The methanol disolvate and the dihydrate of fexofenadine,an antihistamine drug |
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Authors: | Limor Tessler Israel Goldberg |
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Abstract: | Fexofenadine [systematic name: (±)‐(4‐{1‐hydroxy‐4‐[4‐(hydroxydiphenylmethyl)piperidinium‐1‐yl]‐butyl}phenyl)‐2‐methylpropionate], crystallizes in two forms, viz. as the methanol disolvate, C32H39NO4·2CH4O, and as the dihydrate, C32H39NO4·2H2O. It exists in the two structures as a zwitterion, which self‐assembles as dimers sustained by a pair of charged‐assisted N—H⋯OOC hydrogen bonds. In the methanol disolvate, the supramolecular organization consists of discrete fexofenadine dimers solvated by four molecules of methanol. The dihydrate structure is sustained by a more extended hydrogen‐bonding scheme, wherein the hydrated dimeric entities are interlinked by additional hydrogen bonds. The fexofenadine molecule adopts different and differently disordered conformations of the 1‐hydroxybutyl residue in the two structures. |
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