The twinned crystal structure of diiodo­bis(triphenyl­phosphine)palladium(II) dichloro­methane disolvate at 173 K

The structure of the title compound, [PdI₂(C₁₈H₁₅P)₂]·2CH₂Cl₂, has previously been reported by Debaerdemaeker, Kutoglu, Schmid & Weber [Acta Cryst. (1973), B29, 1283-1288] at room temperature. We report the structure determination of this compound from a twinned crystal at 173 (2) K. The Pd atom is located on a centre of inversion and has square-planar coordination geometry.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.015 Å
• R factor = 0.047
• wR factor = 0.148
• Data-to-parameter ratio = 18.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.92
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  I1     -   Pd1     ..       7.31 su
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...         15

Alert level G
ABSTM02_ALERT_3_G  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      0.923
            Tmax scaled      0.510 Tmin scaled      0.474

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   1 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
   2 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: X-AREA (Stoe & Cie, 2001); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL-Plus (Sheldrick, 1991); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2003).

diiodobis(triphenylphosphine)palladium(II) dichloromethane disolvate

Crystal data

[PdI2(C18H15P)2]·2CH2Cl2	F(000) = 1024
Mr = 1054.59	Dx = 1.768 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 43265 reflections
a = 11.8422 (6) Å	θ = 2.0–26.7°
b = 20.3802 (7) Å	µ = 2.41 mm^−1
c = 8.2420 (4) Å	T = 173 K
β = 95.364 (4)°	Block, dark red
V = 1980.47 (15) Å^3	0.32 × 0.30 × 0.28 mm
Z = 2

Data collection

Stoe IPDS-II two-circle diffractometer	4044 independent reflections
Radiation source: fine-focus sealed tube	3868 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.074
ω scans	θmax = 26.5°, θmin = 2.0°
Absorption correction: multi-scan (MULABS; Spek, 2003; Blessing, 1995)	h = −14→14
Tmin = 0.513, Tmax = 0.553	k = −25→25
43265 measured reflections	l = −8→10

