Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807056851/hb2644sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807056851/hb2644Isup2.hkl |
CCDC reference: 672645
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.007 Å
- R factor = 0.029
- wR factor = 0.098
- Data-to-parameter ratio = 14.8
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.96 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C13
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 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 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
The reaction was carried out under nitrogen atmosphere. Quinaldic acid (1 mmol) and sodium ethoxide (1.2 mmol) were added to a solution of methanol (30 ml) in a Schlenk flask and stirred for 0.5 h. Triphenyltin chloride (1 mmol) was then added to the reactor and the reaction mixture was stirred for 12 h at 313 K. The resulting clear solution was evaporated under vacuum. The product was crystallized from a mixture of dichloromethane/methanol (1:1) to yield colourless blocks of (I) (yield 83%; m.p. 446 K). Analysis calculated (%) for C29H25NO3Sn: C 62.85; H 4.55; N 2.53. Found: C 62.79; H 4.63; N 2.62%.
The H atoms were positioned geometrically (C—H = 0.93–0.96 Å, O—H = 0.82 Å) and refined as riding with Uiso(H) = 1.2xUeq(C,O) or 1.5Ueq(methyl C).
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).
[Sn(C6H5)3(C10H6NO2)(CH4O)] | F(000) = 1120 |
Mr = 554.19 | Dx = 1.424 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 5687 reflections |
a = 11.1774 (11) Å | θ = 2.3–26.9° |
b = 14.3964 (12) Å | µ = 1.02 mm−1 |
c = 16.098 (2) Å | T = 298 K |
β = 93.572 (2)° | Block, colourless |
V = 2585.3 (5) Å3 | 0.54 × 0.46 × 0.45 mm |
Z = 4 |
Siemens SMART CCD diffractometer | 4551 independent reflections |
Radiation source: fine-focus sealed tube | 3424 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
ω scans | θmax = 25.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −10→13 |
Tmin = 0.610, Tmax = 0.657 | k = −17→14 |
12574 measured reflections | l = −19→19 |
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)] = 0.029 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0547P)2 + 0.777P] where P = (Fo2 + 2Fc2)/3 |
4551 reflections | (Δ/σ)max = 0.002 |
307 parameters | Δρmax = 0.90 e Å−3 |
0 restraints | Δρmin = −0.47 e Å−3 |
[Sn(C6H5)3(C10H6NO2)(CH4O)] | V = 2585.3 (5) Å3 |
Mr = 554.19 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 11.1774 (11) Å | µ = 1.02 mm−1 |
