Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536810021495/ng2782sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536810021495/ng2782Isup2.hkl |
CCDC reference: 786438
Key indicators
- Single-crystal X-ray study
- T = 291 K
- Mean (C-C) = 0.007 Å
- R factor = 0.056
- wR factor = 0.169
- Data-to-parameter ratio = 17.7
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.57 PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 7 PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 7 PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 26 PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 46
Alert level G PLAT154_ALERT_1_G The su's on the Cell Angles are Equal (x 10000) 3000 Deg.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 1 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
The 1,2-Bis(pyridin-2-ylmethoxy)benzene was synthesized by the reaction of ο-dihydroxybenzene and 2-chloromethylpyridine hydrochloride under nitrogen atmosphere and alkaline condition (Liu et al., 2010a). Title ligand (0.58 g, 2 mmol) and Cu(CH3COO)2.H2O (0.40 g, 2 mmol) were dissolved in 15 ml e thanol, and then the mixture keep stirring for 30 minute. The resulting solution was filtered, and the filtrate was allowed to stand in a desiccator at room temperature for several days. Bule needle crystals were obtained.
H atoms bound to C atoms were placed in calculated positions and treated as riding on their parent atoms, with C—H = 0.93 Å (aromatic C), C—H = 0.97 Å (methene C), C—H = 0.98 Å (methyl C), and with Uiso(H) = 1.2Ueq(C). Water H atoms were initially located in a difference Fourier map but they were treated as riding on their parent atoms with O—H = 0.85 Å, and with Uiso(H) = 1.5Ueq(O).
Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: CrystalClear (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
[Cu(C2H3O2)2(C18H16N2O2)]·4H2O | Z = 2 |
Mr = 545.02 | F(000) = 568 |
Triclinic, P1 | Dx = 1.459 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.0192 (16) Å | Cell parameters from 10671 reflections |
b = 11.291 (2) Å | θ = 3.0–27.5° |
c = 14.117 (3) Å | µ = 0.94 mm−1 |
α = 102.97 (3)° | T = 291 K |
β = 92.69 (3)° | Block, blue |
γ = 93.70 (3)° | 0.37 × 0.15 × 0.14 mm |
V = 1240.5 (4) Å3 |
Rigaku R-AXIS RAPID diffractometer | 5621 independent reflections |
Radiation source: fine-focus sealed tube | 4677 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.043 |
