Bis­(adeninium) hexa­chloro­stannate(IV) dichloride tetrahydrate

The structure of the title compound, (C₅H₇N₅)₂[SnCl₆]Cl₂·4H₂O, can be described as alternating layers of C₅H₇N₅²⁺ and [SnCl₆]^2- ions along the b axis, the Sn^IV atom lying on a twofold axis. The chloride ions are located between the organic entities, forming hydrogen bonds with the N atoms and water molecules. Layers of adeninium cations and hexa­chloro­stannate anions are linked by anion-cation, cation-water and water-water hydrogen bonds. This three-dimensional complex network of hydrogen bonds ensures the cohesion of the ionic structure.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.027
• wR factor = 0.061
• Data-to-parameter ratio = 17.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low .......       0.95
PLAT420_ALERT_2_B D-H Without Acceptor       O1W    -   H2W    ...          ?

Alert level C
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct...          2
PLAT354_ALERT_3_C Short   O-H Bond (0.82A)   O1W    -   H1W    ...       0.71 Ang.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          5
              Cl

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           30.04
           From the CIF: _reflns_number_total               3316
           Count of symmetry unique reflns         2038
           Completeness (_total/calc)            162.71%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1278
           Fraction of Friedel pairs measured     0.627
           Are heavy atom types Z>Si present          yes

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

   0 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
   2 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: KappaCCD Reference Manual (Nonius, 1998); cell refinement: DENZO and SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK; program(s) used to solve structure: SIR2002 (Burla et al., 2003); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia,1997), PLUTON (Spek, 1990) and ATOMS (Dowty, 1995); software used to prepare material for publication: WinGX (Farrugia, 1999).

(I)

Crystal data

(C5H7N5)2[SnCl6]Cl2·4H2O	F(000) = 2960
Mr = 748.67	Dx = 1.919 Mg m^−3
Orthorhombic, Fdd2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: F 2 -2d	Cell parameters from 3316 reflections
a = 18.033 (5) Å	θ = 2.1–30.0°
b = 39.553 (5) Å	µ = 1.85 mm^−1
c = 7.265 (5) Å	T = 295 K
V = 5182 (4) Å^3	Prism, colorless
Z = 8	0.07 × 0.06 × 0.05 mm

Data collection

Nonius KappaCCD diffractometer	3155 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.045
Graphite monochromator	θmax = 30.0°, θmin = 2.1°
φ scans, and ω scans with κ offsets	h = −25→25
10885 measured reflections	k = −55→37
3316 independent reflections	l = −10→6

Refinement

Refinement on F^2	Hydrogen site location: difference Fourier map
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F^2 > 2σ(F^2)] = 0.027	w = 1/[σ^2(Fo^2) + (0.0293P)^2 + 1.3984P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.061	(Δ/σ)max = 0.001
S = 1.09	Δρmax = 0.95 e Å^−3
3316 reflections	Δρmin = −1.06 e Å^−3
191 parameters	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
1 restraint	Extinction coefficient: 0.00075 (5)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), 1278 Friedel pairs
Secondary atom site location: difference Fourier map	Absolute structure parameter: −0.026 (17)

