Abstract
In the title compound, [CrCl3(C19H13Br2N3)], the Cr3+ ion is coordinated by the tridentate 2,6-bis[(4-bromophenyl)iminomethyl]pyridine Schiff base ligand in a fac-octahedral geometry. The dihedral angles between the pyridine and benzene rings are 23.9 (6) and 70.7 (1)°.
Related literature
For background to Schiff bases as chelating ligands, see: Yin et al. (2010 ▶); Yang et al. (2010 ▶); Barboiu et al. (2009 ▶); Rohini et al. (2009 ▶); Legrand et al. (2009 ▶). For similar zinc complexes, see: Ceniceros-Gomez et al. (2000 ▶); Sugiyama et al. (2002 ▶); Sun et al. (2009 ▶); Gong et al. (2009 ▶); Xiao et al. (2010 ▶).
Experimental
Crystal data
[CrCl3(C19H13Br2N3)]
M r = 601.49
Monoclinic,
a = 13.722 (3) Å
b = 10.111 (2) Å
c = 18.905 (3) Å
β = 124.702 (12)°
V = 2156.4 (7) Å3
Z = 4
Mo Kα radiation
μ = 4.62 mm−1
T = 296 K
0.20 × 0.13 × 0.09 mm
Data collection
Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.457, T max = 0.689
11189 measured reflections
4177 independent reflections
2279 reflections with I > 2σ(I)
R int = 0.053
Refinement
R[F 2 > 2σ(F 2)] = 0.047
wR(F 2) = 0.153
S = 0.97
4177 reflections
254 parameters
H-atom parameters constrained
Δρmax = 0.61 e Å−3
Δρmin = −0.41 e Å−3
Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.
Supplementary Material
Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810034689/ng5023sup1.cif
Structure factors: contains datablocks I. DOI: 10.1107/S1600536810034689/ng5023Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report
Acknowledgments
The authors thank the NWU Graduate Experimental Research Funds (project No. 09YSY22) for financial support.
supplementary crystallographic information
Comment
Schiff bases have often been used as chelating ligands in coordination chemistry (Yin et al. (2010); Yang et al. (2010); Rohini et al. (2009): Legrand et al. (2009)). We report here the crystal structure of the title new chromium complex with the chelating Schiff base ligand 2, 6-bis [1-(4-bromophenylimino)] pyridine The Cr atom in the complex is six-coordinated by one pyridine N and two imine N atoms of the Schiff base ligand, and by two bromide atoms, forming tetrahedral geometry (Fig.1). The dihedral angle between the pyridine and the benzene rings is 23.9 (6) ° and 70.7 (1) °. The bond lengths (Table 1) related to the Cr atom are comparable to those observed in similar chromium complexes (Sugiyama et al. (2002); Sun et al. (2009); Gong et al. (2009); Xiao et al. (2010)).
Experimental
2,6-bis[1-(4-bromophenylimino)]pyridine(0.0226 g, 0.05 mmol), and CrCl3?6H2O (0.0139 g, 0.05 mmol) were mixed and stirred in ethanol(10 ml) for 2 min and then heated in a stainless steel reactor with Teflon liner at 353 K for 72 h. After cooling at 5 K per hour, green crystals were obtained.
Refinement
H atoms were positioned geometrically(C—H = 0.93 Å) and refined using a riding model, with Uiso (H) = 1.2Ueq(C).
Figures
Fig. 1.
The molecular structure of the title complex, showing 50% probability displacement ellipsoids.
