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Continuous Flow Chemistry: Reaction of Diphenyldiazomethane with p-Nitrobenzoic Acid
Published on: November 15, 2017
2,5-Diphenyl-penta-2,4-dienenitrile
Summary
The crystal structure of C(17)H(13)N reveals a dihedral angle of 17.6° between its phenyl rings. Intermolecular interactions include C-H⋯N hydrogen bonding and C-H⋯π interactions, offering insights into molecular packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional arrangement of molecules in the solid state is crucial for predicting material properties.
- Intermolecular forces, such as hydrogen bonds and π-π stacking, significantly influence crystal packing and molecular behavior.
- The specific compound C(17)H(13)N presents an interesting case for studying these interactions due to its aromatic nature.
Purpose of the Study:
- To determine the precise crystal structure of the title compound, C(17)H(13)N.
- To identify and characterize the intermolecular interactions present in the crystal lattice.
- To analyze the spatial arrangement and conformational preferences of the phenyl rings within the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to obtain the necessary crystallographic data.
- The crystal structure was solved and refined using standard crystallographic software.
- Analysis of the crystal structure involved identifying hydrogen bonds and other non-covalent interactions using geometric criteria.
Main Results:
- The crystal structure of C(17)H(13)N was successfully determined.
- A notable dihedral angle of 17.6(1)° was measured between the two phenyl rings, indicating a non-planar conformation.
- Intermolecular C-H⋯N hydrogen bonds and C-H⋯π interactions involving a phenyl ring were identified as key stabilizing forces in the crystal.
Conclusions:
- The crystal structure of C(17)H(13)N is characterized by a significant twist between its phenyl rings.
- These phenyl rings are further stabilized by intermolecular C-H⋯N hydrogen bonds and C-H⋯π interactions.
- The findings provide valuable data on the solid-state behavior and intermolecular forces governing this organic compound.
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