#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202151.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_2202151
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o503
_journal_page_last  o505
_publ_section_title
;
2-Chlorophenyl 4-toluenesulfonate: molecular aggregration through
weak C---H...O interactions
;
loop_
_publ_author_name
  'Nagarajan Vembu'
  'Maruthai Nallu'
  'Jered Garrison'
  'Wiley J. Youngs'
_chemical_name_common  '2-chlorophenyl p-toluenesulfonate'
_chemical_formula_moiety  'C13 H11 Cl O3 S'
_chemical_formula_sum  'C13 H11 Cl O3 S'
_chemical_formula_iupac  'C13 H11 Cl O3 S'
_chemical_formula_weight  282.73
_chemical_melting_point  '72-73'
_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  7.487(3)
_cell_length_b  8.675(4)
_cell_length_c  10.277(4)
_cell_angle_alpha  95.378(6)
_cell_angle_beta  97.886(6)
_cell_angle_gamma  96.404(6)
_cell_volume  653.0(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.438
_diffrn_ambient_temperature  100(2)
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
  S 0.33885(7) 0.50916(6) 0.19595(5) 0.02342(18) Uani d . 1 . . S
  Cl 0.51020(8) 0.96080(6) 0.32565(5) 0.03011(19) Uani d . 1 . . Cl
  O1 0.2264(2) 0.42744(16) 0.07871(15) 0.0290(4) Uani d . 1 . . O
  O2 0.4723(2) 0.43083(17) 0.27041(15) 0.0299(4) Uani d . 1 . . O
  O3 0.46129(19) 0.65838(17) 0.15408(14) 0.0247(4) Uani d . 1 . . O
  C1 -0.1413(4) 0.8042(3) 0.5581(3) 0.0342(6) Uani d . 1 . . C
  C2 -0.0217(3) 0.7296(2) 0.4682(2) 0.0241(5) Uani d . 1 . . C
  C3 -0.0817(3) 0.6964(3) 0.3311(2) 0.0260(5) Uani d . 1 . . C
  C4 0.0267(3) 0.6280(2) 0.2466(2) 0.0237(5) Uani d . 1 . . C
  C5 0.1981(3) 0.5938(2) 0.3013(2) 0.0213(5) Uani d . 1 . . C
  C6 0.2619(3) 0.6262(2) 0.4372(2) 0.0243(5) Uani d . 1 . . C
  C7 0.1507(3) 0.6940(2) 0.5196(2) 0.0262(5) Uani d . 1 . . C
  C8 0.3708(3) 0.7764(2) 0.0934(2) 0.0207(5) Uani d . 1 . . C
  C9 0.2782(3) 0.7476(3) -0.0355(2) 0.0264(5) Uani d . 1 . . C
  C10 0.1998(3) 0.8697(3) -0.0928(2) 0.0301(6) Uani d . 1 . . C
  C11 0.2183(3) 1.0190(3) -0.0221(2) 0.0301(6) Uani d . 1 . . C
  C12 0.3130(3) 1.0465(3) 0.1056(2) 0.0270(5) Uani d . 1 . . C
  C13 0.3888(3) 0.9243(3) 0.1646(2) 0.0235(5) Uani d . 1 . . C
  H1A -0.130(4) 0.764(3) 0.647(3) 0.057(9) Uiso d . 1 . . H
  H1B -0.276(4) 0.774(3) 0.524(3) 0.065(9) Uiso d . 1 . . H
  H1C -0.113(4) 0.906(4) 0.571(3) 0.061(10) Uiso d . 1 . . H
  H3 -0.201(3) 0.719(2) 0.294(2) 0.023(6) Uiso d . 1 . . H
