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metal-organic compounds
Insights into crystallization mechanism: a synchrotron study of
in a cobalt acetate cluster compoundaUniversity Chemical Laboratory, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, England, and bSynchrotron Radiation Department, Daresbury Laboratory, Warrington, Cheshire WA4 4AD, England
*Correspondence e-mail: jb442@hermes.cam.ac.uk
The structure of the title compound, di-μ3-acetato-1κ2O,O′:2κO′;2κO:3κ2O,O′-di-μ2-acetato-1κO:2κO′;2κO:3κO′-octapyridyl-1κ3N,2κ2N,3κ3N-tricobalt(II) bis(hexafluorophosphate), [Co3(C2H3O2)4(C5H5N)8](PF6)2, consists of divalent multinuclear cations in which three CoII ions are bridged by four μ2-acetate groups. The CoII ions are arranged in an approximately linear manner. The bridging acetates adopt two distinct coordination geometries: one pair bridges via a single O atom and the other pair employs both O atoms. The coordination octahedron around each CoII ion is completed by three pyridine molecules for the two outer CoII ions and by two for the inner ion. Charge is balanced by two PF6− anions. Single-crystal synchrotron X-ray studies indicate the existence of two polymorphs, both triclinic, which are distinguished primarily by differences in the relative orientations of the multinuclear cations, which in form 1 are tilted with respect to each other, but in form 2 are co-parallel as a result of the central Co atom lying on an inversion centre. The results of the structural studies allow an insight into the crystallization mechanism and resultant They suggest that a (bidentate carboxyl)C—O⋯H—C(pyridine) interaction exists in solution. For form 1, crystallized from pyridine, the interaction is not structure determining, as it is satisfied by interactions between solvent and solute. For form 2, crystallized from CH2Cl2, the interaction is between a bound acetate carboxyl group on one cation and a bound pyridine on another and is thus structure directing.
Comment
Multinuclear transition metal complexes have been intensively studied over a number of years, with interest driven by structural similarities to active sites in biological systems (Hagen et al., 1993), fundamental magnetism studies (Chudnovsky, 1996
) and possible use as supramolecular building blocks (Yaghi et al., 2003
). During the course of investigations into possible complexes formed by CoII, pyridine and acetate derivatives, the title compound, (I)
, was isolated as two polymorphs (Figs. 1
and 2
). Examination of the refined crystal structures allows postulation of a crystal nucleation mechanism which is consistent both with the synthetic conditions and the existence of the two polymorphic forms.
Both polymorphs adopt the P, form 1 with Z = 4 and form 2 with Z = 1. The cations in both forms adopt essentially identical molecular structures and are formed by three CoII ions arranged in an approximately linear manner. The cations possess an approximate (form 1) or an exact (form 2) crystallographic centre of symmetry located at the central CoII ion. For octahedral coordination about CoII, there are 18 coordination sites available for the ligands. The three CoII ions are linked by four bridging acetate groups, which adopt two distinct coordination modes. One pair of acetates bridges in a syn–syn manner, with each O atom coordinated to a single CoII ion, thus occupying a total of four coordination sites. The other pair of acetates adopts a syn–anti configuration, with one O atom acting as a μ2-bridge and the other coordinated to a single CoII ion. This pair of acetates therefore occupies a total of six coordination sites. The coordination modes adopted by the acetate groups lead to the central CoII ion being surrounded by four O atoms, arranged in an approximately square-planar manner; for form 2, the O—Co—O angles deviate from 90° by 1.56 (15)°. The terminal CoII ions are surrounded by three O atoms, which are not regularly spaced; for form 2, the O4—Co2—O3 angle is 60.7 (1)°, whereas O2—Co2—O3 is 101.4 (1)°. The remaining eight available metal-coordination sites are occupied by pyridines, two of which bind along the molecular axis and six of which bind perpendicular to the molecular axis. The lack of an exact molecular centre of symmetry in form 1 is manifested primarily in the lengths of the trans bonds about the central CoII ion, Co2—O2 and Co2—O7 (formed by the acetate μ2-O atom), which are 2.154 (2) and 2.134 (2) Å, respectively; each pair of bond lengths is identical by symmetry in form 2. In form 1, half of the PF6− groups exhibit a significant degree of rotational disorder about the central P atom; the occupancies, constrained to sum to unity, refined to 0.565 (5):0.435 (5) and 0.600 (4):0.400 (4) for the major and minor components of P2 and P4, respectively. However, in form 2 there is no evidence in difference Fourier maps for disorder of the PF6− units.
In terms of crystal packing, for both polymorphs the cations and anions adopt an arrangement in which layers are formed in the ab plane. It should be noted that a description of the structure as layered is for convenience and does not reflect the presence of any obvious specific intralayer interactions. The two forms are very similar. In fact, viewed along [100] and [00], the two structures may practically be superimposed (Fig. 3
a and 3b). However, when the two forms are viewed in a projection achieved by rotating by 90° about the normal to 001, a significant difference becomes clear. In form 2, the layers are formed by cations which have Co⋯Co⋯Co molecular axes co-parallel (Fig. 3
d). However, in form 1 the two distinct trimers are not arranged with their axes co-parallel (Fig. 3
c).
The only notable non-ionic interaction in either polymorph is the short C—O⋯H—C distance (carboxyl–pyridine) of 2.56 Å between cations in form 2 (Fig. 4). This can be compared with the sum of the van der Waals radii (2.72 Å; Bondi, 1964
; Rowland & Taylor, 1996
) and the average of the intramolecular C—O⋯H—C(pyridine) distances (2.62 Å). Thus, in form 2 the intermolecular C—O⋯H—C distance is 0.15 Å shorter than the sum of the van der Waals radii, and 0.03 Å shorter than the corresponding mean intramolecular distance. The equivalent distance in form 1 is 3.13 Å, which is 0.41 Å greater than sum of the van der Waals radii and 0.54 Å longer than the corresponding distance in form 2. These short C—O⋯H—C interactions in form 2 form a linear network of cations which runs along the a axis. Given the generally accepted correlation between intermolecular distance and interaction strength, it seems reasonable that this interaction has the potential to be chemically important and structure directing.
The presence of this short contact in form 2 and its absence in form 1 are consistent with a crystal nucleation mechanism in which the intermolecular C—O⋯H—C interaction occurs between a bridging acetate of one cation and pyridine. For form 1, crystallized from pyridine, the interaction is between the cations and the solvent molecules, whereas for form 2, crystallized from CH2Cl2, the interaction is between a bound pyridine on one cation and a bridging acetate on a neighbouring cation, and is thus structure-directing.
Form 1 has a slightly lower volume per formula unit than form 2 [1375.98 (13) versus 1379.3 (8) Å3], and thus packing considerations suggest that form 1 has the lower lattice energy, although the difference may be slight. Furthermore, the disorder in the PF6− groups suggests that form 1 should also be favoured on entropic grounds. That form 2 has been isolated despite the apparent greater stability of form 1 in terms of both lattice energy and lattice is consistent with our argument above that the pyridine-H⋯O—C interaction is of some importance in stabilizing this form, both kinetically in the crystallization of both forms, and thermodynamically in the stability of form 2.
In conclusion, structural studies of the two polymorphic forms of (I) have provided an insight into the crystal nucleation mechanism for this compound and the reason for the existence of two polymorphs.
![]() | Figure 1 The molecular structure of form 1 of compound (I) ![]() |
![]() | Figure 2 The molecular structure of form 2 of compound (I) ![]() |
![]() | Figure 3 Packing diagrams (PLATON; Spek, 2003 ![]() ![]() ![]() |
![]() | Figure 4 Intermolecular interactions in form 2 of (I) ![]() ![]() |
Experimental
A solution of Co(OAc)2·4H2O (0.5 g), pyridine (10 ml) and acetic anydride (5 ml) were warmed to 323 K and stirred for approximately 4 h. Two molar equivalents of NH4PF6 were added, and a pink solid was precipitated on addition of excess hexane. Pink transparent crystals of form 1 of (I) were grown by slow cooling of a in pyridine. Crystals of form 2 of (I)
were obtained by recrystallization from dichloromethane. The crystals are air-stable for several months.
Compound (I)
, polymorph 1
Crystal data
|
Compound (I)
, polymorph 2
Crystal data
|
Pyridine H atoms were placed in idealized positions, with C—H = 0.93 Å, and refined as riding, with Uiso(H) = 1.2Ueq(C). Methyl H atom were also placed in idealized positions, with C—H = 0.96 Å, and refined with Uiso(H) = 1.5Ueq(C). For form 2, the highest difference peak is located 1.04 Å from atom H2B and the deepest hole is 0.82 Å from atom Co1. A number of difference peaks with density greater than 1 e Å−3 were present and are due to the quality of the crystal employed, which was the best available.
For both compounds, data collection: APEX2 (Bruker, 2004); cell APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997
); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997
); molecular graphics: WinGX (Version 1.64; Farrugia, 1999
) and PLATON (Spek, 2003
); software used to prepare material for publication: SHELXL97.
Supporting information
10.1107/S0108270105041570/fa1176sup1.cif
contains datablocks I, II, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S0108270105041570/fa1176Isup2.hkl
Structure factors: contains datablock II. DOI: 10.1107/S0108270105041570/fa1176IIsup3.hkl
A solution of Co(OAc)2·4H2O (0.5 g), pyridine (10 ml) and acetic anydride (5 ml) were warmed to 323 K and stirred for approximately 4 h. Two molar equivalents of NH4PF6 were added, and a pink solid was precipitated on addition of excess hexane. Pink transparent crystals of form 1 of (I) were grown by slow cooling of a
