4-(Dimethyl-amino)-pyridinium tetra-chlorido(quinoline-2-carboxyl-ato-κN,O)stannate(IV).

In the title salt, (C(7)H(11)N(2))[SnCl(4)(C(10)H(6)NO(2))], the Sn(IV) atom is chelated by the N,O-bidentate carboxyl-ate ions and four chloride ions, showing a distorted octa-hedral SnNOCl(4) coordination. In the crystal, the cation and anion are linked by a pyridinium-carboxyl-ate N-H⋯O hydrogen bond.

Related literature

For a related ammonium tetra­chlorido(pyridine-2-carboxyl­ato)stannate(IV), see: Najafi et al. (2011 ▶).

Experimental

Crystal data

(C7H11N2)[SnCl4(C10H6NO2)]

M = 555.83

Triclinic,

a = 8.6681 (3) Å

b = 8.8407 (4) Å

c = 14.4447 (5) Å

α = 96.721 (3)°

β = 91.924 (3)°

γ = 108.038 (4)°

V = 1042.43 (7) Å3

Z = 2

Mo Kα radiation

μ = 1.76 mm−1

T = 100 K

0.30 × 0.20 × 0.10 mm

Data collection

Agilent SuperNova Dual diffractometer with an Atlas detector

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010 ▶) T min = 0.621, T max = 0.844

8056 measured reflections

4610 independent reflections

4202 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.021

wR(F 2) = 0.047

S = 1.06

4610 reflections

250 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.52 e Å−3

Δρmin = −0.49 e Å−3

Data collection: CrysAlis PRO (Agilent, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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 datablock(s) global, I. DOI: 10.1107/S1600536811031473/xu5284sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811031473/xu5284Isup2.hkl

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

(C7H11N2)[SnCl4(C10H6NO2)]	Z = 2
Mr = 555.83	F(000) = 548
Triclinic, P1	Dx = 1.771 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6681 (3) Å	Cell parameters from 5833 reflections
b = 8.8407 (4) Å	θ = 2.4–29.2°
c = 14.4447 (5) Å	µ = 1.76 mm−1
α = 96.721 (3)°	T = 100 K
β = 91.924 (3)°	Block, colorless
γ = 108.038 (4)°	0.30 × 0.20 × 0.10 mm
V = 1042.43 (7) Å3

Agilent SuperNova Dual diffractometer with an Atlas detector	4610 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	4202 reflections with I > 2σ(I)
Mirror	Rint = 0.022
Detector resolution: 10.4041 pixels mm-1	θmax = 27.5°, θmin = 2.5°
ω scans	h = −8→11
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	k = −11→11
Tmin = 0.621, Tmax = 0.844	l = −18→18
8056 measured reflections

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)] = 0.021	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.047	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ2(Fo2) + (0.0181P)2 + 0.127P] where P = (Fo2 + 2Fc2)/3
4610 reflections	(Δ/σ)max = 0.001
250 parameters	Δρmax = 0.52 e Å−3
1 restraint	Δρmin = −0.49 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.361135 (16)	0.258730 (15)	0.271428 (9)	0.01232 (5)
Cl1	0.16903 (6)	0.37830 (6)	0.33361 (4)	0.02211 (12)
Cl2	0.13953 (6)	0.04597 (6)	0.18599 (3)	0.01824 (11)
Cl3	0.41373 (6)	0.41174 (6)	0.14341 (4)	0.02133 (11)
Cl4	0.58090 (6)	0.44245 (6)	0.37084 (4)	0.02246 (12)
O1	0.51697 (17)	0.14313 (16)	0.21142 (9)	0.0165 (3)
O2	0.57573 (18)	−0.08559 (17)	0.19327 (10)	0.0207 (3)
N1	0.36250 (19)	0.06808 (18)	0.36458 (10)	0.0124 (3)
N2	1.0685 (2)	0.3405 (2)	−0.12106 (11)	0.0173 (4)
N3	0.7058 (2)	0.2281 (2)	0.05939 (12)	0.0203 (4)
H3	0.629 (2)	0.206 (3)	0.0979 (13)	0.024 (6)*
C1	0.2921 (2)	0.0400 (2)	0.44784 (13)	0.0134 (4)
C2	0.2404 (2)	0.1582 (2)	0.49972 (13)	0.0173 (4)
H2	0.2535	0.2582	0.4777	0.021*
C3	0.1712 (3)	0.1279 (3)	0.58221 (14)	0.0203 (5)
H3A	0.1369	0.2080	0.6172	0.024*
C4	0.1499 (3)	−0.0194 (3)	0.61614 (14)	0.0219 (5)
H4	0.0987	−0.0389	0.6726	0.026*
C5	0.2022 (2)	−0.1341 (3)	0.56843 (14)	0.0194 (5)
H5	0.1888	−0.2327	0.5923	0.023*
C6	0.2768 (2)	−0.1071 (2)	0.48305 (13)	0.0158 (4)
C7	0.3379 (2)	−0.2201 (2)	0.43302 (14)	0.0172 (4)
H7	0.3269	−0.3199	0.4550	0.021*
C8	0.4130 (2)	−0.1860 (2)	0.35297 (13)	0.0164 (4)
H8	0.4577	−0.2598	0.3196	0.020*
C9	0.4230 (2)	−0.0400 (2)	0.32101 (13)	0.0133 (4)
C10	0.5114 (2)	0.0037 (2)	0.23433 (13)	0.0145 (4)
C11	0.9504 (2)	0.3054 (2)	−0.06169 (13)	0.0143 (4)
C12	0.9714 (3)	0.2416 (2)	0.02178 (14)	0.0184 (4)
H12	1.0717	0.2248	0.0375	0.022*
C13	0.8486 (3)	0.2047 (2)	0.07897 (14)	0.0205 (5)
H13	0.8638	0.1612	0.1344	0.025*
C14	0.6811 (3)	0.2898 (2)	−0.01880 (14)	0.0199 (5)
H14	0.5797	0.3062	−0.0316	0.024*
C15	0.7983 (2)	0.3288 (2)	−0.07943 (14)	0.0166 (4)
H15	0.7784	0.3720	−0.1341	0.020*
C16	1.2127 (3)	0.2906 (3)	−0.10898 (16)	0.0242 (5)
H16A	1.2761	0.3488	−0.0511	0.036*
H16B	1.2794	0.3146	−0.1621	0.036*
H16C	1.1793	0.1750	−0.1057	0.036*
C17	1.0413 (3)	0.3978 (3)	−0.20898 (14)	0.0258 (5)
H17A	0.9928	0.4840	−0.1971	0.039*
H17B	0.9676	0.3091	−0.2522	0.039*
H17C	1.1454	0.4388	−0.2367	0.039*

