# Supplementary Material (ESI) for CrystEngComm # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full CrystEngComm _journal_coden_cambridge 1350 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name L.Barbour A.Kleyn T.Jacobs _publ_contact_author_name 'Barbour, L.' _publ_contact_author_email ljb@sun.ac.za data_1a _database_code_depnum_ccdc_archive 'CCDC 789425' #TrackingRef '- 1a.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C32 H16 N4 O12' _chemical_formula_sum 'C32 H16 N4 O12' _chemical_formula_weight 648.49 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p21 _symmetry_space_group_name_Hall 'P 2yb' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 10.8413(4) _cell_length_b 10.7317(3) _cell_length_c 12.4040(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.033(4) _cell_angle_gamma 90.00 _cell_volume 1337.75(8) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 2616 _cell_measurement_theta_min 3.8412 _cell_measurement_theta_max 64.4821 _exptl_crystal_description plate _exptl_crystal_colour 'clear yellow' _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.02 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.610 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 664 _exptl_absorpt_coefficient_mu 1.0811 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.954 _exptl_absorpt_correction_T_max 0.981 _exptl_absorpt_process_details '(SADABS; Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6183 _diffrn_reflns_av_R_equivalents 0.0384 _diffrn_reflns_av_sigmaI/netI 0.0726 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.84 _diffrn_reflns_theta_max 64.58 _reflns_number_total 3567 _reflns_number_gt 2444 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.3(3) _refine_ls_number_reflns 3567 _refine_ls_number_parameters 433 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0622 _refine_ls_R_factor_gt 0.0388 _refine_ls_wR_factor_ref 0.1040 _refine_ls_wR_factor_gt 0.0924 _refine_ls_goodness_of_fit_ref 0.833 _refine_ls_restrained_S_all 0.625 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.2818(3) 0.3717(3) 0.8462(2) 0.0334(7) Uani 1 1 d . . . C2 C 0.4119(4) 0.3235(4) 0.9054(3) 0.0298(10) Uani 1 1 d . . . C3 C 0.4886(4) 0.3648(4) 1.0131(3) 0.0295(10) Uani 1 1 d . . . H3 H 0.4551 0.4269 1.0494 0.035 Uiso 1 1 calc R . . C4 C 0.6179(4) 0.3163(4) 1.0718(3) 0.0301(10) Uani 1 1 d . . . O5 O 0.3088(3) 0.4117(3) 0.2581(2) 0.0426(8) Uani 1 1 d . . . C5 C 0.7019(5) 0.3597(4) 1.1838(4) 0.0406(12) Uani 1 1 d . . . H5 H 0.6712 0.4217 1.2224 0.049 Uiso 1 1 calc R . . C6 C 0.8272(5) 0.3114(5) 1.2354(4) 0.0460(13) Uani 1 1 d . . . H6 H 0.8832 0.3398 1.3104 0.055 Uiso 1 1 calc R . . O7 O 0.4900(3) 0.5050(3) 0.3602(3) 0.0469(9) Uani 1 1 d . . . C7 C 0.8741(5) 0.2208(5) 1.1792(4) 0.0460(13) Uani 1 1 d . . . H7 H 0.9617 0.1890 1.2165 0.055 Uiso 1 1 calc R . . N8 N 0.1927(3) 0.1197(3) 0.5106(3) 0.0300(8) Uani 1 1 d . . . C8 C 0.7964(4) 0.1774(5) 1.0721(4) 0.0412(12) Uani 1 1 d . . . H8 H 0.8300 0.1157 1.0354 0.049 Uiso 1 1 calc R . . O9 O 0.0084(3) 0.3215(3) 0.5361(3) 0.0402(8) Uani 1 1 d . . . C9 C 0.6661(4) 0.2238(4) 1.0155(3) 0.0338(11) Uani 1 1 d . . . N10 N 0.0582(3) 0.3666(3) 0.6346(3) 0.0297(8) Uani 1 1 d . . . C10 C 0.5811(4) 0.1801(4) 0.9035(3) 0.0290(10) Uani 1 1 d . . . H10 H 0.6107 0.1159 0.8663 0.035 Uiso 1 1 calc R . . C11 C 0.4593(4) 0.2296(4) 0.8506(3) 0.0280(10) Uani 1 1 d . . . O12 O 0.3729(3) 0.1864(3) 0.7401(2) 0.0316(7) Uani 1 1 d . . . N12 N 0.3993(4) 0.4343(3) 0.3523(3) 0.0323(8) Uani 1 1 d . . . C13 C 0.3853(4) 0.2413(4) 0.6466(4) 0.0277(10) Uani 1 1 d . . . C14 C 0.2950(4) 0.2137(4) 0.5330(4) 0.0277(10) Uani 1 1 d . . . O15 O 0.1222(3) 0.0981(3) 0.4080(2) 0.0393(8) Uani 1 1 d . . . C15 C 0.3046(4) 0.2775(4) 0.4402(3) 0.0265(9) Uani 1 1 d . . . H15 H 0.2454 0.2569 0.3638 0.032 Uiso 1 1 calc R . . C16 C 0.3973(4) 0.3700(4) 0.4545(3) 0.0275(9) Uani 1 1 d . . . O17 O 0.1759(3) 0.0685(3) 0.5918(3) 0.0446(8) Uani 1 1 d . . . C17 C 0.4873(4) 0.3997(4) 0.5670(3) 0.0280(10) Uani 1 1 d . . . C18 C 0.4818(4) 0.3317(4) 0.6598(3) 0.0273(9) Uani 1 1 d . . . H18 H 0.5463 0.3473 0.7353 0.033 Uiso 1 1 calc R . . O19 O 0.5705(3) 0.4991(3) 0.5850(2) 0.0283(6) Uani 1 1 d . . . C20 C 0.6492(4) 0.5273(4) 0.7008(3) 0.0262(10) Uani 1 1 d . . . C21 C 0.7636(4) 0.4650(4) 0.7589(3) 0.0288(10) Uani 1 1 d . . . H21 H 0.7915 0.4006 0.7207 0.035 Uiso 1 1 calc R . . O22 O 0.2226(3) 0.6445(3) 0.3874(3) 0.0451(8) Uani 1 1 d . . . C22 C 0.8422(4) 0.4946(4) 0.8760(3) 0.0299(10) Uani 1 1 d . . . C23 C 0.9544(4) 0.4272(4) 0.9413(4) 0.0372(11) Uani 1 1 d . . . H23 H 0.9826 0.3607 0.9055 0.045 Uiso 1 1 calc R . . C24 C 1.0252(5) 0.4533(5) 1.0553(4) 0.0440(12) Uani 1 1 d . . . H24 H 1.1009 0.4046 1.0983 0.053 Uiso 1 1 calc R . . C25 C 0.9856(5) 0.5538(5) 1.1096(4) 0.0442(13) Uani 1 1 d . . . H25 H 1.0357 0.5730 1.1889 0.053 Uiso 1 1 calc R . . C26 C 0.8764(4) 0.6226(5) 1.0486(4) 0.0395(11) Uani 1 1 d . . . H26 H 0.8508 0.6898 1.0855 0.047 Uiso 1 1 calc R . . C27 C 0.8005(4) 0.5951(4) 0.9308(4) 0.0318(10) Uani 1 1 d . . . O28 O 0.2991(3) 0.8013(3) 0.5040(3) 0.0430(8) Uani 1 1 d . . . C28 C 0.6823(4) 0.6598(4) 0.8666(3) 0.0312(10) Uani 1 1 d . . . H28 H 0.6550 0.7281 0.9010 0.037 Uiso 1 1 calc R . . C29 C 0.6069(4) 0.6249(4) 0.7558(3) 0.0284(10) Uani 1 1 d . . . O30 O 0.4852(3) 0.6858(3) 0.6936(2) 0.0304(7) Uani 1 1 d . . . C31 C 0.3764(4) 0.6158(4) 0.6847(3) 0.0289(10) Uani 1 1 d . . . O32 O 0.0233(3) 0.3392(3) 0.7146(3) 0.0424(8) Uani 1 1 d . . . C32 C 0.2653(4) 0.6153(4) 0.5814(3) 0.0301(10) Uani 1 1 d . . . C33 C 0.1614(4) 0.5346(4) 0.5666(3) 0.0280(10) Uani 1 1 d . . . H33 H 0.0871 0.5329 0.4949 0.034 Uiso 1 1 calc R . . C34 C 0.1654(4) 0.4562(4) 0.6559(3) 0.0296(10) Uani 1 1 d . . . C35 C 0.2726(4) 0.4573(4) 0.7605(3) 0.0303(10) Uani 1 1 d . . . C36 C 0.3776(4) 0.5384(4) 0.7752(3) 0.0276(9) Uani 1 1 d . . . H36 H 0.4509 0.5410 0.8476 0.033 Uiso 1 1 calc R . . N38 N 0.2636(4) 0.6927(4) 0.4850(3) 0.0336(9) Uani 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 O1 0.0372(17) 0.0314(17) 0.0340(16) 0.0061(14) 0.0159(13) -0.0001(15) C2 0.037(2) 0.027(2) 0.027(2) 0.008(2) 0.0142(19) 0.001(2) C3 0.046(3) 0.021(2) 0.027(2) 0.0034(18) 0.019(2) -0.003(2) C4 0.043(2) 0.022(2) 0.027(2) 0.0031(19) 0.015(2) -0.004(2) O5 0.052(2) 0.043(2) 0.0238(15) 0.0024(15) 0.0036(15) -0.0072(17) C5 0.056(3) 0.036(3) 0.030(2) 0.000(2) 0.016(2) -0.010(3) C6 0.045(3) 0.048(3) 0.032(2) 0.008(2) -0.001(2) -0.017(3) O7 0.0538(19) 0.048(2) 0.0339(17) 0.0072(15) 0.0109(15) -0.0194(18) C7 0.039(3) 0.052(3) 0.042(3) 0.012(3) 0.009(2) -0.002(3) N8 0.0326(19) 0.032(2) 0.0239(18) -0.0036(17) 0.0090(16) -0.0007(17) C8 0.041(3) 0.044(3) 0.035(3) 0.008(2) 0.011(2) -0.005(3) O9 0.0428(17) 0.0385(19) 0.0358(17) -0.0038(16) 0.0108(14) -0.0095(16) C9 0.041(3) 0.033(3) 0.028(2) 0.005(2) 0.014(2) -0.005(2) N10 0.0328(19) 0.0284(19) 0.029(2) -0.0019(17) 0.0126(17) -0.0017(17) C10 0.041(2) 0.027(2) 0.024(2) 0.003(2) 0.016(2) 0.000(2) C11 0.042(3) 0.024(2) 0.0178(19) 0.0013(18) 0.0106(19) -0.006(2) O12 0.0374(16) 0.0343(17) 0.0228(14) -0.0014(14) 0.0109(12) -0.0070(14) N12 0.042(2) 0.026(2) 0.025(2) 0.0031(17) 0.0098(18) 0.0029(19) C13 0.036(2) 0.024(2) 0.029(2) 0.0047(19) 0.0176(19) 0.002(2) C14 0.030(2) 0.026(2) 0.029(2) 0.0003(19) 0.0128(18) -0.002(2) O15 0.0399(17) 0.043(2) 0.0308(16) -0.0069(15) 0.0084(14) -0.0090(16) C15 0.034(2) 0.024(2) 0.020(2) -0.0057(18) 0.0082(18) 0.005(2) C16 0.033(2) 0.029(2) 0.023(2) -0.0005(19) 0.0146(18) 0.001(2) O17 0.0502(19) 0.042(2) 0.0361(17) 0.0071(16) 0.0095(15) -0.0123(17) C17 0.033(2) 0.022(2) 0.032(2) -0.0021(19) 0.0156(19) -0.001(2) C18 0.031(2) 0.028(2) 0.024(2) -0.0015(18) 0.0108(17) -0.002(2) O19 0.0348(15) 0.0267(16) 0.0215(14) -0.0030(12) 0.0084(12) -0.0051(14) C20 0.034(2) 0.028(2) 0.0171(19) -0.0012(18) 0.0100(18) -0.007(2) C21 0.035(2) 0.026(2) 0.026(2) -0.0033(19) 0.012(2) 0.000(2) O22 0.058(2) 0.046(2) 0.0305(17) 0.0072(15) 0.0153(15) 0.0049(17) C22 0.030(2) 0.030(2) 0.032(2) 0.004(2) 0.0145(19) -0.004(2) C23 0.032(2) 0.038(3) 0.037(2) 0.003(2) 0.009(2) -0.003(2) C24 0.038(3) 0.044(3) 0.040(3) 0.010(2) 0.004(2) 0.000(2) C25 0.048(3) 0.053(3) 0.030(2) 0.006(2) 0.012(2) -0.008(3) C26 0.047(3) 0.038(3) 0.035(2) 0.001(2) 0.017(2) -0.005(3) C27 0.037(2) 0.033(3) 0.026(2) 0.002(2) 0.0116(19) -0.006(2) O28 0.0455(18) 0.0312(18) 0.0496(19) 0.0127(16) 0.0146(15) -0.0040(17) C28 0.036(2) 0.027(2) 0.033(2) -0.006(2) 0.015(2) -0.002(2) C29 0.036(2) 0.025(2) 0.026(2) 0.0012(19) 0.0132(19) -0.004(2) O30 0.0309(15) 0.0278(16) 0.0326(15) 0.0058(14) 0.0121(12) 0.0018(14) C31 0.035(2) 0.022(2) 0.031(2) -0.001(2) 0.0139(19) 0.001(2) O32 0.0435(18) 0.043(2) 0.0463(18) 0.0095(16) 0.0236(15) -0.0029(16) C32 0.036(2) 0.028(2) 0.028(2) 0.0052(19) 0.0137(19) 0.007(2) C33 0.033(2) 0.027(2) 0.027(2) -0.0006(19) 0.0146(19) 0.001(2) C34 0.032(2) 0.030(2) 0.028(2) -0.002(2) 0.0133(19) 0.001(2) C35 0.041(3) 0.027(2) 0.028(2) 0.005(2) 0.018(2) 0.005(2) C36 0.036(2) 0.023(2) 0.025(2) 0.0003(19) 0.0141(18) 0.003(2) N38 0.037(2) 0.036(2) 0.0268(19) 0.0033(18) 0.0103(16) 0.0015(19) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C35 1.379(5) . ? O1 C2 1.421(5) . ? C2 C3 1.356(5) . ? C2 C11 1.416(6) . ? C3 C4 1.414(6) . ? C3 H3 0.9500 . ? C4 C9 1.421(6) . ? C4 C5 1.424(6) . ? O5 N12 1.236(4) . ? C5 C6 1.368(7) . ? C5 H5 0.9500 . ? C6 C7 1.397(7) . ? C6 H6 0.9500 . ? O7 N12 1.216(4) . ? C7 C8 1.361(7) . ? C7 H7 0.9500 . ? N8 O17 1.219(4) . ? N8 O15 1.236(4) . ? N8 C14 1.447(5) . ? C8 C9 1.412(6) . ? C8 H8 0.9500 . ? O9 N10 1.235(4) . ? C9 C10 1.428(6) . ? N10 O32 1.222(4) . ? N10 C34 1.454(5) . ? C10 C11 1.343(6) . ? C10 H10 0.9500 . ? C11 O12 1.416(5) . ? O12 C13 1.353(5) . ? N12 C16 1.451(5) . ? C13 C18 1.390(6) . ? C13 C14 1.413(6) . ? C14 C15 1.377(6) . ? C15 C16 1.376(6) . ? C15 H15 0.9500 . ? C16 C17 1.406(6) . ? C17 O19 1.360(5) . ? C17 C18 1.384(5) . ? C18 H18 0.9500 . ? O19 C20 1.401(5) . ? C20 C21 1.354(6) . ? C20 C29 1.417(6) . ? C21 C22 1.417(5) . ? C21 H21 0.9500 . ? O22 N38 1.235(5) . ? C22 C23 1.385(6) . ? C22 C27 1.435(6) . ? C23 C24 1.361(6) . ? C23 H23 0.9500 . ? C24 C25 1.421(7) . ? C24 H24 0.9500 . ? C25 C26 1.360(7) . ? C25 H25 0.9500 . ? C26 C27 1.413(6) . ? C26 H26 0.9500 . ? C27 C28 1.412(6) . ? O28 N38 1.222(5) . ? C28 C29 1.362(5) . ? C28 H28 0.9500 . ? C29 O30 1.414(5) . ? O30 C31 1.367(5) . ? C31 C32 1.391(6) . ? C31 C36 1.393(6) . ? C32 C33 1.378(6) . ? C32 N38 1.451(5) . ? C33 C34 1.379(6) . ? C33 H33 0.9500 . ? C34 C35 1.379(6) . ? C35 C36 1.389(6) . ? C36 H36 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 C35 O1 C2 114.3(3) . . ? C3 C2 C11 120.4(4) . . ? C3 C2 O1 120.9(4) . . ? C11 C2 O1 118.7(3) . . ? C2 C3 C4 120.7(4) . . ? C2 C3 H3 119.7 . . ? C4 C3 H3 119.7 . . ? C3 C4 C9 118.7(4) . . ? C3 C4 C5 122.0(4) . . ? C9 C4 C5 119.3(4) . . ? C6 C5 C4 119.5(5) . . ? C6 C5 H5 120.3 . . ? C4 C5 H5 120.3 . . ? C5 C6 C7 120.9(4) . . ? C5 C6 H6 119.6 . . ? C7 C6 H6 119.6 . . ? C8 C7 C6 121.2(5) . . ? C8 C7 H7 119.4 . . ? C6 C7 H7 119.4 . . ? O17 N8 O15 122.7(4) . . ? O17 N8 C14 119.8(3) . . ? O15 N8 C14 117.5(3) . . ? C7 C8 C9 120.1(5) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C8 C9 C4 119.1(4) . . ? C8 C9 C10 121.9(4) . . ? C4 C9 C10 119.0(4) . . ? O32 N10 O9 123.7(3) . . ? O32 N10 C34 118.8(3) . . ? O9 N10 C34 117.5(3) . . ? C11 C10 C9 120.2(4) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C10 C11 C2 120.9(4) . . ? C10 C11 O12 121.0(4) . . ? C2 C11 O12 118.0(4) . . ? C13 O12 C11 116.4(3) . . ? O7 N12 O5 122.1(3) . . ? O7 N12 C16 120.2(3) . . ? O5 N12 C16 117.7(4) . . ? O12 C13 C18 121.0(4) . . ? O12 C13 C14 120.6(4) . . ? C18 C13 C14 118.3(4) . . ? C15 C14 C13 119.2(4) . . ? C15 C14 N8 118.6(4) . . ? C13 C14 N8 122.2(4) . . ? C16 C15 C14 122.1(4) . . ? C16 C15 H15 118.9 . . ? C14 C15 H15 118.9 . . ? C15 C16 C17 119.5(4) . . ? C15 C16 N12 118.7(3) . . ? C17 C16 N12 121.8(4) . . ? O19 C17 C18 120.7(4) . . ? O19 C17 C16 120.7(4) . . ? C18 C17 C16 118.4(4) . . ? C17 C18 C13 122.4(4) . . ? C17 C18 H18 118.8 . . ? C13 C18 H18 118.8 . . ? C17 O19 C20 116.7(3) . . ? C21 C20 O19 121.5(4) . . ? C21 C20 C29 120.4(3) . . ? O19 C20 C29 118.1(3) . . ? C20 C21 C22 120.9(4) . . ? C20 C21 H21 119.5 . . ? C22 C21 H21 119.5 . . ? C23 C22 C21 122.8(4) . . ? C23 C22 C27 118.6(4) . . ? C21 C22 C27 118.6(4) . . ? C24 C23 C22 122.0(4) . . ? C24 C23 H23 119.0 . . ? C22 C23 H23 119.0 . . ? C23 C24 C25 119.7(4) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C26 C25 C24 120.2(4) . . ? C26 C25 H25 119.9 . . ? C24 C25 H25 119.9 . . ? C25 C26 C27 120.7(4) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C28 C27 C26 122.2(4) . . ? C28 C27 C22 118.9(4) . . ? C26 C27 C22 118.8(4) . . ? C29 C28 C27 120.6(4) . . ? C29 C28 H28 119.7 . . ? C27 C28 H28 119.7 . . ? C28 C29 O30 120.5(4) . . ? C28 C29 C20 120.6(4) . . ? O30 C29 C20 118.9(3) . . ? C31 O30 C29 113.0(3) . . ? O30 C31 C32 120.0(4) . . ? O30 C31 C36 121.0(4) . . ? C32 C31 C36 118.9(4) . . ? C33 C32 C31 120.5(4) . . ? C33 C32 N38 119.6(4) . . ? C31 C32 N38 119.7(4) . . ? C32 C33 C34 119.9(4) . . ? C32 C33 H33 120.0 . . ? C34 C33 H33 120.0 . . ? C33 C34 C35 120.8(4) . . ? C33 C34 N10 118.4(3) . . ? C35 C34 N10 120.7(4) . . ? O1 C35 C34 120.7(4) . . ? O1 C35 C36 119.8(4) . . ? C34 C35 C36 119.3(4) . . ? C35 C36 C31 120.6(4) . . ? C35 C36 H36 119.7 . . ? C31 C36 H36 119.7 . . ? O28 N38 O22 124.1(4) . . ? O28 N38 C32 118.8(4) . . ? O22 N38 C32 