The crystal structure of the title compound, (C
2H
10N
2)(C
2H
9N
2)
2[Sn
2S
6], consists of discrete [Sn
2S
6]
4− anions and mono- as well as diprotonated ethylenediamine molecules. The anion and the monoprotonated cation occupy general positions, whereas the dications are located on centres of inversion. In the crystal structure, the anions and cations are connected
via N—H
S and N—H
N hydrogen bonds.
Supporting information
CCDC reference: 271820
Key indicators
- Single-crystal X-ray study
- T = 170 K
- Mean (C-C) = 0.005 Å
- R factor = 0.029
- wR factor = 0.076
- Data-to-parameter ratio = 25.9
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT029_ALERT_3_B _diffrn_measured_fraction_theta_full Low ....... 0.94
Alert level C
REFLT03_ALERT_3_C Reflection count < 95% complete
From the CIF: _diffrn_reflns_theta_max 27.99
From the CIF: _diffrn_reflns_theta_full 27.99
From the CIF: _reflns_number_total 4820
TEST2: Reflns within _diffrn_reflns_theta_max
Count of symmetry unique reflns 5109
Completeness (_total/calc) 94.34%
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 16
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 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
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: IPDS (Stoe & Cie, 1998); cell refinement: IPDS; data reduction: IPDS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Bruker, 1998); software used to prepare material for publication: CIFTAB in SHELXL97.
Bis(2-aminoethylammonium)(ethylenediammonium)(di-µ-sulfido-
κ2S:
S)bis[disulfidotin(IV)]
top
Crystal data top
(C2H10N2)(C2H9N2)2[Sn2S6] | Z = 2 |
Mr = 614.08 | F(000) = 604 |
Triclinic, P1 | Dx = 1.927 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.7638 (7) Å | Cell parameters from 8000 reflections |
b = 10.7287 (10) Å | θ = 2.5–28° |
c = 12.2216 (10) Å | µ = 2.95 mm−1 |
α = 74.845 (10)° | T = 170 K |
β = 72.997 (10)° | Block, colourless |
γ = 88.978 (10)° | 0.09 × 0.09 × 0.08 mm |
V = 1058.54 (16) Å3 | |
Data collection top
Stoe IPDS-1 diffractometer | 3926 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.044 |
Graphite monochromator | θmax = 28.0°, θmin = 2.3° |
φ scans | h = −11→11 |
11088 measured reflections | k = −14→14 |
4820 independent reflections | l = −16→16 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.029 | H-atom parameters constrained |
wR(F2) = 0.077 | w = 1/[σ2(Fo2) + (0.0472P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.97 | (Δ/σ)max = 0.001 |
4820 reflections | Δρmax = 0.91 e Å−3 |
186 parameters | Δρmin = −1.80 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0039 (5) |
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 | |
