supplementary materials
Di-
-chlorido-bis{[(1H-benzo[d]imidazol-2-ylmethyl)dibenzylamine]chloridocadmium(II)} ethanol disolvate
The title compound, [Cd2Cl4(C22H21N3)2]·2C2H6O, is a centrosymmetric dimer. The CdII cation shows a distorted tetragonal-pyramidal coordination geometry formed by three Cl- anions and two N atoms. The Cd-Clterminal bond distance of 2.4591 (7) Å is much shorter than the Cd-Clbridging bond distances of 2.5604 (6) and 2.6132 (6) Å. The ethanol solvent molecule is hydrogen bonded with the dimeric complex via O-H
Cl hydrogen bonds.
A mixture of N,N-dibenzylglycine (10.2 g, 40 mmol) and o-phenylenediamine (4.32 g, 40 mmol) in 70 ml e thanediol was reflux for 16 h. The mixture was cooled to room temperature and added in hot water. The mixture was constantly stirred until brown solid was obtained and then filtered. The solid was purified by recrystallized from ethanol-water solution to get ligand L. The L (0.0654 g, 0.2 mmol) dissolved in hot ethanol (10 ml) was added to a hot ethanol solution (5 ml) of cadmium chloride (0.0457 g, 0.2 mmol). The mixture was stirred at room temperature for 30 min in air and filtered. Crystals suitable for X-ray diffraction were obtained by slow evaporation of the ethanol solution; yield 78%.
All H-atoms bound to carbon were refined using a riding model with C—H = 0.93–0.97 Å, Uiso(H) = 1.2Ueq(C) for aromatic and CH2, Uiso(H) = 1.5Ueq(C) for CH3. The imino and hydroxy H atoms were located in a difference Fourier map and refined in riding mode with Uiso(H) = 1.5Ueq(O,N). The C23—C24 bond distance restraint was used in the refinement for the lattice solvent molecule.
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.
Di-µ-chlorido-bis{[(1
H-benzo[
d]imidazol-2- ylmethyl)dibenzylamine]chloridocadmium(II)} ethanol disolvate
top
Crystal data top
| [Cd2Cl4(C22H21N3)2]·2C2H6O | F000 = 1128 |
| Mr = 1113.58 | Dx = 1.491 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation λ = 0.71069 Å |
| Hall symbol: -P 2yn | Cell parameters from 5067 reflections |
| a = 12.6360 (9) Å | θ = 1.9–28.3º |
| b = 13.3620 (10) Å | µ = 1.12 mm−1 |
| c = 15.0200 (11) Å | T = 293 (2) K |
| β = 101.955 (5)º | Block, colorless |
| V = 2481.0 (3) Å3 | 0.44 × 0.32 × 0.19 mm |
| Z = 2 | |
Data collection top
Bruker APEX CCD area-detector diffractometer | 5827 independent reflections |
