# Electronic Supplementary Material (ESI) for CrystEngComm # 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_ic14177 _database_code_depnum_ccdc_archive 'CCDC 930835' #TrackingRef '1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C80 H78 Cd Cl2 N14 O18' _chemical_formula_weight 1706.86 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Cmca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' '-x, y+1/2, -z+1/2' 'x, -y, -z' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' '-x+1/2, y+1, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x, y-1/2, -z-1/2' 'x, -y-1/2, z-1/2' '-x, y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' 'x+1/2, -y, z-1/2' '-x+1/2, y+1/2, z' _cell_length_a 49.033(2) _cell_length_b 8.9877(3) _cell_length_c 18.4357(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8124.5(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 17748 _cell_measurement_theta_min 2.36 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.395 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3528 _exptl_absorpt_coefficient_mu 0.412 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.886 _exptl_absorpt_correction_T_max 0.931 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'NONIUS KappaCCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17748 _diffrn_reflns_av_R_equivalents 0.0658 _diffrn_reflns_av_sigmaI/netI 0.0604 _diffrn_reflns_limit_h_min -58 _diffrn_reflns_limit_h_max 58 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.36 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3621 _reflns_number_gt 2218 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'NONIUS COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _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^)+(0.1231P)^2^+19.2459P] 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 3621 _refine_ls_number_parameters 249 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.1186 _refine_ls_R_factor_gt 0.0712 _refine_ls_wR_factor_ref 0.2251 _refine_ls_wR_factor_gt 0.1952 _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.004 _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 Cd Cd 0.0000 0.5000 0.0000 0.0540(4) Uani 1 4 d S . . O1 O 0.09065(11) 0.0009(5) 0.1930(3) 0.0792(14) Uani 1 1 d . . . N1 N 0.03243(10) 0.3696(6) 0.0639(3) 0.0606(13) Uani 1 1 d . . . N2 N 0.09504(12) 0.2043(6) 0.2623(3) 0.0764(17) Uani 1 1 d . . . H2 H 0.0912 0.2998 0.2646 0.092 Uiso 1 1 calc R . . N3 N 0.15577(13) 0.0000 0.5000 0.0543(17) Uani 1 2 d S . . Cl1 Cl -0.00838(12) 0.2012(5) -0.1290(2) 0.111(3) Uani 0.50 1 d PD . 1 O3 O 0.0000 0.3163(11) -0.0881(5) 0.126(3) Uiso 1 2 d SD . 1 O4 O 0.0000 0.0904(19) -0.0756(9) 0.217(6) Uiso 1 2 d SD . 1 O5 O 0.0000 0.1437(18) -0.1906(7) 0.209(6) Uiso 1 2 d SD . 1 O6 O -0.0365(3) 0.221(2) -0.1289(9) 0.158(6) Uiso 0.50 1 d PD A 1 C1 C 0.0546(3) 0.4277(19) 0.0879(8) 0.082(4) Uiso 0.50 1 d P . 1 H1A H 0.0595 0.5240 0.0713 0.099 Uiso 0.50 1 calc PR . 1 C2 C 0.0721(3) 0.354(2) 0.1382(9) 0.091(5) Uiso 0.50 1 d P . 1 H2A H 0.0871 0.4062 0.1585 0.110 Uiso 0.50 1 calc PR . 1 C1' C 0.0315(3) 0.3982(14) 0.1407(7) 0.063(3) Uiso 0.50 1 d P . 2 H1'A H 0.0187 0.4672 0.1596 0.076 Uiso 0.50 1 calc PR . 2 C2' C 0.0492(2) 0.3255(14) 0.1868(7) 0.060(3) Uiso 0.50 1 d P . 2 H2'A H 0.0494 0.3473 0.2372 0.072 Uiso 0.50 1 calc PR . 2 C3 C 0.06746(12) 0.2156(6) 0.1567(3) 0.0559(15) Uani 1 1 d . . . C4 C 0.0475(3) 0.1363(19) 0.1192(8) 0.082(4) Uiso 0.50 1 d P . 1 H4A H 0.0456 0.0317 0.1245 0.099 Uiso 0.50 1 calc PR . 1 C5 C 0.0300(3) 0.2202(16) 0.0722(7) 0.073(4) Uiso 0.50 1 d P . 1 H5A H 0.0162 0.1694 0.0459 0.088 Uiso 0.50 1 calc PR . 1 C4' C 0.0664(2) 0.1950(13) 0.0834(6) 0.052(3) Uiso 0.50 1 d P . 2 H4'A H 0.0780 0.1240 0.0611 0.062 Uiso 0.50 1 calc PR . 2 C5' C 0.0486(2) 0.2758(14) 0.0419(7) 0.056(3) Uiso 0.50 1 d P . 2 H5'A H 0.0488 0.2575 -0.0089 0.067 Uiso 0.50 1 calc PR . 2 C6 C 0.08536(13) 0.1315(7) 0.2050(3) 0.0582(15) Uani 1 1 d . . . C7 C 0.11087(14) 0.1454(7) 0.3204(3) 0.0641(17) Uani 1 1 d . . . C8 C 0.10445(14) 0.1947(7) 0.3903(3) 0.0678(18) Uani 1 1 d . . . H8 H 0.0896 0.2609 0.3974 0.081 Uiso 1 1 calc R . . C9 C 0.11941(13) 0.1483(7) 0.4482(3) 0.0594(16) Uani 1 1 d . . . H9 H 0.1152 0.1839 0.4954 0.071 Uiso 1 1 calc R . . C10 C 0.14080(12) 0.0494(7) 0.4387(3) 0.0527(14) Uani 1 1 d . . . C11 C 0.14696(13) -0.0014(7) 0.3691(3) 0.0635(17) Uani 1 1 d . . . H11 H 0.1614 -0.0703 0.3620 0.076 Uiso 1 1 calc R . . C12 C 0.13197(15) 0.0489(8) 0.3101(3) 0.072(2) Uani 1 1 d . . . H12 H 0.1364 0.0161 0.2625 0.087 Uiso 1 1 calc R . . C13 C 0.18451(16) 0.0000 0.5000 0.0465(18) Uani 1 2 d S . . C14 C 0.19908(12) 0.1048(6) 0.4605(3) 0.0515(14) Uani 1 1 d . . . H14 H 0.1896 0.1778 0.4332 0.062 Uiso 1 1 calc R . . C15 C 0.22707(12) 0.1044(7) 0.4605(3) 0.0532(14) Uani 1 1 d . . . H15 H 0.2367 0.1767 0.4330 0.064 Uiso 1 1 calc R . . C16 C 0.24135(16) 0.0000 0.5000 0.053(2) Uani 1 2 d S . . N5 N 0.37400(17) 0.0000 0.5000 0.070(2) Uiso 1 2 d S . . O2 O 0.28001(18) 0.0219(9) 0.3954(5) 0.064(2) Uiso 0.50 1 d P B -1 N4 N 0.27049(16) -0.0110(13) 0.5141(5) 0.048(2) Uiso 0.50 1 d P B -1 H4 H 0.2766 -0.0284 0.5581 0.058 Uiso 0.50 1 calc PR B -1 C17 C 0.2876(2) 0.0058(12) 0.4587(6) 0.051(3) Uiso 0.50 1 d P B -1 C18 C 0.3621(5) 0.020(3) 0.4332(14) 0.079(7) Uiso 0.50 1 d P B -1 H18A H 0.3741 0.0316 0.3924 0.094 Uiso 0.50 1 d PR B -1 C19 C 0.3359(3) 0.0204(15) 0.4200(9) 0.069(4) Uiso 0.50 1 d P B -1 H19A H 0.3287 0.0356 0.3721 0.083 Uiso 0.50 1 d PR B -1 C20 C 0.3177(3) 0.0038(15) 0.4763(5) 0.049(3) Uiso 0.50 1 d P B -1 C21 C 0.3284(3) -0.0141(15) 0.5448(9) 0.058(3) Uiso 0.50 1 d P B -1 H21A H 0.3167 -0.0280 0.5861 0.070 Uiso 0.50 1 d PR B -1 C22 C 0.3578(5) -0.011(3) 0.5523(12) 0.073(7) Uiso 0.50 1 d P B -1 H22A H 0.3655 -0.0200 0.6000 0.087 Uiso 0.50 1 d PR B -1 O7 O 0.26188(19) 0.4707(10) 0.2895(5) 0.073(2) Uiso 0.50 1 d P C -1 H7A H 0.2499 0.4543 0.2501 0.110 Uiso 1 2 d SR C -1 C23 C 0.2745(3) 0.3369(16) 0.3102(7) 0.068(3) Uiso 0.50 1 d P C -1 H23A H 0.2605 0.2591 0.3181 0.082 Uiso 0.50 1 calc PR C -1 H23B H 0.2846 0.3515 0.3561 0.082 Uiso 0.50 1 calc PR C -1 C24 C 0.2936(4) 0.290(2) 0.2520(12) 0.093(7) Uiso 0.50 1 d P C -1 H24A H 0.3024 0.1960 0.2660 0.139 Uiso 0.50 1 calc PR C -1 H24B H 0.3075 0.3664 0.2449 0.139 Uiso 0.50 1 calc PR C -1 H24C H 0.2834 0.2751 0.2068 0.139 Uiso 0.50 1 calc PR C -1 O7' O 0.27998(18) 0.1121(10) 0.3362(5) 0.070(2) Uiso 0.50 1 d P D 2 H7'A H 0.2652 0.0889 0.3151 0.104 Uiso 0.50 1 d PR D 2 C23' C 0.2849(3) 0.2614(16) 0.3234(7) 0.067(3) Uiso 0.50 1 d P D 2 H23C H 0.2935 0.3060 0.3670 0.080 Uiso 0.50 1 calc PR D 2 H23D H 0.2674 0.3130 0.3148 0.080 Uiso 0.50 1 calc PR D 2 C24' C 0.3032(4) 0.284(2) 0.2594(10) 0.081(6) Uiso 0.50 1 d P D 2 H24D H 0.3067 0.3907 0.2529 0.122 Uiso 0.50 1 calc PR D 2 H24E H 0.2945 0.2441 0.2158 0.122 Uiso 0.50 1 calc PR D 2 H24F H 0.3206 0.2325 0.2676 0.122 Uiso 0.50 1 calc PR D 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 Cd 0.0466(5) 0.0667(6) 0.0486(5) 0.0263(4) 0.000 0.000 O1 0.102(4) 0.058(3) 0.077(3) -0.002(2) -0.028(3) 0.029(3) N1 0.055(3) 0.065(3) 0.062(3) 0.026(3) -0.007(2) -0.005(3) N2 0.102(4) 0.053(3) 0.074(4) -0.001(3) -0.029(3) 0.033(3) N3 0.048(4) 0.075(5) 0.039(3) 0.016(3) 0.000 0.000 Cl1 0.161(9) 0.079(2) 0.094(2) -0.020(2) 0.030(3) 0.001(3) C3 0.059(4) 0.047(4) 0.061(4) 0.012(3) -0.007(3) 0.005(3) C6 0.068(4) 0.053(4) 0.054(3) 0.007(3) -0.003(3) 0.011(3) C7 0.082(4) 0.057(4) 0.053(3) 0.006(3) -0.017(3) 0.024(3) C8 0.079(4) 0.055(4) 0.069(4) -0.001(3) -0.009(3) 0.027(3) C9 0.078(4) 0.052(4) 0.049(3) -0.004(3) -0.004(3) 0.009(3) C10 0.055(3) 0.060(4) 0.044(3) 0.007(3) 0.000(3) 0.004(3) C11 0.067(4) 0.077(4) 0.047(3) 0.000(3) -0.009(3) 0.027(4) C12 0.089(5) 0.084(5) 0.044(3) -0.001(3) -0.010(3) 0.036(4) C13 0.054(4) 0.052(5) 0.034(4) -0.003(3) 0.000 0.000 C14 0.062(4) 0.055(4) 0.038(3) 0.005(3) 0.007(3) 0.000(3) C15 0.056(3) 0.053(4) 0.051(3) -0.003(3) 0.009(3) -0.004(3) C16 0.048(4) 0.050(5) 0.063(5) -0.009(4) 0.000 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cd N1 2.300(5) 4_565 ? Cd N1 2.300(5) 9_565 ? Cd N1 2.300(5) . ? Cd N1 2.300(5) 12 ? Cd O3 2.316(10) . ? Cd O3 2.316(10) 9_565 ? O1 C6 1.222(7) . ? N1 C5' 1.227(13) . ? N1 C1 1.283(16) . ? N1 C5 1.357(15) . ? N1 C1' 1.439(13) . ? N2 C6 1.330(8) . ? N2 C7 1.424(7) . ? N3 C13 1.409(10) . ? N3 C10 1.419(6) . ? N3 C10 1.419(6) 4_556 ? Cl1 Cl1 0.822(11) 12 ? Cl1 O5 1.314(12) . ? Cl1 O3 1.344(9) . ? Cl1 O6 1.390(15) . ? Cl1 O4 1.459(14) . ? O3 Cl1 1.344(9) 12 ? O4 Cl1 1.459(14) 12 ? O5 Cl1 1.314(12) 12 ? C1 C2 1.43(2) . ? C2 C3 1.312(18) . ? C1' C2' 1.379(17) . ? C2' C3 1.443(13) . ? C3 C4' 1.364(12) . ? C3 C4 1.395(16) . ? C3 C6 1.461(8) . ? C4 C5 1.434(19) . ? C4' C5' 1.369(16) . ? C7 C12 1.363(9) . ? C7 C8 1.399(8) . ? C8 C9 1.360(8) . ? C9 C10 1.386(8) . ? C10 C11 1.395(8) . ? C11 C12 1.388(8) . ? C13 C14 1.388(7) 4_556 ? C13 C14 1.388(7) . ? C14 C15 1.373(8) . ? C15 C16 1.378(7) . ? C16 C15 1.378(7) 4_556 ? C16 N4 1.455(11) 4_556 ? C16 N4 1.455(11) . ? N5 C22 1.25(2) . ? N5 C22 1.25(2) 4_556 ? N5 C18 1.38(2) . ? N5 C18 1.38(2) 4_556 ? O2 C17 1.234(13) . ? N4 C17 1.332(14) . ? C17 C20 1.510(16) . ? C18 C19 1.31(3) . ? C19 C20 1.375(19) . ? C20 C21 1.38(2) . ? C21 C22 1.45(3) . ? O7 C23 1.405(16) . ? C23 C24 1.48(2) . ? O7' C23' 1.384(15) . ? C23' C24' 1.50(2) . ? 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 Cd N1 87.5(2) 4_565 9_565 ? N1 Cd N1 92.5(2) 4_565 . ? N1 Cd N1 180.0(3) 9_565 . ? N1 Cd N1 180.0(3) 4_565 12 ? N1 Cd N1 92.5(2) 9_565 12 ? N1 Cd N1 87.5(2) . 12 ? N1 Cd O3 90.2(2) 4_565 . ? N1 Cd O3 90.2(2) 9_565 . ? N1 Cd O3 89.8(2) . . ? N1 Cd O3 89.8(2) 12 . ? N1 Cd O3 89.8(2) 4_565 9_565 ? N1 Cd O3 89.8(2) 9_565 9_565 ? N1 Cd O3 90.2(2) . 9_565 ? N1 Cd O3 90.2(2) 12 9_565 ? O3 Cd O3 180.0(3) . 9_565 ? C5' N1 C1 81.1(9) . . ? C5' N1 C5 54.2(8) . . ? C1 N1 C5 116.0(10) . . ? C5' N1 C1' 117.9(9) . . ? C1 N1 C1' 67.4(9) . . ? C5 N1 C1' 93.6(8) . . ? C5' N1 Cd 128.9(7) . . ? C1 N1 Cd 123.6(8) . . ? C5 N1 Cd 120.0(7) . . ? C1' N1 Cd 113.1(6) . . ? C6 N2 C7 127.5(5) . . ? C13 N3 C10 121.1(3) . . ? C13 N3 C10 121.1(3) . 4_556 ? C10 N3 C10 117.7(6) . 4_556 ? Cl1 Cl1 O5 71.8(3) 12 . ? Cl1 Cl1 O3 72.2(3) 12 . ? O5 Cl1 O3 133.8(7) . . ? Cl1 Cl1 O6 172.6(8) 12 . ? O5 Cl1 O6 111.2(9) . . ? O3 Cl1 O6 101.8(8) . . ? Cl1 Cl1 O4 73.7(3) 12 . ? O5 Cl1 O4 103.1(10) . . ? O3 Cl1 O4 93.5(8) . . ? O6 Cl1 O4 111.4(8) . . ? Cl1 O3 Cl1 35.6(6) 12 . ? Cl1 O3 Cd 160.3(4) 12 . ? Cl1 O3 Cd 160.3(4) . . ? Cl1 O4 Cl1 32.7(6) 12 . ? Cl1 O5 Cl1 36.4(6) 12 . ? N1 C1 C2 123.0(15) . . ? C3 C2 C1 120.3(15) . . ? C2' C1' N1 120.1(11) . . ? C1' C2' C3 118.5(10) . . ? C2 C3 C4' 83.1(9) . . ? C2 C3 C4 118.6(11) . . ? C4' C3 C4 54.0(7) . . ? C2 C3 C2' 63.6(9) . . ? C4' C3 C2' 116.7(8) . . ? C4 C3 C2' 96.1(9) . . ? C2 C3 C6 123.1(9) . . ? C4' C3 C6 123.8(7) . . ? C4 C3 C6 117.3(8) . . ? C2' C3 C6 119.4(7) . . ? C3 C4 C5 116.8(13) . . ? N1 C5 C4 122.4(12) . . ? C3 C4' C5' 120.4(10) . . ? N1 C5' C4' 126.3(11) . . ? O1 C6 N2 122.7(6) . . ? O1 C6 C3 120.9(6) . . ? N2 C6 C3 116.4(6) . . ? C12 C7 C8 120.1(5) . . ? C12 C7 N2 123.0(6) . . ? C8 C7 N2 116.9(5) . . ? C9 C8 C7 120.2(6) . . ? C8 C9 C10 120.4(6) . . ? C9 C10 C11 119.3(5) . . ? C9 C10 N3 119.5(5) . . ? C11 C10 N3 121.3(5) . . ? C12 C11 C10 120.0(6) . . ? C7 C12 C11 120.0(6) . . ? C14 C13 C14 118.0(7) 4_556 . ? C14 C13 N3 121.0(4) 4_556 . ? C14 C13 N3 121.0(4) . . ? C15 C14 C13 120.9(6) . . ? C14 C15 C16 120.6(6) . . ? C15 C16 C15 119.0(7) . 4_556 ? C15 C16 N4 111.0(5) . 4_556 ? C15 C16 N4 129.7(6) 4_556 4_556 ? C15 C16 N4 129.7(6) . . ? C15 C16 N4 111.0(5) 4_556 . ? N4 C16 N4 22.0(7) 4_556 . ? C22 N5 C22 101(2) . 4_556 ? C22 N5 C18 115.4(15) . . ? C22 N5 C18 14.4(17) 4_556 . ? C22 N5 C18 14.4(17) . 4_556 ? C22 N5 C18 115.4(15) 4_556 4_556 ? C18 N5 C18 130(2) . 