Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804004908/lh6161sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536804004908/lh6161Isup2.hkl |
CCDC reference: 216534
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.012 Å
- R factor = 0.054
- wR factor = 0.162
- Data-to-parameter ratio = 16.5
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT052_ALERT_1_A (Proper) Absorption Correction Method Missing .. ? PLAT057_ALERT_3_A Correction for Absorption Required RT(exp) ... 2.33
Alert level C PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12
2 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 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 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion
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).
[ZnBr2(C8H6N2)2] | Z = 2 |
Mr = 485.49 | F(000) = 472 |
Triclinic, P1 | Dx = 1.898 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.3664 (10) Å | Cell parameters from 1730 reflections |
b = 8.2971 (10) Å | θ = 2.5–26.3° |
c = 14.4141 (18) Å | µ = 6.15 mm−1 |
α = 85.66 (1)° | T = 293 K |
β = 75.231 (11)° | Prism, colourless |
γ = 88.387 (10)° | 0.4 × 0.3 × 0.2 mm |
V = 849.40 (19) Å3 |
Enraf–Nonius CAD-4 diffractometer | Rint = 0.083 |
non–profiled ω scans | θmax = 26.3°, θmin = 2.5° |
Absorption correction: ψ scan empirical (using intensity measurements) (Blessing, 1995) | h = −9→9 |
Tmin = 0.122, Tmax = 0.290 | k = −10→0 |
3675 measured reflections | l = −17→17 |
3431 independent reflections | 3 standard reflections every 120 min |
1730 reflections with I > 2σ(I) | intensity decay: −1% |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.054 | w = 1/[σ2(Fo2) + (0.0862P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.162 | (Δ/σ)max < 0.001 |
S = 0.96 | Δρmax = 0.74 e Å−3 |
3431 reflections | Δρmin = −1.10 e Å−3 |
208 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 | ||
Br1 | 1.12345 (13) | 0.41856 (12) | 0.84975 (7) | 0.0557 (3) | |
Br2 | 0.74805 (12) | 0.51735 (11) | 0.69622 (7) | 0.0525 (3) | |
Zn | 0.96188 (12) | 0.32970 (11) | 0.74155 (7) | 0.0364 (3) | |
N1 | 1.1570 (8) | 0.2594 (7) | 0.6239 (5) | 0.0358 (16) | |
N2 | 1.0822 (8) | 0.1709 (8) | 0.5659 (5) | 0.0420 (18) | |
N3 | 0.8045 (8) | 0.1288 (7) | 0.7968 (5) | 0.0389 (17) | |
N4 | 0.9074 (8) | −0.0094 (8) | 0.8057 (5) | 0.0459 (19) | |
