NDLI: Hydrogen-bonded assemblies of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin with dimethylformamide, dimethylacetamide and water.

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Hydrogen-bonded assemblies of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin with dimethylformamide, dimethylacetamide and water.

Content Provider	Semantic Scholar
Author	Lipstman, Sophia Goldberg, Israel
Copyright Year	2009
Abstract	The title free base porphyrin compound forms hydrogen-bonded adducts with N,N-dimethylformamide, C(44)H(30)N(4)O(4).4C(3)H(7)NO, (I), a mixture of N,N-dimethylformamide and water, C(44)H(30)N(4)O(4).4C(3)H(7)NO.H(2)O, (II), and a mixture of N,N-dimethylacetamide and water, C(44)H(30)N(4)O(4).6C(3)H(7)NO.2H(2)O, (III). Total solvation of the four hydroxy functions of the porphyrin molecules characterizes all three compounds, thus preventing its supramolecular association into extended network architectures. In (I), the asymmetric unit consist of two five-component adduct species, while in (III), the nine-component entities reside on centres of inversion. This report provides the first structural characterizations of the free base tetra(hydroxyphenyl)porphyrin. It also demonstrates that the presence of strong Lewis bases, such as dimethylformamide or dimethylacetamide, in the crystallization mixture prevents direct supramolecular networking of the porphyrin ligands via O-H.O-H hydrogen bonds, due to their competing O-H.N(base) interaction with the hydroxy functions. The crystal packing of compounds (I)-(III) resembles that of other hydrogen-bonding-assisted tetraarylporphyrin clathrates.
Starting Page	198
Ending Page	209
Page Count	12
File Format	PDF HTM / HTML
DOI	10.1107/S0108270108040018
PubMed reference number	19129606
Journal	Medline
Volume Number	65
Part	1
Alternate Webpage(s)	http://journals.iucr.org/c/issues/2009/01/00/gd3260/gd3260.pdf
Journal	Acta crystallographica. Section C, Crystal structure communications
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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