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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

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

Published on: September 26, 2016

1,4-Bis(imidazol-1-yl)benzene-terephthalic acid (1/1)

Shiyong Zhang, Yurong Tang, Zhihua Mao

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

    Insights

    This study details the crystal structure of a compound formed by 1,4-bis-(imidazol-1-yl)benzene and terephthalic acid. These molecules self-assemble via hydrogen bonds and pi-stacking into a 3D supramolecular network.

    Area of Science:

    • Crystal Engineering
    • Supramolecular Chemistry
    • Materials Science

    Background:

    • Understanding the self-assembly of organic molecules is crucial for designing novel materials.
    • Hydrogen bonding and pi-pi interactions are key non-covalent forces driving supramolecular architecture.
    • Coordination polymers and metal-organic frameworks often utilize similar organic linkers.

    Purpose of the Study:

    • To characterize the crystal structure of the compound formed by 1,4-bis-(imidazol-1-yl)benzene and terephthalic acid.
    • To investigate the role of hydrogen bonding and pi-pi stacking in the self-assembly process.
    • To elucidate the resulting supramolecular architecture.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
    • Analysis of intermolecular interactions, including hydrogen bonds and pi-pi stacking, was performed.
    • The formation of 1D, 2D, and 3D supramolecular networks was investigated.

    Main Results:

    • The compound crystallizes with the formula C(12)H(10)N(4)·C(8)H(6)O(4).
    • 1,4-bis-(imidazol-1-yl)benzene and terephthalic acid molecules form infinite zigzag chains through O-H⋯N hydrogen bonds.
    • These chains assemble into 2D layers via C-H⋯O interactions and pi-pi stacking (centroid-centroid distance = 3.818(2) Å), creating a 3D supramolecular structure.

    Conclusions:

    • The study successfully determined the crystal structure and supramolecular assembly of the title compound.
    • Strong hydrogen bonding and pi-pi stacking interactions are essential for the formation of the 3D network.
    • This work provides insights into the rational design of organic supramolecular materials.

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