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. 2014 Aug 23;70(Pt 9):o1049-50.
doi: 10.1107/S1600536814018790. eCollection 2014 Sep 1.

Crystal structure of (Z)-2,3-di-chloro-1,4-bis-(4-meth-oxy-phen-yl)but-2-ene-1,4-dione

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

Crystal structure of (Z)-2,3-di-chloro-1,4-bis-(4-meth-oxy-phen-yl)but-2-ene-1,4-dione

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

Abstract

The title compound, C18H14Cl2O4, adopts a Z conformation around the cental C=C bond. The two aromatic rings of the mol-ecule are nearly perpendicular to each other, with a dihedral angle between of 86.22 (14)°. The meth-oxy substituents lie close to the plane of the attached benzene rings. The C(ar)-C(ar)-O-C(Me) torsion angles are -2.4 (7) and 7.5 (6)°. Weak C-H⋯O inter-actions link the mol-ecules forming a three-dimensional network. The crystal packing also displays short [3.160 (3) Å] Cl⋯O halogen-bonding contacts between mol-ecules related by the screw axis. The structure exhibits disorder of one carbonyl O atom with a refined occupancy ratio of 0.21 (6):0.79 (6).

Keywords: 2,3-di­chloro­but-2-ene-1,4-dione; CuCl/bpy; crystal structure; di­chloro­methyl radical; stereoselectivity; tri­chloro­methyl groups.

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Figures

Fig. 1.
Fig. 1.
Molecular structure of the title compound, with atom labels and 50% probability displacement ellipsoids for non-H atoms.
Fig. 2.
Fig. 2.
A view of the crystal packing of the title compound. A weak C—H···O hydrogen bond is shown as a dashed line.
Fig. 3.
Fig. 3.
Part of the structure of the title compound showing O····Cl and C—H····O interactions.
See this image and copyright information in PMC

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