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Crystal structure of N-(1,3-benzothiazol-2-yl)-4-iodobenzene-1-sulfonohydrazide : the importance of unusual N-H···π and I···π interactions on the supramolecular arrangement
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dc.contributor.author | da Silva Rebelo Gomes, Lígia Maria | |
dc.contributor.author | Früchtl, Herbert | |
dc.contributor.author | Low, John N. | |
dc.contributor.author | van Mourik, Tanja | |
dc.contributor.author | Pinheiro, Alessandra C. | |
dc.contributor.author | de Souza, Marcus V. N. | |
dc.contributor.author | Wardell, James L. | |
dc.date.accessioned | 2023-06-02T23:46:06Z | |
dc.date.available | 2023-06-02T23:46:06Z | |
dc.date.issued | 2022-09-13 | |
dc.identifier | 279726305 | |
dc.identifier | 193f2147-7462-48bc-ac61-29adc7a1138f | |
dc.identifier | 85131187042 | |
dc.identifier | 000805348700001 | |
dc.identifier.citation | da Silva Rebelo Gomes , L M , Früchtl , H , Low , J N , van Mourik , T , Pinheiro , A C , de Souza , M V N & Wardell , J L 2022 , ' Crystal structure of N-(1,3-benzothiazol-2-yl)-4-iodobenzene-1-sulfonohydrazide : the importance of unusual N-H···π and I···π interactions on the supramolecular arrangement ' , Zeitschrift für Anorganische und Allgemeine Chemie , vol. 648 , no. 17 , e202200087 . https://doi.org/10.1002/zaac.202200087 | en |
dc.identifier.issn | 0044-2313 | |
dc.identifier.other | RIS: urn:E4AB44AB1B40A18416538D6772FB9447 | |
dc.identifier.other | ORCID: /0000-0001-7683-3293/work/114335849 | |
dc.identifier.other | ORCID: /0000-0001-6647-4266/work/116910223 | |
dc.identifier.uri | https://hdl.handle.net/10023/27741 | |
dc.description.abstract | The 2-hydrazinyl-1,3-benzothiazole derivatives are precursors for synthesis of several compounds of technological interest, including the Bt-NH-N=CHR1(R1= alkyl, aryl, heteroaryl), derivatives. Usually when Bt-NH-NH2 is allowed to react with a benzenesulfonyl chloride the substitution is observed in the terminal nitrogen of the arenehydrazine unit, but when 4-iodophenyl sulfonyl chloride (4-IC6H4SO2Cl) was used,the product isolated was the title compound as confirmed by Rx-analysis. The determination of the crystal structure revealed that the definition of the arrangement was driven by N-H···π,C-I···Π and S2—O21···π interactions instead of the classic O···H—N hydrogen bonds. The interactions were confirmed by HS analysis. Interaction energycalculations showedthat the π interactions-based motifs play an important role in the supramolecular arrangement ,contributing about 60% to the total energy of the lattice. DFT calculations showed thatthe energy of the C-I···π dimer is complemented with contributions of π···πstacking and N-H···π interaction between the primary amine and the thiazole aromatic ring. | |
dc.format.extent | 9 | |
dc.format.extent | 1463076 | |
dc.language.iso | eng | |
dc.relation.ispartof | Zeitschrift für Anorganische und Allgemeine Chemie | en |
dc.subject | Sulfonohydrazide | en |
dc.subject | Benzotiazole | en |
dc.subject | Iodobenzene | en |
dc.subject | π- interactions | en |
dc.subject | Intermolecular forces | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject | MCC | en |
dc.subject.lcc | QD | en |
dc.title | Crystal structure of N-(1,3-benzothiazol-2-yl)-4-iodobenzene-1-sulfonohydrazide : the importance of unusual N-H···π and I···π interactions on the supramolecular arrangement | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. Centre for Research into Equality, Diversity & Inclusion | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.identifier.doi | 10.1002/zaac.202200087 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2023-06-03 |
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