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The structure of the title complex, [CuCl(pyet)2]Cl [pyet is 2-(2-pyridyl)­ethanol, C7H9NO], consists of a chloride anion and a [Cu(Cl)(pyet)2]+ cation. In the cation, the copper(II) ion possesses a square-pyramidal coordination geometry, with a chloro and two neutral pyet ligands. Each pyet ligand acts as an N,O-bidentate ligand and forms a six-membered chelate ring around the copper(II) ion. The H atoms of the hydroxy groups of the pyet ligands form strong hydrogen bonds with chloride ions, while the phenyl and ethyl­ene H atoms of pyet are involved in weak interactions with both the chloro ligand and chloride ion.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804000157/bt6379sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804000157/bt6379Isup2.hkl
Contains datablock I

CCDC reference: 234793

Key indicators

  • Single-crystal X-ray study
  • T = 133 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.027
  • wR factor = 0.069
  • Data-to-parameter ratio = 23.8

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu - N2 = 5.35 su PLAT480_ALERT_4_C Long H...A H-Bond Reported H22 .. CL2 = 2.87 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H16A .. CL2 = 2.96 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H26B .. CL1 = 2.94 Ang. PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 Cl
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 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 4 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1994); software used to prepare material for publication: SHELXL97.

Chlorobis(2-pyridylethanol)copper(II) chloride top
Crystal data top
[CuCl(C7H9NO)2]·ClF(000) = 780
Mr = 380.74Dx = 1.571 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 7153 reflections
a = 8.7868 (10) Åθ = 2.4–30.5°
b = 8.1911 (10) ŵ = 1.69 mm1
c = 22.718 (3) ÅT = 133 K
β = 100.098 (3)°Prism, dark blue
V = 1609.8 (3) Å30.44 × 0.37 × 0.29 mm
Z = 4
Data collection top
Bruker SMART 1000 CCD
diffractometer
4707 independent reflections
Radiation source: fine-focus sealed tube4445 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.022
Detector resolution: 8.192 pixels mm-1θmax = 30.0°, θmin = 1.8°
ω and φ scansh = 1212
Absorption correction: multi-scan
(SADABS; Bruker, 1999)
k = 1111
Tmin = 0.522, Tmax = 0.612l = 3131
28982 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)] = 0.028Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070H atoms treated by a mixture of independent and constrained refinement
S = 1.11 w = 1/[σ2(Fo2) + (0.0321P)2 + 1.0396P]
where P = (Fo2 + 2Fc2)/3
4707 reflections(Δ/σ)max = 0.001
198 parametersΔρmax = 0.52 e Å3
0 restraintsΔρmin = 0.36 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
Cu0.001974 (18)0.50534 (2)0.389078 (7)0.01667 (5)
Cl10.14613 (4)0.30463 (4)0.440932 (15)0.02251 (7)
Cl20.28208 (4)0.79295 (5)0.267919 (16)0.02459 (8)
N10.19327 (13)0.38510 (15)0.38766 (5)0.0181 (2)
C110.28424 (17)0.42163 (19)0.42771 (6)0.0220 (3)
H110.24940.49990.45800.026*
C120.42703 (17)0.3486 (2)0.42617 (7)0.0253 (3)
H120.48840.37420.45540.030*
C130.47857 (18)0.2375 (2)0.38108 (8)0.0275 (3)
H130.57790.18910.37800.033*
