N,N'-Bis-(3-bromo-phenyl)-6-chloro-[1,3,5]triazine-2,4-diamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: N,N'-Bis-(3-bromo-phenyl)-6-chloro-[1,3,5]triazine-2,4-diamine
• 英文别名: N,N'-bis(3-bromophenyl)-6-chloro-1,3,5-triazine-2,4-diamine；2-N,4-N-bis(3-bromophenyl)-6-chloro-1,3,5-triazine-2,4-diamine
• 化学式: C₁₅H₁₀Br₂ClN₅
• 分子量: 455.539
• InChiKey: PPYOJYIUBRGJDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N'-Bis-(3-bromo-phenyl)-6-chloro-[1,3,5]triazine-2,4-diamine 在 ammonium hydroxide 作用下， 反应 8.0h， 生成 N,N'-Bis-(3-bromo-phenyl)-[1,3,5]triazine-2,4,6-triamine
  参考文献：
  名称：

  New Varieties of Crystalline Architecture Produced by Small Changes in Molecular Structure in Tape Complexes of Melamines and Barbiturates

  摘要：

  This paper describes the crystal structures of a series of seven 1:1 complexes between N,N'-bis(m-X-phenyl)-melamine and 5,5-diethylbarbituric acid (X = H, F, Cl, Br, I, CH3, and CF3). This series provides small perturbations on the structures of molecules (N,N'-bis(p-X-phenyl)melamines) used ina previous study (Zerkowski, J. A.; MacDonald, J.C.; Seto, C.T.; Wierda, D.A.; Whitesides, G.M. J. Am. Chem. Soc. In press). Both the meta and para complexes crystallize as hydrogen-bonded ''tapes''. With the phenyl substituent in the meta position, however, the melamines can adopt a greater number of molecular conformations; this feature leads to a greater variety of orientations of packing. The meta series packs in both linear and crinkled tape motifs, and four of the seven complexes are solvates. By contrast, the para series, which used the same set of phenyl substituents, always yielded linear tapes and crystals without solvent in the lattice. Inclusion of solvent increases the packing coefficients of members of the meta series to values approximately equal to those of the para series. The multiplicity of molecular conformations available to the meta series is probably largely responsible for the clathration of solvent, which does not rely upon specific non-covalent interactions except in the case of the m-iodo complex with acetonitrile. The wider range of crystalline architecture in the meta series attests only to the kinetic accessibility of these packing formats; polymorphic phases of greater thermodynamic stability may occur. Polymorphism has not been investigated in the series of meta-substituted compounds.

  DOI：

  10.1021/ja00089a020
• 作为产物：
  描述：

  三聚氯氰 、 间溴苯胺 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N,N'-Bis-(3-bromo-phenyl)-6-chloro-[1,3,5]triazine-2,4-diamine
  参考文献：
  名称：

  New Varieties of Crystalline Architecture Produced by Small Changes in Molecular Structure in Tape Complexes of Melamines and Barbiturates

  摘要：

  This paper describes the crystal structures of a series of seven 1:1 complexes between N,N'-bis(m-X-phenyl)-melamine and 5,5-diethylbarbituric acid (X = H, F, Cl, Br, I, CH3, and CF3). This series provides small perturbations on the structures of molecules (N,N'-bis(p-X-phenyl)melamines) used ina previous study (Zerkowski, J. A.; MacDonald, J.C.; Seto, C.T.; Wierda, D.A.; Whitesides, G.M. J. Am. Chem. Soc. In press). Both the meta and para complexes crystallize as hydrogen-bonded ''tapes''. With the phenyl substituent in the meta position, however, the melamines can adopt a greater number of molecular conformations; this feature leads to a greater variety of orientations of packing. The meta series packs in both linear and crinkled tape motifs, and four of the seven complexes are solvates. By contrast, the para series, which used the same set of phenyl substituents, always yielded linear tapes and crystals without solvent in the lattice. Inclusion of solvent increases the packing coefficients of members of the meta series to values approximately equal to those of the para series. The multiplicity of molecular conformations available to the meta series is probably largely responsible for the clathration of solvent, which does not rely upon specific non-covalent interactions except in the case of the m-iodo complex with acetonitrile. The wider range of crystalline architecture in the meta series attests only to the kinetic accessibility of these packing formats; polymorphic phases of greater thermodynamic stability may occur. Polymorphism has not been investigated in the series of meta-substituted compounds.

  DOI：

  10.1021/ja00089a020