# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'ProfD Han-Dong Sun' _publ_contact_author_address ; State Key Laboratory of Phytochemistry and Plant Resources in West China Kunming Institute of Botany Chinese Academy of Sciences Yunnan Kunming 650204 CHINA ; _publ_contact_author_email HDSUN@MAIL.KIB.AC.CN _publ_section_title ; Structure and Anti-HIV Activity of Micrandilactones B and C, New Nortriterpenoids Possessing a Unique Skeleton from Schisandra micrantha ; loop_ _publ_author_name 'Han-Dong Sun' 'Quan-Bin Han' 'Rong-Tao Li' 'Yang Lu' 'Sun-Qin Sang' ; Rui-Rui Wang ; 'Liu-Meng Yang' 'Qin-Shi Zhao' 'Yong-Tang Zheng' 'Qi-Tai Zheng' data_d4453 _database_code_depnum_ccdc_archive 'CCDC 236725' _audit_creation_method SHELXL-97 _chemical_name_systematic ;(2S,2aS,4aR,5aS,8aS, 10aR,12aS,12bS,13aR)-4a-hydroxy-2- (1R,2R)-2-hydroxy-1-methyl-2-[(2R)-4-methyl-5-oxo-2,5- dihydro-2-furanyl]ethyl-2a,10,10-trimethylperhydrofuro[3,2- b]oxireno[2'',3'':3',3a']indeno[4',5':5,6]-cyclohepta[c]furan-7-one ; _chemical_name_common ; (2S,2aS,4aR,5aS,8aS, 10aR,12aS,12bS,13aR)-4a-hydroxy-2- (1R,2R)-2-hydroxy-1-methyl-2-((2R)-4-methyl-5-oxo-2,5-dihydro-2- furanyl)ethyl-2a,10,10-trimethylperhydrofuro(3,2- b)oxireno(2'',3'':3',3a')indeno(4',5':5,6)-cyclohepta(c)furan-7-one ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C29 H40 O8' _chemical_formula_weight 516.61 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 orthorhombic _symmetry_space_group_name_H-M P212121 _symmetry_Int_Tables_number 19 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 6.501(1) _cell_length_b 12.672(1) _cell_length_c 32.201(1) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2652.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 296(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 27.35 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.294 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1112 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(2) _diffrn_radiation_wavelength 0.71073 _diffrn_source 'rotate anode' _diffrn_source_type 'MAC DIP-2030K' _diffrn_radiation_type MoK\a _diffrn_radiation_probe x-ray _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MAC DIP-2030K' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3386 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0299 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 41 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 27.35 _reflns_number_total 3386 _reflns_number_gt 3357 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO(Otwinowski & Minor,1996)' _computing_cell_refinement 'SCALE(Otwinowski & Minor,1996)' _computing_data_reduction 'SCALE(Otwinowski & Minor,1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII(Johnson,1976) and PLUTON(Spek,1990)' _computing_publication_material 'SHELXL97(Sheldrick, 1997)' _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. Only the relative configuration can be deduced from the X-ray study, the absolute configuration cannot be determined. ; _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^)+(0.1397P)^2^+31.6232P] 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(7) _refine_ls_number_reflns 3386 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.069 _refine_ls_R_factor_gt 0.068 _refine_ls_wR_factor_ref 0.071 _refine_ls_wR_factor_gt 0.070 _refine_ls_goodness_of_fit_ref 1.352 _refine_ls_restrained_S_all 1.352 _refine_ls_shift/su_max 0.035 _refine_ls_shift/su_mean 0.006 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 0.6846(12) -0.2767(6) 0.2316(2) 0.0295(18) Uani 1 1 d . . . O2 O 0.2396(13) -0.0847(9) 0.2548(3) 0.052(3) Uani 1 1 d . . . O3 O 0.4819(11) -0.0849(7) 0.2076(2) 0.0328(19) Uani 1 1 d . . . O4 O 0.5947(12) 0.0813(9) 0.1551(3) 0.052(3) Uani 1 1 d . . . H4A H 0.5244 0.0374 0.1673 0.078 Uiso 1 1 calc R . . O5 O 0.7450(12) 0.1370(6) 0.0727(2) 0.0280(17) Uani 1 1 d . . . O6 O 1.2825(13) 0.5320(7) 0.0257(3) 0.042(2) Uani 1 1 d . . . H6A H 1.2510 0.5786 0.0092 0.064 Uiso 1 1 calc R . . O7 O 0.8766(15) 0.6064(6) 0.0381(2) 0.040(2) Uani 1 1 d . . . O8 O 0.8299(17) 0.7781(7) 0.0219(3) 0.050(3) Uani 1 1 d . . . C1 C 0.7401(19) -0.1764(10) 0.2434(4) 0.036(3) Uani 1 1 d . . . H1A H 0.8809 -0.1730 0.2542 0.044 Uiso 1 1 calc R . . C2 C 0.5815(19) -0.1345(11) 0.2744(3) 0.037(3) Uani 1 1 d . . . H2A H 0.5368 -0.1893 0.2933 0.044 Uiso 1 1 calc R . . H2B H 0.6358 -0.0756 0.2902 0.044 Uiso 1 1 calc R . . C3 C 0.4118(13) -0.1006(8) 0.2466(3) 0.0202(19) Uani 1 1 d U . . C4 C 0.759(2) -0.2941(9) 0.1915(3) 0.033(3) Uani 1 1 d . . . C5 C 0.739(2) -0.1846(8) 0.1679(3) 0.029(2) Uani 1 1 d . . . H5A H 0.6088 -0.1865 0.1527 0.035 Uiso 1 1 calc R . . C6 C 0.901(2) -0.1620(8) 0.1372(4) 0.034(3) Uani 1 1 d U . . H6B H 0.9158 -0.2228 0.1191 0.041 Uiso 1 1 calc R . . H6C H 1.0304 -0.1523 0.1516 0.041 Uiso 1 1 calc R . . C7 C 0.8597(19) -0.0634(7) 0.1100(3) 0.026(2) Uani 1 1 d U . . H7A H 0.9288 -0.0726 0.0836 0.031 Uiso 1 1 calc R . . H7B H 0.7132 -0.0590 0.1045 0.031 Uiso 1 1 calc R . . C8 C 0.9301(18) 0.0404(9) 0.1291(3) 0.027(2) Uani 1 1 d . . . H8A H 1.0723 0.0308 0.1385 0.032 Uiso 1 1 calc R . . C9 C 0.7995(16) 0.0716(8) 0.1676(3) 0.024(2) Uani 1 1 d U . . C10 C 0.7090(16) -0.1062(8) 0.2049(3) 0.026(2) Uani 1 1 d . . . C11 C 0.871(2) 0.1842(9) 0.1831(3) 0.038(3) Uani 1 1 d . . . H11A H 0.7800 0.2063 0.2054 0.045 Uiso 1 1 calc R . . H11B H 1.0081 0.1781 0.1946 0.045 Uiso 1 1 calc R . . C12 C 0.8719(16) 0.2668(8) 0.1509(3) 0.022(2) Uani 1 1 d U . . H12A H 0.9235 0.3319 0.1628 0.027 