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The title compound, [PtCl(CH3)(C7H8)] or [(nbd)PtClMe] (nbd is norbornadiene), was formed in a partial substitution reaction of dichloro(η4-norbornadiene)platinum(II). The Pt atom exhibits tetrahedral coordination, involving the two η2–π bonds to the norbornadiene, one chlorine and one methyl substituent. Probably as a result of the symmetry of the norbornadiene and the approximately equal size of the methyl and chlorine substituents, these two substituents are disordered and have been refined, each with half-occupancy.
Supporting information
CCDC reference: 193697
Key indicators
- Single-crystal X-ray study
- T = 213 K
- Mean (C-C) = 0.009 Å
- Disorder in main residue
- H-atom completeness 73%
- R factor = 0.027
- wR factor = 0.073
- Data-to-parameter ratio = 22.4
checkCIF results
No syntax errors found
Structure: I
------------
ADDSYM reports no extra symmetry
General Notes
FORMU_01 There is a discrepancy between the atom counts in the
_chemical_formula_sum and the formula from the _atom_site* data.
Atom count from _chemical_formula_sum:C8 H11 Cl1 Pt1
Atom count from the _atom_site data: C8 H8 Cl1 Pt1
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 0.649
Tmax scaled 0.182 Tmin scaled 0.027
CELLZ_01
From the CIF: _cell_formula_units_Z 8
From the CIF: _chemical_formula_sum C8 H11 Cl Pt
TEST: Compare cell contents of formula and atom_site data
atom Z*formula cif sites diff
C 64.00 64.00 0.00
H 88.00 64.00 24.00
Cl 8.00 8.00 0.00
Pt 8.00 8.00 0.00
Difference between formula and atom_site contents detected.
WARNING: H atoms missing from atom site list. Is this intentional?
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXL97.
Crystal data top
[PtCl(CH3)(C7H8)] | F(000) = 1208 |
Mr = 337.72 | Dx = 2.662 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 13.0526 (7) Å | Cell parameters from 4347 reflections |
b = 11.8020 (6) Å | θ = 2.5–28.3° |
c = 12.6014 (6) Å | µ = 17.04 mm−1 |
β = 120.636 (1)° | T = 213 K |
V = 1670.25 (15) Å3 | Prism, colorless |
Z = 8 | 0.52 × 0.16 × 0.10 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 2062 independent reflections |
Radiation source: fine-focus sealed tube | 1910 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
ω scans | θmax = 28.3°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −17→17 |
Tmin = 0.041, Tmax = 0.281 | k = −15→13 |
5677 measured reflections | l = −16→12 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.027 | H-atom parameters constrained |
wR(F2) = 0.073 | w = 1/[σ2(Fo2) + (0.0471P)2 + 3.7959P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.001 |