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.148	H-atom parameters constrained
S = 1.37	w = 1/[σ^2(Fo^2) + (0.0112P)^2 + 25.7032P] where P = (Fo^2 + 2Fc^2)/3
4044 reflections	(Δ/σ)max < 0.001
215 parameters	Δρmax = 1.36 e Å^−3
0 restraints	Δρmin = −1.20 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Pd1	0.5000	0.5000	0.5000	0.0179 (2)
I1	0.61286 (5)	0.39141 (3)	0.47747 (8)	0.02967 (18)
P1	0.36134 (18)	0.43787 (10)	0.6144 (3)	0.0192 (4)
C11	0.2503 (7)	0.4805 (4)	0.7140 (12)	0.0253 (19)
C12	0.2500 (9)	0.4838 (5)	0.8822 (13)	0.032 (2)
H12	0.3078	0.4622	0.9499	0.038*
C13	0.1657 (10)	0.5185 (6)	0.9528 (15)	0.043 (3)
H13	0.1674	0.5215	1.0680	0.051*
C14	0.0799 (9)	0.5485 (6)	0.8551 (16)	0.044 (3)
H14	0.0222	0.5720	0.9031	0.052*
C15	0.0775 (9)	0.5444 (6)	0.6864 (17)	0.045 (3)
H15	0.0179	0.5648	0.6195	0.054*
C16	0.1617 (8)	0.5108 (5)	0.6156 (14)	0.033 (2)
H16	0.1597	0.5081	0.5003	0.040*
C21	0.2785 (7)	0.3875 (4)	0.4635 (11)	0.0231 (18)
C22	0.1838 (8)	0.3533 (4)	0.5056 (12)	0.028 (2)
H22	0.1637	0.3556	0.6143	0.034*
C23	0.1183 (9)	0.3160 (5)	0.3920 (14)	0.037 (2)
H23	0.0548	0.2922	0.4228	0.044*
C24	0.1471 (9)	0.3140 (5)	0.2316 (14)	0.037 (2)
H24	0.1024	0.2888	0.1528	0.045*
C25	0.2388 (9)	0.3479 (5)	0.1862 (13)	0.036 (2)
H25	0.2572	0.3462	0.0766	0.044*
C26	0.3061 (8)	0.3853 (5)	0.3025 (12)	0.029 (2)
H26	0.3698	0.4089	0.2714	0.035*
C31	0.4239 (7)	0.3834 (4)	0.7736 (11)	0.0205 (17)
C32	0.5071 (8)	0.4101 (5)	0.8858 (11)	0.0270 (19)
H32	0.5281	0.4548	0.8758	0.032*
C33	0.5598 (8)	0.3724 (5)	1.0118 (12)	0.032 (2)
H33	0.6143	0.3913	1.0901	0.038*
C34	0.5306 (8)	0.3059 (5)	1.0203 (13)	0.034 (2)
H34	0.5656	0.2793	1.1052	0.040*
C35	0.4507 (9)	0.2786 (5)	0.9052 (13)	0.033 (2)
H35	0.4331	0.2332	0.9099	0.039*
C36	0.3975 (8)	0.3170 (4)	0.7853 (11)	0.0242 (18)
H36	0.3418	0.2982	0.7088	0.029*
C1	0.8212 (10)	0.3169 (7)	0.829 (2)	0.064 (4)
H1A	0.7552	0.3384	0.7683	0.077*
H1B	0.8179	0.3265	0.9464	0.077*
Cl1	0.8113 (3)	0.2321 (2)	0.7992 (7)	0.0814 (13)
Cl2	0.9452 (3)	0.3500 (2)	0.7662 (6)	0.0732 (11)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.0170 (4)	0.0151 (4)	0.0221 (4)	−0.0002 (3)	0.0036 (4)	0.0013 (3)
I1	0.0305 (3)	0.0214 (3)	0.0385 (3)	0.0045 (2)	0.0109 (3)	0.0026 (2)
P1	0.0183 (10)	0.0173 (10)	0.0225 (11)	−0.0016 (8)	0.0041 (8)	0.0012 (8)
C11	0.018 (4)	0.020 (4)	0.038 (5)	0.000 (3)	0.004 (4)	−0.004 (4)
C12	0.035 (5)	0.028 (5)	0.034 (5)	−0.006 (4)	0.010 (4)	−0.003 (4)
C13	0.046 (6)	0.043 (6)	0.041 (6)	−0.002 (5)	0.020 (5)	−0.007 (5)
C14	0.032 (5)	0.037 (6)	0.064 (8)	0.002 (5)	0.014 (5)	−0.007 (6)
C15	0.027 (5)	0.041 (6)	0.068 (8)	0.008 (5)	0.009 (5)	−0.009 (6)
C16	0.025 (5)	0.033 (5)	0.041 (6)	0.004 (4)	0.001 (4)	−0.001 (5)
C21	0.020 (4)	0.018 (4)	0.031 (5)	0.000 (3)	0.001 (4)	−0.001 (4)
C22	0.027 (5)	0.026 (5)	0.032 (5)	−0.004 (4)	0.004 (4)	0.000 (4)
C23	0.030 (5)	0.030 (5)	0.050 (6)	−0.006 (4)	−0.002 (5)	0.002 (5)
C24	0.036 (5)	0.028 (5)	0.045 (6)	−0.002 (4)	−0.012 (5)	−0.012 (5)
C25	0.037 (6)	0.041 (6)	0.029 (5)	0.007 (5)	−0.005 (4)	−0.003 (5)
C26	0.030 (5)	0.031 (5)	0.028 (5)	0.001 (4)	0.006 (4)	0.002 (4)
C31	0.022 (4)	0.019 (4)	0.021 (4)	0.000 (3)	0.004 (3)	0.004 (3)
C32	0.025 (4)	0.026 (4)	0.029 (5)	−0.007 (4)	−0.002 (4)	0.001 (4)
C33	0.025 (5)	0.040 (5)	0.029 (5)	−0.001 (4)	−0.005 (4)	0.000 (4)
C34	0.032 (5)	0.039 (5)	0.030 (5)	0.009 (4)	0.005 (4)	0.012 (4)
C35	0.039 (5)	0.023 (4)	0.038 (5)	0.003 (4)	0.006 (4)	0.009 (4)
C36	0.023 (4)	0.020 (4)	0.030 (5)	−0.004 (3)	0.005 (4)	−0.001 (4)
C1	0.032 (6)	0.078 (10)	0.082 (11)	0.010 (6)	0.007 (7)	0.018 (9)
Cl1	0.057 (2)	0.072 (3)	0.111 (4)	−0.0132 (18)	−0.017 (2)	0.016 (3)
Cl2	0.063 (2)	0.074 (2)	0.088 (3)	−0.0106 (19)	0.037 (2)	−0.012 (2)

