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The metal atom in the title compound, [Cu(C7H5O3)2(C3H4N2)2], is coordinated by two O atoms (from two carboxyl­ate anions) and two N atoms (from two N-heterocycles) in a square-planar geometry; it occupies a special position of site symmetry \overline{1}. Above and below the square are the hydroxy O atoms of adjacent mol­ecules. This weak inter­action [2.646 (2) Å] leads to the formation of a linear chain; the chains are consolidated into a layer through hydrogen bonds.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806047878/xu2166sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806047878/xu2166Isup2.hkl
Contains datablock I

CCDC reference: 630532

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.041
  • wR factor = 0.132
  • Data-to-parameter ratio = 15.2

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.22 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Ra O3 -H3O 1.555 1.555 PLAT731_ALERT_1_C Bond Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Ra N2 -H2N 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Ra O3 -H3O 1.555 1.555 PLAT735_ALERT_1_C D-H Calc 0.85(3), Rep 0.850(10) ...... 3.00 su-Ra N2 -H2N 1.555 1.555 PLAT736_ALERT_1_C H...A Calc 1.76(3), Rep 1.760(10) ...... 3.00 su-Ra H3O -O2 1.555 1.556
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 5 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 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: APEX2 software (Bruker, 2004); cell refinement: SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: Difference Fourier synthesis, with Cu1 at (1/2, 1/2, 1/2); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2006).

