Chloro(P-{2-[N-(2,6-diiso­propyl­phenyl)imino­­methyl]­phenyl}-P,P-di­phenyl­phosphine-κ²N,P)­methyl­palladium(II)

The title compound, [Pd(CH₃)Cl(C₃₁H₃₂NP)], is a modification of the previously reported di­methoxy derivative. Both molecular structures are essentially identical.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.023
• wR factor = 0.053
• Data-to-parameter ratio = 19.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



ABSTM_02  Alert C The ratio of Tmax/Tmin expected RT(exp) is > 1.10
          Absorption corrections should be applied.
          Tmin and Tmax expected:      0.690     0.812
          RT(exp) =      1.176

General Notes



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           27.44
         From the CIF: _reflns_number_total               6433
         Count of symmetry unique reflns         3601
         Completeness (_total/calc)            178.64%
         TEST3: Check Friedels for noncentro structure
         Estimate of Friedel pairs measured      2832
         Fraction of Friedel pairs measured     0.786
         Are heavy atom types Z>Si present          yes
          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.


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 1 Alert Level C = Please check

---

Computing details

Data collection: locally modified CAD-4 Software (Enraf-Nonius, 1989); cell refinement: SET4 (de Boer & Duisenberg, 1984); data reduction: HELENA (Spek, 1997); program(s) used to solve structure: DIRDIF99 (Beurskens et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2002); software used to prepare material for publication: PLATON.

Chloro(P-{2-[N-(2,6-diisopropylphenyl)iminomethyl]phenyl}- P,P-diphenylphosphine-κ²N,P)methylpalladium(II)

Crystal data

[Pd(CH3)Cl(C31H32NP)]	Least-Squares Treatment of 25 SET4 setting angles.
Mr = 606.45	Dx = 1.432 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 25 reflections
a = 11.6099 (7) Å	θ = 11.4–13.7°
b = 14.2132 (8) Å	µ = 0.83 mm^−1
c = 17.0508 (10) Å	T = 150 K
V = 2813.6 (3) Å^3	Block, yellow
Z = 4	0.50 × 0.38 × 0.25 mm
F(000) = 1248

Data collection

Enraf–Nonius TurboCAD-4 diffractometer	Rint = 0.020
Radiation source: Rotating Anode	θmax = 27.4°, θmin = 1.9°
Graphite monochromator	h = 0→15
ω scans	k = −18→18
7202 measured reflections	l = −22→0
6433 independent reflections	3 standard reflections every 60 min
6164 reflections with I > 2σ(I)	intensity decay: none

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)] = 0.023	H-atom parameters not refined
wR(F^2) = 0.053	w = 1/[σ^2(Fo^2) + (0.03P)^2 + 0.663P] where P = (Fo^2 + 2Fc^2)/3
S = 1.02	(Δ/σ)max = 0.004
6433 reflections	Δρmax = 0.25 e Å^−3
330 parameters	Δρmin = −0.36 e Å^−3
0 restraints	Absolute structure: Flack (1983)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.020 (17)

