In the title molecule, C~16~H~11~Br~3~Cl~2~O~2~, the chain Br atoms are in __trans__ positions [Br—C—C—Br torsion angle is 179.0 (2)°]. The two benzene rings make a dihedral angle of 39.54 (15)°. The crystal packing is determined by van der Waals forces; some weak π–π interactions between the benzen
(2Z)-2-Bromo-3-[3,5-dibromo-4-(ethylamino)phenyl]-1-(2,4-dichlorophenyl)prop-2-en-1-one
✍ Scribed by Butcher, Ray J. ;Jasinski, Jerry P. ;Mayekar, Anil N. ;Narayana, B. ;Yathirajan, H. S.
- Publisher
- International Union of Crystallography
- Year
- 2007
- Tongue
- English
- Weight
- 656 KB
- Volume
- 63
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
In the title compound, C~17~H~12~Br~3~Cl~2~NO, the mean planes of the 3,5-dibromo-4-phenyl and 2,4-dichlorophenyl groups make a dihedral angle of 72.4 (2)°. The dihedral angles between the 2-bromoprop-2-en-1-one group and the two phenyl ring groups (3,5-dibromo-4-phenyl and 2,4-dichlorophenyl) are 71.1 (1) and 10.9 (4)°, respectively. The crystal packing is stabilized by intermolecular N—H...O hydrogen-bond interactions between the ethylamino H atom and the propyl ketone O atom, with the 3,5-dibromo-4-phenyl rings linked in chains in an alternate inverted pattern parallel and oblique to the ac face and diagonally along the a axis of the unit cell. An intramolecular hydrogen bond between the ethyl amino H atom and the 5-Br atom from the 3,5-dibromo-4-phenyl group helps stabilize the molecular conformation.
📜 SIMILAR VOLUMES
The title compound, C 20 H 13 Br 3 Cl 2 O 2 , arose unexpectedly as the product of a bromination reaction. The bromo substituents at the central C-C single bond are trans to each other ] and the dihedral angle between the mean planes of the aromatic ring systems is 38.28 (10) .