Uiso 1 1 calc R . . H12B H 0.7320 0.2794 0.1416 0.027 Uiso 1 1 calc R . . C13 C 1.0054(17) 0.2368(8) 0.1132(3) 0.024(2) Uani 1 1 d . . . C14 C 0.9286(17) 0.1283(9) 0.0990(3) 0.032(3) Uani 1 1 d . . . C15 C 0.9436(18) 0.1256(8) 0.0536(3) 0.029(3) Uani 1 1 d . . . H15A H 0.9797 0.0597 0.0395 0.035 Uiso 1 1 calc R . . C16 C 1.0246(16) 0.2276(8) 0.0379(3) 0.024(2) Uani 1 1 d . . . H16A H 0.9522 0.2487 0.0130 0.029 Uiso 1 1 calc R . . H16B H 1.1700 0.2216 0.0316 0.029 Uiso 1 1 calc R . . C17 C 0.9894(19) 0.3095(9) 0.0732(3) 0.033(3) Uani 1 1 d . . . H17A H 0.8467 0.3339 0.0711 0.039 Uiso 1 1 calc R . . C18 C 1.2341(16) 0.2220(9) 0.1248(3) 0.027(2) Uani 1 1 d . . . H18A H 1.2443 0.1792 0.1493 0.041 Uiso 1 1 calc R . . H18B H 1.2955 0.2896 0.1299 0.041 Uiso 1 1 calc R . . H18C H 1.3046 0.1879 0.1023 0.041 Uiso 1 1 calc R . . C19 C 0.8217(14) -0.0028(7) 0.2050(3) 0.018(2) Uani 1 1 d U . . H19A H 0.9669 -0.0180 0.2084 0.021 Uiso 1 1 calc R . . H19B H 0.7782 0.0359 0.2295 0.021 Uiso 1 1 calc R . . C20 C 1.1265(17) 0.4054(9) 0.0698(4) 0.032(2) Uani 1 1 d . . . H20A H 1.2680 0.3806 0.0736 0.039 Uiso 1 1 calc R . . C21 C 1.083(2) 0.4855(9) 0.1055(3) 0.038(3) Uani 1 1 d . . . H21A H 1.1757 0.5442 0.1031 0.057 Uiso 1 1 calc R . . H21B H 1.1033 0.4515 0.1318 0.057 Uiso 1 1 calc R . . H21C H 0.9439 0.5101 0.1035 0.057 Uiso 1 1 calc R . . C22 C 1.1185(16) 0.4569(7) 0.0285(3) 0.023(2) Uani 1 1 d U . . H22A H 1.1465 0.4020 0.0079 0.027 Uiso 1 1 calc R . . C23 C 0.909(2) 0.5096(8) 0.0161(4) 0.036(3) Uani 1 1 d . . . H23A H 0.7964 0.4608 0.0222 0.043 Uiso 1 1 calc R . . C24 C 0.896(2) 0.5427(10) -0.0276(4) 0.041(3) Uani 1 1 d . . . H24A H 0.9045 0.4959 -0.0498 0.049 Uiso 1 1 calc R . . C25 C 0.8704(18) 0.6436(8) -0.0322(3) 0.032(3) Uani 1 1 d . . . C26 C 0.8524(17) 0.6862(9) 0.0128(3) 0.028(2) Uani 1 1 d . . . C27 C 0.8439(18) 0.7142(8) -0.0678(3) 0.028(2) Uani 1 1 d . . . H27A H 0.8543 0.6743 -0.0930 0.042 Uiso 1 1 calc R . . H27B H 0.9489 0.7674 -0.0673 0.042 Uiso 1 1 calc R . . H27C H 0.7111 0.7471 -0.0663 0.042 Uiso 1 1 calc R . . C29 C 0.976(2) -0.3324(9) 0.1936(4) 0.038(3) Uani 1 1 d . . . H29A H 0.9801 -0.3983 0.2083 0.057 Uiso 1 1 calc R . . H29B H 1.0587 -0.2813 0.2079 0.057 Uiso 1 1 calc R . . H29C H 1.0276 -0.3423 0.1660 0.057 Uiso 1 1 calc R . . C30 C 0.625(3) -0.3769(12) 0.1709(4) 0.060(4) Uani 1 1 d . . . H30A H 0.6439 -0.4436 0.1846 0.090 Uiso 1 1 calc R . . H30B H 0.6622 -0.3833 0.1422 0.090 Uiso 1 1 calc R . . H30C H 0.4830 -0.3563 0.1730 0.090 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 0.039(4) 0.022(4) 0.028(4) 0.008(3) 0.006(3) 0.020(3) O2 0.029(4) 0.084(8) 0.042(5) 0.004(5) 0.007(4) 0.007(5) O3 0.018(3) 0.043(5) 0.037(4) 0.007(4) -0.009(3) 0.007(4) O4 0.023(4) 0.087(8) 0.047(5) 0.042(5) 0.009(4) 0.009(5) O5 0.036(4) 0.036(4) 0.012(3) 0.011(3) -0.001(3) -0.001(4) O6 0.045(5) 0.030(4) 0.052(5) 0.022(4) 0.000(4) -0.015(4) O7 0.064(5) 0.029(4) 0.027(4) 0.014(3) 0.009(4) 0.010(5) O8 0.078(7) 0.025(4) 0.048(5) 0.009(4) -0.007(5) 0.020(5) C1 0.040(6) 0.033(6) 0.036(6) 0.004(5) -0.013(6) 0.000(5) C2 0.044(6) 0.054(8) 0.011(4) 0.001(5) -0.008(5) 0.009(6) C3 0.014(4) 0.014(4) 0.033(5) -0.005(4) 0.012(4) 0.003(3) C4 0.048(7) 0.034(7) 0.018(5) 0.003(4) -0.002(5) -0.016(6) C5 0.048(7) 0.016(5) 0.023(5) 0.002(4) 0.003(5) -0.007(5) C6 0.049(6) 0.014(4) 0.040(5) -0.004(4) 0.017(5) 0.006(5) C7 0.045(5) 0.018(4) 0.015(4) -0.014(3) 0.010(4) -0.004(4) C8 0.035(6) 0.034(6) 0.011(4) 0.002(4) 0.001(4) 0.006(5) C9 0.028(5) 0.017(4) 0.027(5) 0.009(4) 0.003(4) 0.017(4) C10 0.029(5) 0.017(5) 0.031(5) -0.016(4) -0.015(4) -0.001(4) C11 0.061(8) 0.020(5) 0.032(6) -0.007(4) 0.006(6) -0.018(6) C12 0.030(4) 0.017(4) 0.019(3) -0.008(3) 0.006(3) 0.005(3) C13 0.030(5) 0.019(5) 0.022(5) 0.008(4) 0.008(4) 0.000(4) C14 0.030(5) 0.033(6) 0.034(6) 0.019(5) -0.011(5) -0.003(5) C15 0.040(6) 0.012(5) 0.035(6) -0.013(4) -0.006(5) -0.011(4) C16 0.027(5) 0.022(5) 0.023(5) 0.013(4) -0.011(4) 0.001(4) C17 0.041(6) 0.031(6) 0.026(5) 0.008(4) 0.001(5) 0.014(5) C18 0.027(5) 0.023(5) 0.031(5) 0.002(4) -0.017(5) 0.011(5) C19 0.019(4) 0.025(5) 0.009(4) -0.011(3) -0.006(3) 0.012(4) C20 0.025(5) 0.026(6) 0.045(6) 0.001(5) -0.008(5) -0.013(5) C21 0.059(7) 0.032(6) 0.022(5) 0.007(5) 0.005(5) 0.007(6) C22 0.031(4) 0.013(4) 0.025(4) 0.001(3) 0.000(3) 0.004(3) C23 0.049(7) 0.017(5) 0.041(6) 0.008(5) 0.022(6) 0.014(5) C24 0.047(7) 0.039(7) 0.037(6) 0.028(6) -0.013(6) -0.031(6) C25 0.038(6) 0.022(5) 0.036(6) 0.013(5) -0.006(5) 0.016(5) C26 0.027(5) 0.028(6) 0.029(5) 0.011(4) 0.011(4) 0.015(5) C27 0.043(6) 0.014(5) 0.026(5) -0.015(4) -0.002(5) -0.005(5) C29 0.049(7) 0.026(6) 0.037(6) 0.021(5) 0.005(5) 0.015(6) C30 0.085(11) 0.057(9) 0.039(7) 0.022(7) 0.010(8) -0.024(9) _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 C1 1.374(15) . ? O1 C4 1.395(13) . ? O2 C3 1.168(12) . ? O3 C3 1.353(12) . ? O3 C10 1.504(13) . ? O4 C9 1.396(13) . ? O5 C15 1.438(14) . ? O5 C14 1.468(12) . ? O6 C22 1.432(12) . ? O7 C26 1.310(12) . ? O7 C23 1.433(14) . ? O8 C26 1.209(13) . ? C1 C2 1.530(16) . ? C1 C10 1.539(15) . ? C2 C3 1.483(14) . ? C4 C29 1.491(18) . ? C4 C30 1.518(19) . ? C4 C5 1.588(15) . ? C5 C6 1.472(15) . ? C5 C10 1.562(14) . ? C6 C7 1.548(15) . ? C7 C8 1.523(14) . ? C8 C14 1.479(14) . ? C8 C9 1.552(14) . ? C9 C19 1.538(13) . ? C9 C11 1.581(15) . ? C10 C19 1.501(14) . ? C11 C12 1.474(15) . ? C12 C13 1.539(13) . ? C13 C14 1.533(16) . ? C13 C18 1.544(15) . ? C13 C17 1.588(14) . ? C14 C15 1.465(15) . ? C15 C16 1.484(14) . ? C16 C17 1.555(15) . ? C17 C20 1.511(16) . ? C20 C22 1.483(15) . ? C20 C21 1.557(16) . ? C22 C23 1.568(16) . ? C23 C24 1.470(16) . ? C24 C25 1.298(15) . ? C25 C27 1.463(14) . ? C25 C26 1.551(16) . ? 