Download citation
Download citation
link to html
The structure of the title compound, [ZnBr2(C6H16N2)], which is interesting from the metal coordination point of view, was determined by direct methods on 15672 observed reflections with Mo Kα radiation. The asymmetric unit contains two mol­ecules on general positions.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536800018201/na6003sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536800018201/na6003Isup2.hkl
Contains datablock I

CCDC reference: 155832

Key indicators

  • Single-crystal X-ray study
  • T = 100 K
  • Mean [sigma](C-C) = 0.009 Å
  • R factor = 0.045
  • wR factor = 0.112
  • Data-to-parameter ratio = 18.0

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
REFLT_03 From the CIF: _diffrn_reflns_theta_max 29.66 From the CIF: _reflns_number_total 5889 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 6473 Completeness (_total/calc) 90.98% Alert C: < 95% complete General Notes
ABSTM_02 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 1.170 Tmax scaled 0.580 Tmin scaled 0.235
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check

Comment top

It is interesting to note that in the title compound, (I), there are weak interactions between Br atomsand their neighboring H atoms, as evidenced by short Br···H distances, e.g. Br1···H4Bi = 3.00 (5), Br1···H7Bii = 2.94 (7) Å [symmetry codes: (i) 3/2 - x, -1/2 + y, 1/2 - z; (ii) x + 1, y - 1, z; sum of Pauling's (1960) van der Waals radii is 3.15 Å].

Experimental top

Under an inert nitrogen atmosphere, N,N,N',N'-tetramethylethylenediamine (tmeda) was added slowly to a vigorously stirred solution of zinc dibromide in ethanol, with a 1:1 stoichiometry. After overnight stirring, filtration and washing in ethanol, white crystals with the shape of thin needles were obtained. The melting point was determined to be 452 K (literature 455 K; Noltes, 1964).

Computing details top

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997; data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998; software used to prepare material for publication: SHELXTL and the Toledo Cifomatic.

Figures top
[Figure 1] Fig. 1. Plot (Bruker, 1998) of the two molecules of [Zn(tmeda)Br2] in one asymmetric unit.
Dibromo(N,N,N',N'-tetramethylethane-1,2-diamine)zinc(II) top
Crystal data top
[ZnBr2(C6H16N2)]Dx = 1.979 Mg m3
Mr = 341.40Melting point: 179°C K
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 8.0995 (5) ÅCell parameters from 5552 reflections
b = 11.7771 (4) Åθ = 3.1–27.3°
c = 24.3528 (16) ŵ = 9.07 mm1
β = 99.473 (3)°T = 100 K
V = 2291.3 (2) Å3Needle, colourless
Z = 80.56 × 0.10 × 0.06 mm
F(000) = 1328
Data collection top
Bruker Platform Diffractometer w/1K area-detector5889 independent reflections
Radiation source: Sealed Tube4111 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.067
Detector resolution: none pixels mm-1θmax = 29.7°, θmin = 2.8°
ω scansh = 910
Absorption correction: empirical (using intensity measurements)
by multipole expansion (Blessing, 1995)
k = 1515
Tmin = 0.201, Tmax = 0.496l = 3032
15672 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)] = 0.045Hydrogen site location: difference Fourier map
wR(F2) = 0.112All H-atom parameters refined
S = 0.98 w = 1/[σ2(Fo2) + (0.0608P)2]
where P = (Fo2 + 2Fc2)/3
5889 reflections(Δ/σ)max = 0.001
327 parametersΔρmax = 1.38 e Å3
0 restraintsΔρmin = 1.45 e Å3
Crystal data top
[ZnBr2(C6H16N2)]V = 2291.3 (2) Å3
Mr = 341.40Z = 8
Monoclinic, P21/nMo Kα radiation
a = 8.0995 (5) ŵ = 9.07 mm1
b = 11.7771 (4) ÅT = 100 K
c = 24.3528 (16) Å0.56 × 0.10 × 0.06 mm
β = 99.473 (3)°
Data collection top
Bruker Platform Diffractometer w/1K area-detector5889 independent reflections
Absorption correction: empirical (using intensity measurements)
by multipole expansion (Blessing, 1995)
4111 reflections with I > 2σ(I)
Tmin = 0.201, Tmax = 0.496Rint = 0.067
15672 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0450 restraints
wR(F2) = 0.112All H-atom parameters refined
S = 0.98Δρmax = 1.38 e Å3
5889 reflectionsΔρmin = 1.45 e Å3
327 parameters
Special details top

