[4-Chloro-N′-(3-meth­oxy-2-oxidobenzyl­idene)benzohydrazidato]dimethyl­tin(IV)

Cui, J.; Qiao, Y.; Yin, H.

doi:10.1107/S1600536808040786

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 1| January 2009| Page m36

doi:10.1107/S1600536808040786

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[4-Chloro-N′-(3-methoxy-2-oxidobenzylidene)benzohydrazidato]dimethyltin(IV)

Jichun Cui,^a Yanling Qiao ^a and Handong Yin ^a ^*

^aCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
^*Correspondence e-mail: handongyin@163.com

(Received 15 November 2008; accepted 3 December 2008; online 10 December 2008)

In the title molecule, [Sn(CH₃)₂(C₁₅H₁₁ClN₂O₃)], the two benzene rings form a dihedral angle of 6.37 (2)°. The Sn atom is coordinated by one N [Sn—N = 2.187 (3) Å], two O [Sn—O = 2.123 (3) and 2.174 (3) Å] and two C [Sn—C = 2.096 (4) and 2.101 (4) Å] atoms in a distorted trigonal-bipyramidal geometry. The crystal packing exhibits weak intermolecular C—H⋯O hydrogen bonds, which link the molecules into centrosymmetric dimers with an Sn⋯Sn separation of 4.330 (6) Å, and π–π interactions [centroid–centroid distance of 3.690 (5) Å between the benzene rings of neighbouring molecules].

Related literature

For a related crystal structure, see Hong et al. (2006 ).

Experimental

Crystal data

[Sn(CH₃)₂(C₁₅H₁₁ClN₂O₃)]
M_r = 451.47
Monoclinic, C 2/c
a = 30.015 (3) Å
b = 9.5039 (10) Å
c = 13.5615 (18) Å
β = 113.189 (2)°
V = 3556.0 (7) Å³
Z = 8
Mo Kα radiation
μ = 1.60 mm⁻¹
T = 298 (2) K
0.50 × 0.20 × 0.08 mm

Data collection

Siemens SMART CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.501, T_max = 0.882
8568 measured reflections
3113 independent reflections
2392 reflections with I > 2σ(I)
R_int = 0.061

Refinement

R[F² > 2σ(F²)] = 0.029
wR(F²) = 0.080
S = 1.00
3113 reflections
220 parameters
H-atom parameters constrained
Δρ_max = 0.66 e Å⁻³
Δρ_min = −0.57 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C15—H15B⋯O1ⁱ	0.96	2.53	3.290 (6)	136
Symmetry code: (i) -x, -y+2, -z.

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); 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 I, global. DOI: 10.1107/S1600536808040786/cv2482sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808040786/cv2482Isup2.hkl

checkCIF report

Comment top

The molecular structure of the title compound, (I), is shown in Fig. 1. The Sn atom has distorted trigonal-bipyramidal coordination geometry, with atoms O1 and O2 in axial positions [O1—Sn1—O2 = 153.92 (11)°] and the atoms C16, C17 and N2 in equatorial positions. The sum of the equatorial angles C16—Sn1—C17, C16—Sn1—N2 and C17—Sn—N2 is 359.4 (1) °, indicating approximate coplanarity for these atoms. The Sn1—N2 bond length is 2.187 (3) Å close to the sum of the non-polar covalent radii 2.15 Å, indicating a strong Sn—N interaction. The Sn-O coordinating bond lengths are close to those in the reported compound [Sn(C₆H₅)₂(C₁₄H₁₀N₂O₃)].C₂H₆O (Hong et al., 2006). The crystal packing exhibits weak intermolecular C—H···O hydrogen bonds (Table 2), which link the molecules into centrosymmetric dimers with Sn···Sn separation of 4.330 (6) Å, and π–π interactions proved by short distance of 3.690 (5) between the centroids of benzene rings from the neighbouring molecules (Table 1).

Related literature top

For a related crystal structure, see Hong et al. (2006).

Experimental top

The reaction was carried out under nitrogen atmosphere. o-vanillin 4-chlorobenzhydrazone(1 mmol) and sodium ethoxide (1.2 mmol) were added to the solution of benzene(30 ml) in a Schlenk flask and stirred for 0.5 h. Dimethyltin dichloride (1 mmol) was then added to the reactor and the reaction mixture was stirred for 4 h at 313 K.The resulting clear solution was evaporated under vacuum. The product was crystallized from a mixture of dichloromethane/methanol (1:1). Analysis calculated (75%) for C₁₇H₁₇ClN₂O₃Sn (Mr = 451.47): C, 45.22; H, 3.80; N, 6.20, found: C, 45.09; H, 3.76; N, 6.35.

