metal-organic compounds
In the title compound, bis(μ-p-aminobenzoato-κ2O:O)bis[(N,N-dimethylformamide-κO)copper(II)], [Cu2(L)4(DMF)2]·2DMF (HL is p-aminobenzoic acid, C7H6NO2, and DMF is N,N-dimethylformamide, C3H7NO), two CuII cations are bridged by four L− anions to form a dinuclear complex that lies on a center of inversion. The CuII cation is coordinated by four carboxylate O atoms from four L− anions and one O atom from a DMF molecule. A free DMF molecule is present in the asymmetric unit. The L− anions and the uncoordinated DMF molecules are linked through hydrogen bonds to form a one-dimensional structure along the c axis.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804034336/ng6080sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804034336/ng6080Isup2.hkl |
CCDC reference: 263530
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.003 Å
- R factor = 0.030
- wR factor = 0.090
- Data-to-parameter ratio = 16.6
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT230_ALERT_2_C Hirshfeld Test Diff for O5 - C31 .. 5.10 su PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N3 PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors for N4 PLAT731_ALERT_1_C Bond Calc 0.86(3), Rep 0.864(10) ...... 3.00 su-Rat N1 -H1A 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.846(10) ...... 3.00 su-Rat N2 -H2B 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.86(3), Rep 0.864(10) ...... 3.00 su-Rat N1 -H1A 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 2.12(3), Rep 2.122(11) ...... 2.73 su-Rat H1A -O6 1.555 2.746
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 4 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion
Computing details top
Data collection: PROCESS-AUTO (Rigaku Corporation, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990).
(I) top
Crystal data top
[Cu2(C7H6NO2)4(C3H7NO)2]·2C3H7NO | F(000) = 1004 |
Mr = 963.98 | Dx = 1.467 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P2ybc | Cell parameters from 17677 reflections |
a = 12.513 (3) Å | θ = 1.8–27.5° |
b = 15.918 (3) Å | µ = 1.05 mm−1 |
c = 12.122 (2) Å | T = 296 K |
β = 115.32 (3)° | Block, blue |
V = 2182.5 (9) Å3 | 0.50 × 0.33 × 0.21 mm |
Z = 2 |
Data collection top
Rigaku R-AXIS RAPID diffractometer | 4992 independent reflections |
Radiation source: rotating anode | 3586 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
ω scan | θmax = 27.5°, θmin = 1.8° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −16→14 |
