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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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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2012
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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)°. |
format | Online Article Text |
id | pubmed-3588359 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT portalonegustavo cytosiniumorotatedihydrate |