The title compound, [Pd(CH3)Cl(C31H32NP)], is a modification of the previously reported dimethoxy derivative. Both molecular structures are essentially identical.
Supporting information
CCDC reference: 206734
Key indicators
- Single-crystal X-ray study
- T = 150 K
- Mean (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
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)
top
Crystal data top
[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) Å3 | Block, yellow |
Z = 4 | 0.50 × 0.38 × 0.25 mm |
F(000) = 1248 | |
Data collection top
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 top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.023 | H-atom parameters not refined |
wR(F2) = 0.053 | w = 1/[σ2(Fo2) + (0.03P)2 + 0.663P] where P = (Fo2 + 2Fc2)/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 top
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 F2 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 F2,
conventional R-factors R are based on F, with F
set to zero for negative F2. The observed criterion of F2 >
σ(F2) is used only for calculating -R-factor-obs
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
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···H3vii | 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···H22i | 3.4338 | H2···H9A | 2.3540 |
Cl···C1 | 3.387 (2) | H2···H18iii | 2.4685 |
Cl···C5 | 3.605 (2) | H3···C27iii | 2.9448 |
Cl···C13ii | 3.584 (2) | H4···C12 | 2.8094 |
Cl···C15ii | 3.610 (2) | H4···H12A | 2.2733 |
Cl···H22i | 2.7926 | H7···Pd | 3.4591 |
Cl···H9B | 2.9440 | H7···N | 2.4240 |
Cl···H24iii | 3.1199 | H7···C13 | 2.8535 |
Cl···H11Bii | 2.9972 | H8A···C2 | 2.9304 |
Cl···H13ii | 2.7820 | H8A···H9A | 2.4998 |
Cl···H15ii | 2.9425 | H8A···H30iv | 2.5644 |
N···H7 | 2.4240 | H8B···H9C | 2.5173 |
N···H10 | 2.3743 | H8C···H12Civ | 2.5160 |
C1···Cl | 3.387 (2) | H9A···C2 | 2.8275 |
C3···C32iv | 3.527 (3) | H9A···H2 | 2.3540 |
C4···C32iv | 3.578 (3) | H9A···H8A | 2.4998 |
C5···Cl | 3.605 (2) | H9B···Cl | 2.9440 |
C7···Pd | 4.118 (2) | H9B···C23iii | 3.0741 |
C7···C13 | 3.379 (3) | H9C···H8B | 2.5173 |
C9···C23iii | 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···C17v | 3.583 (4) | H10···C26 | 2.9911 |
C13···C10 | 3.444 (3) | H10···C31 | 2.9269 |
C13···Cliv | 3.584 (2) | H11A···C4 | 3.0473 |
C13···C7 | 3.379 (3) | H11A···H12A | 2.5344 |
C15···Cliv | 3.610 (2) | H11B···Cliv | 2.9972 |
C17···C12vi | 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···C9vii | 3.595 (4) | H12B···C17v | 2.9500 |
C27···C18 | 3.518 (3) | H12C···H8Cii | 2.5160 |
C32···C4ii | 3.578 (3) | H12C···H15ii | 2.4185 |
C32···C21 | 3.393 (3) | H13···C1 | 3.0324 |
C32···C3ii | 3.527 (3) | H13···H15 | 2.2764 |
C1···H13 | 3.0324 | H13···Cliv | 2.7820 |
C2···H8A | 2.9304 | H15···H13 | 2.2764 |
C2···H9A | 2.8275 | H15···Cliv | 2.9425 |
C3···H32Civ | 3.0769 | H15···H12Civ | 2.4185 |
C4···H12A | 2.7588 | H18···C20 | 2.5658 |
C4···H32Civ | 3.0401 | H18···C21 | 2.9934 |
C4···H11A | 3.0473 | H18···C25 | 3.0767 |
C5···H32Civ | 3.0419 | H18···H2vii | 2.4685 |
C6···H32Civ | 3.0442 | H21···Pd | 3.5100 |
C8···H2 | 3.0739 | H22···Pdx | 3.4338 |
C9···H2 | 2.8559 | H22···Clx | 2.7926 |
C12···H4 | 2.8094 | H24···Clvii | 3.1199 |
C13···H10 | 2.9478 | H24···C15ix | 2.9876 |
C13···H7 | 2.8535 | H25···C26 | 2.6527 |
C14···H29vi | 3.0938 | H25···C31 | 3.0922 |
C15···H24viii | 2.9876 | H25···C16ix | 2.9903 |
C16···H25viii | 2.9903 | H27···C18 | 2.8349 |
C17···H12Bvi | 2.9500 | H27···C19 | 2.6088 |
C18···H27 | 2.8349 | H28···C23viii | 3.0414 |
C19···H27 | 2.6088 | H29···C14v | 3.0938 |
C20···H18 | 2.5658 | H30···H8Aii | 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···H9Bvii | 3.0741 | H32A···C21 | 2.9739 |
C23···H28ix | 3.0414 | H32C···C3ii | 3.0769 |
C25···H18 | 3.0767 | H32C···C4ii | 3.0401 |
C26···H25 | 2.6527 | H32C···C5ii | 3.0419 |
C26···H10 | 2.9911 | H32C···C6ii | 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) top
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···Cliv | 0.93 | 2.78 | 3.584 (2) | 145 |
C22—H22···Clx | 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. |