(S)-(+)-1-(4-Bromo­phen­yl)-N-[(4-methoxyphen­yl)methyl­idene]ethyl­amine and bis­{(S)-(+)-1-(4-bromo­phen­yl)-N-[(4-methoxyphen­yl)methyl­idene]ethyl­amine-κN}di­chlorido­palladium(II)

The synthesis, crystal structure and analysis of a chiral Schiff base (S)-(+)-1-(4-bromo­phen­yl)-N-[(4-methoxyphen­yl)methyl­idene]ethyl­amine ligand along with its corresponding palladium(II) com­plex are detailed. The crystal structures exhibit monoclinic P2₁ and ortho­rhom­bic P2₁2₁2₁ symmetries, respectively. The structure of the palladium(II) com­plex reveals C—H⋯O and C—H⋯Br hydrogen-bonding inter­actions involving two distinct mol­ecules within the asymmetric unit.

Computing details

(S)-(+)-1-(4-Bromophenyl)-N-[(4-methoxyphenyl)methylidene]ethylamine (I)

Crystal data

C16H16BrNO	Dx = 1.372 Mg m^−3
Mr = 318.21	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121	Cell parameters from 2110 reflections
a = 5.6599 (11) Å	θ = 3.5–19.9°
b = 7.9243 (10) Å	µ = 2.66 mm^−1
c = 34.353 (5) Å	T = 293 K
V = 1540.8 (4) Å^3	Plate, clear colourless
Z = 4	0.4 × 0.25 × 0.08 mm
F(000) = 648

Data collection

Rigaku Xcalibur Atlas Gemini diffractometer	1534 reflections with I > 2σ(I)
Detector resolution: 5.2782 pixels mm^-1	Rint = 0.050
ω scans	θmax = 25.5°, θmin = 3.1°
Absorption correction: analytical (CrysAlis PRO; Rigaku OD, 2015)	h = −6→6
Tmin = 0.840, Tmax = 0.953	k = −9→9
9633 measured reflections	l = −41→41
2852 independent reflections

Refinement

Refinement on F^2	H-atom parameters constrained
Least-squares matrix: full	w = 1/[σ^2(Fo^2) + (0.0386P)^2 + 0.0945P] where P = (Fo^2 + 2Fc^2)/3
R[F^2 > 2σ(F^2)] = 0.051	(Δ/σ)max < 0.001
wR(F^2) = 0.116	Δρmax = 0.21 e Å^−3
S = 1.05	Δρmin = −0.21 e Å^−3
2852 reflections	Extinction correction: SHELXL2019 (Sheldrick, 2015a), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
175 parameters	Extinction coefficient: 0.0040 (14)
0 restraints	Absolute structure: Flack x determined using 403 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
Hydrogen site location: inferred from neighbouring sites	Absolute structure parameter: −0.026 (9)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. X-ray diffraction was recorded by Rigaku Oxford diffractometer with graphite-monochromated Mo Kα radiation (0.71073 Å). CrysAlis PRO software (Agilent, 2014) was employed for data reduction. The structures were solved through intrinsic phasing and direct methods, employing SHELXS (Sheldrick, 2008) and SHELXT (Sheldrick, 2015a). Non-H atoms were refined anisotropically, while H atoms were geometrically placed and refined with isotropic displacement parameters using the riding model in the SHELXL2019 program (Sheldrick, 2015b). Molecular graphics: OLEX2 (Dolomanov et al., 2009). The CIF file containing complete information on the studied structure has been deposited with CCDC under deposition numbers 2293931 and 2293932, and is freely available upon request via the following website: www.ccdc.cam.ac.uk/data_request/cif.

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

	x	y	z	Uiso*/Ueq
Br1	0.2389 (2)	1.09813 (9)	0.52206 (2)	0.1427 (6)
O1	0.3517 (9)	0.4597 (6)	0.82998 (17)	0.0963 (15)
N1	0.0282 (11)	0.4666 (6)	0.65137 (19)	0.0844 (16)
C1	0.0099 (12)	0.4345 (8)	0.6097 (2)	0.084 (2)
H1	0.126103	0.348253	0.602570	0.101*
C2	−0.2363 (13)	0.3682 (8)	0.6005 (2)	0.110 (2)
H2A	−0.275397	0.278804	0.618246	0.165*
H2B	−0.239708	0.326065	0.574324	0.165*
H2C	−0.349134	0.457944	0.603169	0.165*
C3	0.0642 (11)	0.5963 (8)	0.5870 (2)	0.0720 (17)
C4	0.2300 (13)	0.6028 (7)	0.55835 (18)	0.0832 (17)
H4	0.309999	0.504562	0.551551	0.100*
C5	0.2826 (15)	0.7505 (9)	0.53913 (19)	0.0932 (19)
H5	0.398557	0.751716	0.519944	0.112*
C6	0.1649 (13)	0.8944 (7)	0.5483 (2)	0.084 (2)
C7	−0.0019 (15)	0.8945 (10)	0.5770 (3)	0.112 (3)
H7	−0.084855	0.992153	0.583272	0.135*
C8	−0.0434 (15)	0.7452 (9)	0.5965 (2)	0.113 (3)
H8	−0.149839	0.745846	0.617120	0.136*
C9	0.1914 (11)	0.3938 (7)	0.6701 (2)	0.0779 (18)
H9	0.292991	0.323549	0.656296	0.093*
C10	0.2308 (11)	0.4124 (6)	0.71138 (19)	0.0671 (15)
C11	0.4256 (12)	0.3396 (8)	0.7274 (3)	0.083 (2)
H11	0.529551	0.280840	0.711440	0.100*
C12	0.4736 (12)	0.3504 (8)	0.7669 (3)	0.083 (2)
H12	0.607953	0.299154	0.777088	0.099*
C13	0.3233 (12)	0.4364 (8)	0.7909 (2)	0.0732 (17)
C14	0.1213 (12)	0.5094 (8)	0.7750 (2)	0.080 (2)
H14	0.015617	0.565927	0.791160	0.096*
C15	0.0768 (11)	0.4989 (7)	0.7360 (2)	0.0722 (19)
H15	−0.057410	0.549886	0.725702	0.087*
C16	0.5553 (14)	0.3902 (13)	0.8476 (3)	0.137 (3)
H16A	0.549264	0.409011	0.875188	0.206*
H16B	0.693720	0.443191	0.837058	0.206*
H16C	0.561135	0.271122	0.842523	0.206*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Br1	0.2380 (12)	0.0887 (5)	0.1013 (7)	−0.0090 (8)	0.0088 (9)	0.0093 (4)
O1	0.098 (4)	0.097 (3)	0.094 (4)	−0.004 (3)	0.010 (3)	0.018 (3)
N1	0.091 (4)	0.079 (3)	0.084 (5)	0.011 (3)	0.020 (4)	−0.002 (3)
C1	0.084 (5)	0.070 (4)	0.099 (6)	0.018 (4)	0.016 (4)	−0.001 (4)
C2	0.101 (5)	0.115 (5)	0.114 (6)	−0.007 (6)	0.002 (6)	−0.007 (4)
C3	0.069 (4)	0.070 (4)	0.077 (5)	0.008 (4)	0.004 (4)	−0.010 (4)
C4	0.091 (4)	0.081 (4)	0.078 (4)	0.020 (5)	0.007 (5)	−0.004 (3)
C5	0.109 (5)	0.095 (5)	0.075 (4)	0.002 (5)	0.022 (5)	−0.005 (4)
C6	0.115 (6)	0.065 (4)	0.072 (5)	0.001 (4)	−0.013 (4)	−0.003 (3)
C7	0.135 (7)	0.081 (5)	0.121 (7)	0.038 (5)	0.036 (6)	−0.003 (5)
C8	0.119 (6)	0.089 (5)	0.132 (7)	0.025 (5)	0.047 (6)	0.007 (5)
C9	0.070 (4)	0.056 (3)	0.108 (6)	0.012 (4)	0.016 (4)	0.004 (3)
C10	0.060 (4)	0.047 (3)	0.094 (5)	0.006 (4)	0.025 (4)	0.007 (3)
C11	0.075 (5)	0.064 (4)	0.111 (7)	0.022 (3)	0.020 (5)	0.007 (4)
C12	0.066 (4)	0.066 (4)	0.117 (7)	0.012 (4)	0.009 (5)	0.020 (4)
C13	0.070 (4)	0.056 (4)	0.094 (6)	−0.005 (3)	0.010 (4)	0.016 (4)
C14	0.077 (5)	0.062 (4)	0.102 (7)	0.000 (4)	0.030 (5)	0.010 (4)
C15	0.057 (4)	0.060 (4)	0.099 (6)	0.001 (3)	0.013 (4)	0.012 (4)
C16	0.104 (6)	0.190 (9)	0.117 (8)	−0.001 (7)	0.002 (6)	0.047 (7)

