# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Hongwei Hou' _publ_contact_author_email houhongw@zzu.edu.cn loop_ _publ_author_name 'Junhong Fu' 'Huijun Li' 'Hongwei Hou' data_1# _database_code_depnum_ccdc_archive 'CCDC 805612' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C144 H180 Cu6 N76 O31' _chemical_formula_weight 3852.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M I4/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z' '-x, -y, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'y, -x, -z' 'x, y, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 23.2603(5) _cell_length_b 23.2603(5) _cell_length_c 20.2085(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10933.6(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.170 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3996 _exptl_absorpt_coefficient_mu 1.252 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7789 _exptl_absorpt_correction_T_max 0.8060 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8174 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0400 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 4.78 _diffrn_reflns_theta_max 58.88 _reflns_number_total 4019 _reflns_number_gt 3013 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1488P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4019 _refine_ls_number_parameters 316 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0844 _refine_ls_R_factor_gt 0.0701 _refine_ls_wR_factor_ref 0.2121 _refine_ls_wR_factor_gt 0.1967 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 6.985 _refine_ls_shift/su_max 0.096 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 1.0000 0.0000 0.162047(4) 0.06358(2) Uani 1 4 d S . . Cu2 Cu 0.741508(3) 0.479442(2) 0.0000 0.06392(2) Uani 1 2 d S . . N6 N 0.708100(8) 0.360095(9) 0.145984(10) 0.05571(6) Uani 1 1 d . . . N4 N 0.712856(9) 0.424914(9) 0.069998(10) 0.06139(6) Uani 1 1 d . . . N9 N 0.900953(9) 0.144237(9) 0.132958(11) 0.06239(7) Uani 1 1 d . . . N7 N 0.942727(9) 0.064029(9) 0.157922(12) 0.06587(7) Uani 1 1 d . . . N3 N 0.806439(12) 0.570425(11) 0.157833(13) 0.08395(9) Uani 1 1 d . . . N1 N 0.767370(13) 0.533807(9) 0.070471(12) 0.08002(8) Uani 1 1 d . . . N8 N 0.866620(10) 0.120073(10) 0.180001(13) 0.07511(8) Uani 1 1 d . . . N5 N 0.654146(11) 0.379830(14) 0.139914(16) 0.10732(10) Uani 1 1 d . . . N10 N 0.059661(18) 0.17241(3) 1.0000 0.1305(2) Uani 1 2 d S . . N2 N 0.77075(2) 0.611904(14) 0.133840(18) 0.16365(15) Uani 1 1 d . . . O2 O 0.834828(16) 0.436204(19) 0.0000 0.12326(16) Uani 1 2 d S . . O4 O 0.10401(2) 0.19728(3) 1.0000 0.1804(3) Uani 1 2 d S . . O6 O 0.05586(4) 0.11939(3) 1.0000 0.1986(3) Uani 1 2 d S . . O5 O 0.01169(2) 0.19488(4) 1.0000 0.1925(3) Uani 1 2 d S . . O1 O 0.649768(16) 0.532652(17) 0.0000 0.1525(2) Uani 1 2 d SD . . O3 O 0.53246(2) 0.36620(3) 0.17942(4) 0.2458(3) Uani 1 1 d . . . O8 O 0.0000 0.0000 0.28439(5) 0.1806(3) Uani 1 4 d S . . C11 C 0.803550(11) 0.256719(10) 0.149707(12) 0.05438(7) Uani 1 1 d . . . C10 C 0.862110(11) 0.242357(10) 0.149797(12) 0.05825(7) Uani 1 1 d . . . C12 C 0.783623(10) 0.298679(10) 0.192997(12) 0.05362(7) Uani 1 1 d . . . C6 C 0.720447(11) 0.313853(11) 0.193863(13) 0.06297(8) Uani 1 1 d . . . H6A H 0.6979 0.2801 0.1828 0.076 Uiso 1 1 calc R . . H6B H 0.7096 0.3263 0.2379 0.076 Uiso 1 1 calc R . . C14 C 0.878778(12) 0.312480(11) 0.235308(14) 0.06563(8) Uani 1 1 d . . . C13 C 0.820748(12) 0.327814(10) 0.235093(13) 0.06211(8) Uani 1 1 d . . . C15 C 0.899906(11) 0.269728(11) 0.193246(14) 0.06546(8) Uani 1 1 d . . . C5 C 0.741171(12) 0.385918(11) 0.103662(13) 0.06605(8) Uani 1 1 d . . . H5A H 0.7800 0.3778 0.0979 0.079 Uiso 1 1 calc R . . C8 C 0.944994(11) 0.110594(11) 0.120399(15) 0.06495(8) Uani 1 1 d . . . H8 H 0.9736 0.1184 0.0896 0.078 Uiso 1 1 calc R . . C18 C 0.799727(16) 0.377403(13) 0.277989(17) 0.09221(12) Uani 1 1 d . . . H18A H 0.7592 0.3827 0.2714 0.138 Uiso 1 1 calc R . . H18B H 0.8197 0.4119 0.2659 0.138 Uiso 1 1 calc R . . H18C H 0.8070 0.3688 0.3237 0.138 Uiso 1 1 calc R . . C9 C 0.885114(12) 0.198807(12) 0.101220(14) 0.07113(9) Uani 1 1 d . . . H9A H 0.8562 0.1915 0.0677 0.085 Uiso 1 1 calc R . . H9B H 0.9186 0.2147 0.0793 0.085 Uiso 1 1 calc R . . C2 C 0.802028(14) 0.526316(13) 0.119085(16) 0.08007(10) Uani 1 1 d . . . H2A H 0.8222 0.4923 0.1259 0.096 Uiso 1 1 calc R . . C17 C 0.763843(13) 0.227742(15) 0.100585(15) 0.07991(10) Uani 1 1 d . . . H17A H 0.7272 0.2210 0.1210 0.120 Uiso 1 1 calc R . . H17B H 0.7803 0.1918 0.0870 0.120 Uiso 1 1 calc R . . H17C H 0.7589 0.2521 0.0627 0.120 Uiso 1 1 calc R . . C7 C 0.893780(12) 0.072079(12) 0.194215(17) 0.07644(9) Uani 1 1 d . . . H7 H 0.8809 0.0461 0.2259 0.092 Uiso 1 1 calc R . . C4 C 0.659846(14) 0.420101(15) 0.093510(18) 0.09846(11) Uani 1 1 d . . . H4 H 0.6294 0.4428 0.0789 0.118 Uiso 1 1 calc R . . C16 C 0.963848(13) 0.253696(16) 0.19391(2) 0.09924(13) Uani 1 1 d . . . H16A H 0.9751 0.2433 0.2380 0.149 Uiso 1 1 calc R . . H16B H 0.9862 0.2860 0.1794 0.149 Uiso 1 1 calc R . . H16C H 0.9703 0.2218 0.1647 0.149 Uiso 1 1 calc R . . C1 C 0.74697(3) 0.586829(17) 0.08235(2) 0.16331(18) Uani 1 1 d . . . H1 H 0.7187 0.6042 0.0566 0.196 Uiso 1 1 calc R . . C3 C 0.841498(14) 0.580577(15) 0.217872(17) 0.08865(11) Uani 1 1 d . . . H3A H 0.8785 0.5963 0.2051 0.106 Uiso 1 1 calc R . . H3B H 0.8483 0.5442 0.2401 0.106 Uiso 1 1 calc R . . H1A H 0.61457(3) 0.53551(17) 0.0000 0.0909(13) Uiso 1 2 d SD . . O7 O 0.0000 0.0000 0.0000 0.2691(11) Uani 1 8 d S . . H8C H 0.0000 0.0000 0.32922(16) 0.0213(8) Uiso 1 4 d S . . H7A H 0.0000 0.0000 0.0521(2) 0.0580(13) Uiso 1 4 d S . . H2B H 0.85856(10) 0.46160(12) 0.0000 0.0503(8) Uiso 1 2 d SD . . 