| Radiation source: fine-focus sealed tube | 5067 reflections with I > 2σ(I) |
| Monochromator: graphite | Rint = 0.022 |
| T = 293(2) K | θmax = 28.3º |
| ω scans | θmin = 1.9º |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −16→16 |
| Tmin = 0.659, Tmax = 0.812 | k = −16→15 |
| 15017 measured reflections | l = −16→20 |
Refinement top
| 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)] = 0.027 | H-atom parameters constrained |
| wR(F2) = 0.078 | w = 1/[σ2(Fo2) + (0.0459P)2 + 0.1798P] where P = (Fo2 + 2Fc2)/3 |
| S = 1.05 | (Δ/σ)max < 0.001 |
| 5827 reflections | Δρmax = 0.33 e Å−3 |
| 280 parameters | Δρmin = −0.69 e Å−3 |
| 1 restraint | Extinction correction: none |
| Primary atom site location: structure-invariant direct methods | |
Crystal data top
| [Cd2Cl4(C22H21N3)2]·2C2H6O | V = 2481.0 (3) Å3 |
| Mr = 1113.58 | Z = 2 |
| Monoclinic, P21/n | Mo Kα |
| a = 12.6360 (9) Å | µ = 1.12 mm−1 |
| b = 13.3620 (10) Å | T = 293 (2) K |
| c = 15.0200 (11) Å | 0.44 × 0.32 × 0.19 mm |
| β = 101.955 (5)º | |
Data collection top
Bruker APEX CCD area-detector diffractometer | 5827 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 5067 reflections with I > 2σ(I) |
| Tmin = 0.659, Tmax = 0.812 | Rint = 0.022 |
| 15017 measured reflections | |
Refinement top
| R[F2 > 2σ(F2)] = 0.027 | 1 restraint |
| wR(F2) = 0.078 | H-atom parameters constrained |
| S = 1.05 | Δρmax = 0.33 e Å−3 |
| 5827 reflections | Δρmin = −0.69 e Å−3 |
| 280 parameters | |
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| | x | y | z | Uiso*/Ueq | |
| Cd1 | 0.600334 (11) | 0.089731 (12) | 0.069920 (10) | 0.04431 (7) | |
| C1 | 1.1986 (2) | 0.0283 (2) | 0.18405 (19) | 0.0673 (7) | |
| H1 | 1.2728 | 0.0230 | 0.2064 | 0.081* | |
| C2 | 1.1488 (2) | 0.1193 (2) | 0.1788 (2) | 0.0721 (8) | |
| H2 | 1.1894 | 0.1764 | 0.1974 | 0.087* | |
| C3 | 1.03876 (19) | 0.1275 (2) | 0.14614 (18) | 0.0599 (6) | |
| H3 | 1.0061 | 0.1902 | 0.1427 | 0.072* | |
| C4 | 0.97679 (17) | 0.04404 (18) | 0.11860 (14) | 0.0475 (5) | |
| C5 | 1.02856 (19) | −0.0472 (2) | 0.12327 (19) | 0.0630 (6) | |
| H5 | 0.9886 | −0.1045 | 0.1039 | 0.076* | |
| C6 | 1.1384 (2) | −0.0549 (2) | 0.1562 (2) | 0.0698 (7) | |
| H6 | 1.1717 | −0.1173 | 0.1594 | 0.084* | |
| C7 | 0.85601 (17) | 0.0526 (2) | 0.08080 (15) | 0.0509 (5) | |
| H7A | 0.8422 | 0.1162 | 0.0494 | 0.061* | |
| H7B | 0.8350 | 0.0002 | 0.0360 | 0.061* | |