in pyridine. Crystals of form 2 of (I) were obtained by recrystallization from dichloromethane. The crystals are air-stable for several months.Pyridine H atoms were placed in idealized positions, with C—H = 0.93 Å, and refined as riding, with Uiso(H) = 1.2Ueq(C). Methyl H atom were also placed in idealized positions, with C—H = 0.96 Å, and refined with Uiso(H) = 1.5Ueq(C). For form 2, the highest difference peak is 1.292 e Å−3, located at (−0.2500, 0.3433, 0.0690), 1.04 Å from atom H2B, and the deepest hole is −0.835 e Å−3, located at (0.9450, 0.9408, 0.0169), 0.82 Å from atom Co1. A number of difference peaks with density greater than 1 e Å−3 were present and are due to the quality of the crystal employed, which was the best available.
For both compounds, data collection: APEX2 (Bruker, 2004); cell
APEX2; data reduction: APEX2; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: WinGX (Version 1.64; Farrugia, 1999) and PLATON (Spek, 2003); software used to prepare material for publication: SHEXLX97.[Co3(C2H3O2)4(C5H5N)8](PF6)2 | Z = 4 |
Mr = 1335.71 | F(000) = 2716 |
Triclinic, P1 | Dx = 1.612 Mg m−3 |
Hall symbol: -P 1 | Synchrotron radiation, λ = 0.84610 Å |
a = 10.7354 (6) Å | Cell parameters from 38731 reflections |
b = 22.1257 (12) Å | θ = 3.6–31.6° |
c = 23.6103 (13) Å | µ = 1.05 mm−1 |
α = 99.380 (1)° | T = 120 K |
β = 95.008 (1)° | Plate, pink |
γ = 92.238 (1)° | 0.25 × 0.1 × 0.05 mm |
V = 5503.9 (5) Å3 |
Bruker D8 diffractometer | 21108 independent reflections |
Radiation source: Daresbury SRS Station 16.2SMX | 17966 reflections with I > 2σ(I) |
Silicon 111 monochromator | Rint = 0.030 |
ω rotation with narrow frames scans | θmax = 31.6°, θmin = 3.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | h = 0→13 |
Tmin = 0.463, Tmax = 0.949 | k = −27→27 |
38731 measured reflections | l = −29→28 |
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)] = 0.056 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.152 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0871P)2 + 8.495P] where P = (Fo2 + 2Fc2)/3 |
21108 reflections | (Δ/σ)max = 0.002 |
1432 parameters | Δρmax = 1.48 e Å−3 |
66 restraints | Δρmin = −1.46 e Å−3 |
[Co3(C2H3O2)4(C5H5N)8](PF6)2 | γ = 92.238 (1)° |
Mr = 1335.71 | V = 5503.9 (5) Å3 |
Triclinic, P1 | Z = 4 |
a = 10.7354 (6) Å | Synchrotron radiation, λ = 0.84610 Å |
b = 22.1257 (12) Å | µ = 1.05 mm−1 |
c = 23.6103 (13) Å | T = 120 K |
α = 99.380 (1)° | 0.25 × 0.1 × 0.05 mm |
β = 95.008 (1)° |
Bruker D8 diffractometer | 21108 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | 17966 reflections with I > 2σ(I) |
Tmin = 0.463, Tmax = 0.949 | Rint = 0.030 |
38731 measured reflections |
R[F2 > 2σ(F2)] = 0.056 | 66 restraints |
wR(F2) = 0.152 | H-atom parameters constrained |
S = 1.05 | Δρmax = 1.48 e Å−3 |
21108 reflections | Δρmin = −1.46 e Å−3 |
1432 parameters |
Experimental. A correction to account for decay of the synchrotron beam with time and crystal absorption is applied within the program SAINT v7.0 using a multi-scan method based on equivalents. Ratio of minimum to maximum apparent transmission: 0.487966 |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Co1 | 0.64029 (4) | 1.034157 (18) | 0.206669 (18) | 0.01183 (11) | |
C1 | 0.4323 (3) | 0.99007 (14) | 0.22652 (13) | 0.0134 (6) | |
O1 | 0.4445 (2) | 1.04186 (10) | 0.21098 (10) | 0.0170 (5) | |
O2 | 0.5304 (2) | 0.96107 (9) | 0.23618 (9) | 0.0137 (4) | |
C2 | 0.3048 (3) | 0.96341 (15) | 0.23191 (17) | 0.0216 (7) | |
H2A | 0.2510 | 0.9959 | 0.2436 | 0.032* | |
H2B | 0.3102 | 0.9368 | 0.2602 | 0.032* | |
H2C | 0.2711 | 0.9404 | 0.1954 | 0.032* | |
C3 | 0.8504 (3) | 0.95504 (13) | 0.23090 (13) | 0.0119 (6) | |
O3 | 0.8156 (2) | 1.00660 (10) | 0.21999 (10) | 0.0173 (5) | |
O4 | 0.7788 (2) | 0.90986 (10) | 0.23319 (10) | 0.0156 (5) | |
C4 | 0.9886 (3) | 0.94904 (16) | 0.24188 (17) | 0.0220 (7) | |
H4A | 1.0054 | 0.9310 | 0.2759 | 0.033* | |
H4B | 1.0309 | 0.9889 | 0.2473 | 0.033* | |
H4C | 1.0180 | 0.9234 | 0.2095 | 0.033* | |
Co2 | 0.60728 (4) | 0.875518 (16) | 0.249667 (17) | 0.00939 (10) | |
C5 | 0.3643 (3) | 0.79420 (14) | 0.26379 (13) | 0.0124 (6) | |
C6 | 0.2259 (3) | 0.79898 (15) | 0.24861 (16) | 0.0207 (7) | |
H6A | 0.1928 | 0.8271 | 0.2783 | 0.031* | |
H6B | 0.1838 | 0.7593 | 0.2453 | 0.031* | |
H6C | 0.2130 | 0.8136 | 0.2126 | 0.031* | |
O5 | 0.4346 (2) | 0.84106 (9) | 0.26495 (10) | 0.0151 (5) | |
O6 | 0.3994 (2) | 0.74296 (10) | 0.27435 (10) | 0.0167 (5) | |
Co3 | 0.57472 (4) | 0.718275 (18) | 0.293467 (19) | 0.01227 (11) | |
C7 | 0.7847 (3) | 0.76370 (14) | 0.27602 (14) | 0.0147 (6) | |
O7 | 0.6849 (2) | 0.79162 (9) | 0.26488 (9) | 0.0132 (4) | |
O8 | 0.7735 (2) | 0.71371 (10) | 0.29431 (10) | 0.0184 (5) | |
C8 | 0.9116 (3) | 0.79016 (15) | 0.26857 (16) | 0.0193 (7) | |
H8A | 0.9421 | 0.8184 | 0.3027 | 0.029* | |
H8B | 0.9059 | 0.8114 | 0.2361 | 0.029* | |
H8C | 0.9681 | 0.7577 | 0.2620 | 0.029* | |
Co4 | 0.09639 (4) | 0.526541 (18) | 0.203858 (19) | 0.01364 (11) | |
C1B | −0.1125 (3) | 0.44947 (13) | 0.23402 (13) | 0.0129 (6) | |
O9 | −0.0791 (2) | 0.49328 (10) | 0.20959 (10) | 0.0183 (5) | |
O10 | −0.0445 (2) | 0.40756 (10) | 0.24609 (10) | 0.0167 (5) | |
C2B | −0.2451 (3) | 0.44746 (15) | 0.25030 (16) | 0.0204 (7) | |
H2B1 | −0.2975 | 0.4216 | 0.2202 | 0.031* | |
H2B2 | −0.2749 | 0.4882 | 0.2555 | 0.031* | |
H2B3 | −0.2473 | 0.4313 | 0.2856 | 0.031* | |
C3B | 0.3079 (3) | 0.49299 (14) | 0.23584 (14) | 0.0144 (6) | |
O11 | 0.2939 (2) | 0.54147 (10) | 0.21480 (10) | 0.0197 (5) | |
O12 | 0.2102 (2) | 0.46110 (9) | 0.24275 (9) | 0.0136 (4) | |
Co5 | 0.13078 (4) | 0.374367 (16) | 0.255211 (17) | 0.01001 (10) | |
C4B | 0.4369 (3) | 0.47353 (15) | 0.25081 (15) | 0.0179 (7) | |
H4B1 | 0.4730 | 0.4572 | 0.2161 | 0.027* | |
H4B2 | 0.4326 | 0.4426 | 0.2749 | 0.027* | |
H4B3 | 0.4880 | 0.5083 | 0.2711 | 0.027* | |
C5B | 0.3725 (3) | 0.29689 (14) | 0.27036 (13) | 0.0129 (6) | |
O13 | 0.3055 (2) | 0.34083 (10) | 0.26578 (10) | 0.0157 (5) | |
O14 | 0.3395 (2) | 0.24821 (10) | 0.28834 (10) | 0.0187 (5) | |
C6B | 0.5037 (3) | 0.30122 (15) | 0.25271 (16) | 0.0199 (7) | |
H6B1 | 0.5027 | 0.3185 | 0.2179 | 0.030* | |
H6B2 | 0.5356 | 0.2610 | 0.2462 | 0.030* | |
H6B3 | 0.5563 | 0.3270 | 0.2828 | 0.030* | |
C7B | −0.0485 (3) | 0.25472 (14) | 0.27163 (14) | 0.0138 (6) | |
O15 | 0.0495 (2) | 0.28717 (9) | 0.26547 (9) | 0.0135 (4) | |
O16 | −0.0356 (2) | 0.20490 (10) | 0.28958 (10) | 0.0181 (5) | |
C8B | −0.1774 (3) | 0.27556 (15) | 0.25751 (15) | 0.0197 (7) | |
H8B1 | −0.2272 | 0.2425 | 0.2336 | 0.030* | |
H8B2 | −0.1715 | 0.3098 | 0.2374 | 0.030* | |
H8B3 | −0.2158 | 0.2877 | 0.2925 | 0.030* | |
Co6 | 0.16304 (4) | 0.218051 (18) | 0.297719 (19) | 0.01354 (11) | |
N1 | 0.6694 (3) | 1.09403 (12) | 0.29038 (12) | 0.0156 (6) | |
C10 | 0.7448 (3) | 1.08051 (16) | 0.33458 (15) | 0.0214 (7) | |
H10 | 0.7843 | 1.0436 | 0.3295 | 0.026* | |
C11 | 0.7664 (4) | 1.11902 (17) | 0.38736 (16) | 0.0267 (8) | |
H11 | 0.8180 | 1.1076 | 0.4171 | 0.032* | |
C12 | 0.7104 (3) | 1.17453 (16) | 0.39534 (15) | 0.0229 (7) | |
H12 | 0.7247 | 1.2014 | 0.4301 | 0.027* | |
C13 | 0.6327 (3) | 1.18908 (16) | 0.35032 (15) | 0.0228 (7) | |
H13 | 0.5932 | 1.2260 | 0.3542 | 0.027* | |
C14 | 0.6147 (3) | 1.14737 (15) | 0.29909 (14) | 0.0177 (7) | |
H14 | 0.5615 | 1.1573 | 0.2692 | 0.021* | |
N2 | 0.6693 (3) | 1.10945 (12) | 0.16380 (12) | 0.0176 (6) | |
C20 | 0.5760 (3) | 1.14450 (15) | 0.14927 (15) | 0.0191 (7) | |
H20 | 0.4977 | 1.1379 | 0.1619 | 0.023* | |
C21 | 0.5915 (4) | 1.18989 (16) | 0.11640 (15) | 0.0238 (8) | |
H21 | 0.5254 | 1.2138 | 0.1078 | 0.029* | |
C22 | 0.7073 (4) | 1.19931 (17) | 0.09628 (17) | 0.0298 (9) | |
H22 | 0.7200 | 1.2294 | 0.0738 | 0.036* | |
C23 | 0.8030 (4) | 1.16302 (18) | 0.11045 (19) | 0.0353 (10) | |
H23 | 0.8812 | 1.1678 | 0.0971 | 0.042* | |
C24 | 0.7806 (4) | 1.11943 (17) | 0.14484 (17) | 0.0276 (8) | |
H24 | 0.8462 | 1.0960 | 0.1552 | 0.033* | |
N3 | 0.6107 (3) | 0.98007 (12) | 0.12006 (12) | 0.0188 (6) | |
C30 | 0.7076 (4) | 0.95715 (17) | 0.09347 (16) | 0.0283 (8) | |
H30 | 0.7867 | 0.9630 | 0.1136 | 0.034* | |
C31 | 0.6969 (5) | 0.9254 (2) | 0.03793 (17) | 0.0404 (11) | |
H31 | 0.7671 | 0.9104 | 0.0211 | 0.049* | |
C32 | 0.5798 (5) | 0.91630 (19) | 0.00766 (17) | 0.0379 (10) | |
H32 | 0.5697 | 0.8953 | −0.0300 | 0.045* | |
C33 | 0.4786 (4) | 0.93884 (19) | 0.03420 (17) | 0.0352 (10) | |
H33 | 0.3986 | 0.9330 | 0.0150 | 0.042* | |
C34 | 0.4977 (4) | 0.97040 (17) | 0.09003 (16) | 0.0254 (8) | |
H34 | 0.4287 | 0.9857 | 0.1077 | 0.031* | |
N4 | 0.5706 (2) | 0.83412 (11) | 0.16099 (11) | 0.0135 (5) | |
C40 | 0.6631 (3) | 0.80825 (15) | 0.13249 (15) | 0.0201 (7) | |
H40 | 0.7441 | 0.8132 | 0.1507 | 0.024* | |
C41 | 0.6439 (4) | 0.77484 (18) | 0.07787 (16) | 0.0281 (8) | |
H41 | 0.7105 | 0.7570 | 0.0600 | 0.034* | |
C42 | 0.5241 (4) | 0.76788 (16) | 0.04954 (16) | 0.0261 (8) | |
H42 | 0.5088 | 0.7455 | 0.0125 | 0.031* | |
C43 | 0.4283 (3) | 0.79503 (16) | 0.07780 (15) | 0.0243 (8) | |
H43 | 0.3469 | 0.7915 | 0.0601 | 0.029* | |
C44 | 0.4553 (3) | 0.82776 (14) | 0.13311 (14) | 0.0174 (7) | |
H44 | 0.3904 | 0.8462 | 0.1518 | 0.021* | |
N5 | 0.6445 (3) | 0.91542 (11) | 0.33868 (11) | 0.0133 (5) | |
C50 | 0.7613 (3) | 0.92810 (14) | 0.36475 (14) | 0.0169 (7) | |
H50 | 0.8283 | 0.9150 | 0.3443 | 0.020* | |
C51 | 0.7865 (4) | 0.95976 (15) | 0.42070 (15) | 0.0240 (8) | |
H51 | 0.8686 | 0.9679 | 0.4372 | 0.029* | |
C52 | 0.6873 (4) | 0.97887 (16) | 0.45144 (16) | 0.0279 (8) | |
H52 | 0.7014 | 1.0009 | 0.4887 | 0.033* | |
C53 | 0.5661 (4) | 0.96455 (18) | 0.42549 (16) | 0.0301 (9) | |
H53 | 0.4976 | 0.9759 | 0.4455 | 0.036* | |
C54 | 0.5490 (3) | 0.93309 (15) | 0.36944 (15) | 0.0210 (7) | |
H54 | 0.4676 | 0.9238 | 0.3523 | 0.025* | |
N6 | 0.5812 (3) | 0.77322 (12) | 0.37940 (12) | 0.0183 (6) | |
C60 | 0.6886 (3) | 0.79493 (15) | 0.41063 (15) | 0.0221 (7) | |
H60 | 0.7628 | 0.7904 | 0.3931 | 0.027* | |
C61 | 0.6951 (4) | 0.82359 (17) | 0.46723 (17) | 0.0312 (9) | |
H61 | 0.7717 | 0.8383 | 0.4871 | 0.037* | |
C62 | 0.5861 (5) | 0.83010 (19) | 0.49394 (17) | 0.0372 (10) | |
H62 | 0.5879 | 0.8489 | 0.5323 | 0.045* | |
C63 | 0.4743 (4) | 0.80825 (19) | 0.46270 (17) | 0.0342 (9) | |
H63 | 0.3993 | 0.8118 | 0.4797 | 0.041* | |
C64 | 0.4756 (4) | 0.78111 (17) | 0.40589 (16) | 0.0254 (8) | |
H64 | 0.3996 | 0.7676 | 0.3848 | 0.030* | |
N7 | 0.5610 (3) | 0.64194 (12) | 0.33681 (12) | 0.0169 (6) | |
C70 | 0.6616 (3) | 0.61235 (14) | 0.35300 (14) | 0.0176 (7) | |
H70 | 0.7388 | 0.6231 | 0.3413 | 0.021* | |
C71 | 0.6549 (4) | 0.56678 (16) | 0.38618 (15) | 0.0230 (8) | |
H71 | 0.7261 | 0.5466 | 0.3958 | 0.028* | |
C72 | 0.5421 (4) | 0.55153 (16) | 0.40491 (16) | 0.0281 (8) | |
H72 | 0.5361 | 0.5213 | 0.4278 | 0.034* | |
C73 | 0.4374 (4) | 0.58179 (17) | 0.38913 (18) | 0.0317 (9) | |
H73 | 0.3600 | 0.5726 | 0.4015 | 0.038* | |
C74 | 0.4506 (3) | 0.62631 (16) | 0.35437 (17) | 0.0247 (8) | |
H74 | 0.3801 | 0.6460 | 0.3429 | 0.030* | |
