##############################################################################
###                                                                        ###
###        Electronic paper (Acta Crystallographica Section E)             ###
###                                                                        ###
##############################################################################
#                                                                            #
# 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 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. The current version number is 2.1.    #
#                                                                            #
# Software is freely available for graphical display of the structure(s) in  #
# this CIF.  For information consult the CIF home page http://www.iucr.org/  #
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#                                                                            #
#            Copyright International Union of Crystallography                #
#                                                                            #
##############################################################################
                                             
data_I
_audit_creation_method     SHELXL97
_chemical_name_systematic
;
1-(2,6-Dichlorobenzoyl)-3-[(3-trifluoromethyl)phenyl]thiourea
;
_chemical_name_common
;
1-(2,6-Dichlorobenzoyl)-3-[(3-trifluoromethyl)phenyl]thiourea
;
_chemical_formula_moiety     'C15 H9 Cl2 F3 N2 O S'
_chemical_formula_sum     'C15 H9 Cl2 F3 N2 O S'
_chemical_formula_iupac     'C15 H9 Cl2 F3 N2 O S'
_chemical_formula_weight     393.20
_chemical_melting_point     ?
_symmetry_cell_setting     Monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
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     16.1754(12)
_cell_length_b     13.6250(13)
_cell_length_c     16.2839(12)
_cell_angle_alpha     90.00
_cell_angle_beta     114.358(5)
_cell_angle_gamma     90.00
_cell_volume     3269.4(5)
_cell_formula_units_Z     8
_cell_measurement_reflns_used     11595
_cell_measurement_theta_min     3.6
_cell_measurement_theta_max     25.8
_cell_measurement_temperature     173(2)
_exptl_crystal_description     plate
_exptl_crystal_colour     colourless
_exptl_crystal_size_max     0.23
_exptl_crystal_size_mid     0.20
_exptl_crystal_size_min     0.08
_exptl_crystal_density_diffrn     1.598
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     1584
_exptl_absorpt_coefficient_mu     0.561
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(MULABS; Spek, 2003; Blessing, 1995)'
_exptl_absorpt_correction_T_min     0.8818
_exptl_absorpt_correction_T_max     0.9565
_exptl_special_details
;
?
;
_diffrn_ambient_temperature     173(2)
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'fine-focus sealed tube'
_diffrn_radiation_monochromator     graphite
_diffrn_measurement_device_type     'Stoe IPDSII two-circle'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     ?
_diffrn_reflns_number     15119
_diffrn_reflns_av_R_equivalents     0.0624
_diffrn_reflns_av_sigmaI/netI     0.0569
_diffrn_reflns_theta_min     1.38
_diffrn_reflns_theta_max     25.35
_diffrn_reflns_theta_full     25.00
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -19
_diffrn_reflns_limit_h_max     17
_diffrn_reflns_limit_k_min     0
_diffrn_reflns_limit_k_max     16
_diffrn_reflns_limit_l_min     0
_diffrn_reflns_limit_l_max     19
_diffrn_standards_number     0
_diffrn_standards_interval_count     .
_diffrn_standards_interval_time     .
_diffrn_standards_decay_%     ?
_refine_special_details
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_reflns_number_total     5993
_reflns_number_gt     4655
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0888
_refine_ls_R_factor_gt     0.0674
_refine_ls_wR_factor_gt     0.1494
_refine_ls_wR_factor_ref     0.1551
_refine_ls_goodness_of_fit_ref     1.190
_refine_ls_restrained_S_all     1.190
_refine_ls_number_reflns     5993
_refine_ls_number_parameters     434
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
      'calc w = 1/[σ²(Fo²)+(0.0048P)²+19.2275P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.000
_refine_ls_shift/su_mean     0.000
_refine_diff_density_max     0.535
_refine_diff_density_min     -0.389
_refine_ls_extinction_method     'SHELXL97 (Sheldrick, 1997)'
_refine_ls_extinction_coef     0.0029(3)
_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'
    'Cl' 'Cl' 0.1484 0.1585
                         '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'
    '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'
    'S' 'S' 0.1246 0.1234
                         'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection     'X-AREA (Stoe & Cie, 2001)'
_computing_cell_refinement     'X-AREA'
_computing_data_reduction     'X-AREA'
_computing_structure_solution     'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics     'XP in SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material     SHELXL97
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_refinement_flags
    _atom_site_occupancy
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    C C1 0.4912(3) 0.2492(4) 0.4895(3) 0.0181(11) Uani d . 1 . .
