Daniel E. Lynch , Ian McClenaghan , Mark E. Light , Simon J. Coles
{"title":"2-氨基-4-苯基-1,3-噻唑衍生物的氢键网络","authors":"Daniel E. Lynch , Ian McClenaghan , Mark E. Light , Simon J. Coles","doi":"10.1016/S1463-0184(02)00011-4","DOIUrl":null,"url":null,"abstract":"<div><p>The solid-state packing arrays of nine 4-phenyl substituted 2-amino-1,3-thiazoles have been examined and their hydrogen-bonding networks discussed. The nine compounds, in addition to 2-amino-1,3-thiazole <strong>1</strong>, were 2-amino-4-phenyl-1,3-thiazole <strong>2</strong>, 2-amino-4-phenyl-1,3-thiazolium bromide monohydrate <strong>3</strong><span>, ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate </span><strong>4</strong>, 2-amino-4-(3-coumarin)-1,3-thiazole <strong>5</strong>, 2-amino-4-(4-methylphenyl)-1,3-thiazole <strong>6</strong>, 2-amino-4-(2-hydroxyphenyl)-1,3-thiazole <strong>7</strong>, 2-amino-4-(4-bisphenyl)-1,3-thiazole <strong>8</strong>, 2-amino-4-(1-naphthyl)-1,3-thiazole <strong>9</strong>, and 2-amino-4-(2-naphthyl)-1,3-thiazolium bromide <strong>10</strong>. The single-crystal x-ray structures of <strong>1</strong>–<strong>5</strong> have been previously reported while the structures of <strong>6</strong>–<strong>10</strong> are presented in this paper. A variety of different packing motifs are observed with only four (<strong>4</strong>, <strong>5</strong>, <strong>6</strong> and <strong>9</strong>) exhibiting the characteristic R<sub>2</sub><sup>2</sup>(8) hydrogen-bonded 2-amino-1,3-thiazole dimers. In two of these four structures (<strong>6</strong> and <strong>9</strong>) potential N–H⋯π hydrogen-bonding interactions exist whereas all remaining structures exhibit a combination of N–H⋯N with either N–H⋯O, N–H⋯S or N–H⋯Br associations in their hydrogen-bonding networks.</p></div>","PeriodicalId":10766,"journal":{"name":"Crystal Engineering","volume":null,"pages":null},"PeriodicalIF":0.0000,"publicationDate":"2002-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/S1463-0184(02)00011-4","citationCount":"10","resultStr":"{\"title\":\"The hydrogen-bonding networks of 2-amino-4-phenyl-1,3-thiazole derivatives\",\"authors\":\"Daniel E. Lynch , Ian McClenaghan , Mark E. Light , Simon J. Coles\",\"doi\":\"10.1016/S1463-0184(02)00011-4\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The solid-state packing arrays of nine 4-phenyl substituted 2-amino-1,3-thiazoles have been examined and their hydrogen-bonding networks discussed. The nine compounds, in addition to 2-amino-1,3-thiazole <strong>1</strong>, were 2-amino-4-phenyl-1,3-thiazole <strong>2</strong>, 2-amino-4-phenyl-1,3-thiazolium bromide monohydrate <strong>3</strong><span>, ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate </span><strong>4</strong>, 2-amino-4-(3-coumarin)-1,3-thiazole <strong>5</strong>, 2-amino-4-(4-methylphenyl)-1,3-thiazole <strong>6</strong>, 2-amino-4-(2-hydroxyphenyl)-1,3-thiazole <strong>7</strong>, 2-amino-4-(4-bisphenyl)-1,3-thiazole <strong>8</strong>, 2-amino-4-(1-naphthyl)-1,3-thiazole <strong>9</strong>, and 2-amino-4-(2-naphthyl)-1,3-thiazolium bromide <strong>10</strong>. The single-crystal x-ray structures of <strong>1</strong>–<strong>5</strong> have been previously reported while the structures of <strong>6</strong>–<strong>10</strong> are presented in this paper. A variety of different packing motifs are observed with only four (<strong>4</strong>, <strong>5</strong>, <strong>6</strong> and <strong>9</strong>) exhibiting the characteristic R<sub>2</sub><sup>2</sup>(8) hydrogen-bonded 2-amino-1,3-thiazole dimers. In two of these four structures (<strong>6</strong> and <strong>9</strong>) potential N–H⋯π hydrogen-bonding interactions exist whereas all remaining structures exhibit a combination of N–H⋯N with either N–H⋯O, N–H⋯S or N–H⋯Br associations in their hydrogen-bonding networks.</p></div>\",\"PeriodicalId\":10766,\"journal\":{\"name\":\"Crystal Engineering\",\"volume\":null,\"pages\":null},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2002-06-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1016/S1463-0184(02)00011-4\",\"citationCount\":\"10\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Crystal Engineering\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S1463018402000114\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Crystal Engineering","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1463018402000114","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
The hydrogen-bonding networks of 2-amino-4-phenyl-1,3-thiazole derivatives
The solid-state packing arrays of nine 4-phenyl substituted 2-amino-1,3-thiazoles have been examined and their hydrogen-bonding networks discussed. The nine compounds, in addition to 2-amino-1,3-thiazole 1, were 2-amino-4-phenyl-1,3-thiazole 2, 2-amino-4-phenyl-1,3-thiazolium bromide monohydrate 3, ethyl 2-amino-4-phenyl-1,3-thiazole-5-carboxylate 4, 2-amino-4-(3-coumarin)-1,3-thiazole 5, 2-amino-4-(4-methylphenyl)-1,3-thiazole 6, 2-amino-4-(2-hydroxyphenyl)-1,3-thiazole 7, 2-amino-4-(4-bisphenyl)-1,3-thiazole 8, 2-amino-4-(1-naphthyl)-1,3-thiazole 9, and 2-amino-4-(2-naphthyl)-1,3-thiazolium bromide 10. The single-crystal x-ray structures of 1–5 have been previously reported while the structures of 6–10 are presented in this paper. A variety of different packing motifs are observed with only four (4, 5, 6 and 9) exhibiting the characteristic R22(8) hydrogen-bonded 2-amino-1,3-thiazole dimers. In two of these four structures (6 and 9) potential N–H⋯π hydrogen-bonding interactions exist whereas all remaining structures exhibit a combination of N–H⋯N with either N–H⋯O, N–H⋯S or N–H⋯Br associations in their hydrogen-bonding networks.