#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2010175.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_2010175
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1994
_journal_volume 50
_journal_page_first  1716
_journal_page_last  1717
_publ_section_title
;
2,2-Dimethyl-5-(phenylthiomethylene)-1,3-dioxane-4,6-dione
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Blake, Alexander J.'
  'McNab, Hamish'
  'Morrow, Mark'
_chemical_name_common  '5-phenylthiomethylene (Meldrum's acid)'
_chemical_formula_sum  'C13 H12 O4 S'
_chemical_formula_structural  'C13 H12 O4 S'
_chemical_formula_weight  264.29
_chemical_melting_point  '407-408'
_symmetry_cell_setting  Monoclinic
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  15.2742(14)
_cell_length_b  7.1069(6)
_cell_length_c  12.5036(13)
_cell_angle_alpha  90.00
_cell_angle_beta  110.744(7)
_cell_angle_gamma  90.00
_cell_volume  1269.3(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.383
_diffrn_ambient_temperature  298(2)
_refine_ls_R_factor_obs  0.0559
_refine_ls_wR_factor_obs  0.1356
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
  O(1) 0.2126(2) 0.7640(5) 0.4976(3) 0.0463(10) Uani d . 1 . O
  C(2) 0.1187(4) 0.7041(8) 0.4837(5) 0.0438(14) Uani d . 1 . C
  C(2a) 0.0502(4) 0.7753(8) 0.3746(5) 0.058(2) Uani d . 1 . C
  H2A1 0.0665(4) 0.7277(8) 0.3122(5) 0.069 Uiso d R 1 . H
  H2A2 -0.0110(4) 0.7310(8) 0.3675(5) 0.069 Uiso d R 1 . H
  H2A3 0.0502(4) 0.9104(8) 0.3729(5) 0.069 Uiso d R 1 . H
  C(2b) 0.1033(4) 0.7704(9) 0.5898(5) 0.064(2) Uani d . 1 . C
  H2B1 0.1518(4) 0.7198(9) 0.6555(5) 0.077 Uiso d R 1 . H
  H2B2 0.1047(4) 0.9053(9) 0.5937(5) 0.077 Uiso d R 1 . H
  H2B3 0.0435(4) 0.7259(9) 0.5883(5) 0.077 Uiso d R 1 . H
  O(3) 0.1161(3) 0.5008(5) 0.4873(3) 0.0455(10) Uani d . 1 . O
  C(4) 0.1507(4) 0.4038(8) 0.4176(4) 0.0392(14) Uani d . 1 . C
  O(4) 0.1249(3) 0.2441(6) 0.3919(4) 0.0549(11) Uani d . 1 . O
  C(5) 0.2209(3) 0.4998(7) 0.3841(4) 0.0347(13) Uani d . 1 . C
  C(6) 0.2561(4) 0.6858(8) 0.4318(5) 0.0419(14) Uani d . 1 . C
  O(6) 0.3221(3) 0.7639(5) 0.4215(4) 0.0623(13) Uani d . 1 . O
  C(7) 0.2626(4) 0.4143(7) 0.3180(4) 0.0402(14) Uani d . 1 . C
  H7 0.3121(4) 0.4836(7) 0.3058(4) 0.048 Uiso d R 1 . H
  S 0.23996(11) 0.1997(2) 0.25649(14) 0.0507(5) Uani d . 1 . S
  C(1p) 0.3251(4) 0.1915(8) 0.1893(5) 0.0427(14) Uani d . 1 . C
