Hydrogen-bonded mol-ecular salts of reduced benzo-thia-zole derivatives with carboxyl-ates: a robust (8) supra-molecular motif (even when disordered).
Identifieur interne : 000633 ( PubMed/Curation ); précédent : 000632; suivant : 000634Hydrogen-bonded mol-ecular salts of reduced benzo-thia-zole derivatives with carboxyl-ates: a robust (8) supra-molecular motif (even when disordered).
Auteurs : Mohammed A E. Shaibah [Inde] ; Belakavadi K. Sagar [Inde] ; Hemmige S. Yathirajan [Inde] ; David B. Cordes [Royaume-Uni] ; Alexandra M Z. Slawin [Royaume-Uni] ; William T A. Harrison [Royaume-Uni]Source :
- Acta crystallographica. Section E, Crystallographic communications [ 2056-9890 ] ; 2019.
Abstract
The syntheses and structures of five mol-ecular salts of protonated 4,4,7,7-tetra-methyl-3a,5,6,7a-tetra-hydro-benzo-thia-zol-2-yl-amine (C11H19N2S+) with different deprotonated carb-oxy-lic acids (4-methyl-benzoic acid, 4-bromo-benzoic acid, 3,5-di-nitro-benzoic acid, fumaric acid and succinic acid) are reported, namely 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 4-methyl-benzoate, C11H19N2S+·C8H7O2-, (I), 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 4-bromo-benzoate, C11H19N2S+·C7H4BrO2-, (II), 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 3,5-di-nitro-benzoate, C11H19N2S+·C7H3N2O6-, (III), bis-(2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium) fumarate, 2C11H19N2S+·C4H2O42-,(IV), and the 1:1 co-crystal of bis-(2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium) succinate and 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium hydrogen succin-ate 4,4,7,7-tetra-methyl-3a,5,6,7a-tetra-hydro-benzo-thia-zol-2-yl-amine, 1.5C11H19N2S+·0.5C4H4O42-·0.5C4H5O4-. 0.5C11H18N2S, (V). In every case, the cation protonation occurs at the N atom of the thia-zole ring and the six-membered ring adopts a half-chair conformation (in some cases, the deviating methyl-ene groups are disordered over two sets of sites). The C-N bond lengths of the nominal -NH+=C-NH2 fragment of the cation are indistinguishable, indicating a significant contribution of the -NH-C=N+H2 resonance form to the structure. The packing for (I)-(V) features a robust local R22(8) loop motif in which the cation forms two near-linear N-H⋯O hydrogen bonds from the N+-H group and syn H atom of the amine group to the carboxyl-ate group of an adjacent anion [(V) shows disorder of one of these bonds over N-H⋯O and N⋯H-O contributors but the same R22(8) loop results for both disorder components]. The anti H atom of the -NH2 group also forms an N-H⋯O hydrogen bond, which results in [001] chains in (I) and (II), isolated centrosymmetric tetra-mers in (III) and [100] chains in (IV) and (V). Hirshfeld fingerprint plots and contact percentages for the different types of contacts of the cations are discussed.
DOI: 10.1107/S2056989018018224
PubMed: 30800445
Links toward previous steps (curation, corpus...)
- to stream PubMed, to step Corpus: Pour aller vers cette notice dans l'étape Curation :000633
Links to Exploration step
pubmed:30800445Le document en format XML
<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en">Hydrogen-bonded mol-ecular salts of reduced benzo-thia-zole derivatives with carboxyl-ates: a robust (8) supra-molecular motif (even when disordered).</title><author><name sortKey="Shaibah, Mohammed A E" sort="Shaibah, Mohammed A E" uniqKey="Shaibah M" first="Mohammed A E" last="Shaibah">Mohammed A E. Shaibah</name><affiliation wicri:level="1"><nlm:affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</nlm:affiliation><country xml:lang="fr">Inde</country><wicri:regionArea>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006</wicri:regionArea></affiliation></author><author><name sortKey="Sagar, Belakavadi K" sort="Sagar, Belakavadi K" uniqKey="Sagar B" first="Belakavadi K" last="Sagar">Belakavadi K. Sagar</name><affiliation wicri:level="1"><nlm:affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</nlm:affiliation><country xml:lang="fr">Inde</country><wicri:regionArea>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006</wicri:regionArea></affiliation></author><author><name sortKey="Yathirajan, Hemmige S" sort="Yathirajan, Hemmige S" uniqKey="Yathirajan H" first="Hemmige S" last="Yathirajan">Hemmige S. Yathirajan</name><affiliation wicri:level="1"><nlm:affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</nlm:affiliation><country xml:lang="fr">Inde</country><wicri:regionArea>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006</wicri:regionArea></affiliation></author><author><name sortKey="Cordes, David B" sort="Cordes, David B" uniqKey="Cordes D" first="David B" last="Cordes">David B. Cordes</name><affiliation wicri:level="2"><nlm:affiliation>School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.