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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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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]. |
format | Online Article Text |
id | pubmed-3344484 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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