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Refinement. Refinement on F^{2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F}2, conventional R-factors R are based on F, with F set to zero for negative F^{2. The observed criterion of F}2 > σ(F^{2) is used only for calculating -R-factor-obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F}2 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
Pd	0.87396 (1)	0.82994 (1)	0.81403 (1)	0.0153 (1)
Cl	1.05758 (4)	0.75817 (4)	0.82169 (3)	0.0225 (1)
P	0.70009 (5)	0.88733 (4)	0.79967 (3)	0.0157 (2)
N	0.94508 (15)	0.96822 (13)	0.79045 (10)	0.0164 (5)
C1	1.15263 (17)	0.98326 (15)	0.81402 (15)	0.0224 (6)
C2	1.2644 (2)	0.98254 (19)	0.78401 (16)	0.0297 (8)
C3	1.2846 (2)	0.96643 (19)	0.70540 (16)	0.0304 (8)
C4	1.1947 (2)	0.94793 (18)	0.65562 (15)	0.0257 (7)
C5	1.08125 (18)	0.94766 (15)	0.68206 (15)	0.0208 (6)
C6	1.06255 (19)	0.96761 (15)	0.76160 (13)	0.0190 (6)
C7	1.1318 (2)	0.99878 (17)	0.90170 (13)	0.0265 (7)
C8	1.1572 (3)	1.1005 (2)	0.92354 (18)	0.0423 (10)
C9	1.2028 (3)	0.9321 (2)	0.95318 (16)	0.0361 (9)
C10	0.9818 (2)	0.92706 (18)	0.62728 (14)	0.0241 (7)
C11	0.9552 (3)	1.0107 (2)	0.57421 (18)	0.0448 (10)
C12	1.0014 (3)	0.8389 (2)	0.57952 (18)	0.0438 (9)
C13	0.89748 (18)	1.04929 (16)	0.79197 (12)	0.0181 (6)
C14	0.78110 (17)	1.07276 (14)	0.81959 (13)	0.0171 (6)
C15	0.76394 (19)	1.16845 (18)	0.83472 (12)	0.0216 (6)
C16	0.6594 (2)	1.20108 (17)	0.86325 (14)	0.0246 (7)
C17	0.5706 (2)	1.13899 (17)	0.87600 (14)	0.0257 (7)
C18	0.58566 (19)	1.04415 (17)	0.85984 (13)	0.0216 (6)
C19	0.68969 (18)	1.00947 (15)	0.83116 (11)	0.0164 (6)
C20	0.57889 (17)	0.82961 (17)	0.84660 (12)	0.0177 (5)
C21	0.5869 (2)	0.81068 (18)	0.92686 (14)	0.0259 (7)
C22	0.4980 (2)	0.76623 (19)	0.96563 (15)	0.0307 (8)
C23	0.3999 (2)	0.74011 (19)	0.92445 (16)	0.0317 (8)
C24	0.3913 (2)	0.7582 (2)	0.84544 (15)	0.0326 (8)
C25	0.4807 (2)	0.80271 (17)	0.80625 (15)	0.0255 (7)
C26	0.66257 (17)	0.89558 (16)	0.69545 (13)	0.0191 (6)
C27	0.6107 (2)	0.97410 (17)	0.66271 (13)	0.0242 (7)
C28	0.5883 (2)	0.9775 (2)	0.58237 (15)	0.0337 (8)
C29	0.6180 (2)	0.90189 (19)	0.53550 (13)	0.0318 (7)
