Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S205322961601398X/yp3119sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S205322961601398X/yp3119Ix2CH3CNsup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S205322961601398X/yp3119IIsup3.hkl | |
Portable Document Format (PDF) file https://doi.org/10.1107/S205322961601398X/yp3119sup4.pdf |
CCDC references: 1502181; 1502180
For both compounds, data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2013); data reduction: SAINT (Bruker, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015) and SHELXLE (Hübschle et al., 2011); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015).
[Co2(C27H40BN6)2(C10H12O4)]·2C2H3N | Z = 2 |
Mr = 1315.08 | F(000) = 1400 |
Triclinic, P1 | Dx = 1.287 Mg m−3 |
a = 13.175 (7) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 13.672 (7) Å | Cell parameters from 656 reflections |
c = 19.571 (10) Å | θ = 3.3–28.1° |
α = 77.203 (7)° | µ = 0.55 mm−1 |
β = 80.890 (7)° | T = 100 K |
γ = 89.522 (7)° | Needle, red |
V = 3393 (3) Å3 | 0.55 × 0.11 × 0.10 mm |
Bruker SMART APEX CCD diffractometer | 16151 independent reflections |
Radiation source: fine-focus sealed tube | 9221 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.123 |
ω scans | θmax = 28.3°, θmin = 1.1° |
Absorption correction: multi-scan (TWINABS; Sheldrick, 2007) | h = −17→17 |
Tmin = 0.728, Tmax = 0.862 | k = −17→18 |
35732 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)] = 0.083 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.229 | H-atom parameters constrained |
S = 1.17 | w = 1/[σ2(Fo2) + 15.1876P] where P = (Fo2 + 2Fc2)/3 |
16151 reflections | (Δ/σ)max < 0.001 |
829 parameters | Δρmax = 0.88 e Å−3 |
3 restraints | Δρmin = −1.06 e Å−3 |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
Refinement. The small crystals were found to be only weakly diffracting and data were collected with an exposure time of 2 minutes per frame. The crystal under investigation was found to be non-merohedrically twinned. The orientation matrices for the two components were identified using the program Cell_Now, with the two components being related by a 180 degree rotation around the reciprocal axis (1 -1 0). The two components were integrated using Saint, resulting in a total of 51292 reflections. 15560 reflections (8864 unique) involved component 1 only (mean I/σ = 3.4), 15560 reflections (8866 unique) involved component 2 only (mean I/σ = 3.3), and 20172 reflections (11715 unique) involved both components (mean I/σ = 3.8). The exact twin matrix identified by the integration program was found to be 0.02517 -0.97472 0.04145, -1.02527 -0.02514 -0.04155, -0.00005 0.00025 -1.00003. The data were corrected for absorption using twinabs, and the structure was solved using direct methods with only the non-overlapping reflections of component 1. The structure was refined using the hklf 5 routine with all reflections of component 1 (including the overlapping ones) with a resolution better than 0.75 Angstrom, resulting in a BASF value of 0.503 (2). The Rint value (_diffrn_reflns_av_R_equivalents) and the total number of reflections (_diffrn_reflns_number) are given for all reflections before the cutoff at 0.75 Angstrom and is based on agreement between observed single and composite intensities and those calculated from refined unique intensities and twin fractions (TWINABS (Sheldrick, 2007)). One of the interstitial acetonitrile molecules is disordered over two mutually exclusive sites with a refined occupancy ratio of 0.81 (1) to 0.19 (1). The two moieties were refined to have similar geometries, equivalent atoms were constrained to have identical ADPs. Reflection 1 0 0 was affected by the beam stop and was omitted from the refinement. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
B1 | 0.4097 (7) | 0.8258 (7) | 0.2867 (5) | 0.0206 (19) | |
H1A | 0.4562 | 0.8785 | 0.2942 | 0.025* | |
B2 | −0.3107 (7) | 0.0845 (7) | 0.2102 (5) | 0.023 (2) | |
H2A | −0.3618 | 0.0377 | 0.2006 | 0.027* | |
C1 | 0.4320 (6) | 0.7218 (6) | 0.4128 (4) | 0.0233 (18) | |
H1 | 0.4718 | 0.7691 | 0.4270 | 0.028* | |
C2 | 0.3988 (6) | 0.6279 (6) | 0.4530 (4) | 0.0252 (19) | |
H2 | 0.4118 | 0.5981 | 0.4994 | 0.030* | |
C3 | 0.3421 (6) | 0.5857 (6) | 0.4116 (4) | 0.0180 (17) | |
C4 | 0.2868 (6) | 0.4867 (6) | 0.4269 (4) | 0.0189 (16) | |
H4 | 0.2753 | 0.4731 | 0.3806 | 0.023* | |
C5 | 0.3505 (6) | 0.4014 (6) | 0.4617 (4) | 0.0238 (17) | |
H5A | 0.4169 | 0.3996 | 0.4303 | 0.029* | |
H5B | 0.3654 | 0.4140 | 0.5071 | 0.029* | |
C6 | 0.2940 (6) | 0.3005 (6) | 0.4758 (5) | 0.0279 (18) | |
H6A | 0.3345 | 0.2478 | 0.5018 | 0.033* | |
H6B | 0.2875 | 0.2837 | 0.4300 | 0.033* | |
C7 | 0.1871 (7) | 0.3017 (6) | 0.5191 (4) | 0.0298 (19) | |
H7A | 0.1504 | 0.2371 | 0.5235 | 0.036* | |
H7B | 0.1939 | 0.3086 | 0.5675 | 0.036* | |
C8 | 0.1245 (6) | 0.3871 (6) | 0.4851 (4) | 0.0230 (17) | |
H8A | 0.0580 | 0.3885 | 0.5164 | 0.028* | |
H8B | 0.1100 | 0.3755 | 0.4394 | 0.028* | |
C9 | 0.1818 (6) | 0.4885 (6) | 0.4721 (4) | 0.0200 (16) | |
H9A | 0.1409 | 0.5423 | 0.4477 | 0.024* | |
H9B | 0.1905 | 0.5032 | 0.5182 | 0.024* | |
C10 | 0.2674 (7) | 0.9601 (6) | 0.2764 (4) | 0.0257 (18) | |
H10 | 0.3044 | 1.0141 | 0.2852 | 0.031* | |
C11 | 0.1697 (6) | 0.9646 (6) | 0.2607 (4) | 0.0241 (18) | |
H11 | 0.1266 | 1.0209 | 0.2557 | 0.029* | |
C12 | 0.1470 (6) | 0.8673 (5) | 0.2535 (4) | 0.0179 (16) | |
C13 | 0.0516 (6) | 0.8263 (6) | 0.2366 (4) | 0.0213 (16) | |
H13 | 0.0631 | 0.7544 | 0.2350 | 0.026* | |
C14 | −0.0406 (6) | 0.8296 (6) | 0.2938 (4) | 0.0259 (18) | |
H14A | −0.0265 | 0.7901 | 0.3400 | 0.031* | |
H14B | −0.0517 | 0.8999 | 0.2981 | 0.031* | |
C15 | −0.1369 (6) | 0.7876 (7) | 0.2759 (4) | 0.0291 (19) | |
H15A | −0.1964 | 0.7937 | 0.3125 | 0.035* | |
H15B | −0.1284 | 0.7154 | 0.2763 | 0.035* | |
C16 | −0.1580 (6) | 0.8434 (6) | 0.2031 (4) | 0.0257 (18) | |
H16A | −0.2193 | 0.8127 | 0.1917 | 0.031* | |
H16B | −0.1728 | 0.9142 | 0.2040 | 0.031* | |
C17 | −0.0671 (6) | 0.8395 (6) | 0.1463 (4) | 0.0276 (18) | |
H17A | −0.0814 | 0.8789 | 0.1001 | 0.033* | |
H17B | −0.0565 | 0.7692 | 0.1421 | 0.033* | |
C18 | 0.0302 (6) | 0.8815 (7) | 0.1636 (4) | 0.0259 (18) | |
H18A | 0.0223 | 0.9538 | 0.1628 | 0.031* | |
H18B | 0.0893 | 0.8746 | 0.1270 | 0.031* | |
C19 | 0.5321 (6) | 0.8299 (6) | 0.1672 (4) | 0.0213 (17) | |
H19 | 0.5816 | 0.8782 | 0.1704 | 0.026* | |
C20 | 0.5300 (6) | 0.7864 (6) | 0.1099 (4) | 0.0221 (18) | |
H20 | 0.5775 | 0.7977 | 0.0669 | 0.026* | |
C21 | 0.4433 (6) | 0.7225 (6) | 0.1288 (4) | 0.0159 (16) | |
C22 | 0.3963 (6) | 0.6620 (6) | 0.0866 (4) | 0.0178 (16) | |
H22 | 0.3866 | 0.5915 | 0.1152 | 0.021* | |
C23 | 0.4632 (6) | 0.6600 (6) | 0.0161 (4) | 0.0234 (17) | |
H23A | 0.5303 | 0.6310 | 0.0249 | 0.028* | |
H23B | 0.4762 | 0.7293 | −0.0125 | 0.028* | |
C24 | 0.4113 (7) | 0.5978 (7) | −0.0251 (4) | 0.0280 (19) | |
H24A | 0.4561 | 0.5984 | −0.0708 | 0.034* | |
H24B | 0.4027 | 0.5275 | 0.0023 | 0.034* | |
C25 | 0.3076 (7) | 0.6375 (7) | −0.0392 (5) | 0.031 (2) | |
H25A | 0.2748 | 0.5936 | −0.0639 | 0.037* | |
H25B | 0.3162 | 0.7058 | −0.0701 | 0.037* | |
C26 | 0.2391 (6) | 0.6407 (6) | 0.0313 (4) | 0.0239 (18) | |
H26A | 0.1727 | 0.6706 | 0.0217 | 0.029* | |
H26B | 0.2248 | 0.5715 | 0.0599 | 0.029* | |
C27 | 0.2897 (6) | 0.7015 (6) | 0.0732 (4) | 0.0231 (18) | |
H27A | 0.2450 | 0.6990 | 0.1193 | 0.028* | |
H27B | 0.2971 | 0.7724 | 0.0468 | 0.028* | |
C28 | 0.2644 (6) | 0.3901 (6) | 0.1863 (4) | 0.0220 (17) | |
H28A | 0.3236 | 0.4204 | 0.1513 | 0.033* | |
H28B | 0.2111 | 0.3706 | 0.1618 | 0.033* | |
H28C | 0.2860 | 0.3306 | 0.2182 | 0.033* | |
C29 | 0.2223 (6) | 0.4646 (5) | 0.2286 (4) | 0.0191 (16) | |
C30 | 0.1180 (5) | 0.4585 (5) | 0.2616 (4) | 0.0176 (16) | |
