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Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one

The title purine derivative, C(7)H(7)N(5)O(3), is an adduct of guanine with glyoxal. In the mol­ecule, the di­hydro­imidazole ring adopts a twisted conformation on the C—C bond, and the two hydroxyl groups lie on opposite sides of the mean plane of the ring. In the crystal, the mol­ecules are linked...

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Detalles Bibliográficos
Autores principales: Guo, Wei, Li, Cheng-Xun, Lv, Jie, Wang, Jing
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4971859/
https://www.ncbi.nlm.nih.gov/pubmed/27536400
http://dx.doi.org/10.1107/S2056989016009087
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author Guo, Wei
Li, Cheng-Xun
Lv, Jie
Wang, Jing
author_facet Guo, Wei
Li, Cheng-Xun
Lv, Jie
Wang, Jing
author_sort Guo, Wei
collection PubMed
description The title purine derivative, C(7)H(7)N(5)O(3), is an adduct of guanine with glyoxal. In the mol­ecule, the di­hydro­imidazole ring adopts a twisted conformation on the C—C bond, and the two hydroxyl groups lie on opposite sides of the mean plane of the ring. In the crystal, the mol­ecules are linked by N—H⋯O, O—H⋯N and N—H⋯N hydrogen bonds forming a three-dimensional framework. The crystal packing is reinforced by C—H⋯O hydrogen bonds and by offset π–π stacking of the purine ring systems of inversion related mol­ecules [inter­centroid distance = 3.4839 (12) Å].
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spelling pubmed-49718592016-08-17 Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one Guo, Wei Li, Cheng-Xun Lv, Jie Wang, Jing Acta Crystallogr E Crystallogr Commun Research Communications The title purine derivative, C(7)H(7)N(5)O(3), is an adduct of guanine with glyoxal. In the mol­ecule, the di­hydro­imidazole ring adopts a twisted conformation on the C—C bond, and the two hydroxyl groups lie on opposite sides of the mean plane of the ring. In the crystal, the mol­ecules are linked by N—H⋯O, O—H⋯N and N—H⋯N hydrogen bonds forming a three-dimensional framework. The crystal packing is reinforced by C—H⋯O hydrogen bonds and by offset π–π stacking of the purine ring systems of inversion related mol­ecules [inter­centroid distance = 3.4839 (12) Å]. International Union of Crystallography 2016-07-19 /pmc/articles/PMC4971859/ /pubmed/27536400 http://dx.doi.org/10.1107/S2056989016009087 Text en © Guo et al. 2016 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 Research Communications
Guo, Wei
Li, Cheng-Xun
Lv, Jie
Wang, Jing
Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one
title Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one
title_full Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one
title_fullStr Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one
title_full_unstemmed Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one
title_short Crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3H-imidazo[1,2-a]purin-9(5H)-one
title_sort crystal structure of 6,7-dihy­droxy-6,7-di­hydro-3h-imidazo[1,2-a]purin-9(5h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4971859/
https://www.ncbi.nlm.nih.gov/pubmed/27536400
http://dx.doi.org/10.1107/S2056989016009087
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