Cargando…
Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1)
The asymmetric unit of the title compound, 4C(20)H(22)N(4)O(5)·2C(2)H(6)O·CH(4)O, contains two pyridine-3-carboxylate molecules, one ethanol molecule and one methanol molecule disordered about in a centre of symmetry. The pyridinone ring, the carbamide group and the bicyclic fragment in both ind...
Autores principales: | , , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977359/ https://www.ncbi.nlm.nih.gov/pubmed/21583660 http://dx.doi.org/10.1107/S1600536809026816 |
_version_ | 1782191089188339712 |
---|---|
author | Shishkina, Svetlana V. Shishkin, Oleg V. Ukrainets, Igor V. Tkach, Andrei A. Grinevich, Lina A. |
author_facet | Shishkina, Svetlana V. Shishkin, Oleg V. Ukrainets, Igor V. Tkach, Andrei A. Grinevich, Lina A. |
author_sort | Shishkina, Svetlana V. |
collection | PubMed |
description | The asymmetric unit of the title compound, 4C(20)H(22)N(4)O(5)·2C(2)H(6)O·CH(4)O, contains two pyridine-3-carboxylate molecules, one ethanol molecule and one methanol molecule disordered about in a centre of symmetry. The pyridinone ring, the carbamide group and the bicyclic fragment in both independent molecules are planar within 0.03 Å due to the formation of intramolecular O—H⋯O and N—H⋯O hydrogen bonds. The formation of these latter interactions also causes the redistribution of the electron density within the hydroxypyridone fragment, with the result that some bonds are elongated compared with values in the literature and some others are shorter. In the crystal phase, the pyridine-3-carboxylate molecules form layers parallel to (010), which are interlinked through hydrogen bonds mediated by the bridging solvate molecules. A terminal ethyl group in one of the molecules is disordered over two sites of equally occupancy. |
format | Text |
id | pubmed-2977359 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29773592010-12-30 Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) Shishkina, Svetlana V. Shishkin, Oleg V. Ukrainets, Igor V. Tkach, Andrei A. Grinevich, Lina A. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title compound, 4C(20)H(22)N(4)O(5)·2C(2)H(6)O·CH(4)O, contains two pyridine-3-carboxylate molecules, one ethanol molecule and one methanol molecule disordered about in a centre of symmetry. The pyridinone ring, the carbamide group and the bicyclic fragment in both independent molecules are planar within 0.03 Å due to the formation of intramolecular O—H⋯O and N—H⋯O hydrogen bonds. The formation of these latter interactions also causes the redistribution of the electron density within the hydroxypyridone fragment, with the result that some bonds are elongated compared with values in the literature and some others are shorter. In the crystal phase, the pyridine-3-carboxylate molecules form layers parallel to (010), which are interlinked through hydrogen bonds mediated by the bridging solvate molecules. A terminal ethyl group in one of the molecules is disordered over two sites of equally occupancy. International Union of Crystallography 2009-07-25 /pmc/articles/PMC2977359/ /pubmed/21583660 http://dx.doi.org/10.1107/S1600536809026816 Text en © Shishkina 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 Shishkina, Svetlana V. Shishkin, Oleg V. Ukrainets, Igor V. Tkach, Andrei A. Grinevich, Lina A. Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
title | Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
title_full | Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
title_fullStr | Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
title_full_unstemmed | Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
title_short | Ethyl 5-[(1H-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
title_sort | ethyl 5-[(1h-benzoimidazol-2-yl)aminocarbonyl]-4-hydroxy-2-methyl-6-oxo-1-propyl-1,6-dihydropyridine-3-carboxylate–ethanol–methanol (4/2/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977359/ https://www.ncbi.nlm.nih.gov/pubmed/21583660 http://dx.doi.org/10.1107/S1600536809026816 |
work_keys_str_mv | AT shishkinasvetlanav ethyl51hbenzoimidazol2ylaminocarbonyl4hydroxy2methyl6oxo1propyl16dihydropyridine3carboxylateethanolmethanol421 AT shishkinolegv ethyl51hbenzoimidazol2ylaminocarbonyl4hydroxy2methyl6oxo1propyl16dihydropyridine3carboxylateethanolmethanol421 AT ukrainetsigorv ethyl51hbenzoimidazol2ylaminocarbonyl4hydroxy2methyl6oxo1propyl16dihydropyridine3carboxylateethanolmethanol421 AT tkachandreia ethyl51hbenzoimidazol2ylaminocarbonyl4hydroxy2methyl6oxo1propyl16dihydropyridine3carboxylateethanolmethanol421 AT grinevichlinaa ethyl51hbenzoimidazol2ylaminocarbonyl4hydroxy2methyl6oxo1propyl16dihydropyridine3carboxylateethanolmethanol421 |