b = 14.3964 (12) Å | T = 298 K |
c = 16.098 (2) Å | 0.54 × 0.46 × 0.45 mm |
β = 93.572 (2)° |
Siemens SMART CCD diffractometer | 4551 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3424 reflections with I > 2σ(I) |
Tmin = 0.610, Tmax = 0.657 | Rint = 0.040 |
12574 measured reflections |
R[F2 > 2σ(F2)] = 0.029 | 0 restraints |
wR(F2) = 0.099 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.90 e Å−3 |
4551 reflections | Δρmin = −0.47 e Å−3 |
307 parameters |
x | y | z | Uiso*/Ueq | ||
Sn1 | 0.62676 (2) | 0.142033 (17) | 0.775590 (15) | 0.03955 (11) | |
N1 | 0.7000 (3) | 0.4632 (2) | 0.94373 (18) | 0.0415 (7) | |
O1 | 0.6090 (2) | 0.24000 (17) | 0.87443 (16) | 0.0510 (7) | |
O2 | 0.6980 (3) | 0.35405 (18) | 0.80596 (17) | 0.0559 (8) | |
O3 | 0.6358 (2) | 0.01729 (19) | 0.67387 (16) | 0.0503 (7) | |
H3 | 0.6984 | −0.0016 | 0.6559 | 0.075* | |
C1 | 0.6512 (3) | 0.3235 (3) | 0.8669 (2) | 0.0431 (9) | |
C2 | 0.6403 (3) | 0.3839 (3) | 0.9437 (2) | 0.0403 (8) | |
C3 | 0.5728 (4) | 0.3546 (3) | 1.0098 (2) | 0.0493 (10) | |
H3A | 0.5318 | 0.2984 | 1.0070 | 0.059* | |
C4 | 0.5685 (4) | 0.4104 (3) | 1.0787 (2) | 0.0546 (11) | |
H4 | 0.5237 | 0.3925 | 1.1227 | 0.066* | |
C5 | 0.6322 (4) | 0.4953 (3) | 1.0825 (2) | 0.0504 (10) | |
C6 | 0.6972 (3) | 0.5194 (3) | 1.0128 (2) | 0.0425 (9) | |
C7 | 0.7603 (4) | 0.6051 (3) | 1.0128 (3) | 0.0577 (11) | |
H7 | 0.8037 | 0.6215 | 0.9676 | 0.069* | |
C8 | 0.7567 (5) | 0.6632 (4) | 1.0797 (3) | 0.0735 (14) | |
H8 | 0.7976 | 0.7194 | 1.0795 | 0.088* | |
C9 | 0.6926 (5) | 0.6395 (4) | 1.1484 (3) | 0.0734 (14) | |
H9 | 0.6911 | 0.6804 | 1.1931 | 0.088* | |
C10 | 0.6328 (4) | 0.5583 (3) | 1.1510 (3) | 0.0657 (13) | |
H10 | 0.5917 | 0.5432 | 1.1976 | 0.079* | |
C11 | 0.5416 (3) | 0.2169 (3) | 0.6736 (2) | 0.0453 (9) | |
C12 | 0.4221 (4) | 0.2014 (3) | 0.6513 (3) | 0.0710 (13) | |
H12 | 0.3772 | 0.1629 | 0.6838 | 0.085* | |
C13 | 0.3681 (5) | 0.2434 (4) | 0.5801 (4) | 0.098 (2) | |
H13 | 0.2873 | 0.2331 | 0.5659 | 0.118* | |
C14 | 0.4336 (6) | 0.2999 (4) | 0.5309 (3) | 0.0874 (17) | |
H14 | 0.3980 | 0.3261 | 0.4826 | 0.105* | |
C15 | 0.5488 (5) | 0.3167 (4) | 0.5531 (3) | 0.0766 (15) | |
H15 | 0.5926 | 0.3559 | 0.5206 | 0.092* | |
C16 | 0.6043 (4) | 0.2762 (3) | 0.6241 (3) | 0.0585 (11) | |
H16 | 0.6844 | 0.2892 | 0.6385 | 0.070* | |
C17 | 0.8172 (3) | 0.1293 (3) | 0.7900 (2) | 0.0421 (9) | |
C18 | 0.8935 (3) | 0.2035 (3) | 0.7736 (2) | 0.0506 (10) | |
H18 | 0.8609 | 0.2591 | 0.7533 | 0.061* | |
