Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
In the title compound, di­bromo­[(6R,7S,8S,14S)-1,3,4,7,7a,8,9,10,11,13,14,14a-dodeca­hydro-7,14-methano-2H,6H-dipyrido­[1,2-a:1′,2′-e][1,5]­diazo­cine-κ2N,N′]­zinc(II), [ZnBr2(C15H26N2)], the chiral nitro­gen-chelating alkaloid (−)-L-sparteine acts as a bidentate ligand, with two bromide ligands occupying the remaining coordination sites, producing a slightly distorted tetrahedral structure. The dihedral angle between the N—Zn—N and Br—Zn—Br planes is 82.4 (1)°. The distortion of the tetrahedral coordination is demonstrated by the fact that the midpoint of the N...N line does not lie in the Br—Zn—Br plane, but is tilted towards one of the N atoms by 0.164 Å. Similarly, the midpoint of the Br...Br line is tilted towards one of the Br atoms by 0.117 Å.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270102011988/ln1140sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270102011988/ln1140Isup2.hkl
Contains datablock I

CCDC reference: 193408

Comment top

Many structural studies of transition metal(II) complexes with (-)-sparteine have been reported (Choi et al., 1995; Kim et al., 2001; Kuroda & Mason, 1979; Lee et al., 2000; Lopez et al., 1998), but, to date, relatively little is known about the structural characteristics of the corresponding ZnII complexes. The crystal structure of a 1:1 adduct of dimethylzinc and (-)-sparteine is a rare example (Motevalli et al., 1993). Like other four-coordinate (-)-sparteine–copper(II) complexes, this adduct is monomeric with pseudo-tetrahedral coordination at the metal center, and the N—Zn—N bond angle of 80.4 (2)° is the smallest among the N—M—N angles found in four-coordinate (-)-sparteine–metal(II) complexes (Choi et al., 1995; Kim et al., 2001; Kuroda & Mason, 1979; Lee et al., 2000; Lopez et al., 1998). The title ZnII complex, (I), was prepared and its crystal structure determined in order to evaluate the steric effects imposed by a bulky (-)-sparteine ligand and to recognize the role of the coordinating anionic ligands and the metal ions in these complexes. It is well known that the crystal-field stabilization effect favors a square-planar coordination geometry for four-coordinate CuII complexes (Figgis, 1966). However, due to the closed-shell electronic structure of ZnII, the coordination geometry around the ZnII center in (I) will be determined solely by the steric effects of the coordinating ligands, and the dihedral angle between the N—Zn—N and Br—Zn—Br planes is expected to be larger than those observed in the (-)-sparteine–copper(II) complexes.

All four of the six-membered rings in the (-)-l-sparteine moiety, which is one of three sparteine diastereoismers, are in the chair conformation. The conformation of the coordinated (-)-sparteine ligand in (I) consists of one terminal ring folded down over the metal (endo) and another terminal ring folded back away from the metal (exo), identical to the conformation of the free ligand (Boschmann et al., 1974; Wrobleski & Long, 1977). The coordination geometry around the metal center in the known four-coordinate (-)-sparteine–metal(II) complexes is a distorted tetrahedron (Choi et al., 1995; Kim et al., 2001; Kuroda & Mason, 1979; Lee et al., 2000; Lopez et al., 1998). The dihedral angles between the N—Cu—N and X—Cu—X (X = Cl or O) planes in [CuCl2(C15H26N2)], [Cu(NO3)2(C15H26N2)] and [Cu(C2H3O2)2(C15H26N2)] were found to be 67.0, 31.7 and 45.8°, respectively (Choi et al., 1995; Lopez et al., 1998; Lee et al., 2000). The dihedral angle between the N1—Zn—N9 and Br1—Zn—Br2 planes in (I) is 82.4 (1)°, so that the geometry around the ZnII center is almost an ideal tetrahedron. The smaller dihedral angle of 67.0° reported for the corresponding copper(II) dichloride complex can be visualized as a balance between the crystal-field stabilization effect and the steric effect of (-)-sparteine.

