# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2002 data_q6benn _database_code_CSD 149470 _journal_coden_Cambridge 207 loop_ _publ_author_name 'Jorg C. J. Benningshof' 'Maarten Ijsselstijn' 'Sabine R. Wallner' 'Anne L. Koster' 'Richard H. Blaauw' 'Angeline E. van Ginkel' 'Jean-Francois Briere' 'Jan H. van Maarseveen' 'Floris F. P. T. Rutjes' 'Henk Hiemstra' _publ_contact_author_name 'Prof H. Hiemstra' _publ_contact_author_address ; Institute of Molecular Chemistry University of Amsterdam Nieuwe Achtergracht 129 Amsterdam 1018 WS THE NETHERLANDS ; _publ_contact_author_phone +31 20 5255941 _publ_contact_author_fax +31 20 5255670 _publ_contact_author_email 'hiemstra@science.uva.nl' _publ_requested_journal ; Journal of the Chemical Society, Perkin Transactions 1 ; _publ_requested_coeditor_name ? _publ_contact_letter ; ? letter to co-editor ; _publ_section_title ; Studies towards the total synthesis of solanoeclepin A : synthesis and potato cyst nematode hatching of analogues containing the tetracyclic left-hand substructure ; _publ_section_abstract ; ? ; _publ_section_comment ; ? ; _publ_section_experimental ; ? ; _publ_section_references ; ? ; _publ_section_figure_captions ; ? ; _publ_section_acknowledgements ; ? ; #============================================================================== _audit_creation_date 00-04-28 _audit_creation_method from_xtal_archive_file_using_CIFIO _audit_update_record ? _chemical_compound_source ? _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_analytical ? _chemical_formula_moiety ? _chemical_formula_structural 'C18 H22 O5' _chemical_formula_sum ? _chemical_formula_weight 318.4 _chemical_melting_point ? _computing_data_collection 'Enraf-Nonius CAD4 software' _computing_cell_refinement 'CELCON prog. comparable with xtal_LATCON' _computing_data_reduction 'xtal_ADDREF (Davenport &Hall, 1992)' _computing_structure_solution 'CRUNCH (de Gelder et al., 1993)' _computing_structure_refinement 'xtal_CRYLSQ (Olthof_Hazekamp, 1992)' _computing_molecular_graphics ? _computing_publication_material 'xtal_BONDLA_(Dreissig,Doherty,Stewart&Hall,1992)_CIFIO (Hall,1992)' _cell_length_a 7.8483(9) _cell_length_b 8.1518(10) _cell_length_c 24.541(5) _cell_angle_alpha 90.00000 _cell_angle_beta 90.00000 _cell_angle_gamma 90.00000 _cell_volume 1570.1(4) _cell_formula_units_Z 4 _cell_measurement_temperature 260 _cell_measurement_reflns_used 23 _cell_measurement_theta_min 39.94 _cell_measurement_theta_max 42.67 _cell_special_details ; ? ; _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M p_21_21_21 _symmetry_space_group_name_Hall p_2ac_2ab loop_ _symmetry_equiv_pos_as_xyz +x,+y,+z 1/2-x,-y,1/2+z 1/2+x,1/2-y,-z -x,1/2+y,1/2-z _exptl_crystal_description block _exptl_crystal_preparation ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_diffrn 1.347 _exptl_crystal_density_meas ? _exptl_crystal_density_method ? _exptl_crystal_F_000 680 _exptl_absorpt_process_details ? _exptl_absorpt_coefficient_mu 0.80 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_special_details ; ? ; _diffrn_ambient_temperature 260 _diffrn_radiation_wavelength 1.5418 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source Xray-tube _diffrn_radiation_monochromator graphite _diffrn_radiation_detector ? _diffrn_measurement_device 'ENRAF NONIUS CAD4' _diffrn_measurement_method \q/2\q _diffrn_standards_number 2 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% none loop_ _diffrn_standard_refln_index_h _diffrn_standard_refln_index_k _diffrn_standard_refln_index_l -1 1 -6 -2 0 -4 loop_ _diffrn_attenuator_code _diffrn_attenuator_scale ? ? _diffrn_reflns_number 2249 _diffrn_reflns_av_R_equivalents .017 _diffrn_reflns_av_sigmaI/netI .008 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -5 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 5.72 _diffrn_reflns_theta_max 74.75 _diffrn_reflns_reduction_process perpendicular_monochr_Lp loop_ _atom_type_symbol _atom_type_description _atom_type_oxidation_number _atom_type_number_in_cell _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C ? 0 72 .017 .009 Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 H ? 0 88 0 0 Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 O ? 0 20 .047 .032 Int._Tables_Vol_IV_Tables_2.2B_and_2.3.1 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_calc_attached_atom C1 .8919(4) .3097(4) .68017(13) .0250(16) Uani ? ? C2 .7951(4) .4635(4) .69577(13) .0270(16) Uani ? ? O2 .8522(3) .6015(3) .70088(11) .0399(14) Uani ? ? C3 .6123(4) .4069(4) .70343(13) .0266(16) Uani ? ? O1 .6408(3) .2453(3) .72472(8) .0250(11) Uani ? ? C4 .5353(4) .3747(4) .64609(13) .0256(16) Uani ? ? C29 .5625(5) .5159(5) .60629(16) .039(2) Uani ? ? C30 .3431(5) .3417(5) .65422(18) .041(2) Uani ? ? C5 .6329(4) .2182(4) .63161(11) .0221(15) Uani ? ? C6 .6143(4) .1286(4) .58640(12) .0252(15) Uani ? ? O3 .4917(3) .1744(3) .54937(9) .0339(13) Uani ? ? C31 .5419(6) .1781(6) .49314(15) .051(3) Uani ? ? C7 .6989(4) -.0340(4) .57539(12) .0261(16) Uani ? ? O4 .6274(3) -.1307(3) .54555(10) .0404(14) Uani ? ? C8 .8747(4) -.0713(4) .59611(12) .0241(15) Uani ? ? C9 .9248(4) -.0475(4) .64767(12) .0217(15) Uani ? ? C19 .8001(4) .0098(4) .69122(12) .0227(15) Uani ? ? O7 .6525(3) -.0916(3) .69404(10) .0312(12) Uani ? ? C10 .7450(4) .1830(4) .68014(12) .0212(15) Uani ? ? C11 1.1040(5) -.0820(4) .66645(13) .0294(17) Uani ? ? C12 1.2257(5) -.1186(6) .62046(17) .051(2) Uani ? ? C13 1.1491(6) -.2279(7) .57953(18) .056(3) Uani ? ? C14 .9887(5) -.1519(5) .55413(14) .038(2) Uani ? ? H11 .953(5) .318(5) .6446(9) .05000 Uiso ? ? H12 .975(4) .278(5) .7090(12) .05000 Uiso ? ? H3 .546(4) .474(4) .7301(12) .05000 Uiso ? ? H111 1.149(5) .018(3) .6847(14) .05000 Uiso ? ? H112 1.096(5) -.176(3) .6925(13) .05000 Uiso ? ? H121 1.247(4) -.023(3) .5960(12) .05000 Uiso ? ? H122 1.333(2) -.168(4) .6355(11) .05000 Uiso ? ? H131 1.227(4) -.267(5) .5500(11) .05000 Uiso ? ? H132 1.121(5) -.327(3) .6022(14) .05000 Uiso ? ? H141 1.009(5) -.073(4) .5238(11) .05000 Uiso ? ? H142 .923(4) -.245(3) .5379(15) .05000 Uiso ? ? H19 .853(5) .008(5) .7283(8) .05000 Uiso ? ? H291 .504(5) .616(3) .6206(15) .05000 Uiso ? ? H292 .682(2) .513(5) .5922(15) .05000 Uiso ? ? H293 .498(5) .495(5) .5717(10) .05000 Uiso ? ? H301 .334(5) .245(3) .6792(13) .05000 Uiso ? ? H302 .278(4) .441(3) .6665(15) .05000 Uiso ? ? H303 .289(5) .302(5) .6196(9) .05000 Uiso ? ? H311 .641(4) .256(4) .4927(17) .05000 Uiso ? ? H312 .612(5) .084(3) .4799(15) .05000 Uiso ? ? H313 .458(4) .237(4) .4700(13) .05000 Uiso ? ? H7o .689(5) -.200(2) .7005(16) .05000 Uiso ? ? loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 .0242(16) .0270(16) .0237(15) -.0027(15) .0032(13) -.0013(13) C2 .0306(17) .0278(17) .0228(15) -.0043(15) -.0011(15) .0004(13) O2 .0436(15) .0244(12) .0517(15) -.0077(12) -.0016(13) -.0027(11) C3 .0324(18) .0221(15) .0253(15) .0048(15) .0056(14) -.0032(13) O1 .0320(12) .0240(10) .0190(10) .0004(11) .0089(10) -.0022(9) C4 .0258(16) .0255(16) .0256(15) .0010(14) .0009(14) -.0016(14) C29 .047(2) .0311(19) .038(2) .0071(19) -.0012(18) .0074(17) C30 .0259(19) .044(2) .052(2) .0046(18) .0019(18) -.0082(19) C5 .0234(15) .0215(14) .0213(14) -.0011(14) .0033(13) .0034(12) C6 .0242(16) .0316(16) .0199(14) .0011(15) -.0003(13) .0015(13) O3 .0328(13) .0449(14) .0240(11) .0089(12) -.0080(10) -.0005(11) C31 .063(3) .067(3) .0238(18) .021(3) -.006(2) .007(2) C7 .0319(17) .0298(16) .0168(14) .0001(15) .0011(14) -.0016(13) O4 .0472(16) .0382(14) .0358(13) -.0004(14) -.0135(13) -.0128(12) C8 .0291(17) .0242(15) .0190(14) .0018(15) .0028(13) -.0025(12) C9 .0250(16) .0204(15) .0196(14) .0012(13) .0037(13) .0001(12) C19 .0276(16) .0246(15) .0160(14) .0012(14) .0021(13) .0010(13) O7 .0342(13) .0245(11) .0349(12) -.0025(11) .0107(11) .0038(10) C10 .0257(16) .0241(15) .0138(13) -.0008(13) .0038(12) -.0022(12) C11 .0297(18) .0328(18) .0257(16) .0050(16) -.0020(14) -.0020(15) C12 .032(2) .079(3) .041(2) .015(2) .0045(18) -.011(2) C13 .045(2) .079(3) .045(2) .026(3) .001(2) -.022(2) C14 .043(2) .048(2) .0233(17) .011(2) .0034(16) -.0089(17) _atom_sites_solution_primary 'Direct Methods' _atom_sites_solution_secondary ? _atom_sites_solution_hydrogens calculated _refine_special_details sfls:_F_calc_weight_full_matrix _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme '1/[1.2+0.01*\s(Fobs)^2^+0.01/\s(Fobs)]' _refine_ls_hydrogen_treatment 'H-atom x,y,z,U refined, restrained at 1.0 \%A' _refine_ls_extinction_method Zachariasen _refine_ls_extinction_coef 6652(283) _refine_ls_extinction_expression Eq22_p292_"Cryst._Comp."_Munksgaard_1970 _refine_ls_abs_structure_details Flack_xabs_refined _refine_ls_abs_structure_Flack -0.2(5) _refine_ls_number_reflns 1830 _refine_ls_number_parameters 276 _refine_ls_number_restraints 25 _refine_ls_number_constraints 0 _refine_ls_R_factor_all .045 _refine_ls_R_factor_obs .044 _refine_ls_wR_factor_all .046 _refine_ls_wR_factor_obs .045 _refine_ls_goodness_of_fit_all 1.19 _refine_ls_goodness_of_fit_obs 1.202 _refine_ls_shift/esd_max .324 _refine_ls_shift/esd_mean .014 _refine_diff_density_min -.255 _refine_diff_density_max .446 _geom_special_details ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 H12 1.00(3) 3_456 3_456 ? C1 H11 1.00(3) 3_456 3_456 ? C1 C2 1.515(5) 3_456 3_456 ? C1 C10 1.548(4) 3_456 3_456 ? C2 O2 1.217(4) 3_456 3_456 ? C2 C3 1.519(5) 3_456 3_456 ? C3 H3 1.00(3) 3_456 3_456 ? C3 O1 1.435(4) 3_456 3_456 ? C3 C4 1.554(5) 3_456 3_456 ? O1 C10 1.457(4) 3_456 3_456 ? C4 C29 1.525(5) 3_456 3_456 ? C4 C5 1.530(4) 3_456 3_456 ? C4 C30 1.545(5) 3_456 3_456 ? C29 H292 1.00(2) 3_456 3_456 ? C29 H291 1.00(3) 3_456 3_456 ? C29 H293 1.01(3) 3_456 3_456 ? C30 H302 1.00(3) 3_456 3_456 ? C30 H301 1.00(3) 3_456 3_456 ? C30 H303 1.00(3) 3_456 3_456 ? C5 C6 1.336(4) 3_456 3_456 ? C5 C10 1.508(4) 3_456 3_456 ? C6 O3 1.375(4) 3_456 3_456 ? C6 C7 1.507(5) 3_456 3_456 ? O3 C31 1.435(4) 3_456 3_456 ? C31 H312 .99(3) 3_456 3_456 ? C31 H313 1.00(3) 3_456 3_456 ? C31 H311 1.00(3) 3_456 3_456 ? C7 O4 1.213(4) 3_456 3_456 ? C7 C8 1.501(5) 3_456 3_456 ? C8 C9 1.339(4) 3_456 3_456 ? C8 C14 1.515(5) 3_456 3_456 ? C9 C11 1.507(5) 3_456 3_456 ? C9 C19 1.523(4) 3_456 3_456 ? C19 H19 1.00(2) 3_456 3_456 ? C19 O7 1.424(4) 3_456 3_456 ? C19 C10 1.501(4) 3_456 3_456 ? O7 H7o .95(2) 3_456 3_456 ? C11 H111 1.00(3) 3_456 3_456 ? C11 H112 1.00(3) 3_456 3_456 ? C11 C12 1.508(5) 3_456 3_456 ? C12 H121 1.00(3) 3_456 3_456 ? C12 H122 1.00(2) 3_456 3_456 ? C12 C13 1.471(7) 3_456 3_456 ? C13 H131 1.00(3) 3_456 3_456 ? C13 H132 1.01(3) 3_456 3_456 ? C13 C14 1.535(6) 3_456 3_456 ? C14 H141 1.00(3) 3_456 3_456 ? C14 H142 1.00(3) 3_456 3_456 ? loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 _geom_contact_publ_flag H311 H312 1.45(5) 3_456 3_456 ? H292 H293 1.54(4) 3_456 3_456 ? H311 H313 1.55(4) 3_456 3_456 ? H291 H293 1.56(4) 3_456 3_456 ? H301 H303 1.58(4) 3_456 3_456 ? H141 H142 1.59(4) 3_456 3_456 ? H131 H132 1.61(5) 3_456 3_456 ? H302 H303 1.61(4) 3_456 3_456 ? H11 H12 1.62(4) 3_456 3_456 ? H111 H112 1.65(4) 3_456 3_456 ? H121 H122 1.67(4) 3_456 3_456 ? H301 H302 1.68(4) 3_456 3_456 ? H312 H313 1.75(5) 3_456 3_456 ? H291 H292 1.77(4) 3_456 3_456 ? C13 H121 1.88(2) 3_456 3_456 ? O3 H311 1.93(4) 3_456 3_456 ? C19 H7o 1.94(2) 3_456 3_456 ? C12 H132 1.94(3) 3_456 3_456 ? O7 H19 1.96(3) 3_456 3_456 ? O1 H3 2.02(3) 3_456 3_456 ? C12 H111 2.02(3) 3_456 3_456 ? C9 H112 2.03(3) 3_456 3_456 ? O3 H313 2.03(3) 3_456 3_456 ? C10 H19 2.04(3) 3_456 3_456 ? C8 H142 2.05(3) 3_456 3_456 ? C13 H122 2.05(2) 3_456 3_456 ? C9 H111 2.05(4) 3_456 3_456 ? C13 H142 2.05(3) 3_456 3_456 ? O2 H7o 2.06(3) 3_456 3_446 ? C4 H301 2.07(4) 3_456 3_456 ? C8 H141 2.07(3) 3_456 3_456 ? C11 H122 2.07(2) 3_456 3_456 ? C4 H291 2.08(3) 3_456 3_456 ? O3 H312 2.08(4) 3_456 3_456 ? C4 H292 2.08(3) 3_456 3_456 ? C10 H12 2.09(3) 3_456 3_456 ? C4 H293 2.09(3) 3_456 3_456 ? C2 H12 2.09(4) 3_456 3_456 ? C14 H131 2.09(3) 3_456 3_456 ? C12 H112 2.09(3) 3_456 3_456 ? C9 H19 2.11(2) 3_456 3_456 ? C12 H131 2.11(3) 3_456 3_456 ? C11 H121 2.12(3) 3_456 3_456 ? C4 H303 2.12(4) 3_456 3_456 ? C14 H132 2.12(3) 3_456 3_456 ? C2 H11 2.13(3) 3_456 3_456 ? C2 H3 2.13(3) 3_456 3_456 ? C4 H302 2.15(3) 3_456 3_456 ? C10 H11 2.15(4) 3_456 3_456 ? C13 H141 2.16(3) 3_456 3_456 ? C3 C10 2.178(4) 3_456 3_456 ? C4 H3 2.22(3) 3_456 3_456 ? H19 H7o 2.24(5) 3_456 3_456 ? H122 H291 2.24(4) 3_456 3_566 ? H122 H132 2.26(4) 3_456 3_456 ? C2 O1 2.266(4) 3_456 3_456 ? H121 H131 2.29(4) 3_456 3_456 ? O1 C5 2.296(3) 3_456 3_456 ? C1 O1 2.314(4) 3_456 3_456 ? H132 H142 2.32(5) 3_456 3_456 ? H112 H122 2.33(4) 3_456 3_456 ? C5 O3 2.330(4) 3_456 3_456 ? H111 H121 2.33(5) 3_456 3_456 ? C6 O4 2.341(4) 3_456 3_456 ? C3 C5 2.345(4) 3_456 3_456 ? O1 C4 2.350(4) 3_456 3_456 ? C2 C10 2.352(5) 3_456 3_456 ? O4 C8 2.354(4) 3_456 3_456 ? H111 H301 2.35(4) 3_456 3_556 ? O7 C10 2.377(4) 3_456 3_456 ? O4 H312 2.38(3) 3_456 3_456 ? C6 C31 2.392(5) 3_456 3_456 ? H122 H131 2.39(4) 3_456 3_456 ? C1 C3 2.402(5) 3_456 3_456 ? H131 H141 2.41(5) 3_456 3_456 ? H131 H142 2.41(5) 3_456 3_456 ? H111 H122 2.42(4) 3_456 3_456 ? C4 C10 2.419(4) 3_456 3_456 ? H141 H293 2.43(4) 3_456 . ? O1 C19 2.434(4) 3_456 3_456 ? O3 C7 2.437(4) 3_456 3_456 ? C9 O7 2.447(4) 3_456 3_456 ? H12 H19 2.45(5) 3_456 3_456 ? C1 O2 2.452(4) 3_456 3_456 ? O2 C3 2.463(4) 3_456 3_456 ? C11 C13 2.468(6) 3_456 3_456 ? C1 C5 2.472(4) 3_456 3_456 ? C9 C10 2.481(4) 3_456 3_456 ? C2 C4 2.484(5) 3_456 3_456 ? O7 H3 2.49(3) 3_456 2_564 ? C12 C14 2.487(6) 3_456 3_456 ? C3 C30 2.491(5) 3_456 3_456 ? C8 C19 2.496(4) 3_456 3_456 ? C8 C11 2.496(5) 3_456 3_456 ? C9 C14 2.499(5) 3_456 3_456 ? O4 H142 2.50(3) 3_456 3_456 ? C14 H121 2.50(3) 3_456 3_456 ? H12 H112 2.51(4) 3_456 2_654 ? C7 C9 2.510(4) 3_456 3_456 ? C9 C12 2.522(5) 3_456 3_456 ? C29 C30 2.522(6) 3_456 3_456 ? C7 C14 2.523(5) 3_456 3_456 ? C5 C7 2.529(4) 3_456 3_456 ? C6 H311 2.53(4) 3_456 3_456 ? C8 C13 2.537(6) 3_456 3_456 ? H112 H132 2.54(4) 3_456 3_456 ? H291 H302 2.54(5) 3_456 3_456 ? C30 C5 2.548(5) 3_456 3_456 ? C11 H132 2.55(3) 3_456 3_456 ? O1 H19 2.55(4) 3_456 3_456 ? H293 H303 2.55(5) 3_456 3_456 ? C6 C10 2.558(4) 3_456 3_456 ? C4 C6 2.560(4) 3_456 3_456 ? C1 C19 2.563(5) 3_456 3_456 ? H111 H19 2.56(5) 3_456 3_456 ? C29 C5 2.566(5) 3_456 3_456 ? O3 H303 2.57(3) 3_456 3_456 ? C19 C11 2.573(5) 3_456 3_456 ? C3 C29 2.574(5) 3_456 3_456 ? C9 H7o 2.58(3) 3_456 3_456 ? H112 H19 2.58(5) 3_456 3_456 ? H12 H111 2.59(5) 3_456 3_456 ? C11 H19 2.59(3) 3_456 3_456 ? C5 C19 2.598(4) 3_456 3_456 ? H121 H141 2.61(5) 3_456 3_456 ? O4 H131 2.61(3) 3_456 1_465 ? C19 H12 2.62(4) 3_456 3_456 ? C3 H301 2.62(4) 3_456 3_456 ? C5 H292 2.62(4) 3_456 3_456 ? C7 H142 2.62(3) 3_456 3_456 ? C7 H312 2.62(4) 3_456 3_456 ? C6 C8 2.624(5) 3_456 3_456 ? C5 H301 2.63(4) 3_456 3_456 ? H3 H302 2.63(5) 3_456 3_456 ? C6 H312 2.64(4) 3_456 3_456 ? O2 H112 2.64(3) 3_456 3_446 ? H131 H142 2.65(5) 3_456 1_565 ? H311 H313 2.65(4) 3_456 . ? O1 H301 2.65(4) 3_456 3_456 ? C5 H11 2.66(4) 3_456 3_456 ? O1 H12 2.66(3) 3_456 3_456 ? O3 H293 2.67(4) 3_456 3_456 ? C30 H293 2.67(3) 3_456 3_456 ? H121 H132 2.68(4) 3_456 3_456 ? C30 H3 2.68(3) 3_456 3_456 ? C30 H291 2.70(3) 3_456 3_456 ? O3 O4 2.707(4) 3_456 3_456 ? H11 H303 2.71(5) 3_456 3_556 ? O2 H3 2.71(3) 3_456 3_456 ? C2 H292 2.72(4) 3_456 3_456 ? H121 H303 2.73(4) 3_456 3_556 ? C19 H111 2.75(4) 3_456 3_456 ? C29 H302 2.75(4) 