Crystal and molecular structures of N -diphenylphosphinyl- and N -diphenylthiophosphinyl- N ′-phenyl guanidines, Ph2P(Y)NC(NH2)NHPh (Y=O,S)
Identifieur interne : 000554 ( Istex/Corpus ); précédent : 000553; suivant : 000555Crystal and molecular structures of N -diphenylphosphinyl- and N -diphenylthiophosphinyl- N ′-phenyl guanidines, Ph2P(Y)NC(NH2)NHPh (Y=O,S)
Auteurs : N. Inguimbert ; M. Biedermann ; H. Stoeckli-Evans ; H. Hartung ; A. Kolbe ; L. J Ger ; M. Taillefer ; H.-J CristauSource :
- Journal of Molecular Structure [ 0022-2860 ] ; 2000.
English descriptors
- KwdEn :
- Teeft :
- Acta crystallogr, Bond length, Bond lengths, Corresponding bands, Crystal data, Crystal structure, Crystalline state, Direct methods, Double bond, Elsevier science, Geometric parameters, Guanidine, Guanidine fragment, Hydrogen bonds, Inguimbert, Intermolecular, Intermolecular hydrogen bonds, Intermolecular interactions, Interplanar angle, Lower wave numbers, Ment parameters, Molecular structure, Molecular structures, Perkin trans, Phnh group, Possible hydrogen bonds, Solid state, Space group, Structure analyses, Symmetry code, Thiophosphinyl guanidine, Title compounds, Torsion angle, Torsion angles, Unit cell, Weak intramolecular hydrogen bond.
Abstract
Abstract: The crystal and molecular structures of the title compounds have been determined. Ph2P(O)NC(NH2)NHPh (1) crystallizes in the space group P212121 with four molecules in the unit cell of dimensions: a=9.183(1), b=11.699(1), c=16.554(2)Å. Ph2P(S)NC(NH2)NHPh (2) crystallizes in the space group P 1 ̄ with four molecules in the unit cell of dimensions: a=9.479(2), b=13.695(1), c=14.037(1)Å, α=82.98(1), β=89.31(1), γ=87.67(1)°. The structures were solved by direct methods. The molecules of 1 and 2 are associated via weak intermolecular NH⋯O (1) and NH⋯S (2) hydrogen bonds, respectively. Besides that, weak intramolecular interactions were observed between the NH2 group and the chalcogen atom in both structures. Additionally, hydrogen bonds were characterized by IR spectroscopy in solution as well as in the solid state in dependence on temperature.
Url:
DOI: 10.1016/S0022-2860(99)00302-6
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ISTEX:E7C299754274443E0EC0F85A651191C5D9E415B0Le document en format XML
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Stoeckli-Evans</name><affiliation><mods:affiliation>Institut de Chimie, Université de Neuchâtel, Avenue de Bellevaux 51, CH-2000 Neuchâtel, Suisse</mods:affiliation></affiliation></author><author><name sortKey="Hartung, H" sort="Hartung, H" uniqKey="Hartung H" first="H" last="Hartung">H. Hartung</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation></author><author><name sortKey="Kolbe, A" sort="Kolbe, A" uniqKey="Kolbe A" first="A" last="Kolbe">A. Kolbe</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation></author><author><name sortKey="J Ger, L" sort="J Ger, L" uniqKey="J Ger L" first="L" last="J Ger">L. J Ger</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation><affiliation><mods:affiliation>Corresponding author. Tel.: +49-345-552-5630; fax: +49-345-552-7028</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: l.jaeger@chemie.uni-halle.de</mods:affiliation></affiliation></author><author><name sortKey="Taillefer, M" sort="Taillefer, M" uniqKey="Taillefer M" first="M" last="Taillefer">M. 