# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2002data_sl0116 _database_code_CSD 187437 _audit_creation_method 'SHELXL-97 plus manual editing' _journal_coden_Cambridge 207 loop_ _publ_author_name 'Ley, Steven V.' 'Baxendale, Ian R.' 'Lee, Ai-Lan' _publ_contact_author_name 'Dr Steven V. Ley' _publ_contact_author_address ; Department of Chemistry University of Cambridge Lensfield Road Cambridge CB2 1EW UK ; _publ_contact_author_email SVL1000@CAM.AC.UK _publ_requested_journal 'Perkin Transactions 1' _publ_section_title ; A Concise Synthesis of Carpanone Using Solid-Supported Reagents and Scavengers ; _chemical_name_systematic ? _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H18 O6' _chemical_formula_sum 'C20 H18 O6' _chemical_formula_weight 354.34 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 monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.3846(4) _cell_length_b 27.9562(17) _cell_length_c 7.1987(4) _cell_angle_alpha 90.00 _cell_angle_beta 107.629(3) _cell_angle_gamma 90.00 _cell_volume 1608.14(15) _cell_formula_units_Z 4 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used 17352 _cell_measurement_theta_min 1.00 _cell_measurement_theta_max 25.03 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.464 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 744 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.878 _exptl_absorpt_correction_T_max 0.992 _exptl_absorpt_process_details 'Sortav Blessing (1995)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(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 Kappa CCD' _diffrn_measurement_method 'Thin slice \w and \f scans' _diffrn_standards_number 0 _diffrn_reflns_number 8235 _diffrn_reflns_av_R_equivalents 0.0463 _diffrn_reflns_av_sigmaI/netI 0.0560 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 3.59 _diffrn_reflns_theta_max 25.03 _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.972 _reflns_number_total 2752 _reflns_number_gt 2092 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V. 1998)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction ; HKL Denzo and Scalepack (Otwinowski & Minor 1997) ; _computing_structure_solution 'SHELXS-97 (Sheldrick 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick 1997)' _computing_publication_material 'SHELXL-97 (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. ; _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^)+(0.0359P)^2^+0.4036P] 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_number_reflns 2752 _refine_ls_number_parameters 237 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.0962 _refine_ls_wR_factor_gt 0.0873 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0.007 _refine_ls_shift/su_mean 0.002 _refine_diff_density_max 0.173 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.051 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_symetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.41684(15) 0.33635(4) 0.57563(17) 0.0307(3) Uani 1 1 d . . . O2 O 0.44351(16) 0.46892(5) 0.15856(19) 0.0386(4) Uani 1 1 d . . . O3 O 0.28837(17) 0.51870(4) 0.2950(2) 0.0419(4) Uani 1 1 d . . . C1 C 0.2746(2) 0.41153(6) 0.5941(2) 0.0265(4) Uani 1 1 d . . . C2 C 0.3730(2) 0.38306(6) 0.5148(3) 0.0267(4) Uani 1 1 d . . . C3 C 0.4341(2) 0.39857(7) 0.3634(3) 0.0303(4) Uani 1 1 d . . . H3A H 0.4984 0.3782 0.3081 0.036 Uiso 1 1 calc R . . C4 C 0.3962(2) 0.44441(6) 0.3002(3) 0.0299(4) Uani 1 1 d . . . C5 C 0.3027(2) 0.47397(6) 0.3803(3) 0.0302(4) Uani 1 1 d . . . C6 C 0.2423(2) 0.45886(7) 0.5261(3) 0.0307(4) Uani 1 1 d . . . H6A H 0.1795 0.4799 0.5809 0.037 Uiso 1 1 calc R . . C7 C 0.2095(2) 0.39329(6) 0.7567(3) 0.0272(4) Uani 1 1 d . . . H7A H 0.2785 0.4089 0.8799 0.033 Uiso 1 1 calc R . . C8 C 0.0249(2) 0.40573(7) 0.7330(3) 0.0284(4) Uani 1 1 d . . . H8A H 0.0095 0.4407 0.7049 0.034 Uiso 1 1 calc R . . C9 C -0.0118(2) 0.39608(7) 0.9253(3) 0.0346(5) Uani 1 1 d . . . H9A H -0.1276 0.4052 0.9124 0.052 Uiso 1 1 calc R . . H9B H 0.0647 0.4149 1.0295 0.052 Uiso 1 1 calc R . . H9C H 0.0039 0.3620 0.9572 0.052 Uiso 1 1 calc R . . C10 C 0.3546(3) 0.51339(7) 0.1357(3) 0.0406(5) Uani 1 1 d . . . H10A H 0.4311 0.5402 0.1340 0.049 Uiso 1 1 calc R . . H10B H 0.2627 0.5135 0.0111 0.049 Uiso 1 1 calc R . . O1' O 0.01827(17) 0.22994(5) 0.5400(2) 0.0470(4) Uani 1 1 d . . . O2' O 0.58547(16) 0.26071(5) 0.8779(2) 0.0410(4) Uani 1 1 d . . . O3' O 0.54135(15) 0.34044(4) 0.91229(19) 0.0365(3) Uani 1 1 d . . . C1' C 0.1000(2) 0.30944(6) 0.6460(3) 0.0289(4) Uani 1 1 d . . . C2' C 0.1312(2) 0.25719(7) 0.6274(3) 0.0330(5) Uani 1 1 d . . . C3' C 0.2997(2) 0.23910(7) 0.7198(3) 0.0324(5) Uani 1 1 d . . . H3A' H 0.3203 0.2057 0.7364 0.039 Uiso 1 1 calc R . . C4' C 0.4235(2) 0.27038(6) 0.7802(3) 0.0309(4) Uani 1 1 d . . . C5' C 0.4013(2) 0.32346(6) 0.7609(3) 0.0288(4) Uani 1 1 d . . . C6' C 0.2366(2) 0.33913(6) 0.7845(3) 0.0268(4) Uani 1 1 d . . . H6A' H 0.2382 0.3312 0.9205 0.032 Uiso 1 1 calc R . . C7' C -0.0493(2) 0.32790(7) 0.5517(3) 0.0325(4) Uani 1 1 d . . . H7A' H -0.1301 0.3070 0.4704 0.039 Uiso 1 1 calc R . . C8' C -0.0996(2) 0.37868(7) 0.5637(3) 0.0308(4) Uani 1 1 d . . . H8A' H -0.2082 0.3778 0.5943 0.037 Uiso 1 1 calc R . . C9' C -0.1360(3) 0.40285(7) 0.3635(3) 0.0393(5) Uani 1 1 d . . . H9A' H -0.2191 0.3840 0.2658 0.059 Uiso 1 1 calc R . . H9B' H -0.0325 0.4048 0.3273 0.059 Uiso 1 1 calc R . . H9C' H -0.1796 0.4351 0.3697 0.059 Uiso 1 1 calc R . . C10' C 0.6699(2) 0.30601(7) 0.9258(3) 0.0427(5) Uani 1 1 d . . . H10C H 0.7493 0.3053 1.0593 0.051 Uiso 1 1 calc R . . H10D H 0.7326 0.3137 0.8330 0.051 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 0.0357(7) 0.0266(7) 0.0330(8) 0.0009(5) 0.0151(6) 0.0029(5) O2 0.0453(8) 0.0368(8) 0.0413(8) 0.0059(6) 0.0245(7) 0.0023(6) O3 0.0530(9) 0.0328(8) 0.0497(9) 0.0108(6) 0.0302(7) 0.0063(6) C1 0.0246(9) 0.0272(10) 0.0281(10) -0.0028(8) 0.0086(8) -0.0032(8) C2 0.0262(10) 0.0244(10) 0.0289(10) -0.0006(8) 0.0073(8) -0.0014(8) C3 0.0241(10) 0.0331(11) 0.0355(11) -0.0054(8) 0.0120(8) -0.0005(8) C4 0.0278(10) 0.0337(11) 0.0296(10) 0.0011(8) 0.0106(8) -0.0050(8) C5 0.0294(10) 0.0274(10) 0.0342(11) 0.0017(8) 0.0104(8) -0.0009(8) C6 0.0308(10) 0.0292(11) 0.0351(11) -0.0009(8) 0.0145(8) 0.0018(8) C7 0.0286(10) 0.0268(10) 0.0266(10) -0.0026(8) 0.0089(8) 0.0006(8) C8 0.0310(10) 0.0278(10) 0.0291(10) 0.0013(8) 0.0134(8) 0.0020(8) C9 0.0362(11) 0.0385(11) 0.0323(11) -0.0010(9) 0.0152(9) 0.0004(9) C10 0.0455(12) 0.0391(12) 0.0424(13) 0.0076(9) 0.0210(10) 0.0052(10) O1' 0.0429(8) 0.0351(8) 0.0608(10) -0.0118(7) 0.0123(7) -0.0095(7) O2' 0.0353(8) 0.0337(8) 0.0492(9) 0.0031(6) 0.0054(6) 0.0066(6) O3' 0.0287(7) 0.0339(8) 0.0411(8) -0.0058(6) 0.0021(6) 0.0021(6) C1' 0.0312(11) 0.0299(10) 0.0274(10) -0.0005(8) 0.0117(8) -0.0037(8) C2' 0.0377(11) 0.0306(11) 0.0321(11) -0.0027(8) 0.0125(9) -0.0063(9) C3' 0.0427(12) 0.0256(10) 0.0294(11) 0.0012(8) 0.0118(9) 0.0018(9) C4' 0.0338(11) 0.0320(11) 0.0267(10) 0.0007(8) 0.0086(8) 0.0055(9) C5' 0.0292(10) 0.0285(10) 0.0270(10) -0.0024(8) 0.0058(8) -0.0024(8) C6' 0.0271(10) 0.0287(10) 0.0256(10) -0.0013(7) 0.0092(8) -0.0003(8) C7' 0.0313(11) 0.0349(11) 0.0307(11) -0.0012(8) 0.0084(8) -0.0057(8) C8' 0.0264(10) 0.0369(11) 0.0304(11) 0.0012(8) 0.0107(8) 0.0014(8) C9' 0.0417(12) 0.0441(12) 0.0320(11) 0.0015(9) 0.0111(9) -0.0010(9) C10' 0.0322(11) 0.0361(12) 0.0536(14) -0.0020(10) 0.0037(9) 0.0048(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 C2 1.391(2) . ? O1 C5' 1.425(2) . ? O2 C4 1.382(2) . ? O2 C10 1.433(2) . ? O3 C5 1.382(2) . ? O3 C10 1.425(2) . ? C1 C2 1.388(2) . ? C1 C6 1.408(3) . ? C1 C7 1.522(2) . ? C2 C3 1.405(2) . ? C3 C4 1.365(3) . ? C3 H3A 0.9500 . ? C4 C5 1.380(2) . ? C5 C6 1.364(2) . ? C6 H6A 0.9500 . ? C7 C6' 1.535(2) . ? C7 C8 1.545(2) . ? C7 H7A 1.0000 . ? C8 C9 1.531(2) . ? C8 C8' 1.541(3) . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? O1' C2' 1.230(2) . ? O2' C4' 1.354(2) . ? O2' C10' 1.441(2) . ? O3' C5' 1.420(2) . ? O3' C10' 1.426(2) . ? C1' C7' 1.334(3) . ? C1' C2' 1.497(3) . ? C1' C6' 1.517(2) . ? C2' C3' 1.457(3) . ? C3' C4' 1.326(3) . ? C3' H3A' 0.9500 . ? C4' C5' 1.497(2) . ? C5' C6' 1.507(2) . ? C6' H6A' 1.0000 . ? C7' C8' 1.491(3) . ? C7' H7A' 0.9500 . ? C8' C9' 1.537(3) . ? C8' H8A' 1.0000 . ? C9' H9A' 0.9800 . ? C9' H9B' 0.9800 . ? C9' H9C' 0.9800 . ? C10' H10C 0.9900 . ? C10' H10D 0.9900 . ? 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 O1 C5' 116.23(13) . . ? C4 O2 C10 105.03(13) . . ? C5 O3 C10 105.10(13) . . ? C2 C1 C6 118.17(16) . . ? C2 C1 C7 121.38(16) . . ? C6 C1 C7 120.39(15) . . ? C1 C2 O1 122.84(15) . . ? C1 C2 C3 122.93(16) . . ? O1 C2 C3 114.22(14) . . ? C4 C3 C2 116.46(16) . . ? C4 C3 H3A 121.8 . . ? C2 C3 H3A 121.8 . . ? C3 C4 C5 121.83(16) . . ? C3 C4 O2 128.43(16) . . ? C5 C4 O2 109.72(15) . . ? C6 C5 C4 121.78(17) . . ? C6 C5 O3 128.28(17) . . ? C4 C5 O3 109.90(15) . . ? C5 C6 C1 118.76(16) . . ? C5 C6 H6A 120.6 . . ? C1 C6 H6A 120.6 . . ? C1 C7 C6' 110.95(14) . . ? C1 C7 C8 114.85(14) . . ? C6' C7 C8 109.87(14) . . ? C1 C7 H7A 106.9 . . ? C6' C7 H7A 106.9 . . ? C8 C7 H7A 106.9 . . ? C9 C8 C8' 110.80(15) . . ? C9 C8 C7 109.25(14) . . ? C8' C8 C7 113.15(14) . . ? C9 C8 H8A 107.8 . . ? C8' C8 H8A 107.8 . . ? C7 C8 H8A 107.8 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? O3 C10 O2 108.28(14) . . ? O3 C10 H10A 110.0 . . ? O2 C10 H10A 110.0 . . ? O3 C10 H10B 110.0 . . ? O2 C10 H10B 110.0 . . ? H10A C10 H10B 108.4 . . ? C4' O2' C10' 106.97(14) . . ? C5' O3' C10' 105.00(13) . . ? C7' C1' C2' 119.63(17) . . ? C7' C1' C6' 121.88(17) . . ? C2' C1' C6' 118.34(15) . . ? O1' C2' C3' 120.56(17) . . ? O1' C2' C1' 121.45(17) . . ? C3' C2' C1' 117.98(16) . . ? C4' C3' C2' 118.36(17) . . ? C4' C3' H3A' 120.8 . . ? C2' C3' H3A' 120.8 . . ? C3' C4' O2' 126.95(17) . . ? C3' C4' C5' 124.11(17) . . ? O2' C4' C5' 108.83(15) . . ? O3' C5' O1 110.21(14) . . ? O3' C5' C4' 102.10(14) . . ? O1 C5' C4' 107.10(14) . . ? O3' C5' C6' 112.90(14) . . ? O1 C5' C6' 112.26(14) . . ? C4' C5' C6' 111.69(15) . . ? C5' C6' C1' 107.60(14) . . ? C5' C6' C7 112.09(14) . . ? C1' C6' C7 113.67(15) . . ? C5' C6' H6A' 107.7 . . ? C1' C6' H6A' 107.8 . . ? C7 C6' H6A' 107.8 . . ? C1' C7' C8' 125.24(17) . . ? C1' C7' H7A' 117.4 . . ? C8' C7' H7A' 117.4 . . ? C7' C8' C9' 110.10(15) . . ? C7' C8' C8 112.17(15) . . ? C9' C8' C8 114.86(15) . . ? C7' C8' H8A' 106.4 . . ? C9' C8' H8A' 106.4 . . ? C8 C8' H8A' 106.4 . . ? C8' C9' H9A' 109.5 . . ? C8' C9' H9B' 109.5 . . ? H9A' C9' H9B' 109.5 . . ? C8' C9' H9C' 109.5 . . ? H9A' C9' H9C' 109.5 . . ? H9B' C9' H9C' 109.5 . . ? O3' C10' O2' 105.67(14) . . ? O3' C10' H10C 110.6 . . ? O2' C10' H10C 110.6 . . ? O3' C10' H10D 110.6 . . ? O2' C10' H10D 110.6 . . ? H10C C10' H10D 108.7 . . ? 