#------------------------------------------------------------------------------
#$Date: 2020-01-18 07:19:13 +0200 (Sat, 18 Jan 2020) $
#$Revision: 247004 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/32/2243257.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_2243257
loop_
_publ_author_name
'González Espiet, Jean C.'
'Cintrón Cruz, Juan A.'
'Piñero Cruz, Dalice M.'
_publ_section_title
;
 Structural characterization and Hirshfeld surface analysis of
 2-iodo-4-(pentafluoro-λ⁶-sulfanyl)benzonitrile
;
_journal_coeditor_code           DX2019
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              231
_journal_page_last               234
_journal_paper_doi               10.1107/S2056989020000365
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C7 H3 F5 I N S'
_chemical_formula_moiety         'C7 H3 F5 I N S'
_chemical_formula_sum            'C7 H3 F5 I N S'
_chemical_formula_weight         355.06
_chemical_name_systematic
;
2-Iodo-4-(pentafluoro-λ⁶-sulfanyl)benzonitrile
;
_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   geom
_audit_creation_method
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.06340(10)
_cell_length_b                   7.70880(10)
_cell_length_c                   16.4410(3)
_cell_measurement_reflns_used    6922
_cell_measurement_temperature    300.00(10)
_cell_measurement_theta_max      68.3590
_cell_measurement_theta_min      2.6660
_cell_volume                     1021.96(3)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2018)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
ShelXL (Sheldrick, 2015b)
;
_computing_structure_solution
;
ShelXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      300.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0823
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9403
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.792
_diffrn_reflns_theta_min         5.381
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    26.993
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.28676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2018)
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    2.308
_exptl_crystal_description       irregular
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.117
_refine_diff_density_max         0.744
_refine_diff_density_min         -1.775
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     85
_refine_ls_number_reflns         1020
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0417
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0710P)²+1.8371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1098
_refine_ls_wR_factor_ref         0.1114
_reflns_number_gt                953
_reflns_number_total             1020
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            dx2019sup1.cif
_cod_data_source_block           I
_cod_database_code               2243257
_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   0.054
_shelx_estimated_absorpt_t_max   0.144
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
I I1 0.67725(6) 0.750000 0.31142(3) 0.0540(3) Uani d 1
S S1 0.97572(19) 0.750000 0.62917(9) 0.0398(4) Uani d 1
F F3 1.1407(6) 0.750000 0.6812(3) 0.0641(14) Uani d 1
F F2 1.0576(4) 0.6065(5) 0.5743(2) 0.0641(9) Uani d 1
F F1 0.9063(5) 0.8925(6) 0.68738(19) 0.0819(13) Uani d 1
C C4 0.7869(8) 0.750000 0.5682(4) 0.0356(13) Uani d 1
C C3 0.8020(7) 0.750000 0.4841(4) 0.0335(13) Uani d 1
H H3 0.905856 0.750000 0.459508 0.040 Uiso calc 1
C C2 0.6572(8) 0.750000 0.4373(4) 0.0352(13) Uani d 1
C C1 0.5034(8) 0.750000 0.4752(4) 0.0467(16) Uani d 1
C C7 0.3514(9) 0.750000 0.4290(5) 0.056(2) Uani d 1
C C5 0.6348(10) 0.750000 0.6059(5) 0.065(3) Uani d 1
H H5 0.628167 0.750000 0.662401 0.078 Uiso calc 1
N N1 0.2295(10) 0.750000 0.3943(6) 0.080(2) Uani d 1
C C6 0.4948(10) 0.750000 0.5606(5) 0.072(3) Uani d 1
H H6 0.391926 0.750000 0.586180 0.087 Uiso calc 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
F3 S1 C4 . . 179.4(3)
F2 S1 F3 7_575 . 87.52(18)
F2 S1 F3 . . 87.52(18)
F2 S1 F2 7_575 . 89.4(3)
F2 S1 C4 . . 92.04(19)
F2 S1 C4 7_575 . 92.04(19)
F1 S1 F3 7_575 . 88.3(2)
F1 S1 F3 . . 88.3(2)
F1 S1 F2 . 7_575 90.4(2)
F1 S1 F2 . . 175.8(2)
F1 S1 F2 7_575 . 90.4(2)
F1 S1 F2 7_575 7_575 175.8(2)
F1 S1 F1 7_575 . 89.5(4)
F1 S1 C4 7_575 . 92.2(2)
F1 S1 C4 . . 92.2(2)
C3 C4 S1 . . 118.3(5)
C5 C4 S1 . . 119.8(5)
C5 C4 C3 . . 121.8(6)
C4 C3 H3 . . 120.8
C4 C3 C2 . . 118.4(6)
C2 C3 H3 . . 120.8
C3 C2 I1 . . 118.9(5)
C1 C2 I1 . . 121.2(5)
C1 C2 C3 . . 119.9(6)
C2 C1 C7 . . 121.6(6)
C2 C1 C6 . . 119.5(6)
C6 C1 C7 . . 118.9(7)
N1 C7 C1 . . 178.4(9)
C4 C5 H5 . . 120.1
C6 C5 C4 . . 119.8(7)
C6 C5 H5 . . 120.1
C1 C6 H6 . . 119.7
C5 C6 C1 . . 120.6(7)
C5 C6 H6 . . 119.7
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
I1 C2 . 2.076(6)
S1 F3 . 1.582(5)
S1 F2 . 1.572(3)
S1 F2 7_575 1.572(3)
S1 F1 7_575 1.561(4)
S1 F1 . 1.561(4)
S1 C4 . 1.823(7)
C4 C3 . 1.388(9)
C4 C5 . 1.374(10)
C3 H3 . 0.9300
C3 C2 . 1.399(8)
C2 C1 . 1.388(9)
C1 C7 . 1.442(10)
C1 C6 . 1.406(11)
C7 N1 . 1.136(10)
C5 H5 . 0.9300
C5 C6 . 1.353(11)
C6 H6 . 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C5 H5 F3 4_466 0.93 2.57 3.5010(10) 174
C6 H6 F3 7_475 0.93 2.56 3.4760(10) 169
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
I1 C2 C1 C7 . 0.000(2)
I1 C2 C1 C6 . 180.000(2)
S1 C4 C3 C2 . 180.000(2)
S1 C4 C5 C6 . 180.000(2)
F2 S1 C4 C3 . -44.74(15)
F2 S1 C4 C3 7_575 44.74(15)
F2 S1 C4 C5 7_575 -135.26(15)
F2 S1 C4 C5 . 135.26(15)
F1 S1 C4 C3 7_575 -135.21(18)
F1 S1 C4 C3 . 135.21(18)
F1 S1 C4 C5 . -44.79(18)
F1 S1 C4 C5 7_575 44.79(18)
C4 C3 C2 I1 . 180.0000(10)
C4 C3 C2 C1 . 0.000(2)
C4 C5 C6 C1 . 0.000(3)
C3 C4 C5 C6 . 0.000(3)
C3 C2 C1 C7 . 180.000(2)
C3 C2 C1 C6 . 0.000(2)
C2 C1 C6 C5 . 0.000(3)
C7 C1 C6 C5 . 180.000(2)
C5 C4 C3 C2 . 0.000(2)

_cod_database_fobs_code 2243257
