# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_exp_4818 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H62 Cu2 N8 O4, 2(Cl O4), 3(C2 H3 N), H2O' _chemical_formula_sum 'C58 H73 Cl2 Cu2 N11 O13' _chemical_formula_weight 1330.25 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' Cl Cl 0.3639 0.7018 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 18.3034(7) _cell_length_b 9.9708(2) _cell_length_c 32.6485(10) _cell_angle_alpha 90.00 _cell_angle_beta 99.563(3) _cell_angle_gamma 90.00 _cell_volume 5875.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4551 _cell_measurement_theta_min 2.7427 _cell_measurement_theta_max 65.3158 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.504 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2776 _exptl_absorpt_coefficient_mu 2.351 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4766 _exptl_absorpt_correction_T_max 0.6380 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 19505 _diffrn_reflns_av_R_equivalents 0.0516 _diffrn_reflns_av_sigmaI/netI 0.0800 _diffrn_measurement_method 'omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 36 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 66.00 _reflns_number_total 8608 _reflns_number_gt 6084 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0894P)^2^+19.6040P] 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 8608 _refine_ls_number_parameters 1018 _refine_ls_number_restraints 53 _refine_ls_R_factor_all 0.1230 _refine_ls_R_factor_gt 0.0919 _refine_ls_wR_factor_ref 0.2330 _refine_ls_wR_factor_gt 0.2131 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.6007(4) 0.7895(8) 0.1248(3) 0.073(2) Uani 1 1 d . . . H1A H 0.5950 0.8245 0.0961 0.088 Uiso 1 1 calc R . . H1B H 0.6533 0.7647 0.1337 0.088 Uiso 1 1 calc R . . C2 C 0.5797(4) 0.8967(9) 0.1531(3) 0.069(2) Uani 1 1 d . . . H2A H 0.5902 0.8657 0.1823 0.083 Uiso 1 1 calc R . . H2B H 0.6091 0.9788 0.1506 0.083 Uiso 1 1 calc R . . C3 C 0.4772(4) 1.0311(7) 0.1698(2) 0.0575(19) Uani 1 1 d . . . H3A H 0.4778 0.9902 0.1975 0.069 Uiso 1 1 calc R . . H3B H 0.5145 1.1039 0.1731 0.069 Uiso 1 1 calc R . . C4 C 0.4028(4) 1.0909(6) 0.1556(2) 0.0532(19) Uani 1 1 d . . . C5 C 0.3881(4) 1.1522(7) 0.1149(2) 0.0526(18) Uani 1 1 d . . . H5 H 0.4267 1.1609 0.0989 0.063 Uiso 1 1 calc R . . C6 C 0.3185(4) 1.1974(6) 0.0996(2) 0.0531(19) Uani 1 1 d . . . H6 H 0.3092 1.2371 0.0727 0.064 Uiso 1 1 calc R . . C7 C 0.2605(4) 1.1865(6) 0.1226(2) 0.0431(16) Uani 1 1 d . . . C8 C 0.1863(4) 1.2158(6) 0.1058(2) 0.0503(18) Uani 1 1 d . . . H8 H 0.1755 1.2500 0.0783 0.060 Uiso 1 1 calc R . . C9 C 0.1290(4) 1.1970(6) 0.1275(2) 0.0496(17) Uani 1 1 d . . . C10 C 0.1464(4) 1.1531(6) 0.1691(2) 0.0535(18) Uani 1 1 d . . . H10 H 0.1079 1.1430 0.1851 0.064 Uiso 1 1 calc R . . C11 C 0.2188(4) 1.1246(6) 0.1869(2) 0.0486(17) Uani 1 1 d . . . H11 H 0.2294 1.0975 0.2151 0.058 Uiso 1 1 calc R . . C12 C 0.2761(4) 1.1350(6) 0.1640(2) 0.0489(17) Uani 1 1 d . . . C13 C 0.3493(4) 1.0892(6) 0.1796(2) 0.0476(17) Uani 1 1 d . . . H13 H 0.3606 1.0569 0.2073 0.057 Uiso 1 1 calc R . . C14 C 0.0517(4) 1.2298(7) 0.1070(2) 0.0574(19) Uani 1 1 d . . . H14A H 0.0406 1.3230 0.1144 0.069 Uiso 1 1 calc R . . H14B H 0.0500 1.2271 0.0765 0.069 Uiso 1 1 calc R . . C15 C -0.0796(4) 1.2045(7) 0.0989(3) 0.059(2) Uani 1 1 d . . . H15A H -0.0826 1.2133 0.0685 0.071 Uiso 1 1 calc R . . H15B H -0.0833 1.2953 0.1107 0.071 Uiso 1 1 calc R . . C16 C -0.1426(4) 1.1188(7) 0.1083(3) 0.0576(19) Uani 1 1 d . . . H16A H -0.1424 1.1168 0.1386 0.069 Uiso 1 1 calc R . . H16B H -0.1904 1.1570 0.0946 0.069 Uiso 1 1 calc R . . C17 C 0.5549(5) 0.5888(9) 0.0873(3) 0.070(2) Uani 1 1 d . . . H17A H 0.5409 0.4948 0.0920 0.084 Uiso 1 1 calc R . . H17B H 0.6056 0.5888 0.0805 0.084 Uiso 1 1 calc R . . C18 C 0.5017(5) 0.6476(10) 0.0517(3) 0.074(2) Uani 1 1 d . . . H18A H 0.5169 0.7400 0.0458 0.089 Uiso 1 1 calc R . . H18B H 0.5011 0.5928 0.0264 0.089 Uiso 1 1 calc R . . C19 C 0.3868(4) 0.5188(7) 0.0562(2) 0.060(2) Uani 1 1 d . . . H19A H 0.3970 0.4623 0.0814 0.073 Uiso 1 1 calc R A 1 H19B H 0.4052 0.4706 0.0334 0.073 Uiso 1 1 calc R A 1 C20 C 0.3018(8) 0.5401(15) 0.0443(4) 0.056(3) Uani 0.699(10) 1 d PU B 1 C21 C 0.2729(7) 0.5816(13) 0.0047(4) 0.062(3) Uani 0.699(10) 1 d PU B 1 H21A H 0.3051 0.5913 -0.0152 0.074 Uiso 0.699(10) 1 calc PR B 1 C22 C 0.1980(6) 0.6097(11) -0.0069(3) 0.062(3) Uani 0.699(10) 1 d PU B 1 H22A H 0.1789 0.6336 -0.0348 0.074 Uiso 0.699(10) 1 calc PR B 1 C23 C 0.1520(6) 0.6027(11) 0.0220(3) 0.051(2) Uani 0.699(10) 1 d PU B 1 C24 C 0.0738(6) 0.6421(12) 0.0134(4) 0.053(2) Uani 0.699(10) 1 d PU B 1 H24A H 0.0530 0.6689 -0.0140 0.064 Uiso 0.699(10) 1 calc PR B 1 C25 C 0.0310(7) 0.6415(15) 0.0427(4) 0.050(2) Uani 0.699(10) 1 d PU B 1 C26 C 0.0604(6) 0.5962(10) 0.0823(3) 0.054(2) Uani 0.699(10) 1 d PU B 1 H26A H 0.0294 0.5922 0.1028 0.065 Uiso 0.699(10) 1 calc PR B 1 C27 C 0.1304(6) 0.5586(10) 0.0921(3) 0.056(2) Uani 0.699(10) 1 d PU B 1 H27A H 0.1481 0.5288 0.1196 0.068 Uiso 0.699(10) 1 calc PR B 1 C28 C 0.1797(7) 0.5611(14) 0.0633(3) 0.049(2) Uani 0.699(10) 1 d PU B 1 C29 C 0.2558(6) 0.5288(10) 0.0730(4) 0.055(2) Uani 0.699(10) 1 d PU B 1 H29A H 0.2754 0.4986 0.1002 0.065 Uiso 0.699(10) 1 calc PR B 1 C20' C 0.3093(10) 0.537(3) 0.0559(5) 0.047(5) Uani 0.301(10) 1 d PDU B 2 C21' C 0.2858(9) 0.522(2) 0.0928(4) 0.049(4) Uani 0.301(10) 1 d PDU B 2 H21B H 0.3213 0.5010 0.1166 0.058 Uiso 0.301(10) 1 calc PRD B 2 C22' C 0.2145(9) 0.536(2) 0.0973(5) 0.049(4) Uani 0.301(10) 1 d PDU B 2 H22B H 0.2001 0.5256 0.1237 0.059 Uiso 0.301(10) 1 calc PR B 2 C23' C 0.1628(8) 0.567(3) 0.0630(5) 0.047(4) Uani 0.301(10) 1 d PDU B 2 C24' C 0.0911(10) 0.594(2) 0.0672(5) 0.049(4) Uani 0.301(10) 1 d PDU B 2 H24B H 0.0757 0.5837 0.0934 0.059 Uiso 0.301(10) 1 calc PR B 2 C25' C 0.0417(11) 0.638(3) 0.0337(6) 0.049(5) Uani 0.301(10) 1 d PDU B 2 C26' C 0.0640(11) 0.651(3) -0.0041(6) 0.054(5) Uani 0.301(10) 1 d PDU B 2 H26B H 0.0296 0.6801 -0.0275 0.065 Uiso 0.301(10) 1 calc PR B 2 C27' C 0.1356(9) 0.623(2) -0.0082(5) 0.051(4) Uani 0.301(10) 1 d PDU B 2 H27B H 0.1505 0.6301 -0.0347 0.062 Uiso 0.301(10) 1 calc PR B 2 C28' C 0.1858(8) 0.585(3) 0.0256(4) 0.049(4) Uani 0.301(10) 1 d PDU B 2 C29' C 0.2581(9) 0.567(3) 0.0216(5) 0.051(4) Uani 0.301(10) 1 d PDU B 2 H29B H 0.2728 0.5755 -0.0049 0.061 Uiso 0.301(10) 1 calc PR B 2 C30 C -0.0455(5) 0.6783(8) 0.0342(3) 0.066(2) Uani 1 1 d . . . H30A H -0.0730 0.6222 0.0515 0.079 Uiso 1 1 calc R B 1 H30B H -0.0650 0.6576 0.0047 0.079 Uiso 1 1 calc R B 1 C31 C -0.1407(4) 0.8462(8) 0.0292(2) 0.062(2) Uani 1 1 d . . . H31A H -0.1687 0.7707 0.0387 0.074 Uiso 1 1 calc R B . H31B H -0.1525 0.8504 -0.0015 0.074 Uiso 1 1 calc R . . C32 C -0.1633(4) 0.9752(8) 0.0473(2) 0.062(2) Uani 1 1 d . B . H32A H -0.1438 1.0520 0.0332 0.074 Uiso 1 1 calc R . . H32B H -0.2180 0.9818 0.0427 0.074 Uiso 1 1 calc R . . C33 C 0.5784(5) 0.5877(9) 0.1630(3) 0.078(3) Uani 1 1 d . . . H33A H 0.5960 0.6477 0.1867 0.093 Uiso 1 1 calc R . . H33B H 0.6206 0.5309 0.1582 0.093 Uiso 1 1 calc R . . C34 C 0.5167(5) 0.4984(8) 0.1738(3) 0.070(2) Uani 1 1 d . . . H34A H 0.5013 0.4328 0.1512 0.084 Uiso 1 1 calc R . . H34B H 0.5343 0.4485 0.1998 0.084 Uiso 1 1 calc R . . C35 C 0.3957(5) 0.5008(8) 0.1931(3) 0.073(2) Uani 1 1 d . . . H35A H 0.4177 0.4549 0.2191 0.087 Uiso 1 1 calc R . . H35B H 0.3803 0.4310 0.1719 0.087 Uiso 1 1 calc RD . . C36 C 0.3284(5) 0.5771(7) 0.2005(2) 0.060(2) Uani 1 1 d . . . C37 C 0.3316(5) 0.7144(7) 0.2116(2) 0.061(2) Uani 1 1 d . . . H37 H 0.3779 0.7597 0.2161 0.073 Uiso 1 1 calc R . . C38 C 0.2688(5) 0.7819(7) 0.2157(2) 0.060(2) Uani 1 1 d . . . H38 H 0.2722 0.8739 0.2234 0.072 Uiso 1 1 calc R . . C39 C 0.1991(4) 0.7197(7) 0.2091(2) 0.0502(18) Uani 1 1 d . . . C40 C 0.1317(5) 0.7910(7) 0.2074(2) 0.0569(19) Uani 1 1 d . . . H40 H 0.1333 0.8853 0.2116 0.068 Uiso 1 1 calc R . . C41 C 0.0648(5) 0.7283(8) 0.1999(2) 0.060(2) Uani 1 1 d . . . C42 C 0.0616(5) 0.5873(8) 0.1957(2) 0.061(2) Uani 1 1 d . . . H42 H 0.0150 0.5433 0.1923 0.073 Uiso 1 1 calc R . . C43 C 0.1241(5) 0.5140(8) 0.1964(2) 0.063(2) Uani 1 1 d . . . H43 H 0.1210 0.4193 0.1936 0.076 Uiso 1 1 calc R . . C44 C 0.1954(5) 0.5791(7) 0.2013(2) 0.0551(19) Uani 1 1 d . . . C45 C 0.2615(5) 0.5116(7) 0.1979(2) 0.059(2) Uani 1 1 d . . . H45 H 0.2600 0.4173 0.1935 0.071 Uiso 1 1 calc R . . C46 C -0.0063(5) 0.8069(9) 0.1972(2) 0.068(2) Uani 1 1 d . . . H46A H -0.0369 0.7653 0.2161 0.081 Uiso 1 1 calc R . . H46B H 0.0059 0.8992 0.2073 0.081 Uiso 1 1 calc R . . C47 C -0.1262(4) 0.8574(8) 0.1586(2) 0.063(2) Uani 1 1 d . . . H47A H -0.1235 0.9401 0.1756 0.075 Uiso 1 1 calc R . . H47B H -0.1504 0.7869 0.1730 0.075 Uiso 1 1 calc R . . C48 C -0.1724(4) 0.8842(8) 0.1162(2) 0.062(2) Uani 1 1 d . . . H48A H -0.1805 0.7993 0.1004 0.074 Uiso 1 1 calc R . . H48B H -0.2214 0.9203 0.1197 0.074 Uiso 1 1 calc R . . C49 C 0.3108(4) 0.8434(7) 0.0940(2) 0.0544(19) Uani 1 1 d . . . C50 C 0.2303(4) 0.8648(7) 0.0980(2) 0.0560(19) Uani 1 1 d . . . H50 H 0.2139 0.8424 0.1232 0.067 Uiso 1 1 calc R . . C51 C 0.1838(5) 0.9129(7) 0.0675(2) 0.061(2) Uani 1 1 d . . . H51 H 0.2023 0.9326 0.0426 0.073 Uiso 1 1 calc R . . C52 C 0.1039(4) 0.9406(7) 0.0676(3) 0.0557(19) Uani 1 1 d . . . C54 C 0.6189(7) 0.9211(13) -0.0028(3) 0.108(3) Uani 1 1 d U . . H54A H 0.6463 1.0009 0.0085 0.162 Uiso 1 1 calc R . . H54B H 0.5674 0.9276 0.0016 0.162 Uiso 1 1 calc R . . H54C H 0.6202 0.9148 -0.0327 0.162 Uiso 1 1 calc R . . C53 C 0.6523(7) 0.8045(14) 0.0176(4) 0.106(3) Uani 1 1 d U . . Cu2 Cu -0.02453(6) 0.93499(10) 0.09806(3) 0.0544(3) Uani 1 1 d . . . Cu1 Cu 0.44724(6) 0.73229(10) 0.12496(3) 0.0577(3) Uani 1 1 d . . . N1 N 0.5535(3) 0.6692(6) 0.1258(2) 0.0628(17) Uani 1 1 d . B . N2 N 0.4999(3) 0.9262(6) 0.1412(2) 0.0591(16) Uani 1 1 d . B . H2C H 0.4966 0.9703 0.1158 0.071 Uiso 1 1 calc R . . N3 N 0.4273(3) 0.6485(6) 0.06409(19) 0.0592(16) Uani 1 1 d . B . H3C H 0.3996 0.7117 0.0472 0.071 Uiso 1 1 calc R . . N4 N 0.4532(4) 0.5864(6) 0.17909(19) 0.0628(17) Uani 1 1 d . B . H4C H 0.4712 0.6381 0.2023 0.075 Uiso 1 1 calc R . . N5 N -0.1341(3) 0.9816(6) 0.09292(19) 0.0540(15) Uani 1 1 d . B . N6 N -0.0075(3) 1.1424(6) 0.11724(19) 0.0532(15) Uani 1 1 d . B . H6C H -0.0045 1.1445 0.1459 0.064 Uiso 1 1 calc R . . N7 N -0.0611(3) 0.8235(6) 0.04200(19) 0.0560(15) Uani 1 1 d . B . H7C H -0.0398 0.8689 0.0221 0.067 Uiso 1 1 calc R . . N8 N -0.0510(3) 0.8143(6) 0.15470(18) 0.0579(16) Uani 1 1 d . B . H8C H -0.0561 0.7259 0.1456 0.069 Uiso 1 1 calc R . . N9 N 0.6872(6) 0.7177(11) 0.0358(3) 0.114(3) Uani 1 1 d U . . O1 O 0.3477(3) 0.7860(5) 0.12503(16) 0.0572(13) Uani 1 1 d . B . O2 O 0.3349(3) 0.8780(5) 0.06268(18) 0.0685(15) Uani 1 1 d . . . O3 O 0.0778(3) 0.8993(4) 0.10038(15) 0.0530(12) Uani 1 1 d . B . O4 O 0.0679(3) 1.0007(6) 0.03840(16) 0.0668(15) Uani 1 1 d . . . Cl2 Cl 0.9426(3) 0.2372(6) 0.22319(18) 0.0787(15) Uani 0.643(8) 1 d PDU C 1 O9 O 0.9768(6) 0.3054(10) 0.2600(2) 0.097(3) Uani 0.643(8) 1 d PDU C 1 O10 O 0.8716(4) 0.1858(11) 0.2281(3) 0.123(3) Uani 0.643(8) 1 d PDU C 1 O11 O 0.9361(6) 0.3255(8) 0.1881(2) 0.104(3) Uani 0.643(8) 1 d PDU C 1 O12 O 0.9896(5) 0.1255(8) 0.2158(3) 0.097(3) Uani 0.643(8) 1 d PDU C 1 Cl2' Cl 0.9348(5) 0.2561(11) 0.2202(3) 0.076(2) Uani 0.357(8) 1 d PDU C 2 O9' O 0.9596(11) 0.3135(19) 0.2603(4) 0.094(4) Uani 0.357(8) 1 d PDU C 2 O10' O 0.8660(7) 0.3164(16) 0.2016(5) 0.106(4) Uani 0.357(8) 1 d PDU C 2 O11' O 0.9893(8) 0.2793(19) 0.1937(5) 0.105(4) Uani 0.357(8) 1 d PDU C 2 O12' O 0.9244(10) 0.1137(11) 0.2243(5) 0.103(4) Uani 0.357(8) 1 d PDU C 2 C56 C 0.7529(8) 0.431(2) 0.1259(7) 0.149(5) Uani 0.708(14) 1 d PDU D 1 C55 C 0.8221(7) 0.5062(15) 0.1240(5) 0.103(3) Uani 0.708(14) 1 d PDU D 1 N10 N 0.8750(7) 0.5516(14) 0.1192(4) 0.091(3) Uani 0.708(14) 1 d PDU D 1 C56' C 0.8964(11) 0.536(5) 0.1308(15) 0.098(5) Uani 0.292(14) 1 d PDU D 2 C55' C 0.8168(10) 0.549(3) 0.1131(10) 0.103(3) Uani 0.292(14) 1 d PDU D 2 N10' N 0.7586(11) 0.566(3) 0.0989(7) 0.113(5) Uani 0.292(14) 1 d PDU D 2 O1WA O 0.7456(9) 0.420(2) 0.1668(5) 0.249(8) Uani 0.60 1 d PDU E 2 C57 C 0.761(3) 0.685(3) 0.2397(10) 0.199(7) Uani 0.577(18) 1 d PDU F 1 N11 N 0.7450(16) 0.767(3) 0.2170(9) 0.190(8) Uani 0.577(18) 1 d PDU F 1 C58 C 0.782(2) 0.581(4) 0.2724(12) 0.207(8) Uani 0.577(18) 1 d PDU F 1 C57' C 0.785(3) 0.692(6) 0.2504(12) 0.200(7) Uani 0.423(18) 1 d PDU F 2 C58' C 0.749(3) 0.662(6) 0.2070(13) 0.185(8) Uani 0.423(18) 1 d PDU F 2 N11' N 0.817(2) 0.719(5) 0.2815(12) 0.209(8) Uani 0.423(18) 1 d PDU F 2 Cl1 Cl 0.59789(19) 0.1959(3) 0.08003(11) 0.0721(11) Uani 0.707(7) 1 d PDU G 1 O5 O 0.5925(5) 0.2511(10) 0.1200(2) 0.103(3) Uani 0.707(7) 1 d PDU G 1 O6 O 0.5781(5) 0.2955(7) 0.0485(3) 0.114(3) Uani 0.707(7) 1 d PDU G 1 O7 