Synthesis and structure of <i>N</i> -(perfluorophenyl)isonicotinamide
The title compound [systematic name: <i>N</i>-(2,3,4,5,6-penta-fluoro-phen-yl)pyridine-4-carboxamide], C<sub>12</sub>H<sub>5</sub>F<sub>5</sub>N<sub>2</sub>O, crystallizes with two independent mol-ecules (<i>A</i> and <i>B</i>) in the asymmetric unit in space group <i>P</i>1. The mol-ecules adopt a conformation where the planes of the penta-fluoro-phenyl and pyridyl rings have twist angles of 5.3 (1) and 14.5 (1)°. In the crystal, the mol-ecules are connected by N-H⋯N hydrogen bonds between the amide H atom and the pyridyl nitro-gen atom of an adjacent mol-ecule to generate [110] chains of alternating <i>A</i> and <i>B</i> mol-ecules. The packing is consolidated by C-H⋯π inter-actions, π-π stacking and C-H⋯O inter-actions and a short F⋯F contact of 2.7270 (13) Å occurs. The structures of related isonicotinamides are surveyed.
Authors
- Garry S. Hanan (ORCID: https://orcid.org/0000-0001-6671-5234)
- Mihaela Cibian (ORCID: https://orcid.org/0000-0002-5678-7864)
- Arindam Saha (ORCID: https://orcid.org/0009-0003-3269-7084)
Institutions
- Université du Québec à Montréal (CA)
- Université du Québec à Trois-Rivières (CA)
Publication Details
- Journal
- Acta Crystallographica Section E Crystallographic Communications
- Published
- 2025-12-02
- DOI
- https://doi.org/10.1107/s2056989025010679
- Primary Topic
- Crystal structures of chemical compounds
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Centre in Green Chemistry and Catalysis
- Centre québécois sur les matériaux fonctionnels
- Natural Sciences and Engineering Research Council of Canada