Synthesis, crystal structure and Hirshfeld surface analysis of 5-methyl-1H-pyrazol-3-yl 4-nitro­benzene­sulfonate at 90 K

Vinaya, Vinaya and Syida A., Yakuth and Thaluru M., Mohan Kumar and Besagarahally L., Bhaskar and Thayamma R., Divakara and Hemmige S., Yathirajan and Yeriyur B., Basavaraju and Sean, Parkin (2024) Synthesis, crystal structure and Hirshfeld surface analysis of 5-methyl-1H-pyrazol-3-yl 4-nitro­benzene­sulfonate at 90 K. Acta Crystallographica Section E: Crystallographic Communications, 80. 1354 -1358. ISSN 20569890

[img] Text (full text)
c25.pdf - Published Version
Download (4MB)
Official URL: https://doi.org/10.1107/S205698902401140X

Abstract

This study presents the synthesis, crystal structure, and a Hirshfeld-surface analysis of the bioactive compound 5-methyl-1H-pyrazol-3-yl 4-nitrobenzene-sulfonate(C10H9N3O5S), a pyrazole derivative with pharmacological potential. Pyrazoles are known for diverse bioactivities, and recent research emphasizes their role as a ‘privileged structure’ in drug design. Here, the asymmetric unit of the title compound contains two distinct molecules, A and B, exhibiting differences in conformation resulting from variation in key torsion angles. These distinctions influence the molecular orientation and intermolecular interactions, with strong N—H· · ·N and N—H· · ·O hydrogen bonds forming a centrosymmetric tetramer stabilized by π–π stacking. Hirshfeld surface analysis readily confirms differing intermolecular contacts for A and B, primarily involving hydrogen atoms and differences in their close contacts to nitrogen and oxygen. This study offers further insight into the molecular architecture and potential interactions of pyrazole-based drug candidates. © 2024 International Union of Crystallography.

Item Type: Article
Uncontrolled Keywords: centrosymmetric tetramer; crystal structure; Hirshfeld; hydrogen bonding; surface; synthesis; π–π stacking
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Mr Eranna Library
Date Deposited: 04 Dec 2025 13:02
Last Modified: 04 Dec 2025 13:02
URI: http://eprints.uni-mysore.ac.in/id/eprint/18204

Actions (login required)

View Item View Item
uomeprints is powered by EPrints 3 which is developed by the School of Electronics and Computer Science at the University of Southampton. More information and software credits.