E)--2--acetyl--4--(4--methoxyphenyldiazenyl) phenol: X--ray and DFT--calculated structure

Authors

SERAP YAZICI
ÇİĞDEM ALBAYRAK
İSMAİL ERDEM GÜMRÜKÇÜOĞLU
İSMET ŞENEL
ORHAN BÜYÜKGÜNGÖR

DOI

10.3906/kim-0910-34

Abstract

The crystal structure of the title compound, (E)-2-acetyl-4-(4-methoxyphenyldiazenyl) phenol, displays a trans configuration of the azo moiety as found for other azo (diazene) derivatives. The aromatic mean planes are nearly coplanar and the dihedral angle between the 2 aromatic rings is 3.04(8)°. The molecules, with strong intramolecular O--H...O hydrogen bonding, are linked by weak van der Waals interactions in the 3-dimensional network. The molecular geometry, determined using X-ray diffraction techniques, was also calculated with the density functional theory (DFT), employing the hybrid exchange-correlation functional B3LYP. Experimental and theoretical IR spectra of the compound were also calculated for comparison. The results of the experimental and theoretical calculations are compared in this study.

Keywords

Diazenyl, X-ray, IR, DFT

First Page

341

Last Page

347

Recommended Citation

YAZICI, SERAP; ALBAYRAK, ÇİĞDEM; GÜMRÜKÇÜOĞLU, İSMAİL ERDEM; ŞENEL, İSMET; and BÜYÜKGÜNGÖR, ORHAN (2011) "E)--2--acetyl--4--(4--methoxyphenyldiazenyl) phenol: X--ray and DFT--calculated structure," Turkish Journal of Chemistry: Vol. 35: No. 2, Article 16. https://doi.org/10.3906/kim-0910-34
Available at: https://journals.tubitak.gov.tr/chem/vol35/iss2/16