#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/07/4020793.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_4020793
loop_
_publ_author_name
'Katsutoshi Suzuki'
'Toshio Fuchigami'
_publ_section_title
;
 Electrolytic Partial Fluorination of Organic Compounds.
 71. Highly Diastereoselective Anodic Fluorination of Sulfides
 Having Oxygen-Containing Heterocyclic Groups
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              1276
_journal_page_last               1282
_journal_paper_doi               10.1021/jo035291j
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C10 H8 F N O5 S'
_chemical_formula_weight         273.24
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.23(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.085(4)
_cell_length_b                   20.080(7)
_cell_length_c                   5.430(2)
_cell_measurement_temperature    213(1)
_cell_volume                     1099.6(6)
_diffrn_ambient_temperature      213(1)
_exptl_crystal_density_diffrn    1.650
_refine_ls_R_factor_obs          0.0869
_refine_ls_wR_factor_obs         0.1760
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4020793
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
S1 S 0.0518(2) 0.92094(9) 0.2272(4) 0.0563(7) Uani 1 d . .
F1 F 0.2039(5) 0.8419(2) 0.4920(9) 0.0682(14) Uani 1 d . .
O1 O 0.5260(6) 1.0901(3) -0.3448(11) 0.076(2) Uani 1 d . .
O2 O 0.5165(6) 1.1472(3) -0.0073(13) 0.075(2) Uani 1 d . .
O3 O -0.0612(6) 0.7955(3) 0.4239(10) 0.0565(15) Uani 1 d . .
O4 O -0.1581(5) 0.7896(3) 0.0611(10) 0.062(2) Uani 1 d . .
O5 O -0.2798(5) 0.8088(3) 0.3915(11) 0.077(2) Uani 1 d . .
N1 N 0.4788(7) 1.1025(3) -0.1423(13) 0.056(2) Uani 1 d . .
C1 C 0.1774(7) 0.9743(3) 0.1117(14) 0.048(2) Uani 1 d . .
C2 C 0.2416(8) 0.9600(3) -0.1078(13) 0.050(2) Uani 1 d . .
C3 C 0.3392(8) 1.0026(4) -0.1901(13) 0.050(2) Uani 1 d . .
C4 C 0.3712(8) 1.0582(3) -0.0575(14) 0.046(2) Uani 1 d . .
C5 C 0.3054(8) 1.0749(3) 0.1584(14) 0.051(2) Uani 1 d . .
C6 C 0.2082(8) 1.0323(4) 0.2393(13) 0.049(2) Uani 1 d . .
C7 C 0.1407(7) 0.8439(4) 0.2616(14) 0.047(2) Uani 1 d . .
C8 C 0.0491(8) 0.7842(3) 0.2594(13) 0.044(2) Uani 1 d . .
C9 C -0.0213(8) 0.7735(4) 0.0161(14) 0.053(2) Uani 1 d . .
C10 C -0.1776(10) 0.7979(4) 0.2996(17) 0.057(2) Uani 1 d . .
H1 H 0.2165 0.9205 -0.1981 0.061 Uiso 1 d . .
H2 H 0.3806 0.9936 -0.3471 0.061 Uiso 1 d . .
H3 H 0.3279 1.1146 0.2514 0.062 Uiso 1 d . .
H4 H 0.1611 1.0425 0.3916 0.058 Uiso 1 d . .
H5 H 0.2052 0.8392 0.1256 0.054 Uiso 1 d . .
H6 H 0.1004 0.7446 0.3093 0.054 Uiso 1 d . .
H7 H -0.0122 0.7283 -0.0457 0.064 Uiso 1 d . .
H8 H 0.0158 0.8020 -0.1140 0.064 Uiso 1 d . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.775(7) . ?
S1 C7 1.797(7) . ?
F1 C7 1.402(8) . ?
O1 N1 1.226(7) . ?
O2 N1 1.218(8) . ?
O3 C10 1.353(9) . ?
O3 C8 1.447(8) . ?
O4 C10 1.321(9) . ?
O4 C9 1.439(9) . ?
O5 C10 1.168(9) . ?
N1 C4 1.478(10) . ?
C1 C2 1.389(10) . ?
C1 C6 1.390(10) . ?
C2 C3 1.379(10) . ?
C3 C4 1.367(10) . ?
C4 C5 1.390(10) . ?
C5 C6 1.375(10) . ?
C7 C8 1.514(10) . ?
C8 C9 1.513(10) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139089593