C31 | 0.0787 (6) | 0.5266 (5) | 0.3033 (4) | 0.0172 (16) | |
C32 | −0.0289 (6) | 0.5114 (6) | 0.3447 (4) | 0.0226 (17) | |
H32A | −0.0426 | 0.5633 | 0.3721 | 0.034* | |
H32B | −0.0356 | 0.4451 | 0.3772 | 0.034* | |
H32C | −0.0785 | 0.5158 | 0.3118 | 0.034* | |
C33 | −0.0160 (6) | 0.5253 (5) | 0.1589 (4) | 0.0197 (16) | |
H33A | −0.0569 | 0.5319 | 0.1205 | 0.030* | |
H33B | 0.0563 | 0.5421 | 0.1386 | 0.030* | |
H33C | −0.0413 | 0.5712 | 0.1894 | 0.030* | |
C34 | −0.0255 (6) | 0.4179 (5) | 0.2025 (4) | 0.0158 (15) | |
C35 | 0.0449 (5) | 0.3829 (5) | 0.2494 (4) | 0.0153 (15) | |
C36 | 0.0456 (6) | 0.2815 (5) | 0.2825 (4) | 0.0161 (15) | |
C37 | 0.1248 (6) | 0.2423 (6) | 0.3292 (4) | 0.0218 (17) | |
H37A | 0.0899 | 0.2077 | 0.3763 | 0.033* | |
H37B | 0.1670 | 0.2985 | 0.3338 | 0.033* | |
H37C | 0.1688 | 0.1953 | 0.3078 | 0.033* | |
C38 | −0.3157 (7) | −0.0357 (6) | 0.3361 (4) | 0.0245 (19) | |
H38 | −0.3627 | −0.0856 | 0.3320 | 0.029* | |
C39 | −0.2773 (6) | −0.0309 (6) | 0.3961 (4) | 0.0243 (18) | |
H39 | −0.2916 | −0.0758 | 0.4413 | 0.029* | |
C40 | −0.2128 (6) | 0.0540 (6) | 0.3769 (4) | 0.0219 (18) | |
C41 | −0.1549 (6) | 0.1006 (6) | 0.4230 (4) | 0.0220 (18) | |
H41 | −0.0809 | 0.1085 | 0.4006 | 0.026* | |
C42 | −0.1611 (7) | 0.0354 (7) | 0.4982 (4) | 0.030 (2) | |
H42A | −0.2338 | 0.0255 | 0.5214 | 0.036* | |
H42B | −0.1326 | −0.0312 | 0.4958 | 0.036* | |
C43 | −0.1006 (8) | 0.0859 (8) | 0.5416 (5) | 0.041 (2) | |
H43A | −0.1046 | 0.0430 | 0.5900 | 0.049* | |
H43B | −0.0274 | 0.0933 | 0.5193 | 0.049* | |
C44 | −0.1414 (7) | 0.1873 (8) | 0.5467 (5) | 0.035 (2) | |
H44A | −0.1001 | 0.2187 | 0.5746 | 0.042* | |
H44B | −0.2134 | 0.1800 | 0.5715 | 0.042* | |
C45 | −0.1368 (8) | 0.2547 (7) | 0.4723 (5) | 0.034 (2) | |
H45A | −0.1677 | 0.3200 | 0.4761 | 0.041* | |
H45B | −0.0642 | 0.2676 | 0.4493 | 0.041* | |
C46 | −0.1949 (7) | 0.2045 (6) | 0.4272 (4) | 0.0249 (19) | |
H46A | −0.2688 | 0.1985 | 0.4477 | 0.030* | |
H46B | −0.1880 | 0.2473 | 0.3787 | 0.030* | |
C47 | −0.4557 (6) | 0.2165 (6) | 0.2096 (4) | 0.0227 (17) | |
H47 | −0.5092 | 0.1792 | 0.1988 | 0.027* | |
C48 | −0.4624 (6) | 0.3116 (6) | 0.2223 (5) | 0.0272 (19) | |
H48 | −0.5208 | 0.3528 | 0.2217 | 0.033* | |
C49 | −0.3672 (6) | 0.3347 (6) | 0.2362 (4) | 0.0186 (16) | |
C50 | −0.3328 (6) | 0.4279 (6) | 0.2544 (4) | 0.0211 (16) | |
H50 | −0.2596 | 0.4196 | 0.2618 | 0.025* | |
C51 | −0.3956 (7) | 0.4420 (6) | 0.3240 (4) | 0.0268 (18) | |
H51A | −0.4694 | 0.4454 | 0.3194 | 0.032* | |
H51B | −0.3871 | 0.3833 | 0.3625 | 0.032* | |
C52 | −0.3623 (7) | 0.5371 (6) | 0.3437 (5) | 0.031 (2) | |
H52A | −0.4071 | 0.5459 | 0.3874 | 0.037* | |
H52B | −0.2908 | 0.5309 | 0.3533 | 0.037* | |
C53 | −0.3689 (7) | 0.6280 (6) | 0.2842 (4) | 0.0290 (19) | |
H53A | −0.4414 | 0.6377 | 0.2772 | 0.035* | |
H53B | −0.3442 | 0.6886 | 0.2971 | 0.035* | |
C54 | −0.3044 (7) | 0.6145 (6) | 0.2159 (4) | 0.031 (2) | |
H54A | −0.2312 | 0.6104 | 0.2219 | 0.037* | |
H54B | −0.3114 | 0.6736 | 0.1774 | 0.037* | |
C55 | −0.3367 (7) | 0.5206 (6) | 0.1951 (4) | 0.0272 (19) | |
H55A | −0.2905 | 0.5122 | 0.1518 | 0.033* | |
H55B | −0.4075 | 0.5277 | 0.1841 | 0.033* | |
C56 | −0.2010 (6) | 0.0749 (6) | 0.0887 (4) | 0.0212 (17) | |
H56 | −0.2476 | 0.0361 | 0.0724 | 0.025* | |
C57 | −0.1077 (6) | 0.1114 (6) | 0.0526 (4) | 0.0220 (18) | |
H57 | −0.0760 | 0.1023 | 0.0074 | 0.026* | |
C58 | −0.0677 (6) | 0.1653 (6) | 0.0959 (4) | 0.0194 (17) | |
C59 | 0.0302 (6) | 0.2245 (5) | 0.0842 (4) | 0.0172 (15) | |
H59 | 0.0399 | 0.2395 | 0.1306 | 0.021* | |
C60 | 0.1233 (6) | 0.1681 (6) | 0.0584 (4) | 0.0255 (18) | |
H60A | 0.1280 | 0.1048 | 0.0939 | 0.031* | |
H60B | 0.1138 | 0.1504 | 0.0134 | 0.031* | |
C61 | 0.2232 (6) | 0.2289 (6) | 0.0466 (5) | 0.0296 (19) | |
H61A | 0.2807 | 0.1908 | 0.0272 | 0.036* | |
H61B | 0.2370 | 0.2404 | 0.0925 | 0.036* | |
C62 | 0.2169 (6) | 0.3303 (6) | −0.0053 (4) | 0.0290 (19) | |
H62A | 0.2800 | 0.3711 | −0.0089 | 0.035* | |
H62B | 0.2127 | 0.3189 | −0.0530 | 0.035* | |
C63 | 0.1239 (6) | 0.3870 (6) | 0.0191 (4) | 0.0245 (18) | |
H63A | 0.1323 | 0.4055 | 0.0640 | 0.029* | |
H63B | 0.1195 | 0.4497 | −0.0169 | 0.029* | |
C64 | 0.0255 (6) | 0.3260 (6) | 0.0303 (4) | 0.0241 (18) | |
H64A | 0.0135 | 0.3130 | −0.0156 | 0.029* | |
H64B | −0.0328 | 0.3645 | 0.0482 | 0.029* | |
C65 | 0.4350 (9) | 1.0318 (7) | 0.0803 (5) | 0.040 (3) | |
C66 | 0.3423 (8) | 0.9714 (7) | 0.0861 (6) | 0.042 (2) | |
H66A | 0.3418 | 0.9497 | 0.0416 | 0.063* | |
H66B | 0.2817 | 1.0114 | 0.0953 | 0.063* | |
H66C | 0.3409 | 0.9123 | 0.1252 | 0.063* | |
Co1 | 0.26640 (8) | 0.65827 (7) | 0.26388 (5) | 0.0161 (2) | |
Co2 | −0.14836 (8) | 0.22898 (7) | 0.23995 (5) | 0.0164 (2) | |
N1 | 0.3419 (5) | 0.6518 (5) | 0.3491 (3) | 0.0156 (13) | |
N2 | 0.3982 (5) | 0.7348 (5) | 0.3498 (3) | 0.0185 (14) | |
N3 | 0.2278 (5) | 0.8082 (5) | 0.2655 (3) | 0.0196 (14) | |
N4 | 0.3026 (5) | 0.8678 (5) | 0.2774 (3) | 0.0184 (13) | |
N5 | 0.3973 (5) | 0.7256 (5) | 0.1948 (3) | 0.0184 (14) | |
N6 | 0.4514 (5) | 0.7919 (5) | 0.2178 (3) | 0.0151 (13) | |
N7 | −0.2122 (5) | 0.0974 (5) | 0.3096 (3) | 0.0193 (14) | |
N8 | −0.2760 (5) | 0.0420 (5) | 0.2837 (3) | 0.0202 (15) | |
N9 | −0.3038 (5) | 0.2601 (5) | 0.2299 (3) | 0.0186 (14) | |
N10 | −0.3591 (5) | 0.1861 (5) | 0.2152 (3) | 0.0206 (14) | |
N11 | −0.1359 (5) | 0.1593 (5) | 0.1561 (3) | 0.0181 (14) | |
N12 | −0.2169 (5) | 0.1024 (5) | 0.1514 (4) | 0.0207 (15) | |
N13 | 0.5090 (9) | 1.0766 (7) | 0.0763 (5) | 0.064 (3) | |
O1 | 0.2891 (4) | 0.5284 (4) | 0.2349 (2) | 0.0156 (11) | |
O2 | 0.1273 (4) | 0.6025 (4) | 0.3106 (3) | 0.0191 (11) | |
O3 | −0.0153 (4) | 0.2127 (4) | 0.2760 (3) | 0.0204 (12) | |
O4 | −0.0992 (4) | 0.3681 (4) | 0.1917 (3) | 0.0188 (11) | |
N14 | 0.4296 (9) | −0.0188 (10) | 0.4253 (6) | 0.060 (3) | 0.808 (10) |
C67 | 0.4710 (9) | 0.0572 (10) | 0.4137 (6) | 0.038 (3) | 0.808 (10) |
C68 | 0.525 (2) | 0.156 (3) | 0.3997 (14) | 0.037 (5) | 0.808 (10) |
H68A | 0.5322 | 0.1733 | 0.4449 | 0.056* | 0.808 (10) |
H68B | 0.4854 | 0.2079 | 0.3729 | 0.056* | 0.808 (10) |
H68C | 0.5935 | 0.1536 | 0.3720 | 0.056* | 0.808 (10) |
N14B | 0.362 (3) | 0.108 (4) | 0.365 (2) | 0.060 (3) | 0.192 (10) |
C67B | 0.437 (3) | 0.128 (4) | 0.383 (2) | 0.038 (3) | 0.192 (10) |
C68B | 0.529 (9) | 0.147 (13) | 0.414 (8) | 0.037 (5) | 0.192 (10) |
H68D | 0.5206 | 0.2098 | 0.4303 | 0.056* | 0.192 (10) |
H68E | 0.5901 | 0.1524 | 0.3777 | 0.056* | 0.192 (10) |
H68F | 0.5357 | 0.0915 | 0.4541 | 0.056* | 0.192 (10) |
U11 | U22 | U33 | U12 | U13 | U23 | |
B1 | 0.022 (4) | 0.020 (4) | 0.020 (5) | −0.007 (4) | 0.000 (4) | −0.005 (4) |
B2 | 0.025 (5) | 0.023 (5) | 0.021 (5) | −0.012 (4) | −0.003 (4) | −0.006 (4) |
C1 | 0.027 (4) | 0.021 (4) | 0.024 (4) | −0.005 (3) | −0.008 (4) | −0.007 (3) |
C2 | 0.029 (4) | 0.032 (5) | 0.018 (4) | 0.000 (4) | −0.008 (4) | −0.010 (4) |
C3 | 0.017 (4) | 0.022 (4) | 0.013 (4) | 0.001 (3) | 0.003 (3) | −0.004 (3) |
C4 | 0.023 (4) | 0.020 (4) | 0.014 (4) | −0.001 (3) | −0.002 (3) | −0.004 (3) |
C5 | 0.025 (4) | 0.024 (4) | 0.021 (4) | 0.001 (3) | −0.005 (3) | −0.002 (3) |
C6 | 0.028 (4) | 0.022 (4) | 0.032 (5) | −0.001 (3) | −0.004 (4) | −0.002 (4) |
C7 | 0.034 (5) | 0.023 (4) | 0.026 (5) | −0.010 (4) | 0.001 (4) | 0.006 (3) |
C8 | 0.025 (4) | 0.026 (4) | 0.017 (4) | −0.006 (3) | 0.004 (3) | −0.006 (3) |
C9 | 0.021 (4) | 0.026 (4) | 0.013 (4) | −0.006 (3) | −0.001 (3) | −0.008 (3) |
C10 | 0.038 (5) | 0.013 (4) | 0.029 (5) | −0.002 (3) | −0.013 (4) | −0.006 (3) |
C11 | 0.030 (4) | 0.017 (4) | 0.027 (4) | −0.001 (3) | −0.006 (4) | −0.007 (3) |
C12 | 0.027 (4) | 0.016 (4) | 0.006 (3) | −0.002 (3) | 0.006 (3) | 0.003 (3) |
C13 | 0.025 (4) | 0.016 (4) | 0.026 (4) | 0.000 (3) | −0.008 (4) | −0.008 (3) |
C14 | 0.026 (4) | 0.031 (5) | 0.018 (4) | −0.001 (4) | −0.003 (4) | −0.001 (4) |
