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Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate
In the title compound, C(13)H(13)NO(4), the asymmetric unit contains four independent molecules, each exhibiting an intramolecular N—H⋯O hydrogen bond. The ethyl group in one of the four molecules is disordered, with a refined occupancy ratio of 0.295 (16):0.705 (16). A face-to-face stacking inte...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051033/ https://www.ncbi.nlm.nih.gov/pubmed/24940288 http://dx.doi.org/10.1107/S1600536814011854 |
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author | Ishikawa, Yoshinobu Yoshida, Nanako |
author_facet | Ishikawa, Yoshinobu Yoshida, Nanako |
author_sort | Ishikawa, Yoshinobu |
collection | PubMed |
description | In the title compound, C(13)H(13)NO(4), the asymmetric unit contains four independent molecules, each exhibiting an intramolecular N—H⋯O hydrogen bond. The ethyl group in one of the four molecules is disordered, with a refined occupancy ratio of 0.295 (16):0.705 (16). A face-to-face stacking interaction is found between the benzene rings of the quinoline units of two of the molecules [centroid–centroid distance = 3.541 (2) Å], which are sandwiched by the other two molecules through N—H⋯O hydrogen bonding. In the crystal, the sandwiched molecules are assembled via stacking interactions along the b-axis direction with their translation-symmetry equivalents [centroid–centroid distance = 3.529 (2) Å], and are further linked through N—H⋯O hydrogen bonding. The other two molecules are linked via stacking interactions with their inversion-symmetry equivalents [centroid–centroid distances = 3.512 (3) and 3.716 (4) Å] and via N—H⋯O hydrogen bonding. |
format | Online Article Text |
id | pubmed-4051033 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-40510332014-06-17 Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate Ishikawa, Yoshinobu Yoshida, Nanako Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(13)H(13)NO(4), the asymmetric unit contains four independent molecules, each exhibiting an intramolecular N—H⋯O hydrogen bond. The ethyl group in one of the four molecules is disordered, with a refined occupancy ratio of 0.295 (16):0.705 (16). A face-to-face stacking interaction is found between the benzene rings of the quinoline units of two of the molecules [centroid–centroid distance = 3.541 (2) Å], which are sandwiched by the other two molecules through N—H⋯O hydrogen bonding. In the crystal, the sandwiched molecules are assembled via stacking interactions along the b-axis direction with their translation-symmetry equivalents [centroid–centroid distance = 3.529 (2) Å], and are further linked through N—H⋯O hydrogen bonding. The other two molecules are linked via stacking interactions with their inversion-symmetry equivalents [centroid–centroid distances = 3.512 (3) and 3.716 (4) Å] and via N—H⋯O hydrogen bonding. International Union of Crystallography 2014-05-31 /pmc/articles/PMC4051033/ /pubmed/24940288 http://dx.doi.org/10.1107/S1600536814011854 Text en © Ishikawa and Yoshida 2014 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 Ishikawa, Yoshinobu Yoshida, Nanako Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
title | Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
title_full | Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
title_fullStr | Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
title_full_unstemmed | Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
title_short | Ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
title_sort | ethyl 8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4051033/ https://www.ncbi.nlm.nih.gov/pubmed/24940288 http://dx.doi.org/10.1107/S1600536814011854 |
work_keys_str_mv | AT ishikawayoshinobu ethyl8methoxy4oxo14dihydroquinoline3carboxylate AT yoshidananako ethyl8methoxy4oxo14dihydroquinoline3carboxylate |