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5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4

The title compound, C(12)H(20)N(4)O(5), crystallizes in the monoclinic space group P2(1), with four crystallographically independent mol­ecules in the asymmetric unit. The four mol­ecules have a very similar conformation that is basically determined by the formation of two intra­molecular hydrogen b...

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Autores principales: Piccialli, Vincenzo, Borbone, Nicola, Oliviero, Giorgia, Piccialli, Gennaro, D’Errico, Stefano, Centore, Roberto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290561/
https://www.ncbi.nlm.nih.gov/pubmed/28217338
http://dx.doi.org/10.1107/S2056989017000500
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author Piccialli, Vincenzo
Borbone, Nicola
Oliviero, Giorgia
Piccialli, Gennaro
D’Errico, Stefano
Centore, Roberto
author_facet Piccialli, Vincenzo
Borbone, Nicola
Oliviero, Giorgia
Piccialli, Gennaro
D’Errico, Stefano
Centore, Roberto
author_sort Piccialli, Vincenzo
collection PubMed
description The title compound, C(12)H(20)N(4)O(5), crystallizes in the monoclinic space group P2(1), with four crystallographically independent mol­ecules in the asymmetric unit. The four mol­ecules have a very similar conformation that is basically determined by the formation of two intra­molecular hydrogen bonds between the amino NH(2) donors and the carbonyl and ring O-atom acceptors, forming, respectively, R(6) and R(7) ring motifs.. In the crystal, inter­molecular hydrogen bonding leads to the formation of R (2) (2)(10) ring patterns, involving one amide CONH(2) donor and an imidazole N-atom acceptor. The cluster of the four independent mol­ecules has approximate non-crystallographic C (2) point symmetry. The structural analysis also shows that during the synthesis of the title compound, the reductive cleavage of the d-ribose ring of the inosine precursor proceeds stereoselectively, with retention of configuration.
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spelling pubmed-52905612017-02-17 5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4 Piccialli, Vincenzo Borbone, Nicola Oliviero, Giorgia Piccialli, Gennaro D’Errico, Stefano Centore, Roberto Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(12)H(20)N(4)O(5), crystallizes in the monoclinic space group P2(1), with four crystallographically independent mol­ecules in the asymmetric unit. The four mol­ecules have a very similar conformation that is basically determined by the formation of two intra­molecular hydrogen bonds between the amino NH(2) donors and the carbonyl and ring O-atom acceptors, forming, respectively, R(6) and R(7) ring motifs.. In the crystal, inter­molecular hydrogen bonding leads to the formation of R (2) (2)(10) ring patterns, involving one amide CONH(2) donor and an imidazole N-atom acceptor. The cluster of the four independent mol­ecules has approximate non-crystallographic C (2) point symmetry. The structural analysis also shows that during the synthesis of the title compound, the reductive cleavage of the d-ribose ring of the inosine precursor proceeds stereoselectively, with retention of configuration. International Union of Crystallography 2017-01-13 /pmc/articles/PMC5290561/ /pubmed/28217338 http://dx.doi.org/10.1107/S2056989017000500 Text en © Piccialli et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Piccialli, Vincenzo
Borbone, Nicola
Oliviero, Giorgia
Piccialli, Gennaro
D’Errico, Stefano
Centore, Roberto
5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4
title 5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4
title_full 5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4
title_fullStr 5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4
title_full_unstemmed 5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4
title_short 5-Amino-1-(2′,3′-O-iso­propyl­idene-d-ribit­yl)-1H-imidazole-4-carboxamide: a crystal structure with Z′ = 4
title_sort 5-amino-1-(2′,3′-o-iso­propyl­idene-d-ribit­yl)-1h-imidazole-4-carboxamide: a crystal structure with z′ = 4
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5290561/
https://www.ncbi.nlm.nih.gov/pubmed/28217338
http://dx.doi.org/10.1107/S2056989017000500
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