Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate

Abstract

The title compound, C14H13NO5S, was synthesized via a nucleophilic substitution reaction between 3,5-dimethylphenol and 2-nitrobenzenesulfonyl chloride. The aromatic rings attached to the SO3 group are oriented in a gauche fashion around the ester S—O bond, with a C—S—O—C torsion angle of 84.68 (11)°. The molecules form centrosymmetric dimers via π–π stacking interactions between 3,5-dimethylphenyl groups (centroid–centroid distance = 3.709 Å). An intermolecular S=O...N interaction between the sulfonyl and nitro groups, with an O...N distance of 2.9840 (18) Å, organizes the dimers into columns extending along [011]. These columns are further assembled into (111) layers through C—H...O interactions.

Keywords

• crystal structure
• nitrobenzenesulfonate
• N(nitro)...O interactions
• C—H...O interactions
• π–π interactions