Dichloridobis(5,7-dichloro-quinolin-8-olato-κN,O)tin(IV).

The Sn(IV) atom in the title compound, [Sn(C(9)H(4)Cl(2)NO)(2)Cl(2)], is chelated by the substituted quinolin-8-olate anions in a distorted octa-hedral geometry. The N-donor atoms are in a cis alignment as are the Cl atoms; the O atoms are trans to each other.

Related literature

For the structure of dichloridobis(quinolin-8-olato)tin(IV), which shows a very similar coordination geometry, see: Archer et al. (1987 ▶).

Experimental

Crystal data

[Sn(C9H4Cl2NO)2Cl2]

M = 615.65

Monoclinic,

a = 15.2459 (2) Å

b = 8.9262 (1) Å

c = 15.8541 (2) Å

β = 110.381 (1)°

V = 2022.48 (4) Å3

Z = 4

Mo Kα radiation

μ = 2.08 mm−1

T = 100 (2) K

0.28 × 0.22 × 0.18 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.594, T max = 0.706

18582 measured reflections

4651 independent reflections

4218 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.079

S = 1.06

4651 reflections

262 parameters

H-atom parameters constrained

Δρmax = 0.59 e Å−3

Δρmin = −1.25 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/S1600536809004371/bt2866sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809004371/bt2866Isup2.hkl

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

[Sn(C9H4Cl2NO)2Cl2]	F(000) = 1192
Mr = 615.65	Dx = 2.022 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9940 reflections
a = 15.2459 (2) Å	θ = 2.6–28.3°
b = 8.9262 (1) Å	µ = 2.08 mm−1
c = 15.8541 (2) Å	T = 100 K
β = 110.381 (1)°	Polyhedron, yellow
V = 2022.48 (4) Å3	0.28 × 0.22 × 0.18 mm
Z = 4

Bruker SMART APEX diffractometer	4651 independent reflections
Radiation source: fine-focus sealed tube	4218 reflections with I > 2σ(I)
graphite	Rint = 0.021
ω scans	θmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −19→19
Tmin = 0.594, Tmax = 0.706	k = −11→11
18582 measured reflections	l = −20→20

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.079	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.0394P)2 + 4.6706P] where P = (Fo2 + 2Fc2)/3
4651 reflections	(Δ/σ)max = 0.001
262 parameters	Δρmax = 0.59 e Å−3
0 restraints	Δρmin = −1.25 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.778941 (13)	0.92337 (2)	0.344613 (13)	0.01736 (7)
Cl1	0.93987 (6)	0.32043 (9)	0.64058 (5)	0.02934 (17)
Cl2	0.84159 (6)	0.38698 (8)	0.28352 (5)	0.02702 (17)
Cl3	0.34831 (5)	1.07293 (11)	0.39582 (6)	0.0343 (2)
Cl4	0.66222 (6)	1.38854 (9)	0.45378 (7)	0.03409 (19)
Cl5	0.70590 (6)	0.98399 (10)	0.19137 (5)	0.02889 (17)
Cl6	0.92679 (6)	1.01709 (10)	0.36724 (6)	0.03319 (19)
O1	0.80174 (15)	0.7039 (2)	0.31888 (13)	0.0191 (4)
O2	0.73412 (14)	1.1077 (2)	0.39671 (15)	0.0205 (4)
N1	0.83134 (16)	0.8252 (3)	0.48199 (16)	0.0171 (5)
N2	0.63835 (17)	0.8521 (3)	0.34618 (16)	0.0192 (5)
C1	0.83654 (19)	0.6170 (3)	0.39116 (19)	0.0169 (5)
C2	0.8582 (2)	0.4680 (3)	0.38683 (19)	0.0183 (6)
C3	0.8920 (2)	0.3773 (3)	0.4644 (2)	0.0198 (6)
H3	0.9064	0.2750	0.4591	0.024*
C4	0.9038 (2)	0.4366 (3)	0.5468 (2)	0.0198 (6)
C5	0.8855 (2)	0.5884 (3)	0.55734 (19)	0.0180 (6)
C6	0.85181 (19)	0.6765 (3)	0.47856 (19)	0.0160 (5)
C7	0.8970 (2)	0.6608 (4)	0.64017 (19)	0.0208 (6)
H7	0.9187	0.6058	0.6949	0.025*
C8	0.8765 (2)	0.8106 (4)	0.6412 (2)	0.0230 (6)
H8	0.8843	0.8598	0.6964	0.028*
C9	0.8441 (2)	0.8900 (3)	0.5600 (2)	0.0202 (6)
H9	0.8310	0.9939	0.5612	0.024*
C10	0.6471 (2)	1.1032 (3)	0.39562 (19)	0.0183 (6)
C11	0.6027 (2)	1.2221 (3)	0.4198 (2)	0.0217 (6)
C12	0.5108 (2)	1.2119 (4)	0.4191 (2)	0.0248 (6)
H12	0.4824	1.2963	0.4356	0.030*
C13	0.4617 (2)	1.0813 (4)	0.3950 (2)	0.0250 (7)
C14	0.5014 (2)	0.9536 (4)	0.37007 (19)	0.0218 (6)
C15	0.5937 (2)	0.9681 (3)	0.37025 (19)	0.0185 (5)
C16	0.4580 (2)	0.8118 (4)	0.3460 (2)	0.0288 (7)
H16	0.3959	0.7965	0.3449	0.035*
C17	0.5055 (2)	0.6976 (4)	0.3246 (2)	0.0299 (7)
H17	0.4771	0.6018	0.3099	0.036*
C18	0.5961 (2)	0.7209 (4)	0.3242 (2)	0.0251 (6)
H18	0.6280	0.6409	0.3077	0.030*

