Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801009862/na6087sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801009862/na6087Isup2.hkl |
CCDC reference: 170746
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.018 Å
- R factor = 0.054
- wR factor = 0.135
- Data-to-parameter ratio = 15.8
checkCIF results
No syntax errors found ADDSYM reports no extra symmetry
Alert Level C:
ABSTM_02 Alert C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10 Tmin and Tmax reported: 0.034 0.124 Tmin and Tmax expected: 0.115 0.489 RR = 1.165 Please check that your absorption correction is appropriate. General Notes
ABSTM_02 When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 3.944 Tmax scaled 0.489 Tmin scaled 0.134 REFLT_03 From the CIF: _diffrn_reflns_theta_max 26.00 From the CIF: _reflns_number_total 4453 From the CIF: _diffrn_reflns_limit_ max hkl 13. 19. 22. From the CIF: _diffrn_reflns_limit_ min hkl -14. 0. 0. TEST1: Expected hkl limits for theta max Calculated maximum hkl 12. 17. 19. Calculated minimum hkl -12. -17. -19. ALERT: Expected hkl max differ from CIF values
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check
[Pt(Cl2Fc)(CH3)(1,5-cyclooctadiene)] (2.52 g, 4.41 mmol) (Hollands et al., 1985) was dissolved in benzene (40 ml) and a solution of bipy (1.51 g, 9.68 mmol) in benzene (10 ml) was added. The solution was heated under reflux for 6 h and then allowed to cool. Brown crystals of [Pt(Cl2Fc)(CH3)(bipy)] were isolated by filtration. Yield 2.65 g (97%). [Pt(Cl2Fc)(CH3)(bipy)] (0.18 g, 0.29 mmol) was dissolved in dichloromethane (40 ml) and acetyl chloride (0.07 ml, 1.02 mmol) was added. The solution was stirred for 1 h. Evaporation of the solvent, column chromatography of the residue on alumina and elution with benzene/chloroform (1:1) produced firstly unreacted material and secondly an orange oil. Crystallization of the oil from dichloromethane/hexane produced the pure title compound as orange–red crystals. Yield 0.12 g (58%).
Due to the relative weakness of the higher-angle data, only reflections with 2θ ≤ 52° were included in the refinement: the corresponding index limits are -12 ≤ h ≤ 12, 0 ≤ k ≤ 17, 0 ≤ l ≤19. Methyl H atoms were located from ΔF syntheses while others were placed geometrically. In refinement, methyl groups were constrained to be rigid rotating groups with C—H distances at 0.96 Å and with Uiso(H) = 1.5Ueq(C). Other H atoms were constrained to ride at 0.93 Å from their carrier atoms with Uiso(H) = 1.2Ueq(C).
Data collection: DIF4 (Stoe & Cie, 1987); cell refinement: DIF4; data reduction: REDU4 (Stoe & Cie, 1987); program(s) used to solve structure: SHELXS86 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2001); software used to prepare material for publication: SHELXL97 and PLATON.