Tmin = 0.587, Tmax = 0.803 | k = −20→0 |
20168 measured reflections | l = 0→15 |
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)] = 0.030 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.090 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.96 | w = 1/[σ2(Fo2) + (0.0462P)2] where P = (Fo2 + 2Fc2)/3 |
4992 reflections | (Δ/σ)max = 0.001 |
300 parameters | Δρmax = 0.46 e Å−3 |
4 restraints | Δρmin = −0.67 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.56461 (2) | 0.507104 (14) | 0.43898 (2) | 0.02657 (9) | |
C11 | 0.69479 (19) | 0.29652 (13) | 0.66441 (19) | 0.0294 (5) | |
C12 | 0.6596 (2) | 0.25307 (14) | 0.7438 (2) | 0.0339 (5) | |
H12 | 0.5969 | 0.2739 | 0.7576 | 0.041* | |
C13 | 0.7148 (2) | 0.18081 (14) | 0.8020 (2) | 0.0370 (5) | |
H13 | 0.6886 | 0.1532 | 0.8535 | 0.044* | |
C14 | 0.8105 (2) | 0.14847 (13) | 0.7843 (2) | 0.0343 (5) | |
C15 | 0.8466 (2) | 0.19175 (14) | 0.7057 (2) | 0.0387 (5) | |
H15 | 0.9100 | 0.1714 | 0.6927 | 0.046* | |
C16 | 0.7897 (2) | 0.26419 (14) | 0.6469 (2) | 0.0357 (5) | |
H16 | 0.8152 | 0.2917 | 0.5949 | 0.043* | |
C17 | 0.63061 (18) | 0.37365 (13) | 0.60174 (18) | 0.0295 (5) | |
C21 | 0.70646 (19) | 0.67402 (13) | 0.73414 (19) | 0.0314 (5) | |
C22 | 0.6618 (2) | 0.70685 (14) | 0.8130 (2) | 0.0381 (5) | |
H22 | 0.5942 | 0.6833 | 0.8139 | 0.046* | |
C23 | 0.7159 (2) | 0.77318 (15) | 0.8892 (2) | 0.0432 (6) | |
H23 | 0.6833 | 0.7944 | 0.9396 | 0.052* | |
C24 | 0.8185 (2) | 0.80909 (14) | 0.8921 (2) | 0.0390 (5) | |
C25 | 0.8643 (2) | 0.77669 (15) | 0.8135 (2) | 0.0431 (6) | |
H25 | 0.9325 | 0.7999 | 0.8135 | 0.052* | |
C26 | 0.8085 (2) | 0.71013 (14) | 0.7356 (2) | 0.0387 (5) | |
H26 | 0.8398 | 0.6895 | 0.6839 | 0.046* | |
C27 | 0.64126 (19) | 0.60497 (13) | 0.64966 (18) | 0.0297 (5) | |
C31 | 0.5637 (2) | 0.56787 (16) | 0.2075 (2) | 0.0400 (6) | |
H31 | 0.4959 | 0.5903 | 0.2093 | 0.048* | |
C32 | 0.6863 (2) | 0.5563 (2) | 0.0999 (3) | 0.0649 (9) | |
H32A | 0.7543 | 0.5873 | 0.1541 | 0.097* | |
H32B | 0.6761 | 0.5639 | 0.0174 | 0.097* | |
H32C | 0.6976 | 0.4977 | 0.1205 | 0.097* | |
C33 | 0.5067 (3) | 0.6430 (2) | 0.0171 (2) | 0.0718 (10) | |
H33A | 0.4378 | 0.6553 | 0.0299 | 0.108* | |
H33B | 0.4832 | 0.6171 | −0.0614 | 0.108* | |
H33C | 0.5486 | 0.6941 | 0.0203 | 0.108* | |
C41 | 0.9239 (3) | 0.47321 (19) | 0.7871 (3) | 0.0627 (8) | |
H41 | 0.8656 | 0.5132 | 0.7479 | 0.075* | |
