Crystal Structure Analysis of a Bioactive Piperazine Analog: 1-[Bis-(4-fluorophenyl)-methyl]-4-methane Sulfonyl Piperazine

Abstract

The title compound, C 18 H 20 F 2 N 2 O 2 S, was synthesized, and the structure was investigated by X-ray crystallography. The compound crystallizes in the monoclinic space group P2 1 =n with cell parameters a ¼ 9.905(6) Å , b ¼ 16.907(15) Å , c ¼ 10.778(9) Å , b ¼ 98.831(5) for Z ¼ 4. The structure has been solved by direct methods and refined to R 1 ¼ 0.0408 for 2905 observed reflections with I > 2r(I). The piperazine ring is in a chair conformation. The geometry around the S atom is a distorted tetrahedron. The structure exhibits a weak intermolecular hydrogen bond of the type CÀH. . .F.

Synthesis and Crystal Structure of 1-Benzhydryl-4-Methane-Sulfonyl-Piperazine

“…These values are comparable with the reported values of 76.84(13) and 77.55(14) reported for 1-[bis-(4-fluorophenyl)-methyl]-4-methane sulfonyl piperazine[27].The angular disposition of the bonds about the S atom shows significant deviation from that of a regular tetrahedron with the largest deviations being observed for the O-S-O [O8-S7-O9 ¼ 119.3(1) ] and O-S-N [O9-S7-N1 ¼ 107.39(9) ] angles. This widening of the angles is due to the repulsive interactions between the S=O bonds and the nonbonded interactions involving the two SÀO bonds and the varied steric hindrance of the substituents.…”