C30	0.6692 (2)	0.8235 (2)	0.56746 (14)	0.0304 (7)
C31	0.6913 (2)	0.82016 (18)	0.64728 (13)	0.0257 (7)
C32	0.8049 (2)	0.69922 (15)	0.83237 (16)	0.0253 (7)
H2	1.32620	0.99310	0.81750	0.0360*
H3	1.35950	0.96810	0.68610	0.0360*
H4	1.20980	0.93530	0.60310	0.0310*
H7	1.05020	0.98680	0.91230	0.0320*
H8A	1.23760	1.11320	0.91570	0.0640*
H8B	1.13780	1.11070	0.97760	0.0640*
H8C	1.11230	1.14170	0.89110	0.0640*
H9A	1.28320	0.94530	0.94640	0.0540*
H9B	1.18750	0.86820	0.93820	0.0540*
H9C	1.18210	0.94100	1.00720	0.0540*
H10	0.91360	0.91610	0.65990	0.0290*
H11A	1.01760	1.01980	0.53810	0.0670*
H11B	0.94570	1.06620	0.60560	0.0670*
H11C	0.88550	0.99870	0.54560	0.0670*
H12A	1.06870	0.84680	0.54740	0.0660*
H12B	0.93570	0.82760	0.54670	0.0660*
H12C	1.01230	0.78640	0.61410	0.0660*
H13	0.94160	1.09920	0.77350	0.0220*
H15	0.82350	1.21080	0.82550	0.0260*
H16	0.64950	1.26480	0.87370	0.0300*
H17	0.50060	1.16050	0.89540	0.0310*
H18	0.52490	1.00270	0.86840	0.0260*
H21	0.65270	0.82820	0.95430	0.0310*
H22	0.50370	0.75380	1.01900	0.0370*
H23	0.33970	0.71020	0.95040	0.0380*
H24	0.32540	0.74060	0.81820	0.0390*
H25	0.47480	0.81450	0.75280	0.0310*
H27	0.59070	1.02480	0.69440	0.0290*
H28	0.55360	1.03030	0.56050	0.0400*
H29	0.60320	0.90410	0.48190	0.0380*
H30	0.68890	0.77300	0.53560	0.0360*
H31	0.72560	0.76700	0.66880	0.0310*
H32A	0.72650	0.69840	0.81450	0.0380*
H32B	0.80720	0.68470	0.88730	0.0380*
H32C	0.84870	0.65320	0.80390	0.0380*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd	0.0140 (1)	0.0154 (1)	0.0165 (1)	0.0007 (1)	−0.0006 (1)	−0.0002 (1)
Cl	0.0181 (2)	0.0207 (2)	0.0287 (3)	0.0044 (2)	0.0009 (2)	0.0014 (2)
P	0.0139 (2)	0.0172 (3)	0.0160 (3)	−0.0004 (2)	−0.0009 (2)	−0.0009 (2)
N	0.0131 (8)	0.0195 (9)	0.0165 (9)	−0.0012 (7)	−0.0018 (7)	0.0004 (7)
C1	0.0188 (10)	0.0222 (10)	0.0261 (11)	−0.0014 (8)	−0.0028 (10)	0.0016 (10)
C2	0.0163 (11)	0.0336 (14)	0.0391 (14)	−0.0005 (10)	−0.0039 (10)	0.0007 (11)
C3	0.0159 (11)	0.0353 (14)	0.0400 (16)	0.0013 (10)	0.0097 (10)	0.0063 (11)
C4	0.0266 (13)	0.0255 (12)	0.0251 (12)	0.0009 (10)	0.0087 (10)	0.0035 (10)
