The title compound, [Cu
2Cl
2(C
18H
15O
3P)
4], is a centrosymmetric dinuclear complex, where each Cu
I atom has a distorted tetrahedral coordination involving two triphenylphosphite ligands and two bridging Cl
− anions. The molecular structure and packing are stabilized by C—H
O and C—H
π interactions.
Supporting information
CCDC reference: 277769
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.008 Å
- R factor = 0.052
- wR factor = 0.146
- Data-to-parameter ratio = 17.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C33
PLAT331_ALERT_2_B Small Average Phenyl C-C Dist. C31 -C36 1.36 Ang.
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.47 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - Cl1 .. 8.10 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - P2 .. 5.08 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - Cl1_a .. 7.49 su
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C5
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C21
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C29
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C31
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C34
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C1 -C6 1.37 Ang.
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C7 -C12 1.37 Ang.
PLAT331_ALERT_2_C Small Average Phenyl C-C Dist. C25 -C30 1.37 Ang.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8
0 ALERT level A = In general: serious problem
2 ALERT level B = Potentially serious problem
13 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
14 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CAD-4 Software (Enraf–Nonius, 1989); cell refinement: CAD-4 Software; data reduction: NRCVAX (Gabe et al., 1989); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 1990); software used to prepare material for publication: WinGX (Farrugia, 1999).
di-µ
2-chloro-bis[bis(triphenylphosphito)copper(I)]
top
Crystal data top
[Cu2Cl2(C18H15O3P)4] | F(000) = 2960 |
Mr = 1439.06 | Dx = 1.396 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -c 2yc | Cell parameters from 25 reflections |
a = 28.455 (6) Å | θ = 4–26° |
b = 13.737 (3) Å | µ = 0.85 mm−1 |
c = 19.396 (4) Å | T = 295 K |
β = 115.46 (3)° | Block, blue |
V = 6845 (3) Å3 | 0.35 × 0.25 × 0.20 mm |
Z = 4 | |
Data collection top
Enraf–Nonius CAD-4 diffractometer | Rint = 0.065 |
