Chloridometh-yl(2-methyl-quinolin-8-olato-κN,O)phenyl-tin(IV).

The asymmetric unit of the title complex, [Sn(CH(3))(C(6)H(5))(C(10)H(8)NO)Cl], consists of two independent mol-ecules, both of which have the N,O-chelated Sn(IV) atom in a cis-C(2)SnNOCl trigonal-bipyramidal geometry [C-Sn-C = 124.82 (8) and 137.69 (8)°]. The Cl atom of the mol-ecule with the smaller C-Sn-C angle inter-acts weakly with the Sn(IV) atom of the mol-ecule with the wider C-Sn-C angle at an Sn⋯Cl distance of 3.595 (1) Å. Weak inter-molecular C-H⋯O and C-H⋯Cl hydrogen bonding is present in the crystal structure.

Related literature

For a related structure, see: Vafaee et al. (2010 ▶).

Experimental

Crystal data

[Sn(CH3)(C6H5)(C10H8NO)Cl]

M = 404.45

Triclinic,

a = 8.9728 (4) Å

b = 13.1046 (6) Å

c = 14.0405 (6) Å

α = 106.621 (1)°

β = 92.764 (1)°

γ = 95.256 (1)°

V = 1570.52 (12) Å3

Z = 4

Mo Kα radiation

μ = 1.79 mm−1

T = 100 K

0.35 × 0.35 × 0.10 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.572, T max = 0.841

15157 measured reflections

7186 independent reflections

6630 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.020

wR(F 2) = 0.057

S = 1.09

7186 reflections

383 parameters

H-atom parameters constrained

Δρmax = 0.51 e Å−3

Δρmin = −0.67 e Å−3

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); 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, 2010 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810027790/xu2800sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810027790/xu2800Isup2.hkl

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

[Sn(CH3)(C6H5)(C10H8NO)Cl]	Z = 4
Mr = 404.45	F(000) = 800
Triclinic, P1	Dx = 1.711 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.9728 (4) Å	Cell parameters from 9971 reflections
b = 13.1046 (6) Å	θ = 2.6–28.3°
c = 14.0405 (6) Å	µ = 1.79 mm−1
α = 106.621 (1)°	T = 100 K
β = 92.764 (1)°	Block, yellow
γ = 95.256 (1)°	0.35 × 0.35 × 0.10 mm
V = 1570.52 (12) Å3

Bruker SMART APEX diffractometer	7186 independent reflections
Radiation source: fine-focus sealed tube	6630 reflections with I > 2σ(I)
graphite	Rint = 0.019
ω scans	θmax = 27.5°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −11→11
Tmin = 0.572, Tmax = 0.841	k = −17→17
15157 measured reflections	l = −18→16

