Abstract: The molecular and crystal structures of perfluoro-3-alkylphthalides (3-hydroxyperfluoro-3-methylphthalide and its hydrate, two polymorphs of 3-hydroxyperfluoro-3-ethylphthalide and 3-hydroxyperfluoro-3-isopropylphthalide) are determined by single crystal X-ray diffraction. In the crystals, the supramolecular O-H...O=C synthon occurs leading, except the crystallohydrate, to the formation of C-1(1)(6) hydrogen bonded chains (supramolecular 1D motifs). According to the DFT/M06-2X/TZV calculations, the interaction energy of hydrogen bonded molecular pairs increases in this series, which can be explained by additional C=O....pi, O....pi, and C-F.....pi interactions.

Cite: Rybalova T.V. , Gatilov Y.V. , Zonov Y.V. , Karpov V.M.
SUPRAMOLECULAR ARCHITECTURE OF CRYSTALS OF PERFLUORINATED 3-ALKYLPHTHALIDES
Journal of Structural Chemistry. 2016. V.57. N4. P.777-783. DOI: 10.1134/S0022476616040223 WOS Scopus РИНЦ

ArticleLinkType.TRANSLATED_TO_ORIGINAL: Рыбалова Т.В. , Гатилов Ю.В. , Зонов Я.В. , Карпов В.М.
Супрамолекулярная архитектура кристаллов перфторированных 3-алкилфталидов
Журнал структурной химии (J STRUCT CHEM+). 2016. Т.57. №4. С.815-821. DOI: 10.15372/JSC20160422 РИНЦ

Dates:

Published print:	Jul 1, 2016
Published online:	Sep 29, 2016

Identifiers:

Web of science	WOS:000389715200022
Scopus	2-s2.0-84989266647
Elibrary	27570288
OpenAlex	W2527632340

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