Dipyridinium diaqua­tetrachloro­tin(IV) 1,5-naphthalene­disulfonate

In the title compound, (C₅H₆N)₂[SnCl₄(H₂O)₂](C₁₀H₆O₆S₂), the organic salt exists as a centrosymmetric ion triple in which each disordered cation is linked to the dianion by an N...O hydrogen bond. The six-coordinate neutral tin complex interacts with the salt through the coordinated water molecules, giving rise to a tightly bound three-dimensional network structure.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in main residue
• R factor = 0.026
• wR factor = 0.074
• Data-to-parameter ratio = 19.1

checkCIF/PLATON results

No syntax errors found



Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.521     0.791
            Tmin' and Tmax expected:      0.643     0.782
            RR' =      0.800
            Please check that your absorption correction is appropriate.
CELLV02_ALERT_1_C  The supplied cell volume s.u. differs from that
            calculated from the cell parameter s.u.'s by > 2
            Calculated cell volume su =      12.90
            Cell volume su given      =       9.00
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.78
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms .....         12
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....       2.17
PLAT301_ALERT_3_C Main Residue  Disorder .........................      20.00 Perc.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          2

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

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

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Computing details

Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Dipyridinium diaquatetrachlorotin(IV) 1,5-naphthalenedisulfonate

Crystal data

(C5H6N)2[SnCl4(H2O)2](C10H6O6S2)	F(000) = 1480
Mr = 743.01	Dx = 1.821 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 6001 reflections
a = 20.517 (3) Å	θ = 3.2–27.5°
b = 11.689 (2) Å	µ = 1.54 mm^−1
c = 13.686 (3) Å	T = 295 K
β = 124.33 (3)°	Block, colorless
V = 2710.3 (9) Å^3	0.28 × 0.22 × 0.16 mm
Z = 4

Data collection

Rigaku R-AXIS RAPID IP diffractometer	3110 independent reflections
Radiation source: fine-focus sealed tube	3002 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.014
ω scans	θmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −26→26
Tmin = 0.521, Tmax = 0.791	k = 0→15
6020 measured reflections	l = −17→17

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) = 0.074	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0468P)^2 + 3.8448P] where P = (Fo^2 + 2Fc^2)/3
3110 reflections	(Δ/σ)max = 0.001
163 parameters	Δρmax = 0.61 e Å^−3
2 restraints	Δρmin = −0.48 e Å^−3