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Inguimbert</name><affiliation><mods:affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</mods:affiliation></affiliation></author><author><name sortKey="Biedermann, M" sort="Biedermann, M" uniqKey="Biedermann M" first="M" last="Biedermann">M. Biedermann</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation></author><author><name sortKey="Stoeckli Evans, H" sort="Stoeckli Evans, H" uniqKey="Stoeckli Evans H" first="H" last="Stoeckli-Evans">H. Stoeckli-Evans</name><affiliation><mods:affiliation>Institut de Chimie, Université de Neuchâtel, Avenue de Bellevaux 51, CH-2000 Neuchâtel, Suisse</mods:affiliation></affiliation></author><author><name sortKey="Hartung, H" sort="Hartung, H" uniqKey="Hartung H" first="H" last="Hartung">H. Hartung</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation></author><author><name sortKey="Kolbe, A" sort="Kolbe, A" uniqKey="Kolbe A" first="A" last="Kolbe">A. Kolbe</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation></author><author><name sortKey="J Ger, L" sort="J Ger, L" uniqKey="J Ger L" first="L" last="J Ger">L. J Ger</name><affiliation><mods:affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</mods:affiliation></affiliation><affiliation><mods:affiliation>Corresponding author. Tel.: +49-345-552-5630; fax: +49-345-552-7028</mods:affiliation></affiliation><affiliation><mods:affiliation>E-mail: l.jaeger@chemie.uni-halle.de</mods:affiliation></affiliation></author><author><name sortKey="Taillefer, M" sort="Taillefer, M" uniqKey="Taillefer M" first="M" last="Taillefer">M. Taillefer</name><affiliation><mods:affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</mods:affiliation></affiliation></author><author><name sortKey="Cristau, H J" sort="Cristau, H J" uniqKey="Cristau H" first="H.-J" last="Cristau">H.-J Cristau</name><affiliation><mods:affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</mods:affiliation></affiliation></author></analytic><monogr></monogr><series><title level="j">Journal of Molecular Structure</title><title level="j" type="abbrev">MOLSTR</title><idno type="ISSN">0022-2860</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="2000">2000</date><biblScope unit="volume">519</biblScope><biblScope unit="issue">1–3</biblScope><biblScope unit="page" from="211">211</biblScope><biblScope unit="page" to="218">218</biblScope></imprint><idno type="ISSN">0022-2860</idno></series></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0022-2860</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Crystal structure</term><term>Guanidine</term><term>IR-spectroscopy</term><term>Phosphinyl guanidine</term><term>Thiophosphinyl guanidine</term></keywords><keywords scheme="Teeft" xml:lang="en"><term>Acta crystallogr</term><term>Bond length</term><term>Bond lengths</term><term>Corresponding bands</term><term>Crystal data</term><term>Crystal structure</term><term>Crystalline state</term><term>Direct methods</term><term>Double bond</term><term>Elsevier science</term><term>Geometric parameters</term><term>Guanidine</term><term>Guanidine fragment</term><term>Hydrogen bonds</term><term>Inguimbert</term><term>Intermolecular</term><term>Intermolecular hydrogen bonds</term><term>Intermolecular interactions</term><term>Interplanar angle</term><term>Lower wave numbers</term><term>Ment parameters</term><term>Molecular structure</term><term>Molecular structures</term><term>Perkin trans</term><term>Phnh group</term><term>Possible hydrogen bonds</term><term>Solid state</term><term>Space group</term><term>Structure analyses</term><term>Symmetry code</term><term>Thiophosphinyl guanidine</term><term>Title compounds</term><term>Torsion angle</term><term>Torsion angles</term><term>Unit cell</term><term>Weak intramolecular hydrogen bond</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Abstract: The crystal and molecular structures of the title compounds have been determined. Ph2P(O)NC(NH2)NHPh (1) crystallizes in the space group P212121 with four molecules in the unit cell of dimensions: a=9.183(1), b=11.699(1), c=16.554(2)Å. Ph2P(S)NC(NH2)NHPh (2) crystallizes in the space group P 1 ̄ with four molecules in the unit cell of dimensions: a=9.479(2), b=13.695(1), c=14.037(1)Å, α=82.98(1), β=89.31(1), γ=87.67(1)°. The structures were solved by direct methods. The molecules of 1 and 2 are associated via weak intermolecular NH⋯O (1) and NH⋯S (2) hydrogen bonds, respectively. Besides that, weak intramolecular interactions were observed between the NH2 group and the chalcogen atom in both structures. Additionally, hydrogen bonds were characterized by IR spectroscopy in solution as well as in the solid state in dependence on temperature.