| Literature DB >> 22219797 |
Sadegh Salehzadeh, Mehdi Khalaj, Saeed Dehghanpour, Isaac Tarmoradi.
Abstract
In the title compound, [ZnBr(2)(C(12)H(9)N(3)O(2))], the Zn(II) ion is bonded to two Br ions and two N atoms of the diimine ligand in a distorted tetra-hedral geometry. With the exception of the Br atoms, all other atoms are disordered over two sets of sites corresponding to a 180° rotation of the mol-ecule along [[Formula: see text]02]. The refined occupancies of the components are 0.809 (2) and 0.191 (2). In addition, the crystal studied was a non-merohedral twin with a refined component ratio of 0.343 (2):0.657 (2).Entities:
Year: 2011 PMID: 22219797 PMCID: PMC3246977 DOI: 10.1107/S1600536811042231
Source DB: PubMed Journal: Acta Crystallogr Sect E Struct Rep Online ISSN: 1600-5368
| [ZnBr2(C12H9N3O2)] | |
| Triclinic, | |
| Hall symbol: -P 1 | Mo |
| Cell parameters from 6572 reflections | |
| θ = 2.6–27.5° | |
| µ = 6.97 mm−1 | |
| α = 87.724 (4)° | |
| β = 74.719 (6)° | Plate, colourless |
| γ = 82.007 (6)° | 0.28 × 0.15 × 0.08 mm |
| Nonius KappaCCD diffractometer | 3252 independent reflections |
| Radiation source: fine-focus sealed tube | 2630 reflections with |
| graphite | |
| Detector resolution: 9 pixels mm-1 | θmax = 27.6°, θmin = 2.6° |
| φ scans and ω scans with κ offsets | |
| Absorption correction: multi-scan ( | |
| 5868 measured reflections |
| Refinement on | Primary atom site location: structure-invariant direct methods |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| Hydrogen site location: inferred from neighbouring sites | |
| H-atom parameters constrained | |
| 3252 reflections | (Δ/σ)max < 0.001 |
| 237 parameters | Δρmax = 0.70 e Å−3 |
| 48 restraints | Δρmin = −1.24 e Å−3 |
| 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 |
| Occ. (<1) | |||||
| Br1 | 0.33600 (13) | 0.49862 (12) | 0.72990 (8) | 0.0358 (2) | |
| Br2 | 0.43682 (13) | −0.00007 (12) | 0.71961 (8) | 0.0366 (3) | |
| Zn1 | 0.20560 (17) | 0.24153 (16) | 0.74480 (11) | 0.0259 (3) | 0.809 (2) |
| O1 | 0.056 (2) | 0.137 (2) | 0.2086 (8) | 0.036 (3) | 0.809 (2) |
| O2 | 0.2084 (14) | 0.3589 (19) | 0.1962 (8) | 0.034 (3) | 0.809 (2) |
