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Thammarse S Yamuna1, Manpreet Kaur1, Brian J Anderson2

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

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|April 26, 2014
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Summary
This summary is machine-generated.

This study details the crystal structure of a trifluoromethyl thioxanthene derivative. The research reveals specific molecular conformations and hydrogen bonding interactions within the salt, highlighting fluorine atom disorder.

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Area of Science:

  • Crystallography and Molecular Structure
  • Supramolecular Chemistry
  • Organic Chemistry

Background:

  • Thioxanthene derivatives are investigated for various applications.
  • Understanding the solid-state structure is crucial for predicting chemical properties and reactivity.
  • Piperazine-containing salts offer diverse structural motifs and potential for drug development.

Purpose of the Study:

  • To elucidate the detailed crystal structure of a novel trifluoromethyl-substituted thioxanthene piperazine salt.
  • To analyze the conformational preferences of the cation and anion components.
  • To investigate the intermolecular interactions, including hydrogen bonding and crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed to determine the three-dimensional structure.
  • Conformational analysis of the piperazine and thioxanthene moieties was conducted.
  • Hydrogen bonding networks and graph-set analysis were used to describe crystal packing.

Main Results:

  • The cation exhibits a chair conformation for the piperazine ring and a boat conformation for the thioxanthene's thio-pyran ring.
  • A significant dihedral angle of 31.6(2)° was observed between the aromatic rings of the thioxanthene system.
  • Extensive hydrogen bonding (O-H⋯O, N-H⋯O, C-H⋯O) forms chains along the [100] direction, with observed graph-set ring motifs.
  • Disorder of the trifluoromethyl group's fluorine atoms was identified and modeled with specific occupancy ratios.

Conclusions:

  • The study provides a comprehensive structural characterization of the title salt.
  • The observed conformational preferences and hydrogen bonding patterns dictate the crystal packing.
  • The fluorine atom disorder in the trifluoromethyl group offers insights into molecular dynamics in the solid state.