An exploration of O-H⋯O and C-H⋯π inter-actions in a long-chain-ester-substituted phenyl-phenol: methyl 10-[4-(4-hydroxyphenyl)phenoxy]decanoate
An understanding of the driving forces resulting in crystallization organogel formation is essential to the development of modern soft materials. In the mol-ecular structure of the title compound, methyl 10-[4-(4-hydroxyphenyl)phen-oxy]decanoate ( ), C H O , the aromatic rings of the biphenyl group...
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Veröffentlicht in: | Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2018-05, Vol.74 (Pt 5), p.594-599 |
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container_title | Acta crystallographica. Section E, Crystallographic communications |
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creator | Geiger, David K Geiger, H Cristina Morell, Dominic L |
description | An understanding of the driving forces resulting in crystallization
organogel formation is essential to the development of modern soft materials. In the mol-ecular structure of the title compound, methyl 10-[4-(4-hydroxyphenyl)phen-oxy]decanoate (
), C
H
O
, the aromatic rings of the biphenyl group are canted by 6.6 (2)° and the long-chain ester group has an extended conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along [10[Formula: see text]]. The chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to the
plane. The layers are linked by C-H⋯π inter-actions, forming a three-dimensional supra-molecular structure. The extended structure exhibits a lamellar sheet arrangement of mol-ecules stacking along the
-axis direction. Each mol-ecule has six nearest neighbors and the seven-mol-ecule bundles stack to form a columnar superstructure. Inter-action energies within the bundles are dominated by dispersion forces, whereas inter-columnar inter-actions have a greater electrostatic component. |
doi_str_mv | 10.1107/S2056989017016589 |
format | Article |
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organogel formation is essential to the development of modern soft materials. In the mol-ecular structure of the title compound, methyl 10-[4-(4-hydroxyphenyl)phen-oxy]decanoate (
), C
H
O
, the aromatic rings of the biphenyl group are canted by 6.6 (2)° and the long-chain ester group has an extended conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along [10[Formula: see text]]. The chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to the
plane. The layers are linked by C-H⋯π inter-actions, forming a three-dimensional supra-molecular structure. The extended structure exhibits a lamellar sheet arrangement of mol-ecules stacking along the
-axis direction. Each mol-ecule has six nearest neighbors and the seven-mol-ecule bundles stack to form a columnar superstructure. Inter-action energies within the bundles are dominated by dispersion forces, whereas inter-columnar inter-actions have a greater electrostatic component.</description><identifier>ISSN: 2056-9890</identifier><identifier>EISSN: 2056-9890</identifier><identifier>DOI: 10.1107/S2056989017016589</identifier><identifier>PMID: 29850074</identifier><language>eng</language><publisher>England: International Union of Crystallography</publisher><subject>Research Communications</subject><ispartof>Acta crystallographica. Section E, Crystallographic communications, 2018-05, Vol.74 (Pt 5), p.594-599</ispartof><rights>Geiger et al. 2018 2018</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-6168-8756 ; 0000-0002-1057-4732</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/PMC5947469/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947469/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,723,776,780,860,881,27901,27902,53766,53768</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/29850074$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Geiger, David K</creatorcontrib><creatorcontrib>Geiger, H Cristina</creatorcontrib><creatorcontrib>Morell, Dominic L</creatorcontrib><title>An exploration of O-H⋯O and C-H⋯π inter-actions in a long-chain-ester-substituted phenyl-phenol: methyl 10-[4-(4-hydroxyphenyl)phenoxy]decanoate</title><title>Acta crystallographica. Section E, Crystallographic communications</title><addtitle>Acta Crystallogr E Crystallogr Commun</addtitle><description>An understanding of the driving forces resulting in crystallization
organogel formation is essential to the development of modern soft materials. In the mol-ecular structure of the title compound, methyl 10-[4-(4-hydroxyphenyl)phen-oxy]decanoate (
), C
H
O
