3) . . ? O12' N9 O11 75.0(9) . . ? O12' N9 O11' 121.2(8) . . ? O11 N9 O11' 66.8(7) . . ? O12' N9 O12 76.9(10) . . ? O11 N9 O12 122.6(3) . . ? O11' N9 O12 87.8(7) . . ? O12' N9 C18 118.1(7) . . ? O11 N9 C18 119.1(3) . . ? O11' N9 C18 119.2(6) . . ? O12 N9 C18 118.2(3) . . ? O13 N10 O14 122.9(3) . . ? O13 N10 C20 118.8(3) . . ? O14 N10 C20 118.2(3) . . ? C15 O1 Cu2 110.03(17) . 3 ? C15 O2 Cu1 130.58(18) . . ? C10 O3 Cu1 127.79(17) . . ? C22 O8 Cu1 99.42(18) . . ? C22 O9 Cu2 131.50(19) . . ? C22 O9 Cu1 82.84(17) . . ? Cu2 O9 Cu1 145.26(10) . . ? C17 O10 Cu2 128.73(18) . . ? Cu2 O1W H1A 135(3) . . ? Cu2 O1W H1B 107(3) . . ? H1A O1W H1B 114(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 N3 C3 C4 C4 -61.5(4) . . . 2_565 ? N6 C7 C8 C8 -2(2) . . . 2_465 ? C8' C7 C8 C8 85.5(15) . . . 2_465 ? N6 C7 C8' C8' 42.2(6) . . . 2_465 ? C8 C7 C8' C8' -62.9(9) . . . 2_465 ? C14 C9 C10 O3 -178.8(2) . . . . ? C15 C9 C10 O3 0.6(4) . . . . ? C14 C9 C10 C11 -0.5(4) . . . . ? C15 C9 C10 C11 178.9(2) . . . . ? O3 C10 C11 C12 179.7(3) . . . . ? C9 C10 C11 C12 1.3(4) . . . . ? O3 C10 C11 N7 2.9(4) . . . . ? C9 C10 C11 N7 -175.4(2) . . . . ? C10 C11 C12 C13 -0.2(4) . . . . ? N7 C11 C12 C13 176.7(3) . . . . ? C11 C12 C13 C14 -1.9(4) . . . . ? C11 C12 C13 N8 -178.7(3) . . . . ? C10 C9 C14 C13 -1.4(4) . . . . ? C15 C9 C14 C13 179.1(3) . . . . ? C12 C13 C14 C9 2.7(4) . . . . ? N8 C13 C14 C9 179.5(2) . . . . ? C14 C9 C15 O1 8.5(4) . . . . ? C10 C9 C15 O1 -171.0(2) . . . . ? C14 C9 C15 O2 -170.2(2) . . . . ? C10 C9 C15 O2 10.3(4) . . . . ? C21 C16 C17 O10 174.8(3) . . . . ? C22 C16 C17 O10 -5.6(4) . . . . ? C21 C16 C17 C18 -5.4(4) . . . . ? C22 C16 C17 C18 174.1(2) . . . . ? O10 C17 C18 C19 -174.8(3) . . . . ? C16 C17 C18 C19 5.4(4) . . . . ? O10 C17 C18 N9 4.6(4) . . . . ? C16 C17 C18 N9 -175.2(3) . . . . ? C17 C18 C19 C20 -1.9(4) . . . . ? N9 C18 C19 C20 178.7(3) . . . . ? C18 C19 C20 C21 -1.8(4) . . . . ? C18 C19 C20 N10 -179.4(2) . . . . ? C19 C20 C21 C16 1.7(4) . . . . ? N10 C20 C21 C16 179.3(2) . . . . ? C17 C16 C21 C20 2.2(4) . . . . ? C22 C16 C21 C20 -177.3(2) . . . . ? C21 C16 C22 O8 15.1(4) . . . . ? C17 C16 C22 O8 -164.5(2) . . . . ? C21 C16 C22 O9 -165.2(2) . . . . ? C17 C16 C22 O9 15.2(4) . . . . ? N3 C2 N1 C1 0.2(3) . . . . ? N3 C2 N1 Cu1 -175.96(18) . . . . ? N2 C1 N1 C2 0.6(4) . . . . ? N2 C1 N1 Cu1 176.5(2) . . . . ? O2 Cu1 N1 C2 77(2) . . . . ? O3 Cu1 N1 C2 -38.1(2) . . . . ? O8 Cu1 N1 C2 140.5(2) . . . . ? O9 Cu1 N1 C2 82.4(2) . . . . ? O2 Cu1 N1 C1 -98(2) . . . . ? O3 Cu1 N1 C1 146.8(3) . . . . ? O8 Cu1 N1 C1 -34.5(3) . . . . ? O9 Cu1 N1 C1 -92.7(3) . . . . ? N1 C1 N2 N3 -1.2(4) . . . . ? N1 C2 N3 N2 -1.0(4) . . . . ? N1 C2 N3 C3 -176.2(3) . . . . ? C1 N2 N3 C2 1.2(3) . . . . ? C1 N2 N3 C3 177.0(3) . . . . ? C4 C3 N3 C2 105.3(4) . . . . ? C4 C3 N3 N2 -69.5(4) . . . . ? N6 C6 N4 C5 0.8(3) . . . . ? N6 C6 N4 Cu2 168.69(19) . . . . ? N5 C5 N4 C6 -0.7(4) . . . . ? N5 C5 N4 Cu2 -167.4(2) . . . . ? O9 Cu2 N4 C6 -149.1(3) . . . . ? O10 Cu2 N4 C6 -63.0(2) . . . . ? O1 Cu2 N4 C6 115.9(2) 3 . . . ? O1W Cu2 N4 C6 32.2(3) . . . . ? O9 Cu2 N4 C5 15.2(5) . . . . ? O10 Cu2 N4 C5 101.2(3) . . . . ? O1 Cu2 N4 C5 -79.8(3) 3 . . . ? O1W Cu2 N4 C5 -163.6(3) . . . . ? N4 C5 N5 N6 0.3(4) . . . . ? N4 C6 N6 N5 -0.7(3) . . . . ? N4 C6 N6 C7 -174.4(3) . . . . ? C5 N5 N6 C6 0.2(3) . . . . ? C5 N5 N6 C7 174.5(3) . . . . ? C8 C7 N6 C6 104.7(10) . . . . ? C8' C7 N6 C6 70.4(7) . . . . ? C8 C7 N6 N5 -68.4(10) . . . . ? C8' C7 N6 N5 -102.8(6) . . . . ? C12 C11 N7 O4 163.2(3) . . . . ? C10 C11 N7 O4 -19.8(4) . . . . ? C12 C11 N7 O5 -17.9(4) . . . . ? C10 C11 N7 O5 159.1(3) . . . . ? C12 C13 N8 O6 -1.5(4) . . . . ? C14 C13 N8 O6 -178.4(3) . . . . ? C12 C13 N8 O7 179.4(3) . . . . ? C14 C13 N8 O7 2.5(4) . . . . ? C19 C18 N9 O12' -50.9(13) . . . . ? C17 C18 N9 O12' 129.6(12) . . . . ? C19 C18 N9 O11 -138.7(5) . . . . ? C17 C18 N9 O11 41.9(6) . . . . ? C19 C18 N9 O11' 143.1(10) . . . . ? C17 C18 N9 O11' -36.3(10) . . . . ? C19 C18 N9 O12 38.7(5) . . . . ? C17 C18 N9 O12 -140.8(4) . . . . ? C21 C20 N10 O13 -166.8(3) . . . . ? C19 C20 N10 O13 10.8(4) . . . . ? C21 C20 N10 O14 10.9(4) . . . . ? C19 C20 N10 O14 -171.5(3) . . . . ? O2 C15 O1 Cu2 -7.8(3) . . . 3 ? C9 C15 O1 Cu2 173.47(19) . . . 3 ? O1 C15 O2 Cu1 174.69(18) . . . . ? C9 C15 O2 Cu1 -6.6(4) . . . . ? O3 Cu1 O2 C15 -3.8(2) . . . . ? N1 Cu1 O2 C15 -118.8(19) . . . . ? O8 Cu1 O2 C15 177.5(3) . . . . ? O9 Cu1 O2 C15 -124.2(2) . . . . ? C11 C10 O3 Cu1 167.1(2) . . . . ? C9 C10 O3 Cu1 -14.7(4) . . . . ? O2 Cu1 O3 C10 14.6(2) . . . . ? N1 Cu1 O3 C10 -167.9(2) . . . . ? O8 Cu1 O3 C10 38.6(16) . . . . ? O9 Cu1 O3 C10 106.4(2) . . . . ? O9 C22 O8 Cu1 7.0(2) . . . . ? C16 C22 O8 Cu1 -173.31(19) . . . . ? O2 Cu1 O8 C22 89.79(15) . . . . ? O3 Cu1 O8 C22 65.7(15) . . . . ? N1 Cu1 O8 C22 -87.73(16) . . . . ? O9 Cu1 O8 C22 -3.83(14) . . . . ? O8 C22 O9 Cu2 168.21(17) . . . . ? C16 C22 O9 Cu2 -11.5(4) . . . . ? O8 C22 O9 Cu1 -5.9(2) . . . . ? C16 C22 O9 Cu1 174.4(2) . . . . ? O10 Cu2 O9 C22 0.4(2) . . . . ? N4 Cu2 O9 C22 86.3(4) . . . . ? O1 Cu2 O9 C22 -177.7(2) 3 . . . ? O1W Cu2 O9 C22 -95.0(2) . . . . ? O10 Cu2 O9 Cu1 170.21(18) . . . . ? N4 Cu2 O9 Cu1 -103.9(3) . . . . ? O1 Cu2 O9 Cu1 -7.98(17) 3 . . . ? O1W Cu2 O9 Cu1 74.78(18) . . . . ? O2 Cu1 O9 C22 -80.29(15) . . . . ? O3 Cu1 O9 C22 -172.84(14) . . . . ? N1 Cu1 O9 C22 99.97(16) . . . . ? O8 Cu1 O9 C22 3.78(14) . . . . ? O2 Cu1 O9 Cu2 107.42(18) . . . . ? O3 Cu1 O9 Cu2 14.9(2) . . . . ? N1 Cu1 O9 Cu2 -72.32(18) . . . . ? O8 Cu1 O9 Cu2 -168.5(2) . . . . ? C18 C17 O10 Cu2 172.66(19) . . . . ? C16 C17 O10 Cu2 -7.6(4) . . . . ? O9 Cu2 O10 C17 9.4(2) . . . . ? N4 Cu2 O10 C17 -155.6(2) . . . . ? O1 Cu2 O10 C17 43.2(15) 3 . . . ? O1W Cu2 O10 C17 105.9(2) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1A N2 0.839(18) 2.24(2) 3.034(3) 157(4) 5_565 O1W H1B O7 0.831(18) 2.43(2) 3.214(3) 157(4) 4 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.693 _refine_diff_density_min -0.430 _refine_diff_density_rms 0.054 data_Compound-4 _database_code_depnum_ccdc_archive 'CCDC 918063' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H20 Cu2 N10 O15' _chemical_formula_sum 'C23 H20 Cu2 N10 O15' _chemical_formula_weight 803.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P bc n ' _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+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, z-1/2' _cell_length_a 16.2118(4) _cell_length_b 16.2381(3) _cell_length_c 22.4507(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5910.1(2) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6102 _cell_measurement_theta_min 2.9455 _cell_measurement_theta_max 25.2945 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.806 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3248 _exptl_absorpt_coefficient_mu 1.532 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6085 _exptl_absorpt_correction_T_max 0.7292 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22518 _diffrn_reflns_av_R_equivalents 0.0414 _diffrn_reflns_av_sigmaI/netI 0.0710 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 2.95 _diffrn_reflns_theta_max 25.35 _reflns_number_total 5409 _reflns_number_gt 3189 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. H atoms of O1W were refined isotropically with distance restraints of O---H = 0.85+-0.02 \%A. The distance of H1A...H1B was restrained to 1.44+-0.02 \%A. ; _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^)+(0.0150P)^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 5409 _refine_ls_number_parameters 457 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0668 _refine_ls_R_factor_gt 0.0338 _refine_ls_wR_factor_ref 0.0550 _refine_ls_wR_factor_gt 0.0533 _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_restrained_S_all 0.989 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu -0.01340(2) 0.319403(19) 0.121284(17) 0.03631(11) Uani 1 1 d . . . Cu2 Cu 0.15726(2) 0.192760(19) 0.234438(15) 0.03528(11) Uani 1 1 d . . . C1 C -0.2021(2) 0.33271(18) 0.11372(14) 0.0436(9) Uani 1 1 d . . . H1 H -0.2121 0.2865 0.1371 0.052 Uiso 1 1 calc R . . C2 C -0.1387(2) 0.42323(18) 0.06575(14) 0.0378(8) Uani 1 1 d . . . H2 H -0.0978 0.4550 0.0480 0.045 Uiso 1 1 calc R . . C3 C -0.26280(18) 0.50423(18) 0.03182(13) 0.0397(8) Uani 1 1 d . . . H3A H -0.2914 0.5376 0.0611 0.048 Uiso 1 1 calc R . . H3B H -0.3038 0.4805 0.0054 0.048 Uiso 1 1 calc R . . C4 C -0.2053(2) 0.55808(18) -0.00378(15) 0.0441(9) Uani 1 1 d . . . H4A H -0.1726 0.5237 -0.0301 0.053 Uiso 1 1 calc R . . H4B H -0.1677 0.5859 0.0232 0.053 Uiso 1 1 calc R . . C5 C -0.2512(2) 0.62235(19) -0.04077(14) 0.0488(9) Uani 1 1 d . . . H5A H -0.2128 0.6476 -0.0684 0.059 Uiso 1 1 calc R . . H5B H -0.2935 0.5950 -0.0640 0.059 Uiso 1 1 calc R . . C6 C -0.2909(2) 0.68917(19) -0.00359(14) 0.0508(9) Uani 1 1 d . . . H6A H -0.2482 0.7201 0.0168 0.061 Uiso 1 1 calc R . . H6B H -0.3257 0.6638 0.0265 0.061 Uiso 1 1 calc R . . C7 C -0.3430(2) 0.74843(18) -0.04079(14) 0.0495(9) Uani 1 1 d . . . H7A H -0.3857 0.7177 -0.0613 0.059 Uiso 1 1 calc R . . H7B H -0.3698 0.7877 -0.0146 0.059 Uiso 1 1 calc R . . C8 C -0.2146(2) 0.88156(19) -0.11907(17) 0.0547(10) Uani 1 1 d . . . H8 H -0.1825 0.9286 -0.1234 0.066 Uiso 1 1 calc R . . C9 C -0.27225(19) 0.76988(18) -0.13810(14) 0.0361(8) Uani 1 1 d . . . H9 H -0.2905 0.7220 -0.1566 0.043 Uiso 1 1 calc R . . C10 C 0.11054(18) 0.43352(16) 0.20422(14) 0.0289(8) Uani 1 1 d . . . C11 C 0.05971(19) 0.47295(17) 0.16142(14) 0.0315(8) Uani 1 1 d . . . C12 C 0.05796(19) 0.56056(16) 0.16539(14) 0.0322(8) Uani 1 1 d . . . C13 C 0.09598(18) 0.60487(16) 0.20933(14) 0.0341(8) Uani 1 1 d . . . H13 H 0.0909 0.6619 0.2110 0.041 Uiso 1 1 calc R . . C14 C 0.14236(19) 0.56261(16) 0.25132(13) 0.0304(8) Uani 1 1 d . . . C15 C 0.14967(18) 0.47854(16) 0.24830(13) 0.0322(8) Uani 1 1 d . . . H15 H 0.1816 0.4512 0.2765 0.039 Uiso 1 1 calc R . . C16 C 0.1230(2) 0.34274(16) 0.20383(14) 0.0307(8) Uani 1 1 d . . . C17 C 0.06953(18) 0.07694(16) 0.33516(13) 0.0276(7) Uani 1 1 d . . . C18 C 0.10237(18) 0.03889(16) 0.28252(14) 0.0316(8) Uani 1 1 d . . . C19 C 0.09874(18) -0.04950(16) 0.28187(13) 0.0310(8) Uani 1 1 d . . . C20 C 0.07233(19) -0.09497(17) 0.32897(15) 0.0385(8) Uani 1 1 d . . . H20 H 0.0739 -0.1522 0.3277 0.046 Uiso 1 1 calc R . . C21 C 0.04335(19) -0.05474(17) 0.37847(15) 0.0387(8) Uani 1 1 d . . . C22 C 0.04069(19) 0.02983(17) 0.38152(14) 0.0385(8) Uani 1 1 d . . . H22 H 0.0192 0.0553 0.4152 0.046 Uiso 1 1 calc R . . C23 C 0.06443(19) 0.16827(17) 0.34201(15) 0.0320(8) Uani 1 1 d . . . N1 N -0.12539(16) 0.35673(14) 0.09820(11) 0.0351(7) Uani 1 1 d . . . N2 N -0.26141(17) 0.37970(17) 0.09314(12) 0.0466(7) Uani 1 1 d . . . N3 N -0.21841(17) 0.43795(14) 0.06220(11) 0.0335(6) Uani 1 1 d . . . N4 N -0.29323(16) 0.79303(15) -0.08454(12) 0.0388(7) Uani 1 1 d . . . N5 N -0.2563(2) 0.86605(17) -0.07112(13) 0.0638(9) Uani 1 1 d . . . N6 N -0.22161(15) 0.82388(14) -0.16229(10) 0.0337(6) Uani 1 1 d . . . N7 N 0.01054(18) 0.60642(15) 0.12083(16) 0.0480(8) Uani 1 1 d . . . N8 N 0.18628(17) 0.60795(16) 0.29691(13) 0.0444(7) Uani 1 1 d . . . N9 N 0.12416(17) -0.09537(15) 0.22855(13) 0.0411(7) Uani 1 1 d . . . N10 N 0.0166(2) -0.10330(19) 0.42950(16) 0.0724(11) Uani 1 1 d . . . O1 O 0.18087(12) 0.31336(10) 0.23505(8) 0.0337(5) Uani 1 1 d . . . O2 O 0.07770(13) 0.29539(11) 0.17323(9) 0.0394(5) Uani 1 1 d . . . O3 O 0.01753(13) 0.43508(11) 0.12216(10) 0.0458(6) Uani 1 1 d . . . O4 O 0.01326(18) 0.58475(14) 0.06911(13) 0.0730(9) Uani 1 1 d . . . O5 O -0.02644(19) 0.66657(17) 0.13711(13) 0.1004(11) Uani 1 1 d . . . O6 O 0.19529(14) 0.68261(13) 0.29047(9) 0.0562(7) Uani 1 1 d . . . O7 O 0.21377(16) 0.56984(14) 0.33906(11) 0.0666(8) Uani 1 1 d . . . O8 O 0.03076(12) 0.19802(11) 0.38741(9) 0.0369(5) Uani 1 1 d . . . O9 O 0.09271(13) 0.21613(11) 0.30236(9) 0.0426(6) Uani 1 1 d . . . O10 O 0.13206(14) 0.07841(10) 0.23828(9) 0.0454(6) Uani 1 1 d . . . O11 O 0.16658(19) -0.06375(14) 0.19096(11) 0.0773(9) Uani 1 1 d . . . O12 O 0.10014(16) -0.16618(13) 0.22398(11) 0.0738(8) Uani 1 1 d . . . O13 O 0.03376(18) -0.17554(16) 0.43150(12) 0.0878(9) Uani 1 1 d . . . O14 O -0.0267(3) -0.06952(17) 0.46662(15) 0.1395(17) Uani 1 1 d . . . O1W O 0.04360(16) 0.30248(14) 0.02791(9) 0.0532(7) Uani 1 1 d D . . H1A H 0.052(2) 0.2540(11) 0.0172(14) 0.080 Uiso 1 1 d D . . H1B H 0.041(2) 0.3356(15) -0.0008(12) 0.080 Uiso 1 1 d D . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0453(3) 0.02410(18) 0.0396(2) 0.00411(18) -0.0063(2) -0.00229(18) Cu2 0.0543(3) 0.02039(17) 0.0311(2) 0.00057(16) 0.0025(2) 0.00372(19) C1 0.052(3) 0.040(2) 0.038(2) 0.0073(16) -0.0015(19) -0.0019(19) C2 0.039(2) 0.0349(19) 0.039(2) 0.0067(15) 0.0040(17) 0.0013(17) C3 0.040(2) 0.0384(18) 0.041(2) 0.0030(16) -0.0042(17) 0.0077(17) C4 0.046(2) 0.0397(19) 0.047(2) 0.0083(16) 0.0048(18) 0.0078(17) C5 0.062(3) 0.045(2) 0.040(2) 0.0055(17) 0.0068(19) 0.0092(18) C6 0.073(3) 0.0410(19) 0.038(2) 0.0044(17) 0.0108(19) 0.005(2) C7 0.057(3) 0.044(2) 0.048(2) 0.0050(17) 0.022(2) 0.0077(19) C8 0.081(3) 0.038(2) 0.045(2) -0.0108(19) 0.014(2) -0.0159(19) C9 0.044(2) 0.0312(18) 0.033(2) -0.0011(15) -0.0028(17) 0.0004(16) C10 0.030(2) 0.0220(15) 0.034(2) 0.0039(13) 0.0020(16) -0.0005(14) C11 0.032(2) 0.0251(16) 0.037(2) 0.0053(15) 0.0010(17) -0.0030(15) C12 0.035(2) 0.0250(16) 0.037(2) 0.0123(15) -0.0051(17) -0.0025(15) C13 0.037(2) 0.0209(16) 0.044(2) 0.0047(14) 0.0093(18) -0.0031(15) C14 0.036(2) 0.0261(14) 0.029(2) -0.0011(14) 0.0038(16) -0.0060(15) C15 0.036(2) 0.0303(16) 0.030(2) 0.0074(14) 0.0028(16) -0.0001(15) C16 0.035(2) 0.0262(16) 0.031(2) 0.0019(14) 0.0062(17) -0.0012(15) C17 0.0297(19) 0.0245(15) 0.028(2) 0.0005(14) -0.0009(15) -0.0005(14) C18 0.037(2) 0.0253(16) 0.033(2) 0.0006(15) -0.0056(16) 0.0015(14) C19 0.035(2) 0.0238(15) 0.034(2) -0.0041(14) -0.0011(16) 0.0012(14) C20 0.041(2) 0.0235(16) 0.051(2) 0.0013(16) -0.0054(18) -0.0038(15) C21 0.048(2) 0.0319(17) 0.036(2) 0.0077(17) 0.0043(19) -0.0111(16) C22 0.048(2) 0.0350(17) 0.033(2) -0.0045(16) 0.0047(18) -0.0072(15) C23 0.036(2) 0.0274(17) 0.032(2) 0.0013(15) -0.0078(17) 0.0003(15) N1 0.0349(19) 0.0338(15) 0.0365(18) 0.0027(12) -0.0030(13) -0.0013(13) N2 0.044(2) 0.0458(17) 0.050(2) 0.0135(14) 0.0043(15) -0.0037(16) N3 0.0356(19) 0.0332(15) 0.0318(17) 0.0015(12) 0.0022(13) 0.0007(14) N4 0.0493(19) 0.0306(15) 0.0366(18) 0.0015(13) 0.0094(14) 0.0035(13) N5 0.108(3) 0.0406(18) 0.043(2) -0.0128(15) 0.024(2) -0.0145(18) N6 0.0473(17) 0.0263(14) 0.0276(16) -0.0020(12) 0.0032(13) 0.0003(13) N7 0.057(2) 0.0241(14) 0.063(2) 0.0161(17) -0.007(2) -0.0006(15) N8 0.056(2) 0.0362(17) 0.0411(19) -0.0052(14) 0.0024(16) -0.0071(14) N9 0.0491(19) 0.0271(14) 0.047(2) -0.0068(14) -0.0001(16) 0.0028(14) N10 0.119(3) 0.047(2) 0.051(3) 0.0005(18) 0.014(2) -0.031(2) O1 0.0427(14) 0.0231(10) 0.0352(12) 0.0032(10) -0.0088(11) 0.0065(10) O2 0.0470(14) 0.0221(11) 0.0492(15) 0.0006(10) -0.0180(12) 0.0024(10) O3 0.0581(16) 0.0254(10) 0.0538(16) 0.0092(11) -0.0211(14) -0.0076(11) O4 0.108(2) 0.0549(16) 0.057(2) 0.0170(15) -0.0241(18) 0.0079(16) O5 0.127(3) 0.0723(19) 0.102(3) 0.0154(17) -0.0166(19) 0.0587(19) O6 0.0812(18) 0.0329(13) 0.0543(16) -0.0085(11) 0.0005(12) -0.0148(12) O7 0.101(2) 0.0510(16) 0.0484(18) 0.0010(13) -0.0283(16) -0.0054(15) O8 0.0553(14) 0.0265(10) 0.0289(13) -0.0022(10) 0.0076(11) 0.0059(10) O9 0.0675(17) 0.0223(11) 0.0382(14) -0.0010(9) 0.0190(12) 0.0039(10) O10 0.0781(18) 0.0257(10) 0.0323(14) -0.0014(10) 0.0149(13) -0.0009(11) O11 0.133(3) 0.0395(14) 0.0597(19) -0.0101(12) 0.0446(19) -0.0016(15) O12 0.092(2) 0.0325(14) 0.097(2) -0.0264(13) 0.0274(16) -0.0085(13) O13 0.115(3) 0.0479(16) 0.100(2) 0.0340(16) 0.0172(18) -0.0127(17) O14 0.288(5) 0.062(2) 0.069(2) -0.0070(16) 0.077(3) -0.046(2) O1W 0.0751(18) 0.0437(14) 0.0407(16) 0.0035(11) 0.0088(13) -0.0076(15) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.922(2) . ? Cu1 O3 1.9443(18) . ? Cu1 N1 1.983(3) . ? Cu1 O8 2.0006(18) 4 ? Cu1 O1W 2.307(2) . ? Cu2 O9 1.888(2) . ? Cu2 O10 1.9031(18) . ? Cu2 N6 1.945(2) 5_565 ? Cu2 O1 1.9954(17) . ? C1 N2 1.312(4) . ? C1 N1 1.349(4) . ? C1 H1 0.9300 . ? C2 N3 1.316(4) . ? C2 N1 1.320(3) . ? C2 H2 0.9300 . ? C3 N3 1.463(3) . ? C3 C4 1.508(4) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.527(4) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.513(4) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.528(4) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N4 1.463(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N5 1.295(4) . ? C8 N6 1.353(4) . ? C8 H8 0.9300 . ? C9 N4 1.305(3) . ? C9 N6 1.318(3) . ? C9 H9 0.9300 . ? C10 C15 1.384(4) . ? C10 C11 1.419(4) . ? C10 C16 1.488(4) . ? C11 O3 1.274(3) . ? C11 C12 1.426(3) . ? C12 C13 1.368(4) . ? C12 N7 1.465(4) . ? C13 C14 1.387(4) . ? C13 H13 0.9300 . ? C14 C15 1.372(3) . ? C14 N8 1.448(4) . ? C15 H15 0.9300 . ? C16 O1 1.265(3) . ? C16 O2 1.266(3) . ? C17 C22 1.374(4) . ? C17 C18 1.436(4) . ? C17 C23 1.493(4) . ? C18 O10 1.277(3) . ? C18 C19 1.437(3) . ? C19 C20 1.359(4) . ? C19 N9 1.469(4) . ? C20 C21 1.372(4) . ? C20 H20 0.9300 . ? C21 C22 1.376(4) . ? C21 N10 1.457(4) . ? C22 H22 0.9300 . ? C23 O8 1.253(3) . ? C23 O9 1.267(3) . ? N2 N3 1.365(3) . ? N4 N5 1.362(3) . ? N6 Cu2 1.945(2) 5_565 ? N7 O5 1.203(3) . ? N7 O4 1.214(3) . ? N8 O7 1.215(3) . ? N8 O6 1.230(3) . ? N9 O11 1.204(3) . ? N9 O12 1.218(3) . ? N10 O13 1.206(3) . ? N10 O14 1.219(4) . ? O8 Cu1 2.0006(18) 4 ? O1W H1A 0.834(17) . ? O1W H1B 0.840(17) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O3 89.52(8) . . ? O2 Cu1 N1 157.55(9) . . ? O3 Cu1 N1 86.76(9) . . ? O2 Cu1 O8 88.13(8) . 