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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...

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Autores principales: Souza, Bruno S., Vitto, Ramon, Nome, Faruk, Kirby, Anthony J., Bortoluzzi, Adailton J.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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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AT bortoluzziadailtonj 3acetoxy2naphthoicacid