C42 | 0.9980 (3) | 0.3637 (2) | 0.9367 (3) | 0.0806 (10) | |
H42A | 0.9569 | 0.3114 | 0.9270 | 0.121* | |
H42B | 1.0390 | 0.3770 | 1.0219 | 0.121* | |
H42C | 1.0539 | 0.3591 | 0.9021 | 0.121* | |
C43 | 0.8199 (3) | 0.4432 (2) | 0.9114 (3) | 0.0740 (10) | |
H43A | 0.7722 | 0.4894 | 0.8655 | 0.111* | |
H43B | 0.8526 | 0.4562 | 0.9969 | 0.111* | |
H43C | 0.7721 | 0.3936 | 0.8956 | 0.111* | |
N1 | 0.8682 (2) | 0.07691 (13) | 0.8464 (2) | 0.0463 (5) | |
H1A | 0.910 (2) | 0.0478 (16) | 0.819 (3) | 0.072 (10)* | |
H1B | 0.835 (2) | 0.0426 (14) | 0.875 (2) | 0.066 (10)* | |
N2 | 0.8710 (2) | 0.87531 (16) | 0.9675 (2) | 0.0584 (6) | |
H2A | 0.9422 (13) | 0.890 (2) | 0.985 (3) | 0.089 (12)* | |
H2B | 0.845 (2) | 0.8942 (17) | 1.017 (2) | 0.066 (10)* | |
N3 | 0.58286 (18) | 0.58617 (13) | 0.11123 (17) | 0.0417 (5) | |
N4 | 0.9149 (2) | 0.42899 (14) | 0.8755 (2) | 0.0520 (5) | |
O1 | 0.66211 (13) | 0.41125 (9) | 0.52782 (13) | 0.0342 (4) | |
O2 | 0.54641 (13) | 0.39751 (10) | 0.62555 (14) | 0.0370 (4) | |
O3 | 0.67205 (13) | 0.58318 (9) | 0.56670 (13) | 0.0339 (3) | |
O4 | 0.55648 (14) | 0.57244 (10) | 0.66522 (13) | 0.0390 (4) | |
O5 | 0.62674 (14) | 0.52408 (10) | 0.29523 (14) | 0.0362 (4) | |
O6 | 1.0016 (2) | 0.46604 (16) | 0.7529 (3) | 0.0907 (8) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.03121 (15) | 0.02750 (14) | 0.02486 (13) | 0.00044 (12) | 0.01568 (10) | 0.00120 (11) |
C11 | 0.0318 (12) | 0.0275 (10) | 0.0288 (11) | −0.0011 (9) | 0.0127 (9) | −0.0020 (9) |
C12 | 0.0360 (13) | 0.0339 (11) | 0.0361 (12) | 0.0004 (10) | 0.0196 (11) | −0.0020 (10) |
C13 | 0.0449 (15) | 0.0331 (11) | 0.0364 (13) | −0.0031 (10) | 0.0209 (11) | 0.0023 (10) |
C14 | 0.0334 (13) | 0.0275 (11) | 0.0350 (12) | −0.0017 (9) | 0.0078 (10) | 0.0002 (9) |
C15 | 0.0337 (13) | 0.0379 (12) | 0.0482 (14) | 0.0054 (10) | 0.0210 (11) | 0.0030 (11) |
C16 | 0.0371 (14) | 0.0364 (12) | 0.0389 (13) | 0.0013 (10) | 0.0213 (11) | 0.0043 (10) |
C17 | 0.0310 (12) | 0.0298 (10) | 0.0267 (11) | −0.0007 (9) | 0.0116 (9) | −0.0044 (9) |
C21 | 0.0327 (12) | 0.0309 (11) | 0.0292 (11) | 0.0007 (9) | 0.0116 (10) | 0.0007 (9) |
C22 | 0.0369 (14) | 0.0415 (13) | 0.0391 (13) | −0.0048 (11) | 0.0193 (11) | −0.0045 (11) |
C23 | 0.0474 (15) | 0.0422 (14) | 0.0449 (14) | −0.0028 (12) | 0.0244 (12) | −0.0100 (11) |
C24 | 0.0408 (14) | 0.0318 (12) | 0.0381 (13) | 0.0007 (10) | 0.0109 (11) | −0.0043 (10) |
C25 | 0.0352 (14) | 0.0432 (13) | 0.0518 (15) | −0.0078 (11) | 0.0196 (12) | −0.0040 (12) |
