Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680700757X/om2101sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680700757X/om2101Isup2.hkl |
CCDC reference: 640435
Data collection: SMART (Bruker, 2000); cell refinement: SMART; data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Cu(C10H8N2)3](PF6)2 | Dx = 1.650 Mg m−3 |
Mr = 822.03 | Mo Kα radiation, λ = 0.71073 Å |
Trigonal, P32 | Cell parameters from 2289 reflections |
Hall symbol: P 32 | θ = 2.2–19.1° |
a = 10.4344 (5) Å | µ = 0.86 mm−1 |
c = 26.324 (3) Å | T = 291 K |
V = 2482.1 (3) Å3 | Block, blue |
Z = 3 | 0.30 × 0.20 × 0.20 mm |
F(000) = 1239 |
Bruker SMART 1000 diffractometer | 5751 independent reflections |
Radiation source: fine-focus sealed tube | 3721 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.056 |
φ and ω scans | θmax = 25.0°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −12→11 |
Tmin = 0.783, Tmax = 0.847 | k = −10→12 |
12449 measured reflections | l = −30→31 |
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)] = 0.064 | H-atom parameters constrained |
wR(F2) = 0.145 | w = 1/[σ2(Fo2) + (0.0662P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.94 | (Δ/σ)max = 0.001 |
5751 reflections | Δρmax = 0.51 e Å−3 |
460 parameters | Δρmin = −0.30 e Å−3 |
1 restraint | Absolute structure: Flack (1983), with how many Friedel pairs? |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.10 (2) |
Experimental. Main FT–IR (KBr plates, ν, cm-1): 1606 (m), 1493 (m), 1443 (s), 838 (vs), 762 (s) and 557 (s). |
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. |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.34296 (11) | 0.69030 (7) | 0.29333 (5) | 0.0508 (2) | |
C1 | 0.5144 (11) | 0.9247 (10) | 0.2120 (4) | 0.084 (3) | |
H1 | 0.5959 | 0.9562 | 0.2333 | 0.101* | |
C2 | 0.5293 (12) | 1.0099 (9) | 0.1692 (4) | 0.090 (3) | |
H2 | 0.6183 | 1.0942 | 0.1611 | 0.108* | |
C3 | 0.4051 (13) | 0.9624 (11) | 0.1398 (4) | 0.095 (3) | |
H3 | 0.4093 | 1.0184 | 0.1117 | 0.113* | |
C4 | 0.2775 (11) | 0.8375 (11) | 0.1501 (3) | 0.089 (3) | |
H4 | 0.1954 | 0.8068 | 0.1293 | 0.106* | |
C5 | 0.2704 (8) | 0.7529 (8) | 0.1939 (3) | 0.0608 (19) | |
C6 | 0.1390 (8) | 0.6162 (9) | 0.2069 (3) | 0.060 (2) | |