Geometric parameters (Å, º)

Br1—C6	1.895 (6)	C7—H7	0.9300
O1—C13	1.363 (8)	C7—C8	1.379 (10)
O1—C16	1.413 (8)	C8—H8	0.9300
N1—C1	1.456 (8)	C9—H9	0.9300
N1—C9	1.265 (7)	C9—C10	1.444 (8)
C1—H1	0.9800	C10—C11	1.361 (9)
C1—C2	1.523 (9)	C10—C15	1.393 (8)
C1—C3	1.532 (9)	C11—H11	0.9300
C2—H2A	0.9600	C11—C12	1.387 (9)
C2—H2B	0.9600	C12—H12	0.9300
C2—H2C	0.9600	C12—C13	1.367 (9)
C3—C4	1.362 (8)	C13—C14	1.393 (8)
C3—C8	1.367 (8)	C14—H14	0.9300
C4—H4	0.9300	C14—C15	1.369 (8)
C4—C5	1.377 (8)	C15—H15	0.9300
C5—H5	0.9300	C16—H16A	0.9600
C5—C6	1.357 (9)	C16—H16B	0.9600
C6—C7	1.367 (9)	C16—H16C	0.9600
C13—O1—C16	117.7 (6)	C3—C8—H8	118.3
C9—N1—C1	118.1 (6)	C7—C8—H8	118.3
N1—C1—H1	108.7	N1—C9—H9	117.8
N1—C1—C2	109.2 (6)	N1—C9—C10	124.5 (6)
N1—C1—C3	109.9 (5)	C10—C9—H9	117.8
C2—C1—H1	108.7	C11—C10—C9	118.7 (6)
C2—C1—C3	111.5 (6)	C11—C10—C15	118.0 (7)
C3—C1—H1	108.7	C15—C10—C9	123.3 (6)
C1—C2—H2A	109.5	C10—C11—H11	119.0
C1—C2—H2B	109.5	C10—C11—C12	121.9 (6)
C1—C2—H2C	109.5	C12—C11—H11	119.0
H2A—C2—H2B	109.5	C11—C12—H12	120.0
H2A—C2—H2C	109.5	C13—C12—C11	120.0 (7)
H2B—C2—H2C	109.5	C13—C12—H12	120.0
C4—C3—C1	122.5 (6)	O1—C13—C12	126.0 (7)
C4—C3—C8	116.5 (6)	O1—C13—C14	115.2 (7)
C8—C3—C1	120.8 (6)	C12—C13—C14	118.8 (8)
C3—C4—H4	119.1	C13—C14—H14	119.7
C3—C4—C5	121.9 (6)	C15—C14—C13	120.7 (7)
C5—C4—H4	119.1	C15—C14—H14	119.7
C4—C5—H5	120.1	C10—C15—H15	119.7
C6—C5—C4	119.8 (7)	C14—C15—C10	120.6 (6)
C6—C5—H5	120.1	C14—C15—H15	119.7
C5—C6—Br1	119.8 (6)	O1—C16—H16A	109.5
C5—C6—C7	120.5 (6)	O1—C16—H16B	109.5
C7—C6—Br1	119.7 (6)	O1—C16—H16C	109.5
C6—C7—H7	121.1	H16A—C16—H16B	109.5
C6—C7—C8	117.9 (7)	H16A—C16—H16C	109.5
C8—C7—H7	121.1	H16B—C16—H16C	109.5
C3—C8—C7	123.3 (7)
Br1—C6—C7—C8	−177.3 (6)	C6—C7—C8—C3	−3.7 (13)
O1—C13—C14—C15	178.1 (6)	C8—C3—C4—C5	−1.6 (10)
N1—C1—C3—C4	126.6 (7)	C9—N1—C1—C2	123.7 (6)
N1—C1—C3—C8	−49.3 (9)	C9—N1—C1—C3	−113.7 (6)
N1—C9—C10—C11	−174.0 (6)	C9—C10—C11—C12	−179.2 (6)
N1—C9—C10—C15	7.2 (9)	C9—C10—C15—C14	178.7 (5)
C1—N1—C9—C10	−179.6 (6)	C10—C11—C12—C13	−0.1 (10)
C1—C3—C4—C5	−177.7 (7)	C11—C10—C15—C14	−0.1 (8)
C1—C3—C8—C7	−179.8 (8)	C11—C12—C13—O1	−178.6 (6)
C2—C1—C3—C4	−112.2 (7)	C11—C12—C13—C14	1.1 (9)
C2—C1—C3—C8	72.0 (9)	C12—C13—C14—C15	−1.6 (8)
C3—C4—C5—C6	−1.1 (11)	C13—C14—C15—C10	1.1 (9)
C4—C3—C8—C7	4.1 (12)	C15—C10—C11—C12	−0.4 (9)
C4—C5—C6—Br1	179.6 (5)	C16—O1—C13—C12	0.5 (9)
C4—C5—C6—C7	1.5 (11)	C16—O1—C13—C14	−179.2 (6)
C5—C6—C7—C8	0.8 (12)

Dichloridobis{(S)-(+)-1-(4-bromophenyl)-N-[(4-methoxyphenyl)methylidene]ethylamine-κN}palladium(II) (II)

Crystal data

[PdCl2(C16H16BrNO)2]	F(000) = 1616
Mr = 813.71	Dx = 1.677 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 9.0493 (4) Å	Cell parameters from 5092 reflections
b = 25.1365 (8) Å	θ = 1.6–25.9°
c = 14.1725 (7) Å	µ = 3.25 mm^−1
β = 90.185 (4)°	T = 293 K
V = 3223.8 (2) Å^3	Prism, clear orange
Z = 4	0.58 × 0.14 × 0.11 mm

Data collection

Rigaku Xcalibur Atlas Gemini diffractometer	8864 reflections with I > 2σ(I)
Detector resolution: 10.5564 pixels mm^-1	Rint = 0.047
ω scans	θmax = 26.4°, θmin = 1.6°
Absorption correction: analytical (CrysAlis PRO; Rigaku OD, 2015)	h = −11→11
Tmin = 0.406, Tmax = 0.755	k = −31→31
21980 measured reflections	l = −17→17
12072 independent reflections

