Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803013205/bt6286sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536803013205/bt6286Isup2.hkl |
CCDC reference: 217384
The title compound was isolated as a byproduct after a reaction of HCl formed in an elimination reaction with traces of chlorotrimethyltin and TMEDA. It was isolated after crystallization from toluene at 253 K as colourless needles.
Atoms H1* and H3* were located in a difference map and were allowed to refine freely. The methyl groups in the anion were allowed to rotate about the Sn—C bond.
Data collection: MSC R-AXIS-II control software; cell refinement: DENZO (Otwinowski & Minor, 1985); data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1985); program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Fig. 1. A view of (I). Displacement ellipsoids are drawn here at the 50% probability level. |
(C6H17N2)[SnCl2(CH3)2] | F(000) = 1424 |
Mr = 351.91 | Dx = 1.423 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 14.480 (3) Å | Cell parameters from 225 reflections |
b = 12.278 (3) Å | θ = 2.7–22.7° |
c = 19.366 (4) Å | µ = 1.86 mm−1 |
β = 107.41 (3)° | T = 140 K |
V = 3285.3 (11) Å3 | Needle, colourless |
Z = 8 | 0.3 × 0.1 × 0.1 mm |
Rigaku R-AXIS-IIc diffractometer | 4747 reflections with I > 2σ(I) |
Radiation source: rotating anode | Rint = 0.027 |
Graphite monochromator | θmax = 25.4°, θmin = 2.0° |
image–plate oscillation photos scans | h = −17→17 |
11409 measured reflections | k = −14→14 |
6025 independent reflections | l = −23→23 |
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)] = 0.033 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.085 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | Calculated w = 1/[σ2(Fo2) + (0.0411P)2] where P = (Fo2 + 2Fc2)/3 |
6025 reflections | (Δ/σ)max = 0.009 |
267 parameters | Δρmax = 0.90 e Å−3 |
0 restraints | Δρmin = −0.92 e Å−3 |
(C6H17N2)[SnCl2(CH3)2] | V = 3285.3 (11) Å3 |
Mr = 351.91 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 14.480 (3) Å | µ = 1.86 mm−1 |
b = 12.278 (3) Å | T = 140 K |
c = 19.366 (4) Å | 0.3 × 0.1 × 0.1 mm |
β = 107.41 (3)° |
Rigaku R-AXIS-IIc diffractometer | 4747 reflections with I > 2σ(I) |
11409 measured reflections | Rint = 0.027 |
6025 independent reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.085 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | Δρmax = 0.90 e Å−3 |
6025 reflections | Δρmin = −0.92 e Å−3 |
267 parameters |
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 on F2 for ALL reflections except for 0 with very negative F2 or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating _R_factor_obs 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. |
