cis-Di­chloro(N,N,N',N'-tetra­methyl-1,2-di­amino­ethane)­palladium(II)

The title compound, C₆H₁₆Cl₂N₂Pd, exhibits slightly distorted square-planar coordination about the metal atom, with normal Pd-Cl and Pd-N distances.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.007 Å
• R factor = 0.026
• wR factor = 0.061
• Data-to-parameter ratio = 21.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       3.74

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           27.74
           From the CIF: _reflns_number_total               2258
           Count of symmetry unique reflns         1204
           Completeness (_total/calc)            187.54%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured      1054
           Fraction of Friedel pairs measured     0.875
           Are heavy atom types Z>Si present          yes

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

   0 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
   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 (Bruker, 2000); cell refinement: SMART; data reduction: SAINT-Plus (Bruker, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.

cis-Dichlorobis(N,N,N',N'-tetramethyl-1,2-diaminoethane)palladium(II)

Crystal data

[PdCl2(C6H16N2)]	F(000) = 584
Mr = 293.51	Dx = 1.905 Mg m^−3
Monoclinic, Cc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: C -2yc	Cell parameters from 3348 reflections
a = 15.980 (2) Å	θ = 2.8–28.3°
b = 5.9373 (6) Å	µ = 2.28 mm^−1
c = 11.795 (1) Å	T = 100 K
β = 113.842 (2)°	Column, yellow
V = 1023.6 (2) Å^3	0.16 × 0.08 × 0.07 mm
Z = 4

Data collection

Bruker SMART CCD area-detector diffractometer	2258 independent reflections
Radiation source: fine-focus sealed tube	2168 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.018
φ and ω scans	θmax = 27.7°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	h = −20→20
Tmin = 0.737, Tmax = 0.853	k = −7→7
4288 measured reflections	l = −15→15

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.026	H-atom parameters constrained
wR(F^2) = 0.061	w = 1/[σ^2(Fo^2) + (0.0325P)^2 + 0.2394P] where P = (Fo^2 + 2Fc^2)/3
S = 1.12	(Δ/σ)max = 0.002
2258 reflections	Δρmax = 1.37 e Å^−3
104 parameters	Δρmin = −0.37 e Å^−3
2 restraints	Absolute structure: Flack (1983), XXXX Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.03 (6)

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. H-atoms were placed in calculated positions (C—H = 0.98 Å) and included as riding contributions with isotropic displacement parameters 1.2 times those of the attached carbon atoms. The largest residual peak in the final difference map was less than 1 Å from the palladium and is likely the result of inadequacies in the correction for absorption.

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

	x	y	z	Uiso*/Ueq
Pd	0.06881 (6)	0.24532 (5)	0.22069 (8)	0.01392 (8)
Cl1	0.20816 (8)	0.3383 (2)	0.21864 (11)	0.0269 (3)
Cl2	−0.00461 (8)	0.49333 (17)	0.06067 (9)	0.0241 (2)
N1	0.1277 (2)	0.0232 (6)	0.3645 (3)	0.0171 (7)
N2	−0.0544 (2)	0.1502 (6)	0.2257 (3)	0.0154 (7)
C1	0.2008 (3)	−0.1221 (8)	0.3583 (4)	0.0312 (10)
H1A	0.2534	−0.0291	0.3655	0.047*
H1B	0.1779	−0.2024	0.2789	0.047*
H1C	0.2197	−0.2314	0.4264	0.047*
C2	0.1650 (3)	0.1537 (8)	0.4814 (4)	0.0272 (9)
H2A	0.1879	0.0499	0.5520	0.041*
H2B	0.1166	0.2480	0.4873	0.041*
H2C	0.2152	0.2496	0.4823	0.041*
C3	0.0520 (3)	−0.1297 (7)	0.3606 (4)	0.0216 (8)
H3A	0.0385	−0.2410	0.2930	0.026*
H3B	0.0708	−0.2127	0.4399	0.026*
C4	−0.0315 (3)	0.0066 (7)	0.3394 (4)	0.0230 (8)
H4A	−0.0205	0.1037	0.4123	0.028*
H4B	−0.0834	−0.0947	0.3284	0.028*
C5	−0.1119 (3)	0.3392 (8)	0.2328 (4)	0.0208 (8)
H5A	−0.1261	0.4372	0.1605	0.031*
H5B	−0.0790	0.4257	0.3086	0.031*
H5C	−0.1689	0.2805	0.2339	0.031*
C6	−0.1065 (3)	0.0163 (7)	0.1134 (4)	0.0216 (8)
H6A	−0.1631	−0.0386	0.1171	0.032*
H6B	−0.0694	−0.1121	0.1089	0.032*
H6C	−0.1213	0.1110	0.0397	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd	0.01659 (12)	0.01236 (12)	0.01515 (12)	−0.00030 (11)	0.00882 (9)	0.00057 (11)
Cl1	0.0244 (5)	0.0266 (6)	0.0368 (6)	−0.0063 (5)	0.0196 (5)	−0.0020 (5)
Cl2	0.0370 (5)	0.0179 (5)	0.0215 (5)	0.0074 (4)	0.0162 (4)	0.0065 (4)
N1	0.0161 (17)	0.0175 (17)	0.0166 (18)	−0.0003 (13)	0.0056 (14)	0.0032 (13)
N2	0.0154 (18)	0.0172 (18)	0.0139 (16)	−0.0017 (14)	0.0064 (13)	−0.0025 (14)
C1	0.030 (2)	0.028 (2)	0.037 (3)	0.0091 (19)	0.015 (2)	0.006 (2)
C2	0.028 (2)	0.029 (2)	0.021 (2)	0.0007 (19)	0.0063 (18)	−0.0005 (19)
C3	0.026 (2)	0.021 (2)	0.020 (2)	−0.0015 (17)	0.0120 (17)	0.0027 (17)
C4	0.022 (2)	0.027 (2)	0.022 (2)	−0.0061 (17)	0.0105 (16)	0.0029 (17)
C5	0.020 (2)	0.023 (2)	0.020 (2)	0.0005 (17)	0.0088 (17)	−0.0061 (17)
C6	0.0191 (19)	0.026 (2)	0.021 (2)	−0.0009 (17)	0.0097 (16)	−0.0035 (17)