4 ? O3 Cu1 O8 171.54(9) . 4 ? N1 Cu1 O8 98.44(9) . 4 ? O2 Cu1 O1W 102.67(9) . . ? O3 Cu1 O1W 91.20(9) . . ? N1 Cu1 O1W 99.53(10) . . ? O8 Cu1 O1W 81.39(8) 4 . ? O9 Cu2 O10 92.32(8) . . ? O9 Cu2 N6 176.03(9) . 5_565 ? O10 Cu2 N6 90.99(9) . 5_565 ? O9 Cu2 O1 84.46(8) . . ? O10 Cu2 O1 176.72(8) . . ? N6 Cu2 O1 92.24(9) 5_565 . ? N2 C1 N1 114.6(3) . . ? N2 C1 H1 122.7 . . ? N1 C1 H1 122.7 . . ? N3 C2 N1 110.0(3) . . ? N3 C2 H2 125.0 . . ? N1 C2 H2 125.0 . . ? N3 C3 C4 111.7(3) . . ? N3 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? N3 C3 H3B 109.3 . . ? C4 C3 H3B 109.3 . . ? H3A C3 H3B 107.9 . . ? C3 C4 C5 112.5(3) . . ? C3 C4 H4A 109.1 . . ? C5 C4 H4A 109.1 . . ? C3 C4 H4B 109.1 . . ? C5 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? C6 C5 C4 113.4(3) . . ? C6 C5 H5A 108.9 . . ? C4 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? C4 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? C5 C6 C7 112.7(3) . . ? C5 C6 H6A 109.1 . . ? C7 C6 H6A 109.1 . . ? C5 C6 H6B 109.1 . . ? C7 C6 H6B 109.1 . . ? H6A C6 H6B 107.8 . . ? N4 C7 C6 111.9(3) . . ? N4 C7 H7A 109.2 . . ? C6 C7 H7A 109.2 . . ? N4 C7 H7B 109.2 . . ? C6 C7 H7B 109.2 . . ? H7A C7 H7B 107.9 . . ? N5 C8 N6 114.7(3) . . ? N5 C8 H8 122.7 . . ? N6 C8 H8 122.7 . . ? N4 C9 N6 110.5(3) . . ? N4 C9 H9 124.7 . . ? N6 C9 H9 124.7 . . ? C15 C10 C11 120.8(3) . . ? C15 C10 C16 117.7(3) . . ? C11 C10 C16 121.5(3) . . ? O3 C11 C10 124.2(3) . . ? O3 C11 C12 120.9(3) . . ? C10 C11 C12 114.8(3) . . ? C13 C12 C11 124.1(3) . . ? C13 C12 N7 117.5(3) . . ? C11 C12 N7 118.4(3) . . ? C12 C13 C14 118.3(3) . . ? C12 C13 H13 120.9 . . ? C14 C13 H13 120.9 . . ? C15 C14 C13 120.4(3) . . ? C15 C14 N8 119.9(3) . . ? C13 C14 N8 119.7(2) . . ? C14 C15 C10 121.4(3) . . ? C14 C15 H15 119.3 . . ? C10 C15 H15 119.3 . . ? O1 C16 O2 120.1(2) . . ? O1 C16 C10 118.1(3) . . ? O2 C16 C10 121.8(3) . . ? C22 C17 C18 120.7(3) . . ? C22 C17 C23 117.1(3) . . ? C18 C17 C23 122.2(3) . . ? O10 C18 C17 124.3(2) . . ? O10 C18 C19 120.6(3) . . ? C17 C18 C19 115.0(3) . . ? C20 C19 C18 123.2(3) . . ? C20 C19 N9 116.6(3) . . ? C18 C19 N9 120.2(3) . . ? C19 C20 C21 118.6(3) . . ? C19 C20 H20 120.7 . . ? C21 C20 H20 120.7 . . ? C20 C21 C22 121.8(3) . . ? C20 C21 N10 118.8(3) . . ? C22 C21 N10 119.5(3) . . ? C17 C22 C21 120.5(3) . . ? C17 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? O8 C23 O9 119.5(3) . . ? O8 C23 C17 119.4(3) . . ? O9 C23 C17 121.1(3) . . ? C2 N1 C1 103.2(3) . . ? C2 N1 Cu1 122.9(2) . . ? C1 N1 Cu1 133.5(2) . . ? C1 N2 N3 102.0(3) . . ? C2 N3 N2 110.2(2) . . ? C2 N3 C3 130.1(3) . . ? N2 N3 C3 119.7(3) . . ? C9 N4 N5 109.9(3) . . ? C9 N4 C7 128.3(3) . . ? N5 N4 C7 121.7(3) . . ? C8 N5 N4 102.4(3) . . ? C9 N6 C8 102.5(3) . . ? C9 N6 Cu2 125.8(2) . 5_565 ? C8 N6 Cu2 130.4(2) . 5_565 ? O5 N7 O4 123.0(3) . . ? O5 N7 C12 117.8(3) . . ? O4 N7 C12 119.1(3) . . ? O7 N8 O6 123.4(3) . . ? O7 N8 C14 118.2(3) . . ? O6 N8 C14 118.5(3) . . ? O11 N9 O12 121.8(3) . . ? O11 N9 C19 121.0(2) . . ? O12 N9 C19 117.2(3) . . ? O13 N10 O14 123.0(3) . . ? O13 N10 C21 119.1(3) . . ? O14 N10 C21 117.7(3) . . ? C16 O1 Cu2 102.94(17) . . ? C16 O2 Cu1 130.68(19) . . ? C11 O3 Cu1 127.72(19) . . ? C23 O8 Cu1 111.20(18) . 4 ? C23 O9 Cu2 130.12(19) . . ? C18 O10 Cu2 127.34(18) . . ? Cu1 O1W H1A 116(2) . . ? Cu1 O1W H1B 127(2) . . ? H1A O1W H1B 113(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 N3 C3 C4 C5 174.3(3) . . . . ? C3 C4 C5 C6 69.8(4) . . . . ? C4 C5 C6 C7 -174.8(3) . . . . ? C5 C6 C7 N4 -62.6(4) . . . . ? C15 C10 C11 O3 -175.1(3) . . . . ? C16 C10 C11 O3 4.2(5) . . . . ? C15 C10 C11 C12 4.3(4) . . . . ? C16 C10 C11 C12 -176.4(3) . . . . ? O3 C11 C12 C13 174.3(3) . . . . ? C10 C11 C12 C13 -5.2(4) . . . . ? O3 C11 C12 N7 -3.8(4) . . . . ? C10 C11 C12 N7 176.7(3) . . . . ? C11 C12 C13 C14 3.0(5) . . . . ? N7 C12 C13 C14 -178.9(3) . . . . ? C12 C13 C14 C15 0.2(4) . . . . ? C12 C13 C14 N8 177.4(3) . . . . ? C13 C14 C15 C10 -0.9(4) . . . . ? N8 C14 C15 C10 -178.0(3) . . . . ? C11 C10 C15 C14 -1.6(4) . . . . ? C16 C10 C15 C14 179.1(3) . . . . ? C15 C10 C16 O1 -14.4(4) . . . . ? C11 C10 C16 O1 166.2(3) . . . . ? C15 C10 C16 O2 165.8(3) . . . . ? C11 C10 C16 O2 -13.5(4) . . . . ? C22 C17 C18 O10 -178.3(3) . . . . ? C23 C17 C18 O10 2.2(5) . . . . ? C22 C17 C18 C19 2.7(4) . . . . ? C23 C17 C18 C19 -176.8(3) . . . . ? O10 C18 C19 C20 176.0(3) . . . . ? C17 C18 C19 C20 -4.9(4) . . . . ? O10 C18 C19 N9 -4.1(4) . . . . ? C17 C18 C19 N9 175.0(3) . . . . ? C18 C19 C20 C21 3.7(5) . . . . ? N9 C19 C20 C21 -176.2(3) . . . . ? C19 C20 C21 C22 -0.2(5) . . . . ? C19 C20 C21 N10 -178.7(3) . . . . ? C18 C17 C22 C21 0.5(5) . . . . ? C23 C17 C22 C21 -180.0(3) . . . . ? C20 C21 C22 C17 -1.9(5) . . . . ? N10 C21 C22 C17 176.7(3) . . . . ? C22 C17 C23 O8 -3.7(4) . . . . ? C18 C17 C23 O8 175.8(3) . . . . ? C22 C17 C23 O9 177.1(3) . . . . ? C18 C17 C23 O9 -3.3(4) . . . . ? N3 C2 N1 C1 0.0(3) . . . . ? N3 C2 N1 Cu1 -173.74(18) . . . . ? N2 C1 N1 C2 0.0(4) . . . . ? N2 C1 N1 Cu1 172.8(2) . . . . ? O2 Cu1 N1 C2 112.7(3) . . . . ? O3 Cu1 N1 C2 31.9(2) . . . . ? O8 Cu1 N1 C2 -141.4(2) 4 . . . ? O1W Cu1 N1 C2 -58.8(2) . . . . ? O2 Cu1 N1 C1 -58.9(4) . . . . ? O3 Cu1 N1 C1 -139.8(3) . . . . ? O8 Cu1 N1 C1 46.9(3) 4 . . . ? O1W Cu1 N1 C1 129.5(3) . . . . ? N1 C1 N2 N3 0.0(4) . . . . ? N1 C2 N3 N2 -0.1(4) . . . . ? N1 C2 N3 C3 179.6(3) . . . . ? C1 N2 N3 C2 0.1(3) . . . . ? C1 N2 N3 C3 -179.6(3) . . . . ? C4 C3 N3 C2 5.0(5) . . . . ? C4 C3 N3 N2 -175.4(3) . . . . ? N6 C9 N4 N5 0.4(4) . . . . ? N6 C9 N4 C7 -175.0(3) . . . . ? C6 C7 N4 C9 85.8(4) . . . . ? C6 C7 N4 N5 -89.1(3) . . . . ? N6 C8 N5 N4 -0.3(4) . . . . ? C9 N4 N5 C8 -0.1(4) . . . . ? C7 N4 N5 C8 175.7(3) . . . . ? N4 C9 N6 C8 -0.5(3) . . . . ? N4 C9 N6 Cu2 167.6(2) . . . 5_565 ? N5 C8 N6 C9 0.5(4) . . . . ? N5 C8 N6 Cu2 -166.8(2) . . . 5_565 ? C13 C12 N7 O5 -35.7(4) . . . . ? C11 C12 N7 O5 142.5(3) . . . . ? C13 C12 N7 O4 140.9(3) . . . . ? C11 C12 N7 O4 -40.9(4) . . . . ? C15 C14 N8 O7 -15.9(4) . . . . ? C13 C14 N8 O7 166.9(3) . . . . ? C15 C14 N8 O6 162.6(3) . . . . ? C13 C14 N8 O6 -14.6(4) . . . . ? C20 C19 N9 O11 -161.5(3) . . . . ? C18 C19 N9 O11 18.6(4) . . . . ? C20 C19 N9 O12 18.9(4) . . . . ? C18 C19 N9 O12 -161.0(3) . . . . ? C20 C21 N10 O13 13.0(5) . . . . ? C22 C21 N10 O13 -165.6(3) . . . . ? C20 C21 N10 O14 -162.6(4) . . . . ? C22 C21 N10 O14 18.8(6) . . . . ? O2 C16 O1 Cu2 -12.3(3) . . . . ? C10 C16 O1 Cu2 168.0(2) . . . . ? O9 Cu2 O1 C16 -88.94(18) . . . . ? O10 Cu2 O1 C16 -100.6(16) . . . . ? N6 Cu2 O1 C16 88.84(18) 5_565 . . . ? O1 C16 O2 Cu1 -179.40(18) . . . . ? C10 C16 O2 Cu1 0.3(4) . . . . ? O3 Cu1 O2 C16 13.8(3) . . . . ? N1 Cu1 O2 C16 -66.5(4) . . . . ? O8 Cu1 O2 C16 -174.4(3) 4 . . . ? O1W Cu1 O2 C16 104.9(3) . . . . ? C10 C11 O3 Cu1 17.5(4) . . . . ? C12 C11 O3 Cu1 -161.9(2) . . . . ? O2 Cu1 O3 C11 -22.7(3) . . . . ? N1 Cu1 O3 C11 135.1(3) . . . . ? O8 Cu1 O3 C11 -96.6(7) 4 . . . ? O1W Cu1 O3 C11 -125.4(3) . . . . ? O9 C23 O8 Cu1 9.7(3) . . . 4 ? C17 C23 O8 Cu1 -169.5(2) . . . 4 ? O8 C23 O9 Cu2 171.7(2) . . . . ? C17 C23 O9 Cu2 -9.1(4) . . . . ? O10 Cu2 O9 C23 16.2(3) . . . . ? N6 Cu2 O9 C23 162.8(13) 5_565 . . . ? O1 Cu2 O9 C23 -163.2(3) . . . . ? C17 C18 O10 Cu2 10.8(4) . . . . ? C19 C18 O10 Cu2 -170.2(2) . . . . ? O9 Cu2 O10 C18 -16.7(3) . . . . ? N6 Cu2 O10 C18 165.5(3) 5_565 . . . ? O1 Cu2 O10 C18 -5.1(18) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1B O4 0.840(17) 2.19(2) 2.991(3) 160(3) 5_565 O1W H1A O13 0.834(17) 2.33(3) 2.993(3) 137(3) 8 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.567 _refine_diff_density_min -0.455 _refine_diff_density_rms 0.056 data_Compound-5 _database_code_depnum_ccdc_archive 'CCDC 918064' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H44 Cu5 N20 O33, H2O' _chemical_formula_sum 'C46 H46 Cu5 N20 O34' _chemical_formula_weight 1740.70 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 23.5968(8) _cell_length_b 20.9087(10) _cell_length_c 14.5568(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.621(3) _cell_angle_gamma 90.00 _cell_volume 7100.9(5) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3579 _cell_measurement_theta_min 3.0443 _cell_measurement_theta_max 24.9707 _exptl_crystal_description prism _exptl_crystal_colour blue _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.628 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3516 _exptl_absorpt_coefficient_mu 1.575 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6849 _exptl_absorpt_correction_T_max 0.8097 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13731 _diffrn_reflns_av_R_equivalents 0.0389 _diffrn_reflns_av_sigmaI/netI 0.0613 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 28 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.05 _diffrn_reflns_theta_max 25.02 _reflns_number_total 6243 _reflns_number_gt 4260 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. H atoms of O1W were refined isotropically with distance restraints of O---H = 0.85+-0.02 \%A. The distance of H1A...H1B was restrained to 1.44+-0.02 \%A. For O3W, O4W, O5W and O6W, some anisotropic displacement ellipsoids were rather elongated which led us to use the ISOR restraints. For c7, c8 and n6 atoms, SIMU restraint was used to make them behave similar anisotropic displacement parameters. ; _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^)+(0.0934P)^2^+2.3194P] 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 6243 _refine_ls_number_parameters 561 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1678 _refine_ls_wR_factor_gt 0.1438 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.49593(3) 0.51568(3) 0.12728(4) 0.0431(2) Uani 1 1 d . . . Cu2 Cu 0.41930(3) 0.38161(3) 0.07120(4) 0.0426(2) Uani 1 1 d . . . Cu3 Cu 0.5000 0.20107(5) 0.2500 0.0430(3) Uani 1 2 d S . . C1 C 0.3483(2) 0.4821(3) -0.0435(3) 0.0459(13) Uani 1 1 d . . . H1 H 0.3192 0.4543 -0.0687 0.055 Uiso 1 1 calc R . . C2 C 0.3965(2) 0.5662(3) -0.0082(3) 0.0479(14) Uani 1 1 d . . . H2 H 0.4078 0.6088 -0.0042 0.058 Uiso 1 1 calc R . . C3 C 0.3000(2) 0.5819(3) -0.1108(4) 0.0582(16) Uani 1 1 d . . . H3A H 0.2881 0.5619 -0.1707 0.070 Uiso 1 1 calc R A 1 H3B H 0.3133 0.6247 -0.1215 0.070 Uiso 1 1 calc R A 1 C4 C 0.2494(4) 0.5855(6) -0.0581(7) 0.055(4) Uani 0.70(2) 1 d P B 1 H4A H 0.2184 0.6084 -0.0953 0.067 Uiso 0.70(2) 1 calc PR B 1 H4B H 0.2361 0.5425 -0.0481 0.067 Uiso 0.70(2) 1 calc PR B 1 C5 C 0.2640(6) 0.6181(10) 0.0332(9) 0.078(5) Uani 0.70(2) 1 d P B 1 H5A H 0.2813 0.6591 0.0230 0.094 Uiso 0.70(2) 1 calc PR B 1 H5B H 0.2925 0.5927 0.0719 0.094 Uiso 0.70(2) 1 calc PR B 1 C4' C 0.2739(9) 0.6273(13) -0.0335(17) 0.043(8) Uani 0.30(2) 1 d P B 2 H4'1 H 0.3046 0.6477 0.0082 0.052 Uiso 0.30(2) 1 calc PR B 2 H4'2 H 0.2488 0.6601 -0.0640 0.052 Uiso 0.30(2) 1 calc PR B 2 C5' C 0.2412(12) 0.5811(13) 0.0185(19) 0.052(8) Uani 0.30(2) 1 d P B 2 H5'1 H 0.2665 0.5502 0.0535 0.063 Uiso 0.30(2) 1 calc PR B 2 H5'2 H 0.2118 0.5586 -0.0231 0.063 Uiso 0.30(2) 1 calc PR B 2 C6 C 0.2133(3) 0.6298(4) 0.0870(4) 0.079(2) Uani 1 1 d . . . H6A H 0.1943 0.5894 0.0947 0.095 Uiso 1 1 calc R B 1 H6B H 0.2279 0.6461 0.1484 0.095 Uiso 1 1 calc R B 1 C7 C 0.1710(3) 0.6756(4) 0.0389(5) 0.0766(18) Uani 1 1 d U B . H7A H 0.1913 0.7096 0.0123 0.092 Uiso 1 1 calc R . . H7B H 0.1472 0.6538 -0.0116 0.092 Uiso 1 1 calc R . . C8 C 0.1423(2) 0.7604(3) 0.1374(4) 0.0497(14) Uani 1 1 d U B . H8 H 0.1711 0.7893 0.1296 0.060 Uiso 1 1 calc R . . C9 C 0.0879(3) 0.6765(3) 0.1276(4) 0.0646(17) Uani 1 1 d . . . H9 H 0.0733 0.6365 0.1087 0.077 Uiso 1 1 calc R . . C10 C 0.5866(2) 0.6255(3) 0.2150(3) 0.0438(13) Uani 1 1 d . . . C11 C 0.5362(2) 0.6458(3) 0.1551(3) 0.0405(12) Uani 1 1 d . . . C12 C 0.5279(2) 0.7124(3) 0.1441(3) 0.0472(14) Uani 1 1 d . . . C13 C 0.5657(2) 0.7572(3) 0.1868(3) 0.0499(14) Uani 1 1 d . . . H13 H 0.5589 0.8007 0.1783 0.060 Uiso 1 1 calc R . . C14 C 0.6144(3) 0.7348(3) 0.2430(4) 0.0554(16) Uani 1 1 d . . . C15 C 0.6246(2) 0.6709(3) 0.2567(3) 0.0499(14) Uani 1 1 d . . . H15 H 0.6578 0.6577 0.2949 0.060 Uiso 1 1 calc R . . C16 C 0.6015(3) 0.5569(3) 0.2381(4) 0.0523(15) Uani 1 1 d . . . C17 C 0.3755(2) 0.2352(3) 0.0177(3) 0.0447(13) Uani 1 1 d . . . C18 C 0.3416(2) 0.2876(3) -0.0221(3) 0.0469(14) Uani 1 1 d . . . C19 C 0.2914(2) 0.2698(3) -0.0873(3) 0.0521(15) Uani 1 1 d . . . C20 C 0.2776(3) 0.2086(4) -0.1111(4) 0.0626(18) Uani 1 1 d . . . H20 H 0.2448 0.1993 -0.1528 0.075 Uiso 1 1 calc R . . C21 C 0.3130(3) 0.1604(4) -0.0724(4) 0.0699(19) Uani 1 1 d . . . C22 C 0.3604(3) 0.1739(3) -0.0085(4) 0.0608(16) Uani 1 1 d . . . H22 H 0.3830 0.1403 0.0180 0.073 Uiso 1 1 calc R . . C23 C 0.4259(2) 0.2443(3) 0.0925(3) 0.0428(13) Uani 1 1 d . . . N1 N 0.42597(18) 0.5186(2) 0.0336(3) 0.0420(10) Uani 1 1 d . . . N2 N 0.39514(18) 0.4644(2) 0.0105(3) 0.0429(11) Uani 1 1 d . . . N3 N 0.34769(18) 0.5442(2) -0.0576(3) 0.0431(11) Uani 1 1 d . B . N4 N 0.1342(2) 0.7037(3) 0.1014(3) 0.0616(14) Uani 1 1 d . . . N5 N 0.1006(3) 0.7678(4) 0.1874(4) 0.091(2) Uani 1 1 d . . . N6 N 0.06636(19) 0.7153(2) 0.1841(3) 0.0498(11) Uani 1 1 d U . . N7 N 0.4778(3) 0.7388(3) 0.0867(4) 0.0599(13) Uani 1 1 d . . . N8 N 0.6551(3) 0.7817(3) 0.2893(4) 0.0684(15) Uani 1 1 d . . . N9 N 0.2525(2) 0.3199(4) -0.1312(4) 0.0694(17) Uani 1 1 d . . . N10 N 0.2977(4) 0.0959(4) -0.0983(6) 0.104(3) Uani 1 1 d . . . O1 O 0.6490(2) 0.5435(2) 0.2798(3) 0.0808(14) Uani 1 1 d . . . O2 O 0.56396(17) 0.5129(2) 0.2153(3) 0.0571(10) Uani 1 1 d . . . O3 O 0.49904(16) 0.6059(2) 0.1130(3) 0.0537(10) Uani 1 1 d . . . O4 O 0.4345(6) 0.7088(8) 0.0672(11) 0.077(4) Uani 0.50 1 d P . . O4' O 0.4542(7) 0.7063(7) 0.0224(9) 0.090(4) Uani 0.50 1 d P . . O5 O 0.4800(7) 0.7958(8) 0.0602(11) 0.109(5) Uani 0.50 1 d P . . O5' O 0.4609(6) 0.7905(8) 0.1055(8) 0.078(4) Uani 0.50 1 d P . . O6 O 0.6442(3) 0.8377(3) 0.2793(4) 0.0956(17) Uani 1 1 d . . . O7 O 0.6984(2) 0.7618(3) 0.3352(4) 0.0911(16) Uani 1 1 d . . . O8 O 0.48687(14) 0.42477(19) 0.1286(2) 0.0487(9) Uani 1 1 d . . . O9 O 0.44644(16) 0.1949(2) 0.1316(2) 0.0505(9) Uani 1 1 d . . . O10 O 0.44554(15) 0.29939(19) 0.1168(2) 0.0480(9) Uani 1 1 d . . . O11 O 0.35243(16) 0.3461(2) -0.0026(3) 0.0564(10) Uani 1 1 d . . . O12 O 0.2698(5) 0.3717(6) -0.1454(8) 0.072(3) Uani 0.50 1 d P . . O12' O 0.2518(5) 0.3766(7) -0.0912(9) 0.087(4) Uani 0.50 1 d P . . O13 O 0.2080(3) 0.3021(4) -0.1755(4) 0.126(2) Uani 1 1 d . . . O14 O 0.2554(3) 0.0850(3) -0.1543(5) 0.122(2) Uani 1 1 d . . . O15 O 0.3190(18) 0.055(3) -0.052(4) 0.125(13) Uani 0.50 1 d P . . O15' O 0.3396(17) 0.054(2) -0.076(4) 0.124(13) Uani 0.50 1 d P . . O1W O 0.37135(18) 0.4041(2) 0.1984(3) 0.0638(11) Uani 1 1 d D . . H1B H 0.3355 0.4006 0.1801 0.096 Uiso 1 1 d RD . . H1A H 0.3819 0.4434 0.2094 0.096 Uiso 1 1 d RD . . O2W O 0.5000 0.0914(4) 0.2500 0.120(3) Uani 1 2 d S . . O3W O 0.404(3) 0.003(3) 0.210(4) 0.13(2) Uani 0.13 1 d PU . . O5W O 0.079(3) 0.534(3) -0.121(4) 0.136(19) Uani 0.13 1 d PU . . O4W O 0.364(2) 0.036(3) 0.202(3) 0.115(16) Uani 0.13 1 d PU . . O6W O -0.011(2) 0.573(3) 0.016(4) 0.139(19) Uani 0.13 1 d PU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0365(4) 0.0467(5) 0.0451(4) 0.0007(3) 0.0026(3) -0.0002(3) Cu2 0.0395(4) 0.0441(4) 0.0420(4) -0.0019(3) -0.0006(3) 0.0020(3) Cu3 0.0368(5) 0.0454(6) 0.0462(5) 0.000 0.0045(4) 0.000 C1 0.039(3) 0.052(4) 0.046(3) -0.001(3) 0.003(2) 0.000(3) C2 0.047(3) 0.048(4) 0.049(3) 0.002(3) 0.008(3) -0.001(3) C3 0.056(4) 0.069(5) 0.049(3) 0.020(3) 0.006(3) 0.020(3) C4 0.040(6) 0.063(8) 0.060(7) 0.013(5) -0.001(4) 0.010(6) C5 0.068(8) 0.106(13) 0.059(7) -0.017(8) 0.004(6) 0.030(9) C4' 0.021(10) 0.045(16) 0.061(15) 0.021(11) 0.000(9) 0.013(10) C5' 0.057(15) 0.037(14) 0.065(18) 0.004(11) 0.018(11) -0.002(11) C6 0.068(4) 0.110(7) 0.060(4) 0.004(4) 0.014(3) 0.033(4) C7 0.066(4) 0.094(5) 0.075(4) 0.000(4) 0.024(3) 0.019(4) C8 0.038(3) 0.062(4) 0.053(3) -0.005(3) 0.021(2) -0.012(3) C9 0.066(4) 0.058(4) 0.073(4) -0.002(3) 0.024(3) 0.015(3) C10 0.046(3) 0.049(4) 0.037(3) 0.000(2) 0.007(2) -0.006(3) C11 0.046(3) 0.043(3) 0.034(2) 0.001(2) 0.010(2) -0.004(3) C12 0.051(3) 0.057(4) 0.035(2) -0.001(3) 0.009(2) -0.002(3) C13 0.063(4) 0.042(3) 0.044(3) -0.002(3) 0.008(3) 0.001(3) C14 0.063(4) 0.060(4) 0.044(3) -0.012(3) 