Graphical Abstract [GRAPHICS] A new dithio Schiff base was synthesized and characterized by spectroscopic (FT-IR, UV-Vis, H-1-NMR, and C-13-NMR) and X-ray diffraction studies. Molecular interactions (inter and intra) between the neutral entities are discussed. Schiff base ligand, (Z)-4-((2-((2-aminophenyl)disulfanyl)phenylimino)(phenyl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol (1), was synthesized by the reaction between 2-phenyl-4-benzoyl-5-methyl-pyrazolin-3-one and 2-amino thio phenol (1:2 molar ratio). The structural elucidation was done by spectroscopic (FT-IR, UV-Vis, H-1-NMR, C-13-NMR) and X-ray diffraction studies. Single crystal X-ray diffraction studies revealed that 1 has monoclinic system with space group P21/c with a = 15.654 (4) angstrom, b = 12.848 (4) angstrom, c = 14.219 (4) angstrom; alpha = 90 degrees, beta = 113.65 (6)degrees, gamma = 90 degrees, and Z = 4. The possible intramolecular (C-H center dot center dot center dot N) and intermolecular (C-H center dot center dot center dot O, C-H center dot center dot center dot S, N-H center dot center dot center dot O) interactions of 1 were also been discussed.