Sn1 | 0.34747 (2) | 0.63752 (2) | 0.154153 (17) | 0.00856 (8) | |
Sn2 | 0.13770 (2) | 0.36405 (2) | 0.334696 (17) | 0.00832 (8) | |
S1 | 0.58686 (9) | 0.70422 (8) | 0.17769 (7) | 0.01206 (16) | |
S2 | 0.25563 (9) | 0.77505 (8) | 0.00775 (7) | 0.01272 (16) | |
S3 | 0.34584 (9) | 0.41326 (8) | 0.14064 (6) | 0.01217 (16) | |
S4 | 0.12997 (9) | 0.58798 (8) | 0.34600 (7) | 0.01226 (16) | |
S5 | 0.24852 (9) | 0.22744 (8) | 0.47117 (7) | 0.01222 (16) | |
S6 | −0.10768 (9) | 0.28440 (8) | 0.32975 (7) | 0.01187 (16) | |
N1 | 0.4617 (3) | 0.1191 (3) | 0.2382 (3) | 0.0172 (6) | |
H1N1 | 0.3919 | 0.0876 | 0.2080 | 0.026* | |
H2N1 | 0.5356 | 0.1758 | 0.1785 | 0.026* | |
H3N1 | 0.4075 | 0.1603 | 0.2928 | 0.026* | |
C1 | 0.5430 (4) | 0.0112 (4) | 0.2955 (3) | 0.0185 (7) | |
H1A | 0.6289 | 0.0465 | 0.3186 | 0.022* | |
H1B | 0.5931 | −0.0387 | 0.2380 | 0.022* | |
C2 | 0.4283 (4) | −0.0776 (4) | 0.4039 (3) | 0.0183 (7) | |
H2A | 0.4870 | −0.1481 | 0.4405 | 0.022* | |
H2B | 0.3813 | −0.0287 | 0.4628 | 0.022* | |
N2 | 0.3002 (3) | −0.1333 (3) | 0.3732 (3) | 0.0196 (6) | |
H1N2 | 0.2409 | −0.1942 | 0.4383 | 0.029* | |
H2N2 | 0.3452 | −0.1736 | 0.3156 | 0.029* | |
N3 | 0.0231 (4) | −0.0186 (3) | 0.3250 (3) | 0.0209 (7) | |
H1N3 | 0.1225 | −0.0389 | 0.3300 | 0.031* | |
H2N3 | −0.0515 | −0.0737 | 0.3856 | 0.031* | |
H3N3 | 0.0069 | 0.0641 | 0.3298 | 0.031* | |
C3 | 0.0089 (4) | −0.0303 (4) | 0.2093 (4) | 0.0257 (9) | |
H3A | −0.1039 | −0.0229 | 0.2096 | 0.031* | |
H3B | 0.0411 | −0.1165 | 0.1993 | 0.031* | |
C4 | 0.1134 (5) | 0.0740 (5) | 0.1061 (3) | 0.0277 (9) | |
H4A | 0.0949 | 0.0683 | 0.0314 | 0.033* | |
H4B | 0.0837 | 0.1602 | 0.1174 | 0.033* | |
N4 | 0.2832 (4) | 0.0595 (3) | 0.0970 (3) | 0.0220 (7) | |
H1N4 | 0.3453 | 0.1211 | 0.0340 | 0.033* | |
H2N4 | 0.3099 | −0.0195 | 0.0857 | 0.033* | |
N5 | 0.7907 (3) | 0.4613 (3) | 1.1043 (2) | 0.0136 (6) | |
H1N5 | 0.7591 | 0.4119 | 1.0636 | 0.020* | |
H2N5 | 0.7114 | 0.5131 | 1.1279 | 0.020* | |
H3N5 | 0.8118 | 0.4089 | 1.1693 | 0.020* | |
C5 | 0.9384 (4) | 0.5432 (3) | 1.0258 (3) | 0.0148 (7) | |
H5A | 0.9813 | 0.5888 | 1.0723 | 0.018* | |
H5B | 0.9128 | 0.6088 | 0.9610 | 0.018* | |
N6 | 0.2903 (3) | 0.4523 (3) | 0.6009 (2) | 0.0140 (6) | |
H1N6 | 0.2649 | 0.3974 | 0.5626 | 0.021* | |
H2N6 | 0.2055 | 0.5000 | 0.6230 | 0.021* | |
H3N6 | 0.3151 | 0.4059 | 0.6666 | 0.021* | |
C6 | 0.4303 (4) | 0.5403 (3) | 0.5202 (3) | 0.0146 (7) | |
H6A | 0.4607 | 0.5986 | 0.5622 | 0.018* | |
H6B | 0.4024 | 0.5941 | 0.4504 | 0.018* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sn1 | 0.00919 (11) | 0.00736 (13) | 0.00709 (11) | 0.00105 (8) | −0.00028 (8) | −0.00094 (8) |
Sn2 | 0.00882 (11) | 0.00705 (13) | 0.00717 (11) | 0.00145 (8) | −0.00073 (8) | −0.00059 (8) |
