Crystal and molecular structure of methylene bis(piperidine-dithiocarbamate), C₁₃H₂₂N₂S₄

Abstract

Reaction of anhydrous sodium piperidine dithiocarbamate with methylene chloride yields methylene bis(piperidine dithiocarbamate). The crystals, C₁₃H₂₂N₂S₄ (M=334.57), are monoclinic with space group${{P_{2_| } } \mathord{\left/ {\vphantom {{P_{2_| } } n}} \right. \kern-\nulldelimiterspace} n}$,a=6.421(3),b=29.321(7),c=9.022(4)Å,β=109.05(3)°,V=1605.6 ų,Z=4,D _c =1.384 g cm⁻³,F(000)=712,T=295°K λ(Mo-Kα)=0.71069 Å,μ=5.62 cm⁻¹ andR=0.032 for 1734 reflections. The molecular structure shows that the methylenic group is bonded to two planar

moieties at distances of 1.782(3) and 1.803(3)Å with an S-CH₂-S angle of 114.7(2)°. The configuration about each N atom is planar rather than pyramidal. The two C-N bond lengths adjacent to the C=S bonds are both very short 1.330(4) and 1.336(4) Å indicating the influence of the C=S bond on C-N bond lengths. The six-membered piperidine ring has a classical chair conformation with average C-C distance of 1.511 (5)Å.