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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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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2021
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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. |
format | Online Article Text |
id | pubmed-8025858 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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