C140.38361 (18)0.19781 (19)0.34059 (7)0.0253 (3)
H140.41660.12020.30990.030*
C150.23963 (16)0.27206 (17)0.34504 (6)0.0195 (2)
C160.13382 (17)0.23478 (17)0.30151 (6)0.0215 (3)
H16A0.17030.13480.27890.026*
H16B0.02850.21320.32390.026*
C170.12709 (18)0.37429 (18)0.25789 (6)0.0228 (3)
H17A0.06690.34050.22700.027*
H17B0.23290.40300.23770.027*
O170.05539 (13)0.51322 (13)0.28981 (5)0.02021 (19)
H170.110 (3)0.586 (3)0.2799 (10)0.033 (6)*
N20.18727 (14)0.63783 (15)0.38573 (5)0.0184 (2)
C210.28529 (16)0.58430 (18)0.35051 (6)0.0210 (3)
H210.26040.48770.32770.025*
C220.42085 (18)0.6656 (2)0.34662 (7)0.0255 (3)
H220.48750.62710.32090.031*
C230.45753 (19)0.8042 (2)0.38084 (8)0.0304 (3)
H230.55130.86080.37970.037*
C240.3566 (2)0.8598 (2)0.41673 (8)0.0293 (3)
H240.38050.95510.44040.035*
C250.21970 (17)0.77515 (18)0.41802 (6)0.0212 (3)
C260.10223 (18)0.8344 (2)0.45355 (7)0.0250 (3)
H26A0.14150.93460.47550.030*
H26B0.08770.75040.48340.030*
C270.05250 (19)0.87111 (19)0.41454 (7)0.0258 (3)
H27A0.12030.92840.43830.031*
H27B0.03720.94300.38100.031*
O270.12351 (13)0.72158 (13)0.39163 (5)0.0214 (2)
H270.174 (3)0.739 (3)0.3616 (11)0.034 (6)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu0.01628 (8)0.01561 (8)0.01800 (9)0.00147 (6)0.00268 (6)0.00032 (6)
Cl10.02092 (15)0.02111 (15)0.02514 (16)0.00123 (12)0.00306 (11)0.00521 (12)
Cl20.02442 (16)0.02354 (16)0.02475 (16)0.00008 (12)0.00139 (12)0.00464 (12)
N10.0174 (5)0.0181 (5)0.0184 (5)0.0006 (4)0.0021 (4)0.0015 (4)
C110.0224 (6)0.0230 (7)0.0208 (6)0.0012 (5)0.0048 (5)0.0018 (5)
C120.0221 (7)0.0255 (7)0.0296 (7)0.0020 (5)0.0086 (5)0.0069 (6)
C130.0193 (6)0.0248 (7)0.0384 (8)0.0028 (5)0.0048 (6)0.0070 (6)
C140.0237 (7)0.0210 (7)0.0296 (7)0.0049 (5)0.0006 (5)0.0010 (5)
C150.0204 (6)0.0163 (6)0.0213 (6)0.0003 (5)0.0020 (5)0.0017 (5)
C160.0258 (6)0.0165 (6)0.0222 (6)0.0008 (5)0.0041 (5)0.0023 (5)
C170.0291 (7)0.0212 (6)0.0177 (6)0.0032 (5)0.0031 (5)0.0029 (5)
O170.0231 (5)0.0176 (5)0.0199 (5)0.0014 (4)0.0035 (4)0.0008 (4)
N20.0193 (5)0.0169 (5)0.0187 (5)0.0011 (4)0.0029 (4)0.0012 (4)
C210.0210 (6)0.0199 (6)0.0222 (6)0.0013 (5)0.0043 (5)0.0013 (5)
C220.0220 (6)0.0253 (7)0.0305 (7)0.0017 (6)0.0078 (5)0.0063 (6)
C230.0250 (7)0.0273 (8)0.0398 (9)0.0072 (6)0.0081 (6)0.0045 (6)
C240.0321 (8)0.0235 (7)0.0322 (8)0.0108 (6)0.0055 (6)0.0022 (6)
C250.0247 (6)0.0195 (6)0.0191 (6)0.0038 (5)0.0031 (5)0.0006 (5)
C260.0295 (7)0.0253 (7)0.0207 (6)0.0049 (6)0.0059 (5)0.0065 (5)
C270.0329 (8)0.0177 (6)0.0270 (7)0.0024 (6)0.0064 (6)0.0049 (5)
O270.0240 (5)0.0190 (5)0.0209 (5)0.0018 (4)0.0029 (4)0.0011 (4)
Geometric parameters (Å, º) top
Cu—N21.9692 (12)C17—H17B0.9900
Cu—N11.9735 (12)O17—H170.77 (2)
Cu—O272.0925 (11)N2—C251.3458 (18)
Cu—O172.2238 (11)N2—C211.3475 (18)
Cu—Cl12.2742 (4)C21—C221.381 (2)
N1—C111.3460 (18)C21—H210.9500
N1—C151.3500 (18)C22—C231.382 (2)
C11—C121.385 (2)C22—H220.9500
C11—H110.9500C23—C241.383 (2)
C12—C131.386 (2)C23—H230.9500
C12—H120.9500C24—C251.393 (2)
C13—C141.385 (2)C24—H240.9500
C13—H130.9500C25—C261.498 (2)
C14—C151.391 (2)C26—C271.517 (2)
C14—H140.9500C26—H26A0.9900
C15—C161.503 (2)C26—H26B0.9900
C16—C171.521 (2)C27—O271.4306 (18)
C16—H16A0.9900C27—H27A0.9900
C16—H16B0.9900C27—H27B0.9900
