Download citation
Download citation
link to html
In the mononuclear title complex, [Zn(C10H8Cl2NO)2],the ZnII atom is four-coordinated in a distorted tetra­hedral configuration by two imine N and two phenolate O atoms from two Schiff base ligands.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805035555/ci6695sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805035555/ci6695Isup2.hkl
Contains datablock I

CCDC reference: 281786

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C)= 0.004 Å
  • R factor = 0.041
  • wR factor = 0.105
  • Data-to-parameter ratio = 18.5

checkCIF/PLATON results

No syntax errors found


No errors found in this datablock

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SMART; data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Bis[2,4-dichloro-6-(cyclopropyliminomethyl)phenolato]zinc(II) top
Crystal data top
[Zn(C10H8Cl2NO)2]F(000) = 2112
Mr = 523.52Dx = 1.642 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 4332 reflections
a = 23.574 (2) Åθ = 2.7–24.2°
b = 7.926 (1) ŵ = 1.68 mm1
c = 24.264 (2) ÅT = 298 K
β = 110.881 (1)°Plate, colourless
V = 4235.9 (7) Å30.22 × 0.18 × 0.09 mm
Z = 8
Data collection top
Bruker SMART CCD area-detector
diffractometer
4834 independent reflections
Radiation source: fine-focus sealed tube3757 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.035
ω scansθmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 3030
Tmin = 0.708, Tmax = 0.863k = 1010
17686 measured reflectionsl = 3131
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) = 0.105H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0439P)2 + 4.452P]
where P = (Fo2 + 2Fc2)/3
4834 reflections(Δ/σ)max = 0.001
262 parametersΔρmax = 0.54 e Å3
0 restraintsΔρmin = 0.39 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
Zn10.067643 (14)0.58732 (4)0.425707 (14)0.04064 (11)
Cl10.16461 (4)0.89394 (10)0.60480 (4)0.0545 (2)
Cl20.37030 (4)0.55328 (12)0.64041 (4)0.0671 (3)
Cl30.04388 (4)1.02871 (12)0.30468 (4)0.0709 (3)
Cl40.25338 (4)0.71930 (14)0.27953 (5)0.0832 (3)
O10.11665 (8)0.6946 (3)0.49774 (8)0.0441 (5)
O20.01208 (8)0.7376 (2)0.37267 (9)0.0470 (5)
N10.13738 (10)0.4901 (3)0.40707 (10)0.0381 (5)
N20.00518 (12)0.4180 (3)0.42932 (11)0.0443 (6)
C10.17354 (11)0.6636 (3)0.52606 (11)0.0342 (5)
C20.20990 (12)0.5544 (3)0.50567 (12)0.0350 (6)
C30.27081 (12)0.5218 (3)0.54182 (12)0.0407 (6)
H30.29420.45000.52830.049*
C40.29569 (12)0.5942 (4)0.59617 (12)0.0418 (6)
C50.26249 (12)0.7080 (3)0.61597 (12)0.0403 (6)
H50.27990.75980.65260.048*
C60.20400 (12)0.7432 (3)0.58106 (12)0.0366 (6)
C70.19038 (12)0.4826 (3)0.44720 (12)0.0381 (6)
H70.21970.42390.43750.046*
C80.12970 (15)0.4189 (4)0.35024 (13)0.0515 (8)
H80.16380.35230.34800.062*
C90.09500 (19)0.5176 (5)0.29644 (15)0.0703 (11)
