Bis(μ-quinolin-8-olato)-κN,O:O;κO:N,O-bis-[chloridomethyl-phenyl-tin(IV)].

The Sn(IV) atom in the centrosymmetric dinculear title compound, [Sn(2)(CH(3))(2)(C(6)H(5))(2)(C(9)H(6)NO)(2)Cl(2)], shows a trans-C(2)SnNO(2)Cl distorted octa-hedral coordination [C-Sn-C = 157.83 (8)°]. The quinolin-8-olate anion chelates to the Sn atom; its O atom also binds to the inversion-related Sn atom, forming the dinuclear compound. In the crystal structure, weak inter-molecular C-H⋯Cl hydrogen bonding links the mol-ecules, forming supra-molecular chains running along [100].

Related literature

For related structures, see: Ng et al. (1989 ▶); Shi & Hu (1987 ▶).

Experimental

Crystal data

[Sn2(CH3)2(C6H5)2(C9H6NO)2Cl2]

M = 780.84

Monoclinic,

a = 7.9967 (5) Å

b = 17.8081 (10) Å

c = 10.1623 (6) Å

β = 95.232 (1)°

V = 1441.14 (15) Å3

Z = 2

Mo Kα radiation

μ = 1.95 mm−1

T = 100 K

0.30 × 0.20 × 0.10 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.592, T max = 0.829

9127 measured reflections

3245 independent reflections

3088 reflections with I > 2σ(I)

R int = 0.017

Refinement

R[F 2 > 2σ(F 2)] = 0.018

wR(F 2) = 0.047

S = 1.09

3245 reflections

182 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.52 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/S1600536810027765/xu2799sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810027765/xu2799Isup2.hkl

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

[Sn2(CH3)2(C6H5)2(C9H6NO)2Cl2]	F(000) = 768
Mr = 780.84	Dx = 1.799 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 6739 reflections
a = 7.9967 (5) Å	θ = 2.3–28.3°
b = 17.8081 (10) Å	µ = 1.95 mm−1
c = 10.1623 (6) Å	T = 100 K
β = 95.232 (1)°	Block, yellow
V = 1441.14 (15) Å3	0.30 × 0.20 × 0.10 mm
Z = 2

Bruker SMART APEX diffractometer	3245 independent reflections
Radiation source: fine-focus sealed tube	3088 reflections with I > 2σ(I)
graphite	Rint = 0.017
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→6
Tmin = 0.592, Tmax = 0.829	k = −23→23
9127 measured reflections	l = −12→12

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)] = 0.018	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.047	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.021P)2 + 1.1915P] where P = (Fo2 + 2Fc2)/3
3245 reflections	(Δ/σ)max = 0.001
182 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.52 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.569331 (15)	0.585876 (6)	0.601796 (12)	0.01090 (5)
Cl1	0.70000 (6)	0.71504 (2)	0.65698 (5)	0.01757 (10)
O1	0.42527 (16)	0.48265 (7)	0.60854 (13)	0.0135 (3)
N1	0.4714 (2)	0.58459 (8)	0.80183 (16)	0.0121 (3)
C1	0.8095 (2)	0.53633 (10)	0.6389 (2)	0.0167 (4)
H1A	0.7981	0.4816	0.6403	0.025*
H1B	0.8618	0.5536	0.7245	0.025*
H1C	0.8800	0.5508	0.5691	0.025*
C2	0.3678 (2)	0.64342 (9)	0.49452 (19)	0.0130 (4)
C3	0.3885 (3)	0.67691 (11)	0.3733 (2)	0.0169 (4)
H3	0.4928	0.6723	0.3361	0.020*
C4	0.2584 (3)	0.71696 (11)	0.3060 (2)	0.0195 (4)
H4	0.2734	0.7388	0.2226	0.023*
C5	0.1060 (3)	0.72510 (11)	0.3607 (2)	0.0207 (4)
H5	0.0176	0.7533	0.3156	0.025*
C6	0.0837 (3)	0.69195 (11)	0.4814 (2)	0.0206 (4)
H6	−0.0198	0.6975	0.5194	0.025*
C7	0.2136 (2)	0.65061 (10)	0.5464 (2)	0.0164 (4)
H7	0.1967	0.6268	0.6279	0.020*
C8	0.3633 (2)	0.52614 (10)	0.81865 (18)	0.0119 (3)
C9	0.3396 (2)	0.47262 (10)	0.71380 (18)	0.0124 (3)
C10	0.2317 (2)	0.41329 (10)	0.7296 (2)	0.0147 (4)
H10	0.2124	0.3772	0.6611	0.018*
C11	0.1502 (2)	0.40557 (10)	0.8459 (2)	0.0173 (4)
H11	0.0772	0.3641	0.8544	0.021*
C12	0.1735 (2)	0.45627 (10)	0.9470 (2)	0.0162 (4)
H12	0.1177	0.4497	1.0248	0.019*
C13	0.2812 (2)	0.51873 (10)	0.93531 (19)	0.0133 (4)
C14	0.3148 (3)	0.57403 (11)	1.0345 (2)	0.0160 (4)
H14	0.2616	0.5713	1.1142	0.019*
C15	0.4242 (2)	0.63159 (10)	1.0154 (2)	0.0165 (4)
H15	0.4471	0.6688	1.0816	0.020*
C16	0.5016 (2)	0.63503 (10)	0.89730 (19)	0.0146 (4)
H16	0.5781	0.6747	0.8851	0.018*

