Abstract

In the title com-pound, C30H20Cl2O2Se, the C-Se-C angle is 99.0 (2)°, with the dihedral angle between the planes of the attached benzene rings being 79.1 (3)°. The average endocyclic angles (Se-C-C) facing the Se atom are 122.1 (5) and 122.2 (5)°. The Se atom is essentially coplanar with the attached benzene rings, deviating by 0.075 (1) and 0.091 (1) Å. In the two phenyl-ene(4-chloro-phen-yl)prop-2-en-1-one units, the benzene rings are inclined to each other by 44.6 (3) and 7.8 (3)°. In the crystal, the mol-ecules stack up the a axis, forming layers parallel to the ac plane. There are no significant classical inter-molecular inter-actions present. Hirshfeld surface analysis, two-dimensional fingerprint plots and the mol-ecular electrostatic potential surface were used to analyse the crystal packing. The Hirshfeld surface analysis suggests that the most significant contributions to the crystal packing are by C⋯H/H⋯C contacts (17.7%).

Highlights

  • During the last few years, organoselenium chemistry (Procter, 2001) has been the subject of constant scientific interest and organoselenium compounds have been used intensively as important reagents and intermediates in organic synthesis (Zade et al, 2005)

  • In continuation of our work on chalcone organoselenium derivatives, we report on the crystal structure of (2E,20E)

  • The C1—Se1—C16 angle is 99.0 (2), which is close to the value observed in three very similar compounds, viz. 99.47 (10) in bis(4-nitrophenyl) selenide, where the Se atom lies on a twofold rotation axis (Zuo, 2013), 99.59 (14) in bis(4acetylphenyl) selenide (Bouraoui et al, 2011) and 100.03 (15) in bis(2-chloroethan-1-one-phenyl) selenide (Bouraoui et al, 2015)

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Summary

Chemical context

During the last few years, organoselenium chemistry (Procter, 2001) has been the subject of constant scientific interest and organoselenium compounds have been used intensively as important reagents and intermediates in organic synthesis (Zade et al, 2005). Various organoselenium compounds have attracted growing attention in medicine. The potential of selenoproteins to protect against oxidative stress led to the expectation that selenium would be protective against type 2 diabetes, and in the 1990s, selenium was shown to have antidiabetic and insulin mimetic effects (Steinbrenner et al, 2011). The C1—Se1—C16 angle is 99.0 (2), which is close to the value observed in three very similar compounds, viz. Inner benzene rings A (atoms C1– C6) and C (C16–C21) (see Scheme) are inclined to each other by 79.1 (3). This is similar to the same angle observed for the acetylphenyl derivative, viz.

Supramolecular features
Hirshfeld surface analysis
Database survey
Synthesis and crystallization
Findings
Refinement
Full Text
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