2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate

In the title compound, C(7)H(8)N(2)O(4)·H(2)O, the imidazole N atom is protonated and one of the carboxyl­ate groups is deprontonated, forming a zwitterion. The two carboxyl groups are are approximately coplanar with the imidazole ring [O—C—C—C torsion angles = −176.8 (2) and 2.9 (4)° for one group...

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Autores principales: Li, Shi-Jie, Liu, Juan-Hua, Song, Wen-Dong, Li, Xiao-Fei, Miao, Dong-Liang
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3100020/
https://www.ncbi.nlm.nih.gov/pubmed/21754252
http://dx.doi.org/10.1107/S1600536811010774
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author Li, Shi-Jie
Liu, Juan-Hua
Song, Wen-Dong
Li, Xiao-Fei
Miao, Dong-Liang
author_facet Li, Shi-Jie
Liu, Juan-Hua
Song, Wen-Dong
Li, Xiao-Fei
Miao, Dong-Liang
author_sort Li, Shi-Jie
collection PubMed
description In the title compound, C(7)H(8)N(2)O(4)·H(2)O, the imidazole N atom is protonated and one of the carboxyl­ate groups is deprontonated, forming a zwitterion. The two carboxyl groups are are approximately coplanar with the imidazole ring [O—C—C—C torsion angles = −176.8 (2) and 2.9 (4)° for one group and −4.6 (3) and 176.4 (2)° for the other] and have an intra­molecular O—H⋯O hydrogen bond between them. The water mol­ecule is linked to the organic mol­ecules via an N—H⋯O hydrogen bonds. Inter­molecular O—H⋯O and N—H⋯O hydrogen bonds are found in the crystal structure.
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spelling pubmed-31000202011-07-13 2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate Li, Shi-Jie Liu, Juan-Hua Song, Wen-Dong Li, Xiao-Fei Miao, Dong-Liang Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(7)H(8)N(2)O(4)·H(2)O, the imidazole N atom is protonated and one of the carboxyl­ate groups is deprontonated, forming a zwitterion. The two carboxyl groups are are approximately coplanar with the imidazole ring [O—C—C—C torsion angles = −176.8 (2) and 2.9 (4)° for one group and −4.6 (3) and 176.4 (2)° for the other] and have an intra­molecular O—H⋯O hydrogen bond between them. The water mol­ecule is linked to the organic mol­ecules via an N—H⋯O hydrogen bonds. Inter­molecular O—H⋯O and N—H⋯O hydrogen bonds are found in the crystal structure. International Union of Crystallography 2011-03-31 /pmc/articles/PMC3100020/ /pubmed/21754252 http://dx.doi.org/10.1107/S1600536811010774 Text en © Li et al. 2011 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
Li, Shi-Jie
Liu, Juan-Hua
Song, Wen-Dong
Li, Xiao-Fei
Miao, Dong-Liang
2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate
title 2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate
title_full 2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate
title_fullStr 2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate
title_full_unstemmed 2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate
title_short 2-Ethyl-1H-imidazole-4-carboxyl­ate monohydrate
title_sort 2-ethyl-1h-imidazole-4-carboxyl­ate monohydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3100020/
https://www.ncbi.nlm.nih.gov/pubmed/21754252
http://dx.doi.org/10.1107/S1600536811010774
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AT songwendong 2ethyl1himidazole4carboxylatemonohydrate
AT lixiaofei 2ethyl1himidazole4carboxylatemonohydrate
AT miaodongliang 2ethyl1himidazole4carboxylatemonohydrate

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