#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011304.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_2011304
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1139
_journal_page_last  1141
_publ_section_title
;
Hydrogen bonding in two salts of 3-methylthio-4-propargylthioquinoline
;
loop_
_publ_author_name
  'Boryczka, Stanis\/law'
  'Steiner, Thomas'
_chemical_formula_moiety  'C13 H12 N S2 + , Cl - , H2 O'
_chemical_formula_sum  'C13 H14 Cl N O S2'
_chemical_formula_weight  299.85
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.571(4)
_cell_length_b  9.486(6)
_cell_length_c  10.528(4)
_cell_angle_alpha  85.72(4)
_cell_angle_beta  71.16(4)
_cell_angle_gamma  76.94(5)
_cell_volume  697.1(6)
_cell_formula_units_Z  2
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.428
_diffrn_ambient_temperature  293
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  Cl  .51162(15) 1.17671(9)  .59063(8)  .0671(3) Uani d . 1 . . Cl
  OW1  .1414(6)  .0961(4) 1.5305(3)  .1142(12) Uani d . 1 . . O
  S1  .22133(11)  .57394(7)  .84116(7)  .0489(2) Uani d . 1 . . S
  S2  .10128(11)  .67154(9) 1.13383(7)  .0505(2) Uani d . 1 . . S
  N1  .3469(3)  .9640(2)  .7999(2)  .0388(5) Uani d . 1 . . N
  H1  .389(5) 1.019(4)  .730(4)  .059(9) Uiso d . 1 . . H
  C2  .3278(4)  .8362(3)  .7718(3)  .0404(5) Uani d . 1 . . C
  H2  .3650  .8074  .6828  .068(10) Uiso calc R 1 . . H
  C3  .2524(3)  .7437(3)  .8740(3)  .0365(5) Uani d . 1 . . C
  C4  .1989(3)  .7888(3) 1.0061(2)  .0355(5) Uani d . 1 . . C
  C5  .2159(3)  .9282(3) 1.0348(2)  .0357(5) Uani d . 1 . . C
  C6  .1564(4)  .9872(3) 1.1653(3)  .0442(6) Uani d . 1 . . C
  H6  .1020  .9334 1.2393  .043(7) Uiso calc R 1 . . H
  C7  .1781(4) 1.1217(3) 1.1832(3)  .0518(7) Uani d . 1 . . C
  H7  .1402 1.1580 1.2698  .065(10) Uiso calc R 1 . . H
  C8  .2563(4) 1.2073(3) 1.0742(3)  .0501(7) Uani d . 1 . . C
  H8  .2699 1.2991 1.0889  .062(10) Uiso calc R 1 . . H
  C9  .3123(4) 1.1559(3)  .9471(3)  .0431(6) Uani d . 1 . . C
  H9  .3630 1.2127  .8745  .062(10) Uiso calc R 1 . . H
  C10  .2930(3) 1.0161(3)  .9261(2)  .0356(5) Uani d . 1 . . C
  C11  .2826(5)  .5702(4)  .6626(3)  .0581(8) Uani d . 1 . . C
  H11A  .1966  .6466  .6339  .060(10) Uiso calc R 1 . . H
  H11B  .2730  .4787  .6352  .082(12) Uiso calc R 1 . . H
  H11C  .4111  .5834  .6227  .082(12) Uiso calc R 1 . . H
  C12  .2750(7)  .6326(5) 1.2213(5)  .0879(15) Uani d . 1 . . C
  H12A  .4030  .6110 1.1578  .19(3) Uiso calc R 1 . . H
  H12B  .2634  .7155 1.2744  .21(4) Uiso calc R 1 . . H
  C13  .2397(5)  .5092(3) 1.3075(3)  .0572(8) Uani d . 1 . . C
  C14  .2087(5)  .4110(4) 1.3768(3)  .0629(8) Uani d . 1 . . C
  H14  .1838  .3322 1.4325  .090(13) 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
  Cl  .1072(7)  .0542(4)  .0441(4)  -.0416(4)  -.0150(4)  .0088(3)
  OW1  .119(3)  .132(3)  .072(2)  -.020(2)  -.0117(18)  .0213(19)
  S1  .0609(4)  .0384(3)  .0516(4)  -.0217(3)  -.0159(3)  .0002(3)
  S2  .0549(4)  .0644(5)  .0449(4)  -.0363(4)  -.0214(3)  .0205(3)
  N1  .0435(11)  .0392(11)  .0360(11)  -.0177(9)  -.0111(9)  .0069(9)
  C2  .0472(14)  .0424(13)  .0345(12)  -.0183(11)  -.0111(10)  .0020(10)
  C3  .0365(12)  .0356(11)  .0410(13)  -.0130(9)  -.0139(10)  .0026(9)
  C4  .0339(11)  .0403(12)  .0349(12)  -.0144(10)  -.0113(9)  .0065(9)
  C5  .0314(11)  .0390(12)  .0375(12)  -.0093(9)  -.0112(9)  .0010(9)
  C6  .0440(14)  .0487(14)  .0373(13)  -.0094(11)  -.0095(10)  .0001(11)
  C7  .0547(16)  .0527(16)  .0462(15)  -.0047(13)  -.0149(13)  -.0143(12)
  C8  .0513(16)  .0407(14)  .0629(18)  -.0109(12)  -.0214(13)  -.0095(12)
  C9  .0428(13)  .0390(13)  .0508(15)  -.0154(11)  -.0157(11)  .0042(11)
  C10  .0312(11)  .0387(12)  .0393(12)  -.0107(9)  -.0124(9)  .0018(9)
  C11  .070(2)  .0536(17)  .0553(18)  -.0206(15)  -.0182(15)  -.0129(14)
  C12  .100(3)  .079(3)  .127(4)  -.055(2)  -.083(3)  .060(3)
  C13  .0674(19)  .0542(17)  .0619(19)  -.0211(15)  -.0337(16)  .0134(14)
  C14  .085(2)  .0581(18)  .0550(18)  -.0252(17)  -.0309(17)  .0136(15)
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 . 1.753(3) y
  S1 C11 . 1.786(3) y
  S2 C4 . 1.760(3) y
  S2 C12 . 1.796(4) y
  N1 C2 . 1.319(3) y
  N1 C10 . 1.355(3) y
  N1 H1 .  .88(4) y
  C2 C3 . 1.394(4) ?
  C2 H2 .  .9300 ?
  C3 C4 . 1.388(4) ?
  C4 C5 . 1.421(3) ?
  C5 C10 . 1.411(3) ?
  C5 C6 . 1.416(4) ?
  C6 C7 . 1.357(4) ?
  C6 H6 .  .9300 ?
  C7 C8 . 1.402(5) ?
  C7 H7 .  .9300 ?
  C8 C9 . 1.358(4) ?
  C8 H8 .  .9300 ?
  C9 C10 . 1.408(4) ?
  C9 H9 .  .9300 ?
  C11 H11A .  .9600 ?
  C11 H11B .  .9600 ?
  C11 H11C .  .9600 ?
  C12 C13 . 1.446(5) ?
  C12 H12A .  .9700 ?
  C12 H12B .  .9700 ?
  C13 C14 . 1.159(4) y
  C14 H14 .  .9300 ?