| Literature DB >> 23468738 |
Sylwia Godlewska1, Harald Kelm, Hans-Jörg Krüger, Anna Dołęga.
Abstract
The Cu(II) ion in the title mol-ecular salt, [CuBr(C5H8N2)4]Br, is coordinated in a square-pyramidal geometry by four N atoms of imidazole ligands and one bromide anion in the apical position. In the crystal, the ions are linked by N-H⋯Br hydrogen bonds involving both the coordinating and the free bromide species as acceptors. A C-H⋯Br inter-action is also observed. Overall, a three-dimensional network results.Entities:
Year: 2012 PMID: 23468738 PMCID: PMC3588773 DOI: 10.1107/S1600536812047447
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [CuBr(C5H8N2)4]Br | |
| Monoclinic, | Cu |
| Hall symbol: -P 2yn | Cell parameters from 6482 reflections |
| θ = 3.5–62.6° | |
| µ = 5.06 mm−1 | |
| β = 90.386 (2)° | Indifferent fragment, violet |
| 0.21 × 0.20 × 0.05 mm | |
| Oxford Diffraction Xcalibur (Sapphire3, Gemini ultra) diffractometer | 4058 independent reflections |
| Radiation source: fine-focus sealed tube | 3719 reflections with |
| Mirror monochromator | |
| Detector resolution: 16.1399 pixels mm-1 | θmax = 62.7°, θmin = 4.2° |
| ω scans | |
| Absorption correction: multi-scan ( | |
| 9229 measured reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H-atom parameters constrained | |
| 4058 reflections | (Δ/σ)max = 0.002 |
| 284 parameters | Δρmax = 0.42 e Å−3 |
| 0 restraints | Δρmin = −0.34 e Å−3 |
| Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes. |
| Refinement. Refinement of |
| Cu1 | 0.24721 (3) | 0.861967 (16) | 0.79905 (3) | 0.01634 (9) | |
| Br1 | 0.23840 (2) | 0.845061 (13) | 1.036999 (19) | 0.02191 (8) | |
| N1 | 0.08773 (19) | 0.80290 (10) | 0.77538 (16) | 0.0205 (4) | |
| N2 | −0.0633 (2) | 0.73282 (11) | 0.71786 (18) | 0.0298 (5) | |
| H2 | −0.1047 | 0.7035 | 0.6774 | 0.036* | |
| C1 | −0.0142 (2) | 0.80070 (13) | 0.8483 (2) | 0.0257 (6) | |
| H1 | −0.0181 | 0.8257 | 0.9126 | 0.031* | |
| C2 | −0.1070 (3) | 0.75730 (14) | 0.8132 (2) | 0.0321 (6) | |
| H2A | −0.1867 | 0.7460 | 0.8478 | 0.038* | |
| C3 | 0.0542 (2) | 0.76125 (12) | 0.6966 (2) | 0.0235 (5) | |
