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In the mononuclear title compound, [ZnCl2(C17H26N2O)], the ZnII atom is four-coordinated in a tetra­hedral configuration by one imine N and one phenolate O atoms from a Schiff base ligand, and by two terminal Cl atoms. In the crystal structure, the mol­ecules are linked through inter­molecular N—H...Cl hydrogen bonds, forming chains running along the b axis.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805039474/ci6699sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805039474/ci6699Isup2.hkl
Contains datablock I

CCDC reference: 296530

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.005 Å
  • Disorder in main residue
  • R factor = 0.040
  • wR factor = 0.115
  • Data-to-parameter ratio = 17.0

checkCIF/PLATON results

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Alert level B PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C15' PLAT432_ALERT_2_B Short Inter X...Y Contact C15' .. C15' .. 2.93 Ang.
Alert level C PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.79 Ratio PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C4 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C16 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C13' PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C14' PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C16' PLAT301_ALERT_3_C Main Residue Disorder ......................... 21.00 Perc.
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 9 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

The crystal structures of a few Schiff base zinc(II) compounds have been reported (You, 2005a,b,c). As an extension of the work on these compounds, the title zinc(II) compound, (I), is reported here.

Complex (I) is a mononuclear zinc(II) compound (Fig. 1). The ZnII atom is four-coordinated by one imine N and one phenolate O atoms from a Schiff base ligand, and by two terminal Cl atoms, forming a tetrahedral coordination. The Zn—N and Zn—O bond lengths and angles (Table 1) subtended at the Zn1 atom are comparable to the values observed in the Schiff base zinc(II) complexes cited above. As expected, the cyclohexyl group adopts a chair conformation to minimize steric effects.

In the crystal structure, molecules are linked through intermolecular N—H···Cl hydrogen bonds, forming chains running along the b axis (Fig. 2 and Table 2).

Experimental top

N-Cyclohexyl-1,3-diaminopropane (0.1 mmol, 15.6 mg) and 3-methylsalicylaldehyde (0.1 mmol, 13.6 mg) were dissolved in MeOH (10 ml). The mixture was stirred at room temperature for 10 min to give a clear yellow solution. To this solution was added a MeOH solution (5 ml) of ZnCl2 (0.1 mmol, 13.6 mg), with stirring. The resulting mixture was stirred for another 10 min at room temperature. After keeping the filtrate in air for 16 d, colourless block-shaped crystals were formed at the bottom of the vessel.

Refinement top

The cyclohexyl group is disordered over two distinct sites, with occupancy factors of 0.761 (6) and 0.239 (6). The C—C and N—C distances involving the disordered atoms were restrained to 1.53 (1) and 1.46 (1) Å, respectively. The Uij components of the disordered atoms were approximated to isotropic behaviour. H atoms were placed in idealized positions and constrained to ride on their parent atoms, with C—H distances in the range 0.93–0.98 Å, N—H distances of 0.90 Å, and with Uiso(H) = 1.2–1.5Ueq(C/N).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; 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.

