Crystal structures of three N-(3-acetyl-phen-yl)quinoline-2-carboxamides.
Acta Crystallogr E Crystallogr Commun
; 73(Pt 6): 804-808, 2017 Jun 01.
Article
em En
| MEDLINE
| ID: mdl-28638631
ABSTRACT
In the title compounds, N-(5-acetyl-2-methyl-phen-yl)quinoline-2-carboxamide [C19H16N2O2, (I)], N-(5-acetyl-2-bromo-phen-yl)quinoline-2-carboxamide [C18H13BrN2O2, (II)] and N-(5-acetyl-2-ethynylphen-yl)quinoline-2-carboxamide [C20H14N2O2, (III)], the quinoline ring system is essentially planar and forms a dihedral angles of 3.68â
(5) (I), 5.59â
(7) (II) and 1.87â
(6)° (III) with the acetyl-substituted ring. The mol-ecular structures of (I) and (III) each feature an intra-molecular N-Hâ¯N hydrogen bond, forming an S(5) ring, while in (II) an intra-molecular bifurcated N-Hâ¯(N,Br) hydrogen bond forms two S(5) rings. In the crystals, weak C-Hâ¯O hydrogen bonds link mol-ecules of (I) into C(7) chains long [010], mol-ecules of (II) into chains of R22(8) rings along [110] and mol-ecules of (III) into C(8) chains along [010]. In (I), there are no significant π-π stacking inter-actions under 4â
Å, but in both (II) and (III), π-π inter-actions link the weak hydrogen-bonded chains into layers parallel to (001) [centroid-centroid disttances of 3.748â
(1)â
Å in (II) and 3.577â
(1), 3.784â
(1) and 3.780â
(1)â
Å in (III)].
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MEDLINE
Idioma:
En
Ano de publicação:
2017
Tipo de documento:
Article