C5	0.0197 (10)	0.0213 (10)	0.0215 (11)	0.0016 (8)	0.0007 (10)	0.0023 (10)
C6	0.0148 (10)	0.0172 (10)	0.0250 (11)	0.0005 (8)	0.0021 (9)	0.0024 (9)
C7	0.0217 (11)	0.0297 (12)	0.0280 (11)	−0.0025 (11)	−0.0034 (11)	−0.0039 (9)
C8	0.0522 (19)	0.0304 (14)	0.0444 (17)	0.0002 (13)	−0.0016 (14)	−0.0072 (13)
C9	0.0431 (16)	0.0336 (15)	0.0317 (14)	0.0034 (13)	−0.0102 (13)	0.0006 (12)
C10	0.0233 (11)	0.0301 (13)	0.0189 (11)	−0.0025 (10)	0.0010 (9)	0.0000 (10)
C11	0.059 (2)	0.0316 (15)	0.0437 (17)	0.0071 (15)	−0.0221 (15)	0.0009 (13)
C12	0.0519 (17)	0.0310 (15)	0.0485 (17)	0.0062 (14)	−0.0164 (14)	−0.0101 (14)
C13	0.0175 (11)	0.0197 (10)	0.0172 (10)	−0.0025 (8)	−0.0022 (8)	0.0002 (8)
C14	0.0174 (10)	0.0199 (10)	0.0141 (9)	0.0023 (7)	−0.0030 (9)	−0.0010 (9)
C15	0.0233 (10)	0.0190 (10)	0.0224 (10)	−0.0004 (10)	−0.0018 (8)	−0.0004 (10)
C16	0.0309 (13)	0.0202 (11)	0.0228 (11)	0.0076 (9)	−0.0010 (9)	−0.0032 (9)
C17	0.0241 (12)	0.0289 (12)	0.0241 (11)	0.0101 (9)	0.0021 (10)	−0.0028 (9)
C18	0.0173 (10)	0.0259 (12)	0.0217 (11)	0.0012 (9)	−0.0019 (8)	0.0002 (9)
C19	0.0178 (10)	0.0190 (10)	0.0125 (9)	0.0011 (8)	−0.0024 (8)	−0.0013 (8)
C20	0.0160 (9)	0.0187 (9)	0.0183 (9)	0.0002 (9)	0.0014 (7)	−0.0005 (9)
C21	0.0250 (11)	0.0329 (14)	0.0197 (11)	−0.0010 (9)	−0.0021 (9)	0.0027 (9)
C22	0.0341 (14)	0.0330 (13)	0.0250 (12)	0.0034 (11)	0.0049 (10)	0.0062 (11)
C23	0.0287 (14)	0.0301 (13)	0.0363 (13)	−0.0029 (10)	0.0126 (11)	0.0040 (11)
C24	0.0209 (12)	0.0406 (14)	0.0363 (13)	−0.0100 (11)	0.0004 (10)	−0.0022 (11)
C25	0.0225 (11)	0.0317 (12)	0.0222 (11)	−0.0044 (9)	−0.0012 (10)	0.0008 (10)
C26	0.0156 (9)	0.0250 (10)	0.0168 (10)	−0.0027 (8)	−0.0001 (8)	−0.0016 (9)
C27	0.0256 (12)	0.0287 (12)	0.0184 (10)	0.0047 (10)	−0.0012 (9)	−0.0012 (8)
C28	0.0413 (15)	0.0368 (15)	0.0229 (12)	0.0086 (12)	−0.0071 (11)	0.0065 (11)
C29	0.0354 (13)	0.0422 (14)	0.0179 (10)	−0.0002 (13)	−0.0032 (11)	−0.0002 (10)
C30	0.0324 (12)	0.0352 (14)	0.0235 (11)	0.0009 (12)	−0.0020 (9)	−0.0085 (12)
C31	0.0292 (12)	0.0240 (12)	0.0240 (11)	0.0007 (11)	−0.0029 (9)	−0.0037 (10)
C32	0.0195 (11)	0.0140 (10)	0.0424 (15)	−0.0004 (8)	0.0076 (10)	0.0039 (9)

