N′-(3-Eth­oxy-2-hydroxy­benzyl­idene)-4-hydr­oxy-3-methoxy­benzohydrazide monohydrate

Lu, J.-F.; Bai, Y.-F.; Min, S.-T.; Ge, H.-G.; Ji, X.-H.

doi:10.1107/S1600536809033236

organic compounds

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ISSN: 2056-9890

Volume 65| Part 10| October 2009| Page o2316

doi:10.1107/S1600536809033236

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N′-(3-Ethoxy-2-hydroxybenzylidene)-4-hydroxy-3-methoxybenzohydrazide monohydrate

Jiu-Fu Lu,^a ^* Yue-Fei Bai,^b Suo-Tian Min,^a Hong-Guang Ge ^a and Xiao-Hui Ji ^a

^aSchool of Chemistry and Environmental Science, Shaanxi University of Technology, Hanzhong 723000, People's Republic of China, and ^bSchool of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang 110016, People's Republic of China
^*Correspondence e-mail: jiufulu@163.com

(Received 15 August 2009; accepted 20 August 2009; online 5 September 2009)

In the title compound, C₁₇H₁₈N₂O₅·H₂O, the dihedral angle between the two aromatic rings is 7.86 (7)° and an intramolecular O—H⋯N hydrogen bond is observed. In the crystal structure, molecules are linked into a three-dimensional network by intermolecular O—H⋯O and N—H⋯O hydrogen bonds.

Related literature

For related structures, see: Lu et al. (2008a ,b ,c ); Abdul Alhadi et al. (2009 ); Mohd Lair et al. (2009 ); Narayana et al. (2007 ). For bond-length data, see: Allen et al. (1987 ).

Experimental

Crystal data

C₁₇H₁₈N₂O₅·H₂O
M_r = 348.35
Monoclinic, P 2₁ /n
a = 9.4063 (11) Å
b = 10.0598 (12) Å
c = 17.667 (2) Å
β = 93.702 (2)°
V = 1668.3 (3) Å³
Z = 4
Mo Kα radiation
μ = 0.11 mm⁻¹
T = 298 K
0.23 × 0.20 × 0.20 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ) T_min = 0.976, T_max = 0.979
9554 measured reflections
3606 independent reflections
2530 reflections with I > 2σ(I)
R_int = 0.022

Refinement

R[F² > 2σ(F²)] = 0.041
wR(F²) = 0.111
S = 1.05
3606 reflections
239 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.14 e Å⁻³
Δρ_min = −0.18 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N1	0.82	1.94	2.6529 (16)	144
O5—H5⋯O6ⁱ	0.82	1.81	2.6177 (17)	170
O6—H6A⋯O3ⁱⁱ	0.84 (1)	1.96 (1)	2.7908 (17)	176 (2)
O6—H6B⋯O1ⁱⁱⁱ	0.84 (1)	2.08 (1)	2.8714 (18)	157 (2)
N2—H2⋯O4^iv	0.89 (1)	2.54 (2)	3.1181 (17)	123 (2)
N2—H2⋯O5^iv	0.89 (1)	2.19 (1)	3.0496 (18)	163 (2)
Symmetry codes: (i) x-1, y, z; (ii) $[x+{\script{1\over 2}}, -y+{\script{1\over 2}}, z-{\script{1\over 2}}]$ ; (iii) $[-x+{\script{3\over 2}}, y-{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iv) $[-x-{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ .

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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809033236/ci2887sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809033236/ci2887Isup2.hkl

checkCIF report

Comment top

Schiff bases and their metal complexes have received much attention in recent years. As part of our investigation on crystal structures of Schiff bases derived from the condensation of aldehydes with benzohydrazides (Lu et al., 2008a,b,c), we report herein the crystal structure of the title new Schiff base compound.

The asymmetric unit of the title compound (Fig. 1), consists of a Schiff base molecule and a water molecule of crystallization. The bond lengths have normal values (Allen et al., 1987), and are comparable to those observed in similar compounds (Abdul Alhadi et al., 2009; Mohd Lair et al., 2009; Narayana et al., 2007). The dihedral angle between the two aromatic rings is 7.86 (7)°, indicating that they are approximately coplanar. The methoxy and ethoxy groups are coplanar with the attached rings [C17—O4—C11—C10 = 4.6 (2)°, C15—O2—C3—C4 = -2.6 (2)° and C3—O2—C15—C16 = 177.98 (14)]. An intramolecular O—H···N hydrogen bond is observed (Table 1 and Fig. 1).

