1-Benzoyl-3,3-bis-(propan-2-yl)thio-urea

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Thio-urea derivatives are important in various chemical applications.
• Understanding the crystal structure of organic compounds is crucial for predicting their properties.
• The title compound, C(14)H(20)N(2)OS, was synthesized and its solid-state structure investigated.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(14)H(20)N(2)OS.
• To analyze the molecular conformation and intermolecular interactions within the crystal lattice.
• To characterize the supra-molecular assembly driven by hydrogen bonding.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the crystal structure.
• Analysis of torsion angles was performed to describe molecular conformations.
• Identification and analysis of hydrogen bonding and other non-covalent interactions were conducted.

Main Results:

• The asymmetric unit contains two independent thio-urea derivative molecules with variations in benzene ring orientation (torsion angles of 4.5(2)° and -19.9(2)°).
• The thio-carbonyl and carbonyl groups exhibit opposite orientations due to twists around the N-S bond (torsion angles of 83.90(15)° and 81.77(15)°).
• The crystal structure features supra-molecular chains with a stepped topology, stabilized by N-H⋯O hydrogen bonds, alongside C-H⋯O and C-H⋯π interactions.

Conclusions:

• The crystal structure of C(14)H(20)N(2)OS reveals significant conformational differences between the two independent molecules.
• Intermolecular N-H⋯O hydrogen bonding plays a critical role in forming extended supra-molecular chains.
• The study provides insights into the packing motifs and intermolecular forces governing the solid-state behavior of this thio-urea derivative.