Conformational changes in Cmethyl-resorcinarene pyridine N -oxide inclusion complexes in the solid state
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A1 Alkuperäisartikkeli tieteellisessä aikakauslehdessä
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Date
2016-02
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en
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6
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CrystEngComm, Volume 18, issue 26, pp. 4971-4976
Abstract
Aromatic N-oxides interact with Cmethyl-resorcinarene resulting in marked changes in the conformation of the host resorcinarene. In the solid state, 2- and 3-methylpyridine N-oxides form pseudo-capsular 2 : 2 endo host-guest complexes with Cmethyl-resorcinarene stabilized by C-H⋯π interactions. The Cmethyl-resorcinarene·2-methylpyridine N-oxide complex has a C4v crown conformation, while the Cmethyl-resorcinarene·3-methylpyridine N-oxide complex has a slightly open C2v boat conformation. On the contrary, other para-substituted and benzo-fused pyridine N-oxides form only exo complexes with Cmethyl-resorcinarene. In the exo complexes, the asymmetry of the guest, conformational flexibility and preferred inter-host hydrogen bonding of Cmethyl-resorcinarenes exclude endo complexation. All the exo complexes form robust 1-D hydrogen bonded chains between the host hydroxyl groups assisted by the guest N-O groups, resulting in a C2v boat conformation.Description
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Puttreddy, R, Beyeh, N K & Rissanen, K 2016, ' Conformational changes in C methyl -resorcinarene pyridine N -oxide inclusion complexes in the solid state ', CrystEngComm, vol. 18, no. 26, pp. 4971-4976 . https://doi.org/10.1039/c6ce00240d