organic compounds
2-Hydroxy-N′-(2-hydroxy-4-methoxybenzylidene)-3-methylbenzohydrazide monohydrate
aDepartment of Chemistry and Life Science, Chuzhou University, Chuzhou, Anhui 239000, People's Republic of China
*Correspondence e-mail: hanyouyue@126.com
In the title compound, C16H16N2O4·H2O, the dihedral angle between the two benzene rings is 12.4 (2)° and the molecule adopts an E configuration with respect to the C=N bond. There are intramolecular O—H⋯N and O—H⋯O hydrogen bonds in the hydrazone molecule, which both generate S(6) rings. In the molecules are linked by N—H⋯O and O—H⋯O hydrogen bonds, forming layers parallel to the ab plane. The crystal studied was a non-merohedral twin with a domain ratio of 0.887 (3):0.113 (3).
Related literature
For our previous studies on a,b). For reference bond-length data, see: Allen et al. (1987).
and for background information, see: Han & Zhao (2010Experimental
Crystal data
|
Refinement
|
Data collection: SMART (Bruker, 2007); cell 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.
Supporting information
https://doi.org/10.1107/S1600536810016855/hb5423sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810016855/hb5423Isup2.hkl
A mixture of 4-methoxysalicylaldehyde (0.152 g, 1 mmol) and 2-hydroxy-3-methylbenzohydrazide (0.166 g, 1 mmol) in 50 ml me thanol was stirred at room temperature for 1 h. The mixture was filtered to remove impurities, and then left at room temperature. After a few days, colourless blocks of (I) were formed.
The crystal turned out to be a non-merohedral twin (twin law: -1 0 0/0 -1 0/ 0.331 0 1) with a fractional contribution of the minor component of 0.113 (3). Amino H and water H atoms were located from a difference Fourier map and refined isotropically, with N–H, O–H, and H···H distances restrained to 0.90 (1), 0.85 (1), and 1.37 (2) Å, respectively. Other H atoms were positioned geometrically and refined using the riding-model approximation, with C–H = 0.93 or 0.96 Å, O–H = 0.82 Å, and Uiso(H) = 1.2Ueq(C) or Uiso(H) = 1.5Ueq(methyl C and O).
As a continuation of our work on the structural characterization of ═N bond. There are intramolecular O–H···N and O–H···O hydrogen bonds in the hydrazone molecule (Table 1). All the bond lengths are within normal ranges (Allen et al., 1987).
(Han & Zhao, 2010a,b), we repoprt here the of the title compound. The title compound, Fig. 1, consists of a hydrazone molecule and a water molecule of crystallization. The dihedral angle between the two benzene rings is 12.4 (2)°. The molecule adopts an E configuration with respect to the CIn the
molecules are linked through intermolecular N–H···O and O–H···O hydrogen bonds (Table 1) to form layers parallel to the ab plane (Fig. 2).For our previous studies on
and for background information, see: Han & Zhao (2010a,b). For reference bond-length data, see: Allen et al. (1987).Data collection: SMART (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).C16H16N2O4·H2O | F(000) = 672 |
