8-Hydr-oxy-2-methyl-quinolinium tetra-chlorido(quinolin-8-olato-κN,O)stannate(IV) acetonitrile monosolvate.

In the title solvated salt, (C(10)H(10)NO)[SnCl(4)(C(9)H(6)NO)]·CH(3)CN, the Sn(IV) atom is chelated by the N,O-bidentate 8-hydroxy-quinolinate ligand and four chloride ions, generating a distorted SnONCl(4) octa-hedral coordination geometry for the metal. In the crystal, the cations are linked to the anions and the solvent mol-ecules by O-H⋯O and N-H⋯N hydrogen bonds, respectively.

Related literature

For the spectroscopic characterization of the tetra­chlorido(quinolinato)stannate(IV) anion in other salts, see: Cunning­ham et al. (1977 ▶); Douek et al. (1967 ▶); Frazer & Goffer (1996 ▶); Frazer & Rimmer (1968 ▶); Greenwood & Ruddick (1967 ▶). For the structures of dichlorido­bis(quinolin-8-olato)tin and dichloridobis(2-methyl­quinolin-8-olato)tin, see: Archer et al. (1987 ▶); Lo & Ng (2009 ▶). For a related structure, see: Mohammadnezhad et al. (2010 ▶).

Experimental

Crystal data

(C10H10NO)[SnCl4(C9H6NO)]·C2H3N

M = 605.88

Monoclinic,

a = 29.1672 (14) Å

b = 10.9415 (5) Å

c = 15.4907 (8) Å

β = 99.9411 (6)°

V = 4869.4 (4) Å3

Z = 8

Mo Kα radiation

μ = 1.51 mm−1

T = 296 K

0.40 × 0.30 × 0.20 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.583, T max = 0.752

22804 measured reflections

5594 independent reflections

4663 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.064

S = 1.02

5594 reflections

290 parameters

2 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.28 e Å−3

Δρmin = −0.54 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/S160053681000810X/hb5348sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053681000810X/hb5348Isup2.hkl

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

(C10H10NO)[SnCl4(C9H6NO)]·C2H3N	F(000) = 2400
Mr = 605.88	Dx = 1.653 Mg m−3
Monoclinic, C2/c	Melting point: 408 K
Hall symbol: -C 2yc	Mo Kα radiation, λ = 0.71073 Å
a = 29.1672 (14) Å	Cell parameters from 9937 reflections
b = 10.9415 (5) Å	θ = 2.3–28.3°
c = 15.4907 (8) Å	µ = 1.51 mm−1
β = 99.9411 (6)°	T = 296 K
V = 4869.4 (4) Å3	Prism, yellow
Z = 8	0.40 × 0.30 × 0.20 mm

