<i>Oscail</i>, a program package for small-molecule single-crystal crystallography with crystal morphology prediction and molecular modelling

McArdle, Patrick

doi:10.1107/s1600576716018446

Cited by 59 publications

(69 citation statements)

References 30 publications

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“…Molecular and crystallographic modelling can be used to provide an insight into the relationship between structural aspects of molecular crystals and their resultant physical properties [3][4][5][6][7][8][9] , which can minimise the need for extensive laboratory studies. Engineering crystallography techniques often utilise atomistic force fields to calculate the strength and direction of the molecule-molecule intermolecular interactions (synthons) within the crystal structure, and in-turn to use these calculations to predict the physical properties of the crystals [10][11][12][13][14][15][16][17][18][19][20][21][22][23] . Such interactions, when considered within the bulk crystallographic lattice, can be referred to as intrinsic synthons.…”

Section: Introductionmentioning

confidence: 99%

“…a Burton, Cabrera and Frank mechanism (BCF) 35 , or by a birth and spread mechanism (B&S) 36 , can be assessed utilising the attachment energy model 30 . Though there have been a number of studies which have successfully predicted the morphology of crystals as a function of solvent environment for surfaces which grow by such mechanisms 12,20,[37][38][39][40][41] , a universal method for predicting the dependence of the crystal morphology as a function of solvent choice is yet to be fully established. It is though well-known that if a crystal surface grows with a roughened interface, then the crystal growth rate can be significantly increased [42][43][44] .…”

Section: Introductionmentioning

confidence: 99%

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Crystal Morphology and Interfacial Stability of RS-Ibuprofen in Relation to Its Molecular and Synthonic Structure

Nguyen

Rosbottom

Marziano

et al. 2017

Crystal Growth & Design

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The key intermolecular (synthonic) interactions, crystal morphology and surface interfacial stability of the anti-inflammatory drug RS-ibuprofen are examined in relation to its bulk crystal and surface chemistry, and to rationalise its growth behaviour as a function of the crystallisation environment. The OH…O H-bonding dimers between adjacent carboxylic acid groups are calculated to be the strongest bulk (intrinsic) synthons, with other important synthons arising due to interactions between the less-polar phenyl ring and aliphatic chain. Morphological prediction, using the attachment energy model predicts a prismatic facetted shape, in good agreement with the shape of the experimentally grown crystals from the vapour phase. Crystals grown from solution are found to have higher aspect ratios, with t hose prepared in polar protic solvents (EtOH) producing less needle-like crystals, than those prepared in less polar and aprotic solvents (toluene, acetonitrile and ethyl acetate). Though the anisotropy factors of the {011} and {002} forms are relatively similar (39.5% and 43.4% respectively), examination of the surface chemistry reveals that the most important extrinsic (surface-terminated) synthons on the capping {011} surface involve H-bonding interactions, whilst those on the side {002} surfaces mostly involve van der Waal's (vdW) interactions. This suggests that a polar, protic solvent is more likely to bind to the capping {011} surface and inhibit growth of the long axis of the needle, compared to apolar and/or aprotic solvents. A previously unreported re-entrant face is found to appear in the external crystal morphology at higher supersaturations (in the range of = 0.66-0.79), not due to twinning, which is provisionally identified as being consistent with the {112} or {012} form. Analysis of the calculated surface entropy-factors suggest that the capping {011} faces would be expected to be least smooth on the molecular level, with a higher degree of unsaturated extrinsic synthons, in comparison to the

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Crystal Morphology and Interfacial Stability of RS-Ibuprofen in Relation to Its Molecular and Synthonic Structure

Nguyen

Rosbottom

Marziano

et al. 2017

Crystal Growth & Design

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“…X-ray diffraction data were collected at 298(2) K on a Bruker Smart CCD area detector (Bruker, Karlsruhe, Germany) with graphite-monochromated MoKα radiation (λ = 0.71073 Å). The structures were solved by direct methods, and further refinement with full-matrix least-squares on F 2 was obtained with the SHELXL program package [16,17], using SHELXS (TREF) with additional light atoms found by Fourier methods.…”

Section: General Methods and Physical Measurementsmentioning

confidence: 99%

[(η5-pentamethylcyclopentadienyl)(3-fluoro-N-methylbenzylamine-к1,N)dichlorido]iridium(III)

Kong

Guo

Zhang

et al. 2018

Molbank

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“…An Oxford Diffraction Xcalibur system was used to collect X-ray diffraction data at room temperature ( Table 1). The crystal structures were solved using ShelxT and refined using Shelxl 2016/6 within the Oscail package (Sheldrick, 2015a,b;McArdle, 2017…”

Section: Single Crystal X-ray Diffractionmentioning

confidence: 99%

Investigation of the formation of drug-drug cocrystals and coamorphous systems of the antidiabetic drug gliclazide

Aljohani

MacFhionnghaile

McArdle

et al. 2019

International Journal of Pharmaceutics

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The antidiabetic drug gliclazide (GLZ) has a slow absorption rate and a low bioavailability due to its poor solubility. GLZ is often prescribed along with an antihypertensive, as many diabetic patients have coexistent hypertension. Cocrystallization and coamorphization are attractive strategies to enhance dissolution rates and to reduce the number of medications a patient has to take. In this work the formation of cocrystals and coamorphous systems of GLZ with various antihypertensive drugs was studied, namely chlorothiazide (CTZ), hydrochlorothiazide (HTZ), indapamide (IND), triamterene (TRI) and nifedipine (NIF) as well as benzamidine (BZA) as a model for the amidine pharmacophore. TRI, IND and HTZ were found to form coamorphous systems with GLZ that are stable for at least six months at 22  2 C and 56 % relative humidity. Coamorphous GLZ-TRI is also stable in dissolution medium. Coamorphization of GLZ-TRI with 15 % sodium taurocholate gave a viable coamorphous formulation with an enhanced dissolution rate. Comilling of GLZ with BZA and cocrystallization from solution gave the amorphous and crystalline salt, respectively and the X-ray structure is reported. During attempts to obtain X-ray suitable cocrystals crystals of 2 Na + GLZand IND . 0.5H2O were obtained. Redetermination of the published structure of IND . 0.5H2O revealed a unit cell with the length of the a axis doubled, a different space group and no disorder. Liquid-assisted grinding of a 1:1 mixture of GLZ and IND indicated the transformation of IND to a new solid-state form, while GLZ remained unaltered. Milling-and heating-induced solid-state transformations of IND are discussed.

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Oscail, a program package for small-molecule single-crystal crystallography with crystal morphology prediction and molecular modelling

Cited by 59 publications

References 30 publications

Crystal Morphology and Interfacial Stability of RS-Ibuprofen in Relation to Its Molecular and Synthonic Structure

Crystal Morphology and Interfacial Stability of RS-Ibuprofen in Relation to Its Molecular and Synthonic Structure

[(η5-pentamethylcyclopentadienyl)(3-fluoro-N-methylbenzylamine-к1,N)dichlorido]iridium(III)

Investigation of the formation of drug-drug cocrystals and coamorphous systems of the antidiabetic drug gliclazide

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