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Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This study details the molecular structure of a brominated organic compound, C(17)H(15)BrO(3). Crystal analysis reveals specific intermolecular interactions like hydrogen bonds and pi-stacking that influence its solid-state arrangement.

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Area of Science:

Crystallography
Organic Chemistry
Supramolecular Chemistry

Background:

Understanding the solid-state packing of organic molecules is crucial for predicting material properties.
Intermolecular interactions, such as hydrogen bonding and pi-stacking, dictate crystal lattice formation.
The title compound, C(17)H(15)BrO(3), presents an interesting case for studying these interactions due to its specific functional groups.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C(17)H(15)BrO(3).
To investigate the nature and role of intermolecular interactions in the compound's crystal packing.
To characterize the dihedral angle between the rings within the molecule.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the precise three-dimensional arrangement of atoms.
Analysis of the crystal structure involved identifying and quantifying intermolecular contacts, including hydrogen bonds and pi-stacking.
Geometric parameters, such as dihedral angles, were calculated from the crystallographic data.

Main Results:

The molecular structure of C(17)H(15)BrO(3) was determined, revealing a dihedral angle of 75.54(17)° between its rings.
Intermolecular C-H⋯O hydrogen bonds were observed, leading to the formation of centrosymmetric dimers.
Neighboring dimers engage in C-H⋯π stacking interactions, further organizing the crystal structure.

Conclusions:

The crystal structure of C(17)H(15)BrO(3) is stabilized by a combination of C-H⋯O hydrogen bonds and C-H⋯π stacking interactions.
These intermolecular forces result in the formation of dimers and their subsequent arrangement in the solid state.
The findings provide insights into the structure-property relationships of this class of organic compounds.