ISSN:
1573-1111
Keywords:
Phenols
;
dioxane
;
hydrogen bonding
;
co-crystals
;
aromatic ring interactions
;
coronene packing
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The 1,4-dichloro-(1) and 1,4-dibromo-(2) derivatives of naphthalene-2,3-diol crystallise in structures containing acetic acid or dioxane solvent molecules. X-ray crystallographic examination of the compound formed between1 and dioxane is reported here [(C10H6Cl2O2)2·(C4H8O2),P21/c,a=12.358(3),b=4.9930(7),c=19.167(4) Å,β=96.09(1)0,Z=2,R=0.035] and this structure is analysed in crystal engineering terms. The compound is a co-crystalline material involving two types of hydrogen bonding: one phenolic group participates in a $$\begin{gathered} ...{\text{OH }}...{\text{OH }}...{\text{OH}} \hfill \\ {\text{ | | |}} \hfill \\ {\text{ Ar Ar Ar}} \hfill \\ \end{gathered} $$ chain, while the second phenolic group hydrogen bonds to a dioxane. Extension of the hydrogen bonding network through the second dioxane oxygen results in heavily corrugated layers. Neighbouring layers interact by a combination of aromatic face-face and edge-face interactions similar to a partial coronene-type γ packing to complete the structure.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00708772
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