Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807033806/lh2455sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807033806/lh2455Isup2.hkl |
CCDC reference: 657584
The title compound was obtained by mixing AgBF4 (0.057 g, 0.3 mmol) and 6,6'-dimethyl-2,2'-dipyridyl (0.110 g, 0.6 mmol) in 10 ml of acetonitrile. The mixture was stirred for 10 min and the solvent removed in vaccuo. Diffraction-quality crystals were obtained by slow diffusion of hexanes into a concentrated THF solution of the title compound in the presence of air.
All hydrogen atoms were included in calculated positions (C—H = 0.95–0.98 Å); isotropic displacement parameters were fixed [Uiso(H) = 1.2Ueq(C) or 1.5Ueq(C) for methyl H atoms].
Early reports of 2,2'-dipyridyl complexes with a variety of metals, such as Pd, Cu, Co, and Zn (Newkome et al., 1981), have been accompanied by a considerable amount of work on the study the coordination chemistry of these and the related methyl-substituted dipyridyls (Kaes et al., 2000). More recently, the study of these bipyridine ligands with silver salts has shown a predominant coordination form of the type [AgL2]+X-, which form a five-membered ring that can stabilize different oxidation states of the silver center (I or II) (Effendy et al., 2007; Di Nicola et al., 2007). This is a common mode of binding for these bipyridine fragments, since they are almost universally chelating bidentate ligands by virtue of the close proximity of the aromatic rings. Additionally, it has been seen that the silver coordination environment parameters vary widely with respect to steric changes within the ligand, and external forces associated with the counterion, can affect the formation of close metal—metal interactions. Herein, we continue to enhance the library of silver coordination structures containing substituted bipyridine ligands, by reporting the formation of the title compound, formed by the reaction between the 6,6'-dimethyl-2,2'dipyridyl ligand and the silver tetrafluoroborate salt, which presents a 2:1 ligand to metal ratio.
The title compound consists of two 6,6'-dimethyl-2,2'-dipyridyl ligands bound to the silver center in a chelating fashion, and the tetrafluoroborate is a non coordinating counteranion. According to the angles around the metal atom, a highly distorted tetrahedral geometry is described with values ranging between 72.30 (6) and 137.80 (6)°. The two pyridyl rings corresponding to the N1 and N2 atoms are nearly coplanar with a twist angle of 6.59 (12)° between the two mean planes. In contrast, the pyridyl rings of the second bipyridine ligand corresponding to N3 and N4, describe a larger angle with a value of 12.19 (10)°.
For background information, see: Newkome et al. (1981); Kaes et al. (2000). For related structures, see: Effendy et al. (2007); Di Nicola et al. (2007).
Data collection: APEX2 (Bruker, 2003); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 2000); software used to prepare material for publication: SHELXTL.
