Quantitative estimate of cohesion forces

Kaźmierczak, Michał; Katrusiak, Andrzej

doi:10.1039/c5ce01942g

Cited by 20 publications

(26 citation statements)

References 39 publications

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“…6). This is in agreement with the previously reported analysis of the shortest contacts hierarchy in crystals of compounds manifesting high-pressure poly- morphism, showing that the nature of the shortest contact, relative to the sum of van der Waals radii, remains unchanged (Kaźmierczak & Katrusiak, 2015). At the same time, a significant rearrangement in contacts of larger value can be observed (Kaźmierczak & Katrusiak, 2015;Marciniak et al, 2016a), and such tendency is present in BZC (Fig.…”

Section: Resultssupporting

confidence: 93%

A new high-pressure benzocaine polymorph — towards understanding the molecular aggregation in crystals of an important active pharmaceutical ingredient (API)

Patyk‐Kaźmierczak

Kaźmierczak

2020

Acta Crystallogr B Struct Sci Cryst Eng Mater

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Benzocaine (BZC), an efficient and highly permeable anaesthetic and an active pharmaceutical ingredient of many commercially available drugs, was studied under high pressure up to 0.78 GPa. As a result, new BZC polymorph (IV) was discovered. The crystallization of polymorph (IV) can be initiated by heating crystals of polymorph (I) at a pressure of at least 0.45 GPa or by their compression to 0.60 GPa. However, no phase transition from polymorph (I) to (IV) was observed. Although polymorph (IV) exhibits the same main aggregation motif as in previously reported BZC polymorphs (I)–(III), i.e. a hydrogen-bonded ribbon, its molecular packing and hydrogen-bonding pattern differ considerably. The N—H...N hydrogen bonds joining parallel BZC ribbons in crystals at ambient pressure are eliminated in polymorph (IV), and BZC ribbons become positioned at an angle of about 80°. Unfortunately, crystals of polymorph (IV) were not preserved on pressure release, and depending on the decompression protocol they transformed into polymorph (II) or (I).

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Section: Resultssupporting

confidence: 93%

A new high-pressure benzocaine polymorph — towards understanding the molecular aggregation in crystals of an important active pharmaceutical ingredient (API)

Patyk‐Kaźmierczak

Kaźmierczak

2020

Acta Crystallogr B Struct Sci Cryst Eng Mater

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“…It has been shown that the strongest intermolecular interactions generally persist across phase transitions. 87,88 However, the drive to reduce volume becomes ever more pressing as pressure is increased, leading to a perturbation in the hierarchy of intermolecular interactions. It will be fascinating to discover the point at which this effect finally wins out and hydrogen bonds give up the ghost.…”

Section: Discussionmentioning

confidence: 99%

High-pressure polymorphism inl-threonine between ambient pressure and 22 GPa

et al. 2019

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“…6). 5 It shows that the shortest contacts (related to the van der Waals radii) are the Cl⋯Cl halogen bonds and only one CH⋯Cl contact in phase I can be compressed to the third shortest value (the third order), before the crystal transforms to phase II. In phase II, the role of CH⋯Cl contacts is considerably reduced to the sixth order.…”

Section: Resultsmentioning

confidence: 99%

“…We were particularly interested in the role of CH⋯Cl contacts, which are considerably shorter than halogen bonds Cl⋯Cl and for this reason could be excluded from the main cohesion forces. 5 We have applied high pres-sure for these studies, because it is the most efficient method for modifying the molecular structure and arrangement in crystals. Therefore, high pressure is increasingly often used for generating new polymorphs of pharmaceutical, energetic and other materials.…”

Section: Introductionmentioning

confidence: 99%

Halogen and hydrogen bonds in compressed pentachloroethane

2016

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In pentachloroethane, C 2 HCl 5 , high pressure initially strongly compresses the C-H⋯Cl bonds in phase I; however, in phase II which is stable above 0.62 GPa the role of hydrogen bonds is diminished and molecular aggregation is dominated by halogen bonds Cl⋯Cl. Both phases have been determined by X-ray diffraction and the phase diagram of C 2 HCl 5 has been outlined. The transition between phases I and II retains some relation between their structures and reduces the symmetry from class mmm (space group Pnma) to 2/m (space group P2 1 /n11). The discontinuous transition, with the shear strain exceeding 21°, is so strong that its progress can be visually observed even for powdered samples. The single-crystal growth suggests a surface-roughening transition, as phase I grows in the form of dendrites combining into oval plates, while phase II forms prisms with sharp edges.

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Quantitative estimate of cohesion forces

Cited by 20 publications

References 39 publications

A new high-pressure benzocaine polymorph — towards understanding the molecular aggregation in crystals of an important active pharmaceutical ingredient (API)

A new high-pressure benzocaine polymorph — towards understanding the molecular aggregation in crystals of an important active pharmaceutical ingredient (API)

High-pressure polymorphism inl-threonine between ambient pressure and 22 GPa

Halogen and hydrogen bonds in compressed pentachloroethane

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