	U11	U22	U33	U12	U13	U23
Sn1	0.01867 (11)	0.01519 (11)	0.01871 (11)	0.00298 (7)	0.00712 (8)	0.00097 (7)
Cl1	0.0364 (4)	0.0257 (4)	0.0232 (4)	0.0040 (3)	0.0070 (3)	0.0099 (3)
Cl2	0.0428 (4)	0.0173 (3)	0.0204 (3)	0.0031 (3)	0.0103 (3)	−0.0020 (3)
Cl3	0.0169 (3)	0.0521 (5)	0.0357 (4)	0.0022 (3)	0.0114 (3)	0.0054 (4)
Cl4	0.0308 (4)	0.0211 (4)	0.0559 (5)	−0.0008 (3)	0.0220 (4)	−0.0073 (4)
Cl5	0.0293 (4)	0.0319 (4)	0.0251 (4)	0.0071 (3)	0.0091 (3)	0.0065 (3)
Cl6	0.0314 (4)	0.0304 (4)	0.0410 (5)	−0.0019 (3)	0.0167 (4)	−0.0024 (4)
O1	0.0251 (10)	0.0166 (10)	0.0150 (9)	0.0032 (8)	0.0063 (8)	0.0006 (8)
O2	0.0167 (10)	0.0175 (10)	0.0293 (11)	−0.0003 (8)	0.0107 (9)	−0.0020 (8)
N1	0.0153 (11)	0.0178 (12)	0.0189 (11)	0.0009 (9)	0.0068 (9)	−0.0013 (9)
N2	0.0204 (12)	0.0201 (12)	0.0162 (11)	−0.0008 (10)	0.0052 (9)	0.0016 (9)
C1	0.0157 (13)	0.0172 (13)	0.0184 (13)	−0.0007 (10)	0.0066 (10)	0.0006 (10)
C2	0.0206 (14)	0.0166 (13)	0.0186 (13)	0.0006 (11)	0.0078 (11)	−0.0016 (11)
C3	0.0189 (14)	0.0174 (13)	0.0232 (14)	0.0001 (11)	0.0074 (11)	0.0014 (11)
C4	0.0168 (13)	0.0226 (15)	0.0186 (13)	−0.0022 (11)	0.0046 (11)	0.0058 (11)
C5	0.0147 (13)	0.0237 (15)	0.0153 (13)	−0.0010 (11)	0.0047 (10)	0.0021 (11)
C6	0.0132 (12)	0.0164 (13)	0.0193 (13)	−0.0006 (10)	0.0069 (10)	−0.0005 (10)
C7	0.0182 (13)	0.0281 (16)	0.0167 (13)	−0.0008 (12)	0.0067 (11)	0.0017 (12)
C8	0.0203 (14)	0.0306 (17)	0.0191 (14)	−0.0005 (12)	0.0083 (11)	−0.0041 (12)
C9	0.0178 (13)	0.0207 (14)	0.0234 (14)	−0.0012 (11)	0.0089 (11)	−0.0046 (11)
C10	0.0181 (13)	0.0205 (14)	0.0173 (13)	0.0009 (11)	0.0074 (11)	0.0025 (11)
C11	0.0217 (14)	0.0201 (14)	0.0245 (14)	0.0027 (12)	0.0094 (12)	0.0016 (11)
C12	0.0228 (15)	0.0299 (17)	0.0233 (15)	0.0079 (13)	0.0099 (12)	0.0042 (12)
C13	0.0146 (13)	0.0381 (18)	0.0224 (15)	0.0029 (12)	0.0067 (11)	0.0061 (13)
C14	0.0189 (14)	0.0290 (16)	0.0159 (13)	−0.0013 (12)	0.0041 (11)	0.0039 (12)
C15	0.0176 (13)	0.0221 (14)	0.0157 (12)	0.0004 (11)	0.0056 (10)	0.0034 (11)
C16	0.0214 (15)	0.041 (2)	0.0229 (15)	−0.0091 (14)	0.0058 (12)	0.0010 (14)
C17	0.0296 (17)	0.0285 (17)	0.0276 (16)	−0.0131 (14)	0.0052 (13)	−0.0049 (13)
C18	0.0288 (16)	0.0243 (16)	0.0208 (14)	−0.0022 (13)	0.0070 (12)	−0.0010 (12)