    O O1 0.4582(2) 0.1754(3) 0.4447(2) 0.0233(8) Uani d . 1 . .
    N N1 0.4440(3) 0.3331(3) 0.4859(3) 0.0168(9) Uani d . 1 . .
    H H1 0.4747 0.3806 0.5222 0.020 Uiso calc R 1 . .
    C C2 0.3517(3) 0.3535(4) 0.4310(3) 0.0176(10) Uani d . 1 . .
    S S1 0.30771(9) 0.45945(10) 0.44664(9) 0.0230(3) Uani d . 1 . .
    N N2 0.3083(3) 0.2844(3) 0.3704(3) 0.0202(10) Uani d . 1 . .
    H H2 0.3403 0.2331 0.3681 0.024 Uiso calc R 1 . .
    C C11 0.5907(3) 0.2538(4) 0.5542(3) 0.0169(10) Uani d . 1 . .
    C C12 0.6198(4) 0.2260(4) 0.6449(3) 0.0210(11) Uani d . 1 . .
    C C13 0.7109(4) 0.2278(5) 0.7031(4) 0.0317(14) Uani d . 1 . .
    H H13 0.7298 0.2073 0.7639 0.038 Uiso calc R 1 . .
    C C14 0.7744(4) 0.2598(5) 0.6719(4) 0.0340(15) Uani d . 1 . .
    H H14 0.8367 0.2632 0.7121 0.041 Uiso calc R 1 . .
    C C15 0.7472(4) 0.2869(4) 0.5820(4) 0.0291(13) Uani d . 1 . .
    H H15 0.7907 0.3077 0.5605 0.035 Uiso calc R 1 . .
    C C16 0.6557(4) 0.2829(4) 0.5243(3) 0.0198(11) Uani d . 1 . .
    Cl Cl1 0.53867(10) 0.18932(13) 0.68302(9) 0.0354(4) Uani d . 1 . .
    Cl Cl2 0.62157(9) 0.31470(10) 0.41169(9) 0.0256(3) Uani d . 1 . .
    C C21 0.2138(3) 0.2858(4) 0.3084(3) 0.0209(11) Uani d . 1 . .
    C C22 0.1653(3) 0.1999(4) 0.2986(3) 0.0221(11) Uani d . 1 . .
    H H22 0.1934 0.1443 0.3345 0.027 Uiso calc R 1 . .
    C C23 0.0746(4) 0.1948(4) 0.2358(4) 0.0252(12) Uani d . 1 . .
    C C24 0.0336(4) 0.2764(5) 0.1838(4) 0.0346(15) Uani d . 1 . .
    H H24 -0.0280 0.2737 0.1416 0.042 Uiso calc R 1 . .
    C C25 0.0833(4) 0.3615(5) 0.1941(4) 0.0367(15) Uani d . 1 . .
    H H25 0.0553 0.4169 0.1579 0.044 Uiso calc R 1 . .
    C C26 0.1741(4) 0.3682(5) 0.2567(4) 0.0300(13) Uani d . 1 . .
    H H26 0.2075 0.4273 0.2636 0.036 Uiso calc R 1 . .
    C C27 0.0229(4) 0.1028(5) 0.2294(5) 0.0388(16) Uani d . 1 . .
    F F1 -0.0030(4) 0.0947(4) 0.2972(4) 0.095(2) Uani d . 1 . .
    F F2 -0.0523(3) 0.0963(4) 0.1541(4) 0.0820(18) Uani d . 1 . .
    F F3 0.0706(3) 0.0219(3) 0.2338(3) 0.0603(13) Uani d . 1 . .
