Electronic Supplementary Material for CrystEngComm This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _publ_section_title ; R-Isophthalate (R = -H, -NO2, and -COOH) as modular building blocks for mixed-ligand coordination polymers incorporated with a versatile connector 4-amino-3,5-bis(3-pyridyl)-1,2,4-triazole ; _publ_contact_author ; Miao Du College of Chemistry and Life Science, Tianjin Normal University, Tianjin 300387, P. R. China ; _publ_contact_author_email dumiao@public.tpt.tj.cn _publ_contact_author_name 'Miao Du' loop_ _publ_author_name 'Miao Du' 'Yan-Ping You ' 'Zhi-Hui Zhang ' 'Xiao-Jun Zhao ' data_1a _database_code_depnum_ccdc_archive 'CCDC 656145' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H22 Co N6 O8' _chemical_formula_weight 533.37 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 8.4727(4) _cell_length_b 14.4634(7) _cell_length_c 18.4388(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.7480(10) _cell_angle_gamma 90.00 _cell_volume 2251.8(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4668 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 27.51 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.573 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1100 _exptl_absorpt_coefficient_mu 0.823 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.823106 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12049 _diffrn_reflns_av_R_equivalents 0.0169 _diffrn_reflns_av_sigmaI/netI 0.0198 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3960 _reflns_number_gt 3258 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0345P)^2^+0.6386P] 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 3960 _refine_ls_number_parameters 319 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0335 _refine_ls_R_factor_gt 0.0249 _refine_ls_wR_factor_ref 0.0681 _refine_ls_wR_factor_gt 0.0646 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 Co1 Co 0.5000 0.5000 0.0000 0.02560(9) Uani 1 2 d S . . Co2 Co 1.0000 0.5000 0.5000 0.02531(10) Uani 1 2 d S . . O1 O 0.58128(15) 0.57890(8) 0.08881(6) 0.0362(3) Uani 1 1 d . . . O2 O 0.53644(18) 0.49555(8) 0.18690(7) 0.0443(3) Uani 1 1 d . . . O3 O 0.97901(17) 0.71296(8) 0.42763(7) 0.0427(3) Uani 1 1 d . . . O4 O 0.90573(15) 0.56688(8) 0.40518(6) 0.0332(3) Uani 1 1 d . . . O5 O 0.82622(16) 0.39273(9) 0.48280(7) 0.0417(3) Uani 1 1 d . . . H5A H 0.7465 0.4086 0.5050 0.063 Uiso 1 1 d R . . H5B H 0.8873 0.3521 0.5032 0.063 Uiso 1 1 d R . . O6 O 0.42101(14) 0.39625(8) 0.07057(6) 0.0346(3) Uani 1 1 d . . . H6A H 0.4480 0.3399 0.0674 0.052 Uiso 1 1 d R . . H6B H 0.4415 0.4226 0.1114 0.052 Uiso 1 1 d R . . N1 N 0.72935(17) 0.43437(9) -0.00048(7) 0.0298(3) Uani 1 1 d . . . N2 N 1.1076(2) 0.25511(10) 0.14243(8) 0.0383(4) Uani 1 1 d . . . N3 N 1.1695(2) 0.24822(10) 0.21415(8) 0.0382(4) Uani 1 1 d . . . N4 N 1.04073(16) 0.37830(9) 0.20011(7) 0.0269(3) Uani 1 1 d . . . N5 N 0.9819(2) 0.46823(10) 0.20933(8) 0.0394(4) Uani 1 1 d . . . H5' H 1.0597 0.5002 0.2343 0.047 Uiso 1 1 d R . . H5" H 0.8974 0.4590 0.2349 0.047 Uiso 1 1 d R . . N6 N 1.14462(18) 0.41833(9) 0.43700(7) 0.0306(3) Uani 1 1 d . . . C1 C 0.9554(2) 0.36788(11) 0.06602(9) 0.0286(4) Uani 1 1 d . . . C2 C 0.8045(2) 0.40438(11) 0.06160(9) 0.0297(4) Uani 1 1 d . . . H2 H 0.7525 0.4083 0.1040 0.036 Uiso 1 1 calc R . . C3 C 0.8064(2) 0.42780(12) -0.06081(9) 0.0350(4) Uani 1 1 d . . . H3 H 0.7552 0.4478 -0.1046 0.042 Uiso 1 1 calc R . . C4 C 0.9570(2) 0.39298(13) -0.06132(10) 0.0375(4) Uani 1 1 d . . . H4 H 1.0062 0.3899 -0.1045 0.045 Uiso 1 1 calc R . . C5 C 1.0346(2) 0.36249(12) 0.00311(9) 0.0346(4) Uani 1 1 d . . . H5 H 1.1370 0.3390 0.0043 0.042 Uiso 1 1 calc R . . C6 C 1.0328(2) 0.33361(11) 0.13509(9) 0.0282(4) Uani 1 1 d . . . C7 C 1.1285(2) 0.32276(11) 0.24785(9) 0.0284(4) Uani 1 1 d . . . C8 C 1.1825(2) 0.34519(11) 0.32338(9) 0.0286(4) Uani 1 1 d . . . C9 C 1.0920(2) 0.39467(11) 0.36921(9) 0.0296(4) Uani 1 1 d . . . H9 H 0.9901 0.4122 0.3520 0.035 Uiso 1 1 calc R . . C10 C 1.2910(2) 0.39242(12) 0.46162(10) 0.0365(4) Uani 1 1 d . . . H10 H 1.3289 0.4092 0.5086 0.044 Uiso 1 1 calc R . . C11 C 1.3874(2) 0.34191(14) 0.42007(10) 0.0440(5) Uani 1 1 d . . . H11 H 1.4882 0.3244 0.4389 0.053 Uiso 1 1 calc R . . C12 C 1.3327(2) 0.31762(13) 0.35035(10) 0.0405(5) Uani 1 1 d . . . H12 H 1.3959 0.2830 0.3216 0.049 Uiso 1 1 calc R . . C13 C 0.5915(2) 0.56480(11) 0.15659(9) 0.0302(4) Uani 1 1 d . . . C14 C 0.6791(2) 0.63652(11) 0.20301(9) 0.0275(4) Uani 1 1 d . . . C15 C 0.7080(2) 0.72319(12) 0.17449(9) 0.0314(4) Uani 1 1 d . . . H15 H 0.6693 0.7377 0.1272 0.038 Uiso 1 1 calc R . . C16 C 0.7939(2) 0.78780(12) 0.21616(9) 0.0347(4) Uani 1 1 d . . . H16 H 0.8090 0.8467 0.1977 0.042 Uiso 1 1 calc R . . C17 C 0.8580(2) 0.76511(12) 0.28558(10) 0.0328(4) Uani 1 1 d . . . H17 H 0.9187 0.8084 0.3128 0.039 Uiso 1 1 calc R . . C18 C 0.8324(2) 0.67860(11) 0.31486(8) 0.0274(4) Uani 1 1 d . . . C19 C 0.7384(2) 0.61559(11) 0.27377(9) 0.0275(4) Uani 1 1 d . . . H19 H 0.7149 0.5588 0.2939 0.033 Uiso 1 1 calc R . . C20 C 0.9115(2) 0.65172(11) 0.38847(9) 0.0295(4) Uani 1 1 d . . . O7 O 0.09353(19) 0.08411(10) 0.07642(8) 0.0571(4) Uani 1 1 d . . . H7A H 0.1060 0.1405 0.0885 0.086 Uiso 1 1 d R . . H7B H 0.1294 0.0437 0.1070 0.086 Uiso 1 1 d R . . O8 O 0.2792(2) 0.55305(10) 0.26637(8) 0.0623(4) Uani 1 1 d . . . H8A H 0.2710 0.6115 0.2630 0.093 Uiso 1 1 d R . . H8B H 0.3572 0.5281 0.2477 0.093 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.03028(19) 0.02384(17) 0.02104(17) -0.00001(12) -0.00780(13) 0.00119(13) Co2 0.03238(19) 0.02357(17) 0.01894(17) -0.00039(12) -0.00407(13) -0.00146(13) O1 0.0483(8) 0.0337(7) 0.0244(7) -0.0023(5) -0.0101(5) -0.0015(6) O2 0.0670(10) 0.0344(7) 0.0302(7) -0.0016(5) -0.0042(6) -0.0106(6) O3 0.0637(9) 0.0296(7) 0.0312(7) -0.0011(6) -0.0176(6) -0.0068(6) O4 0.0470(8) 0.0268(6) 0.0240(6) 0.0012(5) -0.0070(5) -0.0019(5) O5 0.0435(8) 0.0385(7) 0.0416(8) 0.0027(6) -0.0063(6) -0.0018(6) O6 0.0422(8) 0.0266(6) 0.0334(7) 0.0008(5) -0.0069(6) 0.0012(5) N1 0.0333(8) 0.0288(7) 0.0261(8) 0.0009(6) -0.0052(6) 0.0013(6) N2 0.0497(10) 0.0352(8) 0.0285(8) -0.0034(6) -0.0057(7) 0.0126(7) N3 0.0490(10) 0.0357(9) 0.0284(8) -0.0026(6) -0.0060(7) 0.0140(7) N4 0.0286(8) 0.0262(7) 0.0253(7) -0.0018(6) -0.0017(6) 0.0061(6) N5 0.0531(11) 0.0297(8) 0.0346(9) -0.0028(7) -0.0020(7) 0.0147(7) N6 0.0358(9) 0.0297(8) 0.0254(8) 0.0001(6) -0.0025(6) -0.0008(6) C1 0.0331(10) 0.0255(8) 0.0260(9) -0.0029(7) -0.0042(7) 0.0005(7) C2 0.0334(10) 0.0290(9) 0.0262(9) 0.0007(7) -0.0008(7) 0.0012(7) C3 0.0448(12) 0.0333(9) 0.0256(9) 0.0018(7) -0.0049(8) 0.0024(8) C4 0.0466(12) 0.0401(10) 0.0264(10) -0.0009(8) 0.0055(8) 0.0042(9) C5 0.0346(11) 0.0344(10) 0.0345(10) -0.0041(8) 0.0015(8) 0.0041(8) C6 0.0271(9) 0.0281(9) 0.0289(9) -0.0022(7) -0.0013(7) 0.0034(7) C7 0.0300(9) 0.0273(8) 0.0271(9) 0.0004(7) -0.0012(7) 0.0042(7) C8 0.0341(10) 0.0267(9) 0.0241(9) 0.0020(7) -0.0031(7) 0.0015(7) C9 0.0292(9) 0.0308(9) 0.0277(9) 0.0004(7) -0.0040(7) 0.0002(7) C10 0.0424(11) 0.0377(10) 0.0271(10) 0.0009(8) -0.0105(8) 0.0001(9) C11 0.0376(11) 0.0508(12) 0.0410(11) -0.0021(9) -0.0121(9) 0.0118(9) C12 0.0390(11) 0.0443(11) 0.0374(11) -0.0031(9) -0.0023(8) 0.0123(9) C13 0.0321(10) 0.0272(9) 0.0300(10) -0.0038(7) -0.0058(7) 0.0053(7) C14 0.0292(9) 0.0281(8) 0.0246(9) -0.0031(7) -0.0025(7) 0.0046(7) C15 0.0375(10) 0.0322(9) 0.0234(9) 0.0017(7) -0.0047(7) 0.0051(8) C16 0.0435(11) 0.0272(9) 0.0326(10) 0.0050(8) -0.0018(8) -0.0010(8) C17 0.0396(11) 0.0279(9) 0.0298(10) -0.0040(7) -0.0033(8) -0.0034(8) C18 0.0325(10) 0.0269(8) 0.0223(8) -0.0024(7) -0.0009(7) 0.0020(7) C19 0.0323(10) 0.0244(8) 0.0254(9) -0.0015(7) 0.0002(7) 0.0029(7) C20 0.0356(10) 0.0285(9) 0.0235(9) -0.0019(7) -0.0019(7) 0.0002(7) O7 0.0664(11) 0.0488(9) 0.0546(9) -0.0169(7) -0.0039(8) 0.0096(7) O8 0.0768(12) 0.0432(9) 0.0686(10) -0.0085(7) 0.0156(8) -0.0168(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O1 2.0667(11) . ? Co1 O1 2.0667(11) 3_665 ? Co1 O6 2.1300(11) . ? Co1 O6 2.1300(11) 3_665 ? Co1 N1 2.1633(14) 3_665 ? Co1 N1 2.1633(14) . ? Co2 O4 2.0975(11) 3_766 ? Co2 O4 2.0975(11) . ? Co2 N6 2.1170(14) 3_766 ? Co2 N6 2.1170(14) . ? Co2 O5 2.1444(13) . ? Co2 O5 2.1444(13) 3_766 ? O1 C13 1.262(2) . ? O2 C13 1.255(2) . ? O3 C20 1.251(2) . ? O4 C20 1.267(2) . ? O5 H5A 0.8500 . ? O5 H5B 0.8501 . ? O6 H6A 0.8500 . ? O6 H6B 0.8500 . ? N1 C2 1.335(2) . ? N1 C3 1.339(2) . ? N2 C6 1.302(2) . ? N2 N3 1.385(2) . ? N3 C7 1.306(2) . ? N4 C6 1.359(2) . ? N4 C7 1.365(2) . ? N4 N5 1.4082(19) . ? N5 H5' 0.8999 . ? N5 H5" 0.8998 . ? N6 C9 1.336(2) . ? N6 C10 1.339(2) . ? C1 C2 1.379(2) . ? C1 C5 1.390(2) . ? C1 C6 1.470(2) . ? C2 H2 0.9300 . ? C3 C4 1.373(3) . ? C3 H3 0.9300 . ? C4 C5 1.382(2) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.466(2) . ? C8 C12 1.386(2) . ? C8 C9 1.386(2) . ? C9 H9 0.9300 . ? C10 C11 1.375(3) . ? C10 H10 0.9300 . ? C11 C12 1.376(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.501(2) . ? C14 C15 1.389(2) . ? C14 C19 1.392(2) . ? C15 C16 1.379(3) . ? C15 H15 0.9300 . ? C16 C17 1.388(2) . ? C16 H16 0.9300 . ? C17 C18 1.387(2) . ? C17 H17 0.9300 . ? C18 C19 1.392(2) . ? C18 C20 1.514(2) . ? C19 H19 0.9300 . ? O7 H7A 0.8500 . ? O7 H7B 0.8503 . ? O8 H8A 0.8501 . ? O8 H8B 0.8502 . ? 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 Co1 O1 180.00(5) . 3_665 ? O1 Co1 O6 90.34(5) . . ? O1 Co1 O6 89.66(5) 3_665 . ? O1 Co1 O6 89.66(5) . 3_665 ? O1 Co1 O6 90.34(5) 3_665 3_665 ? O6 Co1 O6 180.00(6) . 3_665 ? O1 Co1 N1 89.71(5) . 3_665 ? O1 Co1 N1 90.29(5) 3_665 3_665 ? O6 Co1 N1 88.79(5) . 3_665 ? O6 Co1 N1 91.21(5) 3_665 3_665 ? O1 Co1 N1 90.29(5) . . ? O1 Co1 N1 89.71(5) 3_665 . ? O6 Co1 N1 91.21(5) . . ? O6 Co1 N1 88.79(5) 3_665 . ? N1 Co1 N1 180.0 3_665 . ? O4 Co2 O4 180.0 3_766 . ? O4 Co2 N6 89.87(5) 3_766 3_766 ? O4 Co2 N6 90.13(5) . 3_766 ? O4 Co2 N6 90.13(5) 3_766 . ? O4 Co2 N6 89.87(5) . . ? N6 Co2 N6 180.00(6) 3_766 . ? O4 Co2 O5 89.94(5) 3_766 . ? O4 Co2 O5 90.06(5) . . ? N6 Co2 O5 93.63(5) 3_766 . ? N6 Co2 O5 86.37(5) . . ? O4 Co2 O5 90.06(5) 3_766 3_766 ? O4 Co2 O5 89.94(5) . 3_766 ? N6 Co2 O5 86.37(5) 3_766 3_766 ? N6 Co2 O5 93.63(5) . 3_766 ? O5 Co2 O5 180.0 . 3_766 ? C13 O1 Co1 133.34(11) . . ? C20 O4 Co2 129.01(11) . . ? Co2 O5 H5A 107.2 . . ? Co2 O5 H5B 92.8 . . ? H5A O5 H5B 116.9 . . ? Co1 O6 H6A 122.3 . . ? Co1 O6 H6B 100.0 . . ? H6A O6 H6B 117.0 . . ? C2 N1 C3 117.29(15) . . ? C2 N1 Co1 120.26(11) . . ? C3 N1 Co1 122.29(12) . . ? C6 N2 N3 107.73(14) . . ? C7 N3 N2 107.48(14) . . ? C6 N4 C7 105.87(13) . . ? C6 N4 N5 123.62(13) . . ? C7 N4 N5 130.16(13) . . ? N4 N5 H5' 106.6 . . ? N4 N5 H5" 103.4 . . ? H5' N5 H5" 112.9 . . ? C9 N6 C10 118.26(15) . . ? C9 N6 Co2 119.52(12) . . ? C10 N6 Co2 122.16(12) . . ? C2 C1 C5 118.78(16) . . ? C2 C1 C6 121.69(15) . . ? C5 C1 C6 119.52(16) . . ? N1 C2 C1 123.30(16) . . ? N1 C2 H2 118.3 . . ? C1 C2 H2 118.3 . . ? N1 C3 C4 123.29(16) . . ? N1 C3 H3 118.4 . . ? C4 C3 H3 118.4 . . ? C3 C4 C5 119.20(17) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? C4 C5 C1 118.13(17) . . ? C4 C5 H5 120.9 . . ? C1 C5 H5 120.9 . . ? N2 C6 N4 109.57(15) . . ? N2 C6 C1 124.25(15) . . ? N4 C6 C1 126.16(14) . . ? N3 C7 N4 109.34(14) . . ? N3 C7 C8 124.07(15) . . ? N4 C7 C8 126.36(14) . . ? C12 C8 C9 117.88(16) . . ? C12 C8 C7 118.86(15) . . ? C9 C8 C7 123.25(15) . . ? N6 C9 C8 122.95(16) . . ? N6 C9 H9 118.5 . . ? C8 C9 H9 118.5 . . ? N6 C10 C11 122.42(17) . . ? N6 C10 H10 118.8 . . ? C11 C10 H10 118.8 . . ? C10 C11 C12 119.14(18) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C11 C12 C8 119.33(17) . . ? C11 C12 H12 120.3 . . ? C8 C12 H12 120.3 . . ? O2 C13 O1 124.90(16) . . ? O2 C13 C14 118.80(15) . . ? O1 C13 C14 116.29(15) . . ? C15 C14 C19 119.32(15) . . ? C15 C14 C13 120.14(15) . . ? C19 C14 C13 120.47(15) . . ? C16 C15 C14 120.16(16) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C15 C16 C17 120.12(16) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 120.71(16) . . ? C18 C17 H17 119.6 . . ? C16 C17 H17 119.6 . . ? C17 C18 C19 118.65(16) . . ? C17 C18 C20 120.58(15) . . ? C19 C18 C20 120.71(15) . . ? C14 C19 C18 120.89(15) . . ? C14 C19 H19 119.6 . . ? C18 C19 H19 119.6 . . ? O3 C20 O4 124.78(16) . . ? O3 C20 C18 118.89(15) . . ? O4 C20 C18 116.32(14) . . ? H7A O7 H7B 117.1 . . ? H8A O8 H8B 117.0 . . ? 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 O6 Co1 O1 C13 5.80(16) . . . . ? O6 Co1 O1 C13 -174.20(16) 3_665 . . . ? N1 Co1 O1 C13 94.59(16) 3_665 . . . ? N1 Co1 O1 C13 -85.41(16) . . . . ? N6 Co2 O4 C20 61.34(15) 3_766 . . . ? N6 Co2 O4 C20 -118.66(15) . . . . ? O5 Co2 O4 C20 154.98(15) . . . . ? O5 Co2 O4 C20 -25.02(15) 3_766 . . . ? O1 Co1 N1 C2 45.42(13) . . . . ? O1 Co1 N1 C2 -134.58(13) 3_665 . . . ? O6 Co1 N1 C2 -44.93(13) . . . . ? O6 Co1 N1 C2 135.07(13) 3_665 . . . ? O1 Co1 N1 C3 -129.84(13) . . . . ? O1 Co1 N1 C3 50.16(13) 3_665 . . . ? O6 Co1 N1 C3 139.81(13) . . . . ? O6 Co1 N1 C3 -40.19(13) 3_665 . . . ? C6 N2 N3 C7 0.5(2) . . . . ? O4 Co2 N6 C9 147.63(12) 3_766 . . . ? O4 Co2 N6 C9 -32.37(12) . . . . ? O5 Co2 N6 C9 57.69(12) . . . . ? O5 Co2 N6 C9 -122.31(12) 3_766 . . . ? O4 Co2 N6 C10 -35.26(14) 3_766 . . . ? O4 Co2 N6 C10 144.74(14) . . . . ? O5 Co2 N6 C10 -125.19(14) . . . . ? O5 Co2 N6 C10 54.81(14) 3_766 . . . ? C3 N1 C2 C1 0.2(2) . . . . ? Co1 N1 C2 C1 -175.31(12) . . . . ? C5 C1 C2 N1 0.6(3) . . . . ? C6 C1 C2 N1 -178.56(15) . . . . ? C2 N1 C3 C4 -0.6(3) . . . . ? Co1 N1 C3 C4 174.77(14) . . . . ? N1 C3 C4 C5 0.3(3) . . . . ? C3 C4 C5 C1 0.5(3) . . . . ? C2 C1 C5 C4 -0.9(3) . . . . ? C6 C1 C5 C4 178.27(16) . . . . ? N3 N2 C6 N4 -1.1(2) . . . . ? N3 N2 C6 C1 177.76(16) . . . . ? C7 N4 C6 N2 1.19(19) . . . . ? N5 N4 C6 N2 174.96(16) . . . . ? C7 N4 C6 C1 -177.61(16) . . . . ? N5 N4 C6 C1 -3.8(3) . . . . ? C2 C1 C6 N2 133.63(19) . . . . ? C5 C1 C6 N2 -45.5(3) . . . . ? C2 C1 C6 N4 -47.7(2) . . . . ? C5 C1 C6 N4 133.14(18) . . . . ? N2 N3 C7 N4 0.2(2) . . . . ? N2 N3 C7 C8 -174.60(16) . . . . ? C6 N4 C7 N3 -0.85(19) . . . . ? N5 N4 C7 N3 -174.06(17) . . . . ? C6 N4 C7 C8 173.82(16) . . . . ? N5 N4 C7 C8 0.6(3) . . . . ? N3 C7 C8 C12 32.8(3) . . . . ? N4 C7 C8 C12 -141.14(18) . . . . ? N3 C7 C8 C9 -148.64(18) . . . . ? N4 C7 C8 C9 37.4(3) . . . . ? C10 N6 C9 C8 -0.4(2) . . . . ? Co2 N6 C9 C8 176.80(12) . . . . ? C12 C8 C9 N6 1.5(3) . . . . ? C7 C8 C9 N6 -177.03(15) . . . . ? C9 N6 C10 C11 -0.7(3) . . . . ? Co2 N6 C10 C11 -177.84(14) . . . . ? N6 C10 C11 C12 0.6(3) . . . . ? C10 C11 C12 C8 0.5(3) . . . . ? C9 C8 C12 C11 -1.6(3) . . . . ? C7 C8 C12 C11 177.09(17) . . . . ? Co1 O1 C13 O2 -6.9(3) . . . . ? Co1 O1 C13 C14 172.03(11) . . . . ? O2 C13 C14 C15 -164.52(17) . . . . ? O1 C13 C14 C15 16.5(2) . . . . ? O2 C13 C14 C19 18.5(2) . . . . ? O1 C13 C14 C19 -160.49(15) . . . . ? C19 C14 C15 C16 -0.3(3) . . . . ? C13 C14 C15 C16 -177.39(16) . . . . ? C14 C15 C16 C17 2.9(3) . . . . ? C15 C16 C17 C18 -2.1(3) . . . . ? C16 C17 C18 C19 -1.3(3) . . . . ? C16 C17 C18 C20 175.79(16) . . . . ? C15 C14 C19 C18 -3.1(2) . . . . ? C13 C14 C19 C18 173.91(16) . . . . ? C17 C18 C19 C14 3.9(2) . . . . ? C20 C18 C19 C14 -173.17(15) . . . . ? Co2 O4 C20 O3 0.6(3) . . . . ? Co2 O4 C20 C18 179.45(10) . . . . ? C17 C18 C20 O3 11.5(2) . . . . ? C19 C18 C20 O3 -171.43(16) . . . . ? C17 C18 C20 O4 -167.44(16) . . . . ? C19 C18 C20 O4 9.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.232 _refine_diff_density_min -0.257 _refine_diff_density_rms 0.039 #===END data_1b _database_code_depnum_ccdc_archive 'CCDC 656146' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H19 Co N7 O9' _chemical_formula_weight 560.35 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.335(4) _cell_length_b 10.926(5) _cell_length_c 13.175(6) _cell_angle_alpha 102.845(5) _cell_angle_beta 99.713(5) _cell_angle_gamma 92.635(6) _cell_volume 1148.7(9) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3282 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 28.11 _exptl_crystal_description Prism _exptl_crystal_colour Pink _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.42 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.620 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 574 _exptl_absorpt_coefficient_mu 0.815 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.813717 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6174 _diffrn_reflns_av_R_equivalents 0.0128 _diffrn_reflns_av_sigmaI/netI 0.0225 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3966 _reflns_number_gt 3417 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0395P)^2^+0.4319P] 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 3966 _refine_ls_number_parameters 337 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0737 _refine_ls_wR_factor_gt 0.0720 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _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 Co1 Co 0.5000 1.0000 0.0000 0.02127(10) Uani 1 2 d S . . Co2 Co 0.5000 0.5000 0.5000 0.02207(10) Uani 1 2 d S . . O1 O 0.41495(17) 0.50472(12) 0.34697(10) 0.0300(3) Uani 1 1 d . . . O2 O 0.3483(2) 0.30592(13) 0.25766(11) 0.0444(4) Uani 1 1 d . . . O3 O 0.3661(2) 0.85480(13) 0.17387(11) 0.0439(4) Uani 1 1 d . . . O4 O 0.44247(16) 0.81632(12) 0.01584(10) 0.0297(3) Uani 1 1 d . . . O5 O 0.0514(2) 0.27183(17) -0.11454(13) 0.0605(5) Uani 1 1 d . . . O6 O 0.1499(4) 0.3914(2) -0.20186(14) 0.1013(9) Uani 1 1 d . . . O7 O 0.41560(16) 0.30491(12) 0.46849(10) 0.0312(3) Uani 1 1 d . . . H7A H 0.3521 0.2683 0.4988 0.047 Uiso 1 1 d R . . H7B H 0.3989 0.2848 0.4012 0.047 Uiso 1 1 d R . . O8 O 0.39557(17) 1.07726(13) 0.12892(11) 0.0336(3) Uani 1 1 d . . . H8A H 0.4073 1.1487 0.1725 0.050 Uiso 1 1 d R . . H8B H 0.3872 1.0125 0.1541 0.050 Uiso 1 1 d R . . N1 N 0.28129(19) 0.57309(15) 0.54462(12) 0.0275(4) Uani 1 1 d . . . N2 N -0.1647(2) 0.82269(17) 0.46370(14) 0.0355(4) Uani 1 1 d . . . N3 N -0.2106(2) 0.89924(18) 0.39476(14) 0.0375(4) Uani 1 1 d . . . N4 N 0.03834(18) 0.84993(15) 0.38371(12) 0.0239(3) Uani 1 1 d . . . N5 N 0.1902(2) 0.83496(19) 0.35150(16) 0.0418(5) Uani 1 1 d . . . H5A H 0.1651 0.8143 0.2803 0.063 Uiso 1 1 d R . . H5B H 0.2513 0.9090 0.3773 0.063 Uiso 1 1 d R . . N6 N -0.26392(19) 1.01824(15) 0.10606(12) 0.0283(4) Uani 1 1 d . . . N7 N 0.1377(3) 0.36273(18) -0.11917(14) 0.0500(5) Uani 1 1 d . . . C1 C 0.0707(2) 0.71064(17) 0.51656(14) 0.0249(4) Uani 1 1 d . . . C2 C 0.2090(2) 0.65388(18) 0.49228(14) 0.0272(4) Uani 1 1 d . . . H2 H 0.2539 0.6727 0.4370 0.033 Uiso 1 1 calc R . . C3 C 0.2173(2) 0.5464(2) 0.62450(16) 0.0330(5) Uani 1 1 d . . . H3 H 0.2669 0.4906 0.6613 0.040 Uiso 1 1 calc R . . C4 C 0.0802(3) 0.5989(2) 0.65416(17) 0.0381(5) Uani 1 1 d . . . H4 H 0.0384 0.5787 0.7101 0.046 Uiso 1 1 calc R . . C5 C 0.0059(2) 0.6815(2) 0.60013(16) 0.0333(5) Uani 1 1 d . . . H5 H -0.0868 0.7175 0.6192 0.040 Uiso 1 1 calc R . . C6 C -0.0156(2) 0.79362(18) 0.45587(14) 0.0254(4) Uani 1 1 d . . . C7 C -0.0880(2) 0.91341(18) 0.34678(15) 0.0261(4) Uani 1 1 d . . . C8 C -0.0940(2) 0.97818(17) 0.25954(14) 0.0254(4) Uani 1 1 d . . . C9 C -0.2429(2) 0.96892(19) 0.19110(15) 0.0282(4) Uani 1 1 d . . . H9 H -0.3325 0.9262 0.2052 0.034 Uiso 1 1 calc R . . C10 C -0.1338(2) 1.0796(2) 0.08731(16) 0.0342(5) Uani 1 1 d . . . H10 H -0.1459 1.1133 0.0279 0.041 Uiso 1 1 calc R . . C11 C 0.0169(2) 1.0951(2) 0.15178(17) 0.0375(5) Uani 1 1 d . . . H11 H 0.1037 1.1401 0.1366 0.045 Uiso 1 1 calc R . . C12 C 0.0389(2) 1.04346(19) 0.23921(16) 0.0325(5) Uani 1 1 d . . . H12 H 0.1403 1.0523 0.2834 0.039 Uiso 1 1 calc R . . C13 C 0.3686(2) 0.42111(18) 0.26324(14) 0.0262(4) Uani 1 1 d . . . C14 C 0.3339(2) 0.46974(18) 0.16396(14) 0.0273(4) Uani 1 1 d . . . C15 C 0.3736(2) 0.59569(18) 0.16893(15) 0.0280(4) Uani 1 1 d . . . H15 H 0.4184 0.6490 0.2341 0.034 Uiso 1 1 calc R . . C16 C 0.3483(2) 0.64459(18) 0.07918(14) 0.0270(4) Uani 1 1 d . . . C17 C 0.3887(2) 0.78366(18) 0.09073(15) 0.0272(4) Uani 1 1 d . . . C18 C 0.2785(3) 0.56596(19) -0.01749(15) 0.0334(5) Uani 1 1 d . . . H18 H 0.2648 0.5952 -0.0792 0.040 Uiso 1 1 calc R . . C19 C 0.2298(3) 0.44293(19) -0.01953(15) 0.0348(5) Uani 1 1 d . . . C20 C 0.2581(3) 0.39147(19) 0.06788(15) 0.0330(5) Uani 1 1 d . . . H20 H 0.2273 0.3071 0.0626 0.040 Uiso 1 1 calc R . . O9 O 0.4720(2) 0.0355(2) 0.38831(18) 0.0795(6) Uani 1 1 d . . . H9A H 0.5148 0.1084 0.4224 0.119 Uiso 1 1 d R . . H9B H 0.5367 -0.0211 0.3739 0.119 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.02221(18) 0.02277(19) 0.02085(18) 0.00980(14) 0.00335(13) 0.00179(14) Co2 0.02681(19) 0.0238(2) 0.01834(18) 0.01004(14) 0.00421(13) 0.00563(14) O1 0.0441(8) 0.0257(7) 0.0199(7) 0.0085(6) 0.0001(6) 0.0046(6) O2 0.0827(12) 0.0240(8) 0.0268(8) 0.0097(6) 0.0068(7) -0.0001(7) O3 0.0750(11) 0.0263(8) 0.0336(8) 0.0059(6) 0.0232(8) -0.0056(7) O4 0.0386(8) 0.0259(7) 0.0284(7) 0.0125(6) 0.0085(6) 0.0009(6) O5 0.0835(13) 0.0418(10) 0.0432(10) 0.0037(8) -0.0095(9) -0.0202(9) O6 0.196(3) 0.0700(14) 0.0224(9) 0.0157(9) -0.0153(12) -0.0455(15) O7 0.0357(7) 0.0309(8) 0.0299(7) 0.0115(6) 0.0097(6) -0.0004(6) O8 0.0451(8) 0.0258(7) 0.0344(8) 0.0089(6) 0.0163(6) 0.0057(6) N1 0.0285(8) 0.0298(9) 0.0280(8) 0.0130(7) 0.0064(7) 0.0060(7) N2 0.0296(9) 0.0468(11) 0.0418(10) 0.0283(9) 0.0125(7) 0.0127(8) N3 0.0294(9) 0.0504(11) 0.0436(10) 0.0295(9) 0.0100(8) 0.0134(8) N4 0.0222(8) 0.0292(9) 0.0224(8) 0.0101(6) 0.0042(6) 0.0044(6) N5 0.0320(9) 0.0590(13) 0.0506(11) 0.0346(10) 0.0200(8) 0.0187(9) N6 0.0260(8) 0.0335(9) 0.0276(8) 0.0131(7) 0.0026(6) 0.0023(7) N7 0.0836(15) 0.0306(11) 0.0274(10) 0.0054(8) -0.0084(9) -0.0060(10) C1 0.0248(9) 0.0262(10) 0.0242(9) 0.0090(8) 0.0022(7) 0.0013(8) C2 0.0288(10) 0.0317(11) 0.0254(10) 0.0135(8) 0.0072(8) 0.0054(8) C3 0.0336(11) 0.0393(12) 0.0335(11) 0.0212(9) 0.0080(9) 0.0084(9) C4 0.0402(12) 0.0524(14) 0.0331(11) 0.0254(10) 0.0157(9) 0.0107(10) C5 0.0302(10) 0.0441(13) 0.0312(11) 0.0153(9) 0.0104(8) 0.0106(9) C6 0.0253(9) 0.0274(10) 0.0242(9) 0.0078(8) 0.0040(7) 0.0024(8) C7 0.0238(9) 0.0282(10) 0.0267(10) 0.0090(8) 0.0016(7) 0.0032(8) C8 0.0253(9) 0.0261(10) 0.0260(10) 0.0087(8) 0.0044(7) 0.0049(8) C9 0.0241(9) 0.0324(11) 0.0313(10) 0.0148(8) 0.0044(8) 0.0011(8) C10 0.0302(10) 0.0446(13) 0.0334(11) 0.0209(9) 0.0060(8) 0.0036(9) C11 0.0250(10) 0.0466(13) 0.0477(13) 0.0267(11) 0.0064(9) -0.0021(9) C12 0.0236(10) 0.0364(12) 0.0372(11) 0.0140(9) -0.0017(8) 0.0011(8) C13 0.0325(10) 0.0251(11) 0.0227(10) 0.0085(8) 0.0055(8) 0.0037(8) C14 0.0362(10) 0.0254(10) 0.0209(9) 0.0082(8) 0.0037(8) 0.0009(8) C15 0.0346(10) 0.0263(10) 0.0218(9) 0.0067(8) 0.0011(8) -0.0009(8) C16 0.0330(10) 0.0249(10) 0.0243(9) 0.0097(8) 0.0037(8) -0.0005(8) C17 0.0281(10) 0.0269(10) 0.0275(10) 0.0124(8) 0.0003(8) 0.0002(8) C18 0.0487(12) 0.0301(11) 0.0229(10) 0.0123(8) 0.0032(9) 0.0003(9) C19 0.0526(13) 0.0292(11) 0.0189(9) 0.0048(8) -0.0010(9) -0.0032(9) C20 0.0492(12) 0.0226(10) 0.0261(10) 0.0077(8) 0.0033(9) -0.0043(9) O9 0.0654(13) 0.0617(13) 0.0989(16) -0.0102(12) 0.0163(11) 0.0154(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O8 2.0698(14) 2_675 ? Co1 O8 2.0698(14) . ? Co1 O4 2.1054(15) 2_675 ? Co1 O4 2.1054(15) . ? Co1 N6 2.1856(17) 2_575 ? Co1 N6 2.1856(17) 1_655 ? Co2 O1 2.0340(15) . ? Co2 O1 2.0340(15) 2_666 ? Co2 O7 2.1404(16) . ? Co2 O7 2.1404(16) 2_666 ? Co2 N1 2.1433(17) 2_666 ? Co2 N1 2.1433(17) . ? O1 C13 1.256(2) . ? O2 C13 1.246(2) . ? O3 C17 1.243(2) . ? O4 C17 1.262(2) . ? O5 N7 1.218(3) . ? O6 N7 1.217(3) . ? O7 H7A 0.8500 . ? O7 H7B 0.8504 . ? O8 H8A 0.8500 . ? O8 H8B 0.8499 . ? N1 C3 1.337(2) . ? N1 C2 1.340(2) . ? N2 C6 1.312(2) . ? N2 N3 1.386(2) . ? N3 C7 1.309(3) . ? N4 C6 1.365(2) . ? N4 C7 1.368(2) . ? N4 N5 1.407(2) . ? N5 H5A 0.9004 . ? N5 H5B 0.9001 . ? N6 C10 1.335(3) . ? N6 C9 1.337(2) . ? N6 Co1 2.1856(17) 1_455 ? N7 C19 1.472(3) . ? C1 C2 1.385(3) . ? C1 C5 1.395(3) . ? C1 C6 1.472(3) . ? C2 H2 0.9300 . ? C3 C4 1.377(3) . ? C3 H3 0.9300 . ? C4 C5 1.376(3) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.473(3) . ? C8 C12 1.385(3) . ? C8 C9 1.391(3) . ? C9 H9 0.9300 . ? C10 C11 1.373(3) . ? C10 H10 0.9300 . ? C11 C12 1.380(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.507(3) . ? C14 C15 1.385(3) . ? C14 C20 1.390(3) . ? C15 C16 1.391(3) . ? C15 H15 0.9300 . ? C16 C18 1.384(3) . ? C16 C17 1.509(3) . ? C18 C19 1.379(3) . ? C18 H18 0.9300 . ? C19 C20 1.381(3) . ? C20 H20 0.9300 . ? O9 H9A 0.8507 . ? O9 H9B 0.8505 . ? 