Supplementary Material (ESI) for Photochemical & Photobiological Sciences This journal is © The Royal Society of Chemistry and Owner Societies 2003 data_global _journal_coden_Cambridge 171 _publ_contact_author_name ' Dr John R. Scheffer' _publ_contact_author_address ; Department of Chemistry The University of British Columbia 2036 Main Mall Vancouver, BC V6T 1Z1 ; _publ_contact_author_phone ' 604-822-3496 ' _publ_contact_author_fax ' 604-822-2847 ' _publ_contact_author_email ' scheffer@chem.ubc.ca ' _publ_section_title ; Asymmetric Synthesis in a Norrish type II Cleavage Reaction induced by Crystal Chirality ; _publ_section_title_footnote ' ENTER ANY FOOTNOTES TO TITLE ' loop_ _publ_author_name _publ_author_address ' Kenneth C. W. Chong ' ; Department of Chemistry University of British Columbia 2036 Main Mall Vancouver, BC V6T 1Z1 ; ' Brian O. Patrick ' ; Department of Chemistry University of British Columbia 2036 Main Mall Vancouver, BC V6T 1Z1 ; ' John R. Scheffer ' ; Department of Chemistry University of British Columbia 2036 Main Mall Vancouver, BC V6T 1Z1 ; ' Andre B. Charette ' ; Departement de Chimie Universite de Montreal Case Postale 6128, succursale Center-ville, Montreal, Que, H3C 3J7 ; ' Jean-Francois Fournier ' ; Departement de Chimie Universite de Montreal Case Postale 6128, succursale Center-ville, Montreal, Que, H3C 3J7 ; _publ_section_references ; Molecular Structure Corporation. (1996-1998). d*TREK. Area Detector Software. Version 4.4. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Molecular Structure Corporation. (1992-1997). teXsan. Single Crystal Structure Analysis Software. Version 1.8. MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA. Altomare, A., Burla, M.C., Cammalli, G., Cascarano, M., Giacovazzo, C., Guagliardi, A., Moliterni, A.G.G., Polidori, G., Spagna, A. (1998). SIR97: a new tool for crystal structure determination and refinement. Submitted. ; data_shelxl _database_code_CSD 216688 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 1-[cis, cis-2,3-bis(Benzyloxymethyl)cyclopropyl] 1-[4-carbomethoxyphenyl] methanone ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H28 O5' _chemical_formula_weight 444.50 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/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 17.2708(19) _cell_length_b 5.7140(5) _cell_length_c 23.476(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.234(5) _cell_angle_gamma 90.00 _cell_volume 2292.9(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8434 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 25.03 _exptl_crystal_description needle _exptl_crystal_colour colourles _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.288 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 944 _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7893 