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Aromatic Hydrocarbon Cations: Structural Overview

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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
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Updated: Jun 1, 2026

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

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Published on: July 17, 2020

Cyclo-hexa-none 2-nitro-phenyl-hydrazone.

Bao-He Yang, Jun-Long Niu

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the molecular structure of a Schiff base compound. The phenyl-hydrazone group is planar, while the nitro group exhibits a slight twist, stabilized by an intramolecular hydrogen bond.

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Area of Science:

Organic Chemistry
Crystallography

Background:

Schiff base compounds are formed through condensation reactions.
Understanding molecular geometry is crucial for predicting chemical properties.

Purpose of the Study:

To elucidate the crystal structure and molecular geometry of a novel Schiff base compound.
To investigate the conformational aspects and stabilizing interactions within the molecule.

Main Methods:

Single crystal X-ray diffraction was employed to determine the molecular structure.
Analysis of bond lengths, angles, and dihedral angles provided geometric insights.

Main Results:

The Schiff base compound C(12)H(15)N(3)O(2) was synthesized and characterized.
The phenyl-hydrazone moiety was found to be planar, with a maximum deviation of 0.0252 Å.
The nitro group displayed a dihedral angle of 6.96° relative to the phenyl-hydrazone plane.
The cyclo-hexanone ring adopted a chair conformation.
An intramolecular N-H⋯O hydrogen bond was identified, contributing to structural stability.

Conclusions:

The molecular structure of the Schiff base is well-defined, with specific conformational preferences.
Intramolecular hydrogen bonding plays a significant role in stabilizing the observed molecular architecture.