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Crystal structures of two 1,3-thia-zolidin-4-one derivatives featuring sulfide and sulfone functional groups. | LitMetric

Crystal structures of two 1,3-thia-zolidin-4-one derivatives featuring sulfide and sulfone functional groups.

Acta Crystallogr E Crystallogr Commun

Department of Chemistry, The Pennsylvania State University, Abington College, 1600 Woodland Road, Abington, Pennsylvania, 19001, USA.

Published: December 2018

AI Article Synopsis

Article Abstract

The crystal structures of two closely related compounds, 1-cyclo-hexyl-2-(2-nitro-phen-yl)-1,3-thia-zolidin-4-one, CHNOS, and 1-cyclo-hexyl-2-(2-nitro-phen-yl)-1,3-thia-zolidin-4-one 1,1-dioxide, CHNOS, , are presented. These compounds are comprised of three types of rings: thia-zolidinone, nitrophenyl and cyclo-hexyl. In both structures, the rings are close to mutually perpendicular, with inter-planar dihedral angles greater than 80° in each case. The thia-zol-idinone rings in both structures exhibit envelope puckering with the S atom as flap and the cyclo-hexyl rings are in their expected chair conformations. The two structures superpose fairly well, except for the orientation of the nitro groups with respect to their host phenyl ring, with a difference of about 10° between and . The extended structure of has two kinds of weak C-H⋯O inter-actions, giving rise to a closed ring formation involving three symmetry-related mol-ecules. Structure has four C-H⋯O inter-actions, two of which are exclusively between symmetry-related thia-zolidinone dioxide moieties and have a parallel 'give-and-take-fashion' counterpart. In the other two inter-actions, the nitrophenyl ring and the cyclo-hexane ring each offer an H atom to the two O atoms on the sulfone group. Additionally, a C-H⋯π inter-action between a C-H group of the cyclo-hexane ring and the nitrophenyl ring of an adjacent mol-ecule helps to consolidate the structure.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6281102PMC
http://dx.doi.org/10.1107/S2056989018015098DOI Listing

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