data_cu_kep616_0m _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H34 O8' _chemical_formula_sum 'C26 H34 O8' _chemical_formula_weight 474.53 _chemical_absolute_configuration ad 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' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 7.87540(10) _cell_length_b 9.42430(10) _cell_length_c 32.1424(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2385.61(5) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9910 _cell_measurement_theta_min 2.75 _cell_measurement_theta_max 69.02 _exptl_crystal_description 'prism' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.803 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.7088 _exptl_absorpt_correction_T_max 0.8305 _exptl_absorpt_process_details 'sadabs' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _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 ? _diffrn_reflns_number 13883 _diffrn_reflns_av_R_equivalents 0.0450 _diffrn_reflns_av_sigmaI/netI 0.0369 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_theta_min 2.75 _diffrn_reflns_theta_max 69.55 _reflns_number_total 4148 _reflns_number_gt 4123 _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, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0378P)^2^+0.7049P] 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 SHELXL _refine_ls_extinction_coef 0.0048(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.16(13) _refine_ls_number_reflns 4148 _refine_ls_number_parameters 315 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0310 _refine_ls_wR_factor_ref 0.0815 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.070 _refine_ls_restrained_S_all 1.070 _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 O3 O 1.15182(13) 0.50682(11) 0.20244(3) 0.0156(2) Uani 1 1 d . . . O21 O 1.01950(16) 0.59667(12) 0.25911(3) 0.0228(3) Uani 1 1 d . . . O15 O 1.06576(14) 0.29673(10) 0.13076(3) 0.0148(2) Uani 1 1 d . . . O25 O 1.22847(15) 0.24436(12) 0.07518(3) 0.0221(3) Uani 1 1 d . . . O14 O 0.98671(15) 0.52371(12) 0.04723(3) 0.0210(3) Uani 1 1 d . . . O9 O 0.77040(17) -0.12780(12) 0.12510(3) 0.0249(3) Uani 1 1 d . . . O5 O 0.72643(13) 0.52020(11) 0.20152(3) 0.0153(2) Uani 1 1 d . . . O23 O 0.67384(17) 0.33544(12) 0.24352(3) 0.0249(3) Uani 1 1 d . . . C18 C 0.8662(3) -0.1155(2) 0.03238(5) 0.0331(5) Uani 1 1 d . . . H18A H 0.8874 -0.2100 0.0440 0.050 Uiso 1 1 calc R . . H18B H 0.9660 -0.0553 0.0368 0.050 Uiso 1 1 calc R . . H18C H 0.8437 -0.1238 0.0025 0.050 Uiso 1 1 calc R . . C10 C 0.7120(2) -0.04912(17) 0.05394(5) 0.0195(3) Uani 1 1 d . . . C11 C 0.6814(2) 0.10583(16) 0.03919(5) 0.0179(3) Uani 1 1 d . . . H11A H 0.7138 0.1174 0.0096 0.021 Uiso 