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The crystal structure determination of the title compound, [ZnCl2(C6H16N2)], has been reported previously and converged with an R(F) value of 0.067 [Htoon & Ladd (1973). J. Cryst. Mol. Struct. 3, 95-102]. The present redetermination [R(F) = 0.025] confirms the previous study, but with higher precision and with smaller ranges of N-C bond lengths and Zn-N-C(meth­yl) angles.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806045016/wm2065sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806045016/wm2065Isup2.hkl
Contains datablock I

CCDC reference: 630497

Key indicators

  • Single-crystal X-ray study
  • T = 273 K
  • Mean [sigma](C-C) = 0.002 Å
  • R factor = 0.025
  • wR factor = 0.065
  • Data-to-parameter ratio = 24.3

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.81 PLAT480_ALERT_4_C Long H...A H-Bond Reported H6A .. CL1 .. 2.84 Ang.
Alert level G ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 0.810 Tmax scaled 0.321 Tmin scaled 0.285 PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 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 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

dichloro(N,N,N',N'-tetramethylethylenediamine)zinc(II) top
Crystal data top
[ZnCl2(C6H16N2)]F(000) = 520
Mr = 252.50Dx = 1.512 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 9133 reflections
a = 7.6017 (2) Åθ = 1.7–23.9°
b = 13.2521 (4) ŵ = 2.65 mm1
c = 11.3396 (3) ÅT = 273 K
β = 103.873 (1)°Block, colourless
V = 1109.01 (5) Å30.50 × 0.45 × 0.43 mm
Z = 4
Data collection top
Siemens P4
diffractometer
2424 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.031
Graphite monochromatorθmax = 27.5°, θmin = 3.1°
ω scansh = 99
Absorption correction: multi-scan
(SHELXTL; Bruker, 1998)
k = 1717
Tmin = 0.351, Tmax = 0.396l = 1414
10612 measured reflections3 standard reflections every 97 reflections
2549 independent reflections intensity decay: 1.6%
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.025H-atom parameters constrained
wR(F2) = 0.065 w = 1/[σ2(Fo2) + (0.0366P)2 + 0.6052P]
where P = (Fo2 + 2Fc2)/3
S = 1.00(Δ/σ)max = 0.001
2549 reflectionsΔρmax = 0.56 e Å3
105 parametersΔρmin = 0.61 e Å3
0 restraintsExtinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0239 (13)
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
Zn0.67681 (2)0.559738 (13)0.278496 (15)0.02018 (9)
Cl10.78894 (6)0.55628 (3)0.11570 (4)0.03210 (12)
Cl20.70128 (7)0.42342 (3)0.39467 (4)0.03292 (12)
N10.75354 (18)0.68943 (10)0.38423 (11)0.0208 (3)
N20.41275 (19)0.61623 (10)0.23558 (12)0.0224 (3)
C30.5970 (2)0.75815 (12)0.34032 (13)0.0227 (3)
H3A0.60580.78920.26260.027*
H3B0.60030.81290.40020.027*
C40.4190 (2)0.70139 (12)0.32198 (14)0.0243 (3)
H4A0.40530.67500.40100.029*
H4B0.31700.74810.29000.029*
C20.7761 (3)0.66690 (14)0.51539 (14)0.0286 (4)
H2A0.79750.72980.56200.034*
H2B0.87970.62160.54290.034*
H2C0.66610.63440.52770.034*
C10.9216 (2)0.73809 (14)0.36816 (15)0.0292 (4)
H1A0.91280.74880.28140.035*
H1B1.02550.69450.40200.035*
H1C0.93770.80320.41040.035*
C60.3598 (3)0.65347 (14)0.10847 (15)0.0315 (4)