| C4 | 0.1271 (3) | 0.74770 (14) | 0.5965 (2) | 0.0284 (6) | |
| H4A | 0.1946 | 0.7829 | 0.5871 | 0.034* | |
| H4B | 0.0651 | 0.7507 | 0.5357 | 0.034* | |
| C5 | 0.1940 (3) | 0.67900 (15) | 0.5945 (2) | 0.0376 (7) | |
| H5A | 0.2570 | 0.6759 | 0.6536 | 0.056* | |
| H5B | 0.2403 | 0.6734 | 0.5270 | 0.056* | |
| H5C | 0.1276 | 0.6437 | 0.6016 | 0.056* | |
| N3 | 0.12993 (18) | 0.94198 (10) | 0.79926 (15) | 0.0185 (4) | |
| N4 | −0.0231 (2) | 1.01429 (10) | 0.75619 (17) | 0.0234 (5) | |
| H4 | −0.0838 | 1.0353 | 0.7188 | 0.028* | |
| C6 | 0.1095 (2) | 0.98466 (12) | 0.8846 (2) | 0.0244 (5) | |
| H6 | 0.1547 | 0.9829 | 0.9509 | 0.029* | |
| C7 | 0.0141 (3) | 1.02935 (13) | 0.8579 (2) | 0.0271 (6) | |
| H7 | −0.0200 | 1.0642 | 0.9013 | 0.033* | |
| C8 | 0.0490 (2) | 0.96163 (12) | 0.72257 (19) | 0.0192 (5) | |
| C9 | 0.0401 (3) | 0.93264 (13) | 0.6135 (2) | 0.0270 (6) | |
| H9A | 0.1069 | 0.8968 | 0.6062 | 0.032* | |
| H9B | 0.0604 | 0.9681 | 0.5609 | 0.032* | |
| C10 | −0.0951 (3) | 0.90355 (15) | 0.5886 (3) | 0.0417 (8) | |
| H10A | −0.1172 | 0.8695 | 0.6418 | 0.063* | |
| H10B | −0.0943 | 0.8829 | 0.5178 | 0.063* | |
| H10C | −0.1608 | 0.9395 | 0.5900 | 0.063* | |
| N5 | 0.40712 (19) | 0.92118 (10) | 0.81018 (16) | 0.0208 (4) | |
| N6 | 0.5637 (2) | 0.99454 (12) | 0.78382 (19) | 0.0340 (6) | |
| H6A | 0.6086 | 1.0277 | 0.7556 | 0.041* | |
| C11 | 0.5028 (3) | 0.91305 (14) | 0.8881 (2) | 0.0323 (6) | |
| H11 | 0.5007 | 0.8808 | 0.9437 | 0.039* | |
| C12 | 0.5992 (3) | 0.95818 (17) | 0.8722 (2) | 0.0414 (8) | |
| H12 | 0.6766 | 0.9638 | 0.9140 | 0.050* | |
| C13 | 0.4484 (2) | 0.97063 (12) | 0.7479 (2) | 0.0227 (5) | |
| C14 | 0.3819 (3) | 0.99879 (13) | 0.6518 (2) | 0.0268 (6) | |
| H14A | 0.3141 | 0.9667 | 0.6268 | 0.032* | |
| H14B | 0.4473 | 1.0039 | 0.5944 | 0.032* | |
| C15 | 0.3173 (3) | 1.06667 (14) | 0.6727 (2) | 0.0355 (7) | |
| H15A | 0.2571 | 1.0627 | 0.7329 | 0.053* | |
| H15B | 0.2681 | 1.0808 | 0.6093 | 0.053* | |
| H15C | 0.3851 | 1.1000 | 0.6893 | 0.053* | |
| N7 | 0.36498 (18) | 0.78339 (10) | 0.77723 (16) | 0.0189 (4) | |
| N8 | 0.5199 (2) | 0.71775 (11) | 0.71834 (18) | 0.0270 (5) | |