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Sn1	0.5000	0.22322 (2)	0.2500	0.02852 (8)
Cl1	0.35992 (3)	0.24089 (6)	0.11447 (6)	0.0427 (1)
Cl2	0.50387 (4)	0.09112 (6)	0.12147 (6)	0.0476 (2)
S1	0.41550 (3)	0.36223 (5)	0.52749 (5)	0.0333 (1)
O1	0.3892 (1)	0.3537 (2)	0.40416 (15)	0.0434 (4)
O2	0.4022 (1)	0.4769 (2)	0.5553 (2)	0.0579 (5)
O3	0.4958 (1)	0.3235 (2)	0.6083 (2)	0.0548 (5)
O1w	0.4889 (1)	0.3629 (1)	0.3401 (2)	0.0412 (4)
C1	0.3546 (1)	0.2685 (2)	0.5464 (2)	0.0266 (4)
C2	0.3908 (1)	0.1777 (2)	0.6211 (2)	0.0354 (4)
C3	0.3475 (1)	0.1039 (2)	0.6451 (2)	0.0401 (5)
C4	0.2686 (1)	0.1205 (2)	0.5931 (2)	0.0338 (4)
C5	0.2281 (1)	0.2117 (2)	0.5122 (2)	0.0240 (4)
N1	0.6474 (2)	0.3898 (5)	0.7186 (6)	0.036 (1)	0.50
C6	0.6994 (3)	0.3360 (4)	0.6989 (4)	0.046 (1)	0.50
C7	0.7782 (2)	0.3691 (4)	0.7626 (4)	0.049 (1)	0.50
C8	0.8049 (2)	0.4561 (4)	0.8460 (4)	0.048 (1)	0.50
C9	0.7529 (2)	0.5099 (4)	0.8658 (5)	0.045 (1)	0.50
C10	0.6742 (2)	0.4768 (5)	0.8021 (6)	0.040 (1)	0.50
N1'	0.6440 (2)	0.4161 (5)	0.7406 (6)	0.036 (1)	0.50
C6'	0.6671 (2)	0.3365 (4)	0.6903 (4)	0.046 (1)	0.50
C7'	0.7452 (2)	0.3324 (4)	0.7254 (4)	0.049 (1)	0.50
C8'	0.8002 (2)	0.4081 (4)	0.8108 (4)	0.048 (1)	0.50
C9'	0.7771 (2)	0.4877 (5)	0.8610 (5)	0.045 (1)	0.50
C10'	0.6990 (3)	0.4917 (5)	0.8260 (6)	0.040 (1)	0.50
H1w1	0.4695	0.3401	0.3751	0.049*
H1w2	0.5326	0.3903	0.3878	0.049*
H2	0.4443	0.1647	0.6562	0.042*
H3	0.3728	0.0431	0.6970	0.048*
H4	0.2410	0.0714	0.6109	0.041*
H1	0.5987	0.3693	0.6792	0.043*	0.50
H6	0.6815	0.2778	0.6430	0.055*	0.50
H7	0.8130	0.3332	0.7493	0.059*	0.50
H8	0.8576	0.4783	0.8886	0.058*	0.50
H9	0.7708	0.5681	0.9216	0.054*	0.50
H10	0.6394	0.5127	0.8153	0.048*	0.50
H1'	0.5957	0.4186	0.7189	0.043*	0.50
H6'	0.6303	0.2859	0.6332	0.055*	0.50
H7'	0.7607	0.2792	0.6918	0.059*	0.50
H8'	0.8524	0.4054	0.8343	0.058*	0.50
H9'	0.8139	0.5383	0.9182	0.054*	0.50
H10'	0.6835	0.5450	0.8596	0.048*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn1	0.0281 (1)	0.0263 (1)	0.0353 (1)	0.000	0.0204 (1)	0.000
Cl1	0.0285 (3)	0.0487 (3)	0.0473 (3)	0.0009 (2)	0.0192 (2)	−0.0020 (2)
Cl2	0.0482 (3)	0.0455 (3)	0.0495 (3)	0.0085 (3)	0.0278 (3)	−0.0098 (3)
S1	0.0279 (2)	0.0386 (3)	0.0416 (3)	−0.0113 (2)	0.0245 (2)	−0.0090 (2)
O1	0.042 (1)	0.056 (1)	0.045 (1)	−0.009 (1)	0.032 (1)	−0.001 (1)
O2	0.058 (1)	0.043 (1)	0.098 (2)	−0.025 (1)	0.059 (1)	−0.030 (1)
O3	0.025 (1)	0.081 (1)	0.055 (1)	−0.011 (1)	0.020 (1)	−0.001 (1)
O1w	0.044 (1)	0.040 (1)	0.061 (1)	−0.016 (1)	0.042 (1)	−0.018 (1)
C1	0.023 (1)	0.031 (1)	0.028 (1)	−0.006 (1)	0.016 (1)	−0.004 (1)
C2	0.023 (1)	0.045 (1)	0.034 (1)	0.004 (1)	0.013 (1)	0.003 (1)
C3	0.036 (1)	0.041 (1)	0.040 (1)	0.010 (1)	0.020 (1)	0.017 (1)
C4	0.033 (1)	0.032 (1)	0.039 (1)	0.000 (1)	0.023 (1)	0.008 (1)
C5	0.024 (1)	0.026 (1)	0.025 (1)	−0.003 (1)	0.016 (1)	−0.002 (1)
N1	0.029 (1)	0.041 (3)	0.045 (3)	0.008 (1)	0.025 (1)	0.007 (2)
C6	0.040 (3)	0.054 (2)	0.045 (2)	0.007 (3)	0.025 (3)	0.006 (2)
C7	0.029 (3)	0.067 (4)	0.061 (4)	0.012 (2)	0.031 (3)	0.013 (2)
C8	0.036 (2)	0.058 (4)	0.055 (4)	0.008 (2)	0.028 (2)	0.016 (3)
C9	0.033 (3)	0.051 (3)	0.048 (2)	−0.001 (2)	0.020 (2)	0.013 (2)
C10	0.031 (3)	0.044 (2)	0.048 (3)	0.004 (2)	0.025 (3)	0.009 (2)
N1'	0.029 (1)	0.041 (3)	0.045 (3)	0.008 (1)	0.025 (1)	0.007 (2)
C6'	0.040 (3)	0.054 (2)	0.045 (2)	0.007 (3)	0.025 (3)	0.006 (2)
C7'	0.029 (3)	0.067 (4)	0.061 (4)	0.012 (2)	0.031 (3)	0.013 (2)
C8'	0.036 (2)	0.058 (4)	0.055 (4)	0.008 (2)	0.028 (2)	0.016 (3)
C9'	0.033 (3)	0.051 (3)	0.0479 (17)	−0.001 (2)	0.020 (2)	0.0132 (17)
C10'	0.031 (3)	0.044 (2)	0.048 (3)	0.004 (2)	0.025 (3)	0.0087 (17)

Geometric parameters (Å, º)

