Planarity of substituted pyrrole and furan rings in (3R*, 1'S*, 3'R*)-3-(1'-tert-butylamino-1'H, 3'H-benzo[c] furan-3'- yl)-2-tert-butyl-2,3-dihydro-1H-benzo[c] pyrrol-1-one

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388955%3A_____%2F17%3A00485892" target="_blank" >RIV/61388955:_____/17:00485892 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/68378271:_____/17:00485892 RIV/00216208:11310/17:10360426

Výsledek na webu

<a href="http://dx.doi.org/10.1515/zkri-2016-2001" target="_blank" >http://dx.doi.org/10.1515/zkri-2016-2001</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1515/zkri-2016-2001" target="_blank" >10.1515/zkri-2016-2001</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Planarity of substituted pyrrole and furan rings in (3R*, 1'S*, 3'R*)-3-(1'-tert-butylamino-1'H, 3'H-benzo[c] furan-3'- yl)-2-tert-butyl-2,3-dihydro-1H-benzo[c] pyrrol-1-one

Popis výsledku v původním jazyce

The title structure, (3R*, 1' S*, 3' R*)-3-(1'-tertbutylamino- 1' H, 3' H-benzo[c] furan-3'-yl)-2-tert-butyl-2,3dihydro- 1H-benzo[c] pyrrol-1-one has been determined at 290 and 150 K by single-crystal X-ray diffraction. The structure comprises two symmetry independent molecules with very similar conformations which differ mostly by orientations of the tert-butyl groups, situated at the periphery of these molecules. The molecules are composed of two parts, the cores of which are isoindolinone and isobenzofuran rings being bound by C-C bonds. The planarities of the pyrrolone and furan rings are compared with the known structures retrieved from the Cambridge Crystal Structure Database. It transpires in the title molecules, the planarity of the carbonyl-substituted pyrrole rings is exceptionally distorted in contrast to the furan rings. This fact is just the opposite of the tendency inferred from the Cambridge Crystal Structure Database. The reason may be the influence of the voluminous tertbutyl group which is attached to the nitrogen of the pyrrole group, as well as short centroid-centroid distances between the carbonyl-substituted pyrrole and furan rings. Cohesion forces between the molecules and their parts are provided by weak interactions only: The packing suggests C-H center dot center dot center dot O, pi-pi-electron ring interactions, N-H center dot center dot center dot p-electron ring as well as C-H center dot center dot center dot pi-pi-electron ring interactions. The structure determination of the title compound, the product of the reaction of o-phthalaldehyde with tert-butylamine, has provided indication about the mechanism of a chemical reaction which resulted in the formation of the title molecule.

Název v anglickém jazyce

Planarity of substituted pyrrole and furan rings in (3R*, 1'S*, 3'R*)-3-(1'-tert-butylamino-1'H, 3'H-benzo[c] furan-3'- yl)-2-tert-butyl-2,3-dihydro-1H-benzo[c] pyrrol-1-one

Popis výsledku anglicky

The title structure, (3R*, 1' S*, 3' R*)-3-(1'-tertbutylamino- 1' H, 3' H-benzo[c] furan-3'-yl)-2-tert-butyl-2,3dihydro- 1H-benzo[c] pyrrol-1-one has been determined at 290 and 150 K by single-crystal X-ray diffraction. The structure comprises two symmetry independent molecules with very similar conformations which differ mostly by orientations of the tert-butyl groups, situated at the periphery of these molecules. The molecules are composed of two parts, the cores of which are isoindolinone and isobenzofuran rings being bound by C-C bonds. The planarities of the pyrrolone and furan rings are compared with the known structures retrieved from the Cambridge Crystal Structure Database. It transpires in the title molecules, the planarity of the carbonyl-substituted pyrrole rings is exceptionally distorted in contrast to the furan rings. This fact is just the opposite of the tendency inferred from the Cambridge Crystal Structure Database. The reason may be the influence of the voluminous tertbutyl group which is attached to the nitrogen of the pyrrole group, as well as short centroid-centroid distances between the carbonyl-substituted pyrrole and furan rings. Cohesion forces between the molecules and their parts are provided by weak interactions only: The packing suggests C-H center dot center dot center dot O, pi-pi-electron ring interactions, N-H center dot center dot center dot p-electron ring as well as C-H center dot center dot center dot pi-pi-electron ring interactions. The structure determination of the title compound, the product of the reaction of o-phthalaldehyde with tert-butylamine, has provided indication about the mechanism of a chemical reaction which resulted in the formation of the title molecule.

Druh

J_imp - Článek v periodiku v databázi Web of Science

CEP obor

—

OECD FORD obor

10403 - Physical chemistry

Projekt

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

Návaznosti

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)

Rok uplatnění

2017

Kód důvěrnosti údajů

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

Název periodika

Zeitschrift fur Kristallographie-Crystalline Materials

ISSN

2194-4946

e-ISSN

—

Svazek periodika

232

Číslo periodika v rámci svazku

6

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

12

Strana od-do

441-452

Kód UT WoS článku

000402380200004

EID výsledku v databázi Scopus

2-s2.0-85020725764