Buy article online - an online subscription or single-article purchase is required to access this article.
The title compound, more simply known as 3-mercaptobenzoatobis(trimethyltin), [Sn2(CH3)6(C7H4O2S)]n, is a helical carboxylate-bridged polymer that extends along the b axis of the monoclinic unit cell. The S-bonded Sn atom is four-coordinate in a tetrahedral geometry, whereas the ester-bound Sn atom is five-coordinate in a trans-C3SnO2 trigonal–bipyramidal geometry.
Supporting information
CCDC reference: 254164
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- R factor = 0.026
- wR factor = 0.077
- Data-to-parameter ratio = 25.8
checkCIF/PLATON results
No syntax errors found
Alert level B
ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75
Tmin and Tmax reported: 0.223 0.410
Tmin(prime) and Tmax expected: 0.313 0.410
RR(prime) = 0.712
Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.66
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Sn1
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
3 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 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
3 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; 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.
catena-Poly[[trimethyltin(IV)]-µ-(3-trimethylstannylsulfanyl)benzoato-
κ2O:
O']
top
Crystal data top
[Sn2(CH3)6(C7H4O2S)] | F(000) = 928 |
Mr = 479.75 | Dx = 1.766 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 5208 reflections |
a = 15.166 (1) Å | θ = 2.5–28.3° |
b = 9.9706 (9) Å | µ = 2.88 mm−1 |
c = 12.909 (1) Å | T = 295 K |
β = 112.398 (1)° | Block, colorless |
V = 1804.7 (3) Å3 | 0.39 × 0.35 × 0.31 mm |
Z = 4 | |
Data collection top
Bruker SMART area-detector diffractometer | 4364 independent reflections |
Radiation source: fine-focus sealed tube | 3322 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
φ and ω scans | θmax = 28.3°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −17→19 |
Tmin = 0.223, Tmax = 0.410 | k = −13→13 |
11429 measured reflections | l = −16→10 |
Refinement top
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)] = 0.026 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.077 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.037P)2 + 0.7735P] where P = (Fo2 + 2Fc2)/3 |
4364 reflections | (Δ/σ)max = 0.001 |