| C8 | 0.79287 (19) | −0.05625 (19) | 0.19035 (17) | 0.0544 (5) | |
| H8A | 0.8630 | −0.0635 | 0.2308 | 0.065* | |
| H8B | 0.7883 | −0.1055 | 0.1423 | 0.065* | |
| C9 | 0.70633 (19) | −0.07780 (16) | 0.24284 (16) | 0.0506 (5) | |
| C10 | 0.6041 (2) | −0.10782 (18) | 0.19770 (18) | 0.0554 (6) | |
| H10 | 0.5914 | −0.1204 | 0.1355 | 0.067* | |
| C11 | 0.7238 (2) | −0.0669 (2) | 0.33619 (17) | 0.0626 (7) | |
| H11 | 0.7929 | −0.0511 | 0.3685 | 0.075* | |
| C12 | 0.6411 (3) | −0.0787 (2) | 0.3826 (2) | 0.0705 (8) | |
| H12 | 0.6544 | −0.0705 | 0.4454 | 0.085* | |
| C13 | 0.5391 (3) | −0.1027 (2) | 0.3355 (2) | 0.0679 (7) | |
| H13 | 0.4824 | −0.1077 | 0.3660 | 0.082* | |
| C14 | 0.5207 (2) | −0.1194 (2) | 0.24375 (19) | 0.0631 (6) | |
| H14 | 0.4523 | −0.1384 | 0.2124 | 0.076* | |
| C15 | 0.81300 (16) | 0.12627 (18) | 0.21745 (14) | 0.0476 (5) | |
| H15A | 0.8329 | 0.1862 | 0.1883 | 0.057* | |
| H15B | 0.8747 | 0.1059 | 0.2638 | 0.057* | |
| C16 | 0.71965 (16) | 0.14870 (15) | 0.26078 (13) | 0.0423 (4) | |
| C17 | 0.55683 (16) | 0.16587 (15) | 0.28049 (14) | 0.0421 (4) | |
| C18 | 0.44502 (17) | 0.16698 (18) | 0.27295 (16) | 0.0511 (5) | |
| H18 | 0.3979 | 0.1579 | 0.2171 | 0.061* | |
| C19 | 0.4073 (2) | 0.1820 (2) | 0.35138 (17) | 0.0596 (6) | |
| H19 | 0.3331 | 0.1810 | 0.3487 | 0.072* | |
| C20 | 0.4769 (2) | 0.1985 (2) | 0.43447 (17) | 0.0620 (6) | |
| H20 | 0.4479 | 0.2095 | 0.4857 | 0.074* | |
| C21 | 0.5875 (2) | 0.19919 (19) | 0.44337 (15) | 0.0570 (6) | |
| H21 | 0.6339 | 0.2105 | 0.4992 | 0.068* | |
| C22 | 0.62618 (17) | 0.18215 (16) | 0.36486 (14) | 0.0452 (4) | |
| C23 | 0.8661 (7) | 0.0467 (6) | 0.5860 (4) | 0.222 (4) | |
| H23A | 0.8736 | 0.0380 | 0.6504 | 0.332* | |
| H23B | 0.8922 | −0.0120 | 0.5605 | 0.332* | |
| H23C | 0.7912 | 0.0568 | 0.5585 | 0.332* | |
| C24 | 0.9298 (5) | 0.1349 (5) | 0.5682 (3) | 0.154 (2) | |
| H24A | 0.9035 | 0.1939 | 0.5944 | 0.184* | |
| H24B | 1.0049 | 0.1253 | 0.5978 | 0.184* | |
| O1 | 0.92314 (17) | 0.15108 (19) | 0.47359 (14) | 0.0912 (7) | |
| H1A | 0.9779 | 0.1834 | 0.4641 | 0.137* | |
| Cl1 | 0.64262 (5) | 0.23322 (5) | −0.01913 (5) | 0.06842 (17) | |
| Cl2 | 0.39562 (4) | 0.06129 (5) | 0.03986 (4) | 0.05318 (14) | |
| N1 | 0.78525 (13) | 0.04571 (14) | 0.14913 (11) | 0.0424 (4) | |
| N2 | 0.61827 (13) | 0.14620 (13) | 0.21566 (11) | 0.0422 (4) | |
| N3 | 0.72942 (14) | 0.17274 (14) | 0.34891 (11) | 0.0460 (4) | |
