[N'-(5-Chloro-2-oxidobenzyl-idene-κO)-3-hydr-oxy-2-naphthohydrazidato-κN',O]diphenyl-tin(IV).

The Sn(IV) atom in the title compound, [Sn(C(6)H(5))(2)(C(18)H(11)ClN(2)O(3))], is O,N,O'-chelated by the deprotonated Schiff base ligand and further bonded by two phenyl rings in a distorted cis-C(2)SnNO(2) trigonal-bipyramidal geometry [C-Sn-C = 125.7 (2)°]. The two phenyl rings are oriented at a dihedral angle of 55.2 (3)°. Intra-molecular O-H⋯N hydrogen bonding is present in the crystal structure.

Related literature

For the Sn(CH3)2(C18H11ClN2O3) analog, see: Lee et al. (2009 ▶).

Experimental

Crystal data

[Sn(C6H5)2(C18H11ClN2O3)]

M = 611.63

Triclinic,

a = 10.5690 (4) Å

b = 10.9788 (4) Å

c = 11.8319 (4) Å

α = 68.381 (2)°

β = 82.450 (2)°

γ = 82.672 (2)°

V = 1260.60 (8) Å3

Z = 2

Mo Kα radiation

μ = 1.16 mm−1

T = 140 K

0.30 × 0.25 × 0.20 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.798, T max = 1.000

6070 measured reflections

4280 independent reflections

3563 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.043

wR(F 2) = 0.126

S = 1.05

4280 reflections

338 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.39 e Å−3

Δρmin = −0.70 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809050107/xu2687sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809050107/xu2687Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Sn(C6H5)2(C18H11ClN2O3)]	Z = 2
Mr = 611.63	F(000) = 612
Triclinic, P1	Dx = 1.611 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.5690 (4) Å	Cell parameters from 2361 reflections
b = 10.9788 (4) Å	θ = 2.5–26.8°
c = 11.8319 (4) Å	µ = 1.16 mm−1
α = 68.381 (2)°	T = 140 K
β = 82.450 (2)°	Block, yellow
γ = 82.672 (2)°	0.30 × 0.25 × 0.20 mm
V = 1260.60 (8) Å3

Bruker SMART APEX diffractometer	4280 independent reflections
Radiation source: fine-focus sealed tube	3563 reflections with I > 2σ(I)
graphite	Rint = 0.026
ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −9→12
Tmin = 0.798, Tmax = 1.000	k = −12→13
6070 measured reflections	l = −14→14

