data_LS-2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_absolute_configuration rm _chemical_formula_moiety 'C22 H34 O7' _chemical_formula_sum 'C22 H34 O7' _chemical_formula_weight 410.49 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_Hall 'P 2ac 2ab ' _symmetry_space_group_name_H-M 'P 21 21 21 ' 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 11.373(3) _cell_length_b 11.703(2) _cell_length_c 15.508(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2064.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 90.0(5) _cell_measurement_reflns_used 3152 _cell_measurement_theta_min 4.7 _cell_measurement_theta_max 57.7 _exptl_crystal_description 'fragment' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.321 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 888 _exptl_absorpt_coefficient_mu 0.800 _exptl_absorpt_correction_type 'multi-scan' _exptl_absorpt_correction_T_min 0.869 _exptl_absorpt_correction_T_max 0.896 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2002)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90.0(5) _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 10577 _diffrn_reflns_av_R_equivalents 0.0878 _diffrn_reflns_av_sigmaI/netI 0.0794 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 4.7 _diffrn_reflns_theta_max 58.3 _reflns_number_total 2873 _reflns_number_gt 2236 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker (2006) Apex-II' _computing_cell_refinement 'Bruker (2006) Apex-II ' _computing_data_reduction 'Bruker (2006) Apex-II ' _computing_structure_solution 'SIR2002 (Burla et al., 2003)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 1997)' _computing_publication_material 'Bruker SHELXTL (Sheldrick, 2008)' _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^)+(0.0569P)^2^+0.7951P] 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 0.0014(4) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details '1210 Friedel pairs (Flack, 1983) ' _refine_ls_abs_structure_Flack 0.0(4) _refine_ls_number_reflns 2873 _refine_ls_number_parameters 270 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.075 _refine_ls_R_factor_gt 0.052 _refine_ls_wR_factor_ref 0.131 _refine_ls_wR_factor_gt 0.119 _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_restrained_S_all 1.049 _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 0.3668(2) 0.3592(2) 0.25647(18) 0.0293(7) Uani 1 1 d . . . O2 O 0.2512(3) 0.2126(2) 0.35903(18) 0.0327(7) Uani 1 1 d . . . H2 H 0.2295 0.2365 0.3105 0.049 Uiso 1 1 calc R . . O3 O 0.4301(2) 0.3903(2) 0.54952(17) 0.0270(7) Uani 1 1 d . . . O4 O 0.5411(3) 0.4316(3) 0.76473(19) 0.0437(9) Uani 1 1 d . . . O5 O 0.6010(3) 0.2428(3) 0.7796(2) 0.0455(9) Uani 1 1 d . . . H5 H 0.6372 0.2603 0.8249 0.068 Uiso 1 1 calc R . . O6 O 0.7145(2) 0.5191(2) 0.41521(18) 0.0294(7) Uani 1 1 d . . . O7 O 0.8414(3) 0.6633(3) 0.43688(18) 0.0317(7) Uani 1 1 d . . . C1 C 0.4932(4) 0.6127(4) 0.4813(3) 0.0284(10) Uani 1 1 d . . . H1A H 0.4513 0.6698 0.5169 0.034 Uiso 1 1 calc R . . H1B H 0.5426 0.5661 0.5203 0.034 Uiso 1 1 calc R . . C2 C 0.5736(4) 0.6758(3) 0.4170(3) 0.0295(10) Uani 1 1 d . . . H2A H 0.5255 0.7270 0.3804 0.035 Uiso 1 1 calc R . . H2B H 0.6306 0.7234 0.4492 0.035 Uiso 1 1 calc R . . C3 C 0.6397(3) 0.5921(4) 0.3603(3) 0.0280(10) Uani 1 1 d . . . H3 H 0.6905 0.6355 0.3191 0.034 Uiso 1 1 calc R . . C4 C 0.5593(4) 0.5109(4) 0.3092(3) 0.0275(10) Uani 1 1 d . . . C5 C 0.4715(4) 0.4538(3) 0.3735(3) 0.0248(10) Uani 1 1 d . . . H5A H 0.5224 0.4061 0.4119 0.030 Uiso 1 1 calc R . . C6 C 0.3871(4) 0.3697(4) 0.3333(3) 0.0272(10) Uani 1 1 d . . . C7 C 0.3237(4) 0.2961(3) 0.3991(3) 0.0276(10) Uani 1 1 d . . . H7 H 0.3850 0.2544 0.4330 0.033 Uiso 1 1 calc R . . C8 C 0.2547(4) 0.3714(4) 0.4627(3) 0.0274(10) Uani 1 1 d . . . H8 H 0.1962 0.4166 0.4287 0.033 Uiso 1 1 calc R . . C9 C 0.3403(3) 0.4576(4) 0.5067(3) 0.0255(10) Uani 1 1 d . . . C10 C 0.4019(3) 0.5342(3) 0.4375(3) 0.0262(10) Uani 1 1 d . . . C11 C 0.2791(4) 0.5261(4) 0.5793(3) 0.0312(10) Uani 1 1 d . . . H11A H 0.3086 0.6057 0.5810 0.037 Uiso 1 1 calc R . . H11B H 0.1929 0.5276 0.5705 0.037 Uiso 1 1 calc R . . C12 C 0.3101(4) 0.4633(4) 0.6621(3) 0.0346(11) Uani 1 1 d . . . H12A H 0.3202 0.5177 0.7105 0.042 Uiso 1 1 calc R . . H12B H 0.2479 0.4077 0.6775 0.042 Uiso 1 1 calc R . . C13 C 0.4252(4) 0.4025(4) 0.6422(2) 0.0282(10) Uani 1 1 d . . . C14 C 0.4425(4) 0.2869(4) 0.6862(3) 0.0339(11) Uani 1 1 d . . . H14A H 0.3658 0.2497 0.6976 0.041 Uiso 1 1 calc R . . H14B H 0.4908 0.2355 0.6499 0.041 Uiso 1 1 calc R . . C15 C 0.5048(4) 0.3147(4) 0.7694(3) 0.0316(10) Uani 1 1 d . . . H15 H 0.4495 0.3045 0.8189 0.038 Uiso 1 1 calc R . . C16 C 0.5335(4) 0.4669(4) 0.6767(3) 0.0303(10) Uani 1 1 d . . . H16A H 0.6052 0.4452 0.6444 0.036 Uiso 1 1 calc R . . H16B H 0.5223 0.5506 0.6724 0.036 Uiso 1 1 calc R . . C17 C 0.1863(4) 0.2955(4) 0.5254(3) 0.0334(11) Uani 1 1 d . . . H17A H 0.1348 0.2440 0.4928 0.050 Uiso 1 1 calc R . . H17B H 0.1386 0.3434 0.5636 0.050 Uiso 1 1 calc R . . H17C H 0.2416 0.2503 0.5598 0.050 Uiso 