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Two cyclohexanespiro-5'-hydantoin monohydrates

T J Gauthier1, T S Yokum, G A Morales

  • 1Department of Chemistry, Louisiana State University, Baton Rouge 70803-1804, USA.

Acta Crystallographica. Section C, Crystal Structure Communications
|December 13, 1997
PubMed
Summary

This study details the molecular structure of cyclohexanespiro-5′-hydantoin monohydrate and its indolyl adduct. Researchers analyzed the chair conformation of the cyclohexane ring and intermolecular hydrogen bonding in these compounds.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Cyclohexanespiro-5′-hydantoin monohydrate is a chemical compound with potential applications in various fields.
  • Understanding its molecular structure and intermolecular interactions is crucial for its development.
  • The indolyl adduct presents a more complex structure for investigation.

Purpose of the Study:

  • To elucidate the crystal structure of cyclohexanespiro-5′-hydantoin monohydrate.
  • To determine the structural characteristics of the 2-(3-indolyl)cyclohexanespiro-5′-hydantoin monohydrate adduct.
  • To analyze the conformation of the cyclohexane ring and hydrogen bonding patterns in both compounds.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the three-dimensional structures.

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  • Analysis of bond lengths, bond angles, and torsion angles provided insights into molecular geometry.
  • Intermolecular hydrogen bonding networks were identified and characterized.

    • Main Results:

    • Cyclohexanespiro-5′-hydantoin monohydrate exhibits a chair-shaped cyclohexane ring with specific endocyclic torsion angles.
    • The indolyl adduct also shows a chair conformation for the cyclohexane moiety, with the indolyl group in an equatorial position.
    • Both compounds display extensive intermolecular hydrogen bonding involving all potential donors, with defined hydrogen bond lengths.

    Conclusions:

    • The study provides detailed structural information on cyclohexanespiro-5′-hydantoin monohydrate and its indolyl adduct.
    • The chair conformation of the cyclohexane ring and the equatorial positioning of the indolyl substituent are key structural features.
    • The comprehensive analysis of hydrogen bonding contributes to understanding the solid-state behavior of these compounds.