data_D-220S-MTPAester _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C23 H27 F3 O4' _chemical_formula_sum 'C23 H27 F3 O4' _chemical_formula_weight 424.45 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'F' 'F' 0.0171 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1) _chemical_absolute_configuration rm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.8455(8) _cell_length_b 12.1404(11) _cell_length_c 10.2121(9) _cell_angle_alpha 90.00 _cell_angle_beta 101.7640(10) _cell_angle_gamma 90.00 _cell_volume 1073.62(17) _cell_formula_units_Z 2 _cell_measurement_temperature 90 _cell_measurement_reflns_used 3905 _cell_measurement_theta_min 2.35 _cell_measurement_theta_max 28.25 _exptl_crystal_description prismatic _exptl_crystal_colour colourless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.50 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 448 _exptl_absorpt_coefficient_mu 0.105 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9492 _exptl_absorpt_correction_T_max 0.9591 _exptl_absorpt_process_details 'SADABS Sheldrick 1996' _exptl_special_details ; ? ; _diffrn_ambient_temperature 90 _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 'Bruker SMART 1000 CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6578 _diffrn_reflns_av_R_equivalents 0.0256 _diffrn_reflns_av_sigmaI/netI 0.0272 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 28.29 _reflns_number_total 2627 _reflns_number_gt 2511 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 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^)+(0.0358P)^2^+0.1588P] 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 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0(10) _refine_ls_number_reflns 2627 _refine_ls_number_parameters 274 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0279 _refine_ls_wR_factor_ref 0.0721 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_restrained_S_all 1.096 _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 F2 F 0.74307(12) 0.61449(9) 0.39067(10) 0.0248(2) Uani 1 1 d . . . F3 F 0.69125(12) 0.45597(9) 0.29731(9) 0.0246(2) Uani 1 1 d . . . F1 F 0.54085(11) 0.52553(9) 0.41727(10) 0.0247(2) Uani 1 1 d . . . O4 O 0.80630(13) 0.53589(10) 0.64262(11) 0.0190(2) Uani 1 1 d . . . O3 O 0.61625(14) 0.30203(11) 0.48785(12) 0.0227(3) Uani 1 1 d . . . O2 O 0.77320(13) 0.32039(10) 0.69127(11) 0.0200(2) Uani 1 1 d . . . C7 C 0.84407(18) 0.15989(13) 0.82629(15) 0.0174(3) Uani 1 1 d . . . C10 C 0.54711(18) 0.16002(14) 0.89741(16) 0.0200(3) Uani 1 1 d . . . H10A H 0.5119 0.0958 0.8395 0.024 Uiso 1 1 calc R . . H10B H 0.4621 0.1820 0.9417 0.024 Uiso 1 1 calc R . . C18 C 0.94856(18) 0.43286(14) 0.51052(15) 0.0175(3) Uani 1 1 d . . . C6 C 0.83431(18) 0.11785(13) 0.94556(15) 0.0176(3) Uani 1 1 d . . . O1 O 0.59219(17) 0.00066(13) 1.14859(14) 0.0371(3) Uani 