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Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

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3,5-Bis(4-fluoro-phen-yl)isoxazole.

Hoong-Kun Fun, Suhana Arshad, S Samshuddin

Acta Crystallographica. Section E, Structure Reports Online

|June 22, 2012

Summary

The crystal structure of C(15)H(9)F(2)NO reveals a molecule with disordered isoxazole ring atoms. Terminal benzene rings exhibit specific dihedral angles, with no significant intermolecular interactions noted.

Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding molecular structure is crucial for predicting material properties.
Isoxazole derivatives are important scaffolds in medicinal chemistry and materials science.
Detailed crystallographic analysis provides fundamental insights into molecular arrangement and interactions.

Purpose of the Study:

To determine the precise crystal structure of the title compound, C(15)H(9)F(2)NO.
To analyze the molecular geometry, including dihedral angles between ring systems.
To investigate intermolecular interactions in the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to collect diffraction data.
The crystal structure was solved and refined using standard crystallographic software.

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Geometric parameters, such as bond lengths, bond angles, and dihedral angles, were calculated.

Main Results:

The crystal structure of C(15)H(9)F(2)NO was successfully elucidated.
The molecule is centrosymmetric, generated by a crystallographic twofold rotation axis.
The isoxazole ring exhibits statistical disorder of O and N atoms with equal site occupancies.
Dihedral angles between the isoxazole and terminal benzene rings are 24.23(3)°, and between the benzene rings is 47.39(2)°.
No significant intermolecular interactions were observed in the crystal packing.

Conclusions:

The study provides a detailed crystallographic description of C(15)H(9)F(2)NO.
The observed molecular geometry and disorder offer insights into the compound's solid-state behavior.
The absence of significant intermolecular interactions suggests potential for unique solid-state properties or applications.