#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:06:29 +0200 (Tue 19 de Aug de 2025) $
#$Revision: 301812 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/09/4020972.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_4020972
loop_
_publ_author_name
'Yuichi Sawada'
'Akira Oku'
_publ_section_title
;
 Carbon-Carbon Bond-Forming Reaction of Cyclic Sulfonium Ylides
 Stabilized by a Carbonyl Group
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              2899
_journal_page_last               2901
_journal_paper_doi               10.1021/jo0498009
_journal_volume                  69
_journal_year                    2004
_chemical_formula_moiety         'C12 H10 O S '
_chemical_formula_sum            'C12 H10 O S'
_chemical_formula_weight         202.27
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                89
_cell_angle_beta                 89
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   20.78(1)
_cell_length_b                   11.496(4)
_cell_length_c                   8.242(2)
_cell_measurement_temperature    198.1
_cell_volume                     1968(1)
_exptl_crystal_density_diffrn    1.365
_cod_original_formula_sum        'C12 H10 O S '
_cod_database_code               4020972
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,z
x+1/2,-y+1/2,-z
x,-y+1/2,z+1/2
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2
x+1/2,y,-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
_atom_site_disorder_assembly
_atom_site_disorder_group
S(1) S 0.86680(2) 0.22130(4) 0.74507(5) 0.0295(3) Uani 1.00 1 d . . .
O(1) O 1.00935(7) 0.3354(1) 0.9964(2) 0.0383(4) Uani 1.00 1 d . . .
C(1) C 0.9026(1) -0.0099(2) 0.7738(3) 0.0389(5) Uani 1.00 1 d . . .
C(2) C 0.91786(9) 0.1125(2) 0.8194(2) 0.0303(5) Uani 1.00 1 d . . .
C(3) C 0.9670(1) 0.1525(2) 0.9079(2) 0.0323(5) Uani 1.00 1 d . . .
C(4) C 0.96920(9) 0.2784(2) 0.9231(2) 0.0287(5) Uani 1.00 1 d . . .
C(5) C 0.91445(8) 0.3312(2) 0.8291(2) 0.0265(5) Uani 1.00 1 d . . .
C(6) C 0.90796(9) 0.4473(2) 0.8131(2) 0.0270(4) Uani 1.00 1 d . . .
C(7) C 0.86074(9) 0.5147(2) 0.7215(3) 0.0277(5) Uani 1.00 1 d . . .
C(8) C 0.8083(1) 0.4669(2) 0.6390(3) 0.0349(5) Uani 1.00 1 d . . .
C(9) C 0.7673(1) 0.5366(2) 0.5494(3) 0.0393(5) Uani 1.00 1 d . . .
C(10) C 0.7778(1) 0.6553(2) 0.5385(3) 0.0411(5) Uani 1.00 1 d . . .
C(11) C 0.8291(1) 0.7042(2) 0.6214(3) 0.0435(6) Uani 1.00 1 d . . .
C(12) C 0.8697(1) 0.6354(2) 0.7134(3) 0.0343(5) Uani 1.00 1 d . . .
H(1) H 0.910(2) -0.021(4) 0.664(6) 0.08(1) Uiso 1.00 1 c . . .
H(2) H 0.853(2) -0.031(6) 0.773(6) 0.09(1) Uiso 1.00 1 c . . .
H(3) H 0.930(2) -0.059(5) 0.813(7) 0.11(2) Uiso 1.00 1 c . . .
H(4) H 1.000(1) 0.106(2) 0.950(3) 0.041(6) Uiso 1.00 1 c . . .
H(5) H 0.940(1) 0.496(2) 0.856(3) 0.034(6) Uiso 1.00 1 c . . .
H(6) H 0.800(1) 0.384(3) 0.647(3) 0.047(7) Uiso 1.00 1 c . . .
H(7) H 0.732(1) 0.501(3) 0.504(4) 0.044(7) Uiso 1.00 1 c . . .
H(8) H 0.750(1) 0.703(3) 0.467(4) 0.049(8) Uiso 1.00 1 c . . .
H(9) H 0.842(2) 0.788(3) 0.615(4) 0.060(9) Uiso 1.00 1 c . . .
H(10) H 0.903(2) 0.667(4) 0.762(4) 0.053(9) Uiso 1.00 1 c . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S(1) C(2) 1.751(2) yes . .
S(1) C(5) 1.749(2) yes . .
O(1) C(4) 1.221(2) yes . .
C(1) C(2) 1.490(3) yes . .
C(1) H(1) 0.92(5) no . .
C(1) H(2) 1.06(4) no . .
C(1) H(3) 0.86(5) no . .
C(2) C(3) 1.336(3) yes . .
C(3) C(4) 1.454(3) yes . .
C(3) H(4) 0.93(3) no . .
C(4) C(5) 1.505(3) yes . .
C(5) C(6) 1.348(3) yes . .
C(6) C(7) 1.460(3) yes . .
C(6) H(5) 0.94(3) no . .
C(7) C(8) 1.397(3) yes . .
C(7) C(12) 1.402(3) yes . .
C(8) C(9) 1.383(3) yes . .
C(8) H(6) 0.98(3) no . .
C(9) C(10) 1.385(4) yes . .
C(9) H(7) 0.92(3) no . .
C(10) C(11) 1.386(3) yes . .
C(10) H(8) 0.99(3) no . .
C(11) C(12) 1.382(3) yes . .
C(11) H(9) 1.00(4) no . .
C(12) H(10) 0.88(4) no . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 9633189
2 PubChem 11458348
