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(E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol

In the mol­ecule of the title compound, C(15)H(15)NO(2), the aromatic rings are oriented at a dihedral angle of 15.46 (6)°. An intra­molecular 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...

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Autores principales: Özek, Arzu, Büyükgüngör, Orhan, Albayrak, Çiğdem, Odabaşoğlu, Mustafa
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968945/
https://www.ncbi.nlm.nih.gov/pubmed/21582515
http://dx.doi.org/10.1107/S1600536809009192
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author Özek, Arzu
Büyükgüngör, Orhan
Albayrak, Çiğdem
Odabaşoğlu, Mustafa
author_facet Özek, Arzu
Büyükgüngör, Orhan
Albayrak, Çiğdem
Odabaşoğlu, Mustafa
author_sort Özek, Arzu
collection PubMed
description In the mol­ecule of the title compound, C(15)H(15)NO(2), the aromatic rings are oriented at a dihedral angle of 15.46 (6)°. An intra­molecular 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 mol­ecule is a phenol–imine tautomer, as evidenced by the C—O, C—N and C—C bond lengths. Mol­ecules are linked by inter­molecular C—H⋯O hydrogen bonds that generate a C(5) chain. C—H⋯π and π–π inter­actions exist in the structure. The π–π inter­action 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)°.
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spelling pubmed-29689452010-12-30 (E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol Özek, Arzu Büyükgüngör, Orhan Albayrak, Çiğdem Odabaşoğlu, Mustafa Acta Crystallogr Sect E Struct Rep Online Organic Papers In the mol­ecule of the title compound, C(15)H(15)NO(2), the aromatic rings are oriented at a dihedral angle of 15.46 (6)°. An intra­molecular 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 mol­ecule is a phenol–imine tautomer, as evidenced by the C—O, C—N and C—C bond lengths. Mol­ecules are linked by inter­molecular C—H⋯O hydrogen bonds that generate a C(5) chain. C—H⋯π and π–π inter­actions exist in the structure. The π–π inter­action 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)°. International Union of Crystallography 2009-03-19 /pmc/articles/PMC2968945/ /pubmed/21582515 http://dx.doi.org/10.1107/S1600536809009192 Text en © Özek et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Özek, Arzu
Büyükgüngör, Orhan
Albayrak, Çiğdem
Odabaşoğlu, Mustafa
(E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
title (E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
title_full (E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
title_fullStr (E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
title_full_unstemmed (E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
title_short (E)-4-Meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
title_sort (e)-4-meth­oxy-2-(o-tolyl­imino­meth­yl)phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968945/
https://www.ncbi.nlm.nih.gov/pubmed/21582515
http://dx.doi.org/10.1107/S1600536809009192
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