Crystal structures of two 2,3-di­ethyl­naphtho­2,3-gquinoxaline-6,11-dione derivatives

Forsyth C.M.; Francis C.L.

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Crystal structures of two 2,3-diethylnaphtho2,3-gquinoxaline-6,11-dione derivatives

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Two new 5,12-disubstituted 2,3-diethylnaphtho2,3-gquinoxaline-6,11-dione compounds were readily synthesized from the commercial dye quinizarin. For 2,3-diethyl-5,12-dihydroxynaphtho2,3-gquinoxaline-6,11-dione, (II), C20H16N2O4, the molecule displays a near planar conformation and both hydroxy groups participate in intramolecular O—H⋯O(carbonyl) hydrogen bonds. In the crystal, π–π ring interactions minimum ring centroid separation = 3.5493 (9) Å form stacks of co-planar molecules down the c axis, while only minor intermolecular C—H⋯O interactions are present. In contrast, in 2,3-diethyl-5,12-bis(piperidin-1-yl)naphtho2,3-gquinoxaline-6,11-dione, (IV), C30H34N4O2, which contains two independent, but similar, molecules in the asymmetric unit, the polycyclic cores have a significant twist, with dihedral angles of 29.79 (6) and 29.31 (7)° between the terminal rings and only minor intermolecular C—H⋯O hydrogen-bonding interactions are present. Electron density associated with additional solvent molecules disordered about a fourfold axis was accounted for using the SQUEEZE procedure in PLATON Spek (2015). Acta Cryst. C71, 9–18.

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《Acta Crystallographica Section E: Crystallographic Communications》 |2017年第8期|1125-1129|共5页
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Forsyth C.M.; Francis C.L.;
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机译：Oxidation of aldose oximes. Formation and structure of hydroxydiazene oxide acetals and preparation of hydroximolactones.X-Ray crystal structure of 2,3:5,6-di-O-isopropylidene-alpha;-D-mannofuranosyl-ONN-azoxy 2,3:5,6-di-O-isopropylidene-alpha;-D-mannofuranoside

Crystal structures of two 2,3-di­ethyl­naphtho­2,3-gquinoxaline-6,11-dione derivatives

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Crystal structures of two 2,3-diethylnaphtho2,3-gquinoxaline-6,11-dione derivatives