Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol
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 st...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2018
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| Online Access: | http://psasir.upm.edu.my/id/eprint/74068/1/Synthesis%2C%20characterisation%20and%20structure%20determination%20of%203-%5B%281Z%29-%7B2-%20%5Bbis%28%7B%5B%282-methylphenyl%29methyl%5Dsulfanyl%7D%29methylidene%5Dhydrazin-1-%20ylidene%7Dmethyl%5Dbenzene-1%2C2-diol.pdf |
| _version_ | 1796979677282172928 |
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| author | Md Yusof, Enis Nadia Tiekink, Edward R. T. Jotani, Mukesh M. Simone, Michela I. Page, Alister J. Ravoof, Thahira Begum S. A. |
| author_facet | Md Yusof, Enis Nadia Tiekink, Edward R. T. Jotani, Mukesh M. Simone, Michela I. Page, Alister J. Ravoof, Thahira Begum S. A. |
| author_sort | Md Yusof, Enis Nadia |
| collection | UPM |
| description | 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. |
| first_indexed | 2024-03-06T10:12:25Z |
| format | Article |
| id | upm.eprints-74068 |
| institution | Universiti Putra Malaysia |
| language | English |
| last_indexed | 2024-03-06T10:12:25Z |
| publishDate | 2018 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | upm.eprints-740682020-04-28T18:47:10Z http://psasir.upm.edu.my/id/eprint/74068/ 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 Tiekink, Edward R. T. Jotani, Mukesh M. Simone, Michela I. Page, Alister J. Ravoof, Thahira Begum S. A. 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. Elsevier 2018 Article PeerReviewed text en http://psasir.upm.edu.my/id/eprint/74068/1/Synthesis%2C%20characterisation%20and%20structure%20determination%20of%203-%5B%281Z%29-%7B2-%20%5Bbis%28%7B%5B%282-methylphenyl%29methyl%5Dsulfanyl%7D%29methylidene%5Dhydrazin-1-%20ylidene%7Dmethyl%5Dbenzene-1%2C2-diol.pdf 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 10.1016/j.molstruc.2018.06.013 |
| spellingShingle | Md Yusof, Enis Nadia Tiekink, Edward R. T. Jotani, Mukesh M. Simone, Michela I. Page, Alister J. Ravoof, Thahira Begum S. A. Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol |
| title | Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol |
| title_full | Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol |
| title_fullStr | Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol |
| title_full_unstemmed | Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol |
| title_short | Synthesis, characterisation and structure determination of 3-[(1Z)-{2- [bis({[(2-methylphenyl)methyl]sulfanyl})methylidene]hydrazin-1- ylidene}methyl]benzene-1,2-diol |
| title_sort | synthesis characterisation and structure determination of 3 1z 2 bis 2 methylphenyl methyl sulfanyl methylidene hydrazin 1 ylidene methyl benzene 1 2 diol |
| url | http://psasir.upm.edu.my/id/eprint/74068/1/Synthesis%2C%20characterisation%20and%20structure%20determination%20of%203-%5B%281Z%29-%7B2-%20%5Bbis%28%7B%5B%282-methylphenyl%29methyl%5Dsulfanyl%7D%29methylidene%5Dhydrazin-1-%20ylidene%7Dmethyl%5Dbenzene-1%2C2-diol.pdf |
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