Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806030972/bt2161sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806030972/bt2161Isup2.hkl |
CCDC reference: 620689
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2002); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Cu2(C15H31N6O2)F2(C2H3N)2](PF6)2 | F(000) = 1292 |
Mr = 1246.13 | Dx = 1.572 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 2780 reflections |
a = 11.1872 (11) Å | θ = 2.4–27.9° |
b = 19.1481 (19) Å | µ = 0.97 mm−1 |
c = 12.2954 (12) Å | T = 120 K |
β = 91.595 (2)° | Block, blue |
V = 2632.8 (4) Å3 | 0.40 × 0.32 × 0.23 mm |
Z = 2 |
Bruker SMART CCD area-detector diffractometer | 6619 independent reflections |
Radiation source: sealed tube | 3786 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.060 |
φ and ω scans | θmax = 28.5°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −14→12 |
Tmin = 0.697, Tmax = 0.807 | k = −25→25 |
22595 measured reflections | l = −16→16 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.050 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.104 | H-atom parameters constrained |
S = 0.86 | w = 1/[σ2(Fo2) + (0.0369P)2] where P = (Fo2 + 2Fc2)/3 |
6619 reflections | (Δ/σ)max = 0.001 |
339 parameters | Δρmax = 0.86 e Å−3 |
6 restraints | Δρmin = −0.56 e Å−3 |
Experimental. IR (KBr, ν, cm-1): 2924 (m, CHaliph), 2856 (m, CHaliph), 1616 (s, C ═N), 1558 (versus, C═N), 1468 (s), 1398 (s), 1267 (m), 1111 (s), 1066 (m), 887 (w), 840 (versus, P–F), 759 (w), 617 (w), 555 (w). |
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 | 0.07651 (3) | 0.064358 (19) | 0.52120 (3) | 0.02090 (11) | |
O1 | −0.3659 (2) | 0.17198 (14) | 0.4740 (2) | 0.0526 (7) | |
O2 | −0.0074 (2) | 0.07740 (13) | 0.09684 (17) | 0.0399 (6) | |
F1 | −0.06557 (14) | 0.01691 (9) | 0.57193 (12) | 0.0249 (4) | |
N1 | 0.0547 (2) | 0.14403 (13) | 0.61773 (19) | 0.0237 (6) | |
N2 | −0.0588 (2) | 0.17947 (15) | 0.7662 (2) | 0.0365 (7) | |
N3 | −0.1504 (2) | 0.16041 (13) | 0.5983 (2) | 0.0262 (6) | |
N4 | 0.2183 (2) | 0.10090 (13) | 0.44893 (18) | 0.0228 (6) | |
N5 | 0.1646 (2) | 0.08335 (13) | 0.26722 (19) | 0.0241 (6) | |
N6 | 0.3618 (2) | 0.07339 (15) | 0.3204 (2) | 0.0316 (7) | |
C1 | −0.0480 (3) | 0.15993 (16) | 0.6596 (2) | 0.0257 (7) | |