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 C1 O1 C4 108.1(8) . . ? C3 O3 C10 110.9(8) . . ? C15 O5 C14 60.5(7) . . ? C26 O7 C23 111.7(8) . . ? O1 C1 C2 108.9(10) . . ? O1 C1 C10 106.1(8) . . ? C2 C1 C10 103.6(9) . . ? C3 C2 C1 102.1(8) . . ? O2 C3 O3 120.5(10) . . ? O2 C3 C2 128.8(10) . . ? O3 C3 C2 110.6(7) . . ? O1 C4 C29 109.8(9) . . ? O1 C4 C30 108.3(10) . . ? C29 C4 C30 109.8(12) . . ? O1 C4 C5 106.0(9) . . ? C29 C4 C5 112.5(10) . . ? C30 C4 C5 110.4(10) . . ? C6 C5 C10 118.6(9) . . ? C6 C5 C4 115.8(10) . . ? C10 C5 C4 101.6(8) . . ? C5 C6 C7 114.4(10) . . ? C8 C7 C6 114.6(9) . . ? C14 C8 C7 112.5(8) . . ? C14 C8 C9 109.2(9) . . ? C7 C8 C9 112.2(9) . . ? O4 C9 C19 111.7(8) . . ? O4 C9 C8 108.4(9) . . ? C19 C9 C8 114.7(7) . . ? O4 C9 C11 106.8(9) . . ? C19 C9 C11 106.1(8) . . ? C8 C9 C11 108.8(9) . . ? C19 C10 O3 108.8(8) . . ? C19 C10 C1 116.0(8) . . ? O3 C10 C1 100.8(9) . . ? C19 C10 C5 119.7(9) . . ? O3 C10 C5 106.4(8) . . ? C1 C10 C5 103.3(8) . . ? C12 C11 C9 114.8(9) . . ? C11 C12 C13 112.5(9) . . ? C14 C13 C12 105.9(8) . . ? C14 C13 C18 106.0(9) . . ? C12 C13 C18 112.6(8) . . ? C14 C13 C17 104.8(8) . . ? C12 C13 C17 117.4(9) . . ? C18 C13 C17 109.2(9) . . ? O5 C14 C15 58.7(7) . . ? O5 C14 C8 116.2(9) . . ? C15 C14 C8 129.6(11) . . ? O5 C14 C13 111.7(8) . . ? C15 C14 C13 107.4(8) . . ? C8 C14 C13 118.5(9) . . ? O5 C15 C14 60.8(7) . . ? O5 C15 C16 112.1(9) . . ? C14 C15 C16 110.0(9) . . ? C15 C16 C17 106.4(8) . . ? C20 C17 C16 113.5(9) . . ? C20 C17 C13 119.1(10) . . ? C16 C17 C13 101.3(8) . . ? C10 C19 C9 119.1(8) . . ? C22 C20 C17 113.4(9) . . ? C22 C20 C21 111.6(9) . . ? C17 C20 C21 111.4(10) . . ? O6 C22 C20 108.9(8) . . ? O6 C22 C23 110.3(8) . . ? C20 C22 C23 116.6(9) . . ? O7 C23 C24 102.8(9) . . ? O7 C23 C22 111.5(10) . . ? C24 C23 C22 114.7(10) . . ? C25 C24 C23 113.5(12) . . ? C24 C25 C27 135.0(12) . . ? C24 C25 C26 104.2(10) . . ? C27 C25 C26 120.7(9) . . ? O8 C26 O7 127.4(11) . . ? O8 C26 C25 124.8(10) . . ? O7 C26 C25 107.8(9) . . ? _diffrn_measured_fraction_theta_max 0.978 _diffrn_reflns_theta_full 27.35 _diffrn_measured_fraction_theta_full 0.978 _refine_diff_density_max 0.215 _refine_diff_density_min -0.165 _refine_diff_density_rms 0.042 data_d4484 _database_code_depnum_ccdc_archive 'CCDC 257495' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety (C29H42O9)2,6H2O _chemical_formula_sum 'C58 H96 O24' _chemical_formula_weight 1177.38 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 triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 7.8780(16) _cell_length_b 10.483(2) _cell_length_c 18.484(4) _cell_angle_alpha 84.67(3) _cell_angle_beta 80.14(3) _cell_angle_gamma 89.66(3) _cell_volume 1497.4(5) _cell_formula_units_Z 1 _cell_measurement_temperature 296(1) _cell_measurement_reflns_used 4542 _cell_measurement_theta_min 2.34 _cell_measurement_theta_max 27.31 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.101 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 296(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotate anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'MAC DIP 2030K' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4542 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 27.31 _reflns_number_total 4542 _reflns_number_gt 4510 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'DENZO(Otwinowski & Minor,1996)' _computing_cell_refinement 'SCALE(Otwinowski & Minor,1996)' _computing_data_reduction 'SCALE(Otwinowski & Minor,1996)' _computing_structure_solution 'SHELXS-97(Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97(Sheldrick, 1997)' _computing_molecular_graphics 'ORTEPII(Johnson,1976) and PLUTON(Spek,1990)' _computing_publication_material 'SHELXL97(Sheldrick, 1997)' _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. Only the relative configuration can be deduced from the X-ray study, the absolute configuration cannot be determined. ; _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^)+(0.1240P)^2^+0.5049P] 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 0.0(14) _refine_ls_number_reflns 4542 _refine_ls_number_parameters 741 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.053 _refine_ls_R_factor_gt 0.052 _refine_ls_wR_factor_ref 0.051 _refine_ls_wR_factor_gt 0.050 _refine_ls_goodness_of_fit_ref 1.174 _refine_ls_restrained_S_all 1.173 _refine_ls_shift/su_max 0.050 _refine_ls_shift/su_mean 0.005 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 0.7957(9) 0.5532(7) 0.8791(3) 0.0545(14) Uani 1 1 d . . . H1A H 0.7587 0.6416 0.8694 0.065 Uiso 1 1 calc R . . C2 C 0.6952(10) 0.4573(8) 0.8466(3) 0.0630(17) Uani 1 1 d . . . H2A H 0.5778 0.4852 0.8460 0.076 Uiso 1 1 calc R . . H2B H 0.7498 0.4433 0.7969 0.076 Uiso 1 1 calc R . . C3 C 0.7002(10) 0.3396(8) 0.8981(4) 0.0641(16) Uani 1 1 d . . . C4 C 1.0729(8) 0.5345(7) 0.9128(3) 0.0537(13) Uani 1 1 d . . . C5 C 0.9389(7) 0.5347(6) 0.9861(3) 0.0452(11) Uani 1 1 d . . . H5A H 0.9640 0.4616 1.0195 0.054 Uiso 1 1 calc R . . C6 C 0.9373(8) 0.6550(6) 1.0270(3) 0.0506(12) Uani 1 1 d . . . H6A H 0.8789 0.7226 1.0017 0.061 Uiso 1 1 calc R . . H6B H 1.0552 0.6831 1.0251 0.061 Uiso 1 1 calc R . . C7 C 0.8472(8) 0.6348(6) 1.1091(3) 0.0503(12) Uani 1 1 d . . . H7A H 0.8832 0.5528 1.1300 0.060 Uiso 1 1 calc R . . H7B H 0.8891 0.7005 1.1354 0.060 Uiso 1 1 calc R . . C8 C 0.6495(7) 0.6375(5) 