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.126	H atoms treated by a mixture of independent and constrained refinement
S = 1.05	w = 1/[σ2(Fo2) + (0.0736P)2 + 1.6275P] where P = (Fo2 + 2Fc2)/3
4280 reflections	(Δ/σ)max = 0.001
338 parameters	Δρmax = 1.39 e Å−3
1 restraint	Δρmin = −0.70 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.70294 (4)	0.27373 (3)	0.41404 (3)	0.02376 (15)
Cl1	0.26756 (16)	0.83455 (15)	0.05708 (14)	0.0421 (4)
O1	0.5939 (4)	0.3459 (4)	0.2678 (4)	0.0301 (9)
O2	0.8166 (3)	0.2790 (4)	0.5498 (3)	0.0260 (8)
O3	0.8095 (4)	0.6332 (4)	0.6156 (4)	0.0342 (9)
H3	0.785 (6)	0.626 (6)	0.554 (4)	0.036 (18)*
N1	0.6825 (4)	0.4749 (4)	0.4076 (4)	0.0227 (9)
N2	0.7518 (4)	0.5023 (4)	0.4861 (4)	0.0243 (10)
C1	0.8655 (5)	0.1998 (5)	0.3241 (5)	0.0239 (11)
C2	0.9726 (5)	0.1487 (5)	0.3839 (5)	0.0280 (12)
H2	0.9745	0.1478	0.4642	0.034*
C3	1.0794 (6)	0.0977 (6)	0.3278 (5)	0.0376 (15)
H3A	1.1540	0.0622	0.3698	0.045*
C4	1.0764 (6)	0.0992 (6)	0.2115 (6)	0.0399 (15)
H4	1.1484	0.0628	0.1738	0.048*
C5	0.9670 (6)	0.1543 (6)	0.1480 (5)	0.0346 (14)
H5	0.9659	0.1569	0.0670	0.041*
C6	0.8606 (6)	0.2049 (5)	0.2042 (5)	0.0306 (13)
H6	0.7861	0.2422	0.1624	0.037*
C7	0.5649 (5)	0.1587 (5)	0.5428 (5)	0.0256 (12)
C8	0.5989 (6)	0.0795 (5)	0.6585 (5)	0.0297 (13)
H8	0.6825	0.0785	0.6804	0.036*
C9	0.5098 (6)	0.0019 (6)	0.7421 (6)	0.0396 (15)
H9	0.5329	−0.0526	0.8211	0.047*
C10	0.3894 (6)	0.0032 (6)	0.7117 (6)	0.0403 (16)
H10	0.3294	−0.0505	0.7697	0.048*
C11	0.3539 (6)	0.0823 (6)	0.5971 (6)	0.0415 (16)
H11	0.2695	0.0847	0.5765	0.050*
C12	0.4438 (5)	0.1581 (6)	0.5126 (6)	0.0314 (13)
H12	0.4212	0.2102	0.4328	0.038*
C13	0.5173 (5)	0.4566 (5)	0.2272 (5)	0.0227 (11)
C14	0.4279 (5)	0.4645 (6)	0.1468 (5)	0.0297 (12)
H14	0.4196	0.3894	0.1275	0.036*
C15	0.3527 (6)	0.5769 (6)	0.0957 (5)	0.0336 (13)
H15	0.2928	0.5800	0.0413	0.040*
C16	0.3640 (6)	0.6880 (6)	0.1234 (5)	0.0311 (13)
C17	0.4479 (6)	0.6835 (6)	0.2032 (5)	0.0307 (13)
H17	0.4539	0.7593	0.2221	0.037*
C18	0.5258 (5)	0.5677 (5)	0.2580 (5)	0.0244 (11)
C19	0.6084 (5)	0.5730 (5)	0.3425 (5)	0.0266 (12)
H19	0.6091	0.6551	0.3520	0.032*
C20	0.8181 (5)	0.3960 (5)	0.5544 (5)	0.0247 (12)
C21	0.8990 (5)	0.4095 (5)	0.6409 (5)	0.0235 (11)
C22	0.8891 (5)	0.5257 (5)	0.6705 (5)	0.0248 (11)
C23	0.9596 (5)	0.5304 (5)	0.7572 (5)	0.0286 (12)
H23	0.9485	0.6059	0.7798	0.034*
C24	1.0496 (6)	0.4240 (5)	0.8146 (5)	0.0296 (13)
C25	1.1290 (6)	0.4294 (6)	0.8994 (5)	0.0338 (13)
H25	1.1199	0.5042	0.9229	0.041*
C26	1.2191 (6)	0.3278 (6)	0.9484 (5)	0.0384 (15)
H26	1.2726	0.3337	1.0044	0.046*
C27	1.2331 (6)	0.2150 (6)	0.9166 (5)	0.0353 (14)
H27	1.2963	0.1455	0.9501	0.042*
C28	1.1540 (5)	0.2065 (6)	0.8362 (5)	0.0307 (13)
H28	1.1618	0.1291	0.8166	0.037*
C29	1.0625 (5)	0.3094 (5)	0.7826 (5)	0.0244 (11)
C30	0.9820 (5)	0.3049 (5)	0.6981 (5)	0.0264 (12)
H30	0.9856	0.2268	0.6804	0.032*

