(2E)-1-(2,4-Di­chloro­phen­yl)-3-[4-(di­ethyl­amino)-2-hy­droxy­phen­yl]prop-2-en-1-one

Jasinski, Jerry P. and Butcher, Ray J. and Mayekar, Anil N. and Narayana, B. and Yathirajan, H. S. (2007) (2E)-1-(2,4-Di­chloro­phen­yl)-3-[4-(di­ethyl­amino)-2-hy­droxy­phen­yl]prop-2-en-1-one. Acta Crystallographica Section E, 63 (11). o4231-o4232. ISSN 2056-9890

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Abstract

In the title mol­ecule, C19H19Cl2NO2, the angle between the mean planes of the 2,4-dichloro­phenyl and 2-hydroxy­phenyl groups is 81.8 (2)°. The ketone oxygen of the prop-2-en-1-one group is twisted in a synclinal conformation with the 2,4-dichloro­phenyl group [torsion angle = −75.7 (2)°]. The two diethyl extensions from the 4-(diethyl­amino)-2-hydroxy­phenyl group are twisted in anti- and syn-periplanar conformations. Crystal packing is stabilized by inter­molecular C—H⋯O hydrogen bonding between the ketone O atom from the prop-2-en-1-one group and H atoms from both the 2-hydroxy­phenyl ring and the hydr­oxy group; these hydrogen bonds link the mol­ecules into chains along the diagonal of the bc face of the unit cell. The 2-hydroxy­phenyl rings are stacked obliquely parallel to the ab face while the 2,4-dichloro­phenyl rings are stacked obliquely parallel to the bc face of the unit cell, each in an inverted conformation. Additional inter­molecular packing inter­actions occur between π orbitals of the 4-hydroxy­phenyl ring and an H atom from a nearby 2,4-dichloro­phenyl ring.

Item Type:	Article
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	C Swapna Library Assistant
Date Deposited:	05 Sep 2019 05:56
Last Modified:	05 Sep 2019 05:56
URI:	http://eprints.uni-mysore.ac.in/id/eprint/7599

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