Halogen trimer synthons in crystal engineering: low-temperature X-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene
The title complex has been studied using low‐temperature X‐ray (150 K) and neutron (100 K) diffraction. Molecules of the triazine host form a two‐dimensional hexagonal network mediated by trigonally symmetric Cl3 synthons having Cl⋯Cl interactions of 3.441 (3) Å, a C—Cl⋯Cl angle of 165° and a Cl⋯Cl...
Gespeichert in:
| Veröffentlicht in: | Acta crystallographica. Section B, Structural science Structural science, 2000-12, Vol.56 (6), p.1080-1084 |
|---|---|
| Hauptverfasser: | , , , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1084 |
|---|---|
| container_issue | 6 |
| container_start_page | 1080 |
| container_title | Acta crystallographica. Section B, Structural science |
| container_volume | 56 |
| creator | Broder, Charlotte K. Howard, Judith A. K. Keen, David A. Wilson, Chick C. Allen, Frank H. Jetti, Ram K. R. Nangia, Ashwini Desiraju, Gautam R. |
| description | The title complex has been studied using low‐temperature X‐ray (150 K) and neutron (100 K) diffraction. Molecules of the triazine host form a two‐dimensional hexagonal network mediated by trigonally symmetric Cl3 synthons having Cl⋯Cl interactions of 3.441 (3) Å, a C—Cl⋯Cl angle of 165° and a Cl⋯Cl—C angle of 105°, close to the ideal values of 180 and 90°, respectively. The guest molecules are of an appropriate size to fit the hexagonal networks and interact with the host via C—H⋯π (phenyl) and C—Br⋯π (phenyl) interactions which stabilize the overall structure. Both C‐donor bond vectors are directed more closely towards the mid‐point (X) of an individual aromatic bond, rather than the ring centroid, with H⋯X 2.817 (9) Å and C—H⋯X 174.0 (9)°, and Br⋯X 3.353 (4) Å and C—Br⋯X 158.1 (2)°. |
| doi_str_mv | 10.1107/S0108768100011551 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1859338638</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1859338638</sourcerecordid><originalsourceid>FETCH-LOGICAL-c4145-7954fdf6466d13784e3e94a29002585f884fd1468fe89e8917986565ed8a5e843</originalsourceid><addsrcrecordid>eNqFkc1u1DAUhSMEokPhAdggS2yKNAZ7YjtOd23VH8QAC_67sTzJzYxLYg-2o5n0nXgCdjwZjmZUFiyQLNm65zvnWvdm2VNKXlJKilcfCCWyEJISQijlnN7LJlQQgnnByP1sMsp41A-yRyHcJIpRSR5mB8ldlmUhJtmvK926JVgUvenAozDYuHI2IGNR5YcQdYvALo0F8MYuj1HrNjhCtwavY-8BfcVeD0jbGlnoo3cW1aZpvK6iSe8Q-3pArkFxBYgeU1S5bt3CdizNpmwqcOobjhiuVq3z7vfP9Qqs2w4vMJ3mUz6q-jY1RxsTV-MfF951bgH2Fiw8zh40ug3wZH8fZp8uzj-eXeH5-8vXZydzXDHKOC5Kzpq6EUyImuaFZJBDyfSsJGTGJW-kTDJlQjYgy3RoUUrBBYdaag6S5YfZ0S537d2PHkJUnQkVtK224PqgqORlnkuRy4TSHVp5F4KHRq3TXLUfFCVq3Jn6Z2fJ82wf3y86qP869ktKwPM9oEOl2zRcW5lwx0kqimKMkTtqY1oY_t9XnXw7PX1LSM6TFe-sJkTY3lm1_65EkRdcfXl3qd7MrufXiVaf8z8soL6n</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1859338638</pqid></control><display><type>article</type><title>Halogen trimer synthons in crystal engineering: low-temperature X-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene</title><source>Crystallography Journals Online</source><source>Wiley Online Library Journals Frontfile Complete</source><creator>Broder, Charlotte K. ; Howard, Judith A. K. ; Keen, David A. ; Wilson, Chick C. ; Allen, Frank H. ; Jetti, Ram K. R. ; Nangia, Ashwini ; Desiraju, Gautam R.</creator><creatorcontrib>Broder, Charlotte K. ; Howard, Judith A. K. ; Keen, David A. ; Wilson, Chick C. ; Allen, Frank H. ; Jetti, Ram K. R. ; Nangia, Ashwini ; Desiraju, Gautam R.