Literature DB >> 21579939

Aqua-[4-chloro-2-(2-pyridylmethyl-imino-meth-yl)phenolato]copper(II) nitrate monohydrate.

Qing Liang1, Xiaodan Chen, Huaihong Zhang, Zhihong Zou.   

Abstract

In the title mononuclear complex, [Cu(C(13)H(10)ClN(2)O)(H(2)O)]-NO(3)·H(2)O, the Cu(II) atom is four-coordinated by two N atoms and one O atom of the tridentate Schiff base ligand and one O atom from the coordinated water mol-ecule in a slightly distorted square-planar configuration. The nitrate ion inter-acts with the copper center [Cu1⋯O3 = 2.579 (4) Å]. In the crystal, the cations, anions and water mol-ecules are linked by O-H⋯O and O-H⋯N hydrogen bonds.

Entities:  

Year:  2009        PMID： 21579939      PMCID： PMC2980213          DOI： 10.1107/S1600536809052350

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For the role of copper proteins in fundamental biological processes, see: Arnesano et al. (2004 ▶). For the chemistry of copper compounds, see: Bosnich (1968 ▶); Costes et al. (1995 ▶); Downing & Urbach (1969 ▶); Ganeshpure et al. (1996 ▶). For related structures, see: Sun et al. (2005 ▶); You et al. (2004 ▶).

Experimental

Crystal data

[Cu(C13H10ClN2O)(H2O)]NO3·H2O M = 407.26 Triclinic, a = 7.892 (2) Å b = 8.9741 (12) Å c = 11.8929 (15) Å α = 106.841 (2)° β = 102.198 (1)° γ = 92.897 (1)° V = 782.3 (2) Å3 Z = 2 Mo Kα radiation μ = 1.60 mm−1 T = 298 K 0.47 × 0.41 × 0.30 mm

Data collection

Rigaku SCXmini diffractometer Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.520, T max = 0.645 4114 measured reflections 2714 independent reflections 2280 reflections with I > 2σ(I) R int = 0.016