2062 reflections | Δρmax = 1.72 e Å−3 |
92 parameters | Δρmin = −1.65 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00090 (9) |
Special details top
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 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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Pt | 0.150494 (14) | 0.887511 (14) | 0.041500 (14) | 0.02515 (11) | |
Cl1 | 0.1274 (3) | 0.7905 (2) | 0.1812 (2) | 0.0537 (6) | 0.50 |
C1A | 0.1274 (3) | 0.7905 (2) | 0.1812 (2) | 0.0537 (6) | 0.50 |
C1 | 0.2707 (6) | 1.0922 (5) | 0.0605 (6) | 0.0409 (12) | |
H1 | 0.2576 | 1.1720 | 0.0749 | 0.049* | |
C2 | 0.2927 (6) | 1.0055 (5) | 0.1608 (6) | 0.0460 (13) | |
H2A | 0.3095 | 1.0274 | 0.2440 | 0.055* | |
Cl2 | −0.03286 (18) | 0.8183 (2) | −0.10247 (19) | 0.0402 (5) | 0.50 |
C2A | −0.03286 (18) | 0.8183 (2) | −0.10247 (19) | 0.0402 (5) | 0.50 |
C3 | 0.3441 (5) | 0.9121 (5) | 0.1394 (6) | 0.0416 (12) | |
H3A | 0.4004 | 0.8611 | 0.2062 | 0.050* | |
C4 | 0.3547 (5) | 0.9400 (5) | 0.0277 (6) | 0.0393 (11) | |
H4 | 0.4104 | 0.8936 | 0.0144 | 0.047* | |
C5 | 0.2230 (5) | 0.9405 (5) | −0.0756 (5) | 0.0397 (12) | |
H5A | 0.1951 | 0.9082 | −0.1584 | 0.048* | |
C6 | 0.1715 (5) | 1.0337 (5) | −0.0565 (5) | 0.0412 (12) | |
H6A | 0.1034 | 1.0750 | −0.1239 | 0.049* | |
C7 | 0.3789 (5) | 1.0667 (5) | 0.0468 (6) | 0.0446 (13) | |
H7A | 0.3743 | 1.1042 | −0.0249 | 0.054* | |
H7B | 0.4548 | 1.0844 | 0.1215 | 0.054* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Pt | 0.02494 (14) | 0.02399 (14) | 0.02449 (13) | −0.00040 (5) | 0.01112 (9) | 0.00033 (5) |
Cl1 | 0.0684 (16) | 0.0515 (14) | 0.0388 (11) | 0.0018 (12) | 0.0257 (11) | 0.0060 (10) |
C1A | 0.0684 (16) | 0.0515 (14) | 0.0388 (11) | 0.0018 (12) | 0.0257 (11) | 0.0060 (10) |
C1 | 0.052 (3) | 0.027 (2) | 0.051 (3) | −0.007 (2) | 0.032 (3) | −0.003 (2) |
C2 | 0.062 (4) | 0.037 (3) | 0.044 (3) | −0.012 (3) | 0.031 (3) | −0.009 (2) |
Cl2 | 0.0282 (9) | 0.0503 (12) | 0.0314 (9) | 0.0031 (8) | 0.0074 (7) | 0.0001 (8) |
C2A | 0.0282 (9) | 0.0503 (12) | 0.0314 (9) | 0.0031 (8) | 0.0074 (7) | 0.0001 (8) |
C3 | 0.035 (3) | 0.039 (3) | 0.042 (3) | −0.002 (2) | 0.013 (2) | 0.006 (2) |
C4 | 0.033 (2) | 0.037 (3) | 0.052 (3) | 0.000 (2) | 0.025 (2) | −0.005 (2) |
C5 | 0.044 (3) | 0.044 (3) | 0.037 (3) | −0.008 (2) | 0.025 (2) | −0.008 (2) |
C6 | 0.035 (3) | 0.041 (3) | 0.042 (3) | 0.003 (2) | 0.015 (2) | 0.014 (2) |
C7 | 0.043 (3) | 0.033 (3) | 0.060 (4) | −0.008 (2) | 0.028 (3) | 0.004 (3) |
Geometric parameters (Å, º) top
Pt—C2 | 2.191 (6) | C1—C7 | 1.537 (9) |
Pt—C3 | 2.195 (6) | C1—C6 | 1.543 (8) |
Pt—C5 | 2.210 (5) | C2—C3 | 1.387 (9) |
