##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section E. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section E, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_1a
_audit_creation_method     'SHELXL-2018/3'
_chemical_name_systematic
;\
trans-8-Benzoyl-1,1,3,3-tetramethyl-7-trifluoromethyl-5-thiaspiro[3.4]\
octan-2-one
;
_chemical_name_common     ?
_chemical_formula_moiety     'C19 H21 F3 O2 S'
_chemical_formula_sum     'C19 H21 F3 O2 S'
_chemical_formula_iupac     'C19 H21 F3 O2 S'
_chemical_formula_weight     370.42
_chemical_melting_point     387.3
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'P 21/n'
_space_group_name_Hall     '-P 2yn'
loop_
    _space_group_symop_operation_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     10.48510(10)
_cell_length_b     15.4106(2)
_cell_length_c     11.45570(10)
_cell_angle_alpha     90
_cell_angle_beta     103.8526(7)
_cell_angle_gamma     90
_cell_volume     1797.19(3)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     41828
_cell_measurement_theta_min     2.0
_cell_measurement_theta_max     27.5
_cell_measurement_temperature     160(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.27
_exptl_crystal_size_min     0.25
_exptl_crystal_density_diffrn     1.369
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     776
_exptl_absorpt_coefficient_mu     0.219
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(Blessing, 1995)
;
_exptl_absorpt_correction_T_min     0.895
_exptl_absorpt_correction_T_max     0.949
_exptl_special_details
;
Data collection and full structure determination
done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch
Solvent used: petroleum ether
Cooling Device: Oxford Cryosystems Cryostream 700
Crystal mount: on a glass fibre
Client: Grzegorz Mloston
Sample code: MG-1226 (HG1701)
;
_diffrn_ambient_temperature     160(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Nonius FR590 sealed tube generator'
_diffrn_radiation_monochromator     'horizontally mounted graphite crystal'
_diffrn_measurement_device_type     'Nonius KappaCCD area-detector'
_diffrn_measurement_method     'ω scans with κ offsets'
_diffrn_detector     '65 mm CCD camera on \k goniostat'
_diffrn_detector_area_resol_mean     9
_diffrn_reflns_number     40775
_diffrn_reflns_av_R_equivalents     0.0528
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_theta_min     2.258
_diffrn_reflns_theta_max     27.499
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.999
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -13
_diffrn_reflns_limit_h_max     13
_diffrn_reflns_limit_k_min     -19
_diffrn_reflns_limit_k_max     20
_diffrn_reflns_limit_l_min     -14
_diffrn_reflns_limit_l_max     14
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details     ?
_reflns_number_total     4120
_reflns_number_gt     3322
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0598
_refine_ls_R_factor_gt     0.0428
_refine_ls_wR_factor_gt     0.1030
_refine_ls_wR_factor_ref     0.1141
_refine_ls_goodness_of_fit_ref     1.057
_refine_ls_restrained_S_all     1.057
_refine_ls_number_reflns     4119
_refine_ls_number_parameters     231
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0563P)²+0.7139P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.323
_refine_diff_density_min     -0.390
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015)
;
_refine_ls_extinction_coef     0.0172(19)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
    'F' 'F' 0.0171 0.0103
                         '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'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
COLLECT (Nonius, 2000)
;
_computing_cell_refinement
;
DENZO-SMN (Otwinowski & Minor, 1997)
;
_computing_data_reduction
;
DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
ORTEPII (Johnson, 1976)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015) and PLATON (Spek, 2015)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    S S1 0.20161(4) 0.95486(3) 0.50667(3) 0.02982(13) Uani d 1 . .
    F F1 0.05271(15) 0.72049(7) 0.62746(12) 0.0645(4) Uani d 1 . .
    F F2 -0.13401(13) 0.78097(10) 0.55354(12) 0.0703(4) Uani d 1 . .
    F F3 -0.04964(13) 0.78355(9) 0.74481(11) 0.0620(4) Uani d 1 . .
    O O2 0.60425(13) 0.88052(12) 0.65763(13) 0.0581(4) Uani d 1 . .
    O O1 0.13585(13) 1.03713(7) 0.75063(10) 0.0382(3) Uani d 1 . .
    C C1 -0.0212(2) 0.79034(13) 0.63701(17) 0.0456(5) Uani d 1 . .
    C C2 0.28653(15) 0.90617(10) 0.64896(12) 0.0250(3) Uani d 1 . .
    C C3 0.17678(14) 0.88890(10) 0.71659(12) 0.0244(3) Uani d 1 . .
    H H3 0.199188 0.835746 0.767439 0.029 Uiso calc 1 . .
    C C4 0.04466(15) 0.87394(10) 0.62132(13) 0.0298(3) Uani d 1 . .
    H H4 -0.016358 0.921985 0.630370 0.036 Uiso calc 1 . .
    C C5 0.06769(17) 0.88032(11) 0.49408(13) 0.0330(4) Uani d 1 . .
    H H51 -0.011859 0.902266 0.436656 0.040 Uiso calc 1 . .
    H H52 0.090577 0.822850 0.466259 0.040 Uiso calc 1 . .
    C C6 0.15834(14) 0.96546(10) 0.79587(13) 0.0258(3) Uani d 1 . .
    C C7 0.16542(14) 0.95313(10) 0.92674(13) 0.0268(3) Uani d 1 . .
    C C8 0.16453(15) 1.02830(12) 0.99516(15) 0.0340(4) Uani d 1 . .
    H H8 0.158220 1.083677 0.957765 0.041 Uiso calc 1 . .