  H4 -0.015(3) 0.609(3) 0.160(2) 0.025(6) Uiso d . 1 . . H
  H6 0.378(3) 0.605(2) 0.475(2) 0.018(5) Uiso d . 1 . . H
  H7 0.203(3) 0.714(3) 0.613(2) 0.025(6) Uiso d . 1 . . H
  H9 0.268(3) 0.642(3) -0.087(2) 0.027(6) Uiso d . 1 . . H
  H10 0.129(3) 0.849(3) -0.181(2) 0.025(6) Uiso d . 1 . . H
  H11 0.164(3) 1.098(3) -0.063(2) 0.030(6) Uiso d . 1 . . H
  H12 0.335(3) 1.149(3) 0.152(2) 0.034(7) Uiso d . 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
  S 0.0263(3) 0.0142(3) 0.0299(3) 0.0068(2) 0.0057(2) -0.0042(2)
  Cl 0.0373(4) 0.0229(3) 0.0275(3) 0.0019(2) 0.0036(2) -0.0074(2)
  O1 0.0341(9) 0.0152(8) 0.0353(9) 0.0029(7) 0.0041(7) -0.0074(7)
  O2 0.0332(9) 0.0222(8) 0.0359(9) 0.0140(7) 0.0054(7) -0.0013(7)
  O3 0.0239(8) 0.0187(8) 0.0323(9) 0.0078(6) 0.0066(7) -0.0031(7)
  C1 0.0337(16) 0.0323(16) 0.0383(16) 0.0104(12) 0.0120(12) -0.0039(12)
  C2 0.0242(12) 0.0178(12) 0.0307(13) 0.0032(9) 0.0076(10) -0.0006(10)
  C3 0.0205(12) 0.0253(13) 0.0322(13) 0.0060(10) 0.0024(10) 0.0021(10)
  C4 0.0266(13) 0.0193(12) 0.0239(13) 0.0026(10) 0.0028(10) -0.0014(9)
  C5 0.0229(11) 0.0135(11) 0.0278(12) 0.0037(9) 0.0072(9) -0.0029(9)
  C6 0.0217(12) 0.0202(12) 0.0306(13) 0.0062(10) 0.0013(10) 0.0004(10)
  C7 0.0301(13) 0.0210(12) 0.0266(13) 0.0046(10) 0.0035(11) -0.0024(10)
  C8 0.0180(11) 0.0164(11) 0.0276(12) 0.0034(9) 0.0061(9) -0.0027(9)
  C9 0.0255(12) 0.0230(13) 0.0302(13) 0.0014(10) 0.0095(10) -0.0060(10)
  C10 0.0267(13) 0.0373(15) 0.0267(13) 0.0039(11) 0.0070(11) 0.0014(11)
  C11 0.0270(13) 0.0306(14) 0.0375(15) 0.0092(11) 0.0120(11) 0.0116(12)
  C12 0.0289(13) 0.0169(12) 0.0381(14) 0.0047(10) 0.0157(11) 0.0000(10)
  C13 0.0229(11) 0.0224(12) 0.0256(12) 0.0012(9) 0.0097(9) -0.0030(9)
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
  S O2 . 1.4439(16) y
  S O1 . 1.4460(16) y
  S O3 . 1.6276(16) y
  S C5 . 1.777(2) y
  Cl C13 . 1.758(2) y
  O3 C8 . 1.433(3) y
  C1 C2 . 1.524(3) y
  C1 H1A . 1.01(3) ?
  C1 H1B . 1.02(3) ?
  C1 H1C . 0.88(3) ?
  C2 C7 . 1.404(3) ?
  C2 C3 . 1.411(3) ?
  C3 C4 . 1.403(3) ?
  C3 H3 . 0.97(2) ?
  C4 C5 . 1.404(3) ?
  C4 H4 . 0.89(2) ?
  C5 C6 . 1.403(3) ?
  C6 C7 . 1.403(3) ?
  C6 H6 . 0.95(2) ?
  C7 H7 . 0.98(2) ?
  C8 C9 . 1.395(3) ?
  C8 C13 . 1.399(3) ?
  C9 C10 . 1.406(3) ?
  C9 H9 . 1.00(2) ?
  C10 C11 . 1.407(3) ?
  C10 H10 . 0.98(2) ?
  C11 C12 . 1.390(3) ?
  C11 H11 . 0.94(2) ?
  C12 C13 . 1.405(3) ?
  C12 H12 . 0.96(3) ?
_cod_database_code 2202151