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Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one

  • Asmaa Saber
  • , Nada Kheira Sebbar
  • , Tuncer Hökelek
  • , Mohamed El Hafi
  • , Joel T. Mague
  • , El Mokhtar Essassi

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

The title compound, C17H14N2O, is built up from the planar benzodiazole unit linked to the benzyl and propynyl substituents. The substituents are rotated significantly out of the benzodiazole plane, where the benzyl group is inclined by 68.91 (7)° to the benzodiazole unit. In the crystal, the molecules are linked via intermolecular C - HBnzdzl⋯O and C - HBnzy⋯O (Bnzdzl = benzodiazole and Bnzy = benzyl) hydrogen bonds, enclosing R 4 4(27) ring motifs, into a network consisting of rectangular layers parallel to the bc plane which are also stacked along the a-axis direction being associated through C - H⋯π (ring) interactions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (43.6%), H⋯C/C⋯H (42.0%) and H⋯O/O⋯H (8.9%) interactions.

Original languageEnglish
Pages (from-to)1842-1846
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Volume74
DOIs
Publication statusPublished - 2018

Keywords

  • Hirshfeld surface
  • alkyne
  • benzodiazole
  • crystal structure
  • hydrogen bond

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