Fig. 1. The molecular structure with displacement ellipsoids drawn at the 50% probability level |
[Ag(C12H12N2)2]BF4 | F(000) = 1136 |
Mr = 563.15 | Dx = 1.585 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 9987 reflections |
a = 12.3994 (3) Å | θ = 2.5–26.4° |
b = 21.8446 (7) Å | µ = 0.91 mm−1 |
c = 8.8062 (3) Å | T = 110 K |
β = 98.260 (1)° | Block, colourless |
V = 2360.50 (12) Å3 | 0.30 × 0.19 × 0.18 mm |
Z = 4 |
Bruker X8 APEX diffractometer | 4792 independent reflections |
Radiation source: fine-focus sealed tube | 4152 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
φ and ω scans | θmax = 26.4°, θmin = 2.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −15→15 |
Tmin = 0.82, Tmax = 0.84 | k = −27→27 |
26276 measured reflections | l = −10→11 |
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)] = 0.025 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.062 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0265P)2 + 1.4749P] where P = (Fo2 + 2Fc2)/3 |
4792 reflections | (Δ/σ)max = 0.001 |
311 parameters | Δρmax = 0.39 e Å−3 |
0 restraints | Δρmin = −0.27 e Å−3 |
[Ag(C12H12N2)2]BF4 | V = 2360.50 (12) Å3 |
Mr = 563.15 | Z = 4 |
Monoclinic, P21/c | Mo Kα radiation |
a = 12.3994 (3) Å | µ = 0.91 mm−1 |
b = 21.8446 (7) Å | T = 110 K |
c = 8.8062 (3) Å | 0.30 × 0.19 × 0.18 mm |
β = 98.260 (1)° |
Bruker X8 APEX diffractometer | 4792 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 4152 reflections with I > 2σ(I) |
Tmin = 0.82, Tmax = 0.84 | Rint = 0.036 |
26276 measured reflections |
R[F2 > 2σ(F2)] = 0.025 | 0 restraints |
wR(F2) = 0.062 | H-atom parameters constrained |
S = 1.06 | Δρmax = 0.39 e Å−3 |
4792 reflections | Δρmin = −0.27 e Å−3 |
311 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 | ||
Ag1 | 0.295854 (12) | 0.125477 (7) | 0.418493 (18) | 0.02106 (6) | |
F1 | 0.09472 (11) | 0.90487 (6) | 0.06840 (17) | 0.0342 (3) | |
F2 | 0.17714 (13) | 0.84781 (7) | −0.09586 (17) | 0.0428 (4) | |
F3 | 0.27821 (12) | 0.90684 (8) | 0.0810 (2) | 0.0592 (5) | |
F4 | 0.19308 (13) | 0.82196 (7) | 0.15473 (18) | 0.0452 (4) | |
N1 | 0.15613 (13) | 0.17466 (7) | 0.50906 (19) | 0.0175 (4) | |
N2 | 0.19705 (13) | 0.05261 (7) | 0.53331 (19) | 0.0171 (3) | |
N3 | 0.34190 (13) | 0.10206 (7) | 0.1792 (2) | 0.0177 (4) | |
N4 | 0.47489 (13) | 0.15253 (7) | 0.4213 (2) | 0.0186 (4) | |
C1 | 0.22313 (16) | −0.00719 (9) | 0.5434 (2) | 0.0194 (4) | |
C2 | 0.16593 (17) | −0.04763 (9) | 0.6240 (2) | 0.0214 (4) | |
H2 | 0.1849 | −0.0898 | 0.6300 | 0.026* | |