0.014(3) -0.016(3) C15 0.049(3) 0.062(4) 0.038(3) -0.005(3) 0.004(2) -0.004(3) C16 0.052(4) 0.057(4) 0.046(3) 0.001(3) -0.001(3) -0.002(3) C17 0.045(3) 0.050(4) 0.038(3) -0.001(3) 0.004(2) -0.009(3) C18 0.041(3) 0.065(4) 0.034(2) -0.005(3) 0.005(2) -0.014(3) C19 0.041(3) 0.075(5) 0.040(3) 0.000(3) 0.004(2) -0.005(3) C20 0.048(3) 0.090(6) 0.047(3) -0.014(3) -0.003(3) -0.021(4) C21 0.072(4) 0.063(5) 0.069(4) -0.017(4) -0.008(4) -0.017(4) C22 0.067(4) 0.057(4) 0.055(3) 0.001(3) -0.003(3) -0.007(3) C23 0.042(3) 0.047(4) 0.040(3) -0.003(3) 0.010(2) -0.001(3) N1 0.037(2) 0.040(3) 0.047(2) 0.005(2) 0.0008(19) 0.001(2) N2 0.040(2) 0.046(3) 0.040(2) -0.002(2) 0.0009(19) 0.005(2) N3 0.041(3) 0.046(3) 0.043(2) 0.003(2) 0.009(2) 0.005(2) N4 0.051(3) 0.075(4) 0.062(3) 0.010(3) 0.020(2) 0.016(3) N5 0.081(4) 0.108(6) 0.083(4) 0.001(4) 0.010(3) -0.008(4) N6 0.039(2) 0.054(3) 0.057(2) 0.001(2) 0.010(2) 0.003(2) N7 0.063(4) 0.053(4) 0.062(3) 0.006(3) 0.003(3) -0.001(3) N8 0.076(4) 0.067(5) 0.060(3) -0.020(3) 0.004(3) -0.016(4) N9 0.044(3) 0.108(6) 0.051(3) 0.002(4) -0.010(2) -0.011(4) N10 0.114(7) 0.080(6) 0.106(6) -0.009(5) -0.025(5) -0.022(6) O1 0.059(3) 0.063(3) 0.107(3) 0.011(3) -0.031(3) -0.003(2) O2 0.048(2) 0.049(3) 0.068(2) 0.015(2) -0.0096(19) -0.008(2) O3 0.049(2) 0.044(3) 0.063(2) 0.0056(19) -0.0105(19) 0.004(2) O4 0.058(8) 0.063(8) 0.106(11) 0.011(8) 0.000(7) 0.011(6) O4' 0.104(12) 0.056(8) 0.092(10) 0.014(8) -0.045(8) 0.004(8) O5 0.114(12) 0.065(9) 0.131(14) 0.042(10) -0.037(9) -0.008(8) O5' 0.098(9) 0.065(9) 0.070(8) 0.012(6) 0.010(6) 0.030(7) O6 0.122(5) 0.053(4) 0.103(4) -0.020(3) -0.010(3) -0.021(3) O7 0.075(3) 0.090(4) 0.100(4) -0.025(3) -0.018(3) -0.011(3) O8 0.040(2) 0.045(2) 0.058(2) -0.0019(18) -0.0001(17) -0.0034(18) O9 0.050(2) 0.045(2) 0.053(2) -0.0004(19) -0.0046(17) -0.001(2) O10 0.047(2) 0.041(2) 0.051(2) -0.0021(18) -0.0085(17) 0.0007(19) O11 0.048(2) 0.055(3) 0.059(2) -0.005(2) -0.0148(18) 0.000(2) O12 0.060(7) 0.062(7) 0.084(8) 0.007(6) -0.019(5) -0.010(6) O12' 0.062(7) 0.097(11) 0.094(9) 0.012(8) -0.014(6) 0.011(6) O13 0.091(4) 0.137(6) 0.127(4) -0.020(4) -0.058(4) 0.004(4) O14 0.095(4) 0.104(5) 0.152(5) -0.047(4) -0.031(4) -0.033(4) O15 0.13(3) 0.09(2) 0.15(2) -0.011(16) -0.03(2) -0.06(2) O15' 0.10(2) 0.066(16) 0.18(4) -0.05(2) -0.040(17) -0.015(16) O1W 0.076(3) 0.053(3) 0.067(2) -0.004(2) 0.027(2) -0.004(2) O2W 0.180(9) 0.045(5) 0.125(6) 0.000 -0.010(6) 0.000 O3W 0.13(2) 0.13(2) 0.14(2) 0.000(10) 0.015(10) -0.001(10) O5W 0.13(2) 0.13(2) 0.14(2) 0.004(10) 0.014(10) -0.011(10) O4W 0.114(18) 0.115(18) 0.113(17) -0.006(10) 0.009(10) 0.007(10) O6W 0.14(2) 0.14(2) 0.14(2) -0.002(10) 0.019(10) -0.004(10) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.899(4) . ? Cu1 O3 1.901(4) . ? Cu1 O8 1.913(4) . ? Cu1 N1 1.978(4) . ? Cu2 O8 1.912(4) . ? Cu2 O10 1.912(4) . ? Cu2 O11 1.920(4) . ? Cu2 N2 1.988(5) . ? Cu2 O1W 2.357(4) . ? Cu3 N6 1.977(4) 3_545 ? Cu3 N6 1.977(4) 4_545 ? Cu3 O9 1.983(3) 2_655 ? Cu3 O9 1.983(3) . ? Cu3 O2W 2.292(8) . ? C1 N2 1.311(7) . ? C1 N3 1.315(7) . ? C1 H1 0.9300 . ? C2 N1 1.310(7) . ? C2 N3 1.345(7) . ? C2 H2 0.9300 . ? C3 N3 1.492(7) . ? C3 C4 1.514(11) . ? C3 C4' 1.66(3) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.49(2) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.544(14) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C4' C5' 1.51(4) . ? C4' H4'1 0.9700 . ? C4' H4'2 0.9700 . ? C5' C6 1.63(3) . ? C5' H5'1 0.9700 . ? C5' H5'2 0.9700 . ? C6 C7 1.481(10) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 N4 1.470(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 N4 1.300(8) . ? C8 N5 1.319(8) . ? C8 H8 0.9300 . ? C9 N6 1.311(7) . ? C9 N4 1.337(8) . ? C9 H9 0.9300 . ? C10 C15 1.382(8) . ? C10 C11 1.429(7) . ? C10 C16 1.502(8) . ? C11 O3 1.296(6) . ? C11 C12 1.412(8) . ? C12 C13 1.375(8) . ? C12 N7 1.451(8) . ? C13 C14 1.390(8) . ? C13 H13 0.9300 . ? C14 C15 1.367(9) . ? C14 N8 1.463(8) . ? C15 H15 0.9300 . ? C16 O1 1.225(7) . ? C16 O2 1.285(7) . ? C17 C22 1.369(8) . ? C17 C18 1.427(8) . ? C17 C23 1.498(7) . ? C18 O11 1.273(7) . ? C18 C19 1.452(7) . ? C19 C20 1.351(9) . ? C19 N9 1.474(9) . ? C20 C21 1.375(10) . ? C20 H20 0.9300 . ? C21 C22 1.373(9) . ? C21 N10 1.432(10) . ? C22 H22 0.9300 . ? C23 O9 1.241(7) . ? C23 O10 1.273(6) . ? N1 N2 1.361(6) . ? N5 N6 1.361(8) . ? N6 Cu3 1.977(4) 3_455 ? N7 O4 1.194(17) . ? N7 O5' 1.199(15) . ? N7 O4' 1.221(16) . ? N7 O5 1.257(15) . ? N8 O6 1.204(8) . ? N8 O7 1.208(7) . ? N9 O12 1.187(13) . ? N9 O13 1.204(7) . ? N9 O12' 1.323(15) . ? N10 O15 1.16(6) . ? N10 O14 1.211(9) . ? N10 O15' 1.32(5) . ? O4 O4' 0.857(15) . ? O5 O5' 0.861(16) . ? O12 O12' 0.956(13) . ? O15 O15' 0.64(6) . ? O1W H1B 0.8523 . ? O1W H1A 0.8653 . ? O3W O4W 1.13(7) . ? O3W O5W 1.63(8) 7 ? O5W O3W 1.63(8) 7 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O3 93.50(17) . . ? O2 Cu1 O8 92.73(16) . . ? O3 Cu1 O8 173.46(16) . . ? O2 Cu1 N1 178.86(16) . . ? O3 Cu1 N1 86.34(18) . . ? O8 Cu1 N1 87.39(17) . . ? O8 Cu2 O10 93.86(16) . . ? O8 Cu2 O11 171.34(16) . . ? O10 Cu2 O11 92.44(17) . . ? O8 Cu2 N2 87.03(17) . . ? O10 Cu2 N2 173.52(16) . . ? O11 Cu2 N2 86.05(18) . . ? O8 Cu2 O1W 91.68(15) . . ? O10 Cu2 O1W 94.35(15) . . ? O11 Cu2 O1W 93.75(16) . . ? N2 Cu2 O1W 92.03(16) . . ? N6 Cu3 N6 162.7(3) 3_545 4_545 ? N6 Cu3 O9 89.05(17) 3_545 2_655 ? N6 Cu3 O9 92.07(17) 4_545 2_655 ? N6 Cu3 O9 92.07(17) 3_545 . ? N6 Cu3 O9 89.05(17) 4_545 . ? O9 Cu3 O9 172.6(2) 2_655 . ? N6 Cu3 O2W 98.64(15) 3_545 . ? N6 Cu3 O2W 98.64(15) 4_545 . ? O9 Cu3 O2W 86.28(12) 2_655 . ? O9 Cu3 O2W 86.28(12) . . ? N2 C1 N3 111.1(5) . . ? N2 C1 H1 124.5 . . ? N3 C1 H1 124.5 . . ? N1 C2 N3 109.9(5) . . ? N1 C2 H2 125.0 . . ? N3 C2 H2 125.0 . . ? N3 C3 C4 110.7(5) . . ? N3 C3 C4' 106.1(7) . . ? C4 C3 C4' 39.4(7) . . ? N3 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? C4' C3 H3A 140.3 . . ? N3 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? C4' C3 H3B 75.0 . . ? H3A C3 H3B 108.1 . . ? C5 C4 C3 112.5(12) . . ? C5 C4 H4A 109.1 . . ? C3 C4 H4A 109.1 . . ? C5 C4 H4B 109.1 . . ? C3 C4 H4B 109.1 . . ? H4A C4 H4B 107.8 . . ? C4 C5 C6 115.7(13) . . ? C4 C5 H5A 108.4 . . ? C6 C5 H5A 108.4 . . ? C4 C5 H5B 108.4 . . ? C6 C5 H5B 108.4 . . ? H5A C5 H5B 107.4 . . ? C5' C4' C3 104(2) . . ? C5' C4' H4'1 110.9 . . ? C3 C4' H4'1 110.9 . . ? C5' C4' H4'2 110.9 . . ? C3 C4' H4'2 110.9 . . ? H4'1 C4' H4'2 109.0 . . ? C4' C5' C6 101(2) . . ? C4' C5' H5'1 111.6 . . ? C6 C5' H5'1 111.6 . . ? C4' C5' H5'2 111.6 . . ? C6 C5' H5'2 111.6 . . ? H5'1 C5' H5'2 109.4 . . ? C7 C6 C5 112.3(7) . . ? C7 C6 C5' 114.8(10) . . ? C5 C6 C5' 34.7(8) . . ? C7 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? C5' C6 H6A 76.3 . . ? C7 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? C5' C6 H6B 131.5 . . ? H6A C6 H6B 107.9 . . ? N4 C7 C6 112.6(5) . . ? N4 C7 H7A 109.1 . . ? C6 C7 H7A 109.1 . . ? N4 C7 H7B 109.1 . . ? C6 C7 H7B 109.1 . . ? H7A C7 H7B 107.8 . . ? N4 C8 N5 104.7(5) . . ? N4 C8 H8 127.6 . . ? N5 C8 H8 127.6 . . ? N6 C9 N4 109.1(6) . . ? N6 C9 H9 125.4 . . ? N4 C9 H9 125.4 . . ? C15 C10 C11 119.4(5) . . ? C15 C10 C16 116.2(5) . . ? C11 C10 C16 124.3(5) . . ? O3 C11 C12 120.5(5) . . ? O3 C11 C10 122.7(5) . . ? C12 C11 C10 116.8(5) . . ? C13 C12 C11 123.4(5) . . ? C13 C12 N7 114.8(6) . . ? C11 C12 N7 121.9(5) . . ? C12 C13 C14 117.4(6) . . ? C12 C13 H13 121.3 . . ? C14 C13 H13 121.3 . . ? C15 C14 C13 121.8(6) . . ? C15 C14 N8 119.9(6) . . ? C13 C14 N8 118.2(6) . . ? C14 C15 C10 121.2(6) . . ? C14 C15 H15 119.4 . . ? C10 C15 H15 119.4 . . ? O1 C16 O2 120.5(6) . . ? O1 C16 C10 119.7(6) . . ? O2 C16 C10 119.8(5) . . ? C22 C17 C18 120.0(5) . . ? C22 C17 C23 117.8(5) . . ? C18 C17 C23 122.2(5) . . ? O11 C18 C17 124.5(5) . . ? O11 C18 C19 120.6(6) . . ? C17 C18 C19 114.9(6) . . ? C20 C19 C18 123.4(6) . . ? C20 C19 N9 116.8(6) . . ? C18 C19 N9 119.7(6) . . ? C19 C20 C21 118.8(6) . . ? C19 C20 H20 120.6 . . ? C21 C20 H20 120.6 . . ? C22 C21 C20 120.6(7) . . ? C22 C21 N10 121.3(7) . . ? C20 C21 N10 118.0(7) . . ? C17 C22 C21 122.2(6) . . ? C17 C22 H22 118.9 . . ? C21 C22 H22 118.9 . . ? O9 C23 O10 121.6(5) . . ? O9 C23 C17 116.2(5) . . ? O10 C23 C17 122.2(5) . . ? C2 N1 N2 106.9(4) . . ? C2 N1 Cu1 132.3(4) . . ? N2 N1 Cu1 120.3(3) . . ? C1 N2 N1 106.6(5) . . ? C1 N2 Cu2 132.2(4) . . ? N1 N2 Cu2 120.5(3) . . ? C1 N3 C2 105.5(5) . . ? C1 N3 C3 126.3(5) . . ? C2 N3 C3 128.1(5) . . ? C8 N4 C9 110.4(5) . . ? C8 N4 C7 123.3(6) . . ? C9 N4 C7 126.3(6) . . ? C8 N5 N6 111.9(6) . . ? C9 N6 N5 103.7(5) . . ? C9 N6 Cu3 128.4(5) . 3_455 ? N5 N6 Cu3 127.8(4) . 3_455 ? O4 N7 O5' 103.1(12) . . ? O4 N7 O4' 41.5(7) . . ? O5' N7 O4' 123.2(11) . . ? O4 N7 O5 119.9(11) . . ? O5' N7 O5 41.0(8) . . ? O4' N7 O5 109.1(11) . . ? O4 N7 C12 122.1(9) . . ? O5' N7 C12 118.8(9) . . ? O4' N7 C12 118.0(9) . . ? O5 N7 C12 118.0(9) . . ? O6 N8 O7 123.3(6) . . ? O6 N8 C14 118.9(7) . . ? O7 N8 C14 117.8(7) . . ? O12 N9 O13 118.9(8) . . ? O12 N9 O12' 44.3(7) . . ? O13 N9 O12' 116.4(8) . . ? O12 N9 C19 121.1(7) . . ? O13 N9 C19 116.7(7) . . ? O12' N9 C19 119.6(7) . . ? O15 N10 O14 119(2) . . ? O15 N10 O15' 29(3) . . ? O14 N10 O15' 123(2) . . ? O15 N10 C21 118(3) . . ? O14 N10 C21 120.2(9) . . ? O15' N10 C21 114(2) . . ? C16 O2 Cu1 129.2(4) . . ? C11 O3 Cu1 128.4(4) . . ? O4' O4 N7 70.9(18) . . ? O4 O4' N7 67.6(18) . . ? O5' O5 N7 65.9(15) . . ? O5 O5' N7 73.1(18) . . ? Cu2 O8 Cu1 123.47(19) . . ? C23 O9 Cu3 119.9(4) . . ? C23 O10 Cu2 129.2(3) . . ? C18 O11 Cu2 128.1(4) . . ? O12' O12 N9 75.4(13) . . ? O12 O12' N9 60.3(12) . . ? O15' O15 N10 90(10) . . ? O15 O15' N10 61(10) . . ? Cu2 O1W H1B 108.0 . . ? Cu2 O1W H1A 100.1 . . ? H1B O1W H1A 112.7 . . ? O4W O3W O5W 120(6) . 7 ? 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 N3 C3 C4 C5 61.6(14) . . . . ? C4' C3 C4 C5 -28.9(13) . . . . ? C3 C4 C5 C6 174.1(9) . . . . ? N3 C3 C4' C5' -73.6(19) . . . . ? C4 C3 C4' C5' 29.5(15) . . . . ? C3 C4' C5' C6 -176.0(11) . . . . ? C4 C5 C6 C7 -66.0(18) . . . . ? C4 C5 C6 C5' 35.7(17) . . . . ? C4' C5' C6 C7 65(2) . . . . ? C4' C5' C6 C5 -28.5(14) . . . . ? C5 C6 C7 N4 -160.5(10) . . . . ? C5' C6 C7 N4 161.7(13) . . . . ? C15 C10 C11 O3 179.3(4) . . . . ? C16 C10 C11 O3 -1.8(7) . . . . ? C15 C10 C11 C12 -1.4(7) . . . . ? C16 C10 C11 C12 177.5(5) . . . . ? O3 C11 C12 C13 -179.9(5) . . . . ? C10 C11 C12 C13 0.7(7) . . . . ? O3 C11 C12 N7 0.6(7) . . . . ? C10 C11 C12 N7 -178.7(5) . . . . ? C11 C12 C13 C14 0.3(7) . . . . ? N7 C12 C13 C14 179.8(5) . . . . ? C12 C13 C14 C15 -0.6(8) . . . . ? C12 C13 C14 N8 -179.8(5) . . . . ? C13 C14 C15 C10 -0.1(8) . . . . ? N8 C14 C15 C10 179.1(5) . . . . ? C11 C10 C15 C14 1.1(7) . . . . ? C16 C10 C15 C14 -177.9(5) . . . . ? C15 C10 C16 O1 -10.8(7) . . . . ? C11 C10 C16 O1 170.3(5) . . . . ? C15 C10 C16 O2 168.1(5) . . . . ? C11 C10 C16 O2 -10.9(8) . . . . ? C22 C17 C18 O11 -179.6(5) . . . . ? C23 C17 C18 O11 4.2(8) . . . . ? C22 C17 C18 C19 1.7(7) . . . . ? C23 C17 C18 C19 -174.5(4) . . . . ? O11 C18 C19 C20 179.9(5) . . . . ? C17 C18 C19 C20 -1.4(7) . . . . ? O11 C18 C19 N9 -0.1(7) . . . . ? C17 C18 C19 N9 178.7(5) . . . . ? C18 C19 C20 C21 -0.6(8) . . . . ? N9 C19 C20 C21 179.4(6) . . . . ? C19 C20 C21 C22 2.3(10) . . . . ? C19 C20 C21 N10 179.9(7) . . . . ? C18 C17 C22 C21 -0.2(9) . . . . ? C23 C17 C22 C21 176.2(5) . . . . ? C20 C21 C22 C17 -1.9(10) . . . . ? N10 C21 C22 C17 -179.5(7) . . . . ? C22 C17 C23 O9 -7.1(7) . . . . ? C18 C17 C23 O9 169.2(5) . . . . ? C22 C17 C23 O10 174.9(5) . . . . ? C18 C17 C23 O10 -8.8(7) . . . . ? N3 C2 N1 N2 -0.1(5) . . . . ? N3 C2 N1 Cu1 -171.9(3) . . . . ? O2 Cu1 N1 C2 -87(10) . . . . ? O3 Cu1 N1 C2 -5.1(5) . . . . ? O8 Cu1 N1 C2 176.8(5) . . . . ? O2 Cu1 N1 N2 102(10) . . . . ? O3 Cu1 N1 N2 -176.0(4) . . . . ? O8 Cu1 N1 N2 5.9(3) . . . . ? N3 C1 N2 N1 1.0(5) . . . . ? N3 C1 N2 Cu2 171.5(3) . . . . ? C2 N1 N2 C1 -0.5(5) . . . . ? Cu1 N1 N2 C1 172.5(3) . . . . ? C2 N1 N2 Cu2 -172.4(3) . . . . ? Cu1 N1 N2 Cu2 0.5(5) . . . . ? O8 Cu2 N2 C1 -176.2(5) . . . . ? O10 Cu2 N2 C1 85.8(16) . . . . ? O11 Cu2 N2 C1 9.0(4) . . . . ? O1W Cu2 N2 C1 -84.6(4) . . . . ? O8 Cu2 N2 N1 -6.6(3) . . . . ? O10 Cu2 N2 N1 -104.7(15) . . . . ? O11 Cu2 N2 N1 178.6(4) . . . . ? O1W Cu2 N2 N1 84.9(3) . . . . ? N2 C1 N3 C2 -1.0(5) . . . . ? N2 C1 N3 C3 -176.3(4) . . . . ? N1 C2 N3 C1 0.7(5) . . . . ? N1 C2 N3 C3 175.9(4) . . . . ? C4 C3 N3 C1 70.8(9) . . . . ? C4' C3 N3 C1 112.2(11) . . . . ? C4 C3 N3 C2 -103.5(8) . . . . ? C4' C3 N3 C2 -62.1(11) . . . . ? N5 C8 N4 C9 0.7(7) . . . . ? N5 C8 N4 C7 179.3(6) . . . . ? N6 C9 N4 C8 -2.1(7) . . . . ? N6 C9 N4 C7 179.4(5) . . . . ? C6 C7 N4 C8 100.5(8) . . . . ? C6 C7 N4 C9 -81.1(9) . . . . ? N4 C8 N5 N6 0.8(7) . . . . ? N4 C9 N6 N5 2.4(7) . . . . ? N4 C9 N6 Cu3 -177.4(4) . . . 3_455 ? C8 N5 N6 C9 -2.0(7) . . . . ? C8 N5 N6 Cu3 177.7(4) . . . 3_455 ? C13 C12 N7 O4 -158.2(10) . . . . ? C11 C12 N7 O4 21.3(12) . . . . ? C13 C12 N7 O5' -27.8(11) . . . . ? C11 C12 N7 O5' 151.7(9) . . . . ? C13 C12 N7 O4' 153.6(11) . . . . ? C11 C12 N7 O4' -26.9(12) . . . . ? C13 C12 N7 O5 19.0(13) . . . . ? C11 C12 N7 O5 -161.5(11) . . . . ? C15 C14 N8 O6 -177.1(6) . . . . ? C13 C14 N8 O6 2.1(8) . . . . ? C15 C14 N8 O7 3.7(8) . . . . ? C13 C14 N8 O7 -177.2(5) . . . . ? C20 C19 N9 O12 -150.0(10) . . . . ? C18 C19 N9 O12 29.9(12) . . . . ? C20 C19 N9 O13 9.0(8) . . . . ? C18 C19 N9 O13 -171.0(6) . . . . ? C20 C19 N9 O12' 158.1(9) . . . . ? C18 C19 N9 O12' -21.9(11) . . . . ? C22 C21 N10 O15 15(3) . . . . ? C20 C21 N10 O15 -163(2) . . . . ? C22 C21 N10 O14 179.3(8) . . . . ? C20 C21 N10 O14 1.6(13) . . . . ? C22 C21 N10 O15' -17(3) . . . . ? C20 C21 N10 O15' 165(2) . . . . ? O1 C16 O2 Cu1 -163.2(4) . . . . ? C10 C16 O2 Cu1 18.0(7) . . . . ? O3 Cu1 O2 C16 -11.6(5) . . . . ? O8 Cu1 O2 C16 166.4(5) . . . . ? N1 Cu1 O2 C16 70(10) . . . . ? C12 C11 O3 Cu1 -172.2(3) . . . . ? C10 C11 O3 Cu1 7.1(7) . . . . ? O2 Cu1 O3 C11 -1.7(4) . . . . ? O8 Cu1 O3 C11 -164.1(12) . . . . ? N1 Cu1 O3 C11 179.4(4) . . . . ? O5' N7 O4 O4' 125.9(17) . . . . ? O5 N7 O4 O4' 85(2) . . . . ? C12 N7 O4 O4' -97.4(18) . . . . ? O5' N7 O4' O4 -71(2) . . . . ? O5 N7 O4' O4 -113.9(19) . . . . ? C12 N7 O4' O4 107.8(18) . . . . ? O4 N7 O5 O5' 75(2) . . . . ? O4' N7 O5 O5' 119(2) . . . . ? C12 N7 O5 O5' -102.7(18) . . . . ? O4 N7 O5' O5 -120.9(19) . . . . ? O4' N7 O5' O5 -81(2) . . . . ? C12 N7 O5' O5 100.6(17) . . . . ? O10 Cu2 O8 Cu1 -174.9(2) . . . . ? O11 Cu2 O8 Cu1 48.5(12) . . . . ? N2 Cu2 O8 Cu1 11.6(2) . . . . ? O1W Cu2 O8 Cu1 -80.4(2) . . . . ? O2 Cu1 O8 Cu2 169.7(2) . . . . ? O3 Cu1 O8 Cu2 -27.9(15) . . . . ? N1 Cu1 O8 Cu2 -11.4(2) . . . . ? O10 C23 O9 Cu3 12.7(6) . . . . ? C17 C23 O9 Cu3 -165.3(3) . . . . ? N6 Cu3 O9 C23 -84.6(4) 3_545 . . . ? N6 Cu3 O9 C23 78.1(4) 4_545 . . . ? O9 Cu3 O9 C23 176.8(4) 2_655 . . . ? O2W Cu3 O9 C23 176.8(4) . . . . ? O9 C23 O10 Cu2 -177.1(3) . . . . ? C17 C23 O10 Cu2 0.8(7) . . . . ? O8 Cu2 O10 C23 -166.6(4) . . . . ? O11 Cu2 O10 C23 7.4(4) . . . . ? N2 Cu2 O10 C23 -69.0(16) . . . . ? O1W Cu2 O10 C23 101.4(4) . . . . ? C17 C18 O11 Cu2 8.0(7) . . . . ? C19 C18 O11 Cu2 -173.4(3) . . . . ? O8 Cu2 O11 C18 124.7(11) . . . . ? O10 Cu2 O11 C18 -12.0(4) . . . . ? N2 Cu2 O11 C18 161.7(4) . . . . ? O1W Cu2 O11 C18 -106.5(4) . . . . ? O13 N9 O12 O12' 99.3(12) . . . . ? C19 N9 O12 O12' -102.1(12) . . . . ? O13 N9 O12' O12 -105.3(12) . . . . ? C19 N9 O12' O12 105.5(11) . . . . ? O14 N10 O15 O15' 107(8) . . . . ? C21 N10 O15 O15' -89(9) . . . . ? O14 N10 O15' O15 -91(9) . . . . ? C21 N10 O15' O15 106(8) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.738 _refine_diff_density_min -0.441 _refine_diff_density_rms 0.096 data_Compound-6 _database_code_depnum_ccdc_archive 'CCDC 918065' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C17 H18 Cu N8 O7' _chemical_formula_sum 'C17 H18 Cu N8 O7' _chemical_formula_weight 509.