C26 | 0.0396 (14) | 0.0413 (13) | 0.0394 (13) | −0.0022 (11) | 0.0207 (11) | −0.0045 (11) |
C27 | 0.0318 (12) | 0.0283 (10) | 0.0268 (11) | 0.0020 (9) | 0.0104 (9) | 0.0045 (9) |
C31 | 0.0418 (14) | 0.0477 (14) | 0.0382 (13) | 0.0074 (12) | 0.0243 (11) | 0.0041 (11) |
C32 | 0.0580 (19) | 0.097 (2) | 0.0549 (17) | 0.0168 (18) | 0.0385 (16) | 0.0200 (17) |
C33 | 0.073 (2) | 0.092 (2) | 0.0536 (19) | 0.0271 (19) | 0.0306 (17) | 0.0353 (17) |
C41 | 0.0533 (19) | 0.0573 (17) | 0.068 (2) | 0.0019 (15) | 0.0173 (16) | 0.0090 (15) |
C42 | 0.086 (3) | 0.0589 (19) | 0.073 (2) | 0.0144 (18) | 0.0114 (19) | 0.0107 (17) |
C43 | 0.068 (2) | 0.093 (3) | 0.065 (2) | −0.013 (2) | 0.0331 (18) | −0.0178 (19) |
N1 | 0.0450 (14) | 0.0334 (11) | 0.0563 (14) | 0.0029 (10) | 0.0177 (11) | 0.0093 (10) |
N2 | 0.0513 (16) | 0.0571 (15) | 0.0621 (16) | −0.0134 (13) | 0.0197 (14) | −0.0247 (13) |
N3 | 0.0457 (12) | 0.0524 (12) | 0.0326 (10) | 0.0075 (10) | 0.0220 (9) | 0.0097 (9) |
N4 | 0.0483 (14) | 0.0487 (13) | 0.0499 (13) | −0.0032 (11) | 0.0125 (11) | −0.0007 (11) |
O1 | 0.0394 (9) | 0.0317 (8) | 0.0387 (8) | 0.0059 (7) | 0.0234 (8) | 0.0064 (7) |
O2 | 0.0393 (9) | 0.0409 (9) | 0.0385 (9) | 0.0117 (8) | 0.0240 (7) | 0.0086 (7) |
O3 | 0.0384 (9) | 0.0328 (8) | 0.0338 (8) | −0.0038 (7) | 0.0185 (7) | −0.0036 (7) |
O4 | 0.0428 (10) | 0.0438 (9) | 0.0336 (8) | −0.0133 (8) | 0.0192 (8) | −0.0071 (7) |
O5 | 0.0398 (9) | 0.0423 (9) | 0.0324 (8) | 0.0060 (7) | 0.0211 (7) | 0.0082 (7) |
O6 | 0.0733 (16) | 0.1000 (18) | 0.117 (2) | −0.0038 (15) | 0.0579 (16) | 0.0176 (17) |
Geometric parameters (Å, º) top
Cu1—O1 | 1.9627 (15) | C26—H26 | 0.9300 |
Cu1—O2i | 1.9792 (15) | C27—O4 | 1.265 (2) |
Cu1—O3 | 1.9724 (16) | C27—O3 | 1.270 (2) |
Cu1—O4i | 1.9639 (16) | C31—O5 | 1.233 (3) |
Cu1—O5 | 2.2074 (15) | C31—N3 | 1.320 (3) |
Cu1—Cu1i | 2.6269 (7) | C31—H31 | 0.9300 |
C11—C16 | 1.391 (3) | C32—N3 | 1.441 (3) |
C11—C12 | 1.400 (3) | C32—H32A | 0.9600 |
C11—C17 | 1.486 (3) | C32—H32B | 0.9600 |
C12—C13 | 1.371 (3) | C32—H32C | 0.9600 |
C12—H12 | 0.9300 | C33—N3 | 1.448 (3) |
C13—C14 | 1.401 (3) | C33—H33A | 0.9600 |
C13—H13 | 0.9300 | C33—H33B | 0.9600 |
C14—N1 | 1.386 (3) | C33—H33C | 0.9600 |
C14—C15 | 1.399 (3) | C41—O6 | 1.215 (4) |
C15—C16 | 1.382 (3) | C41—N4 | 1.327 (4) |
C15—H15 | 0.9300 | C41—H41 | 0.9300 |
C16—H16 | 0.9300 | C42—N4 | 1.433 (3) |
C17—O2 | 1.264 (2) | C42—H42A | 0.9600 |
C17—O1 | 1.272 (2) | C42—H42B | 0.9600 |
