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3-Acetoxy-2-naphthoic acid
In the title compound, C(13)H(10)O(4), an analog of acetylsalicylic acid, the naphthalene unit is twisted slightly due to ortho disubstitution [dihedral angle between conjugated rings system in the naphthalene unit = 2.0 (2)°]. The mean planes of the carboxylic and ester groups are almost coplana...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009309/ https://www.ncbi.nlm.nih.gov/pubmed/21589033 http://dx.doi.org/10.1107/S1600536810040365 |
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author | Souza, Bruno S. Vitto, Ramon Nome, Faruk Kirby, Anthony J. Bortoluzzi, Adailton J. |
author_facet | Souza, Bruno S. Vitto, Ramon Nome, Faruk Kirby, Anthony J. Bortoluzzi, Adailton J. |
author_sort | Souza, Bruno S. |
collection | PubMed |
description | In the title compound, C(13)H(10)O(4), an analog of acetylsalicylic acid, the naphthalene unit is twisted slightly due to ortho disubstitution [dihedral angle between conjugated rings system in the naphthalene unit = 2.0 (2)°]. The mean planes of the carboxylic and ester groups are almost coplanar and perpendicular, respectively, to the mean plane of the conjugated aromatic system, making dihedral angles of 8.9 (3) and 89.3 (1)°. In the crystal, molecules are paired through their carboxylic groups by the typical centrosymmetric O—H⋯O interactions with R (2) (2)(8) hydrogen-bond motifs. In addition, several weak C—H⋯O intermolecular contacts are also observed. Finally, the molecules are stacked along crystallographic [100] and [010] directions. |
format | Text |
id | pubmed-3009309 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30093092010-12-30 3-Acetoxy-2-naphthoic acid Souza, Bruno S. Vitto, Ramon Nome, Faruk Kirby, Anthony J. Bortoluzzi, Adailton J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(10)O(4), an analog of acetylsalicylic acid, the naphthalene unit is twisted slightly due to ortho disubstitution [dihedral angle between conjugated rings system in the naphthalene unit = 2.0 (2)°]. The mean planes of the carboxylic and ester groups are almost coplanar and perpendicular, respectively, to the mean plane of the conjugated aromatic system, making dihedral angles of 8.9 (3) and 89.3 (1)°. In the crystal, molecules are paired through their carboxylic groups by the typical centrosymmetric O—H⋯O interactions with R (2) (2)(8) hydrogen-bond motifs. In addition, several weak C—H⋯O intermolecular contacts are also observed. Finally, the molecules are stacked along crystallographic [100] and [010] directions. International Union of Crystallography 2010-10-20 /pmc/articles/PMC3009309/ /pubmed/21589033 http://dx.doi.org/10.1107/S1600536810040365 Text en © Souza 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 Souza, Bruno S. Vitto, Ramon Nome, Faruk Kirby, Anthony J. Bortoluzzi, Adailton J. 3-Acetoxy-2-naphthoic acid |
title | 3-Acetoxy-2-naphthoic acid |
title_full | 3-Acetoxy-2-naphthoic acid |
title_fullStr | 3-Acetoxy-2-naphthoic acid |
title_full_unstemmed | 3-Acetoxy-2-naphthoic acid |
title_short | 3-Acetoxy-2-naphthoic acid |
title_sort | 3-acetoxy-2-naphthoic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009309/ https://www.ncbi.nlm.nih.gov/pubmed/21589033 http://dx.doi.org/10.1107/S1600536810040365 |
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