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The reaction between the ligand N-(2-carboxy­benzometh­yl)-β-alanine (H2cbal), obtained by reducing the Schiff base N-(2-carboxy­benzoimine)-β-alanine, and copper(II) perchlorate afforded a copper(II) complex, {[Cu2(C11H11NO4)2(CH3CN)2](ClO4)2·2CH3CN}n, with an extended three-dimensional framework. The copper(II) ions are in a distorted square-pyramidal geometry in an O4N coordination environment. There is a centre of inversion at the mid-point of the Cu...Cu vector.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680602839X/bt2146sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680602839X/bt2146Isup2.hkl
Contains datablock I

CCDC reference: 618141

Key indicators

  • Single-crystal X-ray study
  • T = 110 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.032
  • wR factor = 0.080
  • Data-to-parameter ratio = 28.2

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 2.00 Ratio PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.67 Ratio PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.14 Ratio
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 3 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 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.

Poly[[bis(acetonitrile-κN)bis{µ-2-[(2- carboxylatoethyl)ammoniomethyl]benzoato}copper(II)] bis(perchlorate) acetonitrile disolvate] top
Crystal data top
[Cu2(C11H11NO4)2(C2H3N)2](ClO4)2·2C2H3NDx = 1.616 Mg m3
Mr = 934.65Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, PbcaCell parameters from 7434 reflections
a = 16.7083 (8) Åθ = 2.4–28.1°
b = 10.9160 (5) ŵ = 1.33 mm1
c = 21.0628 (10) ÅT = 110 K
V = 3841.6 (3) Å3Irregular fragment, green
Z = 40.14 × 0.11 × 0.10 mm
F(000) = 1912
Data collection top
Bruker SMART CCD area-detector
diffractometer
7198 independent reflections
Radiation source: fine-focus sealed tube5483 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.048
φ and ω scansθmax = 32.9°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 2525
Tmin = 0.839, Tmax = 0.882k = 1416
100962 measured reflectionsl = 3132
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)] = 0.032Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.080H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0325P)2 + 2.734P]
where P = (Fo2 + 2Fc2)/3
7198 reflections(Δ/σ)max = 0.001
255 parametersΔρmax = 0.53 e Å3
0 restraintsΔρmin = 0.45 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*/Ueq
Cu10.056932 (9)0.568201 (16)0.474392 (8)0.01104 (5)
Cl10.20735 (2)0.98658 (3)0.217303 (17)0.01842 (7)
O10.05740 (6)0.65792 (10)0.55584 (5)0.0165 (2)
O20.04233 (6)0.54501 (10)0.59675 (5)0.0171 (2)
O30.36955 (6)0.94838 (10)0.51213 (5)0.0183 (2)
O40.46636 (6)0.83199 (10)0.55576 (5)0.0178 (2)
O50.16689 (10)0.95366 (14)0.27470 (7)0.0406 (4)
O60.27323 (8)0.90383 (12)0.20601 (7)0.0350 (3)
O70.23720 (7)1.11037 (11)0.22273 (6)0.0248 (2)
O80.15320 (7)0.97958 (12)0.16390 (6)0.0288 (3)
