N,N'-1,2-Phenylenebis(3-pyridinecarboxamide) | 39642-80-3

• 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: N,N'-1,2-Phenylenebis(3-pyridinecarboxamide)
• 英文别名: 2'-Nicotinamido-nicotinanilid；1,2-bis(3-pyridylcarboxamide)benzene；1,2-bis(3-pyridylcarboxylamide)benzene；1,3-bis(nicotinoyl) o-phenylenediamine；1,2-C6H4(NHCO-3-C5H4N)2；3-bpfob；H2bpb；N-{2-[(3-pyridinylcarbonyl)amino]phenyl}nicotinamide；N-[2-(pyridine-3-carbonylamino)phenyl]pyridine-3-carboxamide
• CAS: 39642-80-3
• 化学式: C₁₈H₁₄N₄O₂
• mdl: MFCD03401101
• 分子量: 318.335
• InChiKey: IQFQBEILRFGGPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  24
• 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：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-1,2-Phenylenebis(3-pyridinecarboxamide) 、 mercury(II) iodide 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 [mercury(diiodide)(1,3-bis(nicotinoyl)o-phenylenediamine)]
  参考文献：
  名称：

  Self-Assembly, Crystal Structure, and Thermal and Photoluminescent Properties of a Coordination Polymer [HgI₂(3-bpfob)]_n

  摘要：

  The assembly of HgI2 and ligand L (3-bpfob) [L: 1,3-bis(nicotinoyl) o-phenylenediamine] led to the formation of a novel coordination polymer [HgI2(3-bpfob)](n). The complex was characterized by x-ray crystallography, infrared (IR), and fluorescence spectra and thermal properties (thermal gravimetry [TG], differential thermal gravimetry [DTG], and differential scanning analysis [DSC]). The title compound crystallized in the monoclinic system, space group C2/c. The central ion Hg(II) is four-coordinated in a typical distorted tetrahedral geometry, which is extended to form one-dimensional linear structure through -L-HgI2-unit.

  DOI：

  10.1080/15533174.2011.591348

文献信息

• Complexes of gold(I) with a chiral diphosphine and bis(pyridine) ligands: Isomeric macrocycles and a polymer
  作者：Craig A. Wheaton、Richard J. Puddephatt

  DOI：10.1016/j.poly.2016.06.027

  日期：2016.12

  structurally characterized. The polymeric complex has the syndiotactic (heterochiral) architecture. The donor ability of the anion X− is shown to affect both the degree of self-assembly in solution, through competition with the bis(amidopyridyl) ligand for coordination to gold(I), and the conformation of the bis(amidopyridyl) ligand in the products, through hydrogen bonding effects. In solution, there

  摘要[Au2（μ-（±）binap）X2]的自组装具有弱配位阴离子X- =三氟乙酸根，三氟甲磺酸根或硝酸根，并带有双（酰氨基吡啶基）配体（NN），给出了三种不同的大环配合物式[Au4（μ-（±）binap）2（μ-NN）2] X4，开放络合物[Au2（μ-（±）binap）（κ1-NN）2] X2和聚合物[Au2（ μ-（±）binap）（μ-NN）} n] X2n。阳离子[Au4（μ-binap）2（μ-NN）2] 4+中两个binap配体具有同手性（RR / SS）和杂手性（RS / SR）组合的大环化合物已经过结构表征。聚合物配合物具有间同（杂环）结构。阴离子X-的供体能力通过与双（酰氨基吡啶基）配体竞争与金（I）的配位竞争以及溶液中双（酰氨基吡啶基）配体的构型，影响溶液中的自组装程度。产品，通过氢键作用。在溶液中，通过ESI-MS和NMR研究确定，环状低聚物和开链低聚物之间会快速平衡。
• Syntheses, Structure, and Photoluminescent and Thermal Properties of a Novel Coordination Polymer [CuI(3-bpfob)]_n with One-Dimensional Helical Chain
  作者：Li-Sha Song、Qing-Li Wang、Yun-Yin Niu

  DOI：10.1080/15533174.2011.591349

  日期：2011.10.1

  Solution reaction of CuI and the ligand L((3-bpfob) [L: 1,3-bis(nicotinoyl) o-phenylenediamine] led to the formation of a novel coordination polymer [CuI(3-bpfob)]n that exhibited an unusual one-dimensional helical structure. The compound was characterized by x-ray crystallography, infrared (IR) spectroscopy, fluorescence spectrum, and thermal analyses. This compound crystallized in triclinic system

  的CuI溶液反应和配体L（（3- bpfob）[L：1,3-双（烟酰基）ø苯二胺]导致的新颖的配位聚合物的形成[的CuI（3- bpfob）] Ñ其表现出该化合物具有异常的一维螺旋结构，通过X射线晶体学，红外（IR）光谱，荧光光谱和热分析对其进行表征，该化合物在三斜晶系，空间群P-1中结晶，细胞参数为a = 7.940 （5），b = 10.187（6），c = 12.518（7）Å，α= 78.041（6）°，β= 72.821（6）°，γ= 72.821（6）°。
• Engineering silver(i) coordination networks through hydrogen bonding
  作者：Tara J. Burchell、Dana J. Eisler、Richard J. Puddephatt

