data_09252a _audit_creation_method SHELXL-97 _iucr_refine_instructions_details ; TITL 09252A in P212121 #19 CELL 1.54184 8.47047 14.19176 21.80938 90 90 90 ZERR 4 0.0001 0.00018 0.00026 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,-Z SYMM -X,0.5+Y,0.5-Z SFAC C H O UNIT 112 168 24 L.S. 4 ACTA bond $h FMAP 2 PLAN 1 conf size 0.42 0.40 0.37 eqiv $4 -x, y-1/2, -z+3/2 htab O16 O15_$4 eqiv $3 -x+1, y-1/2, -z+3/2 htab O16 O14_$3 eqiv $2 x-1, y, z htab O15 O7_$2 eqiv $1 x-1/2, -y+1/2, -z+2 htab O3 O16_$1 htab WGHT 0.048200 0.279300 FVAR 10.131650 temp -123 ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H40 O5, H2 O' _chemical_formula_sum 'C28 H42 O6' _chemical_formula_weight 474.62 _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, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 8.47047(10) _cell_length_b 14.19176(18) _cell_length_c 21.8094(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2621.72(6) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 7144 _cell_measurement_theta_min 3.7020 _cell_measurement_theta_max 66.8930 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.37 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.202 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.667 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7671 _exptl_absorpt_correction_T_max 0.7905 _exptl_absorpt_process_details ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 1.54184 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator 'mirror' _diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean 10.5058 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10173 _diffrn_reflns_av_R_equivalents 0.0198 _diffrn_reflns_av_sigmaI/netI 0.0205 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.72 _diffrn_reflns_theta_max 66.96 _reflns_number_total 4571 _reflns_number_gt 4435 _reflns_threshold_expression >2sigma(I) _computing_data_collection ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) ; _computing_cell_refinement ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) ; _computing_data_reduction ; CrysAlisPro, Oxford Diffraction Ltd., Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET) ; _computing_structure_solution 'SHELXTL (Bruker, 2005)' _computing_structure_refinement SHELXTL _computing_molecular_graphics SHELXTL _computing_publication_material 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^)+(0.0482P)^2^+0.2793P] 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 -0.08(13) _refine_ls_number_reflns 4571 _refine_ls_number_parameters 329 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0318 _refine_ls_R_factor_gt 