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#$Date: 2015-06-09 14:40:20 +0300 (Tue, 09 Jun 2015) $
#$Revision: 138999 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/04/1520478.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_1520478
loop_
_publ_author_name
'Tizzard, G.'
'Ling, S.'
'Threlfall, T.'
'Coles, S.'
_publ_section_title
;
 (E)-4-fluoro-N-(2,3,4-trifluorobenzylidene)aniline
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              1421
_journal_year                    2010
_chemical_formula_sum            'C13 H0 F4 N'
_chemical_formula_weight         246.14
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 101.043(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.5581(2)
_cell_length_b                   22.1850(6)
_cell_length_c                   7.3736(3)
_cell_measurement_temperature    120(2)
_cell_volume                     1052.93(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_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  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            11888
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.96
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.9721
_exptl_absorpt_correction_T_min  0.9322
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.227
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1848
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0384
_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)+(0.0747P)²+0.2504P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1083
_refine_ls_wR_factor_ref         0.1138
_reflns_number_gt                1632
_reflns_number_total             1848
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            eCrystal-1421.cif
_cod_data_source_block           2010sl0003a
_cod_depositor_comments
;
Citation :
Tizzard, G and Ling, S and Threlfall, T and Coles, S (2010) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/1421)

More at:
http://ecrystals.chem.soton.ac.uk/1421/
;
_cod_database_code               1520478
loop_
_symmetry_equiv_pos_as_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'
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
C1 C 0.7059(2) 0.29050(7) 0.3196(2) 0.0254(4) Uani 1 1 d . . .
H1 H 0.7242 0.2496 0.3577 0.030 Uiso 1 1 calc R . .
C2 C 0.2848(2) 0.39177(7) 0.0615(2) 0.0206(3) Uani 1 1 d . . .
H2 H 0.2566 0.4338 0.0504 0.025 Uiso 1 1 calc R . .
C3 C 0.6510(2) 0.40963(6) 0.2139(2) 0.0204(4) Uani 1 1 d . . .
C4 C 0.5156(2) 0.31068(7) 0.2248(2) 0.0225(4) Uani 1 1 d . . .
H4 H 0.4034 0.2830 0.1973 0.027 Uiso 1 1 calc R . .
C5 C -0.0712(2) 0.43137(7) -0.2069(2) 0.0241(4) Uani 1 1 d . . .
H5 H 0.0417 0.4589 -0.1948 0.029 Uiso 1 1 calc R . .
C6 C -0.2630(2) 0.44765(7) -0.3069(2) 0.0261(4) Uani 1 1 d . . .
H6 H -0.2839 0.4863 -0.3628 0.031 Uiso 1 1 calc R . .
C7 C -0.2064(2) 0.33378(7) -0.1484(2) 0.0225(4) Uani 1 1 d . . .
H7 H -0.1861 0.2946 -0.0961 0.027 Uiso 1 1 calc R . .
C8 C 0.8689(2) 0.33079(7) 0.3579(2) 0.0238(4) Uani 1 1 d . . .
C9 C -0.0418(2) 0.37468(7) -0.1234(2) 0.0202(3) Uani 1 1 d . . .
C10 C 0.4837(2) 0.37069(6) 0.16840(19) 0.0194(3) Uani 1 1 d . . .
C11 C 0.8431(2) 0.39055(7) 0.3062(2) 0.0210(4) Uani 1 1 d . . .
C12 C -0.4239(2) 0.40673(8) -0.3242(2) 0.0254(4) Uani 1 1 d . . .
C13 C -0.3998(2) 0.34989(7) -0.2492(2) 0.0252(4) Uani 1 1 d . . .
H13 H -0.5126 0.3223 -0.2660 0.030 Uiso 1 1 calc R . .
N1 N 0.1492(2) 0.35406(6) -0.01676(18) 0.0216(3) Uani 1 1 d . . .
F1 F 0.63146(13) 0.46826(4) 0.16397(13) 0.0278(3) Uani 1 1 d . . .
F2 F 1.00091(14) 0.42971(4) 0.34354(13) 0.0286(3) Uani 1 1 d . . .
F3 F 1.05745(14) 0.31266(4) 0.44769(13) 0.0336(3) Uani 1 1 d . . .
F4 F -0.61277(14) 0.42281(5) -0.42268(14) 0.0362(3) Uani 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C8 C1 C4 118.82(14) . .
C8 C1 H1 120.6 . .
C4 C1 H1 120.6 . .
N1 C2 C10 120.38(13) . .
N1 C2 H2 119.8 . .
C10 C2 H2 119.8 . .
F1 C3 C11 117.37(13) . .
F1 C3 C10 120.32(13) . .
C11 C3 C10 122.29(14) . .
C1 C4 C10 121.85(14) . .
C1 C4 H4 119.1 . .
C10 C4 H4 119.1 . .
C6 C5 C9 120.39(14) . .
C6 C5 H5 119.8 . .
C9 C5 H5 119.8 . .
C5 C6 C12 118.71(15) . .
C5 C6 H6 120.6 . .
C12 C6 H6 120.6 . .
C13 C7 C9 120.51(15) . .
C13 C7 H7 119.7 . .
C9 C7 H7 119.7 . .
F3 C8 C1 120.60(14) . .
F3 C8 C11 118.32(14) . .
C1 C8 C11 121.08(14) . .
C7 C9 C5 119.29(14) . .
C7 C9 N1 116.21(13) . .
C5 C9 N1 124.47(14) . .
C3 C10 C4 117.06(14) . .
C3 C10 C2 120.87(13) . .
C4 C10 C2 122.05(14) . .
F2 C11 C3 119.97(13) . .
F2 C11 C8 121.16(13) . .
C3 C11 C8 118.86(14) . .
F4 C12 C13 118.66(15) . .
F4 C12 C6 118.66(15) . .
C13 C12 C6 122.67(14) . .
C12 C13 C7 118.36(15) . .
C12 C13 H13 120.8 . .
C7 C13 H13 120.8 . .
C2 N1 C9 120.22(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C8 1.380(2) .
C1 C4 1.383(2) .
C1 H1 0.9500 .
C2 N1 1.275(2) .
C2 C10 1.466(2) .
C2 H2 0.9500 .
C3 F1 1.3512(17) .
C3 C11 1.379(2) .
C3 C10 1.386(2) .
C4 C10 1.399(2) .
C4 H4 0.9500 .
C5 C6 1.379(2) .
C5 C9 1.397(2) .
C5 H5 0.9500 .
C6 C12 1.379(2) .
C6 H6 0.9500 .
C7 C13 1.388(2) .
C7 C9 1.395(2) .
C7 H7 0.9500 .
C8 F3 1.3474(18) .
C8 C11 1.381(2) .
C9 N1 1.421(2) .
C11 F2 1.3387(17) .
C12 F4 1.3579(18) .
C12 C13 1.374(2) .
C13 H13 0.9500 .
