The investigation of the coordination chemistry of rare-earth metal complexes with cyanide ligands led to the isolation and crystallographic characterization of the Ln III cyanotriphenylborate complexes, LnCl2(THF)4(NCBPh3) (Ln = Dy, Y) as well as the cyanoborates [NEt4][B3(μ-O)3(C6H5)4], [NEt4][NCBPh2(μ-O)BPh2], [K(crypt)]2[B3(μ-O)3(C6H5)4][NCBPh2Me]. The [NCBPh2(μ-O)BPh2]1− and (NCBPh2Me)1− anions have not been structurally characterized previously.
Keywords: lanthanide, rare earth, cyanide, cyanotriphenylborate, crystal structure
Abstract
The investigation of the coordination chemistry of rare-earth metal complexes with cyanide ligands led to the isolation and crystallographic characterization of the Ln III cyanotriphenylborate complexes dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)lanthanide(III), [LnCl2(C19H15BN)(C4H8O)4] [lanthanide (Ln) = dysprosium (Dy) and yttrium Y)] from reactions of LnCl3, KCN, and NaBPh4. Attempts to independently synthesize the tetraethylammonium salt of (NCBPh3)− from BPh3 and [NEt4][CN] in THF yielded crystals of the phenyl-substituted cyclic borate, tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide, C8H20N+·C24H20B3O3 − or [NEt4][B3(μ-O)3(C6H5)4]. The mechanochemical reaction of BPh3 and [NEt4][CN] without solvent produced crystals of tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate, C8H20N+·C25H20B2NO− or [NEt4][NCBPh2(μ-O)BPh2]. Reaction of BPh3 and KCN in THF in the presence of 2.2.2-cryptand (crypt) led to a crystal of bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate, 2C18H36KN2O6 +·C24H20B3O3 −·C14H13BN−·2C4H8O or [K(crypt)]2[B3(μ-O)3(C6H5)4][NCBPh2Me]·2THF. The [NCBPh2(μ-O)BPh2]1− and (NCBPh2Me)1− anions have not been structurally characterized previously. The structure of 1-Y was refined as a two-component twin with occupancy factors 0.513 (1) and 0.487 (1). In 4, one solvent molecule was disordered and included using multiple components with partial site-occupancy factors.
Chemical context
Attempts to make cationic rare-earth metal cyanide complexes of the type [Ln(CN)2(THF)x][BPh4] by combining LnCl3 with sodium tetraphenylborate and potassium cyanide led to the isolation of the cyanotriphenylborate complexes LnCl2(THF)4(NCBPh3), 1- Ln (Ln = Dy, Y). Previously, transition-metal complexes of (NCBPh3)1− have been known to form from RhCl(PPh3)3, KCN, and BPh3 (Pankowski et al., 1996 ▸; Carlton et al., 1998 ▸; Fernandes et al., 2002 ▸) and from [Et4N][Cr(CN)6] and BPh3 (Schelter et al., 2005 ▸).
Efforts to independently synthesize the tetraethylammonium salt of the (NCBPh3)1− ligand generated a borate anion and two new cyanophenylborate anions that, to our knowledge, have not been structurally characterized. Specifically, the reaction of BPh3 and [NEt4][CN] in THF led to crystals of the cyclic borate, [NEt4][B3(μ-O)3(C6H5)4], 2. When the analogous reaction was tried mechanochemically without solvent, the cyanoborate, [NEt4][NCBPh2(μ-O)BPh2], 3, was obtained. Reaction of BPh3 with KCN in the presence of 2.2.2-cryptand (crypt) gave crystals of the double salt [K(crypt)]2[B3(μ-O)3Ph4][NCBPh2Me], 4. The cyanoborate anions in 3 and 4 have not been previously characterized by X-ray crystallography. The ChemDraw representations of 1-
Ln
(Ln = Dy, Y), 2, 3, and 4 are depicted in the scheme below.
Structural commentary
The displacement ellipsoid plot of LnCl2(THF)4(NCBPh3) 1-
Ln
(Ln = Dy, Y) is depicted in Fig. 1 ▸ and the structural parameters are tabulated in Table 1 ▸. 1-Dy and 1-Y crystallize in the P
space group and are isomorphous. The geometry around the LnIII ions is distorted pentagonal bipyramidal. The C1—N1 bond distances are 1.141 (3) and 1.144 (4) Å in 1-Dy and 1-Y, respectively. These distances are consistent with a C≡N triple bond (Allen et al., 1987 ▸). The 178.7 (3) and 178.4 (3)° N1—C1—B1 bond angles in 1-Dy and 1-Y, respectively, are also consistent with a C≡N triple bond. The C1—N1—Ln1 angles are 163.92 (19) and 164.6 (3)° in 1-Dy and 1-Y, respectively. In comparison, the titanium complex, [(η
5-C5H5)2Ti(η
2-COR)(NCBPh3)], has a C—N distance of 1.14 (2) Å, an N—C—B angle of 176.8 (16)°, and a C—N—Ti angle of 169.1 (13)° (Pankowski et al., 1996 ▸). The chromium complex [Et4N]3[Cr(NCBPh3)6] has C—N distances of 1.127 (5), 1.100 (5), and 1.150 (5) Å, N—C—B angles of 178.9 (4), 176.8 (4), and 179.8 (5)°, and Cr—N—C angles of 174.8 (3), 175.4 (3), and 173.5 (3)° (Schelter et al., 2005 ▸). The B—C(CN) and B—C(phenyl) distances in 1-Dy and 1-Y, respectively, are similar to those reported in transition-metal complexes with [NCBPh3]1− ligands (Pankowski et al., 1996 ▸; Fernandes et al., 2002 ▸).
Figure 1.
Displacement ellipsoid plot of DyCl2(THF)4(NCBPh3), 1-Dy, drawn at the 30% probability level.
Table 1. Selected bond lengths and angles (Å, °) for 1-Dy and 1-Y .
| 1-Dy | 1-Y | |
|---|---|---|
| Ln1—O1 | 2.3790 (18) | 2.369 (2) |
| Ln1—O2 | 2.3838 (17) | 2.370 (2) |
| Ln1—O3 | 2.4022 (16) | 2.390 (2) |
| Ln1—O4 | 2.3932 (17) | 2.382 (2) |
| Ln1—N1 | 2.431 (2) | 2.420 (3) |
| Ln1—Cl1 | 2.5888 (6) | 2.5803 (9) |
| Ln1—Cl2 | 2.5835 (6) | 2.5730 (8) |
| N1—C1 | 1.141 (3) | 1.144 (4) |
| B1—C1 | 1.621 (3) | 1.629 (4) |
| B1—C18 | 1.625 (3) | 1.630 (5) |
| B1—C24 | 1.632 (4) | 1.626 (5) |
| B1—C30 | 1.641 (3) | 1.642 (5) |
| C1—N1—Ln1 | 163.92 (19) | 164.6 (3) |
| N1—C1—B1 | 178.7 (3) | 178.4 (3) |
The displacement ellipsoid plots of [NEt4][B3(μ-O)3(C6H5)4], 2, [NEt4][NCBPh2(μ-O)BPh2], 3, and [K(crypt)]2[B3(μ-O)3(C6H5)4][NCBPh2Me], 4, are shown below in Figs. 2 ▸, 3 ▸ and 4 ▸, respectively, and the structural parameters are tabulated in Table 1 ▸. Both 2 and 4 contain a non-planar anionic tetraphenylboroxinate ring as reported previously in the tetramethylammonium salt, [NMe4][B3(μ-O)3(C6H5)4] (Kliegel et al., 1986 ▸). While complex 2 is a tetraethylammonium salt of the tetraphenylboroxinate anion, complex 4 is a double salt with the second anion being [NCBPh2Me]1−. There are no crystallographically characterized examples of this anion in the literature to our knowledge. Complex 3 contains a [Ph2B(μ-O)BPh2CN]1− anion, differing both from the cyclic B3O3 phenylboroxinate anions found in 2 and 4 and from the [NCBPh2Me]1− anion in 4. We found no crystallographically characterized examples of this anion in the literature.
Figure 2.
Displacement ellipsoid plot of 2, [NEt4][B3(μ-O)3(C6H5)4], drawn at the 30% probability level. The disorder in the [NEt4]+ cation is omitted for clarity.
Figure 3.
Displacement ellipsoid plot of 3, [NEt4][NCBPh2(μ-O)BPh2], drawn at the 50% probability level.
Figure 4.
Displacement ellipsoid plot of 4, [K(crypt)]2[B3(μ-O)3(C6H5)4][NCBPh2Me], drawn at the 50% probability level.
The O—B—O and B—O—B angles range from 110.4 (1) to 122.5 (2)° for 2 and range from 109.9 (5) to 123.3 (5)° for 4, both ranges are similar to those in [NMe4][B3(μ-O)3(C6H5)4]. The 1.497 (2) and 1.504 (2) Å B—O bonds involving four-coordinate B1 in 2 are longer than the other four B—O bond distances involving three-coordinate boron, which range from 1.333 (2) Å to 1.399 (2) Å for 2. Similar distances are found in 4.
Interestingly, though the B–C(CN) and B–C(phenyl) distances for 4 are similar to those of the [NCBPh3]− anion in 1- Ln , the N—C—B angle of 171.6 (9)° in 4 is less linear than the N—C—B angles in 1- Ln and in 3, 178 and 177.10 (13)°, respectively.
Both the C—N and B—C(CN) lengths in 3 and 4 are similar to those in 1- Ln . The 1.488 (10) Å B4—C(Me) distance in 4 is much shorter than the reported B—C(Me) distances in [BMe4]− [1.639 (2) to 1.648 (2) Å] (Zhu & Kochi, 1999 ▸), [BPh3Me]− [1.653 (2) Å] (Zhu & Kochi, 1999 ▸), and [FcB(MesF)(Me)(CN)]− [1.628 (5) Å] (Broomsgrove et al., 2010 ▸). The B4—C(Me) distance is also shorter than the 1.636 (2) and 1.614 (10) Å B—C(CN) distances in 3 and 4, respectively. The 1.633 (11) and 1.648 (11) Å B4—C(phenyl) distances are similar to the other B—C(phenyl) distances in the structures reported here.
Supramolecular features
There are no notable supramolecular features in 1- Ln , 2, 3, or 4.
Database survey
The Cambridge Structural Database contains 14 known structures of transition metal complexes with the [NCBPh3]1− ligand found in 1- Ln or related [NCB(C6F5)3]1− ligands, including titanium (Pankowski et al., 1996 ▸, CSD refcode: TEXLEN), chromium (Schelter et al., 2005 ▸, CSD Refcode: XAKCUI), iron (Vei et al., 2003 ▸, CSD Refcode: TAGKUI), nickel (Brunkan et al., 2004 ▸, CSD Refcode: AVOKAX), copper (Nazarenko et al., 1996 ▸, CSD Refcode: REYHEI) zirconium (Zhou et al., 2001 ▸, CSD Refcode: YEQZEZ), and rhodium (Fernandes et al., 2002 ▸, CSD Refcode: XUTDIZ; Cornock et al., 1977 ▸, CSD Refcode: CBORRH). There is also a crystallographically-characterized cerium cyanotriphenylborate complex, [Ce(LOEt)2(NCBPh3)2] (LOEt − = [Co(η 5-C5H5){P(O)(OEt)2}3]−) (Au-Yeung et al., 2016 ▸, CSD Refcode: EYAZOV).
Other crystallographically characterized tetraphenylboroxinates of the type found in 2 that are reported in the Cambridge Structural Database include [Me3NCH2CH2OH][B3(μ-O)3(C6H5)4] (Beckett et al., 2006 ▸, CSD Refcode: ICUWAF), [NEt3H][B3(μ-O)3(C6H5)4] (Kratzert & Krossing, 2018 ▸, CSD Refcode: HERJUM01), [( t Bu3PAu)4P][B3(μ-O)3(C6H5)4] (Zeller et al., 1993 ▸, CSD Refcode: PEVZOF), [C6H11NMe3][B3(μ-O)3(C6H5)4] (Beckett et al., 2018 ▸, CSD Refcode: VEKVIT), [Ph2B{OCH2CH2N(Me)(CH2) n }2][B3(μ-O)3(C6H5)4] (n = 4, 5) (Beckett et al., 2010 ▸, CSD Refcode: VUTGUN), and [(η5 -C5H5)Ni(η6 -C6H6)Ni(η5 -C5H5)][B3(μ-O)3(C6F5)5] (Priego et al., 2000 ▸, CSD Refcode: MEKLAP).
There are no crystallographically characterized examples of the [Ph2B(μ-O)BPh2CN]1− and [NCBPh2Me]1− anions found in 3 and 4, respectively, in the literature.
Synthesis and crystallization
DyCl2(THF)4(NCBPh3), 1-Dy. In an argon-filled glovebox, KCN (42 mg, 0.642 mmol) was added to a stirred slurry of DyCl3 (75 mg, 0.279 mmol) in THF (10 mL). NaBPh4 (96 mg, 0.279 mmol) was added to the stirred slurry. The cloudy white solution was stirred overnight. The volatiles were removed under vacuum. The product was extracted into THF (10 mL) and centrifuged to remove white solids. The clear colorless solution had its volatiles removed under vacuum. The product was isolated as a colorless powder. Colorless crystals of DyCl2(THF)4(NCBPh3), 1-Dy, suitable for X-ray diffraction, were isolated from a vapor diffusion of hexane into a concentrated THF solution at room temperature after 6 d.
YCl2(THF)4(NCBPh3), 1-Y. In an argon-filled glovebox, KCN (34 mg, 0.522 mmol) was stirred in THF (10 mL) to form a cloudy white slurry. After 4 h, YCl3 (51 mg, 0.260 mmol) was tapped into the stirred white slurry. After 5 min, a solution of NaBPh4 (89 mg, 0.260 mmol) in THF (8 mL) was added to the stirred slurry. The cloudy white slurry was stirred overnight. The white slurry was centrifuged. The clear, colorless supernatant was collected, and the centrifuge pellet was washed with THF (5 mL), and the wash was combined with the supernatant. The colorless solution had its volatiles removed under vacuum. The product was isolated as a colorless solid (107 mg). X-ray quality crystals were isolated from a vapor diffusion of hexane into a concentrated THF solution at room temperature after 10 d.
[NEt4][B3( μ -O)3(C6H5)4], 2. In an argon-filled glovebox, BPh3 (78 mg, 0.320 mmol) was tapped into a stirred slurry of Et4NCN (50 mg, 0.320 mmol) in THF (5 ml). THF (10 mL) was added to the slurry, and the solution was heated lightly on a hot plate to encourage the Et4NCN to dissolve. After the sample was heated lightly for about an hour, most of the white solids had dissolved. The solution was allowed to stir at room temperature overnight. The volatiles were removed under vacuum and the white solids were washed with toluene (2 mL) twice. The thick tacky colorless solids were extracted into THF. Colorless X-ray quality crystals of [NEt4][B3(μ-O)3(C6H5)4], 2, were grown from a slow evaporation of a THF solution at room temperature.
[NEt4][NCBPh2( μ -O)BPh2], 3. In an argon-filled glovebox, BPh3 and NEt4CN were added to a BMT-20-S tube drive along with 40 steel balls (6 mm). The reaction mixture was ball milled together for 40 minutes using an Ultra-Turrax Tube Drive at the maximum speed setting. After this time, the colorless solids were extracted into toluene and THF. The volatiles were removed under vacuum. X-ray quality colorless crystals of [NEt4][NCBPh2(μ-O)BPh2], 3, were grown from a slow evaporation of a concentrated THF solution at 258 K after a few days.
[K(crypt)]2[B3( μ -O)3(C6H5)4][NCBPh2Me], 4. In an argon-filled glovebox, 2.2.2-cryptand (156 mg, 0.413 mmol) and KCN (30 mg, 0.460 mmol) were stirred in THF (10 mL) for 2 h, which allowed most of the white solids to dissolve. A solution of BPh3 (100 mg, 0.413 mmol) in THF (5 mL) was added to this mixture and the combination was allowed to stir for 3 d. The volatiles were removed under vacuum from the clear and colorless solution. The sample was extracted into THF (20 mL) and volatiles were removed under vacuum. The product was isolated as a colorless solid (423 mg). Colorless X-ray quality crystals of [K(crypt)]2[B3(μ-O)3(C6H5)4][NCBPh2Me], 4, were obtained from a vapor diffusion of pentane into a concentrated THF solution at room temperature.
Refinement
General Structure Solution and Refinement. The analytical scattering factors (Wilson, 1992 ▸) for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. DyCl2(THF)4(NCBPh3), 1-Dy: Data were collected using a 15 sec/frame scan time. There were no systematic absences nor any diffraction symmetry other than the Friedel condition. Atom C5 was disordered and included using multiple components with partial site-occupancy factors. YCl2(THF)4(NCBPh3), 1-Y: Data were collected using a 30 sec/frame scan time. There were no systematic absences nor any diffraction symmetry other than the Friedel condition. Disordered atoms were included using multiple components with partial site-occupancy-factors. The structure was refined as a two-component twin with occupancy factors 0.513 (1) and 0.487 (1). [NEt4][B3( μ -O)3(C6H5)4], 2: Data were collected using a 20 sec/frame scan time. The tetraethylammonium ion was fully disordered. The disordered atoms were included using multiple components with partial site-occupancy factors. [NEt4][NCBPh2( μ -O)BPh2], 3: Data were collected using a 30 sec/frame scan time. [K(crypt)]2[B3( μ -O)3(C6H5)4][NCBPh2Me], 4: Data were collected using a 60 sec/frame scan time. There were two molecules of tetrahydrofuran solvent present. One solvent molecule was disordered and included using multiple components with partial site-occupancy factors. Crystal data, data collection and structure refinement details are summarized in Table 2 ▸.
Table 2. Experimental details.
| 1-Dy | 1-Y | 2 | 3 | 4 | |
|---|---|---|---|---|---|
| Crystal data | |||||
| Chemical formula | [DyCl2(C19H15BN)(C4H8O)4] | [YCl2(C19H15BN)(C4H8O)4] | C8H20N+·C24H20B3O3 − | C8H20N+·C25H20B2NO− | 2C18H36KN2O6 +·C24H20B3O3 −·C14H13BN−·2C4H8O |
| M r | 789.94 | 716.35 | 519.08 | 502.29 | 1570.27 |
| Crystal system, space group | Triclinic, P\overline{1} | Triclinic, P\overline{1} | Monoclinic, P21/n | Monoclinic, P21/n | Orthorhombic, P c a21 |
| Temperature (K) | 158 | 173 | 133 | 88 | 88 |
| a, b, c (Å) | 12.0043 (17), 12.5261 (17), 13.4913 (19) | 12.0404 (9), 12.5428 (9), 13.4654 (10) | 9.7245 (7), 18.3021 (13), 16.7716 (12) | 11.0269 (8), 13.9387 (11), 18.8488 (14) | 27.193 (2), 14.5520 (11), 21.2218 (16) |
| α, β, γ (°) | 114.7161 (13), 101.2230 (16), 94.2256 (16) | 114.6967 (8), 101.3142 (9), 94.3882 (9) | 90, 101.5456 (9), 90 | 90, 100.6357 (10), 90 | 90, 90, 90 |
| V (Å3) | 1780.0 (4) | 1782.7 (2) | 2924.6 (4) | 2847.3 (4) | 8397.7 (11) |
| Z | 2 | 2 | 4 | 4 | 4 |
| Radiation type | Mo Kα | Mo Kα | Mo Kα | Mo Kα | Mo Kα |
| μ (mm−1) | 2.29 | 1.82 | 0.07 | 0.07 | 0.18 |
| Crystal size (mm) | 0.39 × 0.33 × 0.26 | 0.32 × 0.20 × 0.13 | 0.37 × 0.33 × 0.23 | 0.28 × 0.27 × 0.22 | 0.45 × 0.33 × 0.28 |
| Data collection | |||||
| Diffractometer | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD | Bruker SMART APEXII CCD |
| Absorption correction | Numerical (SADABS; Krause et al., 2015 ▸) | Multi-scan (TWINABS; Sheldrick, 2012 ▸) | Multi-scan (SADABS; Krause et al., 2015 ▸) | Multi-scan (SADABS; Krause et al., 2015 ▸) | Multi-scan (SADABS; Krause et al., 2015 ▸) |
| T min, T max | 0.558, 0.696 | 0.576, 0.746 | 0.834, 0.862 | 0.715, 0.746 | 0.825, 0.862 |
| No. of measured, independent and observed [I > 2σ(I)] reflections | 21440, 8460, 7562 | 7988, 7988, 6188 | 31741, 5959, 5030 | 34768, 7242, 5500 | 85621, 15958, 14236 |
| R int | 0.019 | – | 0.029 | 0.042 | 0.038 |
| (sin θ/λ)max (Å−1) | 0.680 | 0.650 | 0.625 | 0.685 | 0.610 |
| Refinement | |||||
| R[F 2 > 2σ(F 2)], wR(F 2), S | 0.024, 0.061, 1.04 | 0.047, 0.102, 1.04 | 0.064, 0.179, 1.02 | 0.048, 0.119, 1.04 | 0.074, 0.209, 1.06 |
| No. of reflections | 8460 | 7988 | 5959 | 7242 | 15958 |
| No. of parameters | 406 | 425 | 442 | 347 | 988 |
| No. of restraints | 0 | 0 | 0 | 0 | 1 |
| H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
| Δρmax, Δρmin (e Å−3) | 1.34, −0.89 | 0.64, −0.81 | 1.06, −0.47 | 0.41, −0.24 | 0.78, −0.34 |
Supplementary Material
Crystal structure: contains datablock(s) 1-Dy, 1-Y, 2, 3, 4. DOI: 10.1107/S2056989021006861/pk2658sup1.cif
e-77-00799-sup1.cif (5.6MB, cif)
Structure factors: contains datablock(s) 1-Dy. DOI: 10.1107/S2056989021006861/pk26581-Dysup7.hkl
e-77-00799-1-Dysup7.hkl (671.6KB, hkl)
Structure factors: contains datablock(s) 1-Y. DOI: 10.1107/S2056989021006861/pk26581-Ysup8.hkl
e-77-00799-1-Ysup8.hkl (634.2KB, hkl)
Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989021006861/pk26582sup4.hkl
e-77-00799-2sup4.hkl (473.9KB, hkl)
Structure factors: contains datablock(s) 3. DOI: 10.1107/S2056989021006861/pk26583sup5.hkl
e-77-00799-3sup5.hkl (575.4KB, hkl)
Structure factors: contains datablock(s) 4. DOI: 10.1107/S2056989021006861/pk26584sup6.hkl
e-77-00799-4sup6.hkl (1.2MB, hkl)
Additional supporting information: crystallographic information; 3D view; checkCIF report
Acknowledgments
We thank Dr Michael Wojnar for assistance with X-ray crystallography.