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SMART (Siemens, 1996); data reduction: SAINT (Siemens, 1996); 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 (I), showing 30% probability displacement ellipsoids and the atom-numbering scheme. H atoms have been omitted for clarity.

[4-Chloro-N'-(3-methoxy-2- oxidobenzylidene)benzohydrazidato]dimethyltin(IV) top

Crystal data top

[Sn(CH₃)₂(C₁₅H₁₁ClN₂O₃)]	F(000) = 1792
M_r = 451.47	D_x = 1.687 Mg m⁻³
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 30.015 (3) Å	Cell parameters from 4052 reflections
b = 9.5039 (10) Å	θ = 2.3–28.1°
c = 13.5615 (18) Å	µ = 1.60 mm⁻¹
β = 113.189 (2)°	T = 298 K
V = 3556.0 (7) Å³	Block, orange
Z = 8	0.50 × 0.20 × 0.08 mm

Data collection top

Siemens SMART CCD area-detector diffractometer	3113 independent reflections
Radiation source: fine-focus sealed tube	2392 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.061
ϕ and ω scans	θ_max = 25.0°, θ_min = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −35→35
T_min = 0.501, T_max = 0.882	k = −10→11
8568 measured reflections	l = −8→16

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)] = 0.029	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.080	H-atom parameters constrained
S = 1.00	w = 1/[σ²(F_o²) + (0.0351P)² + 0.1164P] where P = (F_o² + 2F_c²)/3
3113 reflections	(Δ/σ)_max = 0.001
220 parameters	Δρ_max = 0.66 e Å⁻³
0 restraints	Δρ_min = −0.57 e Å⁻³

Crystal data top

[Sn(CH₃)₂(C₁₅H₁₁ClN₂O₃)]	V = 3556.0 (7) Å³
M_r = 451.47	Z = 8
Monoclinic, C2/c	Mo Kα radiation
a = 30.015 (3) Å	µ = 1.60 mm⁻¹
b = 9.5039 (10) Å	T = 298 K
c = 13.5615 (18) Å	0.50 × 0.20 × 0.08 mm
β = 113.189 (2)°

Data collection top

Siemens SMART CCD area-detector diffractometer	3113 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2392 reflections with I > 2σ(I)
T_min = 0.501, T_max = 0.882	R_int = 0.061
8568 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.029	0 restraints
wR(F²) = 0.080	H-atom parameters constrained
S = 1.00	Δρ_max = 0.66 e Å⁻³
3113 reflections	Δρ_min = −0.57 e Å⁻³
220 parameters