C2 | 0.0113 (3) | 0.1476 (2) | 0.8508 (3) | 0.0519 (11) | |
H2A | 0.0529 | 0.1069 | 0.8219 | 0.078* | |
H2B | −0.0408 | 0.1328 | 0.9093 | 0.078* | |
H2C | 0.0702 | 0.1812 | 0.8796 | 0.078* | |
C3 | −0.1410 (3) | 0.2333 (2) | 0.7998 (3) | 0.0598 (12) | |
H3A | −0.1821 | 0.2532 | 0.7356 | 0.090* | |
H3B | −0.0965 | 0.2701 | 0.8387 | 0.090* | |
H3C | −0.2001 | 0.2130 | 0.8480 | 0.090* | |
C4 | −0.2610 (3) | 0.12933 (17) | 0.6363 (3) | 0.0313 (8) | |
H4A | −0.2614 | 0.1305 | 0.7168 | 0.038* | |
H4B | −0.2662 | 0.0800 | 0.6126 | 0.038* | |
C5 | −0.3663 (3) | 0.1692 (2) | 0.5906 (3) | 0.0474 (10) | |
H5A | −0.4410 | 0.1467 | 0.6138 | 0.057* | |
H5B | −0.3646 | 0.2174 | 0.6200 | 0.057* | |
C6 | −0.2579 (3) | 0.2035 (2) | 0.4397 (3) | 0.0502 (11) | |
H6A | −0.2543 | 0.2523 | 0.4665 | 0.060* | |
H6B | −0.2583 | 0.2049 | 0.3592 | 0.060* | |
C7 | −0.1479 (3) | 0.16462 (18) | 0.4808 (2) | 0.0311 (8) | |
H7A | −0.1468 | 0.1171 | 0.4492 | 0.037* | |
H7B | −0.0749 | 0.1895 | 0.4586 | 0.037* | |
C8 | 0.1629 (3) | 0.17713 (17) | 0.6656 (2) | 0.0310 (8) | |
H8A | 0.2023 | 0.1444 | 0.7176 | 0.037* | |
H8B | 0.1399 | 0.2194 | 0.7064 | 0.037* | |
C9 | 0.2502 (3) | 0.19719 (16) | 0.5790 (2) | 0.0279 (7) | |
H9A | 0.3147 | 0.2258 | 0.6130 | 0.034* | |
H9B | 0.2079 | 0.2266 | 0.5240 | 0.034* | |
C10 | 0.3063 (3) | 0.13576 (16) | 0.5215 (2) | 0.0251 (7) | |
H10D | 0.3743 | 0.1524 | 0.4786 | 0.030* | |
H10E | 0.3375 | 0.1020 | 0.5762 | 0.030* | |
C11 | 0.2485 (3) | 0.08545 (16) | 0.3499 (2) | 0.0245 (7) | |
C12 | 0.4464 (3) | 0.03751 (18) | 0.3911 (3) | 0.0382 (9) | |
H12A | 0.4060 | 0.0213 | 0.4561 | 0.057* | |
H12B | 0.5112 | 0.0695 | 0.4125 | 0.057* | |
H12C | 0.4794 | −0.0026 | 0.3526 | 0.057* | |
C13 | 0.4066 (3) | 0.0905 (2) | 0.2129 (3) | 0.0432 (10) | |
H13A | 0.3460 | 0.1173 | 0.1718 | 0.065* | |
H13B | 0.4242 | 0.0473 | 0.1738 | 0.065* | |
H13C | 0.4798 | 0.1184 | 0.2213 | 0.065* | |
C14 | 0.1580 (3) | 0.02305 (17) | 0.1933 (2) | 0.0306 (8) | |
H14A | 0.1066 | −0.0136 | 0.2241 | 0.037* | |
H14B | 0.2388 | 0.0032 | 0.1842 | 0.037* | |
C15 | 0.1073 (3) | 0.04621 (19) | 0.0857 (3) | 0.0384 (9) | |
H15A | 0.1621 | 0.0804 | 0.0530 | 0.046* | |
H15B | 0.1003 | 0.0055 | 0.0363 | 0.046* | |
C16 | 0.0022 (3) | 0.13704 (18) | 0.1658 (3) | 0.0371 (9) | |