Figures top
[Figure 1] Fig. 1. The structure of (I), showing the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. Only the major component of the disordered cyclohexyl group is shown.
[Figure 2] Fig. 2. The crystal packing of (I), viewed along the b axis. Intermolecular hydrogen bonds are shown as dashed lines. H atoms have been omitted for clarity.
Dichloro{2-[3-(cyclohexylammonio)propyliminomethyl]-6-methylphenolato}zinc(II) top
Crystal data top
[ZnCl2(C17H26N2O)]F(000) = 1712
Mr = 410.67Dx = 1.449 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 5157 reflections
a = 35.492 (3) Åθ = 2.7–25.0°
b = 7.482 (1) ŵ = 1.59 mm1
c = 15.011 (1) ÅT = 298 K
β = 109.132 (1)°Block, colourless
V = 3766.0 (6) Å30.25 × 0.24 × 0.13 mm
Z = 8
Data collection top
Bruker SMART CCD area-detector
diffractometer
4483 independent reflections
Radiation source: fine-focus sealed tube3472 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
ω scansθmax = 28.4°, θmin = 1.2°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 4645
Tmin = 0.692, Tmax = 0.820k = 99
15865 measured reflectionsl = 1919
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)] = 0.040Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.115H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.065P)2 + 2.2034P]
where P = (Fo2 + 2Fc2)/3
4483 reflections(Δ/σ)max = 0.001
264 parametersΔρmax = 0.57 e Å3
86 restraintsΔρmin = 0.29 e Å3
Crystal data top
[ZnCl2(C17H26N2O)]V = 3766.0 (6) Å3
Mr = 410.67Z = 8
Monoclinic, C2/cMo Kα radiation
a = 35.492 (3) ŵ = 1.59 mm1
b = 7.482 (1) ÅT = 298 K
c = 15.011 (1) Å0.25 × 0.24 × 0.13 mm
β = 109.132 (1)°
Data collection top
Bruker SMART CCD area-detector
diffractometer
4483 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
3472 reflections with I > 2σ(I)
Tmin = 0.692, Tmax = 0.820Rint = 0.026
15865 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.04086 restraints
wR(F2) = 0.115H-atom parameters constrained
S = 1.04Δρmax = 0.57 e Å3
4483 reflectionsΔρmin = 0.29 e Å3
264 parameters
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*/UeqOcc. (<1)
Zn10.823600 (9)1.20860 (4)0.98841 (2)0.04329 (12)
Cl10.80610 (2)1.48343 (10)0.93101 (5)0.05590 (19)
Cl20.80364 (2)1.13639 (10)1.11222 (5)0.0581 (2)
N10.80821 (6)1.0137 (3)0.89124 (15)0.0421 (5)
N20.67447 (7)0.7970 (3)0.87195 (17)0.0500 (6)
H2A0.68020.85370.92770.060*0.761 (6)
H2B0.68360.68440.88490.060*0.761 (6)
H2C0.67600.85760.92480.060*0.239 (6)
H2D0.68180.68270.88680.060*0.239 (6)
O10.88009 (6)1.1832 (3)1.01811 (18)0.0662 (6)
C10.89736 (9)1.0436 (4)0.9987 (2)0.0575 (7)
C20.93958 (10)1.0310 (5)1.0408 (3)0.0755 (10)
C30.95894 (12)0.8821 (7)1.0247 (4)0.1044 (16)
H30.98640.87411.05320.125*
C40.93929 (14)0.7451 (7)0.9684 (4)0.118 (2)
H40.95330.64520.95990.142*
C50.89894 (13)0.7550 (6)0.9245 (3)0.0893 (13)
H50.88580.66170.88580.107*
C60.87713 (9)0.9045 (4)0.9370 (2)0.0577 (7)
C70.96131 (11)1.1805 (7)1.1028 (3)0.0979 (15)
H7A0.98941.15501.12510.147*
H7B0.95181.19241.15550.147*
