(2E)-1-(2,6-Dichloro-3-fluorophenyl)-3-(4-fluorophenyl)prop-2-en-1-one

Abstract

In the title compound, C15H8Cl2F2O, the C=C double bond is in the E configuration. In the cyrstal, C—H⋯O hydrogen bonds connect the mol­ecules into chains along the c axis. A π–π inter­action of 3.628 (1) Å is also observed between two polyhalogenated benzene rings. The dichloro­substituted ring exhibits partial disorder over two sets of sites, with site-occupancy factors of 0.573 (3) and 0.427 (3).

4-[(1E)-3-(2,6-Dichloro-3-fluorophenyl)-3-oxoprop-1-en-1-yl]benzonitrile

“…In (I) ( Fig. 1), all bond lengths and angles are normal and correspond to those observed in (2E)-1-(2,6-dichloro-3fluorophenyl)-3-(4-fluorophenyl)prop-2-en-1-one (Betz et al, 2012). The fluorine atom is disordered over two positions with site occupancy factors of 0.530 (3) and 0.470 3, respectively.…”

“…For the biological activity of chalcones, see: Rajendra Prasad et al (2008); Shivakumar et al (2005); Churkin et al (1982); Herencia et al (1998). For a related structure, see: Betz et al (2012). For the graph-set analysis of hydrogen bonds, see: Etter et al (1990); Bernstein et al (1995).…”

(2E)-1-(2,6-Dichloro-3-fluorophenyl)-3-phenylprop-2-en-1-one

“…Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al, 2008); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 (Lin et al, 2002), anticancer (Modzelewska et al, 2006) and antifungal agents (Svetaz et al, 2004). The crystal structures of some chalcones such as (2E)-1-(2,6-Dichloro-3-fluorophenyl)-3-(4-fluorophenyl)prop-2-en-1-one (Betz et al, 2012) have been reported in the literature. As part of our ongoing studies on chalcones, the title compound was synthesized and characterized by X-ray diffraction.…”

“…For related structures, see: Betz et al (2012). For graph-set analysis of hydrogen bonds, see: Etter et al (1990); Bernstein et al (1995).…”

(2E)-1-(2,6-Dichloro-3-fluorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one

“…They are also finding application as organic nonlinear optical materials (NLO) for their SHG conversion efficiency (Sarojini et al, 2006). Crystal structures of some related chalcones, viz., (2E)-1-(2,4-dichlorophenyl)-3-(2-hydroxy-3-methoxyphenyl)prop-2-en-1-one (Yathirajan et al, 2007) and (2E)-1-(2,6-dichloro-3-fluorophenyl)-3-(4-fluorophenyl)prop-2-en-1-one (Betz et al, 2012) have been reported. As part of our ongoing studies on chalcones, the title compound (I), C 16 H 11 C l2 FO 2 , was synthesized and its crystal structure is reported.…”