# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email jlzhang@chem.ecnu.edu.cn _publ_contact_author_name 'Junliang Zhang' loop_ _publ_author_name 'Junliang Zhang' 'Jieming Zhang' 'Zuliang Chen' 'Hai-Hong Wu' data_z _database_code_depnum_ccdc_archive 'CCDC 852828' #TrackingRef '3a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H25 N O5' _chemical_formula_weight 395.44 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 P2(1)2(1)2(1) 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 7.9672(3) _cell_length_b 12.0266(5) _cell_length_c 21.1513(9) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2026.68(14) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.32 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.091 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9592 _exptl_absorpt_correction_T_max 0.9714 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 23463 _diffrn_reflns_av_R_equivalents 0.0194 _diffrn_reflns_av_sigmaI/netI 0.0112 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 1.93 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3584 _reflns_number_gt 3534 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.4657P] 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 0.7(9) _chemical_absolute_configuration . _refine_ls_number_reflns 3584 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0340 _refine_ls_R_factor_gt 0.0336 _refine_ls_wR_factor_ref 0.0934 _refine_ls_wR_factor_gt 0.0928 _refine_ls_goodness_of_fit_ref 1.048 _refine_ls_restrained_S_all 1.048 _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 0.27483(14) 0.03241(9) 0.17528(5) 0.0279(2) Uani 1 1 d . . . O2 O 0.30930(16) 0.08794(10) 0.29801(5) 0.0362(3) Uani 1 1 d . . . O3 O 0.10420(17) -0.03585(12) 0.31426(6) 0.0456(3) Uani 1 1 d . . . O4 O 0.56968(15) -0.08383(12) 0.19080(6) 0.0417(3) Uani 1 1 d . . . O5 O 0.48509(15) -0.13177(10) 0.28840(5) 0.0349(3) Uani 1 1 d . . . N1 N 0.25991(19) -0.25452(11) 0.18955(7) 0.0340(3) Uani 1 1 d . . . C1 C 0.2262(2) -0.29403(13) 0.12841(8) 0.0320(4) Uani 1 1 d . . . C2 C 0.2691(2) -0.39731(14) 0.10401(9) 0.0409(4) Uani 1 1 d . . . H2A H 0.3272 -0.4490 0.1283 0.049 Uiso 1 1 calc R . . C3 C 0.2228(3) -0.42120(15) 0.04234(9) 0.0432(4) Uani 1 1 d . . . H3A H 0.2497 -0.4903 0.0253 0.052 Uiso 1 1 calc R . . C4 C 0.1383(2) -0.34536(16) 0.00576(9) 0.0403(4) Uani 1 1 d . . . H4A H 0.1090 -0.3633 -0.0356 0.048 Uiso 1 1 calc R . . C5 C 0.0960(2) -0.24106(14) 0.03043(8) 0.0334(4) Uani 1 1 d . . . H5A H 0.0382 -0.1894 0.0060 0.040 Uiso 1 1 calc R . . C6 C 0.1420(2) -0.21636(13) 0.09184(8) 0.0289(3) Uani 1 1 d . . . C7 C 0.11532(19) -0.11190(12) 0.13005(7) 0.0264(3) Uani 