1 1 calc R . . H11B H 0.5606 0.1327 0.0426 0.021 Uiso 1 1 calc R . . C12 C 0.7962(2) 0.19660(16) 0.06764(4) 0.0151(3) Uani 1 1 d . . . H12 H 0.9166 0.1786 0.0593 0.018 Uiso 1 1 calc R . . C13 C 0.7689(2) 0.36076(15) 0.06836(4) 0.0147(3) Uani 1 1 d . . . C14 C 0.9386(2) 0.44185(16) 0.07384(4) 0.0145(3) Uani 1 1 d . . . C15 C 1.0399(2) 0.43995(16) 0.11526(4) 0.0146(3) Uani 1 1 d . . . C4 C 0.9334(2) 0.51837(15) 0.14891(4) 0.0139(3) Uani 1 1 d . . . H4 H 0.8609 0.5892 0.1340 0.017 Uiso 1 1 calc R . . C3 C 1.0633(2) 0.60243(16) 0.17450(4) 0.0150(3) Uani 1 1 d . . . H3 H 1.0095 0.6833 0.1897 0.018 Uiso 1 1 calc R . . C21 C 1.11377(19) 0.51124(16) 0.24360(4) 0.0156(3) Uani 1 1 d . . . C22 C 1.1988(2) 0.39258(17) 0.26608(5) 0.0205(3) Uani 1 1 d . . . H22A H 1.1990 0.4124 0.2960 0.031 Uiso 1 1 calc R . . H22B H 1.3161 0.3833 0.2562 0.031 Uiso 1 1 calc R . . H22C H 1.1374 0.3040 0.2608 0.031 Uiso 1 1 calc R . . C25 C 1.1674(2) 0.21092(17) 0.10820(5) 0.0171(3) Uani 1 1 d . . . C26 C 1.1922(2) 0.07081(17) 0.12927(6) 0.0261(4) Uani 1 1 d . . . H26A H 1.1520 -0.0054 0.1110 0.039 Uiso 1 1 calc R . . H26B H 1.1279 0.0692 0.1554 0.039 Uiso 1 1 calc R . . H26C H 1.3131 0.0569 0.1352 0.039 Uiso 1 1 calc R . . C8 C 0.7671(2) 0.12297(16) 0.10879(4) 0.0149(3) Uani 1 1 d . . . C9 C 0.7544(2) -0.03100(16) 0.10016(5) 0.0173(3) Uani 1 1 d . . . C19 C 0.5567(3) -0.14341(19) 0.04885(5) 0.0312(4) Uani 1 1 d . . . H19A H 0.5307 -0.1542 0.0192 0.047 Uiso 1 1 calc R . . H19B H 0.4596 -0.1000 0.0630 0.047 Uiso 1 1 calc R . . H19C H 0.5797 -0.2368 0.0610 0.047 Uiso 1 1 calc R . . C7 C 0.7189(2) 0.18464(16) 0.14414(5) 0.0166(3) Uani 1 1 d . . . H7 H 0.7074 0.1278 0.1684 0.020 Uiso 1 1 calc R . . C6 C 0.6820(2) 0.34042(17) 0.14710(4) 0.0160(3) Uani 1 1 d . . . H6 H 0.5727 0.3477 0.1628 0.019 Uiso 1 1 calc R . . C5 C 0.8142(2) 0.42278(15) 0.17352(4) 0.0138(3) Uani 1 1 d . . . H5 H 0.8826 0.3540 0.1903 0.017 Uiso 1 1 calc R . . C23 C 0.6677(2) 0.46060(16) 0.23684(5) 0.0164(3) Uani 1 1 d . . . C24 C 0.5973(2) 0.57031(17) 0.26581(5) 0.0205(3) Uani 1 1 d . . . H24A H 0.5422 0.5233 0.2894 0.031 Uiso 1 1 calc R . . H24B H 0.5139 0.6287 0.2510 0.031 Uiso 1 1 calc R . . H24C H 0.6897 0.6307 0.2760 0.031 Uiso 1 1 calc R . . C17 C 0.6438(2) 0.40026(17) 0.10348(5) 0.0162(3) Uani 1 1 d . . . H17A H 0.6397 0.5050 0.1055 0.019 Uiso 1 1 calc R . . H17B H 0.5292 0.3678 0.0952 0.019 Uiso 1 1 calc R . . C20 C 0.6920(2) 0.41083(17) 0.02702(5) 0.0199(3) Uani 1 1 d . . . H20A H 0.5799 0.3676 0.0233 0.030 Uiso 1 1 calc R . . H20B H 0.7664 0.3825 0.0040 0.030 Uiso 1 1 calc R . . H20C H 0.6807 0.5144 0.0273 0.030 Uiso 1 1 calc R . . C1 C 1.2092(2) 0.52153(16) 0.11361(4) 