In the crystal structure, molecules are linked into a three-dimensional network (Fig. 2) by intermolecular O—H···O and N—H···O hydrogen bonds (Table 1).

Related literature top

For related structures, see: Lu et al. (2008a,b,c); Abdul Alhadi et al. (2009); Mohd Lair et al. (2009); Narayana et al. (2007). For bond-length data, see: Allen et al. (1987).

Experimental top

The title compound was prepared by the Schiff base condensation of 2-hydroxy-3-ethoxybenzaldehyde (0.1 mol) and 4-hydroxy-3-methoxybenzohydrazide (0.1 mmol) in 95% ethanol (50 ml). The excess ethanol was removed by distillation. The colourless solid obtained was filtered and washed with ethanol. Single crystals suitable for X-ray diffraction were obtained by slow evaporation of a 95% ethanol solution at room temperature.

Computing details top

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); 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 (Sheldrick, 2008).

Figures top

	Fig. 1. The molecular structure of the title compound, showing 30% probability displacement ellipsoids and the atom-numbering scheme. The dashed line indicates a hydrogen bond.
	Fig. 2. The crystal packing of the title compound, viewed along the a axis. Hydrogen bonds are shown as dashed lines. H atoms not involved in hydrogen bonding have been omitted for clarity.

N'-(3-Ethoxy-2-hydroxybenzylidene)-4-hydroxy-3-methoxybenzohydrazide monohydrate top

Crystal data top

C₁₇H₁₈N₂O₅·H₂O	F(000) = 736
M_r = 348.35	D_x = 1.387 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 2358 reflections
a = 9.4063 (11) Å	θ = 2.3–24.5°
b = 10.0598 (12) Å	µ = 0.11 mm⁻¹
c = 17.667 (2) Å	T = 298 K
β = 93.702 (2)°	Block, colourless
V = 1668.3 (3) Å³	0.23 × 0.20 × 0.20 mm
Z = 4

Data collection top

Bruker APEXII CCD area-detector diffractometer	3606 independent reflections
Radiation source: fine-focus sealed tube	2530 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.022
ω scans	θ_max = 27.0°, θ_min = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −12→6
T_min = 0.976, T_max = 0.979	k = −12→12
9554 measured reflections	l = −19→22

Refinement top

Refinement on F²	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F² > 2σ(F²)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.111	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ²(F_o²) + (0.0506P)² + 0.153P] where P = (F_o² + 2F_c²)/3
3606 reflections	(Δ/σ)_max = 0.001
239 parameters	Δρ_max = 0.14 e Å⁻³
4 restraints	Δρ_min = −0.18 e Å⁻³

Crystal data top

C₁₇H₁₈N₂O₅·H₂O	V = 1668.3 (3) Å³
M_r = 348.35	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 9.4063 (11) Å	µ = 0.11 mm⁻¹
b = 10.0598 (12) Å	T = 298 K
c = 17.667 (2) Å	0.23 × 0.20 × 0.20 mm
β = 93.702 (2)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	3606 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	2530 reflections with I > 2σ(I)
T_min = 0.976, T_max = 0.979	R_int = 0.022
9554 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.041	4 restraints
wR(F²) = 0.111	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	Δρ_max = 0.14 e Å⁻³
3606 reflections	Δρ_min = −0.18 e Å⁻³
239 parameters