H9A0.07820.62540.30190.084*
H9B0.10870.51280.26320.084*
C100.06815 (16)0.3635 (4)0.31107 (14)0.0587 (9)
H10A0.06540.26450.28680.070*
H10B0.03490.37710.32550.070*
C110.07915 (12)0.5867 (3)0.36401 (12)0.0381 (6)
C120.04644 (11)0.7242 (3)0.35296 (11)0.0352 (6)
C130.08191 (12)0.8554 (3)0.31770 (12)0.0397 (6)
C140.14389 (13)0.8534 (4)0.29490 (13)0.0468 (7)
H140.16530.94210.27160.056*
C150.17431 (12)0.7170 (4)0.30702 (13)0.0470 (7)
C160.14337 (13)0.5864 (4)0.34043 (14)0.0472 (7)
H160.16460.49570.34790.057*
C170.05137 (14)0.4440 (4)0.40128 (13)0.0460 (7)
H170.07780.36170.40530.055*
C180.01971 (18)0.2627 (4)0.46374 (15)0.0611 (9)
H180.01420.20990.47170.073*
C190.06293 (18)0.1470 (5)0.45382 (16)0.0687 (10)
H19A0.08190.18040.42600.082*
H19B0.05530.02700.45490.082*
C200.0788 (2)0.2425 (5)0.50942 (16)0.0734 (11)
H20A0.08100.18110.54470.088*
H20B0.10750.33450.51580.088*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.03620 (18)0.0436 (2)0.03743 (19)0.00336 (13)0.00736 (13)0.00097 (14)
Cl10.0534 (4)0.0540 (4)0.0543 (5)0.0054 (3)0.0170 (4)0.0176 (4)
Cl20.0431 (4)0.0734 (6)0.0647 (5)0.0142 (4)0.0053 (4)0.0086 (4)
Cl30.0606 (5)0.0600 (5)0.0780 (6)0.0096 (4)0.0074 (4)0.0318 (5)
Cl40.0335 (4)0.0913 (7)0.1118 (8)0.0026 (4)0.0098 (5)0.0099 (6)
O10.0359 (10)0.0510 (11)0.0405 (11)0.0062 (8)0.0074 (8)0.0089 (9)
O20.0340 (10)0.0467 (11)0.0540 (12)0.0031 (8)0.0080 (9)0.0148 (9)
N10.0423 (13)0.0391 (12)0.0329 (12)0.0011 (10)0.0136 (10)0.0028 (9)
N20.0546 (15)0.0354 (12)0.0432 (13)0.0007 (11)0.0179 (12)0.0057 (10)
C10.0347 (13)0.0345 (13)0.0326 (13)0.0011 (10)0.0111 (11)0.0011 (10)
C20.0368 (13)0.0337 (13)0.0349 (14)0.0010 (10)0.0133 (11)0.0002 (10)
C30.0377 (14)0.0393 (14)0.0439 (16)0.0063 (11)0.0131 (12)0.0025 (12)
C40.0341 (14)0.0422 (15)0.0421 (15)0.0012 (12)0.0050 (12)0.0068 (12)
C50.0423 (15)0.0417 (15)0.0329 (14)0.0062 (12)0.0087 (12)0.0003 (11)
C60.0406 (14)0.0340 (13)0.0381 (14)0.0014 (11)0.0176 (12)0.0010 (11)
C70.0394 (15)0.0353 (14)0.0416 (15)0.0023 (11)0.0168 (12)0.0000 (11)
C80.0559 (18)0.0603 (19)0.0366 (15)0.0046 (15)0.0144 (14)0.0124 (14)
C90.098 (3)0.072 (2)0.0362 (17)0.012 (2)0.0175 (18)0.0007 (16)
C100.071 (2)0.0578 (19)0.0395 (17)0.0081 (17)0.0101 (15)0.0120 (14)
C110.0405 (14)0.0406 (14)0.0345 (14)0.0041 (11)0.0150 (11)0.0016 (11)
C120.0354 (13)0.0398 (14)0.0298 (13)0.0001 (11)0.0107 (10)0.0014 (11)
C130.0414 (15)0.0388 (14)0.0361 (14)0.0032 (12)0.0104 (12)0.0013 (11)
C140.0458 (16)0.0465 (16)0.0414 (16)0.0074 (13)0.0073 (13)0.0026 (13)
C150.0317 (14)0.0574 (18)0.0485 (17)0.0005 (13)0.0103 (12)0.0115 (14)
C160.0418 (16)0.0500 (17)0.0519 (18)0.0110 (13)0.0194 (14)0.0075 (14)
C170.0492 (17)0.0407 (16)0.0495 (17)0.0095 (13)0.0194 (14)0.0014 (13)
C180.077 (2)0.0488 (19)0.061 (2)0.0098 (17)0.0295 (18)0.0135 (16)
