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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...

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Autores principales: Jasinski, Jerry P., Guild, Curtis J., Dayananda, A. S., Yathirajan, H. S., Ramesha, A. R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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].
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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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