Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113023135/ky3026sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270113023135/ky3026AlPhCNiPr23sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270113023135/ky3026AlPhCNiPr22Clsup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270113023135/ky3026AlPhCNCy22Clsup4.hkl |
CCDC references: 969447; 969448; 969449
Metastable aluminium(I) halides are known to undergo disproportionation reactions to form aluminium metal and aluminium trihalides at temperatures above 195 K (equation 1 of Schnoeckel, 2010), i.e.
3 AlCl → 2 Al + AlCl3.
In order to stabilize metalloid aluminium clusters (AlnRmXy or AlnRm where n > m + y), nucleophilic ligand compounds with the potential to undergo ligand metathesis reactions are added. Due to the high reactivity of many aluminium monohalide solutions, these reactions are typically initiated in solution at 195 K and subsequently allowed to warm to room temperature.
The majority of ligands used in metalloid aluminium cluster chemistry have been monodentate nitrogen- or oxygen-based species. To study the effect of ligand denticity on metalloid aluminium cluster formation, amidinate ligands were selected for use in the present study. Amidinate and guanidate ligands containing bulky alkyl groups have previously been used to stabilize reduced oxidation state alane derivatives and are known to form crystalline aluminium(III) compounds in the presence of aluminium monohalides (Bonyhady et al., 2010; Dange et al., 2012). Nitrogen-bound alkyl groups of varying steric bulk (isopropyl and cyclohexyl) were selected in this study in an attempt to probe the effect of ligand sterics on metal-cluster formation. Lithium amidinates were generated in situ through reaction of phenyllithium with the corresponding carbodiimide reagent (Luo et al., 2002). The reaction of AlCl(THF)n (THF is tetrahydrofuran) with lithium amidinates resulted in the formation of three novel aluminium(III) amidinate complexes, (I)–(III) (see scheme).
For the preparation of Al{PhC[N(i—Pr)]2}3, (I), and Al{PhC[N(i—Pr)]2}2Cl, (II), Li{PhC[N(i—Pr)]2} (1.45 g, 7.0 mmol) was dissolved in toluene (10 ml) and cooled to 195 K. To this suspension was added cold AlCl(THF)n (6.6 mmol, 17.6 ml of a 380 mmol solution in toluene–THF 3:1 v/v) via syringe. The resultant brown reaction mixture was warmed to room temperature over the course of 2 h and then heated to 333 K for 16 h. The reaction mixture was subsequently cooled to room temperature and the solvent removed in vacuo. Extraction of the brown residue into pentane (50 ml) and filtration via cannula resulted in a dark-brown solution. This solution was concentrated to approximately 10 ml, from which colourless blocks of (I) were obtained. Further filtration and concentration of the solution resulted in a few pale-yellow crystals of (II).
For the preparation of Al[PhC(NCy)2]2Cl, (III), dicyclohexylcarbodiimide (1.044 g, 5.06 mmol) was dissolved in toluene (10 ml) at room temperature. To this solution was added phenyllithium (5.06 mmol, 2.5 ml of a 2.0 M solution in dibutyl ether) and the reaction mixture stirred for 1 h. The resultant yellow solution was cooled to 195 K and cold AlCl(THF)n (4.82 mmol, 20 ml of a 240 mM solution in toluene–THF 3:1 v/v) was added quickly via syringe. The resultant brown solution was slowly warmed to room temperature overnight. The reaction mixture was subsequently concentrated to ca 10 ml, filtered via cannula and stored at 258 K for 10 d, after which a few pale-yellow plates of (III) formed on the glass wall.
Crystal data, data collection and structure refinement details are summarized in Table 1. All H atoms were positioned geometrically and refined in riding mode, with C—H = 0.95, 0.98, 0.99 and 1.00 Å for sp2, CH3, CH2 and sp3 H atoms, respectively. Uiso(H) values were set to 1.5Ueq(C) for CH3 groups and 1.2Ueq(C) for other atoms. Four isopropyl groups in (I) were modelled as disordered over two sites. A total of 58 rigid-bond, equivalent displacement parameter and distance restraints were required to give a chemically sensible model.
The reaction with Li{PhC[N(i—Pr)]2} gave two separate crystalline products. The initial product formed was the homoleptic aluminium amidinate Al{PhC[N(i—Pr)]2}3, (I), which crystallized out of the reaction mixture as colourless blocks (Fig. 1). Two crystallographically independent molecules (Z' = 2) with similar core coordination geometries are present within the crystal structure. Each has a central six-coordinate AlIII cation, which is distorted from octahedral geometry due to the demands of bonding to three chelating ligands. The Al—N bond lengths are in the range 1.9826 (15)–2.0344 (15) Å in one molecule and 2.0156 (15)–2.0382 (15) Å in the other (Table 2). Of these, the Al1—N1A bond is noticably shorter than the others. However, as this is one of four N atoms which is bound to a disordered isopropyl group, this may not be chemically significant. The N—C(N) bond lengths in the amidinate ligands are in the ranges 1.320 (2)–1.330 (2) and 1.326 (2)–1.329 (2) Å for the two independent molecules (see Supplementary materials). The Al—N metric parameters are very similar to those of the homoleptic AlIII guanidinate complex reported by Kenney et al. (2005); indeed, the bond lengths and angles agree to within ±0.02 Å and ±1°, respectively (excepting the differing guanidinate C—N connectivity).
From the same reaction mixture that formed (I), yellow plates of the heteroleptic Al{PhC[N(i—Pr)]2}2Cl complex, (II), formed upon further cooling of the solution (Fig. 2). Again, there are two crystallographically independent (Z' = 2) but geometrically similar molecules present. Differences between the two molecules are most pronounced in the orientations of the isopropyl substituents. Both display a five-coordinate AlIII centre with slightly wider N—Al—N chelate bite angles than those seen in six-coordinate (I) (all approximately 68°, compared with approximately 65.5°). The Al—N bond lengths in (II) are in the ranges 1.9102 (18)–1.9932 (18) and 1.9046 (18)–2.0076 (18) Å, with Al—Cl bond lengths of 2.2046 (8) and 2.2027 (8) Å for the two molecules (Table 3). As expected, the Al—N distances are thus systematically shorter than those in the lower coordination number complex, (I). The N—C(N) bond lengths are in the range 1.317 (3)–1.346 (3) Å and the N—Ci-Pr bond lengths are in the range 1.464 (3)–1.477 (3) Å. The bond lengths in (II) are in close agreement with those in the heteroleptic aluminium amidinate Al{MeC[N(i—Pr)]2}2Cl reported by Coles et al. (1997). Despite the size and electronic differences between Ph and Me, the structural differences between (II) and Al{MeC[N(i—Pr)]2}2Cl are minor, resulting in bond lengths that generally agree to within 0.02 Å.
The reaction between AlCl(THF)n and Li[PhC(NCy)2] resulted in a dark-brown solution which yielded Al[PhC(NCy)2]2Cl, (III), as yellow plate crystals (Fig. 3). Each molecule is bisected by a twofold rotation axis that runs through the Al and Cl atoms, and thus the two PhC(NCy)2 ligands are identical and Z' = 0.5. The central AlIII cation in (III) has a similar coordination geometry to that of (II), with Al—N bond lengths of 1.9260 (12) and 1.9952 (12) Å and an Al—Cl bond length of 2.1855 (9) Å (Table 4). The N—C(N) bond lengths are 1.3213 (18) and 1.3407 (18) Å, and the N—Ci-Pr bond lengths are 1.4647 (18) and 1.4680 (18) Å. The bond lengths and angles in (III) are quite similar to those in Al[t-BuC(NCy)2]2Cl (Coles et al., 1997). In general, the bond lengths of (III) are within 0.02 Å of those reported in Al[t-BuC(NCy)2]2Cl, and the bond angles in (III) are similarly close. The amidinate ligand groups in (II) and (III) are also similar, such that the bond angles and lengths between the ligand and AlIII cation generally agree to within 1° and 0.01 Å, respectively. The structure of (III) contains THF solvent, which was found to be both disordered and partially present. As this could not be refined satisfactorily, the SQUEEZE procedure of PLATON (Spek, 2009) was used to remove the effects of approximately 2.7 THF molecules from the unit cell. The disorder of these molecules may be related to the channel solvate nature of the packed structure, with the channels running parallel to the crystallographic c direction.
For related literature, see: Bonyhady et al. (2010); Coles et al. (1997); Dange et al. (2012); Kenney et al. (2005); Luo et al. (2002); Schnoeckel (2010); Spek (2009).
For all compounds, data collection: APEX2 (Bruker, 2010); cell refinement: APEX2 (Bruker, 2010); data reduction: APEX2 and SAINT (Bruker, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2012 (Sheldrick, 2012); molecular graphics: XSHEL (Bruker, 2004); software used to prepare material for publication: APEX2 (Bruker, 2010) and SHELXL2012 (Sheldrick, 2012).
[Al(C13H19N2)3] | Dx = 1.128 Mg m−3 |
Mr = 636.88 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Pccn | Cell parameters from 18169 reflections |
a = 31.286 (3) Å | θ = 2.3–22.3° |
b = 33.409 (3) Å | µ = 0.09 mm−1 |
c = 14.3488 (12) Å | T = 150 K |
V = 14998 (2) Å3 | Prism, colourless |
Z = 16 | 0.35 × 0.30 × 0.11 mm |
F(000) = 5536 |
Bruker SMART APEXII area-detector diffractometer | 14753 independent reflections |
Radiation source: sealed tube | 10759 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.086 |
Detector resolution: 11.198 pixels mm-1 | θmax = 26.0°, θmin = 1.7° |
φ and ω scans | h = 0→38 |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2008) | k = 0→41 |
Tmin = 0.930, Tmax = 0.990 | l = 0→17 |
242499 measured reflections |
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)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.087 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.010P)2 + 9.5P] where P = (Fo2 + 2Fc2)/3 |
14753 reflections | (Δ/σ)max = 0.001 |
901 parameters | Δρmax = 0.22 e Å−3 |
58 restraints | Δρmin = −0.23 e Å−3 |
[Al(C13H19N2)3] | V = 14998 (2) Å3 |
Mr = 636.88 | Z = 16 |
Orthorhombic, Pccn | Mo Kα radiation |
a = 31.286 (3) Å | µ = 0.09 mm−1 |
b = 33.409 (3) Å | T = 150 K |
c = 14.3488 (12) Å | 0.35 × 0.30 × 0.11 mm |
Bruker SMART APEXII area-detector diffractometer | 14753 independent reflections |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2008) | 10759 reflections with I > 2σ(I) |
Tmin = 0.930, Tmax = 0.990 | Rint = 0.086 |
242499 measured reflections |
R[F2 > 2σ(F2)] = 0.050 | 58 restraints |
wR(F2) = 0.087 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.22 e Å−3 |
14753 reflections | Δρmin = −0.23 e Å−3 |
901 parameters |
Experimental. Crystal was split into 2 domains tilted \sim5° from each other. After integration of the twin, reflections were merged into single domain set and used in all further refinements. Using 2 domains reflection set yields worse agreement between calculated and observed intensities. |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. 4 of 12 iso-propyl groups are disordered in 2 alternatiove orientations which geometry was restrained to be similar to each other and anisotropic adp's were retrained to rigid body motions. H atoms were positioned from geometric consideration and refined as riding on the attached atoms with orientation of CH3 groups optimized. Uiso of H atoms were constrained to value 20% larger than Ueqv of attached atoms (50% larger for CH3 groups). |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Al1 | 0.37698 (2) | 0.36642 (2) | 0.11857 (4) | 0.02437 (12) | |
C1A | 0.37432 (6) | 0.29394 (5) | 0.09789 (12) | 0.0284 (4) | |
C2A | 0.37184 (6) | 0.24948 (6) | 0.08663 (13) | 0.0338 (4) | |
C3A | 0.40335 (7) | 0.22501 (6) | 0.12315 (15) | 0.0489 (6) | |
H3A | 0.4276 | 0.2365 | 0.1528 | 0.059* | |
C4A | 0.39974 (9) | 0.18382 (6) | 0.11669 (17) | 0.0598 (7) | |
H4A | 0.4215 | 0.1672 | 0.1420 | 0.072* | |
C5A | 0.36490 (8) | 0.16680 (6) | 0.07382 (17) | 0.0568 (7) | |
H5A | 0.3623 | 0.1385 | 0.0706 | 0.068* | |
C6A | 0.33390 (8) | 0.19065 (6) | 0.03580 (16) | 0.0527 (6) | |
H6A | 0.3101 | 0.1789 | 0.0052 | 0.063* | |
C7A | 0.33738 (7) | 0.23199 (6) | 0.04205 (14) | 0.0417 (5) | |
H7A | 0.3158 | 0.2484 | 0.0154 | 0.050* | |
N1A | 0.35255 (5) | 0.31477 (4) | 0.16089 (10) | 0.0285 (3) | |
C8A | 0.42881 (9) | 0.30258 (13) | −0.0230 (2) | 0.0388 (6) | 0.866 (6) |
H8A | 0.4263 | 0.2727 | −0.0245 | 0.047* | 0.866 (6) |
C9A | 0.41914 (8) | 0.31832 (12) | −0.11927 (17) | 0.0531 (9) | 0.866 (6) |
H9A1 | 0.3900 | 0.3108 | −0.1369 | 0.080* | 0.866 (6) |
H9A2 | 0.4394 | 0.3069 | −0.1640 | 0.080* | 0.866 (6) |
H9A3 | 0.4217 | 0.3476 | −0.1194 | 0.080* | 0.866 (6) |
C10A | 0.47426 (9) | 0.31317 (15) | 0.0056 (2) | 0.0755 (13) | 0.866 (6) |
H10A | 0.4765 | 0.3422 | 0.0149 | 0.113* | 0.866 (6) |
H10B | 0.4942 | 0.3048 | −0.0434 | 0.113* | 0.866 (6) |
H10C | 0.4814 | 0.2993 | 0.0639 | 0.113* | 0.866 (6) |
C14A | 0.4342 (5) | 0.3029 (8) | −0.0110 (12) | 0.0388 (6) | 0.134 (6) |
H14A | 0.4466 | 0.2786 | 0.0193 | 0.047* | 0.134 (6) |