Geometric parameters (Å, º)

Pd1—P1^i	2.340 (2)	C23—C24	1.397 (16)
Pd1—P1	2.340 (2)	C23—H23	0.9500
Pd1—I1	2.6009 (6)	C24—C25	1.368 (15)
Pd1—I1^i	2.6009 (6)	C24—H24	0.9500
P1—C31	1.823 (9)	C25—C26	1.412 (14)
P1—C21	1.826 (9)	C25—H25	0.9500
P1—C11	1.834 (9)	C26—H26	0.9500
C11—C12	1.388 (14)	C31—C36	1.394 (12)
C11—C16	1.407 (13)	C31—C32	1.397 (12)
C12—C13	1.394 (14)	C32—C33	1.391 (13)
C12—H12	0.9500	C32—H32	0.9500
C13—C14	1.380 (17)	C33—C34	1.403 (14)
C13—H13	0.9500	C33—H33	0.9500
C14—C15	1.391 (18)	C34—C35	1.392 (15)
C14—H14	0.9500	C34—H34	0.9500
C15—C16	1.383 (14)	C35—C36	1.367 (13)
C15—H15	0.9500	C35—H35	0.9500
C16—H16	0.9500	C36—H36	0.9500
C21—C22	1.391 (12)	C1—Cl2	1.739 (14)
C21—C26	1.397 (13)	C1—Cl1	1.748 (16)
C22—C23	1.385 (14)	C1—H1A	0.9900
C22—H22	0.9500	C1—H1B	0.9900
P1^i—Pd1—P1	180.0	C22—C23—C24	119.0 (10)
P1^i—Pd1—I1	92.70 (5)	C22—C23—H23	120.5
P1—Pd1—I1	87.30 (5)	C24—C23—H23	120.5
P1^i—Pd1—I1^i	87.30 (5)	C25—C24—C23	121.0 (10)
P1—Pd1—I1^i	92.70 (5)	C25—C24—H24	119.5
I1—Pd1—I1^i	179.999 (1)	C23—C24—H24	119.5
C31—P1—C21	107.7 (4)	C24—C25—C26	120.0 (10)
C31—P1—C11	103.1 (4)	C24—C25—H25	120.0
C21—P1—C11	102.1 (4)	C26—C25—H25	120.0
C31—P1—Pd1	111.5 (3)	C21—C26—C25	119.6 (9)
C21—P1—Pd1	112.5 (3)	C21—C26—H26	120.2
C11—P1—Pd1	118.9 (3)	C25—C26—H26	120.2
C12—C11—C16	118.9 (9)	C36—C31—C32	118.7 (8)
C12—C11—P1	122.6 (8)	C36—C31—P1	124.2 (7)
C16—C11—P1	118.5 (8)	C32—C31—P1	117.0 (6)
C11—C12—C13	120.6 (10)	C33—C32—C31	121.3 (9)
C11—C12—H12	119.7	C33—C32—H32	119.4
C13—C12—H12	119.7	C31—C32—H32	119.4
C14—C13—C12	119.9 (11)	C32—C33—C34	118.3 (9)
C14—C13—H13	120.0	C32—C33—H33	120.8
C12—C13—H13	120.0	C34—C33—H33	120.8
C13—C14—C15	120.1 (10)	C35—C34—C33	120.5 (9)
C13—C14—H14	119.9	C35—C34—H34	119.7
