# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email zyhtgd@sohu.com _publ_contact_author_name 'Yihua Zhang' loop_ _publ_author_name 'Ye Ding' 'Zhangjian Huang' 'Jian Yin' 'Lei Fang' 'Shibo Zhang' ; Yisheng Lai ; 'Zhiguo Zhang' 'Sixun Peng' 'Yihua Zhang' data_x _database_code_depnum_ccdc_archive 'CCDC 793908' #TrackingRef '2484_web_deposit_cif_file_0_YeDing_1284690030.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C31 H39 N O4' _chemical_formula_weight 489.63 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 Orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 8.9020(18) _cell_length_b 12.345(3) _cell_length_c 24.222(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2661.9(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 9 _cell_measurement_theta_max 12 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1056 _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.9765 _exptl_absorpt_correction_T_max 0.9921 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius cad4' _diffrn_measurement_method \w/2\q _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 2h _diffrn_standards_decay_% 1 _diffrn_reflns_number 5257 _diffrn_reflns_av_R_equivalents 0.0745 _diffrn_reflns_av_sigmaI/netI 0.0747 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 0 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 0 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 25.29 _reflns_number_total 4821 _reflns_number_gt 3079 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 EXPRESS(Enraf-Nonius,1994)' _computing_cell_refinement 'CAD4 EXPRESS' _computing_data_reduction 'XCAD4(Harms & Wocadlo,1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0800P)^2^+1.9000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4821 _refine_ls_number_parameters 326 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1212 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.1942 _refine_ls_wR_factor_gt 0.1562 _refine_ls_goodness_of_fit_ref 1.007 _refine_ls_restrained_S_all 1.007 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 1.0088(6) -0.0786(4) -0.05234(18) 0.0529(13) Uani 1 1 d . . . H1A H 0.9053 -0.0794 -0.0472 0.063 Uiso 1 1 calc R . . O1 O 1.2810(7) -0.2114(5) -0.1352(3) 0.147(3) Uani 1 1 d . . . O2 O 0.6598(4) 0.1210(3) 0.07556(15) 0.0650(10) Uani 1 1 d . . . O3 O 0.8857(4) 0.2317(2) 0.14122(12) 0.0483(8) Uani 1 1 d . . . O4 O 0.8964(6) 0.3456(3) 0.21336(15) 0.0805(13) Uani 1 1 d . . . N N 0.9100(7) -0.3082(4) -0.1257(2) 0.0941(18) Uani 1 1 d . . . C2 C 1.0726(6) -0.1571(4) -0.0823(2) 0.0539(13) Uani 1 1 d . . . C3 C 1.2348(8) -0.1580(4) -0.0947(3) 