Another parameter associated with the distortion of the tetrahedron is the `tilt' of the bidentate (-)-sparteine ligand with respect to the Br1—Zn—Br2 plane. The midpoint of the N1···N9 line does not lie on the Br1—Zn—Br2 plane, but is tilted towards atom N1 by 0.164 Å (11.2% of half of the N1···N9 distance). Similarly, the midpoint of the Br1···Br2 line is tilted towards atom Br2 by 0.117 Å (5.9% of half of the Br1···Br2 distance). The N1—Zn—Br1 and N9—Zn—Br2 angles are quite similar. However, the N1—Zn—Br2 and N9—Zn—Br1 angles differ by more than 10°. These results clearly indicate that the reduction of the dihedral angles by about 8° from the perfect tetrahedral value of 90° in (I) is caused by intramolecular steric interactions between the (-)-sparteine moiety and the bromide ions coordinated to the ZnII atom.

The ZnII—N bond lengths in (I) (Table 1) are significantly shorter than those found in [Zn(CH3)2(C15H26N2)] [2.222 (5) and 2.256 (6) Å; Motevalli et al., 1993] and, consequently, the N—Zn—N bite angle in (I) is larger than the corresponding bite angle of 80.4 (2)° found in the dimethylzinc(II) complex. This result strongly suggests that the nature of the coordinating anions in (-)-sparteine–zinc(II) complexes plays an important role in the ultimate molecular structure of the complexes. The smaller N—Zn—N bite angle and the longer Zn—N bond distances found in [Zn(CH3)2(C15H26N2)] can be attributed to the presence of the coordinating methyl ligand, which is a very strong Lewis base and has a small C-donor atom. The average Zn—C bond distance [2.012 (8) Å] in [Zn(CH3)2(C15H26N2)] is about 0.35 Å shorter than the average Zn—Br bond distance in (I). Assuming that the steric demands of the methyl group and the bromide anion are similar, the elongation of the Zn—N bond distances in the (-)-sparteine–dimethylzinc(II) complex is probably caused by the reduction in the Lewis acidity of ZnII upon formation of strong Zn—C bonds.

Experimental top

The title complex was prepared by the direct reaction of zinc(II) bromide with a stoichiometric amount of (-)-sparteine in an ethanol–triethylorthoformate (5:1 v/v) solution. The resulting colorless precipitate was filtered off, washed with cold absolute ethanol and dried under vacuum. Single crystals of (I) were obtained by recrystallization at room temperature from a dichloromethane–triethylorthoformate (4:1 v/v) solution under carbon tetrachloride vapor.