C17—O171.4344 (17)O27—H270.76 (2)
C17—H17A0.9900
N2—Cu—N1175.30 (5)C16—C17—H17B109.8
N2—Cu—O2788.73 (5)H17A—C17—H17B108.3
N1—Cu—O2787.83 (5)C17—O17—Cu119.41 (8)
N2—Cu—O1789.24 (4)C17—O17—H17105.4 (17)
N1—Cu—O1787.48 (4)Cu—O17—H17109.6 (16)
O27—Cu—O1788.66 (4)C25—N2—C21119.96 (12)
N2—Cu—Cl191.67 (4)C25—N2—Cu122.48 (10)
N1—Cu—Cl192.94 (4)C21—N2—Cu117.55 (10)
O27—Cu—Cl1147.77 (3)N2—C21—C22121.96 (14)
O17—Cu—Cl1123.57 (3)N2—C21—H21119.0
C11—N1—C15119.81 (12)C22—C21—H21119.0
C11—N1—Cu119.71 (10)C21—C22—C23118.61 (15)
C15—N1—Cu120.41 (9)C21—C22—H22120.7
N1—C11—C12121.98 (14)C23—C22—H22120.7
N1—C11—H11119.0C22—C23—C24119.47 (15)
C12—C11—H11119.0C22—C23—H23120.3
C11—C12—C13118.66 (14)C24—C23—H23120.3
C11—C12—H12120.7C23—C24—C25119.61 (15)
C13—C12—H12120.7C23—C24—H24120.2
C14—C13—C12119.23 (14)C25—C24—H24120.2
C14—C13—H13120.4N2—C25—C24120.35 (14)
C12—C13—H13120.4N2—C25—C26117.68 (13)
C13—C14—C15119.70 (14)C24—C25—C26121.94 (14)
C13—C14—H14120.2C25—C26—C27112.39 (12)
C15—C14—H14120.2C25—C26—H26A109.1
N1—C15—C14120.54 (13)C27—C26—H26A109.1
N1—C15—C16117.88 (12)C25—C26—H26B109.1
C14—C15—C16121.54 (13)C27—C26—H26B109.1
C15—C16—C17112.05 (12)H26A—C26—H26B107.9
C15—C16—H16A109.2O27—C27—C26109.40 (12)
C17—C16—H16A109.2O27—C27—H27A109.8
C15—C16—H16B109.2C26—C27—H27A109.8
C17—C16—H16B109.2O27—C27—H27B109.8
H16A—C16—H16B107.9C26—C27—H27B109.8
O17—C17—C16109.30 (11)H27A—C27—H27B108.2
O17—C17—H17A109.8C27—O27—Cu122.44 (9)
C16—C17—H17A109.8C27—O27—H27108.5 (19)
O17—C17—H17B109.8Cu—O27—H27111.1 (18)
O27—Cu—N1—C1149.27 (11)O27—Cu—N2—C2539.76 (11)
O17—Cu—N1—C11138.02 (11)O17—Cu—N2—C25128.44 (11)
Cl1—Cu—N1—C1198.48 (10)Cl1—Cu—N2—C25108.01 (11)
O27—Cu—N1—C15127.56 (11)O27—Cu—N2—C21141.83 (11)
O17—Cu—N1—C1538.81 (11)O17—Cu—N2—C2153.15 (10)
Cl1—Cu—N1—C1584.69 (10)Cl1—Cu—N2—C2170.41 (10)
C15—N1—C11—C121.2 (2)C25—N2—C21—C220.6 (2)
Cu—N1—C11—C12175.65 (11)Cu—N2—C21—C22177.87 (11)
N1—C11—C12—C131.5 (2)N2—C21—C22—C231.2 (2)
C11—C12—C13—C142.7 (2)C21—C22—C23—C241.5 (2)
C12—C13—C14—C151.2 (2)C22—C23—C24—C250.2 (3)
C11—N1—C15—C142.7 (2)C21—N2—C25—C242.0 (2)
Cu—N1—C15—C14174.13 (11)Cu—N2—C25—C24176.36 (11)
C11—N1—C15—C16179.70 (13)C21—N2—C25—C26176.44 (13)
Cu—N1—C15—C163.47 (17)Cu—N2—C25—C265.18 (18)
C13—C14—C15—N11.5 (2)C23—C24—C25—N21.6 (2)
C13—C14—C15—C16179.00 (14)C23—C24—C25—C26176.74 (15)
N1—C15—C16—C1771.13 (16)N2—C25—C26—C2759.76 (18)
C14—C15—C16—C17106.45 (16)C24—C25—C26—C27118.67 (16)
C15—C16—C17—O1766.38 (16)C25—C26—C27—O2769.71 (16)
C16—C17—O17—Cu6.27 (15)C26—C27—O27—Cu19.11 (16)
N2—Cu—O17—C17145.40 (11)N2—Cu—O27—C2726.26 (11)
N1—Cu—O17—C1737.97 (10)N1—Cu—O27—C27156.94 (11)
O27—Cu—O17—C17125.85 (10)O17—Cu—O27—C27115.53 (11)
Cl1—Cu—O17—C1753.89 (11)Cl1—Cu—O27—C2764.87 (13)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C22—H22···Cl2i0.952.873.5686 (16)131
C21—H21···Cl2ii0.952.733.5928 (15)152
C16—H16A···Cl2iii0.992.963.8767 (15)154
C11—H11···Cl1iv0.952.823.7597 (16)172
C26—H26B···Cl1iv0.992.943.6933 (16)134
O17—H17···Cl20.77 (2)2.25 (3)3.0195 (12)169 (2)
O27—H27···Cl20.76 (2)2.22 (2)2.9679 (12)170 (2)
Symmetry codes: (i) x+1, y, z; (ii) x, y1/2, z+1/2; (iii) x, y1, z; (iv) x, y+1, z+1.
 

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