The crystal structure of the title compound, C(18)H(13)NO(4), the oxidized form of the drug aminaftone used in venous disease therapy, is characterized by the presence of ribbons of hydrogen-bonded mol-ecules parallel to the [111] crystallographic direction and by stacking inter-actions between rings [centroid-centroid distance between quinone rings = 3.684 (3) Å and between amino-benzoate rings = 4.157 (3) Å] along the ribbons.
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http://dx.doi.org/10.1107/S1600536808005308 | DOI Listing |
Acta Crystallogr E Crystallogr Commun
February 2023
Department of Chemistry, University of Kentucky, Lexington, KY, 40506-0055, USA.
The syntheses and crystal structures are presented for four organic salts of the 4-(4-nitro-phen-yl)piperazinium cation, namely, 4-(4-nitro-phen-yl)piperazinium hydrogen succinate, CHNO ·CHO (), 4-(4-nitro-phen-yl)piperazinium 4-amino-benzoate monohydrate, CHNO ·CHNO ·HO (), 4-(4-nitro-phen-yl)piperazinium 2-(4-chloro-phen-yl)acetate, CHNO ·CHClO () and 4-(4-nitro-phen-yl)piperazinium 2,3,4,5,6-penta-fluoro-benzoate, CHNO ·CFO (). The salts form from mixtures of -(4-nitro-phen-yl)piperazine and the corresponding acid [succinic acid (), 4-amino-benzoic acid (), 2-(4-chloro-phen-yl)acetic acid () and 2,3,4,5,6-penta-fluoro-benzoic acid ()] in mixed solvents of methanol and ethyl acetate. Salts , , and are anhydrous, whereas is a monohydrate.
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September 2022
Department of Chemistry, Howard University, 525 College Street NW, Washington DC 20059, USA.
The title compound, CHNO, crystallizes with two mol-ecules ( and ) in the asymmetric unit. For , the dihedral angle between the plane of the phenyl ring and the -propyl substituent is 65.4 (3)° while for this angle is 67.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
February 2022
Department of Chemistry, University of Sargodha, Sargodha, Pakistan.
The asymmetric unit of the title compound, [Tm(CHNO)(HO)]·2HO, contains three 4-amino-benzoate () ligands, two coordinated water mol-ecules, a thulium metal ion, and a water mol-ecule of crystallization. The overall structure of the complex () is in the form of a dimer. In the dinuclear thulium complex, symmetry-relevant TmO coordination polyhedra are formed by the O atoms of two chelating 4-amino-benzoate ligands, the O atoms of two non-chelating 4-amino-benzoate ligands, and two water mol-ecules.
View Article and Find Full Text PDFActa Crystallogr E Crystallogr Commun
December 2020
S. Yunusov Institute of the Chemistry of Plant Substances, Academy of Sciences of Uzbekistan 100170, Mirzo Ulugbek Str., 77, Tashkent, Uzbekistan.
The title mol-ecules were synthesized by the reaction of 4-substituted sodium benzoates with chloro-acetic acid amide in the presence of di-methyl-formamide. The yields of 2-amino-2-oxoethyl 4-bromo-benzoate, CHBrNO, , 2-amino-2-oxoethyl 4-nitro-benzoate, CHNO, , and 2-amino-2-oxoethyl 4-amino-benzoate monohydrate, CHNO·HO, , are 86, 78 and 88%, respectively. The low yield of is explained by the reduced reactivity of the mol-ecule in a nucleophilic exchange reaction because of the negative induction and negative mesomeric effects of the nitro group on the benzene ring.
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November 2020
School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, UK.
Fifteen 4-(2-meth-oxy-phen-yl)piperazin-1-ium salts containing organic anions have been prepared and structurally characterized. In the isostructural 4-chloro-benzoate and 4-bromo-benzoate salts, CHNO·CHClO (I) and CHNO·CHBrO (II), and the 4-iodo-benzoate salt CHNO·CHIO (III), the ions are linked by N-H⋯O hydrogen bonds, forming centrosymmetric (12) four-ion aggregates; a similar aggregate is formed in the 2-chloro-benzoate salt (V), isomeric with (I). In the 2-fluoro-benzoate salt CHNO·CHFO (IV), and the isomorphous pair of salts, the 2-bromo-benzoate (VI), isomeric with (II) and 2-iodo-benzoate (VII), isomeric with (III), N-H⋯O and C-H⋯π(arene) interactions link the components into three-dimensional arrays.
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