N′-[(1E)-1-(5-Chloro-2-hydroxy­phen­yl)propyl­idene]-4-methoxy­benzohydrazide

Zhao, R.-G.; Lu, J.; Chang, J.-G.

doi:10.1107/S1600536809052878

organic compounds

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ISSN: 2056-9890

Volume 66| Part 1| January 2010| Page o140

doi:10.1107/S1600536809052878

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N′-[(1E)-1-(5-Chloro-2-hydroxyphenyl)propylidene]-4-methoxybenzohydrazide

Ren-Gao Zhao,^a Jie Lu ^b and Jian-Guo Chang ^a ^*

^aDepartment of Material Science and Chemical Engineering, Taishan University, 271021 Taian, Shandong, People's Republic of China, and ^bDepartment of Architecture and Mechanical Engineering, Taishan University, 271021 Taian, Shandong, People's Republic of China
^*Correspondence e-mail: tsucjg@163.com

(Received 29 November 2009; accepted 9 December 2009; online 16 December 2009)

The title compound, C₁₇H₁₇ClN₂O₃, has a trans conformation about the C=N double bond and an intramolecular O—H⋯N occurs. The crystal structure is stabilized by intermolecular N—H⋯O hydrogen bonds.

Related literature

For further details of the chemistry of the title compound, see Carcelli et al. (1995 ); Salem (1998 ).

Experimental

Crystal data

C₁₇H₁₇ClN₂O₃
M_r = 332.78
Monoclinic, P 2₁
a = 8.6313 (13) Å
b = 4.9373 (8) Å
c = 19.610 (3) Å
β = 102.359 (3)°
V = 816.3 (2) Å³
Z = 2
Mo Kα radiation
μ = 0.25 mm⁻¹
T = 295 K
0.25 × 0.17 × 0.12 mm

Data collection

Bruker APEXII CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 2003 ) T_min = 0.940, T_max = 0.971
4350 measured reflections
2837 independent reflections
2047 reflections with I > 2σ(I)
R_int = 0.024

Refinement

R[F² > 2σ(F²)] = 0.043
wR(F²) = 0.098
S = 1.05
2837 reflections
209 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.13 e Å⁻³
Δρ_min = −0.19 e Å⁻³
Absolute structure: Flack (1983 ), 1207 Friedel pairs
Flack parameter: 0.13 (9)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N2	0.82	1.81	2.526 (3)	145
N1—H1A⋯O2ⁱ	0.86	2.23	2.934 (3)	140
Symmetry code: (i) x, y+1, z.

Data collection: APEX2 (Bruker, 2005 ); cell refinement: SAINT (Bruker, 2005); 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/S1600536809052878/pk2217sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809052878/pk2217Isup2.hkl

checkCIF report

Comment top

The chemistry of aroylhydrazones continues to attract attention due to their coordination ability to metal ions (Salem, 1998) and their biological activity (Carcelli et al., 1995). As an extension of work on the structural characterization of aroylhydrazone derivatives, the title compound was synthesized and its crystal structure is reported here.

The title molecule displays a trans conformation with respect to the C7=N2 double bond (Fig. 1). The dihedral angle between the two benzene rings is 3.0 (2)°. The crystal structure is stabilized by intramolecular O—H···N and intermolecular N—H···O hydrogen bonds. (Table 1. and Fig. 2).

Related literature top

For further details of the chemistry of the title compound, see Carcelli et al. (1995); Salem (1998).

Experimental top

4-methoxybenzohydrazide (0.01 mol,1.66 g) was dissolved in anhydrous ethanol (50 ml), and 1-(5-chloro-2-hydroxyphenyl)propan-1-one (0.01 mol, 1.84 g) was added. The reaction mixture was refluxed for 4 h with stirring, then the resulting precipitate was collected by filtration, washed several times with ethanol and dried in vacuo (yield 87%). The compound (1.0 mmol, 0.33 g) was dissolved in dimethylformamide (15 ml) and kept at room temperature for 30 d to obtain colourless single crystals suitable for X-ray diffraction.

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); 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 showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.
	Fig. 2. Packing diagram showing intramolecular O—H···N and intermolecular N—H···O hydrogen bonds (dashed lines).

