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N,N'-Bis(pyridin-3-ylmeth-yl)ethanedi-amide monohydrate: crystal structure, Hirshfeld surface analysis and
Sang Loon Tan1, Edward R T Tiekink1
1Research Centre for Crystalline Materials, School of Science and Technology, Sunway University, 47500 Bandar Sunway, Selangor Darul Ehsan, Malaysia.
Acta Crystallographica. Section E, Crystallographic Communications
|January 11, 2020
Summary
This study details the molecular structure of a bis-pyridyl substituted di-amide hydrate, revealing intricate hydrogen bonding and crystal packing arrangements. The findings highlight the crucial role of water molecules in stabilizing the supramolecular structure.
Area of Science:
- Crystal Engineering
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Understanding the self-assembly of organic molecules is crucial for designing materials with specific properties.
- Hydrogen bonding and other non-covalent interactions play a key role in dictating crystal structures and material properties.
- The incorporation of water molecules can significantly influence the packing and stability of crystalline compounds.
Purpose of the Study:
- To elucidate the detailed molecular structure and crystal packing of a novel bis-pyridyl substituted di-amide hydrate.
- To investigate the role of intra- and intermolecular hydrogen bonding in the formation of supramolecular architectures.
- To analyze the influence of lattice water on the overall crystal structure and stability.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Hirshfeld surface analysis was utilized to quantify the contributions of various intermolecular interactions.
- Calculation of interaction energies provided insights into the driving forces of crystal packing.
Main Results:
- The crystal structure features a central di-amide core linked to pyridyl rings, adopting a syn-periplanar conformation.
- Intramolecular amide-N-H⋯O(carbonyl) hydrogen bonds form S(5) loops, leading to the formation of supramolecular tapes.
- Lattice water molecules mediate hydrogen bonding between tapes via water-O-H⋯N(pyridyl) interactions, forming helical chains and influencing overall packing.
Conclusions:
- The bis-pyridyl substituted di-amide hydrate exhibits a complex supramolecular architecture driven by a combination of hydrogen bonding and other non-covalent interactions.
- The crystal structure is significantly influenced by the presence of lattice water, which acts as a crucial linker and stabilizer.
- Hirshfeld surface analysis confirms the importance of hydrogen bonding and electrostatic interactions in the observed molecular packing.
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