Crystal data
| [CrCl3(C19H13Br2N3)] | F(000) = 1172 |
| Mr = 601.49 | Dx = 1.853 Mg m−3 |
| Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
| Hall symbol: -P 2ybc | Cell parameters from 1555 reflections |
| a = 13.722 (3) Å | θ = 2.4–19.9° |
| b = 10.111 (2) Å | µ = 4.62 mm−1 |
| c = 18.905 (3) Å | T = 296 K |
| β = 124.702 (12)° | Block, green |
| V = 2156.4 (7) Å3 | 0.20 × 0.13 × 0.09 mm |
| Z = 4 |
Data collection
| Bruker APEXII CCD diffractometer | 4177 independent reflections |
| Radiation source: fine-focus sealed tube | 2279 reflections with I > 2σ(I) |
| graphite | Rint = 0.053 |
| φ and ω scans | θmax = 25.9°, θmin = 2.2° |
| Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→13 |
| Tmin = 0.457, Tmax = 0.689 | k = −12→12 |
| 11189 measured reflections | l = −23→23 |
Refinement
| Refinement on F2 | Secondary atom site location: difference Fourier map |
| Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
| R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
| wR(F2) = 0.153 | w = 1/[σ2(Fo2) + (0.0769P)2] where P = (Fo2 + 2Fc2)/3 |
| S = 0.97 | (Δ/σ)max = 0.001 |
| 4177 reflections | Δρmax = 0.61 e Å−3 |
| 254 parameters | Δρmin = −0.41 e Å−3 |
| 0 restraints | Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
| Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0012 (4) |
Special details
| 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)
| x | y | z | Uiso*/Ueq | ||
| Cr1 | 0.28797 (8) | 0.86124 (8) | 0.64659 (6) | 0.0434 (3) | |
| Br1 | 0.69677 (8) | 0.65971 (9) | 1.11306 (5) | 0.0892 (3) | |
| Br2 | 0.00271 (10) | 0.39656 (7) | 0.26880 (5) | 0.1018 (4) | |
| Cl1 | 0.31007 (19) | 0.63611 (14) | 0.66454 (12) | 0.0757 (6) | |
| Cl2 | 0.44502 (15) | 0.87626 (17) | 0.63412 (11) | 0.0630 (5) | |
| Cl3 | 0.12377 (15) | 0.86383 (17) | 0.65121 (11) | 0.0656 (5) | |
| N1 | 0.3903 (4) | 0.9528 (4) | 0.7728 (3) | 0.0483 (12) | |
| N2 | 0.2615 (4) | 1.0541 (4) | 0.6191 (3) | 0.0449 (11) | |
| N3 | 0.1766 (4) | 0.8645 (4) | 0.5113 (3) | 0.0463 (12) | |
| C1 | 0.4323 (7) | 0.7618 (7) | 0.8620 (4) | 0.0691 (19) | |
| H1 | 0.3679 | 0.7197 | 0.8145 | 0.083* | |
| C2 | 0.5019 (8) | 0.6955 (7) | 0.9398 (5) | 0.077 (2) | |
| H2 | 0.4839 | 0.6084 | 0.9440 | 0.092* | |
| C3 | 0.5961 (6) | 0.7561 (7) | 1.0101 (4) | 0.0632 (18) | |
| C4 | 0.6215 (6) | 0.8848 (7) | 1.0040 (4) | 0.071 (2) | |
