2-[(E)-(2-Hydroxynaphthalen-1-yl)methylideneamino]isoindoline-1,3-dione

The title compound, C19H12N2O3, has two independent molecules (A and B) in the asymmetric unit. There is an intramolecular O—H...N hydrogen bond in each molecule. The mean planes of the naphthalene [maximum deviations = 0.024 (3) and 0.030 (3) ...

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Bibliographic Details
Main Authors: Hua-Jie Xu, Peng-Fei Su, Zhao-Di Liu
Format: Article
Language:English
Published: International Union of Crystallography 2011-12-01
Series:Acta Crystallographica Section E
Online Access:http://scripts.iucr.org/cgi-bin/paper?S1600536811045569
Description
Summary:The title compound, C19H12N2O3, has two independent molecules (A and B) in the asymmetric unit. There is an intramolecular O—H...N hydrogen bond in each molecule. The mean planes of the naphthalene [maximum deviations = 0.024 (3) and 0.030 (3) Å in A and B, respectively] and the isoindoline units [maximum deviations 0.009 (3) and 0.008 (3) Å in A and B, respectively] are almostly coplanar, with dihedral angles of 4.25 (9) ad 3.84 (9)° in molecules A and B, respectively. The two independent molecules are connected by π–π interactions [centroid-centroid distances 3.5527 (19) and 3.5627 (19) Å]. In the crystal, the A+B pairs are further connected via π–π interactions [centroid–centroid distances = 3.693 (2)–3.831 (2) Å], leading to the formation of columns propagating along the a-axis direction. The columns are linked via C—H...O interactions, leading to the formation of a three-dimensional network.
ISSN:1600-5368