Is it possible to predict the stability of a crystal structure under the influence of pressure? Quantum chemical study of ibuprofen crystals

Vaksler, Yevhenii; Idrissi, A.; Shishkina, Svitlana V.

doi:10.1039/d1nj05780d

Cited by 5 publications

(7 citation statements)

References 71 publications

(90 reference statements)

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“…All of the calculations were performed within the ORCA program . More detailed descriptions of this approach can be found in previous publications. ,, …”

Section: Methodsmentioning

confidence: 99%

“…47 More detailed descriptions of this approach can be found in previous publications. 27,28,48 Quantum Chemical Modeling of Shear Deformation. To study the possibility of shear deformation, a model system containing one building unit as a mobile part and a fragment of a neighboring layer as a fixed part was extracted from the experimental crystal structure.…”

Section: ■ Conclusionmentioning

confidence: 99%

“…Step 1: Preliminary Assessment of Shear Deformation Possibility.. 28,48 A mobile part of the model system was shifted in relation to the fixed part, and the minimum interatomic distances between the closest atoms were determined. To take into account the nature of atoms, the difference in interatomic distances and corresponding van der Waals radii sum (the parameter δ) was calculated at each point.…”

Section: ■ Conclusionmentioning

confidence: 99%

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Quantum Chemical Study on Mefenamic Acid Polymorphic Forms

et al. 2022

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Three polymorphic structures of mefenamic acid, which is a very popular drug, have been studied using quantum chemical methods. It has been shown that the centrosymmetric dimer formed due to two O–H···O hydrogen bonds is a complex building unit in all of the polymorphic structures under study. On the basis of an analysis of the pairwise interaction energies between molecules, the polymorphic forms I and II are classified as columnar-layered while the polymorphic form III has a columnar structure. The stabilities of the three polymorphic forms of mefenamic acid under ambient conditions ( I > II > III ) correlate with the degree of anisotropy of the interaction energies between columns (primary basic structural motifs) formed due to stacking interactions. The shear deformation modeling of strongly bound layers in all of the polymorphic structures has not revealed any possibility for deformation of the crystal structure. The construction of the shift energy profiles and calculation of the energy barriers for the displacement along the (100) crystallographic plane in the [100], [010], and [011] crystallographic directions make it possible to explain the experimental data obtained for commercially available polymorphic structure I in a diamond anvil cell. The absence of any local minimum near the starting point on the shift energy profile and the extremely high energy barrier can be considered as criteria for the impossibility of a crystal structure deformation under pressure.

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“…All of the calculations were performed within the ORCA program . More detailed descriptions of this approach can be found in previous publications. ,, …”

Section: Methodsmentioning

confidence: 99%

Section: ■ Conclusionmentioning

confidence: 99%

Section: ■ Conclusionmentioning

confidence: 99%

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Quantum Chemical Study on Mefenamic Acid Polymorphic Forms

et al. 2022

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“…The neighbors were chosen in a way similar to Molecular Shell calculation in the Mercury program. For the resulting geometries, the parameter was computed (Vaksler et al, 2022):…”

Section: Differential Scanning Calorimetrymentioning

confidence: 99%

Concomitant polymorphs of 2-imino-2H-chromene-3-carboxylic acid amide: experimental and quantum chemical study

Shishkina,

Shaposhnyk,

Konovalova

et al. 2024

Acta Crystallogr Sect B

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2-Iminocoumarin-3-carboxamide (2-imino-2 H-chromene-3-carboxylic acid) is a perspective compound for use in the pharmaceutical industry. This compound crystallized from several solvents as two concomitant polymorphic forms. The monoclinic polymorph, crystallized initially, is formed due to strong N—H...O hydrogen bonds, weak C—H...O and C—H...N(π) hydrogen bonds, and stacking interactions of `head-to-head' type. The triclinic polymorphic form obtained due to slow evaporation of the same solution is formed due to only strong intermolecular interactions, N—H...O hydrogen bonds of two types, and stacking interactions of two types. Analysis of pairwise interaction energies showed that the monoclinic structure is columnar while the triclinic one is layered. Calculations in a periodic approximation of their lattice energies confirmed that the monoclinic polymorphic crystals are metastable as compared to the stable triclinic polymorph. Further quantum chemical modeling of possible structure deformations proved that both concomitant polymorphs can not be transformed into a new polymorphic form under external influence.

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“…Despite the importance of solid-solid phase transitions, predicting their occurrence prior to actual experiments is currently difficult. Even though the computational methods for crystal structure prediction have progressed 11 considerably, the phase diagram investigations and predictions of solid-solid phase transitions based on molecular dynamics (MD) have been limited to known phase transitions of some specific substances [12][13][14] . This is because it is computationally costly to accurately calculate the Gibbs free energy of (assumed) solid states.…”

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confidence: 99%

Molecular screening for solid–solid phase transition by machine learning

Takagi

Ishizaki

Asahi

et al. 2022

Preprint

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Solid–solid phase transition is a mechanism manifesting and regulating functionalities in molecular crystals. The phase transitions are generally found by chance empirically, and screening molecules theoretically to predict their existence is challenging. In this study, we screened for the possibility of solid–solid phase transitions by positive-unlabeled learning using molecular descriptors and verified the inference by finding new substances exhibiting solid–solid phase transitions in the solid state. We also found that the molecular structure of a substance is weakly related to the transition temperature but not the transition enthalpy. The findings of this study are useful for designing functional molecular crystals.

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Is it possible to predict the stability of a crystal structure under the influence of pressure? Quantum chemical study of ibuprofen crystals

Abstract: The method previously used to detect structural features of piracetam, which can be considered as some preconditions for a crystal phase to crystal phase polymorphic transition, was applied to study...

Cited by 5 publications

References 71 publications

Quantum Chemical Study on Mefenamic Acid Polymorphic Forms

Quantum Chemical Study on Mefenamic Acid Polymorphic Forms

Concomitant polymorphs of 2-imino-2H-chromene-3-carboxylic acid amide: experimental and quantum chemical study

Molecular screening for solid–solid phase transition by machine learning

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