Radiation source: fine-focus sealed tube | θmax = 27.0°, θmin = 1.6° |
Graphite monochromator | h = −36→36 |
ω scans | k = −16→0 |
14736 measured reflections | l = −23→23 |
7383 independent reflections | 3 standard reflections every 100 reflections |
4751 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)] = 0.052 | H-atom parameters constrained |
wR(F2) = 0.146 | w = 1/[σ2(Fo2) + (0.0719P)2 + 0.8853P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max < 0.001 |
7383 reflections | Δρmax = 1.11 e Å−3 |
416 parameters | Δρmin = −0.61 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.00067 (10) |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.033959 (14) | 0.40213 (3) | 0.02275 (2) | 0.04495 (14) | |
Cl1 | 0.02051 (3) | 0.52106 (6) | −0.07159 (5) | 0.0497 (2) | |
P1 | 0.11996 (3) | 0.38329 (6) | 0.08638 (4) | 0.0413 (2) | |
P2 | −0.01061 (3) | 0.26602 (6) | −0.02949 (5) | 0.0467 (2) | |
O1 | 0.15219 (8) | 0.42129 (17) | 0.04144 (12) | 0.0486 (5) | |
O2 | 0.13247 (8) | 0.26903 (17) | 0.09156 (14) | 0.0553 (6) | |
O3 | 0.15809 (8) | 0.42532 (19) | 0.16930 (12) | 0.0517 (6) | |
O4 | 0.00690 (10) | 0.16445 (18) | 0.01680 (15) | 0.0609 (6) | |
O5 | −0.07057 (8) | 0.27603 (17) | −0.04611 (14) | 0.0549 (6) | |
O6 | −0.01843 (9) | 0.2270 (2) | −0.11153 (14) | 0.0626 (7) | |
C1 | 0.19000 (11) | 0.4949 (2) | 0.06324 (17) | 0.0426 (7) | |
C2 | 0.17575 (14) | 0.5901 (3) | 0.0552 (2) | 0.0567 (9) | |
H2A | 0.1410 | 0.6075 | 0.0387 | 0.068* | |
C3 | 0.21374 (17) | 0.6610 (3) | 0.0721 (2) | 0.0725 (11) | |
H3A | 0.2043 | 0.7264 | 0.0668 | 0.087* | |
C4 | 0.26454 (18) | 0.6361 (4) | 0.0963 (3) | 0.0783 (12) | |
H4A | 0.2899 | 0.6839 | 0.1073 | 0.094* | |
C5 | 0.27794 (16) | 0.5402 (4) | 0.1044 (3) | 0.0896 (15) | |
H5A | 0.3127 | 0.5232 | 0.1211 | 0.107* | |
C6 | 0.24110 (13) | 0.4676 (3) | 0.0884 (2) | 0.0677 (11) | |
H6A | 0.2506 | 0.4023 | 0.0944 | 0.081* | |
C7 | 0.18215 (12) | 0.2279 (2) | 0.1148 (2) | 0.0474 (8) | |
C8 | 0.20983 (14) | 0.2022 (3) | 0.1894 (2) | 0.0608 (9) | |
H8A | 0.1965 | 0.2136 | 0.2248 | 0.073* | |
C9 | 0.25827 (16) | 0.1589 (3) | 0.2117 (3) | 0.0723 (11) | |
H9A | 0.2773 | 0.1406 | 0.2624 | 0.087* | |
C10 | 0.27780 (15) | 0.1434 (3) | 0.1610 (3) | 0.0728 (12) | |
H10A | 0.3107 | 0.1162 | 0.1769 | 0.087* | |
C11 | 0.24989 (17) | 0.1672 (3) | 0.0866 (3) | 0.0727 (11) | |
