Crystal structure of methyl (E)-4-[2-(8-hy-droxy-quinolin-2-yl)vin-yl]benzoate

Acta Crystallogr E Crystallogr Commun. 2016 Aug 5;72(Pt 9):1251-1253. doi: 10.1107/S205698901601210X. eCollection 2016 Sep 1.

Abstract

The title compound, C19H15NO3, was synthesized by a Perkin reaction of 2-methyl-8-hy-droxy-quinoline and 4-formyl-2-methyl-benzoate in acetic anhydride under a nitro-gen atmosphere. The mol-ecule has an E conformation about the C=C bond, and the quinoline ring system and the benzene ring are inclined to one another by 29.22 (7)°. There is an intra-molecular O-H⋯N hydrogen bond in the 8-hy-droxy-quinoline moiety. In the crystal, mol-ecules are linked by pairs of O-H⋯O hydrogen bonds, forming inversion dimers with an R22(28) ring motif. The dimers are linked by C-H⋯O hydrogen bonds and C-H⋯π inter-actions, forming sheets parallel to plane (10-1).

Keywords: 8-hy­droxy­quinoline derivative; C—H⋯π inter­actions; crystal structure; hydrogen bonding; inversion dimer; inversion dimers; vin­yl.