Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801002331/na6048sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801002331/na6048Isup2.hkl |
CCDC reference: 159825
The title compound was prepared from Ph3SnCl and CH3(CH2)13Mg Br in THF, was purified by column chromatography on silica, using petroleum ether as eluent and was recrystallized from EtOH. M.p. 334–336 K.
Data collection: KappaCCD Server Software (Nonius, 1997); cell refinement: DENZO-SMN (Otwinowski & Minor, 1997); data reduction: DENZO-SMN; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and PLATON (Spek, 2000); software used to prepare material for publication: SHELXL97 and WORDPERFECT macro PRPKAPPA (Ferguson, 1999).
Fig. 1. A view of (I) with the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. | |
Fig. 2. A view of the crystal structure. |
[Sn(C14H29)(C6H5)3] | Z = 2 |
Mr = 547.36 | F(000) = 572 |
Triclinic, P1 | Dx = 1.283 Mg m−3 |
a = 7.5468 (15) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.874 (2) Å | Cell parameters from 15659 reflections |
c = 20.378 (4) Å | θ = 3.0–27.5° |
α = 95.20 (3)° | µ = 0.92 mm−1 |
β = 91.64 (3)° | T = 150 K |
γ = 110.15 (3)° | Plate, colourless |
V = 1416.8 (5) Å3 | 0.55 × 0.10 × 0.01 mm |
KappaCCD diffractometer | 6331 independent reflections |
Radiation source: fine-focus sealed X-ray tube | 5073 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.051 |
ϕ scans, and ω scans with κ offsets | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan (DENZO-SMN; Otwinowski & Minor, 1997) | h = −9→9 |
Tmin = 0.632, Tmax = 0.991 | k = −12→12 |
21212 measured reflections | l = −26→26 |
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)] = 0.035 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.031P)2] where P = (Fo2 + 2Fc2)/3 |
6331 reflections | (Δ/σ)max = 0.001 |
298 parameters | Δρmax = 0.84 e Å−3 |
0 restraints | Δρmin = −0.77 e Å−3 |
[Sn(C14H29)(C6H5)3] | γ = 110.15 (3)° |
Mr = 547.36 | V = 1416.8 (5) Å3 |
Triclinic, P1 | Z = 2 |
a = 7.5468 (15) Å | Mo Kα radiation |
b = 9.874 (2) Å | µ = 0.92 mm−1 |
c = 20.378 (4) Å | T = 150 K |
α = 95.20 (3)° | 0.55 × 0.10 × 0.01 mm |
β = 91.64 (3)° |
KappaCCD diffractometer | 6331 independent reflections |