  C(2p) 0.3318(4) 0.3314(8) 0.1153(5) 0.051(2) Uani d . 1 . C
  H2P 0.2904(4) 0.4323(8) 0.0980(5) 0.061 Uiso calc R 1 . H
  C(3p) 0.4001(4) 0.3198(9) 0.0676(5) 0.056(2) Uani d . 1 . C
  H3P 0.4072(4) 0.4167(9) 0.0213(5) 0.068 Uiso calc R 1 . H
  C(4p) 0.4577(4) 0.1661(10) 0.0882(5) 0.061(2) Uani d . 1 . C
  H4P 0.5030(4) 0.1581(10) 0.0545(5) 0.073 Uiso calc R 1 . H
  C(5p) 0.4493(4) 0.0240(10) 0.1579(5) 0.063(2) Uani d . 1 . C
  H5P 0.4886(4) -0.0801(10) 0.1712(5) 0.076 Uiso calc R 1 . H
  C(6p) 0.3822(4) 0.0357(9) 0.2083(5) 0.050(2) Uani d . 1 . C
  H6P 0.3757(4) -0.0612(9) 0.2549(5) 0.060 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
  O(1) 0.042(2) 0.045(2) 0.058(2) -0.007(2) 0.025(2) -0.019(2)
  C(2) 0.044(3) 0.042(3) 0.053(4) -0.006(3) 0.027(3) -0.012(3)
  C(2a) 0.055(4) 0.048(4) 0.069(4) 0.009(3) 0.020(4) 0.001(3)
  C(2b) 0.063(4) 0.072(5) 0.066(4) -0.006(4) 0.034(4) -0.026(4)
  O(3) 0.052(2) 0.040(2) 0.054(2) 0.000(2) 0.031(2) -0.001(2)
  C(4) 0.039(3) 0.038(4) 0.039(3) 0.003(3) 0.013(3) 0.001(3)
  O(4) 0.054(3) 0.036(2) 0.080(3) -0.011(2) 0.032(2) -0.013(2)
  C(5) 0.037(3) 0.034(3) 0.032(3) 0.004(3) 0.010(3) -0.001(2)
  C(6) 0.042(3) 0.035(3) 0.053(4) -0.002(3) 0.022(3) -0.003(3)
  O(6) 0.061(3) 0.043(3) 0.101(4) -0.014(2) 0.051(3) -0.017(2)
  C(7) 0.033(3) 0.040(3) 0.047(3) 0.004(3) 0.013(3) 0.002(3)
  S 0.0517(10) 0.0451(9) 0.0613(10) -0.0032(8) 0.0276(8) -0.0138(8)
  C(1p) 0.040(3) 0.043(3) 0.044(3) 0.003(3) 0.013(3) -0.009(3)
  C(2p) 0.053(4) 0.043(4) 0.052(4) 0.012(3) 0.014(3) -0.001(3)
  C(3p) 0.061(4) 0.057(4) 0.053(4) 0.001(4) 0.023(3) -0.003(3)
  C(4p) 0.054(4) 0.078(5) 0.058(4) 0.002(4) 0.030(3) -0.012(4)
  C(5p) 0.058(4) 0.066(5) 0.069(4) 0.026(4) 0.027(4) -0.003(4)
  C(6p) 0.047(4) 0.049(4) 0.050(4) 0.012(3) 0.013(3) 0.003(3)
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
  O(1) C(2) . 1.447(6) y
  O(1) C(6) . 1.347(6) y
  C(2) C(2a) . 1.484(8) y
  C(2) C(2b) . 1.502(7) y
  C(2) O(3) . 1.446(7) y
  O(3) C(4) . 1.357(6) y
  C(4) O(4) . 1.208(6) y
  C(4) C(5) . 1.452(7) y
  C(5) C(7) . 1.351(7) y
  C(5) C(6) . 1.471(7) y
  C(6) O(6) . 1.198(6) y
  C(7) S . 1.688(5) y
  S C(1p) . 1.782(5) y
  C(1p) C(2p) . 1.386(8) ?
  C(1p) C(6p) . 1.377(7) ?
  C(2p) C(3p) . 1.375(8) ?
  C(3p) C(4p) . 1.369(9) ?
  C(4p) C(5p) . 1.369(9) ?
  C(5p) C(6p) . 1.384(8) ?