#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200575.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_2200575
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o760
_journal_page_last  o761
_publ_section_title
;
2-{3-[2-(1H-Indol-3-yl)vinyl]-5,5-dimethylcyclohex-2-enylidene}malononitrile
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Kolev, Tsonko'
  'Glavcheva, Zornitza '
  'Yancheva, Denitsa'
  'Sch\"urmann, Markus'
  'Kleb, Dirk-Christian'
  'Preut, Hans'
  'Bleckmann, Paul'
_chemical_formula_moiety  'C21 H19 N3'
_chemical_formula_sum  'C21 H19 N3'
_chemical_formula_iupac  'C21 H19 N3'
_chemical_formula_weight  313.39
_symmetry_cell_setting  monoclinic
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  15.5033(3)
_cell_length_b  7.5309(2)
_cell_length_c  15.9609(4)
_cell_angle_alpha  90.00
_cell_angle_beta  110.7740(10)
_cell_angle_gamma  90.00
_cell_volume  1742.34(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  291.0(10)
_exptl_crystal_density_diffrn  1.195
_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
  N1  .77182(14)  .7498(3)  .33635(14)  .1010(7) Uani d . 1 . . N
  N2  .92484(13)  .2631(3)  .36515(14)  .0878(6) Uani d . 1 . . N
  N3 1.31308(10)  .3652(2)  -.01387(11)  .0607(5) Uani d . 1 . . N
  H3 1.3479  .3771  -.0452  .073 Uiso calc R 1 . . H
  C1 1.03138(11)  .5987(2)  .14831(11)  .0422(4) Uani d . 1 . . C
  C2  .98908(11)  .5345(2)  .20362(11)  .0454(5) Uani d . 1 . . C
  H2 1.0038  .4203  .2264  .054 Uiso calc R 1 . . H
  C3  .92340(11)  .6330(2)  .22840(12)  .0446(5) Uani d . 1 . . C
  C4  .89425(11)  .8097(2)  .18518(12)  .0478(5) Uani d . 1 . . C
  H4A  .8739  .8831  .2245  .057 Uiso calc R 1 . . H
  H4B  .8421  .7931  .1299  .057 Uiso calc R 1 . . H
  C5  .97066(11)  .9071(2)  .16431(11)  .0433(5) Uani d . 1 . . C
  C6 1.00848(12)  .7823(2)  .10977(12)  .0476(5) Uani d . 1 . . C
  H6A  .9632  .7728  .0496  .057 Uiso calc R 1 . . H
  H6B 1.0637  .8349  .1051  .057 Uiso calc R 1 . . H
  C7  .88658(12)  .5679(2)  .28792(13)  .0513(5) Uani d . 1 . . C
  C8  .82267(15)  .6688(3)  .31439(14)  .0672(6) Uani d . 1 . . C
  C9  .90860(13)  .3979(3)  .32954(14)  .0608(6) Uani d . 1 . . C
  C10  .93022(13) 1.0729(2)  .10920(13)  .0588(5) Uani d . 1 . . C
  H10A  .8823 1.0389  .0544  .088 Uiso calc R 1 . . H
  H10B  .9779 1.1345  .0957  .088 Uiso calc R 1 . . H
  H10C  .9051 1.1494  .1429  .088 Uiso calc R 1 . . H
  C11 1.04724(12)  .9601(2)  .25218(13)  .0590(5) Uani d . 1 . . C
  H11A 1.0221 1.0361  .2861  .088 Uiso calc R 1 . . H
  H11B 1.0950 1.0220  .2390  .088 Uiso calc R 1 . . H
  H11C 1.0725  .8554  .2864  .088 Uiso calc R 1 . . H
  C12 1.09727(11)  .4906(2)  .12729(11)  .0467(5) Uani d . 1 . . C
  H12 1.1090  .3790  .1538  .056 Uiso calc R 1 . . H
  C13 1.14364(11)  .5335(2)  .07342(11)  .0485(5) Uani d . 1 . . C
  H13 1.1312  .6453  .0471  .058 Uiso calc R 1 . . H
  C14 1.21002(11)  .4295(2)  .05107(12)  .0460(5) Uani d . 1 . . C
  C15 1.24434(11)  .2509(2)  .07679(11)  .0444(5) Uani d . 1 . . C
  C16 1.22783(12)  .1170(3)  .12974(12)  .0535(5) Uani d . 1 . . C
  H16 1.1869  .1360  .1596  .064 Uiso calc R 1 . . H
  C17 1.27243(13)  -.0424(3)  .13735(13)  .0637(6) Uani d . 1 . . C
  H17 1.2606  -.1318  .1720  .076 Uiso calc R 1 . . H
