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Updated: Aug 22, 2025

Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
N-(4-Eth-oxy-2,5-di-nitro-phen-yl)acetamide.
Sannihith N Uppu1,2, Ogad A Agu2, Curtistine J Deere2
1Department of Biological Engineering, Louisiana State University, Baton Rouge, LA, 70803, USA.
This study details the crystal structure of a nitroaniline derivative, revealing specific molecular conformations and hydrogen bonding patterns. These findings contribute to understanding molecular interactions in organic compounds.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial.
- Nitroaniline derivatives are important in various chemical applications.
- Detailed structural analysis provides insights into intermolecular forces.
Purpose of the Study:
- To elucidate the crystal structure of the title compound (C10H11N3O6).
- To analyze torsion angles and the influence of nitro groups on benzene ring planarity.
- To characterize hydrogen bonding and other intermolecular interactions.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of torsion angles and bond lengths.
- Identification and analysis of hydrogen bonds (intra- and inter-molecular) and C-H···O interactions.
Main Results:
- The benzene ring exhibits minimal deviation from planarity, except for the nitro groups.
- Nitro groups are significantly twisted out of the ring plane (25.27(3)° and 43.63(2)°).
- A bifurcated hydrogen bond involving the N-H group forms chains propagating in the [010] direction, alongside weak C-H···O interactions.
Conclusions:
- The crystal structure reveals specific conformational preferences influenced by nitro group substitution.
- The identified hydrogen bonding network dictates the compound's supramolecular architecture.
- This structural data is valuable for predicting and understanding the behavior of related organic molecules.
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