Citation: Chun-Hua Diao, Zhe Xu, Min-Jie Guo, Xin Chen, Jing Liu, Zhi Fan. The structural analysis of the inclusion complex of β-cyclodextrin with m-nitrophenoxyacetic acid[J]. Chinese Chemical Letters, ;2013, 24(6): 487-490. shu

The structural analysis of the inclusion complex of β-cyclodextrin with m-nitrophenoxyacetic acid

1.
College of Sciences, Tianjin University of Science and Technology, Tianjin 300457, China

Corresponding author: Zhi Fan,
Received Date: 22 February 2013
Available Online: 14 March 2013

The inclusion complex of β-cyclodextrin with m-nitrophenoxyacetic acid was studied by single crystal X-ray diffraction, 2D NMR spectroscopy and semi-empirical methods AM1. The crystallographic study shows that two β-cyclodextrins are held together by hydrogen bonds to form head-to-head dimers. The disordered guest molecule adjusts itself to attain the most stable accommodation into the cavity in which the nitro group is located at the dimer interface while the carboxyl group is buried in the primary hydroxyl groups of β-cyclodextrin. The guest inside the cavity is disordered over two sites and exhibits mobility. Moreover, 2D NMR spectroscopy and theoretical study show the same inclusion behavior. In comparison to the inclusion complex of β-cyclodextrin with p-nitrophenoxyacetic acid, the host-guest stoichiometries are different, i.e., 2:1 for m-nitrophenoxyacetic acid and 1:1 for p-nitrophenoxyacetic acid, while the inclusion orientation and the packing pattern of the host are similar in both complexes.
- β-Cyclodextrin,
- Inclusion complex,
- Crystal structure,
- m-Nitrophenoxyacetic acid
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