Acta Crystallographica Section E: Crystallographic Communications (Apr 2021)

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

  • Lukas Tapmeyer,
  • Daniel Eisenbeil,
  • Michael Bolte,
  • Martin U. Schmidt

DOI
https://doi.org/10.1107/S2056989021002577
Journal volume & issue
Vol. 77, no. 4
pp. 402 – 405

Abstract

Read online

Pigment Red 52, Na2[C18H11ClN2O6S], is an industrially produced hydrazone-laked pigment. It serves as an intermediate in the synthesis of the corresponding Ca2+ and Mn2+ 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+·C18H12ClN2O6S−·H2O·C2H6OS, 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 SO3− 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.

Keywords