| H3N | 0.7914 | 0.1705 | 0.3880 | 0.069* | |
Atomic displacement parameters (Å2) top| | U11 | U22 | U33 | U12 | U13 | U23 |
| Cd1 | 0.03532 (10) | 0.05476 (12) | 0.03982 (10) | −0.00554 (6) | 0.00081 (6) | −0.00510 (6) |
| C1 | 0.0374 (12) | 0.0806 (19) | 0.0830 (18) | −0.0039 (11) | 0.0106 (11) | 0.0061 (14) |
| C2 | 0.0450 (13) | 0.0689 (17) | 0.100 (2) | −0.0172 (12) | 0.0087 (14) | −0.0007 (15) |
| C3 | 0.0477 (12) | 0.0529 (13) | 0.0789 (17) | −0.0052 (10) | 0.0130 (12) | 0.0062 (12) |
| C4 | 0.0373 (10) | 0.0605 (13) | 0.0457 (11) | −0.0042 (9) | 0.0112 (8) | −0.0043 (10) |
| C5 | 0.0441 (12) | 0.0613 (15) | 0.0863 (18) | −0.0067 (11) | 0.0197 (12) | −0.0190 (13) |
| C6 | 0.0483 (14) | 0.0669 (16) | 0.098 (2) | 0.0063 (12) | 0.0239 (14) | −0.0003 (15) |
| C7 | 0.0378 (11) | 0.0697 (14) | 0.0448 (11) | −0.0048 (10) | 0.0081 (9) | −0.0045 (10) |
| C8 | 0.0426 (11) | 0.0557 (13) | 0.0641 (14) | 0.0015 (10) | 0.0093 (10) | 0.0037 (11) |
| C9 | 0.0491 (12) | 0.0462 (12) | 0.0548 (13) | 0.0023 (9) | 0.0068 (10) | 0.0096 (9) |
| C10 | 0.0546 (14) | 0.0567 (14) | 0.0516 (13) | −0.0081 (10) | 0.0033 (10) | 0.0082 (10) |
| C11 | 0.0643 (16) | 0.0635 (15) | 0.0542 (14) | −0.0095 (12) | −0.0010 (12) | 0.0146 (11) |
| C12 | 0.089 (2) | 0.0696 (18) | 0.0518 (14) | −0.0160 (14) | 0.0119 (14) | 0.0115 (12) |
| C13 | 0.0743 (18) | 0.0622 (16) | 0.0733 (18) | −0.0058 (12) | 0.0292 (15) | 0.0162 (13) |
| C14 | 0.0540 (14) | 0.0633 (15) | 0.0700 (16) | −0.0092 (12) | 0.0084 (12) | 0.0173 (13) |
| C15 | 0.0356 (10) | 0.0579 (12) | 0.0464 (11) | −0.0085 (9) | 0.0016 (8) | −0.0071 (10) |
| C16 | 0.0376 (10) | 0.0461 (11) | 0.0411 (10) | −0.0067 (8) | 0.0033 (8) | −0.0038 (8) |
| C17 | 0.0416 (10) | 0.0417 (10) | 0.0432 (10) | −0.0036 (8) | 0.0091 (8) | −0.0013 (8) |
| C18 | 0.0422 (11) | 0.0564 (13) | 0.0547 (12) | −0.0059 (9) | 0.0099 (9) | −0.0063 (10) |
| C19 | 0.0518 (13) | 0.0645 (15) | 0.0681 (15) | −0.0066 (11) | 0.0249 (12) | −0.0020 (12) |
| C20 | 0.0731 (16) | 0.0662 (15) | 0.0538 (14) | −0.0031 (12) | 0.0296 (12) | 0.0013 (11) |
| C21 | 0.0696 (15) | 0.0607 (14) | 0.0409 (11) | −0.0031 (11) | 0.0118 (10) | −0.0010 (10) |
| C22 | 0.0507 (11) | 0.0418 (11) | 0.0426 (10) | −0.0052 (9) | 0.0085 (9) | 0.0009 (8) |
| C23 | 0.292 (10) | 0.265 (9) | 0.113 (5) | −0.084 (8) | 0.052 (5) | 0.021 (5) |
| C24 | 0.159 (5) | 0.199 (6) | 0.085 (3) | −0.056 (4) | −0.017 (3) | 0.013 (3) |