H11A | 0.2635 | 0.1547 | 0.0516 | 0.087* | |
C12 | 0.20087 (15) | 0.2104 (3) | 0.0618 (2) | 0.0613 (9) | |
H12A | 0.1815 | 0.2267 | 0.0107 | 0.074* | |
C13 | 0.14326 (12) | 0.4340 (3) | 0.22902 (19) | 0.0482 (8) | |
C14 | 0.17537 (15) | 0.3927 (3) | 0.2980 (2) | 0.0610 (9) | |
H14A | 0.2048 | 0.3580 | 0.3034 | 0.073* | |
C15 | 0.1631 (2) | 0.4037 (4) | 0.3589 (3) | 0.0804 (13) | |
H15A | 0.1851 | 0.3779 | 0.4062 | 0.097* | |
C16 | 0.1196 (2) | 0.4514 (4) | 0.3511 (3) | 0.0926 (16) | |
H16A | 0.1111 | 0.4565 | 0.3922 | 0.111* | |
C17 | 0.08808 (17) | 0.4923 (5) | 0.2821 (3) | 0.0980 (19) | |
H17A | 0.0580 | 0.5249 | 0.2766 | 0.118* | |
C18 | 0.10018 (15) | 0.4859 (3) | 0.2205 (2) | 0.0745 (12) | |
H18A | 0.0795 | 0.5162 | 0.1744 | 0.089* | |
C19 | 0.03286 (13) | 0.1600 (3) | 0.0960 (2) | 0.0555 (9) | |
C20 | 0.06839 (18) | 0.0865 (3) | 0.1271 (3) | 0.0795 (13) | |
H20A | 0.0741 | 0.0415 | 0.0957 | 0.095* | |
C21 | 0.0952 (2) | 0.0800 (5) | 0.2046 (4) | 0.1067 (19) | |
H21A | 0.1186 | 0.0291 | 0.2258 | 0.128* | |
C22 | 0.0883 (2) | 0.1469 (5) | 0.2515 (3) | 0.0952 (16) | |
H22A | 0.1074 | 0.1426 | 0.3041 | 0.114* | |
C23 | 0.05312 (18) | 0.2200 (4) | 0.2201 (3) | 0.0791 (12) | |
H23A | 0.0482 | 0.2655 | 0.2519 | 0.095* | |
C24 | 0.02479 (15) | 0.2276 (3) | 0.1423 (2) | 0.0636 (10) | |
H24A | 0.0006 | 0.2774 | 0.1214 | 0.076* | |
C25 | −0.10675 (13) | 0.1992 (3) | −0.0720 (2) | 0.0599 (10) | |
C26 | −0.13707 (15) | 0.1912 (4) | −0.1479 (3) | 0.0778 (12) | |
H26A | −0.1326 | 0.2323 | −0.1828 | 0.093* | |
C27 | −0.17550 (19) | 0.1184 (5) | −0.1720 (4) | 0.110 (2) | |
H27A | −0.1970 | 0.1102 | −0.2237 | 0.132* | |
C28 | −0.1811 (2) | 0.0604 (5) | −0.1199 (6) | 0.127 (3) | |
H28A | −0.2071 | 0.0133 | −0.1363 | 0.152* | |
C29 | −0.1502 (3) | 0.0690 (5) | −0.0454 (5) | 0.127 (3) | |
H29A | −0.1544 | 0.0274 | −0.0106 | 0.152* | |
C30 | −0.11211 (18) | 0.1396 (4) | −0.0199 (3) | 0.0918 (15) | |
H30A | −0.0905 | 0.1463 | 0.0319 | 0.110* | |
C31 | 0.02399 (14) | 0.2040 (3) | −0.1267 (2) | 0.0588 (9) | |
C32 | 0.0342 (3) | 0.1092 (4) | −0.1327 (4) | 0.113 (2) | |
H32A | 0.0147 | 0.0607 | −0.1236 | 0.136* | |
C33 | 0.0739 (3) | 0.0852 (5) | −0.1524 (5) | 0.148 (3) | |
H33A | 0.0810 | 0.0203 | −0.1577 | 0.178* | |
C34 | 0.1029 (2) | 0.1571 (5) | −0.1641 (3) | 0.1078 (19) | |
H34A | 0.1298 | 0.1411 | −0.1774 | 0.129* | |
