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The title compounds C 13 H 26 N + Cl −  ( N,N -dicyclohexylmethylammonium chloride), C 13 H 26 N + Br −  ( N,N - dicyclohexylmethylammonium bromide) and C 13 H 26 N + I −  ( N,N -dicyclohexylmethylammonium iodide) are isostructural and crystallize in the orthorhombic space group  Pna 2 1  with the lattice parameters  a =7.580(1),  b =19.072(1),  c =9.165(1) Å,  V =1324.9(1) Å 3  for  X =Cl,  a =7.765(1),  b =19.054(1),  c =9.270(1) Å,  V =1371.5(1) Å 3  for  X =Br, and  a =8.102(1),  b =19.084(1),  c =9.535(1) Å,  V =1474.2(1) Å 3  for  X =I with  Z =4 for each compound. Their cyclohexyl groups are aligned along [010] while their halide ions are coordinated along [100] by a strong linear N–H··· X  ( X =Cl, Br, I) hydrogen bond. Fourier-transform infrared spectra show a decreasing hydrogen bond acceptor strength from the chloride to the iodide.

Crystal structures and FT-IR spectra of three N,N -dicyclohexylmethylammonium halides C 13 H 26 N + X − ( X = Cl, Br, I)