| H8 | 0.5820 | 0.7013 | 0.6776 | 0.032* | |
| C16 | 0.3837 (2) | 0.73151 (12) | 0.8490 (2) | 0.0245 (5) | |
| H16 | 0.3364 | 0.7253 | 0.9132 | 0.029* | |
| C17 | 0.4800 (3) | 0.69128 (13) | 0.8130 (2) | 0.0302 (6) | |
| H17 | 0.5136 | 0.6522 | 0.8467 | 0.036* | |
| C18 | 0.4486 (2) | 0.77323 (13) | 0.6977 (2) | 0.0237 (5) | |
| C19 | 0.4629 (3) | 0.81532 (15) | 0.6011 (2) | 0.0340 (6) | |
| H19A | 0.3952 | 0.8510 | 0.6017 | 0.041* | |
| H19B | 0.4476 | 0.7872 | 0.5373 | 0.041* | |
| C20 | 0.5988 (3) | 0.84754 (18) | 0.5942 (3) | 0.0557 (10) | |
| H20A | 0.6180 | 0.8718 | 0.6603 | 0.084* | |
| H20B | 0.6005 | 0.8790 | 0.5342 | 0.084* | |
| H20C | 0.6651 | 0.8126 | 0.5835 | 0.084* | |
| Br2 | 0.73566 (2) | 1.087768 (13) | 0.61807 (2) | 0.02419 (8) |
| Cu1 | 0.01598 (17) | 0.01449 (17) | 0.01854 (18) | 0.00071 (13) | −0.00093 (13) | 0.00029 (13) |
| Br1 | 0.02224 (14) | 0.02382 (14) | 0.01968 (14) | 0.00267 (10) | 0.00118 (10) | 0.00369 (10) |
| N1 | 0.0216 (10) | 0.0164 (10) | 0.0233 (11) | −0.0011 (8) | −0.0030 (8) | 0.0007 (8) |
| N2 | 0.0298 (12) | 0.0262 (12) | 0.0333 (13) | −0.0099 (10) | −0.0089 (10) | −0.0016 (10) |
| C1 | 0.0244 (13) | 0.0288 (14) | 0.0240 (13) | −0.0035 (11) | 0.0002 (10) | 0.0001 (11) |
| C2 | 0.0276 (14) | 0.0350 (15) | 0.0336 (15) | −0.0101 (12) | −0.0004 (12) | 0.0033 (13) |
| C3 | 0.0247 (13) | 0.0185 (12) | 0.0272 (13) | −0.0005 (10) | −0.0082 (10) | 0.0025 (10) |
| C4 | 0.0325 (14) | 0.0301 (14) | 0.0226 (13) | 0.0025 (12) | −0.0063 (11) | −0.0050 (11) |
| C5 | 0.0433 (17) | 0.0336 (16) | 0.0359 (16) | 0.0049 (13) | −0.0065 (13) | −0.0115 (13) |
| N3 | 0.0187 (10) | 0.0160 (10) | 0.0208 (10) | −0.0006 (8) | −0.0001 (8) | 0.0006 (8) |
| N4 | 0.0228 (10) | 0.0220 (11) | 0.0253 (11) | 0.0072 (9) | −0.0009 (9) | 0.0045 (9) |
| C6 | 0.0334 (14) | 0.0208 (13) | 0.0190 (13) | 0.0033 (11) | 0.0009 (10) | −0.0029 (10) |
| C7 | 0.0346 (14) | 0.0221 (13) | 0.0247 (13) | 0.0080 (11) | 0.0042 (11) | −0.0015 (11) |
| C8 | 0.0187 (12) | 0.0172 (12) | 0.0218 (12) | −0.0002 (10) | −0.0006 (10) | 0.0026 (10) |
| C9 | 0.0326 (14) | 0.0262 (14) | 0.0222 (13) | 0.0048 (11) | −0.0035 (11) | 0.0026 (11) |