ω scan | θmax = 27.5°, θmin = 3.0° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −10→9 |
Tmin = 0.726, Tmax = 0.880 | k = −14→14 |
12216 measured reflections | l = −18→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)] = 0.056 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.169 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0738P)2 + 2.5027P] where P = (Fo2 + 2Fc2)/3 |
5621 reflections | (Δ/σ)max = 0.001 |
318 parameters | Δρmax = 1.14 e Å−3 |
0 restraints | Δρmin = −0.44 e Å−3 |
[Cu(C2H3O2)2(C18H16N2O2)]·4H2O | γ = 93.70 (3)° |
Mr = 545.02 | V = 1240.5 (4) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.0192 (16) Å | Mo Kα radiation |
b = 11.291 (2) Å | µ = 0.94 mm−1 |
c = 14.117 (3) Å | T = 291 K |
α = 102.97 (3)° | 0.37 × 0.15 × 0.14 mm |
β = 92.69 (3)° |
Rigaku R-AXIS RAPID diffractometer | 5621 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 4677 reflections with I > 2σ(I) |
Tmin = 0.726, Tmax = 0.880 | Rint = 0.043 |
12216 measured reflections |
R[F2 > 2σ(F2)] = 0.056 | 0 restraints |
wR(F2) = 0.169 | H-atom parameters constrained |
S = 1.05 | Δρmax = 1.14 e Å−3 |
5621 reflections | Δρmin = −0.44 e Å−3 |
318 parameters |
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 | ||
C1 | 0.6440 (5) | 0.9469 (4) | 0.1729 (3) | 0.0424 (9) | |
H1 | 0.6547 | 0.9754 | 0.2402 | 0.051* | |
C2 | 0.7766 (5) | 0.9716 (4) | 0.1190 (4) | 0.0486 (10) | |
H2 | 0.8748 | 1.0144 | 0.1496 | 0.058* | |
C3 | 0.7601 (6) | 0.9315 (4) | 0.0192 (4) | 0.0509 (11) | |
H3 | 0.8460 | 0.9481 | −0.0190 | 0.061* | |
C4 | 0.6143 (5) | 0.8665 (4) | −0.0229 (3) | 0.0452 (9) | |
H4 | 0.6007 | 0.8382 | −0.0901 | 0.054* | |
C5 | 0.4872 (5) | 0.8432 (3) | 0.0357 (3) | 0.0340 (7) | |
C6 | 0.3333 (5) | 0.7660 (4) | −0.0113 (3) | 0.0444 (9) | |
H6A | 0.3042 | 0.7845 | −0.0736 | 0.053* | |
H6B | 0.3543 | 0.6805 | −0.0226 | 0.053* | |
C7 | 0.0550 (5) | 0.7147 (3) | 0.0236 (3) | 0.0374 (8) | |
C8 | 0.0090 (6) | 0.6517 (4) | −0.0710 (3) | 0.0475 (10) | |
H8 | 0.0775 | 0.6576 | −0.1213 | 0.057* | |
C9 | −0.1418 (6) | 0.5795 (4) | −0.0894 (4) | 0.0554 (12) | |
H9 | −0.1733 | 0.5355 | −0.1524 | 0.066* | |
C10 | −0.2436 (6) | 0.5729 (4) | −0.0153 (4) | 0.0566 (12) | |
H10 | −0.3444 | 0.5251 | −0.0286 | 0.068* | |
C11 | −0.1981 (5) | 0.6369 (4) | 0.0798 (4) | 0.0491 (10) | |
H11 | −0.2684 | 0.6331 | 0.1298 | 0.059* | |