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 0.04436(2) 0.04436(2) 0.10201(5) 0.000 0.000 0.000 Cu2 0.09914(4) 0.04256(2) 0.05005(3) 0.000 0.000 0.01377(2) N6 0.05328(10) 0.05727(10) 0.05657(10) 0.01281(9) 0.00098(9) 0.01196(9) N4 0.07605(12) 0.05333(10) 0.05479(10) 0.00515(9) -0.00054(10) 0.01497(10) N9 0.06022(11) 0.05517(11) 0.07179(12) 0.00333(10) 0.00903(10) 0.01347(9) N7 0.05033(11) 0.05106(11) 0.09622(15) 0.00084(11) 0.00668(11) 0.00346(9) N3 0.10121(18) 0.06726(14) 0.08338(15) -0.01367(12) -0.00008(14) -0.00021(13) N1 0.12641(19) 0.05298(11) 0.06066(12) -0.00843(11) -0.00677(13) 0.00808(13) N8 0.06170(12) 0.06554(12) 0.09809(15) 0.01070(13) 0.01713(12) 0.01562(10) N5 0.06890(14) 0.12509(19) 0.1280(2) 0.05952(15) 0.00945(15) 0.03169(13) N10 0.0679(2) 0.2073(5) 0.1163(3) 0.000 0.000 -0.0136(3) N2 0.2654(4) 0.09061(17) 0.1349(2) -0.04934(17) -0.0991(2) 0.0670(2) O2 0.0946(2) 0.1402(3) 0.1349(3) 0.000 0.000 0.0055(2) O4 0.1027(3) 0.2627(6) 0.1757(4) 0.000 0.000 -0.0452(3) O6 0.2595(7) 0.1638(4) 0.1725(5) 0.000 0.000 -0.0192(5) O5 0.1041(3) 0.2820(7) 0.1915(5) 0.000 0.000 0.0103(4) O1 0.1208(3) 0.0953(2) 0.2413(5) 0.000 0.000 0.0394(2) O3 0.1182(3) 0.3291(7) 0.2902(6) -0.0095(5) -0.0017(4) -0.0327(3) O8 0.1809(4) 0.1809(4) 0.1800(7) 0.000 0.000 0.000 C11 0.06103(13) 0.04694(12) 0.05517(12) 0.01299(10) -0.00423(11) 0.00463(10) C10 0.05993(13) 0.05329(12) 0.06152(13) 0.01209(11) 0.00315(12) 0.01063(11) C12 0.05819(13) 0.05060(12) 0.05208(12) 0.01289(11) 0.00099(11) 0.00871(10) C6 0.06306(14) 0.06208(13) 0.06376(13) 0.02098(12) 0.00508(12) 0.01201(12) C14 0.07464(15) 0.05453(13) 0.06772(14) 0.01003(12) -0.01865(13) 0.00284(12) C13 0.07396(15) 0.05078(12) 0.06159(13) 0.01345(11) -0.00279(13) 0.00510(12) C15 0.05981(14) 0.06046(13) 0.07611(15) 0.01751(13) -0.00839(13) 0.00591(12) C5 0.06960(14) 0.05779(13) 0.07076(14) 0.01378(13) 0.01413(13) 0.01459(12) C8 0.05420(13) 0.05384(13) 0.08682(16) 0.00161(13) 0.00933(13) 0.00662(11) C18 0.1154(2) 0.07012(17) 0.0911(2) -0.01527(17) -0.01311(19) 0.01816(17) C9 0.07440(16) 0.07054(15) 0.06846(15) 0.00992(14) 0.01101(14) 0.01848(13) C2 0.08617(18) 0.06167(15) 0.09238(19) -0.01531(15) -0.01169(17) 0.00837(14) C17 0.07470(17) 0.09151(19) 0.07353(16) -0.01216(16) -0.01300(15) 0.01033(15) C7 0.06010(14) 0.06165(14) 0.1076(2) 0.01892(15) 0.01913(15) 0.00575(12) C4 0.07849(18) 0.1092(2) 0.1077(2) 0.04753(17) 0.00150(17) 0.03359(15) C16 0.06552(16) 0.0991(2) 0.1331(3) 0.0151(2) -0.01517(19) 0.01686(16) C1 0.2706(4) 0.0958(2) 0.1235(2) -0.0514(2) -0.0957(3) 0.0816(2) C3 0.07800(18) 0.09105(19) 0.0969(2) -0.02789(17) -0.00478(17) 0.00149(16) O7 0.1373(5) 0.1373(5) 0.533(3) 0.000 0.000 0.000 _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 N7 2.0000(2) 2_645 ? Cu1 N7 2.0000(2) 4_665 ? Cu1 N7 2.0000(2) 3_755 ? Cu1 N7 2.0000(2) . ? Cu2 N1 1.9973(2) . ? Cu2 N1 1.9973(2) 11 ? Cu2 N4 2.0134(2) 11 ? Cu2 N4 2.0134(2) . ? Cu2 O2 2.3923(4) . ? N6 C5 1.2977(3) . ? N6 N5 1.3419(3) . ? N6 C6 1.4750(3) . ? N4 C5 1.3112(3) . ? N4 C4 1.3261(4) . ? N9 C8 1.3138(3) . ? N9 N8 1.3629(3) . ? N9 C9 1.4691(3) . ? N7 C8 1.3232(3) . ? N7 C7 1.3672(4) . ? N3 C2 1.2947(4) . ? N3 N2 1.3620(5) . ? N3 C3 1.4808(4) . ? N1 C2 1.2827(4) . ? N1 C1 1.3431(5) . ? N8 C7 1.3145(4) . ? N5 C4 1.3321(5) . ? N10 O4 1.1829(7) . ? N10 O5 1.2321(7) . ? N10 O6 1.2363(9) . ? N2 C1 1.3148(6) . ? C11 C12 1.3902(3) . ? C11 C10 1.4025(4) . ? C11 C17 1.5142(4) . ? C10 C15 1.3961(4) . ? C10 C9 1.5087(4) . ? C12 C13 1.3888(4) . ? C12 C6 1.5114(4) . ? C14 C13 1.3961(4) . ? C14 C15 1.3975(4) . ? C14 C3 1.4982(4) 16_645 ? C13 C18 1.5235(4) . ? C15 C16 1.5334(4) . ? C3 C14 1.4982(4) 14_565 ? 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 N7 Cu1 N7 175.222(15) 2_645 4_665 ? N7 Cu1 N7 89.900(1) 2_645 3_755 ? N7 Cu1 N7 89.900(1) 4_665 3_755 ? N7 Cu1 N7 89.901(1) 2_645 . ? N7 Cu1 N7 89.900(1) 4_665 . ? N7 Cu1 N7 175.222(15) 3_755 . ? N1 Cu2 N1 90.965(14) . 11 ? N1 Cu2 N4 178.180(11) . 11 ? N1 Cu2 N4 89.862(9) 11 11 ? N1 Cu2 N4 89.862(9) . . ? N1 Cu2 N4 178.180(11) 11 . ? N4 Cu2 N4 89.267(12) 11 . ? N1 Cu2 O2 89.592(11) . . ? N1 Cu2 O2 89.592(11) 11 . ? N4 Cu2 O2 92.035(10) 11 . ? N4 Cu2 O2 92.035(10) . . ? C5 N6 N5 109.62(2) . . ? C5 N6 C6 130.88(2) . . ? N5 N6 C6 119.44(2) . . ? C5 N4 C4 102.87(2) . . ? C5 N4 Cu2 129.347(19) . . ? C4 N4 Cu2 127.78(2) . . ? C8 N9 N8 110.24(2) . . ? C8 N9 C9 128.74(2) . . ? N8 N9 C9 120.92(2) . . ? C8 N7 C7 103.21(2) . . ? C8 N7 Cu1 127.366(18) . . ? C7 N7 Cu1 129.370(19) . . ? C2 N3 N2 107.32(3) . . ? C2 N3 C3 131.72(3) . . ? N2 N3 C3 120.95(3) . . ? C2 N1 C1 102.11(3) . . ? C2 N1 Cu2 130.50(2) . . ? C1 N1 Cu2 127.05(3) . . ? C7 N8 N9 102.77(2) . . ? C4 N5 N6 102.23(2) . . ? O4 N10 O5 125.61(7) . . ? O4 N10 O6 123.39(7) . . ? O5 N10 O6 111.00(7) . . ? C1 N2 N3 102.94(3) . . ? C12 C11 C10 119.36(2) . . ? C12 C11 C17 121.45(2) . . ? C10 C11 C17 119.16(2) . . ? C15 C10 C11 120.25(2) . . ? C15 C10 C9 119.48(2) . . ? C11 C10 C9 120.24(2) . . ? C13 C12 C11 121.38(2) . . ? C13 C12 C6 118.92(2) . . ? C11 C12 C6 119.70(2) . . ? N6 C6 C12 110.61(2) . . ? C13 C14 C15 121.33(2) . . ? C13 C14 C3 119.80(2) . 