Dichloridobis(2-methoxy­dibenzo[c,e][1,2]oxaphospho­rine-κP)platinum(II) trichloro­methane solvate

Holczbauer, T.; Keglevich, G.; Kerényi, A.; Czugler, M.

doi:10.1107/S1600536809006643

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 3| March 2009| Pages m347-m348

doi:10.1107/S1600536809006643

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Dichloridobis(2-methoxydibenzo[c,e][1,2]oxaphosphorine-κP)platinum(II) trichloromethane solvate

Tamás Holczbauer,^a György Keglevich,^b Andrea Kerényi ^b and Mátyás Czugler ^a ^*

^aInstitute of Structural Chemistry, Chemical Research Center, Hungarian Academy of Sciences, Pusztaszeri ut. 59-67, 1025 Budapest, Hungary, and ^bDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, 1521 Budapest, Hungary
^*Correspondence e-mail: mcz@chemres.hu

(Received 26 January 2009; accepted 23 February 2009; online 28 February 2009)

The title compound, [PtCl₂(C₁₃H₁₁O₂P)₂]·CHCl₃, has a rare PtCl₂ bridging of two dibenzooxaphosphorine ligands through the metal atom. The Pt^II ion is in a slightly distorted square-planar environment. The trichloromethane solvent molecule shows rotational disorder (major occupancy is 0.75) and is placed near to the inversion centre at (1/2, 1/2, 0) in channels parallel to the a axis. The solvent molecule is linked to the complex molecule via intermolecular bifurcated C—H⋯Cl and C—H⋯O hydrogen bonds. The crystal structure is further stabilized by π–π interactions involving the benzene rings, with a centroid–centroid distance of 3.658 (8) Å.

Related literature

For the synthesis of the title compound and related compounds, see: Keglevich et al. (2008 ) and references therein. For a related phosphonite structure, see: Claver et al. (2000 ). For a description of the Cambridge Structural Database, see: Allen (2002 ).

Experimental

Crystal data

[PtCl₂(C₁₃H₁₁O₂P)₂]·CHCl₃
M_r = 845.73
Triclinic, $[P \overline 1]$
a = 10.186 (3) Å
b = 13.020 (5) Å
c = 13.510 (5) Å
α = 62.402 (11)°
β = 83.128 (12)°
γ = 67.456 (11)°
V = 1462.8 (9) Å³
Z = 2
Mo Kα radiation
μ = 5.40 mm⁻¹
T = 93 K
0.40 × 0.30 × 0.15 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (CrystalClear; Rigaku, 2008 ) T_min = 0.222, T_max = 0.498 (expected range = 0.198–0.445)
36911 measured reflections
5339 independent reflections
4822 reflections with I > 2σ(I)
R_int = 0.114

Refinement

R[F² > 2σ(F²)] = 0.059
wR(F²) = 0.151
S = 1.06
5339 reflections
381 parameters
66 restraints
H-atom parameters constrained
Δρ_max = 3.66 e Å⁻³
Δρ_min = −2.69 e Å⁻³

Table 1
Selected bond lengths (Å)

Pt1—P1	2.188 (3)
Pt1—P2	2.201 (3)
Pt1—Cl1	2.325 (3)
Pt1—Cl2	2.351 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C27—H27⋯Cl1ⁱ	0.97	2.59	3.491 (14)	154
C27—H27⋯O4ⁱ	0.97	2.57	3.226 (17)	125
Symmetry code: (i) -x+1, -y, -z+1.

Data collection: CrystalClear (Rigaku, 2008); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009 ); software used to prepare material for publication: PLATON.

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809006643/ci2765sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809006643/ci2765Isup2.hkl

checkCIF report

Comment top

Syntheses, spectroscopic data and theoretical chemistry modeling of various dibenzooxaphosphorines including the parent compound of the title solvate have been reported by Keglevich et al. (2008).

