1-Benzoyl-3,3-dibutyl-thio-urea

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Crystal packing forces significantly influence molecular conformation and intermolecular interactions.

Purpose of the Study:

• To elucidate the detailed molecular conformation and crystal structure of the title compound C(16)H(24)N(2)OS.
• To investigate the intermolecular interactions governing the solid-state assembly of the molecule.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of torsion angles and intermolecular contacts (hydrogen bonds and van der Waals forces) was performed.

Main Results:

• The title molecule exhibits significant conformational flexibility, with a C-N(H)-C-N torsion angle of -62.67° and a C-C-C=O torsion angle of -25.06°.
• In the crystal lattice, molecules self-assemble via centrosymmetric N-H⋯S hydrogen bonds, forming characteristic eight-membered {⋯HNCS}(2) synthons.
• Weak C-H⋯O interactions further stabilize the structure, leading to the formation of a two-dimensional supramolecular network in the bc plane.

Conclusions:

• The study provides precise structural data on the title compound, highlighting the interplay between intramolecular conformation and intermolecular interactions.
• The observed hydrogen bonding and packing motifs are key to understanding the solid-state behavior and potential applications of this class of molecules.