5,7-Dihydroxy-3,6-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one monohydrate

Abstract

The title compound, C18H16O7·H2O, is a flavonoid isolated from Dodonaea viscosa­. The benzopyran ring system of the flavonoid is essentially planar [maximum deviation = 0.025 (2) Å] and inclined at 5.83 (2)° to the attached benzene ring. The water of hydration is involved in extensive hydrogen bonding, assembling the mol­ecules into a supra­molecular network via classical inter­molecular O—H⋯O hydrogen bonding. The crystal structure is further stabilized by π–π stacking inter­actions [centroid–centroid distance between benzene rings = 3.564 (3) Å].

5-Hydroxy-2-phenyl-7-(prop-2-yn-1-yloxy)-4H-chromen-4-one

“…A search of the Cambridge Structural Database (Groom et al, 2016) revealed the structure of a related compound, 5,7dihydroxy-3,6-dimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one monohydrate (Mohammad et al, 2010), in which the 4-hydroxyl group of chrysin is replaced by a 3-bromopropyne group.…”