Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270110024674/bm3097sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270110024674/bm3097Inmsup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270110024674/bm3097Ipmsup3.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270110024674/bm3097Iuntsup4.hkl |
CCDC references: 790623; 790624; 790625
For related literature, see: Alsfasser et al. (1993); Bruker (2005, 2009); Chisholm et al. (2000); Diaz & Jin (2003); Kisko et al. (2000); Kumar et al. (2010); Looney et al. (1995); Papish et al. (2008); Pettinari (2008); Trofimenko et al. (1992); Yoon & Parkin (1991).
A solution of Tl(TptBu,Me) (0.210 g, 0.334 mmol; Trofimenko et al., 1992) in CH2Cl2 (20 ml) in a flask under N2 atmosphere was combined with Et2Zn (500 µl, 0.500 mmol, 1.0 M in hexane). The reaction mixture turned gray immediately and formation of a black precipitate was observed. After 4 h, the contents were filtered and the volatiles were removed from the filtrate under vacuum. A white solid, (TptBu,Me)ZnEt, was isolated and purified by recrystallization from a mixture of dichloromethane and hexane (1:1). The yield of the product was 0.155 g, 90%. Crystals of X-ray diffraction quality were grown by layering hexane onto the dichloromethane solution of the compound in air. 1H NMR (C6D6):δ 1.33 (q, 2H, ZnCH2CH3,3JH—H = 8.0 Hz), 1.46 [s, 27H, (CH3)3C], 2.00 (t, 3H, ZnCH2CH3,3JH—H = 8.0 Hz), 2.16 (s, 9H, CH3), 5.70 [s,3H, 4-H(pz)]; 13C NMR (C6D6): δ 8.06 (ZnCH2CH3), 13.18 (CH3), 14.82 (ZnCH2CH3), 31.33 [C(CH3)3], 32.20 [C(CH3)3], 103.37 (4-pz), 143.65 (5-pz), 163.52 (3-pz); IR (cm-1): 2551.58 (νB—H); CI—MS: m/z = 516.306454[M]+ (experimental), 516.309022 [M]+ (calculated); all peaks showed the expected isotopic pattern.
The structure was found to exhibit metric pseudosymmetry with a double-volume C-centered orthorhombic unit cell with the parameters a = 19.170, b = 58.906 and c = 9.805 Å, generated from the true cell by the transformation matrix (0 0 -1 / -2 0 -1 / 0 1 0). The unit-cell determination indicated that the crystal is twinned by one of the orthorhombic symmetry operations not present in the actual structure in a fashion that is on the borderline between pseudomerohedral and nonmerohedral twinning. Two orientation matrices found using CELL_NOW (Bruker, 2005) are related by a 180° rotation around the real c axis. Integration with both moieties gave a transformation matrix of (-0.99861 -0.01191 -0.95577 / 0.00145 -0.99999 0.00007 / -0.00289 -0.00239 0.99862). Overlap of neighboring spots was however significant, with many spots showing multiple consectutive overlaps in a `chain of pearls' fashion (Fig. 1) and were thus automatically rejected by the integration program as spots that `exceed the queue size' (SAINT; Bruker, 2009). Using the default SAINT parameters for treating twin overlaps resulted in 19535 diffraction spots (out of predicted 56901) to be rejected. Of the unrejected data 1260 (946 unique) do involve domain 1 only (mean I/σ = 14.9), 1227 (936 unique) involve domain 2 only (mean I/σ = 5.2) and 24922 (13489 unique) involve both domains (mean I/σ = 7.0). Two data points (both unique) involve three domains (mean I/σ = 32.4). Of the overlapping spots, 19819 are partial overlaps, 4672 major overlaps and 433 full overlaps. Attempts to collect data at a larger crystal-to-detector distance did not significantly lower the number of rejected reflections. Other crystals from the same batch of material showed the same type of twinning with the same spot overlap problems.
Refinement of the structure with this data set using the HKLF5 routine (Sheldrick, 2008) with the non-rejected spots proceeded smoothly with an R1 value of 0.0486 {R[F2 > 2σ(F2)]} and a twin fraction of 0.1289 (6), but the completeness of the data set out to a resolution of 0.75 Å (θ = 28.28°) does not exceed 80%. The resulting data set is reported as the `nonmerohderal' structure.
Changing the default twinning parameters used in SAINT for the `Queue Length', the `Separations Factor' or the `Maximum Range' did not lead to an improved data set. Variation of the Queue Length did not increase the number of reflections integrated. Increasing the value of the Separations Factor and the Maximum Range did result in fewer reflections being rejected. However, even with modest changes the overall R1 value increased to unacceptably high values indicating inclusion of many incorrectly integrated diffraction spots: for example, increasing the `Separations Factor' from 1.0 to 1.1 and the `Maximum Range' from 1.3 to 1.4 yielded a completeness of 91.5%, but at the cost of an increase in the value of R1 to 7.7%, a value that is even larger than that obtained when twinning was totally ignored (see below). All other structure quality indicators were worse than when twinning was ignored entirely.
As the twinning in the title compound is at the borderline between pseudomerohedral and nonmerohedral the data were also intergrated using the major domain only and treated as pseudomerohedrally twinned. A twin law (1 0 1 / 0 -1 0 / 0 0 -1) closely similar to the actual transformation matrix was used instead of the HKLF5 two-domain refinement: the R1value for this (Ipm) structure refined to 6.1%, the twin fraction to 0.0473 (6), with a 98% complete data set up to 28.8° in θ. Complete neglect of all twinning [i.e. refinement of the above structure without allowance for pseudomerohedral twinning, the (Iunt) structure] results in an R1value of 7.4%.
A comparison of the three refinement approaches showed that the best fit between structural model and data was observed for the data treated as nonmerohedrally twinned. R1 values are lowest and in the range expected based on the data Rint and Rσ values. The goodness of fit is in the normal range and the twinning ratio is as expected based on the intensities of the two domains. Probably most importantly, the residual electron densities are low and located close to the two Zn centers with 0.71 e- Å-3 (0.902 Å from Zn1) and 0.54 e- Å-3 (0.904 Å from Zn1). In the (Ipm) and the (Iunt) structures, however, relatively large residual electron densities are found remote from the metal centers: values are 1.69, 1.15 and 1.14 e- Å-3 for the (Ipm) case, and 2.16 and 1.38 for the (Iunt) structure. All other structrure quality indicators (R1 values, goodness of fit, SHELXL weighting schemes etc.) also indicate that the nonmerohedrally twinned treatment of the data is the most appropriate, even if the data are incomplete.
The structural model used in all refinements is identical. H atoms attached to C atoms were positioned geometrically and constrained to ride on their parent atoms, with C—H distances of 0.98 (CH3) or 0.95 Å (C—H), B—H distances of 1.00 Å and with Uiso(H) = 1.2 Ueq(B/C), except that Uiso(H) = 1.5 Ueq(C) for methyl H.
For all compounds, data collection: APEX2 (Bruker, 2009); cell refinement: APEX2 (Bruker, 2009); data reduction: APEX2 (Bruker, 2009); program(s) used to solve structure: SHELXTL (Bruker, 2003; Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Bruker, 2003; Sheldrick, 2008). Molecular graphics: CrystalMaker (CrystalMaker Software Ltd, 2008), Mercury (CCDC, 2009; Macrae et al., 2008) for Inm. Software used to prepare material for publication: SHELXTL (Bruker, 2003; Sheldrick, 2008), publCIF (Westrip, 2010) for Inm, Iunt; SHELXTL (Bruker, 2003; Sheldrick, 2008) , publCIF (Westrip, 2010) for Ipm.
[Zn(C2H5)(C24H40BN6)] | F(000) = 2224 |
Mr = 517.86 | Dx = 1.246 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 30.803 (8) Å | Cell parameters from 2510 reflections |
b = 9.796 (3) Å | θ = 2.5–30.3° |
c = 19.157 (5) Å | µ = 0.91 mm−1 |
β = 107.174 (4)° | T = 100 K |
V = 5523 (2) Å3 | Plate, colourless |
Z = 8 | 0.40 × 0.36 × 0.06 mm |
Bruker AXS SMART APEX CCD diffractometer | 11153 independent reflections |
Radiation source: sealed tube | 9218 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
ω scans | θmax = 28.3°, θmin = 0.7° |
Absorption correction: multi-scan (TWINABS; Bruker, 2008) | h = −41→36 |
Tmin = 0.591, Tmax = 0.746 | k = 0→13 |
26184 measured reflections | l = 0→25 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.105 | H-atom parameters constrained |
S = 1.09 | w = 1/[σ^2^(Fo^2^) + (0.032P)^2^ + 7.3785P] where P = (Fo^2^ + 2Fc^2^)/3 |
11153 reflections | (Δ/σ)max = 0.001 |
640 parameters | Δρmax = 0.71 e Å−3 |
0 restraints | Δρmin = −0.48 e Å−3 |
[Zn(C2H5)(C24H40BN6)] | V = 5523 (2) Å3 |
Mr = 517.86 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 30.803 (8) Å | µ = 0.91 mm−1 |
b = 9.796 (3) Å | T = 100 K |
c = 19.157 (5) Å | 0.40 × 0.36 × 0.06 mm |
β = 107.174 (4)° |
Bruker AXS SMART APEX CCD diffractometer | 11153 independent reflections |
Absorption correction: multi-scan (TWINABS; Bruker, 2008) | 9218 reflections with I > 2σ(I) |
Tmin = 0.591, Tmax = 0.746 | Rint = 0.034 |
26184 measured reflections |
R[F2 > 2σ(F2)] = 0.049 | 0 restraints |
wR(F2) = 0.105 | H-atom parameters constrained |
S = 1.09 | Δρmax = 0.71 e Å−3 |
11153 reflections | Δρmin = −0.48 e Å−3 |
640 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 F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > σ(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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 | ||
B1 | 0.10904 (12) | 0.8880 (4) | 0.4439 (2) | 0.0124 (8) | |
H1 | 0.1015 | 0.8614 | 0.4894 | 0.015* | |
B2 | 0.38870 (12) | 0.1270 (4) | 0.33415 (19) | 0.0097 (7) | |
H2 | 0.3953 | 0.1520 | 0.3869 | 0.012* | |
C1 | 0.02600 (13) | 0.7057 (4) | 0.44369 (19) | 0.0206 (8) | |
H1A | 0.0504 | 0.6514 | 0.4763 | 0.031* | |
H1B | −0.0022 | 0.6524 | 0.4300 | 0.031* | |
H1C | 0.0215 | 0.7893 | 0.4688 | 0.031* | |
C2 | 0.03866 (12) | 0.7423 (3) | 0.37649 (19) | 0.0147 (7) | |
C3 | 0.01919 (12) | 0.7004 (3) | 0.30565 (18) | 0.0141 (7) | |
H3 | −0.0066 | 0.6431 | 0.2881 | 0.017* | |
C4 | 0.04504 (11) | 0.7591 (3) | 0.26480 (18) | 0.0130 (7) | |
C5 | 0.03889 (12) | 0.7409 (3) | 0.18346 (18) | 0.0147 (7) | |
C6 | 0.08441 (11) | 0.7115 (3) | 0.16981 (18) | 0.0159 (7) | |
H6A | 0.1057 | 0.7859 | 0.1899 | 0.024* | |
H6B | 0.0800 | 0.7041 | 0.1171 | 0.024* | |
H6C | 0.0968 | 0.6255 | 0.1936 | 0.024* | |
C7 | 0.01730 (12) | 0.8711 (3) | 0.14335 (18) | 0.0182 (8) | |
H7A | −0.0123 | 0.8862 | 0.1513 | 0.027* | |
H7B | 0.0133 | 0.8610 | 0.0909 | 0.027* | |
H7C | 0.0371 | 0.9493 | 0.1623 | 0.027* | |
C8 | 0.00643 (12) | 0.6206 (3) | 0.15436 (19) | 0.0195 (8) | |
H8A | 0.0198 | 0.5364 | 0.1792 | 0.029* | |
H8B | 0.0015 | 0.6110 | 0.1017 | 0.029* | |
H8C | −0.0227 | 0.6380 | 0.1637 | 0.029* | |
C9 | 0.08408 (12) | 1.1019 (3) | 0.54748 (18) | 0.0178 (8) | |
H9A | 0.0567 | 1.0453 | 0.5325 | 0.027* | |
H9B | 0.0776 | 1.1857 | 0.5706 | 0.027* | |
H9C | 0.1085 | 1.0512 | 0.5823 | 0.027* | |
C10 | 0.09857 (11) | 1.1377 (3) | 0.48192 (18) | 0.0137 (7) | |
C11 | 0.10561 (11) | 1.2653 (3) | 0.45643 (18) | 0.0147 (7) | |
H11 | 0.1017 | 1.3510 | 0.4770 | 0.018* | |
C12 | 0.11958 (11) | 1.2427 (3) | 0.39444 (18) | 0.0126 (7) | |
C13 | 0.13399 (12) | 1.3478 (3) | 0.34805 (18) | 0.0160 (7) | |
C14 | 0.10467 (13) | 1.3348 (4) | 0.26824 (19) | 0.0229 (8) | |
H14A | 0.1055 | 1.2403 | 0.2519 | 0.034* | |
H14B | 0.1166 | 1.3955 | 0.2376 | 0.034* | |
H14C | 0.0733 | 1.3604 | 0.2643 | 0.034* | |
C15 | 0.18433 (12) | 1.3257 (4) | 0.3548 (2) | 0.0225 (8) | |
H15A | 0.2027 | 1.3421 | 0.4054 | 0.034* | |
H15B | 0.1936 | 1.3892 | 0.3223 | 0.034* | |
H15C | 0.1889 | 1.2316 | 0.3410 | 0.034* | |
C16 | 0.12851 (13) | 1.4918 (3) | 0.3753 (2) | 0.0221 (8) | |
H16A | 0.0965 | 1.5078 | 0.3716 | 0.033* | |
H16B | 0.1385 | 1.5589 | 0.3454 | 0.033* | |
H16C | 0.1470 | 1.5007 | 0.4264 | 0.033* | |
C17 | 0.17949 (13) | 0.7436 (4) | 0.57627 (19) | 0.0218 (8) | |
H17A | 0.1719 | 0.8286 | 0.5971 | 0.033* | |
H17B | 0.2069 | 0.7037 | 0.6100 | 0.033* | |
H17C | 0.1542 | 0.6791 | 0.5686 | 0.033* | |
C18 | 0.18786 (12) | 0.7733 (3) | 0.50471 (18) | 0.0147 (7) | |
C19 | 0.22522 (12) | 0.7446 (4) | 0.4830 (2) | 0.0183 (8) | |
H19 | 0.2520 | 0.6991 | 0.5107 | 0.022* | |
C20 | 0.21642 (12) | 0.7953 (3) | 0.41170 (19) | 0.0142 (7) | |
C21 | 0.24609 (12) | 0.7875 (4) | 0.3614 (2) | 0.0204 (8) | |
C22 | 0.26026 (13) | 0.9314 (4) | 0.3458 (2) | 0.0285 (9) | |
H22A | 0.2331 | 0.9848 | 0.3213 | 0.043* | |
H22B | 0.2801 | 0.9257 | 0.3143 | 0.043* | |
H22C | 0.2766 | 0.9758 | 0.3919 | 0.043* | |
C23 | 0.22068 (14) | 0.7148 (4) | 0.2906 (2) | 0.0262 (9) | |
H23A | 0.2149 | 0.6199 | 0.3014 | 0.039* | |
H23B | 0.2391 | 0.7166 | 0.2568 | 0.039* | |
H23C | 0.1917 | 0.7613 | 0.2683 | 0.039* | |
C24 | 0.28880 (14) | 0.7053 (5) | 0.3989 (2) | 0.0355 (11) | |
H24A | 0.3064 | 0.7533 | 0.4431 | 0.053* | |
H24B | 0.3073 | 0.6950 | 0.3654 | 0.053* | |
H24C | 0.2801 | 0.6150 | 0.4121 | 0.053* | |
C25 | 0.15098 (12) | 1.0257 (3) | 0.21820 (17) | 0.0167 (7) | |
H25A | 0.1701 | 1.1078 | 0.2338 | 0.020* | |
H25B | 0.1713 | 0.9535 | 0.2094 | 0.020* | |
C26 | 0.11757 (14) | 1.0596 (4) | 0.14371 (19) | 0.0259 (9) | |
H26A | 0.1018 | 0.9762 | 0.1215 | 0.039* | |
H26B | 0.1342 | 1.0981 | 0.1119 | 0.039* | |
H26C | 0.0953 | 1.1262 | 0.1500 | 0.039* | |
C27 | 0.40956 (13) | −0.0932 (4) | 0.45978 (18) | 0.0220 (8) | |
H27A | 0.4382 | −0.0424 | 0.4739 | 0.033* | |
H27B | 0.4132 | −0.1782 | 0.4879 | 0.033* | |
H27C | 0.3856 | −0.0376 | 0.4698 | 0.033* | |
C28 | 0.39683 (11) | −0.1258 (3) | 0.38018 (18) | 0.0130 (7) | |
C29 | 0.39104 (11) | −0.2513 (3) | 0.34630 (19) | 0.0141 (7) | |
H29 | 0.3948 | −0.3382 | 0.3694 | 0.017* | |
C30 | 0.37869 (11) | −0.2259 (3) | 0.27173 (18) | 0.0128 (7) | |
C31 | 0.36605 (12) | −0.3301 (3) | 0.21022 (18) | 0.0134 (7) | |
C32 | 0.31575 (12) | −0.3071 (3) | 0.1667 (2) | 0.0211 (8) | |
H32A | 0.2964 | −0.3286 | 0.1977 | 0.032* | |
H32B | 0.3077 | −0.3667 | 0.1237 | 0.032* | |
H32C | 0.3112 | −0.2116 | 0.1510 | 0.032* | |
C33 | 0.39616 (13) | −0.3145 (3) | 0.16126 (19) | 0.0197 (8) | |
H33A | 0.3949 | −0.2200 | 0.1440 | 0.029* | |
H33B | 0.3857 | −0.3760 | 0.1193 | 0.029* | |
H33C | 0.4275 | −0.3374 | 0.1887 | 0.029* | |
C34 | 0.37093 (13) | −0.4743 (3) | 0.24200 (19) | 0.0192 (8) | |
H34A | 0.4026 | −0.4900 | 0.2708 | 0.029* | |
H34B | 0.3622 | −0.5409 | 0.2021 | 0.029* | |
H34C | 0.3512 | −0.4845 | 0.2735 | 0.029* | |