4_556 ? C17 N4 C16 118.4(8) . . ? O2 C17 N4 123.2(10) . . ? O2 C17 C20 120.0(10) . . ? N4 C17 C20 116.8(10) . . ? C19 C18 N5 126(2) . . ? C18 C19 C20 119.8(18) . . ? C19 C20 C21 117.3(11) . . ? C19 C20 C17 118.0(10) . . ? C21 C20 C17 124.7(10) . . ? C20 C21 C22 117.6(15) . . ? N5 C22 C21 124.0(19) . . ? O7 C23 C24 109.0(13) . . ? O7' C23' C24' 111.8(13) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.576 _refine_diff_density_min -1.243 _refine_diff_density_rms 0.084 data_ca16 _database_code_depnum_ccdc_archive 'CCDC 930836' #TrackingRef '2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C72 H54 Cl2 N14 O14 Zn, 4(C2 H6 O)' _chemical_formula_sum 'C80 H78 Cl2 N14 O18 Zn' _chemical_formula_weight 1659.83 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'C m c a' _symmetry_space_group_name_Hall '-C 2bc 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y+1/2, z+1/2' 'x, -y, -z' '-x, y+1/2, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1, z+1/2' 'x+1/2, -y+1/2, -z' '-x+1/2, y+1, -z+1/2' '-x, -y, -z' 'x, y-1/2, -z-1/2' '-x, y, z' 'x, -y-1/2, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, y, -z-1/2' '-x+1/2, y+1/2, z' 'x+1/2, -y, z-1/2' _cell_length_a 49.170(4) _cell_length_b 9.0156(7) _cell_length_c 18.0678(15) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8009.4(11) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.376 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3456 _exptl_absorpt_coefficient_mu 0.452 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9562 _exptl_absorpt_correction_T_max 0.9822 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method 'phi-omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 36405 _diffrn_reflns_av_R_equivalents 0.0620 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -57 _diffrn_reflns_limit_h_max 57 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.40 _diffrn_reflns_theta_max 24.71 _reflns_number_total 3466 _reflns_number_gt 2917 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep-3 _computing_publication_material 'Wingx publication routines (Farrugia, 1999)' _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^)+(0.1168P)^2^+95.4897P] 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 3466 _refine_ls_number_parameters 376 _refine_ls_number_restraints 11 _refine_ls_R_factor_all 0.1246 _refine_ls_R_factor_gt 0.1100 _refine_ls_wR_factor_ref 0.3135 _refine_ls_wR_factor_gt 0.3009 _refine_ls_goodness_of_fit_ref 1.235 _refine_ls_restrained_S_all 1.242 _refine_ls_shift/su_max 0.185 _refine_ls_shift/su_mean 0.001 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.5000 0.0000 0.0000 0.04340(2) Uani 1 4 d S . . Cl1 Cl 0.508799(5) 0.29638(3) -0.129892(14) 0.09582(10) Uani 0.50 1 d P . . O1 O 0.410652(5) 0.48127(2) 0.190288(13) 0.05427(7) Uani 1 1 d . . . O2 O 0.220166(9) 0.53411(6) 0.60164(2) 0.05426(16) Uani 0.50 1 d PD . . O3 O 0.5000 0.18609(5) -0.08069(2) 0.06708(13) Uani 1 2 d S . . O4 O 0.536430(14) 0.29696(9) -0.12857(5) 0.1376(3) Uani 0.50 1 d P . . O5 O 0.51462(3) 0.18240(15) -0.20279(7) 0.1163(6) Uani 0.25 1 d P . . O5' O 0.5000 0.43660(10) -0.07029(7) 0.1418(6) Uani 0.50 2 d SP . . O6 O 0.5000 0.38219(10) -0.17514(5) 0.2202(4) Uani 1 2 d S . . O7 O 0.220284(11) 0.61399(6) 0.66629(3) 0.05840(17) Uani 0.4884(3) 1 d P A 1 H7 H 0.2287 0.5759 0.7020 0.088 Uiso 0.4884(3) 1 calc PR A 1 C21 C 0.215801(17) 0.76715(10) 0.68061(4) 0.0615(3) Uani 0.4884(3) 1 d P A 1 H21A H 0.2060 0.8118 0.6383 0.074 Uiso 0.4884(3) 1 calc PR A 1 H21B H 0.2335 0.8182 0.6853 0.074 Uiso 0.4884(3) 1 calc PR A 1 C22 C 0.19851(3) 0.7920(2) 0.75497(6) 0.1825(6) Uani 0.4884(3) 1 d P A 1 H22A H 0.2070 0.7374 0.7958 0.274 Uiso 0.4884(3) 1 calc PR A 1 H22B H 0.1799 0.7557 0.7476 0.274 Uiso 0.4884(3) 1 calc PR A 1 H22C H 0.1980 0.8979 0.7670 0.274 Uiso 0.4884(3) 1 calc PR A 1 O7' O 0.237596(13) 0.97444(7) 0.71018(3) 0.0805(2) Uani 0.5116(3) 1 d P A 2 H7' H 0.2494 0.9983 0.6787 0.121 Uiso 0.5116(3) 1 calc PR A 2 C21' C 0.22506(2) 0.84367(11) 0.68857(4) 0.0813(3) Uani 0.5116(3) 1 d P A 2 H21C H 0.2390 0.7653 0.6835 0.098 Uiso 0.5116(3) 1 calc PR A 2 H21D H 0.2166 0.8585 0.6394 0.098 Uiso 0.5116(3) 1 calc PR A 2 C22' C 0.203262(17) 0.79106(7) 0.74285(4) 0.0566(2) Uani 0.5116(3) 1 d P A 2 H22D H 0.2120 0.7509 0.7873 0.085 Uiso 0.5116(3) 1 calc PR A 2 H22E H 0.1922 0.7137 0.7195 0.085 Uiso 0.5116(3) 1 calc PR A 2 H22F H 0.1916 0.8748 0.7566 0.085 Uiso 0.5116(3) 1 calc PR A 2 N1 N 0.344361(7) 0.5000 0.5000 0.03801(11) Uani 1 2 d S . . N2 N 0.405218(5) 0.27828(2) 0.261039(13) 0.03547(7) Uani 1 1 d . . . H2A H 0.40683(6) 0.1808(3) 0.26590(16) 0.0335(8) Uiso 1 1 d . . . N3 N 0.469791(5) 0.11290(3) 0.063245(14) 0.04365(8) Uani 1 1 d . . . N4 N 0.230081(9) 0.5000 0.5000 0.06829(15) Uani 1 2 d SDU . . H4A H 0.22334(3) 0.48459(18) 0.45398(5) 2.00(14) Uiso 0.50 1 d PD . . N5 N 0.126240(8) 0.5000 0.5000 0.05636(14) Uani 1 2 d S . . C1 C 0.359430(5) 0.44594(3) 0.437572(15) 0.02905(7) Uani 1 1 d . . . C2 C 0.380411(6) 0.34837(3) 0.450186(16) 0.03541(8) Uani 1 1 d . . . H2 H 0.3844 0.3170 0.4992 0.042 Uiso 1 1 calc R . . C3 C 0.395673(7) 0.29591(4) 0.391230(17) 0.04072(9) Uani 1 1 d . . . H3 H 0.4104 0.2299 0.3998 0.049 Uiso 1 1 calc R . . C4 C 0.389411(6) 0.34008(3) 0.319361(15) 0.03207(8) Uani 1 1 d . . . C5 C 0.368223(6) 0.43660(4) 0.307337(16) 0.04151(9) Uani 1 1 d . . . H5 H 0.3638 0.4672 0.2585 0.050 Uiso 1 1 calc R . . C6 C 0.353572(7) 0.48803(4) 0.365722(17) 0.04305(9) Uani 1 1 d . . . H6 H 0.3389 0.5546 0.3570 0.052 Uiso 1 1 calc R . . C7 C 0.415632(6) 0.35351(3) 0.203773(15) 0.03488(8) Uani 1 1 d . B . C8 C 0.452023(12) 0.20270(8) 0.03666(3) 0.04634(19) Uani 0.4988(3) 1 d P B 1 H8 H 0.4513 0.2163 -0.0154 0.056 Uiso 0.4988(3) 1 calc PR B 1 C9 C 0.433626(12) 0.28136(8) 0.08073(3) 0.04289(19) Uani 0.4988(3) 1 d P B 1 H9 H 0.4208 0.3465 0.0584 0.051 Uiso 0.4988(3) 1 calc PR B 1 C11 C 0.452095(14) 0.16161(8) 0.18570(4) 0.0481(2) Uani 0.4988(3) 1 d P B 1 H11 H 0.4519 0.1423 0.2374 0.058 Uiso 0.4988(3) 1 calc PR B 1 C12 C 0.469963(14) 0.09006(9) 0.13965(4) 0.0526(2) Uani 0.4988(3) 1 d P B 1 H12 H 0.4828 0.0231 0.1603 0.063 Uiso 0.4988(3) 1 calc PR B 1 C8' C 0.473014(14) 0.26494(7) 0.07411(4) 0.0626(2) Uani 0.5012(3) 1 d P B 2 H8' H 0.4876 0.3158 0.0509 0.075 Uiso 0.5012(3) 1 calc PR B 2 C9' C 0.454777(14) 0.34297(7) 0.11913(4) 0.0517(2) Uani 0.5012(3) 1 d P B 2 H9' H 0.4566 0.4470 0.1259 0.062 Uiso 0.5012(3) 1 calc PR B 2 C11' C 0.430906(13) 0.12178(7) 0.13738(3) 0.04092(18) Uani 0.5012(3) 1 d P B 2 H11' H 0.4160 0.0685 0.1576 0.049 Uiso 0.5012(3) 1 calc PR B 2 C12' C 0.449259(12) 0.04952(6) 0.09107(3) 0.03408(16) Uani 0.5012(3) 1 d P B 2 H12' H 0.4462 -0.0521 0.0799 0.041 Uiso 0.5012(3) 1 calc PR B 2 C10 C 0.434039(6) 0.26493(3) 0.153688(16) 0.03348(8) Uani 1 1 d . . . C13 C 0.315621(8) 0.5000 0.5000 0.03128(11) Uani 1 2 d S . . C14 C 0.301386(6) 0.60704(3) 0.539363(15) 0.03277(8) Uani 1 1 d . . . H14 H 0.3110 0.6810 0.5662 0.039 Uiso 1 1 calc R . . C15 C 0.273036(6) 0.60636(4) 0.539633(18) 0.03835(9) Uani 1 1 d . . . H15 H 0.2634 0.6792 0.5671 0.046 Uiso 1 1 calc R . . C16 C 0.258794(8) 0.5000 0.5000 0.04358(13) Uani 1 2 d SD . . C17 C 0.212986(13) 0.51403(7) 0.54112(3) 0.03682(17) Uani 0.50 1 d PD . . C18 C 0.181443(11) 0.51053(7) 0.52656(4) 0.0491(2) Uani 0.50 1 d PD . . C19 C 0.167780(9) 0.52265(5) 0.56373(3) 0.09827(17) Uani 1 1 d . . . H19 H 0.1749 0.5374 0.6120 0.118 Uiso 1 1 calc R . . C20 C 0.140572(9) 0.52301(5) 0.56132(2) 0.06389(13) Uani 1 1 d . . . H20 H 0.1309 0.5407 0.6060 0.077 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zn1 0.02506(3) 0.06207(4) 0.04307(3) -0.03715(3) 0.000 0.000 Cl1 0.1000(2) 0.07246(12) 0.11505(16) 0.03235(12) -0.02500(12) 0.00793(11) O1 0.08464(16) 0.03059(11) 0.04757(12) 0.00447(10) 0.02224(12) 0.02317(11) O2 0.0339(2) 0.0965(4) 0.0324(2) -0.0047(2) -0.00593(19) -0.0078(2) O3 0.0780(2) 0.0667(2) 0.0565(2) -0.01740(19) 0.000 0.000 O4 0.0583(3) 0.1321(6) 0.2226(8) 0.0932(5) 0.0408(4) 0.0200(4) O5 0.1808(14) 0.0909(8) 0.0773(7) -0.0408(6) 0.0337(8) -0.0660(7) O5' 0.2628(16) 0.0301(4) 0.1326(9) -0.0079(6) 0.000 0.000 O6 0.2513(10) 0.1850(6) 0.2243(7) 0.1298(5) 0.000 0.000 O7 0.0633(3) 0.0785(3) 0.0334(2) -0.0164(2) -0.0031(2) 0.0124(3) C21 0.0636(4) 0.0708(5) 0.0500(4) -0.0124(4) -0.0080(4) -0.0046(4) C22 0.2065(9) 0.2466(14) 0.0943(6) 0.0170(8) 0.0923(5) 0.1359(8) O7' 0.0837(4) 0.1011(4) 0.0568(3) -0.0075(3) 0.0150(3) -0.0092(4) C21' 0.1186(7) 0.0824(6) 0.0429(4) -0.0116(4) -0.0003(5) 0.0082(6) C22' 0.1031(5) 0.0349(3) 0.0317(3) 0.0026(3) -0.0014(4) -0.0159(4) N1 0.02893(16) 0.0619(2) 0.02323(15) -0.00364(17) 0.000 0.000 N2 0.05075(13) 0.02163(11) 0.03402(12) -0.00236(10) 0.00813(11) 0.01205(11) N3 0.03111(12) 0.05805(15) 0.04180(13) -0.02511(12) -0.00042(11) 0.00456(12) N4 0.03596(19) 0.0548(2) 0.1141(3) 0.0187(2) 0.000 0.000 N5 0.03027(18) 0.0712(3) 0.0676(3) 0.0181(2) 0.000 0.000 C1 0.02512(12) 0.03492(14) 0.02711(13) -0.00704(12) 0.00340(11) 0.00205(12) C2 0.03959(15) 0.03654(15) 0.03011(14) -0.00083(13) -0.00483(13) 0.00727(13) C3 0.04276(16) 0.03935(16) 0.04006(16) -0.00221(14) -0.00309(14) 0.01712(14) C4 0.03181(14) 0.03522(14) 0.02918(13) -0.00350(12) 0.00481(12) 0.00983(12) C5 0.04564(16) 0.05802(18) 0.02088(13) 0.00308(14) -0.00317(13) 0.01964(15) C6 0.04281(16) 0.04939(17) 0.03694(15) 0.00097(15) 0.00091(14) 0.02068(15) C7 0.04241(15) 0.03443(14) 0.02780(13) -0.01212(12) -0.00005(12) 0.00765(13) C8 0.0324(3) 0.0745(4) 0.0322(3) -0.0265(3) -0.0050(3) 0.0024(3) C9 0.0321(3) 0.0598(4) 0.0368(3) -0.0087(3) -0.0037(3) 0.0022(3) C11 0.0571(4) 0.0565(4) 0.0308(3) -0.0126(3) 0.0033(3) 0.0083(3) C12 0.0445(3) 0.0755(4) 0.0379(3) -0.0274(3) -0.0090(3) 0.0273(3) C8' 0.0654(3) 0.0370(3) 0.0855(4) -0.0363(3) 0.0571(3) -0.0242(3) C9' 0.0611(4) 0.0314(3) 0.0625(4) -0.0176(3) 0.0298(3) -0.0059(3) C11' 0.0393(3) 0.0387(3) 0.0447(3) -0.0123(3) 0.0140(3) -0.0065(3) C12' 0.0436(3) 0.0232(2) 0.0354(3) -0.0178(2) 0.0072(3) -0.0039(2) C10 0.03285(14) 0.03350(14) 0.03408(14) -0.00417(13) 0.00238(12) 0.00630(13) C13 0.02748(18) 0.0433(2) 0.02310(17) -0.00654(17) 0.000 0.000 C14 0.03646(14) 0.03073(14) 0.03113(14) -0.00442(13) 0.00037(12) -0.00502(13) C15 0.03506(14) 0.03486(15) 0.04512(16) 0.00084(14) 0.00804(13) 0.00619(13) C16 0.0310(2) 0.0347(2) 0.0650(3) 0.0138(2) 0.000 0.000 C17 0.0431(3) 0.0402(3) 0.0271(3) 0.0025(3) -0.0032(3) 0.0003(3) C18 0.0321(3) 0.0278(2) 0.0873(5) 0.0286(4) -0.0234(3) -0.0172(3) C19 0.0792(2) 0.0671(3) 0.1485(4) 0.0249(3) -0.0681(2) -0.0135(2) C20 0.0762(2) 0.0636(2) 0.0519(2) 0.01309(19) -0.0136(2) 0.0017(2) _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 Zn1 N3 2.1326(3) 3 ? Zn1 N3 2.1326(3) 11_655 ? Zn1 N3 2.1326(3) . ? Zn1 N3 2.1326(3) 9_655 ? Zn1 O3 2.2227(4) 9_655 ? Zn1 O3 2.2227(4) . ? Cl1 Cl1 0.8653(5) 11_655 ? Cl1 O6 1.2059(9) . ? Cl1 O4 1.3588(7) . ? Cl1 O3 1.4022(5) . ? Cl1 O5 1.6949(13) . ? Cl1 O5' 1.7161(11) . ? Cl1 O5 2.0290(14) 11_655 ? O1 C7 1.2025(4) . ? O2 C17 1.1633(7) . ? O3 Cl1 1.4022(5) 11_655 ? O5 O5 1.438(3) 11_655 ? O5 Cl1 2.0290(14) 11_655 ? O5' Cl1 1.7161(11) 11_655 ? O6 Cl1 1.2059(9) 11_655 ? O7 C21 1.4221(11) . ? O7 H7 0.8400 . ? C21 C22 1.6057(15) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? O7' C21' 1.3864(12) . ? O7' H7' 0.8400 . ? C21' C22' 1.5285(12) . ? C21' H21C 0.9900 . ? C21' H21D 0.9900 . ? C22' H22D 0.9800 . ? C22' H22E 0.9800 . ? C22' H22F 0.9800 . ? N1 C13 1.4131(5) . ? N1 C1 1.4348(3) . ? N1 C1 1.4348(3) 3_566 ? N2 C7 1.3390(4) . ? N2 C4 1.4230(4) . ? N2 H2A 0.886(3) . ? N3 C12' 1.2643(6) . ? N3 C8 1.2843(7) . ? N3 C8' 1.3938(7) . ? N3 C12 1.3957(7) . ? N4 C17 1.1289(7) 3_566 ? N4 C17 1.1289(7) . ? N4 C16 1.4118(6) . ? N4 H4A 0.9058(11) . ? N5 C20 1.3293(5) . ? N5 C20 1.3293(5) 3_566 ? C1 C2 1.3748(4) . ? C1 C6 1.3828(4) . ? C2 C3 1.3862(4) . ? C2 H2 0.9500 . ? C3 C4 1.3927(4) . ? C3 H3 0.9500 . ? C4 C5 1.3747(4) . ? C5 C6 1.3589(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C10 1.5086(4) . ? C8 C9 1.3982(9) . ? C8 H8 0.9500 . ? C9 C10 1.3267(7) . ? C9 H9 0.9500 . ? C11 C12 1.3713(10) . ? C11 C10 1.4109(8) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C8' C9' 1.4002(10) . ? C8' H8' 0.9500 . ? C9' C10 1.3873(8) . ? C9' H9' 0.9500 . ? C11' C10 1.3327(7) . ? C11' C12' 1.3924(9) . ? C11' H11' 0.9500 . ? C12' H12' 0.9500 . ? C13 C14 1.3882(4) 3_566 ? C13 C14 1.3882(4) . ? C14 C15 1.3940(4) . ? C14 H14 0.9500 . ? C15 C16 1.3866(4) . ? C15 H15 0.9500 . ? C16 C15 1.3866(4) 3_566 ? C17 C17 1.5072(12) 3_566 ? C17 C18 1.5734(8) . ? C17 C18 1.9874(8) 3_566 ? C18 C19 0.9562(8) . ? C18 C18 0.9784(13) 3_566 ? C18 C19 1.7895(9) 3_566 ? C18 C17 1.9874(8) 3_566 ? C19 C20 1.3385(6) . ? C19 C18 1.7895(9) 3_566 ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? 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 N3 Zn1 N3 180.00(2) 3 11_655 ? N3 Zn1 N3 91.707(15) 3 . ? N3 Zn1 N3 88.294(15) 11_655 . ? N3 Zn1 N3 88.293(15) 3 9_655 ? N3 Zn1 N3 91.706(15) 11_655 9_655 ? N3 Zn1 N3 180.000(15) . 9_655 ? N3 Zn1 O3 89.495(11) 3 9_655 ? N3 Zn1 O3 90.505(11) 11_655 9_655 ? N3 Zn1 O3 90.505(11) . 9_655 ? N3 Zn1 O3 89.495(11) 9_655 9_655 ? N3 Zn1 O3 90.505(11) 3 . ? N3 Zn1 O3 89.495(11) 11_655 . ? N3 Zn1 O3 89.495(11) . . ? N3 Zn1 O3 90.505(11) 9_655 . ? O3 Zn1 O3 180.00(2) 9_655 . ? Cl1 Cl1 O6 68.974(19) 11_655 . ? Cl1 Cl1 O4 178.97(4) 11_655 . ? O6 Cl1 O4 111.60(5) . . ? Cl1 Cl1 O3 72.028(11) 11_655 . ? O6 Cl1 O3 140.72(3) . . ? O4 Cl1 O3 107.46(4) . . ? Cl1 Cl1 O5 99.72(5) 11_655 . ? O6 Cl1 O5 85.56(6) . . ? O4 Cl1 O5 81.20(7) . . ? O3 Cl1 O5 96.59(5) . . ? Cl1 Cl1 O5' 75.397(12) 11_655 . ? O6 Cl1 O5' 82.09(6) . . ? O4 Cl1 O5' 103.78(4) . . ? O3 Cl1 O5' 92.68(4) . . ? O5 Cl1 O5' 167.65(6) . . ? Cl1 Cl1 O5 55.42(4) 11_655 11_655 ? O6 Cl1 O5 71.41(5) . 11_655 ? O4 Cl1 O5 125.51(6) . 11_655 ? O3 Cl1 O5 82.95(4) . 11_655 ? O5 Cl1 O5 44.30(9) . 11_655 ? O5' Cl1 O5 129.59(5) . 11_655 ? Cl1 O3 Cl1 35.94(2) 11_655 . ? Cl1 O3 Zn1 162.010(11) 11_655 . ? Cl1 O3 Zn1 162.010(11) . . ? O5 O5 Cl1 80.28(5) 11_655 . ? O5 O5 Cl1 55.42(4) 11_655 11_655 ? Cl1 O5 Cl1 24.86(2) . 11_655 ? Cl1 O5' Cl1 29.21(2) 11_655 . ? Cl1 O6 Cl1 42.05(4) 11_655 . ? C21 O7 H7 109.5 . . ? O7 C21 C22 111.69(9) . . ? O7 C21 H21A 109.3 . . ? C22 C21 H21A 109.3 . . ? O7 C21 H21B 109.3 . . ? C22 C21 H21B 109.3 . . ? H21A C21 H21B 107.9 . . ? C21' O7' H7' 109.5 . . ? O7' C21' C22' 113.26(7) . . ? O7' C21' H21C 108.9 . . ? C22' C21' H21C 108.9 . . ? O7' C21' H21D 108.9 . . ? C22' C21' H21D 108.9 . . ? H21C C21' H21D 107.7 . . ? C21' C22' H22D 109.5 . . ? C21' C22' H22E 109.5 . . ? H22D C22' H22E 109.5 . . ? C21' C22' H22F 109.5 . . ? H22D C22' H22F 109.5 . . ? H22E C22' H22F 109.5 . . ? C13 N1 C1 121.091(16) . . ? C13 N1 C1 121.091(16) . 