Crystal structure and Hirshfeld surface analysis of 5-(3-nitro-1<i>H</i>-pyrazol-4-yl)-1<i>H</i>-tetrazole
5-(3-Nitro-1<i>H</i>-pyrazol-4-yl)tetra-zole, C<sub>4</sub>H<sub>3</sub>N<sub>7</sub>O<sub>2</sub>, was synthesized from cyano-pyrazole <i>via</i> the Huisgen reaction. The asymmetric unit contains two mol-ecules, each displaying notable torsion between the pyrazole and tetra-zole systems. N-H⋯N hydrogen bonds and π-stacking inter-actions create a double-wide mol-ecular chain, while further N-H⋯N and weaker C-H⋯N inter-actions stitch these chains into a supra-molecular hydrogen-bonded framework. From a Hirshfeld surface analysis, the closest contacts between mol-ecules are through the N-H⋯N inter-actions between the tetra-zole and pyrazole rings with N⋯H/H⋯N making up the largest contributing contacts in the fingerprint plot.
Authors
- Ian D. Giles (ORCID: https://orcid.org/0000-0002-9421-5365)
- Andrew T. Kerr
- Patrick A. Caruana
- Shannon E. Creegan
- J. August Ridenour (ORCID: https://orcid.org/0000-0001-8809-3632)
Institutions
- United States Naval Research Laboratory (US)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2025-08-15
- DOI
- https://doi.org/10.1107/s2056989025007224
- Primary Topic
- Synthesis of Tetrazole Derivatives
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Office of Naval Research
- U.S. Naval Research Laboratory