Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806029965/kp2042sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806029965/kp2042Isup2.hkl |
CCDC reference: 621396
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
[Cu(C7H4ClO2)2(C12H8N2)(H2O)] | Z = 2 |
Mr = 572.86 | F(000) = 582 |
Triclinic, P1 | Dx = 1.637 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.9427 (7) Å | Cell parameters from 3247 reflections |
b = 10.7301 (9) Å | θ = 2.2–27.8° |
c = 14.8175 (12) Å | µ = 1.21 mm−1 |
α = 100.404 (1)° | T = 295 K |
β = 95.328 (1)° | Block, dark-blue |
γ = 108.582 (1)° | 0.25 × 0.21 × 0.16 mm |
V = 1161.90 (17) Å3 |
Bruker APEX area-detector diffractometer | 4081 independent reflections |
Radiation source: fine-focus sealed tube | 3751 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.014 |
φ and ω scans | θmax = 25.1°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −9→9 |
Tmin = 0.751, Tmax = 0.830 | k = −12→11 |
6190 measured reflections | l = −17→17 |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.106 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.0608P)2 + 0.8244P] where P = (Fo2 + 2Fc2)/3 |
4081 reflections | (Δ/σ)max < 0.001 |
331 parameters | Δρmax = 0.37 e Å−3 |
3 restraints | Δρmin = −0.33 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 | 0.14902 (4) | 0.48764 (3) | 0.39711 (2) | 0.03437 (13) | |
Cl1 | 0.87847 (14) | 0.67660 (11) | −0.02563 (7) | 0.0705 (3) | |
Cl2 | 0.79441 (15) | 1.00566 (12) | 0.90913 (7) | 0.0783 (3) | |
N1 | 0.1942 (3) | 0.3329 (2) | 0.44169 (15) | 0.0318 (5) | |
N2 | −0.0079 (3) | 0.3359 (2) | 0.29113 (16) | 0.0365 (5) | |
O1 | 0.3659 (3) | 0.5456 (2) | 0.30509 (14) | 0.0418 (5) | |
O2 | 0.2169 (3) | 0.6451 (2) | 0.22413 (16) | 0.0544 (6) | |
O3 | 0.2754 (3) | 0.60659 (19) | 0.51625 (14) | 0.0442 (5) | |
O4 | 0.2331 (3) | 0.7991 (2) | 0.50550 (16) | 0.0556 (6) | |
O5 | 0.0398 (3) | 0.6158 (2) | 0.35876 (15) | 0.0445 (5) | |
C1 | 0.2960 (4) | 0.3347 (3) | 0.51826 (19) | 0.0367 (6) | |
H1 | 0.3596 | 0.4172 | 0.5587 | 0.044* | |
C2 | 0.3114 (4) | 0.2175 (3) | 0.5404 (2) | 0.0417 (7) | |
H2 | 0.3843 | 0.2226 | 0.5947 | 0.050* | |
C3 | 0.2190 (4) | 0.0953 (3) | 0.4820 (2) | 0.0418 (7) | |
H3 | 0.2284 | 0.0167 | 0.4965 | 0.050* | |
C4 | 0.1099 (4) | 0.0891 (3) | 0.4002 (2) | 0.0361 (6) | |
C5 | 0.0070 (4) | −0.0327 (3) | 0.3335 (2) | 0.0482 (8) | |
