The title compound, [Cu2Cl4(C42H40N4O2)], is a binuclear molecule bridged by two Cl atoms. The bridging unit Cu2Cl2 is almost planar and the CuII ions are coordinated by two N and three Cl atoms forming a square pyramid. There are two bifurcated hydrogen bonds.
Supporting information
CCDC reference: 177183
Key indicators
- Single-crystal X-ray study
- T = 100 K
- Mean (C-C) = 0.005 Å
- R factor = 0.042
- wR factor = 0.098
- Data-to-parameter ratio = 21.2
checkCIF results
No syntax errors found
ADDSYM reports no extra symmetry
Alert Level C:
PLAT_213 Alert C Atom C27 has ADP max/min Ratio ........... 3.10
PLAT_420 Alert C D-H Without Acceptor N(4) - H(4) ?
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
2 Alert Level C = Please check
Data collection: SMART-NT (Bruker, 1998); cell refinement: SMART-NT; data reduction: SAINT-NT (Bruker, 1998); program(s) used to solve structure: SHELXL97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
Crystal data top
[Cu2Cl4(C42H40N4O2)] | Dx = 1.459 Mg m−3 |
Mr = 901.66 | Melting point = 446–448 K |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 14.8811 (5) Å | Cell parameters from 4690 reflections |
b = 12.9287 (4) Å | θ = 2.4–28.1° |
c = 21.7718 (6) Å | µ = 1.34 mm−1 |
β = 101.569 (1)° | T = 100 K |
V = 4103.6 (2) Å3 | Irregular, dark green |
Z = 4 | 0.18 × 0.10 × 0.08 mm |
F(000) = 1848 | |
Data collection top
Bruker SMART 1K diffractometer | 10377 independent reflections |
Radiation source: fine-focus sealed tube | 6753 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.083 |
Detector resolution: 8 pixels mm-1 | θmax = 28.5°, θmin = 1.4° |
ω scans | h = −19→19 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −17→17 |
Tmin = 0.709, Tmax = 0.898 | l = −28→29 |
48138 measured reflections | |
Refinement top
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)] = 0.042 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.098 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0342P)2 + 2.4175P] where P = (Fo2 + 2Fc2)/3 |
10377 reflections | (Δ/σ)max = 0.001 |
489 parameters | Δρmax = 0.50 e Å−3 |
0 restraints | Δρmin = −0.39 e Å−3 |
Special details top
Experimental. The data collection nominally covered full sphere of reciprocal Space, by a
combination of 5 sets of ω scans each set at different φ and/or 2θ angles
and each scan (25 s exposure) covering 0.3° in ω. Crystal to detector
