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Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
2,2-Bis(pyridin-2-yl)-1,3-diazinane.
Salim F Haddad1, Ismail Warad, Shehdeh Jodeh
1Department of Chemistry, The University of Jordan, Amman 11942, Jordan.
Summary
The crystal structure of C14H16N4 reveals a chair conformation in its hexa-hydro-pyrimidine ring. This arrangement facilitates N-H⋯N hydrogen bonding, forming helical chains along the crystal
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the conformational preferences and intermolecular interactions of heterocyclic compounds is crucial in crystal engineering.
- Hexa-hydro-pyrimidine derivatives are important scaffolds in medicinal chemistry and materials science.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound, C14H16N4.
- To investigate the self-assembly behavior driven by hydrogen bonding in the solid state.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional structure.
- Analysis of hydrogen bonding networks and conformational analysis of the heterocyclic ring.
Main Results:
- The hexa-hydro-pyrimidine ring adopts a chair conformation.
- A characteristic N-H⋯N hydrogen bond between pyrimidine and pyridine nitrogen atoms was observed.
- These interactions lead to the formation of a continuous helical chain structure along the crystallographic c axis.
Conclusions:
- The crystal packing of C14H16N4 is dominated by directional N-H⋯N hydrogen bonds.
- The observed helical chain structure is a direct consequence of the compound's molecular geometry and hydrogen bonding capabilities.
- This study provides insights into the supramolecular assembly of related heterocyclic systems.
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