| N1 | −0.0223 (12) | 0.2369 (13) | 0.8687 (7) | 0.027 (2) | 0.809 (2) |
| N2 | −0.0123 (10) | 0.2536 (11) | 0.6714 (6) | 0.0235 (16) | 0.809 (2) |
| N3 | 0.1139 (15) | 0.2531 (18) | 0.2458 (5) | 0.027 (2) | 0.809 (2) |
| C1 | −0.0292 (14) | 0.2250 (15) | 0.9678 (9) | 0.032 (2) | 0.809 (2) |
| H1A | 0.0888 | 0.2123 | 0.9868 | 0.038* | 0.809 (2) |
| C2 | −0.2000 (15) | 0.2302 (17) | 1.0447 (9) | 0.036 (3) | 0.809 (2) |
| H2A | −0.1998 | 0.2239 | 1.1143 | 0.043* | 0.809 (2) |
| C3 | −0.3711 (15) | 0.245 (2) | 1.0150 (10) | 0.038 (3) | 0.809 (2) |
| H3A | −0.4906 | 0.2452 | 1.0647 | 0.046* | 0.809 (2) |
| C4 | −0.3672 (16) | 0.259 (2) | 0.9150 (10) | 0.042 (3) | 0.809 (2) |
| H4A | −0.4839 | 0.2762 | 0.8947 | 0.050* | 0.809 (2) |
| C5 | −0.1929 (19) | 0.249 (2) | 0.8435 (6) | 0.029 (2) | 0.809 (2) |
| C6 | −0.1789 (12) | 0.2637 (12) | 0.7350 (8) | 0.027 (2) | 0.809 (2) |
| H6A | −0.2922 | 0.2807 | 0.7115 | 0.032* | 0.809 (2) |
| C7 | 0.0079 (12) | 0.2568 (13) | 0.5649 (7) | 0.022 (2) | 0.809 (2) |
| C8 | −0.1213 (16) | 0.1964 (17) | 0.5189 (8) | 0.026 (2) | 0.809 (2) |
| H8A | −0.2320 | 0.1533 | 0.5603 | 0.032* | 0.809 (2) |
| C9 | −0.091 (2) | 0.198 (2) | 0.4148 (11) | 0.028 (3) | 0.809 (2) |
| H9A | −0.1801 | 0.1597 | 0.3837 | 0.033* | 0.809 (2) |
| C10 | 0.074 (3) | 0.259 (2) | 0.3573 (6) | 0.023 (3) | 0.809 (2) |
| C11 | 0.2013 (19) | 0.3242 (17) | 0.3996 (9) | 0.024 (3) | 0.809 (2) |
| H11A | 0.3071 | 0.3731 | 0.3575 | 0.029* | 0.809 (2) |
| C12 | 0.1737 (16) | 0.3183 (16) | 0.5044 (8) | 0.027 (2) | 0.809 (2) |
| H12A | 0.2651 | 0.3551 | 0.5345 | 0.032* | 0.809 (2) |
| Zn1A | −0.4500 (7) | 0.2540 (7) | 0.7425 (4) | 0.0259 (3) | 0.191 (2) |
| O1A | 0.101 (12) | 0.141 (12) | 0.196 (3) | 0.036 (3) | 0.191 (2) |
| O2A | 0.252 (8) | 0.354 (10) | 0.211 (3) | 0.034 (3) | 0.191 (2) |
| N1A | −0.349 (2) | 0.259 (6) | 0.8676 (10) | 0.027 (2) | 0.191 (2) |
| N2A | −0.1587 (13) | 0.243 (4) | 0.6709 (11) | 0.0235 (16) | 0.191 (2) |
| N3A | 0.156 (7) | 0.240 (8) | 0.2468 (11) | 0.027 (2) | 0.191 (2) |
| C1A | −0.441 (3) | 0.265 (6) | 0.9666 (11) | 0.032 (2) | 0.191 (2) |
| H1AA | −0.5778 | 0.2718 | 0.9850 | 0.038* | 0.191 (2) |
