A new polymorph of N‐(6‐methylpyridin‐2‐yl)mesitylenesulfonamide. (15th November 2013)

• Record Type: Journal Article
• Authors: Pan, Fangfang; Englert, Ulli
• Is Part Of: Acta crystallographica. Volume 69:Part 11(2013:Nov.)
• Page Start: 1217
• Page End: 1220
• Publication Date: 2013-11-15
• Subjects: crystal structure -- pharmaceutically active compounds -- sulfapyridine derivatives -- zwitterions -- polymorphism -- packing polymorphs; Crystallography -- Periodicals; Crystals -- Periodicals; 548.05
• DOI: 10.1107/S0108270113025936
• Languages: English
• ISSNs: 0108-2701

Abstract

Abstract : A new polymorph is reported of the pharmaceutically active sulfapyridine derivative, N ‐(6‐methylpyridin‐2‐yl)mesitylenesulfonamide, in the zwitterionic form 2‐methyl‐6‐{[(2, 4, 6‐trimethylbenzene)sulfonyl]azanidyl}pyridin‐1‐ium, C15 H18 N2 O2 S. The observed dimorphism is solvent dependent. The phase described previously [Beloso, Castro, García‐Vázquez, Pérez‐Lourido, Romero & Sousa (2003). Z. Anorg. Allg. Chem. 629, 275–284] crystallizes from ethanol and several other organic solvents, whereas the new form described here is obtained as a phase‐pure product from methanol. The molecules in both dimorphic phases are very similar and adopt the conformation which is also predicted for an individual molecule by force field calculations. However, the two forms differ in their packing and hydrogen bonding. Results from solvent‐assisted grinding indicate that the new form is less stable than the previously published phase.