H16A | −0.0776 | 0.1588 | 0.1720 | 0.045* | |
H16B | 0.0558 | 0.1717 | 0.1327 | 0.045* | |
C17 | 0.0503 (3) | 0.11827 (17) | 0.2776 (2) | 0.0256 (7) | |
H17A | 0.0606 | 0.1610 | 0.3222 | 0.031* | |
H17B | −0.0066 | 0.0871 | 0.3142 | 0.031* | |
P1 | −0.00041 (11) | 0.36089 (6) | 0.40001 (9) | 0.0511 (3) | |
F11 | −0.0067 (3) | 0.40571 (12) | 0.29105 (18) | 0.0802 (8) | |
F12 | 0.0050 (2) | 0.31587 (13) | 0.50804 (18) | 0.0778 (8) | |
F13 | −0.0042 (2) | 0.42983 (12) | 0.46901 (18) | 0.0694 (7) | |
F14 | −0.1384 (2) | 0.35782 (17) | 0.3992 (2) | 0.1133 (12) | |
F15 | 0.0123 (4) | 0.29305 (15) | 0.3330 (2) | 0.1612 (18) | |
F16 | 0.1408 (3) | 0.3682 (2) | 0.4036 (3) | 0.1353 (14) | |
N100 | 0.2038 (3) | 0.00144 (16) | 0.6684 (2) | 0.0422 (8) | |
C101 | 0.2409 (3) | −0.01669 (18) | 0.7488 (3) | 0.0336 (8) | |
C102 | 0.2876 (3) | −0.0403 (2) | 0.8539 (3) | 0.0497 (11) | |
H10A | 0.2216 | −0.0454 | 0.9041 | 0.074* | |
H10B | 0.3451 | −0.0060 | 0.8831 | 0.074* | |
H10C | 0.3275 | −0.0854 | 0.8453 | 0.074* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0208 (2) | 0.0210 (2) | 0.02099 (18) | −0.00224 (18) | 0.00261 (13) | −0.00100 (17) |
O1 | 0.0305 (15) | 0.0601 (19) | 0.0671 (19) | 0.0001 (13) | −0.0031 (13) | 0.0192 (15) |
O2 | 0.0393 (15) | 0.0483 (17) | 0.0319 (13) | −0.0006 (12) | −0.0035 (11) | −0.0039 (11) |
F1 | 0.0248 (10) | 0.0244 (10) | 0.0259 (9) | −0.0032 (8) | 0.0077 (7) | −0.0028 (7) |
N1 | 0.0251 (15) | 0.0231 (15) | 0.0231 (13) | −0.0030 (12) | 0.0043 (11) | −0.0033 (11) |
N2 | 0.0430 (18) | 0.0400 (19) | 0.0271 (15) | −0.0092 (15) | 0.0103 (13) | −0.0109 (13) |
N3 | 0.0251 (15) | 0.0256 (16) | 0.0283 (15) | −0.0005 (12) | 0.0056 (11) | 0.0013 (11) |
N4 | 0.0215 (14) | 0.0248 (15) | 0.0220 (13) | −0.0035 (11) | 0.0015 (10) | −0.0008 (11) |
N5 | 0.0226 (14) | 0.0276 (16) | 0.0222 (13) | −0.0028 (11) | 0.0030 (11) | −0.0020 (11) |
N6 | 0.0220 (15) | 0.0413 (18) | 0.0318 (15) | 0.0001 (13) | 0.0055 (11) | −0.0010 (13) |
C1 | 0.032 (2) | 0.0180 (17) | 0.0277 (17) | −0.0068 (14) | 0.0040 (14) | −0.0029 (13) |
C2 | 0.067 (3) | 0.068 (3) | 0.0214 (18) | −0.035 (2) | 0.0037 (17) | 0.0000 (18) |
C3 | 0.062 (3) | 0.055 (3) | 0.064 (3) | −0.015 (2) | 0.034 (2) | −0.033 (2) |