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 O8 Co1 O8 180.00(7) 2_675 . ? O8 Co1 O4 91.28(6) 2_675 2_675 ? O8 Co1 O4 88.72(6) . 2_675 ? O8 Co1 O4 88.72(6) 2_675 . ? O8 Co1 O4 91.28(6) . . ? O4 Co1 O4 180.00(7) 2_675 . ? O8 Co1 N6 89.19(6) 2_675 2_575 ? O8 Co1 N6 90.81(6) . 2_575 ? O4 Co1 N6 92.59(6) 2_675 2_575 ? O4 Co1 N6 87.41(6) . 2_575 ? O8 Co1 N6 90.81(6) 2_675 1_655 ? O8 Co1 N6 89.19(6) . 1_655 ? O4 Co1 N6 87.41(6) 2_675 1_655 ? O4 Co1 N6 92.59(6) . 1_655 ? N6 Co1 N6 180.00(9) 2_575 1_655 ? O1 Co2 O1 180.0 . 2_666 ? O1 Co2 O7 91.07(5) . . ? O1 Co2 O7 88.93(5) 2_666 . ? O1 Co2 O7 88.93(5) . 2_666 ? O1 Co2 O7 91.07(5) 2_666 2_666 ? O7 Co2 O7 180.0 . 2_666 ? O1 Co2 N1 89.74(6) . 2_666 ? O1 Co2 N1 90.26(6) 2_666 2_666 ? O7 Co2 N1 83.46(6) . 2_666 ? O7 Co2 N1 96.54(6) 2_666 2_666 ? O1 Co2 N1 90.26(6) . . ? O1 Co2 N1 89.74(6) 2_666 . ? O7 Co2 N1 96.54(6) . . ? O7 Co2 N1 83.46(6) 2_666 . ? N1 Co2 N1 180.0 2_666 . ? C13 O1 Co2 133.62(12) . . ? C17 O4 Co1 128.12(12) . . ? Co2 O7 H7A 129.5 . . ? Co2 O7 H7B 101.3 . . ? H7A O7 H7B 117.2 . . ? Co1 O8 H8A 134.3 . . ? Co1 O8 H8B 99.0 . . ? H8A O8 H8B 117.1 . . ? C3 N1 C2 118.44(17) . . ? C3 N1 Co2 123.50(13) . . ? C2 N1 Co2 118.00(12) . . ? C6 N2 N3 107.98(16) . . ? C7 N3 N2 107.36(15) . . ? C6 N4 C7 105.94(15) . . ? C6 N4 N5 124.88(15) . . ? C7 N4 N5 129.04(15) . . ? N4 N5 H5A 104.2 . . ? N4 N5 H5B 107.3 . . ? H5A N5 H5B 113.0 . . ? C10 N6 C9 117.35(16) . . ? C10 N6 Co1 120.50(13) . 1_455 ? C9 N6 Co1 122.15(13) . 1_455 ? O6 N7 O5 123.3(2) . . ? O6 N7 C19 118.4(2) . . ? O5 N7 C19 118.26(18) . . ? C2 C1 C5 117.41(17) . . ? C2 C1 C6 123.76(17) . . ? C5 C1 C6 118.74(17) . . ? N1 C2 C1 123.19(17) . . ? N1 C2 H2 118.4 . . ? C1 C2 H2 118.4 . . ? N1 C3 C4 122.23(18) . . ? N1 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C5 C4 C3 119.25(19) . . ? C5 C4 H4 120.4 . . ? C3 C4 H4 120.4 . . ? C4 C5 C1 119.49(18) . . ? C4 C5 H5 120.3 . . ? C1 C5 H5 120.3 . . ? N2 C6 N4 109.13(16) . . ? N2 C6 C1 122.65(17) . . ? N4 C6 C1 128.21(16) . . ? N3 C7 N4 109.57(16) . . ? N3 C7 C8 124.19(16) . . ? N4 C7 C8 126.00(16) . . ? C12 C8 C9 118.18(17) . . ? C12 C8 C7 124.62(17) . . ? C9 C8 C7 117.16(17) . . ? N6 C9 C8 123.46(18) . . ? N6 C9 H9 118.3 . . ? C8 C9 H9 118.3 . . ? N6 C10 C11 123.01(18) . . ? N6 C10 H10 118.5 . . ? C11 C10 H10 118.5 . . ? C10 C11 C12 119.61(19) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C11 C12 C8 118.37(18) . . ? C11 C12 H12 120.8 . . ? C8 C12 H12 120.8 . . ? O2 C13 O1 125.42(17) . . ? O2 C13 C14 119.83(16) . . ? O1 C13 C14 114.74(16) . . ? C15 C14 C20 119.18(17) . . ? C15 C14 C13 119.52(16) . . ? C20 C14 C13 121.28(17) . . ? C14 C15 C16 121.81(17) . . ? C14 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C18 C16 C15 119.21(18) . . ? C18 C16 C17 121.60(17) . . ? C15 C16 C17 119.10(16) . . ? O3 C17 O4 126.43(18) . . ? O3 C17 C16 116.32(16) . . ? O4 C17 C16 117.25(16) . . ? C19 C18 C16 118.05(18) . . ? C19 C18 H18 121.0 . . ? C16 C18 H18 121.0 . . ? C18 C19 C20 123.59(18) . . ? C18 C19 N7 118.54(17) . . ? C20 C19 N7 117.83(18) . . ? C19 C20 C14 117.94(18) . . ? C19 C20 H20 121.0 . . ? C14 C20 H20 121.0 . . ? H9A O9 H9B 117.1 . . ? 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 O7 Co2 O1 C13 -14.94(18) . . . . ? O7 Co2 O1 C13 165.06(18) 2_666 . . . ? N1 Co2 O1 C13 68.51(18) 2_666 . . . ? N1 Co2 O1 C13 -111.49(18) . . . . ? O8 Co1 O4 C17 170.54(16) 2_675 . . . ? O8 Co1 O4 C17 -9.46(16) . . . . ? N6 Co1 O4 C17 -100.22(16) 2_575 . . . ? N6 Co1 O4 C17 79.78(16) 1_655 . . . ? O1 Co2 N1 C3 149.68(16) . . . . ? O1 Co2 N1 C3 -30.32(16) 2_666 . . . ? O7 Co2 N1 C3 58.57(17) . . . . ? O7 Co2 N1 C3 -121.43(17) 2_666 . . . ? O1 Co2 N1 C2 -33.18(15) . . . . ? O1 Co2 N1 C2 146.82(15) 2_666 . . . ? O7 Co2 N1 C2 -124.29(14) . . . . ? O7 Co2 N1 C2 55.71(14) 2_666 . . . ? C6 N2 N3 C7 0.4(2) . . . . ? C3 N1 C2 C1 -0.3(3) . . . . ? Co2 N1 C2 C1 -177.64(14) . . . . ? C5 C1 C2 N1 0.3(3) . . . . ? C6 C1 C2 N1 -176.25(18) . . . . ? C2 N1 C3 C4 0.2(3) . . . . ? Co2 N1 C3 C4 177.28(16) . . . . ? N1 C3 C4 C5 0.1(3) . . . . ? C3 C4 C5 C1 -0.1(3) . . . . ? C2 C1 C5 C4 -0.1(3) . . . . ? C6 C1 C5 C4 176.6(2) . . . . ? N3 N2 C6 N4 0.3(2) . . . . ? N3 N2 C6 C1 -178.58(17) . . . . ? C7 N4 C6 N2 -1.0(2) . . . . ? N5 N4 C6 N2 -176.96(18) . . . . ? C7 N4 C6 C1 177.89(18) . . . . ? N5 N4 C6 C1 1.9(3) . . . . ? C2 C1 C6 N2 163.69(19) . . . . ? C5 C1 C6 N2 -12.8(3) . . . . ? C2 C1 C6 N4 -15.0(3) . . . . ? C5 C1 C6 N4 168.47(19) . . . . ? N2 N3 C7 N4 -1.0(2) . . . . ? N2 N3 C7 C8 173.69(18) . . . . ? C6 N4 C7 N3 1.2(2) . . . . ? N5 N4 C7 N3 177.01(19) . . . . ? C6 N4 C7 C8 -173.38(18) . . . . ? N5 N4 C7 C8 2.4(3) . . . . ? N3 C7 C8 C12 149.6(2) . . . . ? N4 C7 C8 C12 -36.6(3) . . . . ? N3 C7 C8 C9 -32.7(3) . . . . ? N4 C7 C8 C9 141.11(19) . . . . ? C10 N6 C9 C8 -0.2(3) . . . . ? Co1 N6 C9 C8 179.51(14) 1_455 . . . ? C12 C8 C9 N6 0.9(3) . . . . ? C7 C8 C9 N6 -176.95(17) . . . . ? C9 N6 C10 C11 -1.0(3) . . . . ? Co1 N6 C10 C11 179.29(17) 1_455 . . . ? N6 C10 C11 C12 1.4(3) . . . . ? C10 C11 C12 C8 -0.6(3) . . . . ? C9 C8 C12 C11 -0.5(3) . . . . ? C7 C8 C12 C11 177.22(19) . . . . ? Co2 O1 C13 O2 8.1(3) . . . . ? Co2 O1 C13 C14 -172.92(12) . . . . ? O2 C13 C14 C15 -172.92(18) . . . . ? O1 C13 C14 C15 8.0(3) . . . . ? O2 C13 C14 C20 9.1(3) . . . . ? O1 C13 C14 C20 -169.94(18) . . . . ? C20 C14 C15 C16 -3.8(3) . . . . ? C13 C14 C15 C16 178.20(17) . . . . ? C14 C15 C16 C18 1.4(3) . . . . ? C14 C15 C16 C17 177.87(17) . . . . ? Co1 O4 C17 O3 -3.8(3) . . . . ? Co1 O4 C17 C16 176.55(12) . . . . ? C18 C16 C17 O3 142.6(2) . . . . ? C15 C16 C17 O3 -33.8(3) . . . . ? C18 C16 C17 O4 -37.6(3) . . . . ? C15 C16 C17 O4 145.94(18) . . . . ? C15 C16 C18 C19 3.0(3) . . . . ? C17 C16 C18 C19 -173.44(19) . . . . ? C16 C18 C19 C20 -5.1(3) . . . . ? C16 C18 C19 N7 172.7(2) . . . . ? O6 N7 C19 C18 22.2(4) . . . . ? O5 N7 C19 C18 -156.9(2) . . . . ? O6 N7 C19 C20 -159.8(3) . . . . ? O5 N7 C19 C20 21.1(3) . . . . ? C18 C19 C20 C14 2.7(3) . . . . ? N7 C19 C20 C14 -175.2(2) . . . . ? C15 C14 C20 C19 1.8(3) . . . . ? C13 C14 C20 C19 179.74(18) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 0.322 _refine_diff_density_min -0.317 _refine_diff_density_rms 0.046 #===END data_1c _database_code_depnum_ccdc_archive 'CCDC 656147' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H42 Co N12 O18' _chemical_formula_weight 1061.80 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7168(9) _cell_length_b 8.8342(10) _cell_length_c 18.140(2) _cell_angle_alpha 96.125(2) _cell_angle_beta 101.533(2) _cell_angle_gamma 109.2720(10) _cell_volume 1123.7(2) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2221 _cell_measurement_theta_min 2.33 _cell_measurement_theta_max 26.83 _exptl_crystal_description Block _exptl_crystal_colour Pink _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.43 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.569 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 549 _exptl_absorpt_coefficient_mu 0.475 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.679351 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6148 _diffrn_reflns_av_R_equivalents 0.0175 _diffrn_reflns_av_sigmaI/netI 0.0328 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.33 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3918 _reflns_number_gt 3279 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0442P)^2^+0.4962P] 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 3918 _refine_ls_number_parameters 333 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0414 _refine_ls_R_factor_gt 0.0337 _refine_ls_wR_factor_ref 0.0902 _refine_ls_wR_factor_gt 0.0866 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 Co1 Co 1.5000 0.5000 0.5000 0.02281(12) Uani 1 2 d S . . O1 O 1.1787(2) 1.24295(17) 0.26998(9) 0.0400(4) Uani 1 1 d . . . O2 O 1.3194(3) 1.0879(2) 0.32467(9) 0.0575(5) Uani 1 1 d . . . O3 O 1.0926(3) 0.50378(19) 0.22975(9) 0.0451(4) Uani 1 1 d . . . H3 H 1.0912 0.4105 0.2294 0.068 Uiso 1 1 calc R . . O4 O 0.8940(4) 0.3917(2) 0.11620(12) 0.0813(8) Uani 1 1 d . . . O5 O 0.6752(3) 0.7641(2) -0.04271(9) 0.0592(6) Uani 1 1 d . . . O6 O 0.7747(3) 1.0242(2) 0.01245(10) 0.0610(6) Uani 1 1 d . . . H6 H 0.7117 1.0314 -0.0283 0.092 Uiso 1 1 calc R . . O7 O 1.3861(2) 0.50849(17) 0.38648(8) 0.0334(4) Uani 1 1 d . . . H7A H 1.4380 0.6015 0.3757 0.050 Uiso 1 1 d R . . H7B H 1.3293 0.4288 0.3491 0.050 Uiso 1 1 d R . . O8 O 1.4798(2) 0.26039(16) 0.46466(8) 0.0291(3) Uani 1 1 d . . . H8A H 1.4234 0.2187 0.4974 0.044 Uiso 1 1 d R . . H8B H 1.4281 0.2167 0.4178 0.044 Uiso 1 1 d R . . N1 N 1.2181(2) 0.39902(19) 0.51803(9) 0.0259(4) Uani 1 1 d . . . N2 N 0.6674(2) -0.0825(2) 0.42851(9) 0.0309(4) Uani 1 1 d . . . N3 N 0.5671(3) -0.1800(2) 0.35763(9) 0.0317(4) Uani 1 1 d . . . N4 N 0.7321(2) 0.06066(18) 0.34014(9) 0.0231(4) Uani 1 1 d . . . N5 N 0.8023(3) 0.2014(2) 0.30885(10) 0.0323(4) Uani 1 1 d . . . H5A H 0.6889 0.1859 0.2764 0.039 Uiso 1 1 d R . . H5B H 0.8884 0.1932 0.2824 0.039 Uiso 1 1 d R . . N6 N 0.3959(3) -0.1264(2) 0.09754(10) 0.0371(5) Uani 1 1 d . . . C1 C 0.9061(3) 0.1953(2) 0.47669(11) 0.0238(4) Uani 1 1 d . . . C2 C 1.0803(3) 0.2804(2) 0.46516(11) 0.0257(4) Uani 1 1 d . . . H2 H 1.1036 0.2540 0.4180 0.031 Uiso 1 1 calc R . . C3 C 1.1789(3) 0.4379(3) 0.58440(12) 0.0318(5) Uani 1 1 d . . . H3A H 1.2710 0.5227 0.6213 0.038 Uiso 1 1 calc R . . C4 C 1.0095(3) 0.3587(3) 0.60088(12) 0.0378(5) Uani 1 1 d . . . H4 H 0.9886 0.3894 0.6480 0.045 Uiso 1 1 calc R . . C5 C 0.8711(3) 0.2335(3) 0.54697(12) 0.0327(5) Uani 1 1 d . . . H5 H 0.7567 0.1760 0.5574 0.039 Uiso 1 1 calc R . . C6 C 0.7665(3) 0.0607(2) 0.41686(11) 0.0236(4) Uani 1 1 d . . . C7 C 0.6083(3) -0.0923(2) 0.30506(11) 0.0247(4) Uani 1 1 d . . . C8 C 0.5342(3) -0.1555(2) 0.22266(11) 0.0266(4) Uani 1 1 d . . . C9 C 0.4766(3) -0.0652(3) 0.17143(12) 0.0330(5) Uani 1 1 d . . . H9 H 0.4954 0.0429 0.1896 0.040 Uiso 1 1 calc R . . C10 C 0.3707(4) -0.2807(3) 0.07128(13) 0.0433(6) Uani 1 1 d . . . H10 H 0.3141 -0.3238 0.0196 0.052 Uiso 1 1 calc R . . C11 C 0.4251(4) -0.3784(3) 0.11754(14) 0.0469(6) Uani 1 1 d . . . H11 H 0.4059 -0.4857 0.0975 0.056 Uiso 1 1 calc R . . C12 C 0.5085(3) -0.3154(3) 0.19408(13) 0.0372(5) Uani 1 1 d . . . H12 H 0.5472 -0.3795 0.2263 0.045 Uiso 1 1 calc R . . C13 C 1.2009(3) 1.1086(3) 0.27399(11) 0.0307(5) Uani 1 1 d . . . C14 C 1.0803(3) 0.9639(2) 0.21099(11) 0.0286(5) Uani 1 1 d . . . C15 C 1.0818(3) 0.8089(2) 0.21871(12) 0.0299(5) Uani 1 1 d . . . H15 H 1.1512 0.7941 0.2637 0.036 Uiso 1 1 calc R . . C16 C 0.9799(3) 0.6765(3) 0.15932(12) 0.0325(5) Uani 1 1 d . . . C17 C 0.9824(3) 0.5093(3) 0.16495(13) 0.0374(5) Uani 1 1 d . . . C18 C 0.8780(3) 0.6994(3) 0.09227(12) 0.0383(6) Uani 1 1 d . . . H18 H 0.8108 0.6111 0.0523 0.046 Uiso 1 1 calc R . . C19 C 0.8754(3) 0.8527(3) 0.08416(12) 0.0335(5) Uani 1 1 d . . . C20 C 0.7641(4) 0.8746(3) 0.01099(13) 0.0399(6) Uani 1 1 d . . . C21 C 0.9754(3) 0.9846(3) 0.14369(12) 0.0315(5) Uani 1 1 d . . . H21 H 0.9722 1.0874 0.1385 0.038 Uiso 1 1 calc R . . O9 O 0.5370(3) 0.3257(2) 0.20326(12) 0.0712(6) Uani 1 1 d . . . H9A H 0.5869 0.3109 0.1667 0.107 Uiso 1 1 d R . . H9B H 0.4192 0.3092 0.1916 0.107 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Co1 0.0226(2) 0.0191(2) 0.0182(2) 0.00072(14) -0.00052(15) 0.00074(15) O1 0.0518(10) 0.0244(8) 0.0350(9) -0.0035(6) -0.0075(7) 0.0160(7) O2 0.0809(14) 0.0427(10) 0.0351(9) -0.0120(8) -0.0250(9) 0.0333(10) O3 0.0653(12) 0.0302(8) 0.0362(9) 0.0064(7) -0.0035(8) 0.0220(8) O4 0.1187(19) 0.0314(10) 0.0629(13) -0.0115(9) -0.0372(13) 0.0289(11) O5 0.0881(15) 0.0386(10) 0.0324(10) -0.0068(8) -0.0225(9) 0.0249(10) O6 0.0982(16) 0.0351(9) 0.0347(10) 0.0017(7) -0.0225(10) 0.0288(10) O7 0.0417(9) 0.0226(7) 0.0205(7) 0.0029(6) -0.0037(6) -0.0011(6) O8 0.0325(8) 0.0255(7) 0.0221(7) 0.0015(6) 0.0033(6) 0.0045(6) N1 0.0251(9) 0.0229(8) 0.0229(9) 0.0005(7) 0.0012(7) 0.0038(7) N2 0.0320(10) 0.0256(9) 0.0232(9) 0.0037(7) -0.0006(7) 0.0000(7) N3 0.0359(10) 0.0223(9) 0.0251(9) 0.0043(7) -0.0018(8) 0.0009(7) N4 0.0237(9) 0.0183(8) 0.0225(8) 0.0040(6) 0.0016(7) 0.0036(7) N5 0.0353(10) 0.0247(9) 0.0276(9) 0.0095(7) 0.0026(8) 0.0006(8) N6 0.0474(12) 0.0321(10) 0.0247(9) 0.0026(8) -0.0032(8) 0.0133(9) C1 0.0228(10) 0.0213(10) 0.0220(10) 0.0027(8) -0.0008(8) 0.0054(8) C2 0.0263(11) 0.0254(10) 0.0191(10) -0.0001(8) 0.0014(8) 0.0050(8) C3 0.0317(12) 0.0280(11) 0.0259(11) -0.0073(9) -0.0003(9) 0.0064(9) C4 0.0361(13) 0.0449(13) 0.0256(11) -0.0056(10) 0.0075(10) 0.0095(11) C5 0.0254(11) 0.0389(12) 0.0300(11) 0.0041(9) 0.0071(9) 0.0072(9) C6 0.0199(10) 0.0240(10) 0.0215(10) 0.0034(8) 0.0007(8) 0.0039(8) C7 0.0249(10) 0.0206(10) 0.0241(10) 0.0036(8) -0.0005(8) 0.0062(8) C8 0.0266(11) 0.0231(10) 0.0240(10) 0.0026(8) 0.0012(8) 0.0049(8) C9 0.0409(13) 0.0245(10) 0.0271(11) 0.0011(9) -0.0015(10) 0.0104(9) C10 0.0575(16) 0.0357(13) 0.0266(12) -0.0035(10) -0.0031(11) 0.0147(11) C11 0.0699(18) 0.0285(12) 0.0340(13) -0.0053(10) -0.0036(12) 0.0201(12) C12 0.0489(14) 0.0262(11) 0.0335(12) 0.0045(9) 0.0004(10) 0.0160(10) C13 0.0404(13) 0.0295(11) 0.0200(10) -0.0006(8) 0.0014(9) 0.0151(10) C14 0.0335(12) 0.0265(10) 0.0231(10) -0.0001(8) 0.0021(9) 0.0116(9) C15 0.0355(12) 0.0299(11) 0.0226(10) 0.0040(9) 0.0003(9) 0.0138(9) C16 0.0402(13) 0.0249(11) 0.0294(11) 0.0036(9) 0.0018(10) 0.0125(9) C17 0.0480(14) 0.0275(12) 0.0316(12) 0.0013(10) -0.0013(10) 0.0149(10) C18 0.0503(15) 0.0277(11) 0.0280(12) -0.0019(9) -0.0060(10) 0.0139(10) C19 0.0420(13) 0.0279(11) 0.0249(11) 0.0014(9) -0.0027(9) 0.0127(10) C20 0.0543(15) 0.0309(12) 0.0271(12) 0.0014(10) -0.0041(11) 0.0154(11) C21 0.0410(13) 0.0248(10) 0.0264(11) 0.0025(9) 0.0010(9) 0.0140(9) O9 0.0853(16) 0.0471(11) 0.0746(15) 0.0147(10) -0.0033(12) 0.0281(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Co1 O8 2.0901(13) 2_866 ? Co1 O8 2.0901(13) . ? Co1 O7 2.0907(13) . ? Co1 O7 2.0907(13) 2_866 ? Co1 N1 2.1679(17) . ? Co1 N1 2.1679(17) 2_866 ? O1 C13 1.262(2) . ? O2 C13 1.235(3) . ? O3 C17 1.322(3) . ? O3 H3 0.8200 . ? O4 C17 1.192(3) . ? O5 C20 1.208(3) . ? O6 C20 1.294(3) . ? O6 H6 0.8200 . ? O7 H7A 0.8499 . ? O7 H7B 0.8501 . ? O8 H8A 0.8500 . ? O8 H8B 0.8508 . ? N1 C3 1.336(3) . ? N1 C2 1.338(2) . ? N2 C6 1.309(2) . ? N2 N3 1.385(2) . ? N3 C7 1.314(3) . ? N4 C6 1.364(2) . ? N4 C7 1.366(2) . ? N4 N5 1.411(2) . ? N5 H5A 0.9100 . ? N5 H5B 0.9103 . ? N6 C9 1.329(3) . ? N6 C10 1.331(3) . ? C1 C2 1.377(3) . ? C1 C5 1.385(3) . ? C1 C6 1.471(3) . ? C2 H2 0.9300 . ? C3 C4 1.373(3) . ? C3 H3A 0.9300 . ? C4 C5 1.376(3) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.464(3) . ? C8 C12 1.385(3) . ? C8 C9 1.388(3) . ? C9 H9 0.9300 . ? C10 C11 1.370(3) . ? C10 H10 0.9300 . ? C11 C12 1.376(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.511(3) . ? C14 C21 1.389(3) . ? C14 C15 1.395(3) . ? C15 C16 1.390(3) . ? C15 H15 0.9300 . ? C16 C18 1.383(3) . ? C16 C17 1.497(3) . ? C18 C19 1.384(3) . ? C18 H18 0.9300 . ? C19 C21 1.387(3) . ? C19 C20 1.498(3) . ? C21 H21 0.9300 . ? O9 H9A 0.8503 . ? O9 H9B 0.8498 . ? 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 O8 Co1 O8 180.000(1) 2_866 . ? O8 Co1 O7 90.67(5) 2_866 . ? O8 Co1 O7 89.33(5) . . ? O8 Co1 O7 89.33(5) 2_866 2_866 ? O8 Co1 O7 90.67(5) . 2_866 ? O7 Co1 O7 180.000(1) . 2_866 ? O8 Co1 N1 92.49(6) 2_866 . ? O8 Co1 N1 87.51(6) . . ? O7 Co1 N1 90.89(6) . . ? O7 Co1 N1 89.11(6) 2_866 . ? O8 Co1 N1 87.51(6) 2_866 2_866 ? O8 Co1 N1 92.49(6) . 2_866 ? O7 Co1 N1 89.11(6) . 2_866 ? O7 Co1 N1 90.89(6) 2_866 2_866 ? N1 Co1 N1 180.0 . 2_866 ? C17 O3 H3 109.5 . . ? C20 O6 H6 109.5 . . ? Co1 O7 H7A 111.6 . . ? Co1 O7 H7B 127.6 . . ? H7A O7 H7B 117.0 . . ? Co1 O8 H8A 97.0 . . ? Co1 O8 H8B 117.8 . . ? H8A O8 H8B 117.1 . . ? C3 N1 C2 116.92(18) . . ? C3 N1 Co1 122.33(13) . . ? C2 N1 Co1 120.36(13) . . ? C6 N2 N3 107.69(16) . . ? C7 N3 N2 107.72(16) . . ? C6 N4 C7 106.25(15) . . ? C6 N4 N5 123.42(15) . . ? C7 N4 N5 130.05(16) . . ? N4 N5 H5A 94.8 . . ? N4 N5 H5B 111.4 . . ? H5A N5 H5B 111.0 . . ? C9 N6 C10 118.62(19) . . ? C2 C1 C5 118.42(18) . . ? C2 C1 C6 120.01(17) . . ? C5 C1 C6 121.46(18) . . ? N1 C2 C1 123.66(18) . . ? N1 C2 H2 118.2 . . ? C1 C2 H2 118.2 . . ? N1 C3 C4 123.22(19) . . ? N1 C3 H3A 118.4 . . ? C4 C3 H3A 118.4 . . ? C3 C4 C5 119.3(2) . . ? C3 C4 H4 120.3 . . ? C5 C4 H4 120.3 . . ? C4 C5 C1 118.4(2) . . ? C4 C5 H5 120.8 . . ? C1 C5 H5 120.8 . . ? N2 C6 N4 109.32(16) . . ? N2 C6 C1 125.15(17) . . ? N4 C6 C1 125.30(17) . . ? N3 C7 N4 109.00(17) . . ? N3 C7 C8 123.76(18) . . ? N4 C7 C8 127.22(18) . . ? C12 C8 C9 117.60(19) . . ? C12 C8 C7 119.53(18) . . ? C9 C8 C7 122.75(18) . . ? N6 C9 C8 122.90(19) . . ? N6 C9 H9 118.5 . . ? C8 C9 H9 118.5 . . ? N6 C10 C11 122.5(2) . . ? N6 C10 H10 118.8 . . ? C11 C10 H10 118.8 . . ? C10 C11 C12 119.0(2) . . ? C10 C11 H11 120.5 . . ? C12 C11 H11 120.5 . . ? C11 C12 C8 119.4(2) . . ? C11 C12 H12 120.3 . . ? C8 C12 H12 120.3 . . ? O2 C13 O1 124.49(19) . . ? O2 C13 C14 117.29(18) . . ? O1 C13 C14 118.17(18) . . ? C21 C14 C15 119.48(18) . . ? C21 C14 C13 120.73(18) . . ? C15 C14 C13 119.71(18) . . ? C16 C15 C14 120.21(19) . . ? C16 C15 H15 119.9 . . ? C14 C15 H15 119.9 . . ? C18 C16 C15 119.65(19) . . ? C18 C16 C17 118.74(19) . . ? C15 C16 C17 121.58(19) . . ? O4 C17 O3 122.7(2) . . ? O4 C17 C16 123.9(2) . . ? O3 C17 C16 113.41(18) . . ? C16 C18 C19 120.54(19) . . ? C16 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C18 C19 C21 119.87(19) . . ? C18 C19 C20 119.58(19) . . ? C21 C19 C20 120.56(19) . . ? O5 C20 O6 124.5(2) . . ? O5 C20 C19 123.3(2) . . ? O6 C20 C19 112.19(18) . . ? C19 C21 C14 120.25(19) . . ? C19 C21 H21 119.9 . . ? C14 C21 H21 119.9 . . ? H9A O9 H9B 117.1 . . ? 