Synthesis, crystal structure and Hirshfeld surface of ethyl 2-[2-(methylsulfanyl)-5-oxo-4,4-diphenyl-4,5-dihydro-1<i>H</i>-imidazol-1-yl]acetate (thiophenytoin derivative)
The di-hydro-imidazole ring in the title mol-ecule, C<sub>20</sub>H<sub>20</sub>N<sub>2</sub>O<sub>3</sub>S, is slightly distorted and the lone pair on the tri-coordinate nitro-gen atom is involved in intra-ring π bonding. The methyl-sulfanyl substituent lies nearly in the plane of the five-membered ring while the ester substituent is rotated well out of that plane. In the crystal, C-H⋯O hydrogen bonds form inversion dimers, which are connected along the <i>a</i>- and <i>c-</i>axis directions by additional C-H⋯O hydrogen bonds, forming layers parallel to the <i>ac</i> plane. The major contributors to the Hirshfeld surface are C⋯H/H⋯C, O⋯H/H⋯O and S⋯H/H⋯S contacts at 20.5%, 14.7% and 4.9%, respectively.
Authors
- Youssef Ramli (ORCID: https://orcid.org/0000-0002-6885-5692)
- Ahlam I. Al‐Sulami (ORCID: https://orcid.org/0000-0001-7844-2675)
- Basmah H. Allehyani
- Abderrazzak El Moutaouakil Ala Allah (ORCID: https://orcid.org/0000-0002-4846-4547)
- Benson M. Kariuki (ORCID: https://orcid.org/0000-0002-8658-3897)
- Joel T. Mague (ORCID: https://orcid.org/0000-0003-3488-1945)
- Abdulsalam Alsubari
- Wafa O. Alsulami
Institutions
- Tulane University (US)
- Mohammed V University (MA)
- University of Jeddah (SA)
- Cardiff University (GB)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2024-08-09
- DOI
- https://doi.org/10.1107/s2056989024007345
- Citations
- 1
- Primary Topic
- Synthesis of heterocyclic compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.25
Funders
- Centre National pour la Recherche Scientifique et Technique