Molecular complexes of sulfonamides. 2.1:1 complexes between drug molecules: sulfadimidine-acetylsalicylic acid and sulfadimidine-4-aminosalicylic acid |
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Authors: | Mino R Caira |
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Institution: | (1) Department of Chemistry, Private Bag, 7700 Rondebosch, South Africa |
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Abstract: | The preparation and crystal structures of the 1:1 complexes sulfadimidine-acetylsalicylic acid (I) and sulfadimidine-4-aminosalicylic acid (II) are described. Each complex unit is maintained by two intermolecular hydrogen bonds, namely N-H O=C and N H-O, involving the N atom of the sulfonamide group and one pyrimidine N atom of the sulfonamide and the carboxylic group of the acid. Molecular parameters for protonated complexed aspirin, as found in I, are reported for the first time and reveal a significantly different conformation from that of the uncomplexed aspirin molecule. The structure of the 4-aminosalicylic acid molecule does not change significantly on complexation with sulfadimidine. Variation in the hydrogen bonded N O distances in these complexes and their analogs is discussed. |
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