16_645 ? C15 C14 C3 118.87(3) . 16_645 ? C12 C13 C14 118.58(2) . . ? C12 C13 C18 121.23(3) . . ? C14 C13 C18 120.13(3) . . ? C10 C15 C14 119.05(2) . . ? C10 C15 C16 120.36(3) . . ? C14 C15 C16 120.58(3) . . ? N6 C5 N4 111.37(2) . . ? N9 C8 N7 110.23(2) . . ? N9 C9 C10 112.64(2) . . ? N1 C2 N3 113.91(3) . . ? N8 C7 N7 113.53(3) . . ? N4 C4 N5 113.84(3) . . ? N2 C1 N1 113.59(4) . . ? N3 C3 C14 111.71(3) . 14_565 ? 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 Cu2 N4 C5 -83.93(2) . . . . ? N1 Cu2 N4 C5 159.1(3) 11 . . . ? N4 Cu2 N4 C5 97.66(2) 11 . . . ? O2 Cu2 N4 C5 5.65(2) . . . . ? N1 Cu2 N4 C4 95.77(3) . . . . ? N1 Cu2 N4 C4 -21.2(3) 11 . . . ? N4 Cu2 N4 C4 -82.63(3) 11 . . . ? O2 Cu2 N4 C4 -174.64(3) . . . . ? N7 Cu1 N7 C8 -134.00(2) 2_645 . . . ? N7 Cu1 N7 C8 41.23(3) 4_665 . . . ? N7 Cu1 N7 C8 -46.39(2) 3_755 . . . ? N7 Cu1 N7 C7 49.17(3) 2_645 . . . ? N7 Cu1 N7 C7 -135.60(2) 4_665 . . . ? N7 Cu1 N7 C7 136.78(2) 3_755 . . . ? N1 Cu2 N1 C2 -124.61(3) 11 . . . ? N4 Cu2 N1 C2 118.4(3) 11 . . . ? N4 Cu2 N1 C2 57.01(3) . . . . ? O2 Cu2 N1 C2 -35.03(3) . . . . ? N1 Cu2 N1 C1 63.38(4) 11 . . . ? N4 Cu2 N1 C1 -53.6(3) 11 . . . ? N4 Cu2 N1 C1 -115.00(3) . . . . ? O2 Cu2 N1 C1 152.96(3) . . . . ? C8 N9 N8 C7 1.17(3) . . . . ? C9 N9 N8 C7 177.98(2) . . . . ? C5 N6 N5 C4 -2.63(3) . . . . ? C6 N6 N5 C4 179.91(2) . . . . ? C2 N3 N2 C1 1.43(4) . . . . ? C3 N3 N2 C1 -178.83(4) . . . . ? C12 C11 C10 C15 0.38(4) . . . . ? C17 C11 C10 C15 178.07(2) . . . . ? C12 C11 C10 C9 -177.35(2) . . . . ? C17 C11 C10 C9 0.34(4) . . . . ? C10 C11 C12 C13 1.78(4) . . . . ? C17 C11 C12 C13 -175.85(2) . . . . ? C10 C11 C12 C6 -179.19(2) . . . . ? C17 C11 C12 C6 3.18(4) . . . . ? C5 N6 C6 C12 3.67(4) . . . . ? N5 N6 C6 C12 -179.50(2) . . . . ? C13 C12 C6 N6 89.78(3) . . . . ? C11 C12 C6 N6 -89.27(3) . . . . ? C11 C12 C13 C14 -2.68(4) . . . . ? C6 C12 C13 C14 178.28(2) . . . . ? C11 C12 C13 C18 174.46(2) . . . . ? C6 C12 C13 C18 -4.57(4) . . . . ? C15 C14 C13 C12 1.46(4) . . . . ? C3 C14 C13 C12 -177.55(2) 16_645 . . . ? C15 C14 C13 C18 -175.72(3) . . . . ? C3 C14 C13 C18 5.27(4) 16_645 . . . ? C11 C10 C15 C14 -1.56(4) . . . . ? C9 C10 C15 C14 176.19(2) . . . . ? C11 C10 C15 C16 179.41(3) . . . . ? C9 C10 C15 C16 -2.84(4) . . . . ? C13 C14 C15 C10 0.63(4) . . . . ? C3 C14 C15 C10 179.65(3) 16_645 . . . ? C13 C14 C15 C16 179.66(3) . . . . ? C3 C14 C15 C16 -1.32(4) 16_645 . . . ? N5 N6 C5 N4 2.75(3) . . . . ? C6 N6 C5 N4 179.82(2) . . . . ? C4 N4 C5 N6 -1.53(3) . . . . ? Cu2 N4 C5 N6 178.228(16) . . . . ? N8 N9 C8 N7 -0.78(3) . . . . ? C9 N9 C8 N7 -177.27(2) . . . . ? C7 N7 C8 N9 0.04(3) . . . . ? Cu1 N7 C8 N9 -177.444(18) . . . . ? C8 N9 C9 C10 -141.22(3) . . . . ? N8 N9 C9 C10 42.61(3) . . . . ? C15 C10 C9 N9 73.52(3) . . . . ? C11 C10 C9 N9 -108.73(3) . . . . ? C1 N1 C2 N3 -2.64(4) . . . . ? Cu2 N1 C2 N3 -176.13(2) . . . . ? N2 N3 C2 N1 0.83(4) . . . . ? C3 N3 C2 N1 -178.86(3) . . . . ? N9 N8 C7 N7 -1.18(3) . . . . ? C8 N7 C7 N8 0.76(3) . . . . ? Cu1 N7 C7 N8 178.17(2) . . . . ? C5 N4 C4 N5 -0.22(4) . . . . ? Cu2 N4 C4 N5 -179.99(2) . . . . ? N6 N5 C4 N4 1.75(4) . . . . ? N3 N2 C1 N1 -3.22(5) . . . . ? C2 N1 C1 N2 3.66(5) . . . . ? Cu2 N1 C1 N2 177.46(3) . . . . ? C2 N3 C3 C14 -149.93(3) . . . 14_565 ? N2 N3 C3 C14 30.42(4) . . . 14_565 ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 58.88 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.990 _refine_diff_density_min -0.417 _refine_diff_density_rms 0.083 #====end data_2 _database_code_depnum_ccdc_archive 'CCDC 805613' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C144 H168 Cu6 I12 N72 O6' _chemical_formula_weight 4907.54 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' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M I4/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z' '-x, -y, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'y, -x, -z' 'x, y, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 23.178(3) _cell_length_b 23.178(3) _cell_length_c 20.105(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10801(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.509 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4788 _exptl_absorpt_coefficient_mu 2.355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6502 _exptl_absorpt_correction_T_max 0.6765 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8573 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.34 _diffrn_reflns_theta_max 23.25 _reflns_number_total 3903 _reflns_number_gt 2845 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1815P)^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 3903 _refine_ls_number_parameters 312 _refine_ls_number_restraints 74 _refine_ls_R_factor_all 0.0981 _refine_ls_R_factor_gt 0.0814 _refine_ls_wR_factor_ref 0.2495 _refine_ls_wR_factor_gt 0.2292 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.023 _refine_ls_shift/su_max 0.155 _refine_ls_shift/su_mean 0.028 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 I1 I 0.5000 0.5000 0.823756(3) 0.09582(2) Uani 1 4 d S . . I4 I 0.192081(3) 0.943098(2) 1.0000 0.10623(2) Uani 1 2 d S . . I3 I 0.36389(2) 0.88821(3) 1.0000 0.2055(4) Uani 0.13 2 d SPU . . I2 I 0.5000 0.5000 0.5000 0.05156(1) Uani 1 8 d S . . I5 I -0.176155(9) 0.586257(16) 0.5000 0.14849(11) Uani 0.25 2 d SPU . . I6 I -0.148417(13) 