1-(1-Hydroxyethyl)-7,8-dihydroindolo[2,3- a ]pyridine[3,4- g ]quinolizin-5(13 H )-one (angustoline) monohydrate from Nauclea subdita (Rubiaceae)

The title compound (trivial name: angustoline monohydrate), C20H17N3O2·H2O, features a fused-ring system formed by one five- and four six-membered rings. The nearly planar benzimidazole portion (r.m.s. deviation = 0.008 Å) and the nearly planar 2,7-naphthyridin-1-one port...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Structure reports online Structure reports online, 2011-07, Vol.67 (7), p.o1727-o1728
Main Authors: Liew, Sook Yee, Mukhtar, Mat Ropi, Awang, Khalijah, Mustafa, Mohd Rais, Ng, Seik Weng
Format: Article
Language:English
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Summary:The title compound (trivial name: angustoline monohydrate), C20H17N3O2·H2O, features a fused-ring system formed by one five- and four six-membered rings. The nearly planar benzimidazole portion (r.m.s. deviation = 0.008 Å) and the nearly planar 2,7-naphthyridin-1-one portion (r.m.s. deviation = 0.022 Å) of the fused-ring system are slightly twisted, with a dihedral angle of 9.47 (8)°, owing to the tetrahedral nature of the two methylene linkages in the central six-membered ring. The secondary N atom acts as a hydrogen-bond donor to the water molecule of crystallization. In the crystal, the amino and hydroxy groups, and the water molecule are engaged in hydrogen bonding, generating a three-dimensional network.
ISSN:1600-5368
1600-5368
DOI:10.1107/S1600536811022768