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Updated: Jun 1, 2026
11:01
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
3,4,5-Trimeth-oxy-N-(2-methoxy-phen-yl)benzamide.
Summary
This study details the molecular structure of C(17)H(19)NO(5), revealing specific orientations of methoxy groups and amide planes. Intermolecular hydrogen bonds form chains in the crystal structure.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- The conformation of functional groups, such as methoxy and amide groups, significantly influences molecular packing and intermolecular interactions.
Purpose of the Study:
- To elucidate the detailed molecular structure of the title compound, C(17)H(19)NO(5).
- To analyze the spatial orientation of the amide plane and methoxy groups relative to the aromatic rings.
- To investigate the intermolecular interactions governing crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and torsion angles provided detailed conformational information.
- Identification and analysis of intermolecular hydrogen bonding interactions.
Main Results:
- The amide plane is oriented at 41.5(3)° with respect to the 2-methoxy-benzene ring.
- Three methoxy groups are nearly coplanar with their attached aromatic rings (torsion angles 0.7(4)° to -13.4(4)°).
- One methoxy group exhibits a near-perpendicular orientation (torsion angle 103.9(3)°).
- Intermolecular N-H⋯O hydrogen bonds link molecules into chains along the [001] direction.
Conclusions:
- The study provides a precise structural characterization of C(17)H(19)NO(5).
- The observed conformational preferences of the methoxy groups and the amide plane are significant structural features.
- The identified hydrogen bonding network dictates the one-dimensional supramolecular architecture in the solid state.
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