data_sa291 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C19 H18 F3 N O2 S' _chemical_formula_sum 'C19 H18 F3 N O2 S' _chemical_formula_weight 381.40 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' 'N' 'N' 0.0061 0.0033 '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' 'F' 'F' 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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)/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 16.221(3) _cell_length_b 6.3082(13) _cell_length_c 18.484(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.31(3) _cell_angle_gamma 90.00 _cell_volume 1815.3(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 324 _cell_measurement_theta_min 2.17 _cell_measurement_theta_max 27.48 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.09 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.396 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 792 _exptl_absorpt_coefficient_mu 0.221 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.9408 _exptl_absorpt_correction_T_max 0.9804 _exptl_absorpt_process_details 'CrystalClear (Rigaku Inc., 2008)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Saturn724+ CCD' _diffrn_measurement_method '\w scans at fixed \c = 45\%' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11737 _diffrn_reflns_av_R_equivalents 0.0362 _diffrn_reflns_av_sigmaI/netI 0.0309 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.30 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3190 _reflns_number_gt 3041 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_cell_refinement 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrystalClear (Rigaku Inc., 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP in Siemens SHELXTL (Sheldrick, 1994)' _computing_publication_material 'SHELX97 (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^)+(0.0367P)^2^+1.3650P] 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_number_reflns 3190 _refine_ls_number_parameters 264 _refine_ls_number_restraints 69 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0513 _refine_ls_wR_factor_ref 0.1141 _refine_ls_wR_factor_gt 0.1118 _refine_ls_goodness_of_fit_ref 1.146 _refine_ls_restrained_S_all 1.239 _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 S1 S 0.04329(4) 1.01119(9) 0.39255(3) 0.02926(18) Uani 1 1 d . . . F1 F -0.5897(5) 0.5149(11) 0.3836(7) 0.104(3) Uani 0.511(12) 1 d PDU A 1 F2 F -0.6453(3) 0.7475(18) 0.3091(4) 0.088(3) Uani 0.511(12) 1 d PDU A 1 F3 F -0.5956(5) 0.822(2) 0.4261(6) 0.114(3) Uani 0.511(12) 1 d PDU A 1 F1' F -0.6176(5) 0.5464(18) 0.3391(6) 0.106(4) Uani 0.489(12) 1 d PDU A 2 F2' F -0.6371(5) 0.8755(16) 0.3504(7) 0.105(3) Uani 0.489(12) 1 d PDU A 2 F3' F -0.5745(5) 0.6909(19) 0.4421(3) 0.092(3) Uani 0.489(12) 1 d PDU A 2 O1 O 0.06717(11) 1.1454(3) 0.45821(9) 0.0359(4) Uani 1 1 d . . . O2 O 0.03979(11) 1.0969(3) 0.32008(9) 0.0358(4) Uani 1 1 d . . . N1 N -0.05203(12) 0.9245(3) 0.38903(11) 0.0311(5) Uani 1 1 d . . . H1 H -0.0556 0.8917 0.4343 0.037 Uiso 1 1 d R . . C1 C 0.28156(19) 0.2541(5) 0.44497(18) 0.0508(7) Uani 1 1 d . . . H1C H 0.3374 0.2905 0.4799 0.076 Uiso 1 1 calc R . . H1D H 0.2897 0.2069 0.3969 0.076 Uiso 1 1 calc R . . H1E H 0.2551 0.1399 0.4666 0.076 Uiso 1 1 calc R . . C2 C 0.22409(16) 0.4457(4) 0.43188(15) 0.0362(6) Uani 1 1 d . . . C3 C 0.18637(16) 0.5202(4) 0.36017(14) 0.0358(6) Uani 1 1 d . . . H3A H 0.1982 0.4514 0.3185 0.043 Uiso 1 1 calc R . . C4 C 0.13154(15) 0.6929(4) 0.34741(13) 0.0334(6) Uani 1 1 d . . . H4A H 0.1060 0.7417 0.2975 0.040 Uiso 1 1 calc R . . C5 C 0.11441(14) 0.7937(4) 0.40811(13) 0.0286(5) Uani 1 1 d . . . C6 C 0.15168(18) 0.7221(4) 0.48087(14) 0.0402(6) Uani 1 1 d . . . H6A H 0.1400 0.7914 0.5226 0.048 Uiso 1 1 calc R . . C7 C 0.20584(18) 0.5490(5) 0.49211(15) 0.0445(7) Uani 1 1 d . . . H7A H 0.2312 0.4994 0.5419 0.053 Uiso 1 1 calc R . . C8 C -0.09485(15) 0.7737(4) 0.33108(13) 0.0297(5) Uani 1 1 d . . . H8A H -0.0832 0.8088 0.2821 0.036 Uiso 1 1 calc R . . C9 C -0.08692(16) 0.5311(4) 0.34587(15) 0.0361(6) Uani 1 1 d . . . H9A H -0.0521 0.4567 0.3175 0.043 Uiso 1 1 calc R . . H9B H -0.0683 0.4927 0.4000 0.043 Uiso 1 1 calc R . . C10 C -0.18521(16) 0.5133(4) 0.30943(15) 0.0368(6) Uani 1 1 d . . . H10A H -0.2014 0.4683 0.2560 0.044 Uiso 1 1 calc R . . H10B H -0.2154 0.4280 0.3391 0.044 Uiso 1 1 calc R . . C11 C -0.19052(15) 0.7512(4) 0.32043(13) 0.0300(5) Uani 1 1 d . . . C12 C -0.24659(15) 0.8881(4) 0.33394(14) 0.0333(6) Uani 1 1 d . . . H12A H -0.2273 1.0304 0.3427 0.040 Uiso 1 1 calc R . . C13 C -0.33454(16) 0.8475(4) 0.33705(14) 0.0336(6) Uani 1 1 d . . . C14 C -0.37950(16) 0.6630(4) 0.30862(15) 0.0403(6) Uani 1 1 d . . . H14A H -0.3551 0.5643 0.2817 0.048 Uiso 1 1 calc R . . C15 C -0.45922(17) 0.6218(5) 0.31903(16) 0.0448(7) Uani 1 1 d . . . H15A H -0.4885 0.4942 0.3001 0.054 Uiso 1 1 calc R . . C16 C -0.49635(16) 0.7661(5) 0.35693(15) 0.0424(7) Uani 1 1 d . A . C17 C -0.45471(17) 0.9552(5) 0.38252(16) 0.0452(7) Uani 1 1 d . . . H17A H -0.4809 1.0571 0.4069 0.054 Uiso 1 1 calc R . . C18 C -0.37487(17) 0.9944(4) 0.37234(15) 0.0407(6) Uani 1 1 d . . . H18A H -0.3467 1.1244 0.3898 0.049 Uiso 1 1 calc R . . C19 C -0.5810(2) 0.7178(6) 0.37073(19) 0.0571(8) Uani 1 1 d D . . 