C19 | 1.0165 (4) | 0.1954 (4) | 0.7871 (3) | 0.0637 (12) | |
H19 | 1.0654 | 0.2451 | 0.7747 | 0.076* | |
C20 | 1.0673 (4) | 0.1157 (4) | 0.8184 (3) | 0.0686 (13) | |
H20 | 1.1500 | 0.1117 | 0.8282 | 0.082* | |
C21 | 0.9949 (4) | 0.0407 (4) | 0.8356 (3) | 0.0689 (13) | |
H21 | 1.0291 | −0.0139 | 0.8567 | 0.083* | |
C22 | 0.8711 (4) | 0.0474 (3) | 0.8210 (3) | 0.0572 (11) | |
H22 | 0.8233 | −0.0034 | 0.8321 | 0.069* | |
C23 | 0.5185 (4) | 0.0463 (3) | 0.8402 (2) | 0.0472 (10) | |
C24 | 0.4280 (4) | 0.0796 (4) | 0.8874 (3) | 0.0631 (12) | |
H24 | 0.4131 | 0.1431 | 0.8895 | 0.076* | |
C25 | 0.3593 (4) | 0.0181 (5) | 0.9317 (3) | 0.0863 (17) | |
H25 | 0.2980 | 0.0405 | 0.9627 | 0.104* | |
C26 | 0.3825 (6) | −0.0759 (5) | 0.9295 (4) | 0.097 (2) | |
H26 | 0.3369 | −0.1169 | 0.9590 | 0.117* | |
C27 | 0.4729 (7) | −0.1092 (4) | 0.8837 (4) | 0.099 (2) | |
H27 | 0.4890 | −0.1725 | 0.8830 | 0.119* | |
C28 | 0.5397 (5) | −0.0493 (3) | 0.8388 (3) | 0.0719 (14) | |
H28 | 0.5997 | −0.0727 | 0.8072 | 0.086* | |
C29 | 0.5361 (4) | −0.0265 (3) | 0.6299 (3) | 0.0616 (12) | |
H29A | 0.4684 | −0.0262 | 0.6638 | 0.092* | |
H29B | 0.5566 | −0.0895 | 0.6171 | 0.092* | |
H29C | 0.5163 | 0.0066 | 0.5791 | 0.092* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sn1 | 0.04301 (18) | 0.03095 (17) | 0.04461 (17) | −0.00319 (11) | 0.00217 (11) | 0.00156 (11) |
N1 | 0.0432 (18) | 0.0352 (18) | 0.0464 (17) | −0.0011 (14) | 0.0049 (14) | −0.0061 (14) |
O1 | 0.0639 (18) | 0.0323 (15) | 0.0577 (16) | −0.0089 (13) | 0.0118 (13) | −0.0063 (12) |
O2 | 0.077 (2) | 0.0455 (18) | 0.0469 (16) | −0.0086 (14) | 0.0153 (15) | −0.0054 (13) |
O3 | 0.0460 (16) | 0.0493 (17) | 0.0560 (16) | −0.0015 (12) | 0.0073 (12) | −0.0165 (13) |
C1 | 0.044 (2) | 0.036 (2) | 0.049 (2) | 0.0019 (17) | 0.0013 (18) | −0.0047 (18) |
C2 | 0.046 (2) | 0.031 (2) | 0.044 (2) | 0.0039 (16) | 0.0027 (17) | 0.0016 (16) |
C3 | 0.060 (3) | 0.037 (2) | 0.052 (2) | −0.0028 (18) | 0.0107 (19) | 0.0076 (19) |
C4 | 0.065 (3) | 0.054 (3) | 0.047 (2) | 0.004 (2) | 0.016 (2) | 0.007 (2) |
C5 | 0.061 (3) | 0.048 (3) | 0.043 (2) | 0.011 (2) | 0.0046 (19) | −0.0029 (19) |
C6 | 0.044 (2) | 0.039 (2) | 0.045 (2) | 0.0043 (17) | 0.0054 (17) | −0.0040 (17) |
C7 | 0.065 (3) | 0.047 (3) | 0.062 (3) | −0.010 (2) | 0.013 (2) | −0.018 (2) |
C8 | 0.075 (3) | 0.063 (3) | 0.082 (4) | −0.010 (3) | 0.003 (3) | −0.023 (3) |
C9 | 0.092 (4) | 0.068 (4) | 0.061 (3) | 0.004 (3) | 0.002 (3) | −0.027 (3) |
C10 | 0.083 (3) | 0.070 (3) | 0.046 (2) | 0.009 (3) | 0.013 (2) | −0.010 (2) |
