N,N′-(pentane-1,5-diyl)diisonicotinamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N′-(pentane-1,5-diyl)diisonicotinamide
• 英文别名: N,N'-(pentane-1,5-diyl)diisonicotinamide；bis-(4-pyridylcarboxamido)pentane；N,N'-pentane-1,5-diyldipyridine-4-carboxamide；N-[5-(pyridine-4-carbonylamino)pentyl]pyridine-4-carboxamide
• 化学式: C₁₇H₂₀N₄O₂
• 分子量: 312.371
• InChiKey: PDAVFFFFPJVRTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  cobalt(II) nitrate hexahydrate 、 D-樟脑酸 、 N,N′-(pentane-1,5-diyl)diisonicotinamide 、 水 在 sodium hydroxide 作用下， 反应 48.0h， 以22%的产率得到{[Co₂(DL-camphorate)₂(N,N′-(butane-1,4-diyl)diisonicotinamide)]·2H₂O}_n
  参考文献：
  名称：

  Structural diversity in cobalt camphorate coordination polymers with flexible dipyridylamide ligands including looped layers and self-penetrated topologies

  摘要：

  Hydrothermal reaction of cobalt nitrate, D-camphoric acid, and flexible dipyridylamide ligands afforded a series of coordination polymers with diverse structural topologies, as characterized by single crystal X-ray diffraction. {[Co-2(DL-cam)(2)(edn)]center dot 2H(2)O}(n) (1, edn= N,N'-(ethane-1,2-diyl)dinicotinamide) shows a 3D 4(12)6(3) pcu net built from straight-pillaring of {Co-2(OCO)(4)} paddlewheel dimer-based [Co-2(DL-cam)(2)](n) layer motifs. In contrast, [Co (D-cam)(edin)](n) (2, edin= N,N'-(ethane-1,2-diyl)diisonicotinamide) manifests a two-fold parallel interpenetrated looped layer topology. {[Co-2(DL-cam)(2)(bdin)]center dot 2H(2)O}(n) (3, bdin= N,N'-(butane-1,4-diyl)diisonicotinamide) displays a very rare 3D 4(4)6(10)8 roa self-penetrated net built from cross-pillaring of {Co-2(OCO)(4)} paddlewheel dimer-based [Co-2(DL-cam)(2)](n) layer motifs, as does {[Co-2(DL-cam)(2)(pedin)]center dot 2H(2)O}(n) (4, pedin = N,N'(pentane-1,5-diyl)diisonicotinamide). [Co(D-cam)(hdin)](n) (5, hdin= N,N'-(hexane-1,6-diyl)diisonicotinamide) shows a simple stacked system of sawtooth (4,4) grid motifs. Thermal properties are discussed herein.

  DOI：

  10.1016/j.ica.2019.119087
• 作为产物：
  描述：

  异烟酸 、 1,5-二氨基戊烷 在 吡啶 、 亚磷酸三苯酯 作用下， 反应 4.25h， 以40%的产率得到N,N′-(pentane-1,5-diyl)diisonicotinamide
  参考文献：
  名称：

  3D, 2D and 1D networks via N-H⋯ O and N-H⋯ N hydrogen bonding by the bis-amide analogues: Effect of chain lengths and odd-even spacers

  摘要：

  本研究探讨了双(吡啶羧酰胺基)烷烷和双(吡啶基)烷二元酰胺系列（1 ≤ n ≤ 8）四个成员的合成、晶体结构和氢键网络，其中酰胺分子被具有偶数或奇数个-(CH2)-基团的烷基链（-(CH2)n-）分隔，并与之前报道的结构进行了关联。发现这两个系列的奇数成员（n = 奇数）采用三维网络结构，而偶数成员（n = 偶数）则采用一维或二维结构。然而，随着链长的增加，网络维度上的这种奇偶效应也随之消失。

  DOI：

  10.1007/s12039-014-0696-7

文献信息

• Coordination Polymers Containing M₂L₂ and M₄L₄ Metallacylces of Bis(pyridylcarboxamido)alkanes with an Odd Number of −(CH₂)– Groups as Spacers: Guest Inclusion and Networks Recognition via α Sheet
  作者：Gargi Mukherjee、Kumar Biradha

  DOI：10.1021/cg400918d

  日期：2013.9.4

  Cd(II) salts in the presence of various anions resulted in one-dimensional (1D) and two-dimensional (2D) coordination polymers containing M2L2 and M4L4 metallacycles. Reactions of L1 and L2 with CuI afforded the formation of two different kinds of SBUs as Cu2I2 and Cu4I4, and both complexes form 1D chains, which are assembled further by α-sheet hydrogen bonding. The reactions of M(II) salts in the absence

  双（pyridylcarboxamido）丙烷的（反应大号1，4-吡啶基和大号2，3-吡啶基）（和双（pyridylcarboxamido）戊烷大号3，4-吡啶基和大号4，3-吡啶基）与铜（I / II），Co（II）和Cd（II）盐在各种阴离子的存在下产生包含M 2 L 2和M 4 L 4金属环的一维（1D）和二维（2D）配位聚合物。的反应大号1和大号2与得到的CuI两种不同的SBU的形成以Cu 2我2和Cu4 I 4，两个络合物都形成一维链，这些链通过α片氢键进一步组装。M（II）盐在没有客体分子的情况下的反应导致形成包含M 2 L 2型金属环的一维链。发现这些一维链有两种类型：在一种类型中，相邻的金属环彼此在同一平面上，而在第二种类型中，它们彼此不平行。在客体分子（例如苄腈或硝基苯）存在下，Cu（II）与L 1的反应导致形成包含M 4 L 4的波纹二维层金属自行车。这些2D层同时显示
• Divergent topologies in luminescent and nitrobenzene-detecting zinc diphenate coordination polymers with flexible dipyridylamide ligands
  作者：Brianna L. Martinez、Alec D. Shrode、Richard J. Staples、Robert L. LaDuca