Mr = 318.32 | Dx = 1.339 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 1505 reflections |
a = 4.488 (1) Å | θ = 2.7–24.3° |
b = 13.494 (2) Å | µ = 0.10 mm−1 |
c = 26.089 (3) Å | T = 298 K |
β = 91.630 (2)° | Block, colorless |
V = 1579.3 (5) Å3 | 0.20 × 0.20 × 0.18 mm |
Z = 4 |
Bruker SMART CCD diffractometer | 3429 independent reflections |
Radiation source: fine-focus sealed tube | 1584 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.000 |
ω scans | θmax = 27.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2007) | h = −5→5 |
Tmin = 0.980, Tmax = 0.982 | k = −17→17 |
3429 measured reflections | l = 0→33 |
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)] = 0.057 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.136 | H-atom parameters constrained |
S = 0.82 | w = 1/[σ2(Fo2) + (0.0467P)2] where P = (Fo2 + 2Fc2)/3 |
3429 reflections | (Δ/σ)max < 0.001 |
211 parameters | Δρmax = 0.17 e Å−3 |
0 restraints | Δρmin = −0.19 e Å−3 |
C16H16N2O4·H2O | V = 1579.3 (5) Å3 |
Mr = 318.32 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 4.488 (1) Å | µ = 0.10 mm−1 |
b = 13.494 (2) Å | T = 298 K |
c = 26.089 (3) Å | 0.20 × 0.20 × 0.18 mm |
β = 91.630 (2)° |
Bruker SMART CCD diffractometer | 3429 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2007) | 1584 reflections with I > 2σ(I) |
Tmin = 0.980, Tmax = 0.982 | Rint = 0.000 |
3429 measured reflections |
R[F2 > 2σ(F2)] = 0.057 | 0 restraints |
wR(F2) = 0.136 | H-atom parameters constrained |
S = 0.82 | Δρmax = 0.17 e Å−3 |
3429 reflections | Δρmin = −0.19 e Å−3 |
211 parameters |
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 > σ(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. |
x | y | z | Uiso*/Ueq | ||
O1 | −0.0603 (4) | 0.34424 (11) | 0.17742 (7) | 0.0707 (5) | |
H1 | 0.0416 | 0.3619 | 0.2024 | 0.106* | |
O2 | −0.7266 (4) | 0.47988 (12) | 0.05036 (6) | 0.0682 (5) | |
O3 | 0.4757 (4) | 0.34626 (11) | 0.30448 (6) | 0.0750 (6) | |
O4 | 0.8037 (4) | 0.30326 (11) | 0.38168 (7) | 0.0774 (6) | |
H4 | 0.6857 | 0.2940 | 0.3575 | 0.116* | |
N1 | 0.2277 (4) | 0.47228 (14) | 0.23782 (7) | 0.0548 (5) | |
N2 | 0.4287 (4) | 0.50268 (14) | 0.27598 (7) | 0.0529 (5) | |
H2 | 0.4617 | 0.5681 | 0.2779 | 0.063* | |
C1 | −0.1155 (5) | 0.52186 (16) | 0.17115 (8) | 0.0501 (6) | |
C2 | −0.1891 (5) | 0.42542 (16) | 0.15477 (8) | 0.0507 (6) | |
C3 | −0.3910 (5) | 0.40878 (16) | 0.11519 (8) | 0.0528 (6) | |
H3 | −0.4381 | 0.3443 | 0.1053 | 0.063* | |
C4 | −0.5233 (5) | 0.48799 (16) | 0.09027 (8) | 0.0516 (6) | |
C5 | −0.4595 (6) | 0.58423 (17) | 0.10571 (9) | 0.0579 (6) | |
H5 | −0.5539 | 0.6375 | 0.0895 | 0.069* | |
C6 | −0.2570 (5) | 0.60000 (17) | 0.14486 (9) | 0.0571 (7) | |
H6 | −0.2116 | 0.6648 | 0.1544 | 0.069* | |
C7 | −0.7804 (7) | 0.38437 (19) | 0.02939 (10) | 0.0779 (9) | |
H7A | −0.5970 | 0.3571 | 0.0177 | 0.117* | |
H7B | −0.9211 | 0.3894 | 0.0011 | 0.117* | |
H7C | −0.8597 | 0.3420 | 0.0552 | 0.117* | |
C8 | 0.0983 (5) | 0.54235 (18) | 0.21216 (9) | 0.0533 (6) | |
H8 | 0.1437 | 0.6078 | 0.2203 | 0.064* | |
