10-Acetyl-10H-phenothia-zine 5-oxide

Area of Science:

• Crystallography
• Organic Chemistry
• Materials Science

Background:

• Sulfoxide compounds exhibit unique chemical properties.
• Crystal structure analysis is crucial for understanding molecular interactions.
• Intermolecular forces significantly influence solid-state properties.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(14)H(11)NO(2)S.
• To investigate the nature of the sulfoxide group's behavior in the solid state.
• To identify and analyze the intermolecular interactions responsible for crystal stabilization.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of atomic coordinates and occupancies to identify disorder.
• Geometric analysis to characterize intermolecular interactions, including hydrogen bonds and pi-pi stacking.

Main Results:

• The sulfoxide oxygen atom exhibits disorder over two sites (0.886(4) and 0.114(4) occupancy), indicating partial lone pair inversion at the sulfur atom.
• Weak intermolecular C-H⋯O hydrogen bonds contribute to the supramolecular arrangement.
• Stabilizing pi-pi contacts between aromatic rings were observed with centroid-centroid distances of 3.7547(15) and 3.9577(15) Å.

Conclusions:

• The crystal structure of C(14)H(11)NO(2)S is characterized by sulfoxide disorder and stabilization through a combination of hydrogen bonding and pi-pi interactions.
• The observed disorder provides insights into the dynamic behavior of the sulfoxide group in the solid state.
• Understanding these interactions is key for designing materials with specific solid-state properties.