distance 4.51 cm. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.63458 (2) | 0.61225 (3) | 0.237906 (16) | 0.01714 (9) | |
Cu2 | 0.85880 (2) | 0.63519 (3) | 0.249479 (16) | 0.01648 (9) | |
Cl1 | 0.59608 (5) | 0.77957 (6) | 0.21876 (4) | 0.02405 (17) | |
Cl2 | 0.88980 (5) | 0.46601 (6) | 0.27592 (3) | 0.02175 (16) | |
Cl3 | 0.73930 (5) | 0.64809 (5) | 0.32504 (3) | 0.01838 (15) | |
Cl4 | 0.75643 (5) | 0.60077 (5) | 0.16197 (3) | 0.01840 (15) | |
O1 | 0.48024 (15) | 0.63301 (17) | 0.12977 (10) | 0.0299 (5) | |
H1 | 0.4943 | 0.6937 | 0.1418 | 0.045* | |
O2 | 0.99928 (14) | 0.62043 (17) | 0.36662 (9) | 0.0280 (5) | |
H2 | 0.9895 | 0.5589 | 0.3548 | 0.042* | |
N1 | 0.53513 (16) | 0.56336 (19) | 0.16906 (11) | 0.0207 (5) | |
N2 | 0.64062 (16) | 0.45796 (18) | 0.25691 (10) | 0.0163 (5) | |
H2A | 0.7004 | 0.4368 | 0.2572 | 0.020* | |
N3 | 0.95182 (16) | 0.68666 (19) | 0.32129 (11) | 0.0195 (5) | |
N4 | 0.84896 (16) | 0.79199 (18) | 0.23064 (11) | 0.0174 (5) | |
H4 | 0.7910 | 0.8095 | 0.2371 | 0.021* | |
C1 | 0.52259 (19) | 0.4664 (2) | 0.15719 (13) | 0.0180 (6) | |
C2 | 0.57792 (19) | 0.3951 (2) | 0.20629 (13) | 0.0186 (6) | |
H2B | 0.5330 | 0.3586 | 0.2273 | 0.022* | |
C3 | 0.9601 (2) | 0.7841 (2) | 0.33279 (13) | 0.0199 (6) | |
C4 | 0.91349 (19) | 0.8543 (2) | 0.27977 (13) | 0.0182 (6) | |
H4A | 0.9626 | 0.8827 | 0.2592 | 0.022* | |
C5 | 0.5496 (3) | 0.3491 (3) | 0.49399 (17) | 0.0482 (10) | |
H5A | 0.4943 | 0.3865 | 0.4991 | 0.072* | |
H5B | 0.5995 | 0.3638 | 0.5297 | 0.072* | |
H5C | 0.5370 | 0.2746 | 0.4920 | 0.072* | |
C6 | 0.8571 (3) | 0.9588 (3) | −0.01427 (16) | 0.0426 (9) | |
H6A | 0.8579 | 1.0343 | −0.0100 | 0.064* | |
H6B | 0.8030 | 0.9379 | −0.0454 | 0.064* | |
H6C | 0.9127 | 0.9360 | −0.0280 | 0.064* | |
C7 | 0.45597 (19) | 0.4202 (2) | 0.10409 (13) | 0.0199 (6) | |
C8 | 0.4305 (2) | 0.4713 (3) | 0.04643 (14) | 0.0269 (7) | |
H8 | 0.4552 | 0.5375 | 0.0407 | 0.032* | |
C9 | 0.3694 (2) | 0.4250 (3) | −0.00206 (15) | 0.0326 (8) | |
H9 | 0.3533 | 0.4597 | −0.0412 | 0.039* | |
C10 | 0.3313 (2) | 0.3296 (3) | 0.00514 (15) | 0.0309 (8) | |
H10 | 0.2884 | 0.2996 | −0.0283 | 0.037* | |
C11 | 0.3564 (2) | 0.2782 (3) | 0.06182 (14) | 0.0263 (7) | |
H11 | 0.3310 | 0.2121 | 0.0670 | 0.032* | |
C12 | 0.4183 (2) | 0.3221 (2) | 0.11106 (14) | 0.0228 (7) | |
H12 | 0.4352 | 0.2858 | 0.1496 | 0.027* | |
C13 | 0.6322 (2) | 0.3119 (2) | 0.18038 (14) | 0.0202 (6) | |
C14 | 0.6895 (2) | 0.3345 (3) | 0.13911 (15) | 0.0286 (7) | |