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 O8 Co1 N1 C3 -53.09(16) 2_866 . . . ? O8 Co1 N1 C3 126.91(16) . . . . ? O7 Co1 N1 C3 -143.80(16) . . . . ? O7 Co1 N1 C3 36.20(16) 2_866 . . . ? O8 Co1 N1 C2 134.38(15) 2_866 . . . ? O8 Co1 N1 C2 -45.62(15) . . . . ? O7 Co1 N1 C2 43.66(15) . . . . ? O7 Co1 N1 C2 -136.34(15) 2_866 . . . ? C6 N2 N3 C7 -0.2(2) . . . . ? C3 N1 C2 C1 -2.0(3) . . . . ? Co1 N1 C2 C1 170.95(15) . . . . ? C5 C1 C2 N1 -0.3(3) . . . . ? C6 C1 C2 N1 -176.73(18) . . . . ? C2 N1 C3 C4 2.4(3) . . . . ? Co1 N1 C3 C4 -170.42(17) . . . . ? N1 C3 C4 C5 -0.4(4) . . . . ? C3 C4 C5 C1 -2.0(3) . . . . ? C2 C1 C5 C4 2.3(3) . . . . ? C6 C1 C5 C4 178.7(2) . . . . ? N3 N2 C6 N4 0.8(2) . . . . ? N3 N2 C6 C1 -174.05(18) . . . . ? C7 N4 C6 N2 -1.1(2) . . . . ? N5 N4 C6 N2 173.43(18) . . . . ? C7 N4 C6 C1 173.75(18) . . . . ? N5 N4 C6 C1 -11.8(3) . . . . ? C2 C1 C6 N2 134.1(2) . . . . ? C5 C1 C6 N2 -42.2(3) . . . . ? C2 C1 C6 N4 -39.9(3) . . . . ? C5 C1 C6 N4 143.8(2) . . . . ? N2 N3 C7 N4 -0.5(2) . . . . ? N2 N3 C7 C8 177.80(18) . . . . ? C6 N4 C7 N3 0.9(2) . . . . ? N5 N4 C7 N3 -173.05(19) . . . . ? C6 N4 C7 C8 -177.27(19) . . . . ? N5 N4 C7 C8 8.7(3) . . . . ? N3 C7 C8 C12 -35.8(3) . . . . ? N4 C7 C8 C12 142.1(2) . . . . ? N3 C7 C8 C9 140.0(2) . . . . ? N4 C7 C8 C9 -42.0(3) . . . . ? C10 N6 C9 C8 -0.7(4) . . . . ? C12 C8 C9 N6 1.3(3) . . . . ? C7 C8 C9 N6 -174.7(2) . . . . ? C9 N6 C10 C11 -0.1(4) . . . . ? N6 C10 C11 C12 0.2(4) . . . . ? C10 C11 C12 C8 0.5(4) . . . . ? C9 C8 C12 C11 -1.1(3) . . . . ? C7 C8 C12 C11 174.9(2) . . . . ? O2 C13 C14 C21 -165.4(2) . . . . ? O1 C13 C14 C21 12.2(3) . . . . ? O2 C13 C14 C15 11.2(3) . . . . ? O1 C13 C14 C15 -171.1(2) . . . . ? C21 C14 C15 C16 0.4(3) . . . . ? C13 C14 C15 C16 -176.3(2) . . . . ? C14 C15 C16 C18 0.4(3) . . . . ? C14 C15 C16 C17 178.4(2) . . . . ? C18 C16 C17 O4 -3.7(4) . . . . ? C15 C16 C17 O4 178.3(3) . . . . ? C18 C16 C17 O3 176.4(2) . . . . ? C15 C16 C17 O3 -1.6(3) . . . . ? C15 C16 C18 C19 -0.6(4) . . . . ? C17 C16 C18 C19 -178.6(2) . . . . ? C16 C18 C19 C21 -0.1(4) . . . . ? C16 C18 C19 C20 180.0(2) . . . . ? C18 C19 C20 O5 -0.3(4) . . . . ? C21 C19 C20 O5 179.7(3) . . . . ? C18 C19 C20 O6 179.6(2) . . . . ? C21 C19 C20 O6 -0.4(3) . . . . ? C18 C19 C21 C14 0.9(4) . . . . ? C20 C19 C21 C14 -179.2(2) . . . . ? C15 C14 C21 C19 -1.0(3) . . . . ? C13 C14 C21 C19 175.6(2) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.351 _refine_diff_density_min -0.375 _refine_diff_density_rms 0.048 #===END data_2a _database_code_depnum_ccdc_archive 'CCDC 656148' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H18 Cu N6 O6' _chemical_formula_weight 501.94 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.0733(5) _cell_length_b 10.0843(5) _cell_length_c 12.3969(7) _cell_angle_alpha 66.846(1) _cell_angle_beta 89.438(2) _cell_angle_gamma 79.388(1) _cell_volume 1022.63(10) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4462 _cell_measurement_theta_min 2.24 _cell_measurement_theta_max 27.80 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.630 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 514 _exptl_absorpt_coefficient_mu 1.121 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.768103 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5603 _diffrn_reflns_av_R_equivalents 0.0103 _diffrn_reflns_av_sigmaI/netI 0.0184 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.24 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3568 _reflns_number_gt 3301 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0320P)^2^+0.9784P] 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 3568 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0298 _refine_ls_R_factor_gt 0.0271 _refine_ls_wR_factor_ref 0.0728 _refine_ls_wR_factor_gt 0.0714 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 0.66858(3) 0.59780(2) 0.54449(2) 0.02197(9) Uani 1 1 d . . . O1 O 0.67625(17) 0.80000(15) 0.53889(13) 0.0264(3) Uani 1 1 d . . . O2 O 0.8703(2) 0.64868(17) 0.65595(18) 0.0437(5) Uani 1 1 d . . . O3 O 0.57015(18) 1.31392(17) 0.54060(16) 0.0353(4) Uani 1 1 d . . . O4 O 0.76490(17) 1.39611(15) 0.58026(14) 0.0286(3) Uani 1 1 d . . . N1 N 0.5664(2) 0.54490(19) 0.69893(16) 0.0265(4) Uani 1 1 d . . . N2 N 0.4272(2) 0.1945(2) 1.05948(17) 0.0343(5) Uani 1 1 d . . . N3 N 0.4775(2) 0.0527(2) 1.14123(17) 0.0352(5) Uani 1 1 d . . . N4 N 0.6480(2) 0.11251(19) 1.01409(16) 0.0270(4) Uani 1 1 d . . . N5 N 0.7849(2) 0.0992(2) 0.9624(2) 0.0495(6) Uani 1 1 d . . . H5A' H 0.8520 0.0201 0.9933 0.059 Uiso 1 1 calc R . . H5B' H 0.8017 0.1700 0.8997 0.059 Uiso 1 1 calc R . . N6 N 0.7362(2) -0.33418(18) 1.37843(15) 0.0244(4) Uani 1 1 d . . . C1 C 0.5118(3) 0.3756(2) 0.88631(19) 0.0266(5) Uani 1 1 d . . . C2 C 0.5901(3) 0.4100(2) 0.78593(19) 0.0269(5) Uani 1 1 d . . . H2 H 0.6624 0.3364 0.7782 0.032 Uiso 1 1 calc R . . C3 C 0.4640(3) 0.6507(2) 0.7108(2) 0.0319(5) Uani 1 1 d . . . H3 H 0.4487 0.7447 0.6514 0.038 Uiso 1 1 calc R . . C4 C 0.3804(3) 0.6264(3) 0.8071(2) 0.0368(6) Uani 1 1 d . . . H4 H 0.3093 0.7023 0.8125 0.044 Uiso 1 1 calc R . . C5 C 0.4036(3) 0.4879(3) 0.8955(2) 0.0360(6) Uani 1 1 d . . . H5 H 0.3475 0.4691 0.9612 0.043 Uiso 1 1 calc R . . C6 C 0.5298(2) 0.2292(2) 0.98412(19) 0.0267(5) Uani 1 1 d . . . C7 C 0.6112(3) 0.0060(2) 1.11352(19) 0.0265(5) Uani 1 1 d . . . C8 C 0.7023(2) -0.1394(2) 1.18579(19) 0.0256(5) Uani 1 1 d . . . C9 C 0.6677(2) -0.2008(2) 1.30217(19) 0.0251(5) Uani 1 1 d . . . H9 H 0.5932 -0.1465 1.3286 0.030 Uiso 1 1 calc R . . C10 C 0.8445(3) -0.4113(2) 1.3401(2) 0.0293(5) Uani 1 1 d . . . H10 H 0.8928 -0.5042 1.3920 0.035 Uiso 1 1 calc R . . C11 C 0.8864(3) -0.3571(3) 1.2259(2) 0.0351(5) Uani 1 1 d . . . H11 H 0.9625 -0.4129 1.2021 0.042 Uiso 1 1 calc R . . C12 C 0.8154(3) -0.2201(3) 1.1471(2) 0.0327(5) Uani 1 1 d . . . H12 H 0.8425 -0.1825 1.0699 0.039 Uiso 1 1 calc R . . C13 C 0.8467(2) 0.9009(2) 0.61531(19) 0.0260(5) Uani 1 1 d . . . C14 C 0.7515(2) 1.0366(2) 0.58726(18) 0.0229(4) Uani 1 1 d . . . H14 H 0.6526 1.0514 0.5592 0.027 Uiso 1 1 calc R . . C15 C 0.8047(2) 1.1502(2) 0.60131(19) 0.0235(4) Uani 1 1 d . . . C16 C 0.9521(3) 1.1272(3) 0.6432(2) 0.0386(6) Uani 1 1 d . . . H16 H 0.9877 1.2030 0.6527 0.046 Uiso 1 1 calc R . . C17 C 1.0469(3) 0.9918(3) 0.6712(3) 0.0487(7) Uani 1 1 d . . . H17 H 1.1460 0.9771 0.6989 0.058 Uiso 1 1 calc R . . C18 C 0.9941(3) 0.8794(3) 0.6579(2) 0.0380(6) Uani 1 1 d . . . H18 H 1.0575 0.7884 0.6774 0.046 Uiso 1 1 calc R . . C19 C 0.7948(2) 0.7752(2) 0.60214(19) 0.0260(5) Uani 1 1 d . . . C20 C 0.7026(2) 1.2974(2) 0.57066(17) 0.0210(4) Uani 1 1 d . . . O5 O 0.8396(2) 0.6360(2) 0.89044(18) 0.0583(6) Uani 1 1 d . . . H5B H 0.8484 0.6441 0.8181 0.087 Uiso 1 1 d R . . H5A H 0.7573 0.6985 0.8913 0.087 Uiso 1 1 d R . . O6 O 0.8909(2) 0.3251(2) 0.0124(2) 0.0602(6) Uani 1 1 d . . . H6A H 0.8655 0.4206 -0.0264 0.090 Uiso 1 1 d R . . H6B H 0.9753 0.3243 0.0523 0.090 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.02942(16) 0.01178(13) 0.02271(15) -0.00571(10) 0.00075(10) -0.00179(10) O1 0.0342(9) 0.0169(7) 0.0289(8) -0.0095(6) -0.0023(7) -0.0060(6) O2 0.0423(10) 0.0161(8) 0.0686(13) -0.0162(8) -0.0148(9) 0.0032(7) O3 0.0265(9) 0.0246(8) 0.0518(10) -0.0153(8) -0.0087(8) 0.0028(7) O4 0.0331(9) 0.0141(7) 0.0380(9) -0.0105(6) 0.0005(7) -0.0030(6) N1 0.0322(10) 0.0190(9) 0.0251(9) -0.0061(7) 0.0013(8) -0.0033(8) N2 0.0345(11) 0.0264(10) 0.0281(10) 0.0000(8) 0.0042(8) 0.0028(8) N3 0.0348(11) 0.0270(10) 0.0289(10) 0.0006(8) 0.0045(8) 0.0026(9) N4 0.0292(10) 0.0218(9) 0.0247(9) -0.0051(8) 0.0042(8) -0.0018(8) N5 0.0378(12) 0.0317(11) 0.0515(14) 0.0057(10) 0.0213(11) 0.0074(10) N6 0.0278(10) 0.0171(8) 0.0260(9) -0.0074(7) -0.0007(7) -0.0015(7) C1 0.0293(12) 0.0223(11) 0.0245(11) -0.0065(9) -0.0010(9) -0.0023(9) C2 0.0311(12) 0.0198(10) 0.0263(11) -0.0075(9) -0.0009(9) -0.0007(9) C3 0.0386(13) 0.0188(11) 0.0305(12) -0.0044(9) 0.0025(10) 0.0002(10) C4 0.0390(14) 0.0257(12) 0.0372(13) -0.0087(10) 0.0065(11) 0.0055(10) C5 0.0380(14) 0.0315(13) 0.0312(12) -0.0077(10) 0.0087(10) -0.0004(11) C6 0.0294(12) 0.0234(11) 0.0226(11) -0.0058(9) 0.0004(9) -0.0014(9) C7 0.0297(12) 0.0236(11) 0.0224(11) -0.0061(9) 0.0008(9) -0.0031(9) C8 0.0270(11) 0.0220(11) 0.0253(11) -0.0072(9) -0.0013(9) -0.0034(9) C9 0.0271(11) 0.0188(10) 0.0269(11) -0.0083(9) 0.0010(9) -0.0006(9) C10 0.0308(12) 0.0200(11) 0.0315(12) -0.0074(9) -0.0015(9) 0.0020(9) C11 0.0356(13) 0.0289(12) 0.0367(13) -0.0133(10) 0.0065(10) 0.0037(10) C12 0.0382(13) 0.0286(12) 0.0264(12) -0.0082(10) 0.0054(10) -0.0015(10) C13 0.0291(12) 0.0167(10) 0.0319(12) -0.0100(9) -0.0005(9) -0.0032(9) C14 0.0230(11) 0.0176(10) 0.0265(11) -0.0077(8) -0.0025(8) -0.0025(8) C15 0.0269(11) 0.0147(10) 0.0280(11) -0.0084(8) 0.0000(9) -0.0022(8) C16 0.0343(13) 0.0219(12) 0.0627(17) -0.0202(11) -0.0107(12) -0.0045(10) C17 0.0296(13) 0.0301(13) 0.086(2) -0.0250(14) -0.0205(14) 0.0011(11) C18 0.0306(13) 0.0200(11) 0.0610(17) -0.0172(11) -0.0105(12) 0.0041(10) C19 0.0301(12) 0.0177(10) 0.0319(12) -0.0123(9) 0.0019(9) -0.0031(9) C20 0.0286(12) 0.0146(10) 0.0188(10) -0.0060(8) 0.0020(8) -0.0037(8) O5 0.0516(12) 0.0575(13) 0.0434(11) -0.0042(10) 0.0081(9) 0.0069(10) O6 0.0547(13) 0.0546(13) 0.0682(14) -0.0230(11) 0.0091(11) -0.0063(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O4 1.9341(14) 1_545 ? Cu1 N6 2.0260(18) 1_564 ? Cu1 O1 2.0269(14) . ? Cu1 N1 2.0381(18) . ? Cu1 O3 2.2788(16) 2_676 ? O1 C19 1.264(3) . ? O2 C19 1.249(3) . ? O3 C20 1.224(3) . ? O3 Cu1 2.2788(16) 2_676 ? O4 C20 1.275(3) . ? O4 Cu1 1.9341(14) 1_565 ? N1 C3 1.333(3) . ? N1 C2 1.343(3) . ? N2 C6 1.307(3) . ? N2 N3 1.382(3) . ? N3 C7 1.312(3) . ? N4 C7 1.367(3) . ? N4 C6 1.368(3) . ? N4 N5 1.400(3) . ? N5 H5A' 0.8600 . ? N5 H5B' 0.8600 . ? N6 C9 1.339(3) . ? N6 C10 1.340(3) . ? N6 Cu1 2.0260(18) 1_546 ? C1 C2 1.381(3) . ? C1 C5 1.396(3) . ? C1 C6 1.478(3) . ? C2 H2 0.9300 . ? C3 C4 1.372(3) . ? C3 H3 0.9300 . ? C4 C5 1.374(3) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.473(3) . ? C8 C9 1.387(3) . ? C8 C12 1.391(3) . ? C9 H9 0.9300 . ? C10 C11 1.380(3) . ? C10 H10 0.9300 . ? C11 C12 1.378(3) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C18 1.390(3) . ? C13 C14 1.392(3) . ? C13 C19 1.497(3) . ? C14 C15 1.391(3) . ? C14 H14 0.9300 . ? C15 C16 1.384(3) . ? C15 C20 1.505(3) . ? C16 C17 1.388(3) . ? C16 H16 0.9300 . ? C17 C18 1.375(4) . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? O5 H5B 0.8720 . ? O5 H5A 0.8870 . ? O6 H6A 0.8760 . ? O6 H6B 0.9126 . ? 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 O4 Cu1 N6 92.05(7) 1_545 1_564 ? O4 Cu1 O1 150.27(7) 1_545 . ? N6 Cu1 O1 87.87(7) 1_564 . ? O4 Cu1 N1 93.30(7) 1_545 . ? N6 Cu1 N1 170.72(7) 1_564 . ? O1 Cu1 N1 91.23(7) . . ? O4 Cu1 O3 120.49(6) 1_545 2_676 ? N6 Cu1 O3 86.13(7) 1_564 2_676 ? O1 Cu1 O3 89.18(6) . 2_676 ? N1 Cu1 O3 84.63(7) . 2_676 ? C19 O1 Cu1 102.30(12) . . ? C20 O3 Cu1 165.68(15) . 2_676 ? C20 O4 Cu1 125.93(14) . 1_565 ? C3 N1 C2 118.5(2) . . ? C3 N1 Cu1 117.05(15) . . ? C2 N1 Cu1 124.42(15) . . ? C6 N2 N3 108.37(18) . . ? C7 N3 N2 107.18(18) . . ? C7 N4 C6 105.78(18) . . ? C7 N4 N5 124.16(18) . . ? C6 N4 N5 129.98(18) . . ? N4 N5 H5A' 120.0 . . ? N4 N5 H5B' 120.0 . . ? H5A' N5 H5B' 120.0 . . ? C9 N6 C10 118.03(19) . . ? C9 N6 Cu1 116.82(14) . 1_546 ? C10 N6 Cu1 125.15(14) . 1_546 ? C2 C1 C5 117.4(2) . . ? C2 C1 C6 125.8(2) . . ? C5 C1 C6 116.8(2) . . ? N1 C2 C1 122.9(2) . . ? N1 C2 H2 118.5 . . ? C1 C2 H2 118.5 . . ? N1 C3 C4 122.6(2) . . ? N1 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C3 C4 C5 118.8(2) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C4 C5 C1 119.8(2) . . ? C4 C5 H5 120.1 . . ? C1 C5 H5 120.1 . . ? N2 C6 N4 109.06(18) . . ? N2 C6 C1 121.92(19) . . ? N4 C6 C1 129.0(2) . . ? N3 C7 N4 109.59(19) . . ? N3 C7 C8 122.1(2) . . ? N4 C7 C8 128.3(2) . . ? C9 C8 C12 118.1(2) . . ? C9 C8 C7 115.82(19) . . ? C12 C8 C7 126.0(2) . . ? N6 C9 C8 123.3(2) . . ? N6 C9 H9 118.3 . . ? C8 C9 H9 118.3 . . ? N6 C10 C11 122.0(2) . . ? N6 C10 H10 119.0 . . ? C11 C10 H10 119.0 . . ? C12 C11 C10 120.0(2) . . ? C12 C11 H11 120.0 . . ? C10 C11 H11 120.0 . . ? C11 C12 C8 118.5(2) . . ? C11 C12 H12 120.8 . . ? C8 C12 H12 120.8 . . ? C18 C13 C14 119.7(2) . . ? C18 C13 C19 118.41(19) . . ? C14 C13 C19 121.9(2) . . ? C15 C14 C13 119.9(2) . . ? C15 C14 H14 120.1 . . ? C13 C14 H14 120.1 . . ? C16 C15 C14 119.70(19) . . ? C16 C15 C20 120.17(19) . . ? C14 C15 C20 120.13(19) . . ? C15 C16 C17 120.4(2) . . ? C15 C16 H16 119.8 . . ? C17 C16 H16 119.8 . . ? C18 C17 C16 119.8(2) . . ? C18 C17 H17 120.1 . . ? C16 C17 H17 120.1 . . ? C17 C18 C13 120.5(2) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? O2 C19 O1 122.5(2) . . ? O2 C19 C13 118.1(2) . . ? O1 C19 C13 119.34(18) . . ? O3 C20 O4 125.36(19) . . ? O3 C20 C15 119.63(18) . . ? O4 C20 C15 115.01(18) . . ? H5B O5 H5A 107.7 . . ? H6A O6 H6B 97.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Cu1 O1 C19 -14.5(2) 1_545 . . . ? N6 Cu1 O1 C19 -104.87(14) 1_564 . . . ? N1 Cu1 O1 C19 84.37(14) . . . . ? O3 Cu1 O1 C19 168.98(14) 2_676 . . . ? O4 Cu1 N1 C3 -170.81(17) 1_545 . . . ? O1 Cu1 N1 C3 38.58(18) . . . . ? O3 Cu1 N1 C3 -50.48(17) 2_676 . . . ? O4 Cu1 N1 C2 5.78(18) 1_545 . . . ? O1 Cu1 N1 C2 -144.83(18) . . . . ? O3 Cu1 N1 C2 126.11(18) 2_676 . . . ? C6 N2 N3 C7 0.8(3) . . . . ? C3 N1 C2 C1 0.8(3) . . . . ? Cu1 N1 C2 C1 -175.70(17) . . . . ? C5 C1 C2 N1 0.2(3) . . . . ? C6 C1 C2 N1 178.6(2) . . . . ? C2 N1 C3 C4 -1.2(4) . . . . ? Cu1 N1 C3 C4 175.6(2) . . . . ? N1 C3 C4 C5 0.5(4) . . . . ? C3 C4 C5 C1 0.5(4) . . . . ? C2 C1 C5 C4 -0.9(4) . . . . ? C6 C1 C5 C4 -179.5(2) . . . . ? N3 N2 C6 N4 0.1(3) . . . . ? N3 N2 C6 C1 -178.7(2) . . . . ? C7 N4 C6 N2 -0.9(3) . . . . ? N5 N4 C6 N2 -177.7(2) . . . . ? C7 N4 C6 C1 177.7(2) . . . . ? N5 N4 C6 C1 0.9(4) . . . . ? C2 C1 C6 N2 -161.1(2) . . . . ? C5 C1 C6 N2 17.4(3) . . . . ? C2 C1 C6 N4 20.4(4) . . . . ? C5 C1 C6 N4 -161.2(2) . . . . ? N2 N3 C7 N4 -1.4(3) . . . . ? N2 N3 C7 C8 176.9(2) . . . . ? C6 N4 C7 N3 1.5(3) . . . . ? N5 N4 C7 N3 178.5(2) . . . . ? C6 N4 C7 C8 -176.7(2) . . . . ? N5 N4 C7 C8 0.4(4) . . . . ? N3 C7 C8 C9 -22.4(3) . . . . ? N4 C7 C8 C9 155.5(2) . . . . ? N3 C7 C8 C12 155.9(2) . . . . ? N4 C7 C8 C12 -26.1(4) . . . . ? C10 N6 C9 C8 0.6(3) . . . . ? Cu1 N6 C9 C8 179.82(17) 1_546 . . . ? C12 C8 C9 N6 -0.9(3) . . . . ? C7 C8 C9 N6 177.6(2) . . . . ? C9 N6 C10 C11 0.2(3) . . . . ? Cu1 N6 C10 C11 -179.02(18) 1_546 . . . ? N6 C10 C11 C12 -0.5(4) . . . . ? C10 C11 C12 C8 0.2(4) . . . . ? C9 C8 C12 C11 0.5(3) . . . . ? C7 C8 C12 C11 -177.8(2) . . . . ? C18 C13 C14 C15 0.4(3) . . . . ? C19 C13 C14 C15 179.8(2) . . . . ? C13 C14 C15 C16 -0.1(3) . . . . ? C13 C14 C15 C20 179.75(19) . . . . ? C14 C15 C16 C17 0.1(4) . . . . ? C20 C15 C16 C17 -179.7(2) . . . . ? C15 C16 C17 C18 -0.4(5) . . . . ? C16 C17 C18 C13 0.7(5) . . . . ? C14 C13 C18 C17 -0.7(4) . . . . ? C19 C13 C18 C17 179.9(3) . . . . ? Cu1 O1 C19 O2 -4.4(3) . . . . ? Cu1 O1 C19 C13 176.51(17) . . . . ? C18 C13 C19 O2 17.7(3) . . . . ? C14 C13 C19 O2 -161.8(2) . . . . ? C18 C13 C19 O1 -163.2(2) . . . . ? C14 C13 C19 O1 17.3(3) . . . . ? Cu1 O3 C20 O4 34.8(8) 2_676 . . . ? Cu1 O3 C20 C15 -146.0(5) 2_676 . . . ? Cu1 O4 C20 O3 -2.4(3) 1_565 . . . ? Cu1 O4 C20 C15 178.41(13) 1_565 . . . ? C16 C15 C20 O3 -175.5(2) . . . . ? C14 C15 C20 O3 4.7(3) . . . . ? C16 C15 C20 O4 3.7(3) . . . . ? C14 C15 C20 O4 -176.07(19) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.492 _refine_diff_density_min -0.549 _refine_diff_density_rms 0.053 #===END data_2b _database_code_depnum_ccdc_archive 'CCDC 656149' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C80 H76 Cu4 N28 O36' _chemical_formula_weight 2259.85 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 15.987(5) _cell_length_b 16.865(5) _cell_length_c 18.229(6) _cell_angle_alpha 95.956(5) _cell_angle_beta 95.262(4) _cell_angle_gamma 110.902(5) _cell_volume 4523(2) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 1515 _cell_measurement_theta_min 2.78 _cell_measurement_theta_max 22.64 _exptl_crystal_description Block _exptl_crystal_colour Blue _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.34 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.660 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2312 _exptl_absorpt_coefficient_mu 1.035 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.747202 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 24813 _diffrn_reflns_av_R_equivalents 0.0475 _diffrn_reflns_av_sigmaI/netI 0.1326 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.66 _diffrn_reflns_theta_max 25.01 _reflns_number_total 15729 _reflns_number_gt 8679 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0417P)^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 15729 _refine_ls_number_parameters 1333 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1239 _refine_ls_R_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.1586 _refine_ls_wR_factor_gt 0.1322 _refine_ls_goodness_of_fit_ref 0.999 _refine_ls_restrained_S_all 0.999 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.23566(4) 0.61761(4) 0.26182(3) 0.02874(18) Uani 1 1 d . . . Cu2 Cu 0.27423(5) 1.12797(4) 0.76679(4) 0.03180(19) Uani 1 1 d . . . Cu3 Cu 0.25070(4) 0.12393(4) 0.23555(3) 0.03344(19) Uani 1 1 d . . . Cu4 Cu 0.24845(5) 0.61911(4) 0.73510(4) 0.0351(2) Uani 1 1 d . . . O1 O 0.1643(2) 0.6015(2) 0.16433(19) 0.0341(9) Uani 1 1 d . . . O2 O 0.2708(3) 0.6942(3) 0.1108(2) 0.0442(10) Uani 1 1 d . . . O3 O -0.1457(3) 0.5875(4) 0.0558(3) 0.0833(17) Uani 1 1 d . . . O4 O -0.1578(3) 0.6236(4) -0.0522(3) 0.0828(17) Uani 1 1 d . . . O5 O 0.0510(3) 0.6019(3) -0.2194(2) 0.0564(12) Uani 1 1 d . . . O6 O 0.1934(2) 0.6251(2) -0.17307(18) 0.0328(9) Uani 1 1 d . . . O7 O 0.2963(3) 0.6277(2) 0.36277(19) 0.0389(10) Uani 1 1 d . . . O8 O 0.4334(3) 0.6893(3) 0.3319(2) 0.0606(13) Uani 1 1 d . . . O9 O 0.3048(3) 0.6169(2) 0.6447(2) 0.0379(10) Uani 1 1 d . . . O10 O 0.4207(3) 0.5928(3) 0.7017(2) 0.0573(12) Uani 1 1 d . . . O11 O 0.6686(3) 0.5932(3) 0.5699(3) 0.0680(14) Uani 1 1 d . . . O12 O 0.6741(3) 0.6261(4) 0.4598(3) 0.098(2) Uani 1 1 d . . . O13 O 0.2148(3) 1.1314(2) 0.8561(2) 0.0380(10) Uani 1 1 d . . . O14 O 0.1055(3) 1.1572(3) 0.7915(2) 0.0540(12) Uani 1 1 d . . . O15 O -0.1729(3) 1.1289(4) 1.0117(3) 0.093(2) Uani 1 1 d . . . O16 O -0.1540(3) 1.1662(3) 0.9045(3) 0.0639(14) Uani 1 1 d . . . O17 O 0.0475(3) 1.0558(3) 1.1567(2) 0.0488(11) Uani 1 1 d . . . O18 O 0.1908(3) 1.1093(2) 1.13247(19) 0.0386(10) Uani 1 1 d . . . O19 O 0.3098(3) 0.1402(2) 0.33788(19) 0.0382(10) Uani 1 1 d . . . O20 O 0.4563(3) 0.1906(3) 0.3230(2) 0.0534(12) Uani 1 1 d . . . O21 O 0.2433(3) 0.1329(3) 0.5976(2) 0.0486(11) Uani 1 1 d . . . O22 O 0.3422(3) 0.1175(2) 0.6845(2) 0.0409(10) Uani 1 1 d . . . O23 O 0.6239(3) 0.0961(4) 0.6054(3) 0.0905(19) Uani 1 1 d . . . O24 O 0.6604(3) 0.1310(4) 0.5015(3) 0.0861(18) Uani 1 1 d . . . O25 O 0.1188(2) 0.5119(2) 0.2947(2) 0.0419(10) Uani 1 1 d . . . H25A H 0.0674 0.4961 0.2570 0.063 Uiso 1 1 d R . . H25B H 0.1042 0.5321 0.3412 0.063 Uiso 1 1 d R . . O26 O 0.3753(3) 0.2385(2) 0.2086(2) 0.0535(12) Uani 1 1 d . . . H26' H 0.3606 0.2890 0.2099 0.080 Uiso 1 1 d R . . H26" H 0.3882 0.2238 0.1597 0.080 Uiso 1 1 d R . . O27 O 0.1290(3) 0.0105(2) 0.2745(2) 0.0457(11) Uani 1 1 d . . . H27A H 0.1435 -0.0402 0.2732 0.069 Uiso 1 1 d R . . H27B H 0.0743 -0.0016 0.2413 0.069 Uiso 1 1 d R . . O28 O 0.4048(2) 1.1479(2) 0.8416(2) 0.0424(10) Uani 1 1 d . . . H28A H 0.4013 1.0944 0.8575 0.064 Uiso 1 1 d R . . H28B H 0.4123 1.1893 0.8844 0.064 Uiso 1 1 d R . . N1 N 0.2978(3) 0.5374(3) 0.2230(2) 0.0303(11) Uani 1 1 d . . . N2 N 0.4068(4) 0.5495(3) 0.0171(3) 0.0478(14) Uani 1 1 d . . . N3 N 0.4097(4) 0.5242(3) -0.0569(3) 0.0485(14) Uani 1 1 d . . . N4 N 0.3600(3) 0.4096(3) -0.0028(2) 0.0298(11) Uani 1 1 d . . . N5 N 0.3177(3) 0.3236(3) 0.0034(3) 0.0512(14) Uani 1 1 d . . . H5A H 0.3588 0.3040 0.0219 0.077 Uiso 1 1 d R . . H5B H 0.2762 0.3180 0.0339 0.077 Uiso 1 1 d R . . N6 N 0.3208(3) 0.2584(3) -0.2247(2) 0.0355(12) Uani 1 1 d . . . N7 N 0.1915(3) 0.7133(3) 0.2986(2) 0.0303(11) Uani 1 1 d . . . N8 N 0.0893(3) 0.7063(3) 0.5060(2) 0.0387(12) Uani 1 1 d . . . N9 N 0.0922(3) 0.7327(3) 0.5807(2) 0.0375(12) Uani 1 1 d . . . N10 N 0.1431(3) 0.8469(3) 0.5267(2) 0.0278(10) Uani 1 1 d . . . N11 N 0.1866(3) 0.9325(3) 0.5186(2) 0.0401(12) Uani 1 1 d . . . H11A H 0.1463 0.9516 0.4977 0.060 Uiso 1 1 d R . . H11B H 0.2293 0.9367 0.4895 0.060 Uiso 1 1 d R . . N12 N 0.2058(3) 0.9988(3) 0.7507(2) 0.0319(11) Uani 1 1 d . . . N13 N 0.1949(3) 0.4901(3) 0.7230(2) 0.0355(11) Uani 1 1 d . . . N14 N 0.0936(4) 0.2235(3) 0.5555(3) 0.0495(14) Uani 1 1 d . . . N15 N 0.0916(3) 0.1964(3) 0.4811(3) 0.0433(13) Uani 1 1 d . . . N16 N 0.1297(3) 0.3359(3) 0.4985(2) 0.0265(10) Uani 1 1 d . . . N17 N 0.1585(3) 0.4221(3) 0.4884(2) 0.0398(12) Uani 1 1 d . . . H17A H 0.1104 0.4345 0.4741 0.060 Uiso 1 1 d R . . H17B H 0.1947 0.4308 0.4533 0.060 Uiso 1 1 d R . . N18 N 0.1893(3) 0.2071(3) 0.2713(2) 0.0338(11) Uani 1 1 d . . . N19 N 0.3073(3) 0.0377(3) 0.2005(2) 0.0305(11) Uani 1 1 d . . . N20 N 0.4068(3) 0.0419(3) -0.0074(2) 0.0381(12) Uani 1 1 d . . . N21 N 0.4068(3) 0.0143(3) -0.0809(2) 0.0361(11) Uani 1 1 d . . . N22 N 0.3668(3) -0.0978(3) -0.0245(2) 0.0272(10) Uani 1 1 d . . . N23 N 0.3344(3) -0.1841(3) -0.0138(2) 0.0376(12) Uani 1 1 d . . . H23A H 0.2975 -0.1910 0.0207 0.056 Uiso 1 1 d R . . H23B H 0.3809 -0.1984 0.0016 0.056 Uiso 1 1 d R . . N24 N 0.3077(3) -0.2516(3) -0.2489(2) 0.0314(11) Uani 1 1 d . . . C1 C 0.3602(3) 0.4794(3) 0.1261(3) 0.0288(13) Uani 1 1 d . . . C2 C 0.3218(3) 0.5352(3) 0.1550(3) 0.0301(13) Uani 1 1 d . . . H2 H 0.3122 0.5735 0.1252 0.036 Uiso 1 1 calc R . . C3 C 0.3143(4) 0.4824(3) 0.2650(3) 0.0364(14) Uani 1 1 d . . . H3 H 0.2981 0.4825 0.3127 0.044 Uiso 1 1 calc R . . C4 C 0.3535(4) 0.4267(3) 0.2413(3) 0.0389(15) Uani 1 1 d . . . H4 H 0.3636 0.3898 0.2725 0.047 Uiso 1 1 calc R . . C5 C 0.3779(4) 0.4250(3) 0.1712(3) 0.0364(14) Uani 1 1 d . . . H5 H 0.4059 0.3880 0.1545 0.044 Uiso 1 1 calc R . . C6 C 0.3782(4) 0.4802(4) 0.0481(3) 0.0314(13) Uani 1 1 d . . . C7 C 0.3804(4) 0.4404(3) -0.0685(3) 0.0317(13) Uani 1 1 d . . . C8 C 0.3696(4) 0.3913(3) -0.1420(3) 0.0307(13) Uani 1 1 d . . . C9 C 0.3385(4) 0.3036(4) -0.1560(3) 0.0349(14) Uani 1 1 d . . . H9 H 0.3291 0.2734 -0.1156 0.042 Uiso 1 1 calc R . . C10 C 0.3362(4) 0.3021(4) -0.2826(3) 0.0409(15) Uani 1 1 d . . . H10 H 0.3236 0.2721 -0.3306 0.049 Uiso 1 1 calc R . . C11 C 0.3700(4) 0.3900(4) -0.2725(4) 0.0536(18) Uani 1 1 d . . . H11 H 0.3808 0.4188 -0.3135 0.064 Uiso 1 1 calc R . . C12 C 0.3881(4) 0.4359(4) -0.2027(3) 0.0441(16) Uani 1 1 d . . . H12 H 0.4122 0.4955 -0.1957 0.053 Uiso 1 1 calc R . . C13 C 0.1350(3) 0.7746(3) 0.3972(3) 0.0281(12) Uani 1 1 d . . . C14 C 0.1738(3) 0.7195(3) 0.3685(3) 0.0283(13) Uani 1 1 d . . . H14 H 0.1884 0.6846 0.3996 0.034 Uiso 1 1 calc R . . C15 C 0.1740(4) 0.7662(3) 0.2544(3) 0.0348(14) Uani 1 1 d . . . H15 H 0.1875 0.7635 0.2059 0.042 Uiso 1 1 calc R . . C16 C 0.1366(4) 0.8243(4) 0.2792(3) 0.0415(15) Uani 1 1 d . . . H16 H 0.1249 0.8602 0.2477 0.050 Uiso 1 1 calc R . . C17 C 0.1166(4) 0.8287(4) 0.3513(3) 0.0379(14) Uani 1 1 d . . . H17 H 0.0911 0.8674 0.3688 0.045 Uiso 1 1 calc R . . C18 C 0.1209(3) 0.7757(3) 0.4751(3) 0.0257(12) Uani 1 1 d . . . C19 C 0.1262(3) 0.8172(3) 0.5929(3) 0.0285(13) Uani 1 1 d . . . C20 C 0.1439(3) 0.8662(3) 0.6677(3) 0.0290(13) Uani 1 1 d . . . C21 C 0.1830(4) 0.9542(4) 0.6823(3) 0.0339(14) Uani 1 1 d . . . H21 H 0.1941 0.9845 0.6421 0.041 Uiso 1 1 calc R . . C22 C 0.1875(3) 0.9549(3) 0.8081(3) 0.0326(13) Uani 1 1 d . . . H22 H 0.2020 0.9848 0.8562 0.039 Uiso 1 1 calc R . . C23 C 0.1480(4) 0.8673(4) 0.7980(3) 0.0365(14) Uani 1 1 d . . . H23 H 0.1369 0.8388 0.8392 0.044 Uiso 1 1 calc R . . C24 C 0.1250(4) 0.8215(4) 0.7288(3) 0.0364(14) Uani 1 1 d . . . H24 H 0.0974 0.7620 0.7219 0.044 Uiso 1 1 calc R . . C25 C 0.1349(4) 0.3564(3) 0.6393(3) 0.0312(13) Uani 1 1 d . . . C26 C 0.1738(4) 0.4452(3) 0.6540(3) 0.0331(14) Uani 1 1 d . . . H26A H 0.1860 0.4754 0.6139 0.040 Uiso 1 1 calc R . . C27 C 0.1773(4) 0.4458(4) 0.7802(3) 0.0411(15) Uani 1 1 d . . . H27 H 0.1909 0.4760 0.8282 0.049 Uiso 1 1 calc R . . C28 C 0.1403(4) 0.3585(4) 0.7713(3) 0.0484(17) Uani 1 1 d . . . H28 H 0.1303 0.3299 0.8125 0.058 Uiso 1 1 calc R . . C29 C 0.1183(4) 0.3134(4) 0.7010(3) 0.0421(15) Uani 1 1 d . . . H29 H 0.0920 0.2538 0.6942 0.051 Uiso 1 1 calc R . . C30 C 0.1184(3) 0.3068(3) 0.5651(3) 0.0301(13) Uani 1 1 d . . . C31 C 0.1128(4) 0.2643(4) 0.4471(3) 0.0335(14) Uani 1 1 d . . . C32 C 0.1280(4) 0.2648(3) 0.3699(3) 0.0338(14) Uani 1 1 d . . . C33 C 0.1706(3) 0.2121(3) 0.3411(3) 0.0331(14) Uani 1 1 d . . . H33 H 0.1869 0.1782 0.3722 0.040 Uiso 1 1 calc R . . C34 C 0.1652(4) 0.2564(3) 0.2271(3) 0.0375(14) Uani 1 1 d . . . H34 H 0.1786 0.2548 0.1785 0.045 Uiso 1 1 calc R . . C35 C 0.1217(4) 0.3091(4) 0.2507(3) 0.0431(16) Uani 1 1 d . . . H35 H 0.1056 0.3419 0.2182 0.052 Uiso 1 1 calc R . . C36 C 0.1017(4) 