Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805024645/rn6055sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805024645/rn6055Isup2.hkl |
CCDC reference: 258821
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
[Cu2(C8H4O4)2(C6H6N2O)4]·3H2O | Z = 2 |
Mr = 997.86 | F(000) = 1024 |
Triclinic, P1 | Dx = 1.599 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.0909 (7) Å | Cell parameters from 10290 reflections |
b = 12.7898 (9) Å | θ = 1.7–28.3° |
c = 17.5601 (12) Å | µ = 1.11 mm−1 |
α = 95.6425 (12)° | T = 293 K |
β = 99.8511 (13)° | Block, blue |
γ = 109.6652 (11)° | 0.43 × 0.19 × 0.13 mm |
V = 2072.8 (2) Å3 |
Bruker APEX CCD area-detector diffractometer | 9109 independent reflections |
Radiation source: fine-focus sealed tube | 6542 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
φ and ω scans | θmax = 28.3°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −11→13 |
Tmin = 0.801, Tmax = 0.838 | k = −16→16 |
12901 measured reflections | l = −23→18 |
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)] = 0.045 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.096 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.021P)2 + 0.9P] where P = (Fo2 + 2Fc2)/3 |
9109 reflections | (Δ/σ)max = 0.001 |
592 parameters | Δρmax = 0.77 e Å−3 |
0 restraints | Δρmin = −0.43 e Å−3 |
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 | 0.85425 (3) | −0.53720 (3) | 0.819636 (19) | 0.02509 (10) | |
Cu2 | 1.14283 (3) | −0.43811 (3) | 0.671911 (19) | 0.02604 (10) | |
N7 | 1.0699 (2) | −0.60625 (18) | 0.63251 (13) | 0.0260 (5) | |
N6 | 1.2144 (2) | −0.27464 (18) | 0.72413 (13) | 0.0285 (5) | |
N2 | 0.9620 (2) | −0.37792 (17) | 0.87744 (13) | 0.0273 (5) | |
N3 | 0.7464 (2) | −0.69335 (18) | 0.75504 (13) | 0.0282 (5) | |
C29 | 0.9447 (3) | −0.6649 (2) | 0.58117 (16) | 0.0325 (7) | |
H29 | 0.8924 | −0.6256 | 0.5561 | 0.039* | |
C1 | 1.3829 (3) | −0.5667 (2) | 0.86615 (15) | 0.0230 (6) | |
H1 | 1.4013 | −0.5325 | 0.8228 | 0.028* | |
C8 | 1.1411 (3) | −0.5459 (2) | 0.84170 (16) | 0.0245 (6) | |
C2 | 1.4874 (3) | −0.5995 (2) | 0.90949 (15) | 0.0224 (6) | |
C9 | 0.8522 (3) | −0.4364 (2) | 0.64600 (15) | 0.0232 (6) | |
C7 | 1.2513 (3) | −0.5850 (2) | 0.88771 (15) | 0.0231 (6) | |
C6 | 1.2248 (3) | −0.6367 (2) | 0.95208 (16) | 0.0281 (6) | |
H6 | 1.1360 | −0.6512 | 0.9656 | 0.034* | |
C4 | 1.4605 (3) | −0.6480 (2) | 0.97474 (15) | 0.0266 (6) | |
H4 | 1.5309 | −0.6683 | 1.0044 | 0.032* | |
C10 | 0.7396 (3) | −0.4017 (2) | 0.59801 (15) | 0.0220 (5) | |