| O1 | 0.0719 (13) | 0.1151 (19) | 0.0731 (13) | −0.0186 (12) | −0.0158 (10) | 0.0113 (13) |
| Cl1 | 0.0608 (4) | 0.0701 (4) | 0.0716 (4) | −0.0080 (3) | 0.0074 (3) | 0.0155 (3) |
| Cl2 | 0.0355 (3) | 0.0729 (4) | 0.0502 (3) | −0.0067 (2) | 0.0067 (2) | −0.0181 (3) |
| N1 | 0.0341 (8) | 0.0499 (10) | 0.0420 (9) | −0.0038 (7) | 0.0050 (7) | −0.0029 (7) |
| N2 | 0.0366 (8) | 0.0493 (10) | 0.0392 (8) | −0.0061 (7) | 0.0044 (7) | −0.0041 (7) |
| N3 | 0.0422 (9) | 0.0542 (11) | 0.0384 (9) | −0.0065 (7) | 0.0015 (7) | −0.0031 (7) |
Geometric parameters (Å, °) top
| Cd1—Cl1 | 2.4591 (7) | C13—C14 | 1.367 (4) |
| Cd1—Cl2 | 2.5604 (6) | C13—H13 | 0.9300 |
| Cd1—Cl2i | 2.6132 (6) | C14—H14 | 0.9300 |
| Cd1—N1 | 2.4636 (16) | C15—N1 | 1.478 (3) |
| Cd1—N2 | 2.2819 (16) | C15—C16 | 1.491 (3) |
| C1—C6 | 1.363 (4) | C15—H15A | 0.9700 |
| C1—C2 | 1.365 (4) | C15—H15B | 0.9700 |
| C1—H1 | 0.9300 | C16—N2 | 1.320 (2) |
| C2—C3 | 1.380 (4) | C16—N3 | 1.343 (2) |
| C2—H2 | 0.9300 | C17—N2 | 1.390 (2) |
| C3—C4 | 1.376 (3) | C17—C18 | 1.394 (3) |
| C3—H3 | 0.9300 | C17—C22 | 1.400 (3) |
| C4—C5 | 1.378 (3) | C18—C19 | 1.374 (3) |
| C4—C7 | 1.518 (3) | C18—H18 | 0.9300 |
| C5—C6 | 1.377 (4) | C19—C20 | 1.387 (3) |
| C5—H5 | 0.9300 | C19—H19 | 0.9300 |
| C6—H6 | 0.9300 | C20—C21 | 1.376 (3) |
| C7—N1 | 1.497 (3) | C20—H20 | 0.9300 |
| C7—H7A | 0.9700 | C21—C22 | 1.386 (3) |
| C7—H7B | 0.9700 | C21—H21 | 0.9300 |
| C8—N1 | 1.491 (3) | C22—N3 | 1.380 (3) |
| C8—C9 | 1.503 (3) | C23—C24 | 1.483 (7) |
| C8—H8A | 0.9700 | C23—H23A | 0.9600 |
| C8—H8B | 0.9700 | C23—H23B | 0.9600 |
| C9—C11 | 1.381 (3) | C23—H23C | 0.9600 |
| C9—C10 | 1.388 (3) | C24—O1 | 1.422 (5) |
| C10—C14 | 1.384 (4) | C24—H24A | 0.9700 |
| C10—H10 | 0.9300 | C24—H24B | 0.9700 |
| C11—C12 | 1.381 (4) | O1—H1A | 0.8518 |
| C11—H11 | 0.9300 | Cl2—Cd1i | 2.6132 (6) |
| C12—C13 | 1.374 (4) | N3—H3N | 0.8763 |
| C12—H12 | 0.9300 | | |
| | | |
| N2—Cd1—Cl1 | 105.92 (5) | C13—C14—H14 | 120.1 |
| N2—Cd1—N1 | 73.73 (6) | C10—C14—H14 | 120.1 |
| Cl1—Cd1—N1 | 99.07 (4) | N1—C15—C16 | 110.73 (16) |
| N2—Cd1—Cl2 | 96.56 (4) | N1—C15—H15A | 109.5 |
| Cl1—Cd1—Cl2 | 110.19 (2) | C16—C15—H15A | 109.5 |
| N1—Cd1—Cl2 | 150.72 (5) | N1—C15—H15B | 109.5 |
| N2—Cd1—Cl2i | 148.17 (5) | C16—C15—H15B | 109.5 |
| Cl1—Cd1—Cl2i | 102.95 (2) | H15A—C15—H15B | 108.1 |
