Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113015965/yp3032sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270113015965/yp3032Isup2.hkl |
CCDC reference: 964738
Data collection: CrystalClear (Rigaku, 2010); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: CrystalStructure 4.0; software used to prepare material for publication: CrystalStructure 4.0 (Rigaku, 2010).
C36H47BCuN4P | F(000) = 1360.00 |
Mr = 641.12 | Dx = 1.217 Mg m−3 |
Monoclinic, Cc | Mo Kα radiation, λ = 0.71070 Å |
Hall symbol: C -2yc | Cell parameters from 309 reflections |
a = 13.3372 (5) Å | θ = 3.0–27.5° |
b = 14.3257 (5) Å | µ = 0.70 mm−1 |
c = 18.4712 (10) Å | T = 184 K |
β = 97.6540 (8)° | Chip, colourless |
V = 3497.8 (3) Å3 | 0.40 × 0.20 × 0.20 mm |
Z = 4 |
Rigaku Mercury70 diffractometer | 5155 reflections with F2 > 2.0σ(F2) |
Detector resolution: 7.314 pixels mm-1 | Rint = 0.020 |
ω scans | θmax = 27.5° |
Absorption correction: multi-scan REQAB (Rigaku, 1998) | h = −11→17 |
Tmin = 0.736, Tmax = 0.869 | k = −18→18 |
14044 measured reflections | l = −23→16 |
5245 independent reflections |
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.081 | w = 1/[σ2(Fo2) + (0.0498P)2 + 1.8074P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.001 |
5245 reflections | Δρmax = 0.37 e Å−3 |
388 parameters | Δρmin = −0.25 e Å−3 |
2 restraints | Absolute structure: Flack, 1983. 1237 Friedel Pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.004 (10) |
Secondary atom site location: difference Fourier map |
C36H47BCuN4P | V = 3497.8 (3) Å3 |
Mr = 641.12 | Z = 4 |
Monoclinic, Cc | Mo Kα radiation |
a = 13.3372 (5) Å | µ = 0.70 mm−1 |
b = 14.3257 (5) Å | T = 184 K |
c = 18.4712 (10) Å | 0.40 × 0.20 × 0.20 mm |
β = 97.6540 (8)° |
Rigaku Mercury70 diffractometer | 5245 independent reflections |
Absorption correction: multi-scan REQAB (Rigaku, 1998) | 5155 reflections with F2 > 2.0σ(F2) |
Tmin = 0.736, Tmax = 0.869 | Rint = 0.020 |
14044 measured reflections |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.081 | Δρmax = 0.37 e Å−3 |
S = 1.06 | Δρmin = −0.25 e Å−3 |
5245 reflections | Absolute structure: Flack, 1983. 1237 Friedel Pairs |
388 parameters | Absolute structure parameter: 0.004 (10) |
2 restraints |
Geometry. ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY |
Refinement. Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.31480 (2) | 0.610908 (19) | 0.454410 (17) | 0.02498 (8) | |
P1 | 0.15530 (5) | 0.57801 (5) | 0.44862 (3) | 0.02372 (13) | |
N11 | 0.38523 (16) | 0.67342 (16) | 0.37920 (11) | 0.0271 (5) | |
N12 | 0.48479 (17) | 0.64832 (15) | 0.38025 (10) | 0.0262 (5) | |
N21 | 0.43528 (16) | 0.57730 (16) | 0.52580 (11) | 0.0246 (5) | |
N22 | 0.52110 (16) | 0.55387 (15) | 0.49740 (11) | 0.0237 (4) | |
C11 | 0.2342 (4) | 0.8055 (5) | 0.2464 (3) | 0.094 (2) | |
C12 | 0.2693 (4) | 0.8908 (4) | 0.3633 (4) | 0.090 (2) | |
C13 | 0.2703 (3) | 0.7978 (3) | 0.32736 (16) | 0.0403 (7) | |
C14 | 0.3723 (2) | 0.7533 (2) | 0.34109 (13) | 0.0304 (6) | |
C15 | 0.4634 (3) | 0.7802 (2) | 0.31810 (14) | 0.0325 (6) | |
C16 | 0.5325 (2) | 0.7127 (2) | 0.34395 (13) | 0.0294 (6) | |
C17 | 0.6431 (3) | 0.7044 (3) | 0.33530 (16) | 0.0390 (7) | |
C18 | 0.6569 (3) | 0.6452 (3) | 0.2695 (2) | 0.0560 (9) | |
C19 | 0.6914 (4) | 0.8000 (3) | 0.3303 (3) | 0.0628 (11) | |
C21 | 0.3765 (6) | 0.6972 (4) | 0.6606 (4) | 0.121 (3) | |
C22 | 0.3925 (4) | 0.5422 (4) | 0.7182 (2) | 0.0732 (15) | |
C23 | 0.3768 (3) | 0.5946 (3) | 0.64687 (15) | 0.0344 (6) | |
C24 | 0.4555 (2) | 0.56912 (19) | 0.59877 (13) | 0.0252 (5) | |
C25 | 0.55418 (19) | 0.53866 (18) | 0.61684 (13) | 0.0266 (5) | |
C26 | 0.5942 (2) | 0.52903 (18) | 0.55152 (13) | 0.0256 (5) | |
C27 | 0.6969 (2) | 0.4970 (2) | 0.53795 (14) | 0.0320 (6) | |
C28 | 0.7701 (3) | 0.5769 (3) | 0.5383 (3) | 0.0536 (9) | |
C29 | 0.7388 (3) | 0.4228 (4) | 0.5928 (3) | 0.0584 (10) | |
C41 | 0.0940 (3) | 0.5693 (2) | 0.35432 (14) | 0.0305 (6) | |
C42 | 0.1557 (3) | 0.5516 (3) | 0.30124 (16) | 0.0393 (7) | |
C43 | 0.1142 (3) | 0.5405 (3) | 0.22812 (17) | 0.0511 (9) | |
C44 | 0.0130 (3) | 0.5482 (3) | 0.20788 (17) | 0.0518 (9) | |
C45 | −0.0492 (3) | 0.5672 (3) | 0.25971 (18) | 0.0522 (9) | |
C46 | −0.0094 (3) | 0.5777 (3) | 0.33281 (16) | 0.0416 (7) | |
C47 | 0.07774 (19) | 0.66003 (18) | 0.49249 (14) | 0.0269 (5) | |
C48 | 0.0423 (3) | 0.7422 (2) | 0.45733 (18) | 0.0414 (7) | |
C49 | −0.0101 (3) | 0.8080 (3) | 0.4939 (3) | 0.0505 (9) | |
C50 | −0.0253 (3) | 0.7927 (3) | 0.5647 (3) | 0.0505 (9) | |
C51 | 0.0090 (3) | 0.7122 (3) | 0.60018 (19) | 0.0451 (8) | |
C52 | 0.0609 (3) | 0.6462 (2) | 0.56455 (15) | 0.0341 (6) | |
C53 | 0.1295 (2) | 0.46526 (17) | 0.48882 (12) | 0.0249 (5) | |
C54 | 0.0332 (3) | 0.4262 (2) | 0.48232 (15) | 0.0327 (6) | |
C55 | 0.0170 (3) | 0.3399 (2) | 0.51144 (16) | 0.0374 (7) | |
C56 | 0.0971 (3) | 0.2909 (2) | 0.54849 (16) | 0.0406 (7) | |
C57 | 0.1931 (3) | 0.3288 (3) | 0.55576 (19) | 0.0464 (8) | |
C58 | 0.2096 (3) | 0.4156 (2) | 0.52536 (17) | 0.0383 (7) | |
B1 | 0.5173 (3) | 0.5508 (3) | 0.41243 (15) | 0.0310 (7) | |
H1 | 0.5848 | 0.5342 | 0.3995 | 0.0372* | |
H2 | 0.4684 | 0.5028 | 0.3917 | 0.0372* | |
H3 | 0.2924 | 0.8149 | 0.2200 | 0.1126* | |