H5 | 0.0103 | −0.1149 | 0.3439 | 0.058* | |
C6 | −0.0946 (4) | −0.0306 (3) | 0.2560 (2) | 0.0478 (8) | |
H6 | −0.1599 | −0.1114 | 0.2142 | 0.057* | |
C7 | −0.1040 (4) | 0.0933 (3) | 0.2369 (2) | 0.0412 (7) | |
C8 | −0.2043 (4) | 0.1038 (3) | 0.1574 (2) | 0.0490 (8) | |
H8 | −0.2701 | 0.0269 | 0.1120 | 0.059* | |
C9 | −0.2049 (4) | 0.2268 (4) | 0.1470 (2) | 0.0508 (8) | |
H9 | −0.2707 | 0.2348 | 0.0944 | 0.061* | |
C10 | −0.1063 (4) | 0.3412 (3) | 0.2158 (2) | 0.0464 (7) | |
H10 | −0.1098 | 0.4246 | 0.2084 | 0.056* | |
C11 | 0.1017 (3) | 0.2117 (2) | 0.38324 (18) | 0.0312 (6) | |
C12 | −0.0063 (4) | 0.2132 (3) | 0.30169 (19) | 0.0331 (6) | |
C13 | 0.3449 (4) | 0.6024 (3) | 0.2400 (2) | 0.0387 (6) | |
C14 | 0.4823 (4) | 0.6235 (3) | 0.17522 (19) | 0.0374 (6) | |
C15 | 0.6419 (4) | 0.5993 (3) | 0.1931 (2) | 0.0444 (7) | |
H15 | 0.6660 | 0.5697 | 0.2465 | 0.053* | |
C16 | 0.7660 (4) | 0.6182 (3) | 0.1330 (2) | 0.0482 (8) | |
H16 | 0.8742 | 0.6038 | 0.1463 | 0.058* | |
C17 | 0.7268 (4) | 0.6589 (3) | 0.0529 (2) | 0.0462 (7) | |
C18 | 0.5708 (5) | 0.6850 (4) | 0.0337 (2) | 0.0538 (8) | |
H18 | 0.5474 | 0.7141 | −0.0201 | 0.065* | |
C19 | 0.4491 (4) | 0.6678 (3) | 0.0947 (2) | 0.0481 (7) | |
H19 | 0.3435 | 0.6860 | 0.0822 | 0.058* | |
C20 | 0.3027 (4) | 0.7314 (3) | 0.5455 (2) | 0.0379 (6) | |
C21 | 0.4278 (4) | 0.7985 (3) | 0.6361 (2) | 0.0368 (6) | |
C22 | 0.4937 (4) | 0.7252 (3) | 0.6892 (2) | 0.0405 (7) | |
H22 | 0.4600 | 0.6323 | 0.6683 | 0.049* | |
C23 | 0.6086 (4) | 0.7878 (3) | 0.7728 (2) | 0.0455 (7) | |
H23 | 0.6528 | 0.7380 | 0.8079 | 0.055* | |
C24 | 0.6561 (4) | 0.9258 (3) | 0.8028 (2) | 0.0485 (8) | |
C25 | 0.5959 (4) | 1.0025 (3) | 0.7510 (2) | 0.0508 (8) | |
H25 | 0.6313 | 1.0955 | 0.7718 | 0.061* | |
C26 | 0.4819 (4) | 0.9381 (3) | 0.6678 (2) | 0.0452 (7) | |
H26 | 0.4405 | 0.9886 | 0.6322 | 0.054* | |
H5A | 0.095 (5) | 0.634 (4) | 0.3133 (17) | 0.080* | |
H5B | 0.085 (5) | 0.684 (3) | 0.4040 (16) | 0.080* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0402 (2) | 0.02628 (19) | 0.0357 (2) | 0.01193 (14) | 0.00110 (14) | 0.00598 (14) |
Cl1 | 0.0662 (6) | 0.0775 (7) | 0.0582 (5) | 0.0087 (5) | 0.0233 (5) | 0.0139 (5) |
Cl2 | 0.0806 (7) | 0.0814 (7) | 0.0473 (5) | 0.0111 (6) | −0.0045 (5) | −0.0114 (5) |