Refinement top

The absolute configuration was confirmed crystallographically to agree with that expected for (-)-sparteine. The positional parameters of the H atoms were calculated geometrically (C—H = 0.97–0.98 Å) and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: CAD-4 EXPRESS (Enraf-Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. A view of the molecule of (I), showing the atom-numbering scheme and 30% probability displacement ellipsoids. H atoms have been omitted for clarity.
dibromo[(-)-sparteine-N,N']zinc(II) top
Crystal data top
[ZnBr2(C15H26N2)]F(000) = 920
Mr = 459.57Dx = 1.779 Mg m3
Orthorhombic, P212121Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2abCell parameters from 25 reflections
a = 11.1770 (14) Åθ = 11.4–12.6°
b = 12.0378 (18) ŵ = 6.08 mm1
c = 12.7533 (9) ÅT = 293 K
V = 1715.9 (4) Å3Block, colorless
Z = 40.40 × 0.33 × 0.3 mm
Data collection top
Enraf-Nonius CAD-4
diffractometer
2729 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.029
Graphite monochromatorθmax = 27.5°, θmin = 2.3°
Non–profiled ω/2θ scansh = 1414
Absorption correction: ψ scan
(North et al., 1968)
k = 1515
Tmin = 0.104, Tmax = 0.161l = 1616
4912 measured reflections3 standard reflections every 300 min
3928 independent reflections intensity decay: 1%
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)] = 0.053H-atom parameters constrained
wR(F2) = 0.104 w = 1/[σ2(Fo2) + (0.0474P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.03(Δ/σ)max < 0.001
3928 reflectionsΔρmax = 0.69 e Å3
181 parametersΔρmin = 0.57 e Å3
0 restraintsAbsolute structure: Flack (1983), 1689 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute structure parameter: 0.02 (2)
Crystal data top
[ZnBr2(C15H26N2)]V = 1715.9 (4) Å3
Mr = 459.57Z = 4
Orthorhombic, P212121Mo Kα radiation
a = 11.1770 (14) ŵ = 6.08 mm1
b = 12.0378 (18) ÅT = 293 K
c = 12.7533 (9) Å0.40 × 0.33 × 0.3 mm
Data collection top
Enraf-Nonius CAD-4
diffractometer
2729 reflections with I > 2σ(I)
Absorption correction: ψ scan
(North et al., 1968)
Rint = 0.029
Tmin = 0.104, Tmax = 0.1613 standard reflections every 300 min
4912 measured reflections intensity decay: 1%
3928 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.053H-atom parameters constrained
wR(F2) = 0.104Δρmax = 0.69 e Å3
S = 1.03Δρmin = 0.57 e Å3
3928 reflectionsAbsolute structure: Flack (1983), 1689 Friedel pairs
181 parametersAbsolute structure parameter: 0.02 (2)
0 restraints
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
Zn0.19451 (7)0.26450 (6)0.13204 (5)0.02983 (19)
Br10.17519 (9)0.43930 (6)0.04949 (6)0.0565 (3)
Br20.21351 (8)0.11392 (6)0.01497 (5)0.0497 (2)
N10.3049 (5)0.2867 (4)0.2622 (4)0.0300 (12)
N90.0535 (5)0.2301 (4)0.2331 (4)0.0274 (12)
C20.4264 (7)0.3199 (6)0.2286 (6)0.0420 (18)
H2A0.47350.33890.28990.050*
H2B0.42090.38550.18470.050*
C30.4885 (7)0.2295 (6)0.1692 (6)0.0476 (19)
H3A0.56840.25370.15030.057*
H3B0.44500.21390.10510.057*
C40.4963 (8)0.1251 (8)0.2349 (7)0.059 (2)
H4A0.54800.13830.29470.071*
H4B0.53100.06570.19350.071*
C50.3726 (6)0.0905 (6)0.2730 (6)0.046 (2)
H5A0.32380.06850.21360.056*
H5B0.37980.02710.31960.056*
