Tetrakis­[1-tert-butyl-1H-imidazole-2(3H)-thione-κS]­palladium(II) dichloride di­chloromethane disolvate

In the title compound, [Pd(C₇H₁₂N₂)₄]Cl₂·2CH₂Cl₂, the Pd atom lies on an inversion center and has a square-planar coordination involving the S atoms of the four 1-tert-butyl-imidazoline-2(3H)-thione ligands. The two chloride ions are not involved in coordination, but are engaged in hydrogen bonding.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.044
• wR factor = 0.106
• Data-to-parameter ratio = 17.6

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT244_ALERT_4_C Low Solvent  U(eq) as Compared to Neighbors ....        C15

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

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 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: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Tetrakis[1-tert-butyl-1H-imidazole-2(3H)-thione-κS]palladium(II) dichloride dichloromethane disolvate

Crystal data

[Pd(C7H12N2)4]l2·2CH2Cl2	F(000) = 1000
Mr = 972.14	Dx = 1.473 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 7773 reflections
a = 9.3724 (2) Å	θ = 1.9–25.2°
b = 21.9527 (4) Å	µ = 1.01 mm^−1
c = 11.4474 (2) Å	T = 293 K
β = 111.493 (1)°	Block, red
V = 2191.51 (7) Å^3	0.48 × 0.32 × 0.10 mm
Z = 2

Data collection

Siemens SMART CCD area-detector diffractometer	3927 independent reflections
Radiation source: fine-focus sealed tube	3378 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.037
φ and ω scans	θmax = 25.2°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→11
Tmin = 0.685, Tmax = 0.904	k = −16→26
11352 measured reflections	l = −13→13

