Formamidinatoantimony(I/III) complexes have been successfully synthesized as monomers or dimers in the solid state featuring a variety of coordination geometries and have also been comprehensively characterized. The antimony(I) formamidinate complex bis[μ-N,N′-bis(2,6-diisopropylphenyl)formamidinato]diantimony(I)(2 Sb—Sb) tetrahydrofuran heptasolvate, [Sb2(C25H35N2)2]·7C4H8O or [Sb2(DippForm)2]·7THF, (1), was obtained by a metathesis reaction between sodium bis(trimethylsilyl)amide [NaN(SiMe3)2] and N,N′-bis(2,6-diisopropylphenyl)formamidine (DippFormH), followed by SbCl3. A range of trivalent haloformamidinatoantimony(III) complexes, namely, bis[N,N′-bis(2,6-diisopropylphenyl)formamidinato]chloridoantimony(III), [Sb(C25H35N2)2Cl] or [Sb(DippForm)2Cl], (2), bis[N,N′-bis(2,6-diisopropylphenyl)formamidinato]bromidoantimony(III), [SbBr(C25H35N2)2] or [SbBr(DippForm)2], (3), bis[N,N′-bis(2,6-diisopropylphenyl)formamidinato]iodidoantimony(III), [Sb(C25H35N2)2I] or [Sb(DippForm)2I], (4), [N,N′-bis(2,6-diisopropylphenyl)formamidinato]dibromidoantimony(III), [SbBr2(C25H35N2)] or [SbBr2(DippForm)], (5), and [N,N′-bis(2,6-diisopropylphenyl)formamidinato]diiodidoantimony(III), [Sb(C25H35N2)I2] or [Sb(DippForm)I2], (6), were also synthesized by adding DippFormH and MN(SiMe3)2 (M = Li or Na) to the corresponding antimony halides SbX3 (X = Cl, Br or I) in differing ratios. The complexes were all stable to rearrangement.
Supporting information
CCDC references: 2090149; 2090150; 2090151; 2090152; 2090153; 2090154
Data collection: XDS (Kabsch, 1993) for (1), (2), (5); APEX2 (Bruker, 2012) for (3), (4), (6). Cell refinement: XDS (Kabsch, 1993) for (1), (2), (5); SAINT (Bruker, 2012) for (3), (4), (6). Data reduction: XDS (Kabsch, 1993) for (1), (2), (5); SAINT (Bruker, 2012) for (3), (4), (6). Program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a) for (2), (3), (4), (6); SIR2004 (Burla et al., 2005) for (5). For all structures, program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009) and X-SEED (Barbour, 2001); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).
Bis[µ-
N,
N'-bis(2,6-diisopropylphenyl)formamidinato]diantimony(I)(2
Sb—
Sb) tetrahydrofuran heptasolvate (1)
top
Crystal data top
[Sb2(C25H35N2)2]·7C4H8O | F(000) = 3120 |
Mr = 1475.32 | Dx = 1.272 Mg m−3 |
Monoclinic, P21/c | Synchrotron radiation, λ = 0.71073 Å |
a = 21.243 (4) Å | Cell parameters from 17952 reflections |
b = 18.997 (4) Å | θ = 1–31° |
c = 21.743 (4) Å | µ = 0.75 mm−1 |
β = 118.60 (3)° | T = 100 K |
V = 7704 (3) Å3 | Block, yellow |
Z = 4 | 0.06 × 0.04 × 0.01 mm |
Data collection top
ADSC Quantum 315r diffractometer | 21388 independent reflections |
Radiation source: MX2 Beamline Australian Synchrotron | 17952 reflections with I > 2σ(I) |
Silicon Double Crystal monochromator | θmax = 31.8°, θmin = 1.1° |
Phi Scan scans | h = −29→25 |
Absorption correction: multi-scan (XDS; Kabsch, 1993) | k = −24→24 |
Tmin = 0.8, Tmax = 0.9 | l = −25→28 |
21388 measured reflections | |
Refinement top
Refinement on F2 | 151 restraints |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.091 | H-atom parameters constrained |
wR(F2) = 0.271 | w = 1/[σ2(Fo2) + (0.0266P)2 + 120.4927P] where P = (Fo2 + 2Fc2)/3 |
S = 1.19 | (Δ/σ)max = 0.001 |
21388 reflections | Δρmax = 2.59 e Å−3 |
882 parameters | Δρmin = −3.73 e Å−3 |
Special details top
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. Refined as a 2-component twin The structures were solved by direct methods using
SHELXS, or intrinsic
phasing methods using SHELXT (Sheldrick, 2015a), and refined with a
full-matrix least-squares procedure using SHELXL2018 (Sheldrick, 2015b).
All non-hydrogen atoms were refined with anisotropic atomic displacement
parameters. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Sb1 | 0.22335 (3) | 0.47851 (3) | 0.78145 (3) | 0.01868 (12) | |
Sb2 | 0.28581 (3) | 0.54143 (3) | 0.71417 (3) | 0.01811 (12) | |
N1 | 0.1974 (4) | 0.5904 (4) | 0.8027 (4) | 0.0202 (13) | |
N3 | 0.2555 (3) | 0.3755 (3) | 0.7496 (3) | 0.0156 (11) | |
C14 | 0.2720 (4) | 0.7104 (4) | 0.7264 (4) | 0.0185 (14) | |
N4 | 0.3076 (3) | 0.4285 (3) | 0.6894 (3) | 0.0175 (12) | |
C9 | 0.1578 (4) | 0.6003 (4) | 0.8398 (4) | 0.0157 (13) | |
C34 | 0.2374 (4) | 0.3099 (4) | 0.7718 (4) | 0.0190 (14) | |
C39 | 0.3418 (4) | 0.4185 (4) | 0.6474 (4) | 0.0198 (15) | |
C33 | 0.1713 (5) | 0.2793 (5) | 0.7289 (5) | 0.0241 (16) | |
C15 | 0.3349 (4) | 0.7455 (5) | 0.7749 (4) | 0.0220 (15) | |
C22 | 0.2293 (4) | 0.7376 (4) | 0.6589 (4) | 0.0206 (15) | |
C29 | 0.2863 (4) | 0.2806 (5) | 0.8366 (4) | 0.0221 (15) | |
C21 | 0.2493 (5) | 0.8015 (5) | 0.6412 (4) | 0.0236 (16) | |
H21 | 0.220148 | 0.821288 | 0.596162 | 0.028* | |
C45 | 0.4096 (5) | 0.3971 (5) | 0.5667 (5) | 0.0296 (18) | |
H45 | 0.432986 | 0.388743 | 0.539527 | 0.035* | |
C13 | 0.2174 (4) | 0.6481 (4) | 0.7824 (4) | 0.0151 (12) | |
H13 | 0.206342 | 0.692780 | 0.794395 | 0.018* | |
C19 | 0.3529 (5) | 0.8077 (5) | 0.7540 (5) | 0.0259 (17) | |
H19 | 0.395435 | 0.831552 | 0.785888 | 0.031* | |
C41 | 0.4616 (4) | 0.4246 (5) | 0.7589 (4) | 0.0233 (16) | |
H41 | 0.430718 | 0.446940 | 0.776499 | 0.028* | |
C8 | 0.1940 (4) | 0.6005 (4) | 0.9135 (4) | 0.0204 (15) | |
C23 | 0.1620 (4) | 0.7000 (5) | 0.6039 (4) | 0.0231 (16) | |
H23 | 0.155685 | 0.655783 | 0.625307 | 0.028* | |
C47 | 0.3007 (5) | 0.4116 (5) | 0.5746 (4) | 0.0224 (15) | |
C7 | 0.1536 (5) | 0.6100 (5) | 0.9481 (4) | 0.0256 (17) | |
H7 | 0.177144 | 0.610399 | 0.997810 | 0.031* | |
C20 | 0.3109 (5) | 0.8364 (5) | 0.6884 (5) | 0.0277 (18) | |
H20 | 0.324236 | 0.879596 | 0.675707 | 0.033* | |
C40 | 0.4171 (4) | 0.4168 (4) | 0.6804 (4) | 0.0205 (15) | |
C10 | 0.2746 (4) | 0.5922 (5) | 0.9556 (4) | 0.0251 (17) | |
H10 | 0.292123 | 0.575666 | 0.922847 | 0.030* | |
C4 | 0.0830 (4) | 0.6080 (5) | 0.8017 (4) | 0.0219 (15) | |
C32 | 0.1547 (5) | 0.2162 (5) | 0.7524 (5) | 0.032 (2) | |
H32 | 0.110141 | 0.193724 | 0.723584 | 0.039* | |
O1 | 0.4989 (4) | 0.6227 (5) | 0.6569 (4) | 0.0424 (18) | |
C35 | 0.1182 (5) | 0.3090 (5) | 0.6579 (5) | 0.0281 (18) | |
H35 | 0.138819 | 0.353401 | 0.650319 | 0.034* | |
C16 | 0.3830 (4) | 0.7169 (5) | 0.8481 (4) | 0.0231 (16) | |
H16 | 0.357110 | 0.677258 | 0.856600 | 0.028* | |
C44 | 0.4496 (5) | 0.4057 (5) | 0.6386 (5) | 0.0257 (17) | |
H44 | 0.500413 | 0.404102 | 0.659974 | 0.031* | |
C31 | 0.2007 (6) | 0.1867 (5) | 0.8154 (6) | 0.033 (2) | |
H31 | 0.188287 | 0.144281 | 0.830151 | 0.040* | |
C46 | 0.3353 (5) | 0.4006 (5) | 0.5343 (5) | 0.0277 (18) | |
H46 | 0.307883 | 0.395472 | 0.484966 | 0.033* | |
C28 | 0.3582 (5) | 0.3148 (5) | 0.8844 (4) | 0.0261 (18) | |
H28 | 0.365852 | 0.353543 | 0.857654 | 0.031* | |
C48 | 0.2193 (5) | 0.4177 (5) | 0.5370 (4) | 0.0279 (18) | |
H48 | 0.203690 | 0.425308 | 0.573190 | 0.034* | |
C12 | 0.2967 (6) | 0.5374 (6) | 1.0134 (6) | 0.039 (2) | |
H12A | 0.280538 | 0.552287 | 1.046730 | 0.059* | |
H12B | 0.348975 | 0.532489 | 1.037849 | 0.059* | |
H12C | 0.274677 | 0.492027 | 0.992802 | 0.059* | |
C5 | 0.0457 (5) | 0.6177 (5) | 0.8394 (5) | 0.0279 (18) | |
H5 | −0.004898 | 0.623509 | 0.814565 | 0.034* | |
C17 | 0.4522 (5) | 0.6873 (6) | 0.8525 (5) | 0.036 (2) | |
