Structural investigation and compression of a co-crystal of indomethacin and saccharin

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Abstract

The co-crystalline structure of the non-steroidal, anti-inflammatory indomethacin with the non-toxic, Generally Regarded As Safe (GRAS) sweetener component saccharin was investigated up to 6.33 GPa using a Diamond Anvil Cell (DAC). Single crystal X-ray diffraction measurements show that the co-crystal remains in the same triclinic, P-1, phase throughout the compression with a significant reduction in void space (155.69 to 55.61Å3). Information on the response of different types of intermolecular interactions to external force at the same time is enabled by the use of a co-crystal. We have rationalised that the length and compression rate of the saccharin amide dimer in the co-crystal is caused by the dimer sitting in a ‘pocket’ surrounded by the indomethacin framework. This framework reduces the effects of molecular packing on the dimer allowing for an ideal hydrogen bonding geometry.
LanguageEnglish
Pages4465-4472
Number of pages8
JournalCrystEngComm
Volume21
Issue number30
Early online date11 Jun 2019
DOIs
Publication statusPublished - 14 Aug 2019

Fingerprint

Saccharin
Indomethacin
Dimers
Compaction
dimers
Crystals
crystals
Sweetening Agents
Diamond
anvils
Amides
amides
voids
Diamonds
Hydrogen bonds
Anti-Inflammatory Agents
diamonds
Single crystals
Crystalline materials
X ray diffraction

Keywords

  • co-crystal
  • indomethacin
  • high pressure
  • multicomponent system

Cite this

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title = "Structural investigation and compression of a co-crystal of indomethacin and saccharin",
abstract = "The co-crystalline structure of the non-steroidal, anti-inflammatory indomethacin with the non-toxic, Generally Regarded As Safe (GRAS) sweetener component saccharin was investigated up to 6.33 GPa using a Diamond Anvil Cell (DAC). Single crystal X-ray diffraction measurements show that the co-crystal remains in the same triclinic, P-1, phase throughout the compression with a significant reduction in void space (155.69 to 55.61{\AA}3). Information on the response of different types of intermolecular interactions to external force at the same time is enabled by the use of a co-crystal. We have rationalised that the length and compression rate of the saccharin amide dimer in the co-crystal is caused by the dimer sitting in a ‘pocket’ surrounded by the indomethacin framework. This framework reduces the effects of molecular packing on the dimer allowing for an ideal hydrogen bonding geometry.",
keywords = "co-crystal, indomethacin, high pressure, multicomponent system",
author = "Connor, {Lauren E.} and Vassileiou, {Antony D.} and Halbert, {Gavin W.} and Johnston, {Blair F.} and Oswald, {Iain D.H.}",
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T1 - Structural investigation and compression of a co-crystal of indomethacin and saccharin

AU - Connor, Lauren E.

AU - Vassileiou, Antony D.

AU - Halbert, Gavin W.

AU - Johnston, Blair F.

AU - Oswald, Iain D.H.

PY - 2019/8/14

Y1 - 2019/8/14

N2 - The co-crystalline structure of the non-steroidal, anti-inflammatory indomethacin with the non-toxic, Generally Regarded As Safe (GRAS) sweetener component saccharin was investigated up to 6.33 GPa using a Diamond Anvil Cell (DAC). Single crystal X-ray diffraction measurements show that the co-crystal remains in the same triclinic, P-1, phase throughout the compression with a significant reduction in void space (155.69 to 55.61Å3). Information on the response of different types of intermolecular interactions to external force at the same time is enabled by the use of a co-crystal. We have rationalised that the length and compression rate of the saccharin amide dimer in the co-crystal is caused by the dimer sitting in a ‘pocket’ surrounded by the indomethacin framework. This framework reduces the effects of molecular packing on the dimer allowing for an ideal hydrogen bonding geometry.

AB - The co-crystalline structure of the non-steroidal, anti-inflammatory indomethacin with the non-toxic, Generally Regarded As Safe (GRAS) sweetener component saccharin was investigated up to 6.33 GPa using a Diamond Anvil Cell (DAC). Single crystal X-ray diffraction measurements show that the co-crystal remains in the same triclinic, P-1, phase throughout the compression with a significant reduction in void space (155.69 to 55.61Å3). Information on the response of different types of intermolecular interactions to external force at the same time is enabled by the use of a co-crystal. We have rationalised that the length and compression rate of the saccharin amide dimer in the co-crystal is caused by the dimer sitting in a ‘pocket’ surrounded by the indomethacin framework. This framework reduces the effects of molecular packing on the dimer allowing for an ideal hydrogen bonding geometry.

KW - co-crystal

KW - indomethacin

KW - high pressure

KW - multicomponent system

U2 - 10.1039/C9CE00838A

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EP - 4472

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