Experimental (X-ray, FT-IR and UV-vis spectra) and theoretical methods (DFT study) of (E)-3-methoxy-2-[(p-tolylimino)methyl]phenol

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dc.authoridAlbayrak kastas, Cigdem/0000-0003-0235-7460
dc.contributor.authorDemircioglu, Zeynep
dc.contributor.authorAlbayrak, Cigdem
dc.contributor.authorBuyukgungor, Orhan
dc.date.accessioned2025-03-23T19:38:07Z
dc.date.available2025-03-23T19:38:07Z
dc.date.issued2014
dc.departmentSinop Üniversitesi
dc.description.abstractA suitable single crystal of (E)-3-methoxy-2-[(p-tolylimino)methyl]phenol, formulated as C15H15N1O2, reveals that the structure is adopted to its E configuration about the azomethine C=N double bond. The compound adopts a enol-imine tautomeric form with a strong intramolecular O-H center dot center dot center dot N hydrogen bond. The single crystal X-ray diffraction analysis at 296 K crystallizes in the monoclinic space group P21/c with a = 13.4791(11) angstrom, b = 6.8251(3) angstrom, c = 18.3561( 15) angstrom, alpha = 90 degrees, beta= 129.296(5)degrees, gamma = 90 degrees and Z = 4. Comprehensive theoretical and experimental structural studies on the molecule have been carried out by FT-IR and UV-vis spectrometry. Optimized molecular structure and harmonic vibrational frequencies have been investigated by DFT/B3LYP method with 6-31G(d,p) basis set. Stability of the molecule, hyperconjugative interactions, charge delocalization and intramolecular hydrogen bond has been analyzed by using natural bond orbital (NBO) analysis. Electronic structures were discussed by TD-DFT method and the relocation of the electron density were determined. The energetic behavior of the title compound has been examined in solvent media using polarizable continuum model (PCM). Molecular electrostatic potential (MEP), Mulliken population method and natural population analysis (NPA) have been studied. Nonlinear optical (NLO) properties were also investigated. In addition, frontier molecular orbitals analysis have been performed from the optimized geometry. An ionization potential (I), electron affinity (A), electrophilicity index (omega), chemical potential (mu), electronegativity (chi), hardness (eta), and softness (S), have been investigated. (C) 2014 Elsevier B.V. All rights reserved.
dc.description.sponsorshipFaculty of Arts and Sciences, Ondokuz Mayis University, Turkey [F.279]
dc.description.sponsorshipThe authors wish to acknowledge the Faculty of Arts and Sciences, Ondokuz Mayis University, Turkey, for the use of the STOE IPDS 2 diffractometer (purchased under Grant F.279 of the University Research Fund).
dc.identifier.doi10.1016/j.saa.2014.02.186
dc.identifier.endpage758
dc.identifier.issn1386-1425
dc.identifier.issn1873-3557
dc.identifier.pmid24699294
dc.identifier.scopus2-s2.0-84897501333
dc.identifier.scopusqualityQ1
dc.identifier.startpage748
dc.identifier.urihttps://doi.org/10.1016/j.saa.2014.02.186
dc.identifier.urihttps://hdl.handle.net/11486/6066
dc.identifier.volume128
dc.identifier.wosWOS:000336013600096
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 bases
dc.subjectNatural population analysis (NPA)
dc.subjectDensity functional theory (DFT)
dc.subjectMolecular electrostatic potential (MEP)
dc.subjectNonlinear optical properties (NLO)
dc.subjectNatural bond analysis (NBO)
dc.titleExperimental (X-ray, FT-IR and UV-vis spectra) and theoretical methods (DFT study) of (E)-3-methoxy-2-[(p-tolylimino)methyl]phenol
dc.typeArticle

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