Refinement

Refinement on F^2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H-atom parameters constrained
R[F^2 > 2σ(F^2)] = 0.047	w = 1/[σ^2(Fo^2) + (0.0407P)^2] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 0.107	(Δ/σ)max < 0.001
S = 1.02	Δρmax = 0.78 e Å^−3
12072 reflections	Δρmin = −0.64 e Å^−3
767 parameters	Absolute structure: Flack x determined using 2945 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
41 restraints	Absolute structure parameter: 0.005 (7)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Pd1	0.21529 (6)	0.74835 (4)	0.54298 (4)	0.04229 (16)
Br1	0.09895 (17)	0.47281 (6)	0.41034 (13)	0.1115 (5)
Br2	0.19435 (18)	0.97812 (7)	0.95910 (13)	0.1193 (6)
Cl1	0.4129 (2)	0.79352 (12)	0.60901 (19)	0.0622 (7)
Cl2	0.0102 (3)	0.70667 (11)	0.48069 (19)	0.0629 (7)
O1	−0.0318 (10)	0.9452 (3)	0.2847 (6)	0.093 (3)
O2	0.4183 (10)	0.5627 (3)	0.8521 (6)	0.094 (3)
N1	0.3261 (7)	0.7338 (3)	0.4206 (5)	0.0471 (19)
N2	0.0996 (7)	0.7663 (3)	0.6598 (5)	0.0427 (17)
C1	0.4276 (9)	0.6881 (4)	0.4111 (6)	0.050 (2)
H1	0.470334	0.690204	0.347706	0.060*
C2	0.5557 (10)	0.6938 (5)	0.4812 (8)	0.068 (3)
H2A	0.606080	0.726801	0.470159	0.103*
H2B	0.623367	0.664767	0.473054	0.103*
H2C	0.517813	0.693354	0.544407	0.103*
C3	0.3457 (11)	0.6355 (4)	0.4169 (7)	0.054 (2)
C4	0.3561 (12)	0.6007 (4)	0.4896 (8)	0.063 (3)
H4	0.415864	0.609578	0.540705	0.075*
C5	0.2824 (13)	0.5528 (5)	0.4914 (9)	0.073 (3)
H5	0.289488	0.530240	0.543269	0.088*
C6	0.1984 (12)	0.5394 (5)	0.4147 (9)	0.072 (3)
C7	0.1832 (14)	0.5725 (5)	0.3393 (9)	0.081 (4)
H7	0.124321	0.563028	0.288140	0.098*
C8	0.2588 (13)	0.6214 (5)	0.3407 (8)	0.072 (3)
H8	0.250107	0.644461	0.289687	0.087*
C9	0.2962 (10)	0.7597 (4)	0.3434 (7)	0.059 (3)
H9	0.335659	0.745504	0.288318	0.070*
C10	0.2097 (11)	0.8076 (4)	0.3320 (7)	0.051 (2)
C11	0.1418 (11)	0.8157 (4)	0.2428 (7)	0.059 (3)
H11	0.152394	0.790139	0.195824	0.071*
C12	0.0614 (12)	0.8605 (5)	0.2249 (8)	0.071 (3)
H12	0.016891	0.865327	0.166251	0.085*
C13	0.0465 (12)	0.8986 (5)	0.2946 (9)	0.069 (3)
C14	0.1144 (13)	0.8916 (5)	0.3833 (8)	0.071 (3)
H14	0.104445	0.917200	0.430218	0.086*
C15	0.1945 (11)	0.8469 (4)	0.3988 (7)	0.054 (2)
H15	0.241141	0.842639	0.456846	0.065*
C16	−0.1024 (16)	0.9544 (6)	0.1980 (11)	0.110 (5)
H16A	−0.030042	0.955783	0.148680	0.165*
H16B	−0.154563	0.987657	0.200558	0.165*
H16C	−0.171069	0.926165	0.185370	0.165*
C17	0.0079 (10)	0.8169 (4)	0.6530 (7)	0.058 (3)
H17	0.034250	0.833641	0.592965	0.070*
C18	−0.1537 (10)	0.8028 (5)	0.6457 (8)	0.074 (3)
H18A	−0.169043	0.779769	0.592623	0.110*
H18B	−0.210696	0.834724	0.637570	0.110*
H18C	−0.184220	0.785068	0.702379	0.110*
C19	0.0469 (10)	0.8564 (4)	0.7287 (7)	0.049 (2)
C20	0.1672 (12)	0.8902 (4)	0.7152 (9)	0.069 (3)
H20	0.220125	0.887756	0.659225	0.083*
C21	0.2101 (12)	0.9268 (5)	0.7808 (11)	0.081 (4)
H21	0.288662	0.949786	0.769438	0.097*
C22	0.1322 (12)	0.9286 (4)	0.8657 (10)	0.070 (3)
C23	0.0178 (12)	0.8958 (4)	0.8815 (8)	0.063 (3)
H23	−0.032726	0.897471	0.938525	0.076*
C24	−0.0250 (10)	0.8598 (4)	0.8136 (7)	0.053 (2)
H24	−0.104233	0.837216	0.825549	0.064*
C25	0.1001 (9)	0.7427 (4)	0.7395 (7)	0.053 (2)
H25	0.044226	0.758511	0.786852	0.064*
C26	0.1787 (10)	0.6935 (4)	0.7656 (7)	0.049 (2)
C27	0.2082 (14)	0.6864 (4)	0.8601 (7)	0.070 (3)
H27	0.174250	0.711656	0.902884	0.084*
C28	0.2851 (15)	0.6439 (4)	0.8932 (8)	0.080 (4)
H28	0.304717	0.640378	0.957325	0.096*
C29	0.3335 (14)	0.6059 (4)	0.8303 (9)	0.071 (3)
C30	0.2992 (12)	0.6120 (4)	0.7360 (8)	0.067 (3)
H30	0.328008	0.585832	0.693520	0.081*
C31	0.2246 (12)	0.6551 (4)	0.7034 (7)	0.063 (3)
H31	0.204690	0.658603	0.639247	0.075*
C32	0.5031 (17)	0.5654 (6)	0.9352 (11)	0.119 (6)
H32A	0.572788	0.594058	0.930347	0.178*
H32B	0.555243	0.532487	0.943898	0.178*
H32C	0.439284	0.571471	0.988073	0.178*
Pd2	0.36904 (7)	0.24913 (4)	0.94152 (4)	0.04789 (17)
C38	0.3235 (14)	0.0471 (4)	0.6439 (9)	0.070 (3)
Br3	0.364 (2)	−0.0085 (7)	0.5546 (13)	0.094 (3)	0.65 (7)
Br3A	0.399 (4)	−0.0128 (10)	0.581 (3)	0.091 (5)	0.35 (7)
C54	0.3172 (16)	0.4618 (6)	1.0946 (14)	0.099 (4)
Br4	0.2073 (11)	0.5275 (4)	1.0914 (13)	0.134 (2)	0.69 (5)
Br4A	0.203 (2)	0.5183 (11)	1.130 (3)	0.132 (6)	0.31 (5)
Cl3	0.1586 (3)	0.29551 (13)	0.9790 (2)	0.0800 (9)
Cl4	0.5751 (3)	0.20070 (11)	0.89587 (18)	0.0588 (6)