| C2A | −0.348 (4) | 0.262 (8) | 1.0440 (14) | 0.036 (3) | 0.191 (2) |
| H2AA | −0.4183 | 0.2797 | 1.1130 | 0.043* | 0.191 (2) |
| C3A | −0.147 (4) | 0.233 (9) | 1.0156 (16) | 0.038 (3) | 0.191 (2) |
| H3AA | −0.0783 | 0.2113 | 1.0660 | 0.046* | 0.191 (2) |
| C4A | −0.051 (3) | 0.234 (10) | 0.916 (2) | 0.042 (3) | 0.191 (2) |
| H4AA | 0.0856 | 0.2229 | 0.8961 | 0.050* | 0.191 (2) |
| C5A | −0.154 (3) | 0.252 (7) | 0.8437 (12) | 0.029 (2) | 0.191 (2) |
| C6A | −0.0591 (17) | 0.252 (5) | 0.7351 (15) | 0.027 (2) | 0.191 (2) |
| H6AA | 0.0752 | 0.2576 | 0.7121 | 0.032* | 0.191 (2) |
| C7A | −0.072 (2) | 0.246 (4) | 0.5645 (11) | 0.022 (2) | 0.191 (2) |
| C8A | 0.108 (4) | 0.298 (7) | 0.5209 (16) | 0.026 (2) | 0.191 (2) |
| H8AA | 0.1774 | 0.3375 | 0.5635 | 0.032* | 0.191 (2) |
| C9A | 0.187 (6) | 0.292 (10) | 0.4172 (18) | 0.028 (3) | 0.191 (2) |
| H9AA | 0.3085 | 0.3294 | 0.3875 | 0.033* | 0.191 (2) |
| C10A | 0.083 (8) | 0.231 (11) | 0.3581 (11) | 0.023 (3) | 0.191 (2) |
| C11A | −0.090 (8) | 0.169 (11) | 0.3986 (17) | 0.024 (3) | 0.191 (2) |
| H11B | −0.1520 | 0.1210 | 0.3556 | 0.029* | 0.191 (2) |
| C12A | −0.171 (5) | 0.178 (8) | 0.5029 (14) | 0.027 (2) | 0.191 (2) |
| H12B | −0.2923 | 0.1394 | 0.5319 | 0.032* | 0.191 (2) |
| Br1 | 0.0307 (5) | 0.0262 (4) | 0.0540 (6) | −0.0087 (3) | −0.0146 (5) | −0.0002 (5) |
| Br2 | 0.0281 (4) | 0.0272 (4) | 0.0537 (7) | −0.0054 (3) | −0.0079 (5) | −0.0030 (5) |
| Zn1 | 0.0226 (5) | 0.0275 (5) | 0.0292 (6) | −0.0083 (4) | −0.0068 (5) | −0.0006 (6) |
| O1 | 0.041 (9) | 0.039 (4) | 0.031 (5) | −0.007 (6) | −0.013 (4) | −0.010 (4) |
| O2 | 0.037 (7) | 0.035 (4) | 0.029 (5) | −0.010 (5) | −0.009 (4) | 0.009 (4) |
| N1 | 0.028 (4) | 0.024 (4) | 0.031 (5) | −0.005 (3) | −0.008 (4) | 0.001 (5) |
| N2 | 0.026 (4) | 0.016 (4) | 0.031 (4) | −0.004 (3) | −0.009 (4) | −0.004 (4) |
| N3 | 0.023 (6) | 0.029 (4) | 0.031 (4) | 0.006 (5) | −0.013 (4) | −0.003 (5) |
| C1 | 0.026 (5) | 0.032 (5) | 0.040 (7) | −0.001 (4) | −0.013 (5) | 0.003 (6) |
| C2 | 0.042 (6) | 0.043 (7) | 0.017 (5) | −0.007 (6) | 0.003 (5) | −0.006 (6) |
| C3 | 0.018 (5) | 0.065 (9) | 0.028 (7) | −0.005 (5) | 0.002 (5) | −0.008 (7) |
| C4 | 0.023 (5) | 0.060 (8) | 0.042 (8) | −0.010 (5) | −0.006 (6) | 0.012 (8) |
