In the title compound, {[Cu
2(μ
4-C
5H
6O
4)
2(μ
2-C
14H
16N
2)]·2CH
3CN}
n, the Cu
2 dinuclear units are connected by glutartate ligands, forming one-dimensional double chains. These chains, are in turn bridged by 1,4-bis(pyridin-4-yl)butane ligands to form a two-dimensional layer structure parallel to (112). The carboxylate groups of the glutarate ligand bridge two copper(II) ions, forming a paddle-wheel-type Cu
2(CO
2)
4 dinuclear secondary building unit. A crystallographic inversion centre is located midway between two Cu
II ions, with a Cu

Cu distance of 2.639 (3) Å. The coordination geometry of the unique Cu
II ion is slightly disorted square pyramidal, formed by four equatorial carboxylate O atoms and an axial pyridyl N atom.
Supporting information
CCDC reference: 1578612
Key indicators
- Single-crystal X-ray study
- T = 170 K
- Mean
(C-C) = 0.007 Å
- R factor = 0.047
- wR factor = 0.108
- Data-to-parameter ratio = 15.6
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full value Low . 0.977 Note
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.49 Report
PLAT241_ALERT_2_C High 'MainMol' Ueq as Compared to Neighbors of C36 Check
PLAT244_ALERT_4_C Low 'Solvent' Ueq as Compared to Neighbors of C1S Check
PLAT341_ALERT_3_C Low Bond Precision on C-C Bonds ............... 0.00708 Ang.
PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 36 Ang3
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 65 Report
Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension 2 Info
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings Differ Please Check
PLAT045_ALERT_1_G Calculated and Reported Z Differ by a Factor ... 2.00 Check
PLAT154_ALERT_1_G The s.u.'s on the Cell Angles are Equal ..(Note) 0.002 Degree
PLAT720_ALERT_4_G Number of Unusual/Non-Standard Labels .......... 3 Note
PLAT764_ALERT_4_G Overcomplete CIF Bond List Detected (Rep/Expd) . 1.17 Ratio
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min). 1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L= 0.600 25 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ... 10 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density. 1 Info
0 ALERT level A = Most likely a serious problem - resolve or explain
0 ALERT level B = A potentially serious problem, consider carefully
7 ALERT level C = Check. Ensure it is not caused by an omission or oversight
10 ALERT level G = General information/check it is not something unexpected
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
4 ALERT type 4 Improvement, methodology, query or suggestion
1 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg & Berndt, 1998); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
Poly[[[µ
2-1,4-bis(pyridin-4-yl)butane]bis(µ
4-pentanedioato)dicopper(II)]
acetonitrile disolvate]
top
Crystal data top
[Cu2(C5H6O4)2(C14H16N2)].2C2H3N | Z = 1 |
Mr = 681.67 | F(000) = 352 |