supplementary crystallographic information
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Crystal data
| [DyCl2(C19H15BN)(C4H8O)4] | Z = 2 |
| Mr = 789.94 | F(000) = 802 |
| Triclinic, P1 | Dx = 1.474 Mg m−3 |
| a = 12.0043 (17) Å | Mo Kα radiation, λ = 0.71073 Å |
| b = 12.5261 (17) Å | Cell parameters from 9908 reflections |
| c = 13.4913 (19) Å | θ = 2.3–28.8° |
| α = 114.7161 (13)° | µ = 2.29 mm−1 |
| β = 101.2230 (16)° | T = 158 K |
| γ = 94.2256 (16)° | Irregular, colorless |
| V = 1780.0 (4) Å3 | 0.39 × 0.33 × 0.26 mm |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Data collection
| Bruker SMART APEXII CCD diffractometer | 7562 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.019 |
| φ and ω scans | θmax = 28.9°, θmin = 1.7° |
| Absorption correction: numerical (SADABS; Krause et al., 2015) | h = −16→16 |
| Tmin = 0.558, Tmax = 0.696 | k = −16→16 |
| 21440 measured reflections | l = −18→18 |
| 8460 independent reflections |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Refinement
| Refinement on F2 | Primary atom site location: dual space |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.024 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.061 | H-atom parameters constrained |
| S = 1.04 | w = 1/[σ2(Fo2) + (0.0251P)2 + 2.2673P] where P = (Fo2 + 2Fc2)/3 |
| 8460 reflections | (Δ/σ)max = 0.002 |
| 406 parameters | Δρmax = 1.34 e Å−3 |
| 0 restraints | Δρmin = −0.89 e Å−3 |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Special details
| Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
| Refinement. A colorless crystal of approximate dimensions 0.255 x 0.332 x 0.391 mm was mounted in a cryoloop and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (15 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. There were no systematic absences nor any diffraction symmetry other than the Friedel condition. The centrosymmetric triclinic space group P-1 was assigned and later determined to be correct.The structure was solved by dual space methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. Atom C(5) was disordered and included using multiple components with partial site-occupancy-factors.Least-squares analysis yielded wR2 = 0.0609 and Goof = 1.042 for 406 variables refined against 8460 data (0.74Å), R1 = 0.0239 for those 7562 data with I > 2.0sigma(I). |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| Dy1 | 0.24691 (2) | 0.24994 (2) | 0.49865 (2) | 0.01889 (4) | |
| Cl1 | 0.23261 (5) | 0.07841 (6) | 0.55751 (5) | 0.03227 (13) | |
| Cl2 | 0.25400 (5) | 0.40466 (5) | 0.41894 (5) | 0.03005 (12) | |
| O1 | 0.45097 (15) | 0.26894 (16) | 0.55203 (16) | 0.0342 (4) | |
| O2 | 0.30435 (16) | 0.12131 (15) | 0.33601 (14) | 0.0316 (4) | |
| O3 | 0.07375 (14) | 0.14589 (15) | 0.35225 (14) | 0.0287 (4) | |
| O4 | 0.08323 (15) | 0.30171 (15) | 0.57396 (14) | 0.0288 (4) | |
| N1 | 0.31345 (17) | 0.42077 (18) | 0.68261 (17) | 0.0284 (4) | |
| B1 | 0.3578 (2) | 0.6482 (2) | 0.8573 (2) | 0.0236 (5) | |
| C1 | 0.33280 (19) | 0.5144 (2) | 0.75535 (19) | 0.0247 (5) | |
| C2 | 0.5339 (2) | 0.3715 (3) | 0.5732 (3) | 0.0376 (6) | |
| H2A | 0.5001 | 0.4452 | 0.5982 | 0.045* | |
| H2B | 0.5601 | 0.3596 | 0.5047 | 0.045* | |
| C3 | 0.6319 (3) | 0.3779 (3) | 0.6651 (4) | 0.0676 (12) | |
| H3A | 0.6208 | 0.4295 | 0.7402 | 0.081* | |
| H3B | 0.7064 | 0.4100 | 0.6582 | 0.081* | |
| C4 | 0.6293 (3) | 0.2511 (3) | 0.6487 (3) | 0.0465 (7) | |
| H4A | 0.6249 | 0.2447 | 0.7186 | 0.056* | 0.65 |
| H4B | 0.6985 | 0.2207 | 0.6256 | 0.056* | 0.65 |
| H4C | 0.6521 | 0.2006 | 0.5793 | 0.056* | 0.35 |
| H4D | 0.6784 | 0.2464 | 0.7143 | 0.056* | 0.35 |
| C5 | 0.5180 (4) | 0.1813 (4) | 0.5532 (5) | 0.0455 (11) | 0.65 |
| H5A | 0.5371 | 0.1397 | 0.4797 | 0.055* | 0.65 |
| H5B | 0.4761 | 0.1217 | 0.5693 | 0.055* | 0.65 |
| C5B | 0.5075 (7) | 0.2203 (9) | 0.6388 (9) | 0.046 (2) | 0.35 |
| H5B1 | 0.4880 | 0.2609 | 0.7122 | 0.055* | 0.35 |
| H5B2 | 0.4831 | 0.1330 | 0.6084 | 0.055* | 0.35 |
| C6 | 0.2852 (4) | −0.0100 (3) | 0.2908 (3) | 0.0578 (9) | |
| H6A | 0.2018 | −0.0433 | 0.2635 | 0.069* | |
| H6B | 0.3200 | −0.0342 | 0.3493 | 0.069* | |
| C7 | 0.3429 (3) | −0.0522 (3) | 0.1953 (3) | 0.0465 (7) | |
| H7A | 0.3031 | −0.1318 | 0.1356 | 0.056* | |
| H7B | 0.4249 | −0.0558 | 0.2218 | 0.056* | |
| C8 | 0.3317 (3) | 0.0430 (3) | 0.1538 (3) | 0.0513 (8) | |
| H8A | 0.3889 | 0.0440 | 0.1102 | 0.062* | |
| H8B | 0.2532 | 0.0309 | 0.1066 | 0.062* | |
| C9 | 0.3554 (3) | 0.1549 (3) | 0.2616 (2) | 0.0432 (7) | |
| H9A | 0.4394 | 0.1836 | 0.2935 | 0.052* | |
| H9B | 0.3195 | 0.2185 | 0.2495 | 0.052* | |
| C10 | −0.0179 (2) | 0.0684 (2) | 0.3591 (2) | 0.0378 (6) | |
| H10A | −0.0791 | 0.1127 | 0.3866 | 0.045* | |
| H10B | 0.0125 | 0.0328 | 0.4097 | 0.045* | |
| C11 | −0.0631 (2) | −0.0268 (2) | 0.2381 (2) | 0.0406 (6) | |
| H11A | −0.0149 | −0.0899 | 0.2198 | 0.049* | |
| H11B | −0.1440 | −0.0637 | 0.2240 | 0.049* | |
| C12 | −0.0541 (3) | 0.0436 (3) | 0.1712 (3) | 0.0540 (9) | |
| H12A | −0.0318 | −0.0047 | 0.1009 | 0.065* | |
| H12B | −0.1288 | 0.0678 | 0.1515 | 0.065* | |
| C13 | 0.0369 (3) | 0.1510 (3) | 0.2465 (2) | 0.0454 (7) | |
| H13A | 0.1028 | 0.1504 | 0.2122 | 0.054* | |
| H13B | 0.0053 | 0.2249 | 0.2580 | 0.054* | |
| C14 | 0.0192 (3) | 0.3867 (3) | 0.5532 (3) | 0.0421 (7) | |
| H14A | −0.0553 | 0.3449 | 0.4974 | 0.051* | |
| H14B | 0.0636 | 0.4307 | 0.5232 | 0.051* | |
| C15 | −0.0006 (4) | 0.4690 (5) | 0.6599 (3) | 0.0839 (15) | |
| H15A | −0.0720 | 0.5015 | 0.6480 | 0.101* | |
| H15B | 0.0652 | 0.5359 | 0.7031 | 0.101* | |
| C16 | −0.0113 (4) | 0.3935 (5) | 0.7179 (4) | 0.0923 (17) | |
| H16A | −0.0926 | 0.3553 | 0.6992 | 0.111* | |
| H16B | 0.0152 | 0.4419 | 0.8005 | 0.111* | |
| C17 | 0.0639 (3) | 0.2994 (3) | 0.6771 (3) | 0.0493 (8) | |
| H17A | 0.1378 | 0.3196 | 0.7340 | 0.059* | |
| H17B | 0.0240 | 0.2198 | 0.6610 | 0.059* | |
| C18 | 0.3477 (2) | 0.7417 (2) | 0.8026 (2) | 0.0248 (5) | |
| C19 | 0.3067 (2) | 0.7120 (2) | 0.6885 (2) | 0.0298 (5) | |
| H19A | 0.2836 | 0.6304 | 0.6356 | 0.036* | |
| C20 | 0.2988 (2) | 0.7998 (3) | 0.6504 (2) | 0.0370 (6) | |
| H20A | 0.2713 | 0.7770 | 0.5722 | 0.044* | |
| C21 | 0.3305 (2) | 0.9190 (3) | 0.7249 (3) | 0.0395 (6) | |
| H21A | 0.3247 | 0.9783 | 0.6986 | 0.047* | |
| C22 | 0.3708 (2) | 0.9512 (2) | 0.8386 (3) | 0.0383 (6) | |
| H22A | 0.3921 | 1.0331 | 0.8912 | 0.046* | |
| C23 | 0.3800 (2) | 0.8635 (2) | 0.8755 (2) | 0.0313 (5) | |
| H23A | 0.4095 | 0.8871 | 0.9536 | 0.038* | |
| C24 | 0.2584 (2) | 0.6512 (2) | 0.92518 (19) | 0.0254 (5) | |
| C25 | 0.1699 (2) | 0.7173 (2) | 0.9233 (2) | 0.0337 (5) | |
| H25A | 0.1687 | 0.7633 | 0.8823 | 0.040* | |
| C26 | 0.0836 (2) | 0.7187 (3) | 0.9790 (3) | 0.0412 (6) | |
| H26A | 0.0251 | 0.7650 | 0.9756 | 0.049* | |
| C27 | 0.0830 (3) | 0.6528 (3) | 1.0393 (3) | 0.0425 (7) | |
| H27A | 0.0247 | 0.6537 | 1.0780 | 0.051* | |
| C28 | 0.1687 (3) | 0.5852 (3) | 1.0425 (2) | 0.0398 (6) | |
| H28A | 0.1690 | 0.5392 | 1.0835 | 0.048* | |
| C29 | 0.2542 (2) | 0.5840 (2) | 0.9863 (2) | 0.0318 (5) | |
| H29A | 0.3117 | 0.5364 | 0.9891 | 0.038* | |
| C30 | 0.4912 (2) | 0.67005 (19) | 0.9294 (2) | 0.0267 (5) | |
| C31 | 0.5262 (2) | 0.7043 (2) | 1.0449 (2) | 0.0330 (6) | |
| H31A | 0.4696 | 0.7137 | 1.0869 | 0.040* | |
| C32 | 0.6433 (3) | 0.7251 (2) | 1.1005 (2) | 0.0414 (7) | |
| H32A | 0.6646 | 0.7483 | 1.1792 | 0.050* | |
| C33 | 0.7263 (2) | 0.7123 (2) | 1.0424 (3) | 0.0429 (7) | |
| H33A | 0.8052 | 0.7258 | 1.0803 | 0.051* | |
| C34 | 0.6955 (2) | 0.6797 (3) | 0.9283 (3) | 0.0424 (7) | |
| H34A | 0.7530 | 0.6712 | 0.8874 | 0.051* | |
| C35 | 0.5798 (2) | 0.6594 (2) | 0.8735 (2) | 0.0351 (6) | |
| H35A | 0.5599 | 0.6373 | 0.7950 | 0.042* |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Dy1 | 0.02183 (6) | 0.01583 (6) | 0.01804 (6) | 0.00100 (4) | 0.00370 (4) | 0.00748 (4) |
| Cl1 | 0.0365 (3) | 0.0313 (3) | 0.0369 (3) | 0.0028 (2) | 0.0059 (2) | 0.0243 (3) |
| Cl2 | 0.0376 (3) | 0.0231 (3) | 0.0322 (3) | 0.0012 (2) | 0.0053 (2) | 0.0169 (2) |
| O1 | 0.0244 (8) | 0.0269 (9) | 0.0423 (10) | 0.0024 (7) | 0.0038 (7) | 0.0090 (8) |
| O2 | 0.0381 (10) | 0.0284 (9) | 0.0259 (9) | 0.0075 (7) | 0.0121 (7) | 0.0076 (7) |
| O3 | 0.0256 (8) | 0.0307 (9) | 0.0256 (8) | −0.0050 (7) | 0.0001 (7) | 0.0128 (7) |
| O4 | 0.0305 (9) | 0.0291 (9) | 0.0296 (9) | 0.0063 (7) | 0.0119 (7) | 0.0136 (7) |
| N1 | 0.0272 (10) | 0.0246 (10) | 0.0259 (10) | 0.0018 (8) | 0.0032 (8) | 0.0061 (8) |
| B1 | 0.0278 (12) | 0.0190 (11) | 0.0197 (12) | 0.0026 (9) | 0.0018 (10) | 0.0064 (10) |
| C1 | 0.0231 (11) | 0.0264 (12) | 0.0236 (11) | 0.0030 (9) | 0.0035 (9) | 0.0114 (10) |
| C2 | 0.0244 (12) | 0.0460 (16) | 0.0486 (16) | −0.0008 (11) | 0.0057 (11) | 0.0292 (14) |
| C3 | 0.0453 (19) | 0.0471 (19) | 0.095 (3) | −0.0098 (15) | −0.0298 (19) | 0.040 (2) |
| C4 | 0.0424 (16) | 0.0489 (18) | 0.0525 (18) | 0.0083 (13) | 0.0032 (14) | 0.0301 (15) |
| C5 | 0.030 (2) | 0.034 (2) | 0.074 (4) | 0.0091 (18) | 0.011 (2) | 0.026 (2) |
| C5B | 0.028 (4) | 0.062 (6) | 0.066 (6) | 0.004 (4) | 0.000 (4) | 0.050 (5) |
| C6 | 0.084 (3) | 0.0343 (16) | 0.056 (2) | 0.0188 (16) | 0.0311 (19) | 0.0130 (15) |
| C7 | 0.0495 (17) | 0.0352 (15) | 0.0406 (16) | 0.0061 (13) | 0.0187 (13) | 0.0005 (13) |
| C8 | 0.059 (2) | 0.0543 (19) | 0.0323 (15) | 0.0081 (16) | 0.0211 (14) | 0.0070 (14) |
| C9 | 0.0504 (17) | 0.0402 (16) | 0.0393 (15) | 0.0044 (13) | 0.0254 (13) | 0.0123 (13) |
| C10 | 0.0328 (13) | 0.0355 (14) | 0.0384 (15) | −0.0075 (11) | 0.0026 (11) | 0.0149 (12) |
| C11 | 0.0354 (14) | 0.0273 (13) | 0.0456 (16) | −0.0037 (11) | −0.0010 (12) | 0.0096 (12) |
| C12 | 0.061 (2) | 0.0490 (18) | 0.0325 (15) | −0.0120 (15) | −0.0106 (14) | 0.0131 (14) |
| C13 | 0.0461 (17) | 0.0491 (17) | 0.0352 (15) | −0.0084 (13) | −0.0088 (12) | 0.0241 (14) |
| C14 | 0.0383 (15) | 0.0452 (16) | 0.0558 (18) | 0.0190 (13) | 0.0187 (13) | 0.0296 (15) |
| C15 | 0.090 (3) | 0.108 (4) | 0.050 (2) | 0.071 (3) | 0.017 (2) | 0.024 (2) |
| C16 | 0.076 (3) | 0.173 (5) | 0.082 (3) | 0.075 (3) | 0.059 (3) | 0.083 (4) |
| C17 | 0.0502 (18) | 0.070 (2) | 0.0479 (18) | 0.0171 (16) | 0.0252 (15) | 0.0390 (17) |
| C18 | 0.0245 (11) | 0.0263 (11) | 0.0255 (11) | 0.0049 (9) | 0.0063 (9) | 0.0131 (9) |
| C19 | 0.0277 (12) | 0.0361 (13) | 0.0260 (12) | 0.0054 (10) | 0.0061 (9) | 0.0145 (10) |
| C20 | 0.0308 (13) | 0.0594 (18) | 0.0356 (14) | 0.0129 (12) | 0.0094 (11) | 0.0335 (14) |
| C21 | 0.0312 (13) | 0.0515 (17) | 0.0590 (18) | 0.0146 (12) | 0.0155 (13) | 0.0432 (16) |
| C22 | 0.0389 (14) | 0.0310 (13) | 0.0511 (17) | 0.0080 (11) | 0.0114 (13) | 0.0236 (13) |
| C23 | 0.0377 (13) | 0.0269 (12) | 0.0300 (13) | 0.0056 (10) | 0.0068 (10) | 0.0140 (10) |
| C24 | 0.0320 (12) | 0.0189 (10) | 0.0195 (10) | 0.0008 (9) | 0.0037 (9) | 0.0047 (9) |
| C25 | 0.0355 (13) | 0.0343 (13) | 0.0364 (14) | 0.0083 (11) | 0.0094 (11) | 0.0198 (12) |
| C26 | 0.0359 (14) | 0.0423 (16) | 0.0524 (17) | 0.0136 (12) | 0.0165 (13) | 0.0241 (14) |
| C27 | 0.0428 (16) | 0.0451 (16) | 0.0454 (16) | 0.0057 (13) | 0.0207 (13) | 0.0217 (14) |
| C28 | 0.0503 (17) | 0.0371 (15) | 0.0388 (15) | 0.0045 (12) | 0.0145 (13) | 0.0224 (13) |
| C29 | 0.0403 (14) | 0.0238 (12) | 0.0313 (13) | 0.0048 (10) | 0.0096 (11) | 0.0120 (10) |
| C30 | 0.0327 (12) | 0.0144 (10) | 0.0262 (11) | −0.0002 (9) | −0.0018 (9) | 0.0071 (9) |
| C31 | 0.0423 (14) | 0.0218 (11) | 0.0271 (12) | 0.0062 (10) | −0.0012 (10) | 0.0074 (10) |
| C32 | 0.0518 (17) | 0.0247 (12) | 0.0311 (14) | 0.0065 (12) | −0.0122 (12) | 0.0065 (11) |
| C33 | 0.0317 (14) | 0.0248 (13) | 0.0570 (18) | 0.0016 (10) | −0.0095 (13) | 0.0131 (13) |
| C34 | 0.0300 (13) | 0.0360 (15) | 0.0563 (18) | 0.0002 (11) | 0.0028 (12) | 0.0201 (14) |
| C35 | 0.0316 (13) | 0.0351 (14) | 0.0367 (14) | −0.0007 (11) | 0.0016 (11) | 0.0180 (12) |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)dysprosium(III) (1-Dy) . Geometric parameters (Å, º)
| Dy1—O1 | 2.3790 (18) | C7—C8 | 1.519 (5) |
| Dy1—O2 | 2.3838 (17) | C8—C9 | 1.495 (4) |
| Dy1—O4 | 2.3932 (17) | C10—C11 | 1.521 (4) |
| Dy1—O3 | 2.4022 (16) | C11—C12 | 1.514 (4) |
| Dy1—N1 | 2.431 (2) | C12—C13 | 1.498 (4) |
| Dy1—Cl2 | 2.5835 (6) | C14—C15 | 1.456 (5) |
| Dy1—Cl1 | 2.5888 (6) | C15—C16 | 1.470 (7) |
| O1—C5 | 1.411 (5) | C16—C17 | 1.522 (5) |
| O1—C2 | 1.455 (3) | C18—C19 | 1.397 (3) |
| O1—C5B | 1.597 (8) | C18—C23 | 1.398 (3) |
| O2—C9 | 1.454 (3) | C19—C20 | 1.396 (4) |
| O2—C6 | 1.476 (4) | C20—C21 | 1.377 (4) |
| O3—C13 | 1.439 (3) | C21—C22 | 1.384 (4) |
| O3—C10 | 1.455 (3) | C22—C23 | 1.386 (4) |
| O4—C14 | 1.445 (3) | C24—C25 | 1.397 (3) |
| O4—C17 | 1.465 (3) | C24—C29 | 1.407 (3) |
| N1—C1 | 1.141 (3) | C25—C26 | 1.390 (4) |
| B1—C1 | 1.621 (3) | C26—C27 | 1.382 (4) |
| B1—C18 | 1.625 (3) | C27—C28 | 1.385 (4) |
| B1—C24 | 1.632 (4) | C28—C29 | 1.387 (4) |
| B1—C30 | 1.641 (3) | C30—C31 | 1.396 (3) |
| C2—C3 | 1.505 (4) | C30—C35 | 1.402 (4) |
| C3—C4 | 1.507 (4) | C31—C32 | 1.407 (4) |
| C4—C5B | 1.450 (9) | C32—C33 | 1.363 (5) |
| C4—C5 | 1.557 (6) | C33—C34 | 1.380 (4) |
| C6—C7 | 1.499 (4) | C34—C35 | 1.390 (4) |
| O1—Dy1—O2 | 73.01 (6) | O1—C2—C3 | 104.0 (2) |
| O1—Dy1—O4 | 142.46 (6) | C2—C3—C4 | 105.0 (3) |
| O2—Dy1—O4 | 143.59 (6) | C5B—C4—C3 | 98.6 (4) |
| O1—Dy1—O3 | 145.88 (6) | C3—C4—C5 | 103.7 (3) |
| O2—Dy1—O3 | 73.03 (6) | O1—C5—C4 | 105.1 (3) |
| O4—Dy1—O3 | 70.83 (6) | C4—C5B—O1 | 101.3 (5) |
| O1—Dy1—N1 | 73.26 (7) | O2—C6—C7 | 105.1 (3) |
| O2—Dy1—N1 | 144.41 (7) | C6—C7—C8 | 102.4 (2) |
| O4—Dy1—N1 | 71.76 (6) | C9—C8—C7 | 102.1 (3) |
| O3—Dy1—N1 | 140.64 (6) | O2—C9—C8 | 104.8 (2) |
| O1—Dy1—Cl2 | 94.03 (5) | O3—C10—C11 | 103.4 (2) |
| O2—Dy1—Cl2 | 85.89 (5) | C12—C11—C10 | 102.5 (2) |
| O4—Dy1—Cl2 | 96.37 (4) | C13—C12—C11 | 105.6 (2) |
| O3—Dy1—Cl2 | 86.87 (4) | O3—C13—C12 | 107.3 (2) |
| N1—Dy1—Cl2 | 85.47 (5) | O4—C14—C15 | 107.6 (3) |
| O1—Dy1—Cl1 | 87.73 (5) | C14—C15—C16 | 102.9 (4) |
| O2—Dy1—Cl1 | 89.32 (5) | C15—C16—C17 | 106.5 (3) |
| O4—Dy1—Cl1 | 85.53 (4) | O4—C17—C16 | 104.3 (3) |
| O3—Dy1—Cl1 | 88.55 (4) | C19—C18—C23 | 116.1 (2) |
| N1—Dy1—Cl1 | 100.36 (5) | C19—C18—B1 | 126.0 (2) |