C35 | 0.31999 (13) | 0.2891 (4) | 0.3962 (2) | 0.0235 (9) | |
H35A | 0.3243 | 0.2044 | 0.4246 | 0.035* | |
H35B | 0.2936 | 0.3384 | 0.4021 | 0.035* | |
H35C | 0.3472 | 0.3463 | 0.4136 | 0.035* | |
C36 | 0.31217 (12) | 0.2557 (3) | 0.31679 (19) | 0.0151 (7) | |
C37 | 0.27627 (12) | 0.2902 (3) | 0.25854 (19) | 0.0165 (7) | |
H37 | 0.2504 | 0.3417 | 0.2599 | 0.020* | |
C38 | 0.28465 (11) | 0.2357 (3) | 0.19677 (19) | 0.0135 (7) | |
C39 | 0.25545 (11) | 0.2429 (3) | 0.11802 (19) | 0.0161 (7) | |
C40 | 0.23969 (13) | 0.0981 (4) | 0.0912 (2) | 0.0226 (8) | |
H40A | 0.2662 | 0.0413 | 0.0932 | 0.034* | |
H40B | 0.2198 | 0.1024 | 0.0407 | 0.034* | |
H40C | 0.2230 | 0.0583 | 0.1225 | 0.034* | |
C41 | 0.28112 (13) | 0.3086 (4) | 0.06967 (19) | 0.0207 (8) | |
H41A | 0.2887 | 0.4032 | 0.0853 | 0.031* | |
H41B | 0.2620 | 0.3076 | 0.0187 | 0.031* | |
H41C | 0.3091 | 0.2574 | 0.0740 | 0.031* | |
C42 | 0.21324 (13) | 0.3302 (4) | 0.1133 (2) | 0.0268 (9) | |
H42A | 0.1964 | 0.2903 | 0.1444 | 0.040* | |
H42B | 0.1938 | 0.3329 | 0.0626 | 0.040* | |
H42C | 0.2227 | 0.4232 | 0.1299 | 0.040* | |
C43 | 0.47376 (13) | 0.2989 (4) | 0.41911 (19) | 0.0221 (8) | |
H43A | 0.5021 | 0.3514 | 0.4338 | 0.033* | |
H43B | 0.4778 | 0.2133 | 0.4468 | 0.033* | |
H43C | 0.4493 | 0.3522 | 0.4291 | 0.033* | |
C44 | 0.46164 (12) | 0.2678 (3) | 0.33922 (19) | 0.0147 (7) | |
C45 | 0.48131 (12) | 0.3107 (3) | 0.28783 (18) | 0.0149 (7) | |
H45 | 0.5073 | 0.3676 | 0.2961 | 0.018* | |
C46 | 0.45629 (11) | 0.2557 (3) | 0.22097 (18) | 0.0114 (7) | |
C47 | 0.46406 (11) | 0.2750 (3) | 0.14721 (18) | 0.0133 (7) | |
C48 | 0.41874 (12) | 0.3039 (3) | 0.08872 (18) | 0.0176 (8) | |
H48A | 0.3975 | 0.2290 | 0.0878 | 0.026* | |
H48B | 0.4239 | 0.3117 | 0.0408 | 0.026* | |
H48C | 0.4059 | 0.3896 | 0.1003 | 0.026* | |
C49 | 0.48605 (12) | 0.1456 (3) | 0.12865 (18) | 0.0184 (8) | |
H49A | 0.5157 | 0.1318 | 0.1650 | 0.028* | |
H49B | 0.4902 | 0.1550 | 0.0801 | 0.028* | |
H49C | 0.4664 | 0.0670 | 0.1290 | 0.028* | |
C50 | 0.49600 (12) | 0.3960 (4) | 0.15076 (19) | 0.0198 (8) | |
H50A | 0.4820 | 0.4792 | 0.1627 | 0.030* | |
H50B | 0.5016 | 0.4072 | 0.1033 | 0.030* | |
H50C | 0.5248 | 0.3791 | 0.1885 | 0.030* | |
C51 | 0.35151 (12) | −0.0074 (3) | 0.06840 (17) | 0.0141 (7) | |
H51A | 0.3324 | −0.0898 | 0.0646 | 0.017* | |
H51B | 0.3317 | 0.0645 | 0.0391 | 0.017* | |
C52 | 0.38681 (12) | −0.0406 (4) | 0.02965 (19) | 0.0200 (8) | |
H52A | 0.4027 | 0.0432 | 0.0236 | 0.030* | |
H52B | 0.3717 | −0.0799 | −0.0184 | 0.030* | |
H52C | 0.4087 | −0.1063 | 0.0588 | 0.030* | |
N1 | 0.07412 (9) | 0.8236 (3) | 0.37771 (15) | 0.0121 (6) | |
N2 | 0.07824 (10) | 0.8365 (3) | 0.30840 (15) | 0.0124 (6) | |
N3 | 0.10774 (9) | 1.0444 (3) | 0.43714 (14) | 0.0119 (6) | |
N4 | 0.12043 (9) | 1.1077 (3) | 0.38183 (14) | 0.0123 (6) | |
N5 | 0.15723 (9) | 0.8378 (3) | 0.44915 (15) | 0.0120 (6) | |
N6 | 0.17460 (9) | 0.8516 (3) | 0.39090 (15) | 0.0126 (6) | |
N7 | 0.38859 (9) | −0.0301 (3) | 0.32718 (14) | 0.0104 (6) | |
N8 | 0.37768 (9) | −0.0905 (3) | 0.25958 (14) | 0.0118 (6) | |
N9 | 0.34176 (9) | 0.1836 (3) | 0.29166 (15) | 0.0113 (6) | |
N10 | 0.32491 (9) | 0.1696 (3) | 0.21670 (15) | 0.0130 (6) | |
N11 | 0.42514 (9) | 0.1887 (3) | 0.30460 (14) | 0.0108 (6) | |
N12 | 0.42220 (9) | 0.1797 (3) | 0.23139 (15) | 0.0109 (6) | |
Zn1 | 0.132356 (13) | 0.96547 (4) | 0.30485 (2) | 0.01207 (9) | |
Zn2 | 0.367891 (13) | 0.05372 (4) | 0.17312 (2) | 0.01172 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
B1 | 0.0080 (19) | 0.0167 (18) | 0.0114 (17) | 0.0013 (14) | 0.0012 (16) | 0.0010 (13) |
B2 | 0.0067 (18) | 0.0165 (17) | 0.0077 (15) | 0.0006 (14) | 0.0049 (15) | −0.0021 (13) |
C1 | 0.019 (2) | 0.0278 (19) | 0.0168 (17) | −0.0095 (15) | 0.0087 (17) | −0.0020 (14) |
C2 | 0.0142 (19) | 0.0134 (15) | 0.0191 (17) | −0.0034 (13) | 0.0089 (16) | 0.0027 (13) |
C3 | 0.0081 (17) | 0.0185 (16) | 0.0160 (16) | −0.0028 (13) | 0.0039 (15) | 0.0003 (13) |
C4 | 0.0119 (18) | 0.0136 (15) | 0.0136 (15) | 0.0036 (13) | 0.0040 (15) | 0.0004 (12) |
C5 | 0.0153 (18) | 0.0160 (16) | 0.0120 (16) | 0.0005 (13) | 0.0029 (15) | 0.0018 (12) |
C6 | 0.0143 (18) | 0.0184 (16) | 0.0168 (16) | 0.0022 (13) | 0.0073 (15) | −0.0009 (13) |
C7 | 0.0163 (19) | 0.0214 (17) | 0.0166 (16) | 0.0047 (14) | 0.0043 (16) | 0.0021 (13) |
C8 | 0.0164 (19) | 0.0225 (17) | 0.0169 (17) | −0.0004 (14) | 0.0009 (16) | −0.0030 (14) |
C9 | 0.0185 (19) | 0.0213 (17) | 0.0159 (16) | −0.0020 (14) | 0.0086 (16) | −0.0035 (13) |
C10 | 0.0093 (17) | 0.0189 (16) | 0.0125 (15) | 0.0016 (13) | 0.0026 (15) | −0.0031 (12) |
C11 | 0.0113 (18) | 0.0146 (16) | 0.0170 (16) | 0.0006 (13) | 0.0025 (15) | −0.0018 (13) |
C12 | 0.0052 (17) | 0.0157 (15) | 0.0141 (16) | 0.0020 (12) | −0.0012 (15) | 0.0018 (12) |
C13 | 0.0177 (19) | 0.0153 (15) | 0.0153 (16) | 0.0017 (13) | 0.0053 (16) | 0.0031 (12) |
C14 | 0.030 (2) | 0.0183 (17) | 0.0195 (17) | 0.0021 (15) | 0.0063 (18) | 0.0054 (14) |
C15 | 0.019 (2) | 0.0199 (17) | 0.032 (2) | −0.0031 (14) | 0.0129 (18) | −0.0010 (15) |
C16 | 0.023 (2) | 0.0152 (16) | 0.029 (2) | 0.0009 (14) | 0.0088 (18) | −0.0006 (14) |
C17 | 0.021 (2) | 0.0307 (19) | 0.0132 (17) | 0.0056 (16) | 0.0042 (17) | 0.0072 (14) |
C18 | 0.0133 (18) | 0.0158 (16) | 0.0127 (16) | −0.0004 (13) | 0.0000 (15) | 0.0028 (12) |
C19 | 0.0106 (18) | 0.0226 (18) | 0.0215 (18) | 0.0014 (14) | 0.0046 (16) | 0.0061 (14) |
C20 | 0.0102 (18) | 0.0145 (16) | 0.0180 (16) | −0.0019 (13) | 0.0045 (15) | 0.0001 (13) |
C21 | 0.0114 (19) | 0.0286 (19) | 0.0248 (19) | 0.0042 (14) | 0.0111 (17) | 0.0100 (15) |
C22 | 0.016 (2) | 0.036 (2) | 0.033 (2) | −0.0049 (16) | 0.0075 (19) | 0.0108 (17) |
C23 | 0.034 (2) | 0.0244 (19) | 0.029 (2) | 0.0051 (17) | 0.024 (2) | 0.0040 (16) |
C24 | 0.018 (2) | 0.055 (3) | 0.039 (2) | 0.0181 (19) | 0.016 (2) | 0.023 (2) |
C25 | 0.0207 (19) | 0.0183 (16) | 0.0099 (15) | 0.0010 (14) | 0.0027 (15) | 0.0011 (12) |
C26 | 0.035 (2) | 0.0235 (19) | 0.0194 (18) | 0.0000 (16) | 0.0082 (18) | 0.0057 (15) |
C27 | 0.031 (2) | 0.0192 (17) | 0.0165 (17) | −0.0007 (15) | 0.0083 (18) | 0.0034 (13) |
C28 | 0.0071 (16) | 0.0193 (16) | 0.0142 (16) | −0.0006 (13) | 0.0057 (15) | 0.0012 (12) |
C29 | 0.0075 (17) | 0.0168 (16) | 0.0208 (17) | 0.0013 (13) | 0.0086 (15) | 0.0010 (13) |
C30 | 0.0045 (16) | 0.0174 (16) | 0.0176 (16) | 0.0004 (12) | 0.0049 (15) | −0.0009 (13) |
C31 | 0.0118 (18) | 0.0146 (15) | 0.0164 (16) | −0.0009 (13) | 0.0082 (15) | −0.0026 (12) |
C32 | 0.018 (2) | 0.0186 (17) | 0.0261 (19) | −0.0009 (14) | 0.0054 (17) | −0.0034 (14) |
C33 | 0.021 (2) | 0.0186 (17) | 0.0231 (18) | 0.0014 (14) | 0.0122 (17) | −0.0047 (14) |
C34 | 0.0199 (19) | 0.0145 (16) | 0.0253 (18) | −0.0009 (14) | 0.0097 (17) | −0.0011 (13) |
C35 | 0.024 (2) | 0.029 (2) | 0.0199 (18) | 0.0037 (16) | 0.0104 (18) | −0.0068 (15) |
C36 | 0.0127 (18) | 0.0166 (16) | 0.0203 (17) | −0.0023 (13) | 0.0115 (16) | −0.0022 (13) |
C37 | 0.0110 (18) | 0.0186 (17) | 0.0211 (17) | 0.0004 (13) | 0.0068 (16) | −0.0021 (13) |
C38 | 0.0074 (17) | 0.0135 (15) | 0.0195 (17) | −0.0019 (12) | 0.0039 (15) | −0.0016 (13) |
C39 | 0.0107 (17) | 0.0175 (15) | 0.0192 (16) | −0.0008 (13) | 0.0033 (16) | −0.0017 (13) |
C40 | 0.0173 (19) | 0.0253 (18) | 0.0232 (18) | −0.0063 (15) | 0.0028 (17) | −0.0037 (15) |
C41 | 0.018 (2) | 0.0238 (18) | 0.0170 (17) | −0.0012 (15) | 0.0008 (16) | 0.0011 (14) |
C42 | 0.016 (2) | 0.034 (2) | 0.027 (2) | 0.0065 (16) | 0.0017 (18) | −0.0032 (16) |
C43 | 0.019 (2) | 0.0298 (19) | 0.0139 (16) | −0.0085 (15) | −0.0010 (17) | −0.0058 (14) |
C44 | 0.0110 (18) | 0.0154 (16) | 0.0183 (17) | −0.0015 (13) | 0.0052 (16) | −0.0017 (13) |
C45 | 0.0111 (18) | 0.0165 (16) | 0.0187 (16) | −0.0037 (13) | 0.0070 (15) | 0.0001 (13) |
C46 | 0.0096 (17) | 0.0116 (14) | 0.0152 (16) | 0.0009 (12) | 0.0070 (15) | −0.0008 (12) |
C47 | 0.0106 (18) | 0.0175 (16) | 0.0132 (15) | 0.0028 (13) | 0.0055 (15) | 0.0007 (12) |
C48 | 0.021 (2) | 0.0174 (16) | 0.0145 (16) | 0.0027 (14) | 0.0056 (16) | 0.0033 (13) |
C49 | 0.020 (2) | 0.0216 (17) | 0.0145 (16) | 0.0055 (14) | 0.0070 (16) | 0.0009 (13) |
C50 | 0.019 (2) | 0.0229 (18) | 0.0216 (18) | −0.0047 (15) | 0.0126 (17) | 0.0001 (14) |
C51 | 0.0152 (18) | 0.0167 (15) | 0.0114 (15) | −0.0004 (13) | 0.0055 (15) | −0.0013 (12) |
C52 | 0.020 (2) | 0.0218 (18) | 0.0175 (17) | −0.0032 (15) | 0.0049 (16) | −0.0041 (14) |
N1 | 0.0111 (15) | 0.0155 (13) | 0.0112 (13) | 0.0003 (11) | 0.0057 (13) | 0.0018 (10) |
N2 | 0.0122 (15) | 0.0134 (13) | 0.0119 (13) | −0.0010 (11) | 0.0039 (13) | 0.0011 (10) |
N3 | 0.0095 (15) | 0.0149 (13) | 0.0123 (13) | 0.0011 (11) | 0.0047 (12) | 0.0005 (11) |
N4 | 0.0107 (15) | 0.0149 (13) | 0.0116 (13) | 0.0004 (11) | 0.0038 (12) | 0.0033 (10) |
N5 | 0.0094 (15) | 0.0148 (13) | 0.0121 (13) | 0.0016 (11) | 0.0038 (12) | 0.0003 (10) |
N6 | 0.0098 (15) | 0.0157 (13) | 0.0132 (13) | 0.0004 (11) | 0.0046 (13) | 0.0016 (10) |
N7 | 0.0073 (14) | 0.0152 (13) | 0.0109 (13) | −0.0006 (11) | 0.0059 (12) | −0.0006 (10) |
N8 | 0.0072 (14) | 0.0157 (13) | 0.0119 (13) | −0.0005 (10) | 0.0020 (12) | −0.0024 (10) |
N9 | 0.0102 (14) | 0.0139 (13) | 0.0121 (13) | −0.0011 (11) | 0.0069 (12) | −0.0017 (10) |
N10 | 0.0103 (14) | 0.0167 (13) | 0.0100 (13) | −0.0016 (11) | 0.0001 (12) | −0.0025 (10) |
N11 | 0.0108 (15) | 0.0138 (13) | 0.0095 (12) | 0.0005 (11) | 0.0053 (12) | −0.0012 (10) |
N12 | 0.0096 (14) | 0.0156 (13) | 0.0106 (13) | −0.0003 (10) | 0.0078 (12) | −0.0010 (10) |
Zn1 | 0.0119 (2) | 0.01399 (18) | 0.01058 (17) | 0.00052 (15) | 0.00380 (16) | 0.00174 (14) |
Zn2 | 0.0116 (2) | 0.01404 (17) | 0.00984 (17) | −0.00066 (15) | 0.00370 (17) | −0.00173 (14) |
B1—N1 | 1.535 (4) | C27—H27B | 0.9800 |
B1—N3 | 1.537 (4) | C27—H27C | 0.9800 |
B1—N5 | 1.539 (5) | C28—N7 | 1.350 (4) |
B1—H1 | 1.0000 | C28—C29 | 1.378 (5) |
B2—N11 | 1.523 (5) | C29—C30 | 1.388 (5) |
B2—N9 | 1.538 (4) | C29—H29 | 0.9500 |
B2—N7 | 1.545 (4) | C30—N8 | 1.345 (4) |
B2—H2 | 1.0000 | C30—C31 | 1.520 (4) |
C1—C2 | 1.495 (5) | C31—C33 | 1.509 (5) |
C1—H1A | 0.9800 | C31—C34 | 1.528 (4) |
C1—H1B | 0.9800 | C31—C32 | 1.544 (5) |
C1—H1C | 0.9800 | C32—H32A | 0.9800 |
C2—N1 | 1.346 (4) | C32—H32B | 0.9800 |
C2—C3 | 1.374 (5) | C32—H32C | 0.9800 |
C3—C4 | 1.394 (5) | C33—H33A | 0.9800 |
C3—H3 | 0.9500 | C33—H33B | 0.9800 |
C4—N2 | 1.347 (4) | C33—H33C | 0.9800 |
C4—C5 | 1.524 (4) | C34—H34A | 0.9800 |
C5—C6 | 1.528 (5) | C34—H34B | 0.9800 |
C5—C7 | 1.536 (4) | C34—H34C | 0.9800 |
C5—C8 | 1.539 (5) | C35—C36 | 1.504 (5) |
C6—H6A | 0.9800 | C35—H35A | 0.9800 |
C6—H6B | 0.9800 | C35—H35B | 0.9800 |
C6—H6C | 0.9800 | C35—H35C | 0.9800 |
C7—H7A | 0.9800 | C36—N9 | 1.349 (4) |
C7—H7B | 0.9800 | C36—C37 | 1.361 (5) |
C7—H7C | 0.9800 | C37—C38 | 1.390 (5) |
C8—H8A | 0.9800 | C37—H37 | 0.9500 |
C8—H8B | 0.9800 | C38—N10 | 1.350 (4) |
C8—H8C | 0.9800 | C38—C39 | 1.513 (5) |
C9—C10 | 1.493 (5) | C39—C41 | 1.527 (5) |
C9—H9A | 0.9800 | C39—C42 | 1.537 (5) |
C9—H9B | 0.9800 | C39—C40 | 1.537 (5) |
C9—H9C | 0.9800 | C40—H40A | 0.9800 |
C10—N3 | 1.340 (4) | C40—H40B | 0.9800 |
C10—C11 | 1.382 (5) | C40—H40C | 0.9800 |
C11—C12 | 1.395 (5) | C41—H41A | 0.9800 |
C11—H11 | 0.9500 | C41—H41B | 0.9800 |
C12—N4 | 1.346 (4) | C41—H41C | 0.9800 |
C12—C13 | 1.510 (5) | C42—H42A | 0.9800 |
C13—C16 | 1.531 (5) | C42—H42B | 0.9800 |
C13—C15 | 1.533 (5) | C42—H42C | 0.9800 |
C13—C14 | 1.534 (5) | C43—C44 | 1.495 (5) |
C14—H14A | 0.9800 | C43—H43A | 0.9800 |
C14—H14B | 0.9800 | C43—H43B | 0.9800 |
C14—H14C | 0.9800 | C43—H43C | 0.9800 |
C15—H15A | 0.9800 | C44—N11 | 1.365 (4) |
C15—H15B | 0.9800 | C44—C45 | 1.366 (5) |
C15—H15C | 0.9800 | C45—C46 | 1.393 (4) |
C16—H16A | 0.9800 | C45—H45 | 0.9500 |
C16—H16B | 0.9800 | C46—N12 | 1.350 (4) |
C16—H16C | 0.9800 | C46—C47 | 1.513 (4) |
C17—C18 | 1.496 (5) | C47—C49 | 1.527 (5) |
C17—H17A | 0.9800 | C47—C50 | 1.529 (5) |
C17—H17B | 0.9800 | C47—C48 | 1.536 (4) |
C17—H17C | 0.9800 | C48—H48A | 0.9800 |
C18—N5 | 1.352 (4) | C48—H48B | 0.9800 |
C18—C19 | 1.364 (5) | C48—H48C | 0.9800 |
C19—C20 | 1.402 (5) | C49—H49A | 0.9800 |
C19—H19 | 0.9500 | C49—H49B | 0.9800 |
C20—N6 | 1.349 (4) | C49—H49C | 0.9800 |
C20—C21 | 1.513 (5) | C50—H50A | 0.9800 |
C21—C23 | 1.527 (5) | C50—H50B | 0.9800 |
C21—C24 | 1.528 (5) | C50—H50C | 0.9800 |
C21—C22 | 1.531 (5) | C51—C52 | 1.522 (5) |
C22—H22A | 0.9800 | C51—Zn2 | 2.010 (3) |
C22—H22B | 0.9800 | C51—H51A | 0.9900 |
C22—H22C | 0.9800 | C51—H51B | 0.9900 |
C23—H23A | 0.9800 | C52—H52A | 0.9800 |
C23—H23B | 0.9800 | C52—H52B | 0.9800 |
C23—H23C | 0.9800 | C52—H52C | 0.9800 |
C24—H24A | 0.9800 | N1—N2 | 1.376 (4) |
C24—H24B | 0.9800 | N2—Zn1 | 2.109 (3) |
C24—H24C | 0.9800 | N3—N4 | 1.380 (4) |
C25—C26 | 1.529 (5) | N4—Zn1 | 2.138 (3) |
C25—Zn1 | 1.999 (3) | N5—N6 | 1.379 (4) |
C25—H25A | 0.9900 | N6—Zn1 | 2.095 (3) |
C25—H25B | 0.9900 | N7—N8 | 1.372 (4) |
C26—H26A | 0.9800 | N8—Zn2 | 2.129 (3) |
C26—H26B | 0.9800 | N9—N10 | 1.382 (4) |
C26—H26C | 0.9800 | N10—Zn2 | 2.095 (3) |
C27—C28 | 1.493 (5) | N11—N12 | 1.381 (3) |
C27—H27A | 0.9800 | N12—Zn2 | 2.113 (3) |
N1—B1—N3 | 110.2 (3) | C33—C31—C32 | 110.6 (3) |
N1—B1—N5 | 110.5 (3) | C30—C31—C32 | 107.9 (3) |
N3—B1—N5 | 109.0 (3) | C34—C31—C32 | 108.3 (3) |
N1—B1—H1 | 109.1 | C31—C32—H32A | 109.5 |
N3—B1—H1 | 109.1 | C31—C32—H32B | 109.5 |
N5—B1—H1 | 109.1 | H32A—C32—H32B | 109.5 |
N11—B2—N9 | 109.9 (3) | C31—C32—H32C | 109.5 |
N11—B2—N7 | 110.2 (3) | H32A—C32—H32C | 109.5 |
N9—B2—N7 | 109.6 (3) | H32B—C32—H32C | 109.5 |
N11—B2—H2 | 109.0 | C31—C33—H33A | 109.5 |
N9—B2—H2 | 109.0 | C31—C33—H33B | 109.5 |
N7—B2—H2 | 109.0 | H33A—C33—H33B | 109.5 |
C2—C1—H1A | 109.5 | C31—C33—H33C | 109.5 |
C2—C1—H1B | 109.5 | H33A—C33—H33C | 109.5 |
H1A—C1—H1B | 109.5 | H33B—C33—H33C | 109.5 |
C2—C1—H1C | 109.5 | C31—C34—H34A | 109.5 |
H1A—C1—H1C | 109.5 | C31—C34—H34B | 109.5 |
H1B—C1—H1C | 109.5 | H34A—C34—H34B | 109.5 |
N1—C2—C3 | 108.0 (3) | C31—C34—H34C | 109.5 |
N1—C2—C1 | 122.9 (3) | H34A—C34—H34C | 109.5 |
C3—C2—C1 | 129.1 (3) | H34B—C34—H34C | 109.5 |
C2—C3—C4 | 106.0 (3) | C36—C35—H35A | 109.5 |
C2—C3—H3 | 127.0 | C36—C35—H35B | 109.5 |
C4—C3—H3 | 127.0 | H35A—C35—H35B | 109.5 |
N2—C4—C3 | 109.8 (3) | C36—C35—H35C | 109.5 |
N2—C4—C5 | 122.8 (3) | H35A—C35—H35C | 109.5 |
C3—C4—C5 | 127.3 (3) | H35B—C35—H35C | 109.5 |
C4—C5—C6 | 110.7 (3) | N9—C36—C37 | 107.9 (3) |
C4—C5—C7 | 108.6 (3) | N9—C36—C35 | 123.5 (3) |