N10.15502 (8)0.66760 (13)0.42811 (6)0.0203 (3)
N20.19004 (7)0.77705 (12)0.61363 (6)0.0151 (2)
H2A0.21480.76780.65240.018*
H2B0.17750.69880.60650.018*
N30.12257 (18)1.0343 (2)0.47627 (11)0.0646 (7)
C10.00775 (8)0.63137 (13)0.59956 (6)0.0128 (2)
C20.00777 (8)0.70609 (13)0.65918 (6)0.0125 (2)
C30.05971 (8)0.80532 (13)0.67011 (7)0.0140 (2)
C40.05739 (9)0.86475 (15)0.72883 (7)0.0192 (3)
H4A0.09360.93000.73690.023*
C50.00329 (10)0.83055 (16)0.77578 (7)0.0227 (3)
H5B0.00230.87230.81540.027*
C60.04927 (9)0.73476 (16)0.76411 (7)0.0212 (3)
H6B0.08710.71150.79550.025*
C70.04656 (8)0.67308 (14)0.70668 (7)0.0157 (3)
H7B0.08240.60700.69940.019*
C80.11707 (8)0.85580 (14)0.62143 (7)0.0157 (3)
H8B0.08930.86260.58010.019*
H8C0.13380.93910.63440.019*
C90.24772 (8)0.83222 (15)0.56741 (7)0.0168 (3)
H9A0.25040.92180.57440.020*
H9B0.22820.81800.52360.020*
C100.33096 (8)0.77763 (14)0.57450 (7)0.0174 (3)
H10A0.34310.76620.62010.021*
H10B0.33240.69620.55390.021*
C110.39399 (8)0.85928 (14)0.54494 (7)0.0146 (3)
C120.20947 (9)0.70235 (15)0.40064 (7)0.0204 (3)
C130.27916 (11)0.7486 (2)0.36618 (9)0.0334 (4)
H13A0.26130.79820.33010.050*
H13B0.31110.67960.35070.050*
H13C0.31180.79920.39460.050*
C140.08635 (13)0.98727 (19)0.43757 (10)0.0350 (4)
C150.04166 (12)0.92501 (18)0.38874 (9)0.0313 (4)
H15A0.07220.85420.37370.047*
H15B0.03200.98130.35330.047*
H15C0.00970.89730.40610.047*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.00897 (7)0.01473 (8)0.00942 (7)0.00078 (6)0.00049 (6)0.00067 (6)
Cl10.01927 (15)0.01715 (16)0.01883 (16)0.00134 (13)0.00148 (13)0.00163 (13)
O10.0161 (5)0.0217 (5)0.0116 (4)0.0047 (4)0.0019 (4)0.0022 (4)
O20.0178 (5)0.0191 (5)0.0144 (5)0.0052 (4)0.0029 (4)0.0026 (4)
O30.0132 (4)0.0232 (6)0.0186 (5)0.0021 (4)0.0001 (4)0.0064 (4)
O40.0128 (4)0.0205 (5)0.0202 (5)0.0006 (4)0.0019 (4)0.0039 (4)
O50.0516 (9)0.0422 (8)0.0281 (7)0.0086 (7)0.0147 (6)0.0114 (6)
O60.0293 (7)0.0273 (7)0.0485 (8)0.0106 (5)0.0037 (6)0.0058 (6)
O70.0296 (6)0.0190 (6)0.0259 (6)0.0060 (5)0.0018 (5)0.0026 (5)
O80.0279 (6)0.0276 (6)0.0308 (6)0.0037 (5)0.0104 (5)0.0003 (5)
N10.0180 (6)0.0208 (6)0.0221 (6)0.0025 (5)0.0009 (5)0.0024 (5)
N20.0113 (5)0.0167 (6)0.0175 (6)0.0019 (4)0.0023 (4)0.0016 (5)
N30.0897 (19)0.0529 (14)0.0512 (13)0.0107 (13)0.0152 (12)0.0077 (11)
C10.0108 (5)0.0156 (6)0.0121 (6)0.0012 (5)0.0019 (4)0.0014 (5)
C20.0110 (5)0.0148 (6)0.0118 (6)0.0013 (5)0.0002 (4)0.0000 (5)
C30.0112 (5)0.0160 (6)0.0148 (6)0.0010 (5)0.0012 (5)0.0005 (5)
C40.0174 (6)0.0196 (7)0.0208 (7)0.0012 (6)0.0013 (5)0.0059 (6)
C50.0235 (7)0.0268 (8)0.0177 (7)0.0005 (6)0.0038 (6)0.0071 (6)
C60.0199 (7)0.0283 (8)0.0155 (7)0.0004 (6)0.0056 (5)0.0018 (6)
C70.0133 (6)0.0188 (7)0.0149 (6)0.0007 (5)0.0012 (5)0.0004 (5)
C80.0136 (6)0.0142 (6)0.0194 (7)0.0005 (5)0.0025 (5)0.0005 (5)
C90.0116 (6)0.0249 (8)0.0140 (6)0.0034 (5)0.0017 (5)0.0035 (5)
C100.0135 (6)0.0184 (7)0.0204 (7)0.0008 (5)0.0038 (5)0.0029 (5)
