trans-Dichloridobis{dicyclo-hex-yl[4-(dimethyl-amino)-phen-yl]phosphane-κP}platinum(II) dichloro-methane disolvate.

In the title complex, trans-[PtCl2{P(C6H11)2(4-Me2NC6H4)}2]·2CH2Cl2, the Pt(II) atom is located on an inversion centre, resulting in a trans-square-planar geometry. Important geometric parameters are the Pt-P and Pt-Cl bond lengths of 2.3258 (6) and 2.3106 (6) Å, respectively, and the P-Pt-Cl angles of 89.64 (2) and 90.36 (2)°. The effective cone angle for the dicyclo-hex-yl[4-(dimethyl-amino)-phen-yl]phosphane unit was calculated to be 164°. The compound crystallizes with two dichloro-methane solvent mol-ecules; one of which is severely disordered and was treated using the SQUEEZE routine in PLATON [Spek (2009 ▶). Acta Cryst. D65, 148-155].

Related literature

For a review on related compounds, see: Spessard & Miessler (1996 ▶). For related compounds, see: Johansson et al. (2002 ▶). For similar R-P2PtCl2 compounds, see: Lutz et al. (2005 ▶). For the synthesis of starting materials, see: Drew & Doyle (1990 ▶). For use of the SQUEEZE routine in PLATON to remove the contribution of disordered solvents, see: Spek (2009 ▶). For background to cone angles, see: Tolman (1977 ▶); Otto (2001 ▶).

Experimental

Crystal data

[PtCl2(C20H32NP)2]·2CH2Cl2

M = 1070.70

Monoclinic,

a = 19.4146 (9) Å

b = 13.1517 (6) Å

c = 19.3459 (9) Å

β = 94.660 (2)°

V = 4923.4 (4) Å3

Z = 4

Cu Kα radiation

μ = 9.16 mm−1

T = 100 K

0.26 × 0.24 × 0.16 mm

Data collection

Bruker APEX DUO 4K CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2008 ▶) T min = 0.199, T max = 0.322

56178 measured reflections

4239 independent reflections

4069 reflections with I > 2σ(I)

R int = 0.045

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.067

S = 1.08

4239 reflections

244 parameters

H-atom parameters constrained

Δρmax = 1.72 e Å−3

Δρmin = −1.15 e Å−3

Data collection: APEX2 (Bruker, 2010 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT and XPREP (Bruker, 2008 ▶); program(s) used to solve structure: SIR97 (Altomare et al., 1999 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 2005 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶) and WinGX (Farrugia, 2012 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812048465/su2526sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812048465/su2526Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536812048465/su2526Isup3.cdx

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[PtCl2(C20H32NP)2]·2CH2Cl2	F(000) = 2176
Mr = 1070.70	Dx = 1.445 Mg m−3
Monoclinic, C2/c	Cu Kα radiation, λ = 1.54178 Å
Hall symbol: -C 2yc	Cell parameters from 9651 reflections
a = 19.4146 (9) Å	θ = 4.1–65.7°
b = 13.1517 (6) Å	µ = 9.16 mm−1
c = 19.3459 (9) Å	T = 100 K
β = 94.660 (2)°	Cuboid, colourless
V = 4923.4 (4) Å3	0.26 × 0.24 × 0.16 mm
Z = 4

Bruker APEX DUO 4K CCD diffractometer	4239 independent reflections
Radiation source: Incoatec IµS microfocus X-ray source	4069 reflections with I > 2σ(I)
Incoatec Quazar Multilayer Mirror monochromator	Rint = 0.045
Detector resolution: 8.4 pixels mm-1	θmax = 66.2°, θmin = 4.1°
φ and ω scans	h = −21→22
Absorption correction: multi-scan (SADABS; Bruker, 2008)	k = −14→15
Tmin = 0.199, Tmax = 0.322	l = −22→21
56178 measured reflections

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)] = 0.025	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0406P)2 + 10.7442P] where P = (Fo2 + 2Fc2)/3
4239 reflections	(Δ/σ)max = 0.001
244 parameters	Δρmax = 1.72 e Å−3
0 restraints	Δρmin = −1.15 e Å−3

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. Highly disordered solvate molecule is observed, resulting in residual electron density around the C4 atom. Different disordered models, however, resulted in unstable refinement cycles. Placement of H atoms on C4 also resulted in unstable refinement. This procedure resulted in unsatisfactory refinements and the molecule was removed by applying the SQUEEZE routine as found in PLATON (Spek, 2003).

