Download citation
Download citation
link to html
The crystal structure of the title compound, [Cu(C7H4NO4)2(C6H12N2)(H2O)]n, contains a one-dimensional polymeric chain running along the a axis. Both p-nitro­benzoate groups are monodentate ligands and dabco (1,4-di­aza­bi­cyclo­[2.2.2]­octane) acts as an end-to-end bridging ligand. The Cu atom has a slightly distorted square-pyramidal (SQP) coordination involving two N atoms of the dabco ligand, two O atoms from the carboxyl­ate group of the p-nitro­benzoate anions and one water ligand. The point symmetry of the copper(II) polyhedron with the p-nitro­benzoate anion ligands is mm, these ligands lying on mirror planes. The chains are crosslinked by hydrogen bonds involving the coordinated water mol­ecule to form layers parallel to (101).

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804027977/fl6130sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804027977/fl6130Isup2.hkl
Contains datablock I

CCDC reference: 258653

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](C-C) = 0.012 Å
  • R factor = 0.074
  • wR factor = 0.164
  • Data-to-parameter ratio = 9.9

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT088_ALERT_3_C Poor Data / Parameter Ratio .................... 9.91 PLAT220_ALERT_2_C Large Non-Solvent N Ueq(max)/Ueq(min) ... 2.54 Ratio PLAT220_ALERT_2_C Large Non-Solvent O Ueq(max)/Ueq(min) ... 3.10 Ratio PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.32 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXLTL (Bruker, 1997); molecular graphics: SHELXLTL.