C6—C5—C7 | 110.8 (3) | C37—C36—C35 | 128.6 (3) |
C4—C5—C8 | 109.3 (3) | C36—C37—C38 | 107.0 (3) |
C6—C5—C8 | 109.0 (3) | C36—C37—H37 | 126.5 |
C7—C5—C8 | 108.4 (3) | C38—C37—H37 | 126.5 |
C5—C6—H6A | 109.5 | N10—C38—C37 | 109.2 (3) |
C5—C6—H6B | 109.5 | N10—C38—C39 | 122.0 (3) |
H6A—C6—H6B | 109.5 | C37—C38—C39 | 128.7 (3) |
C5—C6—H6C | 109.5 | C38—C39—C41 | 111.3 (3) |
H6A—C6—H6C | 109.5 | C38—C39—C42 | 109.2 (3) |
H6B—C6—H6C | 109.5 | C41—C39—C42 | 108.1 (3) |
C5—C7—H7A | 109.5 | C38—C39—C40 | 109.1 (3) |
C5—C7—H7B | 109.5 | C41—C39—C40 | 110.8 (3) |
H7A—C7—H7B | 109.5 | C42—C39—C40 | 108.4 (3) |
C5—C7—H7C | 109.5 | C39—C40—H40A | 109.5 |
H7A—C7—H7C | 109.5 | C39—C40—H40B | 109.5 |
H7B—C7—H7C | 109.5 | H40A—C40—H40B | 109.5 |
C5—C8—H8A | 109.5 | C39—C40—H40C | 109.5 |
C5—C8—H8B | 109.5 | H40A—C40—H40C | 109.5 |
H8A—C8—H8B | 109.5 | H40B—C40—H40C | 109.5 |
C5—C8—H8C | 109.5 | C39—C41—H41A | 109.5 |
H8A—C8—H8C | 109.5 | C39—C41—H41B | 109.5 |
H8B—C8—H8C | 109.5 | H41A—C41—H41B | 109.5 |
C10—C9—H9A | 109.5 | C39—C41—H41C | 109.5 |
C10—C9—H9B | 109.5 | H41A—C41—H41C | 109.5 |
H9A—C9—H9B | 109.5 | H41B—C41—H41C | 109.5 |
C10—C9—H9C | 109.5 | C39—C42—H42A | 109.5 |
H9A—C9—H9C | 109.5 | C39—C42—H42B | 109.5 |
H9B—C9—H9C | 109.5 | H42A—C42—H42B | 109.5 |
N3—C10—C11 | 107.8 (3) | C39—C42—H42C | 109.5 |
N3—C10—C9 | 123.3 (3) | H42A—C42—H42C | 109.5 |
C11—C10—C9 | 128.8 (3) | H42B—C42—H42C | 109.5 |
C10—C11—C12 | 106.1 (3) | C44—C43—H43A | 109.5 |
C10—C11—H11 | 126.9 | C44—C43—H43B | 109.5 |
C12—C11—H11 | 126.9 | H43A—C43—H43B | 109.5 |
N4—C12—C11 | 109.6 (3) | C44—C43—H43C | 109.5 |
N4—C12—C13 | 122.7 (3) | H43A—C43—H43C | 109.5 |
C11—C12—C13 | 127.7 (3) | H43B—C43—H43C | 109.5 |
C12—C13—C16 | 110.3 (3) | N11—C44—C45 | 107.5 (3) |
C12—C13—C15 | 108.7 (3) | N11—C44—C43 | 122.2 (3) |
C16—C13—C15 | 108.2 (3) | C45—C44—C43 | 130.2 (3) |
C12—C13—C14 | 109.9 (3) | C44—C45—C46 | 107.5 (3) |
C16—C13—C14 | 108.9 (3) | C44—C45—H45 | 126.2 |
C15—C13—C14 | 110.8 (3) | C46—C45—H45 | 126.2 |
C13—C14—H14A | 109.5 | N12—C46—C45 | 108.7 (3) |
C13—C14—H14B | 109.5 | N12—C46—C47 | 123.5 (3) |
H14A—C14—H14B | 109.5 | C45—C46—C47 | 127.8 (3) |
C13—C14—H14C | 109.5 | C46—C47—C49 | 108.5 (3) |
H14A—C14—H14C | 109.5 | C46—C47—C50 | 109.4 (3) |
H14B—C14—H14C | 109.5 | C49—C47—C50 | 109.3 (3) |
C13—C15—H15A | 109.5 | C46—C47—C48 | 110.1 (3) |
C13—C15—H15B | 109.5 | C49—C47—C48 | 110.7 (3) |
H15A—C15—H15B | 109.5 | C50—C47—C48 | 108.9 (3) |
C13—C15—H15C | 109.5 | C47—C48—H48A | 109.5 |
H15A—C15—H15C | 109.5 | C47—C48—H48B | 109.5 |
H15B—C15—H15C | 109.5 | H48A—C48—H48B | 109.5 |
C13—C16—H16A | 109.5 | C47—C48—H48C | 109.5 |
C13—C16—H16B | 109.5 | H48A—C48—H48C | 109.5 |
H16A—C16—H16B | 109.5 | H48B—C48—H48C | 109.5 |
C13—C16—H16C | 109.5 | C47—C49—H49A | 109.5 |
H16A—C16—H16C | 109.5 | C47—C49—H49B | 109.5 |
H16B—C16—H16C | 109.5 | H49A—C49—H49B | 109.5 |
C18—C17—H17A | 109.5 | C47—C49—H49C | 109.5 |
C18—C17—H17B | 109.5 | H49A—C49—H49C | 109.5 |
H17A—C17—H17B | 109.5 | H49B—C49—H49C | 109.5 |
C18—C17—H17C | 109.5 | C47—C50—H50A | 109.5 |
H17A—C17—H17C | 109.5 | C47—C50—H50B | 109.5 |
H17B—C17—H17C | 109.5 | H50A—C50—H50B | 109.5 |
N5—C18—C19 | 108.1 (3) | C47—C50—H50C | 109.5 |
N5—C18—C17 | 122.9 (3) | H50A—C50—H50C | 109.5 |
C19—C18—C17 | 129.0 (3) | H50B—C50—H50C | 109.5 |
C18—C19—C20 | 106.7 (3) | C52—C51—Zn2 | 123.1 (2) |
C18—C19—H19 | 126.7 | C52—C51—H51A | 106.6 |
C20—C19—H19 | 126.7 | Zn2—C51—H51A | 106.6 |
N6—C20—C19 | 109.0 (3) | C52—C51—H51B | 106.6 |
N6—C20—C21 | 122.4 (3) | Zn2—C51—H51B | 106.6 |
C19—C20—C21 | 128.5 (3) | H51A—C51—H51B | 106.5 |
C20—C21—C23 | 110.0 (3) | C51—C52—H52A | 109.5 |
C20—C21—C24 | 109.0 (3) | C51—C52—H52B | 109.5 |
C23—C21—C24 | 108.4 (3) | H52A—C52—H52B | 109.5 |
C20—C21—C22 | 109.8 (3) | C51—C52—H52C | 109.5 |
C23—C21—C22 | 110.9 (3) | H52A—C52—H52C | 109.5 |
C24—C21—C22 | 108.7 (3) | H52B—C52—H52C | 109.5 |
C21—C22—H22A | 109.5 | C2—N1—N2 | 110.1 (3) |
C21—C22—H22B | 109.5 | C2—N1—B1 | 128.6 (3) |
H22A—C22—H22B | 109.5 | N2—N1—B1 | 121.1 (3) |
C21—C22—H22C | 109.5 | C4—N2—N1 | 106.1 (3) |
H22A—C22—H22C | 109.5 | C4—N2—Zn1 | 141.3 (2) |
H22B—C22—H22C | 109.5 | N1—N2—Zn1 | 112.67 (19) |
C21—C23—H23A | 109.5 | C10—N3—N4 | 110.2 (3) |
C21—C23—H23B | 109.5 | C10—N3—B1 | 129.2 (3) |
H23A—C23—H23B | 109.5 | N4—N3—B1 | 120.4 (3) |
C21—C23—H23C | 109.5 | C12—N4—N3 | 106.2 (3) |
H23A—C23—H23C | 109.5 | C12—N4—Zn1 | 141.3 (2) |
H23B—C23—H23C | 109.5 | N3—N4—Zn1 | 112.46 (19) |
C21—C24—H24A | 109.5 | C18—N5—N6 | 109.6 (3) |
C21—C24—H24B | 109.5 | C18—N5—B1 | 129.5 (3) |
H24A—C24—H24B | 109.5 | N6—N5—B1 | 120.9 (3) |
C21—C24—H24C | 109.5 | C20—N6—N5 | 106.6 (3) |
H24A—C24—H24C | 109.5 | C20—N6—Zn1 | 140.1 (2) |
H24B—C24—H24C | 109.5 | N5—N6—Zn1 | 112.95 (19) |
C26—C25—Zn1 | 124.1 (3) | C28—N7—N8 | 110.5 (3) |
C26—C25—H25A | 106.3 | C28—N7—B2 | 129.2 (3) |
Zn1—C25—H25A | 106.3 | N8—N7—B2 | 120.3 (2) |
C26—C25—H25B | 106.3 | C30—N8—N7 | 106.0 (3) |
Zn1—C25—H25B | 106.3 | C30—N8—Zn2 | 141.2 (2) |
H25A—C25—H25B | 106.4 | N7—N8—Zn2 | 112.76 (18) |
C25—C26—H26A | 109.5 | C36—N9—N10 | 109.7 (3) |
C25—C26—H26B | 109.5 | C36—N9—B2 | 128.9 (3) |
H26A—C26—H26B | 109.5 | N10—N9—B2 | 121.3 (3) |
C25—C26—H26C | 109.5 | C38—N10—N9 | 106.1 (3) |
H26A—C26—H26C | 109.5 | C38—N10—Zn2 | 141.5 (2) |
H26B—C26—H26C | 109.5 | N9—N10—Zn2 | 112.3 (2) |
C28—C27—H27A | 109.5 | C44—N11—N12 | 109.1 (3) |
C28—C27—H27B | 109.5 | C44—N11—B2 | 129.5 (3) |
H27A—C27—H27B | 109.5 | N12—N11—B2 | 121.2 (3) |
C28—C27—H27C | 109.5 | C46—N12—N11 | 107.1 (3) |
H27A—C27—H27C | 109.5 | C46—N12—Zn2 | 140.7 (2) |
H27B—C27—H27C | 109.5 | N11—N12—Zn2 | 112.2 (2) |
N7—C28—C29 | 107.2 (3) | C25—Zn1—N6 | 123.14 (13) |
N7—C28—C27 | 123.7 (3) | C25—Zn1—N2 | 128.84 (12) |
C29—C28—C27 | 129.1 (3) | N6—Zn1—N2 | 88.22 (11) |
C28—C29—C30 | 106.4 (3) | C25—Zn1—N4 | 122.04 (12) |
C28—C29—H29 | 126.8 | N6—Zn1—N4 | 89.85 (10) |
C30—C29—H29 | 126.8 | N2—Zn1—N4 | 93.99 (11) |
N8—C30—C29 | 109.9 (3) | C51—Zn2—N10 | 123.85 (12) |
N8—C30—C31 | 122.7 (3) | C51—Zn2—N12 | 128.86 (13) |
C29—C30—C31 | 127.3 (3) | N10—Zn2—N12 | 88.17 (11) |
C33—C31—C30 | 110.5 (3) | C51—Zn2—N8 | 121.00 (12) |
C33—C31—C34 | 109.6 (3) | N10—Zn2—N8 | 90.60 (11) |
C30—C31—C34 | 109.8 (3) | N12—Zn2—N8 | 93.92 (10) |
N1—C2—C3—C4 | 0.7 (4) | N3—B1—N5—N6 | −66.3 (3) |
C1—C2—C3—C4 | −177.4 (3) | C19—C20—N6—N5 | 0.6 (3) |
C2—C3—C4—N2 | −1.5 (4) | C21—C20—N6—N5 | 178.4 (3) |
C2—C3—C4—C5 | 177.6 (3) | C19—C20—N6—Zn1 | 172.9 (3) |
N2—C4—C5—C6 | 45.9 (4) | C21—C20—N6—Zn1 | −9.3 (5) |
C3—C4—C5—C6 | −133.2 (3) | C18—N5—N6—C20 | −0.3 (3) |
N2—C4—C5—C7 | −75.9 (4) | B1—N5—N6—C20 | −178.4 (3) |
C3—C4—C5—C7 | 105.0 (4) | C18—N5—N6—Zn1 | −174.9 (2) |
N2—C4—C5—C8 | 166.0 (3) | B1—N5—N6—Zn1 | 7.0 (3) |
C3—C4—C5—C8 | −13.1 (5) | C29—C28—N7—N8 | −0.2 (4) |
N3—C10—C11—C12 | −0.2 (4) | C27—C28—N7—N8 | −179.9 (3) |
C9—C10—C11—C12 | 178.9 (3) | C29—C28—N7—B2 | 177.8 (3) |
C10—C11—C12—N4 | 0.9 (4) | C27—C28—N7—B2 | −1.9 (6) |
C10—C11—C12—C13 | −176.6 (3) | N11—B2—N7—C28 | 118.0 (3) |
N4—C12—C13—C16 | 179.2 (3) | N9—B2—N7—C28 | −120.9 (3) |
C11—C12—C13—C16 | −3.7 (5) | N11—B2—N7—N8 | −64.2 (4) |
N4—C12—C13—C15 | −62.4 (4) | N9—B2—N7—N8 | 56.9 (4) |
C11—C12—C13—C15 | 114.7 (4) | C29—C30—N8—N7 | −1.2 (4) |
N4—C12—C13—C14 | 59.0 (4) | C31—C30—N8—N7 | 176.7 (3) |
C11—C12—C13—C14 | −123.8 (4) | C29—C30—N8—Zn2 | 175.2 (3) |
N5—C18—C19—C20 | 0.5 (4) | C31—C30—N8—Zn2 | −6.9 (6) |
C17—C18—C19—C20 | −179.1 (3) | C28—N7—N8—C30 | 0.9 (4) |
C18—C19—C20—N6 | −0.7 (4) | B2—N7—N8—C30 | −177.4 (3) |
C18—C19—C20—C21 | −178.3 (3) | C28—N7—N8—Zn2 | −176.7 (2) |
N6—C20—C21—C23 | −55.5 (4) | B2—N7—N8—Zn2 | 5.1 (4) |
C19—C20—C21—C23 | 121.9 (4) | C37—C36—N9—N10 | −0.6 (4) |
N6—C20—C21—C24 | −174.3 (3) | C35—C36—N9—N10 | 179.8 (3) |
C19—C20—C21—C24 | 3.1 (5) | C37—C36—N9—B2 | 176.6 (3) |
N6—C20—C21—C22 | 66.8 (4) | C35—C36—N9—B2 | −3.1 (5) |
C19—C20—C21—C22 | −115.9 (4) | N11—B2—N9—C36 | −119.5 (3) |
N7—C28—C29—C30 | −0.6 (4) | N7—B2—N9—C36 | 119.2 (3) |
C27—C28—C29—C30 | 179.2 (4) | N11—B2—N9—N10 | 57.4 (4) |
C28—C29—C30—N8 | 1.1 (4) | N7—B2—N9—N10 | −63.9 (4) |
C28—C29—C30—C31 | −176.7 (3) | C37—C38—N10—N9 | −0.2 (3) |
N8—C30—C31—C33 | 58.7 (4) | C39—C38—N10—N9 | −179.8 (3) |
C29—C30—C31—C33 | −123.7 (4) | C37—C38—N10—Zn2 | 178.1 (3) |
N8—C30—C31—C34 | 179.7 (3) | C39—C38—N10—Zn2 | −1.5 (5) |
C29—C30—C31—C34 | −2.7 (5) | C36—N9—N10—C38 | 0.5 (3) |
N8—C30—C31—C32 | −62.4 (4) | B2—N9—N10—C38 | −177.0 (3) |
C29—C30—C31—C32 | 115.2 (4) | C36—N9—N10—Zn2 | −178.4 (2) |
N9—C36—C37—C38 | 0.5 (4) | B2—N9—N10—Zn2 | 4.2 (3) |
C35—C36—C37—C38 | −179.9 (3) | C45—C44—N11—N12 | 1.0 (4) |
C36—C37—C38—N10 | −0.2 (4) | C43—C44—N11—N12 | 179.2 (3) |
C36—C37—C38—C39 | 179.4 (3) | C45—C44—N11—B2 | −173.2 (3) |
N10—C38—C39—C41 | −58.3 (4) | C43—C44—N11—B2 | 5.0 (5) |
C37—C38—C39—C41 | 122.2 (4) | N9—B2—N11—C44 | 118.5 (3) |
N10—C38—C39—C42 | −177.4 (3) | N7—B2—N11—C44 | −120.5 (3) |
C37—C38—C39—C42 | 3.0 (5) | N9—B2—N11—N12 | −55.1 (4) |
N10—C38—C39—C40 | 64.3 (4) | N7—B2—N11—N12 | 65.9 (4) |
C37—C38—C39—C40 | −115.3 (4) | C45—C46—N12—N11 | 1.1 (3) |
N11—C44—C45—C46 | −0.3 (4) | C47—C46—N12—N11 | −178.5 (3) |
C43—C44—C45—C46 | −178.3 (3) | C45—C46—N12—Zn2 | −178.1 (3) |
C44—C45—C46—N12 | −0.5 (4) | C47—C46—N12—Zn2 | 2.3 (5) |
C44—C45—C46—C47 | 179.1 (3) | C44—N11—N12—C46 | −1.3 (3) |
N12—C46—C47—C49 | −76.8 (4) | B2—N11—N12—C46 | 173.4 (3) |
C45—C46—C47—C49 | 103.7 (4) | C44—N11—N12—Zn2 | 178.1 (2) |
N12—C46—C47—C50 | 164.1 (3) | B2—N11—N12—Zn2 | −7.1 (3) |
C45—C46—C47—C50 | −15.5 (5) | C26—C25—Zn1—N6 | 156.1 (3) |
N12—C46—C47—C48 | 44.5 (4) | C26—C25—Zn1—N2 | 37.6 (3) |
C45—C46—C47—C48 | −135.1 (3) | C26—C25—Zn1—N4 | −90.0 (3) |
C3—C2—N1—N2 | 0.3 (4) | C20—N6—Zn1—C25 | −0.4 (4) |
C1—C2—N1—N2 | 178.5 (3) | N5—N6—Zn1—C25 | 171.6 (2) |
C3—C2—N1—B1 | −175.1 (3) | C20—N6—Zn1—N2 | 136.4 (3) |
C1—C2—N1—B1 | 3.1 (5) | N5—N6—Zn1—N2 | −51.6 (2) |
N3—B1—N1—C2 | −120.4 (4) | C20—N6—Zn1—N4 | −129.6 (3) |
N5—B1—N1—C2 | 119.1 (4) | N5—N6—Zn1—N4 | 42.4 (2) |
N3—B1—N1—N2 | 64.6 (4) | C4—N2—Zn1—C25 | 3.6 (4) |
N5—B1—N1—N2 | −55.9 (4) | N1—N2—Zn1—C25 | −176.6 (2) |
C3—C4—N2—N1 | 1.7 (3) | C4—N2—Zn1—N6 | −129.0 (4) |
C5—C4—N2—N1 | −177.5 (3) | N1—N2—Zn1—N6 | 50.7 (2) |
C3—C4—N2—Zn1 | −178.6 (3) | C4—N2—Zn1—N4 | 141.3 (3) |
C5—C4—N2—Zn1 | 2.2 (5) | N1—N2—Zn1—N4 | −39.0 (2) |
C2—N1—N2—C4 | −1.2 (3) | C12—N4—Zn1—C25 | 2.7 (4) |
B1—N1—N2—C4 | 174.6 (3) | N3—N4—Zn1—C25 | 179.75 (19) |
C2—N1—N2—Zn1 | 178.9 (2) | C12—N4—Zn1—N6 | 132.8 (4) |
B1—N1—N2—Zn1 | −5.3 (3) | N3—N4—Zn1—N6 | −50.2 (2) |
C11—C10—N3—N4 | −0.5 (4) | C12—N4—Zn1—N2 | −139.0 (3) |
C9—C10—N3—N4 | −179.7 (3) | N3—N4—Zn1—N2 | 38.0 (2) |
C11—C10—N3—B1 | 174.6 (3) | C52—C51—Zn2—N10 | 155.4 (2) |
C9—C10—N3—B1 | −4.6 (5) | C52—C51—Zn2—N12 | 36.0 (3) |
N1—B1—N3—C10 | 119.9 (4) | C52—C51—Zn2—N8 | −89.9 (3) |
N5—B1—N3—C10 | −118.8 (4) | C38—N10—Zn2—C51 | −5.7 (4) |
N1—B1—N3—N4 | −65.4 (4) | N9—N10—Zn2—C51 | 172.44 (19) |
N5—B1—N3—N4 | 55.9 (4) | C38—N10—Zn2—N12 | 131.5 (4) |
C11—C12—N4—N3 | −1.1 (3) | N9—N10—Zn2—N12 | −50.3 (2) |
C13—C12—N4—N3 | 176.5 (3) | C38—N10—Zn2—N8 | −134.6 (4) |
C11—C12—N4—Zn1 | 176.0 (3) | N9—N10—Zn2—N8 | 43.6 (2) |
C13—C12—N4—Zn1 | −6.4 (5) | C46—N12—Zn2—C51 | 5.0 (4) |
C10—N3—N4—C12 | 1.0 (3) | N11—N12—Zn2—C51 | −174.20 (19) |
B1—N3—N4—C12 | −174.6 (3) | C46—N12—Zn2—N10 | −128.6 (3) |
C10—N3—N4—Zn1 | −177.1 (2) | N11—N12—Zn2—N10 | 52.2 (2) |
B1—N3—N4—Zn1 | 7.3 (3) | C46—N12—Zn2—N8 | 140.9 (3) |
C19—C18—N5—N6 | −0.1 (4) | N11—N12—Zn2—N8 | −38.3 (2) |
C17—C18—N5—N6 | 179.5 (3) | C30—N8—Zn2—C51 | 3.9 (4) |
C19—C18—N5—B1 | 177.7 (3) | N7—N8—Zn2—C51 | −179.9 (2) |
C17—C18—N5—B1 | −2.7 (5) | C30—N8—Zn2—N10 | 134.9 (4) |
N1—B1—N5—C18 | −122.8 (3) | N7—N8—Zn2—N10 | −48.9 (2) |
N3—B1—N5—C18 | 116.0 (3) | C30—N8—Zn2—N12 | −136.9 (4) |
N1—B1—N5—N6 | 54.9 (4) | N7—N8—Zn2—N12 | 39.3 (2) |
[Zn(C2H5)(C24H40BN6)] | F(000) = 2224 |
Mr = 517.86 | Dx = 1.243 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 30.830 (4) Å | Cell parameters from 9681 reflections |
b = 9.8047 (12) Å | θ = 2.4–31.0° |
c = 19.170 (2) Å | µ = 0.91 mm−1 |
β = 107.2112 (18)° | T = 100 K |
V = 5535.2 (12) Å3 | Plate, colourless |
Z = 8 | 0.40 × 0.36 × 0.06 mm |
Bruker AXS SMART APEX CCD diffractometer | 13453 independent reflections |
Radiation source: sealed tube | 11426 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.038 |
ω scans | θmax = 28.3°, θmin = 1.1° |
Absorption correction: multi-scan (APEX2; Bruker, 2009) | h = −33→41 |
Tmin = 0.606, Tmax = 0.746 | k = −13→13 |
37325 measured reflections | l = −25→25 |
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)] = 0.061 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.147 | H-atom parameters constrained |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0114P)2 + 33.3251P] where P = (Fo2 + 2Fc2)/3 |
13453 reflections | (Δ/σ)max < 0.001 |
640 parameters | Δρmax = 1.69 e Å−3 |
0 restraints | Δρmin = −0.76 e Å−3 |
[Zn(C2H5)(C24H40BN6)] | V = 5535.2 (12) Å3 |
Mr = 517.86 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 30.830 (4) Å | µ = 0.91 mm−1 |
b = 9.8047 (12) Å | T = 100 K |
c = 19.170 (2) Å | 0.40 × 0.36 × 0.06 mm |
β = 107.2112 (18)° |
Bruker AXS SMART APEX CCD diffractometer | 13453 independent reflections |
Absorption correction: multi-scan (APEX2; Bruker, 2009) | 11426 reflections with I > 2σ(I) |
Tmin = 0.606, Tmax = 0.746 | Rint = 0.038 |
37325 measured reflections |
R[F2 > 2σ(F2)] = 0.061 | 0 restraints |
wR(F2) = 0.147 | H-atom parameters constrained |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0114P)2 + 33.3251P] where P = (Fo2 + 2Fc2)/3 |
13453 reflections | Δρmax = 1.69 e Å−3 |
640 parameters | Δρmin = −0.76 e Å−3 |
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 | ||
B1 | 0.10915 (14) | 0.8880 (4) | 0.4440 (2) | 0.0122 (8) | |
H1 | 0.1017 | 0.8614 | 0.4895 | 0.015* | |
B2 | 0.38868 (14) | 0.1265 (4) | 0.3348 (2) | 0.0121 (8) | |
H2 | 0.3954 | 0.1513 | 0.3875 | 0.015* | |
C1 | 0.02598 (14) | 0.7054 (5) | 0.4440 (2) | 0.0219 (9) | |
H1A | 0.0505 | 0.6520 | 0.4769 | 0.033* | |
H1B | −0.0020 | 0.6513 | 0.4303 | 0.033* | |
H1C | 0.0212 | 0.7889 | 0.4688 | 0.033* | |
C2 | 0.03872 (13) | 0.7422 (4) | 0.3766 (2) | 0.0165 (8) | |
C3 | 0.01919 (13) | 0.7003 (4) | 0.3054 (2) | 0.0158 (7) | |
H3 | −0.0066 | 0.6431 | 0.2877 | 0.019* | |
