N′-(2-Chloro-5-nitro­benzyl­idene)-3-hydroxy­benzohydrazide methanol solvate

Zhou, Z.

doi:10.1107/S1600536808019636

Volume 64
Part 8
Page o1383
August 2008

Received 13 June 2008
Accepted 27 June 2008
Online 5 July 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.003 Å
R = 0.045
wR = 0.122
Data-to-parameter ratio = 14.9
Details

N'-(2-Chloro-5-nitrobenzylidene)-3-hydroxybenzohydrazide methanol solvate

Zhi Zhou ^a ^*

^aDepartment of Chemistry, Kaili College, Kaili Guizhou 556000, People's Republic of China
Correspondence e-mail: zhou82zhi@126.com

In the title compound, C₁₄H₁₀ClN₃O₄·CH₃OH, the dihedral angle between the two benzene rings is 33.9 (2)°. In the crystal structure, the methanol solvent molecules are linked to the Schiff base molecules through intermolecular N-HO and O-HO hydrogen bonds. Molecules are further linked through intermolecular O-HO and O-HN hydrogen bonds, forming chains running along the b axis.

Related literature

For related structures, see: Zhou & Tang (2007); Zhou & Xiao (2007). For related literature, see: Ali et al. (2007); Butcher et al. (2007); He (2008); Jing & Yu (2007); Nie (2008).

Experimental

Crystal data

C₁₄H₁₀ClN₃O₄·CH₄O
M_r = 351.74
Monoclinic, P 2₁ /c
a = 7.716 (3) Å
b = 11.945 (2) Å
c = 17.650 (3) Å
= 99.886 (2)°
V = 1602.6 (7) Å³
Z = 4
Mo K radiation
= 0.27 mm^-1
T = 298 (2) K
0.27 × 0.23 × 0.22 mm

Data collection

Bruker SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.931, T_max = 0.943
12656 measured reflections
3316 independent reflections
2396 reflections with I > 2(I)
R_int = 0.034

Refinement

R[F² > 2(F²)] = 0.045
wR(F²) = 0.121
S = 1.01
3316 reflections
223 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.18 e Å^-3
_min = -0.22 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O4-H4O3ⁱ	0.82	1.91	2.7237 (19)	169
O4-H4N2ⁱ	0.82	2.62	3.118 (2)	120
O5-H5O3ⁱ	0.82	2.00	2.817 (2)	175
N3-H3BO5	0.81 (3)	2.05 (3)	2.854 (2)	173 (3)
Symmetry code: (i) $[-x+1, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

Data collection: SMART (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: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2226 ).

Acknowledgements

The author thanks Kaili College for financial support.

References

Ali, H. M., Zuraini, K., Wan Jefrey, B. & Ng, S. W. (2007). Acta Cryst. E63, o1729-o1730.
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Butcher, R. J., Jasinski, J. P., Narayana, B., Sunil, K. & Yathirajan, H. S. (2007). Acta Cryst. E63, o3652.
He, L. (2008). Acta Cryst. E64, o82.
Jing, Z.-L. & Yu, M. (2007). Acta Cryst. E63, o509-o510.
Nie, Y. (2008). Acta Cryst. E64, o471.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhou, Z. & Tang, R.-R. (2007). Acta Cryst. E63, m2960.
Zhou, Z. & Xiao, Z.-H. (2007). Acta Cryst. E63, m2012.

organic compounds