N1 | 0.0366 (12) | 0.0243 (11) | 0.0341 (12) | 0.0101 (9) | 0.0062 (10) | 0.0059 (9) |
N2 | 0.0342 (12) | 0.0368 (13) | 0.0376 (13) | 0.0109 (10) | 0.0046 (10) | 0.0090 (10) |
O1 | 0.0422 (11) | 0.0432 (11) | 0.0426 (11) | 0.0144 (9) | 0.0059 (9) | 0.0165 (9) |
O2 | 0.0596 (14) | 0.0633 (15) | 0.0563 (14) | 0.0330 (12) | 0.0146 (12) | 0.0287 (12) |
O3 | 0.0598 (13) | 0.0271 (10) | 0.0406 (11) | 0.0138 (9) | −0.0037 (10) | 0.0025 (8) |
O4 | 0.0699 (15) | 0.0377 (12) | 0.0584 (14) | 0.0273 (11) | −0.0084 (12) | 0.0022 (10) |
O5 | 0.0503 (13) | 0.0417 (12) | 0.0463 (12) | 0.0230 (10) | 0.0047 (10) | 0.0107 (10) |
C1 | 0.0413 (16) | 0.0323 (14) | 0.0341 (14) | 0.0115 (12) | 0.0023 (12) | 0.0054 (11) |
C2 | 0.0470 (17) | 0.0407 (16) | 0.0395 (16) | 0.0173 (14) | 0.0038 (13) | 0.0112 (13) |
C3 | 0.0486 (17) | 0.0328 (15) | 0.0486 (17) | 0.0168 (13) | 0.0117 (14) | 0.0132 (13) |
C4 | 0.0383 (15) | 0.0278 (14) | 0.0412 (15) | 0.0082 (11) | 0.0126 (12) | 0.0075 (11) |
C5 | 0.058 (2) | 0.0276 (15) | 0.0536 (19) | 0.0083 (14) | 0.0135 (16) | 0.0050 (13) |
C6 | 0.0500 (18) | 0.0302 (15) | 0.0497 (19) | 0.0024 (13) | 0.0078 (15) | −0.0040 (13) |
C7 | 0.0374 (16) | 0.0418 (16) | 0.0367 (15) | 0.0060 (13) | 0.0087 (13) | 0.0017 (13) |
C8 | 0.0392 (17) | 0.054 (2) | 0.0388 (17) | 0.0036 (14) | 0.0036 (13) | −0.0026 (14) |
C9 | 0.0422 (17) | 0.067 (2) | 0.0368 (17) | 0.0136 (16) | −0.0028 (14) | 0.0097 (15) |
C10 | 0.0434 (17) | 0.0491 (18) | 0.0458 (18) | 0.0146 (14) | 0.0014 (14) | 0.0137 (14) |
C11 | 0.0314 (14) | 0.0258 (13) | 0.0354 (14) | 0.0079 (11) | 0.0102 (11) | 0.0051 (11) |
C12 | 0.0313 (14) | 0.0292 (14) | 0.0352 (14) | 0.0058 (11) | 0.0085 (11) | 0.0052 (11) |
C13 | 0.0431 (16) | 0.0303 (14) | 0.0368 (15) | 0.0081 (12) | 0.0000 (12) | 0.0046 (12) |
C14 | 0.0456 (16) | 0.0269 (14) | 0.0342 (14) | 0.0072 (12) | 0.0033 (12) | 0.0046 (11) |
C15 | 0.0490 (18) | 0.0403 (16) | 0.0454 (17) | 0.0141 (14) | 0.0056 (14) | 0.0167 (13) |
C16 | 0.0486 (18) | 0.0433 (18) | 0.0543 (19) | 0.0164 (15) | 0.0084 (15) | 0.0137 (15) |
C17 | 0.0501 (18) | 0.0377 (16) | 0.0397 (16) | 0.0032 (14) | 0.0092 (14) | 0.0022 (13) |
C18 | 0.062 (2) | 0.058 (2) | 0.0366 (17) | 0.0120 (17) | 0.0040 (15) | 0.0164 (15) |
C19 | 0.0481 (18) | 0.0506 (19) | 0.0438 (17) | 0.0155 (15) | −0.0001 (14) | 0.0128 (14) |
C20 | 0.0429 (16) | 0.0290 (14) | 0.0422 (16) | 0.0134 (12) | 0.0100 (13) | 0.0055 (12) |