O3	0.4512 (10)	0.4464 (3)	0.6263 (7)	0.093 (3)
O4	0.0781 (9)	0.0768 (4)	1.2618 (6)	0.086 (2)
N3	0.2690 (8)	0.2233 (3)	0.8213 (5)	0.0495 (19)
N4	0.4625 (8)	0.2695 (3)	1.0676 (6)	0.058 (2)
C33	0.1983 (11)	0.1700 (4)	0.8354 (7)	0.054 (2)
H33	0.234599	0.157492	0.896734	0.065*
C34	0.0316 (13)	0.1763 (5)	0.8474 (9)	0.090 (4)
H34A	0.012194	0.202178	0.895683	0.134*
H34B	−0.010751	0.142790	0.865200	0.134*
H34C	−0.011382	0.187987	0.788979	0.134*
C35	0.2435 (12)	0.1276 (4)	0.7657 (8)	0.057 (3)
C36	0.3656 (14)	0.0969 (5)	0.7829 (9)	0.077 (4)
H36	0.423600	0.103915	0.835754	0.093*
C37	0.4041 (13)	0.0560 (5)	0.7240 (11)	0.083 (4)
H37	0.484591	0.034502	0.738515	0.100*
C39	0.2048 (14)	0.0783 (5)	0.6222 (8)	0.072 (3)
H39	0.150985	0.072329	0.567200	0.086*
C40	0.1650 (12)	0.1194 (4)	0.6836 (7)	0.059 (3)
H40	0.085305	0.141248	0.668938	0.071*
C41	0.2517 (9)	0.2467 (5)	0.7425 (6)	0.050 (2)
H41	0.196859	0.228664	0.696975	0.060*
C42	0.3082 (10)	0.2979 (4)	0.7165 (7)	0.051 (2)
C43	0.2573 (14)	0.3213 (5)	0.6329 (8)	0.075 (3)
H43	0.188026	0.303556	0.595889	0.090*
C44	0.3088 (16)	0.3701 (5)	0.6051 (9)	0.090 (4)
H44	0.272499	0.385059	0.549715	0.109*
C45	0.4136 (13)	0.3978 (4)	0.6574 (9)	0.069 (3)
C46	0.4674 (14)	0.3742 (5)	0.7344 (9)	0.073 (3)
H46	0.540281	0.391532	0.769118	0.088*
C47	0.4187 (12)	0.3247 (4)	0.7647 (7)	0.062 (3)
H47	0.460799	0.309421	0.818160	0.074*
C48	0.5476 (16)	0.4773 (5)	0.6831 (11)	0.108 (5)
H48A	0.567372	0.510527	0.652120	0.161*
H48B	0.638560	0.458402	0.692543	0.161*
H48C	0.502028	0.484005	0.742990	0.161*
C49	0.5645 (12)	0.3178 (5)	1.0708 (7)	0.068 (3)
H49	0.619881	0.314689	1.130119	0.082*
C50	0.6791 (12)	0.3173 (5)	0.9939 (9)	0.077 (3)
H50A	0.732134	0.284266	0.995645	0.116*
H50B	0.746732	0.346263	1.003245	0.116*
H50C	0.631238	0.321110	0.933674	0.116*
C51	0.4751 (13)	0.3688 (5)	1.0794 (9)	0.071 (3)
C52	0.4375 (15)	0.3966 (5)	0.9995 (9)	0.081 (4)
H52	0.467196	0.384442	0.940517	0.097*
C53	0.3548 (15)	0.4430 (5)	1.0071 (11)	0.098 (4)
H53	0.325218	0.461207	0.953137	0.118*
C55	0.3551 (14)	0.4339 (6)	1.1724 (11)	0.092 (4)
H55	0.327605	0.446187	1.231727	0.111*
C56	0.4335 (13)	0.3877 (6)	1.1645 (9)	0.080 (4)
H56	0.458719	0.368964	1.218778	0.096*
C57	0.4383 (10)	0.2452 (5)	1.1466 (7)	0.062 (2)
H57	0.492908	0.258046	1.197414	0.074*
C58	0.3422 (11)	0.2022 (4)	1.1687 (7)	0.057 (3)
C59	0.3483 (14)	0.1851 (5)	1.2587 (8)	0.079 (3)
H59	0.415497	0.201436	1.299165	0.094*
C60	0.2608 (14)	0.1445 (5)	1.2953 (8)	0.079 (4)
H60	0.264955	0.135815	1.359010	0.095*
C61	0.1697 (12)	0.1182 (5)	1.2361 (9)	0.067 (3)
C62	0.1586 (14)	0.1357 (6)	1.1431 (9)	0.090 (4)
H62	0.092217	0.119069	1.102435	0.108*
C63	0.2427 (13)	0.1765 (5)	1.1105 (8)	0.082 (4)
H63	0.233130	0.187232	1.047992	0.098*
C64	0.0669 (15)	0.0636 (5)	1.3598 (9)	0.093 (4)
H64A	−0.004106	0.035613	1.367701	0.139*
H64B	0.035858	0.094382	1.394607	0.139*
H64C	0.161470	0.051983	1.382718	0.139*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Pd1	0.0440 (3)	0.0451 (3)	0.0377 (3)	−0.0002 (4)	0.0003 (3)	−0.0001 (4)
Br1	0.1098 (10)	0.0669 (8)	0.1580 (16)	−0.0210 (8)	0.0133 (10)	−0.0088 (9)
Br2	0.1224 (11)	0.0931 (11)	0.1420 (15)	−0.0070 (10)	−0.0413 (10)	−0.0405 (11)
Cl1	0.0490 (12)	0.0727 (17)	0.0649 (17)	−0.0041 (13)	−0.0059 (12)	−0.0156 (14)
Cl2	0.0557 (13)	0.0712 (17)	0.0616 (16)	−0.0095 (13)	−0.0043 (12)	−0.0152 (14)
O1	0.118 (6)	0.071 (5)	0.088 (7)	0.017 (5)	−0.018 (5)	0.017 (5)
O2	0.139 (7)	0.071 (5)	0.070 (6)	0.027 (6)	−0.031 (5)	0.003 (5)
N1	0.041 (3)	0.051 (5)	0.049 (4)	−0.003 (3)	0.007 (3)	−0.006 (4)
N2	0.046 (4)	0.051 (4)	0.031 (4)	−0.001 (3)	0.008 (3)	0.002 (3)
C1	0.046 (5)	0.061 (6)	0.043 (5)	0.002 (5)	0.013 (4)	−0.007 (5)
C2	0.053 (5)	0.083 (8)	0.069 (7)	0.000 (6)	−0.002 (5)	−0.009 (6)
C3	0.061 (6)	0.050 (6)	0.051 (6)	0.006 (5)	−0.001 (5)	−0.008 (5)
C4	0.070 (7)	0.065 (7)	0.053 (7)	0.007 (6)	0.002 (5)	−0.006 (6)
C5	0.088 (8)	0.061 (7)	0.070 (8)	−0.005 (6)	0.016 (7)	0.010 (6)
C6	0.071 (7)	0.061 (7)	0.084 (9)	−0.003 (6)	0.009 (6)	0.000 (7)
C7	0.097 (9)	0.074 (8)	0.073 (9)	−0.006 (7)	−0.017 (7)	−0.011 (7)
C8	0.090 (8)	0.061 (7)	0.066 (8)	0.011 (7)	−0.022 (7)	0.007 (6)
C9	0.070 (6)	0.065 (8)	0.041 (5)	−0.017 (6)	−0.003 (4)	−0.006 (5)
C10	0.065 (6)	0.047 (5)	0.042 (5)	−0.007 (5)	0.006 (5)	0.003 (5)
C11	0.085 (7)	0.058 (6)	0.035 (6)	−0.009 (6)	−0.001 (5)	0.002 (5)