C5 | 1.3294 (3) | −0.6670 (2) | 0.99667 (16) | 0.0289 (6) | |
H5 | 1.3119 | −0.6998 | 1.0407 | 0.035* | |
C23 | 0.7876 (3) | −0.7804 (2) | 0.76497 (18) | 0.0367 (7) | |
H23 | 0.8722 | −0.7684 | 0.8013 | 0.044* | |
C40 | 0.8908 (3) | −0.7810 (2) | 0.56424 (18) | 0.0374 (7) | |
H40 | 0.8037 | −0.8189 | 0.5286 | 0.045* | |
C38 | 0.9674 (3) | −0.8408 (2) | 0.60073 (18) | 0.0371 (7) | |
C36 | 1.1459 (3) | −0.6651 (2) | 0.66525 (16) | 0.0312 (6) | |
H36 | 1.2351 | −0.6254 | 0.6986 | 0.037* | |
C30 | 1.1747 (3) | −0.1983 (2) | 0.68907 (18) | 0.0381 (7) | |
H30 | 1.1087 | −0.2228 | 0.6412 | 0.046* | |
C37 | 1.0987 (3) | −0.7804 (2) | 0.65204 (17) | 0.0341 (7) | |
H37 | 1.1538 | −0.8176 | 0.6771 | 0.041* | |
C34 | 1.3682 (3) | −0.1242 (2) | 0.82790 (18) | 0.0381 (7) | |
H34 | 1.4351 | −0.1013 | 0.8754 | 0.046* | |
C25 | 0.5850 (3) | −0.9078 (2) | 0.66917 (17) | 0.0346 (7) | |
C32 | 1.3264 (3) | −0.0460 (2) | 0.79050 (18) | 0.0346 (7) | |
C21 | 1.1350 (3) | −0.2445 (2) | 0.98401 (17) | 0.0343 (7) | |
H21 | 1.2022 | −0.2311 | 1.0307 | 0.041* | |
C17 | 0.9343 (3) | −0.2917 (2) | 0.84979 (18) | 0.0375 (7) | |
H17 | 0.8641 | −0.3074 | 0.8041 | 0.045* | |
C27 | 0.5428 (3) | −0.8171 (2) | 0.65836 (18) | 0.0436 (8) | |
H27 | 0.4595 | −0.8268 | 0.6217 | 0.052* | |
C33 | 1.3849 (4) | 0.0790 (3) | 0.82118 (19) | 0.0415 (8) | |
C35 | 1.3091 (3) | −0.2363 (2) | 0.79359 (17) | 0.0355 (7) | |
H35 | 1.3363 | −0.2881 | 0.8199 | 0.043* | |
C28 | 0.6237 (3) | −0.7133 (2) | 0.70169 (18) | 0.0421 (8) | |
H28 | 0.5927 | −0.6536 | 0.6940 | 0.050* | |
C19 | 1.1080 (3) | −0.1554 (2) | 0.95457 (18) | 0.0338 (7) | |
C22 | 1.0626 (3) | −0.3525 (2) | 0.94441 (16) | 0.0317 (6) | |
H22 | 1.0839 | −0.4108 | 0.9648 | 0.038* | |
C31 | 1.2267 (3) | −0.0850 (2) | 0.72019 (18) | 0.0405 (8) | |
H31 | 1.1947 | −0.0354 | 0.6939 | 0.049* | |
C24 | 0.7104 (3) | −0.8883 (2) | 0.72367 (19) | 0.0410 (8) | |
H24 | 0.7428 | −0.9469 | 0.7326 | 0.049* | |
C18 | 1.0044 (3) | −0.1814 (2) | 0.88560 (19) | 0.0411 (8) | |
H18 | 0.9824 | −0.1243 | 0.8637 | 0.049* | |
C26 | 0.4912 (4) | −1.0216 (3) | 0.62202 (19) | 0.0457 (8) | |
C20 | 1.1919 (4) | −0.0375 (3) | 0.9973 (2) | 0.0489 (9) | |
C39 | 0.9148 (4) | −0.9677 (3) | 0.5934 (2) | 0.0586 (11) | |
C13 | 0.3684 (3) | −0.3917 (2) | 0.60512 (16) | 0.0252 (6) | |
C3 | 1.6294 (3) | −0.5820 (2) | 0.88655 (16) | 0.0244 (6) | |
C12 | 0.5069 (3) | −0.3805 (2) | 0.57966 (15) | 0.0235 (6) | |
C11 | 0.6114 (3) | −0.4143 (2) | 0.62214 (15) | 0.0237 (6) | |
