Synthesis, Hirshfeld atom refinement of crystal structure, and Hirshfeld surface analysis of 5-ethoxycarbonyl-6-methyl-4-(2-(trifluoromethyl) phenyl)-3,4-dihydropyrimidin-2-(1H)-one formic acid monosolvate


Por: Rios-Guerra, Hulme, Calvo-Montufar, Raul, Moncol, Jan, Luna-Mora, Ricardo Alfredo

Publicada: 5 nov 2023 Ahead of Print: 1 jun 2023
Resumen:
We report the cyanamide-based multicomponent synthesis and crystal structure of the title compound, 5ethoxycarbonyl-6-methyl-4-(2-(trifluoromethyl)phenyl)-3,4-dihydropyrimi din-2-(1H)-one which crystallized as a binary cocrystal with formic acid, C15H15F3N2O3 center dot HCO2H (DHPM center dot center dot center dot FA). The molecular structure of the DHPM center dot center dot center dot FA heterosynthon was unequivocally confirmed using X-ray single crystal diffraction techniques and spectroscopic methods. X-ray diffraction analysis shows that this cocrystalline material crystallizes in the monoclinic space group P2(1)/n, Z - 4 with the 3,4-dihydropyrimidin-2-(1H)-one ring in a twist-boat form attached to the ester and phenyl group in an s cis/s cis and sp conformation, respectively. The molecular structure and crystalline packing are stabilized by intermolecular N2-H2 circle circle circle O1, N1-H1 circle circle circle O5, O4-H4A circle circle circle O1, C4-H4 circle circle circle O5, C6-H6 circle circle circle O3 and C16-H16 circle circle circle O3 hydrogen bonds into a 3D supramolecular network R22 (8). Furthermore, the Hirshfeld surface analysis confirms that the most important contributions for the crystal packing are the H circle circle circle O/O circle circle circle H (58.7%), C-H center dot center dot center dot C (17.8%), H circle circle circle H (30.4%) and H circle circle circle F/F circle circle circle H (18.3%) surface contacts.

Filiaciones:
Rios-Guerra, Hulme:
 UNAM, Fac Higher Studies Cuautitlan, Dept Chem Sci, Sect Organ Chem, Cuautitlan 54740, EdoMex, Mexico

Calvo-Montufar, Raul:
 UNAM, Fac Higher Studies Cuautitlan, Dept Chem Sci, Sect Organ Chem, Cuautitlan 54740, EdoMex, Mexico

Moncol, Jan:
 Slovak Univ Technol Bratislava, Inst Inorgan Chem Technol & Mat, Dept Inorgan Chem, Radlinskeho 9, SK-81237 Bratislava, Slovakia

Luna-Mora, Ricardo Alfredo:
 UNAM, Fac Higher Studies Cuautitlan, Dept Chem Sci, Sect Organ Chem, Cuautitlan 54740, EdoMex, Mexico
ISSN: 00222860





JOURNAL OF MOLECULAR STRUCTURE
Editorial
ELSEVIER SCIENCE BV, PO BOX 211, 1000 AE AMSTERDAM, NETHERLANDS, Países Bajos
Tipo de documento: Article
Volumen: 1291 Número:
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WOS Id: 001030643500001