Crystallisation of oxcarbazepine form III: emergence of crystals with variable twisted habit

Research output: Contribution to conferencePoster

Abstract

The emergence of crystal structures with twisted morphologies is well-documented [1]. Twisted single crystals have been observed nanoscopically, mesoscopically, and macroscopically and pose challenges with respect to structural characterisation as they lack long-range translational symmetry. Crystal structure prediction (CSP) capabilities can be employed in polymorph screening studies for aiding in the identification of thermodynamically feasible solid forms and assisting experimentalists in performing targeted screening [2,3]. Recent evidence suggests that combining CSP with powder X-ray diffraction data can assist in solving the structure of polymorphic crystals with twisted habit [4].
Oxcarbazepine (OXCBZ) is a commercially available anticonvulsant known to crystallise in at least three polymorphic forms, two of which (form I and form II) have been fully characterised structurally [5]. OXCBZ form III was originally obtained by slow evaporation, at room temperature, from methanol solutions containing additives. Whilst various analytical data were reported, the small size and poor quality of the crystals prevented structure determination. Here, we report experimental protocols for the crystallisation of OXCBZ III from both solution and the vapour phase. Our approach combined CSP studies of the OXCBZ energy landscape with physical vapour deposition and solution-based, automated polymorph screening experiments. Vapour deposition of OXCBZ resulted in the formation of micron-sized needle and fibre-like form III crystals with variable twisted habit. In order to obtain greater insight into these twisted structures, a series of SEM and AFM studies have been performed to develop understanding of their initial formation and evolution over time.

Conference

ConferenceBCA Spring Meeting 2018
CountryUnited Kingdom
CityCoventry
Period26/03/1829/03/18
Internet address

Fingerprint

Crystallization
Habits
X-Ray Diffraction
Anticonvulsants
Powders
Needles
Methanol
oxcarbazepine
Temperature

Keywords

  • oxcarbazepine
  • pharmaceutical polymorphism
  • crystal structure prediction
  • twisted crystal habit
  • atomic force microscopy

Cite this

Polyzois, H., Guo, R., Warzecha, M., Price, S., & Florence, A. (2018). Crystallisation of oxcarbazepine form III: emergence of crystals with variable twisted habit. Poster session presented at BCA Spring Meeting 2018, Coventry, United Kingdom.
Polyzois, Hector ; Guo, Rui ; Warzecha, Monika ; Price, Sarah ; Florence, Alastair. / Crystallisation of oxcarbazepine form III : emergence of crystals with variable twisted habit. Poster session presented at BCA Spring Meeting 2018, Coventry, United Kingdom.1 p.
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abstract = "The emergence of crystal structures with twisted morphologies is well-documented [1]. Twisted single crystals have been observed nanoscopically, mesoscopically, and macroscopically and pose challenges with respect to structural characterisation as they lack long-range translational symmetry. Crystal structure prediction (CSP) capabilities can be employed in polymorph screening studies for aiding in the identification of thermodynamically feasible solid forms and assisting experimentalists in performing targeted screening [2,3]. Recent evidence suggests that combining CSP with powder X-ray diffraction data can assist in solving the structure of polymorphic crystals with twisted habit [4].Oxcarbazepine (OXCBZ) is a commercially available anticonvulsant known to crystallise in at least three polymorphic forms, two of which (form I and form II) have been fully characterised structurally [5]. OXCBZ form III was originally obtained by slow evaporation, at room temperature, from methanol solutions containing additives. Whilst various analytical data were reported, the small size and poor quality of the crystals prevented structure determination. Here, we report experimental protocols for the crystallisation of OXCBZ III from both solution and the vapour phase. Our approach combined CSP studies of the OXCBZ energy landscape with physical vapour deposition and solution-based, automated polymorph screening experiments. Vapour deposition of OXCBZ resulted in the formation of micron-sized needle and fibre-like form III crystals with variable twisted habit. In order to obtain greater insight into these twisted structures, a series of SEM and AFM studies have been performed to develop understanding of their initial formation and evolution over time.",
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author = "Hector Polyzois and Rui Guo and Monika Warzecha and Sarah Price and Alastair Florence",
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Polyzois, H, Guo, R, Warzecha, M, Price, S & Florence, A 2018, 'Crystallisation of oxcarbazepine form III: emergence of crystals with variable twisted habit' BCA Spring Meeting 2018, Coventry, United Kingdom, 26/03/18 - 29/03/18, .