1 1 calc R . . C18 C 0.6340(3) 0.4184(4) 0.2665(3) 0.0309(10) Uani 1 1 d . . . H18A H 0.7019 0.4537 0.2383 0.046 Uiso 1 1 calc R . . H18B H 0.5866 0.3778 0.2235 0.046 Uiso 1 1 calc R . . H18C H 0.6612 0.3642 0.3104 0.046 Uiso 1 1 calc R . . C19 C 0.5023(4) 0.5814(4) 0.2364(3) 0.0302(10) Uani 1 1 d . . . H19A H 0.5630 0.6060 0.1956 0.045 Uiso 1 1 calc R . . H19B H 0.4635 0.6486 0.2611 0.045 Uiso 1 1 calc R . . H19C H 0.4440 0.5344 0.2063 0.045 Uiso 1 1 calc R . . C20 C 0.3070(4) 0.6076(4) 0.3914(3) 0.0291(10) Uani 1 1 d . . . H20A H 0.2497 0.6350 0.4339 0.044 Uiso 1 1 calc R . . H20B H 0.2667 0.5611 0.3480 0.044 Uiso 1 1 calc R . . H20C H 0.3446 0.6731 0.3634 0.044 Uiso 1 1 calc R . . C21 C 0.8118(4) 0.5653(4) 0.4477(3) 0.0290(10) Uani 1 1 d . . . C22 C 0.8800(4) 0.4817(4) 0.5010(3) 0.0386(12) Uani 1 1 d . . . H22A H 0.9137 0.4228 0.4634 0.058 Uiso 1 1 calc R . . H22B H 0.8276 0.4458 0.5432 0.058 Uiso 1 1 calc R . . H22C H 0.9435 0.5217 0.5313 0.058 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 0.0350(16) 0.0308(16) 0.0222(18) -0.0010(14) 0.0014(13) -0.0004(13) O2 0.0348(17) 0.0374(17) 0.0260(16) 0.0021(15) -0.0030(13) -0.0092(14) O3 0.0299(16) 0.0310(15) 0.0201(14) 0.0041(13) -0.0009(12) 0.0025(13) O4 0.061(2) 0.0423(18) 0.0274(17) 0.0001(16) -0.0136(15) -0.0085(16) O5 0.043(2) 0.054(2) 0.039(2) -0.0050(17) -0.0010(15) 0.0018(17) O6 0.0301(16) 0.0300(16) 0.0281(16) 0.0023(14) -0.0043(12) 0.0013(13) O7 0.0379(18) 0.0301(17) 0.0271(16) -0.0048(15) -0.0018(13) -0.0049(14) C1 0.030(2) 0.031(2) 0.024(2) -0.003(2) 0.0006(18) 0.0025(19) C2 0.032(2) 0.025(2) 0.032(2) 0.001(2) 0.000(2) -0.0034(19) C3 0.028(2) 0.033(2) 0.023(2) 0.002(2) -0.0055(18) 0.003(2) C4 0.030(2) 0.033(2) 0.020(2) 0.000(2) 0.0018(18) -0.004(2) C5 0.028(2) 0.026(2) 0.020(2) -0.0004(19) 0.0006(17) 0.0040(19) C6 0.027(2) 0.026(2) 0.029(3) -0.001(2) 0.0001(18) -0.0002(19) C7 0.030(2) 0.030(2) 0.023(2) -0.001(2) -0.0005(19) -0.011(2) C8 0.025(2) 0.032(2) 0.025(2) -0.002(2) 0.0024(18) 0.0028(19) C9 0.022(2) 0.027(2) 0.028(2) 0.004(2) -0.0025(18) 0.0001(18) C10 0.028(2) 0.028(2) 0.023(2) -0.001(2) 0.0026(17) 0.0003(18) C11 0.032(2) 0.045(3) 0.017(2) -0.004(2) 0.0025(17) 0.001(2) C12 0.034(2) 0.046(3) 0.023(2) -0.002(2) -0.0002(18) 0.001(2) C13 0.035(2) 0.032(2) 0.018(2) 0.000(2) 0.0024(17) 0.003(2) C14 0.041(3) 0.036(3) 0.026(2) 0.004(2) 0.003(2) 0.005(2) C15 0.035(2) 0.036(3) 0.024(2) 0.000(2) -0.007(2) 0.004(2) C16 0.033(2) 0.041(3) 0.017(2) 0.002(2) -0.0071(17) -0.002(2) C17 0.032(2) 0.041(3) 