H11 | 0.5952 | −0.4455 | 0.6669 | 0.028* | |
C14 | 0.5309 (3) | −0.3373 (2) | 0.51227 (15) | 0.0284 (6) | |
H14 | 0.4610 | −0.3160 | 0.4832 | 0.034* | |
C16 | 0.7624 (3) | −0.3567 (2) | 0.53070 (16) | 0.0292 (6) | |
H16 | 0.8481 | −0.3476 | 0.5145 | 0.035* | |
C15 | 0.6576 (3) | −0.3252 (2) | 0.48724 (17) | 0.0322 (6) | |
H15 | 0.6724 | −0.2961 | 0.4416 | 0.039* | |
O4 | 1.1773 (2) | −0.48180 (16) | 0.79492 (11) | 0.0317 (4) | |
O6 | 0.8293 (2) | −0.47316 (17) | 0.70611 (12) | 0.0391 (5) | |
O3 | 1.01672 (19) | −0.58179 (15) | 0.85759 (12) | 0.0321 (5) | |
O9 | 1.2787 (3) | −0.0207 (2) | 1.06012 (16) | 0.0733 (9) | |
N1 | 1.1704 (3) | 0.0458 (2) | 0.96495 (19) | 0.0662 (10) | |
H1A | 1.2175 | 0.1144 | 0.9876 | 0.079* | |
H1B | 1.1093 | 0.0316 | 0.9212 | 0.079* | |
N8 | 0.8025 (4) | −1.0281 (2) | 0.5373 (2) | 0.0761 (11) | |
H8A | 0.7681 | −1.1002 | 0.5333 | 0.091* | |
H8B | 0.7634 | −0.9954 | 0.5046 | 0.091* | |
N5 | 1.5086 (3) | 0.1199 (2) | 0.87421 (17) | 0.0532 (8) | |
H5A | 1.5464 | 0.1909 | 0.8923 | 0.064* | |
H5B | 1.5507 | 0.0754 | 0.8904 | 0.064* | |
O10 | 0.3938 (3) | −1.0299 (2) | 0.56774 (15) | 0.0796 (10) | |
O12 | 0.9725 (4) | −1.0112 (2) | 0.6405 (2) | 0.1106 (14) | |
O11 | 1.3204 (3) | 0.13879 (18) | 0.79610 (16) | 0.0632 (7) | |
O5 | 0.96438 (19) | −0.42416 (16) | 0.61892 (11) | 0.0324 (5) | |
N4 | 0.5176 (3) | −1.1105 (2) | 0.64262 (18) | 0.0560 (8) | |
H4A | 0.4650 | −1.1767 | 0.6173 | 0.067* | |
H4B | 0.5873 | −1.1020 | 0.6813 | 0.067* | |
O2 | 1.7077 (2) | −0.62947 (17) | 0.91849 (12) | 0.0375 (5) | |
O8 | 0.2802 (2) | −0.35998 (18) | 0.56429 (12) | 0.0425 (5) | |
O1 | 1.66369 (19) | −0.52172 (14) | 0.83445 (11) | 0.0276 (4) | |
O7 | 0.34834 (19) | −0.42901 (15) | 0.66843 (11) | 0.0276 (4) | |
OW3 | 0.5791 (2) | −0.33497 (17) | 0.80320 (12) | 0.0454 (6) | |
HW6 | 0.6050 | −0.3889 | 0.8147 | 0.054* | |
HW5 | 0.5104 | −0.3610 | 0.7627 | 0.054* | |
OW2 | 1.2853 (3) | 0.1154 (2) | 1.20693 (19) | 0.0910 (10) | |
HW1 | 1.2556 | 0.1337 | 1.2471 | 0.109* | |
HW2 | 1.3347 | 0.1773 | 1.1948 | 0.109* | |
OW1 | 1.0293 (3) | 0.0719 (2) | 0.81552 (18) | 0.0929 (10) | |
HW3 | 0.9850 | 0.0579 | 0.8526 | 0.112* | |
HW4 | 0.9978 | 0.0132 | 0.7808 | 0.112* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.01625 (17) | 0.02675 (18) | 0.03361 (19) | 0.01125 (14) | 0.00268 (14) | 0.00343 (14) |
Cu2 | 0.01551 (17) | 0.03001 (19) | 0.0333 (2) | 0.01155 (14) | 0.00198 (14) | 0.00237 (14) |
N7 | 0.0214 (12) | 0.0308 (12) | 0.0269 (12) | 0.0115 (10) | 0.0044 (10) | 0.0040 (10) |