C60.3126 (6)0.1857 (5)0.3305 (5)0.0341 (15)
H60.36460.20500.38960.041*
C70.1884 (6)0.1586 (6)0.3770 (5)0.0434 (18)
H70.19770.09310.42190.052*
C80.1319 (6)0.3534 (6)0.3736 (5)0.0393 (17)
H80.10940.41730.41700.047*
C100.0510 (6)0.2026 (6)0.1650 (5)0.0387 (17)
H10A0.03590.13180.13110.046*
H10B0.05710.25850.11050.046*
C110.1696 (7)0.1959 (6)0.2217 (6)0.047 (2)
H11A0.16760.13540.27190.057*
H11B0.23290.18080.17160.057*
C120.1953 (7)0.3039 (6)0.2782 (5)0.0492 (19)
H12A0.26970.29800.31700.059*
H12B0.20310.36400.22790.059*
C130.0924 (6)0.3277 (6)0.3529 (5)0.0423 (18)
H13A0.10640.39830.38740.051*
H13B0.09040.27050.40650.051*
C140.0284 (6)0.3315 (5)0.2980 (5)0.0302 (15)
H140.02570.39450.24950.036*
C150.2515 (6)0.3803 (6)0.3236 (5)0.0440 (18)
H15A0.24130.44360.27750.053*
H15B0.30720.40170.37830.053*
C160.0901 (6)0.1332 (6)0.2990 (5)0.0374 (17)
H16A0.11690.07390.25310.045*
H16B0.02070.10640.33690.045*
C170.1478 (7)0.2547 (7)0.4468 (5)0.050 (2)
H17A0.07290.23670.48140.060*
H17B0.20750.27070.49990.060*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn0.0384 (4)0.0290 (4)0.0220 (3)0.0004 (4)0.0036 (4)0.0003 (3)
Br10.0905 (7)0.0407 (4)0.0384 (4)0.0056 (5)0.0078 (4)0.0154 (3)
Br20.0707 (6)0.0437 (4)0.0347 (4)0.0057 (4)0.0059 (4)0.0119 (3)
N10.030 (3)0.031 (3)0.029 (3)0.005 (3)0.003 (3)0.000 (2)
N90.028 (3)0.028 (3)0.026 (3)0.002 (3)0.001 (2)0.004 (2)
C20.034 (4)0.042 (4)0.050 (5)0.007 (4)0.007 (4)0.011 (4)
C30.033 (4)0.060 (5)0.050 (4)0.001 (4)0.006 (4)0.008 (4)
C40.044 (5)0.061 (5)0.071 (6)0.014 (5)0.012 (4)0.017 (5)
C50.038 (4)0.053 (5)0.049 (4)0.009 (4)0.005 (4)0.016 (4)
C60.031 (4)0.044 (4)0.028 (3)0.002 (4)0.006 (3)0.008 (3)
C70.042 (4)0.052 (4)0.036 (3)0.009 (4)0.003 (4)0.022 (3)
C80.044 (4)0.048 (4)0.026 (3)0.004 (4)0.001 (3)0.012 (3)
C100.030 (4)0.044 (4)0.042 (4)0.001 (3)0.008 (3)0.011 (3)
C110.032 (5)0.055 (5)0.055 (5)0.005 (4)0.007 (4)0.005 (4)
C120.038 (5)0.065 (5)0.044 (4)0.018 (4)0.006 (4)0.011 (4)
C130.040 (4)0.055 (5)0.032 (4)0.018 (4)0.008 (3)0.001 (3)
C140.033 (4)0.029 (4)0.028 (3)0.003 (3)0.000 (3)0.000 (3)
C150.047 (5)0.044 (4)0.041 (4)0.001 (4)0.002 (3)0.014 (4)
C160.031 (4)0.036 (4)0.046 (4)0.003 (3)0.007 (3)0.015 (3)
C170.045 (4)0.079 (6)0.026 (3)0.017 (4)0.000 (3)0.001 (4)
Geometric parameters (Å, º) top
Zn—N92.078 (5)C7—C171.529 (10)
Zn—N12.086 (5)C7—H70.9800
Zn—Br22.3580 (10)C8—C151.515 (9)
Zn—Br12.3628 (10)C8—C171.521 (9)
N1—C21.478 (9)C8—C141.530 (9)
N1—C151.496 (8)C8—H80.9800
N1—C61.499 (7)C10—C111.512 (10)
N9—C101.492 (8)C10—H10A0.9700
N9—C161.495 (8)C10—H10B0.9700
N9—C141.500 (8)C11—C121.515 (10)
C2—C31.497 (10)C11—H11A0.9700
C2—H2A0.9700C11—H11B0.9700
C2—H2B0.9700C12—C131.521 (10)
C3—C41.512 (10)C12—H12A0.9700
C3—H3A0.9700C12—H12B0.9700
C3—H3B0.9700C13—C141.521 (9)
C4—C51.525 (11)C13—H13A0.9700
C4—H4A0.9700C13—H13B0.9700
C4—H4B0.9700C14—H140.9800
C5—C61.517 (9)C15—H15A0.9700
C5—H5A0.9700C15—H15B0.9700
C5—H5B0.9700C16—H16A0.9700
C6—C71.544 (9)C16—H16B0.9700
C6—H60.9800C17—H17A0.9700
C7—C161.513 (10)C17—H17B0.9700
N9—Zn—N188.9 (2)C15—C8—C17108.8 (6)
N9—Zn—Br2107.95 (14)C15—C8—C14116.0 (5)
N1—Zn—Br2123.31 (14)C17—C8—C14109.9 (6)
N9—Zn—Br1112.60 (14)C15—C8—H8107.2
