Asymmetric Synthesis and Crystal Structure of (-)-N-[(3R)-3-Cyclohexyl]-3-phenylpropananoyl]bornane-10,2-sultam

The title compound (-)-N-[(3R)-3-cyclohexyl]-3-phenylpropananoyl]bornane-10,2-sultam (C25H35NO3S, M-r = 429.60), a derivative of camphorsultam, crystallizes in the monoclinic space group P2(1)/c with a = 10.3301(7), b = 19.4040(13), c = 11.8106(8) angstrom, beta = 100.5580(10)degrees, V = 2327.3(3) angstrom(3), Z = 4, D-c = 1.226 g/cm(3), lambda = 0.71073 angstrom, mu(MoK alpha) = 0.165 mm(-1) and F(000) = 928. X-ray diffraction analysis reveals that the six-membered ring of sultam shows a boat form (Fig. 1). The planes constructed by (C(4), C(5), C(6), C(7)) and (C(7), C(8), C(9), C(4)) form a dihedral angle of 69.5 degrees. The C(1)-C(2)-C(3) plane forms dihedral angles to the aforementioned planes of 89.8(1) and 85.9(3)degrees, respectively. And molecules are linked via hydrogen bonding (C-H center dot center dot center dot N/O) interactions.