(I) top
Crystal data top
[Cu(C7H5O3)2(C3H4N2)2]F(000) = 486
Mr = 473.92Dx = 1.573 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3090 reflections
a = 9.299 (1) Åθ = 2.7–29.0°
b = 13.333 (1) ŵ = 1.14 mm1
c = 8.078 (1) ÅT = 295 K
β = 92.196 (1)°Block, blue
V = 1000.80 (18) Å30.32 × 0.22 × 0.13 mm
Z = 2
Data collection top
Bruker APEX2 area-detector
diffractometer
2281 independent reflections
Radiation source: fine-focus sealed tube1859 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.047
φ and ω scansθmax = 27.5°, θmin = 2.7°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1211
Tmin = 0.712, Tmax = 0.866k = 1017
6475 measured reflectionsl = 1010
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)] = 0.041Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.132H atoms treated by a mixture of independent and constrained refinement
S = 1.09 w = 1/[σ2(Fo2) + (0.0767P)2 + 0.451P]
where P = (Fo2 + 2Fc2)/3
2281 reflections(Δ/σ)max = 0.001
150 parametersΔρmax = 1.00 e Å3
2 restraintsΔρmin = 0.45 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cu10.50000.50000.50000.0278 (2)
O10.6093 (2)0.5471 (1)0.7003 (2)0.0332 (4)
O20.8294 (2)0.5635 (2)0.6012 (2)0.0518 (6)
O30.7265 (2)0.5086 (2)1.3120 (3)0.0397 (5)
N10.5549 (2)0.3608 (2)0.5588 (3)0.0310 (5)
N20.5375 (3)0.2049 (2)0.6409 (3)0.0407 (6)
C10.7452 (3)0.5632 (2)0.7165 (3)0.0303 (5)
C20.8028 (3)0.5819 (2)0.8897 (3)0.0266 (5)
C30.7332 (3)0.5418 (2)1.0247 (3)0.0277 (5)
C40.7913 (3)0.5551 (2)1.1839 (3)0.0281 (5)
C50.9152 (3)0.6114 (2)1.2093 (3)0.0392 (7)
C60.9825 (4)0.6523 (3)1.0748 (4)0.0486 (8)
C70.9288 (3)0.6365 (2)0.9157 (3)0.0394 (7)
C80.6895 (3)0.3247 (2)0.6034 (4)0.0436 (7)
C90.6793 (3)0.2285 (2)0.6554 (4)0.0449 (7)
C100.4670 (3)0.2858 (2)0.5827 (4)0.0396 (6)
H30.64790.50611.00790.033*
H50.95310.62181.31610.047*
H61.06510.69081.09220.058*
H70.97670.66220.82620.047*
H80.77470.36100.59860.052*
H90.75410.18720.69330.054*
H100.36810.28850.56190.047*
H3o0.770 (4)0.525 (3)1.402 (3)0.06 (1)*
H2n0.495 (4)0.152 (2)0.673 (5)0.06 (1)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0357 (3)0.0247 (3)0.0220 (3)0.0007 (2)0.0136 (2)0.0012 (2)
O10.038 (1)0.036 (1)0.024 (1)0.003 (1)0.014 (1)0.006 (1)
O20.056 (1)0.083 (2)0.017 (1)0.014 (1)0.000 (1)0.004 (1)
O30.043 (1)0.056 (1)0.020 (1)0.011 (1)0.00 (1)0.004 (1)
N10.037 (1)0.028 (1)0.027 (1)0.001 (1)0.006 (1)0.002 (1)
N20.046 (1)0.031 (1)0.045 (1)0.002 (1)0.002 (1)0.009 (1)
C10.041 (1)0.031 (1)0.019 (1)0.002 (1)0.007 (1)0.001 (1)
C20.031 (1)0.032 (1)0.016 (1)0.001 (1)0.006 (1)0.001 (1)
C30.027 (1)0.035 (1)0.021 (1)0.005 (1)0.005 (1)0.002 (1)
C40.030 (1)0.036 (1)0.019 (1)0.000 (1)0.002 (1)0.001 (1)
C50.041 (2)0.058 (2)0.018 (1)0.012 (1)0.008 (1)0.004 (1)
C60.044 (2)0.072 (2)0.030 (2)0.029 (2)0.006 (1)0.002 (1)
C70.041 (2)0.056 (2)0.021 (1)0.016 (1)0.000 (1)0.002 (1)
C80.036 (2)0.038 (2)0.056 (2)0.003 (1)0.013 (1)0.007 (1)
C90.044 (2)0.036 (2)0.053 (2)0.006 (1)0.012 (1)0.009 (1)
C100.035 (1)0.034 (1)0.049 (2)0.000 (1)0.004 (1)0.006 (1)
Geometric parameters (Å, º) top
Cu1—N11.978 (2)C2—C31.396 (3)
Cu1—N1i1.978 (2)C3—C41.387 (3)
Cu1—O11.980 (2)C4—C51.384 (4)
Cu1—O1i1.980 (2)C5—C61.386 (4)
Cu1—O3ii2.646 (2)C6—C71.377 (4)
Cu1—O3iii2.646 (2)C8—C91.354 (4)
O1—C11.284 (3)O3—H3o0.85 (1)
O2—C11.239 (3)N2—H2n0.85 (1)
O3—C41.366 (3)C3—H30.93
N1—C101.310 (4)C5—H50.93
N1—C81.376 (4)C6—H60.93
N2—C101.338 (4)C7—H70.93
N2—C91.357 (4)C8—H80.93
C1—C21.500 (3)C9—H90.93
C2—C71.388 (4)C10—H100.93
N1—Cu1—N1i180O3—C4—C5121.5 (2)
N1—Cu1—O189.0 (1)O3—C4—C3118.5 (2)
N1—Cu1—O1i91.1 (1)C5—C4—C3119.9 (2)
N1—Cu1—O3ii88.52 (1)C4—C5—C6119.7 (2)
N1—Cu1—O3iii91.5 (1)C7—C6—C5120.8 (3)
N1i—Cu1—O191.1 (1)C6—C7—C2119.7 (2)
N1i—Cu1—O1i89.0 (1)C9—C8—N1109.8 (3)
O1—Cu1—O1i180C8—C9—N2105.8 (3)
N1i—Cu1—O3iii88.52 (8)N1—C10—N2111.6 (3)
O1—Cu1—O3iii86.55 (7)C4—O3—H3o109 (3)
O1i—Cu1—O3iii93.45 (7)C10—N2—H2n123 (3)
N1i—Cu1—O3ii91.48 (8)C9—N2—H2n129 (3)
O1—Cu1—O3ii93.45 (7)C4—C3—H3120.0
O1i—Cu1—O3ii86.55 (7)C2—C3—H3120.0
O3iii—Cu1—O3ii180.0C4—C5—H5120.1
C1—O1—Cu1127.5 (2)C6—C5—H5120.1
C10—N1—C8105.1 (2)C7—C6—H6119.6
C10—N1—Cu1126.5 (2)C5—C6—H6119.6
C8—N1—Cu1127.9 (2)C6—C7—H7120.1
C10—N2—C9107.7 (2)C2—C7—H7120.1
O2—C1—O1124.9 (2)C9—C8—H8125.1
O2—C1—C2119.1 (2)N1—C8—H8125.1
O1—C1—C2115.9 (2)C8—C9—H9127.1
C7—C2—C3119.7 (2)N2—C9—H9127.1
C7—C2—C1119.9 (2)N1—C10—H10124.2
C3—C2—C1120.4 (2)N2—C10—H10124.2
C4—C3—C2120.0 (2)
N1i—Cu1—O1—C197.3 (2)C7—C2—C3—C41.0 (4)
N1—Cu1—O1—C182.7 (2)C1—C2—C3—C4176.7 (2)
O3iii—Cu1—O1—C1174.3 (2)C2—C3—C4—O3175.1 (2)
O3ii—Cu1—O1—C15.7 (2)C2—C3—C4—C52.4 (4)
O1—Cu1—N1—C10122.8 (3)O3—C4—C5—C6176.0 (3)
O1i—Cu1—N1—C1057.2 (3)C3—C4—C5—C61.5 (4)
O3iii—Cu1—N1—C1036.3 (3)C4—C5—C6—C70.9 (5)
O3ii—Cu1—N1—C10143.7 (3)C5—C6—C7—C22.3 (5)
O1—Cu1—N1—C848.2 (3)C3—C2—C7—C61.3 (4)
O1i—Cu1—N1—C8131.8 (3)C1—C2—C7—C6179.0 (3)
O3iii—Cu1—N1—C8134.7 (3)C10—N1—C8—C90.7 (4)
O3ii—Cu1—N1—C845.3 (3)Cu1—N1—C8—C9171.8 (2)
Cu1—O1—C1—O29.4 (4)N1—C8—C9—N20.7 (4)
Cu1—O1—C1—C2170.1 (2)C10—N2—C9—C80.4 (4)
O2—C1—C2—C725.4 (4)C8—N1—C10—N20.5 (4)
O1—C1—C2—C7155.1 (3)Cu1—N1—C10—N2172.2 (2)
O2—C1—C2—C3152.3 (3)C9—N2—C10—N10.1 (4)
O1—C1—C2—C327.2 (3)
Symmetry codes: (i) x+1, y+1, z+1; (ii) x, y, z1; (iii) x+1, y+1, z+2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3o···O2iv0.85 (1)1.76 (1)2.596 (3)170 (4)
N2—H2n···O1v0.85 (1)2.01 (2)2.841 (3)166 (4)
Symmetry codes: (iv) x, y, z+1; (v) x+1, y1/2, z+3/2.
 

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