Related Experiment Video
Updated: Mar 25, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Crystal structure of 1,3-bis-{[4-(acetyl-sulfanyl)phenyl]ethynyl}azulene
Sebastian Förster1, Wilhelm Seichter1, Edwin Weber1
1Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Strasse, 29, D-09596 Freiberg/Sachsen, Germany.
Abstract:
In the title compound, C30H20O2S2, the dihedral angles between the central azulene ring system (r.m.s. deviation = 0.039 Å) and the pendant benzene rings are 28.96 (7) and 55.15 (7)°. The dihedral angles between the benzene rings and their attached acetyl-sulfanyl groups are 59.60 (10) and 84.79 (10)°. The expected π-π stacking inter-actions are not observed in the crystal structure; instead, the packing features C-H⋯O hydrogen bonds, which link the mol-ecules into C(12) [010] chains, which are supported by weak C-H⋯π contacts.
Related Concept Videos
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group...
Structure of Benzene: Molecular Orbital Model
Structure of Benzene: Kekulé Model
He proposed that benzene has a cyclic structure of six carbon atoms attached to one hydrogen atom each, with three alternating pi bonds.
Benzene to 1,4-Cyclohexadiene: Birch Reduction Mechanism
UV–Vis Spectroscopy: Woodward–Fieser Rules
Ionic Crystal Structures
Most monatomic ions behave as charged spheres, and their attraction for ions of opposite charge is the same in every direction. Consequently, stable structures for ionic compounds result (1) when ions of one charge are surrounded by as many ions as possible of the opposite...

![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)