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


ABSTRACT: 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?? 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 R 2 (2)(8) ring motifs. The structure of (I) also features ?-? stacking inter-actions.

SUBMITTER: Suchetan PA 

PROVIDER: S-EPMC4910323 | biostudies-literature | 2016 Apr

REPOSITORIES: biostudies-literature

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

Suchetan P A PA   Naveen S S   Lokanath N K NK   Lakshmikantha H N HN   Srivishnu K S KS   Supriya G M GM  

Acta crystallographica. Section E, Crystallographic communications 20160302 Pt 4


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  ...[more]

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