C21 | 0.0392 (15) | 0.0309 (14) | 0.0407 (16) | 0.0122 (12) | 0.0138 (13) | 0.0048 (12) |
C22 | 0.0481 (17) | 0.0322 (15) | 0.0393 (16) | 0.0113 (13) | 0.0112 (13) | 0.0054 (12) |
C23 | 0.0471 (18) | 0.0496 (18) | 0.0387 (16) | 0.0159 (15) | 0.0083 (14) | 0.0081 (14) |
C24 | 0.0442 (18) | 0.0534 (19) | 0.0377 (16) | 0.0097 (15) | 0.0074 (14) | −0.0023 (14) |
C25 | 0.0536 (19) | 0.0351 (16) | 0.0523 (19) | 0.0075 (14) | 0.0117 (16) | −0.0060 (14) |
C26 | 0.0503 (18) | 0.0319 (15) | 0.0518 (18) | 0.0144 (14) | 0.0097 (15) | 0.0037 (13) |
Cu1—O1 | 2.297 (2) | C7—C8 | 1.402 (4) |
Cu1—O3 | 1.948 (2) | C8—C9 | 1.358 (5) |
Cu1—O5 | 1.980 (2) | C8—H8 | 0.9300 |
Cu1—N1 | 2.014 (2) | C9—C10 | 1.395 (5) |
Cu1—N2 | 2.023 (2) | C9—H9 | 0.9300 |
Cl1—C17 | 1.742 (3) | C10—H10 | 0.9300 |
Cl2—C24 | 1.737 (3) | C11—C12 | 1.421 (4) |
N1—C1 | 1.324 (4) | C13—C14 | 1.510 (4) |
N1—C11 | 1.359 (3) | C14—C15 | 1.385 (4) |
N2—C10 | 1.323 (4) | C14—C19 | 1.394 (4) |
N2—C12 | 1.357 (3) | C15—C16 | 1.382 (4) |
O1—C13 | 1.255 (3) | C15—H15 | 0.9300 |
O2—C13 | 1.262 (4) | C16—C17 | 1.378 (4) |
O3—C20 | 1.271 (3) | C16—H16 | 0.9300 |
O4—C20 | 1.239 (3) | C17—C18 | 1.372 (5) |
O5—H5A | 0.86 (3) | C18—C19 | 1.377 (5) |
O5—H5B | 0.85 (3) | C18—H18 | 0.9300 |
C1—C2 | 1.393 (4) | C19—H19 | 0.9300 |
C1—H1 | 0.9300 | C20—C21 | 1.503 (4) |
C2—C3 | 1.366 (4) | C21—C22 | 1.385 (4) |
C2—H2 | 0.9300 | C21—C26 | 1.396 (4) |
C3—C4 | 1.401 (4) | C22—C23 | 1.384 (4) |
C3—H3 | 0.9300 | C22—H22 | 0.9300 |
C4—C11 | 1.403 (4) | C23—C24 | 1.381 (5) |
C4—C5 | 1.434 (4) | C23—H23 | 0.9300 |
C5—C6 | 1.348 (5) | C24—C25 | 1.380 (5) |
C5—H5 | 0.9300 | C25—C26 | 1.379 (5) |
C6—C7 | 1.432 (4) | C25—H25 | 0.9300 |
C6—H6 | 0.9300 | C26—H26 | 0.9300 |
C7—C12 | 1.400 (4) | ||
O3—Cu1—O5 | 94.73 (9) | C9—C10—H10 | 118.7 |
O3—Cu1—N1 | 89.28 (8) | N1—C11—C4 | 123.0 (3) |
O5—Cu1—N1 | 164.96 (9) | N1—C11—C12 | 116.8 (2) |
O3—Cu1—N2 | 167.24 (9) | C4—C11—C12 | 120.2 (2) |
O5—Cu1—N2 | 91.99 (9) | N2—C12—C7 | 123.0 (3) |
N1—Cu1—N2 | 81.56 (9) | N2—C12—C11 | 116.4 (2) |
O3—Cu1—O1 | 100.60 (8) | C7—C12—C11 | 120.7 (3) |
O5—Cu1—O1 | 90.81 (8) | O1—C13—O2 | 125.0 (3) |
N1—Cu1—O1 | 102.72 (8) | O1—C13—C14 | 118.7 (3) |
N2—Cu1—O1 | 90.12 (8) | O2—C13—C14 | 116.3 (3) |
C1—N1—C11 | 118.2 (2) | C15—C14—C19 | 118.5 (3) |
