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Cytenamide-butyric acid (1/1).

Andrea Johnston, Alastair J Florence, Francesca J A Fabbiani

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

    Cytenamide and butyric acid form a 1:1 solvate, creating a unique crystal structure. This structure features linked heterodimers stabilized by specific hydrogen bonding interactions.

    Area of Science:

    • Crystallography
    • Supramolecular Chemistry
    • Organic Chemistry

    Background:

    • Cytenamide is a compound with potential pharmaceutical applications.
    • Understanding the solid-state behavior of organic molecules is crucial for drug development.
    • Solvate formation can significantly alter the physical and chemical properties of active pharmaceutical ingredients.

    Purpose of the Study:

    • To characterize the crystal structure of the 1:1 solvate formed between cytenamide and butyric acid.
    • To investigate the intermolecular interactions governing the self-assembly of the solvate.
    • To elucidate the supramolecular architecture of the cytenamide-butyric acid co-crystal.

    Main Methods:

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

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  • Hydrogen bonding networks were analyzed using crystallographic data.
  • The formation of specific supramolecular motifs, such as heterodimers, was identified.

    • Main Results:

    • Cytenamide and butyric acid form a 1:1 solvate with the systematic name 5H-dibenzo[a,d]cyclo-hepta-triene-5-carboxamide-butanoic acid (1/1).
    • The asymmetric unit contains one molecule of cytenamide and one molecule of butyric acid.
    • N-H⋯O and O-H⋯O hydrogen bonds link the molecules into an R(2)(2)(8) heterodimer motif.
    • Adjacent heterodimers are further connected by N-H⋯O interactions, forming a discrete centrosymmetric assembly.

    Conclusions:

    • The study successfully characterized the novel 1:1 solvate of cytenamide and butyric acid.
    • The observed hydrogen bonding patterns dictate the formation of specific supramolecular assemblies.
    • This detailed structural understanding provides insights into the solid-state behavior of cytenamide and its potential for co-crystal formation.