#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200372.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_2200372
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o561
_journal_page_last  o562
_publ_section_title
;
2-{3-[2-(4-Hydroxyphenyl)vinyl]-5,5-dimethylcyclohex-2-en-1-ylidene}-
malononitrile
;
loop_
_publ_author_name
  'Kolev, Tsonko'
  'Glavcheva, Zornitza '
  'Yancheva, Denitsa'
  'Sch\"urmann, Markus'
  'Kleb, Dirk-Christian'
  'Preut, Hans'
  'Bleckmann, Paul'
_chemical_formula_moiety  'C19 H18 N2 O'
_chemical_formula_sum  'C19 H18 N2 O'
_chemical_formula_iupac  'C19 H18 N2 O'
_chemical_formula_weight  290.35
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n a 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  'x+1/2, -y+1/2, z'
  '-x+1/2, y+1/2, z+1/2'
_cell_length_a  15.4413(3)
_cell_length_b  10.9988(3)
_cell_length_c  9.5699(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1625.31(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  291.0(10)
_exptl_crystal_density_diffrn  1.187
_diffrn_ambient_temperature  291.0(10)
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
  O1  .54750(10)  .15514(18)  .5395(2)  .0749(6) Uani d . 1 . . O
  H1  .5783  .1870  .5989  .112 Uiso calc R 1 . . H
  N1  .83970(17)  -.2503(2)  -.7355(3)  .0753(7) Uani d . 1 . . N
  N2  .58520(17)  -.2233(2)  -.5335(3)  .0827(7) Uani d . 1 . . N
  C1  .69221(13)  .04293(19)  .1955(2)  .0426(5) Uani d . 1 . . C
  C2  .73123(13)  .09715(19)  .3099(2)  .0468(6) Uani d . 1 . . C
  H2  .7909  .1082  .3089  .056 Uiso calc R 1 . . H
  C3  .68509(14)  .1355(2)  .4254(2)  .0478(5) Uani d . 1 . . C
  H3  .7134  .1725  .4999  .057 Uiso calc R 1 . . H
  C4  .59748(13)  .1186(2)  .4293(2)  .0509(6) Uani d . 1 . . C
  C5  .55606(15)  .0642(3)  .3172(3)  .0652(7) Uani d . 1 . . C
  H5  .4964  .0528  .3198  .078 Uiso calc R 1 . . H
  C6  .60214(14)  .0271(2)  .2025(3)  .0592(7) Uani d . 1 . . C
  H6  .5733  -.0092  .1282  .071 Uiso calc R 1 . . H
  C7  .74379(14)  .00947(19)  .0751(2)  .0444(5) Uani d . 1 . . C
  H7  .8034  .0162  .0862  .053 Uiso calc R 1 . . H
  C8  .71726(14)  -.0297(2)  -.0493(2)  .0465(6) Uani d . 1 . . C
  H8  .6579  -.0391  -.0617  .056 Uiso calc R 1 . . H
  C9  .77203(13)  -.05884(18)  -.1669(2)  .0416(5) Uani d . 1 . . C
  C10  .73713(13)  -.10251(19)  -.2865(2)  .0454(5) Uani d . 1 . . C
  H10  .6772  -.1086  -.2922  .054 Uiso calc R 1 . . H
  C11  .78721(13)  -.13980(19)  -.4043(2)  .0428(5) Uani d . 1 . . C
  C12  .88379(13)  -.1336(2)  -.3922(3)  .0552(6) Uani d . 1 . . C
  H12A  .9082  -.1208  -.4845  .066 Uiso calc R 1 . . H
  H12B  .9051  -.2110  -.3579  .066 Uiso calc R 1 . . H
  C13  .91548(13)  -.0324(2)  -.2950(2)  .0504(6) Uani d . 1 . . C
  C14  .86870(13)  -.0443(2)  -.1551(2)  .0453(5) Uani d . 1 . . C
  H14A  .8920  -.1141  -.1057  .054 Uiso calc R 1 . . H
  H14B  .8809  .0273  -.0994  .054 Uiso calc R 1 . . H
  C15  .74921(14)  -.18608(19)  -.5220(2)  .0479(6) Uani d . 1 . . C
  C16  .79921(16)  -.2226(2)  -.6404(3)  .0542(6) Uani d . 1 . . C