    C C1A 0.6742(3) 0.5986(4) 0.3072(3) 0.0171(10) Uani d . 1 . .
    O O1A 0.6653(2) 0.5993(3) 0.2285(2) 0.0259(9) Uani d . 1 . .
    C C2A 0.5138(3) 0.5511(4) 0.2789(3) 0.0167(10) Uani d . 1 . .
    S S1A 0.44833(9) 0.51787(10) 0.33068(8) 0.0213(3) Uani d . 1 . .
    N N1A 0.6064(3) 0.5703(3) 0.3323(3) 0.0176(9) Uani d . 1 . .
    H H1A 0.6233 0.5629 0.3907 0.021 Uiso calc R 1 . .
    N N2A 0.4884(3) 0.5620(3) 0.1889(3) 0.0197(9) Uani d . 1 . .
    H H2A 0.5316 0.5774 0.1717 0.024 Uiso calc R 1 . .
    C C11A 0.7603(3) 0.6319(4) 0.3848(3) 0.0201(11) Uani d . 1 . .
    C C12A 0.7714(4) 0.7308(4) 0.4093(4) 0.0254(12) Uani d . 1 . .
    C C13A 0.8502(4) 0.7646(5) 0.4804(4) 0.0374(15) Uani d . 1 . .
    H H13A 0.8565 0.8319 0.4970 0.045 Uiso calc R 1 . .
    C C14A 0.9193(4) 0.6981(5) 0.5262(4) 0.0378(16) Uani d . 1 . .
    H H14A 0.9733 0.7203 0.5742 0.045 Uiso calc R 1 . .
    C C15A 0.9102(4) 0.6006(5) 0.5027(4) 0.0352(15) Uani d . 1 . .
    H H15A 0.9575 0.5556 0.5347 0.042 Uiso calc R 1 . .
    C C16A 0.8313(3) 0.5677(4) 0.4317(4) 0.0223(11) Uani d . 1 . .
    Cl Cl1A 0.68536(11) 0.81353(12) 0.35141(13) 0.0433(4) Uani d . 1 . .
    Cl Cl2A 0.82049(10) 0.44332(11) 0.40404(12) 0.0392(4) Uani d . 1 . .
    C C21A 0.3993(3) 0.5512(4) 0.1191(3) 0.0189(11) Uani d . 1 . .
    C C22A 0.3215(3) 0.5811(4) 0.1285(3) 0.0211(11) Uani d . 1 . .
    H H22A 0.3251 0.6077 0.1839 0.025 Uiso calc R 1 . .
    C C23A 0.2377(3) 0.5712(4) 0.0544(3) 0.0201(11) Uani d . 1 . .
    C C24A 0.2311(4) 0.5359(4) -0.0286(4) 0.0260(12) Uani d . 1 . .
    H H24A 0.1740 0.5323 -0.0788 0.031 Uiso calc R 1 . .
    C C25A 0.3099(4) 0.5062(4) -0.0360(4) 0.0275(13) Uani d . 1 . .
    H H25A 0.3066 0.4807 -0.0916 0.033 Uiso calc R 1 . .
    C C26A 0.3935(4) 0.5135(4) 0.0373(4) 0.0226(11) Uani d . 1 . .
    H H26A 0.4469 0.4926 0.0317 0.027 Uiso calc R 1 . .
    C C27A 0.1544(4) 0.6051(5) 0.0649(4) 0.0285(13) Uani d . 1 . .
    F F1A 0.1407(3) 0.7028(3) 0.0518(4) 0.0675(14) Uani d . 1 . .
    F F2A 0.0785(2) 0.5633(4) 0.0074(3) 0.0676(15) Uani d . 1 . .
    F F3A 0.1574(2) 0.5900(4) 0.1465(3) 0.0522(12) Uani d . 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
    C1 O1 . 1.227(6) y
    C1 N1 . 1.363(7) y
    C1 C11 . 1.518(7) y
    N1 C2 . 1.416(6) y
    N1 H1 . 0.8800 ?
