# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2002 data_global #=============================================================================== _audit_creation_date 17-05-02 _journal_coden_Cambridge 440 loop_ _publ_author_name 'M. Hosseini' 'Veronique Bulach' 'Andre de Cian' 'Marie Hutin' 'Nathalie Kyritsakas' 'Bertrand Zimmer' _publ_contact_author_name 'Prof M Hosseini' _publ_contact_author_address ; Laboratoire de Chimie de Coordination Organique Universite Louis Pasteur 4 rue Blaise Pascal 67000 Strasbourg ; _publ_contact_author_email 'HOSSEINI@CHIMIE.U-STRASBG.FR' _publ_requested_journal 'New Journal of Chemistry' _publ_section_title ; A 3-D network based on porphyrin and copper : an interplay between coordination bonding, Pi-Pi interactions and H-bonding ; data_st1174 _database_code_CSD 190193 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C74 H58 Cu N14 O6' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C74 H58 Cu N14 O6' _chemical_formula_weight 1302.92 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cu ? 0.263 1.266 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 11.0102(2) _cell_length_b 11.3676(2) _cell_length_c 13.6847(3) _cell_angle_alpha 76.117(5) _cell_angle_beta 82.625(5) _cell_angle_gamma 65.319(5) _cell_volume 1510.07(5) _cell_formula_units_Z 1 _cell_measurement_temperature 173 _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'brown' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.43 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 677 _exptl_absorpt_coefficient_mu 0.433 _exptl_absorpt_correction_type refdelf_(Walker_&_Stuart,_1983) _exptl_absorpt_correction_T_min 0.9240 _exptl_absorpt_correction_T_max 1.0000 #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 13799 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 50 sec per frame. Data collection was divided into 5 set(s) with the following starting angles and number of frames : Set 1 Theta = 8.80 Omega = 0.00 Kappa = 0.00 91 frames Set 2 Theta = -8.50 Kappa = 134.00 Phi = 0.00 24 frames Set 3 Theta = 0.00 Kappa = 0.00 Phi = 0.00 0 frames Set 4 Theta = 0.00 Kappa = 0.00 Phi = 0.00 0 frames Set 5 Theta = 0.00 Kappa = 0.00 Phi = 0.00 0 frames Friedel pairs were averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 13799 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 30.03 _reflns_number_total 8776 _reflns_number_gt 4301 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4301 _refine_ls_number_parameters 430 _refine_ls_number_restraints 3 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.107 _refine_ls_R_factor_gt 0.044 _refine_ls_wR_factor_all 7.231 _refine_ls_wR_factor_ref 0.063 _refine_ls_goodness_of_fit_all 1.800 _refine_ls_goodness_of_fit_ref 1.030 _refine_ls_shift/su_max 0.004 _refine_ls_shift/esd_mean 0.001 _refine_diff_density_max 0.430 _refine_diff_density_min -0.132 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol CU 1.0000 0.0000 1.0000 0.0207(2) 0.500 Uani ? ? Cu N1 1.1051(2) -0.1962(2) 1.0153(1) 0.0191(9) 1.000 Uani ? ? N C1 1.1136(2) -0.2752(2) 0.9503(2) 0.023(1) 1.000 Uani ? ? C C2 1.2086(3) -0.4086(3) 0.9850(2) 0.028(1) 1.000 Uani ? ? C C3 1.2554(3) -0.4107(2) 1.0718(2) 0.027(1) 1.000 Uani ? ? C C4 1.1916(2) -0.2799(2) 1.0913(2) 0.021(1) 1.000 Uani ? ? C C5 1.2192(2) -0.2424(2) 1.1736(2) 0.021(1) 1.000 Uani ? ? C C6 1.1684(2) -0.1129(2) 1.1878(2) 0.018(1) 1.000 Uani ? ? C N2 1.0766(2) -0.0043(2) 1.1271(1) 0.0194(9) 1.000 Uani ? ? N C7 1.0539(2) 0.1025(2) 1.1693(2) 0.021(1) 1.000 Uani ? ? C C8 1.1368(2) 0.0589(2) 1.2560(2) 0.024(1) 1.000 Uani ? ? C C9 1.2039(2) -0.0721(2) 1.2679(2) 0.022(1) 1.000 Uani ? ? C C10 1.3002(2) -0.3508(2) 1.2556(2) 0.020(1) 1.000 Uani ? ? C C11 1.2422(2) -0.4329(3) 1.3139(2) 0.029(1) 1.000 Uani ? ? C C12 1.3063(3) -0.5329(3) 1.3941(2) 0.030(1) 1.000 Uani ? ? C C13 1.4341(3) -0.5520(3) 1.4154(2) 0.027(1) 1.000 Uani ? ? C C14 1.4940(2) -0.4734(3) 1.3582(2) 0.026(1) 1.000 Uani ? ? C C15 1.4286(2) -0.3718(2) 1.2789(2) 0.023(1) 1.000 Uani ? ? C N3 1.4946(2) -0.2907(2) 1.2220(2) 0.025(1) 1.000 Uani ? ? N C16 1.5481(2) -0.2300(3) 1.2674(2) 0.026(1) 1.000 Uani ? ? C O1 1.5353(2) -0.2311(2) 1.3572(1) 0.0383(9) 1.000 Uani ? ? O C17 1.6306(2) -0.1617(3) 1.2023(2) 0.026(1) 1.000 Uani ? ? C C18 1.6278(3) -0.1239(3) 1.0988(2) 0.047(1) 1.000 Uani ? ? C C19 1.7138(3) -0.0658(3) 1.0489(2) 0.047(1) 1.000 Uani ? ? C N4 1.8000(2) -0.0455(2) 1.0940(2) 0.035(1) 1.000 Uani ? ? N C20 1.7986(3) -0.0796(3) 1.1931(2) 0.044(1) 1.000 Uani ? ? C C21 1.7169(3) -0.1354(3) 1.2492(2) 0.038(1) 1.000 Uani ? ? C C22 0.9625(2) 0.2319(2) 1.1368(2) 0.022(1) 1.000 Uani ? ? C C23 0.9421(2) 0.3325(2) 1.1981(2) 0.024(1) 1.000 Uani ? ? C C24 0.9775(3) 0.4389(3) 1.1565(2) 0.031(1) 1.000 Uani ? ? C C25 0.9565(3) 0.5364(3) 1.2089(2) 0.039(1) 1.000 Uani ? ? C C26 0.9011(3) 0.5261(3) 1.3059(2) 0.038(1) 1.000 Uani ? ? C C27 0.8663(3) 0.4218(3) 1.3492(2) 0.031(1) 1.000 Uani ? ? C C28 0.8856(2) 0.3245(2) 1.2966(2) 0.024(1) 1.000 Uani ? ? C N5 0.8542(2) 0.2142(2) 1.3392(2) 0.030(1) 1.000 Uani ? ? N C29 0.7985(3) 0.1829(3) 1.4315(2) 0.029(1) 1.000 Uani ? ? C O2 0.7523(2) 0.2563(2) 1.4913(1) 0.041(1) 1.000 Uani ? ? O C30 0.7995(3) 0.0467(3) 1.4561(2) 0.030(1) 1.000 Uani ? ? C C31 0.6898(3) 0.0276(3) 1.5079(2) 0.036(1) 1.000 Uani ? ? C C32 0.6954(3) -0.1003(3) 1.5322(2) 0.048(1) 1.000 