Hydrogen-bonding patterns in two aroylthiocarbamates and two aroylimidothiocarbonates
In O‐ethyl N‐benzoylthiocarbamate, C10H11NO2S, the molecules are linked into sheets by a combination of two‐centre N—H...O and C—H...S hydrogen bonds and a three‐centre C—H...(O,S) hydrogen bond. A combination of two‐centre N—H...O and C—H...O hydrogen bonds links the molecules of O‐ethyl N‐(4‐methy...
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Veröffentlicht in: | Acta crystallographica. Section C, Crystal structure communications Crystal structure communications, 2010-03, Vol.66 (3), p.o141-o146 |
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creator | Insuasty, Henry Castro, Edison Sánchez, Edison Cobo, Justo Glidewell, Christopher |
description | In O‐ethyl N‐benzoylthiocarbamate, C10H11NO2S, the molecules are linked into sheets by a combination of two‐centre N—H...O and C—H...S hydrogen bonds and a three‐centre C—H...(O,S) hydrogen bond. A combination of two‐centre N—H...O and C—H...O hydrogen bonds links the molecules of O‐ethyl N‐(4‐methylbenzoyl)thiocarbamate, C11H13NO2S, into chains of rings, which are linked into sheets by an aromatic π–π stacking interaction. In O,S‐diethyl N‐(4‐methylbenzoyl)imidothiocarbonate, C13H17NO2S, pairs of molecules are linked into centrosymmetric dimers by pairs of symmetry‐related C—H...π(arene) hydrogen bonds, while the molecules of O,S‐diethyl N‐(4‐chlorobenzoyl)imidothiocarbonate, C12H14ClNO2S, are linked by a single C—H...O hydrogen bond into simple chains, pairs of which are linked by an aromatic π–π stacking interaction to form a ladder‐type structure. |
doi_str_mv | 10.1107/S0108270110005032 |
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A combination of two‐centre N—H...O and C—H...O hydrogen bonds links the molecules of O‐ethyl N‐(4‐methylbenzoyl)thiocarbamate, C11H13NO2S, into chains of rings, which are linked into sheets by an aromatic π–π stacking interaction. In O,S‐diethyl N‐(4‐methylbenzoyl)imidothiocarbonate, C13H17NO2S, pairs of molecules are linked into centrosymmetric dimers by pairs of symmetry‐related C—H...π(arene) hydrogen bonds, while the molecules of O,S‐diethyl N‐(4‐chlorobenzoyl)imidothiocarbonate, C12H14ClNO2S, are linked by a single C—H...O hydrogen bond into simple chains, pairs of which are linked by an aromatic π–π stacking interaction to form a ladder‐type structure.</description><identifier>ISSN: 0108-2701</identifier><identifier>EISSN: 1600-5759</identifier><identifier>DOI: 10.1107/S0108270110005032</identifier><identifier>PMID: 20203412</identifier><language>eng</language><publisher>5 Abbey Square, Chester, Cheshire CH1 2HU, England: International Union of Crystallography</publisher><subject>Carbon ; Hydrogen bonds</subject><ispartof>Acta crystallographica. 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In O,S‐diethyl N‐(4‐methylbenzoyl)imidothiocarbonate, C13H17NO2S, pairs of molecules are linked into centrosymmetric dimers by pairs of symmetry‐related C—H...π(arene) hydrogen bonds, while the molecules of O,S‐diethyl N‐(4‐chlorobenzoyl)imidothiocarbonate, C12H14ClNO2S, are linked by a single C—H...O hydrogen bond into simple chains, pairs of which are linked by an aromatic π–π stacking interaction to form a ladder‐type structure.