x | y | z | Uiso*/Ueq | ||
Sn2 | 0.014081 (19) | 0.556680 (19) | 0.251070 (14) | 0.03232 (9) | |
Cl3 | 0.03415 (7) | 0.55849 (8) | 0.39133 (5) | 0.0421 (2) | |
Cl4 | −0.01007 (7) | 0.55207 (7) | 0.11094 (5) | 0.0386 (2) | |
C4 | −0.1273 (3) | 0.4902 (3) | 0.2314 (2) | 0.0403 (9) | |
H4A | −0.1313 | 0.4522 | 0.2737 | 0.060* | |
H4B | −0.1403 | 0.4405 | 0.1914 | 0.060* | |
H4C | −0.1741 | 0.5480 | 0.2202 | 0.060* | |
C5 | 0.0282 (4) | 0.7292 (3) | 0.2528 (2) | 0.0624 (14) | |
H5A | 0.0024 | 0.7572 | 0.2046 | 0.094* | |
H5B | 0.0953 | 0.7485 | 0.2715 | 0.094* | |
H5C | −0.0067 | 0.7598 | 0.2833 | 0.094* | |
C6 | 0.1467 (3) | 0.4674 (3) | 0.2713 (2) | 0.0475 (10) | |
H6A | 0.1726 | 0.4770 | 0.2315 | 0.071* | |
H6B | 0.1346 | 0.3914 | 0.2766 | 0.071* | |
H6C | 0.1925 | 0.4937 | 0.3149 | 0.071* | |
Sn1 | 0.501915 (18) | 0.92434 (2) | 0.226317 (14) | 0.03468 (9) | |
Cl1 | 0.35102 (8) | 0.93494 (8) | 0.10841 (7) | 0.0548 (3) | |
Cl2 | 0.64762 (8) | 0.91704 (8) | 0.34484 (6) | 0.0548 (3) | |
C1 | 0.5313 (3) | 0.7642 (3) | 0.1968 (2) | 0.0523 (11) | |
H1A | 0.4767 | 0.7377 | 0.1590 | 0.078* | |
H1B | 0.5431 | 0.7171 | 0.2381 | 0.078* | |
H1C | 0.5874 | 0.7654 | 0.1801 | 0.078* | |
C2 | 0.5652 (3) | 1.0560 (3) | 0.1852 (2) | 0.0515 (11) | |
H2A | 0.6303 | 1.0671 | 0.2156 | 0.077* | |
H2B | 0.5280 | 1.1209 | 0.1847 | 0.077* | |
H2C | 0.5657 | 1.0394 | 0.1369 | 0.077* | |
C3 | 0.4076 (3) | 0.9478 (3) | 0.2907 (3) | 0.0567 (12) | |
H3A | 0.4256 | 1.0130 | 0.3189 | 0.085* | |
H3B | 0.4124 | 0.8866 | 0.3225 | 0.085* | |
H3C | 0.3422 | 0.9544 | 0.2599 | 0.085* | |
N3 | 0.1938 (2) | 1.2334 (2) | 0.08305 (17) | 0.0353 (7) | |
H1* | 0.254 (3) | 0.788 (3) | 0.068 (2) | 0.053 (12)* | |
C31 | 0.1171 (3) | 1.3175 (3) | 0.0753 (2) | 0.0459 (10) | |
H31A | 0.1023 | 1.3502 | 0.0282 | 0.069* | |
H31B | 0.1398 | 1.3725 | 0.1117 | 0.069* | |
H31C | 0.0599 | 1.2841 | 0.0810 | 0.069* | |
C32 | 0.2174 (3) | 1.1817 (3) | 0.1561 (2) | 0.0515 (11) | |
H32A | 0.2667 | 1.1276 | 0.1606 | 0.077* | |
H32B | 0.1604 | 1.1480 | 0.1620 | 0.077* | |
H32C | 0.2403 | 1.2364 | 0.1927 | 0.077* | |
C33 | 0.1679 (3) | 1.1484 (3) | 0.0248 (2) | 0.0464 (10) | |
H33A | 0.2087 | 1.0849 | 0.0400 | 0.056* | |
H33B | 0.1011 | 1.1262 | 0.0160 | 0.056* | |
N4 | 0.2776 (3) | 1.2438 (3) | −0.0287 (2) | 0.0508 (9) | |
C41 | 0.3548 (4) | 1.1639 (5) | −0.0235 (3) | 0.0865 (18) | |
H41A | 0.3552 | 1.1116 | 0.0134 | 0.130* | |
H41B | 0.4161 | 1.2006 | −0.0115 | 0.130* | |
H41C | 0.3434 | 1.1273 | −0.0691 | 0.130* | |