	U11	U22	U33	U12	U13	U23
Sn1	0.01182 (7)	0.01028 (7)	0.01071 (8)	0.00014 (4)	0.00166 (5)	0.00028 (4)
Cl1	0.0161 (2)	0.01251 (19)	0.0241 (3)	−0.00307 (15)	0.00144 (18)	−0.00177 (16)
O1	0.0167 (6)	0.0120 (6)	0.0123 (7)	−0.0016 (5)	0.0041 (5)	−0.0008 (5)
N1	0.0147 (8)	0.0107 (7)	0.0110 (8)	0.0009 (5)	0.0018 (6)	0.0001 (5)
C1	0.0155 (9)	0.0161 (8)	0.0185 (10)	0.0022 (7)	0.0006 (7)	−0.0006 (7)
C2	0.0149 (9)	0.0093 (7)	0.0144 (9)	−0.0004 (6)	−0.0006 (7)	−0.0027 (6)
C3	0.0181 (9)	0.0157 (8)	0.0170 (10)	0.0016 (7)	0.0027 (8)	−0.0005 (7)
C4	0.0269 (11)	0.0179 (9)	0.0133 (10)	0.0027 (8)	−0.0012 (8)	0.0020 (7)
C5	0.0206 (10)	0.0178 (9)	0.0221 (11)	0.0035 (7)	−0.0064 (8)	−0.0015 (8)
C6	0.0146 (9)	0.0228 (10)	0.0242 (11)	0.0002 (7)	0.0009 (8)	−0.0043 (8)
C7	0.0179 (9)	0.0182 (9)	0.0131 (10)	−0.0013 (7)	0.0014 (7)	−0.0010 (7)
C8	0.0128 (8)	0.0120 (8)	0.0107 (9)	0.0014 (6)	0.0005 (7)	0.0015 (6)
C9	0.0125 (8)	0.0125 (8)	0.0121 (9)	0.0027 (6)	0.0007 (7)	0.0012 (7)
C10	0.0154 (9)	0.0127 (8)	0.0159 (10)	−0.0003 (6)	0.0006 (7)	−0.0013 (7)
C11	0.0147 (9)	0.0143 (8)	0.0232 (11)	−0.0018 (7)	0.0030 (8)	0.0026 (7)
C12	0.0149 (9)	0.0178 (9)	0.0169 (10)	0.0018 (7)	0.0057 (7)	0.0032 (7)
C13	0.0135 (9)	0.0145 (8)	0.0122 (9)	0.0030 (6)	0.0019 (7)	0.0002 (7)
C14	0.0207 (10)	0.0196 (9)	0.0084 (9)	0.0042 (7)	0.0045 (7)	−0.0001 (7)
C15	0.0208 (10)	0.0157 (8)	0.0128 (10)	0.0035 (7)	−0.0001 (8)	−0.0033 (7)
C16	0.0155 (9)	0.0132 (8)	0.0148 (10)	0.0007 (7)	−0.0003 (7)	−0.0010 (7)

