Dichloridobis(5,7-dichloro­quinolin-8-olato-κ²N,O)tin(IV)

The Sn^IV atom in the title compound, [Sn(C₉H₄Cl₂NO)₂Cl₂], is chelated by the substituted quinolin-8-olate anions in a distorted octa­hedral geometry. The N-donor atoms are in a cis alignment as are the Cl atoms; the O atoms are trans to each other.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.026
• wR factor = 0.079
• Data-to-parameter ratio = 17.8

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sn1    --  Cl5     ..      10.91 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Sn1    --  Cl6     ..      21.12 su

Alert level C
            Value of measurement temperature given =   100.000
            Value of melting point given =     0.000
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.97
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?

   0 ALERT level A = In general: serious problem
   2 ALERT level B = Potentially serious problem
   2 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

---

Related literature

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

S1. Experimental

5,7-Dichloro-8-hydroxyquinoline (1 mmol, 0.21 g) was added to a solution of stannous chloride (1 mmol, 0.23) in DMSO (20 ml). The clear solution was set aside for several days to yield yellow crystals. These crystals are stable when heated at 573 K.

S2. Refinement

H-atoms were placed in calculated positions (C—H 0.93 Å) and were included in the refinement in the riding model approximation, with U(H) set to 1.2U(C). The final difference Fourier map had a large peak/deep hole at about 1 Å from the Sn atom.

Computing details

Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008); 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).

Figures

Fig. 1. Anisotropic displacement ellipsoid plot (Barbour, 2001) of SnCl2(C9H4Cl2NO)2; ellipsoids are drawn at the 70% probability level and H atoms of arbitrary radius.

Dichloridobis(5,7-dichloroquinolin-8-olato-κ²N,O)tin(IV)

Crystal data

[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) Å^3	0.28 × 0.22 × 0.18 mm
Z = 4

Data collection

Bruker SMART APEX diffractometer	4651 independent reflections
Radiation source: fine-focus sealed tube	4218 reflections with I > 2σ(I)
Graphite monochromator	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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.079	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0394P)^2 + 4.6706P] where P = (Fo^2 + 2Fc^2)/3
4651 reflections	(Δ/σ)max = 0.001
262 parameters	Δρmax = 0.59 e Å^−3
0 restraints	Δρmin = −1.25 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	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*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Geometric parameters (Å, º)

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)