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Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate
The title compound (trivial name moexipril hydrochloride) crystallizes as the acetonitrile monosolvate, C(27)H(35)N(2)O(7) (+)·Cl(−)·C(2)H(3)N, with the salt comprising a U-shaped cation and a chloride anion. The conformation of the cation is stabilized by a weak intramolecular N(+)—H⋯O hydrogen...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257232/ https://www.ncbi.nlm.nih.gov/pubmed/25484709 http://dx.doi.org/10.1107/S160053681402090X |
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author | Li, Ai-zhen Xu, Wen-jie |
author_facet | Li, Ai-zhen Xu, Wen-jie |
author_sort | Li, Ai-zhen |
collection | PubMed |
description | The title compound (trivial name moexipril hydrochloride) crystallizes as the acetonitrile monosolvate, C(27)H(35)N(2)O(7) (+)·Cl(−)·C(2)H(3)N, with the salt comprising a U-shaped cation and a chloride anion. The conformation of the cation is stabilized by a weak intramolecular N(+)—H⋯O hydrogen bond and the tetrahydropyridine ring adopts a boat conformation. The dihedral angle between the planes of the benzene rings is 85.6 (1)°. In the crystal, the cations and anions form tight ionic pairs by strong intermolecular O—H⋯Cl hydrogen bonds. C—H⋯Cl and C—H⋯N hydrogen bonds link these ionic pairs and the acetonitrile solvate molecules into puckered layers parallel to (100). |
format | Online Article Text |
id | pubmed-4257232 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-42572322014-12-05 Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate Li, Ai-zhen Xu, Wen-jie Acta Crystallogr Sect E Struct Rep Online Data Reports The title compound (trivial name moexipril hydrochloride) crystallizes as the acetonitrile monosolvate, C(27)H(35)N(2)O(7) (+)·Cl(−)·C(2)H(3)N, with the salt comprising a U-shaped cation and a chloride anion. The conformation of the cation is stabilized by a weak intramolecular N(+)—H⋯O hydrogen bond and the tetrahydropyridine ring adopts a boat conformation. The dihedral angle between the planes of the benzene rings is 85.6 (1)°. In the crystal, the cations and anions form tight ionic pairs by strong intermolecular O—H⋯Cl hydrogen bonds. C—H⋯Cl and C—H⋯N hydrogen bonds link these ionic pairs and the acetonitrile solvate molecules into puckered layers parallel to (100). International Union of Crystallography 2014-09-24 /pmc/articles/PMC4257232/ /pubmed/25484709 http://dx.doi.org/10.1107/S160053681402090X Text en © Li and Xu 2014 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, Ai-zhen Xu, Wen-jie Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
title | Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
title_full | Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
title_fullStr | Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
title_full_unstemmed | Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
title_short | Crystal structure of [(2S)-1-[(3S)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
title_sort | crystal structure of [(2s)-1-[(3s)-3-carboxy-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-2-yl]-1-oxopropan-2-yl][(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]azanium chloride acetonitrile monosolvate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257232/ https://www.ncbi.nlm.nih.gov/pubmed/25484709 http://dx.doi.org/10.1107/S160053681402090X |
work_keys_str_mv | AT liaizhen crystalstructureof2s13s3carboxy67dimethoxy1234tetrahydroisoquinolin2yl1oxopropan2yl2s1ethoxy1oxo4phenylbutan2ylazaniumchlorideacetonitrilemonosolvate AT xuwenjie crystalstructureof2s13s3carboxy67dimethoxy1234tetrahydroisoquinolin2yl1oxopropan2yl2s1ethoxy1oxo4phenylbutan2ylazaniumchlorideacetonitrilemonosolvate |