Publication Type:

Journal Article

Source:

Crystal Growth & Design, Volume 13, Number 4, p.1665-1675 (2013)

URL:

http://dx.doi.org/10.1021/cg3018776

Abstract:

The reactions of 3-(N9-adeninyl) propanoic acid (LH) with various di- and triorganotin oxides have been investigated. Thus, the reaction of di-tert-butyltin oxide (t-Bu2SnO)3 in a 3:1 ratio afforded the dinuclear derivative [t-Bu2Sn(μ-OH)L]2·7H2O (1). A similar reaction involving bis(tri-n-butyltin)oxide, (n-Bu3Sn)2O, in a 2:1 ratio afforded the one-dimensional (1D) coordination polymer [n-Bu3SnL·0.33H2O]n (2). Similarly the reaction with (n-Bu2SnO)n in a 2:1 ratio afforded the tetranuclear [{n-Bu2Sn}2(μ3-O)(μ-OH)L]2 (3). On the other hand, a similar reaction in a 1:1 ratio also gave the tetranuclear product [{n-Bu2Sn}2(μ3-O)L2]2 (4). The molecular structure of 1reveals a central dinuclear Sn2O2 motif where the two tin centers are bridged by two μ-OH groups. Each tin is bound with a monodentate carboxylate group; the C═O unit of these carboxylates is involved in an intramolecular hydrogen bonding with the bridging OH unit. The supramolecular structure of 1 reveals the formation of a 1D zigzag chain mediated by intermolecular hydrogen bonding interaction through the Watson-Crick or the Hoogsteen faces. 2 is a 1D coordination polymer formed by the successive bridging of triorganotin units by the carboxylate ligand L. The supramolecular structure of 2 reveals that two 1D coordination polymers interact to generate novel adenine homotrimers formed as a result of alternating Watson-Crick–Watson-Crick and Hoogsteen–Watson-Crick interactions. The molecular structures of 3 and 4 reveal them to be tetranuclear possessing a ladder-like structure. The essential difference between their molecular structures is that in 4 there are four carboxylate ligands, while in 3 there are only two. Both of these complexes reveal intramolecular and intermolecular hydrogen bonding and π···π stacking interactions. The nematicidal activity of 1–3 was examined against Caenorhabditis elegans. Compound 2 was found to be highly active, effecting a high mortality even at very low concentrations such as 25 or 10 ppm.

Cite this Research Publication

V. Chandrasekhar, Kundu, S., Kumar, J., Verma, S., Dr. Gopal K., Chaturbedi, A., and Subramaniam, K., “Supramolecular Signatures of Adenine-Containing Organostannoxane Assemblies”, Crystal Growth & Design, vol. 13, pp. 1665-1675, 2013.

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