Structural and vibrational investigation of 1,2-bis(3,4-dimethoxyphenyl) ethane-1,2-dione (Veratril): experimental and theoretical studies
STRUCTURAL CHEMISTRY, vol.19, no.3, pp.467-476, 2008 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 19 Issue: 3
- Publication Date: 2008
- Doi Number: 10.1007/s11224-008-9305-z
- Journal Name: STRUCTURAL CHEMISTRY
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.467-476
- Keywords: benzil, tetramethoxybenzil, diketone, X-ray, infrared, herringbone, Veratril, BENZIL DIPHENYLETHANE-1,2-DIONE, MOLECULAR-STRUCTURE, CROSS-LINKING, CRYSTALS, SPECTRA, CARBOXYLESTERASES, INHIBITORS, ANALOGS
- Ondokuz Mayıs University Affiliated: Yes
Abstract
The molecular and crystal structures of 1,2-bis(3,4-dimethoxyphenyl)ethane-1,2-dione (TMBZ = tetramethoxybenzil) were determined by a single-crystal X-ray diffraction, (1)H NMR, and FT-IR spectroscopy. The compound TMBZ (C(18)H(18)O(6), M (r) = 330.32) crystallized in the orthorhombic Fdd2 space group wherein: a = 39.145(4), b = 18.167(2), c = 4.3139(5) angstrom and beta = 90 degrees, Z = 8. The packing of the molecules in the crystal lattice is stabilized by intermolecular C-H center dot center dot center dot O contacts in the herringbone arrangement. The molecular geometry and harmonic frequencies of TMBZ in the ground state were calculated utilizing density functional (B3LYP) method with the 6-311++G(d, p)-basis set. The density functional theory optimized the geometric structure, and vibrational wave numbers of TMBZ in gas phase were compared with the experimental data. A complete assignment of the fundamentals was proposed based on the total energy distribution calculation.