Uani ? ? C N6 0.8004(3) -0.2065(2) 1.5137(2) 0.054(1) 1.000 Uani ? ? N C33 0.9054(3) -0.1866(3) 1.4654(2) 0.044(2) 1.000 Uani ? ? C C34 0.9082(3) -0.0633(3) 1.4351(2) 0.036(1) 1.000 Uani ? ? C N7 1.4858(2) 0.2431(2) 1.1584(2) 0.039(1) 1.000 Uani ? ? N C35 1.5603(4) 0.2241(4) 1.2437(3) 0.071(2) 1.000 Uani ? ? C C36 1.3610(3) 0.2267(4) 1.1799(3) 0.063(2) 1.000 Uani ? ? C C37 1.5299(3) 0.2715(3) 1.0654(2) 0.047(2) 1.000 Uani ? ? C O3 1.4722(2) 0.2919(2) 0.9892(2) 0.055(1) 1.000 Uani ? ? O H1 1.2334 -0.4811 0.9528 0.0375 1.000 Uiso calc C2 H H2 1.3191 -0.4855 1.1128 0.0370 1.000 Uiso calc C3 H H3 1.1423 0.1133 1.2967 0.0309 1.000 Uiso calc C8 H H4 1.2642 -0.1282 1.3198 0.0306 1.000 Uiso calc C9 H H5 1.1554 -0.4203 1.2982 0.0364 1.000 Uiso calc C11 H H6 1.2639 -0.5869 1.4336 0.0400 1.000 Uiso calc C12 H H7 1.4800 -0.6199 1.4699 0.0391 1.000 Uiso calc C13 H H8 1.5819 -0.4885 1.3730 0.0359 1.000 Uiso calc C14 H H9 1.5685 -0.1372 1.0622 0.0591 1.000 Uiso calc C18 H H10 1.7100 -0.0389 0.9777 0.0624 1.000 Uiso calc C19 H H11 1.8583 -0.0643 1.2278 0.0522 1.000 Uiso calc C20 H H12 1.7198 -0.1561 1.3206 0.0470 1.000 Uiso calc C21 H H13 0.9829 -0.4447 0.9094 0.0396 1.000 Uiso calc ? H H14 1.0203 -0.6091 0.8211 0.0478 1.000 Uiso calc ? H H15 1.1130 -0.5919 0.6573 0.0483 1.000 Uiso calc ? H H16 1.1713 -0.4160 0.5842 0.0415 1.000 Uiso calc ? H H17 1.3861 -0.0995 0.4739 0.0496 1.000 Uiso calc ? H H18 1.3814 0.1127 0.4357 0.0603 1.000 Uiso calc ? H H19 1.0181 0.2609 0.5487 0.0562 1.000 Uiso calc ? H H20 1.0153 0.0536 0.6003 0.0458 1.000 Uiso calc ? H H21 1.5126 0.2046 1.3040 0.0952 1.000 Uiso calc C35 H H22 1.6450 0.1527 1.2416 0.0952 1.000 Uiso calc C35 H H23 1.5725 0.3024 1.2422 0.0952 1.000 Uiso calc C35 H H24 1.3462 0.2067 1.2508 0.0816 1.000 Uiso calc C36 H H25 1.2897 0.3062 1.1514 0.0816 1.000 Uiso calc C36 H H26 1.3652 0.1564 1.1518 0.0816 1.000 Uiso calc C36 H H27 1.5012 -0.2791 1.1507 0.0339 1.000 Uiso calc N3 H H28 1.1252 -0.1524 0.7028 0.0381 1.000 Uiso calc ? H H29 1.6148 0.2765 1.0571 0.0606 1.000 Uiso calc C37 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol CU 0.0257(2) 0.0213(2) 0.0162(2) -0.0093(1) -0.0062(2) -0.0011(2) Cu N1 0.0236(9) 0.0217(9) 0.0137(9) -0.0098(6) -0.0036(8) -0.0005(7) N C1 0.029(1) 0.024(1) 0.016(1) -0.0142(7) -0.003(1) 0.0001(9) C C2 0.034(1) 0.024(1) 0.026(1) -0.0085(9) -0.007(1) -0.004(1) C C3 0.035(1) 0.023(1) 0.024(1) -0.0093(9) -0.010(1) 0.002(1) C C4 0.024(1) 0.023(1) 0.018(1) -0.0092(7) -0.0038(9) -0.0010(9) C C5 0.024(1) 0.024(1) 0.016(1) -0.0111(7) -0.0043(9) 0.0025(9) C C6 0.022(1) 0.026(1) 0.010(1) -0.0116(7) 0.0000(9) -0.0009(9) C N2 0.0237(8) 0.0186(8) 0.0165(9) -0.0098(6) -0.0009(8) -0.0022(7) N C7 0.021(1) 0.027(1) 0.017(1) -0.0113(7) 0.0010(9) -0.0036(9) C C8 0.026(1) 0.029(1) 0.017(1) -0.0113(8) -0.004(1) -0.0043(9) C C9 0.022(1) 0.032(1) 0.015(1) -0.0100(8) -0.0036(9) -0.0018(9) C C10 0.026(1) 0.019(1) 0.016(1) -0.0081(7) -0.0042(9) -0.0006(9) C C11 0.030(1) 0.032(1) 0.025(1) -0.0155(8) -0.007(1) -0.001(1) C C12 0.043(1) 0.029(1) 0.023(1) -0.0195(8) -0.002(1) 0.000(1) C C13 0.041(1) 0.025(1) 0.020(1) -0.0101(9) -0.010(1) 0.002(1) C C14 0.027(1) 0.030(1) 0.022(1) -0.0084(8) -0.007(1) -0.001(1) C C15 0.027(1) 0.025(1) 0.018(1) -0.0105(8) -0.001(1) -0.0030(9) C N3 0.0251(9) 0.035(1) 0.018(1) -0.0156(7) -0.0006(8) 0.0013(8) N C16 0.025(1) 0.034(1) 0.021(1) -0.0120(8) -0.003(1) -0.000(1) C O1 0.0452(9) 0.0506(9) 0.0245(9) -0.0285(6) 0.0038(8) -0.0085(8) O C17 0.024(1) 0.029(1) 0.025(1) -0.0102(8) -0.001(1) -0.003(1) C C18 0.049(1) 0.071(2) 0.030(2) -0.0422(9) -0.004(1) -0.000(1) C C19 0.055(1) 0.073(2) 0.027(2) -0.044(1) -0.003(1) 0.006(1) C N4 0.036(1) 0.041(1) 0.029(1) -0.0217(7) -0.001(1) -0.001(1) N C20 0.050(1) 0.056(1) 0.030(1) -0.0358(9) 0.001(1) -0.010(1) C C21 0.044(1) 0.047(1) 0.026(1) -0.0279(9) 0.004(1) -0.007(1) C C22 0.026(1) 0.024(1) 0.018(1) -0.0123(7) -0.003(1) -0.0009(9) C C23 0.026(1) 0.023(1) 0.022(1) -0.0092(8) -0.009(1) -0.0013(9) C C24 0.037(1) 0.031(1) 0.026(1) -0.0167(8) -0.007(1) -0.002(1) C C25 0.044(1) 0.035(1) 0.039(2) -0.0220(9) -0.010(1) -0.004(1) C C26 0.043(1) 0.031(1) 0.043(1) -0.0138(9) -0.012(1) -0.013(1) C C27 0.035(1) 0.035(1) 0.025(1) -0.0107(9) -0.007(1) -0.009(1) C C28 0.026(1) 0.025(1) 0.021(1) -0.0099(8) -0.004(1) -0.0032(9) C N5 0.038(1) 0.032(1) 0.022(1) -0.0176(7) 0.0024(9) -0.0083(8) N C29 0.028(1) 0.037(1) 0.024(1) -0.0107(9) -0.005(1) -0.004(1) C O2 0.053(1) 0.042(1) 0.030(1) -0.0174(8) 0.0088(9) -0.0101(8) O C30 0.035(1) 0.042(1) 0.019(1) -0.0210(8) -0.004(1) -0.002(1) C C31 0.033(1) 0.059(2) 0.023(1) -0.021(1) -0.001(1) -0.004(1) C C32 0.052(1) 0.067(2) 0.031(2) -0.0407(9) -0.003(1) 0.003(1) C N6 0.068(1) 0.054(1) 0.043(1) -0.0399(8) -0.016(1) 0.007(1) N C33 0.048(1) 0.039(1) 0.045(2) -0.022(1) -0.013(1) 0.001(1) C C34 0.037(1) 0.040(1) 0.031(1) -0.0192(9) -0.002(1) -0.002(1) C N7 0.043(1) 0.046(1) 0.030(1) -0.0166(9) 0.004(1) -0.010(1) N C35 0.076(2) 0.085(2) 0.056(2) -0.015(2) -0.012(2) -0.035(2) C C36 0.056(2) 0.076(2) 0.060(2) -0.037(1) 0.011(2) -0.007(2) C C37 0.053(2) 0.050(2) 0.039(2) -0.024(1) 0.006(1) -0.012(1) C O3 0.076(1) 0.069(1) 0.032(1) -0.028(1) -0.001(1) -0.011(1) O # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CU N1 2.010(2) . . ? CU N2 2.011(2) . . ? N1 C1 1.379(3) . . ? N1 C4 1.384(3) . . ? C1 C2 