H17A | 0.440350 | 0.649811 | 0.817735 | 0.053* | |
H17B | 0.482633 | 0.668308 | 0.899485 | 0.053* | |
H17C | 0.477901 | 0.725041 | 0.843015 | 0.053* | |
C43 | 0.4848 (5) | 0.3522 (6) | 0.7939 (5) | 0.032 (2) | |
H43A | 0.442169 | 0.324568 | 0.784519 | 0.048* | |
H43B | 0.514655 | 0.358327 | 0.844528 | 0.048* | |
H43C | 0.512245 | 0.327596 | 0.774902 | 0.048* | |
C6 | 0.0802 (5) | 0.6190 (5) | 0.9116 (5) | 0.0274 (17) | |
H6 | 0.053766 | 0.625921 | 0.936080 | 0.033* | |
C36 | 0.1052 (6) | 0.2580 (7) | 0.5981 (5) | 0.042 (3) | |
H36A | 0.151000 | 0.246744 | 0.599750 | 0.064* | |
H36B | 0.073068 | 0.279990 | 0.553053 | 0.064* | |
H36C | 0.083228 | 0.214631 | 0.603416 | 0.064* | |
C3 | 0.0431 (5) | 0.6058 (5) | 0.7226 (5) | 0.0285 (19) | |
H3 | 0.078576 | 0.595273 | 0.705942 | 0.034* | |
C25 | 0.0950 (5) | 0.7447 (6) | 0.5807 (5) | 0.036 (2) | |
H25A | 0.101849 | 0.790180 | 0.563533 | 0.054* | |
H25B | 0.086261 | 0.752219 | 0.620573 | 0.054* | |
H25C | 0.053863 | 0.720385 | 0.543199 | 0.054* | |
C11 | 0.3106 (5) | 0.6638 (6) | 0.9856 (6) | 0.037 (2) | |
H11A | 0.299800 | 0.696598 | 0.947067 | 0.056* | |
H11B | 0.362640 | 0.657306 | 1.012974 | 0.056* | |
H11C | 0.292325 | 0.682820 | 1.015899 | 0.056* | |
C30 | 0.2660 (5) | 0.2193 (5) | 0.8577 (5) | 0.0301 (19) | |
H30 | 0.297563 | 0.199330 | 0.901974 | 0.036* | |
C1 | 0.0085 (7) | 0.6762 (7) | 0.6921 (6) | 0.047 (3) | |
H1A | −0.014148 | 0.674137 | 0.640835 | 0.070* | |
H1B | 0.045097 | 0.713194 | 0.709415 | 0.070* | |
H1C | −0.027961 | 0.686758 | 0.706174 | 0.070* | |
C42 | 0.5270 (5) | 0.4717 (6) | 0.7801 (5) | 0.034 (2) | |
H42A | 0.563253 | 0.446344 | 0.773188 | 0.051* | |
H42B | 0.546960 | 0.484650 | 0.829613 | 0.051* | |
H42C | 0.512686 | 0.514373 | 0.751304 | 0.051* | |
C37 | 0.0472 (5) | 0.3269 (8) | 0.6551 (6) | 0.049 (3) | |
H37A | 0.028871 | 0.285428 | 0.668242 | 0.074* | |
H37B | 0.012576 | 0.341475 | 0.607479 | 0.074* | |
H37C | 0.054307 | 0.365402 | 0.687817 | 0.074* | |
C49 | 0.1944 (6) | 0.4821 (6) | 0.4870 (6) | 0.043 (3) | |
H49A | 0.202004 | 0.472622 | 0.446763 | 0.065* | |
H49B | 0.222084 | 0.523692 | 0.512098 | 0.065* | |
H49C | 0.143302 | 0.490736 | 0.470604 | 0.065* | |
C51 | 0.4508 (5) | 0.6083 (6) | 0.5853 (5) | 0.037 (2) | |
H51A | 0.449746 | 0.557149 | 0.576158 | 0.044* | |
H51B | 0.466353 | 0.633200 | 0.554906 | 0.044* | |
C18 | 0.4000 (6) | 0.7719 (6) | 0.9046 (5) | 0.036 (2) | |
H18A | 0.434299 | 0.806009 | 0.903850 | 0.053* | |
H18B | 0.420858 | 0.748970 | 0.950487 | 0.053* | |
H18C | 0.355846 | 0.796382 | 0.895757 | 0.053* | |
C24 | 0.1718 (6) | 0.6796 (6) | 0.5413 (5) | 0.039 (2) | |
H24A | 0.128597 | 0.655643 | 0.506360 | 0.058* | |
H24B | 0.213112 | 0.648054 | 0.556750 | 0.058* | |
H24C | 0.180064 | 0.722103 | 0.520604 | 0.058* | |
C53 | 0.3951 (6) | 0.6892 (7) | 0.6266 (6) | 0.047 (3) | |
H53A | 0.406449 | 0.734987 | 0.612530 | 0.057* | |
H53B | 0.355778 | 0.695644 | 0.638299 | 0.057* | |
C50 | 0.1842 (6) | 0.3495 (6) | 0.4975 (6) | 0.042 (3) | |
H50A | 0.132100 | 0.352864 | 0.477864 | 0.064* | |
H50B | 0.202192 | 0.309611 | 0.529998 | 0.064* | |
H50C | 0.196092 | 0.342534 | 0.459598 | 0.064* | |
C27 | 0.4199 (5) | 0.2624 (7) | 0.9064 (6) | 0.041 (3) | |
H27A | 0.465644 | 0.287475 | 0.931144 | 0.061* | |
H27B | 0.416783 | 0.239485 | 0.864671 | 0.061* | |
H27C | 0.416738 | 0.226825 | 0.937416 | 0.061* | |
C26 | 0.3575 (6) | 0.3473 (7) | 0.9481 (6) | 0.045 (3) | |
H26A | 0.349618 | 0.310327 | 0.975145 | 0.068* | |
H26B | 0.318846 | 0.382097 | 0.932671 | 0.068* | |
H26C | 0.403597 | 0.370348 | 0.977515 | 0.068* | |
C54 | 0.4604 (6) | 0.6570 (6) | 0.6868 (6) | 0.039 (2) | |
H54A | 0.490307 | 0.693977 | 0.720124 | 0.047* | |
H54B | 0.446047 | 0.622782 | 0.712169 | 0.047* | |
C52 | 0.3763 (6) | 0.6337 (7) | 0.5701 (6) | 0.046 (3) | |
H52A | 0.349765 | 0.654438 | 0.522601 | 0.055* | |
H52B | 0.347683 | 0.595081 | 0.574773 | 0.055* | |
O3 | 0.2151 (4) | 0.6908 (4) | 0.3398 (4) | 0.0374 (16) | |
C59 | 0.1826 (6) | 0.6475 (6) | 0.2781 (5) | 0.036 (2) | |
H59A | 0.219921 | 0.624798 | 0.270002 | 0.043* | |
H59B | 0.151527 | 0.676314 | 0.236588 | 0.043* | |
C60 | 0.1391 (6) | 0.5930 (6) | 0.2909 (6) | 0.039 (2) | |
H60A | 0.168308 | 0.551085 | 0.314685 | 0.047* | |
H60B | 0.097051 | 0.578269 | 0.246553 | 0.047* | |
C62 | 0.1753 (7) | 0.6833 (7) | 0.3765 (7) | 0.049 (3) | |
H62A | 0.155203 | 0.729299 | 0.379676 | 0.059* | |
H62B | 0.206926 | 0.666042 | 0.424656 | 0.059* | |
C61 | 0.1163 (7) | 0.6319 (8) | 0.3377 (8) | 0.055 (3) | |
H61A | 0.070180 | 0.656564 | 0.309579 | 0.066* | |
H61B | 0.111228 | 0.599153 | 0.370427 | 0.066* | |
O2 | 0.2883 (4) | 0.4722 (4) | 0.3713 (4) | 0.0389 (17) | |
C55 | 0.3320 (5) | 0.5289 (5) | 0.4162 (5) | 0.034 (2) | |
H55A | 0.339729 | 0.522965 | 0.464562 | 0.041* | |
H55B | 0.309041 | 0.575150 | 0.398059 | 0.041* | |
C57 | 0.3771 (6) | 0.5013 (6) | 0.3386 (6) | 0.040 (2) | |
H57A | 0.359651 | 0.542174 | 0.306463 | 0.048* | |
H57B | 0.415627 | 0.477245 | 0.333416 | 0.048* | |
C58 | 0.3169 (7) | 0.4515 (8) | 0.3265 (6) | 0.050 (3) | |
H58A | 0.279021 | 0.453607 | 0.276913 | 0.059* | |
H58B | 0.335088 | 0.402635 | 0.337202 | 0.059* | |
C56 | 0.4021 (5) | 0.5231 (6) | 0.4141 (5) | 0.036 (2) | |
H56A | 0.433722 | 0.486925 | 0.447372 | 0.043* | |
H56B | 0.427658 | 0.568687 | 0.425042 | 0.043* | |
O4 | 0.2908 (5) | 0.2781 (4) | 0.1397 (5) | 0.050 (2) | |
C63 | 0.3139 (6) | 0.3279 (6) | 0.1976 (6) | 0.038 (2) | |
H63A | 0.354877 | 0.308858 | 0.240461 | 0.046* | |
H63B | 0.274211 | 0.338679 | 0.207783 | 0.046* | |
C66 | 0.3421 (7) | 0.2863 (6) | 0.1152 (7) | 0.044 (3) | |
H66A | 0.320806 | 0.272459 | 0.065320 | 0.052* | |
H66B | 0.384734 | 0.256526 | 0.142892 | 0.052* | |
C64 | 0.3354 (6) | 0.3919 (5) | 0.1723 (7) | 0.042 (3) | |
H64A | 0.373494 | 0.418118 | 0.212040 | 0.051* | |
H64B | 0.293868 | 0.423481 | 0.146531 | 0.051* | |
C65 | 0.3628 (6) | 0.3641 (5) | 0.1243 (6) | 0.037 (2) | |
H65A | 0.415462 | 0.369741 | 0.145775 | 0.045* | |
H65B | 0.339846 | 0.388842 | 0.078675 | 0.045* | |
O5 | 0.0665 (5) | 0.4351 (4) | 0.0876 (5) | 0.048 (2) | |
C67 | 0.0422 (6) | 0.5033 (6) | 0.0959 (6) | 0.043 (2) | |
H67A | 0.039368 | 0.505606 | 0.140041 | 0.051* | |
H67B | −0.005756 | 0.513814 | 0.056212 | 0.051* | |
C68 | 0.0976 (6) | 0.5545 (6) | 0.0976 (6) | 0.042 (2) | |
H68A | 0.082397 | 0.574128 | 0.050412 | 0.050* | |
H68B | 0.104831 | 0.593730 | 0.130325 | 0.050* | |
C69 | 0.1656 (7) | 0.5118 (7) | 0.1225 (9) | 0.061 (4) | |
H69A | 0.204036 | 0.529785 | 0.167598 | 0.073* | |
H69B | 0.182695 | 0.512034 | 0.087386 | 0.073* | |
C70 | 0.1413 (7) | 0.4375 (7) | 0.1309 (8) | 0.056 (3) | |
H70A | 0.164989 | 0.401210 | 0.116388 | 0.067* | |
H70B | 0.153660 | 0.428906 | 0.180300 | 0.067* | |
N2 | 0.2527 (3) | 0.6449 (3) | 0.7456 (3) | 0.0161 (11) | |
C38 | 0.2879 (4) | 0.3723 (4) | 0.7110 (4) | 0.0196 (14) | |
H38 | 0.297473 | 0.327349 | 0.698229 | 0.024* | |
C2 | −0.0137 (7) | 0.5483 (7) | 0.6954 (7) | 0.054 (3) | |
H2A | −0.049917 | 0.558432 | 0.709897 | 0.081* | |
H2B | 0.008828 | 0.502801 | 0.714665 | 0.081* | |
H2C | −0.036554 | 0.546744 | 0.644164 | 0.081* | |
O6 | −0.0257 (5) | 0.6404 (6) | 0.1282 (5) | 0.059 (2) | |
C74 | −0.0743 (9) | 0.6172 (13) | 0.1532 (8) | 0.091 (7) | |
