N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine

The title compound, C(19)H(20)N(4)O(4), is a cyclo­nucleoside with a C—N linkage. The furan­ose ring adopts a twist C3′-endo/C2′-exo (close to (3) T (2)) conformation with a pseudorotational phase angle (P) of 8.1° and puckering amplitude (v (m)) of 30.6°. The orientation of the pyrimidine ring with...

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Detalles Bibliográficos
Autores principales: Sun, Jingbo, Yang, Kun, Duan, Ronghui, Wu, Jinchang
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979450/
https://www.ncbi.nlm.nih.gov/pubmed/21579571
http://dx.doi.org/10.1107/S1600536810019379
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author Sun, Jingbo
Yang, Kun
Duan, Ronghui
Wu, Jinchang
author_facet Sun, Jingbo
Yang, Kun
Duan, Ronghui
Wu, Jinchang
author_sort Sun, Jingbo
collection PubMed
description The title compound, C(19)H(20)N(4)O(4), is a cyclo­nucleoside with a C—N linkage. The furan­ose ring adopts a twist C3′-endo/C2′-exo (close to (3) T (2)) conformation with a pseudorotational phase angle (P) of 8.1° and puckering amplitude (v (m)) of 30.6°. The orientation of the pyrimidine ring with respect to the sugar group is anti. One intra­molecular C—H⋯O hydrogen bond is observed. The packing features an N—H⋯O hydrogen bond.
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spelling pubmed-29794502010-12-30 N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine Sun, Jingbo Yang, Kun Duan, Ronghui Wu, Jinchang Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(19)H(20)N(4)O(4), is a cyclo­nucleoside with a C—N linkage. The furan­ose ring adopts a twist C3′-endo/C2′-exo (close to (3) T (2)) conformation with a pseudorotational phase angle (P) of 8.1° and puckering amplitude (v (m)) of 30.6°. The orientation of the pyrimidine ring with respect to the sugar group is anti. One intra­molecular C—H⋯O hydrogen bond is observed. The packing features an N—H⋯O hydrogen bond. International Union of Crystallography 2010-05-29 /pmc/articles/PMC2979450/ /pubmed/21579571 http://dx.doi.org/10.1107/S1600536810019379 Text en © Sun et al. 2010 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
Sun, Jingbo
Yang, Kun
Duan, Ronghui
Wu, Jinchang
N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine
title N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine
title_full N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine
title_fullStr N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine
title_full_unstemmed N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine
title_short N (6),3′-cyclo-5′-O-Cyano­methyl­thymidine
title_sort n (6),3′-cyclo-5′-o-cyano­methyl­thymidine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979450/
https://www.ncbi.nlm.nih.gov/pubmed/21579571
http://dx.doi.org/10.1107/S1600536810019379
work_keys_str_mv AT sunjingbo n63cyclo5ocyanomethylthymidine
AT yangkun n63cyclo5ocyanomethylthymidine
AT duanronghui n63cyclo5ocyanomethylthymidine
AT wujinchang n63cyclo5ocyanomethylthymidine

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