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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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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. |
format | Online Article Text |
id | pubmed-5290561 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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