C15 | 0.020 (4) | 0.034 (5) | 0.029 (5) | −0.003 (4) | −0.002 (4) | 0.002 (4) |
C16 | 0.027 (4) | 0.025 (4) | 0.024 (4) | 0.005 (3) | −0.007 (3) | −0.001 (3) |
C17 | 0.037 (5) | 0.027 (4) | 0.021 (4) | 0.006 (4) | −0.013 (4) | −0.007 (3) |
C18 | 0.022 (4) | 0.032 (4) | 0.023 (4) | −0.001 (3) | 0.001 (3) | −0.006 (4) |
C19 | 0.015 (4) | 0.020 (4) | 0.026 (4) | −0.003 (3) | 0.004 (3) | −0.005 (3) |
C20 | 0.022 (4) | 0.027 (4) | 0.014 (4) | −0.007 (3) | 0.002 (3) | −0.003 (3) |
C21 | 0.014 (4) | 0.020 (4) | 0.011 (4) | −0.002 (3) | 0.001 (3) | −0.001 (3) |
C22 | 0.023 (4) | 0.018 (4) | 0.014 (4) | 0.002 (3) | −0.002 (3) | −0.006 (3) |
C23 | 0.021 (4) | 0.022 (4) | 0.025 (4) | −0.001 (3) | 0.002 (3) | −0.004 (3) |
C24 | 0.038 (5) | 0.033 (5) | 0.017 (4) | 0.005 (4) | −0.001 (4) | −0.018 (4) |
C25 | 0.033 (5) | 0.034 (5) | 0.029 (5) | 0.002 (4) | −0.009 (4) | −0.011 (4) |
C26 | 0.025 (4) | 0.029 (4) | 0.020 (4) | −0.001 (4) | −0.008 (4) | −0.008 (4) |
C27 | 0.021 (4) | 0.031 (4) | 0.019 (4) | 0.004 (3) | −0.002 (3) | −0.010 (4) |
C28 | 0.022 (4) | 0.020 (4) | 0.024 (4) | −0.002 (3) | −0.001 (3) | −0.007 (3) |
C29 | 0.022 (4) | 0.014 (4) | 0.023 (4) | −0.002 (3) | −0.009 (3) | −0.004 (3) |
C30 | 0.015 (4) | 0.017 (4) | 0.020 (4) | −0.007 (3) | −0.001 (3) | −0.004 (3) |
C31 | 0.016 (4) | 0.016 (4) | 0.017 (4) | 0.003 (3) | −0.001 (3) | 0.001 (3) |
C32 | 0.022 (4) | 0.020 (4) | 0.027 (4) | −0.004 (3) | −0.002 (4) | −0.009 (3) |
C33 | 0.024 (4) | 0.017 (4) | 0.017 (4) | −0.004 (3) | −0.003 (3) | 0.000 (3) |
C34 | 0.016 (4) | 0.017 (4) | 0.015 (4) | −0.004 (3) | 0.000 (3) | −0.006 (3) |
C35 | 0.018 (4) | 0.016 (3) | 0.014 (4) | −0.002 (3) | −0.001 (3) | −0.007 (3) |
C36 | 0.021 (4) | 0.018 (4) | 0.009 (4) | 0.001 (3) | 0.002 (3) | −0.004 (3) |
C37 | 0.027 (4) | 0.019 (4) | 0.023 (4) | 0.001 (3) | −0.011 (4) | −0.005 (3) |
C38 | 0.026 (4) | 0.022 (4) | 0.022 (4) | −0.007 (3) | 0.009 (4) | −0.008 (4) |
C39 | 0.030 (4) | 0.018 (4) | 0.020 (4) | −0.003 (3) | 0.005 (4) | −0.001 (3) |
C40 | 0.025 (4) | 0.021 (4) | 0.019 (4) | 0.003 (3) | 0.000 (4) | −0.006 (3) |
C41 | 0.022 (4) | 0.020 (4) | 0.018 (4) | −0.002 (3) | 0.004 (3) | 0.003 (3) |
C42 | 0.036 (5) | 0.036 (5) | 0.017 (4) | 0.009 (4) | −0.005 (4) | −0.001 (4) |
C43 | 0.042 (6) | 0.053 (6) | 0.027 (5) | 0.006 (5) | −0.010 (4) | −0.006 (5) |
C44 | 0.031 (5) | 0.054 (6) | 0.025 (5) | 0.000 (4) | −0.002 (4) | −0.018 (4) |
C45 | 0.043 (6) | 0.038 (5) | 0.026 (5) | 0.003 (4) | −0.007 (4) | −0.016 (4) |
C46 | 0.034 (5) | 0.022 (4) | 0.021 (4) | −0.002 (4) | −0.010 (4) | −0.007 (4) |
C47 | 0.019 (4) | 0.028 (4) | 0.021 (4) | −0.003 (3) | −0.002 (3) | −0.004 (3) |
C48 | 0.012 (4) | 0.033 (5) | 0.035 (5) | 0.006 (3) | −0.001 (4) | −0.006 (4) |
C49 | 0.019 (4) | 0.023 (4) | 0.013 (4) | −0.002 (3) | 0.001 (3) | −0.005 (3) |
C50 | 0.021 (4) | 0.022 (4) | 0.019 (4) | 0.003 (3) | 0.001 (3) | −0.003 (3) |
C51 | 0.036 (5) | 0.021 (4) | 0.019 (4) | 0.004 (3) | 0.004 (4) | −0.002 (3) |
C52 | 0.041 (5) | 0.031 (5) | 0.023 (4) | 0.008 (4) | −0.004 (4) | −0.010 (4) |
C53 | 0.031 (5) | 0.022 (4) | 0.038 (5) | 0.008 (3) | −0.007 (4) | −0.014 (4) |
C54 | 0.043 (5) | 0.026 (4) | 0.022 (4) | 0.002 (4) | 0.001 (4) | −0.008 (4) |
C55 | 0.038 (5) | 0.023 (4) | 0.020 (4) | 0.000 (4) | −0.001 (4) | −0.005 (3) |
C56 | 0.031 (4) | 0.019 (4) | 0.016 (4) | −0.003 (3) | −0.006 (4) | −0.007 (3) |
C57 | 0.026 (4) | 0.028 (4) | 0.012 (4) | 0.000 (3) | 0.001 (3) | −0.005 (3) |
C58 | 0.030 (4) | 0.018 (4) | 0.012 (4) | 0.002 (3) | −0.007 (3) | −0.003 (3) |
C59 | 0.022 (4) | 0.018 (4) | 0.011 (4) | −0.001 (3) | 0.000 (3) | −0.003 (3) |
C60 | 0.026 (4) | 0.028 (4) | 0.023 (4) | 0.009 (3) | −0.004 (3) | −0.007 (3) |
C61 | 0.022 (4) | 0.030 (5) | 0.034 (5) | 0.002 (4) | −0.004 (4) | −0.004 (4) |
C62 | 0.029 (4) | 0.033 (5) | 0.022 (4) | −0.005 (4) | 0.000 (4) | −0.001 (4) |
C63 | 0.029 (4) | 0.023 (4) | 0.021 (4) | −0.006 (3) | −0.007 (4) | −0.001 (3) |
C64 | 0.024 (4) | 0.023 (4) | 0.024 (4) | 0.002 (3) | −0.005 (4) | −0.001 (3) |
C65 | 0.079 (8) | 0.022 (5) | 0.024 (5) | 0.005 (5) | −0.028 (5) | −0.002 (4) |
C66 | 0.042 (6) | 0.029 (5) | 0.053 (6) | 0.006 (4) | −0.015 (5) | 0.000 (5) |
Co1 | 0.0195 (5) | 0.0159 (5) | 0.0130 (5) | −0.0046 (4) | −0.0016 (4) | −0.0039 (4) |
Co2 | 0.0185 (5) | 0.0154 (5) | 0.0152 (5) | −0.0037 (4) | −0.0010 (4) | −0.0042 (4) |
N1 | 0.021 (3) | 0.016 (3) | 0.010 (3) | −0.008 (3) | 0.003 (3) | −0.006 (3) |
N2 | 0.018 (3) | 0.021 (3) | 0.019 (3) | 0.000 (3) | −0.002 (3) | −0.011 (3) |
N3 | 0.019 (3) | 0.018 (3) | 0.023 (3) | −0.005 (3) | −0.002 (3) | −0.006 (3) |
N4 | 0.022 (3) | 0.017 (3) | 0.017 (3) | −0.001 (3) | 0.000 (3) | −0.008 (3) |
N5 | 0.022 (3) | 0.014 (3) | 0.021 (4) | −0.005 (3) | −0.004 (3) | −0.007 (3) |
N6 | 0.017 (3) | 0.016 (3) | 0.011 (3) | −0.004 (2) | 0.004 (3) | −0.003 (3) |
N7 | 0.020 (3) | 0.017 (3) | 0.020 (4) | −0.002 (3) | 0.000 (3) | −0.003 (3) |
N8 | 0.026 (4) | 0.022 (3) | 0.011 (3) | −0.007 (3) | 0.006 (3) | −0.007 (3) |
N9 | 0.019 (3) | 0.021 (3) | 0.015 (3) | −0.003 (3) | 0.002 (3) | −0.006 (3) |
N10 | 0.013 (3) | 0.026 (4) | 0.024 (4) | −0.005 (3) | 0.001 (3) | −0.011 (3) |
N11 | 0.022 (3) | 0.016 (3) | 0.013 (3) | −0.003 (3) | 0.000 (3) | 0.002 (3) |
N12 | 0.021 (3) | 0.015 (3) | 0.025 (4) | −0.004 (3) | 0.001 (3) | −0.004 (3) |
N13 | 0.096 (8) | 0.032 (5) | 0.070 (7) | −0.021 (5) | −0.048 (6) | 0.005 (5) |
O1 | 0.019 (3) | 0.020 (3) | 0.008 (2) | −0.004 (2) | 0.002 (2) | −0.005 (2) |
O2 | 0.022 (3) | 0.016 (3) | 0.021 (3) | −0.004 (2) | −0.002 (2) | −0.007 (2) |
O3 | 0.022 (3) | 0.016 (3) | 0.023 (3) | −0.003 (2) | −0.005 (2) | −0.002 (2) |
O4 | 0.019 (3) | 0.015 (3) | 0.022 (3) | −0.004 (2) | −0.006 (2) | −0.002 (2) |
N14 | 0.051 (7) | 0.072 (8) | 0.054 (7) | −0.019 (6) | 0.024 (6) | −0.030 (7) |
C67 | 0.033 (6) | 0.043 (7) | 0.033 (7) | −0.006 (5) | 0.005 (5) | −0.006 (6) |
C68 | 0.034 (6) | 0.043 (10) | 0.032 (14) | 0.004 (6) | 0.004 (7) | −0.008 (10) |
N14B | 0.051 (7) | 0.072 (8) | 0.054 (7) | −0.019 (6) | 0.024 (6) | −0.030 (7) |
C67B | 0.033 (6) | 0.043 (7) | 0.033 (7) | −0.006 (5) | 0.005 (5) | −0.006 (6) |
C68B | 0.034 (6) | 0.043 (10) | 0.032 (14) | 0.004 (6) | 0.004 (7) | −0.008 (10) |
B1—N2 | 1.535 (11) | C37—H37C | 0.9800 |
B1—N6 | 1.540 (11) | C38—N8 | 1.346 (10) |
B1—N4 | 1.541 (11) | C38—C39 | 1.365 (11) |
B1—H1A | 1.0000 | C38—H38 | 0.9500 |
B2—N12 | 1.530 (11) | C39—C40 | 1.390 (11) |
B2—N10 | 1.540 (11) | C39—H39 | 0.9500 |
B2—N8 | 1.564 (11) | C40—N7 | 1.316 (10) |
B2—H2A | 1.0000 | C40—C41 | 1.512 (11) |
C1—N2 | 1.350 (10) | C41—C46 | 1.525 (11) |
C1—C2 | 1.383 (12) | C41—C42 | 1.533 (11) |
C1—H1 | 0.9500 | C41—H41 | 1.0000 |
C2—C3 | 1.398 (10) | C42—C43 | 1.522 (13) |
C2—H2 | 0.9500 | C42—H42A | 0.9900 |
C3—N1 | 1.350 (10) | C42—H42B | 0.9900 |
C3—C4 | 1.491 (11) | C43—C44 | 1.502 (14) |
C4—C9 | 1.523 (11) | C43—H43A | 0.9900 |
C4—C5 | 1.530 (10) | C43—H43B | 0.9900 |
C4—H4 | 1.0000 | C44—C45 | 1.533 (13) |
C5—C6 | 1.522 (11) | C44—H44A | 0.9900 |
C5—H5A | 0.9900 | C44—H44B | 0.9900 |
C5—H5B | 0.9900 | C45—C46 | 1.526 (11) |
C6—C7 | 1.526 (12) | C45—H45A | 0.9900 |
C6—H6A | 0.9900 | C45—H45B | 0.9900 |
C6—H6B | 0.9900 | C46—H46A | 0.9900 |
C7—C8 | 1.516 (12) | C46—H46B | 0.9900 |
C7—H7A | 0.9900 | C47—N10 | 1.349 (10) |
C7—H7B | 0.9900 | C47—C48 | 1.376 (11) |
C8—C9 | 1.536 (10) | C47—H47 | 0.9500 |
C8—H8A | 0.9900 | C48—C49 | 1.378 (10) |
C8—H8B | 0.9900 | C48—H48 | 0.9500 |
C9—H9A | 0.9900 | C49—N9 | 1.327 (10) |
C9—H9B | 0.9900 | C49—C50 | 1.490 (11) |
C10—N4 | 1.338 (10) | C50—C55 | 1.524 (11) |
C10—C11 | 1.368 (11) | C50—C51 | 1.527 (11) |
C10—H10 | 0.9500 | C50—H50 | 1.0000 |
C11—C12 | 1.407 (10) | C51—C52 | 1.522 (12) |
C11—H11 | 0.9500 | C51—H51A | 0.9900 |
C12—N3 | 1.349 (10) | C51—H51B | 0.9900 |
