2-(Benzenesulfonamido)pyridinium nitrate

Abstract

In the title compound, C11H11N2O2S+·NO3 −, the dihedral angle between the benzene and pyridinium rings is 87.59 (8)°. An intra­molecular C—H⋯O inter­action occurs in the cation. In the crystal structure, ion pairs occur, being linked by two strong N—H⋯O inter­actions, forming R 2 2(8) loops. The packing is further stabilized by weak C—H⋯O inter­actions.

Molecule VI: Sulfonimide or Sulfonamide?

“…Similarly, at the B3LYP-D2 level of theory the relative energy of the crystal structure of Z1 is +6.3 kcal mol −1 . The bond lengths in Z1-cryst are similar to those found in 2-(benzenesulfonamido)-pyridinium nitrate, 29 thus being protonated at both nitrogens, showing its intermediate imide/amide character. Only a few examples of stable zwitterionic crystals constructed of the same molecule have been found in the literature.…”