117.1(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C35 O1 C2 C3 102.6(4) . . . . ? C35 O1 C2 C11 -78.6(4) . . . . ? C11 C2 C3 C4 1.0(6) . . . . ? O1 C2 C3 C4 179.8(3) . . . . ? C2 C3 C4 C9 0.3(6) . . . . ? C2 C3 C4 C5 178.6(4) . . . . ? C3 C4 C5 C6 -178.5(4) . . . . ? C9 C4 C5 C6 -0.3(6) . . . . ? C4 C5 C6 C7 0.5(7) . . . . ? C5 C6 C7 C8 -0.4(7) . . . . ? C6 C7 C8 C9 0.1(7) . . . . ? C7 C8 C9 C4 0.1(6) . . . . ? C7 C8 C9 C10 -179.5(4) . . . . ? C3 C4 C9 C8 178.3(4) . . . . ? C5 C4 C9 C8 0.0(6) . . . . ? C3 C4 C9 C10 -2.1(6) . . . . ? C5 C4 C9 C10 179.6(4) . . . . ? C8 C9 C10 C11 -177.7(4) . . . . ? C4 C9 C10 C11 2.6(6) . . . . ? C9 C10 C11 C2 -1.4(6) . . . . ? C9 C10 C11 O12 -179.2(4) . . . . ? C3 C2 C11 C10 -0.5(6) . . . . ? O1 C2 C11 C10 -179.3(4) . . . . ? C3 C2 C11 O12 177.5(4) . . . . ? O1 C2 C11 O12 -1.4(5) . . . . ? C10 C11 O12 C13 -87.5(5) . . . . ? C2 C11 O12 C13 94.6(4) . . . . ? C11 O12 C13 C18 2.5(5) . . . . ? C11 O12 C13 C14 -173.6(4) . . . . ? O12 C13 C14 C15 175.6(4) . . . . ? C18 C13 C14 C15 -0.7(6) . . . . ? O12 C13 C14 N8 -4.8(6) . . . . ? C18 C13 C14 N8 179.0(4) . . . . ? O17 N8 C14 C15 -174.6(4) . . . . ? O15 N8 C14 C15 2.9(5) . . . . ? O17 N8 C14 C13 5.7(6) . . . . ? O15 N8 C14 C13 -176.8(4) . . . . ? C13 C14 C15 C16 -1.8(6) . . . . ? N8 C14 C15 C16 178.5(4) . . . . ? C14 C15 C16 C17 1.2(6) . . . . ? C14 C15 C16 N12 -178.9(4) . . . . ? O7 N12 C16 C15 -170.7(4) . . . . ? O5 N12 C16 C15 7.2(5) . . . . ? O7 N12 C16 C17 9.2(6) . . . . ? O5 N12 C16 C17 -172.9(4) . . . . ? C15 C16 C17 O19 -173.1(3) . . . . ? N12 C16 C17 O19 7.0(6) . . . . ? C15 C16 C17 C18 1.8(6) . . . . ? N12 C16 C17 C18 -178.1(4) . . . . ? O19 C17 C18 C13 170.5(4) . . . . ? C16 C17 C18 C13 -4.4(6) . . . . ? O12 C13 C18 C17 -172.4(4) . . . . ? C14 C13 C18 C17 3.8(6) . . . . ? C18 C17 O19 C20 0.3(5) . . . . ? C16 C17 O19 C20 175.1(4) . . . . ? C17 O19 C20 C21 81.3(4) . . . . ? C17 O19 C20 C29 -99.8(4) . . . . ? O19 C20 C21 C22 179.9(4) . . . . ? C29 C20 C21 C22 1.0(6) . . . . ? C20 C21 C22 C23 174.9(4) . . . . ? C20 C21 C22 C27 -2.1(6) . . . . ? C21 C22 C23 C24 -176.9(4) . . . . ? C27 C22 C23 C24 0.1(6) . . . . ? C22 C23 C24 C25 -1.1(7) . . . . ? C23 C24 C25 C26 0.9(7) . . . . ? C24 C25 C26 C27 0.2(7) . . . . ? C25 C26 C27 C28 176.3(4) . . . . ? C25 C26 C27 C22 -1.2(6) . . . . ? C23 C22 C27 C28 -176.5(4) . . . . ? C21 C22 C27 C28 0.6(6) . . . . ? C23 C22 C27 C26 1.0(6) . . . . ? C21 C22 C27 C26 178.1(4) . . . . ? C26 C27 C28 C29 -175.4(4) . . . . ? C22 C27 C28 C29 2.0(6) . . . . ? C27 C28 C29 O30 176.9(3) . . . . ? C27 C28 C29 C20 -3.2(6) . . . . ? C21 C20 C29 C28 1.7(6) . . . . ? O19 C20 C29 C28 -177.2(4) . . . . ? C21 C20 C29 O30 -178.3(4) . . . . ? O19 C20 C29 O30 2.7(5) . . . . ? C28 C29 O30 C31 -105.1(4) . . . . ? C20 C29 O30 C31 74.9(4) . . . . ? C29 O30 C31 C32 -140.3(4) . . . . ? C29 O30 C31 C36 35.6(5) . . . . ? O30 C31 C32 C33 172.5(4) . . . . ? C36 C31 C32 C33 -3.5(6) . . . . ? O30 C31 C32 N38 -2.3(6) . . . . ? C36 C31 C32 N38 -178.3(4) . . . . ? C31 C32 C33 C34 2.0(6) . . . . ? N38 C32 C33 C34 176.7(4) . . . . ? C32 C33 C34 C35 0.0(6) . . . . ? C32 C33 C34 N10 -176.1(4) . . . . ? O32 N10 C34 C33 -146.6(4) . . . . ? O9 N10 C34 C33 34.2(5) . . . . ? O32 N10 C34 C35 37.4(6) . . . . ? O9 N10 C34 C35 -141.9(4) . . . . ? C2 O1 C35 C34 139.4(4) . . . . ? C2 O1 C35 C36 -34.7(5) . . . . ? C33 C34 C35 O1 -174.5(4) . . . . ? N10 C34 C35 O1 1.5(6) . . . . ? C33 C34 C35 C36 -0.2(6) . . . . ? N10 C34 C35 C36 175.7(4) . . . . ? O1 C35 C36 C31 172.9(4) . . . . ? C34 C35 C36 C31 -1.4(6) . . . . ? O30 C31 C36 C35 -172.7(4) . . . . ? C32 C31 C36 C35 3.2(6) . . . . ? C33 C32 N38 O28 138.4(4) . . . . ? C31 C32 N38 O28 -46.8(5) . . . . ? C33 C32 N38 O22 -39.7(5) . . . . ? C31 C32 N38 O22 135.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 64.58 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.287 _refine_diff_density_min -0.198 _refine_diff_density_rms 0.050 # Attachment '- 1b.CIF' data_1b.CIF _database_code_depnum_ccdc_archive 'CCDC 789426' #TrackingRef '- 1b.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common DMF _chemical_melting_point ? _chemical_formula_moiety 'C32 H16 N4 O12, C3 H7 N O' _chemical_formula_sum 'C35 H23 N5 O13' _chemical_formula_weight 721.58 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 Cc _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 11.982(3) _cell_length_b 21.272(6) _cell_length_c 12.948(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.586(3) _cell_angle_gamma 90.00 _cell_volume 3089.6(14) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 4457 _cell_measurement_theta_min 2.21 _cell_measurement_theta_max 25.24 _exptl_crystal_description sphere _exptl_crystal_colour yellow _exptl_crystal_size_max 0.19 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1488 _exptl_absorpt_coefficient_mu 0.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9773 _exptl_absorpt_correction_T_max 0.9797 _exptl_absorpt_process_details '(SADABS; Bruker, 2002' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3516 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0384 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 28.05 _reflns_number_total 3233 _reflns_number_gt 3521 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0725P)^2^+0.5436P] 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_extinction_expression ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.7(11) _refine_ls_number_reflns 3521 _refine_ls_number_parameters 503 _refine_ls_number_restraints 4 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0392 _refine_ls_wR_factor_ref 0.1094 _refine_ls_wR_factor_gt 0.1050 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.050 _refine_ls_shift/su_max 1.513 _refine_ls_shift/su_mean 0.003 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O30 O 0.8951(2) 0.24211(12) 0.5867(2) 0.0222(5) Uani 1 1 d . . . O12 O 0.8795(2) 0.52176(11) 0.5069(2) 0.0221(5) Uani 1 1 d . . . O19 O 0.9157(2) 0.33895(12) 0.7363(2) 0.0232(5) Uani 1 1 d . . . O1 O 0.7800(2) 0.42571(12) 0.3523(2) 0.0240(6) Uani 1 1 d . . . O8A O 1.116(4) 0.3715(17) 0.540(3) 0.000(7) Uiso 0.146(8) 1 d P A 2 O8B O 1.1205(10) 0.3742(5) 0.5410(10) 0.040(3) Uani 0.854(8) 1 d PD A 1 O13 O 0.7144(2) 0.16480(12) 0.5580(2) 0.0277(6) Uani 1 1 d . . . O15 O 0.5560(3) 0.21671(15) 0.5505(3) 0.0399(7) Uani 1 1 d . . . O2 O 0.5685(3) 0.56066(15) 0.5308(3) 0.0406(8) Uani 1 1 d . . . O21 O 0.5530(3) 0.45230(13) 0.3039(3) 0.0355(7) Uani 1 1 d . . . O23 O 0.7347(3) 0.60690(12) 0.5471(2) 0.0315(6) Uani 1 1 d . . . O28 O 0.4548(3) 0.36725(15) 0.2362(3) 0.0426(8) Uani 1 1 d . . . O33 O 0.6432(3) 0.40105(15) 0.8161(3) 0.0386(7) Uani 1 1 d . . . O45 O 0.7187(3) 0.31620(15) 0.7750(4) 0.0530(10) Uani 1 1 d . . . N5A N 1.315(2) 0.3822(13) 0.554(2) 0.023(6) Uiso 0.146(8) 1 d P A 2 N6B N 1.3015(4) 0.3585(2) 0.5253(4) 0.0263(10) Uani 0.854(8) 1 d PD A 1 N9 N 0.5417(3) 0.39499(15) 0.2986(3) 0.0247(7) Uani 1 1 d . . . N10 N 0.6770(3) 0.56077(15) 0.5541(3) 0.0245(7) Uani 1 1 d . . . N11 N 0.6524(3) 0.21168(15) 0.5370(3) 0.0249(7) Uani 1 1 d . . . N14 N 0.7051(3) 0.37304(15) 0.7725(3) 0.0297(7) Uani 1 1 d . . . C1A C 1.352(3) 0.4305(13) 0.634(2) 0.034(7) Uiso 0.146(8) 1 d P A 2 H1A1 H 1.4232 0.4167 0.6948 0.050 Uiso 0.146(8) 1 calc PR A 2 H1A2 H 1.2882 0.4400 0.6623 0.050 Uiso 0.146(8) 1 calc PR A 2 H1A3 H 1.3713 0.4684 0.6003 0.050 Uiso 0.146(8) 1 calc PR A 2 C2B C 1.2659(5) 0.3082(2) 0.4447(4) 0.0343(12) Uani 0.854(8) 1 d P A 1 H2B1 H 1.1831 0.2963 0.4322 0.051 Uiso 0.854(8) 1 calc PR A 1 H2B2 H 1.3179 0.2718 0.4721 0.051 Uiso 0.854(8) 1 calc PR A 1 H2B3 H 1.2725 0.3226 0.3752 0.051 Uiso 0.854(8) 1 calc PR A 1 C4 C 1.0713(3) 0.44892(16) 0.3180(3) 0.0181(7) Uani 1 1 d . . . C6A C 1.195(2) 0.3585(11) 0.5207(19) 0.012(5) Uiso 0.146(8) 1 d P A 2 H6A H 1.1813 0.3239 0.4715 0.014 Uiso 0.146(8) 1 calc PR A 2 C10 C 1.0559(3) 0.51865(15) 0.4632(3) 0.0189(7) Uani 1 1 d . . . H7 H 1.0881 0.5512 0.5155 0.023 Uiso 1 1 calc R . . C7B C 1.2238(4) 0.3851(2) 0.5648(4) 0.0255(11) Uani 0.854(8) 1 d PD A 1 H7B H 1.2550 0.4169 0.6188 0.031 Uiso 0.854(8) 1 calc PR A 1 C9A C 1.396(3) 0.3523(17) 0.510(3) 0.037(7) Uiso 0.146(8) 1 d P A 2 H9A1 H 1.4138 0.3808 0.4586 0.056 Uiso 0.146(8) 1 calc PR A 2 H9A2 H 1.3607 0.3135 0.4722 0.056 Uiso 0.146(8) 1 calc PR A 2 H9A3 H 1.4704 0.3423 0.5712 0.056 Uiso 0.146(8) 1 calc PR A 2 C10B C 1.4247(4) 0.3784(3) 0.5612(5) 0.0347(13) Uani 0.854(8) 1 d P A 1 H10A H 1.4373 0.4129 0.6142 0.052 Uiso 0.854(8) 1 calc PR A 1 H10B H 1.4437 0.3927 0.4974 0.052 Uiso 0.854(8) 1 calc PR A 1 H10C H 1.4766 0.3430 0.5964 0.052 Uiso 0.854(8) 1 calc PR A 1 C35 C 0.7577(3) 0.37147(15) 0.3970(3) 0.0192(7) Uani 1 1 d . . . C21 C 1.1289(3) 0.33721(16) 0.7865(3) 0.0209(7) Uani 1 1 d . . . H16 H 1.1353 0.3708 0.8367 0.025 Uiso 1 1 calc R . . C22 C 1.2339(3) 0.30928(16) 0.7806(3) 0.0196(7) Uani 1 1 d . . . C28 C 1.1058(3) 0.23867(16) 0.6374(3) 0.0207(7) Uani 1 1 d . . . H18 H 1.0973 0.2049 0.5873 0.025 Uiso 1 1 calc R . . C2 C 0.8982(3) 0.44536(16) 0.3715(3) 0.0195(7) Uani 1 1 d . . . C23 C 1.3494(3) 0.32921(16) 0.8472(3) 0.0233(7) Uani 1 1 d . . . H22 H 1.3583 0.3618 0.8996 0.028 Uiso 1 1 calc R . . C33 C 0.6046(3) 0.30360(16) 0.4173(3) 0.0211(7) Uani 1 1 d . . . H24 H 0.5227 0.2931 0.3981 0.025 Uiso 1 1 calc R . . C9 C 1.1213(3) 0.49603(16) 0.3990(3) 0.0193(7) Uani 1 1 d . . . C20 C 1.0202(3) 0.31693(16) 0.7221(3) 0.0195(7) Uani 1 1 d . . . C15 C 0.6999(3) 0.46572(17) 0.6631(3) 0.0235(8) Uani 1 1 d . . . H27 H 0.6299 0.4776 0.6768 0.028 Uiso 1 1 calc R . . C26 C 1.3265(3) 0.23262(16) 0.6943(3) 0.0223(7) Uani 1 1 d . . . H29 H 1.3197 0.1998 0.6427 0.027 Uiso 1 1 calc R . . C3 C 0.9575(3) 0.42401(15) 0.3067(3) 0.0193(7) Uani 1 1 d . . . H30 H 0.9229 0.3923 0.2535 0.023 Uiso 1 1 calc R . . C18 C 0.9087(3) 0.43253(16) 0.6282(3) 0.0199(7) Uani 1 1 d . . . H31 H 0.9824 0.4227 0.6198 0.024 Uiso 1 1 calc R . . C31 C 0.8135(3) 0.27980(16) 0.5130(3) 0.0204(7) Uani 1 1 d . . . C24 C 1.4482(4) 0.30222(17) 0.8369(3) 0.0253(8) Uani 1 1 d . . . H34 H 1.5252 0.3161 0.8822 0.030 Uiso 1 1 calc R . . C29 C 1.0068(3) 0.26686(16) 0.6452(3) 0.0202(7) Uani 1 1 d . . . C36 C 0.8456(3) 0.33147(15) 0.4641(3) 0.0191(7) Uani 1 1 d . . . H36 H 0.9272 0.3396 0.4764 0.023 Uiso 1 1 calc R . . C11 C 0.9471(3) 0.49406(16) 0.4504(3) 0.0195(7) Uani 1 1 d . . . C13 C 0.8455(3) 0.48584(16) 0.5771(3) 0.0192(7) Uani 1 1 d . . . C17 C 0.8643(3) 0.39357(16) 0.6915(3) 0.0201(7) Uani 1 1 d . . . C27 C 1.2212(3) 0.25943(16) 0.7037(3) 0.0207(7) Uani 1 1 d . . . C5 C 1.1344(4) 0.42829(17) 0.2503(3) 0.0254(8) Uani 1 1 d . . . H41 H 1.1003 0.3974 0.1953 0.031 Uiso 1 1 calc R . . C25 C 1.4367(3) 0.25354(17) 0.7587(3) 0.0271(8) Uani 1 1 d . . . H42 H 1.5060 0.2355 0.7513 0.033 Uiso 1 1 calc R . . C8 C 1.2376(3) 0.51899(17) 0.4131(3) 0.0225(7) Uani 1 1 d . . . H43 H 1.2742 0.5491 0.4689 0.027 Uiso 1 1 calc R . . C14 C 0.7422(3) 0.50281(16) 0.5982(3) 0.0205(7) Uani 1 1 d . . . C32 C 0.6916(3) 0.26602(16) 0.4897(3) 0.0215(7) Uani 1 1 d . . . C34 C 0.6378(3) 0.35616(16) 0.3735(3) 0.0223(7) Uani 1 1 d . . . C7 C 1.2970(4) 0.49765(18) 0.3460(3) 0.0279(8) Uani 1 1 d . . . H48 H 1.3741 0.5136 0.3557 0.033 Uiso 1 1 calc R . . C6 C 1.2453(4) 0.45284(18) 0.2637(3) 0.0265(8) Uani 1 1 d . . . H49 H 1.2866 0.4393 0.2170 0.032 Uiso 1 1 calc R . . C16 C 0.7593(3) 0.41123(18) 0.7084(3) 0.0239(8) Uani 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 O30 0.0182(13) 0.0216(12) 0.0236(13) 0.0027(10) 0.0032(10) -0.0020(10) O12 0.0220(13) 0.0193(11) 0.0277(13) 0.0014(10) 0.0121(11) 0.0036(10) O19 0.0202(12) 0.0203(12) 0.0289(13) 0.0039(10) 0.0085(11) 0.0024(10) O1 0.0159(12) 0.0216(12) 0.0304(14) 0.0074(10) 0.0029(11) -0.0016(10) O8B 0.027(3) 0.048(4) 0.046(4) 0.022(2) 0.012(2) 0.006(2) O13 0.0253(14) 0.0222(12) 0.0338(14) 0.0037(11) 0.0081(12) -0.0029(11) O15 0.0317(16) 0.0403(17) 0.055(2) 0.0100(15) 0.0249(15) -0.0005(14) O2 0.0251(15) 0.0419(17) 0.054(2) 0.0071(15) 0.0132(14) 0.0106(13) O21 0.0245(14) 0.0229(13) 0.0585(19) 0.0105(13) 0.0136(14) 0.0050(12) O23 0.0347(15) 0.0206(12) 0.0362(14) -0.0043(11) 0.0089(13) 0.0016(12) O28 0.0245(15) 0.0386(16) 0.0509(19) -0.0145(14) -0.0039(13) 0.0094(13) O33 0.0377(17) 0.0487(18) 0.0381(16) -0.0001(14) 0.0242(15) -0.0042(15) O45 0.0420(19) 0.0354(17) 0.093(3) 0.0221(18) 0.038(2) 0.0066(15) N6B 0.022(2) 0.026(2) 0.027(2) -0.0002(19) 0.0031(16) -0.0022(17) N9 0.0169(15) 0.0289(16) 0.0254(15) -0.0013(13) 0.0037(13) 0.0056(13) N10 0.0196(15) 0.0274(15) 0.0249(15) -0.0023(13) 0.0057(12) 0.0045(13) N11 0.0231(16) 0.0241(15) 0.0269(16) -0.0022(12) 0.0080(13) -0.0071(13) N14 0.0220(16) 0.0324(17) 0.0331(17) 0.0089(15) 0.0078(14) -0.0017(14) C2B 0.035(3) 0.029(2) 0.035(3) -0.002(2) 0.008(2) 0.004(2) C4 0.0151(15) 0.0184(15) 0.0179(15) 0.0045(13) 0.0024(13) 0.0028(13) C10 0.0205(16) 0.0153(14) 0.0192(15) 0.0018(12) 0.0048(13) 0.0002(12) C7B 0.023(2) 0.020(2) 0.032(3) 0.006(2) 0.008(2) 0.0027(18) C10B 0.018(2) 0.043(3) 0.040(3) 0.007(3) 0.006(2) 0.001(2) C35 0.0191(17) 0.0190(16) 0.0188(15) -0.0014(13) 0.0058(14) -0.0010(14) C21 0.0275(18) 0.0152(15) 0.0201(16) 0.0031(12) 0.0085(15) -0.0006(14) C22 0.0182(16) 0.0177(16) 0.0195(16) 0.0055(13) 0.0024(14) -0.0009(13) C28 0.0234(18) 0.0160(15) 0.0181(15) 0.0019(12) 0.0017(14) 0.0007(14) C2 0.0140(15) 0.0174(15) 0.0244(17) 0.0081(13) 0.0032(13) 0.0031(13) C23 0.0215(18) 0.0208(16) 0.0230(17) 0.0012(14) 0.0021(14) -0.0036(14) C33 0.0186(16) 0.0196(16) 0.0258(18) -0.0076(14) 