5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network
Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydr...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
Dutkiewicz, Grzegorz [verfasserIn] |
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| Format: |
Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2010 |
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| Schlagwörter: |
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| Anmerkung: |
© The Author(s) 2010 |
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| Übergeordnetes Werk: |
Enthalten in: Journal of chemical crystallography - Springer US, 1994, 41(2010), 2 vom: 22. Aug., Seite 214-218 |
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| Übergeordnetes Werk: |
volume:41 ; year:2010 ; number:2 ; day:22 ; month:08 ; pages:214-218 |
| Links: |
|---|
| DOI / URN: |
10.1007/s10870-010-9866-8 |
|---|
| Katalog-ID: |
OLC2036720358 |
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| 245 | 1 | 0 | |a 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network |
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| 520 | |a Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. | ||
| 650 | 4 | |a Oxathiolane ring | |
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| 700 | 1 | |a Chidan Kumar, C. S. |4 aut | |
| 700 | 1 | |a Yathirajan, H. S. |4 aut | |
| 700 | 1 | |a Narayana, B. |4 aut | |
| 700 | 1 | |a Kubicki, Maciej |4 aut | |
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10.1007/s10870-010-9866-8 doi (DE-627)OLC2036720358 (DE-He213)s10870-010-9866-8-p DE-627 ger DE-627 rakwb eng 540 VZ 13 ssgn Dutkiewicz, Grzegorz verfasserin aut 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network 2010 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s) 2010 Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. Oxathiolane ring Hydrogen bonds Crystal packing Lamivudine Chidan Kumar, C. S. aut Yathirajan, H. S. aut Narayana, B. aut Kubicki, Maciej aut Enthalten in Journal of chemical crystallography Springer US, 1994 41(2010), 2 vom: 22. Aug., Seite 214-218 (DE-627)182237877 (DE-600)1189288-2 (DE-576)039053679 1074-1542 nnns volume:41 year:2010 number:2 day:22 month:08 pages:214-218 https://doi.org/10.1007/s10870-010-9866-8 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-CHE SSG-OLC-GEO SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-GGO GBV_ILN_70 GBV_ILN_2027 GBV_ILN_4012 AR 41 2010 2 22 08 214-218 |
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10.1007/s10870-010-9866-8 doi (DE-627)OLC2036720358 (DE-He213)s10870-010-9866-8-p DE-627 ger DE-627 rakwb eng 540 VZ 13 ssgn Dutkiewicz, Grzegorz verfasserin aut 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network 2010 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s) 2010 Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. Oxathiolane ring Hydrogen bonds Crystal packing Lamivudine Chidan Kumar, C. S. aut Yathirajan, H. S. aut Narayana, B. aut Kubicki, Maciej aut Enthalten in Journal of chemical crystallography Springer US, 1994 41(2010), 2 vom: 22. Aug., Seite 214-218 (DE-627)182237877 (DE-600)1189288-2 (DE-576)039053679 1074-1542 nnns volume:41 year:2010 number:2 day:22 month:08 pages:214-218 https://doi.org/10.1007/s10870-010-9866-8 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-CHE SSG-OLC-GEO SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-GGO GBV_ILN_70 GBV_ILN_2027 GBV_ILN_4012 AR 41 2010 2 22 08 214-218 |
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10.1007/s10870-010-9866-8 doi (DE-627)OLC2036720358 (DE-He213)s10870-010-9866-8-p DE-627 ger DE-627 rakwb eng 540 VZ 13 ssgn Dutkiewicz, Grzegorz verfasserin aut 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network 2010 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s) 2010 Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. Oxathiolane ring Hydrogen bonds Crystal packing Lamivudine Chidan Kumar, C. S. aut Yathirajan, H. S. aut Narayana, B. aut Kubicki, Maciej aut Enthalten in Journal of chemical crystallography Springer US, 1994 41(2010), 2 vom: 22. Aug., Seite 214-218 (DE-627)182237877 (DE-600)1189288-2 (DE-576)039053679 1074-1542 nnns volume:41 year:2010 number:2 day:22 month:08 pages:214-218 https://doi.org/10.1007/s10870-010-9866-8 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-CHE SSG-OLC-GEO SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-GGO GBV_ILN_70 GBV_ILN_2027 GBV_ILN_4012 AR 41 2010 2 22 08 214-218 |
