Marimuthu Sangavi, Narayanasamy Kumaraguru, Colin D McMillen, Ray J Butcher
{"title":"一些有机水合2,4,6-三氨基嘧啶羧酸盐和硫酸盐中的超分子相互作用。","authors":"Marimuthu Sangavi, Narayanasamy Kumaraguru, Colin D McMillen, Ray J Butcher","doi":"10.1107/S205322962300829X","DOIUrl":null,"url":null,"abstract":"<p><p>Four salts, namely, 2,4,6-triaminopyrimidinium 6-chloronicotinate dihydrate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>6</sub>H<sub>3</sub>ClNO<sub>2</sub><sup>-</sup>·2H<sub>2</sub>O, (I), 2,4,6-triaminopyrimidinediium pyridine-2,6-dicarboxylate dihydrate, C<sub>4</sub>H<sub>9</sub>N<sub>5</sub><sup>2+</sup>·C<sub>7</sub>H<sub>3</sub>NO<sub>4</sub><sup>2-</sup>·2H<sub>2</sub>O, (II), 2,4,6-triaminopyrimidinediium sulfate monohydrate, C<sub>4</sub>H<sub>9</sub>N<sub>5</sub><sup>2+</sup>·SO<sub>4</sub><sup>2-</sup>·H<sub>2</sub>O, (III), and 2,4,6-triaminopyrimidinium 3,5-dinitrobenzoate dihydrate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>7</sub>H<sub>3</sub>N<sub>2</sub>O<sub>6</sub><sup>-</sup>·2H<sub>2</sub>O, (IV), were synthesized and characterized by X-ray diffraction techniques. Proton transfer from the corresponding acid to the pyrimidine base has occurred in all four crystal structures. Of the four salts, two [(I) and (IV)] exist as monoprotonated bases and two [(II) and (III)] exist as diprotonated bases. In all four crystal structures, the acid interacts with the pyrimidine base through N-H...O hydrogen bonds, generating an R<sub>2</sub><sup>2</sup>(8) ring motif. The sulfate group mimics the role of the carboxylate anions. The water molecules present in compounds (I)-(IV) form water-mediated large ring motifs. The formation of water-mediated interactions in these crystal structures can be used as a model in the study of the hydration of nucleobases. Water molecules play an important role in building supramolecular structures. In addition to these strong hydrogen-bonding interactions, some of the crystal structures are further enriched by aromatic π-π stacking interactions [(I) and (II)].</p>","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7000,"publicationDate":"2023-10-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Supramolecular interactions in some organic hydrated 2,4,6-triaminopyrimidinium carboxylate and sulfate salts.\",\"authors\":\"Marimuthu Sangavi, Narayanasamy Kumaraguru, Colin D McMillen, Ray J Butcher\",\"doi\":\"10.1107/S205322962300829X\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>Four salts, namely, 2,4,6-triaminopyrimidinium 6-chloronicotinate dihydrate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>6</sub>H<sub>3</sub>ClNO<sub>2</sub><sup>-</sup>·2H<sub>2</sub>O, (I), 2,4,6-triaminopyrimidinediium pyridine-2,6-dicarboxylate dihydrate, C<sub>4</sub>H<sub>9</sub>N<sub>5</sub><sup>2+</sup>·C<sub>7</sub>H<sub>3</sub>NO<sub>4</sub><sup>2-</sup>·2H<sub>2</sub>O, (II), 2,4,6-triaminopyrimidinediium sulfate monohydrate, C<sub>4</sub>H<sub>9</sub>N<sub>5</sub><sup>2+</sup>·SO<sub>4</sub><sup>2-</sup>·H<sub>2</sub>O, (III), and 2,4,6-triaminopyrimidinium 3,5-dinitrobenzoate dihydrate, C<sub>4</sub>H<sub>8</sub>N<sub>5</sub><sup>+</sup>·C<sub>7</sub>H<sub>3</sub>N<sub>2</sub>O<sub>6</sub><sup>-</sup>·2H<sub>2</sub>O, (IV), were synthesized and characterized by X-ray diffraction techniques. Proton transfer from the corresponding acid to the pyrimidine base has occurred in all four crystal structures. Of the four salts, two [(I) and (IV)] exist as monoprotonated bases and two [(II) and (III)] exist as diprotonated bases. In all four crystal structures, the acid interacts with the pyrimidine base through N-H...O hydrogen bonds, generating an R<sub>2</sub><sup>2</sup>(8) ring motif. The sulfate group mimics the role of the carboxylate anions. The water molecules present in compounds (I)-(IV) form water-mediated large ring motifs. The formation of water-mediated interactions in these crystal structures can be used as a model in the study of the hydration of nucleobases. Water molecules play an important role in building supramolecular structures. In addition to these strong hydrogen-bonding interactions, some of the crystal structures are further enriched by aromatic π-π stacking interactions [(I) and (II)].</p>\",\"PeriodicalId\":7115,\"journal\":{\"name\":\"Acta Crystallographica Section C Structural Chemistry\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.7000,\"publicationDate\":\"2023-10-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Acta Crystallographica Section C Structural Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1107/S205322962300829X\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2023/9/25 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/S205322962300829X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2023/9/25 0:00:00","PubModel":"Epub","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Supramolecular interactions in some organic hydrated 2,4,6-triaminopyrimidinium carboxylate and sulfate salts.
Four salts, namely, 2,4,6-triaminopyrimidinium 6-chloronicotinate dihydrate, C4H8N5+·C6H3ClNO2-·2H2O, (I), 2,4,6-triaminopyrimidinediium pyridine-2,6-dicarboxylate dihydrate, C4H9N52+·C7H3NO42-·2H2O, (II), 2,4,6-triaminopyrimidinediium sulfate monohydrate, C4H9N52+·SO42-·H2O, (III), and 2,4,6-triaminopyrimidinium 3,5-dinitrobenzoate dihydrate, C4H8N5+·C7H3N2O6-·2H2O, (IV), were synthesized and characterized by X-ray diffraction techniques. Proton transfer from the corresponding acid to the pyrimidine base has occurred in all four crystal structures. Of the four salts, two [(I) and (IV)] exist as monoprotonated bases and two [(II) and (III)] exist as diprotonated bases. In all four crystal structures, the acid interacts with the pyrimidine base through N-H...O hydrogen bonds, generating an R22(8) ring motif. The sulfate group mimics the role of the carboxylate anions. The water molecules present in compounds (I)-(IV) form water-mediated large ring motifs. The formation of water-mediated interactions in these crystal structures can be used as a model in the study of the hydration of nucleobases. Water molecules play an important role in building supramolecular structures. In addition to these strong hydrogen-bonding interactions, some of the crystal structures are further enriched by aromatic π-π stacking interactions [(I) and (II)].
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.