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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...

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Detalles Bibliográficos
Autores principales: Wu, Hongyi, Wang, Weihua, Walker, Edwin H., Fronczek, Frank R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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