</div></front></TEI><istex><corpusName>elsevier</corpusName><keywords><teeft><json:string>molecular structure</json:string><json:string>inguimbert</json:string><json:string>molecular structures</json:string><json:string>bond lengths</json:string><json:string>crystal structure</json:string><json:string>guanidine</json:string><json:string>hydrogen bonds</json:string><json:string>intermolecular</json:string><json:string>intermolecular interactions</json:string><json:string>bond length</json:string><json:string>intermolecular hydrogen bonds</json:string><json:string>space group</json:string><json:string>elsevier science</json:string><json:string>solid state</json:string><json:string>structure analyses</json:string><json:string>crystal data</json:string><json:string>crystalline state</json:string><json:string>lower wave numbers</json:string><json:string>direct methods</json:string><json:string>phnh group</json:string><json:string>unit cell</json:string><json:string>ment parameters</json:string><json:string>corresponding bands</json:string><json:string>thiophosphinyl guanidine</json:string><json:string>torsion angles</json:string><json:string>guanidine fragment</json:string><json:string>torsion angle</json:string><json:string>interplanar angle</json:string><json:string>double bond</json:string><json:string>geometric parameters</json:string><json:string>possible hydrogen bonds</json:string><json:string>symmetry code</json:string><json:string>title compounds</json:string><json:string>weak intramolecular hydrogen bond</json:string><json:string>perkin trans</json:string><json:string>acta crystallogr</json:string></teeft></keywords><author><json:item><name>N Inguimbert</name><affiliations><json:string>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</json:string></affiliations></json:item><json:item><name>M Biedermann</name><affiliations><json:string>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</json:string></affiliations></json:item><json:item><name>H Stoeckli-Evans</name><affiliations><json:string>Institut de Chimie, Université de Neuchâtel, Avenue de Bellevaux 51, CH-2000 Neuchâtel, Suisse</json:string></affiliations></json:item><json:item><name>H Hartung</name><affiliations><json:string>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</json:string></affiliations></json:item><json:item><name>A Kolbe</name><affiliations><json:string>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</json:string></affiliations></json:item><json:item><name>L Jäger</name><affiliations><json:string>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</json:string><json:string>Corresponding author. Tel.: +49-345-552-5630; fax: +49-345-552-7028</json:string><json:string>E-mail: l.jaeger@chemie.uni-halle.de</json:string></affiliations></json:item><json:item><name>M Taillefer</name><affiliations><json:string>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</json:string></affiliations></json:item><json:item><name>H.