» Articles » PMID: 31391964

Crystal Structure and Hirshfeld Surface Analysis of a Conformationally Unsymmetrical Bis-chalcone: (1,4)-1,5-bis-(4-bromo-phen-yl)penta-1,4-dien-3-one

Overview
Date 2019 Aug 9
PMID 31391964
Citations 2
Authors
Affiliations
Soon will be listed here.
Abstract

In the title bis-chalcone, CHBrO, the olefinic double bonds are almost coplanar with their attached 4-bromo-phenyl rings [torsion angles = -10.2 (4) and -6.2 (4)°], while the carbonyl double bond is in an conformation with with respect to one of the C=C bonds and an conformation with respect to the other [C=C-C=O = 160.7 (3) and -15.2 (4)°, respectively]. The dihedral angle between the 4-bromo-phenyl rings is 51.56 (2)°. In the crystal, mol-ecules are linked into a zigzag chain propagating along [001] by weak C-H⋯π inter-actions. The conformations of related bis-chalcones are surveyed and a Hirshfeld surface analysis is used to investigate and qu-antify the inter-molecular contacts.

Citing Articles

Crystal structure of 4-bromo--(propyl-carbamo-yl)benzene-sulfonamide.

Bookwala M, Patel S, Flaherty P, Wildfong P Acta Crystallogr E Crystallogr Commun. 2022; 78(Pt 5):485-489.

PMID: 35547791 PMC: 9069509. DOI: 10.1107/S2056989022003723.


Crystal structure, DFT calculation, Hirshfeld surface analysis and energy framework study of 6-bromo-2-(4-bromo-phen-yl)imidazo[1,2-]pyridine.

Khamees H, Chaluvaiah K, El-Khatatneh N, Swamynayaka A, Chong K, Prasad Dasappa J Acta Crystallogr E Crystallogr Commun. 2019; 75(Pt 11):1620-1626.

PMID: 31709079 PMC: 6829731. DOI: 10.1107/S2056989019013410.

References
1.
Huang J, Tang Q, Chen X, Ye Y, Wang Y . (1E,4E)-1,5-Bis(2,6-difluoro-phen-yl)penta-1,4-dien-3-one. Acta Crystallogr Sect E Struct Rep Online. 2011; 67(Pt 4):o758. PMC: 3099841. DOI: 10.1107/S1600536811007070. View

2.
Ruanwas P, Chantrapromma S, Fun H . (1E,4E)-1,5-Bis(2,4,6-trimeth-oxy-phen-yl)penta-1,4-dien-3-one. Acta Crystallogr Sect E Struct Rep Online. 2011; 67(Pt 1):o33-4. PMC: 3050352. DOI: 10.1107/S1600536810049299. View

3.
Samshuddin S, Butcher R, Akkurt M, Narayana B, Sarojini B, Yathirajan H . (1E,4E)-1-(3-Nitro-phen-yl)-5-phenyl-penta-1,4-dien-3-one. Acta Crystallogr Sect E Struct Rep Online. 2012; 68(Pt 1):o74-5. PMC: 3254429. DOI: 10.1107/S1600536811052548. View

4.
Park D, Ramkumar V, Parthiban P . (1E,4E)-1,5-Bis[2-(trifluoro-meth-yl)phen-yl]penta-1,4-dien-3-one. Acta Crystallogr Sect E Struct Rep Online. 2013; 69(Pt 2):o177. PMC: 3569239. DOI: 10.1107/S1600536812051586. View

5.
Groom C, Bruno I, Lightfoot M, Ward S . The Cambridge Structural Database. Acta Crystallogr B Struct Sci Cryst Eng Mater. 2016; 72(Pt 2):171-9. PMC: 4822653. DOI: 10.1107/S2052520616003954. View