C15A | 0.4170 (6) | 0.2915 (7) | −0.1056 (12) | 0.0531 (9) | 0.134 (6) |
H15A | 0.4002 | 0.3137 | −0.1310 | 0.080* | 0.134 (6) |
H15B | 0.3988 | 0.2678 | −0.0997 | 0.080* | 0.134 (6) |
H15C | 0.4409 | 0.2855 | −0.1477 | 0.080* | 0.134 (6) |
C16A | 0.4692 (7) | 0.3341 (8) | −0.0227 (17) | 0.0755 (13) | 0.134 (6) |
H16A | 0.4917 | 0.3235 | −0.0631 | 0.113* | 0.134 (6) |
H16B | 0.4813 | 0.3407 | 0.0384 | 0.113* | 0.134 (6) |
H16C | 0.4571 | 0.3583 | −0.0509 | 0.113* | 0.134 (6) |
N2A | 0.39878 (5) | 0.31796 (4) | 0.04708 (10) | 0.0295 (3) | |
C11A | 0.32115 (9) | 0.30161 (8) | 0.22974 (18) | 0.0364 (7) | 0.853 (4) |
H11A | 0.3209 | 0.3227 | 0.2791 | 0.044* | 0.853 (4) |
C12A | 0.27625 (13) | 0.30108 (10) | 0.1887 (3) | 0.0428 (9) | 0.853 (4) |
H12A | 0.2702 | 0.3270 | 0.1594 | 0.064* | 0.853 (4) |
H12B | 0.2554 | 0.2962 | 0.2385 | 0.064* | 0.853 (4) |
H12C | 0.2742 | 0.2798 | 0.1420 | 0.064* | 0.853 (4) |
C13A | 0.33126 (9) | 0.26254 (8) | 0.27962 (18) | 0.0490 (8) | 0.853 (4) |
H13A | 0.3274 | 0.2401 | 0.2364 | 0.073* | 0.853 (4) |
H13B | 0.3120 | 0.2593 | 0.3329 | 0.073* | 0.853 (4) |
H13C | 0.3609 | 0.2631 | 0.3017 | 0.073* | 0.853 (4) |
C17A | 0.3173 (4) | 0.2924 (6) | 0.2075 (9) | 0.0364 (7) | 0.147 (4) |
H17A | 0.3160 | 0.2652 | 0.1785 | 0.044* | 0.147 (4) |
C18A | 0.2738 (8) | 0.3122 (8) | 0.193 (2) | 0.0428 (9) | 0.147 (4) |
H18A | 0.2751 | 0.3402 | 0.2132 | 0.064* | 0.147 (4) |
H18B | 0.2521 | 0.2979 | 0.2290 | 0.064* | 0.147 (4) |
H18C | 0.2663 | 0.3112 | 0.1264 | 0.064* | 0.147 (4) |
C19A | 0.3252 (5) | 0.2866 (5) | 0.3120 (9) | 0.0490 (8) | 0.147 (4) |
H19A | 0.3503 | 0.2695 | 0.3211 | 0.073* | 0.147 (4) |
H19B | 0.3002 | 0.2740 | 0.3405 | 0.073* | 0.147 (4) |
H19C | 0.3303 | 0.3127 | 0.3413 | 0.073* | 0.147 (4) |
C1B | 0.31026 (5) | 0.40381 (5) | 0.10400 (12) | 0.0255 (4) | |
C2B | 0.26968 (5) | 0.42727 (5) | 0.09307 (12) | 0.0274 (4) | |
C3B | 0.26978 (6) | 0.46290 (6) | 0.04392 (14) | 0.0385 (5) | |
H3B | 0.2957 | 0.4725 | 0.0175 | 0.046* | |
C4B | 0.23256 (6) | 0.48476 (6) | 0.03284 (15) | 0.0433 (5) | |
H4B | 0.2330 | 0.5091 | −0.0012 | 0.052* | |
C5B | 0.19492 (6) | 0.47118 (6) | 0.07120 (14) | 0.0366 (5) | |
H5B | 0.1694 | 0.4863 | 0.0640 | 0.044* | |
C6B | 0.19430 (6) | 0.43573 (5) | 0.11999 (14) | 0.0358 (5) | |
H6B | 0.1683 | 0.4263 | 0.1462 | 0.043* | |
C7B | 0.23155 (6) | 0.41387 (5) | 0.13095 (13) | 0.0333 (4) | |
H7B | 0.2310 | 0.3894 | 0.1648 | 0.040* | |
N1B | 0.33336 (4) | 0.40256 (4) | 0.18092 (10) | 0.0255 (3) | |
C8B | 0.32265 (6) | 0.42696 (5) | 0.26272 (13) | 0.0327 (4) | |
H8B | 0.3013 | 0.4476 | 0.2432 | 0.039* | |
C9B | 0.36203 (7) | 0.44842 (6) | 0.29873 (14) | 0.0460 (5) | |
H9B1 | 0.3830 | 0.4287 | 0.3203 | 0.069* | |
H9B2 | 0.3540 | 0.4660 | 0.3506 | 0.069* | |
H9B3 | 0.3745 | 0.4645 | 0.2485 | 0.069* | |
C10B | 0.30292 (7) | 0.40195 (6) | 0.34012 (14) | 0.0461 (5) | |
H10D | 0.2776 | 0.3881 | 0.3163 | 0.069* | |
H10E | 0.2947 | 0.4194 | 0.3919 | 0.069* | |
H10F | 0.3238 | 0.3822 | 0.3620 | 0.069* | |
C11B | 0.30466 (6) | 0.37478 (6) | −0.05187 (13) | 0.0354 (5) | |
H11B | 0.2761 | 0.3881 | −0.0475 | 0.042* | |
C12B | 0.32803 (8) | 0.39243 (7) | −0.13483 (14) | 0.0550 (6) | |
H12D | 0.3274 | 0.4217 | −0.1309 | 0.082* | |
H12E | 0.3140 | 0.3838 | −0.1925 | 0.082* | |
H12F | 0.3578 | 0.3832 | −0.1347 | 0.082* | |
N2B | 0.32770 (4) | 0.38256 (4) | 0.03550 (10) | 0.0266 (3) | |
C13B | 0.29714 (6) | 0.33021 (6) | −0.06506 (14) | 0.0419 (5) | |
H13D | 0.3247 | 0.3163 | −0.0674 | 0.063* | |
H13E | 0.2816 | 0.3257 | −0.1235 | 0.063* | |
H13F | 0.2802 | 0.3199 | −0.0128 | 0.063* | |
C1C | 0.44314 (6) | 0.40129 (5) | 0.15950 (13) | 0.0319 (4) | |
C2C | 0.48328 (6) | 0.42313 (6) | 0.18523 (14) | 0.0384 (5) | |
C3C | 0.52062 (7) | 0.41680 (7) | 0.13534 (19) | 0.0568 (6) | |
H3C | 0.5209 | 0.3982 | 0.0852 | 0.068* | |
C4 | 0.55767 (7) | 0.43756 (8) | 0.1585 (2) | 0.0696 (8) | |
H4 | 0.5832 | 0.4329 | 0.1244 | 0.083* | |
C5C | 0.55746 (8) | 0.46472 (8) | 0.2303 (2) | 0.0672 (8) | |
H5C | 0.5829 | 0.4787 | 0.2462 | 0.081* | |
C6C | 0.52063 (9) | 0.47162 (8) | 0.27891 (19) | 0.0705 (8) | |
H6C | 0.5203 | 0.4908 | 0.3278 | 0.085* | |
C7C | 0.48369 (8) | 0.45065 (7) | 0.25692 (17) | 0.0578 (6) | |
H7C | 0.4583 | 0.4553 | 0.2917 | 0.069* | |
N1C | 0.42638 (5) | 0.37157 (4) | 0.20806 (10) | 0.0290 (3) | |
C8C | 0.42788 (6) | 0.44607 (6) | 0.02949 (14) | 0.0401 (5) | |
H8C | 0.4501 | 0.4623 | 0.0623 | 0.048* | |
C9C | 0.38766 (6) | 0.47131 (6) | 0.02092 (15) | 0.0417 (5) | |
H9C1 | 0.3943 | 0.4962 | −0.0121 | 0.063* | |
H9C2 | 0.3768 | 0.4776 | 0.0832 | 0.063* | |
H9C3 | 0.3659 | 0.4564 | −0.0139 | 0.063* | |
C10C | 0.44466 (8) | 0.43558 (7) | −0.06678 (16) | 0.0648 (7) | |
H10G | 0.4708 | 0.4196 | −0.0607 | 0.097* | |
H10H | 0.4510 | 0.4602 | −0.1011 | 0.097* | |
H10I | 0.4230 | 0.4202 | −0.1006 | 0.097* | |
N2C | 0.41959 (5) | 0.40996 (4) | 0.08501 (11) | 0.0325 (4) | |
C11C | 0.44864 (6) | 0.35231 (6) | 0.28607 (13) | 0.0353 (5) | |
H11C | 0.4740 | 0.3692 | 0.3026 | 0.042* | |
C12C | 0.42030 (7) | 0.34970 (8) | 0.37019 (15) | 0.0637 (7) | |
H12G | 0.4136 | 0.3767 | 0.3923 | 0.096* | |
H12H | 0.4350 | 0.3348 | 0.4195 | 0.096* | |
H12I | 0.3938 | 0.3358 | 0.3536 | 0.096* | |
C13C | 0.46464 (9) | 0.31132 (7) | 0.25844 (18) | 0.0791 (9) | |
H13G | 0.4406 | 0.2951 | 0.2362 | 0.119* | |
H13H | 0.4778 | 0.2983 | 0.3125 | 0.119* | |
H13I | 0.4859 | 0.3140 | 0.2087 | 0.119* | |
Al2 | 0.37998 (2) | 0.64639 (2) | 0.36001 (4) | 0.02457 (12) | |
C1D | 0.31649 (5) | 0.60332 (5) | 0.34917 (12) | 0.0274 (4) | |
C2D | 0.27771 (5) | 0.57700 (5) | 0.34328 (12) | 0.0282 (4) | |
C3D | 0.24150 (6) | 0.58567 (5) | 0.39528 (13) | 0.0345 (4) | |
H3D | 0.2412 | 0.6086 | 0.4345 | 0.041* | |
C4D | 0.20570 (6) | 0.56131 (6) | 0.39077 (14) | 0.0384 (5) | |
H4D | 0.1812 | 0.5676 | 0.4269 | 0.046* | |
C5D | 0.20555 (6) | 0.52816 (6) | 0.33425 (14) | 0.0376 (5) | |
H5D | 0.1810 | 0.5115 | 0.3312 | 0.045* | |
C6D | 0.24119 (6) | 0.51914 (6) | 0.28200 (15) | 0.0424 (5) | |
H6D | 0.2411 | 0.4962 | 0.2427 | 0.051* | |
C7D | 0.27713 (6) | 0.54332 (6) | 0.28648 (14) | 0.0386 (5) | |
H7D | 0.3016 | 0.5368 | 0.2504 | 0.046* | |
N1D | 0.32807 (5) | 0.62932 (4) | 0.28395 (10) | 0.0307 (4) | |
C8D | 0.29988 (6) | 0.63924 (6) | 0.20547 (13) | 0.0381 (5) | |
H8D | 0.2717 | 0.6260 | 0.2165 | 0.046* | |
C9D | 0.29233 (6) | 0.68411 (6) | 0.20005 (14) | 0.0447 (5) | |
H9D1 | 0.2790 | 0.6933 | 0.2580 | 0.067* | |
H9D2 | 0.2734 | 0.6901 | 0.1474 | 0.067* | |
H9D3 | 0.3197 | 0.6979 | 0.1913 | 0.067* | |
C10D | 0.31777 (7) | 0.62359 (7) | 0.11355 (14) | 0.0542 (6) | |
H10J | 0.3465 | 0.6345 | 0.1037 | 0.081* | |
H10K | 0.2991 | 0.6319 | 0.0623 | 0.081* | |
H10L | 0.3193 | 0.5943 | 0.1156 | 0.081* | |
N2D | 0.34371 (4) | 0.60324 (4) | 0.42005 (10) | 0.0274 (3) | |
C11D | 0.34084 (6) | 0.57323 (5) | 0.49438 (13) | 0.0328 (4) | |
H11D | 0.3217 | 0.5512 | 0.4723 | 0.039* | |
C12D | 0.38475 (6) | 0.55526 (6) | 0.51400 (15) | 0.0424 (5) | |
H12J | 0.3949 | 0.5411 | 0.4585 | 0.064* | |
H12K | 0.3827 | 0.5365 | 0.5662 | 0.064* | |
H12L | 0.4048 | 0.5767 | 0.5299 | 0.064* | |
C13D | 0.32180 (7) | 0.59037 (6) | 0.58335 (14) | 0.0457 (5) | |
H13J | 0.3404 | 0.6116 | 0.6073 | 0.069* | |
H13K | 0.3193 | 0.5691 | 0.6301 | 0.069* | |
H13L | 0.2934 | 0.6015 | 0.5700 | 0.069* | |
C1E | 0.37174 (5) | 0.71908 (5) | 0.35371 (12) | 0.0256 (4) | |
C2E | 0.36747 (6) | 0.76381 (5) | 0.34912 (12) | 0.0296 (4) | |
C3E | 0.40107 (7) | 0.78807 (6) | 0.37688 (14) | 0.0395 (5) | |
H3E | 0.4266 | 0.7763 | 0.4000 | 0.047* | |
C4E | 0.39782 (8) | 0.82927 (6) | 0.37125 (16) | 0.0523 (6) | |
H4E | 0.4210 | 0.8456 | 0.3911 | 0.063* | |
C5E | 0.36123 (8) | 0.84666 (6) | 0.33711 (17) | 0.0559 (6) | |
H5E | 0.3593 | 0.8750 | 0.3321 | 0.067* | |
C6E | 0.32771 (7) | 0.82312 (7) | 0.31042 (17) | 0.0555 (6) | |
H6E | 0.3022 | 0.8351 | 0.2878 | 0.067* | |
C7E | 0.33065 (6) | 0.78179 (6) | 0.31620 (15) | 0.0430 (5) | |
H7E | 0.3072 | 0.7657 | 0.2974 | 0.052* | |
N1E | 0.39597 (4) | 0.69803 (4) | 0.29583 (10) | 0.0258 (3) | |
C8E | 0.42244 (6) | 0.71676 (5) | 0.22381 (12) | 0.0305 (4) | |
H8E | 0.4153 | 0.7459 | 0.2215 | 0.037* | |
C9E | 0.41301 (7) | 0.69879 (6) | 0.12889 (13) | 0.0441 (5) | |
H9E1 | 0.4186 | 0.6699 | 0.1305 | 0.066* | |
H9E2 | 0.4314 | 0.7114 | 0.0819 | 0.066* | |
H9E3 | 0.3830 | 0.7035 | 0.1129 | 0.066* | |
C10E | 0.46953 (6) | 0.71261 (6) | 0.24634 (14) | 0.0437 (5) | |
H10M | 0.4758 | 0.7268 | 0.3045 | 0.066* | |
H10N | 0.4865 | 0.7241 | 0.1956 | 0.066* | |
H10O | 0.4767 | 0.6842 | 0.2535 | 0.066* | |
N2E | 0.35260 (4) | 0.69555 (4) | 0.41534 (10) | 0.0277 (3) | |
C11E | 0.32134 (12) | 0.71432 (9) | 0.4803 (2) | 0.0287 (8) | 0.669 (3) |
H11E | 0.3197 | 0.7437 | 0.4674 | 0.034* | 0.669 (3) |
C12E | 0.2776 (3) | 0.6956 (5) | 0.4651 (9) | 0.0474 (19) | 0.669 (3) |
H12M | 0.2684 | 0.7003 | 0.4007 | 0.071* | 0.669 (3) |
H12N | 0.2569 | 0.7077 | 0.5080 | 0.071* | 0.669 (3) |
H12O | 0.2792 | 0.6667 | 0.4766 | 0.071* | 0.669 (3) |
C13E | 0.33384 (10) | 0.70779 (11) | 0.5821 (2) | 0.0458 (8) | 0.669 (3) |
H13M | 0.3368 | 0.6791 | 0.5942 | 0.069* | 0.669 (3) |
H13N | 0.3117 | 0.7190 | 0.6227 | 0.069* | 0.669 (3) |
H13O | 0.3611 | 0.7212 | 0.5946 | 0.069* | 0.669 (3) |
C17E | 0.3205 (3) | 0.6996 (2) | 0.4887 (6) | 0.0287 (8) | 0.331 (3) |
H17E | 0.3233 | 0.6759 | 0.5309 | 0.034* | 0.331 (3) |
C18E | 0.2755 (5) | 0.6997 (10) | 0.450 (2) | 0.0474 (19) | 0.331 (3) |
H18M | 0.2718 | 0.7227 | 0.4087 | 0.071* | 0.331 (3) |
H18N | 0.2550 | 0.7015 | 0.5019 | 0.071* | 0.331 (3) |
H18O | 0.2705 | 0.6749 | 0.4155 | 0.071* | 0.331 (3) |
C19E | 0.3304 (2) | 0.7364 (2) | 0.5451 (4) | 0.0458 (8) | 0.331 (3) |
H19M | 0.3114 | 0.7376 | 0.5993 | 0.069* | 0.331 (3) |
H19N | 0.3261 | 0.7603 | 0.5065 | 0.069* | 0.331 (3) |
H19O | 0.3602 | 0.7354 | 0.5661 | 0.069* | 0.331 (3) |
C1F | 0.45074 (5) | 0.61603 (5) | 0.38032 (13) | 0.0277 (4) | |
C2F | 0.49321 (6) | 0.59610 (5) | 0.39381 (14) | 0.0323 (4) | |
C3F | 0.52564 (6) | 0.60114 (5) | 0.32799 (15) | 0.0381 (5) | |
H3F | 0.5209 | 0.6178 | 0.2754 | 0.046* | |
C4F | 0.56468 (6) | 0.58206 (6) | 0.33873 (17) | 0.0465 (6) | |
H4F | 0.5867 | 0.5860 | 0.2940 | 0.056* | |
C5F | 0.57158 (6) | 0.55745 (6) | 0.41426 (17) | 0.0492 (6) | |
H5F | 0.5983 | 0.5443 | 0.4215 | 0.059* | |
C6F | 0.53976 (7) | 0.55191 (6) | 0.47929 (17) | 0.0483 (6) | |
H6F | 0.5445 | 0.5348 | 0.5311 | 0.058* | |
C7F | 0.50078 (6) | 0.57133 (6) | 0.46940 (15) | 0.0406 (5) | |
H7F | 0.4791 | 0.5676 | 0.5149 | 0.049* | |
N1F | 0.42561 (4) | 0.60969 (4) | 0.30707 (10) | 0.0288 (3) | |
C8F | 0.43367 (6) | 0.57660 (6) | 0.24177 (14) | 0.0384 (5) | |
H8F | 0.4595 | 0.5618 | 0.2638 | 0.046* | |
C9F | 0.39648 (8) | 0.54767 (7) | 0.24042 (17) | 0.0628 (7) | |
H9F1 | 0.3924 | 0.5365 | 0.3029 | 0.094* | |
H9F2 | 0.4025 | 0.5260 | 0.1963 | 0.094* | |
H9F3 | 0.3705 | 0.5618 | 0.2212 | 0.094* | |
C10F | 0.44222 (7) | 0.59103 (7) | 0.14327 (15) | 0.0507 (6) | |
H10P | 0.4165 | 0.6040 | 0.1186 | 0.076* | |
H10Q | 0.4497 | 0.5682 | 0.1038 | 0.076* | |
H10R | 0.4659 | 0.6102 | 0.1438 | 0.076* | |
N2F | 0.43312 (4) | 0.64145 (4) | 0.44012 (10) | 0.0262 (3) | |
C11F | 0.45671 (18) | 0.65933 (17) | 0.5185 (3) | 0.0301 (5) | 0.764 (14) |
H11F | 0.4865 | 0.6485 | 0.5173 | 0.036* | 0.764 (14) |
C12F | 0.4593 (2) | 0.70472 (13) | 0.5101 (4) | 0.0388 (11) | 0.764 (14) |
H12P | 0.4761 | 0.7118 | 0.4550 | 0.058* | 0.764 (14) |
H12Q | 0.4729 | 0.7158 | 0.5659 | 0.058* | 0.764 (14) |
H12R | 0.4304 | 0.7158 | 0.5040 | 0.058* | 0.764 (14) |
C13F | 0.43651 (18) | 0.64762 (17) | 0.6113 (3) | 0.0400 (10) | 0.764 (14) |
H13P | 0.4059 | 0.6539 | 0.6100 | 0.060* | 0.764 (14) |
H13Q | 0.4503 | 0.6625 | 0.6618 | 0.060* | 0.764 (14) |
H13R | 0.4403 | 0.6188 | 0.6216 | 0.060* | 0.764 (14) |
C17F | 0.4560 (6) | 0.6575 (5) | 0.5216 (8) | 0.0301 (5) | 0.236 (14) |
H17F | 0.4805 | 0.6396 | 0.5377 | 0.036* | 0.236 (14) |
C18F | 0.4727 (6) | 0.6986 (5) | 0.4939 (12) | 0.0388 (11) | 0.236 (14) |
H18D | 0.4957 | 0.6955 | 0.4482 | 0.058* | 0.236 (14) |
H18E | 0.4837 | 0.7124 | 0.5492 | 0.058* | 0.236 (14) |
H18F | 0.4494 | 0.7143 | 0.4665 | 0.058* | 0.236 (14) |
C19F | 0.4254 (5) | 0.6602 (5) | 0.6042 (11) | 0.0400 (10) | 0.236 (14) |
H19D | 0.3999 | 0.6753 | 0.5859 | 0.060* | 0.236 (14) |
H19E | 0.4396 | 0.6738 | 0.6561 | 0.060* | 0.236 (14) |
H19F | 0.4171 | 0.6332 | 0.6235 | 0.060* | 0.236 (14) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Al1 | 0.0253 (3) | 0.0241 (3) | 0.0238 (3) | 0.0048 (2) | −0.0012 (2) | 0.0003 (2) |
C1A | 0.0315 (10) | 0.0271 (9) | 0.0265 (9) | 0.0074 (8) | −0.0059 (8) | −0.0010 (8) |
C2A | 0.0423 (11) | 0.0277 (10) | 0.0313 (10) | 0.0055 (9) | 0.0032 (9) | −0.0021 (8) |
C3A | 0.0627 (15) | 0.0315 (11) | 0.0526 (14) | 0.0119 (10) | −0.0115 (12) | −0.0035 (10) |
C4A | 0.0845 (19) | 0.0311 (12) | 0.0637 (16) | 0.0194 (12) | −0.0080 (14) | 0.0018 (11) |
C5A | 0.0870 (19) | 0.0254 (11) | 0.0579 (15) | −0.0006 (12) | 0.0159 (14) | −0.0039 (11) |
C6A | 0.0624 (15) | 0.0372 (12) | 0.0585 (15) | −0.0069 (11) | 0.0056 (12) | −0.0111 (11) |