Sn1—O1	2.055 (2)	C4—C5	1.405 (4)
Sn1—O2	2.061 (2)	C5—C6	1.413 (4)
Sn1—N1	2.222 (2)	C5—C7	1.419 (4)
Sn1—N2	2.244 (2)	C7—C8	1.374 (5)
Sn1—Cl6	2.3122 (9)	C7—H7	0.9500
Sn1—Cl5	2.3561 (8)	C8—C9	1.400 (4)
Cl1—C4	1.737 (3)	C8—H8	0.9500
Cl2—C2	1.726 (3)	C9—H9	0.9500
Cl3—C13	1.735 (3)	C10—C11	1.383 (4)
Cl4—C11	1.726 (3)	C10—C15	1.432 (4)
O1—C1	1.332 (3)	C11—C12	1.401 (4)
O2—C10	1.321 (4)	C12—C13	1.366 (5)
N1—C9	1.316 (4)	C12—H12	0.9500
N1—C6	1.369 (4)	C13—C14	1.411 (5)
N2—C18	1.323 (4)	C14—C15	1.412 (4)
N2—C15	1.365 (4)	C14—C16	1.418 (5)
C1—C2	1.378 (4)	C16—C17	1.361 (5)
C1—C6	1.425 (4)	C16—H16	0.9500
C2—C3	1.411 (4)	C17—C18	1.400 (5)
C3—C4	1.362 (4)	C17—H17	0.9500
C3—H3	0.9500	C18—H18	0.9500
O1—Sn1—O2	160.55 (8)	N1—C6—C1	116.0 (3)
O1—Sn1—N1	77.91 (8)	C5—C6—C1	122.5 (3)
O2—Sn1—N1	88.76 (9)	C8—C7—C5	119.9 (3)
O1—Sn1—N2	87.73 (9)	C8—C7—H7	120.0
O2—Sn1—N2	76.73 (9)	C5—C7—H7	120.0
N1—Sn1—N2	84.03 (9)	C7—C8—C9	119.4 (3)
O1—Sn1—Cl6	98.77 (6)	C7—C8—H8	120.3
O2—Sn1—Cl6	95.19 (6)	C9—C8—H8	120.3
N1—Sn1—Cl6	89.56 (7)	N1—C9—C8	122.0 (3)
N2—Sn1—Cl6	169.75 (7)	N1—C9—H9	119.0
O1—Sn1—Cl5	93.79 (6)	C8—C9—H9	119.0
O2—Sn1—Cl5	97.26 (6)	O2—C10—C11	124.0 (3)
N1—Sn1—Cl5	168.73 (7)	O2—C10—C15	120.0 (3)
N2—Sn1—Cl5	88.07 (6)	C11—C10—C15	116.0 (3)
Cl6—Sn1—Cl5	99.32 (3)	C10—C11—C12	122.2 (3)
C1—O1—Sn1	115.39 (17)	C10—C11—Cl4	119.5 (2)
C10—O2—Sn1	116.24 (18)	C12—C11—Cl4	118.3 (2)
C9—N1—C6	120.2 (3)	C13—C12—C11	120.4 (3)
C9—N1—Sn1	129.2 (2)	C13—C12—H12	119.8
C6—N1—Sn1	110.64 (18)	C11—C12—H12	119.8