Absorption correction: multi-scan (DENZO-SMN; Otwinowski & Minor, 1997) | 5073 reflections with I > 2σ(I) |
Tmin = 0.632, Tmax = 0.991 | Rint = 0.051 |
21212 measured reflections |
R[F2 > 2σ(F2)] = 0.035 | 0 restraints |
wR(F2) = 0.071 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.84 e Å−3 |
6331 reflections | Δρmin = −0.77 e Å−3 |
298 parameters |
x | y | z | Uiso*/Ueq | ||
Sn1 | 0.25432 (2) | 0.813427 (18) | 0.173651 (8) | 0.02786 (7) | |
C1 | 0.1524 (3) | 0.8939 (3) | 0.26115 (12) | 0.0315 (6) | |
C2 | −0.0400 (3) | 0.7949 (3) | 0.27887 (12) | 0.0334 (6) | |
C3 | −0.1282 (3) | 0.8640 (3) | 0.33233 (11) | 0.0272 (5) | |
C4 | −0.3211 (3) | 0.7635 (3) | 0.34937 (12) | 0.0315 (6) | |
C5 | −0.4236 (3) | 0.8371 (3) | 0.39508 (12) | 0.0283 (5) | |
C6 | −0.6135 (3) | 0.7365 (3) | 0.41385 (12) | 0.0289 (5) | |
C7 | −0.7172 (3) | 0.8125 (3) | 0.45833 (12) | 0.0285 (5) | |
C8 | −0.9063 (3) | 0.7131 (3) | 0.47793 (12) | 0.0278 (5) | |
C9 | −1.0098 (3) | 0.7878 (3) | 0.52245 (12) | 0.0284 (5) | |
C10 | −1.1986 (3) | 0.6888 (3) | 0.54222 (12) | 0.0295 (5) | |
C11 | −1.3032 (3) | 0.7649 (3) | 0.58587 (12) | 0.0285 (5) | |
C12 | −1.4939 (3) | 0.6655 (3) | 0.60523 (11) | 0.0280 (5) | |
C13 | −1.6011 (3) | 0.7439 (3) | 0.64616 (12) | 0.0320 (6) | |
C14 | −1.7898 (3) | 0.6426 (3) | 0.66656 (13) | 0.0420 (7) | |
C1A | 0.3285 (3) | 0.6263 (3) | 0.18657 (11) | 0.0282 (5) | |
C2A | 0.4806 (3) | 0.6068 (3) | 0.15562 (12) | 0.0345 (6) | |
C3A | 0.5318 (4) | 0.4870 (3) | 0.16416 (13) | 0.0409 (7) | |
C4A | 0.4322 (4) | 0.3858 (3) | 0.20407 (13) | 0.0414 (7) | |
C5A | 0.2824 (4) | 0.4041 (3) | 0.23603 (13) | 0.0405 (7) | |
C6A | 0.2301 (3) | 0.5226 (3) | 0.22730 (12) | 0.0342 (6) | |
C1B | 0.4996 (3) | 0.9817 (3) | 0.14699 (12) | 0.0293 (5) | |
C2B | 0.6640 (4) | 1.0261 (3) | 0.18790 (14) | 0.0457 (7) | |
C3B | 0.8247 (4) | 1.1360 (4) | 0.17315 (17) | 0.0587 (9) | |
C4B | 0.8240 (4) | 1.2044 (3) | 0.11763 (19) | 0.0584 (9) | |
C5B | 0.6638 (5) | 1.1630 (3) | 0.07681 (18) | 0.0610 (9) | |
C6B | 0.5021 (4) | 1.0518 (3) | 0.09141 (14) | 0.0444 (7) | |
C1C | 0.0360 (3) | 0.7628 (3) | 0.09675 (11) | 0.0286 (5) | |
C2C | −0.0296 (3) | 0.8697 (3) | 0.07885 (13) | 0.0367 (6) | |
C3C | −0.1736 (4) | 0.8408 (3) | 0.03027 (14) | 0.0440 (7) | |