Experimental. The decay correction was applied simultaneously with the absorption correction in SADABS (Sheldrick, 1996). No formal measure of the extent of decay is printed out by this program. The final unit cell is obtained from the refinement of the XYZ weighted centroids of reflections above 20 σ(I).

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
Br11.29245 (7)0.32333 (5)0.14980 (3)0.02323 (14)
Br20.93939 (7)0.11222 (5)0.07212 (2)0.02290 (14)
Br30.76516 (7)0.29004 (5)0.20956 (2)0.02298 (14)
Br40.37663 (6)0.36147 (5)0.08514 (2)0.01979 (13)
Zn11.18605 (7)0.13856 (5)0.13724 (3)0.01467 (14)
Zn20.66413 (7)0.37041 (5)0.12127 (3)0.01462 (14)
N11.3730 (6)0.0229 (4)0.1244 (2)0.0211 (10)
N21.1792 (5)0.0587 (4)0.21375 (19)0.0175 (10)
N30.7645 (5)0.5311 (4)0.11213 (19)0.0174 (9)
N40.8114 (5)0.3113 (4)0.06241 (19)0.0170 (9)
C11.5407 (8)0.0724 (8)0.1315 (4)0.042 (2)
C21.3379 (10)0.0345 (7)0.0697 (3)0.0334 (16)
C31.3553 (10)0.0674 (6)0.1664 (3)0.0364 (16)
C41.3269 (9)0.0169 (7)0.2201 (3)0.0390 (18)
C51.2017 (10)0.1394 (7)0.2614 (3)0.0371 (17)
C61.0213 (8)0.0036 (6)0.2144 (3)0.0278 (14)
C70.6524 (8)0.6012 (5)0.0719 (3)0.0226 (12)
C80.8040 (9)0.5949 (6)0.1653 (3)0.0268 (14)
C90.9205 (7)0.5027 (5)0.0899 (3)0.0225 (12)
C100.8871 (7)0.4171 (5)0.0436 (3)0.0227 (12)
C110.9469 (8)0.2348 (6)0.0890 (3)0.0256 (13)
C120.7122 (8)0.2526 (6)0.0144 (3)0.0286 (14)
H1A1.607 (8)0.011 (6)0.134 (3)0.026 (18)*
H1B1.545 (7)0.135 (5)0.104 (2)0.014 (16)*
H1C1.562 (9)0.113 (7)0.164 (3)0.04 (2)*
H2A1.406 (9)0.090 (7)0.066 (3)0.033 (19)*
H2B1.367 (11)0.013 (7)0.048 (4)0.05 (3)*
H2C1.231 (15)0.053 (10)0.059 (5)0.11 (4)*
H3A1.468 (10)0.113 (7)0.170 (3)0.05 (2)*
H3B1.232 (10)0.122 (6)0.155 (3)0.05 (2)*
H4A1.446 (8)0.029 (5)0.228 (2)0.018 (15)*
H4B1.318 (7)0.073 (5)0.250 (2)0.014 (14)*
H5A1.218 (9)0.096 (7)0.294 (4)0.05 (2)*
H5B1.319 (10)0.172 (7)0.268 (3)0.05 (2)*
H5C1.092 (12)0.202 (9)0.260 (4)0.08 (3)*
H6A0.915 (9)0.053 (6)0.201 (3)0.04 (2)*
H6B0.980 (13)0.059 (9)0.181 (5)0.10 (4)*
H6C1.030 (9)0.042 (7)0.246 (3)0.05 (2)*
H7A0.614 (9)0.560 (6)0.034 (3)0.04 (2)*
H7B0.565 (8)0.621 (5)0.088 (3)0.024 (17)*
H7C0.707 (7)0.676 (5)0.070 (3)0.021 (16)*
H8A0.702 (12)0.621 (8)0.181 (4)0.08 (3)*
H8B0.875 (9)0.667 (6)0.162 (3)0.04 (2)*
H8C0.877 (10)0.561 (7)0.186 (3)0.04 (2)*
H9A0.976 (8)0.575 (5)0.073 (3)0.025 (17)*
H9B1.010 (8)0.467 (5)0.122 (3)0.025 (17)*
H10A0.805 (8)0.448 (5)0.011 (3)0.022 (16)*
H10B1.007 (6)0.396 (4)0.035 (2)0.002 (12)*
H11A1.020 (6)0.273 (4)0.122 (2)0.003 (12)*
H11B0.900 (9)0.163 (6)0.102 (3)0.04 (2)*
H11C1.001 (7)0.216 (5)0.060 (2)0.008 (13)*
H12A0.781 (8)0.229 (6)0.009 (3)0.026 (17)*