Geometric parameters (Å, º)

Pd—N1	2.053 (3)	C2—H2B	0.9800
Pd—N2	2.073 (4)	C2—H2C	0.9800
Pd—Cl1	2.3038 (15)	C3—C4	1.491 (6)
Pd—Cl2	2.3059 (13)	C3—H3A	0.9900
N1—C1	1.478 (5)	C3—H3B	0.9900
N1—C2	1.481 (5)	C4—H4A	0.9900
N1—C3	1.499 (5)	C4—H4B	0.9900
N2—C5	1.474 (6)	C5—H5A	0.9800
N2—C6	1.479 (5)	C5—H5B	0.9800
N2—C4	1.504 (5)	C5—H5C	0.9800
C1—H1A	0.9800	C6—H6A	0.9800
C1—H1B	0.9800	C6—H6B	0.9800
C1—H1C	0.9800	C6—H6C	0.9800
C2—H2A	0.9800
N1—Pd—N2	85.70 (14)	N1—C2—H2C	109.5
N1—Pd—Cl1	92.30 (11)	H2A—C2—H2C	109.5
N2—Pd—Cl1	177.82 (11)	H2B—C2—H2C	109.5
N1—Pd—Cl2	176.91 (12)	C4—C3—N1	109.4 (3)
N2—Pd—Cl2	91.29 (11)	C4—C3—H3A	109.8
Cl1—Pd—Cl2	90.72 (5)	N1—C3—H3A	109.8
C1—N1—C2	108.9 (3)	C4—C3—H3B	109.8
C1—N1—C3	106.8 (3)	N1—C3—H3B	109.8
C2—N1—C3	111.2 (3)	H3A—C3—H3B	108.2
C1—N1—Pd	116.2 (3)	C3—C4—N2	109.7 (3)
C2—N1—Pd	108.1 (3)	C3—C4—H4A	109.7
C3—N1—Pd	105.6 (2)	N2—C4—H4A	109.7
C5—N2—C6	108.8 (3)	C3—C4—H4B	109.7
C5—N2—C4	108.3 (3)	N2—C4—H4B	109.7
C6—N2—C4	109.9 (3)	H4A—C4—H4B	108.2
C5—N2—Pd	114.5 (3)	N2—C5—H5A	109.5
C6—N2—Pd	108.5 (2)	N2—C5—H5B	109.5
C4—N2—Pd	106.7 (2)	H5A—C5—H5B	109.5
N1—C1—H1A	109.5	N2—C5—H5C	109.5
N1—C1—H1B	109.5	H5A—C5—H5C	109.5
H1A—C1—H1B	109.5	H5B—C5—H5C	109.5
N1—C1—H1C	109.5	N2—C6—H6A	109.5
H1A—C1—H1C	109.5	N2—C6—H6B	109.5
H1B—C1—H1C	109.5	H6A—C6—H6B	109.5
N1—C2—H2A	109.5	N2—C6—H6C	109.5
N1—C2—H2B	109.5	H6A—C6—H6C	109.5
H2A—C2—H2B	109.5	H6B—C6—H6C	109.5