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2-Fluoro-6-[(E)-(pyridin-2-yl)imino-meth-yl]phenol
Acta Crystallographica. Section E, Structure Reports Online
|December 27, 2011
Summary
This study reveals the near-planar structure of a novel fluorinated organic compound. Molecular conformation is stabilized by intramolecular hydrogen bonding, influencing crystal packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular conformation and intermolecular interactions is crucial in crystal engineering.
- Hydrogen bonding plays a significant role in stabilizing molecular structures and directing crystal packing.
Purpose of the Study:
- To elucidate the crystal structure and conformational properties of the title compound, C(12)H(9)FN(2)O.
- To investigate the role of intramolecular and intermolecular hydrogen bonding in the observed crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
- Analysis of hydrogen bonding networks, including intra- and intermolecular interactions, was performed.
Main Results:
- The title compound exhibits a nearly planar molecular conformation, with a root-mean-square deviation of 0.019 Å for non-hydrogen atoms.
- An intramolecular O-H⋯N hydrogen bond was identified, forming a stable six-membered ring (S(6) motif).
- In the crystal lattice, inversion dimers linked by C-H⋯O hydrogen bonds were observed, forming R(2)(2)(16) loops.
Conclusions:
- The observed planarity is significantly influenced by the presence of a strong intramolecular hydrogen bond.
- Intermolecular C-H⋯O interactions contribute to the formation of extended supramolecular networks in the solid state.
- The study provides insights into the structure-property relationships of fluorinated organic molecules.
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