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231225s2017 xx |||||o 00| ||eng c |
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|a 10.1021/acs.langmuir.7b02207
|2 doi
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|a pubmed24n0921.xml
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|a eng
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|a Nuermaimaiti, Ajiguli
|e verfasserin
|4 aut
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| 245 |
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|a Influence of CH···N Interaction in the Self-Assembly of an Oligo(isoquinolyne-ethynylyne) Molecule with Distinct Conformational States
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|c 2017
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|a Text
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|a ƒaComputermedien
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|a ƒa Online-Ressource
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|a Date Completed 30.07.2018
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|a Date Revised 30.07.2018
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|a published: Print-Electronic
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|a Citation Status PubMed-not-MEDLINE
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|a Molecular conformational flexibility can play an important role in supramolecular self-assembly on surfaces, affecting not least chiral molecular assemblies. To explicitly and systematically investigate the role of molecular conformational flexibility in surface self-assembly, we synthesized a three-bit conformational switch where each of three switching units on the molecules can assume one of two distinct binary positions on the surface. The molecules are designed to promote C-H···N type hydrogen bonds between the switching units. While supramolecular self-assembly based on strong hydrogen-bonding interactions has been widely explored, less is known about the role of such weaker directional interactions for surface self-assembly. The synthesized molecules consist of three nitrogen-containing isoquinoline (IQ) bits connected by ethynylene spokes and terminated by tert-butyl (tBu) groups. Using high-resolution scanning tunnelling microscopy, we investigate the self-assembly of the IQ-tBu molecules on a Au(111) surface under ultrahigh-vacuum conditions. The molecules form extended domains of brick-wall structure where the molecular backbones are packed regularly but without selection of specific molecular conformations. However, statistical analysis of the extended network demonstrates alignment/correlation for the orientations of the switching units indicating specific interactions. The primary interaction motifs in the structure are quantified from DFT calculations, showing that the brick-wall structure is indeed stabilized by two types of weak C-H···N bonds, involving either aromatic hydrogens on the IQ groups or nonaromatic hydrogens on the tBu groups. Analysis of the C-H···N interactions in the brick-wall structure explains the observed distribution and alignment of molecular conformations as well as the overall organization of the molecular surface structures
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|a Journal Article
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|a Research Support, Non-U.S. Gov't
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|a Ning, Yanxiao
|e verfasserin
|4 aut
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|a Cramer, Jacob L
|e verfasserin
|4 aut
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|a Svane, Katrine L
|e verfasserin
|4 aut
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|a Hammer, Bjørk
|e verfasserin
|4 aut
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|a Gothelf, Kurt V
|e verfasserin
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|a Linderoth, Trolle R
|e verfasserin
|4 aut
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| 773 |
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|i Enthalten in
|t Langmuir : the ACS journal of surfaces and colloids
|d 1992
|g 33(2017), 41 vom: 17. Okt., Seite 10782-10791
|w (DE-627)NLM098181009
|x 1520-5827
|7 nnns
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|g volume:33
|g year:2017
|g number:41
|g day:17
|g month:10
|g pages:10782-10791
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|u http://dx.doi.org/10.1021/acs.langmuir.7b02207
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