C12 | −0.0462 (5) | 0.7062 (4) | 0.0988 (3) | 0.0393 (8) | |
C13 | −0.0439 (6) | 0.7318 (5) | 0.2704 (3) | 0.0531 (11) | |
H13 | −0.1295 | 0.6714 | 0.2681 | 0.064* | |
C14 | 0.0544 (5) | 0.8017 (4) | 0.3605 (3) | 0.0410 (9) | |
C15 | −0.0073 (7) | 0.8020 (6) | 0.4506 (4) | 0.0633 (14) | |
H15 | −0.1091 | 0.7596 | 0.4546 | 0.076* | |
C16 | 0.0828 (8) | 0.8653 (7) | 0.5345 (4) | 0.0775 (18) | |
H16 | 0.0435 | 0.8652 | 0.5955 | 0.093* | |
C17 | 0.2324 (6) | 0.9287 (6) | 0.5260 (3) | 0.0640 (14) | |
H17 | 0.2947 | 0.9740 | 0.5809 | 0.077* | |
C18 | 0.2869 (5) | 0.9233 (4) | 0.4345 (3) | 0.0466 (10) | |
H18 | 0.3892 | 0.9641 | 0.4289 | 0.056* | |
C19 | 0.4783 (5) | 0.6757 (4) | 0.2747 (3) | 0.0357 (8) | |
C20 | 0.5151 (6) | 0.5454 (4) | 0.2706 (4) | 0.0516 (11) | |
H20A | 0.6264 | 0.5435 | 0.2981 | 0.077* | |
H20B | 0.5062 | 0.5003 | 0.2040 | 0.077* | |
H20C | 0.4360 | 0.5096 | 0.3070 | 0.077* | |
C21 | 0.2987 (5) | 1.1144 (4) | 0.2719 (3) | 0.0382 (8) | |
C22 | 0.2136 (7) | 1.2277 (4) | 0.2681 (4) | 0.0553 (11) | |
H22A | 0.1609 | 1.2554 | 0.3280 | 0.083* | |
H22B | 0.1304 | 1.2103 | 0.2147 | 0.083* | |
H22C | 0.2948 | 1.2899 | 0.2593 | 0.083* | |
Cu1 | 0.31166 (5) | 0.85895 (4) | 0.22267 (3) | 0.02996 (15) | |
N1 | 0.5010 (4) | 0.8839 (3) | 0.1325 (2) | 0.0337 (6) | |
N2 | 0.2005 (4) | 0.8624 (3) | 0.3531 (2) | 0.0362 (7) | |
O1 | 0.2007 (3) | 0.7897 (3) | 0.0502 (2) | 0.0424 (6) | |
O2 | 0.0142 (3) | 0.7724 (3) | 0.1897 (2) | 0.0425 (6) | |
O3 | 0.3666 (3) | 0.6916 (2) | 0.2120 (2) | 0.0389 (6) | |
O4 | 0.5540 (4) | 0.7602 (3) | 0.3366 (2) | 0.0463 (7) | |
O5 | 0.2292 (3) | 1.0156 (2) | 0.2193 (2) | 0.0397 (6) | |
O6 | 0.4298 (4) | 1.1202 (3) | 0.3240 (2) | 0.0528 (8) | |
O7 | 0.5369 (4) | 0.6904 (3) | 0.5132 (2) | 0.0563 (8) | |
H60 | 0.5492 | 0.7168 | 0.4619 | 0.084* | |
H61 | 0.5436 | 0.7494 | 0.5629 | 0.084* | |
O8 | 0.7329 (4) | 0.4974 (4) | 0.5198 (3) | 0.0690 (10) | |
H62 | 0.6766 | 0.5576 | 0.5164 | 0.103* | |
H63 | 0.6688 | 0.4337 | 0.5166 | 0.103* | |
O9 | 0.9449 (5) | 0.4636 (4) | 0.3630 (3) | 0.0803 (12) | |
H64 | 1.0478 | 0.4888 | 0.3703 | 0.120* | |
H65 | 0.9111 | 0.4532 | 0.4169 | 0.120* | |
O10 | 0.7313 (7) | 0.2533 (5) | 0.2556 (3) | 0.1047 (17) | |
H66 | 0.8015 | 0.3131 | 0.2805 | 0.157* | |
H67 | 0.6436 | 0.2585 | 0.2873 | 0.157* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0347 (19) | 0.047 (2) | 0.043 (2) | −0.0025 (17) | 0.0035 (16) | 0.0075 (17) |