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 17(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 'Rigaku/ADSC CCD' _diffrn_measurement_method 'area detector' _diffrn_detector_area_resol_mean 11.76 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17434 _diffrn_reflns_av_R_equivalents 0.1001 _diffrn_reflns_av_sigmaI/netI 0.0612 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 6 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 25.03 _reflns_number_total 4013 _reflns_number_gt 3034 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0275P)^2^+1.9448P] 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 4013 _refine_ls_number_parameters 301 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0962 _refine_ls_R_factor_gt 0.0648 _refine_ls_wR_factor_ref 0.1202 _refine_ls_wR_factor_gt 0.1106 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.097 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O5 O 0.27836(10) 0.2655(3) 0.64328(7) 0.0269(4) Uani 1 1 d . . . O2 O 0.50552(10) -0.3069(3) 0.26063(8) 0.0279(4) Uani 1 1 d . . . O1 O 0.25088(10) -0.0470(3) 0.31931(8) 0.0307(5) Uani 1 1 d . . . O3 O 0.42957(11) -0.4144(3) 0.42345(8) 0.0296(5) Uani 1 1 d . . . O4 O 0.31013(12) -0.0841(3) 0.68356(8) 0.0350(5) Uani 1 1 d . . . C3 C 0.38674(14) -0.0059(4) 0.33158(10) 0.0206(6) Uani 1 1 d . . . H3 H 0.3766 0.1546 0.3178 0.025 Uiso 1 1 calc R . . C24 C 0.33543(14) -0.0099(4) 0.58780(11) 0.0194(5) Uani 1 1 d . . . C21 C 0.39435(14) -0.1276(4) 0.48695(10) 0.0178(5) Uani 1 1 d . . . C6 C 0.17444(14) -0.3401(4) 0.36370(12) 0.0267(6) Uani 1 1 d . . . C23 C 0.37024(14) -0.2270(4) 0.58258(11) 0.0214(6) Uani 1 1 d . . . H23 H 0.3738 -0.3334 0.6128 0.026 Uiso 1 1 calc R . . C25 C 0.33000(15) 0.1481(4) 0.54232(11) 0.0232(6) Uani 1 1 d . . . H25 H 0.3065 0.2931 0.5455 0.028 Uiso 1 1 calc R . . C20 C 0.42216(14) -0.2044(4) 0.43241(11) 0.0210(6) Uani 1 1 d . . . C14 C 0.55060(13) -0.4926(4) 0.18057(11) 0.0211(6) Uani 1 1 d . . . C19 C 0.58699(15) -0.2925(4) 0.16358(11) 0.0256(6) Uani 1 1 d . . . H19 H 0.6014 -0.1736 0.1900 0.031 Uiso 1 1 calc R . . C7 C 0.13462(15) -0.5506(5) 0.35789(14) 0.0345(7) Uani 1 1 d . . . H7 H 0.1158 -0.6076 0.3214 0.041 Uiso 1 1 calc R . . C11 C 0.20243(15) -0.2590(5) 0.41821(12) 0.0294(6) Uani 1 1 d . . . H11 H 0.2288 -0.1168 0.4225 0.035 Uiso 1 1 calc R . . C22 C 0.39943(14) -0.2851(4) 0.53276(11) 0.0220(6) Uani 1 1 d . . . H22 H 0.4227 -0.4305 0.5297 0.026 Uiso 1 1 calc R . . C26 C 0.35950(14) 0.0899(4) 0.49232(11) 0.0215(6) Uani 1 1 d . . . H26 H 0.3560 0.1966 0.4621 0.026 Uiso 1 1 calc R . . C12 C 0.49464(15) -0.3174(4) 0.31966(11) 0.0255(6) Uani 1 1 d . . . H12A H 0.5454(9) -0.3649(10) 0.3447(4) 0.031 Uiso 1 1 calc R . . H12B H 0.4525(7) -0.437(2) 0.32522(15) 0.031 Uiso 1 1 calc R . . C4 C 0.32074(14) -0.1718(4) 0.31330(11) 0.0246(6) Uani 