O 0.6723(3) 0.1499(10) 0.0797(3) 0.116(3) Uani 0.707(7) 1 d PDU G 1 O8 O 0.5482(4) 0.0829(6) 0.0717(3) 0.093(3) Uani 0.707(7) 1 d PDU G 1 Cl1' Cl 0.6348(6) 0.2328(10) 0.0877(3) 0.097(3) Uani 0.293(7) 1 d PDU G 2 O5' O 0.5857(10) 0.256(2) 0.1171(6) 0.100(5) Uani 0.293(7) 1 d PDU G 2 O6' O 0.5952(11) 0.253(2) 0.0462(4) 0.105(5) Uani 0.293(7) 1 d PDU G 2 O7' O 0.6621(10) 0.0972(11) 0.0917(7) 0.090(5) Uani 0.293(7) 1 d PDU G 2 O8' O 0.6962(9) 0.3247(16) 0.0954(6) 0.115(6) Uani 0.293(7) 1 d PDU G 2 O1W O 0.503(2) 0.000(4) 0.0481(11) 0.213(13) Uani 0.40 1 d PU H 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.055(5) 0.057(5) 0.105(7) -0.008(5) 0.008(4) 0.006(4) C2 0.052(5) 0.061(5) 0.092(6) 0.001(5) 0.007(4) 0.008(4) C3 0.052(4) 0.042(4) 0.075(5) 0.001(4) -0.002(4) -0.001(3) C4 0.059(5) 0.028(3) 0.066(5) -0.006(3) -0.007(4) -0.002(3) C5 0.049(4) 0.039(4) 0.069(5) -0.004(4) 0.006(4) 0.001(3) C6 0.069(5) 0.028(4) 0.059(4) -0.003(3) 0.000(4) -0.007(3) C7 0.053(4) 0.018(3) 0.054(4) -0.007(3) -0.002(3) -0.005(3) C8 0.070(5) 0.026(3) 0.051(4) -0.002(3) -0.002(4) -0.007(3) C9 0.056(4) 0.028(3) 0.062(4) 0.003(3) 0.000(4) -0.005(3) C10 0.060(5) 0.029(4) 0.071(5) -0.006(3) 0.009(4) -0.003(3) C11 0.060(5) 0.028(3) 0.056(4) -0.004(3) 0.005(4) -0.003(3) C12 0.057(4) 0.023(3) 0.062(4) -0.007(3) -0.001(4) -0.005(3) C13 0.050(4) 0.028(3) 0.062(4) -0.003(3) 0.000(4) -0.004(3) C14 0.053(4) 0.044(4) 0.074(5) 0.008(4) 0.005(4) -0.001(3) C15 0.047(4) 0.045(4) 0.082(5) 0.002(4) 0.001(4) 0.003(3) C16 0.048(4) 0.045(4) 0.077(5) -0.001(4) 0.004(4) 0.001(3) C17 0.065(5) 0.061(5) 0.086(6) -0.003(5) 0.019(4) 0.014(4) C18 0.086(6) 0.069(6) 0.068(5) 0.000(4) 0.019(5) 0.001(5) C19 0.084(6) 0.035(4) 0.060(4) -0.007(3) 0.002(4) 0.003(4) C20 0.067(5) 0.037(5) 0.063(5) -0.006(5) 0.010(4) -0.005(4) C21 0.067(4) 0.055(5) 0.063(5) 0.003(4) 0.014(4) 0.001(4) C22 0.070(5) 0.058(5) 0.056(4) 0.001(4) 0.007(4) -0.004(4) C23 0.063(4) 0.036(4) 0.052(4) -0.002(4) 0.001(3) -0.004(4) C24 0.066(4) 0.040(4) 0.051(4) 0.000(4) 0.001(4) -0.003(4) C25 0.063(5) 0.031(4) 0.054(5) -0.006(4) 0.006(4) -0.010(4) C26 0.069(5) 0.035(4) 0.057(4) 0.001(4) 0.008(4) -0.009(4) C27 0.071(4) 0.037(4) 0.058(4) 0.003(4) 0.004(4) -0.006(4) C28 0.063(4) 0.028(4) 0.051(4) -0.002(3) -0.002(3) -0.007(4) C29 0.064(4) 0.035(4) 0.060(5) -0.005(4) -0.003(4) -0.009(4) C20' 0.055(7) 0.036(7) 0.050(7) -0.005(6) 0.006(5) 0.001(6) C21' 0.057(6) 0.037(7) 0.048(6) -0.005(6) 0.001(5) -0.004(6) C22' 0.059(6) 0.039(7) 0.048(6) -0.002(6) 0.006(5) -0.006(6) C23' 0.054(6) 0.037(6) 0.048(6) -0.001(5) 0.005(5) -0.005(5) C24' 0.055(6) 0.041(7) 0.052(6) 0.000(6) 0.008(5) -0.005(6) C25' 0.052(7) 0.044(7) 0.052(7) -0.002(6) 0.009(5) -0.003(6) C26' 0.059(6) 0.052(7) 0.051(7) -0.002(6) 0.009(6) -0.001(6) C27' 0.058(6) 0.050(7) 0.046(6) -0.001(6) 0.008(5) -0.004(6) C28' 0.055(6) 0.044(6) 0.048(6) -0.004(5) 0.006(5) -0.004(5) C29' 0.057(6) 0.045(7) 0.050(6) -0.001(6) 0.010(5) 0.001(6) C30 0.081(6) 0.048(5) 0.071(5) -0.011(4) 0.018(4) -0.016(4) C31 0.063(5) 0.057(5) 0.061(5) 0.001(4) -0.001(4) -0.016(4) C32 0.057(5) 0.061(5) 0.061(5) 0.004(4) -0.004(4) -0.008(4) C33 0.078(6) 0.061(5) 0.088(6) 0.006(5) -0.005(5) 0.028(5) C34 0.086(6) 0.053(5) 0.074(5) 0.007(4) 0.018(5) 0.021(5) C35 0.098(6) 0.038(4) 0.089(6) 0.017(4) 0.035(5) 0.014(4) C36 0.094(6) 0.041(4) 0.049(4) 0.014(3) 0.021(4) 0.020(4) C37 0.081(6) 0.039(4) 0.066(5) -0.001(4) 0.019(4) 0.005(4) C38 0.089(6) 0.034(4) 0.057(4) 0.000(3) 0.012(4) 0.004(4) C39 0.074(5) 0.033(4) 0.042(4) 0.002(3) 0.006(3) 0.009(4) C40 0.083(6) 0.036(4) 0.051(4) 0.000(3) 0.009(4) 0.004(4) C41 0.077(6) 0.053(5) 0.046(4) 0.003(4) -0.001(4) 0.010(4) C42 0.076(5) 0.048(5) 0.053(4) -0.001(4) -0.003(4) -0.002(4) C43 0.093(6) 0.040(4) 0.050(4) -0.004(3) -0.005(4) -0.006(4) C44 0.089(6) 0.032(4) 0.040(4) 0.000(3) 0.000(4) 0.013(4) C45 0.088(6) 0.034(4) 0.056(4) 0.008(3) 0.011(4) 0.008(4) C46 0.079(6) 0.057(5) 0.066(5) -0.003(4) 0.009(4) 0.005(4) C47 0.064(5) 0.054(5) 0.069(5) 0.000(4) 0.009(4) -0.005(4) C48 0.048(4) 0.058(5) 0.080(5) 0.008(4) 0.013(4) -0.010(4) C49 0.070(5) 0.035(4) 0.053(4) -0.005(4) -0.004(4) -0.008(4) C50 0.077(5) 0.028(4) 0.057(4) -0.006(3) -0.005(4) -0.005(3) C51 0.078(6) 0.038(4) 0.064(5) -0.009(4) 0.005(4) -0.003(4) C52 0.065(5) 0.029(4) 0.069(5) -0.011(4) 0.001(4) -0.012(4) C54 0.127(6) 0.116(6) 0.087(5) 0.008(5) 0.035(5) 0.011(5) C53 0.106(6) 0.109(6) 0.108(6) 0.002(5) 0.027(5) -0.010(5) Cu2 0.0556(6) 0.0413(6) 0.0629(6) -0.0018(5) -0.0003(5) -0.0034(5) Cu1 0.0615(7) 0.0417(6) 0.0680(7) -0.0007(5) 0.0055(5) 0.0074(5) N1 0.063(4) 0.045(4) 0.081(4) 0.002(3) 0.011(3) 0.011(3) N2 0.056(4) 0.045(3) 0.074(4) -0.001(3) 0.004(3) 0.003(3) N3 0.060(4) 0.047(4) 0.070(4) 0.005(3) 0.008(3) 0.010(3) N4 0.080(4) 0.046(4) 0.061(4) -0.003(3) 0.006(3) 0.017(3) N5 0.050(3) 0.045(3) 0.065(4) 0.000(3) 0.003(3) -0.001(3) N6 0.047(3) 0.037(3) 0.070(4) 0.002(3) -0.005(3) 0.003(3) N7 0.053(4) 0.048(4) 0.066(4) -0.003(3) 0.004(3) -0.007(3) N8 0.067(4) 0.042(3) 0.062(4) 0.000(3) 0.001(3) -0.001(3) N9 0.108(5) 0.109(5) 0.127(6) 0.006(5) 0.023(4) -0.009(4) O1 0.062(3) 0.042(3) 0.066(3) -0.004(2) 0.008(3) 0.007(2) O2 0.090(4) 0.040(3) 0.073(4) 0.002(3) 0.003(3) 0.012(3) O3 0.055(3) 0.037(3) 0.062(3) -0.007(2) -0.005(2) -0.006(2) O4 0.067(3) 0.062(3) 0.065(3) 0.008(3) -0.008(3) -0.012(3) Cl2 0.084(3) 0.072(3) 0.075(2) -0.006(2) -0.003(2) -0.012(2) O9 0.122(6) 0.083(6) 0.082(5) -0.012(4) 0.002(5) -0.006(5) O10 0.100(5) 0.139(7) 0.131(6) -0.002(5) 0.018(5) -0.017(5) O11 0.125(6) 0.084(5) 0.093(5) 0.009(4) -0.011(5) 0.003(5) O12 0.108(5) 0.086(5) 0.094(5) -0.013(4) 0.010(5) 0.009(4) Cl2' 0.076(4) 0.074(4) 0.075(4) -0.020(4) 0.005(3) 0.001(3) O9' 0.106(8) 0.089(7) 0.084(6) -0.011(6) 0.006(6) -0.014(7) O10' 0.099(6) 0.106(7) 0.107(7) 0.005(6) 0.003(5) 0.012(6) O11' 0.106(6) 0.112(7) 0.101(6) -0.015(6) 0.026(6) -0.009(6) O12' 0.115(7) 0.081(5) 0.105(7) -0.009(6) -0.004(6) -0.006(6) C56 0.142(6) 0.149(7) 0.159(7) -0.002(6) 0.036(6) -0.019(5) C55 0.110(4) 0.092(4) 0.107(4) -0.004(4) 0.013(4) -0.002(4) N10 0.100(5) 0.070(5) 0.101(6) -0.004(5) 0.009(5) 0.009(5) C56' 0.106(6) 0.086(7) 0.102(8) 0.000(6) 0.017(6) -0.003(6) C55' 0.110(4) 0.092(4) 0.107(4) -0.004(4) 0.013(4) -0.002(4) N10' 0.107(6) 0.113(7) 0.121(7) -0.010(6) 0.022(6) -0.005(6) O1WA 0.251(9) 0.245(9) 0.250(9) 0.001(6) 0.035(6) -0.001(6) C57 0.190(9) 0.207(9) 0.198(9) 0.009(6) 0.031(7) -0.002(7) N11 0.176(10) 0.207(10) 0.190(10) 0.012(7) 0.042(7) -0.007(8) C58 0.201(11) 0.208(11) 0.208(10) 0.014(7) 0.025(8) 0.006(8) C57' 0.195(9) 0.208(9) 0.196(9) 0.005(7) 0.031(7) -0.002(7) C58' 0.179(10) 0.193(11) 0.187(10) 0.003(8) 0.039(8) -0.006(8) N11' 0.203(11) 0.214(11) 0.203(10) -0.002(8) 0.017(7) 0.005(8) Cl1 0.069(2) 0.064(2) 0.089(2) -0.0025(15) 0.0269(18) -0.0011(16) O5 0.126(6) 0.082(5) 0.107(5) -0.004(4) 0.040(5) 0.012(5) O6 0.141(6) 0.087(5) 0.116(5) 0.004(5) 0.029(5) 0.015(5) O7 0.085(5) 0.133(7) 0.135(7) -0.012(6) 0.037(5) 0.007(5) O8 0.095(5) 0.085(5) 0.099(5) -0.008(4) 0.017(5) -0.014(4) Cl1' 0.098(5) 0.082(4) 0.116(4) 0.009(4) 0.030(4) 0.014(4) O5' 0.110(7) 0.086(8) 0.107(7) 0.003(7) 0.030(6) 0.014(6) O6' 0.115(8) 0.091(8) 0.111(6) 0.009(7) 0.028(6) 0.015(7) O7' 0.083(8) 0.087(6) 0.106(8) 0.012(6) 0.035(6) 0.010(6) O8' 0.111(8) 0.102(8) 0.131(10) 0.014(8) 0.019(7) 0.003(7) O1W 0.215(14) 0.213(15) 0.210(14) -0.001(6) 0.034(7) 0.003(6) _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 C1 N1 1.482(10) . ? C1 C2 1.502(12) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.478(9) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.489(10) . ? C3 N2 1.506(10) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C13 1.351(10) . ? C4 C5 1.447(10) . ? C5 C6 1.365(10) . ? C5 H5 0.9500 . ? C6 C7 1.404(10) . ? C6 H6 0.9500 . ? C7 C8 1.409(10) . ? C7 C12 1.428(9) . ? C8 C9 1.373(10) . ? C8 H8 0.9500 . ? C9 C10 1.413(10) . ? C9 C14 1.498(10) . ? C10 C11 1.384(10) . ? C10 H10 0.9500 . ? C11 C12 1.391(10) . ? C11 H11 0.9500 . ? C12 C13 1.426(9) . ? C13 H13 0.9500 . ? C14 N6 1.471(9) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 N6 1.491(9) . ? C15 C16 1.506(10) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N5 1.473(9) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N1 1.494(10) . ? C17 C18 1.505(11) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N3 1.483(10) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20' 1.428(19) . ? C19 N3 1.492(9) . ? C19 C20 1.555(15) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C29 1.364(17) . ? C20 C21 1.377(16) . ? C21 C22 1.389(16) . ? C21 H21A 0.9500 . ? C22 C23 1.370(16) . ? C22 H22A 0.9500 . ? C23 C28 1.419(15) . ? C23 C24 1.465(16) . ? C24 C25 1.334(16) . ? C24 H24A 0.9500 . ? C25 C26 1.390(15) . ? C25 C30 1.429(15) . ? C26 C27 1.322(15) . ? C26 H26A 0.9500 . ? C27 C28 1.407(16) . ? C27 H27A 0.9500 . ? C28 C29 1.414(16) . ? C29 H29A 0.9500 . ? C20' C21' 1.353(13) . ? C20' C29' 1.370(14) . ? C21' C22' 1.346(13) . ? C21' H21B 0.9500 . ? C22' C23' 1.373(13) . ? C22' H22B 0.9500 . ? C23' C28' 1.368(12) . ? C23' C24' 1.369(13) . ? C24' C25' 1.369(14) . ? C24' H24B 0.9500 . ? C25' C26' 1.368(14) . ? C25' C30 1.65(2) . ? C26' C27' 1.368(14) . ? C26' H26B 0.9500 . ? C27' C28' 1.369(13) . ? C27' H27B 0.9500 . ? C28' C29' 1.363(13) . ? C29' H29B 0.9500 . ? C30 N7 1.505(10) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 N7 1.464(9) . ? C31 C32 1.503(11) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N5 1.496(9) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 N1 1.471(10) . ? C33 C34 1.524(13) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 N4 1.490(10) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 N4 1.484(10) . ? C35 C36 1.502(11) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C45 1.379(11) . ? C36 C37 1.415(11) . ? C37 C38 1.357(11) . ? C37 H37 0.9500 . ? C38 C39 1.403(11) . ? C38 H38 0.9500 . ? C39 C40 1.416(10) . ? C39 C44 1.424(10) . ? C40 C41 1.361(11) . ? C40 H40 0.9500 . ? C41 C42 1.412(11) . ? C41 C46 1.509(11) . ? C42 C43 1.354(11) . ? C42 H42 0.9500 . ? C43 C44 1.442(11) . ? C43 H43 0.9500 . ? C44 C45 1.406(11) . ? C45 H45 0.9500 . ? C46 N8 1.492(10) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 N8 1.467(10) . ? C47 C48 1.521(10) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 N5 1.480(9) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 O2 1.227(9) . ? C49 O1 1.259(8) . ? C49 C50 1.516(11) . ? C50 C51 1.290(10) . ? C50 H50 0.9500 . ? C51 C52 1.489(11) . ? C51 H51 0.9500 . ? C52 O4 1.223(9) . ? C52 O3 1.308(9) . ? C54 C53 1.425(17) . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C53 N9 1.178(14) . ? Cu2 O3 1.896(5) . ? Cu2 N5 2.039(6) . ? Cu2 N7 2.151(6) . ? Cu2 N6 2.168(6) . ? Cu2 N8 2.324(6) . ? Cu1 O1 1.899(5) . ? Cu1 N1 2.041(6) . ? Cu1 N3 2.131(6) . ? Cu1 N2 2.186(6) . ? Cu1 N4 2.277(6) . ? N2 H2C 0.9300 . ? N3 H3C 0.9300 . ? N4 H4C 0.9300 . ? N6 H6C 0.9300 . ? N7 H7C 0.9300 . ? N8 H8C 0.9300 . ? Cl2 O10 1.431(4) . ? Cl2 O9 1.431(4) . ? Cl2 O11 1.435(4) . ? Cl2 O12 1.452(4) . ? Cl2' O9' 1.432(5) . ? Cl2' O10' 1.436(5) . ? Cl2' O12' 1.441(5) . ? Cl2' O11' 1.443(5) . ? C56 C55 1.4820(10) . ? C55 N10 1.1023(10) . ? C56' C55' 1.4807(10) . ? C55' N10' 1.1007(10) . ? C57 N11 1.1107(19) . ? C57 C58 1.490(2) . ? C57' N11' 1.111(2) . ? C57' C58' 1.491(2) . ? Cl1 O6 1.433(4) . ? Cl1 O5 1.435(4) . ? Cl1 O7 1.439(4) . ? Cl1 O8 1.445(4) . ? Cl1' O8' 1.438(5) . ? Cl1' O5' 1.438(5) . ? Cl1' O6' 1.440(5) . ? Cl1' O7' 1.441(5) . ? 