2,4-dithiouracil: the reproducible H-bonded structural motifs in the complexes with 18-membered crown ethers

Wen-Jwu Wang; Eduard V Ganin; Marina S Fonari; Yurii A Simonov; Gabriele Bocelli

doi:10.1039/b505807d

2,4-dithiouracil: the reproducible H-bonded structural motifs in the complexes with 18-membered crown ethers

Org Biomol Chem. 2005 Aug 21;3(16):3054-8. doi: 10.1039/b505807d. Epub 2005 Jul 13.

Authors

Wen-Jwu Wang¹, Eduard V Ganin, Marina S Fonari, Yurii A Simonov, Gabriele Bocelli

Affiliation

¹ Department of Chemistry, Tamkang University, 151 Ying-Chuan Road, Tamsui, Taipei, 25137, Taiwan, ROC.

PMID: 16186939
DOI: 10.1039/b505807d

Abstract

2,4-dithiouracil (DTU) forms in the crystals the H-bonded monohydrates of a 1:1:1 ratio with 18-crown-6 (18C6) 1, cis,syn,cis-isomer of dicyclohexano-18-crown-6 (DCH6A) 2, and benzo-18-crown-6 (B18C6) 3, while the anhydrous adduct with cis,anti,cis-isomer of dicyclohexano-18-crown-6 (DCH6B) 4 is of a 2:1 ratio. In 1-3 the components reproducibly alternate in the chains, while in 4 the chains are built of the alternative centrosymmetric dimers of 2,4-dithiouracil and the molecules of the cis,anti,cis-isomer of dicyclohexano-18-crown-6.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crown Ethers / chemistry*
Hydrogen Bonding
Thiouracil / analogs & derivatives*
Thiouracil / chemistry

Substances

Crown Ethers
2,4-dithiouracil
Thiouracil