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#$Date: 2016-03-21 02:23:41 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178386 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/08/4020853.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_4020853
loop_
_publ_author_name
'Veejendra K. Yadav'
'K. Ganesh Babu'
'Masood Parvez'
_publ_section_title
;
 Do the Electronic Effects of Sulfur Indeed Control the
 π-Selectivity of γ-Sulfenyl Enones? An Investigation
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              3866
_journal_page_last               3874
_journal_paper_doi               10.1021/jo034608c
_journal_volume                  69
_journal_year                    2004
_chemical_formula_sum            'C15 H22 O3 S'
_chemical_formula_weight         282.39
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 97.607(17)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.201(3)
_cell_length_b                   14.241(5)
_cell_length_c                   10.733(3)
_cell_measurement_temperature    173(2)
_cell_volume                     1545.5(8)
_diffrn_ambient_temperature      173(2)
_exptl_crystal_density_diffrn    1.214
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4020853
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.02599(4) 0.20288(3) 0.73713(4) 0.03095(17) Uani 1 1 d . . .
O1 O 0.28512(13) 0.51916(11) 0.71552(14) 0.0454(4) Uani 1 1 d . . .
H1 H 0.2164 0.5521 0.7023 0.068 Uiso 1 1 calc R . .
O2 O 0.01811(15) 0.20751(12) 0.60252(13) 0.0520(4) Uani 1 1 d . . .
O3 O -0.05323(13) 0.13375(10) 0.79082(15) 0.0481(4) Uani 1 1 d . . .
C1 C 0.4304(2) 0.43265(17) 0.8616(2) 0.0519(6) Uani 1 1 d . . .
H1A H 0.4441 0.4071 0.9471 0.062 Uiso 1 1 calc R . .
H1B H 0.5019 0.4766 0.8507 0.062 Uiso 1 1 calc R . .
H1C H 0.4302 0.3813 0.8009 0.062 Uiso 1 1 calc R . .
C2 C 0.29882(19) 0.48369(14) 0.8402(2) 0.0382(5) Uani 1 1 d . . .
H2 H 0.3011 0.5375 0.9003 0.046 Uiso 1 1 calc R . .
C3 C 0.18825(18) 0.41859(13) 0.86224(17) 0.0325(4) Uani 1 1 d . . .
H3 H 0.1807 0.4021 0.9468 0.039 Uiso 1 1 calc R . .
C4 C 0.10124(17) 0.38264(13) 0.77415(16) 0.0286(4) Uani 1 1 d . . .
H4 H 0.1076 0.3991 0.6894 0.034 Uiso 1 1 calc R . .
C5 C -0.00772(17) 0.31708(13) 0.79884(17) 0.0276(4) Uani 1 1 d . . .
H5 H -0.0017 0.3102 0.8921 0.033 Uiso 1 1 calc R . .
C6 C -0.14925(18) 0.35616(14) 0.7519(2) 0.0423(5) Uani 1 1 d . . .
C7 C -0.2569(2) 0.2844(2) 0.7666(4) 0.0940(13) Uani 1 1 d . . .
H7A H -0.3436 0.3114 0.7362 0.113 Uiso 1 1 calc R . .
H7B H -0.2537 0.2675 0.8555 0.113 Uiso 1 1 calc R . .
H7C H -0.2428 0.2281 0.7176 0.113 Uiso 1 1 calc R . .
C8 C -0.1667(2) 0.44085(16) 0.8352(2) 0.0509(6) Uani 1 1 d . . .
H8A H -0.2541 0.4688 0.8103 0.061 Uiso 1 1 calc R . .
H8B H -0.0981 0.4874 0.8256 0.061 Uiso 1 1 calc R . .
H8C H -0.1593 0.4207 0.9232 0.061 Uiso 1 1 calc R . .
C9 C -0.1620(3) 0.3896(2) 0.6145(3) 0.0728(8) Uani 1 1 d . . .
H9A H -0.2517 0.4135 0.5890 0.087 Uiso 1 1 calc R . .
H9B H -0.1447 0.3369 0.5603 0.087 Uiso 1 1 calc R . .
H9C H -0.0978 0.4398 0.6069 0.087 Uiso 1 1 calc R . .
C10 C 0.19274(17) 0.17870(13) 0.79742(16) 0.0276(4) Uani 1 1 d . . .
C11 C 0.22216(19) 0.14468(14) 0.91799(18) 0.0365(5) Uani 1 1 d . . .
H11 H 0.1546 0.1382 0.9703 0.044 Uiso 1 1 calc R . .
C12 C 0.3516(2) 0.11994(17) 0.9623(2) 0.0504(6) Uani 1 1 d . . .
H12 H 0.3731 0.0964 1.0453 0.060 Uiso 1 1 calc R . .
C13 C 0.4490(2) 0.12967(16) 0.8854(2) 0.0520(6) Uani 1 1 d . . .
H13 H 0.5375 0.1125 0.9158 0.062 Uiso 1 1 calc R . .
C14 C 0.4192(2) 0.16379(15) 0.7658(2) 0.0462(5) Uani 1 1 d . . .
H14 H 0.4872 0.1702 0.7138 0.055 Uiso 1 1 calc R . .
C15 C 0.29063(19) 0.18911(14) 0.71978(19) 0.0349(4) Uani 1 1 d . . .
H15 H 0.2698 0.2131 0.6369 0.042 Uiso 1 1 calc R . .
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 O2 1.4379(15) . ?
S1 O3 1.4414(15) . ?
S1 C10 1.7719(18) . ?
S1 C5 1.8062(19) . ?
O1 C2 1.420(2) . ?
C1 C2 1.517(3) . ?
C2 C3 1.503(3) . ?
C3 C4 1.312(3) . ?
C4 C5 1.502(2) . ?
C5 C6 1.567(3) . ?
C6 C7 1.524(3) . ?
C6 C8 1.526(3) . ?
C6 C9 1.539(3) . ?
C10 C11 1.377(3) . ?
C10 C15 1.391(3) . ?
C11 C12 1.389(3) . ?
C12 C13 1.380(3) . ?
C13 C14 1.369(3) . ?
C14 C15 1.386(3) . ?
