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

The title compound, C(19)H(12)N(2)O(3), 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...

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Detalles Bibliográficos
Autores principales: Xu, Hua-Jie, Su, Peng-Fei, Liu, Zhao-Di
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238836/
https://www.ncbi.nlm.nih.gov/pubmed/22199689
http://dx.doi.org/10.1107/S1600536811045569
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author Xu, Hua-Jie
Su, Peng-Fei
Liu, Zhao-Di
author_facet Xu, Hua-Jie
Su, Peng-Fei
Liu, Zhao-Di
author_sort Xu, Hua-Jie
collection PubMed
description The title compound, C(19)H(12)N(2)O(3), 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.
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spelling pubmed-32388362011-12-23 2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione Xu, Hua-Jie Su, Peng-Fei Liu, Zhao-Di Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(12)N(2)O(3), 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. International Union of Crystallography 2011-11-05 /pmc/articles/PMC3238836/ /pubmed/22199689 http://dx.doi.org/10.1107/S1600536811045569 Text en © Xu et al. 2011 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
Xu, Hua-Jie
Su, Peng-Fei
Liu, Zhao-Di
2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
title 2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
title_full 2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
title_fullStr 2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
title_full_unstemmed 2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
title_short 2-[(E)-(2-Hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
title_sort 2-[(e)-(2-hy­droxy­naphthalen-1-yl)methyl­idene­amino]­isoindoline-1,3-dione
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3238836/
https://www.ncbi.nlm.nih.gov/pubmed/22199689
http://dx.doi.org/10.1107/S1600536811045569
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