0.3135(4) 0.3226(3) 0.0388(15) Uani 1 1 d . . . H36 H 0.0712 0.3483 0.3391 0.047 Uiso 1 1 calc R . . C37 C 0.3666(3) -0.0253(3) 0.1037(3) 0.0271(12) Uani 1 1 d . . . C38 C 0.3263(3) 0.0303(3) 0.1312(3) 0.0291(13) Uani 1 1 d . . . H38 H 0.3117 0.0644 0.0992 0.035 Uiso 1 1 calc R . . C39 C 0.3276(3) -0.0132(3) 0.2450(3) 0.0339(14) Uani 1 1 d . . . H39 H 0.3144 -0.0097 0.2936 0.041 Uiso 1 1 calc R . . C40 C 0.3670(4) -0.0704(4) 0.2225(3) 0.0386(15) Uani 1 1 d . . . H40 H 0.3804 -0.1040 0.2555 0.046 Uiso 1 1 calc R . . C41 C 0.3864(3) -0.0772(3) 0.1507(3) 0.0330(13) Uani 1 1 d . . . H41 H 0.4122 -0.1161 0.1342 0.040 Uiso 1 1 calc R . . C42 C 0.3820(3) -0.0268(3) 0.0258(3) 0.0269(12) Uani 1 1 d . . . C43 C 0.3818(3) -0.0691(3) -0.0913(3) 0.0282(12) Uani 1 1 d . . . C44 C 0.3668(3) -0.1192(3) -0.1655(3) 0.0280(13) Uani 1 1 d . . . C45 C 0.3296(3) -0.2072(3) -0.1796(3) 0.0327(13) Uani 1 1 d . . . H45 H 0.3191 -0.2375 -0.1395 0.039 Uiso 1 1 calc R . . C46 C 0.3247(4) -0.2077(4) -0.3066(3) 0.0375(14) Uani 1 1 d . . . H46 H 0.3096 -0.2374 -0.3549 0.045 Uiso 1 1 calc R . . C47 C 0.3641(4) -0.1194(4) -0.2958(3) 0.0383(15) Uani 1 1 d . . . H47 H 0.3764 -0.0903 -0.3366 0.046 Uiso 1 1 calc R . . C48 C 0.3851(4) -0.0748(4) -0.2263(3) 0.0357(14) Uani 1 1 d . . . H48 H 0.4114 -0.0152 -0.2190 0.043 Uiso 1 1 calc R . . C49 C 0.1930(4) 0.6434(4) 0.1112(3) 0.0343(14) Uani 1 1 d . . . C50 C 0.1233(3) 0.6269(3) 0.0438(3) 0.0285(13) Uani 1 1 d . . . C51 C 0.0356(3) 0.6169(3) 0.0532(3) 0.0329(13) Uani 1 1 d . . . H51 H 0.0170 0.6149 0.1000 0.039 Uiso 1 1 calc R . . C52 C -0.0232(3) 0.6100(4) -0.0093(3) 0.0354(14) Uani 1 1 d . . . N25 N -0.1155(3) 0.6066(4) -0.0005(3) 0.0509(14) Uani 1 1 d . . . C54 C 0.0001(4) 0.6086(3) -0.0798(3) 0.0372(14) Uani 1 1 d . . . H54 H -0.0422 0.6026 -0.1206 0.045 Uiso 1 1 calc R . . C55 C 0.0873(4) 0.6163(3) -0.0898(3) 0.0324(13) Uani 1 1 d . . . C56 C 0.1131(4) 0.6147(4) -0.1666(3) 0.0347(14) Uani 1 1 d . . . C57 C 0.1498(3) 0.6283(3) -0.0267(3) 0.0300(13) Uani 1 1 d . . . H57 H 0.2097 0.6373 -0.0321 0.036 Uiso 1 1 calc R . . C58 C 0.3823(4) 0.6554(4) 0.3749(3) 0.0352(14) Uani 1 1 d . . . C59 C 0.4233(3) 0.6395(3) 0.4475(3) 0.0272(12) Uani 1 1 d . . . C60 C 0.3792(3) 0.6279(3) 0.5101(3) 0.0292(13) Uani 1 1 d . . . H60 H 0.3215 0.6294 0.5083 0.035 Uiso 1 1 calc R . . C61 C 0.4208(3) 0.6142(3) 0.5752(3) 0.0297(13) Uani 1 1 d . . . C62 C 0.3795(4) 0.6066(4) 0.6475(3) 0.0395(15) Uani 1 1 d . . . C63 C 0.5053(4) 0.6089(3) 0.5764(3) 0.0377(14) Uani 1 1 d . . . H63 H 0.5333 0.5979 0.6191 0.045 Uiso 1 1 calc R . . C64 C 0.5477(4) 0.6201(4) 0.5134(3) 0.0380(14) Uani 1 1 d . . . C65 C 0.5089(4) 0.6370(3) 0.4491(3) 0.0350(14) Uani 1 1 d . . . H65 H 0.5395 0.6464 0.4080 0.042 Uiso 1 1 calc R . . N26 N 0.6365(3) 0.6129(4) 0.5144(3) 0.0514(14) Uani 1 1 d . . . C67 C 0.3939(4) 0.1611(4) 0.3601(3) 0.0356(14) Uani 1 1 d . . . C68 C 0.4161(3) 0.1456(3) 0.4379(3) 0.0319(13) Uani 1 1 d . . . C69 C 0.3569(4) 0.1374(3) 0.4899(3) 0.0334(13) Uani 1 1 d . . . H69 H 0.3005 0.1397 0.4759 0.040 Uiso 1 1 calc R . . C70 C 0.3790(4) 0.1258(3) 0.5616(3) 0.0321(13) Uani 1 1 d . . . C71 C 0.3158(4) 0.1244(3) 0.6192(3) 0.0353(14) Uani 1 1 d . . . C72 C 0.4619(4) 0.1192(3) 0.5818(3) 0.0364(14) Uani 1 1 d . . . H72 H 0.4783 0.1108 0.6298 0.044 Uiso 1 1 calc R . . C73 C 0.5197(4) 0.1256(4) 0.5286(3) 0.0368(14) Uani 1 1 d . . . C74 C 0.4991(4) 0.1412(3) 0.4574(3) 0.0361(14) Uani 1 1 d . . . H74 H 0.5405 0.1486 0.4237 0.043 Uiso 1 1 calc R . . N27 N 0.6079(3) 0.1179(4) 0.5471(3) 0.0522(14) Uani 1 1 d . . . C76 C 0.1402(4) 1.1428(3) 0.8497(3) 0.0359(14) Uani 1 1 d . . . C77 C 0.0926(4) 1.1385(3) 0.9165(3) 0.0312(13) Uani 1 1 d . . . C78 C 0.1253(4) 1.1203(3) 0.9841(3) 0.0313(13) Uani 1 1 d . . . H78 H 0.1821 1.1165 0.9901 0.038 Uiso 1 1 calc R . . C79 C 0.0738(3) 1.1079(3) 1.0425(3) 0.0319(13) Uani 1 1 d . . . C80 C 0.1054(4) 1.0875(3) 1.1169(3) 0.0336(14) Uani 1 1 d . . . C81 C -0.0095(4) 1.1142(4) 1.0349(3) 0.0382(14) Uani 1 1 d . . . H81 H -0.0449 1.1044 1.0732 0.046 Uiso 1 1 calc R . . C82 C -0.0401(3) 1.1355(4) 0.9690(3) 0.0350(14) Uani 1 1 d . . . N28 N -0.1282(3) 1.1444(4) 0.9609(3) 0.0516(14) Uani 1 1 d . . . C84 C 0.0092(4) 1.1469(3) 0.9092(3) 0.0366(14) Uani 1 1 d . . . H84 H -0.0135 1.1600 0.8652 0.044 Uiso 1 1 calc R . . O29 O 0.1093(2) 0.5969(2) 0.6487(2) 0.0433(10) Uani 1 1 d . . . H29A H 0.0758 0.5897 0.6830 0.065 Uiso 1 1 d R . . H29B H 0.1128 0.6382 0.6245 0.065 Uiso 1 1 d R . . O30 O 0.4369(3) 0.7723(3) 0.2127(2) 0.0640(13) Uani 1 1 d . . . H30A H 0.4508 0.7375 0.1837 0.096 Uiso 1 1 d R . . H30B H 0.4434 0.7692 0.2590 0.096 Uiso 1 1 d R . . O31 O 0.0516(3) 0.5302(2) 0.4291(2) 0.0508(11) Uani 1 1 d . . . O32 O 0.4222(4) 0.2202(3) 0.0662(3) 0.1004(19) Uani 1 1 d . . . O33 O 0.5396(3) 0.2663(3) 0.9598(3) 0.0731(14) Uani 1 1 d . . . O34 O 0.0714(3) 0.0709(3) 0.6467(2) 0.0692(14) Uani 1 1 d . . . H34A H 0.0509 0.1109 0.6557 0.104 Uiso 1 1 d R . . H34B H 0.0879 0.0517 0.6848 0.104 Uiso 1 1 d R . . O35 O 0.4005(4) 0.6491(3) 0.8440(3) 0.0928(19) Uani 1 1 d . . . H35A H 0.4148 0.6331 0.8028 0.139 Uiso 1 1 d R . . H35B H 0.3946 0.6158 0.8768 0.139 Uiso 1 1 d R . . O36 O 0.9073(3) 0.9758(3) 0.5685(2) 0.0602(12) Uani 1 1 d . . . H36A H 0.9593 1.0052 0.5928 0.090 Uiso 1 1 d R . . H36B H 0.8892 0.9965 0.5323 0.090 Uiso 1 1 d R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0363(4) 0.0353(4) 0.0194(4) 0.0033(3) 0.0048(3) 0.0190(3) Cu2 0.0435(4) 0.0301(4) 0.0228(4) 0.0017(3) 0.0116(3) 0.0138(3) Cu3 0.0432(4) 0.0437(5) 0.0211(4) 0.0021(3) 0.0042(3) 0.0260(4) Cu4 0.0497(5) 0.0307(4) 0.0261(4) 0.0031(3) 0.0171(3) 0.0139(4) O1 0.046(2) 0.039(2) 0.019(2) 0.0032(18) 0.0017(17) 0.020(2) O2 0.037(3) 0.055(3) 0.039(3) 0.009(2) 0.0000(19) 0.016(2) O3 0.047(3) 0.159(5) 0.055(3) 0.033(3) 0.031(3) 0.040(3) O4 0.054(3) 0.164(6) 0.048(3) 0.015(3) 0.005(2) 0.061(4) O5 0.048(3) 0.094(4) 0.024(2) 0.011(2) 0.005(2) 0.022(3) O6 0.034(2) 0.041(2) 0.023(2) 0.0043(17) 0.0116(17) 0.0111(19) O7 0.044(3) 0.060(3) 0.022(2) 0.0020(19) 0.0018(18) 0.033(2) O8 0.056(3) 0.072(3) 0.037(3) 0.028(2) -0.001(2) 0.000(3) O9 0.049(3) 0.035(2) 0.036(2) 0.0118(19) 0.0199(19) 0.018(2) O10 0.073(3) 0.079(3) 0.027(3) 0.024(2) 0.011(2) 0.030(3) O11 0.053(3) 0.119(4) 0.048(3) 0.025(3) 0.002(2) 0.048(3) O12 0.049(3) 0.206(7) 0.064(4) 0.051(4) 0.028(3) 0.062(4) O13 0.044(2) 0.042(3) 0.037(2) 0.0108(19) 0.0195(19) 0.023(2) O14 0.063(3) 0.076(3) 0.033(3) 0.022(2) 0.014(2) 0.032(3) O15 0.053(3) 0.198(6) 0.048(3) 0.022(4) 0.020(3) 0.067(4) O16 0.049(3) 0.091(4) 0.065(3) 0.027(3) 0.003(2) 0.037(3) O17 0.049(3) 0.060(3) 0.036(3) 0.019(2) 0.012(2) 0.014(2) O18 0.045(3) 0.056(3) 0.023(2) 0.0070(19) 0.0059(18) 0.028(2) O19 0.044(3) 0.054(3) 0.024(2) 0.0015(19) -0.0014(18) 0.029(2) O20 0.047(3) 0.081(3) 0.032(3) 0.022(2) 0.011(2) 0.018(2) O21 0.043(3) 0.061(3) 0.046(3) 0.006(2) 0.016(2) 0.022(2) O22 0.052(3) 0.047(3) 0.022(2) 0.0040(19) 0.0126(19) 0.015(2) O23 0.073(4) 0.173(6) 0.059(4) 0.055(4) 0.010(3) 0.076(4) O24 0.055(3) 0.170(6) 0.053(3) 0.026(4) 0.016(3) 0.061(4) O25 0.039(2) 0.048(3) 0.032(2) 0.0033(19) 0.0059(18) 0.009(2) O26 0.075(3) 0.043(3) 0.047(3) 0.012(2) 0.009(2) 0.027(2) O27 0.052(3) 0.038(2) 0.053(3) 0.010(2) 0.008(2) 0.023(2) O28 0.055(3) 0.034(2) 0.039(3) 0.0054(19) 0.000(2) 0.019(2) N1 0.032(3) 0.037(3) 0.024(3) 0.006(2) 0.005(2) 0.015(2) N2 0.082(4) 0.035(3) 0.031(3) 0.003(3) 0.016(3) 0.026(3) N3 0.080(4) 0.035(3) 0.032(3) 0.004(3) 0.018(3) 0.020(3) N4 0.034(3) 0.030(3) 0.027(3) 0.003(2) 0.008(2) 0.014(2) N5 0.078(4) 0.027(3) 0.047(4) 0.009(3) 0.026(3) 0.013(3) N6 0.048(3) 0.034(3) 0.030(3) 0.006(2) 0.011(2) 0.020(2) N7 0.042(3) 0.031(3) 0.021(3) 0.004(2) 0.004(2) 0.018(2) N8 0.060(3) 0.034(3) 0.024(3) -0.001(2) 0.010(2) 0.020(3) N9 0.054(3) 0.035(3) 0.025(3) 0.003(2) 0.008(2) 0.018(3) N10 0.032(3) 0.024(3) 0.029(3) 0.005(2) 0.009(2) 0.012(2) N11 0.057(3) 0.029(3) 0.037(3) 0.007(2) 0.019(2) 0.016(3) N12 0.035(3) 0.033(3) 0.029(3) 0.002(2) 0.010(2) 0.014(2) N13 0.047(3) 0.031(3) 0.029(3) 0.005(2) 0.011(2) 0.014(2) N14 0.076(4) 0.034(3) 0.037(3) 0.004(3) 0.013(3) 0.018(3) N15 0.068(4) 0.031(3) 0.032(3) 0.004(2) 0.010(3) 0.020(3) N16 0.028(2) 0.024(3) 0.028(3) 0.002(2) 0.006(2) 0.010(2) N17 0.057(3) 0.028(3) 0.038(3) 0.009(2) 0.017(2) 0.017(3) N18 0.038(3) 0.042(3) 0.025(3) 0.008(2) 0.003(2) 0.018(2) N19 0.037(3) 0.036(3) 0.023(3) 0.006(2) 0.003(2) 0.018(2) N20 0.056(3) 0.035(3) 0.026(3) 0.001(2) 0.009(2) 0.019(3) N21 0.048(3) 0.026(3) 0.028(3) 0.002(2) 0.005(2) 0.006(2) N22 0.034(3) 0.023(3) 0.026(3) 0.002(2) 0.003(2) 0.013(2) N23 0.057(3) 0.030(3) 0.028(3) 0.009(2) 0.008(2) 0.017(2) N24 0.038(3) 0.034(3) 0.023(3) 0.000(2) 0.009(2) 0.014(2) C1 0.032(3) 0.031(3) 0.025(3) 0.002(3) 0.001(2) 0.016(3) C2 0.035(3) 0.029(3) 0.029(3) 0.004(3) 0.009(3) 0.015(3) C3 0.055(4) 0.042(4) 0.017(3) 0.006(3) 0.004(3) 0.022(3) C4 0.058(4) 0.030(4) 0.034(4) 0.007(3) -0.001(3) 0.023(3) C5 0.040(4) 0.038(4) 0.038(4) 0.001(3) 0.005(3) 0.022(3) C6 0.042(3) 0.032(4) 0.025(3) 0.001(3) 0.006(3) 0.020(3) C7 0.043(4) 0.027(4) 0.027(3) -0.002(3) 0.008(3) 0.016(3) C8 0.038(3) 0.029(3) 0.029(3) 0.002(3) 0.008(3) 0.017(3) C9 0.048(4) 0.041(4) 0.022(3) 0.010(3) 0.010(3) 0.022(3) C10 0.070(4) 0.029(4) 0.028(4) 0.007(3) 0.020(3) 0.019(3) C11 0.077(5) 0.041(4) 0.041(4) 0.010(3) 0.025(4) 0.014(4) C12 0.062(4) 0.029(4) 0.041(4) 0.008(3) 0.021(3) 0.012(3) C13 0.032(3) 0.026(3) 0.026(3) 0.001(2) 0.003(2) 0.012(3) C14 0.032(3) 0.034(3) 0.024(3) 0.004(3) 0.006(2) 0.019(3) C15 0.052(4) 0.032(4) 0.027(3) 0.005(3) 0.006(3) 0.023(3) C16 0.065(4) 0.039(4) 0.026(4) 0.010(3) 0.003(3) 0.026(3) C17 0.051(4) 0.040(4) 0.030(4) 0.000(3) 0.004(3) 0.028(3) C18 0.029(3) 0.020(3) 0.029(3) 0.001(3) 0.004(2) 0.010(3) C19 0.039(3) 0.023(3) 0.030(3) 0.003(3) 0.007(3) 0.018(3) C20 0.033(3) 0.030(3) 0.026(3) 0.001(3) 0.005(2) 0.015(3) C21 0.048(4) 0.034(4) 0.024(3) 0.007(3) 0.010(3) 0.019(3) C22 0.038(3) 0.035(4) 0.026(3) 0.002(3) 0.010(3) 0.014(3) C23 0.050(4) 0.039(4) 0.020(3) 0.009(3) 0.014(3) 0.012(3) C24 0.047(4) 0.029(3) 0.030(4) 0.004(3) 0.011(3) 0.010(3) C25 0.038(3) 0.028(3) 0.029(3) -0.001(3) 0.010(3) 0.015(3) C26 0.043(4) 0.035(4) 0.026(3) 0.008(3) 0.015(3) 0.018(3) C27 0.060(4) 0.037(4) 0.025(3) 0.008(3) 0.010(3) 0.013(3) C28 0.072(5) 0.044(4) 0.028(4) 0.015(3) 0.014(3) 0.015(4) C29 0.058(4) 0.029(4) 0.043(4) 0.012(3) 0.018(3) 0.015(3) C30 0.029(3) 0.028(4) 0.035(4) 0.004(3) 0.008(3) 0.012(3) C31 0.039(3) 0.036(4) 0.031(4) -0.004(3) 0.009(3) 0.021(3) C32 0.034(3) 0.027(3) 0.041(4) 0.003(3) 0.000(3) 0.013(3) C33 0.040(3) 0.037(4) 0.028(3) 0.007(3) 0.004(3) 0.020(3) C34 0.048(4) 0.043(4) 0.026(3) 0.009(3) 0.006(3) 0.020(3) C35 0.062(4) 0.036(4) 0.042(4) 0.015(3) 0.003(3) 0.029(3) C36 0.041(4) 0.048(4) 0.034(4) 0.003(3) 0.006(3) 0.025(3) C37 0.031(3) 0.028(3) 0.024(3) 0.005(2) 0.001(2) 0.014(3) C38 0.036(3) 0.031(3) 0.024(3) 0.004(3) 0.000(2) 0.017(3) C39 0.042(3) 0.040(4) 0.026(3) 0.011(3) 0.011(3) 0.018(3) C40 0.052(4) 0.037(4) 0.035(4) 0.015(3) 0.009(3) 0.022(3) C41 0.033(3) 0.037(4) 0.034(4) 0.004(3) 0.005(3) 0.019(3) C42 0.032(3) 0.029(3) 0.024(3) 0.000(3) 0.007(2) 0.016(3) C43 0.028(3) 0.027(3) 0.026(3) 0.002(3) 0.002(2) 0.008(3) C44 0.032(3) 0.033(3) 0.024(3) 0.004(3) 0.006(2) 0.016(3) C45 0.043(4) 0.033(4) 0.024(3) 0.004(3) 0.006(3) 0.016(3) C46 0.048(4) 0.040(4) 0.024(3) 0.000(3) 0.007(3) 0.017(3) C47 0.054(4) 0.033(4) 0.030(4) 0.011(3) 0.021(3) 0.013(3) C48 0.041(4) 0.035(4) 0.032(4) 0.005(3) 0.012(3) 0.012(3) C49 0.036(4) 0.045(4) 0.026(3) -0.005(3) -0.003(3) 0.023(3) C50 0.031(3) 0.029(3) 0.025(3) 0.003(2) 0.003(2) 0.012(3) C51 0.037(3) 0.039(4) 0.025(3) 0.005(3) 0.007(3) 0.015(3) C52 0.027(3) 0.043(4) 0.034(4) 0.006(3) 0.008(3) 0.009(3) N25 0.032(3) 0.081(4) 0.044(4) 0.007(3) 0.014(3) 0.025(3) C54 0.033(3) 0.047(4) 0.033(4) 0.008(3) 0.008(3) 0.016(3) C55 0.037(3) 0.032(3) 0.029(3) 0.006(3) 0.007(3) 0.013(3) C56 0.042(4) 0.038(4) 0.026(3) 0.008(3) 0.007(3) 0.015(3) C57 0.029(3) 0.034(3) 0.026(3) 0.001(3) 0.006(2) 0.011(3) C58 0.053(4) 0.034(4) 0.021(3) 0.004(3) 0.002(3) 0.020(3) C59 0.027(3) 0.024(3) 0.026(3) 0.001(2) -0.001(2) 0.006(2) C60 0.030(3) 0.037(3) 0.021(3) 0.003(3) 0.007(2) 0.013(3) C61 0.033(3) 0.027(3) 0.031(3) 0.003(3) 0.006(3) 0.013(3) C62 0.057(4) 0.034(4) 0.026(4) 0.004(3) 0.016(3) 0.013(3) C63 0.043(4) 0.040(4) 0.032(4) 0.012(3) 0.001(3) 0.017(3) C64 0.033(3) 0.050(4) 0.030(4) 0.009(3) 0.004(3) 0.014(3) C65 0.035(3) 0.041(4) 0.029(3) 0.007(3) 0.013(3) 0.011(3) N26 0.032(3) 0.073(4) 0.046(4) 0.007(3) 0.005(3) 0.017(3) C67 0.047(4) 0.040(4) 0.031(4) 0.008(3) 0.003(3) 0.029(3) C68 0.032(3) 0.043(4) 0.025(3) 0.010(3) 0.009(2) 0.016(3) C69 0.033(3) 0.029(3) 0.036(4) 0.005(3) 0.004(3) 0.008(3) C70 0.037(3) 0.030(3) 0.027(3) -0.005(3) 0.006(3) 0.011(3) C71 0.040(4) 0.028(3) 0.033(4) -0.004(3) 0.011(3) 0.006(3) C72 0.045(4) 0.037(4) 0.029(3) 0.009(3) 0.007(3) 0.016(3) C73 0.028(3) 0.051(4) 0.033(4) 0.004(3) 0.005(3) 0.017(3) C74 0.038(3) 0.043(4) 0.030(4) 0.006(3) 0.008(3) 0.018(3) N27 0.046(3) 0.073(4) 0.041(4) 0.005(3) -0.004(3) 0.029(3) C76 0.049(4) 0.028(3) 0.024(3) -0.004(3) 0.005(3) 0.010(3) C77 0.038(3) 0.031(3) 0.028(3) 0.007(3) 0.009(3) 0.015(3) C78 0.030(3) 0.033(3) 0.032(3) 0.003(3) 0.007(3) 0.014(3) C79 0.032(3) 0.029(3) 0.035(4) 0.000(3) 0.005(3) 0.012(3) C80 0.045(4) 0.032(4) 0.029(3) 0.002(3) -0.001(3) 0.023(3) C81 0.034(3) 0.048(4) 0.033(4) 0.006(3) 0.012(3) 0.014(3) C82 0.025(3) 0.049(4) 0.033(4) 0.005(3) -0.001(3) 0.017(3) N28 0.042(3) 0.072(4) 0.041(4) -0.004(3) -0.002(3) 0.027(3) C84 0.043(4) 0.045(4) 0.023(3) 0.008(3) 0.003(3) 0.018(3) O29 0.053(3) 0.046(3) 0.037(2) 0.017(2) 0.016(2) 0.021(2) O30 0.063(3) 0.075(3) 0.059(3) 0.031(3) 0.012(2) 0.024(3) O31 0.062(3) 0.049(3) 0.040(3) 0.006(2) 0.018(2) 0.016(2) O32 0.114(5) 0.091(4) 0.106(5) 0.027(4) 0.055(4) 0.036(4) O33 0.082(4) 0.052(3) 0.075(4) 0.006(3) 0.000(3) 0.015(3) O34 0.073(3) 0.074(4) 0.058(3) 0.015(3) 0.006(3) 0.023(3) O35 0.142(5) 0.094(4) 0.084(4) 0.043(3) 0.056(4) 0.075(4) O36 0.061(3) 0.060(3) 0.065(3) 0.010(2) 0.003(2) 0.030(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.959(3) . ? Cu1 O7 1.961(4) . ? Cu1 N1 2.051(4) . ? Cu1 N7 2.056(4) . ? Cu1 O25 2.254(3) . ? Cu2 O22 1.960(3) 1_565 ? Cu2 O13 1.965(3) . ? Cu2 N12 2.034(4) . ? Cu2 N6 2.038(4) 1_566 ? Cu2 O28 2.284(4) . ? Cu3 O19 1.957(4) . ? Cu3 O18 1.978(4) 1_544 ? Cu3 N19 2.048(4) . ? Cu3 N18 2.066(4) . ? Cu3 O26 2.361(4) . ? Cu3 O27 2.415(4) . ? Cu4 O9 1.953(3) . ? Cu4 O6 1.971(3) 1_556 ? Cu4 N13 2.013(4) . ? Cu4 N24 2.020(4) 1_566 ? O1 C49 1.281(6) . ? O2 C49 1.234(6) . ? O3 N25 1.200(6) . ? O4 N25 1.226(6) . ? O5 C56 1.260(6) . ? O6 C56 1.250(6) . ? O6 Cu4 1.971(3) 1_554 ? O7 C58 1.274(6) . ? O8 C58 1.218(6) . ? O9 C62 1.265(6) . ? O10 C62 1.225(6) . ? O11 N26 1.223(6) . ? O12 N26 1.208(6) . ? O13 C76 1.271(6) . ? O14 C76 1.239(6) . ? O15 N28 1.214(6) . ? O16 N28 1.213(6) . ? O17 C80 1.233(6) . ? O18 C80 1.276(6) . ? O18 Cu3 1.978(4) 1_566 ? O19 C67 1.276(6) . ? O20 C67 1.241(6) . ? O21 C71 1.251(6) . ? O22 C71 1.257(6) . ? O22 Cu2 1.960(3) 1_545 ? O23 N27 1.195(6) . ? O24 N27 1.216(6) . ? O25 H25A 0.9600 . ? O25 H25B 0.9600 . ? O26 H26' 0.9600 . ? O26 H26" 0.9600 . ? O27 H27A 0.9600 . ? O27 H27B 0.9600 . ? O28 H28A 0.9600 . ? O28 H28B 0.9600 . ? N1 C2 1.331(6) . ? N1 C3 1.343(6) . ? N2 C6 1.302(6) . ? N2 N3 1.382(6) . ? N3 C7 1.307(6) . ? N4 C6 1.356(6) . ? N4 C7 1.374(6) . ? N4 N5 1.385(5) . ? N5 H5A 0.8900 . ? N5 H5B 0.8900 . ? N6 C10 1.340(6) . ? N6 C9 1.346(6) . ? N6 Cu2 2.038(4) 1_544 ? N7 C14 1.333(6) . ? N7 C15 1.344(6) . ? N8 C18 1.306(6) . ? N8 N9 1.381(6) . ? N9 C19 1.316(6) . ? N10 C18 1.360(6) . ? N10 C19 1.368(6) . ? N10 N11 1.392(5) . ? N11 H11A 0.8900 . ? N11 H11B 0.8900 . ? N12 C21 1.335(6) . ? N12 C22 1.337(6) . ? N13 C27 1.337(6) . ? N13 C26 1.347(6) . ? N14 C30 1.304(6) . ? N14 N15 1.380(6) . ? N15 C31 1.310(6) . ? N16 C30 1.361(6) . ? N16 C31 1.376(6) . ? N16 N17 1.396(5) . ? N17 H17A 0.8900 . ? N17 H17B 0.8900 . ? N18 C33 1.335(6) . ? N18 C34 1.341(6) . ? N19 C38 1.329(6) . ? N19 C39 1.341(6) . ? N20 C42 1.314(6) . ? N20 N21 1.372(6) . ? N21 C43 1.305(6) . ? N22 C42 1.363(6) . ? N22 C43 1.367(6) . ? N22 N23 1.402(5) . ? N23 H23A 0.8900 . ? N23 H23B 0.8900 . ? N24 C46 1.343(6) . ? N24 C45 1.346(6) . ? N24 Cu4 2.020(4) 1_544 ? C1 C5 1.378(6) . ? C1 C2 1.382(6) . ? C1 C6 1.477(7) . ? C2 H2 0.9300 . ? C3 C4 1.359(7) . ? C3 H3 0.9300 . ? C4 C5 1.370(7) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.462(7) . ? C8 C9 1.369(7) . ? C8 C12 1.396(7) . ? C9 H9 0.9300 . ? C10 C11 1.371(7) . ? C10 H10 0.9300 . ? C11 C12 1.367(8) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.375(6) . ? C13 C17 1.388(6) . ? C13 C18 1.459(7) . ? C14 H14 0.9300 . ? C15 C16 1.378(7) . ? C15 H15 0.9300 . ? C16 C17 1.381(7) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C19 C20 1.466(7) . ? C20 C21 1.375(7) . ? C20 C24 1.404(7) . ? C21 H21 0.9300 . ? C22 C23 1.369(7) . ? C22 H22 0.9300 . ? C23 C24 1.354(7) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.386(7) . ? C25 C29 1.396(7) . ? C25 C30 1.463(7) . ? C26 H26A 0.9300 . ? C27 C28 1.362(7) . ? C27 H27 0.9300 . ? C28 C29 1.367(8) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C31 C32 1.451(7) . ? C32 C36 1.386(7) . ? C32 C33 1.389(7) . ? C33 H33 0.9300 . ? C34 C35 1.370(7) . ? C34 H34 0.9300 . ? C35 C36 1.378(7) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C41 1.381(6) . ? C37 C38 1.393(6) . ? C37 C42 1.462(7) . ? C38 H38 0.9300 . ? C39 C40 1.375(7) . ? C39 H39 0.9300 . ? C40 C41 1.374(7) . ? C40 H40 0.9300 . ? C41 H41 0.9300 . ? C43 C44 1.469(7) . ? C44 C45 1.373(7) . ? C44 C48 1.396(7) . ? C45 H45 0.9300 . ? C46 C47 1.379(7) . ? C46 H46 0.9300 . ? C47 C48 1.353(7) . ? C47 H47 0.9300 . ? C48 H48 0.9300 . ? C49 C50 1.511(7) . ? C50 C51 1.380(7) . ? C50 C57 1.390(7) . ? C51 C52 1.376(7) . ? C51 H51 0.9300 . ? C52 C54 1.372(7) . ? C52 N25 1.479(6) . ? C54 C55 1.383(7) . ? C54 H54 0.9300 . ? C55 C57 1.399(7) . ? C55 C56 1.497(7) . ? C57 H57 0.9300 . ? C58 C59 1.514(7) . ? C59 C65 1.382(7) . ? C59 C60 1.390(6) . ? C60 C61 1.387(7) . ? C60 H60 0.9300 . ? C61 C63 1.384(7) . ? C61 C62 1.525(7) . ? C63 C64 1.382(7) . ? C63 H63 0.9300 . ? C64 C65 1.378(7) . ? C64 N26 1.467(7) . ? C65 H65 0.9300 . ? C67 C68 1.503(7) . ? C68 C74 1.372(7) . ? C68 C69 1.382(6) . ? C69 C70 1.374(7) . ? C69 H69 0.9300 . ? C70 C72 1.390(7) . ? C70 C71 1.519(7) . ? C72 C73 1.386(7) . ? C72 H72 0.9300 . ? C73 C74 1.384(7) . ? C73 N27 1.474(7) . ? C74 H74 0.9300 . ? C76 C77 1.488(7) . ? C77 C84 1.387(7) . ? C77 C78 1.400(7) . ? C78 C79 1.393(7) . ? C78 H78 0.9300 . ? C79 C81 1.368(7) . ? C79 C80 1.519(7) . ? C81 C82 1.385(7) . ? C81 H81 0.9300 . ? C82 C84 1.392(7) . ? C82 N28 1.464(7) . ? C84 H84 0.9300 . ? O29 H29A 0.8500 . ? O29 H29B 0.8501 . ? O30 H30A 0.8506 . ? O30 H30B 0.8502 . ? O34 H34A 0.8564 . ? O34 H34B 0.8545 . ? O35 H35A 0.8502 . ? O35 H35B 0.8510 . ? O36 H36A 0.8532 . ? O36 H36B 0.8511 . ? 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 O7 174.58(16) . . ? O1 Cu1 N1 92.01(15) . . ? O7 Cu1 N1 89.97(15) . . ? O1 Cu1 N7 89.51(15) . . ? O7 Cu1 N7 89.31(15) . . ? N1 Cu1 N7 171.04(17) . . ? O1 Cu1 O25 88.84(14) . . ? O7 Cu1 O25 85.97(15) . . ? N1 Cu1 O25 94.51(15) . . ? N7 Cu1 O25 94.34(15) . . ? O22 Cu2 O13 172.80(16) 1_565 . ? O22 Cu2 N12 90.78(16) 1_565 . ? O13 Cu2 N12 86.74(16) . . ? O22 Cu2 N6 92.67(16) 1_565 1_566 ? O13 Cu2 N6 90.95(16) . 1_566 ? N12 Cu2 N6 169.54(17) . 1_566 ? O22 Cu2 O28 84.97(15) 1_565 . ? O13 Cu2 O28 89.09(15) . . ? N12 Cu2 O28 104.32(15) . . ? N6 Cu2 O28 85.82(16) 1_566 . ? O19 Cu3 O18 179.07(14) . 1_544 ? O19 Cu3 N19 91.95(15) . . ? O18 Cu3 N19 88.91(15) 1_544 . ? O19 Cu3 N18 88.33(16) . . ? O18 Cu3 N18 90.82(16) 1_544 . ? N19 Cu3 N18 177.88(17) . . ? O19 Cu3 O26 90.13(15) . . ? O18 Cu3 O26 89.51(15) 1_544 . ? N19 Cu3 O26 90.85(15) . . ? N18 Cu3 O26 91.25(15) . . ? O19 Cu3 O27 84.91(15) . . ? O18 Cu3 O27 95.43(15) 1_544 . ? N19 Cu3 O27 90.21(14) . . ? N18 Cu3 O27 87.73(15) . . ? O26 Cu3 O27 174.96(13) . . ? O9 Cu4 O6 178.30(15) . 1_556 ? O9 Cu4 N13 91.81(16) . . ? O6 Cu4 N13 89.89(16) 1_556 . ? O9 Cu4 N24 88.60(15) . 1_566 ? O6 Cu4 N24 89.69(15) 1_556 1_566 ? N13 Cu4 N24 176.90(18) . 1_566 ? C49 O1 Cu1 124.3(4) . . ? C56 O6 Cu4 128.5(3) . 1_554 ? C58 O7 Cu1 119.5(3) . . ? C62 O9 Cu4 119.5(4) . . ? C76 O13 Cu2 118.2(3) . . ? C80 O18 Cu3 122.3(3) . 1_566 ? C67 O19 Cu3 127.6(3) . . ? C71 O22 Cu2 121.6(4) . 1_545 ? Cu1 O25 H25A 109.3 . . ? Cu1 O25 H25B 109.2 . . ? H25A O25 H25B 109.5 . . ? Cu3 O26 H26' 109.2 . . ? Cu3 O26 H26" 109.1 . . ? H26' O26 H26" 109.5 . . ? Cu3 O27 H27A 109.4 . . ? Cu3 O27 H27B 109.3 . . ? H27A O27 H27B 109.5 . . ? Cu2 O28 H28A 109.3 . . ? Cu2 O28 H28B 109.2 . . ? H28A O28 H28B 109.5 . . ? C2 N1 C3 116.5(4) . . ? C2 N1 Cu1 122.5(3) . . ? C3 N1 Cu1 120.9(3) . . ? C6 N2 N3 107.2(4) . . ? C7 N3 N2 107.8(4) . . ? C6 N4 C7 105.2(4) . . ? C6 N4 N5 129.7(4) . . ? C7 N4 N5 124.6(5) . . ? N4 N5 H5A 109.1 . . ? N4 N5 H5B 109.4 . . ? H5A N5 H5B 109.5 . . ? C10 N6 C9 117.9(5) . . ? C10 N6 Cu2 124.5(4) . 1_544 ? C9 N6 Cu2 117.5(4) . 1_544 ? C14 N7 C15 118.4(4) . . ? C14 N7 Cu1 118.1(3) . . ? C15 N7 Cu1 123.4(3) . . ? C18 N8 N9 106.8(4) . . ? C19 N9 N8 108.3(4) . . ? C18 N10 C19 105.6(4) . . ? C18 N10 N11 128.7(4) . . ? C19 N10 N11 125.1(4) . . ? N10 N11 H11A 108.9 . . ? N10 N11 H11B 109.3 . . ? H11A N11 H11B 109.5 . . ? C21 N12 C22 117.7(5) . . ? C21 N12 Cu2 120.7(4) . . ? C22 N12 Cu2 121.5(4) . . ? C27 N13 C26 117.6(5) . . ? C27 N13 Cu4 123.4(4) . . ? C26 N13 Cu4 119.0(3) . . ? C30 N14 N15 108.0(4) . . ? C31 N15 N14 107.6(4) . . ? C30 N16 C31 105.5(4) . . ? C30 N16 N17 125.1(4) . . ? C31 N16 N17 129.3(4) . . ? N16 N17 H17A 109.0 . . ? N16 N17 H17B 109.3 . . ? H17A N17 H17B 109.5 . . ? C33 N18 C34 117.3(4) . . ? C33 N18 Cu3 119.6(3) . . ? C34 N18 Cu3 123.2(4) . . ? C38 N19 C39 116.7(4) . . ? C38 N19 Cu3 120.5(3) . . ? C39 N19 Cu3 122.8(3) . . ? C42 N20 N21 106.8(4) . . ? C43 N21 N20 109.1(4) . . ? C42 N22 C43 105.9(4) . . ? C42 N22 N23 128.5(4) . . ? C43 N22 N23 125.3(4) . . ? N22 N23 H23A 109.0 . . ? N22 N23 H23B 109.2 . . ? H23A N23 H23B 109.5 . . ? C46 N24 C45 118.3(5) . . ? C46 N24 Cu4 121.2(4) . 1_544 ? C45 N24 Cu4 120.5(3) . 