C190.097 (3)0.052 (2)0.059 (2)0.019 (2)0.031 (2)0.0030 (17)
C200.103 (3)0.060 (2)0.050 (2)0.017 (2)0.018 (2)0.0108 (17)
Geometric parameters (Å, º) top
Zn1—O21.895 (2)C8—C91.492 (5)
Zn1—O11.917 (2)C8—H80.98
Zn1—N12.008 (2)C9—C101.476 (5)
Zn1—N22.017 (2)C9—H9A0.97
Cl1—C61.733 (3)C9—H9B0.97
Cl2—C41.733 (3)C10—H10A0.97
Cl3—C131.730 (3)C10—H10B0.97
Cl4—C151.742 (3)C11—C161.415 (4)
O1—C11.294 (3)C11—C121.415 (4)
O2—C121.293 (3)C11—C171.450 (4)
N1—C71.283 (3)C12—C131.415 (4)
N1—C81.440 (3)C13—C141.366 (4)
N2—C171.279 (4)C14—C151.386 (4)
N2—C181.458 (4)C14—H140.93
C1—C61.419 (4)C15—C161.356 (4)
C1—C21.425 (4)C16—H160.93
C2—C31.414 (4)C17—H170.93
C2—C71.444 (4)C18—C201.446 (5)
C3—C41.364 (4)C18—C191.453 (5)
C3—H30.93C18—H180.98
C4—C51.388 (4)C19—C201.474 (5)
C5—C61.365 (4)C19—H19A0.97
C5—H50.93C19—H19B0.97
C7—H70.93C20—H20A0.97
C8—C101.489 (4)C20—H20B0.97
O2—Zn1—O1112.73 (9)H9A—C9—H9B114.9
O2—Zn1—N1120.78 (9)C9—C10—C860.4 (2)
O1—Zn1—N195.73 (8)C9—C10—H10A117.7
O2—Zn1—N296.27 (9)C8—C10—H10A117.7
O1—Zn1—N2117.88 (9)C9—C10—H10B117.7
N1—Zn1—N2115.06 (9)C8—C10—H10B117.7
C1—O1—Zn1125.00 (17)H10A—C10—H10B114.9
C12—O2—Zn1125.98 (17)C16—C11—C12120.1 (3)
C7—N1—C8117.7 (2)C16—C11—C17115.6 (2)
C7—N1—Zn1120.07 (18)C12—C11—C17124.3 (2)
C8—N1—Zn1122.17 (19)O2—C12—C13119.1 (2)
C17—N2—C18115.4 (3)O2—C12—C11125.1 (2)
C17—N2—Zn1120.55 (19)C13—C12—C11115.9 (2)
C18—N2—Zn1124.1 (2)C14—C13—C12123.6 (3)
O1—C1—C6119.8 (2)C14—C13—Cl3119.0 (2)
O1—C1—C2124.7 (2)C12—C13—Cl3117.4 (2)
C6—C1—C2115.6 (2)C13—C14—C15118.9 (3)
C3—C2—C1119.9 (2)C13—C14—H14120.6
C3—C2—C7115.8 (2)C15—C14—H14120.6
C1—C2—C7124.1 (2)C16—C15—C14120.9 (3)
C4—C3—C2120.9 (3)C16—C15—Cl4120.8 (2)
C4—C3—H3119.5C14—C15—Cl4118.3 (2)
C2—C3—H3119.5C15—C16—C11120.7 (3)
C3—C4—C5120.5 (2)C15—C16—H16119.6
C3—C4—Cl2120.8 (2)C11—C16—H16119.6
C5—C4—Cl2118.7 (2)N2—C17—C11127.6 (3)
C6—C5—C4119.2 (3)N2—C17—H17116.2
C6—C5—H5120.4C11—C17—H17116.2
C4—C5—H5120.4C20—C18—C1961.1 (2)
C5—C6—C1123.6 (2)C20—C18—N2119.9 (3)
C5—C6—Cl1118.5 (2)C19—C18—N2118.2 (3)
C1—C6—Cl1117.9 (2)C20—C18—H18115.6
N1—C7—C2127.6 (3)C19—C18—H18115.6
N1—C7—H7116.2N2—C18—H18115.6
C2—C7—H7116.2C18—C19—C2059.2 (2)
N1—C8—C10119.2 (3)C18—C19—H19A117.9
N1—C8—C9118.3 (3)C20—C19—H19A117.9
C10—C8—C959.4 (2)C18—C19—H19B117.9
N1—C8—H8116.0C20—C19—H19B117.9
C10—C8—H8116.0H19A—C19—H19B115.0
C9—C8—H8116.0C18—C20—C1959.7 (2)
C10—C9—C860.2 (2)C18—C20—H20A117.8
C10—C9—H9A117.7C19—C20—H20A117.8
C8—C9—H9A117.7C18—C20—H20B117.8
C10—C9—H9B117.7C19—C20—H20B117.8
C8—C9—H9B117.7H20A—C20—H20B114.9
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C10—H10A···Cl3i0.972.813.757 (3)167
C17—H17···Cl1ii0.932.833.747 (3)170
Symmetry codes: (i) x, y1, z+1/2; (ii) x, y+1, 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