J. Yang et al., A NOVEL BIS-TETRAHYDRONAPHTHYL THIOSEMICARBAZONE, Acta crystallographica. Section C, Crystal structure communications, 50, 1994, pp. 1828-1830
In an attempt to produce 2-methylene-1-tetralone thiosemicarbazone, th
e reaction of 2-methylene-1-tetralone with thiosemicarbazide in ethano
l containing catalytic quantities of acetic acid afforded the title co
mpound, 2-[2-(2-hydroxy-1-oxo- 1,2,3,4-tetrahydro-2-naphthyl)ethyl]- 1
,2,3,4-tetrahydronaphthalen-1-one 1-thiosemicarbazone, C23H25N3O2S, wh
ose structure is reported here. The configuration of the carbimino gro
up is E and the bond lengths in the thiosemicarbazono groups indicate
delocalization of the electrons of the N atoms. The planes of the aryl
groups are approximately parallel to each other. One of the two cyclo
hexenone rings is in a twist-chair conformation and the other is in a
twist-boat conformation.