ROY confined in hydrogen-bonded frameworks: coercing conformation of a chromophore

Sishuang Tang; Anna Yusov; Yuantao Li; Melissa Tan; Yunhui Hao; Zongzhe Li; Yu-Sheng Chen; Chunhua T. Hu; Bart Kahr; Michael D. Ward

doi:10.1039/D0QM00200C

ROY confined in hydrogen-bonded frameworks: coercing conformation of a chromophore†

Sishuang Tang,^a Anna Yusov,

^a Yuantao Li,^a Melissa Tan,^a Yunhui Hao,^a Zongzhe Li,

^a Yu-Sheng Chen,^b Chunhua T. Hu,

^a Bart Kahr

^a and Michael D. Ward

*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry and the Molecular Design Institute, New York University, 100 Washington Square East, New York, NY 10003, USA

^b ChemMatCARS, Center for Advanced Radiation Sources, The University of Chicago, Lemont, Illinois 60439, USA
E-mail: mdw3@nyu.edu

Abstract

5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile is a crystalline compound rich in conformational polymorphs largely owing to the flexible torsion angle that leads to distinct colors, earning it the moniker ROY (Red-Orange-Yellow). Guanidinium organosulfonate hydrogen-bonded frameworks form six crystalline inclusion compounds with ROY, described here, in which the framework limits conformational twisting out of plane. Three of the six inclusion compounds enforce greater planarity and π-conjugation than any of nine ROY polymorphs that have been characterized by single crystal X-ray diffraction.

This article is part of the themed collection: Celebrating Jean-Marie Lehn’s 80th Birthday

Materials Chemistry Frontiers

ROY confined in hydrogen-bonded frameworks: coercing conformation of a chromophore†

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ROY confined in hydrogen-bonded frameworks: coercing conformation of a chromophore

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