</nlm:affiliation><country>Royaume-Uni</country><placeName><region type="country">Écosse</region></placeName><wicri:cityArea>School of Chemistry, University of St Andrews, Fife KY16 9ST</wicri:cityArea></affiliation></author><author><name sortKey="Slawin, Alexandra M Z" sort="Slawin, Alexandra M Z" uniqKey="Slawin A" first="Alexandra M Z" last="Slawin">Alexandra M Z. Slawin</name><affiliation wicri:level="2"><nlm:affiliation>School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.</nlm:affiliation><country>Royaume-Uni</country><placeName><region type="country">Écosse</region></placeName><wicri:cityArea>School of Chemistry, University of St Andrews, Fife KY16 9ST</wicri:cityArea></affiliation></author><author><name sortKey="Harrison, William T A" sort="Harrison, William T A" uniqKey="Harrison W" first="William T A" last="Harrison">William T A. Harrison</name><affiliation wicri:level="2"><nlm:affiliation>Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.</nlm:affiliation><country>Royaume-Uni</country><placeName><region type="country">Écosse</region></placeName><wicri:cityArea>Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE</wicri:cityArea></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2019">2019</date><idno type="RBID">pubmed:30800445</idno><idno type="pmid">30800445</idno><idno type="doi">10.1107/S2056989018018224</idno><idno type="wicri:Area/PubMed/Corpus">000633</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Corpus" wicri:corpus="PubMed">000633</idno><idno type="wicri:Area/PubMed/Curation">000633</idno><idno type="wicri:explorRef" wicri:stream="PubMed" wicri:step="Curation">000633</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Hydrogen-bonded mol-ecular salts of reduced benzo-thia-zole derivatives with carboxyl-ates: a robust (8) supra-molecular motif (even when disordered).</title><author><name sortKey="Shaibah, Mohammed A E" sort="Shaibah, Mohammed A E" uniqKey="Shaibah M" first="Mohammed A E" last="Shaibah">Mohammed A E. Shaibah</name><affiliation wicri:level="1"><nlm:affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</nlm:affiliation><country xml:lang="fr">Inde</country><wicri:regionArea>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006</wicri:regionArea></affiliation></author><author><name sortKey="Sagar, Belakavadi K" sort="Sagar, Belakavadi K" uniqKey="Sagar B" first="Belakavadi K" last="Sagar">Belakavadi K. Sagar</name><affiliation wicri:level="1"><nlm:affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</nlm:affiliation><country xml:lang="fr">Inde</country><wicri:regionArea>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006</wicri:regionArea></affiliation></author><author><name sortKey="Yathirajan, Hemmige S" sort="Yathirajan, Hemmige S" uniqKey="Yathirajan H" first="Hemmige S" last="Yathirajan">Hemmige S. Yathirajan</name><affiliation wicri:level="1"><nlm:affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</nlm:affiliation><country xml:lang="fr">Inde</country><wicri:regionArea>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006</wicri:regionArea></affiliation></author><author><name sortKey="Cordes, David B" sort="Cordes, David B" uniqKey="Cordes D" first="David B" last="Cordes">David B. Cordes</name><affiliation wicri:level="2"><nlm:affiliation>School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.</nlm:affiliation><country>Royaume-Uni</country><placeName><region type="country">Écosse</region></placeName><wicri:cityArea>School of Chemistry, University of St Andrews, Fife KY16 9ST</wicri:cityArea></affiliation></author><author><name sortKey="Slawin, Alexandra M Z" sort="Slawin, Alexandra M Z" uniqKey="Slawin A" first="Alexandra M Z" last="Slawin">Alexandra M Z. Slawin</name><affiliation wicri:level="2"><nlm:affiliation>School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.</nlm:affiliation><country>Royaume-Uni</country><placeName><region type="country">Écosse</region></placeName><wicri:cityArea>School of Chemistry, University of St Andrews, Fife KY16 9ST</wicri:cityArea></affiliation></author><author><name sortKey="Harrison, William T A" sort="Harrison, William T A" uniqKey="Harrison W" first="William T A" last="Harrison">William T A. Harrison</name><affiliation wicri:level="2"><nlm:affiliation>Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.</nlm:affiliation><country>Royaume-Uni</country><placeName><region type="country">Écosse</region></placeName><wicri:cityArea>Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE</wicri:cityArea></affiliation></author></analytic><series><title level="j">Acta crystallographica. Section E, Crystallographic communications</title><idno type="ISSN">2056-9890</idno><imprint><date when="2019" type="published">2019</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The syntheses and structures of five mol-ecular salts of protonated 4,4,7,7-tetra-methyl-3a,5,6,7a-tetra-hydro-benzo-thia-zol-2-yl-amine (C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>) with different deprotonated carb-oxy-lic acids (4-methyl-benzoic acid, 4-bromo-benzoic acid, 3,5-di-nitro-benzoic acid, fumaric acid and succinic acid) are reported, namely 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 4-methyl-benzoate, C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>8</sub>H<sub>7</sub>O<sub>2</sub><sup>-</sup>, (I), 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 4-bromo-benzoate, C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>7</sub>H<sub>4</sub>BrO<sub>2</sub><sup>-</sup>, (II), 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 3,5-di-nitro-benzoate, C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>7</sub>H<sub>3</sub>N<sub>2</sub>O<sub>6</sub><sup>-</sup>, (III), bis-(2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium) fumarate, 2C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>4</sub>H<sub>2</sub>O<sub>4</sub><sup>2-</sup>,(IV), and the 1:1 co-crystal of bis-(2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium) succinate and 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium hydrogen succin-ate 4,4,7,7-tetra-methyl-3a,5,6,7a-tetra-hydro-benzo-thia-zol-2-yl-amine, 1.5C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·0.5C<sub>4</sub>H<sub>4</sub>O<sub>4</sub><sup>2-</sup>·0.5C<sub>4</sub>H<sub>5</sub>O<sub>4</sub><sup>-</sup>. 0.5C<sub>11</sub>H<sub>18</sub>N<sub>2</sub>S, (V). In every case, the cation protonation occurs at the N atom of the thia-zole ring and the six-membered ring adopts a half-chair conformation (in some cases, the deviating methyl-ene groups are disordered over two sets of sites). The C-N bond lengths of the nominal -NH<sup>+</sup>=C-NH<sub>2</sub> fragment of the cation are indistinguishable, indicating a significant contribution of the -NH-C=N<sup>+</sup>H<sub>2</sub> resonance form to the structure. The packing for (I)-(V) features a robust local <i>R</i><sub>2</sub><sup>2</sup>(8) loop motif in which the cation forms two near-linear N-H⋯O hydrogen bonds from the N<sup>+</sup>-H group and <i>syn</i> H atom of the amine group to the carboxyl-ate group of an adjacent anion [(V) shows disorder of one of these bonds over N-H⋯O and N⋯H-O contributors but the same <i>R</i><sub>2</sub><sup>2</sup>(8) loop results for both disorder components]. The <i>anti</i> H atom of the -NH<sub>2</sub> group also forms an N-H⋯O hydrogen bond, which results in [001] chains in (I) and (II), isolated centrosymmetric tetra-mers in (III) and [100] chains in (IV) and (V). Hirshfeld fingerprint plots and contact percentages for the different types of contacts of the cations are discussed.</div></front></TEI><pubmed><MedlineCitation Status="PubMed-not-MEDLINE" Owner="NLM"><PMID Version="1">30800445</PMID><DateRevised><Year>2020</Year><Month>02</Month><Day>25</Day></DateRevised><Article PubModel="Electronic-eCollection"><Journal><ISSN IssnType="Print">2056-9890</ISSN><JournalIssue CitedMedium="Print"><Volume>75</Volume><Issue>Pt 2</Issue><PubDate><Year>2019</Year><Month>Feb</Month><Day>01</Day></PubDate></JournalIssue><Title>Acta crystallographica. Section E, Crystallographic communications</Title><ISOAbbreviation>Acta Crystallogr E Crystallogr Commun</ISOAbbreviation></Journal><ArticleTitle>Hydrogen-bonded mol-ecular salts of reduced benzo-thia-zole derivatives with carboxyl-ates: a robust (8) supra-molecular motif (even when disordered).</ArticleTitle><Pagination><MedlinePgn>167-174</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1107/S2056989018018224</ELocationID><Abstract><AbstractText>The syntheses and structures of five mol-ecular salts of protonated 4,4,7,7-tetra-methyl-3a,5,6,7a-tetra-hydro-benzo-thia-zol-2-yl-amine (C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>) with different deprotonated carb-oxy-lic acids (4-methyl-benzoic acid, 4-bromo-benzoic acid, 3,5-di-nitro-benzoic acid, fumaric acid and succinic acid) are reported, namely 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 4-methyl-benzoate, C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>8</sub>H<sub>7</sub>O<sub>2</sub><sup>-</sup>, (I), 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 4-bromo-benzoate, C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>7</sub>H<sub>4</sub>BrO<sub>2</sub><sup>-</sup>, (II), 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium 3,5-di-nitro-benzoate, C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>7</sub>H<sub>3</sub>N<sub>2</sub>O<sub>6</sub><sup>-</sup>, (III), bis-(2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium) fumarate, 2C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·C<sub>4</sub>H<sub>2</sub>O<sub>4</sub><sup>2-</sup>,(IV), and the 1:1 co-crystal of bis-(2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium) succinate and 2-amino-4,4,7,7-tetra-methyl-4,5,6,7-tetra-hydro-1,3-benzo-thia-zol-3-ium hydrogen succin-ate 4,4,7,7-tetra-methyl-3a,5,6,7a-tetra-hydro-benzo-thia-zol-2-yl-amine, 1.5C<sub>11</sub>H<sub>19</sub>N<sub>2</sub>S<sup>+</sup>·0.5C<sub>4</sub>H<sub>4</sub>O<sub>4</sub><sup>2-</sup>·0.5C<sub>4</sub>H<sub>5</sub>O<sub>4</sub><sup>-</sup>. 0.5C<sub>11</sub>H<sub>18</sub>N<sub>2</sub>S, (V). In every case, the cation protonation occurs at the N atom of the thia-zole ring and the six-membered ring adopts a half-chair conformation (in some cases, the deviating methyl-ene groups are disordered over two sets of sites). The C-N bond lengths of the nominal -NH<sup>+</sup>=C-NH<sub>2</sub> fragment of the cation are indistinguishable, indicating a significant contribution of the -NH-C=N<sup>+</sup>H<sub>2</sub> resonance form to the structure. The packing for (I)-(V) features a robust local <i>R</i><sub>2</sub><sup>2</sup>(8) loop motif in which the cation forms two near-linear N-H⋯O hydrogen bonds from the N<sup>+</sup>-H group and <i>syn</i> H atom of the amine group to the carboxyl-ate group of an adjacent anion [(V) shows disorder of one of these bonds over N-H⋯O and N⋯H-O contributors but the same <i>R</i><sub>2</sub><sup>2</sup>(8) loop results for both disorder components]. The <i>anti</i> H atom of the -NH<sub>2</sub> group also forms an N-H⋯O hydrogen bond, which results in [001] chains in (I) and (II), isolated centrosymmetric tetra-mers in (III) and [100] chains in (IV) and (V). Hirshfeld fingerprint plots and contact percentages for the different types of contacts of the cations are discussed.</AbstractText></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Shaibah</LastName><ForeName>Mohammed A E</ForeName><Initials>MAE</Initials><AffiliationInfo><Affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Sagar</LastName><ForeName>Belakavadi K</ForeName><Initials>BK</Initials><AffiliationInfo><Affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Yathirajan</LastName><ForeName>Hemmige S</ForeName><Initials>HS</Initials><Identifier Source="ORCID">https://orcid.org/0000-0001-9039-0273</Identifier><AffiliationInfo><Affiliation>Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru 570 006, India.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Cordes</LastName><ForeName>David B</ForeName><Initials>DB</Initials><Identifier Source="ORCID">https://orcid.org/0000-0002-5366-9168</Identifier><AffiliationInfo><Affiliation>School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Slawin</LastName><ForeName>Alexandra M Z</ForeName><Initials>AMZ</Initials><AffiliationInfo><Affiliation>School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Harrison</LastName><ForeName>William T A</ForeName><Initials>WTA</Initials><Identifier Source="ORCID">https://orcid.org/0000-0003-2253-4866</Identifier><AffiliationInfo><Affiliation>Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2019</Year><Month>01</Month><Day>08</Day></ArticleDate></Article><MedlineJournalInfo><Country>England</Country><MedlineTA>Acta Crystallogr E Crystallogr Commun</MedlineTA><NlmUniqueID>101648987</NlmUniqueID></MedlineJournalInfo><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="N">benzothiazole</Keyword><Keyword MajorTopicYN="N">crystal structure</Keyword><Keyword MajorTopicYN="N">hydrogen bond</Keyword><Keyword MajorTopicYN="N">molecular salt</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2018</Year><Month>12</Month><Day>10</Day></PubMedPubDate><PubMedPubDate PubStatus="accepted"><Year>2018</Year><Month>12</Month><Day>21</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2019</Year><Month>2</Month><Day>26</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2019</Year><Month>2</Month><Day>26</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2019</Year><Month>2</Month><Day>26</Day><Hour>6</Hour><Minute>1</Minute></PubMedPubDate></History><PublicationStatus>epublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">30800445</ArticleId><ArticleId IdType="doi">10.1107/S2056989018018224</ArticleId><ArticleId IdType="pii">mw2140</ArticleId><ArticleId IdType="pmc">PMC6362640</ArticleId></ArticleIdList><ReferenceList><Reference><Citation>J Med Chem. 1991 Sep;34(9):2736-46</Citation><ArticleIdList><ArticleId IdType="pubmed">1680195</ArticleId></ArticleIdList></Reference><Reference><Citation>Acta Crystallogr A. 2008 Jan;64(Pt 1):112-22</Citation><ArticleIdList><ArticleId IdType="pubmed">18156677</ArticleId></ArticleIdList></Reference><Reference><Citation>Chem Commun (Camb). 2007 Oct 7;(37):3814-6</Citation><ArticleIdList><ArticleId IdType="pubmed">18217656</ArticleId></ArticleIdList></Reference><Reference><Citation>J Phys Chem A. 2011 Apr 14;115(14):3154-66</Citation><ArticleIdList><ArticleId IdType="pubmed">21428393</ArticleId></ArticleIdList></Reference><Reference><Citation>Inorg Chem. 2011 Jun 6;50(11):4732-41</Citation><ArticleIdList><ArticleId IdType="pubmed">21520903</ArticleId></ArticleIdList></Reference><Reference><Citation>Acta Crystallogr B Struct Sci Cryst Eng Mater. 2013 Jun;69(Pt 3):249-59</Citation><ArticleIdList><ArticleId IdType="pubmed">23719469</ArticleId></ArticleIdList></Reference><Reference><Citation>Acta Crystallogr C Struct Chem. 2015 Jan;71(Pt 1):3-8</Citation><ArticleIdList><ArticleId IdType="pubmed">25567568</ArticleId></ArticleIdList></Reference><Reference><Citation>Acta Crystallogr B Struct Sci Cryst Eng Mater. 2015 Apr;71(Pt 2):228-34</Citation><ArticleIdList><ArticleId IdType="pubmed">25827376</ArticleId></ArticleIdList></Reference><Reference><Citation>Acta Crystallogr B Struct Sci Cryst Eng Mater. 2016 Apr;72(Pt 2):171-9</Citation><ArticleIdList><ArticleId IdType="pubmed">27048719</ArticleId></ArticleIdList></Reference><Reference><Citation>Can J Neurol Sci. 2018 Jul;45(4):375-404</Citation><ArticleIdList><ArticleId IdType="pubmed">29747716</ArticleId></ArticleIdList></Reference><Reference><Citation>ACS Med Chem Lett. 2018 May 30;9(6):552-556</Citation><ArticleIdList><ArticleId IdType="pubmed">29937981</ArticleId></ArticleIdList></Reference><Reference><Citation>J Med Chem. 1987 Mar;30(3):494-8</Citation><ArticleIdList><ArticleId IdType="pubmed">3820220</ArticleId></ArticleIdList></Reference></ReferenceList></PubmedData></pubmed></record>Pour manipuler ce document sous Unix (Dilib)
EXPLOR_STEP=$WICRI_ROOT/Sante/explor/MersV1/Data/PubMed/Curation
HfdSelect -h $EXPLOR_STEP/biblio.hfd -nk 000633 | SxmlIndent | more
Ou
HfdSelect -h $EXPLOR_AREA/Data/PubMed/Curation/biblio.hfd -nk 000633 | SxmlIndent | more
Pour mettre un lien sur cette page dans le réseau Wicri
{{Explor lien
|wiki= Sante
|area= MersV1
|flux= PubMed
|étape= Curation
|type= RBID
|clé= pubmed:30800445
|texte= Hydrogen-bonded mol-ecular salts of reduced benzo-thia-zole derivatives with carboxyl-ates: a robust (8) supra-molecular motif (even when disordered).
}}
Pour générer des pages wiki
HfdIndexSelect -h $EXPLOR_AREA/Data/PubMed/Curation/RBID.i -Sk "pubmed:30800445" \
| HfdSelect -Kh $EXPLOR_AREA/Data/PubMed/Curation/biblio.hfd \
| NlmPubMed2Wicri -a MersV1
| This area was generated with Dilib version V0.6.33. |  |