Dimeth-yl(2-oxo-2-phenyl-eth-yl)sulfanium bromide.

Area of Science:

• Crystallography and Molecular Structure
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the synthesis and structural properties of novel organic salts is crucial for materials science.
• Dimethyl sulfoxide is a versatile reagent in organic synthesis, often used as an oxidant or sulfur source.
• Acetophenone derivatives serve as important building blocks in various chemical applications.

Purpose of the Study:

• To synthesize single crystals of the title compound, C(10)H(13)OS(+)·Br(-).
• To elucidate the molecular geometry and crystal packing of the synthesized sulfanium bromide.
• To investigate the intermolecular interactions stabilizing the crystal structure.

Main Methods:

• Single crystal X-ray diffraction was employed to determine the crystal structure.
• The compound was synthesized via the reaction of acetophenone with hydrobromic acid and dimethyl sulfoxide.
• Crystallization was achieved using a mixture of ethyl acetate and ethyl ether.

Main Results:

• The crystal structure of C(10)H(13)OS(+)·Br(-) was successfully determined.
• The carbonyl group exhibits near-planarity with the phenyl ring (O-C-C-C torsion angle: 178.9°).
• The sulfanium group displays a trigonal-pyramidal geometry around the sulfur atom, stabilized by C-H⋯Br hydrogen bonds and weak π-π interactions between phenyl rings (3.946 Å).

Conclusions:

• The study successfully synthesized and structurally characterized a novel acetophenone-derived sulfanium bromide.
• The crystal lattice is stabilized by a combination of hydrogen bonding and π-π stacking interactions.
• The findings provide insights into the structural features and intermolecular forces governing such organic salts.