Evolution of structure and spectroscopic properties of a new 1,3-diacetylpyrene polymorph with temperature and pressure

Zwolenik, A.; Tchoń, D.; Makal, A.

doi:10.1107/s2052252524003634

Title: Evolution of structure and spectroscopic properties of a new 1,3-diacetylpyrene polymorph with temperature and pressure

Journal Article · 09 May 2024 · IUCrJ

DOI: https://doi.org/10.1107/s2052252524003634 · OSTI ID:2470803

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University of Warsaw (Poland)
University of Warsaw (Poland); Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

A new polymorph of 1,3-diacetylpyrene has been obtained from its melt and thoroughly characterized using single-crystal X-ray diffraction, steady-state UV–Vis spectroscopy and periodic density functional theory calculations. Experimental studies covered the temperature range from 90 to 390 K and the pressure range from atmospheric to 4.08 GPa. Optimal sample placement in a diamond anvil cell according to our previously presented methodology ensured over 80% data coverage up to 0.8 Å for a monoclinic sample. Unrestrained Hirshfeld atom refinement of the high-pressure crystal structures was successful and anharmonic behavior of carbonyl oxygen atoms was observed. Unlike the previously characterized polymorph, the structure of 2°AP-β is based on infinite π-stacks of antiparallel 2°AP molecules. 2°AP-β displays piezochromism and piezofluorochromism which are directly related to the variation in interplanar distances within the π-stacking. The importance of weak intermolecular interactions is reflected in the substantial negative thermal expansion coefficient of -55.8 (57) MK^-1 in the direction of C—H∙∙∙O interactions.

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Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States)

Sponsoring Organization:: National Science Centre Poland; PLGrid; USDOE

Grant/Contract Number:: AC02-05CH11231

OSTI ID:: 2470803

Journal Information:: IUCrJ, Journal Name: IUCrJ Journal Issue: 4 Vol. 11; ISSN 2052-2525

Publisher:: International Union of CrystallographyCopyright Statement

Country of Publication:: United States

Language:: English

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CCDC 2336014: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdt92 The current record is supplemented by this dataset	dataset	January 2024
CCDC 2336015: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdtb3 The current record is supplemented by this dataset	dataset	January 2024
CCDC 2336016: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdtc4 The current record is supplemented by this dataset	dataset	January 2024
CCDC 2336017: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdtd5 The current record is supplemented by this dataset	dataset	January 2024
CCDC 2336018: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdtf6 The current record is supplemented by this dataset	dataset	January 2024
CCDC 2336019: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdtg7 The current record is supplemented by this dataset	dataset	January 2024
CCDC 2336020: Experimental Crystal Structure Determination A., Zwolenik,; D., Tchoń,; A., Makal, https://doi.org/10.5517/ccdc.csd.cc2jdth8 The current record is supplemented by this dataset	dataset	January 2024

Title: Evolution of structure and spectroscopic properties of a new 1,3-diacetylpyrene polymorph with temperature and pressure

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