data_wie101z _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H26 O5' _chemical_formula_sum 'C20 H26 O5' _chemical_formula_weight 346.41 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 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 20.663(3) _cell_length_b 14.7908(16) _cell_length_c 6.0694(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1854.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 190(2) _cell_measurement_reflns_used 8672 _cell_measurement_theta_min 1.0 _cell_measurement_theta_max 27.9 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.240 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9723 _exptl_absorpt_correction_T_max 0.9792 _exptl_absorpt_process_details 'HKL Scalepack (Otwinowski & Minor,1997)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 190(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method 'CCD phi and omega scans' _diffrn_detector_area_resol_mean 9 _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 38562 _diffrn_reflns_av_R_equivalents 0.0537 _diffrn_reflns_av_sigmaI/netI 0.0245 _diffrn_reflns_limit_h_min -27 _diffrn_reflns_limit_h_max 27 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 7 _diffrn_reflns_theta_min 2.9 _diffrn_reflns_theta_max 27.9 _reflns_number_total 2414 _reflns_number_gt 2181 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor,1997)' _computing_data_reduction 'HKL Denzo, Scalepack (Otwinowski & Minor,1997)' _computing_structure_solution 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL v6.1 (Sheldrick, 2008)' _computing_publication_material 'SHELXTL v6.1 (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. 2001 Friedel pairs were merged in the final cycles of refinment. Several low angle reflections were excluded from the final cycles of refinement due to beam-stop shadowing effects. The O3', C3", C4", O3" substituent show evidence of disorder/high thermal motion in the final cycles of refinement and was modelled with three disorder sites (occ = 0.425:0.425:0.15). The second and third sites are labelled with a B and C suffix appended to the parent atom label. Partial atoms in close proximity (<0.6A) were constrained to have the same anisotropic displacement parameters. Each of the disorder sites were restrained to have the same conformation and the non-H atoms were restarined to lie in a plane. ; _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^)+(0.0820P)^2^+0.4167P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details ? _refine_ls_abs_structure_Flack ? _refine_ls_number_reflns 2414 _refine_ls_number_parameters 261 _refine_ls_number_restraints 52 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0465 _refine_ls_wR_factor_ref 