The crystal structures of 6-methoxy-1,3-benzoxathiol-2-one, C9H8O3S, (I), and 2-oxo-1,3-benzoxathiol-6-yl acetate, C9H6O4S, (II), are described. Compound (I) is almost planar (r.m.s. deviation for the non-H atoms = 0.011 Å), whereas (II) shows a substantial twist between the fused-ring system and the acetate substituent [dihedral angle = 74.42 (3)°]. For both structures, the bond distances in the heterocyclic ring suggest that little if any conjugation occurs. In the crystal of (I), C—H...O hydrogen bonds link the molecules into [1-11] chains incorporating alternating R22(8) and R22(12) inversion dimers. The extended structure of (II) features C(7)  chains linked by C—H...O hydrogen bonds, with further C—H...O bonds and weak π–π stacking interactions connecting the chains into a three-dimensional network. Hirshfeld fingerprint analyses for (I) and (II) are presented and discussed.
|Number of pages||5|
|Journal||Acta Crystallographica Section E: Crystallographic Communications|
|Publication status||Published - 1 Jan 2018|
- crystal structure
- hydrogen bonds
- Hirshfeld surface
Chazin, E. D. L., Sanches, P. D. S., Vasconcelos, T. R. A., Gomes, C. R. B., Wardell, J., & Harrison, W. T. A. (2018). Crystal structures and Hirshfeld surfaces of two 1,3-benzoxathiol-2-one derivatives. Acta Crystallographica Section E: Crystallographic Communications, E74(1), 78-82. https://doi.org/10.1107/S2056989017018072