#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:56:51 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180405 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/74/7207427.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7207427
loop_
_publ_author_name
'Panini, Piyush'
'Chopra, Deepak'
_publ_section_title
;
 Role of intermolecular interactions involving organic fluorine in
 trifluoromethylated benzanilides
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              1972
_journal_paper_doi               10.1039/c2ce06254b
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C14 H10 F3 N O'
_chemical_formula_sum            'C14 H10 F3 N O'
_chemical_formula_weight         265.23
_chemical_name_systematic
;
?
;
_space_group_IT_number           76
_symmetry_cell_setting           tetragonal
_symmetry_Int_Tables_number      76
_symmetry_space_group_name_Hall  'P 4w'
_symmetry_space_group_name_H-M   'P 41'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.052(5)
_cell_length_b                   9.052(5)
_cell_length_c                   15.156(5)
_cell_measurement_reflns_used    696
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      25.2
_cell_measurement_theta_min      1.9
_cell_volume                     1241.9(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.935
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0346
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            14952
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.33
_diffrn_reflns_theta_min         2.62
_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_T_max  0.9860
_exptl_absorpt_correction_T_min  0.9372
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needles
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3075
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0334
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0420P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0714
_refine_ls_wR_factor_ref         0.0742
_reflns_number_gt                2583
_reflns_number_total             3075
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06254b.txt
_cod_data_source_block           T-1-0
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Tetragonal' changed to 'tetragonal'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_exptl_absorpt_correction_type' value 'Empirical'
changed to 'empirical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               7207427
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x, z+1/4'
'y, -x, z+3/4'
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
C1 C -0.23975(15) 0.23937(14) 0.63682(9) 0.0191(3) Uani 1 1 d
C2 C -0.39101(15) 0.20664(17) 0.63433(11) 0.0261(3) Uani 1 1 d
C3 C -0.48040(17) 0.26805(18) 0.56968(11) 0.0317(4) Uani 1 1 d
C4 C -0.42169(19) 0.36476(18) 0.50806(11) 0.0320(4) Uani 1 1 d
C5 C -0.27224(17) 0.39849(16) 0.51040(10) 0.0284(3) Uani 1 1 d
C6 C -0.18140(15) 0.33599(15) 0.57413(10) 0.0227(3) Uani 1 1 d
C7 C 0.09694(15) 0.09194(16) 0.75395(9) 0.0228(3) Uani 1 1 d
C8 C 0.0829(2) -0.05843(18) 0.77118(11) 0.0320(4) Uani 1 1 d
C9 C 0.1848(2) -0.1303(2) 0.82427(12) 0.0430(4) Uani 1 1 d
C10 C 0.3012(2) -0.0536(2) 0.85982(12) 0.0465(5) Uani 1 1 d
C11 C 0.31646(18) 0.0964(2) 0.84434(12) 0.0398(4) Uani 1 1 d
C12 C 0.21282(15) 0.17123(17) 0.79205(10) 0.0270(3) Uani 1 1 d
