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Ethenzamide–gentisic acid–acetic acid (2/1/1)

In the title co-crystal solvate, 2-ethoxy­benzamide–2,5-dihydroxy­benzoic acid–ethanoic acid (2/1/1), 2C(9)H(11)NO(2)·C(7)H(6)O(4)·C(2)H(4)O(2), two nonsteroidal anti-inflammatory drugs, ethenzamide (systematic name: 2-ethoxy­benzamide) and gentisic acid (systematic name: 2,5-dihydroxy­benzoic acid)...

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Detalles Bibliográficos
Autores principales: Aitipamula, Srinivasulu, Chow, Pui Shan, Tan, Reginald B.H.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979229/
https://www.ncbi.nlm.nih.gov/pubmed/21579106
http://dx.doi.org/10.1107/S1600536810012407
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author Aitipamula, Srinivasulu
Chow, Pui Shan
Tan, Reginald B.H.
author_facet Aitipamula, Srinivasulu
Chow, Pui Shan
Tan, Reginald B.H.
author_sort Aitipamula, Srinivasulu
collection PubMed
description In the title co-crystal solvate, 2-ethoxy­benzamide–2,5-dihydroxy­benzoic acid–ethanoic acid (2/1/1), 2C(9)H(11)NO(2)·C(7)H(6)O(4)·C(2)H(4)O(2), two nonsteroidal anti-inflammatory drugs, ethenzamide (systematic name: 2-ethoxy­benzamide) and gentisic acid (systematic name: 2,5-dihydroxy­benzoic acid), together with acetic acid (systematic name: ethanoic acid) form a four-component mol­ecular assembly held together by N—H⋯O and O—H⋯O hydrogen bonds. This assembly features two symmetry-independent mol­ecules of ethenzamide, forming supra­molecular acid–amide heterosynthons with gentisic acid and acetic acid. These heterosynthons involve quite strong O—H⋯O [O⋯O = 2.5446 (15) and 2.5327 (15) Å] and less strong N—H⋯O [N⋯O = 2.9550 (17) and 2.9542 (17) Å] hydrogen bonds. The overall crystal packing features several C—H⋯O and π–π stacking inter­actions [centroid–centroid distance = 3.7792 (11) Å].
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spelling pubmed-29792292010-12-30 Ethenzamide–gentisic acid–acetic acid (2/1/1) Aitipamula, Srinivasulu Chow, Pui Shan Tan, Reginald B.H. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title co-crystal solvate, 2-ethoxy­benzamide–2,5-dihydroxy­benzoic acid–ethanoic acid (2/1/1), 2C(9)H(11)NO(2)·C(7)H(6)O(4)·C(2)H(4)O(2), two nonsteroidal anti-inflammatory drugs, ethenzamide (systematic name: 2-ethoxy­benzamide) and gentisic acid (systematic name: 2,5-dihydroxy­benzoic acid), together with acetic acid (systematic name: ethanoic acid) form a four-component mol­ecular assembly held together by N—H⋯O and O—H⋯O hydrogen bonds. This assembly features two symmetry-independent mol­ecules of ethenzamide, forming supra­molecular acid–amide heterosynthons with gentisic acid and acetic acid. These heterosynthons involve quite strong O—H⋯O [O⋯O = 2.5446 (15) and 2.5327 (15) Å] and less strong N—H⋯O [N⋯O = 2.9550 (17) and 2.9542 (17) Å] hydrogen bonds. The overall crystal packing features several C—H⋯O and π–π stacking inter­actions [centroid–centroid distance = 3.7792 (11) Å]. International Union of Crystallography 2010-04-10 /pmc/articles/PMC2979229/ /pubmed/21579106 http://dx.doi.org/10.1107/S1600536810012407 Text en © Aitipamula 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
Aitipamula, Srinivasulu
Chow, Pui Shan
Tan, Reginald B.H.
Ethenzamide–gentisic acid–acetic acid (2/1/1)
title Ethenzamide–gentisic acid–acetic acid (2/1/1)
title_full Ethenzamide–gentisic acid–acetic acid (2/1/1)
title_fullStr Ethenzamide–gentisic acid–acetic acid (2/1/1)
title_full_unstemmed Ethenzamide–gentisic acid–acetic acid (2/1/1)
title_short Ethenzamide–gentisic acid–acetic acid (2/1/1)
title_sort ethenzamide–gentisic acid–acetic acid (2/1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979229/
https://www.ncbi.nlm.nih.gov/pubmed/21579106
http://dx.doi.org/10.1107/S1600536810012407
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