trans-Dichloro­(triethyl­amine-κN)(triphenyl­phosphine-κP)palladium(II)

The Pd atom in the title compound, trans-[PdCl₂(C₆H₁₅N)(C₁₈H₁₅P)], is in an approximately square-planar environment, coordinated by one triethyl­amine, one triphenyl­phosphine and two trans Cl ligands.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.009 Å
• R factor = 0.052
• wR factor = 0.106
• Data-to-parameter ratio = 16.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.68 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         C5
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist.   C1     -C6            1.37 Ang.

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

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 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
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XSHELL (Sheldrick, 1997); software used to prepare material for publication: XSHELL.

trans-Dichloro(triethylamine-κN)(triphenylphosphine-κP)palladium(II)

Crystal data

[PdCl2(C6H15N)(C18H15P)]	F(000) = 1104
Mr = 540.76	Dx = 1.465 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3044 reflections
a = 16.6260 (14) Å	θ = 2.4–21.6°
b = 10.7341 (9) Å	µ = 1.05 mm^−1
c = 14.9916 (13) Å	T = 293 K
β = 113.628 (2)°	Plate, orange
V = 2451.2 (4) Å^3	0.21 × 0.20 × 0.01 mm
Z = 4

Data collection

Bruker SMART APEX CCD area-detector diffractometer	4312 independent reflections
Radiation source: fine-focus sealed tube	3639 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
Frames, each covering 0.3 ° in ω scans	θmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −19→19
Tmin = 0.804, Tmax = 0.990	k = −12→12
17249 measured reflections	l = −17→17

