#------------------------------------------------------------------------------
#$Date: 2016-03-26 19:54:12 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180454 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/23/7212333.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_7212333
loop_
_publ_author_name
'Thakur, Tejender S.'
'Kirchner, Michael T.'
'Bläser, Dieter'
'Boese, Roland'
'Desiraju, Gautam R.'
_publ_section_title
;
 C--H⋯F--C hydrogen bonding in 1,2,3,5-tetrafluorobenzene and other
 fluoroaromatic compounds and the crystal structure of alloxan revisited
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              2079
_journal_paper_doi               10.1039/b925082d
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C6 H2 F4'
_chemical_formula_weight         150.08
_chemical_name_common            1.2.3.5-Tetrafluorobenzene
_chemical_name_systematic
;
1.2.3.5-Tetrafluorobenzene
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.340(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.703(4)
_cell_length_b                   14.572(17)
_cell_length_c                   10.573(13)
_cell_measurement_reflns_used    715
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.19
_cell_measurement_theta_min      2.38
_cell_volume                     567.0(11)
_computing_cell_refinement       'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_computing_data_collection       'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_computing_data_reduction        'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_computing_molecular_graphics    'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_publication_material  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_refinement  'BRUKER AXS SHELXTL (c) 2008 / Vers. 2008/4'
_computing_structure_solution    'BRUKER AXS SMART APEX 2 Vers. 3.0-2009'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.900
_diffrn_measured_fraction_theta_max 0.900
_diffrn_measurement_device_type
;
Siemens SMART three axis goniometer with APEX II area detector system
Bruker D8 KAPPA series II with APEX II area detector system
;
_diffrn_measurement_method
;
Data collection strategy APEX 2 / COSMO
with chi = 0
;
_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  0.0873
_diffrn_reflns_av_sigmaI/netI    0.0804
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2280
_diffrn_reflns_theta_full        28.71
_diffrn_reflns_theta_max         28.71
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.758
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cylindric
_exptl_crystal_F_000             296
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_hydrogen_treatment
;
Riding model on idealized geometrics
with the 1.2 fold isotropic displacement
parameters of the equivalent Uij of the
corresponding carbon atom
;
_refine_ls_matrix_type           full
_refine_ls_number_parameters     91
_refine_ls_number_reflns         1309
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.976
_refine_ls_R_factor_all          0.1133
_refine_ls_R_factor_gt           0.0671
_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)+(0.0979P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1502
_refine_ls_wR_factor_ref         0.1767
_reflns_number_gt                736
_reflns_number_total             1309
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b925082d.txt
_cod_data_source_block           tetrafluorbe
_cod_original_cell_volume        567.1(11)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7212333
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'
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
C1 C 0.5806(9) 0.70098(18) 0.7986(3) 0.0362(7) Uani 1 1 d .
C2 C 0.4036(9) 0.69211(18) 0.6772(3) 0.0377(7) Uani 1 1 d .
C3 C 0.3339(8) 0.60500(19) 0.6289(2) 0.0354(7) Uani 1 1 d .
C4 C 0.4356(8) 0.52799(17) 0.6999(3) 0.0363(7) Uani 1 1 d .
H4 H 0.3845 0.4674 0.6661 0.044 Uiso 1 1 d R
C5 C 0.6085(8) 0.54136(17) 0.8200(3) 0.0357(7) Uani 1 1 d .
C6 C 0.6841(8) 0.6265(2) 0.8721(3) 0.0379(7) Uani 1 1 d .
H6 H 0.8101 0.6343 0.9557 0.045 Uiso 1 1 d R
F1 F 0.6472(7) 0.78597(12) 0.8433(2) 0.0637(7) Uani 1 1 d .
F2 F 0.3008(7) 0.76601(13) 0.6071(2) 0.0613(7) Uani 1 1 d .
F3 F 0.1611(6) 0.59731(13) 0.51132(16) 0.0554(6) Uani 1 1 d .
F5 F 0.7113(6) 0.46655(12) 0.89014(18) 0.0569(6) Uani 1 1 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
C1 0.0340(18) 0.0328(14) 0.0423(17) -0.0058(10) 0.0060(13) -0.0042(11)
C2 0.0394(19) 0.0353(14) 0.0391(16) 0.0072(11) 0.0075(13) 0.0017(12)
C3 0.0313(18) 0.0483(17) 0.0266(13) 0.0012(11) 0.0031(12) -0.0005(11)
C4 0.0356(18) 0.0331(14) 0.0403(16) -0.0047(10) 0.0056(13) 0.0000(11)
C5 0.0331(17) 0.0363(15) 0.0373(15) 0.0082(11) 0.0020(12) 0.0068(11)
C6 0.0316(18) 0.0475(17) 0.0343(15) -0.0030(11) 0.0023(13) 0.0002(12)
F1 0.0833(17) 0.0374(10) 0.0688(15) -0.0116(9) 0.0012(12) -0.0101(10)
F2 0.0804(17) 0.0437(11) 0.0584(13) 0.0172(8) 0.0018(11) 0.0088(9)
F3 0.0590(14) 0.0699(13) 0.0342(10) -0.0009(8) -0.0085(9) -0.0054(10)
F5 0.0697(15) 0.0451(11) 0.0537(12) 0.0140(8) -0.0038(10) 0.0140(9)
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
F1 C1 C6 120.4(3)
F1 C1 C2 117.7(2)
C6 C1 C2 121.9(2)
F2 C2 C1 121.1(2)
F2 C2 C3 120.3(3)
C1 C2 C3 118.7(2)
F3 C3 C4 120.7(2)
F3 C3 C2 118.1(2)
C4 C3 C2 121.2(3)
C5 C4 C3 117.4(2)
F5 C5 C4 117.9(2)
F5 C5 C6 118.5(3)
C4 C5 C6 123.6(2)
C1 C6 C5 117.3(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 F1 1.339(3)
C1 C6 1.366(4)
C1 C2 1.381(5)
C2 F2 1.339(3)
C2 C3 1.382(4)
C3 F3 1.339(3)
C3 C4 1.379(4)
C4 C5 1.372(5)
C5 F5 1.349(3)
C5 C6 1.373(4)
