| Literature DB >> 21577774 |
Abstract
The title coordination polymer, [Cu(C(6)H(3)BrNO(2))(2)](n), is composed of two structurally similar two-dimensional coordination polymers (twin layers). Both of them have the same chemical composition but they display different bond lengths and angles. In each layer, two N atoms and four carboxyl-ate O atoms from the bridging 5-bromo-nicotinate ligands and four carboxyl-ate O atoms from the terminal 5-bromo-nicotinate ligands bind to two Cu(II) atoms to form a dinuclear paddle-wheel-like pattern. Adjacent paddle wheels are further linked by bridging 5-bromo-nicotinate groups to generate a two-dimensional coordination polymer; neighboring twin-like layers are finally stacked through π-π stacking interactions between adjacent pyridine rings [perpendicular distance of 3.626 (2) Å] in a 'sandwich' manner, thus generating a three-dimensional supra-molecular structure.Entities:
Year: 2009 PMID: 21577774 PMCID: PMC2970337 DOI: 10.1107/S1600536809038331
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [Cu(C6H3BrNO2)2] | |
| Monoclinic, | |
| Hall symbol: -P 2ybc | Mo |
| θ = 2.4–27.0° | |
| µ = 6.78 mm−1 | |
| β = 104.31 (3)° | Block, blue |
| 0.33 × 0.31 × 0.23 mm |
| Bruker SMART CCD area-detector diffractometer | 6502 independent reflections |
| Radiation source: fine-focus sealed tube | 4904 reflections with |
| graphite | |
| φ and ω scans | θmax = 27.0°, θmin = 2.0° |
| Absorption correction: multi-scan ( | |
| 15126 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 | |
| 6502 reflections | (Δ/σ)max = 0.002 |
| 379 parameters | Δρmax = 1.40 e Å−3 |
| 0 restraints | Δρmin = −1.33 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 |
| Br1 | 0.36048 (3) | 1.10765 (4) | 0.45763 (4) | 0.04098 (14) | |
| Br2 | 0.22167 (2) | 0.26934 (6) | 0.04959 (4) | 0.04929 (17) | |
| Br3 | 0.65085 (2) | 0.30249 (5) | −0.19347 (4) | 0.04179 (15) | |
| Br4 | 1.13503 (3) | 0.60918 (5) | 0.58445 (4) | 0.05030 (18) | |
| Cu1 | 0.48131 (2) | 0.52244 (4) | 0.59219 (4) | 0.01204 (10) | |
| Cu2 | 1.02261 (2) | 0.48099 (4) | 0.10871 (4) | 0.01222 (10) | |
| N1 | 0.46040 (15) | 0.5444 (3) | 0.7534 (3) | 0.0155 (7) | |
| N2 | 0.20763 (17) | 0.4113 (4) | 0.3472 (3) | 0.0318 (9) | |