Triclinic, P1 | Dx = 1.452 Mg m−3 |
a = 7.7525 (11) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 7.9962 (11) Å | Cell parameters from 2966 reflections |
c = 12.8132 (18) Å | θ = 2.2–26.2° |
α = 87.867 (2)° | µ = 1.42 mm−1 |
β = 81.875 (2)° | T = 170 K |
γ = 82.674 (2)° | Block, blue |
V = 779.76 (19) Å3 | 0.21 × 0.10 × 0.07 mm |
Data collection top
Bruker APEX CCD diffractometer | 1863 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.062 |
Absorption correction: multi-scan (SADABS; Bruker, 1997) | θmax = 26.0°, θmin = 2.6° |
Tmin = 0.804, Tmax = 0.910 | h = −9→9 |
4341 measured reflections | k = −9→9 |
2979 independent reflections | l = −15→11 |
Refinement top
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
wR(F2) = 0.108 | w = 1/[σ2(Fo2) + (0.0347P)2] where P = (Fo2 + 2Fc2)/3 |
S = 0.89 | (Δ/σ)max = 0.002 |
2979 reflections | Δρmax = 0.95 e Å−3 |
191 parameters | Δρmin = −0.38 e Å−3 |
Special details top
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Cu1 | 0.62490 (7) | 0.51464 (6) | 0.92000 (4) | 0.0290 (2) | |
O11 | 0.5339 (4) | 0.3241 (4) | 0.8619 (2) | 0.0412 (8) | |
O12 | 0.6750 (4) | 0.7057 (4) | 1.0021 (2) | 0.0404 (8) | |
O21 | 0.7596 (4) | 0.3508 (4) | 1.0043 (2) | 0.0404 (8) | |
O22 | 0.4478 (4) | 0.6742 (4) | 0.8592 (2) | 0.0381 (8) | |
N31 | 0.8414 (5) | 0.5371 (4) | 0.7959 (3) | 0.0331 (9) | |
C11 | 0.4123 (6) | 0.2480 (5) | 0.9120 (4) | 0.0306 (10) | |
C12 | 0.3767 (6) | 0.0878 (5) | 0.8647 (4) | 0.0380 (11) | |
H12A | 0.4735 | −0.0019 | 0.8752 | 0.046* | |
H12B | 0.3788 | 0.1067 | 0.7877 | 0.046* | |
C13 | 0.2032 (5) | 0.0246 (5) | 0.9092 (4) | 0.0347 (11) | |
H13A | 0.1965 | 0.0125 | 0.9868 | 0.042* | |
H13B | 0.1051 | 0.1095 | 0.8937 | 0.042* | |
C21 | 0.7012 (6) | 0.2860 (5) | 1.0915 (4) | 0.0307 (10) | |
C22 | 0.8184 (6) | 0.1436 (5) | 1.1359 (3) | 0.0343 (11) | |
H22A | 0.7890 | 0.1389 | 1.2136 | 0.041* | |
H22B | 0.9424 | 0.1650 | 1.1189 | 0.041* | |
C31 | 1.0050 (6) | 0.4805 (5) | 0.8086 (3) | 0.0336 (11) | |
H31 | 1.0250 | 0.4252 | 0.8735 | 0.040* | |
C32 | 1.1470 (6) | 0.4962 (6) | 0.7344 (4) | 0.0377 (11) | |
H32 | 1.2613 | 0.4501 | 0.7475 | 0.045* | |
C33 | 1.1231 (6) | 0.5799 (6) | 0.6399 (4) | 0.0396 (12) | |
C34 | 0.9544 (6) | 0.6400 (7) | 0.6260 (4) | 0.0554 (15) | |
H34 | 0.9313 | 0.6981 | 0.5625 | 0.067* | |
C35 | 0.8182 (6) | 0.6158 (6) | 0.7042 (4) | 0.0468 (13) | |
H35 | 0.7020 | 0.6571 | 0.6923 | 0.056* | |
C36 | 1.2771 (7) | 0.6114 (7) | 0.5565 (4) | 0.0684 (17) | |
H36A | 1.2327 | 0.6280 | 0.4876 | 0.082* | |
H36B | 1.3180 | 0.7186 | 0.5729 | 0.082* | |
C37 | 1.4299 (7) | 0.4809 (7) | 0.5443 (4) | 0.0622 (16) | |
H37A | 1.3902 | 0.3717 | 0.5311 | 0.075* | |
H37B | 1.4812 | 0.4690 | 0.6111 | 0.075* | |
N1S | 1.1372 (9) | 0.0804 (8) | 0.6005 (5) | 0.105 (2) | |
C1S | 1.0053 (11) | 0.0854 (8) | 0.6449 (6) | 0.077 (2) | |
