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    3-[(E)-(4-Ethylphenyl)iminomethyl]benzene-1,2-diol
    (Acta Crystallographica Section E, 2009) Keleşoğlu, Zeynep; Büyükgüngör, Orhan; Albayrak, Çiğdem; Odabaşoğlu, Mustafa
    The title compound, C15H15NO2, adopts the enol-imine tautomeric form. The dihedral angle between the two benzene rings is 48.1 (1)°. Intramolecular O-H...N and O-H...O hydrogen bonds generate S(6) and S(5) ring motifs, respectively. In the crystal, molecules are linked into centrosymmetric R22(10) dimers via pairs of O-H...O hydrogen bonds and the dimers may interact through very weak by [pi]-[pi] interactions [centroid-centroid distance = 4.150 (1) Å]. The ethyl group is disordered over two orientations, with occupancies of 0.587 (11) and 0.413 (11).
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    Crystal Structure of (E)-3-[(4-Ethylphenylimino) methyl]benzene-1,2-diol and (E)-3-[(4-Butylphenyl imino)methyl]benzene-1,2-diol
    (25th European Crystallographic Meeting, 2009) Keleşoğlu, Zeynep; Koşar, Başak; Albayrak, Çiğdem; Odabaşoğlu, Mustafa; Büyükgüngör, Orhan
    [Abstract Not Available]
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    (E)-3-[(3-Bromophenyl)iminomethyl]benzene-1,2-diol: a combined X-ray and computational structural study
    (Acta Crystallographica Section E, 2009) Keleşoğlu, Zeynep; Büyükgüngör, Orhan; Albayrak, Çiğdem; Odabaşoğlu, Mustafa
    The title compound, C13H10BrNO2, exists as an enol-imine form in the crystal and adopts an E configuration with respect to the C=N double bond. The molecule is close to planar, with a dihedral angle of 6.88 (14)° between the aromatic rings. Intramolecular O-H...N and O-H...O hydrogen bonds generate S(6) and S(5) ring motifs, respectively. The crystal structure is stabilized by intermolecular O-H...O hydrogen-bond interactions, forming R22(10) and R22(20) chains along [100]. ab initio Hartree-Fock (HF), density-functional theory (DFT) and semi-empirical (AM1 and PM3) calculations and full-geometry optimizations were also performed. Although there are some discrepancies between the experimental and calculated parameters, caused presumably by the O-H...O hydrogen-bond interactions, there is an acceptable general agreement between them.
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    (E)-3-[(4-Butylphenyl)iminomethyl]benzene-1,2-diol
    (Acta Crystallographica Section E, 2009) Keleşoğlu, Zeynep; Büyükgüngör, Orhan; Albayrak, Çiğdem; Odabaşoğlu, Mustafa
    The title compound, C17H19NO2, exists as an enol-imine tautomer. The dihedral angle between the two benzene rings is 4.6 (2)°. The molecular structure is stabilized by intramolecular O-H...O and O-H...N hydrogen bonds which generate S(5) and S(6) ring motifs, respectively. In the crystal, molecules are linked into centrosymmetric dimers by pairs of O-H...O hydrogen bonds. In addition, C-H...[pi] interactions involving both benzene rings are observed.
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    (E)-4-Methoxy-2-[3-(trifluoromethyl)phenyliminomethyl]phenol
    (Acta Crystallographica Section E, 2009) Keleşoğlu, Zeynep; Büyükgüngör, Orhan; Albayrak, Çiğdem; Odabaşoğlu, Mustafa
    The title compound, C15H12F3NO2, adopts the phenol-imine tautomeric form, with the H atom attached to oxygen rather than to nitrogen. There are two independent molecules aligned nearly parallel in the asymmetric unit with their trifloramethyl groups pointing in opposite directions. The dihedral angles between the aromatic rings are 40.43 (1)° in the first molecule and 36.12 (1)° in the second. Strong intramolecular O-H...N hydrogen bonding generates S(6) ring motifs. Weak intermolecular C-H...O hydrogen bonds link the independent molecules separately into sheets normal to [010]. In addition, C-H...[pi] interactions are also observed. The F atoms of the trifluoromethyl groups are disordered over two sets of sites with refined site occupancies of 0.59 (2)/0.41 (2) and 0.62 (3)/0.38 (3), respectively.