-J Cristau</name><affiliations><json:string>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</json:string></affiliations></json:item></author><subject><json:item><lang><json:string>eng</json:string></lang><value>Crystal structure</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>IR-spectroscopy</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Guanidine</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Phosphinyl guanidine</value></json:item><json:item><lang><json:string>eng</json:string></lang><value>Thiophosphinyl guanidine</value></json:item></subject><arkIstex>ark:/67375/6H6-HFWKMRK3-M</arkIstex><language><json:string>eng</json:string></language><originalGenre><json:string>Full-length article</json:string></originalGenre><abstract>Abstract: The crystal and molecular structures of the title compounds have been determined. Ph2P(O)NC(NH2)NHPh (1) crystallizes in the space group P212121 with four molecules in the unit cell of dimensions: a=9.183(1), b=11.699(1), c=16.554(2)Å. Ph2P(S)NC(NH2)NHPh (2) crystallizes in the space group P 1 ̄ with four molecules in the unit cell of dimensions: a=9.479(2), b=13.695(1), c=14.037(1)Å, α=82.98(1), β=89.31(1), γ=87.67(1)°. The structures were solved by direct methods. The molecules of 1 and 2 are associated via weak intermolecular NH⋯O (1) and NH⋯S (2) hydrogen bonds, respectively. Besides that, weak intramolecular interactions were observed between the NH2 group and the chalcogen atom in both structures. Additionally, hydrogen bonds were characterized by IR spectroscopy in solution as well as in the solid state in dependence on temperature.</abstract><qualityIndicators><score>6.124</score><pdfWordCount>2648</pdfWordCount><pdfCharCount>19351</pdfCharCount><pdfVersion>1.2</pdfVersion><pdfPageCount>8</pdfPageCount><pdfPageSize>544 x 743 pts</pdfPageSize><refBibsNative>true</refBibsNative><abstractWordCount>123</abstractWordCount><abstractCharCount>863</abstractCharCount><keywordCount>5</keywordCount></qualityIndicators><title>Crystal and molecular structures of N -diphenylphosphinyl- and N -diphenylthiophosphinyl- N ′-phenyl guanidines, Ph2P(Y)NC(NH2)NHPh (Y=O,S)</title><pii><json:string>S0022-2860(99)00302-6</json:string></pii><genre><json:string>research-article</json:string></genre><host><title>Journal of Molecular Structure</title><language><json:string>unknown</json:string></language><publicationDate>2000</publicationDate><issn><json:string>0022-2860</json:string></issn><pii><json:string>S0022-2860(00)X0100-7</json:string></pii><volume>519</volume><issue>1–3</issue><pages><first>211</first><last>218</last></pages><genre><json:string>journal</json:string></genre></host><namedEntities><unitex><date><json:string>2000</json:string></date><geogName></geogName><orgName><json:string>Swiss National Science Foundation</json:string><json:string>Deutscher Akademischer Austauschdienst</json:string><json:string>Fonds</json:string></orgName><orgName_funder><json:string>Deutscher Akademischer Austauschdienst</json:string><json:string>Fonds</json:string></orgName_funder><orgName_provider></orgName_provider><persName><json:string>L. Jager</json:string><json:string>The</json:string><json:string>A. Ph</json:string></persName><placeName><json:string>Wittenberg</json:string><json:string>Montpellier</json:string><json:string>Halle</json:string><json:string>Neuchatel</json:string><json:string>Cambridge</json:string></placeName><ref_url></ref_url><ref_bibl><json:string>[12]</json:string><json:string>[6]</json:string><json:string>[11]</json:string><json:string>[8]</json:string><json:string>[17]</json:string><json:string>[10]</json:string><json:string>[16]</json:string><json:string>Hadzi et al. [9]</json:string><json:string>[3,4]</json:string><json:string>[5]</json:string><json:string>[15]</json:string><json:string>N. Inguimbert et al.</json:string><json:string>[7]</json:string><json:string>[1,2]</json:string><json:string>[2]</json:string><json:string>[13]</json:string></ref_bibl><bibl></bibl></unitex></namedEntities><ark><json:string>ark:/67375/6H6-HFWKMRK3-M</json:string></ark><categories><wos><json:string>1 - science</json:string><json:string>2 - chemistry, physical</json:string></wos><scienceMetrix><json:string>1 - natural sciences</json:string><json:string>2 - chemistry</json:string><json:string>3 - inorganic & nuclear chemistry</json:string></scienceMetrix><scopus><json:string>1 - Physical