0.0162(3) Uani 1 1 d . . . H1A H 1.3029 0.4615 0.1242 0.019 Uiso 1 1 calc R . . H1B H 1.2356 0.5498 0.0847 0.019 Uiso 1 1 calc R . . C2 C 1.1870(2) 0.65336(16) 0.14121(4) 0.0158(3) Uani 1 1 d . . . H2 H 1.1293 0.7285 0.1244 0.019 Uiso 1 1 calc R . . C16 C 1.3537(2) 0.71361(17) 0.15730(5) 0.0206(3) Uani 1 1 d . . . H16A H 1.3304 0.7923 0.1764 0.031 Uiso 1 1 calc R . . H16B H 1.4217 0.7481 0.1338 0.031 Uiso 1 1 calc R . . H16C H 1.4166 0.6393 0.1720 0.031 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 O3 0.0260(5) 0.0140(5) 0.0070(5) 0.0000(4) -0.0004(4) 0.0011(4) O21 0.0322(6) 0.0259(6) 0.0102(5) -0.0010(4) 0.0013(5) 0.0051(5) O15 0.0234(5) 0.0123(5) 0.0086(5) 0.0000(4) 0.0006(4) 0.0020(4) O25 0.0298(6) 0.0226(6) 0.0138(6) -0.0045(4) 0.0062(5) 0.0020(5) O14 0.0336(6) 0.0188(6) 0.0108(5) 0.0040(4) 0.0022(5) -0.0032(5) O9 0.0455(7) 0.0155(6) 0.0136(5) 0.0029(4) -0.0032(5) -0.0015(5) O5 0.0258(5) 0.0137(5) 0.0064(5) -0.0012(4) 0.0050(4) 0.0011(4) O23 0.0413(7) 0.0164(6) 0.0170(6) 0.0023(4) 0.0107(5) -0.0004(5) C18 0.0613(13) 0.0189(9) 0.0192(9) 0.0007(7) 0.0171(9) 0.0068(9) C10 0.0365(9) 0.0140(7) 0.0079(7) 0.0004(5) 0.0006(7) -0.0010(7) C11 0.0319(8) 0.0143(8) 0.0074(7) 0.0002(5) -0.0005(6) -0.0026(7) C12 0.0241(8) 0.0137(8) 0.0074(7) 0.0016(5) 0.0004(6) -0.0005(6) C13 0.0234(8) 0.0122(7) 0.0085(7) -0.0002(5) -0.0010(6) 0.0020(6) C14 0.0251(8) 0.0103(7) 0.0083(7) -0.0017(5) 0.0024(6) 0.0042(6) C15 0.0236(8) 0.0119(7) 0.0084(7) 0.0004(5) 0.0027(6) 0.0016(6) C4 0.0226(7) 0.0127(7) 0.0065(6) -0.0001(5) 0.0019(6) 0.0027(6) C3 0.0265(8) 0.0117(7) 0.0068(7) 0.0011(5) -0.0002(6) 0.0034(6) C21 0.0232(8) 0.0158(8) 0.0079(7) -0.0007(6) 0.0006(6) -0.0062(6) C22 0.0312(9) 0.0179(8) 0.0124(7) 0.0017(6) -0.0021(7) -0.0036(7) C25 0.0208(8) 0.0160(8) 0.0146(8) -0.0034(6) -0.0024(6) 0.0006(6) C26 0.0366(9) 0.0159(8) 0.0257(9) 0.0006(6) -0.0025(8) 0.0090(7) C8 0.0226(8) 0.0135(7) 0.0086(7) 0.0019(5) -0.0013(6) -0.0021(6) C9 0.0252(8) 0.0154(8) 0.0114(7) 0.0001(6) 0.0011(6) -0.0006(6) C19 0.0553(12) 0.0240(9) 0.0142(8) 0.0033(6) -0.0095(8) -0.0144(9) C7 0.0257(8) 0.0149(8) 0.0092(7) 0.0012(5) 0.0002(6) -0.0049(6) C6 0.0212(7) 0.0184(8) 0.0085(7) -0.0008(6) 0.0040(6) -0.0012(6) C5 0.0240(8) 0.0111(7) 0.0064(7) -0.0013(5) 0.0026(6) 0.0028(6) C23 0.0240(8) 0.0165(8) 0.0086(7) -0.0001(6) 0.0025(6) -0.0026(6) C24 0.0299(9) 0.0203(8) 0.0113(7) -0.0043(6) 0.0065(7) -0.0004(7) C17 0.0231(8) 0.0155(7) 0.0100(7) -0.0011(6) -0.0008(6) 0.0017(6) C20 0.0320(8) 0.0167(8) 0.0109(7) 0.0025(5) -0.0033(7) 0.0016(7) C1 0.0227(8) 0.0163(8) 0.0094(7) -0.0016(5) 0.0037(6) -0.0014(6) C2 0.0254(8) 0.0123(7) 0.0097(7) 0.0007(5) 0.0015(6) -0.0008(6) C16 0.0296(8) 0.0175(8) 0.0147(8) -0.0010(6) 0.0036(7) -0.0061(7) _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 O3 C21 1.3571(18) . ? O3 C3 1.4508(18) . ? O21 C21 1.203(2) . ? O15 C25 1.3490(19) . ? O15 C15 1.4531(18) . ? O25 C25 1.207(2) . ? O14 C14 1.2127(18) . ? O9 C9 1.2211(19) . ? O5 C23 1.3485(18) . ? O5 C5 1.4595(17) . ? O23 C23 1.200(2) . ? C18 C10 1.531(2) . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C10 C19 1.521(2) . ? C10 C9 1.532(2) . ? C10 C11 1.554(2) . ? C11 C12 1.544(2) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C8 1.5112(19) . ? C12 C13 1.562(2) . ? C12 H12 1.0000 . ? C13 C20 1.535(2) . ? C13 C17 1.544(2) . ? C13 C14 1.549(2) . ? C14 C15 1.552(2) . ? C15 C1 1.540(2) . ? C15 C4 1.555(2) . ? C4 C5 1.523(2) . ? C4 C3 1.533(2) . ? C4 H4 1.0000 . ? C3 C2 1.525(2) . ? C3 H3 1.0000 . ? C21 C22 1.491(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C25 C26 1.497(2) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C8 C7 1.332(2) . ? C8 C9 1.481(2) . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C7 C6 1.500(2) . ? C7 H7 0.9500 . ? C6 C17 1.541(2) . ? C6 C5 1.552(2) . ? C6 H6 1.0000 . ? C5 H5 1.0000 . ? C23 C24 1.498(2) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C1 C2 1.537(2) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C16 1.521(2) . ? C2 H2 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 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 C21 O3 C3 118.57(11) . . ? C25 O15 C15 117.12(11) . . ? C23 O5 C5 114.80(11) . . ? C10 C18 H18A 109.5 . . ? C10 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C10 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C19 C10 C18 110.49(15) . . ? C19 C10 C9 110.15(13) . . ? C18 C10 C9 108.16(14) . . ? C19 C10 C11 113.04(14) . . ? C18 C10 C11 111.67(14) . . ? C9 C10 C11 102.99(12) . . ? C12 C11 C10 104.42(12) . . ? C12 C11 H11A 110.9 . . ? C10 C11 H11A 110.9 . . ? C12 C11 H11B 110.9 . . ? C10 C11 H11B 110.9 . . ? H11A C11 H11B 108.9 . . ? C8 C12 C11 100.08(12) . . ? C8 C12 C13 114.89(12) . . ? C11 C12 C13 118.50(13) . . ? C8 C12 H12 107.6 . . ? C11 C12 H12 107.6 . . ? C13 C12 H12 107.6 . . ? C20 C13 C17 107.86(13) . . ? C20 C13 C14 106.69(12) . . ? C17 C13 C14 110.40(12) . . ? C20 C13 C12 110.23(12) . . ? C17 C13 C12 109.72(12) . . ? C14 C13 C12 111.83(12) . . ? O14 C14 C13 120.21(13) . . ? O14 C14 C15 116.86(14) . . ? C13 C14 C15 122.34(12) . . ? O15 C15 C1 110.74(12) . . ? O15 C15 C14 112.14(11) . . ? C1 C15 C14 114.18(12) . . ? O15 C15 C4 106.18(11) . . ? C1 C15 C4 104.68(12) . . ? C14 C15 C4 108.29(12) . . ? C5 C4 C3 116.00(12) . . ? C5 C4 C15 114.36(12) . . ? C3 C4 C15 104.99(12) . . ? C5 C4 H4 107.0 . . ? C3 C4 H4 107.0 . . ? C15 C4 H4 107.0 . . ? O3 C3 C2 108.83(12) . . ? O3 C3 C4 109.38(12) . . ? C2 C3 C4 102.29(11) . . ? O3 C3 H3 112.0 . . ? C2 C3 H3 112.0 . . ? C4 C3 H3 112.0 . . ? O21 C21 O3 124.10(14) . . ? O21 C21 C22 125.34(13) . . ? O3 C21 C22 110.51(13) . . ? C21 C22 H22A 109.5 . . ? C21 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C21 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? O25 C25 O15 123.53(14) . . ? O25 C25 C26 125.17(15) . . ? O15 C25 C26 111.30(13) . . ? C25 C26 H26A 109.5 . . ? C25 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C25 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C7 C8 C9 124.64(14) . . ? C7 C8 C12 126.14(14) . . ? C9 C8 C12 107.23(12) . . ? O9 C9 C8 127.02(14) . . ? O9 C9 C10 125.17(14) . . ? C8 C9 C10 107.79(12) . . ? C10 C19 H19A 109.5 . . ? C10 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C10 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C8 C7 C6 122.46(14) . . ? C8 C7 H7 118.8 . . ? C6 C7 H7 118.8 . . ? C7 C6 C17 109.78(12) . . ? C7 C6 C5 113.22(13) . . ? C17 C6 C5 116.48(13) . . ? C7 C6 H6 105.4 . . ? C17 C6 H6 105.4 . . ? C5 C6 H6 105.4 . . ? O5 C5 C4 103.88(11) . . ? O5 C5 C6 109.53(12) . . ? C4 C5 C6 115.16(12) . . ? O5 C5 H5 109.4 . . ? C4 C5 H5 109.4 . . ? C6 C5 H5 109.4 . . ? O23 C23 O5 123.11(14) . . ? O23 C23 C24 125.61(14) . . ? O5 C23 C24 111.28(13) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C6 C17 C13 116.89(13) . . ? C6 C17 H17A 108.1 . . ? C13 C17 H17A 108.1 . . ? C6 C17 H17B 108.1 . . ? C13 C17 H17B 108.1 . . ? H17A C17 H17B 107.3 . . ? C13 C20 H20A 109.5 . . ? C13 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C13 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C2 C1 C15 106.59(12) . . ? C2 C1 H1A 110.4 . . ? C15 C1 H1A 110.4 . . ? C2 C1 H1B 110.4 . . ? C15 C1 H1B 110.4 . . ? H1A C1 H1B 108.6 . . ? C16 C2 C3 115.51(12) . . ? C16 C2 C1 113.58(13) . . ? C3 C2 C1 102.89(12) . . ? C16 C2 H2 108.2 . . ? C3 C2 H2 108.2 . . ? C1 C2 H2 108.2 . . ? C2 C16 H16A 109.5 . . ? C2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 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 C10 C11 C12 148.61(13) . . . . ? C18 C10 C11 C12 -86.06(16) . . . . ? C9 C10 C11 C12 29.77(16) . . . . ? C10 C11 C12 C8 -41.12(15) . . . . ? C10 C11 C12 C13 -166.77(13) . . . . ? C8 C12 C13 C20 -144.58(14) . . . . ? C11 C12 C13 C20 -26.46(19) . . . . ? C8 C12 C13 C17 -25.93(18) . . . . ? C11 C12 C13 C17 92.18(15) . . . . ? C8 C12 C13 C14 96.91(15) . . . . ? C11 C12 C13 C14 -144.97(13) . . . . ? C20 C13 C14 O14 -1.55(18) . . . . ? C17 C13 C14 O14 -118.50(15) . . . . ? C12 C13 C14 O14 119.04(15) . . . . ? C20 C13 C14 C15 