0.1350 _refine_ls_wR_factor_gt 0.1290 _refine_ls_goodness_of_fit_ref 1.075 _refine_ls_restrained_S_all 1.074 _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 0.78149(12) 0.57993(16) 0.2790(5) 0.0333(5) Uani 1 1 d . . . C6 C 0.78724(13) 0.66194(16) 0.1251(5) 0.0384(6) Uani 1 1 d . . . H6A H 0.8280 0.6936 0.1545 0.058 Uiso 1 1 calc R . . H6B H 0.7508 0.7031 0.1510 0.058 Uiso 1 1 calc R . . H6C H 0.7866 0.6415 -0.0285 0.058 Uiso 1 1 calc R . . C7 C 0.77981(14) 0.6165(2) 0.5178(6) 0.0438(6) Uani 1 1 d . . . H7A H 0.8189 0.6521 0.5461 0.066 Uiso 1 1 calc R . . H7B H 0.7779 0.5657 0.6213 0.066 Uiso 1 1 calc R . . H7C H 0.7416 0.6548 0.5373 0.066 Uiso 1 1 calc R . . C2 C 0.83742(12) 0.51587(18) 0.2334(5) 0.0385(6) Uani 1 1 d . . . H2 H 0.8801 0.5476 0.2249 0.046 Uiso 1 1 calc R . . O2 O 0.81773(9) 0.47770(13) 0.0254(4) 0.0408(4) Uani 1 1 d . . . C3 C 0.83896(13) 0.43327(19) 0.3848(6) 0.0424(6) Uani 1 1 d . . . H3A H 0.8288 0.4499 0.5389 0.051 Uiso 1 1 calc R . . H3B H 0.8816 0.4027 0.3800 0.051 Uiso 1 1 calc R . . C4 C 0.78495(14) 0.37303(17) 0.2830(6) 0.0435(6) Uani 1 1 d . . . H4A H 0.8031 0.3173 0.2168 0.052 Uiso 1 1 calc R . . H4B H 0.7519 0.3564 0.3939 0.052 Uiso 1 1 calc R . . C4A C 0.75724(12) 0.43577(16) 0.1079(5) 0.0350(5) Uani 1 1 d . . . C5 C 0.72316(14) 0.39205(19) -0.0830(5) 0.0421(6) Uani 1 1 d . . . H5A H 0.7517 0.3469 -0.1504 0.063 Uiso 1 1 calc R . . H5B H 0.7120 0.4382 -0.1923 0.063 Uiso 1 1 calc R . . H5C H 0.6836 0.3625 -0.0307 0.063 Uiso 1 1 calc R . . C9A C 0.72293(10) 0.51607(14) 0.2277(4) 0.0262(4) Uani 1 1 d . . . H9A H 0.7073 0.4922 0.3724 0.031 Uiso 1 1 calc R . . C9 C 0.66364(11) 0.55641(16) 0.1106(5) 0.0311(5) Uani 1 1 d . . . H9B H 0.6780 0.5868 -0.0262 0.037 Uiso 1 1 calc R . . H9C H 0.6340 0.5068 0.0684 0.037 Uiso 1 1 calc R . . C6' C 0.62701(10) 0.62376(14) 0.2515(4) 0.0287(5) Uani 1 1 d D A . C1' C 0.59656(10) 0.59805(15) 0.4466(5) 0.0297(5) Uani 1 1 d D . . O1' O 0.60078(8) 0.50700(10) 0.5133(4) 0.0357(4) Uani 1 1 d . . . C1" C 0.54510(11) 0.45718(15) 0.5151(5) 0.0314(5) Uani 1 1 d . . . O1" O 0.49380(9) 0.48633(12) 0.4599(4) 0.0385(5) Uani 1 1 d . . . C2" C 0.55809(14) 0.36317(17) 0.5941(6) 0.0457(7) Uani 1 1 d . . . H2"A H 0.5205 0.3248 0.5626 0.069 Uiso 1 1 calc R . . H2"B H 0.5661 0.3641 0.7532 0.069 Uiso 1 1 calc R . . H2"C H 0.5962 0.3390 0.5182 0.069 Uiso 1 1 calc R . . C2' C 0.56514(11) 0.65801(16) 0.5836(4) 0.0327(5) Uani 1 1 d D A . H2' H 0.5457 0.6381 0.7170 0.039 Uiso 1 1 calc R . . C3' C 0.56266(10) 0.74802(16) 0.5214(5) 0.0322(5) Uani 1 1 d D . . C4' C 0.59058(12) 0.77700(17) 0.3283(5) 0.0372(6) Uani 1 1 d D A . H4' H 0.5880 0.8388 0.2866 0.045 Uiso 1 1 calc R . . C5' C 0.62252(11) 0.71517(17) 