169 parameters | Δρmax = 0.68 e Å−3 |
0 restraints | Δρmin = −0.61 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sn1 | 0.53347 (2) | 0.63476 (2) | 0.72950 (2) | 0.0462 (1) | |
Sn2 | 0.91202 (2) | 0.76816 (3) | 0.53089 (2) | 0.0645 (1) | |
S1 | 0.97226 (7) | 0.8969 (1) | 0.70470 (9) | 0.0669 (3) | |
O1 | 0.6369 (2) | 0.7731 (2) | 0.7144 (2) | 0.0574 (6) | |
O2 | 0.5692 (2) | 0.9546 (3) | 0.7481 (3) | 0.0674 (7) | |
C1 | 0.4092 (3) | 0.7198 (4) | 0.6071 (3) | 0.070 (1) | |
C2 | 0.5974 (3) | 0.4816 (4) | 0.6678 (4) | 0.069 (1) | |
C3 | 0.5749 (3) | 0.6566 (4) | 0.9046 (3) | 0.066 (1) | |
C4 | 0.8410 (4) | 0.9130 (5) | 0.4061 (4) | 0.085 (1) | |
C5 | 0.8195 (3) | 0.6139 (5) | 0.5465 (4) | 0.082 (1) | |
C6 | 1.0383 (4) | 0.6920 (6) | 0.5200 (4) | 0.086 (1) | |
C7 | 0.6331 (2) | 0.8995 (3) | 0.7258 (3) | 0.048 (7) | |
C8 | 0.7113 (2) | 0.9783 (3) | 0.7097 (3) | 0.046 (7) | |
C9 | 0.7038 (3) | 1.1154 (3) | 0.6917 (3) | 0.059 (1) | |
C10 | 0.7758 (3) | 1.1838 (4) | 0.6754 (4) | 0.069 (1) | |
C11 | 0.8563 (3) | 1.1175 (4) | 0.6771 (3) | 0.065 (1) | |
C12 | 0.8659 (2) | 0.9807 (4) | 0.6962 (3) | 0.051 (1) | |
C13 | 0.7923 (2) | 0.9116 (3) | 0.7113 (3) | 0.049 (1) | |
H1a | 0.3668 | 0.6495 | 0.5667 | 0.105* | |
H1b | 0.4267 | 0.7731 | 0.5560 | 0.105* | |
H1c | 0.3778 | 0.7754 | 0.6433 | 0.105* | |
H2a | 0.6159 | 0.5176 | 0.6101 | 0.103* | |
H2b | 0.5525 | 0.4101 | 0.6375 | 0.103* | |
H2c | 0.6526 | 0.4477 | 0.7278 | 0.103* | |
H3a | 0.5850 | 0.7498 | 0.9241 | 0.099* | |
H3b | 0.6329 | 0.6078 | 0.9424 | 0.099* | |
H3c | 0.5256 | 0.6220 | 0.9267 | 0.099* | |
H4a | 0.7877 | 0.8718 | 0.3481 | 0.127* | |
H4b | 0.8844 | 0.9476 | 0.3746 | 0.127* | |
H4c | 0.8188 | 0.9851 | 0.4392 | 0.127* | |
H5a | 0.8039 | 0.5534 | 0.4842 | 0.123* | |
H5b | 0.7621 | 0.6537 | 0.5473 | 0.123* | |
H5c | 0.8510 | 0.5655 | 0.6150 | 0.123* | |
H6a | 1.0621 | 0.6194 | 0.5721 | 0.129* | |
H6b | 1.0853 | 0.7619 | 0.5376 | 0.129* | |
H6c | 1.0248 | 0.6602 | 0.4453 | 0.129* | |
H9 | 0.6500 | 1.1610 | 0.6906 | 0.071* | |
H10 | 0.7704 | 1.2758 | 0.6630 | 0.083* | |
H11 | 0.9044 | 1.1651 | 0.6653 | 0.078* | |
H13 | 0.7972 | 0.8193 | 0.7227 | 0.058* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sn1 | 0.0500 (1) | 0.0394 (1) | 0.0558 (2) | −0.0005 (1) | 0.0278 (1) | −0.0016 (1) |
