<p>The synthesis of 3-methyl-4-nitro-1,1-biphenyl (3-MNB) and its crystal structure elucidated using experimental and theoretical methods has been reported in this paper. It crystallizes in the orthorhombic crystal system (space group P2₁2₁2₁) with unit cell parameters: a = 7.2918(4) Å, b = 12.0928(6) Å and c = 12.6759(7) Å and Z = 4. The structure has been characterized by FT-IR, NMR (¹H and ¹³C) and X-ray diffraction methods. There exists two C—H⋯O intermolecular hydrogen bond and two π…π interactions. Density functional theory (DFT/B3LYP/6-311 + + G(d, p)) has been employed for the optimization of the structure and the same was compared with the X-ray structure. The HOMO-LUMO energy gap and molecular electrostatic potential maps have been computed. The energy gap of 4.06&#xa0;eV indicates that the molecule is stable and less reactive. Besides this, the molecular electrostatic potential (MEP) help determine the reactive sites of the molecule. The Hirshfeld surface analysis and 2-D fingerprint plots help explore the nature and percentage contribution of intermolecular interactions. The highest contribution to the total Hirshfeld surface area is from H…H contacts (47.2%) while the contribution of O…H/H…O contacts is 26.4%. The strength and nature of interactions present in the molecule have been characterized by RDG-based NCI and QTAIM analysis. DOS analysis has been performed to investigate the contribution of various orbitals. The molecular docking analysis analysis was performed to determine the binding patterns of 3-MNB with 1CX2, revealing a binding energy of -7.3 Kcal/mol, suggesting its potential as a COX-2 inhibitor.</p>