2-[2-(1H-indol-3-yl)ethyl-iminiomethyl]-4-nitro-phenolate
Hapipah M Ali1, M I Mohamed Mustafa, M Razali Rizal
1Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study reveals that a specific Schiff base compound forms a zwitterionic structure. These molecules then link together via hydrogen bonds, creating a linear chain arrangement.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Schiff bases are versatile organic compounds with diverse applications.
- Understanding the solid-state structure of Schiff bases is crucial for predicting their properties.
- Zwitterionic forms can significantly influence molecular packing and intermolecular interactions.
Purpose of the Study:
- To elucidate the crystal structure of the Schiff base C(17)H(15)N(3)O(3).
- To investigate the intermolecular interactions governing the solid-state arrangement.
- To characterize the formation of zwitterions and hydrogen bonding networks.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed.
- The crystal structure was solved and refined.
- Intermolecular interactions, including hydrogen bonds, were analyzed.
Main Results:
- The Schiff base C(17)H(15)N(3)O(3) crystallizes in a zwitterionic form.
- A phenol hydrogen atom was observed to transfer to the imine nitrogen.
- Adjacent zwitterions form a linear chain along the a axis through N-H⋯O hydrogen bonds (3.100(2) Å).
Conclusions:
- The zwitterionic nature dictates the observed crystal packing.
- The identified hydrogen bonding network is key to the linear chain formation.
- This structural insight is valuable for the design of novel functional materials based on Schiff bases.
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