	U11	U22	U33	U12	U13	U23
Sn1	0.01240 (7)	0.01035 (8)	0.01461 (8)	0.00357 (6)	0.00258 (5)	0.00280 (5)
Cl1	0.0238 (3)	0.0179 (3)	0.0275 (3)	0.0104 (2)	0.0071 (2)	0.0023 (2)
Cl2	0.0183 (3)	0.0146 (2)	0.0197 (2)	0.0034 (2)	−0.0038 (2)	0.00033 (19)
Cl3	0.0229 (3)	0.0214 (3)	0.0235 (3)	0.0086 (2)	0.0061 (2)	0.0125 (2)
Cl4	0.0208 (3)	0.0168 (3)	0.0243 (3)	−0.0010 (2)	−0.0032 (2)	0.0012 (2)
O1	0.0185 (7)	0.0168 (7)	0.0173 (7)	0.0084 (6)	0.0074 (6)	0.0045 (6)
O2	0.0244 (8)	0.0229 (8)	0.0197 (8)	0.0145 (7)	0.0054 (6)	0.0025 (6)
N1	0.0110 (8)	0.0117 (8)	0.0134 (8)	0.0021 (7)	0.0000 (7)	0.0015 (6)
N2	0.0155 (9)	0.0163 (9)	0.0181 (9)	0.0026 (7)	0.0042 (7)	0.0005 (7)
N3	0.0200 (10)	0.0245 (10)	0.0175 (9)	0.0072 (8)	0.0089 (8)	0.0042 (7)
C1	0.0110 (9)	0.0149 (10)	0.0122 (9)	0.0010 (8)	−0.0007 (8)	0.0027 (8)
C2	0.0167 (10)	0.0170 (11)	0.0171 (10)	0.0039 (9)	−0.0004 (8)	0.0024 (8)
C3	0.0164 (11)	0.0256 (12)	0.0177 (10)	0.0062 (9)	0.0013 (9)	−0.0013 (9)
C4	0.0159 (11)	0.0329 (13)	0.0134 (10)	0.0027 (10)	0.0022 (8)	0.0030 (9)
C5	0.0159 (10)	0.0194 (11)	0.0183 (10)	−0.0027 (9)	−0.0010 (9)	0.0075 (9)
C6	0.0126 (10)	0.0164 (10)	0.0155 (10)	0.0006 (8)	−0.0029 (8)	0.0032 (8)
C7	0.0187 (11)	0.0117 (10)	0.0187 (10)	0.0012 (9)	−0.0048 (9)	0.0034 (8)
C8	0.0166 (10)	0.0146 (10)	0.0169 (10)	0.0052 (9)	−0.0034 (8)	−0.0013 (8)
C9	0.0113 (9)	0.0139 (10)	0.0136 (10)	0.0033 (8)	−0.0012 (8)	0.0003 (8)
C10	0.0120 (10)	0.0171 (10)	0.0136 (10)	0.0039 (8)	−0.0016 (8)	0.0019 (8)
C11	0.0157 (10)	0.0098 (9)	0.0154 (10)	0.0021 (8)	0.0023 (8)	−0.0022 (7)
C12	0.0170 (10)	0.0204 (11)	0.0193 (10)	0.0084 (9)	0.0006 (9)	0.0020 (8)
C13	0.0245 (12)	0.0204 (11)	0.0179 (10)	0.0077 (10)	0.0017 (9)	0.0062 (8)
C14	0.0178 (11)	0.0230 (12)	0.0198 (11)	0.0096 (9)	0.0000 (9)	−0.0020 (9)
C15	0.0195 (11)	0.0174 (10)	0.0143 (10)	0.0086 (9)	−0.0002 (8)	0.0002 (8)
C16	0.0132 (10)	0.0261 (12)	0.0317 (12)	0.0054 (9)	0.0070 (9)	−0.0015 (10)
C17	0.0333 (13)	0.0236 (12)	0.0204 (11)	0.0065 (10)	0.0118 (10)	0.0068 (9)