C3 | 0.08159 (16) | −0.02604 (9) | 0.6950 (2) | 0.0214 (4) | |
H3 | 0.0428 | −0.0531 | 0.7520 | 0.026* | |
C4 | 0.05368 (16) | 0.03523 (9) | 0.6828 (2) | 0.0185 (4) | |
H4 | −0.0046 | 0.0509 | 0.7305 | 0.022* | |
C5 | 0.11300 (15) | 0.07351 (9) | 0.5988 (2) | 0.0165 (4) | |
C6 | 0.08694 (16) | 0.14045 (9) | 0.5790 (2) | 0.0168 (4) | |
C7 | −0.00391 (17) | 0.16596 (9) | 0.6300 (3) | 0.0228 (4) | |
H7 | −0.0517 | 0.1412 | 0.6789 | 0.027* | |
C8 | −0.02380 (18) | 0.22776 (10) | 0.6085 (3) | 0.0280 (5) | |
H8 | −0.0856 | 0.2460 | 0.6425 | 0.034* | |
C9 | 0.04698 (18) | 0.26278 (9) | 0.5372 (3) | 0.0255 (5) | |
H9 | 0.0342 | 0.3053 | 0.5214 | 0.031* | |
C10 | 0.13704 (17) | 0.23510 (9) | 0.4890 (2) | 0.0204 (4) | |
C11 | 0.31664 (19) | −0.02794 (10) | 0.4649 (3) | 0.0293 (5) | |
H11A | 0.2926 | −0.0309 | 0.3542 | 0.044* | |
H11B | 0.3419 | −0.0681 | 0.5049 | 0.044* | |
H11C | 0.3764 | 0.0017 | 0.4846 | 0.044* | |
C12 | 0.21919 (18) | 0.27082 (10) | 0.4151 (3) | 0.0266 (5) | |
H12A | 0.2877 | 0.2732 | 0.4858 | 0.040* | |
H12B | 0.1914 | 0.3122 | 0.3911 | 0.040* | |
H12C | 0.2320 | 0.2503 | 0.3204 | 0.040* | |
C13 | 0.27657 (17) | 0.07079 (9) | 0.0721 (2) | 0.0205 (4) | |
C14 | 0.31471 (19) | 0.04876 (10) | −0.0584 (3) | 0.0273 (5) | |
H14 | 0.2676 | 0.0265 | −0.1333 | 0.033* | |
C15 | 0.4210 (2) | 0.05943 (11) | −0.0781 (3) | 0.0310 (5) | |
H15 | 0.4477 | 0.0452 | −0.1676 | 0.037* | |
C16 | 0.48874 (18) | 0.09098 (10) | 0.0333 (3) | 0.0279 (5) | |
H16 | 0.5628 | 0.0982 | 0.0222 | 0.034* | |
C17 | 0.44696 (16) | 0.11204 (9) | 0.1617 (2) | 0.0186 (4) | |
C18 | 0.51610 (16) | 0.14505 (9) | 0.2887 (3) | 0.0197 (4) | |
C19 | 0.61894 (17) | 0.16631 (9) | 0.2710 (3) | 0.0249 (5) | |
H19 | 0.6464 | 0.1609 | 0.1766 | 0.030* | |
C20 | 0.68081 (17) | 0.19542 (9) | 0.3929 (3) | 0.0284 (5) | |
H20 | 0.7513 | 0.2105 | 0.3831 | 0.034* | |
C21 | 0.63940 (18) | 0.20234 (9) | 0.5283 (3) | 0.0266 (5) | |
H21 | 0.6815 | 0.2217 | 0.6135 | 0.032* | |
C22 | 0.53476 (17) | 0.18063 (9) | 0.5400 (3) | 0.0225 (4) | |
C23 | 0.16164 (18) | 0.06009 (11) | 0.0986 (3) | 0.0279 (5) | |
H23A | 0.1482 | 0.0819 | 0.1913 | 0.042* | |
H23B | 0.1498 | 0.0162 | 0.1116 | 0.042* | |
H23C | 0.1116 | 0.0752 | 0.0102 | 0.042* | |
C24 | 0.4858 (2) | 0.18751 (11) | 0.6843 (3) | 0.0341 (6) | |
H24A | 0.4538 | 0.2284 | 0.6876 | 0.051* | |
H24B | 0.5425 | 0.1821 | 0.7730 | 0.051* | |
H24C | 0.4289 | 0.1565 | 0.6870 | 0.051* | |