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

	x	y	z	U_iso*/U_eq
Sn1	0.032667 (8)	0.79772 (3)	0.059696 (18)	0.03884 (12)
Cl1	0.23989 (4)	0.12286 (15)	0.38025 (11)	0.0824 (4)
N1	0.03655 (10)	0.5011 (3)	0.1544 (2)	0.0386 (7)
N2	0.00348 (9)	0.6097 (3)	0.1058 (2)	0.0343 (7)
O1	0.08954 (9)	0.6394 (3)	0.1128 (2)	0.0516 (7)
O2	−0.04042 (8)	0.8667 (3)	0.0035 (2)	0.0481 (7)
O3	−0.11949 (8)	1.0208 (3)	−0.0695 (2)	0.0593 (8)
C1	0.07925 (12)	0.5289 (4)	0.1536 (3)	0.0375 (9)
C2	0.11826 (12)	0.4249 (4)	0.2063 (3)	0.0373 (9)
C3	0.11002 (14)	0.3030 (4)	0.2523 (3)	0.0452 (10)
H3	0.0788	0.2837	0.2472	0.054*
C4	0.14663 (14)	0.2095 (4)	0.3054 (3)	0.0484 (10)
H4	0.1405	0.1282	0.3361	0.058*
C5	0.19244 (14)	0.2392 (5)	0.3119 (3)	0.0515 (11)
C6	0.20167 (14)	0.3569 (5)	0.2656 (4)	0.0706 (14)
H6	0.2328	0.3747	0.2696	0.085*
C7	0.16426 (14)	0.4496 (5)	0.2123 (4)	0.0603 (12)
H7	0.1704	0.5297	0.1803	0.072*
C8	−0.03937 (12)	0.5902 (4)	0.1040 (3)	0.0394 (9)
H8	−0.0445	0.5060	0.1330	0.047*
C9	−0.07999 (13)	0.6841 (4)	0.0622 (3)	0.0392 (9)
C10	−0.07884 (13)	0.8150 (4)	0.0152 (3)	0.0396 (9)
C11	−0.12244 (12)	0.8960 (4)	−0.0225 (3)	0.0446 (10)
C12	−0.16337 (14)	0.8486 (5)	−0.0114 (3)	0.0570 (12)
H12	−0.1911	0.9040	−0.0351	0.068*
C13	−0.16372 (15)	0.7186 (5)	0.0348 (4)	0.0655 (14)
H13	−0.1917	0.6872	0.0417	0.079*
C14	−0.12297 (13)	0.6366 (5)	0.0703 (3)	0.0529 (11)
H14	−0.1236	0.5488	0.1001	0.063*
C15	−0.16273 (14)	1.1007 (5)	−0.1172 (4)	0.0785 (16)
H15A	−0.1874	1.0434	−0.1683	0.118*
H15B	−0.1566	1.1810	−0.1529	0.118*
H15C	−0.1733	1.1315	−0.0626	0.118*
C16	0.03486 (14)	0.8041 (4)	−0.0928 (3)	0.0450 (10)
H16A	0.0310	0.8996	−0.1180	0.068*
H16B	0.0091	0.7475	−0.1416	0.068*
H16C	0.0654	0.7683	−0.0887	0.068*
C17	0.05918 (14)	0.9110 (4)	0.2044 (3)	0.0508 (11)
H17A	0.0896	0.8717	0.2515	0.076*
H17B	0.0363	0.9053	0.2378	0.076*
H17C	0.0637	1.0077	0.1901	0.076*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.03741 (16)	0.0408 (2)	0.04022 (17)	0.00259 (12)	0.01728 (12)	0.00166 (12)
Cl1	0.0532 (6)	0.0705 (9)	0.1054 (10)	0.0202 (6)	0.0120 (7)	0.0138 (8)
N1	0.0381 (16)	0.0376 (19)	0.0420 (17)	0.0032 (14)	0.0179 (13)	0.0047 (15)
N2	0.0349 (15)	0.0350 (18)	0.0347 (15)	−0.0004 (14)	0.0156 (13)	−0.0008 (14)
O1	0.0453 (15)	0.0475 (18)	0.0701 (18)	0.0051 (13)	0.0315 (14)	0.0148 (16)
O2	0.0381 (13)	0.0485 (18)	0.0603 (16)	0.0043 (12)	0.0222 (13)	0.0120 (14)
O3	0.0347 (14)	0.0504 (19)	0.086 (2)	0.0068 (13)	0.0167 (14)	0.0133 (17)
C1	0.041 (2)	0.040 (2)	0.0346 (19)	0.0022 (17)	0.0176 (16)	−0.0034 (17)
C2	0.0383 (19)	0.036 (2)	0.040 (2)	−0.0003 (16)	0.0178 (16)	−0.0031 (17)
C3	0.042 (2)	0.045 (3)	0.048 (2)	−0.0001 (19)	0.0167 (18)	−0.002 (2)
C4	0.048 (2)	0.041 (3)	0.054 (2)	0.0014 (19)	0.0167 (19)	0.008 (2)
C5	0.043 (2)	0.048 (3)	0.055 (2)	0.008 (2)	0.0104 (19)	−0.002 (2)
C6	0.033 (2)	0.073 (3)	0.101 (4)	0.002 (2)	0.022 (2)	0.019 (3)
C7	0.047 (2)	0.055 (3)	0.082 (3)	0.001 (2)	0.029 (2)	0.018 (3)
C8	0.045 (2)	0.041 (2)	0.0353 (19)	−0.0024 (18)	0.0191 (16)	−0.0051 (17)
C9	0.0394 (19)	0.048 (3)	0.0317 (18)	0.0020 (18)	0.0152 (16)	−0.0009 (17)
C10	0.0358 (19)	0.047 (3)	0.0346 (19)	−0.0015 (17)	0.0128 (16)	−0.0051 (18)
C11	0.039 (2)	0.045 (3)	0.047 (2)	0.0023 (19)	0.0141 (17)	−0.001 (2)
C12	0.038 (2)	0.063 (3)	0.071 (3)	0.006 (2)	0.022 (2)	0.011 (3)
C13	0.039 (2)	0.087 (4)	0.076 (3)	0.002 (2)	0.029 (2)	0.019 (3)
C14	0.042 (2)	0.064 (3)	0.056 (2)	−0.001 (2)	0.0234 (19)	0.011 (2)
C15	0.041 (2)	0.067 (3)	0.113 (4)	0.011 (2)	0.014 (3)	0.023 (3)
C16	0.053 (2)	0.042 (2)	0.045 (2)	0.0016 (19)	0.0245 (18)	0.0022 (19)
C17	0.056 (2)	0.047 (3)	0.044 (2)	−0.005 (2)	0.0149 (19)	−0.002 (2)