C11 | 0.049 (2) | 0.036 (2) | 0.051 (2) | 0.0026 (17) | −0.0009 (18) | −0.0014 (18) |
C12 | 0.054 (3) | 0.065 (3) | 0.091 (4) | −0.002 (2) | −0.009 (2) | 0.011 (3) |
C13 | 0.067 (4) | 0.096 (5) | 0.126 (5) | 0.007 (3) | −0.044 (4) | 0.000 (4) |
C14 | 0.112 (5) | 0.077 (4) | 0.069 (3) | 0.018 (4) | −0.031 (3) | 0.004 (3) |
C15 | 0.099 (4) | 0.076 (4) | 0.055 (3) | 0.014 (3) | 0.007 (3) | 0.012 (3) |
C16 | 0.061 (3) | 0.055 (3) | 0.059 (3) | 0.001 (2) | 0.002 (2) | 0.010 (2) |
C17 | 0.044 (2) | 0.044 (2) | 0.0381 (19) | 0.0039 (17) | 0.0000 (16) | −0.0055 (17) |
C18 | 0.047 (2) | 0.047 (3) | 0.057 (2) | −0.0047 (19) | −0.0012 (18) | −0.005 (2) |
C19 | 0.051 (3) | 0.069 (3) | 0.070 (3) | −0.009 (2) | 0.000 (2) | −0.007 (3) |
C20 | 0.045 (3) | 0.090 (4) | 0.069 (3) | 0.009 (3) | −0.006 (2) | −0.012 (3) |
C21 | 0.067 (3) | 0.067 (3) | 0.071 (3) | 0.024 (3) | −0.008 (2) | −0.001 (3) |
C22 | 0.063 (3) | 0.045 (3) | 0.063 (3) | 0.002 (2) | −0.003 (2) | 0.000 (2) |
C23 | 0.056 (2) | 0.043 (2) | 0.042 (2) | −0.0148 (18) | −0.0002 (18) | 0.0018 (17) |
C24 | 0.052 (3) | 0.069 (3) | 0.068 (3) | −0.008 (2) | 0.003 (2) | 0.010 (2) |
C25 | 0.056 (3) | 0.126 (5) | 0.078 (3) | −0.019 (3) | 0.013 (3) | 0.021 (4) |
C26 | 0.124 (5) | 0.089 (5) | 0.079 (4) | −0.058 (4) | 0.010 (4) | 0.022 (4) |
C27 | 0.168 (7) | 0.058 (3) | 0.072 (4) | −0.042 (4) | 0.022 (4) | 0.006 (3) |
C28 | 0.122 (4) | 0.041 (3) | 0.055 (3) | −0.016 (3) | 0.021 (3) | 0.003 (2) |
C29 | 0.055 (3) | 0.070 (3) | 0.059 (3) | −0.011 (2) | 0.000 (2) | −0.020 (2) |
Sn1—C17 | 2.135 (4) | C13—H13 | 0.9300 |
Sn1—C11 | 2.138 (4) | C14—C15 | 1.337 (7) |
Sn1—O1 | 2.145 (3) | C14—H14 | 0.9300 |
Sn1—C23 | 2.145 (4) | C15—C16 | 1.394 (6) |
Sn1—O3 | 2.437 (2) | C15—H15 | 0.9300 |
N1—C2 | 1.323 (5) | C16—H16 | 0.9300 |
N1—C6 | 1.376 (4) | C17—C22 | 1.402 (5) |
O1—C1 | 1.299 (4) | C17—C18 | 1.402 (5) |
O2—C1 | 1.222 (4) | C18—C19 | 1.384 (6) |
O3—C29 | 1.430 (4) | C18—H18 | 0.9300 |
O3—H3 | 0.8200 | C19—C20 | 1.362 (7) |
C1—C2 | 1.522 (5) | C19—H19 | 0.9300 |
C2—C3 | 1.407 (5) | C20—C21 | 1.387 (7) |
C3—C4 | 1.372 (6) | C20—H20 | 0.9300 |
C3—H3A | 0.9300 | C21—C22 | 1.393 (6) |
C4—C5 | 1.414 (6) | C21—H21 | 0.9300 |
C4—H4 | 0.9300 | C22—H22 | 0.9300 |
C5—C6 | 1.417 (5) | C23—C24 | 1.387 (6) |
C5—C10 | 1.427 (6) | C23—C28 | 1.398 (6) |
C6—C7 | 1.421 (5) | C24—C25 | 1.397 (7) |
C7—C8 | 1.366 (6) | C24—H24 | 0.9300 |
C7—H7 | 0.9300 | C25—C26 | 1.379 (8) |
C8—C9 | 1.397 (7) | C25—H25 | 0.9300 |