0.619692(10) 0.5000 0.12536(9) Uani 0.25 2 d SPU . . I7 I -0.100526(11) 0.633606(6) 0.5000 0.18371(9) Uani 0.50 2 d SPU . . Cu2 Cu -0.018630(3) 0.757966(4) 0.5000 0.08097(2) Uani 1 2 d S . . Cu1 Cu 0.0000 1.0000 0.840206(5) 0.05787(2) Uani 1 4 d S . . O1 O 0.04302(3) 0.88249(5) 0.5000 0.0923(3) Uani 0.50 2 d SPU . . N1 N 0.034716(15) 0.731221(19) 0.570308(18) 0.09100(13) Uani 1 1 d . . . N2 N 0.11149(2) 0.72857(3) 0.63328(2) 0.1933(2) Uani 1 1 d U . . N3 N 0.072109(17) 0.693174(19) 0.657387(17) 0.08649(13) Uani 1 1 d . . . N4 N 0.056933(10) 0.935471(10) 0.841738(12) 0.04597(7) Uani 1 1 d . . . N5 N 0.132849(12) 0.879081(12) 0.816952(13) 0.05765(8) Uani 1 1 d . . . N6 N 0.099447(11) 0.855355(11) 0.866128(13) 0.04917(7) Uani 1 1 d . . . N7 N 0.292461(11) 0.638793(13) 0.852886(14) 0.05868(8) Uani 1 1 d . . . N8 N 0.346090(16) 0.61685(2) 0.85791(2) 0.11544(16) Uani 1 1 d . . . N9 N 0.287001(12) 0.573005(12) 0.930081(14) 0.06314(9) Uani 1 1 d . . . C1 C 0.088307(19) 0.75317(3) 0.58102(3) 0.1983(3) Uani 1 1 d DU . . H1 H 0.1059 0.7814 0.5551 0.238 Uiso 1 1 calc R . . C2 C 0.025707(16) 0.697816(17) 0.62234(2) 0.08757(15) Uani 1 1 d D . . H2 H -0.0092 0.6801 0.6324 0.105 Uiso 1 1 calc R . . C3 C 0.07942(2) 0.65438(2) 0.72092(2) 0.09258(16) Uani 1 1 d . . . H3A H 0.0427 0.6490 0.7432 0.111 Uiso 1 1 calc R . . H3B H 0.0948 0.6169 0.7091 0.111 Uiso 1 1 calc R . . C4 C 0.121314(17) 0.686768(15) 0.765412(18) 0.06752(11) Uani 1 1 d . . . C5 C 0.100109(14) 0.728742(14) 0.806491(17) 0.06001(10) Uani 1 1 d . . . C6 C 0.037723(17) 0.74651(2) 0.80469(2) 0.09188(16) Uani 1 1 d . . . H6A H 0.0179 0.7301 0.8421 0.138 Uiso 1 1 calc R . . H6B H 0.0204 0.7329 0.7643 0.138 Uiso 1 1 calc R . . H6C H 0.0351 0.7878 0.8065 0.138 Uiso 1 1 calc R . . C7 C 0.138676(15) 0.756316(14) 0.850013(16) 0.05607(10) Uani 1 1 d . . . C8 C 0.115118(16) 0.801374(15) 0.900075(16) 0.06269(10) Uani 1 1 d . . . H8A H 0.0814 0.7858 0.9224 0.075 Uiso 1 1 calc R . . H8B H 0.1442 0.8093 0.9335 0.075 Uiso 1 1 calc R . . C9 C 0.105666(13) 0.926133(13) 0.804091(16) 0.05353(9) Uani 1 1 d . . . H9 H 0.1180 0.9520 0.7717 0.064 Uiso 1 1 calc R . . C10 C 0.055512(13) 0.889542(12) 0.880683(17) 0.04906(9) Uani 1 1 d . . . H10 H 0.0279 0.8824 0.9132 0.059 Uiso 1 1 calc R . . C11 C 0.196524(14) 0.742837(13) 0.850234(15) 0.05088(9) Uani 1 1 d . . . C12 C 0.238460(18) 0.77269(2) 0.90037(2) 0.08195(14) Uani 1 1 d . . . H12A H 0.2378 0.8137 0.8934 0.123 Uiso 1 1 calc R . . H12B H 0.2769 0.7585 0.8935 0.123 Uiso 1 1 calc R . . H12C H 0.2265 0.7643 0.9450 0.123 Uiso 1 1 calc R . . C13 C 0.216999(14) 0.701177(13) 0.806975(15) 0.05455(9) Uani 1 1 d . . . C14 C 0.281449(14) 0.685522(14) 0.807248(18) 0.06400(10) Uani 1 1 d . . . H14A H 0.2933 0.6743 0.7628 0.077 Uiso 1 1 calc R . . H14B H 0.3039 0.7190 0.8202 0.077 Uiso 1 1 calc R . . C15 C 0.258451(14) 0.613079(14) 0.896946(19) 0.07023(11) Uani 1 1 d D . . H15 H 0.2198 0.6221 0.9036 0.084 Uiso 1 1 calc R . . C16 C 0.342468(15) 0.57892(2) 0.90510(2) 0.11244(17) Uani 1 1 d DU . . H16 H 0.3738 0.5578 0.9206 0.135 Uiso 1 1 calc R . . C17 C 0.180015(16) 0.670560(14) 0.765033(15) 0.06104(10) Uani 1 1 d . . . C18 C 0.20253(2) 0.621262(19) 0.72222(3) 0.10032(17) Uani 1 1 d . . . H18A H 0.2398 0.6312 0.7049 0.150 Uiso 1 1 calc R . . H18B H 0.1763 0.6145 0.6861 0.150 Uiso 1 1 calc R . . H18C H 0.2056 0.5870 0.7487 0.150 Uiso 1 1 calc R . . O1' O 0.069308(18) 0.84467(2) 0.525499(19) 0.08819(14) Uani 0.50 1 d PU . . I3' I 0.30183(2) 0.92707(3) 1.0000 0.1420(2) Uani 0.13 2 d SPU . . 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 I1 0.10851(3) 0.10851(3) 0.07043(3) 0.000 0.000 0.000 I4 0.14380(4) 0.08482(3) 0.09007(3) 0.000 0.000 0.02002(2) I3 0.1195(3) 0.1625(4) 0.3344(11) 0.000 0.000 0.0773(2) I2 0.05667(2) 0.05667(2) 0.04135(3) 0.000 0.000 0.000 I5 0.06924(10) 0.2661(3) 0.11008(15) 0.000 0.000 -0.04354(13) I6 0.1691(2) 0.09396(12) 0.11297(14) 0.000 0.000 -0.00858(13) I7 0.3373(3) 0.10190(8) 0.11196(9) 0.000 0.000 -0.00583(11) Cu2 0.06575(4) 0.11669(5) 0.06047(4) 0.000 0.000 -0.02163(3) Cu1 0.04328(2) 0.04328(2) 0.08705(5) 0.000 0.000 0.000 O1 0.0302(3) 0.2021(9) 0.0446(3) 0.000 0.000 0.0058(4) N1 0.05976(17) 0.1296(3) 0.0837(2) -0.0026(2) -0.01161(17) -0.01087(19) N2 0.1067(3) 0.3462(6) 0.1269(3) 0.1257(3) -0.0506(2) -0.1000(3) N3 0.0834(2) 0.1058(3) 0.07029(19) -0.00302(19) -0.01368(17) 0.0021(2) N4 0.04169(12) 0.03985(12) 0.05636(14) -0.00394(10) 0.00265(11) -0.00130(10) N5 0.05449(13) 0.06012(14) 0.05833(14) 0.00461(12) 0.01559(12) 0.02042(11) N6 0.05142(12) 0.04896(12) 0.04712(12) 0.00432(11) 0.01159(11) 0.01210(10) N7 0.05028(14) 0.07542(17) 0.05035(14) 0.00593(13) 0.00447(12) 0.01626(12) N8 0.05825(18) 0.1654(4) 0.1226(3) 0.0411(3) 0.0146(2) 0.0370(2) N9 0.06924(16) 0.06484(15) 0.05535(15) -0.00538(13) 0.00034(13) 0.02075(13) C1 0.0795(3) 0.3726(9) 0.1427(4) 0.1273(4) -0.0487(3) -0.0634(4) C2 0.0637(2) 0.0812(2) 0.1178(3) 0.0171(2) -0.0093(2) 0.00176(19) C3 0.1140(3) 0.0767(2) 0.0870(3) -0.0080(2) -0.0305(2) 0.0187(2) C4 0.0775(2) 0.06188(19) 0.06319(19) 0.00931(17) -0.01340(18) 0.01017(17) C5 0.05993(18) 0.05589(17) 0.06421(18) 0.00207(16) -0.00770(16) 0.01640(14) C6 0.0546(2) 0.1107(3) 0.1103(3) -0.0172(3) -0.0081(2) 0.0155(2) C7 0.06305(18) 0.05475(16) 0.05040(16) 0.01355(14) 0.00741(14) 0.01793(13) C8 0.07628(19) 0.06360(18) 0.04818(16) 0.00745(15) 0.00906(15) 0.02789(14) C9 