Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805040432/sj6179sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805040432/sj6179Isup2.hkl |
CCDC reference: 1255823
Crystals were formed by the slow evaporation of the solvent from a mixture of 5-bromo-2-hydroxyaldehyde (0.2 mmol, 40.3 mg) and zinc acetate tetrahydrate (0.1 mmol, 25.6 mg) in ethanol (15 ml).
H atoms attached to C atoms were included in the refinement in calculated positions in the riding-model approximation [C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C)].
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Fig. 1. Structure of (I). Displacement ellipsoids are drawn at the 30% probability level. Atoms labelled with the suffix A are at the symmetry position (−x, 1 − y, 1 − z). |
[Zn(C7H4BrO2)2] | F(000) = 448 |
Mr = 465.39 | Dx = 2.096 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 709 reflections |
a = 16.265 (4) Å | θ = 2.1–24.3° |
b = 5.6182 (14) Å | µ = 7.09 mm−1 |
c = 8.109 (2) Å | T = 298 K |
β = 95.543 (4)° | Needle, yellow |
V = 737.5 (3) Å3 | 0.13 × 0.11 × 0.09 mm |
Z = 2 |
Bruker APEX area-detector diffractometer | 1603 independent reflections |
Radiation source: fine-focus sealed tube | 988 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.067 |
ω scans | θmax = 27.0°, θmin = 1.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −20→20 |
Tmin = 0.427, Tmax = 0.528 | k = −6→7 |
5858 measured reflections | l = −10→10 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.058 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.143 | H-atom parameters constrained |
S = 1.02 | w = 1/[σ2(Fo2) + (0.0549P)2 + 1.3455P] where P = (Fo2 + 2Fc2)/3 |
1603 reflections | (Δ/σ)max = 0.001 |
101 parameters | Δρmax = 0.49 e Å−3 |
0 restraints | Δρmin = −0.53 e Å−3 |
[Zn(C7H4BrO2)2] | V = 737.5 (3) Å3 |
Mr = 465.39 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 16.265 (4) Å | µ = 7.09 mm−1 |
b = 5.6182 (14) Å | T = 298 K |
c = 8.109 (2) Å | 0.13 × 0.11 × 0.09 mm |
β = 95.543 (4)° |
Bruker APEX area-detector diffractometer | 1603 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | 988 reflections with I > 2σ(I) |
Tmin = 0.427, Tmax = 0.528 | Rint = 0.067 |
5858 measured reflections |
R[F2 > 2σ(F2)] = 0.058 | 0 restraints |
wR(F2) = 0.143 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.49 e Å−3 |
1603 reflections | Δρmin = −0.53 e Å−3 |
101 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Zn1 | 0.0000 | 0.5000 | 0.5000 | 0.0453 (4) | |
Br1 | 0.42856 (5) | 0.33819 (19) | 0.30459 (12) | 0.0746 (4) | |
O1 | 0.1005 (3) | 0.6522 (7) | 0.5198 (6) | 0.0410 (11) | |
O2 | 0.0384 (4) | 0.2374 (9) | 0.3882 (7) | 0.0652 (15) | |
C1 | 0.1711 (4) | 0.5764 (12) | 0.4724 (8) | 0.0378 (16) | |
C2 | 0.2433 (5) | 0.7122 (12) | 0.5102 (9) | 0.0462 (18) | |
H2 | 0.2402 | 0.8537 | 0.5689 | 0.035 (17)* | |
C3 | 0.3184 (4) | 0.6416 (14) | 0.4622 (9) | 0.0504 (19) | |
H3 | 0.3650 | 0.7351 | 0.4885 | 0.06 (2)* | |
C4 | 0.3251 (4) | 0.4316 (13) | 0.3762 (9) | 0.0451 (18) | |
C5 | 0.2581 (4) | 0.2907 (13) | 0.3400 (9) | 0.0442 (17) | |
H5 | 0.2639 | 0.1489 | 0.2830 | 0.07 (3)* | |
C6 | 0.1800 (4) | 0.3563 (11) | 0.3867 (8) | 0.0359 (15) | |
C7 | 0.1119 (4) | 0.1953 (12) | 0.3515 (8) | 0.0416 (17) | |
H7 | 0.1214 | 0.0518 | 0.2994 | 0.042 (19)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.0514 (8) | 0.0385 (7) | 0.0458 (7) | −0.0011 (6) | 0.0031 (6) | −0.0034 (6) |
Br1 | 0.0481 (5) | 0.0931 (8) | 0.0850 (7) | −0.0007 (5) | 0.0184 (5) | −0.0148 (6) |
O1 | 0.038 (3) | 0.033 (3) | 0.053 (3) | 0.000 (2) | 0.005 (2) | −0.005 (2) |