Refinement

R[F 2 > 2σ(F 2)] = 0.030 wR(F 2) = 0.074 S = 1.06 2714 reflections 218 parameters 1 restraint H-atom parameters constrained Δρmax = 0.40 e Å−3 Δρmin = −0.39 e Å−3 Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXTL. Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809052350/zq2021sup1.cif Structure factors: contains datablocks I. DOI: 10.1107/S1600536809052350/zq2021Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Cu(C13H10ClN2O)(H2O)]NO3·H2OZ = 2
Mr = 407.26F(000) = 414
Triclinic, P1Dx = 1.729 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.892 (2) ÅCell parameters from 13380 reflections
b = 8.9741 (12) Åθ = 1.8–25.0°
c = 11.8929 (15) ŵ = 1.60 mm−1
α = 106.841 (2)°T = 298 K
β = 102.198 (1)°Prism, dark blue
γ = 92.897 (1)°0.47 × 0.41 × 0.30 mm
V = 782.3 (2) Å3
Rigaku SCXmini diffractometer2714 independent reflections
Radiation source: Rotating Anode2280 reflections with I > 2σ(I)
graphiteRint = 0.016
Detector resolution: 8.192 pixels mm-1θmax = 25.0°, θmin = 1.8°
ω scansh = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)k = −8→10
Tmin = 0.520, Tmax = 0.645l = −13→14
4114 measured reflections
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.030H-atom parameters constrained
wR(F2) = 0.074w = 1/[σ2(Fo2) + (0.0271P)2 + 0.5072P] where P = (Fo2 + 2Fc2)/3
S = 1.06(Δ/σ)max = 0.001
2714 reflectionsΔρmax = 0.40 e Å−3
218 parametersΔρmin = −0.39 e Å−3
1 restraintExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0320 (19)
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.
xyzUiso*/Ueq
Cu10.19716 (5)0.40689 (4)0.59865 (3)0.03271 (17)
Cl10.01878 (15)0.28462 (12)−0.04586 (8)0.0556 (3)
N10.2799 (3)0.5546 (3)0.5259 (2)0.0322 (6)
N20.3181 (3)0.5696 (3)0.7513 (2)0.0329 (6)
N30.4694 (4)0.1517 (4)0.6974 (3)0.0448 (7)
O10.0888 (3)0.2574 (2)0.44856 (19)0.0391 (6)
O20.0886 (3)0.2783 (3)0.6801 (2)0.0380 (6)
H2A0.16810.22700.70490.046*
H2B0.00400.21040.63500.046*
O30.4553 (4)0.2453 (3)0.6385 (3)0.0632 (8)
O40.5942 (5)0.0744 (5)0.6999 (4)0.0921 (12)
O50.3572 (3)0.1310 (3)0.7528 (2)0.0513 (7)
O60.8275 (3)0.0554 (3)0.5520 (2)0.0496 (7)
H6A0.8662−0.03260.54620.059*
H6B0.75570.06500.59700.059*
C10.2497 (4)0.5376 (4)0.4119 (3)0.0322 (7)
H10.29420.61910.38880.039*
C20.1531 (4)0.4032 (4)0.3176 (3)0.0304 (7)
C30.0765 (4)0.2710 (4)0.3398 (3)0.0323 (7)
C4−0.0198 (5)0.1487 (4)0.2394 (3)0.0381 (8)
H4−0.07260.06180.25200.046*
C5−0.0380 (5)0.1543 (4)0.1237 (3)0.0395 (8)
H5−0.10280.07220.05890.047*
C60.0411 (5)0.2835 (4)0.1032 (3)0.0375 (8)
C70.1338 (4)0.4054 (4)0.1972 (3)0.0377 (8)
H70.18500.49110.18220.045*
C80.3778 (5)0.7018 (4)0.6111 (3)0.0382 (8)
H8A0.31380.78910.60300.046*
H8B0.49010.71840.59280.046*
C90.4047 (4)0.6945 (4)0.7380 (3)0.0328 (7)
C100.5091 (5)0.8088 (4)0.8357 (3)0.0420 (9)
H100.56970.89270.82430.050*
