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(E)-4-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol.


ABSTRACT: In the mol-ecule of the title compound, C(15)H(15)NO(2), the aromatic rings are oriented at a dihedral angle of 15.46 (6)°. An intra-molecular O-H⋯N hydrogen bond results in the formation of a nearly planar six-membered ring [maximum deviation of 0.035 (5) Å for the N atom] which is almost coplanar with the adjacent ring, making a dihedral angle of 0.8 (3)°. The title organic mol-ecule is a phenol-imine tautomer, as evidenced by the C-O, C-N and C-C bond lengths. Mol-ecules are linked by inter-molecular C-H⋯O hydrogen bonds that generate a C(5) chain. C-H⋯π and π-π inter-actions exist in the structure. The π-π inter-action occurs between the phenol ring and its symmetry equivalent at (1 - x, 1 - y, -z), with a centroid-centroid distance of 3.727 (7) Å and a plane-to-plane separation of 3.383 (5) Å, resulting in an offset angle of 24.82 (1)°.

SUBMITTER: Ozek A 

PROVIDER: S-EPMC2968945 | biostudies-literature | 2009 Mar

REPOSITORIES: biostudies-literature

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(E)-4-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol.

Ozek Arzu A   Büyükgüngör Orhan O   Albayrak Ciğdem C   Odabaşoğlu Mustafa M  

Acta crystallographica. Section E, Structure reports online 20090319 Pt 4


In the mol-ecule of the title compound, C(15)H(15)NO(2), the aromatic rings are oriented at a dihedral angle of 15.46 (6)°. An intra-molecular O-H⋯N hydrogen bond results in the formation of a nearly planar six-membered ring [maximum deviation of 0.035 (5) Å for the N atom] which is almost coplanar with the adjacent ring, making a dihedral angle of 0.8 (3)°. The title organic mol-ecule is a phenol-imine tautomer, as evidenced by the C-O, C-N and C-C bond lengths. Mol-ecules are linked by inter-m  ...[more]

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