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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
2,2'-[1,1'-(Hexane-1,6-diyldioxy-dinitrilo)diethyl-idyne]diphenol
Wen-Kui Dong1, Xue-Ni He, Yin-Xia Sun
1School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou 730070, People's Republic of China.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study details the molecular structure of a C(22)H(28)N(2)O(2) compound, revealing specific configurations and intramolecular hydrogen bonding. The findings describe how molecules self-assemble into chains via weak intermolecular interactions.
Area of Science:
- Crystallography and Molecular Structure
- Organic Chemistry
Background:
- Understanding the precise three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
- The title compound, C(22)H(28)N(2)O(2), presents an interesting case for structural analysis due to its specific functional groups and potential for intermolecular interactions.
Purpose of the Study:
- To elucidate the detailed molecular structure of the title compound, C(22)H(28)N(2)O(2).
- To investigate the stereochemistry, including bond configurations and planarity of key molecular fragments.
- To identify and characterize intra- and intermolecular interactions, such as hydrogen bonding, that influence crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and torsion angles to establish molecular geometry.
- Identification of hydrogen bonding networks through crystallographic data analysis.
Main Results:
- The molecule of C(22)H(28)N(2)O(2) crystallizes with one half-molecule located on an inversion center.
- The molecule exhibits an E configuration around the azomethine C=N bond, with the imino group being coplanar to the aromatic ring.
- Intramolecular O-H⋯N hydrogen bonds were observed between hydroxyl groups and oxime nitrogen atoms.
- Weak intermolecular C-H⋯O bonds facilitate the formation of molecular chains along the a-axis.
Conclusions:
- The crystal structure of C(22)H(28)N(2)O(2) reveals a specific molecular conformation dictated by intramolecular hydrogen bonding.
- The observed intermolecular interactions lead to the formation of extended one-dimensional chains, influencing the bulk properties of the solid state.
- This structural characterization provides a foundation for further studies on the compound's chemical behavior and potential applications.
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