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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...

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Autores principales: Ishikawa, Yoshinobu, Yoshida, Nanako
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
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.
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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
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AT yoshidananako ethyl8methoxy4oxo14dihydroquinoline3carboxylate