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

doi:10.1007/s40242-015-4145-z

Abstract

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

JI Baoming, DENG Dongsheng, WANG Weizhou, WANG Ke, HE Mengli. Structural Study on Four co-Crystals of N-Containing Heteroaromatics with Iodofluorobenzene[J]. Chemical Research in Chinese Universities, 2015, 31(1): 84-90.

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