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2,3,5-Trimethyl-1,4-hydro-quinone.

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Acta Crystallographica. Section E, Structure Reports Online
|May 18, 2011
PubMed
Summary

This study details the crystal structure of a C(9)H(12)O(2) compound, revealing its near-planar molecular geometry and a 2D hydrogen-bonded network. Disorder in hydrogen atom positions was observed within the crystal lattice.

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Area of Science:

  • Crystallography
  • Molecular structure analysis
  • Supramolecular chemistry

Background:

  • Understanding the precise arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Crystal structure analysis provides detailed insights into intermolecular interactions and solid-state behavior.
  • Hydrogen bonding plays a significant role in the self-assembly of molecules in the solid state.

Purpose of the Study:

  • To elucidate the three-dimensional crystal structure of the title compound, C(9)H(12)O(2).
  • To investigate the molecular geometry, symmetry, and atomic disorder within the crystal lattice.
  • To characterize the intermolecular interactions, specifically hydrogen bonding, that stabilize the crystal structure.

Main Methods:

  • Single-crystal X-ray diffraction was employed to collect diffraction data.
  • The crystal structure was solved and refined using established crystallographic software.
  • Analysis of bond lengths, bond angles, and atomic deviations from planarity was performed.

Main Results:

  • The molecule C(9)H(12)O(2) exhibits an approximately planar conformation with a crystallographic center of symmetry.
  • Significant disorder was observed for hydrogen atoms on the benzene ring and the methyl group.
  • Adjacent molecules are interconnected via O-H⋯O hydrogen bonds, forming a two-dimensional network.

Conclusions:

  • The crystal structure of C(9)H(12)O(2) is characterized by approximate planarity, specific hydrogen atom disorder, and a 2D supramolecular network.
  • The identified hydrogen bonding pattern dictates the packing and stability of the crystal.
  • This structural information contributes to the broader understanding of organic crystal engineering and molecular interactions.