3_566 ? C1 N1 C1 117.82(3) . 3_566 ? C7 N2 C4 125.64(2) . . ? C7 N2 H2A 122.99(18) . . ? C4 N2 H2A 111.31(18) . . ? C12' N3 C8 83.71(4) . . ? C12' N3 C8' 118.64(4) . . ? C8 N3 C8' 60.66(4) . . ? C12' N3 C12 62.93(4) . . ? C8 N3 C12 117.84(4) . . ? C8' N3 C12 90.29(5) . . ? C12' N3 Zn1 123.61(3) . . ? C8 N3 Zn1 125.05(3) . . ? C8' N3 Zn1 117.75(3) . . ? C12 N3 Zn1 117.09(3) . . ? C17 N4 C17 83.76(7) 3_566 . ? C17 N4 C16 138.12(3) 3_566 . ? C17 N4 C16 138.12(3) . . ? C17 N4 H4A 26.66(9) 3_566 . ? C17 N4 H4A 110.41(10) . . ? C16 N4 H4A 111.47(9) . . ? C20 N5 C20 115.97(5) . 3_566 ? C2 C1 C6 119.18(3) . . ? C2 C1 N1 118.33(2) . . ? C6 C1 N1 122.49(3) . . ? C1 C2 C3 119.81(3) . . ? C1 C2 H2 120.1 . . ? C3 C2 H2 120.1 . . ? C2 C3 C4 119.95(3) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 119.73(3) . . ? C5 C4 N2 123.01(3) . . ? C3 C4 N2 117.24(3) . . ? C6 C5 C4 119.67(3) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C1 121.65(3) . . ? C5 C6 H6 119.2 . . ? C1 C6 H6 119.2 . . ? O1 C7 N2 124.33(3) . . ? O1 C7 C10 120.51(3) . . ? N2 C7 C10 115.14(3) . . ? N3 C8 C9 123.15(6) . . ? N3 C8 H8 118.4 . . ? C9 C8 H8 118.4 . . ? C10 C9 C8 119.95(6) . . ? C10 C9 H9 120.0 . . ? C8 C9 H9 120.0 . . ? C12 C11 C10 117.71(6) . . ? C12 C11 H11 121.1 . . ? C10 C11 H11 121.1 . . ? C11 C12 N3 121.80(6) . . ? C11 C12 H12 119.1 . . ? N3 C12 H12 119.1 . . ? N3 C8' C9' 120.21(6) . . ? N3 C8' H8' 119.9 . . ? C9' C8' H8' 119.9 . . ? C10 C9' C8' 118.51(6) . . ? C10 C9' H9' 120.7 . . ? C8' C9' H9' 120.7 . . ? C10 C11' C12' 120.73(5) . . ? C10 C11' H11' 119.6 . . ? C12' C11' H11' 119.6 . . ? N3 C12' C11' 123.02(5) . . ? N3 C12' H12' 118.5 . . ? C11' C12' H12' 118.5 . . ? C9 C10 C11' 83.49(4) . . ? C9 C10 C9' 60.49(4) . . ? C11' C10 C9' 118.46(4) . . ? C9 C10 C11 119.39(4) . . ? C11' C10 C11 61.58(4) . . ? C9' C10 C11 93.26(4) . . ? C9 C10 C7 121.85(4) . . ? C11' C10 C7 125.16(4) . . ? C9' C10 C7 116.26(4) . . ? C11 C10 C7 118.76(4) . . ? C14 C13 C14 119.44(4) 3_566 . ? C14 C13 N1 120.279(18) 3_566 . ? C14 C13 N1 120.279(18) . . ? C13 C14 C15 120.20(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C16 C15 C14 120.41(3) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C15 119.33(4) . 3_566 ? C15 C16 N4 120.33(2) . . ? C15 C16 N4 120.33(2) 3_566 . ? N4 C17 O2 114.21(6) . . ? N4 C17 C17 48.12(3) . 3_566 ? O2 C17 C17 162.33(4) . 3_566 ? N4 C17 C18 128.44(5) . . ? O2 C17 C18 117.35(5) . . ? C17 C17 C18 80.32(3) 3_566 . ? N4 C17 C18 99.42(4) . 3_566 ? O2 C17 C18 146.36(5) . 3_566 ? C17 C17 C18 51.30(2) 3_566 3_566 ? C18 C17 C18 29.03(4) . 3_566 ? C19 C18 C18 135.33(5) . 3_566 ? C19 C18 C17 124.95(7) . . ? C18 C18 C17 99.66(3) 3_566 . ? C19 C18 C19 113.31(6) . 3_566 ? C18 C18 C19 22.06(2) 3_566 3_566 ? C17 C18 C19 121.72(4) . 3_566 ? C19 C18 C17 173.30(6) . 3_566 ? C18 C18 C17 51.30(2) 3_566 3_566 ? C17 C18 C17 48.38(4) . 3_566 ? C19 C18 C17 73.35(3) 3_566 3_566 ? C18 C19 C20 132.81(7) . . ? C18 C19 C18 22.60(4) . 3_566 ? C20 C19 C18 110.23(4) . 3_566 ? C18 C19 H19 113.6 . . ? C20 C19 H19 113.6 . . ? C18 C19 H19 136.1 3_566 . ? N5 C20 C19 123.83(4) . . ? N5 C20 H20 118.1 . . ? C19 C20 H20 118.1 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.449 _refine_diff_density_min -0.715 _refine_diff_density_rms 0.138 data_ca06 _database_code_depnum_ccdc_archive 'CCDC 930837' #TrackingRef '3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C36 H27 Cu I N7 O3), 2(C3 H7 N O), (C H4 O)' _chemical_formula_sum 'C43 H45 Cu I N9 O6' _chemical_formula_weight 974.32 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 25.242(9) _cell_length_b 19.401(7) _cell_length_c 8.718(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.011(6) _cell_angle_gamma 90.00 _cell_volume 4269(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 891 _cell_measurement_theta_min 1.32 _cell_measurement_theta_max 24.71 _exptl_crystal_description rod _exptl_crystal_colour red _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1984 _exptl_absorpt_coefficient_mu 1.293 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.8775 _exptl_absorpt_correction_T_max 0.9701 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method 'phi-omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 39330 _diffrn_reflns_av_R_equivalents 0.0706 _diffrn_reflns_av_sigmaI/netI 0.0566 _diffrn_reflns_limit_h_min -29 _diffrn_reflns_limit_h_max 29 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 24.71 _reflns_number_total 7265 _reflns_number_gt 6295 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep-3 _computing_publication_material 'Wingx publication routines (Farrugia, 1999)' _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^)+(0.1733P)^2^+40.5989P] 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 7265 _refine_ls_number_parameters 560 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1038 _refine_ls_R_factor_gt 0.0932 _refine_ls_wR_factor_ref 0.2845 _refine_ls_wR_factor_gt 0.2713 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.038 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.44866(5) 0.49971(7) -0.46649(18) 0.0365(4) Uani 1 1 d . . . I1 I 0.48372(3) 0.42845(4) -0.70038(10) 0.0416(3) Uani 1 1 d . . . O1 O 0.3063(3) 0.3130(3) 0.0781(8) 0.0286(15) Uani 1 1 d . . . O2 O 0.2495(4) -0.3065(4) 0.1620(13) 0.059(3) Uani 1 1 d . . . O3 O -0.0412(3) -0.0933(5) 0.3227(14) 0.061(3) Uani 1 1 d . . . O4 O 0.0791(5) 0.6420(6) 0.3915(18) 0.085(4) Uani 1 1 d . . . O5 O 0.6086(4) 0.3318(6) 1.0678(16) 0.073(3) Uani 1 1 d . . . O6 O 0.9522(12) 0.7177(14) 0.675(6) 0.232(18) Uani 1 1 d . . . H6B H 0.9469 0.6780 0.7094 0.348 Uiso 1 1 calc R . . N1 N 0.1837(3) 0.0207(4) 0.1361(12) 0.033(2) Uani 1 1 d . . . N2 N 0.2939(3) 0.2417(4) -0.1246(10) 0.0255(18) Uani 1 1 d . . . N3 N 0.4078(4) 0.4337(4) -0.3264(10) 0.0295(19) Uani 1 1 d . . . N4 N 0.2938(4) -0.2208(5) 0.2830(13) 0.037(2) Uani 1 1 d . . . N5 N 0.3920(4) -0.4345(5) 0.4461(12) 0.039(2) Uani 1 1 d . . . N6 N -0.0346(3) 0.0176(5) 0.2499(13) 0.037(2) Uani 1 1 d . . . N7 N -0.2274(4) -0.0168(6) 0.3922(14) 0.046(3) Uani 1 1 d . . . N8 N 0.0800(6) 0.7547(7) 0.451(2) 0.078(4) Uani 1 1 d . . . N9 N 0.5261(5) 0.3158(7) 0.9773(18) 0.066(3) Uani 1 1 d . . . C1 C 0.2107(4) 0.0776(5) 0.0741(13) 0.030(2) Uani 1 1 d . . . C2 C 0.2521(4) 0.0666(5) -0.0264(13) 0.032(2) Uani 1 1 d . . . H2 H 0.2615 0.0208 -0.0530 0.038 Uiso 1 1 calc R . . C3 C 0.2794(4) 0.1210(6) -0.0877(13) 0.033(2) Uani 1 1 d . . . H3 H 0.3078 0.1127 -0.1555 0.040 Uiso 1 1 calc R . . C4 C 0.2658(4) 0.1868(5) -0.0512(12) 0.027(2) Uani 1 1 d . . . C5 C 0.2253(4) 0.1991(5) 0.0503(13) 0.029(2) Uani 1 1 d . . . H5 H 0.2159 0.2451 0.0757 0.035 Uiso 1 1 calc R . . C6 C 0.1989(4) 0.1449(5) 0.1138(13) 0.031(2) Uani 1 1 d . . . H6 H 0.1721 0.1535 0.1863 0.037 Uiso 1 1 calc R . . C7 C 0.3126(4) 0.2990(5) -0.0552(11) 0.023(2) Uani 1 1 d . . . C8 C 0.3448(4) 0.3449(5) -0.1574(11) 0.025(2) Uani 1 1 d . . . C9 C 0.3678(4) 0.3240(6) -0.2898(12) 0.032(2) Uani 1 1 d . . . H9 H 0.3626 0.2782 -0.3256 0.038 Uiso 1 1 calc R . . C10 C 0.3986(4) 0.3690(6) -0.3724(12) 0.032(2) Uani 1 1 d . . . H10 H 0.4138 0.3535 -0.4652 0.038 Uiso 1 1 calc R . . C11 C 0.3860(5) 0.4543(5) -0.1953(15) 0.039(3) Uani 1 1 d . . . H11 H 0.3923 0.5000 -0.1606 0.047 Uiso 1 1 calc R . . C12 C 0.3543(5) 0.4114(5) -0.1079(14) 0.036(3) Uani 1 1 d . . . H12 H 0.3395 0.4277 -0.0154 0.043 Uiso 1 1 calc R . . C13 C 0.2117(4) -0.0415(5) 0.1666(12) 0.028(2) Uani 1 1 d . . . C14 C 0.1949(4) -0.1033(6) 0.1041(15) 0.037(3) Uani 1 1 d . . . H14 H 0.1651 -0.1045 0.0359 0.045 Uiso 1 1 calc R . . C15 C 0.2214(4) -0.1635(5) 0.1410(14) 0.034(2) Uani 1 1 d . . . H15 H 0.2097 -0.2061 0.0987 0.041 Uiso 1 1 calc R . . C16 C 0.2649(4) -0.1621(5) 0.2388(12) 0.030(2) Uani 1 1 d . . . C17 C 0.2822(4) -0.0993(6) 0.2987(15) 0.037(2) Uani 1 1 d . . . H17 H 0.3124 -0.0978 0.3653 0.044 Uiso 1 1 calc R . . C18 C 0.2555(4) -0.0396(6) 0.2616(14) 0.038(3) Uani 1 1 d . . . H18 H 0.2676 0.0033 0.3020 0.045 Uiso 1 1 calc R . . C19 C 0.2845(4) -0.2873(6) 0.2486(13) 0.035(2) Uani 1 1 d . . . C20 C 0.3225(4) -0.3382(5) 0.3229(14) 0.035(3) Uani 1 1 d . . . C21 C 0.3292(4) -0.4013(6) 0.2530(16) 0.040(3) Uani 1 1 d . . . H21 H 0.3098 -0.4128 0.1621 0.048 Uiso 1 1 calc R . . C22 C 0.3644(4) -0.4470(6) 0.3173(14) 0.036(2) Uani 1 1 d . . . H22 H 0.3693 -0.4901 0.2676 0.043 Uiso 1 1 calc R . . C23 C 0.3837(5) -0.3748(6) 0.5152(15) 0.044(3) Uani 1 1 d . . . H23 H 0.4019 -0.3656 0.6093 0.053 Uiso 1 1 calc R . . C24 C 0.3498(5) -0.3254(6) 0.4559(14) 0.042(3) Uani 1 1 d . . . H24 H 0.3455 -0.2827 0.5076 0.051 Uiso 1 1 calc R . . C25 C 0.1285(4) 0.0230(5) 0.1678(13) 0.031(2) Uani 1 1 d . . . C26 C 0.0939(4) 0.0600(5) 0.0758(14) 0.034(2) Uani 1 1 d . . . H26 H 0.1067 0.0868 -0.0069 0.040 Uiso 1 1 calc R . . C27 C 0.0395(4) 0.0579(6) 0.1056(15) 0.036(3) Uani 1 1 d . . . H27 H 0.0153 0.0839 0.0441 0.043 Uiso 1 1 calc R . . C28 C 0.0210(4) 0.0180(6) 0.2238(14) 0.035(2) Uani 1 1 d . . . C29 C 0.0561(4) -0.0167(6) 0.3182(14) 0.035(2) Uani 1 1 d . . . H29 H 0.0436 -0.0422 0.4032 0.042 Uiso 1 1 calc R . . C30 C 0.1097(5) -0.0143(6) 0.2885(15) 0.039(3) Uani 1 1 d . . . H30 H 0.1338 -0.0390 0.3529 0.047 Uiso 1 1 calc R . . C31 C -0.0617(4) -0.0371(6) 0.3001(16) 0.041(3) Uani 1 1 d . . . C32 C -0.1199(4) -0.0283(6) 0.3238(14) 0.037(2) Uani 1 1 d . . . C33 C -0.1472(5) 0.0332(7) 0.3031(17) 0.047(3) Uani 1 1 d . . . H33 H -0.1297 0.0729 0.2649 0.057 Uiso 1 1 calc R . . C34 C -0.1998(5) 0.0355(6) 0.3390(17) 0.046(3) Uani 1 1 d . . . H34 H -0.2178 0.0781 0.3246 0.055 Uiso 1 1 calc R . . C35 C -0.2014(6) -0.0752(6) 0.4070(18) 0.051(3) Uani 1 1 d . . . H35 H -0.2203 -0.1143 0.4420 0.061 Uiso 1 1 calc R . . C36 C -0.1476(5) -0.0835(7) 0.3746(19) 0.052(3) Uani 1 1 d . . . H36 H -0.1308 -0.1269 0.3880 0.063 Uiso 1 1 calc R . . C37 C 0.0602(7) 0.6907(8) 0.453(2) 0.074(5) Uani 1 1 d . . . H37 H 0.0286 0.6835 0.5087 0.088 Uiso 1 1 calc R . . C38 C 0.1252(9) 0.7731(13) 0.373(3) 0.115(9) Uani 1 1 d . . . H38A H 0.1464 0.7319 0.3524 0.172 Uiso 1 1 calc R . . H38B H 0.1462 0.8056 0.4348 0.172 Uiso 1 1 calc R . . H38C H 0.1150 0.7950 0.2752 0.172 Uiso 1 1 calc R . . C39 C 0.0504(11) 0.8118(10) 0.522(3) 0.114(8) Uani 1 1 d U . . H39A H 0.0236 0.7929 0.5901 0.170 Uiso 1 1 calc R . . H39B H 0.0331 0.8394 0.4416 0.170 Uiso 1 1 calc R . . H39C H 0.0750 0.8409 0.5815 0.170 Uiso 1 1 calc R . . C40 C 0.5672(9) 0.310(3) 1.055(5) 0.21(2) Uani 1 1 d . . . H40 H 0.5625 0.2745 1.1292 0.249 Uiso 1 1 calc R . . C41 C 0.5250(9) 0.3758(12) 0.878(2) 0.095(7) Uani 1 1 d . . . H41A H 0.5612 0.3927 0.8641 0.142 Uiso 1 1 calc R . . H41B H 0.5035 0.4121 0.9242 0.142 Uiso 1 1 calc R . . H41C H 0.5096 0.3631 0.7777 0.142 Uiso 1 1 calc R . . C42 C 0.4752(8) 0.2830(12) 0.989(3) 0.104(8) Uani 1 1 d . . . H42A H 0.4753 0.2396 0.9319 0.156 Uiso 1 1 calc R . . H42B H 0.4477 0.3135 0.9466 0.156 Uiso 1 1 calc R . . H42C H 0.4679 0.2737 1.0973 0.156 Uiso 1 1 calc R . . C43 C 0.9140(14) 0.7586(12) 0.716(6) 0.19(2) Uani 1 1 d . . . H43A H 0.9210 0.7747 0.8212 0.290 Uiso 1 1 calc R . . H43B H 0.8803 0.7335 0.7121 0.290 Uiso 1 1 calc R . . H43C H 0.9121 0.7982 0.6467 0.290 Uiso 1 1 calc R . . H2A H 0.297(3) 0.235(4) -0.218(12) 0.000(19) Uiso 1 1 d . . . H4A H 0.321(4) -0.210(5) 0.333(10) 0.00(2) Uiso 1 1 d . . . H6A H -0.057(7) 0.038(9) 0.18(2) 0.07(5) 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 Cu1 0.0287(7) 0.0256(7) 0.0556(9) 0.0152(6) 0.0128(6) 0.0037(5) I1 0.0346(4) 0.0334(4) 0.0574(5) 0.0016(3) 0.0147(4) -0.0003(3) O1 0.039(4) 0.023(3) 0.023(4) 0.002(3) 0.007(3) 0.000(3) O2 0.062(6) 0.028(4) 0.087(8) 0.002(4) -0.021(6) 0.002(4) O3 0.028(4) 0.038(5) 0.116(9) 0.015(5) 0.003(5) -0.003(4) O4 0.065(7) 0.057(7) 0.133(11) -0.035(7) 0.006(7) -0.003(6) O5 0.035(5) 0.067(7) 0.118(10) -0.004(7) -0.016(6) -0.014(5) O6 0.17(2) 0.13(2) 0.39(5) 0.08(3) 0.10(3) 0.048(19) N1 0.021(4) 0.020(4) 0.058(6) 0.014(4) 0.009(4) 0.001(3) N2 0.035(5) 0.024(4) 0.018(5) 0.000(3) 0.009(3) -0.009(4) N3 0.028(4) 0.029(5) 0.031(5) 0.007(3) 0.004(4) 0.000(3) N4 0.025(5) 0.031(5) 0.053(6) 0.011(4) 0.001(5) 0.004(4) N5 0.040(5) 0.033(5) 0.045(6) 0.013(4) 0.018(5) 0.012(4) N6 0.012(4) 0.033(5) 0.067(7) 0.001(5) -0.004(4) -0.001(3) N7 0.030(5) 0.042(6) 0.066(7) -0.005(5) 0.010(5) -0.009(4) N8 0.088(10) 0.042(7) 0.103(11) -0.008(7) 0.000(9) -0.007(7) N9 0.036(6) 0.069(8) 0.093(10) -0.008(7) -0.011(6) 0.005(6) C1 0.024(5) 0.024(5) 0.042(6) 0.009(4) 0.004(4) -0.006(4) C2 0.033(6) 0.022(5) 0.041(6) 0.001(4) 0.009(5) 0.001(4) C3 0.035(6) 0.030(5) 0.035(6) -0.003(4) 0.014(5) -0.004(4) C4 0.027(5) 0.024(5) 0.029(5) 0.006(4) 0.003(4) -0.006(4) C5 0.029(5) 0.019(5) 0.041(6) 0.005(4) 0.006(4) -0.004(4) C6 0.025(5) 0.027(5) 0.042(6) 0.006(4) 0.010(4) -0.001(4) C7 0.022(5) 0.013(4) 0.033(6) 0.009(4) 0.001(4) -0.001(3) C8 0.024(5) 0.025(5) 0.025(5) 0.006(4) 0.001(4) -0.003(4) C9 0.034(5) 0.030(5) 0.032(6) 0.000(4) 0.003(5) -0.010(4) C10 0.031(5) 0.035(6) 0.030(5) 0.005(4) 