C12—C13 | 1.494 (10) | C52—C53 | 1.516 (12) |
C13—C14 | 1.524 (11) | C52—H52A | 0.9900 |
C13—C18 | 1.528 (11) | C52—H52B | 0.9900 |
C13—H13 | 1.0000 | C53—C54 | 1.512 (11) |
C14—C15 | 1.518 (11) | C53—H53A | 0.9900 |
C14—H14A | 0.9900 | C53—H53B | 0.9900 |
C14—H14B | 0.9900 | C54—C55 | 1.514 (11) |
C15—C16 | 1.528 (11) | C54—H54A | 0.9900 |
C15—H15A | 0.9900 | C54—H54B | 0.9900 |
C15—H15B | 0.9900 | C55—H55A | 0.9900 |
C16—C17 | 1.508 (11) | C55—H55B | 0.9900 |
C16—H16A | 0.9900 | C56—N12 | 1.348 (10) |
C16—H16B | 0.9900 | C56—C57 | 1.356 (11) |
C17—C18 | 1.525 (11) | C56—H56 | 0.9500 |
C17—H17A | 0.9900 | C57—C58 | 1.402 (10) |
C17—H17B | 0.9900 | C57—H57 | 0.9500 |
C18—H18A | 0.9900 | C58—N11 | 1.351 (10) |
C18—H18B | 0.9900 | C58—C59 | 1.488 (11) |
C19—N6 | 1.353 (9) | C59—C60 | 1.522 (10) |
C19—C20 | 1.384 (11) | C59—C64 | 1.552 (10) |
C19—H19 | 0.9500 | C59—H59 | 1.0000 |
C20—C21 | 1.395 (11) | C60—C61 | 1.521 (11) |
C20—H20 | 0.9500 | C60—H60A | 0.9900 |
C21—N5 | 1.347 (10) | C60—H60B | 0.9900 |
C21—C22 | 1.490 (10) | C61—C62 | 1.536 (12) |
C22—C23 | 1.521 (11) | C61—H61A | 0.9900 |
C22—C27 | 1.541 (11) | C61—H61B | 0.9900 |
C22—H22 | 1.0000 | C62—C63 | 1.513 (12) |
C23—C24 | 1.525 (11) | C62—H62A | 0.9900 |
C23—H23A | 0.9900 | C62—H62B | 0.9900 |
C23—H23B | 0.9900 | C63—C64 | 1.507 (11) |
C24—C25 | 1.510 (12) | C63—H63A | 0.9900 |
C24—H24A | 0.9900 | C63—H63B | 0.9900 |
C24—H24B | 0.9900 | C64—H64A | 0.9900 |
C25—C26 | 1.534 (12) | C64—H64B | 0.9900 |
C25—H25A | 0.9900 | C65—N13 | 1.140 (13) |
C25—H25B | 0.9900 | C65—C66 | 1.455 (14) |
C26—C27 | 1.512 (11) | C66—H66A | 0.9800 |
C26—H26A | 0.9900 | C66—H66B | 0.9800 |
C26—H26B | 0.9900 | C66—H66C | 0.9800 |
C27—H27A | 0.9900 | Co1—O1 | 1.987 (5) |
C27—H27B | 0.9900 | Co1—O2 | 1.990 (5) |
C28—C29 | 1.499 (10) | Co1—N1 | 2.059 (6) |
C28—H28A | 0.9800 | Co1—N5 | 2.094 (7) |
C28—H28B | 0.9800 | Co1—N3 | 2.114 (6) |
C28—H28C | 0.9800 | Co2—O3 | 1.985 (5) |
C29—O1 | 1.283 (8) | Co2—O4 | 1.990 (5) |
C29—C30 | 1.418 (10) | Co2—N11 | 2.057 (6) |
C30—C31 | 1.413 (10) | Co2—N7 | 2.093 (7) |
C30—C35 | 1.501 (7) | Co2—N9 | 2.120 (6) |
C31—O2 | 1.269 (9) | N1—N2 | 1.365 (8) |
C31—C32 | 1.510 (11) | N3—N4 | 1.364 (8) |
C32—H32A | 0.9800 | N5—N6 | 1.351 (8) |
C32—H32B | 0.9800 | N7—N8 | 1.361 (9) |
C32—H32C | 0.9800 | N9—N10 | 1.358 (8) |
C33—C34 | 1.523 (10) | N11—N12 | 1.353 (9) |
C33—H33A | 0.9800 | N14—C67 | 1.138 (15) |
C33—H33B | 0.9800 | C67—C68 | 1.49 (3) |
C33—H33C | 0.9800 | C68—H68A | 0.9800 |
C34—O4 | 1.261 (8) | C68—H68B | 0.9800 |
C34—C35 | 1.413 (10) | C68—H68C | 0.9800 |
C35—C36 | 1.394 (10) | N14B—C67B | 1.15 (2) |
C36—O3 | 1.282 (9) | C67B—C68B | 1.49 (3) |
C36—C37 | 1.512 (10) | C68B—H68D | 0.9800 |
C37—H37A | 0.9800 | C68B—H68E | 0.9800 |
C37—H37B | 0.9800 | C68B—H68F | 0.9800 |
N2—B1—N6 | 109.6 (6) | C42—C41—H41 | 108.0 |
N2—B1—N4 | 109.2 (6) | C43—C42—C41 | 110.0 (8) |
N6—B1—N4 | 106.0 (6) | C43—C42—H42A | 109.7 |
N2—B1—H1A | 110.7 | C41—C42—H42A | 109.7 |
N6—B1—H1A | 110.7 | C43—C42—H42B | 109.7 |
N4—B1—H1A | 110.7 | C41—C42—H42B | 109.7 |
N12—B2—N10 | 108.8 (7) | H42A—C42—H42B | 108.2 |
N12—B2—N8 | 109.9 (7) | C44—C43—C42 | 111.4 (8) |
N10—B2—N8 | 105.8 (6) | C44—C43—H43A | 109.3 |
N12—B2—H2A | 110.7 | C42—C43—H43A | 109.3 |
N10—B2—H2A | 110.7 | C44—C43—H43B | 109.3 |
N8—B2—H2A | 110.7 | C42—C43—H43B | 109.3 |
N2—C1—C2 | 108.4 (7) | H43A—C43—H43B | 108.0 |
N2—C1—H1 | 125.8 | C43—C44—C45 | 110.2 (7) |
C2—C1—H1 | 125.8 | C43—C44—H44A | 109.6 |
C1—C2—C3 | 105.9 (7) | C45—C44—H44A | 109.6 |
C1—C2—H2 | 127.0 | C43—C44—H44B | 109.6 |
C3—C2—H2 | 127.0 | C45—C44—H44B | 109.6 |
N1—C3—C2 | 108.7 (7) | H44A—C44—H44B | 108.1 |
N1—C3—C4 | 120.7 (7) | C46—C45—C44 | 110.2 (8) |
C2—C3—C4 | 130.6 (7) | C46—C45—H45A | 109.6 |
C3—C4—C9 | 111.3 (6) | C44—C45—H45A | 109.6 |
C3—C4—C5 | 111.9 (6) | C46—C45—H45B | 109.6 |
C9—C4—C5 | 110.9 (7) | C44—C45—H45B | 109.6 |
C3—C4—H4 | 107.5 | H45A—C45—H45B | 108.1 |
C9—C4—H4 | 107.5 | C41—C46—C45 | 112.2 (7) |
C5—C4—H4 | 107.5 | C41—C46—H46A | 109.2 |
C6—C5—C4 | 111.3 (6) | C45—C46—H46A | 109.2 |
C6—C5—H5A | 109.4 | C41—C46—H46B | 109.2 |
C4—C5—H5A | 109.4 | C45—C46—H46B | 109.2 |
C6—C5—H5B | 109.4 | H46A—C46—H46B | 107.9 |
C4—C5—H5B | 109.4 | N10—C47—C48 | 107.4 (7) |
H5A—C5—H5B | 108.0 | N10—C47—H47 | 126.3 |
C5—C6—C7 | 111.6 (7) | C48—C47—H47 | 126.3 |
C5—C6—H6A | 109.3 | C47—C48—C49 | 106.0 (7) |
C7—C6—H6A | 109.3 | C47—C48—H48 | 127.0 |
C5—C6—H6B | 109.3 | C49—C48—H48 | 127.0 |
C7—C6—H6B | 109.3 | N9—C49—C48 | 110.0 (7) |
H6A—C6—H6B | 108.0 | N9—C49—C50 | 121.7 (7) |
C8—C7—C6 | 111.7 (7) | C48—C49—C50 | 128.4 (7) |
C8—C7—H7A | 109.3 | C49—C50—C55 | 112.5 (6) |
C6—C7—H7A | 109.3 | C49—C50—C51 | 110.6 (7) |
C8—C7—H7B | 109.3 | C55—C50—C51 | 110.9 (6) |
C6—C7—H7B | 109.3 | C49—C50—H50 | 107.6 |
H7A—C7—H7B | 107.9 | C55—C50—H50 | 107.6 |
C7—C8—C9 | 111.3 (7) | C51—C50—H50 | 107.6 |
C7—C8—H8A | 109.4 | C52—C51—C50 | 111.6 (7) |
C9—C8—H8A | 109.4 | C52—C51—H51A | 109.3 |
C7—C8—H8B | 109.4 | C50—C51—H51A | 109.3 |
C9—C8—H8B | 109.4 | C52—C51—H51B | 109.3 |
H8A—C8—H8B | 108.0 | C50—C51—H51B | 109.3 |
C4—C9—C8 | 110.5 (6) | H51A—C51—H51B | 108.0 |
C4—C9—H9A | 109.5 | C53—C52—C51 | 110.8 (7) |
C8—C9—H9A | 109.5 | C53—C52—H52A | 109.5 |
C4—C9—H9B | 109.5 | C51—C52—H52A | 109.5 |
C8—C9—H9B | 109.5 | C53—C52—H52B | 109.5 |
H9A—C9—H9B | 108.1 | C51—C52—H52B | 109.5 |
N4—C10—C11 | 109.4 (7) | H52A—C52—H52B | 108.1 |
N4—C10—H10 | 125.3 | C54—C53—C52 | 110.5 (7) |
C11—C10—H10 | 125.3 | C54—C53—H53A | 109.6 |
C10—C11—C12 | 104.8 (7) | C52—C53—H53A | 109.6 |
C10—C11—H11 | 127.6 | C54—C53—H53B | 109.6 |
C12—C11—H11 | 127.6 | C52—C53—H53B | 109.6 |
N3—C12—C11 | 109.6 (7) | H53A—C53—H53B | 108.1 |
N3—C12—C13 | 120.8 (6) | C53—C54—C55 | 111.6 (7) |
C11—C12—C13 | 129.7 (7) | C53—C54—H54A | 109.3 |
C12—C13—C14 | 111.5 (6) | C55—C54—H54A | 109.3 |
C12—C13—C18 | 111.0 (7) | C53—C54—H54B | 109.3 |
C14—C13—C18 | 110.9 (6) | C55—C54—H54B | 109.3 |
C12—C13—H13 | 107.7 | H54A—C54—H54B | 108.0 |
C14—C13—H13 | 107.7 | C54—C55—C50 | 111.3 (7) |
C18—C13—H13 | 107.7 | C54—C55—H55A | 109.4 |
C15—C14—C13 | 110.9 (7) | C50—C55—H55A | 109.4 |
C15—C14—H14A | 109.5 | C54—C55—H55B | 109.4 |
C13—C14—H14A | 109.5 | C50—C55—H55B | 109.4 |
C15—C14—H14B | 109.5 | H55A—C55—H55B | 108.0 |
C13—C14—H14B | 109.5 | N12—C56—C57 | 109.1 (7) |
H14A—C14—H14B | 108.0 | N12—C56—H56 | 125.5 |
C14—C15—C16 | 110.9 (7) | C57—C56—H56 | 125.5 |
C14—C15—H15A | 109.5 | C56—C57—C58 | 105.6 (7) |
C16—C15—H15A | 109.5 | C56—C57—H57 | 127.2 |
C14—C15—H15B | 109.5 | C58—C57—H57 | 127.2 |
C16—C15—H15B | 109.5 | N11—C58—C57 | 108.9 (7) |
H15A—C15—H15B | 108.0 | N11—C58—C59 | 120.2 (6) |
C17—C16—C15 | 111.1 (7) | C57—C58—C59 | 130.8 (7) |
C17—C16—H16A | 109.4 | C58—C59—C60 | 112.7 (6) |
C15—C16—H16A | 109.4 | C58—C59—C64 | 111.0 (6) |
C17—C16—H16B | 109.4 | C60—C59—C64 | 109.1 (6) |
C15—C16—H16B | 109.4 | C58—C59—H59 | 108.0 |
H16A—C16—H16B | 108.0 | C60—C59—H59 | 108.0 |
C16—C17—C18 | 111.0 (7) | C64—C59—H59 | 108.0 |
C16—C17—H17A | 109.4 | C61—C60—C59 | 112.5 (7) |
C18—C17—H17A | 109.4 | C61—C60—H60A | 109.1 |
C16—C17—H17B | 109.4 | C59—C60—H60A | 109.1 |
C18—C17—H17B | 109.4 | C61—C60—H60B | 109.1 |
H17A—C17—H17B | 108.0 | C59—C60—H60B | 109.1 |
C17—C18—C13 | 111.0 (7) | H60A—C60—H60B | 107.8 |
C17—C18—H18A | 109.4 | C60—C61—C62 | 110.7 (7) |
C13—C18—H18A | 109.4 | C60—C61—H61A | 109.5 |
C17—C18—H18B | 109.4 | C62—C61—H61A | 109.5 |
C13—C18—H18B | 109.4 | C60—C61—H61B | 109.5 |
H18A—C18—H18B | 108.0 | C62—C61—H61B | 109.5 |
N6—C19—C20 | 108.1 (7) | H61A—C61—H61B | 108.1 |
N6—C19—H19 | 125.9 | C63—C62—C61 | 111.2 (7) |
C20—C19—H19 | 125.9 | C63—C62—H62A | 109.4 |
C19—C20—C21 | 105.4 (7) | C61—C62—H62A | 109.4 |
C19—C20—H20 | 127.3 | C63—C62—H62B | 109.4 |