1.1241(3) 0.0390(10) Uani 1 1 d . . . H8A H 0.6202 0.7181 1.0980 0.047 Uiso 1 1 calc R . . C9 C 0.5632(7) 0.5330(5) 1.0895(3) 0.0399(10) Uani 1 1 d . . . C10 C 0.7676(8) 0.5068(5) 0.9616(3) 0.0453(11) Uani 1 1 d . . . C11 C 0.3690(8) 0.5368(6) 1.1134(3) 0.0486(12) Uani 1 1 d . . . H11A H 0.3266 0.6184 1.0949 0.058 Uiso 1 1 calc R . . H11B H 0.3159 0.4696 1.0920 0.058 Uiso 1 1 calc R . . C12 C 0.3163(8) 0.5192(6) 1.1979(3) 0.0479(12) Uani 1 1 d . . . H12A H 0.3603 0.4382 1.2164 0.057 Uiso 1 1 calc R . . H12B H 0.1916 0.5155 1.2104 0.057 Uiso 1 1 calc R . . C13 C 0.3840(7) 0.6279(5) 1.2365(3) 0.0418(10) Uani 1 1 d . . . C14 C 0.5825(7) 0.6533(4) 1.2074(3) 0.0391(10) Uani 1 1 d . . . C15 C 0.6719(8) 0.5729(5) 1.2633(3) 0.0433(11) Uani 1 1 d . . . H15A H 0.7893 0.6046 1.2620 0.052 Uiso 1 1 calc R . . C16 C 0.5584(7) 0.5930(5) 1.3364(3) 0.0417(10) Uani 1 1 d . . . H16A H 0.5784 0.6773 1.3512 0.050 Uiso 1 1 calc R . . H16B H 0.5810 0.5288 1.3747 0.050 Uiso 1 1 calc R . . C17 C 0.3718(7) 0.5802(5) 1.3220(3) 0.0412(10) Uani 1 1 d . . . H17A H 0.3446 0.4883 1.3272 0.049 Uiso 1 1 calc R . . C18 C 0.2841(9) 0.7507(6) 1.2206(3) 0.0539(13) Uani 1 1 d . . . H18A H 0.3299 0.8201 1.2420 0.081 Uiso 1 1 calc R . . H18B H 0.1646 0.7379 1.2417 0.081 Uiso 1 1 calc R . . H18C H 0.2953 0.7710 1.1683 0.081 Uiso 1 1 calc R . . C19 C 0.5991(7) 0.5556(5) 1.0039(3) 0.0437(11) Uani 1 1 d . . . H19A H 0.5049 0.5167 0.9859 0.052 Uiso 1 1 calc R . . H19B H 0.5945 0.6471 0.9907 0.052 Uiso 1 1 calc R . . C20 C 0.2333(8) 0.6425(5) 1.3763(3) 0.0459(11) Uani 1 1 d . . . H20A H 0.2417 0.7349 1.3619 0.055 Uiso 1 1 calc R . . C21 C 0.0514(9) 0.6014(7) 1.3688(4) 0.0580(14) Uani 1 1 d . . . H21A H -0.0315 0.6425 1.4032 0.087 Uiso 1 1 calc R . . H21B H 0.0395 0.5102 1.3791 0.087 Uiso 1 1 calc R . . H21C H 0.0322 0.6259 1.3195 0.087 Uiso 1 1 calc R . . C22 C 0.2627(8) 0.6236(5) 1.4573(3) 0.0463(11) Uani 1 1 d . . . H22A H 0.3756 0.6620 1.4577 0.056 Uiso 1 1 calc R . . C23 C 0.2702(8) 0.4847(6) 1.4914(3) 0.0501(12) Uani 1 1 d . . . H23A H 0.3588 0.4381 1.4607 0.060 Uiso 1 1 calc R . . C24 C 0.3083(10) 0.4791(7) 1.5687(3) 0.0594(15) Uani 1 1 d . . . H24A H 0.4063 0.5135 1.5817 0.071 Uiso 1 1 calc R . . C25 C 0.1824(11) 0.4181(7) 1.6157(4) 0.0680(19) Uani 1 1 d . . . C26 C 0.0562(11) 0.3776(7) 1.5726(4) 0.0660(17) Uani 1 1 d . . . C27 C 0.162(2) 0.3943(12) 1.6983(5) 0.109(4) Uani 1 1 d . . . H27A H 0.0576 0.3465 1.7169 0.163 Uiso 1 1 calc R . . H27B H 0.1568 0.4748 1.7194 0.163 Uiso 1 1 calc R . . H27C H 0.2585 0.3465 1.7112 0.163 Uiso 1 1 calc R . . C29 C 1.1778(11) 0.4137(9) 0.9103(4) 0.0725(19) Uani 1 1 d . . . H29A H 1.2574 0.4171 0.8646 0.109 Uiso 1 1 calc R . . H29B H 1.1023 0.3409 0.9140 0.109 Uiso 1 1 calc R . . H29C H 1.2403 0.4062 0.9507 0.109 Uiso 1 1 calc R . . C30 C 1.1909(13) 0.6517(10) 0.8950(5) 0.085(3) Uani 1 1 d . . . H30A H 1.2681 0.6442 0.8494 0.128 Uiso 1 1 calc R . . H30B H 1.2563 0.6575 0.9339 0.128 Uiso 1 1 calc R . . H30C H 1.1228 0.7274 0.8905 0.128 Uiso 1 1 calc R . . O31 O 0.6612(11) 0.2275(7) 0.8909(4) 0.096(2) Uani 1 1 d . . . O32 O 0.7481(6) 0.3665(4) 0.9609(2) 0.0511(9) Uani 1 1 d . . . O33 O 0.9718(7) 0.5361(6) 0.8538(2) 0.0709(14) Uani 1 1 d . . . O34 O 0.6259(6) 0.4073(4) 1.1093(2) 0.0481(9) Uani 1 1 d . . . H34A H 0.6512 0.4045 1.1508 0.072 Uiso 1 1 calc R . . O35 O 0.6277(5) 0.7829(3) 1.2187(2) 0.0462(8) Uani 1 1 d . . . H35A H 0.6181 0.8534 1.1810 0.069 Uiso 1 1 calc R . . O36 O 0.6731(6) 0.4409(4) 1.2477(2) 0.0519(9) Uani 1 1 d . . . H36A H 0.6517 0.3948 1.2863 0.078 Uiso 1 1 calc R . . O37 O 0.1413(7) 0.6936(5) 1.5035(2) 0.0592(11) Uani 1 1 d . . . H37A H 0.0390 0.6787 1.5065 0.089 Uiso 1 1 calc R . . O38 O -0.0778(9) 0.3174(7) 1.5926(4) 0.101(2) Uani 1 1 d . . . O39 O 0.1080(7) 0.4176(4) 1.5009(3) 0.0585(10) Uani 1 1 d . . . C1' C 0.4573(8) 0.9217(7) 0.7081(3) 0.0562(14) Uani 1 1 d . . . H1'A H 0.4937 1.0072 0.7172 0.067 Uiso 1 1 calc R . . C2' C 0.5566(10) 0.8145(8) 0.7427(3) 0.0658(18) Uani 1 1 d . . . H2'A H 0.6725 0.8422 0.7453 0.079 Uiso 1 1 calc R . . H2'B H 0.4982 0.7847 0.7919 0.079 Uiso 1 1 calc R . . C3' C 0.5589(11) 0.7139(8) 0.6918(4) 0.071(2) Uani 1 1 d . . . C4' C 0.1792(8) 0.9089(6) 0.6739(3) 0.0507(13) Uani 1 1 d . . . C5' C 0.3162(7) 0.9332(5) 0.6012(3) 0.0429(11) Uani 1 1 d . . . H5'A H 0.2942 0.8711 0.5673 0.052 Uiso 1 1 calc R . . C6' C 0.3167(8) 1.0675(5) 0.5607(3) 0.0474(12) Uani 1 1 d . . . H6'A H 0.3737 1.1262 0.5865 0.057 Uiso 1 1 calc R . . H6'B H 0.1985 1.0952 0.5625 0.057 Uiso 1 1 calc R . . C7' C 0.4079(7) 1.0761(6) 0.4784(3) 0.0480(12) Uani 1 1 d . . . H7'A H 0.3733 1.0020 0.4565 0.058 Uiso 1 1 calc R . . H7'B H 0.3658 1.1514 0.4526 0.058 Uiso 1 1 calc R . . C8' C 0.6053(7) 1.0830(5) 0.4647(2) 0.0388(10) Uani 1 1 d . . . H8'A H 0.6338 1.1547 0.4911 0.047 Uiso 1 1 calc R . . C9' C 0.6933(7) 0.9649(5) 0.4987(3) 0.0394(10) Uani 1 1 d . . . C10' C 0.4868(8) 0.8995(5) 0.6260(3) 0.0443(11) Uani 1 1 d . . . C11' C 0.8880(7) 0.9745(6) 0.4752(3) 0.0476(12) Uani 1 1 d . . . H11C H 0.9408 0.8993 0.4963 0.057 Uiso 1 1 calc R . . H11D H 0.9306 1.0491 0.4941 0.057 Uiso 1 1 calc R . . C12' C 0.9400(8) 0.9852(6) 0.3909(3) 0.0472(12) Uani 1 1 d . . . H12C H 1.0647 0.9839 0.3784 0.057 Uiso 1 1 calc R . . H12D H 0.8954 0.9110 0.3722 0.057 Uiso 1 1 calc R . . C13' C 0.8739(7) 1.1073(5) 0.3524(3) 0.0395(10) Uani 1 1 d . . . C14' C 0.6746(7) 1.1247(4) 0.3811(2) 0.0369(9) Uani 1 1 d . . . C15' C 0.5866(7) 1.0644(5) 0.3246(3) 0.0414(10) Uani 1 1 d . . . H15B H 0.4695 1.0970 0.3255 