Crystal structure of (S)-5,7-diphenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine

Ivy K. Price, Celine Rougeot, Jason E. Hein*, W. T A Harrison (Editor)

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)
4 Downloads (Pure)


The title compound, C16H13N5, was synthesized by coupling aminotetrazole with chalcone in the presence of an amine organocatalyst derived from chincona alkaloid. There are two molecules, A and B, in the asymmetric unit. In molecule A, the dihedral angles between the partly hydrogenated pyrimidine ring system (r.m.s. deviation = 0.056 Å) and the sp2- and sp3-bonded phenyl groups are 33.32 (11) and 86.53 (11)°, respectively. The equivalent data for molecule B are 0.049 Å, and 27.05 (10) and 85.27 (11)°, respectively. In the crystal, A+B dimers linked by pairs of N - H⋯N hydrogen bonds generate R 22(8) loops. The dimers are linked by aromatic π-π stacking interactions [shortest centroid-centroid separation = 3.5367 (15) Å], which results in a three-dimensional network.

Original languageEnglish
Pages (from-to)o220-o221
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Issue number4
Early online date4 Mar 2015
Publication statusPublished - 1 Apr 2015


  • Crystal structure
  • Hydrogen bonding
  • Tetrazolo[1,5-a]pyrimidine
  • π-π stacking


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