| C10 | 0.0432 (17) | 0.0373 (17) | 0.0443 (18) | 0.0062 (14) | −0.0207 (14) | −0.0104 (14) |
| N5 | 0.0184 (10) | 0.0196 (10) | 0.0243 (11) | −0.0007 (8) | 0.0001 (8) | 0.0020 (9) |
| N6 | 0.0286 (12) | 0.0348 (13) | 0.0384 (14) | −0.0148 (10) | −0.0038 (10) | 0.0108 (11) |
| C11 | 0.0269 (14) | 0.0379 (16) | 0.0320 (15) | −0.0047 (12) | −0.0083 (12) | 0.0128 (13) |
| C12 | 0.0294 (15) | 0.055 (2) | 0.0393 (17) | −0.0153 (14) | −0.0138 (13) | 0.0157 (15) |
| C13 | 0.0212 (12) | 0.0240 (13) | 0.0230 (13) | −0.0013 (10) | 0.0024 (10) | −0.0025 (10) |
| C14 | 0.0288 (14) | 0.0273 (14) | 0.0243 (14) | −0.0023 (11) | 0.0034 (11) | 0.0047 (11) |
| C15 | 0.0418 (16) | 0.0286 (15) | 0.0362 (16) | 0.0019 (13) | 0.0009 (13) | 0.0108 (13) |
| N7 | 0.0191 (10) | 0.0164 (10) | 0.0213 (10) | 0.0017 (8) | 0.0003 (8) | 0.0000 (8) |
| N8 | 0.0240 (11) | 0.0256 (12) | 0.0314 (12) | 0.0075 (9) | 0.0041 (9) | −0.0071 (10) |
| C16 | 0.0290 (13) | 0.0213 (13) | 0.0231 (13) | 0.0039 (11) | −0.0010 (11) | 0.0014 (10) |
| C17 | 0.0371 (15) | 0.0222 (14) | 0.0311 (15) | 0.0091 (12) | −0.0040 (12) | 0.0003 (11) |
| C18 | 0.0215 (12) | 0.0237 (13) | 0.0259 (13) | 0.0007 (10) | 0.0013 (10) | −0.0062 (11) |
| C19 | 0.0445 (16) | 0.0313 (15) | 0.0264 (14) | 0.0022 (13) | 0.0115 (12) | −0.0002 (12) |
| C20 | 0.050 (2) | 0.047 (2) | 0.070 (2) | 0.0011 (16) | 0.0324 (18) | 0.0124 (18) |
| Br2 | 0.02263 (14) | 0.02361 (14) | 0.02629 (15) | −0.00013 (10) | −0.00150 (10) | 0.00541 (10) |
| Cu1—N3 | 1.9914 (19) | C10—H10B | 0.9800 |
| Cu1—N7 | 1.9918 (19) | C10—H10C | 0.9800 |
| Cu1—N5 | 2.014 (2) | N5—C13 | 1.328 (3) |
| Cu1—N1 | 2.0250 (19) | N5—C11 | 1.386 (3) |
| Cu1—Br1 | 3.0125 (4) | N6—C13 | 1.341 (3) |
| N1—C3 | 1.334 (3) | N6—C12 | 1.373 (4) |
| N1—C1 | 1.390 (3) | N6—H6A | 0.8800 |
| N2—C3 | 1.351 (3) | C11—C12 | 1.346 (4) |
| N2—C2 | 1.371 (4) | C11—H11 | 0.9500 |
| N2—H2 | 0.8800 | C12—H12 | 0.9500 |
| C1—C2 | 1.352 (4) | C13—C14 | 1.491 (4) |
| C1—H1 | 0.9500 | C14—C15 | 1.527 (4) |
| C2—H2A | 0.9500 | C14—H14A | 0.9900 |
| C3—C4 | 1.490 (4) | C14—H14B | 0.9900 |
