3,7-Bis(4-nitrophenyl)-1λ⁴,5,2,4,6,8-dithiatetrazocin | 119273-50-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,7-Bis(4-nitrophenyl)-1λ⁴,5,2,4,6,8-dithiatetrazocin
• 英文别名: (3Z,6Z)-3,7-bis(4-nitrophenyl)-1λ4,5-dithia-2,4,6,8-tetrazacycloocta-1,3,6,8-tetraene
• CAS: 119273-50-6
• 化学式: C₁₄H₈N₆O₄S₂
• 分子量: 388.387
• InChiKey: RFQLVRNZESAKQL-UVRTUOSKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  167
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  lithium hexamethyldisilazane 、 对硝基苯甲腈 在 二氯化硫 作用下， 生成 3,7-Bis(4-nitrophenyl)-1λ⁴,5,2,4,6,8-dithiatetrazocin
  参考文献：
  名称：

  Scholz, Uwe; Roesky, Herbert W.; Schimkowiak, Juergen, Chemische Berichte, 1989, vol. 122, p. 1067 - 1070

  摘要：

  DOI：

文献信息

• Structural studies of dithiatetrazocines: X-ray crystal structures of the symmetric dithiatetrazocines <i>p</i>-XC₆H₄CN₄S₂CC₆H₄X [X = NO₂, Br] and the first unsymmetric dithiatetrazocine, <i>p</i>-BrC₆H₄CN₄S₂CC₆H₄NO₂
  作者：Andrew D Bond、Delia A Haynes、Jeremy M Rawson

  DOI：10.1139/v02-159

  日期：2002.11.1

  Oxidation of equimolar amounts of [p-BrC₆H₄CNSSN]Cl and [p-O₂NC₆H₄CNSSN]Cl with elemental O₂ in the presence of Ph₃Sb in MeCN yields a mixture of the symmetric dithiatetrazocines, O₂NC₆H₄CN₄S₂CC₆H₄NO₂ (1) and BrC₆H₄CN₄S₂CC₆H₄Br (2) as well as the unsymmetrically substituted derivative BrC₆H₄CN₄S₂CC₆H₄NO₂ (3). The structures of compounds 1–3 are determined by X-ray diffraction: 1 crystallizes in the monoclinic space group P2₁/c (a = 8.6397(4), b = 5.8359(4), c = 14.9767(11) Å, β = 92.088(4)°) with half a molecule in the asymmetric unit; 2 crystallizes in the triclinic space group P[Formula: see text] (a = 6.5330(5), b = 8.2084(6), c = 14.7264(9) Å, α = 84.483(4)°, β = 77.112(4)°, γ = 87.879(3)°); 3 was found to crystallize in two forms: recrystallization from CH₂Cl₂ at room temperature yielded a solvent-free, triclinic phase, space group P[Formula: see text] (a = 6.5060(9), b = 7.0739(9), c = 9.1164(8) Å, α = 81.860(3)°, β = 83.406(5)°, γ = 66.589(5)°), whereas cooling a solution to –5°C yielded a solvated form, 3·CH₂Cl₂, which crystallizes in the monoclinic space group P2₁/m (a = 6.179(1), b = 10.960(2), c = 13.884(3) Å, β = 92.69(3)°). The NO₂···Br intermolecular interactions observed in the unsolvated structure of 3 are disrupted in the solvate structure; the CH₂Cl₂ molecule in the latter is aligned such that its molecular dipole interacts with both nitro and bromo groups, retaining a molecular chain motif. The structures are discussed in relation to their semi-empirically calculated molecular electrostatic potentials and calculations of intermolecular interactions using van der Waals forces combined with an electrostatic point charge model.Key words: dithiatetrazocine, crystal structure, crystal engineering, molecular electrostatic potential.

  在 Ph3Sb 存在下，等摩尔量的 [p-BrC6H4CNSSN]Cl 和 [p-O2NC6H4CNSSN]Cl 在 MeCN 中与元素 O2 发生氧化反应，生成对称的二硫四氮杂环丁烷混合物、O2NC6H4CN4S2CC6H4 （1）和 BrC6H4CN4S2CC6H4Br（2）以及非对称取代衍生物 BrC6H4CN4S2CC6H4 （3）的混合物。化合物 13 的结构是通过 X 射线衍射确定的：1 在单斜空间群 P21/c 中结晶（a = 8.6397(4)，b = 5.8359(4)，c = 14.9767(11)埃，β = 92.088(4)°)，不对称单元中有半个分子；2 结晶于三linic 空间群 P[式：见正文] (a = 6.5330(5)，b = 8.2084(6)，c = 14.7264(9) Å，α = 84.483(4)°，β = 77.112(4)°，γ = 87.879(3)°)；发现 3 有两种结晶形式：室温下从 CH2Cl2 中重结晶得到无溶剂的三菱相，空间群为 P[式：见正文] (a = 6.5060(9)，b = 7.0739(9)，c = 9.1164(8) Å，α = 81.860(3)°，β = 83.406(5)°，γ = 66.589(5)°)，而将溶液冷却至 5°C 则得到一种溶解形式，即 3- ，它在单斜空间群 P21/m 中结晶（a = 6.179(1)，b = 10.960(2)，c = 13.884(3)埃，β = 92.69(3)°）。在 3 的非溶解结构中观察到的 NO2-Br 分子间相互作用在溶解物结构中被破坏了；后者中的 分子排列整齐，使其分子偶极与硝基和溴基均相互作用，保留了分子链图案。本文结合半经验计算得出的分子静电位和利用范德华力结合静电点电荷模型计算得出的分子间相互作用对这些结构进行了讨论。
• SCHOLZ, UWE;ROESKY, HERBERT W.;SCHIMKOWIAK, JURGEN;NOLTEMEYER, MATHIAS, CHEM. BER., 122,(1989) N, C. 1067-1070
  作者：SCHOLZ, UWE、ROESKY, HERBERT W.、SCHIMKOWIAK, JURGEN、NOLTEMEYER, MATHIAS

  DOI：——

  日期：——