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' _symmetry_space_group_name_hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' '-y+3/4, x+1/4, z+1/4' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' '-y+5/4, x+3/4, z+3/4' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'x, y-1/2, -z' 'y-3/4, -x-1/4, -z-1/4' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 14.3577(3) _cell_length_b 14.3577(3) _cell_length_c 41.3854(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8531.3(5) _cell_formula_units_Z 16 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4807 _cell_measurement_theta_min 2.9974 _cell_measurement_theta_max 24.9733 _exptl_crystal_description octahedron _exptl_crystal_colour green _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.588 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4176 _exptl_absorpt_coefficient_mu 1.082 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8126 _exptl_absorpt_correction_T_max 0.8459 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16940 _diffrn_reflns_av_R_equivalents 0.0388 _diffrn_reflns_av_sigmaI/netI 0.0317 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -49 _diffrn_reflns_limit_l_max 47 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3668 _reflns_number_gt 2684 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The distances of c8...c9, c9...c10, n6...c8', c8'...c9', c9'...c10', n3...c3, c3...c4, c4...c5 and c3...c4'were restrained to 1.5+-0.01 \%A. For c4, c4', c8, c9', c10', o1 and o1' atoms, some anisotropic displacement ellipsoids were rather elongated which led us to use the ISOR restraints. For n3, c3, c4 and c5 atoms, SIMU restraint was used to make them behave similar anisotropic displacement parameters. ; _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^)+(0.0500P)^2^+65.0000P] 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 3668 _refine_ls_number_parameters 336 _refine_ls_number_restraints 69 _refine_ls_R_factor_all 0.1146 _refine_ls_R_factor_gt 0.0885 _refine_ls_wR_factor_ref 0.1996 _refine_ls_wR_factor_gt 0.1858 _refine_ls_goodness_of_fit_ref 1.137 _refine_ls_restrained_S_all 1.136 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.57567(6) 0.44633(6) 0.355321(19) 0.0580(3) Uani 1 1 d . . . C1 C 0.7532(7) 0.5519(8) 0.3892(2) 0.103(3) Uani 1 1 d . . . H1 H 0.7236 0.5567 0.4091 0.124 Uiso 1 1 calc R . . C2 C 0.7760(6) 0.5211(6) 0.3401(2) 0.076(2) Uani 1 1 d . . . H2 H 0.7698 0.5025 0.3187 0.092 Uiso 1 1 calc R . . C3 C 0.9448(7) 0.5671(9) 0.3374(4) 0.140(5) Uani 1 1 d DU . . C4 C 0.946(3) 0.6681(16) 0.3265(11) 0.171(14) Uani 0.50 1 d PDU . . C4' C 0.950(3) 0.6545(19) 0.3176(10) 0.161(15) Uani 0.50 1 d PDU . . C5 C 1.0173(15) 0.6990(10) 0.3023(4) 0.182(7) Uani 1 1 d DU . . C8 C 0.3058(17) 0.6722(19) 0.3045(7) 0.116(9) Uani 0.51(2) 1 d PDU A 1 H8A H 0.2866 0.6180 0.2922 0.139 Uiso 0.51(2) 1 calc PR A 1 H8B H 0.2527 0.6988 0.3157 0.139 Uiso 0.51(2) 1 calc PR A 1 C9 C 0.3557(16) 0.742(2) 0.2842(7) 0.139(13) Uani 0.51(2) 1 d PD A 1 H9A H 0.3973 0.7107 0.2693 0.167 Uiso 0.51(2) 1 calc PR A 1 H9B H 0.3927 0.7829 0.2978 0.167 Uiso 0.51(2) 1 calc PR A 1 C10 C 0.2849(17) 0.798(2) 0.2658(8) 0.140(12) Uani 0.51(2) 1 d PD A 1 C8' C 0.348(2) 0.7242(14) 0.3083(5) 0.147(15) Uani 0.49(2) 1 d PD A 2 H8'1 H 0.3941 0.7703 0.3023 0.176 Uiso 0.49(2) 1 calc PR A 2 H8'2 H 0.2977 0.7551 0.3198 0.176 Uiso 0.49(2) 1 calc PR A 2 C9' C 0.312(2) 0.675(2) 0.2791(7) 0.125(10) Uani 0.49(2) 1 d PDU A 2 H9'1 H 0.2733 0.6225 0.2859 0.150 Uiso 0.49(2) 1 calc PR A 2 H9'2 H 0.3636 0.6500 0.2668 0.150 Uiso 0.49(2) 1 calc PR A 2 C10' C 0.255(3) 0.738(3) 0.2577(8) 0.125(11) Uani 0.49(2) 1 d PDU . 2 C11 C 0.6324(4) 0.2793(4) 0.30332(13) 0.0453(14) Uani 1 1 d . . . C12 C 0.6041(4) 0.3651(5) 0.29061(16) 0.0567(16) Uani 1 1 d . . . C13 C 0.5991(5) 0.3715(6) 0.25694(17) 0.069(2) Uani 1 1 d . . . C14 C 0.6137(5) 0.2963(6) 0.23770(16) 0.0651(19) Uani 1 1 d . . . H14 H 0.6079 0.3037 0.2155 0.078 Uiso 1 1 calc R . . C15 C 0.6360(5) 0.2116(6) 0.24925(17) 0.067(2) Uani 1 1 d . . . C16 C 0.6491(5) 0.2024(5) 0.28403(19) 0.0667(19) Uani 1 1 d . . . H16 H 0.6682 0.1462 0.2930 0.080 Uiso 1 1 calc R . . C17 C 0.6533(5) 0.2621(6) 0.33950(16) 0.0640(19) Uani 1 1 d . . . N1 N 0.7100(4) 0.5192(4) 0.36143(16) 0.0721(17) Uani 1 1 d . . . N2 N 0.8400(5) 0.5752(7) 0.38425(19) 0.103(3) Uani 1 1 d . . . N3 N 0.8519(5) 0.5527(5) 0.35309(19) 0.0824(19) Uani 1 1 d DU . . N4 N 0.4888(4) 0.5563(4) 0.35026(14) 0.0790(18) Uani 1 1 d G . . C6 C 0.4614(5) 0.6165(5) 0.37271(16) 0.104(3) Uani 1 1 d G . . H6 H 0.4814 0.6179 0.3941 0.125 Uiso 1 1 calc R . . N5 N 0.4003(5) 0.6742(5) 0.3593(2) 0.135(4) Uani 1 1 d G A . N6 N 0.3900(5) 0.6497(6) 0.32854(19) 0.144(5) Uani 1 1 d GD . . C7 C 0.4447(5) 0.5769(5) 0.32297(14) 0.116(4) Uani 1 1 d G A . H7 H 0.4510 0.5457 0.3034 0.139 Uiso 1 1 calc R . . N7 N 0.5798(6) 0.4598(7) 0.24099(17) 0.095(2) Uani 1 1 d . . . N8 N 0.6515(6) 0.1315(7) 0.22972(19) 0.099(3) Uani 1 1 d . . . O1 O 0.6961(4) 0.1915(4) 0.34686(14) 0.0148(11) Uani 0.50 1 d PU . . O1' O 0.7014(4) 0.1737(4) 0.36651(14) 0.0170(11) Uani 0.50 1 d PU . . O2 O 0.6264(3) 0.3179(3) 0.35968(10) 0.0636(12) Uani 1 1 d . . . O3 O 0.5866(4) 0.4379(4) 0.30816(11) 0.0735(14) Uani 1 1 d . . . O4 O 0.5258(8) 0.5144(7) 0.25298(18) 0.155(4) Uani 1 1 d . . . O5 O 0.6170(7) 0.4745(7) 0.21553(17) 0.156(4) Uani 1 1 d . . . O6 O 0.6319(7) 0.1395(6) 0.20078(17) 0.136(3) Uani 1 1 d . . . O7 O 0.6822(6) 0.0579(6) 0.2413(2) 0.126(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 Cu1 0.0605(5) 0.0681(6) 0.0453(5) 0.0039(4) 0.0033(4) 0.0044(4) C1 0.093(7) 0.140(9) 0.077(6) -0.023(6) 0.019(5) -0.033(6) C2 0.080(6) 0.077(5) 0.071(5) -0.009(4) 0.015(4) 0.005(4) C3 0.118(9) 0.135(9) 0.166(11) 0.003(8) 0.064(8) -0.019(7) C4 0.170(14) 0.171(14) 0.170(14) 0.000(2) 0.001(2) -0.002(2) C4' 0.161(15) 0.162(15) 0.161(15) 0.000(2) 0.001(2) -0.002(2) C5 0.257(18) 0.141(11) 0.149(12) -0.022(9) 0.034(13) -0.053(14) C8 0.115(9) 0.116(9) 0.116(9) 0.001(2) 0.000(2) 0.002(2) C9 0.14(2) 0.16(3) 0.11(2) 0.06(2) -0.009(17) 0.05(2) C10 0.130(19) 0.13(2) 0.16(3) 0.081(19) -0.032(17) -0.005(17) C8' 0.16(3) 0.11(2) 0.17(3) -0.03(2) -0.07(2) 0.10(2) C9' 0.125(10) 0.125(10) 0.125(10) 0.001(2) 0.000(2) 0.001(2) C10' 0.125(11) 0.125(11) 0.125(11) 0.001(2) 0.000(2) 0.001(2) C11 0.042(3) 0.065(4) 0.029(3) -0.001(3) 0.003(2) -0.011(3) C12 0.047(3) 0.076(5) 0.047(4) 0.008(3) 0.006(3) -0.003(3) C13 0.058(4) 0.102(6) 0.047(4) 0.006(4) -0.008(3) -0.001(4) C14 0.059(4) 0.097(6) 0.039(4) 0.003(4) -0.007(3) -0.007(4) C15 0.057(4) 0.091(6) 0.052(4) -0.023(4) 0.009(3) -0.024(4) C16 0.048(4) 0.068(4) 0.084(5) 0.001(4) 0.011(3) -0.015(3) C17 0.060(4) 0.091(5) 0.040(4) 0.002(4) 0.007(3) -0.020(4) N1 0.060(4) 0.072(4) 0.084(5) -0.014(3) -0.006(3) -0.009(3) N2 0.078(5) 0.150(8) 0.080(5) -0.010(5) 0.008(4) -0.045(5) N3 0.068(4) 0.079(4) 0.100(6) 0.002(4) 0.025(4) -0.004(4) N4 0.080(4) 0.080(4) 0.077(4) 0.020(4) 0.016(4) 0.015(4) C6 0.124(8) 0.105(7) 0.085(6) 0.005(6) 0.011(6) 0.016(7) N5 0.115(7) 0.116(7) 0.176(11) 0.040(7) 0.025(7) 0.065(6) N6 0.138(8) 0.181(10) 0.112(7) 0.061(7) 0.029(6) 0.103(8) C7 0.108(8) 0.145(9) 0.094(7) 0.033(6) 0.020(6) 0.068(7) N7 0.106(6) 0.127(7) 0.053(4) 0.026(4) 0.000(4) 0.028(5) N8 0.103(6) 0.134(8) 0.060(5) -0.023(5) 0.012(4) -0.029(5) O1 0.0198(18) 0.0152(18) 0.0096(18) 0.0055(15) 0.0002(15) 0.0045(16) O1' 0.0194(18) 0.0191(18) 0.0125(19) -0.0030(16) 0.0005(16) 0.0013(16) O2 0.080(3) 0.082(3) 0.028(2) 0.002(2) 0.004(2) 0.007(3) O3 0.091(4) 0.083(3) 0.046(3) 0.015(2) 0.000(2) 0.016(3) O4 0.223(10) 0.174(8) 0.070(4) 0.045(5) 0.022(5) 0.105(8) O5 0.215(9) 0.189(9) 0.064(4) 0.049(5) 0.030(5) 0.052(7) O6 0.200(9) 0.143(7) 0.066(4) -0.032(4) 0.002(5) -0.014(6) O7 0.170(8) 0.087(5) 0.120(6) -0.016(4) -0.011(5) 0.005(5) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1' 1.168(6) 12_656 ? Cu1 O3 1.962(5) . ? Cu1 O2 1.991(5) . ? Cu1 O1 1.994(6) 12_656 ? Cu1 N4 2.023(5) . ? Cu1 N1 2.209(6) . ? C1 N2 1.307(11) . ? C1 N1 1.387(11) . ? C2 N1 1.294(10) . ? C2 N3 1.298(11) . ? C3 N3 1.498(8) . ? C3 C4' 1.501(10) . ? C3 C4 1.518(10) . ? C4 C5 1.504(10) . ? C4' C5 1.32(4) . ? C5 C5 1.55(3) 2_765 ? C8 C9 1.494(10) . ? C8 N6 1.60(3) . ? C9 C10 1.504(10) . ? C8' N6 1.488(10) . ? C8' C9' 1.497(10) . ? C9' C10' 1.509(10) . ? C10' C10' 0.74(5) 13_565 ? C11 C16 1.384(9) . ? C11 C12 1.400(9) . ? C11 C17 1.547(8) . ? C12 O3 1.297(8) . ? C12 C13 1.398(9) . ? C13 C14 1.358(11) . ? C13 N7 1.456(11) . ? C14 C15 1.345(11) . ? C15 N8 1.424(11) . ? C15 C16 1.457(11) . ? C17 O2 1.220(8) . ? C17 O1 1.225(9) . ? C17 O1' 1.827(10) . ? N2 N3 1.340(10) . ? N4 C7 1.328(4) . ? N4 C6 1.328(4) . ? C6 N5 1.328(4) . ? N5 N6 1.328(4) . ? N6 C7 1.328(4) . ? N7 O5 1.200(10) . ? N7 O4 1.209(10) . ? N8 O6 1.236(10) . ? N8 O7 1.242(11) . ? O1 O1' 0.856(6) . ? O1 Cu1 1.994(6) 11_666 ? O1' Cu1 1.168(6) 11_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1' Cu1 O3 174.9(3) 12_656 . ? O1' Cu1 O2 88.0(3) 12_656 . ? O3 Cu1 O2 90.22(19) . . ? O1' Cu1 O1 8.4(3) 12_656 12_656 ? O3 Cu1 O1 175.6(2) . 12_656 ? O2 Cu1 O1 87.4(2) . 12_656 ? O1' Cu1 N4 93.4(3) 12_656 . ? O3 Cu1 N4 89.7(2) . . ? O2 Cu1 N4 163.3(2) . . ? O1 Cu1 N4 91.6(2) 12_656 . ? O1' Cu1 N1 81.3(3) 12_656 . ? O3 Cu1 N1 94.2(2) . . ? O2 Cu1 N1 96.3(2) . . ? O1 Cu1 N1 89.7(2) 12_656 . ? N4 Cu1 N1 100.4(2) . . ? N2 C1 N1 112.6(8) . . ? N1 C2 N3 109.9(7) . . ? N3 C3 C4' 113(2) . . ? N3 C3 C4 105.5(12) . . ? C4' C3 C4 16(3) . . ? C5 C4 C3 118.9(16) . . ? C5 C4' C3 134(3) . . ? C4' C5 C4 16(3) . . ? C4' C5 C5 103(2) . 2_765 ? C4 C5 C5 93.3(15) . 2_765 ? C9 C8 N6 97.1(15) . . ? C8 C9 C10 109(2) . . ? N6 C8' C9' 104.7(16) . . ? C8' C9' C10' 112(2) . . ? C10' C10' C9' 152(7) 13_565 . ? C16 C11 C12 122.4(6) . . ? C16 C11 C17 113.4(6) . . ? C12 C11 C17 124.1(6) . . ? O3 C12 C13 119.7(7) . . ? O3 C12 C11 123.7(6) . . ? C13 C12 C11 116.6(7) . . ? C14 C13 C12 121.6(7) . . ? C14 C13 N7 117.1(7) . . ? C12 C13 N7 121.2(8) . . ? C15 C14 C13 123.2(7) . . ? C14 C15 N8 124.4(8) . . ? C14 C15 C16 117.7(7) . . ? N8 C15 C16 117.8(8) . . ? C11 C16 C15 118.3(7) . . ? O2 C17 O1 122.2(6) . . ? O2 C17 C11 119.7(7) . . ? O1 C17 C11 118.1(7) . . ? O2 C17 O1' 99.0(5) . . ? O1 C17 O1' 23.4(3) . . ? C11 C17 O1' 140.9(6) . . ? C2 N1 C1 103.3(7) . . ? C2 N1 Cu1 124.8(6) . . ? C1 N1 Cu1 130.2(6) . . ? C1 N2 N3 102.2(7) . . ? C2 N3 N2 112.0(6) . . ? C2 N3 C3 128.2(9) . . ? N2 N3 C3 119.8(9) . . ? C7 N4 C6 108.0 . . ? C7 N4 Cu1 123.7(4) . . ? C6 N4 Cu1 128.2(4) . . ? N5 C6 N4 108.0 . . ? N6 N5 C6 108.0 . . ? N5 N6 C7 108.0 . . ? N5 N6 C8' 113.2(10) . . ? C7 N6 C8' 135.2(12) . . ? N5 N6 C8 128.8(13) . . ? C7 N6 C8 119.9(13) . . ? C8' N6 C8 36.5(12) . . ? N4 C7 N6 108.0 . . ? O5 N7 O4 122.1(9) . . ? O5 N7 C13 117.8(9) . . ? O4 N7 C13 120.0(7) . . ? O6 N8 O7 122.2(9) . . ? O6 N8 C15 116.1(10) . . ? O7 N8 C15 121.7(8) . . ? O1' O1 C17 121.9(7) . . ? O1' O1 Cu1 11.5(4) . 11_666 ? C17 O1 Cu1 110.5(5) . 11_666 ? O1 O1' Cu1 160.1(7) . 11_666 ? O1 O1' C17 34.7(5) . . ? Cu1 O1' C17 125.5(4) 11_666 . ? C17 O2 Cu1 131.4(5) . . ? C12 O3 Cu1 128.5(4) . . ? _diffrn_measured_fraction_theta_max 0.971 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.826 _refine_diff_density_min -0.432 _refine_diff_density_rms 0.101 data_Compound-7 _database_code_depnum_ccdc_archive 'CCDC 918066' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H28 Cu2 N10 O14' _chemical_formula_sum 'C28 H28 Cu2 N10 O14' _chemical_formula_weight 855.67 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M 'I 41/a' _symmetry_space_group_name_hall '-I 4ad' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z' '-y+3/4, x+1/4, z+1/4' 'y+1/4, -x+1/4, z+1/4' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1, z+1/2' '-y+5/4, x+3/4, z+3/4' 'y+3/4, -x+3/4, z+3/4' '-x, -y, -z' 'x, y-1/2, -z' 'y-3/4, -x-1/4, -z-1/4' '-y-1/4, x-1/4, -z-1/4' '-x+1/2, -y+1/2, -z+1/2' 'x+1/2, y, -z+1/2' 'y-1/4, -x+1/4, -z+1/4' '-y+1/4, x+1/4, -z+1/4' _cell_length_a 13.96450(10) _cell_length_b 13.96450(10) _cell_length_c 35.2304(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6870.18(12) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6823 _cell_measurement_theta_min 3.4011 _cell_measurement_theta_max 66.4554 _exptl_crystal_description rhomb _exptl_crystal_colour blue _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.655 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3488 _exptl_absorpt_coefficient_mu 2.266 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7968 _exptl_absorpt_correction_T_max 0.8164 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _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 Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15839 _diffrn_reflns_av_R_equivalents 0.0505 _diffrn_reflns_av_sigmaI/netI 0.0227 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -41 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 66.49 _reflns_number_total 2943 _reflns_number_gt 2230 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. For c4, c4', c5, c5', c6, c7 and o5' atoms, some anisotropic displacement ellipsoids were rather elongated which led us to use the ISOR restraint. ; _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^)+(0.1365P)^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 2943 _refine_ls_number_parameters 290 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.0730 _refine_ls_R_factor_gt 0.0603 _refine_ls_wR_factor_ref 0.1712 _refine_ls_wR_factor_gt 0.1571 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.63841(4) 0.38217(4) 0.404309(13) 0.0652(3) Uani 1 1 d . B . C1 C 0.8173(4) 0.3285(4) 0.44561(16) 0.0972(16) Uani 1 1 d . B . H1 H 0.7828 0.2972 0.4645 0.117 Uiso 1 1 calc R . . C2 C 0.8482(3) 0.4074(3) 0.39631(12) 0.0708(11) Uani 1 1 d . B . H2 H 0.8435 0.4439 0.3743 0.085 Uiso 1 1 calc R . . C3 C 1.0281(4) 0.4038(5) 0.40170(16) 0.1038(18) Uani 1 1 d . . . H3A H 1.0294 0.4268 0.3757 0.125 Uiso 1 1 calc R A 1 H3B H 1.0657 0.3455 0.4029 0.125 Uiso 1 1 calc R A 1 C4 C 1.0758(10) 0.4851(12) 0.4299(5) 0.117(4) Uani 0.635(17) 1 d PU B 1 H4A H 1.0676 0.4658 0.4562 0.141 Uiso 0.635(17) 1 calc PR B 1 H4B H 1.1438 0.4904 0.4249 0.141 Uiso 0.635(17) 1 calc PR B 1 C5 C 1.0296(10) 0.5782(10) 0.4238(4) 0.118(4) Uani 0.635(17) 1 d PU B 1 H5A H 1.0409 0.5985 0.3978 0.142 Uiso 0.635(17) 1 calc PR B 1 H5B H 0.9610 0.5712 0.4272 0.142 Uiso 0.635(17) 1 calc PR B 1 C6 C 1.0635(16) 0.6485(17) 0.4486(7) 0.194(9) Uani 0.635(17) 1 d PU B 1 H6A H 1.0359 0.6354 0.4733 0.233 Uiso 0.635(17) 1 calc PR B 1 H6B H 1.1320 0.6391 0.4510 0.233 Uiso 0.635(17) 1 calc PR B 1 C4' C 1.0832(14) 0.4368(15) 0.4308(6) 0.085(5) Uani 0.365(17) 1 d PU B 2 H4'1 H 1.1487 0.4409 0.4218 0.102 Uiso 0.365(17) 1 calc PR B 2 H4'2 H 1.0820 0.3892 0.4508 0.102 Uiso 0.365(17) 1 calc PR B 2 C5' C 1.0556(12) 0.5379(14) 0.4491(5) 0.093(6) Uani 0.365(17) 1 d PU B 2 H5'1 H 0.9867 0.5417 0.4524 0.111 Uiso 0.365(17) 1 calc PR B 2 H5'2 H 1.0854 0.5441 0.4738 0.111 Uiso 0.365(17) 1 calc PR B 2 C6' C 1.089(2) 0.620(2) 0.4230(7) 0.135(8) Uani 0.365(17) 1 d P B 2 H6'1 H 1.0639 0.6104 0.3977 0.162 Uiso 0.365(17) 1 calc PR B 2 H6'2 H 1.1588 0.6189 0.4213 0.162 Uiso 0.365(17) 1 calc PR B 2 C7 C 1.0495(8) 0.7400(11) 0.4415(4) 0.206(5) Uani 1 1 d U . . H7A H 1.0767 0.7563 0.4170 0.247 Uiso 1 1 calc R B 1 H7B H 1.0811 0.7785 0.4607 0.247 Uiso 1 1 calc R B 1 C8 C 0.4420(2) 0.3929(2) 0.45718(9) 0.0489(7) Uani 1 1 d . . . C9 C 0.5331(3) 0.3753(2) 0.47458(9) 0.0504(7) Uani 1 1 d . B . C10 C 0.5318(3) 0.3699(2) 0.51530(9) 0.0533(8) Uani 1 1 d . . . C11 C 0.4499(3) 0.3832(2) 0.53607(9) 0.0611(10) Uani 1 1 d . . . H11 H 0.4521 0.3805 0.5624 0.073 Uiso 1 1 calc R . . C12 C 0.3655(3) 0.4002(2) 0.51801(11) 0.0606(10) Uani 1 1 d . . . C13 C 0.3604(3) 0.4045(2) 0.47840(11) 0.0550(8) Uani 1 1 d . . . H13 H 0.3019 0.4152 0.4665 0.066 Uiso 1 1 calc R . . C14 C 0.4324(3) 0.3997(2) 0.41517(9) 0.0526(8) Uani 1 1 d . B . N3 N 0.9289(3) 0.3831(3) 0.41284(11) 0.0818(10) Uani 1 1 d . B . N2 N 0.9095(3) 0.3339(4) 0.44572(15) 0.1117(17) Uani 1 1 d . . . N1 N 0.7747(2) 0.3725(2) 0.41539(9) 0.0666(8) Uani 1 1 d . . . N4 N 0.6178(3) 0.3510(3) 0.53632(9) 0.0690(9) Uani 1 1 d . . . N5 N 0.2792(3) 0.4164(3) 0.54032(11) 0.0814(11) Uani 1 1 d . . . O2 O 0.50504(18) 0.3952(2) 0.39353(6) 0.0650(7) Uani 1 1 d . . . O1 O 0.35019(19) 0.4090(2) 0.40121(7) 0.0616(7) Uani 1 1 d . . . O3 O 0.61166(19) 0.3638(2) 0.45682(7) 0.0624(6) Uani 1 1 d . . . O4 O 0.6954(5) 0.3853(6) 0.5245(2) 0.0813(18) Uani 0.50 1 d P . . O4' O 0.6840(6) 0.3123(9) 0.5207(2) 0.102(2) Uani 0.50 1 d P . . O5 O 0.6104(9) 0.3111(5) 0.5679(3) 0.086(3) Uani 0.50 1 d P . . O5' O 0.6142(11) 0.3586(11) 0.5695(4) 0.131(4) Uani 0.50 1 d PU . . O6 O 0.2880(3) 0.4187(3) 0.57516(10) 0.1067(13) Uani 1 1 d . . . O7 O 0.2038(3) 0.4319(4) 0.52410(13) 0.1186(14) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0719(4) 0.0713(4) 0.0525(4) -0.0075(2) 0.00356(19) 0.0016(2) C1 0.081(3) 0.122(4) 0.088(3) 0.030(3) 0.010(3) 0.028(3) C2 0.065(2) 0.094(3) 0.053(2) -0.0066(19) 0.0073(17) 0.003(2) C3 0.065(3) 0.157(6) 0.090(3) -0.005(3) 0.010(2) 0.010(3) C4 0.092(6) 0.132(9) 0.128(8) 0.005(8) -0.010(5) -0.017(7) C5 0.105(7) 0.137(8) 0.113(7) 0.009(6) -0.012(6) -0.013(6) C6 0.183(11) 0.205(12) 0.195(12) -0.018(9) -0.023(9) -0.010(9) C4' 0.069(7) 0.087(9) 0.099(8) 0.003(7) -0.002(6) -0.009(7) C5' 0.092(8) 0.106(10) 0.080(8) -0.007(7) -0.016(6) -0.007(7) C6' 0.141(19) 0.17(2) 0.095(13) -0.016(13) 0.038(13) -0.020(16) C7 0.184(8) 0.221(9) 0.213(9) -0.002(7) -0.022(6) -0.064(8) C8 0.0635(19) 0.0449(16) 0.0383(15) -0.0063(12) 0.0017(13) -0.0045(13) C9 0.071(2) 0.0384(15) 0.0414(15) -0.0055(12) -0.0007(14) 0.0002(13) C10 0.079(2) 0.0400(15) 0.0405(16) -0.0009(12) -0.0031(15) -0.0012(14) C11 0.100(3) 0.0449(17) 0.0386(16) -0.0037(13) 0.0088(17) -0.0074(17) C12 0.082(2) 0.0518(18) 0.0480(19) -0.0057(14) 0.0165(17) -0.0053(16) C13 0.0612(19) 0.0493(17) 0.055(2) -0.0032(14) 0.0044(15) -0.0082(14) C14 0.064(2) 0.0535(18) 0.0399(16) -0.0092(13) -0.0044(15) -0.0046(14) N3 0.0591(19) 0.115(3) 0.071(2) -0.002(2) 0.0066(17) 0.0109(19) N2 0.069(3) 0.164(5) 0.102(3) 0.040(3) 0.010(2) 0.036(3) N1 0.0695(19) 0.073(2) 0.0571(17) -0.0063(15) 0.0042(15) 0.0067(16) N4 0.101(3) 0.0618(19) 0.0445(17) -0.0035(14) -0.0158(17) 0.0052(19) N5 0.098(3) 0.079(2) 0.067(2) 0.0029(17) 0.030(2) 0.001(2) O2 0.0639(15) 0.093(2) 0.0377(11) -0.0071(11) 0.0001(10) 0.0011(13) O1 0.0590(14) 0.0762(16) 0.0496(14) -0.0092(11) -0.0059(10) 0.0040(12) O3 0.0610(14) 0.0791(17) 0.0472(13) -0.0022(11) 0.0000(11) 0.0071(12) O4 0.077(4) 0.100(5) 0.068(4) 0.001(4) -0.017(3) 0.016(4) O4' 0.085(5) 0.152(8) 0.069(4) 0.016(5) -0.015(4) 0.014(6) O5 0.152(7) 0.060(4) 0.046(3) 0.021(3) -0.033(4) -0.010(4) O5' 0.144(7) 0.170(9) 0.080(6) -0.002(7) -0.026(5) 0.022(8) O6 0.151(3) 0.108(3) 0.0615(19) 0.0118(17) 0.046(2) 0.035(2) O7 0.081(2) 0.180(4) 0.095(3) -0.009(3) 0.030(2) -0.003(3) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O3 1.905(3) . ? Cu1 O2 1.909(3) . ? Cu1 N1 1.947(3) . ? Cu1 O1 1.992(3) 11_666 ? C1 N2 1.289(7) . ? C1 N1 1.366(6) . ? C2 N3 1.313(6) . ? C2 N1 1.320(5) . ? C3 C4' 1.36(2) . ? C3 N3 1.470(6) . ? C3 C4 1.650(17) . ? C4 C5 1.467(19) . ? C5 C6 1.40(2) . ? C6 C7 1.32(2) . ? C4' C5' 1.60(3) . ? C5' C6' 1.54(3) . ? C6' C7 1.88(3) . ? C7 C7 1.41(2) 2_765 ? C8 C13 1.373(5) . ? C8 C9 1.434(5) . ? C8 C14 1.489(4) . ? C9 O3 1.273(4) . ? C9 C10 1.437(4) . ? C10 C11 1.370(5) . ? C10 N4 1.436(5) . ? C11 C12 1.361(6) . ? C12 C13 1.398(6) . ? C12 N5 1.457(5) . ? C14 O1 1.256(5) . ? C14 O2 1.270(4) . ? N3 N2 1.374(6) . ? N4 O5' 1.173(14) . ? N4 O4' 1.204(10) . ? N4 O5 1.250(9) . ? N4 O4 1.256(9) . ? N5 O7 1.217(6) . ? N5 O6 1.234(5) . ? O1 Cu1 1.992(3) 12_656 ? O4 O4' 1.041(11) . ? O5 O5' 0.668(15) . ? 