1-(Thiophen-3-yl)ethanone

Acta Crystallogr C. 2011 Jun;67(Pt 6):o209-11. doi: 10.1107/S010827011101506X. Epub 2011 May 19.

Abstract

The structure of the title compound, C(6)H(6)OS, exhibits a flip-type disorder of the thiophene ring [occupancy ratio = 0.848 (3):0.152 (3)], which is typical for many thiophene derivatives. The puckered thiophene ring is essentially coplanar with the plane formed by the non-H atoms of the acetyl substituent, similar to its simple analogues, i.e. 3-acetyl-2-carboxythiophene, 4-acetyl-3-carboxythiophene and 3,5-diacetyl-2-ethylamino-4-methylthiophene. In the crystal structure, molecules are connected by C-H···π hydrogen bonds, forming a sheet parallel to the (001) plane. Moreover, an inspection of the crystal lattice reveals that there are short S···O contacts connecting the molecules of adjacent sheets. Comparison of the title crystal structure with its simple 3-methoxythiophene analogue shows a close similarity in the herringbone arrangement of molecules and in the presence of C-H···π interactions and S···O contacts.

MeSH terms

  • Crystallography, X-Ray
  • Hydrogen Bonding
  • Models, Molecular
  • Molecular Structure
  • Thiophenes / chemistry*

Substances

  • 1-(thiophen-3-yl)ethanone
  • Thiophenes