title: N-(6-Methylpyridin-2-yl)mesitylenesulfonamide and acetic acid--a salt, a cocrystal or both?
abstract: In the solid obtained from N-(6-methylpyridin-2-yl)mesitylenesulfonamide and acetic acid, the constituents interact via two N-H···O hydrogen bonds. The H atom situated in one of these short contacts is disordered over two positions: one of these positions is formally associated with an adduct of the neutral sulfonamide molecule and the neutral acetic acid molecule, and corresponds to a cocrystal, while the alternative site is associated with salt formation between a protonated sulfonamide molecule and deprotonated acetic acid molecule. Site-occupancy refinements and electron densities from difference Fourier maps suggest a trend with temperature, albeit of limited significance; the cocrystal is more relevant at 100 K, whereas the intensity data collected at room temperature match the description as cocrystal and salt equally well.
authors.affiliation: Department of Chemistry, NanaoScience Center, University of Jyvaskyla, PO Box 35, 40014 Jyvaskyla, Finland.
authors.forename: Fangfang
authors.initials: F
authors.lastname: Pan
authors.affiliation: Institute of Inorganic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
authors.forename: Irmgard
authors.initials: I
authors.lastname: Kalf
authors.affiliation: Institute of Inorganic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
authors.forename: Ulli
authors.initials: U
authors.lastname: Englert
mesh_terms: D019342:Acetic Acid / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D011725:Pyridines / Q000737:chemistry*; D012492:Salts / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry*
chemical_list: C586696:N-(6-methylpyridin-2-yl)mesitylenesulfonamide; D011725:Pyridines; D012492:Salts; D013449:Sulfonamides; D019342:Acetic Acid
keywords: IR spectroscopy; benzenesulfonamide; cocrystal; crystal structure; mesitylenesulfonamide; pharmaceutically active ingredients; salt; salt–cocrystal continuum