| Cl2—Dy1—Cl1 | 174.169 (19) | C23—C18—B1 | 117.9 (2) |
| C5—O1—C2 | 104.8 (2) | C20—C19—C18 | 121.4 (2) |
| C2—O1—C5B | 105.3 (3) | C21—C20—C19 | 120.8 (2) |
| C5—O1—Dy1 | 129.0 (2) | C20—C21—C22 | 119.2 (2) |
| C2—O1—Dy1 | 125.50 (15) | C21—C22—C23 | 119.7 (3) |
| C5B—O1—Dy1 | 119.5 (3) | C22—C23—C18 | 122.8 (2) |
| C9—O2—C6 | 108.8 (2) | C25—C24—C29 | 115.6 (2) |
| C9—O2—Dy1 | 127.40 (16) | C25—C24—B1 | 122.3 (2) |
| C6—O2—Dy1 | 123.67 (17) | C29—C24—B1 | 122.1 (2) |
| C13—O3—C10 | 107.00 (19) | C26—C25—C24 | 122.8 (2) |
| C13—O3—Dy1 | 128.45 (15) | C27—C26—C25 | 120.0 (3) |
| C10—O3—Dy1 | 124.48 (15) | C26—C27—C28 | 119.1 (3) |
| C14—O4—C17 | 107.9 (2) | C27—C28—C29 | 120.5 (3) |
| C14—O4—Dy1 | 120.89 (15) | C28—C29—C24 | 122.1 (2) |
| C17—O4—Dy1 | 126.17 (16) | C31—C30—C35 | 115.8 (2) |
| C1—N1—Dy1 | 163.92 (19) | C31—C30—B1 | 125.4 (2) |
| C1—B1—C18 | 108.07 (19) | C35—C30—B1 | 118.6 (2) |
| C1—B1—C24 | 105.67 (19) | C30—C31—C32 | 121.6 (3) |
| C18—B1—C24 | 111.50 (19) | C33—C32—C31 | 120.5 (3) |
| C1—B1—C30 | 106.34 (19) | C32—C33—C34 | 119.8 (3) |
| C18—B1—C30 | 108.93 (19) | C33—C34—C35 | 119.6 (3) |
| C24—B1—C30 | 115.9 (2) | C34—C35—C30 | 122.7 (3) |
| N1—C1—B1 | 178.7 (3) |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Crystal data
| [YCl2(C19H15BN)(C4H8O)4] | Z = 2 |
| Mr = 716.35 | F(000) = 748 |
| Triclinic, P1 | Dx = 1.334 Mg m−3 |
| a = 12.0404 (9) Å | Mo Kα radiation, λ = 0.71073 Å |
| b = 12.5428 (9) Å | Cell parameters from 9606 reflections |
| c = 13.4654 (10) Å | θ = 2.3–27.1° |
| α = 114.6967 (8)° | µ = 1.82 mm−1 |
| β = 101.3142 (9)° | T = 173 K |
| γ = 94.3882 (9)° | Prism, colorless |
| V = 1782.7 (2) Å3 | 0.32 × 0.20 × 0.13 mm |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Data collection
| Bruker SMART APEXII CCD diffractometer | 7988 independent reflections |
| Radiation source: fine-focus sealed tube | 6188 reflections with I > 2σ(I) |
| φ and ω scans | θmax = 27.5°, θmin = 1.7° |
| Absorption correction: multi-scan (TWINABS; Sheldrick, 2012) | h = −15→15 |
| Tmin = 0.576, Tmax = 0.746 | k = −16→14 |
| 7988 measured reflections | l = 0→17 |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Refinement
| 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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.102 | H-atom parameters constrained |
| S = 1.04 | w = 1/[σ2(Fo2) + (0.0438P)2 + 0.9643P] where P = (Fo2 + 2Fc2)/3 |
| 7988 reflections | (Δ/σ)max < 0.001 |
| 425 parameters | Δρmax = 0.64 e Å−3 |
| 0 restraints | Δρmin = −0.80 e Å−3 |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Special details
| Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
| Refinement. A colorless crystal of approximate dimensions 0.126 x 0.198 x 0.324 mm was mounted on a glass fiber and transferred to a Bruker SMART APEX II diffractometer system. The APEX2 program package and the CELL_NOW were used to determine the unit-cell parameters. Data was collected using a 30 sec/frame scan time. The raw frame data was processed using SAINT3 and TWINABS to yield the reflection data file (HKLF5 format). Subsequent calculations were carried out using the SHELXTL program package. There were no systematic absences nor any diffraction symmetry other than the Friedel condition The centrosymmetric triclinic space group P-1 was assigned and later determined to be correct.The structure was solved by direct methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. Disordered atoms were included using multiple components with partial site-occupancy-factors.Least-squares analysis yielded wR2 = 0.1023 and Goof = 1.037 for 425 variables refined against 7988 data (0.77 ), R1 = 0.0470 for those 6188 with I > 2.0sigma(I). The structure was refined as a two-component twin, BASF = 0.4868. |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| Y1 | 0.24658 (3) | 0.24946 (3) | 0.49747 (3) | 0.01941 (8) | |
| Cl1 | 0.23233 (7) | 0.07981 (7) | 0.55775 (7) | 0.0330 (2) | |
| Cl2 | 0.25375 (7) | 0.40279 (7) | 0.41725 (7) | 0.03054 (19) | |
| O1 | 0.44949 (18) | 0.2696 (2) | 0.5508 (2) | 0.0338 (6) | |
| O2 | 0.30323 (19) | 0.1206 (2) | 0.33612 (18) | 0.0304 (5) | |
| O3 | 0.07439 (18) | 0.1455 (2) | 0.35125 (18) | 0.0291 (5) | |
| O4 | 0.08446 (18) | 0.3011 (2) | 0.57256 (18) | 0.0291 (5) | |
| N1 | 0.3129 (2) | 0.4202 (2) | 0.6805 (2) | 0.0273 (6) | |
| B1 | 0.3570 (3) | 0.6480 (3) | 0.8568 (3) | 0.0242 (7) | |
| C1 | 0.3324 (3) | 0.5138 (3) | 0.7540 (3) | 0.0249 (7) | |
| C2 | 0.5324 (3) | 0.3724 (3) | 0.5732 (3) | 0.0368 (8) | |
| H2A | 0.4986 | 0.4459 | 0.5980 | 0.044* | |
| H2B | 0.5594 | 0.3611 | 0.5052 | 0.044* | |
| C3 | 0.6292 (4) | 0.3788 (4) | 0.6661 (4) | 0.0612 (14) | |
| H3A | 0.6173 | 0.4296 | 0.7411 | 0.073* | |
| H3B | 0.7039 | 0.4117 | 0.6605 | 0.073* | |
| C4 | 0.6265 (3) | 0.2520 (4) | 0.6489 (4) | 0.0481 (10) | |
| H4A | 0.6216 | 0.2449 | 0.7185 | 0.058* | 0.65 |
| H4B | 0.6958 | 0.2223 | 0.6263 | 0.058* | 0.65 |
| H4C | 0.6516 | 0.2028 | 0.5806 | 0.058* | 0.35 |
| H4D | 0.6740 | 0.2474 | 0.7154 | 0.058* | 0.35 |
| C5 | 0.5161 (5) | 0.1826 (5) | 0.5525 (6) | 0.0425 (15) | 0.65 |
| H5A | 0.5358 | 0.1414 | 0.4793 | 0.051* | 0.65 |
| H5B | 0.4739 | 0.1227 | 0.5679 | 0.051* | 0.65 |
| C5B | 0.5064 (10) | 0.2189 (15) | 0.6354 (15) | 0.065 (4) | 0.35 |
| H5B1 | 0.4853 | 0.2562 | 0.7083 | 0.078* | 0.35 |
| H5B2 | 0.4832 | 0.1312 | 0.6023 | 0.078* | 0.35 |
| C6 | 0.2840 (4) | −0.0103 (3) | 0.2910 (4) | 0.0563 (12) | |
| H6A | 0.2006 | −0.0436 | 0.2636 | 0.068* | |
| H6B | 0.3185 | −0.0342 | 0.3500 | 0.068* | |
| C7 | 0.3416 (3) | −0.0537 (3) | 0.1950 (3) | 0.0466 (10) | |
| H7A | 0.3008 | −0.1328 | 0.1350 | 0.056* | |
| H7B | 0.4230 | −0.0582 | 0.2216 | 0.056* | |
| C8 | 0.3321 (4) | 0.0423 (4) | 0.1539 (3) | 0.0509 (11) | |
| H8A | 0.3900 | 0.0435 | 0.1113 | 0.061* | |
| H8B | 0.2543 | 0.0305 | 0.1058 | 0.061* | |
| C9 | 0.3553 (3) | 0.1534 (3) | 0.2621 (3) | 0.0435 (10) | |
| H9A | 0.4392 | 0.1819 | 0.2949 | 0.052* | |
| H9B | 0.3204 | 0.2171 | 0.2497 | 0.052* | |
| C10 | −0.0181 (3) | 0.0683 (3) | 0.3584 (3) | 0.0392 (9) | |
| H10A | −0.0787 | 0.1131 | 0.3859 | 0.047* | |
| H10B | 0.0120 | 0.0329 | 0.4093 | 0.047* | |
| C11 | −0.0638 (3) | −0.0268 (3) | 0.2377 (3) | 0.0417 (9) | |
| H11A | −0.1448 | −0.0630 | 0.2237 | 0.050* | |
| H11B | −0.0165 | −0.0904 | 0.2196 | 0.050* | |
| C12 | −0.0539 (4) | 0.0431 (4) | 0.1702 (3) | 0.0558 (12) | |
| H12A | −0.0326 | −0.0059 | 0.0996 | 0.067* | |
| H12B | −0.1278 | 0.0682 | 0.1507 | 0.067* | |
| C13 | 0.0381 (3) | 0.1494 (4) | 0.2447 (3) | 0.0469 (10) | |
| H13A | 0.1039 | 0.1472 | 0.2102 | 0.056* | |
| H13B | 0.0080 | 0.2236 | 0.2555 | 0.056* | |
| C14 | 0.0212 (3) | 0.3876 (3) | 0.5531 (3) | 0.0429 (9) | |
| H14A | 0.0648 | 0.4292 | 0.5205 | 0.052* | 0.65 |
| H14B | −0.0542 | 0.3462 | 0.4986 | 0.052* | 0.65 |
| H14C | −0.0332 | 0.3522 | 0.4774 | 0.052* | 0.35 |
| H14D | 0.0731 | 0.4585 | 0.5633 | 0.052* | 0.35 |
| C15 | 0.0041 (7) | 0.4723 (7) | 0.6573 (6) | 0.0430 (17) | 0.65 |
| H15A | −0.0664 | 0.5055 | 0.6446 | 0.052* | 0.65 |
| H15B | 0.0708 | 0.5384 | 0.6986 | 0.052* | 0.65 |
| C16 | −0.0078 (6) | 0.3991 (8) | 0.7203 (6) | 0.0461 (17) | 0.65 |
| H16A | −0.0895 | 0.3649 | 0.7055 | 0.055* | 0.65 |
| H16B | 0.0231 | 0.4485 | 0.8026 | 0.055* | 0.65 |
| C15B | −0.0431 (15) | 0.4171 (17) | 0.6509 (18) | 0.071 (5) | 0.35 |
| H15C | −0.0002 | 0.4898 | 0.7188 | 0.085* | 0.35 |
| H15D | −0.1215 | 0.4309 | 0.6262 | 0.085* | 0.35 |
| C16B | −0.0492 (13) | 0.3163 (16) | 0.6758 (13) | 0.061 (4) | 0.35 |
| H16C | −0.0646 | 0.3364 | 0.7505 | 0.073* | 0.35 |
| H16D | −0.1071 | 0.2475 | 0.6167 | 0.073* | 0.35 |
| C17 | 0.0642 (4) | 0.2970 (4) | 0.6745 (3) | 0.0507 (11) | |
| H17A | 0.1378 | 0.3126 | 0.7304 | 0.061* | 0.65 |
| H17B | 0.0203 | 0.2185 | 0.6565 | 0.061* | 0.65 |
| H17C | 0.0732 | 0.2184 | 0.6726 | 0.061* | 0.35 |
| H17D | 0.1195 | 0.3598 | 0.7425 | 0.061* | 0.35 |
| C18 | 0.3475 (3) | 0.7411 (3) | 0.8012 (2) | 0.0234 (6) | |
| C19 | 0.3062 (3) | 0.7111 (3) | 0.6868 (3) | 0.0300 (7) | |
| H19A | 0.2829 | 0.6295 | 0.6338 | 0.036* | |
| C20 | 0.2984 (3) | 0.7984 (4) | 0.6489 (3) | 0.0373 (8) | |
| H20A | 0.2706 | 0.7754 | 0.5705 | 0.045* | |
| C21 | 0.3304 (3) | 0.9175 (4) | 0.7232 (3) | 0.0402 (9) | |
| H21A | 0.3250 | 0.9764 | 0.6964 | 0.048* | |
| C22 | 0.3703 (3) | 0.9503 (3) | 0.8368 (3) | 0.0377 (8) | |
| H22A | 0.3914 | 1.0323 | 0.8893 | 0.045* | |
| C23 | 0.3795 (3) | 0.8627 (3) | 0.8743 (3) | 0.0303 (7) | |
| H23A | 0.4087 | 0.8865 | 0.9527 | 0.036* | |
| C24 | 0.2577 (3) | 0.6505 (3) | 0.9236 (3) | 0.0258 (7) | |
| C25 | 0.1695 (3) | 0.7157 (3) | 0.9213 (3) | 0.0336 (8) | |
| H25A | 0.1685 | 0.7615 | 0.8801 | 0.040* | |
| C26 | 0.0831 (3) | 0.7171 (4) | 0.9762 (3) | 0.0437 (9) | |
| H26A | 0.0243 | 0.7626 | 0.9720 | 0.052* | |
| C27 | 0.0831 (3) | 0.6515 (3) | 1.0372 (3) | 0.0435 (9) | |
| H27A | 0.0250 | 0.6525 | 1.0761 | 0.052* | |
| C28 | 0.1685 (3) | 0.5845 (3) | 1.0411 (3) | 0.0395 (9) | |
| H28A | 0.1689 | 0.5390 | 1.0825 | 0.047* | |
| C29 | 0.2534 (3) | 0.5837 (3) | 0.9850 (3) | 0.0314 (8) | |
| H29A | 0.3108 | 0.5365 | 0.9881 | 0.038* | |
| C30 | 0.4906 (3) | 0.6702 (3) | 0.9288 (3) | 0.0264 (7) | |
| C31 | 0.5250 (3) | 0.7033 (3) | 1.0442 (3) | 0.0345 (8) | |
| H31A | 0.4683 | 0.7113 | 1.0858 | 0.041* | |
| C32 | 0.6417 (3) | 0.7251 (3) | 1.1004 (3) | 0.0446 (10) | |
| H32A | 0.6629 | 0.7491 | 1.1795 | 0.053* | |
| C33 | 0.7251 (3) | 0.7120 (3) | 1.0424 (4) | 0.0441 (10) | |
| H33A | 0.8037 | 0.7245 | 1.0804 | 0.053* | |
| C34 | 0.6941 (3) | 0.6806 (3) | 0.9286 (4) | 0.0426 (10) | |
| H34A | 0.7511 | 0.6724 | 0.8874 | 0.051* | |
| C35 | 0.5787 (3) | 0.6610 (3) | 0.8744 (3) | 0.0355 (8) | |
| H35A | 0.5588 | 0.6401 | 0.7959 | 0.043* |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Y1 | 0.02100 (14) | 0.01684 (13) | 0.01973 (13) | 0.00180 (10) | 0.00476 (10) | 0.00791 (10) |
| Cl1 | 0.0363 (5) | 0.0321 (4) | 0.0387 (5) | 0.0042 (4) | 0.0077 (4) | 0.0244 (4) |
| Cl2 | 0.0377 (5) | 0.0236 (4) | 0.0332 (4) | 0.0024 (3) | 0.0066 (4) | 0.0168 (3) |
| O1 | 0.0216 (12) | 0.0270 (12) | 0.0441 (14) | 0.0039 (10) | 0.0048 (10) | 0.0092 (11) |
| O2 | 0.0347 (13) | 0.0268 (13) | 0.0268 (12) | 0.0075 (10) | 0.0124 (10) | 0.0068 (10) |
| O3 | 0.0243 (12) | 0.0325 (13) | 0.0268 (12) | −0.0043 (10) | 0.0019 (9) | 0.0131 (10) |
| O4 | 0.0300 (12) | 0.0300 (13) | 0.0299 (12) | 0.0062 (10) | 0.0125 (10) | 0.0133 (10) |
| N1 | 0.0262 (14) | 0.0236 (14) | 0.0257 (14) | 0.0023 (11) | 0.0047 (11) | 0.0059 (12) |
| B1 | 0.0294 (19) | 0.0165 (16) | 0.0219 (17) | 0.0023 (15) | 0.0024 (15) | 0.0062 (13) |
| C1 | 0.0224 (16) | 0.0287 (17) | 0.0249 (16) | 0.0055 (13) | 0.0052 (13) | 0.0134 (14) |
| C2 | 0.0264 (18) | 0.042 (2) | 0.047 (2) | 0.0009 (16) | 0.0076 (16) | 0.0252 (18) |
| C3 | 0.043 (2) | 0.043 (3) | 0.084 (3) | −0.0033 (19) | −0.019 (2) | 0.032 (2) |
| C4 | 0.041 (2) | 0.054 (3) | 0.054 (3) | 0.0083 (19) | 0.0030 (19) | 0.033 (2) |
| C5 | 0.026 (3) | 0.036 (3) | 0.065 (4) | 0.009 (2) | 0.009 (3) | 0.024 (3) |
| C5B | 0.023 (6) | 0.099 (12) | 0.108 (12) | 0.001 (7) | 0.002 (7) | 0.086 (11) |
| C6 | 0.082 (3) | 0.029 (2) | 0.055 (3) | 0.017 (2) | 0.028 (2) | 0.010 (2) |
| C7 | 0.047 (2) | 0.036 (2) | 0.044 (2) | 0.0079 (18) | 0.0209 (19) | 0.0007 (18) |
| C8 | 0.058 (3) | 0.053 (3) | 0.032 (2) | 0.008 (2) | 0.0207 (19) | 0.0056 (19) |
| C9 | 0.049 (2) | 0.040 (2) | 0.043 (2) | 0.0062 (18) | 0.0268 (19) | 0.0123 (18) |
| C10 | 0.0304 (19) | 0.039 (2) | 0.043 (2) | −0.0083 (16) | 0.0030 (16) | 0.0193 (17) |
| C11 | 0.0314 (19) | 0.0271 (18) | 0.053 (2) | −0.0030 (16) | −0.0018 (17) | 0.0111 (17) |
| C12 | 0.060 (3) | 0.056 (3) | 0.036 (2) | −0.009 (2) | −0.009 (2) | 0.018 (2) |
| C13 | 0.048 (2) | 0.051 (3) | 0.037 (2) | −0.0078 (19) | −0.0073 (18) | 0.025 (2) |
| C14 | 0.037 (2) | 0.045 (2) | 0.061 (3) | 0.0201 (18) | 0.0213 (19) | 0.031 (2) |
| C15 | 0.039 (4) | 0.055 (5) | 0.039 (3) | 0.022 (3) | 0.013 (3) | 0.020 (3) |
| C16 | 0.044 (4) | 0.065 (5) | 0.040 (4) | 0.026 (4) | 0.022 (3) | 0.026 (4) |
| C15B | 0.049 (10) | 0.082 (14) | 0.110 (15) | 0.039 (9) | 0.059 (11) | 0.048 (13) |
| C16B | 0.056 (9) | 0.093 (12) | 0.053 (9) | 0.027 (9) | 0.037 (7) | 0.038 (9) |
| C17 | 0.051 (3) | 0.076 (3) | 0.049 (2) | 0.020 (2) | 0.029 (2) | 0.041 (2) |
| C18 | 0.0194 (15) | 0.0272 (16) | 0.0249 (15) | 0.0058 (13) | 0.0066 (13) | 0.0121 (13) |
| C19 | 0.0272 (18) | 0.0378 (19) | 0.0295 (17) | 0.0084 (15) | 0.0098 (14) | 0.0175 (15) |
| C20 | 0.0279 (19) | 0.063 (3) | 0.0351 (18) | 0.0153 (18) | 0.0099 (16) | 0.0333 (19) |
| C21 | 0.031 (2) | 0.052 (2) | 0.064 (3) | 0.0170 (17) | 0.0179 (18) | 0.047 (2) |
| C22 | 0.035 (2) | 0.0295 (19) | 0.053 (2) | 0.0081 (15) | 0.0103 (17) | 0.0228 (17) |
| C23 | 0.0336 (18) | 0.0278 (17) | 0.0301 (17) | 0.0058 (15) | 0.0062 (15) | 0.0143 (14) |
| C24 | 0.0309 (17) | 0.0204 (16) | 0.0219 (16) | 0.0030 (13) | 0.0045 (13) | 0.0065 (13) |
| C25 | 0.035 (2) | 0.034 (2) | 0.0369 (19) | 0.0062 (16) | 0.0082 (16) | 0.0209 (16) |
| C26 | 0.038 (2) | 0.046 (2) | 0.056 (2) | 0.0147 (18) | 0.0178 (19) | 0.0264 (19) |
| C27 | 0.043 (2) | 0.048 (2) | 0.046 (2) | 0.0050 (19) | 0.0234 (19) | 0.0219 (19) |
| C28 | 0.050 (2) | 0.036 (2) | 0.039 (2) | 0.0043 (18) | 0.0143 (18) | 0.0217 (17) |
| C29 | 0.038 (2) | 0.0248 (18) | 0.0322 (18) | 0.0053 (15) | 0.0121 (15) | 0.0123 (15) |
| C30 | 0.0324 (18) | 0.0124 (15) | 0.0272 (17) | 0.0005 (13) | −0.0014 (14) | 0.0065 (13) |
| C31 | 0.044 (2) | 0.0237 (18) | 0.0276 (18) | 0.0065 (15) | −0.0010 (15) | 0.0077 (15) |
| C32 | 0.057 (3) | 0.0235 (18) | 0.0333 (19) | 0.0053 (17) | −0.0145 (18) | 0.0056 (15) |
| C33 | 0.033 (2) | 0.0239 (19) | 0.058 (3) | 0.0026 (15) | −0.0088 (19) | 0.0116 (18) |
| C34 | 0.033 (2) | 0.033 (2) | 0.058 (3) | 0.0006 (16) | 0.0059 (18) | 0.0201 (19) |
| C35 | 0.0307 (19) | 0.0341 (19) | 0.040 (2) | 0.0002 (15) | 0.0047 (16) | 0.0176 (16) |
Dichlorido(cyanotriphenylborato-κN)tetrakis(tetrahydrofuran-κO)ytterbium(III) (1-Y) . Geometric parameters (Å, º)
| Y1—O1 | 2.369 (2) | C10—C11 | 1.515 (5) |
| Y1—O2 | 2.370 (2) | C11—C12 | 1.518 (5) |
| Y1—O4 | 2.382 (2) | C12—C13 | 1.493 (5) |