N6 | 0.0223 (12) | 0.0306 (12) | 0.0342 (13) | 0.0127 (10) | 0.0044 (10) | 0.0042 (10) |
N2 | 0.0201 (12) | 0.0264 (12) | 0.0368 (13) | 0.0098 (10) | 0.0061 (10) | 0.0065 (10) |
N3 | 0.0261 (13) | 0.0282 (12) | 0.0312 (13) | 0.0135 (10) | 0.0021 (10) | 0.0035 (10) |
C29 | 0.0275 (16) | 0.0362 (16) | 0.0334 (16) | 0.0149 (13) | −0.0006 (13) | 0.0051 (13) |
C1 | 0.0192 (13) | 0.0248 (13) | 0.0260 (14) | 0.0097 (11) | 0.0032 (11) | 0.0053 (11) |
C8 | 0.0174 (13) | 0.0246 (13) | 0.0291 (15) | 0.0096 (11) | 0.0003 (11) | −0.0049 (11) |
C2 | 0.0154 (13) | 0.0222 (13) | 0.0283 (14) | 0.0077 (10) | 0.0022 (11) | −0.0002 (11) |
C9 | 0.0163 (13) | 0.0226 (13) | 0.0297 (15) | 0.0082 (11) | 0.0022 (11) | 0.0009 (11) |
C7 | 0.0175 (13) | 0.0235 (13) | 0.0279 (14) | 0.0089 (11) | 0.0027 (11) | 0.0015 (11) |
C6 | 0.0192 (14) | 0.0315 (15) | 0.0358 (16) | 0.0107 (12) | 0.0089 (12) | 0.0044 (12) |
C4 | 0.0237 (14) | 0.0260 (14) | 0.0302 (15) | 0.0124 (11) | −0.0011 (12) | 0.0040 (11) |
C10 | 0.0185 (13) | 0.0235 (13) | 0.0239 (13) | 0.0089 (11) | 0.0022 (11) | 0.0020 (10) |
C5 | 0.0301 (16) | 0.0299 (15) | 0.0280 (15) | 0.0112 (12) | 0.0073 (12) | 0.0081 (12) |
C23 | 0.0294 (16) | 0.0334 (16) | 0.0442 (18) | 0.0137 (13) | −0.0035 (14) | 0.0039 (13) |
C40 | 0.0275 (16) | 0.0342 (16) | 0.0418 (18) | 0.0071 (13) | −0.0044 (14) | 0.0015 (14) |
C38 | 0.0346 (17) | 0.0336 (16) | 0.0410 (18) | 0.0125 (14) | 0.0025 (14) | 0.0049 (13) |
C36 | 0.0212 (14) | 0.0380 (16) | 0.0330 (16) | 0.0121 (13) | 0.0006 (12) | 0.0028 (13) |
C30 | 0.0331 (17) | 0.0361 (16) | 0.0402 (18) | 0.0122 (14) | −0.0028 (14) | 0.0041 (14) |
C37 | 0.0322 (17) | 0.0323 (15) | 0.0398 (17) | 0.0171 (13) | 0.0016 (13) | 0.0074 (13) |
C34 | 0.0322 (17) | 0.0362 (16) | 0.0407 (18) | 0.0124 (14) | −0.0038 (14) | 0.0023 (14) |
C25 | 0.0349 (17) | 0.0308 (15) | 0.0333 (16) | 0.0092 (13) | 0.0024 (13) | 0.0021 (13) |
C32 | 0.0299 (16) | 0.0320 (16) | 0.0433 (18) | 0.0135 (13) | 0.0081 (14) | 0.0040 (13) |
C21 | 0.0282 (16) | 0.0350 (16) | 0.0349 (16) | 0.0109 (13) | −0.0029 (13) | 0.0031 (13) |
C17 | 0.0310 (17) | 0.0371 (17) | 0.0423 (18) | 0.0164 (14) | −0.0040 (14) | 0.0045 (14) |
C27 | 0.0376 (19) | 0.0367 (17) | 0.0458 (19) | 0.0128 (15) | −0.0149 (15) | 0.0017 (14) |
C33 | 0.0412 (19) | 0.0344 (17) | 0.050 (2) | 0.0177 (15) | 0.0080 (16) | 0.0025 (15) |
C35 | 0.0334 (17) | 0.0331 (16) | 0.0420 (17) | 0.0179 (14) | 0.0009 (14) | 0.0072 (13) |
C28 | 0.0357 (18) | 0.0352 (17) | 0.053 (2) | 0.0190 (15) | −0.0072 (15) | 0.0054 (15) |