0.0763(18) Uani 1 1 d . . . C4 C 1.3412(6) -0.0903(4) -0.0610(2) 0.0539(13) Uani 1 1 d . . . C5 C 1.2581(5) -0.0344(4) -0.01288(18) 0.0473(12) Uani 1 1 d . . . H5A H 1.2394 -0.0923 0.0139 0.057 Uiso 1 1 calc R . . C6 C 1.3496(6) 0.0485(4) 0.0181(2) 0.0571(13) Uani 1 1 d . . . H6A H 1.3514 0.1160 -0.0023 0.068 Uiso 1 1 calc R . . H6B H 1.4522 0.0231 0.0220 0.068 Uiso 1 1 calc R . . C7 C 1.2819(5) 0.0675(4) 0.0749(2) 0.0509(12) Uani 1 1 d . . . H7A H 1.3395 0.1233 0.0935 0.061 Uiso 1 1 calc R . . H7B H 1.2913 0.0015 0.0963 0.061 Uiso 1 1 calc R . . C8 C 1.1171(5) 0.1013(3) 0.07410(17) 0.0398(10) Uani 1 1 d . . . C9 C 1.0248(5) 0.0518(3) 0.02695(18) 0.0400(10) Uani 1 1 d . . . C10 C 1.1008(6) 0.0117(3) -0.02643(18) 0.0464(11) Uani 1 1 d . . . C11 C 0.8741(6) 0.0559(4) 0.03123(18) 0.0503(12) Uani 1 1 d . . . H11A H 0.8181 0.0294 0.0017 0.060 Uiso 1 1 calc R . . C12 C 0.7909(6) 0.0992(4) 0.0791(2) 0.0457(11) Uani 1 1 d . . . C13 C 0.8775(5) 0.1126(3) 0.13337(17) 0.0367(9) Uani 1 1 d . . . C14 C 1.0373(5) 0.0677(3) 0.13003(17) 0.0356(9) Uani 1 1 d . . . C15 C 1.1240(5) 0.1086(4) 0.18094(18) 0.0492(12) Uani 1 1 d . . . H15A H 1.1552 0.1828 0.1746 0.059 Uiso 1 1 calc R . . H15B H 1.2137 0.0650 0.1857 0.059 Uiso 1 1 calc R . . C16 C 1.0296(5) 0.1035(4) 0.23416(18) 0.0485(12) Uani 1 1 d . . . H16A H 1.0235 0.0287 0.2462 0.058 Uiso 1 1 calc R . . H16B H 1.0810 0.1440 0.2628 0.058 Uiso 1 1 calc R . . C17 C 0.8712(5) 0.1479(3) 0.22810(18) 0.0437(11) Uani 1 1 d . . . C18 C 0.7853(5) 0.0832(3) 0.18420(17) 0.0370(10) Uani 1 1 d . . . H18A H 0.6896 0.1215 0.1796 0.044 Uiso 1 1 calc R . . C19 C 0.7423(5) -0.0315(3) 0.20339(19) 0.0453(11) Uani 1 1 d . . . H19A H 0.8327 -0.0733 0.2101 0.054 Uiso 1 1 calc R . . H19B H 0.6852 -0.0674 0.1746 0.054 Uiso 1 1 calc R . . C20 C 0.6481(5) -0.0261(4) 0.2566(2) 0.0497(12) Uani 1 1 d . . . C21 C 0.7375(6) 0.0401(4) 0.3005(2) 0.0595(13) Uani 1 1 d . . . H21A H 0.6765 0.0466 0.3335 0.071 Uiso 1 1 calc R . . H21B H 0.8275 0.0002 0.3103 0.071 Uiso 1 1 calc R . . C22 C 0.7832(6) 0.1548(4) 0.2811(2) 0.0572(14) Uani 1 1 d . . . H22A H 0.6939 0.1984 0.2753 0.069 Uiso 1 1 calc R . . H22B H 0.8437 0.1895 0.3093 0.069 Uiso 1 1 calc R . . C23 C 1.4574(7) -0.1688(6) -0.0380(3) 0.094(2) Uani 1 1 d . . . H23A H 1.4091 -0.2192 -0.0136 0.141 Uiso 1 1 calc R . . H23B H 1.5325 -0.1291 -0.0180 0.141 Uiso 1 1 calc R . . H23C H 1.5039 -0.2074 -0.0678 0.141 Uiso 1 1 calc R . . C24 C 1.4213(9) -0.0144(5) -0.1003(3) 0.104(3) Uani 1 1 d . . . H24A H 1.3514 0.0379 -0.1143 0.156 Uiso 1 1 calc R . . H24B H 1.4628 -0.0553 -0.1304 0.156 Uiso 1 1 calc R . . H24C H 