| C4—C5 | 1.529 (4) | C15—H15A | 0.9800 |
| C4—H4A | 0.9900 | C15—H15B | 0.9800 |
| C4—H4B | 0.9900 | C15—H15C | 0.9800 |
| C5—H5A | 0.9800 | N7—C18 | 1.333 (3) |
| C5—H5B | 0.9800 | N7—C16 | 1.385 (3) |
| C5—H5C | 0.9800 | N8—C18 | 1.347 (3) |
| N3—C8 | 1.323 (3) | N8—C17 | 1.365 (4) |
| N3—C6 | 1.386 (3) | N8—H8 | 0.8800 |
| N4—C8 | 1.350 (3) | C16—C17 | 1.348 (4) |
| N4—C7 | 1.364 (3) | C16—H16 | 0.9500 |
| N4—H4 | 0.8800 | C17—H17 | 0.9500 |
| C6—C7 | 1.358 (4) | C18—C19 | 1.483 (4) |
| C6—H6 | 0.9500 | C19—C20 | 1.528 (4) |
| C7—H7 | 0.9500 | C19—H19A | 0.9900 |
| C8—C9 | 1.490 (4) | C19—H19B | 0.9900 |
| C9—C10 | 1.524 (4) | C20—H20A | 0.9800 |
| C9—H9A | 0.9900 | C20—H20B | 0.9800 |
| C9—H9B | 0.9900 | C20—H20C | 0.9800 |
| C10—H10A | 0.9800 | ||
| N3—Cu1—N7 | 172.13 (8) | C9—C10—H10B | 109.5 |
| N3—Cu1—N5 | 90.87 (8) | H10A—C10—H10B | 109.5 |
| N7—Cu1—N5 | 89.04 (8) | C9—C10—H10C | 109.5 |
| N3—Cu1—N1 | 89.17 (8) | H10A—C10—H10C | 109.5 |
| N7—Cu1—N1 | 90.31 (8) | H10B—C10—H10C | 109.5 |
| N5—Cu1—N1 | 175.54 (8) | C13—N5—C11 | 106.2 (2) |
| N3—Cu1—Br1 | 93.80 (6) | C13—N5—Cu1 | 130.70 (17) |
| N7—Cu1—Br1 | 94.06 (6) | C11—N5—Cu1 | 122.98 (17) |
| N5—Cu1—Br1 | 91.48 (6) | C13—N6—C12 | 108.1 (2) |
| N1—Cu1—Br1 | 92.97 (6) | C13—N6—H6A | 126.0 |
| C3—N1—C1 | 106.4 (2) | C12—N6—H6A | 126.0 |
| C3—N1—Cu1 | 132.14 (17) | C12—C11—N5 | 109.1 (2) |
| C1—N1—Cu1 | 121.50 (16) | C12—C11—H11 | 125.5 |
| C3—N2—C2 | 108.4 (2) | N5—C11—H11 | 125.5 |
| C3—N2—H2 | 125.8 | C11—C12—N6 | 106.5 (2) |
| C2—N2—H2 | 125.8 | C11—C12—H12 | 126.8 |
| C2—C1—N1 | 109.1 (2) | N6—C12—H12 | 126.8 |
| C2—C1—H1 | 125.4 | N5—C13—N6 | 110.1 (2) |
| N1—C1—H1 | 125.4 | N5—C13—C14 | 127.8 (2) |
| C1—C2—N2 | 106.4 (2) | N6—C13—C14 | 122.0 (2) |
| C1—C2—H2A | 126.8 | C13—C14—C15 | 112.8 (2) |
| N2—C2—H2A | 126.8 | C13—C14—H14A | 109.0 |
| N1—C3—N2 | 109.6 (2) | C15—C14—H14A | 109.0 |
| N1—C3—C4 | 127.8 (2) | C13—C14—H14B | 109.0 |
| N2—C3—C4 | 122.5 (2) | C15—C14—H14B | 109.0 |
| C3—C4—C5 | 113.6 (2) | H14A—C14—H14B | 107.8 |
| C3—C4—H4A | 108.8 | C14—C15—H15A | 109.5 |
| C5—C4—H4A | 108.8 | C14—C15—H15B | 109.5 |
| C3—C4—H4B | 108.8 | H15A—C15—H15B | 109.5 |