C12	0.084 (8)	0.063 (7)	0.066 (8)	−0.007 (6)	−0.022 (6)	0.018 (6)
C13	0.075 (7)	0.055 (7)	0.077 (9)	−0.003 (6)	0.000 (6)	0.015 (6)
C14	0.103 (9)	0.053 (6)	0.058 (7)	−0.007 (7)	−0.016 (7)	0.007 (6)
C15	0.065 (6)	0.055 (6)	0.042 (6)	−0.009 (5)	−0.005 (5)	−0.008 (5)
C16	0.107 (10)	0.100 (11)	0.123 (13)	0.018 (9)	−0.027 (9)	0.031 (10)
C17	0.061 (6)	0.058 (6)	0.055 (6)	0.010 (5)	0.009 (5)	0.019 (5)
C18	0.055 (6)	0.084 (8)	0.082 (8)	0.012 (6)	−0.016 (6)	−0.011 (7)
C19	0.046 (5)	0.040 (5)	0.062 (7)	0.011 (4)	0.003 (5)	0.005 (5)
C20	0.066 (7)	0.056 (7)	0.084 (9)	−0.005 (6)	0.023 (6)	0.001 (6)
C21	0.058 (7)	0.052 (7)	0.134 (13)	0.000 (6)	−0.001 (8)	0.000 (8)
C22	0.059 (6)	0.056 (7)	0.094 (10)	0.010 (6)	−0.008 (7)	−0.021 (6)
C23	0.068 (6)	0.065 (7)	0.058 (7)	−0.005 (6)	0.002 (5)	−0.008 (6)
C24	0.047 (5)	0.051 (6)	0.063 (7)	0.000 (5)	0.018 (5)	−0.003 (5)
C25	0.059 (5)	0.042 (5)	0.060 (6)	−0.001 (5)	0.007 (4)	0.002 (5)
C26	0.062 (5)	0.040 (5)	0.046 (6)	−0.002 (5)	0.008 (5)	−0.001 (5)
C27	0.124 (9)	0.049 (6)	0.038 (6)	0.007 (7)	−0.012 (6)	−0.005 (5)
C28	0.139 (11)	0.054 (7)	0.048 (7)	−0.010 (7)	−0.019 (7)	0.000 (6)
C29	0.103 (9)	0.040 (6)	0.068 (8)	−0.003 (6)	−0.020 (7)	0.011 (6)
C30	0.085 (8)	0.057 (6)	0.059 (7)	0.021 (6)	−0.002 (6)	0.002 (6)
C31	0.097 (8)	0.046 (6)	0.045 (6)	0.011 (6)	−0.003 (6)	0.002 (5)
C32	0.128 (12)	0.089 (10)	0.137 (14)	0.009 (10)	−0.068 (11)	0.021 (10)
Pd2	0.0542 (3)	0.0495 (4)	0.0399 (3)	−0.0004 (4)	−0.0015 (3)	−0.0035 (4)
C38	0.085 (7)	0.048 (5)	0.077 (8)	−0.022 (6)	0.036 (6)	−0.008 (5)
Br3	0.108 (5)	0.076 (4)	0.099 (5)	−0.023 (3)	0.032 (4)	−0.033 (3)
Br3A	0.099 (8)	0.064 (3)	0.110 (11)	−0.016 (5)	0.048 (7)	−0.017 (6)
C54	0.098 (9)	0.074 (7)	0.127 (11)	−0.005 (6)	0.007 (8)	−0.024 (8)
Br4	0.137 (3)	0.109 (3)	0.156 (6)	0.035 (3)	0.044 (4)	0.000 (4)
Br4A	0.138 (6)	0.094 (7)	0.163 (14)	−0.006 (6)	0.055 (8)	−0.052 (8)
Cl3	0.0710 (16)	0.086 (2)	0.083 (2)	0.0181 (16)	−0.0006 (15)	−0.0281 (18)
Cl4	0.0606 (14)	0.0630 (15)	0.0529 (15)	0.0079 (13)	−0.0024 (12)	−0.0008 (13)
O3	0.117 (7)	0.064 (5)	0.098 (7)	−0.010 (5)	0.005 (5)	0.028 (5)
O4	0.094 (6)	0.091 (6)	0.073 (6)	−0.019 (5)	0.008 (5)	0.012 (5)
N3	0.057 (4)	0.046 (4)	0.046 (5)	0.001 (4)	−0.006 (4)	−0.004 (4)
N4	0.055 (4)	0.063 (5)	0.054 (5)	−0.010 (4)	−0.010 (4)	−0.007 (4)
C33	0.067 (6)	0.055 (6)	0.040 (5)	−0.005 (5)	0.001 (5)	0.002 (5)
C34	0.098 (9)	0.079 (8)	0.092 (10)	−0.032 (8)	0.034 (8)	−0.032 (8)
C35	0.069 (6)	0.042 (5)	0.060 (7)	−0.014 (5)	−0.009 (5)	0.000 (5)
C36	0.085 (8)	0.053 (6)	0.093 (10)	−0.001 (7)	−0.018 (7)	−0.009 (7)
C37	0.060 (7)	0.052 (7)	0.137 (13)	−0.007 (6)	0.012 (8)	−0.012 (8)
C39	0.103 (9)	0.059 (7)	0.054 (7)	−0.016 (7)	−0.005 (6)	0.003 (6)
C40	0.072 (7)	0.062 (6)	0.043 (6)	0.003 (6)	−0.014 (5)	0.004 (5)
C41	0.054 (4)	0.049 (5)	0.047 (5)	0.006 (6)	−0.009 (4)	−0.004 (6)
C42	0.062 (6)	0.047 (5)	0.044 (6)	0.011 (5)	0.000 (5)	0.005 (5)
C43	0.100 (9)	0.075 (8)	0.050 (7)	−0.003 (7)	−0.005 (6)	0.011 (6)
C44	0.129 (11)	0.074 (8)	0.068 (8)	−0.011 (8)	−0.030 (8)	0.038 (7)
C45	0.078 (7)	0.050 (6)	0.079 (9)	0.003 (6)	0.010 (6)	0.015 (6)
C46	0.094 (8)	0.058 (7)	0.068 (8)	−0.016 (6)	0.006 (7)	0.000 (6)
C47	0.080 (7)	0.057 (6)	0.048 (6)	−0.007 (6)	−0.006 (5)	0.005 (5)
C48	0.127 (11)	0.054 (7)	0.142 (14)	−0.014 (8)	0.026 (10)	0.001 (9)
C49	0.075 (7)	0.080 (8)	0.049 (6)	−0.028 (6)	−0.006 (6)	−0.002 (6)
C50	0.065 (6)	0.074 (8)	0.093 (9)	−0.013 (6)	−0.012 (6)	−0.006 (7)
C51	0.078 (7)	0.065 (7)	0.071 (9)	−0.021 (6)	0.003 (7)	−0.021 (7)
C52	0.125 (10)	0.067 (7)	0.052 (7)	0.000 (8)	0.005 (7)	−0.017 (6)
C53	0.111 (10)	0.074 (9)	0.109 (12)	−0.007 (8)	−0.015 (9)	−0.038 (9)
C55	0.077 (8)	0.096 (11)	0.104 (12)	−0.032 (8)	0.040 (8)	−0.030 (10)
C56	0.076 (8)	0.098 (10)	0.065 (8)	−0.032 (8)	0.001 (6)	−0.014 (8)
C57	0.070 (6)	0.068 (6)	0.047 (5)	0.007 (7)	−0.016 (5)	−0.010 (7)
C58	0.057 (5)	0.063 (6)	0.052 (6)	−0.001 (5)	−0.008 (5)	0.002 (5)
C59	0.104 (9)	0.080 (8)	0.052 (7)	−0.017 (8)	−0.018 (7)	0.009 (7)
C60	0.117 (10)	0.079 (8)	0.040 (6)	−0.010 (8)	−0.006 (7)	0.016 (6)
C61	0.065 (7)	0.071 (7)	0.066 (8)	0.003 (6)	−0.006 (6)	0.003 (6)
C62	0.090 (9)	0.122 (12)	0.057 (8)	−0.031 (9)	−0.009 (7)	−0.010 (8)
C63	0.098 (9)	0.104 (10)	0.044 (6)	−0.032 (8)	−0.008 (6)	−0.002 (7)
C64	0.114 (10)	0.084 (9)	0.080 (9)	−0.001 (8)	−0.006 (8)	0.018 (8)

