DC Element | Wert | Sprache |
dc.contributor.author | Budow, Simone | |
dc.contributor.author | Leonard, Peter | |
dc.contributor.author | Eickmeier, Henning | |
dc.contributor.author | Reuter, Hans | |
dc.contributor.author | Seela, Frank | |
dc.date.accessioned | 2021-12-23T16:06:31Z | - |
dc.date.available | 2021-12-23T16:06:31Z | - |
dc.date.issued | 2009 | |
dc.identifier.issn | 01082701 | |
dc.identifier.uri | https://osnascholar.ub.uni-osnabrueck.de/handle/unios/7443 | - |
dc.description.abstract | The title compound [systematic name:1-(2-deoxy-beta-D-erythro-pentofuranosyl)-3-iodo-5-nitro-1H-indole] , C13H13IN2O5, exhibits an anti glycosylic bond conformation with a chi torsion angle of -114.9 (3)degrees. The furanose moiety shows a twisted C2'-endo sugar pucker (S-type), with P = 141.3 degrees and tau(m) = 40.3 degrees. The orientation of the exocyclic C4'-C5' bond is ap (gauche, trans), with a gamma torsion angle of 177.4 (2)degrees. The extended crystal structure is stabilized by hydrogen bonding and I center dot center dot center dot O contacts, as well as by stacking interactions. The O atoms of the nitro group act as acceptors, forming bifurcated hydrogen bonds within the ac plane. Additionally, the iodo substituent forms an interplanar contact with an O atom of the nitro group, and another contact with the O atom of the 5 `-hydroxy group of the sugar moiety within the ac plane is observed. These contacts can be considered as the structure-determining factors for the molecular packing in the crystal structure. | |
dc.language.iso | en | |
dc.publisher | WILEY-BLACKWELL | |
dc.relation.ispartof | ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS | |
dc.subject | 1,4-DIIODOBENZENE | |
dc.subject | 5-NITROINDOLE | |
dc.subject | BASE ANALOGS | |
dc.subject | CENTER-DOT-NITRO | |
dc.subject | Chemistry | |
dc.subject | Chemistry, Multidisciplinary | |
dc.subject | Crystallography | |
dc.subject | DUPLEX STABILITY | |
dc.subject | HYDROGEN-BONDS | |
dc.subject | INTERPLAY | |
dc.subject | OLIGONUCLEOTIDES | |
dc.subject | PI-STACKING INTERACTIONS | |
dc.subject | RECOGNITION | |
dc.title | The N-1-(2 `-deoxyribofuranoside) of 3-iodo-5-nitroindole: a universal nucleoside forming nitro-iodo interactions | |
dc.type | journal article | |
dc.identifier.doi | 10.1107/S0108270109004673 | |
dc.identifier.isi | ISI:000263921500014 | |
dc.description.volume | 65 | |
dc.description.issue | 3 | |
dc.description.startpage | O100-O102 | |
dc.contributor.researcherid | H-9847-2014 | |
dc.publisher.place | COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA | |
dcterms.isPartOf.abbreviation | Acta Crystallogr. Sect. C-Cryst. Struct. Commun. | |
crisitem.author.dept | Institut für Chemie neuer Materialien | - |
crisitem.author.deptid | institute11 | - |
crisitem.author.parentorg | FB 05 - Biologie/Chemie | - |
crisitem.author.grandparentorg | Universität Osnabrück | - |
crisitem.author.netid | ReHa636 | - |