0.0086(14) -0.0041(13) C9 0.0199(16) 0.0177(16) 0.0199(16) 0.0062(13) 0.0065(13) 0.0039(13) C20 0.0203(16) 0.0194(16) 0.0205(17) 0.0033(13) 0.0092(14) 0.0023(14) C15 0.0188(17) 0.0269(18) 0.0223(17) -0.0080(14) 0.0043(14) -0.0012(14) C26 0.0221(17) 0.0174(16) 0.0255(17) 0.0034(13) 0.0062(15) -0.0003(14) C3 0.0207(17) 0.0196(16) 0.0152(15) 0.0023(13) 0.0035(13) -0.0006(14) C18 0.0180(16) 0.0205(16) 0.0215(17) -0.0024(13) 0.0073(13) -0.0012(13) C31 0.0213(17) 0.0183(16) 0.0205(16) -0.0018(13) 0.0058(14) 0.0005(14) C24 0.0236(18) 0.0234(17) 0.0258(18) 0.0047(14) 0.0048(16) -0.0036(15) C29 0.0174(16) 0.0189(16) 0.0191(16) 0.0042(12) 0.0000(13) -0.0028(13) C36 0.0161(15) 0.0170(15) 0.0202(16) -0.0047(13) 0.0015(13) -0.0009(13) C11 0.0222(17) 0.0161(15) 0.0207(16) 0.0024(12) 0.0082(14) 0.0035(13) C13 0.0156(15) 0.0199(16) 0.0192(16) -0.0019(13) 0.0023(13) -0.0026(13) C17 0.0175(16) 0.0207(16) 0.0211(17) -0.0052(13) 0.0055(14) -0.0041(14) C27 0.0214(17) 0.0190(16) 0.0195(16) 0.0064(13) 0.0045(14) 0.0017(14) C5 0.030(2) 0.0221(16) 0.0256(18) 0.0034(14) 0.0113(16) 0.0045(15) C25 0.0209(17) 0.0216(17) 0.037(2) 0.0072(15) 0.0083(16) 0.0016(14) C8 0.0162(16) 0.0220(16) 0.0267(18) 0.0053(14) 0.0042(14) 0.0013(14) C14 0.0177(16) 0.0212(16) 0.0190(16) -0.0041(13) 0.0019(14) -0.0016(14) C32 0.0219(18) 0.0196(16) 0.0214(16) -0.0021(13) 0.0055(14) -0.0067(14) C34 0.0215(17) 0.0191(16) 0.0241(18) -0.0033(14) 0.0053(15) 0.0014(14) C7 0.0231(17) 0.0256(17) 0.037(2) 0.0068(16) 0.0140(16) 0.0008(15) C6 0.0256(18) 0.030(2) 0.0278(19) 0.0042(16) 0.0141(16) 0.0074(16) C16 0.0216(18) 0.0269(18) 0.0244(18) -0.0019(14) 0.0096(15) -0.0021(14) _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 O30 C31 1.361(4) . ? O30 C29 1.389(4) . ? O12 C13 1.355(4) . ? O12 C11 1.399(4) . ? O19 C17 1.346(4) . ? O19 C20 1.408(4) . ? O1 C35 1.359(4) . ? O1 C2 1.412(4) . ? O8A C6A 1.09(5) . ? O8B C7B 1.188(12) . ? O13 N11 1.216(4) . ? O15 N11 1.232(4) . ? O2 N10 1.227(4) . ? O21 N9 1.226(4) . ? O23 N10 1.222(4) . ? O28 N9 1.222(4) . ? O33 N14 1.232(5) . ? O45 N14 1.219(4) . ? N5A C1A 1.42(4) . ? N5A C6A 1.44(4) . ? N5A C9A 1.44(4) . ? N6B C7B 1.336(6) . ? N6B C10B 1.447(7) . ? N6B C2B 1.450(7) . ? N9 C34 1.471(5) . ? N10 C14 1.464(5) . ? N11 C32 1.461(5) . ? N14 C16 1.466(5) . ? C1A H1A1 0.9800 . ? C1A H1A2 0.9800 . ? C1A H1A3 0.9800 . ? C2B H2B1 0.9800 . ? C2B H2B2 0.9800 . ? C2B H2B3 0.9800 . ? C4 C5 1.415(5) . ? C4 C3 1.422(5) . ? C4 C9 1.422(5) . ? C6A H6A 0.9500 . ? C10 C11 1.360(5) . ? C10 C9 1.412(5) . ? C10 H7 0.9500 . ? C7B H7B 0.9500 . ? C9A H9A1 0.9800 . ? C9A H9A2 0.9800 . ? C9A H9A3 0.9800 . ? C10B H10A 0.9800 . ? C10B H10B 0.9800 . ? C10B H10C 0.9800 . ? C35 C36 1.395(5) . ? C35 C34 1.398(5) . ? C21 C20 1.347(5) . ? C21 C22 1.418(5) . ? C21 H16 0.9500 . ? C22 C23 1.414(5) . ? C22 C27 1.426(5) . ? C28 C29 1.364(5) . ? C28 C27 1.417(5) . ? C28 H18 0.9500 . ? C2 C3 1.354(5) . ? C2 C11 1.428(5) . ? C23 C24 1.364(6) . ? C23 H22 0.9500 . ? C33 C34 1.374(5) . ? C33 C32 1.385(5) . ? C33 H24 0.9500 . ? C9 C8 1.426(5) . ? C20 C29 1.428(5) . ? C15 C14 1.374(5) . ? C15 C16 1.378(5) . ? C15 H27 0.9500 . ? C26 C25 1.365(5) . ? C26 C27 1.428(5) . ? C26 H29 0.9500 . ? C3 H30 0.9500 . ? C18 C13 1.395(5) . ? C18 C17 1.396(5) . ? C18 H31 0.9500 . ? C31 C36 1.388(5) . ? C31 C32 1.414(5) . ? C24 C25 1.420(5) . ? C24 H34 0.9500 . ? C36 H36 0.9500 . ? C13 C14 1.405(5) . ? C17 C16 1.402(5) . ? C5 C6 1.381(6) . ? C5 H41 0.9500 . ? C25 H42 0.9500 . ? C8 C7 1.380(6) . ? C8 H43 0.9500 . ? C7 C6 1.401(6) . ? C7 H48 0.9500 . ? C6 H49 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 C31 O30 C29 118.4(3) . . ? C13 O12 C11 118.7(3) . . ? C17 O19 C20 121.6(3) . . ? C35 O1 C2 120.8(3) . . ? C1A N5A C6A 120(3) . . ? C1A N5A C9A 121(3) . . ? C6A N5A C9A 119(3) . . ? C7B N6B C10B 121.5(5) . . ? C7B N6B C2B 121.4(4) . . ? C10B N6B C2B 117.1(5) . . ? O28 N9 O21 124.6(3) . . ? O28 N9 C34 116.9(3) . . ? O21 N9 C34 118.4(3) . . ? O23 N10 O2 124.1(3) . . ? O23 N10 C14 117.9(3) . . ? O2 N10 C14 117.9(3) . . ? O13 N11 O15 124.7(3) . . ? O13 N11 C32 118.8(3) . . ? O15 N11 C32 116.5(3) . . ? O45 N14 O33 124.4(4) . . ? O45 N14 C16 118.9(4) . . ? O33 N14 C16 116.7(3) . . ? N5A C1A H1A1 109.5 . . ? N5A C1A H1A2 109.5 . . ? H1A1 C1A H1A2 109.5 . . ? N5A C1A H1A3 109.5 . . ? H1A1 C1A H1A3 109.5 . . ? H1A2 C1A H1A3 109.5 . . ? C5 C4 C3 121.6(3) . . ? C5 C4 C9 119.8(3) . . ? C3 C4 C9 118.6(3) . . ? O8A C6A N5A 134(3) . . ? O8A C6A H6A 112.8 . . ? N5A C6A H6A 112.8 . . ? C11 C10 C9 120.3(3) . . ? C11 C10 H7 119.9 . . ? C9 C10 H7 119.9 . . ? O8B C7B N6B 128.3(7) . . ? O8B C7B H7B 115.9 . . ? N6B C7B H7B 115.9 . . ? N5A C9A H9A1 109.5 . . ? N5A C9A H9A2 109.5 . . ? H9A1 C9A H9A2 109.5 . . ? N5A C9A H9A3 109.5 . . ? H9A1 C9A H9A3 109.5 . . ? H9A2 C9A H9A3 109.5 . . ? O1 C35 C36 124.4(3) . . ? O1 C35 C34 116.5(3) . . ? C36 C35 C34 119.1(3) . . ? C20 C21 C22 121.0(3) . . ? C20 C21 H16 119.5 . . ? C22 C21 H16 119.5 . . ? C23 C22 C21 122.6(3) . . ? C23 C22 C27 119.4(3) . . ? C21 C22 C27 118.1(3) . . ? C29 C28 C27 120.5(3) . . ? C29 C28 H18 119.8 . . ? C27 C28 H18 119.8 . . ? C3 C2 O1 120.3(3) . . ? C3 C2 C11 120.9(3) . . ? O1 C2 C11 118.3(3) . . ? C24 C23 C22 120.8(3) . . ? C24 C23 H22 119.6 . . ? C22 C23 H22 119.6 . . ? C34 C33 C32 119.4(3) . . ? C34 C33 H24 120.3 . . ? C32 C33 H24 120.3 . . ? C10 C9 C4 119.8(3) . . ? C10 C9 C8 121.8(3) . . ? C4 C9 C8 118.4(3) . . ? C21 C20 O19 121.6(3) . . ? C21 C20 C29 121.2(3) . . ? O19 C20 C29 116.9(3) . . ? C14 C15 C16 119.8(3) . . ? C14 C15 H27 120.1 . . ? C16 C15 H27 120.1 . . ? C25 C26 C27 120.8(3) . . ? C25 C26 H29 119.6 . . ? C27 C26 H29 119.6 . . ? C2 C3 C4 120.3(3) . . ? C2 C3 H30 119.9 . . ? C4 C3 H30 119.9 . . ? C13 C18 C17 120.4(3) . . ? C13 C18 H31 119.8 . . ? C17 C18 H31 119.8 . . ? O30 C31 C36 122.7(3) . . ? O30 C31 C32 117.4(3) . . ? C36 C31 C32 119.8(3) . . ? C23 C24 C25 120.4(3) . . ? C23 C24 H34 119.8 . . ? C25 C24 H34 119.8 . . ? C28 C29 O30 119.3(3) . . ? C28 C29 C20 119.5(3) . . ? O30 C29 C20 120.9(3) . . ? C31 C36 C35 119.8(3) . . ? C31 C36 H36 120.1 . . ? C35 C36 H36 120.1 . . ? C10 C11 O12 118.8(3) . . ? C10 C11 C2 120.1(3) . . ? O12 C11 C2 120.8(3) . . ? O12 C13 C18 122.4(3) . . ? O12 C13 C14 118.6(3) . . ? C18 C13 C14 119.0(3) . . ? O19 C17 C18 123.6(3) . . ? O19 C17 C16 117.6(3) . . ? C18 C17 C16 118.7(3) . . ? C28 C27 C22 119.8(3) . . ? C28 C27 C26 121.8(3) . . ? C22 C27 C26 118.4(3) . . ? C6 C5 C4 120.4(3) . . ? C6 C5 H41 119.8 . . ? C4 C5 H41 119.8 . . ? C26 C25 C24 120.3(4) . . ? C26 C25 H42 119.9 . . ? C24 C25 H42 119.9 . . ? C7 C8 C9 120.3(3) . . ? C7 C8 H43 119.9 . . ? C9 C8 H43 119.9 . . ? C15 C14 C13 120.8(3) . . ? C15 C14 N10 117.5(3) . . ? C13 C14 N10 121.8(3) . . ? C33 C32 C31 120.0(3) . . ? C33 C32 N11 117.6(3) . . ? C31 C32 N11 122.3(3) . . ? C33 C34 C35 121.6(3) . . ? C33 C34 N9 117.1(3) . . ? C35 C34 N9 121.3(3) . . ? C8 C7 C6 121.0(4) . . ? C8 C7 H48 119.5 . . ? C6 C7 H48 119.5 . . ? C5 C6 C7 120.1(4) . . ? C5 C6 H49 120.0 . . ? C7 C6 H49 120.0 . . ? C15 C16 C17 121.1(3) . . ? C15 C16 N14 116.2(3) . . ? C17 C16 N14 122.7(3) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C1A N5A C6A O8A 5(5) . . . . ? C9A N5A C6A O8A -180(4) . . . . ? C10B N6B C7B O8B 178.5(9) . . . . ? C2B N6B C7B O8B -1.6(10) . . . . ? C2 O1 C35 C36 0.4(5) . . . . ? C2 O1 C35 C34 179.8(3) . . . . ? C20 C21 C22 C23 -179.8(3) . . . . ? C20 C21 C22 C27 0.6(5) . . . . ? C35 O1 C2 C3 85.8(4) . . . . ? C35 O1 C2 C11 -102.3(4) . . . . ? C21 C22 C23 C24 -178.2(3) . . . . ? C27 C22 C23 C24 1.4(5) . . . . ? C11 C10 C9 C4 2.2(5) . . . . ? C11 C10 C9 C8 -177.6(3) . . . . ? C5 C4 C9 C10 177.1(3) . . . . ? C3 C4 C9 C10 -2.3(5) . . . . ? C5 C4 C9 C8 -3.1(5) . . . . ? C3 C4 C9 C8 177.5(3) . . . . ? C22 C21 C20 O19 172.3(3) . . . . ? C22 C21 C20 C29 -0.3(5) . . . . ? C17 O19 C20 C21 83.0(4) . . . . ? C17 O19 C20 C29 -104.1(4) . . . . ? O1 C2 C3 C4 173.1(3) . . . . ? C11 C2 C3 C4 1.4(5) . . . . ? C5 C4 C3 C2 -178.9(3) . . . . ? C9 C4 C3 C2 0.5(5) . . . . ? C29 O30 C31 C36 23.9(5) . . . . ? C29 O30 C31 C32 -153.7(3) . . . . ? C22 C23 C24 C25 0.1(5) . . . . ? C27 C28 C29 O30 -174.4(3) . . . . ? C27 C28 C29 C20 -1.0(5) . . . . ? C31 O30 C29 C28 -121.7(4) . . . . ? C31 O30 C29 C20 65.1(4) . . . . ? C21 C20 C29 C28 0.5(5) . . . . ? O19 C20 C29 C28 -172.4(3) . . . . ? C21 C20 C29 O30 173.8(3) . . . . ? O19 C20 C29 O30 0.8(5) . . . . ? O30 C31 C36 C35 -174.2(3) . . . . ? C32 C31 C36 C35 3.4(5) . . . . ? O1 C35 C36 C31 174.8(3) . . . . ? C34 C35 C36 C31 -4.7(5) . . . . ? C9 C10 C11 O12 -173.6(3) . . . . ? C9 C10 C11 C2 -0.3(5) . . . . ? C13 O12 C11 C10 -121.8(3) . . . . ? C13 O12 C11 C2 64.9(4) . . . . ? C3 C2 C11 C10 -1.6(5) . . . . ? O1 C2 C11 C10 -173.4(3) . . . . ? C3 C2 C11 O12 171.6(3) . . . . ? O1 C2 C11 O12 -0.2(4) . . . . ? C11 O12 C13 C18 25.5(5) . . . . ? C11 O12 C13 C14 -154.0(3) . . . . ? C17 C18 C13 O12 -173.9(3) . . . . ? C17 C18 C13 C14 5.6(5) . . . . ? C20 O19 C17 C18 0.2(5) . . . . ? C20 O19 C17 C16 178.9(3) . . . . ? C13 C18 C17 O19 174.8(3) . . . . ? C13 C18 C17 C16 -4.0(5) . . . . ? C29 C28 C27 C22 1.3(5) . . . . ? C29 C28 C27 C26 -177.4(3) . . . . ? C23 C22 C27 C28 179.3(3) . . . . ? C21 C22 C27 C28 -1.0(5) . . . . ? C23 C22 C27 C26 -1.9(5) . . . . ? C21 C22 C27 C26 177.7(3) . . . . ? C25 C26 C27 C28 179.8(3) . . . . ? C25 C26 C27 C22 1.0(5) . . . . ? C3 C4 C5 C6 -179.4(3) . . . . ? C9 C4 C5 C6 1.2(5) . . . . ? C27 C26 C25 C24 0.4(5) . . . . ? C23 C24 C25 C26 -1.0(5) . . . . ? C10 C9 C8 C7 -177.4(3) . . . . ? C4 C9 C8 C7 2.8(5) . . . . ? C16 C15 C14 C13 0.1(5) . . . . ? C16 C15 C14 N10 -178.8(3) . . . . ? O12 C13 C14 C15 175.8(3) . . . . ? C18 C13 C14 C15 -3.6(5) . . . . ? O12 C13 C14 N10 -5.3(5) . . . . ? C18 C13 C14 N10 175.2(3) . . . . ? O23 N10 C14 C15 143.6(3) . . . . ? O2 N10 C14 C15 -33.5(5) . . . . ? O23 N10 C14 C13 -35.3(5) . . . . ? O2 N10 C14 C13 147.7(3) . . . . ? C34 C33 C32 C31 -3.7(5) . . . . ? C34 C33 C32 N11 178.1(3) . . . . ? O30 C31 C32 C33 178.5(3) . . . . ? C36 C31 C32 C33 0.8(5) . . . . ? O30 C31 C32 N11 -3.4(5) . . . . ? C36 C31 C32 N11 178.9(3) . . . . ? O13 N11 C32 C33 147.8(3) . . . . ? O15 N11 C32 C33 -30.7(5) . . . . ? O13 N11 C32 C31 -30.4(5) . . . . ? O15 N11 C32 C31 151.2(4) . . . . ? C32 C33 C34 C35 2.4(5) . . . . ? C32 C33 C34 N9 -179.0(3) . . . . ? O1 C35 C34 C33 -177.7(3) . . . . ? C36 C35 C34 C33 1.8(5) . . . . ? O1 C35 C34 N9 3.7(5) . . . . ? C36 C35 C34 N9 -176.8(3) . . . . ? O28 N9 C34 C33 -37.6(5) . . . . ? O21 N9 C34 C33 141.3(4) . . . . ? O28 N9 C34 C35 141.0(4) . . . . ? O21 N9 C34 C35 -40.1(5) . . . . ? C9 C8 C7 C6 -0.6(5) . . . . ? C4 C5 C6 C7 1.1(5) . . . . ? C8 C7 C6 C5 -1.5(6) . . . . ? C14 C15 C16 C17 1.6(5) . . . . ? C14 C15 C16 N14 -177.3(3) . . . . ? O19 C17 C16 C15 -178.5(3) . . . . ? C18 C17 C16 C15 0.4(5) . . . . ? O19 C17 C16 N14 0.4(5) . . . . ? C18 C17 C16 N14 179.2(3) . . . . ? O45 N14 C16 C15 149.4(4) . . . . ? O33 N14 C16 C15 -27.1(5) . . . . ? O45 N14 C16 C17 -29.4(6) . . . . ? O33 N14 C16 C17 154.0(4) . . . . ? 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 C18 H31 O8A 0.95 2.45 3.35(4) 156.8 . C18 H31 O8B 0.95 2.46 3.357(12) 158.3 . C36 H36 O8A 0.95 2.23 3.16(4) 166.2 . C36 H36 O8B 0.95 2.29 3.219(12) 165.7 . _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.268 _refine_diff_density_min -0.226 _refine_diff_density_rms 0.052 # Attachment '- 1c.CIF' data_1c _database_code_depnum_ccdc_archive 'CCDC 789427' #TrackingRef '- 1c.