C110.5229 (5)0.7975 (4)0.9502 (3)0.0455 (9)
H110.59380.87291.01710.055*
C120.4294 (5)0.6720 (4)0.9639 (3)0.0458 (9)
H120.43400.66341.04050.055*
C130.3297 (5)0.5603 (4)0.8633 (3)0.0417 (9)
H130.26820.47550.87300.050*
U11U22U33U12U13U23
Cu10.0408 (3)0.0262 (2)0.0313 (2)−0.00137 (16)0.00910 (17)0.00954 (17)
Cl10.0840 (8)0.0510 (6)0.0315 (5)0.0041 (5)0.0125 (5)0.0137 (4)
N10.0379 (16)0.0245 (14)0.0342 (15)−0.0011 (11)0.0080 (12)0.0102 (12)
N20.0406 (16)0.0255 (14)0.0325 (15)0.0042 (12)0.0070 (12)0.0101 (12)
N30.0422 (19)0.0434 (18)0.0477 (19)−0.0011 (15)0.0108 (15)0.0134 (15)
O10.0565 (15)0.0288 (12)0.0320 (13)−0.0077 (11)0.0110 (11)0.0112 (10)
O20.0428 (14)0.0348 (13)0.0371 (13)−0.0023 (10)0.0100 (10)0.0131 (11)
O30.0651 (19)0.0525 (17)0.093 (2)0.0078 (14)0.0379 (17)0.0412 (17)
O40.071 (2)0.121 (3)0.132 (3)0.050 (2)0.055 (2)0.083 (3)
O50.0485 (16)0.0679 (18)0.0474 (15)0.0065 (13)0.0170 (13)0.0288 (14)
O60.0546 (16)0.0384 (14)0.0572 (16)−0.0014 (12)0.0160 (13)0.0162 (13)
C10.0331 (18)0.0297 (17)0.0395 (19)0.0029 (14)0.0115 (14)0.0174 (15)
C20.0323 (17)0.0266 (16)0.0342 (17)0.0037 (13)0.0081 (14)0.0119 (14)
C30.0364 (18)0.0289 (17)0.0338 (18)0.0060 (14)0.0105 (14)0.0111 (14)
C40.046 (2)0.0278 (18)0.0387 (19)−0.0032 (15)0.0114 (16)0.0083 (15)
C50.044 (2)0.0333 (19)0.0356 (19)0.0023 (16)0.0081 (15)0.0043 (15)
C60.045 (2)0.0371 (19)0.0306 (18)0.0078 (16)0.0102 (15)0.0099 (16)
C70.042 (2)0.0374 (19)0.0407 (19)0.0049 (16)0.0134 (15)0.0194 (16)
C80.045 (2)0.0274 (17)0.0402 (19)−0.0051 (15)0.0077 (16)0.0113 (15)
C90.0339 (18)0.0261 (17)0.0377 (18)0.0064 (14)0.0072 (14)0.0091 (15)
C100.043 (2)0.0322 (19)0.046 (2)−0.0008 (16)0.0046 (16)0.0095 (17)
C110.051 (2)0.037 (2)0.038 (2)0.0044 (17)−0.0016 (17)0.0046 (17)
C120.062 (3)0.039 (2)0.0327 (19)0.0069 (18)0.0041 (17)0.0095 (17)
C130.054 (2)0.0351 (19)0.0377 (19)0.0024 (17)0.0105 (17)0.0140 (16)
Cu1—O11.889 (2)C2—C31.421 (4)
Cu1—N11.936 (3)C3—C41.407 (4)
Cu1—O21.975 (2)C4—C51.368 (5)
Cu1—N21.982 (3)C4—H40.9300
Cl1—C61.747 (3)C5—C61.396 (5)
N1—C11.288 (4)C5—H50.9300
N1—C81.469 (4)C6—C71.359 (5)
N2—C131.343 (4)C7—H70.9300
N2—C91.349 (4)C8—C91.500 (4)
N3—O41.233 (4)C8—H8A0.9700
N3—O31.236 (4)C8—H8B0.9700
N3—O51.247 (4)C9—C101.379 (4)
O1—C31.318 (4)C10—C111.376 (5)
O2—H2A0.8500C10—H100.9300
O2—H2B0.8500C11—C121.383 (5)
O6—H6A0.8500C11—H110.9300
O6—H6B0.8499C12—C131.372 (5)
C1—C21.433 (4)C12—H120.9300
C1—H10.9300C13—H130.9300
C2—C71.414 (4)
O1—Cu1—N193.94 (10)C3—C4—H4119.1
O1—Cu1—O288.85 (9)C4—C5—C6119.9 (3)
N1—Cu1—O2171.60 (10)C4—C5—H5120.1
O1—Cu1—N2176.81 (10)C6—C5—H5120.1
N1—Cu1—N282.98 (11)C7—C6—C5120.6 (3)
O2—Cu1—N294.32 (10)C7—C6—Cl1120.8 (3)
C1—N1—C8118.5 (3)C5—C6—Cl1118.5 (3)
C1—N1—Cu1125.9 (2)C6—C7—C2120.6 (3)
C8—N1—Cu1115.6 (2)C6—C7—H7119.7
C13—N2—C9118.7 (3)C2—C7—H7119.7
C13—N2—Cu1125.8 (2)N1—C8—C9109.7 (3)