C2S | 0.8316 (9) | 0.0914 (9) | 0.7021 (6) | 0.106 (2) | |
H2S1 | 0.7528 | 0.0535 | 0.6569 | 0.160* | |
H2S2 | 0.7891 | 0.2073 | 0.7238 | 0.160* | |
H2S3 | 0.8342 | 0.0174 | 0.7647 | 0.160* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0282 (3) | 0.0198 (3) | 0.0365 (3) | −0.0045 (2) | 0.0048 (2) | 0.0014 (2) |
O11 | 0.045 (2) | 0.0324 (18) | 0.044 (2) | −0.0143 (16) | 0.0101 (16) | −0.0085 (15) |
O12 | 0.043 (2) | 0.0332 (19) | 0.045 (2) | −0.0158 (16) | 0.0044 (16) | −0.0070 (15) |
O21 | 0.0339 (19) | 0.0395 (19) | 0.043 (2) | 0.0011 (15) | 0.0032 (15) | 0.0080 (15) |
O22 | 0.0339 (19) | 0.0339 (18) | 0.0423 (19) | 0.0012 (15) | 0.0019 (15) | 0.0093 (15) |
N31 | 0.031 (2) | 0.031 (2) | 0.036 (2) | −0.0069 (18) | −0.0005 (18) | 0.0012 (17) |
C11 | 0.032 (3) | 0.023 (2) | 0.037 (3) | 0.001 (2) | −0.007 (2) | 0.000 (2) |
C12 | 0.044 (3) | 0.027 (3) | 0.044 (3) | −0.010 (2) | −0.004 (2) | −0.004 (2) |
C13 | 0.031 (3) | 0.020 (2) | 0.053 (3) | −0.001 (2) | −0.008 (2) | −0.005 (2) |
C21 | 0.031 (3) | 0.019 (2) | 0.044 (3) | −0.008 (2) | −0.006 (2) | −0.003 (2) |
C22 | 0.028 (3) | 0.023 (2) | 0.053 (3) | −0.006 (2) | −0.009 (2) | 0.003 (2) |
C31 | 0.031 (3) | 0.031 (3) | 0.037 (3) | −0.004 (2) | 0.001 (2) | 0.004 (2) |
C32 | 0.027 (3) | 0.039 (3) | 0.046 (3) | −0.001 (2) | −0.002 (2) | −0.001 (2) |
C33 | 0.036 (3) | 0.036 (3) | 0.043 (3) | −0.006 (2) | 0.011 (2) | −0.001 (2) |
C34 | 0.043 (3) | 0.071 (4) | 0.046 (3) | 0.001 (3) | 0.002 (3) | 0.020 (3) |
C35 | 0.025 (3) | 0.062 (4) | 0.050 (3) | 0.002 (2) | −0.002 (2) | 0.014 (3) |
C36 | 0.051 (4) | 0.074 (4) | 0.071 (4) | −0.010 (3) | 0.019 (3) | 0.015 (3) |
C37 | 0.044 (3) | 0.076 (4) | 0.058 (4) | −0.008 (3) | 0.020 (3) | 0.001 (3) |
N1S | 0.108 (5) | 0.103 (5) | 0.098 (5) | −0.003 (5) | −0.001 (4) | 0.017 (4) |
C1S | 0.090 (6) | 0.062 (4) | 0.072 (5) | 0.008 (4) | −0.004 (4) | 0.004 (4) |
C2S | 0.102 (6) | 0.084 (5) | 0.125 (6) | 0.007 (5) | −0.002 (5) | −0.003 (4) |
Geometric parameters (Å, º) top
Cu1—O21 | 1.959 (3) | C22—H22A | 0.9900 |
Cu1—O11 | 1.970 (3) | C22—H22B | 0.9900 |
Cu1—O22 | 1.976 (3) | C31—C32 | 1.364 (6) |
Cu1—O12 | 1.994 (3) | C31—H31 | 0.9500 |
Cu1—N31 | 2.163 (3) | C32—C33 | 1.386 (6) |
Cu1—Cu1i | 2.6392 (11) | C32—H32 | 0.9500 |
O11—C11 | 1.271 (5) | C33—C34 | 1.368 (6) |
O12—C11i | 1.251 (5) | C33—C36 | 1.526 (6) |
O21—C21 | 1.263 (5) | C34—C35 | 1.376 (6) |
O22—C21i | 1.245 (5) | C34—H34 | 0.9500 |
N31—C31 | 1.321 (5) | C35—H35 | 0.9500 |
N31—C35 | 1.337 (5) | C36—C37 | 1.470 (7) |
C11—O12i | 1.251 (5) | C36—H36A | 0.9900 |
C11—C12 | 1.510 (5) | C36—H36B | 0.9900 |
C12—C13 | 1.525 (6) | C37—C37iii | 1.508 (9) |
C12—H12A | 0.9900 | C37—H37A | 0.9900 |
C12—H12B | 0.9900 | C37—H37B | 0.9900 |
C13—C22ii | 1.521 (5) | N1S—C1S | 1.094 (8) |
C13—H13A | 0.9900 | C1S—C2S | 1.435 (9) |
C13—H13B | 0.9900 | C2S—H2S1 | 0.9800 |
C21—O22i | 1.245 (5) | C2S—H2S2 | 0.9800 |