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C36 H25 N5 O13' _chemical_formula_sum 'C36 H25 N5 O13' _chemical_formula_weight 735.61 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 Cc _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 11.918(3) _cell_length_b 21.169(5) _cell_length_c 13.550(3) _cell_angle_alpha 90.00 _cell_angle_beta 110.775(2) _cell_angle_gamma 90.00 _cell_volume 3196.2(13) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9931 _cell_measurement_theta_min 2.18 _cell_measurement_theta_max 27.54 _exptl_crystal_description 'hexagonal prism' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.71 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.529 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1520 _exptl_absorpt_coefficient_mu 0.119 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9203 _exptl_absorpt_correction_T_max 0.9720 _exptl_absorpt_process_details '(SADABS; Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 15197 _diffrn_reflns_av_R_equivalents 0.0323 _diffrn_reflns_av_sigmaI/netI 0.0346 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 25.02 _reflns_number_total 5622 _reflns_number_gt 5453 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART (Bruker, 2002)' _computing_cell_refinement 'SMART (Bruker, 2003)' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.0976P)^2^+5.6012P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.6(11) _refine_ls_number_reflns 5622 _refine_ls_number_parameters 538 _refine_ls_number_restraints 13 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1582 _refine_ls_wR_factor_gt 0.1573 _refine_ls_goodness_of_fit_ref 1.099 _refine_ls_restrained_S_all 1.098 _refine_ls_shift/su_max 0.003 _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 O1 O 0.3713(2) 0.75961(11) 0.5520(2) 0.0235(5) Uani 1 1 d . . . C2 C 0.2609(3) 0.73384(17) 0.4945(3) 0.0213(7) Uani 1 1 d . . . C3 C 0.1599(3) 0.76121(16) 0.4996(3) 0.0206(7) Uani 1 1 d . . . H3 H 0.1667 0.7949 0.5477 0.025 Uiso 1 1 calc R . . C4 C 0.0442(3) 0.73993(16) 0.4339(3) 0.0190(7) Uani 1 1 d . . . C5 C -0.0618(3) 0.76535(17) 0.4420(3) 0.0236(8) Uani 1 1 d . . . H5 H -0.0568 0.7980 0.4914 0.028 Uiso 1 1 calc R . . C6 C -0.1719(3) 0.74304(18) 0.3788(3) 0.0250(8) Uani 1 1 d . . . H6 H -0.2427 0.7596 0.3859 0.030 Uiso 1 1 calc R . . C7 C -0.1809(3) 0.69516(18) 0.3025(3) 0.0249(8) Uani 1 1 d . . . H7 H -0.2577 0.6809 0.2579 0.030 Uiso 1 1 calc R . . C8 C -0.0810(3) 0.66973(17) 0.2928(3) 0.0227(7) Uani 1 1 d . . . H8 H -0.0883 0.6383 0.2407 0.027 Uiso 1 1 calc R . . C9 C 0.0352(3) 0.68984(15) 0.3603(3) 0.0192(7) Uani 1 1 d . . . C10 C 0.1420(3) 0.66236(16) 0.3569(3) 0.0222(7) Uani 1 1 d . . . H10 H 0.1373 0.6287 0.3093 0.027 Uiso 1 1 calc R . . C11 C 0.2512(3) 0.68348(16) 0.4209(3) 0.0207(7) Uani 1 1 d . . . O12 O 0.3571(2) 0.66151(11) 0.4093(2) 0.0235(5) Uani 1 1 d . . . C13 C 0.4074(3) 0.60557(16) 0.4507(3) 0.0194(7) Uani 1 1 d . . . C14 C 0.5094(3) 0.58607(18) 0.4313(3) 0.0231(8) Uani 1 1 d . . . C15 C 0.5687(3) 0.53099(18) 0.4744(3) 0.0237(7) Uani 1 1 d . . . H15 H 0.6370 0.5178 0.4591 0.028 Uiso 1 1 calc R . . C16 C 0.5276(3) 0.49528(16) 0.5401(3) 0.0214(7) Uani 1 1 d . . . C17 C 0.4249(3) 0.51328(16) 0.5610(3) 0.0204(7) Uani 1 1 d . . . C18 C 0.3625(3) 0.56707(16) 0.5122(3) 0.0182(7) Uani 1 1 d . . . H18 H 0.2890 0.5777 0.5208 0.022 Uiso 1 1 calc R . . O19 O 0.3915(2) 0.47758(11) 0.6298(2) 0.0226(5) Uani 1 1 d . . . C20 C 0.3260(3) 0.50584(16) 0.6858(3) 0.0204(7) Uani 1 1 d . . . C21 C 0.2169(3) 0.48230(15) 0.6756(3) 0.0198(7) Uani 1 1 d . . . H21 H 0.1820 0.4502 0.6250 0.024 Uiso 1 1 calc R . . C22 C 0.1541(3) 0.50520(15) 0.7400(3) 0.0199(7) Uani 1 1 d . . . C23 C 0.0368(3) 0.48425(18) 0.7278(3) 0.0253(8) Uani 1 1 d . . . H23 H -0.0014 0.4533 0.6760 0.030 Uiso 1 1 calc R . . C24 C -0.0216(4) 0.50815(17) 0.7900(3) 0.0278(8) Uani 1 1 d . . . H24 H -0.1004 0.4941 0.7804 0.033 Uiso 1 1 calc R . . C25 C 0.0340(4) 0.55357(19) 0.8684(3) 0.0322(9) Uani 1 1 d . . . H25 H -0.0073 0.5689 0.9120 0.039 Uiso 1 1 calc R . . C26 C 0.1464(4) 0.57575(17) 0.8825(3) 0.0269(8) Uani 1 1 d . . . H26 H 0.1830 0.6061 0.9359 0.032 Uiso 1 1 calc R . . C27 C 0.2083(3) 0.55333(16) 0.8170(3) 0.0242(8) Uani 1 1 d . . . C28 C 0.3228(3) 0.57694(16) 0.8249(3) 0.0227(7) Uani 1 1 d . . . H28 H 0.3604 0.6082 0.8762 0.027 Uiso 1 1 calc R . . C29 C 0.3793(3) 0.55557(16) 0.7603(3) 0.0227(7) Uani 1 1 d . . . O30 O 0.4960(2) 0.57488(12) 0.7746(2) 0.0251(6) Uani 1 1 d . . . C31 C 0.5151(3) 0.63090(16) 0.7357(3) 0.0195(7) Uani 1 1 d . . . C32 C 0.6364(3) 0.65019(17) 0.7634(3) 0.0224(7) Uani 1 1 d . . . C33 C 0.6650(3) 0.70443(18) 0.7208(3) 0.0231(7) Uani 1 1 d . . . H33 H 0.7464 0.7171 0.7398 0.028 Uiso 1 1 calc R . . C34 C 0.5749(3) 0.74015(16) 0.6504(3) 0.0209(7) Uani 1 1 d . . . C35 C 0.4550(3) 0.72320(17) 0.6247(3) 0.0209(7) Uani 1 1 d . . . C36 C 0.4256(3) 0.66985(17) 0.6704(3) 0.0189(7) Uani 1 1 d . . . H36 H 0.3438 0.6600 0.6568 0.023 Uiso 1 1 calc R . . O37 O 0.5497(3) 0.67988(16) 0.3638(4) 0.0550(10) Uani 1 1 d . . . N38 N 0.5613(3) 0.62298(16) 0.3660(3) 0.0314(8) Uani 1 1 d . . . O39 O 0.6188(3) 0.59323(17) 0.3219(3) 0.0461(8) Uani 1 1 d . . . O40 O 0.7080(3) 0.79280(15) 0.5891(3) 0.0477(9) Uani 1 1 d . . . N41 N 0.6125(3) 0.79614(15) 0.6054(3) 0.0256(7) Uani 1 1 d . . . O42 O 0.5482(3) 0.84323(12) 0.5884(2) 0.0310(6) Uani 1 1 d . . . O43 O 0.7032(3) 0.43907(16) 0.6098(3) 0.0421(8) Uani 1 1 d . . . N44 N 0.5945(3) 0.43743(15) 0.5846(2) 0.0272(7) Uani 1 1 d . . . O45 O 0.5366(3) 0.39094(12) 0.5914(2) 0.0324(6) Uani 1 1 d . . . O46 O 0.7260(3) 0.55689(18) 0.8428(4) 0.0628(11) Uani 1 1 d . . . N47 N 0.7357(3) 0.61492(16) 0.8378(3) 0.0302(7) Uani 1 1 d . . . O48 O 0.8269(3) 0.64414(17) 0.8859(3) 0.0560(10) Uani 1 1 d . . . C1A C -0.1580(10) 0.6280(13) 0.6037(19) 0.038(6) Uani 0.564(12) 1 d PD A 1 H1A1 H -0.1320 0.6534 0.6683 0.056 Uiso 0.564(12) 1 calc PR A 1 H1A2 H -0.1941 0.5886 0.6160 0.056 Uiso 0.564(12) 1 calc PR A 1 H1A3 H -0.2173 0.6517 0.5467 0.056 Uiso 0.564(12) 1 calc PR A 1 N2A N -0.0558(5) 0.6137(3) 0.5740(5) 0.0208(18) Uani 0.564(12) 1 d PD A 1 C3A C -0.0813(10) 0.5629(3) 0.4960(6) 0.0247(18) Uani 0.564(12) 1 d PD A 1 H3A1 H -0.0089 0.5535 0.4803 0.037 Uiso 0.564(12) 1 calc PR A 1 H3A2 H -0.1457 0.5761 0.4312 0.037 Uiso 0.564(12) 1 calc PR A 1 H3A3 H -0.1065 0.5250 0.5242 0.037 Uiso 0.564(12) 1 calc PR A 1 C4A C 0.0525(7) 0.6403(4) 0.6110(9) 0.022(3) Uani 0.564(12) 1 d PD A 1 O5A O 0.1394(5) 0.6221(3) 0.5861(5) 0.0206(16) Uiso 0.564(12) 1 d PD A 1 C6A C 0.0702(12) 0.6940(5) 0.6914(7) 0.036(3) Uani 0.564(12) 1 d PD A 1 H6A1 H 0.0317 0.6826 0.7420 0.054 Uiso 0.564(12) 1 calc PR A 1 H6A2 H 0.0341 0.7328 0.6544 0.054 Uiso 0.564(12) 1 calc PR A 1 H6A3 H 0.1562 0.7007 0.7292 0.054 Uiso 0.564(12) 1 calc PR A 1 C1B C -0.1570(14) 0.6386(15) 0.595(2) 0.024(5) Uani 0.436(12) 1 d PD A 2 H1B1 H -0.1883 0.6174 0.5261 0.035 Uiso 0.436(12) 1 calc PR A 2 H1B2 H -0.1987 0.6789 0.5909 0.035 Uiso 0.436(12) 1 calc PR A 2 H1B3 H -0.1703 0.6117 0.6486 0.035 Uiso 0.436(12) 1 calc PR A 2 N2B N -0.0310(7) 0.6498(4) 0.6223(6) 0.027(3) Uani 0.436(12) 1 d PD A 2 C3B C 0.0151(15) 0.7027(6) 0.6978(11) 0.040(3) Uani 0.436(12) 1 d PD A 2 H3B1 H 0.1001 0.7096 0.7093 0.060 Uiso 0.436(12) 1 calc PR A 2 H3B2 H 0.0061 0.6921 0.7650 0.060 Uiso 0.436(12) 1 calc PR A 2 H3B3 H -0.0305 0.7411 0.6688 0.060 Uiso 0.436(12) 1 calc PR A 2 C4B C 0.0403(11) 0.6189(6) 0.5841(13) 0.033(4) Uani 0.436(12) 1 d PD A 2 O5B O 0.1482(7) 0.6334(4) 0.6106(7) 0.023(2) Uiso 0.436(12) 1 d PD A 2 C6B C -0.0174(13) 0.5675(5) 0.5013(8) 0.029(3) Uani 0.436(12) 1 d PD A 2 H6B1 H 0.0451 0.5461 0.4824 0.043 Uiso 0.436(12) 1 calc PR A 2 H6B2 H -0.0755 0.5869 0.4382 0.043 Uiso 0.436(12) 1 calc PR A 2 H6B3 H -0.0583 0.5367 0.5307 0.043 Uiso 0.436(12) 1 calc PR A 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 O1 0.0222(13) 0.0164(12) 0.0285(14) 0.0018(10) 0.0049(10) -0.0042(10) C2 0.0265(19) 0.0166(17) 0.0205(16) 0.0000(13) 0.0077(14) -0.0063(14) C3 0.0250(18) 0.0139(16) 0.0225(17) 0.0010(13) 0.0081(14) -0.0038(13) C4 0.0233(17) 0.0132(15) 0.0195(16) 0.0042(13) 0.0064(13) -0.0036(13) C5 0.0268(19) 0.0187(17) 0.0243(18) 0.0039(13) 0.0081(15) 0.0059(14) C6 0.0181(17) 0.0251(19) 0.033(2) 0.0059(15) 0.0109(15) 0.0014(14) C7 0.0186(17) 0.0252(19) 0.0260(18) 0.0041(14) 0.0018(14) -0.0027(14) C8 0.0254(18) 0.0208(16) 0.0198(16) -0.0012(14) 0.0057(14) -0.0016(15) C9 0.0225(17) 0.0134(16) 0.0212(16) 0.0019(13) 0.0072(14) 0.0006(13) C10 0.032(2) 0.0126(16) 0.0219(17) 0.0034(13) 0.0091(15) 0.0015(14) C11 0.0246(18) 0.0165(16) 0.0238(17) 0.0030(14) 0.0118(14) 0.0036(14) O12 0.0221(12) 0.0180(12) 0.0320(13) 0.0040(10) 0.0117(10) 0.0024(10) C13 0.0174(16) 0.0171(16) 0.0203(17) -0.0022(13) 0.0024(13) -0.0015(13) C14 0.0212(17) 0.0248(19) 0.0234(18) -0.0022(13) 0.0081(14) -0.0043(14) C15 0.0176(17) 0.0284(19) 0.0256(18) -0.0043(15) 0.0083(14) 0.0005(14) C16 0.0218(17) 0.0159(16) 0.0227(17) -0.0027(13) 0.0031(14) 0.0030(13) C17 0.0228(17) 0.0165(16) 0.0200(17) -0.0029(13) 0.0053(14) -0.0022(14) C18 0.0180(16) 0.0162(16) 0.0194(16) -0.0050(13) 0.0057(13) -0.0008(13) O19 0.0239(13) 0.0180(12) 0.0289(13) 0.0006(10) 0.0130(11) 0.0020(10) C20 0.0230(18) 0.0132(16) 0.0251(17) -0.0004(12) 0.0085(14) 0.0032(13) C21 0.0227(17) 0.0119(15) 0.0230(17) 0.0046(13) 0.0059(14) 0.0022(13) C22 0.0236(17) 0.0091(15) 0.0274(18) 0.0055(13) 0.0093(14) 0.0029(13) C23 0.028(2) 0.0197(18) 0.0281(19) 0.0090(14) 0.0094(15) 0.0014(14) C24 0.0265(19) 0.0216(18) 0.038(2) 0.0111(15) 0.0150(16) 0.0014(15) C25 0.045(2) 0.027(2) 0.032(2) 0.0088(17) 0.0233(19) 0.0118(18) C26 0.038(2) 0.0148(16) 0.0281(19) 0.0045(14) 0.0125(16) 0.0101(15) C27 0.031(2) 0.0165(17) 0.0247(18) 0.0028(14) 0.0092(15) 0.0053(15) C28 0.0222(17) 0.0168(16) 0.0235(17) 0.0018(14) 0.0014(14) 0.0049(14) C29 0.0234(18) 0.0153(16) 0.0247(17) 0.0014(14) 0.0028(14) 0.0001(13) O30 0.0189(13) 0.0178(12) 0.0341(14) 0.0044(10) 0.0035(11) -0.0012(10) C31 0.0204(17) 0.0190(17) 0.0194(16) -0.0006(13) 0.0073(13) 0.0014(14) C32 0.0213(17) 0.0225(18) 0.0218(17) -0.0024(14) 0.0058(14) 0.0002(14) C33 0.0146(16) 0.0272(19) 0.0276(19) -0.0073(15) 0.0075(14) -0.0002(14) C34 0.0255(18) 0.0166(16) 0.0213(16) -0.0032(13) 0.0092(14) -0.0044(14) C35 0.0209(17) 0.0188(17) 0.0224(17) -0.0055(13) 0.0071(14) 0.0023(13) C36 0.0155(16) 0.0207(17) 0.0198(16) -0.0026(13) 0.0053(13) 0.0004(13) O37 0.0460(19) 0.0347(19) 0.100(3) 0.0186(19) 0.046(2) 0.0082(15) N38 0.0208(16) 0.0348(19) 0.044(2) 0.0081(16) 0.0179(15) 0.0000(14) O39 0.0509(19) 0.0503(19) 0.0505(19) 0.0065(16) 0.0346(16) 0.0019(16) O40 0.0400(19) 0.0385(18) 0.079(3) 0.0084(17) 0.0390(18) -0.0055(14) N41 0.0251(16) 0.0198(16) 0.0329(17) -0.0026(13) 0.0112(13) -0.0055(13) O42 0.0348(15) 0.0188(13) 0.0357(15) 0.0034(11) 0.0079(12) -0.0051(12) O43 0.0235(16) 0.0438(19) 0.060(2) 0.0087(15) 0.0162(14) 0.0129(13) N44 0.0333(19) 0.0225(17) 0.0245(16) -0.0012(12) 0.0087(13) 0.0040(13) O45 0.0396(16) 0.0149(13) 0.0417(16) -0.0037(11) 0.0133(13) 0.0037(11) O46 0.0338(18) 0.050(2) 0.099(3) 0.036(2) 0.0165(19) 0.0050(16) N47 0.0231(17) 0.0344(19) 0.0333(17) 0.0022(15) 0.0102(14) 0.0056(14) O48 0.0328(18) 0.046(2) 0.062(2) -0.0211(17) -0.0157(16) 0.0139(15) C1A 0.023(7) 0.043(11) 0.036(9) 0.011(7) -0.003(6) -0.001(5) N2A 0.014(3) 0.024(3) 0.023(3) -0.001(3) 0.005(2) 0.000(2) C3A 0.028(5) 0.014(3) 0.032(4) 0.001(3) 0.011(4) 0.007(3) C4A 0.024(5) 0.011(6) 0.027(5) 0.009(4) 0.004(3) 0.002(3) C6A 0.061(7) 0.023(5) 0.015(4) 0.005(3) 0.003(4) 0.004(5) C1B 0.039(11) 0.021(8) 0.023(8) 0.006(6) 0.025(8) 0.003(5) N2B 0.021(5) 0.037(5) 0.018(4) -0.003(4) 0.002(3) 0.000(3) C3B 0.053(9) 0.019(6) 0.036(6) -0.009(4) 0.001(6) 0.001(6) C4B 0.040(9) 0.015(8) 0.039(10) 0.017(6) 0.010(6) 0.003(5) C6B 0.036(7) 0.031(5) 0.023(5) 0.004(4) 0.015(5) 0.010(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C35 1.365(4) . ? O1 C2 1.382(4) . ? C2 C3 1.359(5) . ? C2 C11 1.436(5) . ? C3 C4 1.424(5) . ? C3 H3 0.9500 . ? C4 C5 1.413(5) . ? C4 C9 1.433(5) . ? C5 C6 1.372(5) . ? C5 H5 0.9500 . ? C6 C7 1.425(5) . ? C6 H6 0.9500 . ? C7 C8 1.355(5) . ? C7 H7 0.9500 . ? C8 C9 1.427(5) . ? C8 H8 0.9500 . ? C9 C10 1.416(5) . ? C10 C11 1.358(5) . ? C10 H10 0.9500 . ? C11 O12 1.405(4) . ? O12 C13 1.356(4) . ? C13 C14 1.395(5) . ? C13 C18 1.401(5) . ? C14 C15 1.381(5) . ? C14 N38 1.471(5) . ? C15 C16 1.383(5) . ? C15 H15 0.9500 . ? C16 C17 1.403(5) . ? C16 N44 1.469(5) . ? C17 O19 1.365(4) . ? C17 C18 1.392(5) . ? C18 H18 0.9500 . ? O19 C20 1.401(4) . ? C20 C21 1.353(5) . ? C20 C29 1.441(5) . ? C21 C22 1.421(5) . ? C21 H21 0.9500 . ? C22 C23 1.419(5) . ? C22 C27 1.437(5) . ? C23 C24 1.366(6) . ? C23 H23 0.9500 . ? C24 C25 1.411(6) . ? C24 H24 0.9500 . ? C25 C26 1.368(6) . ? C25 H25 0.9500 . ? C26 C27 1.422(5) . ? C26 H26 0.9500 . ? C27 C28 1.421(5) . ? C28 C29 1.357(6) . ? C28 H28 0.9500 . ? C29 O30 1.395(5) . ? O30 C31 1.350(4) . ? C31 C36 1.389(5) . ? C31 C32 1.419(5) . ? C32 C33 1.381(5) . ? C32 N47 1.459(5) . ? C33 C34 1.381(5) . ? C33 H33 0.9500 . ? C34 C35 1.393(5) . ? C34 N41 1.474(5) . ? C35 C36 1.391(5) . ? C36 H36 0.9500 . ? O37 N38 1.212(5) . ? N38 O39 1.231(5) . ? O40 N41 1.236(4) . ? N41 O42 1.228(4) . ? O43 N44 1.217(5) . ? N44 O45 1.224(4) . ? O46 N47 1.238(5) . ? N47 O48 1.219(5) . ? C1A N2A 1.443(14) . ? C1A H1A1 0.9800 . ? C1A H1A2 0.9800 . ? C1A H1A3 0.9800 . ? N2A C4A 1.332(9) . ? N2A C3A 1.463(9) . ? C3A H3A1 0.9800 . ? C3A H3A2 0.9800 . ? C3A H3A3 0.9800 . ? C4A O5A 1.258(9) . ? C4A C6A 1.537(11) . ? C6A H6A1 0.9800 . ? C6A H6A2 0.9800 . ? C6A H6A3 0.9800 . ? C1B N2B 1.433(16) . ? C1B H1B1 0.9800 . ? C1B H1B2 0.9800 . ? C1B H1B3 0.9800 . ? N2B C4B 1.316(12) . ? N2B C3B 1.483(13) . ? C3B H3B1 0.9800 . ? C3B H3B2 0.9800 . ? C3B H3B3 0.9800 . ? C4B O5B 1.244(12) . ? C4B C6B 1.540(13) . ? C6B H6B1 0.9800 . ? C6B H6B2 0.9800 . ? C6B H6B3 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 C35 O1 C2 119.4(3) . . ? C3 C2 O1 119.1(3) . . ? C3 C2 C11 119.8(3) . . ? O1 C2 C11 120.7(3) . . ? C2 C3 C4 120.8(3) . . ? C2 C3 H3 119.6 . . ? C4 C3 H3 119.6 . . ? C5 C4 C3 121.7(3) . . ? C5 C4 C9 119.2(3) . . ? C3 C4 C9 119.1(3) . . ? C6 C5 C4 120.3(3) . . ? C6 C5 H5 119.9 . . ? C4 C5 H5 119.9 . . ? C5 C6 C7 120.5(3) . . ? C5 C6 H6 119.8 . . ? C7 C6 H6 119.8 . . ? C8 C7 C6 120.7(3) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 120.3(3) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 122.4(3) . . ? C10 C9 C4 118.7(3) . . ? C8 C9 C4 118.9(3) . . ? C11 C10 C9 120.9(3) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 O12 121.0(3) . . ? C10 C11 C2 120.7(3) . . ? O12 C11 C2 118.0(3) . . ? C13 O12 C11 121.7(3) . . ? O12 C13 C14 117.9(3) . . ? O12 C13 C18 123.3(3) . . ? C14 C13 C18 118.8(3) . . ? C15 C14 C13 121.3(3) . . ? C15 C14 N38 116.2(3) . . ? C13 C14 N38 122.5(3) . . ? C14 C15 C16 119.3(3) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? C15 C16 C17 121.0(3) . . ? C15 C16 N44 117.0(3) . . ? C17 C16 N44 121.9(3) . . ? O19 C17 C18 122.7(3) . . ? O19 C17 C16 118.3(3) . . ? C18 C17 C16 118.9(3) . . ? C17 C18 C13 120.4(3) . . ? C17 C18 H18 119.8 . . ? C13 C18 H18 119.8 . . ? C17 O19 C20 119.2(3) . . ? C21 C20 O19 119.1(3) . . ? C21 C20 C29 120.7(3) . . ? O19 C20 C29 119.9(3) . . ? C20 C21 C22 120.5(3) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C21 C22 C23 122.3(3) . . ? C21 C22 C27 119.2(3) . . ? C23 C22 C27 118.5(3) . . ? C24 C23 C22 120.6(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 