Sn1—Cl1	2.394 (1)	N1'—C6'	1.39
Sn1—Cl1^i	2.394 (1)	N1'—C10'	1.39
Sn1—Cl2	2.375 (1)	C6'—C7'	1.39
Sn1—Cl2^i	2.375 (1)	C7'—C8'	1.39
Sn1—O1w	2.135 (2)	C8'—C9'	1.39
Sn1—O1w^i	2.135 (2)	C9'—C10'	1.39
S1—O1	1.457 (2)	O1w—H1w1	0.82
S1—O2	1.460 (2)	O1w—H1w2	0.82
S1—O3	1.445 (2)	C2—H2	0.93
S1—C1	1.787 (2)	C3—H3	0.93
C1—C2	1.366 (3)	C4—H4	0.93
C1—C5^ii	1.428 (3)	N1—H1	0.86
C2—C3	1.403 (3)	C6—H6	0.93
C3—C4	1.366 (3)	C7—H7	0.93
C4—C5	1.419 (3)	C8—H8	0.93
C5—C1^ii	1.428 (3)	C9—H9	0.93
C5—C5^ii	1.435 (4)	C10—H10	0.93
N1—C6	1.39	N1'—H1'	0.86
N1—C10	1.39	C6'—H6'	0.93
C6—C7	1.39	C7'—H7'	0.93
C7—C8	1.39	C8'—H8'	0.93
C8—C9	1.39	C9'—H9'	0.93
C9—C10	1.39	C10'—H10'	0.93
Cl1—Sn1—Cl1^i	170.10 (3)	C8'—C7'—C6'	120.0
Cl1—Sn1—Cl2	90.53 (3)	C7'—C8'—C9'	120.0
Cl1—Sn1—Cl2^i	95.91 (3)	C10'—C9'—C8'	120.0
Cl1—Sn1—O1w	84.76 (5)	C9'—C10'—N1'	120.0
Cl1—Sn1—O1w^i	87.67 (5)	Sn1—O1w—H1w1	109.5
Cl1^i—Sn1—Cl2^i	90.53 (3)	Sn1—O1w—H1w2	109.5
Cl1^i—Sn1—Cl2	95.91 (3)	H1w1—O1w—H1w2	109.5
Cl1^i—Sn1—O1w	87.67 (5)	C1—C2—H2	119.9
Cl1^i—Sn1—O1w^i	84.76 (5)	C3—C2—H2	119.9
Cl2—Sn1—Cl2^i	98.91 (4)	C4—C3—H3	119.6
Cl2—Sn1—O1w	169.79 (5)	C2—C3—H3	119.6
Cl2—Sn1—O1w^i	90.59 (5)	C3—C4—H4	119.6
Cl2^i—Sn1—O1w	90.59 (5)	C5—C4—H4	119.6
Cl2^i—Sn1—O1w^i	169.79 (5)	C6—N1—H1	120.0
O1w—Sn1—O1w^i	80.19 (9)	C10—N1—H1	120.0
O3—S1—O2	112.8 (1)	N1—C6—H6	120.0
O3—S1—O1	112.6 (1)	C7—C6—H6	120.0
O2—S1—O1	111.3 (1)	C6—C7—H7	120.0
O3—S1—C1	106.6 (1)	C8—C7—H7	120.0
O1—S1—C1	107.0 (1)	C7—C8—H8	120.0
C2—C1—C5^ii	121.2 (2)	C9—C8—H8	120.0
C2—C1—S1	117.1 (2)	C10—C9—H9	120.0
C5^ii—C1—S1	121.7 (2)	C8—C9—H9	120.0
C1—C2—C3	120.2 (2)	C9—C10—H10	120.0
C4—C3—C2	120.8 (2)	N1—C10—H10	120.0
C3—C4—C5	120.9 (2)	C6'—N1'—H1'	120.0
C4—C5—C1^ii	123.2 (2)	C10'—N1'—H1'	120.0
C4—C5—C5^ii	118.8 (2)	N1'—C6'—H6'	120.0
C1^ii—C5—C5^ii	118.0 (2)	C7'—C6'—H6'	120.0
C6—N1—C10	120.0	C8'—C7'—H7'	120.0
N1—C6—C7	120.0	C6'—C7'—H7'	120.0
C6—C7—C8	120.0	C7'—C8'—H8'	120.0
C7—C8—C9	120.0	C9'—C8'—H8'	120.0
C10—C9—C8	120.0	C10'—C9'—H9'	120.0
C9—C10—N1	120.0	C8'—C9'—H9'	120.0
C6'—N1'—C10'	120.0	C9'—C10'—H10'	120.0
N1'—C6'—C7'	120.0	N1'—C10'—H10'	120.0
O3—S1—C1—C2	−4.8 (2)	C5^ii—C1—C2—C3	−2.3 (3)
O2—S1—C1—C2	−125.3 (2)	S1—C1—C2—C3	176.7 (2)
O1—S1—C1—C2	115.8 (2)	C1—C2—C3—C4	1.0 (4)
O3—S1—C1—C5^ii	174.1 (2)	C2—C3—C4—C5	0.9 (4)
O2—S1—C1—C5^ii	53.6 (2)	C3—C4—C5—C1^ii	178.7 (2)
O1—S1—C1—C5^ii	−65.3 (2)	C3—C4—C5—C5^ii	−1.5 (4)

Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x+1/2, −y+1/2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w1···O1	0.82	1.91	2.643 (2)	149
O1w—H1w2···O2^iii	0.82	1.91	2.636 (2)	148
N1—H1···O3	0.86	1.84	2.695 (3)	175
N1′—H1′···O3	0.86	2.06	2.736 (4)	135

Symmetry code: (iii) −x+1, −y+1, −z+1.