0.0307 _refine_ls_wR_factor_ref 0.0793 _refine_ls_wR_factor_gt 0.0783 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _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 C1 C -0.12592(16) 0.43957(10) 0.91089(6) 0.0197(3) Uani 1 1 d . . . H1A H -0.2069 0.4894 0.9063 0.024 Uiso 1 1 calc R . . H1B H -0.1431 0.3928 0.8779 0.024 Uiso 1 1 calc R . . C2 C -0.14876(17) 0.39096(10) 0.97319(6) 0.0228(3) Uani 1 1 d . . . H2A H -0.1449 0.4388 1.0062 0.027 Uiso 1 1 calc R . . H2B H -0.2540 0.3607 0.9744 0.027 Uiso 1 1 calc R . . C3 C -0.02231(17) 0.31704(10) 0.98457(6) 0.0204(3) Uani 1 1 d . . . H3 H -0.0315 0.2686 0.9514 0.024 Uiso 1 1 calc R . . C4 C 0.14123(17) 0.36113(10) 0.97958(6) 0.0215(3) Uani 1 1 d . . . H4A H 0.1555 0.4087 1.0123 0.026 Uiso 1 1 calc R . . H4B H 0.2231 0.3120 0.9847 0.026 Uiso 1 1 calc R . . C5 C 0.15823(15) 0.40712(9) 0.91761(6) 0.0174(3) Uani 1 1 d . . . C6 C 0.31127(16) 0.40274(10) 0.88541(6) 0.0200(3) Uani 1 1 d . . . H6 H 0.4018 0.3734 0.9078 0.024 Uiso 1 1 calc R . . C7 C 0.34785(15) 0.48026(9) 0.84219(6) 0.0171(3) Uani 1 1 d . . . C8 C 0.21007(15) 0.52391(9) 0.81090(6) 0.0163(3) Uani 1 1 d . . . C9 C 0.06546(15) 0.52353(9) 0.83800(6) 0.0160(3) Uani 1 1 d . . . C10 C 0.04019(15) 0.48438(9) 0.90256(6) 0.0164(3) Uani 1 1 d . . . C11 C -0.07211(16) 0.57228(10) 0.80741(6) 0.0218(3) Uani 1 1 d . . . H11 H -0.1429 0.5983 0.8400 0.026 Uiso 1 1 calc R . . C12 C -0.01347(17) 0.65386(10) 0.76759(6) 0.0240(3) Uani 1 1 d . . . H12A H 0.0417 0.7006 0.7936 0.029 Uiso 1 1 calc R . . H12B H -0.1046 0.6855 0.7480 0.029 Uiso 1 1 calc R . . C13 C 0.09976(16) 0.61722(10) 0.71795(6) 0.0197(3) Uani 1 1 d . . . C14 C 0.23744(15) 0.56928(9) 0.74994(6) 0.0167(3) Uani 1 1 d . . . C15 C -0.16961(15) 0.50483(12) 0.76650(7) 0.0270(3) Uani 1 1 d . . . H15 H -0.2102 0.4512 0.7917 0.032 Uiso 1 1 calc R . . C16 C -0.06979(17) 0.46727(11) 0.71432(6) 0.0248(3) Uani 1 1 d . . . H16A H -0.1374 0.4290 0.6869 0.030 Uiso 1 1 calc R . . H16B H 0.0126 0.4253 0.7314 0.030 Uiso 1 1 calc R . . C17 C 0.01023(15) 0.54514(10) 0.67628(6) 0.0218(3) Uani 1 1 d . . . H17 H -0.0775 0.5814 0.6567 0.026 Uiso 1 1 calc R . . C18 C 0.15806(18) 0.70150(10) 0.68022(7) 0.0270(3) Uani 1 1 d . . . H18A H 0.2081 0.7475 0.7075 0.040 Uiso 1 1 calc R . . H18B H 0.0684 0.7310 0.6593 0.040 Uiso 1 1 calc R . . H18C H 0.2349 0.6798 0.6497 0.040 Uiso 1 1 calc R . . C19 C 0.06343(19) 0.56894(10) 0.94637(6) 0.0248(3) Uani 1 1 d . . . H19A H 0.0392 0.5495 0.9884 0.037 Uiso 1 1 calc R . . H19B H -0.0073 0.6203 0.9343 0.037 Uiso 1 1 calc R . . H19C H 0.1731 0.5906 0.9442 0.037 Uiso 1 1 calc R . . C20 C 