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 SnIV 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.
Supporting information
CCDC reference: 274439
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (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
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).
Crystal data top
(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) Å3 | Prism, colorless |
Z = 8 | 0.07 × 0.06 × 0.05 mm |
Data collection top
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 top
Refinement on F2 | Hydrogen site location: difference Fourier map |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.027 | w = 1/[σ2(Fo2) + (0.0293P)2 + 1.3984P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 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+0.001xFc2λ3/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 top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
Sn—Cl1 | 2.4419 (12) | N9—C8 | 1.325 (4) |
Sn—Cl1i | 2.4419 (12) | N9—C4 | 1.373 (3) |
Sn—Cl2i | 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—Cl3i | 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) |
Cl1i—Sn—Cl1 | 86.77 (6) | C4—N9—H9 | 126 (3) |
Cl1—Sn—Cl3 | 176.64 (4) | C2—N3—C4 | 112.4 (2) |
Cl2i—Sn—Cl1i | 90.13 (3) | H2W—O1W—H1W | 101 (7) |
Cl2—Sn—Cl1i | 88.38 (3) | C8—N7—C5 | 107.4 (2) |
Cl2i—Sn—Cl1 | 88.38 (3) | C8—N7—H7 | 126 (2) |
Cl2i—Sn—Cl2 | 177.95 (5) | C5—N7—H7 | 127 (2) |
Cl3—Sn—Cl1i | 90.01 (5) | N3—C2—N1 | 125.2 (3) |
Cl3i—Sn—Cl1i | 176.64 (4) | N3—C2—H2 | 116.8 (17) |
Cl3i—Sn—Cl1 | 90.01 (5) | N1—C2—H2 | 118.0 (18) |
Cl3—Sn—Cl2i | 90.68 (3) | C4—C5—N7 | 107.9 (2) |
Cl3i—Sn—Cl2i | 90.73 (3) | C4—C5—C6 | 119.1 (3) |
Cl3i—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—Cl3i | 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) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···Cl4ii | 0.86 | 2.50 | 3.273 (2) | 150 |
O1W—H1W···O2Wiii | 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···N3iv | 0.74 (6) | 2.53 (6) | 3.189 (5) | 148 (3) |
N6—H5···Cl1v | 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···Cl4ii | 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···Cl4vi | 0.92 (4) | 2.17 (4) | 3.089 (3) | 176 (5) |
C8—H8···Cl1vii | 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. |