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1,8-Bis(tos-yloxy)-9,10-anthraquinone.

Paweł Niedziałkowski¹, Damian Trzybiński, Artur Sikorski

¹Faculty of Chemistry, University of Gdańsk, J. Sobieskiego 18, 80-952 Gdańsk, Poland.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This study details the crystal structure of a compound containing anthracene and tosyl groups. The molecular arrangement reveals specific angles between anthracene skeletons and tosyl rings, stabilized by intermolecular interactions.

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Area of Science:

Crystallography
Organic Chemistry
Supramolecular Chemistry

Background:

Understanding the three-dimensional arrangement of molecules in crystals is crucial for predicting material properties.
Anthracene and tosyl moieties are common structural units in organic materials with diverse applications.

Purpose of the Study:

To elucidate the detailed crystal structure of the title compound, C(28)H(20)O(8)S(2).
To analyze the spatial relationships between anthracene skeletons and tosyl groups within the crystal lattice.
To identify the intermolecular forces stabilizing the crystal structure.

Main Methods:

Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
Geometric parameters, including bond lengths, bond angles, and dihedral angles, were precisely measured.
Analysis of intermolecular interactions, such as C-H⋯O and C-O⋯π interactions, was performed.

Main Results:

The crystal structure exhibits parallel or inclined adjacent anthracene skeletons with an angle of 20.6(1)°.
Dihedral angles between the anthracene mean plane and tosyl rings are 49.6(1)° and 76.8(1)°.
The two terminal benzene rings are oriented at a significant angle of 74.5(1)° relative to each other.

Conclusions:

The determined crystal structure provides precise geometric information about the arrangement of anthracene and tosyl units.
Intermolecular C-H⋯O and C-O⋯π interactions play a key role in stabilizing the observed crystal packing.
This structural data can inform the design of new materials with tailored properties based on anthracene and tosyl frameworks.