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.

Highlights

  • The title compound, C25H24N4O2, adopts a cisoid configuration and has twofold orientational disorder of the 2-hydroxyethyl group

  • 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)]

  • The molecules pack in parallel dimeric sheets about centres of symmetry, utilizing O—HÁ Á ÁN(cyano), C—HÁ Á ÁN(cyano) and O—HÁ Á ÁO hydrogen bonds, in two sets parallel to (021) and (021) planes

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Summary

Structure Reports Online

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—HÁ Á ÁO hydrogen bond involving the lowest occupancy hydroxy O atom is observed. The molecules pack in parallel dimeric sheets about centres of symmetry, utilizing O—HÁ Á ÁN(cyano), C—HÁ Á ÁN(cyano) and O—HÁ Á ÁO hydrogen bonds, in two sets parallel to (021) and (021) planes

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