| N1—Cd1—Cl2i | 88.84 (4) | N2—C16—N3 | 113.18 (19) |
| Cl2—Cd1—Cl2i | 85.712 (19) | N2—C16—C15 | 122.84 (18) |
| C6—C1—C2 | 119.2 (2) | N3—C16—C15 | 123.98 (18) |
| C6—C1—H1 | 120.4 | N2—C17—C18 | 130.45 (19) |
| C2—C1—H1 | 120.4 | N2—C17—C22 | 109.12 (17) |
| C1—C2—C3 | 120.7 (3) | C18—C17—C22 | 120.37 (19) |
| C1—C2—H2 | 119.6 | C19—C18—C17 | 117.2 (2) |
| C3—C2—H2 | 119.6 | C19—C18—H18 | 121.4 |
| C4—C3—C2 | 120.7 (3) | C17—C18—H18 | 121.4 |
| C4—C3—H3 | 119.6 | C18—C19—C20 | 121.8 (2) |
| C2—C3—H3 | 119.6 | C18—C19—H19 | 119.1 |
| C3—C4—C5 | 117.9 (2) | C20—C19—H19 | 119.1 |
| C3—C4—C7 | 121.1 (2) | C21—C20—C19 | 122.0 (2) |
| C5—C4—C7 | 121.0 (2) | C21—C20—H20 | 119.0 |
| C6—C5—C4 | 121.1 (2) | C19—C20—H20 | 119.0 |
| C6—C5—H5 | 119.4 | C20—C21—C22 | 116.5 (2) |
| C4—C5—H5 | 119.4 | C20—C21—H21 | 121.7 |
| C1—C6—C5 | 120.4 (3) | C22—C21—H21 | 121.7 |
| C1—C6—H6 | 119.8 | N3—C22—C21 | 132.5 (2) |
| C5—C6—H6 | 119.8 | N3—C22—C17 | 105.40 (17) |
| N1—C7—C4 | 115.83 (17) | C21—C22—C17 | 122.0 (2) |
| N1—C7—H7A | 108.3 | C24—C23—H23A | 109.5 |
| C4—C7—H7A | 108.3 | C24—C23—H23B | 109.5 |
| N1—C7—H7B | 108.3 | H23A—C23—H23B | 109.5 |
| C4—C7—H7B | 108.3 | C24—C23—H23C | 109.5 |
| H7A—C7—H7B | 107.4 | H23A—C23—H23C | 109.5 |
| N1—C8—C9 | 113.67 (19) | H23B—C23—H23C | 109.5 |
| N1—C8—H8A | 108.8 | O1—C24—C23 | 112.2 (4) |
| C9—C8—H8A | 108.8 | O1—C24—H24A | 109.2 |
| N1—C8—H8B | 108.8 | C23—C24—H24A | 109.2 |
| C9—C8—H8B | 108.8 | O1—C24—H24B | 109.2 |
| H8A—C8—H8B | 107.7 | C23—C24—H24B | 109.2 |
| C11—C9—C10 | 117.6 (2) | H24A—C24—H24B | 107.9 |
| C11—C9—C8 | 122.1 (2) | C24—O1—H1A | 111.3 |
| C10—C9—C8 | 120.3 (2) | Cd1—Cl2—Cd1i | 94.288 (19) |
| C14—C10—C9 | 121.1 (2) | C15—N1—C8 | 113.04 (18) |
| C14—C10—H10 | 119.5 | C15—N1—C7 | 109.96 (16) |
| C9—C10—H10 | 119.5 | C8—N1—C7 | 110.16 (17) |
| C12—C11—C9 | 121.4 (3) | C15—N1—Cd1 | 103.08 (12) |
| C12—C11—H11 | 119.3 | C8—N1—Cd1 | 113.07 (12) |
| C9—C11—H11 | 119.3 | C7—N1—Cd1 | 107.19 (12) |
| C13—C12—C11 | 119.6 (3) | C16—N2—C17 | 105.01 (16) |
| C13—C12—H12 | 120.2 | C16—N2—Cd1 | 113.20 (13) |
| C11—C12—H12 | 120.2 | C17—N2—Cd1 | 140.84 (12) |
| C14—C13—C12 | 120.2 (3) | C16—N3—C22 | 107.20 (16) |
| C14—C13—H13 | 119.9 | C16—N3—H3N | 122.6 |
| C12—C13—H13 | 119.9 | C22—N3—H3N | 129.2 |
| C13—C14—C10 | 119.9 (3) | | |
| | | |
| C6—C1—C2—C3 | 0.3 (5) | C16—C15—N1—Cd1 | 42.3 (2) |
| C1—C2—C3—C4 | 0.3 (4) | C9—C8—N1—C15 | 70.0 (2) |