B1 | 0.1867 (2) | 0.87055 (11) | 0.0528 (3) | 0.0250 (5) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ag1 | 0.01884 (9) | 0.02289 (9) | 0.02368 (10) | −0.00269 (6) | 0.01069 (7) | −0.00145 (6) |
F1 | 0.0312 (7) | 0.0307 (7) | 0.0446 (9) | 0.0100 (6) | 0.0186 (6) | 0.0062 (6) |
F2 | 0.0560 (10) | 0.0408 (8) | 0.0372 (9) | −0.0060 (7) | 0.0257 (8) | −0.0059 (7) |
F3 | 0.0309 (8) | 0.0673 (11) | 0.0842 (14) | −0.0220 (8) | 0.0245 (9) | −0.0222 (10) |
F4 | 0.0465 (9) | 0.0450 (9) | 0.0466 (10) | 0.0205 (7) | 0.0147 (7) | 0.0184 (7) |
N1 | 0.0192 (8) | 0.0179 (8) | 0.0156 (9) | −0.0008 (7) | 0.0032 (7) | −0.0009 (7) |
N2 | 0.0175 (8) | 0.0186 (8) | 0.0158 (9) | 0.0002 (6) | 0.0048 (7) | −0.0008 (7) |
N3 | 0.0184 (9) | 0.0170 (8) | 0.0184 (9) | 0.0012 (7) | 0.0050 (7) | 0.0028 (7) |
N4 | 0.0169 (8) | 0.0165 (8) | 0.0225 (10) | −0.0011 (6) | 0.0035 (7) | 0.0030 (7) |
C1 | 0.0201 (10) | 0.0198 (10) | 0.0183 (11) | 0.0011 (8) | 0.0028 (8) | −0.0012 (8) |
C2 | 0.0230 (11) | 0.0176 (10) | 0.0231 (12) | −0.0009 (8) | 0.0020 (9) | 0.0001 (8) |
C3 | 0.0203 (10) | 0.0226 (10) | 0.0218 (11) | −0.0057 (8) | 0.0043 (9) | 0.0033 (8) |
C4 | 0.0157 (10) | 0.0237 (10) | 0.0163 (10) | −0.0015 (8) | 0.0033 (8) | −0.0005 (8) |
C5 | 0.0160 (9) | 0.0192 (10) | 0.0141 (10) | −0.0010 (7) | 0.0013 (8) | −0.0011 (8) |
C6 | 0.0165 (9) | 0.0189 (10) | 0.0149 (10) | −0.0006 (7) | 0.0019 (8) | −0.0027 (8) |
C7 | 0.0219 (11) | 0.0241 (11) | 0.0239 (12) | 0.0018 (8) | 0.0083 (9) | −0.0005 (9) |
C8 | 0.0253 (12) | 0.0279 (12) | 0.0317 (13) | 0.0066 (9) | 0.0077 (10) | −0.0017 (10) |
C9 | 0.0295 (12) | 0.0187 (10) | 0.0285 (12) | 0.0051 (9) | 0.0049 (10) | 0.0003 (9) |
C10 | 0.0242 (11) | 0.0179 (10) | 0.0186 (11) | 0.0001 (8) | 0.0014 (9) | −0.0010 (8) |
C11 | 0.0340 (13) | 0.0225 (11) | 0.0346 (13) | 0.0065 (9) | 0.0157 (11) | 0.0046 (10) |
C12 | 0.0290 (12) | 0.0208 (10) | 0.0313 (13) | −0.0005 (9) | 0.0091 (10) | 0.0030 (9) |
C13 | 0.0229 (10) | 0.0181 (10) | 0.0201 (11) | 0.0006 (8) | 0.0016 (9) | 0.0032 (8) |
C14 | 0.0344 (13) | 0.0262 (11) | 0.0210 (12) | 0.0018 (9) | 0.0032 (10) | −0.0039 (9) |
C15 | 0.0408 (14) | 0.0336 (12) | 0.0213 (12) | 0.0066 (10) | 0.0133 (11) | −0.0015 (10) |
C16 | 0.0237 (11) | 0.0327 (12) | 0.0302 (13) | 0.0025 (9) | 0.0133 (10) | 0.0022 (10) |
C17 | 0.0192 (10) | 0.0183 (10) | 0.0195 (11) | 0.0018 (8) | 0.0074 (8) | 0.0054 (8) |
C18 | 0.0174 (10) | 0.0145 (9) | 0.0278 (12) | 0.0023 (8) | 0.0053 (9) | 0.0051 (8) |
C19 | 0.0186 (10) | 0.0222 (11) | 0.0355 (14) | 0.0021 (8) | 0.0099 (10) | 0.0080 (9) |