C1 | 1.3356 (10) | 0.2966 (9) | 0.6003 (6) | 0.0333 (19) | |
C2 | 1.4613 (10) | 0.2542 (9) | 0.5136 (6) | 0.0357 (19) | |
C3 | 1.6538 (11) | 0.2972 (11) | 0.4849 (7) | 0.051 (2) | |
C4 | 1.7587 (11) | 0.2540 (11) | 0.4008 (7) | 0.053 (3) | |
C5 | 1.6850 (13) | 0.1659 (11) | 0.3387 (7) | 0.053 (2) | |
C6 | 1.5012 (11) | 0.1227 (10) | 0.3656 (6) | 0.044 (2) | |
C7 | 1.3867 (10) | 0.1667 (9) | 0.4539 (6) | 0.0316 (18) | |
C8 | 1.1939 (11) | 0.1288 (9) | 0.4865 (6) | 0.0374 (19) | |
C9 | 0.8150 (11) | −0.1408 (10) | 0.8438 (7) | 0.047 (2) | |
C10 | 0.6177 (11) | −0.1482 (9) | 0.8815 (6) | 0.041 (2) | |
C11 | 0.5245 (12) | −0.2929 (11) | 0.9249 (7) | 0.055 (3) | |
C12 | 0.3338 (12) | −0.2862 (11) | 0.9590 (6) | 0.050 (2) | |
C13 | 0.2304 (12) | −0.1449 (12) | 0.9513 (7) | 0.054 (3) | |
C14 | 0.3204 (10) | −0.0070 (11) | 0.9096 (6) | 0.044 (2) | |
C15 | 0.5165 (10) | −0.0082 (9) | 0.8741 (6) | 0.0336 (19) | |
C16 | 0.6216 (10) | 0.1317 (9) | 0.8300 (6) | 0.0355 (19) | |
H1 | 1.3816 | 0.3535 | 0.6424 | 0.040* | |
H3 | 1.7059 | 0.3549 | 0.5244 | 0.061* | |
H4 | 1.8846 | 0.2826 | 0.3822 | 0.063* | |
H5 | 1.7614 | 0.1378 | 0.2801 | 0.063* | |
H6 | 1.4515 | 0.0641 | 0.3255 | 0.053* | |
H8 | 1.1431 | 0.0685 | 0.4475 | 0.045* | |
H9 | 0.8837 | −0.2361 | 0.8463 | 0.056* | |
H11 | 0.5910 | −0.3888 | 0.9299 | 0.066* | |
H12 | 0.2706 | −0.3794 | 0.9885 | 0.060* | |
H13 | 0.1004 | −0.1450 | 0.9745 | 0.065* | |
H14 | 0.2524 | 0.0879 | 0.9045 | 0.053* | |
H16 | 0.5576 | 0.2289 | 0.8247 | 0.043* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Br1 | 0.0565 (6) | 0.0584 (6) | 0.0550 (7) | −0.0123 (5) | −0.0160 (5) | −0.0111 (5) |
Br2 | 0.0487 (5) | 0.0418 (5) | 0.0660 (7) | 0.0063 (4) | −0.0140 (5) | −0.0016 (5) |
Zn | 0.0311 (5) | 0.0351 (5) | 0.0386 (6) | −0.0022 (4) | 0.0000 (4) | −0.0056 (4) |
N1 | 0.031 (3) | 0.035 (4) | 0.039 (4) | −0.003 (3) | −0.002 (3) | −0.011 (3) |
N2 | 0.029 (3) | 0.045 (4) | 0.048 (5) | −0.008 (3) | −0.002 (3) | −0.005 (4) |
N3 | 0.029 (4) | 0.031 (4) | 0.050 (5) | −0.002 (3) | 0.004 (3) | −0.007 (3) |
N4 | 0.036 (4) | 0.037 (4) | 0.059 (5) | 0.009 (3) | 0.000 (4) | −0.010 (4) |
C1 | 0.029 (4) | 0.031 (4) | 0.039 (5) | −0.007 (3) | −0.006 (4) | −0.007 (4) |
C2 | 0.030 (4) | 0.038 (5) | 0.039 (5) | 0.003 (3) | −0.010 (4) | 0.006 (4) |
C3 | 0.025 (4) | 0.054 (6) | 0.070 (7) | −0.012 (4) | −0.004 (4) | 0.002 (5) |