H6A0.36200.59740.05250.038*
H6B0.44510.70580.09670.038*
H6C0.23730.68190.09230.038*
C50.2779 (3)0.54067 (15)0.2533 (2)0.0371 (4)
H5A0.15850.57270.24030.045*
H5B0.31350.51390.33610.045*
H5C0.27230.48540.19500.045*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn0.02197 (13)0.01848 (12)0.01814 (12)0.00160 (6)0.00098 (8)0.00077 (6)
Cl10.0317 (2)0.0419 (3)0.0227 (2)0.00031 (16)0.00658 (17)0.00768 (15)
Cl20.0398 (3)0.0209 (2)0.0339 (2)0.00202 (16)0.00057 (18)0.00656 (15)
N10.0243 (7)0.0222 (6)0.0144 (6)0.0008 (5)0.0014 (5)0.0002 (5)
N20.0216 (7)0.0206 (6)0.0221 (6)0.0005 (5)0.0003 (5)0.0000 (5)
C30.0289 (9)0.0193 (7)0.0181 (7)0.0019 (6)0.0021 (6)0.0000 (5)
C40.0259 (8)0.0245 (8)0.0221 (7)0.0033 (6)0.0048 (6)0.0009 (6)
C20.0378 (10)0.0309 (9)0.0143 (7)0.0029 (7)0.0006 (6)0.0013 (6)
C10.0264 (9)0.0329 (9)0.0257 (8)0.0079 (7)0.0014 (6)0.0026 (6)
C60.0364 (10)0.0308 (9)0.0209 (8)0.0067 (7)0.0057 (7)0.0011 (6)
C50.0262 (9)0.0292 (9)0.0537 (12)0.0049 (7)0.0052 (8)0.0005 (8)
Geometric parameters (Å, º) top
Zn—N22.0876 (14)C4—H4B0.9900
Zn—N12.0968 (13)C2—H2A0.9800
Zn—Cl12.2116 (5)C2—H2B0.9800
Zn—Cl22.2173 (4)C2—H2C0.9800
N1—C11.481 (2)C1—H1A0.9800
N1—C21.4861 (19)C1—H1B0.9800
N1—C31.487 (2)C1—H1C0.9800
N2—C51.481 (2)C6—H6A0.9800
N2—C61.485 (2)C6—H6B0.9800
N2—C41.488 (2)C6—H6C0.9800
C3—C41.518 (2)C5—H5A0.9800
C3—H3A0.9900C5—H5B0.9800
C3—H3B0.9900C5—H5C0.9800
C4—H4A0.9900
N2—Zn—N187.68 (5)N2—C4—H4B109.5
N2—Zn—Cl1110.75 (4)C3—C4—H4B109.5
N1—Zn—Cl1112.60 (4)H4A—C4—H4B108.1
N2—Zn—Cl2111.70 (4)N1—C2—H2A109.5
N1—Zn—Cl2110.85 (4)N1—C2—H2B109.5
Cl1—Zn—Cl2119.001 (19)H2A—C2—H2B109.5
C1—N1—C2108.34 (13)N1—C2—H2C109.5
C1—N1—C3109.70 (13)H2A—C2—H2C109.5
C2—N1—C3110.45 (13)H2B—C2—H2C109.5
C1—N1—Zn114.61 (10)N1—C1—H1A109.5
C2—N1—Zn110.92 (10)N1—C1—H1B109.5
C3—N1—Zn102.71 (9)H1A—C1—H1B109.5
C5—N2—C6108.71 (14)N1—C1—H1C109.5
C5—N2—C4109.72 (14)H1A—C1—H1C109.5
C6—N2—C4110.21 (13)H1B—C1—H1C109.5
C5—N2—Zn112.59 (11)N2—C6—H6A109.5
C6—N2—Zn111.54 (11)N2—C6—H6B109.5
C4—N2—Zn103.99 (10)H6A—C6—H6B109.5
N1—C3—C4110.99 (13)N2—C6—H6C109.5
N1—C3—H3A109.4H6A—C6—H6C109.5
C4—C3—H3A109.4H6B—C6—H6C109.5
N1—C3—H3B109.4N2—C5—H5A109.5
C4—C3—H3B109.4N2—C5—H5B109.5
H3A—C3—H3B108.0H5A—C5—H5B109.5
N2—C4—C3110.64 (13)N2—C5—H5C109.5
N2—C4—H4A109.5H5A—C5—H5C109.5
C3—C4—H4A109.5H5B—C5—H5C109.5
N2—Zn—N1—C1134.94 (11)Cl1—Zn—N2—C66.36 (11)
Cl1—Zn—N1—C123.40 (12)Cl2—Zn—N2—C6141.50 (10)
Cl2—Zn—N1—C1112.69 (10)N1—Zn—N2—C411.80 (10)
N2—Zn—N1—C2101.98 (11)Cl1—Zn—N2—C4125.12 (9)
Cl1—Zn—N1—C2146.47 (10)Cl2—Zn—N2—C499.74 (9)
Cl2—Zn—N1—C210.38 (12)C1—N1—C3—C4164.01 (13)
N2—Zn—N1—C316.03 (9)C2—N1—C3—C476.63 (16)
Cl1—Zn—N1—C395.51 (9)Zn—N1—C3—C441.72 (13)
Cl2—Zn—N1—C3128.40 (8)C5—N2—C4—C3158.71 (14)
N1—Zn—N2—C5130.51 (13)C6—N2—C4—C381.61 (16)
Cl1—Zn—N2—C5116.17 (12)Zn—N2—C4—C338.06 (14)
Cl2—Zn—N2—C518.96 (13)N1—C3—C4—N257.15 (16)
N1—Zn—N2—C6106.96 (11)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C5—H5A···Cl1i0.982.833.676 (2)144
C6—H6A···Cl1ii0.982.843.7534 (18)156
Symmetry codes: (i) x1, y, z; (ii) x+1, y+1, z.
 

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