• Tuning of intermolecular interactions results in packing diversity in imidazolin-5-ones

• Fulltext

https://www.ias.ac.in/article/fulltext/jcsc/126/05/1275-1284

• Keywords

Imidazolin-5-one; gfp chromophore; C-H$\ldots \pi$ stacking; hydrogen bonding; photophysical study.

• Abstract

Crystal structures of four green fluorescent protein (GFP) chromophore analogues with different packing interactions could be tuned by appropriate substitutions around the imidazolin-5-one ring are reported here. Compound 1 was crystallized from tetrahydrofuran at room temperature while compounds 2-4 have been crystallized from a mixture of methanol and dichloromethane in 3:1 ratio. Molecule 1, 2 and 3 crystallized in monoclinic lattice while molecule 4 preferred to crystallize in a triclinic crystal system. The crystal packing of these molecules was stabilized by C-H$\ldots \pi$ stacking and C-H$\ldots$O type of supramolecular interactions. The results reveal that packing diversity can be easily accomplished in these molecules by tuning the substituents around the imidazolin-5-one ring. Photophysical studies also reveal that all have good quantum yield and fluoresce typically in red region due to presence of electron donating groups around the imidazolin-5-one ring.

• Author Affiliations

1. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208 016, India

• Journal of Chemical Sciences

Volume 135, 2023
All articles
Continuous Article Publishing mode

• Editorial Note on Continuous Article Publication

Posted on July 25, 2019