</creatorcontrib><description>The title complex has been studied using low‐temperature X‐ray (150 K) and neutron (100 K) diffraction. Molecules of the triazine host form a two‐dimensional hexagonal network mediated by trigonally symmetric Cl3 synthons having Cl⋯Cl interactions of 3.441 (3) Å, a C—Cl⋯Cl angle of 165° and a Cl⋯Cl—C angle of 105°, close to the ideal values of 180 and 90°, respectively. The guest molecules are of an appropriate size to fit the hexagonal networks and interact with the host via C—H⋯π (phenyl) and C—Br⋯π (phenyl) interactions which stabilize the overall structure. Both C‐donor bond vectors are directed more closely towards the mid‐point (X) of an individual aromatic bond, rather than the ring centroid, with H⋯X 2.817 (9) Å and C—H⋯X 174.0 (9)°, and Br⋯X 3.353 (4) Å and C—Br⋯X 158.1 (2)°.</description><identifier>ISSN: 0108-7681</identifier><identifier>EISSN: 1600-5740</identifier><identifier>DOI: 10.1107/S0108768100011551</identifier><identifier>PMID: 11099976</identifier><identifier>CODEN: ASBSDK</identifier><language>eng</language><publisher>5 Abbey Square, Chester, Cheshire CH1 2HU, England: International Union of Crystallography</publisher><subject>Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds ; Condensed matter: structure, mechanical and thermal properties ; Exact sciences and technology ; Heterocyclic compounds ; Low-temperature diffraction ; Organic compounds ; Physics ; Structure of solids and liquids; crystallography ; Structure of specific crystalline solids ; Synthon ; Triazine host</subject><ispartof>Acta crystallographica. Section B, Structural science, 2000-12, Vol.56 (6), p.1080-1084</ispartof><rights>2001 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c4145-7954fdf6466d13784e3e94a29002585f884fd1468fe89e8917986565ed8a5e843</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1107%2FS0108768100011551$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1107%2FS0108768100011551$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,3973,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=816771$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/11099976$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Broder, Charlotte K.</creatorcontrib><creatorcontrib>Howard, Judith A. K.</creatorcontrib><creatorcontrib>Keen, David A.</creatorcontrib><creatorcontrib>Wilson, Chick C.</creatorcontrib><creatorcontrib>Allen, Frank H.</creatorcontrib><creatorcontrib>Jetti, Ram K. R.</creatorcontrib><creatorcontrib>Nangia, Ashwini</creatorcontrib><creatorcontrib>Desiraju, Gautam R.</creatorcontrib><title>Halogen trimer synthons in crystal engineering: low-temperature X-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene</title><title>Acta crystallographica. Section B, Structural science</title><addtitle>Acta Cryst. B</addtitle><description>The title complex has been studied using low‐temperature X‐ray (150 K) and neutron (100 K) diffraction. Molecules of the triazine host form a two‐dimensional hexagonal network mediated by trigonally symmetric Cl3 synthons having Cl⋯Cl interactions of 3.441 (3) Å, a C—Cl⋯Cl angle of 165° and a Cl⋯Cl—C angle of 105°, close to the ideal values of 180 and 90°, respectively. The guest molecules are of an appropriate size to fit the hexagonal networks and interact with the host via C—H⋯π (phenyl) and C—Br⋯π (phenyl) interactions which stabilize the overall structure. Both C‐donor bond vectors are directed more closely towards the mid‐point (X) of an individual aromatic bond, rather than the ring centroid, with H⋯X 2.817 (9) Å and C—H⋯X 174.0 (9)°, and Br⋯X 3.353 (4) Å and C—Br⋯X 158.1 (2)°.