Crystal structure of shanorellin chloride (6-chloromethyl-2-hydroxy-3, 5-dimethyl-1,4-benzoquinone)

Abstract

Crystals of shanorellin chloride (6-chloromethyl-2-hydroxy-3,5-dimethyl-1,4-benzoquinone) are triclinic, a= 8·250, b= 12·401, c= 4·609 Å, α= 90·9°, β= 95·1°, γ= 103·5°, Z= 2, space group P. The structure was determined with Mo-K_α diffractometer data by Patterson, electron-density, and least-squares methods, the final R being 0·047 for 1031 observed reflexions. The molecule is significantly non-planar as a result of steric repulsions between the substituent groups. The bond lengths are CO 1·220, CCC 1·340, C–C(ring) 1·473, 1·503, C–C(exocyclic) 1·497, C–OH 1·354, C–Cl 1·794 Å. The molecules are joined into centrosymmetrical dimers by an O–H ⋯ O hydrogen bond of 2·85 Å.