H74A | −0.062794 | 0.641231 | 0.197747 | 0.110* | |
H74B | −0.069243 | 0.565799 | 0.161920 | 0.110* | |
C73 | −0.1476 (9) | 0.6338 (13) | 0.1003 (9) | 0.089 (6) | |
H73A | −0.162626 | 0.680601 | 0.108631 | 0.107* | |
H73B | −0.181883 | 0.597724 | 0.098742 | 0.107* | |
C71 | −0.0680 (6) | 0.6630 (7) | 0.0577 (6) | 0.045 (3) | |
H71A | −0.047582 | 0.645377 | 0.028125 | 0.054* | |
H71B | −0.069871 | 0.715066 | 0.055140 | 0.054* | |
C72 | −0.1410 (8) | 0.6333 (10) | 0.0337 (8) | 0.072 (5) | |
H72A | −0.144779 | 0.584934 | 0.015402 | 0.086* | |
H72B | −0.178280 | 0.663175 | −0.003017 | 0.086* | |
O7 | 0.4958 (13) | 0.4876 (16) | 0.9475 (10) | 0.078 (7) | 0.5 |
C75 | 0.4385 (11) | 0.5291 (13) | 0.9504 (9) | 0.040 (5) | 0.5 |
H75A | 0.397544 | 0.498688 | 0.942555 | 0.048* | 0.5 |
H75B | 0.421320 | 0.566809 | 0.914567 | 0.048* | 0.5 |
C76 | 0.4734 (10) | 0.5601 (9) | 1.0235 (10) | 0.037 (4) | 0.5 |
H76A | 0.437161 | 0.573768 | 1.037618 | 0.045* | 0.5 |
H76B | 0.503251 | 0.601553 | 1.027136 | 0.045* | 0.5 |
C77 | 0.5193 (14) | 0.4984 (13) | 1.0672 (9) | 0.043 (4) | 0.5 |
H77A | 0.560199 | 0.515099 | 1.111464 | 0.052* | 0.5 |
H77B | 0.490481 | 0.464875 | 1.078356 | 0.052* | 0.5 |
C78 | 0.5451 (13) | 0.4647 (14) | 1.0194 (11) | 0.042 (5) | 0.5 |
H78A | 0.594595 | 0.480016 | 1.033167 | 0.050* | 0.5 |
H78B | 0.544570 | 0.412757 | 1.022832 | 0.050* | 0.5 |
O8 | 0.0606 (14) | 0.5003 (14) | 0.5577 (12) | 0.103 (9) | 0.5 |
C79 | 0.0122 (18) | 0.5582 (12) | 0.5231 (16) | 0.060 (6) | 0.5 |
H79A | 0.038749 | 0.602699 | 0.528984 | 0.072* | 0.5 |
H79B | −0.022426 | 0.564487 | 0.540905 | 0.072* | 0.5 |
C80 | −0.026 (2) | 0.5341 (15) | 0.4461 (15) | 0.110 (12) | 0.5 |
H80A | 0.005213 | 0.540172 | 0.423783 | 0.132* | 0.5 |
H80B | −0.071802 | 0.558563 | 0.418147 | 0.132* | 0.5 |
C81 | −0.0360 (16) | 0.4557 (15) | 0.4580 (18) | 0.085 (10) | 0.5 |
H81A | −0.070443 | 0.449379 | 0.476059 | 0.102* | 0.5 |
H81B | −0.051411 | 0.427342 | 0.414917 | 0.102* | 0.5 |
C82 | 0.0414 (14) | 0.4385 (10) | 0.5138 (12) | 0.051 (5) | 0.5 |
H82A | 0.043285 | 0.395507 | 0.540338 | 0.061* | 0.5 |
H82B | 0.073067 | 0.432406 | 0.492446 | 0.061* | 0.5 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sb1 | 0.0235 (2) | 0.0152 (2) | 0.0198 (2) | −0.00099 (18) | 0.0124 (2) | −0.00064 (17) |
Sb2 | 0.0225 (2) | 0.0148 (2) | 0.0189 (2) | 0.00089 (18) | 0.01138 (19) | 0.00103 (17) |
N1 | 0.024 (3) | 0.020 (3) | 0.023 (3) | −0.001 (2) | 0.016 (3) | 0.003 (2) |
N3 | 0.019 (3) | 0.011 (3) | 0.017 (3) | 0.000 (2) | 0.009 (2) | 0.001 (2) |
C14 | 0.018 (3) | 0.021 (4) | 0.015 (3) | 0.001 (3) | 0.007 (3) | 0.001 (3) |
N4 | 0.019 (3) | 0.019 (3) | 0.015 (3) | −0.003 (2) | 0.009 (2) | −0.003 (2) |
C9 | 0.013 (3) | 0.017 (4) | 0.011 (3) | 0.001 (2) | 0.001 (3) | −0.004 (2) |
C34 | 0.019 (3) | 0.018 (4) | 0.019 (4) | −0.002 (3) | 0.008 (3) | 0.000 (3) |
C39 | 0.017 (3) | 0.026 (4) | 0.011 (3) | −0.002 (3) | 0.003 (3) | 0.002 (3) |
C33 | 0.023 (4) | 0.023 (4) | 0.029 (4) | −0.002 (3) | 0.014 (3) | −0.004 (3) |
C15 | 0.022 (4) | 0.023 (4) | 0.020 (4) | 0.002 (3) | 0.010 (3) | 0.001 (3) |
C22 | 0.021 (4) | 0.019 (4) | 0.018 (4) | 0.004 (3) | 0.006 (3) | 0.005 (3) |
C29 | 0.019 (4) | 0.024 (4) | 0.019 (4) | 0.001 (3) | 0.006 (3) | 0.003 (3) |
C21 | 0.025 (4) | 0.022 (4) | 0.019 (4) | 0.003 (3) | 0.007 (3) | 0.007 (3) |
C45 | 0.031 (4) | 0.040 (5) | 0.022 (4) | −0.001 (4) | 0.017 (4) | −0.004 (3) |
C13 | 0.016 (3) | 0.012 (3) | 0.014 (3) | 0.000 (2) | 0.005 (3) | 0.003 (2) |
C19 | 0.023 (4) | 0.022 (4) | 0.025 (4) | −0.005 (3) | 0.005 (3) | 0.003 (3) |
C41 | 0.018 (4) | 0.029 (5) | 0.016 (4) | 0.001 (3) | 0.003 (3) | −0.001 (3) |
C8 | 0.019 (3) | 0.022 (4) | 0.018 (4) | −0.002 (3) | 0.006 (3) | −0.004 (3) |
C23 | 0.022 (4) | 0.023 (4) | 0.013 (3) | 0.001 (3) | −0.001 (3) | 0.002 (3) |
C47 | 0.024 (4) | 0.025 (4) | 0.017 (4) | 0.001 (3) | 0.008 (3) | −0.001 (3) |
C7 | 0.027 (4) | 0.032 (5) | 0.017 (4) | −0.002 (3) | 0.009 (3) | −0.003 (3) |
C20 | 0.029 (4) | 0.023 (4) | 0.026 (4) | −0.005 (3) | 0.009 (4) | 0.005 (3) |
C40 | 0.019 (4) | 0.023 (4) | 0.015 (3) | 0.004 (3) | 0.004 (3) | 0.002 (3) |
C10 | 0.018 (4) | 0.042 (5) | 0.007 (3) | −0.002 (3) | −0.001 (3) | −0.004 (3) |
C4 | 0.016 (3) | 0.024 (4) | 0.020 (4) | 0.002 (3) | 0.004 (3) | 0.002 (3) |
C32 | 0.030 (5) | 0.032 (5) | 0.039 (5) | −0.006 (4) | 0.019 (4) | −0.002 (4) |
O1 | 0.031 (4) | 0.054 (5) | 0.030 (4) | 0.007 (3) | 0.005 (3) | −0.003 (3) |
C35 | 0.018 (4) | 0.032 (5) | 0.029 (4) | −0.006 (3) | 0.007 (3) | −0.009 (3) |
C16 | 0.018 (4) | 0.024 (4) | 0.020 (4) | −0.002 (3) | 0.004 (3) | −0.002 (3) |
C44 | 0.024 (4) | 0.027 (5) | 0.030 (4) | 0.003 (3) | 0.015 (4) | 0.002 (3) |
C31 | 0.042 (5) | 0.020 (5) | 0.045 (6) | −0.004 (4) | 0.027 (5) | 0.006 (4) |
C46 | 0.032 (4) | 0.031 (5) | 0.018 (4) | 0.004 (3) | 0.010 (4) | −0.001 (3) |
C28 | 0.020 (4) | 0.033 (5) | 0.013 (4) | −0.001 (3) | −0.002 (3) | 0.005 (3) |
C48 | 0.023 (4) | 0.040 (5) | 0.017 (4) | 0.001 (3) | 0.006 (3) | −0.004 (3) |
C12 | 0.038 (5) | 0.036 (6) | 0.034 (5) | 0.010 (4) | 0.009 (4) | 0.009 (4) |
C5 | 0.020 (4) | 0.035 (5) | 0.030 (5) | 0.002 (3) | 0.013 (4) | 0.001 (4) |
C17 | 0.019 (4) | 0.049 (6) | 0.028 (5) | 0.012 (4) | 0.003 (4) | 0.009 (4) |
C43 | 0.028 (4) | 0.035 (5) | 0.024 (4) | −0.001 (4) | 0.005 (4) | 0.009 (4) |
C6 | 0.027 (4) | 0.032 (5) | 0.027 (4) | 0.002 (3) | 0.015 (4) | −0.002 (3) |
C36 | 0.041 (6) | 0.051 (7) | 0.026 (5) | 0.002 (5) | 0.008 (5) | −0.006 (4) |
C3 | 0.018 (4) | 0.039 (5) | 0.020 (4) | −0.001 (3) | 0.002 (3) | 0.003 (3) |
C25 | 0.022 (4) | 0.036 (6) | 0.032 (5) | 0.005 (4) | −0.001 (4) | −0.002 (4) |
C11 | 0.023 (4) | 0.045 (6) | 0.033 (5) | −0.009 (4) | 0.005 (4) | −0.012 (4) |
C30 | 0.036 (5) | 0.024 (5) | 0.031 (5) | 0.005 (3) | 0.016 (4) | 0.010 (3) |
C1 | 0.045 (6) | 0.053 (8) | 0.028 (5) | 0.004 (5) | 0.006 (5) | 0.012 (5) |
C42 | 0.028 (4) | 0.035 (6) | 0.029 (5) | −0.003 (4) | 0.006 (4) | 0.002 (4) |
C37 | 0.019 (4) | 0.081 (10) | 0.032 (6) | 0.009 (5) | −0.001 (4) | −0.009 (6) |
C49 | 0.041 (6) | 0.024 (5) | 0.051 (7) | 0.013 (4) | 0.011 (5) | 0.012 (4) |
C51 | 0.031 (5) | 0.040 (6) | 0.029 (5) | 0.002 (4) | 0.006 (4) | −0.008 (4) |
C18 | 0.037 (5) | 0.039 (6) | 0.022 (4) | −0.002 (4) | 0.007 (4) | −0.005 (4) |
C24 | 0.046 (6) | 0.038 (6) | 0.027 (5) | 0.000 (4) | 0.013 (5) | −0.011 (4) |
C53 | 0.040 (6) | 0.052 (7) | 0.041 (6) | 0.003 (5) | 0.012 (5) | −0.013 (5) |
C50 | 0.030 (5) | 0.042 (7) | 0.043 (6) | −0.013 (4) | 0.007 (5) | −0.006 (5) |
C27 | 0.027 (5) | 0.052 (7) | 0.035 (5) | 0.011 (4) | 0.009 (4) | 0.015 (5) |
C26 | 0.035 (5) | 0.068 (9) | 0.027 (5) | −0.008 (5) | 0.009 (4) | −0.010 (5) |
C54 | 0.040 (6) | 0.038 (6) | 0.030 (5) | 0.008 (4) | 0.009 (4) | −0.005 (4) |
C52 | 0.029 (5) | 0.051 (7) | 0.038 (6) | −0.001 (4) | 0.000 (5) | −0.012 (5) |
O3 | 0.044 (4) | 0.038 (4) | 0.033 (4) | −0.014 (3) | 0.021 (3) | −0.006 (3) |
C59 | 0.037 (5) | 0.042 (6) | 0.025 (5) | −0.005 (4) | 0.011 (4) | −0.001 (4) |
C60 | 0.037 (5) | 0.037 (6) | 0.035 (5) | −0.011 (4) | 0.011 (5) | −0.008 (4) |
C62 | 0.065 (8) | 0.050 (7) | 0.049 (7) | −0.014 (6) | 0.041 (7) | −0.008 (5) |
C61 | 0.055 (7) | 0.062 (8) | 0.066 (8) | −0.021 (6) | 0.044 (7) | −0.018 (7) |
