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Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate
The title compound, C(26)H(22)N(4)O(5) (systematic name: methyl 2-ethoxy-1-{4-[2-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]benzyl}-1H-1,3-benzodiazole-7-carboxylate ethyl acetate hemisolvate), was obtained via cyclization of methyl (Z)-2-ethoxy-1-{(2′-(N′-hydroxycarbamimidoyl)-[1,1′-b...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384622/ https://www.ncbi.nlm.nih.gov/pubmed/25878884 http://dx.doi.org/10.1107/S2056989014028023 |
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author | Li, Zhengyi Liu, Rong Zhu, Meilan Chen, Liang Sun, Xiaoqiang |
author_facet | Li, Zhengyi Liu, Rong Zhu, Meilan Chen, Liang Sun, Xiaoqiang |
author_sort | Li, Zhengyi |
collection | PubMed |
description | The title compound, C(26)H(22)N(4)O(5) (systematic name: methyl 2-ethoxy-1-{4-[2-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]benzyl}-1H-1,3-benzodiazole-7-carboxylate ethyl acetate hemisolvate), was obtained via cyclization of methyl (Z)-2-ethoxy-1-{(2′-(N′-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl}-1H-benzo[d]imidazole-7-carboxylate with diphenyl carbonate. There are two independent molecules (A and B) with different conformations and an ethyl acetate solvent molecule in the asymmetric unit. In molecule A, the dihedral angle between the benzene ring and its attached oxadiazole ring is 59.36 (17); the dihedral angle between the benzene rings is 43.89 (15) and that between the benzene ring and its attached imidazole ring system is 80.06 (11)°. The corresponding dihedral angles in molecule B are 58.45 (18), 50.73 (16) and 85.37 (10)°, respectively. The C—O—C—C(m) (m = methyl) torsion angles for the ethoxy side chains attached to the imidazole rings in molecules A and B are 93.9 (3) and −174.6 (3)°, respectively. In the crystal, the components are linked by N—H⋯N and C—H⋯O hydrogen bonds, generating a three-dimensional network. Aromatic π–π stacking interactions [shortest centroid–centroid separation = 3.536 (3)Å] are also observed. |
format | Online Article Text |
id | pubmed-4384622 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-43846222015-04-15 Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate Li, Zhengyi Liu, Rong Zhu, Meilan Chen, Liang Sun, Xiaoqiang Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(26)H(22)N(4)O(5) (systematic name: methyl 2-ethoxy-1-{4-[2-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl]benzyl}-1H-1,3-benzodiazole-7-carboxylate ethyl acetate hemisolvate), was obtained via cyclization of methyl (Z)-2-ethoxy-1-{(2′-(N′-hydroxycarbamimidoyl)-[1,1′-biphenyl]-4-yl)methyl}-1H-benzo[d]imidazole-7-carboxylate with diphenyl carbonate. There are two independent molecules (A and B) with different conformations and an ethyl acetate solvent molecule in the asymmetric unit. In molecule A, the dihedral angle between the benzene ring and its attached oxadiazole ring is 59.36 (17); the dihedral angle between the benzene rings is 43.89 (15) and that between the benzene ring and its attached imidazole ring system is 80.06 (11)°. The corresponding dihedral angles in molecule B are 58.45 (18), 50.73 (16) and 85.37 (10)°, respectively. The C—O—C—C(m) (m = methyl) torsion angles for the ethoxy side chains attached to the imidazole rings in molecules A and B are 93.9 (3) and −174.6 (3)°, respectively. In the crystal, the components are linked by N—H⋯N and C—H⋯O hydrogen bonds, generating a three-dimensional network. Aromatic π–π stacking interactions [shortest centroid–centroid separation = 3.536 (3)Å] are also observed. International Union of Crystallography 2015-01-03 /pmc/articles/PMC4384622/ /pubmed/25878884 http://dx.doi.org/10.1107/S2056989014028023 Text en © Li et al. 2015 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 | Data Reports Li, Zhengyi Liu, Rong Zhu, Meilan Chen, Liang Sun, Xiaoqiang Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
title | Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
title_full | Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
title_fullStr | Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
title_full_unstemmed | Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
title_short | Crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
title_sort | crystal structure of azilsartan methyl ester ethyl acetate hemisolvate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4384622/ https://www.ncbi.nlm.nih.gov/pubmed/25878884 http://dx.doi.org/10.1107/S2056989014028023 |
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