Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions
There are no direction‐specific interactions between the molecules of 3‐(2‐methoxybenzyl)‐2‐(2‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, C18H19NO3S, (I); the molecules of 3‐(4‐nitrobenzyl)‐2‐(4‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, C16H13N3O5S, (II), are linked by four independent C—H⋯O hydro...
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| Veröffentlicht in: | Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2007-02, Vol.63 (2), p.o102-o107 |
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| container_title | Acta crystallographica. Section C, Crystal structure communications |
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| creator | Cunico, Wilson Capri, Liliane R. Gomes, C. R. B. Wardell, Solange M. S. V. Low, John N. Glidewell, Christopher |
| description | There are no direction‐specific interactions between the molecules of 3‐(2‐methoxybenzyl)‐2‐(2‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, C18H19NO3S, (I); the molecules of 3‐(4‐nitrobenzyl)‐2‐(4‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, C16H13N3O5S, (II), are linked by four independent C—H⋯O hydrogen bonds into complex chains of fused rings. In 3‐(4‐methoxybenzyl)‐2‐(4‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, (III), isomeric with (I), the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, while in 3‐(2‐nitrobenzyl)‐2‐(2‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, (IV), isomeric with (II), the sheets are built from three independent C—H⋯O hydrogen bonds and one C—H⋯π(arene) hydrogen bond, and reinforced by an aromatic π–π stacking interaction. In 3‐(2‐fluorobenzyl)‐2‐(2‐fluorophenyl)‐1,3‐thiazolidin‐4‐one, C16H13F2NOS, (V), where the 2‐aryl ring exhibits orientational disorder, the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π–π stacking interaction. |
| doi_str_mv | 10.1107/S0108270106055272 |
| format | Article |
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R. B. ; Wardell, Solange M. S. V. ; Low, John N. ; Glidewell, Christopher</creator><creatorcontrib>Cunico, Wilson ; Capri, Liliane R. ; Gomes, C. R. B. ; Wardell, Solange M. S. V. ; Low, John N. ; Glidewell, Christopher</creatorcontrib><description>There are no direction‐specific interactions between the molecules of 3‐(2‐methoxybenzyl)‐2‐(2‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, C18H19NO3S, (I); the molecules of 3‐(4‐nitrobenzyl)‐2‐(4‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, C16H13N3O5S, (II), are linked by four independent C—H⋯O hydrogen bonds into complex chains of fused rings. In 3‐(4‐methoxybenzyl)‐2‐(4‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, (III), isomeric with (I), the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, while in 3‐(2‐nitrobenzyl)‐2‐(2‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, (IV), isomeric with (II), the sheets are built from three independent C—H⋯O hydrogen bonds and one C—H⋯π(arene) hydrogen bond, and reinforced by an aromatic π–π stacking interaction. In 3‐(2‐fluorobenzyl)‐2‐(2‐fluorophenyl)‐1,3‐thiazolidin‐4‐one, C16H13F2NOS, (V), where the 2‐aryl ring exhibits orientational disorder, the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π–π stacking interaction.</description><identifier>ISSN: 0108-2701</identifier><identifier>EISSN: 1600-5759</identifier><identifier>DOI: 10.1107/S0108270106055272</identifier><language>eng</language><publisher>5 Abbey Square, Chester, Cheshire CH1 2HU, England: Blackwell Publishing Ltd</publisher><subject>Chemical bonds ; Chemical compounds ; Crystal structure ; Crystallography</subject><ispartof>Acta crystallographica. 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V.</creatorcontrib><creatorcontrib>Low, John N.