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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
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N,N-Diethyl-4-[(E)-(pyridin-3-yl)diazen-yl]aniline
Sergiu Draguta1, Evgeniya Leonova, Maria Fokina
1D. Ghitu Institute of Electronic Engineering and Nanotechnologies, 3/3 Academy Street, MD-2028, Chisinau, Republic of Moldova.
Acta Crystallographica. Section E, Structure Reports Online
|October 11, 2013
Summary
This study reveals the molecular structure of C15H18N4, highlighting its trans conformation and a slight twist between its benzene and pyridine rings. Molecules self-assemble into ribbons via weak interactions in the crystal structure.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular conformation and crystal packing is crucial for predicting material properties.
- Aromatic and heteroaromatic compounds are fundamental building blocks in various chemical applications.
Purpose of the Study:
- To elucidate the solid-state structure of the title compound (C15H18N4).
- To investigate the conformational preferences and intermolecular interactions.
- To characterize the crystal packing arrangement.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided conformational insights.
- Intermolecular interactions, such as C-H⋯π bonds, were identified and analyzed.
Main Results:
- The molecule C15H18N4 adopts a trans conformation around the diazo (N=N) bond.
- A small dihedral angle of 8.03(5)° was observed between the benzene and pyridine rings.
- Molecules form corrugated ribbons through weak C-H⋯π interactions in the crystal, with anti-parallel orientation.
Conclusions:
- The study provides a detailed structural characterization of C15H18N4.
- The observed crystal packing is governed by specific intermolecular forces, leading to a unique ribbon-like assembly.
- This structural information can be valuable for designing related molecules with tailored properties.
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