(E)-3-{4,6-Dimeth-oxy-2-[(E)-4-meth-oxy-styr-yl]-3-methyl-phen-yl}-1-(2-hy-droxy-5-meth-oxy-phen-yl)prop-2-en-1-one

Abstract

In the title compound, C₂₈H₂₈O₆, the benzene rings in the resveratrol moiety are connected by a trans C=C double bond, and the hydroxyl group containing a benzene ring and the central benzene ring are linked through a C=(O)-C=C (enone) moiety to form a chalcone unit. An intra-molecular O-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, pairs of C-H⋯O hydrogen bonds generate dimers and additional weak C-H⋯O inter-actions link the dimers into chains propagating along the b-axis direction.

Keywords: C—H⋯O hydrogen bonds; chalcone; crystal structure; resveratrol.

Figure 1

The mol­ecular structure of (I) with displacement ellipsoids drawn at the 30% probability level.

Figure 2

A view of a dimer linked by pairwise C—H⋯O hydrogen bonds (dashed lines) in the crystal structure of (I). For clarity only those H atoms involved in hydrogen bonding are shown.

Figure 3

Part of the crystal structure of (I) with hydrogen bonds (blue dashed lines) shown. For clarity only those H atoms involved in hydrogen bonding are shown.

Figure 4

Synthetic scheme for the preparation of (I).