Geometric parameters (Å, º) top

Sn1—C16	2.096 (4)	C6—H6	0.9300
Sn1—C17	2.101 (4)	C7—H7	0.9300
Sn1—O2	2.123 (2)	C8—C9	1.436 (5)
Sn1—O1	2.174 (3)	C8—H8	0.9300
Sn1—N2	2.187 (3)	C9—C10	1.404 (5)
Cl1—C5	1.752 (4)	C9—C14	1.412 (5)
N1—C1	1.313 (4)	C10—C11	1.428 (5)
N1—N2	1.403 (4)	C11—C12	1.371 (5)
N2—C8	1.290 (4)	C12—C13	1.387 (6)
O1—C1	1.281 (4)	C12—H12	0.9300
O2—C10	1.319 (4)	C13—C14	1.368 (6)
O3—C11	1.365 (5)	C13—H13	0.9300
O3—C15	1.421 (5)	C14—H14	0.9300
C1—C2	1.483 (5)	C15—H15A	0.9600
C2—C7	1.371 (5)	C15—H15B	0.9600
C2—C3	1.383 (5)	C15—H15C	0.9600
C3—C4	1.376 (5)	C16—H16A	0.9600
C3—H3	0.9300	C16—H16B	0.9600
C4—C5	1.372 (6)	C16—H16C	0.9600
C4—H4	0.9300	C17—H17A	0.9600
C5—C6	1.364 (6)	C17—H17B	0.9600
C6—C7	1.386 (6)	C17—H17C	0.9600

Sn1···Sn1ⁱ	4.3302 (6)	Cg1···Cg2ⁱⁱ	3.690 (5)

