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Updated: Jul 6, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Crystal engineering with urea and thiourea hydrogen-bonding groups.
1Chemical Sciences Division, Oak Ridge National Laboratory, Oak Ridge, TN 37831-6119, USA. custelceanr@ornl.gov
N,N'-disubstituted ureas and thioureas are versatile building blocks for creating crystalline organic solids. Their predictable hydrogen-bonding properties enable rational design in crystal assembly and functionalization.
Area of Science:
- Supramolecular Chemistry
- Organic Solid-State Chemistry
- Materials Science
Background:
- Hydrogen bonding is crucial in directing the self-assembly of organic molecules.
- N,N"-disubstituted ureas and thioureas are well-established hydrogen bond donors.
- Controlling the assembly of organic molecules is key to designing functional materials.
Purpose of the Study:
- To review the use of N,N -disubstituted ureas and thioureas in synthesizing crystalline organic solids.
- To highlight their role as predictable building blocks in crystal engineering.
- To discuss their application in both the assembly and functionalization of organic crystals.
Main Methods:
- Literature review of studies employing N,N -disubstituted ureas and thioureas.
- Analysis of hydrogen bonding patterns and crystal structures.
- Examination of functionalization strategies enabled by these units.
Main Results:
- N,N -disubstituted ureas and thioureas act as effective hydrogen-bonding motifs.
- These units offer predictable directional interactions for crystal design.
- Their incorporation allows for rational control over crystal packing and properties.
Conclusions:
- N,N -disubstituted ureas and thioureas are valuable synthons for crystalline organic materials.
- Their predictable nature facilitates rational design in supramolecular chemistry.
- These building blocks enable the development of functional organic solids through controlled assembly.
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