#------------------------------------------------------------------------------
#$Date: 2020-08-31 14:45:18 +0200 (lun 31 de ago de 2020) $
#$Revision: 255754 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/81/7208123.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_7208123
loop_
_publ_author_name
'Nayak, Susanta K.'
'Terraneo, Giancarlo'
'Forni, Alessandra'
'Metrangolo, Pierangelo'
'Resnati, Giuseppe'
_publ_section_title
;
 C--Br⋯O supramolecular synthon: in situ cryocrystallography of low
 melting halogen-bonded complexes
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              4259
_journal_paper_doi               10.1039/c2ce25403d
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C8 H6 Br2 F4 O S'
_chemical_formula_weight         386.01
_chemical_name_common
'Dibromotetrafluorobenzene Dimethyl sulfoxide'
_chemical_name_systematic
;
1,3-Dibromotetrafluorobenzene Dimethyl sulfoxide
;
_space_group_IT_number           33
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      33
_symmetry_space_group_name_Hall  'P 2c -2n'
_symmetry_space_group_name_H-M   'P n a 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1518(19)
_cell_length_b                   5.3303(11)
_cell_length_c                   21.945(4)
_cell_measurement_reflns_used    400
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      1.9
_cell_volume                     1187.5(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0888
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            5193
_diffrn_reflns_theta_full        25.98
_diffrn_reflns_theta_max         25.98
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    7.029
_exptl_absorpt_correction_T_max  0.2269
_exptl_absorpt_correction_T_min  0.2269
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cyclinder
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.774
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.165
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2190
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0412
_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)+(0.0655P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1341
_reflns_number_gt                1775
_reflns_number_total             2190
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25403d.txt
_cod_data_source_block           DBTFB-DMSO
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               7208123
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, 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
Br1 Br 0.85183(10) 0.9685(2) 0.37793(5) 0.0246(3) Uani 1 1 d .
Br2 Br 0.80129(9) 0.6296(2) 0.62281(5) 0.0210(3) Uani 1 1 d .
S1 S 0.7245(3) 0.1386(5) 0.72848(12) 0.0163(6) Uani 1 1 d .
O1 O 0.7083(8) 0.4043(16) 0.7525(4) 0.025(2) Uani 1 1 d .
F1 F 0.7598(7) 0.6511(14) 0.4843(3) 0.0279(16) Uani 1 1 d .
F2 F 0.9950(6) 1.0580(14) 0.6434(2) 0.0241(16) Uani 1 1 d .
F3 F 1.0976(7) 1.3790(14) 0.5607(3) 0.0323(17) Uani 1 1 d .
F4 F 1.0352(7) 1.3425(14) 0.4411(3) 0.0332(17) Uani 1 1 d .
C3 C 0.8762(10) 0.849(2) 0.5659(5) 0.020(2) Uani 1 1 d .
C2 C 0.8437(10) 0.835(2) 0.5022(5) 0.018(2) Uani 1 1 d .
C1 C 0.8954(11) 0.993(2) 0.4591(5) 0.020(2) Uani 1 1 d .
C6 C 0.9806(10) 1.180(2) 0.4791(5) 0.022(3) Uani 1 1 d .
C4 C 0.9620(10) 1.032(2) 0.5833(5) 0.021(2) Uani 1 1 d .
C5 C 1.0142(11) 1.200(2) 0.5420(5) 0.023(3) Uani 1 1 d .
C7 C 0.5762(10) -0.031(2) 0.7496(5) 0.024(3) Uani 1 1 d .
H7A H 0.5007 0.0393 0.7276 0.037 Uiso 1 1 calc R
H7B H 0.5616 -0.0145 0.7936 0.037 Uiso 1 1 calc R
H7C H 0.5863 -0.2084 0.7391 0.037 Uiso 1 1 calc R
C8 C 0.8302(10) -0.020(2) 0.7824(5) 0.024(3) Uani 1 1 d .