S1 | 0.0114 (3) | 0.0132 (4) | 0.0111 (3) | 0.0007 (3) | −0.0031 (3) | −0.0027 (3) |
S2 | 0.0154 (3) | 0.0103 (4) | 0.0109 (3) | 0.0033 (3) | −0.0034 (3) | −0.0009 (3) |
S3 | 0.0157 (3) | 0.0084 (4) | 0.0084 (3) | 0.0032 (3) | 0.0022 (3) | −0.0023 (3) |
S4 | 0.0129 (3) | 0.0090 (4) | 0.0113 (3) | 0.0014 (3) | 0.0026 (3) | −0.0037 (3) |
S5 | 0.0131 (3) | 0.0111 (4) | 0.0111 (3) | 0.0034 (3) | −0.0037 (3) | −0.0006 (3) |
S6 | 0.0110 (3) | 0.0122 (4) | 0.0119 (3) | 0.0011 (3) | −0.0034 (3) | −0.0023 (3) |
N1 | 0.0174 (13) | 0.0142 (16) | 0.0152 (13) | 0.0001 (12) | 0.0006 (11) | −0.0020 (11) |
C1 | 0.0149 (14) | 0.0149 (18) | 0.0227 (16) | 0.0011 (13) | −0.0016 (13) | −0.0048 (14) |
C2 | 0.0248 (16) | 0.0134 (18) | 0.0191 (16) | 0.0030 (14) | −0.0121 (14) | −0.0025 (13) |
N2 | 0.0201 (13) | 0.0183 (17) | 0.0160 (13) | −0.0050 (12) | −0.0016 (11) | −0.0011 (11) |
N3 | 0.0186 (13) | 0.0189 (17) | 0.0201 (14) | 0.0010 (12) | 0.0005 (12) | −0.0033 (12) |
C3 | 0.0174 (15) | 0.033 (2) | 0.0276 (19) | 0.0012 (16) | −0.0036 (15) | −0.0136 (17) |
C4 | 0.0314 (19) | 0.032 (2) | 0.0181 (16) | 0.0119 (18) | −0.0081 (16) | −0.0031 (16) |
N4 | 0.0256 (14) | 0.0187 (17) | 0.0160 (13) | −0.0057 (13) | −0.0009 (12) | −0.0005 (12) |
N5 | 0.0144 (12) | 0.0154 (15) | 0.0104 (11) | 0.0033 (11) | −0.0028 (10) | −0.0037 (10) |
C5 | 0.0136 (14) | 0.0108 (17) | 0.0186 (15) | 0.0036 (13) | −0.0032 (13) | −0.0037 (13) |
N6 | 0.0120 (11) | 0.0198 (16) | 0.0086 (11) | 0.0032 (11) | −0.0003 (10) | −0.0046 (11) |
C6 | 0.0121 (13) | 0.0138 (18) | 0.0159 (15) | 0.0050 (13) | −0.0017 (12) | −0.0037 (13) |
Geometric parameters (Å, º) top
Sn1—S2 | 2.3337 (9) | N3—H3N3 | 0.9100 |
Sn1—S1 | 2.3474 (8) | C3—C4 | 1.517 (6) |
Sn1—S3 | 2.4549 (9) | C3—H3A | 0.9900 |
Sn1—S4 | 2.4868 (8) | C3—H3B | 0.9900 |
Sn2—S5 | 2.3434 (9) | C4—N4 | 1.468 (5) |
Sn2—S6 | 2.3509 (8) | C4—H4A | 0.9900 |
Sn2—S4 | 2.4409 (9) | C4—H4B | 0.9900 |
Sn2—S3 | 2.4659 (8) | N4—H1N4 | 0.9100 |
N1—C1 | 1.475 (5) | N4—H2N4 | 0.9100 |
N1—H1N1 | 0.9100 | N5—C5 | 1.497 (4) |
N1—H2N1 | 0.9100 | N5—H1N5 | 0.9100 |
N1—H3N1 | 0.9100 | N5—H2N5 | 0.9100 |
C1—C2 | 1.507 (5) | N5—H3N5 | 0.9100 |
C1—H1A | 0.9900 | C5—C5i | 1.514 (7) |
C1—H1B | 0.9900 | C5—H5A | 0.9900 |
C2—N2 | 1.465 (4) | C5—H5B | 0.9900 |
C2—H2A | 0.9900 | N6—C6 | 1.489 (4) |
C2—H2B | 0.9900 | N6—H1N6 | 0.9100 |
N2—H1N2 | 0.9100 | N6—H2N6 | 0.9100 |
N2—H2N2 | 0.9100 | N6—H3N6 | 0.9100 |
N3—C3 | 1.491 (5) | C6—C6ii | 1.521 (6) |
N3—H1N3 | 0.9100 | C6—H6A | 0.9900 |
N3—H2N3 | 0.9100 | C6—H6B | 0.9900 |
| | | |
S2—Sn1—S1 | 117.06 (3) | H2N3—N3—H3N3 | 109.5 |
S2—Sn1—S3 | 111.51 (3) | N3—C3—C4 | 111.2 (3) |