N'-[(1E)-1-(5-Chloro-2-hydroxyphenyl)propylidene]- 4-methoxybenzohydrazide top

Crystal data top

C₁₇H₁₇ClN₂O₃	F(000) = 348
M_r = 332.78	D_x = 1.354 Mg m⁻³
Monoclinic, P2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 982 reflections
a = 8.6313 (13) Å	θ = 2.8–21.4°
b = 4.9373 (8) Å	µ = 0.25 mm⁻¹
c = 19.610 (3) Å	T = 295 K
β = 102.359 (3)°	Block, colourless
V = 816.3 (2) Å³	0.25 × 0.17 × 0.12 mm
Z = 2

Data collection top

Bruker APEXII CCD area-detector diffractometer	2837 independent reflections
Radiation source: fine-focus sealed tube	2047 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.024
ϕ and ω scans	θ_max = 25.0°, θ_min = 1.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	h = −10→7
T_min = 0.940, T_max = 0.971	k = −5→5
4350 measured reflections	l = −15→23

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.043	H-atom parameters constrained
wR(F²) = 0.098	w = 1/[σ²(F_o²) + (0.0334P)² + 0.0867P] where P = (F_o² + 2F_c²)/3
S = 1.05	(Δ/σ)_max < 0.001
2837 reflections	Δρ_max = 0.13 e Å⁻³
209 parameters	Δρ_min = −0.19 e Å⁻³
1 restraint	Absolute structure: Flack (1983), 1207 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.13 (9)

Crystal data top

C₁₇H₁₇ClN₂O₃	V = 816.3 (2) Å³
M_r = 332.78	Z = 2
Monoclinic, P2₁	Mo Kα radiation
a = 8.6313 (13) Å	µ = 0.25 mm⁻¹
b = 4.9373 (8) Å	T = 295 K
c = 19.610 (3) Å	0.25 × 0.17 × 0.12 mm
β = 102.359 (3)°

Data collection top

Bruker APEXII CCD area-detector diffractometer	2837 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2003)	2047 reflections with I > 2σ(I)
T_min = 0.940, T_max = 0.971	R_int = 0.024
4350 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.043	H-atom parameters constrained
wR(F²) = 0.098	Δρ_max = 0.13 e Å⁻³
S = 1.05	Δρ_min = −0.19 e Å⁻³
2837 reflections	Absolute structure: Flack (1983), 1207 Friedel pairs
209 parameters	Absolute structure parameter: 0.13 (9)
1 restraint