H4 | 0.1878 | 0.8585 | 0.2374 | 0.1126* | |
H5 | 0.1990 | 0.7479 | 0.2292 | 0.1126* | |
H6 | 0.2026 | 0.9018 | 0.3784 | 0.1085* | |
H7 | 0.2838 | 0.9395 | 0.3289 | 0.1085* | |
H8 | 0.3210 | 0.8922 | 0.4063 | 0.1085* | |
H9 | 0.2217 | 0.7566 | 0.3492 | 0.0483* | |
H10 | 0.4753 | 0.8339 | 0.2904 | 0.0390* | |
H11 | 0.6782 | 0.6724 | 0.3797 | 0.0468* | |
H12 | 0.6554 | 0.6853 | 0.2264 | 0.0672* | |
H13 | 0.6021 | 0.5993 | 0.2613 | 0.0672* | |
H14 | 0.7220 | 0.6128 | 0.2783 | 0.0672* | |
H15 | 0.7187 | 0.8214 | 0.3794 | 0.0753* | |
H16 | 0.6403 | 0.8444 | 0.3083 | 0.0753* | |
H17 | 0.7462 | 0.7958 | 0.3000 | 0.0753* | |
H18 | 0.4455 | 0.7216 | 0.6627 | 0.1457* | |
H19 | 0.3511 | 0.7094 | 0.7070 | 0.1457* | |
H20 | 0.3327 | 0.7281 | 0.6209 | 0.1457* | |
H21 | 0.3267 | 0.5298 | 0.7345 | 0.0878* | |
H22 | 0.4341 | 0.5797 | 0.7550 | 0.0878* | |
H23 | 0.4267 | 0.4829 | 0.7114 | 0.0878* | |
H24 | 0.3090 | 0.5769 | 0.6206 | 0.0412* | |
H25 | 0.5879 | 0.5267 | 0.6645 | 0.0319* | |
H26 | 0.6897 | 0.4680 | 0.4883 | 0.0383* | |
H27 | 0.8050 | 0.5860 | 0.5879 | 0.0643* | |
H28 | 0.7332 | 0.6338 | 0.5219 | 0.0643* | |
H29 | 0.8198 | 0.5627 | 0.5052 | 0.0643* | |
H30 | 0.7186 | 0.3608 | 0.5737 | 0.0701* | |
H31 | 0.7119 | 0.4329 | 0.6391 | 0.0701* | |
H32 | 0.8127 | 0.4269 | 0.6011 | 0.0701* | |
H33 | 0.2269 | 0.5470 | 0.3146 | 0.0471* | |
H34 | 0.1572 | 0.5275 | 0.1923 | 0.0614* | |
H35 | −0.0147 | 0.5405 | 0.1581 | 0.0621* | |
H36 | −0.1200 | 0.5732 | 0.2455 | 0.0626* | |
H37 | −0.0531 | 0.5908 | 0.3681 | 0.0499* | |
H38 | 0.0539 | 0.7536 | 0.4085 | 0.0496* | |
H39 | −0.0353 | 0.8632 | 0.4695 | 0.0607* | |
H40 | −0.0598 | 0.8381 | 0.5896 | 0.0606* | |
H41 | −0.0028 | 0.7017 | 0.6491 | 0.0542* | |
H42 | 0.0851 | 0.5910 | 0.5896 | 0.0409* | |
H43 | −0.0225 | 0.4597 | 0.4573 | 0.0392* | |
H44 | −0.0492 | 0.3140 | 0.5061 | 0.0449* | |
H45 | 0.0862 | 0.2315 | 0.5689 | 0.0487* | |
H46 | 0.2482 | 0.2955 | 0.5816 | 0.0557* | |
H47 | 0.2761 | 0.4407 | 0.5298 | 0.0459* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.01940 (13) | 0.02913 (15) | 0.02610 (13) | −0.00009 (13) | 0.00187 (9) | 0.00505 (12) |
P1 | 0.0203 (3) | 0.0265 (3) | 0.0241 (3) | 0.0007 (3) | 0.0018 (2) | 0.0044 (3) |
N11 | 0.0235 (11) | 0.0300 (11) | 0.0277 (10) | 0.0033 (9) | 0.0036 (8) | 0.0085 (8) |
N12 | 0.0279 (11) | 0.0289 (11) | 0.0229 (10) | 0.0040 (10) | 0.0072 (8) | 0.0037 (8) |
N21 | 0.0180 (10) | 0.0339 (12) | 0.0224 (10) | −0.0004 (9) | 0.0044 (8) | 0.0027 (8) |
N22 | 0.0213 (11) | 0.0260 (11) | 0.0242 (10) | 0.0043 (9) | 0.0042 (8) | 0.0022 (8) |
C11 | 0.088 (4) | 0.128 (5) | 0.056 (3) | 0.050 (4) | −0.025 (3) | 0.002 (3) |
C12 | 0.052 (3) | 0.097 (5) | 0.118 (5) | 0.042 (3) | −0.004 (3) | −0.045 (4) |
C13 | 0.0308 (15) | 0.0452 (18) | 0.0444 (16) | 0.0091 (14) | 0.0034 (12) | 0.0159 (13) |
C14 | 0.0314 (14) | 0.0344 (15) | 0.0257 (12) | 0.0028 (12) | 0.0049 (10) | 0.0067 (10) |
C15 | 0.0369 (16) | 0.0343 (15) | 0.0281 (12) | 0.0023 (12) | 0.0110 (11) | 0.0088 (10) |
C16 | 0.0348 (15) | 0.0331 (14) | 0.0225 (11) | 0.0027 (12) | 0.0120 (10) | 0.0005 (10) |
C17 | 0.0355 (17) | 0.0500 (19) | 0.0347 (15) | 0.0056 (14) | 0.0165 (12) | 0.0054 (12) |
C18 | 0.058 (3) | 0.061 (3) | 0.054 (2) | 0.015 (2) | 0.0299 (17) | −0.0074 (17) |
C19 | 0.049 (3) | 0.059 (3) | 0.087 (3) | −0.012 (2) | 0.033 (2) | −0.013 (2) |
C21 | 0.190 (7) | 0.049 (3) | 0.159 (6) | 0.027 (4) | 0.148 (6) | 0.009 (3) |
C22 | 0.074 (3) | 0.105 (4) | 0.049 (2) | 0.035 (3) | 0.039 (2) | 0.037 (3) |
C23 | 0.0282 (15) | 0.0486 (17) | 0.0279 (13) | 0.0037 (13) | 0.0099 (10) | 0.0052 (11) |
C24 | 0.0270 (14) | 0.0264 (13) | 0.0221 (11) | −0.0017 (11) | 0.0033 (9) | 0.0011 (9) |
C25 | 0.0253 (13) | 0.0297 (13) | 0.0241 (11) | 0.0023 (11) | 0.0010 (9) | 0.0010 (9) |
C26 | 0.0240 (13) | 0.0247 (12) | 0.0272 (12) | 0.0007 (11) | 0.0007 (9) | 0.0021 (9) |
C27 | 0.0279 (14) | 0.0372 (15) | 0.0308 (13) | 0.0092 (12) | 0.0041 (10) | 0.0020 (11) |
C28 | 0.0303 (17) | 0.055 (3) | 0.078 (3) | 0.0014 (16) | 0.0166 (16) | 0.0014 (18) |
C29 | 0.0361 (19) | 0.066 (3) | 0.073 (3) | 0.0193 (18) | 0.0072 (17) | 0.029 (2) |
C41 | 0.0316 (15) | 0.0319 (14) | 0.0268 (12) | −0.0002 (12) | −0.0008 (10) | 0.0043 (10) |
C42 | 0.0346 (17) | 0.051 (2) | 0.0327 (14) | 0.0015 (15) | 0.0047 (12) | −0.0060 (13) |
C43 | 0.056 (3) | 0.067 (3) | 0.0306 (15) | −0.0002 (19) | 0.0064 (14) | −0.0104 (14) |
C44 | 0.060 (3) | 0.063 (3) | 0.0291 (15) | 0.0017 (19) | −0.0072 (14) | 0.0014 (14) |
C45 | 0.0372 (18) | 0.076 (3) | 0.0390 (17) | 0.0082 (18) | −0.0123 (13) | 0.0031 (16) |
C46 | 0.0295 (16) | 0.060 (2) | 0.0343 (15) | 0.0026 (15) | 0.0005 (12) | 0.0041 (13) |
C47 | 0.0210 (13) | 0.0254 (13) | 0.0341 (13) | −0.0025 (10) | 0.0027 (10) | 0.0008 (10) |
C48 | 0.0445 (18) | 0.0281 (14) | 0.0521 (17) | 0.0028 (13) | 0.0088 (13) | 0.0064 (12) |
C49 | 0.046 (2) | 0.0252 (15) | 0.081 (3) | 0.0059 (14) | 0.0101 (17) | 0.0008 (14) |
C50 | 0.0374 (19) | 0.0380 (19) | 0.078 (3) | 0.0001 (15) | 0.0133 (16) | −0.0214 (16) |
C51 | 0.0412 (19) | 0.0479 (19) | 0.0487 (18) | −0.0034 (16) | 0.0147 (14) | −0.0152 (15) |
C52 | 0.0340 (15) | 0.0343 (15) | 0.0342 (14) | 0.0004 (13) | 0.0055 (11) | −0.0015 (11) |