C2 | 0.035 (2) | 0.044 (2) | 0.066 (3) | −0.0034 (18) | 0.0084 (19) | 0.011 (2) |
C3 | 0.045 (2) | 0.052 (3) | 0.062 (3) | 0.005 (2) | 0.023 (2) | 0.022 (2) |
C4 | 0.049 (2) | 0.049 (2) | 0.041 (2) | 0.0062 (19) | 0.0137 (18) | 0.0161 (18) |
C5 | 0.0377 (18) | 0.0326 (17) | 0.0351 (18) | 0.0057 (15) | 0.0077 (15) | 0.0129 (14) |
C6 | 0.046 (2) | 0.052 (2) | 0.0335 (19) | −0.0015 (19) | 0.0022 (16) | 0.0075 (17) |
C7 | 0.0344 (18) | 0.0339 (18) | 0.042 (2) | 0.0034 (15) | −0.0082 (15) | 0.0077 (15) |
C8 | 0.047 (2) | 0.046 (2) | 0.045 (2) | 0.0072 (19) | −0.0079 (18) | 0.0032 (18) |
C9 | 0.054 (3) | 0.044 (2) | 0.061 (3) | 0.002 (2) | −0.023 (2) | 0.002 (2) |
C10 | 0.049 (2) | 0.043 (2) | 0.074 (3) | −0.011 (2) | −0.024 (2) | 0.014 (2) |
C11 | 0.041 (2) | 0.048 (2) | 0.059 (3) | −0.0042 (19) | −0.0073 (19) | 0.019 (2) |
C12 | 0.0365 (19) | 0.0387 (19) | 0.043 (2) | 0.0022 (16) | −0.0097 (16) | 0.0133 (16) |
C13 | 0.042 (2) | 0.072 (3) | 0.045 (2) | −0.017 (2) | 0.0033 (18) | 0.017 (2) |
C14 | 0.0379 (19) | 0.049 (2) | 0.040 (2) | 0.0039 (17) | 0.0098 (16) | 0.0166 (17) |
C15 | 0.052 (3) | 0.089 (4) | 0.053 (3) | −0.008 (3) | 0.019 (2) | 0.025 (3) |
C16 | 0.071 (3) | 0.126 (6) | 0.038 (3) | −0.004 (4) | 0.015 (2) | 0.027 (3) |
C17 | 0.056 (3) | 0.106 (4) | 0.029 (2) | 0.006 (3) | 0.0026 (19) | 0.013 (2) |
C18 | 0.039 (2) | 0.067 (3) | 0.035 (2) | −0.001 (2) | −0.0006 (16) | 0.0138 (19) |
C19 | 0.0317 (17) | 0.0396 (19) | 0.0384 (19) | −0.0005 (15) | 0.0050 (15) | 0.0149 (15) |
C20 | 0.057 (3) | 0.043 (2) | 0.058 (3) | 0.004 (2) | −0.005 (2) | 0.0181 (19) |
C21 | 0.045 (2) | 0.0383 (19) | 0.0320 (18) | 0.0038 (17) | 0.0093 (16) | 0.0088 (15) |
C22 | 0.071 (3) | 0.039 (2) | 0.056 (3) | 0.012 (2) | 0.004 (2) | 0.0091 (19) |
Cu1 | 0.0289 (2) | 0.0340 (2) | 0.0271 (2) | −0.00067 (17) | 0.00117 (15) | 0.00810 (16) |
N1 | 0.0333 (15) | 0.0363 (16) | 0.0333 (15) | 0.0024 (13) | 0.0064 (12) | 0.0110 (12) |
N2 | 0.0317 (15) | 0.0482 (18) | 0.0315 (15) | 0.0077 (14) | 0.0041 (12) | 0.0134 (13) |
O1 | 0.0344 (13) | 0.0516 (16) | 0.0367 (14) | −0.0029 (12) | −0.0009 (11) | 0.0033 (12) |
O2 | 0.0395 (14) | 0.0478 (16) | 0.0391 (15) | −0.0092 (13) | −0.0037 (11) | 0.0121 (12) |
O3 | 0.0397 (14) | 0.0387 (14) | 0.0383 (14) | 0.0009 (12) | −0.0009 (11) | 0.0102 (11) |
O4 | 0.0382 (14) | 0.0456 (16) | 0.0517 (17) | −0.0044 (13) | −0.0063 (12) | 0.0082 (13) |