	U11	U22	U33	U12	U13	U23
Sn1	0.0256 (2)	0.0222 (2)	0.0264 (2)	−0.00428 (14)	−0.00185 (14)	−0.01152 (15)
Cl1	0.0500 (10)	0.0377 (8)	0.0378 (8)	0.0106 (7)	−0.0166 (7)	−0.0129 (7)
O1	0.034 (2)	0.026 (2)	0.040 (2)	0.0033 (17)	−0.0167 (18)	−0.0194 (17)
O2	0.024 (2)	0.0249 (19)	0.033 (2)	0.0014 (15)	−0.0118 (16)	−0.0122 (16)
O3	0.046 (3)	0.027 (2)	0.035 (2)	0.0013 (19)	−0.0153 (19)	−0.0158 (18)
N1	0.022 (2)	0.025 (2)	0.023 (2)	−0.0039 (18)	−0.0017 (18)	−0.0104 (19)
N2	0.026 (2)	0.024 (2)	0.027 (2)	−0.0042 (19)	−0.0062 (19)	−0.0121 (19)
C1	0.015 (3)	0.020 (3)	0.037 (3)	−0.004 (2)	0.003 (2)	−0.011 (2)
C2	0.020 (3)	0.031 (3)	0.028 (3)	0.004 (2)	−0.004 (2)	−0.007 (2)
C3	0.026 (3)	0.042 (4)	0.036 (3)	0.011 (3)	−0.007 (3)	−0.006 (3)
C4	0.041 (4)	0.040 (3)	0.035 (3)	−0.002 (3)	0.010 (3)	−0.014 (3)
C5	0.039 (4)	0.037 (3)	0.027 (3)	−0.008 (3)	0.001 (3)	−0.011 (3)
C6	0.038 (3)	0.026 (3)	0.030 (3)	−0.014 (2)	0.003 (2)	−0.011 (2)
C7	0.022 (3)	0.028 (3)	0.032 (3)	−0.003 (2)	0.005 (2)	−0.019 (2)
C8	0.030 (3)	0.027 (3)	0.036 (3)	−0.002 (2)	0.001 (2)	−0.017 (2)
C9	0.049 (4)	0.030 (3)	0.040 (4)	−0.005 (3)	0.006 (3)	−0.016 (3)
C10	0.039 (4)	0.037 (3)	0.050 (4)	−0.017 (3)	0.017 (3)	−0.024 (3)
C11	0.033 (4)	0.045 (4)	0.062 (4)	−0.017 (3)	0.012 (3)	−0.038 (3)
C12	0.027 (3)	0.035 (3)	0.038 (3)	−0.002 (2)	0.000 (2)	−0.022 (3)
C13	0.014 (3)	0.027 (3)	0.025 (3)	0.002 (2)	−0.002 (2)	−0.009 (2)
C14	0.024 (3)	0.034 (3)	0.034 (3)	0.001 (2)	−0.010 (2)	−0.014 (3)
C15	0.030 (3)	0.035 (3)	0.033 (3)	0.002 (3)	−0.013 (2)	−0.007 (3)
C16	0.032 (3)	0.031 (3)	0.026 (3)	−0.003 (3)	0.003 (2)	−0.008 (2)
C17	0.035 (3)	0.033 (3)	0.027 (3)	−0.005 (3)	0.002 (2)	−0.015 (2)
C18	0.019 (3)	0.033 (3)	0.020 (3)	−0.006 (2)	0.000 (2)	−0.008 (2)
C19	0.028 (3)	0.027 (3)	0.028 (3)	−0.004 (2)	0.001 (2)	−0.014 (2)
C20	0.018 (3)	0.035 (3)	0.026 (3)	−0.011 (2)	0.005 (2)	−0.016 (2)
C21	0.017 (3)	0.029 (3)	0.027 (3)	−0.008 (2)	0.001 (2)	−0.012 (2)
C22	0.025 (3)	0.026 (3)	0.024 (3)	−0.008 (2)	0.001 (2)	−0.009 (2)
C23	0.036 (3)	0.025 (3)	0.027 (3)	−0.007 (2)	0.000 (2)	−0.011 (2)
C24	0.041 (3)	0.030 (3)	0.019 (3)	−0.016 (3)	0.003 (2)	−0.007 (2)
C25	0.044 (4)	0.033 (3)	0.026 (3)	−0.015 (3)	0.003 (3)	−0.010 (2)
C26	0.042 (4)	0.044 (4)	0.028 (3)	−0.012 (3)	−0.007 (3)	−0.007 (3)
C27	0.028 (3)	0.035 (3)	0.031 (3)	0.001 (3)	−0.006 (2)	0.001 (3)
C28	0.027 (3)	0.038 (3)	0.027 (3)	−0.006 (2)	−0.001 (2)	−0.011 (2)
C29	0.016 (3)	0.030 (3)	0.023 (3)	−0.001 (2)	−0.002 (2)	−0.005 (2)
C30	0.026 (3)	0.030 (3)	0.026 (3)	−0.003 (2)	−0.003 (2)	−0.013 (2)

