The title molecule, C18H16N2OS, exhibits a slight ‘ruffling’ of the imidazolone ring, and the lone pair on the tricoordinate nitrogen 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 b-axis direction by C—H· · ·π(ring) interactions. Hirshfeld surface analysis indicates that H· · ·H interactions account for more than half of the intermolecular contacts, with C—H· · ·π(ring) interactions contributing a further quarter of the total.
1-Ethenyl-2-(methylsulfanyl)-4,4-diphenyl-4,5-dihydro-1H-imidazol-5-one (Thiophenytoin analogue): synthesis, structure and Hirshfeld surface analysis / El Moutaouakil Ala Allah, A.; Massera, C.; Mague, J. T.; Alsubari, A.; Ramli, Y.. - In: ACTA CRYSTALLOGRAPHICA. SECTION E, CRYSTALLOGRAPHIC COMMUNICATIONS. - ISSN 2056-9890. - 82:Pt 4(2026), pp. 366-370. [10.1107/S2056989026002616]
1-Ethenyl-2-(methylsulfanyl)-4,4-diphenyl-4,5-dihydro-1H-imidazol-5-one (Thiophenytoin analogue): synthesis, structure and Hirshfeld surface analysis
Massera C.;
2026-01-01
Abstract
The title molecule, C18H16N2OS, exhibits a slight ‘ruffling’ of the imidazolone ring, and the lone pair on the tricoordinate nitrogen 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 b-axis direction by C—H· · ·π(ring) interactions. Hirshfeld surface analysis indicates that H· · ·H interactions account for more than half of the intermolecular contacts, with C—H· · ·π(ring) interactions contributing a further quarter of the total.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