H7C0.95671.28981.06740.147*
C80.83514 (8)0.9045 (4)0.8839 (2)0.0484 (6)
H80.82640.81490.83890.058*
C90.76716 (8)0.9864 (4)0.82934 (18)0.0465 (6)
H9A0.76720.91350.77590.056*
H9B0.75531.10100.80540.056*
C100.74222 (7)0.8952 (4)0.88143 (19)0.0434 (6)
H10A0.75250.77600.90010.052*
H10B0.74420.96210.93810.052*
C110.69914 (7)0.8831 (4)0.82036 (18)0.0465 (6)
H11A0.68901.00220.80070.056*
H11B0.69710.81430.76420.056*
C120.62993 (12)0.7846 (7)0.8325 (4)0.0539 (12)0.761 (6)
H12A0.62040.72570.87940.065*0.761 (6)
C130.61831 (11)0.6698 (6)0.7446 (3)0.0620 (13)0.761 (6)
H13A0.63080.55330.75920.074*0.761 (6)
H13B0.62740.72530.69690.074*0.761 (6)
C140.57293 (14)0.6486 (8)0.7072 (4)0.0819 (16)0.761 (6)
H14A0.56520.57690.65020.098*0.761 (6)
H14B0.56390.58850.75380.098*0.761 (6)
C150.55447 (17)0.8285 (8)0.6868 (4)0.100 (2)0.761 (6)
H15A0.52570.81650.66110.120*0.761 (6)
H15B0.56360.88770.64010.120*0.761 (6)
C160.5656 (2)0.9420 (13)0.7772 (6)0.121 (3)0.761 (6)
H16A0.55700.88290.82460.145*0.761 (6)
H16B0.55271.05770.76390.145*0.761 (6)
C170.6115 (2)0.9656 (11)0.8137 (8)0.094 (4)0.761 (6)
H17A0.62021.02690.76680.113*0.761 (6)
H17B0.61951.03620.87100.113*0.761 (6)
C12'0.6335 (3)0.807 (3)0.7996 (10)0.069 (6)0.239 (6)
H12B0.63600.77950.73790.082*0.239 (6)
C13'0.6041 (4)0.671 (3)0.8175 (14)0.094 (6)0.239 (6)
H13C0.60460.68620.88200.113*0.239 (6)
H13D0.61420.55200.81280.113*0.239 (6)
C14'0.5599 (4)0.677 (2)0.7529 (14)0.085 (5)0.239 (6)
H14C0.55840.65200.68840.102*0.239 (6)
H14D0.54480.58650.77260.102*0.239 (6)
C15'0.5422 (6)0.857 (2)0.7574 (18)0.113 (7)0.239 (6)
H15C0.54170.88140.82050.136*0.239 (6)
H15D0.51520.86430.71360.136*0.239 (6)
C16'0.5692 (5)0.989 (3)0.7306 (15)0.073 (5)0.239 (6)
H16C0.55881.10860.73230.088*0.239 (6)
H16D0.56770.96530.66600.088*0.239 (6)
C17'0.6132 (6)0.987 (3)0.792 (2)0.065 (7)0.239 (6)
H17C0.62761.07280.76730.078*0.239 (6)
H17D0.61511.02600.85540.078*0.239 (6)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.04106 (19)0.03869 (19)0.0495 (2)0.00158 (12)0.01401 (14)0.00496 (12)
Cl10.0666 (4)0.0439 (4)0.0557 (4)0.0047 (3)0.0181 (3)0.0052 (3)
Cl20.0746 (5)0.0519 (4)0.0519 (4)0.0020 (3)0.0264 (4)0.0000 (3)
N10.0404 (11)0.0426 (11)0.0439 (11)0.0049 (9)0.0147 (9)0.0043 (9)
N20.0411 (12)0.0486 (13)0.0589 (14)0.0035 (10)0.0146 (10)0.0061 (11)
O10.0399 (10)0.0624 (13)0.0904 (16)0.0021 (9)0.0135 (11)0.0266 (12)
C10.0436 (15)0.0557 (17)0.0697 (19)0.0029 (13)0.0140 (14)0.0060 (15)
C20.0460 (17)0.081 (2)0.088 (2)0.0105 (16)0.0068 (17)0.012 (2)
C30.056 (2)0.100 (3)0.134 (4)0.026 (2)0.000 (2)0.021 (3)
C40.071 (3)0.093 (3)0.169 (5)0.041 (2)0.011 (3)0.036 (3)
C50.070 (2)0.070 (2)0.117 (3)0.0170 (19)0.017 (2)0.027 (2)
C60.0476 (15)0.0536 (17)0.0702 (19)0.0064 (13)0.0170 (14)0.0076 (14)
C70.049 (2)0.110 (4)0.114 (4)0.003 (2)0.001 (2)0.028 (3)
C80.0532 (15)0.0424 (14)0.0502 (15)0.0041 (12)0.0179 (12)0.0079 (11)
C90.0447 (14)0.0494 (15)0.0440 (14)0.0045 (12)0.0126 (11)0.0008 (12)
C100.0397 (13)0.0422 (14)0.0464 (13)0.0012 (11)0.0117 (11)0.0023 (11)
