#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202242.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_2202242
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o875
_journal_page_last  o877
_publ_section_title
;
3-(1-Phenylsulfonyl-2-methylindol-3-ylcarbonyl)propanoic acid
;
loop_
_publ_author_name
  'R. Krishna'
  'P. G. Aravindan'
  'M. Yogavel'
  'D. Velmurugan'
  'S. Shanmuga Sundara Raj'
  'H.-K. Fun'
  'P. C. Srinivasan'
_chemical_formula_moiety  'C19 H17 N O5 S'
_chemical_formula_sum  'C19 H17 N O5 S'
_chemical_formula_iupac  'C19 H17 N O5 S'
_chemical_formula_weight  371.40
_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  8.1825(2)
_cell_length_b  9.97580(10)
_cell_length_c  12.31210(10)
_cell_angle_alpha  69.2810(10)
_cell_angle_beta  72.0670(10)
_cell_angle_gamma  70.8780(10)
_cell_volume  866.92(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.423
_diffrn_ambient_temperature  293(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
  S1 0.50958(6) 0.07847(6) 0.31671(4) 0.04313(17) Uani d . 1 . . S
  O1 0.5320(2) -0.07044(18) 0.38969(12) 0.0594(4) Uani d . 1 . . O
  O2 0.34092(18) 0.1803(2) 0.33014(14) 0.0592(4) Uani d . 1 . . O
  O3 0.5942(3) 0.38243(17) -0.16717(15) 0.0787(6) Uani d . 1 . . O
  O4 0.9696(2) 0.34093(18) -0.41035(15) 0.0667(5) Uani d . 1 . . O
  O5 0.7594(2) 0.52339(17) -0.48807(15) 0.0655(5) Uani d . 1 . . O
  H5 0.8387 0.5671 -0.5141 0.098 Uiso calc R 1 . . H
  N1 0.5662(2) 0.06819(18) 0.17460(13) 0.0405(4) Uani d . 1 . . N
  C2 0.5299(2) 0.1871(2) 0.07346(16) 0.0402(4) Uani d . 1 . . C
  C3 0.6399(2) 0.1493(2) -0.02604(15) 0.0389(4) Uani d . 1 . . C
  C4 0.7505(2) 0.0013(2) 0.01113(16) 0.0379(4) Uani d . 1 . . C
  C5 0.7065(2) -0.0455(2) 0.13608(16) 0.0390(4) Uani d . 1 . . C
  C6 0.7942(3) -0.1812(2) 0.20103(19) 0.0515(5) Uani d . 1 . . C
  H6 0.7638 -0.2105 0.2837 0.062 Uiso calc R 1 . . H
  C7 0.9275(3) -0.2708(2) 0.1393(2) 0.0549(5) Uani d . 1 . . C
  H7 0.9889 -0.3613 0.1810 0.066 Uiso calc R 1 . . H
  C8 0.9716(3) -0.2284(2) 0.0158(2) 0.0550(5) Uani d . 1 . . C
  H8 1.0607 -0.2915 -0.0239 0.066 Uiso calc R 1 . . H
  C9 0.8852(3) -0.0940(2) -0.04857(19) 0.0497(5) Uani d . 1 . . C
  H9 0.9160 -0.0665 -0.1313 0.060 Uiso calc R 1 . . H
  C10 0.6703(2) 0.1553(2) 0.32291(15) 0.0354(4) Uani d . 1 . . C
  C11 0.8229(3) 0.0634(2) 0.36120(17) 0.0429(4) Uani d . 1 . . C
  H11 0.8393 -0.0387 0.3870 0.051 Uiso calc R 1 . . H
  C12 0.9508(2) 0.1286(3) 0.35991(19) 0.0490(5) Uani d . 1 . . C
  H12 1.0545 0.0693 0.3847 0.059 Uiso calc R 1 . . H
  C13 0.9246(3) 0.2797(2) 0.32226(19) 0.0499(5) Uani d . 1 . . C
  H13 1.0116 0.3218 0.3208 0.060 Uiso calc R 1 . . H
  C14 0.7714(3) 0.3693(2) 0.2868(2) 0.0553(5) Uani d . 1 . . C
  H14 0.7544 0.4714 0.2625 0.066 Uiso calc R 1 . . H
  C15 0.6419(3) 0.3071(2) 0.2873(2) 0.0481(5) Uani d . 1 . . C
  H15 0.5375 0.3670 0.2640 0.058 Uiso calc R 1 . . H
  C16 0.3821(3) 0.3227(3) 0.0792(2) 0.0580(6) Uani d . 1 . . C
  H16A 0.4190 0.3896 0.1013 0.087 Uiso calc R 1 . . H
  H16B 0.2805 0.2955 0.1374 0.087 Uiso calc R 1 . . H
  H16C 0.3521 0.3700 0.0028 0.087 Uiso calc R 1 . . H
  C17 0.6432(3) 0.2493(2) -0.14853(17) 0.0438(4) Uani d . 1 . . C
  C18 0.7129(3) 0.1844(2) -0.25187(16) 0.0450(4) Uani d . 1 . . C