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.057	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.0305P)2 + 0.4536P] where P = (Fo2 + 2Fc2)/3
7186 reflections	(Δ/σ)max = 0.001
383 parameters	Δρmax = 0.51 e Å−3
0 restraints	Δρmin = −0.66 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.861340 (14)	0.615377 (9)	0.290747 (9)	0.01263 (4)
Sn2	0.799527 (14)	0.832410 (9)	0.702160 (9)	0.01230 (4)
Cl1	1.10698 (5)	0.72185 (4)	0.30174 (4)	0.02216 (11)
Cl2	0.84380 (6)	0.68692 (4)	0.55666 (4)	0.01948 (10)
O1	0.88484 (15)	0.56320 (11)	0.14165 (10)	0.0167 (3)
O2	0.92261 (15)	0.75531 (11)	0.77964 (10)	0.0158 (3)
N1	0.63791 (18)	0.49944 (12)	0.22228 (12)	0.0135 (3)
N2	0.78441 (18)	0.92597 (12)	0.87127 (12)	0.0143 (3)
C1	0.9407 (3)	0.50330 (17)	0.35798 (16)	0.0225 (4)
H1A	0.8590	0.4744	0.3899	0.034*
H1B	1.0232	0.5388	0.4082	0.034*
H1C	0.9768	0.4447	0.3070	0.034*
C2	0.7376 (2)	0.75143 (15)	0.33138 (14)	0.0136 (4)
C3	0.5837 (2)	0.74372 (15)	0.30636 (14)	0.0154 (4)
H3	0.5317	0.6762	0.2704	0.018*
C4	0.5052 (2)	0.83317 (16)	0.33318 (15)	0.0186 (4)
H4	0.4004	0.8264	0.3157	0.022*
C5	0.5804 (2)	0.93240 (16)	0.38556 (16)	0.0200 (4)
H5	0.5274	0.9938	0.4034	0.024*
C6	0.7327 (2)	0.94134 (16)	0.41155 (16)	0.0205 (4)
H6	0.7842	1.0089	0.4480	0.025*
C7	0.8110 (2)	0.85155 (15)	0.38452 (15)	0.0181 (4)
H7	0.9157	0.8586	0.4025	0.022*
C8	0.6448 (2)	0.46140 (14)	0.12108 (14)	0.0128 (4)
C9	0.7758 (2)	0.49533 (14)	0.08082 (14)	0.0131 (4)
C10	0.7884 (2)	0.45633 (15)	−0.02044 (14)	0.0150 (4)
H10	0.8756	0.4781	−0.0485	0.018*
C11	0.6728 (2)	0.38445 (15)	−0.08252 (15)	0.0168 (4)
H11	0.6850	0.3569	−0.1517	0.020*
C12	0.5437 (2)	0.35347 (15)	−0.04558 (15)	0.0164 (4)
H12	0.4661	0.3064	−0.0890	0.020*
C13	0.5265 (2)	0.39227 (14)	0.05808 (14)	0.0141 (4)
C14	0.3962 (2)	0.36966 (15)	0.10369 (15)	0.0167 (4)
H14	0.3118	0.3265	0.0641	0.020*
C15	0.3902 (2)	0.40939 (15)	0.20431 (15)	0.0172 (4)
H15	0.3016	0.3944	0.2345	0.021*
C16	0.5159 (2)	0.47280 (14)	0.26363 (14)	0.0154 (4)
C17	0.5142 (3)	0.50856 (17)	0.37524 (15)	0.0223 (4)
H17A	0.5913	0.5692	0.4034	0.033*
H17B	0.5348	0.4493	0.4017	0.033*
H17C	0.4154	0.5305	0.3934	0.033*
C18	0.9310 (3)	0.95753 (17)	0.66836 (16)	0.0246 (5)
H18A	0.8988	1.0265	0.7049	0.037*
H18B	0.9184	0.9484	0.5966	0.037*
H18C	1.0369	0.9558	0.6879	0.037*
C19	0.5611 (2)	0.80153 (14)	0.67682 (15)	0.0143 (4)
C20	0.5010 (2)	0.78133 (15)	0.57891 (15)	0.0184 (4)
H20	0.5660	0.7825	0.5277	0.022*
C21	0.3465 (2)	0.75946 (16)	0.55562 (17)	0.0225 (4)
H21	0.3064	0.7477	0.4890	0.027*
C22	0.2512 (2)	0.75486 (16)	0.62948 (18)	0.0237 (5)
H22	0.1459	0.7388	0.6135	0.028*
C23	0.3109 (2)	0.77407 (16)	0.72750 (17)	0.0225 (4)
H23	0.2461	0.7703	0.7782	0.027*
C24	0.4646 (2)	0.79866 (15)	0.75122 (15)	0.0172 (4)
H24	0.5042	0.8136	0.8184	0.021*
C25	0.8496 (2)	0.87232 (14)	0.92987 (14)	0.0135 (4)
C26	0.9237 (2)	0.78282 (14)	0.87912 (14)	0.0135 (4)
C27	0.9918 (2)	0.72626 (15)	0.93489 (15)	0.0165 (4)
H27	1.0450	0.6681	0.9029	0.020*
C28	0.9827 (2)	0.75434 (16)	1.03909 (16)	0.0191 (4)
H28	1.0289	0.7136	1.0760	0.023*
C29	0.9091 (2)	0.83888 (16)	1.08871 (15)	0.0195 (4)
H29	0.9029	0.8555	1.1587	0.023*
C30	0.8425 (2)	0.90100 (15)	1.03417 (15)	0.0169 (4)
C31	0.7673 (3)	0.99163 (17)	1.07720 (16)	0.0224 (4)
H31	0.7585	1.0144	1.1471	0.027*
C32	0.7074 (3)	1.04612 (16)	1.01742 (16)	0.0238 (5)
H32	0.6591	1.1079	1.0465	0.029*
C33	0.7165 (2)	1.01183 (15)	0.91330 (16)	0.0183 (4)
C34	0.6501 (3)	1.07147 (16)	0.84782 (16)	0.0236 (5)
H34A	0.6122	1.0208	0.7834	0.035*
H34B	0.7274	1.1243	0.8374	0.035*
H34C	0.5673	1.1083	0.8799	0.035*

