# 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 ? loop_ _publ_author_name 'Lai Wei' 'Junliang Zhang' _publ_contact_author_name 'Junliang Zhang' _publ_contact_author_email jlzhang@chem.ecnu.edu.cn data_z _database_code_depnum_ccdc_archive 'CCDC 842104' #TrackingRef '- 4a.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H26 O7' _chemical_formula_weight 414.44 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' 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 P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.4360(5) _cell_length_b 10.6121(4) _cell_length_c 16.2001(6) _cell_angle_alpha 90.00 _cell_angle_beta 99.3920(10) _cell_angle_gamma 90.00 _cell_volume 2109.30(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 0.48 _exptl_crystal_size_mid 0.36 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.305 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 880 _exptl_absorpt_coefficient_mu 0.096 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9552 _exptl_absorpt_correction_T_max 0.9689 _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 23783 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0123 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 25.01 _reflns_number_total 3711 _reflns_number_gt 3308 _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^)+(0.0516P)^2^+0.5524P] 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 3711 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0397 _refine_ls_R_factor_gt 0.0355 _refine_ls_wR_factor_ref 0.1035 _refine_ls_wR_factor_gt 0.0976 _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_restrained_S_all 1.060 _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 0.17838(8) -0.01145(10) -0.00053(6) 0.0500(3) Uani 1 1 d . . . O2 O 0.21250(7) 0.11316(9) 0.20489(6) 0.0415(2) Uani 1 1 d . . . O3 O 0.00176(10) -0.01441(12) 0.20297(8) 0.0706(4) Uani 1 1 d . . . O4 O 0.08417(8) -0.15464(10) 0.13170(6) 0.0469(3) Uani 1 1 d . . . O5 O 0.56192(9) -0.20486(11) 0.04266(7) 0.0610(3) Uani 1 1 d . . . O6 O 0.63985(8) -0.15835(10) 0.20685(7) 0.0531(3) Uani 1 1 d . . . O7 O 0.51350(8) -0.03791(11) 0.30593(6) 0.0542(3) Uani 1 1 d . . . C1 C 0.47585(11) -0.05652(13) 0.22230(8) 0.0394(3) Uani 1 1 d . . . C2 C 0.53956(11) -0.11566(12) 0.17090(9) 0.0416(3) Uani 1 1 d . . . C3 C 0.49591(11) -0.13925(13) 0.08660(9) 0.0439(3) Uani 1 1 d . . . C4 C 0.39176(11) -0.09962(13) 0.05520(9) 0.0419(3) Uani 1 1 d . . . H4A H 0.3634 -0.1125 -0.0009 0.050 Uiso 1 1 calc R . . C5 C 0.32856(10) -0.04002(12) 0.10762(8) 0.0367(3) Uani 1 1 d . . . C6 C 0.36907(10) -0.01925(12) 0.19155(8) 0.0361(3) Uani 1 1 d . . . C7 C 0.30351(10) 0.04425(12) 0.24960(8) 0.0364(3) Uani 1 1 d . . . H7A H 0.3518 0.1073 0.2804 0.044 Uiso 1 1 calc R . . C8 C 0.14755(11) 0.05840(13) 0.13344(8) 0.0398(3) Uani 1 1 d . . . C9 C 0.21653(11) 0.00010(12) 0.07300(8) 0.0376(3) Uani 1 1 d . . . C10 C 0.26857(10) -0.04168(13) 0.31524(8) 0.0369(3) Uani 1 1 d . . . C11 C 0.24841(12) -0.16920(14) 0.30269(9) 0.0460(3) Uani 1 1 d . . . H11A H 0.2601 -0.2068 0.2530 0.055 Uiso 1 1 calc R . . C12 C 0.21103(13) -0.24125(15) 0.36350(11) 0.0543(4) Uani 1 1 d . . . H12A H 0.1965 -0.3264 0.3539 0.065 Uiso 1 1 calc R . . C13 C 0.19528(13) -0.18808(16) 0.43751(10) 0.0549(4) Uani 1 1 d . . . H13A H 0.1696 -0.2366 0.4780 0.066 Uiso 1 1 calc R . . C14 C 0.21764(15) -0.06253(17) 0.45158(10) 0.0598(4) Uani 1 1 d . . . H14A H 0.2084 -0.0262 0.5022 0.072 Uiso 1 1 calc R . . C15 C 0.25382(13) 0.01036(15) 0.39070(9) 0.0504(4) Uani 1 1 d . . . H15A H 0.2684 0.0954 0.4008 0.061 Uiso 1 1 calc R . . C16 C 0.06883(11) -0.04000(14) 0.16074(9) 0.0449(3) Uani 1 1 d . . . C17 C 0.01502(14) -0.25463(16) 0.15629(11) 0.0571(4) Uani 1 1 d . . . H17A H -0.0597 -0.2427 0.1291 0.068 Uiso 1 1 calc R . . H17B H 0.0168 -0.2532 0.2164 0.068 Uiso 1 1 calc R . . C18 C 0.05758(16) -0.37703(17) 0.13045(12) 0.0654(5) Uani 1 1 d . . . H18A H 0.0136 -0.4445 0.1460 0.098 Uiso 1 1 calc R . . H18B H 0.1315 -0.3879 0.1578 0.098 Uiso 1 1 calc R . . H18C H 0.0551 -0.3776 0.0709 0.098 Uiso 1 1 calc R . . C19 C 0.07891(13) 0.16750(16) 0.09158(10) 0.0539(4) Uani 1 1 d . . . H19A H 0.0325 0.1364 0.0418 0.065 Uiso 1 1 calc R . . H19B H 0.0321 0.1985 0.1295 0.065 Uiso 1 1 calc R . . C20 C 0.14674(17) 0.27551(17) 0.06745(13) 0.0728(5) Uani 1 1 d . . . H20A H 0.0995 0.3409 0.0417 0.109 Uiso 1 1 calc R . . H20B H 0.1920 0.2461 0.0288 0.109 Uiso 1 1 calc R . . H20C H 0.1918 0.3081 0.1166 0.109 Uiso 1 1 calc R . . C21 C 0.51869(15) -0.2403(2) -0.04099(12) 0.0728(5) Uani 1 1 d . . . H21A H 0.5728 -0.2862 -0.0646 0.109 Uiso 1 1 calc R . . H21B H 0.4985 -0.1660 -0.0737 0.109 Uiso 1 1 calc R . . H21C H 0.4556 -0.2925 -0.0410 0.109 Uiso 1 1 calc R . . C22 C 0.73238(13) -0.11320(19) 0.17363(14) 0.0681(5) Uani 1 1 d . . . H22A H 0.7975 -0.1500 0.2041 0.102 Uiso 1 1 calc R . . H22B H 0.7363 -0.0231 0.1788 0.102 Uiso 1 1 calc R . . H22C H 0.7255 -0.1362 0.1157 0.102 Uiso 1 1 calc R . . C23 C 0.59716(18) 0.0530(2) 0.32569(14) 0.0868(7) Uani 1 1 d . . . H23A H 0.6177 0.0584 0.3853 0.130 Uiso 1 1 calc R . . H23B H 0.5712 0.1336 0.3040 0.130 Uiso 1 1 calc R . . H23C H 0.6592 0.0286 0.3011 0.130 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 0.0447(6) 0.0666(7) 