C13 C -0.14876(15) 0.17327(14) 0.70868(9) 0.0187(3) Uani 1 1 d
C14 C 0.22380(16) 0.33425(19) 0.77907(11) 0.0335(4) Uani 1 1 d
N1 N -0.00249(12) 0.16225(13) 0.69423(8) 0.0216(2) Uani 1 1 d
O1 O -0.20698(11) 0.13384(11) 0.77868(6) 0.0266(2) Uani 1 1 d
F1 F 0.33967(11) 0.39357(14) 0.82180(8) 0.0547(3) Uani 1 1 d
F2 F 0.10385(11) 0.40663(11) 0.80918(8) 0.0478(3) Uani 1 1 d
F3 F 0.23809(11) 0.37354(10) 0.69398(6) 0.0411(3) Uani 1 1 d
H1 H 0.0235(18) 0.1746(18) 0.6415(14) 0.028(4) Uiso 1 1 d
H2 H -0.4320(18) 0.136(2) 0.6800(12) 0.031(4) Uiso 1 1 d
H3 H -0.5869(19) 0.2510(17) 0.5691(11) 0.030(4) Uiso 1 1 d
H4 H -0.488(2) 0.4051(19) 0.4667(13) 0.042(5) Uiso 1 1 d
H5 H -0.230(2) 0.474(2) 0.4676(14) 0.046(5) Uiso 1 1 d
H6 H -0.0746(19) 0.3612(17) 0.5720(11) 0.028(4) Uiso 1 1 d
H8 H 0.005(2) -0.109(2) 0.7434(14) 0.045(5) Uiso 1 1 d
H9 H 0.181(2) -0.236(2) 0.8365(15) 0.051(5) Uiso 1 1 d
H10 H 0.379(2) -0.101(2) 0.8986(15) 0.052(5) Uiso 1 1 d
H11 H 0.392(2) 0.155(2) 0.8678(13) 0.040(5) Uiso 1 1 d
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 C1 C2 118.96(13)
C6 C1 C13 122.68(12)
C2 C1 C13 118.33(12)
C3 C2 C1 120.28(15)
C3 C2 H2 121.5(9)
C1 C2 H2 118.2(9)
C4 C3 C2 120.36(15)
C4 C3 H3 118.2(10)
C2 C3 H3 121.3(10)
C3 C4 C5 119.71(15)
C3 C4 H4 116.6(11)
C5 C4 H4 123.7(11)
C4 C5 C6 120.36(15)
C4 C5 H5 119.8(11)
C6 C5 H5 119.7(11)
C5 C6 C1 120.32(14)
C5 C6 H6 117.4(10)
C1 C6 H6 122.3(10)
C8 C7 C12 119.59(14)
C8 C7 N1 119.87(14)
C12 C7 N1 120.47(13)
C9 C8 C7 120.48(18)
C9 C8 H8 122.2(12)
C7 C8 H8 117.3(12)
C10 C9 C8 120.12(17)
C10 C9 H9 116.5(13)
C8 C9 H9 123.3(13)
C9 C10 C11 120.41(16)
C9 C10 H10 123.4(12)
C11 C10 H10 116.2(12)
C10 C11 C12 120.16(17)
C10 C11 H11 124.5(11)
C12 C11 H11 115.4(12)
C7 C12 C11 119.20(15)
C7 C12 C14 120.27(13)
C11 C12 C14 120.51(15)
O1 C13 N1 122.49(13)
O1 C13 C1 120.46(12)
N1 C13 C1 117.03(12)
F3 C14 F1 106.34(13)
F3 C14 F2 105.88(14)
F1 C14 F2 105.74(13)
F3 C14 C12 113.24(14)
F1 C14 C12 112.55(14)
F2 C14 C12 112.49(13)
C13 N1 C7 123.41(13)
C13 N1 H1 114.9(11)
C7 N1 H1 119.1(11)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C6 1.395(2)
C1 C2 1.401(2)
C1 C13 1.491(2)
C2 C3 1.387(2)
C2 H2 1.016(18)
C3 C4 1.386(3)
C3 H3 0.977(17)
C4 C5 1.387(2)
C4 H4 0.94(2)
C5 C6 1.389(2)
C5 H5 1.01(2)
C6 H6 0.994(17)
C7 C8 1.392(2)
C7 C12 1.396(2)
C7 N1 1.4263(18)
C8 C9 1.386(3)
C8 H8 0.94(2)
C9 C10 1.372(3)
C9 H9 0.98(2)
C10 C11 1.385(3)
C10 H10 1.01(2)
C11 C12 1.403(2)
C11 H11 0.937(19)
C12 C14 1.492(2)
C13 O1 1.2372(17)
C13 N1 1.3458(19)
C14 F3 1.344(2)
C14 F1 1.3445(18)
C14 F2 1.348(2)
N1 H1 0.84(2)
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
C6 C1 C2 C3 0.9(2)
C13 C1 C2 C3 178.72(13)
C1 C2 C3 C4 -1.4(2)
C2 C3 C4 C5 0.9(2)
C3 C4 C5 C6 0.0(2)
C4 C5 C6 C1 -0.4(2)
C2 C1 C6 C5 0.0(2)
C13 C1 C6 C5 -177.74(13)
C12 C7 C8 C9 -1.4(2)
N1 C7 C8 C9 175.55(14)
C7 C8 C9 C10 -0.5(3)
C8 C9 C10 C11 1.2(3)
C9 C10 C11 C12 0.0(3)
C8 C7 C12 C11 2.5(2)
N1 C7 C12 C11 -174.42(13)
C8 C7 C12 C14 -175.98(14)
N1 C7 C12 C14 7.1(2)
C10 C11 C12 C7 -1.8(2)
C10 C11 C12 C14 176.64(16)
C6 C1 C13 O1 154.04(13)
C2 C1 C13 O1 -23.72(19)
C6 C1 C13 N1 -24.52(19)
C2 C1 C13 N1 157.73(12)
C7 C12 C14 F3 -60.78(18)
C11 C12 C14 F3 120.80(16)
C7 C12 C14 F1 178.56(13)
C11 C12 C14 F1 0.1(2)
C7 C12 C14 F2 59.2(2)
C11 C12 C14 F2 -119.19(16)
O1 C13 N1 C7 6.2(2)
C1 C13 N1 C7 -175.30(12)
C8 C7 N1 C13 63.59(19)
C12 C7 N1 C13 -119.53(15)
