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Cephalexin: a channel hydrate

Kennedy, A.R. and Okoth, M.O. and Sheen, D.B. and Sherwood, J.N. and Teat, S.J. and Vrcelj, R.M. (2003) Cephalexin: a channel hydrate. Acta Crystallographica Section C: Crystal Structure Communications, 59 (11). o650-o652. ISSN 0108-2701

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The antibiotic cephalexin [systematic name: d-7-(2-amino-2-phenyl­acet­amido)-3-methyl-8-oxo-5-thia-1-aza­bi­cyclo­[4.2.0]oct-2-ene-2-carboxyl­ic acid] forms a range of isomorphic solvates, with the maximum hydration state of two water mol­ecules formed only at high relative humidities. The water content of the structure reported here (C16H17N3O4S·1.9H2O) falls just short of this configuration, having three independent cephalexin mol­ecules, one of which is disordered, and 5.72 observed water mol­ecules in the asymmetric unit. The facile nature of the cephalexin solvation/desolvation process is found to be facilitated by a complex channel structure, which allows free movement of solvent in the crystallographic a and b directions.