1 1 d . . . C8 C 0.24825(19) -0.02122(12) 0.11528(7) 0.0262(3) Uani 1 1 d . . . H8A H 0.3528 -0.0577 0.1024 0.031 Uiso 1 1 calc R . . C9 C 0.2814(2) -0.05224(12) 0.22166(7) 0.0266(3) Uani 1 1 d . . . C10 C 0.1696(2) -0.14937(13) 0.19735(7) 0.0293(3) Uani 1 1 d . . . H10A H 0.0715 -0.1593 0.2247 0.035 Uiso 1 1 calc R . . C11 C 0.2416(2) 0.04564(14) 0.00362(7) 0.0343(4) Uani 1 1 d . . . H11A H 0.2879 -0.0221 -0.0084 0.041 Uiso 1 1 calc R . . C12 C 0.2100(2) 0.12655(15) -0.04153(8) 0.0376(4) Uani 1 1 d . . . H12A H 0.2329 0.1113 -0.0838 0.045 Uiso 1 1 calc R . . C13 C 0.1452(2) 0.22971(15) -0.02532(8) 0.0335(4) Uani 1 1 d . . . C14 C 0.1055(2) 0.24756(14) 0.03817(8) 0.0327(4) Uani 1 1 d . . . H14A H 0.0595 0.3154 0.0503 0.039 Uiso 1 1 calc R . . C15 C 0.1330(2) 0.16666(14) 0.08339(8) 0.0297(3) Uani 1 1 d . . . H15A H 0.1035 0.1802 0.1252 0.036 Uiso 1 1 calc R . . C16 C 0.2040(2) 0.06555(13) 0.06697(7) 0.0276(3) Uani 1 1 d . . . C17 C 0.1259(3) 0.32054(17) -0.07356(9) 0.0450(5) Uani 1 1 d . . . H17A H 0.1586 0.2931 -0.1144 0.068 Uiso 1 1 calc R . . H17B H 0.1959 0.3823 -0.0622 0.068 Uiso 1 1 calc R . . H17C H 0.0109 0.3442 -0.0749 0.068 Uiso 1 1 calc R . . C18 C -0.0625(2) -0.06534(14) 0.12835(8) 0.0328(4) Uani 1 1 d . . . H18A H -0.1411 -0.1235 0.1378 0.049 Uiso 1 1 calc R . . H18B H -0.0854 -0.0360 0.0870 0.049 Uiso 1 1 calc R . . H18C H -0.0731 -0.0072 0.1592 0.049 Uiso 1 1 calc R . . C19 C 0.2496(3) -0.33342(16) 0.24190(9) 0.0510(5) Uani 1 1 d . . . H19A H 0.3129 -0.3989 0.2317 0.076 Uiso 1 1 calc R . . H19B H 0.1344 -0.3533 0.2490 0.076 Uiso 1 1 calc R . . H19C H 0.2947 -0.2999 0.2794 0.076 Uiso 1 1 calc R . . C20 C 0.2177(2) -0.00088(13) 0.28365(7) 0.0285(3) Uani 1 1 d . . . C21 C 0.2698(3) 0.14340(15) 0.35677(8) 0.0460(5) Uani 1 1 d . . . H21A H 0.3430 0.2061 0.3622 0.069 Uiso 1 1 calc R . . H21B H 0.2848 0.0926 0.3913 0.069 Uiso 1 1 calc R . . H21C H 0.1554 0.1684 0.3558 0.069 Uiso 1 1 calc R . . C22 C 0.4633(2) -0.09102(13) 0.23048(7) 0.0290(3) Uani 1 1 d . . . C23 C 0.6505(3) -0.17486(17) 0.30240(10) 0.0457(5) Uani 1 1 d . . . H23A H 0.6530 -0.2021 0.3451 0.069 Uiso 1 1 calc R . . H23B H 0.7320 -0.1166 0.2977 0.069 Uiso 1 1 calc R . . H23C H 0.6764 -0.2344 0.2738 0.069 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 0.0338(6) 0.0264(5) 0.0235(5) -0.0006(4) -0.0017(4) -0.0030(5) O2 0.0484(7) 0.0307(6) 0.0294(6) -0.0066(5) 0.0039(5) 0.0003(5) O3 0.0448(7) 0.0543(8) 0.0377(7) -0.0067(6) 0.0148(6) -0.0043(6) O4 0.0306(6) 0.0529(8) 0.0417(7) 0.0010(6) 0.0075(5) 0.0040(6) O5 0.0361(6) 0.0348(6) 0.0337(6) 0.0001(5) -0.0046(5) 0.0070(5) N1 0.0454(8) 0.0243(6) 0.0322(7) 0.0039(5) -0.0049(6) -0.0028(6) C1 