Sn1—O1	2.057 (4)	C11—C12	1.391 (8)
Sn1—O2	2.150 (3)	C11—H11	0.9500
Sn1—N1	2.166 (4)	C12—H12	0.9500
Sn1—C1	2.131 (5)	C13—C14	1.400 (7)
Sn1—C7	2.124 (5)	C13—C18	1.411 (8)
Cl1—C16	1.763 (6)	C14—C15	1.359 (8)
O1—C13	1.336 (6)	C14—H14	0.9500
O2—C20	1.308 (6)	C15—C16	1.397 (8)
O3—C22	1.360 (7)	C15—H15	0.9500
O3—H3	0.838 (10)	C16—C17	1.361 (8)
N1—C19	1.304 (7)	C17—C18	1.407 (8)
N1—N2	1.389 (6)	C17—H17	0.9500
N2—C20	1.323 (7)	C18—C19	1.433 (8)
C1—C2	1.361 (7)	C19—H19	0.9500
C1—C6	1.407 (8)	C20—C21	1.475 (7)
C2—C3	1.394 (8)	C21—C30	1.367 (8)
C2—H2	0.9500	C21—C22	1.431 (7)
C3—C4	1.375 (9)	C22—C23	1.364 (8)
C3—H3A	0.9500	C23—C24	1.426 (8)
C4—C5	1.408 (9)	C23—H23	0.9500
C4—H4	0.9500	C24—C25	1.411 (8)
C5—C6	1.389 (8)	C24—C29	1.427 (8)
C5—H5	0.9500	C25—C26	1.373 (9)
C6—H6	0.9500	C25—H25	0.9500
C7—C12	1.375 (8)	C26—C27	1.406 (9)
C7—C8	1.390 (8)	C26—H26	0.9500
C8—C9	1.389 (8)	C27—C28	1.381 (8)
C8—H8	0.9500	C27—H27	0.9500
C9—C10	1.364 (9)	C28—C29	1.404 (8)
C9—H9	0.9500	C28—H28	0.9500
C10—C11	1.385 (10)	C29—C30	1.413 (7)
C10—H10	0.9500	C30—H30	0.9500
O1—Sn1—C7	97.47 (19)	O1—C13—C18	123.0 (5)
O1—Sn1—C1	96.68 (18)	C14—C13—C18	118.5 (5)
C7—Sn1—C1	125.67 (19)	C15—C14—C13	121.6 (5)
O1—Sn1—O2	157.66 (14)	C15—C14—H14	119.2
C7—Sn1—O2	94.59 (18)	C13—C14—H14	119.2
C1—Sn1—O2	91.41 (18)	C14—C15—C16	119.7 (5)
O1—Sn1—N1	84.68 (15)	C14—C15—H15	120.2
C7—Sn1—N1	111.96 (17)	C16—C15—H15	120.2
C1—Sn1—N1	121.43 (17)	C17—C16—C15	120.5 (5)
O2—Sn1—N1	73.37 (15)	C17—C16—Cl1	119.4 (4)
C13—O1—Sn1	131.1 (3)	C15—C16—Cl1	120.1 (5)
C20—O2—Sn1	114.2 (3)	C16—C17—C18	120.7 (5)
C22—O3—H3	109 (4)	C16—C17—H17	119.6
C19—N1—N2	115.6 (4)	C18—C17—H17	119.6
C19—N1—Sn1	127.8 (4)	C17—C18—C13	118.9 (5)
N2—N1—Sn1	116.6 (3)	C17—C18—C19	116.0 (5)
C20—N2—N1	111.8 (4)	C13—C18—C19	125.1 (5)
C2—C1—C6	121.1 (5)	N1—C19—C18	125.7 (5)
C2—C1—Sn1	119.2 (4)	N1—C19—H19	117.2
C6—C1—Sn1	119.6 (4)	C18—C19—H19	117.2
C1—C2—C3	120.3 (5)	O2—C20—N2	123.9 (5)
C1—C2—H2	119.8	O2—C20—C21	117.6 (5)