1 1 d . . . H4A H 0.32062(14) -0.2215(10) 0.2722(7) 0.030 Uiso 1 1 calc R . . H4B H 0.32564(17) -0.315(3) 0.3384(4) 0.030 Uiso 1 1 calc R . . C15 C 0.52960(15) -0.6665(5) 0.14014(12) 0.0302(7) Uani 1 1 d . . . H15 H 0.5053 -0.8013 0.1509 0.036 Uiso 1 1 calc R . . C27 C 0.30681(14) 0.0477(4) 0.64325(11) 0.0216(6) Uani 1 1 d . . . C13 C 0.53569(15) -0.5205(4) 0.24167(11) 0.0258(6) Uani 1 1 d . . . H13A H 0.4984 -0.6459 0.2441 0.031 Uiso 1 1 calc R . . H13B H 0.5840 -0.5605 0.2661 0.031 Uiso 1 1 calc R . . C1 C 0.43782(14) -0.0216(4) 0.39062(10) 0.0222(6) Uani 1 1 d . . . H1 H 0.4544 0.1297 0.4079 0.027 Uiso 1 1 calc R . . C28 C 0.24908(16) 0.3365(5) 0.69546(11) 0.0292(6) Uani 1 1 d . . . H28A H 0.2019 0.2522 0.6989 0.044 Uiso 1 1 calc R . . H28B H 0.2383 0.5014 0.6940 0.044 Uiso 1 1 calc R . . H28C H 0.2876 0.3030 0.7281 0.044 Uiso 1 1 calc R . . C18 C 0.60197(16) -0.2695(5) 0.10723(12) 0.0313(7) Uani 1 1 d . . . H18 H 0.6266 -0.1356 0.0962 0.038 Uiso 1 1 calc R . . C16 C 0.54426(17) -0.6426(5) 0.08416(13) 0.0364(7) Uani 1 1 d . . . H16 H 0.5296 -0.7606 0.0575 0.044 Uiso 1 1 calc R . . C17 C 0.58045(17) -0.4446(5) 0.06773(12) 0.0354(7) Uani 1 1 d . . . H17 H 0.5904 -0.4287 0.0300 0.042 Uiso 1 1 calc R . . C5 C 0.18344(16) -0.1936(5) 0.31145(13) 0.0372(7) Uani 1 1 d . . . H5A H 0.1865 -0.2968 0.2790 0.045 Uiso 1 1 calc R . . H5B H 0.1373 -0.0966 0.3021 0.045 Uiso 1 1 calc R . . C2 C 0.47024(15) -0.0775(4) 0.33565(11) 0.0224(6) Uani 1 1 d . . . H2 H 0.5039 0.0465 0.3240 0.027 Uiso 1 1 calc R . . C8 C 0.12256(17) -0.6771(5) 0.40623(16) 0.0436(8) Uani 1 1 d . . . H8 H 0.0948 -0.8170 0.4021 0.052 Uiso 1 1 calc R . . C9 C 0.15155(17) -0.5961(6) 0.46024(15) 0.0441(8) Uani 1 1 d . . . H9 H 0.1440 -0.6824 0.4926 0.053 Uiso 1 1 calc R . . C10 C 0.19162(16) -0.3877(5) 0.46653(13) 0.0362(7) Uani 1 1 d . . . H10 H 0.2114 -0.3332 0.5031 0.043 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 O5 0.0359(11) 0.0222(9) 0.0249(11) -0.0002(8) 0.0120(8) 0.0056(8) O2 0.0354(11) 0.0282(10) 0.0236(11) 0.0069(8) 0.0156(8) 0.0097(8) O1 0.0228(10) 0.0317(10) 0.0378(12) 0.0052(9) 0.0048(8) 0.0019(8) O3 0.0460(12) 0.0192(10) 0.0255(11) 0.0015(8) 0.0118(9) 0.0028(8) O4 0.0562(14) 0.0277(10) 0.0243(11) 0.0080(9) 0.0164(10) 0.0062(9) C3 0.0278(14) 0.0175(12) 0.0173(14) 0.0035(10) 0.0065(11) 0.0010(10) C24 0.0197(13) 0.0186(12) 0.0200(14) -0.0009(10) 0.0030(10) -0.0039(10) C21 0.0189(13) 0.0180(12) 0.0159(13) 0.0026(10) 0.0005(10) -0.0029(9) C6 0.0155(13) 0.0300(15) 0.0343(17) -0.0059(12) 0.0026(12) 0.0014(11) C23 0.0276(14) 0.0195(13) 0.0170(14) 0.0050(10) 0.0022(11) 0.0005(10) C25 0.0308(15) 0.0167(13) 0.0221(15) 0.0009(10) 0.0032(12) 0.0009(10) C20 0.0223(14) 0.0202(14) 0.0201(14) 0.0010(10) 0.0013(11) -0.0016(10) C14 0.0173(13) 0.0219(13) 0.0247(15) 0.0025(11) 0.0056(11) 0.0042(10) C19 