Crystallisation of oxcarbazepine form III : emergence of crystals with variable twisted habit. / Polyzois, Hector; Guo, Rui; Warzecha, Monika; Price, Sarah; Florence, Alastair.

2018. Poster session presented at BCA Spring Meeting 2018, Coventry, United Kingdom.

Research output: Contribution to conferencePoster

TY - CONF

T1 - Crystallisation of oxcarbazepine form III

T2 - emergence of crystals with variable twisted habit

AU - Polyzois, Hector

AU - Guo, Rui

AU - Warzecha, Monika

AU - Price, Sarah

AU - Florence, Alastair

PY - 2018/3/27

Y1 - 2018/3/27

N2 - The emergence of crystal structures with twisted morphologies is well-documented [1]. Twisted single crystals have been observed nanoscopically, mesoscopically, and macroscopically and pose challenges with respect to structural characterisation as they lack long-range translational symmetry. Crystal structure prediction (CSP) capabilities can be employed in polymorph screening studies for aiding in the identification of thermodynamically feasible solid forms and assisting experimentalists in performing targeted screening [2,3]. Recent evidence suggests that combining CSP with powder X-ray diffraction data can assist in solving the structure of polymorphic crystals with twisted habit [4].Oxcarbazepine (OXCBZ) is a commercially available anticonvulsant known to crystallise in at least three polymorphic forms, two of which (form I and form II) have been fully characterised structurally [5]. OXCBZ form III was originally obtained by slow evaporation, at room temperature, from methanol solutions containing additives. Whilst various analytical data were reported, the small size and poor quality of the crystals prevented structure determination. Here, we report experimental protocols for the crystallisation of OXCBZ III from both solution and the vapour phase. Our approach combined CSP studies of the OXCBZ energy landscape with physical vapour deposition and solution-based, automated polymorph screening experiments. Vapour deposition of OXCBZ resulted in the formation of micron-sized needle and fibre-like form III crystals with variable twisted habit. In order to obtain greater insight into these twisted structures, a series of SEM and AFM studies have been performed to develop understanding of their initial formation and evolution over time.

AB - The emergence of crystal structures with twisted morphologies is well-documented [1]. Twisted single crystals have been observed nanoscopically, mesoscopically, and macroscopically and pose challenges with respect to structural characterisation as they lack long-range translational symmetry. Crystal structure prediction (CSP) capabilities can be employed in polymorph screening studies for aiding in the identification of thermodynamically feasible solid forms and assisting experimentalists in performing targeted screening [2,3]. Recent evidence suggests that combining CSP with powder X-ray diffraction data can assist in solving the structure of polymorphic crystals with twisted habit [4].Oxcarbazepine (OXCBZ) is a commercially available anticonvulsant known to crystallise in at least three polymorphic forms, two of which (form I and form II) have been fully characterised structurally [5]. OXCBZ form III was originally obtained by slow evaporation, at room temperature, from methanol solutions containing additives. Whilst various analytical data were reported, the small size and poor quality of the crystals prevented structure determination. Here, we report experimental protocols for the crystallisation of OXCBZ III from both solution and the vapour phase. Our approach combined CSP studies of the OXCBZ energy landscape with physical vapour deposition and solution-based, automated polymorph screening experiments. Vapour deposition of OXCBZ resulted in the formation of micron-sized needle and fibre-like form III crystals with variable twisted habit. In order to obtain greater insight into these twisted structures, a series of SEM and AFM studies have been performed to develop understanding of their initial formation and evolution over time.

KW - oxcarbazepine

KW - pharmaceutical polymorphism

KW - crystal structure prediction

KW - twisted crystal habit

KW - atomic force microscopy

UR - https://www.crystallography.org.uk/

M3 - Poster

ER -

Polyzois H, Guo R, Warzecha M, Price S, Florence A. Crystallisation of oxcarbazepine form III: emergence of crystals with variable twisted habit. 2018. Poster session presented at BCA Spring Meeting 2018, Coventry, United Kingdom.