1_544 ? C5 C1 C2 118.2(5) . . ? C5 C1 C6 123.7(5) . . ? C2 C1 C6 118.1(4) . . ? N1 C2 C1 123.8(5) . . ? N1 C2 H2 118.1 . . ? C1 C2 H2 118.1 . . ? N1 C3 C4 123.2(5) . . ? N1 C3 H3 118.4 . . ? C4 C3 H3 118.4 . . ? C3 C4 C5 119.8(5) . . ? C3 C4 H4 120.1 . . ? C5 C4 H4 120.1 . . ? C4 C5 C1 118.3(5) . . ? C4 C5 H5 120.8 . . ? C1 C5 H5 120.8 . . ? N2 C6 N4 110.5(5) . . ? N2 C6 C1 124.0(5) . . ? N4 C6 C1 125.2(5) . . ? N3 C7 N4 109.3(5) . . ? N3 C7 C8 122.8(5) . . ? N4 C7 C8 127.9(5) . . ? C9 C8 C12 117.5(5) . . ? C9 C8 C7 124.1(5) . . ? C12 C8 C7 118.4(5) . . ? N6 C9 C8 123.8(5) . . ? N6 C9 H9 118.1 . . ? C8 C9 H9 118.1 . . ? N6 C10 C11 121.3(6) . . ? N6 C10 H10 119.3 . . ? C11 C10 H10 119.3 . . ? C12 C11 C10 120.7(6) . . ? C12 C11 H11 119.6 . . ? C10 C11 H11 119.6 . . ? C11 C12 C8 118.6(6) . . ? C11 C12 H12 120.7 . . ? C8 C12 H12 120.7 . . ? C14 C13 C17 117.9(5) . . ? C14 C13 C18 117.7(4) . . ? C17 C13 C18 124.4(4) . . ? N7 C14 C13 123.6(5) . . ? N7 C14 H14 118.2 . . ? C13 C14 H14 118.2 . . ? N7 C15 C16 121.7(5) . . ? N7 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C15 C16 C17 119.4(5) . . ? C15 C16 H16 120.3 . . ? C17 C16 H16 120.3 . . ? C16 C17 C13 119.0(5) . . ? C16 C17 H17 120.5 . . ? C13 C17 H17 120.5 . . ? N8 C18 N10 110.5(5) . . ? N8 C18 C13 123.4(5) . . ? N10 C18 C13 126.0(5) . . ? N9 C19 N10 108.8(5) . . ? N9 C19 C20 122.4(5) . . ? N10 C19 C20 128.8(5) . . ? C21 C20 C24 117.5(5) . . ? C21 C20 C19 123.5(5) . . ? C24 C20 C19 118.9(5) . . ? N12 C21 C20 123.8(5) . . ? N12 C21 H21 118.1 . . ? C20 C21 H21 118.1 . . ? N12 C22 C23 121.9(5) . . ? N12 C22 H22 119.1 . . ? C23 C22 H22 119.1 . . ? C24 C23 C22 120.8(5) . . ? C24 C23 H23 119.6 . . ? C22 C23 H23 119.6 . . ? C23 C24 C20 118.3(5) . . ? C23 C24 H24 120.9 . . ? C20 C24 H24 120.9 . . ? C26 C25 C29 116.4(5) . . ? C26 C25 C30 124.1(5) . . ? C29 C25 C30 119.3(5) . . ? N13 C26 C25 123.7(5) . . ? N13 C26 H26A 118.2 . . ? C25 C26 H26A 118.2 . . ? N13 C27 C28 122.9(6) . . ? N13 C27 H27 118.5 . . ? C28 C27 H27 118.5 . . ? C27 C28 C29 119.2(5) . . ? C27 C28 H28 120.4 . . ? C29 C28 H28 120.4 . . ? C28 C29 C25 120.3(6) . . ? C28 C29 H29 119.9 . . ? C25 C29 H29 119.9 . . ? N14 C30 N16 109.7(5) . . ? N14 C30 C25 121.7(5) . . ? N16 C30 C25 128.5(5) . . ? N15 C31 N16 109.2(5) . . ? N15 C31 C32 124.9(5) . . ? N16 C31 C32 125.4(5) . . ? C36 C32 C33 117.8(5) . . ? C36 C32 C31 124.3(5) . . ? C33 C32 C31 117.9(5) . . ? N18 C33 C32 123.9(5) . . ? N18 C33 H33 118.0 . . ? C32 C33 H33 118.0 . . ? N18 C34 C35 122.6(5) . . ? N18 C34 H34 118.7 . . ? C35 C34 H34 118.7 . . ? C34 C35 C36 120.1(5) . . ? C34 C35 H35 120.0 . . ? C36 C35 H35 120.0 . . ? C35 C36 C32 118.4(5) . . ? C35 C36 H36 120.8 . . ? C32 C36 H36 120.8 . . ? C41 C37 C38 118.0(5) . . ? C41 C37 C42 124.5(4) . . ? C38 C37 C42 117.4(4) . . ? N19 C38 C37 124.0(5) . . ? N19 C38 H38 118.0 . . ? C37 C38 H38 118.0 . . ? N19 C39 C40 123.3(5) . . ? N19 C39 H39 118.3 . . ? C40 C39 H39 118.3 . . ? C41 C40 C39 119.4(5) . . ? C41 C40 H40 120.3 . . ? C39 C40 H40 120.3 . . ? C40 C41 C37 118.6(5) . . ? C40 C41 H41 120.7 . . ? C37 C41 H41 120.7 . . ? N20 C42 N22 109.7(4) . . ? N20 C42 C37 123.6(5) . . ? N22 C42 C37 126.5(5) . . ? N21 C43 N22 108.5(5) . . ? N21 C43 C44 122.6(5) . . ? N22 C43 C44 128.8(5) . . ? C45 C44 C48 117.7(5) . . ? C45 C44 C43 124.0(5) . . ? C48 C44 C43 118.1(5) . . ? N24 C45 C44 123.1(5) . . ? N24 C45 H45 118.4 . . ? C44 C45 H45 118.4 . . ? N24 C46 C47 121.2(5) . . ? N24 C46 H46 119.4 . . ? C47 C46 H46 119.4 . . ? C48 C47 C46 120.4(5) . . ? C48 C47 H47 119.8 . . ? C46 C47 H47 119.8 . . ? C47 C48 C44 119.2(5) . . ? C47 C48 H48 120.4 . . ? C44 C48 H48 120.4 . . ? O2 C49 O1 125.9(5) . . ? O2 C49 C50 119.0(5) . . ? O1 C49 C50 115.2(5) . . ? C51 C50 C57 120.5(5) . . ? C51 C50 C49 119.8(5) . . ? C57 C50 C49 119.5(5) . . ? C52 C51 C50 117.6(5) . . ? C52 C51 H51 121.2 . . ? C50 C51 H51 121.2 . . ? C54 C52 C51 123.1(5) . . ? C54 C52 N25 117.8(5) . . ? C51 C52 N25 119.0(5) . . ? O3 N25 O4 123.0(5) . . ? O3 N25 C52 119.5(5) . . ? O4 N25 C52 117.6(5) . . ? C52 C54 C55 119.4(5) . . ? C52 C54 H54 120.3 . . ? C55 C54 H54 120.3 . . ? C54 C55 C57 118.5(5) . . ? C54 C55 C56 119.7(5) . . ? C57 C55 C56 121.8(5) . . ? O6 C56 O5 125.8(5) . . ? O6 C56 C55 117.8(5) . . ? O5 C56 C55 116.4(5) . . ? C50 C57 C55 120.6(5) . . ? C50 C57 H57 119.7 . . ? C55 C57 H57 119.7 . . ? O8 C58 O7 125.7(5) . . ? O8 C58 C59 118.0(5) . . ? O7 C58 C59 116.2(5) . . ? C65 C59 C60 120.4(5) . . ? C65 C59 C58 116.3(5) . . ? C60 C59 C58 123.3(5) . . ? C61 C60 C59 120.5(5) . . ? C61 C60 H60 119.7 . . ? C59 C60 H60 119.7 . . ? C63 C61 C60 119.3(5) . . ? C63 C61 C62 117.0(5) . . ? C60 C61 C62 123.6(5) . . ? O10 C62 O9 126.8(5) . . ? O10 C62 C61 118.7(5) . . ? O9 C62 C61 114.5(5) . . ? C64 C63 C61 119.2(5) . . ? C64 C63 H63 120.4 . . ? C61 C63 H63 120.4 . . ? C65 C64 C63 122.2(5) . . ? C65 C64 N26 118.6(5) . . ? C63 C64 N26 119.1(5) . . ? C64 C65 C59 118.3(5) . . ? C64 C65 H65 120.9 . . ? C59 C65 H65 120.9 . . ? O12 N26 O11 123.2(5) . . ? O12 N26 C64 118.2(5) . . ? O11 N26 C64 118.6(5) . . ? O20 C67 O19 126.0(5) . . ? O20 C67 C68 119.0(5) . . ? O19 C67 C68 115.0(5) . . ? C74 C68 C69 119.7(5) . . ? C74 C68 C67 117.9(5) . . ? C69 C68 C67 122.4(5) . . ? C70 C69 C68 121.9(5) . . ? C70 C69 H69 119.0 . . ? C68 C69 H69 119.0 . . ? C69 C70 C72 119.1(5) . . ? C69 C70 C71 120.7(5) . . ? C72 C70 C71 120.1(5) . . ? O21 C71 O22 126.0(5) . . ? O21 C71 C70 116.7(5) . . ? O22 C71 C70 117.3(5) . . ? C73 C72 C70 118.3(5) . . ? C73 C72 H72 120.9 . . ? C70 C72 H72 120.9 . . ? C74 C73 C72 122.5(5) . . ? C74 C73 N27 117.2(5) . . ? C72 C73 N27 120.3(5) . . ? C68 C74 C73 118.4(5) . . ? C68 C74 H74 120.8 . . ? C73 C74 H74 120.8 . . ? O23 N27 O24 122.4(5) . . ? O23 N27 C73 118.7(5) . . ? O24 N27 C73 118.8(5) . . ? O14 C76 O13 123.8(5) . . ? O14 C76 C77 118.7(5) . . ? O13 C76 C77 117.5(5) . . ? C84 C77 C78 119.0(5) . . ? C84 C77 C76 118.0(5) . . ? C78 C77 C76 122.9(5) . . ? C79 C78 C77 120.7(5) . . ? C79 C78 H78 119.6 . . ? C77 C78 H78 119.6 . . ? C81 C79 C78 120.3(5) . . ? C81 C79 C80 116.6(5) . . ? C78 C79 C80 123.1(5) . . ? O17 C80 O18 127.1(5) . . ? O17 C80 C79 117.5(5) . . ? O18 C80 C79 115.2(5) . . ? C79 C81 C82 118.7(5) . . ? C79 C81 H81 120.6 . . ? C82 C81 H81 120.6 . . ? C81 C82 C84 122.2(5) . . ? C81 C82 N28 119.2(5) . . ? C84 C82 N28 118.6(5) . . ? O16 N28 O15 122.6(5) . . ? O16 N28 C82 119.6(5) . . ? O15 N28 C82 117.8(5) . . ? C77 C84 C82 118.9(5) . . ? C77 C84 H84 120.6 . . ? C82 C84 H84 120.6 . . ? H29A O29 H29B 117.1 . . ? H30A O30 H30B 117.1 . . ? H34A O34 H34B 115.8 . . ? H35A O35 H35B 117.0 . . ? H36A O36 H36B 117.3 . . ? 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 N1 Cu1 O1 C49 -83.6(4) . . . . ? N7 Cu1 O1 C49 87.5(4) . . . . ? O25 Cu1 O1 C49 -178.1(4) . . . . ? N1 Cu1 O7 C58 57.8(4) . . . . ? N7 Cu1 O7 C58 -113.2(4) . . . . ? O25 Cu1 O7 C58 152.4(4) . . . . ? N13 Cu4 O9 C62 -82.4(4) . . . . ? N24 Cu4 O9 C62 94.5(4) 1_566 . . . ? N12 Cu2 O13 C76 -91.6(4) . . . . ? N6 Cu2 O13 C76 78.2(4) 1_566 . . . ? O28 Cu2 O13 C76 164.0(4) . . . . ? N19 Cu3 O19 C67 54.1(4) . . . . ? N18 Cu3 O19 C67 -128.0(4) . . . . ? O26 Cu3 O19 C67 -36.8(4) . . . . ? O27 Cu3 O19 C67 144.1(4) . . . . ? O1 Cu1 N1 C2 37.8(4) . . . . ? O7 Cu1 N1 C2 -147.3(4) . . . . ? O25 Cu1 N1 C2 126.8(4) . . . . ? O1 Cu1 N1 C3 -140.5(4) . . . . ? O7 Cu1 N1 C3 34.4(4) . . . . ? O25 Cu1 N1 C3 -51.5(4) . . . . ? C6 N2 N3 C7 1.7(6) . . . . ? O1 Cu1 N7 C14 142.4(4) . . . . ? O7 Cu1 N7 C14 -32.4(4) . . . . ? O25 Cu1 N7 C14 53.6(4) . . . . ? O1 Cu1 N7 C15 -33.1(4) . . . . ? O7 Cu1 N7 C15 152.2(4) . . . . ? O25 Cu1 N7 C15 -121.9(4) . . . . ? C18 N8 N9 C19 -0.5(6) . . . . ? O22 Cu2 N12 C21 -35.6(4) 1_565 . . . ? O13 Cu2 N12 C21 151.1(4) . . . . ? N6 Cu2 N12 C21 73.7(10) 1_566 . . . ? O28 Cu2 N12 C21 -120.6(4) . . . . ? O22 Cu2 N12 C22 139.9(4) 1_565 . . . ? O13 Cu2 N12 C22 -33.4(4) . . . . ? N6 Cu2 N12 C22 -110.8(9) 1_566 . . . ? O28 Cu2 N12 C22 54.8(4) . . . . ? O9 Cu4 N13 C27 151.5(4) . . . . ? O6 Cu4 N13 C27 -28.3(4) 1_556 . . . ? O9 Cu4 N13 C26 -29.7(4) . . . . ? O6 Cu4 N13 C26 150.4(4) 1_556 . . . ? C30 N14 N15 C31 -1.9(6) . . . . ? O19 Cu3 N18 C33 -30.1(4) . . . . ? O18 Cu3 N18 C33 150.3(4) 1_544 . . . ? O26 Cu3 N18 C33 -120.2(4) . . . . ? O27 Cu3 N18 C33 54.9(4) . . . . ? O19 Cu3 N18 C34 151.1(4) . . . . ? O18 Cu3 N18 C34 -28.5(4) 1_544 . . . ? O26 Cu3 N18 C34 61.1(4) . . . . ? O27 Cu3 N18 C34 -123.9(4) . . . . ? O19 Cu3 N19 C38 -149.5(4) . . . . ? O18 Cu3 N19 C38 30.2(4) 1_544 . . . ? O26 Cu3 N19 C38 -59.3(4) . . . . ? O27 Cu3 N19 C38 125.6(4) . . . . ? O19 Cu3 N19 C39 30.1(4) . . . . ? O18 Cu3 N19 C39 -150.3(4) 1_544 . . . ? O26 Cu3 N19 C39 120.3(4) . . . . ? O27 Cu3 N19 C39 -54.8(4) . . . . ? C42 N20 N21 C43 0.4(6) . . . . ? C3 N1 C2 C1 1.3(8) . . . . ? Cu1 N1 C2 C1 -177.1(4) . . . . ? C5 C1 C2 N1 -2.6(8) . . . . ? C6 C1 C2 N1 176.2(5) . . . . ? C2 N1 C3 C4 0.1(8) . . . . ? Cu1 N1 C3 C4 178.5(4) . . . . ? N1 C3 C4 C5 -0.1(9) . . . . ? C3 C4 C5 C1 -1.2(9) . . . . ? C2 C1 C5 C4 2.5(8) . . . . ? C6 C1 C5 C4 -176.2(5) . . . . ? N3 N2 C6 N4 -1.4(6) . . . . ? N3 N2 C6 C1 -176.0(5) . . . . ? C7 N4 C6 N2 0.6(6) . . . . ? N5 N4 C6 N2 -170.7(5) . . . . ? C7 N4 C6 C1 175.1(5) . . . . ? N5 N4 C6 C1 3.9(9) . . . . ? C5 C1 C6 N2 -143.2(6) . . . . ? C2 C1 C6 N2 38.0(8) . . . . ? C5 C1 C6 N4 42.9(8) . . . . ? C2 C1 C6 N4 -135.8(5) . . . . ? N2 N3 C7 N4 -1.3(6) . . . . ? N2 N3 C7 C8 176.6(5) . . . . ? C6 N4 C7 N3 0.5(6) . . . . ? N5 N4 C7 N3 172.3(5) . . . . ? C6 N4 C7 C8 -177.3(5) . . . . ? N5 N4 C7 C8 -5.4(8) . . . . ? N3 C7 C8 C9 -179.5(5) . . . . ? N4 C7 C8 C9 -2.0(9) . . . . ? N3 C7 C8 C12 -2.6(8) . . . . ? N4 C7 C8 C12 174.9(5) . . . . ? C10 N6 C9 C8 1.3(8) . . . . ? Cu2 N6 C9 C8 -179.6(4) 1_544 . . . ? C12 C8 C9 N6 -3.3(8) . . . . ? C7 C8 C9 N6 173.6(5) . . . . ? C9 N6 C10 C11 0.9(8) . . . . ? Cu2 N6 C10 C11 -178.1(4) 1_544 . . . ? N6 C10 C11 C12 -0.8(10) . . . . ? C10 C11 C12 C8 -1.3(9) . . . . ? C9 C8 C12 C11 3.2(8) . . . . ? C7 C8 C12 C11 -173.9(5) . . . . ? C15 N7 C14 C13 2.8(8) . . . . ? Cu1 N7 C14 C13 -172.9(4) . . . . ? C17 C13 C14 N7 -2.4(8) . . . . ? C18 C13 C14 N7 -178.9(5) . . . . ? C14 N7 C15 C16 -1.6(8) . . . . ? Cu1 N7 C15 C16 173.9(4) . . . . ? N7 C15 C16 C17 0.2(9) . . . . ? C15 C16 C17 C13 0.2(9) . . . . ? C14 C13 C17 C16 0.8(8) . . . . ? C18 C13 C17 C16 177.1(5) . . . . ? N9 N8 C18 N10 -1.1(6) . . . . ? N9 N8 C18 C13 175.3(4) . . . . ? C19 N10 C18 N8 2.2(6) . . . . ? N11 N10 C18 N8 173.1(5) . . . . ? C19 N10 C18 C13 -174.1(5) . . . . ? N11 N10 C18 C13 -3.2(8) . . . . ? C14 C13 C18 N8 -43.3(7) . . . . ? C17 C13 C18 N8 140.4(6) . . . . ? C14 C13 C18 N10 132.6(5) . . . . ? C17 C13 C18 N10 -43.7(8) . . . . ? N8 N9 C19 N10 1.9(6) . . . . ? N8 N9 C19 C20 -176.0(4) . . . . ? C18 N10 C19 N9 -2.5(6) . . . . ? N11 N10 C19 N9 -173.8(4) . . . . ? C18 N10 C19 C20 175.3(5) . . . . ? N11 N10 C19 C20 3.9(8) . . . . ? N9 C19 C20 C21 177.0(5) . . . . ? N10 C19 C20 C21 -0.4(8) . . . . ? N9 C19 C20 C24 0.7(8) . . . . ? N10 C19 C20 C24 -176.8(5) . . . . ? C22 N12 C21 C20 -1.6(7) . . . . ? Cu2 N12 C21 C20 174.0(4) . . . . ? C24 C20 C21 N12 1.9(8) . . . . ? C19 C20 C21 N12 -174.5(5) . . . . ? C21 N12 C22 C23 1.0(7) . . . . ? Cu2 N12 C22 C23 -174.6(4) . . . . ? N12 C22 C23 C24 -0.7(8) . . . . ? C22 C23 C24 C20 0.9(8) . . . . ? C21 C20 C24 C23 -1.5(8) . . . . ? C19 C20 C24 C23 175.1(5) . . . . ? C27 N13 C26 C25 0.3(8) . . . . ? Cu4 N13 C26 C25 -178.6(4) . . . . ? C29 C25 C26 N13 -0.5(8) . . . . ? C30 C25 C26 N13 -174.9(5) . . . . ? C26 N13 C27 C28 0.7(8) . . . . ? Cu4 N13 C27 C28 179.4(4) . . . . ? N13 C27 C28 C29 -1.4(9) . . . . ? C27 C28 C29 C25 1.1(9) . . . . ? C26 C25 C29 C28 -0.2(8) . . . . ? C30 C25 C29 C28 174.5(5) . . . . ? N15 N14 C30 N16 2.4(6) . . . . ? N15 N14 C30 C25 -174.5(5) . . . . ? C31 N16 C30 N14 -1.9(6) . . . . ? N17 N16 C30 N14 -178.2(4) . . . . ? C31 N16 C30 C25 174.7(5) . . . . ? N17 N16 C30 C25 -1.5(8) . . . . ? C26 C25 C30 N14 170.2(5) . . . . ? C29 C25 C30 N14 -4.1(8) . . . . ? C26 C25 C30 N16 -6.1(9) . . . . ? C29 C25 C30 N16 179.6(5) . . . . ? N14 N15 C31 N16 0.7(6) . . . . ? N14 N15 C31 C32 172.9(5) . . . . ? C30 N16 C31 N15 0.7(6) . . . . ? N17 N16 C31 N15 176.7(5) . . . . ? C30 N16 C31 C32 -171.4(5) . . . . ? N17 N16 C31 C32 4.6(8) . . . . ? N15 C31 C32 C36 142.5(6) . . . . ? N16 C31 C32 C36 -46.6(8) . . . . ? N15 C31 C32 C33 -36.4(8) . . . . ? N16 C31 C32 C33 134.4(5) . . . . ? C34 N18 C33 C32 0.0(8) . . . . ? Cu3 N18 C33 C32 -178.8(4) . . . . ? C36 C32 C33 N18 1.6(8) . . . . ? C31 C32 C33 N18 -179.4(5) . . . . ? C33 N18 C34 C35 -1.2(8) . . . . ? Cu3 N18 C34 C35 177.6(4) . . . . ? N18 C34 C35 C36 0.6(9) . . . . ? C34 C35 C36 C32 1.1(9) . . . . ? C33 C32 C36 C35 -2.1(8) . . . . ? C31 C32 C36 C35 179.0(6) . . . . ? C39 N19 C38 C37 -1.1(8) . . . . ? Cu3 N19 C38 C37 178.5(4) . . . . ? C41 C37 C38 N19 1.5(8) . . . . ? C42 C37 C38 N19 179.2(5) . . . . ? C38 N19 C39 C40 0.7(8) . . . . ? Cu3 N19 C39 C40 -178.9(4) . . . . ? N19 C39 C40 C41 -0.6(9) . . . . ? C39 C40 C41 C37 0.9(8) . . . . ? C38 C37 C41 C40 -1.3(8) . . . . ? C42 C37 C41 C40 -178.8(5) . . . . ? N21 N20 C42 N22 0.6(6) . . . . ? N21 N20 C42 C37 -174.9(4) . . . . ? C43 N22 C42 N20 -1.3(6) . . . . ? N23 N22 C42 N20 -176.0(4) . . . . ? C43 N22 C42 C37 174.0(5) . . . . ? N23 N22 C42 C37 -0.7(8) . . . . ? C41 C37 C42 N20 -144.8(6) . . . . ? C38 C37 C42 N20 37.6(8) . . . . ? C41 C37 C42 N22 40.5(8) . . . . ? C38 C37 C42 N22 -137.1(5) . . . . ? N20 N21 C43 N22 -1.2(6) . . . . ? N20 N21 C43 C44 174.2(4) . . . . ? C42 N22 C43 N21 1.6(6) . . . . ? N23 N22 C43 N21 176.4(4) . . . . ? C42 N22 C43 C44 -173.5(5) . . . . ? N23 N22 C43 C44 1.3(8) . . . . ? N21 C43 C44 C45 -171.4(5) . . . . ? N22 C43 C44 C45 3.1(8) . . . . ? N21 C43 C44 C48 3.7(7) . . . . ? N22 C43 C44 C48 178.2(5) . . . . ? C46 N24 C45 C44 1.4(7) . . . . ? Cu4 N24 C45 C44 -177.4(4) 1_544 . . . ? C48 C44 C45 N24 -2.2(7) . . . . ? C43 C44 C45 N24 172.9(5) . . . . ? C45 N24 C46 C47 0.4(7) . . . . ? Cu4 N24 C46 C47 179.2(4) 1_544 . . . ? N24 C46 C47 C48 -1.3(8) . . . . ? C46 C47 C48 C44 0.3(8) . . . . ? C45 C44 C48 C47 1.3(7) . . . . ? C43 C44 C48 C47 -174.1(5) . . . . ? Cu1 O1 C49 O2 6.5(8) . . . . ? Cu1 O1 C49 C50 -174.0(3) . . . . ? O2 C49 C50 C51 -141.5(5) . . . . ? O1 C49 C50 C51 39.0(7) . . . . ? O2 C49 C50 C57 33.7(8) . . . . ? O1 C49 C50 C57 -145.9(5) . . . . ? C57 C50 C51 C52 -1.1(8) . . . . ? C49 C50 C51 C52 174.0(5) . . . . ? C50 C51 C52 C54 3.1(8) . . . . ? C50 C51 C52 N25 -174.9(5) . . . . ? C54 C52 N25 O3 162.6(6) . . . . ? C51 C52 N25 O3 -19.3(9) . . . . ? C54 C52 N25 O4 -17.3(8) . . . . ? C51 C52 N25 O4 160.8(6) . . . . ? C51 C52 C54 C55 -1.5(9) . . . . ? N25 C52 C54 C55 176.6(5) . . . . ? C52 C54 C55 C57 -2.2(8) . . . . ? C52 C54 C55 C56 179.9(5) . . . . ? Cu4 O6 C56 O5 -3.5(9) 1_554 . . . ? Cu4 O6 C56 C55 175.6(3) 1_554 . . . ? C54 C55 C56 O6 177.4(5) . . . . ? C57 C55 C56 O6 -0.5(8) . . . . ? C54 C55 C56 O5 -3.5(8) . . . . ? C57 C55 C56 O5 178.7(5) . . . . ? C51 C50 C57 C55 -2.5(8) . . . . ? C49 C50 C57 C55 -177.6(5) . . . . ? C54 C55 C57 C50 4.1(8) . . . . ? C56 C55 C57 C50 -178.0(5) . . . . ? Cu1 O7 C58 O8 12.0(8) . . . . ? Cu1 O7 C58 C59 -164.2(3) . . . . ? O8 C58 C59 C65 -21.3(8) . . . . ? O7 C58 C59 C65 155.2(5) . . . . ? O8 C58 C59 C60 158.6(5) . . . . ? O7 C58 C59 C60 -24.9(8) . . . . ? C65 C59 C60 C61 0.3(8) . . . . ? C58 C59 C60 C61 -179.5(5) . . . . ? C59 C60 C61 C63 -2.4(8) . . . . ? C59 C60 C61 C62 176.0(5) . . . . ? Cu4 O9 C62 O10 4.2(8) . . . . ? Cu4 O9 C62 C61 -174.7(3) . . . . ? C63 C61 C62 O10 -3.0(8) . . . . ? C60 C61 C62 O10 178.6(5) . . . . ? C63 C61 C62 O9 176.0(5) . . . . ? C60 C61 C62 O9 -2.4(8) . . . . ? C60 C61 C63 C64 2.0(8) . . . . ? C62 C61 C63 C64 -176.4(5) . . . . ? C61 C63 C64 C65 0.4(9) . . . . ? C61 C63 C64 N26 -178.8(5) . . . . ? C63 C64 C65 C59 -2.4(9) . . . . ? N26 C64 C65 C59 176.8(5) . . . . ? C60 C59 C65 C64 2.0(8) . . . . ? C58 C59 C65 C64 -178.1(5) . . . . ? C65 C64 N26 O12 3.5(9) . . . . ? C63 C64 N26 O12 -177.2(6) . . . . ? C65 C64 N26 O11 -176.0(6) . . . . ? C63 C64 N26 O11 3.3(9) . . . . ? Cu3 O19 C67 O20 14.4(8) . . . . ? Cu3 O19 C67 C68 -164.1(3) . . . . ? O20 C67 C68 C74 -18.1(8) . . . . ? O19 C67 C68 C74 160.5(5) . . . . ? O20 C67 C68 C69 160.7(5) . . . . ? O19 C67 C68 C69 -20.7(8) . . . . ? C74 C68 C69 C70 0.8(8) . . . . ? C67 C68 C69 C70 -178.0(5) . . . . ? C68 C69 C70 C72 -2.2(8) . . . . ? C68 C69 C70 C71 174.8(5) . . . . ? Cu2 O22 C71 O21 -4.8(8) 1_545 . . . ? Cu2 O22 C71 C70 172.9(3) 1_545 . . . ? C69 C70 C71 O21 1.1(8) . . . . ? C72 C70 C71 O21 178.1(5) . . . . ? C69 C70 C71 O22 -176.8(5) . . . . ? C72 C70 C71 O22 0.2(8) . . . . ? C69 C70 C72 C73 0.6(8) . . . . ? C71 C70 C72 C73 -176.4(5) . . . . ? C70 C72 C73 C74 2.4(9) . . . . ? C70 C72 C73 N27 -179.2(5) . . . . ? C69 C68 C74 C73 2.2(8) . . . . ? C67 C68 C74 C73 -179.0(5) . . . . ? C72 C73 C74 C68 -3.9(9) . . . . ? N27 C73 C74 C68 177.7(5) . . . . ? C74 C73 N27 O23 -172.7(6) . . . . ? C72 C73 N27 O23 8.8(9) . . . . ? C74 C73 N27 O24 4.6(9) . . . . ? C72 C73 N27 O24 -173.8(6) . . . . ? Cu2 O13 C76 O14 -4.7(8) . . . . ? Cu2 O13 C76 C77 175.3(4) . . . . ? O14 C76 C77 C84 2.9(8) . . . . ? O13 C76 C77 C84 -177.1(5) . . . . ? O14 C76 C77 C78 178.3(5) . . . . ? O13 C76 C77 C78 -1.7(8) . . . . ? C84 C77 C78 C79 2.2(8) . . . . ? C76 C77 C78 C79 -173.1(5) . . . . ? C77 C78 C79 C81 -0.7(8) . . . . ? C77 C78 C79 C80 179.5(5) . . . . ? Cu3 O18 C80 O17 -16.3(8) 1_566 . . . ? Cu3 O18 C80 C79 160.1(3) 1_566 . . . ? C81 C79 C80 O17 19.0(8) . . . . ? C78 C79 C80 O17 -161.2(5) . . . . ? C81 C79 C80 O18 -157.8(5) . . . . ? C78 C79 C80 O18 22.0(8) . . . . ? C78 C79 C81 C82 -1.9(8) . . . . ? C80 C79 C81 C82 177.9(5) . . . . ? C79 C81 C82 C84 2.9(9) . . . . ? C79 C81 C82 N28 -178.5(5) . . . . ? C81 C82 N28 O16 177.2(6) . . . . ? C84 C82 N28 O16 -4.2(9) . . . . ? C81 C82 N28 O15 -3.2(9) . . . . ? C84 C82 N28 O15 175.4(6) . . . . ? C78 C77 C84 C82 -1.2(8) . . . . ? C76 C77 C84 C82 174.4(5) . . . . ? C81 C82 C84 C77 -1.4(9) . . . . ? N28 C82 C84 C77 -179.9(5) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.460 _refine_diff_density_min -0.577 _refine_diff_density_rms 0.089 #===END data_2c _database_code_depnum_ccdc_archive 'CCDC 656150' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H18 Cu N6 O8' _chemical_formula_weight 545.95 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n 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 7.685(6) _cell_length_b 14.817(12) _cell_length_c 18.713(15) _cell_angle_alpha 90.00 _cell_angle_beta 93.509(12) _cell_angle_gamma 90.00 _cell_volume 2127(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2936 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 25.93 _exptl_crystal_description Lamellar _exptl_crystal_colour Blue _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.705 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1116 _exptl_absorpt_coefficient_mu 1.093 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.824911 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11196 _diffrn_reflns_av_R_equivalents 0.0380 _diffrn_reflns_av_sigmaI/netI 0.0739 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3750 _reflns_number_gt 2992 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0131P)^2^+1.8608P] 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 3750 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0524 _refine_ls_R_factor_gt 0.0379 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.0978 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.040 _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 0.52812(5) 0.24452(2) 0.218656(16) 0.02394(14) Uani 1 1 d . . . O1 O 0.8231(3) 0.26931(18) 0.35756(12) 0.0427(6) Uani 1 1 d . . . O2 O 0.5531(3) 0.29647(14) 0.31375(10) 0.0319(5) Uani 1 1 d . . . O3 O 0.1357(4) 0.4457(2) 0.44268(13) 0.0619(9) Uani 1 1 d . . . H3 H 0.0436 0.4723 0.4475 0.093 Uiso 1 1 calc R . . O4 O 0.1693(3) 0.47301(17) 0.55925(11) 0.0431(6) Uani 1 1 d . . . O5 O 0.6755(3) 0.29216(18) 0.68773(11) 0.0417(6) Uani 1 1 d . . . O6 O 0.9175(3) 0.29800(14) 0.62830(10) 0.0267(5) Uani 1 1 d . . . O7 O 0.8266(3) 0.22628(18) 0.21335(12) 0.0445(6) Uani 1 1 d D . . H7A H 0.8412 0.2347 0.2582 0.067 Uiso 1 1 d RD . . H7B H 0.9198 0.2169 0.1922 0.067 Uiso 1 1 d RD . . N1 N 1.0137(3) 0.38078(17) -0.23753(12) 0.0275(6) Uani 1 1 d . . . N2 N 0.8267(4) 0.58520(17) -0.05656(14) 0.0362(7) Uani 1 1 d . . . N3 N 0.7489(4) 0.58338(18) 0.00760(14) 0.0375(7) Uani 1 1 d . . . N4 N 0.7888(3) 0.44404(16) -0.02670(12) 0.0260(6) Uani 1 1 d . . . N5 N 0.7968(4) 0.34909(18) -0.02183(15) 0.0460(8) Uani 1 1 d D . . H5A H 0.7267 0.3333 -0.0592 0.069 Uiso 1 1 d RD . . H5B H 0.9044 0.3287 -0.0272 0.069 Uiso 1 1 d RD . . N6 N 0.5415(3) 0.37083(16) 0.17786(12) 0.0266(6) Uani 1 1 d . . . C1 C 0.9700(5) 0.5548(2) -0.18840(17) 0.0356(8) Uani 1 1 d . . . H1 H 0.9542 0.6135 -0.1724 0.043 Uiso 1 1 calc R . . C2 C 1.0364(5) 0.5394(2) -0.25354(18) 0.0410(9) Uani 1 1 d . . . H2 H 1.0684 0.5876 -0.2817 0.049 Uiso 1 1 calc R . . C3 C 1.0555(5) 0.4520(2) -0.27696(16) 0.0345(8) Uani 1 1 d . . . H3A H 1.0989 0.4423 -0.3216 0.041 Uiso 1 1 calc R . . C4 C 0.9517(4) 0.3959(2) -0.17290(15) 0.0272(7) Uani 1 1 d . . . H4 H 0.9249 0.3465 -0.1450 0.033 Uiso 1 1 calc R . . C5 C 0.9257(4) 0.4812(2) -0.14589(15) 0.0260(7) Uani 1 1 d . . . C6 C 0.8502(4) 0.50168(19) -0.07725(15) 0.0260(7) Uani 1 1 d . . . C7 C 0.7259(4) 0.4982(2) 0.02480(14) 0.0245(7) Uani 1 1 d . . . C8 C 0.6417(4) 0.4736(2) 0.09072(14) 0.0245(7) Uani 1 1 d . . . C9 C 0.6147(4) 0.3869(2) 0.11578(15) 0.0263(7) Uani 1 1 d . . . H9 H 0.6485 0.3381 0.0886 0.032 Uiso 1 1 calc R . . C10 C 0.4873(4) 0.4410(2) 0.21603(15) 0.0308(7) Uani 1 1 d . . . H10 H 0.4345 0.4297 0.2585 0.037 Uiso 1 1 calc R . . C11 C 0.5069(5) 0.5291(2) 0.19454(17) 0.0344(8) Uani 1 1 d . . . H11 H 0.4675 0.5764 0.2220 0.041 Uiso 1 1 calc R . . C12 C 0.5855(4) 0.5460(2) 0.13214(16) 0.0318(8) Uani 1 1 d . . . H12 H 0.6015 0.6051 0.1172 0.038 Uiso 1 1 calc R . . C13 C 0.6131(4) 0.32510(19) 0.43540(14) 0.0223(6) Uani 1 1 d . . . C14 C 0.4538(4) 0.3669(2) 0.43799(15) 0.0258(7) Uani 1 1 d . . . H14 H 0.3866 0.3775 0.3958 0.031 Uiso 1 1 calc R . . C15 C 0.3923(4) 0.3935(2) 0.50304(15) 0.0266(7) Uani 1 1 d . . . C16 C 0.4910(4) 0.3746(2) 0.56603(15) 0.0266(7) Uani 1 1 d . . . H16 H 0.4497 0.3912 0.6098 0.032 Uiso 1 1 calc R . . C17 C 0.6497(4) 0.33138(19) 0.56409(14) 0.0229(6) Uani 1 1 d . . . C18 C 0.7132(4) 0.30789(19) 0.49823(14) 0.0244(7) Uani 1 1 d . . . H18 H 0.8221 0.2809 0.4965 0.029 Uiso 1 1 calc R . . C19 C 0.6725(4) 0.29508(19) 0.36385(14) 0.0260(7) Uani 1 1 d . . . C20 C 0.2228(4) 0.4403(2) 0.50436(16) 0.0314(7) Uani 1 1 d . . . C21 C 0.7544(4) 0.3053(2) 0.63219(14) 0.0251(7) Uani 1 1 d . . . O8 O 0.1672(4) 0.2464(2) 0.34566(18) 0.0727(9) Uani 1 1 d D . . H8A H 0.0771 0.2720 0.3604 0.109 Uiso 1 1 d RD . . H8B H 0.1584 0.2238 0.3038 0.109 Uiso 1 1 d RD . . 