Geometric parameters (Å, º)

Pd1—Cl1	2.313 (2)	Pd2—Cl4	2.321 (3)
Pd1—Cl2	2.305 (2)	Pd2—N3	2.034 (7)
Pd1—N1	2.040 (7)	Pd2—N4	2.040 (8)
Pd1—N2	2.013 (7)	C38—Br3	1.921 (17)
Br1—C6	1.902 (12)	C38—Br3A	1.88 (3)
Br2—C22	1.900 (11)	C38—C37	1.367 (17)
O1—C13	1.376 (13)	C38—C39	1.364 (16)
O1—C16	1.403 (14)	C54—Br4	1.929 (17)
O2—C29	1.365 (13)	C54—Br4A	1.83 (2)
O2—C32	1.405 (14)	C54—C53	1.37 (2)
N1—C1	1.477 (11)	C54—C55	1.35 (2)
N1—C9	1.301 (11)	O3—C45	1.342 (13)
N2—C17	1.521 (11)	O3—C48	1.417 (15)
N2—C25	1.276 (11)	O4—C61	1.380 (14)
C1—H1	0.9800	O4—C64	1.431 (14)
C1—C2	1.531 (12)	N3—C33	1.498 (12)
C1—C3	1.519 (13)	N3—C41	1.271 (11)
C2—H2A	0.9600	N4—C49	1.526 (12)
C2—H2B	0.9600	N4—C57	1.294 (12)
C2—H2C	0.9600	C33—H33	0.9800
C3—C4	1.355 (14)	C33—C34	1.527 (14)
C3—C8	1.380 (14)	C33—C35	1.510 (14)
C4—H4	0.9300	C34—H34A	0.9600
C4—C5	1.377 (15)	C34—H34B	0.9600
C5—H5	0.9300	C34—H34C	0.9600
C5—C6	1.367 (16)	C35—C36	1.370 (15)
C6—C7	1.360 (16)	C35—C40	1.376 (13)
C7—H7	0.9300	C36—H36	0.9300
C7—C8	1.406 (16)	C36—C37	1.369 (16)
C8—H8	0.9300	C37—H37	0.9300
C9—H9	0.9300	C39—H39	0.9300
C9—C10	1.445 (13)	C39—C40	1.399 (15)
C10—C11	1.419 (13)	C40—H40	0.9300
C10—C15	1.376 (13)	C41—H41	0.9300
C11—H11	0.9300	C41—C42	1.434 (14)
C11—C12	1.364 (14)	C42—C43	1.399 (13)
C12—H12	0.9300	C42—C47	1.385 (13)
C12—C13	1.383 (16)	C43—H43	0.9300
C13—C14	1.408 (15)	C43—C44	1.370 (16)
C14—H14	0.9300	C44—H44	0.9300
C14—C15	1.355 (14)	C44—C45	1.389 (17)
C15—H15	0.9300	C45—C46	1.333 (16)
C16—H16A	0.9600	C46—H46	0.9300
C16—H16B	0.9600	C46—C47	1.388 (15)
C16—H16C	0.9600	C47—H47	0.9300
C17—H17	0.9800	C48—H48A	0.9600
C17—C18	1.508 (13)	C48—H48B	0.9600
C17—C19	1.502 (14)	C48—H48C	0.9600
C18—H18A	0.9600	C49—H49	0.9800
C18—H18B	0.9600	C49—C50	1.507 (15)
C18—H18C	0.9600	C49—C51	1.520 (16)
C19—C20	1.396 (14)	C50—H50A	0.9600
C19—C24	1.372 (13)	C50—H50B	0.9600
C20—H20	0.9300	C50—H50C	0.9600
C20—C21	1.363 (17)	C51—C52	1.374 (16)
C21—H21	0.9300	C51—C56	1.352 (16)
C21—C22	1.398 (17)	C52—H52	0.9300
C22—C23	1.343 (15)	C52—C53	1.390 (17)
C23—H23	0.9300	C53—H53	0.9300
C23—C24	1.377 (14)	C55—H55	0.9300
C24—H24	0.9300	C55—C56	1.364 (18)
C25—H25	0.9300	C56—H56	0.9300
C25—C26	1.473 (13)	C57—H57	0.9300
C26—C27	1.376 (13)	C57—C58	1.424 (15)
C26—C31	1.374 (13)	C58—C59	1.348 (14)
C27—H27	0.9300	C58—C63	1.380 (14)
C27—C28	1.359 (15)	C59—H59	0.9300
C28—H28	0.9300	C59—C60	1.392 (16)
C28—C29	1.378 (16)	C60—H60	0.9300
C29—C30	1.380 (15)	C60—C61	1.348 (15)
C30—H30	0.9300	C61—C62	1.392 (16)
C30—C31	1.356 (13)	C62—H62	0.9300
C31—H31	0.9300	C62—C63	1.359 (16)
C32—H32A	0.9600	C63—H63	0.9300
C32—H32B	0.9600	C64—H64A	0.9600
C32—H32C	0.9600	C64—H64B	0.9600
Pd2—Cl3	2.297 (3)	C64—H64C	0.9600
Cl2—Pd1—Cl1	176.95 (10)	N3—Pd2—Cl4	87.4 (2)
N1—Pd1—Cl1	92.88 (19)	N3—Pd2—N4	175.2 (3)
N1—Pd1—Cl2	89.5 (2)	N4—Pd2—Cl3	90.6 (2)
N2—Pd1—Cl1	87.7 (2)	N4—Pd2—Cl4	92.6 (2)
N2—Pd1—Cl2	89.8 (2)	C37—C38—Br3	124.4 (13)
N2—Pd1—N1	176.5 (3)	C37—C38—Br3A	109.4 (19)
C13—O1—C16	117.6 (11)	C39—C38—Br3	114.9 (13)
C29—O2—C32	117.2 (10)	C39—C38—Br3A	129.9 (19)
C1—N1—Pd1	121.7 (6)	C39—C38—C37	120.7 (11)
C9—N1—Pd1	121.6 (7)	C53—C54—Br4	113.8 (15)
C9—N1—C1	116.1 (8)	C53—C54—Br4A	131 (2)
C17—N2—Pd1	114.9 (6)	C55—C54—Br4	126.4 (15)
C25—N2—Pd1	128.6 (6)	C55—C54—Br4A	109 (2)
C25—N2—C17	116.4 (8)	C55—C54—C53	119.8 (14)
N1—C1—H1	106.9	C45—O3—C48	118.0 (10)
N1—C1—C2	109.8 (8)	C61—O4—C64	118.4 (10)
N1—C1—C3	111.6 (7)	C33—N3—Pd2	111.3 (6)
C2—C1—H1	106.9	C41—N3—Pd2	129.9 (7)
C3—C1—H1	106.9	C41—N3—C33	118.6 (8)
C3—C1—C2	114.5 (9)	C49—N4—Pd2	118.4 (6)
C1—C2—H2A	109.5	C57—N4—Pd2	124.6 (7)
C1—C2—H2B	109.5	C57—N4—C49	117.0 (8)
C1—C2—H2C	109.5	N3—C33—H33	105.3
H2A—C2—H2B	109.5	N3—C33—C34	110.1 (9)
H2A—C2—H2C	109.5	N3—C33—C35	115.3 (8)
H2B—C2—H2C	109.5	C34—C33—H33	105.3
C4—C3—C1	124.8 (9)	C35—C33—H33	105.3
C4—C3—C8	117.8 (10)	C35—C33—C34	114.6 (9)
C8—C3—C1	117.3 (10)	C33—C34—H34A	109.5
C3—C4—H4	118.4	C33—C34—H34B	109.5
C3—C4—C5	123.1 (11)	C33—C34—H34C	109.5
C5—C4—H4	118.4	H34A—C34—H34B	109.5
C4—C5—H5	121.0	H34A—C34—H34C	109.5
C6—C5—C4	117.9 (11)	H34B—C34—H34C	109.5