    C C9 0.17284(17) 1.02194(15) 1.11734(16) 0.0453(5) Uani d 1 . .
    H H9 0.173785 1.073012 1.163988 0.054 Uiso calc 1 . .
    C C10 0.17976(17) 0.94132(16) 1.17150(15) 0.0492(5) Uani d 1 . .
    H H10 0.185190 0.937279 1.255300 0.059 Uiso calc 1 . .
    C C11 0.17884(18) 0.86679(15) 1.10481(15) 0.0450(5) Uani d 1 . .
    H H11 0.182779 0.811594 1.142426 0.054 Uiso calc 1 . .
    C C12 0.17211(16) 0.87256(12) 0.98213(14) 0.0344(4) Uani d 1 . .
    H H12 0.172109 0.821221 0.936230 0.041 Uiso calc 1 . .
    C C13 0.41591(16) 0.95942(11) 0.70821(14) 0.0325(4) Uani d 1 . .
    C C14 0.37631(16) 0.82468(11) 0.63197(14) 0.0326(4) Uani d 1 . .
    C C15 0.49199(17) 0.88639(13) 0.66570(14) 0.0378(4) Uani d 1 . .
    C C16 0.45250(17) 0.96613(14) 0.84639(15) 0.0414(4) Uani d 1 . .
    H H161 0.402906 1.013595 0.871564 0.062 Uiso calc 1 . .
    H H162 0.546810 0.977600 0.874510 0.062 Uiso calc 1 . .
    H H163 0.431050 0.911455 0.881007 0.062 Uiso calc 1 . .
    C C17 0.4327(2) 1.04824(13) 0.65521(17) 0.0457(5) Uani d 1 . .
    H H171 0.420606 1.043024 0.567987 0.069 Uiso calc 1 . .
    H H172 0.521016 1.070364 0.690990 0.069 Uiso calc 1 . .
    H H173 0.367175 1.088436 0.672592 0.069 Uiso calc 1 . .
    C C18 0.3887(2) 0.75333(12) 0.72822(17) 0.0448(5) Uani d 1 . .
    H H181 0.403045 0.780143 0.807879 0.067 Uiso calc 1 . .
    H H182 0.463169 0.715555 0.725600 0.067 Uiso calc 1 . .
    H H183 0.307813 0.718887 0.712424 0.067 Uiso calc 1 . .
    C C19 0.3591(2) 0.78204(12) 0.50888(16) 0.0420(4) Uani d 1 . .
    H H191 0.438204 0.748806 0.506841 0.063 Uiso calc 1 . .
    H H192 0.344879 0.826937 0.446508 0.063 Uiso calc 1 . .
    H H193 0.283109 0.743019 0.494278 0.063 Uiso calc 1 . .
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C2 . 1.8215(14) ?
    S1 C5 . 1.7931(17) ?
    F1 C1 . 1.346(3) ?
    F2 C1 . 1.339(2) ?
    F3 C1 . 1.342(2) ?
    O2 C15 . 1.206(2) ?
    O1 C6 . 1.2187(19) ?
    C1 C4 . 1.493(2) ?
    C2 C3 . 1.556(2) ?
    C2 C13 . 1.592(2) ?
    C2 C14 . 1.609(2) ?
    C3 C4 . 1.562(2) ?
    C3 C6 . 1.529(2) ?
    C3 H3 . 1.0000 ?
    C4 C5 . 1.537(2) ?
    C4 H4 . 1.0000 ?
    C5 H51 . 0.9900 ?
    C5 H52 . 0.9900 ?
    C6 C7 . 1.495(2) ?
    C7 C12 . 1.388(2) ?
    C7 C8 . 1.400(2) ?
    C8 C9 . 1.385(2) ?
    C8 H8 . 0.9500 ?
    C9 C10 . 1.383(3) ?
    C9 H9 . 0.9500 ?
    C10 C11 . 1.378(3) ?
    C10 H10 . 0.9500 ?
    C11 C12 . 1.393(2) ?
    C11 H11 . 0.9500 ?
    C12 H12 . 0.9500 ?
    C13 C17 . 1.525(2) ?
    C13 C15 . 1.525(2) ?
    C13 C16 . 1.540(2) ?
    C14 C15 . 1.517(3) ?
    C14 C19 . 1.527(2) ?
    C14 C18 . 1.541(2) ?
    C16 H161 . 0.9800 ?
    C16 H162 . 0.9800 ?
    C16 H163 . 0.9800 ?
    C17 H171 . 0.9800 ?
    C17 H172 . 0.9800 ?
    C17 H173 . 0.9800 ?
    C18 H181 . 0.9800 ?
    C18 H182 . 0.9800 ?
    C18 H183 . 0.9800 ?
    C19 H191 . 0.9800 ?
    C19 H192 . 0.9800 ?
    C19 H193 . 0.9800 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2 S1 C5 . . 90.78(7) ?
    F2 C1 F3 . . 107.18(16) ?
    F2 C1 F1 . . 106.45(16) ?
    F3 C1 F1 . . 105.77(16) ?
    F2 C1 C4 . . 111.22(17) ?
    F3 C1 C4 . . 112.90(15) ?
    F1 C1 C4 . . 112.88(16) ?
    S1 C2 C3 . . 104.75(10) ?
    S1 C2 C13 . . 110.69(10) ?
    S1 C2 C14 . . 112.84(9) ?
    C3 C2 C13 . . 122.15(12) ?
    C3 C2 C14 . . 116.78(12) ?
    C13 C2 C14 . . 89.45(12) ?
