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ortho-Fluorobenzanilides and ortho-fluorothiobenzanilides: Molecular conformations and crystal packing
Abstract
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.
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Authors (4)
-
Barbara Wicher
- Poznań University of Medical Sciences Department of Chemical Technology of Drugs
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Details
- Category:
- Articles
- Type:
- artykuł w czasopiśmie wyróżnionym w JCR
- Published in:
-
JOURNAL OF FLUORINE CHEMISTRY
no. 191,
pages 44 - 53,
ISSN: 0022-1139 - Language:
- English
- Publication year:
- 2016
- Bibliographic description:
- Olszewska T., Chojnacki J., Wicher B., Milewska M.: ortho-Fluorobenzanilides and ortho-fluorothiobenzanilides: Molecular conformations and crystal packing// JOURNAL OF FLUORINE CHEMISTRY. -Vol. 191, (2016), s.44-53
- DOI:
- Digital Object Identifier (open in new tab) 10.1016/j.jfluchem.2016.07.004
- Verified by:
- Gdańsk University of Technology
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