Received 16 February 2013
The title compound, C18H24NO3+·Cl-·H2O, was synthesized by the reaction of propranolol hydrochloride with acetyl chloride in chloroform followed by slow evaporation in air. In the cation, the dihedral angle between the planes of the naphthalene ring system and the acetate group is 71.1 (2)°. An intramolecular N-HO hydrogen bond results in the formation of a non-planar pseudo-ring, with the ether O and the H atom displaced by -1.328 (2) and 0.65 Å, respectively, from the plane of the other ring atoms. The cation and anion are linked by an N-HCl hydrogen bond. The water molecule is linked to a methyl H atom by C-HO hydrogen bond.
Data collection: CAD-4 Software (Enraf-Nonius, 1985); cell refinement: CAD-4 Software; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2383 ).
The authors thank the Center of Testing and Analysis, Nanjing University, for the data collection.
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