#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006142.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_2006142
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1997
_journal_volume 53
_journal_page_first  620
_journal_page_last  624
_publ_section_title
;
(E)-o-Stilbenecarboxylic Acid and its p-Methyl, Chloro and
Methoxy Derivatives
;
loop_
_publ_author_name
 'Hamazaki, Hiroshi'
 'Ohba, Shigeru'
 'Toda, Fumio'
 'Takumi, Hideaki'
_chemical_formula_moiety  'C16 H14 O3'
_chemical_formula_sum  'C16 H14 O3'
_chemical_formula_structural  'C6H4(COOH)(C2H2C6H4(OCH3))'
_chemical_formula_weight  254.29
_chemical_melting_point  '467-469.5'
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
 +x,+y,+z
 1/2-x,1/2+y,1/2-z
 -x,-y,-z
 1/2+x,1/2-y,1/2+z
_cell_length_a  11.280(2)
_cell_length_b  5.273(2)
_cell_length_c  22.462(2)
_cell_angle_alpha  90
_cell_angle_beta  103.000(10)
_cell_angle_gamma  90
_cell_volume  1301.8(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  300
_exptl_crystal_density_diffrn  1.297
_diffrn_ambient_temperature  300
_refine_ls_R_factor_obs   .0512
_refine_ls_wR_factor_obs   .0463
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_occupancy
 O1  .04140(10)
   -.2844(3)  .55398(6)  .0730(10)
   Uij 1.000
 O2  .11470(10)
   -.3328(3)  .47193(6)  .0720(10)
   Uij 1.000
 C3  .1129(2)  -.2186(4)  .52346(8)  .0480(10)
   Uij 1.000
 C4  .2033(2)  -.0103(4)  .53994(8)  .0430(10)
   Uij 1.000
 C5  .2814(2)  .0347(5)  .50091(9)  .0600(10)
  Uij 1.000
 C6  .3673(2)  .2237(5)  .51230(10)
  .0640(10)
 Uij 1.000
 C7  .3768(2)  .3746(4)  .56313(9)  .0550(10)
  Uij 1.000
 C8  .3005(2)  .3345(4)  .60203(9)  .0530(10)
  Uij 1.000
 C9  .2122(2)  .1422(4)  .59244(8)  .0430(10)
  Uij 1.000
 C10  .1348(2)  .1085(4)  .63670(9)  .0550(10)
   Uij 1.000
 C11  .1286(2)  .2550(4)  .68247(9)  .0530(10)
   Uij 1.000
 C12  .0512(2)  .2208(4)  .72651(8)  .0460(10)
   Uij 1.000
 C13  .0622(2)  .3890(4)  .77521(9)  .0580(10)
   Uij 1.000
 C14  -.0089(2)  .3670(4)  .81741(9)  .0590(10)
 Uij 1.000
 C15  -.0936(2)  .1758(4)  .81213(8)  .0480(10)
 Uij 1.000
 C16  -.1062(2)  .0061(5)  .76476(9)  .0580(10)
 Uij 1.000
 C17  -.0338(2)  .0288(4)  .72283(9)  .0600(10)
 Uij 1.000
 O18  -.15940(10)
  .1726(3)  .85645(6)  .0700(10)
 Uij 1.000
 C19  -.2461(3)  -.0288(7)  .85390(10)
  .0830(10)
 Uij 1.000
 H2  .05052  -.44780  .45413  .170(10)
 Uiso 1.000
 H5  .2739(16)  -.071(4) .4654(8)  .062(6) Uiso 1.000
 H6  .4182(16)  .249(4) .4860(8)  .072(6) Uiso 1.000
 H7  .4400(16)  .519(4) .5718(8)  .058(6) Uiso 1.000
 H8  .3109(15)  .433(4) .6372(8)  .056(6) Uiso 1.000
 H10  .0874(17)  -.043(4) .6322(8)  .069(7) Uiso 1.000
 H11  .187(2)  .398(5)  .6930(10)
   .098(8) Uiso 1.000