C7A | 0.0481 (13) | 0.0350 (11) | 0.0421 (12) | 0.0043 (10) | 0.0024 (10) | −0.0048 (10) |
N1A | 0.0324 (8) | 0.0259 (8) | 0.0272 (8) | 0.0050 (7) | 0.0015 (7) | 0.0006 (7) |
C8A | 0.0411 (13) | 0.0387 (11) | 0.0365 (14) | 0.0117 (11) | 0.0082 (11) | −0.0038 (11) |
C9A | 0.0438 (15) | 0.082 (3) | 0.0333 (13) | 0.0136 (16) | 0.0090 (11) | −0.0041 (16) |
C10A | 0.0319 (15) | 0.147 (4) | 0.047 (2) | 0.0269 (19) | 0.0039 (13) | −0.013 (2) |
C14A | 0.0411 (13) | 0.0387 (11) | 0.0365 (14) | 0.0117 (11) | 0.0082 (11) | −0.0038 (11) |
C15A | 0.0438 (15) | 0.082 (3) | 0.0333 (13) | 0.0136 (16) | 0.0090 (11) | −0.0041 (16) |
C16A | 0.0319 (15) | 0.147 (4) | 0.047 (2) | 0.0269 (19) | 0.0039 (13) | −0.013 (2) |
N2A | 0.0316 (8) | 0.0285 (8) | 0.0284 (8) | 0.0065 (7) | 0.0028 (7) | −0.0017 (7) |
C11A | 0.0471 (13) | 0.0342 (17) | 0.0279 (15) | 0.0006 (11) | 0.0094 (12) | −0.0019 (11) |
C12A | 0.0421 (14) | 0.035 (2) | 0.0508 (15) | −0.0102 (16) | 0.0107 (11) | −0.0005 (17) |
C13A | 0.0726 (18) | 0.0359 (16) | 0.0384 (15) | −0.0073 (14) | 0.0044 (13) | 0.0073 (12) |
C17A | 0.0471 (13) | 0.0342 (17) | 0.0279 (15) | 0.0006 (11) | 0.0094 (12) | −0.0019 (11) |
C18A | 0.0421 (14) | 0.035 (2) | 0.0508 (15) | −0.0102 (16) | 0.0107 (11) | −0.0005 (17) |
C19A | 0.0726 (18) | 0.0359 (16) | 0.0384 (15) | −0.0073 (14) | 0.0044 (13) | 0.0073 (12) |
C1B | 0.0258 (9) | 0.0204 (9) | 0.0302 (10) | 0.0010 (7) | 0.0025 (8) | 0.0046 (8) |
C2B | 0.0271 (9) | 0.0247 (9) | 0.0304 (10) | 0.0044 (8) | 0.0000 (8) | −0.0005 (8) |
C3B | 0.0285 (10) | 0.0349 (11) | 0.0521 (13) | 0.0068 (9) | 0.0091 (9) | 0.0129 (10) |
C4B | 0.0349 (11) | 0.0346 (11) | 0.0606 (14) | 0.0109 (9) | 0.0064 (10) | 0.0192 (10) |
C5B | 0.0259 (10) | 0.0340 (11) | 0.0498 (13) | 0.0094 (8) | −0.0016 (9) | 0.0015 (9) |
C6B | 0.0244 (10) | 0.0337 (11) | 0.0495 (12) | 0.0009 (8) | 0.0030 (9) | 0.0029 (9) |
C7B | 0.0311 (10) | 0.0264 (10) | 0.0424 (12) | 0.0035 (8) | 0.0006 (9) | 0.0063 (9) |
N1B | 0.0296 (8) | 0.0233 (8) | 0.0237 (8) | 0.0048 (6) | −0.0002 (6) | −0.0007 (6) |
C8B | 0.0382 (11) | 0.0282 (10) | 0.0316 (10) | 0.0075 (8) | 0.0016 (9) | −0.0063 (8) |
C9B | 0.0607 (14) | 0.0376 (12) | 0.0397 (12) | −0.0143 (10) | 0.0088 (11) | −0.0122 (10) |
C10B | 0.0486 (13) | 0.0547 (13) | 0.0349 (12) | −0.0136 (11) | 0.0137 (10) | −0.0155 (10) |
C11B | 0.0363 (11) | 0.0408 (11) | 0.0291 (10) | 0.0110 (9) | −0.0076 (9) | −0.0013 (9) |
C12B | 0.0770 (17) | 0.0590 (15) | 0.0290 (12) | −0.0033 (13) | −0.0071 (11) | 0.0049 (10) |
N2B | 0.0283 (8) | 0.0288 (8) | 0.0228 (8) | 0.0067 (6) | −0.0025 (6) | 0.0008 (6) |
C13B | 0.0442 (12) | 0.0474 (13) | 0.0342 (11) | 0.0005 (10) | −0.0101 (9) | −0.0065 (10) |
C1C | 0.0288 (10) | 0.0308 (10) | 0.0362 (11) | 0.0023 (8) | −0.0014 (9) | −0.0010 (9) |
C2C | 0.0326 (11) | 0.0379 (11) | 0.0448 (12) | −0.0037 (9) | −0.0094 (9) | 0.0097 (10) |
C3C | 0.0345 (12) | 0.0500 (14) | 0.0860 (19) | −0.0015 (10) | −0.0036 (12) | −0.0006 (13) |
C4 | 0.0317 (13) | 0.0650 (17) | 0.112 (2) | −0.0060 (12) | −0.0047 (14) | 0.0138 (17) |
C5C | 0.0510 (16) | 0.0610 (17) | 0.090 (2) | −0.0246 (13) | −0.0288 (15) | 0.0212 (15) |
C6C | 0.0722 (19) | 0.0729 (18) | 0.0663 (18) | −0.0340 (15) | −0.0143 (15) | −0.0027 (14) |
C7C | 0.0523 (15) | 0.0671 (16) | 0.0542 (15) | −0.0218 (12) | −0.0043 (12) | −0.0078 (13) |
N1C | 0.0290 (8) | 0.0291 (8) | 0.0288 (8) | 0.0020 (7) | −0.0051 (7) | 0.0018 (7) |
C8C | 0.0323 (11) | 0.0416 (12) | 0.0464 (13) | −0.0050 (9) | −0.0032 (9) | 0.0160 (10) |
C9C | 0.0459 (12) | 0.0335 (11) | 0.0458 (13) | 0.0002 (9) | 0.0017 (10) | 0.0111 (9) |
C10C | 0.0559 (15) | 0.0760 (18) | 0.0624 (16) | 0.0209 (13) | 0.0293 (13) | 0.0333 (14) |
N2C | 0.0290 (8) | 0.0351 (9) | 0.0334 (9) | 0.0008 (7) | −0.0029 (7) | 0.0081 (7) |
C11C | 0.0373 (11) | 0.0341 (11) | 0.0345 (11) | −0.0012 (9) | −0.0135 (9) | 0.0047 (9) |
C12C | 0.0582 (15) | 0.0860 (18) | 0.0470 (14) | 0.0063 (14) | −0.0031 (12) | 0.0311 (13) |
C13C | 0.114 (2) | 0.0538 (15) | 0.0697 (18) | 0.0389 (16) | −0.0516 (17) | −0.0077 (14) |
Al2 | 0.0230 (3) | 0.0267 (3) | 0.0240 (3) | −0.0040 (2) | −0.0014 (2) | 0.0007 (2) |
C1D | 0.0246 (9) | 0.0285 (9) | 0.0292 (10) | −0.0024 (8) | 0.0016 (8) | −0.0062 (8) |
C2D | 0.0240 (9) | 0.0300 (10) | 0.0304 (10) | −0.0038 (8) | −0.0023 (8) | −0.0024 (8) |
C3D | 0.0317 (11) | 0.0319 (10) | 0.0400 (12) | −0.0043 (8) | 0.0020 (9) | −0.0059 (9) |
C4D | 0.0255 (10) | 0.0406 (12) | 0.0490 (13) | −0.0027 (9) | 0.0029 (9) | −0.0003 (10) |
C5D | 0.0270 (10) | 0.0346 (11) | 0.0511 (13) | −0.0084 (8) | −0.0100 (9) | 0.0029 (10) |
C6D | 0.0348 (12) | 0.0359 (11) | 0.0564 (14) | −0.0053 (9) | −0.0065 (10) | −0.0145 (10) |
C7D | 0.0271 (10) | 0.0416 (12) | 0.0472 (12) | −0.0030 (9) | −0.0001 (9) | −0.0130 (10) |
N1D | 0.0284 (8) | 0.0395 (9) | 0.0241 (8) | −0.0069 (7) | −0.0031 (7) | 0.0010 (7) |
C8D | 0.0305 (10) | 0.0565 (13) | 0.0274 (10) | −0.0112 (10) | −0.0063 (8) | 0.0028 (9) |
C9D | 0.0370 (12) | 0.0638 (15) | 0.0334 (11) | −0.0003 (10) | −0.0092 (9) | 0.0116 (10) |
C10D | 0.0597 (15) | 0.0732 (16) | 0.0298 (11) | −0.0090 (12) | −0.0100 (11) | −0.0066 (11) |
N2D | 0.0264 (8) | 0.0264 (8) | 0.0293 (8) | −0.0056 (6) | −0.0032 (7) | 0.0020 (7) |
C11D | 0.0311 (10) | 0.0275 (10) | 0.0398 (11) | −0.0093 (8) | −0.0041 (9) | 0.0074 (9) |
C12D | 0.0402 (12) | 0.0318 (10) | 0.0552 (13) | −0.0055 (9) | −0.0093 (10) | 0.0106 (10) |
C13D | 0.0490 (13) | 0.0501 (13) | 0.0380 (12) | −0.0064 (10) | 0.0033 (10) | 0.0151 (10) |
C1E | 0.0229 (9) | 0.0311 (10) | 0.0227 (9) | 0.0007 (7) | −0.0040 (8) | 0.0011 (8) |
C2E | 0.0330 (10) | 0.0302 (10) | 0.0255 (10) | 0.0068 (8) | 0.0067 (8) | 0.0031 (8) |
C3E | 0.0449 (12) | 0.0318 (11) | 0.0419 (12) | 0.0039 (9) | −0.0067 (10) | −0.0029 (9) |
C4E | 0.0622 (15) | 0.0304 (11) | 0.0643 (15) | 0.0008 (11) | −0.0064 (13) | −0.0042 (11) |
C5E | 0.0653 (16) | 0.0306 (12) | 0.0718 (17) | 0.0098 (11) | 0.0083 (13) | 0.0072 (11) |
C6E | 0.0461 (14) | 0.0461 (14) | 0.0742 (17) | 0.0143 (11) | 0.0049 (12) | 0.0209 (12) |
C7E | 0.0339 (11) | 0.0411 (12) | 0.0541 (13) | 0.0018 (9) | 0.0023 (10) | 0.0132 (10) |
N1E | 0.0252 (8) | 0.0277 (8) | 0.0246 (8) | −0.0006 (6) | 0.0039 (6) | 0.0015 (6) |
C8E | 0.0341 (10) | 0.0262 (9) | 0.0312 (10) | −0.0020 (8) | 0.0081 (8) | 0.0019 (8) |
C9E | 0.0456 (12) | 0.0573 (13) | 0.0293 (11) | −0.0098 (10) | 0.0085 (9) | 0.0023 (10) |
C10E | 0.0364 (12) | 0.0534 (13) | 0.0413 (12) | −0.0103 (10) | 0.0090 (10) | 0.0023 (10) |
N2E | 0.0249 (8) | 0.0357 (9) | 0.0225 (8) | −0.0022 (7) | 0.0019 (6) | 0.0018 (7) |
C11E | 0.0370 (12) | 0.020 (2) | 0.0289 (13) | −0.0057 (18) | 0.0117 (10) | 0.0067 (17) |
C12E | 0.0303 (14) | 0.073 (3) | 0.039 (5) | 0.0018 (16) | 0.0073 (14) | −0.004 (3) |
C13E | 0.0498 (17) | 0.058 (2) | 0.0295 (16) | −0.0005 (17) | 0.0079 (14) | −0.0090 (14) |
C17E | 0.0370 (12) | 0.020 (2) | 0.0289 (13) | −0.0057 (18) | 0.0117 (10) | 0.0067 (17) |
C18E | 0.0303 (14) | 0.073 (3) | 0.039 (5) | 0.0018 (16) | 0.0073 (14) | −0.004 (3) |
C19E | 0.0498 (17) | 0.058 (2) | 0.0295 (16) | −0.0005 (17) | 0.0079 (14) | −0.0090 (14) |
C1F | 0.0241 (9) | 0.0207 (9) | 0.0383 (11) | −0.0049 (7) | 0.0006 (8) | 0.0029 (8) |
C2F | 0.0283 (10) | 0.0213 (9) | 0.0472 (12) | −0.0022 (8) | −0.0019 (9) | −0.0039 (9) |
C3F | 0.0307 (11) | 0.0287 (10) | 0.0549 (13) | −0.0046 (8) | 0.0008 (10) | −0.0013 (9) |
C4F | 0.0283 (11) | 0.0370 (11) | 0.0742 (16) | −0.0025 (9) | 0.0069 (11) | −0.0048 (11) |
C5F | 0.0280 (11) | 0.0376 (12) | 0.0819 (18) | 0.0047 (9) | −0.0029 (11) | −0.0031 (12) |
C6F | 0.0388 (12) | 0.0401 (12) | 0.0659 (16) | 0.0062 (10) | −0.0067 (11) | 0.0064 (11) |
C7F | 0.0308 (11) | 0.0366 (11) | 0.0544 (14) | 0.0006 (9) | 0.0001 (10) | 0.0011 (10) |
N1F | 0.0277 (8) | 0.0247 (8) | 0.0339 (9) | −0.0039 (6) | −0.0006 (7) | −0.0057 (7) |
C8F | 0.0385 (11) | 0.0297 (10) | 0.0471 (12) | −0.0021 (9) | 0.0013 (10) | −0.0121 (9) |
C9F | 0.0778 (18) | 0.0485 (14) | 0.0622 (16) | −0.0260 (13) | 0.0190 (14) | −0.0264 (12) |
C10F | 0.0494 (13) | 0.0539 (14) | 0.0490 (14) | −0.0049 (11) | 0.0136 (11) | −0.0199 (11) |
N2F | 0.0242 (8) | 0.0246 (8) | 0.0297 (8) | −0.0021 (6) | −0.0032 (6) | −0.0012 (6) |
C11F | 0.0284 (10) | 0.0277 (11) | 0.0342 (11) | 0.0001 (8) | −0.0085 (8) | −0.0006 (9) |
C12F | 0.047 (3) | 0.0295 (17) | 0.040 (2) | −0.0042 (17) | −0.014 (2) | −0.0041 (15) |
C13F | 0.044 (2) | 0.041 (2) | 0.0354 (14) | −0.0033 (18) | −0.0091 (15) | −0.0017 (17) |
C17F | 0.0284 (10) | 0.0277 (11) | 0.0342 (11) | 0.0001 (8) | −0.0085 (8) | −0.0006 (9) |
C18F | 0.047 (3) | 0.0295 (17) | 0.040 (2) | −0.0042 (17) | −0.014 (2) | −0.0041 (15) |
C19F | 0.044 (2) | 0.041 (2) | 0.0354 (14) | −0.0033 (18) | −0.0091 (15) | −0.0017 (17) |
Al1—N1A | 1.9826 (15) | Al2—N2E | 2.0156 (15) |
Al1—N1C | 2.0168 (15) | Al2—N1E | 2.0185 (15) |
Al1—N2B | 2.0220 (14) | Al2—N2D | 2.0267 (15) |
Al1—N1B | 2.0299 (14) | Al2—N2F | 2.0279 (14) |
Al1—N2C | 2.0310 (16) | Al2—N1F | 2.0295 (15) |
Al1—N2A | 2.0344 (15) | Al2—N1D | 2.0382 (15) |
C1A—N2A | 1.327 (2) | C1D—N2D | 1.326 (2) |
C1A—N1A | 1.329 (2) | C1D—N1D | 1.327 (2) |
C1A—C2A | 1.496 (2) | C1D—C2D | 1.501 (2) |
C2A—C7A | 1.383 (3) | C2D—C3D | 1.387 (2) |
C2A—C3A | 1.384 (3) | C2D—C7D | 1.389 (2) |
C3A—C4A | 1.384 (3) | C3D—C4D | 1.386 (2) |
C3A—H3A | 0.9500 | C3D—H3D | 0.9500 |
C4A—C5A | 1.375 (3) | C4D—C5D | 1.373 (3) |
C4A—H4A | 0.9500 | C4D—H4D | 0.9500 |
C5A—C6A | 1.369 (3) | C5D—C6D | 1.377 (3) |
C5A—H5A | 0.9500 | C5D—H5D | 0.9500 |
C6A—C7A | 1.388 (3) | C6D—C7D | 1.386 (3) |
C6A—H6A | 0.9500 | C6D—H6D | 0.9500 |
C7A—H7A | 0.9500 | C7D—H7D | 0.9500 |
N1A—C11A | 1.461 (3) | N1D—C8D | 1.468 (2) |
N1A—C17A | 1.490 (7) | C8D—C9D | 1.519 (3) |
C8A—N2A | 1.469 (3) | C8D—C10D | 1.525 (3) |
C8A—C9A | 1.508 (4) | C8D—H8D | 1.0000 |
C8A—C10A | 1.522 (4) | C9D—H9D1 | 0.9800 |
C8A—H8A | 1.0000 | C9D—H9D2 | 0.9800 |
C9A—H9A1 | 0.9800 | C9D—H9D3 | 0.9800 |
C9A—H9A2 | 0.9800 | C10D—H10J | 0.9800 |
C9A—H9A3 | 0.9800 | C10D—H10K | 0.9800 |
C10A—H10A | 0.9800 | C10D—H10L | 0.9800 |
C10A—H10B | 0.9800 | N2D—C11D | 1.467 (2) |
C10A—H10C | 0.9800 | C11D—C13D | 1.521 (3) |
C14A—N2A | 1.475 (8) | C11D—C12D | 1.525 (3) |
C14A—C15A | 1.509 (10) | C11D—H11D | 1.0000 |
C14A—C16A | 1.522 (10) | C12D—H12J | 0.9800 |
C14A—H14A | 1.0000 | C12D—H12K | 0.9800 |
C15A—H15A | 0.9800 | C12D—H12L | 0.9800 |
C15A—H15B | 0.9800 | C13D—H13J | 0.9800 |
C15A—H15C | 0.9800 | C13D—H13K | 0.9800 |
C16A—H16A | 0.9800 | C13D—H13L | 0.9800 |
C16A—H16B | 0.9800 | C1E—N2E | 1.326 (2) |
C16A—H16C | 0.9800 | C1E—N1E | 1.326 (2) |
C11A—C13A | 1.522 (3) | C1E—C2E | 1.502 (2) |
C11A—C12A | 1.523 (3) | C2E—C7E | 1.382 (3) |
C11A—H11A | 1.0000 | C2E—C3E | 1.386 (3) |
C12A—H12A | 0.9800 | C3E—C4E | 1.383 (3) |
C12A—H12B | 0.9800 | C3E—H3E | 0.9500 |
C12A—H12C | 0.9800 | C4E—C5E | 1.374 (3) |
C13A—H13A | 0.9800 | C4E—H4E | 0.9500 |
C13A—H13B | 0.9800 | C5E—C6E | 1.366 (3) |
C13A—H13C | 0.9800 | C5E—H5E | 0.9500 |
C17A—C18A | 1.527 (10) | C6E—C7E | 1.387 (3) |
C17A—C19A | 1.532 (9) | C6E—H6E | 0.9500 |
C17A—H17A | 1.0000 | C7E—H7E | 0.9500 |
C18A—H18A | 0.9800 | N1E—C8E | 1.465 (2) |
C18A—H18B | 0.9800 | C8E—C10E | 1.515 (3) |
C18A—H18C | 0.9800 | C8E—C9E | 1.517 (3) |
C19A—H19A | 0.9800 | C8E—H8E | 1.0000 |
C19A—H19B | 0.9800 | C9E—H9E1 | 0.9800 |
C19A—H19C | 0.9800 | C9E—H9E2 | 0.9800 |
C1B—N1B | 1.320 (2) | C9E—H9E3 | 0.9800 |
C1B—N2B | 1.329 (2) | C10E—H10M | 0.9800 |
C1B—C2B | 1.500 (2) | C10E—H10N | 0.9800 |
C2B—C3B | 1.384 (2) | C10E—H10O | 0.9800 |
C2B—C7B | 1.385 (2) | N2E—C17E | 1.461 (6) |
C3B—C4B | 1.384 (2) | N2E—C11E | 1.490 (3) |
C3B—H3B | 0.9500 | C11E—C12E | 1.521 (7) |
C4B—C5B | 1.377 (3) | C11E—C13E | 1.527 (4) |
C4B—H4B | 0.9500 | C11E—H11E | 1.0000 |
C5B—C6B | 1.376 (3) | C12E—H12M | 0.9800 |
C5B—H5B | 0.9500 | C12E—H12N | 0.9800 |
C6B—C7B | 1.384 (2) | C12E—H12O | 0.9800 |
C6B—H6B | 0.9500 | C13E—H13M | 0.9800 |
C7B—H7B | 0.9500 | C13E—H13N | 0.9800 |
N1B—C8B | 1.468 (2) | C13E—H13O | 0.9800 |
C8B—C9B | 1.516 (3) | C17E—C19E | 1.505 (7) |
C8B—C10B | 1.520 (3) | C17E—C18E | 1.512 (9) |
C8B—H8B | 1.0000 | C17E—H17E | 1.0000 |
C9B—H9B1 | 0.9800 | C18E—H18M | 0.9800 |
C9B—H9B2 | 0.9800 | C18E—H18N | 0.9800 |
C9B—H9B3 | 0.9800 | C18E—H18O | 0.9800 |
C10B—H10D | 0.9800 | C19E—H19M | 0.9800 |
C10B—H10E | 0.9800 | C19E—H19N | 0.9800 |
C10B—H10F | 0.9800 | C19E—H19O | 0.9800 |
C11B—N2B | 1.469 (2) | C1F—N2F | 1.327 (2) |
C11B—C12B | 1.516 (3) | C1F—N1F | 1.329 (2) |
C11B—C13B | 1.519 (3) | C1F—C2F | 1.499 (2) |
C11B—H11B | 1.0000 | C2F—C7F | 1.385 (3) |
C12B—H12D | 0.9800 | C2F—C3F | 1.396 (3) |
C12B—H12E | 0.9800 | C3F—C4F | 1.386 (3) |
C12B—H12F | 0.9800 | C3F—H3F | 0.9500 |
C13B—H13D | 0.9800 | C4F—C5F | 1.377 (3) |
C13B—H13E | 0.9800 | C4F—H4F | 0.9500 |
C13B—H13F | 0.9800 | C5F—C6F | 1.377 (3) |
C1C—N1C | 1.322 (2) | C5F—H5F | 0.9500 |
C1C—N2C | 1.330 (2) | C6F—C7F | 1.389 (3) |
C1C—C2C | 1.499 (3) | C6F—H6F | 0.9500 |
C2C—C7C | 1.380 (3) | C7F—H7F | 0.9500 |
C2C—C3C | 1.386 (3) | N1F—C8F | 1.471 (2) |
C3C—C4 | 1.391 (3) | C8F—C9F | 1.513 (3) |