Sn1—C1	2.1162 (19)	C5—H5	0.9500
Sn1—C2	2.1248 (18)	C6—C7	1.390 (3)
Sn1—O1	2.1739 (13)	C6—H6	0.9500
Sn1—O1i	2.4651 (13)	C7—H7	0.9500
Sn1—N1	2.2442 (16)	C8—C13	1.413 (3)
Sn1—Cl1	2.5672 (5)	C8—C9	1.429 (2)
O1—C9	1.334 (2)	C9—C10	1.383 (3)
O1—Sn1i	2.4651 (13)	C10—C11	1.408 (3)
N1—C16	1.328 (2)	C10—H10	0.9500
N1—C8	1.373 (2)	C11—C12	1.367 (3)
C1—H1A	0.9800	C11—H11	0.9500
C1—H1B	0.9800	C12—C13	1.419 (3)
C1—H1C	0.9800	C12—H12	0.9500
C2—C3	1.392 (3)	C13—C14	1.417 (3)
C2—C7	1.391 (3)	C14—C15	1.373 (3)
C3—C4	1.388 (3)	C14—H14	0.9500
C3—H3	0.9500	C15—C16	1.401 (3)
C4—C5	1.393 (3)	C15—H15	0.9500
C4—H4	0.9500	C16—H16	0.9500
C5—C6	1.387 (3)
C1—Sn1—C2	157.83 (8)	C6—C5—C4	119.75 (19)
C1—Sn1—O1	96.71 (6)	C6—C5—H5	120.1
C2—Sn1—O1	92.56 (6)	C4—C5—H5	120.1
C1—Sn1—N1	102.73 (7)	C5—C6—C7	119.69 (19)
C2—Sn1—N1	99.13 (7)	C5—C6—H6	120.2
O1—Sn1—N1	74.52 (5)	C7—C6—H6	120.2
C1—Sn1—O1i	81.99 (6)	C2—C7—C6	121.21 (19)
C2—Sn1—O1i	82.31 (6)	C2—C7—H7	119.4
O1—Sn1—O1i	70.12 (5)	C6—C7—H7	119.4
N1—Sn1—O1i	144.64 (5)	N1—C8—C13	121.40 (16)
C1—Sn1—Cl1	89.42 (5)	N1—C8—C9	117.06 (16)
C2—Sn1—Cl1	87.39 (5)	C13—C8—C9	121.54 (16)
O1—Sn1—Cl1	163.16 (4)	O1—C9—C10	124.56 (17)
N1—Sn1—Cl1	88.85 (4)	O1—C9—C8	117.74 (16)
O1i—Sn1—Cl1	126.44 (3)	C10—C9—C8	117.69 (17)
C9—O1—Sn1	116.80 (11)	C9—C10—C11	120.93 (18)
C9—O1—Sn1i	132.84 (11)	C9—C10—H10	119.5
Sn1—O1—Sn1i	109.88 (5)	C11—C10—H10	119.5
C16—N1—C8	119.75 (17)	C12—C11—C10	121.63 (18)
C16—N1—Sn1	126.85 (13)	C12—C11—H11	119.2
C8—N1—Sn1	113.33 (12)	C10—C11—H11	119.2
Sn1—C1—H1A	109.5	C11—C12—C13	119.79 (18)
Sn1—C1—H1B	109.5	C11—C12—H12	120.1
H1A—C1—H1B	109.5	C13—C12—H12	120.1
Sn1—C1—H1C	109.5	C14—C13—C8	117.37 (17)
H1A—C1—H1C	109.5	C14—C13—C12	124.21 (18)
H1B—C1—H1C	109.5	C8—C13—C12	118.41 (17)
C3—C2—C7	118.50 (18)	C15—C14—C13	119.99 (18)
C3—C2—Sn1	121.01 (14)	C15—C14—H14	120.0
C7—C2—Sn1	120.46 (14)	C13—C14—H14	120.0
C2—C3—C4	120.78 (19)	C14—C15—C16	119.41 (18)
C2—C3—H3	119.6	C14—C15—H15	120.3