| N3 | 1.04924 (15) | 0.4524 (3) | 0.2885 (3) | 0.0158 (7) | |
| N4 | 0.76951 (19) | 0.2695 (4) | 0.1228 (3) | 0.0389 (10) | |
| O1 | 0.39446 (13) | 0.4902 (3) | 0.5031 (2) | 0.0261 (7) | |
| O2 | 0.57262 (12) | 0.5555 (3) | 0.6502 (2) | 0.0223 (6) | |
| O3 | 0.49764 (14) | 0.3579 (2) | 0.6129 (2) | 0.0223 (6) | |
| O4 | 0.46875 (13) | 0.6827 (2) | 0.5418 (2) | 0.0207 (6) | |
| O5 | 1.04325 (13) | 0.3262 (2) | 0.0652 (2) | 0.0179 (6) | |
| O6 | 0.99585 (14) | 0.6387 (2) | 0.1185 (2) | 0.0247 (7) | |
| O7 | 0.93424 (13) | 0.4281 (3) | 0.0966 (2) | 0.0231 (6) | |
| O8 | 1.10483 (13) | 0.5363 (2) | 0.0872 (2) | 0.0239 (7) | |
| C1 | 0.48052 (18) | 0.7079 (3) | 0.4500 (3) | 0.0157 (8) | |
| C2 | 0.46378 (17) | 0.8249 (3) | 0.4044 (3) | 0.0128 (7) | |
| C3 | 0.42926 (18) | 0.9003 (3) | 0.4536 (3) | 0.0176 (8) | |
| H3B | 0.4191 | 0.8821 | 0.5234 | 0.080* | |
| C4 | 0.41056 (19) | 1.0027 (3) | 0.4004 (3) | 0.0205 (9) | |
| C5 | 0.42629 (19) | 0.4721 (3) | 0.7994 (3) | 0.0198 (8) | |
| H5A | 0.4144 | 0.4051 | 0.7657 | 0.050* | |
| C6 | 0.47896 (17) | 0.6433 (3) | 0.8054 (3) | 0.0153 (8) | |
| H6A | 0.5027 | 0.6896 | 0.7725 | 0.050* | |
| C7 | 0.38534 (18) | 0.4560 (3) | 0.4041 (3) | 0.0169 (8) | |
| C8 | 0.31838 (17) | 0.4236 (3) | 0.3453 (3) | 0.0175 (8) | |
| C9 | 0.30550 (19) | 0.3730 (4) | 0.2396 (4) | 0.0241 (9) | |
| H9A | 0.3388 | 0.3606 | 0.2015 | 0.080* | |
| C10 | 0.24266 (19) | 0.3414 (4) | 0.1909 (3) | 0.0241 (9) | |
| C11 | 0.19555 (19) | 0.3611 (4) | 0.2464 (4) | 0.0249 (9) | |
| H11A | 0.1525 | 0.3381 | 0.2115 | 0.080* | |
| C12 | 0.2679 (2) | 0.4414 (4) | 0.3946 (4) | 0.0260 (9) | |
| H12A | 0.2769 | 0.4772 | 0.4672 | 0.080* | |
| C13 | 0.89075 (18) | 0.4275 (3) | 0.0067 (3) | 0.0176 (8) | |
| C14 | 0.82826 (18) | 0.3749 (3) | 0.0129 (3) | 0.0177 (8) | |
| C15 | 0.77755 (19) | 0.3685 (3) | −0.0817 (3) | 0.0208 (9) | |
| H15A | 0.7803 | 0.4012 | −0.1520 | 0.080* | |
| C16 | 0.72308 (18) | 0.3128 (4) | −0.0705 (3) | 0.0226 (9) | |
| C17 | 0.7203 (2) | 0.2648 (4) | 0.0305 (4) | 0.0325 (11) | |
| H17A | 0.6817 | 0.2266 | 0.0354 | 0.080* | |
| C18 | 0.8221 (2) | 0.3253 (4) | 0.1122 (4) | 0.0301 (10) | |
| H18A | 0.8573 | 0.3313 | 0.1774 | 0.080* | |
