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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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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. |
format | Online Article Text |
id | pubmed-3238836 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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