C7 | 0.0300 (10) | 0.5379 (13) | 0.1758 (4) | 0.097 (3) | |
H7 | 0.0337 | 0.5702 | 0.1427 | 0.117* | |
C8 | −0.0915 (10) | 0.4067 (11) | 0.1920 (4) | 0.096 (3) | |
H8 | −0.1696 | 0.3504 | 0.1700 | 0.115* | |
C9 | −0.0934 (10) | 0.3622 (11) | 0.2413 (4) | 0.094 (3) | |
H9 | −0.1734 | 0.2767 | 0.2542 | 0.113* | |
C10 | 0.0280 (9) | 0.4495 (10) | 0.2701 (4) | 0.077 (2) | |
H10 | 0.0281 | 0.4182 | 0.3032 | 0.093* | |
C11 | 0.2901 (10) | 0.9628 (12) | 0.3116 (4) | 0.098 (3) | |
H11 | 0.3114 | 0.9807 | 0.2772 | 0.118* | |
C12 | 0.2735 (13) | 1.0674 (13) | 0.3367 (5) | 0.116 (4) | |
H12 | 0.2881 | 1.1544 | 0.3217 | 0.139* | |
C13 | 0.2330 (13) | 1.0310 (15) | 0.3864 (6) | 0.124 (4) | |
H13 | 0.2279 | 1.0987 | 0.4081 | 0.148* | |
C14 | 0.2000 (11) | 0.8942 (14) | 0.4042 (4) | 0.098 (3) | |
H14 | 0.1558 | 0.8637 | 0.4359 | 0.118* | |
C15 | 0.2310 (8) | 0.7997 (10) | 0.3761 (3) | 0.067 (2) | |
C16 | 0.2131 (8) | 0.6625 (10) | 0.3951 (3) | 0.067 (2) | |
C17 | 0.1422 (10) | 0.5983 (15) | 0.4406 (4) | 0.101 (3) | |
H17 | 0.1043 | 0.6445 | 0.4609 | 0.122* | |
C18 | 0.1295 (12) | 0.4714 (14) | 0.4546 (4) | 0.106 (3) | |
H18 | 0.0866 | 0.4306 | 0.4858 | 0.127* | |
C19 | 0.1791 (13) | 0.3974 (13) | 0.4235 (5) | 0.112 (4) | |
H19 | 0.1660 | 0.3055 | 0.4327 | 0.134* | |
C20 | 0.2475 (11) | 0.4640 (11) | 0.3794 (3) | 0.085 (3) | |
H20 | 0.2858 | 0.4190 | 0.3586 | 0.103* | |
C21 | 0.6160 (9) | 0.9142 (10) | 0.3481 (3) | 0.077 (2) | |
H21 | 0.5612 | 0.9608 | 0.3537 | 0.092* | |
C22 | 0.7560 (11) | 0.9739 (10) | 0.3713 (3) | 0.085 (3) | |
H22 | 0.7964 | 1.0607 | 0.3902 | 0.102* | |
C23 | 0.8278 (11) | 0.8986 (12) | 0.3645 (4) | 0.105 (3) | |
H23 | 0.9198 | 0.9324 | 0.3796 | 0.126* | |
C24 | 0.7660 (8) | 0.7699 (9) | 0.3350 (3) | 0.074 (2) | |
H24 | 0.8147 | 0.7161 | 0.3316 | 0.088* | |
C25 | 0.6340 (8) | 0.7239 (8) | 0.3114 (3) | 0.0570 (18) | |
C26 | 0.5662 (8) | 0.5930 (8) | 0.2792 (3) | 0.0572 (18) | |
C27 | 0.6339 (10) | 0.5288 (11) | 0.2589 (3) | 0.089 (3) | |
H27 | 0.7348 | 0.5689 | 0.2645 | 0.107* | |
C28 | 0.5605 (13) | 0.4041 (13) | 0.2297 (4) | 0.101 (3) | |
H28 | 0.6127 | 0.3608 | 0.2166 | 0.121* | |
C29 | 0.4178 (12) | 0.3433 (10) | 0.2194 (3) | 0.083 (3) | |
