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5-Fluoro-3-(2-phenyl-hydrazinyl-idene)indolin-2-one.

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    This study details the molecular structure of a novel fluorinated isatin phenyl-hydrazone derivative. The compound exhibits near planarity and is stabilized by intramolecular hydrogen bonding, influencing its crystal packing.

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    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure Analysis

    Background:

    • Isatin derivatives are known for their diverse biological activities.
    • Phenyl-hydrazone compounds are frequently explored in medicinal chemistry.
    • Understanding the precise molecular geometry is crucial for structure-activity relationship studies.

    Purpose of the Study:

    • To elucidate the detailed molecular and crystal structure of a specific isatin phenyl-hydrazone compound.
    • To investigate the factors contributing to the stability and packing of the molecule.
    • To provide foundational data for potential applications of this chemical entity.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
    • Analysis of bond lengths, bond angles, and dihedral angles provided geometric insights.
    • Identification and analysis of intra- and intermolecular interactions, including hydrogen bonding.

    Main Results:

    • The isatin and phenyl-hydrazone ring systems were found to be nearly planar.
    • A significant dihedral angle of 6.09° was observed between the phenyl ring and the isatin moiety.
    • A strong intramolecular N-H⋯O hydrogen bond was identified, forming a pseudo-six-membered ring (S(6)).
    • Intermolecular N-H⋯O interactions were observed in the crystal lattice.

    Conclusions:

    • The molecular structure is characterized by planarity and specific ring conformations.
    • Intramolecular hydrogen bonding plays a key role in stabilizing the molecule's conformation.
    • The crystal packing is influenced by intermolecular hydrogen bonds, dictating the solid-state arrangement.