3_456 3_456 ? C1 H19 2.75(4) 3_456 3_456 ? O3 H121 2.75(3) 3_456 3_356 ? H132 H302 2.76(4) 3_456 3_566 ? C7 H141 2.76(4) 3_456 3_456 ? C19 H112 2.77(4) 3_456 3_456 ? H141 H313 2.77(5) 3_456 . ? H12 H19 2.78(5) 3_456 2_654 ? C29 H303 2.78(4) 3_456 3_456 ? C3 H291 2.79(3) 3_456 3_456 ? C3 H302 2.79(3) 3_456 3_456 ? H11 H302 2.79(5) 3_456 3_556 ? H3 H301 2.79(5) 3_456 3_456 ? O4 H142 2.79(3) 3_456 1_465 ? C5 H303 2.80(4) 3_456 3_456 ? O2 H11 2.81(4) 3_456 3_456 ? O2 H12 2.81(4) 3_456 3_456 ? H141 H311 2.82(5) 3_456 . ? H19 H302 2.83(4) 3_456 2_564 ? C13 H112 2.84(3) 3_456 3_456 ? C9 H121 2.84(3) 3_456 3_456 ? C9 C13 2.839(6) 3_456 3_456 ? H131 H312 2.84(5) 3_456 1_565 ? C8 C12 2.846(5) 3_456 3_456 ? C2 C5 2.846(4) 3_456 3_456 ? C8 H132 2.85(3) 3_456 3_456 ? O1 O7 2.848(3) 3_456 3_456 ? O4 C14 2.848(5) 3_456 3_456 ? H11 H313 2.85(4) 3_456 . ? H291 H7o 2.86(5) 3_456 3_446 ? C2 H7o 2.87(2) 3_456 3_446 ? O1 H3 2.87(3) 3_456 2_564 ? H3 H7o 2.89(5) 3_456 2_554 ? C2 C29 2.888(5) 3_456 3_456 ? O2 H111 2.89(3) 3_456 2_654 ? C5 H293 2.89(4) 3_456 3_456 ? C4 O3 2.901(4) 3_456 3_456 ? C31 O4 2.905(5) 3_456 3_456 ? H132 H312 2.91(4) 3_456 1_565 ? C3 H292 2.92(4) 3_456 3_456 ? H12 H302 2.92(5) 3_456 3_556 ? H12 H301 2.93(5) 3_456 3_556 ? H131 H293 2.93(5) 3_456 3_566 ? H293 H302 2.93(5) 3_456 3_456 ? C31 C7 2.930(5) 3_456 3_456 ? H112 H121 2.93(4) 3_456 3_456 ? O4 H291 2.93(3) 3_456 3_466 ? H131 H291 2.94(5) 3_456 3_566 ? C12 H141 2.94(3) 3_456 3_456 ? H3 H291 2.94(5) 3_456 3_456 ? C8 H121 2.95(3) 3_456 3_456 ? H11 H292 2.95(5) 3_456 3_456 ? C11 C14 2.957(5) 3_456 3_456 ? O2 O7 2.957(3) 3_456 3_446 ? C5 O7 2.957(4) 3_456 3_456 ? H132 H141 2.96(4) 3_456 3_456 ? H303 H312 2.96(5) 3_456 1_455 ? O7 H122 2.96(2) 3_456 3_356 ? O1 H112 2.97(3) 3_456 2_654 ? O2 H12 2.97(3) 3_456 2_654 ? C9 H132 2.97(3) 3_456 3_456 ? H3 H7o 2.97(4) 3_456 3_446 ? C1 C4 2.969(5) 3_456 3_456 ? H293 H311 2.97(5) 3_456 3_456 ? C7 O7 2.972(4) 3_456 3_456 ? C7 C19 2.973(4) 3_456 3_456 ? C8 O7 2.974(4) 3_456 3_456 ? C9 H11 2.99(4) 3_456 3_456 ? H301 H7o 2.99(5) 3_456 2_554 ? O2 H19 3.00(3) 3_456 2_654 ? O3 H311 3.00(3) 3_456 1_455 ? C2 H111 3.00(3) 3_456 2_654 ? C19 H11 3.01(4) 3_456 3_456 ? O1 C30 3.012(5) 3_456 3_456 ? H111 H303 3.02(5) 3_456 3_556 ? H303 H311 3.03(5) 3_456 1_455 ? C1 C9 3.030(4) 3_456 3_456 ? C6 H303 3.03(4) 3_456 3_456 ? C3 H12 3.04(3) 3_456 3_456 ? H142 H292 3.04(5) 3_456 3_466 ? H11 H111 3.05(5) 3_456 3_456 ? C8 H112 3.06(3) 3_456 3_456 ? C29 H3 3.06(3) 3_456 3_456 ? H291 H303 3.07(5) 3_456 3_456 ? H121 H301 3.07(4) 3_456 3_556 ? O2 H292 3.07(4) 3_456 3_456 ? C12 H291 3.07(3) 3_456 3_566 ? H132 H291 3.08(6) 3_456 3_566 ? C30 H11 3.08(4) 3_456 3_356 ? C9 H12 3.08(4) 3_456 3_456 ? O4 H141 3.08(4) 3_456 3_456 ? C2 H112 3.09(3) 3_456 2_654 ? O4 H141 3.09(3) 3_456 1_465 ? C8 C10 3.096(4) 3_456 3_456 ? C10 H3 3.10(3) 3_456 3_456 ? C6 C19 3.112(4) 3_456 3_456 ? C9 H141 3.12(3) 3_456 3_456 ? C1 H111 3.12(3) 3_456 3_456 ? C3 H11 3.12(3) 3_456 3_456 ? C1 H112 3.13(3) 3_456 2_654 ? C8 H7o 3.13(4) 3_456 3_456 ? C30 H111 3.13(3) 3_456 3_356 ? C30 O3 3.137(5) 3_456 3_456 ? C9 H142 3.14(3) 3_456 3_456 ? C7 C10 3.141(4) 3_456 3_456 ? C6 H293 3.14(4) 3_456 3_456 ? H131 H141 3.14(5) 3_456 1_565 ? C6 H121 3.14(3) 3_456 3_356 ? C8 H111 3.15(4) 3_456 3_456 ? C7 H311 3.15(4) 3_456 3_456 ? O4 H292 3.15(4) 3_456 3_466 ? C5 C8 3.151(4) 3_456 3_456 ? C29 O3 3.164(5) 3_456 3_456 ? H11 H301 3.17(5) 3_456 3_556 ? H142 H312 3.17(4) 3_456 1_565 ? C5 C9 3.177(4) 3_456 3_456 ? C6 H292 3.18(4) 3_456 3_456 ? C1 H292 3.18(4) 3_456 3_456 ? H141 H292 3.19(5) 3_456 . ? C2 H291 3.19(4) 3_456 3_456 ? H121 H311 3.19(5) 3_456 . ? C10 H7o 3.196(19) 3_456 3_456 ? O2 C9 3.196(4) 3_456 3_446 ? O1 H11 3.20(3) 3_456 3_456 ? H3 H111 3.20(5) 3_456 2_654 ? O1 H7o 3.20(4) 3_456 2_554 ? C6 C9 3.203(4) 3_456 3_456 ? O7 H291 3.21(3) 3_456 3_466 ? C6 O7 3.208(4) 3_456 3_456 ? H112 H7o 3.21(5) 3_456 3_456 ? O4 C14 3.211(5) 3_456 1_465 ? O4 H122 3.21(2) 3_456 3_356 ? C30 C6 3.212(5) 3_456 3_456 ? C31 H311 3.21(3) 3_456 1_455 ? C29 C6 3.221(5) 3_456 3_456 ? C6 H313 3.22(3) 3_456 . ? C13 H291 3.22(4) 3_456 3_566 ? C29 H122 3.23(3) 3_456 3_346 ? H122 H7o 3.23(4) 3_456 3_556 ? C30 H12 3.23(3) 3_456 3_356 ? C1 H302 3.23(3) 3_456 3_556 ? C6 H313 3.23(3) 3_456 3_456 ? H292 H311 3.23(6) 3_456 3_456 ? C11 H301 3.24(3) 3_456 3_556 ? C8 H313 3.24(4) 3_456 . ? C31 H293 3.24(4) 3_456 3_456 ? H112 H19 3.25(4) 3_456 2_664 ? C29 H141 3.25(3) 3_456 1_455 ? C3 H7o 3.257(18) 3_456 3_446 ? C31 H141 3.26(3) 3_456 1_455 ? C10 H301 3.26(4) 3_456 3_456 ? O2 H132 3.26(4) 3_456 3_446 ? C3 O7 3.264(4) 3_456 2_554 ? C5 H3 3.27(3) 3_456 3_456 ? C13 H312 3.27(3) 3_456 1_565 ? C1 H3 3.27(3) 3_456 3_456 ? C13 H111 3.27(3) 3_456 3_456 ? H3 H301 3.27(4) 3_456 2_554 ? H293 H313 3.28(5) 3_456 3_456 ? C11 H12 3.28(4) 3_456 3_456 ? O4 H293 3.28(4) 3_456 3_466 ? C29 O4 3.283(5) 3_456 3_446 ? O4 C13 3.283(5) 3_456 1_465 ? C12 H142 3.29(3) 3_456 3_456 ? H3 H19 3.30(5) 3_456 2_554 ? C6 H301 3.30(4) 3_456 3_456 ? H122 H302 3.31(4) 3_456 3_566 ? H12 H303 3.31(4) 3_456 3_556 ? O3 H292 3.31(4) 3_456 3_456 ? C4 H11 3.31(4) 3_456 3_456 ? C8 H19 3.31(2) 3_456 3_456 ? H312 H313 3.31(5) 3_456 . ? C11 H12 3.32(3) 3_456 2_664 ? O1 O7 3.323(3) 3_456 2_554 ? O2 C29 3.324(5) 3_456 3_456 ? C5 H12 3.32(3) 3_456 3_456 ? H132 H303 3.32(5) 3_456 3_566 ? O4 H131 3.33(3) 3_456 3_356 ? H292 H313 3.34(5) 3_456 . ? C14 H293 3.34(3) 3_456 . ? H11 H132 3.34(5) 3_456 3_446 ? C19 H3 3.34(3) 3_456 2_564 ? C14 H131 3.34(3) 3_456 1_465 ? H293 H312 3.34(5) 3_456 1_455 ? O4 H121 3.35(3) 3_456 3_356 ? C7 H313 3.35(3) 3_456 . ? H11 H19 3.35(5) 3_456 3_456 ? C2 H19 3.35(3) 3_456 2_654 ? C7 H7o 3.36(4) 3_456 3_456 ? O2 C11 3.358(4) 3_456 3_446 ? C29 H301 3.36(3) 3_456 3_456 ? C14 H122 3.36(2) 3_456 3_456 ? O2 C19 3.362(4) 3_456 3_446 ? C9 H122 3.36(2) 3_456 3_456 ? C30 H292 3.37(3) 3_456 3_456 ? O2 H291 3.37(4) 3_456 3_456 ? C11 H131 3.37(3) 3_456 3_456 ? C3 H303 3.38(3) 3_456 3_456 ? O2 H19 3.38(4) 3_456 3_446 ? O2 C4 3.378(4) 3_456 3_456 ? H132 H293 3.38(5) 3_456 3_566 ? C31 H303 3.38(3) 3_456 . ? C30 H121 3.38(2) 3_456 3_356 ? O7 H301 3.38(3) 3_456 2_564 ? C8 H131 3.39(3) 3_456 3_456 ? C6 H11 3.39(4) 3_456 3_456 ? O2 O1 3.395(3) 3_456 3_456 ? H11 H312 3.40(4) 3_456 . ? C5 H19 3.40(3) 3_456 3_456 ? H12 H111 3.40(5) 3_456 2_654 ? C12 H301 3.40(3) 3_456 3_556 ? O4 H311 3.41(4) 3_456 3_456 ? C5 H291 3.41(3) 3_456 3_456 ? C7 H122 3.41(2) 3_456 3_356 ? C1 H19 3.42(3) 3_456 2_654 ? C29 H7o 3.42(3) 3_456 3_446 ? H122 H293 3.42(5) 3_456 3_566 ? H303 H313 3.42(4) 3_456 1_455 ? C7 H291 3.42(3) 3_456 3_466 ? C5 H311 3.42(4) 3_456 3_456 ? H142 H293 3.43(4) 3_456 . ? C3 H293 3.43(3) 3_456 3_456 ? C5 H302 3.43(3) 3_456 3_456 ? H121 H142 3.43(4) 3_456 3_456 ? C14 H313 3.44(4) 3_456 . ? C3 H111 3.44(4) 3_456 2_654 ? C8 H11 3.44(4) 3_456 3_456 ? C10 H111 3.45(4) 3_456 3_456 ? H19 H301 3.45(4) 3_456 2_564 ? C3 H7o 3.45(4) 3_456 2_554 ? C31 H11 3.45(2) 3_456 1_455 ? C1 H303 3.45(3) 3_456 3_556 ? H12 H7o 3.45(5) 3_456 2_654 ? C31 H313 3.46(3) 3_456 . ? C30 H132 3.46(3) 3_456 3_346 ? C29 H131 3.46(3) 3_456 3_346 ? C12 H303 3.47(4) 3_456 3_556 ? O3 H301 3.47(3) 3_456 3_456 ? C30 C10 3.468(5) 3_456 3_456 ? H302 H7o 3.47(5) 3_456 2_554 ? O7 H302 3.47(4) 3_456 2_564 ? H111 H132 3.48(4) 3_456 3_456 ? O2 H112 3.48(3) 3_456 2_654 ? C10 H292 3.49(4) 3_456 3_456 ? C7 H131 3.49(3) 3_456 1_465 ? O2 H301 3.49(3) 3_456 2_554 ? C5 C31 3.488(5) 3_456 3_456 ? O4 C9 3.491(4) 3_456 3_456 ? C6 H122 3.49(3) 3_456 3_356 ? C2 C11 3.492(5) 3_456 2_654 ? H112 H302 3.49(4) 3_456 3_566 ? C3 H112 3.50(3) 3_456 2_654 ? C1 C6 3.496(4) 3_456 3_456 ? C11 H7o 3.50(4) 3_456 3_456 ? C14 H112 3.51(3) 3_456 3_456 ? O1 H122 3.51(3) 3_456 2_654 ? C11 H11 3.51(4) 3_456 3_456 ? C1 H301 3.51(4) 3_456 3_556 ? O1 C6 3.532(4) 3_456 3_456 ? H122 H301 3.54(4) 3_456 3_556 ? C30 H19 3.54(3) 3_456 2_554 ? H292 H7o 3.54(5) 3_456 3_446 ? H141 H312 3.54(5) 3_456 3_456 ? C5 O4 3.542(4) 3_456 3_456 ? O7 H112 3.55(4) 3_456 3_456 ? O1 H111 3.55(3) 3_456 2_654 ? O2 C10 3.551(4) 3_456 3_456 ? C13 H293 3.55(4) 3_456 3_566 ? C10 H112 3.55(3) 3_456 2_654 ? C29 H311 3.56(4) 3_456 3_456 ? H141 H291 3.56(5) 3_456 . ? C19 H12 3.56(3) 3_456 2_664 ? O1 H302 3.56(3) 3_456 3_456 ? H3 H292 3.56(5) 3_456 3_456 ? C29 C10 3.564(5) 3_456 3_456 ? C10 C11 3.566(5) 3_456 3_456 ? C3 C19 3.569(5) 3_456 3_456 ? H293 H301 3.57(4) 3_456 3_456 ? C1 C29 3.577(5) 3_456 3_456 ? C11 H141 3.58(3) 3_456 3_456 ? C7 H121 3.58(3) 3_456 3_356 ? C5 H313 3.58(3) 3_456 . ? C29 H11 3.59(4) 3_456 3_456 ? C19 H302 3.59(4) 3_456 2_564 ? C13 H302 3.59(3) 3_456 3_566 ? H292 H303 3.59(4) 3_456 3_456 ? C30 H7o 3.59(4) 3_456 2_554 ? O2 C11 3.600(4) 3_456 2_654 ? C10 H3 3.60(3) 3_456 2_564 ? C13 H142 3.60(4) 3_456 1_565 ? H291 H301 3.61(4) 3_456 3_456 ? C1 C30 3.608(5) 3_456 3_556 ? H3 H112 3.61(5) 3_456 2_654 ? O7 C11 3.609(4) 3_456 3_456 ? H111 H302 3.62(4) 3_456 3_556 ? C1 C11 3.617(5) 3_456 3_456 ? H121 H291 3.62(4) 3_456 3_566 ? O3 C12 3.620(5) 3_456 3_356 ? O1 C11 3.623(4) 3_456 2_654 ? H3 H122 3.63(4) 3_456 2_654 ? C14 H311 3.63(4) 3_456 . ? H121 H313 3.63(4) 3_456 . ? C11 H303 3.64(4) 3_456 3_556 ? O4 H132 3.64(3) 3_456 1_465 ? O3 H312 3.64(3) 3_456 1_455 ? O4 C12 3.651(5) 3_456 3_356 ? C3 C6 3.660(4) 3_456 3_456 ? O4 O7 3.663(3) 3_456 3_456 ? O2 H302 3.69(3) 3_456 3_556 ? C29 H132 3.70(4) 3_456 3_346 ? C2 C19 3.700(5) 3_456 3_456 ? O1 C29 3.700(4) 3_456 3_456 ? O1 H302 3.70(3) 3_456 2_564 ? O1 H7o 3.701(18) 3_456 3_456 ? C11 H142 3.71(3) 3_456 3_456 ? O2 C8 3.709(4) 3_456 3_446 ? C14 H111 3.71(3) 3_456 3_456 ? C5 H121 3.71(3) 3_456 3_356 ? C8 H292 3.71(4) 3_456 3_466 ? O3 H141 3.72(3) 3_456 1_455 ? O3 H122 3.72(3) 3_456 3_356 ? C7 H292 3.72(4) 3_456 3_466 ? O7 H301 3.73(3) 3_456 3_456 ? C1 C8 3.731(4) 3_456 3_456 ? C31 H142 3.73(3) 3_456 1_465 ? C1 H111 3.74(3) 3_456 2_654 ? C8 H312 3.74(4) 3_456 3_456 ? C1 H313 3.74(3) 3_456 . ? O7 H3 3.74(3) 3_456 3_466 ? C31 H132 3.75(3) 3_456 1_465 ? C6 C12 3.749(5) 3_456 3_356 ? C14 H312 3.75(3) 3_456 1_565 ? O3 H313 3.76(3) 3_456 . ? C14 H292 3.76(3) 3_456 3_466 ? C30 O7 3.764(5) 3_456 2_554 ? C2 H112 3.77(3) 3_456 3_446 ? O4 H313 3.77(3) 3_456 3_456 ? C11 H3 3.77(3) 3_456 2_664 ? O1 C9 3.773(4) 3_456 3_456 ? O3 C10 3.776(4) 3_456 3_456 ? C1 O7 3.788(4) 3_456 3_456 ? C12 H302 3.79(3) 3_456 3_566 ? O3 C8 3.790(4) 3_456 3_456 ? C4 C19 3.794(5) 3_456 3_456 ? C31 H121 3.80(3) 3_456 3_356 ? C2 O7 3.796(4) 3_456 3_446 ? C8 H122 3.80(2) 3_456 3_456 ? C31 H131 3.81(4) 3_456 1_465 ? C6 C14 3.807(5) 3_456 3_456 ? C30 H312 3.81(4) 3_456 1_455 ? O1 H303 3.81(3) 3_456 3_456 ? C3 H19 3.81(4) 3_456 3_456 ? O7 C12 3.812(5) 3_456 3_356 ? C31 H292 3.82(4) 3_456 3_456 ? C9 H131 3.82(3) 3_456 3_456 ? C31 H303 3.82(3) 3_456 3_456 ? C2 C30 3.822(5) 3_456 3_456 ? C29 H142 3.82(3) 3_456 3_446 ? C2 H19 3.83(4) 3_456 3_456 ? C3 O1 3.829(4) 3_456 2_554 ? C6 H141 3.83(4) 3_456 3_456 ? C5 H7o 3.83(2) 3_456 3_456 ? C2 H132 3.84(4) 3_456 3_446 ? C2 H293 3.85(3) 3_456 3_456 ? C31 H292 3.85(3) 3_456 1_455 ? C9 H313 3.85(3) 3_456 . ? C4 H12 3.86(3) 3_456 3_456 ? C2 H302 3.86(3) 3_456 3_556 ? C1 C11 3.866(5) 3_456 2_654 ? C7 C13 3.872(6) 3_456 3_456 ? O3 C31 3.873(6) 3_456 1_455 ? O4 H7o 3.87(4) 3_456 3_456 ? C9 H12 3.87(3) 3_456 2_664 ? O2 C19 3.875(4) 3_456 2_654 ? C5 H312 3.88(4) 3_456 3_456 ? C7 H11 3.89(4) 3_456 3_456 ? C3 C11 3.894(5) 3_456 2_654 ? C7 H313 3.89(3) 3_456 3_456 ? C29 C7 3.897(5) 3_456 3_446 ? C4 H7o 3.90(2) 3_456 3_446 ? C19 C14 3.905(5) 3_456 3_456 ? C7 C11 3.906(5) 3_456 3_456 ? C19 C12 3.908(5) 3_456 3_456 ? C31 H121 3.91(3) 3_456 1_455 ? C2 H12 3.91(3) 3_456 2_654 ? C8 H291 3.91(3) 3_456 3_466 ? C29 C13 3.914(6) 3_456 3_346 ? C29 C31 3.914(6) 3_456 3_456 ? O7 H12 3.92(3) 3_456 2_664 ? C19 H112 3.92(3) 3_456 2_654 ? C6 H7o 3.92(3) 3_456 3_456 ? C29 O7 3.921(5) 3_456 3_446 ? O4 C13 3.926(5) 3_456 3_356 ? C1 O2 3.929(4) 3_456 2_664 ? O1 H292 3.93(4) 3_456 3_456 ? C5 H122 3.93(3) 3_456 3_356 ? C7 C12 3.936(5) 3_456 3_356 ? C30 C11 3.943(6) 3_456 3_356 ? C31 H312 3.95(3) 3_456 1_455 ? C30 C12 3.952(7) 3_456 3_356 ? O7 H12 3.95(4) 3_456 3_456 ? O2 C5 3.952(4) 3_456 3_456 ? C7 H19 3.96(2) 3_456 3_456 ? C1 H132 3.96(3) 3_456 3_446 ? C7 H142 3.96(3) 3_456 1_465 ? C2 H301 3.96(3) 3_456 2_554 ? C8 H311 3.97(4) 3_456 . ? C4 C7 3.970(5) 3_456 3_456 ? C14 H312 3.97(3) 3_456 3_456 ? O3 H302 3.97(3) 3_456 3_456 ? C4 H311 3.98(4) 3_456 3_456 ? C19 H301 3.98(3) 3_456 2_564 ? C12 H293 3.99(4) 3_456 3_566 ? O4 C19 3.991(4) 3_456 3_456 ? C8 H131 3.99(3) 3_456 1_465 ? C10 H303 4.00(3) 3_456 3_456 ? C29 C12 3.998(6) 3_456 3_346 ? O3 H291 4.00(3) 3_456 3_456 ? O7 H111 4.01(4) 3_456 3_456 ? C3 H301 4.01(3) 3_456 2_554 ? C30 H311 4.02(4) 3_456 1_455 ? C30 H122 4.02(3) 3_456 3_346 ? C3 H122 4.02(3) 3_456 2_654 ? O2 C13 4.029(5) 3_456 3_446 ? C10 H112 4.03(3) 3_456 3_456 ? C31 C14 4.054(6) 3_456 1_455 ? C4 C31 4.082(5) 3_456 3_456 ? C3 O7 4.082(4) 3_456 3_456 ? C2 C6 4.083(5) 3_456 3_456 ? C4 O7 4.084(4) 3_456 3_456 ? C1 C7 4.094(5) 3_456 3_456 ? O1 C12 4.094(5) 3_456 2_654 ? C31 C8 4.098(6) 3_456 1_455 ? C3 O7 4.107(4) 3_456 3_446 ? C31 C31 4.109(7) 3_456 1_455 ? C31 C31 4.109(7) 3_456 . ? C29 C14 4.130(5) 3_456 1_455 ? C31 C8 4.164(6) 3_456 3_456 ? C31 C13 4.166(7) 3_456 1_465 ? C29 C8 4.170(5) 3_456 3_446 ? C30 C19 4.187(5) 3_456 2_554 ? C6 C31 4.190(6) 3_456 . ? C4 O7 4.200(4) 3_456 2_554 ? O2 C12 4.207(5) 3_456 3_446 ? C5 C12 4.221(5) 3_456 3_356 ? C3 C19 4.227(5) 3_456 2_554 ? C2 C19 4.234(5) 3_456 2_654 ? C30 C13 4.241(7) 3_456 3_346 ? O4 C13 4.253(5) 3_456 3_456 ? O2 C14 4.262(5) 3_456 3_446 ? O4 C10 4.278(4) 3_456 3_456 ? C2 C9 4.280(4) 3_456 3_446 ? O2 C9 4.284(4) 3_456 2_654 ? C7 C13 4.287(6) 3_456 1_465 ? C1 C19 4.297(4) 3_456 2_654 ? C31 C7 4.300(6) 3_456 1_455 ? O3 C13 4.305(6) 3_456 3_356 ? C30 C31 4.324(6) 3_456 1_455 ? C19 C13 4.333(6) 3_456 3_456 ? C3 O3 4.334(4) 3_456 3_456 ? C7 C12 4.335(5) 3_456 3_456 ? O1 C7 4.338(4) 3_456 3_456 ? C13 C14 4.338(6) 3_456 1_565 ? O2 C30 4.339(5) 3_456 2_554 ? O3 O7 4.347(3) 3_456 3_456 ? O2 C10 4.354(4) 3_456 2_654 ? O7 C11 4.358(4) 3_456 3_356 ? O7 C14 4.358(4) 3_456 3_456 ? C1 C30 4.362(5) 3_456 3_456 ? C10 C11 4.387(4) 3_456 2_654 ? C30 O7 4.396(5) 3_456 3_456 ? C7 C14 4.402(5) 3_456 1_465 ? C1 C31 4.414(5) 3_456 . ? C2 C9 4.428(4) 3_456 2_654 ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag H12 C1 H11 109(3) 3_456 3_456 3_456 ? H12 C1 C2 111(2) 3_456 3_456 3_456 ? H12 C1 C10 108(2) 3_456 3_456 3_456 ? H11 C1 C2 114(2) 3_456 3_456 3_456 ? H11 C1 C10 114(2) 3_456 3_456 3_456 ? C2 C1 C10 100.3(3) 3_456 3_456 3_456 ? O2 C2 C1 127.3(3) 3_456 3_456 3_456 ? O2 C2 C3 128.0(3) 3_456 3_456 3_456 ? C1 C2 C3 104.7(3) 3_456 3_456 3_456 ? H3 C3 O1 110.4(18) 3_456 3_456 3_456 ? H3 C3 C2 114(2) 3_456 3_456 3_456 ? H3 C3 C4 118.8(19) 3_456 3_456 3_456 ? O1 C3 C2 100.2(3) 3_456 3_456 3_456 ? O1 C3 C4 103.6(2) 3_456 3_456 3_456 ? C2 C3 C4 107.9(3) 3_456 3_456 3_456 ? C3 O1 C10 97.7(2) 3_456 3_456 3_456 ? C29 C4 C5 114.3(3) 3_456 3_456 3_456 ? C29 C4 C30 110.5(3) 3_456 3_456 3_456 ? C29 C4 C3 113.4(3) 3_456 3_456 3_456 ? C5 C4 C30 112.0(3) 3_456 3_456 3_456 ? C5 C4 C3 99.0(2) 3_456 3_456 3_456 ? C30 C4 C3 107.0(3) 3_456 3_456 3_456 ? H292 C29 H291 125(3) 3_456 3_456 3_456 ? H292 C29 H293 100(3) 3_456 3_456 3_456 ? H292 C29 C4 110(2) 3_456 3_456 3_456 ? H291 C29 H293 102(3) 3_456 3_456 3_456 ? H291 C29 C4 109(2) 3_456 3_456 3_456 ? H293 C29 C4 110(2) 3_456 3_456 3_456 ? H302 C30 H301 114(3) 3_456 3_456 3_456 ? H302 C30 H303 107(3) 3_456 3_456 3_456 ? H302 C30 C4 113.4(18) 3_456 3_456 3_456 ? H301 C30 H303 104(3) 3_456 3_456 3_456 ? H301 C30 C4 106(2) 3_456 3_456 3_456 ? H303 C30 C4 111(2) 3_456 3_456 3_456 ? C6 C5 C10 128.0(3) 3_456 3_456 3_456 ? C6 C5 C4 126.4(3) 3_456 3_456 3_456 ? C10 C5 C4 105.5(2) 3_456 3_456 3_456 ? C5 C6 O3 118.5(3) 3_456 3_456 3_456 ? C5 C6 C7 125.5(3) 3_456 3_456 3_456 ? O3 C6 C7 115.4(3) 3_456 3_456 3_456 ? C6 O3 C31 116.7(3) 3_456 3_456 3_456 ? H312 C31 H313 124(3) 3_456 3_456 3_456 ? H312 C31 H311 93(3) 3_456 3_456 3_456 ? H312 C31 O3 117(2) 3_456 3_456 3_456 ? H313 C31 H311 102(3) 3_456 3_456 3_456 ? H313 C31 O3 112.1(19) 3_456 3_456 3_456 ? H311 C31 O3 104(2) 3_456 3_456 3_456 ? O4 C7 C8 119.9(3) 3_456 3_456 3_456 ? O4 C7 C6 118.4(3) 3_456 3_456 3_456 ? C8 C7 C6 121.5(3) 3_456 3_456 3_456 ? C9 C8 C7 124.1(3) 3_456 3_456 3_456 ? C9 C8 C14 122.1(3) 3_456 3_456 3_456 ? C7 C8 C14 113.6(3) 3_456 3_456 3_456 ? C8 C9 C11 122.4(3) 3_456 3_456 3_456 ? C8 C9 C19 121.3(3) 3_456 3_456 3_456 ? C11 C9 C19 116.3(3) 3_456 3_456 3_456 ? H19 C19 O7 106(2) 3_456 3_456 3_456 ? H19 C19 C10 107(2) 3_456 3_456 3_456 ? H19 C19 C9 112(2) 3_456 3_456 3_456 ? O7 C19 C10 108.7(3) 3_456 3_456 3_456 ? O7 C19 C9 112.3(2) 3_456 3_456 3_456 ? C10 C19 C9 110.3(2) 3_456 3_456 3_456 ? H7o O7 C19 108(2) 3_456 3_456 3_456 ? O1 C10 C19 110.7(2) 3_456 3_456 3_456 ? O1 C10 C5 101.5(2) 3_456 3_456 3_456 ? O1 C10 C1 100.7(2) 3_456 3_456 3_456 ? C19 C10 C5 119.3(3) 3_456 3_456 3_456 ? C19 C10 C1 114.4(3) 3_456 3_456 3_456 ? C5 C10 C1 107.9(2) 3_456 3_456 3_456 ? H111 C11 H112 111(3) 3_456 3_456 3_456 ? H111 C11 C9 108(2) 3_456 3_456 3_456 ? H111 C11 C12 106(2) 3_456 3_456 3_456 ? H112 C11 C9 106(2) 3_456 3_456 3_456 ? H112 C11 C12 111(2) 3_456 3_456 3_456 ? C9 C11 C12 113.5(3) 3_456 3_456 3_456 ? H121 C12 H122 113(2) 3_456 3_456 3_456 ? H121 C12 C13 97.5(16) 3_456 3_456 3_456 ? H121 C12 C11 113.7(17) 3_456 3_456 3_456 ? H122 C12 C13 110.4(18) 3_456 3_456 3_456 ? H122 C12 C11 109.6(15) 3_456 3_456 3_456 ? C13 C12 C11 111.8(3) 3_456 3_456 3_456 ? H131 C13 H132 106(3) 3_456 3_456 3_456 ? H131 C13 C12 116(2) 3_456 3_456 3_456 ? H131 C13 C14 109.5(18) 3_456 3_456 3_456 ? H132 C13 C12 102(2) 3_456 3_456 3_456 ? H132 C13 C14 112(2) 3_456 3_456 3_456 ? C12 C13 C14 111.6(4) 3_456 3_456 3_456 ? H141 C14 H142 106(3) 3_456 3_456 3_456 ? H141 C14 C8 109(2) 3_456 3_456 3_456 ? H141 C14 C13 116(2) 3_456 3_456 3_456 ? H142 C14 C8 107(2) 3_456 3_456 3_456 ? H142 C14 C13 106.3(18) 3_456 3_456 3_456 ? C8 C14 C13 112.5(3) 3_456 3_456 3_456 ? 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 O2 -179.0(3) 3_456 3_456 3_456 3_456 ? C10 C1 C2 C3 1.0(3) 3_456 3_456 3_456 3_456 ? H11 C1 C2 O2 -57(2) 3_456 3_456 3_456 3_456 ? H11 C1 C2 C3 123(2) 3_456 3_456 3_456 3_456 ? H12 C1 C2 O2 67(2) 3_456 3_456 3_456 3_456 ? H12 C1 C2 C3 -113(2) 3_456 3_456 3_456 3_456 ? C2 C1 C10 O1 -35.0(3) 3_456 3_456 3_456 3_456 ? C2 C1 C10 C5 70.9(3) 3_456 3_456 3_456 3_456 ? C2 C1 C10 C19 -153.6(3) 3_456 3_456 3_456 3_456 ? H11 C1 C10 O1 -157(2) 3_456 3_456 3_456 3_456 ? H11 C1 C10 C5 -51(2) 3_456 3_456 3_456 3_456 ? H11 C1 C10 C19 84(2) 3_456 3_456 3_456 3_456 ? H12 C1 C10 O1 82(2) 3_456 3_456 3_456 3_456 ? H12 C1 C10 C5 -172(2) 3_456 3_456 3_456 3_456 ? H12 C1 C10 C19 -37(2) 3_456 3_456 3_456 3_456 ? C1 C2 C3 O1 33.8(3) 3_456 3_456 3_456 3_456 ? C1 C2 C3 C4 -74.2(3) 3_456 3_456 3_456 3_456 ? C1 C2 C3 H3 152(2) 3_456 3_456 3_456 3_456 ? O2 C2 C3 O1 -146.2(3) 3_456 3_456 3_456 3_456 ? O2 C2 C3 C4 105.8(4) 3_456 3_456 3_456 3_456 ? O2 C2 C3 H3 -28(2) 3_456 3_456 3_456 3_456 ? C2 C3 O1 C10 -56.3(3) 3_456 3_456 3_456 3_456 ? C4 C3 O1 C10 55.0(3) 3_456 3_456 3_456 3_456 ? H3 C3 O1 C10 -177(2) 3_456 3_456 3_456 3_456 ? C2 C3 C4 C29 -49.8(4) 3_456 3_456 3_456 3_456 ? C2 C3 C4 C30 -172.0(3) 3_456 3_456 3_456 3_456 ? C2 C3 C4 C5 71.6(3) 3_456 3_456 3_456 3_456 ? O1 C3 C4 C29 -155.5(3) 3_456 3_456 3_456 3_456 ? O1 C3 C4 C30 82.4(3) 3_456 3_456 3_456 3_456 ? O1 C3 C4 C5 -34.0(3) 3_456 3_456 3_456 3_456 ? H3 C3 C4 C29 82(2) 3_456 3_456 3_456 3_456 ? H3 C3 C4 C30 -40(2) 3_456 3_456 3_456 3_456 ? H3 C3 C4 C5 -157(2) 3_456 3_456 3_456 3_456 ? C3 O1 C10 C1 57.6(3) 3_456 3_456 3_456 3_456 ? C3 O1 C10 C5 -53.3(3) 3_456 3_456 3_456 3_456 ? C3 O1 C10 C19 179.0(2) 3_456 3_456 3_456 3_456 ? C3 C4 C29 H291 -62(2) 3_456 3_456 3_456 3_456 ? C3 C4 C29 H292 78(2) 3_456 3_456 3_456 3_456 ? C3 C4 C29 H293 -173(2) 3_456 3_456 3_456 3_456 ? C30 C4 C29 H291 58(2) 3_456 3_456 3_456 3_456 ? C30 C4 C29 H292 -162(2) 3_456 3_456 3_456 3_456 ? C30 C4 C29 H293 -53(2) 3_456 3_456 3_456 3_456 ? C5 C4 C29 H291 -174(2) 3_456 3_456 3_456 3_456 ? C5 C4 C29 H292 -34(2) 3_456 3_456 3_456 3_456 ? C5 C4 C29 H293 75(2) 3_456 3_456 3_456 3_456 ? C3 C4 C30 H301 -58.6(18) 3_456 3_456 3_456 3_456 ? C3 C4 C30 H302 68(2) 3_456 3_456 3_456 3_456 ? C3 C4 C30 H303 -171(2) 3_456 3_456 3_456 3_456 ? C29 C4 C30 H301 177.4(18) 3_456 3_456 3_456 3_456 ? C29 C4 C30 H302 -56(2) 3_456 3_456 3_456 3_456 ? C29 C4 C30 H303 65(2) 3_456 3_456 3_456 3_456 ? C5 