1.441(4) . . ? C1 C4 2.191(4) . . ? C2 C3 1.346(4) . . ? C3 C4 1.430(4) . . ? C4 C5 1.404(4) . . ? C5 C6 1.393(4) . . ? C5 C10 1.499(4) . . ? C6 N2 1.384(3) . . ? C6 C9 1.441(4) . . ? N2 C7 1.383(4) . . ? C7 C8 1.451(4) . . ? C7 C22 1.392(4) . . ? C8 C9 1.336(4) . . ? C10 C11 1.387(4) . . ? C10 C15 1.398(4) . . ? C11 C12 1.388(4) . . ? C12 C13 1.389(4) . . ? C13 C14 1.367(4) . . ? C14 C15 1.391(4) . . ? C15 N3 1.433(3) . . ? N3 C16 1.360(4) . . ? C16 O1 1.217(3) . . ? C16 C17 1.507(4) . . ? C17 C18 1.378(4) . . ? C17 C21 1.376(4) . . ? C18 C19 1.392(4) . . ? C19 N4 1.317(4) . . ? N4 C20 1.318(4) . . ? C20 C21 1.366(4) . . ? C22 C23 1.503(4) . . ? C23 C24 1.395(4) . . ? C23 C28 1.409(4) . . ? C24 C25 1.385(4) . . ? C25 C26 1.388(5) . . ? C26 C27 1.374(4) . . ? C27 C28 1.390(4) . . ? C28 N5 1.412(4) . . ? N5 C29 1.366(4) . . ? C29 O2 1.220(4) . . ? C29 C30 1.500(4) . . ? C30 C31 1.390(4) . . ? C30 C34 1.383(5) . . ? C31 C32 1.388(5) . . ? C32 N6 1.328(5) . . ? N6 C33 1.333(5) . . ? C33 C34 1.375(5) . . ? N7 C35 1.435(5) . . ? N7 C36 1.447(5) . . ? N7 C37 1.317(4) . . ? C37 O3 1.215(4) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 CU N2 90.18(9) . . . ? CU N1 C1 128.0(2) . . . ? CU N1 C4 126.9(2) . . . ? C1 N1 C4 104.9(2) . . . ? N1 C1 C2 110.4(2) . . . ? N1 C1 C4 37.6(1) . . . ? C2 C1 C4 72.8(2) . . . ? C1 C2 C3 106.8(3) . . . ? C2 C3 C4 107.5(3) . . . ? N1 C4 C1 37.4(1) . . . ? N1 C4 C3 110.3(2) . . . ? N1 C4 C5 125.6(3) . . . ? C1 C4 C3 72.9(2) . . . ? C1 C4 C5 163.0(2) . . . ? C3 C4 C5 124.0(3) . . . ? C4 C5 C6 124.5(3) . . . ? C4 C5 C10 117.3(3) . . . ? C6 C5 C10 118.0(2) . . . ? C5 C6 N2 125.2(2) . . . ? C5 C6 C9 124.9(3) . . . ? N2 C6 C9 109.9(2) . . . ? CU N2 C6 127.4(2) . . . ? CU N2 C7 127.0(2) . . . ? C6 N2 C7 105.5(2) . . . ? N2 C7 C8 109.6(3) . . . ? N2 C7 C22 126.0(2) . . . ? C8 C7 C22 124.4(3) . . . ? C7 C8 C9 107.2(2) . . . ? C6 C9 C8 107.7(2) . . . ? C5 C10 C11 117.8(2) . . . ? C5 C10 C15 124.1(2) . . . ? C11 C10 C15 118.1(3) . . . ? C10 C11 C12 122.4(3) . . . ? C11 C12 C13 118.4(3) . . . ? C12 C13 C14 120.3(3) . . . ? C13 C14 C15 121.2(3) . . . ? C10 C15 C14 119.6(3) . . . ? C10 C15 N3 121.1(2) . . . ? C14 C15 N3 119.3(3) . . . ? C15 N3 C16 121.7(2) . . . ? N3 C16 O1 123.5(3) . . . ? N3 C16 C17 117.4(2) . . . ? O1 C16 C17 119.1(3) . . . ? C16 C17 C18 125.5(3) . . . ? C16 C17 C21 117.8(3) . . . ? C18 C17 C21 116.7(3) . . . ? C17 C18 C19 118.6(3) . . . ? C18 C19 N4 124.4(3) . . . ? C19 N4 C20 115.9(3) . . . ? N4 C20 C21 124.3(3) . . . ? C17 C21 C20 120.0(3) . . . ? C7 C22 C23 118.4(2) . . . ? C22 C23 C24 119.7(3) . . . ? C22 C23 C28 122.1(2) . . . ? C24 C23 C28 118.3(3) . . . ? C23 C24 C25 121.7(3) . . . ? C24 C25 C26 118.9(3) . . . ? C25 C26 C27 120.7(3) . . . ? C26 C27 C28 120.6(3) . . . ? C23 C28 C27 119.8(3) . . . ? C23 C28 N5 117.8(3) . . . ? C27 C28 N5 122.4(3) . . . ? C28 N5 C29 129.8(3) . . . ? N5 C29 O2 124.6(3) . . . ? N5 C29 C30 114.2(3) . . . ? O2 C29 C30 121.1(3) . . . ? C29 C30 C31 118.9(3) . . . ? C29 C30 C34 123.0(3) . . . ? C31 C30 C34 118.0(3) . . . ? C30 C31 C32 117.5(3) . . . ? C31 C32 N6 124.7(3) . . . ? C32 N6 C33 116.8(3) . . . ? N6 C33 C34 123.0(4) . . . ? C30 C34 C33 119.9(3) . . . ? C35 N7 C36 116.5(3) . . . ? C35 N7 C37 121.8(3) . . . ? C36 N7 C37 121.8(3) . . . ? N7 C37 O3 126.0(3) . . . ? #=============================================================================== data_st812 _database_code_CSD 190194 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C73 H51 Cl15 N12 O4' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C73 H51 Cl15 N12 O4' _chemical_formula_weight 1692.09 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cl ? 0.132 0.159 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 12.8117(2) _cell_length_b 13.0953(2) _cell_length_c 13.5473(3) _cell_angle_alpha 104.664(5) _cell_angle_beta 111.913(5) _cell_angle_gamma 104.738(5) _cell_volume 1879.54(6) _cell_formula_units_Z 1 _cell_measurement_temperature 173 _cell_measurement_reflns_used 12240 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.5 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.49 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 0.607 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 12240 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 60 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 91 frames Set 2 Theta = -6.30 Kappa = -174.00 Phi = 0.00 21 frames Friedel pairs were averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 12240 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.49 _reflns_number_total 8552 _reflns_number_gt 4617 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4617 _refine_ls_number_parameters 505 _refine_ls_number_restraints 0 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.128 _refine_ls_R_factor_gt 0.069 _refine_ls_wR_factor_all 0.178 _refine_ls_wR_factor_ref 0.083 _refine_ls_goodness_of_fit_all 2.427 _refine_ls_goodness_of_fit_ref 1.072 _refine_ls_shift/su_max 0.009 _refine_ls_shift/esd_mean 0.001 _refine_diff_density_max 0.595 _refine_diff_density_min -0.123 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol C1 0.4420(3) 0.2535(3) 0.9858(3) 0.024(2) 1.000 Uani ? ? C C2 0.4724(4) 0.1556(3) 0.9544(4) 0.034(2) 1.000 Uani ? ? C C3 0.5553(4) 0.1835(3) 0.9170(3) 0.035(2) 1.000 Uani ? ? C C4 0.5762(3) 0.2987(3) 