Similar sulfonamides with different crystal structures: sulfasymazine and sulfatriazine
Mairi F Haddow1, Thomas Gelbrich, Ulrich J Griesser
1Institut für Pharmazie, Universität Innsbruck, Josef-Moeller-Haus, Innrain 52c, 6020 Innsbruck, Austria. mairi-fiona.haddow@uibk.ac.at
Abstract:
The crystal structures of 4-amino-N-(4,6-diethyl-1,3,5-triazin-2-yl)benzenesulfonamide, C13H17N5O2S, and 4-amino-N-(4,6-dimethoxy-1,3,5-triazin-2-yl)benzenesulfonamide, C11H13N5O4S, also known as sulfasymazine and sulfatriazine, respectively, are dominated by hydrogen-bond interactions. All three potential hydrogen-bond donors are employed in each case, resulting in a three-dimensional network for sulfasymazine, while an entirely different hydrogen-bonded layer structure is obtained for sulfatriazine. This study demonstrates the versatile nature of the hydrogen-bonding capabilities in sulfonamides, even in structurally very similar molecules.
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