    C6 C3 C2 . . 112.18(12) ?
    C6 C3 C4 . . 108.16(12) ?
    C2 C3 C4 . . 108.37(11) ?
    C6 C3 H3 . . 109.4 ?
    C2 C3 H3 . . 109.4 ?
    C4 C3 H3 . . 109.4 ?
    C1 C4 C5 . . 110.59(13) ?
    C1 C4 C3 . . 113.68(14) ?
    C3 C4 C5 . . 109.81(13) ?
    C1 C4 H4 . . 107.5 ?
    C5 C4 H4 . . 107.5 ?
    C3 C4 H4 . . 107.5 ?
    S1 C5 C4 . . 105.22(10) ?
    C4 C5 H51 . . 110.7 ?
    S1 C5 H51 . . 110.7 ?
    C4 C5 H52 . . 110.7 ?
    S1 C5 H52 . . 110.7 ?
    H51 C5 H52 . . 108.8 ?
    O1 C6 C7 . . 119.97(13) ?
    O1 C6 C3 . . 119.06(13) ?
    C7 C6 C3 . . 120.96(13) ?
    C12 C7 C8 . . 119.37(14) ?
    C12 C7 C6 . . 123.84(14) ?
    C8 C7 C6 . . 116.79(14) ?
    C9 C8 C7 . . 120.00(18) ?
    C9 C8 H8 . . 120.0 ?
    C7 C8 H8 . . 120.0 ?
    C10 C9 C8 . . 120.06(18) ?
    C10 C9 H9 . . 120.0 ?
    C8 C9 H9 . . 120.0 ?
    C11 C10 C9 . . 120.49(16) ?
    C11 C10 H10 . . 119.8 ?
    C9 C10 H10 . . 119.8 ?
    C10 C11 C12 . . 119.87(19) ?
    C10 C11 H11 . . 120.1 ?
    C12 C11 H11 . . 120.1 ?
    C7 C12 C11 . . 120.20(17) ?
    C7 C12 H12 . . 119.9 ?
    C11 C12 H12 . . 119.9 ?
    C17 C13 C15 . . 114.60(14) ?
    C17 C13 C16 . . 108.96(15) ?
    C15 C13 C16 . . 110.92(14) ?
    C17 C13 C2 . . 117.44(14) ?
    C15 C13 C2 . . 86.61(12) ?
    C16 C13 C2 . . 116.74(13) ?
    C15 C14 C19 . . 114.56(14) ?
    C15 C14 C18 . . 109.87(15) ?
    C19 C14 C18 . . 108.97(15) ?
    C15 C14 C2 . . 86.28(12) ?
    C19 C14 C2 . . 120.29(13) ?
    C18 C14 C2 . . 114.97(13) ?
    O2 C15 C14 . . 132.00(18) ?
    O2 C15 C13 . . 132.42(18) ?
    C14 C15 C13 . . 95.54(13) ?
    C13 C16 H161 . . 109.5 ?
    C13 C16 H162 . . 109.5 ?
    H161 C16 H162 . . 109.5 ?
    C13 C16 H163 . . 109.5 ?
    H161 C16 H163 . . 109.5 ?
    H162 C16 H163 . . 109.5 ?
    C13 C17 H171 . . 109.5 ?
    C13 C17 H172 . . 109.5 ?
    H171 C17 H172 . . 109.5 ?
    C13 C17 H173 . . 109.5 ?
    H171 C17 H173 . . 109.5 ?
    H172 C17 H173 . . 109.5 ?
    C14 C18 H181 . . 109.5 ?
    C14 C18 H182 . . 109.5 ?
    H181 C18 H182 . . 109.5 ?
    C14 C18 H183 . . 109.5 ?
    H181 C18 H183 . . 109.5 ?
    H182 C18 H183 . . 109.5 ?
    C14 C19 H191 . . 109.5 ?
    C14 C19 H192 . . 109.5 ?
    H191 C19 H192 . . 109.5 ?
    C14 C19 H193 . . 109.5 ?
    H191 C19 H193 . . 109.5 ?
    H192 C19 H193 . . 109.5 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C5 S1 C2 C3 . . . . -40.88(11) ?
    C5 S1 C2 C13 . . . . -174.32(11) ?
    C5 S1 C2 C14 . . . . 87.17(12) ?
    C13 C2 C3 C6 . . . . 35.81(18) ?
    C14 C2 C3 C6 . . . . 143.53(13) ?
    S1 C2 C3 C6 . . . . -90.84(12) ?
    C13 C2 C3 C4 . . . . 155.15(13) ?
    C14 C2 C3 C4 . . . . -97.12(14) ?
    S1 C2 C3 C4 . . . . 28.50(13) ?
    F2 C1 C4 C5 . . . . -56.2(2) ?
    F3 C1 C4 C5 . . . . -176.76(15) ?
    F1 C1 C4 C5 . . . . 63.34(19) ?
    F2 C1 C4 C3 . . . . 179.72(15) ?
    F3 C1 C4 C3 . . . . 59.2(2) ?
    F1 C1 C4 C3 . . . . -60.71(19) ?
    C6 C3 C4 C1 . . . . -113.10(15) ?
    C2 C3 C4 C1 . . . . 125.06(15) ?
    C6 C3 C4 C5 . . . . 122.43(14) ?
    C2 C3 C4 C5 . . . . 0.59(17) ?
    C1 C4 C5 S1 . . . . -156.24(13) ?
    C3 C4 C5 S1 . . . . -30.00(15) ?