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10.1007/s10870-010-9866-8 doi (DE-627)OLC2036720358 (DE-He213)s10870-010-9866-8-p DE-627 ger DE-627 rakwb eng 540 VZ 13 ssgn Dutkiewicz, Grzegorz verfasserin aut 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network 2010 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s) 2010 Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. Oxathiolane ring Hydrogen bonds Crystal packing Lamivudine Chidan Kumar, C. S. aut Yathirajan, H. S. aut Narayana, B. aut Kubicki, Maciej aut Enthalten in Journal of chemical crystallography Springer US, 1994 41(2010), 2 vom: 22. Aug., Seite 214-218 (DE-627)182237877 (DE-600)1189288-2 (DE-576)039053679 1074-1542 nnns volume:41 year:2010 number:2 day:22 month:08 pages:214-218 https://doi.org/10.1007/s10870-010-9866-8 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-CHE SSG-OLC-GEO SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-GGO GBV_ILN_70 GBV_ILN_2027 GBV_ILN_4012 AR 41 2010 2 22 08 214-218 |
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10.1007/s10870-010-9866-8 doi (DE-627)OLC2036720358 (DE-He213)s10870-010-9866-8-p DE-627 ger DE-627 rakwb eng 540 VZ 13 ssgn Dutkiewicz, Grzegorz verfasserin aut 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network 2010 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © The Author(s) 2010 Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. Oxathiolane ring Hydrogen bonds Crystal packing Lamivudine Chidan Kumar, C. S. aut Yathirajan, H. S. aut Narayana, B. aut Kubicki, Maciej aut Enthalten in Journal of chemical crystallography Springer US, 1994 41(2010), 2 vom: 22. Aug., Seite 214-218 (DE-627)182237877 (DE-600)1189288-2 (DE-576)039053679 1074-1542 nnns volume:41 year:2010 number:2 day:22 month:08 pages:214-218 https://doi.org/10.1007/s10870-010-9866-8 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-CHE SSG-OLC-GEO SSG-OLC-PHA SSG-OLC-DE-84 SSG-OPC-GGO GBV_ILN_70 GBV_ILN_2027 GBV_ILN_4012 AR 41 2010 2 22 08 214-218 |
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540 VZ 13 ssgn 5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network Oxathiolane ring Hydrogen bonds Crystal packing Lamivudine |
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5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network |
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5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network |
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Dutkiewicz, Grzegorz |
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Journal of chemical crystallography |
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Journal of chemical crystallography |
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2010 |
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Dutkiewicz, Grzegorz Chidan Kumar, C. S. Yathirajan, H. S. Narayana, B. Kubicki, Maciej |
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10.1007/s10870-010-9866-8 |
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540 |
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5-(4-ammonio-2-oxopyrimidine-1(2h)-yl)-1,3-oxathiolane-2-carboxylate (lamivudine acid) semihydrate: the six-fold symmetry created by hydrogen bond network |
| title_auth |
5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network |
| abstract |
Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. © The Author(s) 2010 |
| abstractGer |
Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. © The Author(s) 2010 |
| abstract_unstemmed |
Abstract The title compound, $ C_{8} $$ H_{9} $$ N_{3} $$ O_{4} $S × 1/2($ H_{2} $O), which is an impurity found in a drug lamivudine, crystallizes in the hexagonal space group $ P6_{2} $ with a = 10.208(1) Å and c = 18.073(2) Å. Such a rare packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. The molecule exists in the crystal as the zwitterion, with negative charged carboxylate and positive ammonio groups. The oxathiolane ring is close to an envelope conformation, and both pyrimidine and carboxylate substituent are in the equatorial positions. Graphical Abstract The hexagonal packing is constructed by the hierarchical network of hydrogen bonds, which connect the molecules into chains, then into pairs of chains, and neighboring chains, oriented at the angle of 60°, make the final packing mode. © The Author(s) 2010 |
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| title_short |
5-(4-Ammonio-2-Oxopyrimidine-1(2H)-yl)-1,3-Oxathiolane-2-Carboxylate (lamivudine acid) Semihydrate: The Six-Fold Symmetry Created by Hydrogen Bond Network |
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