0.050 Uiso 1 1 calc R . . C16' C 0.7009(7) 1.1064(5) 0.2515(3) 0.0392(10) Uani 1 1 d . . . H16C H 0.6801 1.1951 0.2358 0.047 Uiso 1 1 calc R . . H16D H 0.6798 1.0535 0.2135 0.047 Uiso 1 1 calc R . . C17' C 0.8870(7) 1.0892(5) 0.2666(3) 0.0397(10) Uani 1 1 d . . . H17B H 0.9165 0.9994 0.2608 0.048 Uiso 1 1 calc R . . C18' C 0.9728(8) 1.2241(6) 0.3691(3) 0.0490(12) Uani 1 1 d . . . H18D H 0.9307 1.3007 0.3458 0.074 Uiso 1 1 calc R . . H18E H 1.0933 1.2155 0.3504 0.074 Uiso 1 1 calc R . . H18F H 0.9561 1.2290 0.4214 0.074 Uiso 1 1 calc R . . C19' C 0.6533(7) 0.9617(5) 0.5838(3) 0.0444(11) Uani 1 1 d . . . H19C H 0.7479 0.9184 0.6029 0.053 Uiso 1 1 calc R . . H19D H 0.6548 1.0495 0.5962 0.053 Uiso 1 1 calc R . . C20' C 1.0254(7) 1.1707(5) 0.2131(3) 0.0449(11) Uani 1 1 d . . . H20B H 1.0159 1.2581 0.2280 0.054 Uiso 1 1 calc R . . C21' C 1.2066(9) 1.1246(7) 0.2213(3) 0.0574(14) Uani 1 1 d . . . H21D H 1.2906 1.1771 0.1880 0.086 Uiso 1 1 calc R . . H21E H 1.2190 1.0371 0.2100 0.086 Uiso 1 1 calc R . . H21F H 1.2239 1.1308 0.2711 0.086 Uiso 1 1 calc R . . C22' C 0.9973(8) 1.1788(5) 0.1315(3) 0.0461(11) Uani 1 1 d . . . H22B H 0.8843 1.2182 0.1309 0.055 Uiso 1 1 calc R . . C23' C 0.9911(8) 1.0533(6) 0.0963(3) 0.0488(12) Uani 1 1 d . . . H23B H 0.8987 0.9985 0.1252 0.059 Uiso 1 1 calc R . . C24' C 0.9616(10) 1.0755(7) 0.0181(4) 0.0627(16) Uani 1 1 d . . . H24B H 0.8655 1.1153 0.0035 0.075 Uiso 1 1 calc R . . C25' C 1.0929(11) 1.0300(8) -0.0276(4) 0.0647(17) Uani 1 1 d . . . C26' C 1.2102(10) 0.9697(7) 0.0182(4) 0.0599(15) Uani 1 1 d . . . C27' C 1.1285(18) 1.0346(12) -0.1098(5) 0.103(4) Uani 1 1 d . . . H27D H 1.0430 1.0857 -0.1297 0.154 Uiso 1 1 calc R . . H27E H 1.1249 0.9493 -0.1244 0.154 Uiso 1 1 calc R . . H27F H 1.2405 1.0717 -0.1280 0.154 Uiso 1 1 calc R . . C29' C 0.0804(11) 0.7844(8) 0.6777(4) 0.0688(18) Uani 1 1 d . . . H29D H 0.1601 0.7158 0.6680 0.103 Uiso 1 1 calc R . . H29E H 0.0060 0.7912 0.6415 0.103 Uiso 1 1 calc R . . H29F H 0.0126 0.7671 0.7259 0.103 Uiso 1 1 calc R . . C30' C 0.0531(11) 1.0162(9) 0.6905(4) 0.072(2) Uani 1 1 d . . . H30D H 0.1150 1.0958 0.6867 0.108 Uiso 1 1 calc R . . H30E H -0.0109 0.9993 0.7395 0.108 Uiso 1 1 calc R . . H30F H -0.0249 1.0217 0.6557 0.108 Uiso 1 1 calc R . . O31' O 0.6013(13) 0.6011(7) 0.6989(5) 0.112(3) Uani 1 1 d . . . O32' O 0.5087(6) 0.7589(4) 0.6282(2) 0.0540(9) Uani 1 1 d . . . O33' O 0.2795(7) 0.8965(7) 0.7341(2) 0.0738(15) Uani 1 1 d . . . O34' O 0.6304(6) 0.8462(3) 0.47960(19) 0.0473(9) Uani 1 1 d . . . H34B H 0.6083 0.8563 0.4375 0.071 Uiso 1 1 calc R . . O35' O 0.6294(6) 1.2580(3) 0.3700(2) 0.0460(8) Uani 1 1 d . . . H35B H 0.6619 1.3050 0.3300 0.067 Uiso 1 1 calc R . . O36' O 0.5846(6) 0.9266(4) 0.3402(2) 0.0499(9) Uani 1 1 d . . . H36B H 0.6207 0.8927 0.3028 0.075 Uiso 1 1 calc R . . O37' O 1.1190(6) 1.2653(4) 0.0873(2) 0.0577(11) Uani 1 1 d . . . H37B H 1.2395 1.2303 0.0822 0.087 Uiso 1 1 calc R . . O38' O 1.3416(8) 0.9113(7) 0.0006(4) 0.0866(18) Uani 1 1 d . . . O39' O 1.1519(6) 0.9841(4) 0.0894(2) 0.0562(10) Uani 1 1 d . . . OW1 O 0.4797(7) 0.2041(5) 0.0567(3) 0.0649(12) Uani 1 1 d . . . HW1A H 0.4950 0.2150 0.0060 0.042 Uiso 1 1 calc R . . HW1B H 0.5600 0.2220 0.0780 0.042 Uiso 1 1 calc R . . OW2 O 0.7810(7) 0.6289(5) 0.5337(3) 0.0655(12) Uani 1 1 d . . . HW2A H 0.7500 0.6090 0.5820 0.042 Uiso 1 1 calc R . . HW2B H 0.7510 0.5690 0.5090 0.042 Uiso 1 1 calc R . . OW3 O 0.6882(7) 0.3896(5) 0.4899(3) 0.0665(12) Uani 1 1 d . . . HW3A H 0.6820 0.3360 0.4620 0.042 Uiso 1 1 calc R . . HW3B H 0.7210 0.3560 0.5230 0.042 Uiso 1 1 calc R . . OW4 O 0.5785(8) 0.9551(5) 0.0993(3) 0.0681(12) Uani 1 1 d . . . HW4A H 0.5170 0.9270 0.0740 0.042 Uiso 1 1 calc R . . HW4B H 0.5730 1.0370 0.0950 0.042 Uiso 1 1 calc R . . OW5 O 0.675(2) 0.910(2) 0.8980(12) 0.101(9) Uani 1 1 d . . . HW5A H 0.6520 0.9350 0.9460 0.042 Uiso 1 1 calc R . . HW5B H 0.6100 0.8330 0.8990 0.042 Uiso 1 1 calc R . . OW6 O 0.611(5) 0.239(5) 0.707(3) 0.097(4) Uani 1 1 d . . . HW6A H 0.6830 0.1880 0.7200 0.042 Uiso 1 1 calc R . . HW6B H 0.5050 0.2440 0.7370 0.042 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 C1 0.055(4) 0.068(4) 0.038(3) 0.004(2) -0.007(2) -0.001(3) C2 0.064(4) 0.090(5) 0.036(3) -0.009(3) -0.011(2) -0.005(3) C3 0.068(4) 0.073(4) 0.053(3) -0.009(3) -0.013(3) -0.006(3) C4 0.048(3) 0.073(4) 0.038(3) 0.002(2) -0.004(2) -0.012(3) C5 0.046(3) 0.053(3) 0.035(2) -0.0006(19) -0.0040(19) -0.004(2) C6 0.048(3) 0.059(3) 0.044(3) -0.006(2) -0.006(2) -0.009(2) C7 0.052(3) 0.062(3) 0.037(2) -0.006(2) -0.008(2) -0.007(2) C8 0.048(3) 0.036(2) 0.034(2) -0.0015(16) -0.0098(18) -0.0048(18) C9 0.048(3) 0.039(2) 0.033(2) -0.0019(17) -0.0096(19) 0.0018(19) C10 0.055(3) 0.046(3) 0.035(2) 0.0018(19) -0.012(2) -0.003(2) C11 0.049(3) 0.062(3) 0.036(2) -0.004(2) -0.011(2) -0.004(2) C12 0.049(3) 0.058(3) 0.038(2) -0.007(2) -0.009(2) -0.006(2) C13 0.046(3) 0.042(2) 0.037(2) -0.0035(18) -0.0086(19) 0.0025(19) C14 0.052(3) 0.034(2) 0.031(2) 0.0005(16) -0.0106(18) -0.0003(18) C15 0.051(3) 0.042(2) 0.038(2) -0.0024(18) -0.010(2) 0.005(2) C16 0.050(3) 0.044(2) 0.032(2) -0.0032(17) -0.0096(18) 0.007(2) C17 0.051(3) 0.038(2) 0.035(2) -0.0040(17) -0.0079(19) 0.0025(19) C18 0.060(4) 0.053(3) 0.046(3) 0.003(2) -0.009(2) 0.011(3) C19 0.048(3) 0.048(3) 0.035(2) -0.0007(18) -0.0086(19) -0.003(2) C20 0.055(3) 0.039(2) 0.044(3) -0.0042(19) -0.009(2) 0.003(2) C21 0.049(3) 0.078(4) 0.047(3) -0.003(3) -0.010(2) 0.002(3) C22 0.053(3) 0.052(3) 0.036(2) -0.012(2) -0.007(2) 0.004(2) C23 0.060(4) 0.050(3) 