H14 | 0.6923 | 0.4031 | 0.1240 | 0.034* | |
C15 | 0.7428 (2) | 0.2579 (3) | 0.11967 (17) | 0.0360 (9) | |
H15 | 0.7819 | 0.2744 | 0.0916 | 0.043* | |
C16 | 0.7391 (2) | 0.1571 (3) | 0.14113 (17) | 0.0343 (8) | |
H16 | 0.7760 | 0.1048 | 0.1280 | 0.041* | |
C17 | 0.6815 (2) | 0.1331 (3) | 0.18165 (17) | 0.0337 (8) | |
H17 | 0.6785 | 0.0642 | 0.1963 | 0.040* | |
C18 | 0.6280 (2) | 0.2101 (2) | 0.20090 (15) | 0.0261 (7) | |
H18 | 0.5881 | 0.1931 | 0.2284 | 0.031* | |
C19 | 0.6224 (2) | 0.4360 (2) | 0.31895 (13) | 0.0180 (6) | |
C20 | 0.6824 (2) | 0.3768 (2) | 0.36168 (14) | 0.0267 (7) | |
H20 | 0.7388 | 0.3541 | 0.3521 | 0.032* | |
C21 | 0.6596 (3) | 0.3507 (3) | 0.41878 (15) | 0.0349 (8) | |
H21 | 0.7009 | 0.3099 | 0.4480 | 0.042* | |
C22 | 0.5773 (2) | 0.3836 (3) | 0.43376 (15) | 0.0312 (8) | |
C23 | 0.5203 (2) | 0.4475 (3) | 0.39143 (15) | 0.0281 (7) | |
H23 | 0.4657 | 0.4741 | 0.4017 | 0.034* | |
C24 | 0.5425 (2) | 0.4727 (2) | 0.33446 (14) | 0.0243 (7) | |
H24 | 0.5025 | 0.5156 | 0.3058 | 0.029* | |
C25 | 1.0125 (2) | 0.8323 (2) | 0.39076 (14) | 0.0235 (7) | |
C26 | 1.0015 (3) | 0.7972 (3) | 0.44984 (16) | 0.0491 (12) | |
H26 | 0.9630 | 0.7396 | 0.4530 | 0.059* | |
C27 | 1.0466 (4) | 0.8467 (4) | 0.50311 (18) | 0.0738 (17) | |
H27 | 1.0396 | 0.8226 | 0.5431 | 0.089* | |
C28 | 1.1021 (4) | 0.9314 (3) | 0.49898 (18) | 0.0650 (15) | |
H28 | 1.1321 | 0.9657 | 0.5360 | 0.078* | |
C29 | 1.1138 (3) | 0.9662 (3) | 0.44111 (16) | 0.0376 (9) | |
H29 | 1.1528 | 1.0235 | 0.4384 | 0.045* | |
C30 | 1.0685 (2) | 0.9174 (2) | 0.38710 (14) | 0.0236 (7) | |
H30 | 1.0757 | 0.9421 | 0.3473 | 0.028* | |
C31 | 0.86416 (19) | 0.9463 (2) | 0.30173 (14) | 0.0203 (6) | |
C32 | 0.7933 (2) | 0.9301 (2) | 0.33354 (15) | 0.0270 (7) | |
H32 | 0.7760 | 0.8618 | 0.3424 | 0.032* | |
C33 | 0.7477 (2) | 1.0148 (3) | 0.35241 (16) | 0.0321 (8) | |
H33 | 0.6989 | 1.0040 | 0.3739 | 0.039* | |
C34 | 0.7729 (2) | 1.1142 (3) | 0.34012 (16) | 0.0316 (8) | |
H34 | 0.7415 | 1.1714 | 0.3534 | 0.038* | |
C35 | 0.8434 (2) | 1.1311 (3) | 0.30852 (16) | 0.0322 (8) | |
H35 | 0.8605 | 1.1996 | 0.3002 | 0.039* | |
C36 | 0.8894 (2) | 1.0468 (2) | 0.28894 (15) | 0.0246 (7) | |
H36 | 0.9376 | 1.0579 | 0.2670 | 0.030* | |
C37 | 0.8488 (2) | 0.8288 (2) | 0.16733 (14) | 0.0198 (6) | |
C38 | 0.9287 (2) | 0.8232 (2) | 0.14369 (14) | 0.0230 (7) | |
H38 | 0.9820 | 0.7915 | 0.1676 | 0.028* | |
