(R)-N-(Biphenyl-4-yl)-tert-butanesulfinamide

In the title compound, C16H19NOS, the dihedral angle between the two aromatic rings is 38.98 (8)°. The crystal structure is stabilized by N—H⋯O hydrogen bonds, which link neighbouring molecules into chains running parallel to the a axis.

In the title compound, C 16 H 19 NOS, the dihedral angle between the two aromatic rings is 38.98 (8) . The crystal structure is stabilized by N-HÁ Á ÁO hydrogen bonds, which link neighbouring molecules into chains running parallel to the a axis.  sulfinamides (Sun et al., 2012), we have prepared the title compound and report its crystal structure herein.

Related literature
In the molecule of the title compound ( Fig. 1) the aromatic rings of the biphenyl are tilted to form a dihedral angle of 38.98 (8)°, which is comparable to the value observed in other related compounds containing the biphenyl group (Jasinski et al., 2012;Gainsford et al., 2011). In the crystal packing ( Fig. 2), the molecules are linked by intermolecular N-H···O hydrogen bonds (Table 1) into one-dimensional chains running parallel to the the a axis.

Refinement
All H atoms were positioned geometrically and refined using a riding model, with N-H = 0.86 Å, C-H = 0.93-0.96 Å, and with U iso (H) = 1.2 U eq (C, N) or 1.5 U eq (C) for methyl H atoms.

Figure 1
Molecular structure of (I), with atom labels and 50% probability displacement ellipsoids for non-H atoms.

Figure 2
The one-dimensional structure of (I) in the crystal packing, showing intermolecular hydrogen bonding as dashed lines.

Special details
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. 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.