[(zinc)3(3-(1,8-naphthalimido)propanoate)6(methanol)4] | 1262958-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: [(zinc)3(3-(1,8-naphthalimido)propanoate)6(methanol)4]
• 英文别名: Trizinc;3-(1,3-dioxobenzo[de]isoquinolin-2-yl)propanoate;methanol
• CAS: 1262958-33-7
• 化学式: C₉₄H₇₆N₆O₂₈Zn₃
• 分子量: 1933.83
• InChiKey: OHJNFSXWUICVTM-UHFFFAOYSA-H

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  131
• 可旋转键数：
  22
• 环数：
  18.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  546
• 氢给体数：
  4
• 氢受体数：
  28

反应信息

• 作为反应物：
  描述：

  [(zinc)3(3-(1,8-naphthalimido)propanoate)6(methanol)4] 以 neat (no solvent) 为溶剂， 生成 zinc(II) oxide
  参考文献：
  名称：

  Synthesis and structure of a zinc(II)-carboxylate trimer containing the π···π stacking, 1,8-naphthalimide synthon: A supramolecular metal–organic framework

  摘要：

  The reaction of the bifunctional ligand 3-(1,8-naphthalimido) propanoate (L-C2), which combines a 1,8-naphthalimide strong pi center dot center dot center dot pi stacking synthon and a carboxylate donor group, with Zn(O2CCH3)(2)(H2O)(2) in methanol yields trimetallic Zn-3(L-C2)(6)(MeOH)(4). The solid state structure has a central zinc(II) linked to two equivalent outer zinc(II) by both mu-kappa(1) and mu-kappa(2) carboxylate ligands. The two equivalent five-coordinate terminal zinc centers are also bonded to a third nonbridging kappa(2)-carboxylate and to the oxygen atom of a methanol molecule. The central zinc(II) is six-coordinate with the four bridging carboxylate oxygen atoms forming a square planar arrangement and two trans oriented methanol molecules completing the coordination sphere. These trimers are organized into an extended structure exclusively by noncovalent interactions. Two types of strong pi center dot center dot center dot pi stacking interactions between sets of three stacked naphthalimide rings from three different trinuclear molecules organize the structure into two-dimensional thick sheets. The third dimension is organized by intermolecular hydrogen bonding interactions between the methanol molecules bonded to the terminal zinc(II) and the free oxygen of the mu-kappa(1)-carboxylates from adjacent trimeric units. This interaction is supported by weak pi center dot center dot center dot pi stacking. Overall the structure is a highly organized supramolecular metal-organic framework (SMOF) solid. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.05.039
• 作为产物：
  描述：

  zinc(II) acetate dihydrate 、 3-(1,3-二氧代-1H-苯并[De]异喹啉-2(3H)-基)丙酸 在 pyridine 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以62%的产率得到[(zinc)3(3-(1,8-naphthalimido)propanoate)6(methanol)4]
  参考文献：
  名称：

  Synthesis and structure of a zinc(II)-carboxylate trimer containing the π···π stacking, 1,8-naphthalimide synthon: A supramolecular metal–organic framework

  摘要：

  The reaction of the bifunctional ligand 3-(1,8-naphthalimido) propanoate (L-C2), which combines a 1,8-naphthalimide strong pi center dot center dot center dot pi stacking synthon and a carboxylate donor group, with Zn(O2CCH3)(2)(H2O)(2) in methanol yields trimetallic Zn-3(L-C2)(6)(MeOH)(4). The solid state structure has a central zinc(II) linked to two equivalent outer zinc(II) by both mu-kappa(1) and mu-kappa(2) carboxylate ligands. The two equivalent five-coordinate terminal zinc centers are also bonded to a third nonbridging kappa(2)-carboxylate and to the oxygen atom of a methanol molecule. The central zinc(II) is six-coordinate with the four bridging carboxylate oxygen atoms forming a square planar arrangement and two trans oriented methanol molecules completing the coordination sphere. These trimers are organized into an extended structure exclusively by noncovalent interactions. Two types of strong pi center dot center dot center dot pi stacking interactions between sets of three stacked naphthalimide rings from three different trinuclear molecules organize the structure into two-dimensional thick sheets. The third dimension is organized by intermolecular hydrogen bonding interactions between the methanol molecules bonded to the terminal zinc(II) and the free oxygen of the mu-kappa(1)-carboxylates from adjacent trimeric units. This interaction is supported by weak pi center dot center dot center dot pi stacking. Overall the structure is a highly organized supramolecular metal-organic framework (SMOF) solid. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.05.039