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Related Experiment Video

Updated: Jun 5, 2026

Preparation of Enantiopure Non-Activated Aziridines and Synthesis of Biemamide B, D, and epiallo-Isomuscarine
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Swietenolide monohydrate.

Seok-Keik Tan, Hasnah Osman, Keng-Chong Wong

    Acta Crystallographica. Section E, Structure Reports Online
    |January 5, 2011
    PubMed
    Summary

    Swietenolide monohydrate, a natural seco-limonoid isolated from S. macrophylla King, exhibits unique molecular conformations. Its structure features hydrogen bonds and C-H interactions forming a 2D network.

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    Area of Science:

    • Natural Product Chemistry
    • Organic Chemistry
    • Structural Biology

    Background:

    • Swietenolide monohydrate is a natural b,d-seco-limonoid.
    • The compound was isolated from S. macrophylla King.

    Purpose of the Study:

    • To elucidate the molecular structure and intermolecular interactions of Swietenolide monohydrate.

    Main Methods:

    • Isolation of the natural compound.
    • X-ray crystallography to determine molecular and crystal structure.
    • Analysis of intermolecular interactions (hydrogen bonding, C-H...O, C-H...π).

    Main Results:

    • The molecular formula is C(27)H(34)O(8)·H(2)O.
    • The four fused six-membered rings (A, B, C, D) adopt specific conformations: twist-boat, approximate chair, envelope, and half-chair, respectively.
    • The furan ring is planar.
    • Molecules are connected into a two-dimensional network via O-H⋯O hydrogen bonds and weak C-H⋯O interactions, with observed C-H⋯π interactions.

    Conclusions:

    • The study provides a detailed structural characterization of Swietenolide monohydrate.
    • The intermolecular interactions reveal a specific crystal packing arrangement.
    • This structural information is crucial for understanding the compound's properties and potential bioactivity.

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