0.011(4) -0.007(4) C11 0.040(6) 0.015(5) 0.062(8) 0.002(5) 0.016(6) -0.006(4) C12 0.044(6) 0.018(5) 0.046(7) 0.004(4) 0.019(5) 0.003(4) C13 0.022(5) 0.027(5) 0.034(6) 0.006(4) 0.002(4) -0.001(4) C14 0.026(5) 0.027(6) 0.059(7) 0.009(5) -0.004(5) 0.003(4) C15 0.033(6) 0.021(5) 0.049(7) 0.003(4) -0.008(5) 0.000(4) C16 0.027(5) 0.026(5) 0.038(6) 0.008(4) 0.002(4) 0.004(4) C17 0.029(5) 0.031(6) 0.050(7) 0.002(5) -0.008(5) 0.005(4) C18 0.031(6) 0.028(6) 0.054(7) 0.001(5) 0.001(5) -0.001(4) C19 0.027(5) 0.032(6) 0.046(7) 0.006(5) -0.006(5) 0.003(4) C20 0.032(5) 0.026(5) 0.049(7) 0.009(5) 0.009(5) 0.003(4) C21 0.029(6) 0.023(5) 0.066(8) 0.001(5) 0.000(5) 0.003(4) C22 0.034(6) 0.024(5) 0.050(7) 0.000(5) 0.005(5) -0.003(4) C23 0.049(7) 0.041(7) 0.041(7) 0.006(5) 0.007(5) 0.013(6) C24 0.050(7) 0.035(6) 0.043(7) 0.010(5) 0.004(6) 0.018(5) C25 0.022(5) 0.024(5) 0.046(7) -0.001(4) 0.002(4) -0.001(4) C26 0.025(5) 0.028(5) 0.048(7) 0.009(5) 0.004(5) -0.001(4) C27 0.024(5) 0.028(5) 0.055(7) 0.010(5) -0.003(5) 0.002(4) C28 0.021(5) 0.032(5) 0.054(7) 0.001(5) 0.011(5) -0.004(4) C29 0.017(5) 0.041(6) 0.048(7) 0.008(5) 0.000(5) -0.005(4) C30 0.033(6) 0.033(6) 0.051(7) 0.011(5) 0.003(5) -0.001(5) C31 0.027(6) 0.033(6) 0.064(8) 0.005(6) 0.003(5) 0.002(5) C32 0.032(6) 0.037(6) 0.042(6) -0.004(5) 0.003(5) -0.002(5) C33 0.033(6) 0.042(7) 0.067(8) 0.006(6) -0.001(6) -0.007(5) C34 0.029(6) 0.034(6) 0.074(9) 0.003(6) -0.004(6) 0.001(5) C35 0.041(7) 0.037(7) 0.075(10) 0.001(6) 0.015(7) -0.012(5) C36 0.036(7) 0.031(6) 0.090(11) -0.002(6) 0.001(7) -0.007(5) C37 0.071(10) 0.045(9) 0.106(14) -0.006(9) 0.007(10) -0.003(8) C38 0.089(15) 0.108(18) 0.15(2) 0.014(16) -0.019(15) -0.051(14) C39 0.140(16) 0.052(10) 0.149(16) -0.033(11) -0.005(14) 0.008(10) C40 0.052(13) 0.32(5) 0.25(4) -0.20(4) -0.030(19) 0.05(2) C41 0.094(14) 0.119(17) 0.071(12) 0.048(12) 0.006(10) 0.010(13) C42 0.060(11) 0.091(15) 0.16(2) -0.016(15) -0.025(13) -0.017(10) C43 0.19(3) 0.048(12) 0.34(6) -0.02(2) 0.13(4) 0.028(17) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N5 2.052(10) 1_564 ? Cu1 N3 2.058(8) . ? Cu1 I1 2.6239(19) 3_664 ? Cu1 I1 2.6299(18) . ? Cu1 Cu1 2.667(3) 3_664 ? I1 Cu1 2.6239(19) 3_664 ? O1 C7 1.207(12) . ? O2 C19 1.209(15) . ? O3 C31 1.222(15) . ? O4 C37 1.19(2) . ? O5 C40 1.13(3) . ? O6 C43 1.31(3) . ? O6 H6B 0.8400 . ? N1 C1 1.410(12) . ? N1 C13 1.421(13) . ? N1 C25 1.424(13) . ? N2 C7 1.348(13) . ? N2 C4 1.436(12) . ? N2 H2A 0.83(10) . ? N3 C10 1.337(14) . ? N3 C11 1.339(15) . ? N4 C19 1.344(15) . ? N4 C16 1.402(13) . ? N4 H4A 0.84(10) . ? N5 C23 1.324(16) . ? N5 C22 1.334(17) . ? N5 Cu1 2.052(10) 1_546 ? N6 C31 1.340(15) . ? N6 C28 1.427(13) . ? N6 H6A 0.93(18) . ? N7 C35 1.313(17) . ? N7 C34 1.320(16) . ? N8 C37 1.34(2) . ? N8 C38 1.39(3) . ? N8 C39 1.48(3) . ? N9 C40 1.23(3) . ? N9 C42 1.44(2) . ? N9 C41 1.45(2) . ? C1 C6 1.385(15) . ? C1 C2 1.390(15) . ? C2 C3 1.376(15) . ? C2 H2 0.9500 . ? C3 C4 1.360(15) . ? C3 H3 0.9500 . ? C4 C5 1.386(15) . ? C5 C6 1.368(14) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.507(12) . ? C8 C9 1.363(15) . ? C8 C12 1.380(15) . ? C9 C10 1.380(14) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.390(15) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C18 1.371(16) . ? C13 C14 1.382(16) . ? C14 C15 1.382(15) . ? C14 H14 0.9500 . ? C15 C16 1.378(16) . ? C15 H15 0.9500 . ? C16 C17 1.393(16) . ? C17 C18 1.376(16) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.515(15) . ? C20 C24 1.360(18) . ? C20 C21 1.380(16) . ? C21 C22 1.368(17) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.381(17) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C30 1.370(16) . ? C25 C26 1.378(16) . ? C26 C27 1.403(16) . ? C26 H26 0.9500 . ? C27 C28 1.376(16) . ? C27 H27 0.9500 . ? C28 C29 1.374(17) . ? C29 C30 1.382(16) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.496(15) . ? C32 C36 1.357(18) . ? C32 C33 1.387(18) . ? C33 C34 1.372(17) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C36 1.402(19) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40 0.9500 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Cu1 N3 104.7(4) 1_564 . ? N5 Cu1 I1 108.5(3) 1_564 3_664 ? N3 Cu1 I1 109.2(3) . 3_664 ? N5 Cu1 I1 106.3(3) 1_564 . ? N3 Cu1 I1 108.2(3) . . ? I1 Cu1 I1 118.99(6) 3_664 . ? N5 Cu1 Cu1 126.1(3) 1_564 3_664 ? N3 Cu1 Cu1 129.1(3) . 3_664 ? I1 Cu1 Cu1 59.60(6) 3_664 3_664 ? I1 Cu1 Cu1 59.38(6) . 3_664 ? Cu1 I1 Cu1 61.01(6) 3_664 . ? C43 O6 H6B 109.5 . . ? C1 N1 C13 119.5(8) . . ? C1 N1 C25 122.1(8) . . ? C13 N1 C25 118.4(8) . . ? C7 N2 C4 125.7(9) . . ? C7 N2 H2A 121(6) . . ? C4 N2 H2A 113(6) . . ? C10 N3 C11 117.6(9) . . ? C10 N3 Cu1 119.5(7) . . ? C11 N3 Cu1 122.6(7) . . ? C19 N4 C16 129.1(11) . . ? C19 N4 H4A 120(6) . . ? C16 N4 H4A 110(6) . . ? C23 N5 C22 117.2(10) . . ? C23 N5 Cu1 119.3(9) . 1_546 ? C22 N5 Cu1 123.4(8) . 1_546 ? C31 N6 C28 124.5(10) . . ? C31 N6 H6A 105(10) . . ? C28 N6 H6A 118(10) . . ? C35 N7 C34 115.7(11) . . ? C37 N8 C38 123.8(18) . . ? C37 N8 C39 119.9(17) . . ? C38 N8 C39 116.0(18) . . ? C40 N9 C42 131(3) . . ? C40 N9 C41 114(3) . . ? C42 N9 C41 113.0(16) . . ? C6 C1 C2 118.0(9) . . ? C6 C1 N1 122.3(9) . . ? C2 C1 N1 119.7(9) . . ? C3 C2 C1 121.0(9) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C4 C3 C2 120.0(9) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 120.2(9) . . ? C3 C4 N2 117.6(9) . . ? C5 C4 N2 122.1(9) . . ? C6 C5 C4 119.7(9) . . ? C6 C5 H5 120.2 . . ? C4 C5 H5 120.2 . . ? C5 C6 C1 121.1(10) . . ? C5 C6 H6 119.4 . . ? C1 C6 H6 119.4 . . ? O1 C7 N2 124.5(9) . . ? O1 C7 C8 121.2(9) . . ? N2 C7 C8 114.2(9) . . ? C9 C8 C12 117.9(9) . . ? C9 C8 C7 124.6(9) . . ? C12 C8 C7 117.4(9) . . ? C8 C9 C10 120.4(10) . . ? C8 C9 H9 119.8 . . ? C10 C9 H9 119.8 . . ? N3 C10 C9 122.3(10) . . ? N3 C10 H10 118.9 . . ? C9 C10 H10 118.9 . . ? N3 C11 C12 122.6(10) . . ? N3 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C8 C12 C11 119.1(10) . . ? C8 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C18 C13 C14 120.1(10) . . ? C18 C13 N1 118.9(10) . . ? C14 C13 N1 120.9(9) . . ? C13 C14 C15 119.8(11) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C16 C15 C14 120.4(10) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 119.3(9) . . ? C15 C16 N4 123.9(10) . . ? C17 C16 N4 116.7(10) . . ? C18 C17 C16 120.0(11) . . ? C18 C17 H17 120.0 . . ? C16 C17 H17 120.0 . . ? C13 C18 C17 120.3(11) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? O2 C19 N4 123.8(10) . . ? O2 C19 C20 121.1(10) . . ? N4 C19 C20 115.0(10) . . ? C24 C20 C21 118.3(11) . . ? C24 C20 C19 123.6(10) . . ? C21 C20 C19 118.1(11) . . ? C22 C21 C20 118.5(12) . . ? C22 C21 H21 120.7 . . ? C20 C21 H21 120.7 . . ? N5 C22 C21 123.6(11) . . ? N5 C22 H22 118.2 . . ? C21 C22 H22 118.2 . . ? N5 C23 C24 122.7(13) . . ? N5 C23 H23 118.7 . . ? C24 C23 H23 118.7 . . ? C20 C24 C23 119.6(12) . . ? C20 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C30 C25 C26 119.8(10) . . ? C30 C25 N1 119.1(10) . . ? C26 C25 N1 121.0(10) . . ? C25 C26 C27 119.4(10) . . ? C25 C26 H26 120.3 . . ? C27 C26 H26 120.3 . . ? C28 C27 C26 120.0(10) . . ? C28 C27 H27 120.0 . . ? C26 C27 H27 120.0 . . ? C29 C28 C27 120.1(10) . . ? C29 C28 N6 121.9(10) . . ? C27 C28 N6 118.0(11) . . ? C28 C29 C30 119.6(11) . . ? C28 C29 H29 120.2 . . ? C30 C29 H29 120.2 . . ? C25 C30 C29 121.1(11) . . ? C25 C30 H30 119.5 . . ? C29 C30 H30 119.5 . . ? O3 C31 N6 122.8(10) . . ? O3 C31 C32 119.6(11) . . ? N6 C31 C32 117.6(10) . . ? C36 C32 C33 117.7(11) . . ? C36 C32 C31 117.9(11) . . ? C33 C32 C31 124.4(11) . . ? C34 C33 C32 118.6(12) . . ? C34 C33 H33 120.7 . . ? C32 C33 H33 120.7 . . ? N7 C34 C33 125.0(12) . . ? N7 C34 H34 117.5 . . ? C33 C34 H34 117.5 . . ? N7 C35 C36 124.2(12) . . ? N7 C35 H35 117.9 . . ? C36 C35 H35 117.9 . . ? C32 C36 C35 118.8(12) . . ? C32 C36 H36 120.6 . . ? C35 C36 H36 120.6 . . ? O4 C37 N8 125.3(18) . . ? O4 C37 H37 117.4 . . ? N8 C37 H37 117.4 . . ? N8 C38 H38A 109.5 . . ? N8 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N8 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N8 C39 H39A 109.5 . . ? N8 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N8 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? O5 C40 N9 142(6) . . ? O5 C40 H40 109.2 . . ? N9 C40 H40 109.2 . . ? N9 C41 H41A 109.5 . . ? N9 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N9 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N9 C42 H42A 109.5 . . ? N9 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N9 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O6 C43 H43A 109.5 . . ? O6 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? O6 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? 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 N6 H6A O4 0.93(18) 2.17(18) 2.924(15) 137(15) 2_545 N4 H4A O5 0.84(10) 2.12(11) 2.948(16) 170(9) 2_646 N2 H2A O1 0.83(10) 2.03(10) 2.824(11) 161(8) 4_565 O6 H6B O3 0.84 1.94 2.74(3) 159.7 4_666 _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 24.71 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 3.566 _refine_diff_density_min -1.070 _refine_diff_density_rms 0.163 data_ca17 _database_code_depnum_ccdc_archive 'CCDC 930838' #TrackingRef '4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C74 H54 Cu N16 O6 S2, 3(C3 H7 N O)' _chemical_formula_sum 'C83 H75 Cu N19 O9 S2' _chemical_formula_weight 1610.28 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 46.404(5) _cell_length_b 8.9009(9) _cell_length_c 19.4327(19) _cell_angle_alpha 90.00 _cell_angle_beta 90.374(3) _cell_angle_gamma 90.00 _cell_volume 8026.2(14) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 999 _cell_measurement_theta_min 1.75 _cell_measurement_theta_max 28.38 _exptl_crystal_description irregular _exptl_crystal_colour red _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.333 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3356 _exptl_absorpt_coefficient_mu 0.394 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9678 _exptl_absorpt_correction_T_max 0.9744 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method 'phi-omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 47542 _diffrn_reflns_av_R_equivalents 0.0575 _diffrn_reflns_av_sigmaI/netI 0.0493 _diffrn_reflns_limit_h_min -62 _diffrn_reflns_limit_h_max 61 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.05 _diffrn_reflns_theta_max 28.38 _reflns_number_total 9753 _reflns_number_gt 6819 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep-3 _computing_publication_material 'Wingx publication routines (Farrugia, 1999)' _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^)+(0.0997P)^2^+6.5683P] 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 9753 _refine_ls_number_parameters 545 _refine_ls_number_restraints 14 _refine_ls_R_factor_all 0.0934 _refine_ls_R_factor_gt 0.0593 _refine_ls_wR_factor_ref 0.1869 _refine_ls_wR_factor_gt 0.1543 _refine_ls_goodness_of_fit_ref 1.102 _refine_ls_restrained_S_all 1.108 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.2500 0.7500 0.0000 0.02081(14) Uani 1 2 d S . . S1 S 0.23955(3) 1.13632(14) 0.16713(7) 0.0724(4) Uani 1 1 d . . . O1 O 0.33673(5) 0.2535(2) 0.21752(10) 0.0287(4) Uani 1 1 d . . . O2 O 0.34416(4) 0.2447(2) 0.83003(10) 0.0290(4) Uani 1 1 d . . . O3 O 0.52753(5) 0.3017(4) 0.39464(12) 0.0608(8) Uani 1 1 d . . . O4 O 0.03738(6) 0.4037(4) 0.13417(16) 0.0714(9) Uani 1 1 d . . . O5 O 0.0647(4) 0.072(2) 0.2239(10) 0.241(8) Uani 0.50 1 d PDU . . N1 N 0.39965(5) 0.2719(3) 0.51968(11) 0.0260(5) Uani 1 1 d . . . N2 N 0.32965(6) 0.4380(3) 0.29530(12) 0.0292(6) Uani 1 1 d . . . N3 N 0.28603(5) 0.6320(3) 0.07263(11) 0.0254(5) Uani 1 1 d . . . N4 N 0.34544(5) 0.0465(3) 0.75590(12) 0.0244(5) Uani 1 1 d . . . N5 N 0.27939(4) -0.1355(3) 0.94072(11) 0.0229(5) Uani 1 1 d . . . N6 N 0.52059(5) 0.2407(3) 0.50553(14) 0.0300(6) Uani 1 1 d . . . N7 N 0.62960(6) 0.2702(3) 0.47776(16) 0.0408(7) Uani 1 1 d . . . N8 N 0.24796(5) 0.9229(3) 0.06432(11) 0.0258(5) Uani 1 1 d . . . N9 N 0.04584(7) 0.5981(4) 0.20665(16) 0.0565(9) Uani 1 1 d . . . N10 N 0.0166(2) 0.1162(11) 0.2395(5) 0.095(3) Uani 0.50 1 d PD . . C1 C 0.38188(5) 0.3063(3) 0.46208(13) 0.0224(5) Uani 1 1 d . . . C2 C 0.35587(6) 0.3797(3) 0.47253(14) 0.0270(6) Uani 1 1 d . . . H2 H 0.3500 0.4039 0.5180 0.032 Uiso 1 1 calc R . . C3 C 0.33835(6) 0.4181(3) 0.41697(14) 0.0278(6) Uani 1 1 d . . . H3 H 0.3205 0.4679 0.4246 0.033 Uiso 1 1 calc R . . C4 C 0.34680(6) 0.3838(3) 0.35048(13) 0.0235(6) Uani 1 1 d . . . C5 C 0.37243(6) 0.3074(4) 0.33990(14) 0.0290(6) Uani 1 1 d . . . H5 H 0.3782 0.2823 0.2945 0.035 Uiso 1 1 calc R . . C6 C 0.38966(6) 0.2676(3) 0.39567(14) 0.0290(6) Uani 1 1 d . . . H6 H 0.4070 0.2133 0.3882 0.035 Uiso 1 1 calc R . . C7 C 0.32719(6) 0.3769(3) 0.23247(13) 0.0223(5) Uani 1 1 d . . . C8 C 0.31217(5) 0.4696(3) 0.17853(13) 0.0221(5) Uani 1 1 d . . . C9 C 0.30856(6) 0.6234(3) 0.18333(14) 0.0258(6) Uani 1 1 d . . . H9 H 0.3148 0.6761 0.2232 0.031 Uiso 1 1 calc R . . C10 C 0.29580(6) 0.6989(3) 0.12924(15) 0.0274(6) Uani 1 1 d . . . H10 H 0.2939 0.8049 0.1326 0.033 Uiso 1 1 calc R . . C11 C 0.28961(6) 0.4832(4) 0.06813(14) 0.0314(7) Uani 1 1 d . . . H11 H 0.2829 