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Abstract:

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.

Registro:

Documento: Artículo
Título:A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone
Autor:Suárez, S.; Manzano, V.E.; Fantoni, A.C.; Halac, E.; Cukiernik, F.D.; Baggio, R.
Filiación:Universidad de Buenos Aires, Facultad de Ciencias Exactas y Naturales, Departamento de Química Inorgánica, Analítica y Química Física and CONICET-Universidad de Buenos Aires, Instituto de Química Física de Los Materiales, Medio Ambiente y Energía (INQUIMAE), Buenos Aires, Argentina
Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Argentina
Instituto de Física de la Plata, Departamento de Física, Facultad de Ciencias Exactas, Universidad Nacional de la Plata, La Plata, Pcia de Buenos Aires, Argentina
Gerencia de Investigación y Aplicaciones, Centro Atómico Constituyentes, Comisión Nacional de Energía Atómica, Buenos Aires, Argentina
Escuela de Ciencia y Tecnología, Universidad Nacional General San Martín, Buenos Aires, Argentina
Palabras clave: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
Año:2017
Volumen:73
Número:12
Página de inicio:1137
Página de fin:1143
DOI: http://dx.doi.org/10.1107/S2053229617016795
Título revista:Acta Crystallographica Section C: Structural Chemistry
Título revista abreviado:Acta crystallogr., C Struct. Chem.
ISSN:20532296
CODEN:ACSCG
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_20532296_v73_n12_p1137_Suarez

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Citas:

---------- APA ----------
Suárez, S., Manzano, V.E., Fantoni, A.C., Halac, E., Cukiernik, F.D. & Baggio, R. (2017) . A combined crystallographic, thermal, Raman and computational study on polymorphism and phase transition in 1-(4-hexyloxy-3-hydroxyphenyl)ethanone. Acta Crystallographica Section C: Structural Chemistry, 73(12), 1137-1143.
http://dx.doi.org/10.1107/S2053229617016795
---------- CHICAGO ----------
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" . Acta Crystallographica Section C: Structural Chemistry 73, no. 12 (2017) : 1137-1143.
http://dx.doi.org/10.1107/S2053229617016795
---------- MLA ----------
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" . Acta Crystallographica Section C: Structural Chemistry, vol. 73, no. 12, 2017, pp. 1137-1143.
http://dx.doi.org/10.1107/S2053229617016795
---------- VANCOUVER ----------
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. Acta crystallogr., C Struct. Chem. 2017;73(12):1137-1143.
http://dx.doi.org/10.1107/S2053229617016795