Acta Cryst. (2001). E57, o760-o761  [ doi:10.1107/S1600536801011291 ]

2-{3-[2-(1H-Indol-3-yl)vinyl]-5,5-dimethylcyclohex-2-enylidene}malononitrile

T. Kolev, Z. Glavcheva, D. Yancheva, M. Schürmann, D.-C. Kleb, H. Preut and P. Bleckmann

Abstract: The title compound, C₂₁H₁₉N₃, first synthesized by Lemke [Chem. Ber. (1970), 103, 1894-1898], due to its solvatochromic behaviour is supposed to be a good candidate for non-linear optical (NLO) and electrooptical applications. The molecule is nearly planar, with the exception of the C(CH₃)₂ group; the disubstituted C atom is displaced by 0.627 (2) Å from the mean plane of the remaining atoms of the cyclohexene ring. The hydrogen bond formed by the indolyl NH group with the N atom of one of the cyano groups [NN 3.168 (3) Å and N-HN 148°], links the molecules into infinite chains stretching along the [10] direction of the crystal. The existence of this hydrogen bond was also confirmed by FT-IR spectral data [_N-H = 3388 cm^-1 in the solid state (KBr pellet)].

Online 20 July 2001

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