    C2 N2 . 1.334(7) y
    C2 S1 . 1.675(5) y
    N2 C21 . 1.443(6) y
    N2 H2 . 0.8800 ?
    C11 C16 . 1.385(7) ?
    C11 C12 . 1.405(7) ?
    C12 C13 . 1.385(8) ?
    C12 Cl1 . 1.740(6) ?
    C13 C14 . 1.391(9) ?
    C13 H13 . 0.9500 ?
    C14 C15 . 1.393(9) ?
    C14 H14 . 0.9500 ?
    C15 C16 . 1.390(8) ?
    C15 H15 . 0.9500 ?
    C16 Cl2 . 1.738(5) ?
    C21 C22 . 1.382(8) ?
    C21 C26 . 1.391(8) ?
    C22 C23 . 1.401(7) ?
    C22 H22 . 0.9500 ?
    C23 C24 . 1.389(8) ?
    C23 C27 . 1.487(9) ?
    C24 C25 . 1.380(9) ?
    C24 H24 . 0.9500 ?
    C25 C26 . 1.404(8) ?
    C25 H25 . 0.9500 ?
    C26 H26 . 0.9500 ?
    C27 F2 . 1.327(8) ?
    C27 F3 . 1.330(8) ?
    C27 F1 . 1.337(8) ?
    C1A O1A . 1.230(6) y
    C1A N1A . 1.374(6) y
    C1A C11A . 1.515(7) y
    C2A N2A . 1.357(6) y
    C2A N1A . 1.412(6) y
    C2A S1A . 1.666(5) y
    N1A H1A . 0.8800 ?
    N2A C21A . 1.428(6) y
    N2A H2A . 0.8800 ?
    C11A C16A . 1.395(8) ?
    C11A C12A . 1.396(8) ?
    C12A C13A . 1.401(8) ?
    C12A Cl1A . 1.736(6) ?
    C13A C14A . 1.393(10) ?
    C13A H13A . 0.9500 ?
    C14A C15A . 1.373(10) ?
    C14A H14A . 0.9500 ?
    C15A C16A . 1.396(8) ?
    C15A H15A . 0.9500 ?
    C16A Cl2A . 1.743(6) ?
    C21A C22A . 1.391(7) ?
    C21A C26A . 1.394(7) ?
    C22A C23A . 1.402(7) ?
    C22A H22A . 0.9500 ?
    C23A C24A . 1.396(8) ?
    C23A C27A . 1.499(8) ?
    C24A C25A . 1.390(8) ?
    C24A H24A . 0.9500 ?
    C25A C26A . 1.390(8) ?
    C25A H25A . 0.9500 ?
    C26A H26A . 0.9500 ?
    C27A F3A . 1.325(7) ?
    C27A F2A . 1.326(7) ?
    C27A F1A . 1.353(7) ?
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
    O1 C1 N1 . . 124.2(5) ?
    O1 C1 C11 . . 121.6(5) ?
    N1 C1 C11 . . 114.2(4) ?
    C1 N1 C2 . . 128.2(4) ?
    C1 N1 H1 . . 115.9 ?
    C2 N1 H1 . . 115.9 ?
    N2 C2 N1 . . 115.1(4) ?
    N2 C2 S1 . . 126.4(4) ?
    N1 C2 S1 . . 118.5(4) ?
    C2 N2 C21 . . 126.2(5) ?
    C2 N2 H2 . . 116.9 ?
    C21 N2 H2 . . 116.9 ?
    C16 C11 C12 . . 118.2(5) ?
    C16 C11 C1 . . 120.6(4) ?
    C12 C11 C1 . . 121.1(5) ?
    C13 C12 C11 . . 121.0(5) ?
    C13 C12 Cl1 . . 120.4(4) ?
    C11 C12 Cl1 . . 118.6(4) ?
    C12 C13 C14 . . 119.5(5) ?
    C12 C13 H13 . . 120.2 ?
    C14 C13 H13 . . 120.2 ?
    C13 C14 C15 . . 120.4(5) ?
    C13 C14 H14 . . 119.8 ?
    C15 C14 H14 . . 119.8 ?