Pt—C6 | 2.218 (5) | C3—C4 | 1.518 (9) |
Pt—Cl1 | 2.245 (2) | C4—C7 | 1.522 (8) |
Pt—C2A | 2.294 (2) | C4—C5 | 1.539 (8) |
C1—C2 | 1.535 (9) | C5—C6 | 1.373 (8) |
| | | |
C2—Pt—C3 | 36.9 (2) | C7—C1—C6 | 100.2 (5) |
C2—Pt—C5 | 77.1 (2) | C3—C2—C1 | 106.0 (5) |
C3—Pt—C5 | 64.9 (2) | C3—C2—Pt | 71.7 (3) |
C2—Pt—C6 | 65.5 (2) | C1—C2—Pt | 97.0 (4) |
C3—Pt—C6 | 77.1 (2) | C2—C3—C4 | 106.8 (5) |
C5—Pt—C6 | 36.1 (2) | C2—C3—Pt | 71.4 (4) |
C2—Pt—Cl1 | 101.04 (17) | C4—C3—Pt | 97.5 (3) |
C3—Pt—Cl1 | 101.71 (18) | C3—C4—C7 | 100.1 (5) |
C5—Pt—Cl1 | 160.35 (18) | C3—C4—C5 | 101.2 (4) |
C6—Pt—Cl1 | 159.54 (18) | C7—C4—C5 | 100.5 (5) |
C2—Pt—C2A | 161.21 (19) | C6—C5—C4 | 106.9 (5) |
C3—Pt—C2A | 158.48 (19) | C6—C5—Pt | 72.2 (3) |
C5—Pt—C2A | 101.64 (15) | C4—C5—Pt | 96.2 (3) |
C6—Pt—C2A | 102.23 (16) | C5—C6—C1 | 106.2 (5) |
Cl1—Pt—C2A | 86.31 (9) | C5—C6—Pt | 71.6 (3) |
C2—C1—C7 | 99.5 (5) | C1—C6—Pt | 95.6 (3) |
C2—C1—C6 | 101.6 (4) | C4—C7—C1 | 94.7 (4) |
| | | |
C7—C1—C2—C3 | −33.9 (6) | C3—C4—C5—Pt | −3.8 (4) |
C6—C1—C2—C3 | 68.6 (6) | C7—C4—C5—Pt | −106.5 (4) |
C7—C1—C2—Pt | −106.9 (4) | C2—Pt—C5—C6 | −66.0 (3) |
C6—C1—C2—Pt | −4.3 (5) | C3—Pt—C5—C6 | −102.9 (4) |
C5—Pt—C2—C3 | −65.1 (4) | Cl1—Pt—C5—C6 | −152.7 (4) |
C6—Pt—C2—C3 | −101.4 (4) | Cl2—Pt—C5—C6 | 94.8 (3) |
Cl1—Pt—C2—C3 | 94.9 (3) | C2—Pt—C5—C4 | 39.8 (4) |
Cl2—Pt—C2—C3 | −153.5 (4) | C3—Pt—C5—C4 | 2.9 (3) |
C3—Pt—C2—C1 | 104.6 (5) | C6—Pt—C5—C4 | 105.8 (5) |
C5—Pt—C2—C1 | 39.5 (4) | Cl1—Pt—C5—C4 | −47.0 (7) |
C6—Pt—C2—C1 | 3.2 (4) | Cl2—Pt—C5—C4 | −159.4 (3) |
Cl1—Pt—C2—C1 | −160.5 (3) | C4—C5—C6—C1 | −0.6 (6) |
Cl2—Pt—C2—C1 | −48.8 (7) | Pt—C5—C6—C1 | 90.6 (4) |
C1—C2—C3—C4 | 0.2 (6) | C4—C5—C6—Pt | −91.2 (4) |
Pt—C2—C3—C4 | 92.4 (4) | C2—C1—C6—C5 | −68.2 (6) |
C1—C2—C3—Pt | −92.2 (4) | C7—C1—C6—C5 | 33.8 (6) |
C5—Pt—C3—C2 | 102.4 (4) | C2—C1—C6—Pt | 4.3 (5) |
C6—Pt—C3—C2 | 66.3 (4) | C7—C1—C6—Pt | 106.3 (4) |
Cl1—Pt—C3—C2 | −92.8 (3) | C2—Pt—C6—C5 | 102.0 (4) |
Cl2—Pt—C3—C2 | 156.9 (4) | C3—Pt—C6—C5 | 64.9 (4) |
C2—Pt—C3—C4 | −105.3 (5) | Cl1—Pt—C6—C5 | 153.8 (4) |
C5—Pt—C3—C4 | −2.9 (3) | Cl2—Pt—C6—C5 | −93.1 (3) |
C6—Pt—C3—C4 | −39.0 (4) | C2—Pt—C6—C1 | −3.2 (4) |
Cl1—Pt—C3—C4 | 161.9 (3) | C3—Pt—C6—C1 | −40.3 (4) |
Cl2—Pt—C3—C4 | 51.6 (7) | C5—Pt—C6—C1 | −105.2 (5) |
C2—C3—C4—C7 | 34.0 (6) | Cl1—Pt—C6—C1 | 48.6 (6) |
Pt—C3—C4—C7 | 106.8 (4) | Cl2—Pt—C6—C1 | 161.7 (3) |
C2—C3—C4—C5 | −68.9 (6) | C3—C4—C7—C1 | −52.4 (5) |
Pt—C3—C4—C5 | 3.8 (4) | C5—C4—C7—C1 | 51.2 (5) |
C3—C4—C5—C6 | 69.5 (6) | C2—C1—C7—C4 | 52.2 (5) |
C7—C4—C5—C6 | −33.2 (6) | C6—C1—C7—C4 | −51.5 (5) |
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