0.0286(15) 0.0234(13) 0.0255(16) -0.0002(11) 0.0057(12) -0.0005(11) C7 0.0245(15) 0.0295(16) 0.048(2) -0.0131(14) 0.0017(13) -0.0004(12) C11 0.0212(14) 0.0282(15) 0.0381(18) -0.0043(12) 0.0018(12) -0.0031(11) C22 0.0259(14) 0.0171(12) 0.0226(15) 0.0012(10) 0.0028(11) 0.0010(10) C26 0.0307(15) 0.0174(12) 0.0163(14) 0.0037(10) 0.0027(11) -0.0012(11) C12 0.0282(15) 0.0290(14) 0.0203(15) 0.0061(11) 0.0065(12) 0.0050(12) C4 0.0268(15) 0.0265(14) 0.0205(15) -0.0021(11) 0.0034(11) 0.0023(11) C15 0.0265(15) 0.0252(14) 0.0406(19) -0.0002(13) 0.0109(13) 0.0021(11) C27 0.0229(14) 0.0205(13) 0.0216(15) 0.0008(11) 0.0038(11) -0.0038(10) C13 0.0216(14) 0.0254(14) 0.0317(16) 0.0062(12) 0.0083(12) 0.0052(11) C1 0.0273(14) 0.0207(13) 0.0183(15) 0.0014(10) 0.0025(11) -0.0033(10) C28 0.0351(16) 0.0300(15) 0.0255(16) -0.0028(12) 0.0140(13) 0.0012(12) C18 0.0367(16) 0.0310(15) 0.0286(17) 0.0056(12) 0.0129(13) 0.0012(12) C16 0.0376(18) 0.0340(17) 0.0375(19) -0.0132(13) 0.0051(14) 0.0045(13) C17 0.0448(18) 0.0402(17) 0.0233(16) -0.0009(13) 0.0127(14) 0.0096(14) C5 0.0241(16) 0.0484(18) 0.0372(18) 0.0020(14) -0.0019(13) -0.0027(13) C2 0.0255(14) 0.0235(13) 0.0193(14) 0.0051(11) 0.0065(11) -0.0024(11) C8 0.0273(17) 0.0261(15) 0.078(3) 0.0013(16) 0.0095(16) -0.0039(13) C9 0.0325(18) 0.0479(19) 0.054(2) 0.0148(17) 0.0148(16) 0.0016(14) C10 0.0261(16) 0.0486(18) 0.0340(18) 0.0000(14) 0.0045(13) 0.0016(13) _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 O5 C27 1.338(3) . ? O5 C28 1.449(3) . ? O2 C13 1.423(3) . ? O2 C12 1.426(3) . ? O1 C5 1.425(3) . ? O1 C4 1.426(3) . ? O3 C20 1.228(3) . ? O4 C27 1.204(3) . ? C3 C2 1.489(3) . ? C3 C4 1.497(3) . ? C3 C1 1.535(3) . ? C24 C25 1.391(3) . ? C24 C23 1.392(3) . ? C24 C27 1.494(3) . ? C21 C26 1.395(3) . ? C21 C22 1.396(3) . ? C21 C20 1.496(3) . ? C6 C11 1.382(4) . ? C6 C7 1.383(4) . ? C6 C5 1.511(4) . ? C23 C22 1.379(3) . ? C25 C26 1.385(3) . ? C20 C1 1.484(3) . ? C14 C15 1.386(4) . ? C14 C19 1.390(3) . ? C14 C13 1.502(3) . ? C19 C18 1.390(4) . ? C7 C8 1.386(4) . ? C11 C10 1.387(4) . ? C12 C2 1.498(3) . ? C15 C16 1.380(4) . ? C1 C2 1.512(3) . ? C18 C17 1.378(4) . ? C16 C17 1.374(4) . ? C8 C9 1.375(4) . ? C9 C10 1.374(4) . ? 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 C27 O5 C28 115.7(2) . . ? C13 O2 C12 111.88(18) . . ? C5 O1 C4 112.4(2) . . ? C2 C3 C4 122.4(2) . . ? C2 C3 C1 59.99(16) . . ? C4 C3 C1 122.5(2) . . ? C25 C24 C23 119.6(2) . . ? C25 C24 C27 122.1(2) . . ? C23 C24 C27 118.3(2) . . ? C26 C21 C22 119.0(2) . . ? C26 C21 C20 122.3(2) . . ? C22 C21 C20 118.5(2) . . ? C11 C6 C7 119.1(3) . . ? C11 C6 C5 120.2(2) . . ? C7 C6 C5 120.6(3) . . ? C22 C23 C24 120.3(2) . . ? C26 C25 C24 120.1(2) . . ? O3 C20 C1 122.8(2) . . ? O3 C20 C21 119.2(2) . . ? C1 C20 C21 118.1(2) . . ? C15 C14 C19 118.5(2) . . ? C15 C14 C13 121.0(2) . . ? C19 C14 C13 