  DOI：10.1039/b400523f

  日期：——

  The silver(I) coordination networks [Ag2(μ-O2CCF3)2(μ-NN)2]∞ exist as a polymer of macrocycles or a double-stranded polymer when NN = 1,2-C6H4NHC(O)-4-C5H4N}2 or 1,2-C6H4NHC(O)-3-C5H4N}2, respectively. Crystal engineering of the polymers is achieved through interchain hydrogen bonds.

  当 NN = 1,2-C6H4NHC(O)-4-C5H4N}2 或 1,2-C6H4NHC(O)-3-C5H4N}2 时，银（I）配位网络 [Ag2(μ-O2CCF3)2(μ-NN)2]∞ 分别以大环聚合物或双链聚合物的形式存在。聚合物的晶体工程是通过链间氢键实现的。
• Synthesis, Crystal Structure, and Properties of the Enantiotopic Complex Constructed from Chiral Ligand H₂bpb, [Co (H₂bpb)₂ (NCS)₂ (CH₃OH)₂] (H₂bpb = 1, 2-Bis (3-Pyridylcarboxamide)Benzene)
  作者：Ping Zhang、Ben-Lai Wu、Yun-Yin Niu、Hong-Yun Zhang、Cao-Yuan Niu、Hong-Wei Hou

  DOI：10.1080/15533170802265699

  日期：2008.9.3

  A six-coordinating cobalt(II) complex, [Co(H2bpb)2(NCS)2 (CH3OH)2], where H2bpb is 1, 2-bis(3-pyridylcarboxamide) benzene, was prepared and characterized by IR spectrum and thermal analysis, and its crystal structure was determined X-ray analysis. It crystallizes in the triclinic system with space group P-1 with α = 8.7005(9) Å, b = 9.6114(10) Å, c = 13.767(2) Å, α = 101.393(2), β = 93.185(2), γ =

  制备了六配位钴 (II) 配合物 [Co(H2bpb)2(NCS)2 (CH3OH)2]，其中 H2bpb 为 1, 2-双(3-吡啶基甲酰胺)苯，并通过红外光谱和热学表征分析，并通过X射线分析确定其晶体结构。它在空间群 P-1 的三斜晶系​​中结晶，α = 8.7005(9) Å, b = 9.6114(10) Å, c = 13.767(2) Å, α = 101.393(2), β = 93.185(2) , γ = 114.5180(10), V = 1014.5(2) Å, Z = 1。还研究了配合物的荧光和热性能。
• Conformation-controlled assembly of coordination polymers with 1,2-bis(3-pyridylcarboxamide)benzene: Structures and properties
  作者：Ben-Lai Wu、Ping Zhang、Yun-Yin Niu、Hong-yun Zhang、Zhong-Jun Li、Hong-Wei Hou

  DOI：10.1016/j.ica.2007.11.020

  日期：2008.6

  Self-assembly of 1,2-bis(3-pyridylcarboxylamide) benzene (H(2)bpb) with sulfate salts gave rise to three new coordination polymers, [Ni-2(H(2)bpb)(2)(H2O)(2)(CH3OH)(2)(SO4)(2)](n) center dot nCH(3)OH 1, [Co-2(H(2)bpb)(2)(CH3OH)(2)(DMF)(2)(SO4)(2)](n) center dot 0.5nH(2)O 2 (DMF = N, N'-dimethylformamide) and [Zn-2(H(2)bpb)(2)(CH3OH)(2)(DMF)(2)(SO4)(2)](n) center dot 0.5nH(2)O 3. They all crystallize in a monoclinic space group C2/c, with two crystallographically distinct metal nodes being surrounded by slightly distorted octahedra. There is a homologous chair-like unit with bridging ligand H(2)bpb as the back and bis(monodentate) sulfate anion as the seat in their crystal structures. Through the recognition of strong pi center dot center dot center dot pi stacking interactions between benzene rings, those chains formed by the unlimited extension of the chair-like units stack up to produce 1-D channels along c axis where lattice molecules and terminal ligands are accommodated. Interestingly, the trans, trans,syn achiral conformation with C-s symmetry of H(2)bpb which is further enforced by sulfate-bridged coordination and intramolecular hydrogen bonding in the chair-like units, controls over the assembling architectures. Further investigation on the thermal and fluorescent properties of complexes 1-3 shows that the homologous chair-like units in all complexes are stable enough until to 320 degrees C and that the fluorescence nature of H(2)bpb is not sensitive to its conformations. (C) 2008 Published by Elsevier B.V.