1.5008 0.0222 -0.0810 0.156 Uiso 1 1 calc R . . C25 C 1.0974(7) 0.1068(4) -0.0689(2) 0.0685(16) Uani 1 1 d . . . H25A H 1.1437 0.0840 -0.1028 0.103 Uiso 1 1 calc R . . H25B H 1.1513 0.1677 -0.0542 0.103 Uiso 1 1 calc R . . H25C H 0.9952 0.1274 -0.0759 0.103 Uiso 1 1 calc R . . C26 C 1.1192(6) 0.2265(3) 0.06348(19) 0.0583(13) Uani 1 1 d . . . H26A H 1.1681 0.2411 0.0289 0.087 Uiso 1 1 calc R . . H26B H 1.1728 0.2619 0.0928 0.087 Uiso 1 1 calc R . . H26C H 1.0180 0.2533 0.0622 0.087 Uiso 1 1 calc R . . C27 C 1.0303(5) -0.0587(3) 0.13191(19) 0.0419(10) Uani 1 1 d . . . H27A H 1.0363 -0.0827 0.1696 0.063 Uiso 1 1 calc R . . H27B H 1.1129 -0.0882 0.1114 0.063 Uiso 1 1 calc R . . H27C H 0.9374 -0.0829 0.1160 0.063 Uiso 1 1 calc R . . C28 C 0.8834(6) 0.2541(4) 0.19692(19) 0.0557(12) Uani 1 1 d . . . C30 C 0.6275(7) -0.1408(4) 0.2781(2) 0.0705(16) Uani 1 1 d . . . H30A H 0.5733 -0.1829 0.2514 0.106 Uiso 1 1 calc R . . H30B H 0.5721 -0.1389 0.3121 0.106 Uiso 1 1 calc R . . H30C H 0.7241 -0.1731 0.2844 0.106 Uiso 1 1 calc R . . C29 C 0.4914(6) 0.0221(5) 0.2462(3) 0.0688(15) Uani 1 1 d . . . H29A H 0.4409 -0.0196 0.2183 0.103 Uiso 1 1 calc R . . H29B H 0.5014 0.0957 0.2339 0.103 Uiso 1 1 calc R . . H29C H 0.4342 0.0202 0.2798 0.103 Uiso 1 1 calc R . . C31 C 0.9836(7) -0.2403(4) -0.1068(2) 0.0662(15) 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 C1 0.066(3) 0.053(3) 0.039(3) -0.001(2) -0.004(2) 0.002(2) O1 0.131(4) 0.149(5) 0.160(5) -0.096(5) 0.014(4) -0.002(4) O2 0.051(2) 0.089(3) 0.055(2) -0.0049(19) -0.0116(18) 0.0141(18) O3 0.071(2) 0.0238(14) 0.0498(19) -0.0001(13) -0.0044(17) 0.0084(14) O4 0.142(4) 0.0321(18) 0.067(2) -0.0180(17) 0.003(2) -0.004(2) N 0.140(5) 0.064(3) 0.078(4) -0.012(3) -0.020(4) -0.019(3) C2 0.079(4) 0.039(2) 0.044(3) -0.004(2) -0.007(3) -0.002(2) C3 0.097(5) 0.049(3) 0.083(4) -0.031(3) 0.002(4) 0.007(3) C4 0.069(3) 0.042(3) 0.051(3) 0.001(2) 0.014(3) -0.003(2) C5 0.054(3) 0.042(3) 0.046(3) 0.005(2) 0.008(2) -0.013(2) C6 0.054(3) 0.058(3) 0.059(3) -0.008(2) 0.014(2) -0.015(3) C7 0.049(3) 0.051(3) 0.053(3) -0.008(2) -0.003(2) -0.014(2) C8 0.044(3) 0.033(2) 0.042(2) -0.0033(19) -0.005(2) -0.006(2) C9 0.052(3) 0.025(2) 0.043(2) 0.0030(18) -0.009(2) 0.0008(19) C10 0.065(3) 0.034(2) 0.040(3) 0.0027(19) -0.004(2) -0.005(2) C11 0.063(3) 0.050(3) 0.037(3) -0.005(2) -0.014(2) -0.004(3) C12 0.049(3) 0.043(3) 0.045(3) 0.002(2) -0.011(2) 0.001(2) C13 0.049(3) 0.0211(18) 0.040(2) -0.0021(17) -0.010(2) -0.0008(19) C14 0.042(2) 0.0251(19) 0.040(2) -0.0043(17) -0.010(2) -0.0037(18) C15 0.053(3) 0.046(3) 0.048(3) -0.002(2) -0.011(2) 0.001(2) C16 