| C19 | 1.02976 (18) | 0.2986 (3) | −0.0370 (3) | 0.0152 (8) | |
| C20 | 1.04662 (17) | 0.1814 (3) | −0.0668 (3) | 0.0132 (7) | |
| C21 | 1.07623 (18) | 0.1035 (3) | 0.0149 (3) | 0.0154 (8) | |
| H21A | 1.0841 | 0.1230 | 0.0950 | 0.050* | |
| C22 | 1.09175 (19) | 0.5010 (3) | 0.4790 (3) | 0.0191 (8) | |
| C23 | 1.07778 (18) | 0.5271 (3) | 0.3658 (3) | 0.0182 (8) | |
| H23A | 1.0892 | 0.6007 | 0.3428 | 0.080* | |
| C24 | 1.03400 (17) | 0.3506 (3) | 0.3220 (3) | 0.0151 (8) | |
| H24A | 1.0114 | 0.2988 | 0.2626 | 0.050* |
| Br1 | 0.0617 (3) | 0.0352 (3) | 0.0350 (3) | 0.0291 (2) | 0.0292 (2) | 0.0086 (2) |
| Br2 | 0.0306 (3) | 0.0809 (4) | 0.0360 (3) | −0.0217 (3) | 0.0076 (2) | −0.0310 (3) |
| Br3 | 0.0203 (2) | 0.0719 (4) | 0.0300 (3) | −0.0167 (2) | 0.00016 (18) | −0.0005 (2) |
| Br4 | 0.0942 (5) | 0.0338 (3) | 0.0177 (2) | −0.0389 (3) | 0.0040 (2) | −0.0080 (2) |
| Cu1 | 0.0157 (2) | 0.0104 (2) | 0.0101 (2) | −0.00042 (17) | 0.00348 (17) | −0.00025 (17) |
| Cu2 | 0.0160 (2) | 0.0096 (2) | 0.0094 (2) | −0.00019 (17) | 0.00013 (17) | −0.00022 (17) |
| N1 | 0.0182 (16) | 0.0147 (18) | 0.0131 (15) | −0.0002 (12) | 0.0029 (13) | −0.0016 (13) |
| N2 | 0.0186 (19) | 0.050 (3) | 0.026 (2) | 0.0006 (17) | 0.0042 (15) | −0.0037 (18) |
| N3 | 0.0203 (17) | 0.0119 (17) | 0.0147 (16) | −0.0012 (12) | 0.0031 (13) | 0.0012 (12) |
| N4 | 0.032 (2) | 0.060 (3) | 0.027 (2) | −0.011 (2) | 0.0113 (17) | 0.008 (2) |
| O1 | 0.0174 (15) | 0.0376 (19) | 0.0224 (15) | −0.0036 (12) | 0.0032 (12) | −0.0094 (13) |
| O2 | 0.0145 (14) | 0.0315 (17) | 0.0205 (15) | −0.0023 (12) | 0.0034 (11) | −0.0019 (12) |
| O3 | 0.0369 (17) | 0.0149 (15) | 0.0186 (14) | 0.0039 (12) | 0.0136 (13) | 0.0021 (12) |
| O4 | 0.0353 (17) | 0.0144 (15) | 0.0163 (14) | 0.0052 (12) | 0.0137 (12) | 0.0061 (11) |
| O5 | 0.0270 (15) | 0.0137 (14) | 0.0112 (13) | 0.0033 (11) | 0.0016 (11) | −0.0041 (11) |
| O6 | 0.0450 (18) | 0.0119 (15) | 0.0146 (14) | 0.0080 (13) | 0.0023 (13) | 0.0011 (11) |
| O7 | 0.0167 (14) | 0.0336 (18) | 0.0182 (15) | −0.0019 (12) | 0.0032 (11) | −0.0022 (13) |
| O8 | 0.0197 (15) | 0.0284 (18) | 0.0199 (15) | −0.0079 (12) | −0.0018 (11) | 0.0085 (12) |
| C1 | 0.0186 (19) | 0.012 (2) | 0.0155 (19) | −0.0014 (15) | 0.0026 (15) | 0.0005 (15) |