N1—Zn—Br1107.12 (13)C17—C8—H8107.2
Br2—Zn—Br1114.25 (4)C14—C8—H8107.2
C2—N1—C15108.4 (5)N9—C10—C11114.8 (6)
C2—N1—C6109.6 (5)N9—C10—H10A108.6
C15—N1—C6109.2 (5)C11—C10—H10A108.6
C2—N1—Zn110.4 (4)N9—C10—H10B108.6
C15—N1—Zn106.1 (4)C11—C10—H10B108.6
C6—N1—Zn113.1 (4)H10A—C10—H10B107.5
C10—N9—C16111.6 (5)C10—C11—C12110.3 (6)
C10—N9—C14110.8 (5)C10—C11—H11A109.6
C16—N9—C14112.1 (5)C12—C11—H11A109.6
C10—N9—Zn106.1 (4)C10—C11—H11B109.6
C16—N9—Zn107.2 (4)C12—C11—H11B109.6
C14—N9—Zn108.8 (4)H11A—C11—H11B108.1
N1—C2—C3112.1 (6)C11—C12—C13108.4 (6)
N1—C2—H2A109.2C11—C12—H12A110.0
C3—C2—H2A109.2C13—C12—H12A110.0
N1—C2—H2B109.2C11—C12—H12B110.0
C3—C2—H2B109.2C13—C12—H12B110.0
H2A—C2—H2B107.9H12A—C12—H12B108.4
C2—C3—C4110.5 (6)C12—C13—C14112.8 (5)
C2—C3—H3A109.6C12—C13—H13A109.0
C4—C3—H3A109.6C14—C13—H13A109.0
C2—C3—H3B109.6C12—C13—H13B109.0
C4—C3—H3B109.6C14—C13—H13B109.0
H3A—C3—H3B108.1H13A—C13—H13B107.8
C3—C4—C5110.6 (6)N9—C14—C13113.3 (6)
C3—C4—H4A109.5N9—C14—C8110.3 (5)
C5—C4—H4A109.5C13—C14—C8112.7 (5)
C3—C4—H4B109.5N9—C14—H14106.7
C5—C4—H4B109.5C13—C14—H14106.7
H4A—C4—H4B108.1C8—C14—H14106.7
C6—C5—C4110.4 (7)N1—C15—C8114.3 (6)
C6—C5—H5A109.6N1—C15—H15A108.7
C4—C5—H5A109.6C8—C15—H15A108.7
C6—C5—H5B109.6N1—C15—H15B108.7
C4—C5—H5B109.6C8—C15—H15B108.7
H5A—C5—H5B108.1H15A—C15—H15B107.6
N1—C6—C5110.9 (5)N9—C16—C7114.2 (6)
N1—C6—C7110.1 (5)N9—C16—H16A108.7
C5—C6—C7115.0 (6)C7—C16—H16A108.7
N1—C6—H6106.8N9—C16—H16B108.7
C5—C6—H6106.8C7—C16—H16B108.7
C7—C6—H6106.8H16A—C16—H16B107.6
C16—C7—C17108.7 (6)C8—C17—C7105.5 (5)
C16—C7—C6116.3 (6)C8—C17—H17A110.6
C17—C7—C6109.3 (6)C7—C17—H17A110.6
C16—C7—H7107.4C8—C17—H17B110.6
C17—C7—H7107.4C7—C17—H17B110.6
C6—C7—H7107.4H17A—C17—H17B108.8
N9—Zn—N1—C2177.7 (4)N1—C6—C7—C1762.8 (6)
Br2—Zn—N1—C271.4 (4)C5—C6—C7—C17171.0 (5)
Br1—Zn—N1—C264.4 (4)C16—N9—C10—C1174.6 (7)
N9—Zn—N1—C1560.5 (4)C14—N9—C10—C1151.1 (8)
Br2—Zn—N1—C15171.4 (3)Zn—N9—C10—C11169.0 (5)
Br1—Zn—N1—C1552.8 (4)N9—C10—C11—C1256.9 (8)
N9—Zn—N1—C659.2 (4)C10—C11—C12—C1357.1 (7)
Br2—Zn—N1—C651.7 (5)C11—C12—C13—C1456.4 (8)
Br1—Zn—N1—C6172.5 (4)C10—N9—C14—C1348.1 (7)
N1—Zn—N9—C10177.5 (4)C16—N9—C14—C1377.3 (6)
Br2—Zn—N9—C1052.7 (4)Zn—N9—C14—C13164.4 (4)
Br1—Zn—N9—C1074.4 (4)C10—N9—C14—C8175.5 (5)
N1—Zn—N9—C1658.2 (4)C16—N9—C14—C850.1 (7)
Br2—Zn—N9—C1666.6 (4)Zn—N9—C14—C868.3 (5)
Br1—Zn—N9—C16166.3 (3)C12—C13—C14—N953.0 (8)
N1—Zn—N9—C1463.2 (4)C12—C13—C14—C8179.0 (6)
Br2—Zn—N9—C14171.9 (3)C15—C8—C14—N963.6 (8)
Br1—Zn—N9—C1444.9 (4)C17—C8—C14—N960.4 (7)
C15—N1—C2—C3178.2 (6)C15—C8—C14—C13168.7 (6)
C6—N1—C2—C359.1 (7)C17—C8—C14—C1367.3 (7)
Zn—N1—C2—C366.0 (6)C2—N1—C15—C8173.5 (6)
N1—C2—C3—C457.7 (9)C6—N1—C15—C854.2 (7)
C2—C3—C4—C554.7 (9)Zn—N1—C15—C868.0 (6)
C3—C4—C5—C654.6 (9)C17—C8—C15—N158.9 (7)
C2—N1—C6—C558.4 (7)C14—C8—C15—N165.6 (8)
C15—N1—C6—C5176.9 (5)C10—N9—C16—C7174.7 (5)
Zn—N1—C6—C565.2 (6)C14—N9—C16—C749.8 (7)
C2—N1—C6—C7173.2 (5)Zn—N9—C16—C769.5 (6)
C15—N1—C6—C754.6 (7)C17—C7—C16—N956.5 (7)
Zn—N1—C6—C763.3 (6)C6—C7—C16—N967.3 (8)
C4—C5—C6—N156.7 (8)C15—C8—C17—C761.7 (7)
C4—C5—C6—C7177.5 (6)C14—C8—C17—C766.3 (7)
N1—C6—C7—C1660.7 (8)C16—C7—C17—C862.9 (7)
C5—C6—C7—C1665.5 (7)C6—C7—C17—C865.0 (7)