, the aromatic rings of the biphenyl group are canted by 6.6 (2)° and the long-chain ester group has an extended conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along [10[Formula: see text]]. The chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to the
plane. The layers are linked by C-H⋯π inter-actions, forming a three-dimensional supra-molecular structure. The extended structure exhibits a lamellar sheet arrangement of mol-ecules stacking along the
-axis direction. Each mol-ecule has six nearest neighbors and the seven-mol-ecule bundles stack to form a columnar superstructure. Inter-action energies within the bundles are dominated by dispersion forces, whereas inter-columnar inter-actions have a greater electrostatic component.</description><subject>Research Communications</subject><issn>2056-9890</issn><issn>2056-9890</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNpVkU9O3TAQxq2qqKAHB-im8pIuDLZjxzGLSuip_JGQ3oJ2VVXRJHZIkJ-dxkn1smPPmnNwFO7ASUiAIroYzcw3P30jzSD0mdEDxqg6vORUpjrTlCnKUpnpD2hnlsisfXxXb6O9GK8ppUzIJJX8E9rmOpOUKrGD7o49tpvWhQ76JngcKrwiZ4-39ysM3uDlc_1wgxvf245AOUNx6jBgF_wVKWtoPLFxnsahiH3TD701uK2tHx2ZU3BHeG37enSYUfJLkH1B6tF0YTO-UF-fqc3429gSfIDe7qKtCly0e695gX6efP-xPCMXq9Pz5fEFaRljmrBKWg4lJLzUqgDDubDKaMNgClGYrBSSm6rKoKqoytK0mHCVcJlQoTORJAv07cW3HYq1NaX1fQcub7tmDd2YB2jy_ye-qfOr8DeXWiiR6slg_9WgC3-G6Qz5uomldQ68DUPMORVKT0dPxYR-eb_rbcm_XyRPTpKSDQ</recordid><startdate>20180501</startdate><enddate>20180501</enddate><creator>Geiger, David K</creator><creator>Geiger, H Cristina</creator><creator>Morell, Dominic L</creator><general>International Union of Crystallography</general><scope>NPM</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-6168-8756</orcidid><orcidid>https://orcid.org/0000-0002-1057-4732</orcidid></search><sort><creationdate>20180501</creationdate><title>An exploration of O-H⋯O and C-H⋯π inter-actions in a long-chain-ester-substituted phenyl-phenol: methyl 10-[4-(4-hydroxyphenyl)phenoxy]decanoate</title><author>Geiger, David K ; Geiger, H Cristina ; Morell, Dominic L</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-p1119-1f5e2aca32c97bad224e7d9d1a9d14bd8c452dff8aff07866be2a732530498433</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Research Communications</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Geiger, David K</creatorcontrib><creatorcontrib>Geiger, H Cristina</creatorcontrib><creatorcontrib>Morell, Dominic L</creatorcontrib><collection>PubMed</collection><collection>MEDLINE - Academic</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>Geiger, David K</au><au>Geiger, H Cristina</au><au>Morell, Dominic L</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>An exploration of O-H⋯O and C-H⋯π inter-actions in a long-chain-ester-substituted phenyl-phenol: methyl 10-[4-(4-hydroxyphenyl)phenoxy]decanoate</atitle><jtitle>Acta crystallographica. Section E, Crystallographic communications</jtitle><addtitle>Acta Crystallogr E Crystallogr Commun</addtitle><date>2018-05-01</date><risdate>2018</risdate><volume>74</volume><issue>Pt 5</issue><spage>594</spage><epage>599</epage><pages>594-599</pages><issn>2056-9890</issn><eissn>2056-9890</eissn><abstract>An understanding of the driving forces resulting in crystallization
organogel formation is essential to the development of modern soft materials. In the mol-ecular structure of the title compound, methyl 10-[4-(4-hydroxyphenyl)phen-oxy]decanoate (
), C
H
O
, the aromatic rings of the biphenyl group are canted by 6.6 (2)° and the long-chain ester group has an extended conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along [10[Formula: see text]]. The chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to the
plane. The layers are linked by C-H⋯π inter-actions, forming a three-dimensional supra-molecular structure. The extended structure exhibits a lamellar sheet arrangement of mol-ecules stacking along the
-axis direction. Each mol-ecule has six nearest neighbors and the seven-mol-ecule bundles stack to form a columnar superstructure. Inter-action energies within the bundles are dominated by dispersion forces, whereas inter-columnar inter-actions have a greater electrostatic component.</abstract><cop>England</cop><pub>International Union of Crystallography</pub><pmid>29850074</pmid><doi>10.1107/S2056989017016589</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-6168-8756</orcidid><orcidid>https://orcid.org/0000-0002-1057-4732</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Research Communications |
title | An exploration of O-H⋯O and C-H⋯π inter-actions in a long-chain-ester-substituted phenyl-phenol: methyl 10-[4-(4-hydroxyphenyl)phenoxy]decanoate |
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