O2 | 0.039 (4) | 0.039 (4) | 0.041 (4) | −0.013 (3) | 0.021 (3) | −0.010 (3) |
C55 | 0.038 (5) | 0.026 (5) | 0.035 (5) | −0.006 (4) | 0.015 (4) | −0.006 (4) |
C57 | 0.042 (6) | 0.042 (6) | 0.039 (6) | 0.000 (5) | 0.022 (5) | 0.008 (4) |
C58 | 0.057 (7) | 0.061 (8) | 0.037 (6) | −0.016 (6) | 0.027 (6) | −0.015 (5) |
C56 | 0.030 (5) | 0.035 (6) | 0.034 (5) | −0.002 (4) | 0.009 (4) | −0.002 (4) |
O4 | 0.079 (6) | 0.032 (4) | 0.057 (5) | −0.021 (4) | 0.047 (5) | −0.011 (4) |
C63 | 0.047 (6) | 0.038 (6) | 0.031 (5) | 0.005 (4) | 0.019 (5) | 0.002 (4) |
C66 | 0.068 (8) | 0.026 (5) | 0.052 (7) | −0.001 (5) | 0.041 (6) | −0.002 (4) |
C64 | 0.047 (6) | 0.024 (5) | 0.070 (8) | −0.010 (4) | 0.039 (6) | −0.011 (5) |
C65 | 0.051 (6) | 0.026 (5) | 0.045 (6) | −0.001 (4) | 0.030 (5) | 0.002 (4) |
O5 | 0.045 (5) | 0.033 (4) | 0.065 (6) | 0.000 (3) | 0.024 (4) | −0.007 (4) |
C67 | 0.043 (6) | 0.033 (6) | 0.047 (6) | 0.000 (4) | 0.018 (5) | −0.006 (5) |
C68 | 0.047 (6) | 0.033 (6) | 0.042 (6) | −0.003 (5) | 0.018 (5) | 0.001 (4) |
C69 | 0.048 (7) | 0.038 (7) | 0.091 (11) | −0.005 (5) | 0.029 (8) | 0.010 (7) |
C70 | 0.040 (6) | 0.041 (7) | 0.079 (10) | −0.004 (5) | 0.022 (7) | 0.013 (6) |
N2 | 0.020 (3) | 0.014 (3) | 0.014 (3) | −0.001 (2) | 0.008 (2) | 0.000 (2) |
C38 | 0.025 (4) | 0.011 (3) | 0.025 (4) | 0.001 (3) | 0.014 (3) | 0.002 (3) |
C2 | 0.055 (7) | 0.050 (8) | 0.038 (6) | −0.016 (6) | 0.008 (6) | 0.000 (5) |
O6 | 0.048 (5) | 0.079 (7) | 0.045 (5) | 0.012 (5) | 0.019 (4) | 0.009 (5) |
C74 | 0.074 (11) | 0.16 (2) | 0.048 (9) | 0.031 (12) | 0.039 (9) | 0.045 (11) |
C73 | 0.057 (9) | 0.15 (2) | 0.063 (10) | −0.003 (11) | 0.035 (9) | 0.025 (11) |
C71 | 0.047 (6) | 0.047 (7) | 0.044 (6) | 0.001 (5) | 0.025 (6) | 0.006 (5) |
C72 | 0.059 (9) | 0.086 (12) | 0.061 (9) | −0.004 (8) | 0.022 (8) | 0.020 (8) |
O7 | 0.076 (13) | 0.118 (17) | 0.050 (9) | 0.061 (11) | 0.037 (10) | 0.018 (10) |
C75 | 0.051 (11) | 0.031 (10) | 0.046 (9) | 0.011 (8) | 0.030 (9) | 0.005 (8) |
C76 | 0.030 (7) | 0.039 (9) | 0.054 (9) | −0.004 (6) | 0.029 (7) | −0.018 (7) |
C77 | 0.031 (8) | 0.053 (10) | 0.048 (8) | −0.001 (7) | 0.020 (7) | −0.013 (7) |
C78 | 0.047 (11) | 0.045 (12) | 0.053 (10) | 0.023 (10) | 0.041 (10) | 0.022 (10) |
O8 | 0.114 (17) | 0.063 (13) | 0.077 (12) | 0.033 (11) | 0.002 (12) | −0.013 (9) |
C79 | 0.078 (17) | 0.026 (10) | 0.081 (15) | 0.001 (9) | 0.041 (13) | 0.004 (9) |
C80 | 0.16 (2) | 0.029 (13) | 0.084 (14) | 0.017 (14) | 0.009 (16) | 0.005 (11) |
C81 | 0.101 (17) | 0.029 (12) | 0.084 (17) | 0.011 (12) | 0.012 (13) | −0.005 (11) |
C82 | 0.082 (15) | 0.035 (10) | 0.048 (11) | 0.015 (10) | 0.042 (11) | 0.008 (8) |
Geometric parameters (Å, º) top
Sb1—Sb2 | 2.6808 (8) | C18—H18B | 0.9800 |
Sb1—N1 | 2.299 (7) | C18—H18C | 0.9800 |
Sb1—N3 | 2.287 (6) | C24—H24A | 0.9800 |
Sb2—N2 | 2.301 (6) | C24—H24B | 0.9800 |
Sb2—N4 | 2.313 (7) | C24—H24C | 0.9800 |
N1—C9 | 1.428 (9) | C53—H53A | 0.9900 |
N1—C13 | 1.324 (9) | C53—H53B | 0.9900 |
N3—C34 | 1.453 (10) | C53—C54 | 1.506 (16) |
N3—C38 | 1.318 (9) | C53—C52 | 1.521 (16) |
C14—C15 | 1.413 (11) | C50—H50A | 0.9800 |
C14—C22 | 1.403 (10) | C50—H50B | 0.9800 |
C14—N2 | 1.433 (10) | C50—H50C | 0.9800 |
N4—C39 | 1.424 (10) | C27—H27A | 0.9800 |
N4—C38 | 1.312 (9) | C27—H27B | 0.9800 |
C9—C8 | 1.406 (10) | C27—H27C | 0.9800 |
C9—C4 | 1.405 (10) | C26—H26A | 0.9800 |
C34—C33 | 1.388 (11) | C26—H26B | 0.9800 |
C34—C29 | 1.403 (11) | C26—H26C | 0.9800 |
C39—C47 | 1.401 (10) | C54—H54A | 0.9900 |
C39—C40 | 1.407 (11) | C54—H54B | 0.9900 |
C33—C32 | 1.412 (13) | C52—H52A | 0.9900 |
C33—C35 | 1.520 (13) | C52—H52B | 0.9900 |
C15—C19 | 1.384 (12) | O3—C59 | 1.437 (12) |
C15—C16 | 1.522 (11) | O3—C62 | 1.421 (12) |
C22—C21 | 1.401 (11) | C59—H59A | 0.9900 |
C22—C23 | 1.533 (11) | C59—H59B | 0.9900 |
C29—C28 | 1.522 (12) | C59—C60 | 1.501 (14) |
C29—C30 | 1.393 (12) | C60—H60A | 0.9900 |
C21—H21 | 0.9500 | C60—H60B | 0.9900 |
C21—C20 | 1.386 (12) | C60—C61 | 1.512 (16) |
C45—H45 | 0.9500 | C62—H62A | 0.9900 |
C45—C44 | 1.387 (12) | C62—H62B | 0.9900 |
C45—C46 | 1.388 (13) | C62—C61 | 1.491 (17) |
C13—H13 | 0.9500 | C61—H61A | 0.9900 |
C13—N2 | 1.334 (9) | C61—H61B | 0.9900 |
C19—H19 | 0.9500 | O2—C55 | 1.451 (12) |
C19—C20 | 1.383 (12) | O2—C58 | 1.429 (13) |
C41—H41 | 1.0000 | C55—H55A | 0.9900 |
C41—C40 | 1.512 (11) | C55—H55B | 0.9900 |
C41—C43 | 1.533 (13) | C55—C56 | 1.515 (14) |
C41—C42 | 1.525 (13) | C57—H57A | 0.9900 |
C8—C7 | 1.398 (11) | C57—H57B | 0.9900 |
C8—C10 | 1.514 (11) | C57—C58 | 1.510 (16) |
C23—H23 | 1.0000 | C57—C56 | 1.522 (15) |
C23—C25 | 1.520 (12) | C58—H58A | 0.9900 |
C23—C24 | 1.521 (13) | C58—H58B | 0.9900 |
C47—C46 | 1.401 (12) | C56—H56A | 0.9900 |
C47—C48 | 1.523 (12) | C56—H56B | 0.9900 |
C7—H7 | 0.9500 | O4—C63 | 1.458 (13) |
C7—C6 | 1.379 (12) | O4—C66 | 1.432 (13) |
C20—H20 | 0.9500 | C63—H63A | 0.9900 |
C40—C44 | 1.394 (11) | C63—H63B | 0.9900 |
C10—H10 | 1.0000 | C63—C64 | 1.494 (15) |
C10—C12 | 1.523 (13) | C66—H66A | 0.9900 |
C10—C11 | 1.543 (14) | C66—H66B | 0.9900 |
C4—C5 | 1.398 (12) | C66—C65 | 1.528 (14) |
C4—C3 | 1.511 (12) | C64—H64A | 0.9900 |
C32—H32 | 0.9500 | C64—H64B | 0.9900 |
C32—C31 | 1.366 (14) | C64—C65 | 1.513 (14) |
O1—C51 | 1.421 (12) | C65—H65A | 0.9900 |
O1—C54 | 1.424 (13) | C65—H65B | 0.9900 |
C35—H35 | 1.0000 | O5—C67 | 1.438 (14) |
C35—C36 | 1.536 (14) | O5—C70 | 1.407 (14) |
C35—C37 | 1.519 (14) | C67—H67A | 0.9900 |
C16—H16 | 1.0000 | C67—H67B | 0.9900 |
C16—C17 | 1.534 (12) | C67—C68 | 1.514 (16) |
C16—C18 | 1.518 (13) | C68—H68A | 0.9900 |
C44—H44 | 0.9500 | C68—H68B | 0.9900 |
C31—H31 | 0.9500 | C68—C69 | 1.513 (18) |
C31—C30 | 1.390 (14) | C69—H69A | 0.9900 |
C46—H46 | 0.9500 | C69—H69B | 0.9900 |
C28—H28 | 1.0000 | C69—C70 | 1.544 (18) |
C28—C27 | 1.528 (14) | C70—H70A | 0.9900 |
C28—C26 | 1.522 (14) | C70—H70B | 0.9900 |
C48—H48 | 1.0000 | C38—H38 | 0.9500 |
C48—C49 | 1.551 (14) | C2—H2A | 0.9800 |
C48—C50 | 1.535 (14) | C2—H2B | 0.9800 |
C12—H12A | 0.9800 | C2—H2C | 0.9800 |
C12—H12B | 0.9800 | O6—C74 | 1.446 (17) |
C12—H12C | 0.9800 | O6—C71 | 1.423 (14) |
C5—H5 | 0.9500 | C74—H74A | 0.9900 |
C5—C6 | 1.379 (13) | C74—H74B | 0.9900 |
C17—H17A | 0.9800 | C74—C73 | 1.46 (2) |
C17—H17B | 0.9800 | C73—H73A | 0.9900 |
C17—H17C | 0.9800 | C73—H73B | 0.9900 |
C43—H43A | 0.9800 | C73—C72 | 1.52 (2) |
C43—H43B | 0.9800 | C71—H71A | 0.9900 |
C43—H43C | 0.9800 | C71—H71B | 0.9900 |
C6—H6 | 0.9500 | C71—C72 | 1.491 (18) |
C36—H36A | 0.9800 | C72—H72A | 0.9900 |
C36—H36B | 0.9800 | C72—H72B | 0.9900 |
C36—H36C | 0.9800 | O7—C75 | 1.475 (13) |
C3—H3 | 1.0000 | O7—C78 | 1.470 (14) |
C3—C1 | 1.518 (15) | C75—H75A | 0.9900 |
C3—C2 | 1.522 (15) | C75—H75B | 0.9900 |
C25—H25A | 0.9800 | C75—C76 | 1.514 (13) |
C25—H25B | 0.9800 | C76—H76A | 0.9900 |
C25—H25C | 0.9800 | C76—H76B | 0.9900 |
C11—H11A | 0.9800 | C76—C77 | 1.530 (13) |
C11—H11B | 0.9800 | C77—H77A | 0.9900 |
C11—H11C | 0.9800 | C77—H77B | 0.9900 |
C30—H30 | 0.9500 | C77—C78 | 1.529 (13) |
C1—H1A | 0.9800 | C78—H78A | 0.9900 |
C1—H1B | 0.9800 | C78—H78B | 0.9900 |
C1—H1C | 0.9800 | O8—C79 | 1.446 (15) |
C42—H42A | 0.9800 | O8—C82 | 1.444 (14) |
C42—H42B | 0.9800 | C79—H79A | 0.9900 |