C18—N2—C15	120.1 (3)	C12—C13—C14	121.5 (3)
C18—N2—Sn1	128.8 (2)	C12—C13—Cl3	119.0 (3)
C15—N2—Sn1	111.08 (19)	C14—C13—Cl3	119.5 (3)
O1—C1—C2	123.4 (3)	C15—C14—C13	116.7 (3)
O1—C1—C6	120.0 (3)	C15—C14—C16	117.0 (3)
C2—C1—C6	116.6 (3)	C13—C14—C16	126.3 (3)
C1—C2—C3	122.1 (3)	N2—C15—C14	121.6 (3)
C1—C2—Cl2	119.5 (2)	N2—C15—C10	115.3 (3)
C3—C2—Cl2	118.4 (2)	C14—C15—C10	123.2 (3)
C4—C3—C2	120.0 (3)	C17—C16—C14	119.8 (3)
C4—C3—H3	120.0	C17—C16—H16	120.1
C2—C3—H3	120.0	C14—C16—H16	120.1
C3—C4—C5	121.5 (3)	C16—C17—C18	120.1 (3)
C3—C4—Cl1	119.1 (2)	C16—C17—H17	119.9
C5—C4—Cl1	119.4 (2)	C18—C17—H17	119.9
C4—C5—C6	117.2 (3)	N2—C18—C17	121.4 (3)
C4—C5—C7	125.7 (3)	N2—C18—H18	119.3
C6—C5—C7	117.0 (3)	C17—C18—H18	119.3
N1—C6—C5	121.5 (3)
O2—Sn1—O1—C1	−49.4 (3)	Sn1—N1—C6—C1	0.3 (3)
N1—Sn1—O1—C1	−1.69 (19)	C4—C5—C6—N1	179.5 (3)
N2—Sn1—O1—C1	−86.08 (19)	C7—C5—C6—N1	0.1 (4)
Cl6—Sn1—O1—C1	85.96 (19)	C4—C5—C6—C1	−0.1 (4)
Cl5—Sn1—O1—C1	−173.99 (18)	C7—C5—C6—C1	−179.5 (3)
O1—Sn1—O2—C10	−45.4 (4)	O1—C1—C6—N1	−1.9 (4)
N1—Sn1—O2—C10	−91.7 (2)	C2—C1—C6—N1	179.0 (2)
N2—Sn1—O2—C10	−7.57 (19)	O1—C1—C6—C5	177.8 (3)
Cl6—Sn1—O2—C10	178.82 (19)	C2—C1—C6—C5	−1.3 (4)
Cl5—Sn1—O2—C10	78.7 (2)	C4—C5—C7—C8	179.9 (3)
O1—Sn1—N1—C9	−179.7 (3)	C6—C5—C7—C8	−0.7 (4)
O2—Sn1—N1—C9	−13.9 (2)	C5—C7—C8—C9	0.2 (4)
N2—Sn1—N1—C9	−90.7 (3)	C6—N1—C9—C8	−1.5 (4)
Cl6—Sn1—N1—C9	81.3 (2)	Sn1—N1—C9—C8	178.9 (2)
Cl5—Sn1—N1—C9	−136.4 (3)	C7—C8—C9—N1	0.9 (5)
O1—Sn1—N1—C6	0.71 (18)	Sn1—O2—C10—C11	−173.6 (2)
