2,3-dimethoxy-10-oxostrychnidinium 2-(2,4,6-trinitroanilino)benzoate monohydrate | 1351279-35-0

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 马钱子生物碱
• 英文名称: 2,3-dimethoxy-10-oxostrychnidinium 2-(2,4,6-trinitroanilino)benzoate monohydrate
• CAS: 1351279-35-0
• 化学式: C₁₃H₈N₄O₈*C₂₃H₂₆N₂O₄*H₂O
• 分子量: 760.714
• InChiKey: FYQWKTLDQFTGDD-FIMIILAWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  55.0
• 可旋转键数：
  8.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  261.49
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  2-(2,4,6-trinitroanilino)benzoic acid 、 马钱子碱 在 水 作用下， 以 乙醇 为溶剂， 反应 0.17h， 生成 2,3-dimethoxy-10-oxostrychnidinium 2-(2,4,6-trinitroanilino)benzoate monohydrate
  参考文献：
  名称：

  2,3-Dimethoxy-10-oxostrychnidinium 2-(2,4,6-trinitroanilino)benzoate monohydrate: a 1:1 proton-transfer salt of brucine witho-picraminobenzoic acid

  摘要：

  In the structure of the title 1:1 proton-transfer compound of brucine with 2-(2,4,6-trinitroanilino) benzoic acid, C23H27-N2O4+center dot C13H7N4O8-center dot H2O, the brucinium cations form classic undulating ribbon substructures through overlapping head-to-tail interactions, while the anions and the three related partial solvent water molecules (having occupancies of 0.73, 0.17 and 0.10) occupy the interstitial regions of the structure. The cations are linked to the anions directly through N-H center dot center dot center dot OCOO- hydrogen bonds and indirectly by the three water molecules, which form similar conjoint cyclic bridging units [graph set R-2(4)(8)] through O-H center dot center dot center dot O-C=O and O-H center dot center dot center dot OCOO- hydrogen bonds, giving a two-dimensional layered structure. Within the anion, intramolecular N-H center dot center dot center dot OCOO- and N-H center dot center dot center dot O-nitro hydrogen bonds result in the benzoate and picrate rings being rotated slightly out of coplanarity [inter-ring dihedral angle = 32.50 (14)degrees]. This work provides another example of the molecular selectivity of brucine in forming stable crystal structures, and also represents the first reported structure of any form of the guest compound 2-(2,4,6-trinitroanilino) benzoic acid.

  DOI：

  10.1107/s010827011102782x