N-(4-Methoxy-phen-yl)-tert-butane-sulfinamide

Area of Science:

• Organic Chemistry
• Crystallography
• Molecular Interactions

Background:

• Sulfinamides are versatile organic compounds with applications in synthesis.
• Understanding molecular interactions is crucial for predicting chemical properties.
• Aromatic substituents can significantly influence electronic properties.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of the title compound C(11)H(17)NO(2)S.
• To analyze the N-C(aryl) bond length and its implications for electron delocalization.
• To investigate the effect of the 4-methoxy group on the electronic structure.

Main Methods:

• Single-crystal X-ray diffraction was used to determine the molecular structure.
• Analysis of hydrogen bonding patterns (N-H⋯OS) to identify intermolecular forces.
• Comparison of bond lengths with related sulfinamide compounds.

Main Results:

• The compound forms discrete centrosymmetric cyclic dimers via head-to-tail N-H⋯OS hydrogen bonds.
• The N-C(aryl) bond length (1.4225(14) Å) indicates intermediate electron delocalization.
• The 4-methoxy group appears to reduce electron delocalization over the N atom and aromatic ring.

Conclusions:

• The crystal structure reveals specific hydrogen bonding interactions driving dimer formation.
• The N-C(aryl) bond length provides insights into the electronic interplay between the sulfinamide group and the aromatic ring.
• The 4-methoxy substituent plays a role in modulating the electronic properties of the molecule.