Issue 6, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 2

4-Tritylbenzoic acid. A molecular scaffold for wheel-and-axle host–guest inclusion compounds with a supramolecular axis

Ram K. R. Jetti,a   Feng Xue,b   Thomas C. W. Mak*b  and  Ashwini Nangia*a  

* Corresponding authors

a School of Chemistry, University of Hyderabad, Hyderabad, India
E-mail: ansc@uohyd.ernet.in

b Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, P. R. China
E-mail: tcwmak@cuhk.edu.hk

Abstract

4-Tritylbenzoic acid crystallises via the carboxy dimer supramolecular synthon to produce a wheel-and-axle host lattice that includes different aromatic solvents in its microporous framework. The clathrate structures were characterised by single crystal X-ray diffraction. Solvents like xylenes, chlorobenzene and anisole are included in a channel of cross-sectional area 42 Å2 with 2∶1 host–guest stoichiometry while mesitylene occupies a channel of 71 Å2 as a 1∶1 clathrate. The host architecture is robust and yet adaptive. The carboxy dimer synthon together with the phenyl–phenyl interactions (edge-to-face, ef and offset face-to-face, off ) produce recurring, zigzag tapes of wheel-and-axle supermolecules. A plethora of aromatic ef and off motifs in the intra- and inter-tape regions modulate the cavity area to accommodate solvents of different size/shape. The ability to tune the pore volume and still retain the target wheel-and-axle topology is a notable feature in this family of isomorphous structures. The unsolvated acid adopts a different crystal packing with the triphenylmethyl groups filling the voids in the structure.

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Article information

DOI
https://doi.org/10.1039/A909827E
Article type
Paper
Submitted
14 Dec 1999
Accepted
22 Mar 2000
First published
08 May 2000

J. Chem. Soc., Perkin Trans. 2, 2000, 1223-1232

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4-Tritylbenzoic acid. A molecular scaffold for wheel-and-axle host–guest inclusion compounds with a supramolecular axis

R. K. R. Jetti, F. Xue, T. C. W. Mak and A. Nangia, J. Chem. Soc., Perkin Trans. 2, 2000, 1223 DOI: 10.1039/A909827E

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