C20 | 0.0152 (10) | 0.0199 (10) | 0.0499 (16) | −0.0022 (8) | 0.0041 (10) | 0.0066 (10) |
C21 | 0.0214 (11) | 0.0176 (10) | 0.0385 (14) | −0.0021 (8) | −0.0043 (10) | 0.0005 (9) |
C22 | 0.0246 (11) | 0.0165 (10) | 0.0253 (12) | −0.0022 (8) | 0.0004 (9) | 0.0017 (8) |
C23 | 0.0217 (11) | 0.0331 (12) | 0.0282 (13) | −0.0039 (9) | 0.0011 (10) | −0.0043 (10) |
C24 | 0.0379 (14) | 0.0364 (13) | 0.0269 (13) | −0.0127 (11) | 0.0014 (11) | −0.0061 (10) |
B1 | 0.0215 (12) | 0.0248 (13) | 0.0318 (15) | 0.0006 (9) | 0.0143 (11) | −0.0005 (10) |
Ag1—N1 | 2.2779 (16) | C9—H9 | 0.9500 |
Ag1—N4 | 2.2939 (16) | C10—C12 | 1.503 (3) |
Ag1—N3 | 2.3182 (17) | C11—H11A | 0.9800 |
Ag1—N2 | 2.3265 (16) | C11—H11B | 0.9800 |
F1—B1 | 1.388 (3) | C11—H11C | 0.9800 |
F2—B1 | 1.389 (3) | C12—H12A | 0.9800 |
F3—B1 | 1.377 (3) | C12—H12B | 0.9800 |
F4—B1 | 1.385 (3) | C12—H12C | 0.9800 |
N1—C10 | 1.349 (3) | C13—C14 | 1.390 (3) |
N1—C6 | 1.351 (3) | C13—C23 | 1.495 (3) |
N2—C5 | 1.341 (2) | C14—C15 | 1.374 (3) |
N2—C1 | 1.346 (3) | C14—H14 | 0.9500 |
N3—C13 | 1.339 (3) | C15—C16 | 1.380 (3) |
N3—C17 | 1.351 (3) | C15—H15 | 0.9500 |
N4—C22 | 1.341 (3) | C16—C17 | 1.388 (3) |
N4—C18 | 1.350 (3) | C16—H16 | 0.9500 |
C1—C2 | 1.390 (3) | C17—C18 | 1.493 (3) |
C1—C11 | 1.502 (3) | C18—C19 | 1.387 (3) |
C2—C3 | 1.376 (3) | C19—C20 | 1.381 (3) |
C2—H2 | 0.9500 | C19—H19 | 0.9500 |
C3—C4 | 1.383 (3) | C20—C21 | 1.372 (3) |
C3—H3 | 0.9500 | C20—H20 | 0.9500 |
C4—C5 | 1.394 (3) | C21—C22 | 1.399 (3) |
C4—H4 | 0.9500 | C21—H21 | 0.9500 |
C5—C6 | 1.502 (3) | C22—C24 | 1.493 (3) |
C6—C7 | 1.388 (3) | C23—H23A | 0.9800 |
C7—C8 | 1.380 (3) | C23—H23B | 0.9800 |
C7—H7 | 0.9500 | C23—H23C | 0.9800 |
C8—C9 | 1.381 (3) | C24—H24A | 0.9800 |
C8—H8 | 0.9500 | C24—H24B | 0.9800 |
C9—C10 | 1.389 (3) | C24—H24C | 0.9800 |
N1—Ag1—N4 | 131.17 (6) | C10—C12—H12A | 109.5 |
N1—Ag1—N3 | 136.17 (6) | C10—C12—H12B | 109.5 |
N4—Ag1—N3 | 72.67 (6) | H12A—C12—H12B | 109.5 |
N1—Ag1—N2 | 72.30 (6) | C10—C12—H12C | 109.5 |
N4—Ag1—N2 | 137.80 (6) | H12A—C12—H12C | 109.5 |
N3—Ag1—N2 | 117.26 (6) | H12B—C12—H12C | 109.5 |
C10—N1—C6 | 119.36 (17) | N3—C13—C14 | 121.04 (19) |
C10—N1—Ag1 | 122.94 (13) | N3—C13—C23 | 117.64 (19) |
C6—N1—Ag1 | 117.61 (12) | C14—C13—C23 | 121.3 (2) |
C5—N2—C1 | 119.75 (17) | C15—C14—C13 | 119.5 (2) |
C5—N2—Ag1 | 116.36 (12) | C15—C14—H14 | 120.3 |
C1—N2—Ag1 | 123.80 (13) | C13—C14—H14 | 120.3 |
C13—N3—C17 | 119.85 (18) | C14—C15—C16 | 119.5 (2) |
C13—N3—Ag1 | 123.34 (13) | C14—C15—H15 | 120.3 |
C17—N3—Ag1 | 115.81 (13) | C16—C15—H15 | 120.3 |
