Issue 7, 2007
From the journal:

CrystEngComm

From supermolecular sheet to helix by breaking molecular symmetry: the case of 4-[2-(carbazol-3-yl)vinyl] pyridium tosylate†‡

Jie Gu,abc   Wei-Qiang Chen,*a   Tatsuo Wada,c   Daisuke Hashizumed  and  Xuan-Ming Duan*a  

* Corresponding authors

a Laboratory of Organic NanoPhotonics and Laboratory of Organic Optoelectronic Functional Materials and Molecular Engineering, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, No.2 Beiyitiao, Zhongguancun, Haidian, Beijing, P.R. China
E-mail: chenwq7315@mail.ipc.ac.cn, xmduan@mail.ipc.ac.cn
Fax: +86 10 82543597
Tel: +86 10 82543596

b Graduate School of Chinese Academy of Sciences, No.2 Beiyitiao, Zhongguancun, Haidian, Beijing 100080, P. R. China

c Supramolecular Science Laboratory, The Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako, Saitama, Japan

d Molecular Characterization Team, The Institute of Physical and Chemical Research (RIKEN), 2-1 Hirosawa, Wako, Saitama, Japan

Abstract

Organic cations, 1-methyl-4-[2-(9-ethyl-carbazol-3-yl)vinyl] pyridinium (ECMP+) and 1-methyl-4-[2-(9-methyl-carbazol-3-yl)vinyl] pyridinium (MeCMP+), were synthesized by introducing the carbazole moiety into stilbazolium-like structures to form an L-shaped molecular structure, breaking the symmetry of common stilbazolium cations; the crystal structures of the organic salts (ECMP+TsO− and MeCMP+TsO−) with tosylate anions (TsO−) show helical structures due to multi-interactions such as electrostatic charge, hydrogen bonding, π–π stacking as well as the asymmetric structure of the cations.

Graphical abstract: From supermolecular sheet to helix by breaking molecular symmetry: the case of 4-[2-(carbazol-3-yl)vinyl] pyridium tosylate

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Article information

DOI
https://doi.org/10.1039/B701377A
Article type
Communication
Submitted
09 Feb 2007
Accepted
23 Apr 2007
First published
10 May 2007

CrystEngComm, 2007,9, 541-544

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From supermolecular sheet to helix by breaking molecular symmetry: the case of 4-[2-(carbazol-3-yl)vinyl] pyridium tosylate

J. Gu, W. Chen, T. Wada, D. Hashizume and X. Duan, CrystEngComm, 2007, 9, 541 DOI: 10.1039/B701377A

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