The asymmetric unit of the title compound is shown in Fig. 1. The structure of the complex in the crystalline state is in agreement with that reported from theoretical modeling. A more stable cis form is prefered over the trans, with a syn-periplanar disposition of O—P—Pt—P torsion angles (O1—P1—Pt1—P2 ca 13.7 (3)° and O3—P2—Pt1—P1 ca 49.8 (3)°). However, Pt—P and Pt—-Cl distances appear to be 0.05–0.1 Å shorter in the crystal structure, compared to a theoretical model.

The shortest ring center···center distance of 3.658 (8) Å is observed between C14-C19 benzene rings of complex molecules at (x, y, z) and (1 -x, - y, 2 - z). The only other crystal structure in the CSD (Allen, 2002) having P—Pt—P bridging is MARJEU from the Orpen group (Claver et al., 2000). MARJEU entraps two kinds of solvents in differing stoichiometric ratios (1 for THF and 0.76 for dichloromethane) in its crystal. The title compound also shows disorder of the solvent placed near to inversion centres at (1/2, 1/2, 0) in channels parallel to the a axis. Partial fixation of the solvent occurs via bifurcated C—H ··· O and C—H ··· Cl close contacts from the trichloromethane H atom to an alkoxy O4 atom and to Cl1 (Table 2). Electronic influences of these interactions may also be reflected in the unequal bonding geometry around the metal center. Existence of this C—H···X interaction seems to be also corroborated by IR investigations that will be reported elsewhere together with the room-temperature X-ray study of this compound. It appears from these results that the trichloromethane guest disorder is partly of kinetical nature. The C and H atom positions are relatively well kept while chlorine atoms change their positions with respect to the C—H bond.

Related literature top

For the synthesis of the title compound and related compounds, see: Keglevich et al. (2008) and references therein. For a related phosphonite structure, see: Claver et al. (2000). For a description of the Cambridge Structural Database, see: Allen (2002). [Scheme should show solvent molecule]

Experimental top

Synthesis of the parent compound and related ones is reported by Keglevich et al. (2008). Recrystallization of the title dibenzo-oxaphosphorine complex from chloroform yielded X-ray quality crystals, solvent content of which became apparent only after the X-ray study.

Computing details top

Data collection: CrystalClear (Rigaku, 2008); cell refinement: CrystalClear (Rigaku, 2008); data reduction: CrystalClear (Rigaku, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: PLATON (Spek, 2009).

Figures top

	Fig. 1. The asymmetric unit of the title compound, with the atomic numbering. Displacement ellipsoids are drawn at the 50% probability level. Suffixes A and B indicate major and minor components of the disordered solvent molecule.
	Fig. 2. A packing view of the title compound showing intermolecular close contacts as dashed lines.

Dichloridobis(2-methoxydibenzo[c,e][1,2]oxaphosphorine-κP)platinum(II) trichloromethane solvate top

Crystal data top

[PtCl₂(C₁₃H₁₁O₂P)₂]·CHCl₃	Z = 2
M_r = 845.73	F(000) = 820
Triclinic, P1	D_x = 1.920 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71070 Å
a = 10.186 (3) Å	Cell parameters from 40740 reflections
b = 13.020 (5) Å	θ = 3.1–28.7°
c = 13.510 (5) Å	µ = 5.40 mm⁻¹
α = 62.402 (11)°	T = 93 K
β = 83.128 (12)°	Prism, colourless
γ = 67.456 (11)°	0.40 × 0.30 × 0.15 mm
V = 1462.8 (9) Å³

Data collection top

Rigaku R-AXIS RAPID diffractometer	5339 independent reflections
Radiation source: fine-focus sealed tube	4822 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.114
Detector resolution: 10 pixels mm^-1	θ_max = 25.4°, θ_min = 3.1°
ω scans	h = −12→12
Absorption correction: multi-scan (CrystalClear; Rigaku, 2008)	k = −15→15
T_min = 0.222, T_max = 0.498	l = −16→16
36911 measured reflections