0.041(3) -0.008(2) -0.009(2) 0.004(2) C24 0.071(4) 0.068(4) 0.044(3) -0.005(2) -0.019(3) 0.003(3) C25 0.093(6) 0.068(4) 0.038(3) -0.001(3) 0.003(3) 0.012(4) C26 0.075(5) 0.051(3) 0.067(4) 0.004(3) -0.002(3) 0.006(3) C27 0.173(12) 0.105(7) 0.040(4) 0.002(4) -0.001(5) -0.003(7) C29 0.072(5) 0.088(5) 0.053(4) -0.013(3) 0.005(3) 0.004(4) C30 0.083(6) 0.096(6) 0.067(5) 0.003(4) 0.010(4) -0.035(5) O31 0.130(6) 0.081(4) 0.085(4) -0.022(3) -0.029(4) -0.026(4) O32 0.063(3) 0.049(2) 0.0407(19) -0.0041(15) -0.0061(16) -0.0021(17) O33 0.057(3) 0.120(4) 0.033(2) 0.000(2) -0.0039(17) -0.006(3) O34 0.067(3) 0.0395(18) 0.0388(18) -0.0021(14) -0.0125(16) 0.0040(16) O35 0.061(2) 0.0378(17) 0.0415(18) -0.0065(14) -0.0113(16) -0.0017(15) O36 0.077(3) 0.044(2) 0.0350(18) -0.0041(14) -0.0113(17) 0.0128(18) O37 0.069(3) 0.058(2) 0.051(2) -0.0201(18) -0.0022(19) 0.010(2) O38 0.077(4) 0.100(5) 0.113(5) 0.041(4) -0.008(4) -0.024(3) O39 0.067(3) 0.051(2) 0.058(2) 0.0019(18) -0.015(2) -0.0053(19) C1' 0.054(4) 0.082(4) 0.031(2) -0.001(2) -0.005(2) -0.006(3) C2' 0.061(4) 0.094(5) 0.038(3) 0.014(3) -0.009(2) -0.003(3) C3' 0.075(5) 0.079(5) 0.054(4) 0.026(3) -0.013(3) 0.005(4) C4' 0.046(3) 0.071(4) 0.033(2) -0.005(2) -0.004(2) 0.000(3) C5' 0.045(3) 0.050(3) 0.034(2) -0.0030(19) -0.0081(19) -0.003(2) C6' 0.048(3) 0.054(3) 0.038(2) 0.001(2) -0.005(2) 0.008(2) C7' 0.047(3) 0.063(3) 0.032(2) 0.006(2) -0.0070(19) 0.005(2) C8' 0.046(3) 0.042(2) 0.028(2) -0.0005(16) -0.0083(17) 0.0017(19) C9' 0.048(3) 0.039(2) 0.031(2) -0.0006(16) -0.0087(18) 0.0033(19) C10' 0.053(3) 0.049(3) 0.031(2) 0.0009(18) -0.0097(19) 0.005(2) C11' 0.048(3) 0.060(3) 0.034(2) 0.002(2) -0.0071(19) 0.006(2) C12' 0.052(3) 0.054(3) 0.034(2) 0.000(2) -0.006(2) 0.011(2) C13' 0.049(3) 0.039(2) 0.032(2) -0.0011(16) -0.0101(18) -0.0044(18) C14' 0.048(3) 0.035(2) 0.0281(19) -0.0027(15) -0.0072(17) 0.0012(18) C15' 0.051(3) 0.044(2) 0.030(2) 0.0006(17) -0.0104(19) -0.005(2) C16' 0.048(3) 0.041(2) 0.029(2) -0.0026(16) -0.0082(18) -0.0038(19) C17' 0.050(3) 0.039(2) 0.030(2) -0.0032(16) -0.0075(18) 0.0021(19) C18' 0.052(3) 0.057(3) 0.040(3) -0.013(2) -0.008(2) -0.011(2) C19' 0.050(3) 0.050(3) 0.033(2) 0.0000(19) -0.0105(19) 0.004(2) C20' 0.051(3) 0.047(3) 0.037(2) -0.0028(19) -0.008(2) -0.003(2) C21' 0.050(3) 0.076(4) 0.045(3) 0.001(3) -0.008(2) 0.003(3) C22' 0.057(3) 0.044(3) 0.036(2) 0.0011(19) -0.007(2) -0.002(2) C23' 0.052(3) 0.058(3) 0.036(2) -0.004(2) -0.005(2) -0.003(2) C24' 0.076(5) 0.071(4) 0.048(3) -0.016(3) -0.022(3) 0.009(3) C25' 0.077(5) 0.072(4) 0.047(3) -0.015(3) -0.010(3) -0.001(3) C26' 0.070(4) 0.056(3) 0.057(3) -0.020(3) -0.011(3) 0.003(3) C27' 0.147(10) 0.118(8) 0.044(4) -0.025(4) -0.010(5) 0.020(7) C29' 0.072(5) 0.072(4) 0.055(4) 0.001(3) 0.005(3) -0.010(3) C30' 0.070(5) 0.083(5) 0.056(4) -0.006(3) 0.010(3) 0.018(4) O31' 0.147(7) 0.086(4) 0.097(5) 0.032(4) -0.029(5) 0.025(4) O32' 0.060(3) 0.055(2) 0.044(2) 0.0049(16) -0.0063(17) 0.0040(18) O33' 0.054(3) 0.136(5) 0.0290(19) -0.001(2) -0.0038(16) 0.000(3) O34' 0.068(3) 0.0397(18) 0.0342(17) -0.0002(13) -0.0095(15) -0.0014(16) O35' 0.066(2) 0.0362(17) 0.0348(17) 0.0028(13) -0.0105(15) 0.0046(16) O36' 0.073(3) 0.0438(19) 0.0338(17) -0.0013(14) -0.0128(16) -0.0125(17) O37' 0.072(3) 0.057(2) 0.039(2) 0.0081(16) -0.0039(18) -0.012(2) O38' 0.073(4) 0.105(5) 0.088(4) -0.047(3) -0.014(3) 0.020(3) O39' 0.070(3) 0.054(2) 0.047(2) -0.0094(17) -0.0157(19) 0.008(2) OW1 0.069(3) 0.053(2) 0.067(3) 0.000(2) 0.000(2) -0.009(2) OW2 0.072(3) 0.054(2) 0.066(3) -0.004(2) -0.001(2) 0.007(2) OW3 0.077(3) 0.060(3) 0.067(3) -0.020(2) -0.018(2) 0.007(2) OW4 0.084(4) 0.057(3) 0.065(3) 0.010(2) -0.026(2) 0.002(2) OW5 0.083(16) 0.13(2) 0.10(2) -0.066(17) 0.006(14) -0.001(15) OW6 0.09(3) 0.12(3) 0.07(2) -0.04(2) 0.018(14) -0.07(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 C1 O33 1.402(8) . ? C1 C2 1.511(10) . ? C1 C10 1.537(7) . ? C1 H1A 0.9800 . ? C2 C3 1.491(11) . ? C2 H2A 0.9700 . ? C2 H2B 0.9700 . ? C3 O31 1.241(10) . ? C3 O32 1.335(8) . ? C4 O33 1.455(8) . ? C4 C30 1.522(10) . ? C4 C29 1.507(11) . ? C4 C5 1.569(8) . ? C5 C6 1.528(8) . ? C5 C10 1.533(8) . ? C5 H5A 0.9800 . ? C6 C7 1.558(8) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C7 C8 1.535(8) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.537(7) . ? C8 C14 1.563(7) . ? C8 H8A 0.9800 . ? C9 O34 1.442(6) . ? C9 C11 1.519(8) . ? C9 C19 1.554(6) . ? C10 O32 1.481(7) . ? C10 C19 1.531(8) . ? C11 C12 1.540(7) . ? C11 H11A 0.9700 . ? C11 H11B 0.9700 . ? C12 C13 1.543(7) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C13 C18 1.536(7) . ? C13 C14 1.580(8) . ? C13 C17 1.600(7) . ? C14 O35 1.450(6) . ? C14 C15 1.535(7) . ? C15 O36 1.439(6) . ? C15 C16 1.518(7) . ? C15 H15A 0.9800 . ? C16 C17 1.547(8) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 C20 1.536(7) . ? C17 H17A 0.9800 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C20 C21 1.531(9) . ? C20 C22 1.549(7) . ? C20 H20A 0.9800 . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 O37 1.418(7) . ? C22 C23 1.537(8) . ? C22 H22A 0.9800 . ? C23 O39 1.438(8) . ? C23 C24 1.505(8) . ? C23 H23A 0.9800 . ? C24 C25 1.325(11) . ? C24 H24A 0.9300 . ? C25 C26 1.465(13) . ? C25 C27 1.504(10) . ? C26 O38 1.217(10) . ? C26 O39 1.346(9) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? O34 H34A 0.8320 . ? O35 H35A 0.9790 . ? O36 H36A 0.8170 . ? O37 H37A 0.8550 . ? C1' O33' 1.419(8) . ? C1' C2' 1.519(10) . ? C1' C10' 1.535(7) . ? C1' H1'A 0.9800 . ? C2' C3' 1.476(13) . ? C2' H2'A 0.9700 . ? C2' H2'B 0.9700 . ? C3' O31' 1.227(11) . ? C3' O32' 1.347(8) . ? C4' O33' 1.466(7) . ? C4' C30' 1.514(10) . ? C4' C29' 1.514(10) . ? C4' C5' 1.575(8) . ? C5' C10' 1.522(7) . ? C5' C6' 1.532(7) . ? C5' H5'A 0.9800 . ? C6' C7' 1.561(7) . ? C6' H6'A 0.9700 . ? C6' H6'B 0.9700 . ? C7' C8' 1.534(8) . ? C7' H7'A 0.9700 . ? C7' H7'B 0.9700 . ? C8' C9' 1.550(6) . ? C8' C14' 1.571(6) . ? C8' H8'A 0.9800 . ? C9' O34' 1.437(6) . ? C9' C11' 1.523(8) . ? C9' C19' 1.548(6) . ? C10' O32' 1.481(7) . ? C10' C19' 1.523(8) . ? C11' C12' 1.536(7) . ? C11' H11C 0.9700 . ? C11' H11D 0.9700 . ? C12' C13' 1.539(7) . ? C12' H12C 0.9700 . ? C12' H12D 0.9700 . ? C13' C18' 1.538(7) . ? C13' C14' 1.584(7) . ? C13' C17' 1.600(6) . ? C14' O35' 1.451(6) . ? C14' C15' 1.532(6) . ? C15' O36' 1.446(6) . ? C15' C16' 1.519(7) . ? C15' H15B 0.9800 . ? C16' C17' 1.545(8) . ? C16' H16C 0.9700 . ? C16' H16D 0.9700 . ? C17' C20' 1.543(7) . ? C17' H17B 0.9800 . ? C18' H18D 0.9600 . ? C18' H18E 0.9600 . ? C18' H18F 0.9600 . ? C19' H19C 0.9700 . ? C19' H19D 0.9700 . ? C20' C21' 1.533(8) . ? C20' C22' 1.557(7) . ? C20' H20B 0.9800 . ? C21' H21D 0.9600 . ? C21' H21E 0.9600 . ? C21' H21F 0.9600 . ? C22' O37' 1.419(7) . ? C22' C23' 1.524(8) . ? C22' H22B 0.9800 . ? C23' O39' 1.449(8) . ? C23' C24' 1.501(8) . ? C23' H23B 0.9800 . ? C24' C25' 1.335(11) . ? C24' H24B 0.9300 . ? C25' C27' 1.492(10) . ? C25' C26' 1.460(11) . ? C26' O38' 1.211(9) . ? C26' O39' 1.339(8) . ? C27' H27D 0.9600 . ? C27' H27E 0.9600 . ? C27' H27F 0.9600 . ? C29' H29D 0.9600 . ? C29' H29E 0.9600 . ? C29' H29F 0.9600 . ? C30' H30D 0.9600 . ? C30' H30E 0.9600 . ? C30' H30F 0.9600 . ? O34' H34B 0.8230 . ? O35' H35B 0.9260 . ? O36' H36B 0.8140 . ? O37' H37B 1.0080 . ? OW1 HW1A 0.9210 . ? OW1 HW1B 0.8310 . ? OW2 HW2A 0.8900 . ? OW2 HW2B 0.8660 . ? OW3 HW3A 0.7990 . ? OW3 HW3B 0.7600 . ? OW4 HW4A 0.8030 . ? OW4 HW4A 0.8560 . ? OW5 HW5A 0.9360 . ? OW5 HW5B 0.9560 . ? OW6 HW6A 0.8270 . ? OW6 HW6B 0.9240 . ? 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 O33 C1 C2 108.5(6) . . ? O33 C1 C10 105.1(5) . . ? C2 C1 C10 103.6(5) . . ? O33 C1 H1A 113.0 . . ? C2 C1 H1A 113.0 . . ? C10 C1 H1A 113.0 . . ? C3 C2 C1 102.6(5) . . ? C3 C2 H2A 111.2 . . ? C1 C2 H2A 111.2 . . ? C3 C2 H2B 111.2 . . ? C1 C2 H2B 111.2 . . ? H2A C2 H2B 109.2 . . ? O31 C3 O32 119.0(7) . . ? O31 C3 C2 129.4(7) . . ? O32 C3 C2 111.5(6) . . ? O33 C4 C30 106.3(6) . . ? O33 C4 C29 107.1(6) . . ? C30 C4 C29 110.3(7) . . ? O33 C4 C5 105.8(5) . . ? C30 C4 C5 114.8(6) . . ? C29 C4 C5 112.1(5) . . ? C6 C5 C10 113.9(5) . . ? C6 C5 C4 116.0(5) . . ? C10 C5 C4 103.1(4) . . ? C6 C5 H5A 107.8 . . ? C10 C5 H5A 107.8 . . ? C4 C5 H5A 107.8 . . ? C5 C6 C7 113.5(5) . . ? C5 C6 H6A 108.9 . . ? C7 C6 H6A 108.9 . . ? C5 C6 H6B 108.9 . . ? C7 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C8 C7 C6 117.0(5) . . ? C8 C7 H7A 108.1 . . ? C6 C7 H7A 108.1 . . ? C8 C7 H7B 108.1 . . ? C6 C7 H7B 108.1 . . ? H7A C7 H7B 107.3 . . ? C9 C8 C7 114.2(4) . . ? C9 C8 C14 117.1(4) . . ? C7 C8 C14 110.2(4) . . ? C9 C8 H8A 104.6 . . ? C7 C8 H8A 104.6 . . ? C14 C8 H8A 104.6 . . ? O34 C9 C11 109.9(4) . . ? O34 C9 C8 111.7(4) . . ? C11 C9 C8 109.8(4) . . ? O34 C9 C19 107.3(4) . . ? C11 C9 C19 106.9(4) . . ? C8 C9 C19 111.1(4) . . ? O32 C10 C19 107.3(5) . . ? O32 C10 C1 102.3(4) . . ? C19 C10 C1 112.5(5) . . ? O32 C10 C5 108.8(5) . . ? C19 C10 C5 119.8(5) . . ? C1 C10 C5 104.8(5) . . ? C12 C11 C9 112.0(4) . . ? C12 C11 H11A 109.2 . . ? C9 C11 H11A 109.2 . . ? C12 C11 H11B 109.2 . . ? C9 C11 H11B 109.2 . . ? H11A C11 H11B 107.9 . . ? C11 C12 C13 112.9(5) . . ? C11 C12 H12A 109.0 . . ? C13 C12 H12A 109.0 . . ? C11 C12 H12B 109.0 . . ? C13 C12 H12B 109.0 . . ? H12A C12 H12B 107.8 . . ? C18 C13 C12 108.9(5) . . ? C18 C13 C14 109.2(4) . . ? C12 C13 C14 110.8(4) . . ? C18 C13 C17 114.9(4) . . ? C12 C13 C17 108.2(4) . . ? C14 C13 C17 104.7(4) . . ? O35 C14 C15 102.2(4) . . ? O35 C14 C13 109.9(4) . . ? C15 C14 C13 104.2(4) . . ? O35 C14 C8 106.1(4) . . ? C15 C14 C8 116.5(4) . . ? C13 C14 C8 117.0(4) . . ? O36 C15 C14 109.2(4) . . ? O36 C15 C16 111.9(4) . . ? C14 C15 C16 102.7(4) . . ? O36 C15 H15A 110.9 . . ? C14 C15 H15A 110.9 . . ? C16 C15 H15A 110.9 . . ? C15 C16 C17 105.0(4) . . ? C15 C16 H16A 110.8 . . ? C17 C16 H16A 110.8 . . ? C15 C16 H16B 110.8 . . ? C17 C16 H16B 110.8 . . ? H16A C16 H16B 108.8 . . ? C16 C17 C20 115.3(4) . . ? C16 C17 C13 104.2(4) . . ? C20 C17 C13 116.7(4) . . ? C16 C17 H17A 106.7 . . ? C20 C17 H17A 106.7 . . ? C13 C17 H17A 106.7 . . ? 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 C9 118.9(4) . . ? C10 C19 H19A 107.6 . . ? C9 C19 H19A 107.6 . . ? C10 C19 H19B 107.6 . . ? C9 C19 H19B 107.6 . . ? H19A C19 H19B 107.0 . . ? C21 C20 C17 111.8(5) . . ? C21 C20 C22 111.8(5) . . ? C17 C20 C22 113.6(4) . . ? C21 C20 H20A 106.3 . . ? C17 C20 H20A 106.3 . . ? C22 C20 H20A 106.3 . . ? 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 . . ? O37 C22 C23 110.0(5) . . ? O37 C22 C20 111.1(5) . . ? C23 C22 C20 116.8(4) . . ? O37 C22 H22A 106.1 . . ? C23 C22 H22A 106.1 . . ? C20 C22 H22A 106.1 . . ? O39 C23 C24 103.1(5) . . ? O39 C23 C22 113.1(5) . . ? C24 C23 C22 111.6(5) . . ? O39 C23 H23A 109.6 . . ? C24 C23 H23A 109.6 . . ? C22 C23 H23A 109.6 . . ? C25 C24 C23 110.3(7) . . ? C25 C24 H24A 124.8 . . ? C23 C24 H24A 124.9 . . ? C24 C25 C26 107.1(6) . . ? C24 C25 C27 128.9(9) . . ? C26 C25 C27 123.9(8) . . ? O38 C26 O39 120.5(8) . . ? O38 C26 C25 129.9(8) . . ? O39 C26 C25 109.6(6) . . ? 