Predicting the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding based on the halogen‐bonded interactions
The “windmill” pattern cyclic halogen polymers (XBr)3 (X = Cl, Br, I) and (BrY)n (n = 3–6, Y = Cl, Br, I) have been investigated using the density functional theory. Due to the anisotropic distribution of its electron density, the halogen atom can form halogen‐bonded interactions by functioning as b...
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Veröffentlicht in: | Journal of computational chemistry 2019-04, Vol.40 (11), p.1219-1226 |
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creator | Liu, Mengyu Zeng, Yanli Sun, Zheng Meng, Lingpeng |
description | The “windmill” pattern cyclic halogen polymers (XBr)3 (X = Cl, Br, I) and (BrY)n (n = 3–6, Y = Cl, Br, I) have been investigated using the density functional theory. Due to the anisotropic distribution of its electron density, the halogen atom can form halogen‐bonded interactions by functioning as both electron donor sites and electron acceptor sites. For (XBr)3 (X = Cl, Br, I) trimers, the Cl···Cl interaction is the weakest, and the I···I interaction is the strongest. For (BrY)n (n = 3–6, Y = Cl, Br, I), the Br···Br halogen bonds are the strongest in (BrY)4 tetramers. We predict that the iodine‐4 synthon may allow creation of a self‐assembled island during crystal growth. The angle formed by the electron‐depleted sigma‐hole, the halogen atom and the electron‐rich equatorial belt perpendicular to the bond direction, together with the halogen‐bond angle, can be used to explain the geometries and strength of the halogen‐bond interactions. © 2018 Wiley Periodicals, Inc.
M06‐2X calculations with def2‐TZVPD basis set was used to investigate the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding. |
doi_str_mv | 10.1002/jcc.25781 |
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M06‐2X calculations with def2‐TZVPD basis set was used to investigate the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding.</description><identifier>ISSN: 0192-8651</identifier><identifier>EISSN: 1096-987X</identifier><identifier>DOI: 10.1002/jcc.25781</identifier><identifier>PMID: 30676664</identifier><language>eng</language><publisher>United States: Wiley Subscription Services, Inc</publisher><subject>Bonding strength ; Bromine ; Crystal growth ; density difference ; Density functional theory ; Electron density ; halogen bond ; Iodine ; molecular electrostatic potentials ; Polymers ; topology analysis of electron density ; Trimers</subject><ispartof>Journal of computational chemistry, 2019-04, Vol.40 (11), p.1219-1226</ispartof><rights>2019 Wiley Periodicals, Inc.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3531-b54128fcdacb529c9c294d6b1b836144ddc508e507763ff6cb0cb212d6d441b93</citedby><cites>FETCH-LOGICAL-c3531-b54128fcdacb529c9c294d6b1b836144ddc508e507763ff6cb0cb212d6d441b93</cites><orcidid>0000-0002-7141-6172</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fjcc.25781$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fjcc.25781$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/30676664$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liu, Mengyu</creatorcontrib><creatorcontrib>Zeng, Yanli</creatorcontrib><creatorcontrib>Sun, Zheng</creatorcontrib><creatorcontrib>Meng, Lingpeng</creatorcontrib><title>Predicting the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding based on the halogen‐bonded interactions</title><title>Journal of computational chemistry</title><addtitle>J Comput Chem</addtitle><description>The “windmill” pattern cyclic halogen polymers (XBr)3 (X = Cl, Br, I) and (BrY)n (n = 3–6, Y = Cl, Br, I) have been investigated using the density functional theory. Due to the anisotropic distribution of its electron density, the halogen atom can form halogen‐bonded interactions by functioning as both electron donor sites and electron acceptor sites. For (XBr)3 (X = Cl, Br, I) trimers, the Cl···Cl interaction is the weakest, and the I···I interaction is the strongest. For (BrY)n (n = 3–6, Y = Cl, Br, I), the Br···Br halogen bonds are the strongest in (BrY)4 tetramers. We predict that the iodine‐4 synthon may allow creation of a self‐assembled island during crystal growth. The angle formed by the electron‐depleted sigma‐hole, the halogen atom and the electron‐rich equatorial belt perpendicular to the bond direction, together with the halogen‐bond angle, can be used to explain the geometries and strength of the halogen‐bond interactions. © 2018 Wiley Periodicals, Inc.
M06‐2X calculations with def2‐TZVPD basis set was used to investigate the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding.</description><subject>Bonding strength</subject><subject>Bromine</subject><subject>Crystal growth</subject><subject>density difference</subject><subject>Density functional theory</subject><subject>Electron density</subject><subject>halogen bond</subject><subject>Iodine</subject><subject>molecular electrostatic potentials</subject><subject>Polymers</subject><subject>topology analysis of electron density</subject><subject>Trimers</subject><issn>0192-8651</issn><issn>1096-987X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp10T1rGzEAxnFRGhonzZAvUARd4uESvZ1OGjoE07wRSIcWsh2nl7PP3EmudMZ489I9kDX5cv4kkWMnQ6DTge7HX4IHgGOMTjFC5Gyq9SnJC4E_gQFGkmdSFPefwQBhSTLBc7wPDmKcIoRoztkXsE8RLzjnbAD-_QrWNLpv3Bj2EwsnVevH1q1XDw6eOPgD0vXqkQ9hXLp-4l2EvYe1D90rXq-eFo0zXdO269UznFV9b4ODyjuz6akqWgO9-xDe_E7njUu4Sjen6lewV1dttEe77yH4c_Hz9-gqu727vB6d32aa5hRnKmeYiFqbSqucSC01kcxwhZWgHDNmjM6RsDkqCk7rmmuFtCKYGG4Yw0rSQ3Cy7c6C_zu3sS-7JmrbtpWzfh5LggvJKC8ESvT7Bzr18-DS65ISXBIppEhquFU6-BiDrctZaLoqLEuMys02ZdqmfN0m2W-74lx11rzLtzESONuCRdPa5f9L5c1otE2-APt9nRc</recordid><startdate>20190430</startdate><enddate>20190430</enddate><creator>Liu, Mengyu</creator><creator>Zeng, Yanli</creator><creator>Sun, Zheng</creator><creator>Meng, Lingpeng</creator><general>Wiley Subscription Services, Inc</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>JQ2</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-7141-6172</orcidid></search><sort><creationdate>20190430</creationdate><title>Predicting the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding based on the halogen‐bonded interactions</title><author>Liu, Mengyu ; Zeng, Yanli ; Sun, Zheng ; Meng, Lingpeng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3531-b54128fcdacb529c9c294d6b1b836144ddc508e507763ff6cb0cb212d6d441b93</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Bonding strength</topic><topic>Bromine</topic><topic>Crystal growth</topic><topic>density difference</topic><topic>Density functional theory</topic><topic>Electron density</topic><topic>halogen bond</topic><topic>Iodine</topic><topic>molecular electrostatic potentials</topic><topic>Polymers</topic><topic>topology analysis of electron density</topic><topic>Trimers</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Mengyu</creatorcontrib><creatorcontrib>Zeng, Yanli</creatorcontrib><creatorcontrib>Sun, Zheng</creatorcontrib><creatorcontrib>Meng, Lingpeng</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>ProQuest Computer Science Collection</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of computational chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Mengyu</au><au>Zeng, Yanli</au><au>Sun, Zheng</au><au>Meng, Lingpeng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Predicting the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding based on the halogen‐bonded interactions</atitle><jtitle>Journal of computational chemistry</jtitle><addtitle>J Comput Chem</addtitle><date>2019-04-30</date><risdate>2019</risdate><volume>40</volume><issue>11</issue><spage>1219</spage><epage>1226</epage><pages>1219-1226</pages><issn>0192-8651</issn><eissn>1096-987X</eissn><abstract>The “windmill” pattern cyclic halogen polymers (XBr)3 (X = Cl, Br, I) and (BrY)n (n = 3–6, Y = Cl, Br, I) have been investigated using the density functional theory. Due to the anisotropic distribution of its electron density, the halogen atom can form halogen‐bonded interactions by functioning as both electron donor sites and electron acceptor sites. For (XBr)3 (X = Cl, Br, I) trimers, the Cl···Cl interaction is the weakest, and the I···I interaction is the strongest. For (BrY)n (n = 3–6, Y = Cl, Br, I), the Br···Br halogen bonds are the strongest in (BrY)4 tetramers. We predict that the iodine‐4 synthon may allow creation of a self‐assembled island during crystal growth. The angle formed by the electron‐depleted sigma‐hole, the halogen atom and the electron‐rich equatorial belt perpendicular to the bond direction, together with the halogen‐bond angle, can be used to explain the geometries and strength of the halogen‐bond interactions. © 2018 Wiley Periodicals, Inc.
M06‐2X calculations with def2‐TZVPD basis set was used to investigate the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding.</abstract><cop>United States</cop><pub>Wiley Subscription Services, Inc</pub><pmid>30676664</pmid><doi>10.1002/jcc.25781</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-7141-6172</orcidid></addata></record> |
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source | Wiley Online Library Journals Frontfile Complete |
subjects | Bonding strength Bromine Crystal growth density difference Density functional theory Electron density halogen bond Iodine molecular electrostatic potentials Polymers topology analysis of electron density Trimers |
title | Predicting the halogen‐n (n = 3–6) synthons to form the “windmill” pattern bonding based on the halogen‐bonded interactions |
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