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 0.0313(3) 0.0271(2) 0.0132(2) -0.00034(13) 0.00008(15) -0.00258(16) O1 0.0347(16) 0.0681(17) 0.0258(12) -0.0090(11) 0.0061(10) 0.0084(13) O2 0.0412(15) 0.0391(13) 0.0148(10) -0.0040(9) -0.0031(9) 0.0067(11) O3 0.0468(19) 0.103(2) 0.0340(14) -0.0109(14) -0.0107(12) 0.0409(17) O4 0.0441(16) 0.0610(16) 0.0249(12) 0.0023(11) 0.0070(10) 0.0215(13) O5 0.0335(15) 0.0751(18) 0.0168(11) 0.0090(11) 0.0030(9) -0.0020(13) O6 0.0254(13) 0.0366(12) 0.0179(10) 0.0009(8) -0.0009(8) 0.0031(10) O7 0.0319(15) 0.0712(17) 0.0309(13) -0.0099(11) 0.0050(10) 0.0063(13) N1 0.0335(16) 0.0296(14) 0.0194(12) 0.0003(10) 0.0026(11) -0.0012(12) N2 0.058(2) 0.0246(14) 0.0274(14) 0.0013(11) 0.0128(13) 0.0013(13) N3 0.059(2) 0.0261(15) 0.0296(14) 0.0000(11) 0.0156(13) 0.0026(13) N4 0.0363(17) 0.0213(13) 0.0207(12) 0.0001(9) 0.0049(11) -0.0012(11) N5 0.077(2) 0.0220(15) 0.0416(17) 0.0014(12) 0.0279(16) 0.0023(14) N6 0.0330(16) 0.0275(13) 0.0193(12) -0.0010(10) 0.0007(11) -0.0013(12) C1 0.049(2) 0.0246(17) 0.0341(18) 0.0011(13) 0.0111(16) -0.0011(15) C2 0.061(3) 0.0300(18) 0.0328(18) 0.0085(14) 0.0137(16) -0.0045(17) C3 0.042(2) 0.0394(19) 0.0232(16) 0.0040(13) 0.0068(14) -0.0012(16) C4 0.035(2) 0.0269(16) 0.0203(15) 0.0021(12) 0.0047(13) -0.0006(14) C5 0.0276(18) 0.0273(16) 0.0230(15) 0.0010(12) 0.0009(12) -0.0009(13) C6 0.0343(19) 0.0227(15) 0.0211(15) 0.0021(11) 0.0013(13) -0.0003(13) C7 0.0272(18) 0.0252(16) 0.0210(15) -0.0029(11) 0.0003(12) 0.0022(13) C8 0.0264(18) 0.0286(16) 0.0181(14) -0.0009(12) -0.0018(12) 0.0017(13) C9 0.035(2) 0.0251(16) 0.0188(14) -0.0033(12) -0.0002(13) 0.0005(14) C10 0.033(2) 0.0378(19) 0.0216(15) -0.0008(13) 0.0045(13) 0.0028(15) C11 0.044(2) 0.0298(18) 0.0302(17) -0.0052(13) 0.0059(15) 0.0049(15) C12 0.040(2) 0.0237(16) 0.0318(17) -0.0007(13) 0.0049(14) 0.0005(14) C13 0.0263(18) 0.0214(15) 0.0189(14) -0.0010(11) -0.0010(12) -0.0004(13) C14 0.0293(19) 0.0303(16) 0.0174(14) 0.0024(12) -0.0031(12) 0.0031(14) C15 0.0286(19) 0.0286(16) 0.0223(15) 0.0019(12) 0.0004(13) 0.0056(14) C16 0.033(2) 0.0290(16) 0.0179(14) -0.0024(12) 0.0027(13) 0.0024(14) C17 0.0245(18) 0.0265(15) 0.0171(14) -0.0002(11) -0.0023(12) -0.0011(13) C18 0.0256(18) 0.0262(16) 0.0214(15) 0.0001(12) 0.0019(12) -0.0004(13) C19 0.035(2) 0.0236(16) 0.0192(15) 0.0001(11) 0.0010(13) -0.0031(14) C20 0.031(2) 0.0406(19) 0.0225(16) 0.0053(13) -0.0015(14) 0.0056(15) C21 0.0268(19) 0.0271(16) 0.0209(15) -0.0012(12) -0.0023(12) 0.0008(13) O8 0.055(2) 0.085(2) 0.076(2) -0.0083(16) -0.0047(16) 0.0130(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O2 1.938(2) . ? Cu1 O6 1.950(2) 4_565 ? Cu1 N6 2.026(3) . ? Cu1 N1 2.035(3) 4_566 ? Cu1 O7 2.318(3) . ? O1 C19 1.231(4) . ? O2 C19 1.272(4) . ? O3 C20 1.301(4) . ? O3 H3 0.8200 . ? O4 C20 1.229(4) . ? O5 C21 1.250(4) . ? O6 C21 1.264(4) . ? O6 Cu1 1.950(2) 4_666 ? O7 H7A 0.8500 . ? O7 H7B 0.8501 . ? N1 C3 1.339(4) . ? N1 C4 1.346(4) . ? N1 Cu1 2.035(3) 4_665 ? N2 C6 1.312(4) . ? N2 N3 1.374(4) . ? N3 C7 1.317(4) . ? N4 C7 1.365(4) . ? N4 C6 1.379(4) . ? N4 N5 1.411(4) . ? N5 H5A 0.8883 . ? N5 H5B 0.8917 . ? N6 C10 1.342(4) . ? N6 C9 1.343(4) . ? C1 C2 1.369(5) . ? C1 C5 1.403(4) . ? C1 H1 0.9300 . ? C2 C3 1.378(5) . ? C2 H2 0.9300 . ? C3 H3A 0.9300 . ? C4 C5 1.380(4) . ? C4 H4 0.9300 . ? C5 C6 1.473(4) . ? C7 C8 1.473(4) . ? C8 C9 1.388(4) . ? C8 C12 1.407(4) . ? C9 H9 0.9300 . ? C10 C11 1.376(5) . ? C10 H10 0.9300 . ? C11 C12 1.370(4) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.375(4) . ? C13 C18 1.389(4) . ? C13 C19 1.508(4) . ? C14 C15 1.390(4) . ? C14 H14 0.9300 . ? C15 C16 1.391(4) . ? C15 C20 1.477(5) . ? C16 C17 1.380(4) . ? C16 H16 0.9300 . ? C17 C18 1.397(4) . ? C17 C21 1.515(4) . ? C18 H18 0.9300 . ? O8 H8A 0.8501 . ? O8 H8B 0.8499 . ? 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 O6 159.73(9) . 4_565 ? O2 Cu1 N6 88.55(10) . . ? O6 Cu1 N6 90.07(10) 4_565 . ? O2 Cu1 N1 89.84(10) . 4_566 ? O6 Cu1 N1 91.31(10) 4_565 4_566 ? N6 Cu1 N1 178.34(9) . 4_566 ? O2 Cu1 O7 92.47(9) . . ? O6 Cu1 O7 107.78(9) 4_565 . ? N6 Cu1 O7 91.06(10) . . ? N1 Cu1 O7 89.39(10) 4_566 . ? C19 O2 Cu1 134.2(2) . . ? C20 O3 H3 109.5 . . ? C21 O6 Cu1 111.01(17) . 4_666 ? Cu1 O7 H7A 90.7 . . ? Cu1 O7 H7B 154.5 . . ? H7A O7 H7B 114.8 . . ? C3 N1 C4 118.3(3) . . ? C3 N1 Cu1 118.5(2) . 4_665 ? C4 N1 Cu1 123.0(2) . 4_665 ? C6 N2 N3 108.3(2) . . ? C7 N3 N2 107.7(2) . . ? C7 N4 C6 105.7(2) . . ? C7 N4 N5 123.8(2) . . ? C6 N4 N5 130.3(2) . . ? N4 N5 H5A 100.9 . . ? N4 N5 H5B 111.6 . . ? H5A N5 H5B 110.2 . . ? C10 N6 C9 118.9(3) . . ? C10 N6 Cu1 119.4(2) . . ? C9 N6 Cu1 121.5(2) . . ? C2 C1 C5 119.5(3) . . ? C2 C1 H1 120.3 . . ? C5 C1 H1 120.3 . . ? C1 C2 C3 119.5(3) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? N1 C3 C2 122.1(3) . . ? N1 C3 H3A 118.9 . . ? C2 C3 H3A 118.9 . . ? N1 C4 C5 123.3(3) . . ? N1 C4 H4 118.3 . . ? C5 C4 H4 118.3 . . ? C4 C5 C1 117.3(3) . . ? C4 C5 C6 125.5(3) . . ? C1 C5 C6 117.2(3) . . ? N2 C6 N4 108.8(2) . . ? N2 C6 C5 121.3(3) . . ? N4 C6 C5 129.8(3) . . ? N3 C7 N4 109.4(2) . . ? N3 C7 C8 120.9(3) . . ? N4 C7 C8 129.7(3) . . ? C9 C8 C12 117.5(3) . . ? C9 C8 C7 126.5(3) . . ? C12 C8 C7 116.0(3) . . ? N6 C9 C8 122.4(3) . . ? N6 C9 H9 118.8 . . ? C8 C9 H9 118.8 . . ? N6 C10 C11 122.4(3) . . ? N6 C10 H10 118.8 . . ? C11 C10 H10 118.8 . . ? C12 C11 C10 119.0(3) . . ? C12 C11 H11 120.5 . . ? C10 C11 H11 120.5 . . ? C11 C12 C8 119.8(3) . . ? C11 C12 H12 120.1 . . ? C8 C12 H12 120.1 . . ? C14 C13 C18 120.1(3) . . ? C14 C13 C19 118.9(3) . . ? C18 C13 C19 121.0(3) . . ? C13 C14 C15 120.7(3) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C14 C15 C16 119.2(3) . . ? C14 C15 C20 119.7(3) . . ? C16 C15 C20 121.1(3) . . ? C17 C16 C15 120.5(3) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C16 C17 C18 119.7(3) . . ? C16 C17 C21 121.4(2) . . ? C18 C17 C21 118.8(3) . . ? C13 C18 C17 119.7(3) . . ? C13 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? O1 C19 O2 125.1(3) . . ? O1 C19 C13 120.9(3) . . ? O2 C19 C13 113.9(3) . . ? O4 C20 O3 122.5(3) . . ? O4 C20 C15 122.6(3) . . ? O3 C20 C15 114.9(3) . . ? O5 C21 O6 124.6(3) . . ? O5 C21 C17 118.6(3) . . ? O6 C21 C17 116.8(2) . . ? H8A O8 H8B 117.0 . . ? 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 O6 Cu1 O2 C19 162.5(3) 4_565 . . . ? N6 Cu1 O2 C19 -111.2(3) . . . . ? N1 Cu1 O2 C19 69.2(3) 4_566 . . . ? O7 Cu1 O2 C19 -20.2(3) . . . . ? C6 N2 N3 C7 -0.2(4) . . . . ? O2 Cu1 N6 C10 -28.2(2) . . . . ? O6 Cu1 N6 C10 131.6(2) 4_565 . . . ? O7 Cu1 N6 C10 -120.7(2) . . . . ? O2 Cu1 N6 C9 147.0(3) . . . . ? O6 Cu1 N6 C9 -53.2(3) 4_565 . . . ? O7 Cu1 N6 C9 54.5(3) . . . . ? C5 C1 C2 C3 1.3(6) . . . . ? C4 N1 C3 C2 -0.2(5) . . . . ? Cu1 N1 C3 C2 174.9(3) 4_665 . . . ? C1 C2 C3 N1 -1.1(6) . . . . ? C3 N1 C4 C5 1.4(5) . . . . ? Cu1 N1 C4 C5 -173.5(2) 4_665 . . . ? N1 C4 C5 C1 -1.1(5) . . . . ? N1 C4 C5 C6 176.8(3) . . . . ? C2 C1 C5 C4 -0.3(5) . . . . ? C2 C1 C5 C6 -178.3(3) . . . . ? N3 N2 C6 N4 -0.3(4) . . . . ? N3 N2 C6 C5 177.8(3) . . . . ? C7 N4 C6 N2 0.6(3) . . . . ? N5 N4 C6 N2 -174.5(3) . . . . ? C7 N4 C6 C5 -177.2(3) . . . . ? N5 N4 C6 C5 7.7(6) . . . . ? C4 C5 C6 N2 -178.4(3) . . . . ? C1 C5 C6 N2 -0.5(5) . . . . ? C4 C5 C6 N4 -0.8(5) . . . . ? C1 C5 C6 N4 177.0(3) . . . . ? N2 N3 C7 N4 0.5(4) . . . . ? N2 N3 C7 C8 -178.9(3) . . . . ? C6 N4 C7 N3 -0.7(3) . . . . ? N5 N4 C7 N3 174.8(3) . . . . ? C6 N4 C7 C8 178.7(3) . . . . ? N5 N4 C7 C8 -5.9(5) . . . . ? N3 C7 C8 C9 -178.0(3) . . . . ? N4 C7 C8 C9 2.8(5) . . . . ? N3 C7 C8 C12 1.3(4) . . . . ? N4 C7 C8 C12 -177.9(3) . . . . ? C10 N6 C9 C8 2.2(5) . . . . ? Cu1 N6 C9 C8 -173.0(2) . . . . ? C12 C8 C9 N6 -1.5(5) . . . . ? C7 C8 C9 N6 177.8(3) . . . . ? C9 N6 C10 C11 -1.3(5) . . . . ? Cu1 N6 C10 C11 174.1(3) . . . . ? N6 C10 C11 C12 -0.3(5) . . . . ? C10 C11 C12 C8 1.0(5) . . . . ? C9 C8 C12 C11 -0.2(5) . . . . ? C7 C8 C12 C11 -179.5(3) . . . . ? C18 C13 C14 C15 0.9(4) . . . . ? C19 C13 C14 C15 178.3(3) . . . . ? C13 C14 C15 C16 -2.2(5) . . . . ? C13 C14 C15 C20 178.5(3) . . . . ? C14 C15 C16 C17 1.1(5) . . . . ? C20 C15 C16 C17 -179.6(3) . . . . ? C15 C16 C17 C18 1.2(4) . . . . ? C15 C16 C17 C21 -176.4(3) . . . . ? C14 C13 C18 C17 1.5(4) . . . . ? C19 C13 C18 C17 -175.9(3) . . . . ? C16 C17 C18 C13 -2.5(4) . . . . ? C21 C17 C18 C13 175.1(3) . . . . ? Cu1 O2 C19 O1 13.2(5) . . . . ? Cu1 O2 C19 C13 -164.5(2) . . . . ? C14 C13 C19 O1 169.5(3) . . . . ? C18 C13 C19 O1 -13.0(4) . . . . ? C14 C13 C19 O2 -12.7(4) . . . . ? C18 C13 C19 O2 164.8(3) . . . . ? C14 C15 C20 O4 -172.8(3) . . . . ? C16 C15 C20 O4 7.9(5) . . . . ? C14 C15 C20 O3 5.9(5) . . . . ? C16 C15 C20 O3 -173.3(3) . . . . ? Cu1 O6 C21 O5 4.0(4) 4_666 . . . ? Cu1 O6 C21 C17 -175.79(19) 4_666 . . . ? C16 C17 C21 O5 25.9(4) . . . . ? C18 C17 C21 O5 -151.7(3) . . . . ? C16 C17 C21 O6 -154.3(3) . . . . ? C18 C17 C21 O6 28.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.445 _refine_diff_density_min -0.452 _refine_diff_density_rms 0.072 #===END data_3a _database_code_depnum_ccdc_archive 'CCDC 656151' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H19 Cd N6 O6.50' _chemical_formula_weight 559.81 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3188(6) _cell_length_b 10.3043(8) _cell_length_c 14.2348(11) _cell_angle_alpha 104.880(1) _cell_angle_beta 92.569(1) _cell_angle_gamma 92.138(2) _cell_volume 1035.15(14) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4722 _cell_measurement_theta_min 2.79 _cell_measurement_theta_max 27.93 _exptl_crystal_description Prism _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.796 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 562 _exptl_absorpt_coefficient_mu 1.111 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.650094 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5637 _diffrn_reflns_av_R_equivalents 0.0122 _diffrn_reflns_av_sigmaI/netI 0.0200 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.02 _reflns_number_total 3615 _reflns_number_gt 3399 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0290P)^2^+0.5170P] 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 3615 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0212 _refine_ls_R_factor_gt 0.0197 _refine_ls_wR_factor_ref 0.0529 _refine_ls_wR_factor_gt 0.0524 _refine_ls_goodness_of_fit_ref 1.064 _refine_ls_restrained_S_all 1.063 _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 Cd1 Cd 0.21080(2) 0.783491(14) 0.881613(10) 0.02439(6) Uani 1 1 d . . . O1 O 0.1406(2) 0.88945(15) 0.75658(12) 0.0360(4) Uani 1 1 d . . . O2 O 0.2013(2) 1.03438(16) 0.89774(12) 0.0368(4) Uani 1 1 d . . . O3 O 0.2520(3) 1.53659(16) 0.90187(12) 0.0387(4) Uani 1 1 d . . . O4 O 0.0930(2) 1.58834(14) 0.78178(12) 0.0339(4) Uani 1 1 d . . . O5 O -0.0790(2) 0.78715(17) 0.93901(13) 0.0430(4) Uani 1 1 d D . . H5A' H -0.0946 0.8394 0.9946 0.065 Uiso 1 1 d RD . . H5B' H -0.1258 0.7078 0.9297 0.065 Uiso 1 1 d RD . . N1 N 0.6865(3) 1.14231(18) 0.95521(13) 0.0301(4) Uani 1 1 d . . . N2 N 0.4885(3) 0.74026(19) 0.80151(13) 0.0302(4) Uani 1 1 d . . . N3 N 0.5013(3) 0.61040(18) 0.74552(13) 0.0308(4) Uani 1 1 d . . . N4 N 0.6797(2) 0.74522(18) 0.68973(13) 0.0271(4) Uani 1 1 d . . . N5 N 0.8132(3) 0.7874(2) 0.63440(15) 0.0371(5) Uani 1 1 d D . . H5A H 0.9120 0.8264 0.6713 0.045 Uiso 1 1 d RD . . H5B H 0.7687 0.8451 0.6026 0.045 Uiso 1 1 d RD . . N6 N 0.5874(3) 0.2589(2) 0.53444(18) 0.0471(5) Uani 1 1 d . . . C1 C 0.6523(3) 1.0125(2) 0.90970(16) 0.0273(5) Uani 1 1 d . . . H1 H 0.6451 0.9507 0.9470 0.033 Uiso 1 1 calc R . . C2 C 0.6944(4) 1.2297(2) 0.90019(18) 0.0386(6) Uani 1 1 d . . . H2 H 0.7202 1.3201 0.9308 0.046 Uiso 1 1 calc R . . C3 C 0.6663(4) 1.1923(3) 0.80082(19) 0.0433(6) Uani 1 1 d . . . H3 H 0.6707 1.2565 0.7654 0.052 Uiso 1 1 calc R . . C4 C 0.6316(3) 1.0583(3) 0.75415(17) 0.0375(6) Uani 1 1 d . . . H4 H 0.6117 1.0306 0.6868 0.045 Uiso 1 1 calc R . . C5 C 0.6269(3) 0.9658(2) 0.80928(16) 0.0279(5) Uani 1 1 d . . . C6 C 0.5962(3) 0.8202(2) 0.76760(15) 0.0263(4) Uani 1 1 d . . . C7 C 0.6170(3) 0.6150(2) 0.67858(15) 0.0268(5) Uani 1 1 d . . . C8 C 0.6555(3) 0.4960(2) 0.60069(15) 0.0275(5) Uani 1 1 d . . . C9 C 0.7578(3) 0.4983(2) 0.52163(17) 0.0341(5) Uani 1 1 d . . . H9 H 0.8156 0.5781 0.5169 0.041 Uiso 1 1 calc R . . C10 C 0.7732(3) 0.3802(3) 0.44958(18) 0.0376(5) Uani 1 1 d . . . H10 H 0.8406 0.3795 0.3956 0.045 Uiso 1 1 calc R . . C11 C 0.6868(3) 0.2645(3) 0.45966(19) 0.0412(6) Uani 1 1 d . . . H11 H 0.6986 0.1856 0.4114 0.049 Uiso 1 1 calc R . . C12 C 0.5728(4) 0.3737(2) 0.60367(19) 0.0395(6) Uani 1 1 d . . . H12 H 0.5036 0.3713 0.6565 0.047 Uiso 1 1 calc R . . C13 C 0.1636(3) 1.2551(2) 0.81234(16) 0.0266(4) Uani 1 1 d . . . H13 H 0.2036 1.2759 0.8777 0.032 Uiso 1 1 calc R . . C14 C 0.1313(3) 1.3577(2) 0.76795(16) 0.0262(4) Uani 1 1 d . . . C15 C 0.0724(3) 1.3249(2) 0.66976(17) 0.0321(5) Uani 1 1 d . . . H15 H 0.0465 1.3930 0.6399 0.039 Uiso 1 1 calc R . . C16 C 0.0523(3) 1.1928(2) 0.61669(17) 0.0357(5) Uani 1 1 d . . . H16 H 0.0169 1.1719 0.5508 0.043 Uiso 1 1 calc R . . C17 C 0.0848(3) 1.0914(2) 0.66137(16) 0.0302(5) Uani 1 1 d . . . H17 H 0.0720 1.0022 0.6251 0.036 Uiso 1 1 calc R . . C18 C 0.1365(3) 1.1210(2) 0.75992(15) 0.0247(4) Uani 1 1 d . . . C19 C 0.1612(3) 1.0090(2) 0.80797(16) 0.0270(5) Uani 1 1 d . . . C20 C 0.1603(3) 1.5040(2) 0.82179(16) 0.0279(5) Uani 1 1 d . . . O6 O 0.3710(6) 0.0245(4) 0.4800(3) 0.0579(11) Uani 0.50 1 d P . . O7 O 0.3141(3) 0.4268(2) 0.06059(17) 0.0670(6) Uani 1 1 d D . . H7A H 0.4143 0.4384 0.0949 0.101 Uiso 1 1 d RD . . H7B H 0.3114 0.4553 0.0096 0.101 Uiso 1 1 d RD . . 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 0.03422(10) 0.01694(9) 0.02258(9) 0.00534(6) 0.00538(6) 0.00255(6) O1 0.0552(10) 0.0155(8) 0.0373(9) 0.0067(7) 0.0022(8) 0.0017(7) O2 0.0556(10) 0.0293(9) 0.0284(9) 0.0124(7) 0.0005(7) 0.0058(7) O3 0.0601(11) 0.0256(8) 0.0282(9) 0.0043(7) 0.0009(8) -0.0059(8) O4 0.0450(9) 0.0168(7) 0.0418(9) 0.0101(7) 0.0051(7) 0.0030(7) O5 0.0411(9) 0.0339(9) 0.0506(11) 0.0022(8) 0.0171(8) 0.0016(7) N1 0.0374(10) 0.0246(10) 0.0279(10) 0.0057(8) 0.0033(8) 0.0044(8) N2 0.0346(10) 0.0296(10) 0.0263(9) 0.0061(8) 0.0063(8) 0.0042(8) N3 0.0359(10) 0.0283(10) 0.0281(10) 0.0059(8) 0.0082(8) 0.0033(8) N4 0.0266(9) 0.0315(10) 0.0225(9) 0.0053(8) 0.0042(7) -0.0009(7) N5 0.0363(10) 0.0401(12) 0.0348(11) 0.0087(9) 0.0126(9) -0.0056(9) N6 0.0557(14) 0.0292(11) 0.0569(15) 0.0093(10) 0.0135(11) 0.0078(10) C1 0.0303(11) 0.0268(11) 0.0261(11) 0.0088(9) 0.0041(9) 0.0021(9) C2 0.0544(15) 0.0266(12) 0.0356(13) 0.0092(10) 0.0030(11) 0.0041(11) C3 0.0622(17) 0.0362(14) 0.0365(14) 0.0184(11) 0.0038(12) 0.0034(12) C4 0.0471(14) 0.0419(14) 0.0251(12) 0.0113(10) 0.0016(10) 0.0032(11) C5 0.0263(10) 0.0308(12) 0.0266(11) 0.0068(9) 0.0040(9) 0.0018(9) C6 0.0284(11) 0.0310(12) 0.0193(10) 0.0062(9) 0.0015(8) 0.0014(9) C7 0.0265(10) 0.0311(12) 0.0237(11) 0.0081(9) 0.0017(8) 0.0032(9) C8 0.0262(10) 0.0312(12) 0.0246(11) 0.0059(9) 0.0006(8) 0.0060(9) C9 0.0331(12) 0.0371(13) 0.0301(12) 0.0050(10) 0.0044(9) 0.0000(10) C10 0.0358(12) 0.0436(14) 0.0296(12) 0.0016(10) 0.0046(10) 0.0072(11) C11 0.0420(14) 0.0365(14) 0.0404(14) 0.0000(11) 0.0015(11) 0.0128(11) C12 0.0470(14) 0.0351(13) 0.0398(14) 0.0129(11) 0.0129(11) 0.0087(11) C13 0.0334(11) 0.0219(11) 0.0245(11) 0.0065(9) 0.0010(9) -0.0012(9) C14 0.0319(11) 0.0173(10) 0.0302(11) 0.0075(9) 0.0040(9) 0.0008(8) C15 0.0443(13) 0.0239(11) 0.0310(12) 0.0126(9) 0.0002(10) 0.0022(10) C16 0.0535(14) 0.0295(12) 0.0239(11) 0.0077(10) -0.0038(10) -0.0002(11) C17 0.0424(13) 0.0188(10) 0.0272(11) 0.0023(9) 0.0018(9) -0.0006(9) C18 0.0288(11) 0.0194(10) 0.0267(11) 0.0072(8) 0.0035(8) 0.0009(8) C19 0.0277(11) 0.0235(11) 0.0327(12) 0.0121(9) 0.0057(9) 0.0022(8) C20 0.0360(12) 0.0196(11) 0.0285(12) 0.0054(9) 0.0109(9) -0.0010(9) O6 0.086(3) 0.038(2) 0.049(2) 0.0112(18) 0.002(2) -0.006(2) O7 0.0755(15) 0.0680(14) 0.0668(14) 0.0425(12) -0.0227(12) -0.0236(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 O4 2.2581(16) 1_545 ? Cd1 O5 2.3049(16) . ? Cd1 N1 2.3309(19) 2_677 ? Cd1 O1 2.3626(16) . ? Cd1 N2 2.3756(18) . ? Cd1 O2 2.5399(16) . ? O1 C19 1.261(3) . ? O2 C19 1.255(3) . ? O3 C20 1.257(3) . ? O4 C20 1.258(3) . ? O4 Cd1 2.2581(15) 1_565 ? O5 H5A' 0.8502 . ? O5 H5B' 0.8502 . ? N1 C1 1.337(3) . ? N1 C2 1.338(3) . ? N1 Cd1 2.3309(19) 2_677 ? N2 C6 1.313(3) . ? N2 N3 1.380(3) . ? N3 C7 1.311(3) . ? N4 C6 1.362(3) . ? N4 C7 1.370(3) . ? N4 N5 1.406(3) . ? N5 H5A 0.8927 . ? N5 H5B 0.8967 . ? N6 C11 1.329(4) . ? N6 C12 1.343(3) . ? C1 C5 1.388(3) . ? C1 H1 0.9300 . ? C2 C3 1.371(4) . ? C2 H2 0.9300 . ? C3 C4 1.379(4) . ? C3 H3 0.9300 . ? C4 C5 1.382(3) . ? C4 H4 0.9300 . ? C5 C6 1.469(3) . ? C7 C8 1.473(3) . ? C8 C9 1.384(3) . ? C8 C12 1.388(3) . ? C9 C10 1.388(3) . ? C9 H9 0.9300 . ? C10 C11 1.371(4) . ? C10 H10 0.9300 . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.386(3) . ? C13 C18 1.394(3) . ? C13 H13 0.9300 . ? C14 C15 1.395(3) . ? C14 C20 1.507(3) . ? C15 C16 1.376(3) . ? C15 H15 0.9300 . ? C16 C17 1.378(3) . ? C16 H16 0.9300 . ? C17 C18 1.388(3) . ? C17 H17 0.9300 . ? C18 C19 1.497(3) . ? O7 H7A 0.8500 . ? O7 H7B 0.8500 . ? 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 O4 Cd1 O5 81.55(6) 1_545 . ? O4 Cd1 N1 136.04(6) 1_545 2_677 ? O5 Cd1 N1 85.70(7) . 2_677 ? O4 Cd1 O1 88.38(6) 1_545 . ? O5 Cd1 O1 96.31(6) . . ? N1 Cd1 O1 134.94(6) 2_677 . ? O4 Cd1 N2 87.47(6) 1_545 . ? O5 Cd1 N2 169.02(6) . . ? N1 Cd1 N2 102.42(7) 2_677 . ? O1 Cd1 N2 83.26(6) . . ? O4 Cd1 O2 138.88(6) 1_545 . ? O5 Cd1 O2 88.85(6) . . ? N1 Cd1 O2 82.24(6) 2_677 . ? O1 Cd1 O2 52.90(5) . . ? N2 Cd1 O2 99.48(6) . . ? C19 O1 Cd1 97.13(13) . . ? C19 O2 Cd1 88.95(13) . . ? C20 O4 Cd1 101.23(14) . 1_565 ? Cd1 O5 H5A' 117.7 . . ? Cd1 O5 H5B' 110.8 . . ? H5A' O5 H5B' 115.2 . . ? C1 N1 C2 117.5(2) . . ? C1 N1 Cd1 123.03(15) . 2_677 ? C2 N1 Cd1 118.28(15) . 2_677 ? C6 N2 N3 108.48(17) . . ? C6 N2 Cd1 130.06(15) . . ? N3 N2 Cd1 115.16(13) . . ? C7 N3 N2 107.19(18) . . ? C6 N4 C7 106.11(17) . . ? C6 N4 N5 128.41(18) . . ? C7 N4 N5 125.35(18) . . ? N4 N5 H5A 111.8 . . ? N4 N5 H5B 111.4 . . ? H5A N5 H5B 108.8 . . ? C11 N6 C12 117.3(2) . . ? N1 C1 C5 123.0(2) . . ? N1 C1 H1 118.5 . . ? C5 C1 H1 118.5 . . ? N1 C2 C3 123.2(2) . . ? N1 C2 H2 118.4 . . ? C3 C2 H2 118.4 . . ? C2 C3 C4 119.1(2) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 118.7(2) . . ? C3 C4 H4 120.6 . . ? C5 C4 H4 120.6 . . ? C4 C5 C1 118.4(2) . . ? C4 C5 C6 123.7(2) . . ? C1 C5 C6 117.9(2) . . ? N2 C6 N4 108.77(19) . . ? N2 C6 C5 125.49(19) . . ? N4 C6 C5 125.70(19) . . ? N3 C7 N4 109.44(19) . . ? N3 C7 C8 122.7(2) . . ? N4 C7 C8 127.67(19) . . ? C9 C8 C12 117.7(2) . . ? C9 C8 C7 124.9(2) . . ? C12 C8 C7 117.3(2) . . ? C8 C9 C10 119.2(2) . . ? C8 C9 H9 120.4 . . ? C10 C9 H9 120.4 . . ? C11 C10 C9 118.6(2) . . ? C11 C10 H10 120.7 . . ? C9 C10 H10 120.7 . . ? N6 C11 C10 123.7(2) . . ? N6 C11 H11 118.1 . . ? C10 C11 H11 118.1 . . ? N6 C12 C8 123.5(2) . . ? N6 C12 H12 118.2 . . ? C8 C12 H12 118.2 . . ? C14 C13 C18 120.6(2) . . ? C14 C13 H13 119.7 . . ? C18 C13 H13 119.7 . . ? C13 C14 C15 119.04(19) . . ? C13 C14 C20 122.2(2) . . ? C15 C14 C20 118.71(19) . . ? C16 C15 C14 120.6(2) . . ? C16 C15 H15 119.7 . . ? C14 C15 H15 119.7 . . ? C15 C16 C17 119.9(2) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C16 C17 C18 120.7(2) . . ? C16 C17 H17 119.7 . . ? C18 C17 H17 119.7 . . ? C17 C18 C13 119.05(19) . . ? C17 C18 C19 119.69(19) . . ? C13 C18 C19 121.26(19) . . ? O2 C19 O1 121.0(2) . . ? O2 C19 C18 120.34(19) . . ? O1 C19 C18 118.7(2) . . ? O3 C20 O4 123.2(2) . . ? O3 C20 C14 119.8(2) . . ? O4 C20 C14 117.01(19) . . ? H7A O7 H7B 117.3 . . ? 