Keto-enol tautomerism, conformations, and structure of 1-[N-(4-chlorophenyl)]aminomethylidene2(1H)naphthalenone

Basit Öğe Kaydı
dc.contributor.authorÜnver, H.
dc.contributor.authorKabak, M.
dc.contributor.authorZengin, D.M.
dc.contributor.authorDurlu, T.N.
dc.date.accessioned2020-06-25T17:34:52Z
dc.date.available2020-06-25T17:34:52Z
dc.date.issued2001
dc.departmentKırıkkale Üniversitesi
dc.descriptionUnver, Huseyin/0000-0003-3968-4385
dc.description.abstract1-[N-(4-chlorophenyl)]aminomethylidene-2(1H)naphthalenone (C17H12NOCl) (1) was synthesized and the crystal structure was determined. Compound I crystallizes in the monoclinic space group P2(1)/n with a = 4.761(3) Angstrom, b = 20.347(1) Angstrom, c = 13.773(2) Angstrom, beta = 92.89(3)degrees, V = 1332.4(3) Angstrom(3), Z = 4, D-c = 1.404 g cm(-3), mu(Mo Kalpha) = 0.28 mm(-1), and R = 0.036 for 2680 reflections [I > 2sigma(I)]. Molecule I is not planar, and the dihedral angle between the naphthaldeyde plane A [Cl-C11, 01] and the 4-chloroaniline plane B [C12-C17, C11, N1] is 20.1(3)degrees. An intramolecular hydrogen bond occurs between the hydroxyl oxygen and imine nitrogen atoms [2.528(3) Angstrom]. IR, H-1 NMR, and UV measurements and AM1 semiempirical quantum mechanical calculations support the keto form found in the X-ray structure.en_US
dc.identifier.citationclosedAccessen_US
dc.identifier.doi10.1023/A:1014395132751
dc.identifier.endpage209en_US
dc.identifier.issn1074-1542
dc.identifier.issn1572-8854
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-0035560037
dc.identifier.scopusqualityQ3
dc.identifier.startpage203en_US
dc.identifier.urihttps://doi.org/10.1023/A:1014395132751
dc.identifier.urihttps://hdl.handle.net/20.500.12587/2930
dc.identifier.volume31en_US
dc.identifier.wosWOS:000175411300004
dc.identifier.wosqualityQ4
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherSpringer/Plenum Publishersen_US
dc.relation.ispartofJournal Of Chemical Crystallography
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectphotochromismen_US
dc.subjectthermochromismen_US
dc.subjectketo-enol tautomerismen_US
dc.subjectAM1en_US
dc.titleKeto-enol tautomerism, conformations, and structure of 1-[N-(4-chlorophenyl)]aminomethylidene2(1H)naphthalenoneen_US
dc.typeArticle

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