The two ethyl ester moieties of 2 do not allow the pyridyl nitrogen to participate in any intermolecular interactions, a key difference from 1, resulting in a different packing motif that forces the Br atoms to be oriented toward each other and producing the alternating chain of Br atoms.
Subsequently, this model was used in molecular replacement to solve the structure of Pat-C at 3.1 Å resolution, with four molecules per asymmetric unit in a different packing environment (Rwork=24.8%, Rfree=28.1%, crystal form II; Supplementary Table S2 and Supplementary Figure S4A).
It should be noted that as in 2, the Br···Br interaction is a type-I interaction, but in this case, θ1 ≈ θ2 ≈ 156°, compared to 133° for 2. Given the solid-state packing observed in 1– 3, it was argued that a bulkier ester substituent would result in a completely different packing mode, which could allow us to investigate other possible interactions between dipicolinic cores.
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From the second viewpoint, it is confirmed that qualitative different dynamics occurs in each different packing.
It was possible to recognize electron density displacement in barbituric acid molecule towards those two resonant forms, which influence the type of hydrogen bonds formed in each polymorphic form and therefore results in different packing topology.
Prenafeta-Boldu et al. (2008) showed the importance of the presence of stagnant air zones in different packing materials and demonstrated that increasing airflows reduces stagnant air zones and can consequently reduces potential diffusion limitations.
This illustrates the flexible nature of these dimers in forming a variety of different packing motifs.
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The coefficient (xi) is an increment (Eq. 2) which integrates the amount of mobile pores, actual percolating space per pore/throats, as well as the additional change in pore volume by different packing mode and fracture distribution.