C110.0438 (14)0.0469 (15)0.0445 (14)0.0041 (11)0.0087 (11)0.0002 (12)
C120.038 (2)0.070 (3)0.057 (3)0.0134 (19)0.0201 (19)0.011 (2)
C130.050 (2)0.065 (3)0.062 (2)0.0047 (19)0.0055 (18)0.024 (2)
C140.060 (3)0.097 (4)0.079 (3)0.021 (3)0.008 (2)0.026 (3)
C150.062 (3)0.103 (4)0.101 (4)0.006 (3)0.020 (3)0.027 (3)
C160.066 (4)0.120 (6)0.154 (7)0.020 (4)0.005 (4)0.048 (5)
C170.060 (4)0.082 (5)0.115 (7)0.013 (3)0.006 (4)0.039 (4)
C12'0.055 (7)0.088 (9)0.083 (10)0.013 (6)0.049 (7)0.010 (7)
C13'0.078 (9)0.088 (9)0.106 (10)0.014 (7)0.016 (7)0.008 (7)
C14'0.077 (8)0.086 (9)0.084 (9)0.041 (7)0.015 (7)0.013 (7)
C15'0.093 (10)0.130 (11)0.110 (11)0.015 (9)0.023 (8)0.015 (9)
C16'0.047 (7)0.073 (8)0.091 (9)0.007 (6)0.012 (7)0.000 (7)
C17'0.059 (10)0.059 (9)0.074 (10)0.011 (7)0.017 (7)0.005 (7)
Geometric parameters (Å, º) top
Zn1—O11.915 (2)C11—H11B0.97
Zn1—N12.007 (2)C12—C171.490 (7)
Zn1—Cl12.2373 (8)C12—C131.514 (5)
Zn1—Cl22.2606 (8)C12—H12A0.98
N1—C81.289 (3)C13—C141.530 (5)
N1—C91.463 (3)C13—H13A0.97
N2—C111.492 (3)C13—H13B0.97
N2—C121.498 (4)C14—C151.484 (6)
N2—C12'1.506 (10)C14—H14A0.97
N2—H2A0.90C14—H14B0.97
N2—H2B0.90C15—C161.538 (7)
N2—H2C0.90C15—H15A0.97
N2—H2D0.90C15—H15B0.97
O1—C11.292 (4)C16—C171.549 (7)
C1—C61.421 (4)C16—H16A0.97
C1—C21.426 (4)C16—H16B0.97
C2—C31.371 (5)C17—H17A0.97
C2—C71.497 (5)C17—H17B0.97
C3—C41.366 (7)C12'—C17'1.517 (10)
C3—H30.93C12'—C13'1.540 (10)
C4—C51.368 (6)C12'—H12B0.98
C4—H40.93C13'—C14'1.550 (10)
C5—C61.407 (5)C13'—H13C0.97
C5—H50.93C13'—H13D0.97
C6—C81.442 (4)C14'—C15'1.498 (10)
C7—H7A0.96C14'—H14C0.97
C7—H7B0.96C14'—H14D0.97
C7—H7C0.96C15'—C16'1.518 (10)
C8—H80.93C15'—H15C0.97
C9—C101.521 (4)C15'—H15D0.97
C9—H9A0.97C16'—C17'1.532 (10)
C9—H9B0.97C16'—H16C0.97
C10—C111.506 (3)C16'—H16D0.97
C10—H10A0.97C17'—H17C0.97
C10—H10B0.97C17'—H17D0.97
C11—H11A0.97
O1—Zn1—N196.43 (9)C17—C12—N2111.0 (4)
O1—Zn1—Cl1108.55 (8)C17—C12—C13111.9 (6)
N1—Zn1—Cl1114.37 (7)N2—C12—C13109.3 (3)
O1—Zn1—Cl2111.78 (8)C17—C12—H12A108.2
N1—Zn1—Cl2109.86 (6)N2—C12—H12A108.2
Cl1—Zn1—Cl2114.46 (3)C13—C12—H12A108.2
C8—N1—C9118.0 (2)C12—C13—C14109.4 (4)
C8—N1—Zn1119.30 (18)C12—C13—H13A109.8
C9—N1—Zn1122.70 (17)C14—C13—H13A109.8
C11—N2—C12122.9 (3)C12—C13—H13B109.8
C11—N2—C12'101.4 (6)C14—C13—H13B109.8
C11—N2—H2A106.6H13A—C13—H13B108.3
C12—N2—H2A106.6C15—C14—C13108.8 (4)
C12'—N2—H2A121.3C15—C14—H14A109.9
C11—N2—H2B106.6C13—C14—H14A109.9
C12—N2—H2B106.6C15—C14—H14B109.9
C12'—N2—H2B113.2C13—C14—H14B109.9
H2A—N2—H2B106.6H14A—C14—H14B108.3
C11—N2—H2C111.4C14—C15—C16110.5 (6)
C12'—N2—H2C112.0C14—C15—H15A109.6
H2B—N2—H2C111.7C16—C15—H15A109.6
C11—N2—H2D111.5C14—C15—H15B109.6
C12—N2—H2D102.8C16—C15—H15B109.6
C12'—N2—H2D110.9H15A—C15—H15B108.1
H2A—N2—H2D105.0C15—C16—C17108.2 (6)
H2C—N2—H2D109.4C15—C16—H16A110.1
C1—O1—Zn1124.43 (19)C17—C16—H16A110.1
O1—C1—C6124.3 (3)C15—C16—H16B110.1
O1—C1—C2117.4 (3)C17—C16—H16B110.1
C6—C1—C2118.3 (3)H16A—C16—H16B108.4
C3—C2—C1119.3 (4)C12—C17—C16107.9 (6)