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 C1 C2 110.7(7) . . ? N1 C1 H1A 109.5 . . ? C2 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 108.1 . . ? N2 C2 C1 108.9(7) . . ? N2 C2 H2A 109.9 . . ? C1 C2 H2A 109.9 . . ? N2 C2 H2B 109.9 . . ? C1 C2 H2B 109.9 . . ? H2A C2 H2B 108.3 . . ? C4 C3 N2 114.6(6) . . ? C4 C3 H3A 108.6 . . ? N2 C3 H3A 108.6 . . ? C4 C3 H3B 108.6 . . ? N2 C3 H3B 108.6 . . ? H3A C3 H3B 107.6 . . ? C13 C4 C5 119.6(7) . . ? C13 C4 C3 121.9(7) . . ? C5 C4 C3 118.4(7) . . ? C6 C5 C4 119.8(7) . . ? C6 C5 H5 120.1 . . ? C4 C5 H5 120.1 . . ? C5 C6 C7 121.3(7) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C6 C7 C8 122.7(6) . . ? C6 C7 C12 118.9(6) . . ? C8 C7 C12 118.2(7) . . ? C9 C8 C7 122.7(7) . . ? C9 C8 H8 118.7 . . ? C7 C8 H8 118.7 . . ? C8 C9 C10 118.0(7) . . ? C8 C9 C14 119.1(6) . . ? C10 C9 C14 122.9(7) . . ? C11 C10 C9 120.9(7) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 121.0(7) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C13 122.1(7) . . ? C11 C12 C7 119.0(6) . . ? C13 C12 C7 118.8(7) . . ? C4 C13 C12 121.1(7) . . ? C4 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? N6 C14 C9 116.4(6) . . ? N6 C14 H14A 108.2 . . ? C9 C14 H14A 108.2 . . ? N6 C14 H14B 108.2 . . ? C9 C14 H14B 108.2 . . ? H14A C14 H14B 107.3 . . ? N6 C15 C16 109.8(6) . . ? N6 C15 H15A 109.7 . . ? C16 C15 H15A 109.7 . . ? N6 C15 H15B 109.7 . . ? C16 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? N5 C16 C15 109.4(6) . . ? N5 C16 H16A 109.8 . . ? C15 C16 H16A 109.8 . . ? N5 C16 H16B 109.8 . . ? C15 C16 H16B 109.8 . . ? H16A C16 H16B 108.2 . . ? N1 C17 C18 109.9(7) . . ? N1 C17 H17A 109.7 . . ? C18 C17 H17A 109.7 . . ? N1 C17 H17B 109.7 . . ? C18 C17 H17B 109.7 . . ? H17A C17 H17B 108.2 . . ? N3 C18 C17 107.3(7) . . ? N3 C18 H18A 110.3 . . ? C17 C18 H18A 110.3 . . ? N3 C18 H18B 110.3 . . ? C17 C18 H18B 110.3 . . ? H18A C18 H18B 108.5 . . ? C20' C19 N3 110.8(14) . . ? C20' C19 C20 13.9(9) . . ? N3 C19 C20 111.9(8) . . ? C20' C19 H19A 97.4 . . ? N3 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? C20' C19 H19B 121.2 . . ? N3 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C29 C20 C21 119.1(12) . . ? C29 C20 C19 121.5(11) . . ? C21 C20 C19 119.2(11) . . ? C20 C21 C22 121.6(12) . . ? C20 C21 H21A 119.2 . . ? C22 C21 H21A 119.2 . . ? C23 C22 C21 119.6(11) . . ? C23 C22 H22A 120.2 . . ? C21 C22 H22A 120.2 . . ? C22 C23 C28 120.4(11) . . ? C22 C23 C24 123.1(10) . . ? C28 C23 C24 116.5(10) . . ? C25 C24 C23 122.1(11) . . ? C25 C24 H24A 118.9 . . ? C23 C24 H24A 118.9 . . ? C24 C25 C26 119.0(12) . . ? C24 C25 C30 122.2(11) . . ? C26 C25 C30 118.7(11) . . ? C27 C26 C25 121.9(12) . . ? C27 C26 H26A 119.1 . . ? C25 C26 H26A 119.1 . . ? C26 C27 C28 122.4(11) . . ? C26 C27 H27A 118.8 . . ? C28 C27 H27A 118.8 . . ? C27 C28 C29 124.2(10) . . ? C27 C28 C23 118.1(11) . . ? C29 C28 C23 117.6(11) . . ? C20 C29 C28 121.6(11) . . ? C20 C29 H29A 119.2 . . ? C28 C29 H29A 119.2 . . ? C21' C20' C29' 118.5(10) . . ? C21' C20' C19 116.2(12) . . ? C29' C20' C19 125.3(13) . . ? C22' C21' C20' 122.9(9) . . ? C22' C21' H21B 118.6 . . ? C20' C21' H21B 118.6 . . ? C21' C22' C23' 119.0(10) . . ? C21' C22' H22B 120.5 . . ? C23' C22' H22B 120.5 . . ? C28' C23' C24' 120.3(9) . . ? C28' C23' C22' 118.9(9) . . ? C24' C23' C22' 120.3(12) . . ? C23' C24' C25' 120.0(10) . . ? C23' C24' H24B 120.0 . . ? C25' C24' H24B 120.0 . . ? C26' C25' C24' 119.7(10) . . ? C26' C25' C30 114.7(12) . . ? C24' C25' C30 125.5(13) . . ? C25' C26' C27' 120.2(10) . . ? C25' C26' H26B 119.9 . . ? C27' C26' H26B 119.9 . . ? C26' C27' C28' 120.1(10) . . ? C26' C27' H27B 119.9 . . ? C28' C27' H27B 119.9 . . ? C29' C28' C23' 121.1(9) . . ? C29' C28' C27' 119.4(12) . . ? C23' C28' C27' 119.6(9) . . ? C28' C29' C20' 119.6(10) . . ? C28' C29' H29B 120.2 . . ? C20' C29' H29B 120.2 . . ? C25 C30 N7 114.9(8) . . ? C25 C30 C25' 11.6(9) . . ? N7 C30 C25' 116.7(14) . . ? C25 C30 H30A 108.5 . . ? N7 C30 H30A 108.5 . . ? C25' C30 H30A 116.8 . . ? C25 C30 H30B 108.5 . . ? N7 C30 H30B 108.5 . . ? C25' C30 H30B 97.6 . . ? H30A C30 H30B 107.5 . . ? N7 C31 C32 110.2(6) . . ? N7 C31 H31A 109.6 . . ? C32 C31 H31A 109.6 . . ? N7 C31 H31B 109.6 . . ? C32 C31 H31B 109.6 . . ? H31A C31 H31B 108.1 . . ? N5 C32 C31 110.7(6) . . ? N5 C32 H32A 109.5 . . ? C31 C32 H32A 109.5 . . ? N5 C32 H32B 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? N1 C33 C34 111.9(7) . . ? N1 C33 H33A 109.2 . . ? C34 C33 H33A 109.2 . . ? N1 C33 H33B 109.2 . . ? C34 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? N4 C34 C33 107.8(7) . . ? N4 C34 H34A 110.1 . . ? C33 C34 H34A 110.1 . . ? N4 C34 H34B 110.1 . . ? C33 C34 H34B 110.1 . . ? H34A C34 H34B 108.5 . . ? N4 C35 C36 113.6(6) . . ? N4 C35 H35A 108.8 . . ? C36 C35 H35A 108.8 . . ? N4 C35 H35B 108.8 . . ? C36 C35 H35B 108.8 . . ? H35A C35 H35B 107.7 . . ? C45 C36 C37 118.2(7) . . ? C45 C36 C35 119.6(7) . . ? C37 C36 C35 122.1(8) . . ? C38 C37 C36 120.4(8) . . ? C38 C37 H37 119.8 . . ? C36 C37 H37 119.8 . . ? C37 C38 C39 121.9(7) . . ? C37 C38 H38 119.1 . . ? C39 C38 H38 119.1 . . ? C38 C39 C40 123.2(7) . . ? C38 C39 C44 118.6(7) . . ? C40 C39 C44 118.1(7) . . ? C41 C40 C39 121.9(7) . . ? C41 C40 H40 119.1 . . ? C39 C40 H40 119.1 . . ? C40 C41 C42 119.7(8) . . ? C40 C41 C46 120.9(7) . . ? C42 C41 C46 119.3(8) . . ? C43 C42 C41 121.0(8) . . ? C43 C42 H42 119.5 . . ? C41 C42 H42 119.5 . . ? C42 C43 C44 120.3(7) . . ? C42 C43 H43 119.8 . . ? C44 C43 H43 119.8 . . ? C45 C44 C39 118.0(8) . . ? C45 C44 C43 123.4(7) . . ? C39 C44 C43 118.6(7) . . ? C36 C45 C44 122.4(7) . . ? C36 C45 H45 118.8 . . ? C44 C45 H45 118.8 . . ? N8 C46 C41 114.4(6) . . ? N8 C46 H46A 108.6 . . ? C41 C46 H46A 108.6 . . ? N8 C46 H46B 108.6 . . ? C41 C46 H46B 108.6 . . ? H46A C46 H46B 107.6 . . ? N8 C47 C48 111.1(6) . . ? N8 C47 H47A 109.4 . . ? C48 C47 H47A 109.4 . . ? N8 C47 H47B 109.4 . . ? C48 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? N5 C48 C47 110.1(6) . . ? N5 C48 H48A 109.6 . . ? C47 C48 H48A 109.6 . . ? N5 C48 H48B 109.6 . . ? C47 C48 H48B 109.6 . . ? H48A C48 H48B 108.2 . . ? O2 C49 O1 125.5(8) . . ? O2 C49 C50 121.3(7) . . ? O1 C49 C50 113.2(7) . . ? C51 C50 C49 120.8(8) . . ? C51 C50 H50 119.6 . . ? C49 C50 H50 119.6 . . ? C50 C51 C52 126.0(8) . . ? C50 C51 H51 117.0 . . ? C52 C51 H51 117.0 . . ? O4 C52 O3 124.7(7) . . ? O4 C52 C51 119.3(8) . . ? O3 C52 C51 115.9(7) . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? N9 C53 C54 172.0(13) . . ? O3 Cu2 N5 176.6(2) . . ? O3 Cu2 N7 95.9(2) . . ? N5 Cu2 N7 83.4(2) . . ? O3 Cu2 N6 94.2(2) . . ? N5 Cu2 N6 84.2(2) . . ? N7 Cu2 N6 138.4(2) . . ? O3 Cu2 N8 101.9(2) . . ? N5 Cu2 N8 81.4(2) . . ? N7 Cu2 N8 109.4(2) . . ? N6 Cu2 N8 107.6(2) . . ? O1 Cu1 N1 178.2(2) . . ? O1 Cu1 N3 95.5(2) . . ? N1 Cu1 N3 84.6(2) . . ? O1 Cu1 N2 97.7(2) . . ? N1 Cu1 N2 83.6(2) . . ? N3 Cu1 N2 125.0(3) . . ? O1 Cu1 N4 95.8(2) . . ? N1 Cu1 N4 82.6(2) . . ? N3 Cu1 N4 116.9(2) . . ? N2 Cu1 N4 114.5(2) . . ? C33 N1 C1 111.3(7) . . ? C33 N1 C17 110.6(6) . . ? C1 N1 C17 109.0(7) . . ? C33 N1 Cu1 110.2(5) . . ? C1 N1 Cu1 107.9(5) . . ? C17 N1 Cu1 107.7(5) . . ? C2 N2 C3 109.7(6) . . ? C2 N2 Cu1 105.3(5) . . ? C3 N2 Cu1 127.5(5) . . ? C2 N2 H2C 104.0 . . ? C3 N2 H2C 104.0 . . ? Cu1 N2 H2C 104.0 . . ? C18 N3 C19 113.6(6) . . ? C18 N3 Cu1 103.5(5) . . ? C19 N3 Cu1 120.3(5) . . ? C18 N3 H3C 106.1 . . ? C19 N3 H3C 106.1 . . ? Cu1 N3 H3C 106.1 . . ? C35 N4 C34 107.7(6) . . ? C35 N4 Cu1 131.4(5) . . ? C34 N4 Cu1 102.9(5) . . ? C35 N4 H4C 104.0 . . ? C34 N4 H4C 104.0 . . ? Cu1 N4 H4C 104.0 . . ? C16 N5 C48 110.4(6) . . ? C16 N5 C32 109.7(6) . . ? C48 N5 C32 111.2(6) . . ? C16 N5 Cu2 109.9(4) . . ? C48 N5 Cu2 110.6(4) . . ? C32 N5 Cu2 104.8(5) . . ? C14 N6 C15 107.4(5) . . ? C14 N6 Cu2 125.1(5) . . ? C15 N6 Cu2 101.8(4) . . ? C14 N6 H6C 107.1 . . ? C15 N6 H6C 107.1 . . ? Cu2 N6 H6C 107.1 . . ? C31 N7 C30 107.9(6) . . ? C31 N7 Cu2 108.5(5) . . ? C30 N7 Cu2 126.9(5) . . ? C31 N7 H7C 103.7 . . ? C30 N7 H7C 103.7 . . ? Cu2 N7 H7C 103.7 . . ? C47 N8 C46 108.1(6) . . ? C47 N8 Cu2 103.9(4) . . ? C46 N8 Cu2 127.7(5) . . ? C47 N8 H8C 105.1 . . ? C46 N8 H8C 105.1 . . ? Cu2 N8 H8C 105.1 . . ? C49 O1 Cu1 120.9(5) . . ? C52 O3 Cu2 113.6(4) . . ? O10 Cl2 O9 110.8(4) . . ? O10 Cl2 O11 110.7(4) . . ? O9 Cl2 O11 110.2(4) . . ? O10 Cl2 O12 108.6(4) . . ? O9 Cl2 O12 108.4(4) . . ? O11 Cl2 O12 108.1(4) . . ? O9' Cl2' O10' 110.0(4) . . ? O9' Cl2' O12' 109.6(4) . . ? O10' Cl2' O12' 109.4(4) . . ? O9' Cl2' O11' 109.8(4) . . ? O10' Cl2' O11' 108.9(4) . . ? O12' Cl2' O11' 109.1(4) . . ? N10 C55 C56 171.8(10) . . ? N10' C55' C56' 175.4(18) . . ? N11 C57 C58 176(4) . . ? N11' C57' C58' 174(3) . . ? O6 Cl1 O5 109.9(4) . . ? O6 Cl1 O7 110.0(4) . . ? O5 Cl1 O7 109.8(4) . . ? O6 Cl1 O8 109.2(4) . . ? O5 Cl1 O8 109.5(4) . . ? O7 Cl1 O8 108.4(4) . . ? O8' Cl1' O5' 109.8(4) . . ? O8' Cl1' O6' 109.4(4) . . ? O5' Cl1' O6' 109.3(4) . . ? O8' Cl1' O7' 109.5(4) . . ? O5' Cl1' O7' 109.5(4) . . ? O6' Cl1' O7' 109.3(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 C1 C2 N2 -55.5(9) . . . . ? N2 C3 C4 C13 123.9(7) . . . . ? N2 C3 C4 C5 -56.0(8) . . . . ? C13 C4 C5 C6 -5.6(10) . . . . ? C3 C4 C5 C6 174.3(6) . . . . ? C4 C5 C6 C7 0.4(10) . . . . ? C5 C6 C7 C8 -171.5(6) . . . . ? C5 C6 C7 C12 4.1(9) . . . . ? C6 C7 C8 C9 175.8(6) . . . . ? C12 C7 C8 C9 0.1(9) . . . . ? C7 C8 C9 C10 3.4(9) . . . . ? C7 C8 C9 C14 -179.5(6) . . . . ? C8 C9 C10 C11 -2.6(9) . . . . ? C14 C9 C10 C11 -179.6(6) . . . . ? C9 C10 C11 C12 -1.7(10) . . . . ? C10 C11 C12 C13 -171.3(6) . . . . ? C10 C11 C12 C7 5.2(9) . . . . ? C6 C7 C12 C11 179.7(6) . . . . ? C8 C7 C12 C11 -4.4(8) . . . . ? C6 C7 C12 C13 -3.6(8) . . . . ? C8 C7 C12 C13 172.3(5) . . . . ? C5 C4 C13 C12 6.2(9) . . . . ? C3 C4 C13 C12 -173.8(6) . . . . ? C11 C12 C13 C4 174.9(6) . . . . ? C7 C12 C13 C4 -1.6(9) . . . . ? C8 C9 C14 N6 144.4(7) . . . . ? C10 C9 C14 N6 -38.6(10) . . . . ? N6 C15 C16 N5 -55.9(8) . . . . ? N1 C17 C18 N3 -57.8(9) . . . . ? C20' C19 C20 C29 -9(6) . . . . ? N3 C19 C20 C29 -97.5(13) . . . . ? C20' C19 C20 C21 165(8) . . . . ? N3 C19 C20 C21 77.3(13) . . . . ? C29 C20 C21 C22 -1.3(19) . . . . ? C19 C20 C21 C22 -176.2(11) . . . . ? C20 C21 C22 C23 3.3(19) . . . . ? C21 C22 C23 C28 -2.9(18) . . . . ? C21 C22 C23 C24 174.4(11) . . . . ? C22 C23 C24 C25 -176.2(12) . . . . ? C28 C23 C24 C25 1.2(17) . . . . ? C23 C24 C25 C26 -3.1(18) . . . . ? C23 C24 C25 C30 -179.2(12) . . . . ? C24 C25 C26 C27 2.6(17) . . . . ? C30 C25 C26 C27 178.9(11) . . . . ? C25 C26 C27 C28 -0.3(18) . . . . ? C26 C27 C28 C29 176.3(11) . . . . ? C26 C27 C28 C23 -1.5(18) . . . . ? C22 C23 C28 C27 178.6(11) . . . . ? C24 C23 C28 C27 1.0(16) . . . . ? C22 C23 C28 C29 0.6(18) . . . . ? C24 C23 C28 C29 -177.0(11) . . . . ? C21 C20 C29 C28 -1.2(19) . . . . ? C19 C20 C29 C28 173.6(11) . . . . ? C27 C28 C29 C20 -176.3(12) . . . . ? C23 C28 C29 C20 1.5(18) . . . . ? N3 C19 C20' C21' -90.4(18) . . . . ? C20 C19 C20' C21' 172(8) . . . . ? N3 C19 C20' C29' 90(3) . . . . ? C20 C19 C20' C29' -7(5) . . . . ? C29' C20' C21' C22' 0(2) . . . . ? C19 C20' C21' C22' -180(2) . . . . ? C20' C21' C22' C23' 0(2) . . . . ? C21' C22' C23' C28' -2(3) . . . . ? C21' C22' C23' C24' -174(2) . . . . ? C28' C23' C24' C25' 2(2) . . . . ? C22' C23' C24' C25' 173(3) . . . . ? C23' C24' C25' C26' 1(2) . . . . ? C23' C24' C25' C30 -178(3) . . . . ? C24' C25' C26' C27' -1(4) . . . . ? C30 C25' C26' C27' 179(3) . . . . ? C25' C26' C27' C28' -2(4) . . . . ? C24' C23' C28' C29' 175(3) . . . . ? C22' C23' C28' C29' 4(4) . . . . ? C24' C23' C28' C27' -4(4) . . . . ? C22' C23' C28' C27' -176(2) . . . . ? C26' C27' C28' C29' -175(3) . . . . ? C26' C27' C28' C23' 4(4) . . . . ? C23' C28' C29' C20' -4(4) . . . . ? C27' C28' C29' C20' 176(2) . . . . ? C21' C20' C29' C28' 2(3) . . . . ? C19 C20' C29' C28' -178(3) . . . . ? C24 C25 C30 N7 -93.3(13) . . . . ? C26 C25 C30 N7 90.6(13) . . . . ? C24 C25 C30 C25' 8(8) . . . . ? C26 C25 C30 C25' -168(9) . . . . ? C26' C25' C30 C25 -171(10) . . . . ? C24' C25' C30 C25 8(6) . . . . ? C26' C25' C30 N7 -87(2) . . . . ? C24' C25' C30 N7 92(2) . . . . ? N7 C31 C32 N5 -49.2(8) . . . . ? N1 C33 C34 N4 -56.7(9) . . . . ? N4 C35 C36 C45 155.1(7) . . . . ? N4 C35 C36 C37 -26.9(11) . . . . ? C45 C36 C37 C38 -5.8(11) . . . . ? C35 C36 C37 C38 176.2(7) . . . . ? C36 C37 C38 C39 -0.4(11) . . . . ? C37 C38 C39 C40 -170.8(7) . . . . ? C37 C38 C39 C44 5.5(11) . . . . ? C38 C39 C40 C41 178.4(7) . . . . ? C44 C39 C40 C41 2.1(10) . . . . ? C39 C40 C41 C42 3.2(11) . . . . ? C39 C40 C41 C46 -178.6(7) . . . . ? C40 C41 C42 C43 -4.2(11) . . . . ? C46 C41 C42 C43 177.6(7) . . . . ? C41 C42 C43 C44 -0.2(11) . . . . ? C38 C39 C44 C45 -4.4(10) . . . . ? C40 C39 C44 C45 172.1(6) . . . . ? C38 C39 C44 C43 177.2(6) . . . . ? C40 C39 C44 C43 -6.3(10) . . . . ? C42 C43 C44 C45 -172.9(7) . . . . ? C42 C43 C44 C39 5.5(10) . . . . ? C37 C36 C45 C44 6.9(11) . . . . ? C35 C36 C45 C44 -175.0(7) . . . . ? C39 C44 C45 C36 -1.9(10) . . . . ? C43 C44 C45 C36 176.5(7) . . . . ? C40 C41 C46 N8 110.3(8) . . . . ? C42 C41 C46 N8 -71.6(9) . . . . ? N8 C47 C48 N5 -54.6(9) . . . . ? O2 C49 C50 C51 4.1(10) . . . . ? O1 C49 C50 C51 -174.6(6) . . . . ? C49 C50 C51 C52 -179.0(6) . . . . ? C50 C51 C52 O4 171.6(7) . . . . ? C50 C51 C52 O3 -7.3(10) . . . . ? C34 C33 N1 C1 157.5(7) . . . . ? C34 C33 N1 C17 -81.1(8) . . . . ? C34 C33 N1 Cu1 37.9(8) . . . . ? C2 C1 N1 C33 -79.0(8) . . . . ? C2 C1 N1 C17 158.7(7) . . . . ? C2 C1 N1 Cu1 42.0(8) . . . . ? C18 C17 N1 C33 156.3(7) . . . . ? C18 C17 N1 C1 -81.1(8) . . . . ? C18 C17 N1 Cu1 35.8(8) . . . . ? O1 Cu1 N1 C33 -34(9) . . . . ? N3 Cu1 N1 C33 -127.5(5) . . . . ? N2 Cu1 N1 C33 106.4(5) . . . . ? N4 Cu1 N1 C33 -9.4(5) . . . . ? O1 Cu1 N1 C1 -155(8) . . . . ? N3 Cu1 N1 C1 110.9(6) . . . . ? N2 Cu1 N1 C1 -15.3(5) . . . . ? N4 Cu1 N1 C1 -131.1(6) . . . . ? O1 Cu1 N1 C17 87(8) . . . . ? N3 Cu1 N1 C17 -6.7(5) . . . . ? N2 