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
Sn	0.7500	0.2500	0.71310 (4)	0.02496 (7)
Cl2	0.67862 (3)	0.198046 (16)	0.71907 (13)	0.03666 (15)
Cl1	0.82991 (3)	0.228296 (18)	0.95737 (12)	0.03362 (14)
Cl3	0.66748 (4)	0.27360 (2)	0.48454 (13)	0.04242 (18)
Cl4	0.60547 (4)	0.11976 (2)	−0.10760 (12)	0.04137 (18)
O2W	0.50065 (16)	0.18894 (7)	−0.0693 (7)	0.0637 (11)
N1	0.52165 (11)	0.12873 (5)	0.4613 (4)	0.0319 (5)
H1	0.4811	0.1209	0.5064	0.038*
N6	0.46845 (13)	0.18193 (7)	0.4505 (5)	0.0389 (6)
N9	0.70636 (12)	0.16417 (6)	0.2408 (3)	0.0326 (5)
N3	0.64387 (12)	0.11504 (6)	0.3707 (4)	0.0344 (6)
O1W	0.50308 (15)	0.24765 (9)	0.2653 (5)	0.0486 (8)
N7	0.61720 (13)	0.20094 (6)	0.2601 (3)	0.0312 (5)
C2	0.58002 (14)	0.10712 (7)	0.4407 (5)	0.0352 (6)
C5	0.59110 (13)	0.17100 (7)	0.3293 (4)	0.0259 (5)
C6	0.52393 (13)	0.16184 (7)	0.4147 (4)	0.0275 (5)
C4	0.64686 (14)	0.14762 (7)	0.3167 (4)	0.0271 (5)
C8	0.68665 (15)	0.19588 (8)	0.2079 (5)	0.0363 (6)
H2	0.5737 (16)	0.0838 (8)	0.482 (5)	0.032 (8)*
H9	0.752 (2)	0.1548 (9)	0.214 (10)	0.068 (11)*
H5	0.4708 (17)	0.2020 (8)	0.421 (5)	0.030 (9)*
H8	0.7170 (18)	0.2118 (9)	0.168 (5)	0.037 (8)*
H6	0.4314 (19)	0.1719 (9)	0.518 (5)	0.041 (10)*
H4W	0.465 (3)	0.1826 (14)	−0.031 (10)	0.091 (19)*
H3W	0.536 (2)	0.1742 (11)	−0.089 (6)	0.053 (12)*
H7	0.5944 (16)	0.2188 (9)	0.252 (5)	0.033 (9)*
H2W	0.462 (4)	0.250 (2)	0.214 (17)	0.15 (3)*
H1W	0.506 (3)	0.2634 (14)	0.311 (9)	0.08 (2)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn	0.02116 (10)	0.02295 (11)	0.03077 (12)	0.00158 (8)	0.000	0.000
Cl2	0.0351 (3)	0.0284 (3)	0.0465 (4)	−0.0071 (2)	0.0020 (4)	−0.0036 (3)
Cl1	0.0233 (2)	0.0387 (3)	0.0389 (4)	0.0075 (2)	−0.0005 (3)	0.0074 (4)
Cl3	0.0456 (4)	0.0387 (4)	0.0430 (4)	0.0050 (3)	−0.0178 (3)	0.0010 (4)
Cl4	0.0288 (3)	0.0438 (4)	0.0515 (4)	−0.0063 (3)	0.0122 (3)	−0.0086 (4)
O2W	0.0407 (13)	0.0462 (14)	0.104 (3)	0.0073 (13)	0.0115 (15)	0.0155 (19)
N1	0.0230 (9)	0.0319 (11)	0.0409 (12)	−0.0034 (7)	0.0025 (12)	0.0068 (12)
N6	0.0271 (11)	0.0384 (14)	0.0514 (16)	0.0046 (10)	0.0065 (12)	−0.0004 (15)
N9	0.0238 (9)	0.0364 (12)	0.0377 (13)	−0.0008 (9)	0.0075 (9)	−0.0011 (11)
N3	0.0278 (11)	0.0314 (13)	0.0441 (15)	0.0046 (10)	0.0028 (10)	0.0038 (11)
O1W	0.0413 (14)	0.0381 (15)	0.066 (2)	0.0033 (9)	0.0001 (10)	0.0004 (16)
N7	0.0301 (11)	0.0252 (11)	0.0383 (15)	0.0001 (9)	0.0048 (9)	0.0022 (10)
C2	0.0316 (12)	0.0276 (13)	0.0466 (19)	−0.0019 (10)	−0.0013 (12)	0.0056 (14)
C5	0.0235 (11)	0.0259 (13)	0.0283 (13)	−0.0005 (9)	0.0021 (9)	−0.0017 (10)
C6	0.0211 (10)	0.0323 (14)	0.0291 (14)	−0.0022 (10)	−0.0001 (9)	−0.0020 (10)
C4	0.0240 (11)	0.0284 (13)	0.0288 (13)	−0.0006 (10)	0.0010 (9)	−0.0015 (11)
C8	0.0290 (12)	0.0387 (15)	0.0411 (16)	−0.0062 (11)	0.0074 (14)	0.0024 (15)

Geometric parameters (Å, º)