Sciences</json:string><json:string>2 - Chemistry</json:string><json:string>3 - Inorganic Chemistry</json:string><json:string>1 - Physical Sciences</json:string><json:string>2 - Chemistry</json:string><json:string>3 - Organic Chemistry</json:string><json:string>1 - Physical Sciences</json:string><json:string>2 - Chemistry</json:string><json:string>3 - Spectroscopy</json:string><json:string>1 - Physical Sciences</json:string><json:string>2 - 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Tel.: +49-345-552-5630; fax: +49-345-552-7028</affiliation></author><author xml:id="author-0006"><persName><forename type="first">M</forename><surname>Taillefer</surname></persName><affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</affiliation></author><author xml:id="author-0007"><persName><forename type="first">H.-J</forename><surname>Cristau</surname></persName><affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</affiliation></author><idno type="istex">E7C299754274443E0EC0F85A651191C5D9E415B0</idno><idno type="ark">ark:/67375/6H6-HFWKMRK3-M</idno><idno type="DOI">10.1016/S0022-2860(99)00302-6</idno><idno type="PII">S0022-2860(99)00302-6</idno></analytic><monogr><title level="j">Journal of Molecular Structure</title><title level="j" type="abbrev">MOLSTR</title><idno type="pISSN">0022-2860</idno><idno type="PII">S0022-2860(00)X0100-7</idno><imprint><publisher>ELSEVIER</publisher><date type="published" when="2000"></date><biblScope unit="volume">519</biblScope><biblScope unit="issue">1–3</biblScope><biblScope unit="page" from="211">211</biblScope><biblScope unit="page" to="218">218</biblScope></imprint></monogr></biblStruct></sourceDesc></fileDesc><profileDesc><creation><date>2000</date></creation><langUsage><language ident="en">en</language></langUsage><abstract xml:lang="en"><p>Abstract: The crystal and molecular structures of the title compounds have been determined. Ph2P(O)NC(NH2)NHPh (1) crystallizes in the space group P212121 with four molecules in the unit cell of dimensions: a=9.183(1), b=11.699(1), c=16.554(2)Å. Ph2P(S)NC(NH2)NHPh (2) crystallizes in the space group P 1 ̄ with four molecules in the unit cell of dimensions: a=9.479(2), b=13.695(1), c=14.037(1)Å, α=82.98(1), β=89.31(1), γ=87.67(1)°. The structures were solved by direct methods. The molecules of 1 and 2 are associated via weak intermolecular NH⋯O (1) and NH⋯S (2) hydrogen bonds, respectively. Besides that, weak intramolecular interactions were observed between the NH2 group and the chalcogen atom in both structures. Additionally, hydrogen bonds were characterized by IR spectroscopy in solution as well as in the solid state in dependence on temperature.</p></abstract><textClass xml:lang="en"><keywords scheme="keyword"><list><head>Keywords</head><item><term>Crystal structure</term></item><item><term>IR-spectroscopy</term></item><item><term>Guanidine</term></item><item><term>Phosphinyl guanidine</term></item><item><term>Thiophosphinyl guanidine</term></item></list></keywords></textClass></profileDesc><revisionDesc><change when="1999-06-02">Modified</change><change when="2000">Published</change></revisionDesc></teiHeader></istex:fulltextTEI><json:item><extension>txt</extension><original>false</original><mimetype>text/plain</mimetype><uri>https://api.istex.fr/ark:/67375/6H6-HFWKMRK3-M/fulltext.txt</uri></json:item></fulltext><metadata><istex:metadataXml wicri:clean="Elsevier, elements deleted: ce:floats; body; tail"><istex:xmlDeclaration>version="1.0" encoding="utf-8"</istex:xmlDeclaration><istex:docType PUBLIC="-//ES//DTD journal article DTD version 4.5.2//EN//XML" URI="art452.dtd" name="istex:docType"><istex:entity SYSTEM="sc1" NDATA="IMAGE" name="sc1"></istex:entity><istex:entity SYSTEM="gr1" NDATA="IMAGE" name="gr1"></istex:entity><istex:entity SYSTEM="gr2" NDATA="IMAGE" name="gr2"></istex:entity></istex:docType><istex:document><converted-article version="4.5.2" docsubtype="fla" xml:lang="en"><item-info><jid>MOLSTR</jid><aid>11109</aid><ce:pii>S0022-2860(99)00302-6</ce:pii><ce:doi>10.1016/S0022-2860(99)00302-6</ce:doi><ce:copyright type="full-transfer" year="2000">Elsevier Science B.V.