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 O1 177.94(15) . . . . ? C7 C1 C2 O1 0.8(3) . . . . ? C6 C1 C2 C3 -3.4(3) . . . . ? C7 C1 C2 C3 179.48(16) . . . . ? C5' O1 C2 C1 -18.7(2) . . . . ? C5' O1 C2 C3 162.48(15) . . . . ? C1 C2 C3 C4 2.0(3) . . . . ? O1 C2 C3 C4 -179.20(15) . . . . ? C2 C3 C4 C5 -0.1(3) . . . . ? C2 C3 C4 O2 178.17(16) . . . . ? C10 O2 C4 C3 173.76(19) . . . . ? C10 O2 C4 C5 -7.8(2) . . . . ? C3 C4 C5 C6 -0.4(3) . . . . ? O2 C4 C5 C6 -178.95(16) . . . . ? C3 C4 C5 O3 177.73(16) . . . . ? O2 C4 C5 O3 -0.8(2) . . . . ? C10 O3 C5 C6 -172.89(19) . . . . ? C10 O3 C5 C4 9.1(2) . . . . ? C4 C5 C6 C1 -1.0(3) . . . . ? O3 C5 C6 C1 -178.74(17) . . . . ? C2 C1 C6 C5 2.8(3) . . . . ? C7 C1 C6 C5 179.93(16) . . . . ? C2 C1 C7 C6' -11.6(2) . . . . ? C6 C1 C7 C6' 171.36(16) . . . . ? C2 C1 C7 C8 -136.89(17) . . . . ? C6 C1 C7 C8 46.0(2) . . . . ? C1 C7 C8 C9 -166.71(15) . . . . ? C6' C7 C8 C9 67.39(18) . . . . ? C1 C7 C8 C8' 69.34(19) . . . . ? C6' C7 C8 C8' -56.55(19) . . . . ? C5 O3 C10 O2 -13.9(2) . . . . ? C4 O2 C10 O3 13.5(2) . . . . ? C7' C1' C2' O1' -6.0(3) . . . . ? C6' C1' C2' O1' 169.55(17) . . . . ? C7' C1' C2' C3' 175.19(17) . . . . ? C6' C1' C2' C3' -9.2(2) . . . . ? O1' C2' C3' C4' 167.55(17) . . . . ? C1' C2' C3' C4' -13.7(3) . . . . ? C2' C3' C4' O2' 176.21(16) . . . . ? C2' C3' C4' C5' 0.4(3) . . . . ? C10' O2' C4' C3' -175.46(19) . . . . ? C10' O2' C4' C5' 0.84(19) . . . . ? C10' O3' C5' O1 -81.35(17) . . . . ? C10' O3' C5' C4' 32.18(17) . . . . ? C10' O3' C5' C6' 152.24(16) . . . . ? C2 O1 C5' O3' -79.99(17) . . . . ? C2 O1 C5' C4' 169.72(14) . . . . ? C2 O1 C5' C6' 46.79(19) . . . . ? C3' C4' C5' O3' 155.68(17) . . . . ? O2' C4' C5' O3' -20.75(18) . . . . ? C3' C4' C5' O1 -88.5(2) . . . . ? O2' C4' C5' O1 95.07(16) . . . . ? C3' C4' C5' C6' 34.8(2) . . . . ? O2' C4' C5' C6' -141.65(15) . . . . ? O3' C5' C6' C1' -166.40(14) . . . . ? O1 C5' C6' C1' 68.29(18) . . . . ? C4' C5' C6' C1' -52.02(19) . . . . ? O3' C5' C6' C7 67.92(19) . . . . ? O1 C5' C6' C7 -57.39(19) . . . . ? C4' C5' C6' C7 -177.70(14) . . . . ? C7' C1' C6' C5' -142.99(17) . . . . ? C2' C1' C6' C5' 41.5(2) . . . . ? C7' C1' C6' C7 -18.2(2) . . . . ? C2' C1' C6' C7 166.26(15) . . . . ? C1 C7 C6' C5' 38.4(2) . . . . ? C8 C7 C6' C5' 166.45(14) . . . . ? C1 C7 C6' C1' -83.91(18) . . . . ? C8 C7 C6' C1' 44.17(19) . . . . ? C2' C1' C7' C8' 177.33(16) . . . . ? C6' C1' C7' C8' 1.9(3) . . . . ? C1' C7' C8' C9' 116.2(2) . . . . ? C1' C7' C8' C8 -13.1(3) . . . . ? C9 C8 C8' C7' -82.60(18) . . . . ? C7 C8 C8' C7' 40.5(2) . . . . ? C9 C8 C8' C9' 150.68(16) . . . . ? C7 C8 C8' C9' -86.23(19) . . . . ? C5' O3' C10' O2' -33.05(19) . . . . ? C4' O2' C10' O3' 19.6(2) . . . . ?