120.8(4) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? C26 C25 C24 120.9(4) . . ? C26 C25 H25 119.6 . . ? C24 C25 H25 119.6 . . ? C25 C26 C27 119.9(4) . . ? C25 C26 H26 120.1 . . ? C27 C26 H26 120.1 . . ? C26 C27 C28 122.2(3) . . ? C26 C27 C22 119.3(3) . . ? C28 C27 C22 118.5(3) . . ? C29 C28 C27 121.1(3) . . ? C29 C28 H28 119.4 . . ? C27 C28 H28 119.4 . . ? C28 C29 O30 120.7(3) . . ? C28 C29 C20 119.9(3) . . ? O30 C29 C20 118.8(3) . . ? C31 O30 C29 120.1(3) . . ? O30 C31 C36 124.9(3) . . ? O30 C31 C32 116.5(3) . . ? C36 C31 C32 118.5(3) . . ? C33 C32 C31 120.5(3) . . ? C33 C32 N47 117.0(3) . . ? C31 C32 N47 122.4(3) . . ? C34 C33 C32 119.8(3) . . ? C34 C33 H33 120.1 . . ? C32 C33 H33 120.1 . . ? C33 C34 C35 120.6(3) . . ? C33 C34 N41 116.8(3) . . ? C35 C34 N41 122.6(3) . . ? O1 C35 C36 123.0(3) . . ? O1 C35 C34 117.2(3) . . ? C36 C35 C34 119.7(3) . . ? C31 C36 C35 120.5(3) . . ? C31 C36 H36 119.7 . . ? C35 C36 H36 119.7 . . ? O37 N38 O39 125.1(3) . . ? O37 N38 C14 118.3(3) . . ? O39 N38 C14 116.5(3) . . ? O42 N41 O40 124.5(3) . . ? O42 N41 C34 118.0(3) . . ? O40 N41 C34 117.5(3) . . ? O43 N44 O45 125.0(3) . . ? O43 N44 C16 117.4(3) . . ? O45 N44 C16 117.6(3) . . ? O48 N47 O46 123.9(4) . . ? O48 N47 C32 117.4(3) . . ? O46 N47 C32 118.5(4) . . ? C4A N2A C1A 127.4(11) . . ? C4A N2A C3A 120.5(7) . . ? C1A N2A C3A 112.1(11) . . ? O5A C4A N2A 123.4(8) . . ? O5A C4A C6A 119.8(8) . . ? N2A C4A C6A 116.8(8) . . ? N2B C1B H1B1 109.5 . . ? N2B C1B H1B2 109.5 . . ? H1B1 C1B H1B2 109.5 . . ? N2B C1B H1B3 109.5 . . ? H1B1 C1B H1B3 109.5 . . ? H1B2 C1B H1B3 109.5 . . ? C4B N2B C1B 125.4(12) . . ? C4B N2B C3B 120.9(10) . . ? C1B N2B C3B 113.7(12) . . ? N2B C3B H3B1 109.5 . . ? N2B C3B H3B2 109.5 . . ? H3B1 C3B H3B2 109.5 . . ? N2B C3B H3B3 109.5 . . ? H3B1 C3B H3B3 109.5 . . ? H3B2 C3B H3B3 109.5 . . ? O5B C4B N2B 120.6(11) . . ? O5B C4B C6B 122.3(10) . . ? N2B C4B C6B 117.0(10) . . ? C4B C6B H6B1 109.5 . . ? C4B C6B H6B2 109.5 . . ? H6B1 C6B H6B2 109.5 . . ? C4B C6B H6B3 109.5 . . ? H6B1 C6B H6B3 109.5 . . ? H6B2 C6B H6B3 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C35 O1 C2 C3 121.6(3) . . . . ? C35 O1 C2 C11 -65.5(4) . . . . ? O1 C2 C3 C4 173.9(3) . . . . ? C11 C2 C3 C4 0.9(5) . . . . ? C2 C3 C4 C5 176.5(3) . . . . ? C2 C3 C4 C9 -1.2(5) . . . . ? C3 C4 C5 C6 -178.8(3) . . . . ? C9 C4 C5 C6 -1.2(5) . . . . ? C4 C5 C6 C7 -1.6(5) . . . . ? C5 C6 C7 C8 1.6(5) . . . . ? C6 C7 C8 C9 1.1(5) . . . . ? C7 C8 C9 C10 176.6(3) . . . . ? C7 C8 C9 C4 -3.8(5) . . . . ? C5 C4 C9 C10 -176.6(3) . . . . ? C3 C4 C9 C10 1.2(5) . . . . ? C5 C4 C9 C8 3.8(5) . . . . ? C3 C4 C9 C8 -178.5(3) . . . . ? C8 C9 C10 C11 178.7(3) . . . . ? C4 C9 C10 C11 -0.9(5) . . . . ? C9 C10 C11 O12 -172.5(3) . . . . ? C9 C10 C11 C2 0.6(5) . . . . ? C3 C2 C11 C10 -0.6(5) . . . . ? O1 C2 C11 C10 -173.5(3) . . . . ? C3 C2 C11 O12 172.7(3) . . . . ? O1 C2 C11 O12 -0.2(5) . . . . ? C10 C11 O12 C13 -81.3(4) . . . . ? C2 C11 O12 C13 105.4(4) . . . . ? C11 O12 C13 C14 177.2(3) . . . . ? C11 O12 C13 C18 -3.4(5) . . . . ? O12 C13 C14 C15 177.3(3) . . . . ? C18 C13 C14 C15 -2.2(5) . . . . ? O12 C13 C14 N38 -1.6(5) . . . . ? C18 C13 C14 N38 178.9(3) . . . . ? C13 C14 C15 C16 -1.5(5) . . . . ? N38 C14 C15 C16 177.4(3) . . . . ? C14 C15 C16 C17 1.8(5) . . . . ? C14 C15 C16 N44 -179.5(3) . . . . ? C15 C16 C17 O19 -177.4(3) . . . . ? N44 C16 C17 O19 4.0(5) . . . . ? C15 C16 C17 C18 1.7(5) . . . . ? N44 C16 C17 C18 -177.0(3) . . . . ? O19 C17 C18 C13 173.5(3) . . . . ? C16 C17 C18 C13 -5.5(5) . . . . ? O12 C13 C18 C17 -173.7(3) . . . . ? C14 C13 C18 C17 5.8(5) . . . . ? C18 C17 O19 C20 -25.6(5) . . . . ? C16 C17 O19 C20 153.4(3) . . . . ? C17 O19 C20 C21 121.6(3) . . . . ? C17 O19 C20 C29 -63.9(4) . . . . ? O19 C20 C21 C22 172.9(3) . . . . ? C29 C20 C21 C22 -1.5(5) . . . . ? C20 C21 C22 C23 176.5(3) . . . . ? C20 C21 C22 C27 -0.6(5) . . . . ? C21 C22 C23 C24 -178.9(3) . . . . ? C27 C22 C23 C24 -1.8(5) . . . . ? C22 C23 C24 C25 -0.8(5) . . . . ? C23 C24 C25 C26 1.4(6) . . . . ? C24 C25 C26 C27 0.5(6) . . . . ? C25 C26 C27 C28 177.0(3) . . . . ? C25 C26 C27 C22 -3.0(5) . . . . ? C21 C22 C27 C26 -179.2(3) . . . . ? C23 C22 C27 C26 3.6(5) . . . . ? C21 C22 C27 C28 0.8(5) . . . . ? C23 C22 C27 C28 -176.4(3) . . . . ? C26 C27 C28 C29 -178.9(3) . . . . ? C22 C27 C28 C29 1.1(5) . . . . ? C27 C28 C29 O30 -174.3(3) . . . . ? C27 C28 C29 C20 -3.2(5) . . . . ? C21 C20 C29 C28 3.4(5) . . . . ? O19 C20 C29 C28 -171.0(3) . . . . ? C21 C20 C29 O30 174.7(3) . . . . ? O19 C20 C29 O30 0.3(5) . . . . ? C28 C29 O30 C31 -81.9(4) . . . . ? C20 C29 O30 C31 106.9(4) . . . . ? C29 O30 C31 C36 -7.5(5) . . . . ? C29 O30 C31 C32 173.3(3) . . . . ? O30 C31 C32 C33 175.0(3) . . . . ? C36 C31 C32 C33 -4.1(5) . . . . ? O30 C31 C32 N47 -5.6(5) . . . . ? C36 C31 C32 N47 175.2(3) . . . . ? C31 C32 C33 C34 -0.1(5) . . . . ? N47 C32 C33 C34 -179.6(3) . . . . ? C32 C33 C34 C35 2.2(5) . . . . ? C32 C33 C34 N41 -177.9(3) . . . . ? C2 O1 C35 C36 -22.2(5) . . . . ? C2 O1 C35 C34 155.7(3) . . . . ? C33 C34 C35 O1 -177.9(3) . . . . ? N41 C34 C35 O1 2.3(5) . . . . ? C33 C34 C35 C36 0.1(5) . . . . ? N41 C34 C35 C36 -179.8(3) . . . . ? O30 C31 C36 C35 -172.7(3) . . . . ? C32 C31 C36 C35 6.4(5) . . . . ? O1 C35 C36 C31 173.4(3) . . . . ? C34 C35 C36 C31 -4.5(5) . . . . ? C15 C14 N38 O37 -149.0(4) . . . . ? C13 C14 N38 O37 29.9(5) . . . . ? C15 C14 N38 O39 27.4(5) . . . . ? C13 C14 N38 O39 -153.6(4) . . . . ? C33 C34 N41 O42 -144.6(3) . . . . ? C35 C34 N41 O42 35.2(5) . . . . ? C33 C34 N41 O40 34.1(5) . . . . ? C35 C34 N41 O40 -146.1(4) . . . . ? C15 C16 N44 O43 37.3(5) . . . . ? C17 C16 N44 O43 -144.0(4) . . . . ? C15 C16 N44 O45 -141.2(3) . . . . ? C17 C16 N44 O45 37.5(5) . . . . ? C33 C32 N47 O48 25.6(5) . . . . ? C31 C32 N47 O48 -153.8(4) . . . . ? C33 C32 N47 O46 -149.2(4) . . . . ? C31 C32 N47 O46 31.4(5) . . . . ? C1A N2A C4A O5A 175.1(16) . . . . ? C3A N2A C4A O5A -3.4(15) . . . . ? C1A N2A C4A C6A -2.4(19) . . . . ? C3A N2A C4A C6A 179.1(8) . . . . ? C1B N2B C4B O5B 177.9(19) . . . . ? C3B N2B C4B O5B 0(2) . . . . ? C1B N2B C4B C6B 1(2) . . . . ? C3B N2B C4B C6B -176.5(11) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.02 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.429 _refine_diff_density_min -0.301 _refine_diff_density_rms 0.075 # Attachment '- 1d.CIF' data_1d _database_code_depnum_ccdc_archive 'CCDC 789428' #TrackingRef '- 1d.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C74 H50 N10 O26' _chemical_formula_sum 'C74 H50 N10 O26' _chemical_formula_weight 1495.24 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 'Cc ' _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 12.2118(13) _cell_length_b 21.065(2) _cell_length_c 13.1639(15) _cell_angle_alpha 90.00 _cell_angle_beta 110.508(2) _cell_angle_gamma 90.00 _cell_volume 3171.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 3167 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 24.96 _exptl_crystal_description 'hexagonal prism' _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.566 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1544 _exptl_absorpt_coefficient_mu 0.121 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9785 _exptl_absorpt_correction_T_max 0.9940 _exptl_absorpt_process_details '(SADABS; Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean 0 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 6960 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0465 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 27.54 _reflns_number_total 6960 _reflns_number_gt 5933 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _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^)+(0.0399P)^2^+4.4879P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.2(8) _refine_ls_number_reflns 6960 _refine_ls_number_parameters 557 _refine_ls_number_restraints 18 _refine_ls_R_factor_all 0.0605 _refine_ls_R_factor_gt 0.0462 _refine_ls_wR_factor_ref 0.1068 _refine_ls_wR_factor_gt 0.1005 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.049 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.73429(15) 0.25973(8) 0.05233(15) 0.0218(4) Uani 1 1 d . . . C2 C 0.8443(2) 0.23431(12) 0.1112(2) 0.0195(5) Uani 1 1 d . . . C3 C 0.9414(2) 0.26279(12) 0.1042(2) 0.0202(5) Uani 1 1 d . . . H3 H 0.9337 0.2973 0.0558 0.024 Uiso 1 1 calc R . . C4 C 1.0541(2) 0.24094(12) 0.1691(2) 0.0196(5) Uani 1 1 d . . . C5 C 1.1572(2) 0.26633(13) 0.1585(2) 0.0237(6) Uani 1 1 d . . . H5 H 1.1512 0.2995 0.1080 0.028 Uiso 1 1 calc R . . C6 C 1.2648(2) 0.24368(13) 0.2199(2) 0.0267(6) Uani 1 1 d . . . H6 H 1.3329 0.2602 0.2102 0.032 Uiso 1 1 calc R . . C7 C 1.2753(2) 0.19569(13) 0.2978(2) 0.0252(6) Uani 1 1 d . . . H7 H 1.3505 0.1809 0.3417 0.030 Uiso 1 1 calc R . . C8 C 1.1782(2) 0.17064(12) 0.3101(2) 0.0220(6) Uani 1 1 d . . . H8 H 1.1864 0.1389 0.3635 0.026 Uiso 1 1 calc R . . C9 C 1.0651(2) 0.19100(12) 0.2446(2) 0.0196(5) Uani 1 1 d . . . C10 C 0.9616(2) 0.16340(12) 0.2509(2) 0.0199(5) Uani 1 1 d . . . H10 H 0.9671 0.1301 0.3012 0.024 Uiso 1 1 calc R . . C11 C 0.8547(2) 0.18420(12) 0.1856(2) 0.0193(5) Uani 1 1 d . . . O12 O 0.75287(16) 0.16175(9) 0.20025(15) 0.0225(4) Uani 1 1 d . . . C13 C 0.7011(2) 0.10700(12) 0.1536(2) 0.0204(5) Uani 1 1 d . . . C14 C 0.5955(2) 0.09066(13) 0.1665(2) 0.0233(6) Uani 1 1 d . . . C15 C 0.5359(2) 0.03585(13) 0.1217(2) 0.0242(6) Uani 1 1 d . . . H15 H 0.4663 0.0245 0.1339 0.029 Uiso 1 1 calc R . . C16 C 0.5790(2) -0.00194(12) 0.0592(2) 0.0223(6) Uani 1 1 d . . . C17 C 0.6828(2) 0.01365(12) 0.0418(2) 0.0208(5) Uani 1 1 d . . . C18 C 0.7460(2) 0.06674(12) 0.0929(2) 0.0188(5) Uani 1 1 d . . . H18 H 0.8196 0.0757 0.0866 0.023 Uiso 1 1 calc R . . O19 O 0.71735(16) -0.02315(8) -0.02618(15) 0.0234(4) Uani 1 1 d . . . C20 C 0.7808(2) 0.00482(12) -0.0838(2) 0.0206(5) Uani 1 1 d . . . C21 C 0.8882(2) -0.01931(12) -0.0737(2) 0.0205(5) Uani 1 1 d . . . H21 H 0.9212 -0.0522 -0.0229 0.025 Uiso 1 1 calc R . . C22 C 0.9503(2) 0.00430(12) -0.1381(2) 0.0204(5) Uani 1 1 d . . . C23 C 1.0650(2) -0.01701(13) -0.1243(2) 0.0236(6) Uani 1 1 d . . . H23 H 1.1012 -0.0482 -0.0710 0.028 Uiso 1 1 calc R . . C24 C 1.1238(3) 0.00692(13) -0.1871(2) 0.0268(6) Uani 1 1 d . . . H24 H 1.2009 -0.0074 -0.1762 0.032 Uiso 1 1 calc R . . C25 C 1.0712(3) 0.05284(14) -0.2683(2) 0.0284(6) Uani 1 1 d . . . H25 H 1.1121 0.0685 -0.3126 0.034 Uiso 1 1 calc R . . C26 C 0.9611(3) 0.07445(13) -0.2826(2) 0.0257(6) Uani 1 1 d . . . H26 H 0.9259 0.1051 -0.3372 0.031 Uiso 1 1 calc R . . C27 C 0.8988(2) 0.05174(12) -0.2172(2) 0.0213(5) Uani 1 1 d . . . C28 C 0.7872(2) 0.07575(12) -0.2269(2) 0.0223(6) Uani 1 1 d . . . H28 H 0.7514 0.1072 -0.2798 0.027 Uiso 1 1 calc R . . C29 C 0.7309(2) 0.05399(12) -0.1610(2) 0.0216(6) Uani 1 1 d . . . O30 O 0.61685(16) 0.07366(9) -0.17665(16) 0.0246(4) Uani 1 1 d . . . C31 C 0.5961(2) 0.12901(12) -0.1333(2) 0.0197(5) Uani 1 1 d . . . C32 C 0.4788(2) 0.14527(12) -0.1551(2) 0.0204(5) Uani 1 1 d . . . C33 C 0.4486(2) 0.19864(13) -0.1114(2) 0.0208(5) Uani 1 1 d . . . H33 H 0.3686 0.2095 -0.1287 0.025 Uiso 1 1 calc R . . C34 C 0.5352(2) 0.23660(12) -0.0419(2) 0.0205(5) Uani 1 1 d . . . C35 C 0.6534(2) 0.22168(12) -0.0194(2) 0.0193(5) Uani 1 1 d . . . C36 C 0.6828(2) 0.16900(13) -0.0687(2) 0.0204(5) Uani 1 1 d . . . H36 H 0.7625 0.1605 -0.0580 0.024 Uiso 1 1 calc R . . N37 N 0.4977(2) 0.29176(11) 0.00476(19) 0.0251(5) Uani 1 1 d . . . O38 O 0.55994(17) 0.33926(9) 0.02411(17) 0.0289(5) Uani 1 1 d . . . O39 O 0.40472(18) 0.28789(10) 0.02031(19) 0.0375(5) Uani 1 1 d . . . N40 N 0.5408(2) 0.13126(12) 0.2251(2) 0.0291(5) Uani 1 1 d . . . O41 O 0.5467(2) 0.18899(11) 0.2166(2) 0.0430(6) Uani 1 1 d . . . O42 O 0.4860(2) 0.10494(12) 0.2750(2) 0.0466(6) Uani 1 1 d . . . N43 N 0.5131(2) -0.05981(11) 0.0138(2) 0.0278(5) Uani 1 1 d . . . O44 O 0.40608(19) -0.05792(11) -0.0108(2) 0.0430(6) Uani 1 1 d . . . O45 O 0.56819(19) -0.10717(9) 0.00734(19) 0.0344(5) Uani 1 1 d . . . N46 N 0.3831(2) 0.10590(11) -0.2266(2) 0.0255(5) Uani 1 1 d . . . O47 O 0.29516(19) 0.13353(11) -0.28338(19) 0.0398(6) Uani 1 1 d . . . O48 O 0.3939(2) 0.04781(10) -0.2215(2) 0.0441(6) Uani 1 1 d . . . O1A O 0.9607(3) 0.12284(19) 0.0138(3) 0.0240(8) Uani 0.819(6) 1 d PD A 1 C2A C 1.0431(4) 0.1414(2) -0.0126(5) 0.0209(12) Uani 0.819(6) 1 d PD A 1 C3A C 1.0386(4) 0.19426(17) -0.0936(3) 0.0243(9) Uani 0.819(6) 1 d PD A 1 H3A1 H 0.9798 0.1844 -0.1656 0.029 Uiso 0.819(6) 1 calc PR A 1 H3A2 H 1.0180 0.2353 -0.0683 0.029 Uiso 0.819(6) 1 calc PR A 1 C4A C 1.1609(4) 0.1972(2) -0.0999(4) 0.0305(10) Uani 0.819(6) 1 d PD A 1 H4A1 H 1.1948 0.2401 -0.0801 0.037 Uiso 0.819(6) 1 calc PR A 1 H4A2 H 1.1580 0.1873 -0.1743 0.037 Uiso 0.819(6) 1 calc PR A 1 C5A C 1.2346(4) 0.1474(2) -0.0191(4) 0.0253(10) Uani 0.819(6) 1 d PD A 1 H5A1 H 1.2669 0.1156 -0.0562 0.030 Uiso 0.819(6) 1 calc PR A 1 H5A2 H 1.2999 0.1678 0.0392 0.030 Uiso 0.819(6) 1 calc PR A 1 N6A N 1.1521(3) 0.11804(14) 0.0247(3) 0.0239(8) Uani 0.819(6) 1 d PD A 1 C7A C 1.1903(5) 0.06735(18) 0.1031(3) 0.0272(10) Uani 0.819(6) 1 d PD A 1 H7A1 H 1.1239 0.0519 0.1215 0.041 Uiso 0.819(6) 1 calc PR A 1 H7A2 H 1.2512 0.0832 0.1688 0.041 Uiso 0.819(6) 1 calc PR A 1 H7A3 H 1.2219 0.0325 0.0723 0.041 Uiso 0.819(6) 1 calc PR A 1 O1B O 0.9516(13) 0.1337(8) -0.0142(14) 0.017(5) Uiso 0.181(6) 1 d PD A 2 C2B C 1.0562(13) 0.1212(11) 0.015(2) 0.023(6) Uani 0.181(6) 1 d PD A 2 C3B C 1.1219(14) 0.0701(7) 0.0953(12) 0.020(4) Uani 0.181(6) 1 d PD A 2 H3B1 