0.0379(6) -0.0034(5) 0.0043(4) 0.0028(5) O2 0.0435(5) 0.0395(5) 0.0403(5) -0.0038(4) 0.0032(4) 0.0082(4) O3 0.0632(7) 0.0762(8) 0.0832(9) -0.0190(7) 0.0438(7) -0.0058(6) O4 0.0428(5) 0.0500(6) 0.0518(6) -0.0029(5) 0.0190(4) -0.0045(4) O5 0.0469(6) 0.0694(7) 0.0698(7) -0.0199(6) 0.0188(5) 0.0104(5) O6 0.0357(5) 0.0545(6) 0.0699(7) 0.0137(5) 0.0109(5) 0.0094(4) O7 0.0452(6) 0.0733(7) 0.0418(6) 0.0037(5) 0.0005(4) 0.0023(5) C1 0.0374(7) 0.0399(7) 0.0406(7) 0.0055(6) 0.0058(5) -0.0009(5) C2 0.0345(7) 0.0360(7) 0.0552(8) 0.0071(6) 0.0104(6) 0.0021(5) C3 0.0398(7) 0.0406(7) 0.0547(8) -0.0031(6) 0.0173(6) 0.0010(6) C4 0.0405(7) 0.0459(8) 0.0412(7) -0.0051(6) 0.0119(6) -0.0018(6) C5 0.0351(7) 0.0366(7) 0.0396(7) 0.0002(5) 0.0099(5) -0.0009(5) C6 0.0353(7) 0.0345(6) 0.0395(7) 0.0026(5) 0.0092(5) -0.0013(5) C7 0.0353(6) 0.0365(7) 0.0367(7) -0.0016(5) 0.0041(5) 0.0002(5) C8 0.0355(7) 0.0447(7) 0.0391(7) -0.0025(6) 0.0057(5) 0.0042(6) C9 0.0368(7) 0.0395(7) 0.0369(7) 0.0005(5) 0.0078(5) -0.0022(5) C10 0.0319(6) 0.0411(7) 0.0375(7) -0.0007(5) 0.0054(5) 0.0030(5) C11 0.0514(8) 0.0424(8) 0.0448(8) -0.0027(6) 0.0097(6) 0.0007(6) C12 0.0559(9) 0.0418(8) 0.0661(10) 0.0069(7) 0.0128(8) -0.0012(7) C13 0.0516(9) 0.0608(10) 0.0559(9) 0.0155(8) 0.0199(7) 0.0052(7) C14 0.0724(11) 0.0656(11) 0.0467(9) 0.0003(7) 0.0255(8) 0.0057(8) C15 0.0616(9) 0.0460(8) 0.0463(8) -0.0052(6) 0.0164(7) 0.0003(7) C16 0.0373(7) 0.0561(9) 0.0429(8) -0.0060(6) 0.0105(6) 0.0024(6) C17 0.0546(9) 0.0639(10) 0.0579(9) -0.0037(8) 0.0249(7) -0.0159(8) C18 0.0745(11) 0.0570(10) 0.0692(11) 0.0040(8) 0.0251(9) -0.0104(9) C19 0.0484(8) 0.0597(10) 0.0517(9) 0.0012(7) 0.0027(7) 0.0167(7) C20 0.0865(13) 0.0540(10) 0.0736(12) 0.0158(9) 0.0002(10) 0.0104(9) C21 0.0628(11) 0.0854(13) 0.0753(12) -0.0326(10) 0.0266(9) 0.0020(9) C22 0.0385(8) 0.0736(12) 0.0945(14) 0.0043(10) 0.0176(8) -0.0016(8) C23 0.0771(13) 0.1010(16) 0.0765(13) -0.0265(12) -0.0046(11) -0.0191(12) _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 1.2144(16) . ? O2 C8 1.4230(16) . ? O2 C7 1.4397(15) . ? O3 C16 1.1932(17) . ? O4 C16 1.3293(18) . ? O4 C17 1.4614(18) . ? O5 C3 1.3623(17) . ? O5 C21 1.424(2) . ? O6 C2 1.3649(16) . ? O6 C22 1.4302(19) . ? O7 C1 1.3735(17) . ? O7 C23 1.416(2) . ? C1 C2 1.3894(19) . ? C1 C6 1.3971(19) . ? C2 C3 1.407(2) . ? C3 C4 1.378(2) . ? C4 C5 1.3989(18) . ? C4 H4A 0.9300 . ? C5 C6 1.3884(19) . ? C5 C9 1.4770(18) . ? C6 C7 1.5011(18) . ? C7 C10 1.5173(18) . ? C7 H7A 0.9800 . ? C8 C19 1.530(2) . ? C8 C9 1.5335(18) . ? C8 C16 1.545(2) . ? C10 C15 1.3806(19) . ? C10 C11 1.385(2) . ? C11 C12 1.386(2) . ? C11 H11A 0.9300 . ? C12 C13 1.368(2) . ? C12 H12A 0.9300 . ? C13 C14 1.373(2) . ? C13 H13A 0.9300 . ? C14 C15 1.385(2) . ? C14 H14A 0.9300 . ? C15 H15A 0.9300 . ? C17 C18 1.488(2) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 C20 1.512(3) . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 H20A 0.9600 . ? C20 H20B 0.9600 . ? C20 H20C 0.9600 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 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 C8 O2 C7 119.81(10) . . ? C16 O4 C17 116.31(11) . . ? C3 O5 C21 117.77(12) . . ? C2 O6 C22 117.61(12) . . ? C1 O7 C23 116.13(13) . . ? O7 C1 C2 121.34(12) . . ? O7 C1 C6 117.53(12) . . ? C2 C1 C6 121.06(13) . . ? O6 C2 C1 117.71(13) . . ? O6 C2 C3 122.41(13) . . ? C1 C2 C3 119.64(12) . . ? O5 C3 C4 124.99(14) . . ? O5 C3 C2 115.34(13) . . ? C4 C3 C2 119.63(12) . . ? C3 C4 C5 120.10(13) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C6 C5 C4 121.08(12) . . ? C6 C5 C9 119.68(12) . . ? C4 C5 C9 119.23(12) . . ? C5 C6 C1 118.43(12) . . ? C5 C6 C7 122.50(11) . . ? C1 C6 C7 119.05(12) . . ? O2 C7 C6 112.06(10) . . ? O2 C7 C10 111.49(10) . . ? C6 C7 C10 114.59(11) . . ? O2 C7 H7A 106.0 . . ? C6 C7 H7A 106.0 . . ? C10 C7 H7A 106.0 . . ? O2 C8 C19 104.67(11) . . ? O2 C8 C9 112.44(10) . . ? C19 C8 C9 110.62(11) . . ? O2 C8 C16 110.20(11) . . ? C19 C8 C16 107.74(11) . . ? C9 C8 C16 110.90(11) . . ? O1 C9 C5 122.46(12) . . ? O1 C9 C8 119.82(12) . . ? C5 C9 C8 117.72(11) . . ? C15 C10 C11 118.28(13) . . ? C15 C10 C7 118.35(12) . . ? C11 C10 C7 123.36(12) . . ? C10 C11 C12 120.54(14) . . ? C10 C11 H11A 119.7 . . ? C12 C11 H11A 119.7 . . ? C13 C12 C11 120.54(15) . . ? C13 C12 H12A 119.7 . . ? C11 C12 H12A 119.7 . . ? C12 C13 C14 119.47(15) . . ? C12 C13 H13A 120.3 . . ? C14 C13 H13A 120.3 . . ? C13 C14 C15 120.29(15) . . ? C13 C14 H14A 119.9 . . ? C15 C14 H14A 119.9 . . ? C10 C15 C14 120.84(14) . . ? C10 C15 H15A 119.6 . . ? C14 C15 H15A 119.6 . . ? O3 C16 O4 124.42(14) . . ? O3 C16 C8 123.04(14) . . ? O4 C16 C8 112.53(11) . . ? O4 C17 C18 107.75(12) . . ? O4 C17 H17A 110.2 . . ? C18 C17 H17A 110.2 . . ? O4 C17 H17B 110.2 . . ? C18 C17 H17B 110.2 . . ? H17A C17 H17B 108.5 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C20 C19 C8 113.19(13) . . ? C20 C19 H19A 108.9 . . ? C8 C19 H19A 108.9 . . ? C20 C19 H19B 108.9 . . ? C8 C19 H19B 108.9 . . ? H19A C19 H19B 107.8 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O5 C21 H21A 109.5 . . ? O5 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? O5 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? O6 C22 H22A 109.5 . . ? O6 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? O6 