C3C—H3C | 0.9500 | C8F—C10F | 1.517 (3) |
C4—C5C | 1.373 (4) | C8F—H8F | 1.0000 |
C4—H4 | 0.9500 | C9F—H9F1 | 0.9800 |
C5C—C6C | 1.367 (4) | C9F—H9F2 | 0.9800 |
C5C—H5C | 0.9500 | C9F—H9F3 | 0.9800 |
C6C—C7C | 1.388 (3) | C10F—H10P | 0.9800 |
C6C—H6C | 0.9500 | C10F—H10Q | 0.9800 |
C7C—H7C | 0.9500 | C10F—H10R | 0.9800 |
N1C—C11C | 1.467 (2) | N2F—C11F | 1.472 (3) |
C8C—N2C | 1.469 (2) | N2F—C17F | 1.473 (7) |
C8C—C10C | 1.519 (3) | C11F—C12F | 1.523 (4) |
C8C—C9C | 1.520 (3) | C11F—C13F | 1.525 (4) |
C8C—H8C | 1.0000 | C11F—H11F | 1.0000 |
C9C—H9C1 | 0.9800 | C12F—H12P | 0.9800 |
C9C—H9C2 | 0.9800 | C12F—H12Q | 0.9800 |
C9C—H9C3 | 0.9800 | C12F—H12R | 0.9800 |
C10C—H10G | 0.9800 | C13F—H13P | 0.9800 |
C10C—H10H | 0.9800 | C13F—H13Q | 0.9800 |
C10C—H10I | 0.9800 | C13F—H13R | 0.9800 |
C11C—C12C | 1.500 (3) | C17F—C18F | 1.520 (8) |
C11C—C13C | 1.511 (3) | C17F—C19F | 1.526 (9) |
C11C—H11C | 1.0000 | C17F—H17F | 1.0000 |
C12C—H12G | 0.9800 | C18F—H18D | 0.9800 |
C12C—H12H | 0.9800 | C18F—H18E | 0.9800 |
C12C—H12I | 0.9800 | C18F—H18F | 0.9800 |
C13C—H13G | 0.9800 | C19F—H19D | 0.9800 |
C13C—H13H | 0.9800 | C19F—H19E | 0.9800 |
C13C—H13I | 0.9800 | C19F—H19F | 0.9800 |
N1A—Al1—N1C | 100.06 (6) | N2E—Al2—N1E | 65.70 (6) |
N1A—Al1—N2B | 96.82 (6) | N2E—Al2—N2D | 100.03 (6) |
N1C—Al1—N2B | 159.54 (6) | N1E—Al2—N2D | 160.14 (6) |
N1A—Al1—N1B | 97.10 (6) | N2E—Al2—N2F | 101.04 (6) |
N1C—Al1—N1B | 100.60 (6) | N1E—Al2—N2F | 97.19 (6) |
N2B—Al1—N1B | 65.71 (6) | N2D—Al2—N2F | 99.21 (6) |
N1A—Al1—N2C | 161.62 (6) | N2E—Al2—N1F | 159.86 (6) |
N1C—Al1—N2C | 65.60 (6) | N1E—Al2—N1F | 99.87 (6) |
N2B—Al1—N2C | 99.77 (6) | N2D—Al2—N1F | 97.08 (6) |
N1B—Al1—N2C | 96.88 (6) | N2F—Al2—N1F | 65.56 (6) |
N1A—Al1—N2A | 65.85 (6) | N2E—Al2—N1D | 95.75 (6) |
N1C—Al1—N2A | 97.58 (6) | N1E—Al2—N1D | 101.08 (6) |
N2B—Al1—N2A | 99.83 (6) | N2D—Al2—N1D | 65.32 (6) |
N1B—Al1—N2A | 157.07 (6) | N2F—Al2—N1D | 159.07 (6) |
N2C—Al1—N2A | 103.32 (6) | N1F—Al2—N1D | 101.02 (6) |
N2A—C1A—N1A | 110.66 (15) | N2D—C1D—N1D | 111.51 (15) |
N2A—C1A—C2A | 124.81 (16) | N2D—C1D—C2D | 124.13 (16) |
N1A—C1A—C2A | 124.53 (16) | N1D—C1D—C2D | 124.36 (16) |
C7A—C2A—C3A | 118.75 (18) | C3D—C2D—C7D | 118.31 (16) |
C7A—C2A—C1A | 120.65 (17) | C3D—C2D—C1D | 120.49 (16) |
C3A—C2A—C1A | 120.57 (18) | C7D—C2D—C1D | 121.20 (16) |
C2A—C3A—C4A | 120.3 (2) | C4D—C3D—C2D | 120.81 (17) |
C2A—C3A—H3A | 119.9 | C4D—C3D—H3D | 119.6 |
C4A—C3A—H3A | 119.9 | C2D—C3D—H3D | 119.6 |
C5A—C4A—C3A | 120.4 (2) | C5D—C4D—C3D | 120.28 (18) |
C5A—C4A—H4A | 119.8 | C5D—C4D—H4D | 119.9 |
C3A—C4A—H4A | 119.8 | C3D—C4D—H4D | 119.9 |
C6A—C5A—C4A | 120.0 (2) | C4D—C5D—C6D | 119.69 (17) |
C6A—C5A—H5A | 120.0 | C4D—C5D—H5D | 120.2 |
C4A—C5A—H5A | 120.0 | C6D—C5D—H5D | 120.2 |
C5A—C6A—C7A | 119.9 (2) | C5D—C6D—C7D | 120.27 (18) |
C5A—C6A—H6A | 120.1 | C5D—C6D—H6D | 119.9 |
C7A—C6A—H6A | 120.1 | C7D—C6D—H6D | 119.9 |
C2A—C7A—C6A | 120.7 (2) | C6D—C7D—C2D | 120.65 (18) |
C2A—C7A—H7A | 119.6 | C6D—C7D—H7D | 119.7 |
C6A—C7A—H7A | 119.6 | C2D—C7D—H7D | 119.7 |
C1A—N1A—C11A | 130.33 (17) | C1D—N1D—C8D | 121.64 (15) |
C1A—N1A—C17A | 115.0 (8) | C1D—N1D—Al2 | 91.32 (11) |
C1A—N1A—Al1 | 92.86 (11) | C8D—N1D—Al2 | 145.71 (12) |
C11A—N1A—Al1 | 136.74 (14) | N1D—C8D—C9D | 110.81 (15) |
C17A—N1A—Al1 | 149.2 (8) | N1D—C8D—C10D | 111.43 (16) |
N2A—C8A—C9A | 112.1 (2) | C9D—C8D—C10D | 110.55 (17) |
N2A—C8A—C10A | 109.3 (2) | N1D—C8D—H8D | 108.0 |
C9A—C8A—C10A | 110.7 (3) | C9D—C8D—H8D | 108.0 |
N2A—C8A—H8A | 108.2 | C10D—C8D—H8D | 108.0 |
C9A—C8A—H8A | 108.2 | C8D—C9D—H9D1 | 109.5 |
C10A—C8A—H8A | 108.2 | C8D—C9D—H9D2 | 109.5 |
C8A—C9A—H9A1 | 109.5 | H9D1—C9D—H9D2 | 109.5 |
C8A—C9A—H9A2 | 109.5 | C8D—C9D—H9D3 | 109.5 |
H9A1—C9A—H9A2 | 109.5 | H9D1—C9D—H9D3 | 109.5 |
C8A—C9A—H9A3 | 109.5 | H9D2—C9D—H9D3 | 109.5 |
H9A1—C9A—H9A3 | 109.5 | C8D—C10D—H10J | 109.5 |
H9A2—C9A—H9A3 | 109.5 | C8D—C10D—H10K | 109.5 |
C8A—C10A—H10A | 109.5 | H10J—C10D—H10K | 109.5 |
C8A—C10A—H10B | 109.5 | C8D—C10D—H10L | 109.5 |
H10A—C10A—H10B | 109.5 | H10J—C10D—H10L | 109.5 |
C8A—C10A—H10C | 109.5 | H10K—C10D—H10L | 109.5 |
H10A—C10A—H10C | 109.5 | C1D—N2D—C11D | 121.30 (14) |
H10B—C10A—H10C | 109.5 | C1D—N2D—Al2 | 91.84 (11) |
N2A—C14A—C15A | 109.1 (13) | C11D—N2D—Al2 | 146.06 (11) |
N2A—C14A—C16A | 111.6 (16) | N2D—C11D—C13D | 112.15 (15) |
C15A—C14A—C16A | 109.3 (13) | N2D—C11D—C12D | 110.37 (15) |
N2A—C14A—H14A | 108.9 | C13D—C11D—C12D | 110.24 (16) |
C15A—C14A—H14A | 108.9 | N2D—C11D—H11D | 108.0 |
C16A—C14A—H14A | 108.9 | C13D—C11D—H11D | 108.0 |
C14A—C15A—H15A | 109.5 | C12D—C11D—H11D | 108.0 |
C14A—C15A—H15B | 109.5 | C11D—C12D—H12J | 109.5 |
H15A—C15A—H15B | 109.5 | C11D—C12D—H12K | 109.5 |
C14A—C15A—H15C | 109.5 | H12J—C12D—H12K | 109.5 |
H15A—C15A—H15C | 109.5 | C11D—C12D—H12L | 109.5 |
H15B—C15A—H15C | 109.5 | H12J—C12D—H12L | 109.5 |
C14A—C16A—H16A | 109.5 | H12K—C12D—H12L | 109.5 |
C14A—C16A—H16B | 109.5 | C11D—C13D—H13J | 109.5 |
H16A—C16A—H16B | 109.5 | C11D—C13D—H13K | 109.5 |
C14A—C16A—H16C | 109.5 | H13J—C13D—H13K | 109.5 |
H16A—C16A—H16C | 109.5 | C11D—C13D—H13L | 109.5 |
H16B—C16A—H16C | 109.5 | H13J—C13D—H13L | 109.5 |
C1A—N2A—C8A | 122.2 (2) | H13K—C13D—H13L | 109.5 |
C1A—N2A—C14A | 122.5 (11) | N2E—C1E—N1E | 111.20 (15) |
C1A—N2A—Al1 | 90.62 (10) | N2E—C1E—C2E | 125.37 (15) |
C8A—N2A—Al1 | 146.9 (2) | N1E—C1E—C2E | 123.43 (15) |
C14A—N2A—Al1 | 144.0 (10) | C7E—C2E—C3E | 118.45 (17) |
N1A—C11A—C13A | 115.9 (2) | C7E—C2E—C1E | 121.43 (17) |
N1A—C11A—C12A | 111.3 (3) | C3E—C2E—C1E | 120.11 (16) |
C13A—C11A—C12A | 111.3 (2) | C4E—C3E—C2E | 120.63 (19) |
N1A—C11A—H11A | 105.9 | C4E—C3E—H3E | 119.7 |
C13A—C11A—H11A | 105.9 | C2E—C3E—H3E | 119.7 |
C12A—C11A—H11A | 105.9 | C5E—C4E—C3E | 120.2 (2) |
C11A—C12A—H12A | 109.5 | C5E—C4E—H4E | 119.9 |
C11A—C12A—H12B | 109.5 | C3E—C4E—H4E | 119.9 |
H12A—C12A—H12B | 109.5 | C6E—C5E—C4E | 119.8 (2) |
C11A—C12A—H12C | 109.5 | C6E—C5E—H5E | 120.1 |
H12A—C12A—H12C | 109.5 | C4E—C5E—H5E | 120.1 |
H12B—C12A—H12C | 109.5 | C5E—C6E—C7E | 120.4 (2) |
C11A—C13A—H13A | 109.5 | C5E—C6E—H6E | 119.8 |
C11A—C13A—H13B | 109.5 | C7E—C6E—H6E | 119.8 |
H13A—C13A—H13B | 109.5 | C2E—C7E—C6E | 120.6 (2) |
C11A—C13A—H13C | 109.5 | C2E—C7E—H7E | 119.7 |
H13A—C13A—H13C | 109.5 | C6E—C7E—H7E | 119.7 |
H13B—C13A—H13C | 109.5 | C1E—N1E—C8E | 122.58 (14) |
N1A—C17A—C18A | 112.4 (18) | C1E—N1E—Al2 | 91.48 (10) |
N1A—C17A—C19A | 112.5 (10) | C8E—N1E—Al2 | 145.80 (12) |
C18A—C17A—C19A | 109.6 (12) | N1E—C8E—C10E | 111.12 (15) |
N1A—C17A—H17A | 107.4 | N1E—C8E—C9E | 110.76 (14) |
C18A—C17A—H17A | 107.4 | C10E—C8E—C9E | 110.15 (16) |
C19A—C17A—H17A | 107.4 | N1E—C8E—H8E | 108.2 |
C17A—C18A—H18A | 109.5 | C10E—C8E—H8E | 108.2 |
C17A—C18A—H18B | 109.5 | C9E—C8E—H8E | 108.2 |
H18A—C18A—H18B | 109.5 | C8E—C9E—H9E1 | 109.5 |
C17A—C18A—H18C | 109.5 | C8E—C9E—H9E2 | 109.5 |
H18A—C18A—H18C | 109.5 | H9E1—C9E—H9E2 | 109.5 |
H18B—C18A—H18C | 109.5 | C8E—C9E—H9E3 | 109.5 |
C17A—C19A—H19A | 109.5 | H9E1—C9E—H9E3 | 109.5 |
C17A—C19A—H19B | 109.5 | H9E2—C9E—H9E3 | 109.5 |
H19A—C19A—H19B | 109.5 | C8E—C10E—H10M | 109.5 |
C17A—C19A—H19C | 109.5 | C8E—C10E—H10N | 109.5 |
H19A—C19A—H19C | 109.5 | H10M—C10E—H10N | 109.5 |
H19B—C19A—H19C | 109.5 | C8E—C10E—H10O | 109.5 |
N1B—C1B—N2B | 112.13 (15) | H10M—C10E—H10O | 109.5 |
N1B—C1B—C2B | 124.56 (15) | H10N—C10E—H10O | 109.5 |
N2B—C1B—C2B | 123.29 (15) | C1E—N2E—C17E | 137.4 (3) |
C3B—C2B—C7B | 118.69 (16) | C1E—N2E—C11E | 117.69 (17) |
C3B—C2B—C1B | 120.04 (16) | C1E—N2E—Al2 | 91.62 (10) |
C7B—C2B—C1B | 121.27 (15) | C17E—N2E—Al2 | 130.6 (3) |
C2B—C3B—C4B | 120.71 (18) | C11E—N2E—Al2 | 150.30 (15) |
C2B—C3B—H3B | 119.6 | N2E—C11E—C12E | 109.1 (6) |
C4B—C3B—H3B | 119.6 | N2E—C11E—C13E | 111.7 (3) |
C5B—C4B—C3B | 120.00 (18) | C12E—C11E—C13E | 108.0 (6) |
C5B—C4B—H4B | 120.0 | N2E—C11E—H11E | 109.3 |
C3B—C4B—H4B | 120.0 | C12E—C11E—H11E | 109.3 |
C6B—C5B—C4B | 119.94 (17) | C13E—C11E—H11E | 109.3 |
C6B—C5B—H5B | 120.0 | C11E—C12E—H12M | 109.5 |
C4B—C5B—H5B | 120.0 | C11E—C12E—H12N | 109.5 |
C5B—C6B—C7B | 120.01 (17) | H12M—C12E—H12N | 109.5 |
C5B—C6B—H6B | 120.0 | C11E—C12E—H12O | 109.5 |
C7B—C6B—H6B | 120.0 | H12M—C12E—H12O | 109.5 |
C6B—C7B—C2B | 120.65 (17) | H12N—C12E—H12O | 109.5 |
C6B—C7B—H7B | 119.7 | C11E—C13E—H13M | 109.5 |
C2B—C7B—H7B | 119.7 | C11E—C13E—H13N | 109.5 |
C1B—N1B—C8B | 121.75 (14) | H13M—C13E—H13N | 109.5 |
C1B—N1B—Al1 | 91.05 (10) | C11E—C13E—H13O | 109.5 |
C8B—N1B—Al1 | 146.75 (12) | H13M—C13E—H13O | 109.5 |
N1B—C8B—C9B | 110.45 (15) | H13N—C13E—H13O | 109.5 |
N1B—C8B—C10B | 111.82 (15) | N2E—C17E—C19E | 108.7 (5) |
C9B—C8B—C10B | 109.92 (16) | N2E—C17E—C18E | 112.2 (14) |
N1B—C8B—H8B | 108.2 | C19E—C17E—C18E | 112.8 (11) |
C9B—C8B—H8B | 108.2 | N2E—C17E—H17E | 107.6 |
C10B—C8B—H8B | 108.2 | C19E—C17E—H17E | 107.6 |
C8B—C9B—H9B1 | 109.5 | C18E—C17E—H17E | 107.6 |
C8B—C9B—H9B2 | 109.5 | C17E—C18E—H18M | 109.5 |
H9B1—C9B—H9B2 | 109.5 | C17E—C18E—H18N | 109.5 |
C8B—C9B—H9B3 | 109.5 | H18M—C18E—H18N | 109.5 |
H9B1—C9B—H9B3 | 109.5 | C17E—C18E—H18O | 109.5 |
H9B2—C9B—H9B3 | 109.5 | H18M—C18E—H18O | 109.5 |
C8B—C10B—H10D | 109.5 | H18N—C18E—H18O | 109.5 |
C8B—C10B—H10E | 109.5 | C17E—C19E—H19M | 109.5 |
H10D—C10B—H10E | 109.5 | C17E—C19E—H19N | 109.5 |
C8B—C10B—H10F | 109.5 | H19M—C19E—H19N | 109.5 |
H10D—C10B—H10F | 109.5 | C17E—C19E—H19O | 109.5 |
H10E—C10B—H10F | 109.5 | H19M—C19E—H19O | 109.5 |
N2B—C11B—C12B | 111.38 (16) | H19N—C19E—H19O | 109.5 |
N2B—C11B—C13B | 110.85 (15) | N2F—C1F—N1F | 111.56 (15) |
C12B—C11B—C13B | 110.97 (17) | N2F—C1F—C2F | 124.68 (16) |
N2B—C11B—H11B | 107.8 | N1F—C1F—C2F | 123.75 (16) |
C12B—C11B—H11B | 107.8 | C7F—C2F—C3F | 118.52 (18) |
C13B—C11B—H11B | 107.8 | C7F—C2F—C1F | 121.23 (17) |
C11B—C12B—H12D | 109.5 | C3F—C2F—C1F | 120.22 (17) |
C11B—C12B—H12E | 109.5 | C4F—C3F—C2F | 120.6 (2) |
H12D—C12B—H12E | 109.5 | C4F—C3F—H3F | 119.7 |
C11B—C12B—H12F | 109.5 | C2F—C3F—H3F | 119.7 |
H12D—C12B—H12F | 109.5 | C5F—C4F—C3F | 120.0 (2) |
H12E—C12B—H12F | 109.5 | C5F—C4F—H4F | 120.0 |
C1B—N2B—C11B | 121.61 (14) | C3F—C4F—H4F | 120.0 |
C1B—N2B—Al1 | 91.12 (10) | C6F—C5F—C4F | 120.01 (19) |
C11B—N2B—Al1 | 146.07 (12) | C6F—C5F—H5F | 120.0 |
C11B—C13B—H13D | 109.5 | C4F—C5F—H5F | 120.0 |
C11B—C13B—H13E | 109.5 | C5F—C6F—C7F | 120.2 (2) |
H13D—C13B—H13E | 109.5 | C5F—C6F—H6F | 119.9 |
C11B—C13B—H13F | 109.5 | C7F—C6F—H6F | 119.9 |
H13D—C13B—H13F | 109.5 | C2F—C7F—C6F | 120.6 (2) |
H13E—C13B—H13F | 109.5 | C2F—C7F—H7F | 119.7 |
N1C—C1C—N2C | 111.56 (16) | C6F—C7F—H7F | 119.7 |
N1C—C1C—C2C | 124.64 (17) | C1F—N1F—C8F | 121.47 (15) |
N2C—C1C—C2C | 123.80 (17) | C1F—N1F—Al2 | 91.36 (11) |
C7C—C2C—C3C | 118.6 (2) | C8F—N1F—Al2 | 144.40 (12) |
C7C—C2C—C1C | 121.05 (19) | N1F—C8F—C9F | 110.87 (16) |
C3C—C2C—C1C | 120.32 (19) | N1F—C8F—C10F | 112.63 (16) |
C2C—C3C—C4 | 120.2 (2) | C9F—C8F—C10F | 109.06 (18) |
C2C—C3C—H3C | 119.9 | N1F—C8F—H8F | 108.0 |
C4—C3C—H3C | 119.9 | C9F—C8F—H8F | 108.0 |
C5C—C4—C3C | 120.3 (3) | C10F—C8F—H8F | 108.0 |
C5C—C4—H4 | 119.8 | C8F—C9F—H9F1 | 109.5 |
C3C—C4—H4 | 119.8 | C8F—C9F—H9F2 | 109.5 |
C6C—C5C—C4 | 119.9 (2) | H9F1—C9F—H9F2 | 109.5 |
C6C—C5C—H5C | 120.0 | C8F—C9F—H9F3 | 109.5 |
C4—C5C—H5C | 120.0 | H9F1—C9F—H9F3 | 109.5 |
C5C—C6C—C7C | 120.1 (3) | H9F2—C9F—H9F3 | 109.5 |
C5C—C6C—H6C | 120.0 | C8F—C10F—H10P | 109.5 |
C7C—C6C—H6C | 120.0 | C8F—C10F—H10Q | 109.5 |
C2C—C7C—C6C | 120.9 (2) | H10P—C10F—H10Q | 109.5 |
C2C—C7C—H7C | 119.5 | C8F—C10F—H10R | 109.5 |
C6C—C7C—H7C | 119.5 | H10P—C10F—H10R | 109.5 |
C1C—N1C—C11C | 122.93 (15) | H10Q—C10F—H10R | 109.5 |
C1C—N1C—Al1 | 91.86 (11) | C1F—N2F—C11F | 123.1 (3) |
C11C—N1C—Al1 | 144.32 (12) | C1F—N2F—C17F | 123.0 (8) |
N2C—C8C—C10C | 111.39 (17) | C1F—N2F—Al2 | 91.50 (11) |
N2C—C8C—C9C | 110.70 (15) | C11F—N2F—Al2 | 144.2 (3) |
C10C—C8C—C9C | 109.91 (17) | C17F—N2F—Al2 | 145.0 (8) |
N2C—C8C—H8C | 108.2 | N2F—C11F—C12F | 111.7 (4) |
C10C—C8C—H8C | 108.2 | N2F—C11F—C13F | 110.8 (3) |
C9C—C8C—H8C | 108.2 | C12F—C11F—C13F | 110.3 (3) |
C8C—C9C—H9C1 | 109.5 | N2F—C11F—H11F | 108.0 |
C8C—C9C—H9C2 | 109.5 | C12F—C11F—H11F | 108.0 |
H9C1—C9C—H9C2 | 109.5 | C13F—C11F—H11F | 108.0 |
C8C—C9C—H9C3 | 109.5 | C11F—C12F—H12P | 109.5 |
H9C1—C9C—H9C3 | 109.5 | C11F—C12F—H12Q | 109.5 |
H9C2—C9C—H9C3 | 109.5 | H12P—C12F—H12Q | 109.5 |
C8C—C10C—H10G | 109.5 | C11F—C12F—H12R | 109.5 |
C8C—C10C—H10H | 109.5 | H12P—C12F—H12R | 109.5 |
H10G—C10C—H10H | 109.5 | H12Q—C12F—H12R | 109.5 |
C8C—C10C—H10I | 109.5 | C11F—C13F—H13P | 109.5 |
H10G—C10C—H10I | 109.5 | C11F—C13F—H13Q | 109.5 |
H10H—C10C—H10I | 109.5 | H13P—C13F—H13Q | 109.5 |
C1C—N2C—C8C | 121.12 (16) | C11F—C13F—H13R | 109.5 |
C1C—N2C—Al1 | 90.98 (11) | H13P—C13F—H13R | 109.5 |
C8C—N2C—Al1 | 146.38 (12) | H13Q—C13F—H13R | 109.5 |
N1C—C11C—C12C | 111.03 (16) | N2F—C17F—C18F | 106.8 (12) |
N1C—C11C—C13C | 110.77 (16) | N2F—C17F—C19F | 109.4 (12) |
C12C—C11C—C13C | 110.7 (2) | C18F—C17F—C19F | 111.4 (11) |
N1C—C11C—H11C | 108.1 | N2F—C17F—H17F | 109.7 |
C12C—C11C—H11C | 108.1 | C18F—C17F—H17F | 109.7 |
C13C—C11C—H11C | 108.1 | C19F—C17F—H17F | 109.7 |