	x	y	z	Uiso*/Ueq
Pt1	0.75	0.25	0	0.01460 (8)
Cl1	0.85498 (3)	0.19559 (5)	0.05181 (3)	0.02286 (14)
P1	0.69307 (3)	0.17595 (4)	0.08851 (3)	0.01619 (13)
C31	0.74703 (13)	0.15612 (19)	0.17086 (12)	0.0202 (5)
H131	0.7901	0.1206	0.1591	0.024*
C34	0.78157 (15)	0.1765 (2)	0.32170 (14)	0.0321 (6)
H13A	0.7403	0.2114	0.337	0.039*
H13B	0.8142	0.1651	0.363	0.039*
C36	0.76895 (17)	0.25841 (19)	0.20359 (17)	0.0241 (7)
H13C	0.7939	0.2985	0.1702	0.029*
H13D	0.7273	0.2972	0.214	0.029*
C11	0.61712 (16)	0.24227 (17)	0.11403 (15)	0.0179 (6)
C15	0.50367 (17)	0.24432 (17)	0.15855 (16)	0.0197 (6)
H115	0.4654	0.2075	0.1734	0.024*
C26	0.72650 (14)	−0.0195 (2)	0.04868 (15)	0.0269 (6)
H12A	0.7522	0.0105	0.0115	0.032*
H12B	0.758	−0.0229	0.0915	0.032*
C16	0.56012 (13)	0.19181 (19)	0.13759 (12)	0.0193 (5)
H116	0.5602	0.1196	0.1393	0.023*
C13	0.55973 (13)	0.40207 (18)	0.13530 (12)	0.0192 (5)
H113	0.5605	0.4743	0.1347	0.023*
C35	0.81549 (19)	0.2434 (2)	0.27030 (18)	0.0302 (8)
H13E	0.8595	0.2119	0.259	0.036*
H13F	0.8263	0.3104	0.2918	0.036*
C25	0.70229 (16)	−0.1267 (2)	0.02768 (17)	0.0352 (7)
H12C	0.7427	−0.168	0.017	0.042*
H12D	0.6812	−0.1591	0.067	0.042*
C24	0.65002 (17)	−0.1253 (2)	−0.03515 (16)	0.0365 (7)
H12E	0.6335	−0.1954	−0.0453	0.044*
H12F	0.6726	−0.1003	−0.076	0.044*
C32	0.71270 (14)	0.0884 (2)	0.22298 (13)	0.0246 (5)
H13G	0.6687	0.1198	0.2345	0.029*
H13H	0.702	0.0211	0.2018	0.029*
C12	0.61541 (13)	0.34844 (19)	0.11366 (12)	0.0188 (5)
H112	0.6535	0.3848	0.0981	0.023*
Cl2	0.03909 (4)	0.22618 (7)	0.10388 (4)	0.04094 (18)
Cl3	0.09563 (4)	0.09162 (6)	0.00234 (4)	0.03576 (17)
N1	0.44579 (11)	0.40351 (16)	0.17961 (11)	0.0214 (4)
C14	0.50191 (13)	0.35131 (19)	0.15818 (12)	0.0192 (5)
C21	0.66396 (13)	0.04799 (19)	0.06127 (13)	0.0204 (5)
H121	0.6398	0.0172	0.0999	0.025*
C2	0.38221 (13)	0.3494 (2)	0.18892 (14)	0.0250 (5)
H2A	0.366	0.3156	0.1455	0.038*
H2B	0.347	0.3976	0.202	0.038*
H2C	0.3906	0.2985	0.2256	0.038*
C3	0.02418 (15)	0.1670 (2)	0.02159 (15)	0.0327 (6)
H3A	−0.0176	0.1237	0.0212	0.039*
H3B	0.0157	0.2198	−0.0146	0.039*
C33	0.76035 (15)	0.0747 (2)	0.28947 (13)	0.0305 (6)
H13I	0.7362	0.0341	0.3232	0.037*
H13J	0.8022	0.0367	0.2786	0.037*
C1	0.44126 (15)	0.5125 (2)	0.17206 (16)	0.0310 (6)
H1A	0.4849	0.5435	0.1903	0.047*
H1B	0.4035	0.5382	0.1979	0.047*
H1C	0.4323	0.5298	0.1229	0.047*
C22	0.61287 (14)	0.0505 (2)	−0.00345 (13)	0.0258 (6)
H12G	0.5725	0.093	0.0056	0.031*
H12H	0.6354	0.0812	−0.0426	0.031*
C23	0.58883 (16)	−0.0575 (2)	−0.02278 (16)	0.0338 (7)
H12I	0.5635	−0.0862	0.0151	0.041*
H12J	0.5568	−0.0552	−0.0653	0.041*