 H13  .1254(17)  .524(4) .7800(8)  .066(6) Uiso 1.000
 H14  -.0035(17)  .493(4) .8490(9)  .076(7) Uiso 1.000
 H16  -.1630(15)  -.130(4) .7609(8)  .061(6) Uiso 1.000
 H17  -.0435(17)  -.091(4) .6907(8)  .073(7) Uiso 1.000
 H19A  -.2797(17)  .008(4) .8879(9)  .074(7) Uiso 1.000
 H19B  -.206(2)  -.196(5)  .8590(10)
   .130(10)
 Uiso 1.000
 H19C  -.305(2)  -.016(5)  .8160(10)
   .100(10)
 Uiso 1.000
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
 O1  .0664(9)  .0657(10)  .0683(9) -.0220(8)  .0370(8) -.0239(8)
 O2  .0708(9)  .0739(11)  .0541(9) -.0201(9)  .0254(7) -.0237(8)
 C3  .0430(10)
  .0480(10)
  .0470(10)
  .0070(10)
  .0130(10)
  -.0040(10)
 C4  .0400(10)
  .0430(10)
  .0440(10)
  .0040(10)
  .0100(10)
  .0020(10)
 C5  .0600(10)
  .063(2)  .0490(10)
  -.0040(10)
   .0240(10)
   -.0070(10)
 C6  .0570(10)
  .070(2)  .0610(10)
  -.0100(10)
   .0280(10)
   .0070(10)
 C7  .0520(10)
  .0570(10)
  .0540(10)
  -.0070(10)
   .0130(10)
   .0060(10)
 C8  .0550(10)
  .0550(10)
  .0430(10)
  -.0070(10)
   .0120(10)
   -.0020(10)
 C9  .0420(10)
  .0450(10)
  .0390(10)
  .0010(10)
  .0080(10)
  .0050(10)
 C10  .0540(10)
   .0580(10)
   .0450(10)
   -.0180(10)
 .0180(10)
 -.0070(10)
 C11  .0470(10)
   .0460(10)
   .0570(10)
   -.0040(10)
 .0180(10)
 -.0060(10)
 C12  .0430(10)
   .0450(10)
   .0440(10)
   .0020(10)
   .0120(10)
   -.0030(10)
 C13  .0500(10)
   .0540(10)
   .0570(10)
   -.0130(10)
 .0160(10)
 -.0130(10)
 C14  .0560(10)
   .057(2)  .0520(10)
   -.0070(10)
 .0180(10)
 -.0140(10)
 C15  .0460(10)
   .0570(10)
   .0380(10)
   .0050(10)
   .0120(10)
   .0040(10)
 C16  .0590(10)
   .0520(10)
   .0560(10)
   -.0160(10)
 .0220(10)
 -.0050(10)
 C17  .0650(10)
   .0500(10)
   .0530(10)
   -.0120(10)
 .0230(10)
 -.0120(10)
 O18  .0656(9)  .0820(12)  .0519(8) -.0136(9)  .0285(7) -.0065(8)
 C19  .084(2)  .091(2)  .069(2)  -.015(2)  .041(2)  .007(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
 O1 C3 . . 1.221(3) yes
 O2 C3 . . 1.309(3) yes
 C3 C4 . . 1.488(3) yes
 C4 C5 . . 1.396(3) ?
 C4 C9 . . 1.412(3) ?
 C5 C6 . . 1.374(4) ?
 C6 C7 . . 1.376(4) ?
 C7 C8 . . 1.374(3) ?
 C8 C9 . . 1.404(3) ?
 C9 C10 . . 1.474(3) yes
 C10 C11 . . 1.300(3) yes
 C11 C12 . . 1.471(3) yes
 C12 C13 . . 1.392(3) ?
 C12 C17 . . 1.384(3) ?
 C13 C14 . . 1.377(3) ?
 C14 C15 . . 1.376(3) ?
 C15 C16 . . 1.373(3) ?
 C16 C17 . . 1.384(3) ?
 O18 C15 . . 1.369(3) yes
 O18 C19 . . 1.437(4) yes
 O2 H2 . .  .960(2) ?
 C5 H5 . .  .959(18) ?
 C6 H6 . .  .921(18) ?
 C7 H7 . . 1.031(19) ?
 C8 H8 . .  .931(18) ?
 C10 H10 . .  .95(3) ?
 C11 H11 . .  .99(3) ?
 C13 H13 . .  .99(2) ?
 C14 H14 . .  .96(3) ?
 C16 H16 . .  .951(19) ?
 C17 H17 . .  .95(2) ?
 C19 H19A . .  .94(2) ?
 C19 H19B . .  .99(3) ?
 C19 H19C . .  .96(3) ?