</ce:copyright></item-info><head><ce:title>Crystal and molecular structures of <ce:italic>N</ce:italic>-diphenylphosphinyl- and <ce:italic>N</ce:italic>-diphenylthiophosphinyl-<ce:italic>N</ce:italic>′-phenyl guanidines, Ph<ce:inf>2</ce:inf>P(Y)NC(NH<ce:inf>2</ce:inf>)NHPh (Y=O,S)</ce:title><ce:dedication>Dedicated to Professor Reinhard Schmutzler on the occasion of his 65th birthday.</ce:dedication><ce:author-group><ce:author><ce:given-name>N</ce:given-name><ce:surname>Inguimbert</ce:surname><ce:cross-ref refid="AFF2"><ce:sup>b</ce:sup></ce:cross-ref></ce:author><ce:author><ce:given-name>M</ce:given-name><ce:surname>Biedermann</ce:surname><ce:cross-ref refid="AFF1"><ce:sup>a</ce:sup></ce:cross-ref></ce:author><ce:author><ce:given-name>H</ce:given-name><ce:surname>Stoeckli-Evans</ce:surname><ce:cross-ref refid="AFF3"><ce:sup>c</ce:sup></ce:cross-ref></ce:author><ce:author><ce:given-name>H</ce:given-name><ce:surname>Hartung</ce:surname><ce:cross-ref refid="AFF1"><ce:sup>a</ce:sup></ce:cross-ref></ce:author><ce:author><ce:given-name>A</ce:given-name><ce:surname>Kolbe</ce:surname><ce:cross-ref refid="AFF1"><ce:sup>a</ce:sup></ce:cross-ref></ce:author><ce:author><ce:indexed-name>Jager</ce:indexed-name><ce:given-name>L</ce:given-name><ce:surname>Jäger</ce:surname><ce:cross-ref refid="AFF1"><ce:sup>a</ce:sup></ce:cross-ref><ce:cross-ref refid="CORR1">*</ce:cross-ref><ce:e-address>l.jaeger@chemie.uni-halle.de</ce:e-address></ce:author><ce:author><ce:given-name>M</ce:given-name><ce:surname>Taillefer</ce:surname><ce:cross-ref refid="AFF2"><ce:sup>b</ce:sup></ce:cross-ref></ce:author><ce:author><ce:given-name>H.-J</ce:given-name><ce:surname>Cristau</ce:surname><ce:cross-ref refid="AFF2"><ce:sup>b</ce:sup></ce:cross-ref></ce:author><ce:affiliation id="AFF1"><ce:label>a</ce:label><ce:textfn>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</ce:textfn></ce:affiliation><ce:affiliation id="AFF2"><ce:label>b</ce:label><ce:textfn>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</ce:textfn></ce:affiliation><ce:affiliation id="AFF3"><ce:label>c</ce:label><ce:textfn>Institut de Chimie, Université de Neuchâtel, Avenue de Bellevaux 51, CH-2000 Neuchâtel, Suisse</ce:textfn></ce:affiliation><ce:correspondence id="CORR1"><ce:label>*</ce:label><ce:text>Corresponding author. Tel.: +49-345-552-5630; fax: +49-345-552-7028</ce:text></ce:correspondence></ce:author-group><ce:date-received day="20" month="4" year="1999"></ce:date-received><ce:date-revised day="2" month="6" year="1999"></ce:date-revised><ce:date-accepted day="2" month="6" year="1999"></ce:date-accepted><ce:abstract><ce:section-title>Abstract</ce:section-title><ce:abstract-sec><ce:simple-para>The crystal and molecular structures of the title compounds have been determined. Ph<ce:inf>2</ce:inf>P(O)NC(NH<ce:inf>2</ce:inf>)NHPh (<ce:bold>1</ce:bold>) crystallizes in the space group P2<ce:inf>1</ce:inf>2<ce:inf>1</ce:inf>2<ce:inf>1</ce:inf> with four molecules in the unit cell of dimensions: <ce:italic>a</ce:italic>=9.183(1), <ce:italic>b</ce:italic>=11.699(1), <ce:italic>c</ce:italic>=16.554(2)<ce:hsp sp="0.25"></ce:hsp>Å. Ph<ce:inf>2</ce:inf>P(S)NC(NH<ce:inf>2</ce:inf>)NHPh (<ce:bold>2</ce:bold>) crystallizes in the space group <math altimg="si4.gif"><rm>P</rm><a><ac>1</ac><ac>̄</ac></a></math> with four molecules in the unit cell of dimensions: <ce:italic>a</ce:italic>=9.479(2), <ce:italic>b</ce:italic>=13.695(1), <ce:italic>c</ce:italic>=14.037(1)<ce:hsp sp="0.25"></ce:hsp>Å, <ce:italic>α</ce:italic>=82.98(1), <ce:italic>β</ce:italic>=89.31(1), <ce:italic>γ</ce:italic>=87.67(1)°. The structures were solved by direct methods. The molecules of <ce:bold>1</ce:bold> and <ce:bold>2</ce:bold> are associated via weak intermolecular NH⋯O (<ce:bold>1</ce:bold>) and NH⋯S (<ce:bold>2</ce:bold>) hydrogen bonds, respectively. Besides that, weak intramolecular interactions were observed between the NH<ce:inf>2</ce:inf> group and the chalcogen atom in both structures. Additionally, hydrogen bonds were characterized by IR spectroscopy in solution as well as in the solid state in dependence on temperature.