Hydrogen-bonding control of molecular self-assembly: formation of a 2 + 2 complex in solution and in the solid state

1993 ◽  
Vol 115 (12) ◽  
pp. 5314-5315 ◽  
Author(s):  
Ji Yang ◽  
Erkang Fan ◽  
Steven J. Geib ◽  
Andrew D. Hamilton
Author(s):  
Kenji Kobayashi ◽  
Masayuki Koyanagi ◽  
Ken Endo ◽  
Hideki Masuda ◽  
Yasuhiro Aoyama

2018 ◽  
Vol 74 (8) ◽  
pp. 1151-1154
Author(s):  
Pushpendra Singh ◽  
Harkesh B. Singh ◽  
Ray J. Butcher

In the title compound, [HgCl2(C16H28N2Se)], the primary geometry around the Se and Hg atoms is distorted trigonal–pyramidal and distorted square-pyramidal, respectively. The distortion of the molecular geometry in the complex is caused by the steric demands of the ligands attached to the Se atom. The Hg atom is coordinated through two chloride anions, an N atom and an Se atom, making up an unusual HgNSeCl2 coordination sphere with an additional long Hg...N interaction. Intermolecular C—H...Cl interactions are the only identified intermolecular hydrogen-bonding interactions that seem to be responsible for the self assembly. These relatively weak C—H...Cl hydrogen bonds possess the required linearity and donor–acceptor distances. They act as molecular associative forces that result in a supramolecular assembly along the b-axis direction in the solid state of the title compound.


2012 ◽  
Vol 68 (10) ◽  
pp. o383-o386 ◽  
Author(s):  
Alvaro S. de Sousa ◽  
Denzel Sannasy ◽  
Manuel A. Fernandes ◽  
Helder M. Marques

The title macrocyclic amino alcohol compound, C14H30N4O, is investigated as a solid-state synthon for the design of a self-assembled tubular structure. It crystallizes in a helical column constructed by stereospecific O—H...N and N—H...N interactions. The hydrogen-bonding interactions, dependent upon macrocyclic ring helicity and molecular conformation, linkR,RandS,Senantiomers in a head-to-tail fashion, forming a continuous hydrophilic inner core.


2020 ◽  
Vol 235 (1-2) ◽  
pp. 47-51
Author(s):  
Arpita Dutta ◽  
Suven Das ◽  
Purak Das ◽  
Suvendu Maity ◽  
Prasanta Ghosh

AbstractN-(N-benzoyl glycinyl)-N,N′-dicyclohexylurea was synthesised by conjugating N-benzoyl glycine and dicyclohexylcarbodiimide (DCC) using triethylamine as base catalyst. A single crystal X-ray diffraction study reveals that the compound self-assembles into a supramolecular sheet structure by intermolecular N–H · · · O, C–H · · · O hydrogen bonding and non-bonding van der Waals interactions. A high resolution transmission electronic microscopic (HR-TEM) image of the compound exhibits formation of fibrils in the solid state.


Author(s):  
Michael J. Krische ◽  
Jean-Marie Lehn ◽  
Eugene Cheung ◽  
Gavin Vaughn ◽  
Amy L. Krische

Author(s):  
Tomislav Stolar ◽  
Stipe Lukin ◽  
Maša Rajić Linarić ◽  
Martin Etter ◽  
Krunoslav Užarević ◽  
...  

Despite its immense relevance in the context of the emergence of life, the pairing of nucleobases has only been observed for regioselectively methylated adenine and thymine. This is surprising as it raises the question why would nucleobases be incorporated into DNA if they were unable to self-assemble beforehand. Here, we have discovered that elusive pairing of methylated guanine and cytosine is readily available in the solid state by heating, where the two nucleobases self-assemble via Watson-Crick hydrogen-bonding. Dry heating preserves DNA-specificity as a four-component mixture of nucleobases provides self-assembly only of complementary pairs. We thus emphasize the importance of the solid state as the reaction medium, even for the supramolecular chemistry of life, which was thus far underexplored in the prebiotic context.<br>


2014 ◽  
Vol 174 ◽  
pp. 297-312 ◽  
Author(s):  
Hayden T. Black ◽  
Huaping Lin ◽  
Francine Bélanger-Gariépy ◽  
Dmitrii F. Perepichka

The supramolecular structure of organic semiconductors (OSCs) is the key parameter controlling their performance in organic electronic devices, and thus methods for controlling their self-assembly in the solid state are of the upmost importance. Recently, we have demonstrated the co-assembly of p- and n-type organic semiconductors through a three-point hydrogen-bonding interaction, utilizing an electron-rich dipyrrolopyridine (P2P) heterocycle which is complementary to naphthalenediimides (NDIs) both in its electronic structure and H bonding motif. The hydrogen-bonding-mediated co-assembly between P2P donor and NDI acceptor leads to ambipolar co-crystals and provides unique structural control over their solid-state packing characteristics. In this paper we expand our discussion on the crystal engineering aspects of H bonded donor–acceptor assemblies, reporting three new single co-crystal X-ray diffraction structures and analyzing the different packing characteristics that arise from the molecular structures employed. Particular attention is given toward understanding the formation of the two general motifs observed, segregated and mixed stacks. Co-assembly of the donor and acceptor components into a single, crystalline material, allows the creation of ambipolar semiconductors where the mutual arrangement of p- and n-conductive channels is engineered by supramolecular design based on complementary H bonding.


Tetrahedron ◽  
2000 ◽  
Vol 56 (43) ◽  
pp. 8419-8427 ◽  
Author(s):  
Abdullah Zafar ◽  
Steven J. Geib ◽  
Yoshitomo Hamuro ◽  
Andrew J. Carr ◽  
Andrew D. Hamilton

Sign in / Sign up

Export Citation Format

Share Document