C21—C26 | 1.393 (3) | C42—H42C | 0.9600 |
C21—C22 | 1.398 (3) | C43—N4 | 1.447 (4) |
C21—C27 | 1.486 (3) | C43—H43A | 0.9600 |
C22—C23 | 1.375 (3) | C43—H43B | 0.9600 |
C22—H22 | 0.9300 | C43—H43C | 0.9600 |
C23—C24 | 1.392 (3) | N1—H1A | 0.864 (10) |
C23—H23 | 0.9300 | N1—H1B | 0.843 (10) |
C24—N2 | 1.365 (3) | N2—H2A | 0.858 (10) |
C24—C25 | 1.404 (3) | N2—H2B | 0.846 (10) |
C25—C26 | 1.392 (3) | O2—Cu1i | 1.9792 (15) |
C25—H25 | 0.9300 | O4—Cu1i | 1.9639 (16) |
O1—Cu1—O2i | 168.43 (6) | C25—C26—H26 | 119.5 |
O1—Cu1—O3 | 89.52 (7) | C21—C26—H26 | 119.5 |
O1—Cu1—O4i | 88.81 (7) | O4—C27—O3 | 124.4 (2) |
O1—Cu1—O5 | 100.49 (6) | O4—C27—C21 | 116.64 (18) |
O2i—Cu1—O3 | 88.10 (7) | O3—C27—C21 | 119.00 (19) |
O2i—Cu1—O4i | 91.28 (7) | O5—C31—N3 | 126.6 (2) |
O2i—Cu1—O5 | 91.08 (6) | O5—C31—H31 | 116.7 |
O3—Cu1—O4i | 168.51 (6) | N3—C31—H31 | 116.7 |
O3—Cu1—O5 | 101.10 (6) | N3—C32—H32A | 109.5 |
O4i—Cu1—O5 | 90.37 (6) | N3—C32—H32B | 109.5 |
O1—Cu1—Cu1i | 90.69 (4) | H32A—C32—H32B | 109.5 |
O4i—Cu1—Cu1i | 79.36 (5) | N3—C32—H32C | 109.5 |
O3—Cu1—Cu1i | 89.30 (4) | H32A—C32—H32C | 109.5 |
O2i—Cu1—Cu1i | 77.97 (4) | H32B—C32—H32C | 109.5 |
O5—Cu1—Cu1i | 164.70 (5) | N3—C33—H33A | 109.5 |
C16—C11—C12 | 117.5 (2) | N3—C33—H33B | 109.5 |
C16—C11—C17 | 122.52 (19) | H33A—C33—H33B | 109.5 |
C12—C11—C17 | 119.98 (19) | N3—C33—H33C | 109.5 |
C13—C12—C11 | 122.1 (2) | H33A—C33—H33C | 109.5 |
C13—C12—H12 | 119.0 | H33B—C33—H33C | 109.5 |
C11—C12—H12 | 119.0 | O6—C41—N4 | 125.6 (3) |
C12—C13—C14 | 120.3 (2) | O6—C41—H41 | 117.2 |
C12—C13—H13 | 119.9 | N4—C41—H41 | 117.2 |
C14—C13—H13 | 119.9 | N4—C42—H42A | 109.5 |
N1—C14—C15 | 121.9 (2) | N4—C42—H42B | 109.5 |
N1—C14—C13 | 120.0 (2) | H42A—C42—H42B | 109.5 |
C15—C14—C13 | 118.0 (2) | N4—C42—H42C | 109.5 |
C16—C15—C14 | 121.1 (2) | H42A—C42—H42C | 109.5 |
C16—C15—H15 | 119.5 | H42B—C42—H42C | 109.5 |
C14—C15—H15 | 119.5 | N4—C43—H43A | 109.5 |
C15—C16—C11 | 121.1 (2) | N4—C43—H43B | 109.5 |
C15—C16—H16 | 119.5 | H43A—C43—H43B | 109.5 |
C11—C16—H16 | 119.5 | N4—C43—H43C | 109.5 |
O2—C17—O1 | 124.0 (2) | H43A—C43—H43C | 109.5 |
O2—C17—C11 | 116.91 (18) | H43B—C43—H43C | 109.5 |
O1—C17—C11 | 119.10 (18) | C14—N1—H1A | 120 (2) |
C26—C21—C22 | 117.9 (2) | C14—N1—H1B | 122 (2) |
C26—C21—C27 | 123.0 (2) | H1A—N1—H1B | 107 (3) |
C22—C21—C27 | 119.0 (2) | C24—N2—H2A | 122 (2) |
C23—C22—C21 | 121.4 (2) | C24—N2—H2B | 122 (2) |
C23—C22—H22 | 119.3 | H2A—N2—H2B | 113 (3) |