</ce:simple-para></ce:abstract-sec></ce:abstract><ce:keywords class="keyword" xml:lang="en"><ce:section-title>Keywords</ce:section-title><ce:keyword><ce:text>Crystal structure</ce:text></ce:keyword><ce:keyword><ce:text>IR-spectroscopy</ce:text></ce:keyword><ce:keyword><ce:text>Guanidine</ce:text></ce:keyword><ce:keyword><ce:text>Phosphinyl guanidine</ce:text></ce:keyword><ce:keyword><ce:text>Thiophosphinyl guanidine</ce:text></ce:keyword></ce:keywords></head></converted-article></istex:document></istex:metadataXml><mods version="3.6"><titleInfo lang="en"><title>Crystal and molecular structures of N -diphenylphosphinyl- and N -diphenylthiophosphinyl- N ′-phenyl guanidines, Ph2P(Y)NC(NH2)NHPh (Y=O,S)</title></titleInfo><titleInfo type="alternative" lang="en" contentType="CDATA"><title>Crystal and molecular structures of</title></titleInfo><name type="personal"><namePart type="given">N</namePart><namePart type="family">Inguimbert</namePart><affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">M</namePart><namePart type="family">Biedermann</namePart><affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">H</namePart><namePart type="family">Stoeckli-Evans</namePart><affiliation>Institut de Chimie, Université de Neuchâtel, Avenue de Bellevaux 51, CH-2000 Neuchâtel, Suisse</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">H</namePart><namePart type="family">Hartung</namePart><affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">A</namePart><namePart type="family">Kolbe</namePart><affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">L</namePart><namePart type="family">Jäger</namePart><affiliation>Fachbereich Chemie, Martin-Luther-Universität Halle-Wittenberg, D-06099 Halle/Saale, Germany</affiliation><affiliation>Corresponding author. Tel.: +49-345-552-5630; fax: +49-345-552-7028</affiliation><affiliation>E-mail: l.jaeger@chemie.uni-halle.de</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">M</namePart><namePart type="family">Taillefer</namePart><affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</affiliation><role><roleTerm type="text">author</roleTerm></role></name><name type="personal"><namePart type="given">H.-J</namePart><namePart type="family">Cristau</namePart><affiliation>ENSCM, Laboratoire de Chimie Organique, ESA 5076, 8 rue de l'Ecole Normale, F-34296 Montpellier, CEDEX 05, France</affiliation><role><roleTerm type="text">author</roleTerm></role></name><typeOfResource>text</typeOfResource><genre type="research-article" displayLabel="Full-length article" authority="ISTEX" authorityURI="https://content-type.data.istex.fr" valueURI="https://content-type.data.istex.fr/ark:/67375/XTP-1JC4F85T-7">research-article</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">2000</dateIssued><dateModified encoding="w3cdtf">1999-06-02</dateModified><copyrightDate encoding="w3cdtf">2000</copyrightDate></originInfo><language><languageTerm type="code" authority="iso639-2b">eng</languageTerm><languageTerm type="code" authority="rfc3066">en</languageTerm></language><abstract lang="en">Abstract: The crystal and molecular structures of the title compounds have been determined. Ph2P(O)NC(NH2)NHPh (1) crystallizes in the space group P212121 with four molecules in the unit cell of dimensions: a=9.183(1), b=11.699(1), c=16.554(2)Å. Ph2P(S)NC(NH2)NHPh (2) crystallizes in the space group P 1 ̄ with four molecules in the unit cell of dimensions: a=9.479(2), b=13.695(1), c=14.037(1)Å, α=82.98(1), β=89.31(1), γ=87.67(1)°. The structures were solved by direct methods. The molecules of 1 and 2 are associated via weak intermolecular NH⋯O (1) and NH⋯S (2) hydrogen bonds, respectively. Besides that, weak intramolecular interactions were observed between the NH2 group and the chalcogen atom in both structures. Additionally, hydrogen bonds were characterized by IR spectroscopy in solution as well as in the solid state in dependence on temperature.