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A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

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4-Hy-droxy-indan-1-one.

Che-Wei Chang¹, Sin-Kai Fang, Ming-Hui Luo

¹Department of Chemical Engineering, Feng Chia University, 40724 Taichung, Taiwan.

Acta Crystallographica. Section E, Structure Reports Online

|January 4, 2013

Summary

This study details the crystal structure of a C(9)H(8)O(2) compound. Molecules exhibit near-planarity and form chains via hydrogen bonding in the solid state.

Area of Science:

Crystallography
Molecular Structure
Organic Chemistry

Background:

Understanding the solid-state behavior of organic molecules is crucial for materials science.
Crystal packing influences a compound's physical and chemical properties.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C(9)H(8)O(2).
To investigate 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 intermolecular contacts.

Main Results:

The molecule of C(9)H(8)O(2) is nearly planar, with methylene hydrogens showing the largest deviation.

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Molecules are organized into chains along the [110] and [1-10] directions.

Intermolecular interactions include classical O-H⋯O hydrogen bonds and weak C-H⋯O bonds.

Conclusions:

The crystal structure reveals a specific arrangement dictated by hydrogen bonding.
The planar nature and hydrogen bonding patterns provide insights into the compound's solid-state characteristics.