Triethyl-ammonium tetra-chlorido(pyrazine-2-carboxyl-ato-κN,O)stannate(IV).

The Sn(IV) atom in the title ammonium stannate, (Et(3)NH)[Sn(C(5)H(3)N(2)O(2))Cl(4)], is chelated by an pyrazine-2-carboxyl-ate ligand and exists in a cis-SnCl(4)NO octa-hedral geometry. The cation and the anion are linked by an N-H⋯N hydrogen bond.

Related literature

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

Experimental

Crystal data

(C6H16N)[Sn(C5H3N2O2)Cl4]

M = 485.78

Triclinic,

a = 7.4497 (2) Å

b = 9.9752 (3) Å

c = 12.3728 (4) Å

α = 86.491 (2)°

β = 80.125 (3)°

γ = 83.817 (2)°

V = 899.70 (5) Å3

Z = 2

Mo Kα radiation

μ = 2.02 mm−1

T = 100 K

0.35 × 0.30 × 0.25 mm

Data collection

Agilent SuperNova Dual diffractometer with an Atlas detector

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010 ▶) T min = 0.538, T max = 0.632

15321 measured reflections

4094 independent reflections

3800 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.022

wR(F 2) = 0.052

S = 1.02

4094 reflections

194 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.35 e Å−3

Δρmin = −0.65 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 datablocks global, I. DOI: 10.1107/S1600536811016473/qk2007sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811016473/qk2007Isup2.hkl

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

(C6H16N)[Sn(C5H3N2O2)Cl4]	Z = 2
Mr = 485.78	F(000) = 480
Triclinic, P1	Dx = 1.793 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.4497 (2) Å	Cell parameters from 10335 reflections
b = 9.9752 (3) Å	θ = 2.6–29.2°
c = 12.3728 (4) Å	µ = 2.02 mm−1
α = 86.491 (2)°	T = 100 K
β = 80.125 (3)°	Irregular block, colorless
γ = 83.817 (2)°	0.35 × 0.30 × 0.25 mm
V = 899.70 (5) Å3

Agilent SuperNova Dual diffractometer with an Atlas detector	4094 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	3800 reflections with I > 2σ(I)
Mirror	Rint = 0.030
Detector resolution: 10.4041 pixels mm-1	θmax = 27.5°, θmin = 2.6°
ω scans	h = −9→9
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	k = −12→12
Tmin = 0.538, Tmax = 0.632	l = −15→16
15321 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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.052	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0257P)2 + 0.2896P] where P = (Fo2 + 2Fc2)/3
4094 reflections	(Δ/σ)max = 0.001
194 parameters	Δρmax = 0.35 e Å−3
0 restraints	Δρmin = −0.65 e Å−3