  C18 1.33486(14)  -.0740(3)  .09456(14)  .0692(6) Uani d . 1 . . C
  H18 1.3640  -.1837  .1009  .083 Uiso calc R 1 . . H
  C19 1.35395(13)  .0548(3)  .04322(14)  .0650(6) Uani d . 1 . . C
  H19 1.3963  .0351  .0151  .078 Uiso calc R 1 . . H
  C20 1.30800(12)  .2156(3)  .03455(12)  .0510(5) Uani d . 1 . . C
  C21 1.25459(12)  .4895(3)  -.00406(12)  .0569(5) Uani d . 1 . . C
  H21 1.2457  .6008  -.0310  .068 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
  N1  .1147(17)  .1093(17)  .1101(17)  .0341(13)  .0783(15)  .0100(13)
  N2  .1057(15)  .0763(15)  .1108(17)  .0105(12)  .0747(14)  .0251(12)
  N3  .0642(10)  .0671(12)  .0694(12)  -.0082(9)  .0467(9)  -.0109(10)
  C1  .0467(10)  .0404(11)  .0433(11)  .0001(9)  .0208(9)  -.0008(9)
  C2  .0530(11)  .0398(11)  .0506(13)  .0008(9)  .0272(10)  .0008(9)
  C3  .0455(10)  .0441(11)  .0476(12)  -.0033(9)  .0207(9)  -.0032(9)
  C4  .0500(10)  .0462(11)  .0522(12)  .0031(9)  .0242(9)  .0003(9)
  C5  .0483(10)  .0384(10)  .0467(12)  .0016(8)  .0211(9)  -.0001(9)
  C6  .0535(11)  .0469(11)  .0478(12)  -.0003(9)  .0246(9)  .0000(9)
  C7  .0555(11)  .0500(12)  .0610(13)  .0014(10)  .0363(11)  .0006(10)
  C8  .0755(14)  .0720(15)  .0717(16)  .0094(12)  .0479(13)  .0080(12)
  C9  .0675(13)  .0628(15)  .0723(15)  -.0005(11)  .0495(12)  .0060(13)
  C10  .0698(12)  .0455(12)  .0654(14)  .0057(10)  .0293(11)  .0042(10)
  C11  .0638(12)  .0567(13)  .0577(14)  -.0048(10)  .0232(11)  -.0073(10)
  C12  .0545(11)  .0420(11)  .0499(12)  .0041(9)  .0264(10)  -.0001(9)
  C13  .0584(11)  .0463(12)  .0486(12)  -.0002(9)  .0285(10)  -.0013(9)
  C14  .0497(10)  .0471(12)  .0494(12)  -.0056(9)  .0275(9)  -.0045(9)
  C15  .0421(10)  .0498(12)  .0436(12)  -.0041(9)  .0181(9)  -.0072(9)
  C16  .0523(11)  .0565(13)  .0545(13)  .0003(10)  .0223(10)  .0000(10)
  C17  .0651(13)  .0589(14)  .0625(15)  .0031(11)  .0172(11)  .0058(11)
  C18  .0653(14)  .0623(15)  .0700(16)  .0147(11)  .0115(12)  -.0073(12)
  C19  .0533(12)  .0767(16)  .0665(15)  .0080(12)  .0234(11)  -.0165(12)
  C20  .0471(10)  .0578(13)  .0514(13)  -.0052(10)  .0216(10)  -.0109(10)
  C21  .0688(13)  .0521(12)  .0621(14)  -.0065(11)  .0384(11)  -.0059(10)
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
  N1 C8 . 1.146(2) ?
  N2 C9 . 1.147(2) ?
  N3 C21 . 1.350(2) ?
  N3 C20 . 1.384(2) ?
  N3 H3 .  .8600 ?
  C1 C2 . 1.362(2) ?
  C1 C12 . 1.436(2) ?
  C1 C6 . 1.504(2) ?
  C2 C3 . 1.425(2) ?
  C2 H2 .  .9300 ?
  C3 C7 . 1.361(2) ?
  C3 C4 . 1.493(2) ?
  C4 C5 . 1.527(2) ?
  C4 H4A .  .9700 ?
  C4 H4B .  .9700 ?
  C5 C10 . 1.528(2) ?
  C5 C6 . 1.532(2) ?
  C5 C11 . 1.535(2) ?
  C6 H6A .  .9700 ?
  C6 H6B .  .9700 ?
  C7 C8 . 1.426(3) ?
  C7 C9 . 1.427(3) ?
  C10 H10A .  .9600 ?
  C10 H10B .  .9600 ?
  C10 H10C .  .9600 ?
  C11 H11A .  .9600 ?
  C11 H11B .  .9600 ?
  C11 H11C .  .9600 ?
  C12 C13 . 1.341(2) ?
  C12 H12 .  .9300 ?
  C13 C14 . 1.436(2) ?
  C13 H13 .  .9300 ?
  C14 C21 . 1.374(2) ?
  C14 C15 . 1.451(2) ?
  C15 C16 . 1.397(2) ?
  C15 C20 . 1.404(2) ?
  C16 C17 . 1.370(3) ?
  C16 H16 .  .9300 ?
  C17 C18 . 1.389(3) ?
  C17 H17 .  .9300 ?
  C18 C19 . 1.368(3) ?
  C18 H18 .  .9300 ?
  C19 C20 . 1.387(3) ?
  C19 H19 .  .9300 ?
  C21 H21 .  .9300 ?