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Synthesis and Crystal Structures of N-Aryl-N-methylaminocyclohexanols

Research paper by Alexander J. Cresswell, Stephen G. Davies, David S. Hewings, Wataru Kurosawa, James A. Lee, Melloney J. Morris, Paul M. Roberts, Amber L. Thompson, James E. Thomson

Indexed on: 13 Oct '13Published on: 13 Oct '13Published in: Journal of chemical crystallography



Abstract

N-Aryl-N-methylaminocyclohexanols 10–12 were synthesised and their crystal structures were studied by X-ray diffraction. Compound 10 crystallizes in the monoclinic space group Cc with cell parameters of a = 13.7366(2) Å, b = 13.7234(2) Å, c = 26.9057(5) Å, β = 93.0900(5)°, V = 5064.70(14) Å3 and Z = 16. Compound 11 crystallizes in the trigonal space group \(P\bar{3}\) with cell parameters of a = b = 25.4429(4) Å, c = 9.6417(2) Å, V = 5405.27(16) Å3 and Z = 18. Compound 12 crystallizes in the monoclinic space group P21/n with cell parameters of a = 9.9511(2) Å, b = 11.5777(2) Å, c = 20.5968(4) Å, β = 95.5037(9)°, V = 2362.04(8) Å3 and Z = 8. All three structures were characterised by arrays of hydrogen bonding interactions and these crystallographic studies revealed conformations of 10–12 which gave valuable information into the mechanism of the reaction during their formation.

Graphical abstract 10.1007/s10870-013-0460-8.gif