Fig. 1. A view of the title compound showing atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. |
[Pt(CH3)(C2H3O)(C10H7Cl2Fe)Cl(C10H8N2)] | F(000) = 1344 |
Mr = 698.71 | Dx = 2.041 Mg m−3 |
Monoclinic, P21/a | Mo Kα radiation, λ = 0.71073 Å |
a = 10.0991 (11) Å | Cell parameters from 80 reflections |
b = 14.1486 (15) Å | θ = 15–16° |
c = 16.205 (3) Å | µ = 7.15 mm−1 |
β = 100.85 (1)° | T = 298 K |
V = 2274.1 (5) Å3 | Plate, orange |
Z = 4 | 0.33 × 0.33 × 0.10 mm |
Stoe Stadi-4 four-circle diffractometer | 3164 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.016 |
Graphite monochromator | θmax = 26.0°, θmin = 1.9° |
ω/2θ scans | h = −14→13 |
Absorption correction: ψ scan North et al., 1968 | k = 0→19 |
Tmin = 0.034, Tmax = 0.124 | l = 0→22 |
7096 measured reflections | 3 standard reflections every 60 min |
4453 independent reflections | intensity decay: 5.0% |
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)] = 0.054 | Hydrogen site location: see text |
wR(F2) = 0.135 | See text |
S = 1.04 | w = 1/[σ2(Fo2) + (0.075P)2 + 3.92P] where P = (Fo2 + 2Fc2)/3 |
4453 reflections | (Δ/σ)max = 0.002 |
282 parameters | Δρmax = 1.52 e Å−3 |
175 restraints | Δρmin = −1.54 e Å−3 |
[Pt(CH3)(C2H3O)(C10H7Cl2Fe)Cl(C10H8N2)] | V = 2274.1 (5) Å3 |
Mr = 698.71 | Z = 4 |
Monoclinic, P21/a | Mo Kα radiation |
a = 10.0991 (11) Å | µ = 7.15 mm−1 |
b = 14.1486 (15) Å | T = 298 K |
c = 16.205 (3) Å | 0.33 × 0.33 × 0.10 mm |
β = 100.85 (1)° |
Stoe Stadi-4 four-circle diffractometer | 3164 reflections with I > 2σ(I) |
Absorption correction: ψ scan North et al., 1968 | Rint = 0.016 |
Tmin = 0.034, Tmax = 0.124 | 3 standard reflections every 60 min |
7096 measured reflections | intensity decay: 5.0% |
4453 independent reflections |
R[F2 > 2σ(F2)] = 0.054 | 175 restraints |
wR(F2) = 0.135 | See text |
S = 1.04 | Δρmax = 1.52 e Å−3 |
4453 reflections | Δρmin = −1.54 e Å−3 |
282 parameters |
Experimental. Unit-cell refinement was based on theta values measured at ±ω. |
Geometry. Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) 7.5832 (0.0384) x - 8.8877 (0.0634) y + 0.9554 (0.0873) z = 1.6433 (0.0096) * 0.0008 (0.0017) C1 * -0.0001 (0.0009) C2 * -0.0006 (0.0017) C3 * 0.0011 (0.0025) C4 * -0.0011 (0.0024) C5 1.6504 (0.0049) Fe -0.0868 (0.0172) Cl1 Rms deviation of fitted atoms = 0.0008 7.0187 (0.0470) x - 10.0131 (0.0645) y - 0.0976 (0.0975) z = 4.7692 (0.0123) Angle to previous plane (with approximate e.s.d.) = 7.11 (0.86) * -0.0007 (0.0018) C6 * 0.0002 (0.0009) C7 * 0.0004 (0.0018) C8 * -0.0008 (0.0026) C9 * 0.0009 (0.0026) C10 - 1.6447 (0.0054) Fe 0.1150 (0.0198) Cl2 Rms deviation of fitted atoms = 0.0007 0.7155 (0.0614) x - 13.3589 (0.0261) y + 4.9041 (0.0856) z = 0.9557 (0.0438) Angle to previous plane (with approximate e.s.d.) = 40.68 (0.52) * 0.0008 (0.0017) N1 * -0.0006 (0.0010) C11 * -0.0004 (0.0022) C12 * 0.0012 (0.0037) C13 * -0.0010 (0.0027) C14 0.0078 (0.0072) C15 Rms deviation of fitted atoms = 0.0009 0.7555 (0.0458) x - 13.1386 (0.0283) y + 5.5558 (0.0828) z = 1.3600 (0.0364) Angle to previous plane (with approximate e.s.d.) = 2.56 (0.51) * 0.0013 (0.0016) N2 * -0.0007 (0.0010) C16 * -0.0011 (0.0021) C17 * 0.0023 (0.0035) C18 * -0.0018 (0.0025) C19 0.0092 (0.0068) C20 Rms deviation of fitted atoms = 0.0015 |
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. |
x | y | z | Uiso*/Ueq | ||
Pt | 0.18726 (4) | 0.04385 (3) | 0.29401 (3) | 0.03735 (14) | |
C1A | 0.1835 (12) | 0.1795 (8) | 0.2550 (8) | 0.053 (2) | |
O1A | 0.2650 (11) | 0.2339 (6) | 0.2924 (6) | 0.073 (2) | |
C2A | 0.0775 (14) | 0.2117 (12) | 0.1824 (11) | 0.088 (4) | |
H2A1 | 0.0895 | 0.2778 | 0.1724 | 0.132* | |
H2A2 | −0.0103 | 0.2015 | 0.1954 | 0.132* | |
H2A3 | 0.0858 | 0.1764 | 0.1330 | 0.132* | |
Cl3 | 0.2014 (3) | −0.1192 (2) | 0.35458 (18) | 0.0515 (6) | |
C1M | −0.0213 (10) | 0.0302 (10) | 0.2658 (9) | 0.067 (3) | |
H1M1 | −0.0496 | 0.0192 | 0.2067 | 0.100* | |
H1M2 | −0.0623 | 0.0872 | 0.2812 | 0.100* | |
H1M3 | −0.0484 | −0.0220 | 0.2966 | 0.100* | |
N1 | 0.1892 (10) | 0.0925 (6) | 0.4193 (6) | 0.0536 (18) | |
C11 | 0.0818 (14) | 0.0999 (7) | 0.4548 (9) | 0.068 (3) | |
H11 | −0.0022 | 0.0840 | 0.4236 | 0.082* | |
C12 | 0.0905 (19) | 0.1303 (8) | 0.5366 (10) | 0.091 (4) | |
H12 | 0.0137 | 0.1350 | 0.5604 | 0.109* | |
C13 | 0.220 (2) | 0.1545 (8) | 0.5838 (9) | 0.094 (5) | |
H13 | 0.2306 | 0.1752 | 0.6391 | 0.113* | |
C14 | 0.3258 (18) | 0.1459 (8) | 0.5445 (9) | 0.086 (4) | |
H14 | 0.4112 | 0.1618 | 0.5737 | 0.104* | |
C15 | 0.3128 (13) | 0.1145 (6) | 0.4627 (7) | 0.052 (2) | |
N2 | 0.3975 (8) | 0.0639 (5) | 0.3421 (6) | 0.0409 (16) | |
C16 | 0.4273 (11) | 0.0988 (6) | 0.4202 (7) | 0.045 (2) | |
C17 | 0.5595 (12) | 0.1216 (7) | 0.4561 (9) | 0.067 (3) | |
H17 | 0.5788 | 0.1459 | 0.5104 | 0.080* | |
C18 | 0.6600 (12) | 0.1089 (7) | 0.4130 (9) | 0.066 (3) | |
H18 | 0.7484 | 0.1239 | 0.4373 | 0.079* | |
C19 | 0.6298 (11) | 0.0732 (7) | 0.3320 (8) | 0.056 (3) | |
