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.

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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

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article

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

Ian D. Giles, Andrew T. Kerr, Patrick A. Caruana, Shannon E. Creegan et al.
Acta Crystallographica Section E Crystallographic Communications
Synthesis of Tetrazole Derivatives
article

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

Ian D. Giles, Andrew T. Kerr, Patrick A. Caruana, Shannon E. Creegan, J. August Ridenour
article en

Abstract

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.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 81(9)
United States Naval Research Laboratory (US)
Office of Naval Research, U.S. Naval Research Laboratory
Openalex Percentile: Top 84%
Synthesis of Tetrazole Derivatives
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Crystal structure and Hirshfeld surface analysis of 5-(3-nitro-1<i>H</i>-pyrazol-4-yl)-1<i>H</i>-tetrazole — Ian D. Giles, Andrew T. Kerr, et al. · Acta Crystallographica Section E Crystallographic Communications (2025) | TGRS Research Map | TGRS