Related Experiment Video
Updated: Jul 17, 2026
![[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
A new pseudopolymorph of hexakis(4-cyanophenyl)benzene
Eric Gagnon1, Kenneth E Maly, Thierry Maris
1Département de Chimie, Université de Montréal, Montréal, Québec, Canada H3C 3J7.
Researchers discovered a new inclusion compound, hexakis(4-cyanophenyl)benzene dichloromethane disolvate, a novel pseudopolymorph. This finding expands understanding of crystal structures and intermolecular interactions in organic chemistry.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Organic Solid-State Chemistry
Background:
- Hexakis(4-cyanophenyl)benzene is known to form various pseudopolymorphs.
- Understanding the factors governing pseudopolymorph formation is crucial for materials science.
- Previous studies show limited shared architectural features among known pseudopolymorphs.
Purpose of the Study:
- To synthesize and characterize a new inclusion compound of hexakis(4-cyanophenyl)benzene.
- To investigate the role of weak C-H...N interactions in crystal network formation.
- To explore the diversity of pseudopolymorphs for hexakis(4-cyanophenyl)benzene.
Main Methods:
- Slow diffusion of methanol into a solution of hexakis(4-cyanophenyl)benzene in dichloromethane (CH2Cl2).
- Single-crystal X-ray diffraction analysis to determine the crystal structure.
- Analysis of intermolecular interactions (C-H...N) and space group symmetry (Pbcn).
Main Results:
- Successful crystallization of benzene-4,4',4'',4''',4'''',4'''''-hexaylhexabenzonitrile dichloromethane disolvate (C48H24N6.2CH2Cl2).
- The hexakis(4-cyanophenyl)benzene molecule adopts a symmetric orientation (C2 axis) within the crystal lattice.
- Formation of an open network stabilized by weak C-H...N interactions, accommodating guest molecules.
Conclusions:
- A new pseudopolymorph of hexakis(4-cyanophenyl)benzene has been identified as an inclusion compound.
- Weak C-H...N interactions play a significant role in defining the crystal network and enabling guest inclusion.
- The findings contribute to the understanding of crystal polymorphism and supramolecular assembly in organic materials.
More Related Videos
Related Concept Videos
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Criteria for Aromaticity and the Hückel 4n + 2 Rule
For the first time, Eric Hückel, a German chemical physicist, derived a set of structural features for a compound to be classified as aromatic. This is now known as Hückel’s rule or the 4n + 2 rule.
Structure of Benzene: Molecular Orbital Model
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous overlap of p...
Nomenclature of Aromatic Compounds with Multiple Substituents
For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or...
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