C4—C3—H3	119.6	C16—C15—H15	120.3
C5—C4—C3	120.03 (19)	N1—C16—C15	122.08 (17)
C5—C4—H4	120.0	N1—C16—H16	119.0
C3—C4—H4	120.0	C15—C16—H16	119.0
C1—Sn1—O1—C9	107.94 (13)	C3—C4—C5—C6	−1.1 (3)
C2—Sn1—O1—C9	−92.24 (13)	C4—C5—C6—C7	−0.2 (3)
N1—Sn1—O1—C9	6.53 (12)	C3—C2—C7—C6	−1.8 (3)
O1i—Sn1—O1—C9	−173.12 (15)	Sn1—C2—C7—C6	176.04 (14)
Cl1—Sn1—O1—C9	−2.8 (2)	C5—C6—C7—C2	1.7 (3)
C1—Sn1—O1—Sn1i	−78.95 (7)	C16—N1—C8—C13	0.7 (3)
C2—Sn1—O1—Sn1i	80.88 (7)	Sn1—N1—C8—C13	−176.16 (13)
N1—Sn1—O1—Sn1i	179.65 (7)	C16—N1—C8—C9	−178.36 (16)
O1i—Sn1—O1—Sn1i	0.0	Sn1—N1—C8—C9	4.7 (2)
Cl1—Sn1—O1—Sn1i	170.35 (8)	Sn1—O1—C9—C10	174.90 (14)
C1—Sn1—N1—C16	83.99 (16)	Sn1i—O1—C9—C10	3.7 (3)
C2—Sn1—N1—C16	−92.33 (16)	Sn1—O1—C9—C8	−6.4 (2)
O1—Sn1—N1—C16	177.53 (16)	Sn1i—O1—C9—C8	−177.52 (11)
O1i—Sn1—N1—C16	178.10 (13)	N1—C8—C9—O1	0.9 (2)
Cl1—Sn1—N1—C16	−5.16 (15)	C13—C8—C9—O1	−178.23 (16)
C1—Sn1—N1—C8	−99.37 (13)	N1—C8—C9—C10	179.70 (16)
C2—Sn1—N1—C8	84.31 (13)	C13—C8—C9—C10	0.6 (3)
O1—Sn1—N1—C8	−5.84 (12)	O1—C9—C10—C11	177.91 (17)
O1i—Sn1—N1—C8	−5.27 (17)	C8—C9—C10—C11	−0.8 (3)
Cl1—Sn1—N1—C8	171.48 (12)	C9—C10—C11—C12	0.3 (3)
C1—Sn1—C2—C3	−8.7 (3)	C10—C11—C12—C13	0.4 (3)
O1—Sn1—C2—C3	−123.54 (15)	N1—C8—C13—C14	0.0 (3)
N1—Sn1—C2—C3	161.73 (14)	C9—C8—C13—C14	179.06 (17)
O1i—Sn1—C2—C3	−53.99 (15)	N1—C8—C13—C12	−178.93 (16)
Cl1—Sn1—C2—C3	73.32 (14)	C9—C8—C13—C12	0.1 (3)
C1—Sn1—C2—C7	173.51 (16)	C11—C12—C13—C14	−179.50 (19)
O1—Sn1—C2—C7	58.69 (15)	C11—C12—C13—C8	−0.6 (3)
N1—Sn1—C2—C7	−16.04 (15)	C8—C13—C14—C15	−0.4 (3)
O1i—Sn1—C2—C7	128.23 (15)	C12—C13—C14—C15	178.46 (18)
Cl1—Sn1—C2—C7	−104.46 (14)	C13—C14—C15—C16	0.1 (3)
C7—C2—C3—C4	0.4 (3)	C8—N1—C16—C15	−1.1 (3)
Sn1—C2—C3—C4	−177.45 (14)	Sn1—N1—C16—C15	175.35 (13)
C2—C3—C4—C5	1.1 (3)	C14—C15—C16—N1	0.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C6—H6···Cl1ii	0.95	2.76	3.710 (2)	174

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C6—H6⋯Cl1i	0.95	2.76	3.710 (2)	174

Symmetry code: (i) .