Special details top

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

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

	x	y	z	U_iso*/U_eq
Cl1	0.70397 (10)	0.5956 (2)	0.50973 (4)	0.0773 (3)
O1	0.5785 (2)	0.0599 (5)	0.75880 (12)	0.0668 (6)
H1	0.5050	0.1302	0.7727	0.100*
O2	0.2166 (3)	0.0098 (4)	0.82097 (12)	0.0690 (7)
O3	−0.3408 (3)	0.4662 (5)	0.95022 (12)	0.0740 (7)
N1	0.2158 (3)	0.4370 (5)	0.78114 (13)	0.0541 (7)
H1A	0.1733	0.5953	0.7763	0.065*
N2	0.3433 (3)	0.3712 (5)	0.75179 (13)	0.0528 (7)
C1	0.6042 (4)	0.1967 (6)	0.70286 (16)	0.0529 (8)
C2	0.5080 (3)	0.4145 (6)	0.67236 (15)	0.0451 (7)
C3	0.5434 (3)	0.5345 (7)	0.61244 (14)	0.0494 (8)
H3	0.4814	0.6771	0.5909	0.059*
C4	0.6678 (4)	0.4446 (7)	0.58540 (16)	0.0552 (9)
C5	0.7620 (4)	0.2322 (8)	0.61561 (19)	0.0635 (9)
H5	0.8454	0.1714	0.5965	0.076*
C6	0.7307 (3)	0.1117 (8)	0.67442 (18)	0.0639 (9)
H6	0.7951	−0.0289	0.6956	0.077*
C7	0.3708 (3)	0.5104 (6)	0.69966 (15)	0.0452 (7)
C8	0.1611 (4)	0.2390 (7)	0.81801 (16)	0.0520 (8)
C9	0.0293 (3)	0.3162 (6)	0.85165 (14)	0.0445 (7)
C10	−0.0777 (4)	0.5202 (7)	0.82750 (16)	0.0574 (9)
H10	−0.0642	0.6230	0.7895	0.069*
C11	−0.2041 (3)	0.5764 (7)	0.85793 (15)	0.0587 (8)
H11	−0.2762	0.7119	0.8401	0.070*
C12	−0.2215 (4)	0.4274 (7)	0.91544 (15)	0.0525 (8)
C13	−0.1146 (4)	0.2243 (7)	0.94116 (16)	0.0577 (9)
H13	−0.1264	0.1251	0.9800	0.069*
C14	0.0089 (4)	0.1689 (6)	0.90945 (15)	0.0544 (8)
H14	0.0799	0.0310	0.9268	0.065*
C15	0.2677 (3)	0.7379 (7)	0.66588 (15)	0.0536 (8)
H15A	0.3300	0.8609	0.6440	0.064*
H15B	0.2283	0.8380	0.7012	0.064*
C16	0.1279 (4)	0.6325 (11)	0.61111 (19)	0.0939 (13)
H16A	0.1665	0.5444	0.5744	0.141*
H16B	0.0608	0.7813	0.5921	0.141*
H16C	0.0684	0.5056	0.6323	0.141*
C17	−0.4560 (4)	0.6733 (9)	0.9258 (2)	0.0895 (13)
H17A	−0.4043	0.8464	0.9289	0.134*
H17B	−0.5342	0.6742	0.9540	0.134*
H17C	−0.5065	0.6377	0.8780	0.134*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cl1	0.0774 (6)	0.0948 (7)	0.0677 (5)	−0.0054 (6)	0.0335 (4)	−0.0015 (6)
O1	0.0718 (15)	0.0543 (16)	0.0764 (14)	0.0118 (13)	0.0205 (12)	0.0138 (14)
O2	0.1008 (18)	0.0361 (15)	0.0827 (16)	0.0085 (12)	0.0477 (15)	0.0034 (12)
O3	0.0694 (15)	0.085 (2)	0.0769 (16)	0.0074 (14)	0.0363 (13)	0.0030 (14)
N1	0.0677 (17)	0.0358 (15)	0.0667 (16)	0.0042 (13)	0.0319 (14)	0.0035 (13)
N2	0.0639 (17)	0.0403 (16)	0.0606 (16)	0.0001 (13)	0.0278 (14)	0.0000 (14)
C1	0.0542 (19)	0.041 (2)	0.062 (2)	−0.0043 (16)	0.0091 (17)	−0.0025 (17)
C2	0.0453 (17)	0.0380 (17)	0.0522 (18)	−0.0049 (14)	0.0108 (14)	−0.0051 (16)
C3	0.0473 (17)	0.050 (2)	0.0519 (17)	−0.0014 (16)	0.0116 (14)	−0.0026 (16)
C4	0.0522 (18)	0.059 (2)	0.0562 (19)	−0.0078 (18)	0.0162 (16)	−0.0090 (18)
C5	0.0491 (19)	0.056 (2)	0.089 (3)	0.0005 (19)	0.0211 (19)	−0.013 (2)
C6	0.0515 (18)	0.052 (2)	0.087 (2)	0.0091 (18)	0.0129 (17)	−0.004 (2)
C7	0.0491 (17)	0.0347 (17)	0.0529 (18)	−0.0037 (14)	0.0134 (15)	−0.0061 (15)
C8	0.069 (2)	0.0380 (19)	0.053 (2)	−0.0046 (18)	0.0224 (17)	−0.0020 (16)
C9	0.0575 (19)	0.0341 (17)	0.0447 (18)	−0.0021 (15)	0.0169 (15)	−0.0039 (14)
C10	0.069 (2)	0.053 (2)	0.0545 (18)	0.0021 (18)	0.0208 (16)	0.0090 (17)
C11	0.0565 (18)	0.057 (2)	0.0637 (19)	0.007 (2)	0.0151 (16)	0.001 (2)
C12	0.0558 (19)	0.055 (2)	0.0492 (18)	−0.0047 (18)	0.0173 (16)	−0.0069 (18)
C13	0.072 (2)	0.053 (2)	0.0514 (19)	0.0018 (19)	0.0227 (17)	0.0089 (17)
C14	0.069 (2)	0.046 (2)	0.0505 (18)	0.0060 (16)	0.0188 (16)	0.0054 (16)
C15	0.057 (2)	0.0478 (19)	0.062 (2)	0.0037 (17)	0.0244 (17)	0.0041 (17)
C16	0.056 (2)	0.113 (4)	0.106 (3)	−0.006 (2)	0.004 (2)	0.010 (3)
C17	0.074 (3)	0.099 (4)	0.104 (3)	0.013 (3)	0.039 (2)	−0.002 (3)

