A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone
The crystal structure of the triclinic polymorph of 1-(4-hexyloxy-3-hydroxyphenyl)ethanone, C14H20O3, differs markedly from that of the orthorhombic polymorph [Manzano et al. (2015). Acta Cryst. C71, 1022-1027]. The two molecular structures are alike with respect to their bond lengths and angles, bu...
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todo:paper_20532296_v73_n12_p1137_Suarez2023-10-03T16:39:01Z A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone Suárez, S. Manzano, V.E. Fantoni, A.C. Halac, E. Cukiernik, F.D. Baggio, R. computational chemistry crystal structure DSC ethanone phase transformation powder diffraction Raman Bond length Computational chemistry Differential scanning calorimetry Hydrogen bonds Ions Phase transitions Quantum chemistry Single crystals X ray diffraction Bond lengths and angles ethanone Non-covalent interaction Orthorhombic polymorph Polymorphic phase transition Powder diffraction Quantum chemical calculations Raman Crystal structure The crystal structure of the triclinic polymorph of 1-(4-hexyloxy-3-hydroxyphenyl)ethanone, C14H20O3, differs markedly from that of the orthorhombic polymorph [Manzano et al. (2015). Acta Cryst. C71, 1022-1027]. The two molecular structures are alike with respect to their bond lengths and angles, but differ in their spatial arrangement. This gives rise to quite different packing schemes, even if built up by similar chains having the hydroxy-ethanone O - H...O hydrogen-bond synthon in common. Both phases were found to be related by a first-order thermally driven phase transformation at 338-340K, which is discussed in detail. The relative stabilities of both polymorphs are explained on the basis of both the noncovalent interactions operating in each structure and quantum chemical calculations. The polymorphic phase transition has also been studied experimentally by means of differential scanning calorimetry (DSC) experiments, conducted on individual single crystals, Raman spectroscopy and controlled heating under a microscope of individual single crystals, which were further characterized by powder and single-crystal X-ray diffraction.A triclinic phase of 1-(4-hexyloxy-3-hydroxyphenyl)ethanone is described and compared with the previously reported orthorhombic phase. The polymorphic phase transition involving the structures is analyzed. © International Union of Crystallography, 2017. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_20532296_v73_n12_p1137_Suarez |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
computational chemistry crystal structure DSC ethanone phase transformation powder diffraction Raman Bond length Computational chemistry Differential scanning calorimetry Hydrogen bonds Ions Phase transitions Quantum chemistry Single crystals X ray diffraction Bond lengths and angles ethanone Non-covalent interaction Orthorhombic polymorph Polymorphic phase transition Powder diffraction Quantum chemical calculations Raman Crystal structure |
| spellingShingle |
computational chemistry crystal structure DSC ethanone phase transformation powder diffraction Raman Bond length Computational chemistry Differential scanning calorimetry Hydrogen bonds Ions Phase transitions Quantum chemistry Single crystals X ray diffraction Bond lengths and angles ethanone Non-covalent interaction Orthorhombic polymorph Polymorphic phase transition Powder diffraction Quantum chemical calculations Raman Crystal structure Suárez, S. Manzano, V.E. Fantoni, A.C. Halac, E. Cukiernik, F.D. Baggio, R. A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| topic_facet |
computational chemistry crystal structure DSC ethanone phase transformation powder diffraction Raman Bond length Computational chemistry Differential scanning calorimetry Hydrogen bonds Ions Phase transitions Quantum chemistry Single crystals X ray diffraction Bond lengths and angles ethanone Non-covalent interaction Orthorhombic polymorph Polymorphic phase transition Powder diffraction Quantum chemical calculations Raman Crystal structure |
| description |
The crystal structure of the triclinic polymorph of 1-(4-hexyloxy-3-hydroxyphenyl)ethanone, C14H20O3, differs markedly from that of the orthorhombic polymorph [Manzano et al. (2015). Acta Cryst. C71, 1022-1027]. The two molecular structures are alike with respect to their bond lengths and angles, but differ in their spatial arrangement. This gives rise to quite different packing schemes, even if built up by similar chains having the hydroxy-ethanone O - H...O hydrogen-bond synthon in common. Both phases were found to be related by a first-order thermally driven phase transformation at 338-340K, which is discussed in detail. The relative stabilities of both polymorphs are explained on the basis of both the noncovalent interactions operating in each structure and quantum chemical calculations. The polymorphic phase transition has also been studied experimentally by means of differential scanning calorimetry (DSC) experiments, conducted on individual single crystals, Raman spectroscopy and controlled heating under a microscope of individual single crystals, which were further characterized by powder and single-crystal X-ray diffraction.A triclinic phase of 1-(4-hexyloxy-3-hydroxyphenyl)ethanone is described and compared with the previously reported orthorhombic phase. The polymorphic phase transition involving the structures is analyzed. © International Union of Crystallography, 2017. |
| format |
JOUR |
| author |
Suárez, S. Manzano, V.E. Fantoni, A.C. Halac, E. Cukiernik, F.D. Baggio, R. |
| author_facet |
Suárez, S. Manzano, V.E. Fantoni, A.C. Halac, E. Cukiernik, F.D. Baggio, R. |
| author_sort |
Suárez, S. |
| title |
A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| title_short |
A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| title_full |
A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| title_fullStr |
A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| title_full_unstemmed |
A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| title_sort |
combined crystallographic, thermal, raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone |
| url |
http://hdl.handle.net/20.500.12110/paper_20532296_v73_n12_p1137_Suarez |
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