0.0321(8) 0.0277(7) 0.0360(8) 0.0002(7) 0.0021(7) -0.0072(7) C2 0.0459(10) 0.0268(8) 0.0499(10) 0.0024(7) 0.0028(9) -0.0019(8) C3 0.0482(10) 0.0308(8) 0.0505(10) -0.0110(8) 0.0100(9) -0.0087(8) C4 0.0433(10) 0.0406(9) 0.0370(9) -0.0106(7) 0.0069(8) -0.0128(8) C5 0.0328(9) 0.0358(8) 0.0318(8) -0.0017(7) 0.0003(7) -0.0071(7) C6 0.0258(7) 0.0288(8) 0.0320(8) -0.0015(6) 0.0038(7) -0.0060(6) C7 0.0247(7) 0.0287(8) 0.0257(7) -0.0001(6) 0.0011(6) -0.0017(6) C8 0.0258(7) 0.0287(7) 0.0241(7) -0.0030(6) 0.0000(6) -0.0027(6) C9 0.0303(8) 0.0261(7) 0.0234(7) 0.0009(6) 0.0018(6) 0.0005(6) C10 0.0299(8) 0.0307(8) 0.0271(7) 0.0015(6) 0.0027(6) -0.0037(6) C11 0.0418(9) 0.0343(8) 0.0269(7) -0.0028(6) 0.0015(7) -0.0012(7) C12 0.0454(10) 0.0439(9) 0.0235(7) 0.0003(7) 0.0011(7) -0.0056(8) C13 0.0301(8) 0.0384(9) 0.0320(8) 0.0056(7) -0.0041(7) -0.0063(7) C14 0.0310(8) 0.0314(8) 0.0355(9) -0.0004(7) -0.0023(7) -0.0002(7) C15 0.0293(8) 0.0346(8) 0.0253(7) -0.0019(6) 0.0006(6) -0.0029(7) C16 0.0259(7) 0.0307(8) 0.0264(7) -0.0011(6) 0.0000(6) -0.0067(6) C17 0.0489(11) 0.0488(11) 0.0374(10) 0.0106(8) -0.0069(9) -0.0023(9) C18 0.0260(8) 0.0347(8) 0.0376(9) -0.0019(7) 0.0023(7) -0.0005(6) C19 0.0770(15) 0.0347(9) 0.0412(10) 0.0111(8) -0.0127(10) -0.0100(10) C20 0.0306(7) 0.0300(7) 0.0248(7) 0.0031(6) -0.0011(6) 0.0078(7) C21 0.0695(13) 0.0346(9) 0.0338(9) -0.0097(7) 0.0048(9) 0.0074(9) C22 0.0319(8) 0.0247(7) 0.0305(8) -0.0024(6) -0.0007(6) -0.0003(7) C23 0.0422(10) 0.0408(10) 0.0541(11) -0.0028(9) -0.0133(9) 0.0128(8) _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 C9 1.4147(17) . ? O1 C8 1.4392(17) . ? O2 C20 1.329(2) . ? O2 C21 1.445(2) . ? O3 C20 1.189(2) . ? O4 C22 1.196(2) . ? O5 C22 1.3309(19) . ? O5 C23 1.447(2) . ? N1 C1 1.404(2) . ? N1 C19 1.461(2) . ? N1 C10 1.464(2) . ? C1 C6 1.386(2) . ? C1 C2 1.388(2) . ? C2 C3 1.385(3) . ? C2 H2A 0.9300 . ? C3 C4 1.373(3) . ? C3 H3A 0.9300 . ? C4 C5 1.400(3) . ? C4 H4A 0.9300 . ? C5 C6 1.382(2) . ? C5 H5A 0.9300 . ? C6 C7 1.509(2) . ? C7 C18 1.524(2) . ? C7 C8 1.552(2) . ? C7 C10 1.555(2) . ? C8 C16 1.502(2) . ? C8 H8A 0.9800 . ? C9 C22 1.534(2) . ? C9 C20 1.536(2) . ? C9 C10 1.556(2) . ? C10 H10A 0.9800 . ? C11 C12 1.386(2) . ? C11 C16 1.394(2) . ? C11 H11A 0.9300 . ? C12 C13 1.387(3) . ? C12 H12A 0.9300 . ? C13 C14 1.396(2) . ? C13 C17 1.503(2) . ? C14 C15 1.382(2) . ? C14 H14A 0.9300 . ? C15 C16 1.386(2) . ? C15 H15A 0.9300 . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9600 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9600 . ? C19 H19B 0.9600 . ? C19 H19C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 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 C9 O1 C8 107.12(11) . . ? C20 O2 C21 116.62(14) . . ? C22 O5 C23 116.05(14) . . ? C1 N1 C19 117.89(13) . . ? C1 N1 C10 107.59(13) . . ? C19 N1 C10 116.62(15) . . ? C6 C1 C2 120.99(16) . . ? C6 C1 N1 112.25(14) . . ? C2 C1 N1 126.76(16) . . ? C3 C2 C1 118.04(18) . . ? C3 C2 H2A 121.0 . . ? C1 C2 H2A 121.0 . . ? C4 C3 C2 121.56(17) . . ? C4 C3 H3A 119.2 . . ? C2 C3 H3A 119.2 . . ? C3 C4 C5 120.22(17) . . ? C3 C4 H4A 119.9 . . ? C5 C4 H4A 119.9 . . ? C6 C5 C4 118.64(18) . . ? C6 C5 H5A 120.7 . . ? C4 C5 H5A 120.7 . . ? C5 C6 C1 120.53(15) . . ? C5 C6 C7 130.18(16) . . ? C1 C6 C7 109.29(14) . . ? C6 C7 C18 115.09(13) . . ? C6 C7 C8 112.42(12) . . ? C18 C7 C8 111.81(12) . . ? C6 C7 C10 102.12(12) . . ? C18 C7 C10 112.76(13) . . ? C8 C7 C10 101.42(12) . . ? O1 C8 C16 108.84(12) . . ? O1 C8 C7 103.76(11) . . ? C16 C8 C7 117.71(13) . . ? O1 C8 H8A 108.7 . . ? C16 C8 H8A 108.7 . . ? C7 C8 H8A 108.7 . . ? O1 C9 C22 109.76(12) . . ? O1 C9 C20 106.89(12) . . ? C22 C9 C20 109.30(12) . . ? O1 C9 C10 106.86(12) . . ? C22 C9 C10 110.64(12) . . ? C20 C9 C10 113.26(13) . . ? N1 C10 C7 106.49(12) . . ? N1 C10 C9 113.87(13) . . ? C7 C10 C9 104.13(12) . . ? N1 C10 H10A 110.7 . . ? C7 C10 H10A 110.7 . . ? C9 C10 H10A 110.7 . . ? C12 C11 C16 120.18(16) . . ? C12 C11 H11A 119.9 . . ? C16 C11 H11A 119.9 . . ? C11 C12 C13 121.68(15) . . ? C11 C12 H12A 119.2 . . ? C13 C12 H12A 119.2 . . ? C12 C13 C14 117.37(15) . . ? C12 C13 C17 121.36(16) . . ? C14 C13 C17 121.21(16) . . ? C15 C14 C13 121.44(16) . . ? C15 C14 H14A 119.3 . . ? C13 C14 H14A 119.3 . . ? C14 C15 C16 120.60(15) . . ? C14 C15 H15A 119.7 . . ? C16 C15 H15A 119.7 . . ? C15 C16 C11 118.66(15) . . ? C15 C16 C8 122.33(13) . . ? C11 C16 C8 118.96(14) . . ? C13 C17 H17A 109.5 . . ? C13 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C13 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C7 C18 H18A 109.5 . . ? C7 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C7 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? N1 C19 H19A 109.5 . . ? N1 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? N1 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? O3 C20 O2 125.27(15) . . ? O3 C20 C9 125.03(15) . . ? O2 C20 C9 109.70(13) . . ? O2 C21 H21A 109.5 . . ? O2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O4 C22 O5 125.45(15) . . ? O4 C22 C9 124.21(14) . . ? O5 C22 C9 110.33(13) . . ? O5 C23 H23A 109.5 . . ? O5 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O5 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 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 C19 N1 C1 C6 143.38(17) . . . . ? C10 N1 C1 C6 8.99(18) . . . . ? C19 N1 C1 C2 -37.0(3) . . . . ? C10 N1 C1 C2 -171.40(17) . . . . ? C6 C1 C2 C3 -1.1(3) . . . . ? N1 C1 C2 C3 179.36(17) . . . . ? C1 C2 C3 C4 0.6(3) . . . . ? C2 C3 C4 C5 -0.2(3) . . . . ? C3 C4 C5 C6 0.4(3) . . . . ? C4 C5 C6 C1 -0.9(2) . . . . ? C4 C5 C6 C7 179.28(16) . . . . ? C2 C1 C6 C5 1.2(3) . . . . ? N1 C1 C6 C5 -179.13(14) . . . . ? C2 C1 C6 C7 -178.88(15) . . . . ? N1 C1 C6 C7 0.76(19) . . . . ? C5 C6 C7 C18 48.0(2) . . . . ? C1 C6 C7 C18 -131.89(15) . . . . ? C5 C6 C7 C8 -81.6(2) . . . . ? C1 C6 C7 C8 98.54(15) . . . . ? C5 C6 C7 C10 170.50(16) . . . . ? C1 C6 C7 C10 -9.38(17) . . . . ? C9 O1 C8 C16 168.10(12) . . . . ? C9 O1 C8 C7 41.98(14) . . . . ? C6 C7 C8 O1 -144.83(13) . . . . ? C18 C7 C8 O1 83.93(15) . . . . ? C10 C7 C8 O1 -36.47(14) . . . . ? C6 C7 C8 C16 94.89(16) . . . . ? C18 C7 C8 C16 -36.35(18) . . . . ? C10 C7 C8 C16 -156.75(13) . . . . ? C8 O1 C9 C22 90.67(14) . . . . ? C8 O1 C9 C20 -150.90(12) . . . . ? C8 O1 C9 C10 -29.34(15) . . . . ? C1 N1 C10 C7 -14.59(16) . . . . ? C19 N1 C10 C7 -149.64(15) . . . . ? C1 N1 C10 C9 -128.76(14) . . . . ? C19 N1 C10 C9 96.19(17) . . . . ? C6 C7 C10 N1 14.35(15) . . . . ? C18 C7 C10 N1 138.44(13) . . . . ? C8 C7 C10 N1 -101.84(13) . . . . ? C6 C7 C10 C9 134.99(12) . . . . ? C18 C7 C10 C9 -100.92(14) . . . . ? C8 C7 C10 C9 18.80(14) . . . . ? O1 C9 C10 N1 120.50(14) . . . . ? C22 C9 C10 N1 1.05(18) . . . . ? C20 C9 C10 N1 -122.07(14) . . . . ? O1 C9 C10 C7 4.93(16) . . . . ? C22 C9 C10 C7 -114.52(13) . . . . ? C20 C9 C10 C7 122.36(13) . . . . ? C16 C11 C12 C13 1.7(3) . . . . ? C11 C12 C13 C14 -2.8(3) . . . . ? C11 C12 C13 C17 174.39(17) . . . . ? C12 C13 C14 C15 1.4(3) . . . . ? C17 C13 C14 C15 -175.83(16) . . . . ? C13 C14 C15 C16 1.2(3) . . . . ? C14 C15 C16 C11 -2.3(2) . . . . ? C14 C15 C16 C8 175.21(15) . . . . ? C12 C11 C16 C15 0.9(2) . . . . ? C12 C11 C16 C8 -176.71(15) . . . . ? O1 C8 C16 C15 -24.6(2) . . . . ? C7 C8 C16 C15 92.96(18) . . . . ? O1 C8 C16 C11 152.85(14) . . . . ? C7 C8 C16 C11 -89.56(18) . . . . ? C21 O2 C20 O3 2.2(2) . . . . ? C21 O2 C20 C9 -177.44(13) . . . . ? O1 C9 C20 O3 123.92(17) . . . . ? C22 C9 C20 O3 -117.34(17) . . . . ? C10 C9 C20 O3 6.5(2) . . . . ? O1 C9 C20 O2 -56.48(16) . . . . ? C22 C9 C20 O2 62.26(15) . . . . ? C10 C9 C20 O2 -173.89(12) . . . . ? C23 O5 C22 O4 -2.8(2) . . . . ? C23 O5 C22 C9 178.06(14) . . . . ? O1 C9 C22 O4 -25.5(2) . . . . ? C20 C9 C22 O4 -142.41(16) . . . . ? C10 C9 C22 O4 92.21(18) . . . . ? O1 C9 C22 O5 153.63(12) . . . . ? C20 C9 C22 O5 36.70(16) . . . . ? C10 C9 C22 O5 -88.69(15) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.247 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.049