C4 | 0.04513 (12) | 0.7593 (4) | 0.2646 (2) | 0.0133 (7) | |
C5 | 0.03850 (13) | 0.7411 (4) | 0.1830 (2) | 0.0158 (7) | |
C6 | 0.08421 (13) | 0.7117 (4) | 0.1697 (2) | 0.0169 (8) | |
H6A | 0.1048 | 0.7889 | 0.1871 | 0.025* | |
H6B | 0.0796 | 0.6985 | 0.1173 | 0.025* | |
H6C | 0.0975 | 0.6290 | 0.1962 | 0.025* | |
C7 | 0.01717 (14) | 0.8709 (4) | 0.1431 (2) | 0.0195 (8) | |
H7A | −0.0125 | 0.8861 | 0.1509 | 0.029* | |
H7B | 0.0133 | 0.8609 | 0.0908 | 0.029* | |
H7C | 0.0371 | 0.9488 | 0.1622 | 0.029* | |
C8 | 0.00636 (14) | 0.6207 (4) | 0.1544 (2) | 0.0209 (8) | |
H8A | 0.0192 | 0.5378 | 0.1811 | 0.031* | |
H8B | 0.0026 | 0.6078 | 0.1022 | 0.031* | |
H8C | −0.0232 | 0.6397 | 0.1615 | 0.031* | |
C9 | 0.08425 (15) | 1.1014 (4) | 0.5473 (2) | 0.0204 (8) | |
H9A | 0.0577 | 1.0414 | 0.5326 | 0.031* | |
H9B | 0.0765 | 1.1846 | 0.5692 | 0.031* | |
H9C | 0.1091 | 1.0542 | 0.5831 | 0.031* | |
C10 | 0.09869 (13) | 1.1376 (4) | 0.4821 (2) | 0.0144 (7) | |
C11 | 0.10597 (13) | 1.2648 (4) | 0.4566 (2) | 0.0163 (8) | |
H11 | 0.1025 | 1.3505 | 0.4774 | 0.020* | |
C12 | 0.11939 (12) | 1.2426 (4) | 0.3947 (2) | 0.0134 (7) | |
C13 | 0.13382 (13) | 1.3477 (4) | 0.3476 (2) | 0.0167 (8) | |
C14 | 0.10494 (16) | 1.3344 (4) | 0.2678 (2) | 0.0235 (9) | |
H14A | 0.1060 | 1.2400 | 0.2516 | 0.035* | |
H14B | 0.1168 | 1.3954 | 0.2374 | 0.035* | |
H14C | 0.0734 | 1.3591 | 0.2634 | 0.035* | |
C15 | 0.18442 (14) | 1.3259 (4) | 0.3548 (3) | 0.0234 (9) | |
H15A | 0.2025 | 1.3406 | 0.4057 | 0.035* | |
H15B | 0.1939 | 1.3907 | 0.3232 | 0.035* | |
H15C | 0.1891 | 1.2326 | 0.3402 | 0.035* | |
C16 | 0.12876 (15) | 1.4921 (4) | 0.3757 (2) | 0.0208 (8) | |
H16A | 0.0973 | 1.5060 | 0.3760 | 0.031* | |
H16B | 0.1365 | 1.5597 | 0.3437 | 0.031* | |
H16C | 0.1492 | 1.5024 | 0.4254 | 0.031* | |
C17 | 0.17950 (15) | 0.7435 (5) | 0.5763 (2) | 0.0234 (9) | |
H17A | 0.1736 | 0.8289 | 0.5985 | 0.035* | |
H17B | 0.2063 | 0.6989 | 0.6089 | 0.035* | |
H17C | 0.1532 | 0.6830 | 0.5683 | 0.035* | |
C18 | 0.18770 (13) | 0.7734 (4) | 0.5050 (2) | 0.0166 (8) | |
C19 | 0.22534 (13) | 0.7453 (4) | 0.4827 (2) | 0.0181 (8) | |
H19 | 0.2523 | 0.7009 | 0.5104 | 0.022* | |
C20 | 0.21608 (13) | 0.7944 (4) | 0.4121 (2) | 0.0155 (7) | |
C21 | 0.24586 (14) | 0.7872 (4) | 0.3614 (2) | 0.0218 (9) | |
C22 | 0.26036 (16) | 0.9313 (5) | 0.3458 (3) | 0.0289 (10) | |
H22A | 0.2334 | 0.9853 | 0.3216 | 0.043* | |
H22B | 0.2800 | 0.9252 | 0.3140 | 0.043* | |
H22C | 0.2770 | 0.9753 | 0.3919 | 0.043* | |
C23 | 0.22065 (16) | 0.7149 (5) | 0.2905 (3) | 0.0268 (10) | |
H23A | 0.2133 | 0.6215 | 0.3014 | 0.040* | |
H23B | 0.2399 | 0.7125 | 0.2580 | 0.040* | |
H23C | 0.1925 | 0.7643 | 0.2666 | 0.040* | |
C24 | 0.28859 (16) | 0.7052 (6) | 0.3987 (3) | 0.0363 (12) | |
H24A | 0.3057 | 0.7517 | 0.4437 | 0.055* | |
H24B | 0.3075 | 0.6974 | 0.3658 | 0.055* | |
H24C | 0.2799 | 0.6139 | 0.4107 | 0.055* | |
C25 | 0.15095 (14) | 1.0251 (4) | 0.2180 (2) | 0.0178 (8) | |
H25A | 0.1703 | 1.1068 | 0.2334 | 0.021* | |
H25B | 0.1709 | 0.9525 | 0.2089 | 0.021* | |
C26 | 0.11739 (16) | 1.0597 (5) | 0.1438 (2) | 0.0258 (9) | |
H26A | 0.1016 | 0.9766 | 0.1215 | 0.039* | |
H26B | 0.1339 | 1.0985 | 0.1119 | 0.039* | |
H26C | 0.0952 | 1.1262 | 0.1504 | 0.039* | |
C27 | 0.40993 (16) | −0.0927 (4) | 0.4599 (2) | 0.0224 (9) | |
H27A | 0.4384 | −0.0410 | 0.4737 | 0.034* | |
H27B | 0.4139 | −0.1775 | 0.4881 | 0.034* | |
H27C | 0.3859 | −0.0381 | 0.4701 | 0.034* | |
C28 | 0.39707 (13) | −0.1255 (4) | 0.3804 (2) | 0.0154 (7) | |
C29 | 0.39143 (13) | −0.2511 (4) | 0.3463 (2) | 0.0161 (7) | |
H29 | 0.3954 | −0.3377 | 0.3695 | 0.019* | |
C30 | 0.37888 (12) | −0.2264 (4) | 0.2715 (2) | 0.0140 (7) | |
C31 | 0.36579 (14) | −0.3297 (4) | 0.2107 (2) | 0.0164 (8) | |
C32 | 0.31573 (14) | −0.3066 (4) | 0.1668 (2) | 0.0235 (9) | |
H32A | 0.2962 | −0.3282 | 0.1975 | 0.035* | |
H32B | 0.3078 | −0.3660 | 0.1237 | 0.035* | |
H32C | 0.3113 | −0.2111 | 0.1513 | 0.035* | |
C33 | 0.39644 (15) | −0.3141 (4) | 0.1614 (2) | 0.0209 (8) | |
H33A | 0.3955 | −0.2195 | 0.1446 | 0.031* | |
H33B | 0.3858 | −0.3749 | 0.1191 | 0.031* | |
H33C | 0.4277 | −0.3381 | 0.1888 | 0.031* | |
C34 | 0.37084 (15) | −0.4754 (4) | 0.2417 (2) | 0.0223 (9) | |
H34A | 0.4022 | −0.4899 | 0.2720 | 0.033* | |
H34B | 0.3633 | −0.5411 | 0.2014 | 0.033* | |
H34C | 0.3502 | −0.4879 | 0.2715 | 0.033* | |
C35 | 0.32025 (15) | 0.2888 (5) | 0.3961 (2) | 0.0246 (9) | |
H35A | 0.3254 | 0.2041 | 0.4245 | 0.037* | |
H35B | 0.2937 | 0.3359 | 0.4025 | 0.037* | |
H35C | 0.3470 | 0.3477 | 0.4130 | 0.037* | |
C36 | 0.31219 (13) | 0.2563 (4) | 0.3172 (2) | 0.0163 (8) | |
C37 | 0.27593 (14) | 0.2899 (4) | 0.2584 (2) | 0.0181 (8) | |
H37 | 0.2498 | 0.3405 | 0.2594 | 0.022* | |
C38 | 0.28479 (13) | 0.2355 (4) | 0.1970 (2) | 0.0164 (8) | |
C39 | 0.25522 (13) | 0.2432 (4) | 0.1183 (2) | 0.0185 (8) | |
C40 | 0.23974 (15) | 0.0986 (4) | 0.0914 (2) | 0.0239 (9) | |
H40A | 0.2664 | 0.0419 | 0.0943 | 0.036* | |
H40B | 0.2203 | 0.1026 | 0.0407 | 0.036* | |
H40C | 0.2226 | 0.0590 | 0.1222 | 0.036* | |
C41 | 0.28123 (15) | 0.3081 (4) | 0.0698 (2) | 0.0218 (9) | |
H41A | 0.2886 | 0.4029 | 0.0849 | 0.033* | |
H41B | 0.2624 | 0.3058 | 0.0188 | 0.033* | |
H41C | 0.3093 | 0.2570 | 0.0749 | 0.033* | |
C42 | 0.21318 (15) | 0.3301 (5) | 0.1132 (3) | 0.0291 (10) | |
H42A | 0.1962 | 0.2901 | 0.1440 | 0.044* | |
H42B | 0.1938 | 0.3330 | 0.0625 | 0.044* | |
H42C | 0.2226 | 0.4230 | 0.1300 | 0.044* | |
C43 | 0.47376 (15) | 0.2988 (5) | 0.4188 (2) | 0.0227 (9) | |
H43A | 0.5015 | 0.3541 | 0.4327 | 0.034* | |
H43B | 0.4790 | 0.2136 | 0.4467 | 0.034* | |
H43C | 0.4490 | 0.3495 | 0.4293 | 0.034* | |
C44 | 0.46119 (13) | 0.2673 (4) | 0.3391 (2) | 0.0159 (7) | |
C45 | 0.48138 (14) | 0.3104 (4) | 0.2878 (2) | 0.0168 (8) | |
H45 | 0.5076 | 0.3664 | 0.2962 | 0.020* | |
C46 | 0.45597 (12) | 0.2558 (4) | 0.2212 (2) | 0.0128 (7) | |
C47 | 0.46377 (13) | 0.2750 (4) | 0.1475 (2) | 0.0148 (7) | |
C48 | 0.41875 (14) | 0.3035 (4) | 0.0889 (2) | 0.0174 (8) | |
H48A | 0.3976 | 0.2283 | 0.0877 | 0.026* | |
H48B | 0.4241 | 0.3116 | 0.0412 | 0.026* | |
H48C | 0.4057 | 0.3887 | 0.1004 | 0.026* | |
C49 | 0.48597 (14) | 0.1451 (4) | 0.1289 (2) | 0.0188 (8) | |
H49A | 0.5153 | 0.1304 | 0.1657 | 0.028* | |
H49B | 0.4906 | 0.1552 | 0.0807 | 0.028* | |
H49C | 0.4661 | 0.0667 | 0.1283 | 0.028* | |
C50 | 0.49583 (14) | 0.3957 (4) | 0.1507 (2) | 0.0199 (8) | |
H50A | 0.4826 | 0.4783 | 0.1650 | 0.030* | |
H50B | 0.5002 | 0.4094 | 0.1026 | 0.030* | |
H50C | 0.5252 | 0.3768 | 0.1867 | 0.030* | |
C51 | 0.35140 (13) | −0.0071 (4) | 0.0690 (2) | 0.0154 (7) | |
H51A | 0.3323 | −0.0895 | 0.0653 | 0.018* | |
H51B | 0.3315 | 0.0646 | 0.0398 | 0.018* | |
C52 | 0.38671 (14) | −0.0406 (4) | 0.0294 (2) | 0.0202 (8) | |
H52A | 0.4028 | 0.0429 | 0.0236 | 0.030* | |
H52B | 0.3714 | −0.0790 | −0.0188 | 0.030* | |
H52C | 0.4085 | −0.1071 | 0.0581 | 0.030* | |
N1 | 0.07416 (11) | 0.8235 (3) | 0.37747 (17) | 0.0130 (6) | |
N2 | 0.07820 (11) | 0.8363 (3) | 0.30836 (17) | 0.0135 (6) | |
N3 | 0.10780 (10) | 1.0444 (3) | 0.43703 (17) | 0.0134 (6) | |
N4 | 0.12036 (10) | 1.1068 (3) | 0.38171 (17) | 0.0134 (6) | |
N5 | 0.15731 (11) | 0.8374 (3) | 0.44899 (17) | 0.0137 (6) | |
N6 | 0.17462 (11) | 0.8519 (3) | 0.39089 (17) | 0.0137 (6) | |
N7 | 0.38866 (11) | −0.0302 (3) | 0.32734 (17) | 0.0128 (6) | |
N8 | 0.37763 (11) | −0.0904 (3) | 0.25954 (17) | 0.0137 (6) | |
N9 | 0.34166 (11) | 0.1835 (3) | 0.29208 (17) | 0.0129 (6) | |
N10 | 0.32505 (11) | 0.1698 (3) | 0.21716 (17) | 0.0141 (6) | |
N11 | 0.42532 (10) | 0.1884 (3) | 0.30429 (17) | 0.0119 (6) | |
N12 | 0.42219 (11) | 0.1794 (3) | 0.23178 (17) | 0.0128 (6) | |
Zn1 | 0.132352 (15) | 0.96558 (4) | 0.30485 (2) | 0.01270 (10) | |
Zn2 | 0.367862 (15) | 0.05383 (4) | 0.17327 (2) | 0.01217 (10) |
U11 | U22 | U33 | U12 | U13 | U23 | |
B1 | 0.012 (2) | 0.0138 (18) | 0.0111 (19) | −0.0005 (15) | 0.0039 (15) | 0.0011 (15) |
B2 | 0.0119 (19) | 0.0139 (18) | 0.0124 (19) | −0.0004 (15) | 0.0062 (15) | −0.0012 (15) |
C1 | 0.019 (2) | 0.027 (2) | 0.022 (2) | −0.0091 (17) | 0.0094 (17) | −0.0017 (17) |
C2 | 0.0137 (19) | 0.0123 (17) | 0.024 (2) | −0.0004 (14) | 0.0057 (15) | 0.0016 (15) |
C3 | 0.0117 (18) | 0.0173 (18) | 0.0171 (19) | −0.0019 (14) | 0.0022 (14) | −0.0006 (14) |
C4 | 0.0119 (18) | 0.0131 (16) | 0.0148 (18) | 0.0034 (14) | 0.0039 (14) | 0.0005 (13) |
C5 | 0.0141 (18) | 0.0145 (17) | 0.0168 (19) | 0.0023 (14) | 0.0017 (14) | −0.0008 (14) |
C6 | 0.0169 (19) | 0.0175 (18) | 0.0156 (18) | 0.0042 (15) | 0.0034 (15) | 0.0021 (14) |
C7 | 0.019 (2) | 0.0198 (19) | 0.018 (2) | 0.0063 (16) | 0.0026 (16) | 0.0022 (15) |
C8 | 0.020 (2) | 0.021 (2) | 0.018 (2) | −0.0020 (16) | 0.0012 (16) | −0.0027 (16) |
C9 | 0.024 (2) | 0.0189 (19) | 0.018 (2) | −0.0004 (16) | 0.0072 (16) | −0.0021 (15) |
C10 | 0.0122 (18) | 0.0170 (18) | 0.0114 (17) | 0.0027 (14) | −0.0003 (14) | −0.0020 (14) |
C11 | 0.0131 (18) | 0.0149 (18) | 0.0185 (19) | 0.0001 (14) | 0.0006 (14) | −0.0007 (14) |
C12 | 0.0085 (17) | 0.0133 (17) | 0.0149 (18) | 0.0009 (13) | −0.0019 (13) | 0.0003 (13) |
C13 | 0.0149 (19) | 0.0107 (16) | 0.024 (2) | 0.0014 (14) | 0.0048 (15) | 0.0024 (14) |
C14 | 0.032 (2) | 0.0179 (19) | 0.019 (2) | 0.0019 (17) | 0.0057 (18) | 0.0045 (15) |
C15 | 0.019 (2) | 0.0155 (19) | 0.036 (3) | −0.0026 (16) | 0.0089 (18) | −0.0003 (17) |
C16 | 0.023 (2) | 0.0178 (19) | 0.022 (2) | 0.0002 (16) | 0.0076 (17) | 0.0008 (16) |
C17 | 0.024 (2) | 0.030 (2) | 0.0152 (19) | 0.0072 (18) | 0.0044 (16) | 0.0077 (17) |
C18 | 0.0137 (19) | 0.0165 (18) | 0.0165 (19) | −0.0002 (14) | −0.0001 (14) | 0.0019 (14) |
C19 | 0.0094 (18) | 0.024 (2) | 0.0186 (19) | 0.0007 (15) | 0.0007 (14) | 0.0050 (16) |
C20 | 0.0078 (17) | 0.0151 (17) | 0.022 (2) | −0.0021 (13) | 0.0017 (14) | 0.0005 (14) |
C21 | 0.0129 (19) | 0.026 (2) | 0.028 (2) | 0.0034 (16) | 0.0081 (16) | 0.0096 (17) |
C22 | 0.020 (2) | 0.032 (2) | 0.035 (3) | −0.0064 (18) | 0.0082 (19) | 0.010 (2) |
C23 | 0.030 (2) | 0.027 (2) | 0.031 (2) | 0.0054 (19) | 0.020 (2) | 0.0039 (18) |
C24 | 0.020 (2) | 0.052 (3) | 0.041 (3) | 0.016 (2) | 0.016 (2) | 0.023 (2) |
C25 | 0.020 (2) | 0.0179 (18) | 0.0162 (19) | 0.0007 (15) | 0.0067 (15) | 0.0014 (15) |
C26 | 0.030 (2) | 0.024 (2) | 0.023 (2) | 0.0000 (18) | 0.0081 (18) | 0.0040 (17) |
C27 | 0.031 (2) | 0.0187 (19) | 0.016 (2) | −0.0012 (17) | 0.0048 (17) | 0.0021 (15) |
C28 | 0.0127 (18) | 0.0165 (18) | 0.0187 (19) | 0.0001 (14) | 0.0073 (15) | 0.0040 (14) |
C29 | 0.0146 (18) | 0.0154 (17) | 0.0201 (19) | −0.0018 (14) | 0.0078 (15) | 0.0007 (15) |
C30 | 0.0077 (17) | 0.0158 (17) | 0.0197 (19) | −0.0009 (13) | 0.0059 (14) | 0.0007 (14) |
C31 | 0.0178 (19) | 0.0161 (18) | 0.0166 (19) | −0.0018 (15) | 0.0070 (15) | −0.0019 (14) |
C32 | 0.019 (2) | 0.0182 (19) | 0.030 (2) | −0.0013 (16) | 0.0023 (17) | −0.0037 (17) |
C33 | 0.023 (2) | 0.0190 (19) | 0.023 (2) | 0.0005 (16) | 0.0109 (17) | −0.0046 (16) |
C34 | 0.024 (2) | 0.0147 (18) | 0.028 (2) | −0.0018 (16) | 0.0065 (18) | −0.0015 (16) |
C35 | 0.021 (2) | 0.029 (2) | 0.025 (2) | 0.0033 (17) | 0.0080 (17) | −0.0065 (18) |
C36 | 0.0144 (19) | 0.0168 (18) | 0.0209 (19) | −0.0014 (15) | 0.0100 (15) | −0.0028 (15) |
C37 | 0.0130 (19) | 0.0217 (19) | 0.020 (2) | 0.0008 (15) | 0.0059 (15) | −0.0013 (15) |
C38 | 0.0111 (18) | 0.0162 (18) | 0.0208 (19) | −0.0014 (14) | 0.0029 (15) | −0.0016 (15) |
C39 | 0.0130 (19) | 0.0192 (18) | 0.021 (2) | 0.0002 (15) | 0.0008 (15) | −0.0041 (15) |
C40 | 0.021 (2) | 0.024 (2) | 0.023 (2) | −0.0050 (17) | 0.0009 (17) | −0.0050 (17) |
C41 | 0.021 (2) | 0.021 (2) | 0.020 (2) | −0.0012 (16) | 0.0006 (16) | −0.0005 (16) |
C42 | 0.015 (2) | 0.035 (3) | 0.032 (3) | 0.0077 (18) | −0.0003 (18) | −0.003 (2) |
C43 | 0.019 (2) | 0.029 (2) | 0.018 (2) | −0.0087 (17) | 0.0021 (16) | −0.0047 (17) |
C44 | 0.0159 (19) | 0.0152 (17) | 0.0162 (19) | −0.0008 (14) | 0.0039 (15) | −0.0007 (14) |
C45 | 0.0147 (19) | 0.0178 (18) | 0.0182 (19) | −0.0014 (15) | 0.0052 (15) | −0.0015 (15) |
C46 | 0.0113 (17) | 0.0121 (16) | 0.0148 (18) | −0.0003 (13) | 0.0035 (14) | −0.0008 (13) |
C47 | 0.0136 (18) | 0.0167 (18) | 0.0139 (18) | 0.0019 (14) | 0.0035 (14) | 0.0021 (14) |
C48 | 0.020 (2) | 0.0150 (17) | 0.0197 (19) | 0.0031 (15) | 0.0093 (16) | 0.0027 (14) |
C49 | 0.019 (2) | 0.0195 (19) | 0.019 (2) | 0.0048 (15) | 0.0065 (16) | 0.0003 (15) |
C50 | 0.020 (2) | 0.022 (2) | 0.021 (2) | −0.0034 (16) | 0.0113 (16) | 0.0015 (16) |
C51 | 0.0166 (19) | 0.0161 (17) | 0.0129 (18) | −0.0008 (14) | 0.0034 (14) | −0.0027 (14) |
C52 | 0.024 (2) | 0.021 (2) | 0.0165 (19) | −0.0017 (16) | 0.0078 (16) | −0.0037 (15) |
N1 | 0.0113 (15) | 0.0134 (14) | 0.0141 (15) | −0.0008 (12) | 0.0033 (12) | 0.0006 (12) |
N2 | 0.0153 (16) | 0.0138 (14) | 0.0101 (15) | −0.0002 (12) | 0.0018 (12) | 0.0002 (11) |
N3 | 0.0105 (15) | 0.0157 (15) | 0.0137 (15) | 0.0008 (12) | 0.0029 (12) | 0.0004 (12) |
N4 | 0.0095 (15) | 0.0148 (15) | 0.0140 (15) | −0.0010 (12) | 0.0005 (12) | 0.0018 (12) |
N5 | 0.0137 (16) | 0.0142 (15) | 0.0127 (15) | 0.0007 (12) | 0.0033 (12) | 0.0007 (12) |
N6 | 0.0121 (16) | 0.0150 (15) | 0.0137 (15) | −0.0006 (12) | 0.0035 (12) | 0.0019 (12) |
N7 | 0.0108 (15) | 0.0139 (15) | 0.0140 (15) | −0.0003 (12) | 0.0040 (12) | −0.0014 (12) |
N8 | 0.0117 (15) | 0.0165 (15) | 0.0135 (15) | −0.0001 (12) | 0.0044 (12) | −0.0025 (12) |
N9 | 0.0138 (16) | 0.0136 (14) | 0.0117 (15) | −0.0008 (12) | 0.0044 (12) | −0.0009 (11) |
N10 | 0.0114 (15) | 0.0162 (15) | 0.0143 (15) | −0.0008 (12) | 0.0031 (12) | −0.0029 (12) |
N11 | 0.0098 (15) | 0.0135 (14) | 0.0120 (15) | 0.0002 (11) | 0.0025 (12) | 0.0000 (11) |
N12 | 0.0114 (15) | 0.0129 (14) | 0.0137 (15) | 0.0001 (11) | 0.0032 (12) | −0.0018 (11) |
Zn1 | 0.0128 (2) | 0.0128 (2) | 0.0124 (2) | 0.00046 (16) | 0.00362 (16) | 0.00226 (15) |
Zn2 | 0.0127 (2) | 0.0129 (2) | 0.0107 (2) | −0.00057 (16) | 0.00308 (16) | −0.00201 (15) |
B1—N3 | 1.539 (5) | C27—H27B | 0.9800 |
B1—N5 | 1.541 (5) | C27—H27C | 0.9800 |
B1—N1 | 1.541 (5) | C28—N7 | 1.348 (5) |
B1—H1 | 1.0000 | C28—C29 | 1.380 (5) |
B2—N11 | 1.542 (5) | C29—C30 | 1.391 (5) |
B2—N7 | 1.543 (5) | C29—H29 | 0.9500 |
B2—N9 | 1.543 (5) | C30—N8 | 1.352 (5) |
B2—H2 | 1.0000 | C30—C31 | 1.506 (5) |
C1—C2 | 1.502 (6) | C31—C33 | 1.530 (5) |
C1—H1A | 0.9800 | C31—C34 | 1.537 (5) |
C1—H1B | 0.9800 | C31—C32 | 1.540 (6) |
C1—H1C | 0.9800 | C32—H32A | 0.9800 |