	U11	U22	U33	U12	U13	U23
Sn1	0.01233 (7)	0.01319 (7)	0.01122 (7)	0.00009 (5)	0.00001 (5)	0.00230 (5)
Sn2	0.01178 (7)	0.01214 (7)	0.01252 (7)	−0.00020 (5)	−0.00045 (5)	0.00358 (5)
Cl1	0.0134 (2)	0.0269 (2)	0.0216 (2)	−0.00386 (18)	0.00076 (19)	0.0016 (2)
Cl2	0.0179 (2)	0.0228 (2)	0.0148 (2)	0.00503 (18)	−0.00028 (18)	0.00032 (18)
O1	0.0135 (7)	0.0210 (7)	0.0127 (7)	−0.0030 (5)	−0.0001 (5)	0.0020 (5)
O2	0.0170 (7)	0.0169 (6)	0.0134 (7)	0.0048 (5)	0.0000 (5)	0.0039 (5)
N1	0.0143 (8)	0.0120 (7)	0.0134 (8)	−0.0001 (6)	−0.0004 (6)	0.0029 (6)
N2	0.0139 (8)	0.0129 (7)	0.0150 (8)	−0.0003 (6)	−0.0014 (6)	0.0033 (6)
C1	0.0281 (12)	0.0199 (10)	0.0209 (10)	0.0087 (8)	0.0003 (9)	0.0066 (8)
C2	0.0159 (9)	0.0151 (8)	0.0106 (8)	0.0011 (7)	0.0016 (7)	0.0053 (7)
C3	0.0177 (10)	0.0154 (9)	0.0129 (9)	−0.0011 (7)	−0.0019 (7)	0.0053 (7)
C4	0.0166 (10)	0.0205 (9)	0.0211 (10)	0.0027 (8)	−0.0005 (8)	0.0099 (8)
C5	0.0250 (11)	0.0164 (9)	0.0210 (10)	0.0049 (8)	0.0034 (8)	0.0080 (8)
C6	0.0232 (11)	0.0142 (9)	0.0219 (10)	−0.0026 (8)	0.0009 (8)	0.0031 (8)
C7	0.0170 (10)	0.0168 (9)	0.0187 (10)	−0.0025 (7)	0.0010 (8)	0.0038 (8)
C8	0.0138 (9)	0.0107 (8)	0.0139 (9)	0.0029 (7)	−0.0002 (7)	0.0031 (7)
C9	0.0140 (9)	0.0127 (8)	0.0120 (9)	0.0022 (7)	−0.0007 (7)	0.0028 (7)
C10	0.0125 (9)	0.0189 (9)	0.0146 (9)	0.0037 (7)	0.0017 (7)	0.0057 (7)
C11	0.0205 (10)	0.0160 (9)	0.0125 (9)	0.0053 (7)	−0.0008 (7)	0.0013 (7)
C12	0.0175 (10)	0.0134 (8)	0.0160 (9)	0.0006 (7)	−0.0038 (8)	0.0018 (7)
C13	0.0151 (9)	0.0105 (8)	0.0161 (9)	0.0026 (7)	−0.0008 (7)	0.0030 (7)
C14	0.0149 (9)	0.0126 (8)	0.0215 (10)	−0.0025 (7)	−0.0040 (8)	0.0055 (7)
C15	0.0164 (10)	0.0155 (9)	0.0210 (10)	−0.0015 (7)	0.0025 (8)	0.0086 (8)
C16	0.0177 (10)	0.0117 (8)	0.0166 (9)	0.0005 (7)	0.0031 (8)	0.0041 (7)
C17	0.0251 (11)	0.0218 (10)	0.0180 (10)	−0.0035 (8)	0.0054 (8)	0.0040 (8)
C18	0.0296 (12)	0.0213 (10)	0.0218 (11)	−0.0083 (9)	0.0000 (9)	0.0084 (8)
C19	0.0130 (9)	0.0103 (8)	0.0183 (9)	0.0005 (7)	−0.0015 (7)	0.0026 (7)
C20	0.0198 (10)	0.0158 (9)	0.0195 (10)	0.0021 (7)	−0.0016 (8)	0.0055 (8)
C21	0.0195 (11)	0.0199 (10)	0.0255 (11)	0.0028 (8)	−0.0081 (9)	0.0041 (8)
C22	0.0123 (10)	0.0190 (9)	0.0360 (12)	0.0021 (8)	−0.0020 (9)	0.0023 (9)
C23	0.0174 (10)	0.0168 (9)	0.0314 (12)	0.0027 (8)	0.0072 (9)	0.0029 (8)
C24	0.0179 (10)	0.0138 (8)	0.0186 (10)	0.0022 (7)	0.0014 (8)	0.0023 (7)
C25	0.0130 (9)	0.0119 (8)	0.0145 (9)	−0.0027 (7)	−0.0030 (7)	0.0041 (7)
C26	0.0100 (9)	0.0134 (8)	0.0166 (9)	−0.0023 (7)	−0.0001 (7)	0.0050 (7)
C27	0.0154 (10)	0.0158 (9)	0.0189 (10)	0.0013 (7)	0.0004 (8)	0.0063 (7)
C28	0.0192 (10)	0.0190 (9)	0.0203 (10)	−0.0002 (8)	−0.0037 (8)	0.0094 (8)
C29	0.0237 (11)	0.0209 (9)	0.0127 (9)	−0.0016 (8)	−0.0025 (8)	0.0046 (7)
C30	0.0187 (10)	0.0151 (9)	0.0148 (9)	−0.0010 (7)	−0.0014 (8)	0.0021 (7)
C31	0.0275 (12)	0.0201 (10)	0.0157 (10)	0.0037 (8)	−0.0014 (8)	−0.0009 (8)
C32	0.0280 (12)	0.0176 (9)	0.0212 (11)	0.0072 (8)	−0.0013 (9)	−0.0024 (8)
C33	0.0180 (10)	0.0122 (8)	0.0224 (10)	0.0014 (7)	−0.0038 (8)	0.0026 (7)
C34	0.0309 (12)	0.0163 (9)	0.0235 (11)	0.0086 (8)	−0.0032 (9)	0.0048 (8)