C9 | 0.5468 (6) | 0.43567 (17) | 0.30853 (9) | 0.0527 (6) | |
C10 | 0.7606 (5) | 0.46971 (15) | 0.34903 (8) | 0.0482 (6) | |
C11 | 0.8747 (6) | 0.40063 (16) | 0.38452 (9) | 0.0560 (6) | |
C12 | 1.0734 (6) | 0.42876 (19) | 0.42418 (9) | 0.0626 (7) | |
C13 | 1.1545 (6) | 0.52613 (19) | 0.42727 (10) | 0.0713 (8) | |
H13 | 1.2865 | 0.5462 | 0.4534 | 0.086* | |
C14 | 1.0462 (6) | 0.59542 (18) | 0.39284 (10) | 0.0693 (8) | |
H14 | 1.1057 | 0.6612 | 0.3959 | 0.083* | |
C15 | 0.8526 (6) | 0.56823 (17) | 0.35429 (9) | 0.0586 (7) | |
H15 | 0.7808 | 0.6157 | 0.3312 | 0.070* | |
C16 | 1.1935 (7) | 0.3513 (2) | 0.46131 (10) | 0.0915 (10) | |
H16A | 1.3286 | 0.3820 | 0.4857 | 0.137* | |
H16B | 1.2969 | 0.3011 | 0.4428 | 0.137* | |
H16C | 1.0313 | 0.3218 | 0.4790 | 0.137* | |
O5 | 0.4807 (5) | 0.71679 (11) | 0.27610 (6) | 0.0787 (6) | |
H5A | 0.3414 | 0.7383 | 0.2940 | 0.118* | |
H5B | 0.5224 | 0.7569 | 0.2528 | 0.118* |
U11 | U22 | U33 | U12 | U13 | U23 | |
O1 | 0.0818 (13) | 0.0494 (10) | 0.0792 (12) | −0.0028 (9) | −0.0243 (10) | 0.0088 (8) |
O2 | 0.0772 (13) | 0.0656 (11) | 0.0607 (10) | 0.0033 (10) | −0.0179 (10) | −0.0049 (8) |
O3 | 0.1079 (16) | 0.0447 (10) | 0.0717 (12) | −0.0132 (10) | −0.0130 (10) | −0.0080 (8) |
O4 | 0.1079 (16) | 0.0432 (10) | 0.0804 (13) | 0.0016 (10) | −0.0083 (11) | 0.0055 (8) |
N1 | 0.0563 (13) | 0.0572 (12) | 0.0505 (11) | −0.0060 (10) | −0.0044 (10) | −0.0047 (10) |
N2 | 0.0592 (13) | 0.0466 (10) | 0.0524 (12) | −0.0060 (10) | −0.0057 (10) | −0.0047 (9) |
C1 | 0.0540 (15) | 0.0509 (14) | 0.0454 (13) | −0.0051 (12) | 0.0009 (12) | −0.0036 (11) |
C2 | 0.0554 (16) | 0.0456 (13) | 0.0512 (13) | −0.0011 (12) | 0.0017 (12) | 0.0048 (11) |
C3 | 0.0545 (15) | 0.0468 (13) | 0.0568 (15) | −0.0027 (12) | −0.0045 (12) | −0.0056 (11) |
C4 | 0.0558 (15) | 0.0541 (14) | 0.0447 (13) | 0.0000 (12) | −0.0014 (12) | −0.0044 (11) |
C5 | 0.0660 (17) | 0.0483 (13) | 0.0591 (15) | 0.0080 (13) | −0.0030 (13) | 0.0046 (11) |
C6 | 0.0646 (17) | 0.0449 (13) | 0.0616 (16) | −0.0051 (12) | 0.0000 (14) | −0.0026 (11) |
C7 | 0.086 (2) | 0.0762 (19) | 0.0699 (18) | −0.0058 (17) | −0.0192 (15) | −0.0202 (15) |
C8 | 0.0521 (15) | 0.0521 (14) | 0.0556 (14) | −0.0075 (12) | 0.0005 (12) | −0.0052 (12) |
C9 | 0.0694 (17) | 0.0417 (13) | 0.0470 (13) | −0.0014 (12) | 0.0046 (12) | −0.0046 (11) |
C10 | 0.0573 (15) | 0.0429 (12) | 0.0445 (13) | 0.0017 (11) | 0.0012 (11) | −0.0044 (10) |
C11 | 0.0699 (18) | 0.0465 (14) | 0.0518 (14) | 0.0044 (13) | 0.0070 (13) | −0.0021 (11) |
C12 | 0.0727 (19) | 0.0635 (16) | 0.0515 (15) | 0.0114 (15) | −0.0028 (13) | 0.0005 (13) |
C13 | 0.078 (2) | 0.0724 (18) | 0.0620 (17) | 0.0062 (16) | −0.0158 (15) | −0.0129 (14) |
C14 | 0.086 (2) | 0.0499 (14) | 0.0707 (18) | −0.0079 (14) | −0.0158 (16) | −0.0095 (13) |
C15 | 0.0698 (18) | 0.0456 (13) | 0.0601 (15) | 0.0024 (13) | −0.0052 (13) | −0.0020 (11) |
C16 | 0.112 (3) | 0.092 (2) | 0.0700 (19) | 0.034 (2) | −0.0149 (17) | 0.0079 (16) |