| C5 | 0.026 (6) | 0.029 (4) | 0.034 (5) | −0.009 (5) | −0.008 (5) | −0.009 (5) |
| C6 | 0.023 (4) | 0.023 (5) | 0.037 (6) | −0.006 (4) | −0.011 (5) | 0.001 (5) |
| C7 | 0.020 (6) | 0.020 (4) | 0.024 (4) | −0.002 (5) | −0.002 (4) | 0.001 (4) |
| C8 | 0.025 (6) | 0.022 (5) | 0.030 (6) | −0.009 (4) | −0.001 (5) | 0.000 (5) |
| C9 | 0.031 (6) | 0.019 (8) | 0.033 (7) | −0.004 (5) | −0.008 (5) | −0.007 (5) |
| C10 | 0.025 (4) | 0.015 (8) | 0.027 (4) | 0.003 (4) | −0.006 (4) | 0.001 (4) |
| C11 | 0.033 (6) | 0.014 (6) | 0.021 (6) | −0.005 (4) | 0.001 (5) | 0.002 (4) |
| C12 | 0.025 (6) | 0.027 (5) | 0.029 (6) | −0.011 (5) | −0.003 (4) | −0.001 (5) |
| Zn1A | 0.0226 (5) | 0.0275 (5) | 0.0292 (6) | −0.0083 (4) | −0.0068 (5) | −0.0006 (6) |
| O1A | 0.041 (9) | 0.039 (4) | 0.031 (5) | −0.007 (6) | −0.013 (4) | −0.010 (4) |
| O2A | 0.037 (7) | 0.035 (4) | 0.029 (5) | −0.010 (5) | −0.009 (4) | 0.009 (4) |
| N1A | 0.028 (4) | 0.024 (4) | 0.031 (5) | −0.005 (3) | −0.008 (4) | 0.001 (5) |
| N2A | 0.026 (4) | 0.016 (4) | 0.031 (4) | −0.004 (3) | −0.009 (4) | −0.004 (4) |
| N3A | 0.023 (6) | 0.029 (4) | 0.031 (4) | 0.006 (5) | −0.013 (4) | −0.003 (5) |
| C1A | 0.026 (5) | 0.032 (5) | 0.040 (7) | −0.001 (4) | −0.013 (5) | 0.003 (6) |
| C2A | 0.042 (6) | 0.043 (7) | 0.017 (5) | −0.007 (6) | 0.003 (5) | −0.006 (6) |
| C3A | 0.018 (5) | 0.065 (9) | 0.028 (7) | −0.005 (5) | 0.002 (5) | −0.008 (7) |
| C4A | 0.023 (5) | 0.060 (8) | 0.042 (8) | −0.010 (5) | −0.006 (6) | 0.012 (8) |
| C5A | 0.026 (6) | 0.029 (4) | 0.034 (5) | −0.009 (5) | −0.008 (5) | −0.009 (5) |
| C6A | 0.023 (4) | 0.023 (5) | 0.037 (6) | −0.006 (4) | −0.011 (5) | 0.001 (5) |
| C7A | 0.020 (6) | 0.020 (4) | 0.024 (4) | −0.002 (5) | −0.002 (4) | 0.001 (4) |
| C8A | 0.025 (6) | 0.022 (5) | 0.030 (6) | −0.009 (4) | −0.001 (5) | 0.000 (5) |
| C9A | 0.031 (6) | 0.019 (8) | 0.033 (7) | −0.004 (5) | −0.008 (5) | −0.007 (5) |
| C10A | 0.025 (4) | 0.015 (8) | 0.027 (4) | 0.003 (4) | −0.006 (4) | 0.001 (4) |
| C11A | 0.033 (6) | 0.014 (6) | 0.021 (6) | −0.005 (4) | 0.001 (5) | 0.002 (4) |
| C12A | 0.025 (6) | 0.027 (5) | 0.029 (6) | −0.011 (5) | −0.003 (4) | −0.001 (5) |