0.059(3) 0.044(3) 0.042(3) -0.006(2) -0.014(2) -0.005(2) C17 0.056(3) 0.034(2) 0.041(3) -0.0047(19) -0.001(2) 0.006(2) C18 0.043(2) 0.029(2) 0.038(2) -0.0052(18) -0.006(2) 0.0056(19) C19 0.048(3) 0.037(2) 0.051(3) 0.002(2) -0.003(2) 0.005(2) C20 0.049(3) 0.044(3) 0.056(3) 0.008(2) 0.002(2) 0.003(2) C21 0.068(3) 0.060(3) 0.050(3) 0.005(3) 0.001(3) 0.006(3) C22 0.073(4) 0.055(3) 0.043(3) -0.013(2) -0.006(2) 0.002(3) C23 0.085(4) 0.115(6) 0.082(4) -0.002(4) 0.013(4) 0.028(4) C24 0.144(7) 0.079(4) 0.090(5) -0.002(4) 0.067(5) -0.009(4) C25 0.103(4) 0.049(3) 0.053(3) 0.011(3) 0.004(3) -0.005(3) C26 0.085(4) 0.039(2) 0.052(3) 0.003(2) 0.005(3) -0.018(3) C27 0.047(2) 0.031(2) 0.048(3) 0.001(2) -0.005(2) 0.006(2) C28 0.076(3) 0.043(3) 0.048(3) -0.009(2) -0.003(3) 0.002(3) C30 0.079(4) 0.061(3) 0.072(4) 0.015(3) 0.013(3) 0.000(3) C29 0.059(3) 0.077(4) 0.071(4) 0.002(3) 0.010(3) 0.002(3) C31 0.097(4) 0.054(3) 0.048(3) -0.008(3) -0.005(3) -0.006(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.336(7) . ? C1 C10 1.520(6) . ? C1 H1A 0.9300 . ? O1 C3 1.252(7) . ? O2 C12 1.201(5) . ? O3 C28 1.378(5) . ? O3 C13 1.485(4) . ? O4 C28 1.202(5) . ? N C31 1.158(7) . ? C2 C31 1.427(7) . ? C2 C3 1.475(8) . ? C3 C4 1.503(8) . ? C4 C24 1.514(7) . ? C4 C23 1.523(8) . ? C4 C5 1.543(6) . ? C5 C6 1.508(6) . ? C5 C10 1.547(7) . ? C5 H5A 0.9800 . ? C6 C7 1.520(6) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.525(6) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.534(6) . ? C8 C26 1.567(6) . ? C8 C14 1.585(6) . ? C9 C11 1.346(7) . ? C9 C10 1.541(6) . ? C10 C25 1.562(6) . ? C11 C12 1.475(7) . ? C11 H11A 0.9300 . ? C12 C13 1.534(6) . ? C13 C18 1.524(6) . ? C13 C14 1.529(6) . ? C14 C15 1.540(6) . ? C14 C27 1.562(5) . ? C15 C16 1.540(6) . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C16 C17 1.520(6) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C22 1.506(6) . ? C17 C28 1.517(6) . ? C17 C18 1.534(6) . ? C18 C19 1.539(6) . ? C18 H18A 0.9800 . ? C19 C20 1.539(7) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C30 1.520(7) . ? C20 C29 1.537(7) . ? C20 C21 1.559(7) . ? C21 C22 1.547(7) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C24 H24A 0.9600 . ? C24 H24B 0.9600 . ? C24 H24C 0.9600 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? 