Cu1 N1 C17 -132.9(5) . . . . ? N4 Cu1 N1 C17 111.3(5) . . . . ? C1 C2 N2 C3 178.6(7) . . . . ? C1 C2 N2 Cu1 38.4(8) . . . . ? C4 C3 N2 C2 167.3(7) . . . . ? C4 C3 N2 Cu1 -63.8(8) . . . . ? O1 Cu1 N2 C2 165.9(5) . . . . ? N1 Cu1 N2 C2 -12.9(5) . . . . ? N3 Cu1 N2 C2 -91.7(5) . . . . ? N4 Cu1 N2 C2 65.9(5) . . . . ? O1 Cu1 N2 C3 35.3(6) . . . . ? N1 Cu1 N2 C3 -143.5(6) . . . . ? N3 Cu1 N2 C3 137.7(5) . . . . ? N4 Cu1 N2 C3 -64.7(6) . . . . ? C17 C18 N3 C19 -84.5(8) . . . . ? C17 C18 N3 Cu1 47.7(7) . . . . ? C20' C19 N3 C18 -161.4(9) . . . . ? C20 C19 N3 C18 -146.5(8) . . . . ? C20' C19 N3 Cu1 75.1(9) . . . . ? C20 C19 N3 Cu1 90.0(8) . . . . ? O1 Cu1 N3 C18 159.0(5) . . . . ? N1 Cu1 N3 C18 -22.8(5) . . . . ? N2 Cu1 N3 C18 55.6(5) . . . . ? N4 Cu1 N3 C18 -101.6(5) . . . . ? O1 Cu1 N3 C19 -72.8(5) . . . . ? N1 Cu1 N3 C19 105.4(5) . . . . ? N2 Cu1 N3 C19 -176.3(5) . . . . ? N4 Cu1 N3 C19 26.6(6) . . . . ? C36 C35 N4 C34 178.9(7) . . . . ? C36 C35 N4 Cu1 -54.6(10) . . . . ? C33 C34 N4 C35 -175.2(7) . . . . ? C33 C34 N4 Cu1 43.0(7) . . . . ? O1 Cu1 N4 C35 31.8(7) . . . . ? N1 Cu1 N4 C35 -147.4(7) . . . . ? N3 Cu1 N4 C35 -67.4(7) . . . . ? N2 Cu1 N4 C35 133.1(6) . . . . ? O1 Cu1 N4 C34 160.0(5) . . . . ? N1 Cu1 N4 C34 -19.3(5) . . . . ? N3 Cu1 N4 C34 60.8(5) . . . . ? N2 Cu1 N4 C34 -98.8(5) . . . . ? C15 C16 N5 C48 155.5(6) . . . . ? C15 C16 N5 C32 -81.5(7) . . . . ? C15 C16 N5 Cu2 33.2(7) . . . . ? C47 C48 N5 C16 -77.4(8) . . . . ? C47 C48 N5 C32 160.6(6) . . . . ? C47 C48 N5 Cu2 44.5(7) . . . . ? C31 C32 N5 C16 167.7(6) . . . . ? C31 C32 N5 C48 -69.8(8) . . . . ? C31 C32 N5 Cu2 49.8(7) . . . . ? O3 Cu2 N5 C16 -68(4) . . . . ? N7 Cu2 N5 C16 -145.8(5) . . . . ? N6 Cu2 N5 C16 -5.6(5) . . . . ? N8 Cu2 N5 C16 103.3(5) . . . . ? O3 Cu2 N5 C48 170(4) . . . . ? N7 Cu2 N5 C48 92.0(5) . . . . ? N6 Cu2 N5 C48 -127.8(5) . . . . ? N8 Cu2 N5 C48 -18.9(5) . . . . ? O3 Cu2 N5 C32 50(4) . . . . ? N7 Cu2 N5 C32 -28.0(5) . . . . ? N6 Cu2 N5 C32 112.2(5) . . . . ? N8 Cu2 N5 C32 -138.9(5) . . . . ? C9 C14 N6 C15 171.6(6) . . . . ? C9 C14 N6 Cu2 -69.6(8) . . . . ? C16 C15 N6 C14 179.7(6) . . . . ? C16 C15 N6 Cu2 46.8(7) . . . . ? O3 Cu2 N6 C14 33.3(5) . . . . ? N5 Cu2 N6 C14 -143.7(5) . . . . ? N7 Cu2 N6 C14 -70.5(6) . . . . ? N8 Cu2 N6 C14 137.3(5) . . . . ? O3 Cu2 N6 C15 154.7(5) . . . . ? N5 Cu2 N6 C15 -22.3(5) . . . . ? N7 Cu2 N6 C15 50.9(6) . . . . ? N8 Cu2 N6 C15 -101.4(5) . . . . ? C32 C31 N7 C30 163.4(6) . . . . ? C32 C31 N7 Cu2 22.7(7) . . . . ? C25 C30 N7 C31 176.2(8) . . . . ? C25' C30 N7 C31 163.4(9) . . . . ? C25 C30 N7 Cu2 -52.5(10) . . . . ? C25' C30 N7 Cu2 -65.3(11) . . . . ? O3 Cu2 N7 C31 -173.3(5) . . . . ? N5 Cu2 N7 C31 3.4(5) . . . . ? N6 Cu2 N7 C31 -70.1(6) . . . . ? N8 Cu2 N7 C31 81.8(5) . . . . ? O3 Cu2 N7 C30 55.6(6) . . . . ? N5 Cu2 N7 C30 -127.7(6) . . . . ? N6 Cu2 N7 C30 158.8(5) . . . . ? N8 Cu2 N7 C30 -49.3(6) . . . . ? C48 C47 N8 C46 172.9(6) . . . . ? C48 C47 N8 Cu2 34.8(7) . . . . ? C41 C46 N8 C47 163.7(7) . . . . ? C41 C46 N8 Cu2 -71.3(9) . . . . ? O3 Cu2 N8 C47 170.4(4) . . . . ? N5 Cu2 N8 C47 -9.0(4) . . . . ? N7 Cu2 N8 C47 -88.8(5) . . . . ? N6 Cu2 N8 C47 72.0(5) . . . . ? O3 Cu2 N8 C46 43.8(6) . . . . ? N5 Cu2 N8 C46 -135.7(6) . . . . ? N7 Cu2 N8 C46 144.5(6) . . . . ? N6 Cu2 N8 C46 -54.6(6) . . . . ? O2 C49 O1 Cu1 -5.0(10) . . . . ? C50 C49 O1 Cu1 173.7(4) . . . . ? N1 Cu1 O1 C49 -138(8) . . . . ? N3 Cu1 O1 C49 -44.6(5) . . . . ? N2 Cu1 O1 C49 81.8(5) . . . . ? N4 Cu1 O1 C49 -162.4(5) . . . . ? O4 C52 O3 Cu2 2.3(8) . . . . ? C51 C52 O3 Cu2 -179.0(4) . . . . ? N5 Cu2 O3 C52 -18(4) . . . . ? N7 Cu2 O3 C52 59.0(4) . . . . ? N6 Cu2 O3 C52 -80.6(4) . . . . ? N8 Cu2 O3 C52 170.3(4) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 66.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.752 _refine_diff_density_min -0.802 _refine_diff_density_rms 0.085 _database_code_depnum_ccdc_archive 'CCDC 928731' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H64 Cu2 N8 O4, 2(Cl O4), 3(C2 H3 N), 0.5(H2O)' _chemical_formula_sum 'C58 H74 Cl2 Cu2 N11 O12.50' _chemical_formula_weight 1323.26 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' Cl Cl 0.3639 0.7018 '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 Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 18.3486(7) _cell_length_b 10.0477(2) _cell_length_c 32.7258(10) _cell_angle_alpha 90.00 _cell_angle_beta 99.934(3) _cell_angle_gamma 90.00 _cell_volume 5942.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 5066 _cell_measurement_theta_min 2.7393 _cell_measurement_theta_max 65.3613 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.31 _exptl_crystal_size_mid 0.27 _exptl_crystal_size_min 0.22 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.479 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2764 _exptl_absorpt_coefficient_mu 2.314 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5340 _exptl_absorpt_correction_T_max 0.6300 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_detector_area_resol_mean 10.5058 _diffrn_reflns_number 19009 _diffrn_reflns_av_R_equivalents 0.0499 _diffrn_reflns_av_sigmaI/netI 0.0806 _diffrn_measurement_method 'omega scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 65.46 _reflns_number_total 9711 _reflns_number_gt 6737 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) (compiled Jul 11 2012,15:38:31) ; _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0814P)^2^+13.3001P] 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 9711 _refine_ls_number_parameters 1015 _refine_ls_number_restraints 61 _refine_ls_R_factor_all 0.1111 _refine_ls_R_factor_gt 0.0749 _refine_ls_wR_factor_ref 0.1964 _refine_ls_wR_factor_gt 0.1713 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.062 _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 C1 C 0.5998(4) 0.7888(7) 0.1261(2) 0.0598(17) Uani 1 1 d . . . H1A H 0.5947 0.8233 0.0974 0.072 Uiso 1 1 calc R . . H1B H 0.6522 0.7643 0.1355 0.072 Uiso 1 1 calc R . . C2 C 0.5784(3) 0.8963(7) 0.1539(2) 0.0566(16) Uani 1 1 d . . . H2A H 0.5902 0.8673 0.1832 0.068 Uiso 1 1 calc R . . H2B H 0.6069 0.9783 0.1509 0.068 Uiso 1 1 calc R . . C3 C 0.4780(3) 1.0273(6) 0.17172(19) 0.0495(15) Uani 1 1 d . . . H3A H 0.5160 1.0982 0.1753 0.059 Uiso 1 1 calc R . . H3B H 0.4778 0.9861 0.1992 0.059 Uiso 1 1 calc R . . C4 C 0.4026(3) 1.0894(5) 0.15637(18) 0.0438(13) Uani 1 1 d . . . C5 C 0.3876(3) 1.1486(5) 0.11643(18) 0.0422(13) Uani 1 1 d . . . H5 H 0.4258 1.1560 0.1003 0.051 Uiso 1 1 calc R . . C6 C 0.3184(3) 1.1949(5) 0.10106(17) 0.0387(13) Uani 1 1 d . . . H6 H 0.3090 1.2331 0.0741 0.046 Uiso 1 1 calc R . . C7 C 0.2605(3) 1.1875(5) 0.12419(17) 0.0355(12) Uani 1 1 d . . . C8 C 0.1865(3) 1.2142(5) 0.10727(17) 0.0391(13) Uani 1 1 d . . . H8 H 0.1752 1.2462 0.0796 0.047 Uiso 1 1 calc R . . C9 C 0.1300(3) 1.1962(5) 0.12893(18) 0.0394(13) Uani 1 1 d . . . C10 C 0.1473(3) 1.1571(5) 0.17061(17) 0.0384(12) Uani 1 1 d . . . H10 H 0.1089 1.1486 0.1866 0.046 Uiso 1 1 calc R . . C11 C 0.2194(3) 1.1309(5) 0.18870(18) 0.0402(13) Uani 1 1 d . . . H11 H 0.2302 1.1068 0.2172 0.048 Uiso 1 1 calc R . . C12 C 0.2769(3) 1.1392(5) 0.16568(16) 0.0360(12) Uani 1 1 d . . . C13 C 0.3494(3) 1.0930(5) 0.18116(17) 0.0392(13) Uani 1 1 d . . . H13 H 0.3614 1.0641 0.2091 0.047 Uiso 1 1 calc R . . C14 C 0.0518(3) 1.2278(5) 0.1082(2) 0.0463(14) Uani 1 1 d . . . H14A H 0.0401 1.3193 0.1163 0.056 Uiso 1 1 calc R . . H14B H 0.0504 1.2282 0.0779 0.056 Uiso 1 1 calc R . . C15 C -0.0794(3) 1.2010(5) 0.0981(2) 0.0477(14) Uani 1 1 d . . . H15A H -0.0816 1.2100 0.0678 0.057 Uiso 1 1 calc R . . H15B H -0.0832 1.2909 0.1099 0.057 Uiso 1 1 calc R . . C16 C -0.1426(3) 1.1156(6) 0.1067(2) 0.0469(14) Uani 1 1 d . . . H16A H -0.1432 1.1132 0.1368 0.056 Uiso 1 1 calc R . . H16B H -0.1902 1.1534 0.0926 0.056 Uiso 1 1 calc R . . C17 C 0.5543(4) 0.5892(7) 0.0880(2) 0.0587(17) Uani 1 1 d . . . H17A H 0.5413 0.4956 0.0929 0.070 Uiso 1 1 calc R . . H17B H 0.6047 0.5908 0.0811 0.070 Uiso 1 1 calc R . . C18 C 0.5002(4) 0.6455(8) 0.0526(2) 0.0618(18) Uani 1 1 d . . . H18A H 0.5146 0.7373 0.0464 0.074 Uiso 1 1 calc R . . H18B H 0.4995 0.5905 0.0275 0.074 Uiso 1 1 calc R . . C19 C 0.3859(4) 0.5164(6) 0.0570(2) 0.0537(16) Uani 1 1 d . . . H19A H 0.3970 0.4603 0.0822 0.064 Uiso 1 1 calc R A 1 H19B H 0.4043 0.4692 0.0342 0.064 Uiso 1 1 calc R A 1 C20 C 0.3015(6) 0.5348(13) 0.0453(3) 0.047(2) Uani 0.731(9) 1 d PU B 1 C21 C 0.2732(5) 0.5745(10) 0.0047(3) 0.049(2) Uani 0.731(9) 1 d PU B 1 H21A H 0.3055 0.5820 -0.0149 0.059 Uiso 0.731(9) 1 calc PR B 1 C22 C 0.1987(5) 0.6031(8) -0.0073(3) 0.050(2) Uani 0.731(9) 1 d PU B 1 H22A H 0.1801 0.6280 -0.0351 0.059 Uiso 0.731(9) 1 calc PR B 1 C23 C 0.1512(5) 0.5956(8) 0.0215(2) 0.0372(16) Uani 0.731(9) 1 d PU B 1 C24 C 0.0740(5) 0.6351(9) 0.0122(3) 0.0418(19) Uani 0.731(9) 1 d PU B 1 H24A H 0.0538 0.6609 -0.0154 0.050 Uiso 0.731(9) 1 calc PR B 1 C25 C 0.0292(5) 0.6365(11) 0.0413(3) 0.0372(19) Uani 0.731(9) 1 d PU B 1 C26 C 0.0598(5) 0.5907(7) 0.0815(3) 0.0441(18) Uani 0.731(9) 1 d PU B 1 H26A H 0.0295 0.5888 0.1022 0.053 Uiso 0.731(9) 1 calc PR B 1 C27 C 0.1308(5) 0.5496(7) 0.0912(2) 0.0415(18) Uani 0.731(9) 1 d PU B 1 H27A H 0.1483 0.5163 0.1183 0.050 Uiso 0.731(9) 1 calc PR B 1 C28 C 0.1790(5) 0.5546(11) 0.0630(3) 0.0356(17) Uani 0.731(9) 1 d PU B 1 C29 C 0.2545(5) 0.5233(8) 0.0724(2) 0.0423(18) Uani 0.731(9) 1 d PU B 1 H29A H 0.2735 0.4922 0.0996 0.051 Uiso 0.731(9) 1 calc PR B 1 C20' C 0.3092(10) 0.534(3) 0.0546(5) 0.041(5) Uani 0.269(9) 1 d PDU B 2 C21' C 0.2853(8) 0.514(2) 0.0904(4) 0.042(4) Uani 0.269(9) 1 d PDU B 2 H21B H 0.3209 0.4901 0.1139 0.051 Uiso 0.269(9) 1 calc PRD B 2 C22' C 0.2148(8) 0.5243(17) 0.0956(4) 0.040(4) Uani 0.269(9) 1 d PDU B 2 H22B H 0.2007 0.5072 0.1217 0.048 Uiso 0.269(9) 1 calc PR B 2 C23' C 0.1637(8) 0.561(3) 0.0618(5) 0.040(4) Uani 0.269(9) 1 d PDU B 2 C24' C 0.0933(9) 0.593(2) 0.0670(5) 0.039(4) Uani 0.269(9) 1 d PDU B 2 H24B H 0.0787 0.5821 0.0933 0.047 Uiso 0.269(9) 1 calc PR B 2 C25' C 0.0443(11) 0.639(3) 0.0338(6) 0.037(4) Uani 0.269(9) 1 d PDU B 2 C26' C 0.0657(10) 0.655(3) -0.0036(5) 0.039(4) Uani 0.269(9) 1 d PDU B 2 H26B H 0.0318 0.6894 -0.0263 0.047 Uiso 0.269(9) 1 calc PR B 2 C27' C 0.1358(8) 0.6203(19) -0.0089(5) 0.039(4) Uani 0.269(9) 1 d PDU B 2 H27B H 0.1491 0.6225 -0.0357 0.047 Uiso 0.269(9) 1 calc PR B 2 C28' C 0.1865(7) 0.583(2) 0.0250(4) 0.040(4) Uani 0.269(9) 1 d PDU B 2 C29' C 0.2580(9) 0.564(3) 0.0205(5) 0.044(4) Uani 0.269(9) 1 d PDU B 2 H29B H 0.2721 0.5719 -0.0060 0.053 Uiso 0.269(9) 1 calc PR B 2 C30 C -0.0457(4) 0.6777(5) 0.0332(2) 0.0497(15) Uani 1 1 d . . . H30A H -0.0736 0.6226 0.0503 0.060 Uiso 1 1 calc R B 1 H30B H -0.0658 0.6584 0.0038 0.060 Uiso 1 1 calc R B 1 C31 C -0.1403(3) 0.8431(6) 0.0280(2) 0.0504(15) Uani 1 1 d . . . H31A H -0.1685 0.7689 0.0376 0.060 Uiso 1 1 calc R B . H31B H -0.1521 0.8463 -0.0027 0.060 Uiso 1 1 calc R . . C32 C -0.1620(3) 0.9716(6) 0.04564(18) 0.0478(14) Uani 1 1 d . B . H32A H -0.1419 1.0470 0.0316 0.057 Uiso 1 1 calc R . . H32B H -0.2166 0.9794 0.0406 0.057 Uiso 1 1 calc R . . C33 C 0.5786(4) 0.5877(7) 0.1644(2) 0.0642(19) Uani 1 1 d . . . H33A H 0.5966 0.6478 0.1880 0.077 Uiso 1 1 calc R . . H33B H 0.6204 0.5305 0.1598 0.077 Uiso 1 1 calc R . . C34 C 0.5177(4) 0.5020(7) 0.1751(2) 0.0633(18) Uani 1 1 d . . . H34A H 0.5020 0.4366 0.1527 0.076 Uiso 1 1 calc R . . H34B H 0.5354 0.4525 0.2011 0.076 Uiso 1 1 calc R . . C35 C 0.3975(4) 0.5048(7) 0.1941(2) 0.0626(18) Uani 1 1 d . . . H35A H 0.4193 0.4601 0.2203 0.075 Uiso 1 1 calc R . . H35B H 0.3825 0.4347 0.1731 0.075 Uiso 1 1 calc RD . . C36 C 0.3287(4) 0.5795(6) 0.20103(18) 0.0510(16) Uani 1 1 d . . . C37 C 0.3322(4) 0.7177(6) 0.21108(19) 0.0553(16) Uani 1 1 d . . . H37 H 0.3784 0.7628 0.2153 0.066 Uiso 1 1 calc R . . C38 C 0.2688(4) 0.7851(6) 0.21461(18) 0.0486(15) Uani 1 1 d . . . H38 H 0.2720 0.8767 0.2219 0.058 Uiso 1 1 calc R . . C39 C 0.1999(4) 0.7236(6) 0.20778(17) 0.0464(14) Uani 1 1 d . . . C40 C 0.1330(4) 0.7941(5) 0.20596(16) 0.0447(14) Uani 1 1 d . . . H40 H 0.1348 0.8878 0.2099 0.054 Uiso 1 1 calc R . . C41 C 0.0655(4) 0.7322(6) 0.19874(17) 0.0498(15) Uani 1 1 d . . . C42 C 0.0626(4) 0.5900(6) 0.19487(17) 0.0531(16) Uani 1 1 d . . . H42 H 0.0164 0.5452 0.1917 0.064 Uiso 1 1 calc R . . C43 C 0.1263(4) 0.5191(6) 0.19580(18) 0.0518(16) Uani 1 1 d . . . H43 H 0.1237 0.4250 0.1930 0.062 Uiso 1 1 calc R . . C44 C 0.1959(4) 0.5823(5) 0.20080(16) 0.0469(15) Uani 1 1 d . . . C45 C 0.2627(4) 0.5148(6) 0.19755(18) 0.0509(16) Uani 1 1 d . . . H45 H 0.2613 0.4214 0.1928 0.061 Uiso 1 1 calc R . . C46 C -0.0050(4) 0.8087(7) 0.19572(18) 0.0554(16) Uani 1 1 d . . . H46A H -0.0353 0.7678 0.2146 0.066 Uiso 1 1 calc R . . H46B H 