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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
3-Cyclo-hexyl-1-(3,5-dinitro-benzo-yl)thio-urea
Summary
This study details the crystal structure of a thio-urea derivative (C14H16N4O5S). The molecule exhibits a nearly planar core stabilized by hydrogen bonding, with twisted terminal rings and a disordered cyclohexyl ring.
Area of Science:
- Crystallography
- Chemical Physics
- Organic Chemistry
Background:
- Thio-urea derivatives are important in medicinal chemistry and materials science.
- Understanding molecular structure is key to predicting chemical and physical properties.
Purpose of the Study:
- To elucidate the detailed crystal structure of the thio-urea derivative C14H16N4O5S.
- To analyze the molecular geometry, including planarity, hydrogen bonding, and ring conformations.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular structure.
- Analysis of the crystal structure included bond lengths, bond angles, dihedral angles, and intermolecular interactions.
Main Results:
- The central C2N2OS fragment is nearly planar, stabilized by an intramolecular N-H⋯O hydrogen bond.
- Terminal rings are twisted relative to the central plane, with dihedral angles of 33.22(10)° for the benzene ring.
- The cyclohexyl ring is disordered (50:50), with mean planes forming dihedral angles of 65.7(2)° and 82.4(3)° with the central plane.
- Centrosymmetric dimers formed by an eight-membered {⋯HNC=S}2 synthon were observed in the crystal.
Conclusions:
- The crystal structure reveals specific geometric features and intermolecular interactions.
- The observed structural characteristics provide insights into the solid-state behavior of this thio-urea derivative.
- This detailed structural information can inform future design and application of related compounds.
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