| C5—C4—H4B | 108.8 | C14—C15—H15C | 109.5 |
| H4A—C4—H4B | 107.7 | H15A—C15—H15C | 109.5 |
| C4—C5—H5A | 109.5 | H15B—C15—H15C | 109.5 |
| C4—C5—H5B | 109.5 | C18—N7—C16 | 106.9 (2) |
| H5A—C5—H5B | 109.5 | C18—N7—Cu1 | 127.62 (17) |
| C4—C5—H5C | 109.5 | C16—N7—Cu1 | 125.24 (16) |
| H5A—C5—H5C | 109.5 | C18—N8—C17 | 108.8 (2) |
| H5B—C5—H5C | 109.5 | C18—N8—H8 | 125.6 |
| C8—N3—C6 | 106.7 (2) | C17—N8—H8 | 125.6 |
| C8—N3—Cu1 | 127.30 (16) | C17—C16—N7 | 108.8 (2) |
| C6—N3—Cu1 | 125.82 (16) | C17—C16—H16 | 125.6 |
| C8—N4—C7 | 108.5 (2) | N7—C16—H16 | 125.6 |
| C8—N4—H4 | 125.8 | C16—C17—N8 | 106.5 (2) |
| C7—N4—H4 | 125.8 | C16—C17—H17 | 126.7 |
| C7—C6—N3 | 108.7 (2) | N8—C17—H17 | 126.7 |
| C7—C6—H6 | 125.6 | N7—C18—N8 | 109.0 (2) |
| N3—C6—H6 | 125.6 | N7—C18—C19 | 126.5 (2) |
| C6—C7—N4 | 106.3 (2) | N8—C18—C19 | 124.5 (2) |
| C6—C7—H7 | 126.8 | C18—C19—C20 | 112.2 (3) |
| N4—C7—H7 | 126.8 | C18—C19—H19A | 109.2 |
| N3—C8—N4 | 109.8 (2) | C20—C19—H19A | 109.2 |
| N3—C8—C9 | 126.1 (2) | C18—C19—H19B | 109.2 |
| N4—C8—C9 | 124.0 (2) | C20—C19—H19B | 109.2 |
| C8—C9—C10 | 112.7 (2) | H19A—C19—H19B | 107.9 |
| C8—C9—H9A | 109.1 | C19—C20—H20A | 109.5 |
| C10—C9—H9A | 109.1 | C19—C20—H20B | 109.5 |
| C8—C9—H9B | 109.1 | H20A—C20—H20B | 109.5 |
| C10—C9—H9B | 109.1 | C19—C20—H20C | 109.5 |
| H9A—C9—H9B | 107.8 | H20A—C20—H20C | 109.5 |
| C9—C10—H10A | 109.5 | H20B—C20—H20C | 109.5 |
| N3—Cu1—N1—C3 | 118.9 (2) | N3—Cu1—N5—C13 | −57.2 (2) |
| N7—Cu1—N1—C3 | −53.2 (2) | N7—Cu1—N5—C13 | 115.0 (2) |
| Br1—Cu1—N1—C3 | −147.3 (2) | Br1—Cu1—N5—C13 | −151.0 (2) |
| N3—Cu1—N1—C1 | −60.63 (19) | N3—Cu1—N5—C11 | 126.8 (2) |
| N7—Cu1—N1—C1 | 127.22 (19) | N7—Cu1—N5—C11 | −61.0 (2) |
| Br1—Cu1—N1—C1 | 33.14 (18) | Br1—Cu1—N5—C11 | 33.0 (2) |
| C3—N1—C1—C2 | 0.7 (3) | C13—N5—C11—C12 | 0.7 (3) |
| Cu1—N1—C1—C2 | −179.70 (18) | Cu1—N5—C11—C12 | 177.6 (2) |
| N1—C1—C2—N2 | −0.5 (3) | N5—C11—C12—N6 | −0.2 (4) |
| C3—N2—C2—C1 | 0.1 (3) | C13—N6—C12—C11 | −0.5 (4) |
| C1—N1—C3—N2 | −0.6 (3) | C11—N5—C13—N6 | −1.0 (3) |
| Cu1—N1—C3—N2 | 179.83 (16) | Cu1—N5—C13—N6 | −177.53 (18) |