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)] = 0.052	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.106	H-atom parameters constrained
S = 1.17	w = 1/[σ^2(Fo^2) + (0.0423P)^2 + 1.5049P] where P = (Fo^2 + 2Fc^2)/3
4312 reflections	(Δ/σ)max < 0.001
265 parameters	Δρmax = 0.59 e Å^−3
0 restraints	Δρmin = −0.78 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	0.27758 (2)	0.44595 (3)	0.12607 (2)	0.03519 (13)
Cl1	0.15791 (9)	0.31611 (15)	0.08103 (11)	0.0701 (4)
Cl2	0.38571 (8)	0.59455 (12)	0.16654 (9)	0.0509 (3)
P1	0.21028 (7)	0.56124 (11)	−0.00850 (8)	0.0337 (3)
N1	0.3484 (3)	0.3325 (4)	0.2599 (3)	0.0451 (10)
C1	0.1157 (3)	0.4934 (4)	−0.1085 (3)	0.0379 (11)
C2	0.1320 (4)	0.3925 (6)	−0.1546 (4)	0.0715 (18)
H2	0.1872	0.3556	−0.1293	0.086*
C3	0.0678 (4)	0.3451 (6)	−0.2377 (5)	0.079 (2)
H3	0.0807	0.2782	−0.2691	0.095*
C4	−0.0135 (4)	0.3943 (6)	−0.2743 (4)	0.0730 (18)
H4	−0.0568	0.3617	−0.3305	0.088*
C5	−0.0311 (4)	0.4919 (7)	−0.2280 (5)	0.093 (2)
H5	−0.0872	0.5260	−0.2524	0.111*
C6	0.0336 (3)	0.5423 (5)	−0.1442 (4)	0.0659 (17)
H6	0.0205	0.6091	−0.1129	0.079*
C7	0.1726 (3)	0.7059 (4)	0.0238 (3)	0.0366 (11)
C8	0.1051 (3)	0.7016 (5)	0.0564 (4)	0.0555 (14)
H8	0.0808	0.6253	0.0615	0.067*
C9	0.0739 (4)	0.8104 (7)	0.0814 (5)	0.0765 (19)
H9	0.0273	0.8075	0.1007	0.092*
C10	0.1120 (4)	0.9217 (6)	0.0774 (5)	0.0743 (19)
H10	0.0915	0.9945	0.0947	0.089*
C11	0.1803 (4)	0.9272 (5)	0.0483 (4)	0.0616 (15)
H11	0.2060	1.0034	0.0462	0.074*
C12	0.2108 (3)	0.8199 (5)	0.0221 (3)	0.0469 (12)
H12	0.2576	0.8242	0.0031	0.056*
C13	0.2773 (3)	0.5987 (4)	−0.0757 (3)	0.0348 (10)
C14	0.2453 (3)	0.6794 (5)	−0.1537 (3)	0.0457 (12)
H14	0.1914	0.7183	−0.1688	0.055*
C15	0.2921 (4)	0.7029 (5)	−0.2092 (4)	0.0577 (14)
H15	0.2703	0.7584	−0.2611	0.069*
C16	0.3712 (3)	0.6447 (5)	−0.1884 (4)	0.0545 (14)
H16	0.4028	0.6605	−0.2262	0.065*
C17	0.4029 (3)	0.5644 (5)	−0.1128 (4)	0.0533 (14)
H17	0.4566	0.5255	−0.0990	0.064*
C18	0.3572 (3)	0.5389 (4)	−0.0555 (3)	0.0432 (12)
H18	0.3794	0.4827	−0.0042	0.052*
C19	0.3545 (4)	0.2028 (5)	0.2256 (4)	0.0751 (19)
H19A	0.3908	0.1533	0.2813	0.090*
H19B	0.2962	0.1664	0.1997	0.090*
C20	0.3912 (4)	0.1943 (7)	0.1495 (5)	0.094 (2)
H20A	0.3577	0.2463	0.0953	0.141*
H20B	0.3884	0.1095	0.1280	0.141*
H20C	0.4513	0.2215	0.1765	0.141*
C21	0.4382 (3)	0.3809 (6)	0.3196 (4)	0.0586 (15)
H21A	0.4333	0.4686	0.3321	0.070*
H21B	0.4731	0.3747	0.2812	0.070*
