The structure of 8-hydroxyquinoline-N-oxide was determined from diffractometer data by a direct method. The compound crystallizes in the monoclinic system with space group P21/c. The cell data are: a= 12.1364 (4), b=4.9211 (2), c= 13"1384 (4) /~, fl= I09"26 (1) °, Dealt= 1-449 g.cm -a, De,,p= 1.46 g.cm -3, Z= 4. The structure was solved by a direct method. A total of 1528 reflections were used in a full-matrix least-squares refinement. R was reduced to a final value of 0.053. Bond lengths between non-hydrogen atoms have e.s.d.'s between 0.002 and 0.003 A. The e.s.d.'s of the various bond angles (non-hydrogen atoms) range from 0"01 to 0"02 °. Distances and angles involving the hydrogen atoms have e.s.d.'s of 0.02/~ and 1 °, respectively. The two C-N distances of the quinoline ring are unusually long and the quinoline moiety is surprisingly similar to naphthalene in terms of bond distances and angles. It is believed that the inductive effect of the N-O group may in part be responsible for the C-N lengthenings. The hydroxyl hydrogen atom is bonded to the dative oxygen atom via a short intramolecular hydrogen bond. The direct relationship between the N-O dative bond distance and the strength of a hydrogen bond to the dative oxygen atom appears to be substantiated in this study.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
customersupport@researchsolutions.com
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.