O5 | 0.0429 (15) | 0.0357 (14) | 0.0405 (14) | 0.0025 (12) | 0.0037 (11) | 0.0084 (11) |
O6 | 0.0521 (18) | 0.0500 (18) | 0.0505 (18) | 0.0040 (15) | −0.0066 (14) | 0.0011 (14) |
O7 | 0.074 (2) | 0.0462 (17) | 0.0457 (17) | 0.0013 (16) | −0.0037 (15) | 0.0061 (13) |
O8 | 0.0480 (19) | 0.069 (2) | 0.088 (3) | 0.0019 (17) | 0.0032 (18) | 0.014 (2) |
O9 | 0.073 (3) | 0.088 (3) | 0.075 (3) | 0.006 (2) | −0.002 (2) | 0.009 (2) |
O10 | 0.126 (4) | 0.099 (4) | 0.074 (3) | −0.028 (3) | 0.023 (3) | −0.006 (3) |
C1—N1 | 1.341 (5) | C16—C17 | 1.382 (8) |
C1—C2 | 1.386 (6) | C16—H16 | 0.9300 |
C1—H1 | 0.9300 | C17—C18 | 1.373 (6) |
C2—C3 | 1.376 (7) | C17—H17 | 0.9300 |
C2—H2 | 0.9300 | C18—N2 | 1.335 (5) |
C3—C4 | 1.374 (7) | C18—H18 | 0.9300 |
C3—H3 | 0.9300 | C19—O4 | 1.242 (5) |
C4—C5 | 1.390 (5) | C19—O3 | 1.279 (5) |
C4—H4 | 0.9300 | C19—C20 | 1.508 (6) |
C5—N1 | 1.337 (5) | C20—H20A | 0.9600 |
C5—C6 | 1.499 (6) | C20—H20B | 0.9600 |
C6—O1 | 1.406 (5) | C20—H20C | 0.9600 |
C6—H6A | 0.9700 | C21—O6 | 1.245 (5) |
C6—H6B | 0.9700 | C21—O5 | 1.271 (5) |
C7—C12 | 1.382 (6) | C21—C22 | 1.498 (6) |
C7—O1 | 1.382 (5) | C22—H22A | 0.9600 |
C7—C8 | 1.385 (6) | C22—H22B | 0.9600 |
C8—C9 | 1.394 (6) | C22—H22C | 0.9600 |
C8—H8 | 0.9300 | Cu1—O5 | 1.937 (3) |
C9—C10 | 1.369 (8) | Cu1—O3 | 1.942 (3) |
C9—H9 | 0.9300 | Cu1—N1 | 2.072 (3) |
C10—C11 | 1.394 (7) | Cu1—N2 | 2.076 (3) |
C10—H10 | 0.9300 | Cu1—O1 | 2.486 (3) |
C11—C12 | 1.385 (6) | Cu1—O2 | 2.501 (3) |
C11—H11 | 0.9300 | O7—H60 | 0.8495 |
C12—O2 | 1.381 (5) | O7—H61 | 0.8496 |
C13—O2 | 1.408 (5) | O8—H62 | 0.8487 |
C13—C14 | 1.495 (6) | O8—H63 | 0.8477 |
C13—H13 | 0.9300 | O9—H64 | 0.8487 |
C14—N2 | 1.339 (5) | O9—H65 | 0.8493 |
C14—C15 | 1.386 (6) | O10—H66 | 0.8500 |
C15—C16 | 1.382 (8) | O10—H67 | 0.8500 |
C15—H15 | 0.9300 | ||
N1—C1—C2 | 123.0 (4) | N2—C18—C17 | 123.4 (4) |
N1—C1—H1 | 118.5 | N2—C18—H18 | 118.3 |
C2—C1—H1 | 118.5 | C17—C18—H18 | 118.3 |
C3—C2—C1 | 118.7 (4) | O4—C19—O3 | 123.7 (4) |
C3—C2—H2 | 120.7 | O4—C19—C20 | 120.3 (4) |
C1—C2—H2 | 120.7 | O3—C19—C20 | 116.0 (3) |
C4—C3—C2 | 118.8 (4) | C19—C20—H20A | 109.5 |
C4—C3—H3 | 120.6 | C19—C20—H20B | 109.5 |
C2—C3—H3 | 120.6 | H20A—C20—H20B | 109.5 |
C3—C4—C5 | 119.6 (4) | C19—C20—H20C | 109.5 |
C3—C4—H4 | 120.2 | H20A—C20—H20C | 109.5 |
C5—C4—H4 | 120.2 | H20B—C20—H20C | 109.5 |
N1—C5—C4 | 122.0 (4) | O6—C21—O5 | 123.6 (4) |
N1—C5—C6 | 119.3 (3) | O6—C21—C22 | 120.3 (4) |