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 S1 0.0308(3) 0.0288(3) 0.0299(3) -0.0006(2) 0.0115(2) -0.0024(2) F1 0.074(4) 0.086(4) 0.175(7) 0.061(5) 0.074(5) 0.012(3) F2 0.030(2) 0.136(6) 0.092(4) 0.041(4) 0.006(2) -0.012(3) F3 0.081(4) 0.156(7) 0.134(7) -0.057(6) 0.079(5) -0.027(5) F1' 0.070(4) 0.143(7) 0.123(6) -0.067(5) 0.057(4) -0.056(5) F2' 0.054(3) 0.115(6) 0.165(7) 0.054(5) 0.062(4) 0.035(3) F3' 0.070(4) 0.149(7) 0.067(3) 0.011(4) 0.036(3) -0.034(4) O1 0.0404(10) 0.0336(10) 0.0360(9) -0.0063(8) 0.0143(8) -0.0074(8) O2 0.0401(10) 0.0347(10) 0.0353(9) 0.0057(8) 0.0150(8) 0.0008(8) N1 0.0311(11) 0.0358(11) 0.0287(10) -0.0026(9) 0.0121(8) -0.0018(9) C1 0.0461(17) 0.0443(17) 0.0612(19) 0.0064(15) 0.0137(14) 0.0068(14) C2 0.0301(13) 0.0360(14) 0.0424(15) 0.0025(12) 0.0104(11) -0.0027(11) C3 0.0313(13) 0.0415(15) 0.0364(14) -0.0066(12) 0.0124(11) -0.0009(11) C4 0.0305(13) 0.0425(15) 0.0265(12) -0.0004(11) 0.0070(10) -0.0013(11) C5 0.0256(12) 0.0303(13) 0.0299(12) -0.0006(10) 0.0075(10) -0.0058(10) C6 0.0498(16) 0.0417(15) 0.0291(14) -0.0002(11) 0.0112(12) 0.0034(13) C7 0.0514(17) 0.0460(17) 0.0334(14) 0.0073(12) 0.0077(12) 0.0054(13) C8 0.0311(13) 0.0310(13) 0.0277(12) -0.0008(10) 0.0094(10) 0.0006(10) C9 0.0378(14) 0.0323(14) 0.0386(14) -0.0024(11) 0.0114(11) 0.0040(11) C10 0.0369(14) 0.0324(14) 0.0442(15) -0.0063(11) 0.0163(12) -0.0007(11) C11 0.0308(13) 0.0330(13) 0.0262(12) 0.0010(10) 0.0079(10) -0.0019(10) C12 0.0327(13) 0.0290(13) 0.0376(14) 0.0010(11) 0.0088(11) -0.0013(11) C13 0.0308(13) 0.0354(14) 0.0337(13) 0.0039(11) 0.0076(10) 0.0041(11) C14 0.0321(14) 0.0424(16) 0.0472(16) -0.0083(13) 0.0124(12) -0.0012(11) C15 0.0347(14) 0.0467(17) 0.0520(17) -0.0034(14) 0.0105(12) -0.0044(12) C16 0.0311(14) 0.0532(17) 0.0438(15) 0.0056(13) 0.0118(12) 0.0038(13) C17 0.0357(15) 0.0523(18) 0.0496(17) -0.0043(14) 0.0154(13) 0.0095(13) C18 0.0354(14) 0.0377(15) 0.0481(16) -0.0018(12) 0.0102(12) 0.0037(12) C19 0.0387(17) 0.070(2) 0.066(2) 0.0066(19) 0.0203(16) 0.0025(16) _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 S1 O2 1.4307(17) . ? S1 O1 1.4407(17) . ? S1 N1 1.624(2) . ? S1 C5 1.764(2) . ? F1 C19 1.316(7) . ? F2 C19 1.325(6) . ? F3 C19 1.292(7) . ? F1' C19 1.291(7) . ? F2' C19 1.330(6) . ? F3' C19 1.305(7) . ? N1 C8 1.455(3) . ? N1 H1 0.8800 . ? C1 C2 1.504(4) . ? C1 H1C 0.9800 . ? C1 H1D 0.9800 . ? C1 H1E 0.9800 . ? C2 C3 1.377(4) . ? C2 C7 1.392(4) . ? C3 C4 1.384(4) . ? C3 H3A 0.9500 . ? C4 C5 