  C17  .65798(18)  -.2053(2)  -.5306(3)  .0544(6) Uani d . 1 . . C
  C18 1.01269(15)  -.0488(3)  -.2716(3)  .0791(9) Uani d . 1 . . C
  H18A 1.0423  -.0448  -.3597  .119 Uiso calc R 1 . . H
  H18B 1.0232  -.1263  -.2289  .119 Uiso calc R 1 . . H
  H18C 1.0336  .0146  -.2115  .119 Uiso calc R 1 . . H
  C19  .89807(17)  .0923(2)  -.3597(3)  .0710(7) Uani d . 1 . . C
  H19A  .8367  .1044  -.3685  .107 Uiso calc R 1 . . H
  H19B  .9245  .0964  -.4504  .107 Uiso calc R 1 . . H
  H19C  .9221  .1545  -.3008  .107 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
  O1  .0675(10)  .1041(14)  .0531(11)  -.0104(10)  .0201(9)  -.0254(10)
  N1  .0944(17)  .0894(15)  .0420(13)  -.0080(12)  .0055(13)  -.0218(12)
  N2  .0766(16)  .0971(18)  .0743(17)  -.0156(13)  -.0113(15)  -.0127(14)
  C1  .0457(12)  .0476(12)  .0343(13)  -.0012(9)  .0037(10)  -.0037(10)
  C2  .0425(11)  .0571(13)  .0407(14)  .0006(10)  -.0011(11)  -.0034(11)
  C3  .0547(13)  .0551(13)  .0337(12)  .0009(10)  -.0031(11)  -.0097(11)
  C4  .0536(15)  .0588(14)  .0402(14)  -.0019(10)  .0149(12)  -.0075(11)
  C5  .0458(13)  .0960(19)  .0539(17)  -.0160(12)  .0098(14)  -.0177(15)
  C6  .0514(13)  .0843(17)  .0419(15)  -.0173(11)  .0042(12)  -.0168(14)
  C7  .0444(11)  .0528(13)  .0361(13)  -.0003(9)  .0016(10)  -.0007(10)
  C8  .0449(11)  .0583(14)  .0364(14)  -.0036(10)  .0034(11)  -.0079(10)
  C9  .0466(11)  .0451(11)  .0330(12)  .0015(9)  .0014(11)  -.0031(10)
  C10  .0464(11)  .0528(13)  .0369(12)  -.0026(9)  -.0021(11)  -.0064(11)
  C11  .0542(12)  .0414(11)  .0327(12)  -.0024(9)  .0015(11)  -.0023(10)
  C12  .0542(12)  .0713(16)  .0400(14)  .0005(11)  .0060(11)  -.0138(12)
  C13  .0467(12)  .0679(15)  .0367(13)  -.0072(10)  .0045(11)  -.0110(12)
  C14  .0475(12)  .0532(13)  .0352(13)  -.0001(9)  .0007(10)  -.0055(11)
  C15  .0625(14)  .0471(13)  .0341(13)  -.0061(10)  -.0010(12)  -.0055(11)
  C16  .0719(16)  .0554(14)  .0354(14)  -.0072(11)  -.0041(13)  -.0092(12)
  C17  .0690(18)  .0550(14)  .0392(14)  -.0085(11)  -.0074(13)  -.0059(11)
  C18  .0472(13)  .135(3)  .0550(18)  -.0085(15)  .0070(14)  -.0223(18)
  C19  .0890(17)  .0771(17)  .0470(16)  -.0217(13)  .0105(14)  .0007(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
  O1 C4 . 1.368(3) ?
  O1 H1 .  .820 ?
  N1 C16 . 1.145(3) ?
  N2 C17 . 1.141(3) ?
  C1 C2 . 1.385(3) ?
  C1 C6 . 1.403(3) ?
  C1 C7 . 1.448(3) ?
  C2 C3 . 1.381(3) ?
  C2 H2 .  .930 ?
  C3 C4 . 1.366(3) ?
  C3 H3 .  .930 ?
  C4 C5 . 1.385(3) ?
  C5 C6 . 1.370(3) ?
  C5 H5 .  .930 ?
  C6 H6 .  .930 ?
  C7 C8 . 1.330(3) ?
  C7 H7 .  .930 ?
  C8 C9 . 1.444(3) ?
  C8 H8 .  .930 ?
  C9 C10 . 1.353(3) ?
  C9 C14 . 1.505(3) ?
  C10 C11 . 1.427(3) ?
  C10 H10 .  .930 ?
  C11 C15 . 1.368(3) ?
  C11 C12 . 1.497(3) ?
  C12 C13 . 1.531(3) ?
  C12 H12A .  .970 ?
  C12 H12B .  .970 ?
  C13 C14 . 1.527(3) ?
  C13 C18 . 1.528(3) ?
  C13 C19 . 1.529(4) ?
  C14 H14A .  .970 ?
  C14 H14B .  .970 ?
  C15 C17 . 1.427(4) ?
  C15 C16 . 1.429(4) ?
  C18 H18A .  .960 ?
  C18 H18B .  .960 ?
  C18 H18C .  .960 ?
  C19 H19A .  .960 ?
  C19 H19B .  .960 ?
  C19 H19C .  .960 ?