Crystal structure and Hirshfeld surface analysis of ethyl 2-{4-[(3-methyl-2-oxo-1,2-dihydroquinoxalin- 1-yl)methyl]-1H-1,2,3-triazol-1-yl}acetate

  • Nadeem Abad
  • , Youssef Ramli
  • , Tuncer Hökelek
  • , Nada Kheira Sebbar
  • , Joel T. Mague
  • , El Mokhtar Essassi

Research output: Contribution to journalArticlepeer-review

4 Citations (Scopus)

Abstract

The molecule of the title compound, C16H17N5O3, is build up from two fused six-membered rings linked to a 1,2,3-triazole ring, which is attached to an ethyl azido-acetate group. The dihydroqinoxalinone portion is planar to within 0.0512 (12) Å and is oriented at a dihedral angle of 87.83 (5)° with respect to the pendant triazole ring. In the crystal, a combination of intermolecular C - H⋯O and C - H⋯N hydrogen bonds together with slipped π-stacking [centroid-centroid distance = 3.7772 (12) Å] and C - H⋯π (ring) interactions lead to the formation of chains extending along the c-axis direction. Additional C - H⋯O hydrogen bonds link these chains into layers parallel to the bc plane and the layers are tied together by complementary π-stacking [centroid-centroid distance = 3.5444 (12) Å] interactions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (44.5%), H⋯O/O⋯H (18.8%), H⋯N/N⋯H (17.0%) and H⋯C/C⋯H (10.4%) interactions.

Original languageEnglish
Pages (from-to)1648-1652
Number of pages5
JournalActa Crystallographica Section E: Crystallographic Communications
Volume74
DOIs
Publication statusPublished - 2018

Keywords

  • Crystal structure
  • Hirshfeld surface
  • dihydroquinoxaline
  • hydrogen bond
  • π-stacking

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