Yang, Haozhe, Budow, Simone, Eickmeier, Henning, Reuter, Hans, Seela, Frank (2013) 1,7-Dideaza-2′-deoxy-6-nitronebularine: a pyrrolo[2,3-b]pyridine nucleoside with an intramolecular hydrogen bond stabilizing thesynconformation. Acta Crystallographica Section C Crystal Structure Communications, 69 (8) 892-895 doi:10.1107/s0108270113016922
| Reference Type | Journal (article/letter/editorial) | ||
|---|---|---|---|
| Title | 1,7-Dideaza-2′-deoxy-6-nitronebularine: a pyrrolo[2,3-b]pyridine nucleoside with an intramolecular hydrogen bond stabilizing thesynconformation | ||
| Journal | Acta Crystallographica Section C Crystal Structure Communications | ||
| Authors | Yang, Haozhe | Author | |
| Budow, Simone | Author | ||
| Eickmeier, Henning | Author | ||
| Reuter, Hans | Author | ||
| Seela, Frank | Author | ||
| Year | 2013 (August 15) | Volume | 69 |
| Issue | 8 | ||
| Publisher | International Union of Crystallography (IUCr) | ||
| DOI | doi:10.1107/s0108270113016922Search in ResearchGate | ||
| Generate Citation Formats | |||
| Mindat Ref. ID | 191012 | Long-form Identifier | mindat:1:5:191012:8 |
| GUID | 0 | ||
| Full Reference | Yang, Haozhe, Budow, Simone, Eickmeier, Henning, Reuter, Hans, Seela, Frank (2013) 1,7-Dideaza-2′-deoxy-6-nitronebularine: a pyrrolo[2,3-b]pyridine nucleoside with an intramolecular hydrogen bond stabilizing thesynconformation. Acta Crystallographica Section C Crystal Structure Communications, 69 (8) 892-895 doi:10.1107/s0108270113016922 | ||
| Plain Text | Yang, Haozhe, Budow, Simone, Eickmeier, Henning, Reuter, Hans, Seela, Frank (2013) 1,7-Dideaza-2′-deoxy-6-nitronebularine: a pyrrolo[2,3-b]pyridine nucleoside with an intramolecular hydrogen bond stabilizing thesynconformation. Acta Crystallographica Section C Crystal Structure Communications, 69 (8) 892-895 doi:10.1107/s0108270113016922 | ||
| In | (2013, August) Acta Crystallographica Section C Crystal Structure Communications Vol. 69 (8) International Union of Crystallography (IUCr) | ||
| Abstract/Notes | The title compound [systematic name: 1-(2-deoxy-β-D-erythro-pentofuranosyl)-4-nitro-1H-pyrrolo[2,3-b]pyridine], 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 asynconformation, with a χ torsion angle of 61.6 (2)°, and the pentofuranosyl residue adopts a C2′-endoenvelope conformation (2E,S-type), withP= 162.1 (1)° and τm= 36.2 (1)°. The orientation of the exocyclic C4′—C5′ bond is +sc(gauche,gauche), with a torsion angle γ = 49.1 (2)°. 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...O and C—H...O hydrogen bonds stabilize the crystal structure. | ||
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