Special details top

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
N1	0.10205 (14)	0.58113 (13)	0.92228 (7)	0.0430 (3)
N2	0.02746 (14)	0.49793 (13)	0.87165 (7)	0.0439 (3)
O1	0.33352 (11)	0.69470 (12)	0.98717 (7)	0.0540 (3)
H1	0.2897	0.6377	0.9621	0.081*
O2	0.44363 (11)	0.88030 (11)	1.07376 (6)	0.0500 (3)
O3	0.22665 (12)	0.38467 (12)	0.84788 (6)	0.0540 (3)
O4	−0.35636 (11)	0.22118 (12)	0.71623 (6)	0.0519 (3)
O5	−0.21352 (12)	0.07248 (12)	0.62606 (6)	0.0495 (3)
H5	−0.1832	0.0803	0.5838	0.074*
O6	0.87031 (16)	0.12628 (18)	0.49098 (7)	0.0831 (5)
C1	0.09270 (16)	0.76123 (14)	1.00984 (8)	0.0386 (4)
C2	0.23985 (16)	0.77422 (14)	1.02122 (8)	0.0381 (3)
C3	0.29798 (17)	0.87517 (15)	1.06851 (8)	0.0401 (4)
C4	0.20833 (19)	0.95870 (16)	1.10488 (9)	0.0461 (4)
H4	0.2463	1.0260	1.1361	0.055*
C5	0.06202 (19)	0.94300 (17)	1.09513 (9)	0.0491 (4)
H5A	0.0024	0.9986	1.1207	0.059*
C6	0.00461 (18)	0.84627 (16)	1.04808 (9)	0.0455 (4)
H6	−0.0938	0.8371	1.0415	0.055*
C7	0.02778 (17)	0.66469 (15)	0.95732 (8)	0.0432 (4)
H7	−0.0708	0.6636	0.9489	0.052*
C8	0.09772 (16)	0.40175 (15)	0.83586 (8)	0.0384 (4)
C9	0.01099 (15)	0.31662 (14)	0.78123 (8)	0.0351 (3)
C10	−0.13784 (16)	0.31459 (14)	0.77666 (8)	0.0365 (3)
H10	−0.1878	0.3686	0.8084	0.044*
C11	−0.21102 (15)	0.23219 (15)	0.72488 (8)	0.0366 (3)
C12	−0.13654 (17)	0.15245 (14)	0.67632 (8)	0.0377 (3)
C13	0.01011 (17)	0.15321 (15)	0.68193 (8)	0.0420 (4)
H13	0.0602	0.0985	0.6506	0.050*
C14	0.08347 (16)	0.23511 (15)	0.73412 (8)	0.0397 (4)
H14	0.1825	0.2351	0.7374	0.048*
C15	0.50926 (19)	0.98456 (17)	1.11853 (11)	0.0572 (5)
H15A	0.4796	0.9801	1.1701	0.069*
H15B	0.4817	1.0705	1.0974	0.069*
C16	0.66733 (19)	0.9667 (2)	1.11801 (12)	0.0642 (5)
H16A	0.6931	0.8805	1.1379	0.096*
H16B	0.7144	1.0340	1.1489	0.096*
H16C	0.6958	0.9740	1.0670	0.096*
C17	−0.44022 (17)	0.30663 (19)	0.75946 (10)	0.0555 (5)
H17A	−0.4195	0.2898	0.8125	0.083*
H17B	−0.5394	0.2902	0.7466	0.083*
H17C	−0.4184	0.3975	0.7484	0.083*
H2	−0.0640 (12)	0.519 (2)	0.8616 (11)	0.080*
H6A	0.8271 (18)	0.119 (2)	0.4483 (7)	0.080*
H6B	0.9512 (13)	0.161 (2)	0.4869 (11)	0.080*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
N1	0.0430 (8)	0.0417 (7)	0.0424 (7)	−0.0028 (6)	−0.0102 (6)	−0.0046 (6)
N2	0.0378 (7)	0.0425 (7)	0.0495 (7)	−0.0006 (6)	−0.0130 (6)	−0.0076 (6)
O1	0.0423 (7)	0.0555 (7)	0.0638 (8)	0.0032 (6)	−0.0008 (6)	−0.0259 (6)
O2	0.0426 (7)	0.0509 (7)	0.0560 (7)	−0.0028 (5)	−0.0007 (5)	−0.0188 (5)
O3	0.0348 (6)	0.0661 (8)	0.0591 (7)	0.0020 (6)	−0.0115 (5)	−0.0130 (6)
O4	0.0321 (6)	0.0615 (7)	0.0616 (7)	−0.0057 (5)	−0.0012 (5)	−0.0146 (6)
O5	0.0477 (7)	0.0577 (7)	0.0426 (6)	−0.0144 (6)	0.0003 (5)	−0.0110 (5)
O6	0.0632 (9)	0.1350 (14)	0.0491 (7)	−0.0436 (9)	−0.0107 (7)	0.0188 (8)
C1	0.0404 (9)	0.0381 (8)	0.0367 (8)	0.0013 (7)	−0.0030 (7)	0.0019 (6)
C2	0.0421 (9)	0.0359 (8)	0.0360 (7)	0.0038 (7)	0.0012 (7)	−0.0027 (6)
C3	0.0393 (9)	0.0415 (8)	0.0391 (8)	0.0004 (7)	−0.0014 (7)	−0.0028 (7)
C4	0.0549 (11)	0.0411 (9)	0.0420 (8)	0.0016 (8)	−0.0001 (8)	−0.0104 (7)
C5	0.0500 (10)	0.0490 (10)	0.0488 (9)	0.0113 (8)	0.0060 (8)	−0.0058 (7)
C6	0.0416 (9)	0.0481 (9)	0.0465 (9)	0.0043 (8)	0.0008 (7)	0.0004 (7)
C7	0.0396 (9)	0.0448 (9)	0.0442 (9)	0.0001 (7)	−0.0061 (7)	0.0000 (7)
C8	0.0367 (9)	0.0412 (9)	0.0362 (8)	−0.0015 (7)	−0.0055 (7)	0.0024 (6)
C9	0.0349 (8)	0.0366 (8)	0.0328 (7)	−0.0019 (7)	−0.0047 (6)	0.0039 (6)
C10	0.0364 (8)	0.0378 (8)	0.0350 (7)	0.0002 (7)	−0.0006 (6)	−0.0010 (6)
C11	0.0302 (8)	0.0400 (8)	0.0391 (8)	−0.0041 (7)	−0.0017 (6)	0.0048 (6)
C12	0.0408 (8)	0.0382 (8)	0.0334 (7)	−0.0085 (7)	−0.0024 (6)	0.0001 (6)
C13	0.0399 (9)	0.0457 (9)	0.0407 (8)	−0.0014 (7)	0.0057 (7)	−0.0030 (7)
C14	0.0314 (8)	0.0449 (9)	0.0422 (8)	−0.0019 (7)	−0.0009 (7)	0.0017 (7)
C15	0.0513 (11)	0.0513 (10)	0.0682 (11)	−0.0078 (9)	−0.0016 (9)	−0.0219 (9)
C16	0.0497 (11)	0.0614 (12)	0.0804 (13)	−0.0063 (9)	−0.0032 (10)	−0.0139 (10)
C17	0.0362 (9)	0.0684 (12)	0.0622 (11)	0.0030 (9)	0.0043 (8)	−0.0016 (9)