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.151	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0609P)² + 24.9249P] where P = (F_o² + 2F_c²)/3
5339 reflections	(Δ/σ)_max = 0.001
381 parameters	Δρ_max = 3.66 e Å⁻³
66 restraints	Δρ_min = −2.69 e Å⁻³

Crystal data top

[PtCl₂(C₁₃H₁₁O₂P)₂]·CHCl₃	γ = 67.456 (11)°
M_r = 845.73	V = 1462.8 (9) Å³
Triclinic, P1	Z = 2
a = 10.186 (3) Å	Mo Kα radiation
b = 13.020 (5) Å	µ = 5.40 mm⁻¹
c = 13.510 (5) Å	T = 93 K
α = 62.402 (11)°	0.40 × 0.30 × 0.15 mm
β = 83.128 (12)°

Data collection top

Rigaku R-AXIS RAPID diffractometer	5339 independent reflections
Absorption correction: multi-scan (CrystalClear; Rigaku, 2008)	4822 reflections with I > 2σ(I)
T_min = 0.222, T_max = 0.498	R_int = 0.114
36911 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.059	66 restraints
wR(F²) = 0.151	H-atom parameters constrained
S = 1.06	w = 1/[σ²(F_o²) + (0.0609P)² + 24.9249P] where P = (F_o² + 2F_c²)/3
5339 reflections	Δρ_max = 3.66 e Å⁻³
381 parameters	Δρ_min = −2.69 e Å⁻³

Special details top

Experimental. Multi-scan empirical absorption correction by T. Higashi in FS-Process