C4—C5—C6 | 118.7 (4) | O5—C21—C22 | 116.1 (4) |
O1—C6—C5 | 109.2 (3) | C21—C22—H22A | 109.5 |
O1—C6—H6A | 109.8 | C21—C22—H22B | 109.5 |
C5—C6—H6A | 109.8 | H22A—C22—H22B | 109.5 |
O1—C6—H6B | 109.8 | C21—C22—H22C | 109.5 |
C5—C6—H6B | 109.8 | H22A—C22—H22C | 109.5 |
H6A—C6—H6B | 108.3 | H22B—C22—H22C | 109.5 |
C12—C7—O1 | 115.3 (3) | O5—Cu1—O3 | 171.42 (11) |
C12—C7—C8 | 120.8 (4) | O5—Cu1—N1 | 91.93 (12) |
O1—C7—C8 | 123.9 (4) | O3—Cu1—N1 | 89.79 (12) |
C7—C8—C9 | 118.9 (5) | O5—Cu1—N2 | 90.02 (13) |
C7—C8—H8 | 120.5 | O3—Cu1—N2 | 91.66 (13) |
C9—C8—H8 | 120.5 | N1—Cu1—N2 | 157.12 (13) |
C10—C9—C8 | 120.3 (4) | O5—Cu1—O1 | 86.78 (11) |
C10—C9—H9 | 119.8 | O3—Cu1—O1 | 85.82 (11) |
C8—C9—H9 | 119.8 | N1—Cu1—O1 | 71.06 (11) |
C9—C10—C11 | 120.9 (4) | N2—Cu1—O1 | 131.82 (11) |
C9—C10—H10 | 119.6 | O5—Cu1—O2 | 86.96 (11) |
C11—C10—H10 | 119.6 | O3—Cu1—O2 | 85.71 (11) |
C12—C11—C10 | 118.9 (5) | N1—Cu1—O2 | 132.86 (11) |
C12—C11—H11 | 120.6 | N2—Cu1—O2 | 70.01 (11) |
C10—C11—H11 | 120.6 | O1—Cu1—O2 | 61.82 (10) |
O2—C12—C7 | 115.2 (3) | C5—N1—C1 | 118.0 (3) |
O2—C12—C11 | 124.6 (4) | C5—N1—Cu1 | 123.7 (2) |
C7—C12—C11 | 120.2 (4) | C1—N1—Cu1 | 118.3 (3) |
O2—C13—C14 | 108.9 (3) | C18—N2—C14 | 118.7 (3) |
O2—C13—H13 | 125.6 | C18—N2—Cu1 | 117.0 (3) |
C14—C13—H13 | 125.6 | C14—N2—Cu1 | 124.2 (3) |
N2—C14—C15 | 121.0 (4) | C7—O1—C6 | 116.5 (3) |
N2—C14—C13 | 119.8 (3) | C7—O1—Cu1 | 122.2 (2) |
C15—C14—C13 | 119.2 (4) | C6—O1—Cu1 | 110.1 (2) |
C16—C15—C14 | 119.9 (5) | C12—O2—C13 | 116.7 (3) |
C16—C15—H15 | 120.0 | C12—O2—Cu1 | 121.9 (2) |
C14—C15—H15 | 120.0 | C13—O2—Cu1 | 110.8 (2) |
C15—C16—C17 | 118.6 (5) | C19—O3—Cu1 | 115.5 (2) |
C15—C16—H16 | 120.7 | C21—O5—Cu1 | 121.8 (3) |
C17—C16—H16 | 120.7 | H60—O7—H61 | 110.2 |
C18—C17—C16 | 118.4 (5) | H62—O8—H63 | 110.9 |
C18—C17—H17 | 120.8 | H64—O9—H65 | 109.5 |
C16—C17—H17 | 120.8 | H66—O10—H67 | 109.7 |
D—H···A | D—H | H···A | D···A | D—H···A |
O10—H67···O6i | 0.85 | 2.40 | 3.072 (6) | 137 |
O10—H66···O9 | 0.85 | 2.07 | 2.913 (6) | 169 |
O9—H64···O8ii | 0.85 | 2.26 | 2.955 (6) | 139 |
O9—H65···O8 | 0.85 | 2.09 | 2.828 (6) | 145 |
O8—H63···O7iii | 0.85 | 2.06 | 2.874 (5) | 162 |
O8—H62···O7 | 0.85 | 1.94 | 2.784 (5) | 176 |
O7—H61···O6iv | 0.85 | 1.91 | 2.755 (4) | 177 |
O7—H60···O4 | 0.85 | 1.94 | 2.784 (5) | 172 |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, −y+1, −z+1; (iii) −x+1, −y+1, −z+1; (iv) −x+1, −y+2, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Cu(C2H3O2)2(C18H16N2O2)]·4H2O |