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O7 C23 H23A 109.5 . . ? O7 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? O7 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 C23 O7 C1 C2 70.52(19) . . . . ? C23 O7 C1 C6 -112.49(17) . . . . ? C22 O6 C2 C1 -123.34(16) . . . . ? C22 O6 C2 C3 62.33(19) . . . . ? O7 C1 C2 O6 2.01(19) . . . . ? C6 C1 C2 O6 -174.87(12) . . . . ? O7 C1 C2 C3 176.49(12) . . . . ? C6 C1 C2 C3 -0.4(2) . . . . ? C21 O5 C3 C4 -2.9(2) . . . . ? C21 O5 C3 C2 175.04(15) . . . . ? O6 C2 C3 O5 -1.7(2) . . . . ? C1 C2 C3 O5 -175.89(12) . . . . ? O6 C2 C3 C4 176.42(12) . . . . ? C1 C2 C3 C4 2.2(2) . . . . ? O5 C3 C4 C5 175.77(13) . . . . ? C2 C3 C4 C5 -2.1(2) . . . . ? C3 C4 C5 C6 0.2(2) . . . . ? C3 C4 C5 C9 -179.13(12) . . . . ? C4 C5 C6 C1 1.57(19) . . . . ? C9 C5 C6 C1 -179.08(11) . . . . ? C4 C5 C6 C7 -179.93(12) . . . . ? C9 C5 C6 C7 -0.58(19) . . . . ? O7 C1 C6 C5 -178.47(12) . . . . ? C2 C1 C6 C5 -1.48(19) . . . . ? O7 C1 C6 C7 2.98(18) . . . . ? C2 C1 C6 C7 179.97(12) . . . . ? C8 O2 C7 C6 43.29(15) . . . . ? C8 O2 C7 C10 -86.67(13) . . . . ? C5 C6 C7 O2 -17.90(17) . . . . ? C1 C6 C7 O2 160.59(11) . . . . ? C5 C6 C7 C10 110.43(14) . . . . ? C1 C6 C7 C10 -71.07(15) . . . . ? C7 O2 C8 C19 -166.91(11) . . . . ? C7 O2 C8 C9 -46.78(15) . . . . ? C7 O2 C8 C16 77.50(14) . . . . ? C6 C5 C9 O1 177.20(13) . . . . ? C4 C5 C9 O1 -3.4(2) . . . . ? C6 C5 C9 C8 -2.72(18) . . . . ? C4 C5 C9 C8 176.65(12) . . . . ? O2 C8 C9 O1 -155.28(12) . . . . ? C19 C8 C9 O1 -38.66(18) . . . . ? C16 C8 C9 O1 80.83(16) . . . . ? O2 C8 C9 C5 24.64(16) . . . . ? C19 C8 C9 C5 141.26(13) . . . . ? C16 C8 C9 C5 -99.26(13) . . . . ? O2 C7 C10 C15 -80.24(15) . . . . ? C6 C7 C10 C15 151.13(13) . . . . ? O2 C7 C10 C11 98.31(15) . . . . ? C6 C7 C10 C11 -30.31(18) . . . . ? C15 C10 C11 C12 2.1(2) . . . . ? C7 C10 C11 C12 -176.49(13) . . . . ? C10 C11 C12 C13 -1.2(2) . . . . ? C11 C12 C13 C14 -0.5(3) . . . . ? C12 C13 C14 C15 1.3(3) . . . . ? C11 C10 C15 C14 -1.3(2) . . . . ? C7 C10 C15 C14 177.31(14) . . . . ? C13 C14 C15 C10 -0.3(3) . . . . ? C17 O4 C16 O3 -1.8(2) . . . . ? C17 O4 C16 C8 178.46(12) . . . . ? O2 C8 C16 O3 60.23(18) . . . . ? C19 C8 C16 O3 -53.41(19) . . . . ? C9 C8 C16 O3 -174.61(14) . . . . ? O2 C8 C16 O4 -120.05(12) . . . . ? C19 C8 C16 O4 126.31(13) . . . . ? C9 C8 C16 O4 5.11(16) . . . . ? C16 O4 C17 C18 -170.23(14) . . . . ? O2 C8 C19 C20 58.42(17) . . . . ? C9 C8 C19 C20 -62.91(17) . . . . ? C16 C8 C19 C20 175.72(14) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.245 _refine_diff_density_min -0.171 _refine_diff_density_rms 0.033