    C2 S1 C5 C4 . . . . 41.32(11) ?
    C2 C3 C6 O1 . . . . 55.44(18) ?
    C4 C3 C6 O1 . . . . -64.03(18) ?
    C2 C3 C6 C7 . . . . -125.53(14) ?
    C4 C3 C6 C7 . . . . 115.00(14) ?
    O1 C6 C7 C12 . . . . 170.63(16) ?
    C3 C6 C7 C12 . . . . -8.4(2) ?
    O1 C6 C7 C8 . . . . -9.1(2) ?
    C3 C6 C7 C8 . . . . 171.89(14) ?
    C12 C7 C8 C9 . . . . 1.2(2) ?
    C6 C7 C8 C9 . . . . -179.03(14) ?
    C7 C8 C9 C10 . . . . -1.1(3) ?
    C8 C9 C10 C11 . . . . 0.2(3) ?
    C9 C10 C11 C12 . . . . 0.6(3) ?
    C8 C7 C12 C11 . . . . -0.5(2) ?
    C6 C7 C12 C11 . . . . 179.82(15) ?
    C10 C11 C12 C7 . . . . -0.4(3) ?
    C3 C2 C13 C17 . . . . -111.55(16) ?
    C14 C2 C13 C17 . . . . 126.71(15) ?
    S1 C2 C13 C17 . . . . 12.42(18) ?
    C3 C2 C13 C15 . . . . 132.39(14) ?
    C14 C2 C13 C15 . . . . 10.65(11) ?
    S1 C2 C13 C15 . . . . -103.63(11) ?
    C3 C2 C13 C16 . . . . 20.6(2) ?
    C14 C2 C13 C16 . . . . -101.10(15) ?
    S1 C2 C13 C16 . . . . 144.61(13) ?
    C3 C2 C14 C15 . . . . -136.96(12) ?
    C13 C2 C14 C15 . . . . -10.72(11) ?
    S1 C2 C14 C15 . . . . 101.58(11) ?
    C3 C2 C14 C19 . . . . 106.66(17) ?
    C13 C2 C14 C19 . . . . -127.10(16) ?
    S1 C2 C14 C19 . . . . -14.8(2) ?
    C3 C2 C14 C18 . . . . -26.7(2) ?
    C13 C2 C14 C18 . . . . 99.49(16) ?
    S1 C2 C14 C18 . . . . -148.21(14) ?
    C19 C14 C15 O2 . . . . -44.8(3) ?
    C18 C14 C15 O2 . . . . 78.2(2) ?
    C2 C14 C15 O2 . . . . -166.6(2) ?
    C19 C14 C15 C13 . . . . 132.98(14) ?
    C18 C14 C15 C13 . . . . -103.99(14) ?
    C2 C14 C15 C13 . . . . 11.24(12) ?
    C17 C13 C15 O2 . . . . 47.7(3) ?
    C16 C13 C15 O2 . . . . -76.2(2) ?
    C2 C13 C15 O2 . . . . 166.4(2) ?
    C17 C13 C15 C14 . . . . -130.09(15) ?
    C16 C13 C15 C14 . . . . 106.02(14) ?
    C2 C13 C15 C14 . . . . -11.36(12) ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    _geom_hbond_publ_flag
    C4 H4 S1 3_576 1.00 2.89 3.7370(16) 142 yes
    C5 H51 O1 3_576 0.99 2.41 3.3417(19) 156 yes
    C10 H10 S1 1_556 0.95 2.86 3.7970(17) 171 yes
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
data_1b
_audit_creation_method     'SHELXL-2018/3'
_chemical_name_systematic
;
trans-3-Benzoyl-2,2-diphenyl-4-(trifluoromethyl)tetrahydrothiophene
;
_chemical_name_common     ?
_chemical_formula_moiety     'C24 H19 F3 O S'
_chemical_formula_sum     'C24 H19 F3 O S'
_chemical_formula_iupac     'C24 H19 F3 O S'
_chemical_formula_weight     412.45
_chemical_melting_point     401.4
_space_group_crystal_system     monoclinic
_space_group_name_H-M_alt     'P 21/c'
_space_group_name_Hall     '-P 2ybc'
loop_
    _space_group_symop_operation_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     7.45780(10)
_cell_length_b     17.6162(3)
_cell_length_c     14.5634(2)
_cell_angle_alpha     90
_cell_angle_beta     92.6805(9)
_cell_angle_gamma     90
_cell_volume     1911.22(5)
_cell_formula_units_Z     4
_cell_measurement_reflns_used     36099
_cell_measurement_theta_min     2.0
_cell_measurement_theta_max     27.5
_cell_measurement_temperature     160(2)
_exptl_crystal_description     prism
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.30
_exptl_crystal_size_mid     0.15
_exptl_crystal_size_min     0.13
_exptl_crystal_density_diffrn     1.433
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     ?