169.39(13) . . . . ? C17 C13 C14 C15 52.45(17) . . . . ? C12 C13 C14 C15 -70.01(17) . . . . ? C25 O15 C15 C1 -61.74(15) . . . . ? C25 O15 C15 C14 67.08(16) . . . . ? C25 O15 C15 C4 -174.82(12) . . . . ? O14 C14 C15 O15 -138.47(14) . . . . ? C13 C14 C15 O15 50.30(18) . . . . ? O14 C14 C15 C1 -11.47(19) . . . . ? C13 C14 C15 C1 177.30(12) . . . . ? O14 C14 C15 C4 104.70(15) . . . . ? C13 C14 C15 C4 -66.53(16) . . . . ? O15 C15 C4 C5 -30.20(16) . . . . ? C1 C15 C4 C5 -147.40(13) . . . . ? C14 C15 C4 C5 90.42(14) . . . . ? O15 C15 C4 C3 98.08(13) . . . . ? C1 C15 C4 C3 -19.13(14) . . . . ? C14 C15 C4 C3 -141.31(12) . . . . ? C21 O3 C3 C2 142.69(13) . . . . ? C21 O3 C3 C4 -106.31(14) . . . . ? C5 C4 C3 O3 50.58(16) . . . . ? C15 C4 C3 O3 -76.70(13) . . . . ? C5 C4 C3 C2 165.85(12) . . . . ? C15 C4 C3 C2 38.57(14) . . . . ? C3 O3 C21 O21 -5.6(2) . . . . ? C3 O3 C21 C22 172.03(12) . . . . ? C15 O15 C25 O25 -4.4(2) . . . . ? C15 O15 C25 C26 176.02(13) . . . . ? C11 C12 C8 C7 -126.85(17) . . . . ? C13 C12 C8 C7 1.2(2) . . . . ? C11 C12 C8 C9 37.61(16) . . . . ? C13 C12 C8 C9 165.67(13) . . . . ? C7 C8 C9 O9 -33.6(3) . . . . ? C12 C8 C9 O9 161.65(17) . . . . ? C7 C8 C9 C10 144.82(16) . . . . ? C12 C8 C9 C10 -19.93(18) . . . . ? C19 C10 C9 O9 51.2(2) . . . . ? C18 C10 C9 O9 -69.7(2) . . . . ? C11 C10 C9 O9 171.98(17) . . . . ? C19 C10 C9 C8 -127.31(15) . . . . ? C18 C10 C9 C8 111.85(15) . . . . ? C11 C10 C9 C8 -6.48(17) . . . . ? C9 C8 C7 C6 -160.19(15) . . . . ? C12 C8 C7 C6 1.7(3) . . . . ? C8 C7 C6 C17 20.7(2) . . . . ? C8 C7 C6 C5 -111.36(17) . . . . ? C23 O5 C5 C4 -154.40(12) . . . . ? C23 O5 C5 C6 82.07(15) . . . . ? C3 C4 C5 O5 59.34(16) . . . . ? C15 C4 C5 O5 -178.19(12) . . . . ? C3 C4 C5 C6 179.11(13) . . . . ? C15 C4 C5 C6 -58.42(17) . . . . ? C7 C6 C5 O5 -135.24(12) . . . . ? C17 C6 C5 O5 96.07(15) . . . . ? C7 C6 C5 C4 108.16(14) . . . . ? C17 C6 C5 C4 -20.54(19) . . . . ? C5 O5 C23 O23 -5.9(2) . . . . ? C5 O5 C23 C24 173.55(13) . . . . ? C7 C6 C17 C13 -48.21(18) . . . . ? C5 C6 C17 C13 82.12(17) . . . . ? C20 C13 C17 C6 171.10(13) . . . . ? C14 C13 C17 C6 -72.68(17) . . . . ? C12 C13 C17 C6 51.01(18) . . . . ? O15 C15 C1 C2 -121.48(12) . . . . ? C14 C15 C1 C2 110.81(13) . . . . ? C4 C15 C1 C2 -7.44(15) . . . . ? O3 C3 C2 C16 -51.43(17) . . . . ? C4 C3 C2 C16 -167.10(13) . . . . ? O3 C3 C2 C1 72.90(14) . . . . ? C4 C3 C2 C1 -42.77(14) . . . . ? C15 C1 C2 C16 156.87(12) . . . . ? C15 C1 C2 C3 31.28(15) . . . . ? _diffrn_measured_fraction_theta_max 0.954 _diffrn_reflns_theta_full 69.55 _diffrn_measured_fraction_theta_full 0.954 _refine_diff_density_max 0.260 _refine_diff_density_min -0.180 _refine_diff_density_rms 0.041