1 1 d . . . C17 C 0.68965(18) 0.51349(14) 0.40869(16) 0.0187(3) Uani 1 1 d . . . C15 C 0.78787(17) 0.46035(13) 0.53586(15) 0.0156(3) Uani 1 1 d . . . C14 C 0.71175(17) 0.35151(14) 0.56675(15) 0.0169(3) Uani 1 1 d . . . C13 C 0.7149(2) 0.20772(17) 1.12254(18) 0.0286(4) Uani 1 1 d . . . H13C H 0.8098 0.1882 1.1862 0.034 Uiso 1 1 calc R . . H13B H 0.6270 0.2038 1.1672 0.034 Uiso 1 1 calc R . . H13A H 0.7240 0.2828 1.0896 0.034 Uiso 1 1 calc R . . C8 C 0.71052(19) 0.21930(14) 0.74017(16) 0.0183(3) Uani 1 1 d . . . H8 H 0.6648 0.1717 0.6622 0.022 Uiso 1 1 calc R . . C11 C 0.68989(19) 0.12708(14) 1.00476(15) 0.0184(3) Uani 1 1 d . . . C23 C 0.9676(2) 0.34292(15) 0.43148(18) 0.0238(4) Uani 1 1 d . . . H23 H 0.8814 0.2982 0.3945 0.029 Uiso 1 1 calc R . . C16 C 0.6704(2) 0.56460(16) 0.69235(18) 0.0253(4) Uani 1 1 d . . . H16C H 0.7010 0.5951 0.7827 0.030 Uiso 1 1 calc R . . H16B H 0.6072 0.4986 0.6949 0.030 Uiso 1 1 calc R . . H16A H 0.6105 0.6196 0.6333 0.030 Uiso 1 1 calc R . . C9 C 0.5842(2) 0.25477(15) 0.81197(17) 0.0220(3) Uani 1 1 d . . . H9A H 0.4905 0.2759 0.7458 0.026 Uiso 1 1 calc R . . H9B H 0.6189 0.3195 0.8692 0.026 Uiso 1 1 calc R . . C12 C 0.9811(2) 0.14352(16) 0.76087(17) 0.0250(4) Uani 1 1 d . . . H12C H 1.0123 0.2146 0.7295 0.030 Uiso 1 1 calc R . . H12B H 0.9527 0.0932 0.6847 0.030 Uiso 1 1 calc R . . H12A H 1.0671 0.1121 0.8259 0.030 Uiso 1 1 calc R . . C19 C 1.07498(19) 0.49737(16) 0.56609(16) 0.0225(3) Uani 1 1 d . . . H19 H 1.0628 0.5584 0.6212 0.027 Uiso 1 1 calc R . . C20 C 1.2202(2) 0.47196(19) 0.54050(18) 0.0299(4) Uani 1 1 d . . . H20 H 1.3068 0.5163 0.5779 0.036 Uiso 1 1 calc R . . C1 C 0.6482(2) 0.01241(16) 1.05019(17) 0.0256(4) Uani 1 1 d . . . C21 C 1.2392(2) 0.38264(18) 0.4611(2) 0.0307(4) Uani 1 1 d . . . H21 H 1.3383 0.3656 0.4444 0.037 Uiso 1 1 calc R . . C22 C 1.1127(2) 0.31805(17) 0.4063(2) 0.0304(4) Uani 1 1 d . . . H22 H 1.1251 0.2568 0.3514 0.037 Uiso 1 1 calc R . . C4 C 0.9680(3) -0.06911(18) 0.9893(2) 0.0393(5) Uani 1 1 d . . . H4A H 1.0663 -0.1026 1.0361 0.047 Uiso 1 1 calc R . . H4B H 0.9649 -0.0736 0.8920 0.047 Uiso 1 1 calc R . . C5 C 0.9662(2) 0.05274(17) 1.02946(18) 0.0280(4) Uani 1 1 d . . . H5A H 0.9583 0.0574 1.1246 0.034 Uiso 1 1 calc R . . H5B H 1.0653 0.0870 1.0209 0.034 Uiso 1 1 calc R . . C3 C 0.8340(3) -0.13611(18) 1.0214(3) 0.0464(6) Uani 1 1 d . . . H3A H 0.8370 -0.2110 0.9838 0.056 Uiso 1 1 calc R . . H3B H 0.8482 -0.1434 1.1197 0.056 Uiso 1 1 calc R . . C2 C 0.6751(3) -0.08580(16) 0.9670(2) 0.0357(5) Uani 1 1 d . . . H2A H 0.5941 -0.1417 0.9685 0.043 Uiso 1 1 calc R . . H2B H 0.6685 -0.0625 0.8731 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 F2 0.0247(5) 0.0220(5) 0.0275(5) 0.0097(4) 0.0048(4) -0.0001(4) F3 0.0258(5) 0.0308(5) 0.0160(4) 0.0019(4) 0.0012(4) 0.0044(4) F1 0.0152(4) 0.0319(6) 0.0269(5) 