0.9213(3) 0.026(2) 1.000 Uani ? ? C C5 0.6537(3) 0.3597(3) 0.8880(3) 0.025(2) 1.000 Uani ? ? C C6 0.6711(3) 0.4712(3) 0.8927(3) 0.025(2) 1.000 Uani ? ? C C7 0.7459(3) 0.5341(3) 0.8535(3) 0.034(2) 1.000 Uani ? ? C C8 0.7439(4) 0.6394(3) 0.8788(3) 0.034(2) 1.000 Uani ? ? C C9 0.6649(3) 0.6441(3) 0.9309(3) 0.024(1) 1.000 Uani ? ? C C10 0.3615(3) 0.2603(3) 1.0319(3) 0.025(2) 1.000 Uani ? ? C N1 0.5066(3) 0.3394(3) 0.9648(3) 0.027(1) 1.000 Uani ? ? N N2 0.6210(3) 0.5400(2) 0.9374(3) 0.025(1) 1.000 Uani ? ? N C11 0.7294(3) 0.3059(3) 0.8488(3) 0.027(1) 1.000 Uani ? ? C C12 0.6800(3) 0.2085(3) 0.7488(3) 0.027(2) 1.000 Uani ? ? C C13 0.7557(4) 0.1629(3) 0.7194(3) 0.033(2) 1.000 Uani ? ? C C14 0.8805(3) 0.2131(3) 0.7868(4) 0.038(2) 1.000 Uani ? ? C C15 0.9310(3) 0.3097(3) 0.8861(4) 0.034(2) 1.000 Uani ? ? C C16 0.8561(3) 0.3554(3) 0.9165(4) 0.030(2) 1.000 Uani ? ? C N3 0.5508(3) 0.1518(3) 0.6759(3) 0.030(1) 1.000 Uani ? ? N C17 0.4864(4) 0.1987(4) 0.6138(4) 0.039(2) 1.000 Uani ? ? C O1 0.5323(3) 0.2929(3) 0.6133(3) 0.054(2) 1.000 Uani ? ? O C18 0.3508(4) 0.1272(4) 0.5423(4) 0.036(2) 1.000 Uani ? ? C C19 0.2876(5) 0.1422(4) 0.4426(5) 0.048(2) 1.000 Uani ? ? C C20 0.1618(5) 0.0806(4) 0.3803(5) 0.053(3) 1.000 Uani ? ? C N4 0.0988(4) 0.0106(4) 0.4107(4) 0.051(2) 1.000 Uani ? ? N C21 0.1607(5) -0.0013(5) 0.5061(5) 0.051(3) 1.000 Uani ? ? C C22 0.2861(4) 0.0532(4) 0.5744(4) 0.040(2) 1.000 Uani ? ? C C23 0.2916(3) 0.1528(3) 1.0374(3) 0.026(2) 1.000 Uani ? ? C C24 0.3394(3) 0.1206(3) 1.1300(3) 0.032(2) 1.000 Uani ? ? C C25 0.2678(4) 0.0219(3) 1.1330(4) 0.036(2) 1.000 Uani ? ? C C26 0.1531(4) -0.0443(4) 1.0436(4) 0.039(2) 1.000 Uani ? ? C C27 0.1056(4) -0.0147(4) 0.9511(4) 0.037(2) 1.000 Uani ? ? C C28 0.1748(4) 0.0839(4) 0.9485(4) 0.034(2) 1.000 Uani ? ? C N5 0.4583(3) 0.1926(3) 1.2197(3) 0.037(2) 1.000 Uani ? ? N C29 0.5346(4) 0.1669(4) 1.3006(4) 0.039(2) 1.000 Uani ? ? C O2 0.5077(3) 0.0750(3) 1.3095(3) 0.057(2) 1.000 Uani ? ? O C30 0.6575(4) 0.2616(4) 1.3823(4) 0.039(2) 1.000 Uani ? ? C C31 0.7240(5) 0.2579(4) 1.4873(4) 0.048(2) 1.000 Uani ? ? C C32 0.8376(5) 0.3435(5) 1.5628(4) 0.050(3) 1.000 Uani ? ? C N6 0.8893(4) 0.4312(3) 1.5427(4) 0.046(2) 1.000 Uani ? ? N C33 0.8246(5) 0.4342(4) 1.4408(4) 0.054(2) 1.000 Uani ? ? C C34 0.7108(4) 0.3530(4) 1.3591(4) 0.046(2) 1.000 Uani ? ? C C35 0.2443(4) 0.3561(4) 0.7713(4) 0.044(2) 1.000 Uani ? ? C CL1 0.1335(1) 0.2162(1) 0.7047(1) 0.0562(6) 1.000 Uani ? ? Cl CL2 0.3197(1) 0.3820(1) 0.6909(1) 0.0767(7) 1.000 Uani ? ? Cl CL3 0.1777(1) 0.4564(1) 0.7933(1) 0.0686(7) 1.000 Uani ? ? Cl C36 0.9505(6) 0.3094(5) 1.2820(5) 0.084(3) 1.000 Uani ? ? C CL4 1.0287(3) 0.3306(4) 1.2085(3) 0.098(2) 0.500 Uani ? ? Cl CL5 0.7855(3) 0.2383(3) 1.1615(4) 0.086(2) 0.500 Uani ? ? Cl CL6 0.9471(2) 0.2158(2) 1.3465(2) 0.159(1) 1.000 Uani ? ? Cl CL7 1.1119(3) 0.3203(4) 1.2942(4) 0.159(2) 0.500 Uani ? ? Cl CL8 0.8662(6) 0.2893(3) 1.1620(3) 0.155(2) 0.500 Uani ? ? Cl C37 1.4610(9) 0.511(1) 1.482(1) 0.086(6) 0.500 Uani ? ? C CL9 1.4607(5) 0.5430(6) 1.5838(6) 0.152(4) 0.500 Uani ? ? Cl CL10 1.3139(4) 0.4189(5) 1.4270(4) 0.123(3) 0.500 Uani ? ? Cl CL11 1.4576(4) 0.4321(5) 1.3760(4) 0.107(3) 0.500 Uani ? ? Cl H1 0.4400 0.0843 0.9592 0.0420 1.000 Uiso calc C2 H H2 0.5932 0.1361 0.8923 0.0411 1.000 Uiso calc C3 H H3 0.7888 0.5061 0.8165 0.0409 1.000 Uiso calc C7 H H4 0.7870 0.7000 0.8648 0.0408 1.000 Uiso calc C8 H H5 0.7209 0.0958 0.6515 0.0415 1.000 Uiso calc C13 H H6 0.9314 0.1814 0.7651 0.0438 1.000 Uiso calc C14 H H7 1.0170 0.3448 0.9335 0.0457 1.000 Uiso calc C15 H H8 0.8917 0.4220 0.9850 0.0394 1.000 Uiso calc C16 H H9 0.3288 0.1928 0.4176 0.0678 1.000 Uiso calc C19 H H10 0.1187 0.0898 0.3111 0.0777 1.000 Uiso calc C20 H H11 0.1164 -0.0508 0.5300 0.0751 1.000 Uiso calc C21 H H12 0.3264 0.0398 0.6416 0.0557 1.000 Uiso calc C22 H H13 0.2989 0.0010 1.1969 0.0456 1.000 Uiso calc C25 H H14 0.1054 -0.1117 1.0456 0.0518 1.000 Uiso calc C26 H H15 0.0259 -0.0616 0.8894 0.0555 1.000 Uiso calc C27 H H16 0.1416 0.1047 0.8848 0.0466 1.000 Uiso calc C28 H H17 0.6919 0.1971 1.5072 0.0652 1.000 Uiso calc C31 H H18 0.8818 0.3390 1.6345 0.0737 1.000 Uiso calc C32 H H19 0.8594 0.4963 1.4236 0.0733 1.000 Uiso calc C33 H H20 0.6692 0.3593 1.2878 0.0683 1.000 Uiso calc C34 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol C1 0.023(1) 0.022(2) 0.027(2) 0.007(1) 0.010(1) 0.012(1) C C2 0.042(2) 0.022(2) 0.042(2) 0.015(1) 0.024(1) 0.017(1) C C3 0.037(2) 0.028(2) 0.040(2) 0.016(1) 0.023(1) 0.019(1) C C4 0.026(2) 0.025(2) 0.027(2) 0.009(1) 0.012(1) 0.012(1) C C5 0.025(1) 0.023(2) 0.028(2) 0.010(1) 0.011(1) 0.011(1) C C6 0.022(1) 0.027(2) 0.027(2) 0.009(1) 0.011(1) 0.012(1) C C7 0.036(2) 0.028(2) 0.041(2) 0.014(1) 0.025(1) 0.017(1) C C8 0.035(2) 0.029(2) 0.038(2) 0.011(1) 0.023(1) 0.019(1) C C9 0.023(1) 0.024(2) 0.026(1) 0.008(1) 0.011(1) 0.012(1) C C10 0.025(2) 0.024(2) 0.027(2) 0.009(1) 0.010(1) 0.016(1) C N1 0.025(1) 0.023(1) 0.033(1) 0.008(1) 0.015(1) 0.014(1) N N2 0.024(1) 0.021(1) 0.032(1) 0.010(1) 0.012(1) 0.015(1) N C11 0.030(1) 0.021(1) 0.031(1) 0.011(1) 0.020(1) 0.017(1) C C12 0.028(2) 0.024(2) 0.030(2) 0.007(1) 0.014(1) 0.016(1) C C13 0.043(2) 0.027(2) 0.031(2) 0.014(1) 0.021(1) 0.014(1) C C14 0.035(2) 0.037(2) 0.043(2) 0.019(1) 0.025(1) 0.021(1) C C15 0.022(2) 0.035(2) 0.050(2) 0.010(1) 0.015(1) 0.022(2) C C16 0.028(2) 