C53 | 0.0268 (13) | 0.0245 (12) | 0.0236 (11) | −0.0005 (10) | 0.0036 (9) | 0.0005 (9) |
C54 | 0.0278 (14) | 0.0324 (15) | 0.0372 (14) | −0.0015 (11) | 0.0023 (11) | 0.0050 (11) |
C55 | 0.0378 (16) | 0.0340 (15) | 0.0414 (15) | −0.0117 (13) | 0.0091 (12) | 0.0010 (11) |
C56 | 0.0514 (19) | 0.0259 (14) | 0.0453 (16) | −0.0030 (14) | 0.0093 (13) | 0.0061 (11) |
C57 | 0.0401 (18) | 0.0353 (17) | 0.062 (2) | 0.0022 (14) | −0.0010 (15) | 0.0176 (14) |
C58 | 0.0295 (16) | 0.0328 (15) | 0.0506 (17) | −0.0016 (12) | −0.0021 (12) | 0.0105 (12) |
B1 | 0.0382 (18) | 0.0320 (16) | 0.0233 (13) | 0.0084 (13) | 0.0061 (11) | 0.0017 (10) |
Cu1—P1 | 2.1676 (8) | C11—H3 | 0.980 |
Cu1—N11 | 1.990 (3) | C11—H4 | 0.980 |
Cu1—N21 | 1.997 (2) | C11—H5 | 0.980 |
P1—C41 | 1.827 (3) | C12—H6 | 0.980 |
P1—C47 | 1.825 (3) | C12—H7 | 0.980 |
P1—C53 | 1.829 (3) | C12—H8 | 0.980 |
N11—N12 | 1.373 (4) | C13—H9 | 1.000 |
N11—C14 | 1.342 (4) | C15—H10 | 0.950 |
N12—C16 | 1.348 (4) | C17—H11 | 1.000 |
N12—B1 | 1.557 (4) | C18—H12 | 0.980 |
N21—N22 | 1.363 (4) | C18—H13 | 0.980 |
N21—C24 | 1.344 (3) | C18—H14 | 0.980 |
N22—C26 | 1.348 (3) | C19—H15 | 0.980 |
N22—B1 | 1.564 (4) | C19—H16 | 0.980 |
C11—C13 | 1.513 (6) | C19—H17 | 0.980 |
C12—C13 | 1.489 (7) | C21—H18 | 0.980 |
C13—C14 | 1.494 (5) | C21—H19 | 0.980 |
C14—C15 | 1.393 (5) | C21—H20 | 0.980 |
C15—C16 | 1.377 (4) | C22—H21 | 0.980 |
C16—C17 | 1.509 (5) | C22—H22 | 0.980 |
C17—C18 | 1.513 (6) | C22—H23 | 0.980 |
C17—C19 | 1.521 (6) | C23—H24 | 1.000 |
C21—C23 | 1.492 (6) | C25—H25 | 0.950 |
C22—C23 | 1.506 (6) | C27—H26 | 1.000 |
C23—C24 | 1.507 (5) | C28—H27 | 0.980 |
C24—C25 | 1.385 (4) | C28—H28 | 0.980 |
C25—C26 | 1.389 (4) | C28—H29 | 0.980 |
C26—C27 | 1.498 (4) | C29—H30 | 0.980 |
C27—C28 | 1.503 (5) | C29—H31 | 0.980 |
C27—C29 | 1.523 (5) | C29—H32 | 0.980 |
C41—C42 | 1.385 (5) | C42—H33 | 0.950 |
C41—C46 | 1.389 (5) | C43—H34 | 0.950 |
C42—C43 | 1.399 (5) | C44—H35 | 0.950 |
C43—C44 | 1.355 (6) | C45—H36 | 0.950 |
C44—C45 | 1.375 (6) | C46—H37 | 0.950 |
C45—C46 | 1.392 (5) | C48—H38 | 0.950 |
C47—C48 | 1.396 (4) | C49—H39 | 0.950 |
C47—C52 | 1.393 (4) | C50—H40 | 0.950 |
C48—C49 | 1.400 (5) | C51—H41 | 0.950 |
C49—C50 | 1.366 (6) | C52—H42 | 0.950 |
C50—C51 | 1.375 (5) | C54—H43 | 0.950 |
C51—C52 | 1.388 (5) | C55—H44 | 0.950 |
C53—C54 | 1.392 (4) | C56—H45 | 0.950 |
C53—C58 | 1.382 (4) | C57—H46 | 0.950 |
C54—C55 | 1.377 (5) | C58—H47 | 0.950 |
C55—C56 | 1.381 (5) | B1—H1 | 0.990 |
C56—C57 | 1.380 (5) | B1—H2 | 0.990 |
C57—C58 | 1.395 (5) | ||
Cu1···C13 | 3.558 (4) | C43···H21v | 2.9967 |
Cu1···C23 | 3.549 (3) | C43···H42v | 3.1607 |
Cu1···C42 | 3.410 (3) | C44···H10xii | 3.4931 |
Cu1···C58 | 3.464 (4) | C44···H18iv | 3.4903 |
Cu1···B1 | 3.033 (4) | C44···H32xiii | 3.1223 |
N11···N22 | 3.151 (3) | C44···H42v | 3.2002 |
N11···C11 | 3.513 (6) | C45···H7xii | 3.2718 |
N11···C12 | 3.471 (6) | C45···H10xii | 3.3979 |
N12···N21 | 3.029 (3) | C45···H14xiv | 3.1834 |
N12···C18 | 3.271 (5) | C45···H18iv | 3.5122 |
N21···C21 | 3.207 (7) | C45···H19iv | 3.5508 |
N22···C28 | 3.323 (4) | C45···H32xiii | 3.2473 |
C11···C15 | 3.186 (6) | C46···H7xii | 3.3894 |
C12···C15 | 3.238 (7) | C46···H10xii | 3.5796 |
C15···C18 | 3.438 (6) | C48···H30ii | 3.4181 |
C15···C19 | 3.032 (6) | C49···H2ii | 3.3608 |
C17···B1 | 3.212 (5) | C49···H26ii | 3.5284 |
C21···C25 | 3.455 (8) | C49···H30ii | 3.2944 |
C22···C25 | 3.039 (6) | C49···H47ii | 3.5616 |
C25···C28 | 3.437 (5) | C50···H12viii | 3.5935 |
C25···C29 | 3.050 (5) | C50···H30ii | 3.3784 |
C27···B1 | 3.198 (4) | C50···H46ii | 3.0794 |
C41···C44 | 2.792 (4) | C50···H47ii | 3.3873 |
C41···C48 | 3.253 (5) | C51···H12viii | 3.1926 |
C41···C54 | 3.311 (4) | C51···H27xiv | 3.2489 |
C42···C45 | 2.748 (5) | C51···H29xiv | 3.5841 |
C43···C46 | 2.754 (5) | C51···H30ii | 3.5987 |
C46···C47 | 3.244 (4) | C52···H29xiv | 3.4679 |
C46···C48 | 3.301 (5) | C52···H34ix | 3.5505 |
C46···C53 | 3.593 (4) | C52···H35ix | 3.4096 |
C46···C54 | 3.499 (5) | C53···H15xii | 3.2229 |
C47···C50 | 2.787 (5) | C54···H8xii | 3.0260 |
C47···C54 | 3.403 (4) | C54···H29xiv | 3.5248 |
C48···C51 | 2.767 (5) | C54···H35ix | 3.4257 |
C49···C52 | 2.764 (5) | C55···H8xii | 3.1321 |
C52···C53 | 3.139 (4) | C55···H18xii | 3.5068 |
C52···C54 | 3.497 (4) | C55···H32xiv | 3.5941 |
C53···C56 | 2.787 (4) | C55···H35ix | 3.2806 |
C54···C57 | 2.750 (5) | C56···H5ix | 3.4778 |
C55···C58 | 2.770 (5) | C56···H18xii | 3.2655 |
N22···C49i | 3.547 (4) | C56···H28xii | 2.9729 |
C26···C49i | 3.564 (5) | C57···H5ix | 3.3784 |
C49···N22ii | 3.547 (4) | C57···H15xii | 3.3223 |
C49···C26ii | 3.564 (5) | C57···H28xii | 2.9267 |
Cu1···H2 | 2.9277 | C57···H34ix | 3.3396 |
Cu1···H9 | 3.0051 | C57···H40i | 3.2753 |
Cu1···H20 | 3.4839 | C58···H15xii | 3.0321 |
Cu1···H24 | 3.1199 | C58···H34ix | 3.3526 |
Cu1···H33 | 2.8422 | C58···H40i | 3.3355 |
Cu1···H47 | 2.8878 | B1···H6i | 3.3866 |
P1···H9 | 3.3370 | B1···H22v | 3.5106 |
P1···H24 | 3.5447 | B1···H39i | 3.0037 |
P1···H33 | 2.8049 | H1···C12i | 3.3416 |
P1···H37 | 2.9777 | H1···H6i | 2.5262 |
P1···H38 | 2.9047 | H1···H7i | 3.3924 |
P1···H42 | 2.8873 | H1···H22v | 3.5216 |
P1···H43 | 2.9362 | H1···H39i | 3.2847 |
P1···H47 | 2.8404 | H2···C22v | 3.2932 |