C2—N1 | 1.348 (5) | C32—H32B | 0.9800 |
C2—C3 | 1.381 (5) | C32—H32C | 0.9800 |
C3—C4 | 1.398 (5) | C33—H33A | 0.9800 |
C3—H3 | 0.9500 | C33—H33B | 0.9800 |
C4—N2 | 1.344 (5) | C33—H33C | 0.9800 |
C4—C5 | 1.528 (5) | C34—H34A | 0.9800 |
C5—C7 | 1.529 (5) | C34—H34B | 0.9800 |
C5—C6 | 1.532 (5) | C34—H34C | 0.9800 |
C5—C8 | 1.535 (5) | C35—C36 | 1.492 (6) |
C6—H6A | 0.9800 | C35—H35A | 0.9800 |
C6—H6B | 0.9800 | C35—H35B | 0.9800 |
C6—H6C | 0.9800 | C35—H35C | 0.9800 |
C7—H7A | 0.9800 | C36—N9 | 1.352 (5) |
C7—H7B | 0.9800 | C36—C37 | 1.373 (6) |
C7—H7C | 0.9800 | C37—C38 | 1.391 (5) |
C8—H8A | 0.9800 | C37—H37 | 0.9500 |
C8—H8B | 0.9800 | C38—N10 | 1.349 (5) |
C8—H8C | 0.9800 | C38—C39 | 1.516 (5) |
C9—C10 | 1.488 (5) | C39—C42 | 1.530 (6) |
C9—H9A | 0.9800 | C39—C41 | 1.533 (6) |
C9—H9B | 0.9800 | C39—C40 | 1.536 (6) |
C9—H9C | 0.9800 | C40—H40A | 0.9800 |
C10—N3 | 1.343 (5) | C40—H40B | 0.9800 |
C10—C11 | 1.382 (5) | C40—H40C | 0.9800 |
C11—C12 | 1.384 (5) | C41—H41A | 0.9800 |
C11—H11 | 0.9500 | C41—H41B | 0.9800 |
C12—N4 | 1.356 (5) | C41—H41C | 0.9800 |
C12—C13 | 1.522 (5) | C42—H42A | 0.9800 |
C13—C14 | 1.530 (6) | C42—H42B | 0.9800 |
C13—C15 | 1.539 (6) | C42—H42C | 0.9800 |
C13—C16 | 1.540 (5) | C43—C44 | 1.494 (5) |
C14—H14A | 0.9800 | C43—H43A | 0.9800 |
C14—H14B | 0.9800 | C43—H43B | 0.9800 |
C14—H14C | 0.9800 | C43—H43C | 0.9800 |
C15—H15A | 0.9800 | C44—N11 | 1.353 (5) |
C15—H15B | 0.9800 | C44—C45 | 1.376 (5) |
C15—H15C | 0.9800 | C45—C46 | 1.392 (5) |
C16—H16A | 0.9800 | C45—H45 | 0.9500 |
C16—H16B | 0.9800 | C46—N12 | 1.346 (5) |
C16—H16C | 0.9800 | C46—C47 | 1.514 (5) |
C17—C18 | 1.490 (6) | C47—C48 | 1.530 (5) |
C17—H17A | 0.9800 | C47—C50 | 1.532 (5) |
C17—H17B | 0.9800 | C47—C49 | 1.537 (5) |
C17—H17C | 0.9800 | C48—H48A | 0.9800 |
C18—N5 | 1.353 (5) | C48—H48B | 0.9800 |
C18—C19 | 1.378 (6) | C48—H48C | 0.9800 |
C19—C20 | 1.386 (5) | C49—H49A | 0.9800 |
C19—H19 | 0.9500 | C49—H49B | 0.9800 |
C20—N6 | 1.345 (5) | C49—H49C | 0.9800 |
C20—C21 | 1.523 (6) | C50—H50A | 0.9800 |
C21—C23 | 1.526 (6) | C50—H50B | 0.9800 |
C21—C24 | 1.528 (6) | C50—H50C | 0.9800 |
C21—C22 | 1.538 (6) | C51—C52 | 1.535 (5) |
C22—H22A | 0.9800 | C51—Zn2 | 2.003 (4) |
C22—H22B | 0.9800 | C51—H51A | 0.9900 |
C22—H22C | 0.9800 | C51—H51B | 0.9900 |
C23—H23A | 0.9800 | C52—H52A | 0.9800 |
C23—H23B | 0.9800 | C52—H52B | 0.9800 |
C23—H23C | 0.9800 | C52—H52C | 0.9800 |
C24—H24A | 0.9800 | N1—N2 | 1.373 (4) |
C24—H24B | 0.9800 | N2—Zn1 | 2.113 (3) |
C24—H24C | 0.9800 | N3—N4 | 1.375 (4) |
C25—C26 | 1.529 (6) | N4—Zn1 | 2.133 (3) |
C25—Zn1 | 2.002 (4) | N5—N6 | 1.377 (4) |
C25—H25A | 0.9900 | N6—Zn1 | 2.095 (3) |
C25—H25B | 0.9900 | N7—N8 | 1.375 (4) |
C26—H26A | 0.9800 | N8—Zn2 | 2.128 (3) |
C26—H26B | 0.9800 | N9—N10 | 1.381 (4) |
C26—H26C | 0.9800 | N10—Zn2 | 2.098 (3) |
C27—C28 | 1.492 (6) | N11—N12 | 1.367 (4) |
C27—H27A | 0.9800 | N12—Zn2 | 2.114 (3) |
N3—B1—N5 | 109.1 (3) | C30—C31—C32 | 108.7 (3) |
N3—B1—N1 | 110.0 (3) | C33—C31—C32 | 110.5 (3) |
N5—B1—N1 | 110.2 (3) | C34—C31—C32 | 108.6 (3) |
N3—B1—H1 | 109.2 | C31—C32—H32A | 109.5 |
N5—B1—H1 | 109.2 | C31—C32—H32B | 109.5 |
N1—B1—H1 | 109.2 | H32A—C32—H32B | 109.5 |
N11—B2—N7 | 109.7 (3) | C31—C32—H32C | 109.5 |
N11—B2—N9 | 109.5 (3) | H32A—C32—H32C | 109.5 |
N7—B2—N9 | 109.7 (3) | H32B—C32—H32C | 109.5 |
N11—B2—H2 | 109.3 | C31—C33—H33A | 109.5 |
N7—B2—H2 | 109.3 | C31—C33—H33B | 109.5 |
N9—B2—H2 | 109.3 | H33A—C33—H33B | 109.5 |
C2—C1—H1A | 109.5 | C31—C33—H33C | 109.5 |
C2—C1—H1B | 109.5 | H33A—C33—H33C | 109.5 |
H1A—C1—H1B | 109.5 | H33B—C33—H33C | 109.5 |
C2—C1—H1C | 109.5 | C31—C34—H34A | 109.5 |
H1A—C1—H1C | 109.5 | C31—C34—H34B | 109.5 |
H1B—C1—H1C | 109.5 | H34A—C34—H34B | 109.5 |
N1—C2—C3 | 107.7 (3) | C31—C34—H34C | 109.5 |
N1—C2—C1 | 123.3 (4) | H34A—C34—H34C | 109.5 |
C3—C2—C1 | 129.1 (4) | H34B—C34—H34C | 109.5 |
C2—C3—C4 | 105.9 (3) | C36—C35—H35A | 109.5 |
C2—C3—H3 | 127.0 | C36—C35—H35B | 109.5 |
C4—C3—H3 | 127.0 | H35A—C35—H35B | 109.5 |
N2—C4—C3 | 109.7 (3) | C36—C35—H35C | 109.5 |
N2—C4—C5 | 123.5 (3) | H35A—C35—H35C | 109.5 |
C3—C4—C5 | 126.8 (3) | H35B—C35—H35C | 109.5 |
C4—C5—C7 | 108.8 (3) | N9—C36—C37 | 107.7 (3) |
C4—C5—C6 | 110.0 (3) | N9—C36—C35 | 123.1 (4) |
C7—C5—C6 | 110.7 (3) | C37—C36—C35 | 129.2 (4) |
C4—C5—C8 | 109.5 (3) | C36—C37—C38 | 106.7 (4) |
C7—C5—C8 | 108.9 (3) | C36—C37—H37 | 126.7 |
C6—C5—C8 | 108.9 (3) | C38—C37—H37 | 126.7 |
C5—C6—H6A | 109.5 | N10—C38—C37 | 109.6 (3) |
C5—C6—H6B | 109.5 | N10—C38—C39 | 122.7 (3) |
H6A—C6—H6B | 109.5 | C37—C38—C39 | 127.7 (4) |
C5—C6—H6C | 109.5 | C38—C39—C42 | 109.8 (3) |
H6A—C6—H6C | 109.5 | C38—C39—C41 | 110.8 (3) |
H6B—C6—H6C | 109.5 | C42—C39—C41 | 108.4 (4) |
C5—C7—H7A | 109.5 | C38—C39—C40 | 108.8 (3) |
C5—C7—H7B | 109.5 | C42—C39—C40 | 108.6 (3) |
H7A—C7—H7B | 109.5 | C41—C39—C40 | 110.3 (3) |
C5—C7—H7C | 109.5 | C39—C40—H40A | 109.5 |
H7A—C7—H7C | 109.5 | C39—C40—H40B | 109.5 |
H7B—C7—H7C | 109.5 | H40A—C40—H40B | 109.5 |
C5—C8—H8A | 109.5 | C39—C40—H40C | 109.5 |
C5—C8—H8B | 109.5 | H40A—C40—H40C | 109.5 |
H8A—C8—H8B | 109.5 | H40B—C40—H40C | 109.5 |
C5—C8—H8C | 109.5 | C39—C41—H41A | 109.5 |
H8A—C8—H8C | 109.5 | C39—C41—H41B | 109.5 |
H8B—C8—H8C | 109.5 | H41A—C41—H41B | 109.5 |
C10—C9—H9A | 109.5 | C39—C41—H41C | 109.5 |
C10—C9—H9B | 109.5 | H41A—C41—H41C | 109.5 |
H9A—C9—H9B | 109.5 | H41B—C41—H41C | 109.5 |
C10—C9—H9C | 109.5 | C39—C42—H42A | 109.5 |
H9A—C9—H9C | 109.5 | C39—C42—H42B | 109.5 |
H9B—C9—H9C | 109.5 | H42A—C42—H42B | 109.5 |
N3—C10—C11 | 107.4 (3) | C39—C42—H42C | 109.5 |
N3—C10—C9 | 123.4 (3) | H42A—C42—H42C | 109.5 |
C11—C10—C9 | 129.2 (4) | H42B—C42—H42C | 109.5 |
C10—C11—C12 | 106.4 (3) | C44—C43—H43A | 109.5 |
C10—C11—H11 | 126.8 | C44—C43—H43B | 109.5 |
C12—C11—H11 | 126.8 | H43A—C43—H43B | 109.5 |
N4—C12—C11 | 109.9 (3) | C44—C43—H43C | 109.5 |
N4—C12—C13 | 121.9 (3) | H43A—C43—H43C | 109.5 |
C11—C12—C13 | 128.1 (3) | H43B—C43—H43C | 109.5 |
C12—C13—C14 | 110.5 (3) | N11—C44—C45 | 107.5 (3) |
C12—C13—C15 | 108.6 (3) | N11—C44—C43 | 123.3 (3) |
C14—C13—C15 | 110.7 (4) | C45—C44—C43 | 129.2 (4) |
C12—C13—C16 | 109.6 (3) | C44—C45—C46 | 106.7 (3) |
C14—C13—C16 | 109.9 (3) | C44—C45—H45 | 126.7 |
C15—C13—C16 | 107.5 (3) | C46—C45—H45 | 126.7 |
C13—C14—H14A | 109.5 | N12—C46—C45 | 109.0 (3) |
C13—C14—H14B | 109.5 | N12—C46—C47 | 123.6 (3) |
H14A—C14—H14B | 109.5 | C45—C46—C47 | 127.4 (3) |
C13—C14—H14C | 109.5 | C46—C47—C48 | 110.3 (3) |
H14A—C14—H14C | 109.5 | C46—C47—C50 | 109.7 (3) |
H14B—C14—H14C | 109.5 | C48—C47—C50 | 108.9 (3) |
C13—C15—H15A | 109.5 | C46—C47—C49 | 108.5 (3) |
C13—C15—H15B | 109.5 | C48—C47—C49 | 110.5 (3) |
H15A—C15—H15B | 109.5 | C50—C47—C49 | 108.9 (3) |
C13—C15—H15C | 109.5 | C47—C48—H48A | 109.5 |
H15A—C15—H15C | 109.5 | C47—C48—H48B | 109.5 |
H15B—C15—H15C | 109.5 | H48A—C48—H48B | 109.5 |
C13—C16—H16A | 109.5 | C47—C48—H48C | 109.5 |
C13—C16—H16B | 109.5 | H48A—C48—H48C | 109.5 |
H16A—C16—H16B | 109.5 | H48B—C48—H48C | 109.5 |
C13—C16—H16C | 109.5 | C47—C49—H49A | 109.5 |
H16A—C16—H16C | 109.5 | C47—C49—H49B | 109.5 |
H16B—C16—H16C | 109.5 | H49A—C49—H49B | 109.5 |
C18—C17—H17A | 109.5 | C47—C49—H49C | 109.5 |
C18—C17—H17B | 109.5 | H49A—C49—H49C | 109.5 |
H17A—C17—H17B | 109.5 | H49B—C49—H49C | 109.5 |
C18—C17—H17C | 109.5 | C47—C50—H50A | 109.5 |
H17A—C17—H17C | 109.5 | C47—C50—H50B | 109.5 |
H17B—C17—H17C | 109.5 | H50A—C50—H50B | 109.5 |
N5—C18—C19 | 107.2 (3) | C47—C50—H50C | 109.5 |
N5—C18—C17 | 123.6 (4) | H50A—C50—H50C | 109.5 |
C19—C18—C17 | 129.2 (4) | H50B—C50—H50C | 109.5 |
C18—C19—C20 | 106.5 (3) | C52—C51—Zn2 | 123.4 (3) |
C18—C19—H19 | 126.7 | C52—C51—H51A | 106.5 |
C20—C19—H19 | 126.7 | Zn2—C51—H51A | 106.5 |
N6—C20—C19 | 110.1 (3) | C52—C51—H51B | 106.5 |
N6—C20—C21 | 121.7 (3) | Zn2—C51—H51B | 106.5 |
C19—C20—C21 | 128.2 (4) | H51A—C51—H51B | 106.5 |
C20—C21—C23 | 110.2 (3) | C51—C52—H52A | 109.5 |
C20—C21—C24 | 108.9 (3) | C51—C52—H52B | 109.5 |
C23—C21—C24 | 108.3 (4) | H52A—C52—H52B | 109.5 |
C20—C21—C22 | 110.3 (4) | C51—C52—H52C | 109.5 |
C23—C21—C22 | 110.8 (4) | H52A—C52—H52C | 109.5 |
C24—C21—C22 | 108.3 (4) | H52B—C52—H52C | 109.5 |
C21—C22—H22A | 109.5 | C2—N1—N2 | 110.3 (3) |
C21—C22—H22B | 109.5 | C2—N1—B1 | 128.3 (3) |
H22A—C22—H22B | 109.5 | N2—N1—B1 | 121.3 (3) |
C21—C22—H22C | 109.5 | C4—N2—N1 | 106.4 (3) |
H22A—C22—H22C | 109.5 | C4—N2—Zn1 | 141.1 (3) |
H22B—C22—H22C | 109.5 | N1—N2—Zn1 | 112.6 (2) |
C21—C23—H23A | 109.5 | C10—N3—N4 | 110.7 (3) |
C21—C23—H23B | 109.5 | C10—N3—B1 | 128.8 (3) |
H23A—C23—H23B | 109.5 | N4—N3—B1 | 120.2 (3) |
C21—C23—H23C | 109.5 | C12—N4—N3 | 105.5 (3) |
H23A—C23—H23C | 109.5 | C12—N4—Zn1 | 141.5 (3) |
H23B—C23—H23C | 109.5 | N3—N4—Zn1 | 113.0 (2) |
C21—C24—H24A | 109.5 | C18—N5—N6 | 110.3 (3) |
C21—C24—H24B | 109.5 | C18—N5—B1 | 128.8 (3) |
H24A—C24—H24B | 109.5 | N6—N5—B1 | 120.9 (3) |
C21—C24—H24C | 109.5 | C20—N6—N5 | 105.9 (3) |
H24A—C24—H24C | 109.5 | C20—N6—Zn1 | 140.8 (3) |
H24B—C24—H24C | 109.5 | N5—N6—Zn1 | 113.1 (2) |
C26—C25—Zn1 | 123.9 (3) | C28—N7—N8 | 110.7 (3) |
C26—C25—H25A | 106.4 | C28—N7—B2 | 128.7 (3) |
Zn1—C25—H25A | 106.4 | N8—N7—B2 | 120.5 (3) |
C26—C25—H25B | 106.4 | C30—N8—N7 | 106.0 (3) |
Zn1—C25—H25B | 106.4 | C30—N8—Zn2 | 141.0 (3) |
H25A—C25—H25B | 106.4 | N7—N8—Zn2 | 112.8 (2) |
C25—C26—H26A | 109.5 | C36—N9—N10 | 109.9 (3) |
C25—C26—H26B | 109.5 | C36—N9—B2 | 128.8 (3) |
H26A—C26—H26B | 109.5 | N10—N9—B2 | 121.2 (3) |
C25—C26—H26C | 109.5 | C38—N10—N9 | 106.2 (3) |
H26A—C26—H26C | 109.5 | C38—N10—Zn2 | 141.1 (3) |
H26B—C26—H26C | 109.5 | N9—N10—Zn2 | 112.7 (2) |
C28—C27—H27A | 109.5 | C44—N11—N12 | 109.8 (3) |
C28—C27—H27B | 109.5 | C44—N11—B2 | 128.5 (3) |
H27A—C27—H27B | 109.5 | N12—N11—B2 | 121.4 (3) |
C28—C27—H27C | 109.5 | C46—N12—N11 | 107.0 (3) |
H27A—C27—H27C | 109.5 | C46—N12—Zn2 | 140.4 (3) |
H27B—C27—H27C | 109.5 | N11—N12—Zn2 | 112.5 (2) |
N7—C28—C29 | 107.0 (3) | C25—Zn1—N6 | 123.07 (15) |
N7—C28—C27 | 123.7 (4) | C25—Zn1—N2 | 128.67 (15) |
C29—C28—C27 | 129.3 (4) | N6—Zn1—N2 | 88.23 (12) |
C28—C29—C30 | 106.9 (3) | C25—Zn1—N4 | 122.43 (14) |
C28—C29—H29 | 126.6 | N6—Zn1—N4 | 89.77 (12) |
C30—C29—H29 | 126.6 | N2—Zn1—N4 | 93.86 (12) |
N8—C30—C29 | 109.4 (3) | C51—Zn2—N10 | 123.95 (14) |
N8—C30—C31 | 123.0 (3) | C51—Zn2—N12 | 129.08 (14) |
C29—C30—C31 | 127.5 (3) | N10—Zn2—N12 | 88.00 (12) |
C30—C31—C33 | 109.8 (3) | C51—Zn2—N8 | 120.89 (14) |
C30—C31—C34 | 110.7 (3) | N10—Zn2—N8 | 90.55 (12) |
C33—C31—C34 | 108.7 (3) | N12—Zn2—N8 | 93.84 (12) |
N1—C2—C3—C4 | 0.7 (4) | N1—B1—N5—N6 | 55.2 (4) |
C1—C2—C3—C4 | −177.4 (4) | C19—C20—N6—N5 | −0.7 (4) |
C2—C3—C4—N2 | −1.5 (4) | C21—C20—N6—N5 | 178.6 (3) |
C2—C3—C4—C5 | 178.0 (4) | C19—C20—N6—Zn1 | 172.7 (3) |
N2—C4—C5—C7 | −75.4 (4) | C21—C20—N6—Zn1 | −8.1 (6) |
C3—C4—C5—C7 | 105.2 (4) | C18—N5—N6—C20 | 0.6 (4) |
N2—C4—C5—C6 | 46.0 (5) | B1—N5—N6—C20 | −178.1 (3) |
C3—C4—C5—C6 | −133.4 (4) | C18—N5—N6—Zn1 | −174.8 (2) |
N2—C4—C5—C8 | 165.6 (3) | B1—N5—N6—Zn1 | 6.4 (4) |
C3—C4—C5—C8 | −13.8 (5) | C29—C28—N7—N8 | 0.1 (4) |
N3—C10—C11—C12 | 0.4 (4) | C27—C28—N7—N8 | −180.0 (4) |
C9—C10—C11—C12 | 179.4 (4) | C29—C28—N7—B2 | 178.0 (4) |
C10—C11—C12—N4 | 0.2 (4) | C27—C28—N7—B2 | −2.1 (6) |
C10—C11—C12—C13 | −176.8 (4) | N11—B2—N7—C28 | 118.4 (4) |
N4—C12—C13—C14 | 58.5 (5) | N9—B2—N7—C28 | −121.3 (4) |
C11—C12—C13—C14 | −124.8 (4) | N11—B2—N7—N8 | −63.9 (4) |
N4—C12—C13—C15 | −63.0 (5) | N9—B2—N7—N8 | 56.4 (4) |
C11—C12—C13—C15 | 113.7 (4) | C29—C30—N8—N7 | −1.1 (4) |
N4—C12—C13—C16 | 179.8 (3) | C31—C30—N8—N7 | 175.9 (3) |
C11—C12—C13—C16 | −3.5 (5) | C29—C30—N8—Zn2 | 174.7 (3) |
N5—C18—C19—C20 | −0.1 (5) | C31—C30—N8—Zn2 | −8.4 (6) |
C17—C18—C19—C20 | −179.7 (4) | C28—N7—N8—C30 | 0.7 (4) |
C18—C19—C20—N6 | 0.5 (5) | B2—N7—N8—C30 | −177.5 (3) |
C18—C19—C20—C21 | −178.7 (4) | C28—N7—N8—Zn2 | −176.5 (2) |
N6—C20—C21—C23 | −56.3 (5) | B2—N7—N8—Zn2 | 5.4 (4) |
C19—C20—C21—C23 | 122.8 (4) | C37—C36—N9—N10 | 0.3 (4) |
N6—C20—C21—C24 | −175.0 (4) | C35—C36—N9—N10 | 179.9 (4) |
C19—C20—C21—C24 | 4.1 (6) | C37—C36—N9—B2 | 177.1 (4) |
N6—C20—C21—C22 | 66.3 (5) | C35—C36—N9—B2 | −3.4 (6) |
C19—C20—C21—C22 | −114.6 (5) | N11—B2—N9—C36 | −119.6 (4) |
N7—C28—C29—C30 | −0.7 (4) | N7—B2—N9—C36 | 119.9 (4) |
C27—C28—C29—C30 | 179.3 (4) | N11—B2—N9—N10 | 56.8 (4) |
C28—C29—C30—N8 | 1.2 (4) | N7—B2—N9—N10 | −63.6 (4) |
C28—C29—C30—C31 | −175.6 (4) | C37—C38—N10—N9 | −0.1 (4) |
N8—C30—C31—C33 | 59.9 (5) | C39—C38—N10—N9 | −179.5 (3) |
C29—C30—C31—C33 | −123.7 (4) | C37—C38—N10—Zn2 | 177.7 (3) |
N8—C30—C31—C34 | 179.9 (3) | C39—C38—N10—Zn2 | −1.7 (7) |
C29—C30—C31—C34 | −3.7 (6) | C36—N9—N10—C38 | −0.1 (4) |
N8—C30—C31—C32 | −61.0 (5) | B2—N9—N10—C38 | −177.2 (3) |
C29—C30—C31—C32 | 115.4 (4) | C36—N9—N10—Zn2 | −178.6 (2) |
N9—C36—C37—C38 | −0.4 (4) | B2—N9—N10—Zn2 | 4.3 (4) |
C35—C36—C37—C38 | −179.9 (4) | C45—C44—N11—N12 | 0.2 (4) |
C36—C37—C38—N10 | 0.3 (5) | C43—C44—N11—N12 | 179.3 (4) |
C36—C37—C38—C39 | 179.6 (4) | C45—C44—N11—B2 | −173.4 (3) |
N10—C38—C39—C42 | −177.3 (4) | C43—C44—N11—B2 | 5.7 (6) |
C37—C38—C39—C42 | 3.4 (6) | N7—B2—N11—C44 | −121.4 (4) |
N10—C38—C39—C41 | −57.5 (5) | N9—B2—N11—C44 | 118.2 (4) |
C37—C38—C39—C41 | 123.2 (4) | N7—B2—N11—N12 | 65.6 (4) |
N10—C38—C39—C40 | 63.9 (5) | N9—B2—N11—N12 | −54.8 (4) |
C37—C38—C39—C40 | −115.4 (5) | C45—C46—N12—N11 | 1.6 (4) |
N11—C44—C45—C46 | 0.7 (4) | C47—C46—N12—N11 | −178.8 (3) |
C43—C44—C45—C46 | −178.3 (4) | C45—C46—N12—Zn2 | −178.1 (3) |
C44—C45—C46—N12 | −1.5 (4) | C47—C46—N12—Zn2 | 1.5 (6) |
C44—C45—C46—C47 | 179.0 (4) | C44—N11—N12—C46 | −1.2 (4) |
N12—C46—C47—C48 | 44.8 (5) | B2—N11—N12—C46 | 173.0 (3) |
C45—C46—C47—C48 | −135.8 (4) | C44—N11—N12—Zn2 | 178.6 (2) |
N12—C46—C47—C50 | 164.7 (3) | B2—N11—N12—Zn2 | −7.2 (4) |
C45—C46—C47—C50 | −15.9 (5) | C26—C25—Zn1—N6 | 156.6 (3) |
N12—C46—C47—C49 | −76.5 (4) | C26—C25—Zn1—N2 | 38.3 (4) |
C45—C46—C47—C49 | 103.0 (4) | C26—C25—Zn1—N4 | −89.4 (4) |
C3—C2—N1—N2 | 0.2 (4) | C20—N6—Zn1—C25 | −0.9 (5) |
C1—C2—N1—N2 | 178.5 (4) | N5—N6—Zn1—C25 | 172.1 (2) |
C3—C2—N1—B1 | −175.2 (3) | C20—N6—Zn1—N2 | 135.6 (4) |
C1—C2—N1—B1 | 3.1 (6) | N5—N6—Zn1—N2 | −51.3 (2) |
N3—B1—N1—C2 | −120.5 (4) | C20—N6—Zn1—N4 | −130.5 (4) |
N5—B1—N1—C2 | 119.2 (4) | N5—N6—Zn1—N4 | 42.5 (2) |
N3—B1—N1—N2 | 64.5 (4) | C4—N2—Zn1—C25 | 3.2 (5) |
N5—B1—N1—N2 | −55.8 (4) | N1—N2—Zn1—C25 | −176.8 (2) |