0.05098(15) 0.04615(15) 0.06346(18) 0.00368(14) 0.01853(14) 0.00411(12) C10 0.04633(14) 0.03834(13) 0.06253(18) 0.00512(13) 0.01272(14) 0.00833(11) C11 0.05958(17) 0.04609(15) 0.04698(15) 0.00366(13) 0.00763(14) 0.01089(13) C12 0.0661(2) 0.0972(3) 0.0826(2) -0.0055(2) -0.01548(19) 0.0154(2) C13 0.07264(18) 0.04474(14) 0.04626(15) 0.01539(13) 0.01285(14) 0.02067(13) C14 0.06274(17) 0.06214(18) 0.06713(19) 0.01323(16) 0.02347(15) 0.02243(14) C15 0.0884(2) 0.05261(17) 0.0697(2) 0.00188(16) 0.01702(18) 0.02687(15) C16 0.0943(3) 0.1629(4) 0.0801(2) 0.0573(2) 0.0020(2) 0.0508(2) C17 0.0825(2) 0.05537(17) 0.04530(15) -0.00441(14) -0.00317(16) 0.01945(15) C18 0.1215(3) 0.0779(2) 0.1016(3) -0.0209(2) -0.0153(3) 0.0286(2) O1' 0.0846(2) 0.1318(3) 0.0481(2) -0.00333(19) -0.00980(17) -0.09163(16) I3' 0.1348(4) 0.1839(5) 0.1072(3) 0.000 0.000 0.0145(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag I4 I3' 2.5707(7) . ? I3 I3' 1.6972(9) . ? I5 I6 1.0069(4) . ? I5 I7 2.0682(5) . ? I6 I7 1.1559(4) . ? Cu2 N1 1.9777(4) 11_556 ? Cu2 N1 1.9777(4) . ? Cu2 N9 2.0043(4) 6_554 ? Cu2 N9 2.0043(4) 16_556 ? Cu1 N4 1.9948(4) 4_465 ? Cu1 N4 1.9948(4) 3_575 ? Cu1 N4 1.9948(4) 2_665 ? Cu1 N4 1.9948(4) . ? O1 O1' 1.1842(10) . ? O1 O1' 1.1842(10) 11_556 ? N1 C2 1.3181(6) . ? N1 C1 1.3594(6) . ? N2 C1 1.3106(8) . ? N2 N3 1.3195(8) . ? N3 C2 1.2903(6) . ? N3 C3 1.5712(6) . ? N4 C10 1.3219(4) . ? N4 C9 1.3768(4) . ? N5 C9 1.2858(4) . ? N5 N6 1.3709(4) . ? N6 C10 1.3231(4) . ? N6 C8 1.4708(5) . ? N7 C15 1.3271(5) . ? N7 N8 1.3469(5) . ? N7 C14 1.4423(5) . ? N8 C16 1.2962(7) . ? N9 C15 1.3208(5) . ? N9 C16 1.3870(5) . ? N9 Cu2 2.0043(4) 14_456 ? C1 H1 0.9300 . ? C2 H2 0.9300 . ? C3 C4 1.5187(6) . ? C3 H3A 0.9700 . ? C3 H3B 0.9700 . ? C4 C5 1.3675(5) . ? C4 C17 1.4115(6) . ? C5 C7 1.4047(5) . ? C5 C6 1.5040(6) . ? C6 H6A 0.9600 . ? C6 H6B 0.9600 . ? C6 H6C 0.9600 . ? C7 C11 1.3767(5) . ? C7 C8 1.5498(5) . ? C8 H8A 0.9700 . ? C8 H8B 0.9700 . ? C9 H9 0.9300 . ? C10 H10 0.9300 . ? C11 C13 1.3835(5) . ? C11 C12 1.5619(6) . ? C12 H12A 0.9600 . ? C12 H12B 0.9600 . ? C12 H12C 0.9600 . ? C13 C17 1.3962(5) . ? C13 C14 1.5373(5) . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C15 H15 0.9300 . ? C16 H16 0.9300 . ? C17 C18 1.5228(6) . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? O1' O1' 1.0253(8) 11_556 ? 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 I6 I5 I7 18.271(18) . . ? I5 I6 I7 145.88(3) . . ? I6 I7 I5 15.849(16) . . ? N1 Cu2 N1 91.24(3) 11_556 . ? N1 Cu2 N9 89.834(19) 11_556 6_554 ? N1 Cu2 N9 178.494(16) . 6_554 ? N1 Cu2 N9 178.494(16) 11_556 16_556 ? N1 Cu2 N9 89.834(19) . 16_556 ? N9 Cu2 N9 89.07(2) 6_554 16_556 ? N4 Cu1 N4 89.986(1) 4_465 3_575 ? N4 Cu1 N4 178.231(15) 4_465 2_665 ? N4 Cu1 N4 90.0 3_575 2_665 ? N4 Cu1 N4 89.986(1) 4_465 . ? N4 Cu1 N4 178.231(15) 3_575 . ? N4 Cu1 N4 90.0 2_665 . ? O1' O1 O1' 51.30(6) . 11_556 ? C2 N1 C1 103.82(4) . . ? C2 N1 Cu2 130.72(3) . . ? C1 N1 Cu2 124.56(4) . . ? C1 N2 N3 106.34(5) . . ? C2 N3 N2 108.91(4) . . ? C2 N3 C3 125.56(4) . . ? N2 N3 C3 125.44(4) . . ? C10 N4 C9 102.68(3) . . ? C10 N4 Cu1 126.62(2) . . ? C9 N4 Cu1 130.70(2) . . ? C9 N5 N6 102.04(3) . . ? C10 N6 N5 110.73(2) . . ? C10 N6 C8 126.65(3) . . ? N5 N6 C8 122.44(3) . . ? C15 N7 N8 109.18(3) . . ? C15 N7 C14 131.05(3) . . ? N8 N7 C14 119.64(3) . . ? C16 N8 N7 104.55(3) . . ? C15 N9 C16 102.25(3) . . ? C15 N9 Cu2 128.88(2) . 14_456 ? C16 N9 Cu2 128.86(3) . 14_456 ? N2 C1 N1 109.81(5) . . ? N2 C1 H1 125.1 . . ? N1 C1 H1 125.1 . . ? N3 C2 N1 110.51(4) . . ? N3 C2 H2 124.7 . . ? N1 C2 H2 124.7 . . ? C4 C3 N3 105.37(4) . . ? C4 C3 H3A 110.7 . . ? N3 C3 H3A 110.7 . . ? C4 C3 H3B 110.7 . . ? N3 C3 H3B 110.7 . . ? H3A C3 H3B 108.8 . . ? C5 C4 C17 122.62(3) . . ? C5 C4 C3 118.53(4) . . ? C17 C4 C3 118.79(3) . . ? C4 C5 C7 118.11(3) . . ? C4 C5 C6 121.72(3) . . ? C7 C5 C6 120.15(3) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C11 C7 C5 121.23(3) . . ? C11 C7 C8 119.60(3) . . ? C5 C7 C8 119.14(3) . . ? N6 C8 C7 111.03(3) . . ? N6 C8 H8A 109.4 . . ? C7 C8 H8A 109.4 . . ? N6 C8 H8B 109.4 . . ? C7 C8 H8B 109.4 . . ? H8A C8 H8B 108.0 . . ? N5 C9 N4 115.14(3) . . ? N5 C9 H9 122.4 . . ? N4 C9 H9 122.4 . . ? N4 C10 N6 109.40(3) . . ? N4 C10 H10 125.3 . . ? N6 C10 H10 125.3 . . ? C7 C11 C13 119.37(3) . . ? C7 C11 C12 120.51(3) . . ? C13 C11 C12 120.09(3) . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 C17 121.59(3) . . ? C11 C13 C14 119.72(3) . . ? C17 C13 C14 118.61(3) . . ? N7 C14 C13 110.58(3) . . ? N7 C14 H14A 109.5 . . ? C13 C14 H14A 109.5 . . ? N7 C14 H14B 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 108.1 . . ? N9 C15 N7 110.79(3) . . ? N9 C15 H15 124.6 . . ? N7 C15 H15 124.6 . . ? N8 C16 N9 113.09(4) . . ? N8 C16 H16 123.5 . . ? N9 C16 H16 123.5 . . ? C13 C17 C4 116.95(3) . . ? C13 C17 C18 120.82(4) . . ? C4 C17 C18 122.21(4) . