Issue 41, 2016
From the journal:

CrystEngComm

One-dimensional supramolecular columnar structure of trans-syn-trans-dicyclohexano[18]crown-6 and organic ammonium cations†

Yu Ohshima,a   Kazuya Kubo,*ab   Takashi Matsumoto,c   Heng-Yun Ye,d   Shin-ichiro Noro,ab   Tomoyuki Akutagawae  and  Takayoshi Nakamura*ab  

* Corresponding authors

a Graduate School of Environmental Science, Hokkaido University, N10W5, Kita-ku, Sapporo, Hokkaido 060-0810, Japan
E-mail: kkubo@es.hokudai.ac.jp, tnaka@es.hokudai.ac.jp
Fax: +81 11 706 9420
Tel: +81 11 706 9419

b Research Institute for Electronic Science, Hokkaido University, N20W10, Kita-ku, Sapporo, Hokkaido 001-0020, Japan

c Application Laboratories, Rigaku Corporation, 3-9-12 Matsubara-cho, Akishima, Tokyo 196-8666, Japan

d Ordered Matter Science Research Center, Southeast University, Nanjing 211189, PR China

e Institute of Multidisciplinary Research for Advanced Materials, Tohoku University, 1-1 Katahira, Aoba-ku, Sendai, Miyagi 980-8577, Japan

Abstract

Supramolecular crystals having one-dimensional (1d) columnar structures were constructed by using supramolecules based on tst-DCH[18]crown-6 (tst-DCH = trans-syn-trans-dicyclohexano). In the crystal of (Ani+)(tst-DCH[18]crown-6)[Ni(dmit)2]− (1) and (m-FAni+)(tst-DCH[18]crown-6)[Ni(dmit)2]− (2) (Ani+ = anilinium+, m-FAni+ = m-fluoroanilinium+, dmit2− = 2-thioxo-1,3-dithiole-4,5-dithiolate), the tst-DCH[18]crown-6 formed supramolecular cations with Ani+ and m-FAni+, respectively, through N–H⋯O hydrogen bonds. The planar conformation of tst-DCH[18]crown-6 molecules in the crystals provided bidirectional hydrogen bonding from the upper and lower side of the molecule that were the driving forces for the construction of the 1d supramolecular architecture. The results provided a method to control arrangements of crown ether-based supramolecules in 1d columns that could be used for channels and/or molecular nanomachines such as molecular rotators.

Graphical abstract: One-dimensional supramolecular columnar structure of trans-syn-trans-dicyclohexano[18]crown-6 and organic ammonium cations

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Article information

DOI
https://doi.org/10.1039/C6CE00980H
Article type
Paper
Submitted
27 Apr 2016
Accepted
08 Jul 2016
First published
19 Jul 2016
This article is Open Access
Creative Commons BY-NC license

CrystEngComm, 2016,18, 7959-7964

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One-dimensional supramolecular columnar structure of trans-syn-trans-dicyclohexano[18]crown-6 and organic ammonium cations

Y. Ohshima, K. Kubo, T. Matsumoto, H. Ye, S. Noro, T. Akutagawa and T. Nakamura, CrystEngComm, 2016, 18, 7959 DOI: 10.1039/C6CE00980H

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