N8 | 0.5590 (3) | 0.65853 (12) | 0.20988 (12) | 0.0151 (6) | |
C80 | 0.4867 (3) | 0.67054 (15) | 0.16423 (15) | 0.0205 (7) | |
H80 | 0.4430 | 0.7062 | 0.1684 | 0.025* | |
C81 | 0.4740 (4) | 0.63220 (17) | 0.11103 (15) | 0.0253 (8) | |
H81 | 0.4234 | 0.6424 | 0.0804 | 0.030* | |
C82 | 0.5375 (4) | 0.57858 (16) | 0.10415 (16) | 0.0251 (8) | |
H82 | 0.5304 | 0.5520 | 0.0690 | 0.030* | |
C83 | 0.6204 (3) | 0.60688 (15) | 0.20244 (15) | 0.0197 (7) | |
H83 | 0.6718 | 0.5980 | 0.2335 | 0.024* | |
C84 | 0.6120 (4) | 0.56576 (15) | 0.15116 (16) | 0.0244 (8) | |
H84 | 0.6557 | 0.5301 | 0.1483 | 0.029* | |
N9 | 0.0908 (3) | 0.58077 (12) | 0.28926 (12) | 0.0177 (6) | |
C90 | 0.1301 (4) | 0.64008 (16) | 0.29995 (17) | 0.0272 (8) | |
H90 | 0.1573 | 0.6576 | 0.2697 | 0.033* | |
C91 | 0.1324 (4) | 0.67637 (18) | 0.3531 (2) | 0.0372 (10) | |
H91 | 0.1582 | 0.7177 | 0.3583 | 0.045* | |
C92 | 0.0958 (4) | 0.6504 (2) | 0.3985 (2) | 0.0403 (11) | |
H92 | 0.0983 | 0.6736 | 0.4352 | 0.048* | |
C93 | 0.0548 (4) | 0.5887 (2) | 0.38863 (17) | 0.0357 (10) | |
H93 | 0.0292 | 0.5699 | 0.4185 | 0.043* | |
C94 | 0.0530 (4) | 0.55635 (16) | 0.33356 (15) | 0.0250 (8) | |
H94 | 0.0241 | 0.5154 | 0.3268 | 0.030* | |
N10 | 0.0464 (3) | 0.60424 (12) | 0.16674 (12) | 0.0181 (6) | |
C100 | −0.0690 (3) | 0.62454 (16) | 0.17023 (16) | 0.0238 (8) | |
H100 | −0.1251 | 0.6043 | 0.1896 | 0.029* | |
C101 | −0.1080 (4) | 0.67438 (16) | 0.14619 (16) | 0.0286 (8) | |
H101 | −0.1893 | 0.6869 | 0.1489 | 0.034* | |
C102 | −0.0255 (4) | 0.70520 (16) | 0.11835 (17) | 0.0308 (9) | |
H102 | −0.0491 | 0.7394 | 0.1027 | 0.037* | |
C103 | 0.0931 (4) | 0.68435 (17) | 0.11410 (17) | 0.0311 (9) | |
H103 | 0.1504 | 0.7040 | 0.0949 | 0.037* | |
C104 | 0.1265 (4) | 0.63355 (16) | 0.13878 (17) | 0.0265 (8) | |
H104 | 0.2067 | 0.6196 | 0.1357 | 0.032* | |
N11 | 0.1078 (3) | 0.47981 (12) | 0.11672 (12) | 0.0198 (6) | |
C110 | 0.2116 (4) | 0.48432 (17) | 0.08896 (16) | 0.0272 (8) | |
H110 | 0.2844 | 0.5031 | 0.1098 | 0.033* | |
C111 | 0.2141 (4) | 0.46223 (18) | 0.03102 (18) | 0.0354 (10) | |
H111 | 0.2873 | 0.4662 | 0.0132 | 0.043* | |
C112 | 0.1066 (5) | 0.43401 (19) | −0.00042 (18) | 0.0387 (10) | |
H112 | 0.1057 | 0.4194 | −0.0397 | 0.046* | |
C113 | 0.0006 (4) | 0.42797 (18) | 0.02784 (17) | 0.0336 (9) | |
H113 | −0.0723 | 0.4082 | 0.0081 | 0.040* | |
C114 | 0.0042 (4) | 0.45177 (16) | 0.08590 (16) | 0.0246 (8) | |
H114 | −0.0680 | 0.4482 | 0.1044 | 0.029* | |
N12 | 0.1262 (3) | 0.34018 (11) | 0.16499 (11) | 0.0142 (5) | |
C120 | 0.2300 (3) | 0.34169 (15) | 0.13692 (15) | 0.0186 (7) | |
H120 | 0.3031 | 0.3611 | 0.1568 | 0.022* | |
C121 | 0.2323 (4) | 0.31545 (16) | 0.07961 (15) | 0.0248 (8) | |
H121 | 0.3054 | 0.3173 | 0.0614 | 0.030* | |
C122 | 0.1235 (4) | 0.28642 (18) | 0.04992 (16) | 0.0297 (9) | |
H122 | 0.1227 | 0.2674 | 0.0117 | 0.036* | |
C123 | 0.0162 (4) | 0.28624 (16) | 0.07824 (15) | 0.0254 (8) | |
H123 | −0.0585 | 0.2681 | 0.0589 | 0.031* | |
C124 | 0.0209 (3) | 0.31308 (15) | 0.13523 (15) | 0.0190 (7) | |
H124 | −0.0518 | 0.3124 | 0.1539 | 0.023* | |
N13 | 0.1375 (3) | 0.40690 (11) | 0.34613 (12) | 0.0148 (5) | |
C130 | 0.2432 (3) | 0.43372 (14) | 0.37597 (15) | 0.0181 (7) | |
H130 | 0.3149 | 0.4357 | 0.3568 | 0.022* | |
C131 | 0.2500 (3) | 0.45857 (16) | 0.43403 (15) | 0.0232 (8) | |
H131 | 0.3246 | 0.4771 | 0.4532 | 0.028* | |
C132 | 0.1448 (4) | 0.45545 (16) | 0.46280 (15) | 0.0254 (8) | |
H132 | 0.1469 | 0.4723 | 0.5016 | 0.030* | |
C133 | 0.0351 (3) | 0.42685 (16) | 0.43320 (15) | 0.0233 (7) | |
H133 | −0.0368 | 0.4232 | 0.4519 | 0.028* | |
C134 | 0.0358 (3) | 0.40386 (14) | 0.37514 (14) | 0.0182 (7) | |
H134 | −0.0380 | 0.3853 | 0.3551 | 0.022* | |
N14 | 0.1631 (3) | 0.26328 (13) | 0.38604 (12) | 0.0198 (6) | |
C140 | 0.2669 (4) | 0.29216 (15) | 0.41598 (15) | 0.0221 (7) | |
H140 | 0.3365 | 0.2982 | 0.3963 | 0.027* | |
C141 | 0.2748 (4) | 0.31326 (17) | 0.47482 (17) | 0.0300 (9) | |
H141 | 0.3475 | 0.3337 | 0.4940 | 0.036* | |
C142 | 0.1727 (4) | 0.30335 (19) | 0.50437 (17) | 0.0353 (10) | |
H142 | 0.1756 | 0.3166 | 0.5439 | 0.042* | |
C143 | 0.0659 (5) | 0.27326 (19) | 0.47396 (18) | 0.0377 (10) | |
H143 | −0.0039 | 0.2656 | 0.4929 | 0.045* | |
C144 | 0.0642 (4) | 0.25485 (17) | 0.41560 (17) | 0.0289 (8) | |
H144 | −0.0089 | 0.2356 | 0.3955 | 0.035* | |
N15 | 0.2004 (3) | 0.13772 (12) | 0.33321 (12) | 0.0178 (6) | |
C150 | 0.3150 (3) | 0.11684 (16) | 0.33394 (16) | 0.0232 (8) | |
H150 | 0.3755 | 0.1371 | 0.3169 | 0.028* | |
C151 | 0.3490 (4) | 0.06649 (17) | 0.35868 (17) | 0.0291 (8) | |
H151 | 0.4305 | 0.0537 | 0.3589 | 0.035* | |
C152 | 0.2586 (4) | 0.03587 (16) | 0.38303 (16) | 0.0292 (9) | |
H152 | 0.2777 | 0.0016 | 0.3996 | 0.035* | |
C153 | 0.1401 (4) | 0.05685 (18) | 0.38242 (18) | 0.0335 (9) | |
H153 | 0.0779 | 0.0370 | 0.3988 | 0.040* | |
C154 | 0.1135 (4) | 0.10793 (17) | 0.35725 (19) | 0.0315 (9) | |
H154 | 0.0328 | 0.1219 | 0.3571 | 0.038* | |
N16 | 0.1571 (3) | 0.16418 (12) | 0.21137 (12) | 0.0175 (6) | |
C160 | 0.2093 (4) | 0.18347 (16) | 0.16753 (16) | 0.0248 (8) | |
H160 | 0.2478 | 0.2227 | 0.1736 | 0.030* | |
C161 | 0.2084 (4) | 0.14774 (18) | 0.11370 (17) | 0.0325 (9) | |
H161 | 0.2448 | 0.1629 | 0.0842 | 0.039* | |
C162 | 0.1525 (4) | 0.08894 (18) | 0.10426 (17) | 0.0324 (9) | |
H162 | 0.1513 | 0.0638 | 0.0686 | 0.039* | |
C163 | 0.1019 (3) | 0.10761 (15) | 0.20130 (16) | 0.0236 (8) | |
H163 | 0.0638 | 0.0938 | 0.2311 | 0.028* | |
C164 | 0.0986 (4) | 0.06875 (16) | 0.14916 (17) | 0.0288 (9) | |
H164 | 0.0606 | 0.0295 | 0.1444 | 0.035* | |
P1 | 0.88486 (9) | 0.13150 (4) | 0.56716 (4) | 0.0238 (2) | |
F1 | 1.0168 (2) | 0.16826 (13) | 0.58152 (12) | 0.0523 (7) | |
F2 | 0.9375 (3) | 0.08779 (18) | 0.51542 (13) | 0.0796 (12) | |
F3 | 0.9312 (3) | 0.08648 (11) | 0.61017 (12) | 0.0461 (7) | |
F4 | 0.7521 (2) | 0.09423 (10) | 0.55402 (13) | 0.0508 (8) | |
F5 | 0.8301 (3) | 0.17430 (11) | 0.61873 (10) | 0.0431 (6) | |
F6 | 0.8402 (2) | 0.17718 (13) | 0.52466 (11) | 0.0491 (7) | |
P2 | 0.65490 (9) | 0.37860 (4) | 0.43452 (4) | 0.0265 (2) | |
F10 | 0.5672 (2) | 0.42200 (12) | 0.47243 (11) | 0.0450 (6) | |
F7 | 0.7323 (5) | 0.3402 (2) | 0.3874 (2) | 0.0428 (4)* | 0.565 (5) |
F8 | 0.7571 (5) | 0.3747 (2) | 0.4846 (2) | 0.0428 (4)* | 0.565 (5) |
F9 | 0.5748 (5) | 0.3199 (2) | 0.4407 (2) | 0.0428 (4)* | 0.565 (5) |
F11 | 0.5525 (4) | 0.3899 (3) | 0.38080 (19) | 0.0428 (4)* | 0.565 (5) |
F12 | 0.7273 (5) | 0.4414 (2) | 0.4237 (2) | 0.0428 (4)* | 0.565 (5) |
F7B | 0.7569 (6) | 0.3323 (3) | 0.4081 (3) | 0.0428 (4)* | 0.435 (5) |
F8B | 0.7567 (6) | 0.3948 (3) | 0.4918 (3) | 0.0428 (4)* | 0.435 (5) |
F9B | 0.6046 (6) | 0.3228 (3) | 0.4667 (3) | 0.0428 (4)* | 0.435 (5) |
F11B | 0.5565 (6) | 0.3590 (3) | 0.3831 (3) | 0.0428 (4)* | 0.435 (5) |
F12B | 0.7173 (7) | 0.4308 (3) | 0.4080 (3) | 0.0428 (4)* | 0.435 (5) |
P3 | 0.61714 (9) | 0.37994 (4) | 0.07085 (4) | 0.0221 (2) | |
F13 | 0.6866 (2) | 0.34074 (11) | 0.02128 (10) | 0.0385 (6) | |
F14 | 0.7324 (2) | 0.37176 (14) | 0.11620 (11) | 0.0521 (7) | |
F15 | 0.5503 (2) | 0.31830 (10) | 0.08343 (11) | 0.0376 (6) | |
F16 | 0.5471 (3) | 0.41810 (11) | 0.12085 (11) | 0.0423 (6) | |
F17 | 0.5020 (2) | 0.38578 (13) | 0.02535 (10) | 0.0458 (7) | |
F18 | 0.6838 (3) | 0.44119 (12) | 0.05854 (14) | 0.0626 (9) | |
P4 | 0.06571 (9) | 0.86950 (4) | 0.06303 (4) | 0.0223 (2) | |
F19 | 0.1253 (5) | 0.8097 (2) | 0.0306 (2) | 0.0447 (4)* | 0.600 (4) |
F20 | 0.1049 (5) | 0.8470 (2) | 0.12424 (17) | 0.0447 (4)* | 0.600 (4) |
F21 | −0.0644 (4) | 0.8311 (2) | 0.0587 (2) | 0.0447 (4)* | 0.600 (4) |
F22 | 0.0071 (5) | 0.9274 (2) | 0.0997 (2) | 0.0447 (4)* | 0.600 (4) |
F23 | 0.0262 (5) | 0.8922 (2) | 0.00514 (18) | 0.0447 (4)* | 0.600 (4) |
F24 | 0.1970 (4) | 0.9078 (2) | 0.0721 (2) | 0.0447 (4)* | 0.600 (4) |
F19B | 0.1043 (7) | 0.7992 (3) | 0.0442 (3) | 0.0447 (4)* | 0.400 (4) |
F20B | 0.1468 (7) | 0.8674 (3) | 0.1209 (2) | 0.0447 (4)* | 0.400 (4) |
F21B | −0.0604 (6) | 0.8395 (3) | 0.0828 (3) | 0.0447 (4)* | 0.400 (4) |
F22B | 0.0139 (7) | 0.9351 (3) | 0.0789 (3) | 0.0447 (4)* | 0.400 (4) |
F23B | −0.0120 (6) | 0.8647 (3) | 0.0000 (2) | 0.0447 (4)* | 0.400 (4) |
F24B | 0.1869 (6) | 0.8958 (3) | 0.0389 (3) | 0.0447 (4)* | 0.400 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0103 (2) | 0.0075 (2) | 0.0199 (2) | 0.00214 (15) | −0.00011 (16) | 0.00900 (16) |
C1 | 0.0123 (15) | 0.0108 (15) | 0.0176 (16) | 0.0025 (12) | −0.0017 (12) | 0.0047 (12) |
O1 | 0.0143 (11) | 0.0121 (11) | 0.0273 (13) | 0.0030 (9) | −0.0004 (9) | 0.0123 (9) |
O2 | 0.0118 (11) | 0.0086 (10) | 0.0225 (12) | 0.0028 (8) | 0.0008 (9) | 0.0077 (9) |
C2 | 0.0115 (16) | 0.0145 (16) | 0.040 (2) | 0.0017 (13) | −0.0004 (14) | 0.0105 (14) |
C3 | 0.0095 (15) | 0.0098 (14) | 0.0173 (15) | 0.0011 (11) | 0.0004 (12) | 0.0056 (12) |
O3 | 0.0119 (11) | 0.0116 (11) | 0.0305 (13) | 0.0010 (9) | −0.0001 (9) | 0.0108 (9) |
O4 | 0.0100 (11) | 0.0111 (11) | 0.0268 (13) | −0.0006 (9) | −0.0001 (9) | 0.0079 (9) |
C4 | 0.0081 (16) | 0.0181 (17) | 0.041 (2) | −0.0021 (13) | −0.0038 (14) | 0.0133 (15) |
Co2 | 0.0084 (2) | 0.00418 (19) | 0.0163 (2) | 0.00018 (15) | −0.00162 (16) | 0.00532 (16) |
C5 | 0.0093 (15) | 0.0114 (14) | 0.0181 (16) | 0.0028 (12) | 0.0021 (12) | 0.0066 (12) |
C6 | 0.0115 (16) | 0.0163 (16) | 0.035 (2) | −0.0009 (13) | −0.0033 (14) | 0.0113 (14) |
O5 | 0.0107 (11) | 0.0102 (10) | 0.0258 (12) | −0.0008 (8) | −0.0003 (9) | 0.0080 (9) |
O6 | 0.0120 (11) | 0.0096 (10) | 0.0299 (13) | 0.0015 (9) | −0.0011 (9) | 0.0086 (9) |
Co3 | 0.0100 (2) | 0.0070 (2) | 0.0216 (2) | 0.00147 (15) | −0.00033 (16) | 0.00854 (16) |
C7 | 0.0143 (16) | 0.0100 (14) | 0.0197 (16) | 0.0017 (12) | −0.0013 (12) | 0.0034 (12) |
O7 | 0.0110 (11) | 0.0076 (10) | 0.0228 (12) | 0.0032 (8) | 0.0007 (9) | 0.0080 (8) |
O8 | 0.0150 (12) | 0.0127 (11) | 0.0309 (13) | 0.0018 (9) | 0.0003 (10) | 0.0145 (10) |
C8 | 0.0126 (16) | 0.0131 (15) | 0.034 (2) | 0.0005 (12) | −0.0005 (14) | 0.0095 (14) |
Co4 | 0.0126 (2) | 0.0085 (2) | 0.0217 (2) | 0.00040 (16) | −0.00088 (17) | 0.00924 (16) |
C1B | 0.0120 (15) | 0.0082 (14) | 0.0176 (16) | 0.0011 (11) | −0.0025 (12) | 0.0019 (12) |
O9 | 0.0160 (12) | 0.0139 (11) | 0.0276 (13) | −0.0005 (9) | −0.0006 (10) | 0.0131 (9) |
O10 | 0.0094 (11) | 0.0116 (11) | 0.0308 (13) | 0.0035 (9) | −0.0004 (9) | 0.0092 (9) |
C2B | 0.0149 (17) | 0.0167 (16) | 0.0316 (19) | 0.0038 (13) | 0.0033 (14) | 0.0091 (14) |
C3B | 0.0146 (16) | 0.0105 (14) | 0.0179 (16) | −0.0009 (12) | −0.0002 (12) | 0.0028 (12) |
O11 | 0.0184 (12) | 0.0124 (11) | 0.0311 (13) | −0.0009 (9) | 0.0004 (10) | 0.0133 (10) |
O12 | 0.0109 (11) | 0.0076 (10) | 0.0236 (12) | 0.0003 (8) | 0.0004 (9) | 0.0066 (8) |
Co5 | 0.0086 (2) | 0.00394 (19) | 0.0184 (2) | 0.00091 (15) | −0.00121 (16) | 0.00565 (16) |
