Anionic host layers constructed with guanidinium-hydrogen carbonate dimer 2:1 rosette-ribbons and bridging carboxylate connectors

Jie Han; Chung Wah Yau; Chin Wing Chan; Thomas C.W. Mak

doi:10.1021/cg3006184

Anionic host layers constructed with guanidinium-hydrogen carbonate dimer 2:1 rosette-ribbons and bridging carboxylate connectors

Jie Han
, Chung Wah Yau
, Chin Wing Chan
, Thomas C.W. Mak

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

14 Citations (Scopus)

Abstract

Four new inclusion compounds featuring an anionic layer-type host lattice constructed with guanidinium-bis(hydrogen carbonate) 2:1 rosette-ribbons that accommodate the same tetra-n-butylammonium guest species have been obtained and characterized by single-crystal X-ray analysis. In these crystal structures, an array of rosette-ribbons in parallel or nearly parallel alignment are cross-linked by selected carboxylate molecular connectors with effective bridging distances in the range 10.1-19.8 Å: 4,4′- biphenyldicarboxylate, with the longest separation between its colinear hydrogen-bonding acceptor sites in [(n-Bu) ₄N ⁺] ₆[C(NH ₂) ₃ ⁺] ₆(HCO ₃ ^-) ₆[4,4′-C ₁₂H ₈(COO ^-) ₂] ₃•6H ₂O (1); cyclohexane-1,4-dicarboxylate, with a nonplanar molecular skeleton in [(n-Bu) ₄N ⁺] ₄[C(NH ₂) ₃ ⁺] ₈(HCO ₃ ^-) ₆[1,4′- C ₆H ₁₀(COO ^-) ₂] ₃• 8H ₂O (2); 4-cyanobenzoate, with a strong "Y type" hydrogen-bonding acceptor site at one end and a weak one at the other in [(n-Bu) ₄N ⁺] ₂[C(NH ₂) ₃ ⁺] ₂(HCO ₃ ^-) ₂[NCC ₆H ₄(COO ^-)] ₂•2H ₂O (3); and 1H-imidazole-4,5-dicarboxylate, functioning as a multiple hydrogen-bond acceptor in [(n-Bu) ₄N ⁺] ₃[C(NH ₂) ₃ ⁺] ₄(HCO ₃ ^-) ₄[H ⁺{C ₃N ₂H ^-(COO ^-)(COOH)} ₂] (4). The resulting planar anionic layer in 1 becomes an undulatory one in 3 and 4. In 2, adjacent wavy layers are supported by centrosymmetric cyclic (GM ⁺) ₂(H ₂O) ₄ "double molecular pillars" to yield a three-dimensional anionic host network.

Original language	English
Pages (from-to)	4457-4465
Number of pages	9
Journal	Crystal Growth and Design
Volume	12
Issue number	9
DOIs	https://doi.org/10.1021/cg3006184
Publication status	Published - 5 Sept 2012

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@article{c5caa3edf82e41e88ea309b74da07cd8,

title = "Anionic host layers constructed with guanidinium-hydrogen carbonate dimer 2:1 rosette-ribbons and bridging carboxylate connectors",

abstract = "Four new inclusion compounds featuring an anionic layer-type host lattice constructed with guanidinium-bis(hydrogen carbonate) 2:1 rosette-ribbons that accommodate the same tetra-n-butylammonium guest species have been obtained and characterized by single-crystal X-ray analysis. In these crystal structures, an array of rosette-ribbons in parallel or nearly parallel alignment are cross-linked by selected carboxylate molecular connectors with effective bridging distances in the range 10.1-19.8 {\AA}: 4,4′- biphenyldicarboxylate, with the longest separation between its colinear hydrogen-bonding acceptor sites in [(n-Bu) 4N +] 6[C(NH 2) 3 +] 6(HCO 3 -) 6[4,4′-C 12H 8(COO -) 2] 3•6H 2O (1); cyclohexane-1,4-dicarboxylate, with a nonplanar molecular skeleton in [(n-Bu) 4N +] 4[C(NH 2) 3 +] 8(HCO 3 -) 6[1,4′- C 6H 10(COO -) 2] 3• 8H 2O (2); 4-cyanobenzoate, with a strong {"}Y type{"} hydrogen-bonding acceptor site at one end and a weak one at the other in [(n-Bu) 4N +] 2[C(NH 2) 3 +] 2(HCO 3 -) 2[NCC 6H 4(COO -)] 2•2H 2O (3); and 1H-imidazole-4,5-dicarboxylate, functioning as a multiple hydrogen-bond acceptor in [(n-Bu) 4N +] 3[C(NH 2) 3 +] 4(HCO 3 -) 4[H +\{C 3N 2H -(COO -)(COOH)\} 2] (4). The resulting planar anionic layer in 1 becomes an undulatory one in 3 and 4. In 2, adjacent wavy layers are supported by centrosymmetric cyclic (GM +) 2(H 2O) 4 {"}double molecular pillars{"} to yield a three-dimensional anionic host network.",

author = "Jie Han and Yau, \{Chung Wah\} and Chan, \{Chin Wing\} and Mak, \{Thomas C.W.\}",

year = "2012",

month = sep,

day = "5",

doi = "10.1021/cg3006184",

language = "English",

volume = "12",

pages = "4457--4465",

journal = "Crystal Growth and Design",

issn = "1528-7483",

publisher = "American Chemical Society",

number = "9",

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TY - JOUR

T1 - Anionic host layers constructed with guanidinium-hydrogen carbonate dimer 2:1 rosette-ribbons and bridging carboxylate connectors

AU - Han, Jie

AU - Yau, Chung Wah

AU - Chan, Chin Wing

AU - Mak, Thomas C.W.