Geometric parameters (Å, º) top

Cl1—C4	1.747 (3)	C8—C9	1.481 (4)
O1—C1	1.346 (3)	C9—C10	1.380 (4)
O1—H1	0.8200	C9—C14	1.389 (4)
O2—C8	1.225 (4)	C10—C11	1.379 (4)
O3—C12	1.364 (3)	C10—H10	0.9300
O3—C17	1.435 (4)	C11—C12	1.381 (4)
N1—C8	1.359 (4)	C11—H11	0.9300
N1—N2	1.385 (3)	C12—C13	1.383 (4)
N1—H1A	0.8600	C13—C14	1.372 (4)
N2—C7	1.295 (3)	C13—H13	0.9300
C1—C6	1.393 (4)	C14—H14	0.9300
C1—C2	1.411 (4)	C15—C16	1.525 (4)
C2—C3	1.407 (4)	C15—H15A	0.9700
C2—C7	1.478 (4)	C15—H15B	0.9700
C3—C4	1.369 (4)	C16—H16A	0.9600
C3—H3	0.9300	C16—H16B	0.9600
C4—C5	1.381 (5)	C16—H16C	0.9600
C5—C6	1.375 (5)	C17—H17A	0.9600
C5—H5	0.9300	C17—H17B	0.9600
C6—H6	0.9300	C17—H17C	0.9600
C7—C15	1.497 (4)

C1—O1—H1	109.5	C11—C10—C9	122.1 (3)
C12—O3—C17	118.4 (3)	C11—C10—H10	118.9
C8—N1—N2	116.7 (2)	C9—C10—H10	118.9
C8—N1—H1A	121.6	C10—C11—C12	118.7 (3)
N2—N1—H1A	121.6	C10—C11—H11	120.6
C7—N2—N1	120.0 (3)	C12—C11—H11	120.6
O1—C1—C6	117.1 (3)	O3—C12—C11	124.0 (3)
O1—C1—C2	122.9 (3)	O3—C12—C13	115.8 (3)
C6—C1—C2	120.0 (3)	C11—C12—C13	120.2 (3)
C3—C2—C1	117.5 (3)	C14—C13—C12	120.1 (3)
C3—C2—C7	120.2 (3)	C14—C13—H13	119.9
C1—C2—C7	122.3 (3)	C12—C13—H13	119.9
C4—C3—C2	121.1 (3)	C13—C14—C9	120.8 (3)
C4—C3—H3	119.5	C13—C14—H14	119.6
C2—C3—H3	119.5	C9—C14—H14	119.6
C3—C4—C5	121.2 (3)	C7—C15—C16	111.2 (3)
C3—C4—Cl1	119.2 (3)	C7—C15—H15A	109.4
C5—C4—Cl1	119.5 (3)	C16—C15—H15A	109.4
C6—C5—C4	119.0 (3)	C7—C15—H15B	109.4
C6—C5—H5	120.5	C16—C15—H15B	109.4
C4—C5—H5	120.5	H15A—C15—H15B	108.0
C5—C6—C1	121.2 (3)	C15—C16—H16A	109.5
C5—C6—H6	119.4	C15—C16—H16B	109.5
C1—C6—H6	119.4	H16A—C16—H16B	109.5
N2—C7—C2	114.3 (3)	C15—C16—H16C	109.5
N2—C7—C15	123.8 (3)	H16A—C16—H16C	109.5
C2—C7—C15	121.8 (3)	H16B—C16—H16C	109.5
O2—C8—N1	120.8 (3)	O3—C17—H17A	109.5
O2—C8—C9	123.1 (3)	O3—C17—H17B	109.5
N1—C8—C9	116.0 (3)	H17A—C17—H17B	109.5
C10—C9—C14	118.0 (3)	O3—C17—H17C	109.5
C10—C9—C8	123.8 (3)	H17A—C17—H17C	109.5
C14—C9—C8	118.1 (3)	H17B—C17—H17C	109.5

