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dc.creatorMirković, Jelena
dc.creatorRogan, Jelena
dc.creatorPoleti, Dejan
dc.creatorVitnik, Vesna
dc.creatorVitnik, Željko
dc.creatorUšćumlić, Gordana
dc.creatorMijin, Dušan
dc.date.accessioned2021-03-10T12:30:51Z
dc.date.available2021-03-10T12:30:51Z
dc.date.issued2014
dc.identifier.issn0143-7208
dc.identifier.urihttp://TechnoRep.tmf.bg.ac.rs/handle/123456789/2768
dc.description.abstractIn this work, a combined experimental and theoretical study on the structures of methoxy substituted 5-phenylazo-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridones has been reported. The dyes under the investigation have been thoroughly characterized. X-ray single-crystal analysis shows that 5-(4-methoxyphenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridone crystallizes in the hydrazone form. Quantum chemical calculations of energies, geometrical structure and vibrational wavenumbers of the investigated dyes have been performed using density functional theory. The optimized geometrical parameters obtained by density functional theory calculations are in good conformity with the single-crystal data. The fundamental vibrational wavenumbers, as well as their intensities have been calculated and a good agreement between observed and scaled calculated wavenumbers has been achieved. Stability of the molecule arising from hyperconjugative interactions and charge delocalization has been analyzed using natural bond orbital analysis. Vibrational, nuclear magnetic resonance and natural bond orbital analysis confirm that the prepared dyes exist in the hydrazone tautomeric form in the solid state and dimethyl sulfoxide solution.en
dc.publisherElsevier Sci Ltd, Oxford
dc.relationHP-SEE European project
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172035/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Basic Research (BR or ON)/172013/RS//
dc.relationinfo:eu-repo/grantAgreement/MESTD/Integrated and Interdisciplinary Research (IIR or III)/45007/RS//
dc.rightsrestrictedAccess
dc.sourceDyes and Pigments
dc.subjectPyridoneen
dc.subjectAzo dyeen
dc.subjectAzo-hydrazone tautomerismen
dc.subjectX-ray crystallographyen
dc.subjectDFT calculationen
dc.titleOn the structures of 5-(4-, 3-and 2-methoxyphenylazo)-3-cyano-1-ethyl-6-hydroxy-4-methyl-2-pyridone: An experimental and theoretical studyen
dc.typearticle
dc.rights.licenseARR
dc.citation.epage168
dc.citation.other104: 160-168
dc.citation.rankaM21
dc.citation.spage160
dc.citation.volume104
dc.identifier.doi10.1016/j.dyepig.2014.01.007
dc.identifier.rcubconv_4364
dc.identifier.scopus2-s2.0-84893147963
dc.identifier.wos000332051200022
dc.type.versionpublishedVersion


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