H19 | 0.6968 | 0.0645 | 0.3005 | 0.067* | |
C20 | 0.4974 (10) | 0.0512 (7) | 0.2998 (7) | 0.049 (2) | |
H20 | 0.4766 | 0.0261 | 0.2458 | 0.059* | |
Fe | 0.29052 (14) | −0.10960 (11) | 0.12200 (10) | 0.0397 (3) | |
C1 | 0.2352 (8) | 0.0272 (7) | 0.1071 (6) | 0.0381 (14) | |
C2 | 0.1858 (8) | −0.0074 (7) | 0.1770 (6) | 0.0355 (13) | |
C3 | 0.1010 (8) | −0.0836 (7) | 0.1407 (7) | 0.0439 (16) | |
H3 | 0.0519 | −0.1221 | 0.1704 | 0.053* | |
C4 | 0.1015 (10) | −0.0925 (8) | 0.0555 (7) | 0.0541 (19) | |
H4 | 0.0538 | −0.1373 | 0.0198 | 0.065* | |
C5 | 0.1849 (10) | −0.0235 (8) | 0.0326 (7) | 0.0513 (17) | |
H5 | 0.2039 | −0.0128 | −0.0206 | 0.062* | |
Cl1 | 0.3400 (3) | 0.1265 (2) | 0.1071 (2) | 0.0570 (7) | |
C6 | 0.4905 (11) | −0.1338 (9) | 0.1382 (8) | 0.060 (2) | |
C7 | 0.4435 (10) | −0.1675 (8) | 0.2080 (8) | 0.0542 (18) | |
H7 | 0.4712 | −0.1486 | 0.2636 | 0.065* | |
C8 | 0.3451 (12) | −0.2361 (8) | 0.1773 (9) | 0.062 (2) | |
H8 | 0.2958 | −0.2711 | 0.2096 | 0.074* | |
C9 | 0.3342 (13) | −0.2429 (9) | 0.0903 (9) | 0.069 (2) | |
H9 | 0.2762 | −0.2830 | 0.0550 | 0.082* | |
C10 | 0.4254 (12) | −0.1788 (9) | 0.0647 (9) | 0.069 (2) | |
H10 | 0.4395 | −0.1686 | 0.0103 | 0.083* | |
Cl2 | 0.6232 (4) | −0.0523 (3) | 0.1395 (3) | 0.0909 (13) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Pt | 0.0374 (2) | 0.0366 (2) | 0.0392 (2) | 0.00248 (18) | 0.01026 (14) | −0.0022 (2) |
C1A | 0.063 (5) | 0.042 (3) | 0.055 (6) | 0.019 (3) | 0.018 (4) | 0.003 (3) |
O1A | 0.113 (7) | 0.034 (4) | 0.073 (7) | 0.002 (4) | 0.021 (5) | −0.003 (4) |
C2A | 0.078 (9) | 0.087 (10) | 0.096 (11) | 0.048 (7) | 0.010 (5) | 0.032 (7) |
Cl3 | 0.0677 (16) | 0.0420 (15) | 0.0442 (17) | −0.0060 (12) | 0.0090 (13) | 0.0049 (12) |
C1M | 0.030 (3) | 0.095 (8) | 0.077 (7) | 0.009 (4) | 0.015 (3) | −0.001 (6) |
N1 | 0.067 (4) | 0.050 (4) | 0.049 (4) | 0.003 (4) | 0.025 (3) | −0.006 (4) |
C11 | 0.087 (5) | 0.066 (9) | 0.065 (7) | 0.009 (7) | 0.046 (5) | 0.001 (6) |
C12 | 0.158 (9) | 0.051 (8) | 0.087 (9) | −0.013 (9) | 0.082 (8) | −0.018 (8) |
C13 | 0.190 (12) | 0.060 (9) | 0.045 (7) | −0.017 (10) | 0.055 (7) | −0.010 (7) |
C14 | 0.149 (9) | 0.065 (9) | 0.050 (6) | −0.042 (9) | 0.031 (6) | −0.025 (7) |
C15 | 0.085 (4) | 0.037 (6) | 0.036 (4) | −0.012 (5) | 0.016 (4) | −0.001 (4) |
N2 | 0.039 (3) | 0.029 (4) | 0.052 (4) | −0.002 (3) | 0.001 (2) | −0.014 (3) |
C16 | 0.057 (3) | 0.032 (6) | 0.041 (5) | −0.005 (4) | −0.003 (3) | −0.001 (4) |
