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Olanzapinium dipicrate.

C N Kavitha1, Jerry P Jasinski, Amanda C Keeley

  • 1Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India.

Acta Crystallographica. Section E, Structure Reports Online
|February 21, 2013
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a diprotonated olanzapinium cation with picrate anions. It reveals specific conformations and hydrogen bonding interactions within the crystal lattice.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Structural Chemistry

Background:

  • Olanzapine is an atypical antipsychotic used to treat schizophrenia and bipolar disorder.
  • Picrate is a salt of picric acid, known for its explosive properties and use in chemical analysis.
  • Understanding the structural characteristics of drug salts is crucial for pharmaceutical development and formulation.

Purpose of the Study:

  • To elucidate the crystal structure of the title salt, 2-methyl-4-(4-methyl-piperazin-4-ium-1-yl)-10H-thieno[2,3-b][1,5]benzodiazepinium bis-(2,4,6-trinitro-phenolate).
  • To analyze the conformations of the olanzapinium cation and picrate anions.
  • To investigate the intermolecular interactions within the crystal network.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the crystal structure.
  • Analysis of bond lengths, bond angles, and dihedral angles provided conformational insights.
  • Identification of hydrogen bonding and other weak interactions was performed.

Main Results:

  • The asymmetric unit contains a diprotonated olanzapinium cation and two picrate anions.
  • The olanzapinium cation exhibits a distorted chair conformation in the piperazine ring and a boat configuration in the diazepine ring.
  • A dihedral angle of 58.8° was observed between the benzene and thiophene rings.
  • One picrate anion shows disorder in a nitro group, and its benzene ring adopts an envelope conformation.
  • The crystal structure is stabilized by N-H⋯O hydrogen bonds and weak C-H⋯S/C-H⋯O interactions, forming a 3D network.

Conclusions:

  • The study provides a detailed structural characterization of the olanzapine-picrate salt.
  • The observed conformations and intermolecular interactions offer insights into the solid-state behavior of the compound.
  • This structural data can be valuable for understanding the physicochemical properties and potential formulation strategies for olanzapine salts.