Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2014 Jul 11;70(Pt 8):o861-2.
doi: 10.1107/S1600536814015463. eCollection 2014 Aug 1.

(Z)-2,3-Di-chloro-1,4-bis-(4-chloro-phen-yl)but-2-ene-1,4-dione

Ram K Tittal  1 , Satish Kumar  2 , R N Ram  1
Affiliations

(Z)-2,3-Di-chloro-1,4-bis-(4-chloro-phen-yl)but-2-ene-1,4-dione

Ram K Tittal et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C16H8Cl4O2, crystallizes with two independent mol-ecules in the asymmetric unit. Both mol-ecules have a Z conformation around the central double bond and they show significantly different C-C-C-O torsion angles between the aromatic ring and the carbonyl group [30.1 (7) and 3.9 (7)° in one molecule and 23.5 (7) and 9.3 (8)° in the other]. The crystal packing shows short halogen Cl⋯O [3.003 (5) and 3.246 (4) Å] and Cl⋯Cl [3.452 (2) Å] contacts and aromatic C-H⋯Cl and C-H⋯O inter-actions link the molecules, resulting in chains propogating along [100]. The crystal structure also features π-π stacking inter-actions between aromatic units of the two independent mol-ecules, with a centroid-centroid distance of 3.9264 (6) Å.

Keywords: crystal structure.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
The molecular structure of the title compound, with atom labels and 50% probability displacement ellipsoids for non-H atoms showing π-π stacking interactions.
Fig. 2.
Fig. 2.
The packing diagram of the title compound showing short intermolecular halogen bond Cl···O interactions.
Fig. 3.
Fig. 3.
Structure of the title compound showing Cl···Cl, O···Cl, C—H···Cl and C—H···O interactions.
See this image and copyright information in PMC

References

    1. Agarwal, P., Mishra, P., Gupta, N., Neelam, , Sahoo, P. & Kumar, S. (2014). Acta Cryst. E70, o418. - PMC - PubMed
    1. Bruker (2000). SMART, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Clark, A. J. (2002). Chem. Soc. Rev. 31, 1–11. - PubMed
    1. Flack, H. D. (1983). Acta Cryst. A39, 876–881.
    1. Gonnade, R. G., Bhadbhade, M. M. & Shashidhar, M. S. (2008). CrystEngComm, 10, 288–296.