C4C | −0.2553 (4) | 0.7029 (3) | −0.00137 (13) | 0.0427 (7) | |
C5C | −0.1928 (4) | 0.5946 (3) | 0.01560 (13) | 0.0448 (7) | |
C6C | −0.0491 (3) | 0.6234 (3) | 0.06420 (13) | 0.0363 (6) | |
H1A | 0.2453 | 0.9080 | 0.2987 | 0.038* | |
H1B | 0.1447 | 0.9900 | 0.2546 | 0.038* | |
H2A | −0.0266 | 0.7062 | 0.2939 | 0.040* | |
H2B | −0.1268 | 0.7652 | 0.2387 | 0.040* | |
H3A | −0.1417 | 0.9528 | 0.3174 | 0.033* | |
H3B | −0.0420 | 0.8933 | 0.3727 | 0.033* | |
H4A | −0.4010 | 0.7225 | 0.3080 | 0.038* | |
H4B | −0.3044 | 0.6819 | 0.3704 | 0.038* | |
H5A | −0.4436 | 0.9169 | 0.3734 | 0.034* | |
H5B | −0.3419 | 0.8807 | 0.4359 | 0.034* | |
H6A | −0.5934 | 0.6581 | 0.4367 | 0.035* | |
H6B | −0.6943 | 0.6909 | 0.3730 | 0.035* | |
H7A | −0.6356 | 0.8588 | 0.4989 | 0.034* | |
H7B | −0.7378 | 0.8904 | 0.4353 | 0.034* | |
H8A | −0.9880 | 0.6671 | 0.4373 | 0.033* | |
H8B | −0.8856 | 0.6349 | 0.5007 | 0.033* | |
H9A | −0.9280 | 0.8340 | 0.5630 | 0.034* | |
H9B | −1.0307 | 0.8659 | 0.4996 | 0.034* | |
H10A | −1.1776 | 0.6118 | 0.5658 | 0.035* | |
H10B | −1.2798 | 0.6413 | 0.5017 | 0.035* | |
H11A | −1.3231 | 0.8426 | 0.5624 | 0.034* | |
H11B | −1.2225 | 0.8117 | 0.6266 | 0.034* | |
H12A | −1.5727 | 0.6152 | 0.5646 | 0.034* | |
H12B | −1.4735 | 0.5907 | 0.6306 | 0.034* | |
H13A | −1.6244 | 0.8171 | 0.6204 | 0.038* | |
H13B | −1.5214 | 0.7960 | 0.6864 | 0.038* | |
H14A | −1.8529 | 0.6995 | 0.6922 | 0.063* | |
H14B | −1.7676 | 0.5721 | 0.6936 | 0.063* | |
H14C | −1.8701 | 0.5911 | 0.6270 | 0.063* | |
H2A1 | 0.5509 | 0.6765 | 0.1282 | 0.041* | |
H3A1 | 0.6358 | 0.4748 | 0.1424 | 0.049* | |
H4A1 | 0.4666 | 0.3034 | 0.2096 | 0.050* | |
H5A1 | 0.2148 | 0.3350 | 0.2642 | 0.049* | |
H6A1 | 0.1258 | 0.5338 | 0.2493 | 0.041* | |
H2B1 | 0.6661 | 0.9802 | 0.2268 | 0.055* | |
H3B1 | 0.9361 | 1.1641 | 0.2016 | 0.070* | |
H4B1 | 0.9343 | 1.2801 | 0.1076 | 0.070* | |
H5B1 | 0.6625 | 1.2102 | 0.0383 | 0.073* | |
H6B1 | 0.3916 | 1.0237 | 0.0625 | 0.053* | |
H2C | 0.0257 | 0.9654 | 0.1004 | 0.044* | |
H3C | −0.2160 | 0.9163 | 0.0188 | 0.053* | |
H4C | −0.3543 | 0.6826 | −0.0347 | 0.051* | |
H5C | −0.2489 | 0.4992 | −0.0062 | 0.054* | |
H6C | −0.0078 | 0.5474 | 0.0756 | 0.044* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.02544 (10) | 0.03064 (11) | 0.02659 (10) | 0.00791 (7) | 0.00574 (6) | 0.00460 (7) |