C17 | 0.066 (4) | 0.068 (9) | 0.054 (7) | −0.014 (6) | −0.018 (4) | −0.005 (6) |
C18 | 0.048 (5) | 0.054 (8) | 0.085 (8) | −0.019 (5) | −0.016 (5) | −0.006 (6) |
C19 | 0.039 (4) | 0.053 (7) | 0.070 (7) | −0.003 (5) | −0.003 (4) | 0.012 (5) |
C20 | 0.043 (3) | 0.067 (8) | 0.036 (5) | −0.004 (5) | 0.001 (3) | 0.008 (5) |
Fe | 0.0440 (7) | 0.0402 (8) | 0.0338 (8) | 0.0023 (6) | 0.0044 (6) | −0.0031 (6) |
C1 | 0.038 (4) | 0.041 (2) | 0.034 (3) | 0.001 (2) | 0.002 (3) | 0.003 (3) |
C2 | 0.029 (4) | 0.040 (3) | 0.036 (3) | −0.001 (2) | 0.002 (3) | 0.000 (2) |
C3 | 0.037 (3) | 0.045 (5) | 0.047 (4) | −0.009 (3) | 0.001 (3) | −0.001 (3) |
C4 | 0.053 (3) | 0.057 (5) | 0.043 (4) | −0.008 (3) | −0.014 (3) | −0.005 (4) |
C5 | 0.062 (5) | 0.056 (5) | 0.031 (3) | 0.002 (3) | −0.002 (3) | 0.003 (3) |
Cl1 | 0.0698 (18) | 0.0477 (16) | 0.0535 (19) | −0.0123 (13) | 0.0113 (14) | 0.0108 (14) |
C6 | 0.051 (3) | 0.064 (6) | 0.066 (6) | 0.016 (3) | 0.017 (3) | −0.008 (4) |
C7 | 0.051 (4) | 0.054 (6) | 0.055 (4) | 0.017 (3) | 0.001 (3) | −0.001 (3) |
C8 | 0.080 (6) | 0.039 (4) | 0.062 (5) | 0.008 (3) | 0.004 (5) | 0.003 (4) |
C9 | 0.089 (6) | 0.048 (4) | 0.066 (6) | 0.011 (3) | 0.008 (5) | −0.017 (4) |
C10 | 0.083 (5) | 0.067 (6) | 0.062 (5) | 0.017 (3) | 0.027 (4) | −0.017 (4) |
Cl2 | 0.0580 (18) | 0.105 (3) | 0.120 (3) | −0.0061 (19) | 0.045 (2) | −0.020 (3) |
Pt—C1A | 2.018 (12) | C19—C20 | 1.376 (15) |
Pt—C1M | 2.079 (11) | C19—H19 | 0.9300 |
Pt—C2 | 2.027 (10) | C20—H20 | 0.9300 |
Pt—N1 | 2.140 (10) | Fe—C1 | 2.017 (9) |
Pt—N2 | 2.138 (8) | Fe—C2 | 2.088 (9) |
Pt—Cl3 | 2.501 (3) | Fe—C3 | 2.028 (9) |
C1A—O1A | 1.204 (15) | Fe—C4 | 2.022 (9) |
C1A—C2A | 1.505 (18) | Fe—C5 | 2.035 (10) |
C2A—H2A1 | 0.9600 | Fe—C6 | 2.016 (10) |
C2A—H2A2 | 0.9600 | Fe—C7 | 2.047 (10) |
C2A—H2A3 | 0.9600 | Fe—C8 | 2.032 (11) |
C1M—H1M1 | 0.9600 | Fe—C9 | 2.025 (11) |
C1M—H1M2 | 0.9600 | Fe—C10 | 2.038 (10) |
C1M—H1M3 | 0.9600 | C1—C2 | 1.409 (13) |
N1—C11 | 1.324 (14) | C1—C5 | 1.414 (15) |
N1—C15 | 1.349 (15) | C1—Cl1 | 1.758 (10) |
C11—C12 | 1.38 (2) | C2—C3 | 1.432 (14) |
C11—H11 | 0.9300 | C3—C4 | 1.387 (16) |
C12—C13 | 1.42 (2) | C3—H3 | 0.9300 |
C12—H12 | 0.9300 | C4—C5 | 1.385 (16) |
C13—C14 | 1.35 (2) | C4—H4 | 0.9300 |
C13—H13 | 0.9300 | C5—H5 | 0.9300 |
C14—C15 | 1.380 (17) | C6—C7 | 1.391 (17) |
C14—H14 | 0.9300 | C6—C10 | 1.401 (19) |
C15—C16 | 1.470 (16) | C6—Cl2 | 1.766 (14) |
N2—C20 | 1.335 (13) | C7—C8 | 1.412 (17) |