0.1949(5) 0.0351(5) Uani 1 1 d D . . H5' H 0.6418 0.7355 0.0618 0.042 Uiso 1 1 calc R A . O3' O 0.5361(13) 0.8088(9) 0.675(3) 0.0416(9) Uani 0.425 1 d PD A 1 C3" C 0.4866(10) 0.8617(16) 0.616(4) 0.0477(19) Uani 0.425 1 d PD A 1 C4" C 0.4668(10) 0.920(2) 0.807(7) 0.062(3) Uani 0.425 1 d PD A 1 H4"A H 0.4631 0.8831 0.9397 0.093 Uiso 0.425 1 calc PR A 1 H4"B H 0.4249 0.9484 0.7747 0.093 Uiso 0.425 1 calc PR A 1 H4"C H 0.4994 0.9674 0.8297 0.093 Uiso 0.425 1 calc PR A 1 O3" O 0.464(2) 0.860(4) 0.435(6) 0.104(8) Uani 0.425 1 d PD A 1 O3'B O 0.5321(12) 0.8084(9) 0.667(3) 0.0416(9) Uani 0.425 1 d PD A 2 C3"B C 0.4781(9) 0.8509(15) 0.602(4) 0.0477(19) Uani 0.425 1 d PD A 2 C4"B C 0.4540(8) 0.9112(19) 0.784(7) 0.062(3) Uani 0.425 1 d PD A 2 H4"D H 0.4066 0.9135 0.7794 0.093 Uiso 0.425 1 calc PR A 2 H4"E H 0.4715 0.9722 0.7636 0.093 Uiso 0.425 1 calc PR A 2 H4"F H 0.4681 0.8872 0.9262 0.093 Uiso 0.425 1 calc PR A 2 O3"B O 0.455(2) 0.840(4) 0.424(6) 0.104(8) Uani 0.425 1 d PD A 2 O3'C O 0.5352(6) 0.8106(11) 0.668(3) 0.0416(9) Uani 0.15 1 d PDU A 3 C3"C C 0.4710(6) 0.8221(11) 0.664(3) 0.0477(19) Uani 0.15 1 d PDU A 3 C4"C C 0.4526(11) 0.902(4) 0.804(11) 0.062(3) Uani 0.15 1 d PDU A 3 H4"G H 0.4916 0.9275 0.8715 0.093 Uiso 0.15 1 calc PR A 3 H4"H H 0.4229 0.8819 0.9206 0.093 Uiso 0.15 1 calc PR A 3 H4"I H 0.4314 0.9475 0.7129 0.093 Uiso 0.15 1 calc PR A 3 O3"C O 0.4359(6) 0.7726(13) 0.566(4) 0.075(6) Uani 0.15 1 d PDU A 3 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 0.0325(11) 0.0343(11) 0.0331(13) 0.0001(11) 0.0009(10) -0.0015(9) C6 0.0473(13) 0.0294(11) 0.0385(14) 0.0026(11) 0.0002(12) -0.0061(10) C7 0.0468(15) 0.0510(15) 0.0336(13) -0.0077(13) -0.0026(13) 0.0000(12) C2 0.0353(12) 0.0454(13) 0.0347(14) -0.0001(12) 0.0038(11) -0.0033(10) O2 0.0379(9) 0.0528(11) 0.0318(9) -0.0025(9) 0.0077(9) 0.0017(8) C3 0.0376(13) 0.0485(15) 0.0410(15) 0.0021(12) -0.0010(12) 0.0131(11) C4 0.0497(14) 0.0379(12) 0.0430(15) 0.0045(13) 0.0041(13) 0.0061(10) C4A 0.0404(12) 0.0311(11) 0.0335(12) -0.0051(11) 0.0001(11) 0.0059(9) C5 0.0500(15) 0.0392(12) 0.0370(15) -0.0106(12) -0.0019(12) -0.0003(11) C9A 0.0290(10) 0.0267(9) 0.0229(10) -0.0004(8) 0.0014(8) 0.0015(7) C9 0.0296(10) 0.0360(11) 0.0278(11) -0.0026(10) -0.0003(10) 0.0043(8) C6' 0.0252(9) 0.0303(10) 0.0307(12) 0.0002(10) -0.0008(9) 0.0021(8) C1' 0.0242(9) 0.0288(10) 0.0363(12) 0.0056(10) 0.0012(9) -0.0004(8) O1' 0.0271(7) 0.0295(8) 0.0504(11) 0.0084(9) 0.0048(8) -0.0013(6) C1" 0.0333(11) 0.0324(10) 0.0283(11) -0.0003(10) 0.0054(10) -0.0054(9) O1" 0.0345(9) 0.0429(10) 0.0381(11) 0.0035(9) -0.0079(8) -0.0071(7) C2" 0.0449(13) 0.0326(12) 0.0596(19) 0.0062(13) 0.0037(14) -0.0023(10) C2' 0.0277(10) 0.0376(11) 