H29 | 0.3680 | 0.2610 | 0.1984 | 0.100* | |
C30 | 0.3493 (9) | 0.4110 (10) | 0.2420 (3) | 0.075 (2) | |
H30 | 0.2476 | 0.3678 | 0.2377 | 0.089* | |
F1 | 0.7386 (9) | 0.4091 (10) | 0.4413 (3) | 0.154 (3) | |
F2 | 0.5764 (8) | 0.3846 (10) | 0.3803 (3) | 0.157 (3) | |
F3 | 0.6561 (8) | 0.2689 (8) | 0.3341 (2) | 0.145 (3) | |
F4 | 0.8307 (7) | 0.3058 (8) | 0.3877 (3) | 0.163 (3) | |
F5 | 0.8125 (9) | 0.4916 (8) | 0.3636 (4) | 0.175 (3) | |
F6 | 0.5953 (8) | 0.1879 (7) | 0.4085 (3) | 0.138 (3) | |
F7 | 0.0681 (12) | 0.1844 (9) | 0.5483 (3) | 0.208 (4) | |
F8 | −0.0409 (12) | 0.0553 (13) | 0.4792 (4) | 0.218 (4) | |
F9 | −0.024 (2) | −0.1138 (12) | 0.5069 (5) | 0.346 (11) | |
F10 | 0.0629 (13) | −0.0026 (12) | 0.5801 (4) | 0.213 (5) | |
F11 | −0.1322 (12) | −0.031 (2) | 0.5516 (6) | 0.327 (9) | |
F12 | 0.1647 (12) | 0.1080 (16) | 0.5024 (5) | 0.275 (6) | |
N1 | 0.3924 (7) | 0.8028 (6) | 0.2241 (2) | 0.0573 (15) | |
N2 | 0.1411 (6) | 0.5697 (6) | 0.2563 (2) | 0.0539 (15) | |
N3 | 0.2804 (7) | 0.8378 (8) | 0.3290 (3) | 0.0672 (18) | |
N4 | 0.2609 (7) | 0.5953 (9) | 0.3650 (2) | 0.0720 (18) | |
N5 | 0.5593 (7) | 0.7970 (6) | 0.3192 (2) | 0.0588 (17) | |
N6 | 0.4178 (8) | 0.5351 (8) | 0.2701 (2) | 0.0696 (19) | |
P1 | 0.7012 (4) | 0.3432 (3) | 0.38746 (12) | 0.0844 (10) | |
P2 | 0.0132 (4) | 0.0315 (4) | 0.52874 (14) | 0.0920 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0578 (5) | 0.0515 (5) | 0.0412 (4) | 0.0260 (5) | −0.0020 (4) | −0.0024 (6) |
C1 | 0.098 (7) | 0.081 (6) | 0.086 (7) | 0.055 (6) | −0.009 (6) | −0.003 (5) |
C2 | 0.116 (9) | 0.060 (5) | 0.076 (7) | 0.031 (6) | 0.041 (6) | 0.012 (5) |
C3 | 0.120 (8) | 0.086 (7) | 0.064 (6) | 0.042 (7) | −0.005 (6) | 0.016 (5) |
C4 | 0.085 (6) | 0.108 (7) | 0.062 (6) | 0.040 (6) | −0.004 (5) | 0.008 (5) |
C5 | 0.072 (5) | 0.069 (5) | 0.047 (5) | 0.040 (5) | −0.005 (4) | −0.004 (4) |
C6 | 0.056 (5) | 0.069 (5) | 0.056 (5) | 0.033 (4) | −0.003 (4) | 0.000 (4) |
C7 | 0.067 (6) | 0.146 (10) | 0.062 (6) | 0.040 (7) | 0.000 (5) | 0.011 (6) |
C8 | 0.062 (6) | 0.111 (7) | 0.078 (7) | 0.016 (5) | −0.014 (5) | −0.016 (6) |
C9 | 0.077 (6) | 0.112 (7) | 0.067 (7) | 0.028 (6) | 0.004 (5) | −0.009 (6) |