C9—N2—Cu1115.3 (2)N1—C8—H8A109.7
O4—N3—O3120.0 (3)C9—C8—H8A109.7
O4—N3—O5118.9 (3)N1—C8—H8B109.7
O3—N3—O5121.1 (3)C9—C8—H8B109.7
C3—O1—Cu1127.6 (2)H8A—C8—H8B108.2
Cu1—O2—H2A105.5N2—C9—C10121.7 (3)
Cu1—O2—H2B115.4N2—C9—C8115.8 (3)
H2A—O2—H2B106.1C10—C9—C8122.5 (3)
H6A—O6—H6B107.8C11—C10—C9119.5 (3)
N1—C1—C2125.3 (3)C11—C10—H10120.3
N1—C1—H1117.3C9—C10—H10120.3
C2—C1—H1117.3C10—C11—C12118.7 (3)
C7—C2—C3119.4 (3)C10—C11—H11120.6
C7—C2—C1117.3 (3)C12—C11—H11120.6
C3—C2—C1123.4 (3)C13—C12—C11119.4 (3)
O1—C3—C4118.5 (3)C13—C12—H12120.3
O1—C3—C2123.8 (3)C11—C12—H12120.3
C4—C3—C2117.7 (3)N2—C13—C12122.1 (3)
C5—C4—C3121.8 (3)N2—C13—H13119.0
C5—C4—H4119.1C12—C13—H13119.0
O1—Cu1—N1—C12.8 (3)O1—C3—C4—C5−179.8 (3)
O2—Cu1—N1—C1−106.3 (7)C2—C3—C4—C51.0 (5)
N2—Cu1—N1—C1−178.0 (3)C3—C4—C5—C60.3 (5)
O1—Cu1—N1—C8179.4 (2)C4—C5—C6—C7−1.1 (5)
O2—Cu1—N1—C870.3 (8)C4—C5—C6—Cl1178.7 (3)
N2—Cu1—N1—C8−1.4 (2)C5—C6—C7—C20.5 (5)
O1—Cu1—N2—C13−163.3 (19)Cl1—C6—C7—C2−179.3 (3)
N1—Cu1—N2—C13−178.8 (3)C3—C2—C7—C60.8 (5)
O2—Cu1—N2—C139.1 (3)C1—C2—C7—C6−178.7 (3)
O1—Cu1—N2—C912 (2)C1—N1—C8—C9−177.7 (3)
N1—Cu1—N2—C9−3.5 (2)Cu1—N1—C8—C95.5 (4)
O2—Cu1—N2—C9−175.5 (2)C13—N2—C9—C102.4 (5)
N1—Cu1—O1—C3−3.4 (3)Cu1—N2—C9—C10−173.3 (3)
O2—Cu1—O1—C3168.7 (3)C13—N2—C9—C8−176.7 (3)
N2—Cu1—O1—C3−19 (2)Cu1—N2—C9—C87.6 (4)
C8—N1—C1—C2−178.5 (3)N1—C8—C9—N2−8.4 (4)
Cu1—N1—C1—C2−2.0 (5)N1—C8—C9—C10172.5 (3)
N1—C1—C2—C7−179.8 (3)N2—C9—C10—C11−1.4 (5)
N1—C1—C2—C30.7 (5)C8—C9—C10—C11177.7 (3)
Cu1—O1—C3—C4−176.1 (2)C9—C10—C11—C12−0.8 (5)
Cu1—O1—C3—C23.1 (5)C10—C11—C12—C131.8 (6)
C7—C2—C3—O1179.3 (3)C9—N2—C13—C12−1.3 (5)
C1—C2—C3—O1−1.2 (5)Cu1—N2—C13—C12173.9 (3)
C7—C2—C3—C4−1.5 (5)C11—C12—C13—N2−0.8 (6)
C1—C2—C3—C4178.0 (3)
D—H···AD—HH···AD···AD—H···A
O2—H2a···O50.851.8292.676 (4)173.17
O2—H2a···N30.852.5173.253 (4)145.46
O2—H2a···O30.852.573.052 (4)117.12
O2—H2b···O6i0.851.8112.657 (4)173.63
O6—H6a···O1ii0.852.0832.915 (3)165.91
O6—H6b···O40.851.9342.782 (5)176.61
Cu1—O11.889 (2)
Cu1—N11.936 (3)
Cu1—O21.975 (2)
Cu1—N21.982 (3)
O1—Cu1—N193.94 (10)
O1—Cu1—O288.85 (9)
N1—Cu1—O2171.60 (10)
O1—Cu1—N2176.81 (10)
N1—Cu1—N282.98 (11)
O2—Cu1—N294.32 (10)
Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯AD—HH⋯AD⋯AD—H⋯A
O2—H2a⋯O50.851.832.676 (4)173
O2—H2a⋯N30.852.523.253 (4)146
O2—H2a⋯O30.852.573.052 (4)117
O2—H2b⋯O6i0.851.812.657 (4)174
O6—H6a⋯O1ii0.852.082.915 (3)166
O6—H6b⋯O40.851.932.782 (5)177

Symmetry codes: (i) ; (ii) .

  1 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290
  1 in total
  1 in total

1.  A second polymorph of aqua-{4-chloro-2-[(pyridin-2-ylmeth-yl)imino-meth-yl]-phenolato}copper(II) nitrate mono-hydrate.

Authors:  Jing Yu
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2012-02-10
  1 in total

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