G. Kaştaş, Ç. Albayrak, M. Odabaşoǧlu
Aug 1, 2012
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Journal
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy
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 CN double bond. The supramolecular architecture of the compound is constructed by two non-covalent interactions as C-H⋯π and halogen-halogen interactions. The repetition of C-H⋯π interactions is resulted in a single-stranded helical structure. The helical structures are further connected by C-I⋯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.