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Updated: May 24, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
(1H-Benzimidazol-1-yl)methanol
Acta Crystallographica. Section E, Structure Reports Online
|March 14, 2012
Summary
The anomeric effect influences bond lengths in the N-CH(2)-O group of the title compound. Molecules form zigzag chains via hydrogen bonds, creating sheet-like structures in the crystal.
Area of Science:
- Crystallography
- Organic Chemistry
- Structural Chemistry
Background:
- The anomeric effect is a stereoelectronic phenomenon influencing molecular conformation and reactivity.
- Understanding the structural basis of the anomeric effect is crucial for predicting chemical behavior.
Purpose of the Study:
- To investigate the structural characteristics of the title compound, C(8)H(8)N(2)O.
- To correlate observed bond lengths with the presence of an anomeric effect.
- To characterize the intermolecular interactions within the crystal.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths and angles within the N-CH(2)-O moiety.
- Identification and analysis of intermolecular hydrogen bonding using graph-set notation.
Main Results:
- The N-CH(2) and CH(2)-O bond lengths indicate the manifestation of an anomeric effect in the N-CH(2)-O group.
- Intermolecular O-H⋯N hydrogen bonds form zigzag chains (graph-set motif C(6)) parallel to the [001] direction.
- Weak C-H⋯O hydrogen bonds further link these chains into sheets.
Conclusions:
- The crystal structure provides direct evidence for the anomeric effect in the N-CH(2)-O moiety.
- The hydrogen bonding network dictates the supramolecular architecture, influencing crystal packing.
- This study contributes to the understanding of structure-property relationships in organic compounds.
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