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note
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The term "ternary supermolecule" indicates a discrete species with predictable and desirable connectivity, constructed from three different molecular species and assembled via directional non-covalent forces. Thus, ternary systems formed by ionic interactions (salts) or by incorporation of solvent molecules within a lattice (e.g. clathrates, solvates, or inclusion compounds) are distinctly different from the supermolecules that we discuss in this paper.
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42
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note
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To date, more than ten ternary co-crystals based around isonicotinamide or nicotinamide with two different carboxylic acids are known, and the stronger acid binds to the pyridine moiety, and the weaker acid binds to the amide functionality in each case.
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45
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0000640274
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Approaches such as this are also predicated upon the idea that a small number of specific intermolecular interactions can provide a significant part of the stabilization energy of molecular crystals; P. Dauber and A. T. Hagler, Acc. Chem Res., 1980, 13, 105-112.
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21344457558
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a = 4.72 ± 0.10 and 5.85 ± 0.18 for pyridyl and benzimidazol-1-yl moieties, respectively. The calculations were performed using ACD/Solaris version 4.76, Advanced Chemistry Development, Inc., Toronto, ON, Canada, www.acdlabs.com, 1994-2005.
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21344448700
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note
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2 = 0.1090 (GOF = 0.886).
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53
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21344463883
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note
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2 = 0.1840 (GOF = 0.974).
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54
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21344466405
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note
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2 = 0.1511 (GOF = 0.891). All hydrogen atoms in 1-3 except the carboxylic acid -COOH hydrogen atoms were located in idealized positions and allowed to refine. Coordinates for the carboxylic acid hydrogen atoms were allowed to refine.
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55
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21344458226
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note
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It is noteworthy that the crystal structure of 1 contains two crystallographically unique supermolecules, both of which display the desired connectivity.
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