N-Cyclohexyl-4-methoxybenzenesulfonamide

In the title molecule, C13H19NO3S, the S atom has a distorted tetrahedral geometry with an O—S—O bond angle of 120.39 (18)°. The cyclohexane ring has a chair conformation. In the crystal, molecules are connected by intermolecular N—H⋯O hydrogen bonds, forming zigzag hydrogen-bonded chains directed along the c axis.

In the title molecule, C 13 H 19 NO 3 S, the S atom has a distorted tetrahedral geometry with an O-S-O bond angle of 120.39 (18) . The cyclohexane ring has a chair conformation. In the crystal, molecules are connected by intermolecular N-HÁ Á ÁO hydrogen bonds, forming zigzag hydrogen-bonded chains directed along the c axis.
In the crystal structure, adjacent molecules form zigzag hydrogen-bonded chains directed along the c axis, linking by intermolecular N-H···O hydrogen bonds (Table 1). The packing and hydrogen bonding of (I) are viewed down a, b and c axes, respectively, in Figs. 2, 3 and 4.
Experimental Cylcohexylamine (0.5 g, 6.494 mmol) was taken in 50 ml round bottom flask and added 10 ml of distilled water. After 5 minutes stirring at room temperature 4-methoxy benzene sulfonyl chloride was carefully added. The pH of the reaction mixture was maintained at 8 with 10% Na 2 CO 3 solution. After 6 h of stirring at room temperature the TLC check confirmed the completion of the reaction. The reaction mixture pH was reduced to 3 with 3 M HCl, product precipitated out was filtered and dried. Dried precipitates were dissolved in methanol for crystallization (yield: 87%).

Refinement
In the last cycles of the refinement, 3 reflections (2 0 0), (1 2 0) and (0 2 0) were eliminated due to being poorly measured in the vicinity of the beam stop. The H atom of the NH group of the title compound was located in a difference map and refined with the distance restraint N-H = 0.86 (2) Å; its isotropic displacement parameter was set to be 1.2U eq (N). The aromatic, methine, methylene and methyl H atoms were positioned geometrically with C-H = 0.93 -0.98 Å, and allowed to ride on their parent atoms, with U iso (H) = 1.2U eq (C) for aromatic, methylene and methine, and 1.5U eq (C) for methyl.
supplementary materials sup-2 Figures   Fig. 1. View of the title molecule, with atom numbering scheme. Displacement ellipsoids for non-H atoms are drawn at the 30% probability level.

Special details
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and tor-

sion angles
Refinement. Refinement on F 2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted Rfactors wR and all goodnesses 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 observed criterion of F 2 > σ(F 2 ) is used only for calculating -R-factor-obs 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.