| C2—C3—C4—C5 | −1.1 (4) | C9—C8—N1—C7 | −166.53 (19) |
| C2—C3—C4—C7 | −178.7 (2) | C9—C8—N1—Cd1 | −46.6 (2) |
| C3—C4—C5—C6 | 1.3 (4) | C4—C7—N1—C15 | 59.5 (3) |
| C7—C4—C5—C6 | 179.0 (2) | C4—C7—N1—C8 | −65.7 (2) |
| C2—C1—C6—C5 | −0.1 (4) | C4—C7—N1—Cd1 | 170.91 (17) |
| C4—C5—C6—C1 | −0.7 (4) | N2—Cd1—N1—C15 | −30.53 (12) |
| C3—C4—C7—N1 | −90.2 (3) | Cl1—Cd1—N1—C15 | 73.52 (13) |
| C5—C4—C7—N1 | 92.3 (3) | Cl2—Cd1—N1—C15 | −104.44 (14) |
| N1—C8—C9—C11 | −97.0 (3) | Cl2i—Cd1—N1—C15 | 176.45 (12) |
| N1—C8—C9—C10 | 81.7 (3) | N2—Cd1—N1—C8 | 91.85 (14) |
| C11—C9—C10—C14 | 4.5 (4) | Cl1—Cd1—N1—C8 | −164.09 (13) |
| C8—C9—C10—C14 | −174.2 (2) | Cl2—Cd1—N1—C8 | 17.94 (19) |
| C10—C9—C11—C12 | −4.2 (4) | Cl2i—Cd1—N1—C8 | −61.17 (14) |
| C8—C9—C11—C12 | 174.4 (2) | N2—Cd1—N1—C7 | −146.56 (15) |
| C9—C11—C12—C13 | 0.5 (4) | Cl1—Cd1—N1—C7 | −42.50 (14) |
| C11—C12—C13—C14 | 3.0 (4) | Cl2—Cd1—N1—C7 | 139.53 (12) |
| C12—C13—C14—C10 | −2.7 (4) | Cl2i—Cd1—N1—C7 | 60.42 (13) |
| C9—C10—C14—C13 | −1.1 (4) | N3—C16—N2—C17 | −2.8 (2) |
| N1—C15—C16—N2 | −36.4 (3) | C15—C16—N2—C17 | 176.9 (2) |
| N1—C15—C16—N3 | 143.2 (2) | N3—C16—N2—Cd1 | −174.02 (14) |
| N2—C17—C18—C19 | 175.3 (2) | C15—C16—N2—Cd1 | 5.6 (3) |
| C22—C17—C18—C19 | −1.6 (3) | C18—C17—N2—C16 | −175.9 (2) |
| C17—C18—C19—C20 | 2.0 (4) | C22—C17—N2—C16 | 1.3 (2) |
| C18—C19—C20—C21 | −1.1 (4) | C18—C17—N2—Cd1 | −8.7 (4) |
| C19—C20—C21—C22 | −0.2 (4) | C22—C17—N2—Cd1 | 168.51 (16) |
| C20—C21—C22—N3 | −176.4 (2) | Cl1—Cd1—N2—C16 | −80.52 (14) |
| C20—C21—C22—C17 | 0.5 (3) | N1—Cd1—N2—C16 | 14.50 (14) |
| N2—C17—C22—N3 | 0.5 (2) | Cl2—Cd1—N2—C16 | 166.27 (14) |
| C18—C17—C22—N3 | 178.0 (2) | Cl2i—Cd1—N2—C16 | 73.84 (17) |
| N2—C17—C22—C21 | −177.1 (2) | Cl1—Cd1—N2—C17 | 112.9 (2) |
| C18—C17—C22—C21 | 0.4 (3) | N1—Cd1—N2—C17 | −152.0 (2) |
| N2—Cd1—Cl2—Cd1i | −148.11 (5) | Cl2—Cd1—N2—C17 | −0.3 (2) |
| Cl1—Cd1—Cl2—Cd1i | 102.23 (3) | Cl2i—Cd1—N2—C17 | −92.7 (2) |
| N1—Cd1—Cl2—Cd1i | −79.91 (9) | N2—C16—N3—C22 | 3.2 (2) |
| Cl2i—Cd1—Cl2—Cd1i | 0.0 | C15—C16—N3—C22 | −176.5 (2) |
| C16—C15—N1—C8 | −80.2 (2) | C21—C22—N3—C16 | 175.1 (2) |
| C16—C15—N1—C7 | 156.29 (18) | C17—C22—N3—C16 | −2.1 (2) |
| Symmetry codes: (i) −x+1, −y, −z. |
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1—H1A···Cl1ii | 0.85 | 2.33 | 3.157 (2) | 164 |
| N3—H3N···O1 | 0.88 | 1.90 | 2.772 (3) | 174 |
