(E)-1-(4-Bromophenyl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

Abstract

The mol­ecule of the title chalcone derivative, C18H17BrO4, is twisted, the dihedral angle between the 4-bromo­phenyl and 2,4,6-trimethoxy­phenyl rings being 39.17 (6)°. The three meth­oxy groups are oriented in two different conformations whereby two meth­oxy groups are coplanar, whereas the third is twisted with respect to the attached benzene ring [C—O—C—C torsion angles of −2.84 (18), −2.80 (18) and −9.31 (18)°]. Weak intra­molecular C—H⋯O inter­actions generate two S(5) and one S(6) ring motifs. In the crystal structure, mol­ecules are linked into supra­molecular sheets parallel to the bc plane by weak C—H⋯O inter­actions. These sheets are stacked along the a axis. The crystal structure is further stabilized by weak C—H⋯π inter­actions.

3-(4-Bromophenyl)-5-[4-(dimethylamino)phenyl]-4,5-dihydro-1H-pyrazole-1-carbothioamide

“…The carbothioamide is slightly twisted from the pyrazole ring as indicated by the torsions angles N4-C18-N2-N1 = 5.51 (14)° and S1-C18-N2-N1 = -172.28 (7)°. The bond distances agree with the literature values (Allen et al, 1987) and are comparable to those observed in related structures (Chantrapromma et al, 2009;Suwunwong et al, 2009).…”

“…For background to chalcone synthesis and the biological activity of pyrazole derivatives, see: Bekhit et al (2008); Ono et al (2007); Cottineau et al (2002); Gadakh et al (2010); Hall et al (2008); Hoepping et al (2007); Mikhaylichenko et al (2009); Park et al (2005) Souza et al (2002); Xie et al (2008). For related structures, see; Chantrapromma et al (2009); Suwunwong et al (2009). For the stability of the temperature controller used in the data collection, see Cosier & Glazer (1986).…”

(2E)-1-(Pyridin-2-yl)-3-(2,4,6-trimethoxyphenyl)prop-2-en-1-one

“…In the molecule, a weak intramolecular C7-H7A•••O4 interaction (Table 1) generates an S(6) ring motif (Bernstein et al, 1995). The bond distances are of normal values (Allen et al, 1987) and comparable with related structures (Chantrapromma et al, 2009;Fun et al, 2010;.…”

“…For hydrogenbond motifs, see: Bernstein et al (1995). For related structures, see: Chantrapromma et al (2009); Fun et al (2010Fun et al ( , 2011. For background to and applications of chalcones and heteroaryl chalcones, see: Bandgar et al (2010); Gacche et al (2008); Go et al (2005); Isomoto et al (2005); Jung et al (2008); Suwunwong et al (2011); Tewtrakul et al (2003).…”

“…Furthermore they also exhibit fluorescent property (Jung et al, 2008;Suwunwong et al, 2011). In our on-going research on the biological and fluorescent properties of chalcones and heteroaryl chalcones (Chantrapromma et al, 2009;Fun et al, 2010Fun et al, , 2011Suwunwong et al, 2011), the title heteroaryl chalcone derivative (I) was synthesized in order to study the effects of substituted positions on the fluorescent property in comparision with the closely related compounds (Fun et al, 2011;Suwunwong et al, 2011). In addition (I) was also tested for analgesic and antibacterial activities.…”