#------------------------------------------------------------------------------
#$Date: 2011-09-28 16:24:46 +0200 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/02/2100261.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_2100261
_journal_name_full  'Acta Crystallographica, Section B'
_journal_year  2005
_journal_volume  61
_journal_page_first  321
_journal_page_last  328
_publ_section_title
;
Concomitant polymorphism and a temperature-dependent phase change in
(E)-[1-(4-methoxyphenyl)-3-phenyl-2-propenylideneamino)oxyacetic acid
;
_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
  'Skakle, Janet M. S.'
  'Low, John N.'
  'Wardell, James L.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C18 H17 N O4'
_chemical_formula_sum  'C18 H17 N O4'
_chemical_formula_weight  311.33
_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  8.5153(7)
_cell_length_b  16.0591(13)
_cell_length_c  12.1476(10)
_cell_angle_alpha  90.00
_cell_angle_beta  96.801(2)
_cell_angle_gamma  90.00
_cell_volume  1649.5(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  291(2)
_exptl_crystal_density_diffrn  1.254
_diffrn_ambient_temperature  291(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
  C1 0.2993(4) 0.44487(15) 0.4914(2) 0.0959(8) Uani d . 1 . . C
  O2 0.3503(2) 0.48398(12) 0.57345(16) 0.1263(7) Uani d . 1 . . O
  O1 0.3735(2) 0.43644(12) 0.40495(14) 0.1201(7) Uani d . 1 . . O
  C11 -0.2197(2) 0.28337(14) 0.68035(19) 0.0706(6) Uani d . 1 . . C
  C12 -0.1911(3) 0.22962(15) 0.7691(2) 0.0888(7) Uani d . 1 . . C
  C13 -0.2876(4) 0.16258(18) 0.7787(3) 0.1155(10) Uani d . 1 . . C
  C14 -0.4145(4) 0.1500(2) 0.7009(4) 0.1423(16) Uani d . 1 . . C
  C15 -0.4436(4) 0.2016(3) 0.6141(3) 0.1511(17) Uani d . 1 . . C
  C16 -0.3468(3) 0.2687(2) 0.6026(2) 0.1085(9) Uani d . 1 . . C
  C2 0.1439(4) 0.40161(15) 0.4777(2) 0.1028(8) Uani d . 1 . . C
  O3 0.0657(2) 0.41549(9) 0.57237(13) 0.1006(5) Uani d . 1 . . O
  N4 -0.0365(2) 0.34680(10) 0.58148(15) 0.0791(5) Uani d . 1 . . N
  C5 -0.1124(2) 0.35421(13) 0.66720(17) 0.0684(6) Uani d . 1 . . C
  C6 -0.0998(2) 0.42388(12) 0.74340(16) 0.0696(6) Uani d . 1 . . C
  C7 -0.1928(2) 0.43479(13) 0.82325(17) 0.0705(6) Uani d . 1 . . C
  C21 -0.1906(2) 0.50399(12) 0.90073(16) 0.0610(5) Uani d . 1 . . C
  C23 -0.1080(2) 0.64037(13) 0.96543(17) 0.0683(6) Uani d . 1 . . C
  C22 -0.1050(2) 0.57650(12) 0.89120(16) 0.0666(6) Uani d . 1 . . C
  C24 -0.1972(2) 0.63359(12) 1.05257(16) 0.0613(5) Uani d . 1 . . C
  O24 -0.19435(16) 0.70151(9) 1.12107(12) 0.0796(4) Uani d . 1 . . O
  C27 -0.2930(3) 0.70124(16) 1.20787(19) 0.0992(8) Uani d . 1 . . C
  C25 -0.2818(2) 0.56231(13) 1.06569(18) 0.0721(6) Uani d . 1 . . C
  C26 -0.2783(2) 0.49899(13) 0.98954(18) 0.0729(6) Uani d . 1 . . C
  H1 0.4532 0.4656 0.4119 0.180 Uiso calc R 1 . . H
  H12 -0.1056 0.2390 0.8227 0.107 Uiso calc R 1 . . H
  H13 -0.2668 0.1259 0.8379 0.139 Uiso calc R 1 . . H
  H4 -0.4816 0.1051 0.7081 0.171 Uiso calc R 1 . . H
  H15 -0.5299 0.1919 0.5613 0.181 Uiso calc R 1 . . H
  H16 -0.3676 0.3042 0.5421 0.130 Uiso calc R 1 . . H
  H2A 0.0797 0.4225 0.4122 0.123 Uiso calc R 1 . . H
  H2B 0.1597 0.3424 0.4680 0.123 Uiso calc R 1 . . H