O2—Sn1—N1—C6	166.44 (19)	Sn1—O2—C10—C15	7.9 (3)
N2—Sn1—N1—C6	89.65 (19)	O2—C10—C11—C12	−178.9 (3)
Cl6—Sn1—N1—C6	−98.36 (18)	C15—C10—C11—C12	−0.3 (4)
Cl5—Sn1—N1—C6	43.9 (4)	O2—C10—C11—Cl4	0.0 (4)
O1—Sn1—N2—C18	−8.2 (3)	C15—C10—C11—Cl4	178.6 (2)
O2—Sn1—N2—C18	−176.5 (3)	C10—C11—C12—C13	0.6 (5)
N1—Sn1—N2—C18	−86.3 (3)	Cl4—C11—C12—C13	−178.3 (2)
Cl6—Sn1—N2—C18	−137.9 (3)	C11—C12—C13—C14	−0.1 (5)
Cl5—Sn1—N2—C18	85.6 (3)	C11—C12—C13—Cl3	179.6 (2)
O1—Sn1—N2—C15	174.68 (19)	C12—C13—C14—C15	−0.7 (4)
O2—Sn1—N2—C15	6.47 (18)	Cl3—C13—C14—C15	179.6 (2)
N1—Sn1—N2—C15	96.60 (19)	C12—C13—C14—C16	178.4 (3)
Cl6—Sn1—N2—C15	45.0 (5)	Cl3—C13—C14—C16	−1.3 (4)
Cl5—Sn1—N2—C15	−91.45 (18)	C18—N2—C15—C14	−1.8 (4)
Sn1—O1—C1—C2	−178.4 (2)	Sn1—N2—C15—C14	175.6 (2)
Sn1—O1—C1—C6	2.5 (3)	C18—N2—C15—C10	178.0 (3)
O1—C1—C2—C3	−177.7 (3)	Sn1—N2—C15—C10	−4.6 (3)
C6—C1—C2—C3	1.3 (4)	C13—C14—C15—N2	−179.2 (3)
O1—C1—C2—Cl2	0.8 (4)	C16—C14—C15—N2	1.6 (4)
C6—C1—C2—Cl2	179.9 (2)	C13—C14—C15—C10	1.1 (4)
C1—C2—C3—C4	0.1 (4)	C16—C14—C15—C10	−178.1 (3)
Cl2—C2—C3—C4	−178.4 (2)	O2—C10—C15—N2	−1.7 (4)
C2—C3—C4—C5	−1.7 (4)	C11—C10—C15—N2	179.7 (3)
C2—C3—C4—Cl1	176.8 (2)	O2—C10—C15—C14	178.1 (3)
C3—C4—C5—C6	1.6 (4)	C11—C10—C15—C14	−0.6 (4)
Cl1—C4—C5—C6	−176.9 (2)	C15—C14—C16—C17	0.1 (4)
C3—C4—C5—C7	−179.0 (3)	C13—C14—C16—C17	−179.1 (3)
Cl1—C4—C5—C7	2.5 (4)	C14—C16—C17—C18	−1.5 (5)
C9—N1—C6—C5	1.0 (4)	C15—N2—C18—C17	0.2 (4)
Sn1—N1—C6—C5	−179.3 (2)	Sn1—N2—C18—C17	−176.6 (2)
C9—N1—C6—C1	−179.4 (3)	C16—C17—C18—N2	1.5 (5)