# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Prof. Jerzy Lisowski' _publ_contact_author_email jurekl@wchuwr.pl _publ_section_title ; Trinuclear Cu(II) complexes of a chiral N6O3 amine ; loop_ _publ_author_name M.Kobylka J.Janczak T.Lis T.Kowalik-Jankowska J.Klak ; M.Pietruszka ; J.Lisowski # Attachment '- COMP1 revised.cif' data_ligand _database_code_depnum_ccdc_archive 'CCDC 833158' #TrackingRef '- COMP1 revised.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C45 H66 N6 O3), 0.33(C3 H12 O3), 9(C H4 O)' _chemical_formula_sum 'C100 H172 N12 O16' _chemical_formula_weight 1798.18 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' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R 3' _symmetry_space_group_name_Hall 'R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 15.439(3) _cell_length_b 15.439(3) _cell_length_c 37.996(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 7843(4) _cell_formula_units_Z 3 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1265 _cell_measurement_theta_min 4.84 _cell_measurement_theta_max 30.0 _exptl_crystal_description parallelepiped _exptl_crystal_colour colourless _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas 1.14 _exptl_crystal_density_diffrn 1.142 _exptl_crystal_density_method floatation _exptl_crystal_F_000 2952 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9777 _exptl_absorpt_correction_T_max 0.9846 _exptl_absorpt_process_details ; CrysAlis CCD, Version 1.171.33.48, Oxford Diffraction, 2009 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'KUMA KM-4 with CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11959 _diffrn_reflns_av_R_equivalents 0.0327 _diffrn_reflns_av_sigmaI/netI 0.0939 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_limit_l_max 53 _diffrn_reflns_theta_min 4.84 _diffrn_reflns_theta_max 30.00 _reflns_number_total 8674 _reflns_number_gt 5581 _reflns_threshold_expression I>2\s(I) _computing_data_collection ; CrysAlis CCD, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_cell_refinement ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_data_reduction ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0860P)^2^] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.2(1) _refine_ls_number_reflns 8674 _refine_ls_number_parameters 417 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1134 _refine_ls_R_factor_gt 0.0739 _refine_ls_wR_factor_ref 0.1684 _refine_ls_wR_factor_gt 0.1535 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 _chemical_absolute_configuration rm 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 O1 O 0.08733(16) 0.15177(17) 0.05770(6) 0.0353(5) Uani 1 1 d . . . H1O H 0.0401 0.1381 0.0437 0.053 Uiso 1 1 calc R . . C1 C 0.1601(2) 0.2496(2) 0.05340(8) 0.0290(7) Uani 1 1 d . . . C2 C 0.2453(2) 0.2873(2) 0.07488(8) 0.0306(7) Uani 1 1 d . . . C3 C 0.3221(2) 0.3855(2) 0.06976(8) 0.0300(7) Uani 1 1 d . . . H3 H 0.3807 0.4104 0.0838 0.036 Uiso 1 1 calc R . . C4 C 0.3161(2) 0.4487(2) 0.04474(9) 0.0355(7) Uani 1 1 d . . . C5 C 0.2297(2) 0.4110(3) 0.02516(9) 0.0347(7) Uani 1 1 d . . . H5 H 0.2229 0.4536 0.0087 0.042 Uiso 1 1 calc R . . C6 C 0.1503(2) 0.3107(3) 0.02856(8) 0.0310(7) Uani 1 1 d . . . C7 C 0.0601(2) 0.2691(3) 0.00515(7) 0.0303(7) Uani 1 1 d . . . H71 H 0.0563 0.3249 -0.0062 0.045 Uiso 1 1 calc R . . H72 H 0.0667 0.2283 -0.0136 0.045 Uiso 1 1 calc R . . N1 N -0.03267(19) 0.2068(2) 0.02521(7) 0.0294(6) Uani 1 1 d . . . H1N H -0.082(3) 0.181(3) 0.0063(10) 0.044 Uiso 1 1 d . . . C8 C -0.0611(2) 0.2625(2) 0.05003(7) 0.0249(6) Uani 1 1 d . . . H8 H -0.0060 0.2964 0.0676 0.037 Uiso 1 1 calc R . . C9 C -0.0769(2) 0.3431(2) 0.03243(8) 0.0276(6) Uani 1 1 d . . . H91 H -0.0140 0.3932 0.0210 0.041 Uiso 1 1 calc R . . H92 H -0.1290 0.3119 0.0140 0.041 Uiso 1 1 calc R . . C10 C -0.1089(2) 0.3950(2) 0.05957(9) 0.0348(8) Uani 1 1 d . . . H101 H -0.0556 0.4286 0.0774 0.052 Uiso 1 1 calc R . . H102 H -0.1185 0.4467 0.0477 0.052 Uiso 1 1 calc R . . C11 C -0.2052(2) 0.3201(2) 0.07745(10) 0.0367(8) Uani 1 1 d . . . H111 H -0.2596 0.2893 0.0598 0.055 Uiso 1 1 calc R . . H112 H -0.2241 0.3545 0.0953 0.055 Uiso 1 1 calc R . . C12 C -0.1915(2) 0.2396(2) 0.09507(8) 0.0293(7) Uani 1 1 d . . . H121 H -0.2560 0.1892 0.1056 0.044 Uiso 1 1 calc R . . H122 H -0.1425 0.2702 0.1144 0.044 Uiso 1 1 calc R . . C13 C -0.1555(2) 0.1867(2) 0.06985(7) 0.0234(6) Uani 1 1 d . . . H13 H -0.2097 0.1460 0.0525 0.035 Uiso 1 1 calc R . . N2 N -0.1322(2) 0.12023(19) 0.09059(6) 0.0269(6) Uani 1 1 d . . . H2N H -0.0963 0.0958 0.0821 0.040 Uiso 1 1 d . . . C14 C 0.2501(2) 0.2200(3) 0.10333(7) 0.0308(7) Uani 1 1 d . . . H141 H 0.3107 0.2604 0.1178 0.046 Uiso 1 1 calc R . . H142 H 0.1914 0.1974 0.1189 0.046 Uiso 1 1 calc R . . C15 C 0.3989(3) 0.5538(3) 0.03909(12) 0.0501(10) Uani 1 1 d . . . H151 H 0.4230 0.5615 0.0148 0.075 Uiso 1 1 calc R . . H152 H 0.4539 0.5686 0.0553 0.075 Uiso 1 1 calc R . . H15C H 0.3741 0.6002 0.0434 0.075 Uiso 1 1 calc R . . O2 O 0.27977(16) 0.51448(15) 0.21557(5) 0.0282(5) Uani 1 1 d . . . H2O H 0.3231 0.5331 0.1996 0.042 Uiso 1 1 calc R . . C16 C 0.2454(2) 0.4158(2) 0.22320(7) 0.0248(6) Uani 1 1 d . . . C17 C 0.2829(2) 0.3634(2) 0.20515(8) 0.0289(7) Uani 1 1 d . . . C18 C 0.2514(2) 0.2654(2) 0.21563(9) 0.0343(8) Uani 1 1 d . . . H18 H 0.2781 0.2294 0.2041 0.041 Uiso 1 1 calc R . . C19 C 0.1832(2) 0.2195(2) 0.24200(10) 0.0351(8) Uani 1 1 d . . . C20 C 0.1448(2) 0.2726(2) 0.25850(8) 0.0299(7) Uani 1 1 d . . . H20 H 0.0959 0.2405 0.2764 0.036 Uiso 1 1 calc R . . C21 C 0.1748(2) 0.3714(2) 0.25003(8) 0.0280(6) Uani 1 1 d . . . C22 C 0.1364(3) 0.4301(2) 0.27005(8) 0.0320(7) Uani 1 1 d . . . H221 H 0.0861 0.3841 0.2872 0.048 Uiso 1 1 calc R . . H222 H 0.1929 0.4822 0.2838 0.048 Uiso 1 1 calc R . . N3 N 0.0914(2) 0.4792(2) 0.25041(6) 0.0269(5) Uani 1 1 d . . . H3N H 0.143(3) 0.531(3) 0.2403(10) 0.040 Uiso 1 1 d . . . C23 C 0.0144(2) 0.4151(2) 0.22443(8) 0.0255(6) Uani 1 1 d . . . H23 H 0.0443 0.3879 0.2074 0.038 Uiso 1 1 calc R . . C24 C -0.0761(2) 0.3280(2) 0.24225(8) 0.0320(7) Uani 1 1 d . . . H241 H -0.0548 0.2839 0.2536 0.048 Uiso 1 1 calc R . . H242 H -0.1013 0.3545 0.2609 0.048 Uiso 1 1 calc R . . C25 C -0.1592(2) 0.2674(3) 0.21672(10) 0.0385(8) Uani 1 1 d . . . H251 H -0.2167 0.2131 0.2294 0.058 Uiso 1 1 calc R . . H252 H -0.1360 0.2365 0.1990 0.058 Uiso 1 1 calc R . . C26 C -0.1920(2) 0.3343(2) 0.19838(10) 0.0351(7) Uani 1 1 d . . . H261 H -0.2455 0.2944 0.1812 0.053 Uiso 1 1 calc R . . H262 H -0.2190 0.3619 0.2160 0.053 Uiso 1 1 calc R . . C27 C -0.1048(2) 0.4181(2) 0.17976(9) 0.0332(7) Uani 1 1 d . . . H271 H -0.1270 0.4613 0.1683 0.050 Uiso 1 1 calc R . . H272 H -0.0816 0.3899 0.1610 0.050 Uiso 1 1 calc R . . C28 C -0.0169(2) 0.4824(2) 0.20433(7) 0.0244(6) Uani 1 1 d . . . H28 H -0.0390 0.5157 0.2218 0.037 Uiso 1 1 calc R . . N4 N 0.0713(2) 0.5612(2) 0.18490(6) 0.0313(6) Uani 1 1 d . . . H4N H 0.086(3) 0.539(2) 0.1606(5) 0.047 Uiso 1 1 d D . . C29 C 0.3531(2) 0.4088(3) 0.17480(8) 0.0343(7) Uani 1 1 d . . . H291 H 0.3169 0.4157 0.1545 0.051 Uiso 1 1 calc R . . H292 H 0.3793 0.3645 0.1677 0.051 Uiso 1 1 calc R . . C30 C 0.1546(3) 0.1153(2) 0.25428(11) 0.0425(9) Uani 1 1 d . . . H301 H 0.1031 0.0939 0.2726 0.064 Uiso 1 1 calc R . . H302 H 0.2137 0.1156 0.2639 0.064 Uiso 1 1 calc R . . H303 H 0.1285 0.0689 0.2343 0.064 Uiso 1 1 calc R . . O3 O 0.0897(2) 0.4461(2) 0.12392(6) 0.0557(7) Uani 1 1 d . . . H3O H 0.0660 0.4421 0.1039 0.083 Uiso 1 1 d . . . C31 C 0.1933(4) 0.4935(5) 0.12194(11) 0.0786(17) Uani 1 1 d . . . H311 H 0.2171 0.5435 0.1031 0.118 Uiso 1 1 calc R . . H312 H 0.2137 0.4439 0.1169 0.118 Uiso 1 1 calc R . . H313 H 0.2223 0.5265 0.1444 0.118 Uiso 1 1 calc R . . O4 O 0.4778(2) 0.4687(2) 0.30262(7) 0.0658(9) Uani 1 1 d . . . H4O H 0.4812 0.5243 0.2999 0.099 Uiso 1 1 calc R . . C32 C 0.3816(3) 0.3970(3) 0.30624(11) 0.0556(12) Uani 1 1 d . . . H321 H 0.3762 0.3499 0.3246 0.083 Uiso 1 1 calc R . . H322 H 0.3570 0.3612 0.2839 0.083 Uiso 1 1 calc R . . H323 H 0.3415 0.4275 0.3129 0.083 Uiso 1 1 calc R . . O5 O 0.0041(3) 0.2463(2) 0.14018(8) 0.0827(12) Uani 1 1 d . . . H5O H -0.0252 0.2097 0.1228 0.124 Uiso 1 1 calc R . . C33 C 0.0235(3) 0.1917(3) 0.16499(9) 0.0486(10) Uani 1 1 d . . . H331 H 0.0717 0.2375 0.1823 0.073 Uiso 1 1 calc R . . H332 H 0.0512 0.1545 0.1532 0.073 Uiso 1 1 calc R . . H333 H -0.0389 0.1447 0.1769 0.073 Uiso 1 1 calc R . . O6 O 0.1034(6) 0.1161(7) -0.0523(2) 0.054(2) Uani 0.33 1 d P A -1 H6O H 0.1431 0.1533 -0.0373 0.082 Uiso 0.33 1 d P B -1 C34 C 0.023(2) 0.0343(9) -0.0338(4) 0.102(9) Uani 0.33 1 d P A -1 H341 H 0.0351 -0.0220 -0.0326 0.152 Uiso 0.33 1 calc PR A -1 H342 H -0.0403 0.0134 -0.0463 0.152 Uiso 0.33 1 calc PR A -1 H343 H 0.0181 0.0556 -0.0099 0.152 Uiso 0.33 1 calc PR A -1 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 O1 0.0295(12) 0.0385(13) 0.0425(13) -0.0040(10) -0.0046(10) 0.0206(11) C1 0.0290(16) 0.0348(17) 0.0271(14) -0.0069(13) 0.0022(12) 0.0189(14) C2 0.0298(17) 0.0340(17) 0.0318(15) -0.0088(13) -0.0057(13) 0.0188(15) C3 0.0193(14) 0.0387(17) 0.0318(15) -0.0116(14) -0.0014(12) 0.0145(14) C4 0.0282(17) 0.0310(17) 0.0503(19) -0.0085(15) 0.0027(15) 0.0169(14) C5 0.0355(18) 0.0415(19) 0.0381(17) -0.0128(15) 0.0000(14) 0.0275(16) C6 0.0364(17) 0.0407(18) 0.0278(15) -0.0018(13) 0.0053(13) 0.0274(15) C7 0.0344(15) 0.0370(19) 0.0229(13) -0.0074(13) -0.0028(12) 0.0203(15) N1 0.0229(13) 0.0400(15) 0.0286(13) -0.0087(12) -0.0016(11) 0.0181(12) C8 0.0306(16) 0.0290(16) 0.0183(13) -0.0012(11) -0.0012(11) 0.0173(13) C9 0.0235(15) 0.0257(15) 0.0320(15) 0.0043(12) -0.0010(12) 0.0110(13) C10 0.0238(16) 0.0322(17) 0.053(2) 0.0064(15) -0.0015(14) 0.0174(14) C11 0.0252(16) 0.0280(17) 0.059(2) 0.0064(15) 0.0043(15) 0.0150(14) C12 0.0355(17) 0.0259(15) 0.0325(16) -0.0048(13) -0.0012(13) 0.0197(14) C13 0.0240(14) 0.0285(15) 0.0231(13) 0.0012(11) -0.0021(11) 0.0170(13) N2 0.0439(15) 0.0292(13) 0.0173(11) -0.0013(10) -0.0095(10) 0.0255(12) C14 0.0309(17) 0.059(2) 0.0120(11) -0.0066(13) 0.0004(12) 0.0294(16) C15 0.038(2) 0.036(2) 0.074(3) 0.0018(19) 0.0041(19) 0.0176(17) O2 0.0312(12) 0.0316(12) 0.0251(10) 0.0008(9) -0.0010(9) 0.0181(10) C16 0.0262(15) 0.0318(16) 0.0197(13) -0.0039(12) -0.0067(11) 0.0171(13) C17 0.0178(14) 0.0375(18) 0.0322(15) -0.0100(13) -0.0066(12) 0.0145(14) C18 0.0199(15) 0.0366(18) 0.052(2) -0.0124(15) -0.0093(14) 0.0184(14) C19 0.0215(15) 0.0219(15) 0.058(2) -0.0044(15) -0.0141(15) 0.0080(13) C20 0.0209(14) 0.0276(16) 0.0375(17) 0.0000(13) -0.0079(13) 0.0094(13) C21 0.0272(16) 0.0302(16) 0.0312(15) -0.0064(13) -0.0048(12) 0.0179(14) C22 0.0385(18) 0.0351(18) 0.0304(16) 0.0010(13) 0.0024(14) 0.0243(15) N3 0.0305(14) 0.0288(14) 0.0245(12) -0.0029(10) -0.0048(10) 0.0171(12) C23 0.0241(15) 0.0260(15) 0.0261(13) -0.0014(12) -0.0031(11) 0.0124(12) C24 0.0386(18) 0.0190(15) 0.0388(17) 0.0057(13) 0.0060(14) 0.0146(14) C25 0.0254(16) 0.0302(17) 0.061(2) 0.0051(16) 0.0075(15) 0.0147(14) C26 0.0227(16) 0.0276(16) 0.054(2) -0.0095(15) -0.0050(14) 0.0114(14) C27 0.0254(16) 0.0302(16) 0.0425(17) -0.0075(14) -0.0067(14) 0.0129(14) C28 0.0218(14) 0.0251(15) 0.0265(14) 0.0034(11) 0.0023(11) 0.0118(12) N4 0.0284(14) 0.0395(16) 0.0252(12) -0.0008(11) -0.0001(11) 0.0165(12) C29 0.0337(18) 0.0414(19) 0.0278(15) -0.0091(14) -0.0038(13) 0.0189(15) C30 0.0279(17) 0.0191(15) 0.076(3) 0.0041(16) -0.0021(17) 0.0085(14) O3 0.0568(18) 0.075(2) 0.0413(14) -0.0164(14) -0.0085(13) 0.0371(16) C31 0.100(4) 0.152(5) 0.036(2) -0.019(3) -0.012(2) 0.102(4) O4 0.0480(17) 0.0524(17) 0.0393(13) 0.0163(13) -0.0251(12) -0.0183(13) C32 0.043(2) 0.034(2) 0.058(2) 0.0202(17) -0.0209(18) -0.0051(17) O5 0.129(3) 0.069(2) 0.0465(17) -0.0225(15) -0.0495(19) 0.047(2) C33 0.047(2) 0.082(3) 0.0301(17) -0.0070(19) -0.0057(16) 0.042(2) O6 0.051(5) 0.072(6) 0.056(5) 0.010(4) 0.000(4) 0.042(5) C34 0.16(2) 0.031(7) 0.088(9) -0.012(7) -0.094(14) 0.025(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C1 1.369(4) . ? O1 H1O 0.8400 . ? C1 C6 1.395(4) . ? C1 C2 1.403(4) . ? C2 C3 1.395(4) . ? C2 C14 1.527(4) . ? C3 C4 1.398(5) . ? C3 H3 0.9500 . ? C4 C5 1.376(5) . ? C4 C15 1.497(5) . ? C5 C6 1.421(5) . ? C5 H5 0.9500 . ? C6 C7 1.500(4) . ? C7 N1 1.477(4) . ? C7 H71 0.9900 . ? C7 H72 0.9900 . ? N1 C8 1.484(4) . ? N1 H1N 0.97(4) . ? C8 C9 1.535(4) . ? C8 C13 1.535(4) . ? C8 H8 1.0000 . ? C9 C10 1.532(5) . ? C9 H91 0.9900 . ? C9 H92 0.9900 . ? C10 C11 1.513(4) . ? C10 H101 0.9900 . ? C10 H102 0.9900 . ? C11 C12 1.517(4) . ? C11 H111 0.9900 . ? C11 H112 0.9900 . ? C12 C13 1.532(4) . ? C12 H121 0.9900 . ? C12 H122 0.9900 . ? C13 N2 1.473(4) . ? C13 H13 1.0000 . ? N2 C14 1.456(4) 2 ? N2 H2N 0.8737 . ? C14 N2 1.456(4) 3 ? C14 H141 0.9900 . ? C14 H142 0.9900 . ? C15 H151 0.9800 . ? C15 H152 0.9800 . ? C15 H15C 0.9800 . ? O2 C16 1.370(4) . ? O2 H2O 0.8400 . ? C16 C17 1.389(4) . ? C16 C21 1.397(4) . ? C17 C18 1.396(5) . ? C17 C29 1.495(5) . ? C18 C19 1.366(5) . ? C18 H18 0.9500 . ? C19 C20 1.380(5) . ? C19 C30 1.514(4) . ? C20 C21 1.392(4) . ? C20 H20 0.9500 . ? C21 C22 1.513(4) . ? C22 N3 1.463(4) . ? C22 H221 0.9900 . ? C22 H222 0.9900 . ? N3 C23 1.480(4) . ? N3 H3N 0.89(4) . ? C23 C24 1.530(4) . ? C23 C28 1.548(4) . ? C23 H23 1.0000 . ? C24 C25 1.504(5) . ? C24 H241 0.9900 . ? C24 H242 0.9900 . ? C25 C26 1.526(5) . ? C25 H251 0.9900 . ? C25 H252 0.9900 . ? C26 C27 1.499(5) . ? C26 H261 0.9900 . ? C26 H262 0.9900 . ? C27 C28 1.533(4) . ? C27 H271 0.9900 . ? C27 H272 0.9900 . ? C28 N4 1.490(4) . ? C28 H28 1.0000 . ? N4 C29 1.509(4) 3_565 ? N4 H4N 1.048(12) . ? C29 N4 1.509(4) 2_665 ? C29 H291 0.9900 . ? C29 H292 0.9900 . ? C30 H301 0.9800 . ? C30 H302 0.9800 . ? C30 H303 0.9800 . ? O3 C31 1.389(6) . ? O3 H3O 0.8316 . ? C31 H311 0.9800 . ? C31 H312 0.9800 . ? C31 H313 0.9800 . ? O4 C32 1.343(4) . ? O4 H4O 0.8400 . ? C32 H321 0.9800 . ? C32 H322 0.9800 . ? C32 H323 0.9800 . ? O5 C33 1.392(5) . ? O5 H5O 0.8400 . ? C33 H331 0.9800 . ? C33 H332 0.9800 . ? C33 H333 0.9800 . ? O6 C34 1.44(2) . ? O6 H6O 0.8228 . ? C34 H341 0.9800 . ? C34 H342 0.9800 . ? C34 H343 0.9800 . ? 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 C1 O1 H1O 109.5 . . ? O1 C1 C6 121.3(3) . . ? O1 C1 C2 118.1(3) . . ? C6 C1 C2 120.6(3) . . ? C3 C2 C1 118.7(3) . . ? C3 C2 C14 122.3(3) . . ? C1 C2 C14 119.0(3) . . ? C2 C3 C4 122.5(3) . . ? C2 C3 H3 118.8 . . ? C4 C3 H3 118.8 . . ? C5 C4 C3 117.4(3) . . ? C5 C4 C15 120.2(3) . . ? C3 C4 C15 122.4(3) . . ? C4 C5 C6 122.5(3) . . ? C4 C5 H5 118.8 . . ? C6 C5 H5 118.8 . . ? C1 C6 C5 118.2(3) . . ? C1 C6 C7 120.2(3) . . ? C5 C6 C7 121.5(3) . . ? N1 C7 C6 111.3(2) . . ? N1 C7 H71 109.4 . . ? C6 C7 H71 109.4 . . ? N1 C7 H72 109.4 . . ? C6 C7 H72 109.4 . . ? H71 C7 H72 108.0 . . ? C7 N1 C8 115.0(3) . . ? C7 N1 H1N 101(2) . . ? C8 N1 H1N 108(2) . . ? N1 C8 C9 114.0(2) . . ? N1 C8 C13 108.2(2) . . ? C9 C8 C13 110.9(2) . . ? N1 C8 H8 107.8 . . ? C9 C8 H8 107.8 . . ? C13 C8 H8 107.8 . . ? C10 C9 C8 110.7(2) . . ? C10 C9 H91 109.5 . . ? C8 C9 H91 109.5 . . ? C10 C9 H92 109.5 . . ? C8 C9 H92 109.5 . . ? H91 C9 H92 108.1 . . ? C11 C10 C9 110.6(3) . . ? C11 C10 H101 109.5 . . ? C9 C10 H101 109.5 . . ? C11 C10 H102 109.5 . . ? C9 C10 H102 109.5 . . ? H101 C10 H102 108.1 . . ? C10 C11 C12 109.8(3) . . ? C10 C11 H111 109.7 . . ? C12 C11 H111 109.7 . . ? C10 C11 H112 109.7 . . ? C12 C11 H112 109.7 . . ? H111 C11 H112 108.2 . . ? C11 C12 C13 113.4(3) . . ? C11 C12 H121 108.9 . . ? C13 C12 H121 108.9 . . ? C11 C12 H122 108.9 . . ? C13 C12 H122 108.9 . . ? H121 C12 H122 107.7 . . ? N2 C13 C12 108.4(2) . . ? N2 C13 C8 108.9(2) . . ? C12 C13 C8 111.0(2) . . ? N2 C13 H13 109.5 . . ? C12 C13 H13 109.5 . . ? C8 C13 H13 109.5 . . ? C14 N2 C13 114.1(2) 2 . ? C14 N2 H2N 101.4 2 . ? C13 N2 H2N 122.2 . . ? N2 C14 C2 115.5(2) 3 . ? N2 C14 H141 108.4 3 . ? C2 C14 H141 108.4 . . ? N2 C14 H142 108.4 3 . ? C2 C14 H142 108.4 . . ? H141 C14 H142 107.5 . . ? C4 C15 H151 109.5 . . ? C4 C15 H152 109.5 . . ? H151 C15 H152 109.5 . . ? C4 C15 H15C 109.5 . . ? H151 C15 H15C 109.5 . . ? H152 C15 H15C 109.5 . . ? C16 O2 H2O 109.5 . . ? O2 C16 C17 120.0(3) . . ? O2 C16 C21 118.3(3) . . ? C17 C16 C21 121.7(3) . . ? C16 C17 C18 118.0(3) . . ? C16 C17 C29 121.6(3) . . ? C18 C17 C29 120.4(3) . . ? C19 C18 C17 122.1(3) . . ? C19 C18 H18 118.9 . . ? C17 C18 H18 118.9 . . ? C18 C19 C20 118.3(3) . . ? C18 C19 C30 121.1(3) . . ? C20 C19 C30 120.5(3) . . ? C19 C20 C21 122.7(3) . . ? C19 C20 H20 118.7 . . ? C21 C20 H20 118.7 . . ? C20 C21 C16 117.2(3) . . ? C20 C21 C22 121.7(3) . . ? C16 C21 C22 121.1(3) . . ? N3 C22 C21 118.9(3) . . ? N3 C22 H221 107.6 . . ? C21 C22 H221 107.6 . . ? N3 C22 H222 107.6 . . ? C21 C22 H222 107.6 . . ? H221 C22 H222 107.0 . . ? C22 N3 C23 115.1(2) . . ? C22 N3 H3N 104(2) . . ? C23 N3 H3N 112(2) . . ? N3 C23 C24 111.6(2) . . ? N3 C23 C28 107.2(2) . . ? C24 C23 C28 110.8(2) . . ? N3 C23 H23 109.1 . . ? C24 C23 H23 109.1 . . ? C28 C23 H23 109.1 . . ? C25 C24 C23 112.4(3) . . ? C25 C24 H241 109.1 . . ? C23 C24 H241 109.1 . . ? C25 C24 H242 109.1 . . ? C23 C24 H242 109.1 . . ? H241 C24 H242 107.9 . . ? C24 C25 C26 110.0(3) . . ? C24 C25 H251 109.7 . . ? C26 C25 H251 109.7 . . ? C24 C25 H252 109.7 . . ? C26 C25 H252 109.7 . . ? H251 C25 H252 108.2 . . ? C27 C26 C25 110.0(3) . . ? C27 C26 H261 109.7 . . ? C25 C26 H261 109.7 . . ? C27 C26 H262 109.7 . . ? C25 C26 H262 109.7 . . ? H261 C26 H262 108.2 . . ? C26 C27 C28 113.2(3) . . ? C26 C27 H271 108.9 . . ? C28 C27 H271 108.9 . . ? C26 C27 H272 108.9 . . ? C28 C27 H272 108.9 . . ? H271 C27 H272 107.8 . . ? N4 C28 C27 112.2(2) . . ? N4 C28 C23 109.1(2) . . ? C27 C28 C23 109.7(2) . . ? N4 C28 H28 108.6 . . ? C27 C28 H28 108.6 . . ? C23 C28 H28 108.6 . . ? C28 N4 C29 111.1(2) . 