0.4333 0.0279 0.038 Uiso 1 1 calc R . . C12 C 0.30269(7) 0.3986(3) 0.11927(15) 0.0314(6) Uani 1 1 d . . . H12 H 0.3051 0.2933 0.1138 0.038 Uiso 1 1 calc R . . C13 C 0.38623(5) 0.2175(3) 0.58055(13) 0.0236(6) Uani 1 1 d . . . C14 C 0.36763(6) 0.0966(3) 0.57666(14) 0.0268(6) Uani 1 1 d . . . H14 H 0.3638 0.0506 0.5335 0.032 Uiso 1 1 calc R . . C15 C 0.35459(6) 0.0425(3) 0.63538(14) 0.0256(6) Uani 1 1 d . . . H15 H 0.3418 -0.0405 0.6324 0.031 Uiso 1 1 calc R . . C16 C 0.36011(5) 0.1088(3) 0.69875(13) 0.0216(5) Uani 1 1 d . . . C17 C 0.37899(6) 0.2296(3) 0.70339(14) 0.0255(6) Uani 1 1 d . . . H17 H 0.3830 0.2749 0.7467 0.031 Uiso 1 1 calc R . . C18 C 0.39200(6) 0.2837(3) 0.64393(14) 0.0267(6) Uani 1 1 d . . . H18 H 0.4049 0.3664 0.6467 0.032 Uiso 1 1 calc R . . C19 C 0.33715(5) 0.1176(3) 0.81402(13) 0.0220(5) Uani 1 1 d . . . C20 C 0.31714(5) 0.0259(3) 0.85799(13) 0.0213(5) Uani 1 1 d . . . C21 C 0.29693(6) -0.0703(3) 0.82915(13) 0.0255(6) Uani 1 1 d . . . H21 H 0.2958 -0.0826 0.7807 0.031 Uiso 1 1 calc R . . C22 C 0.27853(6) -0.1479(3) 0.87191(13) 0.0257(6) Uani 1 1 d . . . H22 H 0.2646 -0.2130 0.8517 0.031 Uiso 1 1 calc R . . C23 C 0.29872(6) -0.0409(3) 0.96789(14) 0.0271(6) Uani 1 1 d . . . H23 H 0.2994 -0.0304 1.0165 0.033 Uiso 1 1 calc R . . C24 C 0.31777(6) 0.0424(3) 0.92891(13) 0.0261(6) Uani 1 1 d . . . H24 H 0.3310 0.1095 0.9503 0.031 Uiso 1 1 calc R . . C25 C 0.42990(6) 0.2614(3) 0.51398(13) 0.0228(5) Uani 1 1 d . . . C26 C 0.44506(6) 0.1490(3) 0.54858(14) 0.0262(6) Uani 1 1 d . . . H26 H 0.4349 0.0765 0.5749 0.031 Uiso 1 1 calc R . . C27 C 0.47487(6) 0.1423(3) 0.54471(14) 0.0281(6) Uani 1 1 d . . . H27 H 0.4850 0.0659 0.5689 0.034 Uiso 1 1 calc R . . C28 C 0.49013(6) 0.2466(3) 0.50567(14) 0.0244(6) Uani 1 1 d . . . C29 C 0.47493(6) 0.3580(3) 0.47060(14) 0.0259(6) Uani 1 1 d . . . H29 H 0.4850 0.4295 0.4436 0.031 Uiso 1 1 calc R . . C30 C 0.44525(6) 0.3652(3) 0.47477(13) 0.0244(6) Uani 1 1 d . . . H30 H 0.4351 0.4418 0.4506 0.029 Uiso 1 1 calc R . . C31 C 0.53734(6) 0.2711(4) 0.45141(15) 0.0317(7) Uani 1 1 d . . . C32 C 0.56942(6) 0.2685(3) 0.46344(15) 0.0282(6) Uani 1 1 d . . . C33 C 0.58251(6) 0.2474(4) 0.52668(17) 0.0368(7) Uani 1 1 d . . . H33 H 0.5712 0.2312 0.5666 0.044 Uiso 1 1 calc R . . C34 C 0.61240(7) 0.2502(4) 0.53122(19) 0.0423(8) Uani 1 1 d . . . H34 H 0.6210 0.2370 0.5753 0.051 Uiso 1 1 calc R . . C35 C 0.61672(7) 0.2928(4) 0.41786(19) 0.0419(8) Uani 1 1 d . . . H35 H 0.6286 0.3092 0.3789 0.050 Uiso 1 1 calc R . . C36 C 0.58717(7) 0.2944(4) 0.40785(17) 0.0353(7) Uani 1 1 d . . . H36 H 0.5792 0.3129 0.3635 0.042 Uiso 1 1 calc R . . C37 C 0.24458(6) 1.0124(3) 0.10659(15) 0.0293(6) Uani 1 1 d . . . C38 C 0.03438(9) 0.5342(6) 0.1517(2) 0.0582(11) Uani 1 1 d . . . H38 H 0.0227 0.5957 0.1230 0.070 Uiso 1 1 calc R . . C39 C 0.04165(13) 0.7590(6) 0.2208(2) 0.0783(15) Uani 1 1 d . . . H39A H 0.0286 0.8020 0.1861 0.118 Uiso 1 1 calc R . . H39B H 0.0603 0.8108 0.2191 0.118 Uiso 1 1 calc R . . H39C H 0.0332 0.7715 0.2666 0.118 Uiso 1 1 calc R . . C40 C 0.06559(15) 0.5226(7) 0.2504(3) 0.107(2) Uani 1 1 d . . . H40A H 0.0699 0.4234 0.2313 0.161 Uiso 1 1 calc R . . H40B H 0.0571 0.5110 0.2962 0.161 Uiso 1 1 calc R . . H40C H 0.0834 0.5813 0.2541 0.161 Uiso 1 1 calc R . . C41 C 0.0409(5) 0.108(2) 0.1933(12) 0.167(7) Uani 0.50 1 d PDU . . H41 H 0.0395 0.1279 0.1454 0.200 Uiso 0.50 1 calc PR . . C42 C 0.0135(3) 0.1316(10) 0.3052(4) 0.227(7) Uani 1 1 d D . . H42A H 0.0243 0.2193 0.2892 0.341 Uiso 1 1 calc R . . H42B H 0.0251 0.0408 0.2989 0.341 Uiso 1 1 calc R . . H42C H 0.0089 0.1437 0.3540 0.341 Uiso 1 1 calc R . . H2A H 0.3230(7) 0.508(4) 0.3025(16) 0.020(8) Uiso 1 1 d . . . H4A H 0.3409(6) -0.045(4) 0.7507(14) 0.018(7) Uiso 1 1 d . . . H6A H 0.5272(7) 0.215(4) 0.5342(18) 0.027(10) 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 Cu1 0.0188(2) 0.0296(3) 0.0139(2) 0.00450(18) 0.00089(16) -0.00233(18) S1 0.0695(7) 0.0741(8) 0.0739(8) -0.0443(6) 0.0242(6) -0.0169(6) O1 0.0403(12) 0.0272(11) 0.0186(9) -0.0016(8) -0.0034(8) 0.0106(9) O2 0.0381(11) 0.0283(11) 0.0207(10) 0.0003(8) 0.0052(8) -0.0067(9) O3 0.0292(12) 0.131(3) 0.0217(11) 0.0028(14) 0.0000(9) 0.0119(14) O4 0.0597(18) 0.081(2) 0.074(2) -0.0380(18) -0.0067(15) -0.0003(16) O5 0.175(12) 0.284(16) 0.265(15) -0.108(13) 0.013(11) -0.019(11) N1 0.0176(11) 0.0443(15) 0.0161(11) 0.0112(10) -0.0020(8) -0.0012(10) N2 0.0394(14) 0.0265(14) 0.0214(12) -0.0029(10) -0.0098(10) 0.0151(11) N3 0.0230(11) 0.0337(13) 0.0194(11) 0.0072(10) -0.0027(9) 0.0009(9) N4 0.0298(12) 0.0231(13) 0.0206(11) 0.0011(9) 0.0077(9) -0.0062(10) N5 0.0190(10) 0.0322(13) 0.0175(10) 0.0069(9) 0.0005(8) -0.0019(9) N6 0.0209(12) 0.0432(16) 0.0257(13) 0.0068(12) -0.0040(10) 0.0005(11) N7 0.0238(13) 0.0478(17) 0.0509(18) -0.0092(13) 0.0027(12) -0.0003(11) N8 0.0241(11) 0.0349(14) 0.0182(11) 0.0036(10) -0.0002(9) -0.0017(10) N9 0.063(2) 0.072(2) 0.0342(16) -0.0062(16) -0.0087(15) 0.0033(18) N10 0.143(9) 0.092(7) 0.050(5) -0.013(5) -0.012(6) -0.019(6) C1 0.0199(12) 0.0289(14) 0.0184(12) 0.0067(11) -0.0026(10) -0.0025(10) C2 0.0307(14) 0.0348(16) 0.0155(12) 0.0034(11) -0.0012(10) 0.0033(12) C3 0.0263(14) 0.0345(16) 0.0226(14) -0.0008(12) -0.0045(11) 0.0087(12) C4 0.0309(14) 0.0206(13) 0.0189(12) 0.0016(10) -0.0075(10) 0.0030(11) C5 0.0286(14) 0.0422(17) 0.0160(13) 0.0011(12) -0.0016(11) 0.0049(13) C6 0.0209(13) 0.0441(18) 0.0219(14) 0.0031(12) -0.0020(10) 0.0062(12) C7 0.0214(12) 0.0280(14) 0.0176(12) 0.0020(10) -0.0015(10) 0.0014(10) C8 0.0187(12) 0.0304(15) 0.0170(12) 0.0037(10) -0.0016(10) 0.0020(10) C9 0.0267(14) 0.0298(15) 0.0209(13) 0.0025(11) -0.0072(11) -0.0021(11) C10 0.0259(14) 0.0290(14) 0.0273(15) 0.0057(12) -0.0062(11) -0.0034(11) C11 0.0358(16) 0.0415(18) 0.0167(13) -0.0022(12) -0.0069(11) 0.0081(13) C12 0.0401(16) 0.0296(15) 0.0243(14) -0.0009(12) -0.0058(12) 0.0089(13) C13 0.0174(12) 0.0351(16) 0.0182(13) 0.0070(11) -0.0006(10) 0.0016(10) C14 0.0294(14) 0.0341(16) 0.0169(12) 0.0005(11) -0.0012(10) -0.0038(12) C15 0.0271(14) 0.0261(14) 0.0236(14) 0.0006(11) 0.0019(11) -0.0070(11) C16 0.0198(12) 0.0272(14) 0.0178(12) 0.0042(10) 0.0028(10) 0.0002(10) C17 0.0239(13) 0.0358(16) 0.0169(12) 0.0013(11) -0.0003(10) -0.0056(11) C18 0.0221(13) 0.0360(16) 0.0220(13) 0.0032(11) -0.0001(10) -0.0070(11) C19 0.0218(12) 0.0281(15) 0.0161(12) 0.0049(10) -0.0001(10) 0.0003(10) C20 0.0186(12) 0.0273(14) 0.0181(12) 0.0042(10) 0.0004(10) 0.0004(10) C21 0.0268(13) 0.0350(16) 0.0148(12) 0.0008(11) 0.0007(10) -0.0030(11) C22 0.0216(13) 0.0364(16) 0.0191(13) 0.0009(11) 0.0009(10) -0.0039(11) C23 0.0244(13) 0.0413(17) 0.0157(12) 0.0039(11) -0.0013(10) -0.0042(12) C24 0.0241(13) 0.0358(16) 0.0185(13) 0.0022(11) -0.0016(10) -0.0052(11) C25 0.0200(12) 0.0333(15) 0.0150(12) 0.0027(11) -0.0018(9) -0.0007(11) C26 0.0239(13) 0.0350(16) 0.0197(13) 0.0075(11) -0.0013(10) -0.0026(11) C27 0.0258(14) 0.0347(16) 0.0238(14) 0.0057(12) -0.0046(11) 0.0042(12) C28 0.0192(12) 0.0335(15) 0.0204(13) -0.0013(11) -0.0018(10) -0.0009(11) C29 0.0228(13) 0.0340(16) 0.0210(13) 0.0035(11) -0.0014(10) -0.0034(11) C30 0.0220(13) 0.0317(15) 0.0196(13) 0.0064(11) -0.0019(10) -0.0006(11) C31 0.0273(15) 0.0442(18) 0.0236(14) -0.0028(13) -0.0004(11) 0.0028(13) C32 0.0235(14) 0.0307(16) 0.0303(15) -0.0062(12) 0.0016(11) 0.0019(11) C33 0.0228(14) 0.055(2) 0.0320(16) -0.0028(15) 0.0013(12) 0.0032(13) C34 0.0263(16) 0.057(2) 0.0432(19) -0.0095(16) -0.0071(14) 0.0056(14) C35 0.0298(16) 0.050(2) 0.046(2) -0.0050(16) 0.0120(15) -0.0055(14) C36 0.0307(16) 0.0408(18) 0.0343(17) 0.0007(14) 0.0027(13) -0.0022(13) C37 0.0219(13) 0.0368(16) 0.0290(15) 0.0020(13) 0.0009(11) -0.0038(12) C38 0.055(2) 0.077(3) 0.043(2) -0.002(2) -0.0075(18) -0.001(2) C39 0.105(4) 0.084(4) 0.046(3) -0.014(2) 0.004(3) 0.018(3) C40 0.132(5) 0.095(4) 0.094(4) 0.001(3) -0.060(4) 0.022(4) C41 0.177(11) 0.149(10) 0.174(11) -0.041(8) 0.024(9) -0.009(9) C42 0.48(2) 0.107(7) 0.095(6) -0.032(5) -0.038(10) 0.001(10) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N8 1.985(2) 7_565 ? Cu1 N8 1.985(2) . ? Cu1 N5 2.061(2) 7_556 ? Cu1 N5 2.061(2) 1_564 ? Cu1 N3 2.421(2) 7_565 ? Cu1 N3 2.421(2) . ? S1 C37 1.631(3) . ? O1 C7 1.220(3) . ? O2 C19 1.218(3) . ? O3 C31 1.222(4) . ? O4 C38 1.218(5) . ? O5 C41 1.295(16) . ? N1 C25 1.412(3) . ? N1 C1 1.420(3) . ? N1 C13 1.425(3) . ? N2 C7 1.341(4) . ? N2 C4 1.416(3) . ? N2 H2A 0.71(3) . ? N3 C10 1.328(4) . ? N3 C11 1.337(4) . ? N4 C19 1.352(3) . ? N4 C16 1.419(3) . ? N4 H4A 0.85(3) . ? N5 C23 1.336(4) . ? N5 C22 1.342(3) . ? N5 Cu1 2.061(2) 1_546 ? N6 C31 1.339(4) . ? N6 C28 1.415(4) . ? N6 H6A 0.67(3) . ? N7 C35 1.320(5) . ? N7 C34 1.326(5) . ? N8 C37 1.155(4) . ? N9 C38 1.319(5) . ? N9 C40 1.415(6) . ? N9 C39 1.472(6) . ? N10 C41 1.45(2) . ? N10 N10 1.60(2) 2 ? N10 C42 1.643(15) 2 ? C1 C6 1.386(4) . ? C1 C2 1.389(4) . ? C2 C3 1.390(4) . ? C2 H2 0.9500 . ? C3 C4 1.387(4) . ? C3 H3 0.9500 . ? C4 C5 1.386(4) . ? C5 C6 1.389(4) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.502(4) . ? C8 C9 1.382(4) . ? C8 C12 1.383(4) . ? C9 C10 1.378(4) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.384(4) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.381(4) . ? C13 C18 1.390(4) . ? C14 C15 1.382(4) . ? C14 H14 0.9500 . ? C15 C16 1.388(4) . ? C15 H15 0.9500 . ? C16 C17 1.389(4) . ? C17 C18 1.393(4) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.506(4) . ? C20 C21 1.385(4) . ? C20 C24 1.386(4) . ? C21 C22 1.381(4) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.383(4) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.394(4) . ? C25 C30 1.396(4) . ? C26 C27 1.387(4) . ? C26 H26 0.9500 . ? C27 C28 1.395(4) . ? C27 H27 0.9500 . ? C28 C29 1.393(4) . ? C29 C30 1.382(4) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.506(4) . ? C32 C33 1.380(4) . ? C32 C36 1.382(4) . ? C33 C34 1.389(4) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C36 1.384(4) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C38 H38 0.9500 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41 0.9500 . ? C42 N10 1.643(15) 2 ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N8 Cu1 N8 180.00(14) 7_565 . ? N8 Cu1 N5 90.16(9) 7_565 7_556 ? N8 Cu1 N5 89.84(9) . 7_556 ? N8 Cu1 N5 89.84(9) 7_565 1_564 ? N8 Cu1 N5 90.16(9) . 1_564 ? N5 Cu1 N5 180.00(9) 7_556 1_564 ? N8 Cu1 N3 90.29(9) 7_565 7_565 ? N8 Cu1 N3 89.71(9) . 7_565 ? N5 Cu1 N3 94.79(8) 7_556 7_565 ? N5 Cu1 N3 85.21(8) 1_564 7_565 ? N8 Cu1 N3 89.71(9) 7_565 . ? N8 Cu1 N3 90.29(9) . . ? N5 Cu1 N3 85.21(8) 7_556 . ? N5 Cu1 N3 94.79(8) 1_564 . ? N3 Cu1 N3 180.00(8) 7_565 . ? C25 N1 C1 121.7(2) . . ? C25 N1 C13 118.9(2) . . ? C1 N1 C13 118.2(2) . . ? C7 N2 C4 126.5(3) . . ? C7 N2 H2A 120(3) . . ? C4 N2 H2A 113(3) . . ? C10 N3 C11 117.2(2) . . ? C10 N3 Cu1 121.25(19) . . ? C11 N3 Cu1 118.51(18) . . ? C19 N4 C16 127.7(2) . . ? C19 N4 H4A 118.4(19) . . ? C16 N4 H4A 113.8(19) . . ? C23 N5 C22 117.5(2) . . ? C23 N5 Cu1 122.40(18) . 1_546 ? C22 N5 Cu1 120.04(18) . 1_546 ? C31 N6 C28 125.4(3) . . ? C31 N6 H6A 117(3) . . ? C28 N6 H6A 117(3) . . ? C35 N7 C34 116.1(3) . . ? C37 N8 Cu1 171.5(2) . . ? C38 N9 C40 122.5(4) . . ? C38 N9 C39 121.2(4) . . ? C40 N9 C39 115.8(4) . . ? C41 N10 N10 156.3(13) . 2 ? C41 N10 C42 109.8(11) . 2 ? N10 N10 C42 47.0(6) 2 2 ? C6 C1 C2 119.0(2) . . ? C6 C1 N1 121.8(2) . . ? C2 C1 N1 119.2(2) . . ? C1 C2 C3 120.4(2) . . ? C1 C2 H2 119.8 . . ? C3 C2 H2 119.8 . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3 119.9 . . ? C2 C3 H3 119.9 . . ? C5 C4 C3 119.6(2) . . ? C5 C4 N2 122.2(2) . . ? C3 C4 N2 118.0(2) . . ? C4 C5 C6 120.0(3) . . ? C4 C5 H5 120.0 . . ? C6 C5 H5 120.0 . . ? C1 C6 C5 120.8(3) . . ? C1 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? O1 C7 N2 123.6(3) . . ? O1 C7 C8 119.7(2) . . ? N2 C7 C8 116.7(2) . . ? C9 C8 C12 118.1(2) . . ? C9 C8 C7 123.5(2) . . ? C12 C8 C7 118.3(2) . . ? C10 C9 C8 118.9(3) . . ? C10 C9 H9 120.5 . . ? C8 C9 H9 120.5 . . ? N3 C10 C9 123.7(3) . . ? N3 C10 H10 118.1 . . ? C9 C10 H10 118.1 . . ? N3 C11 C12 123.1(3) . . ? N3 C11 H11 118.4 . . ? C12 C11 H11 118.4 . . ? C8 C12 C11 119.0(3) . . ? C8 C12 H12 120.5 . . ? C11 C12 H12 120.5 . . ? C14 C13 C18 119.7(2) . . ? C14 C13 N1 119.7(2) . . ? C18 C13 N1 120.6(2) . . ? C13 C14 C15 120.2(3) . . ? C13 C14 H14 119.9 . . ? C15 C14 H14 119.9 . . ? C14 C15 C16 120.3(3) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C15 C16 C17 120.0(2) . . ? C15 C16 N4 116.2(2) . . ? C17 C16 N4 123.9(2) . . ? C16 C17 C18 119.3(3) . . ? C16 C17 H17 120.3 . . ? C18 C17 H17 120.3 . . ? C13 C18 C17 120.4(3) . . ? C13 C18 H18 119.8 . . ? C17 C18 H18 119.8 . . ? O2 C19 N4 124.8(2) . . ? O2 C19 C20 121.6(2) . . ? N4 C19 C20 113.6(2) . . ? C21 C20 C24 118.5(2) . . ? C21 C20 C19 121.6(2) . . ? C24 C20 C19 119.8(2) . . ? C22 C21 C20 119.0(2) . . ? C22 C21 H21 120.5 . . ? C20 C21 H21 120.5 . . ? N5 C22 C21 123.0(3) . . ? N5 C22 H22 118.5 . . ? C21 C22 H22 118.5 . . ? N5 C23 C24 123.4(2) . . ? N5 C23 H23 118.3 . . ? C24 C23 H23 118.3 . . ? C23 C24 C20 118.6(3) . . ? C23 C24 H24 120.7 . . ? C20 C24 H24 120.7 . . ? C26 C25 C30 118.7(2) . . ? C26 C25 N1 120.6(2) . . ? C30 C25 N1 120.7(2) . . ? C27 C26 C25 120.3(3) . . ? C27 C26 H26 119.8 . . ? C25 C26 H26 119.8 . . ? C26 C27 C28 120.7(3) . . ? C26 C27 H27 119.6 . . ? C28 C27 H27 119.6 . . ? C29 C28 C27 118.9(2) . . ? C29 C28 N6 121.9(3) . . ? C27 C28 N6 119.2(3) . . ? C30 C29 C28 120.4(3) . . ? C30 C29 H29 119.8 . . ? C28 C29 H29 119.8 . . ? C29 C30 C25 120.9(3) . . ? C29 C30 H30 119.5 . . ? C25 C30 H30 119.5 . . ? O3 C31 N6 122.6(3) . . ? O3 C31 C32 120.4(3) . . ? N6 C31 C32 117.0(3) . . ? C33 C32 C36 117.2(3) . . ? C33 C32 C31 124.7(3) . . ? C36 C32 C31 118.0(3) . . ? C32 C33 C34 119.2(3) . . ? C32 C33 H33 120.4 . . ? C34 C33 H33 120.4 . . ? N7 C34 C33 123.9(3) . . ? N7 C34 H34 118.0 . . ? C33 C34 H34 118.0 . . ? N7 C35 C36 124.6(3) . . ? N7 C35 H35 117.7 . . ? C36 C35 H35 117.7 . . ? C32 C36 C35 118.9(3) . . ? C32 C36 H36 120.5 . . ? C35 C36 H36 120.5 . . ? N8 C37 S1 178.9(3) . . ? O4 C38 N9 126.2(4) . . ? O4 C38 H38 116.9 . . ? N9 C38 H38 116.9 . . ? N9 C39 H39A 109.5 . . ? N9 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N9 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N9 C40 H40A 109.5 . . ? N9 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N9 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? O5 C41 N10 113(2) . . ? O5 C41 H41 123.4 . . ? N10 C41 H41 123.4 . . ? N10 C42 H42A 109.5 2 . ? N10 C42 H42B 109.5 2 . ? H42A C42 H42B 109.5 . . ? N10 C42 H42C 109.5 2 . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? 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 H4A O1 0.85(3) 1.97(3) 2.801(3) 165(3) 6_556 N2 H2A O2 0.71(3) 2.47(3) 2.979(3) 131(3) 6_565 N6 H6A O4 0.67(3) 2.26(3) 2.913(4) 164(4) 8_556 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 28.38 _diffrn_measured_fraction_theta_full 0.972 _refine_diff_density_max 0.915 _refine_diff_density_min -0.527 _refine_diff_density_rms 0.147 data_ca02 _database_code_depnum_ccdc_archive 'CCDC 930839' #TrackingRef 'L.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C36 H27 N7 O3), C3 H7 N O, 2(C4 H10 O), 3(H2 O)' _chemical_formula_sum 'C83 H76 N15 O12' _chemical_formula_weight 1475.59 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C c' _symmetry_space_group_name_Hall 'C -2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 29.174(4) _cell_length_b 16.934(2) _cell_length_c 18.119(2) _cell_angle_alpha 90.00 _cell_angle_beta 110.166(2) _cell_angle_gamma 90.00 _cell_volume 8402.6(17) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used all _cell_measurement_theta_min 1.20 _cell_measurement_theta_max 28.33 _exptl_crystal_description rod _exptl_crystal_colour brown _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.166 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3100 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.9803 _exptl_absorpt_correction_T_max 0.9944 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex' _diffrn_measurement_method 'phi-omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 49312 _diffrn_reflns_av_R_equivalents 0.0358 _diffrn_reflns_av_sigmaI/netI 0.0511 _diffrn_reflns_limit_h_min -38 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.20 _diffrn_reflns_theta_max 28.33 _reflns_number_total 19792 _reflns_number_gt 16656 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'BRUKER SMART' _computing_cell_refinement 'BRUKER SMART' _computing_data_reduction 'BRUKER SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics Ortep-3 _computing_publication_material 'Wingx publication routines (Farrugia, 1999)' _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^)+(0.1875P)^2^+1.2793P] 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 -0.3(12) _refine_ls_number_reflns 19792 _refine_ls_number_parameters 1154 _refine_ls_number_restraints 99 _refine_ls_R_factor_all 0.1026 _refine_ls_R_factor_gt 0.0818 _refine_ls_wR_factor_ref 0.2510 _refine_ls_wR_factor_gt 0.2206 _refine_ls_goodness_of_fit_ref 1.077 _refine_ls_restrained_S_all 1.096 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.004 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 C83 C 0.17577(18) 0.0097(3) 0.9056(2) 0.0639(15) Uani 0.3118(15) 1 d PDU A 1 O1 O 0.94111(3) 0.12199(5) 0.10934(6) 0.0478(3) Uani 1 1 d . . . O2 O 1.14633(3) 0.69300(6) 0.11679(6) 0.0585(3) Uani 1 1 d . . . O3 O 0.76233(3) 0.72207(7) 0.12453(7) 0.0738(3) Uani 1 1 d . . . O5 O 0.59939(4) -0.20489(8) 0.95302(9) 0.0562(4) Uani 0.684(3) 1 d P B 1 O5' O 0.60983(11) -0.1839(2) 0.9860(2) 0.0815(10) Uani 0.316(3) 1 d P B 2 O4 O 0.21426(3) -0.17454(6) 0.96287(6) 0.0512(2) Uani 1 1 d . . . O6 O 0.41676(4) 0.39192(5) 0.98288(7) 0.0597(4) Uani 1 1 d . . . O8 O 0.27133(12) 0.3671(2) 0.70869(17) 0.3205(13) Uani 1 1 d . . . N1 N 0.95810(3) 0.50835(5) 0.15881(5) 0.0281(2) Uani 1 1 d . . . N2 N 1.01236(3) 0.18740(5) 0.17194(5) 0.0283(2) Uani 1 1 d D . . H2A H 1.0289(13) 0.186(3) 0.2309(5) 0.219(18) Uiso 1 1 d D . . N3 N 1.05939(4) -0.10144(6) 0.20424(8) 0.0488(3) Uani 1 1 d . . . N4 N 1.09748(3) 0.74633(5) 0.17898(5) 0.0283(2) Uani 1 1 d D . . H4A H 1.0931(6) 0.7904(6) 0.2111(7) 0.102(7) Uiso 1 1 d D . . N5 N 1.22967(3) 0.94983(6) 0.21309(6) 0.0420(3) Uani 1 1 d . . . N6 N 0.77562(3) 0.59743(6) 0.17591(5) 0.0295(2) Uani 1 1 d . . . H6A H 0.7654(4) 0.5633(8) 0.1908(6) 0.025(3) Uiso 1 1 d . . . N7 N 0.61903(3) 0.68198(7) 0.21354(6) 0.0392(3) Uani 1 1 d . . . N8 N 0.40325(3) 0.00803(5) 0.91958(5) 0.0262(2) Uani 1 1 d . . . N9 N 0.26542(3) -0.23028(5) 0.90578(5) 0.0292(2) Uani 1 1 d . . . H9A H 0.2691(4) -0.2774(7) 0.8836(6) 0.022(3) Uiso 1 1 d . . . N10 N 0.13267(3) -0.43398(6) 0.86724(6) 0.0395(3) Uani 1 1 d . . . N11 N 0.58673(3) -0.07908(5) 0.90386(5) 0.0299(2) Uani 1 1 d . B . H11A H 0.5952(5) -0.0321(9) 0.8695(8) 0.041(4) Uiso 1 1 d . . . N12 N 0.74083(3) -0.16832(6) 0.86177(6) 0.0400(3) Uani 1 1 d . . . N13 N 0.34797(3) 0.32928(5) 0.90555(5) 0.0290(2) Uani 1 1 d . . . H13A H 0.3162(3) 0.3360(6) 0.8809(5) 0.005(2) Uiso 1 1 d . . . N14 N 0.30437(4) 0.61893(6) 0.88077(8) 0.0526(4) Uani 1 1 d . . . N15 N 0.31452(8) 0.28477(17) 0.66496(12) 0.1154(8) Uani 1 1 d . . . C1 C 0.97114(3) 0.42807(6) 0.15956(6) 0.0245(2) Uani 1 1 d . . . C2 C 0.93732(3) 0.37084(6) 0.11945(6) 0.0257(2) Uani 1 1 d . . . H2 H 0.9050 0.3868 0.0899 0.031 Uiso 1 1 calc R . . C3 C 0.94939(3) 0.29137(6) 0.12126(6) 0.0276(2) Uani 1 1 d . . . H3 H 0.9255 0.2539 0.0932 0.033 Uiso 1 1 calc R . . C4 C 0.99662(3) 0.26673(6) 0.16431(6) 0.0250(2) Uani 1 1 d . . . C5 C 1.03120(3) 0.32374(6) 0.20308(6) 0.0269(2) Uani 1 1 d . . . H5 H 1.0638 0.3079 0.2313 0.032 Uiso 1 1 calc R . . C6 C 1.01885(3) 0.40259(6) 0.20108(6) 0.0252(2) Uani 1 1 d . . . H6 H 1.0430 0.4401 0.2282 0.030 Uiso 1 1 calc R . . C7 C 0.98496(4) 0.12216(7) 0.14653(7) 0.0328(3) Uani 1 1 d . . . C8 C 1.01219(4) 0.04522(7) 0.16837(7) 0.0366(3) Uani 1 1 d . . . C9 C 0.99697(5) -0.01726(8) 0.11711(11) 0.0591(5) Uani 1 1 d . . . H9 H 0.9708 -0.0113 0.0686 0.071 Uiso 1 1 calc R . . C10 C 1.02119(5) -0.09039(8) 0.13851(11) 0.0653(5) Uani 1 1 d . . . H10 H 1.0097 -0.1341 0.1042 0.078 Uiso 1 1 calc R . . C11 C 1.07328(5) -0.03985(8) 0.25252(9) 0.0480(4) Uani 1 1 d . . . H11 H 1.1000 -0.0465 0.3002 0.058 Uiso 1 1 calc R . . C12 C 1.05064(4) 0.03411(7) 0.23695(7) 0.0371(3) Uani 1 1 d . . . H12 H 1.0618 0.0761 0.2735 0.044 Uiso 1 1 calc R . . C13 C 0.99386(3) 0.56796(6) 0.16421(6) 0.0247(2) Uani 1 1 d . . . C14 C 1.02438(3) 0.56140(6) 0.11982(6) 0.0271(2) Uani 1 1 d . . . H14 H 1.0215 0.5168 0.0867 0.033 Uiso 1 1 calc R . . C15 C 1.05900(3) 0.61914(6) 0.12333(6) 0.0278(2) Uani 1 1 d . . . H15 H 1.0797 0.6137 0.0930 0.033 Uiso 1 1 calc R . . C16 C 1.06324(3) 0.68500(6) 0.17140(6) 0.0258(2) Uani 1 1 d . . . C17 C 1.03302(3) 0.69102(6) 0.21671(6) 0.0287(3) Uani 1 1 d . . . H17 H 1.0359 0.7355 0.2499 0.034 Uiso 1 1 calc R . . C18 C 0.99918(3) 0.63306(6) 0.21368(6) 0.0300(3) Uani 1 1 d . . . H18 H 0.9794 0.6375 0.2455 0.036 Uiso 1 1 calc R . . C19 C 1.13569(4) 0.74619(7) 0.15358(7) 0.0351(3) Uani 1 1 d . . . C20 C 1.16751(4) 0.81896(7) 0.17606(7) 0.0359(3) Uani 1 1 d . . . C21 C 1.18899(5) 0.84649(9) 0.12411(8) 0.0563(4) Uani 1 1 d . . . H21 H 1.1833 0.8211 0.0750 0.068 Uiso 1 1 calc R . . C22 C 1.21929(5) 0.91241(9) 0.14538(8) 0.0574(4) Uani 1 1 d . . . H22 H 1.2334 0.9317 0.1088 0.069 Uiso 1 1 calc R . . C23 C 1.20926(4) 0.92231(7) 0.26227(8) 0.0384(3) Uani 1 1 d . . . H23 H 1.2161 0.9489 0.3111 0.046 Uiso 1 1 calc R . . C24 C 1.17838(4) 0.85718(7) 0.24797(7) 0.0358(3) Uani 1 1 d . . . H24 H 1.1651 0.8394 0.2861 0.043 Uiso 1 1 calc R . . C25 C 0.91159(3) 0.53096(6) 0.16119(6) 0.0252(2) Uani 1 1 d . . . C26 C 0.88975(3) 0.60109(6) 0.12642(6) 0.0287(3) Uani 1 1 d . . . H26 H 0.9059 0.6332 0.1000 0.034 Uiso 1 1 calc R . . C27 C 0.84455(3) 0.62540(7) 0.12945(7) 0.0314(3) Uani 1 1 d . . . H27 H 0.8305 0.6739 0.1060 0.038 Uiso 1 1 calc R . . C28 C 0.82034(3) 0.57768(6) 0.16731(6) 0.0288(3) Uani 1 1 d . . . C29 C 0.84178(3) 0.50652(6) 0.20085(6) 0.0261(2) Uani 1 1 d . . . H29 H 0.8252 0.4733 0.2258 0.031 Uiso 1 1 calc R . . C30 C 0.88710(3) 0.48348(6) 0.19832(6) 0.0266(2) Uani 1 1 d . . . H30 H 0.9013 0.4352 0.2220 0.032 Uiso 1 1 calc R . . C31 C 0.75082(4) 0.66637(7) 0.15795(7) 0.0404(3) Uani 1 1 d . . . C32 C 0.70591(4) 0.67097(8) 0.18021(7) 0.0383(3) Uani 1 1 d . . . C33 C 0.66756(4) 0.71902(9) 0.13597(8) 0.0484(4) Uani 1 1 d . . . H33 H 0.6704 0.7496 0.0938 0.058 Uiso 1 1 calc R . . C34 C 0.62520(4) 0.72165(9) 0.15421(8) 0.0480(4) Uani 1 1 d . . . H34 H 0.5990 0.7536 0.1225 0.058 Uiso 1 1 calc R . . C35 C 0.65677(4) 0.63880(7) 0.25776(7) 0.0341(3) Uani 1 1 d . . . H35 H 0.6539 0.6117 0.3019 0.041 Uiso 1 1 calc R . . C36 C 0.70024(4) 0.63144(7) 0.24249(7) 0.0337(3) Uani 1 1 d . . . H36 H 0.7258 0.5991 0.2751 0.040 Uiso 1 1 calc R . . C37 C 0.36835(3) -0.05150(6) 0.91675(6) 0.0256(2) Uani 1 1 d . . . C38 C 0.33676(3) -0.04175(6) 0.95802(6) 0.0286(3) Uani 1 1 d . . . H38 H 0.3388 0.0045 0.9886 0.034 Uiso 1 1 calc R . . C39 C 0.30189(4) -0.09942(6) 0.95508(6) 0.0302(3) Uani 1 1 d . . . H39 H 0.2800 -0.0915 0.9829 0.036 Uiso 1 1 calc R . . C40 C 0.29891(3) -0.16802(6) 0.91192(6) 0.0255(2) Uani 1 1 d . . . C41 C 0.33106(4) -0.17754(6) 0.87026(6) 0.0285(3) Uani 1 1 d . . . H41 H 0.3298 -0.2244 0.8408 0.034 Uiso 1 1 calc R . . C42 C 0.36471(3) -0.11923(6) 0.87173(6) 0.0258(2) Uani 1 1 d . . . H42 H 0.3855 -0.1256 0.8417 0.031 Uiso 1 1 calc R . . C43 C 0.22559(4) -0.22917(7) 0.92777(7) 0.0324(3) Uani 1 1 d . . . C44 C 0.19406(4) -0.30168(7) 0.90521(7) 0.0340(3) Uani 1 1 d . . . C45 C 0.16886(5) -0.32612(9) 0.95342(8) 0.0531(4) Uani 1 1 d . . . H45 H 0.1720 -0.2985 1.0006 0.064 Uiso 1 1 calc R . . C46 C 0.13899(5) -0.39161(9) 0.93128(8) 0.0528(4) Uani 1 1 d . . . H46 H 0.1217 -0.4074 0.9646 0.063 Uiso 1 1 calc R . . C47 C 0.15568(4) -0.40756(7) 0.81941(7) 0.0366(3) Uani 1 1 d . . . H47 H 0.1506 -0.4347 0.7714 0.044 Uiso 1 1 calc R . . C48 C 0.18644(4) -0.34254(7) 0.83687(7) 0.0323(3) Uani 1 1 d . . . H48 H 0.2022 -0.3264 0.8014 0.039 Uiso 1 1 calc R . . C49 C 0.45006(3) -0.01312(6) 0.91845(6) 0.0229(2) Uani 1 1 d . . . C50 C 0.47279(3) -0.08353(6) 0.95441(6) 0.0281(2) Uani 1 1 d . . . H50 H 0.4569 -0.1159 0.9811 0.034 Uiso 1 1 calc R . . C51 C 0.51797(3) -0.10668(6) 0.95170(6) 0.0291(3) Uani 1 1 d . . . H51 H 0.5326 -0.1544 0.9762 0.035 Uiso 1 1 calc R . . C52 C 0.54159(3) -0.05975(6) 0.91305(6) 0.0249(2) Uani 1 1 d . . . C53 C 0.52026(3) 0.01166(6) 0.87998(6) 0.0261(2) Uani 1 1 d . . . H53 H 0.5370 0.0454 0.8559 0.031 Uiso 1 1 calc R . . C54 C 0.47491(3) 0.03383(6) 0.88196(6) 0.0253(2) Uani 1 1 d . . . H54 H 0.4606 0.0820 0.8579 0.030 Uiso 1 1 calc R . . C55 C 0.61232(4) -0.14712(8) 0.92542(8) 0.0479(3) Uani 1 1 d . . . C56 C 0.65697(4) -0.15277(8) 0.90037(8) 0.0419(3) Uani 1 1 d . B . C57 C 0.69622(5) -0.19591(12) 0.94724(10) 0.0871(5) Uani 1 1 d . . . H57 H 0.6953 -0.2212 0.9935 0.104 Uiso 1 1 calc R B . C58 C 0.73722(4) -0.20148(11) 0.92519(10) 0.0736(4) Uani 1 1 d . B . H58 H 0.7643 -0.2310 0.9579 0.088 Uiso 1 1 calc R . . C59 C 0.70241(4) -0.12983(7) 0.81547(7) 0.0345(3) Uani 1 1 d . B . H59 H 0.7039 -0.1074 0.7683 0.041 Uiso 1 1 calc R . . C60 C 0.65925(4) -0.12042(7) 0.83274(6) 0.0315(3) Uani 1 1 d . . . H60 H 0.6323 -0.0921 0.7981 0.038 Uiso 1 1 calc R B . C61 C 0.38991(3) 0.08864(6) 0.91725(6) 0.0246(2) Uani 1 1 d . . . C62 C 0.42330(3) 0.14507(6) 0.96000(6) 0.0261(2) Uani 1 1 d . . . H62 H 0.4553 0.1289 0.9911 0.031 Uiso 1 1 calc R . . C63 C 0.41081(3) 0.22480(6) 0.95823(6) 0.0263(3) Uani 1 1 d . . . H63 H 0.4342 0.2623 0.9877 0.032 Uiso 1 1 calc R . . C64 C 0.36358(3) 0.24939(6) 0.91270(6) 0.0252(2) Uani 1 1 d . . . C65 C 0.33002(3) 0.19244(6) 0.87073(6) 0.0269(3) Uani 1 1 d . . . H65 H 0.2978 0.2081 0.8401 0.032 Uiso 1 1 calc R . . C66 C 0.34300(3) 0.11384(6) 0.87303(6) 0.0270(3) Uani 1 1 d . . . H66 H 0.3195 0.0763 0.8440 0.032 Uiso 1 1 calc R . . C67 C 0.37444(4) 0.39313(7) 0.93846(8) 0.0366(3) Uani 1 1 d . . . C68 C 0.34824(4) 0.47109(6) 0.91628(8) 0.0365(3) Uani 1 1 d . . . C69 C 0.36238(5) 0.53281(8) 0.96830(11) 0.0589(5) Uani 1 1 d . . . H69 H 0.3878 0.5258 1.0174 0.071 Uiso 1 1 calc R . . C70 C 0.33946(5) 0.60534(8) 0.94909(11) 0.0612(5) Uani 1 1 d . . . H70 H 0.3493 0.6470 0.9863 0.073 Uiso 1 1 calc R . . C71 C 0.29076(5) 0.55868(8) 0.83026(8) 