C1—N1—Cu1 | 129.15 (19) | C15—C14—C13 | 121.7 (3) |
C11—N1—Cu1 | 112.63 (17) | C19—C14—C13 | 119.8 (3) |
C10—N2—C12 | 118.0 (3) | C16—C15—C14 | 121.1 (3) |
C10—N2—Cu1 | 129.3 (2) | C16—C15—H15 | 119.4 |
C12—N2—Cu1 | 112.67 (18) | C14—C15—H15 | 119.4 |
C13—O1—Cu1 | 121.27 (19) | C17—C16—C15 | 118.9 (3) |
C20—O3—Cu1 | 129.42 (19) | C17—C16—H16 | 120.6 |
Cu1—O5—H5A | 100 (3) | C15—C16—H16 | 120.6 |
Cu1—O5—H5B | 102 (3) | C18—C17—C16 | 121.4 (3) |
H5A—O5—H5B | 107.5 (16) | C18—C17—Cl1 | 119.4 (3) |
N1—C1—C2 | 122.4 (3) | C16—C17—Cl1 | 119.2 (3) |
N1—C1—H1 | 118.8 | C17—C18—C19 | 119.3 (3) |
C2—C1—H1 | 118.8 | C17—C18—H18 | 120.3 |
C3—C2—C1 | 119.8 (3) | C19—C18—H18 | 120.3 |
C3—C2—H2 | 120.1 | C18—C19—C14 | 120.8 (3) |
C1—C2—H2 | 120.1 | C18—C19—H19 | 119.6 |
C2—C3—C4 | 119.5 (3) | C14—C19—H19 | 119.6 |
C2—C3—H3 | 120.2 | O4—C20—O3 | 125.0 (3) |
C4—C3—H3 | 120.2 | O4—C20—C21 | 118.9 (2) |
C3—C4—C11 | 117.0 (3) | O3—C20—C21 | 116.1 (3) |
C3—C4—C5 | 124.8 (3) | C22—C21—C26 | 118.7 (3) |
C11—C4—C5 | 118.2 (3) | C22—C21—C20 | 121.6 (3) |
C6—C5—C4 | 121.4 (3) | C26—C21—C20 | 119.8 (3) |
C6—C5—H5 | 119.3 | C23—C22—C21 | 121.2 (3) |
C4—C5—H5 | 119.3 | C23—C22—H22 | 119.4 |
C5—C6—C7 | 121.4 (3) | C21—C22—H22 | 119.4 |
C5—C6—H6 | 119.3 | C24—C23—C22 | 118.5 (3) |
C7—C6—H6 | 119.3 | C24—C23—H23 | 120.8 |
C12—C7—C8 | 117.1 (3) | C22—C23—H23 | 120.8 |
C12—C7—C6 | 118.1 (3) | C25—C24—C23 | 122.0 (3) |
C8—C7—C6 | 124.7 (3) | C25—C24—Cl2 | 118.8 (3) |
C9—C8—C7 | 119.6 (3) | C23—C24—Cl2 | 119.2 (3) |
C9—C8—H8 | 120.2 | C26—C25—C24 | 118.6 (3) |
C7—C8—H8 | 120.2 | C26—C25—H25 | 120.7 |
C8—C9—C10 | 119.6 (3) | C24—C25—H25 | 120.7 |
C8—C9—H9 | 120.2 | C25—C26—C21 | 121.1 (3) |
C10—C9—H9 | 120.2 | C25—C26—H26 | 119.5 |
N2—C10—C9 | 122.7 (3) | C21—C26—H26 | 119.5 |
N2—C10—H10 | 118.7 | ||
O3—Cu1—N1—C1 | −8.4 (2) | C3—C4—C11—C12 | −180.0 (2) |
O5—Cu1—N1—C1 | −114.2 (4) | C5—C4—C11—C12 | 0.0 (4) |
N2—Cu1—N1—C1 | −179.5 (3) | C10—N2—C12—C7 | −0.2 (4) |
O1—Cu1—N1—C1 | 92.3 (2) | Cu1—N2—C12—C7 | −179.7 (2) |
O3—Cu1—N1—C11 | 170.37 (18) | C10—N2—C12—C11 | 179.7 (3) |
O5—Cu1—N1—C11 | 64.6 (4) | Cu1—N2—C12—C11 | 0.2 (3) |
N2—Cu1—N1—C11 | −0.72 (17) | C8—C7—C12—N2 | 1.1 (4) |
O1—Cu1—N1—C11 | −88.93 (18) | C6—C7—C12—N2 | −178.9 (3) |
O3—Cu1—N2—C10 | 136.4 (4) | C8—C7—C12—C11 | −178.7 (3) |
O5—Cu1—N2—C10 | 14.6 (3) | C6—C7—C12—C11 | 1.2 (4) |
