Crystal structure of β-cyclodextrin-4-chlorobenzoic acid complex: unusual C–Cl⋯π interaction between 4-chlorobenzoic acids in β-cyclodextrin dimer
Section snippets
Experimental
The mixture of β-CD (0.5 mmol) and 4-chlorobenzoic acid (0.5 mmol) in 40 mL distilled water was stirred continuously for 6 h at 55 °C, which afforded a solution of the title inclusion complex. Plate-like crystals suitable for X-ray diffraction experiments were obtained by slow evaporation of the complex solution at 40 °C. A crystal was encased in vaseline for avoiding dehydration and then was flash frozen at 150 K for measuring. Diffraction data collection was performed on an Oxford Diffraction
Results and discussion
The asymmetric unit consists of two β-CDs, two 4-chlorobenzoic acids and twenty-nine water molecules. The two β-CD molecules constitute a dimer by face-to-face contact of their secondary sides [9], in which two 4-chlorobenzoic acid molecules are included (Fig. 1). Twenty-nine water molecules are distributed in the interstices between the dimers. The β-CD dimers are linked together via hydrogen bonding to form layers in the crystallographic bc-plane. The layers are further stacked along the
Acknowledgments
We are grateful for the financial support from the Natural Science Foundation of Hainan Province (no. 808145) and Doctoral Foundation of Hainan Normal University (no. 103303).
References (15)
- et al.
Environ. Pollut.
(2009)et al.Carbohydr. Res.
(2008) Chem. Rev.
(1998)et al.J. Org. Chem.
(2004)et al.Org. Biomol. Chem.
(2005)- et al.
Acta Crystallogr. B
(2000) - et al.
Acta Crystallogr. B
(1991) - et al.
Chem. Rev.
(1998) - et al.
Chem. Rev.
(1998) - et al.
Chem. Soc. Rev.
(2010)
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