3_565 ? C28 N4 H4N 115(2) . . ? C29 N4 H4N 103(2) 3_565 . ? C17 C29 N4 110.1(2) . 2_665 ? C17 C29 H291 109.6 . . ? N4 C29 H291 109.6 2_665 . ? C17 C29 H292 109.6 . . ? N4 C29 H292 109.6 2_665 . ? H291 C29 H292 108.1 . . ? C19 C30 H301 109.5 . . ? C19 C30 H302 109.5 . . ? H301 C30 H302 109.5 . . ? C19 C30 H303 109.5 . . ? H301 C30 H303 109.5 . . ? H302 C30 H303 109.5 . . ? C31 O3 H3O 109.7 . . ? O3 C31 H311 109.5 . . ? O3 C31 H312 109.5 . . ? H311 C31 H312 109.5 . . ? O3 C31 H313 109.5 . . ? H311 C31 H313 109.5 . . ? H312 C31 H313 109.5 . . ? C32 O4 H4O 109.5 . . ? O4 C32 H321 109.5 . . ? O4 C32 H322 109.5 . . ? H321 C32 H322 109.5 . . ? O4 C32 H323 109.5 . . ? H321 C32 H323 109.5 . . ? H322 C32 H323 109.5 . . ? C33 O5 H5O 109.5 . . ? O5 C33 H331 109.5 . . ? O5 C33 H332 109.5 . . ? H331 C33 H332 109.5 . . ? O5 C33 H333 109.5 . . ? H331 C33 H333 109.5 . . ? H332 C33 H333 109.5 . . ? C34 O6 H6O 107.0 . . ? _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 29.00 _diffrn_measured_fraction_theta_full 0.965 _refine_diff_density_max 0.275 _refine_diff_density_min -0.284 _refine_diff_density_rms 0.055 # Attachment '- COMP3 revised.CIF' data_Compound-(3) _database_code_depnum_ccdc_archive 'CCDC 833159' #TrackingRef '- COMP3 revised.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H63 N6 O3 Cu3 Cl2, Cl, 2(C H2 Cl2), 2(H2 O)' _chemical_formula_sum 'C47 H71 Cl7 Cu3 N6 O5' _chemical_formula_weight 1235.84 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 13.476(5) _cell_length_b 15.687(7) _cell_length_c 27.560(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 5826(4) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1282 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 27.56 _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas 1.40 _exptl_crystal_density_diffrn 1.409 _exptl_crystal_density_method floatation _exptl_crystal_F_000 2552 _exptl_absorpt_coefficient_mu 1.452 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7654 _exptl_absorpt_correction_T_max 0.9043 _exptl_absorpt_process_details ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'KUMA KM-4 with CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 63220 _diffrn_reflns_av_R_equivalents 0.0816 _diffrn_reflns_av_sigmaI/netI 0.0894 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -35 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 2.48 _diffrn_reflns_theta_max 27.56 _reflns_number_total 13430 _reflns_number_gt 9325 _reflns_threshold_expression I>2\s(I) _chemical_absolute_configuration rm _computing_data_collection ; CrysAlis CCD, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_cell_refinement ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_data_reduction ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The solvated dichloromethane and water O2w, O3w and O4w molecules are disordered. During refinement they were restrained. ; _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^)+(0.0250P)^2^] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.01(1) _refine_ls_number_reflns 13430 _refine_ls_number_parameters 688 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0719 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.0850 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.136 _refine_ls_restrained_S_all 1.154 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.49292(3) 0.61746(3) 0.179753(17) 0.02462(12) Uani 1 1 d . . . Cu2 Cu 0.37599(4) 0.71333(3) 0.095934(19) 0.03220(14) Uani 1 1 d . . . Cu3 Cu 0.53494(4) 0.54806(3) 0.072145(18) 0.02767(13) Uani 1 1 d . . . Cl1 Cl 0.46252(8) 0.47920(6) 0.15724(4) 0.0293(2) Uani 1 1 d . . . Cl2 Cl 0.43162(9) 0.92298(7) 0.21416(4) 0.0394(3) Uani 1 1 d . . . Cl3 Cl 0.60649(9) 0.64717(8) -0.00491(4) 0.0458(3) Uani 1 1 d . . . O1 O 0.34430(19) 0.66474(17) 0.15752(10) 0.0306(7) Uani 1 1 d . . . O2 O 0.57569(18) 0.63600(16) 0.12002(9) 0.0254(7) Uani 1 1 d . . . O3 O 0.40337(19) 0.60437(16) 0.06330(9) 0.0256(6) Uani 1 1 d . . . N1 N 0.3402(3) 0.8311(2) 0.11908(14) 0.0391(10) Uani 1 1 d . . . H1N H 0.3842 0.8482 0.1432 0.059 Uiso 1 1 calc R . . N2 N 0.4246(2) 0.7666(2) 0.03593(13) 0.0328(9) Uani 1 1 d . . . H2N H 0.4861 0.7432 0.0283 0.049 Uiso 1 1 calc R . . N3 N 0.4917(2) 0.4465(2) 0.03219(12) 0.0312(8) Uani 1 1 d . . . H3N H 0.5056 0.4587 -0.0001 0.047 Uiso 1 1 calc R . . N4 N 0.6589(2) 0.4801(2) 0.08392(12) 0.0298(9) Uani 1 1 d . . . H4N H 0.6571 0.4592 0.1155 0.045 Uiso 1 1 calc R . . N5 N 0.5356(2) 0.73155(18) 0.20717(11) 0.0230(7) Uani 1 1 d . . . H5N H 0.4789 0.7647 0.2110 0.034 Uiso 1 1 calc R . . N6 N 0.4487(2) 0.5959(2) 0.24810(12) 0.0292(8) Uani 1 1 d . . . H6N H 0.4799 0.5462 0.2584 0.044 Uiso 1 1 calc R . . C1 C 0.2869(3) 0.6988(3) 0.19312(17) 0.0335(11) Uani 1 1 d . . . C2 C 0.2783(3) 0.6579(3) 0.23790(18) 0.0402(12) Uani 1 1 d . . . C3 C 0.2158(3) 0.6890(4) 0.2734(2) 0.0538(15) Uani 1 1 d . . . H3 H 0.2104 0.6590 0.3032 0.065 Uiso 1 1 calc R . . C4 C 0.1599(4) 0.7636(4) 0.2668(2) 0.0610(17) Uani 1 1 d . . . C5 C 0.1731(4) 0.8062(4) 0.2231(2) 0.0570(16) Uani 1 1 d . . . H5 H 0.1385 0.8583 0.2183 0.068 Uiso 1 1 calc R . . C6 C 0.2345(3) 0.7769(3) 0.18577(19) 0.0439(13) Uani 1 1 d . . . C7 C 0.0892(4) 0.7953(4) 0.3067(2) 0.090(2) Uani 1 1 d . . . H7A H 0.1201 0.7869 0.3386 0.134 Uiso 1 1 calc R . . H7B H 0.0269 0.7631 0.3052 0.134 Uiso 1 1 calc R . . H7C H 0.0755 0.8560 0.3019 0.134 Uiso 1 1 calc R . . C8 C 0.2386(4) 0.8274(3) 0.13892(19) 0.0489(14) Uani 1 1 d . . . H8 H 0.1826 0.8534 0.1241 0.059 Uiso 1 1 calc R . . C9 C 0.3500(4) 0.8887(3) 0.07577(17) 0.0438(13) Uani 1 1 d . . . H9 H 0.2894 0.8826 0.0552 0.053 Uiso 1 1 calc R . . C10 C 0.3611(5) 0.9835(3) 0.0906(2) 0.0723(19) Uani 1 1 d . . . H10A H 0.2993 1.0034 0.1064 0.087 Uiso 1 1 calc R . . H10B H 0.4162 0.9897 0.1141 0.087 Uiso 1 1 calc R . . C11 C 0.3821(6) 1.0373(3) 0.0453(2) 0.088(2) Uani 1 1 d . . . H11A H 0.3239 1.0343 0.0235 0.106 Uiso 1 1 calc R . . H11B H 0.3905 1.0976 0.0552 0.106 Uiso 1 1 calc R . . C12 C 0.4710(5) 1.0103(3) 0.0181(2) 0.079(2) Uani 1 1 d . . . H12A H 0.5307 1.0184 0.0386 0.095 Uiso 1 1 calc R . . H12B H 0.4785 1.0460 -0.0112 0.095 Uiso 1 1 calc R . . C13 C 0.4626(4) 0.9146(3) 0.00309(19) 0.0573(16) Uani 1 1 d . . . H13A H 0.4098 0.9080 -0.0216 0.069 Uiso 1 1 calc R . . H13B H 0.5260 0.8954 -0.0114 0.069 Uiso 1 1 calc R . . C14 C 0.4382(3) 0.8597(3) 0.04717(18) 0.0432(13) Uani 1 1 d . . . H14 H 0.4967 0.8637 0.0694 0.052 Uiso 1 1 calc R . . C115 C 0.3555(3) 0.7500(3) -0.00472(16) 0.0310(10) Uani 1 1 d . . . H15A H 0.3858 0.7713 -0.0351 0.037 Uiso 1 1 calc R . . H15B H 0.2937 0.7827 0.0008 0.037 Uiso 1 1 calc R . . C16 C 0.3289(3) 0.6559(3) -0.01133(14) 0.0235(9) Uani 1 1 d . . . C17 C 0.2753(3) 0.6362(3) -0.05304(15) 0.0283(10) Uani 1 1 d . . . H17 H 0.2544 0.6816 -0.0734 0.034 Uiso 1 1 calc R . . C18 C 0.2510(3) 0.5536(3) -0.06627(15) 0.0293(10) Uani 1 1 d . . . C19 C 0.2831(3) 0.4890(3) -0.03568(15) 0.0306(10) Uani 1 1 d . . . H19 H 0.2693 0.4314 -0.0440 0.037 Uiso 1 1 calc R . . C20 C 0.3348(3) 0.5065(3) 0.00681(16) 0.0315(11) Uani 1 1 d . . . C21 C 0.3563(3) 0.5909(2) 0.02056(14) 0.0231(9) Uani 1 1 d . . . C22 C 0.1963(3) 0.5326(3) -0.11267(16) 0.0376(12) Uani 1 1 d . . . H22A H 0.1262 0.5480 -0.1092 0.056 Uiso 1 1 calc R . . H22B H 0.2019 0.4714 -0.1193 0.056 Uiso 1 1 calc R . . H22C H 0.2254 0.5648 -0.1396 0.056 Uiso 1 1 calc R . . C23 C 0.3826(3) 0.4347(2) 0.03645(16) 0.0320(10) Uani 1 1 d . . . H23A H 0.3617 0.4383 0.0708 0.038 Uiso 1 1 calc R . . H23B H 0.3628 0.3784 0.0235 0.038 Uiso 1 1 calc R . . C24 C 0.5541(3) 0.3720(3) 0.04663(15) 0.0340(11) Uani 1 1 d . . . H24 H 0.5330 0.3524 0.0796 0.041 Uiso 1 1 calc R . . C25 C 0.5478(4) 0.2963(3) 0.01129(17) 0.0450(13) Uani 1 1 d . . . H25A H 0.4802 0.2716 0.0124 0.054 Uiso 1 1 calc R . . H25B H 0.5604 0.3165 -0.0222 0.054 Uiso 1 1 calc R . . C26 C 0.6239(4) 0.2275(3) 0.0246(2) 0.0548(14) Uani 1 1 d . . . H26A H 0.6071 0.2030 0.0566 0.066 Uiso 1 1 calc R . . H26B H 0.6212 0.1810 0.0003 0.066 Uiso 1 1 calc R . . C27 C 0.7284(4) 0.2640(3) 0.02620(19) 0.0525(14) Uani 1 1 d . . . H27A H 0.7469 0.2851 -0.0064 0.063 Uiso 1 1 calc R . . H27B H 0.7757 0.2185 0.0353 0.063 Uiso 1 1 calc R . . C28 C 0.7352(3) 0.3371(3) 0.06287(17) 0.0419(12) Uani 1 1 d . . . H28A H 0.7216 0.3154 0.0959 0.050 Uiso 1 1 calc R . . H28B H 0.8030 0.3614 0.0625 0.050 Uiso 1 1 calc R . . C29 C 0.6598(3) 0.4065(3) 0.04988(16) 0.0331(11) Uani 1 1 d . . . H29 H 0.6779 0.4290 0.0171 0.040 Uiso 1 1 calc R . . C30 C 0.7486(3) 0.5353(3) 0.07851(15) 0.0329(10) Uani 1 1 d . . . H30A H 0.7496 0.5585 0.0451 0.039 Uiso 1 1 calc R . . H30B H 0.8084 0.4993 0.0825 0.039 Uiso 1 1 calc R . . C31 C 0.7547(3) 0.6084(3) 0.11372(14) 0.0324(10) Uani 1 1 d . . . C32 C 0.8492(3) 0.6335(3) 0.12763(16) 0.0381(12) Uani 1 1 d . . . H32 H 0.9041 0.6007 0.1166 0.046 Uiso 1 1 calc R . . C33 C 0.8680(3) 0.7042(3) 0.15693(18) 0.0500(13) Uani 1 1 d . . . C34 C 0.7867(3) 0.7497(3) 0.17314(16) 0.0382(12) Uani 1 1 d . . . H34 H 0.7963 0.7976 0.1936 0.046 Uiso 1 1 calc R . . C35 C 0.6919(3) 0.7264(3) 0.15996(14) 0.0284(10) Uani 1 1 d . . . C36 C 0.6716(3) 0.6549(3) 0.13038(15) 0.0274(10) Uani 1 1 d . . . C37 C 0.9747(4) 0.7302(4) 0.1707(2) 0.0769(19) Uani 1 1 d . . . H37A H 1.0077 0.7555 0.1425 0.115 Uiso 1 1 calc R . . H37B H 1.0117 0.6797 0.1814 0.115 Uiso 1 1 calc R . . H37C H 0.9726 0.7720 0.1972 0.115 Uiso 1 1 calc R . . C38 C 0.6048(3) 0.7790(2) 0.17578(15) 0.0314(10) Uani 1 1 d . . . H38A H 0.6292 0.8297 0.1935 0.038 Uiso 1 1 calc R . . H38B H 0.5687 0.7993 0.1467 0.038 Uiso 1 1 calc R . . C39 C 0.5720(3) 0.7085(3) 0.25652(14) 0.0281(10) Uani 1 1 d . . . H39 H 0.6260 0.6652 0.2530 0.034 Uiso 1 1 calc R . . C40 C 0.6119(4) 0.7834(3) 0.28640(16) 0.0411(11) Uani 1 1 d . . . H40A H 0.6742 0.8046 0.2716 0.049 Uiso 1 1 calc R . . H40B H 0.5630 0.8305 0.2861 0.049 Uiso 1 1 calc R . . C41 C 0.6317(4) 0.7560(3) 0.33856(16) 0.0485(14) Uani 1 1 d . . . H41A H 0.6871 0.7146 0.3391 0.058 Uiso 1 1 calc R . . H41B H 0.6518 0.8064 0.3579 0.058 Uiso 1 1 calc R . . C42 C 0.5403(4) 0.7156(3) 0.36145(16) 0.0545(15) Uani 1 1 d . . . H42A H 0.5559 0.6977 0.3950 0.065 Uiso 1 1 calc R . . H42B H 0.4860 0.7581 0.3629 0.065 Uiso 1 1 calc R . . C43 C 0.5062(4) 0.6386(3) 0.33230(14) 0.0439(12) Uani 1 1 d . . . H43A H 0.5589 0.5946 0.3321 0.053 Uiso 1 1 calc R . . H43B H 0.4462 0.6136 0.3474 0.053 Uiso 1 1 calc R . . C44 C 0.4833(3) 0.6661(2) 0.28061(14) 0.0315(10) Uani 1 1 d . . . H44 H 0.4289 0.7094 0.2823 0.038 Uiso 1 1 calc R . . C45 C 0.3391(3) 0.5793(3) 0.24936(16) 0.0369(11) Uani 1 1 d . . . H45A H 0.3207 0.5582 0.2820 0.044 Uiso 1 1 calc R . . H45B H 0.3229 0.5341 0.2256 0.044 Uiso 1 1 calc R . . O1W O 0.6701(3) 0.3846(2) 0.18026(12) 0.0646(10) Uani 1 1 d . . . H1W H 0.6282 0.4083 0.2000 0.097 Uiso 1 1 d . . . H2W H 0.7080 0.3514 0.1970 0.097 Uiso 1 1 d . . . C54 C 0.8168(7) 0.5462(6) 0.2448(3) 0.052(3) Uani 0.50 1 d PD . . H54A H 0.7872 0.5785 0.2176 0.062 Uiso 0.50 1 calc PR . . H54B H 0.7735 0.4966 0.2516 0.062 Uiso 0.50 1 calc PR . . Cl4 Cl 0.8221(2) 0.6094(3) 0.29469(14) 0.1164(16) Uani 0.50 1 d PD . . Cl5 Cl 0.9344(2) 0.5102(2) 0.22801(15) 0.0961(12) Uani 0.50 1 d PD . . C1A C 0.1722(14) 0.5155(10) 0.1492(4) 0.102(8) Uani 0.50 1 d PD A 1 H1A1 H 0.2446 0.5252 0.1465 0.123 Uiso 0.50 1 calc PR A 1 H1A2 H 0.1401 0.5697 0.1589 0.123 Uiso 0.50 1 calc PR A 1 Cl9 Cl 0.1239(4) 0.4797(4) 0.09341(16) 0.0987(15) Uani 0.50 1 d PD A 1 Cl10 Cl 0.1478(4) 0.4368(4) 0.1917(2) 0.184(3) Uani 0.50 1 d PD A 1 C1B C 0.1940(9) 0.5308(8) 0.1243(6) 0.104(8) Uani 0.50 1 d PD B 2 H1B1 H 0.1839 0.5459 0.1589 0.125 Uiso 0.50 1 calc PR B 2 H1B2 H 0.2664 0.5300 0.1184 0.125 Uiso 0.50 1 calc PR B 2 Cl11 Cl 0.1480(5) 0.4249(5) 0.1153(3) 0.212(4) Uani 0.50 1 d PD B 2 Cl12 Cl 0.1442(3) 0.6095(5) 0.0900(2) 0.163(3) Uani 0.50 1 d PD B 2 C67 C 1.0037(5) 0.9767(5) 0.1094(2) 0.0254(19) Uani 0.50 1 d PD C 3 H67A H 1.0409 0.9230 0.1043 0.031 Uiso 0.50 1 calc PR C 3 H67B H 0.9475 0.9759 0.0863 0.031 Uiso 0.50 1 calc PR C 3 Cl6 Cl 0.9519(3) 0.9711(3) 0.16853(17) 0.1331(16) Uani 0.50 1 d PD C 3 Cl7 Cl 1.0715(5) 1.0485(4) 0.0938(2) 0.174(2) Uani 0.50 1 d PD C 3 O3W O 0.9663(10) 1.0781(9) 0.1225(5) 0.062(4) Uani 0.25 1 d P D 4 O4W O 1.0646(6) 1.0005(5) 0.0645(3) 0.068(3) Uani 0.50 1 d P E 4 O2W O 0.1836(10) 0.6867(12) 0.0741(5) 0.059(5) Uani 0.25 1 d P F 4 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0304(3) 0.0202(2) 0.0233(3) 0.0014(2) -0.0007(2) -0.0011(2) Cu2 0.0468(3) 0.0198(3) 0.0299(3) -0.0006(2) -0.0113(3) -0.0012(2) Cu3 0.0333(3) 0.0212(3) 0.0285(3) -0.0018(2) -0.0059(2) 0.0005(2) Cl1 0.0407(6) 0.0205(5) 0.0265(6) 0.0028(4) -0.0018(5) -0.0047(5) Cl2 0.0596(8) 0.0244(5) 0.0342(7) -0.0005(5) -0.0181(6) 0.0006(5) Cl3 0.0373(7) 0.0621(8) 0.0379(7) 0.0104(6) 0.0054(6) -0.0027(6) O1 0.0315(17) 0.0293(16) 0.0310(18) -0.0022(14) -0.0038(14) 0.0058(13) O2 0.0255(15) 0.0232(16) 0.0275(16) -0.0015(12) -0.0077(12) -0.0023(12) O3 0.0349(16) 0.0201(14) 0.0217(16) 0.0013(12) -0.0052(13) -0.0028(12) N1 0.051(3) 0.021(2) 0.045(3) -0.0038(17) -0.025(2) 0.0005(17) N2 0.031(2) 0.024(2) 0.043(2) 0.0042(17) -0.0180(18) -0.0011(16) N3 0.044(2) 0.0215(17) 0.028(2) 0.0002(15) -0.0051(17) -0.0006(17) N4 0.037(2) 0.0252(19) 0.028(2) 0.0058(15) 0.0014(17) 0.0036(16) N5 0.0282(18) 0.0161(16) 0.0246(19) -0.0004(14) -0.0053(16) -0.0004(14) N6 0.034(2) 0.0239(18) 0.029(2) -0.0003(15) 0.0004(17) 0.0038(15) C1 0.028(2) 0.037(3) 0.035(3) -0.009(2) -0.007(2) 0.001(2) C2 0.024(3) 0.052(3) 0.044(3) -0.005(3) -0.001(2) -0.004(2) C3 0.030(3) 0.082(4) 0.049(4) -0.011(3) -0.002(3) 0.005(3) C4 0.034(3) 0.088(5) 0.061(4) -0.031(4) -0.010(3) 0.012(3) C5 0.034(3) 0.070(4) 0.067(4) -0.037(3) -0.015(3) 0.014(3) C6 0.026(3) 0.049(3) 0.057(4) -0.014(3) -0.012(2) 0.006(2) C7 0.059(4) 0.138(6) 0.072(5) -0.037(5) -0.003(3) 0.041(4) C8 0.040(3) 0.047(3) 0.059(4) 0.005(3) -0.018(3) 0.019(2) C9 0.066(3) 0.022(2) 0.044(3) -0.004(2) -0.036(3) 0.002(2) C10 0.130(5) 0.023(3) 0.064(4) -0.007(3) -0.060(4) 0.002(3) C11 0.176(7) 0.011(3) 0.078(5) 0.002(3) -0.069(5) -0.007(4) C12 0.122(6) 0.035(3) 0.080(5) 0.022(3) -0.062(4) -0.032(4) C13 0.072(4) 0.032(3) 0.068(4) 0.021(3) -0.036(3) -0.015(3) C14 0.050(3) 0.025(3) 0.055(3) 0.012(2) -0.035(3) -0.012(2) C115 0.034(3) 0.027(2) 0.032(3) 0.0010(19) -0.004(2) 0.001(2) C16 0.022(2) 0.023(2) 0.025(2) 0.0026(18) -0.0049(19) -0.0011(18) C17 0.034(2) 0.026(2) 0.025(2) 0.0069(19) -0.008(2) 0.0040(19) C18 0.027(2) 0.033(2) 0.028(3) 0.000(2) -0.004(2) -0.002(2) C19 0.030(2) 0.030(2) 0.032(3) 0.000(2) -0.004(2) -0.009(2) C20 0.035(3) 0.028(2) 0.031(3) 0.003(2) -0.005(2) -0.005(2) C21 0.022(2) 0.027(2) 0.021(2) 0.0012(17) -0.0037(18) 0.0003(18) C22 0.046(3) 0.028(3) 0.039(3) -0.004(2) -0.012(2) -0.003(2) C23 0.043(3) 0.020(2) 0.032(3) 0.0036(19) -0.005(2) -0.003(2) C24 0.045(3) 0.028(2) 0.029(3) 0.000(2) -0.001(2) 0.003(2) C25 0.063(3) 0.022(2) 0.050(3) -0.004(2) -0.002(3) 0.003(2) C26 0.076(4) 0.023(3) 0.065(4) -0.008(2) -0.001(3) 0.005(3) C27 0.073(4) 0.027(3) 0.058(4) -0.003(2) 0.013(3) 0.016(3) C28 0.047(3) 0.032(3) 0.046(3) 0.003(2) 0.005(3) 0.009(2) C29 0.044(3) 0.026(2) 0.029(3) -0.0027(19) 0.008(2) 0.008(2) C30 0.032(2) 0.042(3) 0.025(3) 0.002(2) 0.007(2) 0.001(2) C31 0.036(3) 0.038(3) 0.022(2) 0.001(2) 0.002(2) -0.003(2) C32 0.028(3) 0.052(3) 0.035(3) -0.001(2) 0.007(2) 0.000(2) C33 0.033(3) 0.071(4) 0.046(3) 0.003(3) 0.001(3) -0.021(3) C34 0.039(3) 0.044(3) 0.032(3) -0.006(2) -0.001(2) -0.014(2) C35 0.026(2) 0.035(3) 0.024(2) 0.000(2) 0.0036(19) -0.006(2) C36 0.032(3) 0.025(2) 0.025(3) 0.0056(19) 0.000(2) -0.0007(19) C37 0.038(3) 0.111(5) 0.082(4) -0.028(4) -0.008(3) -0.018(3) C38 0.042(3) 0.020(2) 0.032(3) -0.001(2) -0.007(2) -0.004(2) C39 0.040(3) 0.024(2) 0.020(2) 0.0009(19) 0.002(2) 0.008(2) C40 0.062(3) 0.026(2) 0.035(3) -0.004(2) -0.013(2) 0.003(2) C41 0.084(4) 0.028(3) 0.033(3) -0.008(2) -0.024(3) 0.013(3) C42 0.109(5) 0.028(3) 0.026(3) -0.006(2) -0.011(3) 0.016(3) C43 0.069(3) 0.033(3) 0.030(3) 0.0028(19) 0.005(2) 0.012(2) C44 0.049(3) 0.021(2) 0.025(2) -0.0062(17) 0.003(2) 0.008(2) C45 0.039(3) 0.043(3) 0.029(3) 0.004(2) 0.008(2) -0.007(2) O1W 0.080(3) 0.072(3) 0.042(2) 0.013(2) 0.0014(19) 0.031(2) C54 0.084(7) 0.023(5) 0.048(7) -0.002(5) -0.017(6) 0.018(5) Cl4 0.076(2) 0.186(4) 0.088(3) -0.056(3) -0.036(2) 0.049(3) Cl5 0.091(2) 0.069(2) 0.128(3) 0.026(2) 0.048(2) 0.0327(18) C1A 0.17(2) 0.087(11) 0.052(9) -0.029(8) 0.013(10) -0.091(12) Cl9 0.075(3) 0.148(5) 0.074(3) -0.006(3) -0.008(2) -0.002(3) Cl10 0.129(4) 0.262(7) 0.160(5) 0.100(5) -0.047(3) -0.122(4) C1B 0.010(6) 0.137(17) 0.17(2) -0.061(15) -0.002(10) -0.015(8) Cl11 0.137(6) 0.194(8) 