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 C2 C1 C10 121.8(5) . . ? C2 C1 H1A 119.1 . . ? C10 C1 H1A 119.1 . . ? C28 O3 C13 108.9(3) . . ? C1 C2 C31 120.8(5) . . ? C1 C2 C3 122.1(5) . . ? C31 C2 C3 117.0(5) . . ? O1 C3 C2 119.0(6) . . ? O1 C3 C4 120.8(6) . . ? C2 C3 C4 120.1(5) . . ? C3 C4 C24 107.4(5) . . ? C3 C4 C23 105.9(5) . . ? C24 C4 C23 107.6(5) . . ? C3 C4 C5 110.9(4) . . ? C24 C4 C5 115.1(4) . . ? C23 C4 C5 109.5(4) . . ? C6 C5 C4 114.9(4) . . ? C6 C5 C10 110.2(4) . . ? C4 C5 C10 116.0(4) . . ? C6 C5 H5A 104.8 . . ? C4 C5 H5A 104.8 . . ? C10 C5 H5A 104.8 . . ? C5 C6 C7 109.9(4) . . ? C5 C6 H6A 109.7 . . ? C7 C6 H6A 109.7 . . ? C5 C6 H6B 109.7 . . ? C7 C6 H6B 109.7 . . ? H6A C6 H6B 108.2 . . ? C6 C7 C8 114.4(4) . . ? C6 C7 H7A 108.7 . . ? C8 C7 H7A 108.7 . . ? C6 C7 H7B 108.7 . . ? C8 C7 H7B 108.7 . . ? H7A C7 H7B 107.6 . . ? C7 C8 C9 114.6(4) . . ? C7 C8 C26 105.1(4) . . ? C9 C8 C26 106.1(4) . . ? C7 C8 C14 110.4(4) . . ? C9 C8 C14 107.0(3) . . ? C26 C8 C14 113.8(3) . . ? C11 C9 C8 117.5(4) . . ? C11 C9 C10 121.0(4) . . ? C8 C9 C10 121.1(4) . . ? C1 C10 C9 110.2(4) . . ? C1 C10 C5 107.8(4) . . ? C9 C10 C5 109.7(4) . . ? C1 C10 C25 105.6(4) . . ? C9 C10 C25 107.7(4) . . ? C5 C10 C25 115.7(4) . . ? C9 C11 C12 125.0(4) . . ? C9 C11 H11A 117.5 . . ? C12 C11 H11A 117.5 . . ? O2 C12 C11 120.9(4) . . ? O2 C12 C13 121.7(5) . . ? C11 C12 C13 117.4(4) . . ? O3 C13 C18 99.1(3) . . ? O3 C13 C14 108.7(3) . . ? C18 C13 C14 117.3(3) . . ? O3 C13 C12 104.0(3) . . ? C18 C13 C12 113.4(4) . . ? C14 C13 C12 112.5(4) . . ? C13 C14 C15 107.8(3) . . ? C13 C14 C27 108.9(3) . . ? C15 C14 C27 108.9(3) . . ? C13 C14 C8 111.5(3) . . ? C15 C14 C8 112.0(3) . . ? C27 C14 C8 107.7(3) . . ? C14 C15 C16 112.6(4) . . ? C14 C15 H15A 109.1 . . ? C16 C15 H15A 109.1 . . ? C14 C15 H15B 109.1 . . ? C16 C15 H15B 109.1 . . ? H15A C15 H15B 107.8 . . ? C17 C16 C15 114.2(4) . . ? C17 C16 H16A 108.7 . . ? C15 C16 H16A 108.7 . . ? C17 C16 H16B 108.7 . . ? C15 C16 H16B 108.7 . . ? H16A C16 H16B 107.6 . . ? C22 C17 C28 114.4(4) . . ? C22 C17 C16 114.9(4) . . ? C28 C17 C16 107.1(4) . . ? C22 C17 C18 111.1(4) . . ? C28 C17 C18 98.1(3) . . ? C16 C17 C18 110.0(3) . . ? C13 C18 C17 99.7(3) . . ? C13 C18 C19 126.6(3) . . ? C17 C18 C19 113.2(4) . . ? C13 C18 H18A 105.2 . . ? C17 C18 H18A 105.2 . . ? C19 C18 H18A 105.2 . . ? C18 C19 C20 110.4(3) . . ? C18 C19 H19A 109.6 . . ? C20 C19 H19A 109.6 . . ? C18 C19 H19B 109.6 . . ? C20 C19 H19B 109.6 . . ? H19A C19 H19B 108.1 . . ? C30 C20 C29 107.9(4) . . ? C30 C20 C19 108.2(4) . . ? C29 C20 C19 111.9(4) . . ? C30 C20 C21 108.4(4) . . ? C29 C20 C21 111.8(4) . . ? C19 C20 C21 108.4(4) . . ? C22 C21 C20 114.0(4) . . ? C22 C21 H21A 108.8 . . ? C20 C21 H21A 108.8 . . ? C22 C21 H21B 108.8 . . ? C20 C21 H21B 108.8 . . ? H21A C21 H21B 107.7 . . ? C17 C22 C21 110.2(4) . . ? C17 C22 H22A 109.6 . . ? C21 C22 H22A 109.6 . . ? C17 C22 H22B 109.6 . . ? C21 C22 H22B 109.6 . . ? H22A