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O1' O1' O1 64.35(3) 11_556 . ? I3 I3' I4 156.26(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 N1 Cu2 N1 C2 -128.14(4) 11_556 . . . ? N9 Cu2 N1 C2 96.1(6) 6_554 . . . ? N9 Cu2 N1 C2 52.91(4) 16_556 . . . ? N1 Cu2 N1 C1 64.61(5) 11_556 . . . ? N9 Cu2 N1 C1 -71.1(6) 6_554 . . . ? N9 Cu2 N1 C1 -114.34(4) 16_556 . . . ? C1 N2 N3 C2 -2.38(6) . . . . ? C1 N2 N3 C3 -179.14(5) . . . . ? N4 Cu1 N4 C10 -45.72(3) 4_465 . . . ? N4 Cu1 N4 C10 43.40(3) 3_575 . . . ? N4 Cu1 N4 C10 132.52(2) 2_665 . . . ? N4 Cu1 N4 C9 133.28(2) 4_465 . . . ? N4 Cu1 N4 C9 -137.60(3) 3_575 . . . ? N4 Cu1 N4 C9 -48.49(3) 2_665 . . . ? C9 N5 N6 C10 -1.28(3) . . . . ? C9 N5 N6 C8 -176.71(3) . . . . ? C15 N7 N8 C16 -0.35(5) . . . . ? C14 N7 N8 C16 176.09(4) . . . . ? N3 N2 C1 N1 -2.68(7) . . . . ? C2 N1 C1 N2 6.50(6) . . . . ? Cu2 N1 C1 N2 176.58(4) . . . . ? N2 N3 C2 N1 6.76(6) . . . . ? C3 N3 C2 N1 -176.48(4) . . . . ? C1 N1 C2 N3 -8.02(5) . . . . ? Cu2 N1 C2 N3 -177.24(3) . . . . ? C2 N3 C3 C4 -147.19(4) . . . . ? N2 N3 C3 C4 29.04(6) . . . . ? N3 C3 C4 C5 84.48(4) . . . . ? N3 C3 C4 C17 -98.46(4) . . . . ? C17 C4 C5 C7 -0.29(5) . . . . ? C3 C4 C5 C7 176.65(3) . . . . ? C17 C4 C5 C6 178.22(4) . . . . ? C3 C4 C5 C6 -4.84(6) . . . . ? C4 C5 C7 C11 1.82(5) . . . . ? C6 C5 C7 C11 -176.71(3) . . . . ? C4 C5 C7 C8 -176.30(3) . . . . ? C6 C5 C7 C8 5.17(5) . . . . ? C10 N6 C8 C7 143.78(3) . . . . ? N5 N6 C8 C7 -41.54(4) . . . . ? C11 C7 C8 N6 108.52(3) . . . . ? C5 C7 C8 N6 -73.32(4) . . . . ? N6 N5 C9 N4 0.59(3) . . . . ? C10 N4 C9 N5 0.28(4) . . . . ? Cu1 N4 C9 N5 -178.89(2) . . . . ? C9 N4 C10 N6 -1.08(3) . . . . ? Cu1 N4 C10 N6 178.14(2) . . . . ? N5 N6 C10 N4 1.55(3) . . . . ? C8 N6 C10 N4 176.74(3) . . . . ? C5 C7 C11 C13 -0.28(5) . . . . ? C8 C7 C11 C13 177.83(3) . . . . ? C5 C7 C11 C12 -178.25(3) . . . . ? C8 C7 C11 C12 -0.14(5) . . . . ? C7 C11 C13 C17 -2.87(5) . . . . ? C12 C11 C13 C17 175.11(3) . . . . ? C7 C11 C13 C14 -179.54(3) . . . . ? C12 C11 C13 C14 -1.56(5) . . . . ? C15 N7 C14 C13 -7.67(5) . . . . ? N8 N7 C14 C13 176.79(3) . . . . ? C11 C13 C14 N7 90.75(4) . . . . ? C17 C13 C14 N7 -86.01(4) . . . . ? C16 N9 C15 N7 3.46(4) . . . . ? Cu2 N9 C15 N7 -177.68(2) 14_456 . . . ? N8 N7 C15 N9 -2.13(4) . . . . ? C14 N7 C15 N9 -178.03(3) . . . . ? N7 N8 C16 N9 2.64(5) . . . . ? C15 N9 C16 N8 -3.84(5) . . . . ? Cu2 N9 C16 N8 177.30(3) 14_456 . . . ? C11 C13 C17 C4 4.25(5) . . . . ? C14 C13 C17 C4 -179.05(3) . . . . ? C11 C13 C17 C18 -174.56(3) . . . . ? C14 C13 C17 C18 2.14(5) . . . . ? C5 C4 C17 C13 -2.66(5) . . . . ? C3 C4 C17 C13 -179.59(3) . . . . ? C5 C4 C17 C18 176.13(4) . . . . ? C3 C4 C17 C18 -0.80(5) . . . . ? _diffrn_measured_fraction_theta_max 0.970 _diffrn_reflns_theta_full 23.25 _diffrn_measured_fraction_theta_full 0.970 _refine_diff_density_max 2.413 _refine_diff_density_min -0.789 _refine_diff_density_rms 0.161 #======end data_3 _database_code_depnum_ccdc_archive 'CCDC 808997' #TrackingRef '- CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C144 H152 Cu6 N76 O43' _chemical_formula_weight 4016.66 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M I4/m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z' '-x, -y, z' 'y, -x, z' 'x+1/2, y+1/2, z+1/2' '-y+1/2, x+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, z+1/2' '-x, -y, -z' 'y, -x, -z' 'x, y, -z' '-y, x, -z' '-x+1/2, -y+1/2, -z+1/2' 'y+1/2, -x+1/2, -z+1/2' 'x+1/2, y+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 23.0648(13) _cell_length_b 23.0648(13) _cell_length_c 19.9962(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 10637.7(13) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.254 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 4132 _exptl_absorpt_coefficient_mu 1.355 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7457 _exptl_absorpt_correction_T_max 0.7733 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8969 _diffrn_reflns_av_R_equivalents 0.0561 _diffrn_reflns_av_sigmaI/netI 0.0934 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 4.42 _diffrn_reflns_theta_max 63.83 _reflns_number_total 4429 _reflns_number_gt 2049 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0904P)^2^+0.2000P] 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 4429 _refine_ls_number_parameters 321 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.1517 _refine_ls_R_factor_gt 0.0910 _refine_ls_wR_factor_ref 0.2452 _refine_ls_wR_factor_gt 0.2161 _refine_ls_goodness_of_fit_ref 1.069 _refine_ls_restrained_S_all 7.636 _refine_ls_shift/su_max 0.098 _refine_ls_shift/su_mean 0.006 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 O6 O 0.9319(2) 0.3992(2) 0.3550(3) 0.516(3) Uani 1 1 d . . . O7 O 0.1401(3) 0.3436(3) 0.0000 0.316(4) Uani 1 2 d S . . O10 O 0.0000 1.0000 0.0000 0.192(4) Uani 1 8 d S . . Cu1 Cu 0.0000 0.0000 0.15834(3) 0.06649(16) Uani 1 4 d S . . Cu2 Cu 0.25815(3) 0.48215(2) 0.0000 0.10008(19) Uani 1 2 d S . . N1 N 0.05748(6) 0.06422(6) 0.15360(8) 0.0638(5) Uani 1 1 d . . . N2 N 0.10019(7) 0.14533(6) 0.12962(8) 0.0677(5) Uani 1 1 d . . . C15 C 0.19752(9) 0.25808(8) 0.14859(9) 0.0641(6) Uani 1 1 d . . . N5 N 0.29335(7) 0.36327(8) 0.14817(8) 0.0790(6) Uani 1 1 d . . . C16 C 0.21745(8) 0.30088(8) 0.19331(9) 0.0620(6) Uani 1 1 d . . . C14 C 0.13870(8) 0.24456(8) 0.14698(9) 0.0670(6) Uani 1 1 d . . . N3 N 0.13419(8) 0.12087(7) 0.17684(9) 0.0850(6) Uani 1 1 d . . . C17 C 0.17978(9) 0.33057(8) 0.23472(10) 0.0719(6) Uani 1 1 d . . . C1 C 0.05550(8) 0.11214(8) 0.11599(10) 0.0705(6) Uani 1 1 d . . . H1 H 0.0268 0.1207 0.0849 0.085 Uiso 1 1 calc R . . C9 C 0.28054(9) 0.31513(9) 0.19577(10) 0.0780(7) Uani 1 1 d . . . H9A H 0.2912 0.3267 0.2408 0.094 Uiso 1 1 calc R . . H9B H 0.3031 0.2812 0.1839 0.094 Uiso 1 1 calc R . . C18 C 0.12064(10) 0.31568(9) 0.23351(11) 0.0825(7) Uani 1 1 d . . . C7 C 0.11657(9) 0.20021(8) 0.09783(10) 0.0751(7) Uani 1 1 