C1 | 0.0283 (13) | 0.0326 (15) | 0.0286 (14) | 0.0048 (11) | 0.0036 (10) | 0.0003 (11) |
C2 | 0.0303 (13) | 0.0329 (15) | 0.0322 (14) | 0.0054 (11) | 0.0096 (10) | −0.0017 (12) |
C3 | 0.0262 (13) | 0.0282 (14) | 0.0259 (13) | 0.0074 (10) | 0.0049 (9) | 0.0027 (11) |
C4 | 0.0284 (13) | 0.0307 (15) | 0.0319 (14) | 0.0058 (11) | 0.0075 (10) | 0.0008 (11) |
C5 | 0.0263 (13) | 0.0253 (14) | 0.0318 (14) | 0.0067 (10) | 0.0062 (10) | 0.0036 (11) |
C6 | 0.0259 (13) | 0.0259 (14) | 0.0323 (14) | 0.0060 (10) | 0.0064 (10) | 0.0005 (11) |
C7 | 0.0256 (13) | 0.0253 (14) | 0.0339 (14) | 0.0077 (10) | 0.0064 (10) | 0.0039 (11) |
C8 | 0.0257 (13) | 0.0226 (13) | 0.0340 (14) | 0.0072 (10) | 0.0050 (10) | 0.0012 (11) |
C9 | 0.0249 (13) | 0.0233 (14) | 0.0365 (14) | 0.0074 (10) | 0.0055 (10) | 0.0035 (11) |
C10 | 0.0249 (12) | 0.0242 (14) | 0.0375 (15) | 0.0062 (10) | 0.0059 (10) | 0.0017 (11) |
C11 | 0.0271 (13) | 0.0227 (13) | 0.0349 (14) | 0.0071 (10) | 0.0071 (10) | 0.0037 (11) |
C12 | 0.0278 (13) | 0.0243 (14) | 0.0295 (14) | 0.0061 (10) | 0.0044 (10) | 0.0018 (11) |
C13 | 0.0324 (14) | 0.0300 (15) | 0.0337 (14) | 0.0101 (11) | 0.0081 (10) | 0.0043 (11) |
C14 | 0.0313 (14) | 0.0449 (18) | 0.0464 (17) | 0.0086 (12) | 0.0137 (12) | 0.0027 (14) |
C1A | 0.0254 (12) | 0.0302 (14) | 0.0257 (13) | 0.0059 (10) | −0.0009 (9) | 0.0023 (11) |
C2A | 0.0327 (14) | 0.0369 (16) | 0.0328 (15) | 0.0097 (11) | 0.0048 (11) | 0.0073 (12) |
C3A | 0.0375 (16) | 0.0445 (18) | 0.0437 (17) | 0.0185 (13) | 0.0038 (12) | 0.0022 (14) |
C4A | 0.0466 (17) | 0.0344 (16) | 0.0433 (17) | 0.0161 (13) | −0.0086 (13) | 0.0004 (13) |
C5A | 0.0389 (15) | 0.0345 (16) | 0.0420 (16) | 0.0034 (12) | −0.0022 (12) | 0.0118 (13) |
C6A | 0.0257 (13) | 0.0365 (16) | 0.0375 (15) | 0.0063 (11) | 0.0027 (10) | 0.0073 (12) |
C1B | 0.0299 (13) | 0.0285 (14) | 0.0305 (14) | 0.0112 (10) | 0.0107 (10) | 0.0012 (11) |
C2B | 0.0383 (16) | 0.0509 (19) | 0.0388 (17) | 0.0041 (13) | 0.0046 (12) | 0.0039 (14) |
C3B | 0.0379 (17) | 0.053 (2) | 0.066 (2) | −0.0048 (14) | 0.0098 (15) | −0.0093 (18) |
C4B | 0.0455 (19) | 0.0303 (18) | 0.092 (3) | 0.0030 (14) | 0.0355 (18) | 0.0023 (17) |
C5B | 0.070 (2) | 0.047 (2) | 0.079 (2) | 0.0267 (17) | 0.0416 (19) | 0.0377 (18) |