C21—C22 | 1.510 (5) | C2S—H2S3 | 0.9800 |
C22—C13ii | 1.521 (5) | | |
| | | |
O21—Cu1—O11 | 88.10 (13) | C21—C22—C13ii | 111.1 (3) |
O21—Cu1—O22 | 167.84 (12) | C21—C22—H22A | 109.4 |
O11—Cu1—O22 | 90.17 (12) | C13ii—C22—H22A | 109.4 |
O21—Cu1—O12 | 91.43 (12) | C21—C22—H22B | 109.4 |
O11—Cu1—O12 | 168.18 (12) | C13ii—C22—H22B | 109.4 |
O22—Cu1—O12 | 87.80 (12) | H22A—C22—H22B | 108.0 |
O21—Cu1—N31 | 94.73 (13) | N31—C31—C32 | 124.2 (4) |
O11—Cu1—N31 | 97.41 (12) | N31—C31—H31 | 117.9 |
O22—Cu1—N31 | 97.42 (13) | C32—C31—H31 | 117.9 |
O12—Cu1—N31 | 94.39 (13) | C31—C32—C33 | 119.4 (4) |
O21—Cu1—Cu1i | 82.35 (9) | C31—C32—H32 | 120.3 |
O11—Cu1—Cu1i | 84.67 (9) | C33—C32—H32 | 120.3 |
O22—Cu1—Cu1i | 85.51 (9) | C34—C33—C32 | 117.0 (4) |
O12—Cu1—Cu1i | 83.57 (9) | C34—C33—C36 | 120.9 (4) |
N31—Cu1—Cu1i | 176.38 (10) | C32—C33—C36 | 122.1 (5) |
C11—O11—Cu1 | 123.1 (3) | C33—C34—C35 | 119.8 (4) |
C11i—O12—Cu1 | 123.7 (3) | C33—C34—H34 | 120.1 |
C21—O21—Cu1 | 125.6 (3) | C35—C34—H34 | 120.1 |
C21i—O22—Cu1 | 121.4 (3) | N31—C35—C34 | 123.2 (4) |
C31—N31—C35 | 116.3 (4) | N31—C35—H35 | 118.4 |
C31—N31—Cu1 | 121.7 (3) | C34—C35—H35 | 118.4 |
C35—N31—Cu1 | 121.9 (3) | C37—C36—C33 | 117.4 (4) |
O12i—C11—O11 | 124.6 (4) | C37—C36—H36A | 108.0 |
O12i—C11—C12 | 118.6 (4) | C33—C36—H36A | 108.0 |
O11—C11—C12 | 116.8 (4) | C37—C36—H36B | 108.0 |
C11—C12—C13 | 115.4 (4) | C33—C36—H36B | 108.0 |
C11—C12—H12A | 108.4 | H36A—C36—H36B | 107.2 |
C13—C12—H12A | 108.4 | C36—C37—C37iii | 113.3 (6) |
C11—C12—H12B | 108.4 | C36—C37—H37A | 108.9 |
C13—C12—H12B | 108.4 | C37iii—C37—H37A | 108.9 |
H12A—C12—H12B | 107.5 | C36—C37—H37B | 108.9 |
C22ii—C13—C12 | 112.7 (4) | C37iii—C37—H37B | 108.9 |
C22ii—C13—H13A | 109.0 | H37A—C37—H37B | 107.7 |
C12—C13—H13A | 109.0 | N1S—C1S—C2S | 179.4 (10) |
C22ii—C13—H13B | 109.0 | C1S—C2S—H2S1 | 109.5 |
C12—C13—H13B | 109.0 | C1S—C2S—H2S2 | 109.5 |
H13A—C13—H13B | 107.8 | H2S1—C2S—H2S2 | 109.5 |
O22i—C21—O21 | 124.9 (4) | C1S—C2S—H2S3 | 109.5 |
O22i—C21—C22 | 117.9 (4) | H2S1—C2S—H2S3 | 109.5 |
O21—C21—C22 | 117.1 (4) | H2S2—C2S—H2S3 | 109.5 |
| | | |
Cu1—O11—C11—O12i | 7.5 (6) | N31—C31—C32—C33 | 1.7 (7) |
Cu1—O11—C11—C12 | −170.5 (3) | C31—C32—C33—C34 | −1.2 (7) |
O12i—C11—C12—C13 | 17.0 (6) | C31—C32—C33—C36 | 176.2 (4) |
O11—C11—C12—C13 | −164.8 (4) | C32—C33—C34—C35 | 0.0 (7) |
C11—C12—C13—C22ii | −175.8 (3) | C36—C33—C34—C35 | −177.4 (5) |
Cu1—O21—C21—O22i | −5.5 (6) | C31—N31—C35—C34 | −0.6 (7) |
Cu1—O21—C21—C22 | 171.3 (2) | Cu1—N31—C35—C34 | 176.5 (4) |
O22i—C21—C22—C13ii | 91.8 (5) | C33—C34—C35—N31 | 0.9 (8) |
O21—C21—C22—C13ii | −85.2 (5) | C34—C33—C36—C37 | −147.8 (5) |
C35—N31—C31—C32 | −0.7 (6) | C32—C33—C36—C37 | 34.8 (8) |
Cu1—N31—C31—C32 | −177.8 (3) | C33—C36—C37—C37iii | 176.6 (5) |
Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x+1, −y, −z+2; (iii) −x+3, −y+1, −z+1. |