The title compound, C28H32N2, (I), is one of a second generation of compounds designed and synthesized based on a very potent and selective α9α10 nicotinic acetyl­choline receptor antagonist ZZ161C {1,1′-[[1,1′-biphen­yl]-4,4′-diylbis(prop-2-yne-3,1-di­yl)]bis­(3,4-di­methyl­pyridin-1-ium) bromide}, which has shown analgesic effects in a chemotherapy-induced neuropathy animal model. Compound (I) was synthesized by the reaction of 4,4′-bis­(3-bromo­prop-1-yn-1-yl)-1,1′-biphenyl with piperidine at room temperature in aceto­nitrile. The single-crystal used for X-ray analysis was obtained by dissolving (I) in a mixture of di­chloro­methane and methanol, followed by slow evaporation of the solvent. In the crystal of (I), the biphenyl moiety has a twisted conformation, with a dihedral angle of 25.93 (4)° between the benzene rings. Both piperidine head groups in (I) are in the chair conformation and are oriented so that the N-atom lone pairs of each piperidine group point away from the central biphenyl moiety.

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Published in Acta Crystallographica Section E: Crystallographic Communications, v. 73, part 6, p. 864-866.

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

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This investigation was supported by the Arkansas Research Alliance (ARA).

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Supporting information: this article has supporting information at journals.iucr.org/e.

CCDC reference: 1550512

Crystal structure: contains datablocks global, I. DOI: https://doi.org//10.1107/S2056989017007277/sj5530sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org//10.1107/S2056989017007277/sj5530Isup2.hkl

Supporting information file. DOI: https://doi.org//10.1107/S2056989017007277/sj5530Isup3.cml

checkCIF report

3D view of crystallographic information

sj5530_ppt-slides.pptx (141 kB)
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sj5530sup1.cif (887 kB)
Crystal structure: contains datablocks global, I.

sj5530Isup2.hkl (326 kB)
Structure factors: contains datablock I.

sj5530Isup3.cml (8 kB)
Supporting information file.

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