C22	0.4880 (4)	0.3161 (6)	0.4170 (4)	0.0784 (19)
H22A	0.4593	0.3325	0.4600	0.118*
H22B	0.5471	0.3471	0.4455	0.118*
H22C	0.4890	0.2279	0.4067	0.118*
C23	0.2944 (4)	0.3293 (6)	0.3181 (4)	0.0677 (17)
H23A	0.3220	0.2737	0.3730	0.081*
H23B	0.2372	0.2950	0.2782	0.081*
C24	0.2818 (4)	0.4541 (7)	0.3555 (5)	0.087 (2)
H24A	0.3380	0.4880	0.3966	0.130*
H24B	0.2464	0.4450	0.3923	0.130*
H24C	0.2531	0.5092	0.3017	0.130*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.0305 (2)	0.0384 (2)	0.0346 (2)	0.00013 (16)	0.01089 (15)	0.00431 (16)
Cl1	0.0502 (8)	0.0763 (10)	0.0705 (10)	−0.0222 (7)	0.0103 (7)	0.0185 (8)
Cl2	0.0484 (7)	0.0570 (8)	0.0409 (7)	−0.0177 (6)	0.0110 (6)	−0.0039 (6)
P1	0.0293 (6)	0.0373 (7)	0.0330 (6)	0.0013 (5)	0.0109 (5)	0.0004 (5)
N1	0.045 (2)	0.045 (2)	0.041 (2)	0.0017 (19)	0.013 (2)	0.0089 (19)
C1	0.030 (2)	0.044 (3)	0.035 (3)	−0.003 (2)	0.009 (2)	0.002 (2)
C2	0.044 (3)	0.084 (4)	0.074 (4)	0.001 (3)	0.010 (3)	−0.041 (4)
C3	0.064 (4)	0.089 (5)	0.082 (5)	−0.024 (4)	0.027 (4)	−0.049 (4)
C4	0.060 (4)	0.088 (5)	0.047 (4)	−0.028 (4)	−0.004 (3)	−0.008 (3)
C5	0.047 (4)	0.082 (5)	0.104 (6)	0.004 (3)	−0.017 (4)	−0.016 (5)
C6	0.041 (3)	0.060 (4)	0.072 (4)	0.005 (3)	−0.003 (3)	−0.012 (3)
C7	0.033 (2)	0.041 (3)	0.033 (2)	0.005 (2)	0.011 (2)	−0.001 (2)
C8	0.058 (3)	0.055 (3)	0.061 (4)	0.000 (3)	0.031 (3)	−0.005 (3)
C9	0.063 (4)	0.097 (6)	0.084 (5)	0.011 (4)	0.045 (4)	−0.015 (4)
C10	0.075 (4)	0.073 (5)	0.069 (4)	0.027 (4)	0.023 (4)	−0.015 (3)
C11	0.083 (4)	0.042 (3)	0.053 (3)	0.007 (3)	0.021 (3)	−0.008 (3)
C12	0.052 (3)	0.047 (3)	0.040 (3)	0.000 (2)	0.017 (2)	−0.003 (2)
C13	0.029 (2)	0.042 (3)	0.033 (2)	−0.001 (2)	0.011 (2)	−0.004 (2)
C14	0.046 (3)	0.057 (3)	0.036 (3)	0.010 (2)	0.018 (2)	0.006 (2)
C15	0.068 (4)	0.068 (4)	0.039 (3)	0.002 (3)	0.023 (3)	0.009 (3)
C16	0.051 (3)	0.075 (4)	0.046 (3)	−0.009 (3)	0.029 (3)	−0.006 (3)
C17	0.040 (3)	0.069 (4)	0.052 (3)	−0.001 (3)	0.020 (3)	−0.014 (3)
C18	0.043 (3)	0.050 (3)	0.036 (3)	0.001 (2)	0.015 (2)	−0.001 (2)
C19	0.092 (5)	0.048 (4)	0.063 (4)	0.015 (3)	0.008 (4)	0.011 (3)
C20	0.090 (5)	0.092 (5)	0.080 (5)	0.038 (4)	0.013 (4)	−0.024 (4)
C21	0.046 (3)	0.077 (4)	0.044 (3)	0.011 (3)	0.009 (3)	0.008 (3)
C22	0.068 (4)	0.098 (5)	0.053 (4)	0.022 (4)	0.007 (3)	0.010 (3)
C23	0.065 (4)	0.088 (5)	0.049 (3)	−0.007 (3)	0.022 (3)	0.021 (3)
C24	0.073 (4)	0.123 (6)	0.074 (5)	0.018 (4)	0.039 (4)	−0.002 (4)

