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Updated: May 31, 2026
09:45
Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
1-Benzoyl-3-methyl-3-pentyl-thio-urea
Summary
This study details the crystal structure of a compound containing two independent molecules with distinct pentyl chain orientations. Molecular self-association forms chains linked by specific chemical interactions.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- The asymmetric unit of the title compound, C(14)H(20)N(2)OS, contains two independent molecules.
- These molecules exhibit variations in the orientation of their pentyl chains.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound.
- To analyze the conformational differences between the independent molecules.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of torsion and dihedral angles provided insights into molecular conformation.
- Identification of hydrogen bonding and other non-covalent interactions revealed supramolecular assembly.
Main Results:
- Two independent molecules were identified, differing in pentyl chain torsion angles (-176.7(3)° and 176.4(3)°).
- Significant twists were observed between the thio-urea and amide residues (dihedral angles 53.47(17)° and 55.81(17)°).
- Molecules self-associate into centrosymmetric eight-membered {⋯HNC=S}(2) synthons, forming supramolecular chains via C-H⋯O contacts. Disorder in the benzene ring orientation was noted for one molecule.
Conclusions:
- The crystal structure reveals distinct molecular conformations and a well-defined supramolecular architecture.
- The compound self-assembles into extended chains through specific hydrogen bonding and van der Waals interactions.
- Understanding these structural features is crucial for potential applications in materials science or medicinal chemistry.
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