O5 | 0.1172 (17) | 0.0435 (9) | 0.0748 (12) | 0.0068 (10) | −0.0079 (11) | 0.0063 (8) |
O1—C2 | 1.365 (3) | C7—H7A | 0.9600 |
O1—H1 | 0.8208 | C7—H7B | 0.9600 |
O2—C4 | 1.369 (3) | C7—H7C | 0.9600 |
O2—C7 | 1.418 (3) | C8—H8 | 0.9300 |
O3—C9 | 1.252 (3) | C9—C10 | 1.480 (3) |
O4—C11 | 1.354 (3) | C10—C15 | 1.398 (3) |
O4—H4 | 0.8210 | C10—C11 | 1.400 (3) |
N1—C8 | 1.287 (3) | C11—C12 | 1.399 (3) |
N1—N2 | 1.387 (2) | C12—C13 | 1.365 (3) |
N2—C9 | 1.339 (3) | C12—C16 | 1.514 (3) |
N2—H2 | 0.8961 | C13—C14 | 1.375 (3) |
C1—C6 | 1.400 (3) | C13—H13 | 0.9300 |
C1—C2 | 1.406 (3) | C14—C15 | 1.361 (3) |
C1—C8 | 1.443 (3) | C14—H14 | 0.9300 |
C2—C3 | 1.373 (3) | C15—H15 | 0.9300 |
C3—C4 | 1.377 (3) | C16—H16A | 0.9600 |
C3—H3 | 0.9300 | C16—H16B | 0.9600 |
C4—C5 | 1.387 (3) | C16—H16C | 0.9600 |
C5—C6 | 1.364 (3) | O5—H5A | 0.8417 |
C5—H5 | 0.9300 | O5—H5B | 0.8395 |
C6—H6 | 0.9300 | ||
C2—O1—H1 | 109.3 | N1—C8—C1 | 121.7 (2) |
C4—O2—C7 | 117.94 (18) | N1—C8—H8 | 119.2 |
C11—O4—H4 | 109.6 | C1—C8—H8 | 119.2 |
C8—N1—N2 | 115.52 (18) | O3—C9—N2 | 120.1 (2) |
C9—N2—N1 | 119.55 (19) | O3—C9—C10 | 121.2 (2) |
C9—N2—H2 | 124.6 | N2—C9—C10 | 118.68 (19) |
N1—N2—H2 | 115.8 | C15—C10—C11 | 117.8 (2) |
C6—C1—C2 | 116.7 (2) | C15—C10—C9 | 123.3 (2) |
C6—C1—C8 | 120.1 (2) | C11—C10—C9 | 118.9 (2) |
C2—C1—C8 | 123.2 (2) | O4—C11—C12 | 116.6 (2) |
O1—C2—C3 | 117.17 (19) | O4—C11—C10 | 121.9 (2) |
O1—C2—C1 | 121.21 (19) | C12—C11—C10 | 121.4 (2) |
C3—C2—C1 | 121.6 (2) | C13—C12—C11 | 117.9 (2) |
C2—C3—C4 | 119.7 (2) | C13—C12—C16 | 122.5 (2) |
C2—C3—H3 | 120.2 | C11—C12—C16 | 119.6 (2) |
C4—C3—H3 | 120.2 | C12—C13—C14 | 121.8 (2) |
O2—C4—C3 | 124.5 (2) | C12—C13—H13 | 119.1 |
O2—C4—C5 | 115.0 (2) | C14—C13—H13 | 119.1 |
C3—C4—C5 | 120.5 (2) | C15—C14—C13 | 120.4 (2) |
C6—C5—C4 | 119.4 (2) | C15—C14—H14 | 119.8 |
C6—C5—H5 | 120.3 | C13—C14—H14 | 119.8 |
C4—C5—H5 | 120.3 | C14—C15—C10 | 120.7 (2) |
C5—C6—C1 | 122.2 (2) | C14—C15—H15 | 119.7 |
C5—C6—H6 | 118.9 | C10—C15—H15 | 119.7 |
C1—C6—H6 | 118.9 | C12—C16—H16A | 109.5 |
O2—C7—H7A | 109.5 | C12—C16—H16B | 109.5 |
O2—C7—H7B | 109.5 | H16A—C16—H16B | 109.5 |
H7A—C7—H7B | 109.5 | C12—C16—H16C | 109.5 |
O2—C7—H7C | 109.5 | H16A—C16—H16C | 109.5 |
H7A—C7—H7C | 109.5 | H16B—C16—H16C | 109.5 |
H7B—C7—H7C | 109.5 | H5A—O5—H5B | 111.4 |
C8—N1—N2—C9 | 172.1 (2) | N1—N2—C9—C10 | −179.92 (19) |
C6—C1—C2—O1 | 179.1 (2) | O3—C9—C10—C15 | 178.3 (2) |
C8—C1—C2—O1 | 0.3 (4) | N2—C9—C10—C15 | −1.8 (4) |
C6—C1—C2—C3 | −0.4 (4) | O3—C9—C10—C11 | −2.6 (4) |
C8—C1—C2—C3 | −179.2 (2) | N2—C9—C10—C11 | 177.2 (2) |
O1—C2—C3—C4 | −178.7 (2) | C15—C10—C11—O4 | −178.4 (2) |
C1—C2—C3—C4 | 0.8 (4) | C9—C10—C11—O4 | 2.5 (4) |
C7—O2—C4—C3 | −7.4 (4) | C15—C10—C11—C12 | 0.3 (4) |
C7—O2—C4—C5 | 174.0 (2) | C9—C10—C11—C12 | −178.9 (2) |
C2—C3—C4—O2 | 179.9 (2) | O4—C11—C12—C13 | 178.5 (3) |
C2—C3—C4—C5 | −1.6 (4) | C10—C11—C12—C13 | −0.2 (4) |
O2—C4—C5—C6 | −179.3 (2) | O4—C11—C12—C16 | −0.6 (4) |
C3—C4—C5—C6 | 2.0 (4) | C10—C11—C12—C16 | −179.3 (3) |
C4—C5—C6—C1 | −1.7 (4) | C11—C12—C13—C14 | 0.1 (4) |
