Supramolecular self-assembly and thermodynamic properties of 5-aryl-1-(1,1-dimethylethyl)-1H-pyrazoles in the crystalline state

Effect of hydrogen bonds and π⋯π interactions on the crystallization of phenyl-perfluorophenyl amides: understanding the self-organization of a cocrystal

“…Based on the analysis of normalized NC and NG data, we have proposed the crystallization mechanisms of a series of organic compounds to understand the crystal formation process. [30][31][32][33][34][40][41][42][43][44] The construction of a crystallization mechanism proposal involves hierarchizing supramolecular cluster dimers, mainly considering the interaction energies. The most energetic dimers are supposed to interact first, building small blocks that, through a selection process based on greater stability and greater possibility of cooperativity with other blocks, will persist and form the first aggregates that give the protocrystal.…”

“…Our research group has been using the supramolecular cluster to demarcate and thoroughly study the crystal formation with hierarchization of energies that enable proposals of crystallization mechanisms to understand the packing of several crystalline compounds. [29][30][31][32][33][34] In light of this, we aim to construct a molecular model that allows the study of the complementarity of strong hydrogen bonds and π⋯π interactions in self-assembly and cocrystal formation, analyzing the aryl ring behavior and changes in the hydrogen bond in the resulting crystal lattice structure. Thus, we selected N-arylbenzamides as molecular models (Fig.…”

Packing and Conformational Polymorphism in 1,2-Bis(aminocarbonyl(1-tert-butyl-1H-pyrazol-(3)5-yl))ethanes: Illuminating Examples of Highly Flexible Molecules

“…Given the above, molecular models and approaches that clarify the critical points for obtaining specific polymorphic forms are necessary. Hence, our research group has made great efforts to study the packing of a series of compounds using the demarcation of the supramolecular cluster and propose crystallization mechanisms. − This proposal for crystal growth based on experimental, topological, and energetic data highlights the relevance of all interactions within the crystal. Specifically, densities, packing energies, and entropies of the vibrational network are highly similar in polymorphic crystalline structures, which highlights the relevance of further understanding the crystal as a whole.…”

Review and Modeling of Crystal Growth of Atropisomers from Solutions

“…However, there is steady growing evidence that improved potency of specific conformers under physiological conditions led to an increase in the focus on relatively stable conformers, as evidenced by recent reports [51][52][53][54][55][56][57][58][59][60][61][62][63][64][65][66][67][68]. Since crystallization is the main purification and separation unit operation in the development of new medicines, studies about molecular flexibility and the effect of the presence of conformation stability and conversion in solution on nucleation, crystal growth and polymorphism has also been steadily increasing [50,[69][70][71][72][73][74][75][76][77][78][79][80][81][82].…”

“…In addition, solvents can affect E b , which affects the kinetics of conversion and the population of dissolved conformers [108]. Solvents can also stabilize conformers by dimerization [80][81][82][109][110][111], in particular, at elevated concentrations [112] and for molecules of low molecular weight [80]. Recently, it was reported that for Fenoxycarb, which exhibits several conformers with calculated E b ranging from 1.2 to 7.2 kcal/mol, solutions conformers were all different from four crystal conformers [113].…”