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 . . ? C4 C29 H29A 109.5 . . ? C4 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C4 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C4 C30 H30A 109.5 . . ? C4 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C4 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C3 O32 C10 110.2(5) . . ? C1 O33 C4 112.4(5) . . ? C9 O34 H34A 109.5 . . ? C14 O35 H35A 109.5 . . ? C15 O36 H36A 109.5 . . ? C22 O37 H37A 109.5 . . ? C26 O39 C23 109.8(5) . . ? O33' C1' C2' 107.3(6) . . ? O33' C1' C10' 105.4(5) . . ? C2' C1' C10' 104.0(5) . . ? O33' C1' H1'A 113.1 . . ? C2' C1' H1'A 113.1 . . ? C10' C1' H1'A 113.1 . . ? C3' C2' C1' 103.0(5) . . ? C3' C2' H2'A 111.2 . . ? C1' C2' H2'A 111.2 . . ? C3' C2' H2'B 111.2 . . ? C1' C2' H2'B 111.2 . . ? H2'A C2' H2'B 109.1 . . ? O31' C3' O32' 118.3(8) . . ? O31' C3' C2' 129.9(7) . . ? O32' C3' C2' 111.8(6) . . ? O33' C4' C30' 106.2(6) . . ? O33' C4' C29' 106.9(6) . . ? C30' C4' C29' 109.2(6) . . ? O33' C4' C5' 105.3(5) . . ? C30' C4' C5' 115.9(5) . . ? C29' C4' C5' 112.7(5) . . ? C10' C5' C6' 113.0(5) . . ? C10' C5' C4' 103.9(4) . . ? C6' C5' C4' 115.7(5) . . ? C10' C5' H5'A 108.0 . . ? C6' C5' H5'A 108.0 . . ? C4' C5' H5'A 108.0 . . ? C5' C6' C7' 114.1(5) . . ? C5' C6' H6'A 108.7 . . ? C7' C6' H6'A 108.7 . . ? C5' C6' H6'B 108.7 . . ? C7' C6' H6'B 108.7 . . ? H6'A C6' H6'B 107.6 . . ? C8' C7' C6' 116.3(4) . . ? C8' C7' H7'A 108.2 . . ? C6' C7' H7'A 108.2 . . ? C8' C7' H7'B 108.2 . . ? C6' C7' H7'B 108.2 . . ? H7'A C7' H7'B 107.4 . . ? C7' C8' C9' 114.6(4) . . ? C7' C8' C14' 109.9(4) . . ? C9' C8' C14' 115.8(4) . . ? C7' C8' H8'A 105.1 . . ? C9' C8' H8'A 105.1 . . ? C14' C8' H8'A 105.1 . . ? O34' C9' C11' 110.1(4) . . ? O34' C9' C19' 107.0(4) . . ? C11' C9' C19' 107.8(4) . . ? O34' C9' C8' 112.3(4) . . ? C11' C9' C8' 110.4(4) . . ? C19' C9' C8' 109.1(4) . . ? O32' C10' C19' 107.6(4) . . ? O32' C10' C1' 102.3(4) . . ? C19' C10' C1' 112.4(5) . . ? O32' C10' C5' 108.6(5) . . ? C19' C10' C5' 119.9(4) . . ? C1' C10' C5' 104.8(4) . . ? C9' C11' C12' 111.6(4) . . ? C9' C11' H11C 109.3 . . ? C12' C11' H11C 109.3 . . ? C9' C11' H11D 109.3 . . ? C12' C11' H11D 109.3 . . ? H11C C11' H11D 108.0 . . ? C13' C12' C11' 113.4(4) . . ? C13' C12' H12C 108.9 . . ? C11' C12' H12C 108.9 . . ? C13' C12' H12D 108.9 . . ? C11' C12' H12D 108.9 . . ? H12C C12' H12D 107.7 . . ? C12' C13' C18' 109.2(5) . . ? C12' C13' C14' 110.6(4) . . ? C18' C13' C14' 109.0(4) . . ? C12' C13' C17' 108.6(4) . . ? C18' C13' C17' 114.8(4) . . ? C14' C13' C17' 104.6(4) . . ? O35' C14' C15' 102.2(4) . . ? O35' C14' C8' 105.4(4) . . ? C15' C14' C8' 116.9(4) . . ? O35' C14' C13' 109.9(4) . . ? C15' C14' C13' 104.2(4) . . ? C8' C14' C13' 117.2(4) . . ? O36' C15' C16' 111.6(4) . . ? O36' C15' C14' 109.0(4) . . ? C16' C15' C14' 103.4(4) . . ? O36' C15' H15B 110.9 . . ? C16' C15' H15B 110.9 . . ? C14' C15' H15B 110.9 . . ? C15' C16' C17' 104.9(4) . . ? C15' C16' H16C 110.8 . . ? C17' C16' H16C 110.8 . . ? C15' C16' H16D 110.8 . . ? C17' C16' H16D 110.8 . . ? H16C C16' H16D 108.8 . . ? C20' C17' C16' 115.3(4) . . ? C20' C17' C13' 116.4(4) . . ? C16' C17' C13' 104.8(4) . . ? C20' C17' H17B 106.6 . . ? C16' C17' H17B 106.6 . . ? C13' C17' H17B 106.6 . . ? C13' C18' H18D 109.5 . . ? C13' C18' H18E 109.5 . . ? H18D C18' H18E 109.5 . . ? C13' C18' H18F 109.5 . . ? H18D C18' H18F 109.5 . . ? H18E C18' H18F 109.5 . . ? C10' C19' C9' 119.7(4) . . ? C10' C19' H19C 107.4 . . ? C9' C19' H19C 107.4 . . ? C10' C19' H19D 107.4 . . ? C9' C19' H19D 107.4 . . ? H19C C19' H19D 106.9 . . ? C21' C20' C17' 110.8(4) . . ? C21' C20' C22' 111.9(5) . . ? C17' C20' C22' 113.3(4) . . ? C21' C20' H20B 106.8 . . ? C17' C20' H20B 106.8 . . ? C22' C20' H20B 106.8 . . ? C20' C21' H21D 109.5 . . ? C20' C21' H21E 109.5 . . ? H21D C21' H21E 109.5 . . ? C20' C21' H21F 109.5 . . ? H21D C21' H21F 109.5 . . ? H21E C21' H21F 109.5 . . ? O37' C22' C23' 110.9(5) . . ? O37' C22' C20' 109.7(5) . . ? C23' C22' C20' 117.5(4) . . ? O37' C22' H22B 106.0 . . ? C23' C22' H22B 106.0 . . ? C20' C22' H22B 106.0 . . ? O39' C23' C24' 103.0(5) . . ? O39' C23' C22' 113.7(5) . . ? C24' C23' C22' 111.7(5) . . ? O39' C23' H23B 109.4 . . ? C24' C23' H23B 109.4 . . ? C22' C23' H23B 109.4 . . ? C25' C24' C23' 110.3(6) . . ? C25' C24' H24B 124.8 . . ? C23' C24' H24B 124.8 . . ? C24' C25' C27' 130.9(8) . . ? C24' C25' C26' 106.8(6) . . ? C27' C25' C26' 122.3(8) . . ? O38' C26' O39' 120.1(7) . . ? O38' C26' C25' 129.7(7) . . ? O39' C26' C25' 110.1(6) . . ? C25' C27' H27D 109.5 . . ? C25' C27' H27E 109.5 . . ? H27D C27' H27E 109.5 . . ? C25' C27' H27F 109.5 . . ? H27D C27' H27F 109.5 . . ? H27E C27' H27F 109.5 . . ? C4' C29' H29D 109.5 . . ? C4' C29' H29E 109.5 . . ? H29D C29' H29E 109.5 . . ? C4' C29' H29F 109.5 . . ? H29D C29' H29F 109.5 . . ? H29E C29' H29F 109.5 . . ? C4' C30' H30D 109.5 . . ? C4' C30' H30E 109.5 . . ? H30D C30' H30E 109.5 . . ? C4' C30' H30F 109.5 . . ? H30D C30' H30F 109.5 . . ? H30E C30' H30F 109.5 . . ? C3' O32' C10' 110.0(5) . . ? C1' O33' C4' 111.9(4) . . ? C9' O34' H34B 109.5 . . ? C14' O35' H35B 109.5 . . ? C15' O36' H36B 109.5 . . ? C22' O37' H37B 109.5 . . ? C26' O39' C23' 109.6(5) . . ? HW1A OW1 HW1B 119.5 . . ? HW2A OW2 HW2B 111.1 . . ? HW3A OW3 HW3B 118.1 . . ? HW4A OW4 HW4B 108.9 . . ? HW5A OW5 HW5B 106.0 . . ? HW6A OW6 HW6B 119.2 . . ? _diffrn_measured_fraction_theta_max 0.873 _diffrn_reflns_theta_full 27.31 _diffrn_measured_fraction_theta_full 0.873 _refine_diff_density_max 0.393 _refine_diff_density_min -0.410 _refine_diff_density_rms 0.101