C16—Sn1—C17	139.41 (15)	C14—C13—H13	119.9
C16—Sn1—O2	93.81 (13)	C12—C13—H13	119.9
C17—Sn1—O2	97.74 (13)	C13—C14—C9	120.5 (4)
C16—Sn1—O1	91.21 (13)	C13—C14—H14	119.7
C17—Sn1—O1	94.93 (13)	C9—C14—H14	119.7
O2—Sn1—O1	153.92 (11)	O3—C15—H15A	109.5
C16—Sn1—N2	118.54 (12)	O3—C15—H15B	109.5
C17—Sn1—N2	101.45 (14)	H15A—C15—H15B	109.5
O2—Sn1—N2	83.18 (10)	O3—C15—H15C	109.5
O1—Sn1—N2	71.99 (10)	H15A—C15—H15C	109.5
C16—Sn1—Sn1ⁱ	77.92 (10)	H15B—C15—H15C	109.5
C17—Sn1—Sn1ⁱ	81.00 (11)	Sn1—C16—H16A	109.5
O2—Sn1—Sn1ⁱ	48.68 (7)	Sn1—C16—H16B	109.5
O1—Sn1—Sn1ⁱ	156.79 (7)	H16A—C16—H16B	109.5
N2—Sn1—Sn1ⁱ	131.22 (7)	Sn1—C16—H16C	109.5
C1—N1—N2	111.2 (3)	H16A—C16—H16C	109.5
C8—N2—N1	114.8 (3)	H16B—C16—H16C	109.5
C8—N2—Sn1	128.4 (3)	Sn1—C17—H17A	109.5
N1—N2—Sn1	116.5 (2)	Sn1—C17—H17B	109.5
C1—O1—Sn1	114.8 (2)	H17A—C17—H17B	109.5
C10—O2—Sn1	132.1 (2)	Sn1—C17—H17C	109.5
C11—O3—C15	117.4 (3)	H17A—C17—H17C	109.5
O1—C1—N1	124.8 (3)	H17B—C17—H17C	109.5
O1—C1—C2	118.4 (3)	C3—CG1—C5	119.9 (3)
N1—C1—C2	116.7 (3)	C3—CG1—C7	119.8 (2)
C7—C2—C3	118.1 (4)	C5—CG1—C7	120.3 (2)
C7—C2—C1	120.0 (4)	C3—CG1—C6	179.4 (3)
C3—C2—C1	121.9 (3)	C5—CG1—C6	59.6 (3)
C2—C3—C4	121.9 (4)	C7—CG1—C6	60.6 (2)
C2—C3—H3	119.0	C3—CG1—C4	60.1 (2)
C4—C3—H3	119.0	C5—CG1—C4	59.8 (2)
C5—C4—C3	118.3 (4)	C7—CG1—C4	179.6 (3)
C5—C4—H4	120.8	C6—CG1—C4	119.4 (3)
C3—C4—H4	120.8	C3—CG1—C2	60.4 (2)
C6—C5—C4	121.3 (4)	C5—CG1—C2	179.2 (2)
C6—C5—Cl1	119.4 (3)	C7—CG1—C2	59.5 (2)
C4—C5—Cl1	119.3 (4)	C6—CG1—C2	120.1 (3)
C5—C6—C7	119.5 (4)	C4—CG1—C2	120.5 (2)
C5—C6—H6	120.3	C3—CG1—CG2ⁱⁱ	91.56 (16)
C7—C6—H6	120.3	C5—CG1—CG2ⁱⁱ	102.81 (18)
C2—C7—C6	120.8 (4)	C7—CG1—CG2ⁱⁱ	75.46 (19)
C2—C7—H7	119.6	C6—CG1—CG2ⁱⁱ	88.2 (2)
C6—C7—H7	119.6	C4—CG1—CG2ⁱⁱ	104.11 (17)
N2—C8—C9	127.1 (4)	C2—CG1—CG2ⁱⁱ	77.95 (14)
N2—C8—H8	116.4	C11—CG2—C12	59.4 (2)
C9—C8—H8	116.4	C11—CG2—C14	178.1 (2)
C10—C9—C14	120.4 (3)	C12—CG2—C14	118.9 (2)
C10—C9—C8	124.2 (4)	C11—CG2—C13	119.3 (2)
C14—C9—C8	115.5 (4)	C12—CG2—C13	59.9 (2)
O2—C10—C9	124.3 (3)	C14—CG2—C13	59.0 (2)
O2—C10—C11	118.5 (4)	C11—CG2—C9	120.8 (2)
C9—C10—C11	117.2 (3)	C12—CG2—C9	179.5 (2)
O3—C11—C12	124.2 (3)	C14—CG2—C9	61.0 (2)
O3—C11—C10	114.6 (3)	C13—CG2—C9	120.0 (2)
C12—C11—C10	121.2 (4)	C11—CG2—C10	61.1 (2)
C11—C12—C13	120.6 (4)	C12—CG2—C10	120.4 (2)
C11—C12—H12	119.7	C14—CG2—C10	120.6 (2)
C13—C12—H12	119.7	C13—CG2—C10	179.6 (3)
C14—C13—C12	120.1 (4)	C9—CG2—C10	59.7 (2)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C15—H15B···O1ⁱ	0.96	2.53	3.290 (6)	136

Symmetry code: (i) −x, −y+2, −z.

Experimental details

Crystal data
Chemical formula	[Sn(CH₃)₂(C₁₅H₁₁ClN₂O₃)]
M_r	451.47
Crystal system, space group	Monoclinic, C2/c
Temperature (K)	298
a, b, c (Å)	30.015 (3), 9.5039 (10), 13.5615 (18)
β (°)	113.189 (2)
V (Å³)	3556.0 (7)
Z	8
Radiation type	Mo Kα
µ (mm⁻¹)	1.60
Crystal size (mm)	0.50 × 0.20 × 0.08

Data collection
Diffractometer	Siemens SMART CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.501, 0.882
No. of measured, independent and observed [I > 2σ(I)] reflections	8568, 3113, 2392
R_int	0.061
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.029, 0.080, 1.00
No. of reflections	3113
No. of parameters	220
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.66, −0.57

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), 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
C15—H15B···O1ⁱ	0.96	2.53	3.290 (6)	136.2

Symmetry code: (i) −x, −y+2, −z.

Acknowledgements

We acknowledge the financial support of the Shandong Provincial Science Foundation and the State Key Laboratory of Crystalline Materials, Shandong University.

References

Hong, M., Yin, H.-D. & Wang, D.-Q. (2006). Acta Cryst. E62, m1504–m1505. Web of Science CSD CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar

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Volume 65| Part 1| January 2009| Page m36

doi:10.1107/S1600536808040786

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

[4-Chloro-N′-(3-meth­­oxy-2-oxido­benzyl­­idene)benzohydrazidato]di­methyl­tin(IV)

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

[4-Chloro-N′-(3-methoxy-2-oxidobenzylidene)benzohydrazidato]dimethyltin(IV)