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; Satish Kumar; R N Ram

doi:10.1107/S1600536814018790

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

Acta Crystallogr Sect E Struct Rep Online. 2014 Aug 23;70(Pt 9):o1049-50. doi: 10.1107/S1600536814018790. eCollection 2014 Sep 1.

Authors

Ram K Tittal¹, Satish Kumar², R N Ram¹

Affiliations

¹ Department of Chemistry, Indian Institute of Technology Delhi, Hauzkhas, New Delhi 110 016, India.
² Department of Chemistry, St Stephen's College, University Enclave, Delhi 110 007, India.

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.