	x	y	z	Uiso*/Ueq
Sn1	0.310753 (18)	0.248889 (13)	0.740250 (10)	0.01198 (5)
Cl1	0.46068 (7)	0.34171 (5)	0.86858 (4)	0.01988 (11)
Cl2	0.00680 (7)	0.26586 (5)	0.83792 (4)	0.01703 (11)
Cl3	0.39067 (7)	0.02423 (5)	0.80641 (4)	0.01605 (11)
Cl4	0.26028 (7)	0.46373 (5)	0.64356 (4)	0.02064 (11)
O1	0.22917 (19)	0.16094 (14)	0.60971 (11)	0.0149 (3)
O2	0.3047 (2)	0.10363 (15)	0.43513 (11)	0.0194 (3)
N1	0.5661 (2)	0.22659 (16)	0.61249 (13)	0.0128 (3)
N2	0.8334 (2)	0.21721 (17)	0.42643 (14)	0.0171 (4)
N3	1.0881 (2)	0.24246 (17)	0.21208 (14)	0.0142 (3)
C1	0.3419 (3)	0.14663 (19)	0.51771 (16)	0.0134 (4)
C2	0.5317 (3)	0.18609 (19)	0.51747 (16)	0.0128 (4)
C3	0.6667 (3)	0.18070 (19)	0.42525 (16)	0.0155 (4)
H3A	0.6397	0.1501	0.3592	0.019*
C4	0.8662 (3)	0.2544 (2)	0.52239 (17)	0.0179 (4)
H4A	0.9846	0.2789	0.5264	0.021*
C5	0.7345 (3)	0.2587 (2)	0.61660 (17)	0.0168 (4)
H5A	0.7638	0.2844	0.6837	0.020*
C6	0.9980 (3)	0.3321 (2)	0.13009 (16)	0.0161 (4)
H6A	1.0734	0.3221	0.0564	0.019*
H6B	0.9943	0.4272	0.1495	0.019*
C7	0.8062 (3)	0.3011 (2)	0.12490 (18)	0.0201 (5)
H7A	0.7565	0.3610	0.0691	0.030*
H7B	0.7288	0.3151	0.1966	0.030*
H7C	0.8084	0.2070	0.1057	0.030*
C8	1.2722 (3)	0.2874 (2)	0.22036 (17)	0.0173 (4)
H8A	1.3358	0.3118	0.1459	0.021*
H8B	1.3477	0.2116	0.2511	0.021*
C9	1.2544 (3)	0.4075 (2)	0.29232 (19)	0.0220 (5)
H9A	1.3763	0.4344	0.2947	0.033*
H9B	1.1952	0.3827	0.3668	0.033*
H9C	1.1801	0.4829	0.2620	0.033*
C10	1.1019 (3)	0.0937 (2)	0.19176 (16)	0.0168 (4)
H10A	1.1673	0.0429	0.2470	0.020*
H10B	0.9769	0.0646	0.2021	0.020*
C11	1.2003 (3)	0.0582 (2)	0.07822 (17)	0.0189 (4)
H11A	1.2039	−0.0392	0.0701	0.028*
H11B	1.3255	0.0840	0.0681	0.028*
H11C	1.1352	0.1067	0.0230	0.028*
H1	1.015 (3)	0.249 (2)	0.279 (2)	0.027 (7)*

	U11	U22	U33	U12	U13	U23
Sn1	0.01291 (8)	0.01297 (8)	0.00947 (8)	0.00012 (5)	−0.00092 (5)	−0.00091 (5)
Cl1	0.0232 (3)	0.0225 (3)	0.0154 (2)	−0.0057 (2)	−0.0037 (2)	−0.0045 (2)
Cl2	0.0141 (2)	0.0218 (3)	0.0137 (2)	0.00087 (19)	0.00009 (19)	−0.00038 (19)
Cl3	0.0189 (3)	0.0141 (2)	0.0142 (2)	0.00126 (19)	−0.00218 (19)	0.00034 (18)
Cl4	0.0249 (3)	0.0158 (2)	0.0181 (2)	0.0031 (2)	0.0002 (2)	0.00323 (19)
O1	0.0143 (7)	0.0201 (7)	0.0107 (7)	−0.0020 (6)	−0.0023 (6)	−0.0023 (6)
O2	0.0241 (8)	0.0229 (8)	0.0123 (7)	−0.0054 (6)	−0.0030 (6)	−0.0027 (6)
N1	0.0154 (9)	0.0120 (8)	0.0104 (8)	0.0013 (7)	−0.0017 (7)	−0.0008 (6)
N2	0.0182 (9)	0.0166 (9)	0.0150 (9)	0.0021 (7)	−0.0011 (7)	0.0008 (7)
N3	0.0151 (9)	0.0164 (9)	0.0103 (8)	−0.0020 (7)	0.0002 (7)	−0.0004 (7)
C1	0.0183 (10)	0.0092 (9)	0.0121 (9)	0.0000 (8)	−0.0028 (8)	0.0015 (7)
C2	0.0167 (10)	0.0088 (9)	0.0116 (9)	0.0016 (7)	−0.0011 (8)	0.0006 (7)
C3	0.0201 (11)	0.0130 (10)	0.0126 (10)	0.0001 (8)	−0.0023 (8)	0.0004 (8)
C4	0.0133 (10)	0.0222 (11)	0.0180 (10)	−0.0011 (8)	−0.0038 (8)	0.0028 (8)
C5	0.0157 (10)	0.0189 (10)	0.0161 (10)	−0.0010 (8)	−0.0040 (8)	−0.0005 (8)
C6	0.0195 (11)	0.0144 (10)	0.0139 (10)	0.0010 (8)	−0.0035 (8)	0.0002 (8)
C7	0.0199 (11)	0.0211 (11)	0.0190 (10)	0.0015 (9)	−0.0046 (9)	−0.0012 (9)
C8	0.0140 (10)	0.0213 (11)	0.0164 (10)	−0.0028 (8)	−0.0017 (8)	0.0005 (8)
C9	0.0199 (11)	0.0191 (11)	0.0283 (12)	−0.0030 (9)	−0.0062 (10)	−0.0019 (9)
C10	0.0207 (11)	0.0135 (10)	0.0158 (10)	−0.0022 (8)	−0.0022 (9)	0.0009 (8)
C11	0.0215 (11)	0.0176 (11)	0.0169 (10)	0.0008 (9)	−0.0018 (9)	−0.0031 (8)

