#------------------------------------------------------------------------------
#$Date: 2009-11-18 14:56:34 +0000 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200223.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_2200223
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o256
_journal_page_last  o257
_publ_section_title
;
(E)-3-Methoxy-3-methylsulfanylisothiochroman-4-one oxime
;
loop_
_publ_author_name
  'Coustard, Jean-Marie'
  'Le Toquin, Ronan'
  'Leo, Roland'
  'Paulus, Werner'
  'Cousson, Alain'
_chemical_formula_moiety  ' C11 H13 N1 O2 S2 '
_chemical_formula_sum            'C11 H13 N O2 S2'
_[local]_cod_chemical_formula_sum_orig ' C11 H13 N1 O2 S2 '
_chemical_formula_weight  255.35
_chemical_melting_point  '138.5 (dec.)'
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
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'
_cell_length_a  9.3725(2)
_cell_length_b  10.7012(2)
_cell_length_c  23.0919(4)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  2316.0
_cell_formula_units_Z  8
_cell_measurement_temperature  120
_exptl_crystal_density_diffrn  1.46
_diffrn_ambient_temperature  120
loop_
_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_occupancy
  S1  .05819(5)  -.11183(4)  .389587(17)  .0258 Uani 1.0000
  S2  -.22159(4)  -.21074(4)  .373388(16)  .0231 Uani 1.0000
  O1  .05499(12)  -.55520(10)
  .43741(4)  .0229 Uani 1.0000
  O2  -.09002(13)  -.22320(10)
  .47471(5)  .0219 Uani 1.0000
  N1  -.00388(13)  -.43753(12)  .44816(5)  .0183 Uani 1.0000
  C1  .05424(15)  -.39098(13)  .34967(6)  .0176 Uani 1.0000
  C2  .00356(16)  -.49106(14)  .31756(6)  .0199 Uani 1.0000
  C3  .05603(17)  -.50977(16)  .26373(7)  .0253 Uani 1.0000
  C4  .1594(2)  -.43021(17)  .24260(7)  .0292 Uani 1.0000
  C5  .21119(19)  -.33152(18)  .27437(7)  .0300 Uani 1.0000
  C6  .15805(17)  -.31031(15)  .32804(6)  .0222 Uani 1.0000
  C7  .20824(18)  -.20566(17)  .36504(7)  .0270 Uani 1.0000
  C8  -.06304(16)  -.23405(14)  .41668(6)  .0188 Uani 1.0000
  C9  -.00210(15)  -.36337(14)  .40602(6)  .0167 Uani 1.0000
  C10  -.1580(2)  -.11057(16)  .49207(7)  .0278 Uani 1.0000
  C11  -.34419(19)  -.31788(17)  .40594(8)  .0309 Uani 1.0000
  H1  .0514  -.5889  .4709  .0376(19) Uiso 1.0000
  H21  -.0705  -.5485  .3339  .0476(19) Uiso 1.0000
  H31  .0201  -.5807  .2394  .0476(19) Uiso 1.0000
  H41  .1982  -.4452  .2028  .0476(19) Uiso 1.0000
  H51  .2870  -.2763  .2581  .0476(19) Uiso 1.0000
  H71  .2654  -.2297  .3993  .0376(19) Uiso 1.0000
  H72  .2696  -.1475  .3454  .0376(19) Uiso 1.0000
  H101  -.1728  -.1114  .5349  .0476(19) Uiso 1.0000
  H102  -.2524  -.1037  .4721  .0476(19) Uiso 1.0000
  H103  -.0969  -.0377  .4811  .0476(19) Uiso 1.0000
  H111  -.4376  -.3138  .3855  .0476(19) Uiso 1.0000
  H112  -.3575  -.2954  .4477  .0476(19) Uiso 1.0000
  H113  -.3046  -.4047  .4033  .0476(19) Uiso 1.0000
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  S1  .0324(2)  .0201(2)  .02511(19)  -.00553(15)  .00588(15)  -.00090(13)
  S2  .0247(2)  .0227(2)  .02191(18)  .00285(13)  -.00431(13)  .00188(14)
  O1  .0327(6)  .0199(5)  .0161(4)  .0080(4)  .0035(4)  .0022(4)
  O2  .0295(6)  .0211(5)  .0152(5)  .0037(4)  .0009(4)  .0005(4)
  N1  .0211(6)  .0184(6)  .0152(5)  .0039(5)  .0010(4)  .0002(4)
  C1  .0180(6)  .0205(7)  .0142(6)  .0022(5)  .0010(5)  .0008(5)
  C2  .0217(6)  .0211(7)  .0170(6)  .0016(5)  -.0005(5)  .0012(5)
  C3  .0303(8)  .0288(8)  .0169(6)  .0041(7)  -.0023(5)  -.0028(5)
  C4  .0341(8)  .0350(8)  .0184(7)  .0037(7)  .0058(6)  -.0005(6)
  C5  .0326(8)  .0345(9)  .0230(7)  -.0026(7)  .0109(6)  .0012(7)
  C6  .0214(7)  .0271(7)  .0180(6)  -.0018(6)  .0018(5)  .0013(5)
  C7  .0229(7)  .0325(8)  .0254(7)  -.0087(6)  .0050(6)  -.0041(6)
  C8  .0230(7)  .0198(7)  .0134(6)  .0008(5)  .0007(5)  .0007(5)
  C9  .0164(6)  .0194(7)  .0144(6)  -.0003(5)  .0000(5)  .0005(5)
  C10  .0359(9)  .0244(8)  .0229(7)  .0035(7)  .0041(6)  -.0058(6)
  C11  .0245(8)  .0322(9)  .0360(9)  -.0028(7)  .0001(7)  -.0007(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1 C7 . . 1.8186(18) no
  S1 C8 . . 1.8420(15) no
  S2 C8 . . 1.8083(15) no
  S2 C11 . . 1.7888(19) no
  O1 N1 . . 1.3971(16) no
  O1 H1 . .  .8540(10)
  no
  O2 C8 . . 1.3684(17) no
  O2 C10 . . 1.4212(19) no
  N1 C9 . . 1.2559(19) no
  C1 C2 . . 1.387(2) no
  C1 C6 . . 1.393(2) no
  C1 C9 . . 1.4348(19) no
  C2 C3 . . 1.352(2) no
  C2 H21 . . 1.0009(15) no
  C3 C4 . . 1.379(2) no
  C3 H31 . . 1.0028(16) no
  C4 C5 . . 1.374(3) no
  C4 H41 . . 1.0011(15) no
  C5 C6 . . 1.355(2) no
  C5 H51 . .  .9979(17) no
  C6 C7 . . 1.485(2) no
  C7 H71 . .  .9901(18) no
  C7 H72 . .  .9614(16) no
  C8 C9 . . 1.517(2) no
  C10 H101 . .  .9976(16) no
  C10 H102 . . 1.0008(18) no
  C10 H103 . .  .9999(18) no
  C11 H111 . .  .9951(19) no
  C11 H112 . . 1.0028(19) no
  C11 H113 . . 1.0021(19) no