Crystal, molecular structure and Hirshheld surface analysis of 5-hydroxy-3,6,7,8-tetramethoxyflavone

The title compound (systematic name: 5-hydroxy-3,6,7,8-tetramethoxy-2-phenyl-4 H -chromen-4-one), C 19 H 18 O 7 , is a flavone that was isolated from a butanol extract of the herb Scutellaria nepetoides M. Pop . The flavone molecule is almost planar, with a dihedral angle between the planes of the benzopyran-4-one group and the attached phenyl ring of 6.4 (4)°. The 5-hydroxy group forms a strong intramolecular hydrogen bond with the carbonyl group, resulting in a six-membered hydrogen-bonded ring. The crystal structure has triclinic ( P \overline{1}) symmetry. In the crystal, the molecules are linked by C—H...O hydrogen bonds into a two dimensional network parallel to the ab plane. The Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H...H (53.9%) and H...O/O...H (20.9%) interactions.

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