</description><subject>Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds</subject><subject>Condensed matter: structure, mechanical and thermal properties</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Low-temperature diffraction</subject><subject>Organic compounds</subject><subject>Physics</subject><subject>Structure of solids and liquids; crystallography</subject><subject>Structure of specific crystalline solids</subject><subject>Synthon</subject><subject>Triazine host</subject><issn>0108-7681</issn><issn>1600-5740</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2000</creationdate><recordtype>article</recordtype><recordid>eNqFkc1u1DAUhSMEokPhAdggS2yKNAZ7YjtOd23VH8QAC_67sTzJzYxLYg-2o5n0nXgCdjwZjmZUFiyQLNm65zvnWvdm2VNKXlJKilcfCCWyEJISQijlnN7LJlQQgnnByP1sMsp41A-yRyHcJIpRSR5mB8ldlmUhJtmvK926JVgUvenAozDYuHI2IGNR5YcQdYvALo0F8MYuj1HrNjhCtwavY-8BfcVeD0jbGlnoo3cW1aZpvK6iSe8Q-3pArkFxBYgeU1S5bt3CdizNpmwqcOobjhiuVq3z7vfP9Qqs2w4vMJ3mUz6q-jY1RxsTV-MfF951bgH2Fiw8zh40ug3wZH8fZp8uzj-eXeH5-8vXZydzXDHKOC5Kzpq6EUyImuaFZJBDyfSsJGTGJW-kTDJlQjYgy3RoUUrBBYdaag6S5YfZ0S537d2PHkJUnQkVtK224PqgqORlnkuRy4TSHVp5F4KHRq3TXLUfFCVq3Jn6Z2fJ82wf3y86qP869ktKwPM9oEOl2zRcW5lwx0kqimKMkTtqY1oY_t9XnXw7PX1LSM6TFe-sJkTY3lm1_65EkRdcfXl3qd7MrufXiVaf8z8soL6n</recordid><startdate>200012</startdate><enddate>200012</enddate><creator>Broder, Charlotte K.</creator><creator>Howard, Judith A. K.</creator><creator>Keen, David A.</creator><creator>Wilson, Chick C.</creator><creator>Allen, Frank H.</creator><creator>Jetti, Ram K. R.</creator><creator>Nangia, Ashwini</creator><creator>Desiraju, Gautam R.</creator><general>International Union of Crystallography</general><general>Blackwell</general><scope>BSCLL</scope><scope>IQODW</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>200012</creationdate><title>Halogen trimer synthons in crystal engineering: low-temperature X-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene</title><author>Broder, Charlotte K. ; Howard, Judith A. K. ; Keen, David A. ; Wilson, Chick C. ; Allen, Frank H. ; Jetti, Ram K. R. ; Nangia, Ashwini ; Desiraju, Gautam R.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4145-7954fdf6466d13784e3e94a29002585f884fd1468fe89e8917986565ed8a5e843</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2000</creationdate><topic>Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds</topic><topic>Condensed matter: structure, mechanical and thermal properties</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Low-temperature diffraction</topic><topic>Organic compounds</topic><topic>Physics</topic><topic>Structure of solids and liquids; crystallography</topic><topic>Structure of specific crystalline solids</topic><topic>Synthon</topic><topic>Triazine host</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Broder, Charlotte K.</creatorcontrib><creatorcontrib>Howard, Judith A. K.</creatorcontrib><creatorcontrib>Keen, David A.</creatorcontrib><creatorcontrib>Wilson, Chick C.</creatorcontrib><creatorcontrib>Allen, Frank H.</creatorcontrib><creatorcontrib>Jetti, Ram K. R.</creatorcontrib><creatorcontrib>Nangia, Ashwini</creatorcontrib><creatorcontrib>Desiraju, Gautam R.</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Acta crystallographica. Section B, Structural science</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Broder, Charlotte K.