0.0329(13) -0.0003(10) 0.0039(9) -0.0020(9) C3' 0.0249(9) 0.0330(10) 0.0386(12) -0.0058(11) -0.0002(10) 0.0016(8) C4' 0.0338(11) 0.0290(10) 0.0489(15) 0.0040(11) 0.0031(12) 0.0020(9) C5' 0.0330(11) 0.0374(12) 0.0349(12) 0.0071(10) 0.0056(11) 0.0027(9) O3' 0.034(2) 0.0448(9) 0.0464(13) -0.0155(10) 0.0004(13) 0.0053(9) C3" 0.039(4) 0.051(5) 0.053(3) -0.013(3) -0.002(3) 0.009(3) C4" 0.042(5) 0.073(6) 0.072(6) -0.034(4) -0.003(6) 0.015(5) O3" 0.086(9) 0.151(19) 0.075(4) -0.048(6) -0.037(4) 0.079(11) O3'B 0.034(2) 0.0448(9) 0.0464(13) -0.0155(10) 0.0004(13) 0.0053(9) C3"B 0.039(4) 0.051(5) 0.053(3) -0.013(3) -0.002(3) 0.009(3) C4"B 0.042(5) 0.073(6) 0.072(6) -0.034(4) -0.003(6) 0.015(5) O3"B 0.086(9) 0.151(19) 0.075(4) -0.048(6) -0.037(4) 0.079(11) O3'C 0.034(2) 0.0448(9) 0.0464(13) -0.0155(10) 0.0004(13) 0.0053(9) C3"C 0.039(4) 0.051(5) 0.053(3) -0.013(3) -0.002(3) 0.009(3) C4"C 0.042(5) 0.073(6) 0.072(6) -0.034(4) -0.003(6) 0.015(5) O3"C 0.034(5) 0.096(12) 0.095(15) -0.058(11) -0.026(8) 0.031(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.520(4) . ? C1 C6 1.536(4) . ? C1 C7 1.547(4) . ? C1 C9A 1.566(3) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C2 O2 1.442(4) . ? C2 C3 1.529(4) . ? C2 H2 1.0000 . ? O2 C4A 1.483(3) . ? C3 C4 1.556(4) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 C4A 1.522(4) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C4A C5 1.502(4) . ? C4A C9A 1.563(3) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C9A C9 1.537(3) . ? C9A H9A 1.0000 . ? C9 C6' 1.515(3) . ? C9 H9B 0.9900 . ? C9 H9C 0.9900 . ? C6' C1' 1.394(3) . ? C6' C5' 1.398(3) . ? C1' C2' 1.378(3) . ? C1' O1' 1.409(3) . ? O1' C1" 1.366(3) . ? C1" O1" 1.192(3) . ? C1" C2" 1.495(3) . ? C2" H2"A 0.9800 . ? C2" H2"B 0.9800 . ? C2" H2"C 0.9800 . ? C2' C3' 1.385(3) . ? C2' H2' 0.9500 . ? C3' C4' 1.375(4) . ? C3' O3'C 1.404(7) . ? C3' O3' 1.405(6) . ? C3' O3'B 1.407(6) . ? C4' C5' 1.388(4) . ? C4' H4' 0.9500 . ? C5' H5' 0.9500 . ? O3' C3" 1.338(5) . ? C3" O3" 1.190(7) . ? C3" C4" 1.502(7) . ? C4" H4"A 0.9800 . ? C4" H4"B 0.9800 . ? C4" H4"C 0.9800 . ? O3'B C3"B 1.338(5) . ? C3"B O3"B 1.190(7) . ? C3"B C4"B 1.501(7) . ? C4"B H4"D 0.9800 . ? C4"B H4"E 0.9800 . ? C4"B H4"F 0.9800 . ? O3'C C3"C 1.337(6) . ? C3"C O3"C 1.190(7) . ? C3"C C4"C 1.502(8) . ? C4"C H4"G 0.9800 . ? C4"C H4"H 0.9800 . ? C4"C H4"I 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 C2 C1 C6 108.8(2) . . ? C2 C1 C7 113.9(2) . . ? C6 C1 C7 107.2(2) . . ? C2 C1 C9A 100.09(19) . . ? C6 C1 C9A 114.5(2) . . ? C7 C1 C9A 112.3(2) . . ? C1 C6 H6A 109.5 . . ? C1 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C1 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C1 C7 H7A 109.5 . . ? C1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O2 C2 C1 100.9(2) . . ? O2 C2 C3 102.7(2) . . ? C1 C2 C3 113.9(2) . . ? O2 C2 H2 112.8 . . ? C1 C2 H2 112.8 . . ? C3 C2 H2 112.8 . . ? C2 O2 C4A 96.1(2) . . ? C2 C3 C4 101.8(2) . . ? C2 C3 H3A 111.4 . . ? C4 C3 H3A 111.4 . . ? C2 C3 H3B 111.4 . . ? C4 C3 H3B 111.4 . . ? H3A C3 H3B 109.3 . . ? C4A C4 C3 101.4(2) . . ? C4A C4 H4A 111.5 . . ? C3 C4 H4A 111.5 . . ? C4A C4 H4B 111.5 . . ? C3 C4 H4B 111.5 . . ? H4A C4 H4B 109.3 . . ? O2 C4A C5 108.3(2) . . ? O2 C4A C4 100.0(2) . . ? C5 C4A C4 116.9(2) . . ? O2 C4A C9A 102.81(18) . . ? C5 C4A C9A 118.2(2) . . ? C4 C4A C9A 108.0(2) . . ? C4A C5 H5A 109.5 . . ? C4A C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? C4A C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? C9 C9A C4A 116.2(2) . . ? C9 C9A C1 118.28(18) . . ? C4A C9A C1 101.56(18) . . ? C9 C9A H9A 106.7 . . ? C4A C9A H9A 106.7 . . ? C1 C9A H9A 106.7 . . ? C6' C9 C9A 113.1(2) . . ? C6' C9 H9B 109.0 . . ? C9A C9 H9B 109.0 . . ? C6' C9 H9C 109.0 . . ? C9A C9 H9C 109.0 . . ? H9B C9 H9C 107.8 . . ? C1' C6' C5' 116.3(2) . . ? C1' C6' C9 121.7(2) . . ? C5' C6' C9 122.0(2) . . ? C2' C1' C6' 123.3(2) . . ? C2' C1' O1' 118.1(2) . . ? C6' C1' O1' 118.5(2) . . ? C1" O1' C1' 117.76(18) . . ? O1" C1" O1' 123.5(2) . . ? O1" C1" C2" 125.9(2) . . ? O1' C1" C2" 110.7(2) . . ? C1" C2" H2"A 109.5 . . ? C1" C2" H2"B 109.5 . . ? H2"A C2" H2"B 109.5 . . ? C1" C2" H2"C 109.5 . . ? H2"A C2" H2"C 109.5 . . ? H2"B C2" H2"C 109.5 . . ? C1' C2' C3' 118.1(2) . . ? C1' C2' H2' 120.9 . . ? C3' C2' H2' 120.9 . . ? C4' C3' C2' 121.1(2) . . ? C4' C3' O3'C 120.3(9) . . ? C2' C3' O3'C 118.4(9) . . ? C4' C3' O3' 121.9(7) . . ? C2' C3' O3' 116.7(7) . . ? C4' C3' O3'B 121.8(7) . . ? C2' C3' O3'B 117.1(7) . . ? C3' C4' C5' 119.4(2) . . ? C3' C4' H4' 120.3 . . ? C5' C4' H4' 120.3 . . ? C4' C5' C6' 121.7(2) . . ? C4' C5' H5' 119.2 . . ? C6' C5' H5' 119.2 . . ? C3" O3' C3' 119.7(17) . . ? O3" C3" O3' 122.4(5) . . ? O3" C3" C4" 127.7(6) . . ? O3' C3" C4" 109.9(5) . . ? C3" C4" H4"A 109.5 . . ? C3" C4" H4"B 109.5 . . ? H4"A C4" H4"B 109.5 . . ? C3" C4" H4"C 109.5 . . ? H4"A C4" H4"C 109.5 . . ? H4"B C4" H4"C 109.5 . . ? C3"B O3'B C3' 119.2(17) . . ? O3"B C3"B O3'B 122.4(5) . . ? O3"B C3"B C4"B 127.7(6) . . ? O3'B C3"B C4"B 109.9(5) . . ? C3"B C4"B H4"D 109.5 . . ? C3"B C4"B H4"E 109.5 . . ? H4"D C4"B H4"E 109.5 . . ? C3"B C4"B H4"F 109.5 . . ? H4"D C4"B H4"F 109.5 . . ? H4"E C4"B H4"F 109.5 . . ? C3"C O3'C C3' 118.2(8) . . ? O3"C C3"C O3'C 122.5(6) . . ? O3"C C3"C C4"C 127.6(6) . . ? O3'C C3"C C4"C 109.9(6) . . ? C3"C C4"C H4"G 109.5 . . ? C3"C C4"C H4"H 109.5 . . ? H4"G C4"C H4"H 109.5 . . ? C3"C C4"C H4"I 109.5 . . ? H4"G C4"C