0.0069 0.9007 0.2055 0.066 Uiso 1 1 calc R . . C47 C -0.1261(3) 0.8568(7) 0.15684(19) 0.0520(15) Uani 1 1 d . . . H47A H -0.1242 0.9390 0.1737 0.062 Uiso 1 1 calc R . . H47B H -0.1501 0.7864 0.1711 0.062 Uiso 1 1 calc R . . C48 C -0.1712(3) 0.8817(6) 0.11473(19) 0.0503(15) Uani 1 1 d . . . H48A H -0.1788 0.7968 0.0992 0.060 Uiso 1 1 calc R . . H48B H -0.2203 0.9170 0.1178 0.060 Uiso 1 1 calc R . . C49 C 0.3104(4) 0.8376(5) 0.09601(18) 0.0443(14) Uani 1 1 d . . . C50 C 0.2291(3) 0.8626(5) 0.10137(17) 0.0442(14) Uani 1 1 d . . . H50A H 0.2071 0.7778 0.1087 0.053 Uiso 1 1 calc R . . H50B H 0.2285 0.9258 0.1245 0.053 Uiso 1 1 calc R . . C51 C 0.1828(4) 0.9180(6) 0.06266(18) 0.0499(15) Uani 1 1 d . . . H51A H 0.1842 0.8542 0.0398 0.060 Uiso 1 1 calc R . . H51B H 0.2061 1.0016 0.0554 0.060 Uiso 1 1 calc R . . C52 C 0.1022(3) 0.9470(5) 0.0649(2) 0.0433(14) Uani 1 1 d . . . C54 C 0.6155(6) 0.9273(10) -0.0043(3) 0.103(3) Uani 1 1 d . . . H54A H 0.6187 1.0025 0.0150 0.155 Uiso 1 1 calc R . . H54B H 0.5634 0.9068 -0.0148 0.155 Uiso 1 1 calc R . . H54C H 0.6402 0.9504 -0.0276 0.155 Uiso 1 1 calc R . . C53 C 0.6511(5) 0.8121(12) 0.0170(3) 0.088(3) Uani 1 1 d . . . Cu2 Cu -0.02388(4) 0.93393(7) 0.09723(2) 0.0397(2) Uani 1 1 d . . . Cu1 Cu 0.44696(5) 0.72886(8) 0.12604(3) 0.0457(2) Uani 1 1 d . . . N1 N 0.5530(3) 0.6690(5) 0.12635(15) 0.0497(12) Uani 1 1 d . B . N2 N 0.4985(3) 0.9236(5) 0.14260(15) 0.0481(12) Uani 1 1 d . B . H2C H 0.4942 0.9679 0.1173 0.058 Uiso 1 1 calc R . . N3 N 0.4255(3) 0.6457(5) 0.06486(15) 0.0479(12) Uani 1 1 d . B . H3C H 0.3974 0.7082 0.0481 0.057 Uiso 1 1 calc R . . N4 N 0.4545(3) 0.5874(5) 0.18045(16) 0.0529(13) Uani 1 1 d . B . H4C H 0.4726 0.6397 0.2034 0.063 Uiso 1 1 calc R . . N5 N -0.1334(3) 0.9783(4) 0.09111(14) 0.0420(11) Uani 1 1 d . B . N6 N -0.0079(2) 1.1386(4) 0.11710(15) 0.0406(11) Uani 1 1 d . B . H6C H -0.0061 1.1395 0.1457 0.049 Uiso 1 1 calc R . . N7 N -0.0603(3) 0.8204(4) 0.04126(14) 0.0414(11) Uani 1 1 d . B . H7C H -0.0392 0.8653 0.0214 0.050 Uiso 1 1 calc R . . N8 N -0.0497(3) 0.8149(5) 0.15362(14) 0.0459(12) Uani 1 1 d . B . H8C H -0.0542 0.7270 0.1447 0.055 Uiso 1 1 calc R . . N9 N 0.6865(5) 0.7205(9) 0.0349(3) 0.095(2) Uani 1 1 d . . . O1 O 0.3488(2) 0.7804(4) 0.12609(13) 0.0496(10) Uani 1 1 d . B . O2 O 0.3329(3) 0.8715(4) 0.06478(14) 0.0572(11) Uani 1 1 d . . . O3 O 0.0790(2) 0.8987(4) 0.09872(12) 0.0451(10) Uani 1 1 d . B . O4 O 0.0646(2) 1.0109(5) 0.03844(13) 0.0570(11) Uani 1 1 d . . . Cl2 Cl 0.9425(3) 0.2359(6) 0.22142(18) 0.0636(14) Uani 0.569(8) 1 d PDU C 1 O9 O 0.9742(6) 0.3014(10) 0.2589(2) 0.090(3) Uani 0.569(8) 1 d PDU C 1 O10 O 0.8699(4) 0.1865(11) 0.2236(3) 0.109(3) Uani 0.569(8) 1 d PDU C 1 O11 O 0.9397(5) 0.3236(7) 0.1865(2) 0.081(3) Uani 0.569(8) 1 d PDU C 1 O12 O 0.9888(5) 0.1230(7) 0.2152(2) 0.078(3) Uani 0.569(8) 1 d PDU C 1 Cl2' Cl 0.9345(4) 0.2650(8) 0.2184(2) 0.0637(19) Uani 0.431(8) 1 d PDU C 2 O9' O 0.9590(8) 0.3161(15) 0.2592(3) 0.097(4) Uani 0.431(8) 1 d PDU C 2 O10' O 0.8628(5) 0.3184(13) 0.2016(4) 0.106(4) Uani 0.431(8) 1 d PDU C 2 O11' O 0.9856(6) 0.3017(13) 0.1914(4) 0.092(4) Uani 0.431(8) 1 d PDU C 2 O12' O 0.9296(7) 0.1218(8) 0.2200(4) 0.095(3) Uani 0.431(8) 1 d PDU C 2 C55 C 0.8276(5) 0.5054(11) 0.1262(4) 0.0960(12) Uani 0.832(9) 1 d PDU D 1 C56 C 0.7610(5) 0.4321(12) 0.1344(4) 0.1033(16) Uani 0.832(9) 1 d PDU D 1 N10 N 0.8792(5) 0.5501(9) 0.1188(3) 0.0934(13) Uani 0.832(9) 1 d PDU D 1 C56' C 0.9050 0.5286 0.1433 0.095 Uani 0.17 1 d PDU D 2 C55' C 0.8315(9) 0.526(3) 0.1154(11) 0.0957(12) Uani 0.168(9) 1 d PDU D 2 N10' N 0.7734(6) 0.546(4) 0.0989(8) 0.0979(15) Uani 0.168(9) 1 d PDU D 2 C57 C 0.7342(18) 0.1839(19) 0.2580(6) 0.173(4) Uani 0.667(18) 1 d PDU E 1 N11 N 0.7515(12) 0.261(2) 0.2822(6) 0.172(5) Uani 0.667(18) 1 d PDU E 1 C58 C 0.7197(15) 0.087(3) 0.2229(8) 0.174(5) Uani 0.667(18) 1 d PDU E 1 C57' C 0.725(3) 0.189(4) 0.2438(11) 0.173(4) Uani 0.333(18) 1 d PDU E 2 C58' C 0.744(3) 0.168(6) 0.2896(11) 0.173(5) Uani 0.333(18) 1 d PDU E 2 N11' N 0.705(2) 0.181(5) 0.2095(11) 0.174(5) Uani 0.333(18) 1 d PDU E 2 Cl1 Cl 0.59931(14) 0.1987(2) 0.08273(8) 0.0574(7) Uani 0.759(6) 1 d PDU F 1 O5 O 0.5917(4) 0.2543(8) 0.12213(17) 0.085(2) Uani 0.759(6) 1 d PDU F 1 O6 O 0.5822(5) 0.2975(6) 0.0509(2) 0.107(3) Uani 0.759(6) 1 d PDU F 1 O7 O 0.6736(2) 0.1510(8) 0.0840(3) 0.112(3) Uani 0.759(6) 1 d PDU F 1 O8 O 0.5493(3) 0.0875(5) 0.07346(18) 0.076(2) Uani 0.759(6) 1 d PDU F 1 Cl1' Cl 0.6339(6) 0.2305(10) 0.0863(3) 0.092(3) Uani 0.241(6) 1 d PDU F 2 O5' O 0.5890(12) 0.261(2) 0.1171(7) 0.088(5) Uani 0.241(6) 1 d PDU F 2 O6' O 0.5911(12) 0.250(2) 0.0456(5) 0.095(5) Uani 0.241(6) 1 d PDU F 2 O7' O 0.6578(11) 0.0939(11) 0.0907(7) 0.081(5) Uani 0.241(6) 1 d PDU F 2 O8' O 0.6975(9) 0.3165(17) 0.0917(6) 0.106(6) Uani 0.241(6) 1 d PDU F 2 O1W O 0.5008(19) 0.004(4) 0.0473(10) 0.139(11) Uani 0.25 1 d PU G 2 O1WA O 0.7384(10) 0.426(2) 0.1645(6) 0.131(5) Uani 0.25 1 d PDU H 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.050(4) 0.063(4) 0.066(4) 0.005(3) 0.008(3) 0.014(3) C2 0.044(4) 0.054(4) 0.070(4) 0.008(3) 0.006(3) 0.004(3) C3 0.046(3) 0.044(3) 0.055(4) 0.002(3) -0.003(3) 0.001(3) C4 0.041(3) 0.032(3) 0.056(3) -0.002(3) 0.000(3) 0.001(3) C5 0.038(3) 0.033(3) 0.056(3) 0.003(3) 0.010(3) 0.003(2) C6 0.052(3) 0.022(2) 0.041(3) 0.002(2) 0.004(3) -0.001(2) C7 0.042(3) 0.016(2) 0.047(3) -0.005(2) 0.006(3) -0.002(2) C8 0.054(4) 0.019(2) 0.042(3) 0.003(2) 0.003(3) 0.000(2) C9 0.045(3) 0.018(2) 0.053(3) 0.000(2) 0.002(3) -0.006(2) C10 0.046(3) 0.025(3) 0.044(3) -0.005(2) 0.008(3) 0.001(2) C11 0.049(3) 0.027(3) 0.043(3) -0.006(2) 0.005(3) -0.003(2) C12 0.044(3) 0.021(2) 0.041(3) -0.006(2) 0.001(2) -0.003(2) C13 0.047(3) 0.031(3) 0.037(3) -0.004(2) 0.000(3) -0.003(3) C14 0.047(3) 0.027(3) 0.064(4) 0.002(3) 0.007(3) 0.001(3) C15 0.041(3) 0.027(3) 0.073(4) 0.001(3) 0.005(3) 0.003(3) C16 0.040(3) 0.038(3) 0.061(4) -0.003(3) 0.004(3) 0.008(3) C17 0.050(4) 0.064(4) 0.063(4) 0.002(3) 0.015(3) 0.012(3) C18 0.069(5) 0.066(4) 0.053(4) -0.001(3) 0.016(3) 0.005(4) C19 0.064(4) 0.040(3) 0.055(4) -0.005(3) 0.005(3) 0.009(3) C20 0.059(4) 0.031(4) 0.053(4) -0.008(4) 0.015(3) 0.001(4) C21 0.056(4) 0.046(4) 0.050(4) -0.001(4) 0.019(3) 0.001(4) C22 0.061(4) 0.044(4) 0.043(4) 0.003(3) 0.007(3) -0.002(3) C23 0.050(3) 0.025(3) 0.034(3) -0.003(3) -0.001(3) -0.003(3) C24 0.054(4) 0.031(4) 0.037(4) -0.003(3) -0.001(3) -0.008(3) C25 0.044(4) 0.022(3) 0.043(4) -0.008(3) 0.001(3) -0.011(3) C26 0.059(4) 0.024(3) 0.048(4) -0.006(3) 0.005(3) -0.006(3) C27 0.055(4) 0.025(3) 0.043(4) 0.002(3) 0.004(3) 0.000(3) C28 0.050(3) 0.017(3) 0.036(3) -0.003(3) -0.006(3) -0.002(3) C29 0.054(4) 0.030(3) 0.040(4) -0.003(3) -0.001(3) -0.002(3) C20' 0.045(6) 0.032(7) 0.047(7) -0.005(6) 0.011(5) 0.005(6) C21' 0.046(6) 0.031(6) 0.050(6) -0.006(6) 0.007(5) -0.001(6) C22' 0.047(6) 0.029(6) 0.044(6) 0.000(5) 0.008(5) -0.001(5) C23' 0.045(5) 0.032(6) 0.041(6) 0.001(5) 0.005(4) 0.001(5) C24' 0.045(6) 0.034(6) 0.039(6) 0.002(5) 0.011(5) -0.003(6) C25' 0.040(6) 0.035(7) 0.037(7) -0.001(6) 0.010(5) -0.003(6) C26' 0.043(6) 0.038(7) 0.038(6) 0.000(6) 0.010(5) -0.001(5) C27' 0.043(6) 0.038(6) 0.037(6) -0.002(5) 0.013(5) -0.003(5) C28' 0.045(5) 0.035(6) 0.041(6) -0.003(5) 0.008(4) 0.000(5) C29' 0.046(6) 0.041(7) 0.047(6) -0.001(6) 0.014(5) 0.001(6) C30 0.063(4) 0.029(3) 0.058(4) -0.010(3) 0.014(3) -0.010(3) C31 0.039(3) 0.051(4) 0.058(4) -0.006(3) 0.002(3) -0.013(3) C32 0.040(3) 0.046(3) 0.052(3) 0.005(3) -0.006(3) -0.002(3) C33 0.065(4) 0.058(4) 0.068(4) 0.007(3) 0.006(4) 0.026(4) C34 0.070(5) 0.053(4) 0.070(4) 0.016(3) 0.019(4) 0.024(4) C35 0.082(5) 0.045(4) 0.069(4) 0.016(3) 0.033(4) 0.016(4) C36 0.078(5) 0.037(3) 0.041(3) 0.013(3) 0.019(3) 0.019(3) C37 0.075(5) 0.042(3) 0.055(4) 0.008(3) 0.027(3) 0.000(3) C38 0.071(4) 0.029(3) 0.049(3) 0.004(3) 0.020(3) 0.007(3) C39 0.069(4) 0.036(3) 0.035(3) 0.005(2) 0.013(3) 0.006(3) C40 0.070(4) 0.030(3) 0.033(3) 0.006(2) 0.005(3) 0.011(3) C41 0.069(4) 0.045(3) 0.034(3) 0.004(3) 0.004(3) 0.011(3) C42 0.071(4) 0.047(3) 0.036(3) -0.001(3) -0.005(3) 0.004(3) C43 0.071(5) 0.036(3) 0.043(3) -0.007(3) -0.004(3) 0.008(3) C44 0.079(5) 0.031(3) 0.027(3) 0.001(2) 0.000(3) 0.011(3) C45 0.076(5) 0.032(3) 0.046(3) 0.007(3) 0.017(3) 0.010(3) C46 0.064(4) 0.057(4) 0.042(3) -0.003(3) 0.001(3) 0.010(3) C47 0.052(4) 0.051(4) 0.053(4) 0.000(3) 0.007(3) -0.003(3) C48 0.046(3) 0.041(3) 0.064(4) 0.002(3) 0.009(3) -0.005(3) C49 0.066(4) 0.030(3) 0.036(3) -0.002(2) 0.005(3) -0.003(3) C50 0.067(4) 0.024(3) 0.040(3) -0.005(2) 0.004(3) -0.004(3) C51 0.066(4) 0.034(3) 0.048(3) 0.000(3) 0.004(3) -0.004(3) C52 0.046(3) 0.027(3) 0.058(4) -0.012(3) 0.012(3) -0.006(3) C54 0.146(9) 0.102(7) 0.067(5) 0.016(5) 0.035(6) 0.038(7) C53 0.081(6) 0.112(8) 0.079(6) -0.037(6) 0.033(5) -0.040(6) Cu2 0.0397(5) 0.0294(4) 0.0470(5) -0.0040(3) -0.0009(3) 0.0000(3) Cu1 0.0455(5) 0.0404(5) 0.0510(5) 0.0024(4) 0.0080(4) 0.0101(4) N1 0.053(3) 0.046(3) 0.051(3) 0.003(2) 0.010(2) 0.012(2) N2 0.043(3) 0.047(3) 0.053(3) 0.004(2) 0.006(2) 0.008(2) N3 0.051(3) 0.045(3) 0.046(3) 0.003(2) 0.005(2) 0.013(2) N4 0.066(3) 0.042(3) 0.051(3) 0.002(2) 0.010(3) 0.018(3) N5 0.040(3) 0.033(2) 0.051(3) 0.001(2) -0.001(2) 0.001(2) N6 0.036(3) 0.027(2) 0.055(3) 0.000(2) -0.001(2) -0.003(2) N7 0.041(3) 0.035(2) 0.046(3) 0.000(2) 0.001(2) -0.005(2) N8 0.052(3) 0.038(3) 0.046(3) 0.001(2) 0.002(2) -0.002(2) N9 0.090(6) 0.088(6) 0.114(6) -0.004(5) 0.038(5) -0.020(5) O1 0.049(2) 0.041(2) 0.059(3) 0.000(2) 0.009(2) 0.0117(19) O2 0.074(3) 0.038(2) 0.056(3) 0.003(2) 0.001(2) 0.016(2) O3 0.041(2) 0.0290(19) 0.060(2) -0.0134(18) -0.0076(19) 0.0014(17) O4 0.051(3) 0.057(3) 0.058(3) 0.011(2) -0.005(2) -0.006(2) Cl2 0.069(3) 0.065(3) 0.054(2) -0.0075(18) 0.005(2) -0.005(2) O9 0.128(6) 0.072(5) 0.066(5) -0.010(4) 0.007(5) -0.002(5) O10 0.088(5) 0.128(6) 0.115(6) 0.003(5) 0.024(5) -0.016(5) O11 0.097(6) 0.070(5) 0.069(4) 0.008(4) -0.003(5) 0.006(5) O12 0.093(6) 0.071(5) 0.070(5) -0.008(4) 0.017(4) 0.009(4) Cl2' 0.057(3) 0.070(3) 0.062(3) -0.015(3) 0.003(2) -0.001(2) O9' 0.115(7) 0.096(7) 0.079(5) -0.012(6) 0.008(5) -0.015(6) O10' 0.090(6) 0.113(7) 0.111(7) 0.012(6) 0.004(5) 0.012(6) O11' 0.090(6) 0.100(7) 0.090(6) -0.008(5) 0.026(5) -0.005(6) O12' 0.114(7) 0.070(5) 0.093(6) -0.007(5) -0.008(6) -0.005(5) C55 0.0960(15) 0.0947(16) 0.0971(16) -0.0012(13) 0.0162(12) 0.0017(12) C56 0.1013(19) 0.103(2) 0.106(2) -0.0011(16) 0.0203(15) -0.0016(15) N10 0.0960(17) 0.0902(18) 0.0938(18) -0.0001(15) 0.0160(14) 0.0014(14) C56' 0.095 0.094 0.095 -0.001 0.016 0.000 C55' 0.0960(14) 0.0948(17) 0.0962(16) -0.0006(13) 0.0162(12) 0.0010(13) N10' 0.0970(16) 0.098(2) 0.098(2) -0.0002(16) 0.0160(13) 0.0001(16) C57 0.173(5) 0.174(5) 0.173(5) -0.0007(12) 0.0298(16) 0.0000(14) N11 0.171(5) 0.174(5) 0.173(5) -0.0008(14) 0.0309(18) 0.0003(16) C58 0.174(5) 0.174(5) 0.174(5) -0.0010(14) 0.0289(18) -0.0005(16) C57' 0.173(5) 0.174(5) 0.173(5) -0.0005(14) 0.0300(16) 0.0000(14) C58' 0.172(5) 0.173(5) 0.173(5) -0.0001(16) 0.0302(18) 0.0003(16) N11' 0.173(5) 0.174(5) 0.173(5) -0.0001(16) 0.0292(18) -0.0003(16) Cl1 0.0537(15) 0.0515(13) 0.0708(14) -0.0083(10) 0.0219(12) -0.0039(11) O5 0.109(5) 0.071(4) 0.078(4) -0.010(3) 0.025(4) 0.004(4) O6 0.151(6) 0.076(5) 0.094(4) -0.002(4) 0.026(4) -0.001(4) O7 0.064(4) 0.133(6) 0.139(6) -0.027(5) 0.021(4) 0.001(4) O8 0.078(4) 0.071(4) 0.079(4) -0.011(3) 0.015(3) -0.021(3) Cl1' 0.095(5) 0.075(4) 0.106(4) -0.004(4) 0.015(4) 0.009(4) O5' 0.099(8) 0.076(8) 0.089(7) -0.001(7) 0.014(6) 0.006(7) O6' 0.110(8) 0.078(8) 0.097(6) 0.004(7) 0.022(6) 0.010(7) O7' 0.073(8) 0.079(6) 0.096(8) 0.011(6) 0.026(6) 0.006(6) O8' 0.102(8) 0.093(8) 0.122(10) 0.008(8) 0.018(7) 0.003(7) O1W 0.139(12) 0.138(12) 0.138(12) 0.000(5) 0.022(5) 0.001(5) O1WA 0.134(7) 0.130(7) 0.127(7) 0.002(5) 0.021(5) -0.001(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.480(9) . ? C1 C2 1.507(9) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.475(8) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.503(8) . ? C3 C4 1.521(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C13 1.374(8) . ? C4 C5 1.419(8) . ? C5 C6 1.364(8) . ? C5 H5 0.9500 . ? C6 C7 1.409(8) . ? C6 H6 0.9500 . ? C7 C8 1.401(8) . ? C7 C12 1.424(7) . ? C8 C9 1.366(8) . ? C8 H8 0.9500 . ? C9 C10 1.402(8) . ? C9 C14 1.511(8) . ? C10 C11 1.378(8) . ? C10 H10 0.9500 . ? C11 C12 1.400(8) . ? C11 H11 0.9500 . ? C12 C13 1.418(8) . ? C13 H13 0.9500 . ? C14 N6 1.482(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 N6 1.489(7) . ? C15 C16 1.508(8) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N5 1.490(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N1 1.492(8) . ? C17 C18 1.501(9) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N3 