Marimuthu Mohana, Sundaramoorthy Gomathi, Packianathan Thomas Muthiah, Ray J Butcher
{"title":"2,4,6 三氨基嘧啶与各种杂环羧酸盐等结构盐的超分子相互作用的结构见解。","authors":"Marimuthu Mohana, Sundaramoorthy Gomathi, Packianathan Thomas Muthiah, Ray J Butcher","doi":"10.1107/S2053229624008787","DOIUrl":null,"url":null,"abstract":"<p><p>2,4,6-Triaminopyrimidine is an interesting and challenging molecule due to the presence of multiple hydrogen-bond donors and acceptors. Its noncovalent interactions with a variety of carboxylic acids provide several supramolecular aggregates with frequently occurring molecular synthons. The present work focuses on the supramolecular interactions of 2,4,6-triaminopyrimidinium 3-(indol-3-yl)propionate-3-(indol-3-yl)propionic acid (1/1), C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>11</sub>H<sub>10</sub>NO<sub>2</sub><sup>-</sup>·C<sub>11</sub>H<sub>11</sub>NO<sub>2</sub>, (I), 2,4,6-triaminopyrimidinium 2-(indol-3-yl)acetate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>10</sub>H<sub>8</sub>NO<sub>2</sub><sup>-</sup>, (II), 2,4,6-triaminopyrimidinium 5-bromothiophene-2-carboxylate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>5</sub>H<sub>2</sub>BrO<sub>2</sub>S<sup>-</sup>, (III), and 2,4,6-triaminopyrimidinium 5-chlorothiophene-2-carboxylate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>5</sub>H<sub>2</sub>ClO<sub>2</sub>S<sup>-</sup>, (IV). All four salts exhibit robust homomeric and heteromeric R<sub>2</sub><sup>2</sup>(8) ring motifs. Salts (I) and (II) develop sextuple [in (I)] and quadruple [in (I) and (II)] hydrogen-bonded arrays through fused-ring motifs. Salt (II) exhibits a rosette-like architecture. Salt (IV) is isostructural and isomorphous with salt (III), exhibiting an identical crystal structure with a different composition and an identical supramolecular architecture. In salts (III) and (IV), a linear hetero-tetrameric motif is formed and, in addition, both salts exhibit halogen-π interactions which enhance the crystal stability. All four salts develop a supramolecular hydrogen-bonded pattern facilitated by several N-H...O and N-H...N hydrogen bonds with multiple furcated donors and acceptors.</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7000,"publicationDate":"2024-11-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Structural insights into supramolecular interactions in isostructural salts of 2,4,6-triaminopyrimidinium with various heterocyclic carboxylates.\",\"authors\":\"Marimuthu Mohana, Sundaramoorthy Gomathi, Packianathan Thomas Muthiah, Ray J Butcher\",\"doi\":\"10.1107/S2053229624008787\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>2,4,6-Triaminopyrimidine is an interesting and challenging molecule due to the presence of multiple hydrogen-bond donors and acceptors. Its noncovalent interactions with a variety of carboxylic acids provide several supramolecular aggregates with frequently occurring molecular synthons. The present work focuses on the supramolecular interactions of 2,4,6-triaminopyrimidinium 3-(indol-3-yl)propionate-3-(indol-3-yl)propionic acid (1/1), C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>11</sub>H<sub>10</sub>NO<sub>2</sub><sup>-</sup>·C<sub>11</sub>H<sub>11</sub>NO<sub>2</sub>, (I), 2,4,6-triaminopyrimidinium 2-(indol-3-yl)acetate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>10</sub>H<sub>8</sub>NO<sub>2</sub><sup>-</sup>, (II), 2,4,6-triaminopyrimidinium 5-bromothiophene-2-carboxylate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>5</sub>H<sub>2</sub>BrO<sub>2</sub>S<sup>-</sup>, (III), and 2,4,6-triaminopyrimidinium 5-chlorothiophene-2-carboxylate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>5</sub>H<sub>2</sub>ClO<sub>2</sub>S<sup>-</sup>, (IV). All four salts exhibit robust homomeric and heteromeric R<sub>2</sub><sup>2</sup>(8) ring motifs. Salts (I) and (II) develop sextuple [in (I)] and quadruple [in (I) and (II)] hydrogen-bonded arrays through fused-ring motifs. Salt (II) exhibits a rosette-like architecture. Salt (IV) is isostructural and isomorphous with salt (III), exhibiting an identical crystal structure with a different composition and an identical supramolecular architecture. In salts (III) and (IV), a linear hetero-tetrameric motif is formed and, in addition, both salts exhibit halogen-π interactions which enhance the crystal stability. All four salts develop a supramolecular hydrogen-bonded pattern facilitated by several N-H...O and N-H...N hydrogen bonds with multiple furcated donors and acceptors.</p>\",\"PeriodicalId\":7115,\"journal\":{\"name\":\"Acta Crystallographica Section C Structural Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.7000,\"publicationDate\":\"2024-11-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Acta Crystallographica Section C Structural Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1107/S2053229624008787\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/10/4 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q4\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Acta Crystallographica Section C Structural Chemistry","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1107/S2053229624008787","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/10/4 0:00:00","PubModel":"Epub","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Structural insights into supramolecular interactions in isostructural salts of 2,4,6-triaminopyrimidinium with various heterocyclic carboxylates.
2,4,6-Triaminopyrimidine is an interesting and challenging molecule due to the presence of multiple hydrogen-bond donors and acceptors. Its noncovalent interactions with a variety of carboxylic acids provide several supramolecular aggregates with frequently occurring molecular synthons. The present work focuses on the supramolecular interactions of 2,4,6-triaminopyrimidinium 3-(indol-3-yl)propionate-3-(indol-3-yl)propionic acid (1/1), C4H8N5+·C11H10NO2-·C11H11NO2, (I), 2,4,6-triaminopyrimidinium 2-(indol-3-yl)acetate, C4H8N5+·C10H8NO2-, (II), 2,4,6-triaminopyrimidinium 5-bromothiophene-2-carboxylate, C4H8N5+·C5H2BrO2S-, (III), and 2,4,6-triaminopyrimidinium 5-chlorothiophene-2-carboxylate, C4H8N5+·C5H2ClO2S-, (IV). All four salts exhibit robust homomeric and heteromeric R22(8) ring motifs. Salts (I) and (II) develop sextuple [in (I)] and quadruple [in (I) and (II)] hydrogen-bonded arrays through fused-ring motifs. Salt (II) exhibits a rosette-like architecture. Salt (IV) is isostructural and isomorphous with salt (III), exhibiting an identical crystal structure with a different composition and an identical supramolecular architecture. In salts (III) and (IV), a linear hetero-tetrameric motif is formed and, in addition, both salts exhibit halogen-π interactions which enhance the crystal stability. All four salts develop a supramolecular hydrogen-bonded pattern facilitated by several N-H...O and N-H...N hydrogen bonds with multiple furcated donors and acceptors.
期刊介绍:
Acta Crystallographica Section C: Structural Chemistry is continuing its transition to a journal that publishes exciting science with structural content, in particular, important results relating to the chemical sciences. Section C is the journal of choice for the rapid publication of articles that highlight interesting research facilitated by the determination, calculation or analysis of structures of any type, other than macromolecular structures. Articles that emphasize the science and the outcomes that were enabled by the study are particularly welcomed. Authors are encouraged to include mainstream science in their papers, thereby producing manuscripts that are substantial scientific well-rounded contributions that appeal to a broad community of readers and increase the profile of the authors.