_exptl_crystal_F_000     856
_exptl_absorpt_coefficient_mu     0.211
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
(Blessing, 1995)
;
_exptl_absorpt_correction_T_min     0.904
_exptl_absorpt_correction_T_max     0.975
_exptl_special_details
;
Data collection and full structure determination
done by Prof. Anthony Linden: anthony.linden@chem.uzh.ch
Solvent used: petroleum ether
Cooling Device: Oxford Cryosystems Cryostream 700
Crystal mount: on a glass fibre
Client: Grzegorz Mloston
Sample code: MG-1225 (HG1704)
;
_diffrn_ambient_temperature     160(2)
_diffrn_radiation_type     'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'Nonius FR590 sealed tube generator'
_diffrn_radiation_monochromator     'horizontally mounted graphite crystal'
_diffrn_measurement_device_type     'Nonius KappaCCD area-detector'
_diffrn_measurement_method     'ω scans with κ offsets'
_diffrn_detector     '65 mm CCD camera on \k goniostat'
_diffrn_detector_area_resol_mean     9
_diffrn_reflns_number     43080
_diffrn_reflns_av_R_equivalents     0.0812
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_theta_min     2.312
_diffrn_reflns_theta_max     27.497
_diffrn_reflns_theta_full     25.242
_diffrn_measured_fraction_theta_max     0.998
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -9
_diffrn_reflns_limit_h_max     9
_diffrn_reflns_limit_k_min     -22
_diffrn_reflns_limit_k_max     22
_diffrn_reflns_limit_l_min     -18
_diffrn_reflns_limit_l_max     18
_diffrn_standards_number     0
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     0
_refine_special_details     ?
_reflns_number_total     4376
_reflns_number_gt     3216
_reflns_threshold_expression     'I > 2σ(I)'
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0737
_refine_ls_R_factor_gt     0.0453
_refine_ls_wR_factor_gt     0.1020
_refine_ls_wR_factor_ref     0.1178
_refine_ls_goodness_of_fit_ref     1.066
_refine_ls_restrained_S_all     1.066
_refine_ls_number_reflns     4376
_refine_ls_number_parameters     263
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
              'w=1/[σ²(Fo²)+(0.0530P)²+0.8500P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     ?
_refine_ls_shift/su_max     0.001
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.303
_refine_diff_density_min     -0.372
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015)
;
_refine_ls_extinction_coef     0.0046(10)
_refine_ls_extinction_expression
                                  'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
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'
    'F' 'F' 0.0171 0.0103
                         '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'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection
;
COLLECT (Nonius, 2000)
;
_computing_cell_refinement
;
DENZO-SMN (Otwinowski & Minor, 1997)
;
_computing_data_reduction
;
DENZO-SMN and SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015)
;
_computing_molecular_graphics
;
ORTEPII (Johnson, 1976)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015) and PLATON (Spek, 2015)
;
loop_
    _atom_site_type_symbol
    _atom_site_label
    _atom_site_fract_x
    _atom_site_fract_y
    _atom_site_fract_z
    _atom_site_U_iso_or_equiv
    _atom_site_adp_type
    _atom_site_calc_flag
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    S S1 0.28849(6) 0.65984(3) 0.67818(3) 0.02909(15) Uani d 1 . .
    F F1 0.31015(18) 0.55032(7) 0.95378(9) 0.0437(3) Uani d 1 . .
    F F2 0.03380(16) 0.58579(8) 0.94518(9) 0.0483(4) Uani d 1 . .
    F F3 0.23272(16) 0.65536(7) 1.01552(8) 0.0389(3) Uani d 1 . .
    O O1 0.29001(18) 0.80937(8) 0.86995(11) 0.0357(3) Uani d 1 . .
    C C1 0.2026(3) 0.61134(12) 0.94108(14) 0.0313(4) Uani d 1 . .
    C C2 0.4966(2) 0.67383(10) 0.75124(12) 0.0240(4) Uani d 1 . .
    C C3 0.4232(2) 0.68733(10) 0.85069(12) 0.0237(4) Uani d 1 . .
    H H3 0.502705 0.659132 0.896173 0.028 Uiso calc 1 . .
    C C4 0.2324(2) 0.65367(11) 0.85349(13) 0.0261(4) Uani d 1 . .
    H H4 0.145855 0.697070 0.850258 0.031 Uiso calc 1 . .
    C C5 0.1943(3) 0.60455(11) 0.76790(13) 0.0298(4) Uani d 1 . .
    H H51 0.063735 0.596885 0.756069 0.036 Uiso calc 1 . .
    H H52 0.253808 0.554471 0.774256 0.036 Uiso calc 1 . .
    C C6 0.4260(2) 0.77143(10) 0.87760(13) 0.0261(4) Uani d 1 . .
    C C7 0.6005(2) 0.80580(10) 0.91069(12) 0.0256(4) Uani d 1 . .
    C C8 0.6280(3) 0.88269(11) 0.89188(13) 0.0304(4) Uani d 1 . .
    H H8 0.534813 0.911678 0.862177 0.036 Uiso calc 1 . .
    C C9 0.7914(3) 0.91680(12) 0.91654(14) 0.0349(5) Uani d 1 . .
    H H9 0.811317 0.968572 0.901888 0.042 Uiso calc 1 . .
    C C10 0.9249(3) 0.87515(12) 0.96249(14) 0.0351(5) Uani d 1 . .
    H H10 1.036380 0.898546 0.979438 0.042 Uiso calc 1 . .
    C C11 0.8971(3) 0.79961(12) 0.98390(14) 0.0327(4) Uani d 1 . .
    H H11 0.988277 0.771614 1.016652 0.039 Uiso calc 1 . .
    C C12 0.7359(2) 0.76487(11) 0.95745(13) 0.0284(4) Uani d 1 . .
    H H12 0.717806 0.712819 0.971322 0.034 Uiso calc 1 . .
    C C13 0.6006(2) 0.74187(10) 0.71509(12) 0.0236(4) Uani d 1 . .
    C C14 0.6081(2) 0.60080(10) 0.74477(13) 0.0245(4) Uani d 1 . .
    C C15 0.5139(3) 0.80438(11) 0.67449(13) 0.0288(4) Uani d 1 . .