Mr | 545.02 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 291 |
a, b, c (Å) | 8.0192 (16), 11.291 (2), 14.117 (3) |
α, β, γ (°) | 102.97 (3), 92.69 (3), 93.70 (3) |
V (Å3) | 1240.5 (4) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.94 |
Crystal size (mm) | 0.37 × 0.15 × 0.14 |
Data collection | |
Diffractometer | Rigaku R-AXIS RAPID diffractometer |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.726, 0.880 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 12216, 5621, 4677 |
Rint | 0.043 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.056, 0.169, 1.05 |
No. of reflections | 5621 |
No. of parameters | 318 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.14, −0.44 |
Computer programs: RAPID-AUTO (Rigaku, 1998), CrystalClear (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O10—H67···O6i | 0.85 | 2.40 | 3.072 (6) | 136.8 |
O10—H66···O9 | 0.85 | 2.07 | 2.913 (6) | 169.4 |
O9—H64···O8ii | 0.85 | 2.26 | 2.955 (6) | 138.8 |
O9—H65···O8 | 0.85 | 2.09 | 2.828 (6) | 145.1 |
O8—H63···O7iii | 0.85 | 2.06 | 2.874 (5) | 161.6 |
O8—H62···O7 | 0.85 | 1.94 | 2.784 (5) | 176.2 |
O7—H61···O6iv | 0.85 | 1.91 | 2.755 (4) | 177.0 |
O7—H60···O4 | 0.85 | 1.94 | 2.784 (5) | 172.3 |
Symmetry codes: (i) x, y−1, z; (ii) −x+2, −y+1, −z+1; (iii) −x+1, −y+1, −z+1; (iv) −x+1, −y+2, −z+1. |
N-Heterocyclic ligands coordinated with transition metal ions can form a variety of topology structures, including macrocycles, polyhedra and linear and helical polymers. Our group has report three kinds of flexible pyridyl-based ligands in previous reports (Liu et al. 20010a; Liu et al. 20010b). As a part of our continuing work for bipyridyl aromatic ligands, we report the crystal structure of the title compound here, and its analogous monohydrate compound also has been reported by our group (Zhang et al. 20010).
1,2-Bis(pyridin-2-ylmethoxy)benzene molecule act as a chelating ligand to coordinate with CuII ion forming a discrete strucutre. Two acetate counter ions also coordinate to the center CuII ion, resulting the CuII ion is six-coordinated in quadrangular bipyramid geometry (Figure 1, Table 1).
A one-dimensional chain structure along [100] direction is built up by intermolecular hydrogen bonds involving the uncoordinated water molecules (Figure 2, Table 2).