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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)...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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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]. |
format | Text |
id | pubmed-2979229 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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