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Updated: May 26, 2026

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
1-Prop-2-ynyl-1H-benzimidazol-2-amine
The crystal structure of a benzimidazol-2-amine derivative reveals non-planar units with a 60.36° dihedral angle. Intermolecular hydrogen bonding and pi-pi interactions form a 3D supramolecular network.
Area of Science:
- Crystallography
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Benzimidazole derivatives are important scaffolds in medicinal chemistry.
- Understanding the solid-state structure is crucial for drug design and material science.
Purpose of the Study:
- To elucidate the crystal structure of a specific benzimidazol-2-amine derivative.
- To investigate the intermolecular interactions stabilizing the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of hydrogen bonding and π-π interactions was performed.
Main Results:
- The title compound, C(10)H(9)N(3), exhibits a non-planar conformation between the benzimidazol-2-amine and CH(2)-C CH units, with a dihedral angle of 60.36°.
- Intermolecular N-H⋯N hydrogen bonds and π-π interactions (centroid-centroid distances of 3.677(1) and 3.580(1) Å) were identified.
- These interactions assemble the molecules into a three-dimensional supramolecular network.
Conclusions:
- The crystal structure is stabilized by a combination of hydrogen bonding and π-π stacking.
- The observed supramolecular architecture provides insights into the packing behavior of this class of compounds.
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