H 1.0825 0.0284 0.0760 0.023 Uiso 0.181(6) 1 calc PR A 2 H3B2 H 1.1270 0.0814 0.1698 0.023 Uiso 0.181(6) 1 calc PR A 2 C4B C 1.2442(16) 0.0684(8) 0.0862(15) 0.032(5) Uani 0.181(6) 1 d PD A 2 H4B1 H 1.3058 0.0717 0.1587 0.038 Uiso 0.181(6) 1 calc PR A 2 H4B2 H 1.2557 0.0284 0.0516 0.038 Uiso 0.181(6) 1 calc PR A 2 C5B C 1.2481(14) 0.1252(11) 0.0164(16) 0.036(6) Uani 0.181(6) 1 d PD A 2 H5B1 H 1.2983 0.1592 0.0610 0.043 Uiso 0.181(6) 1 calc PR A 2 H5B2 H 1.2786 0.1128 -0.0412 0.043 Uiso 0.181(6) 1 calc PR A 2 N6B N 1.1270(11) 0.1464(6) -0.0304(10) 0.025(4) Uani 0.181(6) 1 d PD A 2 C7B C 1.100(2) 0.2001(8) -0.1043(14) 0.029(5) Uani 0.181(6) 1 d PD A 2 H7B1 H 1.0170 0.2106 -0.1252 0.043 Uiso 0.181(6) 1 calc PR A 2 H7B2 H 1.1181 0.1892 -0.1691 0.043 Uiso 0.181(6) 1 calc PR A 2 H7B3 H 1.1473 0.2367 -0.0683 0.043 Uiso 0.181(6) 1 calc PR A 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 O1 0.0179(9) 0.0182(9) 0.0242(10) -0.0026(7) 0.0010(7) 0.0020(7) C2 0.0182(13) 0.0168(13) 0.0195(13) -0.0026(10) 0.0014(11) 0.0016(10) C3 0.0238(14) 0.0154(12) 0.0191(13) -0.0025(10) 0.0046(10) 0.0000(10) C4 0.0200(13) 0.0174(12) 0.0201(13) -0.0044(10) 0.0052(10) -0.0007(10) C5 0.0245(14) 0.0200(13) 0.0244(14) -0.0041(10) 0.0060(11) -0.0054(11) C6 0.0214(14) 0.0260(14) 0.0322(16) -0.0085(12) 0.0087(12) -0.0052(11) C7 0.0215(14) 0.0245(14) 0.0255(14) -0.0059(11) 0.0031(11) 0.0037(11) C8 0.0209(14) 0.0190(12) 0.0218(13) -0.0021(10) 0.0021(11) 0.0009(10) C9 0.0207(13) 0.0175(12) 0.0177(12) -0.0045(10) 0.0030(10) 0.0016(10) C10 0.0235(14) 0.0167(12) 0.0190(12) -0.0014(10) 0.0067(10) -0.0001(10) C11 0.0196(13) 0.0185(12) 0.0197(13) -0.0044(10) 0.0068(11) -0.0028(10) O12 0.0196(9) 0.0208(9) 0.0268(10) -0.0049(8) 0.0078(8) -0.0023(7) C13 0.0194(13) 0.0196(13) 0.0210(13) 0.0032(10) 0.0055(10) 0.0024(10) C14 0.0219(14) 0.0260(14) 0.0221(14) 0.0012(11) 0.0078(11) 0.0029(11) C15 0.0199(14) 0.0262(14) 0.0249(14) 0.0023(11) 0.0057(11) -0.0028(11) C16 0.0198(13) 0.0202(12) 0.0241(14) 0.0031(11) 0.0042(11) -0.0017(11) C17 0.0216(13) 0.0173(12) 0.0209(13) 0.0031(10) 0.0042(10) 0.0033(10) C18 0.0148(12) 0.0205(13) 0.0201(13) 0.0011(10) 0.0048(10) 0.0010(10) O19 0.0247(10) 0.0176(9) 0.0298(11) -0.0029(8) 0.0120(9) -0.0033(8) C20 0.0219(13) 0.0189(12) 0.0198(13) -0.0028(10) 0.0057(11) -0.0038(10) C21 0.0229(14) 0.0172(12) 0.0191(12) -0.0036(10) 0.0043(10) -0.0004(10) C22 0.0227(13) 0.0168(12) 0.0208(13) -0.0049(10) 0.0065(10) -0.0006(10) C23 0.0245(14) 0.0225(13) 0.0225(14) -0.0081(11) 0.0066(11) 0.0009(11) C24 0.0260(14) 0.0255(14) 0.0306(15) -0.0096(12) 0.0120(12) -0.0018(12) C25 0.0348(17) 0.0273(15) 0.0283(15) -0.0076(12) 0.0175(13) -0.0070(12) C26 0.0364(16) 0.0186(13) 0.0215(13) -0.0047(11) 0.0094(12) -0.0047(12) C27 0.0266(14) 0.0163(12) 0.0206(13) -0.0050(10) 0.0078(11) -0.0026(11) C28 0.0251(14) 0.0177(12) 0.0193(13) -0.0011(10) 0.0019(11) 0.0029(11) C29 0.0199(13) 0.0177(12) 0.0233(14) -0.0060(10) 0.0028(11) -0.0006(10) O30 0.0189(10) 0.0193(9) 0.0313(11) -0.0075(8) 0.0034(8) 0.0014(7) C31 0.0203(13) 0.0170(12) 0.0204(13) 0.0024(10) 0.0053(11) 0.0029(10) C32 0.0183(13) 0.0201(13) 0.0192(13) 0.0027(10) 0.0024(10) -0.0034(10) C33 0.0169(13) 0.0231(13) 0.0220(14) 0.0056(10) 0.0063(10) 0.0036(10) C34 0.0234(14) 0.0162(12) 0.0226(13) 0.0019(10) 0.0090(11) 0.0031(10) C35 0.0193(13) 0.0175(12) 0.0188(13) 0.0011(10) 0.0037(10) -0.0011(10) C36 0.0169(13) 0.0209(13) 0.0218(13) 0.0031(10) 0.0049(10) 0.0015(10) N37 0.0210(12) 0.0258(12) 0.0256(12) 0.0007(9) 0.0046(10) 0.0053(10) O38 0.0274(11) 0.0196(10) 0.0362(12) -0.0029(9) 0.0066(9) 0.0003(8) O39 0.0267(12) 0.0391(13) 0.0511(14) -0.0125(11) 0.0193(10) -0.0012(10) N40 0.0247(13) 0.0322(14) 0.0314(14) -0.0064(11) 0.0109(11) -0.0019(10) O41 0.0357(13) 0.0368(13) 0.0623(16) -0.0128(12) 0.0243(12) 0.0010(10) O42 0.0452(15) 0.0560(15) 0.0510(15) -0.0089(12) 0.0325(13) -0.0066(12) N43 0.0293(14) 0.0259(13) 0.0273(13) 0.0013(10) 0.0089(10) -0.0063(10) O44 0.0223(12) 0.0439(14) 0.0617(17) -0.0138(12) 0.0135(11) -0.0128(10) O45 0.0378(12) 0.0196(10) 0.0433(13) 0.0022(9) 0.0109(10) -0.0022(9) N46 0.0193(12) 0.0268(12) 0.0283(13) -0.0020(10) 0.0057(10) -0.0038(10) O47 0.0252(11) 0.0402(13) 0.0416(13) 0.0043(10) -0.0039(10) -0.0056(9) O48 0.0322(13) 0.0270(11) 0.0681(17) -0.0114(11) 0.0113(12) -0.0041(10) O1A 0.0255(18) 0.0244(17) 0.023(2) -0.0036(16) 0.0092(13) -0.0027(12) C2A 0.020(2) 0.022(3) 0.017(3) -0.0068(19) 0.0026(19) -0.0005(17) C3A 0.024(2) 0.0235(19) 0.023(2) -0.0039(14) 0.0048(16) 0.0020(16) C4A 0.026(2) 0.031(2) 0.037(2) 0.0070(16) 0.014(2) 0.003(2) C5A 0.020(2) 0.030(2) 0.026(3) -0.0007(18) 0.0097(18) -0.0010(16) N6A 0.025(2) 0.0216(16) 0.0221(16) 0.0009(13) 0.0043(13) -0.0015(12) C7A 0.032(3) 0.025(2) 0.024(2) -0.0006(14) 0.008(2) -0.001(2) C2B 0.014(12) 0.022(14) 0.023(14) -0.004(8) -0.008(8) 0.001(8) C3B 0.024(10) 0.017(8) 0.023(8) -0.013(6) 0.015(8) -0.001(7) C4B 0.027(11) 0.033(10) 0.037(11) -0.013(8) 0.014(9) 0.001(9) C5B 0.030(12) 0.068(19) 0.020(12) 0.004(10) 0.022(9) -0.007(11) N6B 0.025(9) 0.026(8) 0.026(8) -0.010(6) 0.011(6) -0.007(6) C7B 0.038(14) 0.039(10) 0.022(9) 0.005(7) 0.024(11) 0.005(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C35 1.362(3) . ? O1 C2 1.401(3) . ? C2 C3 1.360(4) . ? C2 C11 1.415(4) . ? C3 C4 1.419(4) . ? C3 H3 0.9500 . ? C4 C5 1.419(4) . ? C4 C9 1.420(4) . ? C5 C6 1.366(4) . ? C5 H5 0.9500 . ? C6 C7 1.414(4) . ? C6 H6 0.9500 . ? C7 C8 1.359(4) . ? C7 H7 0.9500 . ? C8 C9 1.415(4) . ? C8 H8 0.9500 . ? C9 C10 1.419(4) . ? C10 C11 1.359(4) . ? C10 H10 0.9500 . ? C11 O12 1.406(3) . ? O12 C13 1.355(3) . ? C13 C14 1.401(4) . ? C13 C18 1.402(4) . ? C14 C15 1.382(4) . ? C14 N40 1.461(4) . ? C15 C16 1.375(4) . ? C15 H15 0.9500 . ? C16 C17 1.404(4) . ? C16 N43 1.467(4) . ? C17 O19 1.358(3) . ? C17 C18 1.391(4) . ? C18 H18 0.9500 . ? O19 C20 1.391(3) . ? C20 C21 1.369(4) . ? C20 C29 1.429(4) . ? C21 C22 1.411(4) . ? C21 H21 0.9500 . ? C22 C27 1.421(4) . ? C22 C23 1.421(4) . ? C23 C24 1.367(4) . ? C23 H23 0.9500 . ? C24 C25 1.418(4) . ? C24 H24 0.9500 . ? C25 C26 1.369(4) . ? C25 H25 0.9500 . ? C26 C27 1.417(4) . ? C26 H26 0.9500 . ? C27 C28 1.417(4) . ? C28 C29 1.362(4) . ? C28 H28 0.9500 . ? C29 O30 1.397(3) . ? O30 C31 1.360(3) . ? C31 C36 1.386(4) . ? C31 C32 1.402(4) . ? C32 C33 1.371(4) . ? C32 N46 1.472(3) . ? C33 C34 1.385(4) . ? C33 H33 0.9500 . ? C34 C35 1.404(4) . ? C34 N37 1.460(3) . ? C35 C36 1.394(4) . ? C36 H36 0.9500 . ? N37 O39 1.225(3) . ? N37 O38 1.228(3) . ? N40 O42 1.223(3) . ? N40 O41 1.226(3) . ? N43 O45 1.222(3) . ? N43 O44 1.232(3) . ? N46 O47 1.220(3) . ? N46 O48 1.230(3) . ? O1A C2A 1.238(5) . ? C2A N6A 1.340(5) . ? C2A C3A 1.529(6) . ? C3A C4A 1.525(6) . ? C3A H3A1 0.9900 . ? C3A H3A2 0.9900 . ? C4A C5A 1.540(6) . ? C4A H4A1 0.9900 . ? C4A H4A2 0.9900 . ? C5A N6A 1.461(5) . ? C5A H5A1 0.9900 . ? C5A H5A2 0.9900 . ? N6A C7A 1.444(5) . ? C7A H7A1 0.9800 . ? C7A H7A2 0.9800 . ? C7A H7A3 0.9800 . ? O1B C2B 1.228(15) . ? C2B N6B 1.319(15) . ? C2B C3B 1.528(15) . ? C3B C4B 1.541(16) . ? C3B H3B1 0.9900 . ? C3B H3B2 0.9900 . ? C4B C5B 1.520(17) . ? C4B H4B1 0.9900 . ? C4B H4B2 0.9900 . ? C5B N6B 1.458(15) . ? C5B H5B1 0.9900 . ? C5B H5B2 0.9900 . ? N6B C7B 1.452(15) . ? C7B H7B1 0.9800 . ? C7B H7B2 0.9800 . ? C7B H7B3 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 C35 O1 C2 118.7(2) . . ? C3 C2 O1 118.9(2) . . ? C3 C2 C11 120.4(2) . . ? O1 C2 C11 120.3(2) . . ? C2 C3 C4 120.1(2) . . ? C2 C3 H3 120.0 . . ? C4 C3 H3 120.0 . . ? C5 C4 C3 121.7(2) . . ? C5 C4 C9 118.6(2) . . ? C3 C4 C9 119.7(2) . . ? C6 C5 C4 120.9(3) . . ? C6 C5 H5 119.6 . . ? C4 C5 H5 119.6 . . ? C5 C6 C7 120.2(3) . . ? C5 C6 H6 119.9 . . ? C7 C6 H6 119.9 . . ? C8 C7 C6 120.2(3) . . ? C8 C7 H7 119.9 . . ? C6 C7 H7 119.9 . . ? C7 C8 C9 121.1(3) . . ? C7 C8 H8 119.4 . . ? C9 C8 H8 119.4 . . ? C8 C9 C10 122.6(2) . . ? C8 C9 C4 118.9(2) . . ? C10 C9 C4 118.5(2) . . ? C11 C10 C9 120.5(2) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 O12 120.3(2) . . ? C10 C11 C2 120.8(2) . . ? O12 C11 C2 118.5(2) . . ? C13 O12 C11 121.3(2) . . ? O12 C13 C14 117.2(2) . . ? O12 C13 C18 124.1(2) . . ? C14 C13 C18 118.7(2) . . ? C15 C14 C13 121.5(3) . . ? C15 C14 N40 116.4(2) . . ? C13 C14 N40 122.1(2) . . ? C16 C15 C14 119.0(3) . . ? C16 C15 H15 120.5 . . ? C14 C15 H15 120.5 . . ? C15 C16 C17 121.2(2) . . ? C15 C16 N43 117.1(2) . . ? C17 C16 N43 121.7(2) . . ? O19 C17 C18 122.0(2) . . ? O19 C17 C16 118.7(2) . . ? C18 C17 C16 119.3(2) . . ? C17 C18 C13 120.0(2) . . ? C17 C18 H18 120.0 . . ? C13 C18 H18 120.0 . . ? C17 O19 C20 118.6(2) . . ? C21 C20 O19 119.2(2) . . ? C21 C20 C29 119.6(2) . . ? O19 C20 C29 121.0(2) . . ? C20 C21 C22 120.6(2) . . ? C20 C21 H21 119.7 . . ? C22 C21 H21 119.7 . . ? C21 C22 C27 119.7(2) . . ? C21 C22 C23 121.7(3) . . ? C27 C22 C23 118.6(2) . . ? C24 C23 C22 120.7(3) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C23 C24 C25 120.8(3) . . ? C23 C24 H24 119.6 . . ? C25 C24 H24 119.6 . . ? C26 C25 C24 119.6(3) . . ? C26 C25 H25 120.2 . . ? C24 C25 H25 120.2 . . ? C25 C26 C27 121.0(3) . . ? C25 C26 H26 119.5 . . ? C27 C26 H26 119.5 . . ? C28 C27 C26 121.9(2) . . ? C28 C27 C22 118.8(2) . . ? C26 C27 C22 119.3(3) . . ? C29 C28 C27 120.4(2) . . ? C29 C28 H28 119.8 . . ? C27 C28 H28 119.8 . . ? C28 C29 O30 120.4(2) . . ? C28 C29 C20 120.8(2) . . ? O30 C29 C20 118.3(2) . . ? C31 O30 C29 121.0(2) . . ? O30 C31 C36 124.3(2) . . ? O30 C31 C32 116.8(2) . . ? C36 C31 C32 118.9(2) . . ? C33 C32 C31 121.4(2) . . ? C33 C32 N46 117.4(2) . . ? C31 C32 N46 121.2(2) . . ? C32 C33 C34 119.7(2) . . ? C32 C33 H33 120.2 . . ? C34 C33 H33 120.2 . . ? C33 C34 C35 120.1(2) . . ? C33 C34 N37 117.2(2) . . ? C35 C34 N37 122.7(2) . . ? O1 C35 C36 123.3(2) . . ? O1 C35 C34 117.2(2) . . ? C36 C35 C34 119.5(2) . . ? C31 C36 C35 120.2(2) . . ? C31 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? O39 N37 O38 124.2(2) . . ? O39 N37 C34 117.5(2) . . ? O38 N37 C34 118.3(2) . . ? O42 N40 O41 124.0(3) . . ? O42 N40 C14 117.1(2) . . ? O41 N40 C14 118.7(2) . . ? O45 N43 O44 124.5(2) . . ? O45 N43 C16 118.0(2) . . ? O44 N43 C16 117.4(2) . . ? O47 N46 O48 124.2(2) . . ? O47 N46 C32 117.0(2) . . ? O48 N46 C32 118.7(2) . . ? O1A C2A N6A 125.6(5) . . ? O1A C2A C3A 126.3(4) . . ? N6A C2A C3A 108.2(4) . . ? C4A C3A C2A 105.7(3) . . ? C4A C3A H3A1 110.6 . . ? C2A C3A H3A1 110.6 . . ? C4A C3A H3A2 110.6 . . ? C2A C3A H3A2 110.6 . . ? H3A1 C3A H3A2 108.7 . . ? C3A C4A C5A 106.3(4) . . ? C3A C4A H4A1 110.5 . . ? C5A C4A H4A1 110.5 . . ? C3A C4A H4A2 110.5 . . ? C5A C4A H4A2 110.5 . . ? H4A1 C4A H4A2 108.7 . . ? N6A C5A C4A 104.1(4) . . ? N6A C5A H5A1 110.9 . . ? C4A C5A H5A1 110.9 . . ? N6A C5A H5A2 110.9 . . ? C4A C5A H5A2 110.9 . . ? H5A1 C5A H5A2 109.0 . . ? C2A N6A C7A 124.4(4) . . ? C2A N6A C5A 115.7(3) . . ? C7A N6A C5A 120.0(3) . . ? O1B C2B N6B 123.4(15) . . ? O1B C2B C3B 127.0(14) . . ? N6B C2B C3B 109.2(12) . . ? C2B C3B C4B 104.4(12) . . ? C2B C3B H3B1 110.9 . . ? C4B C3B H3B1 110.9 . . ? C2B C3B H3B2 110.9 . . ? C4B C3B H3B2 110.9 . . ? H3B1 C3B H3B2 108.9 . . ? C5B C4B C3B 105.3(12) . . ? C5B C4B H4B1 110.7 . . ? C3B C4B H4B1 110.7 . . ? C5B C4B H4B2 110.7 . . ? C3B C4B H4B2 110.7 . . ? H4B1 C4B H4B2 108.8 . . ? N6B C5B C4B 104.8(12) . . ? N6B C5B H5B1 110.8 . . ? C4B C5B H5B1 110.8 . . ? N6B C5B H5B2 110.8 . . ? C4B C5B H5B2 110.8 . . ? H5B1 C5B H5B2 108.9 . . ? C2B N6B C7B 125.8(14) . . ? C2B N6B C5B 114.4(12) . . ? C7B N6B C5B 118.7(14) . . ? N6B C7B H7B1 109.5 . . ? N6B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 109.5 . . ? N6B C7B H7B3 109.5 . . ? H7B1 C7B H7B3 109.5 . . ? H7B2 C7B H7B3 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C35 O1 C2 C3 123.0(3) . . . . ? C35 O1 C2 C11 -63.9(3) . . . . ? O1 C2 C3 C4 175.3(2) . . . . ? C11 C2 C3 C4 2.1(4) . . . . ? C2 C3 C4 C5 175.4(3) . . . . ? C2 C3 C4 C9 -2.6(4) . . . . ? C3 C4 C5 C6 -178.4(2) . . . . ? C9 C4 C5 C6 -0.4(4) . . . . ? C4 C5 C6 C7 -2.0(4) . . . . ? C5 C6 C7 C8 1.7(4) . . . . ? C6 C7 C8 C9 1.0(4) . . . . ? C7 C8 C9 C10 176.3(2) . . . . ? C7 C8 C9 C4 -3.5(4) . . . . ? C5 C4 C9 C8 3.1(4) . . . . ? C3 C4 C9 C8 -178.8(2) . . . . ? C5 C4 C9 C10 -176.7(2) . . . . ? C3 C4 C9 C10 1.3(4) . . . . ? C8 C9 C10 C11 -179.4(2) . . . . ? C4 C9 C10 C11 0.4(4) . . . . ? C9 C10 C11 O12 -172.9(2) . . . . ? C9 C10 C11 C2 -0.9(4) . . . . ? C3 C2 C11 C10 -0.4(4) . . . . ? O1 C2 C11 C10 -173.4(2) . . . . ? C3 C2 C11 O12 171.8(2) . . . . ? O1 C2 C11 O12 -1.3(3) . . . . ? C10 C11 O12 C13 -85.6(3) . . . . ? C2 C11 O12 C13 102.2(3) . . . . ? C11 O12 C13 C14 -175.7(2) . . . . ? C11 O12 C13 C18 3.5(4) . . . . ? O12 C13 C14 C15 179.8(2) . . . . ? C18 C13 C14 C15 0.6(4) . . . . ? O12 C13 C14 N40 1.6(4) . . . . ? C18 C13 C14 N40 -177.7(2) . . . . ? C13 C14 C15 C16 -2.9(4) . . . . ? N40 C14 C15 C16 175.5(2) . . . . ? C14 C15 C16 C17 1.1(4) . . . . ? C14 C15 C16 N43 179.7(2) . . . . ? C15 C16 C17 O19 -175.9(2) . . . . ? N43 C16 C17 O19 5.6(4) . . . . ? C15 C16 C17 C18 3.0(4) . . . . ? N43 C16 C17 C18 -175.6(2) . . . . ? O19 C17 C18 C13 173.5(2) . . . . ? C16 C17 C18 C13 -5.3(4) . . . . ? O12 C13 C18 C17 -175.7(2) . . . . ? C14 C13 C18 C17 3.5(4) . . . . ? C18 C17 O19 C20 -29.1(3) . . . . ? C16 C17 O19 C20 149.8(2) . . . . ? C17 O19 C20 C21 123.5(3) . . . . ? C17 O19 C20 C29 -62.7(3) . . . . ? O19 C20 C21 C22 174.4(2) . . . . ? C29 C20 C21 C22 0.5(4) . . . . ? C20 C21 C22 C27 -2.5(4) . . . . ? C20 C21 C22 C23 175.9(2) . . . . ? C21 C22 C23 C24 -179.5(3) . . . . ? C27 