2-Ethyl­sulfanyl-7-(furan-2-yl)-4-(thio­phen-2-yl)pyrazolo­[1,5-a][1,3,5]triazine: π-stacked chains of hydrogen-bonded R22(10) dimers

H. Insuasty, B. Insuasty, E. Castro, J. Cobo, Christopher Glidewell

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

In the title compound, C15H12N4OS2, the bond distances in the fused heterocyclic system show evidence for aromatic-type delocalization in the pyrazole ring with some bond fixation in the triazine ring. The thio­phenyl substituent is slightly disordered over two sets of atomic sites having occupancies of 0.934 (4) and 0.066 (4). The non-H atoms in the entire mol­ecule are nearly coplanar, with the planes of the furanyl substituent and the major orientation of the thio­phenyl substituent making dihedral angles of 5.72 (17) and 1.8 (3)°, respectively, with that of the fused ring system. Mol­ecules are linked into centrosymmetric R22(10) dimers by C-H...O hydrogen bonds and these dimers are further linked into chains by a single π-π stacking inter­action. Comparisons are made with some related 4,7-di­aryl-2-(ethyl­sulfan­yl)pyra­zolo­[1,5-a][1,3,5]triazines which contain variously substituted aryl groups in place of the furanyl and thio­phenyl substituents in the title compound.

Original languageEnglish
Pages (from-to)908-911
Number of pages4
JournalActa Crystallographica Section C Structural Chemistry
Volume70
Early online date27 Aug 2014
DOIs
Publication statusPublished - 15 Sept 2014

Keywords

  • Crystal structure
  • Centrosymmetric dimers
  • C-H...O hydrogen bonds
  • [pi]-[pi] stacking inter­actions
  • Biologically active compounds
  • Pyrazolo­[1,5-a][1,3,5]triazine

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