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Related Experiment Video

Updated: Jun 1, 2026

Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
09:45

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Published on: April 27, 2017

3,6-Dichloro-N-(4-fluoro-phen-yl)picolinamide.

Zhengde Tan, Yi Bing, Shen Fang

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary

    This study details the crystal structure of a dichlorofluorinated pyridine derivative. The compound exhibits a specific dihedral angle between its phenyl and pyridine rings and features an intramolecular hydrogen bond.

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    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Materials Science

    Background:

    • Understanding the three-dimensional structure of organic molecules is crucial for predicting their properties and reactivity.
    • Halogenated aromatic compounds, particularly those containing pyridine and phenyl rings, are important scaffolds in medicinal chemistry and materials science.
    • Detailed structural analysis provides insights into intermolecular interactions that govern crystal packing and material properties.

    Purpose of the Study:

    • To elucidate the crystal structure of the novel compound C(12)H(7)Cl(2)FN(2)O.
    • To investigate the dihedral angle between the phenyl and pyridine rings within the crystal lattice.
    • To identify and characterize the non-covalent interactions, including hydrogen bonds and short contacts, that stabilize the crystal structure.

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    Last Updated: Jun 1, 2026

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    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
    • The crystal structure was analyzed to measure the dihedral angle between the aromatic ring systems.
    • Intermolecular and intramolecular interactions, such as hydrogen bonds (N-H⋯N) and various short contacts (C-H⋯O, C-H⋯F, C-Cl), were identified and analyzed.

    Main Results:

    • The crystal structure of C(12)H(7)Cl(2)FN(2)O was successfully determined.
    • A significant dihedral angle of 42.5(2)° was measured between the phenyl and pyridine rings.
    • An intramolecular hydrogen bond of the N-H⋯N type was observed, along with stabilizing short contacts including C-H⋯O, C-H⋯F, and C-Cl interactions.

    Conclusions:

    • The structural analysis reveals a non-planar conformation of the title compound due to the dihedral angle between the aromatic rings.
    • The intramolecular N-H⋯N hydrogen bond plays a key role in the molecule's conformation.
    • The crystal lattice is efficiently stabilized by a combination of hydrogen bonding and various short non-covalent contacts, highlighting the importance of these interactions in crystal engineering.