d . . . H7A H 0.0831 0.2160 0.0747 0.090 Uiso 1 1 calc R . . H7B H 0.1464 0.1927 0.0647 0.090 Uiso 1 1 calc R . . N4 N 0.28793(9) 0.42859(8) 0.07125(8) 0.0907(6) Uani 1 1 d . . . C2 C 0.10641(9) 0.07205(9) 0.18922(11) 0.0779(7) Uani 1 1 d . . . H2 H 0.1196 0.0451 0.2202 0.093 Uiso 1 1 calc R . . C3 C 0.26040(11) 0.38900(9) 0.10387(11) 0.0883(8) Uani 1 1 d . . . N9 N 0.07003(10) 0.30885(12) 0.34202(10) 0.1203(9) Uani 1 1 d . . . C10 C 0.19920(12) 0.38000(10) 0.27756(12) 0.1042(10) Uani 1 1 d . . . H10A H 0.1881 0.4159 0.2570 0.156 Uiso 1 1 calc R . . H10B H 0.2406 0.3788 0.2824 0.156 Uiso 1 1 calc R . . H10C H 0.1814 0.3770 0.3208 0.156 Uiso 1 1 calc R . . C8 C 0.23888(10) 0.22841(11) 0.10121(11) 0.0911(8) Uani 1 1 d . . . H8A H 0.2193 0.1971 0.0791 0.137 Uiso 1 1 calc R . . H8B H 0.2714 0.2135 0.1258 0.137 Uiso 1 1 calc R . . H8C H 0.2523 0.2558 0.0685 0.137 Uiso 1 1 calc R . . C13 C 0.10056(9) 0.27282(9) 0.19090(11) 0.0785(7) Uani 1 1 d . . . N6 N 0.34538(11) 0.38629(13) 0.14356(13) 0.1601(11) Uani 1 1 d . . . C11 C 0.07887(12) 0.34640(12) 0.27902(14) 0.1255(12) Uani 1 1 d . . . H11A H 0.0421 0.3522 0.2564 0.151 Uiso 1 1 calc R . . H11B H 0.0942 0.3840 0.2914 0.151 Uiso 1 1 calc R . . C5 C 0.02701(11) 0.30292(13) 0.37996(14) 0.1158(11) Uani 1 1 d . . . H5 H -0.0083 0.3208 0.3713 0.139 Uiso 1 1 calc R . . C12 C 0.03546(11) 0.25452(12) 0.19076(17) 0.1267(12) Uani 1 1 d . . . H12A H 0.0200 0.2579 0.2352 0.190 Uiso 1 1 calc R . . H12B H 0.0322 0.2151 0.1759 0.190 Uiso 1 1 calc R . . H12C H 0.0141 0.2793 0.1611 0.190 Uiso 1 1 calc R . . C4 C 0.34113(13) 0.42536(15) 0.09539(14) 0.1426(12) Uani 1 1 d . . . N10 N 0.17954(12) 0.05923(10) 0.0000 0.0848(9) Uani 1 2 d S . . O3 O 0.12540(15) 0.05631(16) 0.0000 0.1593(15) Uani 1 2 d S . . O1 O 0.20420(18) 0.10365(14) 0.0000 0.1774(17) Uani 1 2 d S . . N8 N 0.11312(13) 0.27333(19) 0.36530(17) 0.2349(2) Uani 1 1 d U . . O2 O 0.20033(18) 0.01122(14) 0.0000 0.1697(17) Uani 1 2 d S . . C6 C 0.08721(15) 0.2509(2) 0.41863(19) 0.2260(2) Uani 1 1 d U . . H6 H 0.1044 0.2230 0.4458 0.271 Uiso 1 1 calc R . . O9 O 0.0000 0.0000 0.2923(3) 0.174(2) Uani 1 4 d S . . N7 N 0.03472(9) 0.27170(13) 0.42958(10) 0.1268(10) Uani 1 1 d . . . O8 O 0.46712(15) 0.3665(2) 0.1821(3) 0.3638(2) Uani 1 1 d U . . O4 O 0.35053(17) 0.53516(14) 1.0000 0.2014(19) Uani 1 2 d S . . O5 O 0.16434(16) 0.4301(2) 0.0000 0.1906(19) Uani 1 2 d S . . 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 O6 0.471(5) 0.304(5) 0.772(7) -0.136(5) -0.423(4) 0.155(4) O7 0.312(6) 0.385(7) 0.251(5) 0.000 0.000 -0.143(5) O10 0.137(3) 0.137(3) 0.304(9) 0.000 0.000 0.000 Cu1 0.04603(15) 0.04603(15) 0.1074(4) 0.000 0.000 0.000 Cu2 0.1644(4) 0.0647(2) 0.0711(2) 0.000 0.000 -0.0323(3) N1 0.0497(8) 0.0512(8) 0.0906(9) 0.0016(8) -0.0042(8) 0.0018(6) N2 0.0614(8) 0.0603(9) 0.0814(9) 0.0020(8) -0.0085(8) -0.0142(7) C15 0.0740(11) 0.0591(10) 0.0591(9) 0.0058(9) 0.0006(9) -0.0043(9) N5 0.0708(9) 0.0912(11) 0.0751(9) 0.0086(9) -0.0056(8) -0.0237(9) C16 0.0689(11) 0.0525(9) 0.0645(9) 0.0091(9) -0.0046(9) -0.0084(8) C14 0.0686(11) 0.0548(9) 0.0777(11) 0.0096(9) -0.0047(10) -0.0162(9) N3 0.0848(11) 0.0715(10) 0.0988(11) 0.0115(10) -0.0181(10) -0.0218(8) C17 0.0889(13) 0.0541(10) 0.0725(10) 0.0066(10) -0.0038(10) -0.0156(10) C1 0.0534(10) 0.0646(11) 0.0934(12) 0.0004(10) -0.0086(10) -0.0058(9) C9 0.0720(12) 0.0774(13) 0.0847(12) 0.0067(11) -0.0140(11) -0.0174(10) C18 0.0937(14) 0.0694(12) 0.0842(12) 0.0018(11) 0.0167(12) -0.0084(12) C7 0.0748(12) 0.0682(11) 0.0824(11) 0.0032(10) -0.0135(10) -0.0237(10) N4 0.1143(13) 0.0899(11) 0.0678(9) 0.0001(9) 0.0037(10) -0.0390(10) C2 0.0598(11) 0.0719(12) 0.1020(13) 0.0093(12) -0.0197(11) -0.0022(9) C3 0.1021(15) 0.0672(12) 0.0954(14) 0.0153(11) -0.0106(13) -0.0262(11) N9 0.0931(14) 0.165(2) 0.1031(12) -0.0018(15) 0.0170(12) 0.0134(15) C10 0.132(2) 0.0774(14) 0.1036(15) -0.0086(13) 0.0084(16) -0.0189(14) C8 0.0851(14) 0.0916(15) 0.0967(14) -0.0086(13) 0.0016(13) -0.0181(12) C13 0.0690(12) 0.0648(11) 0.1017(13) 0.0076(11) 0.0020(11) -0.0083(10) N6 0.0987(14) 0.211(2) 0.1702(19) 0.0664(18) -0.0129(15) -0.0678(14) C11 0.119(2) 0.0964(18) 0.161(2) -0.0161(18) 0.0437(18) -0.0140(16) C5 0.0664(13) 0.126(2) 0.155(2) 0.0318(18) -0.0061(16) 0.0188(14) C12 0.0778(16) 0.116(2) 0.186(3) 0.001(2) 0.0119(19) -0.0162(15) C4 0.1101(19) 0.181(3) 0.1363(19) 0.0591(18) -0.0076(18) -0.0591(17) N10 0.1093(19) 0.0513(12) 0.0938(15) 0.000 0.000 0.0005(13) O3 0.160(3) 0.182(3) 0.137(2) 0.000 0.000 0.031(2) O1 0.239(4) 0.106(2) 0.188(3) 0.000 0.000 -0.044(2) N8 0.1223(4) 0.3879(4) 0.1945(4) 0.1114(3) 0.0613(3) 0.1092(3) O2 0.198(3) 0.108(2) 0.203(3) 0.000 0.000 0.010(2) C6 0.1329(4) 0.3780(4) 0.1671(4) 0.1108(3) 0.0525(3) 0.1138(3) O9 0.1208(19) 0.1208(19) 0.280(6) 0.000 0.000 0.000 N7 0.0758(12) 0.222(3) 0.0824(11) 0.0094(15) 0.0117(10) 0.0218(15) O8 0.1455(4) 0.5331(4) 0.4129(4) -0.0925(3) -0.0211(3) 0.0748(3) O4 0.221(3) 0.108(2) 0.276(4) 0.000 0.000 -0.0756(19) O5 0.146(3) 0.237(4) 0.188(3) 0.000 0.000 0.033(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 N1 1.9902(14) 3 ? Cu1 N1 1.9902(14) . ? Cu1 N1 1.9902(14) 4 ? Cu1 N1 1.9902(14) 2 ? Cu2 N7 1.982(2) 16 ? Cu2 N7 1.982(2) 6_554 ? Cu2 N4 2.0071(18) 11 ? Cu2 N4 2.0071(18) . ? N1 C1 1.338(2) . ? N1 C2 1.347(3) . ? N2 C1 1.313(2) . ? N2 N3 1.351(2) . ? N2 C7 1.466(2) . ? C15 C14 1.392(3) . ? C15 C16 1.409(3) . ? C15 C8 1.509(3) . ? N5 C3 1.309(3) . ? N5 N6 1.315(3) . ? N5 C9 1.492(3) . ? C16 C17 1.382(3) . ? C16 C9 1.492(3) . ? C14 C13 1.404(3) . ? C14 C7 1.507(3) . ? N3 C2 1.319(3) . ? C17 C18 1.407(3) . ? C17 C10 1.495(3) . ? C18 C13 1.385(3) . ? C18 C11 1.503(4) . ? N4 C3 1.289(3) . ? N4 C4 1.321(4) . ? N9 C5 1.256(3) . ? N9 N8 1.369(4) . ? N9 C11 1.542(4) . ? C13 C12 1.560(3) . ? N6 C4 1.323(4) . ? C5 N7 1.239(4) . ? C5 C6 1.992(5) . ? N10 O1 1.172(4) . ? N10 O2 1.207(4) . ? N10 O3 1.251(5) . ? N8 C6 1.328(5) . ? C6 N7 1.321(4) . ? N7 Cu2 1.982(2) 14_455 ? 