Sn2 | 0.0634 (2) | 0.0748 (2) | 0.0594 (2) | −0.0043 (1) | 0.0278 (1) | −0.0043 (1) |
S1 | 0.0454 (5) | 0.0964 (8) | 0.0614 (6) | −0.0039 (5) | 0.0233 (4) | −0.0130 (5) |
O1 | 0.059 (2) | 0.040 (1) | 0.089 (2) | −0.001 (1) | 0.046 (1) | 0.000 (1) |
O2 | 0.063 (2) | 0.052 (1) | 0.107 (2) | 0.010 (1) | 0.054 (2) | 0.002 (1) |
C1 | 0.072 (3) | 0.074 (3) | 0.061 (2) | 0.008 (2) | 0.023 (2) | 0.007 (2) |
C2 | 0.081 (3) | 0.049 (2) | 0.097 (3) | −0.003 (2) | 0.057 (2) | −0.012 (2) |
C3 | 0.067 (3) | 0.075 (3) | 0.054 (2) | −0.001 (2) | 0.021 (2) | 0.001 (2) |
C4 | 0.089 (3) | 0.087 (3) | 0.070 (3) | −0.007 (3) | 0.022 (2) | 0.003 (2) |
C5 | 0.072 (3) | 0.079 (3) | 0.099 (4) | −0.009 (2) | 0.037 (3) | −0.004 (2) |
C6 | 0.085 (3) | 0.113 (4) | 0.076 (3) | −0.002 (3) | 0.049 (3) | −0.016 (3) |
C7 | 0.048 (2) | 0.042 (2) | 0.059 (2) | 0.003 (1) | 0.026 (2) | 0.005 (1) |
C8 | 0.048 (2) | 0.043 (2) | 0.053 (2) | −0.004 (1) | 0.025 (1) | 0.001 (1) |
C9 | 0.060 (2) | 0.044 (2) | 0.077 (2) | 0.001 (2) | 0.031 (2) | 0.008 (2) |
C10 | 0.079 (3) | 0.044 (2) | 0.089 (3) | −0.007 (2) | 0.037 (2) | 0.009 (2) |
C11 | 0.062 (2) | 0.069 (3) | 0.069 (2) | −0.018 (2) | 0.031 (2) | 0.005 (2) |
C12 | 0.049 (2) | 0.062 (2) | 0.046 (2) | −0.007 (2) | 0.022 (1) | −0.003 (2) |
C13 | 0.053 (2) | 0.046 (2) | 0.052 (2) | −0.001 (2) | 0.026 (2) | 0.001 (1) |
Geometric parameters (Å, º) top
Sn1—C1 | 2.121 (4) | C1—H1c | 0.96 |
Sn1—C2 | 2.120 (4) | C2—H2a | 0.96 |
Sn1—C3 | 2.113 (4) | C2—H2b | 0.96 |
Sn2—C4 | 2.126 (5) | C2—H2c | 0.96 |
Sn2—C5 | 2.142 (5) | C3—H3a | 0.96 |
Sn2—C6 | 2.114 (5) | C3—H3b | 0.96 |
Sn1—O1 | 2.153 (2) | C3—H3c | 0.96 |
Sn1—O2i | 2.465 (2) | C4—H4a | 0.96 |
Sn2—S1 | 2.440 (1) | C4—H4b | 0.96 |
S1—C12 | 1.783 (4) | C4—H4c | 0.96 |
O1—C7 | 1.273 (4) | C5—H5a | 0.96 |
O2—C7 | 1.239 (4) | C5—H5b | 0.96 |
C7—C8 | 1.502 (5) | C5—H5c | 0.96 |
C8—C9 | 1.384 (5) | C6—H6a | 0.96 |
C8—C13 | 1.390 (5) | C6—H6b | 0.96 |
C9—C10 | 1.370 (5) | C6—H6c | 0.96 |
C10—C11 | 1.381 (6) | C9—H9 | 0.93 |
C11—C12 | 1.384 (5) | C10—H10 | 0.93 |
C12—C13 | 1.387 (5) | C11—H11 | 0.93 |
C1—H1a | 0.96 | C13—H13 | 0.93 |
C1—H1b | 0.96 | | |
| | | |
C1—Sn1—C2 | 114.3 (2) | Sn1—C2—H2a | 109.5 |
C1—Sn1—C3 | 125.0 (2) | Sn1—C2—H2b | 109.5 |
C1—Sn1—O1 | 98.5 (1) | H2a—C2—H2b | 109.5 |
C1—Sn1—O2i | 87.5 (1) | Sn1—C2—H2c | 109.5 |