    H H15 0.386722 0.804491 0.666591 0.035 Uiso calc 1 . .
    C C16 0.6108(3) 0.86634(11) 0.64552(13) 0.0311(4) Uani d 1 . .
    H H16 0.549354 0.908407 0.617999 0.037 Uiso calc 1 . .
    C C17 0.7956(3) 0.86759(11) 0.65621(14) 0.0319(4) Uani d 1 . .
    H H17 0.861442 0.909989 0.635663 0.038 Uiso calc 1 . .
    C C18 0.8842(3) 0.80624(11) 0.69729(14) 0.0313(4) Uani d 1 . .
    H H18 1.011281 0.806856 0.705772 0.038 Uiso calc 1 . .
    C C19 0.7879(2) 0.74429(11) 0.72587(13) 0.0276(4) Uani d 1 . .
    H H19 0.850178 0.702451 0.753418 0.033 Uiso calc 1 . .
    C C20 0.6661(2) 0.55616(11) 0.81886(13) 0.0286(4) Uani d 1 . .
    H H20 0.635747 0.570169 0.879184 0.034 Uiso calc 1 . .
    C C21 0.7683(2) 0.49105(11) 0.80606(14) 0.0305(4) Uani d 1 . .
    H H21 0.806329 0.461316 0.857799 0.037 Uiso calc 1 . .
    C C22 0.8150(2) 0.46917(11) 0.71956(14) 0.0294(4) Uani d 1 . .
    H H22 0.883792 0.424547 0.711065 0.035 Uiso calc 1 . .
    C C23 0.7591(3) 0.51386(11) 0.64507(14) 0.0334(5) Uani d 1 . .
    H H23 0.790809 0.499834 0.584969 0.040 Uiso calc 1 . .
    C C24 0.6579(3) 0.57844(11) 0.65723(13) 0.0296(4) Uani d 1 . .
    H H24 0.621489 0.608249 0.605295 0.036 Uiso calc 1 . .
_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_site_symmetry_2
    _geom_bond_distance
    _geom_bond_publ_flag
    S1 C2 . 1.8567(18) ?
    S1 C5 . 1.799(2) ?
    F1 C1 . 1.349(2) ?
    F2 C1 . 1.341(2) ?
    F3 C1 . 1.343(2) ?
    O1 C6 . 1.215(2) ?
    C1 C4 . 1.503(3) ?
    C2 C3 . 1.590(2) ?
    C2 C13 . 1.534(2) ?
    C2 C14 . 1.537(2) ?
    C3 C4 . 1.544(2) ?
    C3 C6 . 1.532(3) ?
    C3 H3 . 1.0000 ?
    C4 C5 . 1.533(3) ?
    C4 H4 . 1.0000 ?
    C5 H51 . 0.9900 ?
    C5 H52 . 0.9900 ?
    C6 C7 . 1.495(3) ?
    C7 C12 . 1.393(3) ?
    C7 C8 . 1.399(3) ?
    C8 C9 . 1.391(3) ?
    C8 H8 . 0.9500 ?
    C9 C10 . 1.384(3) ?
    C9 H9 . 0.9500 ?
    C10 C11 . 1.385(3) ?
    C10 H10 . 0.9500 ?
    C11 C12 . 1.387(3) ?
    C11 H11 . 0.9500 ?
    C12 H12 . 0.9500 ?
    C13 C15 . 1.394(3) ?
    C13 C19 . 1.399(2) ?
    C14 C20 . 1.388(3) ?
    C14 C24 . 1.401(3) ?
    C15 C16 . 1.386(3) ?
    C15 H15 . 0.9500 ?
    C16 C17 . 1.380(3) ?
    C16 H16 . 0.9500 ?
    C17 C18 . 1.388(3) ?
    C17 H17 . 0.9500 ?
    C18 C19 . 1.381(3) ?
    C18 H18 . 0.9500 ?
    C19 H19 . 0.9500 ?
    C20 C21 . 1.394(3) ?
    C20 H20 . 0.9500 ?
    C21 C22 . 1.378(3) ?
    C21 H21 . 0.9500 ?
    C22 C23 . 1.389(3) ?
    C22 H22 . 0.9500 ?
    C23 C24 . 1.381(3) ?
    C23 H23 . 0.9500 ?
    C24 H24 . 0.9500 ?
loop_
    _geom_angle_atom_site_label_1
    _geom_angle_atom_site_label_2
    _geom_angle_atom_site_label_3
    _geom_angle_site_symmetry_1
    _geom_angle_site_symmetry_3
    _geom_angle
    _geom_angle_publ_flag
    C2 S1 C5 . . 90.00(8) ?
    F2 C1 F3 . . 106.23(15) ?
    F2 C1 F1 . . 106.26(16) ?
    F3 C1 F1 . . 105.88(16) ?
    F2 C1 C4 . . 112.36(16) ?
    F3 C1 C4 . . 111.89(16) ?
    F1 C1 C4 . . 113.67(16) ?
    S1 C2 C3 . . 103.16(11) ?
    S1 C2 C13 . . 109.24(12) ?
    S1 C2 C14 . . 107.10(12) ?
    C3 C2 C13 . . 113.37(14) ?
    C3 C2 C14 . . 113.04(15) ?
    C13 C2 C14 . . 110.44(14) ?
    C6 C3 C4 . . 111.45(15) ?
    C6 C3 C2 . . 112.12(14) ?
    C2 C3 C4 . . 108.88(14) ?
    C6 C3 H3 . . 108.1 ?