H8A H 0.7987 0.0121 0.8239 0.036 Uiso 1 1 calc R
H8B H 0.9205 0.0431 0.7782 0.036 Uiso 1 1 calc R
H8C H 0.8288 -0.2006 0.7744 0.036 Uiso 1 1 calc R
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
Br1 0.0319(5) 0.0290(7) 0.0130(5) 0.0015(6) 0.0018(5) 0.0017(5)
Br2 0.0251(5) 0.0209(6) 0.0171(5) 0.0046(5) 0.0021(5) -0.0004(5)
S1 0.0206(13) 0.0128(14) 0.0154(13) 0.0011(11) 0.0021(10) 0.0006(11)
O1 0.029(5) 0.016(5) 0.029(4) 0.002(3) -0.006(3) -0.001(4)
F1 0.032(4) 0.033(4) 0.019(3) -0.002(3) -0.003(3) -0.011(3)
F2 0.025(3) 0.032(4) 0.016(3) -0.006(3) -0.005(3) 0.001(3)
F3 0.030(4) 0.031(4) 0.036(4) -0.002(3) 0.002(3) -0.010(3)
F4 0.037(4) 0.035(4) 0.028(4) 0.011(3) 0.009(3) -0.012(4)
C3 0.010(5) 0.025(7) 0.026(6) -0.008(5) 0.000(4) 0.003(5)
C2 0.015(5) 0.023(7) 0.015(5) -0.007(5) 0.002(4) 0.003(5)
C1 0.027(6) 0.023(7) 0.010(5) 0.001(5) -0.002(4) 0.000(5)
C6 0.015(5) 0.016(7) 0.034(6) 0.004(5) 0.007(5) 0.004(5)
C4 0.016(5) 0.028(7) 0.018(5) -0.002(5) 0.001(5) 0.002(5)
C5 0.021(6) 0.019(7) 0.031(7) -0.005(5) 0.003(5) -0.007(5)
C7 0.024(7) 0.021(7) 0.028(7) 0.007(5) -0.002(5) -0.005(5)
C8 0.022(6) 0.024(7) 0.026(6) 0.006(5) -0.008(4) 0.001(5)
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'
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 '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
O1 S1 C8 105.8(5)
O1 S1 C7 106.5(5)
C8 S1 C7 95.3(5)
C4 C3 C2 117.2(11)
C4 C3 Br2 121.3(8)
C2 C3 Br2 121.5(8)
F1 C2 C1 119.0(9)
F1 C2 C3 117.6(10)
C1 C2 C3 123.4(10)
C2 C1 C6 117.4(10)
C2 C1 Br1 122.2(9)
C6 C1 Br1 120.3(9)
F4 C6 C1 122.0(10)
F4 C6 C5 117.4(10)
C1 C6 C5 120.6(10)
C3 C4 F2 119.9(10)
C3 C4 C5 121.7(11)
F2 C4 C5 118.4(10)
F3 C5 C4 120.3(10)
F3 C5 C6 120.0(10)
C4 C5 C6 119.7(10)
S1 C7 H7A 109.5
S1 C7 H7B 109.5
H7A C7 H7B 109.5
S1 C7 H7C 109.5
H7A C7 H7C 109.5
H7B C7 H7C 109.5
S1 C8 H8A 109.5
S1 C8 H8B 109.5
H8A C8 H8B 109.5
S1 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C1 1.840(10)
Br2 C3 1.873(12)
S1 O1 1.520(9)
S1 C8 1.807(10)
S1 C7 1.816(11)
F1 C2 1.356(13)
F2 C4 1.367(13)
F3 C5 1.339(14)
F4 C6 1.326(13)
C3 C4 1.364(16)
C3 C2 1.439(15)
C2 C1 1.369(16)
C1 C6 1.391(16)
C6 C5 1.426(15)
C4 C5 1.379(17)
C7 H7A 0.9800
C7 H7B 0.9800
C7 H7C 0.9800
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
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
C4 C3 C2 F1 179.1(10)
Br2 C3 C2 F1 -2.2(14)
C4 C3 C2 C1 0.9(16)
Br2 C3 C2 C1 179.6(9)
F1 C2 C1 C6 179.8(10)
C3 C2 C1 C6 -2.0(17)
F1 C2 C1 Br1 1.6(15)
C3 C2 C1 Br1 179.8(9)
C2 C1 C6 F4 -179.6(10)
Br1 C1 C6 F4 -1.4(15)
C2 C1 C6 C5 1.4(16)
Br1 C1 C6 C5 179.7(8)
C2 C3 C4 F2 178.9(10)
Br2 C3 C4 F2 0.2(15)
C2 C3 C4 C5 0.9(17)
Br2 C3 C4 C5 -177.8(9)
C3 C4 C5 F3 179.6(10)
F2 C4 C5 F3 1.6(17)
C3 C4 C5 C6 -1.4(17)
F2 C4 C5 C6 -179.4(10)
F4 C6 C5 F3 0.2(16)
C1 C6 C5 F3 179.2(10)
F4 C6 C5 C4 -178.8(10)
C1 C6 C5 C4 0.2(17)
