Abstract

The title mol-ecule crystallizes as a di-methyl-formamide monosolvate, C19H14N2O6S2·C3H7NO. The mol-ecule was expected to adopt mirror symmetry but slightly different conformational characteristics of the condensed benzo-thia-zine ring lead to point group symmetry 1. In the crystal, mol-ecules form two types of stacking dimers with distances of 3.464 (2) Å and 3.528 (2) Å between π-systems. As a result, columns extending parallel to [100] are formed, which are connected to inter-mediate di-methyl-formamide solvent mol-ecules by C-H⋯O inter-actions.

Highlights

  • The title molecule crystallizes as a dimethylformamide monosolvate, C19H14N2O6S2ÁC3H7NO

  • Columns extending parallel to [100] are formed, which are connected to intermediate dimethylformamide solvent molecules by C—HÁ Á ÁO interactions

  • The acylating ability is distinctly reduced in alkyl 1-R-4hydroxy-2,2-dioxo-1H-26,1-benzothiazine-3-carboxylates (Ukrainets et al, 2014)

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Summary

Chemical context

Alkyl 1-R-4-hydroxy-2-oxo-1,2-dihydroquinoline-3-carboxylates are highly reactive compounds (Ukrainets et al, 2007). They form the corresponding amides with primary and many secondary alkyl, aryl or hetarylamines and can be converted to 5,9-di-R-6,7,8-trioxodiquinolino [3,4-b; 30,40-e]4H-pyrans in high yields through thermolysis (Ukrainets et al, 2000). The acylating ability is distinctly reduced in alkyl 1-R-4hydroxy-2,2-dioxo-1H-26,1-benzothiazine-3-carboxylates (Ukrainets et al, 2014). A similar heterocycle, 5,9dimethyl-5H-pyrano [3,2-c:5,6-c0]bis[2,1]benzothiazin-7(9H)one 6,6,8,8-tetroxide (I) was synthesized based on methyl 4-hydroxy-1-methyl-2,2-dioxo-1H-26,1-benzothiazine-3carboxylate (Ukrainets et al, 2013). The molecular and crystal structures of its dimethylformamide solvate are reported in the present communication

Structural commentary
Supramolecular features
Database survey
Findings
Refinement

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