Abstract

In the title compound, C16H15N2 +·C6H4BrO3S−, the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5)° between the pyridinium ring and the indole ring system. The π-conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of 64.32 (4)°. In the crystal structure, the cations are stacked in an anti­parallel manner along the a axis. The anions are linked into a chain along the a axis. The cations and the anions are linked into a three-dimensional network by N—H⋯O and weak C—H⋯O hydrogen bonds. The crystal structure is further stabilized by C—H⋯π inter­actions. A π–π inter­action between the five-membered heterocyclic ring of the indole system and the pyridinium ring is also observed with a centroid–centroid distance of 3.5855 (7) Å.

Highlights

  • Crystal Materials Research Unit, Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla 90112, Thailand, and bX-ray

  • C16H15N2+C6H4BrO3S, the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5) between the pyridinium ring and the indole ring system

  • The cations are stacked in an antiparallel manner along the a axis

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Summary

Structure Reports

C16H15N2+C6H4BrO3S, the cation exists in the E configuration and is essentially planar with a dihedral angle of 3.10 (5) between the pyridinium ring and the indole ring system. The -conjugated planes of the cation and the anion are inclined to each other at a dihedral angle of. The cations are stacked in an antiparallel manner along the a axis. The anions are linked into a chain along the a axis. The cations and the anions are linked into a three-dimensional network by N—H O and weak C—H O hydrogen bonds. The crystal structure is further stabilized by C—H interactions. A – interaction between the five-membered heterocyclic ring of the indole system and the pyridinium ring is observed with a centroid–centroid distance of 3.5855 (7) Å

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