C22—N4—C18 | 119.60 (17) | C15—C16—C17 | 118.9 (2) |
C22—N4—Ag1 | 123.55 (14) | C15—C16—H16 | 120.5 |
C18—N4—Ag1 | 116.46 (13) | C17—C16—H16 | 120.5 |
N2—C1—C2 | 121.02 (19) | N3—C17—C16 | 121.2 (2) |
N2—C1—C11 | 117.16 (18) | N3—C17—C18 | 116.86 (18) |
C2—C1—C11 | 121.82 (18) | C16—C17—C18 | 121.92 (19) |
C3—C2—C1 | 119.40 (19) | N4—C18—C19 | 121.7 (2) |
C3—C2—H2 | 120.3 | N4—C18—C17 | 117.26 (17) |
C1—C2—H2 | 120.3 | C19—C18—C17 | 121.1 (2) |
C2—C3—C4 | 119.62 (19) | C20—C19—C18 | 119.0 (2) |
C2—C3—H3 | 120.2 | C20—C19—H19 | 120.5 |
C4—C3—H3 | 120.2 | C18—C19—H19 | 120.5 |
C3—C4—C5 | 118.46 (18) | C21—C20—C19 | 119.4 (2) |
C3—C4—H4 | 120.8 | C21—C20—H20 | 120.3 |
C5—C4—H4 | 120.8 | C19—C20—H20 | 120.3 |
N2—C5—C4 | 121.71 (18) | C20—C21—C22 | 119.6 (2) |
N2—C5—C6 | 116.67 (17) | C20—C21—H21 | 120.2 |
C4—C5—C6 | 121.62 (17) | C22—C21—H21 | 120.2 |
N1—C6—C7 | 121.57 (18) | N4—C22—C21 | 120.9 (2) |
N1—C6—C5 | 116.81 (17) | N4—C22—C24 | 117.56 (19) |
C7—C6—C5 | 121.62 (18) | C21—C22—C24 | 121.6 (2) |
C8—C7—C6 | 119.1 (2) | C13—C23—H23A | 109.5 |
C8—C7—H7 | 120.5 | C13—C23—H23B | 109.5 |
C6—C7—H7 | 120.5 | H23A—C23—H23B | 109.5 |
C7—C8—C9 | 119.4 (2) | C13—C23—H23C | 109.5 |
C7—C8—H8 | 120.3 | H23A—C23—H23C | 109.5 |
C9—C8—H8 | 120.3 | H23B—C23—H23C | 109.5 |
C8—C9—C10 | 119.29 (19) | C22—C24—H24A | 109.5 |
C8—C9—H9 | 120.4 | C22—C24—H24B | 109.5 |
C10—C9—H9 | 120.4 | H24A—C24—H24B | 109.5 |
N1—C10—C9 | 121.30 (19) | C22—C24—H24C | 109.5 |
N1—C10—C12 | 116.61 (18) | H24A—C24—H24C | 109.5 |
C9—C10—C12 | 122.07 (18) | H24B—C24—H24C | 109.5 |
C1—C11—H11A | 109.5 | F3—B1—F4 | 110.8 (2) |
C1—C11—H11B | 109.5 | F3—B1—F1 | 109.79 (19) |
H11A—C11—H11B | 109.5 | F4—B1—F1 | 108.70 (18) |
C1—C11—H11C | 109.5 | F3—B1—F2 | 109.43 (19) |
H11A—C11—H11C | 109.5 | F4—B1—F2 | 109.03 (19) |
H11B—C11—H11C | 109.5 | F1—B1—F2 | 109.0 (2) |
Experimental details
Crystal data | |
Chemical formula | [Ag(C12H12N2)2]BF4 |
Mr | 563.15 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 110 |
a, b, c (Å) | 12.3994 (3), 21.8446 (7), 8.8062 (3) |
β (°) | 98.260 (1) |
V (Å3) | 2360.50 (12) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.91 |
Crystal size (mm) | 0.30 × 0.19 × 0.18 |
Data collection | |
Diffractometer | Bruker X8 APEX |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.82, 0.84 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 26276, 4792, 4152 |
Rint | 0.036 |
(sin θ/λ)max (Å−1) | 0.625 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.025, 0.062, 1.06 |
