2009
DOI: 10.1107/s1600536809053446
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(2E)-3-(4-Bromophenyl)-1-(3-chlorophenyl)prop-2-en-1-one

Abstract: In the title compound, C15H10BrClO, the dihedral angle between mean planes of the bromo- and chloro-substituted benzene rings is 46.2 (2)° compared to 45.20 (9)° in the structure with the Cl substituent in the meta position of the aromatic ring. The dihedral angles between the mean plane of the prop-2-ene-1-one group and the mean planes of the 4-bromo­phenyl and 3-chloro­phenyl rings are 28.7 (5) and 24.2 (4)°, respectively. In the crystal, weak inter­molecular C—H⋯π inter­actions occur.

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Cited by 3 publications
(5 citation statements)
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“…The molecular structure of 1-(2-hydroxy-5-methylphenyl)-3-(3-methylthiophen-2-yl)prop-2-en-1-one, consists of a phenyl ring and a thiophen ring attached to a propanone chain at 1,3-position. The bond lengths C7-C9, C9-O10, C9-C11, C11-C12, C12-C13 and bond angles C7-C9-O10, O10-C9-C11 are in good agreement with those of the similar compounds reported earlier (Jasinski et al, 2009;Jasinski et al, 2010). The torsion angle for C12-C13-C17-C18 is -1.71°…”
Section: Sup-1supporting
confidence: 88%
See 1 more Smart Citation
“…The molecular structure of 1-(2-hydroxy-5-methylphenyl)-3-(3-methylthiophen-2-yl)prop-2-en-1-one, consists of a phenyl ring and a thiophen ring attached to a propanone chain at 1,3-position. The bond lengths C7-C9, C9-O10, C9-C11, C11-C12, C12-C13 and bond angles C7-C9-O10, O10-C9-C11 are in good agreement with those of the similar compounds reported earlier (Jasinski et al, 2009;Jasinski et al, 2010). The torsion angle for C12-C13-C17-C18 is -1.71°…”
Section: Sup-1supporting
confidence: 88%
“…For the bioactivity of related compounds, see: Ratty (1988); Sato et al (1996); Tencate et al (1973); Murakami et al (1992); Gerdin & Srensso (1983); Shahidi et al(1988); Jayashree et al (2008); Nijveldt et al (2001); Varma & Kinoshita (1976). For related structures, see: Jasinski et al (2009Jasinski et al ( , 2010.…”
Section: Related Literaturementioning
confidence: 99%
“…The molecular hyperpolarizability is strongly influenced, not only by the electronic effect, but also by the steric effect of the substituent (Cho et al, 1996). The crystal structure studies of 2,3-dibromo-1-(2,4-dichlorophenyl)-3-(4,5-dimethoxy-2-nitrophenyl) propan-1-one (Yathirajan et al, 2007); (2E)-1-(4-methylphenyl)-3-(4-nitrophenyl)prop-2-en-1-one (Butcher et al, 2007a); (E)-3-(4fluorophenyl)-1-(4-methylphenyl)prop-2-en-1-one (Butcher et al, 2007b); (2E)-3-(2-bromo-5-methoxyphenyl)-1-(2,4-dichlorophenyl) prop-2-en-1-one (Butcher et al, 2007c); (E)-3-(4-bromophenyl)-1-(3,4-dichlorophenyl)prop-2-en-1-one (Kant et al, 2009); (2E)-3-(4-bromophenyl)-1-(3-chlorophenyl) prop-2-en-1-one (Jasinski et al, 2010a); (2E)-1-(4bromophenyl)-3-(4-fluorophenyl)prop-2-en-1-one (Dutkiewicz et al, 2010)…”
Section: S1 Commentmentioning
confidence: 99%
“…Chalcones are finding applications as organic non-linear optical materials (NLO) due to their good SHG conversion efficiencies (Sarojini et al, 2006). Hence, in continuation with our synthesis and crystal structure determinations of similar compounds (Jasinski et al, 2009;Jasinski et al, 2010) and also owing to the importance of these flavanoid analogs, this new bromo-chloro substituted chalcone, C 15 H 10 BrClO, is synthesized and its crystal structure is reported.…”
Section: Sup-1mentioning
confidence: 90%
“…For their non-linear optical properties, see: Sarojini et al (2006). For related structures, see: Fun et al (2008); Li et al (2009); Ng et al (2006); Teh et al (2007); Yang et al (2006), Jasinski et al (2009Jasinski et al ( , 2010. For bond-length data, see: Allen et al (1987).…”
Section: Related Literaturementioning
confidence: 99%