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Open Access Crystal structure of 3,5-dimethylphenyl 2-nitrobenzenesulfonate

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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.
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Document Type: Research Article

Affiliations: 1: Department of Chemistry, Grand Valley State University, 1 Campus Dr., Allendale, MI 49401, USA 2: Center for Crystallographic Research, Department of Chemistry, Michigan State University, 578 S. Shaw Lane, East Lansing, MI 48824, USA

Publication date: January 1, 2015

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