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(Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one
In the title compound, C(14)H(16)N(2)O(3), an analog of the chromophore in green fluorescent protein, the methoxyphenyl substituent and the imidazole N adopt a Z conformation with respect to the C=C bond. Aside from the hydroxyethyl group, the molecule is approximately planar, with the five- an...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629644/ https://www.ncbi.nlm.nih.gov/pubmed/23634131 http://dx.doi.org/10.1107/S1600536813007770 |
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author | Wu, Hongyi Wang, Weihua Walker, Edwin H. Fronczek, Frank R. |
author_facet | Wu, Hongyi Wang, Weihua Walker, Edwin H. Fronczek, Frank R. |
author_sort | Wu, Hongyi |
collection | PubMed |
description | In the title compound, C(14)H(16)N(2)O(3), an analog of the chromophore in green fluorescent protein, the methoxyphenyl substituent and the imidazole N adopt a Z conformation with respect to the C=C bond. Aside from the hydroxyethyl group, the molecule is approximately planar, with the five- and six-membered ring planes forming a dihedral angle of 9.3 (1)°. An intramolecular C—H⋯N contact occurs. In the crystal, O—H⋯N hydrogen bonds link the molecules, forming chains along the b-axis direction. C—H⋯O hydrogen bonds are also observed. |
format | Online Article Text |
id | pubmed-3629644 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-36296442013-04-30 (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one Wu, Hongyi Wang, Weihua Walker, Edwin H. Fronczek, Frank R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(14)H(16)N(2)O(3), an analog of the chromophore in green fluorescent protein, the methoxyphenyl substituent and the imidazole N adopt a Z conformation with respect to the C=C bond. Aside from the hydroxyethyl group, the molecule is approximately planar, with the five- and six-membered ring planes forming a dihedral angle of 9.3 (1)°. An intramolecular C—H⋯N contact occurs. In the crystal, O—H⋯N hydrogen bonds link the molecules, forming chains along the b-axis direction. C—H⋯O hydrogen bonds are also observed. International Union of Crystallography 2013-03-28 /pmc/articles/PMC3629644/ /pubmed/23634131 http://dx.doi.org/10.1107/S1600536813007770 Text en © Wu et al. 2013 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 Wu, Hongyi Wang, Weihua Walker, Edwin H. Fronczek, Frank R. (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one |
title | (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one |
title_full | (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one |
title_fullStr | (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one |
title_full_unstemmed | (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one |
title_short | (Z)-1-(2-Hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1H-imidazol-5(4H)-one |
title_sort | (z)-1-(2-hydroxyethyl)-4-(2-methoxybenzylidene)-2-methyl-1h-imidazol-5(4h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3629644/ https://www.ncbi.nlm.nih.gov/pubmed/23634131 http://dx.doi.org/10.1107/S1600536813007770 |
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