PY - 2012/9/5

Y1 - 2012/9/5

N2 - Four new inclusion compounds featuring an anionic layer-type host lattice constructed with guanidinium-bis(hydrogen carbonate) 2:1 rosette-ribbons that accommodate the same tetra-n-butylammonium guest species have been obtained and characterized by single-crystal X-ray analysis. In these crystal structures, an array of rosette-ribbons in parallel or nearly parallel alignment are cross-linked by selected carboxylate molecular connectors with effective bridging distances in the range 10.1-19.8 Å: 4,4′- biphenyldicarboxylate, with the longest separation between its colinear hydrogen-bonding acceptor sites in [(n-Bu) 4N +] 6[C(NH 2) 3 +] 6(HCO 3 -) 6[4,4′-C 12H 8(COO -) 2] 3•6H 2O (1); cyclohexane-1,4-dicarboxylate, with a nonplanar molecular skeleton in [(n-Bu) 4N +] 4[C(NH 2) 3 +] 8(HCO 3 -) 6[1,4′- C 6H 10(COO -) 2] 3• 8H 2O (2); 4-cyanobenzoate, with a strong "Y type" hydrogen-bonding acceptor site at one end and a weak one at the other in [(n-Bu) 4N +] 2[C(NH 2) 3 +] 2(HCO 3 -) 2[NCC 6H 4(COO -)] 2•2H 2O (3); and 1H-imidazole-4,5-dicarboxylate, functioning as a multiple hydrogen-bond acceptor in [(n-Bu) 4N +] 3[C(NH 2) 3 +] 4(HCO 3 -) 4[H +{C 3N 2H -(COO -)(COOH)} 2] (4). The resulting planar anionic layer in 1 becomes an undulatory one in 3 and 4. In 2, adjacent wavy layers are supported by centrosymmetric cyclic (GM +) 2(H 2O) 4 "double molecular pillars" to yield a three-dimensional anionic host network.

AB - Four new inclusion compounds featuring an anionic layer-type host lattice constructed with guanidinium-bis(hydrogen carbonate) 2:1 rosette-ribbons that accommodate the same tetra-n-butylammonium guest species have been obtained and characterized by single-crystal X-ray analysis. In these crystal structures, an array of rosette-ribbons in parallel or nearly parallel alignment are cross-linked by selected carboxylate molecular connectors with effective bridging distances in the range 10.1-19.8 Å: 4,4′- biphenyldicarboxylate, with the longest separation between its colinear hydrogen-bonding acceptor sites in [(n-Bu) 4N +] 6[C(NH 2) 3 +] 6(HCO 3 -) 6[4,4′-C 12H 8(COO -) 2] 3•6H 2O (1); cyclohexane-1,4-dicarboxylate, with a nonplanar molecular skeleton in [(n-Bu) 4N +] 4[C(NH 2) 3 +] 8(HCO 3 -) 6[1,4′- C 6H 10(COO -) 2] 3• 8H 2O (2); 4-cyanobenzoate, with a strong "Y type" hydrogen-bonding acceptor site at one end and a weak one at the other in [(n-Bu) 4N +] 2[C(NH 2) 3 +] 2(HCO 3 -) 2[NCC 6H 4(COO -)] 2•2H 2O (3); and 1H-imidazole-4,5-dicarboxylate, functioning as a multiple hydrogen-bond acceptor in [(n-Bu) 4N +] 3[C(NH 2) 3 +] 4(HCO 3 -) 4[H +{C 3N 2H -(COO -)(COOH)} 2] (4). The resulting planar anionic layer in 1 becomes an undulatory one in 3 and 4. In 2, adjacent wavy layers are supported by centrosymmetric cyclic (GM +) 2(H 2O) 4 "double molecular pillars" to yield a three-dimensional anionic host network.

UR - https://www.scopus.com/pages/publications/84865855760

U2 - 10.1021/cg3006184

DO - 10.1021/cg3006184

M3 - Article

AN - SCOPUS:84865855760

SN - 1528-7483

VL - 12

SP - 4457

EP - 4465

JO - Crystal Growth and Design

JF - Crystal Growth and Design

IS - 9

ER -

Anionic host layers constructed with guanidinium-hydrogen carbonate dimer 2:1 rosette-ribbons and bridging carboxylate connectors

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