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

Citation
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
ISSN journal
09320776 → ACNP
Volume
54
Issue
4
Year of publication
1999
Pages
501 - 514
Database
ISI
SICI code
0932-0776(199904)54:4<501:IIMC1H>2.0.ZU;2-4
Abstract
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.