3-Acetyl-1-(2,6-dimethyl-phen-yl)thio-urea

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure Analysis

Background:

• Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their chemical behavior and properties.
• The compound C(11)H(14)N(2)OS presents an interesting case for structural analysis due to its amide and thioamide functionalities.

Purpose of the Study:

• To elucidate the detailed molecular structure of the title compound, C(11)H(14)N(2)OS.
• To investigate the stereochemical arrangement of functional groups and their implications for intermolecular interactions.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the atomic coordinates and confirm the molecular geometry.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into the molecule's conformation.

Main Results:

• The study identified specific anti and syn orientations for the N-H bonds relative to each other and the C=S group.
• The amide C=S and C=O groups were found to be in an anti configuration.
• A significant dihedral angle of 83.74° was observed between the benzene ring and the side chain.
• Intra-molecular hydrogen bonding (N-H⋯O) was confirmed.
• Intermolecular N-H⋯S interactions were identified, leading to the formation of inversion dimers in the crystal lattice.

Conclusions:

• The determined crystal structure of C(11)H(14)N(2)OS reveals a unique arrangement of functional groups and specific intermolecular interactions.
• These structural features, including hydrogen bonding and dimer formation, are key to understanding the compound's solid-state properties and potential reactivity.