C22 C23 C24 -1.0(4) . . . . ? C22 C23 C24 C25 -0.9(4) . . . . ? C23 C24 C25 C26 1.3(4) . . . . ? C24 C25 C26 C27 0.2(4) . . . . ? C25 C26 C27 C28 176.8(3) . . . . ? C25 C26 C27 C22 -2.1(4) . . . . ? C21 C22 C27 C28 2.1(4) . . . . ? C23 C22 C27 C28 -176.4(2) . . . . ? C21 C22 C27 C26 -179.0(2) . . . . ? C23 C22 C27 C26 2.5(4) . . . . ? C26 C27 C28 C29 -178.4(3) . . . . ? C22 C27 C28 C29 0.5(4) . . . . ? C27 C28 C29 O30 -174.6(2) . . . . ? C27 C28 C29 C20 -2.6(4) . . . . ? C21 C20 C29 C28 2.1(4) . . . . ? O19 C20 C29 C28 -171.7(2) . . . . ? C21 C20 C29 O30 174.2(2) . . . . ? O19 C20 C29 O30 0.4(3) . . . . ? C28 C29 O30 C31 -84.4(3) . . . . ? C20 C29 O30 C31 103.4(3) . . . . ? C29 O30 C31 C36 -2.1(4) . . . . ? C29 O30 C31 C32 178.9(2) . . . . ? O30 C31 C32 C33 177.2(2) . . . . ? C36 C31 C32 C33 -1.9(4) . . . . ? O30 C31 C32 N46 -3.3(4) . . . . ? C36 C31 C32 N46 177.6(2) . . . . ? C31 C32 C33 C34 -1.7(4) . . . . ? N46 C32 C33 C34 178.7(2) . . . . ? C32 C33 C34 C35 2.2(4) . . . . ? C32 C33 C34 N37 -178.2(2) . . . . ? C2 O1 C35 C36 -25.2(4) . . . . ? C2 O1 C35 C34 153.6(2) . . . . ? C33 C34 C35 O1 -177.9(2) . . . . ? N37 C34 C35 O1 2.5(4) . . . . ? C33 C34 C35 C36 0.9(4) . . . . ? N37 C34 C35 C36 -178.6(2) . . . . ? O30 C31 C36 C35 -173.9(2) . . . . ? C32 C31 C36 C35 5.1(4) . . . . ? O1 C35 C36 C31 174.1(2) . . . . ? C34 C35 C36 C31 -4.7(4) . . . . ? C33 C34 N37 O39 30.7(4) . . . . ? C35 C34 N37 O39 -149.8(3) . . . . ? C33 C34 N37 O38 -148.1(2) . . . . ? C35 C34 N37 O38 31.4(4) . . . . ? C15 C14 N40 O42 34.4(4) . . . . ? C13 C14 N40 O42 -147.3(3) . . . . ? C15 C14 N40 O41 -141.6(3) . . . . ? C13 C14 N40 O41 36.7(4) . . . . ? C15 C16 N43 O45 -143.9(3) . . . . ? C17 C16 N43 O45 34.7(4) . . . . ? C15 C16 N43 O44 33.0(4) . . . . ? C17 C16 N43 O44 -148.4(3) . . . . ? C33 C32 N46 O47 34.6(4) . . . . ? C31 C32 N46 O47 -145.0(3) . . . . ? C33 C32 N46 O48 -141.7(3) . . . . ? C31 C32 N46 O48 38.7(4) . . . . ? O1A C2A C3A C4A -178.3(5) . . . . ? N6A C2A C3A C4A 1.3(5) . . . . ? C2A C3A C4A C5A -2.0(5) . . . . ? C3A C4A C5A N6A 1.9(5) . . . . ? O1A C2A N6A C7A -0.6(8) . . . . ? C3A C2A N6A C7A 179.9(3) . . . . ? O1A C2A N6A C5A 179.5(5) . . . . ? C3A C2A N6A C5A 0.0(6) . . . . ? C4A C5A N6A C2A -1.3(5) . . . . ? C4A C5A N6A C7A 178.9(3) . . . . ? O1B C2B C3B C4B 171(3) . . . . ? N6B C2B C3B C4B -2(2) . . . . ? C2B C3B C4B C5B 9(2) . . . . ? C3B C4B C5B N6B -13(2) . . . . ? O1B C2B N6B C7B 12(4) . . . . ? C3B C2B N6B C7B -174.4(16) . . . . ? O1B C2B N6B C5B 180(3) . . . . ? C3B C2B N6B C5B -7(3) . . . . ? C4B C5B N6B C2B 13(3) . . . . ? C4B C5B N6B C7B -178.7(15) . . . . ? 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 C18 H18 O1A 0.95 2.46 3.357(4) 158.3 . C18 H18 O1B 0.95 2.71 3.572(16) 151.1 . C36 H36 O1A 0.95 2.40 3.325(4) 163.4 . C36 H36 O1B 0.95 2.25 3.192(14) 172.9 . _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.54 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.338 _refine_diff_density_min -0.221 _refine_diff_density_rms 0.050 # Attachment '- 1e.CIF' data_1e.CIF _database_code_depnum_ccdc_archive 'CCDC 789429' #TrackingRef '- 1e.CIF' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'Nitrobenzene solvate' _chemical_melting_point ? _chemical_formula_moiety 'C32 H16 N4 O12, 2(C6 H5 N O2)' _chemical_formula_sum 'C44 H26 N6 O16' _chemical_formula_weight 894.71 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 triclinic _symmetry_space_group_name_H-M P-1 _symmetry_space_group_name_Hall -P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.6967(12) _cell_length_b 13.1380(13) _cell_length_c 13.3989(13) _cell_angle_alpha 92.2940(10) _cell_angle_beta 96.5760(10) _cell_angle_gamma 112.5370(10) _cell_volume 1881.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9889 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 27.66 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.56 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.579 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 0.123 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9342 _exptl_absorpt_correction_T_max 0.9722 _exptl_absorpt_process_details '(SADABS; Bruker, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEX CCD area detector' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 17703 _diffrn_reflns_av_R_equivalents 0.0162 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 28.04 _reflns_number_total 8090 _reflns_number_gt 7183 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker APEX2' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction SAINT _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement "SHELXL-97 (Sheldrick, 2008)'" _computing_molecular_graphics 'X-Seed (Barbour,2001;Atwood&Barbour,2003)' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0421P)^2^+0.7872P] 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_extinction_expression ? _refine_ls_number_reflns 8090 _refine_ls_number_parameters 595 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0383 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0892 _refine_ls_wR_factor_gt 0.0852 _refine_ls_goodness_of_fit_ref 1.047 _refine_ls_restrained_S_all 1.047 _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 O1 O 0.98434(8) 0.76848(7) -0.01515(6) 0.01665(18) Uani 1 1 d . . . C2 C 0.97102(11) 0.67924(9) 0.04213(9) 0.0148(2) Uani 1 1 d . . . C3 C 0.85348(11) 0.60437(10) 0.04803(9) 0.0162(2) Uani 1 1 d . . . H3 H 0.7830 0.6182 0.0200 0.019 Uiso 1 1 calc R . . O4 O 1.37429(8) 0.89594(7) -0.03638(7) 0.01990(19) Uani 1 1 d . . . C4 C 0.83560(11) 0.50597(10) 0.09564(9) 0.0157(2) Uani 1 1 d . . . C5 C 0.71434(12) 0.42759(10) 0.10629(10) 0.0194(3) Uani 1 1 d . . . H5 H 0.6424 0.4405 0.0806 0.023 Uiso 1 1 calc R . . O6 O 1.02308(9) 0.86317(8) -0.18409(7) 0.0227(2) Uani 1 1 d . . . C6 C 0.70079(12) 0.33372(10) 0.15326(10) 0.0215(3) Uani 1 1 d . . . H6 H 0.6196 0.2832 0.1617 0.026 Uiso 1 1 calc R . . C7 C 0.80640(13) 0.31148(10) 0.18917(10) 0.0214(3) Uani 1 1 d . . . H7 H 0.7956 0.2449 0.2196 0.026 Uiso 1 1 calc R . . C8 C 0.92433(12) 0.38523(10) 0.18052(9) 0.0189(2) Uani 1 1 d . . . H8 H 0.9947 0.3695 0.2050 0.023 Uiso 1 1 calc R . . O9 O 1.49384(8) 1.09607(7) 0.43777(7) 0.0216(2) Uani 1 1 d . . . C9 C 0.94222(11) 0.48520(10) 0.13512(9) 0.0155(2) Uani 1 1 d . . . O10 O 1.21210(9) 0.98760(8) -0.17439(7) 0.0228(2) Uani 1 1 d . . . C10 C 1.06332(11) 0.56542(10) 0.12831(9) 0.0157(2) Uani 1 1 d . . . H10 H 1.1351 0.5526 0.1545 0.019 Uiso 1 1 calc R . . C11 C 1.07740(11) 0.66039(10) 0.08476(9) 0.0148(2) Uani 1 1 d . . . O12 O 1.64089(9) 1.08999(9) 0.35648(8) 0.0314(2) Uani 1 1 d . . . O2 O 1.19678(8) 0.73621(7) 0.07143(6) 0.01652(18) Uani 1 1 d . . . N13 N 1.43011(9) 0.86781(8) 0.03292(8) 0.0155(2) Uani 1 1 d . . . C13 C 1.27331(11) 0.80639(9) 0.15123(9) 0.0148(2) Uani 1 1 d . . . O14 O 1.38156(9) 1.18512(8) 0.24160(7) 0.0282(2) Uani 1 1 d . . . C14 C 1.39346(11) 0.87393(10) 0.13347(9) 0.0152(2) Uani 1 1 d . . . O15 O 1.51535(8) 0.83678(8) 0.02493(7) 0.0236(2) Uani 1 1 d . . . C15 C 1.47826(11) 0.95038(10) 0.20689(9) 0.0159(2) Uani 1 1 d . . . H15 H 1.5611 0.9919 0.1947 0.019 Uiso 1 1 calc R . . C16 C 1.44107(11) 0.96596(10) 0.29898(9) 0.0158(2) Uani 1 1 d . . . N17 N 1.30919(10) 1.18471(9) 0.16773(8) 0.0194(2) Uani 1 1 d . . . C17 C 1.32019(11) 0.90087(10) 0.31826(9) 0.0152(2) Uani 1 1 d . . . C18 C 1.23984(11) 0.81681(10) 0.24597(9) 0.0159(2) Uani 1 1 d . . . H18 H 1.1621 0.7666 0.2617 0.019 Uiso 1 1 calc R . . O19 O 1.28434(8) 0.91775(7) 0.40870(6) 0.01815(18) Uani 1 1 d . . . N19 N 1.11930(10) 0.93279(8) -0.13619(8) 0.0169(2) Uani 1 1 d . . . N20 N 1.53096(9) 1.05677(9) 0.37021(8) 0.0177(2) Uani 1 1 d . . . C20 C 1.15896(11) 0.89910(10) 0.41100(9) 0.0154(2) Uani 1 1 d . . . O21 O 1.30965(11) 1.26700(8) 0.12835(8) 0.0341(3) Uani 1 1 d . . . C21 C 1.09980(11) 0.83892(9) 0.48386(9) 0.0152(2) Uani 1 1 d . . . H21 H 1.1418 0.8055 0.5279 0.018 Uiso 1 1 calc R . . C22 C 0.97558(11) 0.82585(9) 0.49438(9) 0.0153(2) Uani 1 1 d . . . C23 C 0.91066(12) 0.76371(10) 0.56944(9) 0.0186(2) Uani 1 1 d . . . H23 H 0.9498 0.7279 0.6133 0.022 Uiso 1 1 calc R . . C24 C 0.79198(12) 0.75510(10) 0.57896(10) 0.0213(3) Uani 1 1 d . . . H24 H 0.7492 0.7129 0.6291 0.026 Uiso 1 1 calc R . . C25 C 0.73265(12) 0.80852(10) 0.51486(10) 0.0213(3) Uani 1 1 d . . . H25 H 0.6509 0.8030 0.5229 0.026 Uiso 1 1 calc R . . C26 C 0.79212(11) 0.86812(10) 0.44136(9) 0.0180(2) Uani 1 1 d . . . H26 H 0.7512 0.9036 0.3986 0.022 Uiso 1 1 calc R . . C27 C 0.91443(11) 0.87756(9) 0.42828(9) 0.0149(2) Uani 1 1 d . . . C28 C 0.97940(11) 0.94117(10) 0.35423(9) 0.0155(2) Uani 1 1 d . . . H28 H 0.9399 0.9767 0.3103 0.019 Uiso 1 1 calc R . . C29 C 1.09809(11) 0.95142(9) 0.34591(9) 0.0152(2) Uani 1 1 d . . . O30 O 1.16917(8) 1.02416(7) 0.28175(6) 0.01675(18) Uani 1 1 d . . . C31 C 1.14639(11) 0.99775(10) 0.18051(9) 0.0149(2) Uani 1 1 d . . . C32 C 1.21677(11) 1.07751(9) 0.12099(9) 0.0152(2) Uani 1 1 d . . . C33 C 1.20349(11) 1.05758(10) 0.01762(9) 0.0155(2) Uani 1 1 d . . . H33 H 1.2485 1.1139 -0.0219 0.019 Uiso 1 1 calc R . . C34 C 1.12346(11) 0.95419(10) -0.02768(9) 0.0151(2) Uani 1 1 d . . . C35 C 1.05426(11) 0.87179(9) 0.03009(9) 0.0144(2) Uani 1 1 d . . . C36 C 1.06095(11) 0.89669(10) 0.13327(9) 0.0148(2) Uani 1 1 d . . . H36 H 1.0069 0.8444 0.1715 0.018 Uiso 1 1 calc R . . O1A O 0.94591(8) 0.68520(7) 0.28733(7) 0.01980(19) Uani 1 1 d . . . O2A O 1.04474(8) 0.60064(8) 0.37420(7) 0.0244(2) Uani 1 1 d . . . N3A N 0.94819(10) 0.61308(8) 0.34240(8) 0.0173(2) Uani 1 1 d . . . C4A C 0.82923(11) 0.53753(10) 0.37022(9) 0.0170(2) Uani 1 1 d . . . C5A C 0.82424(12) 0.44034(10) 0.40967(9) 0.0202(3) Uani 1 1 d . . . H5A H 0.8972 0.4248 0.4227 0.024 Uiso 1 1 calc R . . C6A C 0.70931(13) 0.36634(11) 0.42965(10) 0.0244(3) Uani 1 1 d . . . H6A H 0.7024 0.2981 0.4552 0.029 Uiso 1 1 calc R . . C7A C 0.60453(13) 0.39179(12) 0.41233(10) 0.0264(3) Uani 1 1 d . . . H7A H 0.5259 0.3403 0.4251 0.032 Uiso 1 1 calc R . . C8A C 0.61354(13) 0.49203(12) 0.37640(11) 0.0269(3) Uani 1 1 d . . . H8A H 0.5419 0.5100 0.3676 0.032 Uiso 1 1 calc R . . C9A C 0.72668(12) 0.56583(11) 0.35340(10) 0.0213(3) Uani 1 1 d . . . H9A H 0.7336 0.6336 0.3269 0.026 Uiso 1 1 calc R . . O1B O 0.69484(9) 0.75352(8) 0.16127(8) 0.0298(2) Uani 1 1 d . . . O2B O 0.57897(9) 0.62313(8) 0.04548(7) 0.0265(2) Uani 1 1 d . . . N3B N 0.59827(10) 0.67372(9) 0.12899(8) 0.0208(2) Uani 1 1 d . . . C4B C 0.49956(12) 0.63533(10) 0.19384(10) 0.0191(3) Uani 1 1 d . . . C5B C 0.50333(13) 0.70620(11) 0.27481(10) 0.0226(3) Uani 1 1 d . . . H5B H 0.5676 0.7782 0.2879 0.027 Uiso 1 1 calc R . . C6B C 0.41038(13) 0.66884(12) 0.33620(10) 0.0253(3) Uani 1 1 d . . . H6B H 0.4099 0.7161 0.3915 0.030 Uiso 1 1 calc R . . C7B C 0.31818(13) 0.56269(12) 0.31707(10) 0.0255(3) Uani 1 1 d . . . H7B H 0.2551 0.5376 0.3596 0.031 Uiso 1 1 calc R . . C8B C 0.31760(12) 0.49277(11) 0.23593(10) 0.0232(3) Uani 1 1 d . . . H8B H 0.2547 0.4200 0.2238 0.028 Uiso 1 1 calc R . . C9B C 0.40879(12) 0.52914(11) 0.17259(10) 0.0200(3) Uani 1 1 d . . . H9B H 0.4088 0.4826 0.1165 0.024 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 O1 0.0191(4) 0.0152(4) 0.0140(4) 0.0015(3) 0.0006(3) 0.0053(3) C2 0.0180(6) 0.0146(5) 0.0125(5) 0.0002(4) 0.0024(4) 0.0070(5) C3 0.0149(6) 0.0181(6) 0.0156(6) -0.0027(4) 0.0008(4) 0.0072(5) O4 0.0217(4) 0.0210(4) 0.0168(4) 0.0044(3) 0.0027(3) 0.0078(4) C4 0.0158(6) 0.0156(5) 0.0143(5) -0.0022(4) 0.0035(4) 0.0045(5) C5 0.0160(6) 0.0197(6) 0.0194(6) -0.0030(5) 0.0027(5) 0.0040(5) O6 0.0257(5) 0.0235(5) 0.0161(4) 0.0003(4) -0.0004(4) 0.0077(4) C6 0.0198(6) 0.0179(6) 0.0210(6) -0.0028(5) 0.0066(5) 0.0002(5) C7 0.0290(7) 0.0142(6) 0.0192(6) 0.0006(5) 0.0067(5) 0.0055(5) C8 0.0232(6) 0.0174(6) 0.0167(6) 0.0003(5) 0.0031(5) 0.0085(5) O9 0.0211(4) 0.0210(4) 0.0219(5) -0.0034(4) 0.0032(4) 0.0076(4) C9 0.0176(6) 0.0160(5) 0.0126(5) -0.0012(4) 0.0038(4) 0.0059(5) O10 0.0232(5) 0.0300(5) 0.0175(4) 0.0066(4) 0.0092(4) 0.0107(4) C10 0.0154(6) 0.0185(6) 0.0141(5) -0.0009(4) 0.0013(4) 0.0081(5) C11 0.0120(5) 0.0162(5) 0.0139(5) -0.0014(4) 0.0031(4) 0.0028(4) O12 0.0136(4) 0.0430(6) 0.0268(5) -0.0090(4) 0.0039(4) 0.0001(4) O2 0.0125(4) 0.0184(4) 0.0157(4) 0.0001(3) 0.0035(3) 0.0026(3) N13 0.0128(5) 0.0139(5) 0.0179(5) 0.0012(4) 0.0037(4) 0.0028(4) C13 0.0132(5) 0.0147(5) 0.0168(6) 0.0015(4) 0.0002(4) 0.0063(4) O14 0.0244(5) 0.0273(5) 0.0222(5) 0.0026(4) -0.0017(4) -0.0005(4) C14 0.0152(6) 0.0178(6) 0.0151(6) 0.0038(4) 0.0039(4) 0.0084(5) O15 0.0181(4) 0.0308(5) 0.0253(5) -0.0003(4) 0.0056(4) 0.0129(4) C15 0.0129(5) 0.0162(5) 0.0186(6) 0.0040(5) 0.0026(4) 0.0055(4) C16 0.0145(5) 0.0163(5) 0.0160(6) 0.0018(4) 0.0005(4) 0.0056(5) N17 0.0205(5) 0.0172(5) 0.0178(5) 0.0019(4) 0.0063(4) 0.0034(4) C17 0.0146(5) 0.0186(6) 0.0143(5) 0.0035(4) 0.0032(4) 0.0080(5) C18 0.0127(5) 0.0163(5) 0.0184(6) 0.0035(5) 0.0034(4) 0.0050(4) O19 0.0121(4) 0.0263(5) 0.0142(4) 0.0003(3) 0.0024(3) 0.0054(3) N19 0.0207(5) 0.0192(5) 0.0146(5) 0.0036(4) 0.0038(4) 0.0113(4) N20 0.0153(5) 0.0200(5) 0.0159(5) 0.0025(4) 0.0013(4) 0.0050(4) C20 0.0127(5) 0.0171(5) 0.0147(5) -0.0027(4) 0.0016(4) 0.0045(4) O21 0.0462(6) 0.0152(5) 0.0344(6) 0.0061(4) 0.0014(5) 0.0056(4) C21 0.0170(6) 0.0150(5) 0.0128(5) 0.0003(4) 0.0012(4) 0.0058(5) C22 0.0160(6) 0.0141(5) 0.0139(5) -0.0015(4) 0.0025(4) 0.0040(4) C23 0.0220(6) 0.0169(6) 0.0153(6) 0.0017(5) 0.0044(5) 0.0055(5) C24 0.0225(6) 0.0193(6) 0.0187(6) 0.0010(5) 0.0095(5) 