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高等学校化学研究 ›› 2015, Vol. 31 ›› Issue (1): 84-90.doi: 10.1007/s40242-015-4145-z

• Articles • 上一篇    下一篇

Structural Study on Four co-Crystals of N-Containing Heteroaromatics with Iodofluorobenzene

JI Baoming, DENG Dongsheng, WANG Weizhou, WANG Ke, HE Mengli   

  1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, P. R. China
  • 收稿日期:2014-04-21 修回日期:2014-11-12 出版日期:2015-02-01 发布日期:2014-11-17
  • 通讯作者: JI Baoming, E-mail:lyhxxjbm@126.com E-mail:lyhxxjbm@126.com
  • 基金资助:

    Supported by the National Natural Science Foundation of China(Nos.21372112, 21272109) and the Science and Technology Innovation Team Support Programs of Henan Province University, China(No.2012IRTSTHN019).

Structural Study on Four co-Crystals of N-Containing Heteroaromatics with Iodofluorobenzene

JI Baoming, DENG Dongsheng, WANG Weizhou, WANG Ke, HE Mengli   

  1. College of Chemistry and Chemical Engineering, Luoyang Normal University, Luoyang 471022, P. R. China
  • Received:2014-04-21 Revised:2014-11-12 Online:2015-02-01 Published:2014-11-17
  • Contact: JI Baoming, E-mail:lyhxxjbm@126.com E-mail:lyhxxjbm@126.com
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.21372112, 21272109) and the Science and Technology Innovation Team Support Programs of Henan Province University, China(No.2012IRTSTHN019).

摘要:

N-Containing heteroaromatics 1,2,4,5-tetra(pyridin-3-yl)benzene[1,2,4,5-T(3-PY)B] and 1,2,4,5-tetra-(pyridin-4-yl)benzene[1,2,4,5-T(4-PY)B] were each co-crystallized with 1,2-diiodo-tetrafluoro-benzene(1,2-DITFB), or 1,4-diiodo-tetrafluoro-benzene(1,4-DITFB), respectively, generating four co-crystals, namely, (1,2-DITFB)4·[1,2,4,5-T(3-PY)B](1), (1,2-DITFB)4·[1,2,4,5-T(4-PY)B](2), (1,4-DITFB)2·[1,2,4,5-T(3-PY)B]·CHCl3(3), and (1,4-DITFB)·[1,2,4,5-T(4-PY)B]·2CHCl3(4). This study takes aim at providing an insight into the relative importance of fundamental solid state halogen bonding interactions(i.e., halogen…N, halogen…halogen, and halogen…π) in systems. The effects of the donor and acceptor on supramolecular assembly and the crystal structure determined interactions were discussed. The N…I halogen bonds are the main directing interactions responsible for the observed structures. In compounds 1 and 2, the donors exhibited lower-than-expected supramolecular connectivity. In spite of this, co-crystal 2 exhibits polymeric structures consisting of infinite one-dimensional(1D) double-zigzag chains of alternating electron donor and acceptor. The basic structure of co-crystals 3 and 4 is also infinite 1D chain. Therefore, the 1D halogen bonded supramolecular assemblies can be obtained by matching the appropriate donor and acceptor.

关键词: Self-assembly, co-Crystal, Halogen bond, Crystal structure

Abstract:

N-Containing heteroaromatics 1,2,4,5-tetra(pyridin-3-yl)benzene[1,2,4,5-T(3-PY)B] and 1,2,4,5-tetra-(pyridin-4-yl)benzene[1,2,4,5-T(4-PY)B] were each co-crystallized with 1,2-diiodo-tetrafluoro-benzene(1,2-DITFB), or 1,4-diiodo-tetrafluoro-benzene(1,4-DITFB), respectively, generating four co-crystals, namely, (1,2-DITFB)4·[1,2,4,5-T(3-PY)B](1), (1,2-DITFB)4·[1,2,4,5-T(4-PY)B](2), (1,4-DITFB)2·[1,2,4,5-T(3-PY)B]·CHCl3(3), and (1,4-DITFB)·[1,2,4,5-T(4-PY)B]·2CHCl3(4). This study takes aim at providing an insight into the relative importance of fundamental solid state halogen bonding interactions(i.e., halogen…N, halogen…halogen, and halogen…π) in systems. The effects of the donor and acceptor on supramolecular assembly and the crystal structure determined interactions were discussed. The N…I halogen bonds are the main directing interactions responsible for the observed structures. In compounds 1 and 2, the donors exhibited lower-than-expected supramolecular connectivity. In spite of this, co-crystal 2 exhibits polymeric structures consisting of infinite one-dimensional(1D) double-zigzag chains of alternating electron donor and acceptor. The basic structure of co-crystals 3 and 4 is also infinite 1D chain. Therefore, the 1D halogen bonded supramolecular assemblies can be obtained by matching the appropriate donor and acceptor.

Key words: Self-assembly, co-Crystal, Halogen bond, Crystal structure