Synthesis and structure of N-(perfluoro-phen-yl)isonicotinamide.

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Isonicotinamides are a class of compounds with diverse applications.
• Understanding the crystal packing of fluorinated derivatives is crucial for predicting material properties.

Purpose of the Study:

• To elucidate the crystal structure of N-(2,3,4,5,6-penta-fluoro-phenyl)pyridine-4-carboxamide.
• To investigate the intermolecular interactions governing crystal packing.
• To compare the structure with related isonicotinamides.

Main Methods:

• Single-crystal X-ray diffraction analysis was performed.
• The crystal structure was solved and refined.
• Intermolecular interactions such as hydrogen bonding and π-π stacking were analyzed.

Main Results:

• The compound crystallizes in space group P1 with two independent molecules (A and B) in the asymmetric unit.
• N-H⋯N hydrogen bonds link molecules into [110] chains.
• The crystal packing is further stabilized by C-H⋯π, π-π stacking, C-H⋯O interactions, and a short F⋯F contact (2.7270 Å).

Conclusions:

• The crystal structure of N-(2,3,4,5,6-penta-fluoro-phenyl)pyridine-4-carboxamide has been determined.
• Hydrogen bonding and other non-covalent interactions play a significant role in the assembly of the crystal lattice.
• The study provides insights into the structure-property relationships of fluorinated pyridine carboxamides.