| C2 | 0.0133 (18) | 0.015 (2) | 0.0089 (17) | −0.0015 (14) | 0.0002 (13) | 0.0002 (14) |
| C3 | 0.020 (2) | 0.017 (2) | 0.0148 (19) | −0.0020 (15) | 0.0037 (15) | 0.0015 (16) |
| C4 | 0.026 (2) | 0.017 (2) | 0.022 (2) | 0.0073 (16) | 0.0133 (17) | −0.0017 (16) |
| C5 | 0.027 (2) | 0.015 (2) | 0.018 (2) | −0.0065 (16) | 0.0073 (16) | −0.0065 (16) |
| C6 | 0.0158 (19) | 0.013 (2) | 0.0171 (19) | 0.0023 (14) | 0.0038 (15) | 0.0000 (15) |
| C7 | 0.019 (2) | 0.011 (2) | 0.020 (2) | 0.0009 (15) | 0.0044 (16) | 0.0032 (15) |
| C8 | 0.0137 (19) | 0.018 (2) | 0.019 (2) | 0.0009 (15) | 0.0003 (15) | 0.0000 (16) |
| C9 | 0.019 (2) | 0.029 (3) | 0.024 (2) | −0.0038 (17) | 0.0038 (17) | −0.0036 (18) |
| C10 | 0.020 (2) | 0.030 (3) | 0.020 (2) | −0.0046 (17) | 0.0007 (17) | −0.0026 (18) |
| C11 | 0.017 (2) | 0.031 (3) | 0.025 (2) | −0.0019 (17) | 0.0021 (17) | 0.0012 (19) |
| C12 | 0.021 (2) | 0.034 (3) | 0.021 (2) | 0.0016 (18) | 0.0025 (17) | −0.0024 (19) |
| C13 | 0.020 (2) | 0.0084 (19) | 0.026 (2) | 0.0012 (15) | 0.0073 (17) | −0.0038 (16) |
| C14 | 0.020 (2) | 0.013 (2) | 0.020 (2) | −0.0019 (15) | 0.0047 (16) | −0.0020 (16) |
| C15 | 0.021 (2) | 0.016 (2) | 0.025 (2) | −0.0002 (16) | 0.0051 (17) | −0.0003 (17) |
| C16 | 0.016 (2) | 0.027 (2) | 0.023 (2) | −0.0009 (17) | 0.0006 (16) | −0.0026 (18) |
| C17 | 0.025 (2) | 0.041 (3) | 0.033 (3) | −0.007 (2) | 0.011 (2) | 0.005 (2) |
| C18 | 0.025 (2) | 0.046 (3) | 0.018 (2) | −0.005 (2) | 0.0044 (18) | 0.001 (2) |
| C19 | 0.0194 (19) | 0.0101 (19) | 0.0167 (19) | −0.0020 (15) | 0.0055 (15) | −0.0018 (15) |
| C20 | 0.0160 (18) | 0.0079 (19) | 0.0165 (19) | 0.0006 (14) | 0.0052 (14) | −0.0035 (14) |
| C21 | 0.022 (2) | 0.015 (2) | 0.0075 (17) | 0.0018 (15) | 0.0015 (14) | −0.0012 (14) |
| C22 | 0.028 (2) | 0.016 (2) | 0.0123 (18) | −0.0059 (16) | 0.0021 (16) | −0.0051 (15) |
| C23 | 0.023 (2) | 0.013 (2) | 0.018 (2) | −0.0047 (15) | 0.0039 (16) | −0.0005 (16) |
| C24 | 0.0185 (19) | 0.0119 (19) | 0.0139 (18) | 0.0004 (15) | 0.0019 (15) | 0.0010 (15) |
| Br1—C4 | 1.885 (4) | C3—C4 | 1.380 (5) |
| Br2—C10 | 1.881 (4) | C3—H3B | 0.9600 |
| Br3—C16 | 1.885 (4) | C4—C5iii | 1.394 (5) |
| Br4—C22 | 1.887 (4) | C5—C4iv | 1.394 (5) |