Bruker SMART APEX diffractometer	5594 independent reflections
Radiation source: fine-focus sealed tube	4663 reflections with I > 2σ(I)
graphite	Rint = 0.027
ω scans	θmax = 27.5°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −37→37
Tmin = 0.583, Tmax = 0.752	k = −14→14
22804 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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.064	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0319P)2 + 3.2971P] where P = (Fo2 + 2Fc2)/3
5594 reflections	(Δ/σ)max = 0.001
290 parameters	Δρmax = 0.28 e Å−3
2 restraints	Δρmin = −0.54 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.395979 (5)	0.698425 (12)	0.408891 (9)	0.03485 (6)
Cl1	0.37060 (2)	0.76784 (6)	0.53800 (4)	0.05477 (15)
Cl2	0.40349 (2)	0.89500 (5)	0.34322 (5)	0.06272 (18)
Cl3	0.476603 (19)	0.70536 (6)	0.47849 (4)	0.04984 (14)
Cl4	0.31714 (2)	0.68113 (6)	0.33007 (4)	0.05257 (15)
O1	0.39266 (5)	0.51704 (12)	0.44682 (9)	0.0390 (3)
O2	0.34376 (6)	0.38174 (17)	0.54651 (13)	0.0573 (5)
H2O	0.3527 (11)	0.436 (2)	0.5137 (19)	0.092 (12)*
N1	0.41915 (6)	0.60155 (16)	0.29942 (11)	0.0395 (4)
N2	0.29662 (7)	0.20670 (18)	0.61441 (12)	0.0443 (4)
H2N	0.3234 (5)	0.197 (2)	0.6006 (16)	0.044 (7)*
N3	0.38826 (10)	0.1151 (2)	0.58312 (19)	0.0753 (7)
C1	0.43162 (9)	0.6467 (3)	0.22790 (15)	0.0533 (6)
H1	0.4306	0.7308	0.2191	0.064*
C2	0.44621 (9)	0.5712 (3)	0.16521 (16)	0.0621 (7)
H2	0.4549	0.6050	0.1154	0.075*
C3	0.44759 (9)	0.4489 (3)	0.17715 (16)	0.0614 (7)
H3	0.4571	0.3987	0.1351	0.074*
C4	0.43490 (8)	0.3968 (2)	0.25239 (15)	0.0488 (6)
C5	0.43577 (10)	0.2710 (3)	0.2723 (2)	0.0648 (8)
H5	0.4447	0.2149	0.2332	0.078*
C6	0.42365 (10)	0.2317 (2)	0.3480 (2)	0.0618 (7)
H6	0.4248	0.1484	0.3603	0.074*
C7	0.40938 (8)	0.31228 (19)	0.40858 (17)	0.0453 (5)
H7	0.4015	0.2821	0.4602	0.054*
C8	0.40704 (7)	0.43536 (18)	0.39199 (14)	0.0358 (4)
C9	0.42052 (7)	0.47834 (19)	0.31345 (13)	0.0364 (4)
C10	0.30128 (11)	−0.0040 (3)	0.6638 (2)	0.0714 (8)
H10A	0.3128	−0.0270	0.6117	0.107*
H10B	0.2803	−0.0657	0.6777	0.107*
H10C	0.3269	0.0042	0.7116	0.107*
C11	0.27629 (9)	0.1142 (2)	0.64902 (15)	0.0547 (6)
C12	0.23234 (10)	0.1348 (3)	0.67019 (19)	0.0693 (8)
H12	0.2173	0.0719	0.6946	0.083*
C13	0.21137 (9)	0.2439 (3)	0.65597 (19)	0.0687 (8)
H13	0.1821	0.2549	0.6707	0.082*
C14	0.23274 (8)	0.3424 (3)	0.61921 (15)	0.0530 (6)
C15	0.21283 (10)	0.4587 (3)	0.6017 (2)	0.0702 (8)
H15	0.1831	0.4746	0.6129	0.084*
C16	0.23708 (11)	0.5477 (3)	0.5685 (2)	0.0718 (8)
H16	0.2240	0.6251	0.5588	0.086*
C17	0.28137 (10)	0.5257 (3)	0.54830 (18)	0.0617 (7)
H17	0.2971	0.5879	0.5247	0.074*
C18	0.30146 (8)	0.4131 (2)	0.56320 (15)	0.0456 (5)
C19	0.27715 (8)	0.3204 (2)	0.59882 (14)	0.0431 (5)
C20	0.42250 (11)	0.0664 (2)	0.58977 (18)	0.0582 (7)
C21	0.46668 (12)	0.0043 (3)	0.5990 (3)	0.0996 (13)
H21A	0.4639	−0.0652	0.5606	0.149*
H21B	0.4758	−0.0224	0.6585	0.149*
H21C	0.4898	0.0592	0.5840	0.149*

