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Related Concept Videos

Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group with both...

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Related Experiment Video

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Synthesis of Cyclic Polymers and Characterization of Their Diffusive Motion in the Melt State at the Single Molecule Level
06:55

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Published on: September 26, 2016

Terephthalic acid-4,4'-bipyridine (2/1).

Suwen Wang, Tianyu Yang, Zhongfang Li

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary

    This study details the crystal structure of a compound formed by terephthalic acid and 4,4'-bipyridine. Strong hydrogen bonds create repeating chains, revealing insights into molecular assembly and crystal engineering.

    Area of Science:

    • Crystal engineering
    • Supramolecular chemistry
    • Materials science

    Background:

    • Understanding the self-assembly of organic molecules is crucial for designing new materials.
    • Hydrogen bonding plays a key role in directing the formation of ordered crystalline structures.
    • Coordinality and intermolecular interactions dictate crystal packing.

    Purpose of the Study:

    • To elucidate the crystal structure of the compound formed by terephthalic acid and 4,4 -bipyridine.
    • To investigate the role of hydrogen bonding in the self-assembly of this co-crystal.
    • To characterize the resulting supramolecular architecture.

    Main Methods:

    • Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.

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  • Analysis of intermolecular interactions, including hydrogen bonding, was performed.
  • Graph-set notation was used to describe the hydrogen bonding motifs.

    • Main Results:

    • The crystal structure reveals that the 4,4 -bipyridine molecule resides on an inversion center.
    • Strong intermolecular O-H⋯N hydrogen bonds were observed between terephthalic acid and 4,4 -bipyridine.
    • These interactions lead to the formation of extended chains with a C(2)(2)(8) graph-set motif, oriented along the bc plane diagonal.

    Conclusions:

    • The co-crystal formation is driven by robust hydrogen bonding interactions between the organic components.
    • The observed chain structure demonstrates the predictable nature of supramolecular assembly directed by hydrogen bonds.
    • This study provides a foundation for designing related crystalline materials with tailored properties.