Capecitabine from X-ray powder synchrotron data

In the title compound [systematic name 5-de­oxy-5-fluoro-N-(pent­yloxycarbon­yl)cytidine], C(15)H(22)FN(3)O(6), the pentyl chain is disordered over two positions with refined occupancies of 0.53 (5) and 0.47 (5). The furan ring assumes an envelope conformation. In the crystal, inter­molecular N—H⋯O...

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Autores principales: Rohlicek, Jan, Husak, Michal, Gavenda, Ales, Jegorov, Alexandr, Kratochvil, Bohumil, Fitch, Andy
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969674/
https://www.ncbi.nlm.nih.gov/pubmed/21583180
http://dx.doi.org/10.1107/S1600536809017905
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author Rohlicek, Jan
Husak, Michal
Gavenda, Ales
Jegorov, Alexandr
Kratochvil, Bohumil
Fitch, Andy
author_facet Rohlicek, Jan
Husak, Michal
Gavenda, Ales
Jegorov, Alexandr
Kratochvil, Bohumil
Fitch, Andy
author_sort Rohlicek, Jan
collection PubMed
description In the title compound [systematic name 5-de­oxy-5-fluoro-N-(pent­yloxycarbon­yl)cytidine], C(15)H(22)FN(3)O(6), the pentyl chain is disordered over two positions with refined occupancies of 0.53 (5) and 0.47 (5). The furan ring assumes an envelope conformation. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains propagating along the b axis. The crystal packing exhibits electrostatic inter­actions between the 5-fluoro­pyrimidin-2(1H)-one fragments of neighbouring mol­ecules as indicated by short O⋯C [2.875 (3) and 2.961 (3) Å] and F⋯C [2.886 (3) Å] contacts.
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spelling pubmed-29696742010-12-30 Capecitabine from X-ray powder synchrotron data Rohlicek, Jan Husak, Michal Gavenda, Ales Jegorov, Alexandr Kratochvil, Bohumil Fitch, Andy Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound [systematic name 5-de­oxy-5-fluoro-N-(pent­yloxycarbon­yl)cytidine], C(15)H(22)FN(3)O(6), the pentyl chain is disordered over two positions with refined occupancies of 0.53 (5) and 0.47 (5). The furan ring assumes an envelope conformation. In the crystal, inter­molecular N—H⋯O hydrogen bonds link the mol­ecules into chains propagating along the b axis. The crystal packing exhibits electrostatic inter­actions between the 5-fluoro­pyrimidin-2(1H)-one fragments of neighbouring mol­ecules as indicated by short O⋯C [2.875 (3) and 2.961 (3) Å] and F⋯C [2.886 (3) Å] contacts. International Union of Crystallography 2009-05-20 /pmc/articles/PMC2969674/ /pubmed/21583180 http://dx.doi.org/10.1107/S1600536809017905 Text en © Rohlicek et al. 2009 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
Rohlicek, Jan
Husak, Michal
Gavenda, Ales
Jegorov, Alexandr
Kratochvil, Bohumil
Fitch, Andy
Capecitabine from X-ray powder synchrotron data
title Capecitabine from X-ray powder synchrotron data
title_full Capecitabine from X-ray powder synchrotron data
title_fullStr Capecitabine from X-ray powder synchrotron data
title_full_unstemmed Capecitabine from X-ray powder synchrotron data
title_short Capecitabine from X-ray powder synchrotron data
title_sort capecitabine from x-ray powder synchrotron data
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969674/
https://www.ncbi.nlm.nih.gov/pubmed/21583180
http://dx.doi.org/10.1107/S1600536809017905
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