C10 | 0.067 (5) | 0.084 (6) | 0.077 (6) | 0.035 (5) | 0.004 (5) | −0.003 (5) |
C11 | 0.095 (7) | 0.125 (9) | 0.080 (7) | 0.058 (7) | −0.013 (5) | −0.002 (7) |
C12 | 0.151 (10) | 0.130 (9) | 0.086 (8) | 0.085 (8) | 0.009 (7) | −0.017 (7) |
C13 | 0.132 (10) | 0.135 (11) | 0.123 (12) | 0.082 (9) | −0.027 (8) | −0.019 (9) |
C14 | 0.100 (7) | 0.128 (9) | 0.066 (6) | 0.056 (7) | 0.000 (5) | −0.018 (7) |
C15 | 0.063 (5) | 0.092 (7) | 0.047 (5) | 0.038 (5) | −0.013 (4) | −0.012 (5) |
C16 | 0.062 (5) | 0.093 (6) | 0.043 (5) | 0.038 (5) | −0.008 (4) | −0.008 (4) |
C17 | 0.080 (6) | 0.146 (10) | 0.056 (7) | 0.040 (7) | 0.005 (5) | 0.004 (6) |
C18 | 0.124 (9) | 0.126 (9) | 0.059 (7) | 0.055 (8) | 0.020 (6) | 0.032 (7) |
C19 | 0.144 (10) | 0.117 (9) | 0.091 (9) | 0.078 (8) | 0.014 (7) | 0.042 (7) |
C20 | 0.134 (8) | 0.096 (7) | 0.045 (6) | 0.071 (6) | −0.002 (5) | −0.002 (5) |
C21 | 0.088 (6) | 0.098 (6) | 0.061 (5) | 0.058 (5) | −0.006 (5) | −0.015 (5) |
C22 | 0.101 (7) | 0.081 (6) | 0.067 (6) | 0.040 (6) | −0.009 (5) | −0.011 (5) |
C23 | 0.099 (7) | 0.120 (8) | 0.113 (9) | 0.068 (7) | −0.034 (6) | −0.026 (7) |
C24 | 0.058 (5) | 0.081 (6) | 0.085 (6) | 0.037 (4) | −0.006 (4) | −0.010 (5) |
C25 | 0.056 (4) | 0.069 (5) | 0.042 (5) | 0.028 (4) | 0.008 (3) | 0.009 (4) |
C26 | 0.060 (5) | 0.066 (5) | 0.050 (5) | 0.035 (4) | −0.002 (4) | 0.008 (4) |
C27 | 0.078 (6) | 0.128 (8) | 0.074 (7) | 0.061 (6) | −0.026 (5) | −0.030 (6) |
C28 | 0.116 (9) | 0.129 (9) | 0.102 (9) | 0.095 (8) | −0.010 (7) | −0.030 (7) |
C29 | 0.111 (8) | 0.076 (6) | 0.063 (6) | 0.047 (6) | −0.016 (6) | −0.012 (5) |
C30 | 0.071 (5) | 0.085 (6) | 0.063 (6) | 0.035 (5) | −0.001 (4) | 0.002 (5) |
F1 | 0.167 (6) | 0.228 (8) | 0.084 (5) | 0.110 (6) | −0.043 (4) | −0.072 (5) |
F2 | 0.166 (6) | 0.226 (8) | 0.155 (7) | 0.155 (6) | −0.026 (5) | −0.031 (6) |
F3 | 0.207 (8) | 0.148 (5) | 0.077 (4) | 0.085 (5) | −0.017 (4) | −0.023 (4) |
F4 | 0.118 (5) | 0.152 (6) | 0.236 (9) | 0.080 (5) | −0.020 (5) | −0.030 (6) |
F5 | 0.149 (6) | 0.108 (5) | 0.231 (10) | 0.036 (4) | −0.013 (6) | 0.022 (5) |
F6 | 0.188 (7) | 0.093 (4) | 0.089 (4) | 0.037 (4) | −0.001 (4) | 0.028 (4) |
F7 | 0.286 (11) | 0.112 (6) | 0.135 (7) | 0.029 (6) | 0.009 (7) | −0.041 (5) |
