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The title salt, C(15)H(18)NO(2)(+)·Br(-)·H(2)O, is an analogue of the antidepressant drug agomelatine. The cation is protonated at the carbonyl O atom of its amide group. The side chain at the 1-position adopts an extended conformation, with all non-H atoms lying in the same plane as the naphthalene ring. This is in contrast with the crystal structures known for three agomelatine polymorphs, and also with two known cocrystals containing agomelatine. The structure displays three types of hydrogen bond, namely C=O-H···O, N-H···Br and O-H···Br, which define a two-dimensional network parallel to the (100) plane. The naphthalene rings interdigitate in a `zipper-like' fashion between these hydrogen-bonded networks, forming an offset arrangement. Direct face-to-face π-π contacts between naphthalene rings are not present in the structure.

Co-crystals can improve the physicochemical properties of pharmaceutical active ingredients, and thus have great potential in improving drug performance. Some studies have obtained the powder spectrum of the co-crystal of flurbiprofen (FBP) and salicylamide (2-OHBZA) but have not obtained a single-crystal structure. In this study, co-crystals of FBP-2-OHBZA with a molar ratio of 1:1 were obtained by slow evaporation using ethyl acetate and tetrahydrofuran for verification. Density functional theory was used to optimize the structure of the hydrogen bond and π−π stacking formed by the co-crystal of FBP and 2-OHBZA. The assay results of the co-crystals of FBP-2-OHBZA are in good agreement with the calculated values reported.

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