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Structure and Nomenclature of Ethers

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(E)-1,2-Bis(4-methyl-phen-yl)ethane-1,2-dione.

Hoong-Kun Fun¹, Reza Kia

¹X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This summary is machine-generated.

The crystal structure of a substituted benzil reveals an s-trans conformation of its dicarbonyl unit. This molecular arrangement is stabilized by various weak intermolecular interactions, including hydrogen bonds and pi-pi stacking.

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Area of Science:

Organic Chemistry
Crystallography

Background:

Benzil derivatives are important organic compounds with diverse applications.
Understanding the conformational preferences and intermolecular interactions of organic molecules is crucial for predicting their properties and designing new materials.

Purpose of the Study:

To determine the molecular and crystal structure of a specific substituted benzil.
To analyze the conformational aspects of the dicarbonyl unit and the spatial arrangement of aromatic rings.
To investigate the intermolecular interactions stabilizing the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction analysis was employed to elucidate the crystal structure.
Geometric parameters such as torsion and dihedral angles were calculated and analyzed.
Intermolecular interactions, including hydrogen bonds and pi-pi stacking, were identified and characterized.

Main Results:

The title compound, C(16)H(14)O(2), exhibits an s-trans conformation for its dicarbonyl unit, with a specific O-C-C-O torsion angle of 108.16(15)°.
The dihedral angle between the two aromatic rings was determined to be 72.00(6)°.
The crystal structure is stabilized by weak intermolecular C-H⋯O hydrogen bonds, C-H⋯π interactions, and π-π interactions with centroid-centroid distances ranging from 3.6000(8) to 3.8341(8) Å.

Conclusions:

The s-trans conformation is a key feature of this substituted benzil's molecular structure.
Weak intermolecular forces play a significant role in the stabilization of the crystal packing.
The detailed structural analysis provides fundamental insights into the solid-state behavior of this class of compounds.