C42—H42C | 0.9800 | C79—H79B | 0.9900 |
C37—H37A | 0.9800 | C79—C80 | 1.538 (14) |
C37—H37B | 0.9800 | C80—H80A | 0.9900 |
C37—H37C | 0.9800 | C80—H80B | 0.9900 |
C49—H49A | 0.9800 | C80—C81 | 1.546 (14) |
C49—H49B | 0.9800 | C81—H81A | 0.9900 |
C49—H49C | 0.9800 | C81—H81B | 0.9900 |
C51—H51A | 0.9900 | C81—C82 | 1.539 (14) |
C51—H51B | 0.9900 | C82—H82A | 0.9900 |
C51—C52 | 1.531 (15) | C82—H82B | 0.9900 |
C18—H18A | 0.9800 | | |
| | | |
N1—Sb1—Sb2 | 85.80 (15) | C54—C53—C52 | 101.4 (9) |
N3—Sb1—Sb2 | 85.34 (15) | C52—C53—H53A | 111.5 |
N3—Sb1—N1 | 171.1 (2) | C52—C53—H53B | 111.5 |
N4—Sb2—Sb1 | 85.44 (15) | C48—C50—H50A | 109.5 |
N2—Sb2—Sb1 | 85.23 (15) | C48—C50—H50B | 109.5 |
N2—Sb2—N4 | 170.6 (2) | C48—C50—H50C | 109.5 |
C9—N1—Sb1 | 119.9 (5) | H50A—C50—H50B | 109.5 |
C13—N1—Sb1 | 123.5 (5) | H50A—C50—H50C | 109.5 |
C13—N1—C9 | 116.7 (7) | H50B—C50—H50C | 109.5 |
C34—N3—Sb1 | 118.0 (5) | C28—C27—H27A | 109.5 |
C38—N3—Sb1 | 123.7 (5) | C28—C27—H27B | 109.5 |
C38—N3—C34 | 118.3 (6) | C28—C27—H27C | 109.5 |
C15—C14—N2 | 119.5 (7) | H27A—C27—H27B | 109.5 |
C22—C14—C15 | 120.9 (7) | H27A—C27—H27C | 109.5 |
C22—C14—N2 | 119.5 (7) | H27B—C27—H27C | 109.5 |
C39—N4—Sb2 | 119.6 (5) | C28—C26—H26A | 109.5 |
C38—N4—Sb2 | 122.4 (5) | C28—C26—H26B | 109.5 |
C38—N4—C39 | 118.0 (7) | C28—C26—H26C | 109.5 |
C8—C9—N1 | 119.7 (7) | H26A—C26—H26B | 109.5 |
C4—C9—N1 | 119.1 (7) | H26A—C26—H26C | 109.5 |
C4—C9—C8 | 121.2 (7) | H26B—C26—H26C | 109.5 |
C33—C34—N3 | 118.6 (7) | O1—C54—C53 | 106.3 (9) |
C33—C34—C29 | 122.2 (7) | O1—C54—H54A | 110.5 |
C29—C34—N3 | 119.2 (7) | O1—C54—H54B | 110.5 |
C47—C39—N4 | 120.3 (7) | C53—C54—H54A | 110.5 |
C47—C39—C40 | 121.0 (7) | C53—C54—H54B | 110.5 |
C40—C39—N4 | 118.7 (7) | H54A—C54—H54B | 108.7 |
C34—C33—C32 | 117.4 (8) | C51—C52—H52A | 111.5 |
C34—C33—C35 | 123.2 (8) | C51—C52—H52B | 111.5 |
C32—C33—C35 | 119.3 (8) | C53—C52—C51 | 101.5 (8) |
C14—C15—C16 | 122.3 (7) | C53—C52—H52A | 111.5 |
C19—C15—C14 | 118.0 (7) | C53—C52—H52B | 111.5 |
C19—C15—C16 | 119.7 (8) | H52A—C52—H52B | 109.3 |
C14—C22—C23 | 122.6 (7) | C62—O3—C59 | 108.5 (8) |
C21—C22—C14 | 118.6 (8) | O3—C59—H59A | 110.4 |
C21—C22—C23 | 118.8 (7) | O3—C59—H59B | 110.4 |
C34—C29—C28 | 122.4 (7) | O3—C59—C60 | 106.6 (8) |
C30—C29—C34 | 117.7 (8) | H59A—C59—H59B | 108.6 |
C30—C29—C28 | 119.9 (8) | C60—C59—H59A | 110.4 |
C22—C21—H21 | 119.5 | C60—C59—H59B | 110.4 |
C20—C21—C22 | 121.0 (8) | C59—C60—H60A | 111.3 |
C20—C21—H21 | 119.5 | C59—C60—H60B | 111.3 |
C44—C45—H45 | 120.0 | C59—C60—C61 | 102.1 (9) |
C44—C45—C46 | 120.0 (8) | H60A—C60—H60B | 109.2 |
C46—C45—H45 | 120.0 | C61—C60—H60A | 111.3 |
N1—C13—H13 | 119.2 | C61—C60—H60B | 111.3 |
N1—C13—N2 | 121.7 (7) | O3—C62—H62A | 110.1 |
N2—C13—H13 | 119.2 | O3—C62—H62B | 110.1 |
C15—C19—H19 | 118.9 | O3—C62—C61 | 108.2 (9) |
C20—C19—C15 | 122.2 (8) | H62A—C62—H62B | 108.4 |
C20—C19—H19 | 118.9 | C61—C62—H62A | 110.1 |
C40—C41—H41 | 107.7 | C61—C62—H62B | 110.1 |
C40—C41—C43 | 110.6 (7) | C60—C61—H61A | 110.9 |
C40—C41—C42 | 112.7 (7) | C60—C61—H61B | 110.9 |
C43—C41—H41 | 107.7 | C62—C61—C60 | 104.4 (9) |
C42—C41—H41 | 107.7 | C62—C61—H61A | 110.9 |
C42—C41—C43 | 110.3 (7) | C62—C61—H61B | 110.9 |
C9—C8—C10 | 122.2 (7) | H61A—C61—H61B | 108.9 |
C7—C8—C9 | 118.1 (7) | C58—O2—C55 | 108.6 (8) |
C7—C8—C10 | 119.7 (7) | O2—C55—H55A | 110.9 |
C22—C23—H23 | 108.1 | O2—C55—H55B | 110.9 |
C25—C23—C22 | 111.9 (7) | O2—C55—C56 | 104.3 (8) |
C25—C23—H23 | 108.1 | H55A—C55—H55B | 108.9 |
C24—C23—C22 | 109.9 (8) | C56—C55—H55A | 110.9 |
C24—C23—H23 | 108.1 | C56—C55—H55B | 110.9 |
C24—C23—C25 | 110.7 (8) | H57A—C57—H57B | 109.4 |
C39—C47—C48 | 122.2 (7) | C58—C57—H57A | 111.6 |
C46—C47—C39 | 119.4 (8) | C58—C57—H57B | 111.6 |
C46—C47—C48 | 118.5 (7) | C58—C57—C56 | 100.8 (9) |
C8—C7—H7 | 119.2 | C56—C57—H57A | 111.6 |
C6—C7—C8 | 121.6 (8) | C56—C57—H57B | 111.6 |
C6—C7—H7 | 119.2 | O2—C58—C57 | 108.1 (9) |
C21—C20—H20 | 120.4 | O2—C58—H58A | 110.1 |
C19—C20—C21 | 119.3 (8) | O2—C58—H58B | 110.1 |
C19—C20—H20 | 120.4 | C57—C58—H58A | 110.1 |
C39—C40—C41 | 121.2 (7) | C57—C58—H58B | 110.1 |
C44—C40—C39 | 117.9 (7) | H58A—C58—H58B | 108.4 |
C44—C40—C41 | 120.9 (7) | C55—C56—C57 | 102.3 (8) |
C8—C10—H10 | 107.5 | C55—C56—H56A | 111.3 |
C8—C10—C12 | 112.5 (8) | C55—C56—H56B | 111.3 |
C8—C10—C11 | 110.7 (8) | C57—C56—H56A | 111.3 |
C12—C10—H10 | 107.5 | C57—C56—H56B | 111.3 |
C12—C10—C11 | 111.1 (8) | H56A—C56—H56B | 109.2 |
C11—C10—H10 | 107.5 | C66—O4—C63 | 104.5 (8) |
C9—C4—C3 | 121.8 (7) | O4—C63—H63A | 110.9 |
C5—C4—C9 | 117.8 (7) | O4—C63—H63B | 110.9 |
C5—C4—C3 | 120.3 (8) | O4—C63—C64 | 104.2 (8) |
C33—C32—H32 | 119.1 | H63A—C63—H63B | 108.9 |
C31—C32—C33 | 121.9 (9) | C64—C63—H63A | 110.9 |
C31—C32—H32 | 119.1 | C64—C63—H63B | 110.9 |
C51—O1—C54 | 108.6 (8) | O4—C66—H66A | 110.5 |
C33—C35—H35 | 108.0 | O4—C66—H66B | 110.5 |
C33—C35—C36 | 111.8 (8) | O4—C66—C65 | 106.2 (8) |
C36—C35—H35 | 108.0 | H66A—C66—H66B | 108.7 |
C37—C35—C33 | 111.3 (8) | C65—C66—H66A | 110.5 |
C37—C35—H35 | 108.0 | C65—C66—H66B | 110.5 |
C37—C35—C36 | 109.6 (8) | C63—C64—H64A | 110.8 |
C15—C16—H16 | 108.0 | C63—C64—H64B | 110.8 |
C15—C16—C17 | 109.8 (7) | C63—C64—C65 | 104.9 (8) |
C17—C16—H16 | 108.0 | H64A—C64—H64B | 108.8 |
C18—C16—C15 | 112.3 (8) | C65—C64—H64A | 110.8 |
C18—C16—H16 | 108.0 | C65—C64—H64B | 110.8 |
C18—C16—C17 | 110.6 (8) | C66—C65—H65A | 110.9 |
C45—C44—C40 | 121.7 (8) | C66—C65—H65B | 110.9 |
C45—C44—H44 | 119.2 | C64—C65—C66 | 104.2 (8) |
C40—C44—H44 | 119.2 | C64—C65—H65A | 110.9 |
C32—C31—H31 | 120.4 | C64—C65—H65B | 110.9 |
C32—C31—C30 | 119.3 (8) | H65A—C65—H65B | 108.9 |
C30—C31—H31 | 120.4 | C70—O5—C67 | 104.2 (9) |
C45—C46—C47 | 120.0 (8) | O5—C67—H67A | 110.7 |
C45—C46—H46 | 120.0 | O5—C67—H67B | 110.7 |
C47—C46—H46 | 120.0 | O5—C67—C68 | 105.1 (9) |
C29—C28—H28 | 107.8 | H67A—C67—H67B | 108.8 |
C29—C28—C27 | 111.5 (8) | C68—C67—H67A | 110.7 |
C29—C28—C26 | 110.6 (8) | C68—C67—H67B | 110.7 |
C27—C28—H28 | 107.8 | C67—C68—H68A | 110.7 |
C26—C28—H28 | 107.8 | C67—C68—H68B | 110.7 |
C26—C28—C27 | 111.1 (8) | H68A—C68—H68B | 108.8 |
C47—C48—H48 | 107.9 | C69—C68—C67 | 105.2 (10) |
C47—C48—C49 | 110.8 (8) | C69—C68—H68A | 110.7 |
C47—C48—C50 | 110.9 (8) | C69—C68—H68B | 110.7 |
C49—C48—H48 | 107.9 | C68—C69—H69A | 111.3 |
C50—C48—H48 | 107.9 | C68—C69—H69B | 111.3 |
C50—C48—C49 | 111.3 (8) | C68—C69—C70 | 102.5 (10) |
C10—C12—H12A | 109.5 | H69A—C69—H69B | 109.2 |
C10—C12—H12B | 109.5 | C70—C69—H69A | 111.3 |
C10—C12—H12C | 109.5 | C70—C69—H69B | 111.3 |
H12A—C12—H12B | 109.5 | O5—C70—C69 | 106.6 (11) |
H12A—C12—H12C | 109.5 | O5—C70—H70A | 110.4 |
H12B—C12—H12C | 109.5 | O5—C70—H70B | 110.4 |
C4—C5—H5 | 119.1 | C69—C70—H70A | 110.4 |
C6—C5—C4 | 121.8 (8) | C69—C70—H70B | 110.4 |
C6—C5—H5 | 119.1 | H70A—C70—H70B | 108.6 |
C16—C17—H17A | 109.5 | C14—N2—Sb2 | 118.9 (5) |
C16—C17—H17B | 109.5 | C13—N2—Sb2 | 123.8 (5) |
C16—C17—H17C | 109.5 | C13—N2—C14 | 117.3 (6) |
H17A—C17—H17B | 109.5 | N3—C38—H38 | 118.5 |
H17A—C17—H17C | 109.5 | N4—C38—N3 | 123.0 (7) |
H17B—C17—H17C | 109.5 | N4—C38—H38 | 118.5 |
C41—C43—H43A | 109.5 | C3—C2—H2A | 109.5 |
C41—C43—H43B | 109.5 | C3—C2—H2B | 109.5 |
C41—C43—H43C | 109.5 | C3—C2—H2C | 109.5 |