0.028(2) 0.002(2) 0.0036(19) -0.003(2) C18 0.030(2) 0.034(2) 0.029(2) -0.002(2) -0.0004(18) 0.0032(19) C19 0.034(2) 0.035(2) 0.022(2) 0.005(2) -0.0032(18) -0.004(2) C20 0.033(2) 0.029(2) 0.025(2) 0.000(2) -0.0013(18) 0.002(2) C21 0.034(3) 0.033(3) 0.021(2) -0.004(2) -0.0016(18) -0.001(2) C22 0.034(3) 0.037(3) 0.044(3) 0.008(2) -0.013(2) -0.001(2) _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 C6 1.220(5) . ? O2 C7 1.421(5) . ? O2 H2 0.8400 . ? O3 C13 1.446(5) . ? O3 C9 1.451(5) . ? O4 C16 1.430(5) . ? O4 C15 1.430(5) . ? O5 C15 1.389(5) . ? O5 H5 0.8400 . ? O6 C21 1.330(5) . ? O6 C3 1.477(5) . ? O7 C21 1.206(5) . ? C1 C2 1.541(6) . ? C1 C10 1.544(6) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 C3 1.516(6) . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.538(6) . ? C3 H3 1.0000 . ? C4 C18 1.527(6) . ? C4 C19 1.542(6) . ? C4 C5 1.561(6) . ? C5 C6 1.511(6) . ? C5 C10 1.580(6) . ? C5 H5A 1.0000 . ? C6 C7 1.518(6) . ? C7 C8 1.538(6) . ? C7 H7 1.0000 . ? C8 C17 1.530(6) . ? C8 C9 1.559(6) . ? C8 H8 1.0000 . ? C9 C11 1.548(6) . ? C9 C10 1.563(6) . ? C10 C20 1.554(6) . ? C11 C12 1.521(6) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 C13 1.522(6) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 C14 1.527(6) . ? C13 C16 1.540(6) . ? C14 C15 1.508(6) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15 1.0000 . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? 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 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C22 1.498(6) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 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 C7 O2 H2 109.5 . . ? C13 O3 C9 112.0(3) . . ? C16 O4 C15 107.9(3) . . ? C15 O5 H5 109.5 . . ? C21 O6 C3 117.5(3) . . ? C2 C1 C10 113.6(3) . . ? 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 111.1(3) . . ? C3 C2 H2A 109.4 . . ? C1 C2 H2A 109.4 . . ? C3 C2 H2B 109.4 . . ? C1 C2 H2B 109.4 . . ? H2A C2 H2B 108.0 . . ? O6 C3 C2 108.9(3) . . ? O6 C3 C4 106.4(3) . . ? C2 C3 C4 113.8(3) . . ? O6 C3 H3 109.2 . . ? C2 C3 H3 109.2 . . ? C4 C3 H3 109.2 . . ? C18 C4 C3 109.3(3) . . ? C18 C4 C19 107.2(3) . . ? C3 C4 C19 107.2(3) . . ? C18 C4 C5 109.2(3) . . ? C3 C4 C5 108.4(3) . . ? C19 C4 C5 115.3(3) . . ? C6 C5 C4 114.9(3) . . ? C6 C5 C10 109.2(3) . . ? C4 C5 C10 117.9(3) . . ? C6 C5 H5A 104.4 . . ? C4 C5 H5A 104.4 . . ? C10 C5 H5A 104.4 . . ? O1 C6 C5 126.1(4) . . ? O1 C6 C7 120.7(4) . . ? C5 C6 C7 113.2(4) . . ? O2 C7 C6 111.8(3) . . ? O2 C7 C8 