C4 | 0.026 (4) | 0.063 (6) | 0.060 (7) | 0.001 (4) | 0.006 (5) | 0.003 (5) |
C5 | 0.049 (5) | 0.064 (6) | 0.035 (6) | 0.013 (5) | 0.004 (4) | −0.003 (5) |
C6 | 0.045 (5) | 0.053 (5) | 0.032 (5) | 0.013 (4) | −0.006 (4) | −0.012 (4) |
C7 | 0.027 (4) | 0.027 (4) | 0.042 (5) | 0.003 (3) | −0.012 (4) | −0.001 (4) |
C8 | 0.044 (5) | 0.033 (5) | 0.035 (5) | −0.005 (4) | −0.007 (4) | −0.007 (4) |
C9 | 0.041 (5) | 0.026 (4) | 0.066 (7) | 0.007 (4) | 0.001 (5) | −0.005 (4) |
C10 | 0.041 (5) | 0.031 (4) | 0.048 (6) | −0.002 (4) | −0.004 (4) | −0.010 (4) |
C11 | 0.049 (5) | 0.037 (5) | 0.067 (7) | −0.012 (4) | 0.009 (5) | −0.006 (5) |
C12 | 0.059 (6) | 0.043 (5) | 0.043 (6) | −0.018 (5) | −0.002 (5) | −0.003 (4) |
C13 | 0.035 (5) | 0.066 (7) | 0.061 (7) | −0.020 (5) | −0.011 (5) | 0.001 (5) |
C14 | 0.030 (4) | 0.055 (6) | 0.046 (6) | 0.002 (4) | −0.010 (4) | 0.004 (5) |
C15 | 0.033 (4) | 0.037 (5) | 0.029 (5) | −0.007 (3) | −0.002 (3) | 0.001 (4) |
C16 | 0.031 (4) | 0.039 (5) | 0.035 (5) | 0.003 (3) | −0.006 (4) | 0.002 (4) |
Br2—Zn | 2.3590 (13) | C8—H8 | 0.9300 |
Zn—N1 | 2.035 (6) | C14—C13 | 1.358 (11) |
Zn—N3 | 2.048 (6) | C14—H14 | 0.9300 |
Zn—Br1 | 2.3585 (13) | C6—C5 | 1.360 (11) |
N1—C1 | 1.312 (9) | C6—H6 | 0.9300 |
N1—N2 | 1.375 (9) | C1—H1 | 0.9300 |
N3—C16 | 1.310 (9) | C12—C11 | 1.366 (12) |
N3—N4 | 1.373 (8) | C12—C13 | 1.393 (12) |
N4—C9 | 1.310 (10) | C12—H12 | 0.9300 |
N2—C8 | 1.294 (10) | C10—C9 | 1.417 (11) |
C7—C2 | 1.388 (11) | C10—C11 | 1.420 (11) |
C7—C6 | 1.404 (11) | C3—C4 | 1.329 (12) |
C7—C8 | 1.414 (10) | C3—H3 | 0.9300 |
C15—C10 | 1.375 (11) | C11—H11 | 0.9300 |
C15—C14 | 1.404 (10) | C4—C5 | 1.414 (12) |
C15—C16 | 1.428 (10) | C4—H4 | 0.9300 |
C2—C1 | 1.414 (10) | C5—H5 | 0.9300 |
C2—C3 | 1.420 (10) | C13—H13 | 0.9300 |
C16—H16 | 0.9300 | C9—H9 | 0.9300 |
N1—Zn—N3 | 105.6 (2) | C15—C14—H14 | 120.1 |
N1—Zn—Br1 | 107.73 (18) | C5—C6—C7 | 119.9 (8) |
N3—Zn—Br1 | 112.1 (2) | C5—C6—H6 | 120.0 |
N1—Zn—Br2 | 110.78 (19) | C7—C6—H6 | 120.0 |
N3—Zn—Br2 | 104.57 (19) | N1—C1—C2 | 123.0 (7) |
Br1—Zn—Br2 | 115.59 (5) | N1—C1—H1 | 118.5 |
C1—N1—N2 | 121.1 (6) | C2—C1—H1 | 118.5 |
C1—N1—Zn | 125.8 (5) | C11—C12—C13 | 122.4 (8) |
N2—N1—Zn | 113.1 (4) | C11—C12—H12 | 118.8 |
C16—N3—N4 | 121.4 (6) | C13—C12—H12 | 118.8 |
C16—N3—Zn | 123.8 (5) | C15—C10—C9 | 117.3 (7) |