0.0080(4) 0.0039(4) 0.0043(4) O4 0.0192(5) 0.0199(6) 0.0188(5) -0.0024(4) 0.0060(4) -0.0024(5) O3 0.0196(5) 0.0248(6) 0.0213(5) 0.0032(5) -0.0014(4) -0.0047(5) O2 0.0223(6) 0.0197(6) 0.0165(5) 0.0042(4) 0.0005(4) -0.0060(5) C7 0.0184(7) 0.0163(7) 0.0179(7) -0.0014(6) 0.0046(6) -0.0013(6) C10 0.0187(7) 0.0211(8) 0.0210(7) 0.0019(6) 0.0057(6) -0.0014(6) C18 0.0139(7) 0.0209(8) 0.0178(7) 0.0059(6) 0.0034(5) 0.0007(6) C6 0.0192(7) 0.0160(7) 0.0174(7) -0.0009(6) 0.0028(6) 0.0009(6) O1 0.0430(8) 0.0403(8) 0.0328(7) 0.0116(6) 0.0186(6) -0.0040(7) C17 0.0158(7) 0.0209(8) 0.0192(7) 0.0039(6) 0.0032(5) 0.0006(6) C15 0.0145(7) 0.0168(7) 0.0155(7) 0.0010(6) 0.0029(5) -0.0009(6) C14 0.0144(7) 0.0195(7) 0.0167(7) 0.0027(6) 0.0035(5) 0.0002(6) C13 0.0341(10) 0.0317(10) 0.0207(8) -0.0065(7) 0.0074(7) -0.0023(8) C8 0.0202(8) 0.0167(7) 0.0176(7) 0.0032(6) 0.0034(6) -0.0051(6) C11 0.0227(8) 0.0184(7) 0.0149(7) -0.0008(6) 0.0054(6) -0.0005(6) C23 0.0197(8) 0.0219(8) 0.0311(9) -0.0009(7) 0.0079(7) -0.0008(7) C16 0.0236(8) 0.0284(9) 0.0261(8) -0.0032(7) 0.0106(7) 0.0010(7) C9 0.0206(8) 0.0208(8) 0.0247(8) 0.0052(6) 0.0046(6) 0.0007(6) C12 0.0242(8) 0.0296(9) 0.0236(8) -0.0008(7) 0.0105(7) 0.0004(7) C19 0.0172(7) 0.0309(9) 0.0187(7) 0.0004(7) 0.0018(6) -0.0028(7) C20 0.0161(8) 0.0462(12) 0.0261(8) 0.0031(8) 0.0009(6) -0.0047(8) C1 0.0280(8) 0.0259(9) 0.0233(8) 0.0070(7) 0.0062(7) -0.0012(7) C21 0.0160(8) 0.0397(11) 0.0378(10) 0.0091(8) 0.0090(7) 0.0063(8) C22 0.0271(9) 0.0264(9) 0.0412(10) 0.0012(8) 0.0149(8) 0.0058(8) C4 0.0469(13) 0.0321(11) 0.0401(11) 0.0092(9) 0.0122(10) 0.0191(9) C5 0.0272(9) 0.0328(10) 0.0226(8) 0.0065(7) 0.0022(6) 0.0076(8) C3 0.0670(16) 0.0235(10) 0.0535(13) 0.0144(10) 0.0238(12) 0.0151(11) C2 0.0521(13) 0.0176(8) 0.0393(11) 0.0022(8) 0.0137(9) -0.0054(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 F2 C17 1.340(2) . ? F3 C17 1.3372(19) . ? F1 C17 1.3448(18) . ? O4 C15 1.4084(19) . ? O4 C16 1.440(2) . ? O3 C14 1.203(2) . ? O2 C14 1.3316(19) . ? O2 C8 1.4751(19) . ? C7 C6 1.340(2) . ? C7 C8 1.505(2) . ? C7 C12 1.512(2) . ? C10 C9 1.519(2) . ? C10 C11 1.547(2) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C18 C19 1.388(2) . ? C18 C23 1.388(2) . ? C18 C15 1.533(2) . ? C6 C5 1.521(2) . ? C6 C11 1.525(2) . ? O1 C1 1.216(2) . ? C17 C15 1.548(2) . ? C15 C14 1.545(2) . ? C13 C11 1.532(2) . ? C13 H13C 0.9800 . ? C13 H13B 0.9800 . ? C13 H13A 0.9800 . ? C8 C9 1.519(2) . ? C8 H8 1.0000 . ? C11 C1 1.536(2) . ? C23 C22 1.393(2) . ? C23 H23 0.9500 . ? C16 H16C 0.9800 . ? C16 H16B 0.9800 . ? C16 H16A 0.9800 . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C12 H12C 0.9800 . ? C12 H12B 0.9800 . ? C12 H12A 0.9800 . ? C19 C20 1.397(2) . ? C19 H19 0.9500 . ? C20 C21 1.384(3) . ? C20 H20 0.9500 . ? C1 C2 1.511(3) . ? C21 C22 1.387(3) . ? C21 H21 0.9500 . ? C22 H22 0.9500 . ? C4 C5 1.536(3) . ? C4 C3 1.527(3) . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C3 C2 1.529(3) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 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 C15 O4 C16 117.22(12) . . ? C14 O2 C8 116.80(12) . . ? C6 C7 C8 121.70(14) . . ? C6 C7 C12 123.91(15) . . ? C8 C7 C12 114.16(13) . . ? C9 C10 C11 111.23(13) . . ? C9 C10 H10A 109.4 . . ? C11 C10 H10A 109.4 . . ? C9 C10 H10B 109.4 . . ? C11 C10 H10B 109.4 . . ? H10A C10 H10B 108.0 . . ? C19 C18 C23 119.87(15) . . ? C19 C18 C15 120.37(15) . . ? C23 C18 C15 119.76(14) . . ? C7 C6 C5 121.74(15) . . ? C7 C6 C11 123.16(14) . . ? C5 C6 C11 115.05(14) . . ? F3 C17 F2 107.21(12) . . ? F3 C17 F1 107.00(13) . . ? F2 C17 F1 106.66(13) . . ? F3 C17 C15 113.23(13) . . ? F2 C17 C15 110.06(13) . . ? F1 C17 C15 112.33(12) . . ? O4 C15 C18 107.91(12) . . ? O4 C15 C17 109.55(13) . . ? C18 C15 C17 109.28(12) . . ? O4 C15 C14 112.67(12) . . ? C18 C15 C14 107.82(13) . . ? C17 C15 C14 109.53(12) . . ? O3 C14 O2 126.32(15) . . ? O3 C14 C15 124.50(14) . . ? O2 C14 C15 109.13(13) . . ? C11 C13 H13C 109.5 . . ? C11 C13 H13B 109.5 . . ? H13C C13 H13B 109.5 . . ? C11 C13 H13A 109.5 . . ? H13C C13 H13A 109.5 . . ? H13B C13 H13A 109.5 . . ? O2 C8 C7 106.98(12) . . ? O2 C8 C9 106.98(13) . . ? C7 C8 C9 114.89(13) . . ? O2 C8 H8 109.3 . . ? C7 C8 H8 109.3 . . ? C9 C8 H8 109.3 . . ? C13 C11 C1 110.32(14) . . ? C13 C11 C6 111.08(14) . . ? C1 C11 C6 108.99(14) . . ? C13 C11 C10 110.96(14) . . ? C1 C11 C10 103.69(14) . . ? C6 C11 C10 111.53(12) . . ? C18 C23 C22 120.26(17) . . ? C18 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? O4 C16 H16C 109.5 . . ? O4 C16 H16B 109.5 . . ? H16C C16 H16B 109.5 . . ? O4 C16 H16A 109.5 . . ? H16C C16 H16A 109.5 . . ? H16B C16 H16A 109.5 . . ? C8 C9 C10 109.20(14) . . ? C8 C9 H9A 109.8 . . ? C10 C9 H9A 109.8 . . ? C8 C9 H9B 109.8 . . ? C10 C9 H9B 109.8 . . ? H9A C9 H9B 108.3 . . ? C7 C12 H12C 109.5 . . ? C7 C12 H12B 109.5 . . ? H12C C12 H12B 109.5 . . ? C7 C12 H12A 109.5 . . ? H12C C12 H12A 109.5 . . ? H12B C12 H12A 109.5 . . ? C18 C19 C20 119.60(17) . . ? C18 C19 H19 120.2 . . ? C20 C19 H19 120.2 . . ? C21 C20 C19 120.54(18) . . ? C21 C20 H20 119.7 . . ? C19 C20 H20 119.7 . . ? O1 C1 C2 120.65(18) . . ? O1 C1 C11 121.30(17) . . ? C2 C1 C11 118.04(14) . . ? C20 C21 C22 119.71(16) . . ? C20 C21 H21 120.1 . . ? C22 C21 H21 120.1 . . ? C21 C22 C23 120.01(18) . . ? C21 C22 H22 120.0 . . ? C23 C22 H22 120.0 . . ? C5 C4 C3 113.89(18) . . ? C5 C4 H4A 108.8 . . ? C3 C4 H4A 108.8 . . ? C5 C4 H4B 108.8 . . ? C3 C4 H4B 108.8 . . ? H4A C4 H4B 107.7 . . ? C6 C5 C4 113.48(16) . . ? C6 C5 H5A 108.9 . . ? C4 C5 H5A 108.9 . . ? C6 C5 H5B 108.9 . . ? C4 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? C2 C3 C4 113.89(17) . . ? C2 C3 H3A 108.8 . . ? C4 C3 H3A 108.8 . . ? C2 C3 H3B 108.8 . . ? C4 C3 H3B 108.8 . . ? H3A C3 H3B 107.7 . . ? C3 C2 C1 110.45(18) . . ? C3 C2 H2A 109.6 . . ? C1 C2 H2A 109.6 . . ? C3 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H2A C2 H2B 108.1 . . ? 