title: Supramolecular structures of three isomeric 4-(methylphenylamino)pyridine-3-sulfonamides.
abstract: The structures of the three title isomers, namely 4-(2-methylanilino)pyridine-3-sulfonamide, (I), 4-(3-methylanilino)pyridine-3-sulfonamide, (II), and 4-(4-methylanilino)pyridine-3-sulfonamide, (III), all C(12)H(13)N(3)O(2)S, differ in their hydrogen-bonding arrangements. In all three molecules, the conformation of the 4-aminopyridine-3-sulfonamide moiety is conserved by an intramolecular N-H...O hydrogen bond and a C-H...O interaction. In the supramolecular structures of all three isomers, similar C(6) chains are formed via intermolecular N-H...N hydrogen bonds. N-H...O hydrogen bonds lead to C(4) chains in (I), and to R(2)(2)(8) centrosymmetric dimers in (II) and (III). In each isomer, the overall effect of all hydrogen bonds is to form layer structures.
authors.affiliation: PLIVA Research and Development Ltd, Prilaz baruna Filipovića 29, HR-10000 Zagreb, Croatia.
authors.forename: Nada
authors.initials: N
authors.lastname: Kosutić Hulita
authors.forename: Aleksandar
authors.initials: A
authors.lastname: Danilovski
authors.forename: Darko
authors.initials: D
authors.lastname: Filić
authors.forename: Marina
authors.initials: M
authors.lastname: Marinković
authors.forename: Ernest
authors.initials: E
authors.lastname: Mestrović
authors.forename: Miljenko
authors.initials: M
authors.lastname: Dumić
mesh_terms: D003460:Crystallization; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D013449:Sulfonamides / Q000138:chemical synthesis / Q000737:chemistry*
chemical_list: D013449:Sulfonamides