C3—C2—C7122.0 (3)C12—C17—H17A110.1
C1—C2—C7118.6 (3)C16—C17—H17A110.1
C4—C3—C2122.3 (4)C12—C17—H17B110.1
C4—C3—H3118.8C16—C17—H17B110.1
C2—C3—H3118.8H17A—C17—H17B108.4
C3—C4—C5119.9 (4)N2—C12'—C17'114.7 (13)
C3—C4—H4120.0N2—C12'—C13'113.0 (10)
C5—C4—H4120.0C17'—C12'—C13'105.4 (15)
C4—C5—C6120.9 (4)N2—C12'—H12B107.8
C4—C5—H5119.6C17'—C12'—H12B107.8
C6—C5—H5119.6C13'—C12'—H12B107.8
C5—C6—C1119.1 (3)C12'—C13'—C14'118.2 (12)
C5—C6—C8116.2 (3)C12'—C13'—H13C107.7
C1—C6—C8124.7 (3)C14'—C13'—H13C107.7
C2—C7—H7A109.5C12'—C13'—H13D107.7
C2—C7—H7B109.5C14'—C13'—H13D107.7
H7A—C7—H7B109.5H13C—C13'—H13D107.1
C2—C7—H7C109.5C15'—C14'—C13'110.7 (16)
H7A—C7—H7C109.5C15'—C14'—H14C109.5
H7B—C7—H7C109.5C13'—C14'—H14C109.5
N1—C8—C6127.9 (3)C15'—C14'—H14D109.5
N1—C8—H8116.1C13'—C14'—H14D109.5
C6—C8—H8116.1H14C—C14'—H14D108.1
N1—C9—C10111.2 (2)C14'—C15'—C16'105.1 (16)
N1—C9—H9A109.4C14'—C15'—H15C110.7
C10—C9—H9A109.4C16'—C15'—H15C110.7
N1—C9—H9B109.4C14'—C15'—H15D110.7
C10—C9—H9B109.4C16'—C15'—H15D110.7
H9A—C9—H9B108.0H15C—C15'—H15D108.8
C11—C10—C9111.1 (2)C15'—C16'—C17'116.0 (19)
C11—C10—H10A109.4C15'—C16'—H16C108.3
C9—C10—H10A109.4C17'—C16'—H16C108.3
C11—C10—H10B109.4C15'—C16'—H16D108.3
C9—C10—H10B109.4C17'—C16'—H16D108.3
H10A—C10—H10B108.0H16C—C16'—H16D107.4
N2—C11—C10111.2 (2)C12'—C17'—C16'114.7 (17)
N2—C11—H11A109.4C12'—C17'—H17C108.6
C10—C11—H11A109.4C16'—C17'—H17C108.6
N2—C11—H11B109.4C12'—C17'—H17D108.6
C10—C11—H11B109.4C16'—C17'—H17D108.6
H11A—C11—H11B108.0H17C—C17'—H17D107.6
O1—Zn1—N1—C812.3 (2)Zn1—N1—C9—C1076.9 (3)
Cl1—Zn1—N1—C8126.07 (19)N1—C9—C10—C11174.6 (2)
Cl2—Zn1—N1—C8103.62 (19)C12—N2—C11—C10173.3 (3)
O1—Zn1—N1—C9169.4 (2)C12'—N2—C11—C10177.9 (8)
Cl1—Zn1—N1—C955.7 (2)C9—C10—C11—N2178.9 (2)
Cl2—Zn1—N1—C974.62 (19)C11—N2—C12—C1760.0 (6)
N1—Zn1—O1—C118.3 (3)C12'—N2—C12—C1772 (3)
Cl1—Zn1—O1—C1136.7 (3)C11—N2—C12—C1363.9 (5)
Cl2—Zn1—O1—C196.1 (3)C12'—N2—C12—C1352 (2)
Zn1—O1—C1—C612.9 (5)C17—C12—C13—C1459.7 (7)
Zn1—O1—C1—C2168.4 (3)N2—C12—C13—C14176.9 (4)
O1—C1—C2—C3177.8 (4)C12—C13—C14—C1558.6 (6)
C6—C1—C2—C33.4 (6)C13—C14—C15—C1661.1 (8)
O1—C1—C2—C71.3 (6)C14—C15—C16—C1761.8 (10)
C6—C1—C2—C7177.5 (4)N2—C12—C17—C16177.6 (6)
C1—C2—C3—C40.9 (8)C13—C12—C17—C1659.9 (9)
C7—C2—C3—C4179.9 (5)C15—C16—C17—C1259.4 (11)
C2—C3—C4—C51.1 (10)C11—N2—C12'—C17'79.8 (16)
C3—C4—C5—C60.5 (9)C12—N2—C12'—C17'90 (3)
C4—C5—C6—C12.1 (7)C11—N2—C12'—C13'159.3 (14)
C4—C5—C6—C8177.2 (5)C12—N2—C12'—C13'31.0 (16)
O1—C1—C6—C5177.3 (4)N2—C12'—C13'—C14'175.0 (16)
C2—C1—C6—C54.0 (5)C17'—C12'—C13'—C14'49 (2)
O1—C1—C6—C83.5 (6)C12'—C13'—C14'—C15'58 (3)
C2—C1—C6—C8175.2 (3)C13'—C14'—C15'—C16'56 (2)
C9—N1—C8—C6179.8 (3)C14'—C15'—C16'—C17'58 (3)
Zn1—N1—C8—C61.5 (4)N2—C12'—C17'—C16'170.7 (17)
C5—C6—C8—N1171.1 (3)C13'—C12'—C17'—C16'46 (3)
C1—C6—C8—N19.6 (5)C15'—C16'—C17'—C12'56 (3)
C8—N1—C9—C10101.4 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···Cl1i0.902.353.254 (3)177
N2—H2B···Cl2ii0.902.443.325 (2)167
Symmetry codes: (i) x+3/2, y+5/2, z+2; (ii) x+3/2, y+3/2, z+2.