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 Cu1 O2 90.84(11) . . ? O3 Cu1 N1 89.29(13) . . ? O2 Cu1 N1 178.50(13) . . ? O3 Cu1 O1 176.92(12) . 11_666 ? O2 Cu1 O1 86.22(11) . 11_666 ? N1 Cu1 O1 93.67(13) . 11_666 ? N2 C1 N1 114.3(5) . . ? N3 C2 N1 110.3(4) . . ? C4' C3 N3 113.5(9) . . ? C4' C3 C4 23.9(8) . . ? N3 C3 C4 110.8(7) . . ? C5 C4 C3 110.0(10) . . ? C6 C5 C4 112.4(14) . . ? C7 C6 C5 120.9(19) . . ? C3 C4' C5' 117.7(15) . . ? C6' C5' C4' 110.0(16) . . ? C5' C6' C7 111.4(16) . . ? C6 C7 C7 109.7(16) . 2_765 ? C6 C7 C6' 32.6(13) . . ? C7 C7 C6' 117.8(15) 2_765 . ? C13 C8 C9 121.6(3) . . ? C13 C8 C14 117.3(3) . . ? C9 C8 C14 121.0(3) . . ? O3 C9 C8 125.2(3) . . ? O3 C9 C10 119.7(3) . . ? C8 C9 C10 115.1(3) . . ? C11 C10 N4 116.6(3) . . ? C11 C10 C9 122.5(3) . . ? N4 C10 C9 120.9(3) . . ? C12 C11 C10 119.8(3) . . ? C11 C12 C13 121.2(3) . . ? C11 C12 N5 119.5(4) . . ? C13 C12 N5 119.3(4) . . ? C8 C13 C12 119.8(4) . . ? O1 C14 O2 120.0(3) . . ? O1 C14 C8 118.6(3) . . ? O2 C14 C8 121.4(3) . . ? C2 N3 N2 109.5(4) . . ? C2 N3 C3 129.8(4) . . ? N2 N3 C3 120.6(4) . . ? C1 N2 N3 102.9(4) . . ? C2 N1 C1 102.9(4) . . ? C2 N1 Cu1 129.2(3) . . ? C1 N1 Cu1 127.8(3) . . ? O5' N4 O4' 121.8(8) . . ? O5' N4 O5 31.8(7) . . ? O4' N4 O5 105.6(7) . . ? O5' N4 O4 109.5(9) . . ? O4' N4 O4 50.0(5) . . ? O5 N4 O4 122.6(7) . . ? O5' N4 C10 117.5(8) . . ? O4' N4 C10 119.3(5) . . ? O5 N4 C10 118.2(7) . . ? O4 N4 C10 118.7(4) . . ? O7 N5 O6 123.3(4) . . ? O7 N5 C12 119.3(4) . . ? O6 N5 C12 117.2(5) . . ? C14 O2 Cu1 131.6(2) . . ? C14 O1 Cu1 104.9(2) . 12_656 ? C9 O3 Cu1 129.0(2) . . ? O4' O4 N4 62.4(7) . . ? O4 O4' N4 67.6(8) . . ? O5' O5 N4 67.8(16) . . ? O5 O5' N4 80.4(18) . . ? _diffrn_measured_fraction_theta_max 0.968 _diffrn_reflns_theta_full 66.49 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.518 _refine_diff_density_min -0.377 _refine_diff_density_rms 0.091 data_Compound-8 _database_code_depnum_ccdc_archive 'CCDC 918067' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H14 Cu N8 O7, 0.5H2O' _chemical_formula_sum 'C19 H15 Cu N8 O7.50' _chemical_formula_weight 538.92 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 5.0173(2) _cell_length_b 19.7139(7) _cell_length_c 21.1911(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.675(3) _cell_angle_gamma 90.00 _cell_volume 2095.88(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3886 _cell_measurement_theta_min 3.0574 _cell_measurement_theta_max 29.1392 _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.708 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096 _exptl_absorpt_coefficient_mu 1.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7615 _exptl_absorpt_correction_T_max 0.8426 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13291 _diffrn_reflns_av_R_equivalents 0.0392 _diffrn_reflns_av_sigmaI/netI 0.0421 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.06 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3811 _reflns_number_gt 3004 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0377P)^2^+0.8653P] 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 3811 _refine_ls_number_parameters 325 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0583 _refine_ls_R_factor_gt 0.0403 _refine_ls_wR_factor_ref 0.0896 _refine_ls_wR_factor_gt 0.0831 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.05032(7) 0.025905(17) 0.697228(16) 0.03079(13) Uani 1 1 d . . . C1 C 0.4679(5) -0.07879(14) 0.76556(13) 0.0290(6) Uani 1 1 d . . . C2 C 0.2606(5) -0.04981(15) 0.80239(13) 0.0300(6) Uani 1 1 d . . . C3 C 0.2235(6) -0.08009(15) 0.86308(14) 0.0351(7) Uani 1 1 d . . . C4 C 0.3647(6) -0.13577(16) 0.88359(14) 0.0392(7) Uani 1 1 d . . . H4 H 0.3290 -0.1554 0.9225 0.047 Uiso 1 1 calc R . . C5 C 0.5590(6) -0.16194(15) 0.84566(15) 0.0368(7) Uani 1 1 d . . . C6 C 0.6167(6) -0.13287(15) 0.78814(14) 0.0341(7) Uani 1 1 d . . . H6 H 0.7566 -0.1498 0.7644 0.041 Uiso 1 1 calc R . . C7 C 0.5423(5) -0.05085(14) 0.70232(13) 0.0305(6) Uani 1 1 d . . . C8 C -0.2155(6) 0.03957(15) 0.56731(14) 0.0369(7) Uani 1 1 d . . . H8 H -0.3518 0.0098 0.5777 0.044 Uiso 1 1 calc R . . C9 C 0.1308(6) 0.09883(15) 0.57447(14) 0.0356(7) Uani 1 1 d . . . H9 H 0.2854 0.1200 0.5889 0.043 Uiso 1 1 calc R . . C10 C 0.1325(6) 0.14586(17) 0.46458(15) 0.0415(8) Uani 1 1 d . . . H10A H 0.1871 0.1150 0.4315 0.050 Uiso 1 1 calc R . . H10B H 0.2889 0.1708 0.4787 0.050 Uiso 1 1 calc R . . C11 C -0.0691(6) 0.19502(15) 0.43800(13) 0.0334(7) Uani 1 1 d . . . C12 C -0.2135(8) 0.17787(17) 0.38571(18) 0.0581(10) Uani 1 1 d . . . H12 H -0.1884 0.1357 0.3671 0.070 Uiso 1 1 calc R . . C13 C -0.3971(8) 0.22250(18) 0.35990(19) 0.0622(11) Uani 1 1 d . . . H13 H -0.4963 0.2094 0.3246 0.075 Uiso 1 1 calc R . . C14 C -0.4362(6) 0.28543(15) 0.38504(14) 0.0364(7) Uani 1 1 d . . . C15 C -0.2902(8) 0.30269(19) 0.43750(17) 0.0570(10) Uani 1 1 d . . . H15 H -0.3130 0.3452 0.4557 0.068 Uiso 1 1 calc R . . C16 C -0.1087(8) 0.25765(19) 0.46392(16) 0.0566(10) Uani 1 1 d . . . H16 H -0.0124 0.2702 0.4998 0.068 Uiso 1 1 calc R . . C17 C -0.6181(6) 0.33544(18) 0.35237(16) 0.0456(8) Uani 1 1 d . . . H17A H -0.7865 0.3138 0.3418 0.055 Uiso 1 1 calc R . . H17B H -0.6535 0.3734 0.3802 0.055 Uiso 1 1 calc R . . C18 C -0.3414(7) 0.35515(17) 0.20322(16) 0.0483(8) Uani 1 1 d . . . H18 H -0.3120 0.3422 0.1617 0.058 Uiso 1 1 calc R . . C19 C -0.3106(6) 0.40828(15) 0.28884(14) 0.0352(7) Uani 1 1 d . . . H19 H -0.2611 0.4384 0.3206 0.042 Uiso 1 1 calc R . . N1 N -0.0161(5) 0.05688(12) 0.60818(11) 0.0329(6) Uani 1 1 d . . . N2 N -0.1983(5) 0.06858(14) 0.51197(12) 0.0415(6) Uani 1 1 d . . . N3 N 0.0273(5) 0.10634(12) 0.51767(11) 0.0340(6) Uani 1 1 d . . . N4 N -0.4896(5) 0.35980(13) 0.29444(12) 0.0379(6) Uani 1 1 d . . . N5 N -0.5115(6) 0.32418(15) 0.23966(14) 0.0537(8) Uani 1 1 d . . . N6 N -0.2116(5) 0.40772(12) 0.23120(11) 0.0348(6) Uani 1 1 d . . . N7 N 0.0288(6) -0.05320(17) 0.90708(12) 0.0487(7) Uani 1 1 d . . . N8 N 0.7092(6) -0.22039(14) 0.86817(15) 0.0498(7) Uani 1 1 d . . . O1 O 0.7673(4) -0.06446(10) 0.68171(9) 0.0367(5) Uani 1 1 d . . . O2 O 0.3777(4) -0.01427(10) 0.67124(9) 0.0366(5) Uani 1 1 d . . . O3 O 0.1157(4) 0.00032(10) 0.78391(9) 0.0357(5) Uani 1 1 d . . . O4 O -0.0438(9) 0.00448(19) 0.90261(14) 0.1178(16) Uani 1 1 d . . . O5 O -0.0554(5) -0.09003(15) 0.94804(13) 0.0740(8) Uani 1 1 d . . . O6 O 0.6185(6) -0.25249(13) 0.91285(13) 0.0721(8) Uani 1 1 d . . . O7 O 0.9163(5) -0.23510(13) 0.84175(14) 0.0649(7) Uani 1 1 d . . . O1W O -0.5174(19) 0.0344(5) 0.9711(5) 0.159(4) Uani 0.50 1 d P . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0345(2) 0.0337(2) 0.0241(2) 0.00359(15) -0.00058(14) 0.00345(15) C1 0.0279(14) 0.0297(15) 0.0294(16) 0.0006(12) -0.0030(12) -0.0043(12) C2 0.0320(15) 0.0328(16) 0.0250(15) -0.0008(13) -0.0052(12) -0.0048(13) C3 0.0386(16) 0.0394(18) 0.0273(16) 0.0012(13) 0.0001(13) -0.0010(14) C4 0.0486(19) 0.0394(18) 0.0295(17) 0.0084(14) -0.0062(14) -0.0073(15) C5 0.0411(17) 0.0304(16) 0.0387(18) 0.0052(14) -0.0144(14) 0.0008(14) C6 0.0316(15) 0.0328(16) 0.0378(18) -0.0043(14) -0.0045(13) -0.0012(13) C7 0.0315(16) 0.0299(15) 0.0302(16) -0.0024(13) -0.0003(13) -0.0051(13) C8 0.0386(17) 0.0398(18) 0.0323(17) 0.0066(14) -0.0003(14) -0.0016(14) C9 0.0414(17) 0.0349(17) 0.0305(17) 0.0051(14) -0.0031(14) -0.0010(14) C10 0.0470(18) 0.045(2) 0.0325(17) 0.0124(15) 0.0091(14) -0.0010(15) C11 0.0401(17) 0.0341(17) 0.0262(16) 0.0072(13) 0.0041(13) -0.0019(13) C12 0.085(3) 0.0324(19) 0.057(2) -0.0083(17) -0.025(2) 0.0065(18) C13 0.081(3) 0.044(2) 0.060(3) -0.0035(18) -0.037(2) -0.0031(19) C14 0.0374(17) 0.0357(18) 0.0362(18) 0.0103(14) 0.0067(14) -0.0041(13) C15 0.084(3) 0.047(2) 0.040(2) -0.0116(17) -0.0063(19) 0.0193(19) C16 0.078(3) 0.059(2) 0.0319(19) -0.0107(17) -0.0182(17) 0.0179(19) C17 0.0394(18) 0.046(2) 0.051(2) 0.0141(16) 0.0082(15) 0.0009(15) C18 0.065(2) 0.044(2) 0.0353(19) -0.0003(16) -0.0076(16) -0.0149(17) C19 0.0404(17) 0.0300(16) 0.0352(18) 0.0020(13) -0.0032(14) -0.0022(13) N1 0.0393(14) 0.0354(14) 0.0241(13) 0.0032(11) -0.0007(11) 0.0042(11) N2 0.0424(15) 0.0495(17) 0.0325(15) 0.0082(13) -0.0024(12) -0.0034(13) N3 0.0390(14) 0.0366(14) 0.0262(14) 0.0058(11) -0.0012(11) 0.0022(11) N4 0.0380(14) 0.0355(14) 0.0401(16) 0.0085(12) -0.0023(12) 0.0003(12) N5 0.0622(18) 0.0520(18) 0.0469(18) 0.0034(15) -0.0052(15) -0.0224(15) N6 0.0428(14) 0.0309(14) 0.0305(14) 0.0020(11) -0.0059(11) -0.0045(11) N7 0.0567(17) 0.064(2) 0.0250(15) 0.0069(14) -0.0020(13) 0.0124(15) N8 0.0593(19) 0.0365(16) 0.0532(19) 0.0006(15) -0.0203(15) 0.0023(14) O1 0.0328(11) 0.0383(12) 0.0393(12) -0.0020(10) 0.0072(9) 0.0009(9) O2 0.0330(11) 0.0479(13) 0.0291(11) 0.0092(10) 0.0041(9) 0.0042(9) O3 0.0413(11) 0.0412(12) 0.0247(11) 0.0043(9) 0.0007(9) 0.0111(10) O4 0.197(4) 0.101(3) 0.058(2) 0.0317(18) 0.061(2) 0.087(3) O5 0.0855(19) 0.087(2) 0.0502(17) 0.0166(15) 0.0283(15) 0.0048(16) O6 0.102(2) 0.0522(16) 0.0617(18) 0.0247(14) -0.0100(16) 0.0152(15) O7 0.0558(16) 0.0495(16) 0.089(2) 0.0007(14) -0.0149(15) 0.0160(12) O1W 0.134(7) 0.154(9) 0.191(11) -0.017(6) 0.060(7) -0.004(6) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.9107(19) . ? Cu1 O3 1.9292(19) . ? Cu1 N6 1.995(2) 4_566 ? Cu1 N1 2.008(2) . ? Cu1 O1 2.300(2) 1_455 ? C1 C6 1.384(4) . ? C1 C2 1.427(4) . ? C1 C7 1.500(4) . ? C2 O3 1.285(3) . ? C2 C3 1.432(4) . ? C3 C4 1.374(4) . ? C3 N7 1.458(4) . ? C4 C5 1.372(4) . ? C4 H4 0.9300 . ? C5 C6 1.381(4) . ? C5 N8 1.454(4) . ? C6 H6 0.9300 . ? C7 O1 1.244(3) . ? C7 O2 1.274(3) . ? C8 N2 1.308(4) . ? C8 N1 1.359(4) . ? C8 H8 0.9300 . ? C9 N3 1.314(4) . ? C9 N1 1.323(4) . ? C9 H9 0.9300 . ? C10 N3 1.472(4) . ? C10 C11 1.505(4) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.359(4) . ? C11 C16 1.367(4) . ? C12 C13 1.382(5) . ? C12 H12 0.9300 . ? C13 C14 1.365(5) . ? C13 H13 0.9300 . ? C14 C15 1.367(5) . ? C14 C17 1.507(4) . ? C15 C16 1.385(5) . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 N4 1.474(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N5 1.309(4) . ? C18 N6 1.357(4) . ? C18 H18 0.9300 . ? C19 N4 1.318(4) . ? C19 N6 1.324(4) . ? C19 H19 0.9300 . ? N2 N3 1.359(3) . ? N4 N5 1.360(4) . ? N6 Cu1 1.995(2) 4_565 ? N7 O4 1.198(4) . ? N7 O5 1.211(3) . ? N8 O7 1.221(4) . ? N8 O6 1.230(4) . ? O1 Cu1 2.300(2) 1_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cu1 O3 91.66(8) . . ? O2 Cu1 N6 161.48(10) . 4_566 ? O3 Cu1 N6 86.17(9) . 4_566 ? O2 Cu1 N1 89.36(9) . . ? O3 Cu1 N1 177.45(9) . . ? N6 Cu1 N1 92.11(10) 4_566 . ? O2 Cu1 O1 99.75(8) . 1_455 ? O3 Cu1 O1 91.80(8) . 1_455 ? N6 Cu1 O1 98.71(8) 4_566 1_455 ? N1 Cu1 O1 90.33(9) . 1_455 ? C6 C1 C2 120.9(3) . . ? C6 C1 C7 116.9(2) . . ? C2 C1 C7 122.2(2) . . ? O3 C2 C1 123.7(2) . . ? O3 C2 C3 121.0(2) . . ? C1 C2 C3 115.3(3) . . ? C4 C3 C2 123.0(3) . . ? C4 C3 N7 115.8(3) . . ? C2 C3 N7 121.2(3) . . ? C5 C4 C3 118.8(3) . . ? C5 C4 H4 120.6 . . ? C3 C4 H4 120.6 . . ? C4 C5 C6 121.3(3) . . ? C4 C5 N8 118.4(3) . . ? C6 C5 N8 120.4(3) . . ? C5 C6 C1 120.5(3) . . ? C5 C6 H6 119.8 . . ? C1 C6 H6 119.8 . . ? O1 C7 O2 121.7(3) . . ? O1 C7 C1 118.1(3) . . ? O2 C7 C1 120.2(2) . . ? N2 C8 N1 113.9(3) . . ? N2 C8 H8 123.0 . . ? N1 C8 H8 123.0 . . ? N3 C9 N1 110.4(3) . . ? N3 C9 H9 124.8 . . ? N1 C9 H9 124.8 . . ? N3 C10 C11 112.4(2) . . ? N3 C10 H10A 109.1 . . ? C11 C10 H10A 109.1 . . ? N3 C10 H10B 109.1 . . ? C11 C10 H10B 109.1 . . ? H10A C10 H10B 107.9 . . ? C12 C11 C16 118.3(3) . . ? C12 C11 C10 119.6(3) . . ? C16 C11 C10 122.1(3) . . ? C11 C12 C13 120.7(3) . . ? C11 C12 H12 119.6 . . ? C13 C12 H12 119.6 . . ? C14 C13 C12 121.5(3) . . ? C14 C13 H13 119.3 . . ? C12 C13 H13 119.3 . . ? C13 C14 C15 117.7(3) . . ? C13 C14 C17 120.3(3) . . ? C15 C14 C17 121.8(3) . . ? C14 C15 C16 120.8(3) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C11 C16 C15 121.0(3) . . ? C11 C16 H16 119.5 . . ? C15 C16 H16 119.5 . . ? N4 C17 C14 109.1(2) . . ? N4 C17 H17A 109.9 . . ? C14 C17 H17A 109.9 . . ? N4 C17 H17B 109.9 . . ? C14 C17 H17B 109.9 . . ? H17A C17 H17B 108.3 . . ? N5 C18 N6 114.3(3) . . ? N5 C18 H18 122.8 . . ? N6 C18 H18 122.8 . . ? N4 C19 N6 109.9(3) . . ? N4 C19 H19 125.0 . . ? N6 C19 H19 125.0 . . ? C9 N1 C8 102.9(2) . . ? C9 N1 Cu1 127.6(2) . . ? C8 N1 Cu1 129.5(2) . . ? C8 N2 N3 102.9(2) . . ? C9 N3 N2 109.8(2) . . ? C9 N3 C10 128.2(3) . . ? N2 N3 C10 121.9(2) . . ? C19 N4 N5 110.2(2) . . ? C19 N4 C17 128.1(3) . . ? N5 N4 C17 120.7(3) . . ? C18 N5 N4 102.5(3) . . ? C19 N6 C18 103.1(3) . . ? C19 N6 Cu1 125.7(2) . 4_565 ? C18 N6 Cu1 131.2(2) . 4_565 ? O4 N7 O5 121.2(3) . . ? O4 N7 C3 120.0(3) . . ? O5 N7 C3 118.8(3) . . ? O7 N8 O6 123.7(3) . . ? O7 N8 C5 118.6(3) . . ? O6 N8 C5 117.7(3) . . ? C7 O1 Cu1 110.12(17) . 1_655 ? C7 O2 Cu1 129.78(18) . . ? C2 O3 Cu1 125.48(17) . . ? 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 C6 C1 C2 O3 -179.9(3) . . . . ? C7 C1 C2 O3 2.6(4) . . . . ? C6 C1 C2 C3 0.7(4) . . . . ? C7 C1 C2 C3 -176.8(3) . . . . ? O3 C2 C3 C4 176.8(3) . . . . ? C1 C2 C3 C4 -3.8(4) . . . . ? O3 C2 C3 N7 -2.8(4) . . . . ? C1 C2 C3 N7 176.6(3) . . . . ? C2 C3 C4 C5 3.1(5) . . . . ? N7 C3 C4 C5 -177.3(3) . . . . ? C3 C4 C5 C6 0.9(5) . . . . ? C3 C4 C5 N8 179.3(3) . . . . ? C4 C5 C6 C1 -3.9(5) . . . . ? N8 C5 C6 C1 177.7(3) . . . . ? C2 C1 C6 C5 3.1(4) . . . . ? C7 C1 C6 C5 -179.3(3) . . . . ? C6 C1 C7 O1 -18.5(4) . . . . ? C2 C1 C7 O1 159.1(3) . . . . ? C6 C1 C7 O2 161.6(3) . . . . ? C2 C1 C7 O2 -20.8(4) . . . . ? N3 C10 C11 C12 -97.9(4) . . . . ? N3 C10 C11 C16 83.6(4) . . . . ? C16 C11 C12 C13 -0.6(5) . . . . ? C10 C11 C12 C13 -179.1(3) . . . . ? C11 C12 C13 C14 1.3(6) . . . . ? C12 C13 C14 C15 -1.0(6) . . . . ? C12 C13 C14 C17 174.1(3) . . . . ? C13 C14 C15 C16 0.1(5) . . . . ? C17 C14 C15 C16 -174.9(3) . . . . ? C12 C11 C16 C15 -0.3(5) . . . . ? C10 C11 C16 C15 178.2(3) . . . . ? C14 C15 C16 C11 0.5(6) . . . . ? C13 C14 C17 N4 -71.4(4) . . . . ? C15 C14 C17 N4 103.6(4) . . . . ? N3 C9 N1 C8 0.2(3) . . . . ? N3 C9 N1 Cu1 178.93(19) . . . . ? N2 C8 N1 C9 -0.4(3) . . . . ? N2 C8 N1 Cu1 -179.2(2) . . . . ? O2 Cu1 N1 C9 -61.7(2) . . . . ? O3 Cu1 N1 C9 52(2) . . . . ? N6 Cu1 N1 C9 99.9(2) 4_566 . . . ? O1 Cu1 N1 C9 -161.4(2) 1_455 . . . ? O2 Cu1 N1 C8 116.8(2) . . . . ? O3 Cu1 N1 C8 -129.5(19) . . . . ? N6 Cu1 N1 C8 -81.7(3) 4_566 . . . ? O1 Cu1 N1 C8 17.1(2) 1_455 . . . ? N1 C8 N2 N3 0.5(3) . . . . ? N1 C9 N3 N2 0.1(3) . . . . ? N1 C9 N3 C10 -177.1(3) . . . . ? C8 N2 N3 C9 -0.4(3) . . . . ? C8 N2 N3 C10 177.1(3) . . . . ? C11 C10 N3 C9 -126.9(3) . . . . ? C11 C10 N3 N2 56.2(4) . . . . ? N6 C19 N4 N5 1.0(3) . . . . ? N6 C19 N4 C17 169.7(3) . . . . ? C14 C17 N4 C19 -82.6(4) . . . . ? C14 C17 N4 N5 85.0(4) . . . . ? N6 C18 N5 N4 0.4(4) . . . . ? C19 N4 N5 C18 -0.9(3) . . . . ? C17 N4 N5 C18 -170.5(3) . . . . ? N4 C19 N6 C18 -0.7(3) . . . . ? N4 C19 N6 Cu1 176.31(18) . . . 4_565 ? N5 C18 N6 C19 0.2(4) . . . . ? N5 C18 N6 Cu1 -176.6(2) . . . 4_565 ? C4 C3 N7 O4 157.7(4) . . . . ? C2 C3 N7 O4 -22.7(5) . . . . ? C4 C3 N7 O5 -21.8(4) . . . . ? C2 C3 N7 O5 157.8(3) . . . . ? C4 C5 N8 O7 -164.7(3) . . . . ? C6 C5 N8 O7 13.7(4) . . . . ? C4 C5 N8 O6 15.6(4) . . . . ? C6 C5 N8 O6 -165.9(3) . . . . ? O2 C7 O1 Cu1 79.2(3) . . . 1_655 ? C1 C7 O1 Cu1 -100.8(2) . . . 