    C16 C15 C14 . . 119.1(5) ?
    C16 C15 H15 . . 120.5 ?
    C14 C15 H15 . . 120.5 ?
    C11 C16 C15 . . 121.7(5) ?
    C11 C16 Cl2 . . 119.0(4) ?
    C15 C16 Cl2 . . 119.3(4) ?
    C22 C21 C26 . . 121.1(5) ?
    C22 C21 N2 . . 117.2(5) ?
    C26 C21 N2 . . 121.7(5) ?
    C21 C22 C23 . . 120.0(5) ?
    C21 C22 H22 . . 120.0 ?
    C23 C22 H22 . . 120.0 ?
    C24 C23 C22 . . 119.9(5) ?
    C24 C23 C27 . . 121.3(5) ?
    C22 C23 C27 . . 118.8(5) ?
    C25 C24 C23 . . 119.4(5) ?
    C25 C24 H24 . . 120.3 ?
    C23 C24 H24 . . 120.3 ?
    C24 C25 C26 . . 121.7(6) ?
    C24 C25 H25 . . 119.2 ?
    C26 C25 H25 . . 119.2 ?
    C21 C26 C25 . . 118.0(6) ?
    C21 C26 H26 . . 121.0 ?
    C25 C26 H26 . . 121.0 ?
    F2 C27 F3 . . 106.6(6) ?
    F2 C27 F1 . . 106.1(6) ?
    F3 C27 F1 . . 105.0(6) ?
    F2 C27 C23 . . 113.3(6) ?
    F3 C27 C23 . . 113.4(5) ?
    F1 C27 C23 . . 111.7(6) ?
    O1A C1A N1A . . 123.3(4) ?
    O1A C1A C11A . . 122.6(4) ?
    N1A C1A C11A . . 114.1(4) ?
    N2A C2A N1A . . 114.7(4) ?
    N2A C2A S1A . . 127.1(4) ?
    N1A C2A S1A . . 118.2(4) ?
    C1A N1A C2A . . 130.0(4) ?
    C1A N1A H1A . . 115.0 ?
    C2A N1A H1A . . 115.0 ?
    C2A N2A C21A . . 127.3(4) ?
    C2A N2A H2A . . 116.4 ?
    C21A N2A H2A . . 116.4 ?
    C16A C11A C12A . . 118.0(5) ?
    C16A C11A C1A . . 122.4(5) ?
    C12A C11A C1A . . 119.5(5) ?
    C11A C12A C13A . . 121.3(5) ?
    C11A C12A Cl1A . . 119.5(4) ?
    C13A C12A Cl1A . . 119.2(5) ?
    C14A C13A C12A . . 119.0(6) ?
    C14A C13A H13A . . 120.5 ?
    C12A C13A H13A . . 120.5 ?
    C15A C14A C13A . . 120.7(6) ?
    C15A C14A H14A . . 119.6 ?
    C13A C14A H14A . . 119.6 ?
    C14A C15A C16A . . 119.8(6) ?
    C14A C15A H15A . . 120.1 ?
    C16A C15A H15A . . 120.1 ?
    C11A C16A C15A . . 121.1(5) ?
    C11A C16A Cl2A . . 119.7(4) ?
    C15A C16A Cl2A . . 119.1(4) ?
    C22A C21A C26A . . 120.4(5) ?
    C22A C21A N2A . . 122.9(5) ?
    C26A C21A N2A . . 116.6(5) ?
    C21A C22A C23A . . 118.3(5) ?
    C21A C22A H22A . . 120.8 ?
    C23A C22A H22A . . 120.8 ?
    C24A C23A C22A . . 121.8(5) ?
    C24A C23A C27A . . 120.2(5) ?
    C22A C23A C27A . . 117.9(5) ?
    C25A C24A C23A . . 118.6(5) ?
    C25A C24A H24A . . 120.7 ?
    C23A C24A H24A . . 120.7 ?
    C24A C25A C26A . . 120.4(5) ?
    C24A C25A H25A . . 119.8 ?
    C26A C25A H25A . . 119.8 ?
