Methyl 2-(3,5-dinitro­benzamido)-3-methyl­butano­ate

Li, X.; Zhao, Y.

doi:10.1107/S1600536812040895

Volume 68
Part 11
Page o3098
November 2012

Received 12 July 2012
Accepted 28 September 2012
Online 10 October 2012

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.003 Å
R = 0.045
wR = 0.131
Data-to-parameter ratio = 17.2
Details

Methyl 2-(3,5-dinitrobenzamido)-3-methylbutanoate

Xiaokun Li ^a ^* and Yuqing Zhao ^b

^aCollege of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou, 450008, People's Republic of China, and ^bSchool of Civil Engineering and Communication, North China University of Water Source and Electric Power, Zhengzhou 450011, People's Republic of China
Correspondence e-mail: li96052122@126.com

In the title compound, C₁₃H₁₅N₃O₇, the dihedral angle between the amide plane (r.m.s. deviation = 0.008 Å) and the benzene ring is 33.2 (2)°. In the crystal, molecules are connected by N-HO=C hydrogen bonds, forming a chain along the b-axis direction.

Related literature

For the biological activity of related compounds, see: Sykes et al. (1999).

Experimental

Crystal data

C₁₃H₁₅N₃O₇
M_r = 325.28
Orthorhombic, P 2₁ 2₁ 2₁
a = 7.060 (2) Å
b = 9.412 (3) Å
c = 23.321 (6) Å
V = 1549.8 (7) Å³
Z = 4
Mo K radiation
= 0.12 mm^-1
T = 296 K
0.43 × 0.32 × 0.30 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.660, T_max = 0.746
9197 measured reflections
3580 independent reflections
3003 reflections with I > 2(I)
R_int = 0.023

Refinement

R[F² > 2(F²)] = 0.045
wR(F²) = 0.131
S = 1.03
3580 reflections
208 parameters
H-atom parameters constrained
_max = 0.20 e Å^-3
_min = -0.18 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N5-H5AO5ⁱ	0.86	2.12	2.949 (2)	161
Symmetry code: (i) $[-x+2, y+{\script{1\over 2}}, -z+{\script{1\over 2}}]$ .

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: KP2434 ).

Acknowledgements

The author thanks North China University of Water Source and Electric Power for supporting this study.

References

Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sykes, B. M., Atwell, G. J., Hogg, A., Wilson, W. R., O'Connor, C. J. & Denny, W. A. (1999). J. Med. Chem. 42, 346-355.
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.

organic compounds