data_2200794
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o964
_journal_page_last  o965
_publ_section_title
;
Monoclinic form of 2-{5,5-dimethyl-3-[2-(2,4,6-trimethoxyphenyl)vinyl]-
cyclohex-2-enylidene}malononitrile
;
loop_
_publ_author_name
  'Kolev, Tsonko'
  'Glavcheva, Zornitza '
  'Sch\"urmann, Markus'
  'Kleb, Dirk-Christian'
  'Preut, Hans'
  'Bleckmann, Paul'
_chemical_formula_moiety  'C22 H24 N2 O3'
_chemical_formula_sum  'C22 H24 N2 O3'
_chemical_formula_iupac  'C22 H24 N2 O3'
_chemical_formula_weight  364.43
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  10.7130(3)
_cell_length_b  9.0471(3)
_cell_length_c  20.6565(7)
_cell_angle_alpha  90.00
_cell_angle_beta  90.1565(13)
_cell_angle_gamma  90.00
_cell_volume  2002.05(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  291.0(10)
_exptl_crystal_density_diffrn  1.209
_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  .10139(17)  .90442(19)  .11949(8)  .0608(5) Uani d . 1 . . O
  O2  .42499(17) 1.2395(2)  .16927(8)  .0702(6) Uani d . 1 . . O
  O3  .34379(18) 1.0912(2)  -.05091(8)  .0667(6) Uani d . 1 . . O
  N1  -.3470(2)  .3285(3)  -.19234(12)  .0763(8) Uani d . 1 . . N
  N2  -.3435(2)  .4407(3)  .01276(12)  .0730(8) Uani d . 1 . . N
  C1  .0244(2)  .7186(3)  -.06374(11)  .0439(7) Uani d . 1 . . C
  C2  -.0796(2)  .6328(3)  -.05675(12)  .0484(7) Uani d . 1 . . C
  H2A  -.1173  .6287  -.0163  .058 Uiso calc R 1 . . H
  C3  -.1332(2)  .5494(3)  -.10815(11)  .0443(7) Uani d . 1 . . C
  C4  -.0761(2)  .5612(3)  -.17384(11)  .0516(7) Uani d . 1 . . C
  H4A  -.1154  .6420  -.1971  .062 Uiso calc R 1 . . H
  H4B  -.0926  .4709  -.1977  .062 Uiso calc R 1 . . H
  C5  .0648(3)  .5875(3)  -.17162(11)  .0488(7) Uani d . 1 . . C
  C6  .0906(2)  .7210(3)  -.12797(11)  .0531(7) Uani d . 1 . . C
  H6A  .1798  .7267  -.1200  .064 Uiso calc R 1 . . H
  H6B  .0664  .8100  -.1510  .064 Uiso calc R 1 . . H
  C7  -.2374(2)  .4644(3)  -.09854(12)  .0462(7) Uani d . 1 . . C
  C8  -.2971(3)  .3882(3)  -.15042(14)  .0541(8) Uani d . 1 . . C
  C9  -.2964(2)  .4523(3)  -.03675(14)  .0513(7) Uani d . 1 . . C
  C10  .1314(3)  .4501(3)  -.14482(13)  .0674(9) Uani d . 1 . . C
  H10A  .2197  .4679  -.1432  .101 Uiso calc R 1 . . H
  H10B  .1148  .3671  -.1725  .101 Uiso calc R 1 . . H
  H10C  .1014  .4294  -.1020  .101 Uiso calc R 1 . . H
  C11  .1124(3)  .6189(3)  -.23995(11)  .0688(9) Uani d . 1 . . C
  H11A  .0705  .7042  -.2571  .103 Uiso calc R 1 . . H
  H11B  .0961  .5351  -.2672  .103 Uiso calc R 1 . . H
  H11C  .2007  .6373  -.2384  .103 Uiso calc R 1 . . H
  C12  .0679(2)  .8073(3)  -.01057(11)  .0474(7) Uani d . 1 . . C
  H12A  .0265  .7995  .0288  .057 Uiso calc R 1 . . H
  C13  .1659(2)  .9015(3)  -.01442(12)  .0487(7) Uani d . 1 . . C
  H13A  .2012  .9082  -.0554  .058 Uiso calc R 1 . . H
  C14  .2251(2)  .9934(3)  .03385(11)  .0441(7) Uani d . 1 . . C
  C15  .1980(2)  .9932(3)  .10053(12)  .0470(7) Uani d . 1 . . C
  C16  .2659(2) 1.0761(3)  .14411(12)  .0503(7) Uani d . 1 . . C
  H16A  .2468 1.0732  .1880  .060 Uiso calc R 1 . . H
  C17  .3627(3) 1.1635(3)  .12208(13)  .0500(7) Uani d . 1 . . C
  C18  .3915(2) 1.1729(3)  .05700(12)  .0507(7) Uani d . 1 . . C
  H18A  .4556 1.2338  .0426  .061 Uiso calc R 1 . . H
  C19  .3225(2) 1.0889(3)  .01405(12)  .0469(7) Uani d . 1 . . C
  C20  .0710(3)  .8997(3)  .18625(12)  .0708(9) Uani d . 1 . . C
  H20A  .0020  .8336  .1927  .106 Uiso calc R 1 . . H
  H20B  .0484  .9970  .2007  .106 Uiso calc R 1 . . H
  H20C  .1419  .8655  .2105  .106 Uiso calc R 1 . . H