0.0463(4) Uani 1 1 d . . . H71 H 0.2653 0.5674 0.7815 0.056 Uiso 1 1 calc R . . C72 C 0.31171(4) 0.48403(7) 0.84494(8) 0.0396(3) Uani 1 1 d . . . H72 H 0.3012 0.4431 0.8070 0.047 Uiso 1 1 calc R . . C73 C 0.27658(10) 0.3130(2) 0.67095(17) 0.1182(11) Uani 1 1 d . . . H73 H 0.2473 0.2871 0.6405 0.142 Uiso 1 1 calc R . . C74 C 0.36123(13) 0.3233(3) 0.7088(2) 0.191(2) Uani 1 1 d U . . H74A H 0.3549 0.3741 0.7294 0.286 Uiso 1 1 calc R . . H74B H 0.3798 0.3321 0.6737 0.286 Uiso 1 1 calc R . . H74C H 0.3801 0.2894 0.7526 0.286 Uiso 1 1 calc R . . C75 C 0.31749(10) 0.2220(2) 0.6252(3) 0.1514(15) Uani 1 1 d . . . H75A H 0.2846 0.2015 0.5974 0.227 Uiso 1 1 calc R . . H75B H 0.3369 0.1816 0.6614 0.227 Uiso 1 1 calc R . . H75C H 0.3332 0.2356 0.5871 0.227 Uiso 1 1 calc R . . O9 O 0.91570(15) 0.82611(19) 0.2934(2) 0.1715(18) Uani 0.650(2) 1 d PD C 1 C76 C 0.8996(3) 0.8117(5) 0.2091(3) 0.282(6) Uani 0.650(2) 1 d PD C 1 H76A H 0.9231 0.8386 0.1891 0.339 Uiso 0.650(2) 1 calc PR C 1 H76B H 0.9030 0.7543 0.2018 0.339 Uiso 0.650(2) 1 calc PR C 1 C77 C 0.8562(3) 0.8320(5) 0.1638(4) 0.273(4) Uani 0.650(2) 1 d PD C 1 H77A H 0.8318 0.8047 0.1805 0.409 Uiso 0.650(2) 1 calc PR C 1 H77B H 0.8517 0.8175 0.1094 0.409 Uiso 0.650(2) 1 calc PR C 1 H77C H 0.8522 0.8892 0.1672 0.409 Uiso 0.650(2) 1 calc PR C 1 C78 C 0.9560(3) 0.8008(5) 0.3601(4) 0.427(7) Uani 0.650(2) 1 d PD C 1 H78A H 0.9543 0.7424 0.3563 0.513 Uiso 0.650(2) 1 calc PR C 1 H78B H 0.9849 0.8157 0.3463 0.513 Uiso 0.650(2) 1 calc PR C 1 C79 C 0.9714(3) 0.8150(2) 0.4422(2) 0.204(3) Uani 0.650(2) 1 d PD C 1 H79A H 0.9474 0.8485 0.4539 0.306 Uiso 0.650(2) 1 calc PR C 1 H79B H 1.0031 0.8416 0.4594 0.306 Uiso 0.650(2) 1 calc PR C 1 H79C H 0.9743 0.7646 0.4701 0.306 Uiso 0.650(2) 1 calc PR C 1 O9' O 0.95121(12) 0.8193(2) 0.2995(3) 0.1026(16) Uani 0.350(2) 1 d PD C 2 C76' C 0.9106(2) 0.8141(3) 0.2315(2) 0.104(2) Uani 0.350(2) 1 d PD C 2 H76C H 0.8960 0.7620 0.2345 0.125 Uiso 0.350(2) 1 calc PR C 2 H76D H 0.8874 0.8538 0.2381 0.125 Uiso 0.350(2) 1 calc PR C 2 C77' C 0.9081(2) 0.8208(4) 0.1605(3) 0.0795(18) Uani 0.350(2) 1 d PD C 2 H77D H 0.9329 0.8585 0.1572 0.119 Uiso 0.350(2) 1 calc PR C 2 H77E H 0.8756 0.8398 0.1286 0.119 Uiso 0.350(2) 1 calc PR C 2 H77F H 0.9140 0.7692 0.1408 0.119 Uiso 0.350(2) 1 calc PR C 2 C78' C 0.9525(2) 0.8034(4) 0.3739(3) 0.145(3) Uani 0.350(2) 1 d PD C 2 H78C H 0.9193 0.8079 0.3770 0.174 Uiso 0.350(2) 1 calc PR C 2 H78D H 0.9646 0.7491 0.3893 0.174 Uiso 0.350(2) 1 calc PR C 2 C79' C 0.9829(4) 0.8568(6) 0.4223(8) 0.281(8) Uani 0.350(2) 1 d PD C 2 H79D H 1.0169 0.8419 0.4311 0.421 Uiso 0.350(2) 1 calc PR C 2 H79E H 0.9775 0.8577 0.4727 0.421 Uiso 0.350(2) 1 calc PR C 2 H79F H 0.9764 0.9093 0.3981 0.421 Uiso 0.350(2) 1 calc PR C 2 O12 O 0.01253(18) 0.1291(2) 0.3744(2) 0.2431(19) Uani 1 1 d U . . O13 O 0.0401(2) 0.7646(3) 0.9125(3) 0.316(3) Uani 1 1 d U . . O14 O 0.45445(14) 0.4671(3) 0.8324(2) 0.2649(19) Uani 1 1 d U . . O10 O 0.16492(14) 0.0605(3) 1.0077(2) 0.0863(13) Uani 0.3118(15) 1 d PDU A 1 C80 C 0.12414(13) 0.0350(2) 0.9800(2) 0.0780(13) Uani 0.3118(15) 1 d PDU A 1 C81 C 0.10536(17) 0.0151(4) 1.0453(3) 0.0630(15) Uani 0.3118(15) 1 d PDU A 1 C82 C 0.17561(16) 0.0787(3) 0.9374(3) 0.1330(18) Uani 0.3118(15) 1 d PDU A 1 O10' O 0.1601(2) 0.0013(4) 0.9514(4) 0.091(2) Uani 0.1882(15) 1 d PDU A 2 C80' C 0.17561(16) 0.0787(3) 0.9374(3) 0.1330(18) Uani 0.1882(15) 1 d PD A 2 C81' C 0.2255(2) 0.0853(5) 0.9673(3) 0.0493(18) Uani 0.1882(15) 1 d PDU A 2 C82' C 0.12414(13) 0.0350(2) 0.9800(2) 0.0780(13) Uani 0.1882(15) 1 d PD A 2 C83' C 0.1298(5) 0.1098(4) 0.9581(4) 0.090(3) Uani 0.1882(15) 1 d PDU A 2 O11 O 0.69749(11) 0.9570(3) 0.0804(3) 0.1309(17) Uani 0.50 1 d PD . . C84 C 0.74478(12) 0.9571(3) 0.09225(18) 0.0913(13) Uani 0.50 1 d PD . . H84A H 0.7568 0.9020 0.1010 0.110 Uiso 0.50 1 calc PR . . H84B H 0.7617 0.9871 0.1410 0.110 Uiso 0.50 1 calc PR . . C85 C 0.75871(18) 0.9918(4) 0.0267(3) 0.116(2) Uani 0.50 1 d PD . . H85A H 0.7503 0.9545 -0.0174 0.174 Uiso 0.50 1 calc PR . . H85B H 0.7939 1.0020 0.0454 0.174 Uiso 0.50 1 calc PR . . H85C H 0.7410 1.0414 0.0093 0.174 Uiso 0.50 1 calc PR . . C86 C 0.67741(14) 0.9412(4) 0.1391(2) 0.165(2) Uani 0.50 1 d PD . . H86A H 0.6887 0.8890 0.1631 0.197 Uiso 0.50 1 calc PR . . H86B H 0.6881 0.9818 0.1808 0.197 Uiso 0.50 1 calc PR . . C87 C 0.62739(14) 0.9416(4) 0.1055(2) 0.0997(17) Uani 0.50 1 d PD . . H87A H 0.6175 0.9790 0.0615 0.150 Uiso 0.50 1 calc PR . . H87B H 0.6131 0.9575 0.1448 0.150 Uiso 0.50 1 calc PR . . H87C H 0.6159 0.8886 0.0861 0.150 Uiso 0.50 1 calc PR . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C83 0.073(2) 0.089(3) 0.0422(16) 0.0113(19) 0.0355(14) -0.012(2) O1 0.0243(4) 0.0252(4) 0.0816(6) -0.0088(4) 0.0027(4) 0.0005(3) O2 0.0564(4) 0.0483(5) 0.0916(5) -0.0310(4) 0.0523(3) -0.0244(4) O3 0.0511(4) 0.0554(5) 0.1372(7) 0.0520(5) 0.0612(4) 0.0299(4) O5 0.0455(5) 0.0374(6) 0.1075(8) 0.0323(6) 0.0542(5) 0.0235(5) O5' 0.0419(12) 0.100(2) 0.1211(18) 0.0814(15) 0.0520(11) 0.0331(14) O4 0.0450(3) 0.0385(4) 0.0882(5) -0.0232(4) 0.0459(3) -0.0183(3) O6 0.0366(5) 0.0195(4) 0.0964(7) -0.0131(4) -0.0110(5) 0.0045(3) O8 0.245(2) 0.392(3) 0.4112(19) -0.3173(16) 0.2242(15) -0.147(2) N1 0.0173(3) 0.0154(3) 0.0551(4) 0.0004(3) 0.0170(3) 0.0011(3) N2 0.0204(3) 0.0199(4) 0.0454(4) -0.0030(3) 0.0124(3) 0.0026(3) N3 0.0317(4) 0.0225(4) 0.0882(7) -0.0030(5) 0.0154(5) 0.0045(4) N4 0.0196(3) 0.0189(4) 0.0478(4) -0.0017(3) 0.0135(3) -0.0027(3) N5 0.0304(4) 0.0288(5) 0.0736(6) -0.0083(4) 0.0266(4) -0.0102(4) N6 0.0180(3) 0.0279(4) 0.0476(4) 0.0045(3) 0.0176(3) 0.0020(3) N7 0.0192(3) 0.0370(5) 0.0652(5) 0.0022(4) 0.0195(3) 0.0045(4) N8 0.0142(3) 0.0141(3) 0.0544(4) 0.0002(3) 0.0172(3) -0.0005(3) N9 0.0229(3) 0.0165(4) 0.0515(4) 0.0007(3) 0.0169(3) -0.0021(3) N10 0.0314(4) 0.0297(5) 0.0628(5) -0.0027(4) 0.0233(3) -0.0089(4) N11 0.0151(3) 0.0254(4) 0.0531(4) 0.0068(4) 0.0168(3) 0.0025(3) N12 0.0274(3) 0.0373(5) 0.0637(5) 0.0082(4) 0.0263(3) 0.0099(4) N13 0.0160(3) 0.0172(4) 0.0529(4) -0.0041(3) 0.0109(3) 0.0032(3) N14 0.0351(5) 0.0206(4) 0.1010(8) -0.0025(5) 0.0220(5) 0.0040(4) N15 0.1123(11) 0.1363(19) 0.1158(11) -0.0203(12) 0.0627(9) -0.0400(13) C1 0.0170(3) 0.0170(4) 0.0422(4) -0.0012(4) 0.0138(3) 0.0013(3) C2 0.0162(4) 0.0226(4) 0.0361(4) -0.0015(4) 0.0064(3) 0.0007(3) C3 0.0166(3) 0.0225(4) 0.0441(5) -0.0031(4) 0.0108(3) -0.0038(3) C4 0.0196(3) 0.0188(4) 0.0401(4) -0.0009(3) 0.0147(3) 0.0021(3) C5 0.0168(3) 0.0201(4) 0.0449(5) -0.0008(4) 0.0120(3) 0.0043(3) C6 0.0184(3) 0.0202(4) 0.0402(4) -0.0054(4) 0.0142(3) -0.0015(3) C7 0.0214(4) 0.0229(5) 0.0524(5) -0.0044(4) 0.0107(4) -0.0011(4) C8 0.0213(4) 0.0250(5) 0.0626(6) -0.0047(5) 0.0135(4) -0.0019(4) C9 0.0329(6) 0.0280(6) 0.0956(10) -0.0187(7) -0.0043(7) 0.0045(5) C10 0.0326(6) 0.0254(5) 0.1157(12) -0.0246(7) -0.0027(7) 0.0029(5) C11 0.0390(6) 0.0297(6) 0.0722(7) 0.0057(6) 0.0149(5) 0.0109(5) C12 0.0361(5) 0.0231(5) 0.0545(6) 0.0022(4) 0.0187(4) 0.0034(4) C13 0.0155(3) 0.0187(4) 0.0410(4) 0.0017(4) 0.0112(3) -0.0011(3) C14 0.0189(4) 0.0236(4) 0.0406(4) -0.0035(4) 0.0125(3) -0.0034(3) C15 0.0204(4) 0.0210(4) 0.0456(4) -0.0017(4) 0.0158(3) -0.0025(3) C16 0.0168(3) 0.0182(4) 0.0431(4) 0.0050(4) 0.0112(3) 0.0001(3) C17 0.0232(4) 0.0198(4) 0.0465(5) -0.0033(4) 0.0164(3) 0.0001(4) C18 0.0232(4) 0.0218(4) 0.0497(5) 0.0012(4) 0.0187(3) 0.0001(4) C19 0.0336(4) 0.0252(5) 0.0519(5) -0.0026(4) 0.0219(4) -0.0072(4) C20 0.0255(4) 0.0300(5) 0.0579(5) -0.0045(4) 0.0216(4) -0.0074(4) C21 0.0631(6) 0.0512(7) 0.0700(6) -0.0221(6) 0.0427(5) -0.0329(5) C22 0.0624(5) 0.0510(7) 0.0792(6) -0.0188(6) 0.0503(4) -0.0326(5) C23 0.0300(5) 0.0320(5) 0.0527(5) -0.0064(5) 0.0136(4) -0.0065(4) C24 0.0271(4) 0.0285(5) 0.0541(5) 0.0000(5) 0.0170(4) -0.0020(4) C25 0.0177(3) 0.0213(4) 0.0383(4) -0.0023(4) 0.0117(3) 0.0011(3) C26 0.0200(3) 0.0228(4) 0.0476(5) 0.0039(4) 0.0171(3) 0.0017(3) C27 0.0196(4) 0.0256(5) 0.0519(5) 0.0098(4) 0.0159(3) 0.0055(4) C28 0.0153(3) 0.0265(5) 0.0469(5) -0.0012(4) 0.0136(3) 0.0022(3) C29 0.0180(3) 0.0240(4) 0.0399(4) 0.0006(4) 0.0147(3) -0.0018(3) C30 0.0201(4) 0.0200(4) 0.0414(4) 0.0003(4) 0.0127(3) 0.0028(3) C31 0.0304(4) 0.0355(6) 0.0626(6) 0.0130(5) 0.0256(4) 0.0112(4) C32 0.0239(4) 0.0357(6) 0.0599(6) 0.0061(5) 0.0205(4) 0.0069(4) C33 0.0316(4) 0.0601(8) 0.0602(6) 0.0198(6) 0.0244(4) 0.0190(5) C34 0.0322(5) 0.0562(7) 0.0608(6) 0.0207(6) 0.0226(4) 0.0205(5) C35 0.0281(4) 0.0286(5) 0.0499(5) -0.0022(4) 0.0188(4) 0.0014(4) C36 0.0175(4) 0.0269(5) 0.0537(6) -0.0062(4) 0.0083(4) 0.0021(4) C37 0.0135(3) 0.0166(4) 0.0472(5) 0.0024(4) 0.0110(3) -0.0006(3) C38 0.0217(4) 0.0191(4) 0.0474(5) -0.0065(4) 0.0150(3) -0.0025(3) C39 0.0255(4) 0.0241(5) 0.0464(5) -0.0004(4) 0.0191(3) -0.0025(4) C40 0.0185(4) 0.0168(4) 0.0417(4) 0.0037(4) 0.0111(3) -0.0014(3) C41 0.0225(4) 0.0192(4) 0.0456(5) -0.0015(4) 0.0139(3) 0.0004(3) C42 0.0199(3) 0.0195(4) 0.0425(4) 0.0007(4) 0.0166(3) 0.0007(3) C43 0.0272(4) 0.0248(5) 0.0505(5) -0.0040(4) 0.0201(3) -0.0073(4) C44 0.0263(4) 0.0256(5) 0.0544(5) -0.0020(4) 0.0194(4) -0.0071(4) C45 0.0553(6) 0.0517(7) 0.0677(6) -0.0210(5) 0.0408(5) -0.0285(5) C46 0.0548(5) 0.0489(7) 0.0698(6) -0.0152(6) 0.0408(4) -0.0273(5) C47 0.0268(4) 0.0308(5) 0.0560(5) -0.0025(5) 0.0191(4) -0.0045(4) C48 0.0257(4) 0.0256(5) 0.0497(5) 0.0033(4) 0.0180(4) -0.0026(4) C49 0.0127(3) 0.0204(4) 0.0378(4) -0.0036(4) 0.0114(3) 0.0007(3) C50 0.0183(3) 0.0237(4) 0.0472(4) 0.0086(4) 0.0178(3) 0.0019(3) C51 0.0192(4) 0.0243(5) 0.0468(5) 0.0067(4) 0.0150(3) 0.0052(3) C52 0.0122(3) 0.0250(4) 0.0396(4) 0.0015(4) 0.0117(3) 0.0023(3) C53 0.0196(3) 0.0220(4) 0.0396(4) 0.0060(4) 0.0137(3) -0.0004(3) C54 0.0172(3) 0.0204(4) 0.0387(4) 0.0026(4) 0.0104(3) 0.0005(3) C55 0.0233(4) 0.0422(6) 0.0895(7) 0.0278(5) 0.0337(4) 0.0150(4) C56 0.0203(4) 0.0372(6) 0.0769(6) 0.0137(5) 0.0278(4) 0.0081(4) C57 0.0591(6) 0.1076(10) 0.1222(8) 0.0826(7) 0.0666(5) 0.0543(6) C58 0.0371(5) 0.0930(9) 0.1085(8) 0.0598(7) 0.0479(5) 0.0430(6) C59 0.0246(4) 0.0315(5) 0.0499(5) -0.0048(4) 0.0162(4) 0.0036(4) C60 0.0214(4) 0.0275(5) 0.0473(5) -0.0030(4) 0.0141(4) 0.0020(4) C61 0.0199(4) 0.0158(4) 0.0416(4) -0.0006(4) 0.0151(3) 0.0014(3) C62 0.0148(3) 0.0195(4) 0.0434(5) -0.0001(4) 0.0093(3) 0.0007(3) C63 0.0212(4) 0.0174(4) 0.0390(4) -0.0017(4) 0.0086(3) -0.0010(3) C64 0.0169(3) 0.0159(4) 0.0448(4) -0.0037(4) 0.0131(3) 0.0001(3) C65 0.0146(3) 0.0219(4) 0.0443(5) -0.0033(4) 0.0102(3) 0.0012(3) C66 0.0159(4) 0.0175(4) 0.0468(5) -0.0068(4) 0.0097(3) -0.0014(3) C67 0.0277(5) 0.0178(4) 0.0621(6) -0.0068(4) 0.0125(4) 0.0040(4) C68 0.0236(4) 0.0156(4) 0.0690(6) -0.0022(5) 0.0142(4) 0.0043(4) C69 0.0305(6) 0.0316(6) 0.0929(10) -0.0169(7) -0.0064(7) 0.0056(5) C70 0.0359(6) 0.0229(5) 0.1055(11) -0.0191(7) -0.0002(7) 0.0023(5) C71 0.0462(6) 0.0304(6) 0.0615(7) 0.0063(5) 0.0175(5) 0.0124(5) C72 0.0383(5) 0.0242(5) 0.0584(6) -0.0008(5) 0.0196(4) 0.0084(4) C73 0.0898(14) 0.151(2) 0.1199(16) -0.0405(16) 0.0443(12) -0.0309(16) C74 0.1254(18) 0.333(6) 0.1434(18) -0.047(3) 0.0855(13) -0.025(3) C75 0.0754(13) 0.130(3) 0.254(3) -0.042(3) 0.0631(17) 0.0043(16) O9 0.247(4) 0.0698(17) 0.245(3) 0.030(2) 0.146(3) 0.039(2) C76 0.391(14) 0.229(7) 0.175(5) -0.116(4) 0.031(7) -0.091(9) C77 0.396(9) 0.290(8) 0.107(3) 0.017(4) 0.053(5) 0.208(6) C78 0.180(5) 0.264(5) 0.871(17) 0.352(7) 0.223(8) 0.142(4) C79 0.465(9) 0.0501(18) 0.106(2) 0.0189(18) 0.110(4) 0.073(3) O9' 0.0505(13) 0.0441(17) 0.231(4) -0.021(2) 0.0705(17) -0.0061(14) C76' 0.119(4) 0.092(3) 0.0511(19) -0.0559(18) -0.035(2) 0.044(3) C77' 0.071(2) 0.075(4) 0.110(3) 0.010(3) 0.053(2) 0.007(3) C78' 0.103(4) 0.106(4) 0.133(4) 0.071(3) -0.077(3) -0.052(3) C79' 0.205(9) 0.235(9) 0.421(16) -0.210(9) 0.133(11) -0.145(7) O12 0.420(4) 0.1042(19) 0.239(2) -0.0190(19) 0.157(2) 0.014(3) O13 0.315(4) 0.326(6) 0.344(4) -0.014(4) 0.159(3) 0.035(5) O14 0.304(3) 0.274(4) 0.306(3) -0.008(3) 0.2180(17) -0.037(3) O10 0.0941(18) 0.093(3) 0.1005(18) -0.0172(18) 0.0697(13) 0.0014(19) C80 0.075(2) 0.082(2) 0.0743(18) 0.0097(18) 0.0215(15) 0.0064(19) C81 0.049(2) 0.079(3) 0.054(2) 0.018(2) 0.0091(18) -0.022(2) C82 0.106(2) 0.173(4) 0.146(3) 0.014(3) 0.0766(18) -0.038(3) O10' 0.095(3) 0.100(4) 0.065(3) 0.017(3) 0.012(3) 0.038(3) C80' 0.106(2) 0.173(4) 0.146(3) 0.014(3) 0.0766(18) -0.038(3) C81' 0.065(3) 0.059(4) 0.038(2) -0.009(2) 0.0355(19) 0.005(3) C82' 0.075(2) 0.082(2) 0.0743(18) 0.0097(18) 0.0215(15) 0.0064(19) C83' 0.182(7) 0.064(5) 0.026(3) -0.008(3) 0.039(3) -0.009(5) O11 0.0738(17) 0.117(3) 0.208(3) 0.031(3) 0.0566(19) 0.003(2) C84 0.0769(19) 0.135(3) 0.0527(15) 0.0239(17) 0.0110(14) -0.0518(19) C85 0.102(3) 0.146(4) 0.109(3) 0.034(3) 0.046(2) -0.025(3) C86 0.179(2) 0.219(5) 0.164(2) -0.113(3) 0.1458(16) -0.116(3) C87 0.084(2) 0.146(4) 0.080(2) 0.028(2) 0.0418(16) 0.045(2) _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 C83 C82 1.303(7) . ? O1 C7 1.2233(13) . ? O2 C19 1.2226(16) . ? O3 C31 1.2286(18) . ? O5 C55 1.216(2) . ? O5' C55 1.286(4) . ? O4 C43 1.2307(16) . ? O6 C67 1.2198(14) . ? O8 C73 1.184(5) . ? N1 C1 1.4105(13) . ? N1 C25 1.4249(13) . ? N1 C13 1.4305(13) . ? N2 C7 1.3481(14) . ? N2 C4 1.4111(13) . ? N2 H2A 1.009(9) . ? N3 