0.10905(16) 0.50260(11) 0.62209(6) 0.0237(3) Uani 1 1 d . . . H20 H 0.2018 0.5449 0.6151 0.028 Uiso 1 1 calc R . . C21 C 0.0091(2) 0.50333(14) 0.56335(7) 0.0372(4) Uani 1 1 d . . . H21A H 0.0695 0.4751 0.5297 0.056 Uiso 1 1 calc R . . H21B H -0.0183 0.5684 0.5528 0.056 Uiso 1 1 calc R . . H21C H -0.0878 0.4670 0.5701 0.056 Uiso 1 1 calc R . . C22 C 0.17186(17) 0.40472(11) 0.63467(7) 0.0262(3) Uani 1 1 d . . . H22 H 0.0970 0.3550 0.6364 0.031 Uiso 1 1 calc R . . C23 C 0.32076(18) 0.38230(10) 0.64345(7) 0.0276(3) Uani 1 1 d . . . H23 H 0.3968 0.4309 0.6383 0.033 Uiso 1 1 calc R . . C24 C 0.3812(2) 0.28591(11) 0.66101(7) 0.0312(3) Uani 1 1 d . . . H24 H 0.2878 0.2429 0.6629 0.037 Uiso 1 1 calc R . . C25 C 0.4977(2) 0.24376(11) 0.61420(8) 0.0381(4) Uani 1 1 d . . . H25 H 0.5355 0.1825 0.6315 0.046 Uiso 1 1 calc R . . C26 C 0.6433(2) 0.30493(15) 0.60338(12) 0.0564(6) Uani 1 1 d . . . H26A H 0.7147 0.2729 0.5748 0.085 Uiso 1 1 calc R . . H26B H 0.6977 0.3156 0.6424 0.085 Uiso 1 1 calc R . . H26C H 0.6109 0.3656 0.5860 0.085 Uiso 1 1 calc R . . C27 C 0.4157(3) 0.22167(15) 0.55385(9) 0.0537(5) Uani 1 1 d . . . H27A H 0.3697 0.2795 0.5370 0.081 Uiso 1 1 calc R . . H27B H 0.3319 0.1753 0.5609 0.081 Uiso 1 1 calc R . . H27C H 0.4926 0.1960 0.5248 0.081 Uiso 1 1 calc R . . C28 C 0.4506(3) 0.29117(13) 0.72568(8) 0.0507(5) Uani 1 1 d . . . H28A H 0.5323 0.3400 0.7270 0.076 Uiso 1 1 calc R . . H28B H 0.4972 0.2302 0.7365 0.076 Uiso 1 1 calc R . . H28C H 0.3668 0.3067 0.7550 0.076 Uiso 1 1 calc R . . O3 O -0.04052(13) 0.26980(7) 1.04180(5) 0.0269(2) Uani 1 1 d . . . H3A H -0.052(3) 0.3096(18) 1.0700(11) 0.062(7) Uiso 1 1 d . . . O5 O 0.18217(11) 0.34152(6) 0.86779(4) 0.0204(2) Uani 1 1 d . . . O7 O 0.48461(10) 0.50640(7) 0.83610(4) 0.0236(2) Uani 1 1 d . . . O14 O 0.36756(11) 0.56685(7) 0.72615(4) 0.0237(2) Uani 1 1 d . . . O15 O -0.29903(13) 0.55611(11) 0.74107(6) 0.0437(4) Uani 1 1 d . . . H15A H -0.377(3) 0.5487(15) 0.7643(10) 0.053(6) Uiso 1 1 d . . . O16 O 0.43259(16) 0.09028(10) 0.87312(5) 0.0404(3) Uani 1 1 d . . . H16C H 0.520(3) 0.0896(18) 0.8461(12) 0.072(7) Uiso 1 1 d . . . H16D H 0.347(3) 0.082(2) 0.8443(14) 0.084(9) Uiso 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 0.0181(7) 0.0236(7) 0.0175(6) 0.0037(5) 0.0028(5) -0.0010(6) C2 0.0221(7) 0.0275(7) 0.0188(7) 0.0042(6) 0.0051(6) -0.0032(6) C3 0.0280(7) 0.0199(6) 0.0133(6) 0.0026(5) 0.0018(5) -0.0044(6) C4 0.0236(7) 0.0232(7) 0.0179(7) 0.0072(5) -0.0014(6) 0.0019(6) C5 0.0196(7) 0.0161(6) 0.0165(6) 0.0020(5) -0.0002(5) -0.0007(5) C6 0.0169(6) 0.0211(7) 0.0220(7) 0.0051(5) -0.0001(5) 0.0031(5) C7 0.0164(6) 0.0192(6) 