1-(5,5-Dioxido-10H-phenothia-zin-10-yl)ethanone

Area of Science:

• Organic Chemistry
• Crystallography
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Fused ring systems, such as those involving thia-zine and benzene rings, are common motifs in medicinal chemistry and materials science.

Purpose of the Study:

• To elucidate the precise molecular geometry and crystal packing of the title compound, C(14)H(11)NO(3)S.
• To investigate the conformational preferences of the fused thia-zine and benzene ring system.
• To identify the intermolecular interactions responsible for stabilizing the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the atomic coordinates and bond parameters.
• Conformational analysis was performed on the determined molecular structure.
• Analysis of intermolecular contacts, including hydrogen bonding and van der Waals forces, was conducted.

Main Results:

• The title compound, C(14)H(11)NO(3)S, was synthesized and its structure determined.
• The six-membered thia-zine ring adopted a distorted boat conformation.
• A significant dihedral angle of 45.8° was observed between the two fused benzene rings.
• Crystal packing is primarily stabilized by weak intermolecular C-H⋯O interactions.

Conclusions:

• The study provides a detailed structural characterization of the title compound.
• The observed distorted boat conformation highlights the flexibility of the fused ring system.
• The identified C-H⋯O interactions are critical for the solid-state architecture of the molecule.