Abstract
The structure of 3-(p-nitrobenzoyl)-2-oxooxazolo[3,2-a]pyridine is determined by the powder diffraction technique. The crystals are monoclinic, a = 13.642(2) Å, b = 22.278(3) Å, c = 3.917(1) Å, β = 90.63(2)°, Z = 4, and space group P21/n. The structure is solved by a modified Monte Carlo method and refined by the Reitveld method. The six-membered heterocycle is characterized by the alternation of partially single and partially double bonds. The system of two conjugated heterocycles is planar and forms a dihedral angle of 46.1(1)° with the plane of the phenyl ring. The nitro group is virtually coplanar with the phenyl fragment. An extensive system of intramolecular and intermolecular contacts involving hydrogen, oxygen, and nitrogen atoms is observed in the crystal.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
E. V. Babaev, A. V. Efimov, S. G. Zhukov, and V. B. Rybakov, Khim. Geterotsikl. Soedin., No. 7, 983 (1998).
E. V. Babaev, S. V. Bozhenko, D. A. Maiboroda, et al., Bull. Soc. Chim. Belg. 106(11), 631 (1997).
S. G. Zhukov, V. B. Rybakov, E. V. Babaev, et al., Acta Crystallogr., Sect. C: Cryst. Struct. Commun. C53, 1909 (1997).
E. V. Babaev, S. V. Bozhenko, S. G. Zhukov, and V. B. Rybakov, Khim. Geterotsikl. Soedin., No. 8, 1105 (1997).
V. B. Rybakov, S. G. Zhukov, E. V. Babaev, et al., Kristallografiya 44(6), 1067 (1999) [Crystallogr. Rep. 44, 997 (1999)].
V. B. Rybakov, S. G. Zhukov, E. V. Babaev, et al., Kristallografiya 45(1), 108 (2000) [Crystallogr. Rep. 45, 103 (2000)].
V. B. Rybakov, S. G. Zhukov, E. V. Babaev, et al., Kristallografiya 45(2), 292 (2000) [Crystallogr. Rep. 45, 261 (2000)].
S. G. Zhukov, E. V. Babaev, V. V. Chernyshev, et al., Z. Kristallogr. 215, 306 (2000).
F. H. Allen and O. Kennard, Chem. Des. Autom. News 8(1), 31 (1993).
G. V. Boyd and P. H. Wright, J. Chem. Soc. C, No. 10, 1486 (1970).
E. V. Babaev and I. A. Orlova, Khim. Geterotsikl. Soedin., No. 4, 569 (1997).
E. V. Babaev, V. B. Rybakov, S. G. Zhukov, and I. A. Orlova, Khim. Geterotsikl. Soedin., No. 4, 542 (1999).
J. W. Visser, J. Appl. Crystallogr. 2, 89 (1969).
K. D. M. Harris, M. Tremayne, P. Lightfoot, and P. G. Bruce, J. Am. Chem. Soc. 116, 3543 (1994).
Yu. G. Andreev, P. Lightfoot, and P. G. Bruce, J. Appl. Crystallogr. 30, 294 (1997).
V. B. Zlokazov and V. V. Chernyshev, J. Appl. Crystallogr. 25, 447 (1992).
H. Toraya, J. Appl. Crystallogr. 19, 440 (1986).
W. A. Dollase, J. Appl. Crystallogr. 19, 267 (1986).
S. G. Zhukov, V. V. Chernyshev, E. V. Babaev, et al., Z. Kristallogr. 216(1), 5 (2001).
A. L. Spek, PLUTON96: Molecular Graphics Program (Univ. of Utrecht, Netherlands, 1996).
M. Nardelli, J. Appl. Crystallogr. 28, 659 (1995).
Author information
Authors and Affiliations
Additional information
__________
Translated from Kristallografiya, Vol. 46, No. 3, 2001, pp. 435–438.
Original Russian Text Copyright © 2001 by Rybakov, Zhukov, Babaev, Sonneveld.
Rights and permissions
About this article
Cite this article
Rybakov, V.B., Zhukov, S.G., Babaev, E.V. et al. X-ray mapping in heterocyclic design: IV. Crystal structure determination of 3-(p-nitrobenzoyl)-2-oxooxazolo[3,2-a]pyridine from powder diffraction data. Crystallogr. Rep. 46, 385–388 (2001). https://doi.org/10.1134/1.1376465
Received:
Issue Date:
DOI: https://doi.org/10.1134/1.1376465