Redetermination of loperamide monohydrate

Jasinski, Jerry P. and Guild, Curtis J. and Dayananda, A. S. and Yathirajan, H. S. and Ramesha, A. R. (2012) Redetermination of loperamide monohydrate. Acta Crystallographica Section E, 68 (2). o539-o540. ISSN 1600-5368

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The structure of the title compound {systematic name: 4-[4-(4-chloro­phen­yl)-4-hy­droxy­piperidin-1-yl]-N,N-dimethyl-2,2-di­phenyl­butanamide monohydrate}, C29H33ClN2O2·H2O, 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[Germain, G., Declercq, J. P., Van Meerssche, M. & Koch, M. H. J. (1977). Acta Cryst. B33, 942-944.]). 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].

Item Type: Article
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: MUL SWAPNA user
Date Deposited: 24 Jul 2019 05:11
Last Modified: 24 Jul 2019 05:11

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