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N-(3-Chloro-phen-yl)acetamide.

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    Summary
    This summary is machine-generated.

    The N-H bond conformation in 3-chloro-N-phenylacetamide (3CPA) differs from related compounds, showing an anti-conformation. This study details its molecular structure and hydrogen bonding patterns.

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    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Molecular Structure

    Background:

    • Acetanilides are a class of organic compounds with diverse applications.
    • Understanding the conformational preferences of substituents is crucial for predicting molecular behavior and interactions.

    Purpose of the Study:

    • To determine the molecular structure and conformation of 3-chloro-N-phenylacetamide (3CPA).
    • To compare the N-H bond conformation in 3CPA with related ortho- and dichloro-substituted acetanilides.

    Main Methods:

    • Single-crystal X-ray diffraction was used to analyze the structure of 3CPA.
    • Analysis of bond parameters and intermolecular interactions (hydrogen bonding).

    Main Results:

    • The N-H bond in 3CPA adopts an anti-conformation relative to the meta-chloro substituent.
    • Two molecules form the asymmetric unit, linked by an N-H⋯O hydrogen bond.
    • Intermolecular N-H⋯O hydrogen bonds lead to the formation of molecular chains.

    Conclusions:

    • The conformational preference of the N-H bond in 3CPA is distinct from its ortho-substituted analogs.
    • 3CPA exhibits typical acetanilide bond parameters and forms extended chains via hydrogen bonding.