| Cu1—O1 | 1.957 (3) | C5—H5A | 0.8971 |
| Cu1—O2 | 1.958 (3) | C6—C2iv | 1.386 (5) |
| Cu1—O3 | 1.969 (3) | C6—H6A | 0.9065 |
| Cu1—O4 | 1.979 (3) | C7—O2i | 1.257 (5) |
| Cu1—N1 | 2.150 (3) | C7—C8 | 1.494 (5) |
| Cu1—Cu1i | 2.6355 (10) | C8—C12 | 1.385 (6) |
| Cu2—O6 | 1.952 (3) | C8—C9 | 1.390 (6) |
| Cu2—O8 | 1.965 (3) | C9—C10 | 1.389 (5) |
| Cu2—O7 | 1.973 (3) | C9—H9A | 0.9601 |
| Cu2—O5 | 1.976 (3) | C10—C11 | 1.375 (6) |
| Cu2—N3 | 2.164 (3) | C11—H11A | 0.9599 |
| Cu2—Cu2ii | 2.6423 (10) | C12—H12A | 0.9601 |
| N1—C5 | 1.336 (5) | C13—O8ii | 1.254 (5) |
| N1—C6 | 1.338 (5) | C13—C14 | 1.500 (5) |
| N2—C12 | 1.333 (5) | C14—C15 | 1.385 (6) |
| N2—C11 | 1.337 (5) | C14—C18 | 1.386 (6) |
| N3—C23 | 1.327 (5) | C15—C16 | 1.379 (6) |
| N3—C24 | 1.332 (5) | C15—H15A | 0.9600 |
| N4—C18 | 1.343 (6) | C16—C17 | 1.376 (6) |
| N4—C17 | 1.347 (6) | C17—H17A | 0.9601 |
| O1—C7 | 1.247 (5) | C18—H18A | 0.9600 |
| O2—C7i | 1.257 (5) | C19—O6ii | 1.254 (4) |
| O3—C1i | 1.263 (5) | C19—C20 | 1.492 (5) |
| O4—C1 | 1.250 (4) | C20—C24v | 1.376 (5) |
| O5—C19 | 1.258 (4) | C20—C21 | 1.390 (5) |
| O6—C19ii | 1.254 (4) | C21—C22v | 1.373 (5) |
| O7—C13 | 1.258 (5) | C21—H21A | 0.9821 |
| O8—C13ii | 1.254 (5) | C22—C21vi | 1.373 (5) |
| C1—O3i | 1.263 (5) | C22—C23 | 1.381 (5) |
| C1—C2 | 1.494 (5) | C23—H23A | 0.9600 |
| C2—C6iii | 1.386 (5) | C24—C20vi | 1.376 (5) |
| C2—C3 | 1.386 (5) | C24—H24A | 0.9814 |
| O1—Cu1—O2 | 167.78 (12) | N1—C5—H5A | 119.1 |
| O1—Cu1—O3 | 89.88 (13) | C4iv—C5—H5A | 119.5 |
| O2—Cu1—O3 | 90.95 (12) | N1—C6—C2iv | 123.0 (4) |
| O1—Cu1—O4 | 88.36 (13) | N1—C6—H6A | 116.4 |
| O2—Cu1—O4 | 88.40 (12) | C2iv—C6—H6A | 120.7 |
| O3—Cu1—O4 | 168.51 (11) | O1—C7—O2i | 126.1 (4) |
| O1—Cu1—N1 | 98.55 (12) | O1—C7—C8 | 117.0 (3) |
| O2—Cu1—N1 | 93.55 (12) | O2i—C7—C8 | 116.9 (3) |
| O3—Cu1—N1 | 94.02 (11) | C12—C8—C9 | 118.3 (4) |
| O4—Cu1—N1 | 97.47 (11) | C12—C8—C7 | 121.3 (4) |
| O1—Cu1—Cu1i | 86.23 (9) | C9—C8—C7 | 120.4 (3) |
| O2—Cu1—Cu1i | 81.90 (9) | C10—C9—C8 | 117.7 (4) |
| O3—Cu1—Cu1i | 80.33 (8) | C10—C9—H9A | 121.1 |
| O4—Cu1—Cu1i | 88.23 (8) | C8—C9—H9A | 121.2 |
| N1—Cu1—Cu1i | 172.64 (9) | C11—C10—C9 | 120.1 (4) |
| O6—Cu2—O8 | 89.09 (13) | C11—C10—Br2 | 119.6 (3) |