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 O4 Cd1 O1 C19 166.12(14) 1_545 . . . ? O5 Cd1 O1 C19 84.82(14) . . . . ? N1 Cd1 O1 C19 -5.40(17) 2_677 . . . ? N2 Cd1 O1 C19 -106.23(14) . . . . ? O2 Cd1 O1 C19 1.06(12) . . . . ? O4 Cd1 O2 C19 -24.12(17) 1_545 . . . ? O5 Cd1 O2 C19 -99.85(14) . . . . ? N1 Cd1 O2 C19 174.33(14) 2_677 . . . ? O1 Cd1 O2 C19 -1.06(12) . . . . ? N2 Cd1 O2 C19 72.95(14) . . . . ? O4 Cd1 N2 C6 133.69(19) 1_545 . . . ? O5 Cd1 N2 C6 133.4(3) . . . . ? N1 Cd1 N2 C6 -89.58(19) 2_677 . . . ? O1 Cd1 N2 C6 45.03(19) . . . . ? O2 Cd1 N2 C6 -5.5(2) . . . . ? O4 Cd1 N2 N3 -14.80(14) 1_545 . . . ? O5 Cd1 N2 N3 -15.1(4) . . . . ? N1 Cd1 N2 N3 121.93(14) 2_677 . . . ? O1 Cd1 N2 N3 -103.46(15) . . . . ? O2 Cd1 N2 N3 -154.00(14) . . . . ? C6 N2 N3 C7 -0.1(2) . . . . ? Cd1 N2 N3 C7 154.93(14) . . . . ? C2 N1 C1 C5 0.7(3) . . . . ? Cd1 N1 C1 C5 -166.73(16) 2_677 . . . ? C1 N1 C2 C3 1.1(4) . . . . ? Cd1 N1 C2 C3 169.1(2) 2_677 . . . ? N1 C2 C3 C4 -1.3(4) . . . . ? C2 C3 C4 C5 -0.2(4) . . . . ? C3 C4 C5 C1 1.8(3) . . . . ? C3 C4 C5 C6 -178.3(2) . . . . ? N1 C1 C5 C4 -2.1(3) . . . . ? N1 C1 C5 C6 177.97(19) . . . . ? N3 N2 C6 N4 0.2(2) . . . . ? Cd1 N2 C6 N4 -149.86(15) . . . . ? N3 N2 C6 C5 -177.6(2) . . . . ? Cd1 N2 C6 C5 32.3(3) . . . . ? C7 N4 C6 N2 -0.2(2) . . . . ? N5 N4 C6 N2 -176.2(2) . . . . ? C7 N4 C6 C5 177.6(2) . . . . ? N5 N4 C6 C5 1.6(4) . . . . ? C4 C5 C6 N2 -136.4(2) . . . . ? C1 C5 C6 N2 43.5(3) . . . . ? C4 C5 C6 N4 46.1(3) . . . . ? C1 C5 C6 N4 -134.0(2) . . . . ? N2 N3 C7 N4 0.0(2) . . . . ? N2 N3 C7 C8 -175.54(19) . . . . ? C6 N4 C7 N3 0.2(2) . . . . ? N5 N4 C7 N3 176.3(2) . . . . ? C6 N4 C7 C8 175.4(2) . . . . ? N5 N4 C7 C8 -8.5(3) . . . . ? N3 C7 C8 C9 171.4(2) . . . . ? N4 C7 C8 C9 -3.2(4) . . . . ? N3 C7 C8 C12 -4.1(3) . . . . ? N4 C7 C8 C12 -178.7(2) . . . . ? C12 C8 C9 C10 0.1(3) . . . . ? C7 C8 C9 C10 -175.4(2) . . . . ? C8 C9 C10 C11 -0.4(4) . . . . ? C12 N6 C11 C10 -0.4(4) . . . . ? C9 C10 C11 N6 0.6(4) . . . . ? C11 N6 C12 C8 0.0(4) . . . . ? C9 C8 C12 N6 0.1(4) . . . . ? C7 C8 C12 N6 176.0(2) . . . . ? C18 C13 C14 C15 -0.4(3) . . . . ? C18 C13 C14 C20 -179.48(19) . . . . ? C13 C14 C15 C16 -2.1(3) . . . . ? C20 C14 C15 C16 177.0(2) . . . . ? C14 C15 C16 C17 2.1(4) . . . . ? C15 C16 C17 C18 0.5(4) . . . . ? C16 C17 C18 C13 -3.0(3) . . . . ? C16 C17 C18 C19 176.7(2) . . . . ? C14 C13 C18 C17 2.9(3) . . . . ? C14 C13 C18 C19 -176.76(19) . . . . ? Cd1 O2 C19 O1 1.8(2) . . . . ? Cd1 O2 C19 C18 -178.33(18) . . . . ? Cd1 O1 C19 O2 -2.0(2) . . . . ? Cd1 O1 C19 C18 178.17(16) . . . . ? C17 C18 C19 O2 -177.4(2) . . . . ? C13 C18 C19 O2 2.3(3) . . . . ? C17 C18 C19 O1 2.5(3) . . . . ? C13 C18 C19 O1 -177.83(19) . . . . ? Cd1 O4 C20 O3 5.9(2) 1_565 . . . ? Cd1 O4 C20 C14 -172.42(15) 1_565 . . . ? C13 C14 C20 O3 15.6(3) . . . . ? C15 C14 C20 O3 -163.5(2) . . . . ? C13 C14 C20 O4 -166.0(2) . . . . ? C15 C14 C20 O4 14.9(3) . . . . ? _diffrn_measured_fraction_theta_max 0.987 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.987 _refine_diff_density_max 0.384 _refine_diff_density_min -0.437 _refine_diff_density_rms 0.083 #===END data_3b _database_code_depnum_ccdc_archive 'CCDC 656152' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H38 Cd2 N14 O18' _chemical_formula_weight 1227.64 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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.1396(16) _cell_length_b 13.754(2) _cell_length_c 18.779(3) _cell_angle_alpha 78.625(2) _cell_angle_beta 87.997(2) _cell_angle_gamma 84.394(1) _cell_volume 2302.9(7) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 4009 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 25.88 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas Mone _exptl_crystal_density_diffrn 1.770 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 1.016 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.832053 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12546 _diffrn_reflns_av_R_equivalents 0.0246 _diffrn_reflns_av_sigmaI/netI 0.0500 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.69 _diffrn_reflns_theta_max 25.01 _reflns_number_total 8023 _reflns_number_gt 5963 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0603P)^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 8023 _refine_ls_number_parameters 685 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0600 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1087 _refine_ls_wR_factor_gt 0.1005 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Cd1 Cd -0.00846(3) 0.73796(3) 0.269617(17) 0.03471(11) Uani 1 1 d . . . Cd2 Cd 0.05964(4) 0.81398(3) -0.219402(17) 0.03735(11) Uani 1 1 d . . . O1 O -0.1336(4) 0.5113(3) 0.22201(17) 0.0540(10) Uani 1 1 d . . . O2 O -0.0503(4) 0.6578(2) 0.17464(16) 0.0435(8) Uani 1 1 d . . . O3 O -0.4311(5) 0.3760(3) 0.0517(2) 0.0682(11) Uani 1 1 d . . . O4 O -0.3531(6) 0.3899(4) -0.0568(2) 0.0941(17) Uani 1 1 d . . . O5 O -0.0113(4) 0.7735(3) -0.08635(18) 0.0587(10) Uani 1 1 d . . . O6 O -0.0866(4) 0.6892(3) -0.16270(17) 0.0532(9) Uani 1 1 d . . . O7 O 0.1518(4) 0.9148(3) -0.32056(17) 0.0559(10) Uani 1 1 d . . . O8 O 0.0019(4) 0.8135(3) -0.34848(18) 0.0558(10) Uani 1 1 d . . . O9 O 0.4123(5) 1.1306(3) -0.5068(2) 0.0674(12) Uani 1 1 d . . . O10 O 0.4178(5) 1.1109(3) -0.6172(2) 0.0726(12) Uani 1 1 d . . . O11 O 0.0992(4) 0.8820(2) -0.69482(16) 0.0433(8) Uani 1 1 d . . . O12 O -0.0065(4) 0.7766(3) -0.60909(18) 0.0468(8) Uani 1 1 d . . . O13 O -0.0614(4) 0.5837(3) 0.33905(18) 0.0566(10) Uani 1 1 d . . . H13A H -0.0777 0.5488 0.3081 0.085 Uiso 1 1 d R . . H13B H -0.1331 0.5971 0.3671 0.085 Uiso 1 1 d R . . O14 O 0.0312(4) 0.8552(3) 0.15556(19) 0.0641(11) Uani 1 1 d . . . H14A H 0.0777 0.9105 0.1658 0.096 Uiso 1 1 d R . . H14B H -0.0620 0.8788 0.1334 0.096 Uiso 1 1 d R . . O15 O -0.1148(4) 0.9472(3) -0.2137(2) 0.0668(11) Uani 1 1 d . . . H15A H -0.2022 0.9383 -0.2377 0.100 Uiso 1 1 d R . . H15B H -0.1377 0.9496 -0.1637 0.100 Uiso 1 1 d R . . O16 O 0.2160(4) 0.6770(2) -0.23138(19) 0.0538(9) Uani 1 1 d . . . H16A H 0.3087 0.6742 -0.2378 0.081 Uiso 1 1 d R . . H16B H 0.1750 0.6242 -0.2318 0.081 Uiso 1 1 d R . . N1 N 0.2329(4) 0.6724(3) 0.27605(19) 0.0350(9) Uani 1 1 d . . . N2 N 0.6573(5) 0.5541(4) 0.4249(2) 0.0738(17) Uani 1 1 d . . . N3 N 0.7035(5) 0.5557(4) 0.4948(2) 0.0775(18) Uani 1 1 d . . . N4 N 0.4945(4) 0.6473(3) 0.4751(2) 0.0390(9) Uani 1 1 d . . . N5 N 0.3741(4) 0.7184(3) 0.4795(2) 0.0392(9) Uani 1 1 d . . . H5A H 0.3118 0.6828 0.5098 0.059 Uiso 1 1 d R . . H5B H 0.4137 0.7585 0.5046 0.059 Uiso 1 1 d R . . N6 N 0.4977(5) 0.6579(3) 0.7091(2) 0.0482(10) Uani 1 1 d . . . N7 N -0.2491(4) 0.8092(3) 0.26458(19) 0.0380(9) Uani 1 1 d . . . N8 N -0.6666(4) 0.9384(3) 0.1127(2) 0.0438(10) Uani 1 1 d . . . N9 N -0.7008(4) 0.9426(3) 0.0402(2) 0.0452(10) Uani 1 1 d . . . N10 N -0.5017(4) 0.8418(3) 0.06655(19) 0.0340(9) Uani 1 1 d . . . N11 N -0.3930(4) 0.7613(3) 0.0649(2) 0.0422(10) Uani 1 1 d . . . H11A H -0.3086 0.7853 0.0484 0.063 Uiso 1 1 d R . . H11B H -0.4217 0.7238 0.0354 0.063 Uiso 1 1 d R . . N12 N -0.7310(4) 0.8597(3) -0.1660(2) 0.0415(10) Uani 1 1 d . . . N13 N -0.3537(5) 0.4131(3) 0.0019(2) 0.0468(10) Uani 1 1 d . . . N14 N 0.3730(5) 1.0907(3) -0.5544(3) 0.0493(11) Uani 1 1 d . . . C1 C 0.4530(5) 0.6246(3) 0.3459(2) 0.0357(10) Uani 1 1 d . . . C2 C 0.3050(5) 0.6592(3) 0.3387(3) 0.0401(11) Uani 1 1 d . . . H2 H 0.2535 0.6739 0.3794 0.048 Uiso 1 1 calc R . . C3 C 0.3061(5) 0.6469(4) 0.2189(3) 0.0423(12) Uani 1 1 d . . . H3 H 0.2567 0.6545 0.1754 0.051 Uiso 1 1 calc R . . C4 C 0.4522(5) 0.6097(4) 0.2215(3) 0.0459(12) Uani 1 1 d . . . H4 H 0.4992 0.5920 0.1805 0.055 Uiso 1 1 calc R . . C5 C 0.5277(5) 0.5989(4) 0.2850(3) 0.0418(12) Uani 1 1 d . . . H5 H 0.6265 0.5750 0.2874 0.050 Uiso 1 1 calc R . . C6 C 0.5326(5) 0.6100(4) 0.4143(2) 0.0444(12) Uani 1 1 d . . . C7 C 0.6035(5) 0.6120(4) 0.5243(3) 0.0472(13) Uani 1 1 d . . . C8 C 0.6130(5) 0.6293(4) 0.5980(3) 0.0429(12) Uani 1 1 d . . . C9 C 0.4894(5) 0.6464(4) 0.6416(3) 0.0444(12) Uani 1 1 d . . . H9 H 0.3968 0.6498 0.6218 0.053 Uiso 1 1 calc R . . C10 C 0.6312(6) 0.6512(4) 0.7378(3) 0.0545(14) Uani 1 1 d . . . H10 H 0.6373 0.6599 0.7855 0.065 Uiso 1 1 calc R . . C11 C 0.7603(6) 0.6319(5) 0.7005(3) 0.0625(16) Uani 1 1 d . . . H11 H 0.8509 0.6264 0.7228 0.075 Uiso 1 1 calc R . . C12 C 0.7510(6) 0.6211(5) 0.6293(3) 0.0600(15) Uani 1 1 d . . . H12 H 0.8358 0.6085 0.6025 0.072 Uiso 1 1 calc R . . C13 C -0.4689(5) 0.8591(3) 0.1962(2) 0.0335(10) Uani 1 1 d . . . C14 C -0.3220(5) 0.8239(4) 0.2029(2) 0.0390(11) Uani 1 1 d . . . H14 H -0.2713 0.8098 0.1618 0.047 Uiso 1 1 calc R . . C15 C -0.3218(5) 0.8313(4) 0.3235(3) 0.0438(12) Uani 1 1 d . . . H15 H -0.2715 0.8222 0.3669 0.053 Uiso 1 1 calc R . . C16 C -0.4678(5) 0.8667(4) 0.3223(3) 0.0475(13) Uani 1 1 d . . . H16 H -0.5154 0.8810 0.3641 0.057 Uiso 1 1 calc R . . C17 C -0.5427(5) 0.8808(4) 0.2578(3) 0.0433(12) Uani 1 1 d . . . H17 H -0.6416 0.9046 0.2557 0.052 Uiso 1 1 calc R . . C18 C -0.5473(5) 0.8775(3) 0.1270(2) 0.0343(10) Uani 1 1 d . . . C19 C -0.5996(5) 0.8839(3) 0.0134(2) 0.0364(11) Uani 1 1 d . . . C20 C -0.5936(5) 0.8707(3) -0.0619(2) 0.0379(11) Uani 1 1 d . . . C21 C -0.7242(5) 0.8677(4) -0.0965(2) 0.0397(11) Uani 1 1 d . . . H21 H -0.8117 0.8715 -0.0699 0.048 Uiso 1 1 calc R . . C22 C -0.6046(5) 0.8560(4) -0.2038(3) 0.0476(13) Uani 1 1 d . . . H22 H -0.6076 0.8528 -0.2527 0.057 Uiso 1 1 calc R . . C23 C -0.4701(5) 0.8567(4) -0.1733(3) 0.0464(12) Uani 1 1 d . . . H23 H -0.3842 0.8534 -0.2012 0.056 Uiso 1 1 calc R . . C24 C -0.4645(5) 0.8623(4) -0.1017(3) 0.0439(12) Uani 1 1 d . . . H24 H -0.3742 0.8605 -0.0798 0.053 Uiso 1 1 calc R . . C25 C -0.1045(5) 0.5794(3) 0.1703(2) 0.0315(10) Uani 1 1 d . . . C26 C -0.1420(5) 0.5677(3) 0.0942(2) 0.0302(10) Uani 1 1 d . . . C27 C -0.2310(5) 0.4961(3) 0.0834(2) 0.0322(10) Uani 1 1 d . . . H27 H -0.2704 0.4535 0.1225 0.039 Uiso 1 1 calc R . . C28 C -0.2597(5) 0.4898(3) 0.0128(2) 0.0345(10) Uani 1 1 d . . . C30 C -0.2097(5) 0.5533(3) -0.0470(2) 0.0350(11) Uani 1 1 d . . . H30 H -0.2315 0.5464 -0.0937 0.042 Uiso 1 1 calc R . . C31 C -0.1263(4) 0.6278(3) -0.0363(2) 0.0300(10) Uani 1 1 d . . . C32 C -0.0707(5) 0.7021(4) -0.0996(2) 0.0378(11) Uani 1 1 d . . . C33 C -0.0901(5) 0.6332(3) 0.0348(2) 0.0311(10) Uani 1 1 d . . . H33 H -0.0307 0.6813 0.0422 0.037 Uiso 1 1 calc R . . C34 C 0.0922(5) 0.8766(4) -0.3656(2) 0.0391(11) Uani 1 1 d . . . C35 C 0.1352(5) 0.9095(3) -0.4448(2) 0.0313(10) Uani 1 1 d . . . C36 C 0.0789(5) 0.8684(3) -0.4989(2) 0.0322(10) Uani 1 1 d . . . H36 H 0.0141 0.8195 -0.4867 0.039 Uiso 1 1 calc R . . C37 C 0.1199(5) 0.9008(3) -0.5719(2) 0.0323(10) Uani 1 1 d . . . C38 C 0.0655(5) 0.8506(3) -0.6295(3) 0.0355(11) Uani 1 1 d . . . C39 C 0.2138(5) 0.9752(3) -0.5905(2) 0.0324(10) Uani 1 1 d . . . H39 H 0.2394 0.9984 -0.6388 0.039 Uiso 1 1 calc R . . C40 C 0.2686(5) 1.0139(3) -0.5355(2) 0.0345(10) Uani 1 1 d . . . C42 C 0.2320(5) 0.9827(3) -0.4636(2) 0.0355(10) Uani 1 1 d . . . H42 H 0.2716 1.0101 -0.4279 0.043 Uiso 1 1 calc R . . O17 O 0.8737(4) 0.8776(3) 0.02183(19) 0.0584(10) Uani 1 1 d . . . H17A H 0.8474 0.9389 0.0056 0.088 Uiso 1 1 d R . . H17B H 0.9087 0.8433 -0.0089 0.088 Uiso 1 1 d R . . O18 O 0.1396(7) 0.6408(5) 0.5895(4) 0.0528(19) Uani 0.50 1 d P A 1 O18' O 0.0153(16) 0.5457(14) 0.4889(7) 0.083(8) Uani 0.25 1 d P . 2 O18" O 0.0937(14) 0.6175(8) 0.5120(7) 0.034(3) Uani 0.25 1 d P B 3 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 0.02800(19) 0.0487(2) 0.02917(19) -0.01263(15) -0.00879(13) 0.00094(15) Cd2 0.0392(2) 0.0396(2) 0.0315(2) 0.00049(15) -0.00769(14) -0.00799(16) O1 0.087(3) 0.048(2) 0.0268(18) -0.0005(16) -0.0080(17) -0.0180(19) O2 0.055(2) 0.050(2) 0.0289(17) -0.0087(15) -0.0063(15) -0.0187(17) O3 0.073(3) 0.066(3) 0.070(3) -0.009(2) 0.004(2) -0.037(2) O4 0.132(4) 0.111(4) 0.061(3) -0.042(3) 0.003(3) -0.068(3) O5 0.078(3) 0.066(2) 0.037(2) -0.0044(18) 0.0002(18) -0.037(2) O6 0.071(3) 0.061(2) 0.0262(19) -0.0024(16) 0.0045(16) -0.0142(19) O7 0.075(3) 0.068(2) 0.0270(18) -0.0062(17) -0.0104(17) -0.019(2) O8 0.061(2) 0.063(2) 0.040(2) 0.0060(18) -0.0036(17) -0.019(2) O9 0.084(3) 0.068(3) 0.059(3) -0.017(2) -0.007(2) -0.038(2) O10 0.087(3) 0.079(3) 0.056(3) -0.011(2) 0.021(2) -0.040(2) O11 0.056(2) 0.048(2) 0.0266(18) -0.0120(15) -0.0061(15) 0.0030(16) O12 0.045(2) 0.053(2) 0.046(2) -0.0170(17) -0.0134(16) -0.0076(17) O13 0.064(2) 0.066(2) 0.042(2) -0.0115(18) -0.0011(18) -0.018(2) O14 0.066(3) 0.083(3) 0.046(2) -0.005(2) -0.0100(18) -0.027(2) O15 0.061(3) 0.064(3) 0.063(3) 0.007(2) 0.009(2) 0.014(2) O16 0.048(2) 0.040(2) 0.070(2) -0.0004(18) -0.0012(18) -0.0053(16) N1 0.032(2) 0.042(2) 0.031(2) -0.0097(17) -0.0097(16) 0.0034(17) N2 0.051(3) 0.127(5) 0.043(3) -0.038(3) -0.019(2) 0.044(3) N3 0.055(3) 0.131(5) 0.044(3) -0.035(3) -0.025(2) 0.049(3) N4 0.030(2) 0.047(2) 0.041(2) -0.0138(19) -0.0057(17) 0.0053(18) N5 0.033(2) 0.043(2) 0.041(2) -0.0143(19) -0.0068(17) 0.0102(18) N6 0.052(3) 0.052(3) 0.040(2) -0.009(2) -0.003(2) 0.001(2) N7 0.031(2) 0.056(3) 0.028(2) -0.0118(18) -0.0089(16) 0.0003(18) N8 0.032(2) 0.055(3) 0.042(2) -0.008(2) -0.0097(18) 0.0048(19) N9 0.034(2) 0.060(3) 0.037(2) -0.003(2) -0.0110(18) 0.003(2) N10 0.026(2) 0.038(2) 0.037(2) -0.0031(17) -0.0102(16) -0.0002(16) N11 0.038(2) 0.046(2) 0.042(2) -0.0126(19) -0.0134(18) 0.0106(19) N12 0.040(2) 0.051(3) 0.035(2) -0.0072(19) -0.0065(18) -0.0097(19) N13 0.054(3) 0.046(3) 0.043(3) -0.009(2) -0.016(2) -0.010(2) N14 0.044(3) 0.048(3) 0.057(3) -0.010(2) -0.004(2) -0.009(2) C1 0.034(3) 0.035(3) 0.037(3) -0.009(2) -0.006(2) 0.004(2) C2 0.040(3) 0.046(3) 0.036(3) -0.013(2) -0.002(2) 0.002(2) C3 0.042(3) 0.047(3) 0.037(3) -0.007(2) -0.012(2) 0.000(2) C4 0.047(3) 0.055(3) 0.039(3) -0.019(2) 0.000(2) 0.000(2) C5 0.030(3) 0.050(3) 0.043(3) -0.007(2) -0.002(2) 0.007(2) C6 0.039(3) 0.061(3) 0.034(3) -0.015(2) -0.006(2) 0.006(2) C7 0.034(3) 0.067(4) 0.038(3) -0.010(3) -0.008(2) 0.011(2) C8 0.042(3) 0.048(3) 0.036(3) -0.004(2) -0.011(2) 0.006(2) C9 0.042(3) 0.050(3) 0.039(3) -0.010(2) -0.006(2) 0.005(2) C10 0.071(4) 0.052(3) 0.041(3) -0.015(3) -0.015(3) 0.006(3) C11 0.045(3) 0.092(5) 0.055(4) -0.026(3) -0.018(3) 0.003(3) C12 0.043(3) 0.084(4) 0.054(4) -0.021(3) -0.014(3) 0.010(3) C13 0.030(2) 0.035(3) 0.035(3) -0.005(2) -0.0074(19) -0.0026(19) C14 0.028(2) 0.059(3) 0.033(3) -0.016(2) -0.0054(19) -0.002(2) C15 0.039(3) 0.057(3) 0.036(3) -0.011(2) -0.010(2) -0.004(2) C16 0.040(3) 0.070(4) 0.034(3) -0.017(3) -0.005(2) 0.006(3) C17 0.030(3) 0.054(3) 0.043(3) -0.008(2) -0.003(2) 0.008(2) C18 0.028(2) 0.040(3) 0.033(3) -0.004(2) -0.0052(19) -0.001(2) C19 0.029(2) 0.044(3) 0.034(3) -0.002(2) -0.0071(19) -0.006(2) C20 0.037(3) 0.037(3) 0.038(3) -0.001(2) -0.010(2) -0.005(2) C21 0.033(3) 0.050(3) 0.035(3) -0.007(2) -0.005(2) -0.002(2) C22 0.047(3) 0.060(3) 0.036(3) -0.006(2) -0.001(2) -0.016(3) C23 0.035(3) 0.058(3) 0.047(3) -0.011(3) 0.001(2) -0.006(2) C24 0.037(3) 0.051(3) 0.043(3) -0.004(2) -0.012(2) -0.011(2) C25 0.035(3) 0.035(3) 0.025(2) -0.004(2) -0.0054(18) -0.003(2) C26 0.032(2) 0.033(2) 0.025(2) -0.0047(19) -0.0040(18) 0.0021(19) C27 0.038(3) 0.030(2) 0.028(2) -0.0043(19) -0.0027(19) -0.004(2) C28 0.035(3) 0.036(3) 0.033(3) -0.008(2) -0.0073(19) -0.005(2) C30 0.036(3) 0.044(3) 0.025(2) -0.008(2) -0.0050(19) 0.000(2) C31 0.024(2) 0.040(3) 0.025(2) -0.0055(19) -0.0020(17) 0.0002(19) C32 0.029(2) 0.050(3) 0.031(3) -0.002(2) -0.0042(19) -0.002(2) C33 0.029(2) 0.036(2) 0.029(2) -0.0065(19) -0.0029(18) -0.0013(19) C34 0.043(3) 0.039(3) 0.030(3) 0.002(2) -0.006(2) 0.009(2) C35 0.034(2) 0.030(2) 0.028(2) -0.0032(19) -0.0048(18) 0.0034(19) C36 0.031(2) 0.029(2) 0.034(3) 0.0004(19) -0.0048(19) 0.0010(19) C37 0.032(2) 0.030(2) 0.035(3) -0.012(2) -0.0073(19) 0.0094(19) C38 0.030(2) 0.036(3) 0.041(3) -0.013(2) -0.017(2) 0.010(2) C39 0.031(2) 0.033(2) 0.032(2) -0.007(2) -0.0016(19) 0.007(2) C40 0.033(2) 0.036(3) 0.035(3) -0.005(2) -0.0034(19) -0.007(2) C42 0.034(3) 0.036(3) 0.038(3) -0.010(2) -0.008(2) 0.000(2) O17 0.064(2) 0.053(2) 0.052(2) -0.0011(18) -0.0095(18) 0.0083(19) O18 0.031(4) 0.029(4) 0.094(6) -0.004(4) 0.004(4) -0.001(3) O18' 0.031(8) 0.15(2) 0.028(9) 0.041(10) 0.017(6) 0.063(12) O18" 0.033(7) 0.023(6) 0.034(7) 0.015(5) 0.002(6) 0.014(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N1 2.298(4) . ? Cd1 N7 2.316(4) . ? Cd1 O2 2.334(3) . ? Cd1 O13 2.346(3) . ? Cd1 O12 2.440(3) 1_556 ? Cd1 O14 2.453(4) . ? Cd1 O11 2.507(3) 1_556 ? Cd2 O16 2.294(3) . ? Cd2 O7 2.306(3) . ? Cd2 O15 2.325(4) . ? Cd2 O6 2.344(3) . ? Cd2 N12 2.383(4) 1_655 ? Cd2 O8 2.500(3) . ? Cd2 O5 2.526(3) . ? Cd2 C34 2.726(4) . ? O1 C25 1.250(5) . ? O2 C25 1.248(5) . ? O3 N13 1.214(5) . ? O4 N13 1.207(5) . ? O5 C32 1.237(6) . ? O6 C32 1.248(5) . ? O7 C34 1.245(6) . ? O8 C34 1.245(6) . ? O9 N14 1.219(5) . ? O10 N14 1.222(5) . ? O11 C38 1.255(5) . ? O11 Cd1 2.507(3) 1_554 ? O12 C38 1.255(5) . ? O12 Cd1 2.440(3) 1_554 ? O13 H13A 0.8495 . ? O13 H13B 0.8555 . ? O14 H14A 0.9600 . ? O14 H14B 0.9600 . ? O15 H15A 0.9600 . ? O15 H15B 0.9600 . ? O16 H16A 0.8505 . ? O16 H16B 0.8502 . ? N1 C3 1.332(6) . ? N1 C2 1.341(6) . ? N2 C6 1.309(6) . ? N2 N3 1.398(6) . ? N3 C7 1.318(6) . ? N4 C6 1.363(6) . ? N4 C7 1.369(6) . ? N4 N5 1.411(5) . ? N5 H5A 0.8999 . ? N5 H5B 0.9000 . ? N6 C9 1.312(6) . ? N6 C10 1.339(7) . ? N7 C14 1.327(5) . ? N7 C15 1.342(6) . ? N8 C18 1.310(6) . ? N8 N9 1.396(5) . ? N9 C19 1.319(6) . ? N10 C18 1.360(6) . ? N10 C19 1.365(5) . ? N10 N11 1.418(5) . ? N11 H11A 0.8900 . ? N11 H11B 0.8900 . ? N12 C22 1.336(6) . ? N12 C21 1.337(6) . ? N12 Cd2 2.383(4) 1_455 ? N13 C28 1.472(6) . ? N14 C40 1.475(6) . ? C1 C2 1.391(6) . ? C1 C5 1.399(6) . ? C1 C6 1.467(6) . ? C2 H2 0.9300 . ? C3 C4 1.382(7) . ? C3 H3 0.9300 . ? C4 C5 1.373(7) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.457(7) . ? C8 C12 1.395(7) . ? C8 C9 1.401(6) . ? C9 H9 0.9300 . ? C10 C11 1.381(7) . ? C10 H10 0.9300 . ? C11 C12 1.382(7) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.384(6) . ? C13 C17 1.387(6) . ? C13 C18 1.471(6) . ? C14 H14 0.9300 . ? C15 C16 1.375(7) . ? C15 H15 0.9300 . ? C16 C17 1.384(6) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C19 C20 1.459(6) . ? C20 C24 1.383(6) . ? C20 C21 1.387(6) . ? C21 H21 0.9300 . ? C22 C23 1.375(7) . ? C22 H22 0.9300 . ? C23 C24 1.365(7) . ? C23 H23 0.9300 . ? C24 H24 0.9300 . ? C25 C26 1.523(6) . ? C26 C27 1.386(6) . ? C26 C33 1.390(6) . ? C27 C28 1.380(6) . ? C27 H27 0.9300 . ? C28 C30 1.374(6) . ? C30 C31 1.384(6) . ? C30 H30 0.9300 . ? C31 C33 1.404(6) . ? C31 C32 1.516(6) . ? C33 H33 0.9300 . ? C34 C35 1.517(6) . ? C35 C36 1.390(6) . ? C35 C42 1.391(6) . ? C36 C37 1.404(6) . ? C36 H36 0.9300 . ? C37 C39 1.384(6) . ? C37 C38 1.515(6) . ? C39 C40 1.381(6) . ? C39 H39 0.9300 . ? C40 C42 1.374(6) . ? C42 H42 0.9300 . ? O17 H17A 0.8515 . ? O17 H17B 0.8501 . ? O18' O18' 1.30(4) 2_566 ? 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 N1 Cd1 N7 177.87(13) . . ? N1 Cd1 O2 91.24(12) . . ? N7 Cd1 O2 90.59(12) . . ? N1 Cd1 O13 85.67(13) . . ? N7 Cd1 O13 95.67(13) . . ? O2 Cd1 O13 81.53(11) . . ? N1 Cd1 O12 92.74(12) . 1_556 ? N7 Cd1 O12 85.86(12) . 1_556 ? O2 Cd1 O12 161.18(11) . 1_556 ? O13 Cd1 O12 80.44(12) . 1_556 ? N1 Cd1 O14 93.48(13) . . ? N7 Cd1 O14 86.03(13) . . ? O2 Cd1 O14 72.64(12) . . ? O13 Cd1 O14 154.14(13) . . ? O12 Cd1 O14 125.38(12) 1_556 . ? N1 Cd1 O11 82.13(12) . 1_556 ? N7 Cd1 O11 95.74(12) . 1_556 ? O2 Cd1 O11 145.85(10) . 1_556 ? O13 Cd1 O11 130.80(11) . 1_556 ? O12 Cd1 O11 52.97(10) 1_556 1_556 ? O14 Cd1 O11 74.37(11) . 1_556 ? O16 Cd2 O7 94.34(13) . . ? O16 Cd2 O15 174.54(14) . . ? O7 Cd2 O15 85.92(13) . . ? O16 Cd2 O6 81.04(12) . . ? O7 Cd2 O6 152.53(12) . . ? O15 Cd2 O6 96.21(13) . . ? O16 Cd2 N12 82.72(13) . 1_655 ? O7 Cd2 N12 81.30(13) . 1_655 ? O15 Cd2 N12 102.70(15) . 1_655 ? O6 Cd2 N12 124.40(13) . 1_655 ? O16 Cd2 O8 83.15(13) . . ? O7 Cd2 O8 54.08(12) . . ? O15 Cd2 O8 92.63(14) . . ? O6 Cd2 O8 98.45(12) . . ? N12 Cd2 O8 131.65(12) 1_655 . ? O16 Cd2 O5 101.67(13) . . ? O7 Cd2 O5 152.98(12) . . ? O15 Cd2 O5 80.18(13) . . ? O6 Cd2 O5 53.04(11) . . ? N12 Cd2 O5 79.34(12) 1_655 . ? O8 Cd2 O5 148.92(12) . . ? O16 Cd2 C34 86.99(13) . . ? O7 Cd2 C34 27.05(13) . . ? O15 Cd2 C34 90.83(13) . . ? O6 Cd2 C34 125.53(14) . . ? N12 Cd2 C34 106.13(14) 1_655 . ? O8 Cd2 C34 27.13(13) . . ? O5 Cd2 C34 170.41(13) . . ? C25 O2 Cd1 134.6(3) . . ? C32 O5 Cd2 87.6(3) . . ? C32 O6 Cd2 95.9(3) . . ? C34 O7 Cd2 95.6(3) . . ? C34 O8 Cd2 86.6(3) . . ? C38 O11 Cd1 90.3(3) . 1_554 ? C38 O12 Cd1 93.5(3) . 1_554 ? Cd1 O13 H13A 104.8 . . ? Cd1 O13 H13B 105.2 . . ? H13A O13 H13B 117.0 . . ? Cd1 O14 H14A 109.2 . . ? Cd1 O14 H14B 109.1 . . ? H14A O14 H14B 109.5 . . ? Cd2 O15 H15A 109.2 . . ? Cd2 O15 H15B 109.3 . . ? H15A O15 H15B 109.5 . . ? Cd2 O16 H16A 127.3 . . ? Cd2 O16 H16B 115.5 . . ? H16A O16 H16B 117.1 . . ? C3 N1 C2 117.8(4) . . ? C3 N1 Cd1 122.2(3) . . ? C2 N1 Cd1 120.0(3) . . ? C6 N2 N3 107.6(4) . . ? C7 N3 N2 107.6(4) . . ? C6 N4 C7 106.8(4) . . ? C6 N4 N5 124.0(4) . . ? C7 N4 N5 128.7(4) . . ? N4 N5 H5A 102.4 . . ? N4 N5 H5B 100.8 . . ? H5A N5 H5B 107.3 . . ? C9 N6 C10 118.1(5) . . ? C14 N7 C15 118.0(4) . . ? C14 N7 Cd1 119.8(3) . . ? C15 N7 Cd1 122.1(3) . . ? C18 N8 N9 107.5(4) . . ? C19 N9 N8 107.4(4) . . ? C18 N10 C19 106.6(4) . . ? C18 N10 N11 125.1(4) . . ? C19 N10 N11 127.0(4) . . ? N10 N11 H11A 109.2 . . ? N10 N11 H11B 109.1 . . ? H11A N11 H11B 109.5 . . ? C22 N12 C21 117.5(4) . . ? C22 N12 Cd2 116.6(3) . 1_455 ? C21 N12 Cd2 124.3(3) . 