Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with diamines: three-dimensional hydrogen-bonded frameworks formed with 1,6-diaminohexane and 2,2'-bipyridyl

C M  Zakaria; G  Ferguson; A J  Lough; C  Glidewell

doi:10.1107/S0108270102001488

Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with diamines: three-dimensional hydrogen-bonded frameworks formed with 1,6-diaminohexane and 2,2'-bipyridyl

C M Zakaria, G Ferguson, A J Lough, C Glidewell

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

The adduct 1,6-diaminohexane-1,1,1-tris(4-hydroxyphenyl)ethane (1/2) is a salt {hexane-1,6-diyldiammonium-4-[1,1-bis(4-hydroxyphenyl)ethyl]phenolate (1/2)}, C6H18N22+.2C(20)H(17)O(3)(-), in which the cation lies across a centre of inversion in space group P (1) over bar. The anions are linked by two short O-H...O hydrogen bonds [H...O 1.74 and 1.76 Angstrom, O...O 2.5702 (12) and 2.5855 (12) Angstrom, and O-H...O 168 and 169degrees] into a chain containing two types of R 2 2 (24) ring. Each cation is linked to four different anion chains by three N-H...O hydrogen bonds [H...O 1.76-2.06 Angstrom, N ... O 2.6749 (14)-2.9159 (14) Angstrom and N-H...O 156-172degrees]. In the adduct 2,2'-bipyridyl-1,1,1-tris(4-hydroxyphenyl)ethane (1/2), C10H8N2.-2C(20)H(18)O(3), the neutral diamine lies across a centre of inversion in space group P2(1)/n. The tris(phenol) molecules are linked by two O-H...O hydrogen bonds [H...O both 1.90 Angstrom, O...O 2.7303 (14) and 2.7415 (15) Angstrom, and O-H...O 173 and 176degrees] into sheets built from R-4(4)(38) rings. Pairs of tris(phenol) sheets are linked via the diamine by means of a single O-H...N hydrogen bond [H...N 1.97 Angstrom, O...N 2.7833 (16) Angstrom and O-H...N 163degrees].

Original language	English
Pages (from-to)	o204-o208
Number of pages	5
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	58
DOIs	https://doi.org/10.1107/S0108270102001488
Publication status	Published - Apr 2002

Keywords

3,5-DIHYDROXYBENZOIC ACID
SUPRAMOLECULAR CHEMISTRY
TRIS-PHENOLS
NETS
4,4'-SULFONYLDIPHENOL
4,4'-THIODIPHENOL
TRISPHENOLS
4,4'-BIPHENOL
BISPHENOLS
COMPLEXES

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10.1107/S0108270102001488

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@article{4f1d93193b494d09a0577e89bf4cdf45,

title = "Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with diamines: three-dimensional hydrogen-bonded frameworks formed with 1,6-diaminohexane and 2,2'-bipyridyl",

abstract = "The adduct 1,6-diaminohexane-1,1,1-tris(4-hydroxyphenyl)ethane (1/2) is a salt {hexane-1,6-diyldiammonium-4-[1,1-bis(4-hydroxyphenyl)ethyl]phenolate (1/2)}, C6H18N22+.2C(20)H(17)O(3)(-), in which the cation lies across a centre of inversion in space group P (1) over bar. The anions are linked by two short O-H...O hydrogen bonds [H...O 1.74 and 1.76 Angstrom, O...O 2.5702 (12) and 2.5855 (12) Angstrom, and O-H...O 168 and 169degrees] into a chain containing two types of R 2 2 (24) ring. Each cation is linked to four different anion chains by three N-H...O hydrogen bonds [H...O 1.76-2.06 Angstrom, N ... O 2.6749 (14)-2.9159 (14) Angstrom and N-H...O 156-172degrees]. In the adduct 2,2'-bipyridyl-1,1,1-tris(4-hydroxyphenyl)ethane (1/2), C10H8N2.-2C(20)H(18)O(3), the neutral diamine lies across a centre of inversion in space group P2(1)/n. The tris(phenol) molecules are linked by two O-H...O hydrogen bonds [H...O both 1.90 Angstrom, O...O 2.7303 (14) and 2.7415 (15) Angstrom, and O-H...O 173 and 176degrees] into sheets built from R-4(4)(38) rings. Pairs of tris(phenol) sheets are linked via the diamine by means of a single O-H...N hydrogen bond [H...N 1.97 Angstrom, O...N 2.7833 (16) Angstrom and O-H...N 163degrees].",

keywords = "3,5-DIHYDROXYBENZOIC ACID, SUPRAMOLECULAR CHEMISTRY, TRIS-PHENOLS, NETS, 4,4'-SULFONYLDIPHENOL, 4,4'-THIODIPHENOL, TRISPHENOLS, 4,4'-BIPHENOL, BISPHENOLS, COMPLEXES",

author = "Zakaria, {C M} and G Ferguson and Lough, {A J} and C Glidewell",

year = "2002",

month = apr,

doi = "10.1107/S0108270102001488",

language = "English",

volume = "58",

pages = "o204--o208",

journal = "Acta Crystallographica Section C: Crystal Structure Communications",

issn = "0108-2701",

publisher = "International Union of Crystallography",

}

Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with diamines: three-dimensional hydrogen-bonded frameworks formed with 1,6-diaminohexane and 2,2'-bipyridyl. / Zakaria, C M ; Ferguson, G ; Lough, A J et al.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 58, 04.2002, p. o204-o208.