C22 H22B 108.1 . . ? C4 C23 H23A 109.5 . . ? C4 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C4 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C4 C24 H24A 109.5 . . ? C4 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C4 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C10 C25 H25A 109.5 . . ? C10 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C10 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C8 C26 H26A 109.5 . . ? C8 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C8 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C14 C27 H27A 109.5 . . ? C14 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C14 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? O4 C28 O3 120.8(4) . . ? O4 C28 C17 130.8(4) . . ? O3 C28 C17 108.3(3) . . ? C20 C30 H30A 109.5 . . ? C20 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C20 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C20 C29 H29A 109.5 . . ? C20 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C20 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N C31 C2 178.6(6) . . ? 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 C10 C1 C2 C31 -179.2(4) . . . . ? C10 C1 C2 C3 -3.4(8) . . . . ? C1 C2 C3 O1 -158.4(6) . . . . ? C31 C2 C3 O1 17.5(9) . . . . ? C1 C2 C3 C4 18.0(8) . . . . ? C31 C2 C3 C4 -166.0(5) . . . . ? O1 C3 C4 C24 54.6(8) . . . . ? C2 C3 C4 C24 -121.8(6) . . . . ? O1 C3 C4 C23 -60.2(8) . . . . ? C2 C3 C4 C23 123.4(6) . . . . ? O1 C3 C4 C5 -178.9(6) . . . . ? C2 C3 C4 C5 4.7(7) . . . . ? C3 C4 C5 C6 -171.1(4) . . . . ? C24 C4 C5 C6 -48.9(7) . . . . ? C23 C4 C5 C6 72.4(6) . . . . ? C3 C4 C5 C10 -40.7(6) . . . . ? C24 C4 C5 C10 81.5(6) . . . . ? C23 C4 C5 C10 -157.1(4) . . . . ? C4 C5 C6 C7 -159.5(4) . . . . ? C10 C5 C6 C7 67.2(5) . . . . ? C5 C6 C7 C8 -55.8(6) . . . . ? C6 C7 C8 C9 33.1(5) . . . . ? C6 C7 C8 C26 -82.9(5) . . . . ? C6 C7 C8 C14 153.9(4) . . . . ? C7 C8 C9 C11 164.0(4) . . . . ? C26 C8 C9 C11 -80.5(5) . . . . ? C14 C8 C9 C11 41.3(5) . . . . ? C7 C8 C9 C10 -23.3(5) . . . . ? C26 C8 C9 C10 92.1(4) . . . . ? C14 C8 C9 C10 -146.0(4) . . . . ? C2 C1 C10 C9 -150.3(4) . . . . ? C2 C1 C10 C5 -30.5(6) . . . . ? C2 C1 C10 C25 93.7(5) . . . . ? C11 C9 C10 C1 -35.5(6) . . . . ? C8 C9 C10 C1 152.1(4) . . . . ? C11 C9 C10 C5 -154.0(4) . . . . ? C8 C9 C10 C5 33.6(5) . . . . ? C11 C9 C10 C25 79.2(5) . . . . ? C8 C9 C10 C25 -93.1(5) . . . . ? C6 C5 C10 C1 -174.4(4) . . . . ? C4 C5 C10 C1 52.9(5) . . . . ? C6 C5 C10 C9 -54.4(5) . . . . ? C4 C5 C10 C9 173.0(4) . . . . ? C6 C5 C10 C25 67.7(5) . . . . ? C4 C5 C10 C25 -65.0(5) . . . . ? C8 C9 C11 C12 -3.4(7) . . . . ? C10 C9 C11 C12 -176.0(4) . . . . ? C9 C11 C12 O2 164.3(5) . . . . ? C9 C11 C12 C13 -17.0(7) . . . . ? C28 O3 C13 C18 30.8(4) . . . . ? C28 O3 C13 C14 -92.2(4) . . . . ? C28 O3 C13 C12 147.7(4) . . . . ? O2 C12 C13 O3 -69.3(6) . . . . ? C11 C12 C13 O3 112.1(4) . . . . ? O2 C12 C13 C18 37.3(6) . . . . ? C11 C12 C13 C18 -141.4(4) . . . . ? O2 C12 C13 C14 173.3(4) . . . . ? C11 C12 C13 C14 -5.4(5) . . . . ? O3 C13 C14 C15 52.5(4) . . . . ? C18 C13 C14 C15 -58.8(4) . . . . ? C12 C13 C14 C15 167.1(3) . . . . ? O3 C13 C14 C27 170.4(3) . . . . ? C18 C13 C14 C27 59.2(4) . . . . ? C12 C13 C14 C27 -75.0(4) . . . . ? O3 C13 C14 C8 -70.8(4) . . . . ? C18 C13 C14 C8 178.0(3) . . . . ? C12 C13 C14 C8 43.8(4) . . . . ? C7 C8 C14 C13 173.1(3) . . . . ? C9 C8 C14 C13 -61.7(4) . . . . ? C26 C8 C14 C13 55.2(4) . . . . ? C7 C8 C14 C15 52.2(4) . . . . ? C9 C8 C14 C15 177.5(4) . . . . ? C26 C8 C14 C15 -65.7(5) . . . . ? C7 C8 C14 C27 -67.5(4) . . . . ? C9 C8 C14 C27 57.7(4) . . . . ? C26 C8 C14 C27 174.6(4) . . . . ? C13 C14 C15 C16 41.9(5) . . . . ? C27 C14 C15 C16 -76.0(5) . . . . ? C8 C14 C15 C16 164.9(4) . . . . ? C14 C15 C16 C17 -46.3(5) . . . . ? C15 C16 C17 C22 -173.7(4) . . . . ? C15 C16 C17 C28 -45.5(5) . . . . ? C15 C16 C17 C18 60.1(5) . . . . ? O3 C13 C18 C17 -47.7(4) . . . . ? C14 C13 C18 C17 68.9(4) . . . . ? C12 C13 C18 C17 -157.3(3) . . . . ? O3 C13 C18 C19 -176.3(4) . . . . ? C14 C13 C18 C19 -59.7(5) . . . . ? C12 C13 C18 C19 74.1(5) . . . . ? C22 C17 C18 C13 166.8(3) . . . . ? C28 C17 C18 C13 46.7(4) . . . . ? C16 C17 C18 C13 -64.9(4) . . . . ? C22 C17 C18 C19 -56.2(5) . . . . ? C28 C17 C18 C19 -176.4(4) . . . . ? C16 C17 C18 C19 72.1(5) . . . . ? C13 C18 C19 C20 -179.9(4) . . . . ? C17 C18 C19 C20 57.1(5) . . . . ? C18 C19 C20 C30 -172.2(4) . . . . ? C18 C19 C20 C29 69.1(5) . . . . ? C18 C19 C20 C21 -54.8(5) . . . . ? C30 C20 C21 C22 173.1(4) . . . . ? C29 C20 C21 C22 -68.1(6) . . . . ? C19 C20 C21 C22 55.8(5) . . . . ? C28 C17 C22 C21 163.4(4) . . . . ? C16 C17 C22 C21 -72.2(5) . . . . ? C18 C17 C22 C21 53.5(5) . . . . ? C20 C21 C22 C17 -55.5(6) . . . . ? C13 O3 C28 O4 176.3(5) . . . . ? C13 O3 C28 C17 -0.8(5) . . . . ? C22 C17 C28 O4 36.4(8) . . . . ? C16 C17 C28 O4 -92.1(7) . . . . ? C18 C17 C28 O4 154.1(6) . . . . ? C22 C17 C28 O3 -146.8(4) . . . . ? C16 C17 C28 O3 84.7(5) . . . . ? C18 C17 C28 O3 -29.2(5) . . . . ? C1 C2 C31 N -49(28) . . . . ? C3 C2 C31 N 135(28) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.29 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.424 _refine_diff_density_min -0.239 _refine_diff_density_rms 0.053