</au><au>Howard, Judith A. K.</au><au>Keen, David A.</au><au>Wilson, Chick C.</au><au>Allen, Frank H.</au><au>Jetti, Ram K. R.</au><au>Nangia, Ashwini</au><au>Desiraju, Gautam R.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Halogen trimer synthons in crystal engineering: low-temperature X-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene</atitle><jtitle>Acta crystallographica. Section B, Structural science</jtitle><addtitle>Acta Cryst. B</addtitle><date>2000-12</date><risdate>2000</risdate><volume>56</volume><issue>6</issue><spage>1080</spage><epage>1084</epage><pages>1080-1084</pages><issn>0108-7681</issn><eissn>1600-5740</eissn><coden>ASBSDK</coden><abstract>The title complex has been studied using low‐temperature X‐ray (150 K) and neutron (100 K) diffraction. Molecules of the triazine host form a two‐dimensional hexagonal network mediated by trigonally symmetric Cl3 synthons having Cl⋯Cl interactions of 3.441 (3) Å, a C—Cl⋯Cl angle of 165° and a Cl⋯Cl—C angle of 105°, close to the ideal values of 180 and 90°, respectively. The guest molecules are of an appropriate size to fit the hexagonal networks and interact with the host via C—H⋯π (phenyl) and C—Br⋯π (phenyl) interactions which stabilize the overall structure. Both C‐donor bond vectors are directed more closely towards the mid‐point (X) of an individual aromatic bond, rather than the ring centroid, with H⋯X 2.817 (9) Å and C—H⋯X 174.0 (9)°, and Br⋯X 3.353 (4) Å and C—Br⋯X 158.1 (2)°.</abstract><cop>5 Abbey Square, Chester, Cheshire CH1 2HU, England</cop><pub>International Union of Crystallography</pub><pmid>11099976</pmid><doi>10.1107/S0108768100011551</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0108-7681 |
| ispartof | Acta crystallographica. Section B, Structural science, 2000-12, Vol.56 (6), p.1080-1084 |
| issn | 0108-7681 1600-5740 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_1859338638 |
| source | Crystallography Journals Online; Wiley Online Library Journals Frontfile Complete |
| subjects | Aliphatic, non-condensed and condensed benzenic, and alicyclic compounds Condensed matter: structure, mechanical and thermal properties Exact sciences and technology Heterocyclic compounds Low-temperature diffraction Organic compounds Physics Structure of solids and liquids crystallography Structure of specific crystalline solids Synthon Triazine host |
| title | Halogen trimer synthons in crystal engineering: low-temperature X-ray and neutron diffraction study of the 1:1 complex of 2,4,6-tris(4-chlorophenoxy)-1,3,5-triazine with tribromobenzene |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-01T13%3A37%3A50IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Halogen%20trimer%20synthons%20in%20crystal%20engineering:%20low-temperature%20X-ray%20and%20neutron%20diffraction%20study%20of%20the%201:1%20complex%20of%202,4,6-tris(4-chloro%C2%ADphenoxy)-1,3,5-triazine%20with%20tribromobenzene&rft.jtitle=Acta%20crystallographica.%20Section%20B,%20Structural%20science&rft.au=Broder,%20Charlotte%20K.&rft.date=2000-12&rft.volume=56&rft.issue=6&rft.spage=1080&rft.epage=1084&rft.pages=1080-1084&rft.issn=0108-7681&rft.eissn=1600-5740&rft.coden=ASBSDK&rft_id=info:doi/10.1107/S0108768100011551&rft_dat=%3Cproquest_cross%3E1859338638%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=1859338638&rft_id=info:pmid/11099976&rfr_iscdi=true |