C19 | 0.0285 (16) | 0.0277 (15) | 0.0426 (17) | 0.0100 (13) | 0.0026 (13) | 0.0045 (13) |
C22 | 0.0287 (16) | 0.0307 (15) | 0.0376 (16) | 0.0146 (13) | 0.0031 (13) | 0.0081 (13) |
C31 | 0.0400 (19) | 0.0353 (17) | 0.0492 (19) | 0.0215 (15) | 0.0010 (15) | 0.0083 (14) |
C24 | 0.0378 (18) | 0.0318 (16) | 0.053 (2) | 0.0176 (14) | −0.0008 (15) | 0.0041 (14) |
C18 | 0.0379 (18) | 0.0308 (16) | 0.054 (2) | 0.0172 (14) | −0.0040 (15) | 0.0090 (14) |
C26 | 0.051 (2) | 0.0325 (17) | 0.0431 (19) | 0.0070 (16) | 0.0036 (16) | −0.0013 (14) |
C20 | 0.040 (2) | 0.0355 (18) | 0.062 (2) | 0.0133 (16) | −0.0049 (17) | 0.0000 (16) |
C39 | 0.050 (2) | 0.0343 (18) | 0.076 (3) | 0.0113 (17) | −0.015 (2) | 0.0025 (18) |
C13 | 0.0153 (13) | 0.0271 (14) | 0.0325 (15) | 0.0089 (11) | 0.0036 (11) | 0.0003 (12) |
C3 | 0.0161 (13) | 0.0245 (13) | 0.0322 (15) | 0.0100 (11) | 0.0015 (11) | −0.0005 (11) |
C12 | 0.0174 (13) | 0.0255 (13) | 0.0273 (14) | 0.0092 (11) | 0.0028 (11) | 0.0018 (11) |
C11 | 0.0202 (14) | 0.0262 (13) | 0.0263 (14) | 0.0108 (11) | 0.0035 (11) | 0.0052 (11) |
C14 | 0.0242 (15) | 0.0355 (15) | 0.0301 (15) | 0.0175 (12) | 0.0025 (12) | 0.0083 (12) |
C16 | 0.0196 (14) | 0.0386 (16) | 0.0319 (15) | 0.0122 (12) | 0.0095 (12) | 0.0045 (12) |
C15 | 0.0312 (16) | 0.0427 (17) | 0.0303 (15) | 0.0183 (14) | 0.0111 (13) | 0.0154 (13) |
O4 | 0.0271 (11) | 0.0418 (12) | 0.0320 (11) | 0.0188 (9) | 0.0054 (9) | 0.0114 (9) |
O6 | 0.0300 (12) | 0.0578 (14) | 0.0393 (12) | 0.0239 (10) | 0.0093 (10) | 0.0216 (11) |
O3 | 0.0160 (10) | 0.0330 (11) | 0.0509 (13) | 0.0126 (8) | 0.0065 (9) | 0.0109 (9) |
O9 | 0.077 (2) | 0.0449 (14) | 0.0741 (18) | 0.0207 (14) | −0.0327 (15) | −0.0111 (13) |
N1 | 0.071 (2) | 0.0241 (14) | 0.080 (2) | 0.0074 (15) | −0.0203 (18) | −0.0002 (14) |
N8 | 0.078 (3) | 0.0312 (16) | 0.089 (3) | 0.0082 (16) | −0.031 (2) | 0.0011 (16) |
N5 | 0.0460 (18) | 0.0305 (14) | 0.071 (2) | 0.0128 (13) | −0.0077 (15) | −0.0056 (14) |
O10 | 0.088 (2) | 0.0479 (16) | 0.0650 (18) | 0.0074 (15) | −0.0398 (16) | −0.0012 (13) |
O12 | 0.098 (3) | 0.0407 (16) | 0.154 (3) | 0.0195 (17) | −0.064 (2) | 0.0150 (17) |
O11 | 0.0620 (17) | 0.0380 (13) | 0.0836 (19) | 0.0255 (13) | −0.0095 (14) | −0.0001 (12) |
O5 | 0.0186 (10) | 0.0457 (12) | 0.0382 (11) | 0.0182 (9) | 0.0060 (9) | 0.0080 (9) |
N4 | 0.062 (2) | 0.0277 (14) | 0.066 (2) | 0.0103 (14) | −0.0008 (16) | −0.0052 (13) |
O2 | 0.0257 (11) | 0.0510 (13) | 0.0468 (12) | 0.0261 (10) | 0.0065 (9) | 0.0167 (10) |