0.305(12) -0.053(7) -0.011(6) -0.097(5) Cl12 0.034(2) 0.315(9) 0.140(5) -0.147(6) -0.018(2) 0.036(4) C67 0.007(4) 0.058(6) 0.011(4) -0.002(4) 0.006(3) 0.013(4) Cl6 0.112(3) 0.166(5) 0.121(4) 0.002(3) -0.002(3) -0.001(3) Cl7 0.215(6) 0.156(5) 0.152(5) 0.059(5) -0.031(5) -0.065(5) O3W 0.043(8) 0.078(11) 0.066(10) -0.036(8) -0.010(8) 0.013(7) O4W 0.115(7) 0.049(5) 0.042(5) -0.036(4) -0.054(5) 0.037(4) O2W 0.026(8) 0.131(15) 0.019(7) -0.031(9) -0.016(7) 0.044(9) _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 N6 2.005(3) . ? Cu1 O2 2.010(3) . ? Cu1 N5 2.026(3) . ? Cu1 O1 2.222(3) . ? Cu1 Cl1 2.2928(14) . ? Cu2 O1 1.909(3) . ? Cu2 N2 1.965(4) . ? Cu2 O3 1.966(3) . ? Cu2 N1 2.014(3) . ? Cu3 O2 1.986(3) . ? Cu3 O3 1.996(3) . ? Cu3 N4 2.008(3) . ? Cu3 N3 2.023(3) . ? Cu3 Cl1 2.7602(13) . ? O1 C1 1.359(5) . ? O2 C36 1.356(5) . ? O3 C21 1.355(4) . ? N1 C8 1.476(6) . ? N1 C9 1.503(6) . ? N1 H1N 0.9300 . ? N2 C115 1.480(5) . ? N2 C14 1.505(5) . ? N2 H2N 0.9300 . ? N3 C23 1.486(5) . ? N3 C24 1.495(5) . ? N3 H3N 0.9300 . ? N4 C29 1.487(5) . ? N4 C30 1.495(5) . ? N4 H4N 0.9300 . ? N5 C38 1.474(5) . ? N5 C39 1.490(5) . ? N5 H5N 0.9300 . ? N6 C44 1.494(5) . ? N6 C45 1.500(5) . ? N6 H6N 0.9300 . ? C1 C2 1.396(6) . ? C1 C6 1.428(6) . ? C2 C3 1.380(6) . ? C2 C45 1.513(6) . ? C3 C4 1.403(7) . ? C3 H3 0.9500 . ? C4 C5 1.389(8) . ? C4 C7 1.538(7) . ? C5 C6 1.398(7) . ? C5 H5 0.9500 . ? C6 C8 1.516(7) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8 0.9500 . ? C9 C14 1.497(6) . ? C9 C10 1.549(6) . ? C9 H9 1.0000 . ? C10 C11 1.535(8) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.475(9) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.562(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.525(6) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 H14 1.0000 . ? C115 C16 1.530(5) . ? C115 H15A 0.9900 . ? C115 H15B 0.9900 . ? C16 C17 1.393(5) . ? C16 C21 1.394(5) . ? C17 C18 1.385(6) . ? C17 H17 0.9500 . ? C18 C19 1.388(6) . ? C18 C22 1.512(5) . ? C19 C20 1.390(6) . ? C19 H19 0.9500 . ? C20 C21 1.408(5) . ? C20 C23 1.533(5) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C29 1.526(6) . ? C24 C25 1.538(6) . ? C24 H24 1.0000 . ? C25 C26 1.533(6) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.520(7) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.532(6) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 C29 1.532(6) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 H29 1.0000 . ? C30 C31 1.505(6) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.387(6) . ? C31 C36 1.414(6) . ? C32 C33 1.395(6) . ? C32 H32 0.9500 . ? C33 C34 1.382(6) . ? C33 C37 1.543(6) . ? C34 C35 1.377(6) . ? C34 H34 0.9500 . ? C35 C36 1.413(6) . ? C35 C38 1.499(6) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9900 . ? C38 H38B 0.9900 . ? C39 C44 1.521(6) . ? C39 C40 1.533(5) . ? C39 H39 1.0000 . ? C40 C41 1.524(6) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C42 1.522(7) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 C43 1.522(6) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 C44 1.520(6) . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44 1.0000 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? O1W H1W 0.8670 . ? O1W H2W 0.8630 . ? C54 Cl4 1.697(8) . ? C54 Cl5 1.744(9) . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? C1A Cl10 1.733(13) . ? C1A Cl9 1.762(11) . ? C1A H1A1 0.9900 . ? C1A H1A2 0.9900 . ? C1B Cl12 1.694(14) . ? C1B Cl11 1.791(12) . ? C1B H1B1 0.9900 . ? C1B H1B2 0.9900 . ? C67 Cl7 1.513(8) . ? C67 Cl6 1.775(7) . ? C67 H67A 0.9900 . ? C67 H67B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N6 Cu1 O2 163.60(12) . . ? N6 Cu1 N5 83.27(13) . . ? O2 Cu1 N5 91.15(12) . . ? N6 Cu1 O1 92.71(12) . . ? O2 Cu1 O1 103.07(11) . . ? N5 Cu1 O1 93.66(11) . . ? N6 Cu1 Cl1 92.39(10) . . ? O2 Cu1 Cl1 90.82(8) . . ? N5 Cu1 Cl1 170.85(9) . . ? O1 Cu1 Cl1 94.59(8) . . ? O1 Cu2 N2 172.99(13) . . ? O1 Cu2 O3 95.83(11) . . ? N2 Cu2 O3 85.52(13) . . ? O1 Cu2 N1 91.79(14) . . ? N2 Cu2 N1 87.51(15) . . ? O3 Cu2 N1 170.97(13) . . ? O2 Cu3 O3 91.10(11) . . ? O2 Cu3 N4 91.82(12) . . ? O3 Cu3 N4 173.56(12) . . ? O2 Cu3 N3 171.27(12) . . ? O3 Cu3 N3 91.49(12) . . ? N4 Cu3 N3 84.80(13) . . ? O2 Cu3 Cl1 78.76(8) . . ? O3 Cu3 Cl1 87.87(8) . . ? N4 Cu3 Cl1 87.07(10) . . ? N3 Cu3 Cl1 93.00(10) . . ? Cu1 Cl1 Cu3 78.26(4) . . ? C1 O1 Cu2 127.8(3) . . ? C1 O1 Cu1 116.4(2) . . ? Cu2 O1 Cu1 100.18(12) . . ? C36 O2 Cu3 123.7(2) . . ? C36 O2 Cu1 112.8(2) . . ? Cu3 O2 Cu1 106.87(12) . . ? C21 O3 Cu2 116.4(2) . . ? C21 O3 Cu3 117.0(2) . . ? Cu2 O3 Cu3 119.71(13) . . ? C8 N1 C9 113.6(4) . . ? C8 N1 Cu2 107.6(3) . . ? C9 N1 Cu2 106.2(3) . . ? C8 N1 H1N 109.8 . . ? C9 N1 H1N 109.8 . . ? Cu2 N1 H1N 109.8 . . ? C115 N2 C14 113.8(3) . . ? C115 N2 Cu2 110.6(3) . . ? C14 N2 Cu2 106.3(3) . . ? C115 N2 H2N 108.7 . . ? C14 N2 H2N 108.7 . . ? Cu2 N2 H2N 108.7 . . ? C23 N3 C24 116.0(3) . . ? C23 N3 Cu3 109.9(3) . . ? C24 N3 Cu3 108.0(2) . . ? C23 N3 H3N 107.5 . . ? C24 N3 H3N 107.5 . . ? Cu3 N3 H3N 107.5 . . ? C29 N4 C30 112.3(3) . . ? C29 N4 Cu3 108.5(2) . . ? C30 N4 Cu3 110.4(2) . . ? C29 N4 H4N 108.5 . . ? C30 N4 H4N 108.5 . . ? Cu3 N4 H4N 108.5 . . ? C38 N5 C39 116.8(3) . . ? C38 N5 Cu1 114.0(2) . . ? C39 N5 Cu1 102.6(2) . . ? C38 N5 H5N 107.6 . . ? C39 N5 H5N 107.6 . . ? Cu1 N5 H5N 107.6 . . ? C44 N6 C45 114.9(3) . . ? C44 N6 Cu1 110.3(2) . . ? C45 N6 Cu1 110.1(2) . . ? C44 N6 H6N 107.0 . . ? C45 N6 H6N 107.0 . . ? Cu1 N6 H6N 107.0 . . ? O1 C1 C2 120.3(4) . . ? O1 C1 C6 121.1(4) . . ? C2 C1 C6 118.6(4) . . ? C3 C2 C1 121.0(5) . . ? C3 C2 C45 118.1(5) . . ? C1 C2 C45 120.9(4) . . ? C2 C3 C4 122.1(5) . . ? C2 C3 H3 118.9 . . ? C4 C3 H3 118.9 . . ? C5 C4 C3 116.3(5) . . ? C5 C4 C7 123.0(6) . . ? C3 C4 C7 120.7(6) . . ? C4 C5 C6 123.8(5) . . ? C4 C5 H5 118.1 . . ? C6 C5 H5 118.1 . . ? C5 C6 C1 118.0(5) . . ? C5 C6 C8 118.5(5) . . ? C1 C6 C8 123.5(4) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N1 C8 C6 111.7(4) . . ? N1 C8 H8 124.1 . . ? C6 C8 H8 124.1 . . ? C14 C9 N1 107.8(3) . . ? C14 C9 C10 110.8(4) . . ? N1 C9 C10 112.0(4) . . ? C14 C9 H9 108.7 . . ? N1 C9 H9 108.7 . . ? C10 C9 H9 108.7 . . ? C11 C10 C9 109.3(4) . . ? C11 C10 H10A 109.8 . . ? C9 C10 H10A 109.8 . . ? C11 C10 H10B 109.8 . . ? C9 C10 H10B 109.8 . . ? H10A C10 H10B 108.3 . . ? C12 C11 C10 113.9(5) . . ? C12 C11 H11A 108.8 . . ? C10 C11 H11A 108.8 . . ? C12 C11 H11B 108.8 . . ? C10 C11 H11B 108.8 . . ? H11A C11 H11B 107.7 . . ? C11 C12 C13 110.6(5) . . ? C11 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C12 110.3(5) . . ? C14 C13 H13A 109.6 . . ? C12 C13 H13A 109.6 . . ? C14 C13 H13B 109.6 . . ? C12 C13 H13B 109.6 . . ? H13A C13 H13B 108.1 . . ? C9 C14 N2 107.9(4) . . ? C9 C14 C13 114.7(4) . . ? N2 C14 C13 114.2(4) . . ? C9 C14 H14 106.5 . . ? N2 C14 H14 106.5 . . ? C13 C14 H14 106.5 . . ? N2 C115 C16 114.0(3) . . ? N2 C115 H15A 108.8 . . ? C16 C115 H15A 108.8 . . ? N2 C115 H15B 108.8 . . ? C16 C115 H15B 108.8 . . ? H15A C115 H15B 107.7 . . ? C17 C16 C21 119.7(4) . . ? C17 C16 C115 115.7(4) . . ? C21 C16 C115 124.6(4) . . ? C18 C17 C16 123.2(4) . . ? C18 C17 H17 118.4 . . ? C16 C17 H17 118.4 . . ? C17 C18 C19 116.7(4) . . ? C17 C18 C22 122.8(4) . . ? C19 C18 C22 120.4(4) . . ? C18 C19 C20 121.6(4) . . ? C18 C19 H19 119.2 . . ? C20 C19 H19 119.2 . . ? C19 C20 C21 121.0(4) . . ? C19 C20 C23 121.0(4) . . ? C21 C20 C23 117.5(4) . . ? O3 C21 C16 123.9(3) . . ? O3 C21 C20 118.4(3) . . ? C16 C21 C20 117.6(4) . . ? C18 C22 H22A 109.5 . . ? C18 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C18 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N3 C23 C20 106.4(3) . . ? N3 C23 H23A 110.5 . . ? C20 C23 H23A 110.5 . . ? N3 C23 H23B 110.5 . . ? C20 C23 H23B 110.5 . . ? H23A C23 H23B 108.6 . . ? N3 C24 C29 105.3(3) . . ? N3 C24 C25 113.8(3) . . ? C29 C24 C25 111.3(4) . . ? N3 C24 H24 108.8 . . ? C29 C24 H24 108.8 . . ? C25 C24 H24 108.8 . . ? C26 C25 C24 110.8(4) . . ? C26 C25 H25A 109.5 . . ? C24 C25 H25A 109.5 . . ? C26 C25 H25B 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 108.1 . . ? C27 C26 C25 111.2(4) . . ? C27 C26 H26A 109.4 . . ? C25 C26 H26A 109.4 . . ? C27 C26 H26B 109.4 . . ? C25 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C26 C27 C28 111.0(4) . . ? C26 C27 H27A 109.4 . . ? C28 C27 H27A 109.4 . . ? C26 C27 H27B 109.4 . . ? C28 C27 H27B 109.4 . . ? H27A C27 H27B 108.0 . . ? C29 C28 C27 109.8(4) . . ? C29 C28 H28A 109.7 . . ? C27 C28 H28A 109.7 . . ? C29 C28 H28B 109.7 . . ? C27 C28 H28B 109.7 . . ? H28A C28 H28B 108.2 . . ? N4 C29 C24 107.7(3) . . ? N4 C29 C28 