C35 | 0.0927 (2) | 0.2498 (5) | −0.1566 (3) | 0.1026 (17) | |
H35A | 0.1129 | 0.2983 | −0.1638 | 0.123* | |
C36 | 0.05253 (17) | 0.2752 (3) | −0.1382 (3) | 0.0802 (13) | |
H36A | 0.0452 | 0.3403 | −0.1339 | 0.096* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0334 (2) | 0.0427 (2) | 0.0524 (2) | 0.00235 (16) | 0.01230 (17) | 0.00010 (18) |
Cl1 | 0.0445 (4) | 0.0512 (5) | 0.0554 (5) | 0.0106 (3) | 0.0235 (4) | 0.0086 (4) |
P1 | 0.0307 (4) | 0.0438 (5) | 0.0426 (4) | −0.0007 (3) | 0.0095 (3) | 0.0008 (4) |
P2 | 0.0355 (4) | 0.0427 (5) | 0.0579 (5) | −0.0013 (3) | 0.0164 (4) | −0.0037 (4) |
O1 | 0.0439 (12) | 0.0525 (14) | 0.0431 (12) | −0.0088 (10) | 0.0128 (10) | −0.0039 (10) |
O2 | 0.0343 (11) | 0.0418 (13) | 0.0808 (17) | 0.0023 (9) | 0.0161 (11) | 0.0075 (12) |
O3 | 0.0391 (11) | 0.0704 (16) | 0.0414 (12) | −0.0084 (11) | 0.0133 (10) | −0.0036 (11) |
O4 | 0.0584 (15) | 0.0396 (14) | 0.0777 (17) | 0.0021 (11) | 0.0226 (13) | −0.0001 (12) |
O5 | 0.0380 (11) | 0.0465 (14) | 0.0776 (16) | −0.0065 (10) | 0.0225 (11) | −0.0095 (12) |
O6 | 0.0455 (12) | 0.0750 (18) | 0.0629 (15) | −0.0052 (12) | 0.0190 (11) | −0.0153 (14) |
C1 | 0.0383 (15) | 0.0480 (19) | 0.0407 (16) | −0.0041 (13) | 0.0161 (13) | −0.0020 (14) |
C2 | 0.0531 (19) | 0.049 (2) | 0.067 (2) | 0.0021 (16) | 0.0253 (18) | −0.0002 (18) |
C3 | 0.083 (3) | 0.048 (2) | 0.091 (3) | −0.010 (2) | 0.042 (2) | −0.008 (2) |
C4 | 0.068 (3) | 0.071 (3) | 0.102 (3) | −0.027 (2) | 0.042 (3) | −0.019 (3) |
C5 | 0.044 (2) | 0.086 (4) | 0.132 (4) | −0.012 (2) | 0.031 (2) | −0.024 (3) |
C6 | 0.0436 (19) | 0.050 (2) | 0.099 (3) | 0.0016 (16) | 0.021 (2) | −0.004 (2) |
C7 | 0.0380 (16) | 0.0376 (18) | 0.062 (2) | −0.0004 (13) | 0.0175 (15) | 0.0031 (15) |
C8 | 0.059 (2) | 0.055 (2) | 0.062 (2) | 0.0091 (18) | 0.0209 (18) | 0.0063 (18) |
C9 | 0.057 (2) | 0.062 (3) | 0.073 (3) | 0.011 (2) | 0.005 (2) | 0.006 (2) |
C10 | 0.047 (2) | 0.051 (2) | 0.113 (4) | 0.0072 (17) | 0.027 (2) | 0.010 (2) |
C11 | 0.076 (3) | 0.063 (3) | 0.098 (3) | 0.012 (2) | 0.055 (3) | 0.009 (2) |
C12 | 0.068 (2) | 0.053 (2) | 0.059 (2) | 0.0127 (18) | 0.0245 (19) | 0.0102 (18) |
C13 | 0.0417 (16) | 0.051 (2) | 0.0493 (18) | −0.0081 (14) | 0.0174 (15) | −0.0102 (16) |
C14 | 0.064 (2) | 0.066 (3) | 0.051 (2) | 0.0082 (19) | 0.0228 (18) | 0.0011 (18) |
