Synthesis, crystal structure, spectroscopic characterization, Hirshfeld surface analysis, DFT calculation and molecular modeling studies of 1-(4-Nitro-phenyl)-3,5-di-thiophen-2-yl-1H-pyrazole

Abstract

Based on single crystal X-ray diffraction studies for 1-(4-nitrophenyl)-3,5-di-thiophen-2-yl-1H-pyrazole (2a), monoclinic crystal system with a space group of C2/c was determined, where a final residual value of R equals to 0.058. The synthesized compounds were characterized through ¹H and ¹³C NMR spectroscopy, and its intermolecular interactions were considered utilizing 2D and 3D Hirshfeld surface studies. The optimized molecular geometry, vibrational frequencies, and frontier molecular orbital energies of the title molecule were explored using density functional theory. Molecular modeling study revealed feasible binding modes of the title compound to protein targets, which showed small binding free energies.

Graphical Abstract

The X-ray structure and Hirshfeld surface analysis of the titled compound (2a) employed to identify intermolecular interactions within the structure are reported below.

Keywords:

• Crystal structure
• DFT
• heterocyclic compounds
• Hirshfeld surface
• molecular docking
• X-ray

Acknowledgments

The author Shamantha kumar would like to thank SJB Institute of Technology and Himalayan university for the support to carry out the research work and Dr. Chandra gratefully acknowledges the financial support provided by the NIE Management through NIE-CRD project to carry out this research work.