#------------------------------------------------------------------------------
#$Date: 2020-05-01 05:18:07 +0300 (Fri, 01 May 2020) $
#$Revision: 251353 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/02/21/2022106.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2022106
loop_
_publ_author_name
'Bond, Andrew D.'
'Truscott, Chris L.'
_publ_section_title
;
 Polymorphism and phase transformation in the dimethyl sulfoxide solvate
 of 2,3,5,6-tetrafluoro-1,4-diiodobenzene
;
_journal_coeditor_code           SK3750
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              524
_journal_page_last               529
_journal_paper_doi               10.1107/S2053229620005690
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C6 F4 I2, C2 H6 O S'
_chemical_formula_moiety         'C6 F4 I2, C2 H6 O S'
_chemical_formula_sum            'C8 H6 F4 I2 O S'
_chemical_formula_weight         479.99
_chemical_name_systematic
;
2,3,5,6-Tetrafluoro-1,4-diiodobenzene dimethyl sulfoxide
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6799(4)
_cell_length_b                   18.2664(8)
_cell_length_c                   6.0984(2)
_cell_measurement_reflns_used    4026
_cell_measurement_temperature    220(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1301.09(8)
_computing_cell_refinement
;
HKL SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_data_collection
;
COLLECT (Nonius, 1998)
;
_computing_data_reduction
;
HKL DENZO and SCALEPACK (Otwinowski & Minor, 1997)
;
_computing_molecular_graphics
;
Mercury (Macrae et al., 2020)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      220(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            8062
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.513
_diffrn_reflns_theta_min         3.522
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    5.019
_exptl_absorpt_correction_T_max  0.611
_exptl_absorpt_correction_T_min  0.541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SORTAV; Blessing, 1995)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.450
_exptl_crystal_description       block
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.624
_refine_diff_density_min         -0.685
_refine_ls_extinction_coef       0.0132(6)
_refine_ls_extinction_method
;
(SHELXL2018; Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1520
_refine_ls_number_restraints     71
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0382
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0284P)²+1.1523P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0708
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                948
_reflns_number_total             1520
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            sk3750sup1.cif
_cod_data_source_block           Form_I_220K
_cod_database_code               2022106
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.584
_shelx_estimated_absorpt_t_max   0.634
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I I1 0.64113(3) 0.63330(2) -0.19139(6) 0.0723(2) Uani d 1 . .
F F2 0.4101(3) 0.54499(18) -0.1142(4) 0.0772(9) Uani d 1 . .
F F3 0.2989(3) 0.44527(19) -0.3508(5) 0.0790(9) Uani d 1 . .
C C1 0.5582(4) 0.5530(3) -0.3749(8) 0.0581(13) Uani d 1 . .
C C2 0.4550(4) 0.5233(3) -0.3061(7) 0.0584(13) Uani d 1 . .
C C3 0.3987(4) 0.4720(3) -0.4276(8) 0.0595(13) Uani d 1 . .
S S1 0.3111(5) 0.750000 0.2275(10) 0.0568(15) Uani d 0.356(3) A 1
O O1 0.2370(5) 0.750000 0.4298(11) 0.110(2) Uani d 0.356(3) A 1
C C4 0.4068(8) 0.67661(19) 0.2756(19) 0.090(4) Uani d 0.356(3) A 1
H H4A 0.480039 0.687320 0.207791 0.136 Uiso calc 0.356(3) A 1
H H4B 0.375583 0.632042 0.213079 0.136 Uiso calc 0.356(3) A 1
H H4C 0.417218 0.670231 0.432221 0.136 Uiso calc 0.356(3) A 1
S S1A 0.3676(8) 0.750000 0.4425(19) 0.067(3) Uani d 0.191(3) B 2
O O1A 0.2370(5) 0.750000 0.4298(11) 0.110(2) Uani d 0.191(3) B 2
C C4A 0.4068(8) 0.67661(19) 0.2756(19) 0.090(4) Uani d 0.191(3) B 2
H H4D 0.370704 0.681797 0.133178 0.136 Uiso calc 0.191(3) B 2
H H4E 0.382158 0.631141 0.342851 0.136 Uiso calc 0.191(3) B 2
H H4F 0.489331 0.676074 0.257885 0.136 Uiso calc 0.191(3) B 2
S S1B 0.3538(6) 0.7203(5) 0.3374(15) 0.084(2) Uani d 0.2261(16) C 3
O O1B 0.2370(5) 0.750000 0.4298(11) 0.110(2) Uani d 0.452(3) C 3
C C4B 0.334(2) 0.750000 0.060(2) 0.137(10) Uani d 0.452(3) C 3
H H4G 0.274509 0.721310 -0.005420 0.205 Uiso d 0.2261(16) C 3
H H4H 0.312749 0.800730 0.058820 0.205 Uiso d 0.2261(16) C 3
H H4I 0.403849 0.743630 -0.021090 0.205 Uiso d 0.2261(16) C 3
C C5B 0.463(3) 0.7845(16) 0.405(5) 0.157(17) Uani d 0.2261(16) C 3
H H5A 0.488010 0.777330 0.553795 0.236 Uiso d 0.2261(16) C 3
H H5B 0.526850 0.776550 0.307735 0.236 Uiso d 0.2261(16) C 3
H H5C 0.435739 0.833651 0.387645 0.236 Uiso d 0.2261(16) C 3
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'
I I -0.4742 1.8119 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 I1 O1 . 6_656 175.05(18) ?