114.2(3) . . ? C24 C29 C28 112.4(4) . . ? N4 C29 H29 107.4 . . ? C24 C29 H29 107.4 . . ? C28 C29 H29 107.4 . . ? N4 C30 C31 114.9(3) . . ? N4 C30 H30A 108.5 . . ? C31 C30 H30A 108.5 . . ? N4 C30 H30B 108.5 . . ? C31 C30 H30B 108.5 . . ? H30A C30 H30B 107.5 . . ? C32 C31 C36 119.5(4) . . ? C32 C31 C30 116.4(4) . . ? C36 C31 C30 124.0(4) . . ? C31 C32 C33 123.5(4) . . ? C31 C32 H32 118.3 . . ? C33 C32 H32 118.3 . . ? C34 C33 C32 117.0(4) . . ? C34 C33 C37 121.5(5) . . ? C32 C33 C37 121.5(5) . . ? C35 C34 C33 120.9(4) . . ? C35 C34 H34 119.5 . . ? C33 C34 H34 119.5 . . ? C34 C35 C36 122.8(4) . . ? C34 C35 C38 120.2(4) . . ? C36 C35 C38 117.0(4) . . ? O2 C36 C35 118.7(4) . . ? O2 C36 C31 125.0(4) . . ? C35 C36 C31 116.3(4) . . ? C33 C37 H37A 109.5 . . ? C33 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C33 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N5 C38 C35 112.8(3) . . ? N5 C38 H38A 109.0 . . ? C35 C38 H38A 109.0 . . ? N5 C38 H38B 109.0 . . ? C35 C38 H38B 109.0 . . ? H38A C38 H38B 107.8 . . ? N5 C39 C44 104.3(3) . . ? N5 C39 C40 114.8(3) . . ? C44 C39 C40 112.1(3) . . ? N5 C39 H39 108.5 . . ? C44 C39 H39 108.5 . . ? C40 C39 H39 108.5 . . ? C41 C40 C39 110.6(4) . . ? C41 C40 H40A 109.5 . . ? C39 C40 H40A 109.5 . . ? C41 C40 H40B 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 108.1 . . ? C42 C41 C40 111.5(4) . . ? C42 C41 H41A 109.3 . . ? C40 C41 H41A 109.3 . . ? C42 C41 H41B 109.3 . . ? C40 C41 H41B 109.3 . . ? H41A C41 H41B 108.0 . . ? C43 C42 C41 110.9(4) . . ? C43 C42 H42A 109.5 . . ? C41 C42 H42A 109.5 . . ? C43 C42 H42B 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 108.1 . . ? C44 C43 C42 109.3(3) . . ? C44 C43 H43A 109.8 . . ? C42 C43 H43A 109.8 . . ? C44 C43 H43B 109.8 . . ? C42 C43 H43B 109.8 . . ? H43A C43 H43B 108.3 . . ? N6 C44 C43 114.6(3) . . ? N6 C44 C39 107.8(3) . . ? C43 C44 C39 111.9(4) . . ? N6 C44 H44 107.4 . . ? C43 C44 H44 107.4 . . ? C39 C44 H44 107.4 . . ? N6 C45 C2 112.8(3) . . ? N6 C45 H45A 109.0 . . ? C2 C45 H45A 109.0 . . ? N6 C45 H45B 109.0 . . ? C2 C45 H45B 109.0 . . ? H45A C45 H45B 107.8 . . ? H1W O1W H2W 108.0 . . ? Cl4 C54 Cl5 111.5(5) . . ? Cl4 C54 H54A 109.3 . . ? Cl5 C54 H54A 109.3 . . ? Cl4 C54 H54B 109.3 . . ? Cl5 C54 H54B 109.3 . . ? H54A C54 H54B 108.0 . . ? Cl10 C1A Cl9 107.0(7) . . ? Cl10 C1A H1A1 110.3 . . ? Cl9 C1A H1A1 110.3 . . ? Cl10 C1A H1A2 110.3 . . ? Cl9 C1A H1A2 110.3 . . ? H1A1 C1A H1A2 108.6 . . ? Cl12 C1B Cl11 117.5(9) . . ? Cl12 C1B H1B1 107.9 . . ? Cl11 C1B H1B1 107.9 . . ? Cl12 C1B H1B2 107.9 . . ? Cl11 C1B H1B2 107.9 . . ? H1B1 C1B H1B2 107.2 . . ? Cl7 C67 Cl6 122.4(6) . . ? Cl7 C67 H67A 106.7 . . ? Cl6 C67 H67A 106.7 . . ? Cl7 C67 H67B 106.7 . . ? Cl6 C67 H67B 106.7 . . ? H67A C67 H67B 106.6 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.50 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.596 _refine_diff_density_min -0.581 _refine_diff_density_rms 0.076 # Attachment '- COMP4 revised.CIF' data_compound-(4) _database_code_depnum_ccdc_archive 'CCDC 833160' #TrackingRef '- COMP4 revised.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C45 H63 Cu3 N6 O3, 3(C2 H3 O2)' _chemical_formula_sum 'C51 H72 Cu3 N6 O9' _chemical_formula_weight 1103.77 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting trigonal _symmetry_space_group_name_H-M 'R 3' _symmetry_space_group_name_Hall 'R 3' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x-y, z' '-x+y, -x, z' 'x+2/3, y+1/3, z+1/3' '-y+2/3, x-y+1/3, z+1/3' '-x+y+2/3, -x+1/3, z+1/3' 'x+1/3, y+2/3, z+2/3' '-y+1/3, x-y+2/3, z+2/3' '-x+y+1/3, -x+2/3, z+2/3' _cell_length_a 15.410(2) _cell_length_b 15.410(2) _cell_length_c 49.357(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 120.00 _cell_volume 10150.4(26) _cell_formula_units_Z 6 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1262 _cell_measurement_theta_min 3.16 _cell_measurement_theta_max 30.0 _exptl_crystal_description parallelepiped _exptl_crystal_colour blue _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas 1.08 _exptl_crystal_density_diffrn 1.083 _exptl_crystal_density_method floatation _exptl_crystal_F_000 3474 _exptl_absorpt_coefficient_mu 0.980 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.7861 _exptl_absorpt_correction_T_max 0.8603 _exptl_absorpt_process_details ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'KUMA KM-4 with CCD detector' _diffrn_measurement_method \w-scan _diffrn_detector_area_resol_mean '1024x1024 with blocks 2x2' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 43161 _diffrn_reflns_av_R_equivalents 0.0602 _diffrn_reflns_av_sigmaI/netI 0.0554 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -69 _diffrn_reflns_limit_l_max 69 _diffrn_reflns_theta_min 3.16 _diffrn_reflns_theta_max 30.00 _reflns_number_total 12934 _reflns_number_gt 10321 _reflns_threshold_expression I>2\s(I) _chemical_absolute_configuration rm _computing_data_collection ; CrysAlis CCD, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_cell_refinement ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_data_reduction ; CrysAlis Red, Version 1.171.33.48, Oxford Diffraction, 2009 ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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. The disoredred acetate CH~3~COO^-^ anions (C212-C211-O211 and C311-C312-O311) were refined with constrained distances of 1.515\A for the bonds C211-C212 and C311-C312. ; _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^)+(0.1000P)^2^+13.0316P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.122(16) _refine_ls_number_reflns 12934 _refine_ls_number_parameters 429 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0951 _refine_ls_R_factor_gt 0.0778 _refine_ls_wR_factor_ref 0.1956 _refine_ls_wR_factor_gt 0.1851 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.75511(4) 0.48830(4) 0.054490(11) 0.03279(14) Uani 1 1 d . . . O1 O 0.8053(2) 0.3862(2) 0.06418(8) 0.0346(7) Uani 1 1 d . . . C1 C 0.9056(3) 0.4172(3) 0.06676(10) 0.0320(9) Uani 1 1 d . . . C2 C 0.9318(4) 0.3674(4) 0.08661(12) 0.0430(12) Uani 1 1 d . . . C3 C 1.0332(4) 0.3964(3) 0.08904(13) 0.0457(13) Uani 1 1 d . . . H3 H 1.0524 0.3630 0.1018 0.055 Uiso 1 1 calc R . . C4 C 1.1070(4) 0.4727(4) 0.07328(16) 0.0532(16) Uani 1 1 d . . . C5 C 1.0778(4) 0.5193(4) 0.05492(14) 0.0507(15) Uani 1 1 d . . . H5 H 1.1270 0.5718 0.0441 0.061 Uiso 1 1 calc R . . C6 C 0.9780(4) 0.4919(3) 0.05173(11) 0.0322(10) Uani 1 1 d . . . C7 C 0.9496(4) 0.5459(4) 0.02973(12) 0.0412(11) Uani 1 1 d . . . H7A H 1.0114 0.5987 0.0210 0.062 Uiso 1 1 calc R . . H7B H 0.9083 0.4970 0.0156 0.062 Uiso 1 1 calc R . . N1 N 0.8931(3) 0.5918(3) 0.04144(9) 0.0365(9) Uani 1 1 d . . . H1 H 0.8830 0.6257 0.0273 0.055 Uiso 1 1 calc R . . C8 C 0.9468(3) 0.6682(3) 0.06317(11) 0.0363(10) Uani 1 1 d . . . H8 H 0.9811 0.6428 0.0753 0.054 Uiso 1 1 calc R . . C9 C 1.0266(4) 0.7704(4) 0.05148(14) 0.0494(14) Uani 1 1 d . . . H9A H 1.0782 0.7628 0.0415 0.074 Uiso 1 1 calc R . . H9B H 0.9949 0.7957 0.0387 0.074 Uiso 1 1 calc R . . C10 C 1.0755(4) 0.8449(4) 0.07505(15) 0.0539(15) Uani 1 1 d . . . H10A H 1.1109 0.8215 0.0871 0.081 Uiso 1 1 calc R . . H10B H 1.1253 0.9114 0.0678 0.081 Uiso 1 1 calc R . . C11 C 0.9952(4) 0.8542(4) 0.09131(14) 0.0501(14) Uani 1 1 d . . . H11A H 1.0275 0.9016 0.1065 0.075 Uiso 1 1 calc R . . H11B H 0.9624 0.8811 0.0795 0.075 Uiso 1 1 calc R . . C12 C 0.9168(4) 0.7527(4) 0.10242(14) 0.0506(14) Uani 1 1 d . . . H12A H 0.8647 0.7598 0.1123 0.076 Uiso 1 1 calc R . . H12B H 0.9487 0.7282 0.1154 0.076 Uiso 1 1 calc R . . C13 C 0.8681(4) 0.6766(3) 0.07954(11) 0.0365(10) Uani 1 1 d . . . H13 H 0.8325 0.7002 0.0673 0.055 Uiso 1 1 calc R . . N2 N 0.7956(3) 0.5735(3) 0.08867(9) 0.0349(9) Uani 1 1 d . . . H2 H 0.8301 0.5520 0.0997 0.052 Uiso 1 1 calc R . . C14 C 0.8531(4) 0.2926(4) 0.10400(11) 0.0433(11) Uani 1 1 d . . . H14A H 0.8191 0.3239 0.1135 0.065 Uiso 1 1 calc R . . H14B H 0.8841 0.2702 0.1179 0.065 Uiso 1 1 calc R . . C15 C 1.2162(5) 0.5024(5) 0.0768(3) 0.094(3) Uani 1 1 d . . . H15A H 1.2365 0.5227 0.0956 0.141 Uiso 1 1 calc R . . H15B H 1.2577 0.5584 0.0647 0.141 Uiso 1 1 calc R . . H15C H 1.2249 0.4452 0.0724 0.141 Uiso 1 1 calc R . . Cu2 Cu 0.93351(4) 0.84506(4) -0.054914(11) 0.03289(14) Uani 1 1 d . . . O2 O 1.0857(2) 0.9469(2) -0.06461(8) 0.0339(7) Uani 1 1 d . . . C16 C 1.1552(3) 0.9164(3) -0.06719(10) 0.0326(9) Uani 1 1 d . . . C17 C 1.2310(3) 0.9666(4) -0.08727(13) 0.0450(13) Uani 1 1 d . . . C18 C 1.3026(4) 0.9364(4) -0.08968(14) 0.0488(14) Uani 1 1 d . . . H18 H 1.3548 0.9694 -0.1026 0.059 Uiso 1 1 calc R . . C19 C 