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Pt1	−0.03953 (4)	0.00011 (3)	0.72977 (3)	0.02055 (16)
Cl1	−0.0887 (3)	−0.1812 (2)	0.8105 (2)	0.0269 (5)
Cl2	−0.2425 (3)	0.0975 (3)	0.6061 (2)	0.0301 (6)
P1	−0.0015 (3)	0.1747 (2)	0.6439 (2)	0.0217 (5)
P2	0.1547 (3)	−0.0974 (2)	0.8424 (2)	0.0206 (5)
O2	−0.0202 (9)	0.2390 (7)	0.5122 (6)	0.0282 (17)
O1	0.1586 (8)	0.1516 (6)	0.6736 (6)	0.0244 (15)
O4	0.1766 (8)	−0.2306 (6)	0.9426 (6)	0.0244 (15)
O3	0.1682 (7)	−0.0208 (6)	0.9011 (6)	0.0205 (14)
C8	−0.1302 (14)	0.4864 (11)	0.6809 (10)	0.036 (3)
H8	−0.0918	0.5447	0.6755	0.043*
C20	0.4336 (11)	−0.1284 (10)	0.8228 (9)	0.025 (2)
C5	0.1658 (13)	0.4537 (10)	0.6086 (10)	0.031 (2)
H5	0.1062	0.5328	0.6039	0.037*
C6	0.1065 (12)	0.3635 (10)	0.6376 (9)	0.026 (2)
C4	0.3042 (13)	0.4330 (10)	0.5870 (9)	0.031 (3)
H4	0.3392	0.4973	0.5683	0.038*
C3	0.3947 (13)	0.3213 (11)	0.5916 (10)	0.032 (3)
H3	0.4913	0.3085	0.5751	0.039*
C2	0.3439 (12)	0.2267 (10)	0.6208 (9)	0.028 (2)
H2	0.4050	0.1477	0.6261	0.034*
C1	0.2005 (11)	0.2512 (9)	0.6421 (8)	0.022 (2)
C12	−0.1048 (12)	0.3029 (10)	0.6709 (9)	0.027 (2)
C11	−0.2464 (13)	0.3206 (11)	0.6967 (10)	0.032 (3)
H11	−0.2855	0.2623	0.7034	0.039*
C10	−0.3290 (13)	0.4235 (10)	0.7126 (10)	0.033 (3)
H10	−0.4261	0.4379	0.7282	0.040*
C9	−0.2690 (14)	0.5046 (12)	0.7054 (11)	0.038 (3)
H9	−0.3249	0.5747	0.7176	0.045*
C18	0.5477 (11)	−0.1675 (10)	0.9975 (9)	0.027 (2)
H18	0.6385	−0.2056	0.9761	0.033*
C19	0.4259 (11)	−0.1218 (10)	0.9284 (9)	0.024 (2)
C17	0.5387 (13)	−0.1583 (11)	1.0952 (10)	0.031 (2)
H17	0.6228	−0.1905	1.1409	0.037*
C16	0.4095 (13)	−0.1031 (11)	1.1274 (10)	0.031 (2)
H16	0.4044	−0.0966	1.1951	0.038*
C15	0.2862 (12)	−0.0566 (10)	1.0621 (9)	0.027 (2)
H15	0.1961	−0.0169	1.0834	0.032*
C14	0.2973 (11)	−0.0692 (9)	0.9645 (9)	0.023 (2)
C25	0.3171 (10)	−0.1268 (10)	0.7759 (9)	0.023 (2)
C24	0.3216 (11)	−0.1342 (10)	0.6771 (9)	0.027 (2)
H24	0.2402	−0.1315	0.6468	0.032*
C23	0.4470 (13)	−0.1458 (12)	0.6224 (10)	0.036 (3)
H23	0.4530	−0.1535	0.5552	0.044*
C22	0.5620 (12)	−0.1459 (12)	0.6658 (10)	0.035 (3)
H22	0.6466	−0.1514	0.6270	0.042*
C7	−0.0446 (12)	0.3848 (10)	0.6641 (9)	0.027 (2)
C13	0.0389 (14)	0.1694 (12)	0.4507 (11)	0.037 (3)
H13A	0.1365	0.1117	0.4811	0.055*
H13B	0.0399	0.2267	0.3718	0.055*
H13C	−0.0191	0.1218	0.4570	0.055*
C21	0.5574 (12)	−0.1384 (11)	0.7646 (10)	0.032 (3)
H21	0.6391	−0.1399	0.7936	0.038*
C26	0.0861 (14)	−0.2423 (11)	1.0352 (10)	0.035 (3)
H26A	−0.0134	−0.2095	1.0075	0.053*
H26B	0.0965	−0.1949	1.0708	0.053*
H26C	0.1140	−0.3305	1.0901	0.053*
C27	0.7983 (12)	0.4650 (12)	0.0943 (6)	0.063 (5)
H27	0.8702	0.3883	0.0978	0.076*
Cl3A	0.8930 (6)	0.5478 (5)	0.1096 (5)	0.0597 (13)	0.75
Cl4A	0.7076 (9)	0.5499 (5)	−0.0314 (5)	0.096 (3)	0.75
Cl5A	0.7023 (7)	0.4234 (6)	0.2081 (6)	0.092 (2)	0.75
Cl3B	0.6172 (15)	0.478 (2)	0.0820 (17)	0.115 (8)	0.25
Cl4B	0.801 (2)	0.519 (2)	0.1872 (13)	0.101 (7)	0.25
Cl5B	0.8268 (17)	0.5635 (14)	−0.0399 (9)	0.067 (4)	0.25