| C1—N1—C3—C4 | 177.1 (2) | C11—N5—C13—C14 | 179.6 (3) |
| Cu1—N1—C3—C4 | −2.5 (4) | Cu1—N5—C13—C14 | 3.0 (4) |
| C2—N2—C3—N1 | 0.3 (3) | C12—N6—C13—N5 | 1.0 (3) |
| C2—N2—C3—C4 | −177.5 (2) | C12—N6—C13—C14 | −179.6 (3) |
| N1—C3—C4—C5 | 107.0 (3) | N5—C13—C14—C15 | 104.3 (3) |
| N2—C3—C4—C5 | −75.6 (3) | N6—C13—C14—C15 | −75.1 (3) |
| N5—Cu1—N3—C8 | 117.5 (2) | N5—Cu1—N7—C18 | −62.3 (2) |
| N1—Cu1—N3—C8 | −58.1 (2) | N1—Cu1—N7—C18 | 113.3 (2) |
| Br1—Cu1—N3—C8 | −151.00 (19) | Br1—Cu1—N7—C18 | −153.7 (2) |
| N5—Cu1—N3—C6 | −68.5 (2) | N5—Cu1—N7—C16 | 111.1 (2) |
| N1—Cu1—N3—C6 | 115.9 (2) | N1—Cu1—N7—C16 | −73.3 (2) |
| Br1—Cu1—N3—C6 | 23.00 (19) | Br1—Cu1—N7—C16 | 19.70 (19) |
| C8—N3—C6—C7 | 0.8 (3) | C18—N7—C16—C17 | 1.1 (3) |
| Cu1—N3—C6—C7 | −174.24 (17) | Cu1—N7—C16—C17 | −173.44 (17) |
| N3—C6—C7—N4 | −0.4 (3) | N7—C16—C17—N8 | −0.7 (3) |
| C8—N4—C7—C6 | −0.2 (3) | C18—N8—C17—C16 | 0.0 (3) |
| C6—N3—C8—N4 | −0.9 (3) | C16—N7—C18—N8 | −1.1 (3) |
| Cu1—N3—C8—N4 | 174.05 (15) | Cu1—N7—C18—N8 | 173.31 (16) |
| C6—N3—C8—C9 | 177.0 (2) | C16—N7—C18—C19 | 178.9 (2) |
| Cu1—N3—C8—C9 | −8.0 (3) | Cu1—N7—C18—C19 | −6.7 (4) |
| C7—N4—C8—N3 | 0.7 (3) | C17—N8—C18—N7 | 0.7 (3) |
| C7—N4—C8—C9 | −177.3 (2) | C17—N8—C18—C19 | −179.3 (3) |
| N3—C8—C9—C10 | 119.5 (3) | N7—C18—C19—C20 | 116.9 (3) |
| N4—C8—C9—C10 | −62.9 (3) | N8—C18—C19—C20 | −63.1 (4) |
| H··· | ||||
| N2—H2···Br1i | 0.88 | 2.56 | 3.405 (2) | 161 |
| N4—H4···Br2ii | 0.88 | 2.46 | 3.336 (2) | 176 |
| N6—H6 | 0.88 | 2.47 | 3.302 (2) | 157 |
| N8—H8···Br1iii | 0.88 | 2.56 | 3.432 (2) | 172 |
| C17—H17···Br2iv | 0.95 | 2.89 | 3.653 (3) | 138 |
Selected bond lengths (Å)
| Cu1—N3 | 1.9914 (19) |
| Cu1—N7 | 1.9918 (19) |
| Cu1—N5 | 2.014 (2) |
| Cu1—N1 | 2.0250 (19) |
| Cu1—Br1 | 3.0125 (4) |
Hydrogen-bond geometry (Å, °)
|
|
| H⋯ |
|
|
|---|---|---|---|---|
| N2—H2⋯Br1i | 0.88 | 2.56 | 3.405 (2) | 161 |
| N4—H4⋯Br2ii | 0.88 | 2.46 | 3.336 (2) | 176 |
| N6—H6 | 0.88 | 2.47 | 3.302 (2) | 157 |
| N8—H8⋯Br1iii | 0.88 | 2.56 | 3.432 (2) | 172 |
| C17—H17⋯Br2iv | 0.95 | 2.89 | 3.653 (3) | 138 |
Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .