4,6-dimercaptophenoxathiin | 1139914-95-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 4,6-dimercaptophenoxathiin
• 英文别名: 4,6-dimercaptophenoxatiin；Phenoxathiine-4,6-dithiol
• CAS: 1139914-95-6
• 化学式: C₁₂H₈OS₃
• 分子量: 264.393
• InChiKey: HINSUNVWBREPCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,6-dimercaptophenoxathiin 在 四氯化碲 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以36%的产率得到(phenoxathiin-4,6-dithiolate)tellurium(II)
  参考文献：
  名称：

  Synthesis and Crystal Structure of [Te{S(C6H3S)2O}]: A Tetracyclic Tellurium(II) Compound Displaying a Boat–Chair Conformation

  摘要：

  介绍了（吩氧硫鎓-4,6-二硫酸盐）碲（II）的合成和分子结构。[Te{S(C6H3S)2O}]是由 4,6-二巯基吩噁噻和 TeCl4 反应合成的，产率为 36%。晶体结构是通过单晶 X 射线衍射分析确定的。晶体数据[Te{S(C6H3S)2O}]，式重 = 389.95，单斜晶系，空间群 P2(1)/n，a = 7.7898(10) 埃，b = 18.513(2) 埃，c = 8.该四环化合物为非平面结构，具有一个二配位 TeII 原子。八元中心环呈舟椅构象。标题化合物显示出微弱的分子间接触 Te-S、S-S 和 C-H⋯S。文中描述了[Te{S(C6H3S)2O}]化合物的合成、核磁共振、拉曼和质谱。该四环化合物是非平面的，含有一个双配位 Te(II) 原子。标题化合物显示出弱的分子间接触 Te⋯S、S⋯S 和 C-H⋯S。

  DOI：

  10.1007/s10870-010-9691-0

文献信息

• Synthesis, characterization and crystal structures of organolead dithiolate compounds displaying transannular interactions D···Pb (D=O, S)
  作者：Simplicio González-Montiel、Benito Flores-Chávez、José G. Alvarado-Rodríguez、Noemí Andrade-López、Juan Antonio Cogordan

  DOI：10.1016/j.poly.2008.11.012

  日期：2009.2

  afforded the stable organolead compounds [O(C6H4S)2}PbPh2] (1b), [S(C6H4S)2}PbPh2] (2b) and [S(C6H3S)2O}PbPh2] (3b). X-ray structure determinations of dithiolate-diphenyl lead compounds 1b–3b revealed that the trichalcogenated ligands are tridentate in 1b and 2b, and bidentate in 3b. The lead atom acts as an acceptor atom exhibiting weak intramolecular transannular interactions with the donor D atom, with

  用O（C 6 H 4 SH）2（1 a），S（C 6 H 4 SH）2（2 a）和S（C 6 H 3 SH）2 O（3 a）处理Ph 2 PbCl 2稳定的有机铅化合物[O（C 6 H 4 S）2 } PbPh 2 ]（1 b），[S（C 6 H 4 S）2 } PbPh 2 ]（2 b）和[S（C 6高3S）2 O} PbPh 2 ]（3 b）。的二硫醇盐二苯基铅X射线结构测定化合物1 B- 3 b，发现该trichalcogenated配体是三齿在1个B和2 b和二齿在3湾 的铅原子充当受主原子表现出与施主d原子弱分子内跨环相互作用，与48％的四面体扭曲1个B，51％2 B和45％3湾 铅原子处的局部几何形状被描述为单封端的四面体。标题化合物的晶体堆积通过几种非键合的相互作用得以稳定。
• Synthesis, Raman, X-ray diffraction, and density functional studies of antimony(III) heterotetracycles displaying intramolecular transannular interactions O → Sb
  作者：Edmundo Guzmán-Percástegui、Julián Cruz-Borbolla、José G. Alvarado-Rodríguez、Noemí Andrade-López、Thangarasu Pandiyan、Raúl Rojas-Navarrete

  DOI：10.1007/s11224-012-0173-1

  日期：2013.10

  compounds of general formula [S(C6H3S)2O}SbHal] [Hal = Cl (1), Br (2), I (3)] has been synthesized and studied by Raman and NMR spectroscopy as well as quantum chemical DFT calculations. X-ray diffraction studies of compound 2 revealed that the oxygen atom participates as donor and the antimony atom plays the role of acceptor, adopting a Ψ-distorted trigonal bi-pyramidal geometry, where the eight-membered