| Y1—O3 | 2.390 (2) | C14—C15 | 1.429 (8) |
| Y1—N1 | 2.420 (3) | C14—C15B | 1.583 (16) |
| Y1—Cl2 | 2.5730 (8) | C15—C16 | 1.503 (11) |
| Y1—Cl1 | 2.5803 (9) | C16—C17 | 1.578 (8) |
| O1—C5 | 1.408 (6) | C15B—C16B | 1.44 (2) |
| O1—C2 | 1.452 (4) | C16B—C17 | 1.408 (14) |
| O1—C5B | 1.594 (12) | C18—C19 | 1.396 (4) |
| O2—C9 | 1.451 (4) | C18—C23 | 1.396 (4) |
| O2—C6 | 1.473 (4) | C19—C20 | 1.390 (5) |
| O3—C13 | 1.438 (4) | C20—C21 | 1.376 (5) |
| O3—C10 | 1.463 (4) | C21—C22 | 1.377 (5) |
| O4—C14 | 1.453 (4) | C22—C23 | 1.391 (5) |
| O4—C17 | 1.460 (4) | C24—C25 | 1.392 (5) |
| N1—C1 | 1.144 (4) | C24—C29 | 1.407 (5) |
| B1—C24 | 1.626 (5) | C25—C26 | 1.388 (5) |
| B1—C1 | 1.629 (4) | C26—C27 | 1.384 (5) |
| B1—C18 | 1.630 (5) | C27—C28 | 1.383 (5) |
| B1—C30 | 1.642 (5) | C28—C29 | 1.384 (5) |
| C2—C3 | 1.504 (5) | C30—C35 | 1.388 (5) |
| C3—C4 | 1.505 (6) | C30—C31 | 1.393 (5) |
| C4—C5B | 1.428 (12) | C31—C32 | 1.404 (5) |
| C4—C5 | 1.552 (7) | C32—C33 | 1.368 (6) |
| C6—C7 | 1.506 (5) | C33—C34 | 1.376 (6) |
| C7—C8 | 1.523 (6) | C34—C35 | 1.387 (5) |
| C8—C9 | 1.492 (5) | ||
| O1—Y1—O2 | 72.94 (8) | C5B—C4—C3 | 99.2 (7) |
| O1—Y1—O4 | 142.45 (8) | C3—C4—C5 | 103.6 (4) |
| O2—Y1—O4 | 143.68 (8) | O1—C5—C4 | 105.3 (4) |
| O1—Y1—O3 | 145.89 (8) | C4—C5B—O1 | 102.3 (8) |
| O2—Y1—O3 | 73.07 (8) | O2—C6—C7 | 105.5 (3) |
| O4—Y1—O3 | 70.93 (8) | C6—C7—C8 | 102.2 (3) |
| O1—Y1—N1 | 73.27 (8) | C9—C8—C7 | 102.2 (3) |
| O2—Y1—N1 | 144.47 (9) | O2—C9—C8 | 105.4 (3) |
| O4—Y1—N1 | 71.65 (8) | O3—C10—C11 | 103.5 (3) |
| O3—Y1—N1 | 140.55 (9) | C10—C11—C12 | 102.4 (3) |
| O1—Y1—Cl2 | 93.71 (6) | C13—C12—C11 | 105.8 (3) |
| O2—Y1—Cl2 | 86.20 (6) | O3—C13—C12 | 107.4 (3) |
| O4—Y1—Cl2 | 96.39 (6) | C15—C14—O4 | 109.7 (4) |
| O3—Y1—Cl2 | 86.81 (6) | O4—C14—C15B | 98.3 (7) |
| N1—Y1—Cl2 | 85.32 (7) | C14—C15—C16 | 102.8 (6) |
| O1—Y1—Cl1 | 88.01 (6) | C15—C16—C17 | 105.4 (5) |
| O2—Y1—Cl1 | 89.21 (6) | C16B—C15B—C14 | 107.1 (11) |
| O4—Y1—Cl1 | 85.42 (6) | C17—C16B—C15B | 97.5 (11) |
| O3—Y1—Cl1 | 88.77 (6) | C16B—C17—O4 | 106.2 (7) |
| N1—Y1—Cl1 | 100.28 (7) | O4—C17—C16 | 103.9 (4) |
| Cl2—Y1—Cl1 | 174.39 (3) | C19—C18—C23 | 116.3 (3) |
| C5—O1—C2 | 104.8 (3) | C19—C18—B1 | 126.0 (3) |
| C2—O1—C5B | 105.3 (5) | C23—C18—B1 | 117.6 (3) |
| C5—O1—Y1 | 128.8 (3) | C20—C19—C18 | 121.2 (3) |
| C2—O1—Y1 | 125.9 (2) | C21—C20—C19 | 121.0 (3) |
| C5B—O1—Y1 | 119.6 (4) | C20—C21—C22 | 119.3 (3) |
| C9—O2—C6 | 108.5 (3) | C21—C22—C23 | 119.5 (3) |
| C9—O2—Y1 | 127.3 (2) | C22—C23—C18 | 122.6 (3) |
| C6—O2—Y1 | 124.1 (2) | C25—C24—C29 | 115.5 (3) |
| C13—O3—C10 | 107.0 (2) | C25—C24—B1 | 122.6 (3) |
| C13—O3—Y1 | 128.5 (2) | C29—C24—B1 | 121.9 (3) |
| C10—O3—Y1 | 124.49 (19) | C26—C25—C24 | 123.2 (3) |
| C14—O4—C17 | 107.8 (3) | C27—C26—C25 | 119.4 (4) |
| C14—O4—Y1 | 121.12 (19) | C28—C27—C26 | 119.4 (3) |
| C17—O4—Y1 | 126.3 (2) | C27—C28—C29 | 120.2 (3) |
| C1—N1—Y1 | 164.6 (3) | C28—C29—C24 | 122.2 (3) |
| C24—B1—C1 | 105.7 (3) | C35—C30—C31 | 115.7 (3) |
| C24—B1—C18 | 111.6 (3) | C35—C30—B1 | 119.3 (3) |
| C1—B1—C18 | 107.8 (2) | C31—C30—B1 | 125.0 (3) |
| C24—B1—C30 | 116.6 (3) | C30—C31—C32 | 121.4 (4) |
| C1—B1—C30 | 106.0 (3) | C33—C32—C31 | 120.6 (3) |
| C18—B1—C30 | 108.6 (3) | C32—C33—C34 | 119.4 (3) |
| N1—C1—B1 | 178.4 (3) | C33—C34—C35 | 119.4 (4) |
| O1—C2—C3 | 103.9 (3) | C34—C35—C30 | 123.5 (3) |
| C2—C3—C4 | 105.0 (3) |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Crystal data
| C8H20N+·C24H20B3O3− | F(000) = 1112 |
| Mr = 519.08 | Dx = 1.179 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
| a = 9.7245 (7) Å | Cell parameters from 9884 reflections |
| b = 18.3021 (13) Å | θ = 2.4–28.3° |
| c = 16.7716 (12) Å | µ = 0.07 mm−1 |
| β = 101.5456 (9)° | T = 133 K |
| V = 2924.6 (4) Å3 | Prism, colorless |
| Z = 4 | 0.37 × 0.33 × 0.23 mm |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Data collection
| Bruker SMART APEXII CCD diffractometer | 5030 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.029 |
| φ and ω scans | θmax = 26.4°, θmin = 1.7° |
| Absorption correction: multi-scan (SADABS; Krause et al., 2015) | h = −12→12 |
| Tmin = 0.834, Tmax = 0.862 | k = −22→22 |
| 31741 measured reflections | l = −20→20 |
| 5959 independent reflections |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Refinement
| Refinement on F2 | Primary atom site location: dual space |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.064 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.179 | H-atom parameters constrained |
| S = 1.02 | w = 1/[σ2(Fo2) + (0.0909P)2 + 2.9541P] where P = (Fo2 + 2Fc2)/3 |
| 5959 reflections | (Δ/σ)max = 0.001 |
| 442 parameters | Δρmax = 1.06 e Å−3 |
| 0 restraints | Δρmin = −0.47 e Å−3 |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Special details
| Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
| Refinement. A colorless crystal of approximate dimensions 0.228 x 0.331 x 0.367 mm was mounted on a glass fiber and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (20 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. The diffraction symmetry was 2/m and the systematic absences were consistent with the monoclinic space group P21/n that was later determined to be correct.The structure was solved by dual space methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. The tetraethylammonium ion was fully disordered. The disordered atoms were included using multiple components with partial site-occupancy-factors.Least-squares analysis yielded wR2 = 0.1785 and Goof = 1.017 for 442 variables refined against 5959 data (0.80 Å), R1 = 0.0639 for those 5030 data with I > 2.0sigma(I). |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| B1 | 0.4762 (2) | 0.56789 (11) | 0.77924 (12) | 0.0193 (4) | |
| B2 | 0.6190 (2) | 0.62127 (11) | 0.68613 (12) | 0.0177 (4) | |
| B3 | 0.6440 (2) | 0.66930 (11) | 0.82091 (13) | 0.0190 (4) | |
| O1 | 0.52579 (14) | 0.57190 (7) | 0.69997 (7) | 0.0215 (3) | |
| O2 | 0.67303 (14) | 0.67482 (7) | 0.74274 (8) | 0.0226 (3) | |
| O3 | 0.56271 (14) | 0.61696 (7) | 0.84114 (7) | 0.0212 (3) | |
| C1 | 0.3139 (2) | 0.59569 (10) | 0.76601 (11) | 0.0208 (4) | |
| C2 | 0.2638 (2) | 0.63277 (11) | 0.82703 (12) | 0.0257 (4) | |
| H2A | 0.3257 | 0.6410 | 0.8777 | 0.031* | |
| C3 | 0.1269 (2) | 0.65811 (11) | 0.81642 (13) | 0.0295 (5) | |
| H3A | 0.0968 | 0.6832 | 0.8595 | 0.035* | |
| C4 | 0.0340 (2) | 0.64703 (12) | 0.74362 (14) | 0.0310 (5) | |
| H4A | −0.0598 | 0.6644 | 0.7361 | 0.037* | |
| C5 | 0.0796 (2) | 0.61020 (14) | 0.68181 (14) | 0.0384 (5) | |
| H5A | 0.0170 | 0.6021 | 0.6314 | 0.046* | |
| C6 | 0.2174 (2) | 0.58499 (13) | 0.69332 (13) | 0.0318 (5) | |
| H6A | 0.2467 | 0.5596 | 0.6502 | 0.038* | |
| C7 | 0.49230 (18) | 0.48395 (10) | 0.81153 (11) | 0.0191 (4) | |
| C8 | 0.5228 (2) | 0.46709 (11) | 0.89406 (12) | 0.0291 (5) | |
| H8A | 0.5386 | 0.5058 | 0.9326 | 0.035* | |
| C9 | 0.5309 (3) | 0.39533 (13) | 0.92183 (14) | 0.0368 (5) | |
| H9A | 0.5528 | 0.3856 | 0.9786 | 0.044* | |
| C10 | 0.5071 (2) | 0.33809 (11) | 0.86710 (14) | 0.0325 (5) | |
| H10A | 0.5101 | 0.2891 | 0.8859 | 0.039* | |
| C11 | 0.4790 (2) | 0.35292 (11) | 0.78472 (14) | 0.0295 (5) | |
| H11A | 0.4645 | 0.3139 | 0.7466 | 0.035* | |
| C12 | 0.4719 (2) | 0.42482 (11) | 0.75758 (12) | 0.0245 (4) | |
| H12A | 0.4525 | 0.4341 | 0.7007 | 0.029* | |
| C13 | 0.67346 (18) | 0.62034 (10) | 0.60354 (11) | 0.0189 (4) | |
| C14 | 0.6536 (2) | 0.55854 (11) | 0.55359 (12) | 0.0253 (4) | |
| H14A | 0.6069 | 0.5172 | 0.5698 | 0.030* | |
| C15 | 0.7006 (3) | 0.55642 (13) | 0.48118 (13) | 0.0368 (5) | |
| H15A | 0.6873 | 0.5136 | 0.4485 | 0.044* | |
| C16 | 0.7671 (3) | 0.61664 (15) | 0.45617 (14) | 0.0402 (6) | |
| H16A | 0.7992 | 0.6152 | 0.4063 | 0.048* | |
| C17 | 0.7867 (2) | 0.67887 (14) | 0.50387 (13) | 0.0368 (5) | |
| H17A | 0.8312 | 0.7205 | 0.4865 | 0.044* | |
| C18 | 0.7410 (2) | 0.68035 (12) | 0.57715 (12) | 0.0265 (4) | |
| H18A | 0.7560 | 0.7230 | 0.6100 | 0.032* | |
| C19 | 0.71090 (19) | 0.72806 (10) | 0.88572 (11) | 0.0215 (4) | |
| C20 | 0.8255 (2) | 0.77103 (11) | 0.87687 (13) | 0.0275 (4) | |
| H20A | 0.8646 | 0.7654 | 0.8297 | 0.033* | |
| C21 | 0.8835 (2) | 0.82185 (12) | 0.93569 (15) | 0.0358 (5) | |
| H21A | 0.9633 | 0.8495 | 0.9293 | 0.043* | |
| C22 | 0.8252 (2) | 0.83221 (12) | 1.00344 (14) | 0.0336 (5) | |
| H22A | 0.8639 | 0.8674 | 1.0433 | 0.040* | |
| C23 | 0.7105 (2) | 0.79122 (12) | 1.01311 (13) | 0.0335 (5) | |
| H23A | 0.6695 | 0.7985 | 1.0594 | 0.040* | |
| C24 | 0.6552 (2) | 0.73938 (12) | 0.95518 (12) | 0.0289 (4) | |
| H24A | 0.5773 | 0.7109 | 0.9630 | 0.035* | |
| N4 | 0.4859 (11) | 0.8966 (7) | 0.6646 (6) | 0.0247 (17) | 0.567 (3) |
| C25 | 0.4659 (5) | 0.9730 (2) | 0.6325 (4) | 0.0550 (15) | 0.567 (3) |
| H25A | 0.5493 | 0.9879 | 0.6111 | 0.066* | 0.567 (3) |
| H25B | 0.4569 | 1.0065 | 0.6775 | 0.066* | 0.567 (3) |
| C26 | 0.3277 (5) | 0.9795 (3) | 0.5612 (3) | 0.0479 (12) | 0.567 (3) |
| H26A | 0.3213 | 1.0291 | 0.5387 | 0.072* | 0.567 (3) |
| H26B | 0.2441 | 0.9691 | 0.5835 | 0.072* | 0.567 (3) |
| H26C | 0.3339 | 0.9443 | 0.5180 | 0.072* | 0.567 (3) |
| C27 | 0.4859 (6) | 0.8388 (3) | 0.5960 (3) | 0.0553 (13) | 0.567 (3) |
| H27A | 0.5212 | 0.7923 | 0.6225 | 0.066* | 0.567 (3) |
| H27D | 0.3871 | 0.8306 | 0.5686 | 0.066* | 0.567 (3) |
| C28 | 0.5623 (8) | 0.8535 (3) | 0.5362 (3) | 0.0687 (18) | 0.567 (3) |
| H28A | 0.5610 | 0.8106 | 0.5011 | 0.103* | 0.567 (3) |
| H28B | 0.6595 | 0.8651 | 0.5618 | 0.103* | 0.567 (3) |
| H28C | 0.5204 | 0.8952 | 0.5034 | 0.103* | 0.567 (3) |
| C29 | 0.6298 (5) | 0.8933 (3) | 0.7230 (5) | 0.082 (3) | 0.567 (3) |
| H29A | 0.6458 | 0.8425 | 0.7431 | 0.098* | 0.567 (3) |
| H29D | 0.7033 | 0.9047 | 0.6917 | 0.098* | 0.567 (3) |
| C30 | 0.6475 (10) | 0.9406 (5) | 0.7909 (5) | 0.114 (4) | 0.567 (3) |
| H30A | 0.7443 | 0.9374 | 0.8214 | 0.170* | 0.567 (3) |
| H30B | 0.5829 | 0.9263 | 0.8262 | 0.170* | 0.567 (3) |
| H30C | 0.6273 | 0.9909 | 0.7722 | 0.170* | 0.567 (3) |
| C31 | 0.3724 (4) | 0.8759 (3) | 0.7034 (3) | 0.0452 (12) | 0.567 (3) |
| H31A | 0.2815 | 0.8906 | 0.6692 | 0.054* | 0.567 (3) |
| H31B | 0.3825 | 0.9007 | 0.7568 | 0.054* | 0.567 (3) |
| C32 | 0.3769 (6) | 0.7839 (3) | 0.7165 (4) | 0.0343 (11) | 0.567 (3) |
| H32A | 0.2809 | 0.7649 | 0.7076 | 0.051* | 0.567 (3) |
| H32B | 0.4257 | 0.7723 | 0.7720 | 0.051* | 0.567 (3) |
| H32C | 0.4268 | 0.7615 | 0.6774 | 0.051* | 0.567 (3) |
| N4B | 0.4989 (18) | 0.9025 (10) | 0.6867 (8) | 0.030 (3) | 0.433 (3) |
| C25B | 0.6237 (6) | 0.9310 (3) | 0.6647 (4) | 0.0357 (12) | 0.433 (3) |
| H25C | 0.6315 | 0.9100 | 0.6114 | 0.043* | 0.433 (3) |
| H25D | 0.7057 | 0.9136 | 0.7052 | 0.043* | 0.433 (3) |
| C26B | 0.6326 (4) | 1.0148 (2) | 0.6590 (3) | 0.0206 (9) | 0.433 (3) |
| H26D | 0.7147 | 1.0282 | 0.6365 | 0.031* | 0.433 (3) |
| H26E | 0.6415 | 1.0361 | 0.7134 | 0.031* | 0.433 (3) |
| H26F | 0.5474 | 1.0334 | 0.6235 | 0.031* | 0.433 (3) |
| C27B | 0.3630 (5) | 0.9241 (3) | 0.6138 (3) | 0.0358 (12) | 0.433 (3) |
| H27B | 0.2776 | 0.9014 | 0.6265 | 0.043* | 0.433 (3) |
| H27C | 0.3499 | 0.9778 | 0.6139 | 0.043* | 0.433 (3) |
| C28B | 0.3771 (8) | 0.9007 (4) | 0.5299 (4) | 0.0544 (17) | 0.433 (3) |
| H28D | 0.2900 | 0.9117 | 0.4911 | 0.082* | 0.433 (3) |
| H28E | 0.3954 | 0.8481 | 0.5297 | 0.082* | 0.433 (3) |
| H28F | 0.4552 | 0.9271 | 0.5141 | 0.082* | 0.433 (3) |
| C29B | 0.4530 (6) | 0.9384 (3) | 0.7578 (3) | 0.0360 (12) | 0.433 (3) |
| H29B | 0.3618 | 0.9178 | 0.7644 | 0.043* | 0.433 (3) |
| H29C | 0.4403 | 0.9915 | 0.7474 | 0.043* | 0.433 (3) |
| C30B | 0.5623 (6) | 0.9263 (3) | 0.8356 (3) | 0.0295 (11) | 0.433 (3) |
| H30D | 0.5333 | 0.9518 | 0.8809 | 0.044* | 0.433 (3) |
| H30E | 0.6532 | 0.9453 | 0.8284 | 0.044* | 0.433 (3) |
| H30F | 0.5707 | 0.8738 | 0.8476 | 0.044* | 0.433 (3) |
| C31B | 0.4989 (5) | 0.8204 (3) | 0.6900 (3) | 0.0312 (11) | 0.433 (3) |
| H31C | 0.5934 | 0.8007 | 0.7127 | 0.037* | 0.433 (3) |
| H31D | 0.4633 | 0.7986 | 0.6358 | 0.037* | 0.433 (3) |
| C32B | 0.3869 (8) | 0.8069 (5) | 0.7537 (5) | 0.050 (2) | 0.433 (3) |
| H32D | 0.3422 | 0.7590 | 0.7430 | 0.075* | 0.433 (3) |
| H32E | 0.3148 | 0.8451 | 0.7448 | 0.075* | 0.433 (3) |
| H32F | 0.4387 | 0.8089 | 0.8101 | 0.075* | 0.433 (3) |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| B1 | 0.0231 (10) | 0.0195 (10) | 0.0164 (9) | −0.0042 (8) | 0.0062 (8) | −0.0017 (7) |
| B2 | 0.0160 (9) | 0.0192 (10) | 0.0177 (9) | 0.0028 (7) | 0.0030 (7) | 0.0022 (7) |
| B3 | 0.0163 (9) | 0.0193 (10) | 0.0209 (10) | 0.0016 (7) | 0.0023 (8) | −0.0002 (8) |
| O1 | 0.0255 (7) | 0.0231 (7) | 0.0169 (6) | −0.0053 (5) | 0.0065 (5) | −0.0020 (5) |
| O2 | 0.0242 (7) | 0.0237 (7) | 0.0217 (7) | −0.0065 (5) | 0.0089 (5) | −0.0046 (5) |
| O3 | 0.0249 (7) | 0.0210 (7) | 0.0177 (6) | −0.0045 (5) | 0.0047 (5) | −0.0023 (5) |
| C1 | 0.0258 (9) | 0.0151 (8) | 0.0224 (9) | −0.0025 (7) | 0.0069 (7) | 0.0022 (7) |
| C2 | 0.0303 (10) | 0.0269 (10) | 0.0198 (9) | 0.0009 (8) | 0.0049 (8) | 0.0004 (7) |
| C3 | 0.0332 (11) | 0.0280 (10) | 0.0301 (11) | 0.0064 (8) | 0.0132 (9) | 0.0000 (8) |
| C4 | 0.0254 (10) | 0.0293 (11) | 0.0389 (12) | 0.0042 (8) | 0.0080 (9) | 0.0007 (9) |
| C5 | 0.0301 (11) | 0.0470 (14) | 0.0342 (12) | 0.0054 (10) | −0.0028 (9) | −0.0108 (10) |
| C6 | 0.0288 (11) | 0.0397 (12) | 0.0263 (10) | 0.0044 (9) | 0.0037 (8) | −0.0099 (9) |
| C7 | 0.0152 (8) | 0.0220 (9) | 0.0205 (9) | −0.0023 (7) | 0.0047 (7) | −0.0009 (7) |
| C8 | 0.0378 (11) | 0.0272 (10) | 0.0217 (10) | −0.0039 (9) | 0.0041 (8) | 0.0009 (8) |
| C9 | 0.0447 (13) | 0.0349 (12) | 0.0286 (11) | −0.0009 (10) | 0.0022 (10) | 0.0118 (9) |
| C10 | 0.0288 (11) | 0.0208 (10) | 0.0489 (13) | 0.0039 (8) | 0.0101 (10) | 0.0108 (9) |
| C11 | 0.0286 (10) | 0.0204 (10) | 0.0429 (12) | −0.0007 (8) | 0.0151 (9) | −0.0064 (8) |
| C12 | 0.0276 (10) | 0.0233 (9) | 0.0238 (9) | −0.0027 (8) | 0.0080 (8) | −0.0019 (7) |
| C13 | 0.0143 (8) | 0.0241 (9) | 0.0179 (8) | 0.0021 (7) | 0.0022 (7) | 0.0015 (7) |
| C14 | 0.0288 (10) | 0.0248 (10) | 0.0229 (9) | 0.0035 (8) | 0.0062 (8) | 0.0000 (7) |