0.0157(6) 0.0002(5) 0.0017(5) 0.0021(5) C8 0.0177(6) 0.0147(6) 0.0165(6) 0.0033(5) -0.0004(5) 0.0000(5) C9 0.0184(6) 0.0138(6) 0.0156(6) 0.0006(5) 0.0002(5) 0.0014(5) C10 0.0179(6) 0.0168(6) 0.0145(6) 0.0014(5) 0.0016(5) 0.0008(5) C11 0.0187(6) 0.0270(7) 0.0196(6) 0.0076(6) 0.0048(5) 0.0088(6) C12 0.0235(7) 0.0248(7) 0.0238(7) 0.0100(6) 0.0050(6) 0.0103(6) C13 0.0180(6) 0.0217(6) 0.0195(7) 0.0072(5) 0.0031(5) 0.0034(5) C14 0.0164(7) 0.0164(6) 0.0172(6) 0.0017(5) 0.0012(5) -0.0010(5) C15 0.0138(6) 0.0437(9) 0.0235(7) 0.0139(7) -0.0013(5) -0.0006(6) C16 0.0190(7) 0.0350(8) 0.0202(7) 0.0052(6) -0.0028(5) -0.0074(6) C17 0.0142(6) 0.0317(7) 0.0195(7) 0.0076(6) -0.0005(5) 0.0002(5) C18 0.0283(8) 0.0251(8) 0.0274(7) 0.0116(6) 0.0035(6) 0.0041(6) C19 0.0341(8) 0.0195(7) 0.0207(6) -0.0018(5) 0.0020(6) -0.0012(6) C20 0.0194(7) 0.0302(7) 0.0216(7) 0.0040(6) 0.0000(5) -0.0018(6) C21 0.0359(9) 0.0524(10) 0.0233(8) 0.0007(7) -0.0052(7) 0.0006(8) C22 0.0264(8) 0.0273(7) 0.0248(7) 0.0007(6) 0.0010(6) -0.0043(6) C23 0.0301(8) 0.0217(7) 0.0309(8) 0.0005(6) 0.0033(6) -0.0025(6) C24 0.0370(9) 0.0212(7) 0.0353(8) 0.0019(6) -0.0014(7) -0.0014(6) C25 0.0454(10) 0.0199(7) 0.0491(10) -0.0014(7) 0.0031(9) 0.0039(7) C26 0.0355(10) 0.0472(12) 0.0864(16) -0.0128(11) 0.0110(10) 0.0017(9) C27 0.0753(14) 0.0403(10) 0.0455(10) -0.0117(8) 0.0100(10) -0.0119(11) C28 0.0765(15) 0.0344(9) 0.0411(10) 0.0024(8) -0.0145(10) 0.0093(10) O3 0.0372(6) 0.0252(5) 0.0183(5) 0.0082(4) 0.0036(4) -0.0063(5) O5 0.0227(5) 0.0171(5) 0.0214(5) -0.0001(4) 0.0045(4) 0.0002(4) O7 0.0154(5) 0.0320(5) 0.0233(5) 0.0078(4) -0.0002(4) -0.0018(4) O14 0.0155(5) 0.0341(5) 0.0215(5) 0.0080(4) 0.0024(4) 0.0009(4) O15 0.0119(5) 0.0873(10) 0.0319(6) 0.0316(7) 0.0015(4) 0.0068(6) O16 0.0343(6) 0.0631(8) 0.0239(6) -0.0105(5) 0.0032(5) 0.0043(6) _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 1.5360(18) . ? C1 C10 1.5547(18) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.520(2) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 O3 1.4252(15) . ? C3 C4 1.524(2) . ? C3 H3 1.0000 . ? C4 C5 1.5077(18) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 O5 1.4452(16) . ? C5 C6 1.4756(19) . ? C5 C10 1.5197(18) . ? C6 O5 1.4485(17) . ? C6 C7 1.4816(19) . ? C6 H6 1.0000 . ? C7 O7 1.2236(16) . ? C7 C8 1.4871(18) . ? C8 C9 1.3600(18) . ? C8 C14 1.4954(17) . ? C9 C11 1.5106(18) . ? C9 C10 1.5286(17) . ? C10 C19 1.5467(18) . ? C11 C12 1.5301(19) . ? C11 C15 1.547(2) . ? C11 H11 1.0000 . ? C12 C13 1.5370(19) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.5198(18) . ? C13 C18 1.5335(18) . ? C13 C17 1.564(2) . ? C14 O14 