C21—C20—H20 | 127.3 | C61—C62—H62B | 109.4 |
N5—C21—C20 | 109.3 (6) | H62A—C62—H62B | 108.0 |
N5—C21—C22 | 120.4 (7) | C64—C63—C62 | 112.0 (7) |
C20—C21—C22 | 130.3 (7) | C64—C63—H63A | 109.2 |
C21—C22—C23 | 113.1 (6) | C62—C63—H63A | 109.2 |
C21—C22—C27 | 110.6 (6) | C64—C63—H63B | 109.2 |
C23—C22—C27 | 109.5 (6) | C62—C63—H63B | 109.2 |
C21—C22—H22 | 107.9 | H63A—C63—H63B | 107.9 |
C23—C22—H22 | 107.9 | C63—C64—C59 | 111.3 (6) |
C27—C22—H22 | 107.9 | C63—C64—H64A | 109.4 |
C22—C23—C24 | 110.9 (7) | C59—C64—H64A | 109.4 |
C22—C23—H23A | 109.5 | C63—C64—H64B | 109.4 |
C24—C23—H23A | 109.5 | C59—C64—H64B | 109.4 |
C22—C23—H23B | 109.5 | H64A—C64—H64B | 108.0 |
C24—C23—H23B | 109.5 | N13—C65—C66 | 178.1 (10) |
H23A—C23—H23B | 108.0 | C65—C66—H66A | 109.5 |
C25—C24—C23 | 112.0 (7) | C65—C66—H66B | 109.5 |
C25—C24—H24A | 109.2 | H66A—C66—H66B | 109.5 |
C23—C24—H24A | 109.2 | C65—C66—H66C | 109.5 |
C25—C24—H24B | 109.2 | H66A—C66—H66C | 109.5 |
C23—C24—H24B | 109.2 | H66B—C66—H66C | 109.5 |
H24A—C24—H24B | 107.9 | O1—Co1—O2 | 86.3 (2) |
C24—C25—C26 | 109.5 (7) | O1—Co1—N1 | 106.5 (2) |
C24—C25—H25A | 109.8 | O2—Co1—N1 | 102.4 (2) |
C26—C25—H25A | 109.8 | O1—Co1—N5 | 92.5 (2) |
C24—C25—H25B | 109.8 | O2—Co1—N5 | 167.4 (2) |
C26—C25—H25B | 109.8 | N1—Co1—N5 | 90.1 (2) |
H25A—C25—H25B | 108.2 | O1—Co1—N3 | 163.1 (2) |
C27—C26—C25 | 111.5 (7) | O2—Co1—N3 | 94.1 (2) |
C27—C26—H26A | 109.3 | N1—Co1—N3 | 89.9 (2) |
C25—C26—H26A | 109.3 | N5—Co1—N3 | 83.5 (2) |
C27—C26—H26B | 109.3 | O3—Co2—O4 | 86.7 (2) |
C25—C26—H26B | 109.3 | O3—Co2—N11 | 106.8 (2) |
H26A—C26—H26B | 108.0 | O4—Co2—N11 | 101.9 (2) |
C26—C27—C22 | 111.9 (6) | O3—Co2—N7 | 92.8 (2) |
C26—C27—H27A | 109.2 | O4—Co2—N7 | 167.2 (2) |
C22—C27—H27A | 109.2 | N11—Co2—N7 | 90.5 (2) |
C26—C27—H27B | 109.2 | O3—Co2—N9 | 163.0 (2) |
C22—C27—H27B | 109.2 | O4—Co2—N9 | 93.3 (2) |
H27A—C27—H27B | 107.9 | N11—Co2—N9 | 89.8 (2) |
C29—C28—H28A | 109.5 | N7—Co2—N9 | 83.5 (2) |
C29—C28—H28B | 109.5 | C3—N1—N2 | 107.8 (6) |
H28A—C28—H28B | 109.5 | C3—N1—Co1 | 134.5 (5) |
C29—C28—H28C | 109.5 | N2—N1—Co1 | 117.3 (5) |
H28A—C28—H28C | 109.5 | C1—N2—N1 | 109.1 (7) |
H28B—C28—H28C | 109.5 | C1—N2—B1 | 130.3 (7) |
O1—C29—C30 | 124.3 (7) | N1—N2—B1 | 120.5 (6) |
O1—C29—C28 | 114.5 (7) | C12—N3—N4 | 106.4 (6) |
C30—C29—C28 | 121.0 (6) | C12—N3—Co1 | 136.9 (5) |
C31—C30—C29 | 121.2 (6) | N4—N3—Co1 | 116.5 (5) |
C31—C30—C35 | 118.3 (7) | C10—N4—N3 | 109.7 (6) |
C29—C30—C35 | 120.4 (7) | C10—N4—B1 | 130.2 (7) |
O2—C31—C30 | 125.4 (7) | N3—N4—B1 | 120.1 (6) |
O2—C31—C32 | 114.4 (6) | C21—N5—N6 | 107.6 (6) |
C30—C31—C32 | 120.1 (6) | C21—N5—Co1 | 135.8 (5) |
C31—C32—H32A | 109.5 | N6—N5—Co1 | 116.5 (5) |
C31—C32—H32B | 109.5 | N5—N6—C19 | 109.5 (6) |
H32A—C32—H32B | 109.5 | N5—N6—B1 | 120.8 (6) |
C31—C32—H32C | 109.5 | C19—N6—B1 | 128.9 (6) |
H32A—C32—H32C | 109.5 | C40—N7—N8 | 107.4 (7) |
H32B—C32—H32C | 109.5 | C40—N7—Co2 | 136.3 (5) |
C34—C33—H33A | 109.5 | N8—N7—Co2 | 116.1 (5) |
C34—C33—H33B | 109.5 | C38—N8—N7 | 108.7 (6) |
H33A—C33—H33B | 109.5 | C38—N8—B2 | 129.3 (7) |
C34—C33—H33C | 109.5 | N7—N8—B2 | 120.4 (6) |
H33A—C33—H33C | 109.5 | C49—N9—N10 | 107.0 (6) |
H33B—C33—H33C | 109.5 | C49—N9—Co2 | 136.9 (5) |
O4—C34—C35 | 126.4 (7) | N10—N9—Co2 | 116.0 (5) |
O4—C34—C33 | 113.5 (6) | C47—N10—N9 | 109.5 (6) |
C35—C34—C33 | 120.1 (6) | C47—N10—B2 | 129.8 (6) |
C36—C35—C34 | 120.6 (6) | N9—N10—B2 | 120.6 (6) |
C36—C35—C30 | 121.8 (7) | C58—N11—N12 | 107.0 (6) |
C34—C35—C30 | 117.6 (7) | C58—N11—Co2 | 134.6 (5) |
O3—C36—C35 | 125.8 (7) | N12—N11—Co2 | 117.8 (5) |
O3—C36—C37 | 113.2 (6) | C56—N12—N11 | 109.4 (7) |
C35—C36—C37 | 121.0 (6) | C56—N12—B2 | 130.1 (7) |
C36—C37—H37A | 109.5 | N11—N12—B2 | 120.3 (6) |
C36—C37—H37B | 109.5 | C29—O1—Co1 | 128.9 (5) |
H37A—C37—H37B | 109.5 | C31—O2—Co1 | 129.8 (5) |
C36—C37—H37C | 109.5 | C36—O3—Co2 | 128.0 (5) |
H37A—C37—H37C | 109.5 | C34—O4—Co2 | 128.6 (5) |
H37B—C37—H37C | 109.5 | N14—C67—C68 | 179.1 (16) |
N8—C38—C39 | 108.7 (7) | C67—C68—H68A | 109.5 |
N8—C38—H38 | 125.7 | C67—C68—H68B | 109.5 |
C39—C38—H38 | 125.7 | H68A—C68—H68B | 109.5 |
C38—C39—C40 | 105.1 (7) | C67—C68—H68C | 109.5 |
C38—C39—H39 | 127.5 | H68A—C68—H68C | 109.5 |
C40—C39—H39 | 127.5 | H68B—C68—H68C | 109.5 |
N7—C40—C39 | 110.2 (7) | N14B—C67B—C68B | 174 (8) |
N7—C40—C41 | 121.0 (7) | C67B—C68B—H68D | 109.5 |
C39—C40—C41 | 128.7 (7) | C67B—C68B—H68E | 109.5 |
C40—C41—C46 | 110.7 (6) | H68D—C68B—H68E | 109.5 |
C40—C41—C42 | 112.6 (7) | C67B—C68B—H68F | 109.5 |
C46—C41—C42 | 109.4 (7) | H68D—C68B—H68F | 109.5 |
C40—C41—H41 | 108.0 | H68E—C68B—H68F | 109.5 |
C46—C41—H41 | 108.0 | ||
N2—C1—C2—C3 | −0.9 (9) | C57—C58—C59—C64 | 74.3 (10) |
C1—C2—C3—N1 | 0.2 (9) | C58—C59—C60—C61 | 180.0 (7) |
C1—C2—C3—C4 | −179.3 (8) | C64—C59—C60—C61 | 56.2 (8) |
N1—C3—C4—C9 | −98.6 (8) | C59—C60—C61—C62 | −55.8 (9) |
C2—C3—C4—C9 | 80.9 (10) | C60—C61—C62—C63 | 54.0 (9) |
N1—C3—C4—C5 | 136.7 (7) | C61—C62—C63—C64 | −55.2 (9) |
C2—C3—C4—C5 | −43.8 (11) | C62—C63—C64—C59 | 56.6 (9) |
C3—C4—C5—C6 | −178.9 (7) | C58—C59—C64—C63 | 179.2 (7) |
C9—C4—C5—C6 | 56.2 (8) | C60—C59—C64—C63 | −56.0 (8) |
C4—C5—C6—C7 | −54.4 (9) | C2—C3—N1—N2 | 0.6 (8) |
C5—C6—C7—C8 | 53.9 (9) | C4—C3—N1—N2 | −179.9 (6) |
C6—C7—C8—C9 | −54.8 (9) | C2—C3—N1—Co1 | −171.9 (5) |
C3—C4—C9—C8 | 177.9 (6) | C4—C3—N1—Co1 | 7.7 (11) |
C5—C4—C9—C8 | −56.8 (8) | C2—C1—N2—N1 | 1.2 (9) |
C7—C8—C9—C4 | 56.3 (9) | C2—C1—N2—B1 | 177.7 (7) |
N4—C10—C11—C12 | 1.1 (9) | C3—N1—N2—C1 | −1.1 (8) |
C10—C11—C12—N3 | 0.8 (9) | Co1—N1—N2—C1 | 172.9 (5) |
C10—C11—C12—C13 | 180.0 (8) | C3—N1—N2—B1 | −178.0 (7) |
N3—C12—C13—C14 | 116.3 (8) | Co1—N1—N2—B1 | −4.0 (8) |
C11—C12—C13—C14 | −62.8 (11) | N6—B1—N2—C1 | 129.3 (8) |
N3—C12—C13—C18 | −119.5 (8) | N4—B1—N2—C1 | −115.0 (8) |
C11—C12—C13—C18 | 61.4 (11) | N6—B1—N2—N1 | −54.5 (9) |
C12—C13—C14—C15 | −179.9 (7) | N4—B1—N2—N1 | 61.2 (8) |
C18—C13—C14—C15 | 55.8 (9) | C11—C12—N3—N4 | −2.3 (8) |
C13—C14—C15—C16 | −56.2 (9) | C13—C12—N3—N4 | 178.4 (6) |
C14—C15—C16—C17 | 56.7 (9) | C11—C12—N3—Co1 | −177.8 (6) |
C15—C16—C17—C18 | −56.4 (9) | C13—C12—N3—Co1 | 3.0 (12) |
C16—C17—C18—C13 | 55.9 (9) | C11—C10—N4—N3 | −2.6 (9) |
C12—C13—C18—C17 | 179.9 (6) | C11—C10—N4—B1 | 174.9 (8) |
C14—C13—C18—C17 | −55.5 (9) | C12—N3—N4—C10 | 3.0 (8) |
N6—C19—C20—C21 | 1.1 (9) | Co1—N3—N4—C10 | 179.6 (5) |
C19—C20—C21—N5 | −1.5 (9) | C12—N3—N4—B1 | −174.8 (6) |
C19—C20—C21—C22 | 174.3 (7) | Co1—N3—N4—B1 | 1.8 (9) |
N5—C21—C22—C23 | −175.0 (7) | N2—B1—N4—C10 | 123.8 (8) |
C20—C21—C22—C23 | 9.6 (11) | N6—B1—N4—C10 | −118.3 (8) |
N5—C21—C22—C27 | 61.9 (9) | N2—B1—N4—N3 | −58.9 (9) |
C20—C21—C22—C27 | −113.6 (9) | N6—B1—N4—N3 | 59.0 (9) |
C21—C22—C23—C24 | −179.6 (6) | C20—C21—N5—N6 | 1.4 (8) |
C27—C22—C23—C24 | −55.9 (8) | C22—C21—N5—N6 | −174.9 (6) |
C22—C23—C24—C25 | 58.3 (9) | C20—C21—N5—Co1 | 179.2 (6) |
C23—C24—C25—C26 | −56.7 (10) | C22—C21—N5—Co1 | 2.9 (11) |
C24—C25—C26—C27 | 55.6 (9) | C21—N5—N6—C19 | −0.7 (8) |
C25—C26—C27—C22 | −56.0 (9) | Co1—N5—N6—C19 | −179.0 (5) |
C21—C22—C27—C26 | −179.2 (6) | C21—N5—N6—B1 | 170.2 (7) |
C23—C22—C27—C26 | 55.6 (9) | Co1—N5—N6—B1 | −8.1 (8) |
O1—C29—C30—C31 | 2.0 (12) | C20—C19—N6—N5 | −0.3 (8) |
C28—C29—C30—C31 | 178.0 (7) | C20—C19—N6—B1 | −170.2 (7) |
O1—C29—C30—C35 | 178.3 (7) | N2—B1—N6—N5 | 62.0 (9) |
C28—C29—C30—C35 | −5.7 (11) | N4—B1—N6—N5 | −55.7 (9) |
C29—C30—C31—O2 | 6.2 (12) | N2—B1—N6—C19 | −129.0 (8) |
C35—C30—C31—O2 | −170.1 (7) | N4—B1—N6—C19 | 113.3 (8) |
C29—C30—C31—C32 | −173.0 (7) | C39—C40—N7—N8 | 0.0 (9) |
C35—C30—C31—C32 | 10.7 (10) | C41—C40—N7—N8 | −175.9 (7) |
O4—C34—C35—C36 | 8.4 (12) | C39—C40—N7—Co2 | 174.7 (6) |
C33—C34—C35—C36 | −171.5 (7) | C41—C40—N7—Co2 | −1.2 (12) |
O4—C34—C35—C30 | −171.8 (7) | C39—C38—N8—N7 | −0.2 (9) |