H43A—C43—H43B | 109.5 | H2A—C2—H2B | 109.5 |
H43A—C43—H43C | 109.5 | H2A—C2—H2C | 109.5 |
H43B—C43—H43C | 109.5 | H2B—C2—H2C | 109.5 |
C7—C6—C5 | 119.4 (8) | C71—O6—C74 | 107.5 (10) |
C7—C6—H6 | 120.3 | O6—C74—H74A | 109.9 |
C5—C6—H6 | 120.3 | O6—C74—H74B | 109.9 |
C35—C36—H36A | 109.5 | O6—C74—C73 | 108.7 (12) |
C35—C36—H36B | 109.5 | H74A—C74—H74B | 108.3 |
C35—C36—H36C | 109.5 | C73—C74—H74A | 109.9 |
H36A—C36—H36B | 109.5 | C73—C74—H74B | 109.9 |
H36A—C36—H36C | 109.5 | C74—C73—H73A | 111.5 |
H36B—C36—H36C | 109.5 | C74—C73—H73B | 111.5 |
C4—C3—H3 | 108.0 | C74—C73—C72 | 101.5 (13) |
C4—C3—C1 | 111.4 (9) | H73A—C73—H73B | 109.3 |
C4—C3—C2 | 111.7 (8) | C72—C73—H73A | 111.5 |
C1—C3—H3 | 108.0 | C72—C73—H73B | 111.5 |
C1—C3—C2 | 109.5 (9) | O6—C71—H71A | 110.5 |
C2—C3—H3 | 108.0 | O6—C71—H71B | 110.5 |
C23—C25—H25A | 109.5 | O6—C71—C72 | 106.1 (10) |
C23—C25—H25B | 109.5 | H71A—C71—H71B | 108.7 |
C23—C25—H25C | 109.5 | C72—C71—H71A | 110.5 |
H25A—C25—H25B | 109.5 | C72—C71—H71B | 110.5 |
H25A—C25—H25C | 109.5 | C73—C72—H72A | 111.2 |
H25B—C25—H25C | 109.5 | C73—C72—H72B | 111.2 |
C10—C11—H11A | 109.5 | C71—C72—C73 | 102.7 (13) |
C10—C11—H11B | 109.5 | C71—C72—H72A | 111.2 |
C10—C11—H11C | 109.5 | C71—C72—H72B | 111.2 |
H11A—C11—H11B | 109.5 | H72A—C72—H72B | 109.1 |
H11A—C11—H11C | 109.5 | C78—O7—C75 | 107.2 (13) |
H11B—C11—H11C | 109.5 | O7—C75—H75A | 110.8 |
C29—C30—H30 | 119.3 | O7—C75—H75B | 110.8 |
C31—C30—C29 | 121.5 (8) | O7—C75—C76 | 104.7 (13) |
C31—C30—H30 | 119.3 | H75A—C75—H75B | 108.9 |
C3—C1—H1A | 109.5 | C76—C75—H75A | 110.8 |
C3—C1—H1B | 109.5 | C76—C75—H75B | 110.8 |
C3—C1—H1C | 109.5 | C75—C76—H76A | 111.5 |
H1A—C1—H1B | 109.5 | C75—C76—H76B | 111.5 |
H1A—C1—H1C | 109.5 | C75—C76—C77 | 101.6 (11) |
H1B—C1—H1C | 109.5 | H76A—C76—H76B | 109.3 |
C41—C42—H42A | 109.5 | C77—C76—H76A | 111.5 |
C41—C42—H42B | 109.5 | C77—C76—H76B | 111.5 |
C41—C42—H42C | 109.5 | C76—C77—H77A | 111.1 |
H42A—C42—H42B | 109.5 | C76—C77—H77B | 111.1 |
H42A—C42—H42C | 109.5 | H77A—C77—H77B | 109.1 |
H42B—C42—H42C | 109.5 | C78—C77—C76 | 103.1 (11) |
C35—C37—H37A | 109.5 | C78—C77—H77A | 111.1 |
C35—C37—H37B | 109.5 | C78—C77—H77B | 111.1 |
C35—C37—H37C | 109.5 | O7—C78—C77 | 107.1 (11) |
H37A—C37—H37B | 109.5 | O7—C78—H78A | 110.3 |
H37A—C37—H37C | 109.5 | O7—C78—H78B | 110.3 |
H37B—C37—H37C | 109.5 | C77—C78—H78A | 110.3 |
C48—C49—H49A | 109.5 | C77—C78—H78B | 110.3 |
C48—C49—H49B | 109.5 | H78A—C78—H78B | 108.5 |
C48—C49—H49C | 109.5 | C82—O8—C79 | 111.6 (16) |
H49A—C49—H49B | 109.5 | O8—C79—H79A | 111.3 |
H49A—C49—H49C | 109.5 | O8—C79—H79B | 111.3 |
H49B—C49—H49C | 109.5 | O8—C79—C80 | 102.2 (15) |
O1—C51—H51A | 110.2 | H79A—C79—H79B | 109.2 |
O1—C51—H51B | 110.2 | C80—C79—H79A | 111.3 |
O1—C51—C52 | 107.7 (8) | C80—C79—H79B | 111.3 |
H51A—C51—H51B | 108.5 | C79—C80—H80A | 112.1 |
C52—C51—H51A | 110.2 | C79—C80—H80B | 112.1 |
C52—C51—H51B | 110.2 | C79—C80—C81 | 98.5 (15) |
C16—C18—H18A | 109.5 | H80A—C80—H80B | 109.7 |
C16—C18—H18B | 109.5 | C81—C80—H80A | 112.1 |
C16—C18—H18C | 109.5 | C81—C80—H80B | 112.1 |
H18A—C18—H18B | 109.5 | C80—C81—H81A | 112.0 |
H18A—C18—H18C | 109.5 | C80—C81—H81B | 112.0 |
H18B—C18—H18C | 109.5 | H81A—C81—H81B | 109.7 |
C23—C24—H24A | 109.5 | C82—C81—C80 | 98.7 (15) |
C23—C24—H24B | 109.5 | C82—C81—H81A | 112.0 |
C23—C24—H24C | 109.5 | C82—C81—H81B | 112.0 |
H24A—C24—H24B | 109.5 | O8—C82—C81 | 101.9 (15) |
H24A—C24—H24C | 109.5 | O8—C82—H82A | 111.4 |
H24B—C24—H24C | 109.5 | O8—C82—H82B | 111.4 |
H53A—C53—H53B | 109.3 | C81—C82—H82A | 111.4 |
C54—C53—H53A | 111.5 | C81—C82—H82B | 111.4 |
C54—C53—H53B | 111.5 | H82A—C82—H82B | 109.3 |
| | | |
Sb1—N1—C9—C8 | 84.8 (8) | C7—C8—C10—C12 | 49.7 (11) |
Sb1—N1—C9—C4 | −93.6 (8) | C7—C8—C10—C11 | −75.2 (10) |
Sb1—N1—C13—N2 | 2.2 (11) | C40—C39—C47—C46 | 2.1 (13) |
Sb1—N3—C34—C33 | 88.8 (8) | C40—C39—C47—C48 | −176.1 (8) |
Sb1—N3—C34—C29 | −89.3 (8) | C10—C8—C7—C6 | 178.9 (9) |
Sb1—N3—C38—N4 | 2.9 (11) | C4—C9—C8—C7 | −1.3 (12) |
Sb2—N4—C39—C47 | −91.2 (8) | C4—C9—C8—C10 | 179.9 (8) |
Sb2—N4—C39—C40 | 87.8 (8) | C4—C5—C6—C7 | −0.4 (14) |
Sb2—N4—C38—N3 | −1.4 (11) | C32—C33—C35—C36 | −61.6 (11) |
N1—C9—C8—C7 | −179.7 (7) | C32—C33—C35—C37 | 61.3 (12) |
N1—C9—C8—C10 | 1.5 (12) | C32—C31—C30—C29 | −1.5 (15) |
N1—C9—C4—C5 | −180.0 (8) | O1—C51—C52—C53 | 24.0 (13) |
N1—C9—C4—C3 | 0.2 (12) | C35—C33—C32—C31 | 179.2 (9) |
N1—C13—N2—Sb2 | −1.3 (10) | C16—C15—C19—C20 | −179.5 (9) |
N1—C13—N2—C14 | −179.9 (7) | C44—C45—C46—C47 | −1.1 (15) |
N3—C34—C33—C32 | −178.8 (7) | C46—C45—C44—C40 | 1.1 (15) |
N3—C34—C33—C35 | 3.3 (12) | C46—C47—C48—C49 | −62.2 (11) |
N3—C34—C29—C28 | −0.6 (12) | C46—C47—C48—C50 | 61.9 (11) |
N3—C34—C29—C30 | 177.2 (8) | C28—C29—C30—C31 | 179.9 (9) |
C14—C15—C19—C20 | 0.9 (13) | C48—C47—C46—C45 | 177.8 (9) |
C14—C15—C16—C17 | 106.7 (9) | C5—C4—C3—C1 | 65.3 (12) |
C14—C15—C16—C18 | −129.8 (9) | C5—C4—C3—C2 | −57.5 (13) |
C14—C22—C21—C20 | 1.8 (13) | C43—C41—C40—C39 | 97.7 (9) |
C14—C22—C23—C25 | 119.4 (9) | C43—C41—C40—C44 | −80.4 (10) |
C14—C22—C23—C24 | −117.1 (9) | C3—C4—C5—C6 | 179.1 (9) |
N4—C39—C47—C46 | −178.9 (8) | C30—C29—C28—C27 | 54.0 (11) |
N4—C39—C47—C48 | 2.8 (13) | C30—C29—C28—C26 | −70.2 (12) |
N4—C39—C40—C41 | 0.7 (12) | C42—C41—C40—C39 | −138.4 (9) |
N4—C39—C40—C44 | 178.9 (8) | C42—C41—C40—C44 | 43.5 (11) |
C9—N1—C13—N2 | −178.0 (7) | C51—O1—C54—C53 | −22.1 (13) |
C9—C8—C7—C6 | 0.1 (13) | C54—O1—C51—C52 | −1.6 (13) |
C9—C8—C10—C12 | −131.5 (9) | C54—C53—C52—C51 | −35.5 (12) |
C9—C8—C10—C11 | 103.6 (9) | C52—C53—C54—O1 | 36.5 (13) |
C9—C4—C5—C6 | −0.7 (14) | O3—C59—C60—C61 | 31.0 (12) |
C9—C4—C3—C1 | −114.8 (10) | O3—C62—C61—C60 | 18.2 (15) |
C9—C4—C3—C2 | 122.4 (10) | C59—O3—C62—C61 | 1.4 (14) |
C34—N3—C38—N4 | −178.7 (7) | C59—C60—C61—C62 | −29.4 (13) |
C34—C33—C32—C31 | 1.3 (14) | C62—O3—C59—C60 | −20.8 (12) |
C34—C33—C35—C36 | 116.2 (10) | O2—C55—C56—C57 | 36.7 (11) |
C34—C33—C35—C37 | −120.9 (10) | C55—O2—C58—C57 | −5.2 (13) |
C34—C29—C28—C27 | −128.2 (9) | C58—O2—C55—C56 | −19.9 (12) |
C34—C29—C28—C26 | 107.6 (10) | C58—C57—C56—C55 | −38.5 (11) |
C34—C29—C30—C31 | 2.0 (14) | C56—C57—C58—O2 | 27.7 (13) |
C39—N4—C38—N3 | −179.5 (7) | O4—C63—C64—C65 | −31.0 (12) |
C39—C47—C46—C45 | −0.5 (14) | O4—C66—C65—C64 | 14.8 (13) |
C39—C47—C48—C49 | 116.1 (10) | C63—O4—C66—C65 | −34.6 (12) |
C39—C47—C48—C50 | −119.8 (10) | C63—C64—C65—C66 | 10.0 (13) |
C39—C40—C44—C45 | 0.5 (13) | C66—O4—C63—C64 | 41.1 (11) |
C33—C34—C29—C28 | −178.7 (8) | O5—C67—C68—C69 | −24.8 (13) |
C33—C34—C29—C30 | −0.8 (12) | C67—O5—C70—C69 | −39.3 (15) |
C33—C32—C31—C30 | −0.2 (15) | C67—C68—C69—C70 | 1.6 (15) |
C15—C14—C22—C21 | −1.8 (12) | C68—C69—C70—O5 | 22.9 (16) |
C15—C14—C22—C23 | 178.0 (8) | C70—O5—C67—C68 | 40.0 (12) |
C15—C14—N2—Sb2 | −95.5 (7) | N2—C14—C15—C19 | 178.6 (7) |
C15—C14—N2—C13 | 83.1 (9) | N2—C14—C15—C16 | −0.9 (11) |
C15—C19—C20—C21 | −0.9 (14) | N2—C14—C22—C21 | −179.9 (7) |
C22—C14—C15—C19 | 0.4 (12) | N2—C14—C22—C23 | −0.1 (12) |
C22—C14—C15—C16 | −179.1 (8) | C38—N3—C34—C33 | −89.7 (9) |
C22—C14—N2—Sb2 | 82.6 (8) | C38—N3—C34—C29 | 92.2 (9) |
C22—C14—N2—C13 | −98.7 (9) | C38—N4—C39—C47 | 87.0 (10) |
