N-(2,3,5,6-Tetrafluoropyridin-4-yl)formamide

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Understanding the precise molecular geometry and intermolecular interactions of novel organic compounds is crucial for predicting their physical properties and potential applications.
• Fluorinated organic molecules, particularly those containing pyridine and amide functionalities, are of interest due to their unique electronic properties and biological activities.

Purpose of the Study:

• To elucidate the crystal structure and detailed molecular geometry of the title compound, C6H2F4N2O.
• To investigate the nature and implications of intermolecular interactions, specifically hydrogen bonding, within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
• Analysis of bond lengths, bond angles, and torsion angles provided insights into the molecular conformation.
• Intermolecular interactions, including hydrogen bonding, were identified and characterized.

Main Results:

• The compound exhibits distinct amide bond lengths: C=O at 1.218(3) Å and C-N at 1.366(3) Å.
• A C-N-C-O torsion angle of 179.0(2)° confirms an anti-conformation of the amide group.
• Intermolecular hydrogen bonding between the amine N-H and carbonyl O atoms was observed, leading to the formation of molecular chains along the b-axis.

Conclusions:

• The crystal structure analysis provides precise geometric parameters for this fluorinated pyridine derivative.
• The observed anti-conformation and intermolecular hydrogen bonding are key structural features influencing the solid-state packing and properties of the molecule.
• These findings contribute to the understanding of structure-property relationships in fluorinated organic compounds.