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First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt

Pigment Red 52, Na(2)[C(18)H(11)ClN(2)O(6)S], is an industrially produced hydrazone-laked pigment. It serves as an inter­mediate in the synthesis of the corresponding Ca(2+) and Mn(2+) salts, which are used commercially for printing inks and lacquers. Hitherto, no crystal structure of any salt of Pi...

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Detalles Bibliográficos
Autores principales: Tapmeyer, Lukas, Eisenbeil, Daniel, Bolte, Michael, Schmidt, Martin U.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8025858/
https://www.ncbi.nlm.nih.gov/pubmed/33936765
http://dx.doi.org/10.1107/S2056989021002577
Descripción
Sumario:Pigment Red 52, Na(2)[C(18)H(11)ClN(2)O(6)S], is an industrially produced hydrazone-laked pigment. It serves as an inter­mediate in the synthesis of the corresponding Ca(2+) and Mn(2+) salts, which are used commercially for printing inks and lacquers. Hitherto, no crystal structure of any salt of Pigment Red 52 is known. Now, single crystals have been obtained of a dimethyl sulfoxide solvate hydrate of the monosodium salt of Pigment Red 52, namely, monosodium 2-[2-(3-carb­oxy-2-oxo-1,2-di­hydro­naphthalen-1-yl­idene)hydrazin-1-yl]-5-chloro-4-methyl­benz­ene­sulfonate dimethyl sulfoxide monosolvate monohydrate, Na(+)·C(18)H(12)ClN(2)O(6)S(−)·H(2)O·C(2)H(6)OS, obtained from in-house synthesized Pigment Red 52. The crystal structure was determined by single-crystal X-ray diffraction at 173 K. In this monosodium salt, the SO(3) (−) group is deprotonated, whereas the COOH group is protonated. The residues form chains via ionic inter­actions and hydrogen bonds. The chains are arranged in polar/non-polar double layers.