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Redetermination of loperamide monohydrate
The structure of the title compound {systematic name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide monohydrate}, C(29)H(33)ClN(2)O(2)·H(2)O, has been redetermined at 170 (2) K. The redetermination is of significantly higher precision than the previous stru...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275278/ https://www.ncbi.nlm.nih.gov/pubmed/22347134 http://dx.doi.org/10.1107/S1600536812003091 |
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author | Jasinski, Jerry P. Guild, Curtis J. Dayananda, A. S. Yathirajan, H. S. Ramesha, A. R. |
author_facet | Jasinski, Jerry P. Guild, Curtis J. Dayananda, A. S. Yathirajan, H. S. Ramesha, A. R. |
author_sort | Jasinski, Jerry P. |
collection | PubMed |
description | The structure of the title compound {systematic name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide monohydrate}, C(29)H(33)ClN(2)O(2)·H(2)O, has been redetermined at 170 (2) K. The redetermination is of significantly higher precision than the previous structure determination at room temperature and includes the H-atom coordinates that were not included in the previous report [Germain et al. (1977 ▶). Acta Cryst. B33, 942–944]. It consists of a piperidin-1-yl ring in a distorted chair conformation, with the N,N-dimethyl-α,α-diphenylbutyramide and the 4-chlorophenyl and hydroxy groups bonded in para positions and an external water molecule within the asymmetric unit. The dihedral angles between the mean plane of the piperidine ring and the 4-chlorophenyl and two benzene rings are 83.4 (5), 76.4 (2) and 85.9 (2)°, respectively. The two benzene rings are inclined to one another by 50.8 (6)°. In the crystal, molecules are linked by O—H⋯O and O—H⋯N hydrogen bonds and weak C—H⋯O intermolecular interactions, forming an infinite two-dimensional network along [110]. |
format | Online Article Text |
id | pubmed-3275278 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32752782012-02-15 Redetermination of loperamide monohydrate Jasinski, Jerry P. Guild, Curtis J. Dayananda, A. S. Yathirajan, H. S. Ramesha, A. R. Acta Crystallogr Sect E Struct Rep Online Organic Papers The structure of the title compound {systematic name: 4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-N,N-dimethyl-2,2-diphenylbutanamide monohydrate}, C(29)H(33)ClN(2)O(2)·H(2)O, has been redetermined at 170 (2) K. The redetermination is of significantly higher precision than the previous structure determination at room temperature and includes the H-atom coordinates that were not included in the previous report [Germain et al. (1977 ▶). Acta Cryst. B33, 942–944]. It consists of a piperidin-1-yl ring in a distorted chair conformation, with the N,N-dimethyl-α,α-diphenylbutyramide and the 4-chlorophenyl and hydroxy groups bonded in para positions and an external water molecule within the asymmetric unit. The dihedral angles between the mean plane of the piperidine ring and the 4-chlorophenyl and two benzene rings are 83.4 (5), 76.4 (2) and 85.9 (2)°, respectively. The two benzene rings are inclined to one another by 50.8 (6)°. In the crystal, molecules are linked by O—H⋯O and O—H⋯N hydrogen bonds and weak C—H⋯O intermolecular interactions, forming an infinite two-dimensional network along [110]. International Union of Crystallography 2012-01-31 /pmc/articles/PMC3275278/ /pubmed/22347134 http://dx.doi.org/10.1107/S1600536812003091 Text en © Jasinski et al. 2012 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 Jasinski, Jerry P. Guild, Curtis J. Dayananda, A. S. Yathirajan, H. S. Ramesha, A. R. Redetermination of loperamide monohydrate |
title | Redetermination of loperamide monohydrate |
title_full | Redetermination of loperamide monohydrate |
title_fullStr | Redetermination of loperamide monohydrate |
title_full_unstemmed | Redetermination of loperamide monohydrate |
title_short | Redetermination of loperamide monohydrate |
title_sort | redetermination of loperamide monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3275278/ https://www.ncbi.nlm.nih.gov/pubmed/22347134 http://dx.doi.org/10.1107/S1600536812003091 |
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