Crystal structure and Hirshfeld surface analysis of 5-(3-nitro-1H-pyrazol-4-yl)-1H-tetra­zole

Abstract

5-(3-Nitro-1H-pyrazol-4-yl)tetra­zole crystallizes with two mol­ecules of nearly identical conformation in the asymmetric unit.

5-(3-Nitro-1H-pyrazol-4-yl)tetra­zole, C₄H₃N₇O₂, was synthesized from cyano­pyrazole via the Huisgen reaction. The asymmetric unit contains two mol­ecules, each displaying notable torsion between the pyrazole and tetra­zole systems. N—H⋯N hydrogen bonds and π-stacking inter­actions create a double-wide mol­ecular chain, while further N—H⋯N and weaker C—H⋯N inter­actions stitch these chains into a supra­molecular hydrogen-bonded framework. From a Hirshfeld surface analysis, the closest contacts between mol­ecules are through the N—H⋯N inter­actions between the tetra­zole and pyrazole rings with N⋯H/H⋯N making up the largest contributing contacts in the fingerprint plot.