C4 | 0.0280 (19) | 0.029 (2) | 0.0368 (19) | 0.0005 (16) | 0.0055 (14) | −0.0001 (15) |
C5 | 0.034 (2) | 0.050 (3) | 0.059 (3) | 0.0008 (19) | 0.0115 (18) | 0.002 (2) |
C6 | 0.039 (2) | 0.053 (3) | 0.058 (3) | 0.003 (2) | −0.0015 (19) | 0.022 (2) |
C7 | 0.0262 (19) | 0.035 (2) | 0.0326 (19) | 0.0018 (15) | 0.0009 (14) | 0.0054 (15) |
C8 | 0.034 (2) | 0.0287 (19) | 0.0301 (18) | −0.0052 (16) | −0.0013 (14) | −0.0058 (14) |
C9 | 0.0240 (18) | 0.0292 (19) | 0.0305 (18) | −0.0085 (15) | −0.0013 (13) | −0.0041 (14) |
C10 | 0.0213 (17) | 0.0281 (19) | 0.0258 (16) | −0.0061 (14) | −0.0014 (13) | 0.0017 (14) |
C11 | 0.0219 (17) | 0.0219 (18) | 0.0299 (17) | −0.0042 (13) | 0.0061 (13) | 0.0014 (13) |
C12 | 0.029 (2) | 0.038 (2) | 0.048 (2) | 0.0027 (17) | 0.0011 (16) | −0.0057 (17) |
C13 | 0.036 (2) | 0.056 (3) | 0.039 (2) | −0.0082 (18) | 0.0180 (16) | −0.0054 (18) |
C14 | 0.0292 (19) | 0.031 (2) | 0.0313 (18) | −0.0029 (15) | 0.0028 (14) | −0.0072 (15) |
C15 | 0.040 (2) | 0.046 (2) | 0.0289 (18) | −0.0039 (18) | 0.0012 (15) | −0.0073 (16) |
C16 | 0.039 (2) | 0.038 (2) | 0.034 (2) | −0.0008 (17) | −0.0042 (16) | 0.0045 (16) |
C17 | 0.0251 (18) | 0.0270 (19) | 0.0248 (16) | −0.0014 (14) | 0.0020 (13) | −0.0012 (13) |
P1 | 0.0738 (9) | 0.0364 (6) | 0.0439 (6) | 0.0087 (6) | 0.0144 (5) | 0.0047 (5) |
F11 | 0.145 (3) | 0.0485 (16) | 0.0481 (15) | 0.0113 (16) | 0.0233 (15) | 0.0131 (12) |
F12 | 0.122 (2) | 0.0619 (17) | 0.0500 (15) | 0.0261 (16) | 0.0143 (13) | 0.0170 (12) |
F13 | 0.098 (2) | 0.0539 (16) | 0.0565 (15) | 0.0010 (14) | 0.0000 (13) | −0.0039 (12) |
F14 | 0.073 (2) | 0.148 (3) | 0.118 (3) | −0.048 (2) | −0.0281 (17) | 0.050 (2) |
F15 | 0.384 (6) | 0.0435 (19) | 0.059 (2) | 0.039 (3) | 0.047 (3) | −0.0022 (15) |
F16 | 0.090 (2) | 0.177 (4) | 0.142 (3) | 0.047 (2) | 0.056 (2) | 0.040 (3) |
N100 | 0.043 (2) | 0.042 (2) | 0.0409 (19) | −0.0069 (15) | −0.0027 (15) | 0.0057 (15) |
C101 | 0.0236 (19) | 0.033 (2) | 0.044 (2) | −0.0058 (16) | 0.0029 (15) | −0.0009 (17) |
C102 | 0.031 (2) | 0.077 (3) | 0.041 (2) | −0.003 (2) | 0.0002 (16) | 0.009 (2) |
Cu1—F1i | 1.9339 (16) | C6—H6B | 0.9900 |
Cu1—F1 | 1.9484 (16) | C7—H7A | 0.9900 |
Cu1—N1 | 1.952 (2) | C7—H7B | 0.9900 |
Cu1—N4 | 1.968 (2) | C8—C9 | 1.514 (4) |
Cu1—Cu1i | 3.0376 (8) | C8—H8A | 0.9900 |