| H4 | 0.6850 | 0.9269 | 1.0522 | 0.085* | |
| C5 | 0.5537 (6) | 0.9535 (7) | 0.9267 (4) | 0.0658 (18) | |
| H5 | 0.5721 | 1.0407 | 0.9232 | 0.079* | |
| C6 | 0.4597 (5) | 0.8921 (6) | 0.8557 (4) | 0.0480 (14) | |
| C7 | 0.3845 (6) | 1.0794 (6) | 0.7687 (4) | 0.0560 (16) | |
| H7 | 0.4241 | 1.1302 | 0.8185 | 0.067* | |
| C8 | 0.3151 (5) | 1.1420 (5) | 0.6847 (4) | 0.0501 (15) | |
| C9 | 0.2975 (6) | 1.2779 (6) | 0.6666 (4) | 0.0571 (17) | |
| H9 | 0.3329 | 1.3398 | 0.7109 | 0.069* | |
| C10 | 0.2260 (6) | 1.3180 (6) | 0.5810 (4) | 0.0591 (17) | |
| H10 | 0.2134 | 1.4078 | 0.5680 | 0.071* | |
| C11 | 0.1731 (5) | 1.2261 (6) | 0.5144 (4) | 0.0531 (16) | |
| H11 | 0.1258 | 1.2530 | 0.4573 | 0.064* | |
| C12 | 0.1932 (5) | 1.0924 (5) | 0.5360 (3) | 0.0424 (13) | |
| C13 | 0.1483 (5) | 0.9800 (6) | 0.4780 (4) | 0.0480 (14) | |
| H13 | 0.1007 | 0.9917 | 0.4187 | 0.058* | |
| C14 | 0.1391 (5) | 0.7505 (5) | 0.4560 (3) | 0.0436 (14) | |
| C15 | 0.1856 (6) | 0.7279 (6) | 0.4095 (4) | 0.0498 (15) | |
| H15 | 0.2436 | 0.7837 | 0.4152 | 0.060* | |
| C16 | 0.1458 (7) | 0.6218 (6) | 0.3541 (4) | 0.0623 (19) | |
| H16 | 0.1769 | 0.6053 | 0.3222 | 0.075* | |
| C17 | 0.0601 (7) | 0.5402 (6) | 0.3461 (4) | 0.0626 (19) | |
| C18 | 0.0162 (7) | 0.5603 (7) | 0.3942 (5) | 0.077 (2) | |
| H18 | −0.0405 | 0.5031 | 0.3891 | 0.092* | |
| C19 | 0.0562 (6) | 0.6658 (6) | 0.4505 (5) | 0.070 (2) | |
| H19 | 0.0277 | 0.6796 | 0.4842 | 0.084* |
Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Cr1 | 0.0463 (6) | 0.0347 (5) | 0.0413 (5) | −0.0011 (4) | 0.0203 (5) | −0.0050 (4) |
| Br1 | 0.0738 (6) | 0.1233 (8) | 0.0643 (5) | 0.0183 (5) | 0.0356 (5) | 0.0310 (5) |
| Br2 | 0.1720 (11) | 0.0517 (5) | 0.0608 (5) | −0.0254 (5) | 0.0540 (6) | −0.0206 (4) |
| Cl1 | 0.1130 (17) | 0.0359 (9) | 0.0707 (12) | 0.0020 (9) | 0.0479 (12) | −0.0021 (8) |
| Cl2 | 0.0507 (10) | 0.0704 (11) | 0.0663 (11) | 0.0064 (9) | 0.0324 (9) | 0.0027 (8) |
| Cl3 | 0.0572 (11) | 0.0812 (12) | 0.0614 (10) | −0.0099 (9) | 0.0355 (9) | −0.0088 (9) |
| N1 | 0.055 (3) | 0.037 (3) | 0.044 (3) | −0.002 (2) | 0.023 (3) | −0.006 (2) |
| N2 | 0.047 (3) | 0.036 (3) | 0.042 (3) | −0.001 (2) | 0.020 (2) | −0.005 (2) |
| N3 | 0.047 (3) | 0.041 (3) | 0.041 (3) | −0.004 (2) | 0.018 (3) | −0.007 (2) |
| C1 | 0.070 (5) | 0.064 (4) | 0.055 (4) | −0.006 (4) | 0.024 (4) | −0.001 (4) |
