Synthesis, crystal structure and Hirshfeld surface analysis of (3Z)-4-[(4-Amino-1,2,5-oxadiazol-3-yl)amino]-3-bromo-1,1,1-Trifluorobut-3-en-2-one

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Guseinov F. I., Çelikesir S. T., AKKURT M., Ovsyannikov V. O., Ugrak B. I., Lavrova O. M., ...More

Acta Crystallographica Section E: Crystallographic Communications, vol.80, no.Pt 6, pp.582-585, 2024 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 80 Issue: Pt 6
  • Publication Date: 2024
  • Doi Number: 10.1107/s2056989024004080
  • Journal Name: Acta Crystallographica Section E: Crystallographic Communications
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.582-585
  • Keywords: crystal structure, alpha-haloketone, diaminofurazan, non-covalent interactions, oxadiazole ring, disorder, Hirshfeld surface analysis
  • Erciyes University Affiliated: Yes

Abstract

In the title compound, C6H4BrF3N4O2, the oxadiazole ring is essentially planar with a maximum deviation of 0.003 (2) A . In the crystal, molecular pairs are connected by N-H N hydrogen bonds, forming dimers with an R22 (8) motif. The dimers are linked into layers parallel to the (104) plane by N-H O hydrogen bonds. In addition, C-O π and C-Br π interactions connect the molecules, forming a three-dimensional network. The F atoms of the trifluoromethyl group are disordered over two sites in a 0.515 (6): 0.485 (6) ratio. The intermolecular interactions in the crystal structure were investigated and quantified using Hirshfeld surface analysis.