C6B | 0.0409 (16) | 0.0483 (19) | 0.0505 (18) | 0.0188 (14) | 0.0136 (13) | 0.0225 (15) |
C1C | 0.0285 (13) | 0.0311 (15) | 0.0272 (13) | 0.0105 (11) | 0.0091 (10) | 0.0057 (11) |
C2C | 0.0348 (15) | 0.0332 (16) | 0.0406 (16) | 0.0104 (12) | 0.0015 (11) | 0.0023 (12) |
C3C | 0.0402 (16) | 0.054 (2) | 0.0456 (17) | 0.0243 (14) | 0.0045 (12) | 0.0149 (15) |
C4C | 0.0309 (15) | 0.065 (2) | 0.0335 (15) | 0.0187 (14) | 0.0002 (11) | 0.0042 (14) |
C5C | 0.0394 (16) | 0.0457 (19) | 0.0402 (17) | 0.0073 (13) | 0.0012 (12) | −0.0107 (14) |
C6C | 0.0370 (15) | 0.0319 (16) | 0.0412 (16) | 0.0138 (12) | 0.0039 (11) | 0.0027 (12) |
Sn1—C1C | 2.136 (2) | C13—C14 | 1.526 (3) |
Sn1—C1B | 2.141 (3) | C13—H13A | 0.9900 |
Sn1—C1A | 2.142 (2) | C13—H13B | 0.9900 |
Sn1—C1 | 2.155 (2) | C14—H14A | 0.9800 |
C1—C2 | 1.520 (3) | C14—H14B | 0.9800 |
C1—H1A | 0.9900 | C14—H14C | 0.9800 |
C1—H1B | 0.9900 | C1A—C2A | 1.387 (3) |
C2—C3 | 1.522 (3) | C1A—C6A | 1.398 (3) |
C2—H2A | 0.9900 | C2A—C3A | 1.388 (4) |
C2—H2B | 0.9900 | C2A—H2A1 | 0.9500 |
C3—C4 | 1.523 (3) | C3A—C4A | 1.374 (4) |
C3—H3A | 0.9900 | C3A—H3A1 | 0.9500 |
C3—H3B | 0.9900 | C4A—C5A | 1.377 (4) |
C4—C5 | 1.517 (3) | C4A—H4A1 | 0.9500 |
C4—H4A | 0.9900 | C5A—C6A | 1.382 (4) |
C4—H4B | 0.9900 | C5A—H5A1 | 0.9500 |
C5—C6 | 1.518 (3) | C6A—H6A1 | 0.9500 |
C5—H5A | 0.9900 | C1B—C6B | 1.377 (4) |
C5—H5B | 0.9900 | C1B—C2B | 1.387 (4) |
C6—C7 | 1.523 (3) | C2B—C3B | 1.383 (4) |
C6—H6A | 0.9900 | C2B—H2B1 | 0.9500 |
C6—H6B | 0.9900 | C3B—C4B | 1.370 (5) |
C7—C8 | 1.516 (3) | C3B—H3B1 | 0.9500 |
C7—H7A | 0.9900 | C4B—C5B | 1.364 (5) |
C7—H7B | 0.9900 | C4B—H4B1 | 0.9500 |
C8—C9 | 1.515 (3) | C5B—C6B | 1.393 (4) |
C8—H8A | 0.9900 | C5B—H5B1 | 0.9500 |
C8—H8B | 0.9900 | C6B—H6B1 | 0.9500 |
C9—C10 | 1.514 (3) | C1C—C2C | 1.383 (3) |
C9—H9A | 0.9900 | C1C—C6C | 1.395 (3) |
C9—H9B | 0.9900 | C2C—C3C | 1.385 (4) |
C10—C11 | 1.519 (3) | C2C—H2C | 0.9500 |
C10—H10A | 0.9900 | C3C—C4C | 1.375 (4) |
C10—H10B | 0.9900 | C3C—H3C | 0.9500 |
C11—C12 | 1.523 (3) | C4C—C5C | 1.375 (4) |
C11—H11A | 0.9900 | C4C—H4C | 0.9500 |
C11—H11B | 0.9900 | C5C—C6C | 1.383 (4) |
C12—C13 | 1.517 (3) | C5C—H5C | 0.9500 |
C12—H12A | 0.9900 | C6C—H6C | 0.9500 |
C12—H12B | 0.9900 | ||