F8 | 0.222 (10) | 0.289 (13) | 0.130 (7) | 0.117 (10) | −0.053 (7) | −0.013 (8) |
F9 | 0.73 (3) | 0.177 (9) | 0.197 (11) | 0.279 (15) | 0.119 (16) | 0.044 (9) |
F10 | 0.289 (12) | 0.319 (15) | 0.139 (8) | 0.234 (13) | −0.009 (7) | 0.011 (7) |
F11 | 0.140 (8) | 0.46 (2) | 0.230 (12) | 0.038 (11) | 0.084 (9) | 0.127 (14) |
F12 | 0.185 (10) | 0.333 (17) | 0.229 (12) | 0.071 (10) | 0.064 (9) | −0.008 (11) |
N1 | 0.055 (4) | 0.056 (4) | 0.059 (4) | 0.026 (3) | 0.012 (3) | 0.005 (3) |
N2 | 0.057 (4) | 0.050 (4) | 0.052 (4) | 0.024 (3) | 0.003 (3) | −0.001 (3) |
N3 | 0.063 (4) | 0.086 (5) | 0.054 (5) | 0.038 (4) | −0.007 (4) | −0.012 (4) |
N4 | 0.067 (4) | 0.106 (5) | 0.045 (4) | 0.045 (4) | 0.008 (3) | 0.008 (4) |
N5 | 0.063 (4) | 0.060 (4) | 0.041 (4) | 0.021 (3) | −0.015 (3) | −0.006 (3) |
N6 | 0.080 (5) | 0.083 (5) | 0.039 (4) | 0.037 (4) | −0.013 (3) | −0.006 (3) |
P1 | 0.110 (2) | 0.0859 (19) | 0.073 (2) | 0.0605 (17) | −0.0114 (17) | −0.0014 (14) |
P2 | 0.119 (3) | 0.0774 (19) | 0.071 (2) | 0.0426 (18) | −0.0023 (18) | −0.0067 (16) |
Cu1—N5 | 2.070 (6) | C17—H17 | 0.9300 |
Cu1—N2 | 2.079 (6) | C18—C19 | 1.391 (14) |
Cu1—N1 | 2.087 (6) | C18—H18 | 0.9300 |
Cu1—N4 | 2.103 (7) | C19—C20 | 1.360 (13) |
Cu1—N3 | 2.164 (7) | C19—H19 | 0.9300 |
Cu1—N6 | 2.207 (7) | C20—N4 | 1.359 (10) |
C1—N1 | 1.311 (10) | C20—H20 | 0.9300 |
C1—C2 | 1.396 (11) | C21—N5 | 1.304 (9) |
C1—H1 | 0.9300 | C21—C22 | 1.408 (11) |
C2—C3 | 1.372 (12) | C21—H21 | 0.9300 |
C2—H2 | 0.9300 | C22—C23 | 1.342 (12) |
C3—C4 | 1.345 (12) | C22—H22 | 0.9300 |
C3—H3 | 0.9300 | C23—C24 | 1.399 (12) |
C4—C5 | 1.431 (11) | C23—H23 | 0.9300 |
C4—H4 | 0.9300 | C24—C25 | 1.362 (10) |
C5—N1 | 1.365 (9) | C24—H24 | 0.9300 |
C5—C6 | 1.441 (10) | C25—N5 | 1.351 (9) |
C6—C7 | 1.304 (12) | C25—C26 | 1.456 (9) |
C6—N2 | 1.390 (9) | C26—C27 | 1.306 (11) |
C7—C8 | 1.388 (13) | C26—N6 | 1.373 (9) |
C7—H7 | 0.9300 | C27—C28 | 1.370 (13) |
C8—C9 | 1.374 (12) | C27—H27 | 0.9300 |
C8—H8 | 0.9300 | C28—C29 | 1.322 (13) |
C9—C10 | 1.363 (11) | C28—H28 | 0.9300 |
C9—H9 | 0.9300 | C29—C30 | 1.368 (11) |
C10—N2 | 1.273 (9) | C29—H29 | 0.9300 |
C10—H10 | 0.9300 | C30—N6 | 1.344 (10) |