Sn1—O1	2.0848 (13)	C4—H4	0.9500
Sn1—N1	2.2790 (16)	C5—C6	1.422 (3)
Sn1—Cl1	2.3802 (5)	C5—H5	0.9500
Sn1—Cl4	2.3840 (5)	C6—C7	1.409 (3)
Sn1—Cl3	2.3912 (5)	C7—C8	1.365 (3)
Sn1—Cl2	2.4106 (5)	C7—H7	0.9500
O1—C10	1.301 (2)	C8—C9	1.400 (3)
O2—C10	1.213 (2)	C8—H8	0.9500
N1—C9	1.333 (2)	C9—C10	1.516 (3)
N1—C1	1.381 (2)	C11—C15	1.416 (3)
N2—C11	1.343 (2)	C11—C12	1.419 (3)
N2—C17	1.459 (3)	C12—C13	1.353 (3)
N2—C16	1.460 (3)	C12—H12	0.9500
N3—C13	1.343 (3)	C13—H13	0.9500
N3—C14	1.348 (3)	C14—C15	1.353 (3)
N3—H3	0.869 (9)	C14—H14	0.9500
C1—C2	1.408 (3)	C15—H15	0.9500
C1—C6	1.421 (3)	C16—H16A	0.9800
C2—C3	1.369 (3)	C16—H16B	0.9800
C2—H2	0.9500	C16—H16C	0.9800
C3—C4	1.406 (3)	C17—H17A	0.9800
C3—H3A	0.9500	C17—H17B	0.9800
C4—C5	1.360 (3)	C17—H17C	0.9800
O1—Sn1—N1	75.24 (5)	C7—C6—C5	122.27 (19)
O1—Sn1—Cl1	176.27 (4)	C1—C6—C5	118.72 (19)
N1—Sn1—Cl1	104.74 (4)	C8—C7—C6	119.87 (18)
O1—Sn1—Cl4	90.93 (4)	C8—C7—H7	120.1
N1—Sn1—Cl4	88.46 (4)	C6—C7—H7	120.1
Cl1—Sn1—Cl4	92.797 (19)	C7—C8—C9	118.64 (19)
O1—Sn1—Cl3	85.08 (4)	C7—C8—H8	120.7
N1—Sn1—Cl3	160.21 (4)	C9—C8—H8	120.7
Cl1—Sn1—Cl3	94.762 (18)	N1—C9—C8	123.44 (17)
Cl4—Sn1—Cl3	93.991 (19)	N1—C9—C10	116.83 (17)
O1—Sn1—Cl2	87.29 (4)	C8—C9—C10	119.70 (17)
N1—Sn1—Cl2	83.40 (4)	O2—C10—O1	124.30 (18)
Cl1—Sn1—Cl2	89.002 (18)	O2—C10—C9	120.59 (18)
Cl4—Sn1—Cl2	171.852 (17)	O1—C10—C9	115.05 (17)
Cl3—Sn1—Cl2	93.779 (18)	N2—C11—C15	121.88 (18)
C10—O1—Sn1	118.81 (12)	N2—C11—C12	121.52 (19)
C9—N1—C1	119.22 (16)	C15—C11—C12	116.60 (18)
C9—N1—Sn1	110.22 (12)	C13—C12—C11	119.88 (19)
C1—N1—Sn1	129.82 (13)	C13—C12—H12	120.1
C11—N2—C17	120.69 (18)	C11—C12—H12	120.1
C11—N2—C16	120.42 (17)	N3—C13—C12	121.67 (19)
C17—N2—C16	117.65 (17)	N3—C13—H13	119.2
C13—N3—C14	120.35 (18)	C12—C13—H13	119.2
C13—N3—H3	120.3 (15)	N3—C14—C15	121.2 (2)
C14—N3—H3	119.4 (15)	N3—C14—H14	119.4
N1—C1—C2	120.50 (17)	C15—C14—H14	119.4
N1—C1—C6	119.72 (17)	C14—C15—C11	120.29 (19)
C2—C1—C6	119.74 (17)	C14—C15—H15	119.9
C3—C2—C1	119.50 (19)	C11—C15—H15	119.9