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Pt1	0.0207 (2)	0.0197 (2)	0.0229 (2)	−0.01008 (17)	0.00217 (16)	−0.00909 (18)
Cl1	0.0273 (13)	0.0263 (13)	0.0306 (13)	−0.0164 (11)	0.0015 (11)	−0.0105 (11)
Cl2	0.0258 (13)	0.0334 (14)	0.0328 (14)	−0.0082 (11)	−0.0027 (11)	−0.0174 (12)
P1	0.0233 (13)	0.0177 (12)	0.0222 (13)	−0.0071 (10)	0.0002 (10)	−0.0077 (11)
P2	0.0224 (13)	0.0187 (13)	0.0246 (13)	−0.0110 (10)	0.0037 (10)	−0.0107 (11)
O2	0.040 (4)	0.028 (4)	0.022 (4)	−0.016 (3)	0.005 (3)	−0.013 (3)
O1	0.024 (4)	0.017 (3)	0.027 (4)	−0.008 (3)	−0.002 (3)	−0.005 (3)
O4	0.029 (4)	0.019 (4)	0.022 (4)	−0.011 (3)	−0.002 (3)	−0.005 (3)
O3	0.020 (3)	0.026 (4)	0.022 (4)	−0.010 (3)	−0.003 (3)	−0.014 (3)
C8	0.055 (8)	0.023 (6)	0.025 (6)	−0.011 (5)	−0.003 (5)	−0.009 (5)
C20	0.026 (5)	0.020 (5)	0.025 (5)	−0.009 (4)	0.002 (4)	−0.008 (4)
C5	0.041 (7)	0.021 (5)	0.030 (6)	−0.014 (5)	−0.002 (5)	−0.009 (5)
C6	0.032 (6)	0.024 (5)	0.023 (5)	−0.013 (5)	0.002 (4)	−0.009 (4)
C4	0.049 (7)	0.011 (5)	0.027 (6)	−0.014 (5)	−0.001 (5)	0.000 (4)
C3	0.029 (6)	0.041 (7)	0.031 (6)	−0.023 (5)	0.003 (5)	−0.011 (5)
C2	0.028 (6)	0.027 (6)	0.031 (6)	−0.013 (5)	0.006 (5)	−0.014 (5)
C1	0.032 (6)	0.019 (5)	0.014 (5)	−0.015 (4)	−0.003 (4)	0.000 (4)
C12	0.027 (6)	0.024 (5)	0.026 (5)	−0.007 (4)	0.000 (4)	−0.009 (5)
C11	0.033 (6)	0.035 (6)	0.035 (6)	−0.016 (5)	0.005 (5)	−0.020 (5)
C10	0.030 (6)	0.024 (6)	0.032 (6)	0.001 (5)	0.005 (5)	−0.012 (5)
C9	0.039 (7)	0.032 (6)	0.038 (7)	−0.008 (5)	−0.006 (5)	−0.015 (6)
C18	0.021 (5)	0.028 (6)	0.031 (6)	−0.009 (4)	0.002 (4)	−0.012 (5)
C19	0.029 (6)	0.022 (5)	0.023 (5)	−0.016 (4)	0.001 (4)	−0.007 (4)
C17	0.034 (6)	0.027 (6)	0.032 (6)	−0.011 (5)	−0.006 (5)	−0.012 (5)
C16	0.040 (7)	0.033 (6)	0.027 (6)	−0.020 (5)	0.002 (5)	−0.013 (5)
C15	0.037 (6)	0.026 (5)	0.026 (5)	−0.019 (5)	0.002 (5)	−0.013 (5)
C14	0.026 (5)	0.010 (4)	0.023 (5)	−0.008 (4)	−0.002 (4)	0.002 (4)
C25	0.013 (5)	0.024 (5)	0.036 (6)	−0.008 (4)	0.003 (4)	−0.016 (5)
C24	0.020 (5)	0.029 (6)	0.033 (6)	−0.008 (4)	−0.003 (4)	−0.016 (5)
C23	0.029 (6)	0.052 (8)	0.031 (6)	−0.011 (6)	0.007 (5)	−0.026 (6)
C22	0.024 (6)	0.051 (8)	0.034 (6)	−0.014 (5)	0.011 (5)	−0.024 (6)
C7	0.032 (6)	0.021 (5)	0.019 (5)	−0.005 (4)	−0.009 (4)	−0.004 (4)
C13	0.049 (7)	0.039 (7)	0.039 (7)	−0.025 (6)	0.017 (6)	−0.027 (6)
C21	0.023 (5)	0.033 (6)	0.030 (6)	−0.010 (5)	−0.002 (5)	−0.006 (5)
C26	0.052 (8)	0.032 (6)	0.027 (6)	−0.027 (6)	0.006 (5)	−0.010 (5)
C27	0.080 (12)	0.027 (7)	0.061 (10)	−0.004 (7)	0.005 (9)	−0.016 (7)
Cl3A	0.065 (3)	0.056 (3)	0.068 (3)	−0.030 (2)	0.006 (3)	−0.030 (3)
Cl4A	0.136 (6)	0.050 (3)	0.089 (4)	0.004 (3)	−0.058 (4)	−0.038 (3)
Cl5A	0.092 (4)	0.077 (4)	0.126 (6)	−0.049 (4)	0.060 (4)	−0.059 (4)
Cl3B	0.137 (13)	0.104 (11)	0.122 (12)	−0.043 (9)	0.029 (9)	−0.072 (9)
Cl4B	0.106 (11)	0.095 (10)	0.080 (10)	−0.006 (8)	0.001 (8)	−0.047 (8)
Cl5B	0.061 (8)	0.054 (7)	0.068 (8)	−0.015 (6)	0.015 (7)	−0.023 (6)