C8—H8 | 0.9300 | C26—C27 | 1.373 (9) |
C9—C10 | 1.349 (7) | C26—H26 | 0.9300 |
C9—H9 | 0.9300 | C27—C28 | 1.374 (7) |
C10—H10 | 0.9300 | C27—H27 | 0.9300 |
C11—C12 | 1.379 (6) | C28—H28 | 0.9300 |
C11—C16 | 1.388 (6) | C29—H29A | 0.9600 |
C12—C13 | 1.399 (7) | C29—H29B | 0.9600 |
C12—H12 | 0.9300 | C29—H29C | 0.9600 |
C13—C14 | 1.378 (8) | ||
C17—Sn1—C11 | 121.34 (15) | C12—C13—H13 | 119.7 |
C17—Sn1—O1 | 96.50 (12) | C15—C14—C13 | 119.3 (5) |
C11—Sn1—O1 | 100.43 (13) | C15—C14—H14 | 120.3 |
C17—Sn1—C23 | 118.77 (15) | C13—C14—H14 | 120.3 |
C11—Sn1—C23 | 117.28 (15) | C14—C15—C16 | 121.1 (5) |
O1—Sn1—C23 | 88.95 (13) | C14—C15—H15 | 119.4 |
C17—Sn1—O3 | 85.81 (11) | C16—C15—H15 | 119.4 |
C11—Sn1—O3 | 83.72 (12) | C11—C16—C15 | 120.8 (4) |
O1—Sn1—O3 | 173.17 (9) | C11—C16—H16 | 119.6 |
C23—Sn1—O3 | 84.31 (12) | C15—C16—H16 | 119.6 |
C2—N1—C6 | 118.1 (3) | C22—C17—C18 | 117.1 (4) |
C1—O1—Sn1 | 119.2 (2) | C22—C17—Sn1 | 121.0 (3) |
C29—O3—Sn1 | 126.5 (2) | C18—C17—Sn1 | 121.9 (3) |
C29—O3—H3 | 109.5 | C19—C18—C17 | 121.0 (4) |
Sn1—O3—H3 | 123.7 | C19—C18—H18 | 119.5 |
O2—C1—O1 | 125.7 (4) | C17—C18—H18 | 119.5 |
O2—C1—C2 | 120.4 (3) | C20—C19—C18 | 121.1 (4) |
O1—C1—C2 | 113.9 (3) | C20—C19—H19 | 119.4 |
N1—C2—C3 | 123.5 (3) | C18—C19—H19 | 119.4 |
N1—C2—C1 | 115.3 (3) | C19—C20—C21 | 119.6 (4) |
C3—C2—C1 | 121.2 (3) | C19—C20—H20 | 120.2 |
C4—C3—C2 | 118.9 (4) | C21—C20—H20 | 120.2 |
C4—C3—H3A | 120.6 | C20—C21—C22 | 119.9 (4) |
C2—C3—H3A | 120.6 | C20—C21—H21 | 120.1 |
C3—C4—C5 | 119.9 (4) | C22—C21—H21 | 120.1 |
C3—C4—H4 | 120.1 | C21—C22—C17 | 121.3 (4) |
C5—C4—H4 | 120.1 | C21—C22—H22 | 119.4 |
C4—C5—C6 | 117.3 (3) | C17—C22—H22 | 119.4 |
C4—C5—C10 | 124.1 (4) | C24—C23—C28 | 118.6 (4) |
C6—C5—C10 | 118.6 (4) | C24—C23—Sn1 | 119.8 (3) |
N1—C6—C5 | 122.3 (3) | C28—C23—Sn1 | 121.6 (3) |
N1—C6—C7 | 118.3 (3) | C23—C24—C25 | 120.3 (5) |
C5—C6—C7 | 119.4 (4) | C23—C24—H24 | 119.9 |
C8—C7—C6 | 119.5 (4) | C25—C24—H24 | 119.9 |
C8—C7—H7 | 120.2 | C26—C25—C24 | 119.9 (5) |
C6—C7—H7 | 120.2 | C26—C25—H25 | 120.1 |
C7—C8—C9 | 121.1 (5) | C24—C25—H25 | 120.1 |
C7—C8—H8 | 119.5 | C27—C26—C25 | 120.2 (5) |
C9—C8—H8 | 119.5 | C27—C26—H26 | 119.9 |
C10—C9—C8 | 121.0 (4) | C25—C26—H26 | 119.9 |
C10—C9—H9 | 119.5 | C26—C27—C28 | 120.3 (6) |
C8—C9—H9 | 119.5 | C26—C27—H27 | 119.8 |
C9—C10—C5 | 120.4 (4) | C28—C27—H27 | 119.8 |
C9—C10—H10 | 119.8 | C27—C28—C23 | 120.8 (5) |
C5—C10—H10 | 119.8 | C27—C28—H28 | 119.6 |
C12—C11—C16 | 117.8 (4) | C23—C28—H28 | 119.6 |
