1-Deoxy-1-(4-fluorophenyl)-beta-D-ribofuranose, its hemihydrate, and 1-deoxy-1-(2,4-difluorophenyl)-beta-D-ribofuranose: structural evidence for intermolecular C-H center dot center dot center dot F-C interactions

Authors
Bats, JW Parsch, J Engels, JW
Citation
Jw. Bats et al., 1-Deoxy-1-(4-fluorophenyl)-beta-D-ribofuranose, its hemihydrate, and 1-deoxy-1-(2,4-difluorophenyl)-beta-D-ribofuranose: structural evidence for intermolecular C-H center dot center dot center dot F-C interactions, ACT CRYST C, 56, 2000, pp. 201-205
Citations number
25
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
56
Year of publication
2000
Part
2
Pages
201 - 205
Database
ISI
SICI code
0108-2701(200002)56:<201:1IHA1>2.0.ZU;2-8
Abstract
The structures of 1-deoxy-1-(4-fluorophenyl)-beta-D-ribofuranose in two cry stal forms, (Ia) and (Ib) (C11H13FO4), 1-deoxy-1-(4-fluorophenyl)-beta-D-ri bofuranose hemihydrate, (Ic) (C11H13FO4. 0.5H(2)O) and 1-deoxy-1-(2,4-diflu orophenyl)-beta-D-ribofuranose, (II) (C11H12F2O4), show two-dimensional net works of intermolecular hydrogen bonds between the hydroxyl groups. Weak in termolecular C-H ... F-C and C-H ...pi(arene) interactions complete the pac king in the third dimension. The ribofuranose ring has a conformation inter mediate between a C1'-exo,C2'-endo twist and a C2'-endo envelope for (In) a nd (Ic), a conformation intermediate between a C2'-endo,C3'-exo twist and a C2'-endo envelope for (Ib) and an unsymmetrical C2'-exo,C3'-endo twist con formation for (II).