C4 C30 H301 48.8(18) 3_456 3_456 3_456 3_456 ? C5 C4 C30 H302 176(2) 3_456 3_456 3_456 3_456 ? C5 C4 C30 H303 -63(2) 3_456 3_456 3_456 3_456 ? C3 C4 C5 C6 177.4(3) 3_456 3_456 3_456 3_456 ? C3 C4 C5 C10 .5(3) 3_456 3_456 3_456 3_456 ? C29 C4 C5 C6 -61.7(4) 3_456 3_456 3_456 3_456 ? C29 C4 C5 C10 121.4(3) 3_456 3_456 3_456 3_456 ? C30 C4 C5 C6 64.9(4) 3_456 3_456 3_456 3_456 ? C30 C4 C5 C10 -112.0(3) 3_456 3_456 3_456 3_456 ? C4 C5 C6 O3 -2.8(5) 3_456 3_456 3_456 3_456 ? C4 C5 C6 C7 -173.6(3) 3_456 3_456 3_456 3_456 ? C10 C5 C6 O3 173.4(3) 3_456 3_456 3_456 3_456 ? C10 C5 C6 C7 2.7(5) 3_456 3_456 3_456 3_456 ? C4 C5 C10 C1 -73.1(3) 3_456 3_456 3_456 3_456 ? C4 C5 C10 O1 32.2(3) 3_456 3_456 3_456 3_456 ? C4 C5 C10 C19 154.0(3) 3_456 3_456 3_456 3_456 ? C6 C5 C10 C1 110.0(4) 3_456 3_456 3_456 3_456 ? C6 C5 C10 O1 -144.7(3) 3_456 3_456 3_456 3_456 ? C6 C5 C10 C19 -22.8(5) 3_456 3_456 3_456 3_456 ? C5 C6 O3 C31 133.7(4) 3_456 3_456 3_456 3_456 ? C7 C6 O3 C31 -54.6(4) 3_456 3_456 3_456 3_456 ? C5 C6 C7 O4 151.7(3) 3_456 3_456 3_456 3_456 ? C5 C6 C7 C8 -34.1(5) 3_456 3_456 3_456 3_456 ? O3 C6 C7 O4 -19.3(4) 3_456 3_456 3_456 3_456 ? O3 C6 C7 C8 154.9(3) 3_456 3_456 3_456 3_456 ? C6 O3 C31 H311 -57(2) 3_456 3_456 3_456 3_456 ? C6 O3 C31 H312 43(2) 3_456 3_456 3_456 3_456 ? C6 O3 C31 H313 -166(2) 3_456 3_456 3_456 3_456 ? C6 C7 C8 C9 49.4(4) 3_456 3_456 3_456 3_456 ? C6 C7 C8 C14 -135.2(3) 3_456 3_456 3_456 3_456 ? O4 C7 C8 C9 -136.5(3) 3_456 3_456 3_456 3_456 ? O4 C7 C8 C14 38.9(4) 3_456 3_456 3_456 3_456 ? C7 C8 C9 C19 4.3(5) 3_456 3_456 3_456 3_456 ? C7 C8 C9 C11 -178.2(3) 3_456 3_456 3_456 3_456 ? C14 C8 C9 C19 -170.7(3) 3_456 3_456 3_456 3_456 ? C14 C8 C9 C11 6.8(5) 3_456 3_456 3_456 3_456 ? C7 C8 C14 C13 -165.4(3) 3_456 3_456 3_456 3_456 ? C7 C8 C14 H141 65(2) 3_456 3_456 3_456 3_456 ? C7 C8 C14 H142 -49(2) 3_456 3_456 3_456 3_456 ? C9 C8 C14 C13 10.1(5) 3_456 3_456 3_456 3_456 ? C9 C8 C14 H141 -119(2) 3_456 3_456 3_456 3_456 ? C9 C8 C14 H142 127(2) 3_456 3_456 3_456 3_456 ? C8 C9 C19 O7 53.2(4) 3_456 3_456 3_456 3_456 ? C8 C9 C19 C10 -68.1(4) 3_456 3_456 3_456 3_456 ? C8 C9 C19 H19 173(2) 3_456 3_456 3_456 3_456 ? C11 C9 C19 O7 -124.4(3) 3_456 3_456 3_456 3_456 ? C11 C9 C19 C10 114.3(3) 3_456 3_456 3_456 3_456 ? C11 C9 C19 H19 -5(2) 3_456 3_456 3_456 3_456 ? C8 C9 C11 C12 9.3(5) 3_456 3_456 3_456 3_456 ? C8 C9 C11 H111 127(2) 3_456 3_456 3_456 3_456 ? C8 C9 C11 H112 -113.6(18) 3_456 3_456 3_456 3_456 ? C19 C9 C11 C12 -173.1(3) 3_456 3_456 3_456 3_456 ? C19 C9 C11 H111 -56(2) 3_456 3_456 3_456 3_456 ? C19 C9 C11 H112 64.0(18) 3_456 3_456 3_456 3_456 ? C9 C19 O7 H7o 57(3) 3_456 3_456 3_456 3_456 ? C10 C19 O7 H7o 179(3) 3_456 3_456 3_456 3_456 ? H19 C19 O7 H7o -65(3) 3_456 3_456 3_456 3_456 ? C9 C19 C10 C1 -60.8(3) 3_456 3_456 3_456 3_456 ? C9 C19 C10 O1 -173.7(2) 3_456 3_456 3_456 3_456 ? C9 C19 C10 C5 69.2(4) 3_456 3_456 3_456 3_456 ? O7 C19 C10 C1 175.7(2) 3_456 3_456 3_456 3_456 ? O7 C19 C10 O1 62.9(3) 3_456 3_456 3_456 3_456 ? O7 C19 C10 C5 -54.2(3) 3_456 3_456 3_456 3_456 ? H19 C19 C10 C1 61(2) 3_456 3_456 3_456 3_456 ? H19 C19 C10 O1 -52(2) 3_456 3_456 3_456 3_456 ? H19 C19 C10 C5 -169(2) 3_456 3_456 3_456 3_456 ? C9 C11 C12 C13 -42.7(5) 3_456 3_456 3_456 3_456 ? C9 C11 C12 H121 67(2) 3_456 3_456 3_456 3_456 ? C9 C11 C12 H122 -165(2) 3_456 3_456 3_456 3_456 ? H111 C11 C12 C13 -162(2) 3_456 3_456 3_456 3_456 ? H111 C11 C12 H121 -52(3) 3_456 3_456 3_456 3_456 ? H111 C11 C12 H122 76(3) 3_456 3_456 3_456 3_456 ? H112 C11 C12 C13 77(2) 3_456 3_456 3_456 3_456 ? H112 C11 C12 H121 -173(3) 3_456 3_456 3_456 3_456 ? H112 C11 C12 H122 -45(3) 3_456 3_456 3_456 3_456 ? C11 C12 C13 C14 60.0(5) 3_456 3_456 3_456 3_456 ? C11 C12 C13 H131 -174(2) 3_456 3_456 3_456 3_456 ? C11 C12 C13 H132 -59(2) 3_456 3_456 3_456 3_456 ? H121 C12 C13 C14 -59.3(18) 3_456 3_456 3_456 3_456 ? H121 C12 C13 H131 67(3) 3_456 3_456 3_456 3_456 ? H121 C12 C13 H132 -178(3) 3_456 3_456 3_456 3_456 ? H122 C12 C13 C14 -177.8(16) 3_456 3_456 3_456 3_456 ? H122 C12 C13 H131 -51(3) 3_456 3_456 3_456 3_456 ? H122 C12 C13 H132 63(3) 3_456 3_456 3_456 3_456 ? C12 C13 C14 C8 -43.1(5) 3_456 3_456 3_456 3_456 ? C12 C13 C14 H141 83(2) 3_456 3_456 3_456 3_456 ? C12 C13 C14 H142 -160(2) 3_456 3_456 3_456 3_456 ? H131 C13 C14 C8 -173(2) 3_456 3_456 3_456 3_456 ? H131 C13 C14 H141 -47(3) 3_456 3_456 3_456 3_456 ? H131 C13 C14 H142 70(3) 3_456 3_456 3_456 3_456 ? H132 C13 C14 C8 70(2) 3_456 3_456 3_456 3_456 ? H132 C13 C14 H141 -164(3) 3_456 3_456 3_456 3_456 ? H132 C13 C14 H142 -47(3) 3_456 3_456 3_456 3_456 ? _reflns_limit_h_min 0 _reflns_limit_h_max 9 _reflns_limit_k_min 0 _reflns_limit_k_max 10 _reflns_limit_l_min 0 _reflns_limit_l_max 30 _reflns_number_total 1876 _reflns_number_observed 2070 _reflns_observed_criterion refl_observed_if_I_obs>2.5*sigma(I_obs) _reflns_d_resolution_high .799 _reflns_d_resolution_low 7.724 loop_ _reflns_scale_group_code _reflns_scale_meas_F ? .1812 loop_ _refln_index_h _refln_index_k _refln_index_l _refln_F_squared_meas _refln_F_squared_calc _refln_F_squared_sigma _refln_observed_status _refln_scale_group_code ? ? ? ? ? ? ? ?