Crystal structures of N-(3-fluoro­benzo­yl)benzene­sulfonamide and N-(3-fluoro­benzo­yl)-4-methyl­benzene­sulfonamide

The crystal structures of two N-(aryl­sulfon­yl)aryl­amides, namely N-(3-fluoro­benzo­yl)benzene­sulfonamide, C(13)H(10)FNO(3)S, (I), and N-(3-fluoro­benzo­yl)-4-methyl­benzene­sulfonamide, C(14)H(12)FNO(3)S, (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 mol­ecules are linked by C—H⋯O and C—H⋯π inter­actions, resulting in a three-dimensional grid-like architecture, while C—H⋯O inter­actions 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 R (2) (2)(8) ring motifs. The structure of (I) also features π–π stacking inter­actions.