C15—C14—H14	119.9	C33—C34—H34	119.7
C16—C15—C14	120.3 (11)	C36—C35—C34	120.1 (9)
C16—C15—H15	119.9	C36—C35—H35	120.0
C14—C15—H15	119.9	C34—C35—H35	120.0
C15—C16—C11	120.1 (11)	C35—C36—C31	121.0 (9)
C15—C16—H16	119.9	C35—C36—H36	119.5
C11—C16—H16	119.9	C31—C36—H36	119.5
C22—C21—C26	119.1 (9)	Cl2—C1—Cl1	112.9 (8)
C22—C21—P1	120.4 (7)	Cl2—C1—H1A	109.0
C26—C21—P1	120.4 (7)	Cl1—C1—H1A	109.0
C23—C22—C21	121.3 (10)	Cl2—C1—H1B	109.0
C23—C22—H22	119.3	Cl1—C1—H1B	109.0
C21—C22—H22	119.3	H1A—C1—H1B	107.8
I1—Pd1—P1—C31	47.6 (3)	C11—P1—C21—C26	133.0 (8)
I1^i—Pd1—P1—C31	−132.4 (3)	Pd1—P1—C21—C26	4.4 (8)
I1—Pd1—P1—C21	−73.5 (3)	C26—C21—C22—C23	1.7 (14)
I1^i—Pd1—P1—C21	106.5 (3)	P1—C21—C22—C23	178.5 (8)
I1—Pd1—P1—C11	167.3 (4)	C21—C22—C23—C24	−1.3 (15)
I1^i—Pd1—P1—C11	−12.7 (4)	C22—C23—C24—C25	0.4 (16)
C31—P1—C11—C12	19.5 (9)	C23—C24—C25—C26	0.3 (16)
C21—P1—C11—C12	131.2 (8)	C22—C21—C26—C25	−1.0 (14)
Pd1—P1—C11—C12	−104.4 (8)	P1—C21—C26—C25	−177.8 (7)
C31—P1—C11—C16	−160.1 (7)	C24—C25—C26—C21	0.1 (15)
C21—P1—C11—C16	−48.4 (8)	C21—P1—C31—C36	−8.4 (9)
Pd1—P1—C11—C16	76.0 (8)	C11—P1—C31—C36	99.1 (8)
C16—C11—C12—C13	−2.4 (15)	Pd1—P1—C31—C36	−132.2 (7)
P1—C11—C12—C13	178.0 (8)	C21—P1—C31—C32	168.7 (7)
C11—C12—C13—C14	1.8 (16)	C11—P1—C31—C32	−83.9 (7)
C12—C13—C14—C15	−0.2 (17)	Pd1—P1—C31—C32	44.8 (8)
C13—C14—C15—C16	−0.6 (18)	C36—C31—C32—C33	−2.8 (14)
C14—C15—C16—C11	−0.1 (17)	P1—C31—C32—C33	180.0 (7)
C12—C11—C16—C15	1.5 (15)	C31—C32—C33—C34	2.4 (15)
P1—C11—C16—C15	−178.8 (8)	C32—C33—C34—C35	−0.1 (15)
C31—P1—C21—C22	64.4 (8)	C33—C34—C35—C36	−1.9 (15)
C11—P1—C21—C22	−43.7 (8)	C34—C35—C36—C31	1.5 (15)
Pd1—P1—C21—C22	−172.4 (6)	C32—C31—C36—C35	0.8 (13)
C31—P1—C21—C26	−118.8 (8)	P1—C31—C36—C35	177.8 (7)

Symmetry code: (i) −x+1, −y+1, −z+1.