2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol

The title compound, C(22)H(17)NO, is a novel Schiff base synthesized via a condensation reaction between 9-anthracenecarboxaldehyde and 2-amino-p-cresol. The asymmetric unit contains two independent mol­ecules that are joined by an O—H⋯OH hydrogen bond. An intra­molecular O—H⋯N hydrogen bond occurs...

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Detalles Bibliográficos
Autores principales: Villalpando, Andrés, Fronczek, Frank R., Isovitsch, Ralph
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979592/
https://www.ncbi.nlm.nih.gov/pubmed/21579439
http://dx.doi.org/10.1107/S1600536810016715
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author Villalpando, Andrés
Fronczek, Frank R.
Isovitsch, Ralph
author_facet Villalpando, Andrés
Fronczek, Frank R.
Isovitsch, Ralph
author_sort Villalpando, Andrés
collection PubMed
description The title compound, C(22)H(17)NO, is a novel Schiff base synthesized via a condensation reaction between 9-anthracenecarboxaldehyde and 2-amino-p-cresol. The asymmetric unit contains two independent mol­ecules that are joined by an O—H⋯OH hydrogen bond. An intra­molecular O—H⋯N hydrogen bond occurs in each mol­ecule. π-stacking about inversion centers was observed between adjacent phenol rings [centroid–centroid distance = 3.850 (2) Å] and adjacent anthracene rings [centroid–centroid distance = 3.834 (2) Å]. The C—N=C—C torsion angles between the phenol and anthracene rings are close to 180° with values of 174.06 (15) and 179.85 (14)°.
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spelling pubmed-29795922010-12-30 2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol Villalpando, Andrés Fronczek, Frank R. Isovitsch, Ralph Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(22)H(17)NO, is a novel Schiff base synthesized via a condensation reaction between 9-anthracenecarboxaldehyde and 2-amino-p-cresol. The asymmetric unit contains two independent mol­ecules that are joined by an O—H⋯OH hydrogen bond. An intra­molecular O—H⋯N hydrogen bond occurs in each mol­ecule. π-stacking about inversion centers was observed between adjacent phenol rings [centroid–centroid distance = 3.850 (2) Å] and adjacent anthracene rings [centroid–centroid distance = 3.834 (2) Å]. The C—N=C—C torsion angles between the phenol and anthracene rings are close to 180° with values of 174.06 (15) and 179.85 (14)°. International Union of Crystallography 2010-05-15 /pmc/articles/PMC2979592/ /pubmed/21579439 http://dx.doi.org/10.1107/S1600536810016715 Text en © Villalpando et al. 2010 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
Villalpando, Andrés
Fronczek, Frank R.
Isovitsch, Ralph
2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol
title 2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol
title_full 2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol
title_fullStr 2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol
title_full_unstemmed 2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol
title_short 2-(9-Anthrylmethyl­ideneamino)-4-methyl­phenol
title_sort 2-(9-anthrylmethyl­ideneamino)-4-methyl­phenol
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979592/
https://www.ncbi.nlm.nih.gov/pubmed/21579439
http://dx.doi.org/10.1107/S1600536810016715
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AT fronczekfrankr 29anthrylmethylideneamino4methylphenol
AT isovitschralph 29anthrylmethylideneamino4methylphenol

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