No. of reflections | 4792 |
No. of parameters | 311 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.39, −0.27 |
Computer programs: APEX2 (Bruker, 2003), SAINT-Plus (Bruker, 2003), SAINT-Plus, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Sheldrick, 2000), SHELXTL.
Ag1—N1 | 2.2779 (16) | Ag1—N3 | 2.3182 (17) |
Ag1—N4 | 2.2939 (16) | Ag1—N2 | 2.3265 (16) |
N1—Ag1—N4 | 131.17 (6) | N1—Ag1—N2 | 72.30 (6) |
N1—Ag1—N3 | 136.17 (6) | N4—Ag1—N2 | 137.80 (6) |
N4—Ag1—N3 | 72.67 (6) | N3—Ag1—N2 | 117.26 (6) |
Early reports of 2,2'-dipyridyl complexes with a variety of metals, such as Pd, Cu, Co, and Zn (Newkome et al., 1981), have been accompanied by a considerable amount of work on the study the coordination chemistry of these and the related methyl-substituted dipyridyls (Kaes et al., 2000). More recently, the study of these bipyridine ligands with silver salts has shown a predominant coordination form of the type [AgL2]+X-, which form a five-membered ring that can stabilize different oxidation states of the silver center (I or II) (Effendy et al., 2007; Di Nicola et al., 2007). This is a common mode of binding for these bipyridine fragments, since they are almost universally chelating bidentate ligands by virtue of the close proximity of the aromatic rings. Additionally, it has been seen that the silver coordination environment parameters vary widely with respect to steric changes within the ligand, and external forces associated with the counterion, can affect the formation of close metal—metal interactions. Herein, we continue to enhance the library of silver coordination structures containing substituted bipyridine ligands, by reporting the formation of the title compound, formed by the reaction between the 6,6'-dimethyl-2,2'dipyridyl ligand and the silver tetrafluoroborate salt, which presents a 2:1 ligand to metal ratio.
The title compound consists of two 6,6'-dimethyl-2,2'-dipyridyl ligands bound to the silver center in a chelating fashion, and the tetrafluoroborate is a non coordinating counteranion. According to the angles around the metal atom, a highly distorted tetrahedral geometry is described with values ranging between 72.30 (6) and 137.80 (6)°. The two pyridyl rings corresponding to the N1 and N2 atoms are nearly coplanar with a twist angle of 6.59 (12)° between the two mean planes. In contrast, the pyridyl rings of the second bipyridine ligand corresponding to N3 and N4, describe a larger angle with a value of 12.19 (10)°.