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.106	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0401P)^2 + 4.8056P] where P = (Fo^2 + 2Fc^2)/3
3927 reflections	(Δ/σ)max = 0.001
223 parameters	Δρmax = 0.57 e Å^−3
0 restraints	Δρmin = −0.97 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Pd1	0.5000	0.5000	0.5000	0.03574 (13)
S1	0.75992 (12)	0.51230 (5)	0.54211 (11)	0.0530 (3)
S2	0.51971 (12)	0.39949 (4)	0.56852 (8)	0.0422 (2)
Cl1	0.1490 (2)	0.27944 (9)	0.35042 (17)	0.1009 (5)
Cl2	0.0167 (4)	0.34124 (18)	0.1183 (3)	0.2114 (16)
Cl3	0.50597 (14)	0.40002 (5)	0.21970 (11)	0.0611 (3)
N1	0.9638 (3)	0.41683 (15)	0.6436 (3)	0.0463 (8)
N2	0.8010 (4)	0.40199 (15)	0.4560 (3)	0.0502 (8)
N3	0.5672 (3)	0.36214 (14)	0.8103 (3)	0.0381 (7)
N4	0.5508 (4)	0.45935 (14)	0.7834 (3)	0.0418 (7)
C1	0.8432 (4)	0.44165 (17)	0.5511 (4)	0.0428 (9)
C2	0.9940 (5)	0.3612 (2)	0.6013 (5)	0.0629 (13)
C3	0.8931 (5)	0.3523 (2)	0.4869 (5)	0.0610 (12)
C4	1.0509 (5)	0.4435 (2)	0.7707 (4)	0.0523 (10)
C5	1.1725 (6)	0.3981 (3)	0.8454 (5)	0.0817 (16)
C6	1.1274 (6)	0.5018 (2)	0.7535 (5)	0.0683 (13)
C7	0.9389 (6)	0.4537 (3)	0.8363 (4)	0.0713 (14)
C8	0.5449 (4)	0.40710 (15)	0.7234 (3)	0.0340 (7)
C9	0.5893 (5)	0.3892 (2)	0.9249 (4)	0.0527 (11)
C10	0.5797 (5)	0.4492 (2)	0.9070 (4)	0.0532 (11)
C11	0.5709 (5)	0.29471 (17)	0.7876 (4)	0.0441 (9)
C12	0.5845 (6)	0.2613 (2)	0.9077 (4)	0.0656 (13)
C13	0.7092 (5)	0.2807 (2)	0.7533 (4)	0.0565 (11)
C14	0.4212 (5)	0.27542 (19)	0.6840 (4)	0.0596 (12)
C15	0.1554 (7)	0.3434 (3)	0.2638 (7)	0.103 (2)
H2A	0.7264	0.4072	0.3856	0.060*
H2B	1.0721	0.3346	0.6458	0.075*
H3A	0.8865	0.3183	0.4368	0.073*
H4A	0.5381	0.4947	0.7488	0.050*
H5A	1.1238	0.3614	0.8573	0.123*
H5B	1.2320	0.4152	0.9256	0.123*
H5C	1.2384	0.3889	0.8003	0.123*
H6A	1.0505	0.5306	0.7069	0.102*
H6B	1.1937	0.4932	0.7085	0.102*
H6C	1.1865	0.5186	0.8342	0.102*
H7A	0.8633	0.4831	0.7903	0.107*
H7B	0.9931	0.4685	0.9198	0.107*
H7C	0.8892	0.4159	0.8404	0.107*
H9A	0.6076	0.3692	1.0006	0.063*
H10A	0.5906	0.4788	0.9679	0.064*
H12A	0.6785	0.2727	0.9736	0.098*
H12B	0.5843	0.2181	0.8939	0.098*
H12C	0.4994	0.2719	0.9312	0.098*
H13A	0.7000	0.3020	0.6776	0.085*
H13B	0.7142	0.2377	0.7405	0.085*
H13C	0.8008	0.2937	0.8201	0.085*
H14A	0.4108	0.2962	0.6076	0.089*
H14B	0.3363	0.2857	0.7082	0.089*
H14C	0.4224	0.2322	0.6712	0.089*
H15A	0.1421	0.3796	0.3074	0.123*
H15B	0.2550	0.3458	0.2564	0.123*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.0464 (2)	0.0260 (2)	0.0331 (2)	0.00232 (16)	0.01250 (16)	0.00382 (15)
S2	0.0655 (6)	0.0266 (4)	0.0352 (5)	0.0029 (4)	0.0193 (4)	0.0039 (4)
Cl3	0.0716 (7)	0.0438 (6)	0.0562 (6)	−0.0059 (5)	0.0094 (5)	−0.0059 (5)
S1	0.0490 (6)	0.0360 (5)	0.0686 (7)	−0.0013 (4)	0.0153 (5)	−0.0037 (5)
Cl1	0.0954 (11)	0.1065 (13)	0.1058 (12)	0.0117 (9)	0.0429 (10)	−0.0049 (10)
N4	0.0450 (18)	0.0376 (17)	0.0415 (17)	0.0034 (14)	0.0142 (14)	−0.0023 (14)
N3	0.0423 (17)	0.0386 (17)	0.0340 (15)	0.0057 (13)	0.0145 (13)	0.0048 (13)
C8	0.0349 (18)	0.0316 (18)	0.0345 (18)	0.0032 (14)	0.0114 (15)	0.0018 (15)
N1	0.0355 (16)	0.0424 (18)	0.057 (2)	−0.0001 (14)	0.0128 (15)	−0.0106 (16)
N2	0.0483 (19)	0.0444 (19)	0.053 (2)	−0.0042 (16)	0.0134 (16)	−0.0128 (16)
C11	0.051 (2)	0.037 (2)	0.045 (2)	0.0051 (17)	0.0188 (18)	0.0115 (17)
C1	0.039 (2)	0.036 (2)	0.052 (2)	−0.0010 (16)	0.0144 (18)	−0.0053 (17)
C9	0.055 (2)	0.071 (3)	0.0322 (19)	0.010 (2)	0.0158 (18)	0.0009 (19)
C14	0.065 (3)	0.039 (2)	0.068 (3)	−0.004 (2)	0.015 (2)	0.010 (2)
C10	0.050 (2)	0.065 (3)	0.043 (2)	0.005 (2)	0.0156 (19)	−0.016 (2)
C4	0.040 (2)	0.057 (3)	0.054 (2)	−0.0051 (19)	0.0094 (19)	−0.008 (2)
C3	0.055 (3)	0.051 (3)	0.074 (3)	0.000 (2)	0.021 (2)	−0.025 (2)
C2	0.047 (2)	0.050 (3)	0.085 (3)	0.008 (2)	0.017 (2)	−0.017 (2)
C13	0.065 (3)	0.045 (2)	0.064 (3)	0.018 (2)	0.028 (2)	0.013 (2)
C7	0.064 (3)	0.095 (4)	0.052 (3)	−0.009 (3)	0.017 (2)	−0.011 (3)
C6	0.058 (3)	0.064 (3)	0.072 (3)	−0.023 (2)	0.011 (2)	−0.016 (3)
C12	0.082 (3)	0.059 (3)	0.059 (3)	0.011 (2)	0.029 (3)	0.029 (2)
C5	0.061 (3)	0.083 (4)	0.077 (4)	0.003 (3)	−0.005 (3)	0.002 (3)
Cl2	0.192 (3)	0.243 (4)	0.132 (2)	−0.029 (3)	−0.020 (2)	0.065 (2)
C15	0.088 (4)	0.059 (3)	0.157 (7)	−0.009 (3)	0.040 (4)	−0.037 (4)

