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Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
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Related Experiment Video

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Regioselective O-Glycosylation of Nucleosides via the Temporary 2',3'-Diol Protection by a Boronic Ester for the Synthesis of Disaccharide Nucleosides
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4-Formyl-3-p-tolyl-sydnone.

Jia Hao Goh, Hoong-Kun Fun, Nithinchandra

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

    This study details the crystal structure of a novel organic compound, C(10)H(8)N(2)O(3). Researchers found that molecules form a 2D array through intermolecular hydrogen bonds, revealing key structural insights.

    Area of Science:

    • Crystallography
    • Organic Chemistry
    • Materials Science

    Background:

    • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties.
    • The oxadiazole scaffold is a key component in various functional materials and pharmaceuticals.
    • Detailed structural analysis provides fundamental insights into molecular interactions and solid-state behavior.

    Purpose of the Study:

    • To elucidate the crystal structure of the title compound, C(10)H(8)N(2)O(3).
    • To investigate the planarity of the oxadiazole ring and the orientation of substituent groups.
    • To identify and characterize intermolecular interactions governing the crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.

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  • Geometric parameters, including bond lengths, bond angles, and torsion angles, were analyzed.
  • Intermolecular interactions, specifically hydrogen bonding, were identified and characterized.
  • Main Results:

    • The oxadiazole ring in C(10)H(8)N(2)O(3) exhibits near-planarity, with minor deviations observed.
    • The aldehyde and methyl-substituted phenyl groups are oriented at specific inter-planar angles relative to the oxadiazole ring (13.60(9)° and 59.69(4)°).
    • A two-dimensional array of molecules is formed parallel to the (100) plane, mediated by intermolecular C-H⋯O hydrogen bonds.

    Conclusions:

    • The title compound C(10)H(8)N(2)O(3) possesses a well-defined crystal structure with a planar oxadiazole core.
    • Intermolecular hydrogen bonding plays a significant role in organizing the molecules into a 2D supramolecular architecture.
    • The structural findings provide a foundation for understanding the material properties and potential applications of this compound.