C3—C2—H2	119.8	N2—C20—C21	118.4 (5)
C4—C3—C2	119.7 (6)	C30—C21—C22	119.4 (5)
C4—C3—H3A	120.1	C30—C21—C20	118.5 (5)
C2—C3—H3A	120.1	C22—C21—C20	122.0 (5)
C3—C4—C5	120.3 (6)	O3—C22—C23	118.0 (5)
C3—C4—H4	119.8	O3—C22—C21	122.0 (5)
C5—C4—H4	119.8	C23—C22—C21	120.0 (5)
C6—C5—C4	119.8 (6)	C22—C23—C24	121.2 (5)
C6—C5—H5	120.1	C22—C23—H23	119.4
C4—C5—H5	120.1	C24—C23—H23	119.4
C5—C6—C1	118.6 (6)	C25—C24—C23	122.3 (5)
C5—C6—H6	120.7	C25—C24—C29	118.8 (5)
C1—C6—H6	120.7	C23—C24—C29	118.8 (5)
C12—C7—C8	119.4 (5)	C26—C25—C24	120.8 (6)
C12—C7—Sn1	121.2 (4)	C26—C25—H25	119.6
C8—C7—Sn1	119.4 (4)	C24—C25—H25	119.6
C9—C8—C7	119.5 (6)	C25—C26—C27	120.7 (6)
C9—C8—H8	120.2	C25—C26—H26	119.6
C7—C8—H8	120.2	C27—C26—H26	119.6
C10—C9—C8	120.6 (6)	C28—C27—C26	119.3 (5)
C10—C9—H9	119.7	C28—C27—H27	120.3
C8—C9—H9	119.7	C26—C27—H27	120.3
C9—C10—C11	120.5 (6)	C27—C28—C29	121.5 (6)
C9—C10—H10	119.8	C27—C28—H28	119.3
C11—C10—H10	119.8	C29—C28—H28	119.3
C10—C11—C12	118.9 (6)	C28—C29—C30	122.9 (5)
C10—C11—H11	120.5	C28—C29—C24	118.8 (5)
C12—C11—H11	120.5	C30—C29—C24	118.3 (5)
C7—C12—C11	121.0 (6)	C21—C30—C29	122.1 (5)
C7—C12—H12	119.5	C21—C30—H30	119.0
C11—C12—H12	119.5	C29—C30—H30	119.0
O1—C13—C14	118.4 (5)
C7—Sn1—O1—C13	92.8 (5)	Sn1—O1—C13—C14	−162.6 (4)
C1—Sn1—O1—C13	−139.8 (5)	Sn1—O1—C13—C18	20.0 (8)
O2—Sn1—O1—C13	−29.3 (7)	O1—C13—C14—C15	−175.7 (5)
N1—Sn1—O1—C13	−18.7 (5)	C18—C13—C14—C15	1.9 (8)
O1—Sn1—O2—C20	8.6 (6)	C13—C14—C15—C16	0.0 (9)
C7—Sn1—O2—C20	−113.9 (4)	C14—C15—C16—C17	−1.4 (9)
C1—Sn1—O2—C20	120.1 (4)	C14—C15—C16—Cl1	179.7 (5)
N1—Sn1—O2—C20	−2.3 (3)	C15—C16—C17—C18	0.8 (8)
O1—Sn1—N1—C19	9.4 (4)	Cl1—C16—C17—C18	179.8 (4)
C7—Sn1—N1—C19	−86.5 (5)	C16—C17—C18—C13	1.1 (8)
C1—Sn1—N1—C19	104.0 (5)	C16—C17—C18—C19	−178.6 (5)
O2—Sn1—N1—C19	−174.8 (5)	O1—C13—C18—C17	175.0 (5)
O1—Sn1—N1—N2	−173.9 (3)	C14—C13—C18—C17	−2.4 (8)
C7—Sn1—N1—N2	90.2 (4)	O1—C13—C18—C19	−5.2 (8)
C1—Sn1—N1—N2	−79.3 (4)	C14—C13—C18—C19	177.3 (5)
O2—Sn1—N1—N2	1.9 (3)	N2—N1—C19—C18	−178.3 (5)
