4-Chloroanilinium thiocyanate

In the title compound, C6H7ClN+·NCS−, the benzene ring and the protonated amine and chloro substituents are nearly planar, with a maximum deviation of 0.002 (2) Å for the N atom. In the crystal, the molecules are linked by N—H⋯N and N—H⋯S hydrogen bonds into a chain along the b axis.

In the title compound, C 6 H 7 ClN + ÁNCS À , the benzene ring and the protonated amine and chloro substituents are nearly planar, with a maximum deviation of 0.002 (2) Å for the N atom. In the crystal, the molecules are linked by N-HÁ Á ÁN and N-HÁ Á ÁS hydrogen bonds into a chain along the b axis.

Experimental
All solvents and chemicals were of analytical grade and were used without purification. The title compound was prepared by mixing ammonium thiocyanate (0.76 g, 0.01 mol) and para-chloroaniline (1.27 g, 0.01 mol) in the presence of HCl.
The mixture was refluxed for 1 h. Single crystals were obtained from the solution after one day of evaporation. Yield 85%; m.p: 390.5-393.2 K.

Refinement
After their location in the difference map, the H-atoms attached to the C were fixed geometrically at ideal positions and allowed to ride on the parent atoms with C-H = 0.93 Å, with U iso (H)=1.2U eq (C,) However, the protonated amino hydrogen atoms were located from the Fourier map and refined isotropically.

Figure 2
Packing diagram of (I), viewed down b axis. The dashed lines denote hydrogen bonds. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.