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Cytosinium orotate dihydrate

The title compound, C(4)H(6)N(3)O(+)·C(5)H(3)N(2)O(4) (−)·2H(2)O or Cyt(+)·Or(−)·2H(2)O, was synthesized by a reaction between cytosine (4-amino-2-hy­droxy­pyrimidine, Cyt) and orotic acid (2,4-dihy­droxy-6-carb­oxy­pyrimidine, Or) in aqueous solution. The two ions are joined by two N(+)—H⋯O(−) (±)-...

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Autor principal: Portalone, Gustavo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588359/
https://www.ncbi.nlm.nih.gov/pubmed/23476396
http://dx.doi.org/10.1107/S1600536812049057
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author Portalone, Gustavo
author_facet Portalone, Gustavo
author_sort Portalone, Gustavo
collection PubMed
description The title compound, C(4)H(6)N(3)O(+)·C(5)H(3)N(2)O(4) (−)·2H(2)O or Cyt(+)·Or(−)·2H(2)O, was synthesized by a reaction between cytosine (4-amino-2-hy­droxy­pyrimidine, Cyt) and orotic acid (2,4-dihy­droxy-6-carb­oxy­pyrimidine, Or) in aqueous solution. The two ions are joined by two N(+)—H⋯O(−) (±)-(CAHB) hydrogen bonds, forming a dimer with graph-set motif R (2) (2)(8). In the crystal, the ion pairs of the asymmetric unit are joined by four N—H⋯O inter­actions to adjacent dimers, forming hydrogen-bonded rings with R (2) (2)(8) graph-set motif in a two-dimensional network. The formation of the three-dimensional array is facilitated by water mol­ecules, which act as bridges between structural sub-units linked in R (3) (2)(8) and R (3) (2)(7) hydrogen-bonded rings. The orotate anion is essentially planar, as the dihedral angle between the planes defined by the carboxylate group and the uracil fragment is 4.0 (4)°.
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spelling pubmed-35883592013-03-08 Cytosinium orotate dihydrate Portalone, Gustavo Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(4)H(6)N(3)O(+)·C(5)H(3)N(2)O(4) (−)·2H(2)O or Cyt(+)·Or(−)·2H(2)O, was synthesized by a reaction between cytosine (4-amino-2-hy­droxy­pyrimidine, Cyt) and orotic acid (2,4-dihy­droxy-6-carb­oxy­pyrimidine, Or) in aqueous solution. The two ions are joined by two N(+)—H⋯O(−) (±)-(CAHB) hydrogen bonds, forming a dimer with graph-set motif R (2) (2)(8). In the crystal, the ion pairs of the asymmetric unit are joined by four N—H⋯O inter­actions to adjacent dimers, forming hydrogen-bonded rings with R (2) (2)(8) graph-set motif in a two-dimensional network. The formation of the three-dimensional array is facilitated by water mol­ecules, which act as bridges between structural sub-units linked in R (3) (2)(8) and R (3) (2)(7) hydrogen-bonded rings. The orotate anion is essentially planar, as the dihedral angle between the planes defined by the carboxylate group and the uracil fragment is 4.0 (4)°. International Union of Crystallography 2012-12-05 /pmc/articles/PMC3588359/ /pubmed/23476396 http://dx.doi.org/10.1107/S1600536812049057 Text en © Gustavo Portalone 2013 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
Portalone, Gustavo
Cytosinium orotate dihydrate
title Cytosinium orotate dihydrate
title_full Cytosinium orotate dihydrate
title_fullStr Cytosinium orotate dihydrate
title_full_unstemmed Cytosinium orotate dihydrate
title_short Cytosinium orotate dihydrate
title_sort cytosinium orotate dihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588359/
https://www.ncbi.nlm.nih.gov/pubmed/23476396
http://dx.doi.org/10.1107/S1600536812049057
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