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Two furan‐2,5‐dicarboxylic acid solvates crystallized from dimethylformamide and dimethyl sulfoxide
Author(s) -
Mao Yimin,
Zavalij Peter Y.
Publication year - 2018
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229618010471
Subject(s) - triclinic crystal system , chemistry , molecule , dimethyl sulfoxide , orthorhombic crystal system , hydrogen bond , sulfoxide , medicinal chemistry , dicarboxylic acid , dimethylformamide , furan , crystal structure , stereochemistry , crystallography , polymer chemistry , organic chemistry , solvent
Furan‐2,5‐dicarboxylic acid (FDCA) has been ranked among the top 12 bio‐based building‐block chemicals by the Department of Energy in the US. The molecule was first synthesized in 1876, but large‐scale production has only become possible since the development of modern bio‐ and chemical catalysis techniques. The structures of two FDCA solvates, namely, FDCA dimethylformamide (DMF) disolvate, C 6 H 4 O 5 ·2C 3 H 7 NO, (I), and FDCA dimethyl sulfoxide (DMSO) monosolvate, C 6 H 4 O 5 ·C 2 H 6 OS, (II), are reported. Solvate (I) crystallizes in the orthorhombic Pbcn space group and solvate (II) crystallizes in the monoclinic P space group. In (I), hydrogen bonds form between the carbonyl O atom in DMF and a hydroxy H atom in FDCA. Whilst in (II), the O atom in one DMSO molecule hydrogen bonds with hydroxy H atoms in two FDCA molecules. Combined with intermolecular S…O interactions, FDCA molecules form a two‐dimensional network coordinated by DMSO.