Geometric parameters (Å, º) top

Pt1—P1	2.188 (3)	C10—C9	1.374 (18)
Pt1—P2	2.201 (3)	C10—H10	0.95
Pt1—Cl1	2.325 (3)	C9—H9	0.95
Pt1—Cl2	2.351 (3)	C18—C17	1.369 (16)
P1—O2	1.575 (8)	C18—C19	1.401 (15)
P1—O1	1.607 (7)	C18—H18	0.95
P1—C12	1.775 (11)	C19—C14	1.376 (15)
P2—O4	1.579 (7)	C17—C16	1.365 (17)
P2—O3	1.584 (7)	C17—H17	0.95
P2—C25	1.780 (10)	C16—C15	1.382 (16)
O2—C13	1.426 (13)	C16—H16	0.95
O1—C1	1.383 (12)	C15—C14	1.389 (15)
O4—C26	1.446 (14)	C15—H15	0.95
O3—C14	1.411 (12)	C25—C24	1.376 (15)
C8—C9	1.366 (18)	C24—C23	1.390 (16)
C8—C7	1.382 (16)	C24—H24	0.95
C8—H8	0.95	C23—C22	1.370 (17)
C20—C21	1.398 (15)	C23—H23	0.95
C20—C25	1.400 (15)	C22—C21	1.378 (17)
C20—C19	1.459 (15)	C22—H22	0.95
C5—C4	1.352 (17)	C13—H13A	0.98
C5—C6	1.399 (15)	C13—H13B	0.98
C5—H5	0.95	C13—H13C	0.98
C6—C1	1.385 (15)	C21—H21	0.95
C6—C7	1.486 (16)	C26—H26A	0.98
C4—C3	1.368 (17)	C26—H26B	0.98
C4—H4	0.95	C26—H26C	0.98
C3—C2	1.389 (16)	C27—Cl4A	1.676 (8)
C3—H3	0.95	C27—Cl5A	1.700 (8)
C2—C1	1.394 (15)	C27—Cl4B	1.705 (9)
C2—H2	0.95	C27—Cl5B	1.738 (9)
C12—C7	1.386 (16)	C27—Cl3A	1.785 (8)
C12—C11	1.398 (16)	C27—Cl3B	1.807 (10)
C11—C10	1.380 (16)	C27—H27	0.97
C11—H11	0.95