C2—Sn1—C3 | 118.9 (2) | H2a—C2—H2c | 109.5 |
C2—Sn1—O1 | 88.5 (1) | H2b—C2—H2c | 109.5 |
C2—Sn1—O2i | 85.4 (1) | Sn1—C3—H3a | 109.5 |
C3—Sn1—O1 | 95.8 (1) | Sn1—C3—H3b | 109.5 |
C3—Sn1—O2i | 83.9 (1) | H3a—C3—H3b | 109.5 |
O1—Sn1—O2i | 172.8 (1) | Sn1—C3—H3c | 109.5 |
C4—Sn2—C5 | 113.7 (2) | H3a—C3—H3c | 109.5 |
C4—Sn2—C6 | 113.8 (2) | H3b—C3—H3c | 109.5 |
C4—Sn2—S1 | 104.1 (1) | Sn2—C4—H4a | 109.5 |
C5—Sn2—C6 | 113.0 (2) | Sn2—C4—H4b | 109.5 |
C5—Sn2—S1 | 108.7 (1) | H4a—C4—H4b | 109.5 |
C6—Sn2—S1 | 102.6 (1) | Sn2—C4—H4c | 109.5 |
C12—S1—Sn2 | 100.2 (1) | H4a—C4—H4c | 109.5 |
C7—O1—Sn1 | 123.9 (2) | H4b—C4—H4c | 109.5 |
C7—O2—Sn1ii | 159.2 (2) | Sn2—C5—H5a | 109.5 |
O2—C7—O1 | 122.7 (3) | Sn2—C5—H5b | 109.5 |
O2—C7—C8 | 121.9 (3) | H5a—C5—H5b | 109.5 |
O1—C7—C8 | 115.4 (3) | Sn2—C5—H5c | 109.5 |
C9—C8—C13 | 119.4 (3) | H5a—C5—H5c | 109.5 |
C9—C8—C7 | 121.4 (3) | H5b—C5—H5c | 109.5 |
C13—C8—C7 | 119.2 (3) | Sn2—C6—H6a | 109.5 |
C10—C9—C8 | 119.9 (4) | Sn2—C6—H6b | 109.5 |
C9—C10—C11 | 120.7 (4) | H6a—C6—H6b | 109.5 |
C12—C11—C10 | 120.4 (4) | Sn2—C6—H6c | 109.5 |
C11—C12—C13 | 118.6 (3) | H6a—C6—H6c | 109.5 |
C11—C12—S1 | 120.3 (3) | H6b—C6—H6c | 109.5 |
C13—C12—S1 | 121.1 (3) | C10—C9—H9 | 120.1 |
C12—C13—C8 | 120.9 (3) | C8—C9—H9 | 120.1 |
Sn1—C1—H1a | 109.5 | C9—C10—H10 | 119.6 |
Sn1—C1—H1b | 109.5 | C11—C10—H10 | 119.6 |
H1a—C1—H1b | 109.5 | C12—C11—H11 | 119.8 |
Sn1—C1—H1c | 109.5 | C10—C11—H11 | 119.8 |
H1a—C1—H1c | 109.5 | C12—C13—H13 | 119.5 |
H1b—C1—H1c | 109.5 | C8—C13—H13 | 119.5 |
| | | |
C6—Sn2—S1—C12 | 170.4 (2) | C13—C8—C9—C10 | 0.2 (6) |
C4—Sn2—S1—C12 | 51.6 (2) | C7—C8—C9—C10 | −178.8 (4) |
C5—Sn2—S1—C12 | −69.7 (2) | C8—C9—C10—C11 | −0.2 (6) |
C3—Sn1—O1—C7 | −70.7 (3) | C9—C10—C11—C12 | −0.5 (6) |
C2—Sn1—O1—C7 | 170.4 (3) | C10—C11—C12—C13 | 1.3 (6) |
C1—Sn1—O1—C7 | 56.0 (3) | C10—C11—C12—S1 | −177.1 (3) |
Sn1ii—O2—C7—O1 | −165.2 (5) | Sn2—S1—C12—C11 | −109.8 (3) |
Sn1—O1—C7—O2 | 0.9 (5) | Sn2—S1—C12—C13 | 71.8 (3) |
Sn1—O1—C7—C8 | −178.9 (2) | C11—C12—C13—C8 | −1.3 (5) |
O2—C7—C8—C9 | −16.1 (5) | S1—C12—C13—C8 | 177.0 (3) |
O1—C7—C8—C9 | 163.6 (3) | C9—C8—C13—C12 | 0.6 (5) |
O2—C7—C8—C13 | 164.9 (3) | C7—C8—C13—C12 | 179.7 (3) |
O1—C7—C8—C13 | −15.4 (5) | | |
Symmetry codes: (i) −x+1, y−1/2, −z+3/2; (ii) −x+1, y+1/2, −z+3/2. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.