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

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Yazici S., Albayrak C., Gumrukcuoglu I. E., Senel I., Buyukgungor O.

TURKISH JOURNAL OF CHEMISTRY, cilt.35, sa.2, ss.341-347, 2011 (SCI-Expanded, Scopus, TRDizin) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 35 Sayı: 2
  • Basım Tarihi: 2011
  • Doi Numarası: 10.3906/kim-0910-34
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.341-347
  • Anahtar Kelimeler: Diazenyl, X-ray, IR, DFT, AZO DYES, DENSITY
  • Açık Arşiv Koleksiyonu: AVESİS Açık Erişim Koleksiyonu
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

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)degrees. The molecules, with strong intramolecular O-H center dot center dot center dot 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.