C8—N1—N2—C7	158.5 (3)	N2—N1—C8—O2	−4.4 (5)
O1—C1—C2—C3	−177.6 (3)	N2—N1—C8—C9	177.4 (3)
C6—C1—C2—C3	1.3 (4)	O2—C8—C9—C10	−151.6 (3)
O1—C1—C2—C7	0.1 (4)	N1—C8—C9—C10	26.5 (4)
C6—C1—C2—C7	179.0 (3)	O2—C8—C9—C14	26.0 (5)
C1—C2—C3—C4	−0.7 (4)	N1—C8—C9—C14	−155.8 (3)
C7—C2—C3—C4	−178.5 (3)	C14—C9—C10—C11	−1.4 (4)
C2—C3—C4—C5	0.5 (5)	C8—C9—C10—C11	176.3 (3)
C2—C3—C4—Cl1	178.6 (2)	C9—C10—C11—C12	1.6 (5)
C3—C4—C5—C6	−0.8 (5)	C17—O3—C12—C11	0.3 (5)
Cl1—C4—C5—C6	−178.8 (3)	C17—O3—C12—C13	−179.7 (3)
C4—C5—C6—C1	1.3 (5)	C10—C11—C12—O3	179.4 (3)
O1—C1—C6—C5	177.4 (3)	C10—C11—C12—C13	−0.7 (5)
C2—C1—C6—C5	−1.6 (5)	O3—C12—C13—C14	179.6 (3)
N1—N2—C7—C2	−178.6 (2)	C11—C12—C13—C14	−0.3 (5)
N1—N2—C7—C15	−2.6 (4)	C12—C13—C14—C9	0.5 (5)
C3—C2—C7—N2	175.1 (3)	C10—C9—C14—C13	0.3 (4)
C1—C2—C7—N2	−2.6 (4)	C8—C9—C14—C13	−177.5 (3)
C3—C2—C7—C15	−1.0 (4)	N2—C7—C15—C16	−84.3 (4)
C1—C2—C7—C15	−178.7 (3)	C2—C7—C15—C16	91.4 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N2	0.82	1.81	2.526 (3)	145
N1—H1A···O2ⁱ	0.86	2.23	2.934 (3)	140

Symmetry code: (i) x, y+1, z.

Experimental details

Crystal data
Chemical formula	C₁₇H₁₇ClN₂O₃
M_r	332.78
Crystal system, space group	Monoclinic, P2₁
Temperature (K)	295
a, b, c (Å)	8.6313 (13), 4.9373 (8), 19.610 (3)
β (°)	102.359 (3)
V (Å³)	816.3 (2)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	0.25
Crystal size (mm)	0.25 × 0.17 × 0.12

Data collection
Diffractometer	Bruker APEXII CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 2003)
T_min, T_max	0.940, 0.971
No. of measured, independent and observed [I > 2σ(I)] reflections	4350, 2837, 2047
R_int	0.024
(sin θ/λ)_max (Å⁻¹)	0.596

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.043, 0.098, 1.05
No. of reflections	2837
No. of parameters	209
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.13, −0.19
Absolute structure	Flack (1983), 1207 Friedel pairs
Absolute structure parameter	0.13 (9)

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), 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···N2	0.82	1.81	2.526 (3)	144.7
N1—H1A···O2ⁱ	0.86	2.23	2.934 (3)	139.5

Symmetry code: (i) x, y+1, z.

Acknowledgements

This project was supported by the Postgraduate Foundation of Taishan University (No. Y05–2–09)

References

Bruker (2005). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Carcelli, M., Mazza, P., Pelizzi, G. & Zani, F. (1995). J. Inorg. Biochem. 57, 43–62. CrossRef CAS PubMed Web of Science Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Salem, A. A. (1998). Microchem. J. 60, 51–66. Web of Science CrossRef CAS Google Scholar
Sheldrick, G. M. (2003). SADABS. Bruker AXS Inc., Madison, WI, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 66| Part 1| January 2010| Page o140

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

N′-[(1E)-1-(5-Chloro-2-hy­droxy­phen­yl)propyl­­idene]-4-meth­oxy­benzohydrazide

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

organic compounds

N′-[(1E)-1-(5-Chloro-2-hydroxyphenyl)propylidene]-4-methoxybenzohydrazide