C15 | 0.097 (3) | 0.093 (3) | 0.057 (2) | 0.000 (3) | 0.038 (2) | −0.002 (2) |
C16 | 0.085 (3) | 0.127 (5) | 0.076 (3) | −0.018 (3) | 0.043 (3) | −0.034 (3) |
C17 | 0.053 (2) | 0.146 (5) | 0.093 (3) | 0.003 (3) | 0.030 (2) | −0.061 (4) |
C18 | 0.050 (2) | 0.087 (3) | 0.064 (2) | 0.006 (2) | 0.0027 (18) | −0.025 (2) |
C19 | 0.0480 (18) | 0.0416 (19) | 0.076 (2) | 0.0002 (15) | 0.0256 (18) | 0.0136 (18) |
C20 | 0.085 (3) | 0.057 (3) | 0.105 (4) | 0.019 (2) | 0.049 (3) | 0.025 (2) |
C21 | 0.101 (4) | 0.102 (4) | 0.116 (5) | 0.045 (3) | 0.045 (4) | 0.058 (4) |
C22 | 0.083 (3) | 0.113 (4) | 0.082 (3) | 0.017 (3) | 0.029 (3) | 0.046 (3) |
C23 | 0.084 (3) | 0.082 (3) | 0.073 (3) | 0.005 (3) | 0.036 (2) | 0.016 (3) |
C24 | 0.058 (2) | 0.056 (2) | 0.075 (3) | 0.0058 (18) | 0.026 (2) | 0.012 (2) |
C25 | 0.0366 (17) | 0.048 (2) | 0.094 (3) | −0.0051 (15) | 0.0266 (19) | −0.012 (2) |
C26 | 0.047 (2) | 0.079 (3) | 0.095 (3) | −0.006 (2) | 0.019 (2) | −0.023 (3) |
C27 | 0.055 (3) | 0.104 (5) | 0.142 (5) | −0.010 (3) | 0.016 (3) | −0.054 (4) |
C28 | 0.066 (3) | 0.067 (4) | 0.239 (9) | −0.025 (3) | 0.056 (5) | −0.036 (5) |
C29 | 0.088 (4) | 0.081 (4) | 0.213 (8) | −0.020 (3) | 0.066 (5) | 0.022 (5) |
C30 | 0.069 (3) | 0.082 (3) | 0.126 (4) | −0.012 (2) | 0.043 (3) | 0.018 (3) |
C31 | 0.052 (2) | 0.065 (2) | 0.057 (2) | −0.0020 (18) | 0.0222 (17) | −0.0136 (19) |
C32 | 0.141 (5) | 0.064 (3) | 0.178 (6) | −0.012 (3) | 0.110 (5) | −0.025 (4) |
C33 | 0.199 (8) | 0.088 (5) | 0.224 (9) | 0.035 (5) | 0.154 (8) | −0.009 (5) |
C34 | 0.101 (4) | 0.129 (5) | 0.118 (4) | 0.040 (4) | 0.069 (4) | 0.006 (4) |
C35 | 0.093 (4) | 0.113 (5) | 0.129 (5) | 0.003 (3) | 0.074 (4) | 0.008 (4) |
C36 | 0.083 (3) | 0.065 (3) | 0.112 (4) | 0.006 (2) | 0.059 (3) | 0.006 (3) |
Geometric parameters (Å, º) top
Cu1—P1 | 2.2321 (11) | C14—H14A | 0.9300 |
Cu1—P2 | 2.2420 (11) | C15—C16 | 1.350 (7) |
Cu1—Cl1 | 2.3584 (10) | C15—H15A | 0.9300 |
Cu1—Cl1i | 2.3822 (9) | C16—C17 | 1.371 (7) |
Cl1—Cu1i | 2.3822 (9) | C16—H16A | 0.9300 |
P1—O1 | 1.600 (2) | C17—C18 | 1.381 (6) |
P1—O2 | 1.603 (2) | C17—H17A | 0.9300 |
P1—O3 | 1.612 (2) | C18—H18A | 0.9300 |
P2—O5 | 1.600 (2) | C19—C20 | 1.372 (5) |
P2—O6 | 1.601 (3) | C19—C24 | 1.379 (5) |
P2—O4 | 1.618 (3) | C20—C21 | 1.364 (7) |
O1—C1 | 1.403 (4) | C20—H20A | 0.9300 |
O2—C7 | 1.405 (4) | C21—C22 | 1.365 (8) |
O3—C13 | 1.398 (4) | C21—H21A | 0.9300 |