  合成了一组通式[S(C6H3S)2O}SbHal] [Hal = Cl (1), Br (2), I (3)] 的化合物，并通过拉曼光谱和核磁共振光谱以及量子化学进行了研究DFT 计算。化合物2的X射线衍射研究表明，氧原子作为供体参与，锑原子作为受体，采用Ψ扭曲三角双锥几何，其中八元中心环显示船-船构象. 此外，对化合物 1-3 以及非合成杂四环系统 [S(C6H3S)2O}SbF] (4a) 和阳离子 [S(C6H3S)2O}Sb ]+ (5a)。DFT水平的理论研究表明，随着化合物组外环取代基的电负性增加，相互作用更强。而且，
• Hypervalence in germanium compounds containing the tetracylic moiety {S(C6H3S)2O}Ge via O···Ge transannular interactions: A structural study
  作者：Benito Flores-Chávez、José G. Alvarado-Rodríguez、Noemí Andrade-López、Verónica García-Montalvo、Eliazar Aquino-Torres

  DOI：10.1016/j.poly.2008.12.007

  日期：2009.3

  Treatment of RnGeCl4-n with S(C6H3SH)(2)O} (1) afforded the stable phenoxathiin-4,6-dithiolate compounds [S(C6H3S)(2)O}GeR2] [n = 2; R = Et (2), Ph (3)] and [S(C6H3S)(2)O}GeRCl] [n = 1; R = Et (4), Ph (5)]. Treatment of GeCl4 with I in benzene afforded the dichloro compound [S(C6H3S)(2)O}GeCl2] (8) at 7 degrees C. Bromo compounds [S(C6H3S)(2)O}GeRBr] [R = Et (6), Ph (7)] and [S(C6H3S)(2)O}GeBr2] (9) were synthesized by halogen exchange from the appropriate chloro derivative using KBr/HBr. X-ray structure determinations of diorganyl dithiolate compounds 2 and 3 revealed that germanium atom is contained in a boat-chair-shaped eight-membered central ring and displays a tetrahedral geometry. In contrast, compounds 4-6 display a boat-boat-shaped central ring with a significant intramolecular transannular O center dot center dot center dot Ge interaction. The geometry of the pentacoordinate Ge atom in these last complexes may be described as distorted trigonal bipyramidal with a 62-65% distortion displacement. (C) 2009 Elsevier Ltd. All rights reserved.
• Structural differences in eight- and ten-membered heterocyclic tin compounds displaying transannular interactions O⋯Sn: An experimental and theoretical study
  作者：Diego Martínez-Otero、Benito Flores-Chávez、José G. Alvarado-Rodríguez、Noemí Andrade-López、Julián Cruz-Borbolla、Thangarasu Pandiyan、Vojtech Jancik、Enrique González-Jiménez、Christiaan Jardinez

  DOI：10.1016/j.poly.2012.04.004

  日期：2012.6

  Two series of heterocyclic tin compounds of general formula [(SC6H3(CH2)(n)S}(2)O)(SnRR2)-R-1] with different central ring sizes were prepared. The ten-membered series includes the compounds with n = 1 and R-1 = R-2 = Ph (5); R-1 = Cl, R-2 = Ph (6); R-1 = Cl, R-2 = n-Bu (7); R-1 = R-2 = Cl (8); the eight-membered series includes the compounds with n = 0 and R-1 = R-2 = Ph (10); R-1 = Cl, R-2 = n-Bu (11) and R-1 = R-2 = Cl (12). The compounds 5, 7, 8, 10, and 11 were investigated by single-crystal X-ray diffraction. The chloro compounds 7, 8, and 11 displayed a bipyramidal geometry at the tin atom with different degrees of distortion ranging from 57% to 62%. The diphenyl compounds 5 and 10 displayed a tetrahedral geometry at Sn. The conformation of the central ring in the ten-membered series is similar and is described as boat; the other series displayed two different conformations described as boat-chair and boat-boat. The possible conformers in the gas state of compounds 5, 7, 8, 10, 11, and 12 were investigated by MMFF, LSDA, BLYP, B3LYP, and M06 functionals using the DGDZVP and TZVP basis sets. The structural data of the total optimization agreed with the experimental results. The topological analysis indicated that bond critical points are present along the O center dot center dot center dot Sn direction in the compounds 7, 8, 11, and 12. (C) 2012 Elsevier Ltd. All rights reserved.