1.384(3) . ? C4 H4A 0.9500 . ? C5 C6 1.386(3) . ? C6 C7 1.380(4) . ? C6 H6A 0.9500 . ? C7 H7A 0.9500 . ? C8 C11 1.515(3) . ? C8 C9 1.554(3) . ? C8 H8A 1.0000 . ? C9 C10 1.551(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.520(3) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.328(3) . ? C12 C13 1.466(3) . ? C12 H12A 0.9500 . ? C13 C14 1.396(4) . ? C13 C18 1.397(4) . ? C14 C15 1.384(4) . ? C14 H14A 0.9500 . ? C15 C16 1.385(4) . ? C15 H15A 0.9500 . ? C16 C17 1.387(4) . ? C16 C19 1.497(4) . ? C17 C18 1.382(4) . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? 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 O2 S1 O1 119.83(11) . . ? O2 S1 N1 107.62(11) . . ? O1 S1 N1 105.03(10) . . ? O2 S1 C5 107.38(11) . . ? O1 S1 C5 108.11(11) . . ? N1 S1 C5 108.44(11) . . ? C8 N1 S1 120.12(16) . . ? C8 N1 H1 113.7 . . ? S1 N1 H1 110.9 . . ? C2 C1 H1C 109.5 . . ? C2 C1 H1D 109.5 . . ? H1C C1 H1D 109.5 . . ? C2 C1 H1E 109.5 . . ? H1C C1 H1E 109.5 . . ? H1D C1 H1E 109.5 . . ? C3 C2 C7 118.3(2) . . ? C3 C2 C1 121.1(2) . . ? C7 C2 C1 120.6(2) . . ? C2 C3 C4 121.5(2) . . ? C2 C3 H3A 119.2 . . ? C4 C3 H3A 119.2 . . ? C5 C4 C3 119.3(2) . . ? C5 C4 H4A 120.4 . . ? C3 C4 H4A 120.4 . . ? C4 C5 C6 120.3(2) . . ? C4 C5 S1 119.76(18) . . ? C6 C5 S1 119.92(19) . . ? C7 C6 C5 119.3(2) . . ? C7 C6 H6A 120.3 . . ? C5 C6 H6A 120.3 . . ? C6 C7 C2 121.3(2) . . ? C6 C7 H7A 119.4 . . ? C2 C7 H7A 119.4 . . ? N1 C8 C11 114.63(19) . . ? N1 C8 C9 121.0(2) . . ? C11 C8 C9 87.79(18) . . ? N1 C8 H8A 110.5 . . ? C11 C8 H8A 110.5 . . ? C9 C8 H8A 110.5 . . ? C10 C9 C8 88.33(19) . . ? C10 C9 H9A 113.9 . . ? C8 C9 H9A 113.9 . . ? C10 C9 H9B 113.9 . . ? C8 C9 H9B 113.9 . . ? H9A C9 H9B 111.1 . . ? C11 C10 C9 87.72(19) . . ? C11 C10 H10A 114.0 . . ? C9 C10 H10A 114.0 . . ? C11 C10 H10B 114.0 . . ? C9 C10 H10B 114.0 . . ? H10A C10 H10B 111.2 . . ? C12 C11 C8 130.2(2) . . ? C12 C11 C10 137.3(2) . . ? C8 C11 C10 90.89(19) . . ? C11 C12 C13 128.3(2) . . ? C11 C12 H12A 115.9 . . ? C13 C12 H12A 115.9 . . ? C14 C13 C18 117.7(2) . . ? C14 C13 C12 122.8(2) . . ? C18 C13 C12 119.4(2) . . ? C15 C14 C13 120.9(3) . . ? C15 C14 H14A 119.5 . . ? C13 C14 H14A 119.5 . . ? C14 C15 C16 120.2(3) . . ? C14 C15 H15A 119.9 . . ? C16 C15 H15A 119.9 . . ? C15 C16 C17 119.9(3) . . ? C15 C16 C19 120.1(3) . . ? C17 C16 C19 120.0(3) . . ? C18 C17 C16 119.5(3) . . ? C18 C17 H17A 120.3 . . ? C16 C17 H17A 120.3 . . ? C17 C18 C13 121.6(3) . . ? C17 C18 H18A 119.2 . . ? C13 C18 H18A 119.2 . . ? F1' C19 F3 128.3(5) . . ? F1' C19 F3' 104.2(6) . . ? F3 C19 F3' 41.1(4) . . ? F1' C19 F1 