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International Union of Crystallography, Acta Crystallographica Section E: Structure Reports Online, 7(68), p. o2155-o2156

DOI: 10.1107/s1600536812026402

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(E)-4-[4-(Diethyl­amino)­benzyl­idene­ammonio]­benzene­sulfonate

Journal article published in 2012 by Pumsak Ruanwas, Suchada Chantrapromma, Hoong-Kun Fun ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The title compound, C17H20N2O3S, synthesised from sulfanilic acid and 4-diethyl­amino­benzaldehyde, crystallized out as a zwitterion with the central N atom protonated. The zwitterion exists in an E conformation with respect to the C=N double bond. The dihedral angle between the benzene rings is 37.57 (5)°. In the crystal, the zwitterions are linked into a tape along the a axis by N—H⋯O hydrogen bonds. The crystal structure is further stabilized by weak C—H⋯O inter­actions and π–π inter­actions with a centroid–centroid distance of 3.8541 (6) Å. An O⋯O [2.8498 (11) Å] short contact is present.