Crystal structure and Hirshfeld surface analysis of hexyl 1-hexyl-2-oxo-1,2-dihydroquinoline-4-carboxylate

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Bouzian Y., Kansiz S., Mahi L., Ahabchane N. H., Mague J. T., DEGE N., ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.76, pp.642-651, 2020 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 76
  • Publication Date: 2020
  • Doi Number: 10.1107/s2056989020004521
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.642-651
  • Keywords: crystal structure, dihydroquinoline, aliphatic chains, pi-stacking, Hirshfeld surface analysis, QUINOLINE, TARGET, DFT
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The asymmetric unit of the title compound, C22H31NO3, comprises of one molecule. The molecule is not planar, with the carboxylate ester group inclined by 33.47 (4)degrees to the heterocyclic ring. Individual molecules are linked by C-aromatic-H center dot center dot center dot O-carbonyl hydrogen bonds into chains running parallel to [001]. Slipped pi-pi stacking interactions between quinoline moieties link these chains into layers extending parallel to (100). Hirshfeld surface analysis, twodimensional fingerprint plots and molecular electrostatic potential surfaces were used to quantify the intermolecular interactions present in the crystal, indicating that the most important contributions for the crystal packing are from H center dot center dot center dot H (72%), O center dot center dot center dot H/H center dot center dot center dot O (14.5%) and C center dot center dot center dot H/H center dot center dot center dot C (5.6%) interactions.