1_455 ? O4 N13 O3 121.7(4) . . ? O4 N13 C28 119.0(4) . . ? O3 N13 C28 119.3(4) . . ? O9 N14 O10 122.7(4) . . ? O9 N14 C40 118.8(4) . . ? O10 N14 C40 118.6(4) . . ? C2 C1 C5 117.7(4) . . ? C2 C1 C6 123.7(4) . . ? C5 C1 C6 118.6(4) . . ? N1 C2 C1 123.3(4) . . ? N1 C2 H2 118.3 . . ? C1 C2 H2 118.3 . . ? N1 C3 C4 122.8(4) . . ? N1 C3 H3 118.6 . . ? C4 C3 H3 118.6 . . ? C5 C4 C3 119.6(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? C4 C5 C1 118.7(4) . . ? C4 C5 H5 120.6 . . ? C1 C5 H5 120.6 . . ? N2 C6 N4 109.3(4) . . ? N2 C6 C1 121.9(4) . . ? N4 C6 C1 128.7(4) . . ? N3 C7 N4 108.7(4) . . ? N3 C7 C8 123.2(4) . . ? N4 C7 C8 128.1(4) . . ? C12 C8 C9 117.7(5) . . ? C12 C8 C7 119.0(4) . . ? C9 C8 C7 123.2(4) . . ? N6 C9 C8 123.3(5) . . ? N6 C9 H9 118.3 . . ? C8 C9 H9 118.3 . . ? N6 C10 C11 123.5(5) . . ? N6 C10 H10 118.2 . . ? C11 C10 H10 118.2 . . ? C10 C11 C12 118.1(5) . . ? C10 C11 H11 120.9 . . ? C12 C11 H11 120.9 . . ? C11 C12 C8 119.2(5) . . ? C11 C12 H12 120.4 . . ? C8 C12 H12 120.4 . . ? C14 C13 C17 117.4(4) . . ? C14 C13 C18 123.3(4) . . ? C17 C13 C18 119.3(4) . . ? N7 C14 C13 123.9(4) . . ? N7 C14 H14 118.1 . . ? C13 C14 H14 118.1 . . ? N7 C15 C16 122.6(4) . . ? N7 C15 H15 118.7 . . ? C16 C15 H15 118.7 . . ? C15 C16 C17 118.8(4) . . ? C15 C16 H16 120.6 . . ? C17 C16 H16 120.6 . . ? C16 C17 C13 119.4(4) . . ? C16 C17 H17 120.3 . . ? C13 C17 H17 120.3 . . ? N8 C18 N10 109.5(4) . . ? N8 C18 C13 124.3(4) . . ? N10 C18 C13 126.0(4) . . ? N9 C19 N10 109.0(4) . . ? N9 C19 C20 124.3(4) . . ? N10 C19 C20 126.7(4) . . ? C24 C20 C21 117.4(4) . . ? C24 C20 C19 123.8(4) . . ? C21 C20 C19 118.8(4) . . ? N12 C21 C20 123.4(4) . . ? N12 C21 H21 118.3 . . ? C20 C21 H21 118.3 . . ? N12 C22 C23 122.8(5) . . ? N12 C22 H22 118.6 . . ? C23 C22 H22 118.6 . . ? C24 C23 C22 119.0(5) . . ? C24 C23 H23 120.5 . . ? C22 C23 H23 120.5 . . ? C23 C24 C20 119.7(4) . . ? C23 C24 H24 120.2 . . ? C20 C24 H24 120.2 . . ? O2 C25 O1 126.6(4) . . ? O2 C25 C26 116.1(4) . . ? O1 C25 C26 117.4(4) . . ? C27 C26 C33 119.7(4) . . ? C27 C26 C25 121.5(4) . . ? C33 C26 C25 118.8(4) . . ? C28 C27 C26 118.1(4) . . ? C28 C27 H27 121.0 . . ? C26 C27 H27 121.0 . . ? C30 C28 C27 123.5(4) . . ? C30 C28 N13 118.8(4) . . ? C27 C28 N13 117.6(4) . . ? C28 C30 C31 118.5(4) . . ? C28 C30 H30 120.7 . . ? C31 C30 H30 120.7 . . ? C30 C31 C33 119.1(4) . . ? C30 C31 C32 121.5(4) . . ? C33 C31 C32 119.4(4) . . ? O5 C32 O6 122.7(4) . . ? O5 C32 C31 118.3(4) . . ? O6 C32 C31 119.0(4) . . ? C26 C33 C31 120.9(4) . . ? C26 C33 H33 119.5 . . ? C31 C33 H33 119.5 . . ? O8 C34 O7 123.3(4) . . ? O8 C34 C35 119.7(4) . . ? O7 C34 C35 117.0(4) . . ? O8 C34 Cd2 66.3(3) . . ? O7 C34 Cd2 57.3(2) . . ? C35 C34 Cd2 171.3(3) . . ? C36 C35 C42 119.5(4) . . ? C36 C35 C34 121.4(4) . . ? C42 C35 C34 119.1(4) . . ? C35 C36 C37 120.1(4) . . ? C35 C36 H36 119.9 . . ? C37 C36 H36 119.9 . . ? C39 C37 C36 120.2(4) . . ? C39 C37 C38 120.3(4) . . ? C36 C37 C38 119.4(4) . . ? O12 C38 O11 123.0(4) . . ? O12 C38 C37 118.0(4) . . ? O11 C38 C37 118.9(4) . . ? C40 C39 C37 118.2(4) . . ? C40 C39 H39 120.9 . . ? C37 C39 H39 120.9 . . ? C42 C40 C39 122.7(4) . . ? C42 C40 N14 118.5(4) . . ? C39 C40 N14 118.7(4) . . ? C40 C42 C35 119.1(4) . . ? C40 C42 H42 120.4 . . ? C35 C42 H42 120.4 . . ? H17A O17 H17B 116.9 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N1 Cd1 O2 C25 98.3(4) . . . . ? N7 Cd1 O2 C25 -82.8(4) . . . . ? O13 Cd1 O2 C25 12.8(4) . . . . ? O12 Cd1 O2 C25 -4.0(7) 1_556 . . . ? O14 Cd1 O2 C25 -168.5(5) . . . . ? O11 Cd1 O2 C25 176.0(4) 1_556 . . . ? O16 Cd2 O5 C32 -64.4(3) . . . . ? O7 Cd2 O5 C32 170.5(3) . . . . ? O15 Cd2 O5 C32 110.3(3) . . . . ? O6 Cd2 O5 C32 4.8(3) . . . . ? N12 Cd2 O5 C32 -144.6(3) 1_655 . . . ? O8 Cd2 O5 C32 31.7(4) . . . . ? O16 Cd2 O6 C32 107.2(3) . . . . ? O7 Cd2 O6 C32 -170.6(3) . . . . ? O15 Cd2 O6 C32 -77.5(3) . . . . ? N12 Cd2 O6 C32 32.5(3) 1_655 . . . ? O8 Cd2 O6 C32 -171.1(3) . . . . ? O5 Cd2 O6 C32 -4.8(3) . . . . ? C34 Cd2 O6 C32 -173.0(3) . . . . ? O16 Cd2 O7 C34 74.7(3) . . . . ? O15 Cd2 O7 C34 -99.9(3) . . . . ? O6 Cd2 O7 C34 -4.2(5) . . . . ? N12 Cd2 O7 C34 156.6(3) 1_655 . . . ? O8 Cd2 O7 C34 -3.6(3) . . . . ? O5 Cd2 O7 C34 -158.8(3) . . . . ? O16 Cd2 O8 C34 -96.8(3) . . . . ? O7 Cd2 O8 C34 3.6(3) . . . . ? O15 Cd2 O8 C34 86.7(3) . . . . ? O6 Cd2 O8 C34 -176.7(3) . . . . ? N12 Cd2 O8 C34 -22.9(4) 1_655 . . . ? O5 Cd2 O8 C34 161.9(3) . . . . ? O2 Cd1 N1 C3 26.7(4) . . . . ? O13 Cd1 N1 C3 108.1(4) . . . . ? O12 Cd1 N1 C3 -171.7(4) 1_556 . . . ? O14 Cd1 N1 C3 -46.0(4) . . . . ? O11 Cd1 N1 C3 -119.7(4) 1_556 . . . ? O2 Cd1 N1 C2 -153.7(3) . . . . ? O13 Cd1 N1 C2 -72.3(3) . . . . ? O12 Cd1 N1 C2 7.9(4) 1_556 . . . ? O14 Cd1 N1 C2 133.6(3) . . . . ? O11 Cd1 N1 C2 59.9(3) 1_556 . . . ? C6 N2 N3 C7 0.7(8) . . . . ? O2 Cd1 N7 C14 -26.0(4) . . . . ? O13 Cd1 N7 C14 -107.5(4) . . . . ? O12 Cd1 N7 C14 172.5(4) 1_556 . . . ? O14 Cd1 N7 C14 46.6(4) . . . . ? O11 Cd1 N7 C14 120.4(4) 1_556 . . . ? O2 Cd1 N7 C15 150.0(4) . . . . ? O13 Cd1 N7 C15 68.4(4) . . . . ? O12 Cd1 N7 C15 -11.5(4) 1_556 . . . ? O14 Cd1 N7 C15 -137.5(4) . . . . ? O11 Cd1 N7 C15 -63.6(4) 1_556 . . . ? C18 N8 N9 C19 -0.3(5) . . . . ? C3 N1 C2 C1 2.9(7) . . . . ? Cd1 N1 C2 C1 -176.7(3) . . . . ? C5 C1 C2 N1 -2.5(7) . . . . ? C6 C1 C2 N1 179.9(5) . . . . ? C2 N1 C3 C4 -1.2(7) . . . . ? Cd1 N1 C3 C4 178.4(4) . . . . ? N1 C3 C4 C5 -0.7(8) . . . . ? C3 C4 C5 C1 1.1(7) . . . . ? C2 C1 C5 C4 0.5(7) . . . . ? C6 C1 C5 C4 178.1(5) . . . . ? N3 N2 C6 N4 -0.8(7) . . . . ? N3 N2 C6 C1 -179.8(5) . . . . ? C7 N4 C6 N2 0.6(6) . . . . ? N5 N4 C6 N2 173.3(5) . . . . ? C7 N4 C6 C1 179.5(5) . . . . ? N5 N4 C6 C1 -7.7(8) . . . . ? C2 C1 C6 N2 161.6(5) . . . . ? C5 C1 C6 N2 -15.9(8) . . . . ? C2 C1 C6 N4 -17.2(8) . . . . ? C5 C1 C6 N4 165.3(5) . . . . ? N2 N3 C7 N4 -0.4(7) . . . . ? N2 N3 C7 C8 178.7(5) . . . . ? C6 N4 C7 N3 -0.1(6) . . . . ? N5 N4 C7 N3 -172.4(5) . . . . ? C6 N4 C7 C8 -179.1(5) . . . . ? N5 N4 C7 C8 8.6(9) . . . . ? N3 C7 C8 C12 25.6(9) . . . . ? N4 C7 C8 C12 -155.5(6) . . . . ? N3 C7 C8 C9 -149.3(6) . . . . ? N4 C7 C8 C9 29.6(9) . . . . ? C10 N6 C9 C8 -1.2(8) . . . . ? C12 C8 C9 N6 2.1(8) . . . . ? C7 C8 C9 N6 177.0(5) . . . . ? C9 N6 C10 C11 -0.6(8) . . . . ? N6 C10 C11 C12 1.4(9) . . . . ? C10 C11 C12 C8 -0.4(9) . . . . ? C9 C8 C12 C11 -1.2(8) . . . . ? C7 C8 C12 C11 -176.4(5) . . . . ? C15 N7 C14 C13 -1.1(7) . . . . ? Cd1 N7 C14 C13 175.0(3) . . . . ? C17 C13 C14 N7 0.6(7) . . . . ? C18 C13 C14 N7 178.4(4) . . . . ? C14 N7 C15 C16 1.0(7) . . . . ? Cd1 N7 C15 C16 -175.1(4) . . . . ? N7 C15 C16 C17 -0.4(8) . . . . ? C15 C16 C17 C13 -0.1(8) . . . . ? C14 C13 C17 C16 0.0(7) . . . . ? C18 C13 C17 C16 -177.8(4) . . . . ? N9 N8 C18 N10 0.3(5) . . . . ? N9 N8 C18 C13 174.9(4) . . . . ? C19 N10 C18 N8 -0.1(5) . . . . ? N11 N10 C18 N8 -168.1(4) . . . . ? C19 N10 C18 C13 -174.6(4) . . . . ? N11 N10 C18 C13 17.4(7) . . . . ? C14 C13 C18 N8 -157.0(5) . . . . ? C17 C13 C18 N8 20.7(7) . . . . ? C14 C13 C18 N10 16.8(7) . . . . ? C17 C13 C18 N10 -165.5(4) . . . . ? N8 N9 C19 N10 0.3(5) . . . . ? N8 N9 C19 C20 -177.7(4) . . . . ? C18 N10 C19 N9 -0.1(5) . . . . ? N11 N10 C19 N9 167.6(4) . . . . ? C18 N10 C19 C20 177.8(4) . . . . ? N11 N10 C19 C20 -14.5(7) . . . . ? N9 C19 C20 C24 140.9(5) . . . . ? N10 C19 C20 C24 -36.7(7) . . . . ? N9 C19 C20 C21 -38.2(7) . . . . ? N10 C19 C20 C21 144.2(5) . . . . ? C22 N12 C21 C20 -1.1(7) . . . . ? Cd2 N12 C21 C20 164.0(4) 1_455 . . . ? C24 C20 C21 N12 -1.7(7) . . . . ? C19 C20 C21 N12 177.4(4) . . . . ? C21 N12 C22 C23 2.3(7) . . . . ? Cd2 N12 C22 C23 -163.9(4) 1_455 . . . ? N12 C22 C23 C24 -0.6(8) . . . . ? C22 C23 C24 C20 -2.3(8) . . . . ? C21 C20 C24 C23 3.3(7) . . . . ? C19 C20 C24 C23 -175.7(5) . . . . ? Cd1 O2 C25 O1 -11.8(8) . . . . ? Cd1 O2 C25 C26 166.4(3) . . . . ? O2 C25 C26 C27 -165.6(4) . . . . ? O1 C25 C26 C27 12.9(6) . . . . ? O2 C25 C26 C33 11.8(6) . . . . ? O1 C25 C26 C33 -169.8(4) . . . . ? C33 C26 C27 C28 2.9(6) . . . . ? C25 C26 C27 C28 -179.8(4) . . . . ? C26 C27 C28 C30 -2.8(7) . . . . ? C26 C27 C28 N13 179.6(4) . . . . ? O4 N13 C28 C30 19.5(7) . . . . ? O3 N13 C28 C30 -159.4(5) . . . . ? O4 N13 C28 C27 -162.8(5) . . . . ? O3 N13 C28 C27 18.3(7) . . . . ? C27 C28 C30 C31 -0.1(7) . . . . ? N13 C28 C30 C31 177.5(4) . . . . ? C28 C30 C31 C33 2.8(6) . . . . ? C28 C30 C31 C32 -178.4(4) . . . . ? Cd2 O5 C32 O6 -8.6(5) . . . . ? Cd2 O5 C32 C31 171.5(4) . . . . ? Cd2 O6 C32 O5 9.3(5) . . . . ? Cd2 O6 C32 C31 -170.8(3) . . . . ? C30 C31 C32 O5 171.8(4) . . . . ? C33 C31 C32 O5 -9.4(7) . . . . ? C30 C31 C32 O6 -8.1(7) . . . . ? C33 C31 C32 O6 170.7(4) . . . . ? C27 C26 C33 C31 -0.2(6) . . . . ? C25 C26 C33 C31 -177.6(4) . . . . ? C30 C31 C33 C26 -2.7(6) . . . . ? C32 C31 C33 C26 178.5(4) . . . . ? Cd2 O8 C34 O7 -6.5(5) . . . . ? Cd2 O8 C34 C35 172.9(4) . . . . ? Cd2 O7 C34 O8 7.1(5) . . . . ? Cd2 O7 C34 C35 -172.3(3) . . . . ? O16 Cd2 C34 O8 80.8(3) . . . . ? O7 Cd2 C34 O8 -173.5(5) . . . . ? O15 Cd2 C34 O8 -94.2(3) . . . . ? O6 Cd2 C34 O8 4.1(3) . . . . ? N12 Cd2 C34 O8 162.4(3) 1_655 . . . ? O16 Cd2 C34 O7 -105.6(3) . . . . ? O15 Cd2 C34 O7 79.4(3) . . . . ? O6 Cd2 C34 O7 177.6(3) . . . . ? N12 Cd2 C34 O7 -24.1(3) 1_655 . . . ? O8 Cd2 C34 O7 173.5(5) . . . . ? O8 C34 C35 C36 -1.9(7) . . . . ? O7 C34 C35 C36 177.6(4) . . . . ? O8 C34 C35 C42 177.7(4) . . . . ? O7 C34 C35 C42 -2.9(6) . . . . ? C42 C35 C36 C37 0.0(6) . . . . ? C34 C35 C36 C37 179.6(4) . . . . ? C35 C36 C37 C39 -1.4(6) . . . . ? C35 C36 C37 C38 176.1(4) . . . . ? Cd1 O12 C38 O11 4.8(5) 1_554 . . . ? Cd1 O12 C38 C37 -172.1(3) 1_554 . . . ? Cd1 O11 C38 O12 -4.7(4) 1_554 . . . ? Cd1 O11 C38 C37 172.2(3) 1_554 . . . ? C39 C37 C38 O12 172.5(4) . . . . ? C36 C37 C38 O12 -5.0(6) . . . . ? C39 C37 C38 O11 -4.5(6) . . . . ? C36 C37 C38 O11 178.0(4) . . . . ? C36 C37 C39 C40 1.8(6) . . . . ? C38 C37 C39 C40 -175.6(4) . . . . ? C37 C39 C40 C42 -0.9(7) . . . . ? C37 C39 C40 N14 177.8(4) . . . . ? O9 N14 C40 C42 -7.0(7) . . . . ? O10 N14 C40 C42 172.3(5) . . . . ? O9 N14 C40 C39 174.3(4) . . . . ? O10 N14 C40 C39 -6.5(7) . . . . ? C39 C40 C42 C35 -0.5(7) . . . . ? N14 C40 C42 C35 -179.2(4) . . . . ? C36 C35 C42 C40 0.9(7) . . . . ? C34 C35 C42 C40 -178.7(4) . . . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.633 _refine_diff_density_min -0.718 _refine_diff_density_rms 0.088 #===END data_3c _database_code_depnum_ccdc_archive 'CCDC 656153' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C21 H22 Cd N6 O10' _chemical_formula_weight 632.86 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 Monoclinic _symmetry_space_group_name_H-M C2/c 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 22.160(4) _cell_length_b 19.009(3) _cell_length_c 13.457(2) _cell_angle_alpha 90.00 _cell_angle_beta 124.142(2) _cell_angle_gamma 90.00 _cell_volume 4691.7(13) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3361 _cell_measurement_theta_min 2.22 _cell_measurement_theta_max 23.97 _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas None _exptl_crystal_density_diffrn 1.792 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2560 _exptl_absorpt_coefficient_mu 1.002 _exptl_absorpt_correction_type Multi-Scan _exptl_absorpt_correction_T_min 0.692222 _exptl_absorpt_correction_T_max 1.000000 _exptl_absorpt_process_details SADABS _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 'APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12516 _diffrn_reflns_av_R_equivalents 0.0294 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.01 _reflns_number_total 4134 _reflns_number_gt 3334 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX II' _computing_cell_refinement 'Bruker APEX II' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0762P)^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 4134 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0383 _refine_ls_wR_factor_ref 0.1086 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.042 _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 Cd1 Cd 0.257511(14) 0.241430(13) 0.28156(2) 0.03205(13) Uani 1 1 d D . . O1 O 0.31209(19) 0.17434(15) 0.4703(3) 0.0641(9) Uani 1 1 d . . . O2 O 0.29270(16) 0.11449(16) 0.3170(2) 0.0554(8) Uani 1 1 d . . . O3 O 0.28974(14) -0.15115(13) 0.3465(2) 0.0407(6) Uani 1 1 d . . . O4 O 0.33975(14) -0.19759(13) 0.5288(2) 0.0431(7) Uani 1 1 d . . . O5 O 0.46711(15) -0.05538(13) 0.8874(2) 0.0427(7) Uani 1 1 d . . . O6 O 0.45856(15) 0.06075(13) 0.8753(2) 0.0464(7) Uani 1 1 d . . . H6A H 0.4846 0.0549 0.9614 0.070 Uiso 1 1 d R . . O7 O 0.23893(14) 0.19707(13) 0.0977(2) 0.0435(7) Uani 1 1 d D . . H7A H 0.2199 0.1595 0.0583 0.065 Uiso 1 1 d RD . . H7B H 0.2162 0.2352 0.0670 0.065 Uiso 1 1 d RD . . O8 O 0.25729(19) 0.32606(16) 0.4065(3) 0.0718(10) Uani 1 1 d D . . H8A H 0.2359 0.3649 0.3741 0.108 Uiso 1 1 d RD . . H8B H 0.3026 0.3285 0.4628 0.108 Uiso 1 1 d RD . . N1 N 0.13821(16) 0.21583(16) 0.2085(3) 0.0356(7) Uani 1 1 d . . . N2 N -0.03976(16) 0.03164(16) 0.0883(3) 0.0380(7) Uani 1 1 d . . . N3 N -0.03989(16) -0.04095(15) 0.0869(3) 0.0372(7) Uani 1 1 d . . . N4 N 0.07265(16) -0.00524(14) 0.1832(2) 0.0295(6) Uani 1 1 d . . . N5 N 0.14941(16) -0.00221(15) 0.2569(3) 0.0414(8) Uani 1 1 d D . . H5A H 0.1645 -0.0337 0.3154 0.050 Uiso 1 1 d RD . . H5B H 0.1631 -0.0116 0.2069 0.050 Uiso 1 1 d RD . . N6 N 0.13031(16) -0.22668(15) 0.1755(3) 0.0327(7) Uani 1 1 d . . . C1 C 0.04981(19) 0.12671(18) 0.1613(3) 0.0313(8) Uani 1 1 d . . . C2 C 0.1192(2) 0.14833(19) 0.1983(3) 0.0371(9) Uani 1 1 d . . . H2 H 0.1541 0.1142 0.2168 0.045 Uiso 1 1 calc R . . C3 C 0.0877(2) 0.2652(2) 0.1800(4) 0.0385(9) Uani 1 1 d . . . H3 H 0.1005 0.3123 0.1865 0.046 Uiso 1 1 calc R . . C4 C 0.0175(2) 0.24808(19) 0.1414(4) 0.0391(10) Uani 1 1 d . . . H4 H -0.0166 0.2833 0.1218 0.047 Uiso 1 1 calc R . . C5 C -0.0019(2) 0.17880(19) 0.1319(3) 0.0361(9) Uani 1 1 d . . . H5 H -0.0492 0.1666 0.1061 0.043 Uiso 1 1 calc R . . C6 C 0.02849(19) 0.05225(18) 0.1463(3) 0.0302(8) Uani 1 1 d . . . C7 C 0.02788(18) -0.06204(19) 0.1426(3) 0.0297(8) Uani 1 1 d . . . C8 C 0.04755(18) -0.13673(18) 0.1517(3) 0.0297(8) Uani 1 1 d . . . C9 C 0.11365(19) -0.15900(18) 0.1740(3) 0.0336(8) Uani 1 1 d . . . H9 H 0.1480 -0.1252 0.1885 0.040 Uiso 1 1 calc R . . C10 C 0.0811(2) -0.2752(2) 0.1553(3) 0.0370(9) Uani 1 1 d . . . H10 H 0.0928 -0.3224 0.1574 0.044 Uiso 1 1 calc R . . C11 C 0.0135(2) -0.25838(19) 0.1313(4) 0.0382(9) Uani 1 1 d . . . H11 H -0.0197 -0.2934 0.1170 0.046 Uiso 1 1 calc R . . C12 C -0.00349(19) -0.18814(19) 0.1291(3) 0.0355(8) Uani 1 1 d . . . H12 H -0.0487 -0.1753 0.1127 0.043 Uiso 1 1 calc R . . C13 C 0.3140(2) 0.1179(2) 0.4251(3) 0.0418(10) Uani 1 1 d . . . C14 C 0.34168(19) 0.05221(19) 0.5005(3) 0.0315(8) Uani 1 1 d . . . C15 C 0.32637(19) -0.01345(18) 0.4474(3) 0.0311(8) Uani 1 1 d . . . H15 H 0.3021 -0.0166 0.3645 0.037 Uiso 1 1 calc R . . C16 C 0.34624(18) -0.07441(18) 0.5145(3) 0.0293(8) Uani 1 1 d . . . C17 C 0.32325(18) -0.14661(18) 0.4574(3) 0.0326(8) Uani 1 1 d . . . C18 C 0.38599(18) -0.06847(18) 0.6392(3) 0.0306(8) Uani 1 1 d . . . H18 H 0.4007 -0.1089 0.6862 0.037 Uiso 1 1 calc R . . C19 C 0.40373(19) -0.00329(17) 0.6938(3) 0.0287(8) Uani 1 1 d . . . C20 C 0.4462(2) -0.00107(17) 0.8283(3) 0.0301(8) Uani 1 1 d . . . C21 C 0.38019(19) 0.05745(18) 0.6253(3) 0.0318(8) Uani 1 1 d . . . H21 H 0.3899 0.1013 0.6620 0.038 Uiso 1 1 calc R . . O9 O 0.17411(18) 0.07966(18) 0.9611(3) 0.0683(9) Uani 1 1 d . . . O10 O 0.3052(5) 0.4543(4) 0.4094(9) 0.072(2) Uani 0.50 1 d P A 1 O10' O 0.2642(5) 0.4832(6) 0.3569(9) 0.089(3) Uani 0.50 1 d P B 2 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 0.03937(19) 0.02960(18) 0.02756(19) 0.00106(10) 0.01901(15) -0.00272(10) O1 0.106(3) 0.0369(17) 0.057(2) 0.0175(15) 0.050(2) 0.0160(16) O2 0.0664(19) 0.0639(19) 0.0287(15) 0.0167(14) 0.0222(14) -0.0027(16) O3 0.0543(16) 0.0383(14) 0.0244(14) -0.0078(11) 0.0189(12) -0.0024(12) O4 0.0543(16) 0.0332(14) 0.0293(14) -0.0027(12) 0.0159(13) -0.0014(12) O5 0.0622(18) 0.0302(14) 0.0224(13) 0.0017(11) 0.0157(13) 0.0011(12) O6 0.0746(19) 0.0308(14) 0.0203(13) -0.0014(11) 0.0182(13) -0.0002(13) O7 0.0677(18) 0.0319(14) 0.0252(13) 0.0038(11) 0.0227(13) 0.0029(13) O8 0.097(3) 0.058(2) 0.062(2) -0.0089(17) 0.046(2) 0.0118(18) N1 0.0458(18) 0.0284(16) 0.0357(18) 0.0009(14) 0.0246(15) -0.0021(14) N2 0.0364(17) 0.0346(16) 0.0408(18) 0.0005(14) 0.0203(15) 0.0005(13) N3 0.0364(17) 0.0354(17) 0.0436(19) -0.0015(14) 0.0248(15) -0.0019(13) N4 0.0340(16) 0.0303(16) 0.0281(15) 0.0010(13) 0.0198(13) 0.0003(12) N5 0.0308(16) 0.0418(19) 0.0432(18) 0.0021(15) 0.0156(14) 0.0000(13) N6 0.0356(17) 0.0296(16) 0.0318(17) 0.0008(13) 0.0183(14) 0.0001(13) C1 0.0382(19) 0.0338(19) 0.0222(18) 0.0005(14) 0.0172(16) 0.0021(15) C2 0.042(2) 0.032(2) 0.040(2) 0.0038(16) 0.0243(18) 0.0025(16) C3 0.053(3) 0.0301(19) 0.032(2) 0.0011(16) 0.024(2) 0.0029(17) C4 0.049(2) 0.039(2) 0.033(2) 0.0033(16) 0.025(2) 0.0111(17) C5 0.044(2) 0.044(2) 0.0262(19) 0.0033(16) 0.0231(17) 0.0048(17) C6 0.037(2) 0.0320(19) 0.0270(19) -0.0002(15) 0.0215(16) 0.0007(15) C7 0.0341(19) 0.0338(19) 0.0255(19) -0.0018(15) 0.0193(16) -0.0023(15) C8 0.0360(19) 0.0333(19) 0.0202(17) -0.0001(14) 0.0160(15) -0.0013(15) C9 0.040(2) 0.0290(19) 0.032(2) -0.0031(15) 0.0198(17) -0.0048(15) C10 0.050(2) 0.0265(18) 0.034(2) 0.0037(16) 0.0230(19) 0.0004(16) C11 0.042(2) 0.037(2) 0.036(2) -0.0003(16) 0.0224(19) -0.0090(16) C12 0.0371(19) 0.040(2) 0.031(2) 0.0005(16) 0.0206(17) -0.0032(16) C13 0.041(2) 0.044(2) 0.037(2) 0.0121(19) 0.0198(18) 0.0008(18) C14 0.0340(19) 0.038(2) 0.0262(19) 0.0031(15) 0.0188(16) -0.0009(15) C15 0.0320(19) 0.042(2) 0.0173(16) -0.0008(15) 0.0129(14) -0.0012(15) C16 0.0280(17) 0.0347(19) 0.0223(17) -0.0037(15) 0.0123(15) 0.0004(14) C17 0.0338(19) 0.034(2) 0.026(2) -0.0061(16) 0.0149(16) 0.0013(15) C18 0.0355(19) 0.0345(19) 0.0199(17) 0.0025(15) 0.0144(15) 0.0017(15) C19 0.0316(18) 0.0323(18) 0.0171(16) -0.0019(14) 0.0106(14) -0.0017(14) C20 0.039(2) 0.0285(19) 0.0212(17) -0.0017(15) 0.0159(15) -0.0016(14) C21 0.041(2) 0.0306(18) 0.0227(18) 0.0009(14) 0.0176(16) 0.0001(15) O9 0.072(2) 0.064(2) 0.084(3) -0.0159(19) 0.052(2) -0.0112(17) O10 0.077(6) 0.058(5) 0.094(7) -0.024(4) 0.056(5) -0.017(4) O10' 0.091(7) 0.123(9) 0.080(6) -0.021(6) 0.064(6) -0.013(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd1 N6 2.295(3) 4 ? Cd1 N1 2.297(3) . ? Cd1 O8 2.329(3) . ? Cd1 O7 2.421(3) . ? Cd1 O1 2.468(3) . ? Cd1 O3 2.492(2) 4 ? Cd1 O2 2.498(3) . ? O1 C13 1.245(5) . ? O2 C13 1.254(5) . ? O3 C17 1.242(4) . ? O3 Cd1 2.492(2) 4_545 ? O4 C17 1.266(4) . ? O5 C20 1.225(4) . ? O6 C20 1.289(4) . ? O6 H6A 0.9676 . ? O7 H7A 0.8478 . ? O7 H7B 0.8459 . ? O8 H8A 0.8531 . ? O8 H8B 0.8543 . ? N1 C2 1.333(4) . ? N1 C3 1.341(5) . ? N2 C6 1.313(4) . ? N2 N3 1.380(4) . ? N3 C7 1.309(4) . ? N4 C7 1.356(4) . ? N4 C6 1.361(4) . ? N4 N5 1.410(4) . ? N5 H5A 0.8912 . ? N5 H5B 0.8997 . ? N6 C9 1.335(4) . ? N6 C10 1.336(5) . ? N6 Cd1 2.295(3) 4_545 ? C1 C2 1.387(5) . ? C1 C5 1.393(5) . ? C1 C6 1.470(5) . ? C2 H2 0.9300 . ? C3 C4 1.374(6) . ? C3 H3 0.9300 . ? C4 C5 1.369(5) . ? C4 H4 0.9300 . ? C5 H5 0.9300 . ? C7 C8 1.470(5) . ? C8 C9 1.386(5) . ? C8 C12 1.393(5) . ? C9 H9 0.9300 . ? C10 C11 1.380(6) . ? C10 H10 0.9300 . ? C11 C12 1.383(5) . ? C11 H11 0.9300 . ? C12 H12 0.9300 . ? C13 C14 1.506(5) . ? C14 C15 1.382(5) . ? C14 C21 1.397(5) . ? C15 C16 1.380(5) . ? C15 H15 0.9300 . ? C16 C18 1.395(5) . ? C16 C17 1.515(5) . ? C18 C19 1.380(5) . ? C18 H18 0.9300 . ? C19 C21 1.383(5) . ? C19 C20 1.501(4) . ? C21 H21 0.9300 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N6 Cd1 N1 170.95(11) 4 . ? N6 Cd1 O8 94.39(12) 4 . ? N1 Cd1 O8 89.25(12) . . ? N6 Cd1 O7 83.59(10) 4 . ? N1 Cd1 O7 89.67(10) . . ? O8 Cd1 O7 155.58(10) . . ? N6 Cd1 O1 92.37(12) 4 . ? N1 Cd1 O1 96.46(11) . . ? O8 Cd1 O1 79.17(11) . . ? O7 Cd1 O1 125.17(9) . . ? N6 Cd1 O3 86.17(10) 4 4 ? N1 Cd1 O3 86.66(10) . 4 ? O8 Cd1 O3 76.30(10) . 4 ? O7 Cd1 O3 79.29(8) . 4 ? O1 Cd1 O3 155.23(10) . 4 ? N6 Cd1 O2 91.67(10) 4 . ? N1 Cd1 O2 92.18(10) . . ? O8 Cd1 O2 131.01(11) . . ? O7 Cd1 O2 73.41(9) . . ? O1 Cd1 O2 52.00(10) . . ? O3 Cd1 O2 152.68(9) 4 . ? C13 O1 Cd1 94.2(2) . . ? C13 O2 Cd1 92.6(3) . . ? C17 O3 Cd1 128.6(2) . 4_545 ? C20 O6 H6A 107.6 . . ? Cd1 O7 H7A 132.3 . . ? Cd1 O7 H7B 85.0 . . ? H7A O7 H7B 117.8 . . ? Cd1 O8 H8A 117.0 . . ? Cd1 O8 H8B 101.5 . . ? H8A O8 H8B 116.4 . . ? C2 N1 C3 118.6(3) . . ? C2 N1 Cd1 118.0(2) . . ? C3 N1 Cd1 123.4(3) . . ? C6 N2 N3 107.4(3) . . ? C7 N3 N2 107.8(3) . . ? C7 N4 C6 106.2(3) . . ? C7 N4 N5 129.6(3) . . ? C6 N4 N5 124.1(3) . . ? N4 N5 H5A 107.5 . . ? N4 N5 H5B 104.3 . . ? H5A N5 H5B 114.2 . . ? C9 N6 C10 118.4(3) . . ? C9 N6 Cd1 120.6(2) . 4_545 ? C10 N6 Cd1 121.0(2) . 4_545 ? C2 C1 C5 117.5(3) . . ? C2 C1 C6 122.7(3) . . ? C5 C1 C6 119.7(3) . . ? N1 C2 C1 123.0(3) . . ? N1 C2 H2 118.5 . . ? C1 C2 H2 118.5 . . ? N1 C3 C4 122.0(3) . . ? N1 C3 H3 119.0 . . ? C4 C3 H3 119.0 . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.3 . . ? C3 C4 H4 120.3 . . ? C4 C5 C1 119.5(4) . . ? C4 C5 H5 120.3 . . ? C1 C5 H5 120.3 . . ? N2 C6 N4 109.2(3) . . ? N2 C6 C1 122.9(3) . . ? N4 C6 C1 127.8(3) . . ? N3 C7 N4 109.4(3) . . ? N3 C7 C8 122.3(3) . . ? N4 C7 C8 128.3(3) . . ? C9 C8 C12 117.6(3) . . ? C9 C8 C7 122.8(3) . . ? C12 C8 C7 119.5(3) . . ? N6 C9 C8 123.2(3) . . ? N6 C9 H9 118.4 . . ? C8 C9 H9 118.4 . . ? N6 C10 C11 122.8(3) . . ? N6 C10 H10 118.6 . . ? C11 C10 H10 118.6 . . ? C10 C11 C12 118.4(3) . . ? C10 C11 H11 120.8 . . ? C12 C11 H11 120.8 . . ? C11 C12 C8 119.6(3) . . ? C11 C12 H12 120.2 . . ? C8 C12 H12 120.2 . . ? O1 C13 O2 121.2(4) . . ? O1 C13 C14 119.9(4) . . ? O2 C13 C14 118.9(4) . . ? C15 C14 C21 119.5(3) . . ? C15 C14 C13 120.8(3) . . ? C21 C14 C13 119.6(3) . . ? C16 C15 C14 121.6(3) . . ? C16 C15 H15 119.2 . . ? C14 C15 H15 119.2 . . ? C15 C16 C18 118.2(3) . . ? C15 C16 C17 122.4(3) . . ? C18 C16 C17 119.3(3) . . ? O3 C17 O4 125.6(3) . . ? O3 C17 C16 118.5(3) . . ? O4 C17 C16 115.9(3) . . ? C19 C18 C16 120.8(3) . . ? C19 C18 H18 119.6 . . ? C16 C18 H18 119.6 . . ? C18 C19 C21 120.4(3) . . ? C18 C19 C20 117.7(3) . . ? C21 C19 C20 121.8(3) . . ? O5 C20 O6 123.4(3) . . ? O5 C20 C19 120.8(3) . . ? O6 C20 C19 115.8(3) . . ? C19 C21 C14 119.3(3) . . ? C19 C21 H21 120.4 . . ? C14 C21 H21 120.4 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N6 Cd1 O1 C13 -91.0(3) 4 . . . ? N1 Cd1 O1 C13 87.0(3) . . . . ? O8 Cd1 O1 C13 174.9(3) . . . . ? O7 Cd1 O1 C13 -7.2(3) . . . . ? O3 Cd1 O1 C13 -177.0(2) 4 . . . ? O2 Cd1 O1 C13 -0.8(2) . . . . ? N6 Cd1 O2 C13 92.5(2) 4 . . . ? N1 Cd1 O2 C13 -95.7(2) . . . . ? O8 Cd1 O2 C13 -4.8(3) . . . . ? O7 Cd1 O2 C13 175.3(2) . . . . ? O1 Cd1 O2 C13 0.8(2) . . . . ? O3 Cd1 O2 C13 177.3(2) 4 . . . ? O8 Cd1 N1 C2 -134.3(3) . . . . ? O7 Cd1 N1 C2 70.1(3) . . . . ? O1 Cd1 N1 C2 -55.3(3) . . . . ? O3 Cd1 N1 C2 149.4(3) 4 . . . ? O2 Cd1 N1 C2 -3.3(3) . . . . ? O8 Cd1 N1 C3 43.2(3) . . . . ? O7 Cd1 N1 C3 -112.4(3) . . . . ? O1 Cd1 N1 C3 122.2(3) . . . . ? O3 Cd1 N1 C3 -33.1(3) 4 . . . ? O2 Cd1 N1 C3 174.2(3) . . . . ? C6 N2 N3 C7 -0.8(4) . . . . ? C3 N1 C2 C1 -1.1(6) . . . . ? Cd1 N1 C2 C1 176.5(3) . . . . ? C5 C1 C2 N1 1.2(5) . . . . ? C6 C1 C2 N1 177.9(3) . . . . ? C2 N1 C3 C4 0.4(6) . . . . ? Cd1 N1 C3 C4 -177.1(3) . . . . ? N1 C3 C4 C5 0.3(6) . . . . ? C3 C4 C5 C1 -0.1(6) . . . . ? C2 C1 C5 C4 -0.5(5) . . . . ? C6 C1 C5 C4 -177.3(3) . . . . ? N3 N2 C6 N4 -0.3(4) . . . . ? N3 N2 C6 C1 177.3(3) . . . . ? C7 N4 C6 N2 1.3(4) . . . . ? N5 N4 C6 N2 -174.3(3) . . . . ? C7 N4 C6 C1 -176.3(4) . . . . ? N5 N4 C6 C1 8.1(5) . . . . ? C2 C1 C6 N2 -165.3(3) . . . . ? C5 C1 C6 N2 11.3(5) . . . . ? C2 C1 C6 N4 11.9(6) . . . . ? C5 C1 C6 N4 -171.5(3) . . . . ? N2 N3 C7 N4 1.6(4) . . . . ? N2 N3 C7 C8 -176.3(3) . . . . ? C6 N4 C7 N3 -1.8(4) . . . . ? N5 N4 C7 N3 173.5(3) . . . . ? C6 N4 C7 C8 176.0(4) . . . . ? N5 N4 C7 C8 -8.7(6) . . . . ? N3 C7 C8 C9 158.5(3) . . . . ? N4 C7 C8 C9 -19.0(6) . . . . ? N3 C7 C8 C12 -16.9(5) . . . . ? N4 C7 C8 C12 165.6(3) . . . . ? C10 N6 C9 C8 -0.4(5) . . . . ? Cd1 N6 C9 C8 -178.3(3) 4_545 . . . ? C12 C8 C9 N6 -0.5(5) . . . . ? C7 C8 C9 N6 -176.0(3) . . . . ? C9 N6 C10 C11 0.9(6) . . . . ? Cd1 N6 C10 C11 178.8(3) 4_545 . . . ? N6 C10 C11 C12 -0.5(6) . . . . ? C10 C11 C12 C8 -0.4(6) . . . . ? C9 C8 C12 C11 0.9(5) . . . . ? C7 C8 C12 C11 176.6(3) . . . . ? Cd1 O1 C13 O2 1.4(4) . . . . ? Cd1 O1 C13 C14 -178.0(3) . . . . ? Cd1 O2 C13 O1 -1.4(4) . . . . ? Cd1 O2 C13 C14 178.0(3) . . . . ? O1 C13 C14 C15 162.1(4) . . . . ? O2 C13 C14 C15 -17.3(5) . . . . ? O1 C13 C14 C21 -14.7(6) . . . . ? O2 C13 C14 C21 166.0(3) . . . . ? C21 C14 C15 C16 2.0(5) . . . . ? C13 C14 C15 C16 -174.8(3) . . . . ? C14 C15 C16 C18 -3.3(5) . . . . ? C14 C15 C16 C17 173.6(3) . . . . ? Cd1 O3 C17 O4 -0.7(5) 4_545 . . . ? Cd1 O3 C17 C16 -179.9(2) 4_545 . . . ? C15 C16 C17 O3 5.2(5) . . . . ? C18 C16 C17 O3 -177.9(3) . . . . ? C15 C16 C17 O4 -174.0(3) . . . . ? C18 C16 C17 O4 2.8(5) . . . . ? C15 C16 C18 C19 1.2(5) . . . . ? C17 C16 C18 C19 -175.8(3) . . . . ? C16 C18 C19 C21 2.2(6) . . . . ? C16 C18 C19 C20 179.7(3) . . . . ? C18 C19 C20 O5 3.2(5) . . . . ? C21 C19 C20 O5 -179.4(4) . . . . ? C18 C19 C20 O6 -176.7(3) . . . . ? C21 C19 C20 O6 0.7(5) . . . . ? C18 C19 C21 C14 -3.5(6) . . . . ? C20 C19 C21 C14 179.1(3) . . . . ? C15 C14 C21 C19 1.5(5) . . . . ? C13 C14 C21 C19 178.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 1.162 _refine_diff_density_min -0.963 _refine_diff_density_rms 0.116 #===END