C42 | 0.2776 (4) | 1.3220 (3) | −0.0848 (3) | 0.0657 (14) | |
H42A | 0.3408 | 1.3539 | −0.0748 | 0.099* | |
H42B | 0.2310 | 1.3780 | −0.0858 | 0.099* | |
H42C | 0.2611 | 1.2857 | −0.1308 | 0.099* | |
C43 | 0.1816 (3) | 1.1943 (4) | −0.0431 (2) | 0.0525 (11) | |
H43A | 0.1743 | 1.1367 | −0.0786 | 0.063* | |
H43B | 0.1323 | 1.2487 | −0.0631 | 0.063* | |
H3* | 0.251 (3) | 1.267 (3) | 0.077 (2) | 0.046 (12)* | |
N1 | 0.1964 (2) | 0.7465 (3) | 0.07453 (17) | 0.0373 (7) | |
C11 | 0.1200 (3) | 0.8252 (3) | 0.0782 (2) | 0.0472 (10) | |
H11A | 0.0973 | 0.8636 | 0.0331 | 0.071* | |
H11B | 0.1462 | 0.8762 | 0.1166 | 0.071* | |
H11C | 0.0671 | 0.7866 | 0.0871 | 0.071* | |
C12 | 0.2337 (3) | 0.6854 (3) | 0.1429 (2) | 0.0561 (12) | |
H12A | 0.2826 | 0.6352 | 0.1389 | 0.084* | |
H12B | 0.1817 | 0.6459 | 0.1526 | 0.084* | |
H12C | 0.2610 | 0.7353 | 0.1818 | 0.084* | |
C13 | 0.1587 (3) | 0.6754 (4) | 0.0086 (3) | 0.0554 (12) | |
H13A | 0.1117 | 0.6247 | 0.0167 | 0.066* | |
H13B | 0.1260 | 0.7206 | −0.0325 | 0.066* | |
N2 | 0.3215 (3) | 0.6824 (3) | −0.0040 (2) | 0.0619 (11) | |
C21 | 0.3063 (4) | 0.7594 (5) | −0.0644 (3) | 0.0825 (17) | |
H21A | 0.2503 | 0.8032 | −0.0674 | 0.124* | |
H21B | 0.2964 | 0.7197 | −0.1087 | 0.124* | |
H21C | 0.3620 | 0.8054 | −0.0565 | 0.124* | |
C22 | 0.4052 (4) | 0.6144 (5) | 0.0026 (3) | 0.0790 (16) | |
H22A | 0.4132 | 0.5649 | 0.0423 | 0.118* | |
H22B | 0.4618 | 0.6593 | 0.0111 | 0.118* | |
H22C | 0.3962 | 0.5739 | −0.0413 | 0.118* | |
C23 | 0.2368 (3) | 0.6133 (4) | −0.0087 (3) | 0.0600 (13) | |
H23A | 0.2562 | 0.5528 | 0.0247 | 0.072* | |
H23B | 0.2124 | 0.5837 | −0.0572 | 0.072* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn2 | 0.03840 (16) | 0.02992 (14) | 0.02921 (15) | 0.00226 (10) | 0.01097 (11) | 0.00064 (10) |
Cl3 | 0.0476 (6) | 0.0504 (6) | 0.0279 (5) | 0.0076 (4) | 0.0108 (4) | −0.0009 (4) |
Cl4 | 0.0421 (6) | 0.0464 (5) | 0.0284 (5) | 0.0026 (4) | 0.0121 (4) | 0.0043 (4) |
C4 | 0.038 (2) | 0.050 (2) | 0.034 (2) | 0.0006 (17) | 0.0138 (18) | −0.0020 (18) |
C5 | 0.108 (4) | 0.028 (2) | 0.059 (3) | 0.001 (2) | 0.036 (3) | −0.002 (2) |
C6 | 0.041 (2) | 0.064 (3) | 0.037 (2) | 0.013 (2) | 0.0103 (19) | 0.007 (2) |
Sn1 | 0.03152 (15) | 0.03421 (15) | 0.03855 (16) | 0.00027 (10) | 0.01087 (12) | 0.00076 (11) |
Cl1 | 0.0468 (6) | 0.0418 (5) | 0.0607 (7) | −0.0034 (4) | −0.0070 (5) | 0.0031 (5) |
Cl2 | 0.0521 (7) | 0.0546 (6) | 0.0465 (6) | 0.0114 (5) | −0.0023 (5) | −0.0058 (5) |
C1 | 0.056 (3) | 0.040 (2) | 0.058 (3) | 0.0089 (19) | 0.012 (2) | −0.003 (2) |
C2 | 0.051 (3) | 0.049 (2) | 0.054 (3) | −0.0102 (19) | 0.017 (2) | 0.003 (2) |