C12—C11—Sn1 | 119.7 (3) | O3—C29—H29A | 109.5 |
C16—C11—Sn1 | 122.3 (3) | O3—C29—H29B | 109.5 |
C11—C12—C13 | 120.3 (5) | H29A—C29—H29B | 109.5 |
C11—C12—H12 | 119.9 | O3—C29—H29C | 109.5 |
C13—C12—H12 | 119.9 | H29A—C29—H29C | 109.5 |
C14—C13—C12 | 120.6 (5) | H29B—C29—H29C | 109.5 |
C14—C13—H13 | 119.7 |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O2i | 0.82 | 2.44 | 3.000 (4) | 127 |
O3—H3···N1i | 0.82 | 2.08 | 2.827 (4) | 151 |
Symmetry code: (i) −x+3/2, y−1/2, −z+3/2. |
Experimental details
Crystal data | |
Chemical formula | [Sn(C6H5)3(C10H6NO2)(CH4O)] |
Mr | 554.19 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 298 |
a, b, c (Å) | 11.1774 (11), 14.3964 (12), 16.098 (2) |
β (°) | 93.572 (2) |
V (Å3) | 2585.3 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 1.02 |
Crystal size (mm) | 0.54 × 0.46 × 0.45 |
Data collection | |
Diffractometer | Siemens SMART CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.610, 0.657 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12574, 4551, 3424 |
Rint | 0.040 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.029, 0.099, 1.00 |
No. of reflections | 4551 |
No. of parameters | 307 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.90, −0.47 |
Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b).
Sn1—C17 | 2.135 (4) | Sn1—C23 | 2.145 (4) |
Sn1—C11 | 2.138 (4) | Sn1—O3 | 2.437 (2) |
Sn1—O1 | 2.145 (3) | ||
O1—Sn1—O3 | 173.17 (9) |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O2i | 0.82 | 2.44 | 3.000 (4) | 127 |
O3—H3···N1i | 0.82 | 2.08 | 2.827 (4) | 151 |
Symmetry code: (i) −x+3/2, y−1/2, −z+3/2. |
Organotin esters of carboxylic acids are widely used as biocides, fungicides and homogeneous catalysts. Studies on organotin complexes containing carboxylate ligands with an additional donor atom (e.g. N, O or S) that is available for coordinating to the Sn atom have revealed that new structural types may lead to different activities. We have therefore synthesized the title compound, (I), and present its crystal structure here (Fig. 1).
The Sn in (I) atom assumes a trigonal-bipyramidal coordination geometry, formed by three phenyl groups, a monodentate carboxylate group and a coordinated methanol molecule (Table 1). The Sn—O distances in (I) are are close to those in related structures (Ma et al., 2006).
In the crystal of (I), the methanol O—H group makes a bifurcated O—H···(O,N) hydrogen bond (Table 2) to the carboxylate O atom and quinoline N atom in an adjacent molecule (Fig. 2).