1.493(8) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20' 1.407(18) . ? C19 N3 1.489(8) . ? C19 C20 1.541(13) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C29 1.347(13) . ? C20 C21 1.397(13) . ? C21 C22 1.385(12) . ? C21 H21A 0.9500 . ? C22 C23 1.391(12) . ? C22 H22A 0.9500 . ? C23 C28 1.426(11) . ? C23 C24 1.453(12) . ? C24 C25 1.361(12) . ? C24 H24A 0.9500 . ? C25 C26 1.415(11) . ? C25 C30 1.416(11) . ? C26 C27 1.351(12) . ? C26 H26A 0.9500 . ? C27 C28 1.387(12) . ? C27 H27A 0.9500 . ? C28 C29 1.402(12) . ? C29 H29A 0.9500 . ? C20' C21' 1.335(13) . ? C20' C29' 1.365(14) . ? C21' C22' 1.337(13) . ? C21' H21B 0.9500 . ? C22' C23' 1.370(13) . ? C22' H22B 0.9500 . ? C23' C28' 1.361(12) . ? C23' C24' 1.368(13) . ? C24' C25' 1.367(14) . ? C24' H24B 0.9500 . ? C25' C26' 1.357(13) . ? C25' C30 1.692(18) . ? C26' C27' 1.371(13) . ? C26' H26B 0.9500 . ? C27' C28' 1.370(13) . ? C27' H27B 0.9500 . ? C28' C29' 1.359(13) . ? C29' H29B 0.9500 . ? C30 N7 1.491(7) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 N7 1.474(7) . ? C31 C32 1.497(9) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N5 1.492(7) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 N1 1.497(8) . ? C33 C34 1.500(10) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 N4 1.476(8) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 N4 1.465(8) . ? C35 C36 1.518(9) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C45 1.362(9) . ? C36 C37 1.425(9) . ? C37 C38 1.368(9) . ? C37 H37 0.9500 . ? C38 C39 1.391(9) . ? C38 H38 0.9500 . ? C39 C40 1.409(8) . ? C39 C44 1.438(8) . ? C40 C41 1.371(9) . ? C40 H40 0.9500 . ? C41 C42 1.434(9) . ? C41 C46 1.493(9) . ? C42 C43 1.365(9) . ? C42 H42 0.9500 . ? C43 C44 1.410(9) . ? C43 H43 0.9500 . ? C44 C45 1.421(9) . ? C45 H45 0.9500 . ? C46 N8 1.478(7) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 N8 1.485(8) . ? C47 C48 1.501(9) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 N5 1.485(7) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? C49 O2 1.215(7) . ? C49 O1 1.247(7) . ? C49 C50 1.552(9) . ? C50 C51 1.505(8) . ? C50 H50A 0.9900 . ? C50 H50B 0.9900 . ? C51 C52 1.522(8) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 O4 1.196(7) . ? C52 O3 1.344(7) . ? C54 C53 1.448(15) . ? C54 H54A 0.9800 . ? C54 H54B 0.9800 . ? C54 H54C 0.9800 . ? C53 N9 1.216(13) . ? Cu2 O3 1.913(4) . ? Cu2 N5 2.033(5) . ? Cu2 N6 2.162(4) . ? Cu2 N7 2.163(4) . ? Cu2 N8 2.315(5) . ? Cu1 O1 1.874(4) . ? Cu1 N1 2.034(5) . ? Cu1 N3 2.142(5) . ? Cu1 N2 2.200(5) . ? Cu1 N4 2.264(5) . ? N2 H2C 0.9300 . ? N3 H3C 0.9300 . ? N4 H4C 0.9300 . ? N6 H6C 0.9300 . ? N7 H7C 0.9300 . ? N8 H8C 0.9300 . ? Cl2 O9 1.426(4) . ? Cl2 O10 1.435(4) . ? Cl2 O11 1.437(4) . ? Cl2 O12 1.453(4) . ? Cl2' O9' 1.429(4) . ? Cl2' O10' 1.440(4) . ? Cl2' O11' 1.441(4) . ? Cl2' O12' 1.443(4) . ? C55 N10 1.1115(10) . ? C55 C56 1.4909(10) . ? C56' C55' 1.491(4) . ? C55' N10' 1.129(7) . ? C57 N11 1.113(3) . ? C57 C58 1.4929(18) . ? C57' N11' 1.123(11) . ? C57' C58' 1.496(8) . ? Cl1 O5 1.434(4) . ? Cl1 O6 1.434(4) . ? Cl1 O7 1.439(4) . ? Cl1 O8 1.444(4) . ? Cl1' O8' 1.438(5) . ? Cl1' O5' 1.438(5) . ? Cl1' O7' 1.440(5) . ? Cl1' O6' 1.440(5) . ? 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 C1 C2 111.6(5) . . ? N1 C1 H1A 109.3 . . ? C2 C1 H1A 109.3 . . ? N1 C1 H1B 109.3 . . ? C2 C1 H1B 109.3 . . ? H1A C1 H1B 108.0 . . ? N2 C2 C1 109.4(5) . . ? N2 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N2 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? N2 C3 C4 112.8(5) . . ? N2 C3 H3A 109.0 . . ? C4 C3 H3A 109.0 . . ? N2 C3 H3B 109.0 . . ? C4 C3 H3B 109.0 . . ? H3A C3 H3B 107.8 . . ? C13 C4 C5 119.2(5) . . ? C13 C4 C3 121.0(5) . . ? C5 C4 C3 119.8(5) . . ? C6 C5 C4 120.3(5) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 121.6(5) . . ? C5 C6 H6 119.2 . . ? C7 C6 H6 119.2 . . ? C8 C7 C6 123.1(5) . . ? C8 C7 C12 118.2(5) . . ? C6 C7 C12 118.4(5) . . ? C9 C8 C7 122.7(5) . . ? C9 C8 H8 118.6 . . ? C7 C8 H8 118.6 . . ? C8 C9 C10 118.5(5) . . ? C8 C9 C14 119.2(5) . . ? C10 C9 C14 122.2(5) . . ? C11 C10 C9 120.8(5) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C12 120.9(5) . . ? C10 C11 H11 119.5 . . ? C12 C11 H11 119.5 . . ? C11 C12 C13 122.4(5) . . ? C11 C12 C7 118.6(5) . . ? C13 C12 C7 118.9(5) . . ? C4 C13 C12 121.1(5) . . ? C4 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? N6 C14 C9 117.5(5) . . ? N6 C14 H14A 107.9 . . ? C9 C14 H14A 107.9 . . ? N6 C14 H14B 107.9 . . ? C9 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? N6 C15 C16 109.5(5) . . ? N6 C15 H15A 109.8 . . ? C16 C15 H15A 109.8 . . ? N6 C15 H15B 109.8 . . ? C16 C15 H15B 109.8 . . ? H15A C15 H15B 108.2 . . ? N5 C16 C15 109.0(5) . . ? N5 C16 H16A 109.9 . . ? C15 C16 H16A 109.9 . . ? N5 C16 H16B 109.9 . . ? C15 C16 H16B 109.9 . . ? H16A C16 H16B 108.3 . . ? N1 C17 C18 110.0(5) . . ? N1 C17 H17A 109.7 . . ? C18 C17 H17A 109.7 . . ? N1 C17 H17B 109.7 . . ? C18 C17 H17B 109.7 . . ? H17A C17 H17B 108.2 . . ? N3 C18 C17 108.0(5) . . ? N3 C18 H18A 110.1 . . ? C17 C18 H18A 110.1 . . ? N3 C18 H18B 110.1 . . ? C17 C18 H18B 110.1 . . ? H18A C18 H18B 108.4 . . ? C20' C19 N3 110.6(14) . . ? C20' C19 C20 11.1(9) . . ? N3 C19 C20 112.1(6) . . ? C20' C19 H19A 100.2 . . ? N3 C19 H19A 109.2 . . ? C20 C19 H19A 109.2 . . ? C20' C19 H19B 119.1 . . ? N3 C19 H19B 109.2 . . ? C20 C19 H19B 109.2 . . ? H19A C19 H19B 107.9 . . ? C29 C20 C21 118.4(10) . . ? C29 C20 C19 123.8(9) . . ? C21 C20 C19 117.6(9) . . ? C22 C21 C20 121.0(9) . . ? C22 C21 H21A 119.5 . . ? C20 C21 H21A 119.5 . . ? C21 C22 C23 120.0(8) . . ? C21 C22 H22A 120.0 . . ? C23 C22 H22A 120.0 . . ? C22 C23 C28 119.8(8) . . ? C22 C23 C24 123.1(7) . . ? C28 C23 C24 117.0(8) . . ? C25 C24 C23 122.7(8) . . ? C25 C24 H24A 118.6 . . ? C23 C24 H24A 118.6 . . ? C24 C25 C26 117.2(9) . . ? C24 C25 C30 123.8(8) . . ? C26 C25 C30 119.0(8) . . ? C27 C26 C25 122.1(9) . . ? C27 C26 H26A 118.9 . . ? C25 C26 H26A 118.9 . . ? C26 C27 C28 122.0(8) . . ? C26 C27 H27A 119.0 . . ? C28 C27 H27A 119.0 . . ? C27 C28 C29 124.3(8) . . ? C27 C28 C23 118.8(8) . . ? C29 C28 C23 116.9(8) . . ? C20 C29 C28 123.8(8) . . ? C20 C29 H29A 118.1 . . ? C28 C29 H29A 118.1 . . ? C21' C20' C29' 117.9(10) . . ? C21' C20' C19 114.2(12) . . ? C29' C20' C19 127.9(13) . . ? C20' C21' C22' 124.8(9) . . ? C20' C21' H21B 117.6 . . ? C22' C21' H21B 117.6 . . ? C21' C22' C23' 117.5(9) . . ? C21' C22' H22B 121.3 . . ? C23' C22' H22B 121.2 . . ? C28' C23' C24' 120.8(9) . . ? C28' C23' C22' 119.0(9) . . ? C24' C23' C22' 119.5(12) . . ? C25' C24' C23' 119.2(10) . . ? C25' C24' H24B 120.4 . . ? C23' C24' H24B 120.4 . . ? C26' C25' C24' 120.1(10) . . ? C26' C25' C30 113.4(11) . . ? C24' C25' C30 126.5(12) . . ? C25' C26' C27' 120.6(10) . . ? C25' C26' H26B 119.7 . . ? C27' C26' H26B 119.7 . . ? C28' C27' C26' 119.1(10) . . ? C28' C27' H27B 120.4 . . ? C26' C27' H27B 120.4 . . ? C29' C28' C23' 121.6(9) . . ? C29' C28' C27' 118.9(11) . . ? C23' C28' C27' 119.5(9) . . ? C28' C29' C20' 118.9(10) . . ? C28' C29' H29B 120.6 . . ? C20' C29' H29B 120.6 . . ? C25 C30 N7 116.5(6) . . ? C25 C30 C25' 10.7(8) . . ? N7 C30 C25' 114.9(12) . . ? C25 C30 H30A 108.2 . . ? N7 C30 H30A 108.2 . . ? C25' C30 H30A 117.7 . . ? C25 C30 H30B 108.2 . . ? N7 C30 H30B 108.2 . . ? C25' C30 H30B 99.6 . . ? H30A C30 H30B 107.3 . . ? N7 C31 C32 109.7(5) . . ? N7 C31 H31A 109.7 . . ? C32 C31 H31A 109.7 . . ? N7 C31 H31B 109.7 . . ? C32 C31 H31B 109.7 . . ? H31A C31 H31B 108.2 . . ? N5 C32 C31 110.6(5) . . ? N5 C32 H32A 109.5 . . ? C31 C32 H32A 109.5 . . ? N5 C32 H32B 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 108.1 . . ? N1 C33 C34 111.6(6) . . ? N1 C33 H33A 109.3 . . ? C34 C33 H33A 109.3 . . ? N1 C33 H33B 109.3 . . ? C34 C33 H33B 109.3 . . ? H33A C33 H33B 108.0 . . ? N4 C34 C33 109.0(5) . . ? N4 C34 H34A 109.9 . . ? C33 C34 H34A 109.9 . . ? N4 C34 H34B 109.9 . . ? C33 C34 H34B 109.9 . . ? H34A C34 H34B 108.3 . . ? N4 C35 C36 114.9(5) . . ? N4 C35 H35A 108.5 . . ? C36 C35 H35A 108.5 . . ? N4 C35 H35B 108.6 . . ? C36 C35 H35B 108.5 . . ? H35A C35 H35B 107.5 . . ? C45 C36 C37 119.2(6) . . ? C45 C36 C35 120.1(6) . . ? C37 C36 C35 120.7(6) . . ? C38 C37 C36 119.8(7) . . ? C38 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C37 C38 C39 121.9(6) . . ? C37 C38 H38 119.0 . . ? C39 C38 H38 119.0 . . ? C38 C39 C40 123.0(5) . . ? C38 C39 C44 118.9(6) . . ? C40 C39 C44 118.0(6) . . ? C41 C40 C39 122.3(5) . . ? C41 C40 H40 118.9 . . ? C39 C40 H40 118.9 . . ? C40 C41 C42 119.1(6) . . ? C40 C41 C46 121.6(6) . . ? C42 C41 C46 119.3(6) . . ? C43 C42 C41 120.0(7) . . ? C43 C42 H42 120.0 . . ? C41 C42 H42 120.0 . . ? C42 C43 C44 121.5(6) . . ? C42 C43 H43 119.3 . . ? C44 C43 H43 119.3 . . ? C43 C44 C45 123.5(5) . . ? C43 C44 C39 118.9(6) . . ? C45 C44 C39 117.6(6) . . ? C36 C45 C44 122.1(6) . . ? C36 C45 H45 118.9 . . ? C44 C45 H45 118.9 . . ? N8 C46 C41 114.7(5) . . ? N8 C46 H46A 108.6 . . ? C41 C46 H46A 108.6 . . ? N8 C46 H46B 108.6 . . ? C41 C46 H46B 108.6 . . ? H46A C46 H46B 107.6 . . ? N8 C47 C48 111.1(5) . . ? N8 C47 H47A 109.4 . . ? C48 C47 H47A 109.4 . . ? N8 C47 H47B 109.4 . . ? C48 C47 H47B 109.4 . . ? H47A C47 H47B 108.0 . . ? N5 C48 C47 110.7(5) . . ? N5 C48 H48A 109.5 . . ? C47 C48 H48A 109.5 . . ? N5 C48 H48B 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 108.1 . . ? O2 C49 O1 124.4(6) . . ? O2 C49 C50 121.5(5) . . ? O1 C49 C50 114.1(5) . . ? C51 C50 C49 112.3(5) . . ? C51 C50 H50A 109.2 . . ? C49 C50 H50A 109.2 . . ? C51 C50 H50B 109.1 . . ? C49 C50 H50B 109.1 . . ? H50A C50 H50B 107.9 . . ? C50 C51 C52 116.3(5) . . ? C50 C51 H51A 108.2 . . ? C52 C51 H51A 108.2 . . ? C50 C51 H51B 108.2 . . ? C52 C51 H51B 108.2 . . ? H51A C51 H51B 107.4 . . ? O4 C52 O3 124.4(5) . . ? O4 C52 C51 120.8(6) . . ? O3 C52 C51 114.7(5) . . ? C53 C54 H54A 109.5 . . ? C53 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C53 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? N9 C53 C54 174.7(10) . . ? O3 Cu2 N5 175.39(19) . . ? O3 Cu2 N6 94.95(16) . . ? N5 Cu2 N6 84.34(17) . . ? O3 Cu2 N7 94.82(17) . . ? N5 Cu2 N7 82.89(18) . . ? N6 Cu2 N7 139.67(18) . . ? O3 Cu2 N8 102.76(18) . . ? N5 Cu2 N8 81.79(18) . . ? N6 Cu2 N8 106.69(18) . . ? N7 Cu2 N8 109.06(17) . . ? O1 Cu1 N1 178.8(2) . . ? O1 Cu1 N3 94.98(18) . . ? N1 Cu1 N3 84.88(19) . . ? O1 Cu1 N2 97.26(18) . . ? N1 Cu1 N2 83.78(19) . . ? N3 Cu1 N2 125.38(19) . . ? O1 Cu1 N4 95.81(18) . . ? N1 Cu1 N4 83.20(19) . . ? N3 Cu1 N4 117.81(19) . . ? N2 Cu1 N4 113.53(19) . . ? C1 N1 C17 109.8(5) . . ? C1 N1 C33 110.4(5) . . ? C17 N1 C33 111.0(5) . . ? C1 N1 Cu1 108.3(4) . . ? C17 N1 Cu1 108.0(4) . . ? C33 N1 Cu1 109.2(4) . . ? C2 N2 C3 108.5(5) . . ? C2 N2 Cu1 105.3(4) . . ? C3 N2 Cu1 129.0(4) . . ? C2 N2 H2C 103.9 . . ? C3 N2 H2C 103.9 . . ? Cu1 N2 H2C 103.9 . . ? C19 N3 C18 113.3(5) . . ? C19 N3 Cu1 120.5(4) . . ? C18 N3 Cu1 102.8(4) . . ? C19 N3 H3C 106.4 . . ? C18 N3 H3C 106.4 . . ? Cu1 N3 H3C 106.4 . . ? C35 N4 C34 108.9(5) . . ? C35 N4 Cu1 130.2(4) . . ? C34 N4 Cu1 102.4(4) . . ? C35 N4 H4C 104.3 . . ? C34 N4 H4C 104.3 . . ? Cu1 N4 H4C 104.3 . . ? C48 N5 C16 109.6(5) . . ? C48 N5 C32 111.9(4) . . ? C16 N5 C32 109.9(4) . . ? C48 N5 Cu2 110.4(3) . . ? C16 N5 Cu2 109.8(3) . . ? C32 N5 Cu2 105.1(4) . . ? C14 N6 C15 106.9(4) . . ? C14 N6 Cu2 125.6(4) . . ? C15 N6 Cu2 102.2(3) . . ? C14 N6 H6C 107.0 . . ? C15 N6 H6C 106.9 . . ? Cu2 N6 H6C 106.9 . . ? C31 N7 C30 107.3(4) . . ? C31 N7 Cu2 108.4(3) . . ? C30 N7 Cu2 128.2(4) . . ? C31 N7 H7C 103.4 . . ? C30 N7 H7C 103.4 . . ? Cu2 N7 H7C 103.4 . . ? C46 N8 C47 108.9(5) . . ? C46 N8 Cu2 127.4(4) . . ? C47 N8 Cu2 103.6(3) . . ? C46 N8 H8C 105.0 . . ? C47 N8 H8C 105.0 . . ? Cu2 N8 H8C 105.0 . . ? C49 O1 Cu1 122.6(4) . . ? C52 O3 Cu2 111.3(3) . . ? O9 Cl2 O10 111.2(4) . . ? O9 Cl2 O11 110.7(4) . . ? O10 Cl2 O11 110.3(4) . . ? O9 Cl2 O12 108.6(4) . . ? O10 Cl2 O12 107.9(4) . . ? O11 Cl2 O12 108.0(4) . . ? O9' Cl2' O10' 110.1(4) . . ? O9' Cl2' O11' 110.3(4) . . ? O10' Cl2' O11' 108.6(4) . . ? O9' Cl2' O12' 109.7(4) . . ? O10' Cl2' O12' 109.1(4) . . ? O11' Cl2' O12' 109.2(4) . . ? N10 C55 C56 174.0(12) . . ? N10' C55' C56' 166(3) . . ? N11 C57 C58 172(3) . . ? N11' C57' C58' 166(6) . . ? O5 Cl1 O6 109.9(3) . . ? O5 Cl1 O7 110.0(4) . . ? O6 Cl1 O7 109.8(4) . . ? O5 Cl1 O8 109.5(3) . . ? O6 Cl1 O8 109.3(3) . . ? O7 Cl1 O8 108.2(3) . . ? O8' Cl1' O5' 109.7(4) . . ? O8' Cl1' O7' 109.5(4) . . ? O5' Cl1' O7' 109.5(4) . . ? O8' Cl1' O6' 109.3(4) . . ? O5' Cl1' O6' 109.4(4) . . ? O7' Cl1' O6' 109.4(4) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 65.46 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.569 _refine_diff_density_min -0.700 _refine_diff_density_rms 0.074 _database_code_depnum_ccdc_archive 'CCDC 928732' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_11 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H60 N8' _chemical_formula_sum 'C48 H60 N8' _chemical_formula_weight 749.04 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' _space_group_name_Hall 'P 2ac 2ab' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' 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 9.41450(10) _cell_length_b 14.9511(2) _cell_length_c 29.1625(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4104.83(9) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 23343 _cell_measurement_theta_min 2.9532 _cell_measurement_theta_max 66.8474 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.212 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1694 _exptl_absorpt_coefficient_mu 0.559 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7836 _exptl_absorpt_correction_T_max 0.8601 _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET) (compiled Oct 27 2011,15:02:11) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'multiwire proportional' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 10.5058 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 32073 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0132 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 66.95 _reflns_number_total 7258 _reflns_number_gt 7132 _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^)+(0.0388P)^2^+0.5119P] 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 0.0(2) _refine_ls_number_reflns 7258 _refine_ls_number_parameters 529 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0282 _refine_ls_R_factor_gt 0.0276 _refine_ls_wR_factor_ref 0.0691 _refine_ls_wR_factor_gt 0.0685 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.019 _refine_ls_shift/su_mean 0.003 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 C1 C 0.91811(17) 0.51977(9) 0.46784(5) 0.0433(3) Uani 1 1 d . . . H1A H 0.8631 0.4638 0.4715 0.052 Uiso 1 1 calc R . . H1B H 0.9944 0.5199 0.4912 0.052 Uiso 1 1 calc R . . C2 C 0.98451(15) 0.52128(10) 0.42057(5) 0.0424(3) Uani 1 1 d . . . H2A H 1.0461 0.5746 0.4176 0.051 Uiso 1 1 calc R . . H2B H 1.0445 0.4675 0.4165 0.051 Uiso 1 1 calc R . . C3 C 0.93503(13) 0.53165(10) 0.33933(5) 0.0366(3) Uani 1 1 d . . . H3A H 1.0157 0.4896 0.3363 0.044 Uiso 1 1 calc R . . H3B H 0.9727 0.5930 0.3354 0.044 Uiso 1 1 calc R . . C4 C 0.82983(13) 0.51308(8) 0.30146(4) 0.0298(3) Uani 1 1 d . . . C5 C 0.70470(13) 0.46354(8) 0.31020(4) 0.0320(3) Uani 1 1 d . . . H5 H 0.6842 0.4448 0.3406 0.038 Uiso 1 1 calc R . . C6 C 0.61293(13) 0.44225(8) 0.27563(4) 0.0309(3) Uani 1 1 d . . . H6 H 0.5298 0.4087 0.2824 0.037 Uiso 1 1 calc R . . C7 C 0.63953(12) 0.46940(7) 0.22992(4) 0.0274(2) Uani 1 1 d . . . C8 C 0.54351(13) 0.45166(7) 0.19373(4) 0.0290(2) Uani 1 1 d . . . H8 H 0.4587 0.4196 0.2001 0.035 Uiso 1 1 calc R . . C9 C 0.56922(13) 0.47938(8) 0.14975(4) 0.0297(3) Uani 1 1 d . . . C10 C 0.69856(14) 0.52495(8) 0.14023(4) 0.0319(3) Uani 1 1 d . . . H10 H 0.7194 0.5424 0.1096 0.038 Uiso 1 1 calc R . . C11 C 0.79343(13) 0.54397(8) 0.17439(4) 0.0312(3) Uani 1 1 d . . . H11 H 0.8787 0.5749 0.1672 0.037 Uiso 1 1 calc R . . C12 C 0.76606(12) 0.51802(7) 0.22052(4) 0.0275(2) Uani 1 1 d . . . C13 C 0.85792(12) 0.53955(8) 0.25721(4) 0.0289(3) Uani 1 1 d . . . H13 H 0.9414 0.5732 0.2512 0.035 Uiso 1 1 calc R . . C14 C 0.46236(15) 0.46098(8) 0.11248(4) 0.0345(3) Uani 1 1 d . . . H14A H 0.5005 0.4143 0.0918 0.041 Uiso 1 1 calc R . . H14B H 0.3742 0.4374 0.1265 0.041 Uiso 1 1 calc R . . C15 C 0.29830(14) 0.52900(9) 0.05879(4) 0.0349(3) Uani 1 1 d . . . H15A H 0.2178 0.5160 0.0796 0.042 Uiso 1 1 calc R . . H15B H 0.3095 0.4777 0.0377 0.042 Uiso 1 1 calc R . . C16 C 0.26730(15) 0.61284(9) 0.03158(4) 0.0356(3) Uani 1 1 d . . . H16A H 0.3505 0.6280 0.0123 0.043 Uiso 1 1 calc R . . H16B H 0.1854 0.6021 0.0110 0.043 Uiso 1 1 calc R . . C17 C 0.89829(14) 0.68165(9) 0.47940(4) 0.0351(3) Uani 1 1 d . . . H17A H 0.9832 0.6809 0.4594 0.042 Uiso 1 1 calc R . . H17B H 0.9306 0.6906 0.5114 0.042 Uiso 1 1 calc R . . C18 C 0.80176(15) 0.75860(9) 0.46548(4) 0.0369(3) Uani 1 1 d . . . H18A H 0.7139 0.7568 0.4841 0.044 Uiso 1 1 calc R . . H18B H 0.8503 0.8161 0.4717 0.044 Uiso 1 1 calc R . . C19 C 0.87209(15) 0.79377(9) 0.38764(5) 0.0377(3) Uani 1 1 d . . . H19A H 0.9600 0.7576 0.3898 0.045 Uiso 1 1 calc R . . H19B H 0.8940 0.8543 0.3994 0.045 Uiso 1 1 calc R . . C20 C 0.82936(13) 0.80106(8) 0.33785(4) 0.0303(3) Uani 1 1 d . . . C21 C 0.72569(13) 0.74978(8) 0.31803(4) 0.0294(3) Uani 1 1 d . . . H21 H 0.6739 0.7086 0.3364 0.035 Uiso 1 1 calc R . . C22 C 0.69414(12) 0.75705(7) 0.27054(4) 0.0259(2) Uani 1 1 d . . . C23 C 0.58890(13) 0.70425(7) 0.24875(4) 0.0285(2) Uani 1 1 d . . . H23 H 0.5339 0.6638 0.2665 0.034 Uiso 1 1 calc R . . C24 C 0.56519(13) 0.71046(8) 0.20261(4) 0.0293(3) Uani 1 1 d . . . H24 H 0.4941 0.6743 0.1888 0.035 Uiso 1 1 calc R . . C25 C 0.64536(12) 0.77017(7) 0.17504(4) 0.0273(2) Uani 1 1 d . . . C26 C 0.74531(13) 0.82315(7) 0.19555(4) 0.0272(2) Uani 1 1 d . . . H26 H 0.7977 0.8642 0.1773 0.033 Uiso 1 1 calc R . . C27 C 0.77266(12) 0.81834(7) 0.24333(4) 0.0250(2) Uani 1 1 d . . . C28 C 0.87750(13) 0.87180(8) 0.26491(4) 0.0303(3) Uani 1 1 d . . . H28 H 0.9298 0.9139 0.2473 0.036 Uiso 1 1 calc R . . C29 C 0.90428(13) 0.86370(8) 0.31054(4) 0.0317(3) Uani 1 1 d . . . H29 H 0.9744 0.9006 0.3244 0.038 Uiso 1 1 calc R . . C30 C 0.62555(14) 0.77183(9) 0.12368(4) 0.0328(3) Uani 1 1 d . . . H30A H 0.6735 0.8253 0.1110 0.039 Uiso 1 1 calc R . . H30B H 0.6711 0.7183 0.1102 0.039 Uiso 1 1 calc R . . C31 C 0.45753(15) 0.77459(9) 0.06069(4) 0.0360(3) Uani 1 1 d . . . H31A H 0.5064 0.7223 0.0471 0.043 Uiso 1 1 calc R . . H31B H 0.5011 0.8294 0.0479 0.043 Uiso 1 1 calc R . . C32 C 0.30108(15) 0.77185(9) 0.04823(4) 0.0373(3) Uani 1 1 d . . . H32A H 0.2515 0.8223 0.0633 0.045 Uiso 1 1 calc R . . H32B H 0.2906 0.7791 0.0147 0.045 Uiso 1 1 calc R . . C33 C 0.72575(16) 0.58082(10) 0.51379(4) 0.0405(3) Uani 1 1 d . . . H33A H 0.7040 0.6384 0.5290 0.049 Uiso 1 1 calc R . . H33B H 0.7707 0.5410 0.5367 0.049 Uiso 1 1 calc R . . C34 C 0.58918(16) 0.53864(9) 0.49678(5) 0.0406(3) Uani 1 1 d . . . H34A H 0.6093 0.4788 0.4838 0.049 Uiso 1 1 calc R . . H34B H 0.5220 0.5314 0.5226 0.049 Uiso 1 1 calc R . . C35 C 0.40867(15) 0.55266(9) 0.43806(4) 0.0371(3) Uani 1 1 d . . . H35A H 0.3272 0.5476 0.4594 0.044 Uiso 1 1 calc R . . H35B H 0.4373 0.4914 0.4291 0.044 Uiso 1 1 calc R . . C36 C 0.36249(13) 0.60295(8) 0.39598(4) 0.0310(3) Uani 1 1 d . . . C37 C 0.32633(15) 0.69496(9) 0.39859(4) 0.0360(3) Uani 1 1 d . . . H37 H 0.3350 0.7253 0.4271 0.043 Uiso 1 1 calc R . . C38 C 0.27927(14) 0.74079(8) 0.36101(4) 0.0336(3) Uani 1 1 d . . . H38 H 0.2572 0.8026 0.3636 0.040 Uiso 1 1 calc R . . C39 C 0.26294(12) 0.69716(8) 0.31801(4) 0.0263(2) Uani 1 1 d . . . C40 C 0.20902(12) 0.74058(8) 0.27868(4) 0.0280(2) Uani 1 1 d . . . H40 H 0.1866 0.8025 0.2803 0.034 Uiso 1 1 calc R . . C41 C 0.18804(12) 0.69556(8) 0.23807(4) 0.0257(2) Uani 1 1 d . . . C42 C 0.22913(12) 0.60470(7) 0.23517(4) 0.0260(2) Uani 1 1 d . . . H42 H 0.2177 0.5733 0.2071 0.031 Uiso 1 1 calc R . . C43 C 0.28498(12) 0.56163(8) 0.27230(4) 0.0264(2) Uani 1 1 d . . . H43 H 0.3138 0.5010 0.2694 0.032 Uiso 1 1 calc R . . C44 C 0.30091(12) 0.60544(7) 0.31502(4) 0.0247(2) Uani 1 1 d . . . C45 C 0.35150(12) 0.56066(8) 0.35464(4) 0.0281(2) Uani 1 1 d . . . H45 H 0.3785 0.4996 0.3524 0.034 Uiso 1 1 calc R . . C46 C 0.11461(14) 0.74150(8) 0.19849(4) 0.0315(3) Uani 1 1 d . . . H46A H 0.0115 0.7442 0.2050 0.038 Uiso 1 1 calc R . . H46B H 0.1500 0.8037 0.1963 0.038 Uiso 1 1 calc R . . C47 C 0.05801(14) 0.74252(10) 0.11804(4) 0.0379(3) Uani 1 1 d . . . H47A H 0.0893 0.8056 0.1158 0.045 Uiso 1 1 calc R . . H47B H -0.0448 0.7420 0.1251 0.045 Uiso 1 1 calc R . . C48 C 0.08437(14) 0.69535(10) 0.07267(5) 0.0389(3) Uani 1 1 d . . . H48A H 0.0421 0.6348 0.0738 0.047 Uiso 1 1 calc R . . H48B H 0.0367 0.7289 0.0478 0.047 Uiso 1 1 calc R . . N1 N 0.82445(12) 0.59613(7) 0.47581(3) 0.0335(2) Uani 1 1 d . . . N2 N 0.87587(12) 0.52332(8) 0.38522(4) 0.0365(2) Uani 1 1 d . . . H2C H 0.8208(19) 0.5690(12) 0.3916(6) 0.047(4) Uiso 1 1 d . . . N3 N 0.76444(12) 0.75369(7) 0.41659(4) 0.0347(2) Uani 1 1 d . . . H3C H 0.678(2) 0.7828(12) 0.4119(6) 0.057(5) Uiso 1 1 d . . . N4 N 0.52631(12) 0.59559(7) 0.46171(4) 0.0334(2) Uani 1 1 d . . . H4C H 0.5962(17) 0.6087(10) 0.4420(5) 0.037(4) Uiso 1 1 d . . . N5 N 0.23534(11) 0.68789(7) 0.06235(3) 0.0326(2) Uani 1 1 d . . . N6 N 0.42803(12) 0.54071(7) 0.08553(4) 0.0330(2) Uani 1 1 d . . . H6C H 0.4112(19) 0.5836(11) 0.1052(6) 0.048(5) Uiso 1 1 d . . . N7 N 0.47624(12) 0.77356(8) 0.11054(4) 0.0357(2) Uani 1 1 d . . . H7C H 0.4372(19) 0.8261(11) 0.1232(6) 0.049(5) Uiso 1 1 d . . . N8 N 0.13600(12) 0.69748(8) 0.15457(4) 0.0328(2) Uani 1 1 d . . . H8C H 0.2329(19) 0.6995(10) 0.1468(5) 0.042(4) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0492(8) 0.0397(7) 0.0410(7) -0.0002(6) -0.0184(7) 0.0072(6) C2 0.0344(7) 0.0430(8) 0.0499(8) -0.0093(6) -0.0112(6) 0.0094(6) C3 0.0256(6) 0.0429(7) 0.0415(7) -0.0068(6) 0.0011(5) 0.0020(5) C4 0.0232(6) 0.0270(6) 0.0392(7) -0.0041(5) 0.0018(5) 0.0050(5) C5 0.0289(6) 0.0324(6) 0.0347(6) 0.0044(5) 0.0031(5) 0.0008(5) C6 0.0251(6) 0.0300(6) 0.0376(7) 0.0038(5) 0.0032(5) -0.0034(5) C7 0.0256(6) 0.0209(5) 0.0356(6) 0.0003(5) 0.0040(5) 0.0022(5) C8 0.0265(6) 0.0230(5) 0.0373(6) -0.0012(5) 0.0044(5) -0.0008(5) C9 0.0324(6) 0.0227(5) 0.0339(6) -0.0037(5) 0.0035(5) 0.0017(5) C10 0.0361(7) 0.0283(6) 0.0313(6) -0.0022(5) 0.0094(5) 0.0014(5) C11 0.0279(6) 0.0268(6) 0.0388(7) -0.0014(5) 0.0107(5) -0.0004(5) C12 0.0238(6) 0.0207(5) 0.0379(6) -0.0015(5) 0.0055(5) 0.0039(4) C13 0.0204(5) 0.0247(5) 0.0416(7) -0.0024(5) 0.0068(5) 0.0011(4) C14 0.0405(7) 0.0291(6) 0.0339(6) -0.0042(5) 0.0008(6) -0.0028(5) C15 0.0335(6) 0.0389(7) 0.0324(6) -0.0074(5) 0.0010(5) -0.0045(5) C16 0.0368(7) 0.0446(7) 0.0255(6) -0.0063(5) -0.0015(5) -0.0002(6) C17 0.0358(7) 0.0417(7) 0.0279(6) -0.0039(5) -0.0043(5) -0.0043(6) C18 0.0432(7) 0.0360(6) 0.0317(6) -0.0033(5) 0.0008(6) 0.0004(6) C19 0.0377(7) 0.0389(7) 0.0364(7) 0.0035(6) -0.0018(6) -0.0039(6) C20 0.0302(6) 0.0265(6) 0.0342(6) 0.0000(5) 0.0010(5) 0.0040(5) C21 0.0302(6) 0.0243(5) 0.0336(6) 0.0041(5) 0.0062(5) 0.0017(5) C22 0.0253(5) 0.0207(5) 0.0316(6) -0.0006(4) 0.0047(5) 0.0042(4) C23 0.0275(6) 0.0226(5) 0.0354(6) 0.0000(5) 0.0085(5) -0.0012(5) C24 0.0269(6) 0.0254(5) 0.0357(6) -0.0057(5) 0.0033(5) -0.0004(5) C25 0.0258(6) 0.0237(5) 0.0324(6) -0.0034(5) 0.0047(5) 0.0041(5) C26 0.0254(5) 0.0228(5) 0.0334(6) 0.0014(4) 0.0066(5) 0.0010(5) C27 0.0214(5) 0.0203(5) 0.0333(6) -0.0002(4) 0.0052(5) 0.0031(4) C28 0.0273(6) 0.0251(5) 0.0385(7) 0.0021(5) 0.0022(5) -0.0018(5) C29 0.0284(6) 0.0273(6) 0.0395(7) -0.0007(5) -0.0007(5) -0.0018(5) C30 0.0311(6) 0.0336(6) 0.0337(7) -0.0030(5) 0.0052(5) -0.0001(5) C31 0.0416(7) 0.0363(7) 0.0300(6) 0.0023(5) 0.0033(6) -0.0021(6) C32 0.0443(7) 0.0390(7) 0.0287(6) 0.0025(5) -0.0030(6) 0.0037(6) C33 0.0474(8) 0.0486(8) 0.0254(6) 0.0078(5) -0.0078(6) -0.0062(6) C34 0.0458(8) 0.0441(7) 0.0319(6) 0.0093(6) -0.0049(6) -0.0082(7) C35 0.0399(7) 0.0385(7) 0.0327(7) 0.0048(5) -0.0024(6) -0.0079(6) C36 0.0281(6) 0.0351(6) 0.0296(6) 0.0018(5) 0.0014(5) -0.0065(5) C37 0.0398(7) 0.0386(7) 0.0296(6) -0.0075(5) 0.0006(5) -0.0033(6) C38 0.0378(7) 0.0284(6) 0.0346(6) -0.0056(5) 0.0012(5) -0.0004(5) C39 0.0227(5) 0.0263(5) 0.0300(6) -0.0025(5) 0.0042(5) -0.0028(4) C40 0.0269(6) 0.0233(5) 0.0338(6) -0.0023(5) 0.0036(5) 0.0004(5) C41 0.0198(5) 0.0280(6) 0.0294(6) 0.0003(5) 0.0036(4) -0.0014(4) C42 0.0241(5) 0.0263(5) 0.0275(5) -0.0038(5) 0.0022(4) -0.0019(4) C43 0.0249(5) 0.0227(5) 0.0314(6) -0.0030(4) 0.0019(5) -0.0011(4) C44 0.0195(5) 0.0257(5) 0.0288(6) -0.0005(4) 0.0047(4) -0.0029(4) C45 0.0251(6) 0.0259(5) 0.0332(6) 0.0018(5) 0.0005(5) -0.0032(5) C46 0.0330(6) 0.0296(6) 0.0318(6) -0.0017(5) 0.0002(5) 0.0049(5) C47 0.0320(7) 0.0488(8) 0.0329(7) 0.0011(6) -0.0016(5) 0.0114(6) C48 0.0305(6) 0.0533(8) 0.0327(7) -0.0021(6) -0.0045(5) 0.0047(6) N1 0.0363(6) 0.0354(5) 0.0290(5) 0.0013(4) -0.0065(4) -0.0016(5) N2 0.0281(5) 0.0440(6) 0.0374(6) -0.0038(5) -0.0042(5) 0.0046(5) N3 0.0342(6) 0.0380(6) 0.0319(5) 0.0027(5) 0.0000(5) 0.0020(5) N4 0.0349(6) 0.0379(6) 0.0275(5) 0.0042(4) -0.0011(5) -0.0046(5) N5 0.0325(5) 0.0383(5) 0.0270(5) -0.0030(4) -0.0009(4) 0.0015(5) N6 0.0359(6) 0.0310(5) 0.0321(5) -0.0039(5) -0.0005(5) -0.0017(5) N7 0.0332(5) 0.0433(6) 0.0306(5) -0.0040(5) 0.0025(5) 0.0038(5) N8 0.0304(6) 0.0401(6) 0.0280(5) -0.0004(4) 0.0016(4) 0.0091(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.4610(18) . ? C1 C2 1.514(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 N2 1.4524(17) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 N2 1.4549(18) . ? C3 C4 1.5092(18) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C13 1.3754(18) . ? C4 C5 1.4147(17) . ? C5 C6 1.3653(18) . ? C5 H5 0.9500 . ? C6 C7 1.4157(17) . ? C6 H6 0.9500 . ? C7 C8 1.4148(17) . ? C7 C12 1.4221(16) . ? C8 C9 1.3693(17) . ? C8 H8 0.9500 . ? C9 C10 1.4227(18) . ? C9 C14 1.5063(18) . ? C10 C11 1.3678(19) . ? C10 H10 0.9500 . ? C11 C12 1.4237(17) . ? C11 H11 0.9500 . ? C12 C13 1.4130(18) . ? C13 H13 0.9500 . ? C14 N6 1.4641(17) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 N6 1.4596(17) . ? C15 C16 1.5121(19) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 N5 1.4680(16) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 N1 1.4591(17) . ? C17 C18 1.5214(19) . