Unprecedented .pi. ... .pi. interaction between an aromatic ring and a pseudo-aromatic ring formed through intramolecular H-bonding in a bidentate Schiff base ligand: crystal structure and DFT calculations

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61389013%3A_____%2F11%3A00363269" target="_blank" >RIV/61389013:_____/11:00363269 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/00216224:14740/11:00049913

Výsledek na webu

<a href="http://dx.doi.org/10.1039/c1cp21047e" target="_blank" >http://dx.doi.org/10.1039/c1cp21047e</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1039/c1cp21047e" target="_blank" >10.1039/c1cp21047e</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Unprecedented .pi. ... .pi. interaction between an aromatic ring and a pseudo-aromatic ring formed through intramolecular H-bonding in a bidentate Schiff base ligand: crystal structure and DFT calculations

Popis výsledku v původním jazyce

A combination of a single crystal X-ray diffraction study and density functional theory calculations has been applied to a bidentate Schiff base compound to elucidate different cooperative non-covalent interactions involved in the stabilization of the keto form over the enol one in the solid state. The single crystal X-ray structure reveals a remarkable supramolecular assembly of the keto form through a cyclic hydrogen bonded dimeric motif. The most interesting feature in the supramolecular assembly isthe formation of a dimer of dimer? motif by ? ?, CH ? and N O/O O interactions in which the ? ? interaction involving the aromatic phenyl ring and the intramolecularly hydrogen bonded pseudo-aromatic ring of the keto form lying just above or below the phenyl ring of the other dimer seems to be unprecidented. The optimized geometry of the hydrogen bonded dimeric motif of the keto form has been obtained by DFT calculations and agrees very well with that found within the crystalline state.

Název v anglickém jazyce

Unprecedented .pi. ... .pi. interaction between an aromatic ring and a pseudo-aromatic ring formed through intramolecular H-bonding in a bidentate Schiff base ligand: crystal structure and DFT calculations

Popis výsledku anglicky

A combination of a single crystal X-ray diffraction study and density functional theory calculations has been applied to a bidentate Schiff base compound to elucidate different cooperative non-covalent interactions involved in the stabilization of the keto form over the enol one in the solid state. The single crystal X-ray structure reveals a remarkable supramolecular assembly of the keto form through a cyclic hydrogen bonded dimeric motif. The most interesting feature in the supramolecular assembly isthe formation of a dimer of dimer? motif by ? ?, CH ? and N O/O O interactions in which the ? ? interaction involving the aromatic phenyl ring and the intramolecularly hydrogen bonded pseudo-aromatic ring of the keto form lying just above or below the phenyl ring of the other dimer seems to be unprecidented. The optimized geometry of the hydrogen bonded dimeric motif of the keto form has been obtained by DFT calculations and agrees very well with that found within the crystalline state.

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CD - Makromolekulární chemie

OECD FORD obor

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Projekt

Výsledek vznikl pri realizaci vícero projektů. Více informací v záložce Projekty.

Návaznosti

Z - Vyzkumny zamer (s odkazem do CEZ)

Rok uplatnění

2011

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Physical Chemistry Chemical Physics

ISSN

1463-9076

e-ISSN

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Svazek periodika

13

Číslo periodika v rámci svazku

35

Stát vydavatele periodika

GB - Spojené království Velké Británie a Severního Irska

Počet stran výsledku

9

Strana od-do

15845-15853

Kód UT WoS článku

000294167700015

EID výsledku v databázi Scopus

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