| C2 | 0.098 (6) | 0.056 (4) | 0.067 (5) | −0.003 (4) | 0.041 (5) | 0.010 (4) |
| C3 | 0.058 (5) | 0.077 (5) | 0.047 (4) | 0.013 (4) | 0.026 (4) | 0.004 (4) |
| C4 | 0.061 (5) | 0.086 (5) | 0.046 (4) | −0.012 (4) | 0.019 (4) | −0.010 (4) |
| C5 | 0.059 (4) | 0.065 (4) | 0.049 (4) | −0.011 (4) | 0.017 (4) | 0.000 (3) |
| C6 | 0.045 (4) | 0.046 (3) | 0.047 (4) | 0.002 (3) | 0.022 (3) | −0.002 (3) |
| C7 | 0.058 (4) | 0.053 (4) | 0.044 (4) | −0.002 (3) | 0.021 (3) | −0.011 (3) |
| C8 | 0.048 (4) | 0.039 (3) | 0.049 (4) | −0.004 (3) | 0.020 (3) | −0.006 (3) |
| C9 | 0.060 (4) | 0.038 (3) | 0.054 (4) | 0.002 (3) | 0.022 (4) | −0.002 (3) |
| C10 | 0.066 (5) | 0.030 (3) | 0.071 (5) | −0.003 (3) | 0.033 (4) | −0.002 (3) |
| C11 | 0.049 (4) | 0.042 (3) | 0.058 (4) | 0.002 (3) | 0.024 (3) | 0.006 (3) |
| C12 | 0.043 (4) | 0.036 (3) | 0.042 (3) | −0.002 (3) | 0.020 (3) | −0.005 (3) |
| C13 | 0.042 (4) | 0.054 (4) | 0.040 (3) | −0.006 (3) | 0.019 (3) | −0.010 (3) |
| C14 | 0.047 (4) | 0.042 (3) | 0.033 (3) | −0.005 (3) | 0.017 (3) | −0.009 (3) |
| C15 | 0.063 (4) | 0.042 (3) | 0.046 (4) | −0.004 (3) | 0.033 (3) | −0.002 (3) |
| C16 | 0.097 (6) | 0.044 (4) | 0.057 (4) | 0.003 (4) | 0.050 (4) | 0.001 (3) |
| C17 | 0.094 (6) | 0.040 (3) | 0.036 (3) | 0.002 (4) | 0.026 (4) | −0.002 (3) |
| C18 | 0.079 (5) | 0.060 (5) | 0.077 (5) | −0.024 (4) | 0.036 (5) | −0.023 (4) |
| C19 | 0.068 (5) | 0.066 (5) | 0.084 (5) | −0.016 (4) | 0.048 (5) | −0.021 (4) |
Geometric parameters (Å, °)
| Cr1—N2 | 1.997 (4) | C5—H5 | 0.9300 |
| Cr1—N3 | 2.105 (5) | C7—C8 | 1.451 (8) |
| Cr1—N1 | 2.170 (5) | C7—H7 | 0.9300 |
| Cr1—Cl1 | 2.2959 (17) | C8—C9 | 1.403 (8) |
| Cr1—Cl2 | 2.3025 (19) | C9—C10 | 1.394 (8) |
| Cr1—Cl3 | 2.3042 (19) | C9—H9 | 0.9300 |
| Br1—C3 | 1.893 (6) | C10—C11 | 1.391 (8) |
| Br2—C17 | 1.886 (6) | C10—H10 | 0.9300 |
| N1—C7 | 1.283 (7) | C11—C12 | 1.393 (8) |
| N1—C6 | 1.428 (7) | C11—H11 | 0.9300 |
| N2—C12 | 1.349 (7) | C12—C13 | 1.450 (7) |
| N2—C8 | 1.353 (7) | C13—H13 | 0.9300 |
| N3—C13 | 1.277 (7) | C14—C15 | 1.369 (7) |
| N3—C14 | 1.439 (6) | C14—C19 | 1.379 (8) |
| C1—C2 | 1.387 (9) | C15—C16 | 1.377 (8) |
| C1—C6 | 1.394 (8) | C15—H15 | 0.9300 |
| C1—H1 | 0.9300 | C16—C17 | 1.372 (9) |
| C2—C3 | 1.363 (9) | C16—H16 | 0.9300 |
| C2—H2 | 0.9300 | C17—C18 | 1.361 (9) |
| C3—C4 | 1.369 (9) | C18—C19 | 1.381 (8) |
| C4—C5 | 1.392 (9) | C18—H18 | 0.9300 |
