Cargando…
(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...
Autores principales: | , , , |
---|---|
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 |
_version_ | 1782190017246920704 |
---|---|
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)°. |
format | Text |
id | pubmed-2968945 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT ozekarzu e4methoxy2otolyliminomethylphenol AT buyukgungororhan e4methoxy2otolyliminomethylphenol AT albayrakcigdem e4methoxy2otolyliminomethylphenol AT odabasoglumustafa e4methoxy2otolyliminomethylphenol |