P1—Pt1—P2	93.21 (10)	C17—C18—H18	119.3
P1—Pt1—Cl1	176.23 (9)	C19—C18—H18	119.3
P2—Pt1—Cl1	90.20 (9)	C14—C19—C18	116.7 (10)
P1—Pt1—Cl2	88.05 (10)	C14—C19—C20	121.1 (10)
P2—Pt1—Cl2	177.30 (9)	C18—C19—C20	122.2 (10)
Cl1—Pt1—Cl2	88.47 (10)	C16—C17—C18	120.4 (11)
O2—P1—O1	105.7 (4)	C16—C17—H17	119.8
O2—P1—C12	100.9 (5)	C18—C17—H17	119.8
O1—P1—C12	102.7 (5)	C17—C16—C15	120.4 (11)
O2—P1—Pt1	115.3 (3)	C17—C16—H16	119.8
O1—P1—Pt1	110.6 (3)	C15—C16—H16	119.8
C12—P1—Pt1	120.0 (4)	C16—C15—C14	118.3 (11)
O4—P2—O3	103.9 (4)	C16—C15—H15	120.8
O4—P2—C25	102.2 (5)	C14—C15—H15	120.8
O3—P2—C25	103.7 (4)	C19—C14—C15	122.8 (10)
O4—P2—Pt1	117.8 (3)	C19—C14—O3	121.1 (9)
O3—P2—Pt1	112.8 (3)	C15—C14—O3	116.1 (9)
C25—P2—Pt1	114.8 (4)	C24—C25—C20	122.5 (9)
C13—O2—P1	121.6 (8)	C24—C25—P2	120.7 (8)
C1—O1—P1	120.7 (6)	C20—C25—P2	116.4 (8)
C26—O4—P2	119.8 (7)	C25—C24—C23	119.0 (10)
C14—O3—P2	116.7 (6)	C25—C24—H24	120.5
C9—C8—C7	121.3 (12)	C23—C24—H24	120.5
C9—C8—H8	119.4	C22—C23—C24	119.6 (11)
C7—C8—H8	119.4	C22—C23—H23	120.2
C21—C20—C25	116.9 (10)	C24—C23—H23	120.2
C21—C20—C19	122.0 (10)	C23—C22—C21	121.4 (11)
C25—C20—C19	121.2 (9)	C23—C22—H22	119.3
C4—C5—C6	122.8 (11)	C21—C22—H22	119.3
C4—C5—H5	118.6	C8—C7—C12	117.8 (11)
C6—C5—H5	118.6	C8—C7—C6	121.9 (11)
C1—C6—C5	114.8 (10)	C12—C7—C6	120.3 (10)
C1—C6—C7	122.2 (10)	O2—C13—H13A	109.5
C5—C6—C7	122.9 (10)	O2—C13—H13B	109.5
C5—C4—C3	121.2 (10)	H13A—C13—H13B	109.5
C5—C4—H4	119.4	O2—C13—H13C	109.5
C3—C4—H4	119.4	H13A—C13—H13C	109.5
C4—C3—C2	119.3 (11)	H13B—C13—H13C	109.5
C4—C3—H3	120.3	C22—C21—C20	120.6 (11)
C2—C3—H3	120.3	C22—C21—H21	119.7
C3—C2—C1	118.0 (10)	C20—C21—H21	119.7
C3—C2—H2	121.0	O4—C26—H26A	109.5
C1—C2—H2	121.0	O4—C26—H26B	109.5
O1—C1—C6	121.4 (9)	H26A—C26—H26B	109.5
O1—C1—C2	114.8 (9)	O4—C26—H26C	109.5
C6—C1—C2	123.8 (10)	H26A—C26—H26C	109.5
C7—C12—C11	121.1 (10)	H26B—C26—H26C	109.5
C7—C12—P1	119.5 (8)	Cl4A—C27—Cl5A	116.8 (7)
C11—C12—P1	119.4 (9)	Cl4B—C27—Cl5B	111.4 (8)
C10—C11—C12	119.5 (11)	Cl4A—C27—Cl3A	109.2 (6)
C10—C11—H11	120.2	Cl5A—C27—Cl3A	108.1 (5)
C12—C11—H11	120.2	Cl4B—C27—Cl3B	106.4 (7)
C9—C10—C11	119.1 (11)	Cl5B—C27—Cl3B	103.9 (7)
C9—C10—H10	120.4	Cl4A—C27—H27	109.4
C11—C10—H10	120.4	Cl5A—C27—H27	106.7
C8—C9—C10	121.2 (12)	Cl4B—C27—H27	122.5
C8—C9—H9	119.4	Cl5B—C27—H27	96.6
C10—C9—H9	119.4	Cl3A—C27—H27	105.9
C17—C18—C19	121.4 (10)	Cl3B—C27—H27	114.2