O4—C19 | 1.390 (4) | C22—C23 | 1.362 (7) |
O5—C25 | 1.408 (4) | C22—H22A | 0.9300 |
O6—C31 | 1.396 (4) | C23—C24 | 1.376 (6) |
C1—C2 | 1.359 (5) | C23—H23A | 0.9300 |
C1—C6 | 1.372 (4) | C24—H24A | 0.9300 |
C2—C3 | 1.385 (5) | C25—C26 | 1.354 (6) |
C2—H2A | 0.9300 | C25—C30 | 1.359 (6) |
C3—C4 | 1.358 (6) | C26—C27 | 1.406 (7) |
C3—H3A | 0.9300 | C26—H26A | 0.9300 |
C4—C5 | 1.361 (7) | C27—C28 | 1.349 (10) |
C4—H4A | 0.9300 | C27—H27A | 0.9300 |
C5—C6 | 1.382 (6) | C28—C29 | 1.335 (10) |
C5—H5A | 0.9300 | C28—H28A | 0.9300 |
C6—H6A | 0.9300 | C29—C30 | 1.378 (8) |
C7—C8 | 1.363 (5) | C29—H29A | 0.9300 |
C7—C12 | 1.367 (5) | C30—H30A | 0.9300 |
C8—C9 | 1.388 (5) | C31—C36 | 1.350 (6) |
C8—H8A | 0.9300 | C31—C32 | 1.351 (6) |
C9—C10 | 1.339 (6) | C32—C33 | 1.380 (8) |
C9—H9A | 0.9300 | C32—H32A | 0.9300 |
C10—C11 | 1.355 (6) | C33—C34 | 1.367 (9) |
C10—H10A | 0.9300 | C33—H33A | 0.9300 |
C11—C12 | 1.397 (5) | C34—C35 | 1.328 (8) |
C11—H11A | 0.9300 | C34—H34A | 0.9300 |
C12—H12A | 0.9300 | C35—C36 | 1.380 (6) |
C13—C18 | 1.365 (5) | C35—H35A | 0.9300 |
C13—C14 | 1.377 (5) | C36—H36A | 0.9300 |
C14—C15 | 1.377 (5) | | |
| | | |
P1—Cu1—P2 | 115.21 (4) | C16—C15—C14 | 121.0 (4) |
P1—Cu1—Cl1 | 106.44 (4) | C16—C15—H15A | 119.5 |
P2—Cu1—Cl1 | 110.82 (4) | C14—C15—H15A | 119.5 |
P1—Cu1—Cl1i | 125.28 (4) | C15—C16—C17 | 119.4 (4) |
P2—Cu1—Cl1i | 102.17 (3) | C15—C16—H16A | 120.3 |
Cl1—Cu1—Cl1i | 94.90 (3) | C17—C16—H16A | 120.3 |
Cu1—Cl1—Cu1i | 85.10 (3) | C16—C17—C18 | 121.1 (4) |
O1—P1—O2 | 100.94 (12) | C16—C17—H17A | 119.4 |
O1—P1—O3 | 97.42 (11) | C18—C17—H17A | 119.4 |
O2—P1—O3 | 104.61 (14) | C13—C18—C17 | 118.2 (4) |
O1—P1—Cu1 | 114.20 (9) | C13—C18—H18A | 120.9 |
O2—P1—Cu1 | 108.02 (9) | C17—C18—H18A | 120.9 |
O3—P1—Cu1 | 128.17 (9) | C20—C19—C24 | 120.4 (4) |
O5—P2—O6 | 98.51 (13) | C20—C19—O4 | 117.4 (4) |
O5—P2—O4 | 103.49 (13) | C24—C19—O4 | 122.2 (3) |
O6—P2—O4 | 98.11 (14) | C21—C20—C19 | 119.3 (5) |
O5—P2—Cu1 | 111.49 (9) | C21—C20—H20A | 120.3 |
O6—P2—Cu1 | 122.55 (11) | C19—C20—H20A | 120.3 |
O4—P2—Cu1 | 119.28 (10) | C20—C21—C22 | 121.2 (5) |
C1—O1—P1 | 128.02 (19) | C20—C21—H21A | 119.4 |
C7—O2—P1 | 125.4 (2) | C22—C21—H21A | 119.4 |
C13—O3—P1 | 122.96 (19) | C23—C22—C21 | 119.2 (5) |
C19—O4—P2 | 122.8 (2) | C23—C22—H22A | 120.4 |
C25—O5—P2 | 124.1 (2) | C21—C22—H22A | 120.4 |