C3—C4—N2—N1 | 1.6 (4) | C4—N2—Zn1—N6 | −129.2 (4) |
C5—C4—N2—N1 | −177.9 (3) | N1—N2—Zn1—N6 | 50.8 (2) |
C3—C4—N2—Zn1 | −178.5 (3) | C4—N2—Zn1—N4 | 141.2 (4) |
C5—C4—N2—Zn1 | 2.1 (6) | N1—N2—Zn1—N4 | −38.9 (2) |
C2—N1—N2—C4 | −1.2 (4) | C12—N4—Zn1—C25 | 2.6 (5) |
B1—N1—N2—C4 | 174.6 (3) | N3—N4—Zn1—C25 | 179.8 (2) |
C2—N1—N2—Zn1 | 178.9 (2) | C12—N4—Zn1—N6 | 132.7 (4) |
B1—N1—N2—Zn1 | −5.3 (4) | N3—N4—Zn1—N6 | −50.1 (2) |
C11—C10—N3—N4 | −0.8 (4) | C12—N4—Zn1—N2 | −139.1 (4) |
C9—C10—N3—N4 | −179.9 (3) | N3—N4—Zn1—N2 | 38.1 (2) |
C11—C10—N3—B1 | 174.2 (4) | C52—C51—Zn2—N10 | 155.3 (3) |
C9—C10—N3—B1 | −4.9 (6) | C52—C51—Zn2—N12 | 35.8 (4) |
N5—B1—N3—C10 | −118.8 (4) | C52—C51—Zn2—N8 | −90.1 (3) |
N1—B1—N3—C10 | 120.2 (4) | C38—N10—Zn2—C51 | −5.6 (5) |
N5—B1—N3—N4 | 55.8 (4) | N9—N10—Zn2—C51 | 172.1 (2) |
N1—B1—N3—N4 | −65.2 (4) | C38—N10—Zn2—N12 | 131.8 (4) |
C11—C12—N4—N3 | −0.7 (4) | N9—N10—Zn2—N12 | −50.5 (2) |
C13—C12—N4—N3 | 176.6 (3) | C38—N10—Zn2—N8 | −134.3 (4) |
C11—C12—N4—Zn1 | 176.6 (3) | N9—N10—Zn2—N8 | 43.3 (2) |
C13—C12—N4—Zn1 | −6.1 (6) | C46—N12—Zn2—C51 | 5.7 (5) |
C10—N3—N4—C12 | 0.9 (4) | N11—N12—Zn2—C51 | −174.0 (2) |
B1—N3—N4—C12 | −174.6 (3) | C46—N12—Zn2—N10 | −128.1 (4) |
C10—N3—N4—Zn1 | −177.3 (2) | N11—N12—Zn2—N10 | 52.2 (2) |
B1—N3—N4—Zn1 | 7.2 (4) | C46—N12—Zn2—N8 | 141.5 (4) |
C19—C18—N5—N6 | −0.3 (4) | N11—N12—Zn2—N8 | −38.2 (2) |
C17—C18—N5—N6 | 179.3 (4) | C30—N8—Zn2—C51 | 4.5 (5) |
C19—C18—N5—B1 | 178.3 (4) | N7—N8—Zn2—C51 | −179.9 (2) |
C17—C18—N5—B1 | −2.0 (6) | C30—N8—Zn2—N10 | 135.6 (4) |
N3—B1—N5—C18 | 115.8 (4) | N7—N8—Zn2—N10 | −48.9 (2) |
N1—B1—N5—C18 | −123.3 (4) | C30—N8—Zn2—N12 | −136.4 (4) |
N3—B1—N5—N6 | −65.7 (4) | N7—N8—Zn2—N12 | 39.2 (2) |
[Zn(C2H5)(C24H40BN6)] | F(000) = 2224 |
Mr = 517.86 | Dx = 1.243 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 30.830 (4) Å | Cell parameters from 9681 reflections |
b = 9.8047 (12) Å | θ = 2.4–31.0° |
c = 19.170 (2) Å | µ = 0.91 mm−1 |
β = 107.2112 (18)° | T = 100 K |
V = 5535.2 (12) Å3 | Plate, colourless |
Z = 8 | 0.40 × 0.36 × 0.06 mm |
Bruker AXS SMART APEX CCD diffractometer | 13453 independent reflections |
Radiation source: sealed tube | 11426 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
ω scans | θmax = 28.3°, θmin = 1.4° |
Absorption correction: multi-scan (APEX2; Bruker, 2009) | h = −33→41 |
Tmin = 0.606, Tmax = 0.746 | k = −13→13 |
36280 measured reflections | l = −25→25 |
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)] = 0.074 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.186 | H-atom parameters constrained |
S = 1.25 | w = 1/[σ^2^(Fo^2^) + (0.P)^2^ + 43.5858P] where P = (Fo^2^ + 2Fc^2^)/3 |
13453 reflections | (Δ/σ)max = 0.001 |
639 parameters | Δρmax = 2.16 e Å−3 |
0 restraints | Δρmin = −0.89 e Å−3 |
[Zn(C2H5)(C24H40BN6)] | V = 5535.2 (12) Å3 |
Mr = 517.86 | Z = 8 |
Monoclinic, P21/c | Mo Kα radiation |
a = 30.830 (4) Å | µ = 0.91 mm−1 |
b = 9.8047 (12) Å | T = 100 K |
c = 19.170 (2) Å | 0.40 × 0.36 × 0.06 mm |
β = 107.2112 (18)° |
Bruker AXS SMART APEX CCD diffractometer | 13453 independent reflections |
Absorption correction: multi-scan (APEX2; Bruker, 2009) | 11426 reflections with I > 2σ(I) |
Tmin = 0.606, Tmax = 0.746 | Rint = 0.037 |
36280 measured reflections |
R[F2 > 2σ(F2)] = 0.074 | 0 restraints |
wR(F2) = 0.186 | H-atom parameters constrained |
S = 1.25 | w = 1/[σ^2^(Fo^2^) + (0.P)^2^ + 43.5858P] where P = (Fo^2^ + 2Fc^2^)/3 |
13453 reflections | Δρmax = 2.16 e Å−3 |
639 parameters | Δρmin = −0.89 e Å−3 |
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 F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > σ(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ 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 | ||
B1 | 0.10911 (17) | 0.8879 (5) | 0.4439 (3) | 0.0120 (9) | |
H1 | 0.1016 | 0.8613 | 0.4894 | 0.014* | |
B2 | 0.38871 (17) | 0.1263 (5) | 0.3349 (3) | 0.0115 (9) | |
H2 | 0.3954 | 0.1512 | 0.3876 | 0.014* | |
C1 | 0.02604 (18) | 0.7053 (6) | 0.4439 (3) | 0.0216 (10) | |
H1A | 0.0510 | 0.6550 | 0.4776 | 0.032* | |
H1B | −0.0013 | 0.6483 | 0.4303 | 0.032* | |
H1C | 0.0200 | 0.7887 | 0.4677 | 0.032* | |
C2 | 0.03879 (16) | 0.7422 (5) | 0.3766 (3) | 0.0160 (9) | |
C3 | 0.01915 (16) | 0.7000 (5) | 0.3055 (2) | 0.0154 (9) | |
H3 | −0.0066 | 0.6426 | 0.2879 | 0.019* | |
C4 | 0.04515 (15) | 0.7597 (5) | 0.2647 (2) | 0.0129 (8) | |
C5 | 0.03838 (16) | 0.7420 (5) | 0.1830 (3) | 0.0160 (9) | |
C6 | 0.08415 (16) | 0.7113 (5) | 0.1698 (3) | 0.0171 (9) | |
H6A | 0.1051 | 0.7874 | 0.1879 | 0.026* | |
H6B | 0.0796 | 0.6994 | 0.1174 | 0.026* | |
H6C | 0.0970 | 0.6277 | 0.1957 | 0.026* | |
C7 | 0.01702 (17) | 0.8706 (5) | 0.1431 (3) | 0.0194 (10) | |
H7A | −0.0123 | 0.8868 | 0.1518 | 0.029* | |
H7B | 0.0124 | 0.8595 | 0.0906 | 0.029* | |
H7C | 0.0372 | 0.9484 | 0.1612 | 0.029* | |
C8 | 0.00635 (18) | 0.6207 (5) | 0.1544 (3) | 0.0208 (10) | |
H8A | 0.0192 | 0.5382 | 0.1815 | 0.031* | |
H8B | 0.0029 | 0.6071 | 0.1023 | 0.031* | |
H8C | −0.0234 | 0.6396 | 0.1610 | 0.031* | |
C9 | 0.08432 (18) | 1.1014 (5) | 0.5473 (3) | 0.0195 (10) | |
H9A | 0.0586 | 1.0383 | 0.5330 | 0.029* | |
H9B | 0.0753 | 1.1844 | 0.5679 | 0.029* | |
H9C | 0.1096 | 1.0580 | 0.5840 | 0.029* | |
C10 | 0.09871 (15) | 1.1373 (5) | 0.4823 (2) | 0.0140 (9) | |
C11 | 0.10612 (16) | 1.2644 (5) | 0.4565 (3) | 0.0164 (9) | |
H11 | 0.1027 | 1.3502 | 0.4773 | 0.020* | |
C12 | 0.11948 (15) | 1.2423 (5) | 0.3946 (2) | 0.0135 (9) | |
C13 | 0.13382 (16) | 1.3479 (4) | 0.3476 (3) | 0.0155 (9) | |
C14 | 0.1049 (2) | 1.3340 (5) | 0.2680 (3) | 0.0234 (11) | |
H14A | 0.1055 | 1.2391 | 0.2523 | 0.035* | |
H14B | 0.1171 | 1.3934 | 0.2372 | 0.035* | |
H14C | 0.0736 | 1.3607 | 0.2635 | 0.035* | |
C15 | 0.18434 (17) | 1.3260 (5) | 0.3548 (3) | 0.0224 (11) | |
H15A | 0.2024 | 1.3394 | 0.4058 | 0.034* | |
H15B | 0.1939 | 1.3916 | 0.3237 | 0.034* | |
H15C | 0.1889 | 1.2330 | 0.3395 | 0.034* | |
C16 | 0.12897 (18) | 1.4921 (5) | 0.3755 (3) | 0.0218 (10) | |
H16A | 0.0975 | 1.5070 | 0.3752 | 0.033* | |
H16B | 0.1372 | 1.5594 | 0.3438 | 0.033* | |
H16C | 0.1491 | 1.5021 | 0.4255 | 0.033* | |
C17 | 0.17954 (18) | 0.7427 (6) | 0.5763 (3) | 0.0234 (11) | |
H17A | 0.1735 | 0.8278 | 0.5985 | 0.035* | |
H17B | 0.2065 | 0.6985 | 0.6089 | 0.035* | |
H17C | 0.1533 | 0.6816 | 0.5683 | 0.035* | |
C18 | 0.18767 (16) | 0.7732 (5) | 0.5050 (3) | 0.0163 (9) | |
C19 | 0.22531 (16) | 0.7454 (5) | 0.4828 (3) | 0.0183 (10) | |
H19 | 0.2524 | 0.7015 | 0.5105 | 0.022* | |
C20 | 0.21599 (15) | 0.7941 (5) | 0.4120 (3) | 0.0149 (9) | |
C21 | 0.24581 (17) | 0.7869 (6) | 0.3615 (3) | 0.0223 (11) | |
C22 | 0.26036 (19) | 0.9307 (6) | 0.3458 (3) | 0.0291 (12) | |
H22A | 0.2334 | 0.9849 | 0.3218 | 0.044* | |
H22B | 0.2798 | 0.9243 | 0.3137 | 0.044* | |
H22C | 0.2772 | 0.9745 | 0.3918 | 0.044* | |
C23 | 0.2206 (2) | 0.7144 (6) | 0.2905 (3) | 0.0270 (12) | |
H23A | 0.2133 | 0.6210 | 0.3014 | 0.040* | |
H23B | 0.2398 | 0.7122 | 0.2580 | 0.040* | |
H23C | 0.1924 | 0.7636 | 0.2667 | 0.040* | |
C24 | 0.2885 (2) | 0.7048 (7) | 0.3988 (4) | 0.0370 (15) | |
H24A | 0.3062 | 0.7528 | 0.4429 | 0.055* | |
H24B | 0.3069 | 0.6944 | 0.3652 | 0.055* | |
H24C | 0.2798 | 0.6146 | 0.4122 | 0.055* | |
C25 | 0.15084 (17) | 1.0249 (5) | 0.2180 (3) | 0.0175 (9) | |
H25A | 0.1703 | 1.1063 | 0.2335 | 0.021* | |
H25B | 0.1707 | 0.9521 | 0.2089 | 0.021* | |
C26 | 0.1173 (2) | 1.0600 (6) | 0.1435 (3) | 0.0257 (11) | |
H26A | 0.1018 | 0.9768 | 0.1208 | 0.039* | |
H26B | 0.1338 | 1.1001 | 0.1120 | 0.039* | |
H26C | 0.0949 | 1.1255 | 0.1502 | 0.039* | |
C27 | 0.41009 (19) | −0.0930 (5) | 0.4601 (3) | 0.0223 (10) | |
H27A | 0.4393 | −0.0454 | 0.4743 | 0.033* | |
H27B | 0.4127 | −0.1778 | 0.4881 | 0.033* | |
H27C | 0.3868 | −0.0346 | 0.4700 | 0.033* | |
C28 | 0.39704 (16) | −0.1256 (5) | 0.3803 (3) | 0.0150 (9) | |
C29 | 0.39153 (16) | −0.2511 (5) | 0.3465 (3) | 0.0161 (9) | |
H29 | 0.3955 | −0.3376 | 0.3698 | 0.019* | |
C30 | 0.37898 (15) | −0.2269 (5) | 0.2717 (3) | 0.0140 (9) | |
C31 | 0.36561 (17) | −0.3300 (5) | 0.2105 (3) | 0.0173 (9) | |
C32 | 0.31561 (18) | −0.3061 (5) | 0.1668 (3) | 0.0237 (11) | |
H32A | 0.2961 | −0.3266 | 0.1976 | 0.036* | |
H32B | 0.3075 | −0.3658 | 0.1239 | 0.036* | |
H32C | 0.3114 | −0.2107 | 0.1510 | 0.036* | |
C33 | 0.39638 (18) | −0.3143 (5) | 0.1612 (3) | 0.0207 (10) | |
H33A | 0.3943 | −0.2207 | 0.1427 | 0.031* | |
H33B | 0.3866 | −0.3780 | 0.1201 | 0.031* | |
H33C | 0.4278 | −0.3343 | 0.1894 | 0.031* | |
C34 | 0.37083 (18) | −0.4760 (5) | 0.2418 (3) | 0.0224 (11) | |
H34A | 0.4019 | −0.4889 | 0.2737 | 0.034* | |
H34B | 0.3646 | −0.5419 | 0.2016 | 0.034* | |
H34C | 0.3493 | −0.4899 | 0.2699 | 0.034* | |
C35 | 0.32027 (18) | 0.2886 (6) | 0.3960 (3) | 0.0238 (11) | |
H35A | 0.3253 | 0.2038 | 0.4244 | 0.036* | |
H35B | 0.2937 | 0.3359 | 0.4024 | 0.036* | |
H35C | 0.3471 | 0.3473 | 0.4130 | 0.036* | |
C36 | 0.31221 (16) | 0.2563 (5) | 0.3172 (3) | 0.0165 (9) | |
C37 | 0.27592 (16) | 0.2894 (5) | 0.2583 (3) | 0.0182 (10) | |
H37 | 0.2498 | 0.3397 | 0.2593 | 0.022* | |
C38 | 0.28476 (16) | 0.2354 (5) | 0.1970 (3) | 0.0170 (9) | |
C39 | 0.25522 (16) | 0.2433 (5) | 0.1182 (3) | 0.0185 (10) | |
C40 | 0.23975 (18) | 0.0988 (6) | 0.0915 (3) | 0.0243 (11) | |
H40A | 0.2664 | 0.0420 | 0.0944 | 0.036* | |
H40B | 0.2204 | 0.1027 | 0.0407 | 0.036* | |
H40C | 0.2226 | 0.0593 | 0.1222 | 0.036* | |
C41 | 0.28123 (18) | 0.3075 (5) | 0.0699 (3) | 0.0211 (10) | |
H41A | 0.2883 | 0.4028 | 0.0843 | 0.032* | |
H41B | 0.2626 | 0.3038 | 0.0187 | 0.032* | |
H41C | 0.3095 | 0.2571 | 0.0756 | 0.032* | |
C42 | 0.21314 (18) | 0.3300 (6) | 0.1133 (3) | 0.0286 (12) | |
H42A | 0.1962 | 0.2899 | 0.1442 | 0.043* | |
H42B | 0.1937 | 0.3328 | 0.0626 | 0.043* | |
H42C | 0.2225 | 0.4228 | 0.1301 | 0.043* | |
C43 | 0.47375 (18) | 0.2988 (6) | 0.4190 (3) | 0.0220 (10) | |
H43A | 0.5003 | 0.3591 | 0.4323 | 0.033* | |
H43B | 0.4810 | 0.2139 | 0.4470 | 0.033* | |
H43C | 0.4482 | 0.3441 | 0.4301 | 0.033* | |
C44 | 0.46116 (16) | 0.2672 (5) | 0.3389 (3) | 0.0160 (9) | |
C45 | 0.48126 (16) | 0.3103 (5) | 0.2876 (3) | 0.0164 (9) | |
H45 | 0.5074 | 0.3664 | 0.2960 | 0.020* | |
C46 | 0.45598 (15) | 0.2561 (5) | 0.2211 (2) | 0.0127 (8) | |
C47 | 0.46372 (16) | 0.2747 (5) | 0.1473 (2) | 0.0151 (9) | |
C48 | 0.41874 (16) | 0.3032 (5) | 0.0889 (3) | 0.0165 (9) | |
H48A | 0.3974 | 0.2290 | 0.0884 | 0.025* | |
H48B | 0.4239 | 0.3094 | 0.0410 | 0.025* | |
H48C | 0.4061 | 0.3894 | 0.0999 | 0.025* | |
C49 | 0.48586 (17) | 0.1445 (5) | 0.1286 (3) | 0.0187 (10) | |
H49A | 0.5150 | 0.1289 | 0.1659 | 0.028* | |
H49B | 0.4910 | 0.1551 | 0.0808 | 0.028* | |
H49C | 0.4658 | 0.0665 | 0.1273 | 0.028* | |
C50 | 0.49565 (17) | 0.3951 (5) | 0.1507 (3) | 0.0201 (10) | |
H50A | 0.4827 | 0.4770 | 0.1660 | 0.030* | |
H50B | 0.4995 | 0.4102 | 0.1023 | 0.030* | |
H50C | 0.5252 | 0.3753 | 0.1859 | 0.030* | |
C51 | 0.35140 (16) | −0.0072 (5) | 0.0687 (2) | 0.0152 (9) | |
H51A | 0.3323 | −0.0896 | 0.0650 | 0.018* | |
H51B | 0.3315 | 0.0645 | 0.0395 | 0.018* | |
C52 | 0.38650 (18) | −0.0407 (5) | 0.0293 (3) | 0.0213 (10) | |
H52A | 0.4028 | 0.0426 | 0.0239 | 0.032* | |
H52B | 0.3711 | −0.0782 | −0.0191 | 0.032* | |
H52C | 0.4081 | −0.1079 | 0.0577 | 0.032* | |
N1 | 0.07425 (13) | 0.8233 (4) | 0.3776 (2) | 0.0125 (7) | |
N2 | 0.07816 (13) | 0.8365 (4) | 0.3084 (2) | 0.0137 (8) | |
N3 | 0.10780 (13) | 1.0443 (4) | 0.4370 (2) | 0.0131 (7) | |
N4 | 0.12032 (13) | 1.1063 (4) | 0.3817 (2) | 0.0134 (8) | |
N5 | 0.15744 (13) | 0.8368 (4) | 0.4489 (2) | 0.0137 (8) | |
N6 | 0.17457 (13) | 0.8520 (4) | 0.3909 (2) | 0.0137 (8) | |
N7 | 0.38871 (13) | −0.0301 (4) | 0.3273 (2) | 0.0125 (7) | |
N8 | 0.37766 (13) | −0.0907 (4) | 0.2597 (2) | 0.0140 (8) | |
N9 | 0.34178 (13) | 0.1834 (4) | 0.2920 (2) | 0.0127 (7) | |
N10 | 0.32501 (13) | 0.1696 (4) | 0.2172 (2) | 0.0140 (8) | |
N11 | 0.42531 (13) | 0.1882 (4) | 0.3043 (2) | 0.0118 (7) | |
N12 | 0.42219 (13) | 0.1794 (4) | 0.2317 (2) | 0.0121 (7) | |
Zn1 | 0.132338 (18) | 0.96554 (5) | 0.30485 (3) | 0.01287 (12) | |
Zn2 | 0.367856 (18) | 0.05381 (5) | 0.17325 (3) | 0.01222 (12) |
U11 | U22 | U33 | U12 | U13 | U23 | |
B1 | 0.010 (2) | 0.015 (2) | 0.011 (2) | −0.0008 (18) | 0.0036 (18) | 0.0003 (18) |
B2 | 0.011 (2) | 0.013 (2) | 0.012 (2) | −0.0001 (18) | 0.0063 (18) | −0.0008 (18) |
C1 | 0.018 (2) | 0.027 (3) | 0.022 (3) | −0.010 (2) | 0.009 (2) | −0.002 (2) |
C2 | 0.013 (2) | 0.011 (2) | 0.023 (2) | 0.0001 (17) | 0.0057 (18) | 0.0017 (17) |
C3 | 0.012 (2) | 0.018 (2) | 0.015 (2) | −0.0020 (17) | 0.0017 (17) | −0.0006 (17) |
C4 | 0.011 (2) | 0.013 (2) | 0.014 (2) | 0.0040 (16) | 0.0034 (16) | 0.0002 (16) |
C5 | 0.014 (2) | 0.016 (2) | 0.017 (2) | 0.0029 (18) | 0.0017 (17) | 0.0008 (17) |
C6 | 0.017 (2) | 0.018 (2) | 0.016 (2) | 0.0046 (18) | 0.0033 (18) | 0.0020 (18) |
C7 | 0.020 (2) | 0.019 (2) | 0.018 (2) | 0.0055 (19) | 0.0031 (19) | 0.0025 (18) |
C8 | 0.021 (3) | 0.022 (2) | 0.016 (2) | −0.002 (2) | 0.0018 (19) | −0.0032 (19) |
C9 | 0.022 (3) | 0.017 (2) | 0.019 (2) | −0.0010 (19) | 0.0061 (19) | −0.0035 (18) |
C10 | 0.011 (2) | 0.016 (2) | 0.012 (2) | 0.0034 (17) | 0.0000 (16) | −0.0017 (16) |
C11 | 0.013 (2) | 0.016 (2) | 0.018 (2) | 0.0003 (17) | 0.0003 (17) | −0.0005 (18) |
C12 | 0.009 (2) | 0.013 (2) | 0.015 (2) | 0.0016 (16) | −0.0020 (16) | 0.0003 (16) |
C13 | 0.013 (2) | 0.0075 (19) | 0.025 (2) | 0.0013 (16) | 0.0047 (18) | 0.0016 (17) |
C14 | 0.034 (3) | 0.017 (2) | 0.018 (2) | 0.002 (2) | 0.006 (2) | 0.0053 (19) |
C15 | 0.020 (3) | 0.013 (2) | 0.036 (3) | −0.0026 (19) | 0.010 (2) | 0.001 (2) |
C16 | 0.020 (3) | 0.021 (2) | 0.025 (3) | 0.001 (2) | 0.008 (2) | −0.001 (2) |
C17 | 0.023 (3) | 0.031 (3) | 0.016 (2) | 0.007 (2) | 0.005 (2) | 0.007 (2) |
C18 | 0.014 (2) | 0.017 (2) | 0.015 (2) | −0.0010 (17) | 0.0001 (17) | 0.0022 (17) |
C19 | 0.009 (2) | 0.025 (2) | 0.019 (2) | −0.0004 (18) | 0.0003 (17) | 0.0036 (19) |
C20 | 0.006 (2) | 0.015 (2) | 0.022 (2) | −0.0017 (16) | 0.0016 (17) | 0.0008 (17) |
C21 | 0.013 (2) | 0.028 (3) | 0.028 (3) | 0.004 (2) | 0.009 (2) | 0.011 (2) |
C22 | 0.020 (3) | 0.032 (3) | 0.036 (3) | −0.006 (2) | 0.008 (2) | 0.010 (2) |
C23 | 0.032 (3) | 0.027 (3) | 0.029 (3) | 0.007 (2) | 0.020 (2) | 0.004 (2) |
C24 | 0.021 (3) | 0.053 (4) | 0.042 (4) | 0.016 (3) | 0.016 (3) | 0.023 (3) |
C25 | 0.020 (2) | 0.018 (2) | 0.014 (2) | 0.0010 (19) | 0.0061 (18) | 0.0010 (18) |
