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

Date

2012

Author

Kastas, Gokhan
Albayrak, Cigdem
Odabaşoğlu, Mustafa
Frank, Rene

Metadata

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Abstract

In 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.

Source

Spectrochimica Acta Part A-Molecular and Biomolecular Spectroscopy

Volume

94

URI

https://doi.org/10.1016/j.saa.2012.03.058
https://hdl.handle.net/20.500.12712/16446

Collections

  • PubMed İndeksli Yayınlar Koleksiyonu [6144]
  • Scopus İndeksli Yayınlar Koleksiyonu [14046]
  • WoS İndeksli Yayınlar Koleksiyonu [12971]



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