C110.0135 (6)0.0185 (7)0.0118 (6)0.0019 (5)0.0020 (5)0.0014 (5)
C120.0170 (7)0.0242 (8)0.0198 (7)0.0029 (6)0.0005 (5)0.0019 (6)
C130.0220 (8)0.0479 (12)0.0304 (9)0.0100 (8)0.0077 (7)0.0091 (8)
C140.0438 (11)0.0305 (10)0.0308 (9)0.0002 (9)0.0009 (8)0.0037 (8)
C150.0316 (9)0.0296 (10)0.0328 (9)0.0016 (7)0.0022 (7)0.0057 (8)
Geometric parameters (Å, º) top
Cu1—O2i1.9576 (11)C3—C41.397 (2)
Cu1—O3ii1.9625 (11)C3—C81.508 (2)
Cu1—O4iii1.9698 (10)C4—C51.391 (2)
Cu1—O11.9754 (10)C4—H4A0.9500
Cu1—N12.1940 (13)C5—C61.387 (2)
Cu1—Cu1i2.6458 (3)C5—H5B0.9500
Cl1—O51.4310 (13)C6—C71.385 (2)
Cl1—O61.4437 (13)C6—H6B0.9500
Cl1—O71.4450 (12)C7—H7B0.9500
Cl1—O81.4455 (12)C8—H8B0.9900
O1—C11.2729 (17)C8—H8C0.9900
O2—C11.2619 (17)C9—C101.520 (2)
O2—Cu1i1.9576 (11)C9—H9A0.9900
O3—C111.2611 (18)C9—H9B0.9900
O3—Cu1iv1.9625 (11)C10—C111.514 (2)
O4—C111.2661 (17)C10—H10A0.9900
O4—Cu1v1.9698 (10)C10—H10B0.9900
N1—C121.143 (2)C12—C131.462 (2)
N2—C91.4964 (18)C13—H13A0.9800
N2—C81.5006 (18)C13—H13B0.9800
N2—H2A0.9200C13—H13C0.9800
N2—H2B0.8922C14—C151.441 (3)
N3—C141.138 (3)C15—H15A0.9800
C1—C21.4973 (19)C15—H15B0.9800
C2—C71.3982 (19)C15—H15C0.9800
C2—C31.407 (2)
O2i—Cu1—O3ii88.13 (5)C6—C5—C4119.19 (14)
O2i—Cu1—O4iii90.38 (5)C6—C5—H5B120.4
O3ii—Cu1—O4iii168.54 (4)C4—C5—H5B120.4
O2i—Cu1—O1168.02 (4)C7—C6—C5120.03 (14)
O3ii—Cu1—O188.64 (5)C7—C6—H6B120.0
O4iii—Cu1—O190.51 (5)C5—C6—H6B120.0
O2i—Cu1—N193.74 (5)C6—C7—C2121.38 (14)
O3ii—Cu1—N192.41 (5)C6—C7—H7B119.3
O4iii—Cu1—N199.03 (5)C2—C7—H7B119.3
O1—Cu1—N197.92 (5)N2—C8—C3112.43 (12)
O2i—Cu1—Cu1i82.37 (3)N2—C8—H8B109.1
O3ii—Cu1—Cu1i84.83 (3)C3—C8—H8B109.1
O4iii—Cu1—Cu1i83.70 (3)N2—C8—H8C109.1
O1—Cu1—Cu1i85.86 (3)C3—C8—H8C109.1
N1—Cu1—Cu1i175.28 (4)H8B—C8—H8C107.8
O5—Cl1—O6110.02 (9)N2—C9—C10111.57 (12)
O5—Cl1—O7109.34 (8)N2—C9—H9A109.3
O6—Cl1—O7109.57 (8)C10—C9—H9A109.3
O5—Cl1—O8110.40 (9)N2—C9—H9B109.3
O6—Cl1—O8108.42 (8)C10—C9—H9B109.3
O7—Cl1—O8109.09 (7)H9A—C9—H9B108.0
C1—O1—Cu1120.86 (9)C11—C10—C9111.43 (12)
C1—O2—Cu1i126.17 (9)C11—C10—H10A109.3
C11—O3—Cu1iv122.22 (9)C9—C10—H10A109.3
C11—O4—Cu1v123.06 (10)C11—C10—H10B109.3
C12—N1—Cu1169.63 (14)C9—C10—H10B109.3
C9—N2—C8111.34 (11)H10A—C10—H10B108.0
C9—N2—H2A109.3O3—C11—O4126.12 (13)
C8—N2—H2A109.3O3—C11—C10117.02 (12)
C9—N2—H2B115.3O4—C11—C10116.87 (13)
C8—N2—H2B112.1N1—C12—C13179.0 (2)
H2A—N2—H2B98.6C12—C13—H13A109.5
O2—C1—O1124.63 (13)C12—C13—H13B109.5
O2—C1—C2116.52 (12)H13A—C13—H13B109.5
O1—C1—C2118.85 (12)C12—C13—H13C109.5
C7—C2—C3118.81 (13)H13A—C13—H13C109.5
C7—C2—C1117.35 (12)H13B—C13—H13C109.5
C3—C2—C1123.83 (12)N3—C14—C15178.6 (3)
C4—C3—C2119.03 (13)C14—C15—H15A109.5
C4—C3—C8116.74 (13)C14—C15—H15B109.5
C2—C3—C8124.21 (13)H15A—C15—H15B109.5
C5—C4—C3121.52 (14)C14—C15—H15C109.5
C5—C4—H4A119.2H15A—C15—H15C109.5
C3—C4—H4A119.2H15B—C15—H15C109.5
Symmetry codes: (i) x, y+1, z+1; (ii) x+1/2, y1/2, z; (iii) x1/2, y+3/2, z+1; (iv) x+1/2, y+1/2, z; (v) x+1/2, y+3/2, z+1.
 

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