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Crystal Engineering of Hand-Twisted Helical Crystals

Saha, Subhankar and Desiraju, Gautam R (2017) Crystal Engineering of Hand-Twisted Helical Crystals. In: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 139 (5). pp. 1975-1983.

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Official URL: http://dx.doi.org/10.1021/jacs.6b11835

Abstract

A strategy is outlined for the design of hand-twisted helical crystals. The starting point in the exercise is the one-dimensional (1D) plastic crystal, 1,4-dibromobenzene, which is then changed to a 1D elastic crystal, exemplified by 4-bromophenyl 4'-chlorobenzoate, by introduction of a molecular synthon-O-CO- in lieu of the supramolecular synthon Br center dot center dot center dot Br in the precursor. The 1D elastic crystals are next modified to two-dimensional (2D) elastic crystals, of the type 4-bromophenyl 4'-nitrobenzoate where the halogen bonding and C-H center dot center dot center dot O hydrogen bonding are well-matched. Finally, varying the interaction strengths in these 2D elastic crystals gives plastic crystals with two pairs of bendable faces but without slip planes. Typical examples are 4-chlorophenyl and 4-bromophenyl 4'-nitrobenzoate. This type of 2D plasticity represents a new type of bendable crystals in which plastic behavior is seen with a fair degree of isotropic character in the crystal packing. The presence of two sets of bendable faces, generally orthogonal to each other, allows for the possibility of hand-twisting of the crystals to give grossly helical morphologies. Accordingly, we propose the name hand-twisted helical crystals for these substances.

Item Type: Journal Article
Publication: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Publisher: AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Additional Information: Copy right for this article belongs to the AMER CHEMICAL SOC, 1155 16TH ST, NW, WASHINGTON, DC 20036 USA
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Date Deposited: 03 Apr 2017 04:21
Last Modified: 03 Apr 2017 04:21
URI: http://eprints.iisc.ac.in/id/eprint/56428

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