N4—N3—Zn | 114.5 (4) | C15—C10—C11 | 120.2 (8) |
C9—N4—N3 | 117.4 (6) | C9—C10—C11 | 122.5 (8) |
C8—N2—N1 | 117.4 (6) | C4—C3—C2 | 119.2 (9) |
C2—C7—C6 | 119.9 (7) | C4—C3—H3 | 120.4 |
C2—C7—C8 | 116.6 (7) | C2—C3—H3 | 120.4 |
C6—C7—C8 | 123.5 (7) | C12—C11—C10 | 117.6 (9) |
C10—C15—C14 | 120.3 (7) | C12—C11—H11 | 121.2 |
C10—C15—C16 | 116.5 (7) | C10—C11—H11 | 121.2 |
C14—C15—C16 | 123.2 (7) | C3—C4—C5 | 122.1 (8) |
C7—C2—C1 | 116.3 (7) | C3—C4—H4 | 118.9 |
C7—C2—C3 | 119.5 (8) | C5—C4—H4 | 118.9 |
C1—C2—C3 | 124.2 (8) | C6—C5—C4 | 119.3 (8) |
N3—C16—C15 | 122.6 (7) | C6—C5—H5 | 120.3 |
N3—C16—H16 | 118.7 | C4—C5—H5 | 120.3 |
C15—C16—H16 | 118.7 | C14—C13—C12 | 119.6 (8) |
N2—C8—C7 | 125.5 (7) | C14—C13—H13 | 120.2 |
N2—C8—H8 | 117.3 | C12—C13—H13 | 120.2 |
C7—C8—H8 | 117.3 | N4—C9—C10 | 124.7 (7) |
C13—C14—C15 | 119.8 (8) | N4—C9—H9 | 117.7 |
C13—C14—H14 | 120.1 | C10—C9—H9 | 117.7 |
N3—Zn—N1—C1 | −136.8 (6) | C6—C7—C8—N2 | −177.9 (8) |
Br1—Zn—N1—C1 | −16.8 (7) | C10—C15—C14—C13 | −0.1 (13) |
Br2—Zn—N1—C1 | 110.5 (6) | C16—C15—C14—C13 | −179.5 (8) |
N3—Zn—N1—N2 | 45.8 (6) | C2—C7—C6—C5 | 0.0 (12) |
Br1—Zn—N1—N2 | 165.8 (5) | C8—C7—C6—C5 | 179.0 (8) |
Br2—Zn—N1—N2 | −66.9 (5) | N2—N1—C1—C2 | 2.1 (11) |
N1—Zn—N3—C16 | −138.9 (6) | Zn—N1—C1—C2 | −175.1 (6) |
Br1—Zn—N3—C16 | 104.1 (6) | C7—C2—C1—N1 | −1.2 (11) |
Br2—Zn—N3—C16 | −21.9 (7) | C3—C2—C1—N1 | 178.0 (8) |
N1—Zn—N3—N4 | 47.5 (6) | C14—C15—C10—C9 | 179.7 (8) |
Br1—Zn—N3—N4 | −69.5 (6) | C16—C15—C10—C9 | −0.8 (12) |
Br2—Zn—N3—N4 | 164.5 (5) | C14—C15—C10—C11 | 0.2 (13) |
C16—N3—N4—C9 | 3.8 (12) | C16—C15—C10—C11 | 179.6 (8) |
Zn—N3—N4—C9 | 177.6 (6) | C7—C2—C3—C4 | 0.6 (12) |
C1—N1—N2—C8 | −1.3 (11) | C1—C2—C3—C4 | −178.5 (8) |
Zn—N1—N2—C8 | 176.2 (6) | C13—C12—C11—C10 | 1.0 (14) |
C6—C7—C2—C1 | 178.7 (7) | C15—C10—C11—C12 | −0.6 (13) |
C8—C7—C2—C1 | −0.4 (10) | C9—C10—C11—C12 | 179.9 (9) |
C6—C7—C2—C3 | −0.5 (12) | C2—C3—C4—C5 | −0.1 (14) |
C8—C7—C2—C3 | −179.6 (7) | C7—C6—C5—C4 | 0.5 (13) |
N4—N3—C16—C15 | −2.4 (12) | C3—C4—C5—C6 | −0.4 (14) |
Zn—N3—C16—C15 | −175.6 (6) | C15—C14—C13—C12 | 0.4 (14) |
C10—C15—C16—N3 | 0.9 (12) | C11—C12—C13—C14 | −0.9 (15) |
C14—C15—C16—N3 | −179.6 (8) | N3—N4—C9—C10 | −3.9 (14) |
N1—N2—C8—C7 | −0.3 (12) | C15—C10—C9—N4 | 2.4 (14) |
C2—C7—C8—N2 | 1.2 (12) | C11—C10—C9—N4 | −178.0 (9) |