  C21  .5353(3) 1.3159(4)  .15154(13)  .0894(11) Uani d . 1 . . C
  H21A  .5695 1.3647  .1889  .134 Uiso calc R 1 . . H
  H21B  .5159 1.3880  .1189  .134 Uiso calc R 1 . . H
  H21C  .5952 1.2469  .1349  .134 Uiso calc R 1 . . H
  C22  .4402(3) 1.1844(3)  -.07536(12)  .0698(9) Uani d . 1 . . C
  H22A  .4441 1.1751  -.1216  .105 Uiso calc R 1 . . H
  H22B  .5188 1.1556  -.0568  .105 Uiso calc R 1 . . H
  H22C  .4227 1.2852  -.0641  .105 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  .0710(14)  .0688(12)  .0427(11)  -.0252(11)  .0075(10)  -.0015(9)
  O2  .0683(14)  .0987(15)  .0435(12)  -.0360(12)  .0040(10)  -.0147(11)
  O3  .0832(15)  .0771(13)  .0399(11)  -.0340(11)  .0080(10)  -.0066(9)
  N1  .077(2)  .088(2)  .0637(18)  -.0232(15)  -.0099(15)  -.0043(14)
  N2  .0706(19)  .0879(19)  .0605(17)  -.0119(14)  .0111(15)  .0050(14)
  C1  .0482(18)  .0435(16)  .0400(16)  .0007(13)  -.0036(13)  .0022(12)
  C2  .0524(19)  .0552(17)  .0377(16)  -.0046(14)  -.0003(14)  .0030(13)
  C3  .0456(18)  .0490(16)  .0382(16)  -.0012(14)  -.0062(13)  .0010(13)
  C4  .054(2)  .0604(18)  .0401(16)  -.0031(14)  -.0057(14)  -.0011(13)
  C5  .0523(19)  .0546(17)  .0395(16)  -.0051(14)  -.0015(13)  -.0036(13)
  C6  .0565(19)  .0579(18)  .0448(16)  -.0066(14)  .0000(14)  .0009(13)
  C7  .0456(18)  .0536(17)  .0393(16)  -.0021(14)  -.0078(14)  -.0010(13)
  C8  .0460(19)  .0621(19)  .0541(19)  -.0053(15)  -.0027(15)  .0029(16)
  C9  .0453(19)  .0513(18)  .057(2)  -.0085(13)  -.0070(16)  .0004(14)
  C10  .067(2)  .0667(19)  .069(2)  .0056(16)  -.0030(16)  -.0097(16)
  C11  .069(2)  .093(2)  .0443(17)  -.0125(17)  .0060(15)  -.0048(15)
  C12  .0533(19)  .0511(17)  .0379(16)  -.0033(14)  -.0012(13)  -.0031(13)
  C13  .0549(19)  .0488(16)  .0425(16)  -.0004(15)  .0002(14)  .0006(13)
  C14  .0492(18)  .0452(16)  .0379(16)  -.0039(14)  -.0012(13)  -.0046(12)
  C15  .0528(19)  .0450(16)  .0431(17)  -.0029(14)  .0002(14)  .0018(13)
  C16  .0544(19)  .0621(19)  .0344(15)  -.0087(15)  .0034(14)  .0002(14)
  C17  .0524(19)  .0565(17)  .0411(17)  -.0053(15)  -.0038(15)  -.0103(13)
  C18  .0546(19)  .0549(17)  .0426(17)  -.0097(14)  .0066(14)  -.0053(13)
  C19  .0572(19)  .0502(17)  .0334(16)  -.0030(15)  .0021(14)  -.0033(13)
  C20  .087(2)  .075(2)  .0500(18)  -.0258(17)  .0180(17)  -.0008(15)
  C21  .075(2)  .130(3)  .063(2)  -.048(2)  .0064(18)  -.0252(19)
  C22  .090(2)  .072(2)  .0479(18)  -.0294(18)  .0142(16)  .0019(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 C15 . 1.368(3) ?
  O1 C20 . 1.419(3) ?
  O2 C17 . 1.366(3) ?
  O2 C21 . 1.418(3) ?
  O3 C19 . 1.362(3) ?
  O3 C22 . 1.427(3) ?
  N1 C8 . 1.150(3) ?
  N2 C9 . 1.147(3) ?
  C1 C2 . 1.365(3) ?
  C1 C12 . 1.437(3) ?
  C1 C6 . 1.506(3) ?
  C2 C3 . 1.423(3) ?
  C2 H2A .  .9300 ?
  C3 C7 . 1.371(3) ?
  C3 C4 . 1.494(3) ?
  C4 C5 . 1.528(3) ?
  C4 H4A .  .9700 ?
  C4 H4B .  .9700 ?
  C5 C11 . 1.529(3) ?
  C5 C6 . 1.532(3) ?
  C5 C10 . 1.536(3) ?
  C6 H6A .  .9700 ?
  C6 H6B .  .9700 ?
  C7 C8 . 1.424(4) ?
  C7 C9 . 1.430(4) ?
  C10 H10A .  .960 ?
  C10 H10B .  .960 ?
  C10 H10C .  .960 ?
  C11 H11A .  .960 ?
  C11 H11B .  .960 ?
  C11 H11C .  .960 ?
  C12 C13 . 1.355(3) ?
  C12 H12A .  .930 ?
  C13 C14 . 1.443(3) ?
  C13 H13A .  .930 ?
  C14 C15 . 1.409(3) ?
  C14 C19 . 1.416(3) ?
  C15 C16 . 1.378(3) ?
  C16 C17 . 1.382(3) ?
  C16 H16A .  .930 ?
  C17 C18 . 1.383(3) ?
  C18 C19 . 1.381(3) ?
  C18 H18A .  .930 ?
  C20 H20A .  .960 ?
  C20 H20B .  .960 ?
  C20 H20C .  .960 ?
  C21 H21A .  .960 ?
  C21 H21B .  .960 ?
  C21 H21C .  .960 ?
  C22 H22A .  .960 ?
  C22 H22B .  .960 ?
  C22 H22C .  .960 ?