C4B | 0.0137 (16) | 0.0142 (15) | 0.0263 (18) | 0.0010 (12) | −0.0008 (13) | 0.0064 (13) |
C5B | 0.0128 (15) | 0.0103 (14) | 0.0157 (15) | −0.0017 (12) | −0.0007 (12) | 0.0041 (12) |
O13 | 0.0089 (11) | 0.0118 (10) | 0.0281 (13) | 0.0048 (8) | 0.0007 (9) | 0.0080 (9) |
O14 | 0.0149 (12) | 0.0118 (11) | 0.0320 (13) | 0.0004 (9) | 0.0008 (10) | 0.0120 (10) |
C6B | 0.0126 (16) | 0.0159 (16) | 0.034 (2) | 0.0029 (13) | 0.0034 (14) | 0.0113 (14) |
C7B | 0.0139 (16) | 0.0092 (14) | 0.0190 (16) | −0.0002 (12) | 0.0006 (12) | 0.0048 (12) |
O15 | 0.0111 (11) | 0.0070 (10) | 0.0238 (12) | −0.0009 (8) | −0.0015 (9) | 0.0082 (9) |
O16 | 0.0151 (12) | 0.0114 (11) | 0.0300 (13) | −0.0004 (9) | 0.0015 (10) | 0.0110 (9) |
C8B | 0.0124 (16) | 0.0164 (16) | 0.0316 (19) | −0.0008 (13) | 0.0008 (14) | 0.0090 (14) |
Co6 | 0.0128 (2) | 0.0071 (2) | 0.0226 (2) | 0.00051 (16) | −0.00019 (17) | 0.00901 (17) |
N1 | 0.0162 (14) | 0.0117 (13) | 0.0206 (14) | −0.0009 (11) | −0.0004 (11) | 0.0090 (11) |
C10 | 0.0234 (18) | 0.0178 (16) | 0.0252 (18) | 0.0051 (14) | −0.0023 (14) | 0.0113 (14) |
C11 | 0.030 (2) | 0.0273 (19) | 0.0230 (19) | 0.0028 (16) | −0.0055 (15) | 0.0101 (15) |
C12 | 0.0264 (19) | 0.0205 (17) | 0.0212 (18) | −0.0041 (14) | 0.0005 (14) | 0.0040 (14) |
C13 | 0.029 (2) | 0.0142 (16) | 0.0267 (19) | 0.0046 (14) | 0.0024 (15) | 0.0087 (14) |
C14 | 0.0178 (17) | 0.0145 (15) | 0.0223 (17) | 0.0031 (13) | −0.0022 (13) | 0.0092 (13) |
N2 | 0.0198 (15) | 0.0124 (13) | 0.0226 (15) | −0.0009 (11) | 0.0015 (11) | 0.0093 (11) |
C20 | 0.0192 (17) | 0.0155 (16) | 0.0254 (18) | 0.0016 (13) | −0.0019 (14) | 0.0137 (13) |
C21 | 0.029 (2) | 0.0174 (17) | 0.0274 (19) | 0.0034 (15) | −0.0028 (15) | 0.0131 (14) |
C22 | 0.040 (2) | 0.0193 (18) | 0.035 (2) | −0.0004 (16) | 0.0073 (18) | 0.0196 (16) |
C23 | 0.035 (2) | 0.027 (2) | 0.053 (3) | 0.0048 (17) | 0.020 (2) | 0.0248 (19) |
C24 | 0.0224 (19) | 0.0216 (18) | 0.045 (2) | 0.0038 (15) | 0.0075 (16) | 0.0206 (16) |
N3 | 0.0244 (16) | 0.0116 (13) | 0.0218 (15) | 0.0005 (11) | −0.0006 (12) | 0.0084 (11) |
C30 | 0.032 (2) | 0.031 (2) | 0.0244 (19) | 0.0138 (17) | 0.0014 (16) | 0.0102 (16) |
C31 | 0.053 (3) | 0.045 (3) | 0.025 (2) | 0.028 (2) | 0.0049 (19) | 0.0082 (18) |
C32 | 0.059 (3) | 0.029 (2) | 0.024 (2) | 0.008 (2) | −0.0022 (19) | −0.0004 (16) |
C33 | 0.041 (2) | 0.035 (2) | 0.027 (2) | −0.0124 (19) | −0.0113 (18) | 0.0092 (17) |
C34 | 0.026 (2) | 0.0264 (19) | 0.0241 (19) | −0.0040 (15) | 0.0007 (15) | 0.0080 (15) |
N4 | 0.0140 (13) | 0.0077 (12) | 0.0192 (14) | 0.0000 (10) | −0.0018 (11) | 0.0059 (10) |
C40 | 0.0147 (17) | 0.0191 (17) | 0.0254 (18) | −0.0003 (13) | −0.0008 (13) | 0.0023 (14) |
C41 | 0.027 (2) | 0.029 (2) | 0.027 (2) | 0.0062 (16) | 0.0011 (15) | −0.0004 (15) |
C42 | 0.035 (2) | 0.0205 (18) | 0.0211 (18) | −0.0019 (15) | −0.0038 (15) | 0.0011 (14) |
C43 | 0.0229 (19) | 0.0238 (18) | 0.0246 (19) | −0.0022 (15) | −0.0107 (15) | 0.0072 (14) |
C44 | 0.0164 (16) | 0.0143 (15) | 0.0226 (17) | 0.0040 (13) | −0.0009 (13) | 0.0077 (13) |
N5 | 0.0163 (14) | 0.0064 (12) | 0.0174 (14) | 0.0031 (10) | −0.0041 (11) | 0.0049 (10) |
C50 | 0.0156 (16) | 0.0133 (15) | 0.0222 (17) | −0.0006 (12) | −0.0040 (13) | 0.0072 (13) |
C51 | 0.027 (2) | 0.0175 (17) | 0.0258 (19) | −0.0049 (14) | −0.0122 (15) | 0.0089 (14) |
C52 | 0.044 (2) | 0.0205 (18) | 0.0178 (18) | 0.0053 (16) | −0.0034 (16) | 0.0005 (14) |
C53 | 0.029 (2) | 0.034 (2) | 0.026 (2) | 0.0141 (17) | −0.0013 (16) | 0.0009 (16) |
C54 | 0.0197 (18) | 0.0208 (17) | 0.0222 (18) | 0.0080 (14) | −0.0035 (14) | 0.0044 (14) |
N6 | 0.0200 (15) | 0.0123 (13) | 0.0241 (15) | 0.0005 (11) | 0.0015 (12) | 0.0078 (11) |
C60 | 0.0238 (19) | 0.0161 (16) | 0.0268 (19) | −0.0023 (14) | −0.0004 (14) | 0.0070 (14) |
C61 | 0.038 (2) | 0.0226 (19) | 0.031 (2) | −0.0027 (17) | −0.0091 (17) | 0.0063 (16) |
C62 | 0.059 (3) | 0.030 (2) | 0.023 (2) | 0.010 (2) | −0.0003 (19) | 0.0026 (16) |
C63 | 0.038 (2) | 0.036 (2) | 0.033 (2) | 0.0111 (18) | 0.0107 (18) | 0.0096 (17) |
C64 | 0.0223 (19) | 0.0281 (19) | 0.0274 (19) | 0.0050 (15) | 0.0035 (15) | 0.0081 (15) |
N7 | 0.0195 (15) | 0.0115 (13) | 0.0217 (14) | 0.0002 (11) | −0.0002 (11) | 0.0099 (11) |
C70 | 0.0187 (17) | 0.0113 (15) | 0.0242 (17) | 0.0005 (12) | −0.0030 (13) | 0.0100 (13) |
C71 | 0.029 (2) | 0.0172 (17) | 0.0240 (18) | 0.0027 (14) | −0.0038 (15) | 0.0099 (14) |
C72 | 0.041 (2) | 0.0188 (18) | 0.029 (2) | −0.0014 (16) | 0.0057 (17) | 0.0163 (15) |
C73 | 0.032 (2) | 0.0223 (19) | 0.048 (2) | 0.0020 (16) | 0.0169 (18) | 0.0182 (17) |
C74 | 0.0211 (18) | 0.0173 (17) | 0.040 (2) | 0.0048 (14) | 0.0071 (16) | 0.0147 (15) |
N8 | 0.0143 (14) | 0.0114 (13) | 0.0207 (14) | −0.0009 (10) | −0.0002 (11) | 0.0079 (11) |
C80 | 0.0206 (18) | 0.0174 (16) | 0.0254 (18) | 0.0054 (14) | −0.0011 (14) | 0.0098 (14) |
C81 | 0.027 (2) | 0.0285 (19) | 0.0207 (18) | 0.0011 (15) | −0.0039 (15) | 0.0078 (15) |
C82 | 0.032 (2) | 0.0173 (17) | 0.0242 (19) | −0.0066 (15) | 0.0035 (15) | −0.0001 (14) |
C83 | 0.0213 (18) | 0.0132 (16) | 0.0255 (18) | 0.0033 (13) | −0.0011 (14) | 0.0075 (13) |
C84 | 0.035 (2) | 0.0110 (16) | 0.0287 (19) | 0.0035 (14) | 0.0059 (16) | 0.0043 (14) |
N9 | 0.0175 (14) | 0.0114 (13) | 0.0241 (15) | 0.0032 (11) | −0.0032 (11) | 0.0051 (11) |
C90 | 0.030 (2) | 0.0140 (17) | 0.037 (2) | −0.0017 (15) | −0.0087 (16) | 0.0078 (15) |
C91 | 0.039 (2) | 0.0169 (18) | 0.050 (3) | 0.0075 (17) | −0.012 (2) | −0.0045 (17) |
C92 | 0.040 (3) | 0.034 (2) | 0.041 (2) | 0.0142 (19) | −0.001 (2) | −0.0135 (19) |
C93 | 0.044 (3) | 0.038 (2) | 0.026 (2) | 0.0056 (19) | 0.0035 (18) | 0.0059 (17) |
C94 | 0.031 (2) | 0.0180 (17) | 0.0268 (19) | 0.0019 (15) | −0.0005 (15) | 0.0063 (14) |
N10 | 0.0224 (15) | 0.0095 (13) | 0.0245 (15) | 0.0015 (11) | −0.0019 (12) | 0.0114 (11) |
C100 | 0.0251 (19) | 0.0205 (17) | 0.0285 (19) | 0.0076 (15) | 0.0016 (15) | 0.0113 (15) |
C101 | 0.035 (2) | 0.0198 (18) | 0.034 (2) | 0.0114 (16) | −0.0017 (17) | 0.0137 (15) |
C102 | 0.049 (3) | 0.0140 (17) | 0.030 (2) | 0.0043 (16) | −0.0088 (18) | 0.0117 (15) |
C103 | 0.042 (2) | 0.0198 (18) | 0.035 (2) | −0.0065 (17) | 0.0005 (18) | 0.0174 (16) |
C104 | 0.0246 (19) | 0.0185 (17) | 0.039 (2) | −0.0028 (15) | 0.0002 (16) | 0.0154 (16) |
N11 | 0.0252 (16) | 0.0139 (13) | 0.0227 (15) | 0.0015 (12) | 0.0015 (12) | 0.0106 (11) |
C110 | 0.030 (2) | 0.0243 (19) | 0.031 (2) | 0.0003 (16) | 0.0078 (16) | 0.0119 (15) |
C111 | 0.048 (3) | 0.029 (2) | 0.034 (2) | 0.0061 (19) | 0.0173 (19) | 0.0107 (17) |
C112 | 0.061 (3) | 0.030 (2) | 0.026 (2) | 0.005 (2) | 0.006 (2) | 0.0050 (17) |
C113 | 0.046 (3) | 0.024 (2) | 0.030 (2) | −0.0018 (18) | −0.0057 (18) | 0.0053 (16) |
C114 | 0.030 (2) | 0.0177 (17) | 0.0263 (19) | 0.0014 (15) | −0.0011 (15) | 0.0058 (14) |
N12 | 0.0159 (14) | 0.0082 (12) | 0.0186 (14) | 0.0006 (10) | 0.0002 (11) | 0.0038 (10) |
C120 | 0.0178 (17) | 0.0159 (16) | 0.0235 (18) | −0.0006 (13) | 0.0016 (13) | 0.0079 (13) |
C121 | 0.0254 (19) | 0.0260 (19) | 0.0252 (19) | 0.0008 (15) | 0.0074 (15) | 0.0085 (15) |
C122 | 0.041 (2) | 0.027 (2) | 0.0195 (18) | −0.0039 (17) | 0.0037 (16) | 0.0020 (15) |
C123 | 0.031 (2) | 0.0201 (17) | 0.0234 (19) | −0.0091 (15) | −0.0046 (15) | 0.0040 (14) |
C124 | 0.0186 (17) | 0.0162 (16) | 0.0224 (17) | −0.0047 (13) | −0.0007 (13) | 0.0068 (13) |
N13 | 0.0169 (14) | 0.0069 (12) | 0.0209 (14) | 0.0004 (10) | 0.0002 (11) | 0.0041 (10) |
C130 | 0.0163 (17) | 0.0133 (15) | 0.0253 (18) | −0.0020 (13) | −0.0017 (13) | 0.0077 (13) |
C131 | 0.0233 (19) | 0.0184 (17) | 0.0274 (19) | −0.0046 (14) | −0.0060 (15) | 0.0081 (14) |
C132 | 0.036 (2) | 0.0202 (17) | 0.0194 (18) | −0.0010 (15) | 0.0008 (15) | 0.0029 (14) |
C133 | 0.0234 (19) | 0.0220 (18) | 0.0255 (19) | 0.0013 (14) | 0.0063 (15) | 0.0046 (14) |
C134 | 0.0166 (17) | 0.0141 (15) | 0.0245 (18) | 0.0001 (13) | 0.0008 (13) | 0.0054 (13) |
N14 | 0.0235 (16) | 0.0137 (13) | 0.0237 (15) | 0.0006 (11) | 0.0005 (12) | 0.0090 (11) |
C140 | 0.0276 (19) | 0.0124 (16) | 0.0270 (19) | 0.0009 (14) | −0.0032 (15) | 0.0085 (13) |
C141 | 0.037 (2) | 0.0208 (18) | 0.031 (2) | −0.0007 (16) | −0.0088 (17) | 0.0063 (15) |
C142 | 0.050 (3) | 0.031 (2) | 0.024 (2) | 0.0021 (19) | −0.0001 (18) | 0.0039 (16) |
C143 | 0.051 (3) | 0.032 (2) | 0.032 (2) | −0.003 (2) | 0.014 (2) | 0.0037 (17) |
C144 | 0.033 (2) | 0.0243 (19) | 0.031 (2) | −0.0048 (16) | 0.0054 (17) | 0.0096 (16) |
N15 | 0.0216 (15) | 0.0104 (13) | 0.0239 (15) | 0.0017 (11) | 0.0012 (12) | 0.0110 (11) |
C150 | 0.0249 (19) | 0.0170 (17) | 0.030 (2) | 0.0059 (14) | 0.0017 (15) | 0.0108 (14) |
C151 | 0.033 (2) | 0.0220 (18) | 0.035 (2) | 0.0099 (16) | −0.0003 (17) | 0.0134 (16) |
C152 | 0.049 (3) | 0.0171 (17) | 0.0242 (19) | 0.0082 (17) | −0.0033 (17) | 0.0143 (15) |
C153 | 0.043 (2) | 0.0216 (19) | 0.044 (2) | 0.0022 (17) | 0.0137 (19) | 0.0236 (17) |
C154 | 0.025 (2) | 0.0242 (19) | 0.053 (3) | 0.0065 (16) | 0.0095 (18) | 0.0249 (18) |
N16 | 0.0170 (14) | 0.0107 (13) | 0.0257 (15) | 0.0025 (11) | −0.0021 (11) | 0.0075 (11) |
C160 | 0.028 (2) | 0.0175 (17) | 0.031 (2) | 0.0003 (15) | 0.0010 (16) | 0.0093 (15) |
C161 | 0.043 (2) | 0.030 (2) | 0.026 (2) | 0.0016 (18) | 0.0058 (17) | 0.0078 (16) |
C162 | 0.041 (2) | 0.026 (2) | 0.029 (2) | 0.0076 (17) | −0.0043 (18) | 0.0011 (16) |
C163 | 0.0270 (19) | 0.0137 (16) | 0.031 (2) | −0.0022 (14) | −0.0024 (15) | 0.0085 (14) |
C164 | 0.037 (2) | 0.0133 (17) | 0.034 (2) | −0.0002 (15) | −0.0102 (17) | 0.0029 (15) |
P1 | 0.0272 (5) | 0.0186 (4) | 0.0237 (5) | 0.0019 (4) | −0.0075 (4) | 0.0030 (4) |
F1 | 0.0328 (14) | 0.0671 (18) | 0.0595 (17) | −0.0170 (13) | −0.0141 (12) | 0.0320 (15) |
F2 | 0.070 (2) | 0.113 (3) | 0.0451 (17) | 0.057 (2) | −0.0120 (15) | −0.0227 (18) |
F3 | 0.0456 (16) | 0.0345 (13) | 0.0606 (17) | 0.0053 (12) | −0.0128 (13) | 0.0237 (12) |
F4 | 0.0385 (15) | 0.0222 (12) | 0.084 (2) | −0.0087 (11) | −0.0259 (14) | 0.0034 (12) |
F5 | 0.0581 (17) | 0.0325 (13) | 0.0373 (14) | 0.0114 (12) | 0.0052 (12) | −0.0009 (11) |
F6 | 0.0383 (15) | 0.0687 (18) | 0.0493 (16) | 0.0053 (13) | −0.0037 (12) | 0.0399 (14) |
P2 | 0.0267 (5) | 0.0211 (5) | 0.0292 (5) | −0.0039 (4) | 0.0029 (4) | −0.0022 (4) |
F10 | 0.0461 (16) | 0.0439 (15) | 0.0477 (15) | 0.0156 (12) | 0.0144 (12) | 0.0073 (12) |
P3 | 0.0276 (5) | 0.0140 (4) | 0.0243 (5) | −0.0012 (4) | 0.0008 (4) | 0.0030 (3) |
F13 | 0.0341 (13) | 0.0411 (14) | 0.0373 (13) | 0.0107 (11) | 0.0034 (11) | −0.0047 (11) |
F14 | 0.0348 (15) | 0.075 (2) | 0.0396 (15) | −0.0048 (14) | −0.0139 (12) | 0.0006 (13) |
F15 | 0.0386 (14) | 0.0213 (11) | 0.0548 (15) | −0.0028 (10) | 0.0002 (11) | 0.0152 (10) |
F16 | 0.0551 (17) | 0.0303 (13) | 0.0400 (14) | 0.0007 (12) | 0.0174 (12) | −0.0052 (10) |