N11···H1 | 3.3070 | H2···C49i | 3.3608 |
N11···H2 | 2.6815 | H2···H6i | 3.4804 |
N11···H8 | 3.3046 | H2···H21v | 3.2798 |
N11···H9 | 2.4818 | H2···H22v | 2.7693 |
N11···H10 | 3.1544 | H2···H23v | 3.3079 |
N11···H33 | 2.9145 | H2···H39i | 2.4669 |
N12···H10 | 3.1287 | H3···H25iv | 3.5904 |
N12···H11 | 2.6036 | H3···H27iv | 2.8460 |
N12···H13 | 2.9472 | H3···H41vi | 3.1904 |
N21···H1 | 3.3223 | H3···H46v | 2.9964 |
N21···H2 | 2.7866 | H4···C25iv | 3.0414 |
N21···H18 | 3.2549 | H4···H18iv | 3.5319 |
N21···H20 | 3.2043 | H4···H22iv | 3.5536 |
N21···H24 | 2.5865 | H4···H25iv | 2.4113 |
N21···H25 | 3.1381 | H4···H27iv | 3.4432 |
N21···H47 | 2.8951 | H4···H31iv | 3.5346 |
N22···H25 | 3.1214 | H4···H45v | 3.4738 |
N22···H26 | 2.5884 | H5···C56v | 3.4778 |
N22···H28 | 3.0299 | H5···C57v | 3.3784 |
C11···H6 | 2.8819 | H5···H18iv | 3.4680 |
C11···H7 | 2.4859 | H5···H45v | 3.1525 |
C11···H8 | 3.2717 | H5···H46v | 2.9540 |
C11···H10 | 3.2360 | H6···C27ii | 3.2574 |
C12···H3 | 2.9163 | H6···B1ii | 3.3866 |
C12···H4 | 2.4761 | H6···H1ii | 2.5262 |
C12···H5 | 3.2533 | H6···H2ii | 3.4804 |
C12···H10 | 3.3186 | H6···H14ii | 3.5697 |
C13···H10 | 2.9515 | H6···H26ii | 2.2675 |
C13···H38 | 3.4818 | H6···H29ii | 3.5033 |
C14···H3 | 2.5074 | H7···C18ii | 3.5020 |
C14···H4 | 3.2775 | H7···C45iii | 3.2718 |
C14···H5 | 2.8889 | H7···C46iii | 3.3894 |
C14···H6 | 3.2472 | H7···H1ii | 3.3924 |
C14···H7 | 2.9137 | H7···H13ii | 3.4454 |
C14···H8 | 2.4700 | H7···H14ii | 2.7406 |
C14···H33 | 3.5331 | H7···H26ii | 3.3748 |
C15···H3 | 2.7625 | H7···H36iii | 2.8667 |
C15···H7 | 3.3334 | H7···H37iii | 3.0884 |
C15···H8 | 3.1083 | H7···H43iii | 3.2794 |
C15···H9 | 3.3653 | H8···C27ii | 3.4606 |
C15···H11 | 3.3193 | H8···C54iii | 3.0260 |
C15···H12 | 3.5260 | H8···C55iii | 3.1321 |
C15···H13 | 3.4287 | H8···H26ii | 2.6912 |
C15···H15 | 3.4922 | H8···H29ii | 3.0524 |
C15···H16 | 2.5617 | H8···H30ii | 3.5699 |
C16···H1 | 2.8079 | H8···H37iii | 3.4251 |
C16···H2 | 3.2784 | H8···H43iii | 2.3787 |
C16···H12 | 2.9164 | H8···H44iii | 2.6064 |
C16···H13 | 2.4918 | H10···C44iii | 3.4931 |
C16···H14 | 3.2749 | H10···C45iii | 3.3979 |
C16···H15 | 2.9305 | H10···C46iii | 3.5796 |
C16···H16 | 2.5136 | H10···H41vi | 2.7117 |
C16···H17 | 3.2890 | H10···H43iii | 3.5686 |
C17···H1 | 2.8636 | H12···C29v | 3.2326 |
C17···H10 | 2.9397 | H12···C50vi | 3.5935 |
C18···H1 | 3.1357 | H12···C51vi | 3.1926 |
C18···H15 | 3.2742 | H12···H19vi | 3.0756 |
C18···H16 | 2.9574 | H12···H20vi | 3.4856 |
C18···H17 | 2.4920 | H12···H25v | 3.3266 |
C19···H10 | 2.9185 | H12···H30v | 3.1205 |
C19···H12 | 2.5237 | H12···H31v | 2.5213 |
C19···H13 | 3.3025 | H12···H36vii | 3.3751 |
C19···H14 | 2.8966 | H12···H40vi | 3.5789 |
C21···H21 | 2.8804 | H12···H41vi | 2.8824 |
C21···H22 | 2.4721 | H13···C22v | 3.4591 |
C21···H23 | 3.2544 | H13···C25v | 3.3133 |
C22···H18 | 2.8890 | H13···H7i | 3.4454 |
C22···H19 | 2.4612 | H13···H22v | 3.3973 |
C22···H20 | 3.2525 | H13···H23v | 2.6707 |
C22···H25 | 2.9180 | H13···H25v | 2.5292 |
C23···H25 | 2.9554 | H13···H31v | 2.8863 |
C23···H47 | 3.2508 | H14···C12i | 3.5658 |
C24···H18 | 2.4949 | H14···C29v | 3.4999 |
C24···H19 | 3.2741 | H14···C45vii | 3.1834 |
C24···H20 | 2.8664 | H14···H6i | 3.5697 |
C24···H21 | 3.2698 | H14···H7i | 2.7406 |
C24···H22 | 2.9415 | H14···H19vi | 3.4332 |
C24···H23 | 2.4930 | H14···H25v | 3.2567 |
C24···H47 | 3.1491 | H14···H31v | 2.6394 |
C25···H18 | 3.1642 | H14···H36vii | 2.3381 |
C25···H22 | 3.2424 | H14···H37vii | 3.2439 |
C25···H23 | 2.7151 | H15···C53iii | 3.2229 |
C25···H24 | 3.3252 | H15···C57iii | 3.3223 |
C25···H26 | 3.3279 | H15···C58iii | 3.0321 |
C25···H27 | 3.5236 | H15···H33iii | 3.4534 |
C25···H28 | 3.4279 | H15···H39vii | 3.5276 |
C25···H30 | 3.5214 | H15···H47iii | 3.2648 |
C25···H31 | 2.5807 | H16···C41iii | 3.4084 |
C26···H1 | 2.7946 | H16···C42iii | 2.9791 |
C26···H2 | 3.2179 | H16···C43iii | 3.1730 |
C26···H27 | 2.9196 | H16···H21vi | 3.4914 |
C26···H28 | 2.5026 | H16···H33iii | 3.1195 |
C26···H29 | 3.2722 | H16···H34iii | 3.4121 |
C26···H30 | 2.9235 | H16···H41vi | 3.3506 |
C26···H31 | 2.5105 | H17···C21vi | 3.2953 |
C26···H32 | 3.2811 | H17···C22vi | 3.5022 |
C27···H1 | 2.8352 | H17···H19vi | 2.3563 |
C27···H25 | 2.9438 | H17···H21vi | 3.0347 |
C28···H1 | 3.3708 | H17···H22vi | 3.2722 |
C28···H11 | 3.3170 | H18···C44x | 3.4903 |
C28···H30 | 3.2554 | H18···C45x | 3.5122 |
C28···H31 | 2.9514 | H18···C55iii | 3.5068 |
C28···H32 | 2.4711 | H18···C56iii | 3.2655 |
C29···H25 | 2.9539 | H18···H4x | 3.5319 |
C29···H27 | 2.5059 | H18···H5x | 3.4680 |
C29···H28 | 3.2919 | H18···H32ii | 3.5424 |
C29···H29 | 2.8762 | H18···H35x | 3.4519 |
C41···H9 | 3.1863 | H18···H36x | 3.4786 |
C41···H34 | 3.2696 | H18···H44iii | 3.1919 |
C41···H36 | 3.2657 | H18···H45iii | 2.7229 |
C41···H38 | 2.8985 | H19···C19viii | 3.3215 |
C41···H43 | 3.0473 | H19···C45x | 3.5508 |
C42···H5 | 3.1959 | H19···H12viii | 3.0756 |
C42···H9 | 3.1578 | H19···H14viii | 3.4332 |
C42···H35 | 3.2527 | H19···H17viii | 2.3563 |
C42···H37 | 3.2426 | H19···H30ii | 3.5688 |
C43···H5 | 3.1781 | H19···H36x | 3.2056 |
C43···H36 | 3.2161 | H20···C29ii | 3.0726 |
C44···H33 | 3.2436 | H20···H12viii | 3.4856 |
C44···H37 | 3.2568 | H20···H30ii | 2.5170 |
C45···H34 | 3.2189 | H20···H31ii | 3.3843 |
C46···H33 | 3.2425 | H20···H32ii | 2.8792 |
C46···H35 | 3.2615 | H20···H44iii | 3.0638 |
C46···H38 | 2.9488 | H21···C42ix | 2.9723 |
C46···H43 | 2.8789 | H21···C43ix | 2.9967 |
C47···H37 | 2.8698 | H21···H2ix | 3.2798 |
C47···H39 | 3.2799 | H21···H16viii | 3.4914 |
C47···H41 | 3.2726 | H21···H17viii | 3.0347 |
C47···H43 | 3.1959 | H21···H33ix | 2.3878 |
C48···H6 | 3.5711 | H21···H34ix | 2.4340 |
C48···H9 | 3.3211 | H22···B1ix | 3.5106 |
C48···H37 | 2.9123 | H22···H1ix | 3.5216 |
C48···H40 | 3.2548 | H22···H2ix | 2.7693 |
C48···H42 | 3.2574 | H22···H4x | 3.5536 |
C49···H41 | 3.2359 | H22···H13ix | 3.3973 |
C50···H38 | 3.2509 | H22···H17viii | 3.2722 |
C50···H42 | 3.2475 | H22···H33ix | 3.5998 |
C51···H39 | 3.2367 | H23···H2ix | 3.3079 |
C52···H24 | 3.4782 | H23···H13ix | 2.6707 |
C52···H38 | 3.2584 | H23···H33ix | 3.5033 |
C52···H40 | 3.2499 | H23···H34ix | 3.5678 |
C52···H43 | 3.4219 | H23···H40i | 3.0836 |
C53···H24 | 3.5591 | H24···H34ix | 2.9677 |
C53···H37 | 3.5620 | H25···C11x | 3.3297 |
C53···H42 | 2.7115 | H25···C18ix | 3.1935 |
C53···H44 | 3.2679 | H25···H3x | 3.5904 |
C53···H46 | 3.2613 | H25···H4x | 2.4113 |
C54···H37 | 3.2691 | H25···H12ix | 3.3266 |
C54···H42 | 3.1009 | H25···H13ix | 2.5292 |
C54···H45 | 3.2456 | H25···H14ix | 3.2567 |
C54···H47 | 3.2488 | H25···H40i | 3.5168 |
C55···H46 | 3.2448 | H25···H45iii | 3.4233 |
C56···H43 | 3.2417 | H26···C12i | 2.8865 |
C56···H47 | 3.2627 | H26···C49i | 3.5284 |
C57···H44 | 3.2461 | H26···H6i | 2.2675 |
C58···H24 | 3.0939 | H26···H7i | 3.3748 |
C58···H42 | 3.3169 | H26···H8i | 2.6912 |
C58···H43 | 3.2440 | H26···H39i | 3.3321 |
C58···H45 | 3.2662 | H27···C11x | 3.5514 |
B1···H11 | 2.8888 | H27···C51vii | 3.2489 |
B1···H13 | 3.2243 | H27···H3x | 2.8460 |
B1···H26 | 2.7924 | H27···H4x | 3.4432 |
B1···H28 | 3.4990 | H27···H35xi | 3.1493 |
H1···H11 | 2.3922 | H27···H41vii | 3.1341 |
H1···H13 | 2.7569 | H27···H45iii | 3.5649 |
H1···H14 | 3.2741 | H27···H46iii | 3.0933 |
H1···H26 | 2.2212 | H28···C56iii | 2.9729 |
H1···H28 | 3.1420 | H28···C57iii | 2.9267 |
H1···H29 | 3.4891 | H28···H45iii | 2.6468 |
H2···H13 | 3.4693 | H28···H46iii | 2.5612 |
H2···H26 | 3.2777 | H29···C12i | 3.5952 |
H2···H33 | 3.4037 | H29···C51vii | 3.5841 |
H3···H6 | 3.5331 | H29···C52vii | 3.4679 |
H3···H7 | 2.7033 | H29···C54vii | 3.5248 |
H3···H8 | 3.5877 | H29···H6i | 3.5033 |
H3···H9 | 2.8081 | H29···H8i | 3.0524 |
H3···H10 | 2.6208 | H29···H37vii | 3.2546 |
H4···H6 | 2.6583 | H29···H43vii | 2.8078 |
H4···H7 | 2.2944 | H30···C21i | 3.4063 |
H4···H8 | 3.4127 | H30···C48i | 3.4181 |
H4···H9 | 2.5197 | H30···C49i | 3.2944 |
H5···H6 | 3.5242 | H30···C50i | 3.3784 |
H5···H7 | 3.4124 | H30···C51i | 3.5987 |
H5···H9 | 2.1992 | H30···H8i | 3.5699 |
H5···H33 | 3.2787 | H30···H12ix | 3.1205 |
H5···H34 | 3.2624 | H30···H19i | 3.5688 |
H6···H9 | 2.1734 | H30···H20i | 2.5170 |
H6···H38 | 3.0075 | H30···H44vii | 3.5540 |
H7···H9 | 2.7880 | H31···C18ix | 2.8402 |
H7···H10 | 3.1309 | H31···H4x | 3.5346 |
H8···H9 | 2.5037 | H31···H12ix | 2.5213 |
H8···H10 | 3.2706 | H31···H13ix | 2.8863 |
H9···H33 | 3.0720 | H31···H14ix | 2.6394 |
H9···H38 | 2.6196 | H31···H20i | 3.3843 |
H10···H12 | 3.5294 | H31···H36xi | 2.7793 |
H10···H15 | 3.4424 | H32···C21i | 3.5368 |
H10···H16 | 2.1865 | H32···C44xi | 3.1223 |
H11···H12 | 2.8131 | H32···C45xi | 3.2473 |
H11···H13 | 2.5136 | H32···C55vii | 3.5941 |
H11···H14 | 2.2066 | H32···H18i | 3.5424 |
H11···H15 | 2.2022 | H32···H20i | 2.8792 |
H11···H16 | 2.8095 | H32···H35xi | 2.4445 |
H11···H17 | 2.5434 | H32···H36xi | 2.6986 |
H11···H26 | 3.5405 | H32···H44vii | 3.1541 |
H11···H28 | 2.6894 | H33···C19xii | 3.5867 |
H11···H29 | 3.2013 | H33···C22v | 3.2758 |
H12···H15 | 3.4443 | H33···H15xii | 3.4534 |
H12···H16 | 2.7578 | H33···H16xii | 3.1195 |
H12···H17 | 2.3200 | H33···H21v | 2.3878 |
H13···H17 | 3.4299 | H33···H22v | 3.5998 |
H14···H15 | 3.5275 | H33···H23v | 3.5033 |
H14···H16 | 3.5594 | H34···C22v | 3.2667 |
H14···H17 | 2.6655 | H34···C52v | 3.5505 |
H18···H21 | 3.5171 | H34···C57v | 3.3396 |
H18···H22 | 2.6697 | H34···C58v | 3.3526 |
H18···H23 | 3.5528 | H34···H16xii | 3.4121 |
H18···H24 | 2.7989 | H34···H21v | 2.4340 |
H18···H25 | 3.3744 | H34···H23v | 3.5678 |
H19···H21 | 2.6508 | H34···H24v | 2.9677 |
H19···H22 | 2.2809 | H34···H42v | 2.6319 |
H19···H23 | 3.3961 | H34···H46v | 3.5700 |
H19···H24 | 2.4953 | H35···C29xiii | 3.3887 |
H20···H21 | 3.5386 | H35···C52v | 3.4096 |
H20···H22 | 3.4052 | H35···C54v | 3.4257 |
H20···H24 | 2.1886 | H35···C55v | 3.2806 |
H21···H24 | 2.1907 | H35···H18iv | 3.4519 |
H22···H24 | 2.8005 | H35···H27xiii | 3.1493 |
H22···H25 | 2.9142 | H35···H32xiii | 2.4445 |
H23···H24 | 2.5276 | H35···H41v | 3.4791 |
H23···H25 | 2.5026 | H35···H42v | 2.7166 |
H24···H42 | 2.9720 | H35···H44v | 3.4787 |
H24···H47 | 2.5730 | H36···C18xiv | 3.2356 |
H25···H27 | 3.4931 | H36···C29xiii | 3.1761 |
H25···H30 | 3.5041 | H36···H7xii | 2.8667 |
H25···H31 | 2.2289 | H36···H12xiv | 3.3751 |
H26···H27 | 2.8026 | H36···H14xiv | 2.3381 |
H26···H28 | 2.5038 | H36···H18iv | 3.4786 |
H26···H29 | 2.1921 | H36···H19iv | 3.2056 |
H26···H30 | 2.1984 | H36···H31xiii | 2.7793 |
H26···H31 | 2.8073 | H36···H32xiii | 2.6986 |
H26···H32 | 2.5436 | H37···H7xii | 3.0884 |
H27···H30 | 3.4244 | H37···H8xii | 3.4251 |
H27···H31 | 2.7505 | H37···H14xiv | 3.2439 |
H27···H32 | 2.2931 | H37···H29xiv | 3.2546 |
H28···H32 | 3.4112 | H39···N21ii | 3.2782 |
H29···H30 | 3.4990 | H39···N22ii | 2.8609 |
H29···H31 | 3.5489 | H39···C26ii | 3.1967 |
H29···H32 | 2.6407 | H39···B1ii | 3.0037 |
H33···H34 | 2.3410 | H39···H1ii | 3.2847 |
H34···H35 | 2.3036 | H39···H2ii | 2.4669 |
H35···H36 | 2.3233 | H39···H15xiv | 3.5276 |
H36···H37 | 2.3352 | H39···H26ii | 3.3321 |
H37···H38 | 2.7832 | H39···H47ii | 3.0893 |
H37···H43 | 2.4959 | H40···C24ii | 3.3182 |
H38···H39 | 2.3482 | H40···C25ii | 3.2575 |
H39···H40 | 2.3118 | H40···C26ii | 3.5456 |
H40···H41 | 2.3206 | H40···C57ii | 3.2753 |
H41···H42 | 2.3332 | H40···C58ii | 3.3355 |
H42···H43 | 3.2603 | H40···H12viii | 3.5789 |
H43···H44 | 2.3189 | H40···H23ii | 3.0836 |
H44···H45 | 2.3343 | H40···H25ii | 3.5168 |
H45···H46 | 2.3292 | H40···H46ii | 2.6186 |
H46···H47 | 2.3412 | H40···H47ii | 2.7434 |
Cu1···H44iii | 3.4936 | H41···C15viii | 3.2228 |
N11···H44iii | 3.1250 | H41···H3viii | 3.1904 |
N12···H44iii | 3.3942 | H41···H10viii | 2.7117 |
N21···H39i | 3.2782 | H41···H12viii | 2.8824 |
N21···H44iii | 3.4200 | H41···H16viii | 3.3506 |
N21···H45iii | 3.0228 | H41···H27xiv | 3.1341 |
N22···H39i | 2.8609 | H41···H35ix | 3.4791 |
N22···H45iii | 2.9437 | H42···C43ix | 3.1607 |
C11···H25iv | 3.3297 | H42···C44ix | 3.2002 |
C11···H27iv | 3.5514 | H42···H34ix | 2.6319 |
C11···H46v | 3.3963 | H42···H35ix | 2.7166 |
C12···H1ii | 3.3416 | H43···C12xii | 3.2274 |
C12···H14ii | 3.5658 | H43···H7xii | 3.2794 |
C12···H26ii | 2.8865 | H43···H8xii | 2.3787 |
C12···H29ii | 3.5952 | H43···H10xii | 3.5686 |
C12···H43iii | 3.2274 | H43···H29xiv | 2.8078 |
C12···H44iii | 3.5094 | H44···Cu1xii | 3.4936 |
C14···H44iii | 3.2074 | H44···N11xii | 3.1250 |
C15···H41vi | 3.2228 | H44···N12xii | 3.3942 |
C15···H44iii | 3.5314 | H44···N21xii | 3.4200 |
C18···H7i | 3.5020 | H44···C12xii | 3.5094 |
C18···H25v | 3.1935 | H44···C14xii | 3.2074 |
C18···H31v | 2.8402 | H44···C15xii | 3.5314 |
C18···H36vii | 3.2356 | H44···C21xii | 3.5609 |
C19···H19vi | 3.3215 | H44···H8xii | 2.6064 |
C19···H33iii | 3.5867 | H44···H18xii | 3.1919 |
C21···H17viii | 3.2953 | H44···H20xii | 3.0638 |
C21···H30ii | 3.4063 | H44···H30xiv | 3.5540 |
C21···H32ii | 3.5368 | H44···H32xiv | 3.1541 |
C21···H44iii | 3.5609 | H44···H35ix | 3.4787 |
C21···H45iii | 3.4922 | H45···N21xii | 3.0228 |
C22···H2ix | 3.2932 | H45···N22xii | 2.9437 |
C22···H13ix | 3.4591 | H45···C21xii | 3.4922 |
C22···H17viii | 3.5022 | H45···C24xii | 3.0022 |
C22···H33ix | 3.2758 | H45···C25xii | 2.9494 |
C22···H34ix | 3.2667 | H45···C26xii | 2.9214 |
C24···H40i | 3.3182 | H45···C28xii | 3.4074 |
C24···H45iii | 3.0022 | H45···H4ix | 3.4738 |
C25···H4x | 3.0414 | H45···H5ix | 3.1525 |
C25···H13ix | 3.3133 | H45···H18xii | 2.7229 |
C25···H40i | 3.2575 | H45···H25xii | 3.4233 |
C25···H45iii | 2.9494 | H45···H27xii | 3.5649 |
C26···H39i | 3.1967 | H45···H28xii | 2.6468 |
C26···H40i | 3.5456 | H46···C11ix | 3.3963 |
C26···H45iii | 2.9214 | H46···C28xii | 3.2554 |
C27···H6i | 3.2574 | H46···C50i | 3.0794 |
C27···H8i | 3.4606 | H46···H3ix | 2.9964 |
C28···H45iii | 3.4074 | H46···H5ix | 2.9540 |
C28···H46iii | 3.2554 | H46···H27xii | 3.0933 |
C29···H12ix | 3.2326 | H46···H28xii | 2.5612 |
C29···H14ix | 3.4999 | H46···H34ix | 3.5700 |
C29···H20i | 3.0726 | H46···H40i | 2.6186 |
C29···H35xi | 3.3887 | H47···C49i | 3.5616 |
C29···H36xi | 3.1761 | H47···C50i | 3.3873 |
C41···H16xii | 3.4084 | H47···H15xii | 3.2648 |
C42···H16xii | 2.9791 | H47···H39i | 3.0893 |
C42···H21v | 2.9723 | H47···H40i | 2.7434 |
C43···H16xii | 3.1730 | ||
P1—Cu1—N11 | 127.93 (6) | C14—C13—H9 | 107.683 |
P1—Cu1—N21 | 132.71 (7) | C14—C15—H10 | 127.161 |
N11—Cu1—N21 | 98.99 (9) | C16—C15—H10 | 127.164 |
Cu1—P1—C41 | 111.92 (10) | C16—C17—H11 | 107.873 |
Cu1—P1—C47 | 116.66 (9) | C18—C17—H11 | 107.882 |
Cu1—P1—C53 | 114.10 (9) | C19—C17—H11 | 107.876 |
C41—P1—C47 | 105.04 (13) | C17—C18—H12 | 109.465 |
C41—P1—C53 | 104.00 (12) | C17—C18—H13 | 109.471 |
C47—P1—C53 | 103.88 (12) | C17—C18—H14 | 109.474 |
Cu1—N11—N12 | 114.69 (16) | H12—C18—H13 | 109.471 |
Cu1—N11—C14 | 135.2 (2) | H12—C18—H14 | 109.472 |
N12—N11—C14 | 106.7 (3) | H13—C18—H14 | 109.475 |
N11—N12—C16 | 109.5 (2) | C17—C19—H15 | 109.481 |
N11—N12—B1 | 117.4 (3) | C17—C19—H16 | 109.464 |
C16—N12—B1 | 132.6 (3) | C17—C19—H17 | 109.467 |
Cu1—N21—N22 | 116.63 (15) | H15—C19—H16 | 109.476 |
Cu1—N21—C24 | 135.99 (19) | H15—C19—H17 | 109.471 |
N22—N21—C24 | 107.4 (2) | H16—C19—H17 | 109.469 |
N21—N22—C26 | 109.9 (2) | C23—C21—H18 | 109.474 |
N21—N22—B1 | 118.5 (2) | C23—C21—H19 | 109.484 |
C26—N22—B1 | 131.3 (3) | C23—C21—H20 | 109.467 |
C11—C13—C12 | 110.8 (4) | H18—C21—H19 | 109.468 |
C11—C13—C14 | 111.2 (3) | H18—C21—H20 | 109.471 |
C12—C13—C14 | 111.6 (3) | H19—C21—H20 | 109.464 |
N11—C14—C13 | 120.2 (3) | C23—C22—H21 | 109.470 |
N11—C14—C15 | 109.9 (3) | C23—C22—H22 | 109.466 |
C13—C14—C15 | 129.9 (3) | C23—C22—H23 | 109.473 |
C14—C15—C16 | 105.7 (3) | H21—C22—H22 | 109.474 |
N12—C16—C15 | 108.3 (3) | H21—C22—H23 | 109.472 |
N12—C16—C17 | 122.1 (3) | H22—C22—H23 | 109.473 |
C15—C16—C17 | 129.5 (3) | C21—C23—H24 | 107.970 |
C16—C17—C18 | 110.7 (3) | C22—C23—H24 | 107.959 |
C16—C17—C19 | 111.3 (3) | C24—C23—H24 | 107.968 |
C18—C17—C19 | 111.0 (4) | C24—C25—H25 | 126.740 |
C21—C23—C22 | 110.3 (4) | C26—C25—H25 | 126.728 |
C21—C23—C24 | 110.9 (4) | C26—C27—H26 | 107.618 |
C22—C23—C24 | 111.6 (3) | C28—C27—H26 | 107.619 |
N21—C24—C23 | 120.5 (3) | C29—C27—H26 | 107.618 |
N21—C24—C25 | 109.0 (3) | C27—C28—H27 | 109.473 |
C23—C24—C25 | 130.4 (3) | C27—C28—H28 | 109.469 |
C24—C25—C26 | 106.5 (2) | C27—C28—H29 | 109.468 |
N22—C26—C25 | 107.1 (3) | H27—C28—H28 | 109.478 |
N22—C26—C27 | 123.0 (3) | H27—C28—H29 | 109.475 |
C25—C26—C27 | 129.9 (3) | H28—C28—H29 | 109.465 |
C26—C27—C28 | 112.0 (3) | C27—C29—H30 | 109.473 |
C26—C27—C29 | 111.4 (3) | C27—C29—H31 | 109.475 |
C28—C27—C29 | 110.4 (3) | C27—C29—H32 | 109.471 |
P1—C41—C42 | 117.1 (3) | H30—C29—H31 | 109.477 |
P1—C41—C46 | 124.6 (3) | H30—C29—H32 | 109.466 |
C42—C41—C46 | 118.3 (3) | H31—C29—H32 | 109.466 |
C41—C42—C43 | 120.5 (3) | C41—C42—H33 | 119.735 |
C42—C43—C44 | 120.6 (4) | C43—C42—H33 | 119.743 |
C43—C44—C45 | 119.6 (3) | C42—C43—H34 | 119.703 |
C44—C45—C46 | 120.6 (4) | C44—C43—H34 | 119.705 |
C41—C46—C45 | 120.3 (3) | C43—C44—H35 | 120.172 |
P1—C47—C48 | 120.9 (3) | C45—C44—H35 | 120.182 |
P1—C47—C52 | 120.4 (2) | C44—C45—H36 | 119.701 |
C48—C47—C52 | 118.5 (3) | C46—C45—H36 | 119.685 |
C47—C48—C49 | 120.2 (3) | C41—C46—H37 | 119.858 |
C48—C49—C50 | 120.1 (4) | C45—C46—H37 | 119.860 |
C49—C50—C51 | 120.6 (4) | C47—C48—H38 | 119.914 |
C50—C51—C52 | 120.0 (4) | C49—C48—H38 | 119.914 |
C47—C52—C51 | 120.7 (3) | C48—C49—H39 | 119.957 |
P1—C53—C54 | 122.8 (2) | C50—C49—H39 | 119.960 |
P1—C53—C58 | 118.5 (2) | C49—C50—H40 | 119.720 |
C54—C53—C58 | 118.7 (3) | C51—C50—H40 | 119.724 |
C53—C54—C55 | 121.2 (3) | C50—C51—H41 | 119.983 |
C54—C55—C56 | 119.9 (3) | C52—C51—H41 | 119.982 |
C55—C56—C57 | 119.7 (3) | C47—C52—H42 | 119.672 |
C56—C57—C58 | 120.4 (3) | C51—C52—H42 | 119.665 |
C53—C58—C57 | 120.1 (3) | C53—C54—H43 | 119.378 |
N12—B1—N22 | 109.1 (3) | C55—C54—H43 | 119.384 |
C13—C11—H3 | 109.466 | C54—C55—H44 | 120.062 |
C13—C11—H4 | 109.464 | C56—C55—H44 | 120.065 |
C13—C11—H5 | 109.479 | C55—C56—H45 | 120.160 |
H3—C11—H4 | 109.473 | C57—C56—H45 | 120.159 |
H3—C11—H5 | 109.468 | C56—C57—H46 | 119.796 |
H4—C11—H5 | 109.477 | C58—C57—H46 | 119.790 |
C13—C12—H6 | 109.467 | C53—C58—H47 | 119.956 |
C13—C12—H7 | 109.468 | C57—C58—H47 | 119.944 |
C13—C12—H8 | 109.463 | N12—B1—H1 | 109.852 |
H6—C12—H7 | 109.471 | N12—B1—H2 | 109.850 |
H6—C12—H8 | 109.478 | N22—B1—H1 | 109.852 |
H7—C12—H8 | 109.480 | N22—B1—H2 | 109.849 |
C11—C13—H9 | 107.676 | H1—B1—H2 | 108.277 |
C12—C13—H9 | 107.696 | ||
P1—Cu1—N11—N12 | −151.16 (9) | N21—N22—C26—C25 | −1.2 (3) |
P1—Cu1—N11—C14 | 53.1 (3) | N21—N22—C26—C27 | 178.3 (2) |
N11—Cu1—P1—C41 | 23.46 (10) | N21—N22—B1—N12 | 58.3 (3) |
N11—Cu1—P1—C47 | −97.54 (9) | C26—N22—B1—N12 | −128.4 (3) |
N11—Cu1—P1—C53 | 141.22 (9) | B1—N22—C26—C25 | −174.9 (3) |
P1—Cu1—N21—N22 | 138.55 (11) | B1—N22—C26—C27 | 4.6 (4) |
P1—Cu1—N21—C24 | −39.6 (3) | C11—C13—C14—N11 | −119.8 (4) |
N21—Cu1—P1—C41 | −147.99 (9) | C11—C13—C14—C15 | 58.1 (5) |
N21—Cu1—P1—C47 | 91.00 (10) | C12—C13—C14—N11 | 115.9 (4) |
N21—Cu1—P1—C53 | −30.24 (10) | C12—C13—C14—C15 | −66.2 (5) |
N11—Cu1—N21—N22 | −34.64 (17) | N11—C14—C15—C16 | 0.1 (3) |
N11—Cu1—N21—C24 | 147.2 (2) | C13—C14—C15—C16 | −177.9 (3) |
N21—Cu1—N11—N12 | 22.50 (16) | C14—C15—C16—N12 | 0.3 (3) |
N21—Cu1—N11—C14 | −133.24 (19) | C14—C15—C16—C17 | 179.3 (3) |
Cu1—P1—C41—C42 | 21.8 (3) | N12—C16—C17—C18 | 85.9 (3) |
Cu1—P1—C41—C46 | −159.18 (18) | N12—C16—C17—C19 | −150.1 (3) |
Cu1—P1—C47—C48 | 80.86 (18) | C15—C16—C17—C18 | −93.0 (4) |
Cu1—P1—C47—C52 | −92.91 (18) | C15—C16—C17—C19 | 31.0 (4) |
Cu1—P1—C53—C54 | −171.57 (14) | C21—C23—C24—N21 | −82.7 (4) |
Cu1—P1—C53—C58 | 6.50 (19) | C21—C23—C24—C25 | 95.1 (4) |
C41—P1—C47—C48 | −43.7 (2) | C22—C23—C24—N21 | 153.9 (3) |
C41—P1—C47—C52 | 142.52 (18) | C22—C23—C24—C25 | −28.3 (5) |
C47—P1—C41—C42 | 149.28 (19) | N21—C24—C25—C26 | 0.4 (3) |
C47—P1—C41—C46 | −31.7 (3) | C23—C24—C25—C26 | −177.6 (3) |
C41—P1—C53—C54 | −49.4 (2) | C24—C25—C26—N22 | 0.5 (3) |
C41—P1—C53—C58 | 128.71 (17) | C24—C25—C26—C27 | −179.0 (3) |
C53—P1—C41—C42 | −101.9 (2) | N22—C26—C27—C28 | 90.3 (3) |
C53—P1—C41—C46 | 77.2 (3) | N22—C26—C27—C29 | −145.6 (3) |
C47—P1—C53—C54 | 60.34 (19) | C25—C26—C27—C28 | −90.4 (4) |
C47—P1—C53—C58 | −121.59 (17) | C25—C26—C27—C29 | 33.8 (4) |
C53—P1—C47—C48 | −152.65 (17) | P1—C41—C42—C43 | 177.6 (2) |
C53—P1—C47—C52 | 33.6 (2) | P1—C41—C46—C45 | −178.1 (2) |
Cu1—N11—N12—C16 | −161.70 (12) | C42—C41—C46—C45 | 1.0 (5) |
Cu1—N11—N12—B1 | 25.4 (3) | C46—C41—C42—C43 | −1.5 (5) |
Cu1—N11—C14—C13 | −25.2 (4) | C41—C42—C43—C44 | 1.0 (6) |
Cu1—N11—C14—C15 | 156.55 (16) | C42—C43—C44—C45 | 0.1 (6) |
N12—N11—C14—C13 | 177.76 (18) | C43—C44—C45—C46 | −0.6 (6) |
N12—N11—C14—C15 | −0.5 (3) | C44—C45—C46—C41 | 0.1 (6) |
C14—N11—N12—C16 | 0.7 (3) | P1—C47—C48—C49 | −174.87 (18) |
C14—N11—N12—B1 | −172.19 (17) | P1—C47—C52—C51 | 174.67 (17) |
N11—N12—C16—C15 | −0.7 (3) | C48—C47—C52—C51 | 0.8 (4) |
N11—N12—C16—C17 | −179.76 (18) | C52—C47—C48—C49 | −1.0 (4) |
N11—N12—B1—N22 | −73.2 (3) | C47—C48—C49—C50 | 1.2 (5) |
C16—N12—B1—N22 | 115.9 (3) | C48—C49—C50—C51 | −1.3 (5) |
B1—N12—C16—C15 | 170.8 (2) | C49—C50—C51—C52 | 1.0 (5) |
B1—N12—C16—C17 | −8.3 (4) | C50—C51—C52—C47 | −0.8 (5) |
Cu1—N21—N22—C26 | −177.28 (13) | P1—C53—C54—C55 | 178.06 (17) |
Cu1—N21—N22—B1 | −2.6 (3) | P1—C53—C58—C57 | −179.04 (18) |
Cu1—N21—C24—C23 | −4.6 (4) | C54—C53—C58—C57 | −0.9 (4) |
Cu1—N21—C24—C25 | 177.22 (17) | C58—C53—C54—C55 | 0.0 (4) |
N22—N21—C24—C23 | 177.1 (2) | C53—C54—C55—C56 | 0.6 (5) |
N22—N21—C24—C25 | −1.1 (3) | C54—C55—C56—C57 | −0.3 (5) |
C24—N21—N22—C26 | 1.4 (3) | C55—C56—C57—C58 | −0.6 (5) |
C24—N21—N22—B1 | 176.03 (19) | C56—C57—C58—C53 | 1.2 (5) |
Symmetry codes: (i) x+1/2, y−1/2, z; (ii) x−1/2, y+1/2, z; (iii) x+1/2, y+1/2, z; (iv) x−1/2, −y+3/2, z−1/2; (v) x, −y+1, z−1/2; (vi) x+1/2, −y+3/2, z−1/2; (vii) x+1, y, z; (viii) x−1/2, −y+3/2, z+1/2; (ix) x, −y+1, z+1/2; (x) x+1/2, −y+3/2, z+1/2; (xi) x+1, −y+1, z+1/2; (xii) x−1/2, y−1/2, z; (xiii) x−1, −y+1, z−1/2; (xiv) x−1, y, z. |
Experimental details
Crystal data | |
Chemical formula | C36H47BCuN4P |
Mr | 641.12 |
Crystal system, space group | Monoclinic, Cc |
Temperature (K) | 184 |
a, b, c (Å) | 13.3372 (5), 14.3257 (5), 18.4712 (10) |
β (°) | 97.6540 (8) |
V (Å3) | 3497.8 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.70 |
Crystal size (mm) | 0.40 × 0.20 × 0.20 |
Data collection | |
Diffractometer | Rigaku Mercury70 diffractometer |
Absorption correction | Multi-scan REQAB (Rigaku, 1998) |
Tmin, Tmax | 0.736, 0.869 |
No. of measured, independent and observed [F2 > 2.0σ(F2)] reflections | 14044, 5245, 5155 |
Rint | 0.020 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.030, 0.081, 1.06 |
No. of reflections | 5245 |
No. of parameters | 388 |
No. of restraints | 2 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.37, −0.25 |
Absolute structure | Flack, 1983. 1237 Friedel Pairs |
Absolute structure parameter | 0.004 (10) |
Computer programs: CrystalClear (Rigaku, 2010), CrystalClear, SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 2008), CrystalStructure 4.0 (Rigaku, 2010).
Cu1—P1 | 2.1676 (8) | C23—C24 | 1.507 (5) |
Cu1—N11 | 1.990 (3) | C24—C25 | 1.385 (4) |
Cu1—N21 | 1.997 (2) | C25—C26 | 1.389 (4) |
P1—C41 | 1.827 (3) | C26—C27 | 1.498 (4) |
P1—C47 | 1.825 (3) | C27—C28 | 1.503 (5) |
P1—C53 | 1.829 (3) | C27—C29 | 1.523 (5) |
N11—N12 | 1.373 (4) | C41—C42 | 1.385 (5) |
N11—C14 | 1.342 (4) | C41—C46 | 1.389 (5) |
N12—C16 | 1.348 (4) | C42—C43 | 1.399 (5) |
N12—B1 | 1.557 (4) | C43—C44 | 1.355 (6) |
N21—N22 | 1.363 (4) | C44—C45 | 1.375 (6) |
N21—C24 | 1.344 (3) | C45—C46 | 1.392 (5) |
N22—C26 | 1.348 (3) | C47—C48 | 1.396 (4) |
N22—B1 | 1.564 (4) | C47—C52 | 1.393 (4) |
C11—C13 | 1.513 (6) | C48—C49 | 1.400 (5) |
C12—C13 | 1.489 (7) | C49—C50 | 1.366 (6) |
C13—C14 | 1.494 (5) | C50—C51 | 1.375 (5) |
C14—C15 | 1.393 (5) | C51—C52 | 1.388 (5) |
C15—C16 | 1.377 (4) | C53—C54 | 1.392 (4) |
C16—C17 | 1.509 (5) | C53—C58 | 1.382 (4) |
C17—C18 | 1.513 (6) | C54—C55 | 1.377 (5) |
C17—C19 | 1.521 (6) | C55—C56 | 1.381 (5) |
C21—C23 | 1.492 (6) | C56—C57 | 1.380 (5) |
C22—C23 | 1.506 (6) | C57—C58 | 1.395 (5) |
P1—Cu1—N11 | 127.93 (6) | C22—C23—C24 | 111.6 (3) |
P1—Cu1—N21 | 132.71 (7) | N21—C24—C23 | 120.5 (3) |
N11—Cu1—N21 | 98.99 (9) | N21—C24—C25 | 109.0 (3) |
Cu1—P1—C41 | 111.92 (10) | C23—C24—C25 | 130.4 (3) |
Cu1—P1—C47 | 116.66 (9) | C24—C25—C26 | 106.5 (2) |
Cu1—P1—C53 | 114.10 (9) | N22—C26—C25 | 107.1 (3) |
C41—P1—C47 | 105.04 (13) | N22—C26—C27 | 123.0 (3) |
C41—P1—C53 | 104.00 (12) | C25—C26—C27 | 129.9 (3) |
C47—P1—C53 | 103.88 (12) | C26—C27—C28 | 112.0 (3) |
Cu1—N11—N12 | 114.69 (16) | C26—C27—C29 | 111.4 (3) |
Cu1—N11—C14 | 135.2 (2) | C28—C27—C29 | 110.4 (3) |
N12—N11—C14 | 106.7 (3) | P1—C41—C42 | 117.1 (3) |
N11—N12—C16 | 109.5 (2) | P1—C41—C46 | 124.6 (3) |
N11—N12—B1 | 117.4 (3) | C42—C41—C46 | 118.3 (3) |
C16—N12—B1 | 132.6 (3) | C41—C42—C43 | 120.5 (3) |
Cu1—N21—N22 | 116.63 (15) | C42—C43—C44 | 120.6 (4) |
Cu1—N21—C24 | 135.99 (19) | C43—C44—C45 | 119.6 (3) |
N22—N21—C24 | 107.4 (2) | C44—C45—C46 | 120.6 (4) |
N21—N22—C26 | 109.9 (2) | C41—C46—C45 | 120.3 (3) |
N21—N22—B1 | 118.5 (2) | P1—C47—C48 | 120.9 (3) |
C26—N22—B1 | 131.3 (3) | P1—C47—C52 | 120.4 (2) |
C11—C13—C12 | 110.8 (4) | C48—C47—C52 | 118.5 (3) |
C11—C13—C14 | 111.2 (3) | C47—C48—C49 | 120.2 (3) |
C12—C13—C14 | 111.6 (3) | C48—C49—C50 | 120.1 (4) |
N11—C14—C13 | 120.2 (3) | C49—C50—C51 | 120.6 (4) |
N11—C14—C15 | 109.9 (3) | C50—C51—C52 | 120.0 (4) |
C13—C14—C15 | 129.9 (3) | C47—C52—C51 | 120.7 (3) |
C14—C15—C16 | 105.7 (3) | P1—C53—C54 | 122.8 (2) |
N12—C16—C15 | 108.3 (3) | P1—C53—C58 | 118.5 (2) |
N12—C16—C17 | 122.1 (3) | C54—C53—C58 | 118.7 (3) |
C15—C16—C17 | 129.5 (3) | C53—C54—C55 | 121.2 (3) |
C16—C17—C18 | 110.7 (3) | C54—C55—C56 | 119.9 (3) |
C16—C17—C19 | 111.3 (3) | C55—C56—C57 | 119.7 (3) |
C18—C17—C19 | 111.0 (4) | C56—C57—C58 | 120.4 (3) |
C21—C23—C22 | 110.3 (4) | C53—C58—C57 | 120.1 (3) |
C21—C23—C24 | 110.9 (4) | N12—B1—N22 | 109.1 (3) |
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