1,7-Dideaza-2 `-deoxy-6-nitronebularine: a pyrrolo[2,3-b]pyridine nucleoside with an intramolecular hydrogen bond stabilizing the syn conformation
DC Element | Wert | Sprache |
---|---|---|
dc.contributor.author | Yang, Haozhe | |
dc.contributor.author | Budow, Simone | |
dc.contributor.author | Eickmeier, Henning | |
dc.contributor.author | Reuter, Hans | |
dc.contributor.author | Seela, Frank | |
dc.date.accessioned | 2021-12-23T16:06:36Z | - |
dc.date.available | 2021-12-23T16:06:36Z | - |
dc.date.issued | 2013 | |
dc.identifier.issn | 01082701 | |
dc.identifier.uri | https://osnascholar.ub.uni-osnabrueck.de/handle/unios/7470 | - |
dc.description.abstract | The title compound [systematic name: 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-4-nitro-1H-pyrrolo[2,3-b]pyr idine], C12H13N3O5, forms an intramolecular hydrogen bond between the pyridine N atom as acceptor and the 5'-hydroxy group of the sugar residue as donor. Consequently, the N-glycosylic bond exhibits a syn conformation, with a chi torsion angle of 61.6 (2)degrees, and the pentofuranosyl residue adopts a C2'-endo envelope conformation (E-2, S-type), with P = 162.1 (1)degrees and tau(m) = 36.2 (1)degrees. The orientation of the exocyclic C4'-C5' bond is sc (gauche, gauche), with a torsion angle gamma = 49.1 (2)degrees. The title nucleoside forms an ordered and stacked three-dimensional network. The pyrrole ring of one layer faces the pyridine ring of an adjacent layer. Additionally, intermolecular O-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds stabilize the crystal structure. | |
dc.language.iso | en | |
dc.publisher | WILEY-BLACKWELL | |
dc.relation.ispartof | ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS | |
dc.subject | 5-NITROINDOLE | |
dc.subject | Chemistry | |
dc.subject | Chemistry, Multidisciplinary | |
dc.subject | crystal structure | |
dc.subject | Crystallography | |
dc.subject | disorder | |
dc.subject | nucleosides | |
dc.subject | SOLID-STATE | |
dc.title | 1,7-Dideaza-2 `-deoxy-6-nitronebularine: a pyrrolo[2,3-b]pyridine nucleoside with an intramolecular hydrogen bond stabilizing the syn conformation | |
dc.type | journal article | |
dc.identifier.doi | 10.1107/S0108270113016922 | |
dc.identifier.isi | ISI:000323749700023 | |
dc.description.volume | 69 | |
dc.description.issue | 8 | |
dc.description.startpage | 892+ | |
dc.contributor.researcherid | H-9847-2014 | |
dc.publisher.place | 111 RIVER ST, HOBOKEN 07030-5774, NJ 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 | - |
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