(2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol
The title compound, C11H12FIN4O3, is composed of a 7-carbapurine moiety connected via an N atom to 2-deoxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is −anti with χ = −129.0 (11)°. The glycosydic N—C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation with an...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2014-02-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536813034995 |
| _version_ | 1819289363083689984 |
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| author | Wei Li Ruchun Yang Qiang Xiao |
| author_facet | Wei Li Ruchun Yang Qiang Xiao |
| author_sort | Wei Li |
| collection | DOAJ |
| description | The title compound, C11H12FIN4O3, is composed of a 7-carbapurine moiety connected via an N atom to 2-deoxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is −anti with χ = −129.0 (11)°. The glycosydic N—C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation with an unsymmetrical twist O-endo-C-exo (oT4). The conformation around the C—C bond is +sc, with a torsion angle of 53.0 (12)°. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming chains propagating along the a axis. These chains are linked via O—H...I and C—H...O hydrogen bonds, forming layers lying parallel to the c axis. |
| first_indexed | 2024-12-24T03:05:39Z |
| format | Article |
| id | doaj.art-e3d15b5b439a46559a9a06b413c09e9d |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-24T03:05:39Z |
| publishDate | 2014-02-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-e3d15b5b439a46559a9a06b413c09e9d2022-12-21T17:18:01ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682014-02-01702o120o12010.1107/S1600536813034995kp2461(2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-olWei Li0Ruchun Yang1Qiang Xiao2Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, People's Republic of ChinaJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, People's Republic of ChinaJiangxi Key Laboratory of Organic Chemistry, Jiangxi Science & Technology Normal University, Nanchang 330013, People's Republic of ChinaThe title compound, C11H12FIN4O3, is composed of a 7-carbapurine moiety connected via an N atom to 2-deoxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is −anti with χ = −129.0 (11)°. The glycosydic N—C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation with an unsymmetrical twist O-endo-C-exo (oT4). The conformation around the C—C bond is +sc, with a torsion angle of 53.0 (12)°. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming chains propagating along the a axis. These chains are linked via O—H...I and C—H...O hydrogen bonds, forming layers lying parallel to the c axis.http://scripts.iucr.org/cgi-bin/paper?S1600536813034995 |
| spellingShingle | Wei Li Ruchun Yang Qiang Xiao (2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol Acta Crystallographica Section E |
| title | (2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol |
| title_full | (2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol |
| title_fullStr | (2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol |
| title_full_unstemmed | (2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol |
| title_short | (2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol |
| title_sort | 2r 3s 4r 5r 5 4 amino 5 iodo 7h pyrrolo 2 3 d pyrimidin 7 yl 4 fluoro 2 hydroxymethyl tetrahydrofuran 3 ol |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536813034995 |
| work_keys_str_mv | AT weili 2r3s4r5r54amino5iodo7hpyrrolo23dpyrimidin7yl4fluoro2hydroxymethyltetrahydrofuran3ol AT ruchunyang 2r3s4r5r54amino5iodo7hpyrrolo23dpyrimidin7yl4fluoro2hydroxymethyltetrahydrofuran3ol AT qiangxiao 2r3s4r5r54amino5iodo7hpyrrolo23dpyrimidin7yl4fluoro2hydroxymethyltetrahydrofuran3ol |