    C25A C26A C21A . . 120.4(5) ?
    C25A C26A H26A . . 119.8 ?
    C21A C26A H26A . . 119.8 ?
    F3A C27A F2A . . 106.4(5) ?
    F3A C27A F1A . . 104.3(5) ?
    F2A C27A F1A . . 105.5(5) ?
    F3A C27A C23A . . 113.8(5) ?
    F2A C27A C23A . . 113.6(5) ?
    F1A C27A C23A . . 112.4(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
    O1 C1 N1 C2 . . . . -1.5(8) ?
    C11 C1 N1 C2 . . . . 178.0(4) ?
    C1 N1 C2 N2 . . . . -6.0(7) ?
    C1 N1 C2 S1 . . . . 174.4(4) ?
    N1 C2 N2 C21 . . . . 178.1(5) ?
    S1 C2 N2 C21 . . . . -2.3(8) ?
    O1 C1 C11 C16 . . . . 87.4(7) ?
    N1 C1 C11 C16 . . . . -92.1(6) ?
    O1 C1 C11 C12 . . . . -90.6(7) ?
    N1 C1 C11 C12 . . . . 89.9(6) ?
    C16 C11 C12 C13 . . . . 0.1(8) ?
    C1 C11 C12 C13 . . . . 178.2(5) ?
    C16 C11 C12 Cl1 . . . . 180.0(4) ?
    C1 C11 C12 Cl1 . . . . -1.9(7) ?
    C11 C12 C13 C14 . . . . 1.5(9) ?
    Cl1 C12 C13 C14 . . . . -178.3(5) ?
    C12 C13 C14 C15 . . . . -2.1(10) ?
    C13 C14 C15 C16 . . . . 1.0(10) ?
    C12 C11 C16 C15 . . . . -1.2(8) ?
    C1 C11 C16 C15 . . . . -179.3(5) ?
    C12 C11 C16 Cl2 . . . . 178.4(4) ?
    C1 C11 C16 Cl2 . . . . 0.3(7) ?
    C14 C15 C16 C11 . . . . 0.7(9) ?
    C14 C15 C16 Cl2 . . . . -178.9(5) ?
    C2 N2 C21 C22 . . . . -135.7(5) ?
    C2 N2 C21 C26 . . . . 47.8(8) ?
    C26 C21 C22 C23 . . . . 0.0(8) ?
    N2 C21 C22 C23 . . . . -176.5(5) ?
    C21 C22 C23 C24 . . . . -0.3(8) ?
    C21 C22 C23 C27 . . . . -177.5(5) ?
    C22 C23 C24 C25 . . . . 0.7(9) ?
    C27 C23 C24 C25 . . . . 177.8(6) ?
    C23 C24 C25 C26 . . . . -0.8(10) ?
    C22 C21 C26 C25 . . . . -0.2(9) ?
    N2 C21 C26 C25 . . . . 176.3(5) ?
    C24 C25 C26 C21 . . . . 0.5(10) ?
    C24 C23 C27 F2 . . . . 19.4(9) ?
    C22 C23 C27 F2 . . . . -163.4(6) ?
    C24 C23 C27 F3 . . . . 141.1(6) ?
    C22 C23 C27 F3 . . . . -41.7(8) ?
    C24 C23 C27 F1 . . . . -100.5(7) ?
    C22 C23 C27 F1 . . . . 76.7(7) ?
    O1A C1A N1A C2A . . . . -10.1(9) ?
    C11A C1A N1A C2A . . . . 168.1(5) ?
    N2A C2A N1A C1A . . . . 0.4(8) ?
    S1A C2A N1A C1A . . . . -179.9(4) ?
    N1A C2A N2A C21A . . . . -177.6(5) ?
    S1A C2A N2A C21A . . . . 2.8(8) ?
    O1A C1A C11A C16A . . . . -90.3(7) ?
    N1A C1A C11A C16A . . . . 91.5(6) ?
    O1A C1A C11A C12A . . . . 87.6(7) ?
    N1A C1A C11A C12A . . . . -90.7(6) ?
