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Issue 5, 2018
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Polymorphism and solvates of 1-acetyl-3-(phenyl)-5-(1-pyrenyl)pyrazoline: the structures, thermal and optical-physical properties

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Abstract

Single crystals of the β polymorph, formic acid and propanoic acid solvates of the title compound (abbreviation APPP) have been obtained. Single-crystal X-ray analysis revealed that the APPP molecules in the β polymorph construct the homochiral helical chains and the pyrene fluorophores adopt a monomer arrangement. Analogous structures were also found in the two solvates, while a small π-overlap exists between the pyrene fluorophores. Moreover, apart from the acetic acid solvate (form I) in a previous report, a new crystalline form (form II) was discovered through a rapid crystallization method and confirmed by PXRD patterns. The thermal and optical-physical properties of these crystals were investigated. All the three solvates could transform into the β polymorph after desolvation, but the pure β polymorph could be isolated only from the formic acid solvate. The optical properties are closely related to the pyrene fluorophore stacking modes and intermolecular interactions in the solid-state. The immobilization of pyrene fluorophores may be responsible for the high quantum yields.

Graphical abstract: Polymorphism and solvates of 1-acetyl-3-(phenyl)-5-(1-pyrenyl)pyrazoline: the structures, thermal and optical-physical properties

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Publication details

The article was received on 16 Nov 2017, accepted on 12 Dec 2017 and first published on 05 Jan 2018


Article type: Paper
DOI: 10.1039/C7CE01990D
Citation: CrystEngComm, 2018,20, 661-667
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    Polymorphism and solvates of 1-acetyl-3-(phenyl)-5-(1-pyrenyl)pyrazoline: the structures, thermal and optical-physical properties

    Q. Feng, J. Wang, S. Ding, Y. Chen, G. Diao and P. Zhu, CrystEngComm, 2018, 20, 661
    DOI: 10.1039/C7CE01990D

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