Sn1—C1	2.116 (2)	C14—C15	1.364 (3)
Sn1—C2	2.140 (2)	C14—H14	0.9500
Sn1—N1	2.382 (2)	C15—C16	1.414 (3)
Sn1—O1	2.036 (1)	C15—H15	0.9500
Sn1—Cl1	2.4717 (5)	C16—C17	1.503 (3)
Sn2—C18	2.110 (2)	C17—H17A	0.9800
Sn2—C19	2.134 (2)	C17—H17B	0.9800
Sn2—N2	2.357 (2)	C17—H17C	0.9800
Sn2—O2	2.035 (1)	C18—H18A	0.9800
Sn2—Cl2	2.4403 (5)	C18—H18B	0.9800
O1—C9	1.343 (2)	C18—H18C	0.9800
O2—C26	1.338 (2)	C19—C20	1.394 (3)
N1—C16	1.328 (3)	C19—C24	1.395 (3)
N1—C8	1.371 (2)	C20—C21	1.393 (3)
N2—C33	1.329 (2)	C20—H20	0.9500
N2—C25	1.369 (2)	C21—C22	1.387 (3)
C1—H1A	0.9800	C21—H21	0.9500
C1—H1B	0.9800	C22—C23	1.397 (3)
C1—H1C	0.9800	C22—H22	0.9500
C2—C7	1.395 (3)	C23—C24	1.389 (3)
C2—C3	1.395 (3)	C23—H23	0.9500
C3—C4	1.392 (3)	C24—H24	0.9500
C3—H3	0.9500	C25—C30	1.410 (3)
C4—C5	1.390 (3)	C25—C26	1.427 (3)
C4—H4	0.9500	C26—C27	1.380 (3)
C5—C6	1.383 (3)	C27—C28	1.411 (3)
C5—H5	0.9500	C27—H27	0.9500
C6—C7	1.394 (3)	C28—C29	1.374 (3)
C6—H6	0.9500	C28—H28	0.9500
C7—H7	0.9500	C29—C30	1.417 (3)
C8—C9	1.419 (3)	C29—H29	0.9500
C8—C13	1.416 (3)	C30—C31	1.416 (3)
C9—C10	1.380 (3)	C31—C32	1.368 (3)
C10—C11	1.409 (3)	C31—H31	0.9500
C10—H10	0.9500	C32—C33	1.410 (3)
C11—C12	1.367 (3)	C32—H32	0.9500
C11—H11	0.9500	C33—C34	1.501 (3)
C12—C13	1.419 (3)	C34—H34A	0.9800
C12—H12	0.9500	C34—H34B	0.9800
C13—C14	1.409 (3)	C34—H34C	0.9800
O1—Sn1—C1	108.71 (7)	C15—C14—H14	119.8
O1—Sn1—C2	112.83 (6)	C13—C14—H14	119.8
C1—Sn1—C2	137.69 (8)	C14—C15—C16	120.02 (18)
O1—Sn1—N1	75.16 (5)	C14—C15—H15	120.0
C1—Sn1—N1	91.64 (7)	C16—C15—H15	120.0
C2—Sn1—N1	91.31 (6)	N1—C16—C15	120.90 (18)
O1—Sn1—Cl1	85.61 (4)	N1—C16—C17	119.13 (18)
C1—Sn1—Cl1	95.99 (7)	C15—C16—C17	119.96 (18)
C2—Sn1—Cl1	94.87 (5)	C16—C17—H17A	109.5
N1—Sn1—Cl1	160.71 (4)	C16—C17—H17B	109.5
O2—Sn2—C18	112.03 (8)	H17A—C17—H17B	109.5
O2—Sn2—C19	122.67 (7)	C16—C17—H17C	109.5
C18—Sn2—C19	124.82 (8)	H17A—C17—H17C	109.5