Geometric parameters (Å, º)

Pd—Cl	2.3668 (5)	C29—C30	1.375 (4)
Pd—P	2.1910 (6)	C30—C31	1.386 (3)
Pd—N	2.1694 (18)	C2—H2	0.9292
Pd—C32	2.048 (2)	C3—H3	0.9301
P—C19	1.821 (2)	C4—H4	0.9300
P—C20	1.815 (2)	C7—H7	0.9794
P—C26	1.833 (2)	C8—H8A	0.9601
N—C6	1.450 (3)	C8—H8B	0.9599
N—C13	1.278 (3)	C8—H8C	0.9595
C1—C2	1.395 (3)	C9—H9A	0.9591
C1—C6	1.394 (3)	C9—H9B	0.9600
C1—C7	1.530 (3)	C9—H9C	0.9603
C2—C3	1.380 (4)	C10—H10	0.9801
C3—C4	1.371 (3)	C11—H11A	0.9595
C4—C5	1.392 (3)	C11—H11B	0.9596
C5—C6	1.402 (3)	C11—H11C	0.9601
C5—C10	1.514 (3)	C12—H12A	0.9608
C7—C8	1.522 (4)	C12—H12B	0.9596
C7—C9	1.532 (4)	C12—H12C	0.9594
C10—C11	1.526 (4)	C13—H13	0.9299
C10—C12	1.512 (4)	C15—H15	0.9302
C13—C14	1.469 (3)	C16—H16	0.9302
C14—C15	1.399 (3)	C17—H17	0.9292
C14—C19	1.405 (3)	C18—H18	0.9306
C15—C16	1.387 (3)	C21—H21	0.9298
C16—C17	1.374 (3)	C22—H22	0.9294
C17—C18	1.387 (3)	C23—H23	0.9300
C18—C19	1.393 (3)	C24—H24	0.9293
C20—C21	1.398 (3)	C25—H25	0.9292
C20—C25	1.385 (3)	C27—H27	0.9301
C21—C22	1.379 (3)	C28—H28	0.9298
C22—C23	1.389 (3)	C29—H29	0.9305
C23—C24	1.375 (4)	C30—H30	0.9288
C24—C25	1.387 (3)	C31—H31	0.9296
C26—C27	1.386 (3)	C32—H32A	0.9599
C26—C31	1.391 (3)	C32—H32B	0.9594
C27—C28	1.395 (3)	C32—H32C	0.9602
C28—C29	1.383 (4)
Pd···C7	4.118 (2)	C27···H3^vii	2.9448
Pd···C10	3.689 (2)	C31···H10	2.9269
Pd···H7	3.4591	C31···H25	3.0922
Pd···H10	2.9356	C32···H31	3.0910
Pd···H21	3.5100	H2···C8	3.0739
Pd···H31	3.1462	H2···C9	2.8559
Pd···H22^i	3.4338	H2···H9A	2.3540
Cl···C1	3.387 (2)	H2···H18^iii	2.4685
Cl···C5	3.605 (2)	H3···C27^iii	2.9448
Cl···C13^ii	3.584 (2)	H4···C12	2.8094
Cl···C15^ii	3.610 (2)	H4···H12A	2.2733
Cl···H22^i	2.7926	H7···Pd	3.4591
Cl···H9B	2.9440	H7···N	2.4240
Cl···H24^iii	3.1199	H7···C13	2.8535
Cl···H11B^ii	2.9972	H8A···C2	2.9304
Cl···H13^ii	2.7820	H8A···H9A	2.4998
Cl···H15^ii	2.9425	H8A···H30^iv	2.5644
N···H7	2.4240	H8B···H9C	2.5173
N···H10	2.3743	H8C···H12C^iv	2.5160
C1···Cl	3.387 (2)	H9A···C2	2.8275
C3···C32^iv	3.527 (3)	H9A···H2	2.3540
C4···C32^iv	3.578 (3)	H9A···H8A	2.4998
C5···Cl	3.605 (2)	H9B···Cl	2.9440
C7···Pd	4.118 (2)	H9B···C23^iii	3.0741
C7···C13	3.379 (3)	H9C···H8B	2.5173
C9···C23^iii	3.595 (4)	H10···Pd	2.9356
C10···C13	3.444 (3)	H10···N	2.3743
C10···Pd	3.689 (2)	H10···C13	2.9478
C12···C17^v	3.583 (4)	H10···C26	2.9911
C13···C10	3.444 (3)	H10···C31	2.9269