| O6—Cu2—O7 | 90.52 (13) | C9—C10—Br2 | 120.3 (3) |
| O8—Cu2—O7 | 168.27 (11) | N2—C11—C10 | 122.3 (4) |
| O6—Cu2—O5 | 168.22 (11) | N2—C11—H11A | 118.9 |
| O8—Cu2—O5 | 89.85 (12) | C10—C11—H11A | 118.8 |
| O7—Cu2—O5 | 88.14 (12) | N2—C12—C8 | 123.7 (4) |
| O6—Cu2—N3 | 95.31 (12) | N2—C12—H12A | 118.3 |
| O8—Cu2—N3 | 99.66 (12) | C8—C12—H12A | 118.0 |
| O7—Cu2—N3 | 92.04 (12) | O8ii—C13—O7 | 126.4 (4) |
| O5—Cu2—N3 | 96.44 (11) | O8ii—C13—C14 | 117.3 (3) |
| O6—Cu2—Cu2ii | 82.01 (8) | O7—C13—C14 | 116.2 (4) |
| O8—Cu2—Cu2ii | 85.86 (9) | C15—C14—C18 | 119.1 (4) |
| O7—Cu2—Cu2ii | 82.48 (9) | C15—C14—C13 | 120.8 (4) |
| O5—Cu2—Cu2ii | 86.21 (8) | C18—C14—C13 | 120.0 (4) |
| N3—Cu2—Cu2ii | 173.85 (9) | C16—C15—C14 | 117.2 (4) |
| C5—N1—C6 | 118.8 (3) | C16—C15—H15A | 121.5 |
| C5—N1—Cu1 | 125.1 (3) | C14—C15—H15A | 121.4 |
| C6—N1—Cu1 | 115.9 (2) | C17—C16—C15 | 120.8 (4) |
| C12—N2—C11 | 117.8 (4) | C17—C16—Br3 | 118.9 (3) |
| C23—N3—C24 | 118.6 (3) | C15—C16—Br3 | 120.3 (3) |
| C23—N3—Cu2 | 125.9 (3) | N4—C17—C16 | 122.7 (4) |
| C24—N3—Cu2 | 115.5 (2) | N4—C17—H17A | 118.7 |
| C18—N4—C17 | 116.5 (4) | C16—C17—H17A | 118.6 |
| C7—O1—Cu1 | 120.4 (3) | N4—C18—C14 | 123.8 (4) |
| C7i—O2—Cu1 | 125.2 (3) | N4—C18—H18A | 117.9 |
| C1i—O3—Cu1 | 127.1 (2) | C14—C18—H18A | 118.3 |
| C1—O4—Cu1 | 117.7 (2) | O6ii—C19—O5 | 126.2 (4) |
| C19—O5—Cu2 | 119.7 (2) | O6ii—C19—C20 | 115.6 (3) |
| C19ii—O6—Cu2 | 125.9 (3) | O5—C19—C20 | 118.2 (3) |
| C13—O7—Cu2 | 124.3 (3) | C24v—C20—C21 | 118.6 (3) |
| C13ii—O8—Cu2 | 120.8 (2) | C24v—C20—C19 | 119.6 (3) |
| O4—C1—O3i | 126.5 (4) | C21—C20—C19 | 121.8 (3) |
| O4—C1—C2 | 118.1 (3) | C22v—C21—C20 | 117.5 (3) |
| O3i—C1—C2 | 115.2 (3) | C22v—C21—H21A | 122.2 |
| C6iii—C2—C3 | 118.6 (3) | C20—C21—H21A | 120.3 |
| C6iii—C2—C1 | 119.2 (3) | C21vi—C22—C23 | 120.7 (3) |
| C3—C2—C1 | 122.0 (3) | C21vi—C22—Br4 | 120.0 (3) |
| C4—C3—C2 | 118.4 (4) | C23—C22—Br4 | 119.2 (3) |
| C4—C3—H3B | 120.8 | N3—C23—C22 | 121.4 (4) |
| C2—C3—H3B | 120.8 | N3—C23—H23A | 119.5 |
| C3—C4—C5iii | 119.9 (4) | C22—C23—H23A | 119.2 |
| C3—C4—Br1 | 121.4 (3) | N3—C24—C20vi | 123.2 (3) |
| C5iii—C4—Br1 | 118.7 (3) | N3—C24—H24A | 116.2 |
| N1—C5—C4iv | 121.4 (4) | C20vi—C24—H24A | 120.5 |