	U11	U22	U33	U12	U13	U23
Pt1	0.01470 (11)	0.01799 (11)	0.01167 (10)	0.00316 (4)	0.00452 (6)	0.00001 (4)
Cl1	0.0180 (3)	0.0343 (3)	0.0169 (3)	0.0085 (2)	0.0052 (2)	0.0057 (2)
P1	0.0175 (3)	0.0184 (3)	0.0133 (3)	0.0028 (2)	0.0056 (2)	−0.0004 (2)
C31	0.0228 (12)	0.0243 (12)	0.0139 (11)	0.0056 (10)	0.0048 (9)	0.0003 (10)
C34	0.0322 (15)	0.0480 (17)	0.0161 (13)	0.0121 (13)	0.0018 (11)	−0.0015 (12)
C36	0.0247 (16)	0.0287 (16)	0.0191 (16)	0.0048 (10)	0.0019 (13)	−0.0010 (9)
C11	0.0196 (15)	0.0213 (14)	0.0131 (14)	0.0027 (9)	0.0040 (11)	−0.0005 (8)
C15	0.0199 (15)	0.0240 (15)	0.0159 (15)	0.0004 (9)	0.0051 (12)	0.0021 (8)
C26	0.0276 (14)	0.0200 (13)	0.0343 (15)	0.0039 (11)	0.0102 (11)	−0.0048 (11)
C16	0.0249 (12)	0.0176 (11)	0.0159 (11)	0.0019 (10)	0.0043 (10)	0.0015 (9)
C13	0.0228 (12)	0.0184 (12)	0.0170 (11)	0.0033 (10)	0.0056 (9)	0.0003 (9)
C35	0.0291 (18)	0.0406 (19)	0.0201 (17)	0.0048 (11)	−0.0027 (14)	−0.0042 (10)
C25	0.0375 (16)	0.0223 (14)	0.0480 (18)	0.0024 (12)	0.0176 (14)	−0.0076 (12)
C24	0.0444 (17)	0.0280 (14)	0.0400 (17)	−0.0112 (13)	0.0207 (14)	−0.0143 (13)
C32	0.0291 (14)	0.0271 (13)	0.0186 (12)	0.0059 (11)	0.0082 (11)	0.0029 (10)
C12	0.0207 (12)	0.0213 (12)	0.0147 (11)	−0.0001 (10)	0.0045 (9)	0.0010 (9)
Cl2	0.0401 (4)	0.0589 (4)	0.0238 (4)	−0.0154 (4)	0.0020 (3)	−0.0031 (3)
Cl3	0.0300 (3)	0.0473 (4)	0.0306 (4)	0.0040 (3)	0.0059 (3)	0.0100 (3)
N1	0.0204 (10)	0.0240 (11)	0.0212 (11)	0.0055 (8)	0.0099 (8)	0.0015 (8)
C14	0.0210 (12)	0.0250 (12)	0.0122 (11)	0.0037 (10)	0.0047 (9)	0.0009 (9)
C21	0.0220 (12)	0.0203 (12)	0.0202 (12)	0.0021 (10)	0.0091 (10)	−0.0022 (9)
C2	0.0189 (12)	0.0327 (14)	0.0247 (13)	0.0036 (10)	0.0085 (10)	−0.0007 (11)
C3	0.0257 (14)	0.0487 (18)	0.0236 (14)	−0.0020 (12)	0.0019 (11)	0.0012 (12)
C33	0.0356 (15)	0.0386 (16)	0.0180 (13)	0.0130 (12)	0.0078 (11)	0.0055 (11)
C1	0.0297 (14)	0.0275 (14)	0.0374 (16)	0.0076 (11)	0.0120 (12)	−0.0035 (12)
C22	0.0276 (13)	0.0290 (14)	0.0214 (13)	−0.0013 (11)	0.0057 (11)	−0.0043 (11)
C23	0.0337 (16)	0.0343 (16)	0.0342 (16)	−0.0086 (13)	0.0082 (13)	−0.0110 (13)