112.2(3) . . ? C6 C7 C8 110.4(3) . . ? O2 C7 H7 107.4 . . ? C6 C7 H7 107.4 . . ? C8 C7 H7 107.4 . . ? C17 C8 C7 109.5(3) . . ? C17 C8 C9 114.6(3) . . ? C7 C8 C9 109.4(3) . . ? C17 C8 H8 107.7 . . ? C7 C8 H8 107.7 . . ? C9 C8 H8 107.7 . . ? O3 C9 C11 105.4(3) . . ? O3 C9 C8 106.8(3) . . ? C11 C9 C8 111.9(3) . . ? O3 C9 C10 108.1(3) . . ? C11 C9 C10 113.8(3) . . ? C8 C9 C10 110.5(3) . . ? C1 C10 C20 109.9(3) . . ? C1 C10 C9 109.9(3) . . ? C20 C10 C9 108.8(3) . . ? C1 C10 C5 107.0(3) . . ? C20 C10 C5 112.9(3) . . ? C9 C10 C5 108.3(3) . . ? C12 C11 C9 105.0(3) . . ? C12 C11 H11A 110.7 . . ? C9 C11 H11A 110.7 . . ? C12 C11 H11B 110.7 . . ? C9 C11 H11B 110.7 . . ? H11A C11 H11B 108.8 . . ? C13 C12 C11 104.7(3) . . ? C13 C12 H12A 110.8 . . ? C11 C12 H12A 110.8 . . ? C13 C12 H12B 110.8 . . ? C11 C12 H12B 110.8 . . ? H12A C12 H12B 108.9 . . ? O3 C13 C12 106.3(3) . . ? O3 C13 C14 110.6(3) . . ? C12 C13 C14 115.8(4) . . ? O3 C13 C16 111.2(3) . . ? C12 C13 C16 112.8(3) . . ? C14 C13 C16 100.2(3) . . ? C15 C14 C13 104.5(4) . . ? C15 C14 H14A 110.8 . . ? C13 C14 H14A 110.8 . . ? C15 C14 H14B 110.8 . . ? C13 C14 H14B 110.8 . . ? H14A C14 H14B 108.9 . . ? O5 C15 O4 111.0(4) . . ? O5 C15 C14 109.7(3) . . ? O4 C15 C14 107.4(3) . . ? O5 C15 H15 109.6 . . ? O4 C15 H15 109.6 . . ? C14 C15 H15 109.6 . . ? O4 C16 C13 103.8(3) . . ? O4 C16 H16A 111.0 . . ? C13 C16 H16A 111.0 . . ? O4 C16 H16B 111.0 . . ? C13 C16 H16B 111.0 . . ? H16A C16 H16B 109.0 . . ? C8 C17 H17A 109.5 . . ? C8 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C8 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C4 C18 H18A 109.5 . . ? C4 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C4 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C4 C19 H19A 109.5 . . ? C4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C10 C20 H20A 109.5 . . ? C10 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C10 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? O7 C21 O6 124.5(4) . . ? O7 C21 C22 123.6(4) . . ? O6 C21 C22 112.0(4) . . ? 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 . . ? 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 -58.2(5) . . . . ? C21 O6 C3 C2 -74.7(4) . . . . ? C21 O6 C3 C4 162.2(3) . . . . ? C1 C2 C3 O6 -61.2(4) . . . . ? C1 C2 C3 C4 57.3(4) . . . . ? O6 C3 C4 C18 -50.7(4) . . . . ? C2 C3 C4 C18 -170.6(3) . . . . ? O6 C3 C4 C19 -166.6(3) . . . . ? C2 C3 C4 C19 73.4(4) . . . . ? O6 C3 C4 C5 68.3(4) . . . . ? C2 C3 C4 C5 -51.7(4) . . . . ? C18 C4 C5 C6 -60.1(4) . . . . ? C3 