C3 | 0.054 (3) | 0.063 (3) | 0.062 (3) | 0.007 (2) | 0.030 (2) | 0.005 (2) |
N3 | 0.0312 (18) | 0.0416 (17) | 0.0321 (17) | −0.0020 (14) | 0.0081 (14) | 0.0004 (14) |
C31 | 0.043 (2) | 0.047 (2) | 0.044 (2) | 0.0075 (18) | 0.0065 (19) | −0.0032 (19) |
C32 | 0.054 (3) | 0.052 (2) | 0.042 (3) | −0.005 (2) | 0.005 (2) | 0.015 (2) |
C33 | 0.046 (3) | 0.046 (2) | 0.049 (3) | −0.0095 (19) | 0.017 (2) | −0.008 (2) |
N4 | 0.049 (2) | 0.053 (2) | 0.056 (2) | −0.0063 (17) | 0.0239 (19) | 0.0067 (18) |
C41 | 0.070 (4) | 0.094 (4) | 0.102 (5) | 0.014 (3) | 0.037 (4) | 0.045 (4) |
C42 | 0.070 (3) | 0.057 (3) | 0.079 (4) | 0.007 (2) | 0.037 (3) | 0.013 (3) |
C43 | 0.054 (3) | 0.065 (3) | 0.040 (3) | −0.002 (2) | 0.017 (2) | −0.008 (2) |
N1 | 0.0336 (19) | 0.0419 (17) | 0.0357 (18) | 0.0000 (14) | 0.0093 (15) | −0.0030 (15) |
C11 | 0.046 (3) | 0.055 (2) | 0.041 (2) | 0.0108 (19) | 0.013 (2) | 0.004 (2) |
C12 | 0.049 (3) | 0.058 (3) | 0.056 (3) | 0.002 (2) | 0.006 (2) | 0.019 (2) |
C13 | 0.045 (3) | 0.061 (3) | 0.060 (3) | −0.011 (2) | 0.014 (2) | −0.025 (2) |
N2 | 0.064 (3) | 0.077 (3) | 0.055 (3) | −0.033 (2) | 0.034 (2) | −0.016 (2) |
C21 | 0.086 (4) | 0.098 (4) | 0.074 (4) | −0.007 (3) | 0.039 (3) | −0.010 (3) |
C22 | 0.071 (4) | 0.094 (4) | 0.080 (4) | −0.012 (3) | 0.036 (3) | −0.011 (3) |
C23 | 0.060 (3) | 0.065 (3) | 0.057 (3) | −0.015 (2) | 0.022 (3) | −0.019 (2) |
Sn2—C5 | 2.127 (4) | C33—C43 | 1.498 (6) |
Sn2—C4 | 2.130 (4) | C33—H33A | 0.9700 |
Sn2—C6 | 2.143 (4) | C33—H33B | 0.9700 |
Sn2—Cl4 | 2.6311 (11) | N4—C42 | 1.449 (5) |
Sn2—Cl3 | 2.6441 (11) | N4—C43 | 1.466 (5) |
C4—H4A | 0.9600 | N4—C41 | 1.467 (6) |
C4—H4B | 0.9600 | C41—H41A | 0.9600 |
C4—H4C | 0.9600 | C41—H41B | 0.9600 |
C5—H5A | 0.9600 | C41—H41C | 0.9600 |
C5—H5B | 0.9600 | C42—H42A | 0.9600 |
C5—H5C | 0.9600 | C42—H42B | 0.9600 |
C6—H6A | 0.9600 | C42—H42C | 0.9600 |
C6—H6B | 0.9600 | C43—H43A | 0.9700 |
C6—H6C | 0.9600 | C43—H43B | 0.9700 |
Sn1—C1 | 2.126 (4) | N1—C12 | 1.477 (5) |
Sn1—C3 | 2.126 (4) | N1—C11 | 1.486 (5) |
Sn1—C2 | 2.126 (4) | N1—C13 | 1.508 (5) |
Sn1—Cl2 | 2.6135 (15) | N1—H1* | 1.02 (4) |
Sn1—Cl1 | 2.6494 (15) | C11—H11A | 0.9600 |
C1—H1A | 0.9600 | C11—H11B | 0.9600 |
C1—H1B | 0.9600 | C11—H11C | 0.9600 |
C1—H1C | 0.9600 | C12—H12A | 0.9600 |
C2—H2A | 0.9600 | C12—H12B | 0.9600 |
C2—H2B | 0.9600 | C12—H12C | 0.9600 |
C2—H2C | 0.9600 | C13—C23 | 1.482 (6) |
C3—H3A | 0.9600 | C13—H13A | 0.9700 |
C3—H3B | 0.9600 | C13—H13B | 0.9700 |
C3—H3C | 0.9600 | N2—C22 | 1.445 (6) |
N3—C31 | 1.491 (5) | N2—C21 | 1.468 (6) |
N3—C32 | 1.494 (5) | N2—C23 | 1.472 (5) |
N3—C33 | 1.499 (5) | C21—H21A | 0.9600 |