    C16A C11A C12A C13A . . . . -1.7(8) ?
    C1A C11A C12A C13A . . . . -179.7(5) ?
    C16A C11A C12A Cl1A . . . . 179.0(4) ?
    C1A C11A C12A Cl1A . . . . 1.0(7) ?
    C11A C12A C13A C14A . . . . 1.1(9) ?
    Cl1A C12A C13A C14A . . . . -179.6(5) ?
    C12A C13A C14A C15A . . . . -0.5(10) ?
    C13A C14A C15A C16A . . . . 0.5(10) ?
    C12A C11A C16A C15A . . . . 1.7(8) ?
    C1A C11A C16A C15A . . . . 179.6(5) ?
    C12A C11A C16A Cl2A . . . . 179.7(4) ?
    C1A C11A C16A Cl2A . . . . -2.4(7) ?
    C14A C15A C16A C11A . . . . -1.1(9) ?
    C14A C15A C16A Cl2A . . . . -179.1(5) ?
    C2A N2A C21A C22A . . . . 37.2(8) ?
    C2A N2A C21A C26A . . . . -146.3(5) ?
    C26A C21A C22A C23A . . . . 0.8(8) ?
    N2A C21A C22A C23A . . . . 177.2(5) ?
    C21A C22A C23A C24A . . . . -2.5(8) ?
    C21A C22A C23A C27A . . . . -179.1(5) ?
    C22A C23A C24A C25A . . . . 2.7(8) ?
    C27A C23A C24A C25A . . . . 179.3(5) ?
    C23A C24A C25A C26A . . . . -1.3(9) ?
    C24A C25A C26A C21A . . . . -0.3(9) ?
    C22A C21A C26A C25A . . . . 0.6(8) ?
    N2A C21A C26A C25A . . . . -176.0(5) ?
    C24A C23A C27A F3A . . . . 148.0(6) ?
    C22A C23A C27A F3A . . . . -35.3(7) ?
    C24A C23A C27A F2A . . . . 26.0(8) ?
    C22A C23A C27A F2A . . . . -157.3(5) ?
    C24A C23A C27A F1A . . . . -93.8(7) ?
    C22A C23A C27A F1A . . . . 82.9(6) ?
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
    N1 H1 S1A 3_666 0.88 2.60 3.434(4) 159.3
    N2 H2 O1 . 0.88 1.96 2.670(5) 136.5
    N2 H2 O1A 2_645 0.88 2.38 3.115(6) 140.6
    N1A H1A S1 3_666 0.88 2.43 3.305(4) 171.7
    N2A H2A O1A . 0.88 1.99 2.709(6) 137.8
    N2A H2A O1 2_655 0.88 2.38 3.070(6) 135.5
data_global
_journal_date_recd_electronic     2006-08-24
_journal_date_accepted     2006-08-31
_journal_name_full     'Acta Crystallographica, Section E'
_journal_year     2006
_journal_volume     62
_journal_issue     10
_journal_page_first     o4299
_journal_page_last     o4301
_journal_paper_category     EO
_journal_coeditor_code     LH2169
_publ_contact_author_name     'Badshah, Amin'
_publ_contact_author_address
;
Department of Chemistry
Quaid-i-Azam University
Islamabad
45320-Pakistan
;
_publ_contact_author_email     aminbadshah@hotmail.com
_publ_contact_author_fax     ?
_publ_contact_author_phone     ?
_publ_section_title
;
1-(2,6-Dichlorobenzoyl)-3-[(3-trifluoromethyl)phenyl]thiourea
;
loop_
    _publ_author_name
    _publ_author_address
    'Rauf, M. Khawar'
;
Department of Chemistry
Quaid-i-Azam University
Islamabad 45320
Pakistan
;
    'Badshah, Amin'
;
Department of Chemistry
Quaid-i-Azam University
Islamabad 45320
Pakistan
;
    'Bolte, Michael'
;
Institut für Anorganische Chemie
J.-W.-Goethe-Universität Frankfurt
Max-von-Laue-Strasse 7
60438 Frankfurt/Main
Germany
;