C4 C5 C6 -179.1(3) . . . . ? C19 C4 C5 C6 60.7(5) . . . . ? C18 C4 C5 C10 168.9(3) . . . . ? C3 C4 C5 C10 49.9(5) . . . . ? C19 C4 C5 C10 -70.3(5) . . . . ? C4 C5 C6 O1 -14.8(6) . . . . ? C10 C5 C6 O1 120.3(4) . . . . ? C4 C5 C6 C7 166.4(3) . . . . ? C10 C5 C6 C7 -58.6(4) . . . . ? O1 C6 C7 O2 5.1(6) . . . . ? C5 C6 C7 O2 -175.9(3) . . . . ? O1 C6 C7 C8 -120.5(4) . . . . ? C5 C6 C7 C8 58.4(5) . . . . ? O2 C7 C8 C17 51.5(4) . . . . ? C6 C7 C8 C17 177.0(3) . . . . ? O2 C7 C8 C9 177.9(3) . . . . ? C6 C7 C8 C9 -56.7(4) . . . . ? C13 O3 C9 C11 4.7(4) . . . . ? C13 O3 C9 C8 -114.4(3) . . . . ? C13 O3 C9 C10 126.7(3) . . . . ? C17 C8 C9 O3 65.0(4) . . . . ? C7 C8 C9 O3 -58.4(4) . . . . ? C17 C8 C9 C11 -49.8(5) . . . . ? C7 C8 C9 C11 -173.2(3) . . . . ? C17 C8 C9 C10 -177.7(3) . . . . ? C7 C8 C9 C10 58.9(4) . . . . ? C2 C1 C10 C20 -70.6(4) . . . . ? C2 C1 C10 C9 169.7(3) . . . . ? C2 C1 C10 C5 52.3(4) . . . . ? O3 C9 C10 C1 -59.2(4) . . . . ? C11 C9 C10 C1 57.4(4) . . . . ? C8 C9 C10 C1 -175.7(3) . . . . ? O3 C9 C10 C20 -179.6(3) . . . . ? C11 C9 C10 C20 -62.9(4) . . . . ? C8 C9 C10 C20 63.9(4) . . . . ? O3 C9 C10 C5 57.4(4) . . . . ? C11 C9 C10 C5 174.1(3) . . . . ? C8 C9 C10 C5 -59.1(4) . . . . ? C6 C5 C10 C1 176.3(3) . . . . ? C4 C5 C10 C1 -50.2(5) . . . . ? C6 C5 C10 C20 -62.7(4) . . . . ? C4 C5 C10 C20 70.8(4) . . . . ? C6 C5 C10 C9 57.8(4) . . . . ? C4 C5 C10 C9 -168.7(3) . . . . ? O3 C9 C11 C12 -19.0(4) . . . . ? C8 C9 C11 C12 96.7(4) . . . . ? C10 C9 C11 C12 -137.2(4) . . . . ? C9 C11 C12 C13 25.5(4) . . . . ? C9 O3 C13 C12 11.5(4) . . . . ? C9 O3 C13 C14 137.9(3) . . . . ? C9 O3 C13 C16 -111.8(4) . . . . ? C11 C12 C13 O3 -23.0(4) . . . . ? C11 C12 C13 C14 -146.2(4) . . . . ? C11 C12 C13 C16 99.2(4) . . . . ? O3 C13 C14 C15 147.7(3) . . . . ? C12 C13 C14 C15 -91.4(4) . . . . ? C16 C13 C14 C15 30.3(4) . . . . ? C16 O4 C15 O5 104.5(4) . . . . ? C16 O4 C15 C14 -15.4(5) . . . . ? C13 C14 C15 O5 -131.5(4) . . . . ? C13 C14 C15 O4 -10.8(5) . . . . ? C15 O4 C16 C13 35.2(4) . . . . ? O3 C13 C16 O4 -156.9(3) . . . . ? C12 C13 C16 O4 83.7(4) . . . . ? C14 C13 C16 O4 -40.0(4) . . . . ? C3 O6 C21 O7 1.7(6) . . . . ? C3 O6 C21 C22 -179.2(4) . . . . ? 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 O2 H2 O5 0.84 2.04 2.794(4) 149.9 4_456 O5 H5 O7 0.84 1.97 2.755(5) 155.4 2_665 _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 58.3 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.40 _refine_diff_density_min -0.23 _refine_diff_density_rms 0.050 # END OF CIF