Crystal structure of 9-methacryloylanthracene

Acta Crystallogr E Crystallogr Commun. 2015 Mar 11;71(Pt 4):357-9. doi: 10.1107/S2056989015004090. eCollection 2015 Apr 1.

Abstract

In the title compound, C18H14O, with systematic name 1-(anthracen-9-yl)-2-methyl-prop-2-en-1-one, the ketonic C atom lies 0.2030 (16) Å out of the anthryl-ring-system plane. The dihedral angle between the planes of the anthryl and methacryloyl moieties is 88.30 (3)° and the stereochemistry about the Csp (2)-Csp (2) bond in the side chain is transoid. In the crystal, the end rings of the anthryl units in adjacent mol-ecules associate in parallel-planar orientations [shortest centroid-centroid distance = 3.6320 (7) Å]. A weak hydrogen bond is observed between an aromatic H atom and the O atom of a mol-ecule displaced by translation in the a-axis direction, forming sheets of parallel-planar anthryl groups packing in this direction.

Keywords: acetyl­anthracene; aldol; crystal structure; methyl­ation; stereochemistry.