C11C—C12C—H12G | 109.5 | C17F—C18F—H18D | 109.5 |
C11C—C12C—H12H | 109.5 | C17F—C18F—H18E | 109.5 |
H12G—C12C—H12H | 109.5 | H18D—C18F—H18E | 109.5 |
C11C—C12C—H12I | 109.5 | C17F—C18F—H18F | 109.5 |
H12G—C12C—H12I | 109.5 | H18D—C18F—H18F | 109.5 |
H12H—C12C—H12I | 109.5 | H18E—C18F—H18F | 109.5 |
C11C—C13C—H13G | 109.5 | C17F—C19F—H19D | 109.5 |
C11C—C13C—H13H | 109.5 | C17F—C19F—H19E | 109.5 |
H13G—C13C—H13H | 109.5 | H19D—C19F—H19E | 109.5 |
C11C—C13C—H13I | 109.5 | C17F—C19F—H19F | 109.5 |
H13G—C13C—H13I | 109.5 | H19D—C19F—H19F | 109.5 |
H13H—C13C—H13I | 109.5 | H19E—C19F—H19F | 109.5 |
N2A—C1A—C2A—C7A | −103.1 (2) | N2D—C1D—C2D—C3D | 76.0 (2) |
N1A—C1A—C2A—C7A | 77.6 (2) | N1D—C1D—C2D—C3D | −104.6 (2) |
N2A—C1A—C2A—C3A | 78.9 (2) | N2D—C1D—C2D—C7D | −103.5 (2) |
N1A—C1A—C2A—C3A | −100.5 (2) | N1D—C1D—C2D—C7D | 75.9 (2) |
C7A—C2A—C3A—C4A | −1.4 (3) | C7D—C2D—C3D—C4D | 0.1 (3) |
C1A—C2A—C3A—C4A | 176.6 (2) | C1D—C2D—C3D—C4D | −179.46 (17) |
C2A—C3A—C4A—C5A | 0.1 (4) | C2D—C3D—C4D—C5D | −0.2 (3) |
C3A—C4A—C5A—C6A | 1.1 (4) | C3D—C4D—C5D—C6D | 0.1 (3) |
C4A—C5A—C6A—C7A | −1.1 (4) | C4D—C5D—C6D—C7D | 0.1 (3) |
C3A—C2A—C7A—C6A | 1.4 (3) | C5D—C6D—C7D—C2D | −0.2 (3) |
C1A—C2A—C7A—C6A | −176.62 (19) | C3D—C2D—C7D—C6D | 0.1 (3) |
C5A—C6A—C7A—C2A | −0.2 (3) | C1D—C2D—C7D—C6D | 179.68 (18) |
N2A—C1A—N1A—C11A | 178.1 (2) | N2D—C1D—N1D—C8D | −170.76 (16) |
C2A—C1A—N1A—C11A | −2.4 (3) | C2D—C1D—N1D—C8D | 9.8 (3) |
N2A—C1A—N1A—C17A | 167.2 (7) | N2D—C1D—N1D—Al2 | −0.72 (15) |
C2A—C1A—N1A—C17A | −13.3 (7) | C2D—C1D—N1D—Al2 | 179.81 (15) |
N2A—C1A—N1A—Al1 | 0.87 (15) | C1D—N1D—C8D—C9D | 124.70 (18) |
C2A—C1A—N1A—Al1 | −179.68 (15) | Al2—N1D—C8D—C9D | −37.4 (3) |
N1A—C1A—N2A—C8A | 175.16 (19) | C1D—N1D—C8D—C10D | −111.8 (2) |
C2A—C1A—N2A—C8A | −4.3 (3) | Al2—N1D—C8D—C10D | 86.1 (3) |
N1A—C1A—N2A—C14A | 164.0 (9) | N1D—C1D—N2D—C11D | −171.62 (15) |
C2A—C1A—N2A—C14A | −15.4 (9) | C2D—C1D—N2D—C11D | 7.9 (3) |
N1A—C1A—N2A—Al1 | −0.85 (14) | N1D—C1D—N2D—Al2 | 0.72 (15) |
C2A—C1A—N2A—Al1 | 179.70 (16) | C2D—C1D—N2D—Al2 | −179.80 (15) |
C9A—C8A—N2A—C1A | 120.5 (3) | C1D—N2D—C11D—C13D | −104.30 (19) |
C10A—C8A—N2A—C1A | −116.3 (3) | Al2—N2D—C11D—C13D | 89.5 (2) |
C9A—C8A—N2A—C14A | −145 (8) | C1D—N2D—C11D—C12D | 132.35 (17) |
C10A—C8A—N2A—C14A | −22 (7) | Al2—N2D—C11D—C12D | −33.8 (3) |
C9A—C8A—N2A—Al1 | −66.9 (4) | N2E—C1E—C2E—C7E | −73.9 (2) |
C10A—C8A—N2A—Al1 | 56.3 (5) | N1E—C1E—C2E—C7E | 106.8 (2) |
C15A—C14A—N2A—C1A | 87.2 (18) | N2E—C1E—C2E—C3E | 107.1 (2) |
C16A—C14A—N2A—C1A | −152.0 (12) | N1E—C1E—C2E—C3E | −72.3 (2) |
C15A—C14A—N2A—C8A | −4 (6) | C7E—C2E—C3E—C4E | −0.3 (3) |
C16A—C14A—N2A—C8A | 116 (8) | C1E—C2E—C3E—C4E | 178.73 (18) |
C15A—C14A—N2A—Al1 | −119.1 (15) | C2E—C3E—C4E—C5E | −0.6 (3) |
C16A—C14A—N2A—Al1 | 2 (2) | C3E—C4E—C5E—C6E | 1.3 (4) |
C1A—N1A—C11A—C13A | 40.9 (4) | C4E—C5E—C6E—C7E | −1.0 (4) |
C17A—N1A—C11A—C13A | 75 (3) | C3E—C2E—C7E—C6E | 0.6 (3) |
Al1—N1A—C11A—C13A | −143.0 (2) | C1E—C2E—C7E—C6E | −178.46 (19) |
C1A—N1A—C11A—C12A | −87.5 (3) | C5E—C6E—C7E—C2E | 0.1 (3) |
C17A—N1A—C11A—C12A | −53 (3) | N2E—C1E—N1E—C8E | −176.80 (15) |
Al1—N1A—C11A—C12A | 88.5 (3) | C2E—C1E—N1E—C8E | 2.6 (3) |
C1A—N1A—C17A—C18A | −120.7 (14) | N2E—C1E—N1E—Al2 | −0.01 (14) |
C11A—N1A—C17A—C18A | 87 (3) | C2E—C1E—N1E—Al2 | 179.40 (15) |
Al1—N1A—C17A—C18A | 32 (2) | C1E—N1E—C8E—C10E | 110.61 (19) |
C1A—N1A—C17A—C19A | 115.1 (13) | Al2—N1E—C8E—C10E | −63.7 (3) |
C11A—N1A—C17A—C19A | −36.8 (18) | C1E—N1E—C8E—C9E | −126.61 (18) |
Al1—N1A—C17A—C19A | −92.3 (17) | Al2—N1E—C8E—C9E | 59.1 (3) |
N1B—C1B—C2B—C3B | 103.6 (2) | N1E—C1E—N2E—C17E | −173.4 (6) |
N2B—C1B—C2B—C3B | −74.5 (2) | C2E—C1E—N2E—C17E | 7.2 (6) |
N1B—C1B—C2B—C7B | −76.8 (2) | N1E—C1E—N2E—C11E | −175.0 (2) |
N2B—C1B—C2B—C7B | 105.1 (2) | C2E—C1E—N2E—C11E | 5.6 (3) |
C7B—C2B—C3B—C4B | 0.0 (3) | N1E—C1E—N2E—Al2 | 0.01 (14) |
C1B—C2B—C3B—C4B | 179.67 (18) | C2E—C1E—N2E—Al2 | −179.39 (15) |
C2B—C3B—C4B—C5B | 0.2 (3) | C1E—N2E—C11E—C12E | 118.7 (6) |
C3B—C4B—C5B—C6B | −0.4 (3) | C17E—N2E—C11E—C12E | −58.1 (16) |
C4B—C5B—C6B—C7B | 0.4 (3) | Al2—N2E—C11E—C12E | −51.1 (8) |
C5B—C6B—C7B—C2B | −0.1 (3) | C1E—N2E—C11E—C13E | −121.9 (3) |
C3B—C2B—C7B—C6B | −0.1 (3) | C17E—N2E—C11E—C13E | 61.3 (14) |
C1B—C2B—C7B—C6B | −179.73 (17) | Al2—N2E—C11E—C13E | 68.3 (5) |
N2B—C1B—N1B—C8B | 173.84 (15) | C1E—N2E—C17E—C19E | −44.8 (10) |
C2B—C1B—N1B—C8B | −4.5 (3) | C11E—N2E—C17E—C19E | −40.6 (10) |
N2B—C1B—N1B—Al1 | −0.36 (14) | Al2—N2E—C17E—C19E | 143.9 (4) |
C2B—C1B—N1B—Al1 | −178.70 (15) | C1E—N2E—C17E—C18E | 80.7 (15) |
C1B—N1B—C8B—C9B | −131.79 (18) | C11E—N2E—C17E—C18E | 85 (2) |
Al1—N1B—C8B—C9B | 37.6 (3) | Al2—N2E—C17E—C18E | −90.6 (14) |
C1B—N1B—C8B—C10B | 105.45 (19) | N2F—C1F—C2F—C7F | 60.3 (2) |
Al1—N1B—C8B—C10B | −85.2 (2) | N1F—C1F—C2F—C7F | −118.3 (2) |
N1B—C1B—N2B—C11B | 170.92 (15) | N2F—C1F—C2F—C3F | −121.9 (2) |
C2B—C1B—N2B—C11B | −10.7 (2) | N1F—C1F—C2F—C3F | 59.4 (2) |
N1B—C1B—N2B—Al1 | 0.36 (14) | C7F—C2F—C3F—C4F | −0.6 (3) |
C2B—C1B—N2B—Al1 | 178.73 (14) | C1F—C2F—C3F—C4F | −178.45 (17) |
C12B—C11B—N2B—C1B | 118.59 (19) | C2F—C3F—C4F—C5F | 0.8 (3) |
C13B—C11B—N2B—C1B | −117.33 (18) | C3F—C4F—C5F—C6F | −0.2 (3) |
C12B—C11B—N2B—Al1 | −78.5 (3) | C4F—C5F—C6F—C7F | −0.5 (3) |
C13B—C11B—N2B—Al1 | 45.6 (3) | C3F—C2F—C7F—C6F | −0.1 (3) |
N1C—C1C—C2C—C7C | −75.1 (3) | C1F—C2F—C7F—C6F | 177.67 (18) |
N2C—C1C—C2C—C7C | 104.0 (2) | C5F—C6F—C7F—C2F | 0.7 (3) |
N1C—C1C—C2C—C3C | 106.8 (2) | N2F—C1F—N1F—C8F | −166.75 (15) |
N2C—C1C—C2C—C3C | −74.2 (3) | C2F—C1F—N1F—C8F | 12.1 (3) |
C7C—C2C—C3C—C4 | 0.8 (3) | N2F—C1F—N1F—Al2 | −1.25 (14) |
C1C—C2C—C3C—C4 | 179.0 (2) | C2F—C1F—N1F—Al2 | 177.56 (15) |
C2C—C3C—C4—C5C | −0.6 (4) | C1F—N1F—C8F—C9F | 118.5 (2) |
C3C—C4—C5C—C6C | −0.5 (4) | Al2—N1F—C8F—C9F | −36.0 (3) |
C4—C5C—C6C—C7C | 1.2 (4) | C1F—N1F—C8F—C10F | −118.93 (19) |
C3C—C2C—C7C—C6C | 0.0 (3) | Al2—N1F—C8F—C10F | 86.5 (2) |
C1C—C2C—C7C—C6C | −178.2 (2) | N1F—C1F—N2F—C11F | −168.8 (3) |
C5C—C6C—C7C—C2C | −1.0 (4) | C2F—C1F—N2F—C11F | 12.4 (3) |
N2C—C1C—N1C—C11C | 171.40 (15) | N1F—C1F—N2F—C17F | −172.5 (8) |
C2C—C1C—N1C—C11C | −9.4 (3) | C2F—C1F—N2F—C17F | 8.7 (8) |
N2C—C1C—N1C—Al1 | −0.18 (16) | N1F—C1F—N2F—Al2 | 1.26 (14) |
C2C—C1C—N1C—Al1 | 178.99 (17) | C2F—C1F—N2F—Al2 | −177.55 (15) |
N1C—C1C—N2C—C8C | 169.67 (16) | C1F—N2F—C11F—C12F | 117.7 (4) |
C2C—C1C—N2C—C8C | −9.5 (3) | C17F—N2F—C11F—C12F | −152 (21) |
N1C—C1C—N2C—Al1 | 0.17 (15) | Al2—N2F—C11F—C12F | −45.2 (6) |
C2C—C1C—N2C—Al1 | −179.00 (17) | C1F—N2F—C11F—C13F | −118.9 (5) |
C10C—C8C—N2C—C1C | 112.2 (2) | C17F—N2F—C11F—C13F | −29 (20) |
C9C—C8C—N2C—C1C | −125.21 (19) | Al2—N2F—C11F—C13F | 78.2 (6) |
C10C—C8C—N2C—Al1 | −87.1 (3) | C1F—N2F—C17F—C18F | 97.8 (13) |
C9C—C8C—N2C—Al1 | 35.6 (3) | C11F—N2F—C17F—C18F | 6 (19) |
C1C—N1C—C11C—C12C | 130.3 (2) | Al2—N2F—C17F—C18F | −71.2 (16) |
Al1—N1C—C11C—C12C | −64.2 (3) | C1F—N2F—C17F—C19F | −141.5 (10) |
C1C—N1C—C11C—C13C | −106.2 (2) | C11F—N2F—C17F—C19F | 127 (21) |
Al1—N1C—C11C—C13C | 59.3 (3) | Al2—N2F—C17F—C19F | 49.5 (18) |
[Al(C13H19N2)2Cl] | F(000) = 2016 |
Mr = 469.03 | Dx = 1.149 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 19.205 (1) Å | Cell parameters from 8832 reflections |
b = 16.4832 (9) Å | θ = 2.2–25.1° |
c = 17.8498 (10) Å | µ = 0.19 mm−1 |
β = 106.287 (1)° | T = 100 K |
V = 5423.8 (5) Å3 | Prism, yellow |
Z = 8 | 0.21 × 0.20 × 0.14 mm |
Bruker SMART APEXII area-detector diffractometer | 10641 independent reflections |
Radiation source: sealed tube | 7375 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.080 |
Detector resolution: 8.333 pixels mm-1 | θmax = 26.0°, θmin = 1.7° |
φ and ω scans | h = 0→23 |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2008) | k = −20→0 |
Tmin = 0.858, Tmax = 0.973 | l = −22→21 |
100296 measured reflections |
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)] = 0.046 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.010P)2 + 4.680P] where P = (Fo2 + 2Fc2)/3 |
10641 reflections | (Δ/σ)max = 0.001 |
593 parameters | Δρmax = 0.45 e Å−3 |
0 restraints | Δρmin = −0.31 e Å−3 |
[Al(C13H19N2)2Cl] | V = 5423.8 (5) Å3 |
Mr = 469.03 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 19.205 (1) Å | µ = 0.19 mm−1 |
b = 16.4832 (9) Å | T = 100 K |
c = 17.8498 (10) Å | 0.21 × 0.20 × 0.14 mm |
β = 106.287 (1)° |
Bruker SMART APEXII area-detector diffractometer | 10641 independent reflections |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2008) | 7375 reflections with I > 2σ(I) |
Tmin = 0.858, Tmax = 0.973 | Rint = 0.080 |
100296 measured reflections |
R[F2 > 2σ(F2)] = 0.046 | 0 restraints |
wR(F2) = 0.090 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.45 e Å−3 |
10641 reflections | Δρmin = −0.31 e Å−3 |
593 parameters |
Experimental. Integrated as non-merohedrally split crystal. Single reflection set is generated based on the reflections of the first component and overlapped reflections of the first and second components. |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. H atoms were positioned from geometric considerations and refined as riding on the attached atoms with orientation of CH3 groups optimized. Uiso of H atoms were contrained to be 20% larger than Ueqv of the attached atom (50% larger for CH3 groups). |
x | y | z | Uiso*/Ueq | ||
Al1 | 0.40996 (3) | 0.30415 (4) | 0.46657 (4) | 0.02013 (15) | |
Cl1 | 0.48446 (3) | 0.33724 (3) | 0.39740 (3) | 0.02442 (13) | |
C1A | 0.45647 (11) | 0.34633 (12) | 0.59834 (13) | 0.0226 (5) | |
C2A | 0.48630 (12) | 0.37850 (13) | 0.67933 (12) | 0.0229 (5) | |
C3A | 0.51624 (12) | 0.45585 (13) | 0.69101 (13) | 0.0269 (5) | |
H3A | 0.5171 | 0.4886 | 0.6475 | 0.032* | |
C4A | 0.54482 (12) | 0.48525 (14) | 0.76596 (14) | 0.0311 (6) | |
H4A | 0.5661 | 0.5377 | 0.7738 | 0.037* | |
C5A | 0.54242 (13) | 0.43847 (15) | 0.82921 (14) | 0.0362 (6) | |
H5A | 0.5614 | 0.4591 | 0.8806 | 0.043* | |
C6A | 0.51261 (14) | 0.36187 (15) | 0.81813 (14) | 0.0382 (6) | |
H6A | 0.5114 | 0.3298 | 0.8619 | 0.046* | |
C7A | 0.48443 (13) | 0.33143 (14) | 0.74348 (13) | 0.0312 (6) | |
H7A | 0.4639 | 0.2786 | 0.7360 | 0.037* | |
N1A | 0.39906 (9) | 0.37715 (10) | 0.54562 (10) | 0.0239 (4) | |
C11A | 0.34861 (12) | 0.43629 (14) | 0.56244 (13) | 0.0281 (5) | |
H11A | 0.3687 | 0.4558 | 0.6173 | 0.034* | |
C12A | 0.27567 (13) | 0.39630 (16) | 0.55493 (16) | 0.0400 (6) | |
H12A | 0.2558 | 0.3759 | 0.5016 | 0.060* | |
H12B | 0.2422 | 0.4361 | 0.5665 | 0.060* | |
H12C | 0.2820 | 0.3511 | 0.5919 | 0.060* | |
C13A | 0.34198 (13) | 0.50824 (14) | 0.50763 (15) | 0.0356 (6) | |
H13A | 0.3898 | 0.5329 | 0.5148 | 0.053* | |
H13B | 0.3088 | 0.5484 | 0.5192 | 0.053* | |
H13C | 0.3230 | 0.4898 | 0.4535 | 0.053* | |
N2A | 0.48408 (9) | 0.28481 (10) | 0.56825 (10) | 0.0223 (4) | |
C21A | 0.55718 (12) | 0.25225 (13) | 0.60462 (14) | 0.0276 (5) | |
H21A | 0.5635 | 0.2450 | 0.6618 | 0.033* | |
C22A | 0.56353 (13) | 0.16986 (14) | 0.56882 (14) | 0.0338 (6) | |
H22A | 0.5286 | 0.1322 | 0.5808 | 0.051* | |
H22B | 0.6128 | 0.1488 | 0.5905 | 0.051* | |
H22C | 0.5533 | 0.1755 | 0.5121 | 0.051* | |
C23A | 0.61602 (13) | 0.30916 (15) | 0.59374 (16) | 0.0415 (7) | |
H23A | 0.6106 | 0.3164 | 0.5379 | 0.062* | |
H23B | 0.6638 | 0.2859 | 0.6189 | 0.062* | |
H23C | 0.6116 | 0.3618 | 0.6174 | 0.062* | |
C1B | 0.30417 (11) | 0.24168 (13) | 0.38434 (12) | 0.0212 (5) | |
C2B | 0.24110 (11) | 0.19646 (13) | 0.33379 (12) | 0.0227 (5) | |
C3B | 0.25077 (12) | 0.14563 (14) | 0.27549 (13) | 0.0283 (5) | |
H3B | 0.2971 | 0.1412 | 0.2666 | 0.034* | |
C4B | 0.19276 (13) | 0.10123 (15) | 0.23016 (14) | 0.0344 (6) | |
H4B | 0.1992 | 0.0675 | 0.1894 | 0.041* | |
C5B | 0.12579 (14) | 0.10598 (16) | 0.24418 (15) | 0.0393 (6) | |
H5B | 0.0863 | 0.0749 | 0.2136 | 0.047* | |
C6B | 0.11620 (13) | 0.15570 (16) | 0.30243 (15) | 0.0388 (6) | |
H6B | 0.0701 | 0.1587 | 0.3121 | 0.047* | |
C7B | 0.17323 (12) | 0.20128 (14) | 0.34691 (13) | 0.0295 (5) | |
H7B | 0.1661 | 0.2360 | 0.3866 | 0.035* | |
N1B | 0.35512 (9) | 0.20577 (10) | 0.44238 (10) | 0.0213 (4) | |
C11B | 0.34447 (12) | 0.12476 (13) | 0.47142 (13) | 0.0256 (5) | |
H11B | 0.2934 | 0.1079 | 0.4452 | 0.031* | |
C12B | 0.35318 (13) | 0.12823 (15) | 0.55884 (13) | 0.0348 (6) | |
H12D | 0.4028 | 0.1447 | 0.5862 | 0.052* | |
H12E | 0.3435 | 0.0745 | 0.5773 | 0.052* | |
H12F | 0.3189 | 0.1676 | 0.5693 | 0.052* | |
C13B | 0.39439 (13) | 0.06279 (13) | 0.45069 (14) | 0.0329 (6) | |
H13D | 0.3859 | 0.0616 | 0.3939 | 0.049* | |
H13E | 0.3845 | 0.0091 | 0.4689 | 0.049* | |
H13F | 0.4450 | 0.0777 | 0.4758 | 0.049* | |
N2B | 0.31993 (9) | 0.31941 (10) | 0.38067 (10) | 0.0220 (4) | |
C21B | 0.28949 (12) | 0.37497 (13) | 0.31475 (13) | 0.0272 (5) | |
H21B | 0.3180 | 0.4264 | 0.3275 | 0.033* | |
C22B | 0.21167 (13) | 0.39796 (15) | 0.30638 (15) | 0.0383 (6) | |
H22D | 0.1804 | 0.3506 | 0.2892 | 0.058* | |
H22E | 0.1971 | 0.4414 | 0.2677 | 0.058* | |
H22F | 0.2069 | 0.4168 | 0.3568 | 0.058* | |
C23B | 0.30095 (13) | 0.34464 (14) | 0.23853 (13) | 0.0319 (6) | |
H23D | 0.3521 | 0.3306 | 0.2468 | 0.048* | |