C22—C21—C20—C19 | −0.5 (14) | C38—N4—C39—C40 | −94.0 (9) |
C29—C34—C33—C32 | −0.8 (12) | O6—C74—C73—C72 | 27 (2) |
C29—C34—C33—C35 | −178.6 (8) | O6—C71—C72—C73 | 32.9 (17) |
C21—C22—C23—C25 | −60.8 (11) | C74—O6—C71—C72 | −16.7 (17) |
C21—C22—C23—C24 | 62.7 (11) | C74—C73—C72—C71 | −36 (2) |
C13—N1—C9—C8 | −95.0 (9) | C71—O6—C74—C73 | −7 (2) |
C13—N1—C9—C4 | 86.6 (9) | O7—C75—C76—C77 | −40 (2) |
C19—C15—C16—C17 | −72.8 (11) | C75—O7—C78—C77 | −4 (4) |
C19—C15—C16—C18 | 50.7 (11) | C75—C76—C77—C78 | 36 (2) |
C41—C40—C44—C45 | 178.7 (9) | C76—C77—C78—O7 | −20 (4) |
C8—C9—C4—C5 | 1.6 (12) | C78—O7—C75—C76 | 28 (4) |
C8—C9—C4—C3 | −178.2 (8) | O8—C79—C80—C81 | 41 (3) |
C8—C7—C6—C5 | 0.7 (14) | C79—O8—C82—C81 | −17 (3) |
C23—C22—C21—C20 | −178.0 (8) | C79—C80—C81—C82 | −51 (3) |
C47—C39—C40—C41 | 179.7 (8) | C80—C81—C82—O8 | 42 (3) |
C47—C39—C40—C44 | −2.1 (12) | C82—O8—C79—C80 | −16 (4) |
Bis[
N,
N'-bis(2,6-diisopropylphenyl)formamidinato]chloridoantimony(III) (2)
top
Crystal data top
[Sb(C25H35N2)2Cl] | F(000) = 1864 |
Mr = 884.30 | Dx = 1.225 Mg m−3 |
Monoclinic, P21/c | Synchrotron radiation, λ = 0.71073 Å |
a = 18.443 (4) Å | Cell parameters from 7706 reflections |
b = 20.455 (4) Å | θ = 2–25° |
c = 12.817 (3) Å | µ = 0.67 mm−1 |
β = 97.46 (3)° | T = 100 K |
V = 4794.3 (17) Å3 | Block, colourless |
Z = 4 | 0.11 × 0.05 × 0.03 mm |
Data collection top
ADSC Quantum 210r diffractometer | 8002 independent reflections |
Radiation source: MX1 Beamline Australian Synchrotron | 7706 reflections with I > 2σ(I) |
Silicon Double Crystal monochromator | Rint = 0.039 |
Phi Scan scans | θmax = 25.0°, θmin = 1.1° |
Absorption correction: multi-scan (XDS; Kabsch, 1993) | h = −21→21 |
| k = −24→24 |
58107 measured reflections | l = −15→15 |
Refinement top
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.029 | w = 1/[σ2(Fo2) + (0.034P)2 + 4.7594P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.073 | (Δ/σ)max = 0.002 |
S = 1.08 | Δρmax = 1.01 e Å−3 |
8002 reflections | Δρmin = −0.82 e Å−3 |
522 parameters | Extinction correction: SHELXL2018 (Sheldrick, 2015b), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
0 restraints | Extinction coefficient: 0.0087 (5) |
Primary atom site location: dual | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sb1 | 0.73700 (2) | 0.43057 (2) | 0.79144 (2) | 0.01702 (7) | |
Cl1 | 0.76260 (3) | 0.31630 (3) | 0.77636 (5) | 0.03449 (15) | |
N4 | 0.85421 (10) | 0.44312 (8) | 0.81255 (13) | 0.0180 (3) | |
N2 | 0.70381 (10) | 0.44375 (8) | 0.62880 (13) | 0.0180 (3) | |
N3 | 0.80322 (9) | 0.54279 (8) | 0.78694 (12) | 0.0149 (3) | |
N1 | 0.61499 (10) | 0.38883 (8) | 0.69696 (13) | 0.0205 (4) | |
C38 | 0.85976 (11) | 0.50854 (9) | 0.82272 (14) | 0.0160 (4) | |
H38 | 0.903482 | 0.528608 | 0.854905 | 0.019* | |
C34 | 0.80631 (11) | 0.61234 (9) | 0.79643 (15) | 0.0157 (4) | |
C29 | 0.77287 (11) | 0.64296 (10) | 0.87598 (16) | 0.0196 (4) | |
C13 | 0.63694 (12) | 0.41448 (9) | 0.61589 (16) | 0.0192 (4) | |
H13 | 0.607769 | 0.413197 | 0.549140 | 0.023* | |
C9 | 0.54793 (12) | 0.35438 (10) | 0.69358 (16) | 0.0226 (4) | |
C14 | 0.72031 (12) | 0.48681 (10) | 0.54620 (15) | 0.0211 (4) | |
C4 | 0.49409 (13) | 0.38230 (11) | 0.74805 (17) | 0.0261 (5) | |
C22 | 0.68709 (13) | 0.54880 (11) | 0.53487 (16) | 0.0252 (5) | |
C35 | 0.87175 (12) | 0.61622 (10) | 0.63245 (15) | 0.0218 (4) | |
H35 | 0.844452 | 0.574540 | 0.615267 | 0.026* | |
C33 | 0.83881 (11) | 0.64905 (10) | 0.72206 (15) | 0.0187 (4) | |
C30 | 0.77304 (13) | 0.71103 (10) | 0.88019 (17) | 0.0254 (5) | |
H30 | 0.750487 | 0.732463 | 0.933311 | 0.030* | |
C39 | 0.90743 (11) | 0.40353 (9) | 0.87686 (16) | 0.0196 (4) | |
C31 | 0.80535 (13) | 0.74797 (10) | 0.80866 (18) | 0.0282 (5) | |
H31 | 0.805206 | 0.794340 | 0.812943 | 0.034* | |
C32 | 0.83801 (12) | 0.71694 (10) | 0.73054 (17) | 0.0253 (5) | |
H32 | 0.860330 | 0.742567 | 0.681730 | 0.030* | |
C28 | 0.73653 (12) | 0.60415 (10) | 0.95587 (16) | 0.0228 (4) | |
H28 | 0.752716 | 0.557654 | 0.951979 | 0.027* | |
C8 | 0.53746 (13) | 0.29339 (11) | 0.64312 (18) | 0.0291 (5) | |
C23 | 0.63825 (14) | 0.57568 (10) | 0.61163 (18) | 0.0273 (5) | |
H23 | 0.652315 | 0.553908 | 0.681172 | 0.033* | |
C5 | 0.42986 (14) | 0.34739 (12) | 0.7522 (2) | 0.0350 (6) | |
H5 | 0.393031 | 0.364956 | 0.789454 | 0.042* | |
C15 | 0.76419 (13) | 0.46304 (12) | 0.47305 (17) | 0.0279 (5) | |
C3 | 0.50808 (13) | 0.44735 (11) | 0.80412 (18) | 0.0279 (5) | |
H3 | 0.544975 | 0.471481 | 0.768205 | 0.033* | |
C48 | 0.85662 (13) | 0.44163 (11) | 1.04474 (17) | 0.0263 (5) | |
H48 | 0.823891 | 0.467081 | 0.991104 | 0.032* | |
C41 | 0.95176 (14) | 0.36018 (12) | 0.70987 (19) | 0.0349 (6) | |
H41 | 0.905077 | 0.381262 | 0.678353 | 0.042* | |
C47 | 0.91167 (12) | 0.40539 (10) | 0.98723 (17) | 0.0222 (4) | |
C21 | 0.69816 (16) | 0.58575 (13) | 0.44686 (19) | 0.0384 (6) | |
H21 | 0.675647 | 0.627441 | 0.436613 | 0.046* | |
C40 | 0.95604 (13) | 0.36488 (10) | 0.82821 (18) | 0.0259 (5) | |
C46 | 0.96744 (13) | 0.37060 (11) | 1.04690 (18) | 0.0286 (5) | |
H46 | 0.971092 | 0.371806 | 1.121491 | 0.034* | |
C37 | 0.95233 (13) | 0.59891 (14) | 0.66220 (18) | 0.0341 (5) | |
H37A | 0.980258 | 0.638785 | 0.681882 | 0.051* | |
H37B | 0.971010 | 0.578331 | 0.602002 | 0.051* | |
H37C | 0.957420 | 0.568519 | 0.721809 | 0.051* | |
C45 | 1.01745 (14) | 0.33444 (11) | 0.9999 (2) | 0.0331 (5) | |
H45 | 1.055974 | 0.312023 | 1.041599 | 0.040* | |
C25 | 0.64529 (15) | 0.64971 (11) | 0.6282 (2) | 0.0371 (6) | |
H25A | 0.696994 | 0.661304 | 0.645744 | 0.056* | |
H25B | 0.618416 | 0.662820 | 0.685963 | 0.056* | |
H25C | 0.624956 | 0.672343 | 0.563605 | 0.056* | |
C36 | 0.86387 (14) | 0.65816 (12) | 0.53266 (17) | 0.0309 (5) | |
H36A | 0.813502 | 0.674174 | 0.517884 | 0.046* | |
H36B | 0.875597 | 0.631764 | 0.473276 | 0.046* | |
H36C | 0.897477 | 0.695401 | 0.542948 | 0.046* | |
C10 | 0.59494 (15) | 0.26136 (11) | 0.5851 (2) | 0.0354 (6) | |
H10 | 0.639297 | 0.289945 | 0.594197 | 0.042* | |
C24 | 0.55758 (15) | 0.56005 (12) | 0.5750 (2) | 0.0353 (6) | |
H24A | 0.527165 | 0.578921 | 0.624576 | 0.053* | |
H24B | 0.550731 | 0.512545 | 0.572078 | 0.053* | |
H24C | 0.543334 | 0.578704 | 0.504889 | 0.053* | |
C27 | 0.75858 (16) | 0.62772 (14) | 1.06863 (19) | 0.0399 (6) | |
H27A | 0.812024 | 0.628559 | 1.084048 | 0.060* | |
H27B | 0.738625 | 0.597921 | 1.117575 | 0.060* | |
H27C | 0.739221 | 0.671802 | 1.076614 | 0.060* | |
C19 | 0.77391 (15) | 0.50285 (14) | 0.38728 (18) | 0.0391 (6) | |
H19 | 0.803745 | 0.487999 | 0.337001 | 0.047* | |
C1 | 0.54193 (15) | 0.43559 (12) | 0.9178 (2) | 0.0350 (6) | |
H1A | 0.507666 | 0.410708 | 0.954748 | 0.052* | |
H1B | 0.552362 | 0.477679 | 0.953105 | 0.052* | |
H1C | 0.587482 | 0.410832 | 0.918464 | 0.052* | |
C44 | 1.01084 (14) | 0.33123 (11) | 0.8916 (2) | 0.0337 (5) | |
H44 | 1.044536 | 0.305407 | 0.859366 | 0.040* | |
C7 | 0.47165 (14) | 0.26126 (12) | 0.6487 (2) | 0.0376 (6) | |
H7 | 0.463030 | 0.220339 | 0.614237 | 0.045* | |
C6 | 0.41882 (15) | 0.28716 (13) | 0.7027 (2) | 0.0411 (7) | |
H6 | 0.374638 | 0.263863 | 0.706130 | 0.049* | |
C26 | 0.65373 (15) | 0.60544 (15) | 0.9293 (2) | 0.0428 (6) | |
H26A | 0.636353 | 0.650665 | 0.930775 | 0.064* | |
H26B | 0.631598 | 0.579439 | 0.981099 | 0.064* | |