| C4—H4 | 0.9300 | C19—H19 | 0.9300 |
| C5—C6 | 1.370 (8) | ||
| N2—Cr1—N3 | 76.68 (18) | C1—C6—N1 | 117.1 (6) |
| N2—Cr1—N1 | 77.16 (18) | N1—C7—C8 | 118.8 (5) |
| N3—Cr1—N1 | 153.84 (18) | N1—C7—H7 | 120.6 |
| N2—Cr1—Cl1 | 174.56 (14) | C8—C7—H7 | 120.6 |
| N3—Cr1—Cl1 | 97.97 (13) | N2—C8—C9 | 119.5 (5) |
| N1—Cr1—Cl1 | 108.18 (14) | N2—C8—C7 | 113.1 (5) |
| N2—Cr1—Cl2 | 87.19 (14) | C9—C8—C7 | 127.4 (6) |
| N3—Cr1—Cl2 | 87.05 (14) | C10—C9—C8 | 118.5 (6) |
| N1—Cr1—Cl2 | 91.55 (14) | C10—C9—H9 | 120.7 |
| Cl1—Cr1—Cl2 | 91.60 (7) | C8—C9—H9 | 120.7 |
| N2—Cr1—Cl3 | 87.83 (14) | C11—C10—C9 | 121.1 (6) |
| N3—Cr1—Cl3 | 89.83 (14) | C11—C10—H10 | 119.5 |
| N1—Cr1—Cl3 | 89.31 (14) | C9—C10—H10 | 119.5 |
| Cl1—Cr1—Cl3 | 93.18 (7) | C10—C11—C12 | 118.0 (6) |
| Cl2—Cr1—Cl3 | 174.62 (7) | C10—C11—H11 | 121.0 |
| C7—N1—C6 | 118.4 (5) | C12—C11—H11 | 121.0 |
| C7—N1—Cr1 | 112.3 (4) | N2—C12—C11 | 120.7 (5) |
| C6—N1—Cr1 | 129.3 (4) | N2—C12—C13 | 111.7 (5) |
| C12—N2—C8 | 122.2 (5) | C11—C12—C13 | 127.6 (5) |
| C12—N2—Cr1 | 119.1 (4) | N3—C13—C12 | 117.7 (5) |
| C8—N2—Cr1 | 118.6 (4) | N3—C13—H13 | 121.2 |
| C13—N3—C14 | 119.5 (5) | C12—C13—H13 | 121.2 |
| C13—N3—Cr1 | 114.8 (4) | C15—C14—C19 | 120.9 (5) |
| C14—N3—Cr1 | 125.6 (4) | C15—C14—N3 | 119.7 (5) |
| C2—C1—C6 | 119.4 (7) | C19—C14—N3 | 119.4 (5) |
| C2—C1—H1 | 120.3 | C14—C15—C16 | 119.4 (6) |
| C6—C1—H1 | 120.3 | C14—C15—H15 | 120.3 |
| C3—C2—C1 | 121.0 (7) | C16—C15—H15 | 120.3 |
| C3—C2—H2 | 119.5 | C17—C16—C15 | 119.7 (6) |
| C1—C2—H2 | 119.5 | C17—C16—H16 | 120.1 |
| C2—C3—C4 | 119.4 (6) | C15—C16—H16 | 120.1 |
| C2—C3—Br1 | 120.2 (6) | C18—C17—C16 | 121.0 (6) |
| C4—C3—Br1 | 120.3 (6) | C18—C17—Br2 | 118.9 (5) |
| C3—C4—C5 | 120.9 (6) | C16—C17—Br2 | 120.1 (5) |
| C3—C4—H4 | 119.6 | C17—C18—C19 | 119.8 (7) |
| C5—C4—H4 | 119.6 | C17—C18—H18 | 120.1 |
| C6—C5—C4 | 119.7 (6) | C19—C18—H18 | 120.1 |
| C6—C5—H5 | 120.1 | C14—C19—C18 | 119.2 (6) |
| C4—C5—H5 | 120.1 | C14—C19—H19 | 120.4 |
| C5—C6—C1 | 119.6 (6) | C18—C19—H19 | 120.4 |
| C5—C6—N1 | 123.2 (5) | ||
| N2—Cr1—N1—C7 | −0.1 (4) | C7—N1—C6—C5 | −26.0 (9) |
| N3—Cr1—N1—C7 | 0.2 (7) | Cr1—N1—C6—C5 | 154.0 (5) |
| Cl1—Cr1—N1—C7 | 178.9 (4) | C7—N1—C6—C1 | 157.2 (6) |
| Cl2—Cr1—N1—C7 | 86.7 (4) | Cr1—N1—C6—C1 | −22.8 (8) |
| Cl3—Cr1—N1—C7 | −88.0 (4) | C6—N1—C7—C8 | 179.5 (5) |
| N2—Cr1—N1—C6 | 179.9 (5) | Cr1—N1—C7—C8 | −0.6 (7) |