O2—Sn2—N2	74.98 (5)	H17B—C17—H17C	109.5
C18—Sn2—N2	95.47 (7)	Sn2—C18—H18A	109.5
C19—Sn2—N2	91.97 (7)	Sn2—C18—H18B	109.5
O2—Sn2—Cl2	84.65 (4)	H18A—C18—H18B	109.5
C18—Sn2—Cl2	98.01 (6)	Sn2—C18—H18C	109.5
C19—Sn2—Cl2	93.80 (5)	H18A—C18—H18C	109.5
N2—Sn2—Cl2	158.67 (4)	H18B—C18—H18C	109.5
C9—O1—Sn1	119.74 (12)	C20—C19—C24	119.20 (18)
C26—O2—Sn2	119.64 (11)	C20—C19—Sn2	116.76 (15)
C16—N1—C8	119.70 (17)	C24—C19—Sn2	124.03 (14)
C16—N1—Sn1	131.88 (13)	C21—C20—C19	120.5 (2)
C8—N1—Sn1	108.34 (12)	C21—C20—H20	119.7
C33—N2—C25	119.66 (17)	C19—C20—H20	119.7
C33—N2—Sn2	130.84 (14)	C22—C21—C20	120.1 (2)
C25—N2—Sn2	109.28 (12)	C22—C21—H21	119.9
Sn1—C1—H1A	109.5	C20—C21—H21	119.9
Sn1—C1—H1B	109.5	C21—C22—C23	119.53 (19)
H1A—C1—H1B	109.5	C21—C22—H22	120.2
Sn1—C1—H1C	109.5	C23—C22—H22	120.2
H1A—C1—H1C	109.5	C24—C23—C22	120.4 (2)
H1B—C1—H1C	109.5	C24—C23—H23	119.8
C7—C2—C3	118.14 (17)	C22—C23—H23	119.8
C7—C2—Sn1	119.86 (14)	C23—C24—C19	120.24 (19)
C3—C2—Sn1	122.00 (13)	C23—C24—H24	119.9
C4—C3—C2	121.18 (18)	C19—C24—H24	119.9
C4—C3—H3	119.4	N2—C25—C30	122.83 (17)
C2—C3—H3	119.4	N2—C25—C26	116.11 (17)
C5—C4—C3	119.90 (19)	C30—C25—C26	121.05 (17)
C5—C4—H4	120.1	O2—C26—C27	122.30 (17)
C3—C4—H4	120.1	O2—C26—C25	119.32 (17)
C6—C5—C4	119.67 (19)	C27—C26—C25	118.38 (17)
C6—C5—H5	120.2	C26—C27—C28	120.38 (18)
C4—C5—H5	120.2	C26—C27—H27	119.8
C5—C6—C7	120.25 (19)	C28—C27—H27	119.8
C5—C6—H6	119.9	C29—C28—C27	121.87 (18)
C7—C6—H6	119.9	C29—C28—H28	119.1
C2—C7—C6	120.86 (19)	C27—C28—H28	119.1
C2—C7—H7	119.6	C28—C29—C30	119.20 (18)
C6—C7—H7	119.6	C28—C29—H29	120.4
N1—C8—C9	117.15 (17)	C30—C29—H29	120.4
N1—C8—C13	122.24 (17)	C25—C30—C29	119.07 (18)
C9—C8—C13	120.61 (17)	C25—C30—C31	116.50 (18)
O1—C9—C10	121.69 (17)	C29—C30—C31	124.43 (19)
O1—C9—C8	119.60 (17)	C32—C31—C30	119.56 (19)
C10—C9—C8	118.71 (17)	C32—C31—H31	120.2
C9—C10—C11	120.56 (18)	C30—C31—H31	120.2
