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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid

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Diethyl N,N'-(p-phenylene)dioxamate.

Wei Yang, Xiaoyu Liu

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This summary is machine-generated.

This study reveals the crystal structure of a novel organic compound. Molecules form a 2D network through intermolecular hydrogen bonds, with an observed intramolecular bond.

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Area of Science:

Crystallography
Organic Chemistry
Supramolecular Chemistry

Background:

Understanding molecular interactions is crucial in crystal engineering.
Hydrogen bonding plays a key role in the self-assembly of organic molecules.
The title compound, C14H16N2O6, presents an interesting scaffold for structural investigation.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C14H16N2O6.
To investigate the intermolecular and intramolecular hydrogen bonding patterns.
To analyze the spatial arrangement of the molecule within the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the crystal structure.
Analysis of bond lengths, bond angles, and dihedral angles provided structural insights.
Hydrogen bond analysis identified key intermolecular and intramolecular interactions.

Main Results:

The molecule of C14H16N2O6 resides on an inversion center in the crystal lattice.
A dihedral angle of 34.08(9)° was measured between the amide plane and the benzene ring.
Intermolecular O-H⋯N hydrogen bonds link molecules into a 2D network parallel to the bc plane.
An intramolecular N-H⋯O hydrogen bond was also identified within the molecule.

Conclusions:

The crystal structure of C14H16N2O6 is characterized by a specific molecular orientation and symmetry.
Intermolecular hydrogen bonding dictates the formation of a 2D supramolecular network.
The presence of both intra- and intermolecular hydrogen bonds influences the overall crystal packing and stability.