  H18A 0.6551 0.1068 -0.2368 0.054 Uiso calc R 1 . . H
  H18B 0.8389 0.1397 -0.2581 0.054 Uiso calc R 1 . . H
  C19 0.6834(3) 0.2986(2) -0.36994(17) 0.0485(5) Uani d . 1 . . C
  H19A 0.6893 0.2480 -0.4259 0.058 Uiso calc R 1 . . H
  H19B 0.5657 0.3635 -0.3574 0.058 Uiso calc R 1 . . H
  C20 0.8174(3) 0.3898(2) -0.42252(16) 0.0453(4) Uani d . 1 . . C
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 0.0373(3) 0.0634(3) 0.0339(2) -0.0278(2) 0.00063(18) -0.0130(2)
  O1 0.0784(11) 0.0707(10) 0.0356(7) -0.0471(9) -0.0023(7) -0.0048(7)
  O2 0.0301(7) 0.0998(12) 0.0534(9) -0.0213(7) 0.0010(6) -0.0317(9)
  O3 0.1296(18) 0.0431(9) 0.0502(9) -0.0043(10) -0.0254(10) -0.0082(7)
  O4 0.0577(10) 0.0624(10) 0.0679(10) -0.0298(8) -0.0220(8) 0.0167(8)
  O5 0.0639(10) 0.0526(9) 0.0722(11) -0.0240(8) -0.0239(8) 0.0080(8)
  N1 0.0403(8) 0.0504(9) 0.0327(7) -0.0188(7) -0.0043(6) -0.0099(7)
  C2 0.0381(9) 0.0477(10) 0.0391(9) -0.0165(8) -0.0090(7) -0.0112(8)
  C3 0.0432(10) 0.0429(10) 0.0341(9) -0.0177(8) -0.0082(7) -0.0085(7)
  C4 0.0410(9) 0.0407(9) 0.0359(9) -0.0187(8) -0.0079(7) -0.0078(7)
  C5 0.0407(10) 0.0438(10) 0.0371(9) -0.0217(8) -0.0078(7) -0.0071(7)
  C6 0.0611(13) 0.0501(11) 0.0420(10) -0.0216(10) -0.0144(9) -0.0013(9)
  C7 0.0590(13) 0.0404(10) 0.0622(13) -0.0115(10) -0.0226(11) -0.0036(9)
  C8 0.0558(13) 0.0473(12) 0.0588(13) -0.0093(10) -0.0094(10) -0.0171(10)
  C9 0.0561(12) 0.0469(11) 0.0430(10) -0.0157(9) -0.0028(9) -0.0131(9)
  C10 0.0293(8) 0.0460(10) 0.0314(8) -0.0141(7) -0.0017(6) -0.0111(7)
  C11 0.0379(9) 0.0437(10) 0.0444(10) -0.0073(8) -0.0100(8) -0.0109(8)
  C12 0.0302(9) 0.0676(14) 0.0510(11) -0.0071(9) -0.0103(8) -0.0220(10)
  C13 0.0354(10) 0.0660(13) 0.0576(12) -0.0212(9) -0.0037(9) -0.0257(11)
  C14 0.0534(13) 0.0479(11) 0.0699(14) -0.0197(10) -0.0155(11) -0.0143(10)
  C15 0.0405(10) 0.0463(11) 0.0587(12) -0.0095(8) -0.0191(9) -0.0100(9)
  C16 0.0540(13) 0.0633(14) 0.0521(12) -0.0041(11) -0.0121(10) -0.0196(11)
  C17 0.0499(11) 0.0420(10) 0.0391(10) -0.0142(9) -0.0111(8) -0.0069(8)
  C18 0.0560(12) 0.0459(10) 0.0350(9) -0.0259(9) -0.0043(8) -0.0063(8)
  C19 0.0554(12) 0.0596(12) 0.0349(9) -0.0288(10) -0.0079(8) -0.0067(9)
  C20 0.0535(12) 0.0495(11) 0.0322(9) -0.0223(9) -0.0095(8) -0.0019(8)
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 O2 . 1.422(2) y
  S1 O1 . 1.424(2) y
  S1 N1 . 1.698(2) y
  S1 C10 . 1.757(2) y
  O3 C17 . 1.212(2) y
  O4 C20 . 1.215(3) y
  O5 C20 . 1.309(2) y
  O5 H5 . 0.8200 ?
  N1 C2 . 1.414(2) y
  N1 C5 . 1.422(2) y
  C2 C3 . 1.371(3) ?
  C2 C16 . 1.497(3) ?
  C3 C4 . 1.453(3) ?
  C3 C17 . 1.483(2) ?
  C4 C9 . 1.402(3) ?
  C4 C5 . 1.405(2) ?
  C5 C6 . 1.392(3) ?
  C6 C7 . 1.377(3) ?
  C6 H6 . 0.9300 ?
  C7 C8 . 1.388(3) ?
  C7 H7 . 0.9300 ?
  C8 C9 . 1.378(3) ?
  C8 H8 . 0.9300 ?
  C9 H9 . 0.9300 ?
  C10 C15 . 1.379(3) ?
  C10 C11 . 1.389(3) ?
  C11 C12 . 1.395(3) ?
  C11 H11 . 0.9300 ?
  C12 C13 . 1.375(3) ?
  C12 H12 . 0.9300 ?
  C13 C14 . 1.374(3) ?
  C13 H13 . 0.9300 ?
  C14 C15 . 1.390(3) ?
  C14 H14 . 0.9300 ?
  C15 H15 . 0.9300 ?
  C16 H16A . 0.9600 ?
  C16 H16B . 0.9600 ?
  C16 H16C . 0.9600 ?
  C17 C18 . 1.502(3) ?
  C18 C19 . 1.527(3) ?
  C18 H18A . 0.9700 ?
  C18 H18B . 0.9700 ?
  C19 C20 . 1.499(3) ?
  C19 H19A . 0.9700 ?
  C19 H19B . 0.9700 ?