C3 C1 C2 5_664 . 116.7(5) ?
C3 C1 I1 5_664 . 122.1(4) ?
C2 C1 I1 . . 121.2(4) ?
F2 C2 C3 . . 119.3(5) ?
F2 C2 C1 . . 119.1(5) ?
C3 C2 C1 . . 121.6(5) ?
F3 C3 C2 . . 118.5(4) ?
F3 C3 C1 . 5_664 119.8(5) ?
C2 C3 C1 . 5_664 121.7(5) ?
O1 S1 C4 . 7_575 103.1(5) ?
O1 S1 C4 . . 103.1(5) ?
C4 S1 C4 7_575 . 98.5(6) ?
S1 C4 H4A . . 109.5 ?
S1 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
S1 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
O1A S1A C4A . . 103.4(5) ?
S1A C4A H4D . . 109.5 ?
S1A C4A H4E . . 109.5 ?
H4D C4A H4E . . 109.5 ?
S1A C4A H4F . . 109.5 ?
H4D C4A H4F . . 109.5 ?
H4E C4A H4F . . 109.5 ?
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
I1 C1 . 2.083(5) ?
I1 O1 6_656 2.888(4) ?
F2 C2 . 1.342(5) ?
F3 C3 . 1.348(6) ?
C1 C3 5_664 1.384(7) ?
C1 C2 . 1.387(7) ?
C2 C3 . 1.363(7) ?
S1 O1 . 1.508(7) ?
S1 C4 7_575 1.770(7) ?
S1 C4 . 1.770(7) ?
S1 H4G 7_575 1.573(12) ?
S1 H4H 7_575 1.385(10) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C4 H4C . 0.9700 ?
S1A O1A . 1.528(9) ?
S1A C4A . 1.744(8) ?
S1A C4A 7_575 1.744(8) ?
C4A H4D . 0.9700 ?
C4A H4E . 0.9700 ?
C4A H4F . 0.9700 ?
S1B S1B 7_575 1.085(18) ?
S1B C5B 7_575 1.35(2) ?
S1B O1B . 1.573(8) ?
S1B C5B . 1.785(10) ?
S1B C4B . 1.789(10) ?
S1B H4H 7_575 1.806(11) ?
C4B H4G . 0.9600 ?
C4B H4H . 0.9600 ?
C4B H4I . 0.9600 ?
C4B H4G 7_575 0.9600 ?
C4B H4H 7_575 0.9600 ?
C4B H4I 7_575 0.9600 ?
C5B C5B 7_575 1.26(6) ?
C5B H5A . 0.9600 ?
C5B H5B . 0.9601 ?
C5B H5C . 0.9600 ?
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
C3 C1 C2 F2 5_664 . . . 179.1(4) ?
I1 C1 C2 F2 . . . . -2.3(6) ?
C3 C1 C2 C3 5_664 . . . -0.2(8) ?
I1 C1 C2 C3 . . . . 178.4(4) ?
F2 C2 C3 F3 . . . . 0.5(7) ?
C1 C2 C3 F3 . . . . 179.8(4) ?
F2 C2 C3 C1 . . . 5_664 -179.1(4) ?
C1 C2 C3 C1 . . . 5_664 0.2(8) ?

_cod_database_fobs_code 2022106