1.2186(16) . ? C15 O15 1.4279(17) . ? C15 C16 1.515(2) . ? C15 H15 1.0000 . ? C16 C17 1.5391(19) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 C20 1.569(2) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C22 1.513(2) . ? C20 C21 1.536(2) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 C23 1.315(2) . ? C22 H22 0.9500 . ? C23 C24 1.510(2) . ? C23 H23 0.9500 . ? C24 C28 1.530(2) . ? C24 C25 1.541(2) . ? C24 H24 1.0000 . ? C25 C27 1.521(3) . ? C25 C26 1.527(3) . ? C25 H25 1.0000 . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? O3 H3A 0.84(3) . ? O15 H15A 0.84(2) . ? O16 H16C 0.95(3) . ? O16 H16D 0.97(3) . ? 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 113.64(11) . . ? C2 C1 H1A 108.8 . . ? C10 C1 H1A 108.8 . . ? C2 C1 H1B 108.8 . . ? C10 C1 H1B 108.8 . . ? H1A C1 H1B 107.7 . . ? C3 C2 C1 111.45(11) . . ? C3 C2 H2A 109.3 . . ? C1 C2 H2A 109.3 . . ? C3 C2 H2B 109.3 . . ? C1 C2 H2B 109.3 . . ? H2A C2 H2B 108.0 . . ? O3 C3 C2 113.05(11) . . ? O3 C3 C4 110.74(11) . . ? C2 C3 C4 110.21(11) . . ? O3 C3 H3 107.5 . . ? C2 C3 H3 107.5 . . ? C4 C3 H3 107.5 . . ? C5 C4 C3 109.18(11) . . ? C5 C4 H4A 109.8 . . ? C3 C4 H4A 109.8 . . ? C5 C4 H4B 109.8 . . ? C3 C4 H4B 109.8 . . ? H4A C4 H4B 108.3 . . ? O5 C5 C6 59.45(9) . . ? O5 C5 C4 114.11(11) . . ? C6 C5 C4 119.49(12) . . ? O5 C5 C10 113.24(10) . . ? C6 C5 C10 120.37(11) . . ? C4 C5 C10 116.31(11) . . ? O5 C6 C5 59.23(8) . . ? O5 C6 C7 115.76(11) . . ? C5 C6 C7 117.08(11) . . ? O5 C6 H6 117.3 . . ? C5 C6 H6 117.3 . . ? C7 C6 H6 117.3 . . ? O7 C7 C6 119.49(12) . . ? O7 C7 C8 124.54(12) . . ? C6 C7 C8 115.92(11) . . ? C9 C8 C7 120.38(11) . . ? C9 C8 C14 121.85(11) . . ? C7 C8 C14 117.75(11) . . ? C8 C9 C11 120.06(11) . . ? C8 C9 C10 121.86(11) . . ? C11 C9 C10 117.73(11) . . ? C5 C10 C9 111.66(10) . . ? C5 C10 C19 110.03(11) . . ? C9 C10 C19 105.62(10) . . ? C5 C10 C1 105.97(10) . . ? C9 C10 C1 112.52(10) . . ? C19 C10 C1 111.12(11) . . ? C9 C11 C12 110.30(11) . . ? C9 C11 C15 112.52(11) . . ? C12 C11 C15 108.30(11) . . ? C9 C11 H11 108.5 . . ? C12 C11 H11 108.5 . . ? C15 C11 H11 108.5 . . ? C11 C12 C13 110.26(11) . . ? C11 C12 H12A 109.6 . . ? C13 C12 H12A 109.6 . . ? C11 C12 H12B 109.6 . . ? C13 C12 H12B 109.6 . . ? H12A C12 H12B 108.1 . . ? C14 C13 C18 110.39(11) . . ? C14 C13 C12 107.88(11) . . ? C18 C13 C12 108.37(11) . . ? C14 C13 C17 110.24(11) . . ? C18 C13 C17 110.76(11) . . ? C12 C13 C17 109.14(11) . . ? O14 C14 C8 120.43(12) . . ? O14 C14 C13 120.75(12) . . ? C8 C14 C13 118.81(11) . . ? O15 C15 C16 108.43(12) . . ? O15 C15 C11 108.56(13) . . ? C16 C15 C11 110.67(11) . . ? O15 C15 H15 109.7 . . ? C16 C15 H15 109.7 . . ? C11 C15 H15 109.7 . . ? C15 C16 C17 113.46(13) . . ? C15 C16 H16A 108.9 . . ? C17 C16 H16A 108.9 . . ? C15 C16 H16B 108.9 . . ? C17 C16 H16B 108.9 . . ? H16A C16 H16B 107.7 . . ? C16 C17 C13 111.71(11) . . ? C16 C17 C20 111.39(12) . . ? C13 C17 C20 115.50(11) . . ? C16 C17 H17 105.8 . . ? C13 C17 H17 105.8 . . ? C20 C17 H17 105.8 . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? 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 . . ? C22 C20 C21 110.57(13) . . ? C22 C20 C17 113.85(11) . . ? C21 C20 C17 109.36(12) . . ? C22 C20 H20 107.6 . . ? C21 C20 H20 107.6 . . ? C17 C20 H20 107.6 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C23 C22 C20 125.88(14) . . ? C23 C22 H22 117.1 . . ? C20 C22 H22 117.1 . . ? C22 C23 C24 125.54(14) . . ? C22 C23 H23 117.2 . . ? C24 C23 H23 117.2 . . ? C23 C24 C28 108.67(13) . . ? C23 C24 C25 113.62(13) . . ? C28 C24 C25 112.55(15) . . ? C23 C24 H24 107.2 . . ? C28 C24 H24 107.2 . . ? C25 C24 H24 107.2 . . ? C27 C25 C26 110.63(16) . . ? C27 C25 C24 111.17(15) . . ? C26 C25 C24 113.52(14) . . ? C27 C25 H25 107.1 . . ? C26 C25 H25 107.1 . . ? C24 C25 H25 107.1 . . ? 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 . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C24 C28 H28A 109.5 . . ? C24 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C24 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C3 O3 H3A 109.7(16) . . ? C5 O5 C6 61.32(9) . . ? C15 O15 H15A 107.8(15) . . ? H16C O16 H16D 100(2) . . ? 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 C3 -55.49(16) . . . . ? C1 C2 C3 O3 -179.48(11) . . . . ? C1 C2 C3 C4 56.00(15) . . . . ? O3 C3 C4 C5 177.84(11) . . . . ? C2 C3 C4 C5 -56.32(14) . . . . ? C3 C4 C5 O5 -75.38(14) . . . . ? C3 C4 C5 C6 -142.64(13) . . . . ? C3 C4 C5 C10 59.32(15) . . . . ? C4 C5 C6 O5 102.19(13) . . . . ? C10 C5 C6 O5 -100.67(13) . . . . ? O5 C5 C6 C7 105.28(13) . . . . ? C4 C5 C6 C7 -152.53(12) . . . . ? C10 C5 C6 C7 4.61(18) . . . . ? O5 C6 C7 O7 -146.51(12) . . . . ? C5 C6 C7 O7 146.52(13) . . . . ? O5 C6 C7 C8 36.12(16) . . . . ? C5 C6 C7 C8 -30.84(17) . . . . ? O7 C7 C8 C9 -149.82(14) . . . . ? C6 C7 C8 C9 27.39(18) . . . . ? O7 C7 C8 C14 28.96(19) . . . . ? C6 C7 C8 C14 -153.83(12) . . . . ? C7 C8 C9 C11 176.91(12) . . . . ? C14 C8 C9 C11 -1.82(19) . . . . ? C7 C8 C9 C10 3.85(19) . . . . ? C14 C8 C9 C10 -174.89(11) . . . . ? O5 C5 C10 C9 -43.09(14) . . . . ? C6 C5 C10 C9 23.98(16) . . . . ? C4 C5 C10 C9 -178.18(11) . . . . ? O5 C5 C10 C19 -160.03(11) . . . . ? C6 C5 C10 C19 -92.96(14) . . . . ? C4 C5 C10 C19 64.88(15) . . . . ? O5 C5 C10 C1 