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

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 C c 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) Å ³ and Z = 16. Compound 11 crystallizes in the trigonal space group $$P\bar{3}$$ P 3 ¯ with cell parameters of a =  b = 25.4429(4) Å, c = 9.6417(2) Å, V = 5405.27(16) Å ³ and Z = 18. Compound 12 crystallizes in the monoclinic space group P2 ₁/ 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) Å ³ 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: Crystals of ( RS, RS, RS)-3-[ N-methyl- N-(4'-methoxyphenyl)amino]cyclohexane-1,2-diol, ( RS, RS, RS)-3-( N-methyl- N-phenylamino)cyclohexane-1,2-diol and ( RS, RS, RS)-2-fluoro-6-( N-methyl- N-phenylamino)cyclohexan-1-ol were synthesised and their structures were studied by X-ray diffraction.[Figure not available: see fulltext.]. [ABSTRACT FROM AUTHOR]