N3—H3* | 0.96 (4) | C21—H21B | 0.9600 |
C31—H31A | 0.9600 | C21—H21C | 0.9600 |
C31—H31B | 0.9600 | C22—H22A | 0.9600 |
C31—H31C | 0.9600 | C22—H22B | 0.9600 |
C32—H32A | 0.9600 | C22—H22C | 0.9600 |
C32—H32B | 0.9600 | C23—H23A | 0.9700 |
C32—H32C | 0.9600 | C23—H23B | 0.9700 |
C5—Sn2—C4 | 117.85 (18) | H32B—C32—H32C | 109.5 |
C5—Sn2—C6 | 115.46 (19) | C43—C33—N3 | 109.3 (3) |
C4—Sn2—C6 | 126.68 (17) | C43—C33—H33A | 109.8 |
C5—Sn2—Cl4 | 91.18 (12) | N3—C33—H33A | 109.8 |
C4—Sn2—Cl4 | 89.04 (11) | C43—C33—H33B | 109.8 |
C6—Sn2—Cl4 | 90.74 (12) | N3—C33—H33B | 109.8 |
C5—Sn2—Cl3 | 89.69 (12) | H33A—C33—H33B | 108.3 |
C4—Sn2—Cl3 | 89.50 (11) | C42—N4—C43 | 110.1 (4) |
C6—Sn2—Cl3 | 89.96 (12) | C42—N4—C41 | 108.9 (4) |
Cl4—Sn2—Cl3 | 178.53 (3) | C43—N4—C41 | 113.3 (4) |
Sn2—C4—H4A | 109.5 | N4—C41—H41A | 109.5 |
Sn2—C4—H4B | 109.5 | N4—C41—H41B | 109.5 |
H4A—C4—H4B | 109.5 | H41A—C41—H41B | 109.5 |
Sn2—C4—H4C | 109.5 | N4—C41—H41C | 109.5 |
H4A—C4—H4C | 109.5 | H41A—C41—H41C | 109.5 |
H4B—C4—H4C | 109.5 | H41B—C41—H41C | 109.5 |
Sn2—C5—H5A | 109.5 | N4—C42—H42A | 109.5 |
Sn2—C5—H5B | 109.5 | N4—C42—H42B | 109.5 |
H5A—C5—H5B | 109.5 | H42A—C42—H42B | 109.5 |
Sn2—C5—H5C | 109.5 | N4—C42—H42C | 109.5 |
H5A—C5—H5C | 109.5 | H42A—C42—H42C | 109.5 |
H5B—C5—H5C | 109.5 | H42B—C42—H42C | 109.5 |
Sn2—C6—H6A | 109.5 | N4—C43—C33 | 110.8 (3) |
Sn2—C6—H6B | 109.5 | N4—C43—H43A | 109.5 |
H6A—C6—H6B | 109.5 | C33—C43—H43A | 109.5 |
Sn2—C6—H6C | 109.5 | N4—C43—H43B | 109.5 |
H6A—C6—H6C | 109.5 | C33—C43—H43B | 109.5 |
H6B—C6—H6C | 109.5 | H43A—C43—H43B | 108.1 |
C1—Sn1—C3 | 119.88 (17) | C12—N1—C11 | 111.4 (3) |
C1—Sn1—C2 | 117.36 (17) | C12—N1—C13 | 114.1 (3) |
C3—Sn1—C2 | 122.71 (17) | C11—N1—C13 | 109.3 (3) |
C1—Sn1—Cl2 | 91.74 (12) | C12—N1—H1* | 106 (2) |
C3—Sn1—Cl2 | 88.91 (14) | C11—N1—H1* | 110 (2) |
C2—Sn1—Cl2 | 91.71 (13) | C13—N1—H1* | 106 (2) |
C1—Sn1—Cl1 | 89.64 (12) | N1—C11—H11A | 109.5 |
C3—Sn1—Cl1 | 89.43 (14) | N1—C11—H11B | 109.5 |
C2—Sn1—Cl1 | 88.66 (13) | H11A—C11—H11B | 109.5 |
Cl2—Sn1—Cl1 | 178.22 (4) | N1—C11—H11C | 109.5 |
Sn1—C1—H1A | 109.5 | H11A—C11—H11C | 109.5 |
Sn1—C1—H1B | 109.5 | H11B—C11—H11C | 109.5 |
H1A—C1—H1B | 109.5 | N1—C12—H12A | 109.5 |
Sn1—C1—H1C | 109.5 | N1—C12—H12B | 109.5 |
H1A—C1—H1C | 109.5 | H12A—C12—H12B | 109.5 |
H1B—C1—H1C | 109.5 | N1—C12—H12C | 109.5 |
Sn1—C2—H2A | 109.5 | H12A—C12—H12C | 109.5 |
Sn1—C2—H2B | 109.5 | H12B—C12—H12C | 109.5 |
H2A—C2—H2B | 109.5 | C23—C13—N1 | 112.5 (4) |
Sn1—C2—H2C | 109.5 | C23—C13—H13A | 109.1 |
H2A—C2—H2C | 109.5 | N1—C13—H13A | 109.1 |
H2B—C2—H2C | 109.5 | C23—C13—H13B | 109.1 |