H12B0.610 (8)0.301 (6)0.004 (3)0.026 (17)*
H12C0.667 (9)0.192 (7)0.029 (3)0.04 (2)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Br10.0235 (3)0.0177 (3)0.0304 (3)0.0024 (2)0.0103 (2)0.0027 (2)
Br20.0162 (3)0.0299 (3)0.0227 (3)0.0003 (2)0.0035 (2)0.0006 (2)
Br30.0228 (3)0.0293 (3)0.0183 (3)0.0018 (2)0.0081 (2)0.0055 (2)
Br40.0120 (2)0.0258 (3)0.0231 (3)0.0024 (2)0.0073 (2)0.0009 (2)
Zn10.0127 (3)0.0167 (3)0.0164 (3)0.0007 (2)0.0079 (2)0.0000 (2)
Zn20.0118 (3)0.0173 (3)0.0166 (3)0.0007 (2)0.0079 (2)0.0007 (2)
N10.020 (2)0.022 (3)0.025 (3)0.0070 (19)0.015 (2)0.006 (2)
N20.015 (2)0.023 (3)0.016 (2)0.0009 (18)0.0082 (18)0.0008 (18)
N30.017 (2)0.019 (2)0.019 (2)0.0026 (18)0.0080 (18)0.0016 (18)
N40.016 (2)0.018 (2)0.019 (2)0.0009 (18)0.0103 (18)0.0034 (18)
C10.014 (3)0.046 (5)0.068 (6)0.002 (3)0.009 (3)0.021 (4)
C20.035 (4)0.029 (4)0.041 (4)0.003 (3)0.019 (3)0.011 (3)
C30.047 (4)0.035 (4)0.030 (4)0.013 (3)0.018 (3)0.010 (3)
C40.037 (4)0.049 (5)0.035 (4)0.019 (3)0.018 (3)0.023 (3)
C50.045 (4)0.050 (5)0.018 (3)0.018 (4)0.009 (3)0.005 (3)
C60.029 (3)0.034 (4)0.022 (3)0.011 (3)0.008 (3)0.008 (3)
C70.029 (3)0.017 (3)0.024 (3)0.003 (2)0.010 (3)0.003 (2)
C80.031 (3)0.031 (4)0.020 (3)0.010 (3)0.009 (3)0.005 (3)
C90.016 (3)0.027 (3)0.028 (3)0.006 (2)0.015 (2)0.001 (2)
C100.020 (3)0.024 (3)0.029 (3)0.001 (2)0.017 (3)0.004 (3)
C110.022 (3)0.026 (3)0.033 (4)0.014 (2)0.015 (3)0.008 (3)
C120.023 (3)0.040 (4)0.026 (3)0.006 (3)0.013 (3)0.012 (3)
Geometric parameters (Å, º) top
Br1—Zn12.3419 (8)N2—C41.479 (8)
Br2—Zn12.3579 (8)N2—C51.488 (8)
Br3—Zn22.3685 (8)N2—C61.477 (7)
Br4—Zn22.3522 (8)N3—C71.474 (7)
Zn1—N12.099 (5)N3—C81.485 (8)
Zn1—N22.096 (5)N3—C91.492 (7)
Zn2—N32.086 (5)N4—C101.493 (7)
Zn2—N42.127 (4)N4—C111.484 (7)
N1—C11.462 (8)N4—C121.477 (8)
N1—C21.477 (9)C3—C41.489 (10)
N1—C31.499 (8)C9—C101.503 (9)
Br1—Zn1—Br2117.57 (3)Zn1—N2—C6112.5 (4)
Br1—Zn1—N1111.33 (14)C4—N2—C5108.0 (6)
Br1—Zn1—N2111.33 (13)C4—N2—C6112.7 (5)
Br2—Zn1—N1111.49 (14)C5—N2—C6107.7 (5)
Br2—Zn1—N2113.30 (12)Zn2—N3—C7111.8 (4)
N1—Zn1—N288.10 (18)Zn2—N3—C8113.4 (4)
Br3—Zn2—Br4119.63 (3)Zn2—N3—C9101.8 (3)
Br3—Zn2—N3112.14 (13)C7—N3—C8108.4 (5)
Br3—Zn2—N4109.43 (12)C7—N3—C9110.5 (5)
Br4—Zn2—N3112.34 (13)C8—N3—C9110.8 (5)
Br4—Zn2—N4111.33 (13)Zn2—N4—C10103.7 (3)
N3—Zn2—N487.31 (18)Zn2—N4—C11111.2 (4)
Zn1—N1—C1113.7 (4)Zn2—N4—C12113.2 (3)
Zn1—N1—C2113.2 (4)C10—N4—C11109.2 (4)
Zn1—N1—C3101.9 (4)C10—N4—C12110.2 (5)
C2—N1—C1109.1 (5)C11—N4—C12109.1 (5)
C2—N1—C3105.4 (5)N1—C3—C4111.3 (6)
C3—N1—C1113.1 (6)N2—C4—C3112.8 (6)
Zn1—N2—C4103.0 (3)N3—C9—C10111.3 (4)
Zn1—N2—C5112.9 (4)N4—C10—C9111.3 (5)