</abstract><note type="content">Scheme 1: Tautomeric equilibria discussed for 1 and 2.</note><note type="content">Fig. 1: Molecular structure of 1.</note><note type="content">Fig. 2: Molecular structure of 2.</note><note type="content">Table 1: Crystal data and details of structure analyses</note><note type="content">Table 2: Final atomic coordinates (×104) and equivalent isotropic displacement parameters (×103, Å2) of 1 (esd's in parentheses): Ueq=1/3∑i∑jUijai∗aj∗aiaj</note><note type="content">Table 3: Final atomic coordinates (×104) and equivalent isotropic displacement parameters (×103, Å2) of 2 (esd's in parentheses): Ueq=1/3∑i∑jUijai∗aj∗aiaj</note><note type="content">Table 4: Characteristic IR data (cm−1) of 1 and 2 at 25°C</note><note type="content">Table 5: Selected bond lengths (Å), bond and torsion angles (°) for non-H atoms in 1 and 2 (esd‘s in parentheses)</note><note type="content">Table 6: Geometric parameters (Å, °) of possible hydrogen bonds in the crystal structure of 1 (A is the acceptor, D is the donor) [symmetry code: (i) −x,0.5+y,1.5−z]</note><note type="content">Table 7: Geometric parameters (Å, °) of possible hydrogen bonds in the crystal structure of 2 (A is the acceptor, D is the donor) [symmetry code: (i) x−1,y,z]</note><subject lang="en"><genre>Keywords</genre><topic>Crystal structure</topic><topic>IR-spectroscopy</topic><topic>Guanidine</topic><topic>Phosphinyl guanidine</topic><topic>Thiophosphinyl guanidine</topic></subject><relatedItem type="host"><titleInfo><title>Journal of Molecular Structure</title></titleInfo><titleInfo type="abbreviated"><title>MOLSTR</title></titleInfo><genre type="journal" authority="ISTEX" authorityURI="https://publication-type.data.istex.fr" valueURI="https://publication-type.data.istex.fr/ark:/67375/JMC-0GLKJH51-B">journal</genre><originInfo><publisher>ELSEVIER</publisher><dateIssued encoding="w3cdtf">2000</dateIssued></originInfo><identifier type="ISSN">0022-2860</identifier><identifier type="PII">S0022-2860(00)X0100-7</identifier><part><date>2000</date><detail type="volume"><number>519</number><caption>vol.</caption></detail><detail type="issue"><number>1–3</number><caption>no.</caption></detail><extent unit="issue-pages"><start>1</start><end>306</end></extent><extent unit="pages"><start>211</start><end>218</end></extent></part></relatedItem><identifier type="istex">E7C299754274443E0EC0F85A651191C5D9E415B0</identifier><identifier type="ark">ark:/67375/6H6-HFWKMRK3-M</identifier><identifier type="DOI">10.1016/S0022-2860(99)00302-6</identifier><identifier type="PII">S0022-2860(99)00302-6</identifier><accessCondition type="use and reproduction" contentType="copyright">©2000 Elsevier Science B.V.</accessCondition><recordInfo><recordContentSource authority="ISTEX" authorityURI="https://loaded-corpus.data.istex.fr" valueURI="https://loaded-corpus.data.istex.fr/ark:/67375/XBH-HKKZVM7B-M">elsevier</recordContentSource><recordOrigin>Elsevier Science B.V., ©2000</recordOrigin></recordInfo></mods><json:item><extension>json</extension><original>false</original><mimetype>application/json</mimetype><uri>https://api.istex.fr/ark:/67375/6H6-HFWKMRK3-M/record.json</uri></json:item></metadata><serie></serie></istex></record>Pour manipuler ce document sous Unix (Dilib)
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