O2 | 0.077 (4) | 0.054 (3) | 0.064 (4) | 0.001 (3) | 0.006 (3) | −0.006 (3) |
C1 | 0.046 (4) | 0.032 (3) | 0.035 (4) | 0.000 (3) | −0.002 (3) | 0.000 (3) |
C2 | 0.061 (5) | 0.028 (4) | 0.048 (4) | −0.002 (3) | −0.001 (4) | −0.008 (3) |
C3 | 0.039 (4) | 0.058 (5) | 0.053 (5) | −0.007 (4) | −0.004 (3) | 0.008 (4) |
C4 | 0.042 (4) | 0.046 (4) | 0.047 (4) | 0.007 (3) | 0.006 (3) | 0.000 (4) |
C5 | 0.055 (5) | 0.034 (4) | 0.044 (4) | 0.002 (3) | 0.006 (3) | −0.003 (3) |
C6 | 0.037 (4) | 0.028 (4) | 0.042 (4) | −0.004 (3) | 0.000 (3) | 0.001 (3) |
C7 | 0.047 (4) | 0.037 (4) | 0.043 (4) | 0.014 (3) | 0.010 (3) | −0.009 (3) |
Zn1—O1i | 1.838 (4) | C2—C3 | 1.375 (10) |
Zn1—O1 | 1.838 (4) | C2—H2 | 0.9300 |
Zn1—O2i | 1.870 (5) | C3—C4 | 1.380 (10) |
Zn1—O2 | 1.870 (5) | C3—H3 | 0.9301 |
Br1—C4 | 1.905 (7) | C4—C5 | 1.356 (10) |
O1—C1 | 1.317 (8) | C5—C6 | 1.409 (9) |
O2—C7 | 1.283 (8) | C5—H5 | 0.9300 |
C1—C2 | 1.409 (9) | C6—C7 | 1.437 (9) |
C1—C6 | 1.432 (9) | C7—H7 | 0.9300 |
O1i—Zn1—O1 | 180.0 | C2—C3—H3 | 119.8 |
O1i—Zn1—O2i | 94.2 (2) | C4—C3—H3 | 119.7 |
O1—Zn1—O2i | 85.8 (2) | C5—C4—C3 | 120.4 (7) |
O1i—Zn1—O2 | 85.8 (2) | C5—C4—Br1 | 119.2 (6) |
O1—Zn1—O2 | 94.2 (2) | C3—C4—Br1 | 120.4 (6) |
O2i—Zn1—O2 | 180.0 | C4—C5—C6 | 121.0 (7) |
C1—O1—Zn1 | 128.1 (4) | C4—C5—H5 | 119.4 |
C7—O2—Zn1 | 128.3 (5) | C6—C5—H5 | 119.6 |
O1—C1—C2 | 119.6 (6) | C5—C6—C1 | 119.5 (6) |
O1—C1—C6 | 123.6 (6) | C5—C6—C7 | 118.7 (6) |
C2—C1—C6 | 116.9 (6) | C1—C6—C7 | 121.8 (6) |
C3—C2—C1 | 121.7 (7) | O2—C7—C6 | 123.8 (6) |
C3—C2—H2 | 119.0 | O2—C7—H7 | 117.7 |
C1—C2—H2 | 119.3 | C6—C7—H7 | 118.5 |
C2—C3—C4 | 120.4 (7) |
Symmetry code: (i) −x, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Zn(C7H4BrO2)2] |
Mr | 465.39 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 298 |
a, b, c (Å) | 16.265 (4), 5.6182 (14), 8.109 (2) |
β (°) | 95.543 (4) |
V (Å3) | 737.5 (3) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 7.09 |
Crystal size (mm) | 0.13 × 0.11 × 0.09 |
Data collection | |
Diffractometer | Bruker APEX area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.427, 0.528 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5858, 1603, 988 |
Rint | 0.067 |
(sin θ/λ)max (Å−1) | 0.639 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.058, 0.143, 1.02 |
No. of reflections | 1603 |
No. of parameters | 101 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.49, −0.53 |
Computer programs: SMART (Bruker, 2000), SAINT (Bruker, 2000), SAINT, SHELXTL (Bruker, 2000), SHELXTL.
Zn1—O1i | 1.838 (4) | Zn1—O2i | 1.870 (5) |
Zn1—O1 | 1.838 (4) | Zn1—O2 | 1.870 (5) |
O1i—Zn1—O1 | 180.0 | O1i—Zn1—O2 | 85.8 (2) |
O1i—Zn1—O2i | 94.2 (2) | O1—Zn1—O2 | 94.2 (2) |
O1—Zn1—O2i | 85.8 (2) | O2i—Zn1—O2 | 180.0 |
Symmetry code: (i) −x, −y+1, −z+1. |
Zinc(II) compounds are very important in biological chemistry (Casella & Gullotti, 1981). As part of our work aimed at understanding the structures of zinc(II) compounds, we report here a new mononuclear zinc(II) compound, (I), Fig. 1. Compound (I) is isostructural with the copper(II) compound reported recently (Sun & Gao, 2005), and structurally similar to the related bis(salicylaldehydo)zinc(II) complex (Xiong & Liu, 2005). In (I), the Zn(II) ion lies on an inversion center and binds to the O atoms of two bidentate chelate 5-bromo-2–2-formylphenolate ligands. The overall coordination geometry is square planar. The bond lengths (Table 1) around the metal center are comparable to the values observed in the compounds cited above.