H23E | 0.2872 | 0.3873 | 0.1988 | 0.048* | |
H23F | 0.2709 | 0.2965 | 0.2209 | 0.048* | |
Al2 | 0.09906 (3) | 0.69869 (4) | 0.04045 (4) | 0.01958 (14) | |
Cl2 | 0.03433 (3) | 0.64402 (3) | 0.11154 (3) | 0.02421 (13) | |
C1C | 0.19838 (11) | 0.77567 (12) | 0.11760 (12) | 0.0207 (5) | |
C2C | 0.25703 (11) | 0.82799 (13) | 0.16634 (12) | 0.0212 (5) | |
C3C | 0.32648 (12) | 0.82681 (13) | 0.15708 (13) | 0.0265 (5) | |
H3C | 0.3376 | 0.7907 | 0.1206 | 0.032* | |
C4C | 0.37958 (13) | 0.87813 (14) | 0.20084 (13) | 0.0308 (6) | |
H4C | 0.4268 | 0.8776 | 0.1938 | 0.037* | |
C5C | 0.36378 (13) | 0.93017 (14) | 0.25483 (13) | 0.0308 (6) | |
H5C | 0.4001 | 0.9658 | 0.2844 | 0.037* | |
C6C | 0.29541 (13) | 0.93037 (14) | 0.26565 (13) | 0.0309 (6) | |
H6C | 0.2851 | 0.9650 | 0.3037 | 0.037* | |
C7C | 0.24181 (12) | 0.88011 (13) | 0.22103 (13) | 0.0267 (5) | |
H7C | 0.1945 | 0.8812 | 0.2278 | 0.032* | |
N1C | 0.19321 (9) | 0.69659 (10) | 0.12535 (10) | 0.0217 (4) | |
C11C | 0.23760 (12) | 0.65363 (13) | 0.19509 (13) | 0.0272 (5) | |
H11C | 0.2856 | 0.6817 | 0.2133 | 0.033* | |
C12C | 0.25070 (15) | 0.56752 (14) | 0.17359 (15) | 0.0420 (7) | |
H12G | 0.2041 | 0.5394 | 0.1543 | 0.063* | |
H12H | 0.2806 | 0.5393 | 0.2197 | 0.063* | |
H12I | 0.2758 | 0.5680 | 0.1328 | 0.063* | |
C13C | 0.20164 (13) | 0.65577 (15) | 0.26103 (13) | 0.0359 (6) | |
H13G | 0.1967 | 0.7122 | 0.2761 | 0.054* | |
H13H | 0.2315 | 0.6258 | 0.3060 | 0.054* | |
H13I | 0.1535 | 0.6307 | 0.2434 | 0.054* | |
N2C | 0.14207 (9) | 0.80444 (10) | 0.06068 (10) | 0.0201 (4) | |
C21C | 0.14526 (12) | 0.88486 (13) | 0.02560 (13) | 0.0247 (5) | |
H21C | 0.1954 | 0.9067 | 0.0478 | 0.030* | |
C22C | 0.13202 (14) | 0.87677 (14) | −0.06213 (13) | 0.0347 (6) | |
H22G | 0.1676 | 0.8392 | −0.0729 | 0.052* | |
H22H | 0.1370 | 0.9300 | −0.0845 | 0.052* | |
H22I | 0.0830 | 0.8558 | −0.0856 | 0.052* | |
C23C | 0.09284 (13) | 0.94365 (13) | 0.04646 (14) | 0.0303 (6) | |
H23G | 0.0432 | 0.9233 | 0.0260 | 0.045* | |
H23H | 0.0969 | 0.9969 | 0.0236 | 0.045* | |
H23I | 0.1046 | 0.9487 | 0.1033 | 0.045* | |
C1D | 0.04966 (11) | 0.66175 (12) | −0.09242 (12) | 0.0209 (5) | |
C2D | 0.02093 (11) | 0.63235 (13) | −0.17414 (12) | 0.0214 (5) | |
C3D | 0.02412 (12) | 0.68126 (14) | −0.23634 (13) | 0.0283 (5) | |
H3D | 0.0435 | 0.7345 | −0.2269 | 0.034* | |
C4D | −0.00084 (13) | 0.65272 (14) | −0.31228 (14) | 0.0329 (6) | |
H4D | 0.0019 | 0.6862 | −0.3547 | 0.039* | |
C5D | −0.02962 (12) | 0.57563 (14) | −0.32616 (13) | 0.0309 (6) | |
H5D | −0.0469 | 0.5562 | −0.3782 | 0.037* | |
C6D | −0.03325 (12) | 0.52686 (14) | −0.26466 (13) | 0.0286 (5) | |
H6D | −0.0534 | 0.4740 | −0.2745 | 0.034* | |
C7D | −0.00768 (12) | 0.55463 (13) | −0.18853 (13) | 0.0263 (5) | |
H7D | −0.0097 | 0.5206 | −0.1463 | 0.032* | |
N1D | 0.01586 (9) | 0.71126 (10) | −0.05597 (10) | 0.0227 (4) | |
C11D | −0.06152 (12) | 0.73053 (14) | −0.08691 (13) | 0.0282 (5) | |
H11D | −0.0729 | 0.7380 | −0.1447 | 0.034* | |
C12D | −0.07695 (13) | 0.80964 (16) | −0.05082 (14) | 0.0407 (7) | |
H12J | −0.0628 | 0.8044 | 0.0061 | 0.061* | |
H12K | −0.1289 | 0.8220 | −0.0696 | 0.061* | |
H12L | −0.0491 | 0.8536 | −0.0657 | 0.061* | |
C13D | −0.10924 (13) | 0.66258 (16) | −0.07050 (15) | 0.0421 (7) | |
H13J | −0.0988 | 0.6121 | −0.0943 | 0.063* | |
H13K | −0.1604 | 0.6769 | −0.0927 | 0.063* | |
H13L | −0.0991 | 0.6551 | −0.0140 | 0.063* | |
N2D | 0.11453 (9) | 0.63989 (11) | −0.04533 (10) | 0.0227 (4) | |
C21D | 0.16736 (13) | 0.59264 (15) | −0.07247 (14) | 0.0355 (6) | |
H21D | 0.1514 | 0.5919 | −0.1308 | 0.043* | |
C22D | 0.24112 (13) | 0.63313 (18) | −0.04624 (16) | 0.0460 (7) | |
H22J | 0.2386 | 0.6866 | −0.0708 | 0.069* | |
H22K | 0.2769 | 0.5995 | −0.0616 | 0.069* | |
H22L | 0.2555 | 0.6394 | 0.0106 | 0.069* | |
C23D | 0.16898 (15) | 0.50588 (16) | −0.04362 (18) | 0.0570 (9) | |
H23J | 0.1840 | 0.5054 | 0.0136 | 0.086* | |
H23K | 0.2035 | 0.4742 | −0.0630 | 0.086* | |
H23L | 0.1205 | 0.4820 | −0.0628 | 0.086* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Al1 | 0.0243 (3) | 0.0176 (3) | 0.0185 (3) | 0.0012 (3) | 0.0061 (3) | −0.0007 (3) |
Cl1 | 0.0279 (3) | 0.0244 (3) | 0.0238 (3) | −0.0044 (2) | 0.0118 (2) | 0.0012 (2) |
C1A | 0.0272 (12) | 0.0177 (11) | 0.0240 (12) | −0.0022 (9) | 0.0088 (10) | 0.0009 (9) |
C2A | 0.0270 (12) | 0.0220 (12) | 0.0192 (12) | 0.0010 (9) | 0.0056 (9) | −0.0022 (9) |
C3A | 0.0319 (13) | 0.0223 (12) | 0.0260 (13) | 0.0006 (10) | 0.0071 (10) | −0.0006 (10) |
C4A | 0.0342 (14) | 0.0247 (13) | 0.0323 (14) | −0.0038 (11) | 0.0058 (11) | −0.0062 (11) |
C5A | 0.0458 (16) | 0.0365 (15) | 0.0225 (13) | −0.0030 (12) | 0.0034 (11) | −0.0093 (11) |
C6A | 0.0579 (17) | 0.0338 (14) | 0.0222 (13) | −0.0019 (13) | 0.0102 (12) | 0.0031 (11) |
C7A | 0.0418 (15) | 0.0236 (12) | 0.0276 (13) | −0.0065 (11) | 0.0086 (11) | −0.0004 (10) |
N1A | 0.0276 (10) | 0.0213 (10) | 0.0221 (10) | 0.0072 (8) | 0.0057 (8) | −0.0026 (8) |
C11A | 0.0302 (13) | 0.0292 (13) | 0.0247 (13) | 0.0075 (10) | 0.0074 (10) | −0.0060 (10) |
C12A | 0.0387 (15) | 0.0424 (16) | 0.0443 (16) | 0.0083 (12) | 0.0201 (13) | 0.0004 (13) |
C13A | 0.0384 (15) | 0.0240 (13) | 0.0438 (16) | 0.0084 (11) | 0.0106 (12) | −0.0027 (11) |
N2A | 0.0257 (10) | 0.0187 (9) | 0.0209 (10) | 0.0031 (8) | 0.0037 (8) | −0.0015 (8) |
C21A | 0.0253 (12) | 0.0270 (12) | 0.0264 (13) | 0.0055 (10) | 0.0004 (10) | −0.0015 (10) |
C22A | 0.0336 (14) | 0.0313 (13) | 0.0321 (14) | 0.0105 (11) | 0.0017 (11) | −0.0036 (11) |
C23A | 0.0277 (14) | 0.0375 (15) | 0.0548 (18) | 0.0023 (12) | 0.0044 (12) | −0.0082 (13) |
C1B | 0.0213 (11) | 0.0263 (12) | 0.0175 (11) | 0.0017 (9) | 0.0079 (9) | −0.0010 (9) |
C2B | 0.0262 (12) | 0.0210 (11) | 0.0198 (12) | −0.0003 (10) | 0.0045 (9) | 0.0056 (9) |
C3B | 0.0258 (12) | 0.0320 (13) | 0.0259 (13) | −0.0011 (10) | 0.0054 (10) | 0.0022 (10) |
C4B | 0.0389 (15) | 0.0341 (14) | 0.0257 (13) | −0.0047 (12) | 0.0020 (11) | −0.0011 (11) |
C5B | 0.0338 (15) | 0.0415 (15) | 0.0356 (15) | −0.0142 (12) | −0.0018 (12) | 0.0086 (12) |
C6B | 0.0281 (13) | 0.0473 (16) | 0.0403 (16) | −0.0046 (12) | 0.0082 (11) | 0.0138 (13) |
C7B | 0.0277 (13) | 0.0335 (13) | 0.0278 (13) | 0.0017 (11) | 0.0085 (10) | 0.0056 (11) |
N1B | 0.0241 (10) | 0.0198 (9) | 0.0193 (10) | 0.0009 (8) | 0.0051 (8) | 0.0042 (8) |
C11B | 0.0276 (12) | 0.0212 (12) | 0.0265 (13) | −0.0042 (10) | 0.0052 (10) | 0.0065 (10) |
C12B | 0.0443 (15) | 0.0322 (14) | 0.0305 (14) | 0.0056 (12) | 0.0146 (12) | 0.0117 (11) |
C13B | 0.0461 (15) | 0.0202 (12) | 0.0300 (14) | −0.0035 (11) | 0.0070 (12) | 0.0007 (10) |
N2B | 0.0295 (10) | 0.0172 (9) | 0.0191 (10) | 0.0033 (8) | 0.0066 (8) | 0.0021 (7) |
C21B | 0.0347 (13) | 0.0219 (12) | 0.0244 (13) | 0.0042 (10) | 0.0073 (10) | 0.0052 (10) |
C22B | 0.0385 (15) | 0.0381 (15) | 0.0379 (15) | 0.0080 (12) | 0.0099 (12) | 0.0133 (12) |
C23B | 0.0419 (14) | 0.0289 (13) | 0.0237 (13) | 0.0024 (11) | 0.0071 (11) | 0.0045 (10) |
Al2 | 0.0237 (3) | 0.0166 (3) | 0.0190 (3) | 0.0011 (3) | 0.0068 (3) | 0.0000 (3) |
Cl2 | 0.0264 (3) | 0.0266 (3) | 0.0213 (3) | −0.0061 (2) | 0.0096 (2) | 0.0024 (2) |
C1C | 0.0255 (12) | 0.0221 (12) | 0.0179 (11) | 0.0014 (9) | 0.0116 (9) | 0.0005 (9) |
C2C | 0.0246 (11) | 0.0190 (11) | 0.0191 (11) | −0.0012 (9) | 0.0044 (9) | 0.0040 (9) |
C3C | 0.0320 (13) | 0.0261 (12) | 0.0232 (12) | 0.0007 (10) | 0.0109 (10) | −0.0008 (10) |
C4C | 0.0294 (13) | 0.0336 (14) | 0.0306 (14) | −0.0058 (11) | 0.0107 (11) | 0.0024 (11) |
C5C | 0.0360 (14) | 0.0287 (13) | 0.0247 (13) | −0.0096 (11) | 0.0034 (11) | −0.0005 (10) |
C6C | 0.0371 (14) | 0.0298 (13) | 0.0250 (13) | −0.0024 (11) | 0.0073 (11) | −0.0046 (10) |
C7C | 0.0265 (12) | 0.0305 (13) | 0.0235 (12) | 0.0003 (10) | 0.0075 (10) | −0.0014 (10) |
N1C | 0.0249 (10) | 0.0178 (9) | 0.0214 (10) | 0.0018 (8) | 0.0048 (8) | 0.0032 (8) |
C11C | 0.0293 (12) | 0.0236 (12) | 0.0255 (13) | 0.0014 (10) | 0.0024 (10) | 0.0075 (10) |
C12C | 0.0542 (17) | 0.0272 (14) | 0.0401 (16) | 0.0095 (12) | 0.0060 (13) | 0.0113 (12) |
C13C | 0.0395 (14) | 0.0409 (15) | 0.0245 (13) | 0.0002 (12) | 0.0043 (11) | 0.0081 (11) |
N2C | 0.0234 (9) | 0.0172 (9) | 0.0192 (10) | 0.0012 (8) | 0.0051 (8) | 0.0032 (8) |
C21C | 0.0285 (12) | 0.0190 (11) | 0.0272 (13) | 0.0010 (10) | 0.0089 (10) | 0.0047 (9) |
C22C | 0.0518 (16) | 0.0281 (13) | 0.0272 (14) | 0.0052 (12) | 0.0159 (12) | 0.0077 (11) |
C23C | 0.0362 (14) | 0.0203 (12) | 0.0329 (14) | 0.0025 (10) | 0.0071 (11) | 0.0010 (10) |
C1D | 0.0268 (12) | 0.0156 (11) | 0.0213 (12) | −0.0010 (9) | 0.0082 (9) | 0.0005 (9) |
C2D | 0.0221 (11) | 0.0207 (11) | 0.0219 (12) | 0.0024 (9) | 0.0070 (9) | −0.0021 (9) |
C3D | 0.0356 (14) | 0.0245 (12) | 0.0251 (13) | −0.0038 (10) | 0.0090 (10) | −0.0020 (10) |
C4D | 0.0427 (15) | 0.0339 (14) | 0.0233 (13) | −0.0026 (12) | 0.0111 (11) | 0.0021 (11) |
C5D | 0.0348 (14) | 0.0380 (14) | 0.0206 (13) | −0.0026 (11) | 0.0088 (10) | −0.0085 (11) |
C6D | 0.0302 (13) | 0.0237 (12) | 0.0312 (14) | −0.0036 (10) | 0.0073 (11) | −0.0077 (10) |
C7D | 0.0308 (13) | 0.0229 (12) | 0.0253 (13) | 0.0000 (10) | 0.0078 (10) | 0.0017 (10) |
N1D | 0.0226 (10) | 0.0217 (10) | 0.0233 (10) | 0.0037 (8) | 0.0056 (8) | −0.0020 (8) |
C11D | 0.0252 (12) | 0.0345 (13) | 0.0225 (12) | 0.0078 (10) | 0.0027 (10) | −0.0044 (10) |
C12D | 0.0341 (14) | 0.0491 (16) | 0.0333 (15) | 0.0189 (13) | 0.0001 (11) | −0.0098 (12) |
C13D | 0.0254 (13) | 0.0557 (18) | 0.0434 (16) | −0.0025 (13) | 0.0065 (11) | −0.0035 (14) |
N2D | 0.0236 (10) | 0.0227 (10) | 0.0218 (10) | 0.0038 (8) | 0.0066 (8) | −0.0020 (8) |
C21D | 0.0312 (14) | 0.0446 (16) | 0.0294 (14) | 0.0120 (12) | 0.0063 (11) | −0.0124 (12) |
C22D | 0.0268 (14) | 0.072 (2) | 0.0414 (16) | 0.0052 (14) | 0.0137 (12) | −0.0041 (15) |
C23D | 0.0465 (18) | 0.0330 (16) | 0.077 (2) | 0.0167 (13) | −0.0068 (15) | −0.0219 (15) |
Al1—N1A | 1.9102 (18) | Al2—N2D | 1.9046 (18) |
Al1—N1B | 1.9157 (18) | Al2—N2C | 1.9194 (18) |
Al1—N2B | 1.9791 (18) | Al2—N1D | 2.0039 (18) |
Al1—N2A | 1.9932 (18) | Al2—N1C | 2.0076 (18) |
Al1—Cl1 | 2.2046 (8) | Al2—Cl2 | 2.2027 (8) |
C1A—N2A | 1.326 (3) | C1C—N1C | 1.317 (3) |
C1A—N1A | 1.333 (3) | C1C—N2C | 1.345 (3) |
C1A—C2A | 1.495 (3) | C1C—C2C | 1.490 (3) |
C2A—C3A | 1.390 (3) | C2C—C3C | 1.389 (3) |
C2A—C7A | 1.392 (3) | C2C—C7C | 1.392 (3) |
C3A—C4A | 1.383 (3) | C3C—C4C | 1.385 (3) |
C3A—H3A | 0.9500 | C3C—H3C | 0.9500 |
C4A—C5A | 1.379 (3) | C4C—C5C | 1.386 (3) |
C4A—H4A | 0.9500 | C4C—H4C | 0.9500 |
C5A—C6A | 1.378 (3) | C5C—C6C | 1.380 (3) |
C5A—H5A | 0.9500 | C5C—H5C | 0.9500 |
C6A—C7A | 1.384 (3) | C6C—C7C | 1.386 (3) |
C6A—H6A | 0.9500 | C6C—H6C | 0.9500 |
C7A—H7A | 0.9500 | C7C—H7C | 0.9500 |
N1A—C11A | 1.464 (3) | N1C—C11C | 1.477 (3) |
C11A—C12A | 1.520 (3) | C11C—C12C | 1.510 (3) |
C11A—C13A | 1.520 (3) | C11C—C13C | 1.523 (3) |
C11A—H11A | 1.0000 | C11C—H11C | 1.0000 |
C12A—H12A | 0.9800 | C12C—H12G | 0.9800 |
C12A—H12B | 0.9800 | C12C—H12H | 0.9800 |
C12A—H12C | 0.9800 | C12C—H12I | 0.9800 |
C13A—H13A | 0.9800 | C13C—H13G | 0.9800 |
C13A—H13B | 0.9800 | C13C—H13H | 0.9800 |
C13A—H13C | 0.9800 | C13C—H13I | 0.9800 |
N2A—C21A | 1.473 (3) | N2C—C21C | 1.475 (3) |
C21A—C22A | 1.520 (3) | C21C—C23C | 1.517 (3) |
C21A—C23A | 1.522 (3) | C21C—C22C | 1.520 (3) |
C21A—H21A | 1.0000 | C21C—H21C | 1.0000 |
C22A—H22A | 0.9800 | C22C—H22G | 0.9800 |
C22A—H22B | 0.9800 | C22C—H22H | 0.9800 |
C22A—H22C | 0.9800 | C22C—H22I | 0.9800 |
C23A—H23A | 0.9800 | C23C—H23G | 0.9800 |
C23A—H23B | 0.9800 | C23C—H23H | 0.9800 |
C23A—H23C | 0.9800 | C23C—H23I | 0.9800 |
C1B—N2B | 1.322 (3) | C1D—N1D | 1.322 (3) |
C1B—N1B | 1.346 (3) | C1D—N2D | 1.342 (3) |
C1B—C2B | 1.491 (3) | C1D—C2D | 1.489 (3) |
C2B—C3B | 1.388 (3) | C2D—C3D | 1.387 (3) |
C2B—C7B | 1.390 (3) | C2D—C7D | 1.389 (3) |
C3B—C4B | 1.388 (3) | C3D—C4D | 1.387 (3) |
C3B—H3B | 0.9500 | C3D—H3D | 0.9500 |
C4B—C5B | 1.380 (3) | C4D—C5D | 1.380 (3) |
C4B—H4B | 0.9500 | C4D—H4D | 0.9500 |
C5B—C6B | 1.376 (4) | C5D—C6D | 1.378 (3) |
C5B—H5B | 0.9500 | C5D—H5D | 0.9500 |
C6B—C7B | 1.381 (3) | C6D—C7D | 1.387 (3) |
C6B—H6B | 0.9500 | C6D—H6D | 0.9500 |
C7B—H7B | 0.9500 | C7D—H7D | 0.9500 |
N1B—C11B | 1.467 (3) | N1D—C11D | 1.468 (3) |
C11B—C13B | 1.516 (3) | C11D—C12D | 1.520 (3) |
C11B—C12B | 1.523 (3) | C11D—C13D | 1.527 (3) |
C11B—H11B | 1.0000 | C11D—H11D | 1.0000 |
C12B—H12D | 0.9800 | C12D—H12J | 0.9800 |
C12B—H12E | 0.9800 | C12D—H12K | 0.9800 |
C12B—H12F | 0.9800 | C12D—H12L | 0.9800 |
C13B—H13D | 0.9800 | C13D—H13J | 0.9800 |
C13B—H13E | 0.9800 | C13D—H13K | 0.9800 |
C13B—H13F | 0.9800 | C13D—H13L | 0.9800 |
N2B—C21B | 1.476 (3) | N2D—C21D | 1.465 (3) |
C21B—C22B | 1.508 (3) | C21D—C22D | 1.516 (3) |
C21B—C23B | 1.522 (3) | C21D—C23D | 1.517 (4) |
C21B—H21B | 1.0000 | C21D—H21D | 1.0000 |
C22B—H22D | 0.9800 | C22D—H22J | 0.9800 |
C22B—H22E | 0.9800 | C22D—H22K | 0.9800 |
C22B—H22F | 0.9800 | C22D—H22L | 0.9800 |
C23B—H23D | 0.9800 | C23D—H23J | 0.9800 |
C23B—H23E | 0.9800 | C23D—H23K | 0.9800 |
C23B—H23F | 0.9800 | C23D—H23L | 0.9800 |
N1A—Al1—N1B | 122.18 (8) | N2D—Al2—N2C | 117.22 (8) |