C1C—Sn1—C1B | 109.13 (10) | C13—C12—C11 | 113.86 (19) |
C1C—Sn1—C1A | 110.14 (9) | C13—C12—H12A | 108.8 |
C1B—Sn1—C1A | 108.48 (9) | C11—C12—H12A | 108.8 |
C1C—Sn1—C1 | 107.22 (9) | C13—C12—H12B | 108.8 |
C1B—Sn1—C1 | 108.63 (9) | C11—C12—H12B | 108.8 |
C1A—Sn1—C1 | 113.16 (10) | H12A—C12—H12B | 107.7 |
C2—C1—Sn1 | 114.06 (16) | C12—C13—C14 | 113.3 (2) |
C2—C1—H1A | 108.7 | C12—C13—H13A | 108.9 |
Sn1—C1—H1A | 108.7 | C14—C13—H13A | 108.9 |
C2—C1—H1B | 108.7 | C12—C13—H13B | 108.9 |
Sn1—C1—H1B | 108.7 | C14—C13—H13B | 108.9 |
H1A—C1—H1B | 107.6 | H13A—C13—H13B | 107.7 |
C1—C2—C3 | 113.9 (2) | C13—C14—H14A | 109.5 |
C1—C2—H2A | 108.8 | C13—C14—H14B | 109.5 |
C3—C2—H2A | 108.8 | H14A—C14—H14B | 109.5 |
C1—C2—H2B | 108.8 | C13—C14—H14C | 109.5 |
C3—C2—H2B | 108.8 | H14A—C14—H14C | 109.5 |
H2A—C2—H2B | 107.7 | H14B—C14—H14C | 109.5 |
C2—C3—C4 | 113.23 (19) | C2A—C1A—C6A | 117.9 (2) |
C2—C3—H3A | 108.9 | C2A—C1A—Sn1 | 120.34 (19) |
C4—C3—H3A | 108.9 | C6A—C1A—Sn1 | 121.73 (18) |
C2—C3—H3B | 108.9 | C1A—C2A—C3A | 121.0 (2) |
C4—C3—H3B | 108.9 | C1A—C2A—H2A1 | 119.5 |
H3A—C3—H3B | 107.7 | C3A—C2A—H2A1 | 119.5 |
C5—C4—C3 | 113.9 (2) | C4A—C3A—C2A | 120.1 (3) |
C5—C4—H4A | 108.8 | C4A—C3A—H3A1 | 119.9 |
C3—C4—H4A | 108.8 | C2A—C3A—H3A1 | 119.9 |
C5—C4—H4B | 108.8 | C3A—C4A—C5A | 119.9 (3) |
C3—C4—H4B | 108.8 | C3A—C4A—H4A1 | 120.1 |
H4A—C4—H4B | 107.7 | C5A—C4A—H4A1 | 120.1 |
C4—C5—C6 | 114.17 (19) | C4A—C5A—C6A | 120.2 (3) |
C4—C5—H5A | 108.7 | C4A—C5A—H5A1 | 119.9 |
C6—C5—H5A | 108.7 | C6A—C5A—H5A1 | 119.9 |
C4—C5—H5B | 108.7 | C5A—C6A—C1A | 120.9 (2) |
C6—C5—H5B | 108.7 | C5A—C6A—H6A1 | 119.6 |
H5A—C5—H5B | 107.6 | C1A—C6A—H6A1 | 119.6 |
C5—C6—C7 | 113.62 (19) | C6B—C1B—C2B | 117.6 (2) |
C5—C6—H6A | 108.8 | C6B—C1B—Sn1 | 123.14 (19) |
C7—C6—H6A | 108.8 | C2B—C1B—Sn1 | 119.28 (19) |
C5—C6—H6B | 108.8 | C3B—C2B—C1B | 121.2 (3) |
C7—C6—H6B | 108.8 | C3B—C2B—H2B1 | 119.4 |
H6A—C6—H6B | 107.7 | C1B—C2B—H2B1 | 119.4 |
C8—C7—C6 | 114.20 (19) | C4B—C3B—C2B | 120.3 (3) |
C8—C7—H7A | 108.7 | C4B—C3B—H3B1 | 119.9 |
C6—C7—H7A | 108.7 | C2B—C3B—H3B1 | 119.9 |
C8—C7—H7B | 108.7 | C5B—C4B—C3B | 119.6 (3) |
C6—C7—H7B | 108.7 | C5B—C4B—H4B1 | 120.2 |
H7A—C7—H7B | 107.6 | C3B—C4B—H4B1 | 120.2 |
C9—C8—C7 | 114.49 (19) | C4B—C5B—C6B | 120.2 (3) |
