Article

(E)-2-[(3-Fluorophenyl)iminomethyl]-4-(trifluoromethoxy)phenol

Acta Crystallographica Section E Structure Reports Online (Impact Factor: 0.35). 03/2010; 66(3). DOI: 10.1107/S1600536810002989
Source: DOAJ

ABSTRACT

The title compound, C14H9F4NO2, is a Schiff base which adopts the phenol–imine tautomeric form in the solid state. The H atom is located on the hydroxy O atom rather than on the N atom. This H atom is involved in a strong intramolecular O—H...N hydrogen bond. The molecule is almost planar, the angle between the benzene rings being 2.14 (13)°.

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Available from: Yelda Bingöl Alpaslan, Apr 21, 2015
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    ABSTRACT: In the title compound, C(15)H(13)NO(4)·H(2)O, the Schiff base exists in a zwitterionic form and a bifurcated intra-molecular N-H⋯(O,O) hydrogen bond generates two S(6) rings. The dihedral angle between the two benzene rings is 25.8 (2)°. The crystal structure is stabilized by inter-molecular O-H⋯O hydrogen bonds.
    Full-text · Article · Jun 2010 · Acta Crystallographica Section E Structure Reports Online
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    ABSTRACT: In the title compound, C(15)H(13)NO(4)center dot H(2)O, the Schiff base exists in a zwitterionic form and a bifurcated intramolecular N-H center dot center dot center dot(O,O) hydrogen bond generates two S(6) rings. The dihedral angle between the two benzene rings is 25.8 (2)degrees. The crystal structure is stabilized by intermolecular O-H center dot center dot center dot O hydrogen bonds.
    No preview · Article · Jul 2010 · Acta Crystallographica Section E Structure Reports Online
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    ABSTRACT: The Schiff base compound (E)-2-(1-(2-(4-methylphenylsulfonamido)ethyliminio)ethyl) phenolate has been synthesised and characterized by IR, UV–Vis, and X-ray single-crystal determination. Ab initio calculations have been carried out for the title compound using the density functional theory (DFT) and Hartree–Fock (HF) methods at 6-31G(d) basis set. The calculated results show that the DFT/B3LYP and HF can well reproduce the structure of the title compound. Using the TD-DFT and TD-HF methods, electronic absorption spectra of the title compound have been predicted and a good agreement with the TD-DFT method and the experimental ones is determined. Molecular orbital coefficient analyses reveal that the electronic transitions are mainly assigned to n→π* and π→π* electronic transitions. To investigate the tautomeric stability, optimization calculations at B3LYP/6-31G(d) level were performed for the NH and OH forms of the title compound. Calculated results reveal that the OH form is more stable than NH form. In addition, molecular electrostatic potential and NBO analysis of the title compound were performed at B3LYP/6-31G(d) level of theory. KeywordsSchiff base-Zwitterionic-MEP-NBO-DFT-HF
    No preview · Article · Oct 2010 · Structural Chemistry
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