2-Phenyl-8,9,10,11-tetrahydro-1-benzothieno[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine

Abstract

In the title compound, C17H14N4S, the benzothieno moiety is fused at one end of the pyramidine ring while the triazole ring with a phenyl substituent is fused at the other side. The triazole ring is almost planar [maximum deviation = 0.0028 (3) Å] while the cyclo­hexane ring adopts a half-chair conformation. In the crystal, pairs of inter­molecular C—H⋯N hydrogen bonds form centrosymmetric head-to-head dimers, corresponding to an R 2 2(8) graph-set motif. Further C—H⋯N inter­actions generate a zigzag chain of mol­ecules along the c axis. The supra­molecular assembly is consolidated by π–π stacking inter­actions [centroid–centroid distance = 3.445 (4) Å].

4-Imino-2,7-dimethyl-5,6,7,8-tetrahydro-4H-1-benzothieno[2,3-d]pyrimidin-3-amine

“…1) corresponding to the graph set of R 2 2 (10) and R 2 2 (12) motifs (Bernstein et al, 1995). The bond distances and angles in the title compound agree very well with the corresponding bond distances and angles reported in a closely related compound (Panchamukhi et al, 2011).…”

“…For the biological activity of thiophenes, benzothiophenes and pyrimidines, see: Pathak et al (1991); Shishoo & Jain (1992). For a related crystal structure, see: Panchamukhi et al (2011). For graph-set notations, see: Bernstein et al (1995).…”