Experimental details

Crystal data
Chemical formula[ZnBr2(C15H26N2)]
Mr459.57
Crystal system, space groupOrthorhombic, P212121
Temperature (K)293
a, b, c (Å)11.1770 (14), 12.0378 (18), 12.7533 (9)
V3)1715.9 (4)
Z4
Radiation typeMo Kα
µ (mm1)6.08
Crystal size (mm)0.40 × 0.33 × 0.3
Data collection
DiffractometerEnraf-Nonius CAD-4
diffractometer
Absorption correctionψ scan
(North et al., 1968)
Tmin, Tmax0.104, 0.161
No. of measured, independent and
observed [I > 2σ(I)] reflections
4912, 3928, 2729
Rint0.029
(sin θ/λ)max1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.053, 0.104, 1.03
No. of reflections3928
No. of parameters181
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.69, 0.57
Absolute structureFlack (1983), 1689 Friedel pairs
Absolute structure parameter0.02 (2)

Computer programs: CAD-4 EXPRESS (Enraf-Nonius, 1994), CAD-4 EXPRESS, XCAD4 (Harms & Wocadlo, 1995), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Selected geometric parameters (Å, º) top
Zn—N92.078 (5)Zn—Br22.3580 (10)
Zn—N12.086 (5)Zn—Br12.3628 (10)
N9—Zn—N188.9 (2)N9—Zn—Br1112.60 (14)
N9—Zn—Br2107.95 (14)N1—Zn—Br1107.12 (13)
N1—Zn—Br2123.31 (14)Br2—Zn—Br1114.25 (4)
 

Subscribe to Acta Crystallographica Section C: Structural Chemistry

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

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