24,26-dioxo-3,6,14,17-tetraazapentacyclo(21.0.1^{1,19_.13,6_.18,12_.114,17})hexacosan-1(23),8(25),9,11,19,21-hexaene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 24,26-dioxo-3,6,14,17-tetraazapentacyclo(21.0.1^{1,19_.13,6_.18,12_.114,17})hexacosan-1(23),8(25),9,11,19,21-hexaene
• 英文别名: 3,6,14,17-Tetrazapentacyclo[17.3.1.13,6.18,12.114,17]hexacosa-1(23),8(25),9,11,19,21-hexaene-24,26-dione
• 化学式: C₂₂H₂₄N₄O₂
• 分子量: 376.458
• InChiKey: NVVORACPNOMJNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  间二甲苯 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 、 过氧化苯甲酰 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 28.0h， 生成 24,26-dioxo-3,6,14,17-tetraazapentacyclo(21.0.1^{1,19_.13,6_.18,12_.114,17})hexacosan-1(23),8(25),9,11,19,21-hexaene
  参考文献：
  名称：

  STRUCTURE AND CONFORMATIONAL ANALYSIS OF A MACROCYCLIC LIGAND: [24, 26-DIOXO-3,6,14,17-TETRAAZAPENTACYCLO (21.0.1 1,19 .1 3,6 .1 8,12 .1 14,17 )HEXACOSAN-1(23),8(25),9,11,19,21-HEXAENE]

  摘要：

  24,26-Dioxo-3,6,14,17-tetraazapentacyclo((21.0.1(1,19).1(3,6) .1 (8,12) .1(14,17))hexacosan-1(23),8(25),9,11,19,21-hexaene, C22H24N4 O (2) , FW=376.45, monoclinic,P2(1) /n,a=11.144(2) Angstrom, b=6.395(1) Angstrom, c=13.562(3) Angstrom, beta=95.81(1)degrees, V=961.5(3) Angstrom 3 , Z=2, D col =1.300 Mg/m(3) , mu=0.685 mm(-1) , F(000)=400, lambda (CuKalpha)=1.5418 Angstrom final R1 and wR2 are 0.0409 and 0.1547, respectively. The macro ligand consists of two phenyl rings and two five-membered rings forming the walls of the central cavity which has roughly a square cross-section. The orientation of the phenyl ring is antiperiplanar and approximately perpendicular to the diazacyclopentanone ring which adopts envelope conformation. The molecules are stabilized by C-H...O and C-H...pi types of intermolecular interactions in addition to van der Waals forces.

  DOI：

  10.1080/15421400390223149

文献信息

• Novel Macrocycles Incorporating Cyclic Urea Units
  作者：Paritosh R. Dave、Gerald Doyle、Theodore Axenrod、Hamid Yazdekhasti、Herman L. Ammon

  DOI：10.1021/jo00126a054

  日期：1995.10

  The reaction of 1,3- and 1,4-bis(bromomethyl)benzenes with 5-tert-butyltetrahydro-1,3,5-triazin-2(1H)-n-one (1) and 2-imidazolidone (2) has been used to synthesize a series of 16- and 18-membered ring calixarene analogs which incorporate cyclic urea units. The structures and conformations of these novel macrocyclic ring systems have been investigated in the solid state by X-ray crystallography and in solution by various NMR methods. The results indicate important conformational equilibria dominated by species having syn and anti alignments of the urea carbonyl groups and that interconversion of these conformers likely occurs by carbonyl through the annulus rotation. AM1 semiempirical molecular orbital geometry optimizations are consistent with these findings.
• STRUCTURE AND CONFORMATIONAL ANALYSIS OF A MACROCYCLIC LIGAND: [24, 26-DIOXO-3,6,14,17-TETRAAZAPENTACYCLO (21.0.1 1,19 .1 3,6 .1 8,12 .1 14,17 )HEXACOSAN-1(23),8(25),9,11,19,21-HEXAENE]
  作者：S. M. Malathy Sony、M. Kuppayee、M. N. Ponnuswamy、V. Murali、P. Rajakumar

  DOI：10.1080/15421400390223149

  日期：2003.1.1

  24,26-Dioxo-3,6,14,17-tetraazapentacyclo((21.0.1(1,19).1(3,6) .1 (8,12) .1(14,17))hexacosan-1(23),8(25),9,11,19,21-hexaene, C22H24N4 O (2) , FW=376.45, monoclinic,P2(1) /n,a=11.144(2) Angstrom, b=6.395(1) Angstrom, c=13.562(3) Angstrom, beta=95.81(1)degrees, V=961.5(3) Angstrom 3 , Z=2, D col =1.300 Mg/m(3) , mu=0.685 mm(-1) , F(000)=400, lambda (CuKalpha)=1.5418 Angstrom final R1 and wR2 are 0.0409 and 0.1547, respectively. The macro ligand consists of two phenyl rings and two five-membered rings forming the walls of the central cavity which has roughly a square cross-section. The orientation of the phenyl ring is antiperiplanar and approximately perpendicular to the diazacyclopentanone ring which adopts envelope conformation. The molecules are stabilized by C-H...O and C-H...pi types of intermolecular interactions in addition to van der Waals forces.