Experimental details

Crystal data
Chemical formula[ZnCl2(C17H26N2O)]
Mr410.67
Crystal system, space groupMonoclinic, C2/c
Temperature (K)298
a, b, c (Å)35.492 (3), 7.482 (1), 15.011 (1)
β (°) 109.132 (1)
V3)3766.0 (6)
Z8
Radiation typeMo Kα
µ (mm1)1.59
Crystal size (mm)0.25 × 0.24 × 0.13
Data collection
DiffractometerBruker SMART CCD area-detector
diffractometer
Absorption correctionMulti-scan
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.692, 0.820
No. of measured, independent and
observed [I > 2σ(I)] reflections
15865, 4483, 3472
Rint0.026
(sin θ/λ)max1)0.669
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.040, 0.115, 1.04
No. of reflections4483
No. of parameters264
No. of restraints86
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.57, 0.29

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SAINT, SHELXS97 (Sheldrick, 1997a), SHELXL97 (Sheldrick, 1997a), SHELXTL (Sheldrick, 1997b), SHELXTL.

Selected geometric parameters (Å, º) top
Zn1—O11.915 (2)Zn1—Cl12.2373 (8)
Zn1—N12.007 (2)Zn1—Cl22.2606 (8)
O1—Zn1—N196.43 (9)O1—Zn1—Cl2111.78 (8)
O1—Zn1—Cl1108.55 (8)N1—Zn1—Cl2109.86 (6)
N1—Zn1—Cl1114.37 (7)Cl1—Zn1—Cl2114.46 (3)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···Cl1i0.902.353.254 (3)177
N2—H2B···Cl2ii0.902.443.325 (2)167
Symmetry codes: (i) x+3/2, y+5/2, z+2; (ii) x+3/2, y+3/2, z+2.
 

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