C39 | 0.9302 (2) | 0.8642 (3) | 0.08478 (14) | 0.0277 (7) | |
H39 | 0.9853 | 0.8608 | 0.0692 | 0.033* | |
C40 | 0.8534 (2) | 0.9097 (2) | 0.04829 (14) | 0.0272 (7) | |
C41 | 0.7731 (2) | 0.9104 (2) | 0.07168 (14) | 0.0265 (7) | |
H41 | 0.7189 | 0.9386 | 0.0467 | 0.032* | |
C42 | 0.7697 (2) | 0.8708 (2) | 0.13090 (14) | 0.0226 (6) | |
H42 | 0.7142 | 0.8726 | 0.1461 | 0.027* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.01716 (18) | 0.01540 (18) | 0.01864 (18) | 0.00064 (14) | 0.00304 (14) | −0.00126 (14) |
Cu2 | 0.01664 (17) | 0.01545 (18) | 0.01659 (18) | 0.00049 (14) | 0.00150 (14) | −0.00168 (14) |
Cl1 | 0.0288 (4) | 0.0183 (4) | 0.0260 (4) | 0.0064 (3) | 0.0080 (3) | −0.0003 (3) |
Cl2 | 0.0246 (4) | 0.0183 (4) | 0.0229 (4) | 0.0050 (3) | 0.0059 (3) | 0.0003 (3) |
Cl3 | 0.0194 (3) | 0.0187 (4) | 0.0174 (3) | −0.0017 (3) | 0.0046 (3) | −0.0039 (3) |
Cl4 | 0.0200 (3) | 0.0182 (3) | 0.0165 (3) | −0.0016 (3) | 0.0023 (3) | −0.0034 (3) |
O1 | 0.0288 (12) | 0.0236 (12) | 0.0320 (12) | 0.0048 (10) | −0.0063 (10) | 0.0031 (10) |
O2 | 0.0302 (12) | 0.0254 (12) | 0.0236 (11) | 0.0031 (10) | −0.0059 (9) | 0.0040 (10) |
N1 | 0.0184 (12) | 0.0213 (13) | 0.0217 (13) | 0.0022 (10) | 0.0021 (10) | 0.0020 (10) |
N2 | 0.0142 (11) | 0.0170 (12) | 0.0164 (12) | −0.0003 (10) | 0.0002 (9) | −0.0044 (10) |
N3 | 0.0181 (13) | 0.0213 (13) | 0.0188 (13) | 0.0014 (10) | 0.0031 (10) | 0.0022 (10) |
N4 | 0.0172 (12) | 0.0197 (13) | 0.0155 (12) | −0.0029 (10) | 0.0034 (10) | −0.0025 (10) |
C1 | 0.0149 (14) | 0.0232 (16) | 0.0164 (14) | −0.0034 (12) | 0.0040 (11) | −0.0009 (12) |
C2 | 0.0185 (14) | 0.0193 (15) | 0.0174 (14) | −0.0025 (12) | 0.0025 (11) | 0.0001 (12) |
C3 | 0.0174 (14) | 0.0260 (16) | 0.0168 (14) | −0.0042 (12) | 0.0045 (12) | −0.0015 (12) |
C4 | 0.0183 (14) | 0.0187 (15) | 0.0178 (14) | −0.0029 (12) | 0.0037 (11) | −0.0037 (12) |
C5 | 0.069 (3) | 0.050 (3) | 0.029 (2) | −0.006 (2) | 0.017 (2) | 0.0032 (18) |
C6 | 0.062 (3) | 0.039 (2) | 0.0275 (19) | −0.0005 (19) | 0.0119 (18) | 0.0042 (16) |
C7 | 0.0161 (14) | 0.0279 (17) | 0.0165 (14) | −0.0029 (12) | 0.0050 (12) | −0.0012 (12) |
C8 | 0.0256 (16) | 0.0325 (18) | 0.0224 (16) | −0.0093 (14) | 0.0041 (13) | 0.0017 (14) |
C9 | 0.0349 (19) | 0.044 (2) | 0.0166 (16) | −0.0096 (16) | −0.0008 (14) | 0.0061 (15) |
C10 | 0.0265 (17) | 0.042 (2) | 0.0220 (17) | −0.0096 (15) | −0.0012 (14) | −0.0019 (15) |
C11 | 0.0269 (17) | 0.0314 (18) | 0.0217 (16) | −0.0111 (14) | 0.0075 (13) | −0.0029 (14) |
C12 | 0.0219 (16) | 0.0274 (17) | 0.0188 (15) | −0.0033 (13) | 0.0037 (12) | 0.0018 (13) |
C13 | 0.0190 (15) | 0.0199 (15) | 0.0203 (15) | −0.0023 (12) | 0.0007 (12) | −0.0049 (12) |
C14 | 0.0333 (18) | 0.0222 (17) | 0.0330 (18) | −0.0036 (14) | 0.0131 (15) | −0.0095 (14) |
C15 | 0.0329 (19) | 0.036 (2) | 0.044 (2) | −0.0065 (16) | 0.0191 (17) | −0.0179 (17) |
C16 | 0.0270 (18) | 0.0238 (18) | 0.050 (2) | 0.0026 (14) | 0.0038 (16) | −0.0185 (16) |
C17 | 0.0343 (19) | 0.0204 (17) | 0.043 (2) | 0.0040 (15) | 0.0006 (16) | −0.0039 (15) |
C18 | 0.0253 (17) | 0.0233 (17) | 0.0292 (17) | −0.0026 (13) | 0.0044 (14) | −0.0004 (13) |
C19 | 0.0246 (15) | 0.0114 (13) | 0.0171 (14) | −0.0039 (12) | 0.0020 (12) | −0.0016 (11) |
C20 | 0.0307 (17) | 0.0209 (16) | 0.0277 (17) | 0.0035 (14) | 0.0036 (14) | −0.0005 (13) |
C21 | 0.048 (2) | 0.0289 (19) | 0.0248 (17) | 0.0016 (16) | −0.0011 (16) | 0.0063 (14) |
C22 | 0.043 (2) | 0.0285 (18) | 0.0229 (16) | −0.0113 (16) | 0.0090 (15) | −0.0057 (14) |
C23 | 0.0278 (17) | 0.0323 (19) | 0.0259 (17) | −0.0073 (14) | 0.0094 (14) | −0.0080 (14) |
C24 | 0.0250 (16) | 0.0237 (16) | 0.0244 (16) | 0.0006 (13) | 0.0050 (13) | −0.0007 (13) |
C25 | 0.0291 (17) | 0.0239 (16) | 0.0164 (15) | −0.0068 (14) | 0.0023 (13) | −0.0027 (12) |
C26 | 0.084 (3) | 0.043 (2) | 0.0198 (18) | −0.037 (2) | 0.0080 (19) | −0.0031 (16) |
C27 | 0.138 (5) | 0.063 (3) | 0.0186 (19) | −0.057 (3) | 0.009 (2) | 0.0001 (19) |
C28 | 0.108 (4) | 0.055 (3) | 0.023 (2) | −0.040 (3) | −0.011 (2) | −0.0027 (19) |
C29 | 0.042 (2) | 0.039 (2) | 0.0268 (18) | −0.0179 (17) | −0.0060 (16) | −0.0014 (16) |
C30 | 0.0237 (16) | 0.0268 (17) | 0.0198 (15) | −0.0052 (13) | 0.0027 (13) | 0.0016 (13) |
C31 | 0.0168 (14) | 0.0215 (16) | 0.0226 (16) | −0.0030 (12) | 0.0040 (12) | −0.0095 (12) |
C32 | 0.0295 (17) | 0.0215 (16) | 0.0316 (18) | −0.0074 (14) | 0.0098 (14) | −0.0080 (14) |
C33 | 0.0288 (18) | 0.0328 (19) | 0.037 (2) | −0.0057 (15) | 0.0120 (15) | −0.0139 (16) |
C34 | 0.0295 (18) | 0.0258 (18) | 0.0389 (19) | 0.0045 (15) | 0.0052 (15) | −0.0135 (15) |
C35 | 0.0290 (18) | 0.0237 (17) | 0.042 (2) | −0.0040 (14) | 0.0028 (15) | −0.0048 (15) |
C36 | 0.0188 (15) | 0.0260 (17) | 0.0291 (17) | −0.0014 (13) | 0.0049 (13) | −0.0010 (13) |
C37 | 0.0243 (16) | 0.0134 (14) | 0.0204 (15) | −0.0037 (12) | 0.0010 (12) | −0.0028 (12) |
C38 | 0.0208 (15) | 0.0250 (16) | 0.0228 (16) | 0.0025 (13) | 0.0031 (13) | −0.0029 (13) |
C39 | 0.0331 (18) | 0.0291 (18) | 0.0234 (16) | −0.0032 (15) | 0.0115 (14) | −0.0047 (14) |
C40 | 0.043 (2) | 0.0194 (16) | 0.0201 (16) | −0.0028 (14) | 0.0073 (14) | −0.0037 (12) |
C41 | 0.0313 (18) | 0.0204 (16) | 0.0246 (16) | 0.0054 (13) | −0.0019 (14) | 0.0001 (13) |
C42 | 0.0274 (16) | 0.0173 (15) | 0.0211 (15) | 0.0012 (13) | 0.0002 (13) | −0.0025 (12) |
Geometric parameters (Å, º) top
Cu1—N1 | 1.987 (2) | C14—C15 | 1.386 (4) |
Cu1—N2 | 2.036 (2) | C14—H14 | 0.9500 |
Cu1—Cl3 | 2.2485 (7) | C15—C16 | 1.390 (5) |
Cu1—Cl1 | 2.2552 (8) | C15—H15 | 0.9500 |
Cu1—Cl4 | 2.6919 (8) | C16—C17 | 1.383 (5) |
Cu1—Cu2 | 3.3087 (5) | C16—H16 | 0.9500 |
Cu2—N3 | 1.984 (2) | C17—C18 | 1.391 (4) |
Cu2—N4 | 2.068 (2) | C17—H17 | 0.9500 |
Cu2—Cl4 | 2.2326 (7) | C18—H18 | 0.9500 |
Cu2—Cl2 | 2.2852 (8) | C19—C24 | 1.383 (4) |
Cu2—Cl3 | 2.6589 (8) | C19—C20 | 1.384 (4) |
O1—N1 | 1.389 (3) | C20—C21 | 1.394 (5) |
O1—H1 | 0.8400 | C20—H20 | 0.9500 |
O2—N3 | 1.388 (3) | C21—C22 | 1.395 (5) |
O2—H2 | 0.8400 | C21—H21 | 0.9500 |
N1—C1 | 1.286 (4) | C22—C23 | 1.393 (5) |
N2—C19 | 1.458 (4) | C23—C24 | 1.385 (4) |
N2—C2 | 1.527 (3) | C23—H23 | 0.9500 |
N2—H2A | 0.9300 | C24—H24 | 0.9500 |
N3—C3 | 1.285 (4) | C25—C30 | 1.391 (4) |
N4—C37 | 1.458 (4) | C25—C26 | 1.404 (4) |
N4—C4 | 1.518 (3) | C26—C27 | 1.376 (5) |
N4—H4 | 0.9300 | C26—H26 | 0.9500 |
C1—C7 | 1.489 (4) | C27—C28 | 1.386 (6) |
C1—C2 | 1.522 (4) | C27—H27 | 0.9500 |
C2—C13 | 1.520 (4) | C28—C29 | 1.381 (5) |
C2—H2B | 1.0000 | C28—H28 | 0.9500 |
C3—C25 | 1.482 (4) | C29—C30 | 1.385 (4) |
C3—C4 | 1.522 (4) | C29—H29 | 0.9500 |
C4—C31 | 1.524 (4) | C30—H30 | 0.9500 |
C4—H4A | 1.0000 | C31—C32 | 1.389 (4) |
C5—C22 | 1.519 (5) | C31—C36 | 1.396 (4) |
C5—H5A | 0.9800 | C32—C33 | 1.392 (4) |
C5—H5B | 0.9800 | C32—H32 | 0.9500 |
C5—H5C | 0.9800 | C33—C34 | 1.380 (5) |
C6—C40 | 1.514 (4) | C33—H33 | 0.9500 |
C6—H6A | 0.9800 | C34—C35 | 1.383 (5) |
C6—H6B | 0.9800 | C34—H34 | 0.9500 |
C6—H6C | 0.9800 | C35—C36 | 1.397 (4) |
C7—C8 | 1.402 (4) | C35—H35 | 0.9500 |
C7—C12 | 1.408 (4) | C36—H36 | 0.9500 |
C8—C9 | 1.384 (4) | C37—C38 | 1.389 (4) |
C8—H8 | 0.9500 | C37—C42 | 1.391 (4) |
C9—C10 | 1.379 (5) | C38—C39 | 1.392 (4) |
C9—H9 | 0.9500 | C38—H38 | 0.9500 |
C10—C11 | 1.386 (4) | C39—C40 | 1.385 (5) |
C10—H10 | 0.9500 | C39—H39 | 0.9500 |
C11—C12 | 1.386 (4) | C40—C41 | 1.389 (5) |