Pt1—Cl1i	2.3106 (5)	C25—C24	1.519 (5)
Pt1—Cl1	2.3106 (6)	C25—H12C	0.99
Pt1—P1	2.3258 (6)	C25—H12D	0.99
Pt1—P1i	2.3258 (6)	C24—C23	1.520 (4)
P1—C11	1.816 (3)	C24—H12E	0.99
P1—C21	1.839 (2)	C24—H12F	0.99
P1—C31	1.853 (2)	C32—C33	1.533 (4)
C31—C36	1.532 (4)	C32—H13G	0.99
C31—C32	1.537 (4)	C32—H13H	0.99
C31—H131	1	C12—H112	0.95
C34—C35	1.517 (5)	Cl2—C3	1.775 (3)
C34—C33	1.520 (4)	Cl3—C3	1.769 (3)
C34—H13A	0.99	N1—C14	1.380 (3)
C34—H13B	0.99	N1—C1	1.443 (4)
C36—C35	1.527 (4)	N1—C2	1.448 (3)
C36—H13C	0.99	C21—C22	1.533 (4)
C36—H13D	0.99	C21—H121	1
C11—C12	1.397 (3)	C2—H2A	0.98
C11—C16	1.398 (4)	C2—H2B	0.98
C15—C16	1.384 (4)	C2—H2C	0.98
C15—C14	1.407 (3)	C3—H3A	0.99
C15—H115	0.95	C3—H3B	0.99
C26—C25	1.530 (4)	C33—H13I	0.99
C26—C21	1.539 (3)	C33—H13J	0.99
C26—H12A	0.99	C1—H1A	0.98
C26—H12B	0.99	C1—H1B	0.98
C16—H116	0.95	C1—H1C	0.98
C13—C12	1.384 (4)	C22—C23	1.532 (4)
C13—C14	1.408 (4)	C22—H12G	0.99
C13—H113	0.95	C22—H12H	0.99
C35—H13E	0.99	C23—H12I	0.99
C35—H13F	0.99	C23—H12J	0.99
Cl1i—Pt1—Cl1	180.00 (4)	C23—C24—H12E	109.4
Cl1i—Pt1—P1	89.64 (2)	C25—C24—H12F	109.4
Cl1—Pt1—P1	90.36 (2)	C23—C24—H12F	109.4
Cl1i—Pt1—P1i	90.36 (2)	H12E—C24—H12F	108
Cl1—Pt1—P1i	89.64 (2)	C33—C32—C31	110.8 (2)
P1—Pt1—P1i	180.00 (4)	C33—C32—H13G	109.5
C11—P1—C21	106.27 (11)	C31—C32—H13G	109.5
C11—P1—C31	104.40 (12)	C33—C32—H13H	109.5
C21—P1—C31	104.88 (11)	C31—C32—H13H	109.5
C11—P1—Pt1	116.36 (9)	H13G—C32—H13H	108.1
C21—P1—Pt1	109.01 (8)	C13—C12—C11	121.8 (2)
C31—P1—Pt1	115.00 (8)	C13—C12—H112	119.1
C36—C31—C32	111.0 (2)	C11—C12—H112	119.1
C36—C31—P1	110.51 (18)	C14—N1—C1	120.5 (2)
C32—C31—P1	113.61 (18)	C14—N1—C2	119.7 (2)
C36—C31—H131	107.1	C1—N1—C2	117.1 (2)
C32—C31—H131	107.1	N1—C14—C15	121.0 (2)
P1—C31—H131	107.1	N1—C14—C13	121.9 (2)
C35—C34—C33	111.1 (2)	C15—C14—C13	117.1 (2)
C35—C34—H13A	109.4	C22—C21—C26	110.4 (2)
C33—C34—H13A	109.4	C22—C21—P1	112.19 (18)
C35—C34—H13B	109.4	C26—C21—P1	110.20 (17)
C33—C34—H13B	109.4	C22—C21—H121	108
H13A—C34—H13B	108	C26—C21—H121	108
C35—C36—C31	111.2 (2)	P1—C21—H121	108
C35—C36—H13C	109.4	N1—C2—H2A	109.5
C31—C36—H13C	109.4	N1—C2—H2B	109.5
C35—C36—H13D	109.4	H2A—C2—H2B	109.5
C31—C36—H13D	109.4	N1—C2—H2C	109.5
H13C—C36—H13D	108	H2A—C2—H2C	109.5
C12—C11—C16	117.2 (2)	H2B—C2—H2C	109.5
C12—C11—P1	119.9 (2)	Cl3—C3—Cl2	111.17 (15)
C16—C11—P1	122.85 (17)	Cl3—C3—H3A	109.4
C16—C15—C14	121.1 (3)	Cl2—C3—H3A	109.4
C16—C15—H115	119.4	Cl3—C3—H3B	109.4