</description><subject>Carbon</subject><subject>Hydrogen bonds</subject><issn>0108-2701</issn><issn>1600-5759</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNqFkE1PGzEYhC1URALlB_RSrbj0tMVf649jFEFAikqqllblYnl3vcGwa6f2RpB_j1cJQaKHnixrnhnNOwB8QvArQpCf_4AICsxh-kBYQIIPwBgxCPOCF_IDGA9yPugjcBzjQ4IwxuQIjDDEkFCEx-D2alMHvzQuL72rrVtmK933JriYWZf1Tz7TwW_a_t76SodSd7o3MdOuftNsZ2v_Cng3AB_BYaPbaE537wm4vbz4Ob3K5zez6-lknldEcJqXFBUMpTKCmJIRJhoJuWC0rrkkUnJIGloJ3fCqRKJgvGKGytqU1FDDCa_ICfiyzV0F_3dtYq86GyvTttoZv46KE8I4pQIl8uwd-eDXwaVyCkksKJOSJghtoSr4GINp1CrYToeNQlANi6t_Fk-ez7vgddmZeu94nTgBYgs82dZs_p-oJn-mlxOC0dAn31pt7M3z3qrDo2Lp_kL9_jZTs1_yO7lbLBQiL-LZmgw</recordid><startdate>201003</startdate><enddate>201003</enddate><creator>Insuasty, Henry</creator><creator>Castro, Edison</creator><creator>Sánchez, Edison</creator><creator>Cobo, Justo</creator><creator>Glidewell, Christopher</creator><general>International Union of Crystallography</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>201003</creationdate><title>Hydrogen-bonding patterns in two aroylthiocarbamates and two aroylimidothiocarbonates</title><author>Insuasty, Henry ; Castro, Edison ; Sánchez, Edison ; Cobo, Justo ; Glidewell, Christopher</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3874-b4156120283eb6368f907864dd79399703f4c8af7cb18567c6e49deb4e4e737c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Carbon</topic><topic>Hydrogen bonds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Insuasty, Henry</creatorcontrib><creatorcontrib>Castro, Edison</creatorcontrib><creatorcontrib>Sánchez, Edison</creatorcontrib><creatorcontrib>Cobo, Justo</creatorcontrib><creatorcontrib>Glidewell, Christopher</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Insuasty, Henry</au><au>Castro, Edison</au><au>Sánchez, Edison</au><au>Cobo, Justo</au><au>Glidewell, Christopher</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hydrogen-bonding patterns in two aroylthiocarbamates and two aroylimidothiocarbonates</atitle><jtitle>Acta crystallographica. Section C, Crystal structure communications</jtitle><addtitle>Acta Cryst. C</addtitle><date>2010-03</date><risdate>2010</risdate><volume>66</volume><issue>3</issue><spage>o141</spage><epage>o146</epage><pages>o141-o146</pages><issn>0108-2701</issn><eissn>1600-5759</eissn><abstract>In O‐ethyl N‐benzoylthiocarbamate, C10H11NO2S, the molecules are linked into sheets by a combination of two‐centre N—H...O and C—H...S hydrogen bonds and a three‐centre C—H...(O,S) hydrogen bond. A combination of two‐centre N—H...O and C—H...O hydrogen bonds links the molecules of O‐ethyl N‐(4‐methylbenzoyl)thiocarbamate, C11H13NO2S, into chains of rings, which are linked into sheets by an aromatic π–π stacking interaction. In O,S‐diethyl N‐(4‐methylbenzoyl)imidothiocarbonate, C13H17NO2S, pairs of molecules are linked into centrosymmetric dimers by pairs of symmetry‐related C—H...π(arene) hydrogen bonds, while the molecules of O,S‐diethyl N‐(4‐chlorobenzoyl)imidothiocarbonate, C12H14ClNO2S, are linked by a single C—H...O hydrogen bond into simple chains, pairs of which are linked by an aromatic π–π stacking interaction to form a ladder‐type structure.</abstract><cop>5 Abbey Square, Chester, Cheshire CH1 2HU, England</cop><pub>International Union of Crystallography</pub><pmid>20203412</pmid><doi>10.1107/S0108270110005032</doi><oa>free_for_read</oa></addata></record> |
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subjects | Carbon Hydrogen bonds |
title | Hydrogen-bonding patterns in two aroylthiocarbamates and two aroylimidothiocarbonates |
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