F17 | 0.0451 (15) | 0.0664 (18) | 0.0325 (13) | 0.0304 (14) | 0.0025 (11) | 0.0220 (12) |
F18 | 0.078 (2) | 0.0277 (14) | 0.089 (2) | −0.0079 (14) | 0.0428 (18) | 0.0141 (14) |
P4 | 0.0216 (5) | 0.0177 (4) | 0.0272 (5) | 0.0021 (4) | −0.0032 (4) | 0.0049 (4) |
Co1—O3 | 2.016 (2) | C62—H62 | 0.9300 |
Co1—N2 | 2.112 (3) | C63—C64 | 1.379 (5) |
Co1—O1 | 2.125 (2) | C63—H63 | 0.9300 |
Co1—N1 | 2.183 (3) | C64—H64 | 0.9300 |
Co1—N3 | 2.185 (3) | N7—C74 | 1.341 (5) |
Co1—O2 | 2.203 (2) | N7—C70 | 1.343 (4) |
Co1—C1 | 2.513 (3) | C70—C71 | 1.377 (5) |
C1—O1 | 1.264 (4) | C70—H70 | 0.9300 |
C1—O2 | 1.277 (4) | C71—C72 | 1.374 (5) |
C1—C2 | 1.494 (4) | C71—H71 | 0.9300 |
O2—Co2 | 2.154 (2) | C72—C73 | 1.385 (5) |
C2—H2A | 0.9600 | C72—H72 | 0.9300 |
C2—H2B | 0.9600 | C73—C74 | 1.392 (5) |
C2—H2C | 0.9600 | C73—H73 | 0.9300 |
C3—O4 | 1.248 (4) | C74—H74 | 0.9300 |
C3—O3 | 1.272 (4) | N8—C83 | 1.336 (4) |
C3—C4 | 1.499 (4) | N8—C80 | 1.341 (4) |
O4—Co2 | 2.057 (2) | C80—C81 | 1.389 (5) |
C4—H4A | 0.9600 | C80—H80 | 0.9300 |
C4—H4B | 0.9600 | C81—C82 | 1.385 (5) |
C4—H4C | 0.9600 | C81—H81 | 0.9300 |
Co2—O5 | 2.060 (2) | C82—C84 | 1.385 (5) |
Co2—O7 | 2.134 (2) | C82—H82 | 0.9300 |
Co2—N5 | 2.139 (3) | C83—C84 | 1.385 (5) |
Co2—N4 | 2.140 (3) | C83—H83 | 0.9300 |
C5—O5 | 1.253 (4) | C84—H84 | 0.9300 |
C5—O6 | 1.264 (4) | N9—C94 | 1.338 (5) |
C5—C6 | 1.510 (4) | N9—C90 | 1.339 (4) |
C6—H6A | 0.9600 | C90—C91 | 1.373 (6) |
C6—H6B | 0.9600 | C90—H90 | 0.9300 |
C6—H6C | 0.9600 | C91—C92 | 1.376 (7) |
O6—Co3 | 2.014 (2) | C91—H91 | 0.9300 |
Co3—N7 | 2.119 (3) | C92—C93 | 1.394 (6) |
Co3—O8 | 2.138 (2) | C92—H92 | 0.9300 |
Co3—N8 | 2.178 (3) | C93—C94 | 1.377 (5) |
Co3—N6 | 2.183 (3) | C93—H93 | 0.9300 |
Co3—O7 | 2.199 (2) | C94—H94 | 0.9300 |
C7—O8 | 1.257 (4) | N10—C104 | 1.338 (5) |
C7—O7 | 1.286 (4) | N10—C100 | 1.339 (5) |
C7—C8 | 1.497 (4) | C100—C101 | 1.383 (5) |
C8—H8A | 0.9600 | C100—H100 | 0.9300 |
C8—H8B | 0.9600 | C101—C102 | 1.372 (6) |
C8—H8C | 0.9600 | C101—H101 | 0.9300 |
Co4—O9 | 2.019 (2) | C102—C103 | 1.377 (6) |
Co4—O11 | 2.119 (2) | C102—H102 | 0.9300 |
Co4—N10 | 2.120 (3) | C103—C104 | 1.393 (5) |
Co4—N11 | 2.163 (3) | C103—H103 | 0.9300 |
Co4—N9 | 2.179 (3) | C104—H104 | 0.9300 |
Co4—O12 | 2.193 (2) | N11—C114 | 1.345 (5) |
Co4—C3B | 2.509 (3) | N11—C110 | 1.350 (5) |
C1B—O10 | 1.256 (4) | C110—C111 | 1.379 (5) |
C1B—O9 | 1.262 (4) | C110—H110 | 0.9300 |
C1B—C2B | 1.507 (4) | C111—C112 | 1.385 (6) |
O10—Co5 | 2.053 (2) | C111—H111 | 0.9300 |
C2B—H2B1 | 0.9600 | C112—C113 | 1.381 (6) |
C2B—H2B2 | 0.9600 | C112—H112 | 0.9300 |
C2B—H2B3 | 0.9600 | C113—C114 | 1.383 (5) |
C3B—O11 | 1.262 (4) | C113—H113 | 0.9300 |
C3B—O12 | 1.278 (4) | C114—H114 | 0.9300 |
C3B—C4B | 1.496 (4) | N12—C124 | 1.342 (4) |
O12—Co5 | 2.144 (2) | N12—C120 | 1.347 (4) |
Co5—O13 | 2.054 (2) | C120—C121 | 1.385 (5) |
Co5—N12 | 2.137 (3) | C120—H120 | 0.9300 |
Co5—N13 | 2.144 (3) | C121—C122 | 1.386 (5) |
Co5—O15 | 2.145 (2) | C121—H121 | 0.9300 |
C4B—H4B1 | 0.9600 | C122—C123 | 1.381 (6) |
C4B—H4B2 | 0.9600 | C122—H122 | 0.9300 |
C4B—H4B3 | 0.9600 | C123—C124 | 1.375 (5) |
C5B—O13 | 1.245 (4) | C123—H123 | 0.9300 |
C5B—O14 | 1.269 (4) | C124—H124 | 0.9300 |
C5B—C6B | 1.507 (4) | N13—C134 | 1.344 (4) |
O14—Co6 | 2.026 (2) | N13—C130 | 1.344 (4) |
C6B—H6B1 | 0.9600 | C130—C131 | 1.386 (5) |
C6B—H6B2 | 0.9600 | C130—H130 | 0.9300 |
C6B—H6B3 | 0.9600 | C131—C132 | 1.373 (5) |
C7B—O16 | 1.252 (4) | C131—H131 | 0.9300 |
C7B—O15 | 1.282 (4) | C132—C133 | 1.388 (5) |
C7B—C8B | 1.503 (4) | C132—H132 | 0.9300 |
C7B—Co6 | 2.501 (3) | C133—C134 | 1.383 (5) |
O15—Co6 | 2.183 (2) | C133—H133 | 0.9300 |
O16—Co6 | 2.129 (2) | C134—H134 | 0.9300 |
C8B—H8B1 | 0.9600 | N14—C144 | 1.344 (5) |
C8B—H8B2 | 0.9600 | N14—C140 | 1.345 (5) |
C8B—H8B3 | 0.9600 | C140—C141 | 1.386 (5) |
Co6—N15 | 2.122 (3) | C140—H140 | 0.9300 |
Co6—N14 | 2.161 (3) | C141—C142 | 1.378 (6) |
Co6—N16 | 2.182 (3) | C141—H141 | 0.9300 |
N1—C14 | 1.332 (4) | C142—C143 | 1.384 (6) |
N1—C10 | 1.345 (4) | C142—H142 | 0.9300 |
C10—C11 | 1.386 (5) | C143—C144 | 1.370 (6) |
C10—H10 | 0.9300 | C143—H143 | 0.9300 |
C11—C12 | 1.381 (5) | C144—H144 | 0.9300 |
C11—H11 | 0.9300 | N15—C150 | 1.331 (5) |
C12—C13 | 1.381 (5) | N15—C154 | 1.339 (5) |
C12—H12 | 0.9300 | C150—C151 | 1.386 (5) |
C13—C14 | 1.390 (5) | C150—H150 | 0.9300 |
C13—H13 | 0.9300 | C151—C152 | 1.380 (6) |
C14—H14 | 0.9300 | C151—H151 | 0.9300 |
N2—C24 | 1.335 (5) | C152—C153 | 1.371 (6) |
N2—C20 | 1.345 (4) | C152—H152 | 0.9300 |
C20—C21 | 1.379 (5) | C153—C154 | 1.388 (5) |
C20—H20 | 0.9300 | C153—H153 | 0.9300 |
C21—C22 | 1.389 (6) | C154—H154 | 0.9300 |
C21—H21 | 0.9300 | N16—C160 | 1.339 (5) |
C22—C23 | 1.380 (6) | N16—C163 | 1.340 (4) |
C22—H22 | 0.9300 | C160—C161 | 1.382 (5) |
C23—C24 | 1.385 (5) | C160—H160 | 0.9300 |
C23—H23 | 0.9300 | C161—C162 | 1.387 (6) |
C24—H24 | 0.9300 | C161—H161 | 0.9300 |
N3—C30 | 1.337 (5) | C162—C164 | 1.378 (6) |
N3—C34 | 1.342 (5) | C162—H162 | 0.9300 |
C30—C31 | 1.376 (5) | C163—C164 | 1.379 (5) |
C30—H30 | 0.9300 | C163—H163 | 0.9300 |
C31—C32 | 1.381 (6) | C164—H164 | 0.9300 |
C31—H31 | 0.9300 | P1—F5 | 1.587 (2) |
C32—C33 | 1.371 (6) | P1—F1 | 1.587 (3) |
C32—H32 | 0.9300 | P1—F2 | 1.589 (3) |
C33—C34 | 1.382 (5) | P1—F6 | 1.595 (2) |
C33—H33 | 0.9300 | P1—F3 | 1.597 (2) |
C34—H34 | 0.9300 | P1—F4 | 1.598 (3) |
N4—C44 | 1.341 (4) | P2—F11B | 1.533 (6) |
N4—C40 | 1.342 (4) | P2—F8 | 1.557 (4) |
C40—C41 | 1.372 (5) | P2—F12B | 1.557 (7) |
C40—H40 | 0.9300 | P2—F9 | 1.564 (4) |
C41—C42 | 1.388 (5) | P2—F10 | 1.596 (2) |
C41—H41 | 0.9300 | P2—F7 | 1.600 (4) |
C42—C43 | 1.379 (5) | P2—F7B | 1.624 (5) |
C42—H42 | 0.9300 | P2—F12 | 1.632 (5) |
C43—C44 | 1.387 (5) | P2—F8B | 1.645 (5) |
C43—H43 | 0.9300 | P2—F9B | 1.649 (5) |
C44—H44 | 0.9300 | P2—F11 | 1.662 (4) |
N5—C54 | 1.342 (4) | P3—F18 | 1.588 (3) |
N5—C50 | 1.346 (4) | P3—F17 | 1.589 (3) |
C50—C51 | 1.389 (5) | P3—F13 | 1.597 (2) |
C50—H50 | 0.9300 | P3—F16 | 1.598 (2) |
C51—C52 | 1.381 (6) | P3—F15 | 1.599 (2) |
C51—H51 | 0.9300 | P3—F14 | 1.600 (3) |
C52—C53 | 1.391 (6) | P4—F23 | 1.562 (4) |
C52—H52 | 0.9300 | P4—F20B | 1.564 (5) |
C53—C54 | 1.385 (5) | P4—F22B | 1.574 (5) |
C53—H53 | 0.9300 | P4—F24B | 1.592 (5) |
C54—H54 | 0.9300 | P4—F21 | 1.593 (4) |
N6—C60 | 1.341 (4) | P4—F24 | 1.596 (4) |
N6—C64 | 1.345 (5) | P4—F19 | 1.602 (4) |
C60—C61 | 1.377 (5) | P4—F22 | 1.608 (4) |
C60—H60 | 0.9300 | P4—F21B | 1.623 (5) |
C61—C62 | 1.378 (6) | P4—F19B | 1.627 (5) |
C61—H61 | 0.9300 | P4—F23B | 1.627 (5) |
C62—C63 | 1.380 (6) | P4—F20 | 1.631 (4) |
O3—Co1—N2 | 102.10 (10) | C51—C52—H52 | 120.7 |
O3—Co1—O1 | 160.92 (9) | C53—C52—H52 | 120.7 |
N2—Co1—O1 | 96.73 (10) | C54—C53—C52 | 119.1 (4) |
O3—Co1—N1 | 88.61 (10) | C54—C53—H53 | 120.5 |
N2—Co1—N1 | 90.96 (10) | C52—C53—H53 | 120.5 |
O1—Co1—N1 | 88.01 (10) | N5—C54—C53 | 122.9 (3) |
O3—Co1—N3 | 92.98 (10) | N5—C54—H54 | 118.5 |
N2—Co1—N3 | 85.05 (10) | C53—C54—H54 | 118.5 |
O1—Co1—N3 | 91.68 (10) | C60—N6—C64 | 116.7 (3) |
N1—Co1—N3 | 175.94 (10) | C60—N6—Co3 | 122.9 (2) |
O3—Co1—O2 | 101.10 (8) | C64—N6—Co3 | 120.1 (2) |
N2—Co1—O2 | 155.93 (10) | N6—C60—C61 | 123.5 (4) |
O1—Co1—O2 | 60.63 (8) | N6—C60—H60 | 118.2 |
N1—Co1—O2 | 95.94 (9) | C61—C60—H60 | 118.2 |
N3—Co1—O2 | 87.43 (9) | C60—C61—C62 | 118.9 (4) |
O3—Co1—C1 | 131.56 (9) | C60—C61—H61 | 120.5 |
N2—Co1—C1 | 126.19 (11) | C62—C61—H61 | 120.5 |
O1—Co1—C1 | 30.18 (9) | C61—C62—C63 | 118.7 (4) |
N1—Co1—C1 | 93.66 (10) | C61—C62—H62 | 120.7 |
N3—Co1—C1 | 88.09 (11) | C63—C62—H62 | 120.7 |
O2—Co1—C1 | 30.52 (9) | C64—C63—C62 | 118.8 (4) |
O1—C1—O2 | 118.7 (3) | C64—C63—H63 | 120.6 |
O1—C1—C2 | 119.9 (3) | C62—C63—H63 | 120.6 |
O2—C1—C2 | 121.4 (3) | N6—C64—C63 | 123.4 (4) |
O1—C1—Co1 | 57.65 (16) | N6—C64—H64 | 118.3 |
O2—C1—Co1 | 61.20 (16) | C63—C64—H64 | 118.3 |
C2—C1—Co1 | 174.2 (2) | C74—N7—C70 | 118.0 (3) |
C1—O1—Co1 | 92.17 (18) | C74—N7—Co3 | 119.2 (2) |
C1—O2—Co2 | 147.3 (2) | C70—N7—Co3 | 122.5 (2) |
C1—O2—Co1 | 88.28 (18) | N7—C70—C71 | 122.7 (3) |
Co2—O2—Co1 | 122.57 (10) | N7—C70—H70 | 118.7 |
C1—C2—H2A | 109.5 | C71—C70—H70 | 118.7 |
C1—C2—H2B | 109.5 | C72—C71—C70 | 119.3 (3) |
H2A—C2—H2B | 109.5 | C72—C71—H71 | 120.4 |
C1—C2—H2C | 109.5 | C70—C71—H71 | 120.4 |
H2A—C2—H2C | 109.5 | C71—C72—C73 | 119.0 (3) |
H2B—C2—H2C | 109.5 | C71—C72—H72 | 120.5 |
O4—C3—O3 | 125.2 (3) | C73—C72—H72 | 120.5 |
O4—C3—C4 | 118.3 (3) | C72—C73—C74 | 118.5 (4) |
O3—C3—C4 | 116.5 (3) | C72—C73—H73 | 120.8 |
C3—O3—Co1 | 128.7 (2) | C74—C73—H73 | 120.8 |
C3—O4—Co2 | 149.2 (2) | N7—C74—C73 | 122.6 (3) |
C3—C4—H4A | 109.5 | N7—C74—H74 | 118.7 |
C3—C4—H4B | 109.5 | C73—C74—H74 | 118.7 |
H4A—C4—H4B | 109.5 | C83—N8—C80 | 116.9 (3) |
C3—C4—H4C | 109.5 | C83—N8—Co3 | 120.5 (2) |
H4A—C4—H4C | 109.5 | C80—N8—Co3 | 122.6 (2) |
H4B—C4—H4C | 109.5 | N8—C80—C81 | 123.1 (3) |
O4—Co2—O5 | 179.18 (9) | N8—C80—H80 | 118.4 |
O4—Co2—O7 | 91.29 (8) | C81—C80—H80 | 118.4 |
O5—Co2—O7 | 89.02 (8) | C82—C81—C80 | 119.3 (3) |
O4—Co2—N5 | 90.20 (10) | C82—C81—H81 | 120.4 |
O5—Co2—N5 | 90.55 (10) | C80—C81—H81 | 120.4 |
O7—Co2—N5 | 91.66 (9) | C84—C82—C81 | 117.9 (3) |
O4—Co2—N4 | 90.06 (10) | C84—C82—H82 | 121.0 |
O5—Co2—N4 | 89.19 (10) | C81—C82—H82 | 121.0 |
O7—Co2—N4 | 87.41 (9) | N8—C83—C84 | 123.8 (3) |
N5—Co2—N4 | 179.04 (9) | N8—C83—H83 | 118.1 |
O4—Co2—O2 | 88.54 (8) | C84—C83—H83 | 118.1 |
O5—Co2—O2 | 91.17 (8) | C82—C84—C83 | 119.0 (3) |
O7—Co2—O2 | 178.77 (8) | C82—C84—H84 | 120.5 |
N5—Co2—O2 | 87.13 (9) | C83—C84—H84 | 120.5 |
N4—Co2—O2 | 93.81 (9) | C94—N9—C90 | 117.1 (3) |
O5—C5—O6 | 125.6 (3) | C94—N9—Co4 | 122.2 (2) |
O5—C5—C6 | 117.6 (3) | C90—N9—Co4 | 120.7 (3) |
O6—C5—C6 | 116.8 (3) | N9—C90—C91 | 123.6 (4) |
C5—C6—H6A | 109.5 | N9—C90—H90 | 118.2 |
C5—C6—H6B | 109.5 | C91—C90—H90 | 118.2 |
H6A—C6—H6B | 109.5 | C90—C91—C92 | 118.7 (4) |
C5—C6—H6C | 109.5 | C90—C91—H91 | 120.7 |
H6A—C6—H6C | 109.5 | C92—C91—H91 | 120.7 |
H6B—C6—H6C | 109.5 | C91—C92—C93 | 118.9 (4) |
C5—O5—Co2 | 146.7 (2) | C91—C92—H92 | 120.6 |
C5—O6—Co3 | 128.4 (2) | C93—C92—H92 | 120.6 |
O6—Co3—N7 | 107.47 (10) | C94—C93—C92 | 118.3 (4) |
O6—Co3—O8 | 160.29 (9) | C94—C93—H93 | 120.8 |
N7—Co3—O8 | 91.90 (10) | C92—C93—H93 | 120.9 |
O6—Co3—N8 | 88.16 (10) | N9—C94—C93 | 123.4 (3) |
N7—Co3—N8 | 91.41 (10) | N9—C94—H94 | 118.3 |
O8—Co3—N8 | 87.75 (10) | C93—C94—H94 | 118.3 |
O6—Co3—N6 | 90.64 (10) | C104—N10—C100 | 118.3 (3) |
N7—Co3—N6 | 85.04 (10) | C104—N10—Co4 | 121.9 (2) |
O8—Co3—N6 | 94.72 (10) | C100—N10—Co4 | 119.7 (2) |
N8—Co3—N6 | 175.73 (10) | N10—C100—C101 | 122.6 (4) |
O6—Co3—O7 | 100.76 (8) | N10—C100—H100 | 118.7 |
N7—Co3—O7 | 151.33 (10) | C101—C100—H100 | 118.7 |
O8—Co3—O7 | 60.39 (8) | C102—C101—C100 | 119.3 (4) |