C9—C10—H10	119.7	C31—C32—C33	120.92 (19)
C11—C10—H10	119.7	C31—C32—H32	119.5
C12—C11—C10	121.57 (18)	C33—C32—H32	119.5
C12—C11—H11	119.2	N2—C33—C32	120.46 (19)
C10—C11—H11	119.2	N2—C33—C34	118.72 (18)
C11—C12—C13	119.45 (18)	C32—C33—C34	120.82 (18)
C11—C12—H12	120.3	C33—C34—H34A	109.5
C13—C12—H12	120.3	C33—C34—H34B	109.5
C14—C13—C8	116.55 (18)	H34A—C34—H34B	109.5
C14—C13—C12	124.39 (18)	C33—C34—H34C	109.5
C8—C13—C12	119.03 (18)	H34A—C34—H34C	109.5
C15—C14—C13	120.41 (18)	H34B—C34—H34C	109.5
C1—Sn1—O1—C9	86.63 (15)	C9—C8—C13—C12	2.8 (3)
C2—Sn1—O1—C9	−85.08 (14)	C11—C12—C13—C14	177.05 (18)
N1—Sn1—O1—C9	−0.01 (13)	C11—C12—C13—C8	−0.7 (3)
Cl1—Sn1—O1—C9	−178.52 (13)	C8—C13—C14—C15	−3.0 (3)
C18—Sn2—O2—C26	96.62 (15)	C12—C13—C14—C15	179.17 (18)
C19—Sn2—O2—C26	−75.80 (15)	C13—C14—C15—C16	−0.6 (3)
N2—Sn2—O2—C26	6.74 (13)	C8—N1—C16—C15	−2.7 (3)
Cl2—Sn2—O2—C26	−166.89 (13)	Sn1—N1—C16—C15	173.62 (13)
O1—Sn1—N1—C16	−177.13 (18)	C8—N1—C16—C17	175.68 (17)
C1—Sn1—N1—C16	73.95 (18)	Sn1—N1—C16—C17	−8.0 (3)
C2—Sn1—N1—C16	−63.84 (17)	C14—C15—C16—N1	3.7 (3)
Cl1—Sn1—N1—C16	−172.62 (12)	C14—C15—C16—C17	−174.72 (18)
O1—Sn1—N1—C8	−0.49 (11)	O2—Sn2—C19—C20	−129.96 (13)
C1—Sn1—N1—C8	−109.41 (13)	C18—Sn2—C19—C20	58.60 (17)
C2—Sn1—N1—C8	112.81 (12)	N2—Sn2—C19—C20	156.66 (14)
Cl1—Sn1—N1—C8	4.0 (2)	Cl2—Sn2—C19—C20	−43.89 (14)
O2—Sn2—N2—C33	178.56 (19)	O2—Sn2—C19—C24	48.84 (17)
C18—Sn2—N2—C33	67.19 (19)	C18—Sn2—C19—C24	−122.60 (16)
C19—Sn2—N2—C33	−58.07 (18)	N2—Sn2—C19—C24	−24.54 (16)
Cl2—Sn2—N2—C33	−163.77 (13)	Cl2—Sn2—C19—C24	134.91 (15)
O2—Sn2—N2—C25	−6.99 (12)	C24—C19—C20—C21	0.6 (3)
C18—Sn2—N2—C25	−118.37 (14)	Sn2—C19—C20—C21	179.43 (14)
C19—Sn2—N2—C25	116.37 (13)	C19—C20—C21—C22	−1.7 (3)
Cl2—Sn2—N2—C25	10.7 (2)	C20—C21—C22—C23	1.1 (3)
O1—Sn1—C2—C7	−109.70 (15)	C21—C22—C23—C24	0.6 (3)
C1—Sn1—C2—C7	82.00 (19)	C22—C23—C24—C19	−1.7 (3)