Geometric parameters (Å, º) top

N1—C7	1.278 (2)	C5—H5A	0.93
N1—N2	1.3827 (17)	C6—H6	0.93
N2—C8	1.352 (2)	C7—H7	0.93
N2—H2	0.891 (9)	C8—C9	1.493 (2)
O1—C2	1.3589 (18)	C9—C14	1.380 (2)
O1—H1	0.82	C9—C10	1.397 (2)
O2—C3	1.3681 (19)	C10—C11	1.384 (2)
O2—C15	1.4296 (18)	C10—H10	0.93
O3—C8	1.2297 (18)	C11—C12	1.396 (2)
O4—C11	1.3703 (17)	C12—C13	1.377 (2)
O4—C17	1.422 (2)	C13—C14	1.387 (2)
O5—C12	1.3700 (17)	C13—H13	0.93
O5—H5	0.82	C14—H14	0.93
O6—H6A	0.836 (9)	C15—C16	1.498 (2)
O6—H6B	0.844 (9)	C15—H15A	0.97
C1—C2	1.392 (2)	C15—H15B	0.97
C1—C6	1.395 (2)	C16—H16A	0.96
C1—C7	1.450 (2)	C16—H16B	0.96
C2—C3	1.403 (2)	C16—H16C	0.96
C3—C4	1.378 (2)	C17—H17A	0.96
C4—C5	1.385 (2)	C17—H17B	0.96
C4—H4	0.93	C17—H17C	0.96
C5—C6	1.368 (2)