  H6 -0.0220 0.4635 0.7363 0.084 Uiso calc R 1 . . H
  H7 -0.2676 0.3935 0.8302 0.085 Uiso calc R 1 . . H
  H23 -0.0497 0.6885 0.9571 0.082 Uiso calc R 1 . . H
  H22 -0.0441 0.5819 0.8329 0.080 Uiso calc R 1 . . H
  H27A -0.4013 0.6943 1.1769 0.149 Uiso calc R 1 . . H
  H27B -0.2815 0.7531 1.2474 0.149 Uiso calc R 1 . . H
  H27C -0.2629 0.6562 1.2578 0.149 Uiso calc R 1 . . H
  H25 -0.3407 0.5568 1.1251 0.087 Uiso calc R 1 . . H
  H26 -0.3371 0.4511 0.9981 0.087 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
  C1 0.154(3) 0.0612(15) 0.0794(18) -0.0045(17) 0.0413(18) -0.0039(13)
  O2 0.1767(19) 0.1113(14) 0.0998(13) -0.0377(14) 0.0530(13) -0.0317(12)
  O1 0.1646(19) 0.1167(16) 0.0876(12) -0.0190(13) 0.0505(13) -0.0161(10)
  C11 0.0610(13) 0.0748(15) 0.0766(14) -0.0006(12) 0.0109(12) -0.0239(13)
  C12 0.0845(16) 0.0757(16) 0.1051(19) -0.0129(14) 0.0068(14) -0.0041(15)
  C13 0.121(2) 0.0910(19) 0.143(3) -0.0400(19) 0.050(2) -0.0258(18)
  C14 0.121(3) 0.168(4) 0.154(3) -0.080(3) 0.081(3) -0.097(3)
  C15 0.091(2) 0.246(5) 0.119(3) -0.059(3) 0.025(2) -0.086(3)
  C16 0.0780(16) 0.159(3) 0.0866(18) -0.0092(19) 0.0005(15) -0.0386(18)
  C2 0.163(3) 0.0716(15) 0.0811(17) -0.0123(18) 0.0438(18) -0.0030(13)
  O3 0.1629(15) 0.0579(9) 0.0892(11) -0.0131(10) 0.0492(11) -0.0078(8)
  N4 0.1055(13) 0.0529(10) 0.0786(12) -0.0007(10) 0.0104(11) -0.0023(9)
  C5 0.0762(14) 0.0636(14) 0.0628(13) 0.0180(12) -0.0024(11) -0.0071(11)
  C6 0.0769(14) 0.0583(13) 0.0721(14) 0.0057(11) 0.0028(12) 0.0000(10)
  C7 0.0647(12) 0.0629(13) 0.0816(14) 0.0025(11) -0.0007(12) -0.0059(11)
  C21 0.0567(11) 0.0550(12) 0.0698(13) 0.0058(10) 0.0016(10) -0.0019(10)
  C23 0.0764(14) 0.0548(12) 0.0745(14) -0.0010(11) 0.0127(12) 0.0027(10)
  C22 0.0769(14) 0.0595(13) 0.0657(13) 0.0054(11) 0.0183(11) 0.0032(10)
  C24 0.0586(12) 0.0569(13) 0.0667(13) 0.0068(10) 0.0004(10) -0.0061(10)
  O24 0.0857(10) 0.0726(10) 0.0822(10) 0.0011(8) 0.0168(8) -0.0168(8)
  C27 0.1024(17) 0.110(2) 0.0886(17) 0.0071(16) 0.0270(15) -0.0283(14)
  C25 0.0641(12) 0.0710(14) 0.0846(15) -0.0009(11) 0.0226(11) -0.0079(12)
  C26 0.0624(12) 0.0629(13) 0.0955(16) -0.0076(11) 0.0180(12) -0.0075(12)
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
  C1 O2 . 1.214(3) no
  C1 O1 . 1.295(3) no
  C1 C2 . 1.486(4) no
  O1 H1 . 0.82 no
  C11 C16 . 1.370(3) no
  C11 C12 . 1.380(3) no
  C11 C5 . 1.479(3) no
  C12 C13 . 1.368(3) no
  C12 H12 . 0.93 no
  C13 C14 . 1.364(4) no
  C13 H13 . 0.93 no
  C14 C15 . 1.341(5) no
  C14 H4 . 0.93 no
  C15 C16 . 1.374(5) no
  C15 H15 . 0.93 no
  C16 H16 . 0.93 no
  C2 O3 . 1.414(3) no
  C2 H2A . 0.97 no
  C2 H2B . 0.97 no
  O3 N4 . 1.417(2) no
  N4 C5 . 1.294(2) no
  C5 C6 . 1.448(3) no
  C6 C7 . 1.335(3) no
  C6 H6 . 0.93 no
  C7 C21 . 1.455(3) no
  C7 H7 . 0.93 no
  C21 C26 . 1.385(3) no
  C21 C22 . 1.386(3) no
  C23 C22 . 1.368(3) no
  C23 C24 . 1.378(3) no
  C23 H23 . 0.93 no
  C22 H22 . 0.93 no
  C24 O24 . 1.370(2) no
  C24 C25 . 1.372(3) no
  O24 C27 . 1.424(2) no
  C27 H27A . 0.96 no
  C27 H27B . 0.96 no
  C27 H27C . 0.96 no
  C25 C26 . 1.377(3) no
  C25 H25 . 0.93 no
  C26 H26 . 0.93 no
_cod_database_code 2100261