Acta Crystallographica Section B

Structural Science

Volume 56, Part 1 (February 2000)

Acta Cryst. (2000). B56, 68-84 [doi:10.1107/S0108768199009714]

Supramolecular chemistry of amine-phenol adducts; novel three-dimensional framework structures in adducts of bis(2-aminoethyl)amine with 4,4'-sulfonyldiphenol, 1,1,1-tris(4-hydroxyphenyl)ethane and 3,5-dihydroxybenzoic acid, and in the methanol-solvated adduct of tris(2-aminoethyl)amine with 4,4'-biphenol

C. Glidewell, G. Ferguson, R. M. Gregson and C. F. Campana

Abstract: Bis(2-aminoethyl)amine-4,4'-sulfonyldiphenol (1/3) (1) (orthorhombic Pccn with Z' = 0.5) is a salt, [HN(CH₂CH₂NH₃)₂]²⁺.[O₂S(C₆H₄O)₂]^2-.[O₂S(C₆H₄OH)₂]₂, containing both dianionic and neutral bis-phenol units. The neutral and anionic bis-phenol units are linked by strong O-HO^- hydrogen bonds to form ladders built from $R{_4}{^4}(48)$ rings: each ladder is interwoven with its two nearest neighbours to form a continuous two-dimensional sheet. The amine cations play two roles: they link each ladder to its two next-nearest neighbours by means of N-HO hydrogen bonds and they also link each sheet to the two neighbouring sheets, again via N-HO hydrogen bonds, thus generating a three-dimensional framework. Bis(2-aminoethyl)amine-1,1,1-tris(4-hydroxyphenyl)ethane-methanol (1/4/1) (2) (triclinic P1 with Z' = 0.5) consists entirely of neutral fragments. The tris-phenol units are linked by O-HO hydrogen bonds into molecular ladders built from $R{_4}{^4}(48)$ rings: these ladders are linked by the amine units, firstly into sheets and thence into a three-dimensional framework. Bis(2-aminoethyl)amine-3,5-dihydroxybenzoic acid (1/2) (3) (monoclinic P2₁/c with Z' = 1) is a salt [HN(CH₂CH₂NH₃)₂]²⁺.[{(HO)₂C₆H₃COO}^-]₂. The 3,5-dihydroxybenzoate anions are linked by O-HO hydrogen bonds into interwoven and cross-connected (001) sheets linked by further O-HO hydrogen bonds into a three-dimensional framework. The (001) sheets are further linked by ladders formed from both cations and anions. Tris(2-aminoethyl)amine-4,4'-biphenol-methanol (1/3/1), (4) (monoclinic P2₁), is a salt [{(H₂NCH₂CH₂)₂N(CH₂CH₂NH₃)}⁺]₂.[OC₆H₄C₆H₄O]^2-.[HOC₆H₄C₆H₄OH]₅.[MeOH]₂, with Z' = 1. The asymmetric unit, containing ten independent molecular components, can be regarded as a supermolecule held together by a total of 13 independent hydrogen bonds, of O-HO, O-HN and N-HO types. The supermolecules are linked by O-HO and N-HO hydrogen bonds into two-dimensional sheets, generated by translation; further N-HO hydrogen bonds around the 2₁ screw axes link neighbouring sheets together into a three-dimensional framework.

Online 1 February 2000


	Structure factor file (CIF format) (225.2 kbytes) Contains datablock 9810

	Structure factor file (CIF format) (317.7 kbytes) Contains datablock 9811

	Structure factor file (CIF format) (174.4 kbytes) Contains datablock 9828

	Structure factor file (CIF format) (447.9 kbytes) Contains datablock 9733frav

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