Geometric parameters (Å, º)

Pd1—N1	2.236 (4)	C12—H12	0.9300
Pd1—P1	2.2459 (12)	C13—C14	1.379 (6)
Pd1—Cl2	2.2957 (12)	C13—C18	1.394 (6)
Pd1—Cl1	2.2979 (14)	C14—C15	1.373 (7)
P1—C7	1.812 (5)	C14—H14	0.9300
P1—C13	1.821 (4)	C15—C16	1.374 (7)
P1—C1	1.834 (4)	C15—H15	0.9300
N1—C23	1.483 (6)	C16—C17	1.352 (7)
N1—C21	1.493 (6)	C16—H16	0.9300
N1—C19	1.501 (7)	C17—C18	1.384 (7)
C1—C6	1.356 (7)	C17—H17	0.9300
C1—C2	1.368 (7)	C18—H18	0.9300
C2—C3	1.372 (7)	C19—C20	1.497 (9)
C2—H2	0.9300	C19—H19A	0.9700
C3—C4	1.346 (8)	C19—H19B	0.9700
C3—H3	0.9300	C20—H20A	0.9600
C4—C5	1.353 (9)	C20—H20B	0.9600
C4—H4	0.9300	C20—H20C	0.9600
C5—C6	1.394 (8)	C21—C22	1.527 (7)
C5—H5	0.9300	C21—H21A	0.9700
C6—H6	0.9300	C21—H21B	0.9700
C7—C12	1.384 (6)	C22—H22A	0.9600
C7—C8	1.392 (6)	C22—H22B	0.9600
C8—C9	1.389 (8)	C22—H22C	0.9600
C8—H8	0.9300	C23—C24	1.499 (8)
C9—C10	1.364 (9)	C23—H23A	0.9700
C9—H9	0.9300	C23—H23B	0.9700
C10—C11	1.371 (8)	C24—H24A	0.9600
C10—H10	0.9300	C24—H24B	0.9600
C11—C12	1.377 (7)	C24—H24C	0.9600
C11—H11	0.9300
N1—Pd1—P1	178.30 (11)	C14—C13—C18	118.9 (4)
N1—Pd1—Cl2	93.80 (11)	C14—C13—P1	119.6 (3)
P1—Pd1—Cl2	84.83 (4)	C18—C13—P1	121.3 (3)
N1—Pd1—Cl1	90.91 (11)	C15—C14—C13	120.7 (5)
P1—Pd1—Cl1	90.53 (5)	C15—C14—H14	119.7
Cl2—Pd1—Cl1	173.33 (6)	C13—C14—H14	119.7
C7—P1—C13	108.2 (2)	C14—C15—C16	120.2 (5)
C7—P1—C1	106.5 (2)	C14—C15—H15	119.9
C13—P1—C1	98.6 (2)	C16—C15—H15	119.9
C7—P1—Pd1	109.48 (15)	C17—C16—C15	119.7 (5)
C13—P1—Pd1	115.04 (15)	C17—C16—H16	120.1
C1—P1—Pd1	118.09 (16)	C15—C16—H16	120.1
C23—N1—C21	110.6 (4)	C16—C17—C18	121.4 (5)
C23—N1—C19	108.7 (4)	C16—C17—H17	119.3
C21—N1—C19	109.9 (4)	C18—C17—H17	119.3
C23—N1—Pd1	108.4 (3)	C17—C18—C13	119.1 (5)
C21—N1—Pd1	112.9 (3)	C17—C18—H18	120.4
C19—N1—Pd1	106.3 (3)	C13—C18—H18	120.4
C6—C1—C2	118.6 (5)	C20—C19—N1	114.9 (5)
C6—C1—P1	124.5 (4)	C20—C19—H19A	108.5
C2—C1—P1	116.7 (4)	N1—C19—H19A	108.5
C1—C2—C3	120.8 (5)	C20—C19—H19B	108.5
C1—C2—H2	119.6	N1—C19—H19B	108.5
C3—C2—H2	119.6	H19A—C19—H19B	107.5
C4—C3—C2	120.9 (6)	C19—C20—H20A	109.5
C4—C3—H3	119.6	C19—C20—H20B	109.5
C2—C3—H3	119.6	H20A—C20—H20B	109.5
C3—C4—C5	118.8 (5)	C19—C20—H20C	109.5
C3—C4—H4	120.6	H20A—C20—H20C	109.5
C5—C4—H4	120.6	H20B—C20—H20C	109.5
C4—C5—C6	121.0 (6)	N1—C21—C22	116.3 (5)
C4—C5—H5	119.5	N1—C21—H21A	108.2
C6—C5—H5	119.5	C22—C21—H21A	108.2
C1—C6—C5	119.7 (6)	N1—C21—H21B	108.2
C1—C6—H6	120.1	C22—C21—H21B	108.2
C5—C6—H6	120.1	H21A—C21—H21B	107.4
C12—C7—C8	118.5 (4)	C21—C22—H22A	109.5
C12—C7—P1	122.8 (4)	C21—C22—H22B	109.5
C8—C7—P1	118.6 (4)	H22A—C22—H22B	109.5
C9—C8—C7	120.5 (5)	C21—C22—H22C	109.5
C9—C8—H8	119.8	H22A—C22—H22C	109.5
C7—C8—H8	119.8	H22B—C22—H22C	109.5
C10—C9—C8	119.6 (6)	N1—C23—C24	114.1 (5)
C10—C9—H9	120.2	N1—C23—H23A	108.7
C8—C9—H9	120.2	C24—C23—H23A	108.7
C9—C10—C11	120.6 (6)	N1—C23—H23B	108.7
C9—C10—H10	119.7	C24—C23—H23B	108.7
C11—C10—H10	119.7	H23A—C23—H23B	107.6
C10—C11—C12	120.1 (6)	C23—C24—H24A	109.5
C10—C11—H11	119.9	C23—C24—H24B	109.5
C12—C11—H11	119.9	H24A—C24—H24B	109.5
C11—C12—C7	120.6 (5)	C23—C24—H24C	109.5
C11—C12—H12	119.7	H24A—C24—H24C	109.5
C7—C12—H12	119.7	H24B—C24—H24C	109.5
Cl2—Pd1—P1—C7	−70.22 (16)	C12—C7—C8—C9	3.6 (7)
Cl1—Pd1—P1—C7	104.98 (16)	P1—C7—C8—C9	−179.7 (4)
Cl2—Pd1—P1—C13	51.87 (16)	C7—C8—C9—C10	−2.5 (9)
Cl1—Pd1—P1—C13	−132.93 (17)	C8—C9—C10—C11	0.6 (10)
Cl2—Pd1—P1—C1	167.79 (18)	C9—C10—C11—C12	0.3 (9)
Cl1—Pd1—P1—C1	−17.02 (18)	C10—C11—C12—C7	0.8 (8)
Cl2—Pd1—N1—C23	117.3 (3)	C8—C7—C12—C11	−2.7 (7)
Cl1—Pd1—N1—C23	−57.9 (3)	P1—C7—C12—C11	−179.3 (4)
Cl2—Pd1—N1—C21	−5.5 (3)	C7—P1—C13—C14	−50.7 (4)
Cl1—Pd1—N1—C21	179.2 (3)	C1—P1—C13—C14	59.9 (4)
Cl2—Pd1—N1—C19	−126.0 (3)	Pd1—P1—C13—C14	−173.4 (3)
Cl1—Pd1—N1—C19	58.7 (3)	C7—P1—C13—C18	135.2 (4)
C7—P1—C1—C6	−3.7 (5)	C1—P1—C13—C18	−114.2 (4)
C13—P1—C1—C6	−115.7 (5)	Pd1—P1—C13—C18	12.4 (4)
Pd1—P1—C1—C6	119.8 (5)	C18—C13—C14—C15	−1.5 (7)
C7—P1—C1—C2	170.6 (4)	P1—C13—C14—C15	−175.8 (4)
C13—P1—C1—C2	58.6 (5)	C13—C14—C15—C16	0.9 (8)
Pd1—P1—C1—C2	−65.9 (5)	C14—C15—C16—C17	−0.2 (8)
C6—C1—C2—C3	2.9 (9)	C15—C16—C17—C18	0.2 (8)
P1—C1—C2—C3	−171.7 (5)	C16—C17—C18—C13	−0.8 (7)
C1—C2—C3—C4	−2.1 (11)	C14—C13—C18—C17	1.5 (7)
C2—C3—C4—C5	0.3 (11)	P1—C13—C18—C17	175.7 (4)
C3—C4—C5—C6	0.6 (12)	C23—N1—C19—C20	168.1 (5)
C2—C1—C6—C5	−2.0 (9)	C21—N1—C19—C20	−70.8 (6)
P1—C1—C6—C5	172.2 (5)	Pd1—N1—C19—C20	51.7 (6)
C4—C5—C6—C1	0.3 (11)	C23—N1—C21—C22	53.0 (6)
C13—P1—C7—C12	−17.3 (4)	C19—N1—C21—C22	−66.9 (6)
C1—P1—C7—C12	−122.5 (4)	Pd1—N1—C21—C22	174.6 (4)
Pd1—P1—C7—C12	108.8 (4)	C21—N1—C23—C24	60.3 (6)
C13—P1—C7—C8	166.1 (4)	C19—N1—C23—C24	−179.0 (5)
C1—P1—C7—C8	60.9 (4)	Pd1—N1—C23—C24	−63.9 (5)
Pd1—P1—C7—C8	−67.8 (4)