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Supramolecular Association in the Structure of 2,9-C-meso-2,5,5,7,9,12,12,14-Octamethyl-1,8-diaza-4,11-diazoniacyclotetradecane as its Bis(nitrate) and Bis(acetate) Trihydrate

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Abstract

In the crystal structure of the nitrate salt, columns of di-cationic macrocycles, each disposed about a center of inversion, are interspersed by pairs of nitrate anions that form charged-assisted N–H···O hydrogen-bonding interactions, reinforced by C–H···O contacts. The topology of the resulting supramolecular architecture is that of a linear chain and these associate via further weak C–H···O contacts. In the structure of the acetate trihydrate, di-cationic macrocycles are circumscribed by 32-membered rings defined by O–H···O interactions, involving the acetate anions and solvent water molecules. Systematic variations in the geometric parameters in the molecular structures are correlated with the influence of intermolecular interactions. The nitrate crystallizes in the monoclinic space group P21/n with a = 8.3524(11) Å, b = 12.5497(16) Å, c = 11.1208(16) Å, β = 103.180(3)°, and Z = 2. The acetate trihydrate also crystallizes in the monoclinic space group P21/n with a = 9.6679(15) Å, b = 15.278(2) Å, c = 9.8376(18) Å, β = 106.068(5)°, and Z = 2.

Index Abstract

Supramolecular Association in the Structure of 2,9- C-meso -2,5,5,7,9,12,12,14-Octamethyl-1,8-diaza-4,11- diazoniacyclotetradecane as its Bis(nitrate) and Bis(acetate) Trihydrate

Saroj K. S. Hazari, (1) Tapashi G. Roy, (1)* Kanak K. Barua (1) and Edward R. T. Tiekink (2)*

A linear supramolecular chain stabilized by charge-assisted N–H···O hydrogen-bonding interactions is found in the nitrate salt. In the acetate trihydrate, di-cationic macrocycles are circumscribed by 32-membered rings constructed by O–H···O hydrogen-bonds.

Supramolecular Association in the Structure of 2,9- C-meso -2,5,5,7,9,12,12,14-Octamethyl-1,8-diaza-4,11- diazoniacyclotetradecane as its Bis(nitrate) and Bis(acetate) Trihydrate

Saroj K. S. Hazari, (1) Tapashi G. Roy, (1)* Kanak K. Barua (1) and Edward R. T. Tiekink (2)*

(1)Department of Chemistry, University of Chittagong, Chittagong-4331, Bangladesh

(2)Department of Chemistry, The University of Texas at San Antonio, One UTSA Circle, San Antonio, Texas 78249-0698

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Acknowledgments

The authors are grateful to University of Chittagong for a research grant to TGR.

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Authors and Affiliations

  1. Department of Chemistry, University of Chittagong, Chittagong, 4331, Bangladesh

    Saroj K. S. Hazari, Tapashi G. Roy & Kanak K. Barua

  2. Department of Chemistry, The University of Texas at San Antonio, One UTSA Circle, San Antonio, TX, 78249-0698, USA

    Edward R. T. Tiekink

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  1. Saroj K. S. Hazari
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  2. Tapashi G. Roy
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  3. Kanak K. Barua
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  4. Edward R. T. Tiekink
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Correspondence to Edward R. T. Tiekink.

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Hazari, S.K.S., Roy, T.G., Barua, K.K. et al. Supramolecular Association in the Structure of 2,9-C-meso-2,5,5,7,9,12,12,14-Octamethyl-1,8-diaza-4,11-diazoniacyclotetradecane as its Bis(nitrate) and Bis(acetate) Trihydrate. J Chem Crystallogr 38, 1–8 (2008). https://doi.org/10.1007/s10870-007-9254-1

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