2-Amino-6-nitro-1,3-benzo-thia-zol-3-ium 3-carb-oxy-4-hy-droxy-benzene-1-sulfonate

Area of Science:

• Crystallography
• Chemical Physics
• Materials Science

Background:

• Understanding the crystal structure of organic salts is crucial for predicting their physical and chemical properties.
• Organic salts with nitro and sulfonic acid groups can exhibit interesting intermolecular interactions.

Purpose of the Study:

• To elucidate the detailed crystal structure of the title salt.
• To identify and characterize the intermolecular interactions, including hydrogen bonding and π-π stacking.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular geometry.
• Intermolecular interactions were identified through hydrogen bond analysis and non-covalent interaction analysis.

Main Results:

• The cation features protonation at the thiazole N atom with a nitro group-benzene ring dihedral angle of 3.6°.
• The anion is deprotonated at the sulfonate group, with a carboxylic acid-ring dihedral angle of 7.1° and an intramolecular hydrogen bond.
• Cation-anion (N-H⋯O) and anion-anion (O-H⋯O) hydrogen bonds form (101) sheets, complemented by aromatic π-π stacking and C-H⋯O/S interactions.

Conclusions:

• The crystal structure is stabilized by a combination of strong hydrogen bonding and weaker π-π stacking and C-H interactions.
• The identified structural features provide a basis for understanding the bulk properties of this organic salt.