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Updated: May 13, 2026

Real-time Monitoring of Reactions Performed Using Continuous-flow Processing: The Preparation of 3-Acetylcoumarin as an Example
Published on: November 18, 2015
3-(4-Meth-oxy-benzo-yl)-6-nitro-coumarin
Saleta Vazquez-Rodriguez1, Eugenio Uriarte, Lourdes Santana
1Department of Organic Chemistry, University of Santiago de Compostela, Santiago de Compostela, A Coruna, Spain.
This study details the crystal structure of a coumarin derivative (2H-chromen-2-one), revealing a nearly planar coumarin ring system. However, the benzene substituent is non-coplanar with the coumarin core, indicating a twisted aromatic system.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure
Background:
- Coumarin derivatives are important scaffolds in medicinal chemistry and materials science.
- Understanding the precise three-dimensional structure of these molecules is crucial for predicting their properties and designing new compounds.
Purpose of the Study:
- To elucidate the detailed crystal structure of a specific coumarin derivative (C17H11NO6).
- To analyze the planarity and spatial arrangement of the aromatic systems within the molecule.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed.
- The crystal structure was refined, accounting for a non-merohedral twin twinning.
Main Results:
- The coumarin ring system (2H-chromen-2-one) exhibited near planarity (dihedral angle of 3.35°).
- A significant dihedral angle of 54.60° was observed between the coumarin core and its benzene substituent, indicating overall non-planarity.
- The crystal was identified as a non-merohedral twin, with the minor component refined to approximately 0.44.
Conclusions:
- The study provides precise structural data for the investigated coumarin derivative.
- The non-coplanar arrangement of the aromatic systems has implications for the molecule's electronic properties and intermolecular interactions.
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