Cl1—Pt1—P2—O4	−10.8 (3)	C25—C20—C19—C14	−24.2 (15)
Cl2—Pt1—P1—O2	−44.1 (4)	O1—P1—Pt1—P2	13.7 (3)
C12—C7—C6—C1	−13.9 (16)	O3—P2—Pt1—P1	49.8 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C27—H27···Cl1ⁱ	0.97	2.59	3.491 (14)	154
C27—H27···O4ⁱ	0.97	2.57	3.226 (17)	125

Symmetry code: (i) −x+1, −y, −z+1.

Experimental details

Crystal data
Chemical formula	[PtCl₂(C₁₃H₁₁O₂P)₂]·CHCl₃
M_r	845.73
Crystal system, space group	Triclinic, P1
Temperature (K)	93
a, b, c (Å)	10.186 (3), 13.020 (5), 13.510 (5)
α, β, γ (°)	62.402 (11), 83.128 (12), 67.456 (11)
V (Å³)	1462.8 (9)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	5.40
Crystal size (mm)	0.40 × 0.30 × 0.15

Data collection
Diffractometer	Rigaku R-AXIS RAPID diffractometer
Absorption correction	Multi-scan (CrystalClear; Rigaku, 2008)
T_min, T_max	0.222, 0.498
No. of measured, independent and observed [I > 2σ(I)] reflections	36911, 5339, 4822
R_int	0.114
(sin θ/λ)_max (Å⁻¹)	0.602

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.059, 0.151, 1.06
No. of reflections	5339
No. of parameters	381
No. of restraints	66
H-atom treatment	H-atom parameters constrained
	w = 1/[σ²(F_o²) + (0.0609P)² + 24.9249P] where P = (F_o² + 2F_c²)/3
Δρ_max, Δρ_min (e Å⁻³)	3.66, −2.69

Computer programs: CrystalClear (Rigaku, 2008), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).

Selected bond lengths (Å) top

Pt1—P1	2.188 (3)	Pt1—Cl1	2.325 (3)
Pt1—P2	2.201 (3)	Pt1—Cl2	2.351 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C27—H27···Cl1ⁱ	0.97	2.59	3.491 (14)	154
C27—H27···O4ⁱ	0.97	2.57	3.226 (17)	125

Symmetry code: (i) −x+1, −y, −z+1.

Acknowledgements

TH thanks the HAS CRC for financial support and also a computer purchase administered through OTKA grant No. T-049712 kindly provided by Professor A. Kálmán. The authors are also grateful for partial funding from OTKA grants T-067679 (AK and GyK) and T-75869 (MC and TH).

References

Allen, F. H. (2002). Acta Cryst. B58, 380–388. Web of Science CrossRef CAS IUCr Journals Google Scholar
Claver, C., Fernandez, E., Gillon, A. L., Heslop, K. M., Hyett, D. J., Martorell, A., Orpen, A. G. & Pringle, P. G. (2000). Chem. Commun. pp. 961–962. Google Scholar
Keglevich, Gy., Kerényi, A., Mayer, B., Körtvélyesi, T. & Ludányi, K. (2008). Transition Met. Chem. 33, 505–510. Web of Science CrossRef CAS Google Scholar
Rigaku (2008). CrystalStructure. Rigaku Corporation, The Woodlands, Texas, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Spek, A. L. (2009). Acta Cryst. D65, 148–155. Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 65| Part 3| March 2009| Pages m347-m348

doi:10.1107/S1600536809006643

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Di­chloridobis(2-meth­oxy­dibenzo[c,e][1,2]oxa­phospho­rine-κP)platinum(II) tri­chloro­methane solvate

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Dichloridobis(2-methoxydibenzo[c,e][1,2]oxaphosphorine-κP)platinum(II) trichloromethane solvate