N-(2-Formylphenyl)-4-toluenesulfonamide: a second monoclinic polymorph

• Main Authors: S. Murugavel, N. Manikandan, D. Kannan, M. Bakthadoss
• Format: Article
• Language: English
• Published: International Union of Crystallography 2012-04-01
• Series: Acta Crystallographica Section E
• Online Access: http://scripts.iucr.org/cgi-bin/paper?S1600536812009403

The title compound, C14H13NO3S, (I), is a second monoclinic polymorph. The original polymorph, (II), was reported by Mahía et al. [Acta Cryst. (1999), C55, 2158–2160]. Polymorph (II) crystalllized in the space group P21/c (Z = 4), whereas the title polymorph (I) occurs in the space group P21/n (Z = 4). The dihedral angle between the two aromatic rings is 75.9 (1)° in (I) compared to 81.9 (1)° for (II). In both polymorphs, two S(6) rings are generated by intramolecular N—H...O and C—H...O hydrogen bonds, resulting in similar molecular geometries. However, the two polymorphs differ concerning their crystal packing. In (I), molecules are linked into C(8) zigzag chains along the b axis by C—H...O hydrogen bonds, whereas in (II) molecules are linked by C—H...O hydrogen bonds, forming C(7) chains along the b axis. The title polymorph is further stabilized by intermolecular C—H...π and π–π interactions [centroid–centroid distance = 3.814 (1) Å]. These interactions are not evident in polymorph (II).