C3—C2—H2	120.2	N2—C16—H16A	109.5
C1—C2—H2	120.2	N2—C16—H16B	109.5
C2—C3—C4	121.3 (2)	H16A—C16—H16B	109.5
C2—C3—H3A	119.3	N2—C16—H16C	109.5
C4—C3—H3A	119.3	H16A—C16—H16C	109.5
C5—C4—C3	120.29 (19)	H16B—C16—H16C	109.5
C5—C4—H4	119.9	N2—C17—H17A	109.5
C3—C4—H4	119.9	N2—C17—H17B	109.5
C4—C5—C6	120.34 (19)	H17A—C17—H17B	109.5
C4—C5—H5	119.8	N2—C17—H17C	109.5
C6—C5—H5	119.8	H17A—C17—H17C	109.5
C7—C6—C1	119.00 (17)	H17B—C17—H17C	109.5
N1—Sn1—O1—C10	17.16 (14)	C4—C5—C6—C1	−1.4 (3)
Cl4—Sn1—O1—C10	105.32 (14)	C1—C6—C7—C8	1.2 (3)
Cl3—Sn1—O1—C10	−160.75 (14)	C5—C6—C7—C8	−177.90 (19)
Cl2—Sn1—O1—C10	−66.72 (14)	C6—C7—C8—C9	−1.9 (3)
O1—Sn1—N1—C9	−16.03 (12)	C1—N1—C9—C8	2.9 (3)
Cl1—Sn1—N1—C9	160.11 (12)	Sn1—N1—C9—C8	−168.24 (16)
Cl4—Sn1—N1—C9	−107.40 (12)	C1—N1—C9—C10	−174.97 (16)
Cl3—Sn1—N1—C9	−9.9 (2)	Sn1—N1—C9—C10	13.9 (2)
Cl2—Sn1—N1—C9	72.90 (12)	C7—C8—C9—N1	−0.2 (3)
O1—Sn1—N1—C1	174.03 (17)	C7—C8—C9—C10	177.68 (17)
Cl1—Sn1—N1—C1	−9.83 (16)	Sn1—O1—C10—O2	167.37 (15)
Cl4—Sn1—N1—C1	82.65 (16)	Sn1—O1—C10—C9	−15.3 (2)
Cl3—Sn1—N1—C1	−179.84 (11)	N1—C9—C10—O2	176.83 (18)
Cl2—Sn1—N1—C1	−97.05 (16)	C8—C9—C10—O2	−1.1 (3)
C9—N1—C1—C2	174.22 (18)	N1—C9—C10—O1	−0.6 (3)
Sn1—N1—C1—C2	−16.6 (3)	C8—C9—C10—O1	−178.61 (17)
C9—N1—C1—C6	−3.6 (3)	C17—N2—C11—C15	−2.8 (3)
Sn1—N1—C1—C6	165.62 (14)	C16—N2—C11—C15	−169.76 (18)
N1—C1—C2—C3	−179.86 (18)	C17—N2—C11—C12	176.65 (18)
C6—C1—C2—C3	−2.1 (3)	C16—N2—C11—C12	9.6 (3)
C1—C2—C3—C4	−0.3 (3)	N2—C11—C12—C13	−178.67 (19)
C2—C3—C4—C5	1.8 (3)	C15—C11—C12—C13	0.8 (3)
C3—C4—C5—C6	−0.9 (3)	C14—N3—C13—C12	0.0 (3)
N1—C1—C6—C7	1.6 (3)	C11—C12—C13—N3	−0.5 (3)
C2—C1—C6—C7	−176.23 (18)	C13—N3—C14—C15	0.3 (3)
N1—C1—C6—C5	−179.32 (17)	N3—C14—C15—C11	−0.1 (3)
C2—C1—C6—C5	2.9 (3)	N2—C11—C15—C14	178.95 (19)
C4—C5—C6—C7	177.70 (19)	C12—C11—C15—C14	−0.5 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3···O1	0.87 (1)	1.98 (1)	2.816 (2)	160 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3⋯O1	0.87 (1)	1.98 (1)	2.816 (2)	160 (2)