C14—C15—H115	119.4	Cl2—C3—H3B	109.4
C25—C26—C21	110.1 (2)	H3A—C3—H3B	108
C25—C26—H12A	109.6	C34—C33—C32	111.4 (2)
C21—C26—H12A	109.6	C34—C33—H13I	109.3
C25—C26—H12B	109.6	C32—C33—H13I	109.3
C21—C26—H12B	109.6	C34—C33—H13J	109.3
H12A—C26—H12B	108.1	C32—C33—H13J	109.3
C15—C16—C11	121.7 (2)	H13I—C33—H13J	108
C15—C16—H116	119.2	N1—C1—H1A	109.5
C11—C16—H116	119.2	N1—C1—H1B	109.5
C12—C13—C14	121.0 (2)	H1A—C1—H1B	109.5
C12—C13—H113	119.5	N1—C1—H1C	109.5
C14—C13—H113	119.5	H1A—C1—H1C	109.5
C34—C35—C36	111.7 (3)	H1B—C1—H1C	109.5
C34—C35—H13E	109.3	C23—C22—C21	110.1 (2)
C36—C35—H13E	109.3	C23—C22—H12G	109.6
C34—C35—H13F	109.3	C21—C22—H12G	109.6
C36—C35—H13F	109.3	C23—C22—H12H	109.6
H13E—C35—H13F	107.9	C21—C22—H12H	109.6
C24—C25—C26	111.9 (2)	H12G—C22—H12H	108.2
C24—C25—H12C	109.2	C24—C23—C22	110.9 (2)
C26—C25—H12C	109.2	C24—C23—H12I	109.5
C24—C25—H12D	109.2	C22—C23—H12I	109.5
C26—C25—H12D	109.2	C24—C23—H12J	109.5
H12C—C25—H12D	107.9	C22—C23—H12J	109.5
C25—C24—C23	111.2 (2)	H12I—C23—H12J	108.1
C25—C24—H12E	109.4
Cl1i—Pt1—P1—C11	−34.86 (10)	C36—C31—C32—C33	−55.2 (3)
Cl1—Pt1—P1—C11	145.14 (10)	P1—C31—C32—C33	179.56 (17)
Cl1i—Pt1—P1—C21	85.23 (9)	C14—C13—C12—C11	−0.5 (4)
Cl1—Pt1—P1—C21	−94.77 (9)	C16—C11—C12—C13	−0.3 (4)
Cl1i—Pt1—P1—C31	−157.36 (9)	P1—C11—C12—C13	−177.42 (19)
Cl1—Pt1—P1—C31	22.64 (9)	C1—N1—C14—C15	−173.3 (3)
C11—P1—C31—C36	−62.6 (2)	C2—N1—C14—C15	−12.9 (4)
C21—P1—C31—C36	−174.20 (19)	C1—N1—C14—C13	6.9 (4)
Pt1—P1—C31—C36	66.1 (2)	C2—N1—C14—C13	167.3 (2)
C11—P1—C31—C32	62.9 (2)	C16—C15—C14—N1	−179.5 (2)
C21—P1—C31—C32	−48.7 (2)	C16—C15—C14—C13	0.3 (4)
Pt1—P1—C31—C32	−168.41 (15)	C12—C13—C14—N1	−179.7 (2)
C32—C31—C36—C35	54.9 (3)	C12—C13—C14—C15	0.5 (4)
P1—C31—C36—C35	−178.1 (2)	C25—C26—C21—C22	−56.8 (3)
C21—P1—C11—C12	−157.2 (2)	C25—C26—C21—P1	178.7 (2)
C31—P1—C11—C12	92.2 (2)	C11—P1—C21—C22	64.7 (2)
Pt1—P1—C11—C12	−35.7 (3)	C31—P1—C21—C22	174.93 (17)
C21—P1—C11—C16	25.8 (3)	Pt1—P1—C21—C22	−61.43 (18)
C31—P1—C11—C16	−84.7 (3)	C11—P1—C21—C26	−171.79 (18)
Pt1—P1—C11—C16	147.4 (2)	C31—P1—C21—C26	−61.6 (2)
C14—C15—C16—C11	−1.2 (4)	Pt1—P1—C21—C26	62.07 (18)
C12—C11—C16—C15	1.2 (4)	C35—C34—C33—C32	−56.0 (3)
P1—C11—C16—C15	178.2 (2)	C31—C32—C33—C34	55.9 (3)
C33—C34—C35—C36	55.7 (3)	C26—C21—C22—C23	58.1 (3)
C31—C36—C35—C34	−55.3 (3)	P1—C21—C22—C23	−178.51 (18)
C21—C26—C25—C24	55.6 (3)	C25—C24—C23—C22	56.3 (3)
C26—C25—C24—C23	−55.5 (3)	C21—C22—C23—C24	−57.8 (3)