| Symmetry codes: (ii) x+1/2, −y+1/2, z+1/2. |
Table 1
Selected geometric parameters (Å, °) top| Cd1—Cl1 | 2.4591 (7) | Cd1—N1 | 2.4636 (16) |
| Cd1—Cl2 | 2.5604 (6) | Cd1—N2 | 2.2819 (16) |
| Cd1—Cl2i | 2.6132 (6) | | |
| | | |
| N2—Cd1—Cl1 | 105.92 (5) | N1—Cd1—Cl2 | 150.72 (5) |
| N2—Cd1—N1 | 73.73 (6) | N2—Cd1—Cl2i | 148.17 (5) |
| Cl1—Cd1—N1 | 99.07 (4) | Cl1—Cd1—Cl2i | 102.95 (2) |
| N2—Cd1—Cl2 | 96.56 (4) | N1—Cd1—Cl2i | 88.84 (4) |
| Cl1—Cd1—Cl2 | 110.19 (2) | Cl2—Cd1—Cl2i | 85.712 (19) |
| Symmetry codes: (i) −x+1, −y, −z. |
Table 2
Hydrogen-bond geometry (Å, °) top
| D—H···A | D—H | H···A | D···A | D—H···A |
| O1—H1A···Cl1ii | 0.85 | 2.33 | 3.157 (2) | 164 |
| N3—H3N···O1 | 0.88 | 1.90 | 2.772 (3) | 174 |
| Symmetry codes: (ii) x+1/2, −y+1/2, z+1/2. |
We thank the National Natural Science Foundation of China (No. 20471014), the Program for New Century Excellent Talents in Chinese University (NCET-05–0320), the Fok Ying Tung Education Foundation, the Science Foundation for Young Teachers of NENU (No. 20050310) and the Analysis and Testing Foundation of Northeast Normal University for support.
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Choi, K. Y. & Jeon, Y. M. (2003). Inorg. Chem. Commun. 6, 1294–1296.
Huang, C. F., Wei, H. H., Lee, G. H. & Wang, Y. (1998). Inorg. Chim. Acta, 279, 233–237.
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As part of an investigation of the coordination chemistry of cadmium compounds, we present here the preparation and crystal structure of the title compound.
The title compound is composed of CdII cations, Cl− anions, 1H-benzo[d]imidazol-2-yl)-N,N-dibenzylmethanamine (L) and solvent ethanol molecules. It is a centrosymmetric dimer (Fig. 1). Two CdII cations are bridged by two Cl− anions to form a binuclear compound. Each Cd cation shows a distorted tetragonal pyramid geometry formed by three Cl− anions and two N atoms of L. The Cd—N1 and Cd—N2 bond distances (Table 1) are shorter than the values in the literature (Choi & Jeon, 2003; Huang et al., 1998). The Cd—N2 bond distance is much shorter than the Cd—N1 bond distance, indicating comparatively strong coordination. There are hydrogen-bonding interactions in the crystal (Table 2), forming a two-dimensional supramolecular structure (Fig. 2). In addition, solvent ethanol molecules participate in hydrogen-bonding interactions.