C11 1.3315(18) . ? N3 C10 1.3343(19) . ? N4 C19 1.3445(16) . ? N4 C16 1.4144(13) . ? N4 H4A 0.981(11) . ? N5 C23 1.3160(19) . ? N5 C22 1.3199(19) . ? N6 C31 1.3526(15) . ? N6 C28 1.4067(14) . ? N6 H6A 0.743(13) . ? N7 C34 1.3316(19) . ? N7 C35 1.3343(14) . ? N8 C61 1.4162(13) . ? N8 C49 1.4188(13) . ? N8 C37 1.4211(13) . ? N9 C43 1.3522(16) . ? N9 C40 1.4154(13) . ? N9 H9A 0.916(13) . ? N10 C46 1.3219(19) . ? N10 C47 1.3429(18) . ? N11 C55 1.3550(15) . ? N11 C52 1.4216(13) . ? N11 H11A 1.090(16) . ? N12 C58 1.315(2) . ? N12 C59 1.3179(14) . ? N13 C67 1.3428(14) . ? N13 C64 1.4191(13) . ? N13 H13A 0.888(9) . ? N14 C70 1.3265(19) . ? N14 C71 1.3363(18) . ? N15 C73 1.244(4) . ? N15 C75 1.303(5) . ? N15 C74 1.472(4) . ? C1 C2 1.3951(13) . ? C1 C6 1.4027(12) . ? C2 C3 1.3886(15) . ? C2 H2 0.9500 . ? C3 C4 1.3929(12) . ? C3 H3 0.9500 . ? C4 C5 1.3980(13) . ? C5 C6 1.3802(14) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 C8 1.5062(16) . ? C8 C12 1.3699(15) . ? C8 C9 1.3765(19) . ? C9 C10 1.4122(19) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.3985(17) . ? C11 H11 0.9500 . ? C12 H12 0.9500 . ? C13 C14 1.3950(16) . ? C13 C18 1.3953(15) . ? C14 C15 1.3914(15) . ? C14 H14 0.9500 . ? C15 C16 1.3941(15) . ? C15 H15 0.9500 . ? C16 C17 1.4003(17) . ? C17 C18 1.3800(15) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? C19 C20 1.5117(16) . ? C20 C21 1.380(2) . ? C20 C24 1.3900(18) . ? C21 C22 1.393(2) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C23 C24 1.3907(17) . ? C23 H23 0.9500 . ? C24 H24 0.9500 . ? C25 C26 1.3916(14) . ? C25 C30 1.3931(16) . ? C26 C27 1.4002(15) . ? C26 H26 0.9500 . ? C27 C28 1.3987(17) . ? C27 H27 0.9500 . ? C28 C29 1.3966(14) . ? C29 C30 1.3943(15) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C31 C32 1.5000(18) . ? C32 C36 1.3703(19) . ? C32 C33 1.3921(17) . ? C33 C34 1.386(2) . ? C33 H33 0.9500 . ? C34 H34 0.9500 . ? C35 C36 1.3935(17) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C38 1.3823(16) . ? C37 C42 1.3900(15) . ? C38 C39 1.3979(15) . ? C38 H38 0.9500 . ? C39 C40 1.3863(15) . ? C39 H39 0.9500 . ? C40 C41 1.4013(17) . ? C41 C42 1.3864(15) . ? C41 H41 0.9500 . ? C42 H42 0.9500 . ? C43 C44 1.5041(15) . ? C44 C48 1.3681(17) . ? C44 C45 1.385(2) . ? C45 C46 1.382(2) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 C48 1.3862(16) . ? C47 H47 0.9500 . ? C48 H48 0.9500 . ? C49 C54 1.3875(15) . ? C49 C50 1.4099(14) . ? C50 C51 1.3921(15) . ? C50 H50 0.9500 . ? C51 C52 1.3891(16) . ? C51 H51 0.9500 . ? C52 C53 1.3971(14) . ? C53 C54 1.3876(14) . ? C53 H53 0.9500 . ? C54 H54 0.9500 . ? C55 C56 1.5230(18) . ? C56 C60 1.3649(19) . ? C56 C57 1.3768(18) . ? C57 C58 1.389(2) . ? C57 H57 0.9500 . ? C58 H58 0.9500 . ? C59 C60 1.4071(17) . ? C59 H59 0.9500 . ? C60 H60 0.9500 . ? C61 C66 1.3931(12) . ? C61 C62 1.3935(13) . ? C62 C63 1.3960(14) . ? C62 H62 0.9500 . ? C63 C64 1.4031(12) . ? C63 H63 0.9500 . ? C64 C65 1.3976(13) . ? C65 C66 1.3805(14) . ? C65 H65 0.9500 . ? C66 H66 0.9500 . ? C67 C68 1.5089(15) . ? C68 C69 1.3721(19) . ? C68 C72 1.3802(16) . ? C69 C70 1.3842(19) . ? C69 H69 0.9500 . ? C70 H70 0.9500 . ? C71 C72 1.3894(18) . ? C71 H71 0.9500 . ? C72 H72 0.9500 . ? C73 H73 0.9500 . ? C74 H74A 0.9800 . ? C74 H74B 0.9800 . ? C74 H74C 0.9800 . ? C75 H75A 0.9800 . ? C75 H75B 0.9800 . ? C75 H75C 0.9800 . ? O9 C78 1.432(7) . ? O9 C76 1.455(7) . ? C76 C77 1.297(9) . ? C76 H76A 0.9900 . ? C76 H76B 0.9900 . ? C77 H77A 0.9800 . ? C77 H77B 0.9800 . ? C77 H77C 0.9800 . ? C78 C79 1.418(7) . ? C78 H78A 0.9900 . ? C78 H78B 0.9900 . ? C79 H79A 0.9800 . ? C79 H79B 0.9800 . ? C79 H79C 0.9800 . ? O9' C78' 1.364(7) . ? O9' C76' 1.387(5) . ? C76' C77' 1.268(7) . ? C76' H76C 0.9900 . ? C76' H76D 0.9900 . ? C77' H77D 0.9800 . ? C77' H77E 0.9800 . ? C77' H77F 0.9800 . ? C78' C79' 1.356(11) . ? C78' H78C 0.9900 . ? C78' H78D 0.9900 . ? C79' H79D 0.9800 . ? C79' H79E 0.9800 . ? C79' H79F 0.9800 . ? O10 C80 1.201(5) . ? O10 C82 1.444(7) . ? C80 C81 1.504(6) . ? O11 C84 1.321(5) . ? O11 C86 1.405(6) . ? C84 C85 1.500(6) . ? C84 H84A 0.9900 . ? C84 H84B 0.9900 . ? C85 H85A 0.9800 . ? C85 H85B 0.9800 . ? C85 H85C 0.9800 . ? C86 C87 1.374(5) . ? C86 H86A 0.9900 . ? C86 H86B 0.9900 . ? C87 H87A 0.9800 . ? C87 H87B 0.9800 . ? C87 H87C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C25 121.01(8) . . ? C1 N1 C13 119.45(8) . . ? C25 N1 C13 119.20(8) . . ? C7 N2 C4 127.74(8) . . ? C7 N2 H2A 111(3) . . ? C4 N2 H2A 98(3) . . ? C11 N3 C10 116.61(11) . . ? C19 N4 C16 127.34(10) . . ? C19 N4 H4A 119.8(10) . . ? C16 N4 H4A 112.6(10) . . ? C23 N5 C22 116.55(11) . . ? C31 N6 C28 128.18(10) . . ? C31 N6 H6A 120.7(10) . . ? C28 N6 H6A 111.1(10) . . ? C34 N7 C35 116.63(11) . . ? C61 N8 C49 119.93(8) . . ? C61 N8 C37 119.78(8) . . ? C49 N8 C37 120.11(8) . . ? C43 N9 C40 127.32(9) . . ? C43 N9 H9A 112.5(8) . . ? C40 N9 H9A 120.1(8) . . ? C46 N10 C47 115.85(11) . . ? C55 N11 C52 127.05(10) . . ? C55 N11 H11A 125.1(8) . . ? C52 N11 H11A 107.5(8) . . ? C58 N12 C59 117.43(12) . . ? C67 N13 C64 127.57(8) . . ? C67 N13 H13A 117.5(6) . . ? C64 N13 H13A 114.5(6) . . ? C70 N14 C71 117.27(11) . . ? C73 N15 C75 126.3(3) . . ? C73 N15 C74 117.9(3) . . ? C75 N15 C74 115.7(3) . . ? C2 C1 C6 117.30(9) . . ? C2 C1 N1 121.63(8) . . ? C6 C1 N1 121.07(8) . . ? C3 C2 C1 122.20(8) . . ? C3 C2 H2 118.9 . . ? C1 C2 H2 118.9 . . ? C2 C3 C4 119.82(9) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 118.54(9) . . ? C3 C4 N2 124.45(8) . . ? C5 C4 N2 117.01(8) . . ? C6 C5 C4 121.22(8) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C1 120.89(8) . . ? C5 C6 H6 119.6 . . ? C1 C6 H6 119.6 . . ? O1 C7 N2 125.06(10) . . ? O1 C7 C8 119.96(10) . . ? N2 C7 C8 114.97(8) . . ? C12 C8 C9 118.64(11) . . ? C12 C8 C7 123.36(10) . . ? C9 C8 C7 117.99(10) . . ? C8 C9 C10 118.31(13) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? N3 C10 C9 123.56(14) . . ? N3 C10 H10 118.2 . . ? C9 C10 H10 118.2 . . ? N3 C11 C12 123.60(11) . . ? N3 C11 H11 118.2 . . ? C12 C11 H11 118.2 . . ? C8 C12 C11 119.21(11) . . ? C8 C12 H12 120.4 . . ? C11 C12 H12 120.4 . . ? C14 C13 C18 118.79(9) . . ? C14 C13 N1 119.98(9) . . ? C18 C13 N1 121.23(10) . . ? C15 C14 C13 121.02(10) . . ? C15 C14 H14 119.5 . . ? C13 C14 H14 119.5 . . ? C14 C15 C16 119.83(11) . . ? C14 C15 H15 120.1 . . ? C16 C15 H15 120.1 . . ? C15 C16 C17 119.11(9) . . ? C15 C16 N4 123.76(10) . . ? C17 C16 N4 117.12(9) . . ? C18 C17 C16 120.75(10) . . ? C18 C17 H17 119.6 . . ? C16 C17 H17 119.6 . . ? C17 C18 C13 120.47(11) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? O2 C19 N4 125.75(11) . . ? O2 C19 C20 119.97(12) . . ? N4 C19 C20 114.26(10) . . ? C21 C20 C24 118.14(11) . . ? C21 C20 C19 118.22(11) . . ? C24 C20 C19 123.55(12) . . ? C20 C21 C22 118.43(13) . . ? C20 C21 H21 120.8 . . ? C22 C21 H21 120.8 . . ? N5 C22 C21 124.22(15) . . ? N5 C22 H22 117.9 . . ? C21 C22 H22 117.9 . . ? N5 C23 C24 124.74(12) . . ? N5 C23 H23 117.6 . . ? C24 C23 H23 117.6 . . ? C20 C24 C23 117.90(12) . . ? C20 C24 H24 121.1 . . ? C23 C24 H24 121.1 . . ? C26 C25 C30 118.69(9) . . ? C26 C25 N1 120.52(10) . . ? C30 C25 N1 120.79(9) . . ? C25 C26 C27 121.57(10) . . ? C25 C26 H26 119.2 . . ? C27 C26 H26 119.2 . . ? C28 C27 C26 119.40(10) . . ? C28 C27 H27 120.3 . . ? C26 C27 H27 120.3 . . ? C29 C28 C27 119.07(10) . . ? C29 C28 N6 116.76(10) . . ? C27 C28 N6 124.15(9) . . ? C30 C29 C28 120.97(10) . . ? C30 C29 H29 119.5 . . ? C28 C29 H29 119.5 . . ? C25 C30 C29 120.29(9) . . ? C25 C30 H30 119.9 . . ? C29 C30 H30 119.9 . . ? O3 C31 N6 124.53(12) . . ? O3 C31 C32 120.34(11) . . ? N6 C31 C32 115.11(11) . . ? C36 C32 C33 117.28(12) . . ? C36 C32 C31 124.11(10) . . ? C33 C32 C31 118.60(12) . . ? C34 C33 C32 119.17(13) . . ? C34 C33 H33 120.4 . . ? C32 C33 H33 120.4 . . ? N7 C34 C33 123.79(12) . . ? N7 C34 H34 118.1 . . ? C33 C34 H34 118.1 . . ? N7 C35 C36 123.27(12) . . ? N7 C35 H35 118.4 . . ? C36 C35 H35 118.4 . . ? C32 C36 C35 119.76(10) . . ? C32 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C38 C37 C42 119.05(9) . . ? C38 C37 N8 119.91(9) . . ? C42 C37 N8 121.02(10) . . ? C37 C38 C39 120.54(10) . . ? C37 C38 H38 119.7 . . ? C39 C38 H38 119.7 . . ? C40 C39 C38 120.68(11) . . ? C40 C39 H39 119.7 . . ? C38 C39 H39 119.7 . . ? C39 C40 C41 118.47(10) . . ? C39 C40 N9 125.18(11) . . ? C41 C40 N9 116.35(9) . . ? C42 C41 C40 120.58(10) . . ? C42 C41 H41 119.7 . . ? C40 C41 H41 119.7 . . ? C41 C42 C37 120.62(11) . . ? C41 C42 H42 119.7 . . ? C37 C42 H42 119.7 . . ? O4 C43 N9 125.04(10) . . ? O4 C43 C44 120.39(11) . . ? N9 C43 C44 114.57(10) . . ? C48 C44 C45 117.64(11) . . ? C48 C44 C43 123.52(12) . . ? C45 C44 C43 118.72(11) . . ? C46 C45 C44 118.40(13) . . ? C46 C45 H45 120.8 . . ? C44 C45 H45 120.8 . . ? N10 C46 C45 125.01(14) . . ? N10 C46 H46 117.5 . . ? C45 C46 H46 117.5 . . ? N10 C47 C48 123.07(12) . . ? N10 C47 H47 118.5 . . ? C48 C47 H47 118.5 . . ? C44 C48 C47 119.91(12) . . ? C44 C48 H48 120.0 . . ? C47 C48 H48 120.0 . . ? C54 C49 C50 117.72(9) . . ? C54 C49 N8 121.73(9) . . ? C50 C49 N8 120.56(9) . . ? C51 C50 C49 121.47(10) . . ? C51 C50 H50 119.3 . . ? C49 C50 H50 119.3 . . ? C52 C51 C50 119.79(9) . . ? C52 C51 H51 120.1 . . ? C50 C51 H51 120.1 . . ? C51 C52 C53 119.11(9) . . ? C51 C52 N11 124.61(9) . . ? C53 C52 N11 116.27(10) . . ? C54 C53 C52 120.71(10) . . ? C54 C53 H53 119.6 . . ? C52 C53 H53 119.6 . . ? C49 C54 C53 121.12(9) . . ? C49 C54 H54 119.4 . . ? C53 C54 H54 119.4 . . ? O5 C55 O5' 30.99(19) . . ? O5 C55 N11 125.76(12) . . ? O5' C55 N11 118.1(2) . . ? O5 C55 C56 119.36(12) . . ? O5' C55 C56 121.99(18) . . ? N11 C55 C56 114.21(11) . . ? C60 C56 C57 118.63(13) . . ? C60 C56 C55 123.63(10) . . ? C57 C56 C55 117.68(13) . . ? C56 C57 C58 118.31(16) . . ? C56 C57 H57 120.8 . . ? C58 C57 H57 120.8 . . ? N12 C58 C57 123.95(13) . . ? N12 C58 H58 118.0 . . ? C57 C58 H58 118.0 . . ? N12 C59 C60 122.98(12) . . ? N12 C59 H59 118.5 . . ? C60 C59 H59 118.5 . . ? C56 C60 C59 118.59(10) . . ? C56 C60 H60 120.7 . . ? C59 C60 H60 120.7 . . ? C66 C61 C62 118.01(9) . . ? C66 C61 N8 121.19(8) . . ? C62 C61 N8 120.81(8) . . ? C61 C62 C63 121.56(8) . . ? C61 C62 H62 119.2 . . ? C63 C62 H62 119.2 . . ? C62 C63 C64 119.75(8) . . ? C62 C63 H63 120.1 . . ? C64 C63 H63 120.1 . . ? C65 C64 C63 118.48(9) . . ? C65 C64 N13 117.74(8) . . ? C63 C64 N13 123.77(8) . . ? C66 C65 C64 121.02(8) . . ? C66 C65 H65 119.5 . . ? C64 C65 H65 119.5 . . ? C65 C66 C61 121.17(9) . . ? C65 C66 H66 119.4 . . ? C61 C66 H66 119.4 . . ? O6 C67 N13 125.17(10) . . ? O6 C67 C68 119.66(10) . . ? N13 C67 C68 115.17(9) . . ? C69 C68 C72 118.34(11) . . ? C69 C68 C67 118.61(11) . . ? C72 C68 C67 123.01(11) . . ? C68 C69 C70 119.89(13) . . ? C68 C69 H69 120.1 . . ? C70 C69 H69 120.1 . . ? N14 C70 C69 122.62(14) . . ? N14 C70 H70 118.7 . . ? C69 C70 H70 118.7 . . ? N14 C71 C72 123.81(12) . . ? N14 C71 H71 118.1 . . ? C72 C71 H71 118.1 . . ? C68 C72 C71 118.05(11) . . ? C68 C72 H72 121.0 . . ? C71 C72 H72 121.0 . . ? O8 C73 N15 130.1(3) . . ? O8 C73 H73 115.0 . . ? N15 C73 H73 115.0 . . ? N15 C74 H74A 109.5 . . ? N15 C74 H74B 109.5 . . ? H74A C74 H74B 109.5 . . ? N15 C74 H74C 109.5 . . ? H74A C74 H74C 109.5 . . ? H74B C74 H74C 109.5 . . ? N15 C75 H75A 109.5 . . ? N15 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? N15 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? C78 O9 C76 135.2(6) . . ? C77 C76 O9 120.8(7) . . ? C77 C76 H76A 107.2 . . ? O9 C76 H76A 107.1 . . ? C77 C76 H76B 107.1 . . ? O9 C76 H76B 107.1 . . ? H76A C76 H76B 106.8 . . ? C79 C78 O9 134.9(7) . . ? C79 C78 H78A 103.5 . . ? O9 C78 H78A 103.5 . . ? C79 C78 H78B 103.4 . . ? O9 C78 H78B 103.4 . . ? H78A C78 H78B 105.3 . . ? C78' O9' C76' 126.1(5) . . ? C77' C76' O9' 128.9(6) . . ? C77' C76' H76C 105.1 . . ? O9' C76' H76C 105.1 . . ? C77' C76' H76D 105.1 . . ? O9' C76' H76D 105.1 . . ? H76C C76' H76D 105.9 . . ? C76' C77' H77D 109.5 . . ? C76' C77' H77E 109.5 . . ? H77D C77' H77E 109.5 . . ? C76' C77' H77F 109.5 . . ? H77D C77' H77F 109.5 . . ? H77E C77' H77F 109.5 . . ? C79' C78' O9' 107.2(8) . . ? C79' C78' H78C 110.3 . . ? O9' C78' H78C 110.3 . . ? C79' C78' H78D 110.3 . . ? O9' C78' H78D 110.3 . . ? H78C C78' H78D 108.5 . . ? C78' C79' H79D 109.5 . . ? C78' C79' H79E 109.4 . . ? H79D C79' H79E 109.5 . . ? C78' C79' H79F 109.6 . . ? H79D C79' H79F 109.5 . . ? H79E C79' H79F 109.5 . . ? C80 O10 C82 101.1(3) . . ? O10 C80 C81 109.2(3) . . ? C83 C82 O10 103.5(5) . . ? C84 O11 C86 124.2(4) . . ? O11 C84 C85 115.1(3) . . ? O11 C84 H84A 108.5 . . ? C85 C84 H84A 108.5 . . ? O11 C84 H84B 108.5 . . ? C85 C84 H84B 108.5 . . ? H84A C84 H84B 107.5 . . ? C84 C85 H85A 109.5 . . ? C84 C85 H85B 109.5 . . ? H85A C85 H85B 109.5 . . ? C84 C85 H85C 109.5 . . ? H85A C85 H85C 109.5 . . ? H85B C85 H85C 109.5 . . ? C87 C86 O11 108.7(4) . . ? C87 C86 H86A 110.0 . . ? O11 C86 H86A 110.0 . . ? C87 C86 H86B 110.0 . . ? O11 C86 H86B 110.0 . . ? H86A C86 H86B 108.3 . . ? C86 C87 H87A 109.5 . . ? C86 C87 H87B 109.5 . . ? H87A C87 H87B 109.5 . . ? C86 C87 H87C 109.5 . . ? H87A C87 H87C 109.5 . . ? H87B C87 H87C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.900 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.201