Acta Crystallographica Section E (Jan 2014)

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

  • Graeme J. Gainsford,
  • M. Delower H. Bhuiyan,
  • Andrew J. Kay

DOI
https://doi.org/10.1107/S1600536813033242
Journal volume & issue
Vol. 70, no. 1
pp. o45 – o46

Abstract

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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.