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Chlordiazepoxide dichloro-methane monosolvate.

Andreas Fischer1

  • 1Division of Applied Physical Chemistry, School of Chemical Science and Engineering, 100 44 Stockholm, Sweden.

Acta Crystallographica. Section E, Structure Reports Online
|May 17, 2012
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of chlordiazepoxide, a benzodiazepine derivative. The molecule adopts a boat conformation, with specific hydrogen bonding patterns observed in its solid state.

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Area of Science:

  • Crystallography
  • Medicinal Chemistry
  • Molecular Structure

Background:

  • Benzodiazepines are a class of psychoactive drugs.
  • Chlordiazepoxide is a historically significant anxiolytic medication.
  • Understanding the solid-state structure is crucial for drug formulation and stability.

Purpose of the Study:

  • To elucidate the detailed crystal structure of chlordiazepoxide.
  • To characterize the molecular conformation and intermolecular interactions.
  • To provide insights into the solid-state behavior of this benzodiazepine.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Determination of molecular and crystal structure.
  • Analysis of hydrogen bonding networks.

Main Results:

  • The seven-membered ring of chlordiazepoxide adopts a boat conformation.
  • A dihedral angle of 75.25° was measured between the two benzene rings.
  • Centrosymmetric chlordiazepoxide molecules form hydrogen-bonded dimers (R2(2)(12) loops).

Conclusions:

  • The crystal structure provides a precise 3D model of chlordiazepoxide.
  • Intermolecular N-H⋯O hydrogen bonds dictate the packing in the solid state.
  • This structural data contributes to the understanding of benzodiazepine chemistry.