N8—Co3—O7 | 94.45 (9) | C102—C101—H101 | 120.4 |
N6—Co3—O7 | 89.81 (9) | C100—C101—H101 | 120.4 |
O8—C7—O7 | 118.2 (3) | C101—C102—C103 | 118.6 (3) |
O8—C7—C8 | 120.4 (3) | C101—C102—H102 | 120.7 |
O7—C7—C8 | 121.4 (3) | C103—C102—H102 | 120.7 |
C7—O7—Co2 | 146.7 (2) | C102—C103—C104 | 119.5 (4) |
C7—O7—Co3 | 88.92 (18) | C102—C103—H103 | 120.3 |
Co2—O7—Co3 | 122.52 (10) | C104—C103—H103 | 120.3 |
C7—O8—Co3 | 92.45 (19) | N10—C104—C103 | 121.8 (4) |
C7—C8—H8A | 109.5 | N10—C104—H104 | 119.1 |
C7—C8—H8B | 109.5 | C103—C104—H104 | 119.1 |
H8A—C8—H8B | 109.5 | C114—N11—C110 | 117.6 (3) |
C7—C8—H8C | 109.5 | C114—N11—Co4 | 119.6 (2) |
H8A—C8—H8C | 109.5 | C110—N11—Co4 | 122.2 (2) |
H8B—C8—H8C | 109.5 | N11—C110—C111 | 122.7 (4) |
O9—Co4—O11 | 162.22 (9) | N11—C110—H110 | 118.7 |
O9—Co4—N10 | 97.29 (10) | C111—C110—H110 | 118.7 |
O11—Co4—N10 | 100.03 (10) | C110—C111—C112 | 119.3 (4) |
O9—Co4—N11 | 95.05 (10) | C110—C111—H111 | 120.4 |
O11—Co4—N11 | 89.96 (10) | C112—C111—H111 | 120.4 |
N10—Co4—N11 | 86.60 (11) | C113—C112—C111 | 118.5 (4) |
O9—Co4—N9 | 88.22 (10) | C113—C112—H112 | 120.7 |
O11—Co4—N9 | 88.00 (10) | C111—C112—H112 | 120.7 |
N10—Co4—N9 | 89.34 (10) | C112—C113—C114 | 119.1 (4) |
N11—Co4—N9 | 175.08 (10) | C112—C113—H113 | 120.4 |
O9—Co4—O12 | 101.79 (8) | C114—C113—H113 | 120.4 |
O11—Co4—O12 | 60.79 (8) | N11—C114—C113 | 122.8 (4) |
N10—Co4—O12 | 160.80 (10) | N11—C114—H114 | 118.6 |
N11—Co4—O12 | 93.71 (9) | C113—C114—H114 | 118.6 |
N9—Co4—O12 | 89.20 (9) | C124—N12—C120 | 117.8 (3) |
O9—Co4—C3B | 132.38 (9) | C124—N12—Co5 | 120.7 (2) |
O11—Co4—C3B | 30.18 (9) | C120—N12—Co5 | 121.4 (2) |
N10—Co4—C3B | 130.21 (11) | N12—C120—C121 | 122.7 (3) |
N11—Co4—C3B | 91.42 (11) | N12—C120—H120 | 118.7 |
N9—Co4—C3B | 89.07 (10) | C121—C120—H120 | 118.7 |
O12—Co4—C3B | 30.62 (9) | C120—C121—C122 | 118.7 (3) |
O10—C1B—O9 | 125.5 (3) | C120—C121—H121 | 120.6 |
O10—C1B—C2B | 117.3 (3) | C122—C121—H121 | 120.6 |
O9—C1B—C2B | 117.2 (3) | C123—C122—C121 | 118.6 (3) |
C1B—O9—Co4 | 128.2 (2) | C123—C122—H122 | 120.7 |
C1B—O10—Co5 | 149.1 (2) | C121—C122—H122 | 120.7 |
C1B—C2B—H2B1 | 109.5 | C124—C123—C122 | 119.5 (3) |
C1B—C2B—H2B2 | 109.5 | C124—C123—H123 | 120.3 |
H2B1—C2B—H2B2 | 109.5 | C122—C123—H123 | 120.3 |
C1B—C2B—H2B3 | 109.5 | N12—C124—C123 | 122.6 (3) |
H2B1—C2B—H2B3 | 109.5 | N12—C124—H124 | 118.7 |
H2B2—C2B—H2B3 | 109.5 | C123—C124—H124 | 118.7 |
O11—C3B—O12 | 118.5 (3) | C134—N13—C130 | 117.2 (3) |
O11—C3B—C4B | 119.8 (3) | C134—N13—Co5 | 121.8 (2) |
O12—C3B—C4B | 121.7 (3) | C130—N13—Co5 | 120.9 (2) |
O11—C3B—Co4 | 57.59 (16) | N13—C130—C131 | 123.0 (3) |
O12—C3B—Co4 | 60.92 (16) | N13—C130—H130 | 118.5 |
C4B—C3B—Co4 | 175.9 (2) | C131—C130—H130 | 118.5 |
C3B—O11—Co4 | 92.23 (19) | C132—C131—C130 | 118.9 (3) |
C3B—O12—Co5 | 147.8 (2) | C132—C131—H131 | 120.5 |
C3B—O12—Co4 | 88.46 (17) | C130—C131—H131 | 120.5 |
Co5—O12—Co4 | 121.30 (10) | C131—C132—C133 | 119.2 (3) |
O10—Co5—O13 | 178.96 (9) | C131—C132—H132 | 120.4 |
O10—Co5—N12 | 92.36 (10) | C133—C132—H132 | 120.4 |
O13—Co5—N12 | 88.51 (10) | C134—C133—C132 | 118.2 (3) |
O10—Co5—O12 | 89.30 (8) | C134—C133—H133 | 120.9 |
O13—Co5—O12 | 91.26 (8) | C132—C133—H133 | 120.9 |
N12—Co5—O12 | 90.64 (9) | N13—C134—C133 | 123.4 (3) |
O10—Co5—N13 | 88.66 (10) | N13—C134—H134 | 118.3 |
O13—Co5—N13 | 90.46 (10) | C133—C134—H134 | 118.3 |
N12—Co5—N13 | 178.72 (10) | C144—N14—C140 | 117.3 (3) |
O12—Co5—N13 | 90.15 (9) | C144—N14—Co6 | 120.0 (2) |
O10—Co5—O15 | 90.23 (8) | C140—N14—Co6 | 121.9 (2) |
O13—Co5—O15 | 89.23 (8) | N14—C140—C141 | 122.9 (4) |
N12—Co5—O15 | 88.05 (9) | N14—C140—H140 | 118.5 |
O12—Co5—O15 | 178.58 (8) | C141—C140—H140 | 118.5 |
N13—Co5—O15 | 91.17 (9) | C142—C141—C140 | 118.8 (4) |
C3B—C4B—H4B1 | 109.5 | C142—C141—H141 | 120.6 |
C3B—C4B—H4B2 | 109.5 | C140—C141—H141 | 120.6 |
H4B1—C4B—H4B2 | 109.5 | C141—C142—C143 | 118.6 (4) |
C3B—C4B—H4B3 | 109.5 | C141—C142—H142 | 120.7 |
H4B1—C4B—H4B3 | 109.5 | C143—C142—H142 | 120.7 |
H4B2—C4B—H4B3 | 109.5 | C144—C143—C142 | 119.3 (4) |
O13—C5B—O14 | 125.5 (3) | C144—C143—H143 | 120.4 |
O13—C5B—C6B | 117.6 (3) | C142—C143—H143 | 120.4 |
O14—C5B—C6B | 116.8 (3) | N14—C144—C143 | 123.1 (4) |
C5B—O13—Co5 | 149.7 (2) | N14—C144—H144 | 118.5 |
C5B—O14—Co6 | 127.2 (2) | C143—C144—H144 | 118.5 |
C5B—C6B—H6B1 | 109.5 | C150—N15—C154 | 117.9 (3) |
C5B—C6B—H6B2 | 109.5 | C150—N15—Co6 | 119.7 (2) |
H6B1—C6B—H6B2 | 109.5 | C154—N15—Co6 | 122.4 (2) |
C5B—C6B—H6B3 | 109.5 | N15—C150—C151 | 123.5 (4) |
H6B1—C6B—H6B3 | 109.5 | N15—C150—H150 | 118.3 |
H6B2—C6B—H6B3 | 109.5 | C151—C150—H150 | 118.3 |
O16—C7B—O15 | 119.0 (3) | C152—C151—C150 | 118.2 (4) |
O16—C7B—C8B | 119.9 (3) | C152—C151—H151 | 120.9 |
O15—C7B—C8B | 121.0 (3) | C150—C151—H151 | 120.9 |
O16—C7B—Co6 | 58.29 (16) | C153—C152—C151 | 118.9 (3) |
O15—C7B—Co6 | 60.76 (15) | C153—C152—H152 | 120.6 |
C8B—C7B—Co6 | 178.0 (2) | C151—C152—H152 | 120.6 |
C7B—O15—Co5 | 148.4 (2) | C152—C153—C154 | 119.6 (4) |
C7B—O15—Co6 | 88.41 (17) | C152—C153—H153 | 120.2 |
Co5—O15—Co6 | 121.45 (10) | C154—C153—H153 | 120.2 |
C7B—O16—Co6 | 91.69 (19) | N15—C154—C153 | 122.0 (4) |
C7B—C8B—H8B1 | 109.5 | N15—C154—H154 | 119.0 |
C7B—C8B—H8B2 | 109.5 | C153—C154—H154 | 119.0 |
H8B1—C8B—H8B2 | 109.5 | C160—N16—C163 | 117.2 (3) |
C7B—C8B—H8B3 | 109.5 | C160—N16—Co6 | 123.8 (2) |
H8B1—C8B—H8B3 | 109.5 | C163—N16—Co6 | 119.0 (2) |
H8B2—C8B—H8B3 | 109.5 | N16—C160—C161 | 122.9 (3) |
O14—Co6—N15 | 100.42 (10) | N16—C160—H160 | 118.5 |
O14—Co6—O16 | 162.49 (9) | C161—C160—H160 | 118.5 |
N15—Co6—O16 | 96.29 (10) | C160—C161—C162 | 119.1 (4) |
O14—Co6—N14 | 95.28 (11) | C160—C161—H161 | 120.4 |
N15—Co6—N14 | 85.65 (11) | C162—C161—H161 | 120.4 |
O16—Co6—N14 | 91.14 (10) | C164—C162—C161 | 118.3 (4) |
O14—Co6—N16 | 88.19 (10) | C164—C162—H162 | 120.9 |
N15—Co6—N16 | 89.42 (10) | C161—C162—H162 | 120.9 |
O16—Co6—N16 | 86.79 (10) | N16—C163—C164 | 123.5 (4) |
N14—Co6—N16 | 174.41 (10) | N16—C163—H163 | 118.2 |
O14—Co6—O15 | 102.54 (8) | C164—C163—H163 | 118.2 |
N15—Co6—O15 | 157.04 (10) | C162—C164—C163 | 119.0 (3) |
O16—Co6—O15 | 60.85 (8) | C162—C164—H164 | 120.5 |
N14—Co6—O15 | 92.24 (9) | C163—C164—H164 | 120.5 |
N16—Co6—O15 | 91.28 (9) | F5—P1—F1 | 90.70 (16) |
O14—Co6—C7B | 133.21 (9) | F5—P1—F2 | 178.9 (2) |
N15—Co6—C7B | 126.26 (11) | F1—P1—F2 | 90.34 (19) |
O16—Co6—C7B | 30.02 (9) | F5—P1—F6 | 89.73 (15) |
N14—Co6—C7B | 91.56 (11) | F1—P1—F6 | 90.52 (15) |
N16—Co6—C7B | 89.24 (10) | F2—P1—F6 | 90.49 (18) |
O15—Co6—C7B | 30.83 (9) | F5—P1—F3 | 90.02 (14) |
C14—N1—C10 | 116.9 (3) | F1—P1—F3 | 88.68 (14) |
C14—N1—Co1 | 120.5 (2) | F2—P1—F3 | 89.78 (17) |
C10—N1—Co1 | 122.7 (2) | F6—P1—F3 | 179.15 (16) |
N1—C10—C11 | 123.0 (3) | F5—P1—F4 | 88.64 (16) |
N1—C10—H10 | 118.5 | F1—P1—F4 | 178.83 (16) |
C11—C10—H10 | 118.5 | F2—P1—F4 | 90.32 (18) |
C12—C11—C10 | 119.3 (3) | F6—P1—F4 | 90.44 (15) |
C12—C11—H11 | 120.4 | F3—P1—F4 | 90.37 (14) |
C10—C11—H11 | 120.4 | F11B—P2—F12B | 94.6 (3) |
C13—C12—C11 | 118.3 (3) | F8—P2—F9 | 96.6 (3) |
C13—C12—H12 | 120.8 | F8—P2—F10 | 96.1 (2) |
C11—C12—H12 | 120.8 | F9—P2—F10 | 91.8 (2) |
C12—C13—C14 | 118.6 (3) | F8—P2—F7 | 92.8 (3) |
C12—C13—H13 | 120.7 | F9—P2—F7 | 91.6 (3) |
C14—C13—H13 | 120.7 | F10—P2—F7 | 170.1 (2) |
N1—C14—C13 | 123.9 (3) | F11B—P2—F7B | 93.8 (3) |
N1—C14—H14 | 118.1 | F12B—P2—F7B | 89.4 (4) |
C13—C14—H14 | 118.1 | F9—P2—F7B | 86.5 (3) |
C24—N2—C20 | 117.7 (3) | F8—P2—F12 | 88.9 (3) |
C24—N2—Co1 | 119.5 (2) | F9—P2—F12 | 174.4 (3) |
C20—N2—Co1 | 122.5 (2) | F10—P2—F12 | 86.7 (2) |
N2—C20—C21 | 122.7 (3) | F7—P2—F12 | 89.1 (3) |
N2—C20—H20 | 118.6 | F11B—P2—F8B | 175.5 (3) |
C21—C20—H20 | 118.6 | F12B—P2—F8B | 89.9 (3) |
C20—C21—C22 | 119.1 (3) | F7B—P2—F8B | 85.6 (3) |
C20—C21—H21 | 120.5 | F11B—P2—F9B | 91.3 (3) |
C22—C21—H21 | 120.5 | F12B—P2—F9B | 173.4 (4) |
C23—C22—C21 | 118.5 (3) | F7B—P2—F9B | 87.2 (3) |
C23—C22—H22 | 120.8 | F8—P2—F11 | 174.0 (3) |
C21—C22—H22 | 120.8 | F9—P2—F11 | 89.3 (3) |
C22—C23—C24 | 118.9 (4) | F10—P2—F11 | 82.8 (2) |
C22—C23—H23 | 120.6 | F7—P2—F11 | 88.0 (2) |
C24—C23—H23 | 120.6 | F7B—P2—F11 | 108.3 (3) |
N2—C24—C23 | 123.1 (4) | F12—P2—F11 | 85.2 (3) |
N2—C24—H24 | 118.4 | F8B—P2—F11 | 159.0 (3) |
C23—C24—H24 | 118.4 | F9B—P2—F11 | 111.5 (3) |
C30—N3—C34 | 116.7 (3) | F18—P3—F17 | 91.27 (18) |
C30—N3—Co1 | 120.4 (2) | F18—P3—F13 | 90.18 (15) |
C34—N3—Co1 | 122.8 (2) | F17—P3—F13 | 90.13 (13) |
N3—C30—C31 | 123.6 (4) | F18—P3—F16 | 90.78 (14) |
N3—C30—H30 | 118.2 | F17—P3—F16 | 90.11 (14) |
C31—C30—H30 | 118.2 | F13—P3—F16 | 179.01 (15) |
C30—C31—C32 | 118.7 (4) | F18—P3—F15 | 179.8 (2) |
C30—C31—H31 | 120.6 | F17—P3—F15 | 88.90 (14) |
C32—C31—H31 | 120.6 | F13—P3—F15 | 89.88 (14) |
C33—C32—C31 | 118.8 (4) | F16—P3—F15 | 89.16 (14) |
C33—C32—H32 | 120.6 | F18—P3—F14 | 90.28 (18) |
C31—C32—H32 | 120.6 | F17—P3—F14 | 178.19 (16) |
C32—C33—C34 | 118.8 (4) | F13—P3—F14 | 88.94 (14) |
C32—C33—H33 | 120.6 | F16—P3—F14 | 90.80 (15) |
C34—C33—H33 | 120.6 | F15—P3—F14 | 89.55 (15) |
N3—C34—C33 | 123.4 (4) | F20B—P4—F22B | 98.7 (4) |
N3—C34—H34 | 118.3 | F20B—P4—F24B | 88.5 (4) |
C33—C34—H34 | 118.3 | F22B—P4—F24B | 92.9 (4) |
C44—N4—C40 | 117.1 (3) | F23—P4—F21 | 90.7 (2) |
C44—N4—Co2 | 122.8 (2) | F23—P4—F24 | 93.0 (2) |
C40—N4—Co2 | 119.9 (2) | F21—P4—F24 | 176.1 (2) |
N4—C40—C41 | 123.2 (3) | F23—P4—F19 | 92.5 (2) |
N4—C40—H40 | 118.4 | F21—P4—F19 | 89.1 (2) |
C41—C40—H40 | 118.4 | F24—P4—F19 | 92.2 (2) |
C40—C41—C42 | 119.3 (4) | F23—P4—F22 | 91.6 (2) |
C40—C41—H41 | 120.3 | F21—P4—F22 | 90.2 (3) |
C42—C41—H41 | 120.3 | F24—P4—F22 | 88.3 (2) |
C43—C42—C41 | 118.2 (3) | F19—P4—F22 | 175.9 (2) |
C43—C42—H42 | 120.9 | F20B—P4—F21B | 94.8 (4) |
C41—C42—H42 | 120.9 | F22B—P4—F21B | 89.5 (4) |
C42—C43—C44 | 118.9 (3) | F24B—P4—F21B | 175.6 (4) |
C42—C43—H43 | 120.6 | F20B—P4—F19B | 85.3 (4) |
C44—C43—H43 | 120.6 | F22B—P4—F19B | 174.0 (4) |
N4—C44—C43 | 123.2 (3) | F24B—P4—F19B | 91.6 (4) |
N4—C44—H44 | 118.4 | F21B—P4—F19B | 85.8 (4) |
C43—C44—H44 | 118.4 | F20B—P4—F23B | 173.7 (4) |
C54—N5—C50 | 117.5 (3) | F22B—P4—F23B | 87.5 (4) |
C54—N5—Co2 | 119.5 (2) | F24B—P4—F23B | 90.4 (4) |
C50—N5—Co2 | 122.8 (2) | F21B—P4—F23B | 86.1 (4) |
N5—C50—C51 | 123.1 (3) | F19B—P4—F23B | 88.5 (4) |
N5—C50—H50 | 118.4 | F23—P4—F20 | 178.7 (2) |
C51—C50—H50 | 118.4 | F21—P4—F20 | 89.0 (2) |
C52—C51—C50 | 118.8 (3) | F24—P4—F20 | 87.3 (2) |
C52—C51—H51 | 120.6 | F19—P4—F20 | 88.8 (2) |
C50—C51—H51 | 120.6 | F22—P4—F20 | 87.1 (2) |
C51—C52—C53 | 118.6 (3) |
[Co3(C2H3O2)4(C5H5N)8](PF6)2 | Z = 1 |
Mr = 1335.71 | F(000) = 679 |
Triclinic, P1 | Dx = 1.608 Mg m−3 |
Hall symbol: -P 1 | Synchrotron radiation, λ = 0.67110 Å |
a = 10.688 (4) Å | Cell parameters from 3499 reflections |
b = 11.839 (4) Å | θ = 3.0–26.9° |
