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Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline
Two new heterocyclic 1,2,3-triazenes were synthesized by diazo-tation of 3-amino-pyridine following respectively by coupling with morpholine or 1,2,3,4-tetra-hydro-quinoline. 4-[(Pyridin-3-yl)diazen-yl]morpholine ( ), C H N O, has monoclinic 2 / symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1...
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Published in: | Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2023-01, Vol.79 (Pt 2), p.74-78 |
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container_title | Acta crystallographica. Section E, Crystallographic communications |
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creator | Sokhna, Seynabou Seck, Insa Thiam, Ibrahima El Hadj Presset, Marc Ndoye, Samba Fama Ba, Lalla Aïcha Samb, Issa Coles, Simon Orton, James Seck, Matar Le Gall, Erwan Gaye, Mohamed |
description | Two new heterocyclic 1,2,3-triazenes were synthesized by diazo-tation of 3-amino-pyridine following respectively by coupling with morpholine or 1,2,3,4-tetra-hydro-quinoline. 4-[(Pyridin-3-yl)diazen-yl]morpholine (
), C
H
N
O, has monoclinic
2
/
symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline (
), C
H
N
, has monoclinic
2
/
symmetry at 100 K. These 1,2,3-triazene derivatives were synthesized by the organic medium method by coupling reactions of 3-amino-pyridine with morpholine and 1,2,3,4-tetra-hydro-quinoline, respectively, and characterized by
H NMR,
C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The mol-ecule of compound
consists of pyridine and morpholine rings connected by an azo moiety (-N=N-). In the mol-ecule of
, the pyridine ring and the 1,2,3,4-tetra-hydro-quinoline unit are also connected by an azo moiety. The double- and single-bond distances in the triazene chain are comparable for the two compounds. In both crystal structures, the mol-ecules are connected by C-H⋯N inter-actions, forming infinite chains for
and layers parallel to the
plane for
. |
doi_str_mv | 10.1107/S2056989023000129 |
format | article |
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), C
H
N
O, has monoclinic
2
/
symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline (
), C
H
N
, has monoclinic
2
/
symmetry at 100 K. These 1,2,3-triazene derivatives were synthesized by the organic medium method by coupling reactions of 3-amino-pyridine with morpholine and 1,2,3,4-tetra-hydro-quinoline, respectively, and characterized by
H NMR,
C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The mol-ecule of compound
consists of pyridine and morpholine rings connected by an azo moiety (-N=N-). In the mol-ecule of
, the pyridine ring and the 1,2,3,4-tetra-hydro-quinoline unit are also connected by an azo moiety. The double- and single-bond distances in the triazene chain are comparable for the two compounds. In both crystal structures, the mol-ecules are connected by C-H⋯N inter-actions, forming infinite chains for
and layers parallel to the
plane for
.</description><identifier>ISSN: 2056-9890</identifier><identifier>EISSN: 2056-9890</identifier><identifier>DOI: 10.1107/S2056989023000129</identifier><identifier>PMID: 36793402</identifier><language>eng</language><publisher>England: International Union of Crystallography</publisher><subject>Research Communications</subject><ispartof>Acta crystallographica. Section E, Crystallographic communications, 2023-01, Vol.79 (Pt 2), p.74-78</ispartof><rights>Sokhna et al. 2023.</rights><rights>Sokhna et al. 2023 2023</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-4337-5932</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9912458/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9912458/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,27924,27925,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36793402$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sokhna, Seynabou</creatorcontrib><creatorcontrib>Seck, Insa</creatorcontrib><creatorcontrib>Thiam, Ibrahima El Hadj</creatorcontrib><creatorcontrib>Presset, Marc</creatorcontrib><creatorcontrib>Ndoye, Samba Fama</creatorcontrib><creatorcontrib>Ba, Lalla Aïcha</creatorcontrib><creatorcontrib>Samb, Issa</creatorcontrib><creatorcontrib>Coles, Simon</creatorcontrib><creatorcontrib>Orton, James</creatorcontrib><creatorcontrib>Seck, Matar</creatorcontrib><creatorcontrib>Le Gall, Erwan</creatorcontrib><creatorcontrib>Gaye, Mohamed</creatorcontrib><title>Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline</title><title>Acta crystallographica. Section E, Crystallographic communications</title><addtitle>Acta Crystallogr E Crystallogr Commun</addtitle><description>Two new heterocyclic 1,2,3-triazenes were synthesized by diazo-tation of 3-amino-pyridine following respectively by coupling with morpholine or 1,2,3,4-tetra-hydro-quinoline. 4-[(Pyridin-3-yl)diazen-yl]morpholine (
), C
H
N
O, has monoclinic
2
/
symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline (
), C
H
N
, has monoclinic
2
/
symmetry at 100 K. These 1,2,3-triazene derivatives were synthesized by the organic medium method by coupling reactions of 3-amino-pyridine with morpholine and 1,2,3,4-tetra-hydro-quinoline, respectively, and characterized by
H NMR,
C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The mol-ecule of compound
consists of pyridine and morpholine rings connected by an azo moiety (-N=N-). In the mol-ecule of
, the pyridine ring and the 1,2,3,4-tetra-hydro-quinoline unit are also connected by an azo moiety. The double- and single-bond distances in the triazene chain are comparable for the two compounds. In both crystal structures, the mol-ecules are connected by C-H⋯N inter-actions, forming infinite chains for
and layers parallel to the
plane for
.</description><subject>Research Communications</subject><issn>2056-9890</issn><issn>2056-9890</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1UMtKxDAUDaI4wzgf4Ea6VJhoXm2SjSCDLxhwMbMTKWmS2kgnrWkr1A_wu-2MD8aFq3s495zDvQeAY4zOMUb8YklQnEghEaEIIUzkHhhvKLjh9nfwCEyb5mWjYTFNYnIIRjThkjJExuBj2fu2sI1tIuVNpEPftKqMmjZ0uu2Cjao8YvDxtO6DM85DCvvyzDj1bv2AntZVqIuqdN5u7fh_JcQzMqMzBlvbBgWL3oQKvnbOb91H4CBXZWOn33MCVjfXq_kdXDzc3s-vFrDmQgzfaM4yabFGzFCqjSHK5MhQFeciFyKmhscm51hTlTCcZEMtBBHClZFEZ5ROwOVXbN1la2u09cMtZVoHt1ahTyvl0r8b74r0uXpLpcSExWIIONkN-HX-FEo_AYuAeyQ</recordid><startdate>20230110</startdate><enddate>20230110</enddate><creator>Sokhna, Seynabou</creator><creator>Seck, Insa</creator><creator>Thiam, Ibrahima El Hadj</creator><creator>Presset, Marc</creator><creator>Ndoye, Samba Fama</creator><creator>Ba, Lalla Aïcha</creator><creator>Samb, Issa</creator><creator>Coles, Simon</creator><creator>Orton, James</creator><creator>Seck, Matar</creator><creator>Le Gall, Erwan</creator><creator>Gaye, Mohamed</creator><general>International Union of Crystallography</general><scope>NPM</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-4337-5932</orcidid></search><sort><creationdate>20230110</creationdate><title>Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline</title><author>Sokhna, Seynabou ; Seck, Insa ; Thiam, Ibrahima El Hadj ; Presset, Marc ; Ndoye, Samba Fama ; Ba, Lalla Aïcha ; Samb, Issa ; Coles, Simon ; Orton, James ; Seck, Matar ; Le Gall, Erwan ; Gaye, Mohamed</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p788-98c74b9e1c04d33cdd2adf0d3a5f8f8853d75df71c3a6416b01220227ad92cb33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Research Communications</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sokhna, Seynabou</creatorcontrib><creatorcontrib>Seck, Insa</creatorcontrib><creatorcontrib>Thiam, Ibrahima El Hadj</creatorcontrib><creatorcontrib>Presset, Marc</creatorcontrib><creatorcontrib>Ndoye, Samba Fama</creatorcontrib><creatorcontrib>Ba, Lalla Aïcha</creatorcontrib><creatorcontrib>Samb, Issa</creatorcontrib><creatorcontrib>Coles, Simon</creatorcontrib><creatorcontrib>Orton, James</creatorcontrib><creatorcontrib>Seck, Matar</creatorcontrib><creatorcontrib>Le Gall, Erwan</creatorcontrib><creatorcontrib>Gaye, Mohamed</creatorcontrib><collection>PubMed</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Acta crystallographica. Section E, Crystallographic communications</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Sokhna, Seynabou</au><au>Seck, Insa</au><au>Thiam, Ibrahima El Hadj</au><au>Presset, Marc</au><au>Ndoye, Samba Fama</au><au>Ba, Lalla Aïcha</au><au>Samb, Issa</au><au>Coles, Simon</au><au>Orton, James</au><au>Seck, Matar</au><au>Le Gall, Erwan</au><au>Gaye, Mohamed</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline</atitle><jtitle>Acta crystallographica. Section E, Crystallographic communications</jtitle><addtitle>Acta Crystallogr E Crystallogr Commun</addtitle><date>2023-01-10</date><risdate>2023</risdate><volume>79</volume><issue>Pt 2</issue><spage>74</spage><epage>78</epage><pages>74-78</pages><issn>2056-9890</issn><eissn>2056-9890</eissn><abstract>Two new heterocyclic 1,2,3-triazenes were synthesized by diazo-tation of 3-amino-pyridine following respectively by coupling with morpholine or 1,2,3,4-tetra-hydro-quinoline. 4-[(Pyridin-3-yl)diazen-yl]morpholine (
), C
H
N
O, has monoclinic
2
/
symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline (
), C
H
N
, has monoclinic
2
/
symmetry at 100 K. These 1,2,3-triazene derivatives were synthesized by the organic medium method by coupling reactions of 3-amino-pyridine with morpholine and 1,2,3,4-tetra-hydro-quinoline, respectively, and characterized by
H NMR,
C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The mol-ecule of compound
consists of pyridine and morpholine rings connected by an azo moiety (-N=N-). In the mol-ecule of
, the pyridine ring and the 1,2,3,4-tetra-hydro-quinoline unit are also connected by an azo moiety. The double- and single-bond distances in the triazene chain are comparable for the two compounds. In both crystal structures, the mol-ecules are connected by C-H⋯N inter-actions, forming infinite chains for
and layers parallel to the
plane for
.</abstract><cop>England</cop><pub>International Union of Crystallography</pub><pmid>36793402</pmid><doi>10.1107/S2056989023000129</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-4337-5932</orcidid><oa>free_for_read</oa></addata></record> |
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title | Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline |
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