ISSN:
1572-8854
Keywords:
1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane
;
2,5-pyridinedicarboxylic acid
;
2,2′-dithiosalicylic acid
;
hydrogen bonding
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract A 1:2:2 complex of 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane with 2,5-pyridinedicarboxylic acid and water (1) and its 1:1:1.75 complex with 2,2′-dithiosalicylic acid and water (2) have been obtained and characterized by x-ray diffraction. C26H40N4O14 (1), triclinic, $$P\bar 1$$ , a = 9.574(1) Å, b = 9.632(1) Å, c = 9.723(1) Å, α = 112.70(1)°, β = 91.07(1)°, γ = 115.45(1)°, V = 728.35(13) Å3, Z = 1. C26H39.5N2O9.75S2 (2), M = 600.22, triclinic, $$P\bar 1$$ , a = 10.492(1) Å, b = 10.945(1) Å, c = 14.535(2) Å, α = 102.74(1)°, β = 109.08(1)°, γ = 90.68(1)°, V = 1532.2(3) Å3, Z = 2. In complex 1, both N-atoms of the macrocyclic ring are protonated. The following types of H-bonding have been found: (1) between protonated aza groups of the macrocycle and ionized carboxylic groups; (2) between the protonated aza groups and N-atoms of the pyridine nuclei (D–A distance slightly exceeds 3 Å); (3) between water molecules and C=O groups of the non-ionized carboxylic groups; and (4) between the nonionized and ionized groups of the carboxylic acid. The above interactions give rise to the formation of a developed supramolecular network in the crystals of 1. In complex 2, despite the presence of several types of hydrogen bonds involving the aza crown, 2,2′-dithiosalicylic acid and water, the aromatic anions are H-bound only to the two other components, and not to each other. The H-bonds found in complex 2 are between (1) one of the protonated aza groups and water, (2) protonated aza groups and O-atoms of the ionized carboxylic groups, (3) water molecule and carboxylic O-atom, (4) water molecule and sulfur atom, and (5) water molecule and O-atom of diaza-18-crown-6.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1023/A:1009543314531
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