1_655 ? O1 C7 O2 Cu1 -168.5(2) . . . . ? C1 C7 O2 Cu1 11.4(4) . . . . ? O3 Cu1 O2 C7 8.0(3) . . . . ? N6 Cu1 O2 C7 90.9(4) 4_566 . . . ? N1 Cu1 O2 C7 -174.4(3) . . . . ? O1 Cu1 O2 C7 -84.1(3) 1_455 . . . ? C1 C2 O3 Cu1 23.6(4) . . . . ? C3 C2 O3 Cu1 -157.0(2) . . . . ? O2 Cu1 O3 C2 -25.8(2) . . . . ? N6 Cu1 O3 C2 172.6(2) 4_566 . . . ? N1 Cu1 O3 C2 -139.5(19) . . . . ? O1 Cu1 O3 C2 74.0(2) 1_455 . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.421 _refine_diff_density_min -0.303 _refine_diff_density_rms 0.057 data_Compound-9 _database_code_depnum_ccdc_archive 'CCDC 918068' #TrackingRef 'crystals.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H16 Cd2 N10 O16' _chemical_formula_sum 'C20 H16 Cd2 N10 O16' _chemical_formula_weight 877.22 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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 4.8279(2) _cell_length_b 10.5174(4) _cell_length_c 13.4622(4) _cell_angle_alpha 103.093(3) _cell_angle_beta 98.068(3) _cell_angle_gamma 92.034(3) _cell_volume 657.60(4) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4137 _cell_measurement_theta_min 2.8059 _cell_measurement_theta_max 29.1771 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.215 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 430 _exptl_absorpt_coefficient_mu 1.721 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6089 _exptl_absorpt_correction_T_max 0.6632 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4064 _diffrn_reflns_av_R_equivalents 0.0130 _diffrn_reflns_av_sigmaI/netI 0.0171 _diffrn_reflns_limit_h_min -5 _diffrn_reflns_limit_h_max 5 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.81 _diffrn_reflns_theta_max 25.35 _reflns_number_total 2390 _reflns_number_gt 2265 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(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. H atoms of O1W were refined isotropically with distance restraints of O---H = 0.85+-0.02 \%A. The distance of H1A...H1B was restrained to 1.44+-0.02 \%A. ; _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^)+(0.0215P)^2^+0.4097P] 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 2390 _refine_ls_number_parameters 223 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0178 _refine_ls_R_factor_gt 0.0166 _refine_ls_wR_factor_ref 0.0405 _refine_ls_wR_factor_gt 0.0403 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Cd1 Cd 0.20855(3) 0.142213(14) 0.576644(10) 0.01844(6) Uani 1 1 d . . . N2 N 0.0602(4) 0.44519(19) 0.85348(14) 0.0290(4) Uani 1 1 d . . . C2 C 0.3371(5) 0.2857(2) 0.81517(16) 0.0237(5) Uani 1 1 d . . . H2 H 0.4805 0.2301 0.8221 0.028 Uiso 1 1 calc R . . C3 C 0.4336(5) 0.4317(2) 0.99340(15) 0.0262(5) Uani 1 1 d . . . H3A H 0.5777 0.3733 1.0071 0.031 Uiso 1 1 calc R . . H3B H 0.3034 0.4328 1.0422 0.031 Uiso 1 1 calc R . . C4 C 0.1571(4) 0.10459(19) 0.30187(15) 0.0182(4) Uani 1 1 d . . . C5 C -0.0211(4) 0.19828(19) 0.35249(15) 0.0185(4) Uani 1 1 d . . . C6 C -0.1567(4) 0.2756(2) 0.28701(16) 0.0207(4) Uani 1 1 d . . . C7 C -0.1336(4) 0.2589(2) 0.18420(16) 0.0235(4) Uani 1 1 d . . . H7 H -0.2361 0.3073 0.1440 0.028 Uiso 1 1 calc R . . C8 C 0.0436(5) 0.1694(2) 0.14187(15) 0.0223(4) Uani 1 1 d . . . C9 C 0.1920(4) 0.0948(2) 0.20013(15) 0.0209(4) Uani 1 1 d . . . H9 H 0.3166 0.0376 0.1708 0.025 Uiso 1 1 calc R . . C10 C 0.3101(4) 0.01135(19) 0.35535(14) 0.0172(4) Uani 1 1 d . . . N1 N 0.1552(4) 0.27721(17) 0.73041(13) 0.0231(4) Uani 1 1 d . . . C1 C -0.0092(5) 0.3769(2) 0.75811(16) 0.0268(5) Uani 1 1 d . . . H1 H -0.1588 0.3955 0.7133 0.032 Uiso 1 1 calc R . . N3 N 0.2855(4) 0.38466(17) 0.88847(13) 0.0219(4) Uani 1 1 d . . . N5 N -0.3234(4) 0.38301(18) 0.32726(15) 0.0271(4) Uani 1 1 d . . . N6 N 0.0806(4) 0.15806(18) 0.03505(14) 0.0269(4) Uani 1 1 d . . . O1 O 0.5220(3) -0.03460(15) 0.32206(11) 0.0250(3) Uani 1 1 d . . . O2 O 0.2171(3) -0.02040(13) 0.43159(10) 0.0186(3) Uani 1 1 d . . . O3 O -0.0596(3) 0.21157(15) 0.44611(11) 0.0235(3) Uani 1 1 d . . . O4 O -0.2676(5) 0.44154(18) 0.41850(13) 0.0472(5) Uani 1 1 d . . . O5 O -0.5075(4) 0.41490(19) 0.26732(15) 0.0461(5) Uani 1 1 d . . . O6 O -0.0821(4) 0.21120(18) -0.01906(12) 0.0395(4) Uani 1 1 d . . . O7 O 0.2725(4) 0.09645(19) 0.00290(13) 0.0426(4) Uani 1 1 d . . . O1W O 0.5303(3) 0.29638(16) 0.55561(13) 0.0292(3) Uani 1 1 d D . . H1B H 0.642(5) 0.272(3) 0.5145(19) 0.044 Uiso 1 1 d D . . H1A H 0.460(5) 0.367(2) 0.550(2) 0.044 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 Cd1 0.02279(9) 0.01810(9) 0.01266(8) 0.00085(5) 0.00055(5) 0.00422(6) N2 0.0300(10) 0.0296(10) 0.0230(10) -0.0011(8) -0.0010(8) 0.0129(8) C2 0.0250(11) 0.0243(11) 0.0193(10) -0.0001(8) 0.0013(8) 0.0097(9) C3 0.0356(12) 0.0258(11) 0.0136(10) -0.0001(8) -0.0015(9) 0.0041(10) C4 0.0185(10) 0.0183(10) 0.0180(10) 0.0049(8) 0.0016(7) 0.0040(8) C5 0.0182(10) 0.0190(10) 0.0172(10) 0.0035(8) 0.0006(8) 0.0020(8) C6 0.0215(10) 0.0185(10) 0.0233(11) 0.0056(8) 0.0046(8) 0.0068(8) C7 0.0261(11) 0.0227(11) 0.0225(11) 0.0093(8) -0.0009(8) 0.0052(9) C8 0.0294(11) 0.0224(11) 0.0163(10) 0.0064(8) 0.0034(8) 0.0037(9) C9 0.0221(10) 0.0212(10) 0.0195(10) 0.0041(8) 0.0039(8) 0.0053(8) C10 0.0185(10) 0.0165(10) 0.0138(9) -0.0005(7) -0.0007(7) 0.0024(8) N1 0.0249(9) 0.0240(9) 0.0168(9) -0.0019(7) 0.0006(7) 0.0056(7) C1 0.0254(11) 0.0296(12) 0.0215(11) 0.0000(9) -0.0022(9) 0.0094(9) N3 0.0247(9) 0.0226(9) 0.0147(8) -0.0008(7) -0.0019(7) 0.0047(7) N5 0.0306(10) 0.0232(10) 0.0311(11) 0.0098(8) 0.0094(8) 0.0100(8) N6 0.0368(11) 0.0254(10) 0.0201(9) 0.0077(8) 0.0052(8) 0.0048(8) O1 0.0270(8) 0.0298(8) 0.0217(7) 0.0083(6) 0.0078(6) 0.0157(7) O2 0.0229(7) 0.0171(7) 0.0160(7) 0.0041(5) 0.0024(5) 0.0030(6) O3 0.0272(8) 0.0278(8) 0.0177(7) 0.0068(6) 0.0056(6) 0.0126(6) O4 0.0786(14) 0.0360(10) 0.0281(10) 0.0043(8) 0.0104(9) 0.0308(10) O5 0.0396(10) 0.0470(11) 0.0496(11) 0.0087(9) -0.0023(8) 0.0277(9) O6 0.0542(11) 0.0460(10) 0.0232(8) 0.0173(8) 0.0042(8) 0.0177(9) O7 0.0511(11) 0.0549(11) 0.0292(9) 0.0144(8) 0.0190(8) 0.0231(9) O1W 0.0265(9) 0.0268(9) 0.0375(9) 0.0096(7) 0.0107(7) 0.0078(7) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cd1 O1 2.2669(14) 2_656 ? Cd1 N1 2.2828(16) . ? Cd1 O2 2.2922(13) . ? Cd1 O1W 2.2967(16) . ? Cd1 O3 2.3032(14) . ? Cd1 O2 2.3581(14) 2_556 ? N2 C1 1.312(3) . ? N2 N3 1.361(3) . ? C2 N3 1.319(3) . ? C2 N1 1.322(3) . ? C2 H2 0.9300 . ? C3 N3 1.458(3) . ? C3 C3 1.515(5) 2_667 ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C9 1.385(3) . ? C4 C5 1.448(3) . ? C4 C10 1.499(3) . ? C5 O3 1.277(2) . ? C5 C6 1.438(3) . ? C6 C7 1.376(3) . ? C6 N5 1.458(3) . ? C7 C8 1.376(3) . ? C7 H7 0.9300 . ? C8 C9 1.380(3) . ? C8 N6 1.453(3) . ? C9 H9 0.9300 . ? C10 O1 1.244(2) . ? C10 O2 1.281(2) . ? N1 C1 1.354(3) . ? C1 H1 0.9300 . ? N5 O5 1.223(3) . ? N5 O4 1.230(3) . ? N6 O7 1.222(2) . ? N6 O6 1.231(2) . ? O1 Cd1 2.2669(14) 2_656 ? O2 Cd1 2.3581(14) 2_556 ? O1W H1B 0.833(16) . ? O1W H1A 0.846(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 O1 Cd1 N1 83.69(6) 2_656 . ? O1 Cd1 O2 92.39(5) 2_656 . ? N1 Cd1 O2 169.87(6) . . ? O1 Cd1 O1W 101.43(6) 2_656 . ? N1 Cd1 O1W 88.67(6) . . ? O2 Cd1 O1W 101.28(5) . . ? O1 Cd1 O3 167.57(5) 2_656 . ? N1 Cd1 O3 108.41(6) . . ? O2 Cd1 O3 75.20(5) . . ? O1W Cd1 O3 82.09(6) . . ? O1 Cd1 O2 96.63(5) 2_656 2_556 ? N1 Cd1 O2 92.11(6) . 2_556 ? O2 Cd1 O2 79.03(5) . 2_556 ? O1W Cd1 O2 161.90(5) . 2_556 ? O3 Cd1 O2 80.50(5) . 2_556 ? C1 N2 N3 102.37(17) . . ? N3 C2 N1 110.04(18) . . ? N3 C2 H2 125.0 . . ? N1 C2 H2 125.0 . . ? N3 C3 C3 109.8(2) . 2_667 ? N3 C3 H3A 109.7 . . ? C3 C3 H3A 109.7 2_667 . ? N3 C3 H3B 109.7 . . ? C3 C3 H3B 109.7 2_667 . ? H3A C3 H3B 108.2 . . ? C9 C4 C5 121.54(18) . . ? C9 C4 C10 116.15(17) . . ? C5 C4 C10 122.31(17) . . ? O3 C5 C6 122.20(18) . . ? O3 C5 C4 124.03(17) . . ? C6 C5 C4 113.76(17) . . ? C7 C6 C5 123.90(18) . . ? C7 C6 N5 114.64(18) . . ? C5 C6 N5 121.42(18) . . ? C6 C7 C8 118.93(19) . . ? C6 C7 H7 120.5 . . ? C8 C7 H7 120.5 . . ? C7 C8 C9 121.11(19) . . ? C7 C8 N6 118.68(18) . . ? C9 C8 N6 120.16(18) . . ? C8 C9 C4 120.56(19) . . ? C8 C9 H9 119.7 . . ? C4 C9 H9 119.7 . . ? O1 C10 O2 122.29(18) . . ? O1 C10 C4 118.08(18) . . ? O2 C10 C4 119.62(17) . . ? C2 N1 C1 103.09(17) . . ? C2 N1 Cd1 121.93(14) . . ? C1 N1 Cd1 134.00(14) . . ? N2 C1 N1 114.38(19) . . ? N2 C1 H1 122.8 . . ? N1 C1 H1 122.8 . . ? C2 N3 N2 110.11(17) . . ? C2 N3 C3 129.17(18) . . ? N2 N3 C3 120.71(17) . . ? O5 N5 O4 122.36(19) . . ? O5 N5 C6 118.24(18) . . ? O4 N5 C6 119.34(18) . . ? O7 N6 O6 122.86(19) . . ? O7 N6 C8 118.54(18) . . ? O6 N6 C8 118.60(18) . . ? C10 O1 Cd1 116.33(12) . 2_656 ? C10 O2 Cd1 117.54(12) . . ? C10 O2 Cd1 125.89(12) . 2_556 ? Cd1 O2 Cd1 100.97(5) . 2_556 ? C5 O3 Cd1 128.49(12) . . ? Cd1 O1W H1B 118(2) . . ? Cd1 O1W H1A 113.1(19) . . ? H1B O1W H1A 114(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 C4 C5 O3 -179.72(19) . . . . ? C10 C4 C5 O3 1.3(3) . . . . ? C9 C4 C5 C6 1.0(3) . . . . ? C10 C4 C5 C6 -177.93(18) . . . . ? O3 C5 C6 C7 -176.0(2) . . . . ? C4 C5 C6 C7 3.2(3) . . . . ? O3 C5 C6 N5 6.4(3) . . . . ? C4 C5 C6 N5 -174.31(18) . . . . ? C5 C6 C7 C8 -4.6(3) . . . . ? N5 C6 C7 C8 173.13(19) . . . . ? C6 C7 C8 C9 1.5(3) . . . . ? C6 C7 C8 N6 -176.18(19) . . . . ? C7 C8 C9 C4 2.7(3) . . . . ? N6 C8 C9 C4 -179.69(19) . . . . ? C5 C4 C9 C8 -3.9(3) . . . . ? C10 C4 C9 C8 175.09(19) . . . . ? C9 C4 C10 O1 23.9(3) . . . . ? C5 C4 C10 O1 -157.07(19) . . . . ? C9 C4 C10 O2 -154.67(18) . . . . ? C5 C4 C10 O2 24.3(3) . . . . ? N3 C2 N1 C1 -0.4(3) . . . . ? N3 C2 N1 Cd1 169.76(14) . . . . ? O1 Cd1 N1 C2 22.09(17) 2_656 . . . ? O2 Cd1 N1 C2 89.8(3) . . . . ? O1W Cd1 N1 C2 -79.57(18) . . . . ? O3 Cd1 N1 C2 -160.78(17) . . . . ? O2 Cd1 N1 C2 118.52(18) 2_556 . . . ? O1 Cd1 N1 C1 -171.4(2) 2_656 . . . ? O2 Cd1 N1 C1 -103.7(3) . . . . ? O1W Cd1 N1 C1 87.0(2) . . . . ? O3 Cd1 N1 C1 5.8(2) . . . . ? O2 Cd1 N1 C1 -74.9(2) 2_556 . . . ? N3 N2 C1 N1 0.3(3) . . . . ? C2 N1 C1 N2 0.0(3) . . . . ? Cd1 N1 C1 N2 -168.29(16) . . . . ? N1 C2 N3 N2 0.6(3) . . . . ? N1 C2 N3 C3 -179.0(2) . . . . ? C1 N2 N3 C2 -0.5(3) . . . . ? C1 N2 N3 C3 179.1(2) . . . . ? C3 C3 N3 C2 115.5(3) 2_667 . . . ? C3 C3 N3 N2 -64.1(3) 2_667 . . . ? C7 C6 N5 O5 27.4(3) . . . . ? C5 C6 N5 O5 -154.9(2) . . . . ? C7 C6 N5 O4 -149.7(2) . . . . ? C5 C6 N5 O4 28.0(3) . . . . ? C7 C8 N6 O7 167.3(2) . . . . ? C9 C8 N6 O7 -10.4(3) . . . . ? C7 C8 N6 O6 -12.5(3) . . . . ? C9 C8 N6 O6 169.8(2) . . . . ? O2 C10 O1 Cd1 -13.0(2) . . . 2_656 ? C4 C10 O1 Cd1 168.42(13) . . . 2_656 ? O1 C10 O2 Cd1 117.85(17) . . . . ? C4 C10 O2 Cd1 -63.6(2) . . . . ? O1 C10 O2 Cd1 -112.20(19) . . . 2_556 ? C4 C10 O2 Cd1 66.3(2) . . . 2_556 ? O1 Cd1 O2 C10 -122.95(14) 2_656 . . . ? N1 Cd1 O2 C10 170.1(3) . . . . ? O1W Cd1 O2 C10 -20.80(14) . . . . ? O3 Cd1 O2 C10 57.80(14) . . . . ? O2 Cd1 O2 C10 140.76(16) 2_556 . . . ? O1 Cd1 O2 Cd1 96.29(6) 2_656 . . 2_556 ? N1 Cd1 O2 Cd1 29.3(3) . . . 2_556 ? O1W Cd1 O2 Cd1 -161.55(5) . . . 2_556 ? O3 Cd1 O2 Cd1 -82.96(6) . . . 2_556 ? O2 Cd1 O2 Cd1 0.0 2_556 . . 2_556 ? C6 C5 O3 Cd1 -162.62(15) . . . . ? C4 C5 O3 Cd1 18.2(3) . . . . ? O1 Cd1 O3 C5 -40.8(3) 2_656 . . . ? N1 Cd1 O3 C5 152.58(16) . . . . ? O2 Cd1 O3 C5 -37.29(16) . . . . ? O1W Cd1 O3 C5 66.65(17) . . . . ? O2 Cd1 O3 C5 -118.36(17) 2_556 . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1W H1B O3 0.833(16) 1.869(17) 2.690(2) 168(3) 1_655 O1W H1A O4 0.846(16) 2.223(17) 3.044(2) 164(2) 2_566 _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.321 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.062 data_Compound-10 _database_code_depnum_ccdc_archive 'CCDC 918069' #TrackingRef 'crystals.cif'0 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H76 Cd2 N22 O14' _chemical_formula_sum 'C56 H76 Cd2 N22 O14' _chemical_formula_weight 1506.16 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 '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 11.9076(4) _cell_length_b 11.9605(4) _cell_length_c 12.8660(4) _cell_angle_alpha 93.780(3) _cell_angle_beta 90.696(3) _cell_angle_gamma 110.675(3) _cell_volume 1709.42(10) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6810 _cell_measurement_theta_min 2.8676 _cell_measurement_theta_max 29.2161 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.463 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 774 _exptl_absorpt_coefficient_mu 0.698 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8393 _exptl_absorpt_correction_T_max 0.8730 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10897 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0525 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.18 _diffrn_reflns_theta_max 25.35 _reflns_number_total 6239 _reflns_number_gt 4661 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The distances of C8...C9, C9...C10, C10...C11, C11...C12, c17' ...c18', c18'...c19,c8...c9', C9'...C10', C10'...C11', C11'...C12', c20...c21 and c20'...c21' were restrained to 1.5+-0.01 \%A. For n8, n9, n9', c17, c17', c18, c18', c19, c20, c20', c21, c21', c9, c9', c10, c10', c11, c11', c12, c12', n4, n4', n5, c13, n6, c14, n10, o5, o4 and o4' atoms, SIMU restraint was used to make them behave similar anisotropic displacement parameters. ; _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^)+(0.0424P)^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 6239 _refine_ls_number_parameters 526 _refine_ls_number_restraints 750 _refine_ls_R_factor_all 0.0498 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0771 _refine_ls_wR_factor_gt 0.0747 _refine_ls_goodness_of_fit_ref 0.920 _refine_ls_restrained_S_all 0.966 _refine_ls_shift/su_max 0.003 _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 Cd1 Cd 0.461549(19) 0.33985(2) 0.470400(19) 0.04531(10) Uani 1 1 d . . . C1 C 0.3810(3) 0.0493(4) 0.4020(4) 0.0856(14) Uani 1 1 d . . . H1 H 0.4607 0.0586 0.3903 0.103 Uiso 1 1 calc R . . C2 C 0.2310(3) 0.0888(3) 0.4431(3) 0.0671(10) Uani 1 1 d . . . H2 H 0.1793 0.1276 0.4656 0.080 Uiso 1 1 calc R . . C3 C 0.0774(3) -0.1175(3) 0.4084(3) 0.0808(12) Uani 1 1 d . . . H3A H 0.0277 -0.0919 0.4566 0.097 Uiso 1 1 calc R . . H3B H 0.0830 -0.1912 0.4311 0.097 Uiso 1 1 calc R . . C4 C 0.0179(4) -0.1422(4) 0.3012(4) 0.0833(12) Uani 1 1 d . . . H4A H -0.0589 -0.2071 0.3034 0.100 Uiso 1 1 calc R . . H4B H 0.0672 -0.1693 0.2537 0.100 Uiso 1 1 calc R . . C5 C -0.0029(4) -0.0363(4) 0.2583(4) 0.0946(14) Uani 1 1 d . . . H5A H -0.0375 0.0013 0.3116 0.114 Uiso 1 1 calc R . . H5B H 0.0739 0.0220 0.2419 0.114 Uiso 1 1 calc R . . C6 C -0.0838(4) -0.0690(4) 0.1628(4) 0.0923(14) Uani 1 1 d . . . H6A H -0.1594 -0.1290 0.1796 0.111 Uiso 1 1 calc R . . H6B H -0.0480 -0.1060 0.1099 0.111 Uiso 1 1 calc R . . C7 C -0.1107(5) 0.0322(5) 0.1162(4) 0.1113(17) Uani 1 1 d . B . H7A H -0.1411 0.0735 0.1699 0.134 Uiso 1 1 calc R . . H7B H -0.0364 0.0891 0.0932 0.134 Uiso 1 1 calc R . . C8 C -0.1981(5) -0.0074(5) 0.0278(5) 0.134(2) Uani 1 1 d D . . H8A H -0.2747 -0.0510 0.0568 0.161 Uiso 1 1 calc R A 1 H8B H -0.1761 -0.0658 -0.0148 0.161 Uiso 1 1 calc R A 1 C9 C -0.2230(11) 0.0755(12) -0.0478(9) 0.117(2) Uani 0.483(5) 1 d PDU B 1 H9A H -0.1504 0.1448 -0.0530 0.141 Uiso 0.483(5) 1 calc PR B 1 H9B H -0.2432 0.0334 -0.1164 0.141 Uiso 0.483(5) 1 calc PR B 1 C10 C -0.3191(10) 0.1157(11) -0.0163(9) 0.112(2) Uani 0.483(5) 1 d PDU B 1 H10A H -0.2950 0.1623 0.0501 0.135 Uiso 0.483(5) 1 calc PR B 1 H10B H -0.3886 0.0456 -0.0046 0.135 Uiso 0.483(5) 1 calc PR B 1 C11 C -0.3574(9) 0.1892(9) -0.0890(8) 0.0985(18) Uani 0.483(5) 1 d PDU B 1 H11A H -0.3805 0.2468 -0.0462 0.118 Uiso 0.483(5) 1 calc PR B 1 H11B H -0.2867 0.2347 -0.1251 0.118 Uiso 0.483(5) 1 calc PR B 1 C12 C -0.4554(9) 0.1330(10) -0.1698(8) 0.0977(17) Uani 0.483(5) 1 d PDU B 1 H12A H -0.4289 0.0823 -0.2180 0.117 Uiso 0.483(5) 1 calc PR B 1 H12B H -0.5241 0.0807 -0.1354 0.117 Uiso 0.483(5) 1 calc PR B 1 N4 N -0.4953(9) 0.2057(10) -0.2283(9) 0.0878(18) Uani 0.483(5) 1 d PU B 1 C9' C -0.2411(10) 0.0947(9) 0.0046(8) 0.101(2) Uani 0.517(5) 1 d PDU B 2 H9'1 H -0.1750 0.1633 -0.0160 0.122 Uiso 0.517(5) 1 calc PR B 2 H9'2 H -0.2767 0.1193 0.0653 0.122 Uiso 0.517(5) 1 calc PR B 2 C10' C -0.3360(8) 0.0422(9) -0.0860(8) 0.1039(19) Uani 0.517(5) 1 d PDU B 2 H10C H -0.2902 0.0311 -0.1451 0.125 Uiso 0.517(5) 1 calc PR B 2 H10D H -0.3828 -0.0378 -0.0673 0.125 Uiso 0.517(5) 1 calc PR B 2 C11' C -0.4287(9) 0.0893(9) -0.1317(9) 0.113(2) Uani 0.517(5) 1 d PDU B 2 H11C H -0.4702 0.0404 -0.1934 0.136 Uiso 0.517(5) 1 calc PR B 2 H11D H -0.4872 0.0929 -0.0809 0.136 Uiso 0.517(5) 1 calc PR B 2 C12' C -0.3544(9) 0.2054(9) -0.1564(9) 0.1057(18) Uani 0.517(5) 1 d PDU B 2 H12C H -0.2863 0.2032 -0.1960 0.127 Uiso 0.517(5) 1 calc PR B 2 H12D H -0.3260 0.2594 -0.0943 0.127 Uiso 0.517(5) 1 calc PR B 2 N4' N -0.4488(9) 0.2427(10) -0.2269(9) 0.0923(17) Uani 0.517(5) 1 d PU B 2 C13 C -0.5876(4) 0.3060(4) -0.2757(3) 0.0868(11) Uani 1 1 d U . . H13 H -0.6475 0.3390 -0.2766 0.104 Uiso 1 1 calc R . . C14 C -0.4487(4) 0.2519(4) -0.3231(3) 0.0835(10) Uani 1 1 d U . . H14 H -0.3804 0.2472 -0.3544 0.100 Uiso 1 1 calc R B 1 C15 C 0.4983(4) 0.3183(4) 0.2136(3) 0.0883(14) Uani 1 1 d . D . H15 H 0.5522 0.2791 0.2234 0.106 Uiso 1 1 calc R . . C16 C 0.3800(4) 0.4062(4) 0.2442(3) 0.0805(12) Uani 1 1 d . . . H16 H 0.3292 0.4389 0.2785 0.097 Uiso 1 1 calc R C 1 N9 N 0.3921(4) 0.4047(6) 0.1450(4) 0.0864(13) Uani 0.863(6) 1 d PU D 1 C17 C 0.3398(5) 0.4616(6) 0.0648(5) 0.1057(15) Uani 0.863(6) 1 d PU D 1 H17A H 0.2988 0.5098 0.0995 0.127 Uiso 0.863(6) 1 calc PR D 1 H17B H 0.4037 0.5135 0.0253 0.127 Uiso 0.863(6) 1 calc PR D 1 C18 C 0.2601(6) 0.3728(7) -0.0014(5) 0.1137(16) Uani 0.863(6) 1 d PU D 1 H18A H 0.1942 0.3236 0.0379 0.136 Uiso 0.863(6) 1 calc PR D 1 H18B H 0.3004 0.3219 -0.0327 0.136 Uiso 0.863(6) 1 calc PR D 1 N9' N 0.361(3) 0.321(4) 0.133(3) 0.102(3) Uani 0.137(6) 1 d PU D 2 C17' C 0.296(3) 0.331(4) 0.057(3) 0.107(3) Uani 0.137(6) 1 d PDU D 2 H17C H 0.2394 0.2495 0.0462 0.129 Uiso 0.137(6) 1 calc PR D 2 H17D H 0.3508 0.3393 0.0006 0.129 Uiso 0.137(6) 1 calc PR D 2 C18' C 0.222(4) 0.400(4) 0.0224(14) 0.112(2) Uani 0.137(6) 1 d PDU D 2 H18C H 0.2517 0.4769 0.0632 0.134 Uiso 0.137(6) 1 calc PR D 2 H18D H 0.1415 0.3589 0.0444 0.134 Uiso 0.137(6) 1 calc PR D 2 C19 C 0.2095(5) 0.4285(5) -0.0892(4) 0.1205(14) Uani 1 1 d DU . . H19A H 0.2768 0.4711 -0.1304 0.145 Uiso 1 1 calc R D 1 H19B H 0.1563 0.3624 -0.1343 0.145 Uiso 1 1 calc R D 1 C20 C 0.1458(7) 0.5083(8) -0.0647(6) 0.1159(19) Uani 0.741(8) 1 d PDU D 1 H20A H 0.1264 0.5370 -0.1289 0.139 Uiso 0.741(8) 1 calc PR D 1 H20B H 0.1980 0.5771 -0.0216 0.139 Uiso 0.741(8) 1 calc PR D 1 C21 C 0.0314(8) 0.4508(9) -0.0085(7) 0.125(2) Uani 0.741(8) 1 d PDU . 