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

Abstract

The synthesis, crystal structure, and a Hirshfeld surface analysis of 5-methyl-1H-pyrazol-3-yl 4-nitro­benzene­sulfonate (C₁₀H₉N₃O₅S), a bioactive compound with pharmacological potential are presented.

This study presents the synthesis, crystal structure, and a Hirshfeld-surface analysis of the bioactive compound 5-methyl-1H-pyrazol-3-yl 4-nitro­benzene­sulfonate­(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.