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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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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
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author Tapmeyer, Lukas
Eisenbeil, Daniel
Bolte, Michael
Schmidt, Martin U.
author_facet Tapmeyer, Lukas
Eisenbeil, Daniel
Bolte, Michael
Schmidt, Martin U.
author_sort Tapmeyer, Lukas
collection PubMed
description 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.
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spelling pubmed-80258582021-04-30 First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt Tapmeyer, Lukas Eisenbeil, Daniel Bolte, Michael Schmidt, Martin U. Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2021-03-19 /pmc/articles/PMC8025858/ /pubmed/33936765 http://dx.doi.org/10.1107/S2056989021002577 Text en © Tapmeyer et al. 2021 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Tapmeyer, Lukas
Eisenbeil, Daniel
Bolte, Michael
Schmidt, Martin U.
First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt
title First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt
title_full First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt
title_fullStr First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt
title_full_unstemmed First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt
title_short First crystal structure of a Pigment Red 52 compound: DMSO solvate hydrate of the monosodium salt
title_sort first crystal structure of a pigment red 52 compound: dmso solvate hydrate of the monosodium salt
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8025858/
https://www.ncbi.nlm.nih.gov/pubmed/33936765
http://dx.doi.org/10.1107/S2056989021002577
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