2-(9-Anthrylmethylideneamino)-4-methylphenol

The title compound, C22H17NO, 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...

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Bibliographic Details
Main Authors: Andrés Villalpando, Frank R. Fronczek, Ralph Isovitsch
Format: Article
Language:English
Published: International Union of Crystallography 2010-06-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536810016715
Description
Summary:The title compound, C22H17NO, 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)°.
ISSN:1600-5368