	U11	U22	U33	U12	U13	U23
Sn1	0.03691 (9)	0.02715 (8)	0.04003 (8)	0.00082 (5)	0.00535 (6)	0.00091 (5)
Cl1	0.0529 (3)	0.0571 (4)	0.0555 (3)	0.0079 (3)	0.0127 (3)	−0.0166 (3)
Cl2	0.0668 (4)	0.0322 (3)	0.0873 (5)	−0.0024 (3)	0.0084 (3)	0.0155 (3)
Cl3	0.0356 (3)	0.0614 (4)	0.0513 (3)	0.0017 (2)	0.0039 (2)	−0.0024 (3)
Cl4	0.0404 (3)	0.0569 (4)	0.0562 (3)	−0.0032 (2)	−0.0035 (2)	0.0031 (3)
O1	0.0508 (9)	0.0289 (7)	0.0405 (8)	0.0029 (6)	0.0172 (6)	0.0023 (6)
O2	0.0440 (9)	0.0543 (11)	0.0803 (13)	0.0083 (8)	0.0295 (9)	0.0185 (9)
N1	0.0414 (10)	0.0411 (10)	0.0362 (9)	−0.0020 (8)	0.0074 (7)	0.0025 (7)
N2	0.0389 (10)	0.0557 (12)	0.0395 (9)	−0.0072 (9)	0.0099 (8)	−0.0046 (8)
N3	0.0781 (18)	0.0534 (14)	0.099 (2)	0.0056 (13)	0.0267 (15)	0.0007 (13)
C1	0.0574 (15)	0.0613 (16)	0.0421 (12)	−0.0056 (12)	0.0111 (11)	0.0116 (11)
C2	0.0541 (15)	0.099 (2)	0.0353 (12)	−0.0032 (15)	0.0130 (11)	0.0036 (13)
C3	0.0488 (14)	0.095 (2)	0.0413 (13)	0.0014 (14)	0.0098 (11)	−0.0218 (14)
C4	0.0411 (12)	0.0569 (15)	0.0481 (13)	0.0005 (11)	0.0069 (10)	−0.0171 (11)
C5	0.0618 (17)	0.0542 (16)	0.0785 (19)	0.0066 (13)	0.0119 (14)	−0.0315 (14)
C6	0.0592 (16)	0.0318 (12)	0.093 (2)	0.0027 (11)	0.0107 (15)	−0.0111 (13)
C7	0.0413 (12)	0.0335 (11)	0.0608 (14)	0.0005 (9)	0.0079 (10)	0.0024 (10)
C8	0.0314 (10)	0.0326 (10)	0.0429 (11)	0.0017 (8)	0.0049 (8)	−0.0023 (8)
C9	0.0305 (10)	0.0399 (11)	0.0382 (10)	−0.0002 (8)	0.0038 (8)	−0.0053 (8)
C10	0.084 (2)	0.0607 (18)	0.0682 (18)	−0.0182 (16)	0.0103 (15)	0.0090 (14)
C11	0.0583 (15)	0.0628 (16)	0.0432 (12)	−0.0222 (13)	0.0089 (11)	−0.0087 (11)
C12	0.0610 (17)	0.087 (2)	0.0643 (17)	−0.0347 (17)	0.0225 (14)	−0.0148 (16)
C13	0.0393 (14)	0.105 (2)	0.0656 (17)	−0.0219 (16)	0.0196 (12)	−0.0243 (17)
C14	0.0364 (12)	0.0810 (18)	0.0420 (12)	−0.0035 (12)	0.0073 (10)	−0.0158 (12)
C15	0.0425 (14)	0.103 (2)	0.0658 (17)	0.0164 (16)	0.0119 (13)	−0.0178 (17)
C16	0.0644 (18)	0.079 (2)	0.0728 (19)	0.0302 (16)	0.0144 (15)	−0.0023 (16)
C17	0.0585 (16)	0.0626 (17)	0.0656 (17)	0.0112 (13)	0.0152 (13)	0.0048 (13)
C18	0.0381 (11)	0.0555 (14)	0.0443 (12)	0.0036 (10)	0.0102 (9)	−0.0019 (10)
C19	0.0350 (11)	0.0592 (14)	0.0345 (10)	−0.0042 (10)	0.0044 (9)	−0.0085 (9)
C20	0.0721 (19)	0.0400 (13)	0.0665 (17)	−0.0085 (13)	0.0229 (14)	−0.0031 (12)
C21	0.068 (2)	0.070 (2)	0.167 (4)	−0.0003 (17)	0.036 (2)	−0.001 (2)

