2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate
The title compound, C17H15Br2NO6S2·C2H5OH, is the esterification reaction product of 2-(8,10-dibromo-2,6-dioxo-3,5,5a,11b-tetrahydro-2H,6H-chromeno[4′,3′:4,5]thiopyrano[2,3-d]thiazol-5a-yl)acetic acid. Cleavage of the lactone ring and formation of ethoxycarbo...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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International Union of Crystallography
2012-09-01
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| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536812035325 |
| _version_ | 1818083182534197248 |
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| author | M. Kowiel N. Zelisko D. Atamanyuk R. Lesyk A. K. Gzella |
| author_facet | M. Kowiel N. Zelisko D. Atamanyuk R. Lesyk A. K. Gzella |
| author_sort | M. Kowiel |
| collection | DOAJ |
| description | The title compound, C17H15Br2NO6S2·C2H5OH, is the esterification reaction product of 2-(8,10-dibromo-2,6-dioxo-3,5,5a,11b-tetrahydro-2H,6H-chromeno[4′,3′:4,5]thiopyrano[2,3-d]thiazol-5a-yl)acetic acid. Cleavage of the lactone ring and formation of ethoxycarbonyl and hydroxy groups from its structural elements were observed. On the other hand, the carboxymethyl group was not esterified. The H atom and carboxymethyl group, both at stereogenic centres, show a cis conformation. The six-membered dihydrothiopyran ring adopts a half-chair conformation. All NH and OH groups participate in the three-dimensional hydrogen-bond network, which is additionally strengthened by C—H...O and C—H...S interactions. Intramolecular O—H...Br and C—H...O interactions also occur. |
| first_indexed | 2024-12-10T19:33:56Z |
| format | Article |
| id | doaj.art-8606ba98438d4ba291acdc990ac4e2ec |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-10T19:33:56Z |
| publishDate | 2012-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-8606ba98438d4ba291acdc990ac4e2ec2022-12-22T01:36:11ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682012-09-01689o2721o272210.1107/S16005368120353252-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvateM. KowielN. ZeliskoD. AtamanyukR. LesykA. K. GzellaThe title compound, C17H15Br2NO6S2·C2H5OH, is the esterification reaction product of 2-(8,10-dibromo-2,6-dioxo-3,5,5a,11b-tetrahydro-2H,6H-chromeno[4′,3′:4,5]thiopyrano[2,3-d]thiazol-5a-yl)acetic acid. Cleavage of the lactone ring and formation of ethoxycarbonyl and hydroxy groups from its structural elements were observed. On the other hand, the carboxymethyl group was not esterified. The H atom and carboxymethyl group, both at stereogenic centres, show a cis conformation. The six-membered dihydrothiopyran ring adopts a half-chair conformation. All NH and OH groups participate in the three-dimensional hydrogen-bond network, which is additionally strengthened by C—H...O and C—H...S interactions. Intramolecular O—H...Br and C—H...O interactions also occur.http://scripts.iucr.org/cgi-bin/paper?S1600536812035325 |
| spellingShingle | M. Kowiel N. Zelisko D. Atamanyuk R. Lesyk A. K. Gzella 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate Acta Crystallographica Section E |
| title | 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate |
| title_full | 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate |
| title_fullStr | 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate |
| title_full_unstemmed | 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate |
| title_short | 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate |
| title_sort | 2 7 3 5 dibromo 2 hydroxyphenyl 6 ethoxycarbonyl 2 oxo 5h 2 3 6 7 tetrahydrothiopyrano 2 3 d 1 3 thiazol 6 yl acetic acid ethanol monosolvate |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536812035325 |
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