Crystal structure of 2-hydroxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione

Abstract

The naphthoquinone unit of the title compound, C13H8O3, is essentially planar, with an r.m.s. deviation of 0.013 Å for the non-H atoms. The essentially linear propargyl group is tilted by ca 113° relative to the naphthoquinone plane. In the crystal, molecules are linked via a pair of O—H...O hydrogen bonds, forming an inversion dimer. The dimers are further linked via pairs of C—H...O hydrogen bonds into a tape structure along [20\overline{1}]. No π–π stacking is observed in the present case as it could be expected for naphthoquinone derivatives.

Keywords

• crystal structure
• naphthoquinones
• 2-hydroxy-3-(prop-2-yn-1-yl)naphthalene-1,4-dione