1 C20' C 0.075(2) 0.416(2) -0.0631(19) 0.121(3) Uani 0.259(8) 1 d PDU D 2 H20C H 0.0269 0.3989 -0.1277 0.146 Uiso 0.259(8) 1 calc PR D 2 H20D H 0.0412 0.3486 -0.0209 0.146 Uiso 0.259(8) 1 calc PR D 2 C21' C 0.065(2) 0.526(2) -0.006(2) 0.123(3) Uani 0.259(8) 1 d PDU . 2 H21A H 0.1103 0.5473 0.0599 0.148 Uiso 0.259(8) 1 calc PR D 2 H21B H 0.0879 0.5947 -0.0482 0.148 Uiso 0.259(8) 1 calc PR D 2 C22 C 0.2103(2) 0.5232(3) 0.5765(2) 0.0430(7) Uani 1 1 d . . . C23 C 0.2698(3) 0.6511(3) 0.5889(2) 0.0461(8) Uani 1 1 d . . . C24 C 0.1974(3) 0.7136(3) 0.6368(3) 0.0525(8) Uani 1 1 d . . . C25 C 0.0810(3) 0.6612(3) 0.6630(3) 0.0579(9) Uani 1 1 d . . . H25 H 0.0374 0.7071 0.6893 0.070 Uiso 1 1 calc R . . C26 C 0.0298(3) 0.5382(3) 0.6495(3) 0.0519(8) Uani 1 1 d . . . C27 C 0.0938(3) 0.4713(3) 0.6065(3) 0.0504(8) Uani 1 1 d . . . H27 H 0.0569 0.3885 0.5976 0.061 Uiso 1 1 calc R . . C28 C 0.2689(3) 0.4377(3) 0.5329(3) 0.0495(8) Uani 1 1 d . . . N1 N 0.3473(3) 0.1407(2) 0.4377(2) 0.0641(8) Uani 1 1 d . . . N2 N 0.2931(3) -0.0534(3) 0.3849(3) 0.0919(12) Uani 1 1 d . . . N3 N 0.1970(3) -0.0262(3) 0.4124(3) 0.0684(8) Uani 1 1 d . . . N5 N -0.5617(4) 0.2595(4) -0.1947(3) 0.1106(11) Uani 1 1 d U . . N6 N -0.5209(3) 0.3025(3) -0.3578(2) 0.0622(7) Uani 1 1 d U . . N7 N 0.4462(2) 0.3573(3) 0.2918(2) 0.0599(7) Uani 1 1 d . D . N8 N 0.4665(4) 0.3406(4) 0.1208(3) 0.1105(12) Uani 1 1 d U . . N10 N 0.2533(3) 0.8430(3) 0.6582(3) 0.0753(10) Uani 1 1 d U . . N11 N -0.0912(3) 0.4780(4) 0.6813(3) 0.0743(9) Uani 1 1 d . . . O1 O 0.2125(2) 0.3299(2) 0.5271(3) 0.0967(11) Uani 1 1 d . . . O2 O 0.37705(16) 0.47927(18) 0.50612(18) 0.0523(6) Uani 1 1 d . . . O3 O 0.37374(18) 0.71053(19) 0.56072(18) 0.0557(6) Uani 1 1 d . . . O4 O 0.3450(16) 0.8717(14) 0.7253(9) 0.083(3) Uani 0.50 1 d PU . . O4' O 0.3528(17) 0.8933(15) 0.6873(10) 0.092(3) Uani 0.50 1 d PU . . O5 O 0.1990(3) 0.9056(3) 0.6319(3) 0.1048(10) Uani 1 1 d U . . O6 O -0.1435(2) 0.5390(3) 0.7242(3) 0.1076(11) Uani 1 1 d . . . O7 O -0.1365(2) 0.3702(3) 0.6666(3) 0.1045(11) 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 Cd1 0.04144(13) 0.04440(14) 0.05067(16) 0.00178(10) 0.00844(10) 0.01606(10) C1 0.055(2) 0.066(3) 0.125(4) -0.014(3) 0.020(2) 0.012(2) C2 0.060(2) 0.054(2) 0.082(3) -0.003(2) 0.013(2) 0.0144(19) C3 0.070(2) 0.058(2) 0.092(3) 0.004(2) 0.000(2) -0.005(2) C4 0.079(3) 0.060(3) 0.102(4) 0.007(2) -0.004(2) 0.014(2) C5 0.101(3) 0.075(3) 0.111(4) 0.002(3) 0.010(3) 0.036(3) C6 0.087(3) 0.090(3) 0.108(4) 0.019(3) 0.009(3) 0.040(3) C7 0.141(5) 0.109(4) 0.113(4) 0.027(3) 0.029(4) 0.076(4) C8 0.102(4) 0.151(5) 0.178(6) 0.088(5) 0.009(4) 0.066(4) C9 0.126(4) 0.138(4) 0.103(4) 0.034(4) 0.014(4) 0.060(4) C10 0.120(4) 0.135(4) 0.096(4) 0.036(4) 0.012(4) 0.057(4) C11 0.114(3) 0.118(3) 0.084(3) 0.045(3) 0.002(3) 0.059(3) C12 0.115(3) 0.115(3) 0.080(3) 0.043(3) 0.008(3) 0.056(3) N4 0.102(4) 0.110(4) 0.073(3) 0.035(3) 0.013(3) 0.058(3) C9' 0.122(4) 0.128(4) 0.085(4) 0.033(4) 0.025(4) 0.077(3) C10' 0.115(3) 0.129(4) 0.090(4) 0.043(3) 0.010(3) 0.064(3) C11' 0.125(3) 0.131(4) 0.093(3) 0.029(3) 0.009(3) 0.054(3) C12' 0.112(3) 0.128(3) 0.084(3) 0.028(3) 0.012(3) 0.048(3) N4' 0.112(3) 0.116(3) 0.073(3) 0.031(3) 0.011(3) 0.066(3) C13 0.099(2) 0.116(3) 0.067(2) 0.020(2) 0.019(2) 0.063(2) C14 0.104(2) 0.104(2) 0.068(2) 0.022(2) 0.015(2) 0.065(2) C15 0.109(3) 0.129(4) 0.057(3) 0.010(3) 0.009(2) 0.078(3) C16 0.071(3) 0.122(4) 0.066(3) 0.019(3) 0.011(2) 0.054(3) N9 0.083(2) 0.136(3) 0.063(2) 0.021(2) 0.0036(19) 0.064(2) C17 0.107(3) 0.135(3) 0.088(3) 0.008(3) -0.005(2) 0.059(3) C18 0.120(3) 0.143(3) 0.097(3) -0.004(3) -0.012(3) 0.072(3) N9' 0.107(5) 0.142(5) 0.079(5) 0.006(5) -0.008(5) 0.071(5) C17' 0.112(4) 0.142(4) 0.087(4) 0.005(4) -0.012(4) 0.070(4) C18' 0.114(4) 0.144(4) 0.093(4) 0.005(4) -0.009(4) 0.068(4) C19 0.125(3) 0.148(3) 0.102(3) 0.007(3) -0.026(3) 0.066(3) C20 0.122(3) 0.137(4) 0.104(4) 0.001(3) -0.023(3) 0.066(3) C21 0.128(4) 0.140(4) 0.117(4) -0.008(4) -0.004(3) 0.063(3) C20' 0.124(4) 0.145(5) 0.102(4) 0.003(4) -0.011(4) 0.058(4) C21' 0.124(4) 0.144(5) 0.108(4) 0.002(4) -0.008(4) 0.058(4) C22 0.0371(16) 0.0504(19) 0.0450(19) 0.0060(15) 0.0059(14) 0.0194(15) C23 0.0425(17) 0.055(2) 0.0446(19) 0.0040(15) 0.0050(14) 0.0226(16) C24 0.0518(19) 0.054(2) 0.058(2) 0.0016(17) 0.0081(16) 0.0263(17) C25 0.051(2) 0.075(3) 0.059(2) 0.0031(19) 0.0113(17) 0.0370(19) C26 0.0363(16) 0.072(2) 0.052(2) 0.0087(17) 0.0097(15) 0.0237(17) C27 0.0391(17) 0.055(2) 0.057(2) 0.0084(16) 0.0074(15) 0.0166(15) C28 0.0438(18) 0.048(2) 0.057(2) 0.0044(16) 0.0093(16) 0.0164(16) N1 0.0573(18) 0.0479(17) 0.082(2) -0.0005(15) 0.0124(16) 0.0126(15) N2 0.074(2) 0.059(2) 0.133(3) -0.017(2) 0.019(2) 0.0162(19) N3 0.0615(18) 0.0500(18) 0.082(2) -0.0020(16) 0.0106(16) 0.0066(15) N5 0.137(3) 0.135(3) 0.073(2) 0.029(2) 0.026(2) 0.061(2) N6 0.0679(16) 0.0786(19) 0.0504(17) 0.0120(14) 0.0147(14) 0.0370(15) N7 0.0638(17) 0.073(2) 0.0500(18) 0.0025(15) 0.0041(14) 0.0335(16) N8 0.113(3) 0.169(3) 0.065(2) 0.009(2) 0.007(2) 0.069(3) N10 0.071(2) 0.071(2) 0.092(3) -0.0089(19) 0.022(2) 0.037(2) N11 0.0454(18) 0.094(3) 0.089(3) 0.013(2) 0.0186(17) 0.030(2) O1 0.0614(15) 0.0482(16) 0.176(3) -0.0035(17) 0.0452(18) 0.0145(14) O2 0.0333(11) 0.0460(12) 0.0767(16) -0.0030(11) 0.0144(10) 0.0140(10) O3 0.0445(12) 0.0458(13) 0.0781(17) 0.0066(11) 0.0186(11) 0.0165(11) O4 0.078(4) 0.071(5) 0.099(6) -0.015(5) -0.001(5) 0.028(4) O4' 0.081(4) 0.072(6) 0.115(7) -0.021(5) 0.014(6) 0.022(4) O5 0.136(3) 0.077(2) 0.122(3) 0.0147(18) 0.019(2) 0.063(2) O6 0.0644(17) 0.123(3) 0.147(3) 0.006(2) 0.0473(18) 0.0472(19) O7 0.0531(16) 0.088(2) 0.164(3) 0.017(2) 0.0395(18) 0.0120(16) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cd1 O2 2.2580(18) . ? Cd1 O3 2.2787(19) 2_666 ? Cd1 N1 2.295(3) . ? Cd1 N6 2.305(3) 1_656 ? Cd1 O2 2.330(2) 2_666 ? Cd1 N7 2.331(3) . ? C1 N2 1.305(5) . ? C1 N1 1.347(4) . ? C1 H1 0.9300 . ? C2 N1 1.308(4) . ? C2 N3 1.321(4) . ? C2 H2 0.9300 . ? C3 N3 1.455(4) . ? C3 C4 1.505(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.510(6) . ? C4 H4A 0.9700 . ? C4 H4B 0.9700 . ? C5 C6 1.494(6) . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C6 C7 1.514(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.467(7) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9' 1.526(8) . ? C8 C9 1.531(8) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 C10 1.442(9) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C10 C11 1.495(9) . ? C10 H10A 0.9700 . ? C10 H10B 0.9700 . ? C11 C12 1.490(9) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 N4 1.385(14) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? N4 N5 1.248(11) . ? N4 C14 1.410(12) . ? C9' C10' 1.549(9) . ? C9' H9'1 0.9700 . ? C9' H9'2 0.9700 . ? C10' C11' 1.533(8) . ? C10' H10C 0.9700 . ? C10' H10D 0.9700 . ? C11' C12' 1.418(9) . ? C11' H11C 0.9700 . ? C11' H11D 0.9700 . ? C12' N4' 1.632(15) . ? C12' H12C 0.9700 . ? C12' H12D 0.9700 . ? N4' C14 1.250(11) . ? N4' N5 1.487(11) . ? C13 N5 1.296(5) . ? C13 N6 1.337(5) . ? C13 H13 0.9300 . ? C14 N6 1.303(5) . ? C14 H14 0.9300 . ? C15 N8 1.320(5) . ? C15 N7 1.332(4) . ? C15 H15 0.9300 . ? C16 N9 1.285(6) . ? C16 N7 1.304(5) . ? C16 N9' 1.67(4) . ? C16 H16 0.9300 . ? N9 N8 1.387(6) . ? N9 C17 1.514(7) . ? C17 C18 1.380(8) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 C19 1.565(8) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? N9' N8 1.21(4) . ? N9' C17' 1.27(4) . ? C17' C18' 1.493(11) . ? C17' H17C 0.9700 . ? C17' H17D 0.9700 . ? C18' C19 1.514(11) . ? C18' H18C 0.9700 . ? C18' H18D 0.9700 . ? C19 C20 1.435(8) . ? C19 C20' 1.60(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.511(8) . ? C20 H20A 0.9700 . ? C20 H20B 0.9700 . ? C21 C21 1.607(19) 2_565 ? C20' C21' 1.505(11) . ? C20' H20C 0.9700 . ? C20' H20D 0.9700 . ? C21' C21' 1.47(5) 2_565 ? C21' H21A 0.9700 . ? C21' H21B 0.9700 . ? C22 C27 1.377(4) . ? C22 C23 1.438(4) . ? C22 C28 1.512(4) . ? C23 O3 1.261(3) . ? C23 C24 1.446(4) . ? C24 C25 1.362(4) . ? C24 N10 1.458(5) . ? C25 C26 1.378(5) . ? C25 H25 0.9300 . ? C26 C27 1.381(4) . ? C26 N11 1.443(4) . ? C27 H27 0.9300 . ? C28 O1 1.222(4) . ? C28 O2 1.267(3) . ? N2 N3 1.341(4) . ? N6 Cd1 2.305(3) 1_454 ? N10 O4' 1.167(18) . ? N10 O5 1.210(4) . ? N10 O4 1.315(16) . ? N11 O7 1.210(4) . ? N11 O6 1.225(4) . ? O2 Cd1 2.330(2) 2_666 ? O3 Cd1 2.2787(19) 2_666 ? O4 O4' 0.56(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Cd1 O3 150.65(8) . 2_666 ? O2 Cd1 N1 121.68(9) . . ? O3 Cd1 N1 87.58(9) 2_666 . ? O2 Cd1 N6 94.71(9) . 1_656 ? O3 Cd1 N6 88.10(9) 2_666 1_656 ? N1 Cd1 N6 88.01(11) . 1_656 ? O2 Cd1 O2 75.20(7) . 2_666 ? O3 Cd1 O2 75.53(7) 2_666 2_666 ? N1 Cd1 O2 163.11(8) . 2_666 ? N6 Cd1 O2 91.20(10) 1_656 2_666 ? O2 Cd1 N7 91.34(9) . . ? O3 Cd1 N7 87.63(9) 2_666 . ? N1 Cd1 N7 87.09(11) . . ? N6 Cd1 N7 173.62(10) 1_656 . ? O2 Cd1 N7 92.31(9) 2_666 . ? N2 C1 N1 114.8(3) . . ? N2 C1 H1 122.6 . . ? N1 C1 H1 122.6 . . ? N1 C2 N3 110.6(3) . . ? N1 C2 H2 124.7 . . ? N3 C2 H2 124.7 . . ? N3 C3 C4 113.1(3) . . ? N3 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N3 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C3 C4 C5 114.7(4) . . ? C3 C4 H4A 108.6 . . ? C5 C4 H4A 108.6 . . ? C3 C4 H4B 108.6 . . ? C5 C4 H4B 108.6 . . ? H4A C4 H4B 107.6 . . ? C6 C5 C4 113.4(4) . . ? C6 C5 H5A 108.9 . . ? C4 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? C4 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? C5 C6 C7 116.6(4) . . ? C5 C6 H6A 108.2 . . ? C7 C6 H6A 108.2 . . ? C5 C6 H6B 108.2 . . ? C7 C6 H6B 108.2 . . ? H6A C6 H6B 107.3 . . ? C8 C7 C6 113.8(5) . . ? C8 C7 H7A 108.8 . . ? C6 C7 H7A 108.8 . . ? C8 C7 H7B 108.8 . . ? C6 C7 H7B 108.8 . . ? H7A C7 H7B 107.7 . . ? C7 C8 C9' 109.0(6) . . ? C7 C8 C9 125.0(8) . . ? C9' C8 C9 28.6(5) . . ? C7 C8 H8A 106.1 . . ? C9' C8 H8A 90.9 . . ? C9 C8 H8A 106.1 . . ? C7 C8 H8B 106.1 . . ? C9' C8 H8B 134.5 . . ? C9 C8 H8B 106.1 . . ? H8A C8 H8B 106.3 . . ? C10 C9 C8 113.1(8) . . ? C10 C9 H9A 109.0 . . ? C8 C9 H9A 109.0 . . ? C10 C9 H9B 109.0 . . ? C8 C9 H9B 109.0 . . ? H9A C9 H9B 107.8 . . ? C9 C10 C11 117.5(9) . . ? C9 C10 H10A 107.9 . . ? C11 C10 H10A 107.9 . . ? C9 C10 H10B 107.9 . . ? C11 C10 H10B 107.9 . . ? H10A C10 H10B 107.2 . . ? C12 C11 C10 121.6(10) . . ? C12 C11 H11A 106.9 . . ? C10 C11 H11A 106.9 . . ? C12 C11 H11B 106.9 . . ? C10 C11 H11B 106.9 . . ? H11A C11 H11B 106.7 . . ? N4 C12 C11 119.3(10) . . ? N4 C12 H12A 107.5 . . ? C11 C12 H12A 107.5 . . ? N4 C12 H12B 107.5 . . ? C11 C12 H12B 107.5 . . ? H12A C12 H12B 107.0 . . ? N5 N4 C12 123.8(10) . . ? N5 N4 C14 108.6(8) . . ? C12 N4 C14 126.2(10) . . ? C8 C9' C10' 104.8(7) . . ? C8 C9' H9'1 110.8 . . ? C10' C9' H9'1 110.8 . . ? C8 C9' H9'2 110.8 . . ? C10' C9' H9'2 110.8 . . ? H9'1 C9' H9'2 108.9 . . ? C11' C10' C9' 130.9(9) . . ? C11' C10' H10C 104.5 . . ? C9' C10' H10C 104.5 . . ? C11' C10' H10D 104.5 . . ? C9' C10' H10D 104.5 . . ? H10C C10' H10D 105.7 . . ? C12' C11' C10' 101.3(9) . . ? C12' C11' H11C 111.5 . . ? C10' C11' H11C 111.5 . . ? C12' C11' H11D 111.5 . . ? C10' C11' H11D 111.5 . . ? H11C C11' H11D 109.3 . . ? C11' C12' N4' 100.5(9) . . ? C11' C12' H12C 111.7 . . ? N4' C12' H12C 111.7 . . ? C11' C12' H12D 111.7 . . ? N4' C12' H12D 111.7 . . ? H12C C12' H12D 109.4 . . ? C14 N4' N5 103.9(7) . . ? C14 N4' C12' 127.4(9) . . ? N5 N4' C12' 128.4(8) . . ? N5 C13 N6 114.4(4) . . ? N5 C13 H13 122.8 . . ? N6 C13 H13 122.8 . . ? N4' C14 N6 115.1(6) . . ? N4' C14 N4 23.9(6) . . ? N6 C14 N4 106.0(5) . . ? N4' C14 H14 114.0 . . ? N6 C14 H14 127.0 . . ? N4 C14 H14 127.0 . . ? N8 C15 N7 113.7(4) . . ? N8 C15 H15 123.2 . . ? N7 C15 H15 123.2 . . ? N9 C16 N7 113.2(4) . . ? N9 C16 N9' 34.2(14) . . ? N7 C16 N9' 95.8(12) . . ? N9 C16 H16 123.4 . . ? N7 C16 H16 123.4 . . ? N9' C16 H16 131.2 . . ? C16 N9 N8 107.4(4) . . ? C16 N9 C17 129.0(4) . . ? N8 N9 C17 123.6(4) . . ? C18 C17 N9 109.4(6) . . ? C18 C17 H17A 109.8 . . ? N9 C17 H17A 109.8 . . ? C18 C17 H17B 109.8 . . ? N9 C17 H17B 109.8 . . ? H17A C17 H17B 108.3 . . ? C17 C18 C19 110.7(6) . . ? C17 C18 H18A 109.5 . . ? C19 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? C19 C18 H18B 109.5 . . ? H18A C18 H18B 108.1 . . ? N8 N9' C17' 119(3) . . ? N8 N9' C16 96(2) . . ? C17' N9' C16 121(3) . . ? N9' C17' C18' 143(4) . . ? N9' C17' H17C 101.1 . . ? C18' C17' H17C 101.1 . . ? N9' C17' H17D 101.1 . . ? C18' C17' H17D 101.1 . . ? H17C C17' H17D 104.5 . . ? C17' C18' C19 125(3) . . ? C17' C18' H18C 106.2 . . ? C19 C18' H18C 106.2 . . ? C17' C18' H18D 106.2 . . ? C19 C18' H18D 106.2 . . ? H18C C18' H18D 106.4 . . ? C20 C19 C18' 95.2(14) . . ? C20 C19 C18 121.3(5) . . ? C18' C19 C18 26.5(12) . . ? C20 C19 C20' 43.3(8) . . ? C18' C19 C20' 86.4(17) . . ? C18 C19 C20' 108.3(10) . . ? C20 C19 H19A 107.0 . . ? C18' C19 H19A 123.7 . . ? C18 C19 H19A 107.0 . . ? C20' C19 H19A 143.0 . . ? C20 C19 H19B 107.0 . . ? C18' C19 H19B 115.1 . . ? C18 C19 H19B 107.0 . . ? C20' C19 H19B 72.8 . . ? H19A C19 H19B 106.7 . . ? C19 C20 C21 113.4(8) . . ? C19 C20 H20A 108.9 . . ? C21 C20 H20A 108.9 . . ? C19 C20 H20B 108.9 . . ? C21 C20 H20B 108.9 . . ? H20A C20 H20B 107.7 . . ? C20 C21 C21 107.1(9) . 2_565 ? C21' C20' C19 114(2) . . ? C21' C20' H20C 108.8 . . ? C19 C20' H20C 108.8 . . ? C21' C20' H20D 108.8 . . ? C19 C20' H20D 108.8 . . ? H20C C20' H20D 107.7 . . ? C21' C21' C20' 95(2) 2_565 . ? C21' C21' H21A 112.7 2_565 . ? C20' C21' H21A 112.7 . . ? C21' C21' H21B 112.7 2_565 . ? C20' C21' H21B 112.7 . . ? H21A C21' H21B 110.2 . . ? C27 C22 C23 120.3(3) . . ? C27 C22 C28 115.9(3) . . ? C23 C22 C28 123.8(2) . . ? O3 C23 C22 127.0(3) . . ? O3 C23 C24 119.3(3) . . ? C22 C23 C24 113.7(3) . . ? C25 C24 C23 125.1(3) . . ? C25 C24 N10 117.5(3) . . ? C23 C24 N10 117.4(3) . . ? C24 C25 C26 117.9(3) . . ? C24 C25 H25 121.0 . . ? C26 C25 H25 121.0 . . ? C25 C26 C27 120.5(3) . . ? C25 C26 N11 120.0(3) . . ? C27 C26 N11 119.5(3) . . ? C22 C27 C26 122.2(3) . . ? C22 C27 H27 118.9 . . ? C26 C27 H27 118.9 . . ? O1 C28 O2 121.4(3) . . ? O1 C28 C22 119.5(3) . . ? O2 C28 C22 119.1(3) . . ? C2 N1 C1 102.4(3) . . ? C2 N1 Cd1 128.2(2) . . ? C1 N1 Cd1 129.3(2) . . ? C1 N2 N3 102.5(3) . . ? C2 N3 N2 109.7(3) . . ? C2 N3 C3 129.1(3) . . ? N2 N3 C3 121.2(3) . . ? N4 N5 C13 104.1(6) . . ? N4 N5 N4' 22.0(7) . . ? C13 N5 N4' 100.8(5) . . ? C14 N6 C13 102.7(3) . . ? C14 N6 Cd1 124.4(3) . 1_454 ? C13 N6 Cd1 132.1(3) . 1_454 ? C16 N7 C15 102.9(3) . . ? C16 N7 Cd1 127.3(2) . . ? C15 N7 Cd1 129.7(3) . . ? N9' N8 C15 100.0(17) . . ? N9' N8 N9 41.9(19) . . ? C15 N8 N9 102.6(3) . . ? O4' N10 O5 115.9(10) . . ? O4' N10 O4 25.2(9) . . ? O5 N10 O4 127.9(8) . . ? O4' N10 C24 125.1(10) . . ? O5 N10 C24 118.4(4) . . ? O4 N10 C24 111.8(8) . . ? O7 N11 O6 122.5(3) . . ? O7 N11 C26 119.5(3) . . ? O6 N11 C26 118.0(4) . . ? C28 O2 Cd1 114.67(19) . . ? C28 O2 Cd1 137.26(19) . 2_666 ? Cd1 O2 Cd1 104.80(7) . 2_666 ? C23 O3 Cd1 132.27(19) . 