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Updated: May 13, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
3-Hy-droxy-2-meth-oxy-benzamide.
Sabine Wilbrand1, Christian Neis, Kaspar Hegetschweiler
1Fachrichtung Chemie, Universität des Saarlandes, Postfach 151150, D-66041 Saarbrücken, Germany.
Acta Crystallographica. Section E, Structure Reports Online
|March 12, 2013
Summary
The crystal structure of C8H9NO3 reveals hydrogen bonds forming dimers and undulating layers. An intramolecular hydrogen bond also exists within the primary amide group.
Area of Science:
- Crystallography
- Molecular structure
- Supramolecular chemistry
Background:
- Understanding the intermolecular forces governing crystal packing is crucial for predicting material properties.
- Hydrogen bonding plays a significant role in the self-assembly of organic molecules.
Purpose of the Study:
- To elucidate the crystal structure of C8H9NO3.
- To investigate the hydrogen bonding network and molecular arrangement in the solid state.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of intermolecular and intramolecular interactions was performed.
Main Results:
- The crystal structure of C8H9NO3 exhibits centrosymmetric dimers linked by N-H⋯O hydrogen bonds.
- These dimers form undulating hydrogen-bonded layers parallel to the [101] plane via O-H⋯O interactions.
- An intramolecular hydrogen bond was observed between the amide N-H and the methoxy O atom.
Conclusions:
- The crystal packing of C8H9NO3 is dominated by a combination of intermolecular and intramolecular hydrogen bonding.
- The identified hydrogen bonding motifs dictate the formation of layered supramolecular structures.
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