37.7(4) . . ? F3 C19 F1 107.3(6) . . ? F3' C19 F1 70.9(5) . . ? F1' C19 F2 65.0(5) . . ? F3 C19 F2 109.4(5) . . ? F3' C19 F2 135.1(5) . . ? F1 C19 F2 101.2(5) . . ? F1' C19 F2' 107.9(6) . . ? F3 C19 F2' 65.2(5) . . ? F3' C19 F2' 103.7(5) . . ? F1 C19 F2' 132.8(5) . . ? F2 C19 F2' 48.6(4) . . ? F1' C19 C16 114.9(4) . . ? F3 C19 C16 114.4(4) . . ? F3' C19 C16 112.5(4) . . ? F1 C19 C16 112.3(4) . . ? F2 C19 C16 111.3(3) . . ? F2' C19 C16 112.8(4) . . ? 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 O2 S1 N1 C8 54.4(2) . . . . ? O1 S1 N1 C8 -176.86(18) . . . . ? C5 S1 N1 C8 -61.5(2) . . . . ? C7 C2 C3 C4 0.0(4) . . . . ? C1 C2 C3 C4 178.2(2) . . . . ? C2 C3 C4 C5 0.2(4) . . . . ? C3 C4 C5 C6 -0.1(4) . . . . ? C3 C4 C5 S1 -178.95(19) . . . . ? O2 S1 C5 C4 -21.7(2) . . . . ? O1 S1 C5 C4 -152.35(19) . . . . ? N1 S1 C5 C4 94.3(2) . . . . ? O2 S1 C5 C6 159.4(2) . . . . ? O1 S1 C5 C6 28.8(2) . . . . ? N1 S1 C5 C6 -84.6(2) . . . . ? C4 C5 C6 C7 -0.1(4) . . . . ? S1 C5 C6 C7 178.7(2) . . . . ? C5 C6 C7 C2 0.3(4) . . . . ? C3 C2 C7 C6 -0.2(4) . . . . ? C1 C2 C7 C6 -178.5(3) . . . . ? S1 N1 C8 C11 -164.19(16) . . . . ? S1 N1 C8 C9 92.7(2) . . . . ? N1 C8 C9 C10 134.7(2) . . . . ? C11 C8 C9 C10 17.06(18) . . . . ? C8 C9 C10 C11 -17.01(18) . . . . ? N1 C8 C11 C12 26.4(4) . . . . ? C9 C8 C11 C12 149.8(3) . . . . ? N1 C8 C11 C10 -140.8(2) . . . . ? C9 C8 C11 C10 -17.41(19) . . . . ? C9 C10 C11 C12 -148.1(3) . . . . ? C9 C10 C11 C8 17.45(19) . . . . ? C8 C11 C12 C13 -166.8(2) . . . . ? C10 C11 C12 C13 -5.9(5) . . . . ? C11 C12 C13 C14 -15.5(4) . . . . ? C11 C12 C13 C18 162.0(3) . . . . ? C18 C13 C14 C15 -3.7(4) . . . . ? C12 C13 C14 C15 173.8(2) . . . . ? C13 C14 C15 C16 1.2(4) . . . . ? C14 C15 C16 C17 1.9(4) . . . . ? C14 C15 C16 C19 -177.7(3) . . . . ? C15 C16 C17 C18 -2.4(4) . . . . ? C19 C16 C17 C18 177.2(3) . . . . ? C16 C17 C18 C13 -0.3(4) . . . . ? C14 C13 C18 C17 3.2(4) . . . . ? C12 C13 C18 C17 -174.3(2) . . . . ? C15 C16 C19 F1' -6.0(8) . . . . ? C17 C16 C19 F1' 174.4(7) . . . . ? C15 C16 C19 F3 157.8(8) . . . . ? C17 C16 C19 F3 -21.8(9) . . . . ? C15 C16 C19 F3' 112.9(7) . . . . ? C17 C16 C19 F3' -66.7(7) . . . . ? C15 C16 C19 F1 35.2(7) . . . . ? C17 C16 C19 F1 -144.4(7) . . . . ? C15 C16 C19 F2 -77.5(7) . . . . ? C17 C16 C19 F2 102.9(7) . . . . ? C15 C16 C19 F2' -130.2(8) . . . . ? C17 C16 C19 F2' 50.2(8) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 O1 0.88 2.06 2.935(3) 172.8 3_576 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.298 _refine_diff_density_min -0.326 _refine_diff_density_rms 0.043