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Related Experiment Video

Updated: May 27, 2026

Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators

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Published on: November 27, 2015

Eucomic acid methanol monosolvate.

Guo-Qiang Li, Yao-Lan Li, Guo-Cai Wang

Acta Crystallographica. Section E, Structure Reports Online

|November 18, 2011

Summary

The crystal structure of 2-hydroxy-2-(4-hydroxy-benzyl)butane-dioic acid reveals specific dihedral angles and intermolecular hydrogen bonding. These interactions, involving hydroxyl, carboxylic acid, and methanol groups, create a unique three-dimensional molecular architecture.

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Area of Science:

Crystallography
Organic Chemistry
Supramolecular Chemistry

Background:

Understanding the three-dimensional arrangement of molecules is crucial in chemistry.
Hydrogen bonding plays a significant role in molecular interactions and crystal packing.
The systematic study of organic compounds aids in discovering novel materials and reactions.

Purpose of the Study:

To elucidate the crystal structure of 2-hydroxy-2-(4-hydroxy-benzyl)butane-dioic acid methanol monosolvate.
To analyze the dihedral angles between the carboxyl groups and the benzene ring.
To investigate the role of intermolecular hydrogen bonding in the compound's three-dimensional structure.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the crystal structure.
The crystal structure was analyzed to identify hydrogen bonding interactions.
Geometric parameters, including dihedral angles, were calculated and reported.

Main Results:

The crystal structure of C(11)H(12)O(6)·CH(3)OH was determined.
Dihedral angles between carboxyl groups and the benzene ring were found to be 51.23(9)° and 87.97(9)°.
Intermolecular O-H⋯O hydrogen bonds involving hydroxyl, carboxylic acid, and methanol groups were observed, leading to a 3D network.

Conclusions:

The crystal structure provides detailed insights into the spatial arrangement of the title compound.
Hydrogen bonding interactions are key determinants of the observed three-dimensional crystal packing.
This study contributes to the understanding of structure-property relationships in organic crystals.