Crystal structure and Hirshfeld surface analysis of 5-acetyl-2-amino-4-(4-bromonhenyl)-6-oxo-1-phenyl-1,4,5,6-tetrahydropyridine-3-carbonitrile


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Mamedov I. G., Khrustalev V. N., AKKURT M., Novikov A. P., Asgarova A. R., Aliyeva K. N., ...More

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.78, pp.291-305, 2022 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 78
  • Publication Date: 2022
  • Doi Number: 10.1107/s2056989022001232
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.291-305
  • Keywords: crystal structure, tetrahydropyridine, hydrogen bonds, dimers, C-Br center dot center dot center dot pi contacts, Hirshfeld surface analysis
  • Erciyes University Affiliated: Yes

Abstract

The crystal structure of the title compound, C20H16BrN3O2, was determined using an inversion twin. Its asymmetric unit comprises two crystallographically independent molecules (A and B) being the stereoisomers. Both molecules are linked by pairs of N -H center dot center dot center dot O hydrogen bonds, forming a dimer with an R-2(2)(16) ring motif. The dimers are connected by further N -H center dot center dot center dot O and N-H center dot center dot center dot N hydrogen bonds, forming chains along the c-axis direction center dot C-Br center dot center dot center dot pi interactions between these chains contribute to the stabilization of the molecular packing. Hirshfeld surface analysis showed that the most important contributions to the crystal packing are from H center dot center dot center dot H, C center dot center dot center dot H/H center dot center dot center dot C, O center dot center dot center dot H/H center dot center dot center dot O, Br center dot center dot center dot H/H center dot center dot center dot Br and N center dot center dot center dot H/H center dot center dot center dot N interactions.