C9—C8—H8A | 108.6 | C4B—C5B—H5B1 | 119.9 |
C7—C8—H8A | 108.6 | C6B—C5B—H5B1 | 119.9 |
C9—C8—H8B | 108.6 | C1B—C6B—C5B | 121.2 (3) |
C7—C8—H8B | 108.6 | C1B—C6B—H6B1 | 119.4 |
H8A—C8—H8B | 107.6 | C5B—C6B—H6B1 | 119.4 |
C10—C9—C8 | 114.63 (19) | C2C—C1C—C6C | 117.5 (2) |
C10—C9—H9A | 108.6 | C2C—C1C—Sn1 | 119.77 (18) |
C8—C9—H9A | 108.6 | C6C—C1C—Sn1 | 122.66 (18) |
C10—C9—H9B | 108.6 | C1C—C2C—C3C | 121.7 (3) |
C8—C9—H9B | 108.6 | C1C—C2C—H2C | 119.2 |
H9A—C9—H9B | 107.6 | C3C—C2C—H2C | 119.2 |
C9—C10—C11 | 114.37 (19) | C4C—C3C—C2C | 119.9 (3) |
C9—C10—H10A | 108.7 | C4C—C3C—H3C | 120.0 |
C11—C10—H10A | 108.7 | C2C—C3C—H3C | 120.0 |
C9—C10—H10B | 108.7 | C3C—C4C—C5C | 119.5 (2) |
C11—C10—H10B | 108.7 | C3C—C4C—H4C | 120.2 |
H10A—C10—H10B | 107.6 | C5C—C4C—H4C | 120.2 |
C10—C11—C12 | 114.35 (19) | C4C—C5C—C6C | 120.5 (3) |
C10—C11—H11A | 108.7 | C4C—C5C—H5C | 119.7 |
C12—C11—H11A | 108.7 | C6C—C5C—H5C | 119.7 |
C10—C11—H11B | 108.7 | C5C—C6C—C1C | 120.8 (3) |
C12—C11—H11B | 108.7 | C5C—C6C—H6C | 119.6 |
H11A—C11—H11B | 107.6 | C1C—C6C—H6C | 119.6 |
C1C—Sn1—C1—C2 | 52.3 (2) | C1C—Sn1—C1B—C6B | 5.6 (2) |
C1B—Sn1—C1—C2 | 170.12 (17) | C1A—Sn1—C1B—C6B | 125.6 (2) |
C1A—Sn1—C1—C2 | −69.3 (2) | C1—Sn1—C1B—C6B | −111.0 (2) |
Sn1—C1—C2—C3 | −168.97 (17) | C1C—Sn1—C1B—C2B | −176.00 (19) |
C1—C2—C3—C4 | 179.8 (2) | C1A—Sn1—C1B—C2B | −56.0 (2) |
C2—C3—C4—C5 | −171.6 (2) | C1—Sn1—C1B—C2B | 67.4 (2) |
C3—C4—C5—C6 | −178.3 (2) | C6B—C1B—C2B—C3B | −0.5 (4) |
C4—C5—C6—C7 | −178.5 (2) | Sn1—C1B—C2B—C3B | −178.9 (2) |
C5—C6—C7—C8 | −179.5 (2) | C1B—C2B—C3B—C4B | 0.6 (5) |
C6—C7—C8—C9 | 179.7 (2) | C2B—C3B—C4B—C5B | −0.3 (5) |
C7—C8—C9—C10 | −179.9 (2) | C3B—C4B—C5B—C6B | −0.1 (5) |
C8—C9—C10—C11 | −179.0 (2) | C2B—C1B—C6B—C5B | 0.1 (4) |
C9—C10—C11—C12 | 179.5 (2) | Sn1—C1B—C6B—C5B | 178.5 (2) |
C10—C11—C12—C13 | −177.3 (2) | C4B—C5B—C6B—C1B | 0.2 (5) |
C11—C12—C13—C14 | −178.7 (2) | C1B—Sn1—C1C—C2C | −59.1 (2) |
C1C—Sn1—C1A—C2A | 95.7 (2) | C1A—Sn1—C1C—C2C | −178.09 (18) |
C1B—Sn1—C1A—C2A | −23.7 (2) | C1—Sn1—C1C—C2C | 58.4 (2) |
C1—Sn1—C1A—C2A | −144.34 (19) | C1B—Sn1—C1C—C6C | 122.7 (2) |
C1C—Sn1—C1A—C6A | −86.0 (2) | C1A—Sn1—C1C—C6C | 3.7 (2) |
C1B—Sn1—C1A—C6A | 154.58 (19) | C1—Sn1—C1C—C6C | −119.8 (2) |
