4-Hydr­oxy-N′-(2-hydr­oxy-3-methoxy­benzyl­idene)benzohydrazide mono­hydrate

Lu, J.-F.

doi:10.1107/S1600536808030894

Volume 64
Part 10
Page o2032
October 2008

Received 19 September 2008
Accepted 25 September 2008
Online 27 September 2008

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.008 Å
R = 0.051
wR = 0.119
Data-to-parameter ratio = 7.5
Details

4-Hydroxy-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide monohydrate

Jiu-Fu Lu ^a ^*

^aSchool of Chemistry and Environmental Science, Shaanxi University of Technology, Hanzhong 723000, People's Republic of China
Correspondence e-mail: jiufulu@163.com

In the title compound, C₁₅H₁₄N₂O₄·H₂O, the dihedral angle between the two aromatic rings is 33.3 (5)°. The methoxy group is twisted slightly away from the attached benzene ring [C-O-C-C = 13.8 (9)°]. An intramolecular O-HN hydrogen bond is observed. In the crystal structure, the molecules are linked into a two-dimensional network parallel to the (010) plane by intermolecular N-HO, O-HO and C-HO hydrogen bonds

Related literature

For related structures, see: Lu et al. (2008a,b,c); Nie (2008); He (2008); Shi et al. (2007). For bond-length data, see: Allen et al. (1987).

Experimental

Crystal data

C₁₅H₁₄N₂O₄·H₂O
M_r = 304.30
Monoclinic, P n
a = 4.891 (2) Å
b = 12.171 (5) Å
c = 12.371 (5) Å
= 95.724 (7)°
V = 732.8 (5) Å³
Z = 2
Mo K radiation
= 0.10 mm^-1
T = 298 (2) K
0.08 × 0.07 × 0.07 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) T_min = 0.992, T_max = 0.993
5972 measured reflections
1582 independent reflections
791 reflections with I > 2(I)
R_int = 0.086

Refinement

R[F² > 2(F²)] = 0.051
wR(F²) = 0.119
S = 0.92
1582 reflections
211 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.14 e Å^-3
_min = -0.15 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N1	0.82	1.99	2.687 (5)	142
N2-H2O5ⁱ	0.90 (3)	1.99 (3)	2.820 (5)	154 (5)
O4-H4O2ⁱⁱ	0.82	2.15	2.872 (7)	147
O5-H5AO3ⁱⁱⁱ	0.86 (3)	1.97 (3)	2.769 (6)	156 (6)
O5-H5BO3^iv	0.84 (4)	2.01 (3)	2.769 (6)	148 (5)
C7-H7O5ⁱ	0.93	2.48	3.229 (7)	138
C14-H14O5ⁱ	0.93	2.34	3.218 (7)	158
Symmetry codes: (i) $[x-{\script{1\over 2}}, -y+2, z+{\script{1\over 2}}]$ ; (ii) $[x-{\script{3\over 2}}, -y+2, z-{\script{1\over 2}}]$ ; (iii) x, y, z-1; (iv) x+1, y, z-1.

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2678 ).

Acknowledgements

The author thanks the Scientific Research Foundation of Shaanxi University of Technology for financial support (project No. SLGQD0708).

References

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-S19.
Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
He, L. (2008). Acta Cryst. E64, o82.
Lu, J.-F., Min, S.-T., Ji, X.-H. & Dang, Z.-H. (2008a). Acta Cryst. E64, o1693.
Lu, J.-F., Min, S.-T., Ji, X.-H. & Dang, Z.-H. (2008b). Acta Cryst. E64, o1694.
Lu, J.-F., Min, S.-T., Ji, X.-H. & Dang, Z.-H. (2008c). Acta Cryst. E64, o1695.
Nie, Y. (2008). Acta Cryst. E64, o471.
Sheldrick, G. M. (2004). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Shi, X.-F., Liu, C.-Y., Liu, B. & Yuan, C.-C. (2007). Acta Cryst. E63, o1295-o1296.

organic compounds