    C4 C3 H3 . . 108.1 ?
    C2 C3 H3 . . 108.1 ?
    C1 C4 C5 . . 112.39(16) ?
    C1 C4 C3 . . 112.68(15) ?
    C3 C4 C5 . . 109.35(15) ?
    C1 C4 H4 . . 107.4 ?
    C5 C4 H4 . . 107.4 ?
    C3 C4 H4 . . 107.4 ?
    S1 C5 C4 . . 102.77(13) ?
    C4 C5 H51 . . 111.2 ?
    S1 C5 H51 . . 111.2 ?
    C4 C5 H52 . . 111.2 ?
    S1 C5 H52 . . 111.2 ?
    H51 C5 H52 . . 109.1 ?
    O1 C6 C7 . . 121.13(17) ?
    O1 C6 C3 . . 120.47(16) ?
    C7 C6 C3 . . 118.37(15) ?
    C12 C7 C8 . . 119.17(17) ?
    C12 C7 C6 . . 123.27(17) ?
    C8 C7 C6 . . 117.56(16) ?
    C9 C8 C7 . . 120.16(18) ?
    C9 C8 H8 . . 119.9 ?
    C7 C8 H8 . . 119.9 ?
    C10 C9 C8 . . 119.86(19) ?
    C10 C9 H9 . . 120.1 ?
    C8 C9 H9 . . 120.1 ?
    C9 C10 C11 . . 120.43(18) ?
    C9 C10 H10 . . 119.8 ?
    C11 C10 H10 . . 119.8 ?
    C10 C11 C12 . . 119.89(19) ?
    C10 C11 H11 . . 120.1 ?
    C12 C11 H11 . . 120.1 ?
    C11 C12 C7 . . 120.45(18) ?
    C11 C12 H12 . . 119.8 ?
    C7 C12 H12 . . 119.8 ?
    C15 C13 C19 . . 117.66(17) ?
    C15 C13 C2 . . 122.06(16) ?
    C19 C13 C2 . . 120.22(16) ?
    C20 C14 C24 . . 117.52(17) ?
    C20 C14 C2 . . 125.20(17) ?
    C24 C14 C2 . . 117.28(16) ?
    C16 C15 C13 . . 120.87(18) ?
    C16 C15 H15 . . 119.6 ?
    C13 C15 H15 . . 119.6 ?
    C17 C16 C15 . . 120.70(18) ?
    C17 C16 H16 . . 119.7 ?
    C15 C16 H16 . . 119.7 ?
    C16 C17 C18 . . 119.30(18) ?
    C16 C17 H17 . . 120.4 ?
    C18 C17 H17 . . 120.4 ?
    C19 C18 C17 . . 120.09(18) ?
    C19 C18 H18 . . 120.0 ?
    C17 C18 H18 . . 120.0 ?
    C18 C19 C13 . . 121.38(18) ?
    C18 C19 H19 . . 119.3 ?
    C13 C19 H19 . . 119.3 ?
    C14 C20 C21 . . 120.96(18) ?
    C14 C20 H20 . . 119.5 ?
    C21 C20 H20 . . 119.5 ?
    C22 C21 C20 . . 121.03(18) ?
    C22 C21 H21 . . 119.5 ?
    C20 C21 H21 . . 119.5 ?
    C21 C22 C23 . . 118.44(18) ?
    C21 C22 H22 . . 120.8 ?
    C23 C22 H22 . . 120.8 ?
    C24 C23 C22 . . 120.84(19) ?
    C24 C23 H23 . . 119.6 ?
    C22 C23 H23 . . 119.6 ?
    C23 C24 C14 . . 121.20(18) ?
    C23 C24 H24 . . 119.4 ?
    C14 C24 H24 . . 119.4 ?
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_site_symmetry_1
    _geom_torsion_site_symmetry_2
    _geom_torsion_site_symmetry_3
    _geom_torsion_site_symmetry_4
    _geom_torsion
    _geom_torsion_publ_flag
    C5 S1 C2 C13 . . . . -161.09(13) ?
    C5 S1 C2 C14 . . . . 79.28(13) ?
    C5 S1 C2 C3 . . . . -40.22(12) ?
    C13 C2 C3 C6 . . . . 15.9(2) ?
    C14 C2 C3 C6 . . . . 142.53(15) ?
    S1 C2 C3 C6 . . . . -102.15(14) ?
    C13 C2 C3 C4 . . . . 139.65(15) ?
    C14 C2 C3 C4 . . . . -93.67(17) ?
    S1 C2 C3 C4 . . . . 21.64(16) ?
    F2 C1 C4 C5 . . . . -59.3(2) ?
    F3 C1 C4 C5 . . . . -178.69(15) ?
    F1 C1 C4 C5 . . . . 61.4(2) ?
    F2 C1 C4 C3 . . . . 176.63(15) ?
    F3 C1 C4 C3 . . . . 57.2(2) ?
    F1 C1 C4 C3 . . . . -62.7(2) ?
    C6 C3 C4 C1 . . . . -98.19(18) ?
    C2 C3 C4 C1 . . . . 137.62(16) ?
    C6 C3 C4 C5 . . . . 136.06(16) ?
    C2 C3 C4 C5 . . . . 11.9(2) ?
    C1 C4 C5 S1 . . . . -167.14(13) ?
    C3 C4 C5 S1 . . . . -41.22(17) ?
    C2 S1 C5 C4 . . . . 47.49(13) ?
    C4 C3 C6 O1 . . . . -23.0(2) ?