Sn1—N1	2.203 (2)	C6—H6	0.9300
Sn1—O1	2.077 (1)	C7—C8	1.371 (3)
Sn1—Cl1	2.3741 (6)	C7—H7	0.9300
Sn1—Cl2	2.4055 (6)	C8—C9	1.422 (3)
Sn1—Cl3	2.4130 (6)	C10—C11	1.482 (4)
Sn1—Cl4	2.4176 (6)	C10—H10A	0.9600
O1—C8	1.349 (2)	C10—H10B	0.9600
O2—C18	1.348 (3)	C10—H10C	0.9600
O2—H2O	0.849 (10)	C11—C12	1.395 (4)
N1—C1	1.320 (3)	C12—C13	1.341 (5)
N1—C9	1.365 (3)	C12—H12	0.9300
N2—C11	1.332 (3)	C13—C14	1.413 (4)
N2—C19	1.371 (3)	C13—H13	0.9300
N2—H2N	0.852 (10)	C14—C19	1.406 (3)
N3—C20	1.121 (4)	C14—C15	1.406 (4)
C1—C2	1.396 (4)	C15—C16	1.356 (4)
C1—H1	0.9300	C15—H15	0.9300
C2—C3	1.351 (4)	C16—C17	1.401 (4)
C2—H2	0.9300	C16—H16	0.9300
C3—C4	1.403 (4)	C17—C18	1.367 (3)
C3—H3	0.9300	C17—H17	0.9300
C4—C5	1.410 (4)	C18—C19	1.404 (3)
C4—C9	1.415 (3)	C20—C21	1.442 (4)
C5—C6	1.352 (4)	C21—H21A	0.9600
C5—H5	0.9300	C21—H21B	0.9600
C6—C7	1.402 (4)	C21—H21C	0.9600
O1—Sn1—N1	78.08 (6)	O1—C8—C9	118.80 (18)
O1—Sn1—Cl1	91.77 (4)	C7—C8—C9	118.2 (2)
N1—Sn1—Cl1	169.83 (5)	N1—C9—C4	121.3 (2)
O1—Sn1—Cl2	170.48 (4)	N1—C9—C8	117.27 (18)
N1—Sn1—Cl2	92.42 (5)	C4—C9—C8	121.4 (2)
Cl1—Sn1—Cl2	97.74 (3)	C11—C10—H10A	109.5
O1—Sn1—Cl3	89.60 (4)	C11—C10—H10B	109.5
N1—Sn1—Cl3	87.37 (5)	H10A—C10—H10B	109.5
Cl1—Sn1—Cl3	92.01 (2)	C11—C10—H10C	109.5
Cl2—Sn1—Cl3	90.45 (2)	H10A—C10—H10C	109.5
O1—Sn1—Cl4	88.93 (4)	H10B—C10—H10C	109.5
N1—Sn1—Cl4	88.00 (5)	N2—C11—C12	117.6 (3)
Cl1—Sn1—Cl4	92.45 (2)	N2—C11—C10	118.9 (2)
Cl2—Sn1—Cl4	90.26 (2)	C12—C11—C10	123.5 (3)
Cl3—Sn1—Cl4	175.34 (2)	C13—C12—C11	121.1 (3)
C8—O1—Sn1	114.85 (12)	C13—C12—H12	119.4
C18—O2—H2O	109 (2)	C11—C12—H12	119.4
C1—N1—C9	119.9 (2)	C12—C13—C14	121.6 (3)
C1—N1—Sn1	129.17 (17)	C12—C13—H13	119.2
C9—N1—Sn1	110.92 (13)	C14—C13—H13	119.2
C11—N2—C19	124.1 (2)	C19—C14—C15	118.5 (3)
C11—N2—H2N	119.6 (16)	C19—C14—C13	116.6 (3)
C19—N2—H2N	116.3 (16)	C15—C14—C13	124.9 (3)
N1—C1—C2	121.6 (3)	C16—C15—C14	119.9 (3)
N1—C1—H1	119.2	C16—C15—H15	120.1
C2—C1—H1	119.2	C14—C15—H15	120.1
C3—C2—C1	119.8 (2)	C15—C16—C17	121.5 (3)
C3—C2—H2	120.1	C15—C16—H16	119.2
C1—C2—H2	120.1	C17—C16—H16	119.2
C2—C3—C4	120.7 (2)	C18—C17—C16	120.1 (3)
C2—C3—H3	119.7	C18—C17—H17	119.9
C4—C3—H3	119.7	C16—C17—H17	119.9
C3—C4—C5	125.5 (2)	O2—C18—C17	125.2 (2)
C3—C4—C9	116.8 (2)	O2—C18—C19	115.6 (2)
C5—C4—C9	117.7 (2)	C17—C18—C19	119.1 (2)