C6—C5—H5	121.0	C36—C35—C33	120.1 (10)
C5—C6—Br1	120.3 (10)	C36—C35—C40	118.7 (11)
C7—C6—Br1	117.8 (10)	C40—C35—C33	121.3 (10)
C7—C6—C5	121.9 (11)	C35—C36—H36	119.3
C6—C7—H7	120.8	C37—C36—C35	121.4 (12)
C6—C7—C8	118.4 (11)	C37—C36—H36	119.3
C8—C7—H7	120.8	C38—C37—C36	119.6 (12)
C3—C8—C7	120.7 (11)	C38—C37—H37	120.2
C3—C8—H8	119.6	C36—C37—H37	120.2
C7—C8—H8	119.6	C38—C39—H39	120.4
N1—C9—H9	115.8	C38—C39—C40	119.2 (11)
N1—C9—C10	128.4 (9)	C40—C39—H39	120.4
C10—C9—H9	115.8	C35—C40—C39	120.3 (10)
C11—C10—C9	116.9 (9)	C35—C40—H40	119.9
C15—C10—C9	125.3 (9)	C39—C40—H40	119.9
C15—C10—C11	117.7 (9)	N3—C41—H41	116.6
C10—C11—H11	119.5	N3—C41—C42	126.7 (9)
C12—C11—C10	120.9 (10)	C42—C41—H41	116.6
C12—C11—H11	119.5	C43—C42—C41	118.6 (9)
C11—C12—H12	120.3	C47—C42—C41	124.6 (9)
C11—C12—C13	119.5 (10)	C47—C42—C43	116.7 (10)
C13—C12—H12	120.3	C42—C43—H43	119.7
O1—C13—C12	124.7 (11)	C44—C43—C42	120.5 (12)
O1—C13—C14	114.7 (11)	C44—C43—H43	119.7
C12—C13—C14	120.6 (11)	C43—C44—H44	119.1
C13—C14—H14	120.7	C43—C44—C45	121.9 (11)
C15—C14—C13	118.6 (11)	C45—C44—H44	119.1
C15—C14—H14	120.7	O3—C45—C44	117.0 (11)
C10—C15—H15	118.7	C46—C45—O3	125.6 (12)
C14—C15—C10	122.6 (9)	C46—C45—C44	117.4 (11)
C14—C15—H15	118.7	C45—C46—H46	118.8
O1—C16—H16A	109.5	C45—C46—C47	122.5 (12)
O1—C16—H16B	109.5	C47—C46—H46	118.8
O1—C16—H16C	109.5	C42—C47—C46	120.8 (10)
H16A—C16—H16B	109.5	C42—C47—H47	119.6
H16A—C16—H16C	109.5	C46—C47—H47	119.6
H16B—C16—H16C	109.5	O3—C48—H48A	109.5
N2—C17—H17	106.2	O3—C48—H48B	109.5
C18—C17—N2	109.7 (8)	O3—C48—H48C	109.5
C18—C17—H17	106.2	H48A—C48—H48B	109.5
C19—C17—N2	112.4 (7)	H48A—C48—H48C	109.5
C19—C17—H17	106.2	H48B—C48—H48C	109.5
C19—C17—C18	115.4 (9)	N4—C49—H49	105.6
C17—C18—H18A	109.5	C50—C49—N4	112.9 (9)
C17—C18—H18B	109.5	C50—C49—H49	105.6
C17—C18—H18C	109.5	C50—C49—C51	115.6 (10)
H18A—C18—H18B	109.5	C51—C49—N4	110.5 (8)
H18A—C18—H18C	109.5	C51—C49—H49	105.6
H18B—C18—H18C	109.5	C49—C50—H50A	109.5
C20—C19—C17	119.1 (10)	C49—C50—H50B	109.5
C24—C19—C17	123.8 (9)	C49—C50—H50C	109.5
C24—C19—C20	117.0 (10)	H50A—C50—H50B	109.5
C19—C20—H20	118.7	H50A—C50—H50C	109.5
C21—C20—C19	122.6 (12)	H50B—C50—H50C	109.5
C21—C20—H20	118.7	C52—C51—C49	119.5 (11)
C20—C21—H21	121.1	C56—C51—C49	121.3 (13)
C20—C21—C22	117.8 (11)	C56—C51—C52	119.2 (13)
C22—C21—H21	121.1	C51—C52—H52	120.2
C21—C22—Br2	118.2 (9)	C51—C52—C53	119.7 (13)
C23—C22—Br2	120.8 (10)	C53—C52—H52	120.2
C23—C22—C21	121.0 (11)	C54—C53—C52	119.6 (15)
C22—C23—H23	119.9	C54—C53—H53	120.2
C22—C23—C24	120.2 (11)	C52—C53—H53	120.2
C24—C23—H23	119.9	C54—C55—H55	119.8
C19—C24—C23	121.4 (10)	C54—C55—C56	120.3 (15)
C19—C24—H24	119.3	C56—C55—H55	119.8
C23—C24—H24	119.3	C51—C56—C55	121.3 (14)
N2—C25—H25	116.1	C51—C56—H56	119.3
N2—C25—C26	127.8 (9)	C55—C56—H56	119.3
C26—C25—H25	116.1	N4—C57—H57	114.6
C27—C26—C25	116.4 (9)	N4—C57—C58	130.9 (9)
C31—C26—C25	125.2 (9)	C58—C57—H57	114.6
C31—C26—C27	118.4 (9)	C59—C58—C57	115.3 (9)
C26—C27—H27	118.8	C59—C58—C63	116.2 (11)
C28—C27—C26	122.3 (10)	C63—C58—C57	128.5 (10)
C28—C27—H27	118.8	C58—C59—H59	117.8
C27—C28—H28	120.5	C58—C59—C60	124.4 (11)
C27—C28—C29	119.1 (10)	C60—C59—H59	117.8
C29—C28—H28	120.5	C59—C60—H60	120.8
O2—C29—C28	125.7 (11)	C61—C60—C59	118.4 (11)
O2—C29—C30	115.7 (11)	C61—C60—H60	120.8
C28—C29—C30	118.6 (10)	O4—C61—C62	116.5 (11)
C29—C30—H30	119.0	C60—C61—O4	124.9 (11)
C31—C30—C29	122.0 (10)	C60—C61—C62	118.5 (12)
C31—C30—H30	119.0	C61—C62—H62	119.3
C26—C31—H31	120.2	C63—C62—C61	121.4 (11)
C30—C31—C26	119.6 (9)	C63—C62—H62	119.3
C30—C31—H31	120.2	C58—C63—H63	119.5
O2—C32—H32A	109.5	C62—C63—C58	121.0 (11)
O2—C32—H32B	109.5	C62—C63—H63	119.5
O2—C32—H32C	109.5	O4—C64—H64A	109.5
H32A—C32—H32B	109.5	O4—C64—H64B	109.5
H32A—C32—H32C	109.5	O4—C64—H64C	109.5
H32B—C32—H32C	109.5	H64A—C64—H64B	109.5
Cl3—Pd2—Cl4	176.77 (10)	H64A—C64—H64C	109.5
N3—Pd2—Cl3	89.4 (2)	H64B—C64—H64C	109.5
Pd1—N1—C1—C2	−62.3 (9)	Pd2—N3—C41—C42	3.9 (15)
Pd1—N1—C1—C3	65.7 (9)	Pd2—N4—C49—C50	−48.5 (11)
Pd1—N1—C9—C10	13.6 (13)	Pd2—N4—C49—C51	82.8 (10)
