An approach to the design of molecular solids. The ureylenedicarboxylic acids
The crystal structures of a series of ureylenedicarboxylic acids have been determined as part of a project directed toward the design of molecular solids. The ureylenedicarboxylic acids were chosen for study because they were predicted to form a two-dimensional hydrogen-bonded network. This two-dime...
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| Veröffentlicht in: | Journal of the American Chemical Society 1990-08, Vol.112 (18), p.6627-6634 |
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| container_end_page | 6634 |
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| container_issue | 18 |
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| container_title | Journal of the American Chemical Society |
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| creator | XINQI ZHAO YUH-LOO CHANG FOWLER, F. W LAUHER, J. W |
| description | The crystal structures of a series of ureylenedicarboxylic acids have been determined as part of a project directed toward the design of molecular solids. The ureylenedicarboxylic acids were chosen for study because they were predicted to form a two-dimensional hydrogen-bonded network. This two-dimensional network is the result of two orthogonal linear arrays of self-complementary hydrogen-bonded functionalities, the dicarboxylic acids and N,N{prime}-disubstituted ureas, being present in the same molecule. The simplest molecules of the series, 2,2{prime}-ureylenediacetic acid (1), 3,3{prime}-ureylenedipropionic acid (2), and 4,4{prime}-ureylenedibutyric acid (3) as well as the simplest ureylene derived from a dipeptide, N,N{prime}-carbonylbisglycylglycine (4) were synthesized and studied by using x-ray crystallographic techniques. Each molecule was found to crystallize to give the predicted solid-state structure. |
| doi_str_mv | 10.1021/ja00174a026 |
| format | Article |
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The ureylenedicarboxylic acids</title><source>ACS Publications</source><creator>XINQI ZHAO ; YUH-LOO CHANG ; FOWLER, F. W ; LAUHER, J. W</creator><creatorcontrib>XINQI ZHAO ; YUH-LOO CHANG ; FOWLER, F. W ; LAUHER, J. W</creatorcontrib><description>The crystal structures of a series of ureylenedicarboxylic acids have been determined as part of a project directed toward the design of molecular solids. The ureylenedicarboxylic acids were chosen for study because they were predicted to form a two-dimensional hydrogen-bonded network. This two-dimensional network is the result of two orthogonal linear arrays of self-complementary hydrogen-bonded functionalities, the dicarboxylic acids and N,N{prime}-disubstituted ureas, being present in the same molecule. The simplest molecules of the series, 2,2{prime}-ureylenediacetic acid (1), 3,3{prime}-ureylenedipropionic acid (2), and 4,4{prime}-ureylenedibutyric acid (3) as well as the simplest ureylene derived from a dipeptide, N,N{prime}-carbonylbisglycylglycine (4) were synthesized and studied by using x-ray crystallographic techniques. 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W</creatorcontrib><creatorcontrib>LAUHER, J. W</creatorcontrib><title>An approach to the design of molecular solids. The ureylenedicarboxylic acids</title><title>Journal of the American Chemical Society</title><description>The crystal structures of a series of ureylenedicarboxylic acids have been determined as part of a project directed toward the design of molecular solids. The ureylenedicarboxylic acids were chosen for study because they were predicted to form a two-dimensional hydrogen-bonded network. This two-dimensional network is the result of two orthogonal linear arrays of self-complementary hydrogen-bonded functionalities, the dicarboxylic acids and N,N{prime}-disubstituted ureas, being present in the same molecule. The simplest molecules of the series, 2,2{prime}-ureylenediacetic acid (1), 3,3{prime}-ureylenedipropionic acid (2), and 4,4{prime}-ureylenedibutyric acid (3) as well as the simplest ureylene derived from a dipeptide, N,N{prime}-carbonylbisglycylglycine (4) were synthesized and studied by using x-ray crystallographic techniques. 