catena-poly[[aquabis(p-nitrobenzoate-κO)copper(II)]- µ-1,4-diazabicyclo[2.2.2]octane-κ2N:N'] top
Crystal data top
[Cu(C7H4NO4)2(C6H12N2)(H2O)]F(000) = 542
Mr = 525.96Dx = 1.652 Mg m3
Orthorhombic, PmmnMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ab 2aCell parameters from 1000 reflections
a = 6.8202 (14) Åθ = 2.5–24.4°
b = 25.024 (5) ŵ = 1.10 mm1
c = 6.1958 (12) ÅT = 293 K
V = 1057.4 (4) Å3Block, green
Z = 20.41 × 0.30 × 0.26 mm
Data collection top
Bruker APEX CCD area-detector
diffractometer
1041 independent reflections
Radiation source: fine-focus sealed tube1000 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.046
Detector resolution: 0 pixels mm-1θmax = 25.0°, θmin = 3.1°
φ and ω scansh = 87
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 2929
Tmin = 0.700, Tmax = 0.750l = 67
4939 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.074Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.164H atoms treated by a mixture of independent and constrained refinement
S = 1.38 w = 1/[σ2(Fo2) + (0.0227P)2 + 7.5254P]
where P = (Fo2 + 2Fc2)/3
1041 reflections(Δ/σ)max = 0.001
105 parametersΔρmax = 0.94 e Å3
0 restraintsΔρmin = 0.91 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cu10.25000.75000.2341 (2)0.0185 (4)
C90.1373 (8)0.7019 (2)0.3560 (11)0.0313 (15)
H9A0.09000.70210.50360.038*
H9B0.09000.66960.28700.038*
C10.25000.5834 (3)0.0675 (15)0.0278 (19)
C60.25000.5666 (3)0.2823 (17)0.048 (3)
H6A0.25000.59230.39710.080*
C70.25000.6428 (3)0.0155 (19)0.034 (2)
C20.25000.5462 (3)0.0936 (16)0.036 (2)
H2A0.25000.55810.24100.080*
C80.1376 (11)0.75000.0177 (13)0.0257 (18)
H8B0.09060.71860.05850.039*0.50
H8C0.09060.78140.05850.039*0.50
C30.25000.4920 (3)0.0488 (16)0.037 (2)
H3A0.25000.46620.16340.080*
C40.25000.4756 (3)0.1603 (16)0.033 (2)
C50.25000.5118 (4)0.3258 (16)0.051 (3)
H5A0.25000.49940.47250.080*
N20.0581 (9)0.75000.2380 (11)0.0198 (14)
N10.25000.4185 (3)0.2125 (17)0.050 (2)
O10.25000.6727 (2)0.1808 (10)0.0292 (15)
O1W0.25000.75000.5969 (15)0.029 (2)
O20.25000.6574 (3)0.1725 (12)0.056 (2)
O30.25000.4055 (3)0.4022 (18)0.090 (4)
O40.25000.3862 (3)0.0653 (15)0.066 (3)
H1W0.25000.722 (4)0.657 (17)0.05 (3)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0164 (7)0.0183 (7)0.0208 (8)0.0000.0000.000
C90.021 (3)0.022 (3)0.051 (4)0.001 (2)0.000 (3)0.014 (3)
C10.024 (4)0.023 (4)0.037 (5)0.0000.0000.002 (4)
C60.086 (8)0.019 (4)0.040 (6)0.0000.0000.004 (4)
C70.019 (4)0.020 (4)0.064 (7)0.0000.0000.001 (5)
C20.046 (6)0.025 (4)0.035 (5)0.0000.0000.001 (4)
C80.017 (4)0.036 (4)0.025 (4)0.0000.000 (4)0.000
C30.052 (6)0.021 (4)0.039 (6)0.0000.0000.006 (4)
C40.033 (5)0.019 (4)0.049 (6)0.0000.0000.001 (4)
C50.094 (9)0.030 (5)0.028 (5)0.0000.0000.007 (4)
N20.017 (3)0.018 (3)0.024 (3)0.0000.001 (3)0.000
N10.059 (6)0.023 (4)0.069 (7)0.0000.0000.001 (5)
O10.020 (3)0.016 (3)0.051 (4)0.0000.0000.007 (3)
O1W0.035 (5)0.022 (5)0.030 (5)0.0000.0000.000
O20.100 (7)0.028 (3)0.041 (4)0.0000.0000.011 (3)
O30.154 (11)0.030 (4)0.086 (7)0.0000.0000.028 (5)
O40.099 (7)0.018 (3)0.080 (6)0.0000.0000.006 (4)
Geometric parameters (Å, º) top
Cu1—O1i1.962 (5)C2—C31.384 (12)
Cu1—O11.962 (5)C2—H2A0.9600
Cu1—N2i2.101 (6)C8—N21.469 (10)
Cu1—N22.101 (6)C8—C8iii1.534 (16)
Cu1—O1W2.248 (10)C8—H8B0.9700
C9—N21.508 (7)C8—H8C0.9700
C9—C9ii1.537 (11)C3—C41.359 (14)
C9—H9A0.9700C3—H3A0.9601
C9—H9B0.9700C4—C51.368 (13)
C1—C21.365 (13)C4—N11.466 (11)
C1—C61.396 (14)C5—H5A0.9600
C1—C71.519 (11)N2—C9iv1.508 (7)
C6—C51.398 (13)N1—O31.219 (14)
C6—H6A0.9599N1—O41.220 (12)
C7—O21.221 (12)O1W—H1W0.78 (9)
C7—O11.269 (12)
O1i—Cu1—O1160.6 (4)C3—C2—H2A119.5
O1i—Cu1—N2i90.11 (4)N2—C8—C8iii111.7 (4)
O1—Cu1—N2i90.11 (4)N2—C8—H8B109.3
O1i—Cu1—N290.11 (4)C8iii—C8—H8B109.3
O1—Cu1—N290.11 (4)N2—C8—H8C109.3
N2i—Cu1—N2178.7 (4)C8iii—C8—H8C109.3
O1i—Cu1—O1W99.68 (19)H8B—C8—H8C108.0
O1—Cu1—O1W99.68 (19)C4—C3—C2119.2 (9)
N2i—Cu1—O1W89.3 (2)C4—C3—H3A120.1
N2—Cu1—O1W89.3 (2)C2—C3—H3A120.7
N2—C9—C9ii111.0 (3)C3—C4—C5121.0 (8)
N2—C9—H9A109.4C3—C4—N1120.4 (9)
C9ii—C9—H9A109.4C5—C4—N1118.6 (9)
N2—C9—H9B109.4C4—C5—C6120.3 (9)
C9ii—C9—H9B109.4C4—C5—H5A119.8
H9A—C9—H9B108.0C6—C5—H5A119.9
C2—C1—C6119.4 (8)C8—N2—C9iv108.5 (4)
C2—C1—C7120.7 (9)C8—N2—C9108.5 (4)
C6—C1—C7119.9 (8)C9iv—N2—C9105.9 (6)
C1—C6—C5118.7 (9)C8—N2—Cu1111.0 (5)
C1—C6—H6A120.2C9iv—N2—Cu1111.3 (3)
C5—C6—H6A121.1C9—N2—Cu1111.3 (3)
O2—C7—O1126.3 (8)O3—N1—O4122.9 (9)
O2—C7—C1119.7 (9)O3—N1—C4118.2 (9)
O1—C7—C1113.9 (9)O4—N1—C4118.8 (10)
C1—C2—C3121.4 (9)C7—O1—Cu1135.9 (6)
C1—C2—H2A119.1Cu1—O1W—H1W118 (8)
C2—C1—C6—C50.000 (7)O1i—Cu1—N2—C880.32 (19)
C7—C1—C6—C5180.000 (5)O1—Cu1—N2—C880.32 (19)
C2—C1—C7—O20.000 (7)O1W—Cu1—N2—C8180.0
C6—C1—C7—O2180.000 (5)O1i—Cu1—N2—C9iv40.7 (5)
C2—C1—C7—O1180.000 (5)O1—Cu1—N2—C9iv158.6 (5)
C6—C1—C7—O10.000 (6)O1W—Cu1—N2—C9iv59.0 (4)
C6—C1—C2—C30.000 (6)O1i—Cu1—N2—C9158.6 (5)
C7—C1—C2—C3180.000 (5)O1—Cu1—N2—C940.7 (5)
C1—C2—C3—C40.000 (6)O1W—Cu1—N2—C959.0 (4)
C2—C3—C4—C50.000 (6)C3—C4—N1—O3180.000 (6)
C2—C3—C4—N1180.000 (5)C5—C4—N1—O30.000 (7)
C3—C4—C5—C60.000 (7)C3—C4—N1—O40.000 (6)
N1—C4—C5—C6180.000 (5)C5—C4—N1—O4180.000 (5)
C1—C6—C5—C40.000 (7)O2—C7—O1—Cu10.000 (8)
C8iii—C8—N2—C9iv57.3 (4)C1—C7—O1—Cu1180.000 (4)
C8iii—C8—N2—C957.3 (4)O1i—Cu1—O1—C70.000 (10)
C8iii—C8—N2—Cu1180.0N2i—Cu1—O1—C790.66 (19)
C9ii—C9—N2—C856.9 (5)N2—Cu1—O1—C790.66 (19)
C9ii—C9—N2—C9iv59.5 (6)O1W—Cu1—O1—C7180.000 (7)
Symmetry codes: (i) x+1/2, y+3/2, z; (ii) x1/2, y, z; (iii) x1/2, y+3/2, z; (iv) x, y+3/2, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1W···O2v0.78 (9)1.94 (10)2.722 (8)175 (11)
Symmetry code: (v) x, y, z+1.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds