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article · Acta Crystallographica Section E Crystallographic Communications

1-Ethenyl-2-(methylsulfanyl)-4,4-diphenyl-4,5-dihydro-1 <i>H</i> -imidazol-5-one (Thiophenytoin analogue): synthesis, structure and Hirshfeld surface analysis

2026Open accessMohammed V University

Abstract

The title mol-ecule, C<sub>18</sub>H<sub>16</sub>N<sub>2</sub>OS, exhibits a slight 'ruffling' of the imidazolone ring, and the lone pair on the tricoordinate nitro-gen atom is involved in N→C π-bonding within the ring. Both the methyl group bonded to sulfur and the vinyl substituent lie very close to the plane of the five-membered ring. In the crystal, C-H⋯O hydrogen bonds form inversion dimers, which are linked into chains extending along the <i>b</i>-axis direction by C-H⋯π(ring) inter-actions. Hirshfeld surface analysis indicates that H⋯H inter-actions account for more than half of the inter-molecular contacts, with C-H⋯π(ring) inter-actions contributing a further quarter of the total.

Research topics

  • Crystal structures of chemical compounds
  • Synthesis of heterocyclic compounds
  • Synthesis and Reactions of Organic Compounds

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DOI: 10.1107/s2056989026002616

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