N2—C16 | 1.339 (14) | C7—H7 | 0.9300 |
C16—C17 | 1.390 (15) | C8—C9 | 1.397 (19) |
C17—C18 | 1.347 (19) | C8—H8 | 0.9300 |
C17—H17 | 0.9300 | C9—C10 | 1.409 (19) |
C18—C19 | 1.386 (19) | C9—H9 | 0.9300 |
C18—H18 | 0.9300 | C10—H10 | 0.9300 |
C1A—Pt—C2 | 92.9 (4) | C20—N2—C16 | 118.6 (9) |
C1A—Pt—C1M | 93.5 (5) | C20—N2—Pt | 126.2 (7) |
C2—Pt—C1M | 86.1 (4) | C16—N2—Pt | 115.1 (7) |
C1A—Pt—N2 | 87.0 (4) | N2—C16—C17 | 120.6 (11) |
C2—Pt—N2 | 102.7 (3) | N2—C16—C15 | 116.2 (10) |
C1M—Pt—N2 | 171.1 (4) | C17—C16—C15 | 123.2 (12) |
C1A—Pt—N1 | 89.3 (4) | C18—C17—C16 | 120.7 (13) |
C2—Pt—N1 | 177.8 (3) | C18—C17—H17 | 119.7 |
C1M—Pt—N1 | 93.8 (5) | C16—C17—H17 | 119.7 |
N2—Pt—N1 | 77.3 (4) | C17—C18—C19 | 119.1 (11) |
C1A—Pt—Cl3 | 175.1 (4) | C17—C18—H18 | 120.4 |
C2—Pt—Cl3 | 91.6 (3) | C19—C18—H18 | 120.4 |
C1M—Pt—Cl3 | 88.9 (4) | C20—C19—C18 | 117.8 (12) |
N2—Pt—Cl3 | 90.0 (2) | C20—C19—H19 | 121.1 |
N1—Pt—Cl3 | 86.2 (2) | C18—C19—H19 | 121.1 |
O1A—C1A—C2A | 121.1 (13) | N2—C20—C19 | 123.3 (11) |
O1A—C1A—Pt | 118.7 (10) | N2—C20—H20 | 118.4 |
C2A—C1A—Pt | 120.1 (11) | C19—C20—H20 | 118.4 |
C1A—C2A—H2A1 | 109.5 | C2—C1—C5 | 112.7 (9) |
C1A—C2A—H2A2 | 109.5 | C2—C1—Cl1 | 125.6 (8) |
H2A1—C2A—H2A2 | 109.5 | C5—C1—Cl1 | 121.7 (8) |
C1A—C2A—H2A3 | 109.5 | C1—C2—C3 | 101.9 (9) |
H2A1—C2A—H2A3 | 109.5 | C1—C2—Pt | 133.3 (7) |
H2A2—C2A—H2A3 | 109.5 | C3—C2—Pt | 123.5 (7) |
Pt—C1M—H1M1 | 109.5 | C4—C3—C2 | 111.3 (9) |
Pt—C1M—H1M2 | 109.5 | C4—C3—H3 | 124.4 |
H1M1—C1M—H1M2 | 109.5 | C2—C3—H3 | 124.4 |
Pt—C1M—H1M3 | 109.5 | C5—C4—C3 | 108.6 (10) |
H1M1—C1M—H1M3 | 109.5 | C5—C4—H4 | 125.7 |
H1M2—C1M—H1M3 | 109.5 | C3—C4—H4 | 125.7 |
C11—N1—C15 | 120.5 (12) | C4—C5—C1 | 105.5 (10) |
C11—N1—Pt | 125.2 (10) | C4—C5—H5 | 127.3 |
C15—N1—Pt | 114.3 (7) | C1—C5—H5 | 127.3 |
N1—C11—C12 | 122.2 (15) | C7—C6—C10 | 111.0 (12) |
N1—C11—H11 | 118.9 | C7—C6—Cl2 | 126.1 (11) |
C12—C11—H11 | 118.9 | C10—C6—Cl2 | 122.7 (10) |
C11—C12—C13 | 118.4 (13) | C6—C7—C8 | 105.9 (12) |
C11—C12—H12 | 120.8 | C6—C7—H7 | 127.1 |
C13—C12—H12 | 120.8 | C8—C7—H7 | 127.1 |
C14—C13—C12 | 117.0 (14) | C9—C8—C7 | 108.7 (13) |
C14—C13—H13 | 121.5 | C9—C8—H8 | 125.7 |
C12—C13—H13 | 121.5 | C7—C8—H8 | 125.7 |
C13—C14—C15 | 122.7 (16) | C8—C9—C10 | 108.7 (13) |
C13—C14—H14 | 118.6 | C8—C9—H9 | 125.6 |
C15—C14—H14 | 118.6 | C10—C9—H9 | 125.6 |
N1—C15—C14 | 119.1 (12) | C6—C10—C9 | 105.7 (12) |
N1—C15—C16 | 116.9 (10) | C6—C10—H10 | 127.1 |
C14—C15—C16 | 123.9 (12) | C9—C10—H10 | 127.1 |