N1—Sn1—C2—C7	175.87 (15)	C20—C19—C24—C23	1.1 (3)
Cl1—Sn1—C2—C7	−22.43 (15)	Sn2—C19—C24—C23	−177.64 (14)
O1—Sn1—C2—C3	70.31 (16)	C33—N2—C25—C30	3.0 (3)
C1—Sn1—C2—C3	−97.99 (18)	Sn2—N2—C25—C30	−172.16 (15)
N1—Sn1—C2—C3	−4.12 (16)	C33—N2—C25—C26	−178.34 (17)
Cl1—Sn1—C2—C3	157.58 (15)	Sn2—N2—C25—C26	6.5 (2)
C7—C2—C3—C4	0.2 (3)	Sn2—O2—C26—C27	173.01 (14)
Sn1—C2—C3—C4	−179.81 (15)	Sn2—O2—C26—C25	−5.7 (2)
C2—C3—C4—C5	0.2 (3)	N2—C25—C26—O2	−1.5 (3)
C3—C4—C5—C6	−0.6 (3)	C30—C25—C26—O2	177.18 (17)
C4—C5—C6—C7	0.6 (3)	N2—C25—C26—C27	179.74 (17)
C3—C2—C7—C6	−0.2 (3)	C30—C25—C26—C27	−1.6 (3)
Sn1—C2—C7—C6	179.83 (15)	O2—C26—C27—C28	−176.31 (18)
C5—C6—C7—C2	−0.2 (3)	C25—C26—C27—C28	2.4 (3)
C16—N1—C8—C9	178.02 (17)	C26—C27—C28—C29	−1.1 (3)
Sn1—N1—C8—C9	0.90 (19)	C27—C28—C29—C30	−1.1 (3)
C16—N1—C8—C13	−1.2 (3)	N2—C25—C30—C29	178.00 (18)
Sn1—N1—C8—C13	−178.32 (14)	C26—C25—C30—C29	−0.6 (3)
Sn1—O1—C9—C10	−178.73 (13)	N2—C25—C30—C31	−1.9 (3)
Sn1—O1—C9—C8	0.5 (2)	C26—C25—C30—C31	179.53 (18)
N1—C8—C9—O1	−1.0 (3)	C28—C29—C30—C25	1.9 (3)
C13—C8—C9—O1	178.21 (16)	C28—C29—C30—C31	−178.2 (2)
N1—C8—C9—C10	178.27 (16)	C25—C30—C31—C32	−0.4 (3)
C13—C8—C9—C10	−2.5 (3)	C29—C30—C31—C32	179.8 (2)
O1—C9—C10—C11	179.46 (17)	C30—C31—C32—C33	1.5 (3)
C8—C9—C10—C11	0.2 (3)	C25—N2—C33—C32	−1.8 (3)
C9—C10—C11—C12	1.9 (3)	Sn2—N2—C33—C32	172.16 (15)
C10—C11—C12—C13	−1.6 (3)	C25—N2—C33—C34	178.06 (18)
N1—C8—C13—C14	4.0 (3)	Sn2—N2—C33—C34	−8.0 (3)
C9—C8—C13—C14	−175.16 (16)	C31—C32—C33—N2	−0.4 (3)
N1—C8—C13—C12	−178.03 (16)	C31—C32—C33—C34	179.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4···Cl1i	0.95	2.83	3.6898 (19)	152
C22—H22···Cl2i	0.95	2.76	3.705 (2)	177
C10—H10···O1ii	0.95	2.59	3.454 (2)	152

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C4—H4⋯Cl1i	0.95	2.83	3.6898 (19)	152
C22—H22⋯Cl2i	0.95	2.76	3.705 (2)	177
C10—H10⋯O1ii	0.95	2.59	3.454 (2)	152

Symmetry codes: (i) ; (ii) .