C6—C5—C4	120.2 (2)	N2—C19—C18	120.2 (2)
C6—C5—H5	119.9	N2—C19—C14	119.0 (2)
C4—C5—H5	119.9	C18—C19—C14	120.8 (2)
C5—C6—C7	122.2 (2)	N3—C20—C21	179.5 (4)
C5—C6—H6	118.9	C20—C21—H21A	109.5
C7—C6—H6	118.9	C20—C21—H21B	109.5
C8—C7—C6	120.2 (2)	H21A—C21—H21B	109.5
C8—C7—H7	119.9	C20—C21—H21C	109.5
C6—C7—H7	119.9	H21A—C21—H21C	109.5
O1—C8—C7	122.9 (2)	H21B—C21—H21C	109.5
N1—Sn1—O1—C8	2.45 (13)	C3—C4—C9—N1	0.0 (3)
Cl1—Sn1—O1—C8	−176.95 (13)	C5—C4—C9—N1	179.4 (2)
Cl3—Sn1—O1—C8	−84.95 (13)	C3—C4—C9—C8	−179.8 (2)
Cl4—Sn1—O1—C8	90.63 (13)	C5—C4—C9—C8	−0.5 (3)
O1—Sn1—N1—C1	179.6 (2)	O1—C8—C9—N1	1.6 (3)
Cl1—Sn1—N1—C1	−177.0 (2)	C7—C8—C9—N1	−178.21 (19)
Cl2—Sn1—N1—C1	0.1 (2)	O1—C8—C9—C4	−178.54 (18)
Cl3—Sn1—N1—C1	−90.3 (2)	C7—C8—C9—C4	1.6 (3)
Cl4—Sn1—N1—C1	90.2 (2)	C19—N2—C11—C12	0.3 (3)
O1—Sn1—N1—C9	−1.57 (13)	C19—N2—C11—C10	−179.2 (2)
Cl1—Sn1—N1—C9	1.8 (4)	N2—C11—C12—C13	0.1 (4)
Cl2—Sn1—N1—C9	178.93 (13)	C10—C11—C12—C13	179.6 (3)
Cl3—Sn1—N1—C9	88.58 (13)	C11—C12—C13—C14	−0.1 (4)
Cl4—Sn1—N1—C9	−90.90 (13)	C12—C13—C14—C19	−0.3 (4)
C9—N1—C1—C2	0.2 (3)	C12—C13—C14—C15	179.4 (3)
Sn1—N1—C1—C2	178.98 (17)	C19—C14—C15—C16	−2.0 (4)
N1—C1—C2—C3	0.2 (4)	C13—C14—C15—C16	178.2 (3)
C1—C2—C3—C4	−0.6 (4)	C14—C15—C16—C17	2.0 (5)
C2—C3—C4—C5	−178.9 (3)	C15—C16—C17—C18	−1.0 (5)
C2—C3—C4—C9	0.5 (4)	C16—C17—C18—O2	−179.9 (3)
C3—C4—C5—C6	178.6 (3)	C16—C17—C18—C19	0.0 (4)
C9—C4—C5—C6	−0.7 (4)	C11—N2—C19—C18	179.1 (2)
C4—C5—C6—C7	0.8 (4)	C11—N2—C19—C14	−0.8 (3)
C5—C6—C7—C8	0.4 (4)	O2—C18—C19—N2	0.0 (3)
Sn1—O1—C8—C7	176.79 (17)	C17—C18—C19—N2	−179.9 (2)
Sn1—O1—C8—C9	−3.1 (2)	O2—C18—C19—C14	179.8 (2)
C6—C7—C8—O1	178.6 (2)	C17—C18—C19—C14	−0.1 (3)
C6—C7—C8—C9	−1.6 (3)	C15—C14—C19—N2	−179.1 (2)
C1—N1—C9—C4	−0.3 (3)	C13—C14—C19—N2	0.7 (3)
Sn1—N1—C9—C4	−179.30 (16)	C15—C14—C19—C18	1.1 (3)
C1—N1—C9—C8	179.5 (2)	C13—C14—C19—C18	−179.1 (2)
Sn1—N1—C9—C8	0.5 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2o···O1	0.85 (1)	1.91 (2)	2.715 (2)	158 (3)
N2—H2n···N3	0.85 (1)	2.15 (1)	2.972 (3)	162 (2)

Sn1—N1	2.203 (2)
Sn1—O1	2.077 (1)
Sn1—Cl1	2.3741 (6)
Sn1—Cl2	2.4055 (6)
Sn1—Cl3	2.4130 (6)
Sn1—Cl4	2.4176 (6)

O1—Sn1—N1

78.08 (6)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2—H2o⋯O1	0.85 (1)	1.91 (2)	2.715 (2)	158 (3)
N2—H2n⋯N3	0.85 (1)	2.15 (1)	2.972 (3)	162 (2)