2_666 ? O4' O4 N10 62(3) . . ? O4 O4' N10 92(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 N3 C3 C4 C5 -61.9(5) . . . . ? C3 C4 C5 C6 -168.1(4) . . . . ? C4 C5 C6 C7 179.0(4) . . . . ? C5 C6 C7 C8 -175.4(5) . . . . ? C6 C7 C8 C9' 166.2(6) . . . . ? C6 C7 C8 C9 -166.9(7) . . . . ? C7 C8 C9 C10 -91.9(12) . . . . ? C9' C8 C9 C10 -28.7(11) . . . . ? C8 C9 C10 C11 -175.2(10) . . . . ? C9 C10 C11 C12 91.4(16) . . . . ? C10 C11 C12 N4 173.8(10) . . . . ? C11 C12 N4 N5 -75.9(14) . . . . ? C11 C12 N4 C14 89.1(14) . . . . ? C7 C8 C9' C10' -177.7(7) . . . . ? C9 C8 C9' C10' 52.9(13) . . . . ? C8 C9' C10' C11' 167.1(10) . . . . ? C9' C10' C11' C12' 55.2(15) . . . . ? C10' C11' C12' N4' 168.4(8) . . . . ? C11' C12' N4' C14 -108.8(11) . . . . ? C11' C12' N4' N5 63.4(13) . . . . ? N5 N4' C14 N6 17.5(9) . . . . ? C12' N4' C14 N6 -168.8(8) . . . . ? N5 N4' C14 N4 -54.6(18) . . . . ? C12' N4' C14 N4 119(3) . . . . ? N5 N4 C14 N4' 95(2) . . . . ? C12 N4 C14 N4' -71(2) . . . . ? N5 N4 C14 N6 -20.8(9) . . . . ? C12 N4 C14 N6 172.3(9) . . . . ? N7 C16 N9 N8 5.0(6) . . . . ? N9' C16 N9 N8 -59(2) . . . . ? N7 C16 N9 C17 -174.1(5) . . . . ? N9' C16 N9 C17 122(2) . . . . ? C16 N9 C17 C18 -114.7(7) . . . . ? N8 N9 C17 C18 66.3(8) . . . . ? N9 C17 C18 C19 -176.9(5) . . . . ? N9 C16 N9' N8 71(3) . . . . ? N7 C16 N9' N8 -53(2) . . . . ? N9 C16 N9' C17' -58(4) . . . . ? N7 C16 N9' C17' 178(4) . . . . ? N8 N9' C17' C18' -116(6) . . . . ? C16 N9' C17' C18' 2(9) . . . . ? N9' C17' C18' C19 147(6) . . . . ? C17' C18' C19 C20 -172(4) . . . . ? C17' C18' C19 C18 -1(2) . . . . ? C17' C18' C19 C20' 146(4) . . . . ? C17 C18 C19 C20 -58.9(9) . . . . ? C17 C18 C19 C18' -69(4) . . . . ? C17 C18 C19 C20' -104.8(10) . . . . ? C18' C19 C20 C21 -57(2) . . . . ? C18 C19 C20 C21 -62.2(9) . . . . ? C20' C19 C20 C21 21.6(13) . . . . ? C19 C20 C21 C21 -177.5(7) . . . 2_565 ? C20 C19 C20' C21' -20.9(14) . . . . ? C18' C19 C20' C21' 81(3) . . . . ? C18 C19 C20' C21' 96(2) . . . . ? C19 C20' C21' C21' -177(2) . . . 2_565 ? C27 C22 C23 O3 -176.7(3) . . . . ? C28 C22 C23 O3 4.5(5) . . . . ? C27 C22 C23 C24 1.7(4) . . . . ? C28 C22 C23 C24 -177.2(3) . . . . ? O3 C23 C24 C25 174.5(3) . . . . ? C22 C23 C24 C25 -4.0(5) . . . . ? O3 C23 C24 N10 -5.1(5) . . . . ? C22 C23 C24 N10 176.4(3) . . . . ? C23 C24 C25 C26 4.5(5) . . . . ? N10 C24 C25 C26 -175.9(3) . . . . ? C24 C25 C26 C27 -2.6(5) . . . . ? C24 C25 C26 N11 176.7(3) . . . . ? C23 C22 C27 C26 -0.2(5) . . . . ? C28 C22 C27 C26 178.7(3) . . . . ? C25 C26 C27 C22 0.6(5) . . . . ? N11 C26 C27 C22 -178.7(3) . . . . ? C27 C22 C28 O1 -0.4(5) . . . . ? C23 C22 C28 O1 178.5(3) . . . . ? C27 C22 C28 O2 -178.3(3) . . . . ? C23 C22 C28 O2 0.6(5) . . . . ? N3 C2 N1 C1 -0.2(5) . . . . ? N3 C2 N1 Cd1 176.1(2) . . . . ? N2 C1 N1 C2 0.5(5) . . . . ? N2 C1 N1 Cd1 -175.8(3) . . . . ? O2 Cd1 N1 C2 -5.1(4) . . . . ? O3 Cd1 N1 C2 177.4(3) 2_666 . . . ? N6 Cd1 N1 C2 89.2(3) 1_656 . . . ? O2 Cd1 N1 C2 176.7(3) 2_666 . . . ? N7 Cd1 N1 C2 -94.9(3) . . . . ? O2 Cd1 N1 C1 170.2(3) . . . . ? O3 Cd1 N1 C1 -7.3(4) 2_666 . . . ? N6 Cd1 N1 C1 -95.5(4) 1_656 . . . ? O2 Cd1 N1 C1 -7.9(6) 2_666 . . . ? N7 Cd1 N1 C1 80.4(4) . . . . ? N1 C1 N2 N3 -0.6(5) . . . . ? N1 C2 N3 N2 -0.2(5) . . . . ? N1 C2 N3 C3 178.4(4) . . . . ? C1 N2 N3 C2 0.4(5) . . . . ? C1 N2 N3 C3 -178.2(4) . . . . ? C4 C3 N3 C2 98.8(5) . . . . ? C4 C3 N3 N2 -82.8(5) . . . . ? C12 N4 N5 C13 -173.5(9) . . . . ? C14 N4 N5 C13 19.2(9) . . . . ? C12 N4 N5 N4' 102(3) . . . . ? C14 N4 N5 N4' -65(2) . . . . ? N6 C13 N5 N4 -12.1(8) . . . . ? N6 C13 N5 N4' 10.3(7) . . . . ? C14 N4' N5 N4 85(2) . . . . ? C12' N4' N5 N4 -89(2) . . . . ? C14 N4' N5 C13 -16.0(8) . . . . ? C12' N4' N5 C13 170.4(9) . . . . ? N4' C14 N6 C13 -11.5(8) . . . . ? N4 C14 N6 C13 12.2(7) . . . . ? N4' C14 N6 Cd1 177.7(6) . . . 1_454 ? N4 C14 N6 Cd1 -158.6(5) . . . 1_454 ? N5 C13 N6 C14 -1.0(6) . . . . ? N5 C13 N6 Cd1 168.8(3) . . . 1_454 ? N9 C16 N7 C15 -3.0(6) . . . . ? N9' C16 N7 C15 27.6(15) . . . . ? N9 C16 N7 Cd1 178.6(4) . . . . ? N9' C16 N7 Cd1 -150.8(15) . . . . ? N8 C15 N7 C16 -0.4(6) . . . . ? N8 C15 N7 Cd1 178.0(3) . . . . ? O2 Cd1 N7 C16 -16.2(3) . . . . ? O3 Cd1 N7 C16 -166.9(3) 2_666 . . . ? N1 Cd1 N7 C16 105.4(3) . . . . ? N6 Cd1 N7 C16 145.2(8) 1_656 . . . ? O2 Cd1 N7 C16 -91.5(3) 2_666 . . . ? O2 Cd1 N7 C15 165.8(4) . . . . ? O3 Cd1 N7 C15 15.1(4) 2_666 . . . ? N1 Cd1 N7 C15 -72.6(4) . . . . ? N6 Cd1 N7 C15 -32.8(10) 1_656 . . . ? O2 Cd1 N7 C15 90.5(4) 2_666 . . . ? C17' N9' N8 C15 -179(4) . . . . ? C16 N9' N8 C15 50.3(19) . . . . ? C17' N9' N8 N9 83(4) . . . . ? C16 N9' N8 N9 -47.5(16) . . . . ? N7 C15 N8 N9' -40(2) . . . . ? N7 C15 N8 N9 3.2(6) . . . . ? C16 N9 N8 N9' 86(3) . . . . ? C17 N9 N8 N9' -95(3) . . . . ? C16 N9 N8 C15 -4.7(6) . . . . ? C17 N9 N8 C15 174.5(5) . . . . ? C25 C24 N10 O4' 142.1(8) . . . . ? C23 C24 N10 O4' -38.2(9) . . . . ? C25 C24 N10 O5 -47.8(5) . . . . ? C23 C24 N10 O5 131.9(4) . . . . ? C25 C24 N10 O4 117.6(8) . . . . ? C23 C24 N10 O4 -62.8(8) . . . . ? C25 C26 N11 O7 178.2(4) . . . . ? C27 C26 N11 O7 -2.5(5) . . . . ? C25 C26 N11 O6 -3.1(5) . . . . ? C27 C26 N11 O6 176.2(3) . . . . ? O1 C28 O2 Cd1 -8.4(4) . . . . ? C22 C28 O2 Cd1 169.5(2) . . . . ? O1 C28 O2 Cd1 -164.0(3) . . . 2_666 ? C22 C28 O2 Cd1 13.8(5) . . . 2_666 ? O3 Cd1 O2 C28 -167.7(2) 2_666 . . . ? N1 Cd1 O2 C28 17.4(3) . . . . ? N6 Cd1 O2 C28 -73.2(2) 1_656 . . . ? O2 Cd1 O2 C28 -163.2(3) 2_666 . . . ? N7 Cd1 O2 C28 104.8(2) . . . . ? O3 Cd1 O2 Cd1 -4.5(2) 2_666 . . 2_666 ? N1 Cd1 O2 Cd1 -179.44(10) . . . 2_666 ? N6 Cd1 O2 Cd1 90.00(11) 1_656 . . 2_666 ? O2 Cd1 O2 Cd1 0.0 2_666 . . 2_666 ? N7 Cd1 O2 Cd1 -92.04(10) . . . 2_666 ? C22 C23 O3 Cd1 -23.0(5) . . . 2_666 ? C24 C23 O3 Cd1 158.6(2) . . . 2_666 ? O5 N10 O4 O4' -69(4) . . . . ? C24 N10 O4 O4' 127(4) . . . . ? O5 N10 O4' O4 125(4) . . . . ? C24 N10 O4' O4 -65(4) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.445 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.053 data_Compound-11 _database_code_depnum_ccdc_archive 'CCDC 918070' #TrackingRef 'crystals.cif'1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C60 H56 Cd4 N32 O32' _chemical_formula_sum 'C60 H56 Cd4 N32 O32' _chemical_formula_weight 2186.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M I-42d _symmetry_space_group_name_hall 'I -4 2bw ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'x, -y+1/2, -z+1/4' '-x, y+1/2, -z+1/4' 'y, x+1/2, z+1/4' '-y, -x+1/2, z+1/4' '-y, x, -z' 'y, -x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1, -z+3/4' '-x+1/2, y+1, -z+3/4' 'y+1/2, x+1, z+3/4' '-y+1/2, -x+1, z+3/4' '-y+1/2, x+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' _cell_length_a 13.6160(2) _cell_length_b 13.6160(2) _cell_length_c 42.9496(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 7962.7(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 6554 _cell_measurement_theta_min 2.7981 _cell_measurement_theta_max 29.1647 _exptl_crystal_description rhomb _exptl_crystal_colour yellow _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.824 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4352 _exptl_absorpt_coefficient_mu 1.161 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8010 _exptl_absorpt_correction_T_max 0.9772 _exptl_absorpt_process_details ; CrysAlis (Oxford Diffraction, 2006) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Oxford Diffraction Gemini R Ultra' _diffrn_measurement_method '\w scan' _diffrn_detector_area_resol_mean 10.0 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14946 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0542 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 51 _diffrn_reflns_theta_min 2.80 _diffrn_reflns_theta_max 25.35 _reflns_number_total 3645 _reflns_number_gt 2557 _reflns_threshold_expression >2\s(I) _computing_data_collection 'CrysAlis (Oxford Diffraction, 2006)' _computing_cell_refinement CrysAlis _computing_data_reduction CrysAlis _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _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^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The distances of C3...C4 and c4...o1 were restrained to 1.55+-0.02 \%A. For o8, o7 and o7' atoms, some anisotropic displacement ellipsoids were rather elongated which led us to use the ISOR restraint. For c1, c2, c3, c4, c5, c6, c7, c8, n1, n2, n3, n4, n5, n6, o1, n7, o5, o5' and o6 atoms, SIMU restraint was used to make them behave similar anisotropic displacement parameters. ; _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^)+(0.1004P)^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 -0.02(7) _refine_ls_number_reflns 3645 _refine_ls_number_parameters 316 _refine_ls_number_restraints 380 _refine_ls_R_factor_all 0.0731 _refine_ls_R_factor_gt 0.0567 _refine_ls_wR_factor_ref 0.1475 _refine_ls_wR_factor_gt 0.1425 _refine_ls_goodness_of_fit_ref 0.955 _refine_ls_restrained_S_all 0.992 _refine_ls_shift/su_max 0.005 _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 Cd1 Cd 0.44389(6) 0.31307(5) 0.985959(15) 0.0600(3) Uani 1 1 d . . . C1 C 0.2367(9) 0.2030(10) 0.9782(3) 0.094(2) Uani 1 1 d U . . H1 H 0.2362 0.2245 0.9577 0.112 Uiso 1 1 calc R . . C2 C 0.2757(10) 0.1824(11) 1.0231(3) 0.094(2) Uani 1 1 d U . . H2 H 0.3103 0.1838 1.0418 0.112 Uiso 1 1 calc R . . C3 C 0.1314(12) 0.0694(11) 1.0362(3) 0.108(2) Uani 1 1 d DU . . H3A H 0.1590 0.0038 1.0354 0.130 Uiso 1 1 calc R . . H3B H 0.0678 0.0669 1.0260 0.130 Uiso 1 1 calc R . . C4 C 0.1161(12) 0.0960(8) 1.0690(3) 0.114(2) Uani 1 1 d DU . . H4A H 0.1686 0.0674 1.0813 0.137 Uiso 1 1 calc R . . H4B H 0.0550 0.0667 1.0760 0.137 Uiso 1 1 calc R . . C5 C 0.0221(12) 0.2288(11) 1.0750(4) 0.112(2) Uani 1 1 d U . . H5A H -0.0126 0.2018 1.0927 0.134 Uiso 1 1 calc R . . H5B H -0.0089 0.2050 1.0561 0.134 Uiso 1 1 calc R . . C6 C 0.0196(11) 0.3417(11) 1.0759(4) 0.110(2) Uani 1 1 d U . . H6A H -0.0481 0.3638 1.0757 0.132 Uiso 1 1 calc R . . H6B H 0.0497 0.3643 1.0951 0.132 Uiso 1 1 calc R . . C7 C 0.1132(10) 0.4191(9) 1.0044(3) 0.097(2) Uani 1 1 d U . . H7 H 0.1140 0.4211 0.9827 0.116 Uiso 1 1 calc R . . C8 C 0.1528(10) 0.4315(10) 1.0507(3) 0.099(2) Uani 1 1 d U . . H8 H 0.1876 0.4448 1.0689 0.118 Uiso 1 1 calc R . . C9 C 0.3829(6) 0.4645(6) 0.91977(19) 0.048(2) Uani 1 1 d . . . C10 C 0.3917(7) 0.3613(7) 0.9147(2) 0.051(2) Uani 1 1 d . . . C11 C 0.3873(7) 0.3336(7) 0.8819(2) 0.056(2) Uani 1 1 d . . . C12 C 0.3808(8) 0.3975(9) 0.8585(2) 0.068(3) Uani 1 1 d . . . H12 H 0.3804 0.3755 0.8380 0.081 Uiso 1 1 calc R . . C13 C 0.3746(8) 0.4953(8) 0.8649(2) 0.065(3) Uani 1 1 d . . . C14 C 0.3750(7) 0.5284(8) 0.8951(2) 0.057(2) Uani 1 1 d . . . H14 H 0.3698 0.5954 0.8989 0.069 Uiso 1 1 calc R . . C15 C 0.3814(7) 0.5103(7) 0.9511(2) 0.055(2) Uani 1 1 d . . . N1 N 0.3024(7) 0.2292(7) 0.9977(2) 0.0759(18) Uani 1 1 d U . . N2 N 0.1677(8) 0.1412(8) 0.9900(3) 0.099(2) Uani 1 1 d U . . N3 N 0.1937(8) 0.1334(8) 1.0186(3) 0.0932(19) Uani 1 1 d U . . N4 N 0.0713(8) 0.3840(8) 1.0496(3) 0.096(2) Uani 1 1 d U . . N5 N 0.0401(8) 0.3733(9) 1.0216(3) 0.106(2) Uani 1 1 d U . . N6 N 0.1810(7) 0.4593(7) 1.0219(2) 0.0784(18) Uani 1 1 d U . . N7 N 0.3954(10) 0.2305(7) 0.8726(2) 0.085(3) Uani 1 1 d U . . N8 N 0.3717(9) 0.5681(9) 0.8406(2) 0.094(3) Uani 1 1 d . . . O1 O 0.1124(7) 0.2032(7) 1.0756(2) 0.1064(18) Uani 1 1 d DU . . O2 O 0.3945(9) 0.5999(5) 0.95376(18) 0.099(3) Uani 1 1 d . . . O3 O 0.3682(5) 0.4565(4) 0.97563(13) 0.0558(14) Uani 1 1 d . . . O4 O 0.3981(5) 0.2970(4) 0.93543(12) 0.0565(15) Uani 1 1 d . . . O5' O 0.434(3) 0.167(3) 0.8869(13) 0.107(6) Uani 0.50 1 d PU . . O5 O 0.458(3) 0.182(3) 0.8871(13) 0.103(6) Uani 0.50 1 d PU . . O6 O 0.3515(11) 0.2035(8) 0.8508(2) 0.138(4) Uani 1 1 d U . . O7 O 0.4055(18) 0.5416(16) 0.8128(5) 0.103(7) Uani 0.50 1 d PU . . O7' O 0.3492(13) 0.5253(13) 0.8121(3) 0.072(4) Uani 0.50 1 d PU . . O8' O 0.3409(18) 0.654(2) 0.8468(6) 0.088(7) Uani 0.50 1 d P . . O8 O 0.3909(17) 0.652(2) 0.8450(6) 0.079(7) Uani 0.50 1 d PU . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cd1 0.0758(5) 0.0475(4) 0.0569(4) -0.0118(3) -0.0244(3) 0.0082(3) C1 0.092(4) 0.104(5) 0.085(4) 0.000(4) 0.004(4) -0.013(4) C2 0.097(4) 0.100(4) 0.085(4) 0.003(4) 0.002(4) -0.017(4) C3 0.112(4) 0.108(4) 0.105(4) -0.005(4) 0.008(4) -0.021(4) C4 0.114(4) 0.116(4) 0.111(4) 0.006(4) 0.019(4) -0.021(4) C5 0.108(4) 0.110(4) 0.116(4) 0.000(4) 0.024(4) -0.029(4) C6 0.104(4) 0.111(4) 0.114(4) -0.013(4) 0.031(4) -0.023(4) C7 0.093(4) 0.098(4) 0.099(4) -0.006(4) 0.007(4) -0.023(4) C8 0.094(4) 0.102(4) 0.100(4) -0.015(4) 0.028(4) -0.030(4) C9 0.040(4) 0.061(6) 0.043(5) -0.004(4) 0.003(4) 0.005(4) C10 0.047(5) 0.052(5) 0.054(5) -0.004(4) -0.004(4) -0.007(4) C11 0.071(6) 0.056(6) 0.040(5) -0.009(4) -0.003(4) -0.006(5) C12 0.079(7) 0.087(8) 0.036(5) -0.004(5) 0.002(5) 0.005(6) C13 0.077(7) 0.077(7) 0.040(5) 0.008(5) -0.005(5) 0.009(5) C14 0.057(5) 0.068(6) 0.048(5) 0.002(5) 0.007(4) 0.000(4) C15 0.058(5) 0.059(6) 0.047(5) -0.007(5) 0.000(4) 0.015(5) N1 0.084(4) 0.082(4) 0.062(3) -0.010(3) 0.003(3) -0.011(3) N2 0.098(4) 0.113(4) 0.086(4) -0.005(4) 0.010(4) -0.018(4) N3 0.101(4) 0.092(4) 0.087(4) -0.002(3) 0.012(4) -0.018(3) N4 0.091(4) 0.096(4) 0.101(4) -0.019(4) 0.040(4) -0.022(4) N5 0.093(4) 0.106(4) 0.120(4) 0.001(4) 0.014(4) -0.027(4) N6 0.067(3) 0.081(4) 0.087(4) -0.017(3) 0.010(3) -0.012(3) N7 0.156(9) 0.060(5) 0.039(4) -0.003(4) -0.010(5) -0.016(5) N8 0.139(9) 0.095(8) 0.049(6) 0.016(6) 0.009(5) 0.000(8) O1 0.104(4) 0.112(4) 0.103(3) 0.002(3) 0.020(3) -0.031(3) O2 0.188(10) 0.047(4) 0.064(5) 0.000(3) 0.011(5) 0.009(5) O3 0.065(4) 0.054(4) 0.048(3) -0.005(3) 0.007(3) 0.000(3) O4 0.085(4) 0.045(3) 0.040(3) -0.004(3) 0.006(3) -0.005(3) O5' 0.187(15) 0.071(12) 0.062(8) -0.016(9) -0.034(12) 0.001(11) O5 0.180(15) 0.066(11) 0.064(8) -0.014(9) -0.013(11) -0.021(11) O6 0.222(11) 0.098(7) 0.096(6) -0.031(5) -0.046(6) -0.015(7) O7 0.119(11) 0.107(10) 0.084(9) 0.013(8) -0.003(9) 0.001(9) O7' 0.078(8) 0.105(9) 0.032(6) 0.004(6) 0.001(6) -0.007(7) O8' 0.096(17) 0.088(15) 0.080(13) 0.019(9) -0.006(13) 0.022(13) O8 0.100(11) 0.072(10) 0.064(9) 0.021(7) -0.001(9) 0.001(9) _geom_special_details ; All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s 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 Cd1 O3 2.252(6) . ? Cd1 N6 2.255(9) 7_657 ? Cd1 O3 2.264(6) 7_657 ? Cd1 O4 2.269(6) . ? Cd1 N1 2.296(10) . ? C1 N1 1.276(15) . ? C1 N2 1.359(15) . ? C2 N1 1.313(15) . ? C2 N3 1.316(16) . ? C3 N3 1.430(17) . ? C3 C4 1.472(9) . ? C4 O1 1.487(9) . ? C5 O1 1.278(17) . ? C5 C6 1.54(2) . ? C6 N4 1.452(16) . ? C7 N6 1.311(15) . ? C7 N5 1.391(16) . ? C8 N4 1.285(16) . ? C8 N6 1.349(16) . ? C9 C14 1.376(12) . ? C9 C10 1.427(12) . ? C9 C15 1.485(12) . ? C10 O4 1.253(11) . ? C10 C11 1.457(12) . ? C11 C12 1.333(14) . ? C11 N7 1.464(13) . ? C12 C13 1.361(14) . ? C13 C14 1.374(13) . ? C13 N8 1.440(14) . ? C15 O2 1.237(11) . ? C15 O3 1.295(11) . ? N2 N3 1.285(14) . ? N4 N5 1.281(15) . ? N6 Cd1 2.255(9) 8_567 ? N7 O6 1.169(13) . ? N7 O5' 1.18(5) . ? N7 O5 1.24(6) . ? N8 O8 1.19(3) . ? N8 O8' 1.27(3) . ? N8 O7 1.33(2) . ? N8 O7' 1.387(19) . ? O3 Cd1 2.264(6) 8_567 ? O7 O7' 0.80(2) . ? O8' O8 0.68(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 O3 Cd1 N6 158.3(3) . 7_657 ? O3 Cd1 O3 97.5(3) . 7_657 ? N6 Cd1 O3 91.3(3) 7_657 7_657 ? O3 Cd1 O4 76.7(2) . . ? N6 Cd1 O4 86.6(3) 7_657 . ? O3 Cd1 O4 153.4(2) 7_657 . ? O3 Cd1 N1 95.2(3) . . ? N6 Cd1 N1 97.3(3) 7_657 . ? O3 Cd1 N1 120.5(3) 7_657 . ? O4 Cd1 N1 86.1(3) . . ? N1 C1 N2 114.4(12) . . ? N1 C2 N3 111.1(12) . . ? N3 C3 C4 116.0(12) . . ? C3 C4 O1 115.5(12) . . ? O1 C5 C6 107.0(12) . . ? N4 C6 C5 111.4(13) . . ? N6 C7 N5 112.6(12) . . ? N4 C8 N6 110.7(13) . . ? C14 C9 C10 120.7(8) . . ? C14 C9 C15 115.7(8) . . ? C10 C9 C15 123.6(8) . . ? O4 C10 C9 125.8(8) . . ? O4 C10 C11 120.5(8) . . ? C9 C10 C11 113.6(8) . . ? C12 C11 C10 124.1(9) . . ? C12 C11 N7 115.1(8) . . ? C10 C11 N7 120.7(8) . . ? C11 C12 C13 119.5(9) . . ? C12 C13 C14 120.6(9) . . ? C12 C13 N8 122.0(9) . . ? C14 C13 N8 117.3(10) . . ? C13 C14 C9 121.4(9) . . ? O2 C15 O3 120.3(9) . . ? O2 C15 C9 119.6(9) . . ? O3 C15 C9 120.1(8) . . ? C1 N1 C2 102.5(10) . . ? C1 N1 Cd1 125.6(8) . . ? C2 N1 Cd1 131.0(8) . . ? N3 N2 C1 102.5(11) . . ? N2 N3 C2 109.3(10) . . ? N2 N3 C3 113.1(12) . . ? C2 N3 C3 137.4(13) . . ? N5 N4 C8 112.3(11) . . ? N5 N4 C6 121.6(11) . . ? C8 N4 C6 126.1(13) . . ? N4 N5 C7 102.2(11) . . ? C7 N6 C8 102.1(10) . . ? C7 N6 Cd1 135.9(9) . 8_567 ? C8 N6 Cd1 121.9(8) . 8_567 ? O6 N7 O5' 115(2) . . ? O6 N7 O5 126(2) . . ? O5' N7 O5 18(3) . . ? O6 N7 C11 118.9(11) . . ? O5' N7 C11 126(2) . . ? O5 N7 C11 115(2) . . ? O8 N8 O8' 32.1(12) . . ? O8 N8 O7 109.3(18) . . ? O8' N8 O7 123.6(17) . . ? O8 N8 O7' 126.5(16) . . ? O8' N8 O7' 119.8(16) . . ? O7 N8 O7' 34.2(10) . . ? O8 N8 C13 122.5(16) . . ? O8' N8 C13 119.4(15) . . ? O7 N8 C13 117.0(14) . . ? O7' N8 C13 110.9(12) . . ? C5 O1 C4 107.2(12) . . ? C15 O3 Cd1 125.9(5) . . ? C15 O3 Cd1 107.4(5) . 8_567 ? Cd1 O3 Cd1 121.9(3) . 8_567 ? C10 O4 Cd1 129.2(5) . . ? O7' O7 N8 77(2) . . ? O7 O7' N8 69(2) . . ? O8 O8' N8 67(4) . . ? O8' O8 N8 81(4) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.765 _refine_diff_density_min -0.671 _refine_diff_density_rms 0.110 #=========================END