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2 - [7 - (3,5 - 二溴 - 2 - 羟基 - 苯基) - 6 - 乙氧羰基 - 2 - 氧代 - 5H - 2,3,6,7 - 四氢硫代吡喃并[2,3 - d][1,3]噻唑 - 6 - 基]乙酸乙醇单溶剂合物

2-[7-(3,5-Dibromo-2-hy-droxy-phen-yl)-6-eth-oxy-carbonyl-2-oxo-5H-2,3,6,7-tetra-hydro-thio-pyrano[2,3-d][1,3]thia-zol-6-yl]acetic acid ethanol monosolvate.

作者信息

Kowiel M, Zelisko N, Atamanyuk D, Lesyk R, Gzella A K

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2012 Sep 1;68(Pt 9):o2721-2. doi: 10.1107/S1600536812035325. Epub 2012 Aug 15.

Abstract

The title compound, C(17)H(15)Br(2)NO(6)S(2)·C(2)H(5)OH, is the esterification reaction product of 2-(8,10-dibromo-2,6-dioxo-3,5,5a,11b-tetra-hydro-2H,6H-chromeno[4',3':4,5]thio-pyrano[2,3-d]thia-zol-5a-yl)acetic acid. Cleavage of the lactone ring and formation of eth-oxy-carbonyl and hy-droxy groups from its structural elements were observed. On the other hand, the carb-oxy-methyl group was not esterified. The H atom and carb-oxy-methyl group, both at stereogenic centres, show a cis conformation. The six-membered dihydro-thio-pyran 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 inter-actions. Intramolecular O-H⋯Br and C-H⋯O interactions also occur.

摘要

标题化合物C(17)H(15)Br(2)NO(6)S(2)·C(2)H(5)OH是2-(8,10-二溴-2,6-二氧代-3,5,5a,11b-四氢-2H,6H-色烯并[4',3':4,5]硫代吡喃并[2,3-d]噻唑-5a-基)乙酸的酯化反应产物。观察到内酯环的开环以及由其结构单元形成乙氧羰基和羟基。另一方面,羧甲基未被酯化。在立体中心的氢原子和羧甲基呈顺式构象。六元二氢硫代吡喃环呈半椅式构象。所有的NH和OH基团都参与三维氢键网络,C-H⋯O和C-H⋯S相互作用进一步加强了该网络。分子内还存在O-H⋯Br和C-H⋯O相互作用。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0a32/3435735/1136b0d13eb6/e-68-o2721-fig1.jpg

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