THE STRUCTURE OF YL]THIO]-2-(2,4-DICHLOROPHENYL)ETHYL]-1H-IMIDAZOLE (SULCONAZOLE) NITRATE, C18H16CL3N3O3S

Sulconazole nitrate, C18H16Cl3N3O3S, crystallizes in monoclinic, space group C2/c, with a=14.401(1), b=8.051(1), c=34.861(2) Angstrom, beta= 95.9(1)degrees mu=0.58 mm(-1), Dc=1.523 g/cm(3), Dm=1.522 g/cm(3), F(0 00)=1888.0, and z=8. Intensities for 2460 unique reflections were meas ured on a CAD4 diffractometer with graphited-monochromated Mo-K alpha radiation. The structure was solved by direct method and refined by fu ll matrix least squares to a final R=0.071 for 2182 reflections (I-o>2 sigma I-o). The bond lengths and angles are comparable with the value s found in the analogues imidazole derivatives. The 2,4-dichlorophenyl ring(A) and the p-chlorophenyl ring(B) are almost planar with differe nt heights [dihedral angle 17.3 degrees] while the imidazole ring(C) i s nearly perpendicular to the two phenyl rings[dihedral angles about t he two rings A, B are 110.8 degrees and 96.1 degrees, respectively]. I n order to understand the overall conformation we calculated the selec ted distances (l(1), l(2), l(3)) among the center of the three rings a nd considered the imaginary plan D[C(7), C(9) and C(16)]. The two pola r group S(8) and N (19) do not have gauche conformation and l(2) value (4.47 Angstrom) is shorter than the other imidazole derivatives. One -NO3 group are hydrogen bonded the two neighbored sulconazole molecule s. The molecular crystal packing is also formed by two hydrogen bondin gs and van der Waals forces.