79.75(12) . . . . ? C6 C5 C10 C1 146.82(12) . . . . ? C4 C5 C10 C1 -55.34(14) . . . . ? C8 C9 C10 C5 -28.98(17) . . . . ? C11 C9 C10 C5 157.80(11) . . . . ? C8 C9 C10 C19 90.61(15) . . . . ? C11 C9 C10 C19 -82.61(14) . . . . ? C8 C9 C10 C1 -147.99(12) . . . . ? C11 C9 C10 C1 38.78(16) . . . . ? C2 C1 C10 C5 51.97(14) . . . . ? C2 C1 C10 C9 174.27(11) . . . . ? C2 C1 C10 C19 -67.53(14) . . . . ? C8 C9 C11 C12 -28.14(17) . . . . ? C10 C9 C11 C12 145.21(12) . . . . ? C8 C9 C11 C15 92.92(15) . . . . ? C10 C9 C11 C15 -93.73(14) . . . . ? C9 C11 C12 C13 59.59(15) . . . . ? C15 C11 C12 C13 -63.95(14) . . . . ? C11 C12 C13 C14 -59.25(15) . . . . ? C11 C12 C13 C18 -178.77(12) . . . . ? C11 C12 C13 C17 60.53(14) . . . . ? C9 C8 C14 O14 -178.47(13) . . . . ? C7 C8 C14 O14 2.77(18) . . . . ? C9 C8 C14 C13 0.75(19) . . . . ? C7 C8 C14 C13 -178.02(12) . . . . ? C18 C13 C14 O14 -32.99(18) . . . . ? C12 C13 C14 O14 -151.22(13) . . . . ? C17 C13 C14 O14 89.70(15) . . . . ? C18 C13 C14 C8 147.80(12) . . . . ? C12 C13 C14 C8 29.57(16) . . . . ? C17 C13 C14 C8 -89.51(14) . . . . ? C9 C11 C15 O15 178.32(11) . . . . ? C12 C11 C15 O15 -59.50(14) . . . . ? C9 C11 C15 C16 -62.79(15) . . . . ? C12 C11 C15 C16 59.40(14) . . . . ? O15 C15 C16 C17 65.34(16) . . . . ? C11 C15 C16 C17 -53.63(15) . . . . ? C15 C16 C17 C13 50.40(15) . . . . ? C15 C16 C17 C20 -178.78(11) . . . . ? C14 C13 C17 C16 65.69(14) . . . . ? C18 C13 C17 C16 -171.84(11) . . . . ? C12 C13 C17 C16 -52.62(15) . . . . ? C14 C13 C17 C20 -62.98(14) . . . . ? C18 C13 C17 C20 59.48(15) . . . . ? C12 C13 C17 C20 178.71(11) . . . . ? C16 C17 C20 C22 -28.31(16) . . . . ? C13 C17 C20 C22 100.51(14) . . . . ? C16 C17 C20 C21 95.92(14) . . . . ? C13 C17 C20 C21 -135.25(13) . . . . ? C21 C20 C22 C23 126.03(17) . . . . ? C17 C20 C22 C23 -110.39(17) . . . . ? C20 C22 C23 C24 174.75(14) . . . . ? C22 C23 C24 C28 -113.33(19) . . . . ? C22 C23 C24 C25 120.55(18) . . . . ? C23 C24 C25 C27 -67.11(18) . . . . ? C28 C24 C25 C27 168.84(15) . . . . ? C23 C24 C25 C26 58.4(2) . . . . ? C28 C24 C25 C26 -65.7(2) . . . . ? C4 C5 O5 C6 -111.23(13) . . . . ? C10 C5 O5 C6 112.67(12) . . . . ? C7 C6 O5 C5 -107.52(13) . . . . ? 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 O16 H16D O15 0.97(3) 1.94(3) 2.7780(16) 144(2) 4_546 O16 H16C O14 0.95(3) 1.87(3) 2.7684(15) 158(2) 4_646 O15 H15A O7 0.84(2) 2.05(2) 2.8551(15) 162(2) 1_455 O3 H3A O16 0.84(3) 1.89(3) 2.7273(17) 173(2) 3_457 _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 66.96 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.241 _refine_diff_density_min -0.181 _refine_diff_density_rms 0.041