120.5(2) . . ? C18 C19 C14 120.3(2) . . ? C6 C7 C8 120.3(3) . . ? C6 C11 C10 120.6(3) . . ? C23 C22 C21 120.5(2) . . ? C25 C26 C21 120.4(2) . . ? O2 C12 C2 106.6(2) . . ? O1 C4 C3 106.0(2) . . ? C16 C15 C14 121.0(3) . . ? O4 C27 O5 123.9(2) . . ? O4 C27 C24 124.2(2) . . ? O5 C27 C24 111.9(2) . . ? O2 C13 C14 109.16(19) . . ? C20 C1 C2 122.7(2) . . ? C20 C1 C3 120.2(2) . . ? C2 C1 C3 58.48(16) . . ? C17 C18 C19 120.2(3) . . ? C17 C16 C15 120.1(3) . . ? C16 C17 C18 119.9(3) . . ? O1 C5 C6 113.4(2) . . ? C3 C2 C12 122.7(2) . . ? C3 C2 C1 61.52(16) . . ? C12 C2 C1 124.0(2) . . ? C9 C8 C7 120.1(3) . . ? C10 C9 C8 120.1(3) . . ? C9 C10 C11 119.7(3) . . ? 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 C25 C24 C23 C22 0.2(4) . . . . ? C27 C24 C23 C22 -178.2(2) . . . . ? C23 C24 C25 C26 -0.4(4) . . . . ? C27 C24 C25 C26 178.0(2) . . . . ? C26 C21 C20 O3 -157.7(2) . . . . ? C22 C21 C20 O3 18.5(4) . . . . ? C26 C21 C20 C1 20.8(3) . . . . ? C22 C21 C20 C1 -163.0(2) . . . . ? C15 C14 C19 C18 -0.2(4) . . . . ? C13 C14 C19 C18 178.8(2) . . . . ? C11 C6 C7 C8 0.5(4) . . . . ? C5 C6 C7 C8 -176.1(3) . . . . ? C7 C6 C11 C10 0.7(4) . . . . ? C5 C6 C11 C10 177.3(2) . . . . ? C24 C23 C22 C21 -0.1(4) . . . . ? C26 C21 C22 C23 0.2(4) . . . . ? C20 C21 C22 C23 -176.1(2) . . . . ? C24 C25 C26 C21 0.4(4) . . . . ? C22 C21 C26 C25 -0.3(4) . . . . ? C20 C21 C26 C25 175.8(2) . . . . ? C13 O2 C12 C2 174.8(2) . . . . ? C5 O1 C4 C3 -171.4(2) . . . . ? C2 C3 C4 O1 175.3(2) . . . . ? C1 C3 C4 O1 102.6(2) . . . . ? C19 C14 C15 C16 -0.1(4) . . . . ? C13 C14 C15 C16 -179.1(2) . . . . ? C28 O5 C27 O4 -1.3(4) . . . . ? C28 O5 C27 C24 179.9(2) . . . . ? C25 C24 C27 O4 179.7(2) . . . . ? C23 C24 C27 O4 -1.9(4) . . . . ? C25 C24 C27 O5 -1.5(3) . . . . ? C23 C24 C27 O5 176.9(2) . . . . ? C12 O2 C13 C14 -176.4(2) . . . . ? C15 C14 C13 O2 -136.6(2) . . . . ? C19 C14 C13 O2 44.4(3) . . . . ? O3 C20 C1 C2 -4.9(4) . . . . ? C21 C20 C1 C2 176.6(2) . . . . ? O3 C20 C1 C3 64.9(3) . . . . ? C21 C20 C1 C3 -113.6(3) . . . . ? C2 C3 C1 C20 -112.1(3) . . . . ? C4 C3 C1 C20 -0.7(3) . . . . ? C4 C3 C1 C2 111.4(3) . . . . ? C14 C19 C18 C17 0.3(4) . . . . ? C14 C15 C16 C17 0.2(4) . . . . ? C15 C16 C17 C18 -0.1(4) . . . . ? C19 C18 C17 C16 -0.1(4) . . . . ? C4 O1 C5 C6 79.0(3) . . . . ? C11 C6 C5 O1 29.8(4) . . . . ? C7 C6 C5 O1 -153.6(2) . . . . ? C4 C3 C2 C12 2.4(4) . . . . ? C1 C3 C2 C12 114.0(3) . . . . ? C4 C3 C2 C1 -111.6(3) . . . . ? O2 C12 C2 C3 92.3(3) . . . . ? O2 C12 C2 C1 167.8(2) . . . . ? C20 C1 C2 C3 107.9(3) . . . . ? C20 C1 C2 C12 -4.2(4) . . . . ? C3 C1 C2 C12 -112.0(3) . . . . ? C6 C7 C8 C9 -1.3(4) . . . . ? C7 C8 C9 C10 0.9(4) . . . . ? C8 C9 C10 C11 0.2(4) . . . . ? C6 C11 C10 C9 -1.1(4) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.191 _refine_diff_density_min -0.187 _refine_diff_density_rms 0.045