Sn1—O1	2.0911 (13)	C4—H4A	0.9500
Sn1—N1	2.2558 (16)	C5—H5A	0.9500
Sn1—Cl2	2.3707 (5)	C6—C7	1.507 (3)
Sn1—Cl1	2.3742 (5)	C6—H6A	0.9900
Sn1—Cl3	2.3879 (5)	C6—H6B	0.9900
Sn1—Cl4	2.4150 (5)	C7—H7A	0.9800
O1—C1	1.299 (2)	C7—H7B	0.9800
O2—C1	1.217 (2)	C7—H7C	0.9800
N1—C5	1.337 (3)	C8—C9	1.517 (3)
N1—C2	1.340 (2)	C8—H8A	0.9900
N2—C3	1.334 (3)	C8—H8B	0.9900
N2—C4	1.334 (3)	C9—H9A	0.9800
N3—C6	1.508 (3)	C9—H9B	0.9800
N3—C8	1.509 (3)	C9—H9C	0.9800
N3—C10	1.510 (3)	C10—C11	1.513 (3)
N3—H1	0.91 (3)	C10—H10A	0.9900
C1—C2	1.508 (3)	C10—H10B	0.9900
C2—C3	1.385 (3)	C11—H11A	0.9800
C3—H3A	0.9500	C11—H11B	0.9800
C4—C5	1.389 (3)	C11—H11C	0.9800
O1—Sn1—N1	75.62 (6)	N1—C5—H5A	120.1
O1—Sn1—Cl2	91.17 (4)	C4—C5—H5A	120.1
N1—Sn1—Cl2	166.13 (4)	C7—C6—N3	113.48 (17)
O1—Sn1—Cl1	168.99 (4)	C7—C6—H6A	108.9
N1—Sn1—Cl1	93.47 (4)	N3—C6—H6A	108.9
Cl2—Sn1—Cl1	99.813 (18)	C7—C6—H6B	108.9
O1—Sn1—Cl3	86.56 (4)	N3—C6—H6B	108.9
N1—Sn1—Cl3	88.14 (4)	H6A—C6—H6B	107.7
Cl2—Sn1—Cl3	95.397 (18)	C6—C7—H7A	109.5
Cl1—Sn1—Cl3	91.748 (18)	C6—C7—H7B	109.5
O1—Sn1—Cl4	87.08 (4)	H7A—C7—H7B	109.5
N1—Sn1—Cl4	82.96 (4)	C6—C7—H7C	109.5
Cl2—Sn1—Cl4	92.285 (18)	H7A—C7—H7C	109.5
Cl1—Sn1—Cl4	93.058 (19)	H7B—C7—H7C	109.5
Cl3—Sn1—Cl4	170.120 (17)	N3—C8—C9	111.95 (17)
C1—O1—Sn1	119.66 (12)	N3—C8—H8A	109.2
C5—N1—C2	118.45 (17)	C9—C8—H8A	109.2
C5—N1—Sn1	129.40 (13)	N3—C8—H8B	109.2
C2—N1—Sn1	111.85 (13)	C9—C8—H8B	109.2
C3—N2—C4	116.56 (18)	H8A—C8—H8B	107.9
C6—N3—C8	110.51 (15)	C8—C9—H9A	109.5
C6—N3—C10	114.20 (15)	C8—C9—H9B	109.5
C8—N3—C10	111.59 (16)	H9A—C9—H9B	109.5
C6—N3—H1	108.5 (15)	C8—C9—H9C	109.5
C8—N3—H1	108.8 (15)	H9A—C9—H9C	109.5
