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5,5-Dihydroxy-barbituric acid 1,4-dioxane hemisolvate.

Thomas Gelbrich¹, Denise Rossi, Ulrich J Griesser

¹Institute of Pharmacy, University of Innsbruck, Innrain 52, 6020 Innsbruck, Austria.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of 5,5-dihydroxybarbituric acid co-crystallized with 1,4-dioxane. The complex network reveals intricate hydrogen bonding interactions between the barbiturate and dioxane molecules.

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Area of Science:

Crystallography
Supramolecular Chemistry
Organic Chemistry

Background:

5,5-dihydroxybarbituric acid is a derivative of barbituric acid.
1,4-dioxane is a common organic solvent and cyclic ether.
Understanding co-crystal structures aids in predicting material properties.

Purpose of the Study:

To elucidate the crystal structure of the 5,5-dihydroxybarbituric acid-1,4-dioxane co-crystal.
To analyze the hydrogen bonding network within the crystal lattice.
To characterize the molecular geometry of both components in the solid state.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the crystal structure.
Analysis of intermolecular interactions, including hydrogen bonds, was performed.
Geometric parameters of the 5,5-dihydroxybarbituric acid and 1,4-dioxane molecules were analyzed.

Main Results:

The asymmetric unit contains one 5,5-dihydroxybarbituric acid molecule and half a 1,4-dioxane molecule.
The barbiturate ring is nearly planar, while the dioxane molecule adopts a chair conformation.
A complex 3D hydrogen-bonded network connects barbiturate molecules via N-H⋯O=C, O-H⋯O=C, and N-H⋯O(hydroxy) interactions.
A specific O-H⋯O contact links the barbituric acid to the dioxane molecule.

Conclusions:

The crystal structure of the 5,5-dihydroxybarbituric acid-1,4-dioxane co-crystal has been determined.
The study highlights the significant role of hydrogen bonding in organizing these molecules in the solid state.
The findings provide insights into the supramolecular assembly of barbituric acid derivatives.