  DOI：10.1016/j.poly.2018.04.043

  日期：2018.9

  Hydrothermal reaction of zinc nitrate, diphenic acid (H(2)dip), and one of the dipyridylamide ligands N,N'-(hexane-1,6-diyl)diisonicotinamide (hdin), N,N'-(pentane-1,5-diyl)diisonicotinamide (pedin), N,N'(butane-1,4-diyl)diisonicotinamide (bdin), or N,N'-(ethane-1,2-diyl)diisonicotinamide (edin) resulted in coordination polymers whose dimensionalities depend on the aliphatic tether length within the coligand and the amount of base used in the synthesis. The five new phases were characterized by single crystal Xray diffraction. [Zn(dip)(hdin)center dot 2.5H(2)O)}(n) (1) and [Zn(dip)(pedin)]center dot 2.5H(2)O)(n)} (2) both possess undulating 2D coordination polymer layers with [Zn(dip)](n) chains spanned by looped dipyridylamine ligands into a 2,4-connected self-penetrated (6)(648.10) topology. [Zn(dipH)(2)(bdin)](n) (3) manifests a 1-D zig-zag chain topology, while [Zn-3(diP)(3)(bdin)(3)]center dot 13H(2)O)(n) (4) and [Zn(dip)(edin)center dot 3H(2)O}(n) (5) manifest helical substructures linked into a rare two-fold interpenetrated 6(4)8(2) nbo topology. Thermal and luminescent properties were also probed; compounds 1-5 showed ability to detect nitrobenzene in ethanol suspension with the 3D derivatives 4 and 5 manifesting the best "turn-off" luminescence quenching behavior. (C) 2018 Elsevier Ltd. All rights reserved.
• Structural diversity in cobalt camphorate coordination polymers with flexible dipyridylamide ligands including looped layers and self-penetrated topologies
  作者：Jack J. Przybyla、Frederick C. Ezenyilimba、Robert L. LaDuca

  DOI：10.1016/j.ica.2019.119087

  日期：2019.12

  Hydrothermal reaction of cobalt nitrate, D-camphoric acid, and flexible dipyridylamide ligands afforded a series of coordination polymers with diverse structural topologies, as characterized by single crystal X-ray diffraction. [Co-2(DL-cam)(2)(edn)]center dot 2H(2)O}(n) (1, edn= N,N'-(ethane-1,2-diyl)dinicotinamide) shows a 3D 4(12)6(3) pcu net built from straight-pillaring of Co-2(OCO)(4)} paddlewheel dimer-based [Co-2(DL-cam)(2)](n) layer motifs. In contrast, [Co (D-cam)(edin)](n) (2, edin= N,N'-(ethane-1,2-diyl)diisonicotinamide) manifests a two-fold parallel interpenetrated looped layer topology. [Co-2(DL-cam)(2)(bdin)]center dot 2H(2)O}(n) (3, bdin= N,N'-(butane-1,4-diyl)diisonicotinamide) displays a very rare 3D 4(4)6(10)8 roa self-penetrated net built from cross-pillaring of Co-2(OCO)(4)} paddlewheel dimer-based [Co-2(DL-cam)(2)](n) layer motifs, as does [Co-2(DL-cam)(2)(pedin)]center dot 2H(2)O}(n) (4, pedin = N,N'(pentane-1,5-diyl)diisonicotinamide). [Co(D-cam)(hdin)](n) (5, hdin= N,N'-(hexane-1,6-diyl)diisonicotinamide) shows a simple stacked system of sawtooth (4,4) grid motifs. Thermal properties are discussed herein.
• 3D, 2D and 1D networks via N-H⋯ O and N-H⋯ N hydrogen bonding by the bis-amide analogues: Effect of chain lengths and odd-even spacers
  作者：GARGI MUKHERJEE、KUMAR BIRADHA

  DOI：10.1007/s12039-014-0696-7

  日期：2014.9

  The synthesis, crystal structures and hydrogen bonding networks of four members of the bis(pyridinecarboxamido)alkane and bis(pyridyl)alkanediamides series (1 ≤ n ≤ 8), where the amide moieties are separated by alkyl chain (-(CH2)n-) having even or odd number of -(CH2)-groups are explored and correlated with the previously reported structures. The odd members (n = odd) of both the series are found to adopt three-dimensional networks in contrast to the 1D or 2D structures of the even members (n = even). This odd-even effect on the dimensionality of the networks however disappears with increase in chain length.

  本研究探讨了双(吡啶羧酰胺基)烷烷和双(吡啶基)烷二元酰胺系列（1 ≤ n ≤ 8）四个成员的合成、晶体结构和氢键网络，其中酰胺分子被具有偶数或奇数个-(CH2)-基团的烷基链（-(CH2)n-）分隔，并与之前报道的结构进行了关联。发现这两个系列的奇数成员（n = 奇数）采用三维网络结构，而偶数成员（n = 偶数）则采用一维或二维结构。然而，随着链长的增加，网络维度上的这种奇偶效应也随之消失。