Series of 2-fluoro and 2,6-difluorobenzanilides and their thiobenzanilide analogs have been synthesized to investigate the influence of the fluorine atom on their crystal structures and self-assembly in the crystal lattice. The X-ray analysis of the single crystal revealed that the synthesized molecules adopt a geometry being deflected from planarity. The deflection was investigated by analysis of dihedral angles between mean planes of benzoyl, amide and aniline residues. Molecular conformation depends mainly on strong N–H ...O bonds, although operation of N–H..F hydrogen bonding was observed in one case. Crystal packing is controlled mainly by interactions ofthe C–H...O type, also by pi– pi stacking and in one difluorosubstituted case by operation of weak CAr–F...F–CAr halogen bonding.
Authors
Additional information
- DOI
- Digital Object Identifier link open in new tab 10.1016/j.jfluchem.2016.07.004
- Category
- Publikacja w czasopiśmie
- Type
- artykuł w czasopiśmie wyróżnionym w JCR
- Language
- angielski
- Publication year
- 2016
