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Angewandte Chemie - International Edition

Volumn 48, Issue 17, 2009, Pages 3129-3132

Closed and open clamlike structures formed by hydrogen-bonded pairs of cyclotricatechylene anions that contain cationic "meat"

(5) Abrahams, Brendan F a FitzGerald, Nicholas J a Hudson, Timothy A a Robson, Richard a Waters, Tom a

a UNIVERSITY OF MELBOURNE (Australia)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROGEN BONDINGS;

CESIUM; HYDROGEN; HYDROGEN BONDS;

POSITIVE IONS;

EID: 70349981330 PISSN: 14337851 EISSN: None Source Type: Journal
DOI: 10.1002/anie.200805789 Document Type: Article

Times cited : (44)

References (25)

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- Crystals of [C(NH2)3]2[Rb(ctc.H 5)(ctc.H4)]15H20 suitable for X-ray diffraction studies were obtained by liquid-liquid diffusion. A solution of ctc.H 6 (as prepared by J. A. Hyatt, J. Org. Chem. 1978, 43, 1808; 24 mg, 0.065 mmol) and excess NH3methanol (3 mL) was layered over an aqueous solution (3 mL) of RbCl (31 mg, 0.26 mmol) and C(NH2)3C1 (2 5 mg, 0.26 mmol, Deep-red crystals began to form in the mixing zone after 24 h. The crystals were filtered off after 48 h, washed with water and dried in air. Yield: 8 mg (24, elemental analysis calcd, ) for C44H53N6O16Rb (i.e, C(NH2)3]2[Rb(ctc.H5)(ctc.H 4)]4H20, C 52.5, H 5.3, N 8.3; found: C 52.3, H 5.5, N 8.2. Crystal data for [C(NH2)3]2[Rb(ctc.H s)ctc.H
- 13, wR2 = 0.2388 (all data) and R\ = 0.0887 (/> 2σ(I}). CCDC710723 contains the supplementary crystallo-graphic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.

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20
- 70349999272
- Crystals of Rb2[Rb(ctc.Hs)(ctc.H4, 3.5H20 suitable for X-ray diffraction studies were obtained by diffusion of ammonia vapor into a solution of ctc.H6 (24 mg, 0.065 mmol) and RbCl (31 mg, 0.26 mmol) in a 1:1 methanol/water mixture (6 mL, Deep-red crystals began to form in the mixing zone within hours. The crystals were filtered off after 24 h, washed with water, and dried in air. Yield: 23 mg (67, elemental analysis calcd, ) for C42H39O 15Rb3 (ie, Rb2[Rb(ctc.H5) 2]3H2O, C 48.5, H 3.8; found: C 48.4, H 3.6. Crystal data for Rb2[Rb(ctc.Hs)2]3.5H2O: M r, 1049.15, trigonal, R-3c, a, b, 20.3022(7, c, 50.5721(15) Å, V= 118052.1(10) Å3, Z=18, θmax, 73.39°, CuKclradiation, λ, 1.54184 Å
- 12, wR2 = 0.3953 (all data) and R1 = 0.1212 (I>2σ(Γ)). CCDC 710726 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.

21
- 70349989358
- Crystals of [C(NH2)3]2[Cs(ctc.H s)(ctc.H4)]2(CH3)2C0.5H20 suitable for X-ray diffraction studies were obtained by liquid-liquid diffusion. A solution of ctc.H6 (24 mg, 0.065 mmol) and excess NH3 in acetone (3 mL) was layered over an aqueous solution (3 mL) of CsCl (44 mg, 0.26 mmol) and (C(NH2)3)C1 (25 mg, 0.26 mmol, Pale-yellow crystals began to form in the mixing zone after 24 h. The crystals were filtered off after 48 h, washed with water and dried in air. Yield: 22 mg (64, elemental analysis calcd, ) for C44H51N6O 15Cs (namely, C(NH2)3]2[Cs(ctc. Hs)(ctc.H4)]3H20, C 51.0, H 5.0, N 8.1; found: C 50.8, H 5.1, N 8.1. Crystal data for [C(NH2)3] 2[Cs-(ctc.Hs)(ctc.H4)]5H20: M r
- 13, wR2 = 0.0986 (all data) and Rl = 0.0331 (I>2 σ(i)). CCDC 710724 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.

