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2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate

In the zwitterionic title compound, C(17)H(11)NO(5), the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra­molecular N—H⋯O(carbox­yl) hydrogen...

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Detalles Bibliográficos
Autores principales: Cai, Li-Mao, Fang, Xin, Lin, Mei-Jin, Xie, Jin, Wang, Jun-Dong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344484/
https://www.ncbi.nlm.nih.gov/pubmed/22590246
http://dx.doi.org/10.1107/S1600536812013980
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author Cai, Li-Mao
Fang, Xin
Lin, Mei-Jin
Xie, Jin
Wang, Jun-Dong
author_facet Cai, Li-Mao
Fang, Xin
Lin, Mei-Jin
Xie, Jin
Wang, Jun-Dong
author_sort Cai, Li-Mao
collection PubMed
description In the zwitterionic title compound, C(17)H(11)NO(5), the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra­molecular N—H⋯O(carbox­yl) hydrogen bond, resulting from proton transfer from the carb­oxy­lic acid group to the quinoline N atom and giving an S(9) ring motif. In the crystal, mol­ecules are connected by O—H⋯O hydrogen bonds into chains extending along the b-axis direction. An overall two-dimensional network structure is formed through π–π inter­actions between the quinoline rings [minimum ring-centroid separation = 3.6068 (6) Å].
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spelling pubmed-33444842012-05-15 2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate Cai, Li-Mao Fang, Xin Lin, Mei-Jin Xie, Jin Wang, Jun-Dong Acta Crystallogr Sect E Struct Rep Online Organic Papers In the zwitterionic title compound, C(17)H(11)NO(5), the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra­molecular N—H⋯O(carbox­yl) hydrogen bond, resulting from proton transfer from the carb­oxy­lic acid group to the quinoline N atom and giving an S(9) ring motif. In the crystal, mol­ecules are connected by O—H⋯O hydrogen bonds into chains extending along the b-axis direction. An overall two-dimensional network structure is formed through π–π inter­actions between the quinoline rings [minimum ring-centroid separation = 3.6068 (6) Å]. International Union of Crystallography 2012-04-13 /pmc/articles/PMC3344484/ /pubmed/22590246 http://dx.doi.org/10.1107/S1600536812013980 Text en © Cai et al. 2012 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
Cai, Li-Mao
Fang, Xin
Lin, Mei-Jin
Xie, Jin
Wang, Jun-Dong
2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
title 2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
title_full 2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
title_fullStr 2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
title_full_unstemmed 2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
title_short 2-Carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
title_sort 2-carb­oxy-6-(quinolin-1-ium-8-yl­oxy)benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3344484/
https://www.ncbi.nlm.nih.gov/pubmed/22590246
http://dx.doi.org/10.1107/S1600536812013980
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