Sn—Cl1	2.4419 (12)	N9—C8	1.325 (4)
Sn—Cl1^i	2.4419 (12)	N9—C4	1.373 (3)
Sn—Cl2^i	2.4251 (18)	N9—H9	0.93 (4)
Sn—Cl2	2.4252 (18)	N3—C2	1.297 (4)
Sn—Cl3	2.4172 (12)	N3—C4	1.348 (4)
Sn—Cl3^i	2.4172 (12)	O1W—H2W	0.83 (9)
O2W—H4W	0.75 (5)	O1W—H1W	0.71 (6)
O2W—H3W	0.87 (4)	N7—C8	1.324 (4)
N1—C6	1.353 (3)	N7—C5	1.370 (3)
N1—C2	1.364 (3)	N7—H7	0.82 (3)
N1—H1	0.8600	C2—H2	0.98 (3)
N6—C6	1.304 (3)	C5—C4	1.369 (4)
N6—H5	0.82 (3)	C5—C6	1.409 (3)
N6—H6	0.92 (4)	C8—H8	0.88 (4)
Cl1—Sn—Cl2	90.13 (3)	C8—N9—H9	125 (3)
Cl1^i—Sn—Cl1	86.77 (6)	C4—N9—H9	126 (3)
Cl1—Sn—Cl3	176.64 (4)	C2—N3—C4	112.4 (2)
Cl2^i—Sn—Cl1^i	90.13 (3)	H2W—O1W—H1W	101 (7)
Cl2—Sn—Cl1^i	88.38 (3)	C8—N7—C5	107.4 (2)
Cl2^i—Sn—Cl1	88.38 (3)	C8—N7—H7	126 (2)
Cl2^i—Sn—Cl2	177.95 (5)	C5—N7—H7	127 (2)
Cl3—Sn—Cl1^i	90.01 (5)	N3—C2—N1	125.2 (3)
Cl3^i—Sn—Cl1^i	176.64 (4)	N3—C2—H2	116.8 (17)
Cl3^i—Sn—Cl1	90.01 (5)	N1—C2—H2	118.0 (18)
Cl3—Sn—Cl2^i	90.68 (3)	C4—C5—N7	107.9 (2)
Cl3^i—Sn—Cl2^i	90.73 (3)	C4—C5—C6	119.1 (3)
Cl3^i—Sn—Cl2	90.68 (3)	N7—C5—C6	132.8 (2)
Cl2—Sn—Cl3	90.73 (3)	N6—C6—N1	121.1 (2)
Cl3—Sn—Cl3^i	93.23 (6)	N6—C6—C5	126.2 (3)
H4W—O2W—H3W	118 (5)	N1—C6—C5	112.7 (2)
C6—N1—C2	123.8 (2)	N3—C4—C5	126.6 (2)
C6—N1—H1	118.1	N3—C4—N9	127.2 (2)
C2—N1—H1	118.1	C5—C4—N9	106.2 (2)
C6—N6—H5	120 (2)	N7—C8—N9	110.2 (3)
C6—N6—H6	114 (2)	N7—C8—H8	125 (2)
H5—N6—H6	126 (3)	N9—C8—H8	125 (2)
C8—N9—C4	108.3 (2)
Sn—Cl2—Cl1—Cl3	2.28 (2)	O1W—N7—C2—C5	−1.9 (7)
Cl2—Cl1—Cl3—Cl4	−38.16 (2)	N7—C2—C5—C6	−175.0 (8)
Cl1—Cl3—Cl4—O2W	157.59 (9)	C2—C5—C6—C4	3.1 (3)
Cl3—Cl4—O2W—N1	−62.67 (7)	C5—C6—C4—C8	3.9 (3)
Cl4—O2W—N1—H1	−118.9	C6—C4—C8—H2	1 (5)
O2W—N1—H1—N6	−52.6	H7—H5—H8—H6	−167 (6)
N1—H1—N6—N7	4.5	H5—H8—H6—H4W	74 (3)
H1—N6—N7—N3	−4.5	H8—H6—H4W—H3W	33 (3)
N6—N7—N3—O1W	8.30 (17)	H6—H4W—H3W—H7	−47 (3)
N7—N3—O1W—N7	0.0	H4W—H3W—H7—H2W	−25 (4)
N3—O1W—N7—C2	−1.83 (11)	H3W—H7—H2W—H1W	−168 (6)

Symmetry code: (i) −x+3/2, −y+1/2, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···Cl4^ii	0.86	2.50	3.273 (2)	150
O1W—H1W···O2W^iii	0.71 (6)	2.08 (6)	2.782 (5)	172 (6)
O2W—H3W···Cl4	0.88 (4)	2.49 (4)	3.337 (4)	162 (3)
O2W—H4W···N3^iv	0.74 (6)	2.53 (6)	3.189 (5)	148 (3)
N6—H5···Cl1^v	0.82 (3)	2.76 (3)	3.100 (3)	107 (2)
N6—H5···O1W	0.82 (3)	2.21 (3)	2.993 (5)	159 (3)
N6—H6···Cl4^ii	0.92 (4)	2.33 (4)	3.205 (4)	160 (3)
N7—H7···O1W	0.82 (3)	2.01 (3)	2.766 (4)	154 (3)
N9—H9···Cl4^vi	0.92 (4)	2.17 (4)	3.089 (3)	176 (5)
C8—H8···Cl1^vii	0.89 (3)	2.63 (3)	3.410 (4)	148 (3)

Symmetry codes: (ii) x−1/4, −y+1/4, z+3/4; (iii) −x+1, −y+1/2, z+1/2; (iv) x−1/4, −y+1/4, z−1/4; (v) x−1/2, y, z−1/2; (vi) x+1/4, −y+1/4, z+1/4; (vii) x, y, z−1.