O8 | 0.0282 (12) | 0.0702 (15) | 0.0424 (12) | 0.0328 (11) | 0.0073 (10) | 0.0168 (11) |
O1 | 0.0189 (10) | 0.0297 (10) | 0.0394 (11) | 0.0136 (8) | 0.0089 (8) | 0.0074 (9) |
O7 | 0.0170 (9) | 0.0353 (10) | 0.0351 (11) | 0.0136 (8) | 0.0073 (8) | 0.0084 (9) |
OW3 | 0.0450 (14) | 0.0422 (12) | 0.0465 (13) | 0.0217 (11) | −0.0069 (11) | 0.0044 (10) |
OW2 | 0.079 (2) | 0.0583 (18) | 0.124 (3) | 0.0173 (16) | −0.0070 (19) | 0.0370 (17) |
OW1 | 0.088 (2) | 0.103 (2) | 0.094 (2) | 0.050 (2) | 0.0008 (19) | 0.0253 (19) |
Cu1—O3 | 1.9461 (17) | C25—C26 | 1.507 (4) |
Cu1—N2 | 2.022 (2) | C32—C31 | 1.379 (4) |
Cu1—N3 | 2.032 (2) | C32—C33 | 1.510 (4) |
Cu1—O1i | 2.0546 (17) | C21—C22 | 1.373 (4) |
Cu1—O6 | 2.235 (2) | C21—C19 | 1.384 (4) |
Cu2—O5 | 1.9535 (18) | C21—H21 | 0.9300 |
Cu2—N7 | 2.028 (2) | C17—C18 | 1.375 (4) |
Cu2—N6 | 2.028 (2) | C17—H17 | 0.9300 |
Cu2—O7ii | 2.0494 (17) | C27—C28 | 1.367 (4) |
Cu2—O4 | 2.2825 (19) | C27—H27 | 0.9300 |
N7—C36 | 1.344 (3) | C33—O11 | 1.227 (4) |
N7—C29 | 1.346 (3) | C33—N5 | 1.329 (4) |
N6—C30 | 1.338 (3) | C35—H35 | 0.9300 |
N6—C35 | 1.345 (4) | C28—H28 | 0.9300 |
N2—C17 | 1.340 (3) | C19—C18 | 1.387 (4) |
N2—C22 | 1.347 (3) | C19—C20 | 1.501 (4) |
N3—C23 | 1.330 (3) | C22—H22 | 0.9300 |
N3—C28 | 1.349 (3) | C31—H31 | 0.9300 |
C29—C40 | 1.380 (4) | C24—H24 | 0.9300 |
C29—H29 | 0.9300 | C18—H18 | 0.9300 |
C1—C7 | 1.393 (3) | C26—O10 | 1.215 (4) |
C1—C2 | 1.397 (3) | C26—N4 | 1.321 (4) |
C1—H1 | 0.9300 | C20—O9 | 1.235 (4) |
C8—O4 | 1.231 (3) | C20—N1 | 1.319 (4) |
C8—O3 | 1.273 (3) | C39—O12 | 1.215 (4) |
C8—C7 | 1.512 (3) | C39—N8 | 1.316 (4) |
C2—C4 | 1.380 (4) | C13—O8 | 1.245 (3) |
C2—C3 | 1.504 (4) | C13—O7 | 1.273 (3) |
C9—O6 | 1.223 (3) | C13—C12 | 1.505 (4) |
C9—O5 | 1.269 (3) | C3—O2 | 1.243 (3) |
C9—C10 | 1.512 (3) | C3—O1 | 1.272 (3) |
C7—C6 | 1.384 (4) | C12—C14 | 1.378 (4) |
C6—C5 | 1.390 (4) | C12—C11 | 1.399 (3) |
C6—H6 | 0.9300 | C11—H11 | 0.9300 |
C4—C5 | 1.391 (4) | C14—C15 | 1.387 (4) |
C4—H4 | 0.9300 | C14—H14 | 0.9300 |
C10—C16 | 1.385 (4) | C16—C15 | 1.391 (4) |
C10—C11 | 1.392 (4) | C16—H16 | 0.9300 |
C5—H5 | 0.9300 | C15—H15 | 0.9300 |
C23—C24 | 1.386 (4) | N1—H1A | 0.8600 |
C23—H23 | 0.9300 | N1—H1B | 0.8600 |
C40—C38 | 1.384 (4) | N8—H8A | 0.8600 |
C40—H40 | 0.9300 | N8—H8B | 0.8600 |
C38—C37 | 1.389 (4) | N5—H5A | 0.8600 |
C38—C39 | 1.513 (4) | N5—H5B | 0.8600 |
C36—C37 | 1.370 (4) | N4—H4A | 0.8600 |
C36—H36 | 0.9300 | N4—H4B | 0.8600 |
C30—C31 | 1.381 (4) | O1—Cu1ii | 2.0546 (17) |
