Synthesis, crystal structure and Hirshfeld surface analysis of 3-ethyl-2-(methylsulfanyl)-5,5-diphenyl-3<i>H</i>-imidazol-4(5<i>H</i>)-one (Thiophenytoin analogue)

In the title mol-ecule, 3-ethyl-2-(methyl-sulfan-yl)-5,5-diphenyl-3<i>H</i>-imidazol-4(5<i>H</i>)-one, C<sub>18</sub>H<sub>18</sub>N<sub>2</sub>OS, the two substituent phenyl rings are inclined of 59.50 (7) and 83.53 (8)° with respect to the plane of the five-membered ring. The <i>S</i>-methyl group lies in this plane while the ethyl group is nearly perpendicular to it. In the crystal, weak C-H⋯O hydrogen bonds form inversion dimers, which pack <i>via</i> conventional van der Waals contacts. A Hirshfeld surface analysis was performed, showing the predominance of H⋯H and C⋯H/H⋯C contacts.

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Publication Details

Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2025-08-05
DOI
https://doi.org/10.1107/s205698902500698x
Primary Topic
Synthesis of heterocyclic compounds
Type
article
Field-Weighted Citation Impact
0.00

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article

Synthesis, crystal structure and Hirshfeld surface analysis of 3-ethyl-2-(methylsulfanyl)-5,5-diphenyl-3H-imidazol-4(5H)-one (Thiophenytoin analogue)

Youssef Ramli, Chiara Massera, Walid Guerrab, Abderrazzak El Moutaouakil Ala Allah et al.
Acta Crystallographica Section E Crystallographic Communications
Synthesis of heterocyclic compounds
article

Synthesis, crystal structure and Hirshfeld surface analysis of 3-ethyl-2-(methylsulfanyl)-5,5-diphenyl-3H-imidazol-4(5H)-one (Thiophenytoin analogue)

Youssef Ramli, Chiara Massera, Walid Guerrab, Abderrazzak El Moutaouakil Ala Allah, Joel T. Mague, Abdulsalam Alsubari
article en

Abstract

In the title mol-ecule, 3-ethyl-2-(methyl-sulfan-yl)-5,5-diphenyl-3<i>H</i>-imidazol-4(5<i>H</i>)-one, C<sub>18</sub>H<sub>18</sub>N<sub>2</sub>OS, the two substituent phenyl rings are inclined of 59.50 (7) and 83.53 (8)° with respect to the plane of the five-membered ring. The <i>S</i>-methyl group lies in this plane while the ethyl group is nearly perpendicular to it. In the crystal, weak C-H⋯O hydrogen bonds form inversion dimers, which pack <i>via</i> conventional van der Waals contacts. A Hirshfeld surface analysis was performed, showing the predominance of H⋯H and C⋯H/H⋯C contacts.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 81(9)
Tulane University (US), University of Parma (IT), Mohammed V University (MA), Yemenia University (YE)
Dipartimenti di Eccellenza, Centre National pour la Recherche Scientifique et Technique
Openalex Percentile: Top 85%
Synthesis of heterocyclic compounds
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