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-hydroxypenyl)ethane and 3,5-dihydroxybenzoic acid,and in the methanol-solvated adduct of tris(2-aminoethyl) amine with 4,4 '-biphenol
C. Glidewell et al., 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-hydroxypenyl)ethane and 3,5-dihydroxybenzoic acid,and in the methanol-solvated adduct of tris(2-aminoethyl) amine with 4,4 '-biphenol, ACT CRYST B, 56, 2000, pp. 68-84
Bis(2-aminoethyl)amine-4,4'-sulfonyldiphenol (1/3) (1) (orthorhombic Pccn w
ith Z' = 0.5) is a salt, [HN(CH2CH2NH3)(2)](2+). [O2S(C6H4O)(2)](2-).[O2S(C
6H4OH)(2)](2), containing both dianionic and neutral bis-phenol units, The
neutral and anionic bis-phenol units are linked by strong O- H...O- hydroge
n bonds to form ladders built from R-4(4)(48) rings: each ladder is interwo
ven with its two nearest neighbours to form a continuous two-dimensional sh
eet, The amine cations play two roles: they link each ladder to its two nex
t-nearest neighbours by means of N-H...O hydrogen bonds and they also link
each sheet to the two neighbouring sheets, again via N-H...O hydrogen bonds
, thus generating a three-dimensional framework, Bis(2-aminoethyl)amine-l,1
,1-tris(4-hyclroxyphenyl)ethane-methanol (1/4/1) (2) (triclinic P (1) over
bar with Z' = 0.5) consists entirely of neutral Fragments The tris-phenol u
nits are linked by O-H...O hydrogen bonds into molecular ladders built from
R-4(4)(48) rings: these ladders are linked by the amine units, firstly int
o sheets and thence into a three-dimensional framework. Bis(2-aminoethyl)am
ino-3,5-dihydroxybenzoic acid (1/2) (3) (monoclinic P2(1)/c with Z' = 1) is
a salt [HN(CH2CH2NH3)(2)](2+).[{(HO)(2)C6H3COO}(-)](2). The 3,5-dihydroxyb
enzoate anions are linked by O-H...O hydrogen bonds into interwoven and cro
ss-connected (001) sheets linked by further O-H...O hydrogen bonds into a t
hree-dimensional framework, The (001) sheets are further linked by ladders
formed Front both cat-ions and anions. Tris(2-aminoethyl)amine-4,4'-bipheno
l-methanol (1/3/1), (4) (monoclinic P2(1)), is a salt[{(H2NCH2CH2)(2)-N(CH2
CH2NH3)}(+)](2).[OC6H4C6H4O](2-).[HOC6H4C6H4OH](5.-) [MeOH](2), with Z' = 1
. The asymmetric unit, containing ten independent molecular components, car
t be regarded as a supermolecule held together by a total of 13 independent
hydrogen bonds, of O-H...O, O-H...N and N-H...O types. The supermolecules
are linked by O-H...O and N-H...O hydrogen bonds into two-dimensional sheet
s, generated by translation; further N-H...O hydrogen bonds around the 2, s
crew axes link neighbouring sheets together into a three-dimensional framew
ork.