C33—C34—C35—C30 | 8.4 (10) | C39—C38—N8—B2 | −165.8 (7) |
C31—C30—C35—C36 | −107.3 (9) | C40—N7—N8—C38 | 0.1 (8) |
C29—C30—C35—C36 | 76.4 (8) | Co2—N7—N8—C38 | −175.8 (5) |
C31—C30—C35—C34 | 72.9 (7) | C40—N7—N8—B2 | 167.2 (7) |
C29—C30—C35—C34 | −103.5 (9) | Co2—N7—N8—B2 | −8.7 (8) |
C34—C35—C36—O3 | −1.6 (12) | N12—B2—N8—C38 | −133.7 (8) |
C30—C35—C36—O3 | 178.5 (7) | N10—B2—N8—C38 | 109.0 (9) |
C34—C35—C36—C37 | 176.2 (7) | N12—B2—N8—N7 | 62.2 (9) |
C30—C35—C36—C37 | −3.6 (11) | N10—B2—N8—N7 | −55.2 (9) |
N8—C38—C39—C40 | 0.2 (9) | C48—C49—N9—N10 | −2.8 (9) |
C38—C39—C40—N7 | −0.2 (9) | C50—C49—N9—N10 | 178.2 (7) |
C38—C39—C40—C41 | 175.4 (8) | C48—C49—N9—Co2 | 179.6 (6) |
N7—C40—C41—C46 | 60.2 (10) | C50—C49—N9—Co2 | 0.6 (12) |
C39—C40—C41—C46 | −114.9 (9) | C48—C47—N10—N9 | −1.2 (9) |
N7—C40—C41—C42 | −177.0 (7) | C48—C47—N10—B2 | 176.3 (8) |
C39—C40—C41—C42 | 7.9 (12) | C49—N9—N10—C47 | 2.5 (9) |
C40—C41—C42—C43 | 179.4 (7) | Co2—N9—N10—C47 | −179.3 (5) |
C46—C41—C42—C43 | −57.1 (9) | C49—N9—N10—B2 | −175.3 (7) |
C41—C42—C43—C44 | 59.4 (10) | Co2—N9—N10—B2 | 2.9 (9) |
C42—C43—C44—C45 | −58.5 (10) | N12—B2—N10—C47 | 122.9 (8) |
C43—C44—C45—C46 | 55.9 (10) | N8—B2—N10—C47 | −119.0 (8) |
C40—C41—C46—C45 | −178.9 (7) | N12—B2—N10—N9 | −59.8 (9) |
C42—C41—C46—C45 | 56.5 (9) | N8—B2—N10—N9 | 58.3 (9) |
C44—C45—C46—C41 | −55.9 (10) | C57—C58—N11—N12 | 0.4 (8) |
N10—C47—C48—C49 | −0.6 (9) | C59—C58—N11—N12 | 179.2 (6) |
C47—C48—C49—N9 | 2.1 (9) | C57—C58—N11—Co2 | −170.4 (6) |
C47—C48—C49—C50 | −179.0 (8) | C59—C58—N11—Co2 | 8.3 (11) |
N9—C49—C50—C55 | 116.2 (8) | C57—C56—N12—N11 | 1.7 (9) |
C48—C49—C50—C55 | −62.6 (11) | C57—C56—N12—B2 | 177.3 (8) |
N9—C49—C50—C51 | −119.2 (8) | C58—N11—N12—C56 | −1.3 (8) |
C48—C49—C50—C51 | 62.0 (11) | Co2—N11—N12—C56 | 171.3 (5) |
C49—C50—C51—C52 | −179.7 (7) | C58—N11—N12—B2 | −177.4 (7) |
C55—C50—C51—C52 | −54.2 (9) | Co2—N11—N12—B2 | −4.8 (9) |
C50—C51—C52—C53 | 55.9 (9) | N10—B2—N12—C56 | −113.6 (8) |
C51—C52—C53—C54 | −56.9 (10) | N8—B2—N12—C56 | 131.0 (8) |
C52—C53—C54—C55 | 57.2 (10) | N10—B2—N12—N11 | 61.7 (9) |
C53—C54—C55—C50 | −55.9 (10) | N8—B2—N12—N11 | −53.8 (9) |
C49—C50—C55—C54 | 178.3 (7) | C30—C29—O1—Co1 | −20.5 (11) |
C51—C50—C55—C54 | 53.9 (9) | C28—C29—O1—Co1 | 163.3 (5) |
N12—C56—C57—C58 | −1.4 (9) | C30—C31—O2—Co1 | 4.4 (11) |
C56—C57—C58—N11 | 0.6 (9) | C32—C31—O2—Co1 | −176.3 (5) |
C56—C57—C58—C59 | −178.0 (8) | C35—C36—O3—Co2 | −17.3 (11) |
N11—C58—C59—C60 | 133.2 (7) | C37—C36—O3—Co2 | 164.7 (5) |
C57—C58—C59—C60 | −48.4 (11) | C35—C34—O4—Co2 | 4.5 (11) |
N11—C58—C59—C64 | −104.1 (8) | C33—C34—O4—Co2 | −175.7 (5) |
D—H···A | D—H | H···A | D···A | D—H···A |
C10—H10···N14Bi | 0.95 | 2.44 | 3.31 (4) | 152 |
C13—H13···O2 | 1.00 | 2.49 | 3.302 (9) | 138 |
C22—H22···O1 | 1.00 | 2.46 | 3.186 (9) | 129 |
C41—H41···O3 | 1.00 | 2.56 | 3.229 (9) | 125 |
C50—H50···O4 | 1.00 | 2.51 | 3.295 (9) | 135 |
Symmetry code: (i) x, y+1, z. |
[Ni2(C24H40BN6)2(C10H12O4)] | Dx = 1.228 Mg m−3 |
Mr = 1160.47 | Mo Kα radiation, λ = 0.71073 Å |
Orthorhombic, Fdd2 | Cell parameters from 2424 reflections |
a = 19.630 (3) Å | θ = 2.5–30.5° |
b = 61.387 (10) Å | µ = 0.65 mm−1 |
c = 10.4220 (17) Å | T = 100 K |
V = 12559 (3) Å3 | Plate, green |
Z = 8 | 0.55 × 0.35 × 0.18 mm |
F(000) = 4976 |
Bruker SMART APEX CCD diffractometer | 6859 independent reflections |
Radiation source: fine-focus sealed tube | 6456 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.021 |
ω scans | θmax = 31.5°, θmin = 2.2° |
Absorption correction: multi-scan (APEX2; Bruker, 2009) | h = −22→28 |
Tmin = 0.609, Tmax = 0.746 | k = −83→81 |
14135 measured reflections | l = −10→15 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.030 | H-atom parameters constrained |
wR(F2) = 0.071 | w = 1/[σ2(Fo2) + (0.0386P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.001 |
6859 reflections | Δρmax = 0.47 e Å−3 |
363 parameters | Δρmin = −0.25 e Å−3 |
1 restraint | Absolute structure: Flack x determined using 1695 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.014 (6) |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. |
x | y | z | Uiso*/Ueq | ||
B1 | 0.37055 (12) | 0.10916 (4) | 0.5864 (3) | 0.0219 (5) | |
H1A | 0.3581 | 0.1248 | 0.5754 | 0.026* | |
C1 | 0.47381 (12) | 0.11648 (4) | 0.4340 (2) | 0.0267 (5) | |
H1 | 0.4635 | 0.1310 | 0.4097 | 0.032* | |
C2 | 0.52857 (11) | 0.10444 (4) | 0.3913 (2) | 0.0270 (5) | |
H2 | 0.5627 | 0.1089 | 0.3324 | 0.032* | |
C3 | 0.52324 (10) | 0.08436 (3) | 0.4529 (2) | 0.0188 (4) | |
C4 | 0.57074 (10) | 0.06531 (4) | 0.4512 (2) | 0.0191 (4) | |
H4A | 0.5807 | 0.0614 | 0.3609 | 0.023* | |
H4B | 0.5477 | 0.0527 | 0.4912 | 0.023* | |
C5 | 0.63898 (10) | 0.06946 (4) | 0.5222 (2) | 0.0231 (4) | |
C6 | 0.62526 (12) | 0.07878 (4) | 0.6556 (2) | 0.0295 (5) | |
H6A | 0.6040 | 0.0931 | 0.6474 | 0.044* | |
H6B | 0.6683 | 0.0802 | 0.7024 | 0.044* | |
H6C | 0.5947 | 0.0690 | 0.7025 | 0.044* | |
C7 | 0.68441 (12) | 0.08515 (4) | 0.4467 (3) | 0.0348 (6) | |
H7A | 0.7286 | 0.0865 | 0.4898 | 0.052* | |
H7B | 0.6625 | 0.0995 | 0.4423 | 0.052* | |
H7C | 0.6913 | 0.0795 | 0.3597 | 0.052* | |
C8 | 0.67610 (11) | 0.04760 (4) | 0.5353 (3) | 0.0301 (5) | |
H8A | 0.6475 | 0.0374 | 0.5833 | 0.045* | |
H8B | 0.7192 | 0.0498 | 0.5810 | 0.045* | |
H8C | 0.6854 | 0.0417 | 0.4498 | 0.045* | |
C9 | 0.25174 (11) | 0.09967 (4) | 0.4912 (2) | 0.0281 (5) | |
H9 | 0.2342 | 0.1140 | 0.4810 | 0.034* | |
C10 | 0.21725 (11) | 0.08056 (4) | 0.4659 (2) | 0.0282 (5) | |
H10 | 0.1719 | 0.0791 | 0.4352 | 0.034* | |
C11 | 0.26302 (10) | 0.06371 (4) | 0.4948 (2) | 0.0200 (4) | |
C12 | 0.25217 (10) | 0.03965 (4) | 0.4824 (2) | 0.0204 (4) | |
H12A | 0.2957 | 0.0329 | 0.4558 | 0.024* | |
H12B | 0.2188 | 0.0371 | 0.4128 | 0.024* | |
C13 | 0.22668 (10) | 0.02784 (4) | 0.6043 (2) | 0.0208 (4) | |
C14 | 0.15758 (10) | 0.03700 (4) | 0.6446 (2) | 0.0269 (5) | |
H14A | 0.1624 | 0.0525 | 0.6662 | 0.040* | |
H14B | 0.1409 | 0.0290 | 0.7197 | 0.040* | |
H14C | 0.1251 | 0.0354 | 0.5738 | 0.040* | |
C15 | 0.27762 (11) | 0.03029 (4) | 0.7140 (2) | 0.0255 (5) | |
H15A | 0.2619 | 0.0219 | 0.7882 | 0.038* | |
H15B | 0.2813 | 0.0457 | 0.7378 | 0.038* | |
H15C | 0.3223 | 0.0249 | 0.6865 | 0.038* | |
C16 | 0.21881 (13) | 0.00371 (4) | 0.5716 (3) | 0.0341 (6) | |
H16A | 0.2036 | −0.0042 | 0.6479 | 0.051* | |
H16B | 0.2627 | −0.0021 | 0.5429 | 0.051* | |
H16C | 0.1851 | 0.0020 | 0.5031 | 0.051* | |
C17 | 0.36068 (12) | 0.11557 (4) | 0.8318 (3) | 0.0275 (5) | |
H17 | 0.3488 | 0.1306 | 0.8308 | 0.033* | |
C18 | 0.36290 (12) | 0.10255 (4) | 0.9386 (2) | 0.0283 (5) | |
H18 | 0.3533 | 0.1067 | 1.0246 | 0.034* | |
C19 | 0.38236 (9) | 0.08187 (4) | 0.8942 (2) | 0.0189 (4) | |
C20 | 0.39073 (11) | 0.06090 (4) | 0.9647 (2) | 0.0217 (4) | |
H20A | 0.4110 | 0.0501 | 0.9051 | 0.026* | |
H20B | 0.3449 | 0.0555 | 0.9881 | 0.026* | |
C21 | 0.43480 (12) | 0.06150 (4) | 1.0878 (2) | 0.0274 (5) | |
C22 | 0.50163 (12) | 0.07339 (5) | 1.0612 (3) | 0.0355 (6) | |
H22A | 0.5318 | 0.0720 | 1.1356 | 0.053* | |
H22B | 0.4923 | 0.0888 | 1.0453 | 0.053* | |
H22C | 0.5236 | 0.0670 | 0.9857 | 0.053* | |
C23 | 0.39712 (16) | 0.07195 (7) | 1.1994 (3) | 0.0492 (8) | |
H23A | 0.3928 | 0.0876 | 1.1843 | 0.074* | |
H23B | 0.4226 | 0.0695 | 1.2790 | 0.074* | |
H23C | 0.3517 | 0.0655 | 1.2070 | 0.074* | |
C24 | 0.45045 (14) | 0.03787 (5) | 1.1239 (3) | 0.0422 (7) | |
H24A | 0.4769 | 0.0376 | 1.2037 | 0.063* | |
H24B | 0.4768 | 0.0310 | 1.0551 | 0.063* | |
H24C | 0.4077 | 0.0299 | 1.1361 | 0.063* | |
C25 | 0.41526 (10) | 0.00150 (3) | 0.4107 (2) | 0.0184 (4) | |
H25A | 0.4394 | 0.0042 | 0.3299 | 0.028* | |
H25B | 0.3661 | 0.0031 | 0.3969 | 0.028* | |
H25C | 0.4250 | −0.0133 | 0.4404 | 0.028* | |
C26 | 0.43874 (9) | 0.01771 (3) | 0.51069 (18) | 0.0139 (3) | |