Sn1—C3—H3A | 109.5 | N1—C13—H13B | 109.1 |
Sn1—C3—H3B | 109.5 | H13A—C13—H13B | 107.8 |
H3A—C3—H3B | 109.5 | C22—N2—C21 | 111.4 (4) |
Sn1—C3—H3C | 109.5 | C22—N2—C23 | 109.5 (4) |
H3A—C3—H3C | 109.5 | C21—N2—C23 | 113.4 (4) |
H3B—C3—H3C | 109.5 | N2—C21—H21A | 109.5 |
C31—N3—C32 | 110.0 (3) | N2—C21—H21B | 109.5 |
C31—N3—C33 | 113.3 (3) | H21A—C21—H21B | 109.5 |
C32—N3—C33 | 110.6 (3) | N2—C21—H21C | 109.5 |
C31—N3—H3* | 110 (2) | H21A—C21—H21C | 109.5 |
C32—N3—H3* | 109 (2) | H21B—C21—H21C | 109.5 |
C33—N3—H3* | 104 (2) | N2—C22—H22A | 109.5 |
N3—C31—H31A | 109.5 | N2—C22—H22B | 109.5 |
N3—C31—H31B | 109.5 | H22A—C22—H22B | 109.5 |
H31A—C31—H31B | 109.5 | N2—C22—H22C | 109.5 |
N3—C31—H31C | 109.5 | H22A—C22—H22C | 109.5 |
H31A—C31—H31C | 109.5 | H22B—C22—H22C | 109.5 |
H31B—C31—H31C | 109.5 | N2—C23—C13 | 111.6 (4) |
N3—C32—H32A | 109.5 | N2—C23—H23A | 109.3 |
N3—C32—H32B | 109.5 | C13—C23—H23A | 109.3 |
H32A—C32—H32B | 109.5 | N2—C23—H23B | 109.3 |
N3—C32—H32C | 109.5 | C13—C23—H23B | 109.3 |
H32A—C32—H32C | 109.5 | H23A—C23—H23B | 108.0 |
Experimental details
Crystal data | |
Chemical formula | (C6H17N2)[SnCl2(CH3)2] |
Mr | 351.91 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 140 |
a, b, c (Å) | 14.480 (3), 12.278 (3), 19.366 (4) |
β (°) | 107.41 (3) |
V (Å3) | 3285.3 (11) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 1.86 |
Crystal size (mm) | 0.3 × 0.1 × 0.1 |
Data collection | |
Diffractometer | Rigaku R-AXIS-IIc diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 11409, 6025, 4747 |
Rint | 0.027 |
(sin θ/λ)max (Å−1) | 0.603 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.085, 1.03 |
No. of reflections | 6025 |
No. of parameters | 267 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.90, −0.92 |
Computer programs: MSC R-AXIS-II control software, DENZO (Otwinowski & Minor, 1985), DENZO and SCALEPACK (Otwinowski & Minor, 1985), SHELXTL (Sheldrick, 1997), SHELXTL.
(2-Dimethylaminoethyl)dimethylammonium dichlorotrimethyltin, (I), crystallizes in the monoclinic space group P21/c with eight molecules per unit cell. The asymmetric unit consists of two almost identical molecules. The Sn atom is five-coordinate. A hydrogen bond between the ions shows interatomic distances of N—H 0.= 951 (4) Å and Cl—H = 2.287 Å. For comparison, 2,2'-iminodipyridinium dichlorotriphenyltin shows a Cl—H bond length of 2.291 Å (Ng, 1999). The bond length and angles of (I) are in good agreement with those of bis(trimethylstannyl)ammonium dichlorotrimethyltin (Hillwig et al., 1997) and 2,2,6,6-tetramethylpiperidinium dichlorotrimethyltin (Johnson et al., 1991).