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 N3 1.4702(16) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 N3 1.4488(17) . ? C19 C20 1.5106(18) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.3690(18) . ? C20 C29 1.4173(17) . ? C21 C22 1.4207(17) . ? C21 H21 0.9500 . ? C22 C23 1.4173(17) . ? C22 C27 1.4198(16) . ? C23 C24 1.3672(18) . ? C23 H23 0.9500 . ? C24 C25 1.4187(17) . ? C24 H24 0.9500 . ? C25 C26 1.3677(17) . ? C25 C30 1.5095(17) . ? C26 C27 1.4186(17) . ? C26 H26 0.9500 . ? C27 C28 1.4174(17) . ? C28 C29 1.3600(18) . ? C28 H28 0.9500 . ? C29 H29 0.9500 . ? C30 N7 1.4571(17) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 N7 1.4646(17) . ? C31 C32 1.518(2) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 N5 1.4588(17) . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 N1 1.4639(17) . ? C33 C34 1.516(2) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 N4 1.4563(17) . ? C34 H34A 0.9900 . ? C34 H34B 0.9900 . ? C35 N4 1.4542(17) . ? C35 C36 1.5033(17) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 C45 1.3653(17) . ? C36 C37 1.4193(19) . ? C37 C38 1.3662(19) . ? C37 H37 0.9500 . ? C38 C39 1.4221(17) . ? C38 H38 0.9500 . ? C39 C40 1.4121(17) . ? C39 C44 1.4198(16) . ? C40 C41 1.3766(17) . ? C40 H40 0.9500 . ? C41 C42 1.4148(16) . ? C41 C46 1.5105(17) . ? C42 C43 1.3651(16) . ? C42 H42 0.9500 . ? C43 C44 1.4155(16) . ? C43 H43 0.9500 . ? C44 C45 1.4179(16) . ? C45 H45 0.9500 . ? C46 N8 1.4540(16) . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? C47 N8 1.4587(16) . ? C47 C48 1.5197(19) . ? C47 H47A 0.9900 . ? C47 H47B 0.9900 . ? C48 N5 1.4572(17) . ? C48 H48A 0.9900 . ? C48 H48B 0.9900 . ? N2 H2C 0.877(18) . ? N3 H3C 0.93(2) . ? N4 H4C 0.896(16) . ? N6 H6C 0.874(17) . ? N7 H7C 0.943(18) . ? N8 H8C 0.941(18) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 C1 C2 112.48(11) . . ? N1 C1 H1A 109.1 . . ? C2 C1 H1A 109.1 . . ? N1 C1 H1B 109.1 . . ? C2 C1 H1B 109.1 . . ? H1A C1 H1B 107.8 . . ? N2 C2 C1 110.84(12) . . ? N2 C2 H2A 109.5 . . ? C1 C2 H2A 109.5 . . ? N2 C2 H2B 109.5 . . ? C1 C2 H2B 109.5 . . ? H2A C2 H2B 108.1 . . ? N2 C3 C4 113.96(11) . . ? N2 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? N2 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? C13 C4 C5 118.66(11) . . ? C13 C4 C3 120.49(11) . . ? C5 C4 C3 120.74(11) . . ? C6 C5 C4 121.07(12) . . ? C6 C5 H5 119.5 . . ? C4 C5 H5 119.5 . . ? C5 C6 C7 121.10(11) . . ? C5 C6 H6 119.5 . . ? C7 C6 H6 119.5 . . ? C8 C7 C6 122.39(11) . . ? C8 C7 C12 119.16(11) . . ? C6 C7 C12 118.43(11) . . ? C9 C8 C7 121.94(11) . . ? C9 C8 H8 119.0 . . ? C7 C8 H8 119.0 . . ? C8 C9 C10 118.62(12) . . ? C8 C9 C14 120.16(11) . . ? C10 C9 C14 121.22(11) . . ? C11 C10 C9 121.08(12) . . ? C11 C10 H10 119.5 . . ? C9 C10 H10 119.5 . . ? C10 C11 C12 120.89(11) . . ? C10 C11 H11 119.6 . . ? C12 C11 H11 119.6 . . ? C13 C12 C7 118.89(11) . . ? C13 C12 C11 122.87(11) . . ? C7 C12 C11 118.23(11) . . ? C4 C13 C12 121.82(11) . . ? C4 C13 H13 119.1 . . ? C12 C13 H13 119.1 . . ? N6 C14 C9 112.71(10) . . ? N6 C14 H14A 109.0 . . ? C9 C14 H14A 109.0 . . ? N6 C14 H14B 109.0 . . ? C9 C14 H14B 109.0 . . ? H14A C14 H14B 107.8 . . ? N6 C15 C16 110.02(11) . . ? N6 C15 H15A 109.7 . . ? C16 C15 H15A 109.7 . . ? N6 C15 H15B 109.7 . . ? C16 C15 H15B 109.7 . . ? H15A C15 H15B 108.2 . . ? N5 C16 C15 110.63(10) . . ? N5 C16 H16A 109.5 . . ? C15 C16 H16A 109.5 . . ? N5 C16 H16B 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 108.1 . . ? N1 C17 C18 111.03(11) . . ? N1 C17 H17A 109.4 . . ? C18 C17 H17A 109.4 . . ? N1 C17 H17B 109.4 . . ? C18 C17 H17B 109.4 . . ? H17A C17 H17B 108.0 . . ? N3 C18 C17 111.33(10) . . ? N3 C18 H18A 109.4 . . ? C17 C18 H18A 109.4 . . ? N3 C18 H18B 109.4 . . ? C17 C18 H18B 109.4 . . ? H18A C18 H18B 108.0 . . ? N3 C19 C20 113.81(11) . . ? N3 C19 H19A 108.8 . . ? C20 C19 H19A 108.8 . . ? N3 C19 H19B 108.8 . . ? C20 C19 H19B 108.8 . . ? H19A C19 H19B 107.7 . . ? C21 C20 C29 119.19(12) . . ? C21 C20 C19 123.72(11) . . ? C29 C20 C19 117.07(11) . . ? C20 C21 C22 121.17(11) . . ? C20 C21 H21 119.4 . . ? C22 C21 H21 119.4 . . ? C23 C22 C27 118.22(11) . . ? C23 C22 C21 122.72(11) . . ? C27 C22 C21 119.05(11) . . ? C24 C23 C22 121.17(11) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C25 120.90(11) . . ? C23 C24 H24 119.5 . . ? C25 C24 H24 119.5 . . ? C26 C25 C24 118.85(11) . . ? C26 C25 C30 120.62(11) . . ? C24 C25 C30 120.46(11) . . ? C25 C26 C27 121.67(11) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C28 C27 C26 122.27(10) . . ? C28 C27 C22 118.57(11) . . ? C26 C27 C22 119.15(10) . . ? C29 C28 C27 120.89(11) . . ? C29 C28 H28 119.6 . . ? C27 C28 H28 119.6 . . ? C28 C29 C20 121.09(12) . . ? C28 C29 H29 119.5 . . ? C20 C29 H29 119.5 . . ? N7 C30 C25 112.36(10) . . ? N7 C30 H30A 109.1 . . ? C25 C30 H30A 109.1 . . ? N7 C30 H30B 109.1 . . ? C25 C30 H30B 109.1 . . ? H30A C30 H30B 107.9 . . ? N7 C31 C32 110.73(11) . . ? N7 C31 H31A 109.5 . . ? C32 C31 H31A 109.5 . . ? N7 C31 H31B 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 108.1 . . ? N5 C32 C31 111.56(11) . . ? N5 C32 H32A 109.3 . . ? C31 C32 H32A 109.3 . . ? N5 C32 H32B 109.3 . . ? C31 C32 H32B 109.3 . . ? H32A C32 H32B 108.0 . . ? N1 C33 C34 110.84(10) . . ? N1 C33 H33A 109.5 . . ? C34 C33 H33A 109.5 . . ? N1 C33 H33B 109.5 . . ? C34 C33 H33B 109.5 . . ? H33A C33 H33B 108.1 . . ? N4 C34 C33 109.35(11) . . ? N4 C34 H34A 109.8 . . ? C33 C34 H34A 109.8 . . ? N4 C34 H34B 109.8 . . ? C33 C34 H34B 109.8 . . ? H34A C34 H34B 108.3 . . ? N4 C35 C36 112.75(10) . . ? N4 C35 H35A 109.0 . . ? C36 C35 H35A 109.0 . . ? N4 C35 H35B 109.0 . . ? C36 C35 H35B 109.0 . . ? H35A C35 H35B 107.8 . . ? C45 C36 C37 118.56(11) . . ? C45 C36 C35 120.73(12) . . ? C37 C36 C35 120.70(11) . . ? C38 C37 C36 121.40(11) . . ? C38 C37 H37 119.3 . . ? C36 C37 H37 119.3 . . ? C37 C38 C39 120.82(11) . . ? C37 C38 H38 119.6 . . ? C39 C38 H38 119.6 . . ? C40 C39 C44 118.99(10) . . ? C40 C39 C38 122.97(11) . . ? C44 C39 C38 118.03(11) . . ? C41 C40 C39 121.70(11) . . ? C41 C40 H40 119.1 . . ? C39 C40 H40 119.1 . . ? C40 C41 C42 118.78(11) . . ? C40 C41 C46 120.05(10) . . ? C42 C41 C46 121.08(10) . . ? C43 C42 C41 120.73(10) . . ? C43 C42 H42 119.6 . . ? C41 C42 H42 119.6 . . ? C42 C43 C44 121.36(10) . . ? C42 C43 H43 119.3 . . ? C44 C43 H43 119.3 . . ? C43 C44 C45 122.29(10) . . ? C43 C44 C39 118.31(10) . . ? C45 C44 C39 119.39(10) . . ? C36 C45 C44 121.76(11) . . ? C36 C45 H45 119.1 . . ? C44 C45 H45 119.1 . . ? N8 C46 C41 113.81(10) . . ? N8 C46 H46A 108.8 . . ? C41 C46 H46A 108.8 . . ? N8 C46 H46B 108.8 . . ? C41 C46 H46B 108.8 . . ? H46A C46 H46B 107.7 . . ? N8 C47 C48 109.84(11) . . ? N8 C47 H47A 109.7 . . ? C48 C47 H47A 109.7 . . ? N8 C47 H47B 109.7 . . ? C48 C47 H47B 109.7 . . ? H47A C47 H47B 108.2 . . ? N5 C48 C47 112.00(11) . . ? N5 C48 H48A 109.2 . . ? C47 C48 H48A 109.2 . . ? N5 C48 H48B 109.2 . . ? C47 C48 H48B 109.2 . . ? H48A C48 H48B 107.9 . . ? C17 N1 C1 114.11(11) . . ? C17 N1 C33 112.65(10) . . ? C1 N1 C33 112.41(11) . . ? C2 N2 C3 112.64(11) . . ? C2 N2 H2C 106.4(11) . . ? C3 N2 H2C 110.7(11) . . ? C19 N3 C18 112.17(11) . . ? C19 N3 H3C 109.3(11) . . ? C18 N3 H3C 109.2(11) . . ? C35 N4 C34 112.62(10) . . ? C35 N4 H4C 110.6(10) . . ? C34 N4 H4C 106.3(10) . . ? C48 N5 C32 113.97(11) . . ? C48 N5 C16 112.62(11) . . ? C32 N5 C16 113.47(10) . . ? C15 N6 C14 111.95(10) . . ? C15 N6 H6C 106.6(12) . . ? C14 N6 H6C 106.6(11) . . ? C30 N7 C31 112.16(11) . . ? C30 N7 H7C 106.7(11) . . ? C31 N7 H7C 109.5(10) . . ? C46 N8 C47 111.39(10) . . ? C46 N8 H8C 109.4(10) . . ? C47 N8 H8C 107.3(10) . . ? 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 C1 C2 N2 -57.45(16) . . . . ? N2 C3 C4 C13 163.54(11) . . . . ? N2 C3 C4 C5 -20.28(17) . . . . ? C13 C4 C5 C6 -0.11(18) . . . . ? C3 C4 C5 C6 -176.36(11) . . . . ? C4 C5 C6 C7 -0.31(19) . . . . ? C5 C6 C7 C8 -177.25(11) . . . . ? C5 C6 C7 C12 1.29(17) . . . . ? C6 C7 C8 C9 179.00(11) . . . . ? C12 C7 C8 C9 0.48(17) . . . . ? C7 C8 C9 C10 1.94(17) . . . . ? C7 C8 C9 C14 -178.51(10) . . . . ? C8 C9 C10 C11 -2.46(17) . . . . ? C14 C9 C10 C11 177.99(11) . . . . ? C9 C10 C11 C12 0.53(18) . . . . ? C8 C7 C12 C13 176.76(10) . . . . ? C6 C7 C12 C13 -1.83(16) . . . . ? C8 C7 C12 C11 -2.38(16) . . . . ? C6 C7 C12 C11 179.04(10) . . . . ? C10 C11 C12 C13 -177.21(11) . . . . ? C10 C11 C12 C7 1.89(17) . . . . ? C5 C4 C13 C12 -0.49(17) . . . . ? C3 C4 C13 C12 175.77(11) . . . . ? C7 C12 C13 C4 1.47(17) . . . . ? C11 C12 C13 C4 -179.44(11) . . . . ? C8 C9 C14 N6 130.34(12) . . . . ? C10 C9 C14 N6 -50.11(15) . . . . ? N6 C15 C16 N5 -65.30(14) . . . . ? N1 C17 C18 N3 -65.71(14) . . . . ? N3 C19 C20 C21 -21.41(18) . . . . ? N3 C19 C20 C29 159.92(11) . . . . ? C29 C20 C21 C22 1.28(17) . . . . ? C19 C20 C21 C22 -177.36(11) . . . . ? C20 C21 C22 C23 179.15(11) . . . . ? C20 C21 C22 C27 0.42(16) . . . . ? C27 C22 C23 C24 1.37(16) . . . . ? C21 C22 C23 C24 -177.36(11) . . . . ? C22 C23 C24 C25 -0.04(17) . . . . ? C23 C24 C25 C26 -1.37(17) . . . . ? C23 C24 C25 C30 175.67(11) . . . . ? C24 C25 C26 C27 1.43(16) . . . . ? C30 C25 C26 C27 -175.61(10) . . . . ? C25 C26 C27 C28 178.96(11) . . . . ? C25 C26 C27 C22 -0.09(16) . . . . ? C23 C22 C27 C28 179.61(10) . . . . ? C21 C22 C27 C28 -1.60(15) . . . . ? C23 C22 C27 C26 -1.30(15) . . . . ? C21 C22 C27 C26 177.48(10) . . . . ? C26 C27 C28 C29 -177.96(11) . . . . ? C22 C27 C28 C29 1.09(17) . . . . ? C27 C28 C29 C20 0.63(18) . . . . ? C21 C20 C29 C28 -1.83(18) . . . . ? C19 C20 C29 C28 176.90(12) . . . . ? C26 C25 C30 N7 -136.22(12) . . . . ? C24 C25 C30 N7 46.79(15) . . . . ? N7 C31 C32 N5 -64.95(14) . . . . ? N1 C33 C34 N4 -56.81(15) . . . . ? N4 C35 C36 C45 127.58(13) . . . . ? N4 C35 C36 C37 -53.83(17) . . . . ? C45 C36 C37 C38 1.02(19) . . . . ? C35 C36 C37 C38 -177.60(13) . . . . ? C36 C37 C38 C39 0.9(2) . . . . ? C37 C38 C39 C40 177.23(12) . . . . ? C37 C38 C39 C44 -1.82(18) . . . . ? C44 C39 C40 C41 2.18(17) . . . . ? C38 C39 C40 C41 -176.86(11) . . . . ? C39 C40 C41 C42 -3.54(17) . . . . ? C39 C40 C41 C46 172.95(11) . . . . ? C40 C41 C42 C43 1.77(16) . . . . ? C46 C41 C42 C43 -174.68(11) . . . . ? C41 C42 C43 C44 1.35(17) . . . . ? C42 C43 C44 C45 176.53(10) . . . . ? C42 C43 C44 C39 -2.69(17) . . . . ? C40 C39 C44 C43 0.95(16) . . . . ? C38 C39 C44 C43 -179.97(11) . . . . ? C40 C39 C44 C45 -178.30(11) . . . . ? C38 C39 C44 C45 0.79(16) . . . . ? C37 C36 C45 C44 -2.07(18) . . . . ? C35 C36 C45 C44 176.56(11) . . . . ? C43 C44 C45 C36 -178.05(11) . . . . ? C39 C44 C45 C36 1.17(17) . . . . ? C40 C41 C46 N8 162.97(11) . . . . ? C42 C41 C46 N8 -20.62(16) . . . . ? N8 C47 C48 N5 -54.81(16) . . . . ? C18 C17 N1 C1 153.49(11) . . . . ? C18 C17 N1 C33 -76.76(13) . . . . ? C2 C1 N1 C17 -69.12(14) . . . . ? C2 C1 N1 C33 161.01(11) . . . . ? C34 C33 N1 C17 139.44(11) . . . . ? C34 C33 N1 C1 -89.94(13) . . . . ? C1 C2 N2 C3 175.63(11) . . . . ? C4 C3 N2 C2 166.84(11) . . . . ? C20 C19 N3 C18 -172.40(11) . . . . ? C17 C18 N3 C19 -84.22(13) . . . . ? C36 C35 N4 C34 -168.55(11) . . . . ? C33 C34 N4 C35 169.99(12) . . . . ? C47 C48 N5 C32 -73.79(14) . . . . ? C47 C48 N5 C16 155.11(11) . . . . ? C31 C32 N5 C48 151.38(11) . . . . ? C31 C32 N5 C16 -77.93(13) . . . . ? C15 C16 N5 C48 -90.51(13) . . . . ? C15 C16 N5 C32 138.13(11) . . . . ? C16 C15 N6 C14 -179.97(10) . . . . ? C9 C14 N6 C15 -163.87(10) . . . . ? C25 C30 N7 C31 -179.63(10) . . . . ? C32 C31 N7 C30 177.27(11) . . . . ? C41 C46 N8 C47 177.62(10) . . . . ? C48 C47 N8 C46 179.32(11) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N4 H4C N1 0.896(16) 2.372(15) 2.8368(16) 112.4(11) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 66.95 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.132 _refine_diff_density_min -0.152 _refine_diff_density_rms 0.037 _database_code_depnum_ccdc_archive 'CCDC 928733'