C10—N3—H1	102.8 (15)	H9B—C9—H9C	109.5
O2—C1—O1	124.81 (19)	N3—C10—C11	113.47 (16)
O2—C1—C2	119.63 (17)	N3—C10—H10A	108.9
O1—C1—C2	115.56 (16)	C11—C10—H10A	108.9
N1—C2—C3	120.55 (18)	N3—C10—H10B	108.9
N1—C2—C1	116.58 (17)	C11—C10—H10B	108.9
C3—C2—C1	122.87 (17)	H10A—C10—H10B	107.7
N2—C3—C2	121.97 (18)	C10—C11—H11A	109.5
N2—C3—H3A	119.0	C10—C11—H11B	109.5
C2—C3—H3A	119.0	H11A—C11—H11B	109.5
N2—C4—C5	122.67 (19)	C10—C11—H11C	109.5
N2—C4—H4A	118.7	H11A—C11—H11C	109.5
C5—C4—H4A	118.7	H11B—C11—H11C	109.5
N1—C5—C4	119.72 (18)
N1—Sn1—O1—C1	−6.70 (13)	C5—N1—C2—C1	178.09 (16)
Cl2—Sn1—O1—C1	169.01 (13)	Sn1—N1—C2—C1	−7.6 (2)
Cl1—Sn1—O1—C1	−14.2 (3)	O2—C1—C2—N1	−176.95 (18)
Cl3—Sn1—O1—C1	−95.65 (13)	O1—C1—C2—N1	2.4 (3)
Cl4—Sn1—O1—C1	76.78 (13)	O2—C1—C2—C3	2.6 (3)
O1—Sn1—N1—C5	−178.97 (18)	O1—C1—C2—C3	−178.07 (18)
Cl2—Sn1—N1—C5	162.83 (14)	C4—N2—C3—C2	2.5 (3)
Cl1—Sn1—N1—C5	−0.41 (17)	N1—C2—C3—N2	−1.1 (3)
Cl3—Sn1—N1—C5	−92.05 (17)	C1—C2—C3—N2	179.39 (18)
Cl4—Sn1—N1—C5	92.25 (17)	C3—N2—C4—C5	−1.5 (3)
O1—Sn1—N1—C2	7.47 (12)	C2—N1—C5—C4	2.4 (3)
Cl2—Sn1—N1—C2	−10.7 (3)	Sn1—N1—C5—C4	−170.79 (14)
Cl1—Sn1—N1—C2	−173.97 (12)	N2—C4—C5—N1	−1.0 (3)
Cl3—Sn1—N1—C2	94.39 (13)	C8—N3—C6—C7	−174.78 (16)
Cl4—Sn1—N1—C2	−81.31 (12)	C10—N3—C6—C7	58.4 (2)
Sn1—O1—C1—O2	−175.82 (15)	C6—N3—C8—C9	79.8 (2)
Sn1—O1—C1—C2	4.8 (2)	C10—N3—C8—C9	−151.96 (17)
C5—N1—C2—C3	−1.4 (3)	C6—N3—C10—C11	56.1 (2)
Sn1—N1—C2—C3	172.92 (15)	C8—N3—C10—C11	−70.1 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H1···N2	0.91 (3)	2.10 (3)	2.999 (2)	167 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H1⋯N2	0.91 (3)	2.10 (3)	2.999 (2)	167 (2)