C7—N1—N2	116.17 (13)	C10—C9—C8	123.32 (13)
C8—N2—N1	119.54 (13)	C11—C10—C9	120.03 (14)
C8—N2—H2	124.6 (13)	C11—C10—H10	120.0
N1—N2—H2	115.6 (13)	C9—C10—H10	120.0
C2—O1—H1	109.5	O4—C11—C10	124.89 (14)
C3—O2—C15	117.38 (12)	O4—C11—C12	114.95 (12)
C11—O4—C17	118.38 (12)	C10—C11—C12	120.16 (13)
C12—O5—H5	109.5	O5—C12—C13	122.36 (14)
H6A—O6—H6B	110.4 (17)	O5—C12—C11	118.08 (13)
C2—C1—C6	119.25 (14)	C13—C12—C11	119.53 (13)
C2—C1—C7	121.93 (14)	C12—C13—C14	120.30 (14)
C6—C1—C7	118.79 (14)	C12—C13—H13	119.8
O1—C2—C1	123.22 (13)	C14—C13—H13	119.8
O1—C2—C3	116.79 (14)	C9—C14—C13	120.67 (14)
C1—C2—C3	119.97 (14)	C9—C14—H14	119.7
O2—C3—C4	125.84 (14)	C13—C14—H14	119.7
O2—C3—C2	114.69 (13)	O2—C15—C16	107.56 (14)
C4—C3—C2	119.48 (15)	O2—C15—H15A	110.2
C3—C4—C5	120.36 (15)	C16—C15—H15A	110.2
C3—C4—H4	119.8	O2—C15—H15B	110.2
C5—C4—H4	119.8	C16—C15—H15B	110.2
C6—C5—C4	120.45 (15)	H15A—C15—H15B	108.5
C6—C5—H5A	119.8	C15—C16—H16A	109.5
C4—C5—H5A	119.8	C15—C16—H16B	109.5
C5—C6—C1	120.45 (16)	H16A—C16—H16B	109.5
C5—C6—H6	119.8	C15—C16—H16C	109.5
C1—C6—H6	119.8	H16A—C16—H16C	109.5
N1—C7—C1	121.97 (14)	H16B—C16—H16C	109.5
N1—C7—H7	119.0	O4—C17—H17A	109.5
C1—C7—H7	119.0	O4—C17—H17B	109.5
O3—C8—N2	121.72 (14)	H17A—C17—H17B	109.5
O3—C8—C9	121.55 (14)	O4—C17—H17C	109.5
N2—C8—C9	116.73 (13)	H17A—C17—H17C	109.5
C14—C9—C10	119.27 (13)	H17B—C17—H17C	109.5
C14—C9—C8	117.40 (13)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1	0.82	1.94	2.6529 (16)	144
O5—H5···O6ⁱ	0.82	1.81	2.6177 (17)	170
O6—H6A···O3ⁱⁱ	0.84 (1)	1.96 (1)	2.7908 (17)	176 (2)
O6—H6B···O1ⁱⁱⁱ	0.84 (1)	2.08 (1)	2.8714 (18)	157 (2)
N2—H2···O4^iv	0.89 (1)	2.54 (2)	3.1181 (17)	123 (2)
N2—H2···O5^iv	0.89 (1)	2.19 (1)	3.0496 (18)	163 (2)

Symmetry codes: (i) x−1, y, z; (ii) x+1/2, −y+1/2, z−1/2; (iii) −x+3/2, y−1/2, −z+3/2; (iv) −x−1/2, y+1/2, −z+3/2.

Experimental details

Crystal data
Chemical formula	C₁₇H₁₈N₂O₅·H₂O
M_r	348.35
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	298
a, b, c (Å)	9.4063 (11), 10.0598 (12), 17.667 (2)
β (°)	93.702 (2)
V (Å³)	1668.3 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.11
Crystal size (mm)	0.23 × 0.20 × 0.20

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.976, 0.979
No. of measured, independent and observed [I > 2σ(I)] reflections	9554, 3606, 2530
R_int	0.022
(sin θ/λ)_max (Å⁻¹)	0.639

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.041, 0.111, 1.05
No. of reflections	3606
No. of parameters	239
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.14, −0.18

Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N1	0.82	1.94	2.6529 (16)	144
O5—H5···O6ⁱ	0.82	1.81	2.6177 (17)	170
O6—H6A···O3ⁱⁱ	0.84 (1)	1.96 (1)	2.7908 (17)	176 (2)
O6—H6B···O1ⁱⁱⁱ	0.84 (1)	2.08 (1)	2.8714 (18)	157 (2)
N2—H2···O4^iv	0.89 (1)	2.54 (2)	3.1181 (17)	123 (2)
N2—H2···O5^iv	0.89 (1)	2.19 (1)	3.0496 (18)	163 (2)

Symmetry codes: (i) x−1, y, z; (ii) x+1/2, −y+1/2, z−1/2; (iii) −x+3/2, y−1/2, −z+3/2; (iv) −x−1/2, y+1/2, −z+3/2.

Acknowledgements

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

References

Abdul Alhadi, A. A., Ali, H. M. & Ng, S. W. (2009). Acta Cryst. E65, o908. Web of Science CSD CrossRef IUCr Journals Google Scholar
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Bruker (2004). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Lu, J.-F., Min, S.-T., Ji, X.-H. & Dang, Z.-H. (2008a). Acta Cryst. E64, o1693. Web of Science CSD CrossRef IUCr Journals Google Scholar
Lu, J.-F., Min, S.-T., Ji, X.-H. & Dang, Z.-H. (2008b). Acta Cryst. E64, o1694. Web of Science CSD CrossRef IUCr Journals Google Scholar
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Volume 65| Part 10| October 2009| Page o2316

doi:10.1107/S1600536809033236

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organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

N′-(3-Eth­­oxy-2-hy­droxy­benzyl­­idene)-4-hydr­­oxy-3-meth­oxy­benzohydrazide monohydrate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

N′-(3-Ethoxy-2-hydroxybenzylidene)-4-hydroxy-3-methoxybenzohydrazide monohydrate