C2—C1—C6—C5 | 0.8 (4) | C16—C12—C13—C14 | 179.2 (3) |
C8—C1—C6—C5 | 179.7 (2) | C12—C13—C14—C15 | 0.0 (5) |
N2—N1—C8—C1 | 179.8 (2) | C13—C14—C15—C10 | 0.0 (4) |
C6—C1—C8—N1 | 178.5 (2) | C11—C10—C15—C14 | −0.2 (4) |
C2—C1—C8—N1 | −2.7 (4) | C9—C10—C15—C14 | 178.9 (2) |
N1—N2—C9—O3 | −0.1 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4···O3 | 0.82 | 1.80 | 2.528 (2) | 148 |
O1—H1···N1 | 0.82 | 1.93 | 2.650 (2) | 146 |
N2—H2···O5 | 0.90 | 2.01 | 2.899 (2) | 172 |
O5—H5B···O3i | 0.84 | 1.92 | 2.745 (2) | 167 |
O5—H5A···O1ii | 0.84 | 2.06 | 2.849 (3) | 156 |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x, y+1/2, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | C16H16N2O4·H2O |
Mr | 318.32 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 298 |
a, b, c (Å) | 4.488 (1), 13.494 (2), 26.089 (3) |
β (°) | 91.630 (2) |
V (Å3) | 1579.3 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.10 |
Crystal size (mm) | 0.20 × 0.20 × 0.18 |
Data collection | |
Diffractometer | Bruker SMART CCD |
Absorption correction | Multi-scan (SADABS; Bruker, 2007) |
Tmin, Tmax | 0.980, 0.982 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 3429, 3429, 1584 |
Rint | 0.000 |
(sin θ/λ)max (Å−1) | 0.639 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.057, 0.136, 0.82 |
No. of reflections | 3429 |
No. of parameters | 211 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.17, −0.19 |
Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O4—H4···O3 | 0.82 | 1.80 | 2.528 (2) | 148 |
O1—H1···N1 | 0.82 | 1.93 | 2.650 (2) | 146 |
N2—H2···O5 | 0.90 | 2.01 | 2.899 (2) | 172 |
O5—H5B···O3i | 0.84 | 1.92 | 2.745 (2) | 167 |
O5—H5A···O1ii | 0.84 | 2.06 | 2.849 (3) | 156 |
Symmetry codes: (i) −x+1, y+1/2, −z+1/2; (ii) −x, y+1/2, −z+1/2. |
Acknowledgements
This work was supported by the Applied Chemistry Key Subject of Anhui Province (No. 200802187 C).
References
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19. CSD CrossRef Web of Science Google Scholar
Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Han, Y.-Y. & Zhao, Q.-R. (2010a). Acta Cryst. E66, o1025. Web of Science CSD CrossRef IUCr Journals Google Scholar
Han, Y.-Y. & Zhao, Q.-R. (2010b). Acta Cryst. E66, o1026. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
As a continuation of our work on the structural characterization of hydrazones (Han & Zhao, 2010a,b), we repoprt here the crystal structure of the title compound. The title compound, Fig. 1, consists of a hydrazone molecule and a water molecule of crystallization. The dihedral angle between the two benzene rings is 12.4 (2)°. The molecule adopts an E configuration with respect to the C═N bond. There are intramolecular O–H···N and O–H···O hydrogen bonds in the hydrazone molecule (Table 1). All the bond lengths are within normal ranges (Allen et al., 1987).
In the crystal structure, molecules are linked through intermolecular N–H···O and O–H···O hydrogen bonds (Table 1) to form layers parallel to the ab plane (Fig. 2).