1,3-Bis(2-nitro­phen­oxy)propan-2-ol

Xiao, Z.-Y.; Tang, W.-H.; Wang, S.-Y.

doi:10.1107/S1600536811000250

Volume 67
Part 2
Page o357
February 2011

Received 8 December 2010
Accepted 4 January 2011
Online 12 January 2011

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.005 Å
R = 0.039
wR = 0.103
Data-to-parameter ratio = 7.2
Details

1,3-Bis(2-nitrophenoxy)propan-2-ol

Zhi-You Xiao,^a ^* Wen-Hua Tang ^a and Shao-Yun Wang ^a

^aSchool of Environment and Life Sciences, Kaili University, Kaili, Guizhou 556000, People's Republic of China
Correspondence e-mail: gzzhiyoux@126.com

In the title compound, C₁₅H₁₄N₂O₇, the planes of the two benzene rings form a dihedral angle of 33.16 (17)°. In the crystal, intermolecular hydrogen bonds involveing the OH group and nitro O atoms link the molecules into chains propagating along the a axis.

Related literature

For a related structure, see: Elizondo et al. (2009). For general background to the use of amines as intermediates in the preparation of dyes, herbicides, pesticides, and pharmaceuticals, see: Downing et al. (1997); Tafesh et al. (1996).

Experimental

Crystal data

C₁₅H₁₄N₂O₇
M_r = 334.28
Tetragonal, P 2₁ 2₁ 2₁
a = 7.287 (4) Å
c = 28.158 (17) Å
V = 1495.2 (13) Å³
Z = 4
Mo K radiation
= 0.12 mm^-1
T = 293 K
0.22 × 0.19 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005) T_min = 0.974, T_max = 0.979
10200 measured reflections
1570 independent reflections
1022 reflections with I > 2(I)
R_int = 0.062

Refinement

R[F² > 2(F²)] = 0.039
wR(F²) = 0.103
S = 0.96
1570 reflections
218 parameters
H-atom parameters constrained
_max = 0.15 e Å^-3
_min = -0.15 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4AO6ⁱ	0.82	2.43	3.079 (4)	137
Symmetry code: (i) $[-x, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2262 ).

Acknowledgements

We acknowledge the support of the Natural Science Foundation of Kaili University (Z0914).

References

Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Downing, R. S., Kunkeler, P. J. & Bekkum, H. V. (1997). Catal. Today, 37, 121-136.
Elizondo, P., Rodríguez de Barbarín, C., Nájera, B. & Pérez, N. (2009). Acta Cryst. E65, o3217.
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Tafesh, A. M. (1996). Chem. Rev. 96, 2035-2052.

organic compounds