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Updated: Jul 6, 2026
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Depolymerizable Olefinic Polymers Based on Fused-Ring Cyclooctene Monomers
Published on: December 16, 2022
The complex packing pattern of cis-1,2-dimethylcyclobutane-1,2-diol
Thorsten Allscher1, Richard Betz, Sonja Herdlicka
1Ludwig-Maximilians-Universität, Department Chemie und Biochemie, Butenandtstrasse 5-13, 81377 München, Germany.
Summary
cis-1,2-Dimethylcyclobutane-1,2-diol forms columns through hydrogen bonding. Different molecular arrangements create complex or simple hydrophilic cores, with notable homodromic rings of hydroxyl groups.
Area of Science:
- Crystal engineering
- Supramolecular chemistry
- Organic chemistry
Background:
- Understanding molecular self-assembly is crucial for designing new materials.
- Hydrogen bonding plays a key role in the formation of ordered structures.
- The study of diols provides insights into the formation of hydrogen-bonded networks.
Purpose of the Study:
- To investigate the crystal structure of cis-1,2-Dimethylcyclobutane-1,2-diol.
- To analyze the hydrogen-bonding patterns and self-assembly of the molecules.
- To identify significant cooperative effects in the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction analysis.
- Analysis of hydrogen-bonding networks and intermolecular interactions.
- Characterization of crystal packing and supramolecular architecture.
Main Results:
- cis-1,2-Dimethylcyclobutane-1,2-diol crystallizes with five molecules in the asymmetric unit.
- Two molecules form columns with complex hydrogen-bonding in the hydrophilic core, while the remaining three form columns with simpler hydrogen bonding.
- The lipophilic parts of the molecules construct the outer walls of these columns.
- A significant feature observed is the formation of homodromic rings involving six hydroxyl functions, highlighting cooperativity.
Conclusions:
- The crystal structure reveals distinct self-assembly pathways for cis-1,2-Dimethylcyclobutane-1,2-diol based on molecular arrangement.
- The formation of columns with varying hydrogen-bonding complexity demonstrates control over supramolecular architecture.
- The observed homodromic rings of hydroxyl groups represent a notable example of cooperative hydrogen bonding in crystal engineering.
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