C30—H30 | 0.9300 | O7—Cu2i | 2.0494 (17) |
C37—H37 | 0.9300 | OW3—HW6 | 0.8458 |
C34—C35 | 1.381 (4) | OW3—HW5 | 0.8522 |
C34—C32 | 1.388 (4) | OW2—HW1 | 0.8533 |
C34—H34 | 0.9300 | OW2—HW2 | 0.8508 |
C25—C24 | 1.380 (4) | OW1—HW3 | 0.8515 |
C25—C27 | 1.382 (4) | OW1—HW4 | 0.8475 |
O3—Cu1—N2 | 91.51 (8) | C31—C32—C33 | 118.0 (3) |
O3—Cu1—N3 | 89.99 (8) | C34—C32—C33 | 124.2 (3) |
N2—Cu1—N3 | 176.35 (9) | C22—C21—C19 | 120.1 (3) |
O3—Cu1—O1i | 148.86 (8) | C22—C21—H21 | 120.0 |
N2—Cu1—O1i | 89.50 (8) | C19—C21—H21 | 120.0 |
N3—Cu1—O1i | 90.94 (8) | N2—C17—C18 | 123.3 (3) |
O3—Cu1—O6 | 121.70 (8) | N2—C17—H17 | 118.3 |
N2—Cu1—O6 | 90.30 (8) | C18—C17—H17 | 118.3 |
N3—Cu1—O6 | 86.09 (8) | C28—C27—C25 | 119.8 (3) |
O1i—Cu1—O6 | 89.41 (7) | C28—C27—H27 | 120.1 |
O5—Cu2—N7 | 92.72 (8) | C25—C27—H27 | 120.1 |
O5—Cu2—N6 | 89.78 (8) | O11—C33—N5 | 122.6 (3) |
N7—Cu2—N6 | 173.22 (9) | O11—C33—C32 | 120.2 (3) |
O5—Cu2—O7ii | 147.80 (8) | N5—C33—C32 | 117.2 (3) |
N7—Cu2—O7ii | 89.62 (8) | N6—C35—C34 | 123.4 (3) |
N6—Cu2—O7ii | 91.62 (8) | N6—C35—H35 | 118.3 |
O5—Cu2—O4 | 123.53 (7) | C34—C35—H35 | 118.3 |
N7—Cu2—O4 | 86.33 (8) | N3—C28—C27 | 123.0 (3) |
N6—Cu2—O4 | 87.03 (8) | N3—C28—H28 | 118.5 |
O7ii—Cu2—O4 | 88.66 (7) | C27—C28—H28 | 118.5 |
C36—N7—C29 | 117.4 (2) | C21—C19—C18 | 117.0 (3) |
C36—N7—Cu2 | 117.47 (18) | C21—C19—C20 | 119.3 (3) |
C29—N7—Cu2 | 124.90 (18) | C18—C19—C20 | 123.7 (3) |
C30—N6—C35 | 116.6 (2) | N2—C22—C21 | 123.0 (2) |
C30—N6—Cu2 | 121.30 (19) | N2—C22—H22 | 118.5 |
C35—N6—Cu2 | 122.00 (18) | C21—C22—H22 | 118.5 |
C17—N2—C22 | 116.8 (2) | C32—C31—C30 | 119.6 (3) |
C17—N2—Cu1 | 120.22 (19) | C32—C31—H31 | 120.2 |
C22—N2—Cu1 | 122.96 (18) | C30—C31—H31 | 120.2 |
C23—N3—C28 | 117.1 (2) | C25—C24—C23 | 119.4 (3) |
C23—N3—Cu1 | 122.90 (19) | C25—C24—H24 | 120.3 |
C28—N3—Cu1 | 119.91 (18) | C23—C24—H24 | 120.3 |
N7—C29—C40 | 122.5 (3) | C17—C18—C19 | 119.8 (3) |
N7—C29—H29 | 118.8 | C17—C18—H18 | 120.1 |
C40—C29—H29 | 118.8 | C19—C18—H18 | 120.1 |
C7—C1—C2 | 120.2 (2) | O10—C26—N4 | 122.0 (3) |
C7—C1—H1 | 119.9 | O10—C26—C25 | 120.2 (3) |
C2—C1—H1 | 119.9 | N4—C26—C25 | 117.8 (3) |
O4—C8—O3 | 125.7 (2) | O9—C20—N1 | 122.1 (3) |
O4—C8—C7 | 119.4 (2) | O9—C20—C19 | 120.3 (3) |
O3—C8—C7 | 114.9 (2) | N1—C20—C19 | 117.6 (3) |
C4—C2—C1 | 119.5 (2) | O12—C39—N8 | 121.6 (3) |
C4—C2—C3 | 119.4 (2) | O12—C39—C38 | 120.0 (3) |
C1—C2—C3 | 121.1 (2) | N8—C39—C38 | 118.3 (3) |
O6—C9—O5 | 125.7 (2) | O8—C13—O7 | 122.8 (2) |
O6—C9—C10 | 118.9 (2) | O8—C13—C12 | 118.1 (3) |
