(E)-1-(4-Amino-phen-yl)-3-(naphthalen-2-yl)prop-2-en-1-one
- PMID: 21754504
- PMCID: PMC3089117
- DOI: 10.1107/S1600536811014024
(E)-1-(4-Amino-phen-yl)-3-(naphthalen-2-yl)prop-2-en-1-one
Abstract
The mol-ecule of the title chalcone derivative, C(19)H(15)NO, exists in a trans configuration with respect to the C=C double bond. The mol-ecule is slightly twisted with a dihedral angle of 6.12 (12)° between the benzene ring and the naphthalene ring system. The prop-2-en-1-one bridge is nearly planar, with an r.m.s. deviation of 0.0194 (2), and makes dihedral angles of 8.05 (19) and 11.47 (18)° with the benzene ring and the naphthalene ring system, respectively. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds into chains along the b axis. Weak N-H⋯π and C-H⋯π inter-actions and a short N⋯O contact [2.974 (4) Å] are also observed.
Figures
Similar articles
-
(2E)-3-(6-Meth-oxy-naphthalen-2-yl)-1-[4-(methyl-sulfan-yl)phen-yl]prop-2-en-1-one.Acta Crystallogr Sect E Struct Rep Online. 2012 Jul 1;68(Pt 7):o2277-8. doi: 10.1107/S1600536812028930. Epub 2012 Jun 30. Acta Crystallogr Sect E Struct Rep Online. 2012. PMID: 22798922 Free PMC article.
-
(E)-1-(2-Amino-phen-yl)-3-(3,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one.Acta Crystallogr Sect E Struct Rep Online. 2011 Sep 1;67(Pt 9):o2485-6. doi: 10.1107/S1600536811033861. Epub 2011 Aug 27. Acta Crystallogr Sect E Struct Rep Online. 2011. PMID: 22064816 Free PMC article.
-
(E)-1-(4-Amino-phen-yl)-3-(pyridin-3-yl)prop-2-en-1-one.Acta Crystallogr Sect E Struct Rep Online. 2011 Jul 1;67(Pt 7):o1770-1. doi: 10.1107/S1600536811023634. Epub 2011 Jun 22. Acta Crystallogr Sect E Struct Rep Online. 2011. PMID: 21837148 Free PMC article.
-
(Z)-3-(Anthracen-9-yl)-1-(2-eth-oxy-phen-yl)prop-2-en-1-one.Acta Crystallogr Sect E Struct Rep Online. 2010 Sep 30;66(Pt 10):o2669-70. doi: 10.1107/S1600536810038183. Acta Crystallogr Sect E Struct Rep Online. 2010. PMID: 21587640 Free PMC article.
-
(E)-3-(Anthracen-9-yl)-1-(2-bromo-phen-yl)prop-2-en-1-one.Acta Crystallogr Sect E Struct Rep Online. 2010 Nov 27;66(Pt 12):o3312-3. doi: 10.1107/S1600536810048476. Acta Crystallogr Sect E Struct Rep Online. 2010. PMID: 21589590 Free PMC article.
Cited by
-
(2E)-3-(6-Meth-oxy-naphthalen-2-yl)-1-[4-(methyl-sulfan-yl)phen-yl]prop-2-en-1-one.Acta Crystallogr Sect E Struct Rep Online. 2012 Jul 1;68(Pt 7):o2277-8. doi: 10.1107/S1600536812028930. Epub 2012 Jun 30. Acta Crystallogr Sect E Struct Rep Online. 2012. PMID: 22798922 Free PMC article.
References
-
- Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.
-
- Bandgar, B. P. & Gawande, S. S. (2010). J. Bioorg. Med. Chem 18, 2060–2065. - PubMed
-
- Bruker (2009). APEX2, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
-
- Cheng, J. H., Hung, C.-F., Yang, S. C., Wang, J.-P., Won, S.-J. & Lin, S.-J. (2008). J. Bioorg. Med. Chem 16, 7270–7276. - PubMed
-
- Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105–107.
LinkOut - more resources
Full Text Sources
Research Materials