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Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol


Md Yusof, Enis Nadia and Tiekink, Edward R. T. and Jotani, Mukesh M. and Simone, Michela I. and Page, Alister J. and Ravoof, Thahira Begum S. A. (2018) Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol. Journal of Molecular Structure, 1171. 650 - 657. ISSN 0022-2860


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-CH…N(imine) and tolyl-CH … π(tolyl) interactions; the importance of these contacts is indicated by a Hirshfeld surface analysis.

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Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol.pdf

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Additional Metadata

Item Type: Article
Divisions: Faculty of Science
Institute of Advanced Technology
DOI Number: https://doi.org/10.1016/j.molstruc.2018.06.013
Publisher: Elsevier
Keywords: Dithiocarbazate diester; Single crystal X-ray diffraction analyses; DFT; 2,3-Dihydroxybenzaldehyde
Depositing User: Ms. Nida Hidayati Ghazali
Date Deposited: 28 Apr 2020 18:47
Last Modified: 28 Apr 2020 18:47
Altmetrics: https://www.altmetric.com/details.php?domain=psasir.upm.edu.my&doi=10.1016/j.molstruc.2018.06.013
URI: http://psasir.upm.edu.my/id/eprint/74068
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