N1A—Al1—N2B | 103.84 (8) | N2D—Al2—N1D | 68.20 (7) |
N1B—Al1—N2B | 68.12 (7) | N2C—Al2—N1D | 105.37 (8) |
N1A—Al1—N2A | 68.06 (7) | N2D—Al2—N1C | 106.71 (8) |
N1B—Al1—N2A | 106.08 (8) | N2C—Al2—N1C | 67.95 (7) |
N2B—Al1—N2A | 166.28 (8) | N1D—Al2—N1C | 169.27 (8) |
N1A—Al1—Cl1 | 118.73 (6) | N2D—Al2—Cl2 | 119.70 (6) |
N1B—Al1—Cl1 | 119.03 (6) | N2C—Al2—Cl2 | 123.08 (6) |
N2B—Al1—Cl1 | 95.62 (6) | N1D—Al2—Cl2 | 95.41 (6) |
N2A—Al1—Cl1 | 98.02 (6) | N1C—Al2—Cl2 | 95.31 (6) |
N2A—C1A—N1A | 110.55 (19) | N1C—C1C—N2C | 111.09 (19) |
N2A—C1A—C2A | 125.08 (19) | N1C—C1C—C2C | 125.32 (19) |
N1A—C1A—C2A | 124.35 (19) | N2C—C1C—C2C | 123.57 (18) |
C3A—C2A—C7A | 119.5 (2) | C3C—C2C—C7C | 119.3 (2) |
C3A—C2A—C1A | 120.04 (19) | C3C—C2C—C1C | 121.08 (19) |
C7A—C2A—C1A | 120.43 (19) | C7C—C2C—C1C | 119.59 (19) |
C4A—C3A—C2A | 120.1 (2) | C4C—C3C—C2C | 120.3 (2) |
C4A—C3A—H3A | 119.9 | C4C—C3C—H3C | 119.9 |
C2A—C3A—H3A | 119.9 | C2C—C3C—H3C | 119.9 |
C5A—C4A—C3A | 120.0 (2) | C3C—C4C—C5C | 120.0 (2) |
C5A—C4A—H4A | 120.0 | C3C—C4C—H4C | 120.0 |
C3A—C4A—H4A | 120.0 | C5C—C4C—H4C | 120.0 |
C6A—C5A—C4A | 120.2 (2) | C6C—C5C—C4C | 120.1 (2) |
C6A—C5A—H5A | 119.9 | C6C—C5C—H5C | 120.0 |
C4A—C5A—H5A | 119.9 | C4C—C5C—H5C | 120.0 |
C5A—C6A—C7A | 120.3 (2) | C5C—C6C—C7C | 120.1 (2) |
C5A—C6A—H6A | 119.8 | C5C—C6C—H6C | 120.0 |
C7A—C6A—H6A | 119.8 | C7C—C6C—H6C | 120.0 |
C6A—C7A—C2A | 119.8 (2) | C6C—C7C—C2C | 120.3 (2) |
C6A—C7A—H7A | 120.1 | C6C—C7C—H7C | 119.9 |
C2A—C7A—H7A | 120.1 | C2C—C7C—H7C | 119.9 |
C1A—N1A—C11A | 124.96 (18) | C1C—N1C—C11C | 121.34 (18) |
C1A—N1A—Al1 | 92.36 (13) | C1C—N1C—Al2 | 88.97 (13) |
C11A—N1A—Al1 | 141.91 (15) | C11C—N1C—Al2 | 146.00 (14) |
N1A—C11A—C12A | 109.87 (19) | N1C—C11C—C12C | 109.53 (19) |
N1A—C11A—C13A | 109.18 (18) | N1C—C11C—C13C | 111.13 (18) |
C12A—C11A—C13A | 111.9 (2) | C12C—C11C—C13C | 111.2 (2) |
N1A—C11A—H11A | 108.6 | N1C—C11C—H11C | 108.3 |
C12A—C11A—H11A | 108.6 | C12C—C11C—H11C | 108.3 |
C13A—C11A—H11A | 108.6 | C13C—C11C—H11C | 108.3 |
C11A—C12A—H12A | 109.5 | C11C—C12C—H12G | 109.5 |
C11A—C12A—H12B | 109.5 | C11C—C12C—H12H | 109.5 |
H12A—C12A—H12B | 109.5 | H12G—C12C—H12H | 109.5 |
C11A—C12A—H12C | 109.5 | C11C—C12C—H12I | 109.5 |
H12A—C12A—H12C | 109.5 | H12G—C12C—H12I | 109.5 |
H12B—C12A—H12C | 109.5 | H12H—C12C—H12I | 109.5 |
C11A—C13A—H13A | 109.5 | C11C—C13C—H13G | 109.5 |
C11A—C13A—H13B | 109.5 | C11C—C13C—H13H | 109.5 |
H13A—C13A—H13B | 109.5 | H13G—C13C—H13H | 109.5 |
C11A—C13A—H13C | 109.5 | C11C—C13C—H13I | 109.5 |
H13A—C13A—H13C | 109.5 | H13G—C13C—H13I | 109.5 |
H13B—C13A—H13C | 109.5 | H13H—C13C—H13I | 109.5 |
C1A—N2A—C21A | 122.71 (18) | C1C—N2C—C21C | 121.15 (17) |
C1A—N2A—Al1 | 88.97 (13) | C1C—N2C—Al2 | 91.97 (13) |
C21A—N2A—Al1 | 143.97 (15) | C21C—N2C—Al2 | 143.46 (14) |
N2A—C21A—C22A | 108.62 (18) | N2C—C21C—C23C | 111.14 (18) |
N2A—C21A—C23A | 111.66 (19) | N2C—C21C—C22C | 110.10 (18) |
C22A—C21A—C23A | 110.3 (2) | C23C—C21C—C22C | 112.21 (19) |
N2A—C21A—H21A | 108.7 | N2C—C21C—H21C | 107.7 |
C22A—C21A—H21A | 108.7 | C23C—C21C—H21C | 107.7 |
C23A—C21A—H21A | 108.7 | C22C—C21C—H21C | 107.7 |
C21A—C22A—H22A | 109.5 | C21C—C22C—H22G | 109.5 |
C21A—C22A—H22B | 109.5 | C21C—C22C—H22H | 109.5 |
H22A—C22A—H22B | 109.5 | H22G—C22C—H22H | 109.5 |
C21A—C22A—H22C | 109.5 | C21C—C22C—H22I | 109.5 |
H22A—C22A—H22C | 109.5 | H22G—C22C—H22I | 109.5 |
H22B—C22A—H22C | 109.5 | H22H—C22C—H22I | 109.5 |
C21A—C23A—H23A | 109.5 | C21C—C23C—H23G | 109.5 |
C21A—C23A—H23B | 109.5 | C21C—C23C—H23H | 109.5 |
H23A—C23A—H23B | 109.5 | H23G—C23C—H23H | 109.5 |
C21A—C23A—H23C | 109.5 | C21C—C23C—H23I | 109.5 |
H23A—C23A—H23C | 109.5 | H23G—C23C—H23I | 109.5 |
H23B—C23A—H23C | 109.5 | H23H—C23C—H23I | 109.5 |
N2B—C1B—N1B | 109.70 (18) | N1D—C1D—N2D | 110.81 (18) |
N2B—C1B—C2B | 127.78 (19) | N1D—C1D—C2D | 125.81 (19) |
N1B—C1B—C2B | 122.53 (19) | N2D—C1D—C2D | 123.38 (18) |
C3B—C2B—C7B | 119.3 (2) | C3D—C2D—C7D | 119.5 (2) |
C3B—C2B—C1B | 119.90 (19) | C3D—C2D—C1D | 120.51 (19) |
C7B—C2B—C1B | 120.7 (2) | C7D—C2D—C1D | 120.01 (19) |
C4B—C3B—C2B | 120.1 (2) | C4D—C3D—C2D | 120.3 (2) |
C4B—C3B—H3B | 120.0 | C4D—C3D—H3D | 119.9 |
C2B—C3B—H3B | 120.0 | C2D—C3D—H3D | 119.9 |
C5B—C4B—C3B | 120.1 (2) | C5D—C4D—C3D | 119.9 (2) |
C5B—C4B—H4B | 120.0 | C5D—C4D—H4D | 120.0 |
C3B—C4B—H4B | 120.0 | C3D—C4D—H4D | 120.0 |
C6B—C5B—C4B | 120.0 (2) | C6D—C5D—C4D | 120.1 (2) |
C6B—C5B—H5B | 120.0 | C6D—C5D—H5D | 120.0 |
C4B—C5B—H5B | 120.0 | C4D—C5D—H5D | 120.0 |
C5B—C6B—C7B | 120.4 (2) | C5D—C6D—C7D | 120.3 (2) |
C5B—C6B—H6B | 119.8 | C5D—C6D—H6D | 119.8 |
C7B—C6B—H6B | 119.8 | C7D—C6D—H6D | 119.8 |
C6B—C7B—C2B | 120.1 (2) | C6D—C7D—C2D | 119.9 (2) |
C6B—C7B—H7B | 119.9 | C6D—C7D—H7D | 120.0 |
C2B—C7B—H7B | 119.9 | C2D—C7D—H7D | 120.0 |
C1B—N1B—C11B | 121.91 (18) | C1D—N1D—C11D | 122.25 (18) |
C1B—N1B—Al1 | 92.08 (13) | C1D—N1D—Al2 | 88.60 (13) |
C11B—N1B—Al1 | 144.38 (14) | C11D—N1D—Al2 | 145.58 (15) |
N1B—C11B—C13B | 111.50 (18) | N1D—C11D—C12D | 108.87 (18) |
N1B—C11B—C12B | 109.98 (18) | N1D—C11D—C13D | 111.59 (19) |
C13B—C11B—C12B | 112.34 (19) | C12D—C11D—C13D | 110.4 (2) |
N1B—C11B—H11B | 107.6 | N1D—C11D—H11D | 108.6 |
C13B—C11B—H11B | 107.6 | C12D—C11D—H11D | 108.6 |
C12B—C11B—H11B | 107.6 | C13D—C11D—H11D | 108.6 |
C11B—C12B—H12D | 109.5 | C11D—C12D—H12J | 109.5 |
C11B—C12B—H12E | 109.5 | C11D—C12D—H12K | 109.5 |
H12D—C12B—H12E | 109.5 | H12J—C12D—H12K | 109.5 |
C11B—C12B—H12F | 109.5 | C11D—C12D—H12L | 109.5 |
H12D—C12B—H12F | 109.5 | H12J—C12D—H12L | 109.5 |
H12E—C12B—H12F | 109.5 | H12K—C12D—H12L | 109.5 |
C11B—C13B—H13D | 109.5 | C11D—C13D—H13J | 109.5 |
C11B—C13B—H13E | 109.5 | C11D—C13D—H13K | 109.5 |
H13D—C13B—H13E | 109.5 | H13J—C13D—H13K | 109.5 |
C11B—C13B—H13F | 109.5 | C11D—C13D—H13L | 109.5 |
H13D—C13B—H13F | 109.5 | H13J—C13D—H13L | 109.5 |
H13E—C13B—H13F | 109.5 | H13K—C13D—H13L | 109.5 |
C1B—N2B—C21B | 126.56 (18) | C1D—N2D—C21D | 122.89 (18) |
C1B—N2B—Al1 | 90.04 (13) | C1D—N2D—Al2 | 92.30 (13) |
C21B—N2B—Al1 | 139.55 (15) | C21D—N2D—Al2 | 144.59 (15) |
N2B—C21B—C22B | 113.25 (18) | N2D—C21D—C22D | 109.7 (2) |
N2B—C21B—C23B | 112.61 (18) | N2D—C21D—C23D | 109.8 (2) |
C22B—C21B—C23B | 112.4 (2) | C22D—C21D—C23D | 112.4 (2) |
N2B—C21B—H21B | 105.9 | N2D—C21D—H21D | 108.2 |
C22B—C21B—H21B | 105.9 | C22D—C21D—H21D | 108.2 |
C23B—C21B—H21B | 105.9 | C23D—C21D—H21D | 108.2 |
C21B—C22B—H22D | 109.5 | C21D—C22D—H22J | 109.5 |
C21B—C22B—H22E | 109.5 | C21D—C22D—H22K | 109.5 |
H22D—C22B—H22E | 109.5 | H22J—C22D—H22K | 109.5 |
C21B—C22B—H22F | 109.5 | C21D—C22D—H22L | 109.5 |
H22D—C22B—H22F | 109.5 | H22J—C22D—H22L | 109.5 |
H22E—C22B—H22F | 109.5 | H22K—C22D—H22L | 109.5 |
C21B—C23B—H23D | 109.5 | C21D—C23D—H23J | 109.5 |
C21B—C23B—H23E | 109.5 | C21D—C23D—H23K | 109.5 |
H23D—C23B—H23E | 109.5 | H23J—C23D—H23K | 109.5 |
C21B—C23B—H23F | 109.5 | C21D—C23D—H23L | 109.5 |
H23D—C23B—H23F | 109.5 | H23J—C23D—H23L | 109.5 |
H23E—C23B—H23F | 109.5 | H23K—C23D—H23L | 109.5 |
N2A—C1A—C2A—C3A | 113.2 (2) | N1C—C1C—C2C—C3C | 73.6 (3) |
N1A—C1A—C2A—C3A | −65.1 (3) | N2C—C1C—C2C—C3C | −108.4 (2) |
N2A—C1A—C2A—C7A | −66.8 (3) | N1C—C1C—C2C—C7C | −107.6 (3) |
N1A—C1A—C2A—C7A | 115.0 (3) | N2C—C1C—C2C—C7C | 70.4 (3) |
C7A—C2A—C3A—C4A | 0.9 (3) | C7C—C2C—C3C—C4C | −1.2 (3) |
C1A—C2A—C3A—C4A | −179.1 (2) | C1C—C2C—C3C—C4C | 177.5 (2) |
C2A—C3A—C4A—C5A | −1.2 (3) | C2C—C3C—C4C—C5C | 0.8 (3) |
C3A—C4A—C5A—C6A | 1.0 (4) | C3C—C4C—C5C—C6C | 0.7 (4) |
C4A—C5A—C6A—C7A | −0.4 (4) | C4C—C5C—C6C—C7C | −1.8 (4) |
C5A—C6A—C7A—C2A | 0.0 (4) | C5C—C6C—C7C—C2C | 1.4 (3) |
C3A—C2A—C7A—C6A | −0.3 (3) | C3C—C2C—C7C—C6C | 0.1 (3) |
C1A—C2A—C7A—C6A | 179.7 (2) | C1C—C2C—C7C—C6C | −178.7 (2) |
N2A—C1A—N1A—C11A | 169.42 (19) | N2C—C1C—N1C—C11C | −165.00 (18) |
C2A—C1A—N1A—C11A | −12.1 (3) | C2C—C1C—N1C—C11C | 13.2 (3) |
N2A—C1A—N1A—Al1 | −2.45 (18) | N2C—C1C—N1C—Al2 | −1.29 (17) |
C2A—C1A—N1A—Al1 | 176.06 (18) | C2C—C1C—N1C—Al2 | 176.93 (19) |
C1A—N1A—C11A—C12A | −109.8 (2) | C1C—N1C—C11C—C12C | −151.4 (2) |
Al1—N1A—C11A—C12A | 56.9 (3) | Al2—N1C—C11C—C12C | 58.7 (3) |
C1A—N1A—C11A—C13A | 127.1 (2) | C1C—N1C—C11C—C13C | 85.3 (2) |
Al1—N1A—C11A—C13A | −66.1 (3) | Al2—N1C—C11C—C13C | −64.6 (3) |
N1A—C1A—N2A—C21A | 164.08 (19) | N1C—C1C—N2C—C21C | −162.41 (18) |
C2A—C1A—N2A—C21A | −14.4 (3) | C2C—C1C—N2C—C21C | 19.3 (3) |
N1A—C1A—N2A—Al1 | 2.35 (17) | N1C—C1C—N2C—Al2 | 1.35 (18) |
C2A—C1A—N2A—Al1 | −176.15 (19) | C2C—C1C—N2C—Al2 | −176.91 (17) |
C1A—N2A—C21A—C22A | 164.8 (2) | C1C—N2C—C21C—C23C | −112.2 (2) |
Al1—N2A—C21A—C22A | −47.4 (3) | Al2—N2C—C21C—C23C | 95.8 (3) |
C1A—N2A—C21A—C23A | −73.4 (3) | C1C—N2C—C21C—C22C | 122.8 (2) |
Al1—N2A—C21A—C23A | 74.4 (3) | Al2—N2C—C21C—C22C | −29.1 (3) |
N2B—C1B—C2B—C3B | 103.6 (3) | N1D—C1D—C2D—C3D | 79.8 (3) |
N1B—C1B—C2B—C3B | −75.9 (3) | N2D—C1D—C2D—C3D | −100.9 (3) |
N2B—C1B—C2B—C7B | −79.7 (3) | N1D—C1D—C2D—C7D | −101.8 (3) |
N1B—C1B—C2B—C7B | 100.7 (3) | N2D—C1D—C2D—C7D | 77.4 (3) |
C7B—C2B—C3B—C4B | 1.0 (3) | C7D—C2D—C3D—C4D | −0.2 (3) |
C1B—C2B—C3B—C4B | 177.7 (2) | C1D—C2D—C3D—C4D | 178.2 (2) |
C2B—C3B—C4B—C5B | −1.6 (4) | C2D—C3D—C4D—C5D | 0.6 (4) |
C3B—C4B—C5B—C6B | 1.0 (4) | C3D—C4D—C5D—C6D | −0.3 (4) |
C4B—C5B—C6B—C7B | 0.2 (4) | C4D—C5D—C6D—C7D | −0.4 (3) |
C5B—C6B—C7B—C2B | −0.8 (4) | C5D—C6D—C7D—C2D | 0.8 (3) |
C3B—C2B—C7B—C6B | 0.2 (3) | C3D—C2D—C7D—C6D | −0.5 (3) |
C1B—C2B—C7B—C6B | −176.5 (2) | C1D—C2D—C7D—C6D | −178.9 (2) |
N2B—C1B—N1B—C11B | 166.65 (18) | N2D—C1D—N1D—C11D | −166.39 (19) |
C2B—C1B—N1B—C11B | −13.7 (3) | C2D—C1D—N1D—C11D | 13.0 (3) |
N2B—C1B—N1B—Al1 | −2.16 (17) | N2D—C1D—N1D—Al2 | −2.60 (17) |
C2B—C1B—N1B—Al1 | 177.48 (17) | C2D—C1D—N1D—Al2 | 176.75 (19) |
C1B—N1B—C11B—C13B | 111.4 (2) | C1D—N1D—C11D—C12D | −158.9 (2) |
Al1—N1B—C11B—C13B | −88.1 (3) | Al2—N1D—C11D—C12D | 50.7 (3) |
C1B—N1B—C11B—C12B | −123.3 (2) | C1D—N1D—C11D—C13D | 79.0 (3) |
Al1—N1B—C11B—C12B | 37.2 (3) | Al2—N1D—C11D—C13D | −71.5 (3) |
N1B—C1B—N2B—C21B | 163.53 (19) | N1D—C1D—N2D—C21D | −173.06 (19) |
C2B—C1B—N2B—C21B | −16.1 (3) | C2D—C1D—N2D—C21D | 7.6 (3) |
N1B—C1B—N2B—Al1 | 2.08 (17) | N1D—C1D—N2D—Al2 | 2.74 (18) |
C2B—C1B—N2B—Al1 | −177.5 (2) | C2D—C1D—N2D—Al2 | −176.63 (18) |
C1B—N2B—C21B—C22B | 72.6 (3) | C1D—N2D—C21D—C22D | 130.6 (2) |
Al1—N2B—C21B—C22B | −136.8 (2) | Al2—N2D—C21D—C22D | −42.1 (4) |
C1B—N2B—C21B—C23B | −56.4 (3) | C1D—N2D—C21D—C23D | −105.3 (2) |
Al1—N2B—C21B—C23B | 94.2 (2) | Al2—N2D—C21D—C23D | 81.9 (3) |
[Al(C19H27N2)2Cl]·0.675C4H8O | F(000) = 1468 |
Mr = 677.95 | Dx = 1.099 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 22.042 (4) Å | Cell parameters from 10954 reflections |
b = 16.007 (3) Å | θ = 2.5–30.4° |
c = 12.852 (2) Å | µ = 0.15 mm−1 |
β = 115.396 (2)° | T = 150 K |
V = 4096.6 (12) Å3 | Plate, colourless |
Z = 4 | 0.40 × 0.34 × 0.12 mm |
Bruker SMART APEXII area-detector diffractometer | 4038 independent reflections |
Radiation source: sealed tube | 3577 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
Detector resolution: 11.198 pixels mm-1 | θmax = 26.0°, θmin = 2.1° |
ω and φ scans | h = −27→27 |
Absorption correction: multi-scan (SADABS; Sheldrick, 2008) | k = −19→19 |
Tmin = 0.872, Tmax = 0.982 | l = −15→15 |
20863 measured reflections |
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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.082 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.010P)2 + 6.580P] where P = (Fo2 + 2Fc2)/3 |
4038 reflections | (Δ/σ)max = 0.001 |
200 parameters | Δρmax = 0.28 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
[Al(C19H27N2)2Cl]·0.675C4H8O | V = 4096.6 (12) Å3 |
Mr = 677.95 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 22.042 (4) Å | µ = 0.15 mm−1 |
b = 16.007 (3) Å | T = 150 K |
c = 12.852 (2) Å | 0.40 × 0.34 × 0.12 mm |
β = 115.396 (2)° |
Bruker SMART APEXII area-detector diffractometer | 4038 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2008) | 3577 reflections with I > 2σ(I) |
Tmin = 0.872, Tmax = 0.982 | Rint = 0.023 |
20863 measured reflections |
R[F2 > 2σ(F2)] = 0.037 | 0 restraints |
wR(F2) = 0.082 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.28 e Å−3 |
4038 reflections | Δρmin = −0.25 e Å−3 |
200 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. C4H8O solvent showed strong disorder along 0, 1/2,z channels and was was treated using SQUEEZE procedure from PLATON software (Spek, 2009). See details in platon_squeeze_void_*). Total removed eletron density corresponds to 108 electrons which in turn corresponds to 2.7 THF molecues of solvent. H atoms were positioned from geometric consideration and refined as riding on the attached atom. Uiso of H atoms were constrained to be 20% larger than Ueqv of the attached atoms. |
x | y | z | Uiso*/Ueq | ||
Cl1 | 0.5000 | 0.48000 (3) | 0.2500 | 0.03380 (14) | |
Al1 | 0.5000 | 0.61653 (4) | 0.2500 | 0.02219 (14) | |
N1 | 0.41384 (6) | 0.62964 (7) | 0.10908 (10) | 0.0240 (3) | |
N2 | 0.51084 (6) | 0.68318 (7) | 0.13434 (10) | 0.0242 (3) | |
C1 | 0.44562 (7) | 0.67531 (9) | 0.06238 (12) | 0.0235 (3) | |