C1—Sn1—C1A—C6A | 34.0 (2) | C6C—C1C—C2C—C3C | −0.3 (4) |
C6A—C1A—C2A—C3A | 0.9 (4) | Sn1—C1C—C2C—C3C | −178.6 (2) |
Sn1—C1A—C2A—C3A | 179.23 (19) | C1C—C2C—C3C—C4C | 0.1 (4) |
C1A—C2A—C3A—C4A | −0.4 (4) | C2C—C3C—C4C—C5C | 0.0 (4) |
C2A—C3A—C4A—C5A | −0.5 (4) | C3C—C4C—C5C—C6C | 0.1 (4) |
C3A—C4A—C5A—C6A | 1.0 (4) | C4C—C5C—C6C—C1C | −0.3 (4) |
C4A—C5A—C6A—C1A | −0.5 (4) | C2C—C1C—C6C—C5C | 0.4 (4) |
C2A—C1A—C6A—C5A | −0.4 (4) | Sn1—C1C—C6C—C5C | 178.62 (19) |
Sn1—C1A—C6A—C5A | −178.72 (18) |
Experimental details
Crystal data | |
Chemical formula | [Sn(C14H29)(C6H5)3] |
Mr | 547.36 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 150 |
a, b, c (Å) | 7.5468 (15), 9.874 (2), 20.378 (4) |
α, β, γ (°) | 95.20 (3), 91.64 (3), 110.15 (3) |
V (Å3) | 1416.8 (5) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.92 |
Crystal size (mm) | 0.55 × 0.10 × 0.01 |
Data collection | |
Diffractometer | KappaCCD diffractometer |
Absorption correction | Multi-scan (DENZO-SMN; Otwinowski & Minor, 1997) |
Tmin, Tmax | 0.632, 0.991 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 21212, 6331, 5073 |
Rint | 0.051 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.035, 0.071, 1.00 |
No. of reflections | 6331 |
No. of parameters | 298 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.84, −0.77 |
Computer programs: KappaCCD Server Software (Nonius, 1997), DENZO-SMN (Otwinowski & Minor, 1997), DENZO-SMN, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976) and PLATON (Spek, 2000), SHELXL97 and WORDPERFECT macro PRPKAPPA (Ferguson, 1999).
Sn1—C1C | 2.136 (2) | Sn1—C1A | 2.142 (2) |
Sn1—C1B | 2.141 (3) | Sn1—C1 | 2.155 (2) |
C1C—Sn1—C1B | 109.13 (10) | C1C—Sn1—C1 | 107.22 (9) |
C1C—Sn1—C1A | 110.14 (9) | C1B—Sn1—C1 | 108.63 (9) |
C1B—Sn1—C1A | 108.48 (9) | C1A—Sn1—C1 | 113.16 (10) |
In the title compound, (I), the coordination around the Sn atom is distorted tetrahedral, with the Sn—C bonds being in the range 2.136 (2)–2.155 (2) Å and the C—Sn—C angles being in the range 107.22 (9)–113.16 (10)°. Full details of the Sn connectivity is given in Table 1. A view of the molecule is shown in Fig. 1.
Examination of the structure with PLATON (Spek, 2000) showed that there were no solvent-accessible voids in the crystal lattice.