N1—Cu1—N2—C10 | −179.1 (3) | N1—C11—C12—N2 | −0.9 (4) |
O1—Cu1—N2—C10 | −76.2 (3) | C4—C11—C12—N2 | 179.4 (2) |
O3—Cu1—N2—C12 | −44.3 (5) | N1—C11—C12—C7 | 179.0 (2) |
O5—Cu1—N2—C12 | −166.08 (18) | C4—C11—C12—C7 | −0.8 (4) |
N1—Cu1—N2—C12 | 0.26 (18) | Cu1—O1—C13—O2 | 7.5 (4) |
O1—Cu1—N2—C12 | 103.11 (18) | Cu1—O1—C13—C14 | −173.08 (17) |
O3—Cu1—O1—C13 | −114.2 (2) | O1—C13—C14—C15 | −9.0 (4) |
O5—Cu1—O1—C13 | −19.2 (2) | O2—C13—C14—C15 | 170.4 (3) |
N1—Cu1—O1—C13 | 154.1 (2) | O1—C13—C14—C19 | 170.6 (3) |
N2—Cu1—O1—C13 | 72.8 (2) | O2—C13—C14—C19 | −9.9 (4) |
O5—Cu1—O3—C20 | −12.6 (3) | C19—C14—C15—C16 | 0.0 (4) |
N1—Cu1—O3—C20 | −178.1 (3) | C13—C14—C15—C16 | 179.6 (3) |
N2—Cu1—O3—C20 | −134.1 (4) | C14—C15—C16—C17 | −1.6 (5) |
O1—Cu1—O3—C20 | 79.1 (3) | C15—C16—C17—C18 | 2.2 (5) |
C11—N1—C1—C2 | 0.1 (4) | C15—C16—C17—Cl1 | −177.5 (2) |
Cu1—N1—C1—C2 | 178.9 (2) | C16—C17—C18—C19 | −1.3 (5) |
N1—C1—C2—C3 | −0.1 (5) | Cl1—C17—C18—C19 | 178.4 (3) |
C1—C2—C3—C4 | 0.2 (4) | C17—C18—C19—C14 | −0.4 (5) |
C2—C3—C4—C11 | −0.3 (4) | C15—C14—C19—C18 | 1.0 (5) |
C2—C3—C4—C5 | 179.8 (3) | C13—C14—C19—C18 | −178.6 (3) |
C3—C4—C5—C6 | −179.7 (3) | Cu1—O3—C20—O4 | 9.0 (5) |
C11—C4—C5—C6 | 0.4 (4) | Cu1—O3—C20—C21 | −171.72 (18) |
C4—C5—C6—C7 | 0.1 (5) | O4—C20—C21—C22 | 172.6 (3) |
C5—C6—C7—C12 | −0.9 (5) | O3—C20—C21—C22 | −6.7 (4) |
C5—C6—C7—C8 | 179.1 (3) | O4—C20—C21—C26 | −8.2 (4) |
C12—C7—C8—C9 | −0.8 (4) | O3—C20—C21—C26 | 172.4 (3) |
C6—C7—C8—C9 | 179.2 (3) | C26—C21—C22—C23 | 1.0 (4) |
C7—C8—C9—C10 | −0.3 (5) | C20—C21—C22—C23 | −179.8 (3) |
C12—N2—C10—C9 | −1.0 (4) | C21—C22—C23—C24 | 0.3 (5) |
Cu1—N2—C10—C9 | 178.3 (2) | C22—C23—C24—C25 | −1.5 (5) |
C8—C9—C10—N2 | 1.2 (5) | C22—C23—C24—Cl2 | 178.0 (2) |
C1—N1—C11—C4 | −0.2 (4) | C23—C24—C25—C26 | 1.3 (5) |
Cu1—N1—C11—C4 | −179.2 (2) | Cl2—C24—C25—C26 | −178.2 (2) |
C1—N1—C11—C12 | 180.0 (2) | C24—C25—C26—C21 | 0.1 (5) |
Cu1—N1—C11—C12 | 1.1 (3) | C22—C21—C26—C25 | −1.2 (4) |
C3—C4—C11—N1 | 0.3 (4) | C20—C21—C26—C25 | 179.6 (3) |
C5—C4—C11—N1 | −179.8 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O1 | 0.86 (3) | 2.61 (4) | 3.053 (3) | 113 (3) |
O5—H5A···O2 | 0.86 (3) | 1.71 (3) | 2.554 (3) | 170 (4) |
O5—H5B···O3 | 0.85 (3) | 2.56 (4) | 2.890 (3) | 104 (3) |
O5—H5B···O4 | 0.85 (3) | 1.80 (2) | 2.620 (3) | 161 (4) |