C11—H11 | 0.9500 | C41—C42 | 1.397 (4) |
C12—H12 | 0.9500 | C41—H41 | 0.9500 |
C13—C14 | 1.389 (4) | C42—H42 | 0.9500 |
C13—C18 | 1.396 (4) | | |
| | | |
N1—Cu1—N2 | 80.65 (10) | C12—C11—H11 | 119.6 |
N1—Cu1—Cl3 | 170.92 (8) | C11—C12—C7 | 120.2 (3) |
N2—Cu1—Cl3 | 92.04 (7) | C11—C12—H12 | 119.9 |
N1—Cu1—Cl1 | 92.44 (8) | C7—C12—H12 | 119.9 |
N2—Cu1—Cl1 | 167.64 (7) | C14—C13—C18 | 118.5 (3) |
Cl3—Cu1—Cl1 | 93.76 (3) | C14—C13—C2 | 122.2 (3) |
N1—Cu1—Cl4 | 90.61 (7) | C18—C13—C2 | 119.2 (3) |
N2—Cu1—Cl4 | 93.62 (7) | C15—C14—C13 | 120.7 (3) |
Cl3—Cu1—Cl4 | 95.24 (3) | C15—C14—H14 | 119.7 |
Cl1—Cu1—Cl4 | 96.71 (3) | C13—C14—H14 | 119.7 |
N1—Cu1—Cu2 | 132.32 (7) | C14—C15—C16 | 120.3 (3) |
N2—Cu1—Cu2 | 93.99 (7) | C14—C15—H15 | 119.9 |
Cl3—Cu1—Cu2 | 53.10 (2) | C16—C15—H15 | 119.9 |
Cl1—Cu1—Cu2 | 98.22 (2) | C17—C16—C15 | 119.7 (3) |
N3—Cu2—N4 | 80.68 (9) | C17—C16—H16 | 120.1 |
N3—Cu2—Cl4 | 171.22 (7) | C15—C16—H16 | 120.1 |
N4—Cu2—Cl4 | 90.98 (7) | C16—C17—C18 | 119.8 (3) |
N3—Cu2—Cl2 | 92.80 (7) | C16—C17—H17 | 120.1 |
N4—Cu2—Cl2 | 172.36 (7) | C18—C17—H17 | 120.1 |
Cl4—Cu2—Cl2 | 95.33 (3) | C17—C18—C13 | 120.9 (3) |
N3—Cu2—Cl3 | 86.50 (7) | C17—C18—H18 | 119.5 |
N4—Cu2—Cl3 | 91.82 (7) | C13—C18—H18 | 119.5 |
Cl4—Cu2—Cl3 | 96.54 (3) | C24—C19—C20 | 119.8 (3) |
Cl2—Cu2—Cl3 | 91.75 (3) | C24—C19—N2 | 119.2 (3) |
N3—Cu2—Cu1 | 128.59 (7) | C20—C19—N2 | 121.0 (3) |
N4—Cu2—Cu1 | 92.44 (7) | C19—C20—C21 | 119.6 (3) |
Cl4—Cu2—Cu1 | 53.99 (2) | C19—C20—H20 | 120.2 |
Cl2—Cu2—Cu1 | 94.76 (2) | C21—C20—H20 | 120.2 |
Cu1—Cl3—Cu2 | 84.34 (2) | C20—C21—C22 | 121.1 (3) |
Cu2—Cl4—Cu1 | 83.87 (2) | C20—C21—H21 | 119.4 |
N1—O1—H1 | 109.5 | C22—C21—H21 | 119.4 |
N3—O2—H2 | 109.5 | C23—C22—C21 | 118.2 (3) |
C1—N1—O1 | 117.7 (2) | C23—C22—C5 | 120.7 (3) |
C1—N1—Cu1 | 121.2 (2) | C21—C22—C5 | 121.1 (3) |
O1—N1—Cu1 | 121.03 (18) | C24—C23—C22 | 120.6 (3) |
C19—N2—C2 | 111.4 (2) | C24—C23—H23 | 119.7 |
C19—N2—Cu1 | 111.73 (17) | C22—C23—H23 | 119.7 |
C2—N2—Cu1 | 112.26 (17) | C19—C24—C23 | 120.6 (3) |
C19—N2—H2A | 107.0 | C19—C24—H24 | 119.7 |
C2—N2—H2A | 107.0 | C23—C24—H24 | 119.7 |
Cu1—N2—H2A | 107.0 | C30—C25—C26 | 119.3 (3) |
C3—N3—O2 | 116.8 (2) | C30—C25—C3 | 120.2 (3) |
C3—N3—Cu2 | 120.5 (2) | C26—C25—C3 | 120.4 (3) |
O2—N3—Cu2 | 121.92 (18) | C27—C26—C25 | 119.7 (3) |
C37—N4—C4 | 112.0 (2) | C27—C26—H26 | 120.2 |
C37—N4—Cu2 | 119.62 (18) | C25—C26—H26 | 120.2 |