| Br1—Zn1Ai | 2.340 (5) | C12—H12A | 0.9500 |
| Br1—Zn1 | 2.3428 (14) | Zn1A—N1A | 2.033 (9) |
| Br2—Zn1 | 2.3357 (16) | Zn1A—N2A | 2.074 (8) |
| Br2—Zn1Ai | 2.339 (5) | Zn1A—Br2ii | 2.339 (5) |
| Zn1—N1 | 2.034 (9) | Zn1A—Br1ii | 2.340 (5) |
| Zn1—N2 | 2.074 (7) | O1A—N3A | 1.239 (10) |
| O1—N3 | 1.239 (10) | O2A—N3A | 1.226 (10) |
| O2—N3 | 1.226 (10) | N1A—C1A | 1.340 (14) |
| N1—C1 | 1.340 (14) | N1A—C5A | 1.361 (16) |
| N1—C5 | 1.361 (16) | N2A—C6A | 1.284 (11) |
| N2—C6 | 1.284 (11) | N2A—C7A | 1.422 (12) |
| N2—C7 | 1.421 (12) | N3A—C10A | 1.472 (10) |
| N3—C10 | 1.472 (10) | C1A—C2A | 1.394 (14) |
| C1—C2 | 1.394 (14) | C1A—H1AA | 0.9500 |
| C1—H1A | 0.9500 | C2A—C3A | 1.394 (15) |
| C2—C3 | 1.394 (15) | C2A—H2AA | 0.9500 |
| C2—H2A | 0.9500 | C3A—C4A | 1.357 (18) |
| C3—C4 | 1.357 (18) | C3A—H3AA | 0.9500 |
| C3—H3A | 0.9500 | C4A—C5A | 1.373 (16) |
| C4—C5 | 1.373 (16) | C4A—H4AA | 0.9500 |
| C4—H4A | 0.9500 | C5A—C6A | 1.459 (14) |
| C5—C6 | 1.459 (14) | C6A—H6AA | 0.9500 |
| C6—H6A | 0.9500 | C7A—C8A | 1.400 (14) |
| C7—C8 | 1.400 (14) | C7A—C12A | 1.406 (12) |
| C7—C12 | 1.405 (12) | C8A—C9A | 1.379 (18) |
| C8—C9 | 1.379 (18) | C8A—H8AA | 0.9500 |
| C8—H8A | 0.9500 | C9A—C10A | 1.381 (18) |
| C9—C10 | 1.381 (18) | C9A—H9AA | 0.9500 |
| C9—H9A | 0.9500 | C10A—C11A | 1.380 (19) |
| C10—C11 | 1.380 (19) | C11A—C12A | 1.390 (16) |
| C11—C12 | 1.390 (16) | C11A—H11B | 0.9500 |
| C11—H11A | 0.9500 | C12A—H12B | 0.9500 |
| Zn1Ai—Br1—Zn1 | 64.77 (11) | C7—C12—H12A | 120.6 |
| Zn1—Br2—Zn1Ai | 64.90 (12) | N1A—Zn1A—N2A | 81.2 (3) |
| N1—Zn1—N2 | 81.2 (3) | N1A—Zn1A—Br2ii | 114.8 (13) |
| N1—Zn1—Br2 | 116.1 (3) | N2A—Zn1A—Br2ii | 110.8 (8) |
| N2—Zn1—Br2 | 118.0 (2) | N1A—Zn1A—Br1ii | 111.9 (12) |
| N1—Zn1—Br1 | 112.3 (3) | N2A—Zn1A—Br1ii | 120.6 (8) |
| N2—Zn1—Br1 | 111.5 (2) | Br2ii—Zn1A—Br1ii | 113.73 (19) |
| Br2—Zn1—Br1 | 113.75 (5) | C1A—N1A—C5A | 116.9 (9) |
| C1—N1—C5 | 117.0 (8) | C1A—N1A—Zn1A | 130.7 (7) |
| C1—N1—Zn1 | 130.6 (7) | C5A—N1A—Zn1A | 112.4 (7) |
| C5—N1—Zn1 | 112.4 (7) | C6A—N2A—C7A | 121.1 (8) |
| C6—N2—C7 | 121.2 (7) | C6A—N2A—Zn1A | 111.5 (6) |
| C6—N2—Zn1 | 111.5 (6) | C7A—N2A—Zn1A | 127.0 (6) |
| C7—N2—Zn1 | 127.2 (5) | O2A—N3A—O1A | 124.4 (8) |
| O2—N3—O1 | 124.5 (7) | O2A—N3A—C10A | 117.9 (9) |
| O2—N3—C10 | 118.0 (9) | O1A—N3A—C10A | 117.4 (9) |
| O1—N3—C10 | 117.5 (9) | N1A—C1A—C2A | 123.4 (10) |
| N1—C1—C2 | 123.6 (10) | N1A—C1A—H1AA | 118.3 |
| N1—C1—H1A | 118.2 | C2A—C1A—H1AA | 118.3 |
| C2—C1—H1A | 118.2 | C1A—C2A—C3A | 117.0 (12) |
| C1—C2—C3 | 117.2 (12) | C1A—C2A—H2AA | 121.5 |
| C1—C2—H2A | 121.4 | C3A—C2A—H2AA | 121.5 |
| C3—C2—H2A | 121.4 | C4A—C3A—C2A | 119.8 (12) |
| C4—C3—C2 | 120.0 (11) | C4A—C3A—H3AA | 120.1 |
| C4—C3—H3A | 120.0 | C2A—C3A—H3AA | 120.1 |
| C2—C3—H3A | 120.0 | C3A—C4A—C5A | 119.3 (11) |
| C3—C4—C5 | 119.4 (11) | C3A—C4A—H4AA | 120.4 |
| C3—C4—H4A | 120.3 | C5A—C4A—H4AA | 120.4 |
| C5—C4—H4A | 120.3 | N1A—C5A—C4A | 122.7 (10) |
| N1—C5—C4 | 122.6 (10) | N1A—C5A—C6A | 115.1 (9) |
| N1—C5—C6 | 115.1 (9) | C4A—C5A—C6A | 122.1 (12) |
| C4—C5—C6 | 122.1 (11) | N2A—C6A—C5A | 119.5 (9) |
| N2—C6—C5 | 119.5 (9) | N2A—C6A—H6AA | 120.2 |
| N2—C6—H6A | 120.2 | C5A—C6A—H6AA | 120.2 |
| C5—C6—H6A | 120.2 | C8A—C7A—C12A | 119.9 (9) |
| C8—C7—C12 | 119.9 (8) | C8A—C7A—N2A | 123.9 (8) |
| C8—C7—N2 | 123.9 (8) | C12A—C7A—N2A | 116.0 (8) |
| C12—C7—N2 | 116.1 (8) | C9A—C8A—C7A | 121.2 (10) |
| C9—C8—C7 | 121.2 (10) | C9A—C8A—H8AA | 119.4 |
| C9—C8—H8A | 119.4 | C7A—C8A—H8AA | 119.4 |
| C7—C8—H8A | 119.4 | C8A—C9A—C10A | 117.6 (12) |
| C8—C9—C10 | 117.6 (11) | C8A—C9A—H9AA | 121.2 |
| C8—C9—H9A | 121.2 | C10A—C9A—H9AA | 121.2 |
| C10—C9—H9A | 121.2 | C11A—C10A—C9A | 122.9 (9) |
| C11—C10—C9 | 122.9 (8) | C11A—C10A—N3A | 118.6 (12) |
| C11—C10—N3 | 118.7 (12) | C9A—C10A—N3A | 118.4 (13) |
| C9—C10—N3 | 118.4 (13) | C10A—C11A—C12A | 119.5 (10) |
| C10—C11—C12 | 119.4 (9) | C10A—C11A—H11B | 120.3 |
| C10—C11—H11A | 120.3 | C12A—C11A—H11B | 120.3 |
| C12—C11—H11A | 120.3 | C11A—C12A—C7A | 118.7 (10) |
| C11—C12—C7 | 118.7 (10) | C11A—C12A—H12B | 120.6 |
| C11—C12—H12A | 120.6 | C7A—C12A—H12B | 120.6 |
| Br1—Zn1 | 2.3428 (14) |
| Br2—Zn1 | 2.3357 (16) |
| Zn1—N1 | 2.034 (9) |
| Zn1—N2 | 2.074 (7) |
| N1—Zn1—N2 | 81.2 (3) |
| N1—Zn1—Br2 | 116.1 (3) |
| N2—Zn1—Br2 | 118.0 (2) |
| N1—Zn1—Br1 | 112.3 (3) |
| N2—Zn1—Br1 | 111.5 (2) |
| Br2—Zn1—Br1 | 113.75 (5) |