C26 | 0.033 (3) | 0.023 (3) | 0.020 (3) | −0.001 (2) | 0.007 (2) | 0.005 (2) |
C27 | 0.029 (3) | 0.021 (2) | 0.016 (2) | 0.000 (2) | 0.005 (2) | 0.0020 (19) |
C28 | 0.013 (2) | 0.018 (2) | 0.016 (2) | −0.0001 (17) | 0.0077 (17) | 0.0021 (17) |
C29 | 0.015 (2) | 0.015 (2) | 0.020 (2) | −0.0021 (17) | 0.0076 (18) | 0.0012 (18) |
C30 | 0.007 (2) | 0.016 (2) | 0.020 (2) | −0.0006 (16) | 0.0059 (17) | 0.0005 (17) |
C31 | 0.019 (2) | 0.019 (2) | 0.015 (2) | −0.0024 (19) | 0.0074 (18) | −0.0029 (18) |
C32 | 0.019 (3) | 0.019 (2) | 0.030 (3) | −0.001 (2) | 0.002 (2) | −0.004 (2) |
C33 | 0.025 (3) | 0.019 (2) | 0.021 (2) | 0.000 (2) | 0.012 (2) | −0.0041 (19) |
C34 | 0.023 (3) | 0.018 (2) | 0.025 (3) | −0.001 (2) | 0.005 (2) | 0.000 (2) |
C35 | 0.020 (3) | 0.029 (3) | 0.024 (3) | 0.003 (2) | 0.008 (2) | −0.006 (2) |
C36 | 0.014 (2) | 0.018 (2) | 0.020 (2) | −0.0011 (18) | 0.0098 (18) | −0.0026 (18) |
C37 | 0.013 (2) | 0.024 (2) | 0.018 (2) | 0.0011 (19) | 0.0054 (18) | −0.0020 (19) |
C38 | 0.011 (2) | 0.019 (2) | 0.021 (2) | −0.0003 (18) | 0.0031 (18) | −0.0011 (18) |
C39 | 0.013 (2) | 0.019 (2) | 0.021 (2) | −0.0008 (18) | 0.0005 (18) | −0.0047 (18) |
C40 | 0.022 (3) | 0.026 (3) | 0.022 (3) | −0.006 (2) | 0.001 (2) | −0.005 (2) |
C41 | 0.021 (3) | 0.020 (2) | 0.019 (2) | −0.0017 (19) | 0.0007 (19) | −0.0014 (19) |
C42 | 0.015 (3) | 0.036 (3) | 0.031 (3) | 0.007 (2) | 0.000 (2) | −0.004 (2) |
C43 | 0.018 (3) | 0.029 (3) | 0.016 (2) | −0.008 (2) | 0.0016 (19) | −0.004 (2) |
C44 | 0.016 (2) | 0.016 (2) | 0.016 (2) | −0.0012 (18) | 0.0040 (18) | −0.0006 (17) |
C45 | 0.014 (2) | 0.018 (2) | 0.018 (2) | −0.0017 (18) | 0.0049 (18) | −0.0012 (18) |
C46 | 0.011 (2) | 0.0118 (19) | 0.015 (2) | 0.0000 (16) | 0.0035 (16) | 0.0005 (16) |
C47 | 0.013 (2) | 0.019 (2) | 0.013 (2) | 0.0017 (18) | 0.0037 (17) | 0.0026 (17) |
C48 | 0.018 (2) | 0.015 (2) | 0.018 (2) | 0.0029 (18) | 0.0089 (19) | 0.0035 (17) |
C49 | 0.018 (2) | 0.021 (2) | 0.018 (2) | 0.0036 (19) | 0.0066 (19) | 0.0000 (18) |
C50 | 0.020 (3) | 0.023 (2) | 0.020 (2) | −0.003 (2) | 0.011 (2) | 0.0016 (19) |
C51 | 0.017 (2) | 0.016 (2) | 0.012 (2) | −0.0008 (17) | 0.0032 (17) | −0.0021 (17) |
C52 | 0.025 (3) | 0.022 (2) | 0.018 (2) | −0.001 (2) | 0.006 (2) | −0.0046 (19) |
N1 | 0.0102 (18) | 0.0136 (18) | 0.0138 (18) | −0.0019 (14) | 0.0038 (14) | 0.0001 (14) |
N2 | 0.016 (2) | 0.0145 (18) | 0.0093 (17) | 0.0007 (15) | 0.0023 (14) | 0.0003 (14) |
N3 | 0.0110 (19) | 0.0168 (18) | 0.0117 (18) | 0.0010 (15) | 0.0033 (14) | 0.0009 (14) |
N4 | 0.0082 (18) | 0.0164 (19) | 0.0137 (18) | −0.0020 (14) | 0.0001 (14) | 0.0025 (14) |
N5 | 0.0142 (19) | 0.0144 (18) | 0.0123 (18) | 0.0010 (15) | 0.0037 (15) | 0.0007 (14) |
N6 | 0.0118 (19) | 0.0160 (18) | 0.0130 (18) | −0.0017 (15) | 0.0032 (14) | 0.0011 (14) |
N7 | 0.0101 (18) | 0.0130 (18) | 0.0151 (19) | −0.0005 (14) | 0.0049 (14) | −0.0013 (14) |
N8 | 0.0114 (19) | 0.0176 (19) | 0.0133 (18) | 0.0005 (15) | 0.0044 (14) | −0.0008 (15) |
N9 | 0.0136 (19) | 0.0136 (18) | 0.0110 (18) | −0.0009 (14) | 0.0038 (14) | −0.0016 (14) |
N10 | 0.0115 (19) | 0.0169 (19) | 0.0131 (18) | −0.0004 (15) | 0.0029 (14) | −0.0029 (15) |
N11 | 0.0095 (18) | 0.0136 (18) | 0.0119 (18) | 0.0004 (14) | 0.0027 (14) | 0.0001 (14) |
N12 | 0.0114 (18) | 0.0124 (17) | 0.0125 (18) | 0.0001 (14) | 0.0035 (14) | −0.0021 (14) |
Zn1 | 0.0132 (3) | 0.0130 (2) | 0.0123 (3) | 0.00035 (19) | 0.00369 (19) | 0.00222 (19) |
Zn2 | 0.0130 (3) | 0.0130 (2) | 0.0105 (2) | −0.00055 (19) | 0.00333 (19) | −0.00198 (19) |
B1—N1 | 1.538 (6) | C27—H27B | 0.9800 |
B1—N3 | 1.539 (6) | C27—H27C | 0.9800 |
B1—N5 | 1.548 (6) | C28—N7 | 1.350 (6) |
B1—H1 | 1.0000 | C28—C29 | 1.377 (7) |
B2—N7 | 1.540 (6) | C29—C30 | 1.390 (7) |
B2—N11 | 1.542 (6) | C29—H29 | 0.9500 |
B2—N9 | 1.542 (6) | C30—N8 | 1.354 (6) |
B2—H2 | 1.0000 | C30—C31 | 1.510 (6) |
C1—C2 | 1.500 (7) | C31—C33 | 1.532 (7) |
C1—H1A | 0.9800 | C31—C32 | 1.539 (7) |
C1—H1B | 0.9800 | C31—C34 | 1.541 (7) |
C1—H1C | 0.9800 | C32—H32A | 0.9800 |
C2—N1 | 1.347 (6) | C32—H32B | 0.9800 |
C2—C3 | 1.382 (7) | C32—H32C | 0.9800 |
C3—C4 | 1.403 (6) | C33—H33A | 0.9800 |
C3—H3 | 0.9500 | C33—H33B | 0.9800 |
C4—N2 | 1.342 (6) | C33—H33C | 0.9800 |
C4—C5 | 1.527 (6) | C34—H34A | 0.9800 |
C5—C7 | 1.519 (6) | C34—H34B | 0.9800 |
C5—C6 | 1.535 (7) | C34—H34C | 0.9800 |
C5—C8 | 1.540 (7) | C35—C36 | 1.490 (7) |
C6—H6A | 0.9800 | C35—H35A | 0.9800 |
C6—H6B | 0.9800 | C35—H35B | 0.9800 |
C6—H6C | 0.9800 | C35—H35C | 0.9800 |
C7—H7A | 0.9800 | C36—N9 | 1.356 (6) |
C7—H7B | 0.9800 | C36—C37 | 1.373 (7) |
C7—H7C | 0.9800 | C37—C38 | 1.388 (7) |
C8—H8A | 0.9800 | C37—H37 | 0.9500 |
C8—H8B | 0.9800 | C38—N10 | 1.350 (6) |
C8—H8C | 0.9800 | C38—C39 | 1.516 (7) |
C9—C10 | 1.484 (7) | C39—C41 | 1.530 (7) |
C9—H9A | 0.9800 | C39—C42 | 1.531 (7) |
C9—H9B | 0.9800 | C39—C40 | 1.534 (7) |
C9—H9C | 0.9800 | C40—H40A | 0.9800 |
C10—N3 | 1.345 (6) | C40—H40B | 0.9800 |
C10—C11 | 1.383 (7) | C40—H40C | 0.9800 |
C11—C12 | 1.384 (7) | C41—H41A | 0.9800 |
C11—H11 | 0.9500 | C41—H41B | 0.9800 |
C12—N4 | 1.358 (6) | C41—H41C | 0.9800 |
C12—C13 | 1.522 (6) | C42—H42A | 0.9800 |
C13—C14 | 1.529 (7) | C42—H42B | 0.9800 |
C13—C16 | 1.535 (7) | C42—H42C | 0.9800 |
C13—C15 | 1.537 (7) | C43—C44 | 1.501 (7) |
C14—H14A | 0.9800 | C43—H43A | 0.9800 |
C14—H14B | 0.9800 | C43—H43B | 0.9800 |
C14—H14C | 0.9800 | C43—H43C | 0.9800 |
C15—H15A | 0.9800 | C44—N11 | 1.352 (6) |
C15—H15B | 0.9800 | C44—C45 | 1.376 (7) |
C15—H15C | 0.9800 | C45—C46 | 1.387 (6) |
C16—H16A | 0.9800 | C45—H45 | 0.9500 |
C16—H16B | 0.9800 | C46—N12 | 1.347 (6) |
C16—H16C | 0.9800 | C46—C47 | 1.515 (6) |
C17—C18 | 1.490 (7) | C47—C50 | 1.526 (7) |
C17—H17A | 0.9800 | C47—C48 | 1.528 (6) |
C17—H17B | 0.9800 | C47—C49 | 1.538 (7) |
C17—H17C | 0.9800 | C48—H48A | 0.9800 |
C18—N5 | 1.349 (6) | C48—H48B | 0.9800 |
C18—C19 | 1.377 (7) | C48—H48C | 0.9800 |
C19—C20 | 1.385 (7) | C49—H49A | 0.9800 |
C19—H19 | 0.9500 | C49—H49B | 0.9800 |
C20—N6 | 1.346 (6) | C49—H49C | 0.9800 |
C20—C21 | 1.521 (7) | C50—H50A | 0.9800 |
C21—C24 | 1.528 (7) | C50—H50B | 0.9800 |
C21—C23 | 1.529 (8) | C50—H50C | 0.9800 |
C21—C22 | 1.536 (7) | C51—C52 | 1.527 (7) |
C22—H22A | 0.9800 | C51—Zn2 | 2.008 (4) |
C22—H22B | 0.9800 | C51—H51A | 0.9900 |
C22—H22C | 0.9800 | C51—H51B | 0.9900 |
C23—H23A | 0.9800 | C52—H52A | 0.9800 |
C23—H23B | 0.9800 | C52—H52B | 0.9800 |
C23—H23C | 0.9800 | C52—H52C | 0.9800 |
C24—H24A | 0.9800 | N1—N2 | 1.372 (5) |
C24—H24B | 0.9800 | N2—Zn1 | 2.113 (4) |
C24—H24C | 0.9800 | N3—N4 | 1.373 (5) |
C25—C26 | 1.533 (7) | N4—Zn1 | 2.130 (4) |
C25—Zn1 | 2.000 (5) | N5—N6 | 1.373 (5) |
C25—H25A | 0.9900 | N6—Zn1 | 2.094 (4) |
C25—H25B | 0.9900 | N7—N8 | 1.373 (5) |
C26—H26A | 0.9800 | N8—Zn2 | 2.133 (4) |
C26—H26B | 0.9800 | N9—N10 | 1.379 (5) |
C26—H26C | 0.9800 | N10—Zn2 | 2.098 (4) |
C27—C28 | 1.496 (7) | N11—N12 | 1.370 (5) |
C27—H27A | 0.9800 | N12—Zn2 | 2.113 (4) |
N1—B1—N3 | 110.2 (4) | C30—C31—C34 | 110.3 (4) |
N1—B1—N5 | 110.0 (4) | C33—C31—C34 | 108.7 (4) |
N3—B1—N5 | 109.2 (4) | C32—C31—C34 | 109.0 (4) |
N1—B1—H1 | 109.2 | C31—C32—H32A | 109.5 |
N3—B1—H1 | 109.2 | C31—C32—H32B | 109.5 |
N5—B1—H1 | 109.2 | H32A—C32—H32B | 109.5 |
N7—B2—N11 | 109.6 (4) | C31—C32—H32C | 109.5 |
N7—B2—N9 | 109.7 (4) | H32A—C32—H32C | 109.5 |
N11—B2—N9 | 109.3 (4) | H32B—C32—H32C | 109.5 |
N7—B2—H2 | 109.4 | C31—C33—H33A | 109.5 |
N11—B2—H2 | 109.4 | C31—C33—H33B | 109.5 |
N9—B2—H2 | 109.4 | H33A—C33—H33B | 109.5 |
C2—C1—H1A | 109.5 | C31—C33—H33C | 109.5 |
C2—C1—H1B | 109.5 | H33A—C33—H33C | 109.5 |
H1A—C1—H1B | 109.5 | H33B—C33—H33C | 109.5 |
C2—C1—H1C | 109.5 | C31—C34—H34A | 109.5 |
H1A—C1—H1C | 109.5 | C31—C34—H34B | 109.5 |
H1B—C1—H1C | 109.5 | H34A—C34—H34B | 109.5 |
N1—C2—C3 | 107.9 (4) | C31—C34—H34C | 109.5 |
N1—C2—C1 | 123.3 (4) | H34A—C34—H34C | 109.5 |
C3—C2—C1 | 128.8 (4) | H34B—C34—H34C | 109.5 |
C2—C3—C4 | 105.7 (4) | C36—C35—H35A | 109.5 |
C2—C3—H3 | 127.2 | C36—C35—H35B | 109.5 |
C4—C3—H3 | 127.2 | H35A—C35—H35B | 109.5 |
N2—C4—C3 | 109.7 (4) | C36—C35—H35C | 109.5 |
N2—C4—C5 | 123.6 (4) | H35A—C35—H35C | 109.5 |
C3—C4—C5 | 126.7 (4) | H35B—C35—H35C | 109.5 |
C7—C5—C4 | 109.2 (4) | N9—C36—C37 | 107.5 (4) |
C7—C5—C6 | 111.3 (4) | N9—C36—C35 | 123.1 (4) |
C4—C5—C6 | 109.7 (4) | C37—C36—C35 | 129.4 (4) |
C7—C5—C8 | 109.0 (4) | C36—C37—C38 | 106.9 (4) |
C4—C5—C8 | 109.4 (4) | C36—C37—H37 | 126.6 |
C6—C5—C8 | 108.3 (4) | C38—C37—H37 | 126.6 |
C5—C6—H6A | 109.5 | N10—C38—C37 | 109.5 (4) |
C5—C6—H6B | 109.5 | N10—C38—C39 | 122.7 (4) |
H6A—C6—H6B | 109.5 | C37—C38—C39 | 127.8 (4) |
C5—C6—H6C | 109.5 | C38—C39—C41 | 110.9 (4) |
H6A—C6—H6C | 109.5 | C38—C39—C42 | 109.8 (4) |
H6B—C6—H6C | 109.5 | C41—C39—C42 | 108.7 (4) |
C5—C7—H7A | 109.5 | C38—C39—C40 | 108.8 (4) |
C5—C7—H7B | 109.5 | C41—C39—C40 | 110.1 (4) |
H7A—C7—H7B | 109.5 | C42—C39—C40 | 108.6 (4) |
C5—C7—H7C | 109.5 | C39—C40—H40A | 109.5 |
H7A—C7—H7C | 109.5 | C39—C40—H40B | 109.5 |
H7B—C7—H7C | 109.5 | H40A—C40—H40B | 109.5 |
C5—C8—H8A | 109.5 | C39—C40—H40C | 109.5 |
C5—C8—H8B | 109.5 | H40A—C40—H40C | 109.5 |
H8A—C8—H8B | 109.5 | H40B—C40—H40C | 109.5 |
C5—C8—H8C | 109.5 | C39—C41—H41A | 109.5 |
H8A—C8—H8C | 109.5 | C39—C41—H41B | 109.5 |
H8B—C8—H8C | 109.5 | H41A—C41—H41B | 109.5 |
C10—C9—H9A | 109.5 | C39—C41—H41C | 109.5 |
C10—C9—H9B | 109.5 | H41A—C41—H41C | 109.5 |
H9A—C9—H9B | 109.5 | H41B—C41—H41C | 109.5 |
C10—C9—H9C | 109.5 | C39—C42—H42A | 109.5 |
H9A—C9—H9C | 109.5 | C39—C42—H42B | 109.5 |
H9B—C9—H9C | 109.5 | H42A—C42—H42B | 109.5 |
N3—C10—C11 | 107.0 (4) | C39—C42—H42C | 109.5 |
N3—C10—C9 | 123.5 (4) | H42A—C42—H42C | 109.5 |
C11—C10—C9 | 129.4 (4) | H42B—C42—H42C | 109.5 |
C10—C11—C12 | 106.7 (4) | C44—C43—H43A | 109.5 |
C10—C11—H11 | 126.7 | C44—C43—H43B | 109.5 |
C12—C11—H11 | 126.7 | H43A—C43—H43B | 109.5 |
N4—C12—C11 | 109.7 (4) | C44—C43—H43C | 109.5 |
N4—C12—C13 | 122.4 (4) | H43A—C43—H43C | 109.5 |
C11—C12—C13 | 127.9 (4) | H43B—C43—H43C | 109.5 |
C12—C13—C14 | 110.2 (4) | N11—C44—C45 | 107.5 (4) |
C12—C13—C16 | 110.2 (4) | N11—C44—C43 | 123.2 (4) |
C14—C13—C16 | 110.0 (4) | C45—C44—C43 | 129.3 (4) |
C12—C13—C15 | 108.4 (4) | C44—C45—C46 | 106.8 (4) |
C14—C13—C15 | 110.7 (4) | C44—C45—H45 | 126.6 |
C16—C13—C15 | 107.4 (4) | C46—C45—H45 | 126.6 |
C13—C14—H14A | 109.5 | N12—C46—C45 | 109.0 (4) |
C13—C14—H14B | 109.5 | N12—C46—C47 | 123.3 (4) |
H14A—C14—H14B | 109.5 | C45—C46—C47 | 127.7 (4) |
C13—C14—H14C | 109.5 | C46—C47—C50 | 109.3 (4) |
H14A—C14—H14C | 109.5 | C46—C47—C48 | 110.3 (4) |
H14B—C14—H14C | 109.5 | C50—C47—C48 | 108.9 (4) |
C13—C15—H15A | 109.5 | C46—C47—C49 | 108.7 (4) |
C13—C15—H15B | 109.5 | C50—C47—C49 | 109.1 (4) |
H15A—C15—H15B | 109.5 | C48—C47—C49 | 110.5 (4) |
C13—C15—H15C | 109.5 | C47—C48—H48A | 109.5 |
H15A—C15—H15C | 109.5 | C47—C48—H48B | 109.5 |
H15B—C15—H15C | 109.5 | H48A—C48—H48B | 109.5 |
C13—C16—H16A | 109.5 | C47—C48—H48C | 109.5 |
C13—C16—H16B | 109.5 | H48A—C48—H48C | 109.5 |
H16A—C16—H16B | 109.5 | H48B—C48—H48C | 109.5 |
C13—C16—H16C | 109.5 | C47—C49—H49A | 109.5 |
H16A—C16—H16C | 109.5 | C47—C49—H49B | 109.5 |
H16B—C16—H16C | 109.5 | H49A—C49—H49B | 109.5 |
C18—C17—H17A | 109.5 | C47—C49—H49C | 109.5 |
C18—C17—H17B | 109.5 | H49A—C49—H49C | 109.5 |
H17A—C17—H17B | 109.5 | H49B—C49—H49C | 109.5 |
C18—C17—H17C | 109.5 | C47—C50—H50A | 109.5 |
H17A—C17—H17C | 109.5 | C47—C50—H50B | 109.5 |
H17B—C17—H17C | 109.5 | H50A—C50—H50B | 109.5 |
N5—C18—C19 | 106.9 (4) | C47—C50—H50C | 109.5 |
N5—C18—C17 | 124.0 (4) | H50A—C50—H50C | 109.5 |
C19—C18—C17 | 129.1 (4) | H50B—C50—H50C | 109.5 |
C18—C19—C20 | 106.6 (4) | C52—C51—Zn2 | 123.4 (3) |
C18—C19—H19 | 126.7 | C52—C51—H51A | 106.5 |
C20—C19—H19 | 126.7 | Zn2—C51—H51A | 106.5 |
N6—C20—C19 | 110.1 (4) | C52—C51—H51B | 106.5 |
N6—C20—C21 | 121.8 (4) | Zn2—C51—H51B | 106.5 |
C19—C20—C21 | 128.2 (4) | H51A—C51—H51B | 106.5 |
C20—C21—C24 | 109.0 (4) | C51—C52—H52A | 109.5 |
C20—C21—C23 | 110.1 (4) | C51—C52—H52B | 109.5 |
C24—C21—C23 | 108.2 (5) | H52A—C52—H52B | 109.5 |
C20—C21—C22 | 110.5 (4) | C51—C52—H52C | 109.5 |
C24—C21—C22 | 108.3 (5) | H52A—C52—H52C | 109.5 |
C23—C21—C22 | 110.7 (4) | H52B—C52—H52C | 109.5 |
C21—C22—H22A | 109.5 | C2—N1—N2 | 110.2 (4) |
C21—C22—H22B | 109.5 | C2—N1—B1 | 128.3 (4) |
H22A—C22—H22B | 109.5 | N2—N1—B1 | 121.4 (4) |
C21—C22—H22C | 109.5 | C4—N2—N1 | 106.5 (4) |
H22A—C22—H22C | 109.5 | C4—N2—Zn1 | 140.9 (3) |
H22B—C22—H22C | 109.5 | N1—N2—Zn1 | 112.6 (3) |
C21—C23—H23A | 109.5 | C10—N3—N4 | 110.9 (4) |
C21—C23—H23B | 109.5 | C10—N3—B1 | 128.7 (4) |
H23A—C23—H23B | 109.5 | N4—N3—B1 | 120.1 (4) |
C21—C23—H23C | 109.5 | C12—N4—N3 | 105.6 (4) |
H23A—C23—H23C | 109.5 | C12—N4—Zn1 | 141.2 (3) |
H23B—C23—H23C | 109.5 | N3—N4—Zn1 | 113.2 (3) |
C21—C24—H24A | 109.5 | C18—N5—N6 | 110.8 (4) |
C21—C24—H24B | 109.5 | C18—N5—B1 | 128.6 (4) |
H24A—C24—H24B | 109.5 | N6—N5—B1 | 120.6 (4) |
C21—C24—H24C | 109.5 | C20—N6—N5 | 105.6 (4) |
H24A—C24—H24C | 109.5 | C20—N6—Zn1 | 140.8 (3) |
H24B—C24—H24C | 109.5 | N5—N6—Zn1 | 113.4 (3) |
C26—C25—Zn1 | 124.1 (4) | C28—N7—N8 | 110.4 (4) |
C26—C25—H25A | 106.3 | C28—N7—B2 | 128.7 (4) |
Zn1—C25—H25A | 106.3 | N8—N7—B2 | 120.9 (4) |
C26—C25—H25B | 106.3 | C30—N8—N7 | 106.3 (4) |
Zn1—C25—H25B | 106.3 | C30—N8—Zn2 | 141.0 (3) |
H25A—C25—H25B | 106.4 | N7—N8—Zn2 | 112.6 (3) |
C25—C26—H26A | 109.5 | C36—N9—N10 | 109.8 (4) |
C25—C26—H26B | 109.5 | C36—N9—B2 | 128.6 (4) |
H26A—C26—H26B | 109.5 | N10—N9—B2 | 121.5 (4) |
C25—C26—H26C | 109.5 | C38—N10—N9 | 106.4 (4) |
H26A—C26—H26C | 109.5 | C38—N10—Zn2 | 141.0 (3) |
H26B—C26—H26C | 109.5 | N9—N10—Zn2 | 112.6 (3) |
C28—C27—H27A | 109.5 | C44—N11—N12 | 109.7 (4) |
C28—C27—H27B | 109.5 | C44—N11—B2 | 128.5 (4) |
H27A—C27—H27B | 109.5 | N12—N11—B2 | 121.5 (4) |
C28—C27—H27C | 109.5 | C46—N12—N11 | 107.0 (4) |
H27A—C27—H27C | 109.5 | C46—N12—Zn2 | 140.6 (3) |
H27B—C27—H27C | 109.5 | N11—N12—Zn2 | 112.4 (3) |
N7—C28—C29 | 107.2 (4) | C25—Zn1—N6 | 123.14 (18) |
N7—C28—C27 | 123.7 (4) | C25—Zn1—N2 | 128.64 (18) |
C29—C28—C27 | 129.1 (4) | N6—Zn1—N2 | 88.23 (15) |
C28—C29—C30 | 106.9 (4) | C25—Zn1—N4 | 122.57 (18) |
C28—C29—H29 | 126.5 | N6—Zn1—N4 | 89.69 (15) |
C30—C29—H29 | 126.5 | N2—Zn1—N4 | 93.69 (15) |
N8—C30—C29 | 109.2 (4) | C51—Zn2—N10 | 123.99 (17) |
N8—C30—C31 | 122.7 (4) | C51—Zn2—N12 | 128.99 (17) |
C29—C30—C31 | 128.0 (4) | N10—Zn2—N12 | 88.07 (15) |
