Synthesis, Characterisation and Structure Determination of 3-[(1Z)-{2-[bis({[(2- methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1-ylidene}methyl]benzene-1,2- diol Enis Nadia Md Yusof a,b , Edward R.T. Tiekink c * , Mukesh M. Jotani d , Michela I. Simone b,e , Alister J. Page b , Thahira B.S.A. Ravoof a * a Department of Chemistry, Faculty of Science, Universiti Putra Malaysia, 43400 UPM Serdang, Selangor, Malaysia b Discipline of Chemistry, School of Environmental and Life Sciences, University of Newcastle, University Drive, Callaghan, NSW 2308, Australia. c Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia. d Department of Physics, Bhavan’s Sheth R. A. College of Science, Ahmedabad, Gujarat 380001, India. e Priority Research Centre for Chemical Biology & Clinical Pharmacology, University of Newcastle, University Drive, Callaghan, NSW 2308, Australia. Abstract A light-yellow crystalline product (1), which was isolated after one week from the filtrate of the reaction between S-2-methylbenzyldithiocarbazate and 2,3- dihydroxybenzaldehyde, was characterised by single crystal X-ray diffraction, FTIR and NMR spectroscopic analyses. The experimental molecular structure of 1 has been established by X-ray crystallography and showed, to a first approximation, a planar C2N2S2 + dihydroxyphenyl region that has an almost orthogonal relationship to the rings of the pendant S-bound benzyl groups. This structure has been verified via density functional theory calculations using the B3LYP/6311G(d,p) level of theory. The molecular packing featured linear supramolecular chains along the b-axis sustained by tolyl-C–H…N(imine) and tolyl-C– H…π(tolyl) interactions; the importance of these contacts is indicated by a Hirshfeld surface analysis. Keywords dithiocarbazate diester; single crystal X-ray diffraction analyses; DFT; 2,3- dihydroxybenzaldehyde