C13···Cl^iv	3.584 (2)	H11A···C4	3.0473
C13···C7	3.379 (3)	H11A···H12A	2.5344
C15···Cl^iv	3.610 (2)	H11B···Cl^iv	2.9972
C17···C12^vi	3.583 (4)	H11C···H12B	2.5008
C18···C27	3.518 (3)	H12A···C4	2.7588
C18···C21	3.510 (3)	H12A···H4	2.2733
C21···C18	3.510 (3)	H12A···H11A	2.5344
C21···C32	3.393 (3)	H12B···H11C	2.5008
C23···C9^vii	3.595 (4)	H12B···C17^v	2.9500
C27···C18	3.518 (3)	H12C···H8C^ii	2.5160
C32···C4^ii	3.578 (3)	H12C···H15^ii	2.4185
C32···C21	3.393 (3)	H13···C1	3.0324
C32···C3^ii	3.527 (3)	H13···H15	2.2764
C1···H13	3.0324	H13···Cl^iv	2.7820
C2···H8A	2.9304	H15···H13	2.2764
C2···H9A	2.8275	H15···Cl^iv	2.9425
C3···H32C^iv	3.0769	H15···H12C^iv	2.4185
C4···H12A	2.7588	H18···C20	2.5658
C4···H32C^iv	3.0401	H18···C21	2.9934
C4···H11A	3.0473	H18···C25	3.0767
C5···H32C^iv	3.0419	H18···H2^vii	2.4685
C6···H32C^iv	3.0442	H21···Pd	3.5100
C8···H2	3.0739	H22···Pd^x	3.4338
C9···H2	2.8559	H22···Cl^x	2.7926
C12···H4	2.8094	H24···Cl^vii	3.1199
C13···H10	2.9478	H24···C15^ix	2.9876
C13···H7	2.8535	H25···C26	2.6527
C14···H29^vi	3.0938	H25···C31	3.0922
C15···H24^viii	2.9876	H25···C16^ix	2.9903
C16···H25^viii	2.9903	H27···C18	2.8349
C17···H12B^vi	2.9500	H27···C19	2.6088
C18···H27	2.8349	H28···C23^viii	3.0414
C19···H27	2.6088	H29···C14^v	3.0938
C20···H18	2.5658	H30···H8A^ii	2.5644
C20···H32A	2.5912	H31···Pd	3.1462
C21···H18	2.9934	H31···C32	3.0910
C21···H32A	2.9739	H32A···C20	2.5912
C23···H9B^vii	3.0741	H32A···C21	2.9739
C23···H28^ix	3.0414	H32C···C3^ii	3.0769
C25···H18	3.0767	H32C···C4^ii	3.0401
C26···H25	2.6527	H32C···C5^ii	3.0419
C26···H10	2.9911	H32C···C6^ii	3.0442
Cl—Pd—P	175.19 (2)	C1—C7—H7	107.94
Cl—Pd—N	93.32 (5)	C8—C7—H7	107.91
Cl—Pd—C32	87.32 (7)	C9—C7—H7	107.89
P—Pd—N	89.58 (5)	C7—C8—H8A	109.45
P—Pd—C32	89.66 (7)	C7—C8—H8B	109.45
N—Pd—C32	178.03 (9)	C7—C8—H8C	109.48
Pd—P—C19	112.52 (7)	H8A—C8—H8B	109.48
Pd—P—C20	119.79 (8)	H8A—C8—H8C	109.46
Pd—P—C26	110.55 (7)	H8B—C8—H8C	109.51
C19—P—C20	104.45 (10)	C7—C9—H9A	109.48
C19—P—C26	102.07 (10)	C7—C9—H9B	109.46
C20—P—C26	105.79 (9)	C7—C9—H9C	109.47
Pd—N—C6	114.55 (13)	H9A—C9—H9B	109.46
Pd—N—C13	130.42 (15)	H9A—C9—H9C	109.48
C6—N—C13	114.77 (18)	H9B—C9—H9C	109.48
C2—C1—C6	117.5 (2)	C5—C10—H10	107.27
C2—C1—C7	120.4 (2)	C11—C10—H10	107.27
C6—C1—C7	122.07 (19)	C12—C10—H10	107.19
C1—C2—C3	121.0 (2)	C10—C11—H11A	109.44