1.3007(4) 0.8603(4) -0.07401(16) 0.0547(16) Uani 1 1 d . . . C20 C 1.2251(4) 0.8140(4) -0.05570(14) 0.0483(14) Uani 1 1 d . . . H20 H 1.2214 0.7611 -0.0450 0.058 Uiso 1 1 calc R . . C21 C 1.1530(3) 0.8422(3) -0.05229(11) 0.0321(10) Uani 1 1 d . . . C22 C 1.0706(4) 0.7874(4) -0.03027(12) 0.0414(11) Uani 1 1 d . . . H22A H 1.0797 0.7343 -0.0218 0.062 Uiso 1 1 calc R . . H22B H 1.0784 0.8358 -0.0160 0.062 Uiso 1 1 calc R . . N3 N 0.9676(3) 0.7417(3) -0.04190(9) 0.0348(8) Uani 1 1 d . . . H3A H 0.9238 0.7081 -0.0277 0.052 Uiso 1 1 calc R . . C23 C 0.9450(3) 0.6644(3) -0.06354(11) 0.0367(10) Uani 1 1 d . . . H23 H 1.0046 0.6895 -0.0757 0.055 Uiso 1 1 calc R . . C24 C 0.9224(4) 0.5637(4) -0.05201(13) 0.0484(14) Uani 1 1 d . . . H24A H 0.8649 0.5385 -0.0394 0.073 Uiso 1 1 calc R . . H24B H 0.9812 0.5713 -0.0419 0.073 Uiso 1 1 calc R . . C25 C 0.8970(4) 0.4879(4) -0.07585(15) 0.0549(15) Uani 1 1 d . . . H25A H 0.9553 0.5117 -0.0881 0.082 Uiso 1 1 calc R . . H25B H 0.8810 0.4215 -0.0687 0.082 Uiso 1 1 calc R . . C26 C 0.8069(4) 0.4792(4) -0.09133(15) 0.0530(15) Uani 1 1 d . . . H26A H 0.7487 0.4545 -0.0789 0.080 Uiso 1 1 calc R . . H26B H 0.7888 0.4300 -0.1062 0.080 Uiso 1 1 calc R . . C27 C 0.8306(4) 0.5813(4) -0.10315(15) 0.0510(14) Uani 1 1 d . . . H27A H 0.8872 0.6053 -0.1160 0.077 Uiso 1 1 calc R . . H27B H 0.7716 0.5744 -0.1130 0.077 Uiso 1 1 calc R . . C28 C 0.8581(4) 0.6569(3) -0.07988(11) 0.0372(10) Uani 1 1 d . . . H28 H 0.7987 0.6334 -0.0677 0.056 Uiso 1 1 calc R . . N4 N 0.8892(3) 0.7594(3) -0.08902(9) 0.0363(9) Uani 1 1 d . . . H4 H 0.9452 0.7807 -0.1000 0.054 Uiso 1 1 calc R . . C29 C 1.2280(4) 1.0408(4) -0.10465(11) 0.0438(12) Uani 1 1 d . . . H29A H 1.1631 1.0098 -0.1143 0.066 Uiso 1 1 calc R . . H29B H 1.2819 1.0634 -0.1183 0.066 Uiso 1 1 calc R . . C30 C 1.3805(5) 0.8306(5) -0.0779(2) 0.088(3) Uani 1 1 d . . . H30A H 1.4128 0.8546 -0.0956 0.131 Uiso 1 1 calc R . . H30B H 1.3493 0.7575 -0.0771 0.131 Uiso 1 1 calc R . . H30C H 1.4308 0.8607 -0.0635 0.131 Uiso 1 1 calc R . . C111 C 0.7308(9) 0.5821(9) 0.0019(2) 0.027(2) Uiso 0.33 1 d P . . C112 C 0.6482(14) 0.5827(14) -0.0156(4) 0.051(4) Uiso 0.33 1 d P . . H11C H 0.6477 0.5551 -0.0336 0.077 Uiso 0.33 1 calc PR . . H11D H 0.6616 0.6516 -0.0176 0.077 Uiso 0.33 1 calc PR . . H11E H 0.5830 0.5417 -0.0069 0.077 Uiso 0.33 1 calc PR . . C113 C 0.8162(9) 0.7514(9) -0.0025(2) 0.027(2) Uiso 0.33 1 d P . . C114 C 0.7230(15) 0.7333(16) 0.0134(4) 0.056(4) Uiso 0.33 1 d P . . H11F H 0.6714 0.7276 0.0007 0.084 Uiso 0.33 1 calc PR . . H11G H 0.7410 0.7896 0.0257 0.084 Uiso 0.33 1 calc PR . . H11H H 0.6972 0.6713 0.0238 0.084 Uiso 0.33 1 calc PR . . O21 O 0.8179(5) 0.6670(5) -0.00010(14) 0.0491(13) Uiso 0.67 1 d P . . O22 O 0.7092(8) 0.5041(8) 0.0159(2) 0.040(2) Uiso 0.33 1 d P . . O23 O 0.8707(9) 0.8271(9) -0.0165(2) 0.043(2) Uiso 0.33 1 d P . . O211 O 0.7136(5) 0.4321(5) 0.01660(13) 0.0252(13) Uiso 0.44 1 d P . . C211 C 0.6526(9) 0.3656(9) 0.0054(2) 0.0054(19) Uiso 0.22 1 d PD . . C212 C 0.6667 0.3333 -0.0236(3) 0.042(3) Uiso 0.67 3 d SPD . . O311 O 0.9481(5) 0.9010(5) -0.01765(13) 0.0245(12) Uiso 0.44 1 d P . . C311 C 0.9536(10) 0.9671(10) -0.0062(3) 0.009(2) Uiso 0.22 1 d PD . . C312 C 1.0000 1.0000 0.0233(3) 0.049(3) Uiso 0.67 3 d SPD . . O41 O 1.0350(6) 0.8129(6) -0.13237(16) 0.0392(17) Uiso 0.44 1 d P . . O42 O 1.1324(16) 0.7423(16) -0.1334(4) 0.127(6) Uiso 0.44 1 d P . . C41 C 1.1077(15) 0.7989(15) -0.1429(4) 0.076(5) Uiso 0.44 1 d P . . C42 C 1.1701(17) 0.9067(16) -0.1624(4) 0.088(6) Uiso 0.44 1 d P . . H42A H 1.1364 0.8958 -0.1799 0.131 Uiso 0.44 1 calc PR . . H42B H 1.2395 0.9225 -0.1653 0.131 Uiso 0.44 1 calc PR . . H42C H 1.1698 0.9625 -0.1530 0.131 Uiso 0.44 1 calc PR . . O51 O 0.8887(6) 0.5210(6) 0.13211(16) 0.0394(17) Uiso 0.44 1 d P . . O52 O 1.0576(15) 0.5940(16) 0.1323(4) 0.122(6) Uiso 0.44 1 d P . . C51 C 0.9766(15) 0.5363(15) 0.1421(4) 0.077(5) Uiso 0.44 1 d P . . C52 C 0.9322(17) 0.4251(17) 0.1609(5) 0.092(6) Uiso 0.44 1 d P . . H52A H 0.8768 0.4162 0.1725 0.137 Uiso 0.44 1 calc PR . . H52B H 0.9866 0.4293 0.1722 0.137 Uiso 0.44 1 calc PR . . H52C H 0.9087 0.3680 0.1485 0.137 Uiso 0.44 1 calc PR . . 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 0.0255(3) 0.0296(3) 0.0460(3) -0.0029(2) -0.0033(2) 0.0158(2) O1 0.0249(15) 0.0255(15) 0.054(2) -0.0002(14) -0.0017(13) 0.0131(13) C1 0.026(2) 0.0229(18) 0.049(3) -0.0056(17) -0.0002(18) 0.0134(16) C2 0.031(2) 0.031(2) 0.071(3) -0.021(2) -0.020(2) 0.018(2) C3 0.031(2) 0.023(2) 0.084(4) -0.010(2) -0.020(2) 0.0141(19) C4 0.028(2) 0.024(2) 0.108(5) -0.006(3) -0.009(3) 0.014(2) C5 0.034(2) 0.020(2) 0.098(5) -0.008(2) 0.007(3) 0.0131(19) C6 0.026(2) 0.024(2) 0.051(3) -0.0075(18) -0.0026(18) 0.0158(17) C7 0.030(2) 0.027(2) 0.064(3) -0.002(2) 0.005(2) 0.0116(18) N1 0.0263(18) 0.0259(18) 0.056(3) 0.0016(17) 0.0036(16) 0.0122(15) C8 0.030(2) 0.024(2) 0.058(3) 0.0009(19) -0.002(2) 0.0152(18) C9 0.029(2) 0.031(2) 0.090(4) 0.002(3) 0.012(3) 0.017(2) C10 0.029(2) 0.026(2) 0.102(5) -0.010(3) -0.002(3) 0.010(2) C11 0.032(2) 0.025(2) 0.092(4) -0.007(2) 0.006(3) 0.014(2) C12 0.037(3) 0.024(2) 0.088(4) -0.011(2) 0.002(3) 0.013(2) C13 0.030(2) 0.026(2) 0.053(3) -0.0025(19) 0.002(2) 0.0131(18) N2 0.0259(18) 0.0286(18) 0.054(3) 0.0003(16) -0.0018(16) 0.0162(15) C14 0.049(3) 0.035(2) 0.051(3) -0.004(2) -0.007(2) 0.024(2) C15 0.032(3) 0.034(3) 0.209(11) 0.013(4) -0.017(5) 0.011(3) Cu2 0.0235(3) 0.0292(3) 0.0466(3) -0.0027(2) 0.0004(2) 0.0137(2) O2 0.0200(14) 0.0272(15) 0.056(2) 0.0002(14) 0.0018(13) 0.0130(12) C16 0.0224(19) 0.0190(17) 0.052(3) -0.0052(17) -0.0068(18) 0.0070(15) C17 0.021(2) 0.033(2) 0.076(4) -0.027(2) -0.006(2) 0.0107(18) C18 0.024(2) 0.023(2) 0.094(4) -0.013(2) 0.011(2) 0.0074(18) C19 0.025(2) 0.034(3) 0.107(5) -0.014(3) 0.001(3) 0.017(2) C20 0.024(2) 0.021(2) 0.095(4) -0.001(2) -0.009(2) 0.0073(17) C21 0.0192(19) 0.024(2) 0.047(3) -0.0056(18) -0.0019(17) 0.0070(16) C22 0.035(2) 0.030(2) 0.059(3) -0.005(2) -0.009(2) 0.017(2) N3 0.0259(18) 0.0257(18) 0.050(2) 0.0038(16) -0.0014(16) 0.0111(15) C23 0.025(2) 0.023(2) 0.060(3) -0.0013(19) -0.0004(19) 0.0094(17) C24 0.029(2) 0.031(2) 0.083(4) -0.001(2) -0.011(2) 0.013(2) C25 0.039(3) 0.027(2) 0.100(5) -0.006(3) -0.010(3) 0.018(2) C26 0.032(3) 0.023(2) 0.096(5) -0.012(2) -0.020(3) 0.0083(19) C27 0.028(2) 0.024(2) 0.096(4) -0.009(2) -0.014(3) 0.0092(18) C28 0.028(2) 0.025(2) 0.058(3) 0.0027(19) -0.001(2) 0.0135(18) N4 0.0263(18) 0.0317(19) 0.054(3) -0.0013(17) 0.0017(16) 0.0167(16) C29 0.034(2) 0.036(2) 0.050(3) -0.007(2) 0.005(2) 0.008(2) C30 0.042(3) 0.045(4) 0.182(10) 0.014(5) 0.027(5) 0.026(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 O1 1.946(3) 2_655 ? Cu1 N1 2.022(4) . ? Cu1 O211 2.026(7) . ? Cu1 N2 2.035(4) . ? Cu1 O22 2.088(11) . ? Cu1 O1 2.125(3) . ? O1 C1 1.378(5) . ? O1 Cu1 1.946(3) 3_665 ? C1 C6 1.355(7) . ? C1 C2 1.422(7) . ? C2 C3 1.399(7) . ? C2 C14 1.462(8) . ? C3 C4 1.394(9) . ? C3 H3 0.9500 . ? C4 C5 1.366(9) . ? C4 C15 1.516(8) . ? C5 C6 1.385(7) . ? C5 H5 0.9500 . ? C6 C7 1.558(7) . ? C7 N1 1.486(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? N1 C8 1.499(6) . ? N1 H1 0.9300 . ? C8 C13 1.516(7) . ? C8 C9 1.546(7) . ? C8 H8 1.0000 . ? C9 C10 1.541(9) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.540(8) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.523(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.527(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 N2 1.483(6) . ? C13 H13 1.0000 . ? N2 C14 1.479(6) 2_655 ? N2 H2 0.9300 . ? C14 N2 1.479(6) 3_665 ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? Cu2 O2 1.949(3) 3_675 ? Cu2 O311 1.996(7) . ? Cu2 N3 2.016(4) . ? Cu2 N4 2.035(4) . ? Cu2 O23 2.085(11) . ? Cu2 O2 2.123(3) . ? O2 C16 1.374(5) . ? O2 Cu2 1.949(3) 2_765 ? C16 C21 1.346(7) . ? C16 C17 1.429(7) . ? C17 C18 1.399(7) . ? C17 C29 1.449(8) . ? C18 C19 1.394(9) . ? C18 H18 0.9500 . ? C19 C20 1.361(9) . ? C19 C30 1.524(8) . ? C20 C21 1.391(7) . ? C20 H20 0.9500 . ? C21 C22 1.560(7) . ? C22 N3 1.492(6) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? N3 C23 1.505(6) . ? N3 H3A 0.9300 . ? C23 C28 1.517(7) . ? C23 C24 1.521(7) . ? C23 H23 1.0000 . ? C24 C25 1.564(9) . ? C24 H24A 0.9900 . ? C24 H24B 0.9900 . ? C25 C26 1.531(8) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.542(8) . ? C26 H26A 0.9900 . ? C26 H26B 0.9900 . ? C27 C28 1.537(8) . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? C28 N4 1.474(6) . ? C28 H28 1.0000 . ? N4 C29 1.499(6) 3_675 ? N4 H4 0.9300 . ? C29 N4 1.499(6) 2_765 ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C111 O22 1.277(16) . ? C111 O21 1.330(14) . ? C111 C112 1.54(2) . ? C112 H11C 0.9800 . ? C112 H11D 0.9800 . ? C112 H11E 0.9800 . ? C113 O23 1.248(17) . ? C113 O21 1.320(14) . ? C113 C114 1.53(2) . ? C114 H11F 0.9800 . ? C114 H11G 0.9800 . ? C114 H11H 0.9800 . ? O22 O211 1.146(13) . ? O22 C211 1.929(16) . ? O23 O311 1.168(13) . ? O211 C211 1.130(14) . ? O211 C211 1.413(13) 3_665 ? C211 C211 1.10(2) 2_655 ? C211 C211 1.10(2) 3_665 ? C211 O211 1.413(13) 2_655 ? C211 C212 1.565(17) . ? C212 C211 1.565(17) 3_665 ? C212 C211 1.565(17) 2_655 ? O311 C311 1.130(15) . ? O311 C311 1.429(14) 2_765 ? C311 C311 1.10(2) 3_675 ? C311 C311 1.10(2) 2_765 ? C311 O311 1.429(14) 3_675 ? C311 C312 1.589(18) . ? C312 C311 1.589(18) 3_675 ? C312 C311 1.589(18) 2_765 ? O41 C41 1.35(2) . ? O42 C41 1.21(3) . ? C41 C42 1.74(3) . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? O51 C51 1.35(2) . ? O52 C51 1.21(3) . ? C51 C52 1.76(3) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu1 N1 163.35(14) 2_655 . ? O1 Cu1 O211 88.0(2) 2_655 . ? N1 Cu1 O211 91.5(2) . . ? O1 Cu1 N2 92.75(15) 2_655 . ? N1 Cu1 N2 83.85(17) . . ? O211 Cu1 N2 166.1(2) . . ? O1 Cu1 O22 86.4(3) 2_655 . ? N1 Cu1 O22 84.3(3) . . ? O211 Cu1 O22 32.3(4) . . ? N2 Cu1 O22 133.9(3) . . ? O1 Cu1 O1 105.08(17) 2_655 . ? N1 Cu1 O1 91.57(15) . . ? O211 Cu1 O1 92.6(2) . . ? N2 Cu1 O1 100.58(15) . . ? O22 Cu1 O1 124.2(3) . . ? C1 O1 Cu1 108.9(3) . 3_665 ? C1 O1 Cu1 121.7(3) . . ? Cu1 O1 Cu1 123.91(16) 3_665 . ? C6 C1 O1 123.3(4) . . ? C6 C1 C2 120.1(4) . . ? O1 C1 C2 116.7(4) . . ? C3 C2 C1 117.4(5) . . ? C3 C2 C14 123.7(5) . . ? C1 C2 C14 118.8(4) . . ? C4 C3 C2 122.1(5) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C5 C4 C3 118.0(5) . . ? C5 C4 C15 121.7(6) . . ? C3 C4 C15 120.3(6) . . ? C4 C5 C6 121.6(5) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C1 C6 C5 120.9(5) . . ? C1 C6 C7 120.2(4) . . ? C5 C6 C7 118.8(5) . . ? N1 C7 C6 111.8(4) . . ? N1 C7 H7A 109.3 . . ? C6 C7 H7A 109.3 . . ? N1 C7 H7B 109.3 . . ? C6 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? C7 N1 C8 115.3(4) . . ? C7 N1 Cu1 112.6(3) . . ? C8 N1 Cu1 110.0(3) . . ? C7 N1 H1 106.1 . . ? C8 N1 H1 106.1 . . ? Cu1 N1 H1 106.1 . . ? N1 C8 C13 107.3(4) . . ? N1 C8 C9 112.2(4) . . ? C13 C8 C9 112.0(4) . . ? N1 C8 H8 108.4 . . ? C13 C8 H8 108.4 . . ? C9 C8 H8 108.4 . . ? C10 C9 C8 108.7(5) . . ? C10 C9 H9A 110.0 . . ? C8 C9 H9A 110.0 . . ? C10 C9 H9B 110.0 . . ? C8 C9 H9B 110.0 . . ? H9A C9 H9B 108.3 . . ? C11 C10 C9 110.3(4) . . ? C11 C10 H10A 109.6 . . ? C9 C10 H10A 109.6 . . ? C11 C10 H10B 109.6 . . ? C9 C10 H10B 109.6 . . ? H10A C10 H10B 108.1 . . ? C12 C11 C10 110.8(4) . . ? C12 C11 H11A 109.5 . . ? C10 C11 H11A 109.5 . . ? C12 C11 H11B 109.5 . . ? C10 C11 H11B 109.5 . . ? H11A C11 H11B 108.1 . . ? C11 C12 C13 110.8(5) . . ? C11 C12 H12A 109.5 . . ? C13 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? C13 C12 H12B 109.5 . . ? H12A C12 H12B 108.1 . . ? N2 C13 C8 106.0(4) . . ? N2 C13 C12 114.5(4) . . ? C8 C13 C12 110.7(4) . . ? N2 C13 H13 108.5 . . ? C8 C13 H13 108.5 . . ? C12 C13 H13 108.5 . . ? C14 N2 C13 116.7(4) 2_655 . ? C14 N2 Cu1 111.8(3) 2_655 . ? C13 N2 Cu1 105.2(3) . . ? C14 N2 H2 107.6 2_655 . ? C13 N2 H2 107.6 . . ? Cu1 N2 H2 107.6 . . ? C2 C14 N2 112.6(4) . 3_665 ? C2 C14 H14A 109.1 . . ? N2 C14 H14A 109.1 3_665 . ? C2 C14 H14B 109.1 . . ? N2 C14 H14B 109.1 3_665 . ? H14A C14 H14B 107.8 . . ? C4 C15 H15A 109.5 . . ? C4 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C4 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O2 Cu2 O311 87.8(2) 3_675 . ? O2 Cu2 N3 163.19(14) 3_675 . ? O311 Cu2 N3 91.7(2) . . ? O2 Cu2 N4 93.08(15) 3_675 . ? O311 Cu2 N4 166.3(2) . . ? N3 Cu2 N4 83.49(16) . . ? O2 Cu2 O23 86.7(3) 3_675 . ? O311 Cu2 O23 33.2(4) . . ? N3 Cu2 O23 83.8(3) . . ? N4 Cu2 O23 133.2(3) . . ? O2 Cu2 O2 105.21(17) 3_675 . ? O311 Cu2 O2 92.6(2) . . ? N3 Cu2 O2 91.59(14) . . ? N4 Cu2 O2 100.43(15) . . ? O23 Cu2 O2 124.8(3) . . ? C16 O2 Cu2 108.7(2) . 2_765 ? C16 O2 Cu2 122.0(3) . . ? Cu2 O2 Cu2 123.78(16) 2_765 . ? C21 C16 O2 123.2(4) . . ? C21 C16 C17 120.4(4) . . ? O2 C16 C17 116.5(4) . . ? C18 C17 C16 116.5(5) . . ? C18 C17 C29 123.6(5) . . ? C16 C17 C29 119.8(4) . . ? C19 C18 C17 123.0(5) . . ? C19 C18 H18 118.5 . . ? C17 C18 H18 118.5 . . ? C20 C19 C18 117.5(5) . . ? C20 C19 C30 122.3(6) . . ? C18 C19 C30 120.1(6) . . ? C19 C20 C21 121.7(5) . . ? C19 C20 H20 119.2 . . ? C21 C20 H20 119.2 . . ? C16 C21 C20 121.0(5) . . ? C16 C21 C22 120.6(4) . . ? C20 C21 C22 118.4(5) . . ? N3 C22 C21 111.9(4) . . ? N3 C22 H22A 109.2 . . ? C21 C22 H22A 109.2 . . ? N3 C22 H22B 109.2 . . ? C21 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? C22 N3 C23 114.7(4) . . ? C22 N3 Cu2 112.7(3) . . ? C23 N3 Cu2 110.5(3) . . ? C22 N3 H3A 106.1 . . ? C23 N3 H3A 106.1 . . ? Cu2 N3 H3A 106.1 . . ? N3 C23 C28 106.5(4) . . ? N3 C23 C24 112.7(4) . . ? C28 C23 C24 112.2(4) . . ? N3 C23 H23 108.4 . . ? C28 C23 H23 108.4 . . ? C24 C23 H23 108.4 . . ? C23 C24 C25 109.0(5) . . ? C23 C24 H24A 109.9 . . ? C25 C24 H24A 109.9 . . ? C23 C24 H24B 109.9 . . ? C25 C24 H24B 109.9 . . ? H24A C24 H24B 108.3 . . ? C26 C25 C24 108.5(5) . . ? C26 C25 H25A 110.0 . . ? C24 C25 H25A 110.0 . . ? C26 C25 H25B 110.0 . . ? C24 C25 H25B 110.0 . . ? H25A C25 H25B 108.4 . . ? C25 C26 C27 111.0(4) . . ? C25 C26 H26A 109.4 . . ? C27 C26 H26A 109.4 . . ? C25 C26 H26B 109.4 . . ? C27 C26 H26B 109.4 . . ? H26A C26 H26B 108.0 . . ? C28 C27 C26 109.0(5) . . ? C28 C27 H27A 109.9 . . ? C26 C27 H27A 109.9 . . ? C28 C27 H27B 109.9 . . ? C26 C27 H27B 109.9 . . ? H27A C27 H27B 108.3 . . ? N4 C28 C23 106.2(4) . . ? N4 C28 C27 113.7(4) . . ? C23 C28 C27 110.7(4) . . ? N4 C28 H28 108.7 . . ? C23 C28 H28 108.7 . . ? C27 C28 H28 108.7 . . ? C28 N4 C29 116.1(4) . 3_675 ? C28 N4 Cu2 105.4(3) . . ? C29 N4 Cu2 111.9(3) 3_675 . ? C28 N4 H4 107.7 . . ? C29 N4 H4 107.7 3_675 . ? Cu2 N4 H4 107.7 . . ? C17 C29 N4 112.1(4) . 2_765 ? C17 C29 H29A 109.2 . . ? N4 C29 H29A 109.2 2_765 . ? C17 C29 H29B 109.2 . . ? N4 C29 H29B 109.2 2_765 . ? H29A C29 H29B 107.9 . . ? C19 C30 H30A 109.5 . . ? C19 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C19 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O22 C111 O21 128.8(11) . . ? O22 C111 C112 118.8(13) . . ? O21 C111 C112 112.5(11) . . ? C111 C112 H11C 109.5 . . ? C111 C112 H11D 109.5 . . ? H11C C112 H11D 109.5 . . ? C111 C112 H11E 109.5 . . ? H11C C112 H11E 109.5 . . ? H11D C112 H11E 109.5 . . ? O23 C113 O21 129.5(12) . . ? O23 C113 C114 125.6(13) . . ? O21 C113 C114 104.6(11) . . ? C113 C114 H11F 109.5 . . ? C113 C114 H11G 109.5 . . ? H11F C114 H11G 109.5 . . ? C113 C114 H11H 109.5 . . ? H11F C114 H11H 109.5 . . ? H11G C114 H11H 109.5 . . ? C113 O21 C111 118.0(9) . . ? O211 O22 C111 144.4(12) . . ? C111 O22 C211 131.0(10) . . ? O211 O22 Cu1 70.8(6) . . ? C111 O22 Cu1 131.2(9) . . ? C211 O22 Cu1 96.2(6) . . ? O311 O23 C113 145.2(12) . . ? O311 O23 Cu2 69.2(6) . . ? C113 O23 Cu2 132.5(10) . . ? C211 O211 O22 115.9(10) . . ? C211 O211 C211 49.7(12) . 3_665 ? O22 O211 C211 155.0(9) . 3_665 ? C211 O211 Cu1 141.4(8) . . ? O22 O211 Cu1 76.8(6) . . ? C211 O211 Cu1 127.7(6) 3_665 . ? C211 C211 C211 60.000(4) 2_655 3_665 ? C211 C211 O211 129.6(11) 2_655 . ? C211 C211 O211 78.6(13) 3_665 . ? C211 C211 O211 51.6(11) 2_655 2_655 ? C211 C211 O211 106.1(10) 3_665 2_655 ? O211 C211 O211 127.4(11) . 2_655 ? C211 C211 C212 69.4(4) 2_655 . ? C211 C211 C212 69.4(4) 3_665 . ? O211 C211 C212 123.4(10) . . ? O211 C211 C212 106.1(8) 2_655 . ? C211 C211 O22 160.9(9) 2_655 . ? C211 C211 O22 108.1(13) 3_665 . ? O211 C211 O22 127.5(9) 2_655 . ? C212 C211 O22 122.7(8) . . ? C311 O311 O23 115.8(11) . . ? C311 O311 C311 49.4(12) . 2_765 ? O23 O311 C311 153.7(9) . 2_765 ? C311 O311 Cu2 142.4(8) . . ? O23 O311 Cu2 77.6(6) . . ? C311 O311 Cu2 128.0(7) 2_765 . ? C311 C311 C311 60.000(7) 3_675 2_765 ? C311 C311 O311 130.0(12) 3_675 . ? C311 C311 O311 79.6(14) 2_765 . ? C311 C311 O311 51.0(11) 3_675 3_675 ? C311 C311 O311 105.4(11) 2_765 3_675 ? O311 C311 O311 126.5(12) . 3_675 ? C311 C311 C312 69.7(5) 3_675 . ? C311 C311 C312 69.7(5) 2_765 . ? O311 C311 C312 124.4(10) . . ? O311 C311 C312 106.2(8) 3_675 . ? O42 C41 O41 124(2) . . ? O42 C41 C42 133(2) . . ? O41 C41 C42 99.7(14) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O52 C51 O51 124.1(19) . . ? O52 C51 C52 133(2) . . ? O51 C51 C52 99.0(15) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 30.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.922 _refine_diff_density_min -0.841 _refine_diff_density_rms 0.099