| C15 | 0.0431 (13) | 0.0420 (13) | 0.0273 (11) | 0.0055 (10) | 0.0118 (10) | −0.0083 (9) |
| C16 | 0.0364 (12) | 0.0659 (17) | 0.0220 (10) | −0.0008 (11) | 0.0149 (9) | −0.0032 (10) |
| C17 | 0.0315 (11) | 0.0531 (14) | 0.0275 (11) | −0.0125 (10) | 0.0097 (9) | 0.0066 (10) |
| C18 | 0.0252 (10) | 0.0309 (10) | 0.0233 (10) | −0.0055 (8) | 0.0046 (8) | 0.0008 (8) |
| C19 | 0.0201 (9) | 0.0212 (9) | 0.0224 (9) | 0.0005 (7) | 0.0021 (7) | −0.0009 (7) |
| C20 | 0.0226 (10) | 0.0277 (10) | 0.0332 (11) | −0.0030 (8) | 0.0082 (8) | −0.0070 (8) |
| C21 | 0.0248 (10) | 0.0324 (12) | 0.0499 (14) | −0.0088 (9) | 0.0071 (10) | −0.0133 (10) |
| C22 | 0.0323 (11) | 0.0293 (11) | 0.0355 (12) | −0.0028 (9) | −0.0020 (9) | −0.0144 (9) |
| C23 | 0.0409 (12) | 0.0339 (12) | 0.0257 (10) | −0.0037 (9) | 0.0071 (9) | −0.0090 (9) |
| C24 | 0.0317 (11) | 0.0297 (11) | 0.0259 (10) | −0.0084 (8) | 0.0071 (8) | −0.0052 (8) |
| N4 | 0.016 (2) | 0.026 (3) | 0.030 (5) | −0.0004 (19) | −0.001 (3) | 0.001 (3) |
| C25 | 0.044 (3) | 0.020 (2) | 0.115 (4) | 0.0086 (17) | 0.048 (3) | 0.020 (2) |
| C26 | 0.048 (3) | 0.048 (3) | 0.049 (3) | 0.011 (2) | 0.013 (2) | 0.007 (2) |
| C27 | 0.066 (3) | 0.042 (3) | 0.057 (3) | 0.011 (2) | 0.009 (3) | −0.010 (2) |
| C28 | 0.115 (5) | 0.052 (3) | 0.038 (3) | 0.022 (3) | 0.014 (3) | 0.004 (2) |
| C29 | 0.031 (3) | 0.030 (3) | 0.162 (7) | 0.010 (2) | −0.032 (3) | −0.018 (3) |
| C30 | 0.108 (7) | 0.106 (6) | 0.093 (6) | 0.054 (5) | −0.060 (5) | −0.043 (5) |
| C31 | 0.0221 (19) | 0.057 (3) | 0.058 (3) | 0.0066 (18) | 0.0125 (18) | 0.037 (2) |
| C32 | 0.031 (2) | 0.026 (2) | 0.048 (3) | −0.0033 (18) | 0.013 (2) | 0.006 (2) |
| N4B | 0.044 (5) | 0.018 (3) | 0.027 (6) | −0.007 (3) | 0.005 (4) | −0.002 (4) |
| C25B | 0.028 (3) | 0.026 (3) | 0.054 (3) | 0.004 (2) | 0.011 (2) | 0.007 (2) |
| C26B | 0.0155 (19) | 0.015 (2) | 0.033 (2) | −0.0087 (15) | 0.0080 (17) | −0.0005 (16) |
| C27B | 0.025 (2) | 0.036 (3) | 0.042 (3) | 0.001 (2) | −0.001 (2) | 0.011 (2) |
| C28B | 0.061 (4) | 0.057 (4) | 0.039 (3) | −0.017 (3) | −0.004 (3) | 0.002 (3) |
| C29B | 0.036 (3) | 0.027 (3) | 0.045 (3) | −0.001 (2) | 0.010 (2) | −0.006 (2) |
| C30B | 0.036 (3) | 0.029 (2) | 0.022 (2) | −0.004 (2) | 0.002 (2) | 0.0007 (19) |
| C31B | 0.027 (2) | 0.021 (2) | 0.045 (3) | 0.0010 (18) | 0.005 (2) | −0.001 (2) |
| C32B | 0.043 (4) | 0.048 (5) | 0.066 (5) | 0.021 (4) | 0.028 (4) | 0.036 (4) |
Tetraethylazanium 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide (2) . Geometric parameters (Å, º)
| B1—O3 | 1.497 (2) | C15—C16 | 1.385 (4) |
| B1—O1 | 1.504 (2) | C16—C17 | 1.383 (4) |
| B1—C7 | 1.626 (3) | C17—C18 | 1.388 (3) |
| B1—C1 | 1.631 (3) | C19—C24 | 1.395 (3) |
| B2—O1 | 1.333 (2) | C19—C20 | 1.396 (3) |
| B2—O2 | 1.392 (2) | C20—C21 | 1.391 (3) |
| B2—C13 | 1.579 (3) | C21—C22 | 1.380 (3) |
| B3—O3 | 1.329 (2) | C22—C23 | 1.380 (3) |
| B3—O2 | 1.399 (2) | C23—C24 | 1.387 (3) |
| B3—C19 | 1.574 (3) | N4—C31 | 1.441 (13) |
| C1—C2 | 1.394 (3) | N4—C25 | 1.497 (14) |
| C1—C6 | 1.395 (3) | N4—C29 | 1.541 (11) |
| C2—C3 | 1.388 (3) | N4—C27 | 1.561 (11) |
| C3—C4 | 1.381 (3) | C25—C26 | 1.615 (8) |
| C4—C5 | 1.382 (3) | C27—C28 | 1.390 (8) |
| C5—C6 | 1.394 (3) | C29—C30 | 1.414 (9) |
| C7—C8 | 1.391 (3) | C31—C32 | 1.697 (7) |
| C7—C12 | 1.399 (3) | N4B—C25B | 1.435 (19) |
| C8—C9 | 1.391 (3) | N4B—C31B | 1.504 (18) |
| C9—C10 | 1.381 (3) | N4B—C29B | 1.506 (15) |
| C10—C11 | 1.381 (3) | N4B—C27B | 1.659 (16) |
| C11—C12 | 1.390 (3) | C25B—C26B | 1.541 (6) |
| C13—C18 | 1.396 (3) | C27B—C28B | 1.504 (9) |
| C13—C14 | 1.398 (3) | C29B—C30B | 1.525 (8) |
| C14—C15 | 1.381 (3) | C31B—C32B | 1.688 (9) |
| O3—B1—O1 | 110.41 (14) | C15—C14—C13 | 121.3 (2) |
| O3—B1—C7 | 109.43 (15) | C14—C15—C16 | 120.0 (2) |
| O1—B1—C7 | 108.31 (15) | C17—C16—C15 | 119.9 (2) |
| O3—B1—C1 | 107.53 (15) | C16—C17—C18 | 119.8 (2) |
| O1—B1—C1 | 109.70 (15) | C17—C18—C13 | 121.3 (2) |
| C7—B1—C1 | 111.47 (15) | C24—C19—C20 | 117.19 (18) |
| O1—B2—O2 | 122.37 (16) | C24—C19—B3 | 120.14 (17) |
| O1—B2—C13 | 120.31 (17) | C20—C19—B3 | 122.67 (17) |
| O2—B2—C13 | 117.32 (16) | C21—C20—C19 | 121.36 (19) |
| O3—B3—O2 | 122.23 (17) | C22—C21—C20 | 120.1 (2) |
| O3—B3—C19 | 120.06 (17) | C23—C22—C21 | 119.76 (19) |
| O2—B3—C19 | 117.70 (16) | C22—C23—C24 | 119.9 (2) |
| B2—O1—B1 | 122.45 (15) | C23—C24—C19 | 121.68 (19) |
| B2—O2—B3 | 117.97 (15) | C31—N4—C25 | 110.6 (8) |
| B3—O3—B1 | 122.39 (15) | C31—N4—C29 | 112.5 (8) |
| C2—C1—C6 | 115.91 (18) | C25—N4—C29 | 107.5 (8) |
| C2—C1—B1 | 121.51 (17) | C31—N4—C27 | 105.6 (8) |
| C6—C1—B1 | 122.57 (17) | C25—N4—C27 | 112.8 (7) |
| C3—C2—C1 | 122.39 (19) | C29—N4—C27 | 107.9 (8) |
| C4—C3—C2 | 120.37 (19) | N4—C25—C26 | 111.4 (5) |
| C3—C4—C5 | 118.9 (2) | C28—C27—N4 | 118.7 (7) |
| C4—C5—C6 | 120.1 (2) | C30—C29—N4 | 115.9 (6) |
| C5—C6—C1 | 122.3 (2) | N4—C31—C32 | 108.4 (6) |
| C8—C7—C12 | 116.51 (18) | C25B—N4B—C31B | 112.3 (12) |
| C8—C7—B1 | 121.88 (17) | C25B—N4B—C29B | 116.4 (10) |
| C12—C7—B1 | 121.58 (16) | C31B—N4B—C29B | 113.9 (11) |
| C9—C8—C7 | 122.0 (2) | C25B—N4B—C27B | 108.2 (10) |
| C10—C9—C8 | 120.2 (2) | C31B—N4B—C27B | 105.1 (9) |
| C11—C10—C9 | 119.29 (19) | C29B—N4B—C27B | 99.2 (11) |
| C10—C11—C12 | 120.06 (19) | N4B—C25B—C26B | 116.0 (8) |
| C11—C12—C7 | 121.96 (19) | C28B—C27B—N4B | 114.4 (7) |
| C18—C13—C14 | 117.63 (17) | N4B—C29B—C30B | 110.3 (7) |
| C18—C13—B2 | 122.09 (17) | N4B—C31B—C32B | 100.0 (8) |
| C14—C13—B2 | 120.28 (17) |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Crystal data
| C8H20N+·C25H20B2NO− | F(000) = 1080 |
| Mr = 502.29 | Dx = 1.172 Mg m−3 |
| Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
| a = 11.0269 (8) Å | Cell parameters from 9716 reflections |
| b = 13.9387 (11) Å | θ = 2.2–29.1° |
| c = 18.8488 (14) Å | µ = 0.07 mm−1 |
| β = 100.6357 (10)° | T = 88 K |
| V = 2847.3 (4) Å3 | Irregular, colorless |
| Z = 4 | 0.28 × 0.27 × 0.22 mm |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Data collection
| Bruker SMART APEXII CCD diffractometer | 5500 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.042 |
| φ and ω scans | θmax = 29.1°, θmin = 1.8° |
| Absorption correction: multi-scan (SADABS; Krause et al., 2015) | h = −14→14 |
| Tmin = 0.715, Tmax = 0.746 | k = −18→18 |
| 34768 measured reflections | l = −25→25 |
| 7242 independent reflections |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Refinement
| Refinement on F2 | Primary atom site location: dual space |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.048 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.119 | H-atom parameters constrained |
| S = 1.04 | w = 1/[σ2(Fo2) + (0.0477P)2 + 1.1994P] where P = (Fo2 + 2Fc2)/3 |
| 7242 reflections | (Δ/σ)max < 0.001 |
| 347 parameters | Δρmax = 0.41 e Å−3 |
| 0 restraints | Δρmin = −0.24 e Å−3 |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Special details
| Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
| Refinement. A colorless crystal of approximate dimensions 0.216 x 0.265 x 0.280 mm was mounted in a cryoloop and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (30 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. The diffraction symmetry was 2/m and the systematic absences were consistent with the monoclinic space group P21/n that was later determined to be correct.The structure was solved by dual space methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model.Least-squares analysis yielded wR2 = 0.1188 and Goof = 1.038 for 347 variables refined against 7242 data (0.73 Å), R1 = 0.0476 for those 5500 data with I > 2.0sigma(I). |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | ||
| O1 | 0.54584 (8) | 0.23892 (7) | 0.71613 (5) | 0.0169 (2) | |
| N1 | 0.65451 (11) | 0.48002 (9) | 0.69950 (7) | 0.0223 (3) | |
| B1 | 0.57013 (13) | 0.29746 (11) | 0.65455 (8) | 0.0150 (3) | |
| B2 | 0.48921 (13) | 0.24852 (11) | 0.77251 (8) | 0.0164 (3) | |
| C1 | 0.61696 (12) | 0.40504 (10) | 0.68153 (7) | 0.0164 (3) | |
| C2 | 0.68248 (12) | 0.24787 (9) | 0.62196 (7) | 0.0155 (3) | |
| C3 | 0.74007 (12) | 0.29439 (10) | 0.57114 (7) | 0.0167 (3) | |
| H3 | 0.7132 | 0.3569 | 0.5555 | 0.020* | |
| C4 | 0.83524 (13) | 0.25223 (10) | 0.54282 (7) | 0.0193 (3) | |
| H4 | 0.8716 | 0.2856 | 0.5081 | 0.023* | |
| C5 | 0.87694 (13) | 0.16128 (10) | 0.56543 (8) | 0.0229 (3) | |
| H5 | 0.9419 | 0.1321 | 0.5463 | 0.028* | |
| C6 | 0.82301 (14) | 0.11343 (11) | 0.61610 (9) | 0.0271 (3) | |
| H6 | 0.8516 | 0.0515 | 0.6322 | 0.033* | |
| C7 | 0.72688 (13) | 0.15612 (10) | 0.64344 (8) | 0.0229 (3) | |
| H7 | 0.6903 | 0.1219 | 0.6777 | 0.028* | |
| C8 | 0.44546 (12) | 0.30775 (9) | 0.59338 (7) | 0.0155 (3) | |
| C9 | 0.42486 (12) | 0.38370 (10) | 0.54401 (7) | 0.0178 (3) | |
| H9 | 0.4882 | 0.4299 | 0.5440 | 0.021* | |
| C10 | 0.31446 (13) | 0.39366 (10) | 0.49485 (7) | 0.0210 (3) | |
| H10 | 0.3036 | 0.4461 | 0.4621 | 0.025* | |
| C11 | 0.22064 (13) | 0.32728 (11) | 0.49356 (7) | 0.0243 (3) | |
| H11 | 0.1445 | 0.3347 | 0.4610 | 0.029* | |
| C12 | 0.23942 (14) | 0.24983 (12) | 0.54039 (8) | 0.0279 (3) | |
| H12 | 0.1765 | 0.2030 | 0.5392 | 0.033* | |
| C13 | 0.35024 (13) | 0.24034 (11) | 0.58922 (8) | 0.0234 (3) | |
| H13 | 0.3615 | 0.1865 | 0.6206 | 0.028* | |
| C14 | 0.42967 (12) | 0.34557 (10) | 0.79522 (7) | 0.0179 (3) | |
| C15 | 0.35810 (12) | 0.40696 (10) | 0.74516 (7) | 0.0205 (3) | |
| H15 | 0.3443 | 0.3909 | 0.6953 | 0.025* | |
| C16 | 0.30703 (13) | 0.49057 (10) | 0.76672 (8) | 0.0234 (3) | |
| H16 | 0.2571 | 0.5299 | 0.7318 | 0.028* | |
| C17 | 0.32839 (13) | 0.51700 (10) | 0.83869 (8) | 0.0240 (3) | |
| H17 | 0.2951 | 0.5752 | 0.8531 | 0.029* | |
| C18 | 0.39858 (13) | 0.45811 (10) | 0.88957 (8) | 0.0228 (3) | |
| H18 | 0.4135 | 0.4757 | 0.9391 | 0.027* | |
| C19 | 0.44713 (13) | 0.37332 (10) | 0.86811 (7) | 0.0195 (3) | |
| H19 | 0.4935 | 0.3329 | 0.9037 | 0.023* | |
| C20 | 0.48423 (12) | 0.15502 (9) | 0.82032 (7) | 0.0160 (3) | |
| C21 | 0.39985 (12) | 0.14284 (10) | 0.86704 (7) | 0.0171 (3) | |
| H21 | 0.3452 | 0.1939 | 0.8725 | 0.021* | |
| C22 | 0.39383 (13) | 0.05835 (10) | 0.90564 (7) | 0.0199 (3) | |
| H22 | 0.3345 | 0.0515 | 0.9360 | 0.024* | |
| C23 | 0.47508 (13) | −0.01578 (10) | 0.89946 (7) | 0.0204 (3) | |
| H23 | 0.4719 | −0.0735 | 0.9259 | 0.024* | |
| C24 | 0.56085 (13) | −0.00558 (10) | 0.85476 (7) | 0.0210 (3) | |
| H24 | 0.6171 | −0.0561 | 0.8510 | 0.025* | |
| C25 | 0.56500 (13) | 0.07811 (10) | 0.81549 (7) | 0.0187 (3) | |
| H25 | 0.6237 | 0.0837 | 0.7846 | 0.022* | |
| N2 | 0.51337 (10) | 0.80126 (8) | 0.65697 (6) | 0.0166 (2) | |
| C26 | 0.53989 (13) | 0.69500 (10) | 0.65074 (8) | 0.0228 (3) | |
| H26A | 0.5995 | 0.6869 | 0.6178 | 0.027* | |
| H26B | 0.5797 | 0.6709 | 0.6988 | 0.027* | |
| C27 | 0.42736 (13) | 0.63381 (11) | 0.62331 (8) | 0.0253 (3) | |
| H27A | 0.3910 | 0.6533 | 0.5740 | 0.038* | |
| H27B | 0.3666 | 0.6424 | 0.6547 | 0.038* | |
| H27C | 0.4517 | 0.5662 | 0.6235 | 0.038* | |
| C28 | 0.42039 (13) | 0.81887 (10) | 0.70616 (7) | 0.0206 (3) | |
| H28A | 0.4178 | 0.8886 | 0.7159 | 0.025* | |
| H28B | 0.3376 | 0.7998 | 0.6801 | 0.025* | |
| C29 | 0.44632 (14) | 0.76619 (11) | 0.77769 (8) | 0.0252 (3) | |
| H29A | 0.4397 | 0.6969 | 0.7690 | 0.038* | |
| H29B | 0.3862 | 0.7859 | 0.8072 | 0.038* | |
| H29C | 0.5298 | 0.7817 | 0.8031 | 0.038* | |
| C30 | 0.63326 (12) | 0.85169 (10) | 0.68896 (7) | 0.0200 (3) | |
| H30A | 0.6145 | 0.9194 | 0.6986 | 0.024* | |
| H30B | 0.6676 | 0.8214 | 0.7359 | 0.024* | |
| C31 | 0.73123 (13) | 0.84982 (12) | 0.64196 (8) | 0.0256 (3) | |
| H31A | 0.6986 | 0.8798 | 0.5953 | 0.038* | |
| H31B | 0.7541 | 0.7832 | 0.6343 | 0.038* | |
| H31C | 0.8041 | 0.8852 | 0.6660 | 0.038* | |
| C32 | 0.46006 (14) | 0.84029 (11) | 0.58214 (8) | 0.0258 (3) | |
| H32A | 0.5154 | 0.8217 | 0.5487 | 0.031* | |
| H32B | 0.3792 | 0.8093 | 0.5649 | 0.031* | |
| C33 | 0.44268 (16) | 0.94792 (13) | 0.57844 (9) | 0.0359 (4) | |
| H33A | 0.4017 | 0.9662 | 0.5297 | 0.054* | |
| H33B | 0.5233 | 0.9795 | 0.5899 | 0.054* | |
| H33C | 0.3918 | 0.9678 | 0.6133 | 0.054* |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| O1 | 0.0185 (5) | 0.0189 (5) | 0.0140 (4) | 0.0017 (4) | 0.0045 (4) | 0.0036 (4) |
| N1 | 0.0202 (6) | 0.0224 (6) | 0.0246 (6) | −0.0005 (5) | 0.0043 (5) | −0.0017 (5) |
| B1 | 0.0171 (7) | 0.0156 (7) | 0.0127 (6) | −0.0001 (5) | 0.0034 (5) | 0.0017 (5) |
| B2 | 0.0143 (7) | 0.0180 (7) | 0.0163 (7) | −0.0005 (5) | 0.0008 (5) | 0.0015 (6) |
| C1 | 0.0137 (6) | 0.0214 (7) | 0.0141 (6) | 0.0027 (5) | 0.0028 (5) | 0.0022 (5) |
| C2 | 0.0160 (6) | 0.0164 (6) | 0.0137 (6) | −0.0023 (5) | 0.0018 (5) | −0.0023 (5) |
| C3 | 0.0200 (6) | 0.0169 (6) | 0.0129 (6) | −0.0007 (5) | 0.0019 (5) | 0.0006 (5) |
| C4 | 0.0211 (7) | 0.0241 (7) | 0.0136 (6) | −0.0030 (5) | 0.0055 (5) | −0.0008 (5) |
| C5 | 0.0235 (7) | 0.0225 (7) | 0.0249 (7) | −0.0005 (6) | 0.0100 (6) | −0.0067 (6) |
| C6 | 0.0317 (8) | 0.0158 (7) | 0.0369 (9) | 0.0025 (6) | 0.0147 (7) | 0.0002 (6) |
| C7 | 0.0264 (7) | 0.0179 (7) | 0.0275 (7) | −0.0012 (6) | 0.0127 (6) | 0.0033 (6) |
| C8 | 0.0168 (6) | 0.0175 (6) | 0.0131 (6) | 0.0010 (5) | 0.0051 (5) | −0.0010 (5) |
| C9 | 0.0193 (6) | 0.0178 (6) | 0.0166 (6) | 0.0001 (5) | 0.0043 (5) | −0.0008 (5) |
| C10 | 0.0251 (7) | 0.0209 (7) | 0.0166 (6) | 0.0060 (6) | 0.0028 (5) | 0.0007 (5) |
| C11 | 0.0184 (7) | 0.0359 (8) | 0.0174 (7) | 0.0031 (6) | −0.0001 (5) | −0.0033 (6) |
| C12 | 0.0222 (7) | 0.0361 (9) | 0.0241 (7) | −0.0107 (6) | 0.0011 (6) | 0.0019 (6) |
| C13 | 0.0248 (7) | 0.0258 (8) | 0.0188 (7) | −0.0057 (6) | 0.0015 (6) | 0.0054 (6) |
| C14 | 0.0168 (6) | 0.0178 (6) | 0.0199 (7) | −0.0023 (5) | 0.0057 (5) | 0.0027 (5) |
| C15 | 0.0199 (7) | 0.0241 (7) | 0.0187 (7) | 0.0003 (5) | 0.0070 (5) | 0.0022 (6) |
| C16 | 0.0223 (7) | 0.0220 (7) | 0.0268 (7) | 0.0031 (6) | 0.0068 (6) | 0.0099 (6) |
| C17 | 0.0253 (7) | 0.0163 (7) | 0.0336 (8) | 0.0010 (6) | 0.0135 (6) | −0.0009 (6) |
| C18 | 0.0263 (7) | 0.0227 (7) | 0.0199 (7) | −0.0033 (6) | 0.0058 (6) | −0.0024 (6) |
| C19 | 0.0213 (7) | 0.0183 (7) | 0.0190 (7) | −0.0014 (5) | 0.0038 (5) | 0.0011 (5) |
| C20 | 0.0173 (6) | 0.0165 (6) | 0.0134 (6) | 0.0008 (5) | 0.0007 (5) | −0.0013 (5) |
