#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006571.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_2006571
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  1442
_journal_page_last  1444
_publ_section_title
;
3-Cyano-6-(2-methoxyphenyl)-4-methylthio-2H-pyran-2-one
;
loop_
_publ_author_name
  'Malhotra, Sanjay'
  'Parmar, Virinder S'
  'Errington, William'
_chemical_formula_sum  'C14 H11 N O3 S'
_chemical_formula_weight  273.30
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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'
_cell_length_a  9.1163(9)
_cell_length_b  16.050(2)
_cell_length_c  8.7050(8)
_cell_angle_alpha  90.00
_cell_angle_beta  99.608(2)
_cell_angle_gamma  90.00
_cell_volume  1255.84(17)
_cell_formula_units_Z  4
_cell_measurement_temperature  230(2)
_exptl_crystal_density_diffrn  1.445
_diffrn_ambient_temperature  230(2)
_refine_ls_R_factor_obs  .0438
_refine_ls_wR_factor_obs  .1124
loop_
_atom_site_label
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  S1  .00397(7)  .66902(4)  .18346(8)  .0403(3) Uani d . 1 . S
  O1  .34425(17)  .80508(10)  .52624(19)  .0342(5) Uani d . 1 . O
  O2  .24850(19)  .92701(10)  .4436(2)  .0407(5) Uani d . 1 . O
  O3  .36997(19)  .54791(10)  .6083(2)  .0422(5) Uani d . 1 . O
  N1  -.0476(3)  .88445(15)  .1090(3)  .0526(7) Uani d . 1 . N
  C1  .2427(3)  .85229(15)  .4255(3)  .0328(6) Uani d . 1 . C
  C2  .1399(3)  .80589(15)  .3129(3)  .0310(6) Uani d . 1 . C
  C3  .1391(3)  .72022(15)  .3133(3)  .0304(6) Uani d . 1 . C
  C4  .2474(3)  .67689(15)  .4210(3)  .0321(6) Uani d . 1 . C
  H4  .2497  .6183  .4203  .039 Uiso calc R 1 . H
  C5  .3464(3)  .71947(14)  .5239(3)  .0301(6) Uani d . 1 . C
  C6  .0367(3)  .85184(16)  .2028(3)  .0355(7) Uani d . 1 . C
  C7  .0362(3)  .56066(16)  .2284(3)  .0458(7) Uani d . 1 . C
  H7A  .1333  .5448  .2065  .069 Uiso calc R 1 . H
  H7B  -.0399  .5274  .1652  .069 Uiso calc R 1 . H
  H7C  .0327  .5513  .3378  .069 Uiso calc R 1 . H
  C8  .4632(3)  .68557(15)  .6453(3)  .0318(6) Uani d . 1 . C
  C9  .5694(3)  .74053(16)  .7268(3)  .0378(7) Uani d . 1 . C
  H9  .5657  .7973  .6998  .045 Uiso calc R 1 . H
  C10  .6781(3)  .71325(17)  .8446(3)  .0451(7) Uani d . 1 . C
  H10  .7479  .7509  .8974  .054 Uiso calc R 1 . H
  C11  .6835(3)  .63002(18)  .8847(3)  .0478(8) Uani d . 1 . C
  H11  .7574  .6112  .9657  .057 Uiso calc R 1 . H
  C12  .5824(3)  .57383(17)  .8079(3)  .0416(7) Uani d . 1 . C
  H12  .5875  .5173  .8366  .050 Uiso calc R 1 . H
  C13  .4731(3)  .60119(15)  .6882(3)  .0331(6) Uani d . 1 . C
  C14  .3694(3)  .46250(16)  .6567(3)  .0471(7) Uani d . 1 . C
  H14A  .4614  .4360  .6411  .071 Uiso calc R 1 . H
  H14B  .2858  .4338  .5955  .071 Uiso calc R 1 . H
  H14C  .3606  .4600  .7661  .071 Uiso calc R 1 . H
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  .0422(5)  .0294(5)  .0432(5)  -.0005(3)  -.0104(3)  -.0023(3)
  O1  .0396(10)  .0212(10)  .0383(11)  -.0008(7)  -.0035(8)  -.0005(8)
  O2  .0496(11)  .0184(10)  .0505(12)  -.0012(8)  -.0017(9)  -.0002(8)
  O3  .0501(11)  .0231(10)  .0466(12)  -.0018(8)  -.0114(9)  .0054(8)
  N1  .0562(16)  .0406(15)  .0549(17)  .0113(12)  -.0087(14)  .0061(12)
  C1  .0361(15)  .0266(16)  .0348(16)  .0025(11)  .0033(12)  .0046(11)
  C2  .0346(14)  .0240(14)  .0333(15)  .0023(11)  .0021(12)  -.0002(11)
  C3  .0332(14)  .0248(14)  .0320(15)  .0008(10)  .0021(11)  -.0014(11)
  C4  .0383(15)  .0210(13)  .0352(15)  -.0018(11)  .0004(12)  -.0002(11)
  C5  .0369(15)  .0203(13)  .0331(15)  -.0005(11)  .0060(12)  .0015(11)
  C6  .0412(16)  .0245(14)  .0396(17)  .0016(12)  .0031(14)  -.0027(12)
  C7  .0511(17)  .0305(16)  .0495(18)  -.0045(12)  -.0097(13)  -.0035(13)
  C8  .0321(13)  .0291(15)  .0325(14)  -.0001(11)  .0002(11)  .0002(11)
  C9  .0390(16)  .0305(15)  .0411(17)  -.0041(12)  -.0012(13)  -.0001(12)
  C10  .0369(16)  .0457(18)  .0465(18)  -.0090(13)  -.0110(13)  -.0013(14)
  C11  .0381(16)  .052(2)  .0469(18)  .0030(14)  -.0110(14)  .0073(15)
  C12  .0407(16)  .0349(16)  .0453(17)  .0038(12)  -.0043(13)  .0063(13)
  C13  .0353(14)  .0269(15)  .0358(15)  .0002(11)  .0020(12)  -.0006(11)
  C14  .0580(18)  .0239(15)  .0570(19)  -.0005(12)  .0021(15)  .0016(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1 C3 . 1.734(3) y
  S1 C7 . 1.796(3) y
  O1 C5 . 1.374(3) y
  O1 C1 . 1.389(3) y
  O2 C1 . 1.210(3) y
  O3 C13 . 1.372(3) y
  O3 C14 . 1.434(3) y
  N1 C6 . 1.150(3) y
  C1 C2 . 1.445(4)  ?
  C2 C3 . 1.375(3)  ?
  C2 C6 . 1.431(4) y
  C3 C4 . 1.424(3)  ?
  C4 C5 . 1.347(3)  ?
  C5 C8 . 1.474(3) y
  C8 C13 . 1.404(4)  ?
  C8 C9 . 1.411(4)  ?
  C9 C10 . 1.373(4)  ?
  C10 C11 . 1.379(4)  ?
  C11 C12 . 1.380(4)  ?
  C12 C13 . 1.387(4)  ?