C2—C3—C4	120.3 (2)	C10—C11—H11B	109.45
C3—C4—C5	121.4 (2)	C10—C11—H11C	109.48
C4—C5—C6	117.3 (2)	H11A—C11—H11B	109.50
C4—C5—C10	121.5 (2)	H11A—C11—H11C	109.53
C6—C5—C10	121.18 (19)	H11B—C11—H11C	109.42
N—C6—C1	119.17 (19)	C10—C12—H12A	109.43
N—C6—C5	118.35 (19)	C10—C12—H12B	109.47
C1—C6—C5	122.4 (2)	C10—C12—H12C	109.48
C1—C7—C8	110.2 (2)	H12A—C12—H12B	109.49
C1—C7—C9	112.7 (2)	H12A—C12—H12C	109.51
C8—C7—C9	110.1 (2)	H12B—C12—H12C	109.46
C5—C10—C11	111.7 (2)	N—C13—H13	116.27
C5—C10—C12	112.2 (2)	C14—C13—H13	116.23
C11—C10—C12	110.9 (2)	C14—C15—H15	119.49
N—C13—C14	127.5 (2)	C16—C15—H15	119.56
C13—C14—C15	114.26 (18)	C15—C16—H16	120.05
C13—C14—C19	126.46 (19)	C17—C16—H16	120.15
C15—C14—C19	119.28 (19)	C16—C17—H17	120.07
C14—C15—C16	121.0 (2)	C18—C17—H17	120.05
C15—C16—C17	119.8 (2)	C17—C18—H18	119.25
C16—C17—C18	119.9 (2)	C19—C18—H18	119.22
C17—C18—C19	121.5 (2)	C20—C21—H21	119.72
P—C19—C14	121.25 (15)	C22—C21—H21	119.77
P—C19—C18	119.88 (17)	C21—C22—H22	120.21
C14—C19—C18	118.5 (2)	C23—C22—H22	120.18
P—C20—C21	117.85 (16)	C22—C23—H23	119.87
P—C20—C25	122.95 (17)	C24—C23—H23	119.80
C21—C20—C25	119.2 (2)	C23—C24—H24	119.94
C20—C21—C22	120.5 (2)	C25—C24—H24	119.87
C21—C22—C23	119.6 (2)	C20—C25—H25	119.87
C22—C23—C24	120.3 (2)	C24—C25—H25	119.97
C23—C24—C25	120.2 (2)	C26—C27—H27	119.90
C20—C25—C24	120.2 (2)	C28—C27—H27	119.80
P—C26—C27	123.04 (17)	C27—C28—H28	120.17
P—C26—C31	117.78 (17)	C29—C28—H28	120.23
C27—C26—C31	119.1 (2)	C28—C29—H29	119.69
C26—C27—C28	120.3 (2)	C30—C29—H29	119.76
C27—C28—C29	119.6 (2)	C29—C30—H30	120.05
C28—C29—C30	120.6 (2)	C31—C30—H30	120.16
C29—C30—C31	119.8 (2)	C26—C31—H31	119.74
C26—C31—C30	120.6 (2)	C30—C31—H31	119.66
C1—C2—H2	119.45	Pd—C32—H32A	109.50
C3—C2—H2	119.51	Pd—C32—H32B	109.48
C2—C3—H3	119.89	Pd—C32—H32C	109.48
C4—C3—H3	119.85	H32A—C32—H32B	109.49
C3—C4—H4	119.32	H32A—C32—H32C	109.48
C5—C4—H4	119.32	H32B—C32—H32C	109.40
N—Pd—P—C19	−32.28 (8)	C7—C1—C6—C5	−176.0 (2)
N—Pd—P—C20	−155.55 (10)	C2—C1—C7—C8	71.4 (3)
N—Pd—P—C26	81.12 (9)	C2—C1—C7—C9	−52.0 (3)
C32—Pd—P—C19	149.54 (10)	C6—C1—C7—C8	−109.9 (3)
C32—Pd—P—C20	26.26 (11)	C6—C1—C7—C9	126.7 (2)
C32—Pd—P—C26	−97.06 (11)	C1—C2—C3—C4	−2.0 (4)
Cl—Pd—N—C6	19.66 (14)	C2—C3—C4—C5	2.0 (4)
Cl—Pd—N—C13	−166.58 (18)	C3—C4—C5—C10	−179.9 (2)
P—Pd—N—C6	−156.49 (14)	C3—C4—C5—C6	0.4 (4)