0.025(2) 0.038(2) 0.009(1) 0.015(1) 0.013(1) C N3 0.025(1) 0.036(2) 0.031(1) 0.008(1) 0.010(1) 0.013(1) N C17 0.041(2) 0.038(2) 0.038(2) 0.014(2) 0.018(1) 0.018(2) C O1 0.048(2) 0.049(2) 0.069(2) 0.012(1) 0.016(1) 0.038(1) O C18 0.033(2) 0.035(2) 0.038(2) 0.016(1) 0.012(2) 0.010(2) C C19 0.045(2) 0.047(2) 0.051(3) 0.017(2) 0.009(2) 0.021(2) C C20 0.054(3) 0.054(2) 0.049(3) 0.029(2) 0.003(2) 0.013(2) C N4 0.037(2) 0.055(2) 0.065(3) 0.017(2) 0.008(2) 0.012(2) N C21 0.038(2) 0.054(3) 0.065(3) 0.008(2) 0.020(2) 0.017(2) C C22 0.032(2) 0.042(2) 0.047(2) 0.012(2) 0.015(2) 0.015(2) C C23 0.028(1) 0.020(2) 0.032(2) 0.010(1) 0.015(1) 0.011(1) C C24 0.030(2) 0.027(2) 0.040(2) 0.011(1) 0.017(1) 0.020(1) C C25 0.037(2) 0.029(2) 0.044(2) 0.010(1) 0.019(1) 0.024(1) C C26 0.043(2) 0.026(2) 0.053(2) 0.005(2) 0.026(1) 0.021(1) C C27 0.035(2) 0.032(2) 0.044(2) -0.002(2) 0.013(2) 0.013(2) C C28 0.036(2) 0.032(2) 0.035(2) 0.006(2) 0.014(1) 0.018(1) C N5 0.032(2) 0.035(2) 0.046(2) 0.004(1) 0.005(1) 0.027(1) N C29 0.035(2) 0.039(2) 0.044(2) 0.013(2) 0.011(2) 0.025(2) C O2 0.051(2) 0.043(1) 0.086(2) 0.008(1) -0.001(2) 0.044(1) O C30 0.032(2) 0.040(2) 0.045(2) 0.013(2) 0.014(2) 0.026(1) C C31 0.045(2) 0.050(2) 0.049(2) 0.010(2) 0.013(2) 0.033(2) C C32 0.049(3) 0.056(3) 0.047(2) 0.005(2) 0.009(2) 0.028(2) C N6 0.038(2) 0.048(2) 0.054(2) 0.006(2) 0.011(2) 0.026(2) N C33 0.041(2) 0.055(2) 0.070(2) 0.008(2) 0.016(2) 0.044(2) C C34 0.032(2) 0.055(2) 0.056(2) 0.006(2) 0.002(2) 0.038(2) C C35 0.039(2) 0.045(2) 0.048(2) 0.013(2) 0.019(2) 0.020(2) C CL1 0.0530(6) 0.0480(7) 0.0696(7) 0.0082(5) 0.0308(5) 0.0167(5) Cl CL2 0.0687(6) 0.0691(7) 0.0950(7) 0.0282(5) 0.0562(4) 0.0429(6) Cl CL3 0.0845(7) 0.0624(7) 0.0613(7) 0.0383(5) 0.0400(5) 0.0211(6) Cl C36 0.124(4) 0.055(3) 0.086(3) 0.026(3) 0.070(2) 0.027(3) C CL4 0.121(2) 0.078(2) 0.101(2) -0.018(2) 0.080(1) 0.002(2) Cl CL5 0.069(2) 0.092(2) 0.101(3) 0.036(1) -0.003(2) -0.020(2) Cl CL6 0.189(1) 0.153(1) 0.139(1) 0.1289(8) 0.1149(8) 0.1073(7) Cl CL7 0.180(2) 0.094(2) 0.240(2) 0.068(2) 0.185(1) 0.078(2) Cl CL8 0.428(4) 0.160(2) 0.054(2) 0.223(2) 0.076(2) 0.047(2) Cl C37 0.075(5) 0.068(7) 0.124(8) 0.038(4) 0.068(4) 0.008(6) C CL9 0.108(3) 0.180(5) 0.181(4) 0.048(3) 0.077(2) 0.008(4) Cl CL10 0.110(3) 0.153(4) 0.109(3) 0.021(3) 0.055(2) 0.048(2) Cl CL11 0.096(2) 0.154(4) 0.082(3) 0.051(2) 0.022(2) 0.000(3) Cl # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.443(6) . . ? C1 C10 1.400(7) . . ? C1 N1 1.378(6) . . ? C2 C3 1.347(8) . . ? C3 C4 1.445(6) . . ? C4 C5 1.393(7) . . ? C4 N1 1.378(6) . . ? C5 C6 1.401(6) . . ? C5 C11 1.505(7) . . ? C6 C7 1.441(7) . . ? C6 N2 1.377(6) . . ? C7 C8 1.343(6) . . ? C8 C9 1.438(7) . . ? C9 N2 1.375(5) . . ? C10 C23 1.501(6) . . ? C11 C12 1.392(5) . . ? C11 C16 1.396(5) . . ? C12 C13 1.385(7) . . ? C12 N3 1.431(4) . . ? C13 C14 1.376(5) . . ? C14 C15 1.379(5) . . ? C15 C16 1.382(7) . . ? N3 C17 1.330(7) . . ? C17 O1 1.226(6) . . ? C17 C18 1.513(5) . . ? C18 C19 1.384(8) . . ? C18 C22 1.374(8) . . ? C19 C20 1.393(7) . . ? C20 N4 1.314(9) . . ? N4 C21 1.314(8) . . ? C21 C22 1.386(6) . . ? C23 C24 1.398(6) . . ? C23 C28 1.386(4) . . ? C24 C25 1.402(6) . . ? C24 N5 1.412(4) . . ? C25 C26 1.367(5) . . ? C26 C27 1.374(8) . . ? C27 C28 1.386(7) . . ? N5 C29 1.351(7) . . ? C29 O2 1.215(6) . . ? C29 C30 1.501(5) . . ? C30 C31 1.380(7) . . ? C30 C34 1.389(8) . . ? C31 C32 1.378(6) . . ? C32 N6 1.318(8) . . ? N6 C33 1.336(7) . . ? C33 C34 1.376(5) . . ? C35 CL1 1.752(4) . . ? C35 CL2 1.743(7) . . ? C35 CL3 1.761(6) . . ? C36 CL4 1.68(1) . . ? C36 CL5 1.911(7) . . ? C36 CL6 1.676(8) . . ? C36 CL7 1.98(1) . . ? C36 CL8 1.486(8) . . ? CL4 CL7 1.315(6) . . ? CL4 CL8 1.817(8) . . ? CL5 CL8 1.075(8) . . ? C37 CL9 1.33(2) . . ? C37 CL10 1.70(1) . . ? C37 CL11 1.52(2) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C10 125.4(4) . . . ? C2 C1 N1 108.7(4) . . . ? C10 C1 N1 125.8(4) . . . ? C1 C2 C3 107.6(4) . . . ? C2 C3 C4 107.7(4) . . . ? C3 C4 C5 126.4(4) . . . ? C3 C4 N1 108.6(4) . . . ? C5 C4 N1 125.1(4) . . . ? C4 C5 C6 124.8(4) . . . ? C4 C5 C11 118.7(4) . . . ? C6 C5 C11 116.4(4) . . . ? C5 C6 C7 125.9(4) . . . ? C5 C6 N2 125.6(4) . . . ? C7 C6 N2 108.5(4) . . . ? C6 C7 C8 107.5(4) . . . ? C7 C8 C9 107.9(4) . . . ? C8 C9 N2 108.5(4) . . . ? C1 C10 C23 117.0(4) . . . ? C1 N1 C4 107.4(4) . . . ? C6 N2 C9 107.5(4) . . . ? C5 C11 C12 123.6(3) . . . ? C5 C11 C16 118.5(3) . . . ? C12 C11 C16 117.9(4) . . . ? C11 C12 C13 120.1(3) . . . ? C11 C12 N3 121.2(4) . . . ? C13 C12 N3 118.7(3) . . . ? C12 C13 C14 121.2(3) . . . ? C13 C14 C15 119.5(5) . . . ? C14 C15 C16 119.7(3) . . . ? C11 C16 C15 121.5(3) . . . ? C12 N3 C17 122.3(4) . . . ? N3 C17 O1 123.1(4) . . . ? N3 C17 C18 115.2(4) . . . ? O1 C17 C18 121.7(5) . . . ? C17 C18 C19 118.0(5) . . . ? C17 C18 C22 123.5(4) . . . ? C19 C18 C22 118.4(4) . . . ? C18 C19 C20 117.8(6) . . . ? C19 C20 N4 124.4(6) . . . ? C20 N4 C21 116.6(4) . . . ? N4 C21 C22 124.6(6) . . . ? C18 C22 C21 118.2(5) . . . ? C10 C23 C24 122.3(3) . . . ? C10 C23 C28 118.9(4) . . . ? C24 C23 C28 118.8(4) . . . ? C23 C24 C25 119.8(3) . . . ? C23 C24 N5 117.7(4) . . . ? C25 C24 N5 122.5(4) . . . ? C24 C25 C26 119.9(5) . . . ? C25 C26 C27 121.0(5) . . . ? C26 C27 C28 119.5(3) . . . ? C23 C28 C27 121.0(4) . . . ? C24 N5 C29 128.1(4) . . . ? N5 C29 O2 123.7(3) . . . ? N5 C29 C30 