| N3—Cr1—N1—C6 | −179.8 (4) | C12—N2—C8—C9 | 1.4 (9) |
| Cl1—Cr1—N1—C6 | −1.1 (5) | Cr1—N2—C8—C9 | −180.0 (4) |
| Cl2—Cr1—N1—C6 | −93.3 (5) | C12—N2—C8—C7 | −179.9 (5) |
| Cl3—Cr1—N1—C6 | 92.0 (5) | Cr1—N2—C8—C7 | −1.3 (7) |
| N3—Cr1—N2—C12 | −0.5 (4) | N1—C7—C8—N2 | 1.2 (8) |
| N1—Cr1—N2—C12 | 179.4 (4) | N1—C7—C8—C9 | 179.8 (6) |
| Cl1—Cr1—N2—C12 | 9.9 (19) | N2—C8—C9—C10 | −0.7 (9) |
| Cl2—Cr1—N2—C12 | 87.2 (4) | C7—C8—C9—C10 | −179.2 (6) |
| Cl3—Cr1—N2—C12 | −90.8 (4) | C8—C9—C10—C11 | −0.2 (10) |
| N3—Cr1—N2—C8 | −179.1 (5) | C9—C10—C11—C12 | 0.4 (9) |
| N1—Cr1—N2—C8 | 0.8 (4) | C8—N2—C12—C11 | −1.2 (8) |
| Cl1—Cr1—N2—C8 | −168.7 (14) | Cr1—N2—C12—C11 | −179.8 (4) |
| Cl2—Cr1—N2—C8 | −91.5 (4) | C8—N2—C12—C13 | 178.6 (5) |
| Cl3—Cr1—N2—C8 | 90.5 (4) | Cr1—N2—C12—C13 | 0.0 (6) |
| N2—Cr1—N3—C13 | 0.9 (4) | C10—C11—C12—N2 | 0.2 (9) |
| N1—Cr1—N3—C13 | 0.6 (7) | C10—C11—C12—C13 | −179.5 (6) |
| Cl1—Cr1—N3—C13 | −178.1 (4) | C14—N3—C13—C12 | −176.8 (5) |
| Cl2—Cr1—N3—C13 | −86.9 (4) | Cr1—N3—C13—C12 | −1.2 (7) |
| Cl3—Cr1—N3—C13 | 88.7 (4) | N2—C12—C13—N3 | 0.8 (7) |
| N2—Cr1—N3—C14 | 176.2 (5) | C11—C12—C13—N3 | −179.4 (6) |
| N1—Cr1—N3—C14 | 175.9 (4) | C13—N3—C14—C15 | 67.8 (7) |
| Cl1—Cr1—N3—C14 | −2.8 (4) | Cr1—N3—C14—C15 | −107.2 (5) |
| Cl2—Cr1—N3—C14 | 88.4 (4) | C13—N3—C14—C19 | −111.8 (7) |
| Cl3—Cr1—N3—C14 | −96.0 (4) | Cr1—N3—C14—C19 | 73.1 (7) |
| C6—C1—C2—C3 | 0.3 (11) | C19—C14—C15—C16 | 2.3 (9) |
| C1—C2—C3—C4 | 0.8 (11) | N3—C14—C15—C16 | −177.3 (5) |
| C1—C2—C3—Br1 | −175.3 (5) | C14—C15—C16—C17 | 0.1 (9) |
| C2—C3—C4—C5 | −1.1 (11) | C15—C16—C17—C18 | −2.0 (10) |
| Br1—C3—C4—C5 | 174.9 (5) | C15—C16—C17—Br2 | 178.8 (5) |
| C3—C4—C5—C6 | 0.4 (10) | C16—C17—C18—C19 | 1.5 (11) |
| C4—C5—C6—C1 | 0.7 (10) | Br2—C17—C18—C19 | −179.3 (5) |
| C4—C5—C6—N1 | −176.0 (6) | C15—C14—C19—C18 | −2.9 (10) |
| C2—C1—C6—C5 | −1.0 (10) | N3—C14—C19—C18 | 176.8 (6) |
| C2—C1—C6—N1 | 175.9 (6) | C17—C18—C19—C14 | 0.9 (11) |
Footnotes
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG5023).
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Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810034689/ng5023sup1.cif
Structure factors: contains datablocks I. DOI: 10.1107/S1600536810034689/ng5023Isup2.hkl
Additional supplementary materials: crystallographic information; 3D view; checkCIF report

