| 4-Methoxy-1-naphthol: chains formed by O-H...O hydrogen bonds and pi-pi stacking interactions. | |
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MedLine Citation:
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PMID: 19966447 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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The structure of 4-methoxy-1-naphthol, C(11)H(10)O(2), (I), contains an intermolecular O-H...O hydrogen bond which links the molecules into a simple C(2) chain running parallel to the shortest crystallographic b axis. This chain is reinforced by intermolecular pi-pi stacking interactions. Comparisons are drawn between the crystal structure of (I) and those of several of its simple analogues, including 1-naphthol and some monosubstituted derivatives, and that of its isomer 7-methoxy-2-naphthol. This comparison shows a close similarity in the packing of the molecules of its simple analogues that form pi-stacks along the shortest crystallographic axes. A substantial spatial overlap is observed between adjacent molecules in such stacks. In this group of monosubstituted naphthols, the overlap depends mainly on the position of the substituents carried by the naphthalene moiety, and the extent of the overlap depends on the substituent type. By contrast with (I), in the crystal structure of the isomeric 7-methoxy-2-naphthol there are no O-H...O hydrogen bonds or pi-pi stacking interactions, and sheets are formed by O-H...pi and C-H...pi interactions. |
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Authors:
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Bernard Marciniak; Ewa Rozycka-Sokolowska |
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Publication Detail:
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Type: Journal Article Date: 2009-11-18 |
Journal Detail:
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Title: Acta crystallographica. Section C, Crystal structure communications Volume: 65 ISSN: 1600-5759 ISO Abbreviation: Acta Crystallogr C Publication Date: 2009 Dec |
Date Detail:
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Created Date: 2009-12-07 Completed Date: 2010-01-12 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 8305826 Medline TA: Acta Crystallogr C Country: Denmark |
Other Details:
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Languages: eng Pagination: o630-4 Citation Subset: - |
Affiliation:
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Institute of Chemistry and Environmental Protection, Jan Dlugosz University, al. Armii Krajowej 13/15, 42-200 Czestochowa, Poland. crystal@cz.onet.pl |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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