C19—N1—N2—C20	175.9 (5)	Sn1—N1—C19—C18	−1.6 (8)
Sn1—N1—N2—C20	−1.2 (5)	C17—C18—C19—N1	176.1 (5)
O1—Sn1—C1—C2	175.0 (4)	C13—C18—C19—N1	−3.7 (9)
C7—Sn1—C1—C2	−80.8 (5)	Sn1—O2—C20—N2	2.8 (6)
O2—Sn1—C1—C2	15.9 (4)	Sn1—O2—C20—C21	−177.0 (3)
N1—Sn1—C1—C2	87.2 (5)	N1—N2—C20—O2	−1.1 (7)
O1—Sn1—C1—C6	−4.8 (4)	N1—N2—C20—C21	178.7 (4)
C7—Sn1—C1—C6	99.4 (4)	O2—C20—C21—C30	9.5 (7)
O2—Sn1—C1—C6	−163.9 (4)	N2—C20—C21—C30	−170.4 (5)
N1—Sn1—C1—C6	−92.6 (4)	O2—C20—C21—C22	−167.7 (5)
C6—C1—C2—C3	−1.3 (8)	N2—C20—C21—C22	12.5 (7)
Sn1—C1—C2—C3	178.9 (4)	C30—C21—C22—O3	179.2 (5)
C1—C2—C3—C4	0.0 (9)	C20—C21—C22—O3	−3.7 (8)
C2—C3—C4—C5	1.3 (9)	C30—C21—C22—C23	−1.6 (8)
C3—C4—C5—C6	−1.4 (9)	C20—C21—C22—C23	175.5 (5)
C4—C5—C6—C1	0.2 (8)	O3—C22—C23—C24	−177.0 (5)
C2—C1—C6—C5	1.2 (8)	C21—C22—C23—C24	3.8 (8)
Sn1—C1—C6—C5	−179.0 (4)	C22—C23—C24—C25	176.3 (5)
O1—Sn1—C7—C12	−3.0 (4)	C22—C23—C24—C29	−1.9 (8)
C1—Sn1—C7—C12	−106.8 (4)	C23—C24—C25—C26	−176.8 (5)
O2—Sn1—C7—C12	158.1 (4)	C29—C24—C25—C26	1.5 (8)
N1—Sn1—C7—C12	84.2 (4)	C24—C25—C26—C27	−1.0 (9)
O1—Sn1—C7—C8	175.0 (4)	C25—C26—C27—C28	−0.7 (9)
C1—Sn1—C7—C8	71.2 (5)	C26—C27—C28—C29	1.9 (9)
O2—Sn1—C7—C8	−23.8 (4)	C27—C28—C29—C30	178.6 (5)
N1—Sn1—C7—C8	−97.7 (4)	C27—C28—C29—C24	−1.4 (8)
C12—C7—C8—C9	−0.5 (8)	C25—C24—C29—C28	−0.3 (8)
Sn1—C7—C8—C9	−178.6 (4)	C23—C24—C29—C28	178.0 (5)
C7—C8—C9—C10	−0.3 (8)	C25—C24—C29—C30	179.7 (5)
C8—C9—C10—C11	−0.2 (9)	C23—C24—C29—C30	−2.0 (7)
C9—C10—C11—C12	1.4 (9)	C22—C21—C30—C29	−2.5 (8)
C8—C7—C12—C11	1.8 (8)	C20—C21—C30—C29	−179.7 (5)
Sn1—C7—C12—C11	179.8 (4)	C28—C29—C30—C21	−175.7 (5)
C10—C11—C12—C7	−2.2 (8)	C24—C29—C30—C21	4.3 (8)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···N2	0.84 (1)	1.90 (4)	2.622 (6)	144 (6)

Table 1

Selected bond lengths (Å)

Sn1—O1	2.057 (4)
Sn1—O2	2.150 (3)
Sn1—N1	2.166 (4)
Sn1—C1	2.131 (5)
Sn1—C7	2.124 (5)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯N2	0.838 (10)	1.90 (4)	2.622 (6)	144 (6)