115.2(4) . . . ? O2 C29 C30 121.1(4) . . . ? C29 C30 C31 118.4(5) . . . ? C29 C30 C34 124.6(4) . . . ? C31 C30 C34 117.0(4) . . . ? C30 C31 C32 119.2(5) . . . ? C31 C32 N6 124.6(5) . . . ? C32 N6 C33 115.9(4) . . . ? N6 C33 C34 124.1(6) . . . ? C30 C34 C33 119.1(5) . . . ? CL1 C35 CL2 111.4(3) . . . ? CL1 C35 CL3 110.4(3) . . . ? CL2 C35 CL3 110.4(3) . . . ? CL4 C36 CL5 101.9(4) . . . ? CL4 C36 CL6 126.0(6) . . . ? CL4 C36 CL7 41.2(3) . . . ? CL4 C36 CL8 69.8(5) . . . ? CL5 C36 CL6 99.0(4) . . . ? CL5 C36 CL7 136.1(5) . . . ? CL5 C36 CL8 34.1(3) . . . ? CL6 C36 CL7 92.2(4) . . . ? CL6 C36 CL8 127.4(4) . . . ? CL7 C36 CL8 109.3(6) . . . ? C36 CL4 CL7 81.6(4) . . . ? C36 CL4 CL8 50.1(3) . . . ? CL7 CL4 CL8 129.2(4) . . . ? C36 CL5 CL8 50.7(4) . . . ? C36 CL7 CL4 57.2(4) . . . ? C36 CL8 CL4 60.1(4) . . . ? C36 CL8 CL5 95.2(6) . . . ? CL4 CL8 CL5 148.5(5) . . . ? CL9 C37 CL10 86.5(8) . . . ? CL9 C37 CL11 157(1) . . . ? CL10 C37 CL11 84.6(5) . . . ? #=============================================================================== data_st1143 _database_code_CSD 190195 #=============================================================================== # 5. CHEMICAL DATA _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C72 H66 Cu N12 O11' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C72 H66 Cu N12 O11' _chemical_formula_weight 1338.94 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0.002 0.002 International_Tables_Vol_IV_Table_2.3.1 H ? 0.000 0.000 International_Tables_Vol_IV_Table_2.3.1 Cu ? 0.263 1.266 International_Tables_Vol_IV_Table_2.3.1 N ? 0.004 0.003 International_Tables_Vol_IV_Table_2.3.1 O ? 0.008 0.006 International_Tables_Vol_IV_Table_2.3.1 #=============================================================================== # 6. CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P-1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x,y,z' -x,-y,-z _cell_length_a 9.9533(2) _cell_length_b 13.2375(4) _cell_length_c 13.3971(3) _cell_angle_alpha 88.813(5) _cell_angle_beta 69.005(5) _cell_angle_gamma 88.363(4) _cell_volume 1647.20(7) _cell_formula_units_Z 1 _cell_measurement_temperature 173 _cell_measurement_reflns_used 10462 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.4 _cell_special_details ; Cell parameters refined using Scalepack part of DENZO Z. Otwinowski, W. Minor, 1997 ; _exptl_crystal_description prism _exptl_crystal_colour 'red' _exptl_crystal_size_max 0.14 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.35 _exptl_crystal_density_method 'none' _exptl_crystal_F_000 699 _exptl_absorpt_coefficient_mu 0.403 _exptl_absorpt_correction_type refdelf_(Walker_&_Stuart,_1983) _exptl_absorpt_correction_T_min 0.9242 _exptl_absorpt_correction_T_max 1.0000 #=============================================================================== # 7. EXPERIMENTAL DATA _diffrn_special_details ; ? ; _diffrn_ambient_temperature 173 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type Mo-K\a _diffrn_source xray_tube _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method '\p scans' _diffrn_measurement_details ; 10462 reflections were collected using program Collect ("Collect" Data collection software, Nonius B.V., 1998) The conditions were as follow : crystal to detector distance = 36. mm. Scan angle = 2.0 deg 1 scans of 90 sec per frame. Data collection was divided into 2 set(s) with the following starting angles and number of frames : Set 1 Theta = 6.30 Omega = 0.00 Kappa = 0.00 91 frames Set 2 Theta = -6.30 Kappa = -167.00 Phi = 0.00 22 frames Friedel pairs were averaged. Internal R = 0.04 ; _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10462 _diffrn_reflns_av_R_equivalents 0.040 _diffrn_reflns_av_sigmaI/netI 0.333 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.5 _diffrn_reflns_theta_max 27.40 _reflns_number_total 7380 _reflns_number_gt 4876 _reflns_threshold_expression >3.0\s(I) _computing_structure_solution Direct_methods_(SIR,_Burla_et_al.,_1989) _computing_structure_refinement LSFM_OpenMoleN_(_1997) _computing_molecular_graphics ? _computing_publication_material CIFGEN_IN_OpenMoleN_(_1997) #=============================================================================== # 8. REFINEMENT DATA _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme sigma _refine_ls_hydrogen_treatment noref _refine_ls_extinction_method none _refine_ls_extinction_expression ? _refine_ls_extinction_coef ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 4876 _refine_ls_number_parameters 448 _refine_ls_number_restraints 3 _refine_ls_number_constraints 0 _refine_ls_R_factor_all 0.094 _refine_ls_R_factor_gt 0.054 _refine_ls_wR_factor_all 0.179 _refine_ls_wR_factor_ref 0.068 _refine_ls_goodness_of_fit_all 2.789 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_shift/su_max 0.030 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 1.006 _refine_diff_density_min -0.160 #=============================================================================== # 9. ATOMIC COORDINATES AND THERMAL PARAMETERS loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_occupancy _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom _atom_site_type_symbol CU 1.0000 0.0000 1.0000 0.0162(2) 0.500 Uani ? ? Cu N1 1.1715(3) 0.0324(2) 0.8678(2) 0.018(1) 1.000 Uani ? ? N C1 1.2232(3) 0.1267(2) 0.8302(2) 0.020(1) 