O1—C6 | 1.425 (4) | C8—H8B | 0.9900 |
O1—C5 | 1.434 (4) | C9—C10 | 1.517 (4) |
O2—C16 | 1.425 (4) | C9—H9A | 0.9900 |
O2—C15 | 1.426 (4) | C9—H9B | 0.9900 |
F1—Cu1i | 1.9339 (16) | C10—H10D | 0.9900 |
N1—C1 | 1.308 (4) | C10—H10E | 0.9900 |
N1—C8 | 1.475 (4) | C12—H12A | 0.9800 |
N2—C1 | 1.372 (4) | C12—H12B | 0.9800 |
N2—C2 | 1.423 (4) | C12—H12C | 0.9800 |
N2—C3 | 1.449 (4) | C13—H13A | 0.9800 |
N3—C1 | 1.354 (4) | C13—H13B | 0.9800 |
N3—C7 | 1.449 (4) | C13—H13C | 0.9800 |
N3—C4 | 1.461 (4) | C14—C15 | 1.491 (4) |
N4—C11 | 1.307 (3) | C14—H14A | 0.9900 |
N4—C10 | 1.470 (4) | C14—H14B | 0.9900 |
N5—C11 | 1.365 (4) | C15—H15A | 0.9900 |
N5—C17 | 1.452 (4) | C15—H15B | 0.9900 |
N5—C14 | 1.470 (4) | C16—C17 | 1.506 (4) |
N6—C11 | 1.348 (4) | C16—H16A | 0.9900 |
N6—C12 | 1.441 (4) | C16—H16B | 0.9900 |
N6—C13 | 1.464 (4) | C17—H17A | 0.9900 |
C2—H2A | 0.9800 | C17—H17B | 0.9900 |
C2—H2B | 0.9800 | P1—F14 | 1.545 (3) |
C2—H2C | 0.9800 | P1—F15 | 1.547 (3) |
C3—H3A | 0.9800 | P1—F13 | 1.570 (2) |
C3—H3B | 0.9800 | P1—F12 | 1.583 (2) |
C3—H3C | 0.9800 | P1—F16 | 1.586 (3) |
C4—C5 | 1.500 (5) | P1—F11 | 1.591 (2) |
C4—H4A | 0.9900 | N100—C101 | 1.117 (4) |
C4—H4B | 0.9900 | C101—C102 | 1.451 (5) |
C5—H5A | 0.9900 | C102—H10A | 0.9800 |
C5—H5B | 0.9900 | C102—H10B | 0.9800 |
C6—C7 | 1.514 (4) | C102—H10C | 0.9800 |
C6—H6A | 0.9900 | ||
F1i—Cu1—F1 | 77.03 (7) | H8A—C8—H8B | 108.0 |
F1i—Cu1—N1 | 169.05 (9) | C8—C9—C10 | 114.5 (3) |
F1—Cu1—N1 | 93.03 (8) | C8—C9—H9A | 108.6 |
F1i—Cu1—N4 | 93.28 (8) | C10—C9—H9A | 108.6 |
F1—Cu1—N4 | 170.14 (8) | C8—C9—H9B | 108.6 |
N1—Cu1—N4 | 96.47 (10) | C10—C9—H9B | 108.6 |
F1i—Cu1—Cu1i | 38.69 (5) | H9A—C9—H9B | 107.6 |
F1—Cu1—Cu1i | 38.35 (5) | N4—C10—C9 | 110.8 (2) |
N1—Cu1—Cu1i | 131.22 (7) | N4—C10—H10D | 109.5 |
N4—Cu1—Cu1i | 131.94 (7) | C9—C10—H10D | 109.5 |
C6—O1—C5 | 109.8 (3) | N4—C10—H10E | 109.5 |
C16—O2—C15 | 109.8 (2) | C9—C10—H10E | 109.5 |
Cu1i—F1—Cu1 | 102.97 (7) | H10D—C10—H10E | 108.1 |
C1—N1—C8 | 117.6 (3) | N4—C11—N6 | 124.0 (3) |
C1—N1—Cu1 | 123.2 (2) | N4—C11—N5 | 120.7 (3) |
C8—N1—Cu1 | 117.61 (19) | N6—C11—N5 | 115.3 (3) |
C1—N2—C2 | 121.4 (3) | N6—C12—H12A | 109.5 |
C1—N2—C3 | 122.7 (3) | N6—C12—H12B | 109.5 |
C2—N2—C3 | 115.9 (3) | H12A—C12—H12B | 109.5 |
C1—N3—C7 | 121.1 (2) | N6—C12—H12C | 109.5 |
C1—N3—C4 | 122.0 (2) | H12A—C12—H12C | 109.5 |
C7—N3—C4 | 112.4 (2) | H12B—C12—H12C | 109.5 |
C11—N4—C10 | 118.8 (2) | N6—C13—H13A | 109.5 |
C11—N4—Cu1 | 125.0 (2) | N6—C13—H13B | 109.5 |
C10—N4—Cu1 | 114.94 (18) | H13A—C13—H13B | 109.5 |
C11—N5—C17 | 120.7 (2) | N6—C13—H13C | 109.5 |
C11—N5—C14 | 120.4 (3) | H13A—C13—H13C | 109.5 |
C17—N5—C14 | 112.8 (2) | H13B—C13—H13C | 109.5 |
C11—N6—C12 | 121.7 (3) | N5—C14—C15 | 109.0 (3) |
C11—N6—C13 | 123.6 (3) | N5—C14—H14A | 109.9 |
C12—N6—C13 | 114.5 (3) | C15—C14—H14A | 109.9 |
N1—C1—N3 | 121.4 (3) | N5—C14—H14B | 109.9 |
N1—C1—N2 | 122.8 (3) | C15—C14—H14B | 109.9 |
N3—C1—N2 | 115.7 (3) | H14A—C14—H14B | 108.3 |
N2—C2—H2A | 109.5 | O2—C15—C14 | 111.1 (3) |
N2—C2—H2B | 109.5 | O2—C15—H15A | 109.4 |
H2A—C2—H2B | 109.5 | C14—C15—H15A | 109.4 |
N2—C2—H2C | 109.5 | O2—C15—H15B | 109.4 |
H2A—C2—H2C | 109.5 | C14—C15—H15B | 109.4 |
H2B—C2—H2C | 109.5 | H15A—C15—H15B | 108.0 |
N2—C3—H3A | 109.5 | O2—C16—C17 | 111.8 (3) |
N2—C3—H3B | 109.5 | O2—C16—H16A | 109.3 |
H3A—C3—H3B | 109.5 | C17—C16—H16A | 109.3 |
N2—C3—H3C | 109.5 | O2—C16—H16B | 109.3 |
H3A—C3—H3C | 109.5 | C17—C16—H16B | 109.3 |
H3B—C3—H3C | 109.5 | H16A—C16—H16B | 107.9 |
N3—C4—C5 | 109.6 (3) | N5—C17—C16 | 108.8 (2) |
N3—C4—H4A | 109.7 | N5—C17—H17A | 109.9 |
C5—C4—H4A | 109.7 | C16—C17—H17A | 109.9 |
N3—C4—H4B | 109.7 | N5—C17—H17B | 109.9 |
C5—C4—H4B | 109.7 | C16—C17—H17B | 109.9 |
H4A—C4—H4B | 108.2 | H17A—C17—H17B | 108.3 |
O1—C5—C4 | 111.6 (3) | F14—P1—F15 | 94.1 (2) |
O1—C5—H5A | 109.3 | F14—P1—F13 | 89.60 (17) |
C4—C5—H5A | 109.3 | F15—P1—F13 | 176.3 (2) |
O1—C5—H5B | 109.3 | F14—P1—F12 | 89.96 (15) |
C4—C5—H5B | 109.3 | F15—P1—F12 | 89.28 (15) |
H5A—C5—H5B | 108.0 | F13—P1—F12 | 90.31 (13) |
O1—C6—C7 | 112.4 (3) | F14—P1—F16 | 176.9 (2) |
O1—C6—H6A | 109.1 | F15—P1—F16 | 89.0 (2) |
C7—C6—H6A | 109.1 | F13—P1—F16 | 87.33 (18) |
O1—C6—H6B | 109.1 | F12—P1—F16 | 90.56 (17) |
C7—C6—H6B | 109.1 | F14—P1—F11 | 89.68 (16) |
H6A—C6—H6B | 107.9 | F15—P1—F11 | 90.42 (15) |
N3—C7—C6 | 108.8 (3) | F13—P1—F11 | 90.02 (13) |
N3—C7—H7A | 109.9 | F12—P1—F11 | 179.52 (18) |
C6—C7—H7A | 109.9 | F16—P1—F11 | 89.81 (16) |
N3—C7—H7B | 109.9 | N100—C101—C102 | 179.3 (4) |
C6—C7—H7B | 109.9 | C101—C102—H10A | 109.5 |
H7A—C7—H7B | 108.3 | C101—C102—H10B | 109.5 |
N1—C8—C9 | 111.5 (2) | H10A—C102—H10B | 109.5 |
N1—C8—H8A | 109.3 | C101—C102—H10C | 109.5 |
C9—C8—H8A | 109.3 | H10A—C102—H10C | 109.5 |
N1—C8—H8B | 109.3 | H10B—C102—H10C | 109.5 |
C9—C8—H8B | 109.3 | ||
F1i—Cu1—N1—C1 | 3.5 (6) | C5—O1—C6—C7 | 58.5 (4) |
F1—Cu1—N1—C1 | −21.1 (2) | C1—N3—C7—C6 | −148.4 (3) |
N4—Cu1—N1—C1 | 156.2 (2) | C4—N3—C7—C6 | 54.9 (4) |
Cu1i—Cu1—N1—C1 | −17.3 (3) | O1—C6—C7—N3 | −56.6 (4) |
F1i—Cu1—N1—C8 | 168.6 (4) | C1—N1—C8—C9 | −140.8 (3) |
F1—Cu1—N1—C8 | 144.0 (2) | Cu1—N1—C8—C9 | 53.3 (3) |
N4—Cu1—N1—C8 | −38.6 (2) | N1—C8—C9—C10 | −67.4 (3) |
Cu1i—Cu1—N1—C8 | 147.87 (17) | C11—N4—C10—C9 | 133.1 (3) |
F1i—Cu1—N4—C11 | 23.0 (3) | Cu1—N4—C10—C9 | −59.2 (3) |
N1—Cu1—N4—C11 | −152.0 (3) | C8—C9—C10—N4 | 71.5 (3) |
Cu1i—Cu1—N4—C11 | 21.4 (3) | C10—N4—C11—N6 | 27.0 (4) |
F1i—Cu1—N4—C10 | −143.8 (2) | Cu1—N4—C11—N6 | −139.4 (3) |
N1—Cu1—N4—C10 | 41.2 (2) | C10—N4—C11—N5 | −150.3 (3) |
Cu1i—Cu1—N4—C10 | −145.40 (17) | Cu1—N4—C11—N5 | 43.3 (4) |
C8—N1—C1—N3 | 149.3 (3) | C12—N6—C11—N4 | 36.7 (5) |
Cu1—N1—C1—N3 | −45.5 (4) | C13—N6—C11—N4 | −148.0 (3) |
C8—N1—C1—N2 | −28.3 (4) | C12—N6—C11—N5 | −145.9 (3) |
Cu1—N1—C1—N2 | 136.9 (3) | C13—N6—C11—N5 | 29.4 (4) |
C7—N3—C1—N1 | −19.1 (4) | C17—N5—C11—N4 | 19.3 (4) |
C4—N3—C1—N1 | 135.4 (3) | C14—N5—C11—N4 | −130.9 (3) |
C7—N3—C1—N2 | 158.7 (3) | C17—N5—C11—N6 | −158.2 (3) |
C4—N3—C1—N2 | −46.8 (4) | C14—N5—C11—N6 | 51.5 (4) |
C2—N2—C1—N1 | −38.0 (5) | C11—N5—C14—C15 | −152.5 (3) |
C3—N2—C1—N1 | 141.9 (3) | C17—N5—C14—C15 | 55.1 (3) |
C2—N2—C1—N3 | 144.3 (3) | C16—O2—C15—C14 | 60.5 (3) |
C3—N2—C1—N3 | −35.8 (4) | N5—C14—C15—O2 | −57.3 (4) |
C1—N3—C4—C5 | 148.0 (3) | C15—O2—C16—C17 | −59.9 (3) |
C7—N3—C4—C5 | −55.5 (4) | C11—N5—C17—C16 | 153.6 (3) |
C6—O1—C5—C4 | −58.2 (4) | C14—N5—C17—C16 | −54.0 (3) |
N3—C4—C5—O1 | 56.4 (4) | O2—C16—C17—N5 | 56.2 (3) |
Symmetry code: (i) −x, −y, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3C···F16ii | 0.98 | 2.47 | 3.396 (5) | 157 |
C15—H15B···O2iii | 0.99 | 2.49 | 3.428 (4) | 159 |
C102—H10A···O2i | 0.98 | 2.47 | 3.286 (4) | 140 |
Symmetry codes: (i) −x, −y, −z+1; (ii) x−1/2, −y+1/2, z+1/2; (iii) −x, −y, −z. |