C21—C22—H22 | 119.3 | C31—N3—C32 | 121.5 (2) |
C22—C23—C24 | 121.0 (2) | C31—N3—C33 | 121.8 (2) |
C22—C23—H23 | 119.5 | C32—N3—C33 | 116.5 (2) |
C24—C23—H23 | 119.5 | C41—N4—C42 | 120.6 (3) |
N2—C24—C23 | 120.6 (2) | C41—N4—C43 | 121.6 (3) |
N2—C24—C25 | 121.3 (2) | C42—N4—C43 | 117.8 (3) |
C23—C24—C25 | 118.2 (2) | C17—O1—Cu1 | 116.43 (13) |
C26—C25—C24 | 120.5 (2) | C17—O2—Cu1i | 130.77 (14) |
C26—C25—H25 | 119.7 | C27—O3—Cu1 | 116.98 (14) |
C24—C25—H25 | 119.7 | C27—O4—Cu1i | 129.31 (14) |
C25—C26—C21 | 120.9 (2) | C31—O5—Cu1 | 116.04 (14) |
C16—C11—C12—C13 | −0.7 (3) | O5—C31—N3—C32 | −1.2 (4) |
C17—C11—C12—C13 | 178.8 (2) | O5—C31—N3—C33 | −175.8 (3) |
C11—C12—C13—C14 | 0.8 (3) | O6—C41—N4—C42 | −2.8 (5) |
C12—C13—C14—N1 | 178.0 (2) | O6—C41—N4—C43 | 178.8 (3) |
C12—C13—C14—C15 | −0.3 (3) | O2—C17—O1—Cu1 | −4.4 (3) |
N1—C14—C15—C16 | −178.4 (2) | C11—C17—O1—Cu1 | 175.15 (14) |
C13—C14—C15—C16 | −0.1 (3) | O4i—Cu1—O1—C17 | −75.29 (15) |
C14—C15—C16—C11 | 0.2 (4) | O3—Cu1—O1—C17 | 93.34 (15) |
C12—C11—C16—C15 | 0.2 (3) | O2i—Cu1—O1—C17 | 15.3 (4) |
C17—C11—C16—C15 | −179.3 (2) | O5—Cu1—O1—C17 | −165.45 (14) |
C16—C11—C17—O2 | −179.4 (2) | Cu1i—Cu1—O1—C17 | 4.04 (14) |
C12—C11—C17—O2 | 1.1 (3) | O1—C17—O2—Cu1i | 1.6 (3) |
C16—C11—C17—O1 | 1.0 (3) | C11—C17—O2—Cu1i | −177.95 (13) |
C12—C11—C17—O1 | −178.45 (19) | O4—C27—O3—Cu1 | 10.3 (3) |
C26—C21—C22—C23 | 0.5 (3) | C21—C27—O3—Cu1 | −168.65 (14) |
C27—C21—C22—C23 | −177.2 (2) | O1—Cu1—O3—C27 | −97.07 (15) |
C21—C22—C23—C24 | −1.2 (4) | O4i—Cu1—O3—C27 | −15.5 (4) |
C22—C23—C24—N2 | 179.5 (2) | O2i—Cu1—O3—C27 | 71.61 (15) |
C22—C23—C24—C25 | 1.1 (4) | O5—Cu1—O3—C27 | 162.33 (14) |
N2—C24—C25—C26 | −178.8 (2) | Cu1i—Cu1—O3—C27 | −6.37 (14) |
C23—C24—C25—C26 | −0.4 (4) | O3—C27—O4—Cu1i | −8.9 (3) |
C24—C25—C26—C21 | −0.2 (4) | C21—C27—O4—Cu1i | 170.08 (14) |
C22—C21—C26—C25 | 0.2 (3) | N3—C31—O5—Cu1 | −179.6 (2) |
C27—C21—C26—C25 | 177.7 (2) | O1—Cu1—O5—C31 | 164.31 (17) |
C26—C21—C27—O4 | 173.6 (2) | O4i—Cu1—O5—C31 | 75.45 (18) |
C22—C21—C27—O4 | −8.8 (3) | O3—Cu1—O5—C31 | −104.11 (17) |
C26—C21—C27—O3 | −7.3 (3) | O2i—Cu1—O5—C31 | −15.84 (17) |
C22—C21—C27—O3 | 170.2 (2) | Cu1i—Cu1—O5—C31 | 28.0 (3) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O6ii | 0.86 (1) | 2.12 (1) | 2.982 (3) | 174 (3) |
N2—H2A···N1iii | 0.86 (1) | 2.43 (2) | 3.165 (4) | 143 (3) |
Symmetry codes: (ii) −x+2, y−1/2, −z+3/2; (iii) −x+2, −y+1, −z+2. |