</creatorcontrib><creatorcontrib>Glidewell, Christopher</creatorcontrib><title>Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions</title><title>Acta crystallographica. Section C, Crystal structure communications</title><addtitle>Acta Cryst. C</addtitle><description>There are no direction‐specific interactions between the molecules of 3‐(2‐methoxybenzyl)‐2‐(2‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, C18H19NO3S, (I); the molecules of 3‐(4‐nitrobenzyl)‐2‐(4‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, C16H13N3O5S, (II), are linked by four independent C—H⋯O hydrogen bonds into complex chains of fused rings. In 3‐(4‐methoxybenzyl)‐2‐(4‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, (III), isomeric with (I), the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, while in 3‐(2‐nitrobenzyl)‐2‐(2‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, (IV), isomeric with (II), the sheets are built from three independent C—H⋯O hydrogen bonds and one C—H⋯π(arene) hydrogen bond, and reinforced by an aromatic π–π stacking interaction. In 3‐(2‐fluorobenzyl)‐2‐(2‐fluorophenyl)‐1,3‐thiazolidin‐4‐one, C16H13F2NOS, (V), where the 2‐aryl ring exhibits orientational disorder, the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π–π stacking interaction.</description><subject>Chemical bonds</subject><subject>Chemical compounds</subject><subject>Crystal structure</subject><subject>Crystallography</subject><issn>0108-2701</issn><issn>1600-5759</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2007</creationdate><recordtype>article</recordtype><recordid>eNplkMtuFDEQRa0IpAyBD2BnZR2T8qPb7eyiETMgBRAvRawsd3e14qQfE9tNmFnnd_gJvgyPJmLDpqpU954q6RLymsMbzkGffwUOldC5llAUQosjsuAlACt0YZ6RxV5me_2YvIjxFgCEEHJBHlf-J9K4HQZMwTeu77c0znVMPs0JWyqYC9ueSVbjuMsDP5Ms3Xj35_du6n3rR6bYNGK8yNQm5PUw9djMvQs0pjA3aQ4YqR_pDsN0RrOVurGl6WGirR9wjH4a40vyvHN9xFdP_YR8X739tnzHrj6t3y8vr5jnleKsBlUJQCON4a7rnChNoSvZAEoh21qAblRnuKqMEY1xiNh2zjVO8aarXSHkCTk93N2E6X7GmOztNIcxv7QCJFel0CabqoPpwfe4tZvghxyB5WD3Qdv_graXP5brtYSSZ5QdUB8T_vqHunBnSy11Ya8_ru3qg7pWX1bafpZ_AbsghQk</recordid><startdate>200702</startdate><enddate>200702</enddate><creator>Cunico, Wilson</creator><creator>Capri, Liliane R.</creator><creator>Gomes, C. R. B.</creator><creator>Wardell, Solange M. S. V.</creator><creator>Low, John N.</creator><creator>Glidewell, Christopher</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>200702</creationdate><title>Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions</title><author>Cunico, Wilson ; Capri, Liliane R. ; Gomes, C. R. B. ; Wardell, Solange M. S. 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V.</au><au>Low, John N.</au><au>Glidewell, Christopher</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions</atitle><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle><addtitle>Acta Cryst. C</addtitle><date>2007-02</date><risdate>2007</risdate><volume>63</volume><issue>2</issue><spage>o102</spage><epage>o107</epage><pages>o102-o107</pages><issn>0108-2701</issn><eissn>1600-5759</eissn><abstract>There are no direction‐specific interactions between the molecules of 3‐(2‐methoxybenzyl)‐2‐(2‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, C18H19NO3S, (I); the molecules of 3‐(4‐nitrobenzyl)‐2‐(4‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, C16H13N3O5S, (II), are linked by four independent C—H⋯O hydrogen bonds into complex chains of fused rings. In 3‐(4‐methoxybenzyl)‐2‐(4‐methoxyphenyl)‐1,3‐thiazolidin‐4‐one, (III), isomeric with (I), the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, while in 3‐(2‐nitrobenzyl)‐2‐(2‐nitrophenyl)‐1,3‐thiazolidin‐4‐one, (IV), isomeric with (II), the sheets are built from three independent C—H⋯O hydrogen bonds and one C—H⋯π(arene) hydrogen bond, and reinforced by an aromatic π–π stacking interaction. In 3‐(2‐fluorobenzyl)‐2‐(2‐fluorophenyl)‐1,3‐thiazolidin‐4‐one, C16H13F2NOS, (V), where the 2‐aryl ring exhibits orientational disorder, the molecules are linked into sheets by a combination of C—H⋯O and C—H⋯π(arene) hydrogen bonds, and the sheets are linked in pairs, forming bilayers, by an aromatic π–π stacking interaction.</abstract><cop>5 Abbey Square, Chester, Cheshire CH1 2HU, England</cop><pub>Blackwell Publishing Ltd</pub><doi>10.1107/S0108270106055272</doi></addata></record> |
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| subjects | Chemical bonds Chemical compounds Crystal structure Crystallography |
| title | Five symmetrically substituted 2-aryl-3-benzyl-1,3-thiazolidin-4-ones: supramolecular structures in zero, one and two dimensions |
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