C27 | 0.48565 (8) | 0.01132 (3) | 0.60721 (19) | 0.0139 (3) | |
C28 | 0.50625 (9) | 0.02637 (3) | 0.70239 (18) | 0.0152 (4) | |
C29 | 0.56187 (11) | 0.02021 (4) | 0.7966 (2) | 0.0225 (4) | |
H29A | 0.5417 | 0.0127 | 0.8702 | 0.034* | |
H29B | 0.5852 | 0.0334 | 0.8262 | 0.034* | |
H29C | 0.5947 | 0.0106 | 0.7542 | 0.034* | |
N1 | 0.43755 (9) | 0.10416 (3) | 0.51571 (19) | 0.0208 (4) | |
N2 | 0.46739 (8) | 0.08416 (3) | 0.52719 (17) | 0.0165 (3) | |
N3 | 0.31409 (9) | 0.09451 (3) | 0.5326 (2) | 0.0226 (4) | |
N4 | 0.32183 (8) | 0.07232 (3) | 0.53559 (18) | 0.0183 (3) | |
N5 | 0.37796 (8) | 0.10367 (3) | 0.72915 (19) | 0.0205 (4) | |
N6 | 0.39141 (8) | 0.08273 (3) | 0.76695 (18) | 0.0172 (3) | |
Ni1 | 0.41180 (2) | 0.06133 (2) | 0.61902 (2) | 0.01362 (6) | |
O1 | 0.41345 (6) | 0.03656 (2) | 0.49760 (14) | 0.0157 (3) | |
O2 | 0.48155 (7) | 0.04526 (2) | 0.71942 (14) | 0.0169 (3) |
U11 | U22 | U33 | U12 | U13 | U23 | |
B1 | 0.0235 (10) | 0.0151 (12) | 0.0273 (13) | 0.0042 (8) | 0.0004 (9) | 0.0024 (9) |
C1 | 0.0329 (11) | 0.0168 (12) | 0.0305 (12) | −0.0013 (9) | 0.0029 (9) | 0.0075 (9) |
C2 | 0.0306 (10) | 0.0240 (12) | 0.0264 (13) | −0.0032 (9) | 0.0073 (9) | 0.0059 (9) |
C3 | 0.0220 (9) | 0.0179 (10) | 0.0164 (9) | −0.0043 (7) | 0.0024 (7) | −0.0011 (8) |
C4 | 0.0204 (8) | 0.0178 (10) | 0.0191 (10) | −0.0031 (7) | 0.0029 (7) | −0.0036 (8) |
C5 | 0.0196 (9) | 0.0227 (11) | 0.0270 (11) | −0.0031 (8) | 0.0029 (8) | −0.0071 (9) |
C6 | 0.0279 (10) | 0.0300 (13) | 0.0306 (13) | −0.0049 (9) | −0.0035 (9) | −0.0105 (10) |
C7 | 0.0275 (10) | 0.0325 (14) | 0.0445 (16) | −0.0110 (10) | 0.0106 (11) | −0.0076 (12) |
C8 | 0.0199 (9) | 0.0300 (13) | 0.0405 (14) | 0.0005 (9) | −0.0020 (9) | −0.0074 (11) |
C9 | 0.0251 (10) | 0.0262 (13) | 0.0330 (13) | 0.0101 (9) | −0.0028 (9) | 0.0079 (10) |
C10 | 0.0212 (9) | 0.0340 (14) | 0.0293 (12) | 0.0049 (9) | −0.0071 (9) | 0.0092 (10) |
C11 | 0.0178 (8) | 0.0292 (12) | 0.0132 (9) | 0.0012 (8) | −0.0021 (7) | 0.0024 (8) |
C12 | 0.0173 (8) | 0.0270 (12) | 0.0169 (9) | −0.0008 (8) | −0.0014 (7) | −0.0034 (8) |
C13 | 0.0190 (8) | 0.0229 (11) | 0.0206 (11) | 0.0000 (7) | 0.0026 (8) | −0.0021 (9) |
C14 | 0.0208 (9) | 0.0352 (14) | 0.0248 (12) | 0.0007 (8) | 0.0047 (8) | −0.0008 (10) |
C15 | 0.0234 (9) | 0.0326 (13) | 0.0205 (10) | 0.0023 (9) | 0.0002 (8) | 0.0052 (9) |
C16 | 0.0362 (12) | 0.0255 (13) | 0.0407 (14) | −0.0037 (10) | 0.0106 (11) | −0.0046 (11) |
C17 | 0.0272 (10) | 0.0186 (12) | 0.0367 (13) | 0.0028 (8) | 0.0043 (9) | −0.0086 (10) |
C18 | 0.0311 (11) | 0.0279 (13) | 0.0259 (12) | 0.0023 (9) | 0.0050 (9) | −0.0111 (10) |
C19 | 0.0173 (8) | 0.0224 (11) | 0.0169 (10) | −0.0010 (7) | −0.0007 (7) | −0.0053 (8) |
C20 | 0.0234 (9) | 0.0281 (13) | 0.0137 (9) | −0.0023 (8) | −0.0002 (8) | 0.0002 (8) |
C21 | 0.0247 (10) | 0.0415 (15) | 0.0159 (10) | −0.0046 (9) | −0.0029 (8) | 0.0034 (10) |
C22 | 0.0237 (11) | 0.0444 (17) | 0.0382 (15) | −0.0065 (10) | −0.0079 (10) | 0.0068 (12) |
C23 | 0.0472 (15) | 0.083 (3) | 0.0174 (12) | −0.0084 (16) | −0.0008 (11) | −0.0104 (15) |
C24 | 0.0433 (13) | 0.0500 (17) | 0.0334 (13) | −0.0113 (12) | −0.0130 (12) | 0.0224 (14) |
C25 | 0.0219 (9) | 0.0162 (10) | 0.0170 (9) | −0.0007 (7) | −0.0044 (7) | −0.0015 (8) |
C26 | 0.0152 (7) | 0.0138 (9) | 0.0126 (8) | −0.0008 (6) | 0.0017 (6) | 0.0014 (7) |
C27 | 0.0146 (7) | 0.0140 (9) | 0.0131 (8) | 0.0020 (6) | 0.0012 (6) | 0.0007 (7) |
C28 | 0.0159 (8) | 0.0154 (10) | 0.0144 (9) | 0.0006 (7) | −0.0003 (7) | 0.0019 (7) |
C29 | 0.0266 (10) | 0.0183 (11) | 0.0224 (10) | 0.0045 (8) | −0.0106 (8) | −0.0022 (8) |
N1 | 0.0238 (8) | 0.0153 (9) | 0.0233 (9) | 0.0021 (7) | 0.0015 (7) | 0.0053 (7) |
N2 | 0.0196 (7) | 0.0119 (8) | 0.0181 (8) | 0.0012 (6) | −0.0004 (6) | 0.0004 (6) |
N3 | 0.0226 (8) | 0.0184 (9) | 0.0267 (9) | 0.0050 (7) | −0.0020 (7) | 0.0052 (8) |
N4 | 0.0192 (7) | 0.0175 (9) | 0.0182 (8) | 0.0023 (6) | −0.0018 (6) | 0.0028 (7) |
N5 | 0.0211 (8) | 0.0143 (9) | 0.0261 (10) | 0.0036 (6) | 0.0019 (7) | −0.0011 (7) |
N6 | 0.0194 (7) | 0.0125 (8) | 0.0196 (8) | 0.0017 (6) | −0.0007 (6) | −0.0005 (7) |
Ni1 | 0.01520 (9) | 0.01223 (11) | 0.01345 (10) | 0.00120 (9) | −0.00035 (9) | 0.00088 (10) |
O1 | 0.0174 (6) | 0.0156 (7) | 0.0142 (7) | 0.0013 (5) | −0.0019 (5) | 0.0008 (5) |
O2 | 0.0202 (6) | 0.0142 (7) | 0.0163 (7) | 0.0033 (5) | −0.0030 (5) | −0.0017 (6) |
B1—N5 | 1.533 (3) | C16—H16B | 0.9800 |
B1—N3 | 1.533 (3) | C16—H16C | 0.9800 |
B1—N1 | 1.538 (3) | C17—N5 | 1.339 (3) |
B1—H1A | 1.0000 | C17—C18 | 1.371 (4) |
C1—N1 | 1.343 (3) | C17—H17 | 0.9500 |
C1—C2 | 1.378 (3) | C18—C19 | 1.405 (3) |
C1—H1 | 0.9500 | C18—H18 | 0.9500 |
C2—C3 | 1.393 (3) | C19—N6 | 1.339 (3) |
C2—H2 | 0.9500 | C19—C20 | 1.491 (3) |
C3—N2 | 1.342 (3) | C20—C21 | 1.548 (3) |
C3—C4 | 1.496 (3) | C20—H20A | 0.9900 |
C4—C5 | 1.552 (3) | C20—H20B | 0.9900 |
C4—H4A | 0.9900 | C21—C23 | 1.520 (4) |
C4—H4B | 0.9900 | C21—C22 | 1.527 (3) |
C5—C6 | 1.527 (3) | C21—C24 | 1.530 (4) |
C5—C7 | 1.530 (3) | C22—H22A | 0.9800 |
C5—C8 | 1.533 (3) | C22—H22B | 0.9800 |
C6—H6A | 0.9800 | C22—H22C | 0.9800 |
C6—H6B | 0.9800 | C23—H23A | 0.9800 |
C6—H6C | 0.9800 | C23—H23B | 0.9800 |
C7—H7A | 0.9800 | C23—H23C | 0.9800 |
C7—H7B | 0.9800 | C24—H24A | 0.9800 |
C7—H7C | 0.9800 | C24—H24B | 0.9800 |
C8—H8A | 0.9800 | C24—H24C | 0.9800 |
C8—H8B | 0.9800 | C25—C26 | 1.513 (3) |
C8—H8C | 0.9800 | C25—H25A | 0.9800 |
C9—N3 | 1.336 (3) | C25—H25B | 0.9800 |
C9—C10 | 1.380 (4) | C25—H25C | 0.9800 |
C9—H9 | 0.9500 | C26—O1 | 1.267 (2) |
C10—C11 | 1.403 (3) | C26—C27 | 1.419 (3) |
C10—H10 | 0.9500 | C27—C28 | 1.415 (3) |
C11—N4 | 1.339 (3) | C27—C27i | 1.499 (4) |
C11—C12 | 1.498 (3) | C28—O2 | 1.269 (2) |
C12—C13 | 1.545 (3) | C28—C29 | 1.516 (3) |
C12—H12A | 0.9900 | C29—H29A | 0.9800 |
C12—H12B | 0.9900 | C29—H29B | 0.9800 |
C13—C15 | 1.526 (3) | C29—H29C | 0.9800 |
C13—C14 | 1.527 (3) | N1—N2 | 1.365 (2) |
C13—C16 | 1.528 (3) | N2—Ni1 | 2.0177 (17) |
C14—H14A | 0.9800 | N3—N4 | 1.371 (3) |
C14—H14B | 0.9800 | N4—Ni1 | 2.0810 (17) |
C14—H14C | 0.9800 | N5—N6 | 1.370 (3) |
C15—H15A | 0.9800 | N6—Ni1 | 2.0645 (18) |
C15—H15B | 0.9800 | Ni1—O1 | 1.9785 (15) |
C15—H15C | 0.9800 | Ni1—O2 | 1.9856 (14) |
C16—H16A | 0.9800 | ||
N5—B1—N3 | 107.09 (19) | C17—C18—C19 | 105.6 (2) |
N5—B1—N1 | 109.85 (17) | C17—C18—H18 | 127.2 |
N3—B1—N1 | 109.02 (19) | C19—C18—H18 | 127.2 |
N5—B1—H1A | 110.3 | N6—C19—C18 | 109.1 (2) |
N3—B1—H1A | 110.3 | N6—C19—C20 | 120.49 (19) |
N1—B1—H1A | 110.3 | C18—C19—C20 | 130.4 (2) |
N1—C1—C2 | 108.4 (2) | C19—C20—C21 | 116.74 (19) |
N1—C1—H1 | 125.8 | C19—C20—H20A | 108.1 |
C2—C1—H1 | 125.8 | C21—C20—H20A | 108.1 |
C1—C2—C3 | 105.48 (19) | C19—C20—H20B | 108.1 |
C1—C2—H2 | 127.3 | C21—C20—H20B | 108.1 |
C3—C2—H2 | 127.3 | H20A—C20—H20B | 107.3 |
N2—C3—C2 | 109.59 (19) | C23—C21—C22 | 110.8 (2) |
N2—C3—C4 | 120.59 (19) | C23—C21—C24 | 108.1 (2) |
C2—C3—C4 | 129.73 (19) | C22—C21—C24 | 109.0 (2) |
C3—C4—C5 | 113.81 (18) | C23—C21—C20 | 111.9 (2) |
C3—C4—H4A | 108.8 | C22—C21—C20 | 109.91 (19) |
C5—C4—H4A | 108.8 | C24—C21—C20 | 107.1 (2) |
C3—C4—H4B | 108.8 | C21—C22—H22A | 109.5 |
C5—C4—H4B | 108.8 | C21—C22—H22B | 109.5 |
H4A—C4—H4B | 107.7 | H22A—C22—H22B | 109.5 |
C6—C5—C7 | 109.6 (2) | C21—C22—H22C | 109.5 |
C6—C5—C8 | 109.3 (2) | H22A—C22—H22C | 109.5 |
C7—C5—C8 | 108.65 (19) | H22B—C22—H22C | 109.5 |
C6—C5—C4 | 110.09 (17) | C21—C23—H23A | 109.5 |
C7—C5—C4 | 111.2 (2) | C21—C23—H23B | 109.5 |
C8—C5—C4 | 107.98 (18) | H23A—C23—H23B | 109.5 |
C5—C6—H6A | 109.5 | C21—C23—H23C | 109.5 |
C5—C6—H6B | 109.5 | H23A—C23—H23C | 109.5 |
H6A—C6—H6B | 109.5 | H23B—C23—H23C | 109.5 |
C5—C6—H6C | 109.5 | C21—C24—H24A | 109.5 |
H6A—C6—H6C | 109.5 | C21—C24—H24B | 109.5 |
H6B—C6—H6C | 109.5 | H24A—C24—H24B | 109.5 |
