Interactions in molecular crystals, 154. Host/guest-inclusion compounds ofN,N '-ditosyl-p-phenylenediamine derivatives: The crystal structures of N,N '-di(4-nitro-benzosulfuryl)-p-phenylenediamine and its hydrogen-bonded adducts with cyclopentanone, cyclohexanone, tetrahydrofurane, N,N-dimethylformamide as well as pyridine
H. Bock et al., Interactions in molecular crystals, 154. Host/guest-inclusion compounds ofN,N '-ditosyl-p-phenylenediamine derivatives: The crystal structures of N,N '-di(4-nitro-benzosulfuryl)-p-phenylenediamine and its hydrogen-bonded adducts with cyclopentanone, cyclohexanone, tetrahydrofurane, N,N-dimethylformamide as well as pyridine, Z NATURFO B, 54(4), 1999, pp. 501-514
Citations number
35
Categorie Soggetti
Chemistry
Journal title
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES
Based on preceeding investigations on the crystallization and structures of
13 inclusion compounds with a variety of guest molecules in the host matri
x of N,N'-Ditosyl-p-phenylenediamine, the crystal structures of N,N'-Di(4-n
itro-benzosulfuryl)-p-phenylenediamine and the five hydrogen bond acceptor
molecules cyclopentanone, cyclohexanone, tetrahydrofurane, N,N-dimethylform
amide, and pyridine are reported and discussed. In all of the host/guest ag
gregates formed, the planes of the (4-nitro)phenyl substituents are more st
rongly twisted out of the p-phenylene plane than in the guest-free host cry
stal structure, substantiating the importance of optimum conformation of th
e sulfonamide backbone. The dominant interactions, however, are the hydroge
n bonds from the donor host to the acceptor guest, which prevent the usual
formation of (sulfonamide sulfonamide) hydrogen bond motifs in the host lat
tice. A pecularity is found in the 4:1 stochiometry of the pyridine inclusi
on compound of N,N'-di(4-nitro -benzosulfuryl)-p-phenylenediamine.