0.0029(5) C25 0.0157(6) 0.0212(6) 0.0247(7) -0.0034(5) 0.0058(5) 0.0045(5) C26 0.0164(6) 0.0179(6) 0.0187(6) -0.0026(5) 0.0013(5) 0.0063(5) C27 0.0157(6) 0.0133(5) 0.0139(5) -0.0024(4) 0.0018(4) 0.0042(4) C28 0.0177(6) 0.0152(5) 0.0131(5) -0.0006(4) 0.0008(4) 0.0065(5) C29 0.0179(6) 0.0131(5) 0.0120(5) 0.0000(4) 0.0038(4) 0.0028(4) O30 0.0189(4) 0.0154(4) 0.0127(4) 0.0014(3) 0.0046(3) 0.0024(3) C31 0.0162(6) 0.0173(5) 0.0135(5) 0.0023(4) 0.0038(4) 0.0085(5) C32 0.0145(5) 0.0138(5) 0.0173(6) 0.0018(4) 0.0034(4) 0.0052(4) C33 0.0151(5) 0.0174(6) 0.0168(6) 0.0054(5) 0.0052(4) 0.0082(5) C34 0.0167(6) 0.0197(6) 0.0125(5) 0.0023(4) 0.0031(4) 0.0108(5) C35 0.0127(5) 0.0148(5) 0.0166(6) 0.0004(4) 0.0010(4) 0.0067(4) C36 0.0154(5) 0.0157(5) 0.0149(6) 0.0038(4) 0.0049(4) 0.0067(5) O1A 0.0235(5) 0.0166(4) 0.0172(4) 0.0021(3) 0.0049(3) 0.0049(4) O2A 0.0171(4) 0.0297(5) 0.0260(5) 0.0024(4) 0.0019(4) 0.0091(4) N3A 0.0180(5) 0.0173(5) 0.0148(5) -0.0017(4) 0.0024(4) 0.0050(4) C4A 0.0172(6) 0.0174(6) 0.0136(5) -0.0004(4) 0.0026(4) 0.0038(5) C5A 0.0237(6) 0.0213(6) 0.0175(6) 0.0016(5) 0.0045(5) 0.0104(5) C6A 0.0312(7) 0.0198(6) 0.0206(6) 0.0042(5) 0.0067(5) 0.0072(5) C7A 0.0203(6) 0.0288(7) 0.0215(7) 0.0058(5) 0.0038(5) -0.0003(5) C8A 0.0186(6) 0.0362(8) 0.0251(7) 0.0090(6) 0.0020(5) 0.0097(6) C9A 0.0208(6) 0.0234(6) 0.0194(6) 0.0052(5) 0.0023(5) 0.0082(5) O1B 0.0240(5) 0.0250(5) 0.0336(6) 0.0065(4) 0.0014(4) 0.0026(4) O2B 0.0273(5) 0.0320(5) 0.0232(5) 0.0008(4) 0.0068(4) 0.0143(4) N3B 0.0205(5) 0.0200(5) 0.0238(6) 0.0057(4) 0.0020(4) 0.0099(4) C4B 0.0197(6) 0.0216(6) 0.0188(6) 0.0046(5) 0.0009(5) 0.0114(5) C5B 0.0275(7) 0.0200(6) 0.0210(6) 0.0019(5) -0.0029(5) 0.0119(5) C6B 0.0339(7) 0.0310(7) 0.0180(6) 0.0011(5) 0.0010(5) 0.0211(6) C7B 0.0232(7) 0.0377(8) 0.0222(7) 0.0085(6) 0.0050(5) 0.0181(6) C8B 0.0188(6) 0.0263(7) 0.0248(7) 0.0050(5) 0.0003(5) 0.0096(5) C9B 0.0204(6) 0.0221(6) 0.0193(6) 0.0009(5) 0.0004(5) 0.0108(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C35 1.3595(14) . ? O1 C2 1.3955(14) . ? C2 C3 1.3633(17) . ? C2 C11 1.4215(16) . ? C3 C4 1.4181(17) . ? C3 H3 0.9500 . ? O4 N13 1.2243(13) . ? C4 C9 1.4251(17) . ? C4 C5 1.4251(17) . ? C5 C6 1.3702(19) . ? C5 H5 0.9500 . ? O6 N19 1.2303(14) . ? C6 C7 1.4124(19) . ? C6 H6 0.9500 . ? C7 C8 1.3697(18) . ? C7 H7 0.9500 . ? C8 C9 1.4218(17) . ? C8 H8 0.9500 . ? O9 N20 1.2244(14) . ? C9 C10 1.4208(17) . ? O10 N19 1.2315(14) . ? C10 C11 1.3592(17) . ? C10 H10 0.9500 . ? C11 O2 1.4068(14) . ? O12 N20 1.2281(14) . ? O2 C13 1.3652(14) . ? N13 O15 1.2264(13) . ? N13 C14 1.4681(15) . ? C13 C18 1.3872(17) . ? C13 C14 1.3988(17) . ? O14 N17 1.2249(14) . ? C14 C15 1.3762(17) . ? C15 C16 1.3873(17) . ? C15 H15 0.9500 . ? C16 C17 1.4042(17) . ? C16 N20 1.4687(15) . ? N17 O21 1.2203(14) . ? N17 C32 1.4668(15) . ? C17 O19 1.3636(14) . ? C17 C18 1.3969(17) . ? C18 H18 0.9500 . ? O19 C20 1.3955(14) . ? N19 C34 1.4614(15) . ? C20 C21 1.3616(17) . ? C20 C29 1.4216(17) . ? C21 C22 1.4206(17) . ? C21 H21 0.9500 . ? C22 C23 1.4213(17) . ? C22 C27 1.4259(16) . ? C23 C24 1.3701(18) . ? C23 H23 0.9500 . ? C24 C25 1.4132(19) . ? C24 H24 0.9500 . ? C25 C26 1.3667(19) . ? C25 H25 0.9500 . ? C26 C27 1.4198(17) . ? C26 H26 0.9500 . ? C27 C28 1.4187(17) . ? C28 C29 1.3606(17) . ? C28 H28 0.9500 . ? C29 O30 1.4015(14) . ? O30 C31 1.3565(14) . ? C31 C36 1.3903(16) . ? C31 C32 1.4028(17) . ? C32 C33 1.3789(17) . ? C33 C34 1.3853(17) . ? C33 H33 0.9500 . ? C34 C35 1.4018(17) . ? C35 C36 1.3943(16) . ? C36 H36 0.9500 . ? O1A N3A 1.2303(14) . ? O2A N3A 1.2331(14) . ? N3A C4A 1.4663(16) . ? C4A C9A 1.3837(18) . ? C4A C5A 1.3846(17) . ? C5A C6A 1.3876(19) . ? C5A H5A 0.9500 . ? C6A C7A 1.387(2) . ? C6A H6A 0.9500 . ? C7A C8A 1.390(2) . ? C7A H7A 0.9500 . ? C8A C9A 1.3857(19) . ? C8A H8A 0.9500 . ? C9A H9A 0.9500 . ? O1B N3B 1.2272(14) . ? O2B N3B 1.2298(15) . ? N3B C4B 1.4700(17) . ? C4B C9B 1.3850(18) . ? C4B C5B 1.3866(18) . ? C5B C6B 1.388(2) . ? C5B H5B 0.9500 . ? C6B C7B 1.389(2) . ? C6B H6B 0.9500 . ? C7B C8B 1.393(2) . ? C7B H7B 0.9500 . ? C8B C9B 1.3912(19) . ? C8B H8B 0.9500 . ? C9B H9B 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 C35 O1 C2 117.62(9) . . ? C3 C2 O1 118.50(10) . . ? C3 C2 C11 120.43(11) . . ? O1 C2 C11 120.76(10) . . ? C2 C3 C4 120.49(11) . . ? C2 C3 H3 119.8 . . ? C4 C3 H3 119.8 . . ? C3 C4 C9 119.05(11) . . ? C3 C4 C5 122.11(11) . . ? C9 C4 C5 118.83(11) . . ? C6 C5 C4 120.44(12) . . ? C6 C5 H5 119.8 . . ? C4 C5 H5 119.8 . . ? C5 C6 C7 120.58(12) . . ? C5 C6 H6 119.7 . . ? C7 C6 H6 119.7 . . ? C8 C7 C6 120.48(12) . . ? C8 C7 H7 119.8 . . ? C6 C7 H7 119.8 . . ? C7 C8 C9 120.49(12) . . ? C7 C8 H8 119.8 . . ? C9 C8 H8 119.8 . . ? C10 C9 C8 121.98(11) . . ? C10 C9 C4 118.91(11) . . ? C8 C9 C4 119.11(11) . . ? C11 C10 C9 120.60(11) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 O2 120.67(10) . . ? C10 C11 C2 120.44(11) . . ? O2 C11 C2 118.55(10) . . ? C13 O2 C11 119.77(9) . . ? O4 N13 O15 124.99(10) . . ? O4 N13 C14 117.23(10) . . ? O15 N13 C14 117.77(10) . . ? O2 C13 C18 125.12(11) . . ? O2 C13 C14 116.22(10) . . ? C18 C13 C14 118.64(11) . . ? C15 C14 C13 121.86(11) . . ? C15 C14 N13 118.15(10) . . ? C13 C14 N13 119.93(10) . . ? C14 C15 C16 119.10(11) . . ? C14 C15 H15 120.4 . . ? C16 C15 H15 120.4 . . ? C15 C16 C17 120.20(11) . . ? C15 C16 N20 116.63(10) . . ? C17 C16 N20 123.07(11) . . ? O21 N17 O14 124.88(11) . . ? O21 N17 C32 117.08(10) . . ? O14 N17 C32 118.02(10) . . ? O19 C17 C18 120.83(11) . . ? O19 C17 C16 119.64(10) . . ? C18 C17 C16 119.49(11) . . ? C13 C18 C17 120.20(11) . . ? C13 C18 H18 119.9 . . ? C17 C18 H18 119.9 . . ? C17 O19 C20 118.22(9) . . ? O6 N19 O10 123.99(10) . . ? O6 N19 C34 118.41(10) . . ? O10 N19 C34 117.58(10) . . ? O9 N20 O12 123.76(10) . . ? O9 N20 C16 119.65(10) . . ? O12 N20 C16 116.58(10) . . ? C21 C20 O19 118.48(11) . . ? C21 C20 C29 120.41(11) . . ? O19 C20 C29 120.77(11) . . ? C20 C21 C22 120.36(11) . . ? C20 C21 H21 119.8 . . ? C22 C21 H21 119.8 . . ? C21 C22 C23 122.06(11) . . ? C21 C22 C27 119.04(11) . . ? C23 C22 C27 118.89(11) . . ? C24 C23 C22 120.46(12) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 120.54(12) . . ? C23 C24 H24 119.7 . . ? C25 C24 H24 119.7 . . ? C26 C25 C24 120.44(12) . . ? C26 C25 H25 119.8 . . ? C24 C25 H25 119.8 . . ? C25 C26 C27 120.61(12) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C28 C27 C26 121.72(11) . . ? C28 C27 C22 119.19(11) . . ? C26 C27 C22 119.03(11) . . ? C29 C28 C27 120.19(11) . . ? C29 C28 H28 119.9 . . ? C27 C28 H28 119.9 . . ? C28 C29 O30 121.05(11) . . ? C28 C29 C20 120.80(11) . . ? O30 C29 C20 117.71(10) . . ? C31 O30 C29 120.47(9) . . ? O30 C31 C36 124.26(11) . . ? O30 C31 C32 117.03(10) . . ? C36 C31 C32 118.69(11) . . ? C33 C32 C31 121.60(11) . . ? C33 C32 N17 117.83(11) . . ? C31 C32 N17 120.56(10) . . ? C32 C33 C34 119.00(11) . . ? C32 C33 H33 120.5 . . ? C34 C33 H33 120.5 . . ? C33 C34 C35 120.68(11) . . ? C33 C34 N19 117.62(11) . . ? C35 C34 N19 121.61(10) . . ? O1 C35 C36 121.30(11) . . ? O1 C35 C34 119.34(10) . . ? C36 C35 C34 119.34(11) . . ? C31 C36 C35 120.26(11) . . ? C31 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? O1A N3A O2A 123.42(11) . . ? O1A N3A C4A 117.86(10) . . ? O2A N3A C4A 118.72(10) . . ? C9A C4A C5A 123.26(12) . . ? C9A C4A N3A 118.20(11) . . ? C5A C4A N3A 118.52(11) . . ? C4A C5A C6A 117.91(12) . . ? C4A C5A H5A 121.0 . . ? C6A C5A H5A 121.0 . . ? C7A C6A C5A 120.11(12) . . ? C7A C6A H6A 119.9 . . ? C5A C6A H6A 119.9 . . ? C6A C7A C8A 120.61(12) . . ? C6A C7A H7A 119.7 . . ? C8A C7A H7A 119.7 . . ? C9A C8A C7A 120.21(13) . . ? C9A C8A H8A 119.9 . . ? C7A C8A H8A 119.9 . . ? C4A C9A C8A 117.83(12) . . ? C4A C9A H9A 121.1 . . ? C8A C9A H9A 121.1 . . ? O1B N3B O2B 123.96(12) . . ? O1B N3B C4B 118.39(11) . . ? O2B N3B C4B 117.65(11) . . ? C9B C4B C5B 123.06(13) . . ? C9B C4B N3B 118.46(11) . . ? C5B C4B N3B 118.46(12) . . ? C4B C5B C6B 118.06(13) . . ? C4B C5B H5B 121.0 . . ? C6B C5B H5B 121.0 . . ? C5B C6B C7B 120.30(13) . . ? C5B C6B H6B 119.9 . . ? C7B C6B H6B 119.9 . . ? C6B C7B C8B 120.41(13) . . ? C6B C7B H7B 119.8 . . ? C8B C7B H7B 119.8 . . ? C9B C8B C7B 120.22(13) . . ? C9B C8B H8B 119.9 . . ? C7B C8B H8B 119.9 . . ? C4B C9B C8B 117.95(12) . . ? C4B C9B H9B 121.0 . . ? C8B C9B H9B 121.0 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C35 O1 C2 C3 127.10(12) . . . . ? C35 O1 C2 C11 -59.30(14) . . . . ? O1 C2 C3 C4 172.83(10) . . . . ? C11 C2 C3 C4 -0.79(17) . . . . ? C2 C3 C4 C9 -1.48(17) . . . . ? C2 C3 C4 C5 177.84(11) . . . . ? C3 C4 C5 C6 -179.63(12) . . . . ? C9 C4 C5 C6 -0.32(18) . . . . ? C4 C5 C6 C7 -1.90(19) . . . . ? C5 C6 C7 C8 2.14(19) . . . . ? C6 C7 C8 C9 -0.10(19) . . . . ? C7 C8 C9 C10 177.59(11) . . . . ? C7 C8 C9 C4 -2.09(18) . . . . ? C3 C4 C9 C10 1.93(17) . . . . ? C5 C4 C9 C10 -177.41(11) . . . . ? C3 C4 C9 C8 -178.38(11) . . . . ? C5 C4 C9 C8 2.29(17) . . . . ? C8 C9 C10 C11 -179.78(11) . . . . ? C4 C9 C10 C11 -0.09(17) . . . . ? C9 C10 C11 O2 -175.41(10) . . . . ? C9 C10 C11 C2 -2.20(18) . . . . ? C3 C2 C11 C10 2.68(18) . . . . ? O1 C2 C11 C10 -170.80(11) . . . . ? C3 C2 C11 O2 176.04(10) . . . . ? O1 C2 C11 O2 2.56(16) . . . . ? C10 C11 O2 C13 -78.56(14) . . . . ? C2 C11 O2 C13 108.10(12) . . . . ? C11 O2 C13 C18 -5.70(16) . . . . ? C11 O2 C13 C14 175.80(10) . . . . ? O2 C13 C14 C15 178.13(10) . . . . ? C18 C13 C14 C15 -0.47(17) . . . . ? O2 C13 C14 N13 0.89(15) . . . . ? C18 C13 C14 N13 -177.71(10) . . . . ? O4 N13 C14 C15 -112.88(12) . . . . ? O15 N13 C14 C15 65.96(14) . . . . ? O4 N13 C14 C13 64.47(14) . . . . ? O15 N13 C14 C13 -116.69(12) . . . . ? C13 C14 C15 C16 -4.20(17) . . . . ? N13 C14 C15 C16 173.09(10) . . . . ? C14 C15 C16 C17 2.84(17) . . . . ? C14 C15 C16 N20 -173.57(10) . . . . ? C15 C16 C17 O19 -179.34(10) . . . . ? N20 C16 C17 O19 -3.17(17) . . . . ? C15 C16 C17 C18 3.10(17) . . . . ? N20 C16 C17 C18 179.27(11) . . . . ? O2 C13 C18 C17 -171.95(11) . . . . ? C14 C13 C18 C17 6.52(17) . . . . ? O19 C17 C18 C13 174.63(10) . . . . ? C16 C17 C18 C13 -7.84(17) . . . . ? C18 C17 O19 C20 -34.56(16) . . . . ? C16 C17 O19 C20 147.91(11) . . . . ? C15 C16 N20 O9 158.60(11) . . . . ? C17 C16 N20 O9 -17.70(17) . . . . ? C15 C16 N20 O12 -20.30(16) . . . . ? C17 C16 N20 O12 163.41(12) . . . . ? C17 O19 C20 C21 133.14(11) . . . . ? C17 O19 C20 C29 -53.51(15) . . . . ? O19 C20 C21 C22 174.64(10) . . . . ? C29 C20 C21 C22 1.26(17) . . . . ? C20 C21 C22 C23 -179.99(11) . . . . ? C20 C21 C22 C27 -0.63(17) . . . . ? C21 C22 C23 C24 178.41(11) . . . . ? C27 C22 C23 C24 -0.95(17) . . . . ? C22 C23 C24 C25 -0.49(18) . . . . ? C23 C24 C25 C26 1.05(19) . . . . ? C24 C25 C26 C27 -0.13(18) . . . . ? C25 C26 C27 C28 -178.41(11) . . . . ? C25 C26 C27 C22 -1.31(17) . . . . ? C21 C22 C27 C28 -0.38(16) . . . . ? C23 C22 C27 C28 179.01(11) . . . . ? C21 C22 C27 C26 -177.55(10) . . . . ? C23 C22 C27 C26 1.84(16) . . . . ? C26 C27 C28 C29 177.84(11) . . . . ? C22 C27 C28 C29 0.75(17) . . . . ? C27 C28 C29 O30 -172.34(10) . . . . ? C27 C28 C29 C20 -0.13(17) . . . . ? C21 C20 C29 C28 -0.89(17) . . . . ? O19 C20 C29 C28 -174.11(10) . . . . ? C21 C20 C29 O30 171.57(10) . . . . ? O19 C20 C29 O30 -1.66(16) . . . . ? C28 C29 O30 C31 -75.90(14) . . . . ? C20 C29 O30 C31 111.66(12) . . . . ? C29 O30 C31 C36 -5.20(17) . . . . ? C29 O30 C31 C32 176.52(10) . . . . ? O30 C31 C32 C33 178.02(10) . . . . ? C36 C31 C32 C33 -0.36(17) . . . . ? O30 C31 C32 N17 -0.80(16) . . . . ? C36 C31 C32 N17 -179.17(10) . . . . ? O21 N17 C32 C33 46.31(16) . . . . ? O14 N17 C32 C33 -132.19(12) . . . . ? O21 N17 C32 C31 -134.84(12) . . . . ? O14 N17 C32 C31 46.67(16) . . . . ? C31 C32 C33 C34 -3.44(17) . . . . ? N17 C32 C33 C34 175.40(10) . . . . ? C32 C33 C34 C35 1.73(17) . . . . ? C32 C33 C34 N19 -175.04(10) . . . . ? O6 N19 C34 C33 -153.76(11) . . . . ? O10 N19 C34 C33 24.80(15) . . . . ? O6 N19 C34 C35 29.50(16) . . . . ? O10 N19 C34 C35 -151.94(11) . . . . ? C2 O1 C35 C36 -31.11(15) . . . . ? C2 O1 C35 C34 147.28(11) . . . . ? C33 C34 C35 O1 -174.68(10) . . . . ? N19 C34 C35 O1 1.96(16) . . . . ? C33 C34 C35 C36 3.74(17) . . . . ? N19 C34 C35 C36 -179.62(10) . . . . ? O30 C31 C36 C35 -172.33(10) . . . . ? C32 C31 C36 C35 5.92(17) . . . . ? O1 C35 C36 C31 170.79(10) . . . . ? C34 C35 C36 C31 -7.60(17) . . . . ? O1A N3A C4A C9A -14.63(16) . . . . ? O2A N3A C4A C9A 166.14(11) . . . . ? O1A N3A C4A C5A 163.85(11) . . . . ? O2A N3A C4A C5A -15.39(16) . . . . ? C9A C4A C5A C6A 2.42(19) . . . . ? N3A C4A C5A C6A -175.97(11) . . . . ? C4A C5A C6A C7A -1.50(19) . . . . ? C5A C6A C7A C8A -1.0(2) . . . . ? C6A C7A C8A C9A 2.7(2) . . . . ? C5A C4A C9A C8A -0.75(19) . . . . ? N3A C4A C9A C8A 177.65(11) . . . . ? C7A C8A C9A C4A -1.8(2) . . . . ? O1B N3B C4B C9B -161.11(11) . . . . ? O2B N3B C4B C9B 18.51(16) . . . . ? O1B N3B C4B C5B 17.42(16) . . . . ? O2B N3B C4B C5B -162.95(11) . . . . ? C9B C4B C5B C6B -0.94(19) . . . . ? N3B C4B C5B C6B -179.40(11) . . . . ? C4B C5B C6B C7B 1.06(18) . . . . ? C5B C6B C7B C8B -0.28(19) . . . . ? C6B C7B C8B C9B -0.68(19) . . . . ? C5B C4B C9B C8B 0.01(18) . . . . ? N3B C4B C9B C8B 178.47(11) . . . . ? C7B C8B C9B C4B 0.81(18) . . . . ? 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 C18 H18 O1A 0.95 2.41 3.3277(15) 162.3 . C36 H36 O1A 0.95 2.58 3.4672(15) 155.3 . _diffrn_measured_fraction_theta_max 0.886 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.325 _refine_diff_density_min -0.235 _refine_diff_density_rms 0.045