C4—N4—Cu2 | 111.78 (17) | C26—C27—C28 | 120.6 (4) |
C37—N4—H4 | 103.8 | C26—C27—H27 | 119.7 |
C4—N4—H4 | 103.8 | C28—C27—H27 | 119.7 |
Cu2—N4—H4 | 103.8 | C29—C28—C27 | 120.2 (4) |
N1—C1—C7 | 126.5 (3) | C29—C28—H28 | 119.9 |
N1—C1—C2 | 114.4 (2) | C27—C28—H28 | 119.9 |
C7—C1—C2 | 119.0 (3) | C28—C29—C30 | 119.8 (3) |
C13—C2—C1 | 114.9 (2) | C28—C29—H29 | 120.1 |
C13—C2—N2 | 110.6 (2) | C30—C29—H29 | 120.1 |
C1—C2—N2 | 110.5 (2) | C29—C30—C25 | 120.5 (3) |
C13—C2—H2B | 106.8 | C29—C30—H30 | 119.8 |
C1—C2—H2B | 106.8 | C25—C30—H30 | 119.8 |
N2—C2—H2B | 106.8 | C32—C31—C36 | 120.1 (3) |
N3—C3—C25 | 126.3 (3) | C32—C31—C4 | 120.0 (3) |
N3—C3—C4 | 115.2 (2) | C36—C31—C4 | 119.9 (3) |
C25—C3—C4 | 118.5 (3) | C31—C32—C33 | 119.5 (3) |
N4—C4—C3 | 110.2 (2) | C31—C32—H32 | 120.2 |
N4—C4—C31 | 111.0 (2) | C33—C32—H32 | 120.2 |
C3—C4—C31 | 113.7 (2) | C34—C33—C32 | 120.5 (3) |
N4—C4—H4A | 107.2 | C34—C33—H33 | 119.7 |
C3—C4—H4A | 107.2 | C32—C33—H33 | 119.7 |
C31—C4—H4A | 107.2 | C33—C34—C35 | 120.4 (3) |
C22—C5—H5A | 109.5 | C33—C34—H34 | 119.8 |
C22—C5—H5B | 109.5 | C35—C34—H34 | 119.8 |
H5A—C5—H5B | 109.5 | C34—C35—C36 | 119.8 (3) |
C22—C5—H5C | 109.5 | C34—C35—H35 | 120.1 |
H5A—C5—H5C | 109.5 | C36—C35—H35 | 120.1 |
H5B—C5—H5C | 109.5 | C31—C36—C35 | 119.8 (3) |
C40—C6—H6A | 109.5 | C31—C36—H36 | 120.1 |
C40—C6—H6B | 109.5 | C35—C36—H36 | 120.1 |
H6A—C6—H6B | 109.5 | C38—C37—C42 | 119.9 (3) |
C40—C6—H6C | 109.5 | C38—C37—N4 | 119.6 (3) |
H6A—C6—H6C | 109.5 | C42—C37—N4 | 120.5 (3) |
H6B—C6—H6C | 109.5 | C37—C38—C39 | 119.6 (3) |
C8—C7—C12 | 118.6 (3) | C37—C38—H38 | 120.2 |
C8—C7—C1 | 121.7 (3) | C39—C38—H38 | 120.2 |
C12—C7—C1 | 119.7 (3) | C40—C39—C38 | 121.8 (3) |
C9—C8—C7 | 119.8 (3) | C40—C39—H39 | 119.1 |
C9—C8—H8 | 120.1 | C38—C39—H39 | 119.1 |
C7—C8—H8 | 120.1 | C39—C40—C41 | 117.6 (3) |
C10—C9—C8 | 121.5 (3) | C39—C40—C6 | 121.3 (3) |
C10—C9—H9 | 119.3 | C41—C40—C6 | 121.1 (3) |
C8—C9—H9 | 119.3 | C40—C41—C42 | 121.9 (3) |
C9—C10—C11 | 119.1 (3) | C40—C41—H41 | 119.1 |
C9—C10—H10 | 120.4 | C42—C41—H41 | 119.1 |
C11—C10—H10 | 120.4 | C37—C42—C41 | 119.1 (3) |
C10—C11—C12 | 120.7 (3) | C37—C42—H42 | 120.4 |
C10—C11—H11 | 119.6 | C41—C42—H42 | 120.4 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···Cl1 | 0.84 | 2.31 | 2.996 (2) | 140 |
O2—H2···Cl2 | 0.84 | 2.36 | 3.041 (2) | 139 |
N2—H2A···Cl2 | 0.93 | 2.79 | 3.649 (2) | 154 |
N4—H4···Cl1 | 0.93 | 2.87 | 3.723 (3) | 153 |