Pd1—N2—C17—C18	107.5 (8)	Pd2—N4—C57—C58	−3.2 (16)
Pd1—N2—C17—C19	−122.7 (7)	C38—C39—C40—C35	−1.0 (17)
Pd1—N2—C25—C26	−4.5 (14)	Br3—C38—C37—C36	−180.0 (10)
Br1—C6—C7—C8	−178.6 (9)	Br3—C38—C39—C40	179.0 (9)
Br2—C22—C23—C24	−179.3 (8)	Br3A—C38—C37—C36	−178.0 (12)
O1—C13—C14—C15	−179.6 (10)	Br3A—C38—C39—C40	176.4 (12)
O2—C29—C30—C31	−175.3 (11)	C54—C55—C56—C51	0.0 (19)
N1—C1—C3—C4	−110.2 (11)	Br4—C54—C53—C52	178.4 (11)
N1—C1—C3—C8	72.4 (11)	Br4—C54—C55—C56	−179.9 (10)
N1—C9—C10—C11	−154.2 (9)	Br4A—C54—C53—C52	−176.1 (14)
N1—C9—C10—C15	29.4 (16)	Br4A—C54—C55—C56	176.1 (11)
N2—C17—C19—C20	83.5 (11)	O3—C45—C46—C47	177.1 (11)
N2—C17—C19—C24	−93.4 (10)	O4—C61—C62—C63	179.4 (12)
N2—C25—C26—C27	156.6 (10)	N3—C33—C35—C36	87.7 (12)
N2—C25—C26—C31	−23.0 (16)	N3—C33—C35—C40	−91.4 (12)
C1—N1—C9—C10	−175.5 (8)	N3—C41—C42—C43	−169.2 (10)
C1—C3—C4—C5	−178.6 (10)	N3—C41—C42—C47	15.9 (16)
C1—C3—C8—C7	177.9 (10)	N4—C49—C51—C52	−94.2 (12)
C2—C1—C3—C4	15.2 (14)	N4—C49—C51—C56	86.8 (12)
C2—C1—C3—C8	−162.2 (9)	N4—C57—C58—C59	177.6 (12)
C3—C4—C5—C6	2.0 (17)	N4—C57—C58—C63	−3 (2)
C4—C3—C8—C7	0.3 (17)	C33—N3—C41—C42	178.8 (9)
C4—C5—C6—Br1	177.8 (8)	C33—C35—C36—C37	176.0 (11)
C4—C5—C6—C7	−1.9 (18)	C33—C35—C40—C39	−177.0 (10)
C5—C6—C7—C8	1.1 (19)	C34—C33—C35—C36	−142.9 (11)
C6—C7—C8—C3	−0.3 (19)	C34—C33—C35—C40	38.0 (15)
C8—C3—C4—C5	−1.2 (17)	C35—C36—C37—C38	3.1 (19)
C9—N1—C1—C2	126.8 (9)	C36—C35—C40—C39	3.8 (17)
C9—N1—C1—C3	−105.2 (9)	C37—C38—C39—C40	−0.7 (17)
C9—C10—C11—C12	−178.2 (9)	C39—C38—C37—C36	−0.3 (18)
C9—C10—C15—C14	178.5 (10)	C40—C35—C36—C37	−4.9 (18)
C10—C11—C12—C13	0.4 (16)	C41—N3—C33—C34	−73.5 (11)
C11—C10—C15—C14	2.1 (16)	C41—N3—C33—C35	58.0 (12)
C11—C12—C13—O1	−180.0 (10)	C41—C42—C43—C44	−179.7 (11)
C11—C12—C13—C14	0.4 (18)	C41—C42—C47—C46	179.7 (10)
C12—C13—C14—C15	0.0 (18)	C42—C43—C44—C45	1 (2)
C13—C14—C15—C10	−1.3 (17)	C43—C42—C47—C46	4.6 (16)
C15—C10—C11—C12	−1.6 (15)	C43—C44—C45—O3	−176.9 (13)
C16—O1—C13—C12	0.6 (17)	C43—C44—C45—C46	3 (2)
C16—O1—C13—C14	−179.8 (11)	C44—C45—C46—C47	−2 (2)
C17—N2—C25—C26	−179.9 (8)	C45—C46—C47—C42	−1.4 (19)
C17—C19—C20—C21	−179.5 (10)	C47—C42—C43—C44	−4.3 (18)
C17—C19—C24—C23	178.3 (9)	C48—O3—C45—C44	174.3 (11)
C18—C17—C19—C20	−149.7 (9)	C48—O3—C45—C46	−5.1 (19)
C18—C17—C19—C24	33.5 (13)	C49—N4—C57—C58	174.9 (10)
C19—C20—C21—C22	2.1 (17)	C49—C51—C52—C53	179.5 (11)
C20—C19—C24—C23	1.4 (14)	C49—C51—C56—C55	179.0 (10)
C20—C21—C22—Br2	178.3 (8)	C50—C49—C51—C52	35.7 (15)
C20—C21—C22—C23	−0.8 (17)	C50—C49—C51—C56	−143.4 (11)
C21—C22—C23—C24	−0.2 (17)	C51—C52—C53—C54	3 (2)
C22—C23—C24—C19	−0.2 (16)	C52—C51—C56—C55	−0.1 (17)
C24—C19—C20—C21	−2.5 (15)	C53—C54—C55—C56	1 (2)
C25—N2—C17—C18	−76.5 (11)	C55—C54—C53—C52	−3 (2)
C25—N2—C17—C19	53.3 (11)	C56—C51—C52—C53	−1.4 (18)
C25—C26—C27—C28	−177.3 (11)	C57—N4—C49—C50	133.4 (10)
C25—C26—C31—C30	178.5 (10)	C57—N4—C49—C51	−95.4 (11)
C26—C27—C28—C29	−1.1 (19)	C57—C58—C59—C60	178.2 (11)
C27—C26—C31—C30	−1.1 (16)	C57—C58—C63—C62	180.0 (12)
C27—C28—C29—O2	176.3 (11)	C58—C59—C60—C61	4 (2)
C27—C28—C29—C30	−1.4 (19)	C59—C58—C63—C62	−1.1 (19)
C28—C29—C30—C31	2.6 (19)	C59—C60—C61—O4	179.2 (11)
C29—C30—C31—C26	−1.3 (18)	C59—C60—C61—C62	−5.2 (19)
C31—C26—C27—C28	2.3 (17)	C60—C61—C62—C63	3 (2)
C32—O2—C29—C28	−22.3 (19)	C61—C62—C63—C58	0 (2)
C32—O2—C29—C30	155.4 (12)	C63—C58—C59—C60	−0.9 (19)
Pd2—N3—C33—C34	102.2 (8)	C64—O4—C61—C60	6.2 (17)
Pd2—N3—C33—C35	−126.2 (7)	C64—O4—C61—C62	−169.4 (12)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2C···Cl1^i	0.96	2.84	3.354 (12)	114
C7—H7···Br4^i	0.93	2.61	3.27 (4)	129
C9—H9···Cl4^ii	0.93	2.96	3.883	173
C18—H18···Cl2^iii	0.96	2.92	3.679	137
C21—H21···Br3^iii	0.93	3.01	3.64 (4)	127
C28—H28···Cl4^iv	0.93	2.79	3.543 (12)	139
C32—H32B···Br2^v	0.96	2.98	3.811	146
C32—H32C···Br4^v	0.96	2.79	3.61 (2)	143
C34—H34A···Cl3^v	0.96	2.94	3.709	138
C48—H48A···Br3^ii	0.96	3.04	3.483	110
C48—H48···O2^v	0.96	2.63	3.426	141
C50—H50A···Cl4^v	0.96	2.90	3.376	112
C64—H64A···O1^vi	0.96	2.57	3.284 (15)	131

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