1.000 Uani ? ? C C2 1.3439(3) 0.1169(3) 0.7313(2) 0.024(1) 1.000 Uani ? ? C C3 1.3661(3) 0.0174(3) 0.7092(2) 0.021(1) 1.000 Uani ? ? C C4 1.2572(3) -0.0356(2) 0.7940(2) 0.020(1) 1.000 Uani ? ? C C5 1.2403(3) -0.1397(2) 0.7979(2) 0.021(1) 1.000 Uani ? ? C C6 1.1323(3) -0.1912(2) 0.8778(2) 0.021(1) 1.000 Uani ? ? C C7 1.1183(4) -0.2995(3) 0.8826(3) 0.025(2) 1.000 Uani ? ? C C8 1.0069(4) -0.3211(3) 0.9725(3) 0.025(2) 1.000 Uani ? ? C C9 0.9509(3) -0.2263(2) 1.0241(3) 0.022(1) 1.000 Uani ? ? C N2 1.0267(3) -0.1476(2) 0.9639(2) 0.018(1) 1.000 Uani ? ? N C10 1.1651(3) 0.2184(2) 0.8788(2) 0.020(1) 1.000 Uani ? ? C C11 1.3482(3) -0.2009(2) 0.7112(2) 0.020(1) 1.000 Uani ? ? C C12 1.3341(4) -0.2134(2) 0.6124(3) 0.022(1) 1.000 Uani ? ? C C13 1.4358(4) -0.2686(3) 0.5325(3) 0.028(2) 1.000 Uani ? ? C C14 1.5525(4) -0.3125(3) 0.5501(3) 0.030(2) 1.000 Uani ? ? C C15 1.5681(4) -0.3012(3) 0.6481(3) 0.031(2) 1.000 Uani ? ? C C16 1.4666(4) -0.2459(3) 0.7277(3) 0.028(2) 1.000 Uani ? ? C N3 1.2123(3) -0.1676(2) 0.5934(2) 0.028(1) 1.000 Uani ? ? N C17 1.1012(4) -0.2213(3) 0.5915(3) 0.029(2) 1.000 Uani ? ? C O1 1.0930(3) -0.3138(2) 0.6066(2) 0.043(1) 1.000 Uani ? ? O C18 0.9829(4) -0.1617(3) 0.5701(3) 0.029(2) 1.000 Uani ? ? C C19 0.9261(4) -0.0732(3) 0.6228(3) 0.036(2) 1.000 Uani ? ? C C20 0.8208(4) -0.0202(3) 0.5966(3) 0.041(2) 1.000 Uani ? ? C N4 0.7734(3) -0.0486(3) 0.5199(3) 0.044(2) 1.000 Uani ? ? N C21 0.8275(4) -0.1362(3) 0.4719(3) 0.044(2) 1.000 Uani ? ? C C22 0.9282(4) -0.1959(3) 0.4955(3) 0.036(2) 1.000 Uani ? ? C C23 1.2201(3) 0.3146(2) 0.8188(2) 0.021(1) 1.000 Uani ? ? C C24 1.3556(4) 0.3516(2) 0.8034(2) 0.023(1) 1.000 Uani ? ? C C25 1.4007(4) 0.4413(3) 0.7460(3) 0.030(2) 1.000 Uani ? ? C C26 1.3121(4) 0.4931(3) 0.7029(3) 0.030(2) 1.000 Uani ? ? C C27 1.1773(4) 0.4571(3) 0.7177(3) 0.032(2) 1.000 Uani ? ? C C28 1.1311(4) 0.3688(3) 0.7761(3) 0.028(2) 1.000 Uani ? ? C N5 1.4484(3) 0.2958(2) 0.8457(2) 0.025(1) 1.000 Uani ? ? N C29 1.5819(4) 0.2653(3) 0.7836(3) 0.029(2) 1.000 Uani ? ? C O2 1.6379(3) 0.2888(2) 0.6891(2) 0.038(1) 1.000 Uani ? ? O C30 1.6622(3) 0.1941(3) 0.8326(2) 0.026(2) 1.000 Uani ? ? C C31 1.5994(4) 0.1351(3) 0.9224(3) 0.036(2) 1.000 Uani ? ? C C32 1.6853(4) 0.0669(3) 0.9539(3) 0.041(2) 1.000 Uani ? ? C N6 1.8263(3) 0.0537(2) 0.9018(2) 0.035(2) 1.000 Uani ? ? N C33 1.8848(4) 0.1131(3) 0.8173(3) 0.035(2) 1.000 Uani ? ? C C34 1.8091(4) 0.1836(3) 0.7803(3) 0.034(2) 1.000 Uani ? ? C C35 0.2396(5) 0.2201(4) 0.1516(4) 0.055(3) 1.000 Uani ? ? C O3 0.3418(4) 0.2792(3) 0.0706(2) 0.050(2) 1.000 Uani ? ? O C36 0.2880(7) 0.5409(5) 0.0562(5) 0.079(3) 1.000 Uani ? ? C O4 0.3243(5) 0.4738(3) 0.1286(3) 0.086(3) 1.000 Uani ? ? O O5 0.1356(5) 0.4489(4) 0.3251(3) 0.026(2) 0.500 Uani ? ? O O6 0.2496(8) 0.5446(6) 0.4485(6) 0.066(4) 0.500 Uani ? ? O O7 0.135(1) 0.511(1) 0.401(1) 0.20(1) 0.500 Uani ? ? O H1 1.3982 0.1707 0.6893 0.0318 1.000 Uiso calc C2 H H2 1.4392 -0.0121 0.6494 0.0299 1.000 Uiso calc C3 H H3 1.1767 -0.3467 0.8320 0.0361 1.000 Uiso calc C7 H H4 0.9718 -0.3864 0.9974 0.0364 1.000 Uiso calc C8 H H5 1.4250 -0.2762 0.4654 0.0393 1.000 Uiso calc C13 H H6 1.6221 -0.3505 0.4954 0.0443 1.000 Uiso calc C14 H H7 1.6486 -0.3313 0.6605 0.0431 1.000 Uiso calc C15 H H8 1.4778 -0.2387 0.7947 0.0366 1.000 Uiso calc C16 H H9 1.2107 -0.0967 0.5818 0.0365 1.000 Uiso calc N3 H H10 0.9586 -0.0489 0.6763 0.0469 1.000 Uiso calc C19 H H11 0.7802 0.0395 0.6352 0.0549 1.000 Uiso calc C20 H H12 0.7944 -0.1586 0.4180 0.0535 1.000 Uiso calc C21 H H13 0.9595 -0.2591 0.4615 0.0464 1.000 Uiso calc C22 H H14 1.4928 0.4666 0.7366 0.0406 1.000 Uiso calc C25 H H15 1.3437 0.5536 0.6630 0.0434 1.000 Uiso calc C26 H H16 1.1162 0.4928 0.6879 0.0429 1.000 Uiso calc C27 H H17 1.0377 0.3451 0.7871 0.0376 1.000 Uiso calc C28 H H18 1.4149 0.2798 0.9199 0.0334 1.000 Uiso calc N5 H H19 1.4990 0.1411 0.9620 0.0495 1.000 Uiso calc C31 H H20 1.6409 0.0272 1.0164 0.0548 1.000 Uiso calc C32 H H21 1.9857 0.1066 0.7799 0.0461 1.000 Uiso calc C33 H H22 1.8573 0.2245 0.7195 0.0451 1.000 Uiso calc C34 H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 _atom_site_aniso_type_symbol CU 0.0169(2) 0.0126(2) 0.0200(2) -0.0003(2) -0.0036(2) 0.0013(2) Cu N1 0.018(1) 0.016(1) 0.020(1) 0.001(1) -0.0043(9) 0.000(1) N C1 0.018(1) 0.022(1) 0.020(1) -0.002(1) -0.006(1) 0.002(1) C C2 0.024(1) 0.026(2) 0.022(1) -0.005(1) -0.005(1) 0.003(1) C C3 0.021(1) 0.023(2) 0.020(1) -0.001(1) -0.001(1) -0.001(1) C C4 0.018(1) 0.020(1) 0.021(1) 0.001(1) -0.007(1) 0.001(1) C C5 0.019(1) 0.021(1) 0.022(1) 0.002(1) -0.007(1) -0.001(1) C C6 0.022(1) 0.019(1) 0.023(1) 0.002(1) -0.007(1) -0.000(1) C C7 0.028(2) 0.018(2) 0.031(2) 0.002(1) -0.003(1) -0.002(1) C C8 0.028(2) 0.016(1) 0.034(2) -0.003(1) -0.005(1) -0.000(1) C C9 0.021(1) 0.017(1) 0.029(1) 0.000(1) -0.008(1) 0.001(1) C N2 0.017(1) 0.014(1) 0.024(1) 0.000(1) -0.0040(9) -0.001(1) N C10 0.018(1) 0.017(1) 0.027(1) -0.000(1) -0.007(1) 0.004(1) C C11 0.020(1) 0.016(1) 0.024(1) 0.001(1) -0.004(1) -0.000(1) C C12 0.027(1) 0.018(1) 0.023(1) -0.002(1) -0.005(1) 0.002(1) C C13 0.037(2) 0.027(2) 0.021(1) -0.006(1) -0.003(1) -0.000(1) C C14 0.028(2) 0.027(2) 0.035(2) 0.000(1) 0.004(1) -0.008(2) C C15 0.021(2) 0.033(2) 0.042(2) 0.006(1) -0.007(1) -0.007(2) C C16 0.027(1) 0.027(2) 0.031(2) 0.002(1) -0.009(1) -0.004(1) C N3 0.033(1) 0.023(1) 0.030(1) 