Single stranded helical chains of C-H•••π interactions further connected by halogen-halogen interactions of type I to construct supramolecular structure of (E)-5-(diethylamino)-2-[(4-iodophenylimino)methyl]phenol compound

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dc.authoridAlbayrak kastas, Cigdem/0000-0003-0235-7460
dc.contributor.authorKastas, Gokhan
dc.contributor.authorAlbayrak, Cigdem
dc.contributor.authorOdabasoglu, Mustafa
dc.contributor.authorFrank, Rene
dc.date.accessioned2025-03-23T19:38:08Z
dc.date.available2025-03-23T19:38:08Z
dc.date.issued2012
dc.departmentSinop Üniversitesi
dc.description.abstractIn this study, (E)-5-(diethylamino)-2-[(4-iodophenylimino)methyl]phenol compound was investigated from the point of stacking interactions assembling the supramolecular network, conformational isomerism and tautomerism. For this purpose, X-ray diffraction, FT-IR and UV/Vis spectroscopic techniques were used, giving the following structural and spectroscopic properties of the compound: The title compound has two conformers (anti and eclipsed) in the crystal structure resulting from rotation about C-N single bond of ethyl group. Both conformers prefer enol form in the solid state, adopting E configuration about the C=N double bond. The supramolecular architecture of the compound is constructed by two non-covalent interactions as C-H center dot center dot center dot pi and halogen-halogen interactions. The repetition of C-H center dot center dot center dot pi interactions is resulted in a single-stranded helical structure. The helical structures are further connected by C-I center dot center dot center dot I-C interactions of Type I to construct the two dimensional supramolecular network defined as (6,3)-net in Wells nomenclature. The title compound adopts both enol and keto forms in EtOH (a polar and protic solvent) while enol form is preferred in the solid state. (C) 2012 Elsevier B.V. All rights reserved.
dc.identifier.doi10.1016/j.saa.2012.03.058
dc.identifier.endpage204
dc.identifier.issn1386-1425
dc.identifier.issn1873-3557
dc.identifier.pmid22516124
dc.identifier.scopus2-s2.0-84861829846
dc.identifier.scopusqualityQ1
dc.identifier.startpage200
dc.identifier.urihttps://doi.org/10.1016/j.saa.2012.03.058
dc.identifier.urihttps://hdl.handle.net/11486/6072
dc.identifier.volume94
dc.identifier.wosWOS:000305853700027
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherPergamon-Elsevier Science Ltd
dc.relation.ispartofSpectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250323
dc.subjectSchiff base
dc.subjectIntramolecular hydrogen bond
dc.subjectIntermolecular hydrogen bond
dc.subjectHalogen-halogen interaction
dc.subjectTautomerism
dc.subjectHelical chain
dc.titleSingle stranded helical chains of C-H•••π interactions further connected by halogen-halogen interactions of type I to construct supramolecular structure of (E)-5-(diethylamino)-2-[(4-iodophenylimino)methyl]phenol compound
dc.typeArticle

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