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Venlafaxine besylate monohydrate.


ABSTRACT: The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzene-sulfonate monohydrate}, C17H28NO2 (+)·C6H5O3S(-)·H2O, is a besylate salt hydrate of the anti-depressant drug venlafaxine. In the crystal, besylate anions and water mol-ecules self-assemble, forming hydrogen-bonded dimers linked around inversion centers, with graph set R 4 (4)(6). The crystal packing features a chain of alternate dimers and venlafaxine cations in the b-axis direction with the components linked by O-H?O hydrogen bonds and C-H?O and C-H?? inter-actions. This is the first example of a venlafaxine cation with a closed conformation, as it features an intra-molecular N-H?O inter-action involving the protonated N atom.

SUBMITTER: Corvalan CH 

PROVIDER: S-EPMC3885021 | biostudies-literature | 2013 Nov

REPOSITORIES: biostudies-literature

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Venlafaxine besylate monohydrate.

Corvalan Carolina H CH   Vega Daniel R DR  

Acta crystallographica. Section E, Structure reports online 20131106 Pt 12


The title compound {systematic name: [2-(1-hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylazanium benzene-sulfonate monohydrate}, C17H28NO2 (+)·C6H5O3S(-)·H2O, is a besylate salt hydrate of the anti-depressant drug venlafaxine. In the crystal, besylate anions and water mol-ecules self-assemble, forming hydrogen-bonded dimers linked around inversion centers, with graph set R 4 (4)(6). The crystal packing features a chain of alternate dimers and venlafaxine cations in the b-axis direction wit  ...[more]

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