H4"I 109.5 . . ? H4"H C4"C H4"I 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 C6 C1 C2 O2 -73.6(2) . . . . ? C7 C1 C2 O2 166.9(2) . . . . ? C9A C1 C2 O2 46.8(2) . . . . ? C6 C1 C2 C3 177.2(2) . . . . ? C7 C1 C2 C3 57.7(3) . . . . ? C9A C1 C2 C3 -62.4(3) . . . . ? C1 C2 O2 C4A -61.8(2) . . . . ? C3 C2 O2 C4A 56.0(2) . . . . ? O2 C2 C3 C4 -30.9(3) . . . . ? C1 C2 C3 C4 77.2(3) . . . . ? C2 C3 C4 C4A -5.9(3) . . . . ? C2 O2 C4A C5 177.7(2) . . . . ? C2 O2 C4A C4 -59.5(2) . . . . ? C2 O2 C4A C9A 51.7(2) . . . . ? C3 C4 C4A O2 39.6(2) . . . . ? C3 C4 C4A C5 156.1(2) . . . . ? C3 C4 C4A C9A -67.6(3) . . . . ? O2 C4A C9A C9 107.0(2) . . . . ? C5 C4A C9A C9 -12.3(3) . . . . ? C4 C4A C9A C9 -147.9(2) . . . . ? O2 C4A C9A C1 -22.8(2) . . . . ? C5 C4A C9A C1 -142.0(2) . . . . ? C4 C4A C9A C1 82.4(2) . . . . ? C2 C1 C9A C9 -141.7(2) . . . . ? C6 C1 C9A C9 -25.6(3) . . . . ? C7 C1 C9A C9 97.0(3) . . . . ? C2 C1 C9A C4A -13.3(2) . . . . ? C6 C1 C9A C4A 102.9(2) . . . . ? C7 C1 C9A C4A -134.5(2) . . . . ? C4A C9A C9 C6' 171.2(2) . . . . ? C1 C9A C9 C6' -67.6(3) . . . . ? C9A C9 C6' C1' -63.8(3) . . . . ? C9A C9 C6' C5' 115.4(3) . . . . ? C5' C6' C1' C2' -2.0(3) . . . . ? C9 C6' C1' C2' 177.2(2) . . . . ? C5' C6' C1' O1' -178.7(2) . . . . ? C9 C6' C1' O1' 0.5(3) . . . . ? C2' C1' O1' C1" 69.5(3) . . . . ? C6' C1' O1' C1" -113.7(3) . . . . ? C1' O1' C1" O1" 1.3(4) . . . . ? C1' O1' C1" C2" -178.8(3) . . . . ? C6' C1' C2' C3' 1.4(4) . . . . ? O1' C1' C2' C3' 178.1(2) . . . . ? C1' C2' C3' C4' 0.1(3) . . . . ? C1' C2' C3' O3'C -175.1(6) . . . . ? C1' C2' C3' O3' -173.7(14) . . . . ? C1' C2' C3' O3'B -178.1(13) . . . . ? C2' C3' C4' C5' -0.8(4) . . . . ? O3'C C3' C4' C5' 174.3(6) . . . . ? O3' C3' C4' C5' 172.7(14) . . . . ? O3'B C3' C4' C5' 177.3(14) . . . . ? C3' C4' C5' C6' 0.1(4) . . . . ? C1' C6' C5' C4' 1.3(4) . . . . ? C9 C6' C5' C4' -178.0(2) . . . . ? C4' C3' O3' C3" 62(3) . . . . ? C2' C3' O3' C3" -124.6(17) . . . . ? O3'C C3' O3' C3" 21(35) . . . . ? O3'B C3' O3' C3" -27(17) . . . . ? C3' O3' C3" O3" -1(3) . . . . ? C3' O3' C3" C4" 179.9(19) . . . . ? C4' C3' O3'B C3"B 66(3) . . . . ? C2' C3' O3'B C3"B -115.9(17) . . . . ? O3'C C3' O3'B C3"B 128(23) . . . . ? O3' C3' O3'B C3"B 159(19) . . . . ? C3' O3'B C3"B O3"B -1(3) . . . . ? C3' O3'B C3"B C4"B 179.7(18) . . . . ? C4' C3' O3'C C3"C 99.2(17) . . . . ? C2' C3' O3'C C3"C -85.5(19) . . . . ? O3' C3' O3'C C3"C -120(37) . . . . ? O3'B C3' O3'C C3"C -20(22) . . . . ? C3' O3'C C3"C O3"C 11(3) . . . . ? C3' O3'C C3"C C4"C -171(4) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.92 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.470 _refine_diff_density_min -0.248 _refine_diff_density_rms 0.043