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Updated: May 24, 2026
08:12
A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
1-(3,5-Dichloro-phen-yl)-3-(2-meth-oxy-phen-yl)triaz-1-ene
Acta Crystallographica. Section E, Structure Reports Online
|March 14, 2012
Summary
This study details the molecular structure of a novel compound, C(13)H(11)Cl(2)N(3)O. Researchers observed its near-planar shape, trans conformation, and intermolecular interactions within the crystal lattice.
Area of Science:
- Organic Chemistry
- Crystallography
- Molecular Structure Analysis
Background:
- Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- The study of intermolecular forces, such as hydrogen bonding and pi-pi stacking, provides insights into crystal packing and material properties.
Purpose of the Study:
- To elucidate the precise molecular geometry and conformation of the title compound, C(13)H(11)Cl(2)N(3)O.
- To investigate the intermolecular interactions present in the crystalline state of the molecule.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of bond lengths and angles provided information on the electronic nature of the N-N bond.
- Identification of hydrogen bonds and other non-covalent interactions through crystallographic data.
Main Results:
- The molecule C(13)H(11)Cl(2)N(3)O was found to be almost planar with a trans conformation around the -N=N- bond.
- The dihedral angle between the aromatic rings was measured at 3.47(2)°.
- Evidence of single- and double-bond character in the N-N bond was observed, indicating an -N=N-NH- moiety.
- Inversion dimers formed by N-H⋯Cl hydrogen bonds were identified in the crystal structure.
- C-H⋯π and π-π stacking interactions were also detected, contributing to crystal stabilization.
Conclusions:
- The crystal structure of C(13)H(11)Cl(2)N(3)O is stabilized by a combination of hydrogen bonding and π-π stacking interactions.
- The observed molecular and crystal structure provides a foundation for further studies on the compound's chemical behavior and potential applications.
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