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Updated: Jun 5, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-Methyl-1-oxoisoindoline-2-carboxamide monohydrate
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study reveals how a specific compound forms dimers via hydrogen bonds, creating intricate 2D polymeric chains with water molecules. These dimers also interact through various bonding and pi-π stacking forces.
Area of Science:
- Crystallography
- Supramolecular Chemistry
- Materials Science
Background:
- Understanding the self-assembly of organic molecules is crucial for designing novel materials.
- Hydrogen bonding and π-π interactions are key non-covalent forces driving molecular assembly.
- The title compound's structure and intermolecular interactions were previously uncharacterized.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound (C(10)H(10)N(2)O(2)·H(2)O).
- To investigate the role of hydrogen bonding and π-π interactions in the compound's self-assembly.
- To characterize the formation of dimers and extended polymeric structures.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Analysis of hydrogen bonding (N-H⋯O, C-H⋯O) and π-π interactions was performed.
- Structural characterization of dimer formation and water-mediated polymeric chains.
Main Results:
- The title compound crystallizes as a hydrate, C(10)H(10)N(2)O(2)·H(2)O.
- Dimers are formed through intermolecular N-H⋯O hydrogen bonding, with an additional intramolecular N-H⋯O bond creating a six-membered ring.
- Water molecules link dimers into 2D polymeric strips via stair-like chains.
- Intermolecular C-H⋯O hydrogen bonding and π-π stacking (centroid-centroid distance 3.8360(12) Å) further stabilize the structure.
- C-H⋯π interactions involving CH(2) groups and aromatic rings were also observed.
Conclusions:
- The crystal structure is governed by a combination of intra- and intermolecular hydrogen bonds, including water-mediated interactions.
- The compound self-assembles into dimers and extended 2D polymeric networks.
- π-π and C-H⋯π interactions contribute to the overall structural stability and packing.
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