Crystal structures of N-(3-fluoro-benzo-yl)benzene-sulfonamide and N-(3-fluoro-benzo-yl)-4-methyl-benzene-sulfonamide

摘要

The crystal structures of two N-(aryl-sulfon-yl)aryl-amides, namely N-(3-fluoro-benzo-yl)benzene-sulfonamide, C13H10FNO3S, (I), and N-(3-fluoro-benzo-yl)-4-methyl-benzene-sulfonamide, C14H12FNO3S, (II), are described and compared with related structures. The dihedral angle between the benzene rings is 82.73?(10)° in (I) compared to 72.60?(12)° in (II). In the crystal of (I), the mol-ecules are linked by C—H?O and C—H?π inter-actions, resulting in a three-dimensional grid-like architecture, while C—H?O inter-actions lead to one-dimensional ribbons in (II). The crystals of both (I) and (II) feature strong but non-structure-directing N—H?O hydrogen bonds with R22(8) ring motifs. The structure of (I) also features π–π stacking inter-actions.