C2 | 0.41364 (7) | 0.71313 (9) | −0.05510 (12) | 0.0253 (3) | |
C3 | 0.42589 (8) | 0.67932 (11) | −0.14389 (13) | 0.0351 (4) | |
H3 | 0.4554 | 0.6330 | −0.1295 | 0.042* | |
C4 | 0.39503 (9) | 0.71323 (12) | −0.25332 (14) | 0.0419 (4) | |
H4 | 0.4030 | 0.6897 | −0.3142 | 0.050* | |
C5 | 0.35279 (9) | 0.78104 (12) | −0.27447 (14) | 0.0407 (4) | |
H5 | 0.3317 | 0.8041 | −0.3498 | 0.049* | |
C6 | 0.34115 (9) | 0.81544 (11) | −0.18641 (15) | 0.0411 (4) | |
H6 | 0.3125 | 0.8626 | −0.2009 | 0.049* | |
C7 | 0.37119 (8) | 0.78128 (10) | −0.07669 (13) | 0.0332 (4) | |
H7 | 0.3627 | 0.8046 | −0.0163 | 0.040* | |
C11 | 0.34714 (7) | 0.59362 (9) | 0.04118 (12) | 0.0255 (3) | |
H11 | 0.3193 | 0.6359 | −0.0170 | 0.031* | |
C12 | 0.35123 (7) | 0.51470 (10) | −0.02295 (13) | 0.0300 (3) | |
H12A | 0.3716 | 0.5287 | −0.0761 | 0.036* | |
H12B | 0.3805 | 0.4731 | 0.0332 | 0.036* | |
C13 | 0.28158 (8) | 0.47686 (10) | −0.09147 (14) | 0.0345 (4) | |
H13A | 0.2535 | 0.5165 | −0.1521 | 0.041* | |
H13B | 0.2858 | 0.4249 | −0.1296 | 0.041* | |
C14 | 0.24766 (9) | 0.45747 (11) | −0.01311 (17) | 0.0430 (4) | |
H14A | 0.2731 | 0.4131 | 0.0421 | 0.052* | |
H14B | 0.2017 | 0.4364 | −0.0600 | 0.052* | |
C15 | 0.24402 (9) | 0.53480 (12) | 0.05303 (16) | 0.0416 (4) | |
H15A | 0.2251 | 0.5192 | 0.1077 | 0.050* | |
H15B | 0.2135 | 0.5762 | −0.0016 | 0.050* | |
C16 | 0.31316 (8) | 0.57422 (11) | 0.11943 (14) | 0.0341 (4) | |
H16A | 0.3083 | 0.6265 | 0.1564 | 0.041* | |
H16B | 0.3418 | 0.5355 | 0.1810 | 0.041* | |
C21 | 0.55462 (7) | 0.74495 (9) | 0.11687 (12) | 0.0254 (3) | |
H21 | 0.5263 | 0.7811 | 0.0502 | 0.030* | |
C22 | 0.60763 (8) | 0.70273 (10) | 0.08836 (14) | 0.0325 (3) | |
H22A | 0.5852 | 0.6718 | 0.0149 | 0.039* | |
H22B | 0.6329 | 0.6619 | 0.1495 | 0.039* | |
C23 | 0.65675 (9) | 0.76595 (12) | 0.07778 (15) | 0.0412 (4) | |
H23A | 0.6924 | 0.7357 | 0.0658 | 0.049* | |
H23B | 0.6326 | 0.8019 | 0.0097 | 0.049* | |
C24 | 0.68864 (9) | 0.82035 (12) | 0.18457 (16) | 0.0443 (4) | |
H24A | 0.7167 | 0.7853 | 0.2514 | 0.053* | |
H24B | 0.7180 | 0.8625 | 0.1730 | 0.053* | |
C25 | 0.63515 (9) | 0.86403 (11) | 0.20905 (16) | 0.0398 (4) | |
H25A | 0.6094 | 0.9025 | 0.1449 | 0.048* | |
H25B | 0.6568 | 0.8975 | 0.2804 | 0.048* | |
C26 | 0.58753 (8) | 0.80053 (10) | 0.22304 (13) | 0.0316 (3) | |
H26A | 0.5522 | 0.8304 | 0.2365 | 0.038* | |
H26B | 0.6128 | 0.7652 | 0.2913 | 0.038* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.0398 (3) | 0.0233 (3) | 0.0315 (3) | 0.000 | 0.0088 (2) | 0.000 |
Al1 | 0.0253 (3) | 0.0220 (3) | 0.0178 (3) | 0.000 | 0.0078 (2) | 0.000 |
N1 | 0.0254 (6) | 0.0251 (6) | 0.0188 (6) | −0.0020 (5) | 0.0069 (5) | −0.0015 (5) |
N2 | 0.0260 (6) | 0.0251 (6) | 0.0198 (6) | −0.0009 (5) | 0.0082 (5) | 0.0020 (5) |
C1 | 0.0282 (7) | 0.0212 (7) | 0.0203 (7) | 0.0021 (6) | 0.0096 (6) | −0.0031 (5) |
C2 | 0.0258 (7) | 0.0263 (7) | 0.0218 (7) | −0.0010 (6) | 0.0082 (6) | 0.0009 (6) |
C3 | 0.0413 (9) | 0.0360 (9) | 0.0278 (8) | 0.0093 (7) | 0.0146 (7) | 0.0015 (7) |
C4 | 0.0516 (10) | 0.0513 (11) | 0.0239 (8) | 0.0052 (9) | 0.0173 (8) | 0.0010 (7) |
C5 | 0.0434 (10) | 0.0484 (11) | 0.0256 (8) | 0.0041 (8) | 0.0102 (7) | 0.0121 (7) |
C6 | 0.0414 (10) | 0.0410 (10) | 0.0366 (9) | 0.0148 (8) | 0.0128 (8) | 0.0122 (8) |
C7 | 0.0374 (9) | 0.0350 (9) | 0.0276 (8) | 0.0077 (7) | 0.0141 (7) | 0.0026 (7) |
C11 | 0.0251 (7) | 0.0258 (7) | 0.0220 (7) | −0.0009 (6) | 0.0069 (6) | −0.0025 (6) |
C12 | 0.0284 (8) | 0.0315 (8) | 0.0278 (8) | −0.0007 (6) | 0.0100 (6) | −0.0075 (6) |
C13 | 0.0294 (8) | 0.0326 (9) | 0.0346 (8) | −0.0008 (7) | 0.0072 (7) | −0.0128 (7) |
C14 | 0.0360 (9) | 0.0384 (10) | 0.0539 (11) | −0.0121 (8) | 0.0187 (8) | −0.0145 (8) |
C15 | 0.0369 (9) | 0.0465 (11) | 0.0478 (10) | −0.0113 (8) | 0.0242 (8) | −0.0144 (8) |
C16 | 0.0360 (9) | 0.0373 (9) | 0.0319 (8) | −0.0083 (7) | 0.0174 (7) | −0.0098 (7) |
C21 | 0.0265 (7) | 0.0261 (7) | 0.0227 (7) | 0.0002 (6) | 0.0097 (6) | 0.0036 (6) |
C22 | 0.0385 (9) | 0.0341 (9) | 0.0306 (8) | 0.0032 (7) | 0.0202 (7) | 0.0022 (7) |
C23 | 0.0419 (10) | 0.0496 (11) | 0.0430 (10) | 0.0018 (8) | 0.0285 (8) | 0.0074 (8) |
C24 | 0.0344 (9) | 0.0551 (12) | 0.0463 (10) | −0.0106 (8) | 0.0200 (8) | 0.0049 (9) |
C25 | 0.0397 (9) | 0.0378 (9) | 0.0412 (9) | −0.0117 (8) | 0.0167 (8) | −0.0040 (8) |
C26 | 0.0321 (8) | 0.0330 (8) | 0.0330 (8) | −0.0045 (7) | 0.0170 (7) | −0.0048 (7) |
Cl1—Al1 | 2.1855 (9) | C13—C14 | 1.522 (2) |
Al1—N2 | 1.9260 (12) | C13—H13A | 0.9900 |
Al1—N2i | 1.9261 (12) | C13—H13B | 0.9900 |
Al1—N1 | 1.9952 (12) | C14—C15 | 1.523 (2) |
Al1—N1i | 1.9953 (12) | C14—H14A | 0.9900 |
Al1—C1i | 2.3785 (14) | C14—H14B | 0.9900 |
N1—C1 | 1.3213 (18) | C15—C16 | 1.528 (2) |
N1—C11 | 1.4680 (18) | C15—H15A | 0.9900 |
N2—C1 | 1.3407 (18) | C15—H15B | 0.9900 |
N2—C21 | 1.4647 (18) | C16—H16A | 0.9900 |
C1—C2 | 1.4935 (19) | C16—H16B | 0.9900 |
C2—C7 | 1.386 (2) | C21—C22 | 1.524 (2) |
C2—C3 | 1.390 (2) | C21—C26 | 1.527 (2) |
C3—C4 | 1.384 (2) | C21—H21 | 1.0000 |
C3—H3 | 0.9500 | C22—C23 | 1.530 (2) |
C4—C5 | 1.379 (3) | C22—H22A | 0.9900 |
C4—H4 | 0.9500 | C22—H22B | 0.9900 |
C5—C6 | 1.378 (2) | C23—C24 | 1.519 (3) |
C5—H5 | 0.9500 | C23—H23A | 0.9900 |
C6—C7 | 1.388 (2) | C23—H23B | 0.9900 |
C6—H6 | 0.9500 | C24—C25 | 1.515 (2) |
C7—H7 | 0.9500 | C24—H24A | 0.9900 |
C11—C16 | 1.521 (2) | C24—H24B | 0.9900 |
C11—C12 | 1.532 (2) | C25—C26 | 1.526 (2) |
C11—H11 | 1.0000 | C25—H25A | 0.9900 |
C12—C13 | 1.530 (2) | C25—H25B | 0.9900 |
C12—H12A | 0.9900 | C26—H26A | 0.9900 |
C12—H12B | 0.9900 | C26—H26B | 0.9900 |
N2—Al1—N2i | 112.73 (8) | C14—C13—H13B | 109.5 |
N2—Al1—N1 | 68.04 (5) | C12—C13—H13B | 109.5 |
N2i—Al1—N1 | 104.92 (5) | H13A—C13—H13B | 108.1 |
N2—Al1—N1i | 104.92 (5) | C13—C14—C15 | 111.23 (14) |
N2i—Al1—N1i | 68.04 (5) | C13—C14—H14A | 109.4 |
N1—Al1—N1i | 167.92 (8) | C15—C14—H14A | 109.4 |
N2—Al1—Cl1 | 123.64 (4) | C13—C14—H14B | 109.4 |
N2i—Al1—Cl1 | 123.64 (4) | C15—C14—H14B | 109.4 |
N1—Al1—Cl1 | 96.04 (4) | H14A—C14—H14B | 108.0 |
N1i—Al1—Cl1 | 96.04 (4) | C14—C15—C16 | 111.64 (14) |
N2—Al1—C1i | 112.83 (5) | C14—C15—H15A | 109.3 |
N2i—Al1—C1i | 34.30 (5) | C16—C15—H15A | 109.3 |
N1—Al1—C1i | 138.45 (5) | C14—C15—H15B | 109.3 |
N1i—Al1—C1i | 33.74 (5) | C16—C15—H15B | 109.3 |
Cl1—Al1—C1i | 113.30 (4) | H15A—C15—H15B | 108.0 |
C1—N1—C11 | 122.56 (12) | C11—C16—C15 | 111.78 (13) |
C1—N1—Al1 | 89.24 (9) | C11—C16—H16A | 109.3 |
C11—N1—Al1 | 144.99 (10) | C15—C16—H16A | 109.3 |
C1—N2—C21 | 122.66 (12) | C11—C16—H16B | 109.3 |
C1—N2—Al1 | 91.67 (9) | C15—C16—H16B | 109.3 |
C21—N2—Al1 | 143.16 (9) | H16A—C16—H16B | 107.9 |
N1—C1—N2 | 111.05 (12) | N2—C21—C22 | 111.15 (12) |
N1—C1—C2 | 124.84 (13) | N2—C21—C26 | 110.37 (11) |
N2—C1—C2 | 124.11 (13) | C22—C21—C26 | 110.72 (12) |
C7—C2—C3 | 119.63 (14) | N2—C21—H21 | 108.2 |
C7—C2—C1 | 120.46 (13) | C22—C21—H21 | 108.2 |
C3—C2—C1 | 119.91 (13) | C26—C21—H21 | 108.2 |
C4—C3—C2 | 119.85 (15) | C21—C22—C23 | 111.88 (13) |
C4—C3—H3 | 120.1 | C21—C22—H22A | 109.2 |
C2—C3—H3 | 120.1 | C23—C22—H22A | 109.2 |
C5—C4—C3 | 120.34 (16) | C21—C22—H22B | 109.2 |
C5—C4—H4 | 119.8 | C23—C22—H22B | 109.2 |
C3—C4—H4 | 119.8 | H22A—C22—H22B | 107.9 |
C6—C5—C4 | 120.03 (15) | C24—C23—C22 | 111.69 (13) |
C6—C5—H5 | 120.0 | C24—C23—H23A | 109.3 |
C4—C5—H5 | 120.0 | C22—C23—H23A | 109.3 |
C5—C6—C7 | 120.09 (16) | C24—C23—H23B | 109.3 |
C5—C6—H6 | 120.0 | C22—C23—H23B | 109.3 |
C7—C6—H6 | 120.0 | H23A—C23—H23B | 107.9 |
C2—C7—C6 | 120.05 (15) | C25—C24—C23 | 110.63 (14) |
C2—C7—H7 | 120.0 | C25—C24—H24A | 109.5 |
C6—C7—H7 | 120.0 | C23—C24—H24A | 109.5 |
N1—C11—C16 | 109.79 (12) | C25—C24—H24B | 109.5 |
N1—C11—C12 | 111.63 (12) | C23—C24—H24B | 109.5 |
C16—C11—C12 | 110.28 (13) | H24A—C24—H24B | 108.1 |
N1—C11—H11 | 108.4 | C24—C25—C26 | 110.66 (14) |
C16—C11—H11 | 108.4 | C24—C25—H25A | 109.5 |
C12—C11—H11 | 108.4 | C26—C25—H25A | 109.5 |
C13—C12—C11 | 111.11 (12) | C24—C25—H25B | 109.5 |
C13—C12—H12A | 109.4 | C26—C25—H25B | 109.5 |
C11—C12—H12A | 109.4 | H25A—C25—H25B | 108.1 |
C13—C12—H12B | 109.4 | C25—C26—C21 | 111.72 (13) |
C11—C12—H12B | 109.4 | C25—C26—H26A | 109.3 |
H12A—C12—H12B | 108.0 | C21—C26—H26A | 109.3 |
C14—C13—C12 | 110.88 (13) | C25—C26—H26B | 109.3 |
C14—C13—H13A | 109.5 | C21—C26—H26B | 109.3 |
C12—C13—H13A | 109.5 | H26A—C26—H26B | 107.9 |
C11—N1—C1—N2 | −164.48 (12) | C1—N1—C11—C12 | 78.85 (17) |
Al1—N1—C1—N2 | −0.02 (11) | Al1—N1—C11—C12 | −73.3 (2) |
C11—N1—C1—C2 | 15.3 (2) | N1—C11—C12—C13 | 178.91 (13) |
Al1—N1—C1—C2 | 179.75 (13) | C16—C11—C12—C13 | 56.57 (17) |
C21—N2—C1—N1 | −165.84 (12) | C11—C12—C13—C14 | −56.96 (18) |
Al1—N2—C1—N1 | 0.02 (12) | C12—C13—C14—C15 | 55.59 (19) |
C21—N2—C1—C2 | 14.4 (2) | C13—C14—C15—C16 | −54.5 (2) |
Al1—N2—C1—C2 | −179.75 (12) | N1—C11—C16—C15 | −178.78 (13) |
N1—C1—C2—C7 | 73.0 (2) | C12—C11—C16—C15 | −55.38 (18) |
N2—C1—C2—C7 | −107.29 (17) | C14—C15—C16—C11 | 54.7 (2) |
N1—C1—C2—C3 | −106.33 (18) | C1—N2—C21—C22 | −112.74 (15) |
N2—C1—C2—C3 | 73.4 (2) | Al1—N2—C21—C22 | 91.30 (18) |
C7—C2—C3—C4 | −0.8 (2) | C1—N2—C21—C26 | 124.01 (14) |
C1—C2—C3—C4 | 178.53 (15) | Al1—N2—C21—C26 | −31.9 (2) |
C2—C3—C4—C5 | 0.8 (3) | N2—C21—C22—C23 | −176.17 (12) |
C3—C4—C5—C6 | 0.0 (3) | C26—C21—C22—C23 | −53.12 (17) |
C4—C5—C6—C7 | −0.8 (3) | C21—C22—C23—C24 | 54.26 (19) |
C3—C2—C7—C6 | 0.0 (2) | C22—C23—C24—C25 | −56.0 (2) |
C1—C2—C7—C6 | −179.31 (15) | C23—C24—C25—C26 | 57.18 (19) |
C5—C6—C7—C2 | 0.8 (3) | C24—C25—C26—C21 | −57.18 (19) |
C1—N1—C11—C16 | −158.54 (13) | N2—C21—C26—C25 | 178.32 (13) |
Al1—N1—C11—C16 | 49.3 (2) | C22—C21—C26—C25 | 54.82 (17) |
Symmetry code: (i) −x+1, y, −z+1/2. |
Experimental details
(AlPhCNiPr23) | (AlPhCNiPr22Cl) | (AlPhCNCy22Cl) | |
Crystal data | |||
Chemical formula | [Al(C13H19N2)3] | [Al(C13H19N2)2Cl] | [Al(C19H27N2)2Cl]·0.675C4H8O |
Mr | 636.88 | 469.03 | 677.95 |
Crystal system, space group | Orthorhombic, Pccn | Monoclinic, P21/c | Monoclinic, C2/c |
Temperature (K) | 150 | 100 | 150 |
a, b, c (Å) | 31.286 (3), 33.409 (3), 14.3488 (12) | 19.205 (1), 16.4832 (9), 17.8498 (10) | 22.042 (4), 16.007 (3), 12.852 (2) |
α, β, γ (°) | 90, 90, 90 | 90, 106.287 (1), 90 | 90, 115.396 (2), 90 |
V (Å3) | 14998 (2) | 5423.8 (5) | 4096.6 (12) |
Z | 16 | 8 | 4 |
Radiation type | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.09 | 0.19 | 0.15 |
Crystal size (mm) | 0.35 × 0.30 × 0.11 | 0.21 × 0.20 × 0.14 | 0.40 × 0.34 × 0.12 |
Data collection | |||
Diffractometer | Bruker SMART APEXII area-detector diffractometer | Bruker SMART APEXII area-detector diffractometer | Bruker SMART APEXII area-detector diffractometer |
Absorption correction | Multi-scan (TWINABS; Sheldrick, 2008) | Multi-scan (TWINABS; Sheldrick, 2008) | Multi-scan (SADABS; Sheldrick, 2008) |
Tmin, Tmax | 0.930, 0.990 | 0.858, 0.973 | 0.872, 0.982 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 242499, 14753, 10759 | 100296, 10641, 7375 | 20863, 4038, 3577 |
Rint | 0.086 | 0.080 | 0.023 |
(sin θ/λ)max (Å−1) | 0.617 | 0.617 | 0.617 |
Refinement | |||
R[F2 > 2σ(F2)], wR(F2), S | 0.050, 0.087, 1.03 | 0.046, 0.090, 1.00 | 0.037, 0.082, 1.00 |
No. of reflections | 14753 | 10641 | 4038 |
No. of parameters | 901 | 593 | 200 |
No. of restraints | 58 | 0 | 0 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.22, −0.23 | 0.45, −0.31 | 0.28, −0.25 |
Computer programs: APEX2 and SAINT (Bruker, 2010), SHELXS97 (Sheldrick, 2008), XSHEL (Bruker, 2004), APEX2 (Bruker, 2010) and SHELXL2012 (Sheldrick, 2012).
Al1—N1A | 1.9826 (15) | Al2—N2E | 2.0156 (15) |
Al1—N1C | 2.0168 (15) | Al2—N1E | 2.0185 (15) |
Al1—N2B | 2.0220 (14) | Al2—N2D | 2.0267 (15) |
Al1—N1B | 2.0299 (14) | Al2—N2F | 2.0279 (14) |
Al1—N2C | 2.0310 (16) | Al2—N1F | 2.0295 (15) |
Al1—N2A | 2.0344 (15) | Al2—N1D | 2.0382 (15) |
Al1—N1A | 1.9102 (18) | Al2—N2D | 1.9046 (18) |
Al1—N1B | 1.9157 (18) | Al2—N2C | 1.9194 (18) |
Al1—N2B | 1.9791 (18) | Al2—N1D | 2.0039 (18) |
Al1—N2A | 1.9932 (18) | Al2—N1C | 2.0076 (18) |
Al1—Cl1 | 2.2046 (8) | Al2—Cl2 | 2.2027 (8) |
N1A—Al1—N1B | 122.18 (8) | N2D—Al2—N2C | 117.22 (8) |
N1A—Al1—N2B | 103.84 (8) | N2D—Al2—N1D | 68.20 (7) |
N1B—Al1—N2B | 68.12 (7) | N2C—Al2—N1D | 105.37 (8) |
N1A—Al1—N2A | 68.06 (7) | N2D—Al2—N1C | 106.71 (8) |
N1B—Al1—N2A | 106.08 (8) | N2C—Al2—N1C | 67.95 (7) |
N2B—Al1—N2A | 166.28 (8) | N1D—Al2—N1C | 169.27 (8) |
N1A—Al1—Cl1 | 118.73 (6) | N2D—Al2—Cl2 | 119.70 (6) |
N1B—Al1—Cl1 | 119.03 (6) | N2C—Al2—Cl2 | 123.08 (6) |
N2B—Al1—Cl1 | 95.62 (6) | N1D—Al2—Cl2 | 95.41 (6) |
N2A—Al1—Cl1 | 98.02 (6) | N1C—Al2—Cl2 | 95.31 (6) |
Cl1—Al1 | 2.1855 (9) | Al1—N1 | 1.9952 (12) |
Al1—N2 | 1.9260 (12) | ||
N2—Al1—N2i | 112.73 (8) | N1—Al1—N1i | 167.92 (8) |
N2—Al1—N1 | 68.04 (5) | N2—Al1—Cl1 | 123.64 (4) |
N2i—Al1—N1 | 104.92 (5) | N1—Al1—Cl1 | 96.04 (4) |
Symmetry code: (i) −x+1, y, −z+1/2. |
Subscribe to Acta Crystallographica Section C: Structural Chemistry
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- Purchase subscription
- Reduced-price subscriptions
- If you have already subscribed, you may need to register