Experimental details
Crystal data | |
Chemical formula | [Pt(CH3)(C2H3O)(C10H7Cl2Fe)Cl(C10H8N2)] |
Mr | 698.71 |
Crystal system, space group | Monoclinic, P21/a |
Temperature (K) | 298 |
a, b, c (Å) | 10.0991 (11), 14.1486 (15), 16.205 (3) |
β (°) | 100.85 (1) |
V (Å3) | 2274.1 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 7.15 |
Crystal size (mm) | 0.33 × 0.33 × 0.10 |
Data collection | |
Diffractometer | Stoe Stadi-4 four-circle diffractometer |
Absorption correction | ψ scan North et al., 1968 |
Tmin, Tmax | 0.034, 0.124 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7096, 4453, 3164 |
Rint | 0.016 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.054, 0.135, 1.04 |
No. of reflections | 4453 |
No. of parameters | 282 |
No. of restraints | 175 |
H-atom treatment | See text |
Δρmax, Δρmin (e Å−3) | 1.52, −1.54 |
Computer programs: DIF4 (Stoe & Cie, 1987), DIF4, REDU4 (Stoe & Cie, 1987), SHELXS86 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2001), SHELXL97 and PLATON.
The title compound, (I), was prepared during a study of the reactivity in oxidative-addition reactions of the 16-electron complex [Pt(Cl2Fc)(CH3)(bipy)]. The structure determination of (I) (Fig. 1), shows that the three Pt—C bonds are in the fac configuration and that the acetyl chloride has undergone trans addition to the PtII precursor. The Pt—C bond lengths are 2.018 (12), 2.027 (10) and 2.079 (11) Å for acetyl, ferrocenyl and methyl groups, respectively. The conformation of the ferrocenyl group is that of an eclipsed geometry in which the chlorine substituents also eclipse one another: the two chlorines are twisted about the line joining the two ring centroids by only -1.8 (9)°. The Fe centre lies 1.650 (5) Å out of the C1—C5 plane and 1.645 (5) Å from the C6—C10 plane, with a centroid–Fe–centroid angle of 173.7 (3)°.
The chlorine substituents are displaced outwards from their respective ring planes, Cl1 by 0.09 (2) Å and Cl2 by 0.12 (2) Å. The two rings are inclined at an angle of 7.1 (9)°, with the longest inter-ring distances involving separations between corresponding atoms [C1···C6 3.406 (15) and C2···C7 3.416 (14) Å] where at least one of these carries a substituent. These parameters suggest a small but significant degree of repulsion between the two rings.
Although individual molecules have chiral centres at Pt and at the Cl2Fc ligand the single-crystal selected was found to be racemic.