O5—C9—C10 | 115.3 (2) | O7—C13—C12 | 119.1 (2) |
C6—C7—C1 | 119.4 (2) | O2—C3—O1 | 122.4 (3) |
C6—C7—C8 | 121.0 (2) | O2—C3—C2 | 118.2 (3) |
C1—C7—C8 | 119.6 (2) | O1—C3—C2 | 119.3 (2) |
C7—C6—C5 | 120.8 (3) | C14—C12—C11 | 119.0 (2) |
C7—C6—H6 | 119.6 | C14—C12—C13 | 119.3 (2) |
C5—C6—H6 | 119.6 | C11—C12—C13 | 121.6 (2) |
C2—C4—C5 | 120.7 (2) | C10—C11—C12 | 120.6 (2) |
C2—C4—H4 | 119.6 | C10—C11—H11 | 119.7 |
C5—C4—H4 | 119.6 | C12—C11—H11 | 119.7 |
C16—C10—C11 | 119.5 (2) | C12—C14—C15 | 121.0 (2) |
C16—C10—C9 | 121.0 (2) | C12—C14—H14 | 119.5 |
C11—C10—C9 | 119.5 (2) | C15—C14—H14 | 119.5 |
C6—C5—C4 | 119.3 (3) | C10—C16—C15 | 120.2 (3) |
C6—C5—H5 | 120.3 | C10—C16—H16 | 119.9 |
C4—C5—H5 | 120.3 | C15—C16—H16 | 119.9 |
N3—C23—C24 | 123.0 (3) | C14—C15—C16 | 119.7 (3) |
N3—C23—H23 | 118.5 | C14—C15—H15 | 120.2 |
C24—C23—H23 | 118.5 | C16—C15—H15 | 120.2 |
C29—C40—C38 | 119.5 (3) | C8—O4—Cu2 | 150.25 (18) |
C29—C40—H40 | 120.2 | C9—O6—Cu1 | 163.22 (18) |
C38—C40—H40 | 120.2 | C8—O3—Cu1 | 126.89 (18) |
C40—C38—C37 | 118.1 (3) | C20—N1—H1A | 120.0 |
C40—C38—C39 | 125.0 (3) | C20—N1—H1B | 120.0 |
C37—C38—C39 | 116.8 (3) | H1A—N1—H1B | 120.0 |
N7—C36—C37 | 123.4 (3) | C39—N8—H8A | 120.0 |
N7—C36—H36 | 118.3 | C39—N8—H8B | 120.0 |
C37—C36—H36 | 118.3 | H8A—N8—H8B | 120.0 |
N6—C30—C31 | 123.5 (3) | C33—N5—H5A | 120.0 |
N6—C30—H30 | 118.3 | C33—N5—H5B | 120.0 |
C31—C30—H30 | 118.3 | H5A—N5—H5B | 120.0 |
C36—C37—C38 | 119.0 (3) | C9—O5—Cu2 | 126.78 (18) |
C36—C37—H37 | 120.5 | C26—N4—H4A | 120.0 |
C38—C37—H37 | 120.5 | C26—N4—H4B | 120.0 |
C35—C34—C32 | 119.2 (3) | H4A—N4—H4B | 120.0 |
C35—C34—H34 | 120.4 | C3—O1—Cu1ii | 103.14 (15) |
C32—C34—H34 | 120.4 | C13—O7—Cu2i | 103.61 (15) |
C24—C25—C27 | 117.6 (3) | HW6—OW3—HW5 | 107.1 |
C24—C25—C26 | 124.0 (3) | HW1—OW2—HW2 | 105.6 |
C27—C25—C26 | 118.4 (3) | HW3—OW1—HW4 | 108.3 |
C31—C32—C34 | 117.7 (3) |
Symmetry codes: (i) x−1, y, z; (ii) x+1, y, z. |
D—H···A | D—H | H···A | D···A | D—H···A |
C22—H22···O2 | 0.93 | 2.55 | 3.130 (?) | 121 |
C40—H40···O10iii | 0.93 | 2.49 | 3.372 (?) | 161 |
N5—H5A···O2iv | 0.86 | 2.27 | 3.090 (?) | 159 |
N8—H8B···O10v | 0.86 | 1.93 | 2.801 (?) | 157 |
OW2—HW2···OW3 | 0.85 | 1.90 | 2.713 (?) | 160 |
OW3—HW5···O7 | 0.85 | 2.00 | 2.839 (?) | 177 |
N1—H1B···OW1vi | 0.86 | 2.05 | 2.850 (?) | 155 |
N4—H4B···OW2vii | 0.86 | 2.21 | 3.043 (?) | 163 |
Symmetry codes: (iii) −x+1, −y−1, −z+1; (iv) x−1, y+2, z; (v) −x, −y, −z+1; (vi) x, y+1, z; (vii) −x+2, −y+1, −z+2. |