S1—Sn1—S3 | 112.48 (3) | N3—C3—H3A | 109.4 |
S2—Sn1—S4 | 109.00 (3) | C4—C3—H3A | 109.4 |
S1—Sn1—S4 | 110.79 (3) | N3—C3—H3B | 109.4 |
S3—Sn1—S4 | 93.46 (3) | C4—C3—H3B | 109.4 |
S5—Sn2—S6 | 114.80 (3) | H3A—C3—H3B | 108.0 |
S5—Sn2—S4 | 113.84 (3) | N4—C4—C3 | 110.9 (3) |
S6—Sn2—S4 | 112.12 (3) | N4—C4—H4A | 109.5 |
S5—Sn2—S3 | 106.50 (3) | C3—C4—H4A | 109.5 |
S6—Sn2—S3 | 113.35 (3) | N4—C4—H4B | 109.5 |
S4—Sn2—S3 | 94.34 (3) | C3—C4—H4B | 109.5 |
Sn1—S3—Sn2 | 86.14 (3) | H4A—C4—H4B | 108.0 |
Sn2—S4—Sn1 | 85.98 (3) | C4—N4—H1N4 | 110.5 |
C1—N1—H1N1 | 109.5 | C4—N4—H2N4 | 108.9 |
C1—N1—H2N1 | 109.5 | H1N4—N4—H2N4 | 108.3 |
H1N1—N1—H2N1 | 109.5 | C5—N5—H1N5 | 109.5 |
C1—N1—H3N1 | 109.5 | C5—N5—H2N5 | 109.5 |
H1N1—N1—H3N1 | 109.5 | H1N5—N5—H2N5 | 109.5 |
H2N1—N1—H3N1 | 109.5 | C5—N5—H3N5 | 109.5 |
N1—C1—C2 | 111.6 (3) | H1N5—N5—H3N5 | 109.5 |
N1—C1—H1A | 109.3 | H2N5—N5—H3N5 | 109.5 |
C2—C1—H1A | 109.3 | N5—C5—C5i | 108.8 (3) |
N1—C1—H1B | 109.3 | N5—C5—H5A | 109.9 |
C2—C1—H1B | 109.3 | C5i—C5—H5A | 109.9 |
H1A—C1—H1B | 108.0 | N5—C5—H5B | 109.9 |
N2—C2—C1 | 111.0 (3) | C5i—C5—H5B | 109.9 |
N2—C2—H2A | 109.4 | H5A—C5—H5B | 108.3 |
C1—C2—H2A | 109.4 | C6—N6—H1N6 | 109.5 |
N2—C2—H2B | 109.4 | C6—N6—H2N6 | 109.5 |
C1—C2—H2B | 109.4 | H1N6—N6—H2N6 | 109.5 |
H2A—C2—H2B | 108.0 | C6—N6—H3N6 | 109.5 |
C2—N2—H1N2 | 108.8 | H1N6—N6—H3N6 | 109.5 |
C2—N2—H2N2 | 108.6 | H2N6—N6—H3N6 | 109.5 |
H1N2—N2—H2N2 | 107.9 | N6—C6—C6ii | 109.1 (4) |
C3—N3—H1N3 | 109.5 | N6—C6—H6A | 109.9 |
C3—N3—H2N3 | 109.5 | C6ii—C6—H6A | 109.9 |
H1N3—N3—H2N3 | 109.5 | N6—C6—H6B | 109.9 |
C3—N3—H3N3 | 109.5 | C6ii—C6—H6B | 109.9 |
H1N3—N3—H3N3 | 109.5 | H6A—C6—H6B | 108.3 |
Symmetry codes: (i) −x+2, −y+1, −z+2; (ii) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1N1···N4 | 0.91 | 1.95 | 2.833 (4) | 162 |
N1—H2N1···S2iii | 0.91 | 2.40 | 3.228 (3) | 151 |
N1—H3N1···S5 | 0.91 | 2.49 | 3.390 (3) | 168 |
N2—H1N2···S6iv | 0.91 | 2.65 | 3.477 (3) | 152 |
N2—H2N2···S1v | 0.91 | 2.83 | 3.683 (3) | 157 |
N3—H1N3···N2 | 0.91 | 1.97 | 2.849 (5) | 162 |
N3—H2N3···S5iv | 0.91 | 2.36 | 3.271 (3) | 174 |
N3—H3N3···S6 | 0.91 | 2.55 | 3.436 (4) | 164 |
N4—H1N4···S1iii | 0.91 | 2.68 | 3.523 (3) | 155 |
N4—H2N4···S2v | 0.91 | 2.72 | 3.533 (3) | 150 |
N5—H1N5···S2ii | 0.91 | 2.41 | 3.263 (3) | 157 |
N5—H2N5···S1vi | 0.91 | 2.44 | 3.303 (3) | 159 |
N5—H3N5···S6vii | 0.91 | 2.35 | 3.260 (3) | 174 |
N6—H1N6···S5 | 0.91 | 2.40 | 3.293 (3) | 167 |
N6—H2N6···S6viii | 0.91 | 2.60 | 3.399 (3) | 147 |
N6—H3N6···S1ii | 0.91 | 2.35 | 3.250 (3) | 173 |
Symmetry codes: (ii) −x+1, −y+1, −z+1; (iii) −x+1, −y+1, −z; (iv) −x, −y, −z+1; (v) x, y−1, z; (vi) x, y, z+1; (vii) x+1, y, z+1; (viii) −x, −y+1, −z+1. |