Experimental details

Crystal data
Chemical formula[ZnBr2(C6H16N2)]
Mr341.40
Crystal system, space groupMonoclinic, P21/n
Temperature (K)100
a, b, c (Å)8.0995 (5), 11.7771 (4), 24.3528 (16)
β (°) 99.473 (3)
V3)2291.3 (2)
Z8
Radiation typeMo Kα
µ (mm1)9.07
Crystal size (mm)0.56 × 0.10 × 0.06
Data collection
DiffractometerBruker Platform Diffractometer w/1K area-detector
Absorption correctionEmpirical (using intensity measurements)
by multipole expansion (Blessing, 1995)
Tmin, Tmax0.201, 0.496
No. of measured, independent and
observed [I > 2σ(I)] reflections
15672, 5889, 4111
Rint0.067
(sin θ/λ)max1)0.696
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.045, 0.112, 0.98
No. of reflections5889
No. of parameters327
H-atom treatmentAll H-atom parameters refined
Δρmax, Δρmin (e Å3)1.38, 1.45

Computer programs: SMART (Bruker, 1997), SAINT (Bruker, 1997, SAINT, SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 1998, SHELXTL and the Toledo Cifomatic.

Selected geometric parameters (Å, º) top
Br1—Zn12.3419 (8)Zn1—N12.099 (5)
Br2—Zn12.3579 (8)Zn1—N22.096 (5)
Br3—Zn22.3685 (8)Zn2—N32.086 (5)
Br4—Zn22.3522 (8)Zn2—N42.127 (4)
Br1—Zn1—Br2117.57 (3)Br3—Zn2—Br4119.63 (3)
N1—Zn1—N288.10 (18)N3—Zn2—N487.31 (18)
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds