Quinoline-8-sulfonamidePart CXXXII in the series of Azinyl Sulfides.

In the title compound, C9H8N2O2S, the sulfamoyl NH2 group is involved in intramolecular N—H...N and intermolecular N—H...O hydrogen bonding. In the crystal, molecules are linked via pairs of N—H...O hydrogen bonds, forming inversion dimers, which are further associated through π–π stacking interactions between the quinoline benzene rings [centroid–centroid distance = 3.649 (1) Å] into a one-dimensional polymeric structure extending along the a axis

Quinoline-2-sulfonamide

In the title compound, C9H8N2O2S, the sulfamoyl –NH2 group is involved in intermolecular hydrogen bonding with the sulfonamide O and quinoline N atoms. In the crystal, molecules are linked into dimers via pairs of N—H...N hydrogen bonds, forming an R22(10) motif. The dimers are further assembled into chains parallel to the b axis through N—H...O hydrogen bonds, generating a C(4) motif. The crystal packing is additionally stabilized by intermolecular C—H...O interactions. The crystal studied was a non-merohedral twin with a domain ratio of 0.938 (2):0.062 (2). Density functional theory (DFT) calculations, at the B3LYP/6–31 G(d,p) level of theory, were used to optimize the molecular structure and to determine interaction energies for the title compound. The resulting interaction energy is ∼4.4 kcal mol−1 per bridge for the C(4) chain and ∼5.9 kcal mol−1 per bridge for the R22(10) motif