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 C8 C7 C6 C5 176.81(16) . . . . ? C12 C7 C6 C5 2.7(3) . . . . ? C8 C7 C6 C11 -0.6(2) . . . . ? C12 C7 C6 C11 -174.72(15) . . . . ? C16 O4 C15 C18 -173.87(13) . . . . ? C16 O4 C15 C17 67.25(17) . . . . ? C16 O4 C15 C14 -54.95(18) . . . . ? C19 C18 C15 O4 -14.2(2) . . . . ? C23 C18 C15 O4 165.79(14) . . . . ? C19 C18 C15 C17 104.82(17) . . . . ? C23 C18 C15 C17 -75.16(18) . . . . ? C19 C18 C15 C14 -136.20(15) . . . . ? C23 C18 C15 C14 43.82(18) . . . . ? F3 C17 C15 O4 167.94(12) . . . . ? F2 C17 C15 O4 47.97(16) . . . . ? F1 C17 C15 O4 -70.71(16) . . . . ? F3 C17 C15 C18 49.90(17) . . . . ? F2 C17 C15 C18 -70.06(16) . . . . ? F1 C17 C15 C18 171.25(13) . . . . ? F3 C17 C15 C14 -68.01(16) . . . . ? F2 C17 C15 C14 172.02(12) . . . . ? F1 C17 C15 C14 53.34(17) . . . . ? C8 O2 C14 O3 -4.4(2) . . . . ? C8 O2 C14 C15 178.02(12) . . . . ? O4 C15 C14 O3 139.73(16) . . . . ? C18 C15 C14 O3 -101.30(18) . . . . ? C17 C15 C14 O3 17.5(2) . . . . ? O4 C15 C14 O2 -42.67(17) . . . . ? C18 C15 C14 O2 76.31(15) . . . . ? C17 C15 C14 O2 -164.87(12) . . . . ? C14 O2 C8 C7 142.93(14) . . . . ? C14 O2 C8 C9 -93.47(16) . . . . ? C6 C7 C8 O2 134.44(15) . . . . ? C12 C7 C8 O2 -50.90(18) . . . . ? C6 C7 C8 C9 15.9(2) . . . . ? C12 C7 C8 C9 -169.47(14) . . . . ? C7 C6 C11 C13 -108.50(18) . . . . ? C5 C6 C11 C13 73.93(19) . . . . ? C7 C6 C11 C1 129.74(16) . . . . ? C5 C6 C11 C1 -47.83(19) . . . . ? C7 C6 C11 C10 15.9(2) . . . . ? C5 C6 C11 C10 -161.71(15) . . . . ? C9 C10 C11 C13 78.33(17) . . . . ? C9 C10 C11 C1 -163.24(14) . . . . ? C9 C10 C11 C6 -46.10(19) . . . . ? C19 C18 C23 C22 -0.9(3) . . . . ? C15 C18 C23 C22 179.11(16) . . . . ? O2 C8 C9 C10 -164.01(13) . . . . ? C7 C8 C9 C10 -45.43(19) . . . . ? C11 C10 C9 C8 61.12(18) . . . . ? C23 C18 C19 C20 0.8(3) . . . . ? C15 C18 C19 C20 -179.16(15) . . . . ? C18 C19 C20 C21 -0.5(3) . . . . ? C13 C11 C1 O1 23.2(2) . . . . ? C6 C11 C1 O1 145.44(17) . . . . ? C10 C11 C1 O1 -95.66(19) . . . . ? C13 C11 C1 C2 -158.24(17) . . . . ? C6 C11 C1 C2 -36.0(2) . . . . ? C10 C11 C1 C2 82.89(19) . . . . ? C19 C20 C21 C22 0.2(3) . . . . ? C20 C21 C22 C23 -0.2(3) . . . . ? C18 C23 C22 C21 0.6(3) . . . . ? C7 C6 C5 C4 -83.3(2) . . . . ? C11 C6 C5 C4 94.33(19) . . . . ? C3 C4 C5 C6 -68.8(2) . . . . ? C5 C4 C3 C2 52.4(3) . . . . ? C4 C3 C2 C1 -74.9(2) . . . . ? O1 C1 C2 C3 -88.1(2) . . . . ? C11 C1 C2 C3 93.3(2) . . . . ? _diffrn_measured_fraction_theta_max 0.942 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.254 _refine_diff_density_min -0.167 _refine_diff_density_rms 0.035