P—Pd—N—C13	17.27 (18)	C4—C5—C6—C1	−2.8 (3)
P—Pd—C32—H32A	16.75	C10—C5—C6—N	−0.1 (3)
P—Pd—C32—H32B	−103.29	C4—C5—C6—N	179.7 (2)
P—Pd—C32—H32C	136.78	C4—C5—C10—C11	−75.7 (3)
Cl—Pd—C32—H32B	80.46	C4—C5—C10—C12	49.6 (3)
Cl—Pd—C32—H32C	−39.47	C10—C5—C6—C1	177.5 (2)
Cl—Pd—C32—H32A	−159.50	C6—C5—C10—C11	104.1 (3)
C20—P—C19—C18	−19.52 (19)	C6—C5—C10—C12	−130.7 (2)
C26—P—C19—C14	−82.71 (18)	N—C13—C14—C15	163.0 (2)
C19—P—C20—C21	−75.3 (2)	N—C13—C14—C19	−17.2 (4)
C19—P—C20—C25	105.7 (2)	C15—C14—C19—P	171.30 (16)
C26—P—C20—C21	177.41 (19)	C13—C14—C15—C16	−178.2 (2)
C26—P—C20—C25	−1.6 (2)	C19—C14—C15—C16	2.1 (3)
C26—P—C19—C18	90.50 (18)	C13—C14—C19—P	−8.4 (3)
Pd—P—C20—C21	51.8 (2)	C15—C14—C19—C18	−2.0 (3)
Pd—P—C20—C25	−127.24 (18)	C13—C14—C19—C18	178.3 (2)
Pd—P—C19—C14	35.79 (18)	C14—C15—C16—C17	−0.8 (3)
Pd—P—C19—C18	−150.99 (15)	C15—C16—C17—C18	−0.4 (4)
C20—P—C19—C14	167.26 (17)	C16—C17—C18—C19	0.4 (3)
C20—P—C26—C31	−88.06 (19)	C17—C18—C19—C14	0.8 (3)
C20—P—C26—C27	94.0 (2)	C17—C18—C19—P	−172.59 (18)
Pd—P—C26—C31	43.04 (19)	P—C20—C21—C22	−179.4 (2)
C19—P—C26—C27	−15.0 (2)	C25—C20—C21—C22	−0.3 (4)
Pd—P—C26—C27	−134.89 (17)	P—C20—C25—C24	179.5 (2)
C19—P—C26—C31	162.94 (17)	C21—C20—C25—C24	0.5 (4)
C13—N—C6—C1	87.4 (2)	C20—C21—C22—C23	0.0 (4)
C13—N—C6—C5	−95.0 (2)	C21—C22—C23—C24	0.1 (4)
Pd—N—C6—C5	79.8 (2)	C22—C23—C24—C25	0.0 (4)
Pd—N—C6—C1	−97.9 (2)	C23—C24—C25—C20	−0.3 (4)
Pd—N—C13—C14	7.8 (3)	C31—C26—C27—C28	−0.4 (3)
C6—N—C13—C14	−178.5 (2)	P—C26—C31—C30	−177.57 (18)
Pd—N—C13—H13	−172.30	C27—C26—C31—C30	0.4 (3)
C6—N—C13—H13	1.45	P—C26—C27—C28	177.53 (18)
C6—C1—C2—C3	−0.3 (4)	C26—C27—C28—C29	0.1 (4)
C7—C1—C2—C3	178.5 (2)	C27—C28—C29—C30	0.1 (4)
C2—C1—C6—C5	2.7 (3)	C28—C29—C30—C31	0.0 (4)
C7—C1—C6—N	1.5 (3)	C29—C30—C31—C26	−0.2 (4)
C2—C1—C6—N	−179.7 (2)

Symmetry codes: (i) x+1/2, −y+3/2, −z+2; (ii) −x+2, y−1/2, −z+3/2; (iii) x+1, y, z; (iv) −x+2, y+1/2, −z+3/2; (v) −x+3/2, −y+2, z−1/2; (vi) −x+3/2, −y+2, z+1/2; (vii) x−1, y, z; (viii) −x+1, y+1/2, −z+3/2; (ix) −x+1, y−1/2, −z+3/2; (x) x−1/2, −y+3/2, −z+2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C7—H7···N	0.98	2.42	2.913 (3)	110
C10—H10···N	0.98	2.37	2.875 (3)	111
C13—H13···Cl^iv	0.93	2.78	3.584 (2)	145
C22—H22···Cl^x	0.93	2.79	3.708 (3)	169

Symmetry codes: (iv) −x+2, y+1/2, −z+3/2; (x) x−1/2, −y+3/2, −z+2.