Acta Crystallographica Section E

Structure Reports Online

Volume 70, Part 1 (January 2014)


organic compounds



pk2507 scheme

Acta Cryst. (2014). E70, o45-o46    [ doi:10.1107/S1600536813033242 ]

2-(3-Cyano-4-{3-[1-(2-hy­droxy­eth­yl)-3,3-dimethyl-1,3-di­hydro­indol-2-yl­idene]prop-2-en­yl}-5,5-dimethyl-5H-furan-2-yl­idene)malono­nitrile

G. J. Gainsford, M. D. H. Bhuiyan and A. J. Kay

Abstract: The title compound, C25H24N4O2, adopts a cisoid configuration and has twofold orientational disorder of the 2-hy­droxy­ethyl group. The mol­ecule is twisted from planarity so that the dihedral angle between the terminating indol-2-yl­idene and the furan-2-yl­idene moiety mean planes is 12.75 (7)°. Conformational disorder occurs at the indol-2-yl­idene N atom, which results in two orientations for the hy­droxy­ethyl group [occupancy ratio = 0.896 (2):0.104 (2)], and the hy­droxy O atom of the 2-hy­droxy­ethyl group is located over three sites [occupancy ratio = 0.548 (2):0.348 (2):0.104 (2)]. An intra­molecular C-H...O hydrogen bond involving the lowest occupancy hy­droxy O atom is observed. In the crystal, the mol­ecules pack in parallel dimeric sheets about centres of symmetry, utilizing O-H...N(cyano), C-H...N(cyano) and O-H...O hydrogen bonds, in two sets parallel to (02-1) and (021) planes.


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