C11—N3 | 1.337 (11) | C30—H30 | 0.9300 |
C11—C12 | 1.360 (13) | F1—P1 | 1.538 (7) |
C11—H11 | 0.9300 | F2—P1 | 1.574 (6) |
C12—C13 | 1.369 (15) | F3—P1 | 1.559 (7) |
C12—H12 | 0.9300 | F4—P1 | 1.584 (7) |
C13—C14 | 1.372 (14) | F5—P1 | 1.530 (8) |
C13—H13 | 0.9300 | F6—P1 | 1.537 (6) |
C14—C15 | 1.393 (13) | F7—P2 | 1.491 (8) |
C14—H14 | 0.9300 | F8—P2 | 1.492 (10) |
C15—N3 | 1.323 (10) | F9—P2 | 1.479 (10) |
C15—C16 | 1.439 (11) | F10—P2 | 1.552 (10) |
C16—N4 | 1.313 (9) | F11—P2 | 1.449 (10) |
C16—C17 | 1.390 (11) | F12—P2 | 1.535 (10) |
C17—C18 | 1.315 (14) | ||
N5—Cu1—N2 | 169.2 (3) | C22—C21—H21 | 118.3 |
N5—Cu1—N1 | 95.1 (2) | C23—C22—C21 | 116.3 (9) |
N2—Cu1—N1 | 79.7 (2) | C23—C22—H22 | 121.9 |
N5—Cu1—N4 | 92.0 (3) | C21—C22—H22 | 121.9 |
N2—Cu1—N4 | 94.9 (2) | C22—C23—C24 | 120.8 (9) |
N1—Cu1—N4 | 167.3 (2) | C22—C23—H23 | 119.6 |
N5—Cu1—N3 | 96.3 (3) | C24—C23—H23 | 119.6 |
N2—Cu1—N3 | 93.4 (2) | C25—C24—C23 | 119.4 (8) |
N1—Cu1—N3 | 93.2 (3) | C25—C24—H24 | 120.3 |
N4—Cu1—N3 | 75.5 (3) | C23—C24—H24 | 120.3 |
N5—Cu1—N6 | 78.2 (3) | N5—C25—C24 | 120.0 (7) |
N2—Cu1—N6 | 92.8 (2) | N5—C25—C26 | 118.1 (7) |
N1—Cu1—N6 | 95.3 (2) | C24—C25—C26 | 121.8 (7) |
N4—Cu1—N6 | 96.5 (3) | C27—C26—N6 | 118.9 (7) |
N3—Cu1—N6 | 170.2 (3) | C27—C26—C25 | 125.8 (8) |
N1—C1—C2 | 124.0 (9) | N6—C26—C25 | 115.3 (7) |
N1—C1—H1 | 118.0 | C26—C27—C28 | 121.8 (8) |
C2—C1—H1 | 118.0 | C26—C27—H27 | 119.1 |
C3—C2—C1 | 116.2 (9) | C28—C27—H27 | 119.1 |
C3—C2—H2 | 121.9 | C29—C28—C27 | 122.1 (8) |
C1—C2—H2 | 121.9 | C29—C28—H28 | 118.9 |
C4—C3—C2 | 122.3 (9) | C27—C28—H28 | 118.9 |
C4—C3—H3 | 118.9 | C28—C29—C30 | 114.6 (9) |
C2—C3—H3 | 118.9 | C28—C29—H29 | 122.7 |
C3—C4—C5 | 118.8 (8) | C30—C29—H29 | 122.7 |
C3—C4—H4 | 120.6 | N6—C30—C29 | 125.0 (8) |
C5—C4—H4 | 120.6 | N6—C30—H30 | 117.5 |
N1—C5—C4 | 118.9 (7) | C29—C30—H30 | 117.5 |
N1—C5—C6 | 118.9 (7) | C1—N1—C5 | 119.8 (7) |
C4—C5—C6 | 122.2 (8) | C1—N1—Cu1 | 127.2 (6) |
C7—C6—N2 | 121.9 (8) | C5—N1—Cu1 | 111.9 (5) |
C7—C6—C5 | 124.8 (9) | C10—N2—C6 | 116.3 (7) |
N2—C6—C5 | 113.2 (7) | C10—N2—Cu1 | 128.5 (6) |
C6—C7—C8 | 120.4 (10) | C6—N2—Cu1 | 114.5 (5) |
C6—C7—H7 | 119.8 | C15—N3—C11 | 116.3 (8) |
C8—C7—H7 | 119.8 | C15—N3—Cu1 | 113.8 (6) |
C9—C8—C7 | 118.3 (9) | C11—N3—Cu1 | 129.9 (7) |
C9—C8—H8 | 120.8 | C16—N4—C20 | 119.6 (8) |
C7—C8—H8 | 120.8 | C16—N4—Cu1 | 117.7 (6) |
C10—C9—C8 | 116.7 (9) | C20—N4—Cu1 | 122.5 (6) |
C10—C9—H9 | 121.7 | C21—N5—C25 | 119.9 (7) |
C8—C9—H9 | 121.7 | C21—N5—Cu1 | 123.9 (6) |
N2—C10—C9 | 126.4 (9) | C25—N5—Cu1 | 115.3 (5) |
N2—C10—H10 | 116.8 | C30—N6—C26 | 117.3 (7) |
C9—C10—H10 | 116.8 | C30—N6—Cu1 | 130.3 (6) |
N3—C11—C12 | 129.7 (11) | C26—N6—Cu1 | 111.3 (5) |
N3—C11—H11 | 115.2 | F5—P1—F6 | 175.0 (5) |
C12—C11—H11 | 115.2 | F5—P1—F1 | 91.8 (5) |
C11—C12—C13 | 112.8 (12) | F6—P1—F1 | 91.5 (5) |
C11—C12—H12 | 123.6 | F5—P1—F3 | 91.2 (5) |
C13—C12—H12 | 123.6 | F6—P1—F3 | 85.5 (4) |
C12—C13—C14 | 119.8 (12) | F1—P1—F3 | 176.9 (5) |
C12—C13—H13 | 120.1 | F5—P1—F2 | 89.3 (5) |
C14—C13—H13 | 120.1 | F6—P1—F2 | 94.3 (5) |
C13—C14—C15 | 121.9 (11) | F1—P1—F2 | 92.7 (5) |
C13—C14—H14 | 119.0 | F3—P1—F2 | 86.8 (4) |
C15—C14—H14 | 119.0 | F5—P1—F4 | 86.7 (5) |
N3—C15—C14 | 118.5 (9) | F6—P1—F4 | 89.4 (4) |
N3—C15—C16 | 117.6 (8) | F1—P1—F4 | 92.8 (5) |
C14—C15—C16 | 123.9 (9) | F3—P1—F4 | 87.9 (4) |
N4—C16—C17 | 121.1 (10) | F2—P1—F4 | 173.2 (5) |
N4—C16—C15 | 115.2 (8) | F11—P2—F9 | 90.9 (10) |
C17—C16—C15 | 123.6 (10) | F11—P2—F7 | 95.5 (9) |
C18—C17—C16 | 119.2 (11) | F9—P2—F7 | 173.5 (9) |
C18—C17—H17 | 120.4 | F11—P2—F8 | 92.4 (8) |
C16—C17—H17 | 120.4 | F9—P2—F8 | 84.4 (7) |
C17—C18—C19 | 121.0 (10) | F7—P2—F8 | 95.6 (6) |
C17—C18—H18 | 119.5 | F11—P2—F12 | 175.1 (9) |
C19—C18—H18 | 119.5 | F9—P2—F12 | 91.9 (8) |
C20—C19—C18 | 117.7 (10) | F7—P2—F12 | 81.6 (7) |
C20—C19—H19 | 121.1 | F8—P2—F12 | 84.0 (7) |
C18—C19—H19 | 121.1 | F11—P2—F10 | 85.9 (7) |
N4—C20—C19 | 121.1 (9) | F9—P2—F10 | 93.0 (7) |
N4—C20—H20 | 119.4 | F7—P2—F10 | 87.2 (5) |
C19—C20—H20 | 119.4 | F8—P2—F10 | 176.8 (7) |
N5—C21—C22 | 123.5 (8) | F12—P2—F10 | 97.9 (7) |
N5—C21—H21 | 118.2 |
D—H···A | D—H | H···A | D···A | D—H···A |
C29—H29···F9i | 0.93 | 2.43 | 3.184 (13) | 138 |
C24—H24···F5 | 0.93 | 2.48 | 3.262 (11) | 142 |
C22—H22···F4ii | 0.93 | 2.40 | 3.176 (12) | 141 |
C21—H21···N3 | 0.93 | 2.63 | 3.219 (10) | 122 |
Symmetry codes: (i) −y, x−y, z−1/3; (ii) x, y+1, z. |