Similar sulfonamides with different crystal structures: sulfasymazine and sulfatriazine

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.