C31—O6—P2 | 121.4 (2) | C22—C23—C24 | 121.1 (5) |
C2—C1—C6 | 121.5 (3) | C22—C23—H23A | 119.4 |
C2—C1—O1 | 120.5 (3) | C24—C23—H23A | 119.4 |
C6—C1—O1 | 118.0 (3) | C23—C24—C19 | 118.8 (4) |
C1—C2—C3 | 119.0 (3) | C23—C24—H24A | 120.6 |
C1—C2—H2A | 120.5 | C19—C24—H24A | 120.6 |
C3—C2—H2A | 120.5 | C26—C25—C30 | 122.5 (4) |
C4—C3—C2 | 120.7 (4) | C26—C25—O5 | 118.4 (4) |
C4—C3—H3A | 119.6 | C30—C25—O5 | 119.0 (4) |
C2—C3—H3A | 119.6 | C25—C26—C27 | 117.4 (5) |
C3—C4—C5 | 119.2 (4) | C25—C26—H26A | 121.3 |
C3—C4—H4A | 120.4 | C27—C26—H26A | 121.3 |
C5—C4—H4A | 120.4 | C28—C27—C26 | 119.8 (6) |
C4—C5—C6 | 121.6 (4) | C28—C27—H27A | 120.1 |
C4—C5—H5A | 119.2 | C26—C27—H27A | 120.1 |
C6—C5—H5A | 119.2 | C29—C28—C27 | 121.6 (6) |
C1—C6—C5 | 118.0 (4) | C29—C28—H28A | 119.2 |
C1—C6—H6A | 121.0 | C27—C28—H28A | 119.2 |
C5—C6—H6A | 121.0 | C28—C29—C30 | 120.0 (7) |
C8—C7—C12 | 121.2 (3) | C28—C29—H29A | 120.0 |
C8—C7—O2 | 119.2 (3) | C30—C29—H29A | 120.0 |
C12—C7—O2 | 119.5 (3) | C25—C30—C29 | 118.7 (6) |
C7—C8—C9 | 119.0 (4) | C25—C30—H30A | 120.6 |
C7—C8—H8A | 120.5 | C29—C30—H30A | 120.6 |
C9—C8—H8A | 120.5 | C36—C31—C32 | 121.2 (4) |
C10—C9—C8 | 120.6 (4) | C36—C31—O6 | 120.5 (4) |
C10—C9—H9A | 119.7 | C32—C31—O6 | 118.3 (4) |
C8—C9—H9A | 119.7 | C31—C32—C33 | 119.1 (5) |
C9—C10—C11 | 120.4 (4) | C31—C32—H32A | 120.5 |
C9—C10—H10A | 119.8 | C33—C32—H32A | 120.5 |
C11—C10—H10A | 119.8 | C34—C33—C32 | 120.0 (6) |
C10—C11—C12 | 120.7 (4) | C34—C33—H33A | 120.0 |
C10—C11—H11A | 119.7 | C32—C33—H33A | 120.0 |
C12—C11—H11A | 119.7 | C35—C34—C33 | 119.8 (5) |
C7—C12—C11 | 118.0 (4) | C35—C34—H34A | 120.1 |
C7—C12—H12A | 121.0 | C33—C34—H34A | 120.1 |
C11—C12—H12A | 121.0 | C34—C35—C36 | 121.1 (5) |
C18—C13—C14 | 121.3 (3) | C34—C35—H35A | 119.5 |
C18—C13—O3 | 121.3 (3) | C36—C35—H35A | 119.5 |
C14—C13—O3 | 117.3 (3) | C31—C36—C35 | 118.9 (5) |
C15—C14—C13 | 118.8 (4) | C31—C36—H36A | 120.5 |
C15—C14—H14A | 120.6 | C35—C36—H36A | 120.5 |
C13—C14—H14A | 120.6 | | |
Symmetry code: (i) −x, −y+1, −z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C18—H18A···Cl1i | 0.93 | 2.73 | 3.408 (4) | 130 |
C3—H3A···Cg1i | 0.93 | 2.84 | 3.640 (2) | 145 |
C10—H10A···Cg2ii | 0.93 | 2.80 | 3.605 (2) | 146 |
C28—H28A···Cg3iii | 0.93 | 2.80 | 3.605 (2) | 146 |
Symmetry codes: (i) −x, −y+1, −z; (ii) −x+1/2, y−1/2, −z+1/2; (iii) −x, −y, −z. |