c = 12.480 (4) Å | µ = 1.05 mm−1 |
α = 98.149 (5)° | T = 120 K |
β = 103.605 (5)° | Needle, pink |
γ = 111.722 (5)° | 0.1 × 0.02 × 0.02 mm |
V = 1379.3 (8) Å3 |
Bruker D8 diffractometer | 5565 independent reflections |
Radiation source: Daresbury SRS Station 9.8 | 3897 reflections with I > 2σ(I) |
Silicon 111 monochromator | Rint = 0.052 |
ω rotation with narrow frames scans | θmax = 24.8°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | h = −13→13 |
Tmin = 0.207, Tmax = 1 | k = −14→14 |
11698 measured reflections | l = −15→15 |
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)] = 0.072 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.214 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.1413P)2 + 0.0662P] where P = (Fo2 + 2Fc2)/3 |
5565 reflections | (Δ/σ)max < 0.001 |
369 parameters | Δρmax = 1.29 e Å−3 |
0 restraints | Δρmin = −0.84 e Å−3 |
[Co3(C2H3O2)4(C5H5N)8](PF6)2 | γ = 111.722 (5)° |
Mr = 1335.71 | V = 1379.3 (8) Å3 |
Triclinic, P1 | Z = 1 |
a = 10.688 (4) Å | Synchrotron radiation, λ = 0.67110 Å |
b = 11.839 (4) Å | µ = 1.05 mm−1 |
c = 12.480 (4) Å | T = 120 K |
α = 98.149 (5)° | 0.1 × 0.02 × 0.02 mm |
β = 103.605 (5)° |
Bruker D8 diffractometer | 5565 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2004) | 3897 reflections with I > 2σ(I) |
Tmin = 0.207, Tmax = 1 | Rint = 0.052 |
11698 measured reflections |
R[F2 > 2σ(F2)] = 0.072 | 0 restraints |
wR(F2) = 0.214 | H-atom parameters constrained |
S = 1.03 | Δρmax = 1.29 e Å−3 |
5565 reflections | Δρmin = −0.84 e Å−3 |
369 parameters |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Co1 | 0.0000 | 0.0000 | 0.0000 | 0.0251 (3) | |
O1 | −0.0951 (4) | 0.1167 (3) | 0.0320 (3) | 0.0316 (8) | |
O2 | 0.0088 (4) | 0.3256 (3) | 0.0552 (3) | 0.0371 (9) | |
C1 | −0.0998 (6) | 0.2202 (5) | 0.0310 (4) | 0.0314 (11) | |
C2 | −0.2417 (6) | 0.2246 (6) | 0.0035 (5) | 0.0418 (13) | |
H2A | −0.3048 | 0.1624 | −0.0683 | 0.063* | |
H2B | −0.2308 | 0.3087 | −0.0041 | 0.063* | |
H2C | −0.2824 | 0.2055 | 0.0649 | 0.063* | |
Co2 | 0.21063 (7) | 0.35336 (6) | 0.07863 (6) | 0.0318 (2) | |
O3 | 0.1867 (4) | 0.1623 (3) | 0.0132 (3) | 0.0311 (8) | |
O4 | 0.3916 (4) | 0.3243 (3) | 0.0648 (3) | 0.0356 (8) | |
C3 | 0.3190 (5) | 0.2063 (5) | 0.0248 (4) | 0.0313 (11) | |
C4 | 0.3864 (6) | 0.1229 (5) | −0.0078 (5) | 0.0369 (12) | |
H4A | 0.3133 | 0.0372 | −0.0436 | 0.055* | |
H4B | 0.4544 | 0.1230 | 0.0603 | 0.055* | |
H4C | 0.4359 | 0.1536 | −0.0618 | 0.055* | |
N1 | 0.0725 (4) | 0.0084 (4) | 0.1758 (4) | 0.0297 (9) | |
C10 | −0.0119 (6) | 0.0034 (6) | 0.2405 (5) | 0.0398 (13) | |
H10 | −0.1013 | 0.0044 | 0.2084 | 0.048* | |
C11 | 0.0264 (7) | −0.0031 (7) | 0.3525 (5) | 0.0539 (17) | |
H11 | −0.0374 | −0.0086 | 0.3953 | 0.065* | |
C12 | 0.1550 (7) | −0.0015 (7) | 0.4014 (5) | 0.0493 (16) | |
H12 | 0.1820 | −0.0067 | 0.4781 | 0.059* | |
C13 | 0.2456 (6) | 0.0077 (5) | 0.3370 (5) | 0.0374 (12) | |
H13 | 0.3371 | 0.0106 | 0.3689 | 0.045* | |
C14 | 0.2003 (5) | 0.0124 (5) | 0.2257 (4) | 0.0299 (11) | |
H14 | 0.2630 | 0.0189 | 0.1818 | 0.036* | |
N2 | 0.1892 (5) | 0.3914 (4) | −0.0887 (4) | 0.0338 (10) | |
C20 | 0.2854 (6) | 0.4924 (5) | −0.1048 (5) | 0.0375 (12) | |
H20 | 0.3695 | 0.5428 | −0.0432 | 0.045* | |
C21 | 0.2687 (7) | 0.5273 (5) | −0.2069 (5) | 0.0409 (13) | |
H21 | 0.3398 | 0.6001 | −0.2147 | 0.049* | |
C22 | 0.1481 (7) | 0.4553 (6) | −0.2962 (5) | 0.0450 (14) | |
H22 | 0.1324 | 0.4783 | −0.3664 | 0.054* | |
C23 | 0.0502 (7) | 0.3487 (7) | −0.2819 (5) | 0.0567 (18) | |
H23 | −0.0328 | 0.2950 | −0.3432 | 0.068* | |
C24 | 0.0739 (7) | 0.3211 (6) | −0.1784 (5) | 0.0495 (16) | |
H24 | 0.0046 | 0.2479 | −0.1695 | 0.059* | |
N3 | 0.3173 (5) | 0.5473 (4) | 0.1667 (4) | 0.0371 (10) | |
C30 | 0.4553 (7) | 0.6139 (5) | 0.1883 (5) | 0.0413 (13) | |
H30 | 0.5053 | 0.5776 | 0.1521 | 0.050* | |
C31 | 0.5305 (7) | 0.7337 (6) | 0.2608 (5) | 0.0491 (16) | |
H31 | 0.6286 | 0.7794 | 0.2715 | 0.059* | |
C32 | 0.4595 (8) | 0.7850 (6) | 0.3171 (6) | 0.0509 (16) | |
H32 | 0.5086 | 0.8655 | 0.3695 | 0.061* | |
C33 | 0.3181 (8) | 0.7184 (6) | 0.2963 (6) | 0.0566 (17) | |
H33 | 0.2668 | 0.7520 | 0.3335 | 0.068* | |
C34 | 0.2496 (7) | 0.6006 (6) | 0.2202 (6) | 0.0498 (15) | |
H34 | 0.1504 | 0.5556 | 0.2051 | 0.060* | |
N4 | 0.2392 (5) | 0.3279 (4) | 0.2510 (4) | 0.0401 (11) | |
C40 | 0.3638 (7) | 0.3365 (5) | 0.3152 (5) | 0.0451 (14) | |
H40 | 0.4333 | 0.3376 | 0.2794 | 0.054* | |
C41 | 0.3959 (8) | 0.3436 (7) | 0.4293 (6) | 0.0555 (17) | |
H41 | 0.4855 | 0.3493 | 0.4712 | 0.067* | |
C42 | 0.2966 (9) | 0.3426 (7) | 0.4829 (6) | 0.066 (2) | |
H42 | 0.3175 | 0.3505 | 0.5626 | 0.079* | |
C43 | 0.1672 (9) | 0.3301 (8) | 0.4184 (6) | 0.070 (2) | |
H43 | 0.0952 | 0.3260 | 0.4521 | 0.084* | |
C44 | 0.1434 (7) | 0.3235 (6) | 0.3042 (5) | 0.0521 (16) | |
H44 | 0.0534 | 0.3155 | 0.2604 | 0.063* | |
P1 | 0.69698 (16) | 0.16469 (15) | 0.35473 (13) | 0.0398 (4) | |
F1 | 0.6597 (7) | 0.2811 (5) | 0.3789 (5) | 0.0922 (17) | |
F2 | 0.5529 (5) | 0.0923 (6) | 0.2524 (4) | 0.0865 (16) | |
F3 | 0.7788 (5) | 0.2235 (4) | 0.2704 (4) | 0.0707 (12) | |
F4 | 0.7324 (4) | 0.0456 (4) | 0.3302 (3) | 0.0585 (10) | |
F5 | 0.8387 (5) | 0.2319 (4) | 0.4577 (3) | 0.0755 (13) | |
F6 | 0.6166 (4) | 0.1054 (3) | 0.4400 (3) | 0.0474 (8) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0219 (5) | 0.0304 (5) | 0.0264 (5) | 0.0100 (4) | 0.0148 (4) | 0.0076 (4) |
O1 | 0.0296 (19) | 0.0335 (19) | 0.037 (2) | 0.0135 (16) | 0.0185 (16) | 0.0097 (15) |
O2 | 0.034 (2) | 0.038 (2) | 0.047 (2) | 0.0157 (17) | 0.0240 (18) | 0.0146 (17) |
C1 | 0.033 (3) | 0.042 (3) | 0.024 (2) | 0.018 (2) | 0.015 (2) | 0.008 (2) |
C2 | 0.040 (3) | 0.046 (3) | 0.045 (3) | 0.022 (3) | 0.017 (3) | 0.011 (3) |
Co2 | 0.0306 (4) | 0.0302 (4) | 0.0327 (4) | 0.0079 (3) | 0.0165 (3) | 0.0050 (3) |
O3 | 0.0268 (19) | 0.0376 (19) | 0.0306 (19) | 0.0096 (15) | 0.0179 (15) | 0.0096 (15) |
O4 | 0.0246 (18) | 0.038 (2) | 0.038 (2) | 0.0040 (16) | 0.0142 (16) | 0.0075 (16) |
C3 | 0.027 (3) | 0.041 (3) | 0.024 (2) | 0.010 (2) | 0.012 (2) | 0.011 (2) |
C4 | 0.029 (3) | 0.048 (3) | 0.042 (3) | 0.017 (2) | 0.020 (2) | 0.015 (3) |
N1 | 0.028 (2) | 0.031 (2) | 0.030 (2) | 0.0095 (18) | 0.0156 (18) | 0.0064 (18) |
C10 | 0.039 (3) | 0.062 (4) | 0.032 (3) | 0.028 (3) | 0.020 (2) | 0.017 (3) |
C11 | 0.047 (4) | 0.096 (5) | 0.035 (3) | 0.038 (4) | 0.026 (3) | 0.021 (3) |
C12 | 0.051 (4) | 0.079 (5) | 0.031 (3) | 0.035 (4) | 0.020 (3) | 0.020 (3) |
C13 | 0.032 (3) | 0.045 (3) | 0.031 (3) | 0.014 (2) | 0.009 (2) | 0.005 (2) |
C14 | 0.024 (2) | 0.032 (3) | 0.034 (3) | 0.010 (2) | 0.013 (2) | 0.007 (2) |
N2 | 0.032 (2) | 0.031 (2) | 0.038 (3) | 0.0105 (19) | 0.017 (2) | 0.0071 (19) |
C20 | 0.035 (3) | 0.036 (3) | 0.041 (3) | 0.010 (2) | 0.021 (3) | 0.007 (2) |
C21 | 0.049 (4) | 0.041 (3) | 0.034 (3) | 0.015 (3) | 0.020 (3) | 0.008 (2) |
C22 | 0.051 (4) | 0.054 (4) | 0.040 (3) | 0.026 (3) | 0.024 (3) | 0.019 (3) |
C23 | 0.045 (4) | 0.069 (4) | 0.034 (3) | 0.004 (3) | 0.011 (3) | 0.005 (3) |
C24 | 0.043 (3) | 0.046 (3) | 0.039 (3) | 0.000 (3) | 0.014 (3) | 0.001 (3) |
N3 | 0.037 (3) | 0.034 (2) | 0.034 (2) | 0.007 (2) | 0.014 (2) | 0.0037 (19) |
C30 | 0.046 (3) | 0.038 (3) | 0.036 (3) | 0.014 (3) | 0.013 (3) | 0.008 (2) |
C31 | 0.046 (4) | 0.038 (3) | 0.043 (3) | 0.002 (3) | 0.008 (3) | 0.003 (3) |
C32 | 0.066 (5) | 0.033 (3) | 0.045 (4) | 0.015 (3) | 0.016 (3) | 0.004 (3) |
C33 | 0.068 (5) | 0.046 (4) | 0.058 (4) | 0.026 (3) | 0.028 (4) | 0.002 (3) |
C34 | 0.049 (4) | 0.045 (3) | 0.051 (4) | 0.016 (3) | 0.023 (3) | 0.001 (3) |
N4 | 0.040 (3) | 0.034 (2) | 0.038 (3) | 0.006 (2) | 0.017 (2) | 0.005 (2) |
C40 | 0.052 (4) | 0.041 (3) | 0.037 (3) | 0.013 (3) | 0.018 (3) | 0.005 (3) |
C41 | 0.067 (5) | 0.064 (4) | 0.037 (3) | 0.029 (4) | 0.017 (3) | 0.013 (3) |
C42 | 0.080 (6) | 0.073 (5) | 0.039 (4) | 0.024 (4) | 0.025 (4) | 0.010 (3) |
C43 | 0.060 (5) | 0.097 (6) | 0.036 (4) | 0.013 (4) | 0.028 (4) | 0.001 (4) |
C44 | 0.048 (4) | 0.065 (4) | 0.037 (3) | 0.013 (3) | 0.023 (3) | 0.005 (3) |
P1 | 0.0408 (9) | 0.0527 (9) | 0.0337 (8) | 0.0205 (7) | 0.0200 (7) | 0.0171 (7) |
F1 | 0.145 (5) | 0.087 (3) | 0.117 (4) | 0.080 (4) | 0.094 (4) | 0.060 (3) |
F2 | 0.054 (3) | 0.157 (5) | 0.044 (2) | 0.043 (3) | 0.010 (2) | 0.021 (3) |
F3 | 0.086 (3) | 0.093 (3) | 0.068 (3) | 0.044 (3) | 0.057 (3) | 0.049 (2) |
F4 | 0.068 (3) | 0.061 (2) | 0.062 (2) | 0.033 (2) | 0.038 (2) | 0.0168 (19) |
F5 | 0.051 (2) | 0.083 (3) | 0.049 (2) | −0.009 (2) | 0.0092 (19) | 0.000 (2) |
F6 | 0.046 (2) | 0.059 (2) | 0.0417 (19) | 0.0172 (17) | 0.0269 (16) | 0.0154 (16) |
Co1—O1 | 2.044 (3) | C21—C22 | 1.368 (9) |
Co1—N1 | 2.122 (4) | C21—H21 | 0.9500 |
Co1—O3 | 2.150 (3) | C22—C23 | 1.377 (9) |
O1—C1 | 1.246 (6) | C22—H22 | 0.9500 |
O2—C1 | 1.285 (7) | C23—C24 | 1.366 (9) |
O2—Co2 | 1.999 (4) | C23—H23 | 0.9500 |
C1—C2 | 1.496 (7) | C24—H24 | 0.9500 |
C2—H2A | 0.9800 | N3—C30 | 1.328 (8) |
C2—H2B | 0.9800 | N3—C34 | 1.347 (8) |
C2—H2C | 0.9800 | C30—C31 | 1.389 (8) |
Co2—O4 | 2.126 (4) | C30—H30 | 0.9500 |
Co2—N3 | 2.130 (5) | C31—C32 | 1.382 (10) |
Co2—N2 | 2.176 (5) | C31—H31 | 0.9500 |
Co2—N4 | 2.181 (5) | C32—C33 | 1.360 (10) |
Co2—O3 | 2.190 (4) | C32—H32 | 0.9500 |
O3—C3 | 1.276 (6) | C33—C34 | 1.387 (9) |
O4—C3 | 1.273 (6) | C33—H33 | 0.9500 |
C3—C4 | 1.487 (8) | C34—H34 | 0.9500 |
C4—H4A | 0.9800 | N4—C44 | 1.335 (8) |
C4—H4B | 0.9800 | N4—C40 | 1.341 (8) |
C4—H4C | 0.9800 | C40—C41 | 1.367 (9) |
N1—C10 | 1.337 (7) | C40—H40 | 0.9500 |
N1—C14 | 1.341 (6) | C41—C42 | 1.378 (10) |
C10—C11 | 1.382 (8) | C41—H41 | 0.9500 |
C10—H10 | 0.9500 | C42—C43 | 1.368 (11) |
C11—C12 | 1.359 (9) | C42—H42 | 0.9500 |
C11—H11 | 0.9500 | C43—C44 | 1.374 (9) |
C12—C13 | 1.381 (8) | C43—H43 | 0.9500 |
C12—H12 | 0.9500 | C44—H44 | 0.9500 |
C13—C14 | 1.376 (7) | P1—F5 | 1.575 (4) |
C13—H13 | 0.9500 | P1—F1 | 1.579 (5) |
C14—H14 | 0.9500 | P1—F2 | 1.589 (5) |
N2—C20 | 1.335 (7) | P1—F3 | 1.596 (4) |
N2—C24 | 1.338 (8) | P1—F4 | 1.598 (4) |
C20—C21 | 1.387 (8) | P1—F6 | 1.599 (3) |
C20—H20 | 0.9500 | ||
O1—Co1—O1i | 180.0 (2) | C13—C14—H14 | 118.1 |
O1—Co1—N1i | 88.44 (15) | C20—N2—C24 | 116.6 (5) |
O1i—Co1—N1i | 91.56 (15) | C20—N2—Co2 | 121.4 (4) |
O1—Co1—N1 | 91.56 (15) | C24—N2—Co2 | 121.9 (4) |
O1i—Co1—N1 | 88.44 (15) | N2—C20—C21 | 123.2 (6) |
N1i—Co1—N1 | 180.00 (8) | N2—C20—H20 | 118.4 |
O1—Co1—O3 | 88.62 (14) | C21—C20—H20 | 118.4 |
O1i—Co1—O3 | 91.38 (14) | C22—C21—C20 | 118.9 (5) |
N1i—Co1—O3 | 87.68 (14) | C22—C21—H21 | 120.6 |
N1—Co1—O3 | 92.32 (14) | C20—C21—H21 | 120.6 |
O1—Co1—O3i | 91.38 (14) | C21—C22—C23 | 118.4 (6) |
O1i—Co1—O3i | 88.62 (14) | C21—C22—H22 | 120.8 |
N1i—Co1—O3i | 92.32 (14) | C23—C22—H22 | 120.8 |
N1—Co1—O3i | 87.68 (14) | C24—C23—C22 | 119.2 (6) |