| C21 | 0.0162 (6) | 0.0171 (6) | 0.0171 (6) | 0.0019 (5) | 0.0004 (5) | −0.0009 (5) |
| C22 | 0.0204 (7) | 0.0241 (7) | 0.0156 (6) | −0.0021 (5) | 0.0041 (5) | −0.0007 (5) |
| C23 | 0.0274 (7) | 0.0159 (7) | 0.0171 (6) | −0.0011 (5) | 0.0018 (5) | 0.0023 (5) |
| C24 | 0.0269 (7) | 0.0167 (7) | 0.0191 (7) | 0.0041 (5) | 0.0035 (6) | −0.0008 (5) |
| C25 | 0.0221 (7) | 0.0205 (7) | 0.0139 (6) | 0.0025 (5) | 0.0046 (5) | 0.0000 (5) |
| N2 | 0.0149 (5) | 0.0198 (6) | 0.0150 (5) | −0.0009 (4) | 0.0027 (4) | −0.0014 (4) |
| C26 | 0.0193 (7) | 0.0205 (7) | 0.0289 (8) | 0.0013 (5) | 0.0050 (6) | −0.0069 (6) |
| C27 | 0.0234 (7) | 0.0226 (7) | 0.0292 (8) | −0.0040 (6) | 0.0031 (6) | −0.0065 (6) |
| C28 | 0.0192 (7) | 0.0221 (7) | 0.0220 (7) | 0.0015 (5) | 0.0081 (5) | −0.0015 (6) |
| C29 | 0.0309 (8) | 0.0265 (8) | 0.0197 (7) | −0.0026 (6) | 0.0089 (6) | −0.0002 (6) |
| C30 | 0.0180 (6) | 0.0224 (7) | 0.0189 (7) | −0.0031 (5) | 0.0020 (5) | −0.0033 (5) |
| C31 | 0.0185 (7) | 0.0330 (8) | 0.0259 (7) | −0.0043 (6) | 0.0056 (6) | −0.0045 (6) |
| C32 | 0.0216 (7) | 0.0379 (9) | 0.0171 (7) | −0.0031 (6) | 0.0014 (5) | 0.0040 (6) |
| C33 | 0.0328 (9) | 0.0409 (10) | 0.0355 (9) | 0.0058 (7) | 0.0102 (7) | 0.0193 (8) |
Tetraethylazanium cyanodiphenyl-λ4-boranyl diphenylborinate (3) . Geometric parameters (Å, º)
| O1—B2 | 1.3350 (17) | C14—C15 | 1.4036 (19) |
| O1—B1 | 1.4831 (16) | C14—C19 | 1.4059 (19) |
| N1—C1 | 1.1518 (18) | C15—C16 | 1.387 (2) |
| B1—C8 | 1.6293 (19) | C16—C17 | 1.383 (2) |
| B1—C2 | 1.6343 (19) | C17—C18 | 1.385 (2) |
| B1—C1 | 1.636 (2) | C18—C19 | 1.388 (2) |
| B2—C20 | 1.591 (2) | C20—C21 | 1.4045 (18) |
| B2—C14 | 1.596 (2) | C20—C25 | 1.4074 (18) |
| C2—C3 | 1.4019 (18) | C21—C22 | 1.3923 (19) |
| C2—C7 | 1.4021 (19) | C22—C23 | 1.386 (2) |
| C3—C4 | 1.3923 (19) | C23—C24 | 1.385 (2) |
| C4—C5 | 1.389 (2) | C24—C25 | 1.3869 (19) |
| C5—C6 | 1.386 (2) | N2—C26 | 1.5184 (18) |
| C6—C7 | 1.395 (2) | N2—C30 | 1.5202 (17) |
| C8—C13 | 1.4004 (19) | N2—C28 | 1.5239 (17) |
| C8—C9 | 1.4001 (18) | N2—C32 | 1.5249 (18) |
| C9—C10 | 1.3940 (19) | C26—C27 | 1.5158 (19) |
| C10—C11 | 1.385 (2) | C28—C29 | 1.515 (2) |
| C11—C12 | 1.386 (2) | C30—C31 | 1.5185 (19) |
| C12—C13 | 1.394 (2) | C32—C33 | 1.512 (2) |
| B2—O1—B1 | 138.29 (11) | C15—C14—C19 | 116.60 (13) |
| O1—B1—C8 | 110.58 (11) | C15—C14—B2 | 122.99 (12) |
| O1—B1—C2 | 108.69 (10) | C19—C14—B2 | 120.41 (12) |
| C8—B1—C2 | 111.74 (10) | C16—C15—C14 | 121.56 (13) |
| O1—B1—C1 | 110.69 (10) | C17—C16—C15 | 120.41 (13) |
| C8—B1—C1 | 108.42 (10) | C16—C17—C18 | 119.56 (13) |
| C2—B1—C1 | 106.67 (10) | C17—C18—C19 | 119.93 (13) |
| O1—B2—C20 | 116.03 (12) | C18—C19—C14 | 121.90 (13) |
| O1—B2—C14 | 125.05 (12) | C21—C20—C25 | 116.67 (12) |
| C20—B2—C14 | 118.91 (11) | C21—C20—B2 | 123.39 (12) |
| C3—C2—C7 | 116.17 (12) | C25—C20—B2 | 119.92 (12) |
| C3—C2—B1 | 122.11 (11) | C22—C21—C20 | 122.06 (12) |
| C7—C2—B1 | 121.72 (12) | C23—C22—C21 | 119.52 (13) |
| C4—C3—C2 | 122.36 (12) | C24—C23—C22 | 119.93 (13) |
| C5—C4—C3 | 119.86 (13) | C23—C24—C25 | 120.30 (13) |
| C6—C5—C4 | 119.42 (13) | C24—C25—C20 | 121.50 (13) |
| C5—C6—C7 | 120.09 (14) | C26—N2—C30 | 108.41 (10) |
| N1—C1—B1 | 177.10 (13) | C26—N2—C28 | 111.41 (10) |
| C6—C7—C2 | 122.08 (13) | C30—N2—C28 | 108.52 (10) |
| C13—C8—C9 | 116.23 (12) | C26—N2—C32 | 108.87 (11) |
| C13—C8—B1 | 120.44 (12) | C30—N2—C32 | 111.12 (10) |
| C9—C8—B1 | 123.31 (12) | C28—N2—C32 | 108.52 (10) |
| C10—C9—C8 | 122.12 (13) | C27—C26—N2 | 114.71 (11) |
| C11—C10—C9 | 120.21 (13) | C29—C28—N2 | 115.19 (11) |
| C10—C11—C12 | 119.08 (13) | C31—C30—N2 | 114.89 (11) |
| C11—C12—C13 | 120.29 (14) | C33—C32—N2 | 114.87 (13) |
| C12—C13—C8 | 122.02 (13) |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Crystal data
| 2C18H36KN2O6+·C24H20B3O3−·C14H13BN−·2C4H8O | Dx = 1.242 Mg m−3 |
| Mr = 1570.27 | Mo Kα radiation, λ = 0.71073 Å |
| Orthorhombic, Pca21 | Cell parameters from 9334 reflections |
| a = 27.193 (2) Å | θ = 2.3–25.3° |
| b = 14.5520 (11) Å | µ = 0.18 mm−1 |
| c = 21.2218 (16) Å | T = 88 K |
| V = 8397.7 (11) Å3 | Irregular, colorless |
| Z = 4 | 0.45 × 0.33 × 0.28 mm |
| F(000) = 3368 |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Data collection
| Bruker SMART APEXII CCD diffractometer | 14236 reflections with I > 2σ(I) |
| Radiation source: fine-focus sealed tube | Rint = 0.038 |
| φ and ω scans | θmax = 25.7°, θmin = 1.6° |
| Absorption correction: multi-scan (SADABS; Krause et al., 2015) | h = −33→33 |
| Tmin = 0.825, Tmax = 0.862 | k = −17→17 |
| 85621 measured reflections | l = −25→25 |
| 15958 independent reflections |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Refinement
| Refinement on F2 | Primary atom site location: dual space |
| Least-squares matrix: full | Secondary atom site location: difference Fourier map |
| R[F2 > 2σ(F2)] = 0.074 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.209 | H-atom parameters constrained |
| S = 1.06 | w = 1/[σ2(Fo2) + (0.1366P)2 + 5.6525P] where P = (Fo2 + 2Fc2)/3 |
| 15958 reflections | (Δ/σ)max = 0.001 |
| 988 parameters | Δρmax = 0.78 e Å−3 |
| 1 restraint | Δρmin = −0.34 e Å−3 |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Special details
| Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
| Refinement. A colorless crystal of approximate dimensions 0.280 x 0.325 x 0.454 mm was mounted in a cryoloop and transferred to a Bruker SMART APEX II diffractometer. The APEX2 program package was used to determine the unit-cell parameters and for data collection (60 sec/frame scan time for a sphere of diffraction data). The raw frame data was processed using SAINT and SADABS to yield the reflection data file. Subsequent calculations were carried out using the SHELXTL program. The diffraction symmetry was mmm and the systematic absences were consistent with the orthorhombic space groups Pbcm and Pca21. It was later determined that space group Pca21 was correct.The structure was solved by dual space methods and refined on F2 by full-matrix least-squares techniques. The analytical scattering factors for neutral atoms were used throughout the analysis. Hydrogen atoms were included using a riding model. There were two molecules of tetrahydrofuran solvent present. One solvent molecule was disordered and included using multiple components with partial site-occupancy-factors.Least-squares analysis yielded wR2 = 0.2089 and Goof = 1.064 for 988 variables refined against 15958 data (0.82 Å), R1 = 0.0742 for those 14236 data with I > 2.0sigma(I). The structure was refined as a two component inversion twin. |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)
| x | y | z | Uiso*/Ueq | Occ. (<1) | |
| B1 | 0.8783 (3) | 0.5804 (5) | 0.3189 (4) | 0.0416 (15) | |
| B2 | 0.7983 (2) | 0.5517 (5) | 0.3727 (3) | 0.0363 (14) | |
| B3 | 0.8194 (2) | 0.7051 (5) | 0.3472 (3) | 0.0357 (14) | |
| O1 | 0.84187 (16) | 0.5214 (3) | 0.3531 (2) | 0.0438 (10) | |
| O2 | 0.78518 (15) | 0.6428 (3) | 0.3691 (2) | 0.0409 (10) | |
| O3 | 0.86284 (16) | 0.6798 (3) | 0.3227 (2) | 0.0439 (10) | |
| C1 | 0.9323 (2) | 0.5724 (4) | 0.3521 (3) | 0.0373 (13) | |
| C2 | 0.9683 (2) | 0.6407 (4) | 0.3493 (3) | 0.0358 (13) | |
| H2A | 0.9617 | 0.6944 | 0.3254 | 0.043* | |
| C3 | 1.0129 (2) | 0.6337 (4) | 0.3795 (3) | 0.0371 (13) | |
| H3A | 1.0363 | 0.6819 | 0.3765 | 0.044* | |
| C4 | 1.0229 (3) | 0.5565 (6) | 0.4139 (4) | 0.059 (2) | |
| H4A | 1.0536 | 0.5503 | 0.4348 | 0.071* | |
| C5 | 0.9875 (3) | 0.4864 (6) | 0.4181 (4) | 0.069 (2) | |
| H5A | 0.9938 | 0.4331 | 0.4427 | 0.083* | |
| C6 | 0.9438 (3) | 0.4954 (5) | 0.3866 (4) | 0.0526 (17) | |
| H6A | 0.9205 | 0.4467 | 0.3887 | 0.063* | |
| C7 | 0.8806 (2) | 0.5476 (4) | 0.2443 (3) | 0.0407 (14) | |
| C8 | 0.8981 (2) | 0.6029 (6) | 0.1968 (4) | 0.0556 (19) | |
| H8A | 0.9101 | 0.6625 | 0.2067 | 0.067* | |
| C9 | 0.8986 (3) | 0.5735 (7) | 0.1358 (4) | 0.071 (2) | |
| H9A | 0.9106 | 0.6134 | 0.1039 | 0.085* | |
| C10 | 0.8822 (3) | 0.4880 (7) | 0.1195 (3) | 0.067 (2) | |
| H10A | 0.8833 | 0.4685 | 0.0768 | 0.081* | |
| C11 | 0.8641 (3) | 0.4304 (6) | 0.1651 (4) | 0.060 (2) | |
| H11A | 0.8521 | 0.3712 | 0.1541 | 0.072* | |
| C12 | 0.8633 (2) | 0.4599 (5) | 0.2283 (4) | 0.0454 (16) | |
| H12A | 0.8511 | 0.4202 | 0.2601 | 0.054* | |
| C13 | 0.7585 (2) | 0.4816 (5) | 0.3991 (3) | 0.0424 (14) | |
| C14 | 0.7634 (3) | 0.3885 (5) | 0.3920 (3) | 0.0503 (16) | |
| H14A | 0.7918 | 0.3640 | 0.3720 | 0.060* | |
| C15 | 0.7271 (3) | 0.3302 (5) | 0.4140 (4) | 0.0558 (19) | |
| H15A | 0.7321 | 0.2658 | 0.4104 | 0.067* | |
| C16 | 0.6842 (3) | 0.3609 (7) | 0.4406 (4) | 0.068 (2) | |
| H16A | 0.6594 | 0.3187 | 0.4533 | 0.082* | |
| C17 | 0.6773 (3) | 0.4565 (5) | 0.4489 (4) | 0.0547 (18) | |
| H17A | 0.6482 | 0.4809 | 0.4671 | 0.066* | |
| C18 | 0.7150 (2) | 0.5120 (5) | 0.4290 (3) | 0.0455 (15) | |
| H18A | 0.7117 | 0.5762 | 0.4359 | 0.055* | |
| C19 | 0.8057 (2) | 0.8116 (5) | 0.3545 (3) | 0.0435 (14) | |
| C20 | 0.7603 (3) | 0.8361 (4) | 0.3792 (3) | 0.0457 (15) | |
| H20A | 0.7384 | 0.7892 | 0.3928 | 0.055* | |
| C21 | 0.7462 (3) | 0.9267 (5) | 0.3846 (4) | 0.0552 (17) | |
| H21A | 0.7146 | 0.9416 | 0.4008 | 0.066* | |
| C22 | 0.7791 (2) | 0.9987 (5) | 0.3657 (3) | 0.0451 (15) | |
| H22A | 0.7707 | 1.0617 | 0.3702 | 0.054* | |
| C23 | 0.8234 (3) | 0.9716 (4) | 0.3409 (3) | 0.0442 (15) | |
| H23A | 0.8455 | 1.0174 | 0.3264 | 0.053* | |
| C24 | 0.8372 (2) | 0.8797 (4) | 0.3362 (3) | 0.0411 (14) | |
| H24A | 0.8688 | 0.8642 | 0.3201 | 0.049* | |
| B4 | 0.6001 (3) | 0.1179 (6) | 0.5064 (5) | 0.054 (2) | |
| N1 | 0.6889 (3) | 0.1126 (5) | 0.4428 (3) | 0.0676 (19) | |
| C25 | 0.6501 (2) | 0.1121 (5) | 0.4657 (4) | 0.0526 (19) | |
| C26 | 0.5909 (2) | 0.2136 (4) | 0.5281 (3) | 0.0405 (14) | |
| H26A | 0.6005 | 0.2195 | 0.5724 | 0.061* | |
| H26B | 0.5558 | 0.2279 | 0.5237 | 0.061* | |
| H26C | 0.6102 | 0.2564 | 0.5025 | 0.061* | |
| C27 | 0.6088 (2) | 0.0457 (5) | 0.5642 (3) | 0.0436 (15) | |
| C28 | 0.5940 (2) | 0.0708 (6) | 0.6250 (4) | 0.062 (2) | |
| H28A | 0.5778 | 0.1279 | 0.6315 | 0.074* | |
| C29 | 0.6028 (3) | 0.0116 (8) | 0.6771 (4) | 0.074 (3) | |
| H29A | 0.5939 | 0.0302 | 0.7185 | 0.089* | |
| C30 | 0.6238 (3) | −0.0709 (8) | 0.6675 (5) | 0.070 (3) | |
| H30A | 0.6291 | −0.1110 | 0.7022 | 0.084* | |
| C31 | 0.6373 (3) | −0.0972 (6) | 0.6097 (4) | 0.062 (2) | |
| H31A | 0.6521 | −0.1557 | 0.6036 | 0.074* | |
| C32 | 0.6300 (2) | −0.0405 (5) | 0.5593 (4) | 0.0457 (16) | |
| H32A | 0.6400 | −0.0612 | 0.5188 | 0.055* | |
| C33 | 0.5551 (2) | 0.0858 (4) | 0.4593 (3) | 0.0444 (15) | |
| C34 | 0.5151 (2) | 0.1423 (4) | 0.4492 (3) | 0.0413 (14) | |
| H34A | 0.5147 | 0.2013 | 0.4683 | 0.050* | |
| C35 | 0.4758 (2) | 0.1170 (5) | 0.4127 (3) | 0.0423 (15) | |
| H35A | 0.4493 | 0.1587 | 0.4074 | 0.051* | |
| C36 | 0.4739 (2) | 0.0349 (5) | 0.3842 (4) | 0.0493 (16) | |
| H36A | 0.4462 | 0.0179 | 0.3595 | 0.059* | |
| C37 | 0.5126 (3) | −0.0236 (6) | 0.3918 (5) | 0.074 (3) | |
| H37A | 0.5117 | −0.0827 | 0.3728 | 0.089* | |
| C38 | 0.5538 (3) | 0.0023 (6) | 0.4272 (5) | 0.067 (2) | |
| H38A | 0.5813 | −0.0378 | 0.4295 | 0.081* | |
| K1 | 0.63521 (4) | 0.17698 (7) | 0.13192 (5) | 0.0225 (2) | |
| O4 | 0.6908 (2) | 0.1969 (3) | 0.2438 (2) | 0.0539 (13) | |
| O5 | 0.59021 (16) | 0.1512 (3) | 0.2501 (2) | 0.0440 (10) | |
| O6 | 0.68052 (14) | 0.3229 (2) | 0.0665 (2) | 0.0321 (9) | |
| O7 | 0.57967 (15) | 0.3352 (3) | 0.0934 (2) | 0.0370 (9) | |
| O8 | 0.68719 (13) | 0.0226 (3) | 0.0800 (2) | 0.0323 (9) | |
| O9 | 0.58499 (13) | 0.0382 (3) | 0.06660 (19) | 0.0316 (8) | |
| N2 | 0.74407 (17) | 0.1841 (3) | 0.1252 (3) | 0.0399 (12) | |
| N3 | 0.52603 (17) | 0.1712 (3) | 0.1390 (3) | 0.0367 (11) | |
| C39 | 0.7649 (3) | 0.2152 (5) | 0.1857 (4) | 0.0568 (19) | |
| H39A | 0.7612 | 0.2827 | 0.1886 | 0.068* | |
| H39B | 0.8006 | 0.2013 | 0.1860 | 0.068* | |
| C40 | 0.7421 (3) | 0.1730 (5) | 0.2421 (4) | 0.065 (2) | |
| H40A | 0.7459 | 0.1053 | 0.2404 | 0.077* | |
| H40B | 0.7587 | 0.1955 | 0.2806 | 0.077* | |
| C41 | 0.6699 (3) | 0.1606 (5) | 0.2991 (3) | 0.0543 (19) | |
| H41A | 0.6882 | 0.1831 | 0.3364 | 0.065* | |
| H41B | 0.6719 | 0.0927 | 0.2984 | 0.065* | |
| C42 | 0.6184 (3) | 0.1899 (5) | 0.3028 (3) | 0.0520 (18) | |
| H42A | 0.6166 | 0.2578 | 0.3014 | 0.062* | |
| H42B | 0.6040 | 0.1690 | 0.3431 | 0.062* | |
| C43 | 0.5393 (3) | 0.1761 (5) | 0.2556 (3) | 0.0495 (17) | |
| H43A | 0.5358 | 0.2438 | 0.2549 | 0.059* | |
| H43B | 0.5258 | 0.1531 | 0.2960 | 0.059* | |
| C44 | 0.5117 (2) | 0.1341 (5) | 0.2009 (3) | 0.0485 (16) | |
| H44A | 0.5173 | 0.0669 | 0.2009 | 0.058* | |
| H44B | 0.4760 | 0.1445 | 0.2071 | 0.058* | |
| C45 | 0.7583 (2) | 0.2471 (4) | 0.0750 (3) | 0.0430 (15) | |
| H45A | 0.7518 | 0.2173 | 0.0339 | 0.052* | |
| H45B | 0.7941 | 0.2585 | 0.0779 | 0.052* | |
| C46 | 0.7319 (2) | 0.3381 (4) | 0.0766 (3) | 0.0406 (15) | |
| H46A | 0.7371 | 0.3682 | 0.1179 | 0.049* | |
| H46B | 0.7451 | 0.3790 | 0.0434 | 0.049* | |
| C47 | 0.6549 (2) | 0.4078 (4) | 0.0635 (3) | 0.0367 (13) | |
| H47A | 0.6704 | 0.4481 | 0.0316 | 0.044* | |
| H47B | 0.6566 | 0.4391 | 0.1048 | 0.044* | |
| C48 | 0.6024 (2) | 0.3903 (4) | 0.0461 (3) | 0.0404 (14) | |
| H48A | 0.5847 | 0.4494 | 0.0422 | 0.049* | |
| H48B | 0.6008 | 0.3583 | 0.0050 | 0.049* | |
| C49 | 0.5290 (2) | 0.3193 (5) | 0.0787 (4) | 0.0483 (16) | |
| H49A | 0.5263 | 0.2853 | 0.0384 | 0.058* | |
| H49B | 0.5117 | 0.3787 | 0.0740 | 0.058* | |
| C50 | 0.5058 (2) | 0.2641 (5) | 0.1312 (4) | 0.0495 (16) | |
| H50A | 0.5100 | 0.2980 | 0.1712 | 0.059* | |
| H50B | 0.4701 | 0.2590 | 0.1229 | 0.059* | |
| C51 | 0.7628 (2) | 0.0919 (4) | 0.1118 (4) | 0.0478 (17) | |
| H51A | 0.7610 | 0.0549 | 0.1508 | 0.057* | |
| H51B | 0.7979 | 0.0969 | 0.0998 | 0.057* | |
| C52 | 0.7361 (2) | 0.0415 (4) | 0.0605 (4) | 0.0450 (16) | |
| H52A | 0.7356 | 0.0794 | 0.0218 | 0.054* | |
| H52B | 0.7534 | −0.0167 | 0.0510 | 0.054* | |
| C53 | 0.6610 (2) | −0.0244 (4) | 0.0311 (3) | 0.0382 (13) | |
| H53A | 0.6783 | −0.0821 | 0.0201 | 0.046* | |
| H53B | 0.6596 | 0.0146 | −0.0071 | 0.046* | |
