5,5'-Bis[(2,2,2-trifluoro-eth-oxy)meth-yl]-2,2'-bipyridine

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding molecular interactions in the solid state is crucial for materials science.
• Crystal engineering aims to design materials with specific properties based on intermolecular forces.
• Fluorinated organic compounds exhibit unique electronic and structural characteristics.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of the title compound C(16)H(14)F(6)N(2)O(2).
• To analyze the role of crystallographic symmetry and hydrogen bonding in molecular assembly.
• To investigate the presence and significance of pi-pi stacking and C-H...pi interactions.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
• Analysis of the crystal packing involved identifying hydrogen bonds and other non-covalent interactions.
• Geometric parameters such as bond lengths, bond angles, and intermolecular distances were measured.

Main Results:

• The title compound's complete molecular structure is formed by crystallographic inversion symmetry.
• Two short intramolecular C-H⋯N hydrogen bonds were identified within each molecule.
• Intermolecular interactions include aromatic π-π stacking (3.457 Å centroid-centroid distance) and weak C-H⋯π interactions, along with a short H⋯H contact (2.32 Å).

Conclusions:

• The crystal structure is stabilized by a combination of intramolecular hydrogen bonding and intermolecular π-π stacking.
• The observed interactions dictate the packing arrangement and properties of the compound in the solid state.
• This structural insight contributes to the understanding of crystal engineering principles for fluorinated organic molecules.