Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate
The title salt, K+·C6H7O9S−·2H2O, formed by reaction of dehydro-l-ascorbic acid with potassium hydrogen sulfite in water, crystallizes as colourless plates. The potassium ion is coordinated by eight O atoms arising from hydroxy or sulfonate groups. The sulfonate group is...
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2013-01-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536812048672 |
| _version_ | 1818500152786157568 |
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| author | David L. Hughes Alan H. Haines |
| author_facet | David L. Hughes Alan H. Haines |
| author_sort | David L. Hughes |
| collection | DOAJ |
| description | The title salt, K+·C6H7O9S−·2H2O, formed by reaction of dehydro-l-ascorbic acid with potassium hydrogen sulfite in water, crystallizes as colourless plates. The potassium ion is coordinated by eight O atoms arising from hydroxy or sulfonate groups. The sulfonate group is bonded to the C atom neighbouring that of the lactone carbonyl group. As is commonly observed in crystalline l-ascorbic acid derivatives, the O atom of the primary hydroxy group is linked to the second C atom from the lactone C atom, forming a hemi-acetal function, thereby creating a bicyclic system of two fused five-membered rings, both of which have envelope conformations with one of the shared C atoms as the flap. Addition of the sulfur nucleophile occurs from the less hindered face. One of the two independent lattice water molecules has hydrogen bonds to sulfonate O atoms of two different anions and is the acceptor of bonds from hydroxy groups of two further anions; the second lattice water molecule donates to the carbonyl and a hydroxy O atom in different anions, and accepts from a hydroxy O atom in a further anion. Thus, through K—O coordination and hydrogen bonds, the potassium cations, sulfonate anions and water molecules are linked in a three-dimensional network. |
| first_indexed | 2024-12-10T20:39:01Z |
| format | Article |
| id | doaj.art-4f8b4c82a66e474186b6ddc6ba373850 |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-10T20:39:01Z |
| publishDate | 2013-01-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-4f8b4c82a66e474186b6ddc6ba3738502022-12-22T01:34:25ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682013-01-01691m7m810.1107/S1600536812048672Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrateDavid L. HughesAlan H. HainesThe title salt, K+·C6H7O9S−·2H2O, formed by reaction of dehydro-l-ascorbic acid with potassium hydrogen sulfite in water, crystallizes as colourless plates. The potassium ion is coordinated by eight O atoms arising from hydroxy or sulfonate groups. The sulfonate group is bonded to the C atom neighbouring that of the lactone carbonyl group. As is commonly observed in crystalline l-ascorbic acid derivatives, the O atom of the primary hydroxy group is linked to the second C atom from the lactone C atom, forming a hemi-acetal function, thereby creating a bicyclic system of two fused five-membered rings, both of which have envelope conformations with one of the shared C atoms as the flap. Addition of the sulfur nucleophile occurs from the less hindered face. One of the two independent lattice water molecules has hydrogen bonds to sulfonate O atoms of two different anions and is the acceptor of bonds from hydroxy groups of two further anions; the second lattice water molecule donates to the carbonyl and a hydroxy O atom in different anions, and accepts from a hydroxy O atom in a further anion. Thus, through K—O coordination and hydrogen bonds, the potassium cations, sulfonate anions and water molecules are linked in a three-dimensional network.http://scripts.iucr.org/cgi-bin/paper?S1600536812048672 |
| spellingShingle | David L. Hughes Alan H. Haines Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate Acta Crystallographica Section E |
| title | Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate |
| title_full | Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate |
| title_fullStr | Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate |
| title_full_unstemmed | Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate |
| title_short | Potassium (1R,4R,5S,8S)-4,5,8-trihydroxy-3-oxo-2,6-dioxabicyclo[3.3.0]octane-4-sulfonate dihydrate |
| title_sort | potassium 1r 4r 5s 8s 4 5 8 trihydroxy 3 oxo 2 6 dioxabicyclo 3 3 0 octane 4 sulfonate dihydrate |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536812048672 |
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