O3—Co1—O3i | 180.0 (3) | C24—C23—H23 | 120.4 |
C1—O1—Co1 | 148.0 (3) | C22—C23—H23 | 120.4 |
C1—O2—Co2 | 127.5 (3) | N2—C24—C23 | 123.7 (6) |
O1—C1—O2 | 125.1 (5) | N2—C24—H24 | 118.2 |
O1—C1—C2 | 118.3 (5) | C23—C24—H24 | 118.2 |
O2—C1—C2 | 116.6 (5) | C30—N3—C34 | 116.9 (5) |
C1—C2—H2A | 109.5 | C30—N3—Co2 | 122.9 (4) |
C1—C2—H2B | 109.5 | C34—N3—Co2 | 119.2 (4) |
H2A—C2—H2B | 109.5 | N3—C30—C31 | 123.5 (6) |
C1—C2—H2C | 109.5 | N3—C30—H30 | 118.2 |
H2A—C2—H2C | 109.5 | C31—C30—H30 | 118.2 |
H2B—C2—H2C | 109.5 | C32—C31—C30 | 118.5 (6) |
O2—Co2—O4 | 161.20 (15) | C32—C31—H31 | 120.8 |
O2—Co2—N3 | 100.56 (17) | C30—C31—H31 | 120.8 |
O4—Co2—N3 | 97.84 (17) | C33—C32—C31 | 118.9 (6) |
O2—Co2—N2 | 88.23 (16) | C33—C32—H32 | 120.5 |
O4—Co2—N2 | 86.76 (15) | C31—C32—H32 | 120.5 |
N3—Co2—N2 | 93.59 (17) | C32—C33—C34 | 119.2 (6) |
O2—Co2—N4 | 92.53 (17) | C32—C33—H33 | 120.4 |
O4—Co2—N4 | 93.60 (17) | C34—C33—H33 | 120.4 |
N3—Co2—N4 | 82.83 (17) | N3—C34—C33 | 123.0 (6) |
N2—Co2—N4 | 176.41 (17) | N3—C34—H34 | 118.5 |
O2—Co2—O3 | 101.43 (14) | C33—C34—H34 | 118.5 |
O4—Co2—O3 | 60.72 (13) | C44—N4—C40 | 116.3 (6) |
N3—Co2—O3 | 157.39 (16) | C44—N4—Co2 | 121.8 (5) |
N2—Co2—O3 | 92.30 (15) | C40—N4—Co2 | 121.0 (4) |
N4—Co2—O3 | 90.99 (15) | N4—C40—C41 | 123.4 (6) |
C3—O3—Co1 | 146.3 (3) | N4—C40—H40 | 118.3 |
C3—O3—Co2 | 89.3 (3) | C41—C40—H40 | 118.3 |
Co1—O3—Co2 | 121.64 (16) | C40—C41—C42 | 119.1 (7) |
C3—O4—Co2 | 92.2 (3) | C40—C41—H41 | 120.4 |
O4—C3—O3 | 117.8 (5) | C42—C41—H41 | 120.4 |
O4—C3—C4 | 120.9 (5) | C43—C42—C41 | 118.4 (7) |
O3—C3—C4 | 121.3 (5) | C43—C42—H42 | 120.8 |
C3—C4—H4A | 109.5 | C41—C42—H42 | 120.8 |
C3—C4—H4B | 109.5 | C42—C43—C44 | 118.8 (7) |
H4A—C4—H4B | 109.5 | C42—C43—H43 | 120.6 |
C3—C4—H4C | 109.5 | C44—C43—H43 | 120.6 |
H4A—C4—H4C | 109.5 | N4—C44—C43 | 123.9 (7) |
H4B—C4—H4C | 109.5 | N4—C44—H44 | 118.1 |
C10—N1—C14 | 117.0 (5) | C43—C44—H44 | 118.1 |
C10—N1—Co1 | 120.5 (4) | F5—P1—F1 | 91.1 (3) |
C14—N1—Co1 | 122.4 (3) | F5—P1—F2 | 177.9 (3) |
N1—C10—C11 | 122.3 (5) | F1—P1—F2 | 90.4 (3) |
N1—C10—H10 | 118.9 | F5—P1—F3 | 90.4 (3) |
C11—C10—H10 | 118.9 | F1—P1—F3 | 90.8 (2) |
C12—C11—C10 | 120.1 (6) | F2—P1—F3 | 91.0 (3) |
C12—C11—H11 | 119.9 | F5—P1—F4 | 89.5 (3) |
C10—C11—H11 | 119.9 | F1—P1—F4 | 179.2 (3) |
C11—C12—C13 | 118.5 (6) | F2—P1—F4 | 89.0 (3) |
C11—C12—H12 | 120.8 | F3—P1—F4 | 89.8 (2) |
C13—C12—H12 | 120.8 | F5—P1—F6 | 89.1 (2) |
C14—C13—C12 | 118.4 (5) | F1—P1—F6 | 89.7 (2) |
C14—C13—H13 | 120.8 | F2—P1—F6 | 89.5 (2) |
C12—C13—H13 | 120.8 | F3—P1—F6 | 179.3 (2) |
N1—C14—C13 | 123.7 (5) | F4—P1—F6 | 89.7 (2) |
N1—C14—H14 | 118.1 |
Symmetry code: (i) −x, −y, −z. |
Experimental details
(I) | (II) | |
Crystal data | ||
Chemical formula | [Co3(C2H3O2)4(C5H5N)8](PF6)2 | [Co3(C2H3O2)4(C5H5N)8](PF6)2 |
Mr | 1335.71 | 1335.71 |
Crystal system, space group | Triclinic, P1 | Triclinic, P1 |
Temperature (K) | 120 | 120 |
a, b, c (Å) | 10.7354 (6), 22.1257 (12), 23.6103 (13) | 10.688 (4), 11.839 (4), 12.480 (4) |
α, β, γ (°) | 99.380 (1), 95.008 (1), 92.238 (1) | 98.149 (5), 103.605 (5), 111.722 (5) |
V (Å3) | 5503.9 (5) | 1379.3 (8) |
Z | 4 | 1 |
Radiation type | Synchrotron, λ = 0.84610 Å | Synchrotron, λ = 0.67110 Å |
µ (mm−1) | 1.05 | 1.05 |
Crystal size (mm) | 0.25 × 0.1 × 0.05 | 0.1 × 0.02 × 0.02 |
Data collection | ||
Diffractometer | Bruker D8 diffractometer | Bruker D8 diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2004) | Multi-scan (SADABS; Bruker, 2004) |
Tmin, Tmax | 0.463, 0.949 | 0.207, 1 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 38731, 21108, 17966 | 11698, 5565, 3897 |
Rint | 0.030 | 0.052 |
(sin θ/λ)max (Å−1) | 0.620 | 0.625 |
Refinement | ||
R[F2 > 2σ(F2)], wR(F2), S | 0.056, 0.152, 1.05 | 0.072, 0.214, 1.03 |
No. of reflections | 21108 | 5565 |
No. of parameters | 1432 | 369 |
No. of restraints | 66 | 0 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.48, −1.46 | 1.29, −0.84 |
Computer programs: APEX2 (Bruker, 2004), APEX2, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), WinGX (Version 1.64; Farrugia, 1999) and PLATON (Spek, 2003), SHEXLX97.
Acknowledgements
JB thanks Jesus College, Cambridge University, for a Junior Research Fellowship.
References
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© International Union of Crystallography. Prior permission is not required to reproduce short quotations, tables and figures from this article, provided the original authors and source are cited. For more information, click here.
Multinuclear transition metal complexes have been intensively studied over a number of years, with interest driven by structural similarities to active sites in biological systems (Hagen et al., 1993), fundamental magnetism studies (Chudnovsky, 1996) and possible use as supramolecular building blocks (Yaghi et al., 2003). During the course of investigations into possible complexes formed by CoII, pyridine and acetate derivatives, the title compound, (I), was isolated as two polymorphs (Figs. 1 and 2). Examination of the refined crystal structures allows postulation of a crystal nucleation mechanism which is consistent both with the synthetic conditions and the existence of the two polymorphic forms.
Both polymorphs adopt the space group P1, form 1 with Z = 4 and form 2 with Z = 1. The cations in both forms adopt essentially identical molecular structures and are formed by three CoII ions arranged in an approximately linear manner. The cations possess an approximate (form 1) or an exact (form 2) crystallographic centre of symmetry located at the central CoII ion. For octahedral coordination about CoII, there are 18 coordination sites available for the ligands. The three CoII ions are linked by four bridging acetate groups, which adopt two distinct coordination modes. One pair of acetates bridges in a syn–syn manner, with each O atom coordinated to a single CoII ion, thus occupying a total of four coordination sites. The other pair of acetates adopts a syn–anti configuration, with one O atom acting as a µ2-bridge and the other coordinated to a single CoII ion. This pair of acetates therefore occupies a total of six coordination sites. The coordination modes adopted by the acetate groups lead to the central CoII ion being surrounded by four O atoms, arranged in an approximately square-planar manner; for form 2, the O—Co—O angles deviate from 90° by 1.56 (15)°. The terminal CoII ions are surrounded by three O atoms, which are not regularly spaced; for form 2, the O4—Co2—O3 angle is 60.7 (1)°, whereas the O2—Co2—O3 angle is 101.4 (1)°. The remaining eight available metal-coordination sites are occupied by pyridine molecules, two of which bind along the molecular axis and six of which bind perpendicular to the molecular axis. The lack of an exact molecular centre of symmetry in form 1 is manifested primarily in the lengths of the trans bonds about the central CoII ion, Co2—O2 and Co2—O7 (formed by the µ2-bridging O atom of the acetate), which are 2.154 (2) and 2.134 (2) Å, respectively; each pair of bond lengths is identical by symmetry in form 2. In form 1, half of the PF6− groups exhibit a significant degree of rotational disorder about the central P atom; the occupancies, constrained to sum to unity, refined to 0.565 (5):0.435 (5) and 0.600 (4):0.400 (4) for the major and minor components of P2 and P4, respectively. However, in form 2 there is no evidence in difference Fourier maps for disorder of the PF6− units.
In terms of crystal packing, for both polymorphs the cations and anions adopt an arrangement in which layers are formed in the ab plane. It should be noted that a description of the structure as layered is for convenience and does not reflect the presence of any obvious specific intralayer interactions. The two forms are very similar. In fact, viewed along [100] and [100], the two structures may practically be superimposed (Fig. 3a and 3b). However, when the two forms are viewed in a projection achieved by rotating by 90° about the normal to 001, a significant difference becomes clear. In form 2, the layers are formed by cations which have Co···Co···Co molecular axes co-parallel (Fig. 3d). However, in form 1 the two distinct trimers are not arranged with their axes co-parallel (Fig. 3c).
The only notable non-ionic interaction in either polymorph is the short C—O···H—C distance (carboxyl···pyridine) of 2.56 Å between cations in form 2 (Fig. 4). This can be compared with the sum of the van der Waals radii (2.72 Å; Reference?) and the average of the intramolecular C—O···H—C(pyridine) distances (2.62 Å). Thus, in form 2 the intermolecular C—O···H—C distance is 0.15 Å shorter than the sum of the van der Waals radii, and 0.03 Å shorter than the corresponding mean intramolecular distance. The equivalent distance in form 1 is 3.13 Å, which is 0.41 Å greater than sum of the van der Waals radii and 0.54 Å longer than the corresponding distance in form 2. These short C—O···H—C interactions in form 2 form a linear network of cations which runs along the a axis. Given the generally accepted correlation between intermolecular distance and interaction strength, it seems reasonable that this interaction has the potential to be chemically important and structure-directing.
The presence of this short contact in form 2 and its absence in form 1 are consistent with a crystal nucleation mechanism in which the intermolecular C—O···H—C interaction occurs between a bridging acetate of one cation and pyridine. For form 1, crystallized from pyridine, the interaction is between the cations and the solvent molecules, whereas for form 2, crystallized from CH2Cl2, the interaction is between a bound pyridine on one cation and a bridging acetate on a neighbouring cation, and is thus structure-directing.
Form 1 has a slightly lower volume per formula unit than form 2 [1375.98 (13) versus 1379.3 (8) Å3], and thus packing considerations suggest that form 1 has the lower lattice energy, although the difference may be slight. Furthermore, the disorder in the PF6− groups suggests that form 1 should also be favoured on entropic grounds. That form 2 has been isolated despite the apparent greater stability of form 1 in terms of both lattice energy and lattice entropy is consistent with our argument above that the py-H···O—C interaction is of some importance in stabilizing this form, both kinetically in the crystallization of both forms, and thermodynamically in the stability of form 2.
In conclusion, structural studies of the two polymorphic forms of (I) have provided an insight into the crystal nucleation mechanism for this compound and the reason for the existence of two polymorphs.