C5—C7—H7A | 109.5 | C21—C24—H24C | 109.5 |
C5—C7—H7B | 109.5 | H24A—C24—H24C | 109.5 |
H7A—C7—H7B | 109.5 | H24B—C24—H24C | 109.5 |
C5—C7—H7C | 109.5 | C26—C25—H25A | 109.5 |
H7A—C7—H7C | 109.5 | C26—C25—H25B | 109.5 |
H7B—C7—H7C | 109.5 | H25A—C25—H25B | 109.5 |
C5—C8—H8A | 109.5 | C26—C25—H25C | 109.5 |
C5—C8—H8B | 109.5 | H25A—C25—H25C | 109.5 |
H8A—C8—H8B | 109.5 | H25B—C25—H25C | 109.5 |
C5—C8—H8C | 109.5 | O1—C26—C27 | 125.68 (18) |
H8A—C8—H8C | 109.5 | O1—C26—C25 | 114.03 (17) |
H8B—C8—H8C | 109.5 | C27—C26—C25 | 120.28 (18) |
N3—C9—C10 | 108.0 (2) | C28—C27—C26 | 120.12 (17) |
N3—C9—H9 | 126.0 | C28—C27—C27i | 119.86 (14) |
C10—C9—H9 | 126.0 | C26—C27—C27i | 120.01 (15) |
C9—C10—C11 | 105.74 (19) | O2—C28—C27 | 125.85 (17) |
C9—C10—H10 | 127.1 | O2—C28—C29 | 114.37 (18) |
C11—C10—H10 | 127.1 | C27—C28—C29 | 119.78 (18) |
N4—C11—C10 | 109.2 (2) | C28—C29—H29A | 109.5 |
N4—C11—C12 | 122.64 (18) | C28—C29—H29B | 109.5 |
C10—C11—C12 | 128.12 (19) | H29A—C29—H29B | 109.5 |
C11—C12—C13 | 115.98 (18) | C28—C29—H29C | 109.5 |
C11—C12—H12A | 108.3 | H29A—C29—H29C | 109.5 |
C13—C12—H12A | 108.3 | H29B—C29—H29C | 109.5 |
C11—C12—H12B | 108.3 | C1—N1—N2 | 109.54 (18) |
C13—C12—H12B | 108.3 | C1—N1—B1 | 130.09 (19) |
H12A—C12—H12B | 107.4 | N2—N1—B1 | 120.30 (18) |
C15—C13—C14 | 109.82 (19) | C3—N2—N1 | 106.95 (17) |
C15—C13—C16 | 109.2 (2) | C3—N2—Ni1 | 136.21 (15) |
C14—C13—C16 | 109.18 (18) | N1—N2—Ni1 | 115.72 (12) |
C15—C13—C12 | 110.92 (16) | C9—N3—N4 | 110.16 (19) |
C14—C13—C12 | 109.95 (18) | C9—N3—B1 | 129.9 (2) |
C16—C13—C12 | 107.74 (18) | N4—N3—B1 | 119.65 (17) |
C13—C14—H14A | 109.5 | C11—N4—N3 | 106.84 (17) |
C13—C14—H14B | 109.5 | C11—N4—Ni1 | 137.41 (15) |
H14A—C14—H14B | 109.5 | N3—N4—Ni1 | 115.19 (13) |
C13—C14—H14C | 109.5 | C17—N5—N6 | 109.33 (19) |
H14A—C14—H14C | 109.5 | C17—N5—B1 | 129.2 (2) |
H14B—C14—H14C | 109.5 | N6—N5—B1 | 120.26 (18) |
C13—C15—H15A | 109.5 | C19—N6—N5 | 107.22 (18) |
C13—C15—H15B | 109.5 | C19—N6—Ni1 | 137.75 (15) |
H15A—C15—H15B | 109.5 | N5—N6—Ni1 | 114.80 (14) |
C13—C15—H15C | 109.5 | O1—Ni1—O2 | 86.79 (6) |
H15A—C15—H15C | 109.5 | O1—Ni1—N2 | 102.80 (7) |
H15B—C15—H15C | 109.5 | O2—Ni1—N2 | 102.82 (6) |
C13—C16—H16A | 109.5 | O1—Ni1—N6 | 165.87 (6) |
C13—C16—H16B | 109.5 | O2—Ni1—N6 | 93.22 (6) |
H16A—C16—H16B | 109.5 | N2—Ni1—N6 | 90.98 (7) |
C13—C16—H16C | 109.5 | O1—Ni1—N4 | 89.77 (6) |
H16A—C16—H16C | 109.5 | O2—Ni1—N4 | 165.14 (7) |
H16B—C16—H16C | 109.5 | N2—Ni1—N4 | 92.04 (7) |
N5—C17—C18 | 108.8 (2) | N6—Ni1—N4 | 86.63 (7) |
N5—C17—H17 | 125.6 | C26—O1—Ni1 | 129.77 (13) |
C18—C17—H17 | 125.6 | C28—O2—Ni1 | 130.05 (13) |
N1—C1—C2—C3 | −0.5 (3) | C4—C3—N2—N1 | 175.53 (18) |
C1—C2—C3—N2 | 1.1 (3) | C2—C3—N2—Ni1 | 165.56 (17) |
C1—C2—C3—C4 | −175.3 (2) | C4—C3—N2—Ni1 | −17.7 (3) |
N2—C3—C4—C5 | −106.7 (2) | C1—N1—N2—C3 | 0.9 (2) |
C2—C3—C4—C5 | 69.3 (3) | B1—N1—N2—C3 | 178.23 (19) |
C3—C4—C5—C6 | 50.0 (3) | C1—N1—N2—Ni1 | −168.98 (15) |
C3—C4—C5—C7 | −71.7 (2) | B1—N1—N2—Ni1 | 8.3 (2) |
C3—C4—C5—C8 | 169.25 (19) | C10—C9—N3—N4 | −0.1 (3) |
N3—C9—C10—C11 | 0.0 (3) | C10—C9—N3—B1 | −173.3 (2) |
C9—C10—C11—N4 | 0.1 (3) | N5—B1—N3—C9 | 111.1 (3) |
C9—C10—C11—C12 | −178.9 (2) | N1—B1—N3—C9 | −130.1 (2) |
N4—C11—C12—C13 | 87.5 (2) | N5—B1—N3—N4 | −61.5 (2) |
C10—C11—C12—C13 | −93.6 (3) | N1—B1—N3—N4 | 57.3 (3) |
C11—C12—C13—C15 | −60.7 (2) | C10—C11—N4—N3 | −0.2 (2) |
C11—C12—C13—C14 | 61.0 (2) | C12—C11—N4—N3 | 178.88 (19) |
C11—C12—C13—C16 | 179.87 (18) | C10—C11—N4—Ni1 | 170.40 (18) |
N5—C17—C18—C19 | −0.3 (3) | C12—C11—N4—Ni1 | −10.5 (3) |
C17—C18—C19—N6 | 0.2 (2) | C9—N3—N4—C11 | 0.2 (2) |
C17—C18—C19—C20 | −177.4 (2) | B1—N3—N4—C11 | 174.1 (2) |
N6—C19—C20—C21 | 132.3 (2) | C9—N3—N4—Ni1 | −172.80 (16) |
C18—C19—C20—C21 | −50.3 (3) | B1—N3—N4—Ni1 | 1.2 (2) |
C19—C20—C21—C23 | 75.4 (3) | C18—C17—N5—N6 | 0.3 (2) |
C19—C20—C21—C22 | −48.1 (3) | C18—C17—N5—B1 | 167.3 (2) |
C19—C20—C21—C24 | −166.4 (2) | N3—B1—N5—C17 | −109.2 (2) |
O1—C26—C27—C28 | 2.2 (3) | N1—B1—N5—C17 | 132.6 (2) |
C25—C26—C27—C28 | −178.51 (17) | N3—B1—N5—N6 | 56.6 (2) |
O1—C26—C27—C27i | −176.77 (18) | N1—B1—N5—N6 | −61.7 (2) |
C25—C26—C27—C27i | 2.5 (3) | C18—C19—N6—N5 | −0.1 (2) |
C26—C27—C28—O2 | 7.4 (3) | C20—C19—N6—N5 | 177.82 (17) |
C27i—C27—C28—O2 | −173.57 (18) | C18—C19—N6—Ni1 | −174.13 (16) |
C26—C27—C28—C29 | −173.53 (18) | C20—C19—N6—Ni1 | 3.7 (3) |
C27i—C27—C28—C29 | 5.5 (3) | C17—N5—N6—C19 | −0.1 (2) |
C2—C1—N1—N2 | −0.2 (3) | B1—N5—N6—C19 | −168.47 (17) |
C2—C1—N1—B1 | −177.2 (2) | C17—N5—N6—Ni1 | 175.48 (14) |
N5—B1—N1—C1 | −130.8 (2) | B1—N5—N6—Ni1 | 7.1 (2) |
N3—B1—N1—C1 | 112.1 (3) | C27—C26—O1—Ni1 | −14.9 (3) |
N5—B1—N1—N2 | 52.4 (3) | C25—C26—O1—Ni1 | 165.82 (12) |
N3—B1—N1—N2 | −64.6 (2) | C27—C28—O2—Ni1 | −4.0 (3) |
C2—C3—N2—N1 | −1.2 (2) | C29—C28—O2—Ni1 | 176.93 (14) |
Symmetry code: (i) −x+1, −y, z. |
(I)·2CH3CN (M = Co) | (II) (M = Ni) | ||
M—O | 1.987 (5), 1.990 (5) | 1.985 (5), 1.990 (5) | 1.9785 (15), 1.9856 (14) |
M—N(cap) | 2.059 (6) | 2.057 (6) | 2.0177 (17) |
M—N(plane) | 2.094 (7), 2.114 (6) | 2.093 (7), 2.120 (6) | 2.0810 (17), 2.0645 (18) |
M···M | 8.1912 (32) | 8.2879 (12) | |
O—M—O' | 86.3 (2) | 86.7 (2) | 86.79 (6) |
N(cap)—M—O | 106.5 (2), 102.4 (2) | 106.8 (2), 101.9 (2) | 102.80 (7), 102.82 (6) |
N(cap)—M—N(plane) | 90.1 (2), 89.9 (2) | 90.5 (2), 89.8 (2) | 90.98 (7), 92.04 (7) |
N(plane)—M—N(plane) | 83.5 (2) | 83.5 (2) | 86.63 (7) |
cis-O—M—N(plane) | 92.5 (2) 94.1 (2) | 92.8 (2), 93.3 (2) | 89.77 (6), 93.22 (6) |
trans-O—M—N(plane) | 167.4 (2), 163.1 (2) | 167.2 (2), 163.0 (2) | 165.87 (6), 165.14 (7) |
Compound | τa | Reference |
(I)·2CH3CN | 0.07 | This work |
(II) | 0.01 | This work |
[TpCHPh2Co(acac)] | 0.27 | Rheingold et al. (2004) |
[TpPhCo(acac)] | 0.70 | Kremer-Aach et al. (1997) |
[TpPh,PhCo(L)Re(CO)3Cl] | 0.11, 0.12 | Xiong et al. (2011) |
[TpPh,PhCo(L)Re(CO)3Br] | 0.08, 0.12 | Xiong et al. (2011) |
[TpiPr,iPrNi(mal)] | 0.03 | Kujime et al. (2003) |
[(TpNpCo)2C2O4] | 0.16 | Mikhalyova et al. (2012) |
[TpNpCoC2O4NiTpCy] | 0.19(Co), 0.14(Ni) | Mikhalyova et al. (2012) |
Notes: Hacac = acetylacetone, HL = 3-{[2-(dipyridin-2-ylmethylidene)-5-methylsulfanyl-1,3-dithiol-4-yl]sulfanyl}-pentane-2,4-dione and HMal = dimethylmalonate. aτ was determined as in Addison et al. (1984). |
Compound | φ (°) | Reference |
(I)·2CH3CN | 74.93 (13) | This work |
(II) | 72.43 (3) | This work |
[HNPy2Cu(CF3CO2)]2tae·CH3OH | 83.54 | Zhang et al. (1999) |
[(HNPy2)2Co]2tae·CH3OH·2H2O | 88.48 | Zhang et al. (1999) |
[HNPy2Cu(4,4'-bpy)]2tae(CF3CO2)2 | 89.57 | Zhang et al. (1999) |
[Zn(DMF)tae]n·DMF·CHCl3 | 87.08 | Burrows et al. (2008) |
[Zn(DMSO)2tae]n | 86.84, 86.28, 88.80 | Burrows et al. (2008) |
[Zn2(CH3OH)2tae2]n·2nCH3OH | 84.21, 84,32 | Burrows et al. (2008) |
[Zn2(CH3OH)tae2]n·2nH2O | 85.86, 89.86 | Burrows et al. (2008) |
[HNPy2Cotae]4·CH3COOH·CH2Cl2·H2O | 89.94, 78.20 | Zhang et al. (1998) |
[Cu2(4,4'-bpy)2tae(NO3)2]n·nCH3OH | 79.69 | Luisi et al. (2006) |
[Cu2(4,4'-bpy)2tae(H2O)4]n·2nNO3· 4nH2O | 86.68 | Luisi et al. (2006) |
[Cu2(4,4'-bpy)2tae(NO3)2]n·xH2O | 83.01 | Luisi et al. (2006) |
[phenCu(H2O)]2tae(BF4)2 | 80.95 | Tovilla et al. (2009 |
[phenCu(Cl)]2tae | 82.23 | Shen, Zou, Zha, Duan & Xu (1999) |
(2,2'-bpy)Cu(ClO4)2taeCu(H2O)(2,2'-bpy) | 89.86 | Shen, Zou, Zha,, Xu et al. (1999a) |
[{PhCH2N(CH2)2N(CH3)2}Cu(ClO4)2]2tae | 87.64 | Golchoubian et al. (2011) |
[tmenCu(NO3)2]2tae | 88.86 | Lim et al. (1994 |
[(tmen)Ni(H2O)2taeNi(tmen)(ClO4)2] | 79.89 | Fukuda et al. (1994) |
H2tae | 88.99 | Schaefer & Wheatley (1966) |
H2tae | 87.85 | Power et al. (1975) |
H2tae | 89.47 | Lyssenko et al. (2003) |
H2tae | 89.71 | Piccoli et al. (2008) |
Notes: tmen = (CH3)2N(CH2)2N(CH3)2, bpy = bipyridine, DMF = N,N-dimethylformamide and DMSO = dimethyl sulfoxide. |