Geometric parameters (Å, º)

Pd1—S1	2.3193 (11)	C14—H14C	0.9600
Pd1—S1^i	2.3193 (11)	C10—H10A	0.9300
Pd1—S2^i	2.3263 (9)	C4—C7	1.514 (6)
Pd1—S2	2.3263 (9)	C4—C6	1.515 (6)
Pd1—Cl3	3.9048 (11)	C4—C5	1.521 (6)
S2—C8	1.709 (3)	C3—C2	1.318 (6)
S1—C1	1.723 (4)	C3—H3A	0.9300
Cl1—C15	1.732 (7)	C2—H2B	0.9300
N4—C8	1.328 (4)	C13—H13A	0.9600
N4—C10	1.358 (5)	C13—H13B	0.9600
N4—H4A	0.8600	C13—H13C	0.9600
N3—C8	1.362 (4)	C7—H7A	0.9600
N3—C9	1.385 (5)	C7—H7B	0.9600
N3—C11	1.505 (5)	C7—H7C	0.9600
N1—C1	1.348 (5)	C6—H6A	0.9600
N1—C2	1.380 (5)	C6—H6B	0.9600
N1—C4	1.502 (5)	C6—H6C	0.9600
N2—C1	1.336 (5)	C12—H12A	0.9600
N2—C3	1.354 (6)	C12—H12B	0.9600
N2—H2A	0.8600	C12—H12C	0.9600
C11—C13	1.517 (6)	C5—H5A	0.9600
C11—C14	1.528 (6)	C5—H5B	0.9600
C11—C12	1.521 (5)	C5—H5C	0.9600
C9—C10	1.331 (6)	Cl2—C15	1.697 (7)
C9—H9A	0.9300	C15—H15A	0.9700
C14—H14A	0.9600	C15—H15B	0.9700
C14—H14B	0.9600
S1—Pd1—S1^i	180.00 (6)	N4—C10—H10A	126.3
S1—Pd1—S2^i	84.68 (4)	N1—C4—C7	108.0 (3)
S1^i—Pd1—S2^i	95.32 (4)	N1—C4—C6	108.6 (4)
S1—Pd1—S2	95.32 (4)	C7—C4—C6	112.8 (4)
S1^i—Pd1—S2	84.68 (4)	N1—C4—C5	108.5 (4)
S2^i—Pd1—S2	180.000 (14)	C7—C4—C5	109.4 (4)
S1—Pd1—Cl3	84.61 (3)	C6—C4—C5	109.5 (4)
S1^i—Pd1—Cl3	95.39 (3)	C2—C3—N2	107.2 (4)
S2^i—Pd1—Cl3	106.22 (3)	C2—C3—H3A	126.4
S2—Pd1—Cl3	73.78 (3)	N2—C3—H3A	126.4
C8—S2—Pd1	102.76 (12)	C3—C2—N1	108.4 (4)
C1—S1—Pd1	109.04 (13)	C11—C13—H13A	109.5
C8—N4—C10	110.6 (3)	C11—C13—H13B	109.5
C8—N4—H4A	124.7	H13A—C13—H13B	109.5
C10—N4—H4A	124.7	C11—C13—H13C	109.5
C8—N3—C9	108.1 (3)	H13A—C13—H13C	109.5
C8—N3—C11	126.4 (3)	H13B—C13—H13C	109.5
C9—N3—C11	125.5 (3)	C4—C7—H7A	109.5
N4—C8—N3	106.4 (3)	C4—C7—H7B	109.5
N4—C8—S2	125.8 (3)	H7A—C7—H7B	109.5
N3—C8—S2	127.8 (3)	C4—C7—H7C	109.5
C1—N1—C2	107.6 (3)	H7A—C7—H7C	109.5
C1—N1—C4	127.2 (3)	H7B—C7—H7C	109.5
C2—N1—C4	125.2 (4)	C4—C6—H6A	109.5
C1—N2—C3	110.0 (4)	C4—C6—H6B	109.5
C1—N2—H2A	125.0	H6A—C6—H6B	109.5
C3—N2—H2A	125.0	C4—C6—H6C	109.5
N3—C11—C13	108.6 (3)	H6A—C6—H6C	109.5
N3—C11—C14	109.5 (3)	H6B—C6—H6C	109.5
C13—C11—C14	111.8 (4)	C11—C12—H12A	109.5
N3—C11—C12	108.6 (3)	C11—C12—H12B	109.5
C13—C11—C12	109.8 (3)	H12A—C12—H12B	109.5
C14—C11—C12	108.5 (4)	C11—C12—H12C	109.5
N2—C1—N1	106.8 (3)	H12A—C12—H12C	109.5
N2—C1—S1	123.1 (3)	H12B—C12—H12C	109.5
N1—C1—S1	130.0 (3)	C4—C5—H5A	109.5
C10—C9—N3	107.5 (4)	C4—C5—H5B	109.5
C10—C9—H9A	126.2	H5A—C5—H5B	109.5
N3—C9—H9A	126.2	C4—C5—H5C	109.5
C11—C14—H14A	109.5	H5A—C5—H5C	109.5
C11—C14—H14B	109.5	H5B—C5—H5C	109.5
H14A—C14—H14B	109.5	Cl2—C15—Cl1	111.4 (3)
C11—C14—H14C	109.5	Cl2—C15—H15A	109.3
H14A—C14—H14C	109.5	Cl1—C15—H15A	109.3
H14B—C14—H14C	109.5	Cl2—C15—H15B	109.3
C9—C10—N4	107.4 (4)	Cl1—C15—H15B	109.3
C9—C10—H10A	126.3	H15A—C15—H15B	108.0
S1—Pd1—S2—C8	91.02 (13)	C3—N2—C1—S1	175.8 (3)
S1^i—Pd1—S2—C8	−88.98 (13)	C2—N1—C1—N2	0.4 (5)
S2—Pd1—S2—C8	20.04 (15)	C4—N1—C1—N2	−179.1 (4)
Cl3^i—Pd1—S2—C8	−6.19 (15)	C2—N1—C1—S1	−174.9 (3)
S2^i—Pd1—S1—C1	−159.70 (15)	C4—N1—C1—S1	5.6 (6)
S2—Pd1—S1—C1	20.30 (15)	Pd1—S1—C1—N2	59.8 (4)
Cl3—Pd1—S1—C1	−52.81 (15)	Pd1—S1—C1—N1	−125.5 (4)
C10—N4—C8—N3	1.4 (4)	C8—N3—C9—C10	0.3 (5)
C10—N4—C8—S2	−176.9 (3)	C11—N3—C9—C10	179.1 (4)
C9—N3—C8—N4	−1.0 (4)	N3—C9—C10—N4	0.5 (5)
C11—N3—C8—N4	−179.8 (3)	C8—N4—C10—C9	−1.2 (5)
C9—N3—C8—S2	177.2 (3)	C1—N1—C4—C7	58.9 (6)
C11—N3—C8—S2	−1.5 (5)	C2—N1—C4—C7	−120.5 (5)
Pd1—S2—C8—N4	−0.1 (3)	C1—N1—C4—C6	−63.6 (5)
Pd1—S2—C8—N3	−178.0 (3)	C2—N1—C4—C6	116.9 (5)
C8—N3—C11—C13	65.6 (5)	C1—N1—C4—C5	177.4 (4)
C9—N3—C11—C13	−112.9 (4)	C2—N1—C4—C5	−2.1 (6)
C8—N3—C11—C14	−56.8 (5)	C1—N2—C3—C2	−0.5 (5)
C9—N3—C11—C14	124.7 (4)	N2—C3—C2—N1	0.8 (6)
C8—N3—C11—C12	−175.0 (4)	C1—N1—C2—C3	−0.8 (5)
C9—N3—C11—C12	6.5 (5)	C4—N1—C2—C3	178.8 (4)
C3—N2—C1—N1	0.0 (5)

Symmetry code: (i) −x+1, −y+1, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2a···Cl3	0.86	2.24	3.080 (4)	165
N4—H4a···Cl3^i	0.86	2.40	3.131 (3)	143

Symmetry code: (i) −x+1, −y+1, −z+1.