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 Cu1 N1 174.54(10) 3 . ? N1 Cu1 N1 89.870(5) 3 4 ? N1 Cu1 N1 89.870(5) . 4 ? N1 Cu1 N1 89.870(5) 3 2 ? N1 Cu1 N1 89.870(5) . 2 ? N1 Cu1 N1 174.54(10) 4 2 ? N7 Cu2 N7 90.57(13) 16 6_554 ? N7 Cu2 N4 179.63(11) 16 11 ? N7 Cu2 N4 89.49(8) 6_554 11 ? N7 Cu2 N4 89.49(8) 16 . ? N7 Cu2 N4 179.63(11) 6_554 . ? N4 Cu2 N4 90.45(10) 11 . ? C1 N1 C2 102.43(15) . . ? C1 N1 Cu1 128.24(13) . . ? C2 N1 Cu1 129.26(13) . . ? C1 N2 N3 110.95(16) . . ? C1 N2 C7 128.02(16) . . ? N3 N2 C7 120.93(15) . . ? C14 C15 C16 119.32(17) . . ? C14 C15 C8 119.99(17) . . ? C16 C15 C8 120.66(18) . . ? C3 N5 N6 107.4(2) . . ? C3 N5 C9 130.84(18) . . ? N6 N5 C9 121.73(19) . . ? C17 C16 C15 121.48(18) . . ? C17 C16 C9 118.96(17) . . ? C15 C16 C9 119.56(17) . . ? C15 C14 C13 119.47(17) . . ? C15 C14 C7 119.80(17) . . ? C13 C14 C7 120.72(18) . . ? C2 N3 N2 101.87(16) . . ? C16 C17 C18 118.58(18) . . ? C16 C17 C10 122.2(2) . . ? C18 C17 C10 119.12(19) . . ? N2 C1 N1 109.77(17) . . ? N5 C9 C16 109.63(16) . . ? C13 C18 C17 120.6(2) . . ? C13 C18 C11 119.6(2) . . ? C17 C18 C11 119.7(2) . . ? N2 C7 C14 112.98(16) . . ? C3 N4 C4 103.5(2) . . ? C3 N4 Cu2 128.79(17) . . ? C4 N4 Cu2 127.74(19) . . ? N3 C2 N1 114.98(18) . . ? N4 C3 N5 112.2(2) . . ? C5 N9 N8 107.6(3) . . ? C5 N9 C11 131.2(2) . . ? N8 N9 C11 121.2(2) . . ? C18 C13 C14 120.45(19) . . ? C18 C13 C12 121.1(2) . . ? C14 C13 C12 118.5(2) . . ? N5 N6 C4 105.0(2) . . ? C18 C11 N9 108.3(2) . . ? N7 C5 N9 115.7(2) . . ? N7 C5 C6 40.41(17) . . ? N9 C5 C6 75.5(2) . . ? N4 C4 N6 111.9(3) . . ? O1 N10 O2 127.5(4) . . ? O1 N10 O3 122.1(3) . . ? O2 N10 O3 110.3(3) . . ? C6 N8 N9 100.4(3) . . ? N7 C6 N8 113.8(4) . . ? N7 C6 C5 37.44(17) . . ? N8 C6 C5 76.5(3) . . ? C5 N7 C6 102.1(3) . . ? C5 N7 Cu2 133.10(19) . 14_455 ? C6 N7 Cu2 123.5(3) . 14_455 ? 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 N1 C1 47.23(16) 3 . . . ? N1 Cu1 N1 C1 134.50(14) 4 . . . ? N1 Cu1 N1 C1 -40.04(19) 2 . . . ? N1 Cu1 N1 C2 -136.29(17) 3 . . . ? N1 Cu1 N1 C2 -49.0(2) 4 . . . ? N1 Cu1 N1 C2 136.43(15) 2 . . . ? C14 C15 C16 C17 -1.3(3) . . . . ? C8 C15 C16 C17 176.73(18) . . . . ? C14 C15 C16 C9 179.37(17) . . . . ? C8 C15 C16 C9 -2.6(3) . . . . ? C16 C15 C14 C13 -1.4(3) . . . . ? C8 C15 C14 C13 -179.44(18) . . . . ? C16 C15 C14 C7 178.06(17) . . . . ? C8 C15 C14 C7 0.0(3) . . . . ? C1 N2 N3 C2 0.0(2) . . . . ? C7 N2 N3 C2 -176.64(17) . . . . ? C15 C16 C17 C18 2.5(3) . . . . ? C9 C16 C17 C18 -178.15(18) . . . . ? C15 C16 C17 C10 -173.88(18) . . . . ? C9 C16 C17 C10 5.5(3) . . . . ? N3 N2 C1 N1 0.2(2) . . . . ? C7 N2 C1 N1 176.62(17) . . . . ? C2 N1 C1 N2 -0.4(2) . . . . ? Cu1 N1 C1 N2 176.80(12) . . . . ? C3 N5 C9 C16 -6.5(3) . . . . ? N6 N5 C9 C16 176.0(2) . . . . ? C17 C16 C9 N5 -88.3(2) . . . . ? C15 C16 C9 N5 91.1(2) . . . . ? C16 C17 C18 C13 -1.0(3) . . . . ? C10 C17 C18 C13 175.5(2) . . . . ? C16 C17 C18 C11 178.8(2) . . . . ? C10 C17 C18 C11 -4.7(3) . . . . ? C1 N2 C7 C14 140.11(19) . . . . ? N3 N2 C7 C14 -43.8(2) . . . . ? C15 C14 C7 N2 107.5(2) . . . . ? C13 C14 C7 N2 -73.0(2) . . . . ? N7 Cu2 N4 C3 83.2(2) 16 . . . ? N7 Cu2 N4 C3 -16(18) 6_554 . . . ? N4 Cu2 N4 C3 -96.39(19) 11 . . . ? N7 Cu2 N4 C4 -97.5(2) 16 . . . ? N7 Cu2 N4 C4 164(100) 6_554 . . . ? N4 Cu2 N4 C4 82.9(2) 11 . . . ? N2 N3 C2 N1 -0.3(2) . . . . ? C1 N1 C2 N3 0.5(2) . . . . ? Cu1 N1 C2 N3 -176.71(14) . . . . ? C4 N4 C3 N5 2.3(3) . . . . ? Cu2 N4 C3 N5 -178.32(14) . . . . ? N6 N5 C3 N4 -1.3(3) . . . . ? C9 N5 C3 N4 -179.00(19) . . . . ? C17 C18 C13 C14 -1.6(3) . . . . ? C11 C18 C13 C14 178.6(2) . . . . ? C17 C18 C13 C12 178.0(2) . . . . ? C11 C18 C13 C12 -1.8(3) . . . . ? C15 C14 C13 C18 2.9(3) . . . . ? C7 C14 C13 C18 -176.61(19) . . . . ? C15 C14 C13 C12 -176.8(2) . . . . ? C7 C14 C13 C12 3.8(3) . . . . ? C3 N5 N6 C4 -0.3(3) . . . . ? C9 N5 N6 C4 177.6(2) . . . . ? C13 C18 C11 N9 83.2(3) . . . . ? C17 C18 C11 N9 -96.6(2) . . . . ? C5 N9 C11 C18 -149.2(3) . . . . ? N8 N9 C11 C18 29.9(4) . . . . ? N8 N9 C5 N7 5.2(4) . . . . ? C11 N9 C5 N7 -175.7(3) . . . . ? N8 N9 C5 C6 0.9(3) . . . . ? C11 N9 C5 C6 -180.0(3) . . . . ? C3 N4 C4 N6 -2.5(3) . . . . ? Cu2 N4 C4 N6 178.08(19) . . . . ? N5 N6 C4 N4 1.8(3) . . . . ? C5 N9 N8 C6 -1.3(4) . . . . ? C11 N9 N8 C6 179.5(3) . . . . ? N9 N8 C6 N7 -2.6(5) . . . . ? N9 N8 C6 C5 0.8(2) . . . . ? N9 C5 C6 N7 174.0(4) . . . . ? N7 C5 C6 N8 -174.9(4) . . . . ? N9 C5 C6 N8 -0.9(3) . . . . ? N9 C5 N7 C6 -6.4(4) . . . . ? N9 C5 N7 Cu2 -173.5(2) . . . 14_455 ? C6 C5 N7 Cu2 -167.1(4) . . . 14_455 ? N8 C6 N7 C5 5.4(5) . . . . ? N8 C6 N7 Cu2 174.2(3) . . . 14_455 ? C5 C6 N7 Cu2 168.7(4) . . . 14_455 ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 63.83 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.657 _refine_diff_density_min -0.360 _refine_diff_density_rms 0.082