Related Experiment Video
Updated: Jun 24, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
New sterically driven mode for generation of helical chirality
Hisanori Ueki1, Vadim A Soloshonok
1Department of Chemistry and Biochemistry, The University of Oklahoma, Norman, Oklahoma 73019, USA.
A novel mechanism drives supramolecular helicity in solids. Bulky groups, like tert-butyl, adopt spiral arrangements within hydrogen-bonding chains, minimizing steric hindrance for efficient crystal packing.
Area of Science:
- Solid-state chemistry
- Crystallography
- Supramolecular chemistry
Background:
- Supramolecular helicity is crucial in various chemical and biological systems.
- Understanding the driving forces behind helical structure formation is essential for designing novel materials.
Purpose of the Study:
- To elucidate a new mechanism for the formation of supramolecular helicity in the solid state.
- To investigate the role of steric bulk in directing helical arrangements.
Main Methods:
- Analysis of crystallographic data.
- Review of existing literature on supramolecular structures.
- Computational modeling (implied).
Main Results:
- A sterically driven mechanism for solid-state supramolecular helicity has been identified.
- Bulky groups, exemplified by tert-butyl, promote helical structures.
- These bulky groups arrange spirally within hydrogen-bonding chains, acting as helical axes.
- This arrangement efficiently accommodates steric repulsions within the crystal lattice.
Conclusions:
- Steric bulk is a key factor in dictating supramolecular helicity in the solid state.
- The identified mechanism offers a new perspective on the formation of chiral structures in crystals.
- This finding has implications for the rational design of chiral materials and understanding crystal engineering.
Related Concept Videos
Prochirality
Chirality in Nature
Radical Halogenation: Stereochemistry
Halogenation to form a new chiral center:
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Stereoisomerism of Cyclic Compounds
Molecules with Multiple Chiral Centers

