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4-Amino-3,5-di-chloro-pyridine.
Thankappan Ramalakshmi Anantheeswary1, Sundaramoorthy Gomathi1, Ramu Shyamaladevi1
1Department of Chemistry, Periyar Maniammai Institute of Science & Technology, Thanjavur, Tamilnadu-613403, India.
Iucrdata
|December 9, 2024
Summary
This study details the crystal structure of C5H4Cl2N2, revealing molecular assembly via hydrogen bonding and pi-stacking interactions. Hirshfeld analysis quantifies these interactions, crucial for understanding crystal packing and material properties.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Solid-State Chemistry
Background:
- Understanding intermolecular forces is key to designing materials with specific properties.
- Crystal structure analysis provides insights into molecular arrangement and interactions.
- Computational methods aid in quantifying these interactions.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound (C5H4Cl2N2).
- To analyze the contribution of various interactions (hydrogen bonding, pi-stacking, halogen-pi) to crystal packing.
- To quantify the role of Coulombic forces in the overall crystal energy.
Main Methods:
- Single-crystal X-ray diffraction for structural determination.
- Hirshfeld surface analysis to quantify intermolecular contacts.
- Energy framework analysis using computational chemistry (CE-B3LYP/6-31G(d,p)).
Main Results:
- The compound crystallizes with one molecule in the asymmetric unit.
- Supramolecular chains are formed via N-H⋯N hydrogen bonding, interconnected by pi-pi stacking and halogen-pi interactions.
- Hirshfeld analysis highlights significant Cl⋯H/H⋯Cl (40.1%) and H⋯H (15.7%) interactions.
- Energy framework analysis indicates a substantial contribution of Coulombic interactions to crystal packing.
Conclusions:
- The crystal structure is stabilized by a combination of hydrogen bonding, pi-stacking, and halogen-pi interactions.
- Hirshfeld surface analysis provides a quantitative measure of the dominant intermolecular forces.
- Computational analysis confirms the importance of Coulombic interactions in the crystal lattice energy.
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