0.001(1) -0.014(1) 0.001(1) N C17 0.032(2) 0.029(2) 0.026(2) -0.002(1) -0.008(1) 0.003(1) C O1 0.040(1) 0.029(1) 0.068(2) -0.006(1) -0.023(1) 0.011(1) O C18 0.028(2) 0.031(2) 0.027(2) -0.005(1) -0.007(1) 0.007(1) C C19 0.036(2) 0.039(2) 0.033(2) 0.000(2) -0.013(1) 0.002(2) C C20 0.041(2) 0.038(2) 0.044(2) 0.006(2) -0.011(2) 0.002(2) C N4 0.035(2) 0.047(2) 0.050(2) -0.004(1) -0.018(1) 0.011(2) N C21 0.040(2) 0.046(2) 0.046(2) -0.010(2) -0.024(1) 0.007(2) C C22 0.037(2) 0.035(2) 0.036(2) -0.005(2) -0.014(1) 0.002(2) C C23 0.025(1) 0.017(1) 0.021(1) -0.000(1) -0.004(1) 0.001(1) C C24 0.027(1) 0.020(2) 0.023(1) 0.000(1) -0.007(1) 0.002(1) C C25 0.031(2) 0.025(2) 0.036(2) -0.009(1) -0.009(1) 0.004(1) C C26 0.043(2) 0.020(2) 0.033(2) -0.002(1) -0.008(1) 0.008(1) C C27 0.039(2) 0.023(2) 0.037(2) 0.006(1) -0.014(1) 0.006(1) C C28 0.029(2) 0.025(2) 0.032(2) 0.000(1) -0.009(1) 0.005(1) C N5 0.026(1) 0.027(1) 0.023(1) -0.002(1) -0.0075(9) 0.005(1) N C29 0.027(1) 0.031(2) 0.028(1) -0.005(1) -0.012(1) 0.002(1) C O2 0.034(1) 0.060(2) 0.026(1) 0.005(1) -0.0062(9) 0.010(1) O C30 0.026(1) 0.029(2) 0.024(1) -0.001(1) -0.010(1) -0.001(1) C C31 0.026(2) 0.039(2) 0.046(2) 0.000(2) -0.010(1) 0.011(2) C C32 0.036(2) 0.039(2) 0.051(2) -0.002(2) -0.015(1) 0.014(2) C N6 0.033(1) 0.031(2) 0.041(1) 0.001(1) -0.015(1) 0.001(1) N C33 0.025(2) 0.048(2) 0.034(2) 0.002(2) -0.012(1) -0.002(2) C C34 0.029(2) 0.048(2) 0.028(2) -0.004(2) -0.010(1) 0.006(2) C C35 0.058(3) 0.069(3) 0.043(2) -0.015(2) -0.015(2) 0.013(2) C O3 0.066(2) 0.058(2) 0.032(1) -0.004(2) -0.004(1) 0.008(1) O C36 0.104(4) 0.061(3) 0.078(3) 0.003(3) -0.041(3) 0.007(3) C O4 0.094(3) 0.078(3) 0.086(2) -0.002(2) -0.022(2) -0.013(2) O O5 0.018(2) 0.037(2) 0.026(2) -0.011(2) -0.004(2) -0.007(2) O O6 0.074(4) 0.061(4) 0.064(4) -0.018(4) -0.006(3) -0.002(4) O O7 0.104(6) 0.21(1) 0.36(1) 0.049(8) -0.127(7) -0.10(1) O # 10. MOLECULAR GEOMETRY loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag CU N1 2.020(3) . . ? CU N2 2.009(3) . . ? N1 C1 1.379(4) . . ? N1 C4 1.380(4) . . ? C1 C2 1.440(5) . . ? C1 C10 1.397(5) . . ? C2 C3 1.351(5) . . ? C3 C4 1.445(4) . . ? C4 C5 1.391(5) . . ? C5 C6 1.397(5) . . ? C5 C11 1.501(5) . . ? C6 C7 1.443(5) . . ? C6 C9 2.189(5) . . ? C6 N2 1.376(4) . . ? C7 C8 1.345(5) . . ? C8 C9 1.443(5) . . ? C9 N2 1.371(4) . . ? C10 C23 1.501(4) . . ? C11 C12 1.395(5) . . ? C11 C16 1.391(5) . . ? C12 C13 1.384(5) . . ? C12 N3 1.441(5) . . ? C13 C14 1.377(6) . . ? C14 C15 1.388(6) . . ? C15 C16 1.383(5) . . ? N3 C17 1.339(5) . . ? C17 O1 1.238(5) . . ? C17 C18 1.507(5) . . ? C18 C19 1.378(6) . . ? C18 C22 1.387(5) . . ? C19 C20 1.387(6) . . ? C20 N4 1.340(6) . . ? N4 C21 1.340(6) . . ? C21 C22 1.379(6) . . ? C23 C24 1.390(5) . . ? C23 C28 1.391(5) . . ? C24 C25 1.396(5) . . ? C24 N5 1.427(4) . . ? C25 C26 1.376(5) . . ? C26 C27 1.381(6) . . ? C27 C28 1.387(5) . . ? N5 C29 1.347(5) . . ? C29 O2 1.224(4) . . ? C29 C30 1.505(5) . . ? C30 C31 1.377(5) . . ? C30 C34 1.381(5) . . ? C31 C32 1.387(6) . . ? C32 N6 1.333(5) . . ? N6 C33 1.325(5) . . ? C33 C34 1.376(6) . . ? C35 O3 1.430(6) . . ? C36 O4 1.435(7) . . ? O5 O7 1.32(2) . . ? O6 O7 1.57(2) . . ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag ? ? ? ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 CU N2 90.3(1) . . . ? CU N1 C1 127.3(2) . . . ? CU N1 C4 126.7(2) . . . ? C1 N1 C4 105.9(3) . . . ? N1 C1 C2 109.7(3) . . . ? N1 C1 C10 125.3(3) . . . ? C2 C1 C10 124.9(3) . . . ? C1 C2 C3 107.6(3) . . . ? C2 C3 C4 106.8(3) . . . ? N1 C4 C3 110.0(3) . . . ? N1 C4 C5 125.7(3) . . . ? C3 C4 C5 124.3(3) . . . ? C4 C5 C6 124.6(3) . . . ? C4 C5 C11 117.3(3) . . . ? C6 C5 C11 118.0(3) . . . ? C5 C6 C7 124.1(3) . . . ? C5 C6 C9 162.7(3) . . . ? C5 C6 N2 125.7(3) . . . ? C7 C6 C9 73.0(2) . . . ? C7 C6 N2 110.1(3) . . . ? C9 C6 N2 37.1(2) . . . ? C6 C7 C8 106.9(3) . . . ? C7 C8 C9 107.1(3) . . . ? C6 C9 C8 72.9(2) . . . ? C6 C9 N2 37.2(2) . . . ? C8 C9 N2 110.2(3) . . . ? CU N2 C6 127.0(2) . . . ? CU N2 C9 127.2(2) . . . ? C6 N2 C9 105.7(3) . . . ? C1 C10 C23 118.3(3) . . . ? C5 C11 C12 121.6(3) . . . ? C5 C11 C16 120.2(3) . . . ? C12 C11 C16 118.2(3) . . . ? C11 C12 C13 120.9(3) . . . ? C11 C12 N3 119.2(3) . . . ? C13 C12 N3 119.8(3) . . . ? C12 C13 C14 120.1(3) . . . ? C13 C14 C15 119.9(3) . . . ? C14 C15 C16 120.0(4) . . . ? C11 C16 C15 121.0(3) . . . ? C12 N3 C17 122.5(3) . . . ? N3 C17 O1 123.5(4) . . . ? N3 C17 C18 115.8(3) . . . ? O1 C17 C18 120.8(3) . . . ? C17 C18 C19 122.0(3) . . . ? C17 C18 C22 119.8(4) . . . ? C19 C18 C22 118.3(4) . . . ? C18 C19 C20 119.1(4) . . . ? C19 C20 N4 123.5(4) . . . ? C20 N4 C21 116.2(4) . . . ? N4 C21 C22 124.3(4) . . . ? C18 C22 C21 118.5(4) . . . ? C10 C23 C24 123.1(3) . . . ? C10 C23 C28 118.1(3) . . . ? C24 C23 C28 118.8(3) . . . ? C23 C24 C25 120.2(3) . . . ? C23 C24 N5 119.2(3) . . . ? C25 C24 N5 120.6(3) . . . ? C24 C25 C26 120.2(3) . . . ? C25 C26 C27 119.9(3) . . . ? C26 C27 C28 120.1(3) . . . ? C23 C28 C27 120.7(3) . . . ? C24 N5 C29 122.0(3) . . . ? N5 C29 O2 123.5(3) . . . ? N5 C29 C30 117.5(3) . . . ? O2 C29 C30 118.9(3) . . . ? C29 C30 C31 125.0(3) . . . ? C29 C30 C34 117.3(3) . . . ? C31 C30 C34 117.7(3) . . . ? C30 C31 C32 118.8(4) . . . ? C31 C32 N6 124.0(4) . . . ? C32 N6 C33 116.1(3) . . . ? N6 C33 C34 124.3(4) . . . ? C30 C34 C33 119.1(4) . . . ? O5 O7 O6 134(1) . . . ?