    C2 C3 C6 O1 . . . . 99.3(2) ?
    C4 C3 C6 C7 . . . . 158.71(16) ?
    C2 C3 C6 C7 . . . . -78.9(2) ?
    O1 C6 C7 C12 . . . . 151.51(19) ?
    C3 C6 C7 C12 . . . . -30.3(3) ?
    O1 C6 C7 C8 . . . . -29.5(3) ?
    C3 C6 C7 C8 . . . . 148.70(17) ?
    C12 C7 C8 C9 . . . . 2.5(3) ?
    C6 C7 C8 C9 . . . . -176.52(17) ?
    C7 C8 C9 C10 . . . . -2.1(3) ?
    C8 C9 C10 C11 . . . . 0.2(3) ?
    C9 C10 C11 C12 . . . . 1.4(3) ?
    C10 C11 C12 C7 . . . . -1.0(3) ?
    C8 C7 C12 C11 . . . . -0.9(3) ?
    C6 C7 C12 C11 . . . . 178.02(17) ?
    C14 C2 C13 C15 . . . . 150.47(17) ?
    C3 C2 C13 C15 . . . . -81.5(2) ?
    S1 C2 C13 C15 . . . . 32.9(2) ?
    C14 C2 C13 C19 . . . . -32.4(2) ?
    C3 C2 C13 C19 . . . . 95.64(19) ?
    S1 C2 C13 C19 . . . . -149.93(15) ?
    C13 C2 C14 C20 . . . . 118.39(19) ?
    C3 C2 C14 C20 . . . . -9.8(3) ?
    S1 C2 C14 C20 . . . . -122.75(17) ?
    C13 C2 C14 C24 . . . . -60.3(2) ?
    C3 C2 C14 C24 . . . . 171.47(15) ?
    S1 C2 C14 C24 . . . . 58.53(19) ?
    C19 C13 C15 C16 . . . . 0.4(3) ?
    C2 C13 C15 C16 . . . . 177.58(17) ?
    C13 C15 C16 C17 . . . . 0.0(3) ?
    C15 C16 C17 C18 . . . . -0.6(3) ?
    C16 C17 C18 C19 . . . . 0.9(3) ?
    C17 C18 C19 C13 . . . . -0.5(3) ?
    C15 C13 C19 C18 . . . . -0.1(3) ?
    C2 C13 C19 C18 . . . . -177.36(17) ?
    C24 C14 C20 C21 . . . . -0.7(3) ?
    C2 C14 C20 C21 . . . . -179.45(17) ?
    C14 C20 C21 C22 . . . . 0.1(3) ?
    C20 C21 C22 C23 . . . . 0.5(3) ?
    C21 C22 C23 C24 . . . . -0.5(3) ?
    C22 C23 C24 C14 . . . . -0.2(3) ?
    C20 C14 C24 C23 . . . . 0.8(3) ?
    C2 C14 C24 C23 . . . . 179.60(18) ?
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_T_min     ?
_shelx_estimated_absorpt_T_max     ?
data_global
_journal_date_recd_electronic     2018-10-24
_journal_date_accepted     2018-10-30
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2018
_journal_volume     74
_journal_issue     12
_journal_page_first     1705
_journal_page_last     1709
_journal_paper_category     GO
_journal_paper_doi     10.1107/S2056989018015335
_journal_coeditor_code     VM2212
_publ_contact_author_name     'Prof. Dr. Anthony Linden'
_publ_contact_author_address
; Department of Chemistry
  University of Zurich
  Winterthurerstrasse 190
  CH-8057 Zurich
  Switzerland
;
_publ_contact_author_email     anthony.linden@chem.uzh.ch
_publ_contact_author_fax     '41 44 635 6812'
_publ_contact_author_phone     '41 44 635 4228'
_publ_section_title
;\
Chemo- and regioselective [3 + 2]-cycloadditions of thiocarbonyl ylides: crystal
structures of
trans-8-benzoyl-1,1,3,3-tetramethyl-7-trifluoromethyl-5-thiaspiro[3.4]\
octan-2-one and
trans-3-benzoyl-2,2-diphenyl-4-(trifluoromethyl)tetrahydrothiophene
;
_publ_section_title_footnote     .
loop_
    _publ_author_name
    _publ_author_footnote
    _publ_author_address
    'Linden, Anthony' .
; Department of Chemistry
  University of Zurich
  Winterthurerstrasse 190
  CH-8057 Zurich
  Switzerland
;
    'Mlostoń, Grzegorz' .
; Department of Organic and Applied Chemistry
  University of Łódź
  Tamka 12
  PL-91-403 Łódź
  Poland
;
    'Grzelak, Paulina' .
; Department of Organic and Applied Chemistry
  University of Łódź
  Tamka 12
  PL-91-403 Łódź
  Poland
;
    'Heimgartner, Heinz' .
; Department of Chemistry
  University of Zurich
  Winterthurerstrasse 190
  CH-8057 Zurich
  Switzerland
;
_publ_section_synopsis
;
The title compounds were prepared via chemo- and regioselective [3 +
2]-cycloadditions. The thiophene ring in each crystal structure has an
envelope conformation. The largest differences between the two molecular
structures is in the bond lengths about the quaternary C atom of the thiophene
ring. In the spirocyclic structure, the C---C bonds to the spiro C atom in the
cyclobutane ring are around 1.60 Å and weak intermolecular C---H...X
(X = S, O) interactions link the molecules into extended ribbons. In
the other structure, weak C---H...π interactions link the molecules into
sheets.
;