22
- 70349983888
- Crystals of K(ctc.Hs).C2HsOH suitable for X-ray diffraction studies were obtained by liquid-liquid diffusion. A solution of ctc.H6 (24 mg, 0.065 mmol) and excess NH3 in ethanol (4 mL) was layered over an aqueous solution (4 mL) of KN03 (26 mg, 0.26 mmol, Orange-red crystals began to form in the mixing zone between the two layers after 24 h. The crystals were filtered off after 48 h, washed with water and dried in air. Yield: 9 mg (31, Elemental analysis calcd, ) for C 21H21O8K (i.e, K(ctc.Hs)2H 20, C 57.3, H 4.8; found: C 57.3, H 4.7. Crystal data for K(ctc.Hs)EtOH: Mr, 450.51, monoclinic, P21/c, a, 9.15170(10, b, 11.1653(2, c, 19.4241(3) Å, ß, 97.0830(10)°, V= 1969.64(5) Å3, Z, 4, θmax, 73.16°, CuKα radiation, λ
- 13, wR2 = 0.1828 (all data) and R1 = 0.0687 (I> 2σ(I)). CCDC 710722 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.

23
- 70349983137
- Crystals of (NH4, NMe4)(ctc.Hs) 2]2(CH3)2CO3H20 suitable for X-ray diffraction studies were obtained by liquid-liquid diffusion. A solution of ctc.H6 (24 mg, 0.065 mmol) and excess NH3 in acetone (3 mL) was layered over an aqueous solution (3 mL) of NMe4Cl (28 mg, 0.26 mmol, Colorless crystals began to form in the mixing zone within hours. The crystals were filtered off after 24 h, washed with water and dried in air. Yield: 17 mg (58 , elemental analysis calcd, ) for C46H 67N2O15.5 (i.e, NH4, NMe 4)(ctc.Hs)2]3.5H20, C 62.4, H 6.5, N 3.2; found: C 62.5, H 6.7, N 3.1. Crystal data for (NH4, NMe 4, ctc.Hs)2]2(CH3) 2CO3H20: Mr= 1003.16, monoclinic, P2lc, a, 20.50929, b
- 13, wR2 = 0.2932 (all data) and R1 = 0.1028 (7> 2σ(I)). CCDC 710725 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data-request/cif.

24
- 70349989357
- Crystals of (NEt4, NEt4)(ctc.Hs) 2]4H20 suitable for X-ray diffraction studies were obtained by liquid-liquid diffusion. A solution of ctc.H6 (24 mg, 0.065 mmol) and excess NH3 in acetone (3 mL)was layered over an aqueous solution (3 mL) of NEt4Br (55 mg, 0.26 mmol, Colorless crystals began to form in the mixing zone within hours. The crystals were filtered off after 24 h, washed with water and dried in air. Yield: 19 mg (53, elemental analysis calcd, ) for C58H82N 2O16 (i.e, NEt4, NEt4)(ctc. Hs)2]5.5H2O) C 63.9, H 7.9, N 2.6; found: C 64.0, H 7.6, N 2.5. Crystal data for (NEt4, NEt4)(ctc. Hs)2]4H2O: Mr, 1063.26, monoclinic, P21/m, a, 14.637(5, 6, 24.856(5, c, 15.980(5) Å, ß, 96.187
- 13, wR2 = 0.3535 (all data) and R1 = 0.1120 (I> 2σ(I)). CCDC 710727 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data- request/cif.

25
- 0004150157
- Institüt für Anorganische Chemie der Universität Göttingen, Göttingen, Germany
- G. M. Sheldrick, SHELX97 (release 97-2), Programs for Crystal Structure Analysis, Institüt für Anorganische Chemie der Universität Göttingen, Göttingen, (Germany), 1998.
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- Sheldrick, G.M.¹

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