C30—C31—C33 | 109.6 (4) | C51—Zn2—N8 | 120.91 (17) |
C30—C31—C32 | 108.7 (4) | N10—Zn2—N8 | 90.49 (15) |
C33—C31—C32 | 110.6 (4) | N12—Zn2—N8 | 93.87 (15) |
N1—C2—C3—C4 | 0.4 (5) | N3—B1—N5—N6 | −65.4 (5) |
C1—C2—C3—C4 | −177.6 (5) | C19—C20—N6—N5 | −1.1 (5) |
C2—C3—C4—N2 | −1.3 (5) | C21—C20—N6—N5 | 178.5 (4) |
C2—C3—C4—C5 | 178.3 (4) | C19—C20—N6—Zn1 | 172.6 (4) |
N2—C4—C5—C7 | −75.5 (5) | C21—C20—N6—Zn1 | −7.8 (8) |
C3—C4—C5—C7 | 105.0 (5) | C18—N5—N6—C20 | 1.0 (5) |
N2—C4—C5—C6 | 46.7 (6) | B1—N5—N6—C20 | −178.2 (4) |
C3—C4—C5—C6 | −132.8 (5) | C18—N5—N6—Zn1 | −174.7 (3) |
N2—C4—C5—C8 | 165.4 (4) | B1—N5—N6—Zn1 | 6.1 (5) |
C3—C4—C5—C8 | −14.2 (6) | C29—C28—N7—N8 | 0.3 (5) |
N3—C10—C11—C12 | 0.4 (5) | C27—C28—N7—N8 | 179.9 (4) |
C9—C10—C11—C12 | 179.4 (5) | C29—C28—N7—B2 | 178.0 (4) |
C10—C11—C12—N4 | 0.2 (5) | C27—C28—N7—B2 | −2.5 (7) |
C10—C11—C12—C13 | −176.9 (4) | N11—B2—N7—C28 | 118.6 (5) |
N4—C12—C13—C14 | 58.3 (6) | N9—B2—N7—C28 | −121.4 (5) |
C11—C12—C13—C14 | −125.0 (5) | N11—B2—N7—N8 | −63.9 (5) |
N4—C12—C13—C16 | 179.8 (4) | N9—B2—N7—N8 | 56.1 (5) |
C11—C12—C13—C16 | −3.5 (7) | C29—C30—N8—N7 | −1.0 (5) |
N4—C12—C13—C15 | −63.0 (6) | C31—C30—N8—N7 | 175.6 (4) |
C11—C12—C13—C15 | 113.7 (5) | C29—C30—N8—Zn2 | 174.6 (4) |
N5—C18—C19—C20 | −0.3 (5) | C31—C30—N8—Zn2 | −8.8 (8) |
C17—C18—C19—C20 | 179.9 (5) | C28—N7—N8—C30 | 0.4 (5) |
C18—C19—C20—N6 | 0.9 (6) | B2—N7—N8—C30 | −177.5 (4) |
C18—C19—C20—C21 | −178.7 (5) | C28—N7—N8—Zn2 | −176.6 (3) |
N6—C20—C21—C24 | −175.1 (5) | B2—N7—N8—Zn2 | 5.5 (5) |
C19—C20—C21—C24 | 4.5 (8) | C37—C36—N9—N10 | 0.2 (5) |
N6—C20—C21—C23 | −56.5 (6) | C35—C36—N9—N10 | 179.7 (4) |
C19—C20—C21—C23 | 123.1 (5) | C37—C36—N9—B2 | 177.4 (4) |
N6—C20—C21—C22 | 66.0 (6) | C35—C36—N9—B2 | −3.1 (8) |
C19—C20—C21—C22 | −114.4 (6) | N7—B2—N9—C36 | 119.9 (5) |
N7—C28—C29—C30 | −0.9 (5) | N11—B2—N9—C36 | −119.9 (5) |
C27—C28—C29—C30 | 179.6 (5) | N7—B2—N9—N10 | −63.2 (5) |
C28—C29—C30—N8 | 1.2 (5) | N11—B2—N9—N10 | 57.0 (5) |
C28—C29—C30—C31 | −175.2 (4) | C37—C38—N10—N9 | −0.5 (5) |
N8—C30—C31—C33 | 60.3 (6) | C39—C38—N10—N9 | −179.7 (4) |
C29—C30—C31—C33 | −123.8 (5) | C37—C38—N10—Zn2 | 177.7 (4) |
N8—C30—C31—C32 | −60.6 (6) | C39—C38—N10—Zn2 | −1.6 (8) |
C29—C30—C31—C32 | 115.3 (5) | C36—N9—N10—C38 | 0.1 (5) |
N8—C30—C31—C34 | 179.9 (4) | B2—N9—N10—C38 | −177.3 (4) |
C29—C30—C31—C34 | −4.1 (7) | C36—N9—N10—Zn2 | −178.6 (3) |
N9—C36—C37—C38 | −0.5 (6) | B2—N9—N10—Zn2 | 4.0 (5) |
C35—C36—C37—C38 | −179.9 (5) | C45—C44—N11—N12 | 0.2 (5) |
C36—C37—C38—N10 | 0.6 (6) | C43—C44—N11—N12 | 179.3 (4) |
C36—C37—C38—C39 | 179.8 (5) | C45—C44—N11—B2 | −173.4 (4) |
N10—C38—C39—C41 | −57.3 (6) | C43—C44—N11—B2 | 5.7 (7) |
C37—C38—C39—C41 | 123.5 (5) | N7—B2—N11—C44 | −121.5 (5) |
N10—C38—C39—C42 | −177.5 (5) | N9—B2—N11—C44 | 118.2 (5) |
C37—C38—C39—C42 | 3.4 (7) | N7—B2—N11—N12 | 65.6 (5) |
N10—C38—C39—C40 | 63.9 (6) | N9—B2—N11—N12 | −54.7 (5) |
C37—C38—C39—C40 | −115.3 (6) | C45—C46—N12—N11 | 1.7 (5) |
N11—C44—C45—C46 | 0.8 (5) | C47—C46—N12—N11 | −179.1 (4) |
C43—C44—C45—C46 | −178.2 (5) | C45—C46—N12—Zn2 | −178.1 (4) |
C44—C45—C46—N12 | −1.5 (5) | C47—C46—N12—Zn2 | 1.1 (8) |
C44—C45—C46—C47 | 179.2 (4) | C44—N11—N12—C46 | −1.2 (5) |
N12—C46—C47—C50 | 164.8 (4) | B2—N11—N12—C46 | 172.9 (4) |
C45—C46—C47—C50 | −16.1 (7) | C44—N11—N12—Zn2 | 178.7 (3) |
N12—C46—C47—C48 | 45.1 (6) | B2—N11—N12—Zn2 | −7.2 (5) |
C45—C46—C47—C48 | −135.8 (5) | C26—C25—Zn1—N6 | 156.7 (4) |
N12—C46—C47—C49 | −76.2 (5) | C26—C25—Zn1—N2 | 38.4 (5) |
C45—C46—C47—C49 | 102.9 (5) | C26—C25—Zn1—N4 | −89.1 (4) |
C3—C2—N1—N2 | 0.6 (5) | C20—N6—Zn1—C25 | −1.1 (6) |
C1—C2—N1—N2 | 178.7 (4) | N5—N6—Zn1—C25 | 172.4 (3) |
C3—C2—N1—B1 | −175.3 (4) | C20—N6—Zn1—N2 | 135.5 (5) |
C1—C2—N1—B1 | 2.8 (7) | N5—N6—Zn1—N2 | −51.1 (3) |
N3—B1—N1—C2 | −120.4 (5) | C20—N6—Zn1—N4 | −130.8 (5) |
N5—B1—N1—C2 | 119.3 (5) | N5—N6—Zn1—N4 | 42.6 (3) |
N3—B1—N1—N2 | 64.1 (5) | C4—N2—Zn1—C25 | 3.4 (6) |
N5—B1—N1—N2 | −56.2 (5) | N1—N2—Zn1—C25 | −177.1 (3) |
C3—C4—N2—N1 | 1.7 (5) | C4—N2—Zn1—N6 | −129.1 (5) |
C5—C4—N2—N1 | −177.9 (4) | N1—N2—Zn1—N6 | 50.4 (3) |
C3—C4—N2—Zn1 | −178.7 (4) | C4—N2—Zn1—N4 | 141.3 (5) |
C5—C4—N2—Zn1 | 1.6 (8) | N1—N2—Zn1—N4 | −39.1 (3) |
C2—N1—N2—C4 | −1.4 (5) | C12—N4—Zn1—C25 | 2.4 (6) |
B1—N1—N2—C4 | 174.8 (4) | N3—N4—Zn1—C25 | 179.8 (3) |
C2—N1—N2—Zn1 | 178.9 (3) | C12—N4—Zn1—N6 | 132.5 (5) |
B1—N1—N2—Zn1 | −4.9 (5) | N3—N4—Zn1—N6 | −50.1 (3) |
C11—C10—N3—N4 | −0.9 (5) | C12—N4—Zn1—N2 | −139.3 (5) |
C9—C10—N3—N4 | −180.0 (4) | N3—N4—Zn1—N2 | 38.2 (3) |
C11—C10—N3—B1 | 174.1 (4) | C52—C51—Zn2—N10 | 155.4 (4) |
C9—C10—N3—B1 | −4.9 (7) | C52—C51—Zn2—N12 | 35.8 (5) |
N1—B1—N3—C10 | 120.3 (5) | C52—C51—Zn2—N8 | −90.0 (4) |
N5—B1—N3—C10 | −118.8 (5) | C38—N10—Zn2—C51 | −5.8 (6) |
N1—B1—N3—N4 | −65.1 (5) | N9—N10—Zn2—C51 | 172.3 (3) |
N5—B1—N3—N4 | 55.8 (5) | C38—N10—Zn2—N12 | 131.6 (5) |
C11—C12—N4—N3 | −0.7 (5) | N9—N10—Zn2—N12 | −50.3 (3) |
C13—C12—N4—N3 | 176.6 (4) | C38—N10—Zn2—N8 | −134.5 (5) |
C11—C12—N4—Zn1 | 176.9 (4) | N9—N10—Zn2—N8 | 43.6 (3) |
C13—C12—N4—Zn1 | −5.9 (8) | C46—N12—Zn2—C51 | 5.8 (6) |
C10—N3—N4—C12 | 1.0 (5) | N11—N12—Zn2—C51 | −174.0 (3) |
B1—N3—N4—C12 | −174.5 (4) | C46—N12—Zn2—N10 | −128.0 (5) |
C10—N3—N4—Zn1 | −177.3 (3) | N11—N12—Zn2—N10 | 52.2 (3) |
B1—N3—N4—Zn1 | 7.2 (5) | C46—N12—Zn2—N8 | 141.6 (5) |
C19—C18—N5—N6 | −0.4 (5) | N11—N12—Zn2—N8 | −38.2 (3) |
C17—C18—N5—N6 | 179.4 (4) | C30—N8—Zn2—C51 | 4.6 (6) |
C19—C18—N5—B1 | 178.6 (4) | N7—N8—Zn2—C51 | 180.0 (3) |
C17—C18—N5—B1 | −1.6 (8) | C30—N8—Zn2—N10 | 135.7 (5) |
N1—B1—N5—C18 | −123.4 (5) | N7—N8—Zn2—N10 | −48.9 (3) |
N3—B1—N5—C18 | 115.6 (5) | C30—N8—Zn2—N12 | −136.2 (5) |
N1—B1—N5—N6 | 55.6 (5) | N7—N8—Zn2—N12 | 39.1 (3) |
Experimental details
(Inm) | (Ipm) | (Iunt) | |
Crystal data | |||
Chemical formula | [Zn(C2H5)(C24H40BN6)] | [Zn(C2H5)(C24H40BN6)] | [Zn(C2H5)(C24H40BN6)] |
Mr | 517.86 | 517.86 | 517.86 |
Crystal system, space group | Monoclinic, P21/c | Monoclinic, P21/c | Monoclinic, P21/c |
Temperature (K) | 100 | 100 | 100 |
a, b, c (Å) | 30.803 (8), 9.796 (3), 19.157 (5) | 30.830 (4), 9.8047 (12), 19.170 (2) | 30.830 (4), 9.8047 (12), 19.170 (2) |
β (°) | 107.174 (4) | 107.2112 (18) | 107.2112 (18) |
V (Å3) | 5523 (2) | 5535.2 (12) | 5535.2 (12) |
Z | 8 | 8 | 8 |
Radiation type | Mo Kα | Mo Kα | Mo Kα |
µ (mm−1) | 0.91 | 0.91 | 0.91 |
Crystal size (mm) | 0.40 × 0.36 × 0.06 | 0.40 × 0.36 × 0.06 | 0.40 × 0.36 × 0.06 |
Data collection | |||
Diffractometer | Bruker AXS SMART APEX CCD diffractometer | Bruker AXS SMART APEX CCD diffractometer | Bruker AXS SMART APEX CCD diffractometer |
Absorption correction | Multi-scan (TWINABS; Bruker, 2008) | Multi-scan (APEX2; Bruker, 2009) | Multi-scan (APEX2; Bruker, 2009) |
Tmin, Tmax | 0.591, 0.746 | 0.606, 0.746 | 0.606, 0.746 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 26184, 11153, 9218 | 37325, 13453, 11426 | 36280, 13453, 11426 |
Rint | 0.034 | 0.038 | 0.037 |
(sin θ/λ)max (Å−1) | 0.667 | 0.667 | 0.667 |
Refinement | |||
R[F2 > 2σ(F2)], wR(F2), S | 0.049, 0.105, 1.09 | 0.061, 0.147, 1.08 | 0.074, 0.186, 1.25 |
No. of reflections | 11153 | 13453 | 13453 |
No. of parameters | 640 | 640 | 639 |
H-atom treatment | H-atom parameters constrained | H-atom parameters constrained | H-atom parameters constrained |
w = 1/[σ^2^(Fo^2^) + (0.032P)^2^ + 7.3785P] where P = (Fo^2^ + 2Fc^2^)/3 | w = 1/[σ2(Fo2) + (0.0114P)2 + 33.3251P] where P = (Fo2 + 2Fc2)/3 | w = 1/[σ^2^(Fo^2^) + (0.P)^2^ + 43.5858P] where P = (Fo^2^ + 2Fc^2^)/3 | |
Δρmax, Δρmin (e Å−3) | 0.71, −0.48 | 1.69, −0.76 | 2.16, −0.89 |
Computer programs: APEX2 (Bruker, 2009), CrystalMaker (CrystalMaker Software Ltd, 2008), Mercury (CCDC, 2009; Macrae et al., 2008), SHELXTL (Bruker, 2003; Sheldrick, 2008), publCIF (Westrip, 2010), SHELXTL (Bruker, 2003; Sheldrick, 2008) , publCIF (Westrip, 2010).
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Tris(pyrazolyl)borate (Tp) ligands are known for their applications in modeling of enzymatic active sites (Pettinari, 2008). This is due to the fact that pyrazole rings roughly approximate the facial coordination of three histidines to a metal, and through the use of a third-position bulky substituent at the pyrazole ring, control of the coordination geometry is possible. We have been interested in the active-site modeling of the enzyme carbonic anhydrase which possesses an N3O coordination motif. In this regard, we have recently reported the synthesis and structure of TtztBu,MeZnEt [TtztBu,Me = tris(3-tbutyl-5-methyl-1,2,4-triazolyl)borate] (Kumar et al., 2010). The steric factors in TptBu,MeZnEt and TtztBu,MeZnEt are similar. However, the third N atom in the triazole ring makes the Ttz ligand a slightly weaker electron donor, as measured by comparison of carbonyl stretching vibrations in copper carbonyl complexes (Papish et al., 2008). These features motivated us to determine the crystal structure of TptBu,MeZnEt, (I), and to make structural comparisons between these two and other related compounds.
Refinement of the structure was complicated by a combination of metric pseudosymmetry and twinning. The structure was found to exhibit metric pseudosymmetry with a double-volume C-centered orthorhombic unit cell with the parameters a = 19.170, b = 58.906 and c = 9.805 Å generated by the transformation matrix (001/201/010). The unit-cell determination indicated that the crystal is twinned by one of the orthorhombic symmetry operations not present in the actual structure, specifically by a 180° rotation around the real c axis of the monoclinic cell. The twinning is such that it lies on the borderline between pseudomerohedral and nonmerohedral. Overlap of neighboring spots was, however, significant with many spots showing multiple consecutive overlaps in a `chain of pearls' fashion (Fig. 1), and many diffraction spots were thus automatically rejected by the integration program (SAINT; Bruker, 2009), leading to a data set that is less than 80% complete. In order to overcome these complications several approaches were tested for the refinement of the structure and the data were handled as being either nonmerohedrally twinned [denoted (Inm)], pseudomerohedrally twinned [denoted (Ipm)] or untwinned [denoted (Iunt)] (see Refinement section for details).
None of the approaches yielded results that were unambiguously better than any of the others: the best fit between structural model and data was observed for the case treated as a nonmerohedrally twinned, but the data set is less than 80% complete due to rejected data. All structure quality indicators, however, are best for this approach and residual electron denisties are low and located close to the two Zn atoms. In the (Ipm) and the (Iunt) structures relatively large residual electron densities that are not close to the metal center are found with values up to three times higher than in the nonmerohedral approach. Results for all three approaches are given in the crystal data, data collection and refinement tables and the CIF files, and are compared and discussed in more detail in the Refinement section.
All three approaches do, however, yield essentially the same results with no signifcant changes for any of the critical parameters such as unit-cell parameters, atom locations, displacement parameters, or bond lengths and angles. Data discussed in the following paragraph are based on the structure obtained using the nonmerohedrally twinned approach. The asymmetric unit is comprised of two crystallographically independent molecules which are similar in geometry with virtually identical bond lengths, angles and torsion angles. A displacement ellipsoid plot showing both molecules is given in Fig. 2. Fig. 3 shows a least-squares overlay of the two molecules. The molecules are packed in an alternate fashion in double layers parallel to the bc plane of the unit cell, with molecules of one type forming a two-molecule-thick layer parallel to the bc plane centered at x = 0 that alternate with a double layer of molecules of the other crystallographically independent kind centered at x = 1/2. The Zn ions are coordinated by three N atoms of the borate ligand and one C atom of the ethyl group. The geometries of the Zn ions in the two molecules (Zn1 and Zn2) are distorted tetrahedral with virtually identical angles around the Zn centers. N—Zn—C values for Zn1 are between 122.0 (1) and 128.8 (1), for Zn2 they are 121.0 (1)–128.90 (1). N—Zn—N angles for Zn1 are 88.2 (1)–94.0 (1) for Zn1 and 88.2 (1)–93.9 (1) for Zn2. The respective Zn—C bond distances in both molecules [1.999 (3) and 2.010 (3) Å] and the equivalent and Zn—N bonds [2.095 (3)–2.138 (3) Å for Zn1 vs 2.095 (3)–2.129 (3) Å for Zn2] are also very similar in both molecules. No hydrogen bonding or other significant directional interactions are present in the crystal structure.
As described in the introduction, we are interested in the steric and electronic influence that modification of a Tp or Ttz ligand has on the complex geometries and on the resulting complex properties. We have therefore compared the bond distances and angles of the title compound with those of previously known TpR,R'ZnR'' and TtzR,MeZnEt complexes. The Zn—C distances observed in the title compound are slightly longer than those observed in Tp(CF3)2)ZnEt [Zn—C = 1.959 (6) Å; Diaz et al., 2003], (TpPh)ZnMe [1.950 (4) Å; Alsfasser et al., 1993], (TptBu)ZnMe [1.971 (4) Å; Yoon & Parkin, 1991] and TpindZnMe [1.965 (5) Å; Chisholm et al., 2000]. The distances in the title compound are closer in value to those found in Ph(TptBu)ZnMe [1.994 (2) Å; Kisko et al., 2000], (TpMe2)ZnMe [1.981 (8) Å; Looney et al., 1995] and (TtztBu,Me)ZnEt [1.993 (5) Å] and (TtzPh,Me)ZnEt [1.983 (2) Å] (Kumar et al., 2010). The average Zn—N bond distances are within their relative standard deviations identical to those in the above TpR,R'ZnR'' and (TtzR,Me)ZnEt compounds (the average deviation is less than 0.08 Å) and the N—Zn—N and N—Zn—C angles (see above) are also virtually identical (within 3°). On the basis of these data, no major differences in the structures are noted, and it can be assumed that variation of the substitution pattern of Tp or Ttz ligands has little or no influence on the geometry of the complexes.