| C54 | 0.6099 (2) | −0.0454 (4) | 0.0535 (3) | 0.0356 (13) | |
| H54A | 0.5919 | −0.0802 | 0.0207 | 0.043* | |
| H54B | 0.6114 | −0.0837 | 0.0920 | 0.043* | |
| C55 | 0.5348 (2) | 0.0197 (4) | 0.0827 (3) | 0.0399 (14) | |
| H55A | 0.5332 | −0.0146 | 0.1230 | 0.048* | |
| H55B | 0.5192 | −0.0182 | 0.0495 | 0.048* | |
| C56 | 0.5077 (2) | 0.1108 (4) | 0.0891 (3) | 0.0388 (13) | |
| H56A | 0.5098 | 0.1439 | 0.0485 | 0.047* | |
| H56B | 0.4725 | 0.0978 | 0.0972 | 0.047* | |
| K2 | 0.37144 (4) | 0.32115 (7) | 0.67152 (5) | 0.0278 (3) | |
| O10 | 0.4324 (2) | 0.3508 (4) | 0.5644 (2) | 0.0635 (15) | |
| O11 | 0.33319 (18) | 0.2979 (4) | 0.5500 (2) | 0.0503 (12) | |
| O12 | 0.42078 (19) | 0.1605 (3) | 0.7159 (3) | 0.0540 (12) | |
| O13 | 0.31818 (18) | 0.1755 (3) | 0.7270 (2) | 0.0441 (11) | |
| O14 | 0.41652 (16) | 0.4584 (3) | 0.7459 (2) | 0.0422 (10) | |
| O15 | 0.31684 (15) | 0.4755 (3) | 0.7123 (2) | 0.0370 (9) | |
| N4 | 0.4804 (2) | 0.3234 (4) | 0.6868 (4) | 0.0608 (19) | |
| N5 | 0.26389 (19) | 0.3164 (3) | 0.6549 (3) | 0.0411 (13) | |
| C57 | 0.5027 (3) | 0.3645 (8) | 0.6302 (5) | 0.088 (3) | |
| H57A | 0.5386 | 0.3531 | 0.6311 | 0.106* | |
| H57B | 0.4976 | 0.4318 | 0.6313 | 0.106* | |
| C58 | 0.4825 (4) | 0.3279 (10) | 0.5704 (5) | 0.099 (4) | |
| H58A | 0.5011 | 0.3538 | 0.5344 | 0.119* | |
| H58B | 0.4863 | 0.2603 | 0.5695 | 0.119* | |
| C59 | 0.4153 (3) | 0.3079 (5) | 0.5103 (3) | 0.059 (2) | |
| H59A | 0.4170 | 0.2404 | 0.5153 | 0.071* | |
| H59B | 0.4358 | 0.3256 | 0.4737 | 0.071* | |
| C60 | 0.3647 (3) | 0.3362 (5) | 0.4999 (3) | 0.057 (2) | |
| H60A | 0.3534 | 0.3139 | 0.4583 | 0.068* | |
| H60B | 0.3626 | 0.4041 | 0.5001 | 0.068* | |
| C61 | 0.2829 (3) | 0.3242 (5) | 0.5402 (4) | 0.0575 (19) | |
| H61A | 0.2715 | 0.3015 | 0.4987 | 0.069* | |
| H61B | 0.2801 | 0.3920 | 0.5403 | 0.069* | |
| C62 | 0.2513 (3) | 0.2849 (5) | 0.5910 (4) | 0.0525 (17) | |
| H62A | 0.2166 | 0.3011 | 0.5823 | 0.063* | |
| H62B | 0.2539 | 0.2170 | 0.5897 | 0.063* | |
| C63 | 0.4985 (3) | 0.2297 (6) | 0.6946 (5) | 0.068 (2) | |
| H63A | 0.5330 | 0.2324 | 0.7097 | 0.081* | |
| H63B | 0.4987 | 0.1991 | 0.6530 | 0.081* | |
| C64 | 0.4697 (3) | 0.1739 (6) | 0.7386 (5) | 0.073 (3) | |
| H64A | 0.4859 | 0.1135 | 0.7441 | 0.088* | |
| H64B | 0.4686 | 0.2047 | 0.7801 | 0.088* | |
| C65 | 0.3931 (3) | 0.1040 (5) | 0.7584 (4) | 0.062 (2) | |
| H65A | 0.3911 | 0.1339 | 0.8002 | 0.074* | |
| H65B | 0.4095 | 0.0438 | 0.7635 | 0.074* | |
| C66 | 0.3428 (3) | 0.0905 (4) | 0.7324 (4) | 0.0543 (19) | |
| H66A | 0.3451 | 0.0610 | 0.6905 | 0.065* | |
| H66B | 0.3240 | 0.0492 | 0.7605 | 0.065* | |
| C67 | 0.2685 (3) | 0.1627 (4) | 0.7081 (4) | 0.0492 (18) | |
| H67A | 0.2513 | 0.1233 | 0.7391 | 0.059* | |
| H67B | 0.2675 | 0.1317 | 0.6666 | 0.059* | |
| C68 | 0.2434 (3) | 0.2546 (4) | 0.7039 (4) | 0.0523 (18) | |
| H68A | 0.2080 | 0.2446 | 0.6950 | 0.063* | |
| H68B | 0.2459 | 0.2856 | 0.7453 | 0.063* | |
| C69 | 0.4936 (3) | 0.3785 (5) | 0.7419 (5) | 0.065 (2) | |
| H69A | 0.5296 | 0.3887 | 0.7420 | 0.078* | |
| H69B | 0.4850 | 0.3440 | 0.7806 | 0.078* | |
| C70 | 0.4678 (3) | 0.4699 (5) | 0.7429 (5) | 0.071 (3) | |
| H70A | 0.4791 | 0.5057 | 0.7799 | 0.085* | |
| H70B | 0.4764 | 0.5049 | 0.7045 | 0.085* | |
| C71 | 0.3906 (2) | 0.5435 (4) | 0.7514 (3) | 0.0429 (15) | |
| H71A | 0.3940 | 0.5790 | 0.7119 | 0.051* | |
| H71B | 0.4047 | 0.5803 | 0.7862 | 0.051* | |
| C72 | 0.3381 (2) | 0.5254 (4) | 0.7641 (3) | 0.0410 (14) | |
| H72A | 0.3347 | 0.4892 | 0.8033 | 0.049* | |
| H72B | 0.3205 | 0.5843 | 0.7698 | 0.049* | |
| C73 | 0.2657 (2) | 0.4600 (4) | 0.7209 (4) | 0.0483 (17) | |
| H73A | 0.2487 | 0.5194 | 0.7270 | 0.058* | |
| H73B | 0.2604 | 0.4221 | 0.7591 | 0.058* | |
| C74 | 0.2446 (2) | 0.4112 (4) | 0.6642 (4) | 0.0506 (17) | |
| H74A | 0.2084 | 0.4082 | 0.6687 | 0.061* | |
| H74B | 0.2519 | 0.4480 | 0.6261 | 0.061* | |
| O16 | 0.8367 (2) | 0.2092 (4) | 0.3526 (3) | 0.0673 (15) | |
| C75 | 0.8791 (4) | 0.2395 (8) | 0.3223 (6) | 0.091 (3) | |
| H75A | 0.8781 | 0.3072 | 0.3176 | 0.110* | |
| H75B | 0.8812 | 0.2119 | 0.2797 | 0.110* | |
| C76 | 0.9223 (3) | 0.2129 (9) | 0.3595 (7) | 0.103 (4) | |
| H76A | 0.9443 | 0.2662 | 0.3664 | 0.123* | |
| H76B | 0.9410 | 0.1637 | 0.3381 | 0.123* | |
| C77 | 0.9007 (4) | 0.1783 (6) | 0.4226 (6) | 0.080 (3) | |
| H77A | 0.9038 | 0.1107 | 0.4263 | 0.096* | |
| H77B | 0.9172 | 0.2076 | 0.4589 | 0.096* | |
| C78 | 0.8485 (3) | 0.2063 (6) | 0.4185 (4) | 0.0595 (19) | |
| H78A | 0.8273 | 0.1615 | 0.4406 | 0.071* | |
| H78B | 0.8438 | 0.2676 | 0.4379 | 0.071* | |
| O17 | 0.4260 (5) | 0.2513 (10) | 0.8786 (7) | 0.075 (4)* | 0.5 |
| C79 | 0.3802 (9) | 0.3057 (16) | 0.8880 (10) | 0.072 (5)* | 0.5 |
| H79A | 0.3533 | 0.2838 | 0.8604 | 0.087* | 0.5 |
| H79B | 0.3859 | 0.3720 | 0.8802 | 0.087* | 0.5 |
| C80 | 0.3684 (7) | 0.2852 (15) | 0.9628 (9) | 0.068 (5)* | 0.5 |
| H80A | 0.3447 | 0.3291 | 0.9814 | 0.081* | 0.5 |
| H80B | 0.3578 | 0.2211 | 0.9708 | 0.081* | 0.5 |
| C81 | 0.4237 (13) | 0.304 (2) | 0.9836 (18) | 0.123 (11)* | 0.5 |
| H81A | 0.4314 | 0.3706 | 0.9806 | 0.148* | 0.5 |
| H81B | 0.4293 | 0.2839 | 1.0275 | 0.148* | 0.5 |
| C82 | 0.4539 (10) | 0.2522 (19) | 0.9406 (14) | 0.103 (7)* | 0.5 |
| H82A | 0.4588 | 0.1889 | 0.9564 | 0.123* | 0.5 |
| H82B | 0.4864 | 0.2818 | 0.9353 | 0.123* | 0.5 |
| O17B | 0.4414 (7) | 0.2715 (13) | 0.9034 (10) | 0.100 (5)* | 0.5 |
| C79B | 0.4032 (9) | 0.3234 (16) | 0.8637 (13) | 0.089 (6)* | 0.5 |
| H79C | 0.4046 | 0.3904 | 0.8718 | 0.106* | 0.5 |
| H79D | 0.4081 | 0.3121 | 0.8181 | 0.106* | 0.5 |
| C80B | 0.3583 (8) | 0.2855 (14) | 0.8849 (9) | 0.066 (5)* | 0.5 |
| H80C | 0.3326 | 0.3336 | 0.8838 | 0.079* | 0.5 |
| H80D | 0.3482 | 0.2359 | 0.8557 | 0.079* | 0.5 |
| C81B | 0.3612 (7) | 0.2500 (15) | 0.9457 (10) | 0.070 (5)* | 0.5 |
| H81C | 0.3536 | 0.1835 | 0.9449 | 0.084* | 0.5 |
| H81D | 0.3365 | 0.2807 | 0.9729 | 0.084* | 0.5 |
| C82B | 0.4160 (8) | 0.2659 (16) | 0.9746 (11) | 0.074 (5)* | 0.5 |
| H82C | 0.4279 | 0.2133 | 0.9998 | 0.089* | 0.5 |
| H82D | 0.4190 | 0.3239 | 0.9987 | 0.089* | 0.5 |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Atomic displacement parameters (Å2)
| U11 | U22 | U33 | U12 | U13 | U23 | |
| B1 | 0.043 (4) | 0.041 (4) | 0.040 (4) | 0.000 (3) | 0.008 (3) | 0.000 (3) |
| B2 | 0.035 (3) | 0.041 (4) | 0.034 (3) | 0.000 (3) | −0.001 (3) | 0.000 (3) |
| B3 | 0.036 (3) | 0.037 (3) | 0.034 (3) | −0.001 (3) | 0.001 (3) | 0.005 (3) |
| O1 | 0.041 (2) | 0.038 (2) | 0.052 (3) | −0.0030 (18) | 0.007 (2) | 0.0022 (19) |
| O2 | 0.039 (2) | 0.037 (2) | 0.046 (2) | −0.0065 (18) | 0.0003 (19) | 0.0097 (19) |
| O3 | 0.045 (2) | 0.038 (2) | 0.049 (3) | −0.0006 (18) | 0.007 (2) | 0.0067 (19) |
| C1 | 0.040 (3) | 0.036 (3) | 0.036 (3) | 0.005 (2) | 0.003 (2) | −0.010 (3) |
| C2 | 0.049 (3) | 0.031 (3) | 0.028 (3) | 0.005 (2) | 0.010 (2) | −0.008 (2) |
| C3 | 0.042 (3) | 0.034 (3) | 0.035 (3) | −0.005 (2) | 0.017 (3) | −0.010 (2) |
| C4 | 0.037 (4) | 0.087 (6) | 0.053 (4) | 0.006 (4) | −0.007 (3) | −0.005 (4) |
| C5 | 0.067 (5) | 0.061 (5) | 0.080 (6) | −0.002 (4) | −0.009 (4) | 0.036 (4) |
| C6 | 0.044 (4) | 0.042 (3) | 0.072 (5) | −0.007 (3) | 0.002 (3) | 0.015 (3) |
| C7 | 0.031 (3) | 0.048 (4) | 0.043 (3) | 0.005 (3) | 0.001 (3) | 0.001 (3) |
| C8 | 0.034 (3) | 0.079 (5) | 0.054 (4) | −0.019 (3) | −0.005 (3) | 0.012 (4) |
| C9 | 0.041 (4) | 0.115 (8) | 0.056 (5) | −0.019 (4) | 0.005 (3) | 0.021 (5) |
| C10 | 0.045 (4) | 0.124 (8) | 0.033 (4) | 0.009 (5) | −0.013 (3) | −0.021 (4) |
| C11 | 0.046 (4) | 0.066 (5) | 0.069 (5) | 0.004 (3) | −0.017 (4) | −0.019 (4) |
| C12 | 0.037 (3) | 0.043 (4) | 0.055 (4) | 0.008 (3) | 0.005 (3) | 0.001 (3) |
| C13 | 0.045 (3) | 0.055 (4) | 0.028 (3) | −0.003 (3) | −0.006 (2) | 0.002 (3) |
| C14 | 0.056 (4) | 0.045 (4) | 0.049 (4) | −0.014 (3) | −0.008 (3) | 0.006 (3) |
| C15 | 0.074 (5) | 0.037 (3) | 0.057 (4) | −0.018 (3) | −0.002 (4) | 0.009 (3) |
| C16 | 0.056 (5) | 0.095 (7) | 0.053 (4) | −0.030 (4) | −0.010 (4) | 0.022 (4) |
| C17 | 0.040 (3) | 0.063 (5) | 0.061 (4) | −0.008 (3) | −0.007 (3) | 0.026 (4) |
| C18 | 0.033 (3) | 0.062 (4) | 0.041 (3) | −0.003 (3) | 0.000 (3) | 0.003 (3) |
| C19 | 0.043 (3) | 0.053 (4) | 0.034 (3) | −0.001 (3) | −0.005 (3) | 0.004 (3) |
| C20 | 0.049 (4) | 0.039 (3) | 0.049 (4) | −0.001 (3) | 0.010 (3) | 0.005 (3) |
| C21 | 0.052 (4) | 0.057 (4) | 0.056 (4) | 0.014 (3) | −0.006 (3) | −0.013 (4) |
| C22 | 0.048 (4) | 0.041 (3) | 0.047 (4) | 0.005 (3) | −0.010 (3) | 0.007 (3) |
| C23 | 0.058 (4) | 0.034 (3) | 0.041 (3) | −0.004 (3) | −0.011 (3) | −0.001 (3) |
| C24 | 0.050 (4) | 0.036 (3) | 0.037 (3) | −0.002 (3) | −0.009 (3) | 0.001 (3) |
| B4 | 0.041 (4) | 0.044 (4) | 0.076 (6) | −0.004 (3) | −0.001 (4) | 0.013 (4) |
| N1 | 0.086 (5) | 0.062 (4) | 0.055 (4) | 0.019 (4) | −0.008 (4) | 0.002 (3) |
| C25 | 0.023 (3) | 0.063 (4) | 0.071 (5) | −0.004 (3) | 0.015 (3) | 0.032 (4) |
| C26 | 0.039 (3) | 0.020 (3) | 0.062 (4) | 0.001 (2) | −0.012 (3) | −0.005 (3) |
| C27 | 0.028 (3) | 0.049 (4) | 0.054 (4) | −0.006 (3) | −0.003 (3) | 0.007 (3) |
| C28 | 0.025 (3) | 0.068 (5) | 0.092 (6) | 0.002 (3) | −0.001 (3) | −0.032 (5) |
| C29 | 0.039 (4) | 0.144 (9) | 0.038 (4) | −0.019 (5) | 0.002 (3) | −0.013 (5) |
| C30 | 0.033 (4) | 0.105 (7) | 0.073 (6) | −0.016 (4) | −0.014 (4) | 0.027 (6) |
| C31 | 0.040 (4) | 0.065 (5) | 0.080 (6) | −0.006 (3) | −0.008 (4) | 0.030 (4) |
| C32 | 0.036 (3) | 0.042 (4) | 0.060 (4) | −0.006 (3) | 0.007 (3) | 0.005 (3) |
| C33 | 0.039 (3) | 0.041 (3) | 0.053 (4) | −0.009 (3) | 0.008 (3) | 0.011 (3) |
| C34 | 0.052 (4) | 0.032 (3) | 0.040 (3) | −0.001 (3) | 0.008 (3) | 0.010 (3) |
| C35 | 0.042 (3) | 0.048 (4) | 0.036 (3) | 0.008 (3) | 0.011 (3) | 0.016 (3) |
| C36 | 0.035 (3) | 0.048 (4) | 0.065 (4) | −0.001 (3) | −0.002 (3) | 0.002 (3) |
| C37 | 0.053 (5) | 0.051 (4) | 0.118 (8) | 0.013 (3) | −0.023 (5) | −0.037 (5) |
| C38 | 0.033 (4) | 0.065 (5) | 0.103 (7) | 0.012 (3) | −0.008 (4) | −0.006 (5) |
| K1 | 0.0211 (5) | 0.0246 (5) | 0.0218 (5) | −0.0034 (4) | 0.0017 (4) | −0.0003 (4) |
| O4 | 0.073 (3) | 0.059 (3) | 0.031 (2) | −0.024 (3) | −0.012 (2) | 0.008 (2) |
| O5 | 0.044 (2) | 0.060 (3) | 0.028 (2) | −0.008 (2) | 0.0118 (18) | −0.0045 (19) |
| O6 | 0.0296 (19) | 0.0231 (19) | 0.044 (2) | −0.0051 (14) | 0.0056 (17) | 0.0003 (16) |
| O7 | 0.031 (2) | 0.034 (2) | 0.046 (2) | 0.0045 (16) | 0.0025 (17) | 0.0027 (18) |
| O8 | 0.0252 (18) | 0.0274 (19) | 0.044 (2) | −0.0023 (14) | 0.0005 (16) | −0.0018 (17) |
| O9 | 0.0266 (18) | 0.033 (2) | 0.035 (2) | −0.0052 (15) | −0.0020 (15) | −0.0078 (16) |
| N2 | 0.024 (2) | 0.037 (3) | 0.058 (3) | −0.0057 (19) | −0.013 (2) | −0.002 (2) |
| N3 | 0.027 (2) | 0.037 (2) | 0.046 (3) | −0.0024 (18) | 0.008 (2) | −0.005 (2) |
| C39 | 0.049 (4) | 0.052 (4) | 0.070 (5) | −0.015 (3) | −0.025 (4) | −0.001 (4) |
| C40 | 0.066 (5) | 0.062 (5) | 0.066 (5) | −0.014 (4) | −0.043 (4) | 0.015 (4) |
| C41 | 0.090 (6) | 0.036 (3) | 0.037 (3) | −0.008 (3) | −0.013 (4) | 0.004 (3) |
| C42 | 0.081 (5) | 0.055 (4) | 0.020 (3) | 0.008 (4) | 0.003 (3) | −0.004 (3) |
| C43 | 0.050 (4) | 0.062 (4) | 0.037 (3) | −0.007 (3) | 0.024 (3) | −0.005 (3) |
| C44 | 0.041 (3) | 0.054 (4) | 0.050 (4) | −0.018 (3) | 0.019 (3) | −0.013 (3) |
| C45 | 0.020 (3) | 0.044 (3) | 0.065 (4) | −0.011 (2) | 0.006 (3) | −0.002 (3) |
| C46 | 0.036 (3) | 0.028 (3) | 0.058 (4) | −0.012 (2) | 0.013 (3) | 0.001 (3) |
| C47 | 0.045 (3) | 0.021 (3) | 0.044 (3) | 0.000 (2) | 0.013 (3) | 0.004 (2) |
| C48 | 0.045 (3) | 0.030 (3) | 0.046 (4) | 0.010 (3) | −0.002 (3) | 0.011 (3) |
| C49 | 0.035 (3) | 0.044 (4) | 0.067 (5) | 0.009 (3) | 0.001 (3) | −0.001 (3) |
| C50 | 0.027 (3) | 0.048 (4) | 0.074 (5) | 0.006 (2) | 0.013 (3) | −0.006 (4) |
| C51 | 0.024 (3) | 0.038 (3) | 0.082 (5) | 0.000 (2) | −0.010 (3) | 0.000 (3) |
| C52 | 0.022 (3) | 0.037 (3) | 0.076 (5) | 0.006 (2) | 0.004 (3) | −0.001 (3) |
| C53 | 0.039 (3) | 0.039 (3) | 0.037 (3) | 0.004 (3) | 0.001 (2) | −0.009 (3) |
| C54 | 0.038 (3) | 0.030 (3) | 0.038 (3) | −0.007 (2) | −0.006 (2) | −0.006 (2) |
| C55 | 0.028 (3) | 0.040 (3) | 0.051 (3) | −0.013 (2) | −0.003 (2) | −0.009 (3) |
| C56 | 0.021 (2) | 0.052 (4) | 0.044 (3) | −0.004 (2) | 0.001 (2) | −0.001 (3) |
| K2 | 0.0351 (6) | 0.0252 (6) | 0.0231 (5) | −0.0068 (4) | 0.0050 (4) | −0.0041 (4) |
| O10 | 0.072 (4) | 0.078 (4) | 0.041 (3) | −0.021 (3) | 0.015 (3) | −0.002 (3) |
| O11 | 0.055 (3) | 0.067 (3) | 0.029 (2) | 0.001 (2) | −0.006 (2) | −0.004 (2) |
| O12 | 0.058 (3) | 0.045 (3) | 0.059 (3) | 0.008 (2) | 0.000 (2) | −0.004 (2) |
| O13 | 0.062 (3) | 0.024 (2) | 0.046 (3) | −0.0058 (18) | 0.020 (2) | 0.0017 (17) |
| O14 | 0.043 (2) | 0.031 (2) | 0.053 (3) | −0.0010 (18) | −0.005 (2) | −0.0147 (19) |
| O15 | 0.033 (2) | 0.036 (2) | 0.042 (2) | −0.0053 (17) | 0.0069 (17) | −0.0058 (18) |
| N4 | 0.045 (3) | 0.056 (4) | 0.081 (5) | −0.009 (3) | 0.013 (3) | −0.031 (3) |
| N5 | 0.035 (3) | 0.032 (3) | 0.056 (3) | −0.008 (2) | 0.006 (2) | −0.006 (2) |
| C57 | 0.055 (5) | 0.107 (8) | 0.102 (8) | −0.039 (5) | 0.032 (5) | −0.022 (7) |
| C58 | 0.064 (6) | 0.156 (11) | 0.077 (7) | −0.011 (6) | 0.046 (6) | 0.011 (7) |
| C59 | 0.087 (6) | 0.046 (4) | 0.043 (4) | 0.006 (4) | 0.032 (4) | 0.006 (3) |
| C60 | 0.089 (6) | 0.059 (4) | 0.023 (3) | 0.009 (4) | 0.008 (3) | −0.002 (3) |
| C61 | 0.064 (5) | 0.051 (4) | 0.057 (4) | −0.010 (3) | −0.018 (4) | −0.005 (3) |
| C62 | 0.044 (3) | 0.042 (3) | 0.072 (5) | −0.010 (3) | −0.013 (3) | −0.014 (3) |
| C63 | 0.041 (4) | 0.075 (5) | 0.087 (6) | 0.011 (4) | 0.006 (4) | −0.030 (5) |
| C64 | 0.068 (5) | 0.059 (5) | 0.093 (7) | 0.029 (4) | −0.016 (5) | −0.020 (5) |
| C65 | 0.092 (6) | 0.036 (4) | 0.059 (5) | 0.017 (4) | 0.006 (4) | 0.005 (3) |
| C66 | 0.077 (5) | 0.030 (3) | 0.055 (4) | 0.001 (3) | 0.018 (4) | 0.004 (3) |
| C67 | 0.056 (4) | 0.036 (3) | 0.056 (4) | −0.022 (3) | 0.031 (3) | −0.007 (3) |
| C68 | 0.043 (4) | 0.038 (3) | 0.076 (5) | −0.016 (3) | 0.023 (3) | −0.005 (3) |
| C69 | 0.047 (4) | 0.062 (5) | 0.086 (6) | 0.007 (3) | −0.019 (4) | −0.028 (4) |
| C70 | 0.040 (4) | 0.052 (4) | 0.120 (8) | −0.002 (3) | −0.022 (4) | −0.035 (5) |
| C71 | 0.050 (4) | 0.033 (3) | 0.046 (4) | 0.002 (3) | −0.009 (3) | −0.014 (3) |
| C72 | 0.050 (4) | 0.032 (3) | 0.041 (3) | 0.003 (3) | 0.001 (3) | −0.010 (3) |
| C73 | 0.037 (3) | 0.030 (3) | 0.078 (5) | −0.003 (2) | 0.018 (3) | −0.011 (3) |
| C74 | 0.030 (3) | 0.035 (3) | 0.086 (5) | −0.004 (2) | 0.008 (3) | −0.004 (3) |
| O16 | 0.069 (4) | 0.077 (4) | 0.056 (3) | −0.006 (3) | −0.006 (3) | −0.009 (3) |
| C75 | 0.076 (6) | 0.094 (7) | 0.104 (8) | −0.011 (5) | −0.020 (6) | 0.038 (7) |
| C76 | 0.044 (5) | 0.120 (9) | 0.144 (11) | 0.006 (5) | 0.012 (6) | 0.041 (8) |
| C77 | 0.088 (7) | 0.056 (5) | 0.097 (7) | 0.016 (4) | −0.022 (6) | 0.009 (5) |
| C78 | 0.072 (5) | 0.057 (4) | 0.050 (4) | 0.005 (4) | −0.005 (4) | 0.005 (4) |
Bis[(2.2.2-cryptand)potassium] 2,2,4,6-tetraphenyl-1,3,5,2λ4,4,6-trioxatriborinan-2-ide cyanomethyldiphenylborate tetrahydrofuran disolvate (4) . Geometric parameters (Å, º)
| B1—O1 | 1.499 (8) | O8—C53 | 1.433 (7) |
| B1—O3 | 1.508 (8) | O9—C54 | 1.420 (7) |
| B1—C1 | 1.634 (10) | O9—C55 | 1.432 (7) |
| B1—C7 | 1.655 (10) | N2—C45 | 1.457 (9) |
| B2—O1 | 1.331 (8) | N2—C51 | 1.463 (8) |
| B2—O2 | 1.374 (8) | N2—C39 | 1.475 (9) |
| B2—C13 | 1.589 (9) | N3—C56 | 1.464 (8) |
| B3—O3 | 1.342 (8) | N3—C50 | 1.469 (8) |
| B3—O2 | 1.380 (8) | N3—C44 | 1.472 (9) |
| B3—C19 | 1.601 (9) | C39—C40 | 1.481 (12) |
| C1—C6 | 1.374 (9) | C41—C42 | 1.466 (12) |
| C1—C2 | 1.394 (9) | C43—C44 | 1.513 (10) |
| C2—C3 | 1.375 (9) | C45—C46 | 1.507 (9) |
| C3—C4 | 1.368 (11) | C47—C48 | 1.497 (9) |
| C4—C5 | 1.405 (12) | C49—C50 | 1.511 (10) |
| C5—C6 | 1.370 (11) | C51—C52 | 1.499 (10) |
| C7—C8 | 1.375 (10) | C53—C54 | 1.500 (9) |
| C7—C12 | 1.401 (9) | C55—C56 | 1.522 (9) |
| C8—C9 | 1.364 (12) | K2—O11 | 2.802 (4) |
| C9—C10 | 1.366 (14) | K2—O13 | 2.824 (4) |
| C10—C11 | 1.371 (13) | K2—O14 | 2.826 (4) |
| C11—C12 | 1.408 (11) | K2—O15 | 2.828 (4) |
| C13—C14 | 1.368 (10) | K2—O10 | 2.848 (5) |
| C13—C18 | 1.413 (9) | K2—O12 | 2.855 (5) |
| C14—C15 | 1.382 (10) | K2—N5 | 2.947 (5) |
| C15—C16 | 1.372 (12) | K2—N4 | 2.980 (7) |
| C16—C17 | 1.414 (13) | O10—C59 | 1.387 (10) |
| C17—C18 | 1.373 (10) | O10—C58 | 1.407 (12) |
| C19—C24 | 1.367 (9) | O11—C61 | 1.436 (10) |
| C19—C20 | 1.387 (9) | O11—C60 | 1.475 (9) |
| C20—C21 | 1.379 (9) | O12—C64 | 1.429 (11) |
| C21—C22 | 1.435 (11) | O12—C65 | 1.433 (10) |
| C22—C23 | 1.371 (10) | O13—C66 | 1.412 (8) |
| C23—C24 | 1.394 (9) | O13—C67 | 1.421 (9) |
| B4—C26 | 1.488 (10) | O14—C70 | 1.406 (9) |
| B4—C25 | 1.614 (10) | O14—C71 | 1.430 (7) |
| B4—C27 | 1.633 (11) | O15—C73 | 1.421 (7) |
| B4—C33 | 1.648 (11) | O15—C72 | 1.438 (7) |
| N1—C25 | 1.163 (10) | N4—C63 | 1.459 (11) |
| C27—C32 | 1.384 (10) | N4—C69 | 1.462 (10) |
| C27—C28 | 1.399 (11) | N4—C57 | 1.474 (12) |
| C28—C29 | 1.423 (13) | N5—C62 | 1.471 (9) |
| C29—C30 | 1.345 (14) | N5—C68 | 1.483 (9) |
| C30—C31 | 1.336 (14) | N5—C74 | 1.490 (8) |
| C31—C32 | 1.365 (11) | C57—C58 | 1.482 (16) |
| C33—C34 | 1.380 (9) | C59—C60 | 1.452 (12) |
| C33—C38 | 1.394 (11) | C61—C62 | 1.493 (11) |
| C34—C35 | 1.369 (10) | C63—C64 | 1.464 (14) |
| C35—C36 | 1.339 (10) | C65—C66 | 1.486 (12) |
| C36—C37 | 1.365 (10) | C67—C68 | 1.506 (10) |
| C37—C38 | 1.400 (12) | C69—C70 | 1.504 (10) |
| K1—O9 | 2.805 (4) | C71—C72 | 1.475 (9) |
| K1—O5 | 2.815 (4) | C73—C74 | 1.510 (11) |
| K1—O6 | 2.819 (4) | O16—C75 | 1.393 (12) |
| K1—O4 | 2.830 (5) | O16—C78 | 1.435 (9) |
| K1—O7 | 2.872 (4) | C75—C76 | 1.467 (14) |
| K1—O8 | 2.873 (4) | C76—C77 | 1.546 (17) |
| K1—N2 | 2.965 (5) | C77—C78 | 1.478 (13) |
| K1—N3 | 2.974 (5) | O17—C79 | 1.49 (3) |
| O4—C41 | 1.405 (9) | O17—C82 | 1.52 (3) |
| O4—C40 | 1.440 (11) | C79—C80 | 1.65 (3) |
| O5—C43 | 1.435 (8) | C80—C81 | 1.59 (4) |
| O5—C42 | 1.468 (8) | C81—C82 | 1.44 (4) |
| O6—C47 | 1.420 (7) | O17B—C79B | 1.54 (3) |
| O6—C46 | 1.431 (7) | O17B—C82B | 1.66 (3) |
| O7—C48 | 1.425 (7) | C79B—C80B | 1.41 (3) |
| O7—C49 | 1.431 (8) | C80B—C81B | 1.39 (3) |
| O8—C52 | 1.420 (7) | C81B—C82B | 1.63 (3) |
| O1—B1—O3 | 109.9 (5) | C45—N2—K1 | 108.8 (3) |
| O1—B1—C1 | 110.1 (5) | C51—N2—K1 | 109.0 (3) |
| O3—B1—C1 | 107.2 (5) | C39—N2—K1 | 110.6 (4) |
| O1—B1—C7 | 108.8 (5) | C56—N3—C50 | 110.1 (5) |
| O3—B1—C7 | 109.8 (5) | C56—N3—C44 | 109.6 (5) |
| C1—B1—C7 | 111.0 (5) | C50—N3—C44 | 109.8 (5) |
| O1—B2—O2 | 122.2 (6) | C56—N3—K1 | 108.7 (3) |
| O1—B2—C13 | 120.2 (6) | C50—N3—K1 | 110.0 (3) |
| O2—B2—C13 | 117.6 (5) | C44—N3—K1 | 108.7 (4) |
| O3—B3—O2 | 123.0 (6) | N2—C39—C40 | 114.6 (6) |
| O3—B3—C19 | 120.5 (5) | O4—C40—C39 | 109.0 (6) |
| O2—B3—C19 | 116.5 (5) | O4—C41—C42 | 108.7 (6) |
| B2—O1—B1 | 123.3 (5) | C41—C42—O5 | 110.3 (5) |
| B2—O2—B3 | 118.5 (5) | O5—C43—C44 | 108.3 (5) |
| B3—O3—B1 | 121.9 (5) | N3—C44—C43 | 113.9 (5) |
| C6—C1—C2 | 116.4 (6) | N2—C45—C46 | 114.2 (5) |
| C6—C1—B1 | 119.4 (6) | O6—C46—C45 | 109.0 (5) |
| C2—C1—B1 | 124.1 (6) | O6—C47—C48 | 109.3 (5) |
| C3—C2—C1 | 123.1 (6) | O7—C48—C47 | 109.6 (5) |
| C4—C3—C2 | 119.0 (6) | O7—C49—C50 | 109.1 (6) |
| C3—C4—C5 | 119.7 (7) | N3—C50—C49 | 114.6 (5) |
| C6—C5—C4 | 119.6 (7) | N2—C51—C52 | 114.9 (5) |
| C5—C6—C1 | 122.3 (7) | O8—C52—C51 | 109.7 (6) |
| C8—C7—C12 | 118.1 (7) | O8—C53—C54 | 109.1 (5) |
| C8—C7—B1 | 123.0 (6) | O9—C54—C53 | 109.3 (5) |
| C12—C7—B1 | 118.9 (6) | O9—C55—C56 | 108.6 (5) |
| C9—C8—C7 | 121.1 (8) | N3—C56—C55 | 115.0 (5) |
| C8—C9—C10 | 121.5 (8) | O11—K2—O13 | 95.89 (15) |
| C9—C10—C11 | 119.7 (7) | O11—K2—O14 | 139.54 (15) |
| C10—C11—C12 | 119.4 (7) | O13—K2—O14 | 121.34 (15) |
| C7—C12—C11 | 120.3 (7) | O11—K2—O15 | 100.52 (14) |
| C14—C13—C18 | 116.2 (6) | O13—K2—O15 | 101.51 (13) |
| C14—C13—B2 | 122.1 (6) | O14—K2—O15 | 59.70 (12) |
| C18—C13—B2 | 121.7 (6) | O11—K2—O10 | 59.95 (16) |
| C13—C14—C15 | 120.1 (7) | O13—K2—O10 | 138.17 (15) |
| C16—C15—C14 | 123.1 (7) | O14—K2—O10 | 94.97 (15) |
| C15—C16—C17 | 118.9 (7) | O15—K2—O10 | 115.46 (16) |
| C18—C17—C16 | 116.3 (7) | O11—K2—O12 | 112.31 (15) |
| C17—C18—C13 | 125.3 (7) | O13—K2—O12 | 59.27 (15) |
| C24—C19—C20 | 118.6 (6) | O14—K2—O12 | 100.96 (14) |
| C24—C19—B3 | 121.8 (6) | O15—K2—O12 | 142.74 (15) |
| C20—C19—B3 | 119.6 (6) | O10—K2—O12 | 96.54 (17) |
| C21—C20—C19 | 121.7 (6) | O11—K2—N5 | 61.21 (15) |
| C20—C21—C22 | 120.0 (7) | O13—K2—N5 | 61.52 (15) |
| C23—C22—C21 | 116.5 (6) | O14—K2—N5 | 120.95 (13) |
| C22—C23—C24 | 122.7 (6) | O15—K2—N5 | 62.25 (13) |
| C19—C24—C23 | 120.4 (7) | O10—K2—N5 | 119.07 (17) |
| C26—B4—C25 | 110.9 (6) | O12—K2—N5 | 119.12 (15) |
| C26—B4—C27 | 113.2 (7) | O11—K2—N4 | 118.08 (18) |
| C25—B4—C27 | 104.2 (6) | O13—K2—N4 | 118.20 (18) |
| C26—B4—C33 | 109.1 (6) | O14—K2—N4 | 60.00 (14) |
| C25—B4—C33 | 106.6 (7) | O15—K2—N4 | 118.67 (14) |
| C27—B4—C33 | 112.5 (6) | O10—K2—N4 | 60.4 (2) |
| N1—C25—B4 | 171.6 (9) | O12—K2—N4 | 60.39 (17) |
| C32—C27—C28 | 115.2 (7) | N5—K2—N4 | 179.04 (16) |
| C32—C27—B4 | 125.9 (7) | C59—O10—C58 | 107.1 (7) |
| C28—C27—B4 | 118.8 (7) | C59—O10—K2 | 113.4 (4) |
| C27—C28—C29 | 120.6 (7) | C58—O10—K2 | 117.1 (5) |
| C30—C29—C28 | 119.6 (8) | C61—O11—C60 | 110.4 (6) |
| C31—C30—C29 | 120.7 (8) | C61—O11—K2 | 117.1 (4) |
| C30—C31—C32 | 120.4 (9) | C60—O11—K2 | 113.7 (4) |
| C31—C32—C27 | 123.3 (8) | C64—O12—C65 | 110.9 (7) |
| C34—C33—C38 | 115.1 (6) | C64—O12—K2 | 115.9 (4) |
| C34—C33—B4 | 120.8 (6) | C65—O12—K2 | 115.5 (4) |
| C38—C33—B4 | 124.2 (6) | C66—O13—C67 | 111.1 (5) |
| C35—C34—C33 | 122.8 (6) | C66—O13—K2 | 116.6 (4) |
| C36—C35—C34 | 121.7 (6) | C67—O13—K2 | 117.9 (4) |
| C35—C36—C37 | 118.3 (7) | C70—O14—C71 | 112.9 (5) |
| C36—C37—C38 | 120.8 (7) | C70—O14—K2 | 119.3 (4) |
| C33—C38—C37 | 121.1 (7) | C71—O14—K2 | 116.3 (3) |
| O9—K1—O5 | 97.61 (12) | C73—O15—C72 | 112.0 (5) |
| O9—K1—O6 | 120.79 (13) | C73—O15—K2 | 115.3 (3) |
| O5—K1—O6 | 136.77 (13) | C72—O15—K2 | 115.1 (3) |
| O9—K1—O4 | 138.46 (13) | C63—N4—C69 | 109.8 (7) |
| O5—K1—O4 | 59.89 (14) | C63—N4—C57 | 109.4 (7) |
| O6—K1—O4 | 95.88 (13) | C69—N4—C57 | 109.2 (7) |
| O9—K1—O7 | 100.40 (12) | C63—N4—K2 | 109.8 (4) |
| O5—K1—O7 | 97.57 (13) | C69—N4—K2 | 109.7 (4) |
| O6—K1—O7 | 59.09 (12) | C57—N4—K2 | 109.0 (6) |
| O4—K1—O7 | 115.96 (14) | C62—N5—C68 | 111.7 (5) |
| O9—K1—O8 | 59.14 (11) | C62—N5—C74 | 109.2 (6) |
| O5—K1—O8 | 116.81 (13) | C68—N5—C74 | 109.6 (5) |
| O6—K1—O8 | 100.66 (11) | C62—N5—K2 | 110.4 (4) |
| O4—K1—O8 | 97.99 (15) | C68—N5—K2 | 107.7 (4) |
| O7—K1—O8 | 140.91 (13) | C74—N5—K2 | 108.1 (3) |
| O9—K1—N2 | 119.17 (13) | N4—C57—C58 | 113.6 (7) |
| O5—K1—N2 | 118.79 (15) | O10—C58—C57 | 110.6 (9) |
| O6—K1—N2 | 60.90 (13) | O10—C59—C60 | 108.5 (6) |
| O4—K1—N2 | 60.26 (16) | C59—C60—O11 | 109.5 (6) |
| O7—K1—N2 | 118.90 (13) | O11—C61—C62 | 109.9 (6) |
| O8—K1—N2 | 61.17 (12) | N5—C62—C61 | 114.4 (5) |
| O9—K1—N3 | 61.21 (12) | N4—C63—C64 | 114.2 (6) |
| O5—K1—N3 | 61.12 (15) | O12—C64—C63 | 111.1 (8) |
| O6—K1—N3 | 118.86 (13) | O12—C65—C66 | 109.1 (6) |
| O4—K1—N3 | 119.57 (16) | O13—C66—C65 | 110.6 (6) |
| O7—K1—N3 | 60.81 (13) | O13—C67—C68 | 109.4 (5) |
| O8—K1—N3 | 119.23 (12) | N5—C68—C67 | 114.1 (5) |
| N2—K1—N3 | 179.61 (15) | N4—C69—C70 | 112.5 (7) |
| C41—O4—C40 | 108.8 (6) | O14—C70—C69 | 110.9 (6) |
| C41—O4—K1 | 116.5 (4) | O14—C71—C72 | 109.8 (5) |
| C40—O4—K1 | 118.1 (4) | O15—C72—C71 | 109.9 (5) |
| C43—O5—C42 | 110.1 (5) | O15—C73—C74 | 110.1 (5) |
| C43—O5—K1 | 117.3 (4) | N5—C74—C73 | 114.0 (6) |
| C42—O5—K1 | 113.6 (4) | C75—O16—C78 | 105.8 (7) |
| C47—O6—C46 | 110.5 (4) | O16—C75—C76 | 109.3 (9) |
| C47—O6—K1 | 117.6 (3) | C75—C76—C77 | 104.4 (8) |
| C46—O6—K1 | 118.1 (3) | C78—C77—C76 | 102.9 (8) |
| C48—O7—C49 | 110.8 (5) | O16—C78—C77 | 106.3 (7) |
| C48—O7—K1 | 115.1 (3) | C79—O17—C82 | 107.3 (16) |
| C49—O7—K1 | 116.0 (3) | O17—C79—C80 | 101.2 (15) |
| C52—O8—C53 | 110.3 (5) | C81—C80—C79 | 93 (2) |
| C52—O8—K1 | 114.9 (3) | C82—C81—C80 | 106 (3) |
| C53—O8—K1 | 114.0 (3) | C81—C82—O17 | 106 (2) |
| C54—O9—C55 | 110.0 (4) | C79B—O17B—C82B | 103.9 (17) |
| C54—O9—K1 | 118.8 (3) | C80B—C79B—O17B | 102.6 (19) |
| C55—O9—K1 | 118.7 (3) | C81B—C80B—C79B | 113 (2) |
| C45—N2—C51 | 110.0 (6) | C80B—C81B—C82B | 110.4 (18) |
| C45—N2—C39 | 109.9 (5) | C81B—C82B—O17B | 92.6 (15) |
| C51—N2—C39 | 108.5 (5) |
Funding Statement
This work was funded by National Science Foundation grant CHE-1855328.
References
- Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, 2, S1–S19.
- Au-Yeung, K. C., So, Y. M., Sung, H. H. Y., Williams, I. D. & Leung, W. H. (2016). Dalton Trans. 45, 18163–18170. [DOI] [PubMed]
- Beckett, M. A., Bennett, E. L., Horton, P. N. & Hursthouse, M. B. (2010). J. Organomet. Chem. 695, 1080–1083.
- Beckett, M. A., Coles, S. J., Horton, P. N., Jones, C. L., Marshall, E. V. & Perry, T. (2018). J. Organomet. Chem. 865, 72–79.
- Beckett, M. A., Coles, S. J., Light, M. E., Fischer, L., Stiefvater-Thomas, B. M. & Varma, K. S. (2006). Polyhedron, 25, 1011–1016.
- Broomsgrove, A. E. J., Addy, D. A., Di Paolo, A., Morgan, I. R., Bresner, C., Chislett, V., Fallis, I. A., Thompson, A. L., Vidovic, D. & Aldridge, S. (2010). Inorg. Chem. 49, 157–173. [DOI] [PubMed]
- Bruker (2013). SAINT. Bruker AXS, Inc., Madison, Wisconsin, USA.
- Bruker (2014). APEX2. Bruker AXS, Inc., Madison, Wisconsin, USA.
- Brunkan, N. M., Brestensky, D. M. & Jones, W. D. (2004). J. Am. Chem. Soc. 126, 3627–3641. [DOI] [PubMed]
- Carlton, L., Weber, R. & Levendis, D. C. (1998). Inorg. Chem. 37, 1264–1271. [DOI] [PubMed]
- Cornock, M. C., Robertson, D. R., Stephenson, T. A., Jones, C. L., Milburn, G. H. W. & Sawyer, L. (1977). J. Organomet. Chem. 135, C50–C52.
- Fernandes, M. A., Cîrcu, V., Weber, R., Varnali, T. & Carlton, L. (2002). J. Chem. Crystallogr. 32, 273–278.
- Kliegel, W., Motzkus, H.-W., Rettig, S. J. & Trotter, J. (1986). Can. J. Chem. 64, 507–513.
- Kratzert, D. & Krossing, I. (2018). J. Appl. Cryst. 51, 928–934.
- Krause, L., Herbst-Irmer, R., Sheldrick, G. M. & Stalke, D. (2015). J. Appl. Cryst. 48, 3–10. [DOI] [PMC free article] [PubMed]
- Nazarenko, A. Y., Belsky, V. K. & Streltsova, N. R. (1996). Zh. Neorg. Khim. 41, 1119–1123.
- Pankowski, M., Cabestaing, C. & Jaouen, G. (1996). J. Organomet. Chem. 516, 11–16.
- Priego, J. L., Doerrer, L. H., Rees, L. H. & Green, M. L. H. (2000). Chem. Commun. pp. 779–780.
- Schelter, E. J., Shatruk, M., Heintz, R. A., Galán-Mascarós, J. R. & Dunbar, K. R. (2005). Chem. Commun. pp. 1417–1419. [DOI] [PubMed]
- Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [DOI] [PubMed]
- Sheldrick, G. M. (2012). TWINABS. University of Göttingen, Germany.
- Sheldrick, G. M. (2015a). Acta Cryst. A71, 3–8.
- Sheldrick, G. M. (2015b). Acta Cryst. C71, 3–8.
- Vei, I. C., Pascu, S. I., Green, M. L. H., Green, J. C., Schilling, R. E., Anderson, G. D. W. & Rees, L. H. (2003). Dalton Trans. pp. 2550–2557.
- Wilson, A. J. C. (1992). International Tables for Crystallography, Vol. C. Dordrecht: Kluwer Academic Publishers.
- Zeller, E., Beruda, H. & Schmidbaur, H. (1993). Chem. Ber. 126, 2033–2036.
- Zhou, J., Lancaster, S. J., Walker, D. A., Beck, S., Thornton-Pett, M. & Bochmann, M. (2001). J. Am. Chem. Soc. 123, 223–237. [DOI] [PubMed]
- Zhu, D. & Kochi, J. K. (1999). Organometallics, 18, 161–172.
Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Crystal structure: contains datablock(s) 1-Dy, 1-Y, 2, 3, 4. DOI: 10.1107/S2056989021006861/pk2658sup1.cif
e-77-00799-sup1.cif (5.6MB, cif)
Structure factors: contains datablock(s) 1-Dy. DOI: 10.1107/S2056989021006861/pk26581-Dysup7.hkl
e-77-00799-1-Dysup7.hkl (671.6KB, hkl)
Structure factors: contains datablock(s) 1-Y. DOI: 10.1107/S2056989021006861/pk26581-Ysup8.hkl
e-77-00799-1-Ysup8.hkl (634.2KB, hkl)
Structure factors: contains datablock(s) 2. DOI: 10.1107/S2056989021006861/pk26582sup4.hkl
e-77-00799-2sup4.hkl (473.9KB, hkl)
Structure factors: contains datablock(s) 3. DOI: 10.1107/S2056989021006861/pk26583sup5.hkl
e-77-00799-3sup5.hkl (575.4KB, hkl)
Structure factors: contains datablock(s) 4. DOI: 10.1107/S2056989021006861/pk26584sup6.hkl
e-77-00799-4sup6.hkl (1.2MB, hkl)
Additional supporting information: crystallographic information; 3D view; checkCIF report