The art of stacking: structural folding and self-assembly of branched π-conjugation assisted by O-H•••O and C-H•••F hydrogen bonds

被引：10
|
作者：
Lee, Ho Yong [1 ]
Olasz, Andras [1 ]
Pink, Maren [1 ]
Park, Hyunsoo [1 ]
Lee, Dongwhan [1 ]
机构：
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
来源：
CHEMICAL COMMUNICATIONS | 2011年 / 47卷 / 01期
基金：
美国国家科学基金会;
关键词：
CRYSTAL-STRUCTURES; ORGANIC FLUORINE; POLYMORPHISM; RECOGNITION; RECEPTORS; FOLDAMERS; STATE;
D O I：
10.1039/c0cc02177f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An intimate interplay of O-H center dot center dot center dot center dot O/C-H center dot center dot center dot center dot F hydrogen bonds and p-p stacking interactions allows a phenyleneethynylene-based dendritic molecule to fold and self-assemble into two distinctively different molecular crystals as pseudopolymorphs.
引用
收藏
页码：481 / 483
页数：3
相关论文
共 50 条
  • [41] Comparative estimation of the energies of intramolecular C-H…O, N-H…O, and O-H…O hydrogen bonds according to the QTAIM analysis and NMR spectroscopy data
    A. V. Vashchenko
    A. V. Afonin
    Journal of Structural Chemistry, 2014, 55 : 636 - 643
  • [42] 3-Nitrophthalic acid:: C(4) and R22(8) motifs of O-H•••O hydrogen bonds generate sheets which are linked by C-H•••O hydrogen bonds
    Glidewell, C
    Low, JN
    Skakle, JMS
    Wardell, JL
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2003, 59 : O144 - O146
  • [43] Proline C-H Bonds as Loci for Proline Assembly via C-H/O Interactions
    Daniecki, Noah J.
    Bhatt, Megh R.
    Yap, Glenn P. A.
    Zondlo, Neal J.
    CHEMBIOCHEM, 2022, 23 (24)
  • [44] MP2 and QCISD(T) study on the convergence of interaction energies of weak O-H•••F-C, C-H•••O, and C-H•••F-C hydrogen bridges
    Hyla-Kryspin, Isabella
    Haufe, Guenter
    Grimme, Stefan
    CHEMICAL PHYSICS, 2008, 346 (1-3) : 224 - 236
  • [45] Coplanar recognition by a Rebek cleft is provided by cooperative structural effects involving a combination of O-H•••O, O-H•••N, and C-H•••O forces
    MacGillivray, LR
    Siebke, MM
    Reid, JL
    ORGANIC LETTERS, 2001, 3 (09) : 1257 - 1260
  • [46] Weak C-H•••O and C-H•••π hydrogen bonds in crystal 1-indanone.: An structural and spectroscopic analysis
    Ruiz, TP
    Fernández-Gómez, M
    González, JJL
    Koziol, AE
    Roldán, JMG
    JOURNAL OF MOLECULAR STRUCTURE, 2004, 707 (1-3) : 33 - 46
  • [47] Self-assembly of halogenated cobaltacarborane compounds:: Boron-assisted C-H•••X-B hydrogen bonds?
    Planas, Jose Giner
    Teixidor, Francesc
    Vinas, Clara
    Light, Mark E.
    Hursthouse, Michael B.
    CHEMISTRY-A EUROPEAN JOURNAL, 2007, 13 (09) : 2493 - 2502
  • [48] Seven organic salts assembled from hydrogen-bonds of N-H•••O, O-H•••O, and C-H•••O between acidic compounds and bis(benzimidazole)
    Jin, Shouwen
    Liu, Hui
    Gao, Xin Jun
    Lin, Zhanghui
    Chen, Guqing
    Wang, Daqi
    JOURNAL OF MOLECULAR STRUCTURE, 2014, 1075 : 124 - 138
  • [49] C-H•••O HYDROGEN BONDS OBSERVED BY X-RAY DIFRACTION IN BISIMINE SELF MOLECULAR ASSEMBLY
    Reyes-A, A.
    Najera-M, J.
    Salgado-Z, H.
    Tamariz-M, J.
    ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 1999, 55 : 447 - 447
  • [50] Characteristics of electroreduction of C-H and O-H bonds in compounds with movable hydrogen atom on cathodes from ternary intermetallides
    Protsailo, TA
    Rez, YF
    Matviishin, LA
    ZHURNAL OBSHCHEI KHIMII, 1996, 66 (05): : 842 - 844
12345