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Updated: Jun 1, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
Redetermination of 2,6-dimethoxy-benzoic acid
1Chemistry Department, "Sapienza" University of Rome, P.le A. Moro, 5, I-00185 Rome, Italy.
This study re-examines the crystal structure of C(9)H(10)O(4), revealing a non-planar molecular conformation. The compound forms chains via hydrogen bonds, deviating from typical dimeric structures in its solid state.
Area of Science:
- Crystallography
- Solid-state chemistry
- Organic chemistry
Background:
- The crystal structure of C(9)H(10)O(4) was initially reported in 1976.
- Previous structural data may lack precision for detailed analysis.
Purpose of the Study:
- To re-examine and refine the crystal structure of C(9)H(10)O(4).
- To precisely determine the geometric parameters and molecular conformation.
- To investigate the intermolecular interactions and packing in the crystal.
Main Methods:
- Single-crystal X-ray diffraction.
- Refinement of crystallographic data.
- Analysis of molecular geometry and hydrogen bonding.
Main Results:
- The crystal structure was re-examined with improved precision.
- The molecule exhibits a non-planar conformation due to twisted methoxy and carboxy groups (56.12° twist).
- Molecular components associate in chains via linear O-H⋯O hydrogen bonds, forming C(3) motifs, rather than conventional dimers.
Conclusions:
- The refined crystal structure provides precise geometric parameters for C(9)H(10)O(4).
- The anti-planar conformation of the hydroxyl group influences crystal packing.
- The compound forms hydrogen-bonded chains, a deviation from typical carboxylic acid dimer formation in the solid state.
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