Research output: Contribution to journal › Article › peer-review

TY - JOUR

T1 - Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with diamines: three-dimensional hydrogen-bonded frameworks formed with 1,6-diaminohexane and 2,2'-bipyridyl

AU - Zakaria, C M

AU - Ferguson, G

AU - Lough, A J

AU - Glidewell, C

PY - 2002/4

Y1 - 2002/4

N2 - The adduct 1,6-diaminohexane-1,1,1-tris(4-hydroxyphenyl)ethane (1/2) is a salt {hexane-1,6-diyldiammonium-4-[1,1-bis(4-hydroxyphenyl)ethyl]phenolate (1/2)}, C6H18N22+.2C(20)H(17)O(3)(-), in which the cation lies across a centre of inversion in space group P (1) over bar. The anions are linked by two short O-H...O hydrogen bonds [H...O 1.74 and 1.76 Angstrom, O...O 2.5702 (12) and 2.5855 (12) Angstrom, and O-H...O 168 and 169degrees] into a chain containing two types of R 2 2 (24) ring. Each cation is linked to four different anion chains by three N-H...O hydrogen bonds [H...O 1.76-2.06 Angstrom, N ... O 2.6749 (14)-2.9159 (14) Angstrom and N-H...O 156-172degrees]. In the adduct 2,2'-bipyridyl-1,1,1-tris(4-hydroxyphenyl)ethane (1/2), C10H8N2.-2C(20)H(18)O(3), the neutral diamine lies across a centre of inversion in space group P2(1)/n. The tris(phenol) molecules are linked by two O-H...O hydrogen bonds [H...O both 1.90 Angstrom, O...O 2.7303 (14) and 2.7415 (15) Angstrom, and O-H...O 173 and 176degrees] into sheets built from R-4(4)(38) rings. Pairs of tris(phenol) sheets are linked via the diamine by means of a single O-H...N hydrogen bond [H...N 1.97 Angstrom, O...N 2.7833 (16) Angstrom and O-H...N 163degrees].

AB - The adduct 1,6-diaminohexane-1,1,1-tris(4-hydroxyphenyl)ethane (1/2) is a salt {hexane-1,6-diyldiammonium-4-[1,1-bis(4-hydroxyphenyl)ethyl]phenolate (1/2)}, C6H18N22+.2C(20)H(17)O(3)(-), in which the cation lies across a centre of inversion in space group P (1) over bar. The anions are linked by two short O-H...O hydrogen bonds [H...O 1.74 and 1.76 Angstrom, O...O 2.5702 (12) and 2.5855 (12) Angstrom, and O-H...O 168 and 169degrees] into a chain containing two types of R 2 2 (24) ring. Each cation is linked to four different anion chains by three N-H...O hydrogen bonds [H...O 1.76-2.06 Angstrom, N ... O 2.6749 (14)-2.9159 (14) Angstrom and N-H...O 156-172degrees]. In the adduct 2,2'-bipyridyl-1,1,1-tris(4-hydroxyphenyl)ethane (1/2), C10H8N2.-2C(20)H(18)O(3), the neutral diamine lies across a centre of inversion in space group P2(1)/n. The tris(phenol) molecules are linked by two O-H...O hydrogen bonds [H...O both 1.90 Angstrom, O...O 2.7303 (14) and 2.7415 (15) Angstrom, and O-H...O 173 and 176degrees] into sheets built from R-4(4)(38) rings. Pairs of tris(phenol) sheets are linked via the diamine by means of a single O-H...N hydrogen bond [H...N 1.97 Angstrom, O...N 2.7833 (16) Angstrom and O-H...N 163degrees].

KW - 3,5-DIHYDROXYBENZOIC ACID

KW - SUPRAMOLECULAR CHEMISTRY

KW - TRIS-PHENOLS

KW - NETS

KW - 4,4'-SULFONYLDIPHENOL

KW - 4,4'-THIODIPHENOL

KW - TRISPHENOLS

KW - 4,4'-BIPHENOL

KW - BISPHENOLS

KW - COMPLEXES

U2 - 10.1107/S0108270102001488

DO - 10.1107/S0108270102001488

M3 - Article

SN - 0108-2701

VL - 58

SP - o204-o208

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

ER -

Adducts of 1,1,1-tris(4-hydroxyphenyl)ethane with diamines: three-dimensional hydrogen-bonded frameworks formed with 1,6-diaminohexane and 2,2'-bipyridyl

Abstract

Keywords

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