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W</creator><creator>LAUHER, J. W</creator><general>American Chemical Society</general><scope>IQODW</scope><scope>OTOTI</scope></search><sort><creationdate>19900829</creationdate><title>An approach to the design of molecular solids. The ureylenedicarboxylic acids</title><author>XINQI ZHAO ; YUH-LOO CHANG ; FOWLER, F. W ; LAUHER, J. W</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-o210t-31f325b844445d45b692edfcc2dffa7974fc292fda66c31ba92979c09534f89b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1990</creationdate><topic>360602 - Other Materials- Structure & Phase Studies</topic><topic>400201 - Chemical & Physicochemical Properties</topic><topic>Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds</topic><topic>CARBOXYLIC ACIDS</topic><topic>COHERENT SCATTERING</topic><topic>Condensed matter: structure, mechanical and thermal properties</topic><topic>CRYSTAL STRUCTURE</topic><topic>CRYSTALLOGRAPHY</topic><topic>DESIGN</topic><topic>DIFFRACTION</topic><topic>Exact sciences and technology</topic><topic>INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY</topic><topic>MATERIALS SCIENCE</topic><topic>MOLECULAR STRUCTURE</topic><topic>ORGANIC ACIDS</topic><topic>ORGANIC COMPOUNDS</topic><topic>Physics</topic><topic>SCATTERING</topic><topic>SOLIDS</topic><topic>Structure of solids and liquids; crystallography</topic><topic>Structure of specific crystalline solids</topic><topic>X-RAY DIFFRACTION</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>XINQI ZHAO</creatorcontrib><creatorcontrib>YUH-LOO CHANG</creatorcontrib><creatorcontrib>FOWLER, F. W</creatorcontrib><creatorcontrib>LAUHER, J. W</creatorcontrib><collection>Pascal-Francis</collection><collection>OSTI.GOV</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>XINQI ZHAO</au><au>YUH-LOO CHANG</au><au>FOWLER, F. W</au><au>LAUHER, J. W</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An approach to the design of molecular solids. The ureylenedicarboxylic acids</atitle><jtitle>Journal of the American Chemical Society</jtitle><date>1990-08-29</date><risdate>1990</risdate><volume>112</volume><issue>18</issue><spage>6627</spage><epage>6634</epage><pages>6627-6634</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><coden>JACSAT</coden><abstract>The crystal structures of a series of ureylenedicarboxylic acids have been determined as part of a project directed toward the design of molecular solids. The ureylenedicarboxylic acids were chosen for study because they were predicted to form a two-dimensional hydrogen-bonded network. This two-dimensional network is the result of two orthogonal linear arrays of self-complementary hydrogen-bonded functionalities, the dicarboxylic acids and N,N{prime}-disubstituted ureas, being present in the same molecule. The simplest molecules of the series, 2,2{prime}-ureylenediacetic acid (1), 3,3{prime}-ureylenedipropionic acid (2), and 4,4{prime}-ureylenedibutyric acid (3) as well as the simplest ureylene derived from a dipeptide, N,N{prime}-carbonylbisglycylglycine (4) were synthesized and studied by using x-ray crystallographic techniques. Each molecule was found to crystallize to give the predicted solid-state structure.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><doi>10.1021/ja00174a026</doi><tpages>8</tpages></addata></record> |
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| subjects | 360602 - Other Materials- Structure & Phase Studies 400201 - Chemical & Physicochemical Properties Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds CARBOXYLIC ACIDS COHERENT SCATTERING Condensed matter: structure, mechanical and thermal properties CRYSTAL STRUCTURE CRYSTALLOGRAPHY DESIGN DIFFRACTION Exact sciences and technology INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY MATERIALS SCIENCE MOLECULAR STRUCTURE ORGANIC ACIDS ORGANIC COMPOUNDS Physics SCATTERING SOLIDS Structure of solids and liquids crystallography Structure of specific crystalline solids X-RAY DIFFRACTION |
| title | An approach to the design of molecular solids. The ureylenedicarboxylic acids |
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