H26C | 0.639878 | 0.587044 | 0.858940 | 0.064* | |
C16 | 0.79554 (15) | 0.39468 (14) | 0.48081 (19) | 0.0366 (6) | |
H16 | 0.801793 | 0.381240 | 0.556466 | 0.044* | |
C20 | 0.74113 (18) | 0.56290 (14) | 0.3745 (2) | 0.0446 (7) | |
H20 | 0.748082 | 0.589008 | 0.315346 | 0.054* | |
C11 | 0.56870 (17) | 0.25610 (14) | 0.4664 (2) | 0.0456 (7) | |
H11A | 0.524450 | 0.229140 | 0.455222 | 0.068* | |
H11B | 0.607098 | 0.235938 | 0.431079 | 0.068* | |
H11C | 0.557853 | 0.299871 | 0.437460 | 0.068* | |
C49 | 0.89309 (15) | 0.48999 (13) | 1.1251 (2) | 0.0384 (6) | |
H49A | 0.923383 | 0.466199 | 1.181160 | 0.058* | |
H49B | 0.855516 | 0.514911 | 1.155411 | 0.058* | |
H49C | 0.923869 | 0.520030 | 1.090648 | 0.058* | |
C2 | 0.43985 (15) | 0.49040 (13) | 0.7984 (2) | 0.0411 (6) | |
H2A | 0.418928 | 0.496095 | 0.724654 | 0.062* | |
H2B | 0.453166 | 0.533179 | 0.829550 | 0.062* | |
H2C | 0.403744 | 0.469487 | 0.837217 | 0.062* | |
C42 | 1.01490 (18) | 0.3977 (2) | 0.6721 (2) | 0.0675 (11) | |
H42A | 1.010517 | 0.444201 | 0.688406 | 0.101* | |
H42B | 1.013386 | 0.392071 | 0.595927 | 0.101* | |
H42C | 1.061385 | 0.380838 | 0.707754 | 0.101* | |
C43 | 0.9502 (2) | 0.28895 (17) | 0.6740 (3) | 0.0776 (14) | |
H43A | 0.995966 | 0.267468 | 0.702524 | 0.116* | |
H43B | 0.944521 | 0.287216 | 0.596942 | 0.116* | |
H43C | 0.908950 | 0.266446 | 0.699451 | 0.116* | |
C17 | 0.74176 (19) | 0.34714 (15) | 0.4188 (3) | 0.0545 (8) | |
H17A | 0.695202 | 0.347810 | 0.447988 | 0.082* | |
H17B | 0.762144 | 0.302841 | 0.424207 | 0.082* | |
H17C | 0.733600 | 0.360415 | 0.344785 | 0.082* | |
C50 | 0.80866 (16) | 0.39307 (15) | 1.0960 (2) | 0.0442 (6) | |
H50A | 0.784706 | 0.363337 | 1.042259 | 0.066* | |
H50B | 0.771441 | 0.417044 | 1.128577 | 0.066* | |
H50C | 0.839174 | 0.367802 | 1.149910 | 0.066* | |
C12 | 0.61724 (18) | 0.19443 (13) | 0.6323 (3) | 0.0502 (8) | |
H12A | 0.636923 | 0.199640 | 0.706634 | 0.075* | |
H12B | 0.654680 | 0.175130 | 0.594117 | 0.075* | |
H12C | 0.574387 | 0.165692 | 0.626430 | 0.075* | |
C18 | 0.87034 (18) | 0.3901 (2) | 0.4406 (2) | 0.0628 (10) | |
H18A | 0.864556 | 0.399200 | 0.364915 | 0.094* | |
H18B | 0.890326 | 0.346017 | 0.453602 | 0.094* | |
H18C | 0.903831 | 0.422129 | 0.477666 | 0.094* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sb1 | 0.01757 (11) | 0.01786 (10) | 0.01538 (9) | −0.00189 (5) | 0.00123 (5) | 0.00056 (4) |
Cl1 | 0.0329 (3) | 0.0160 (2) | 0.0503 (3) | −0.0015 (2) | −0.0109 (3) | 0.0016 (2) |
N4 | 0.0196 (10) | 0.0151 (8) | 0.0187 (8) | 0.0010 (6) | 0.0004 (7) | −0.0010 (6) |
N2 | 0.0182 (10) | 0.0199 (8) | 0.0151 (8) | −0.0026 (7) | −0.0010 (6) | −0.0010 (6) |
N3 | 0.0150 (9) | 0.0157 (8) | 0.0141 (8) | −0.0012 (6) | 0.0025 (6) | −0.0006 (6) |
N1 | 0.0183 (10) | 0.0197 (8) | 0.0227 (9) | −0.0023 (7) | 0.0001 (7) | −0.0012 (7) |
C38 | 0.0174 (11) | 0.0187 (9) | 0.0125 (9) | −0.0008 (7) | 0.0040 (7) | −0.0017 (7) |
C34 | 0.0139 (11) | 0.0152 (9) | 0.0173 (9) | 0.0009 (7) | −0.0012 (7) | −0.0003 (7) |
C29 | 0.0172 (11) | 0.0208 (10) | 0.0207 (10) | 0.0007 (8) | 0.0019 (8) | 0.0000 (8) |
C13 | 0.0189 (11) | 0.0163 (9) | 0.0211 (10) | −0.0004 (8) | −0.0020 (8) | −0.0030 (8) |
C9 | 0.0191 (12) | 0.0221 (10) | 0.0246 (10) | −0.0031 (8) | −0.0042 (8) | 0.0056 (8) |
C14 | 0.0215 (12) | 0.0254 (11) | 0.0153 (9) | −0.0075 (8) | −0.0026 (8) | −0.0003 (8) |
C4 | 0.0216 (12) | 0.0287 (11) | 0.0270 (11) | −0.0015 (9) | 0.0002 (8) | 0.0102 (9) |
C22 | 0.0266 (13) | 0.0271 (11) | 0.0192 (10) | −0.0061 (9) | −0.0072 (8) | 0.0021 (9) |
C35 | 0.0230 (12) | 0.0262 (10) | 0.0170 (10) | −0.0016 (8) | 0.0053 (8) | 0.0042 (8) |
C33 | 0.0147 (11) | 0.0222 (10) | 0.0188 (10) | −0.0013 (7) | 0.0008 (7) | 0.0016 (8) |
C30 | 0.0270 (13) | 0.0194 (10) | 0.0299 (11) | 0.0041 (8) | 0.0042 (9) | −0.0044 (8) |
C39 | 0.0180 (11) | 0.0156 (9) | 0.0240 (10) | 0.0001 (8) | −0.0017 (8) | −0.0008 (8) |
C31 | 0.0314 (14) | 0.0149 (10) | 0.0372 (12) | −0.0010 (8) | 0.0002 (10) | −0.0011 (9) |
C32 | 0.0260 (13) | 0.0214 (10) | 0.0278 (11) | −0.0058 (8) | 0.0014 (9) | 0.0058 (8) |
C28 | 0.0277 (12) | 0.0209 (10) | 0.0216 (10) | 0.0033 (8) | 0.0097 (8) | −0.0017 (8) |
C8 | 0.0273 (13) | 0.0222 (11) | 0.0341 (12) | −0.0025 (9) | −0.0099 (9) | 0.0043 (9) |
C23 | 0.0305 (14) | 0.0245 (11) | 0.0241 (11) | 0.0035 (9) | −0.0068 (9) | 0.0008 (8) |
C5 | 0.0243 (14) | 0.0394 (14) | 0.0412 (14) | −0.0027 (10) | 0.0038 (10) | 0.0167 (11) |
C15 | 0.0231 (13) | 0.0412 (13) | 0.0189 (10) | −0.0072 (10) | 0.0005 (8) | −0.0039 (9) |
C3 | 0.0251 (13) | 0.0290 (11) | 0.0311 (12) | 0.0001 (9) | 0.0100 (9) | 0.0034 (9) |
C48 | 0.0269 (13) | 0.0329 (12) | 0.0185 (10) | 0.0041 (9) | 0.0013 (9) | 0.0035 (9) |
C41 | 0.0306 (14) | 0.0410 (14) | 0.0317 (13) | 0.0154 (10) | −0.0005 (10) | −0.0162 (10) |
C47 | 0.0221 (12) | 0.0192 (10) | 0.0247 (11) | −0.0018 (8) | 0.0009 (8) | 0.0020 (8) |
C21 | 0.0545 (18) | 0.0312 (12) | 0.0255 (12) | −0.0083 (11) | −0.0097 (11) | 0.0073 (10) |
C40 | 0.0223 (12) | 0.0231 (10) | 0.0310 (12) | 0.0027 (8) | −0.0015 (9) | −0.0057 (9) |
C46 | 0.0314 (14) | 0.0250 (11) | 0.0276 (11) | −0.0016 (9) | −0.0035 (9) | 0.0053 (9) |
C37 | 0.0246 (14) | 0.0540 (16) | 0.0248 (11) | 0.0044 (11) | 0.0074 (9) | 0.0077 (11) |
C45 | 0.0288 (14) | 0.0259 (11) | 0.0414 (14) | 0.0062 (9) | −0.0072 (10) | 0.0042 (10) |
C25 | 0.0366 (15) | 0.0261 (12) | 0.0437 (14) | 0.0050 (10) | −0.0137 (11) | −0.0045 (10) |
C36 | 0.0359 (14) | 0.0362 (13) | 0.0211 (11) | −0.0031 (10) | 0.0050 (9) | 0.0079 (9) |
C10 | 0.0331 (15) | 0.0246 (12) | 0.0453 (14) | −0.0020 (10) | −0.0070 (11) | −0.0087 (10) |
C24 | 0.0315 (15) | 0.0291 (12) | 0.0423 (14) | 0.0012 (10) | −0.0061 (11) | 0.0014 (10) |
C27 | 0.0493 (17) | 0.0481 (15) | 0.0223 (12) | −0.0047 (12) | 0.0053 (11) | −0.0006 (10) |
C19 | 0.0427 (16) | 0.0574 (17) | 0.0177 (11) | −0.0167 (13) | 0.0054 (10) | −0.0029 (11) |
C1 | 0.0341 (15) | 0.0402 (14) | 0.0315 (13) | −0.0009 (10) | 0.0076 (11) | 0.0007 (10) |
C44 | 0.0296 (14) | 0.0279 (12) | 0.0420 (14) | 0.0104 (10) | −0.0010 (10) | −0.0058 (10) |
C7 | 0.0316 (15) | 0.0240 (12) | 0.0527 (16) | −0.0080 (10) | −0.0118 (11) | 0.0077 (11) |
C6 | 0.0272 (15) | 0.0353 (13) | 0.0572 (17) | −0.0146 (11) | −0.0086 (11) | 0.0198 (12) |
C26 | 0.0280 (15) | 0.0631 (18) | 0.0384 (14) | −0.0112 (12) | 0.0085 (11) | 0.0093 (13) |
C16 | 0.0332 (15) | 0.0515 (16) | 0.0266 (12) | 0.0081 (11) | 0.0091 (10) | −0.0049 (11) |
C20 | 0.062 (2) | 0.0505 (17) | 0.0198 (12) | −0.0190 (13) | 0.0004 (12) | 0.0092 (11) |
C11 | 0.0507 (18) | 0.0381 (14) | 0.0449 (15) | −0.0007 (12) | −0.0054 (12) | −0.0114 (12) |
C49 | 0.0405 (16) | 0.0414 (14) | 0.0321 (13) | 0.0073 (11) | 0.0006 (11) | −0.0091 (11) |
C2 | 0.0388 (16) | 0.0411 (14) | 0.0447 (15) | 0.0096 (11) | 0.0102 (12) | 0.0047 (12) |
C42 | 0.041 (2) | 0.136 (3) | 0.0275 (14) | −0.0006 (19) | 0.0118 (13) | −0.0136 (18) |
C43 | 0.102 (3) | 0.059 (2) | 0.060 (2) | 0.047 (2) | −0.035 (2) | −0.0387 (17) |
C17 | 0.067 (2) | 0.0428 (16) | 0.0550 (18) | 0.0020 (14) | 0.0129 (15) | −0.0237 (14) |
C50 | 0.0417 (17) | 0.0536 (17) | 0.0404 (15) | −0.0045 (13) | 0.0171 (12) | 0.0057 (12) |
C12 | 0.055 (2) | 0.0302 (14) | 0.0605 (19) | 0.0098 (12) | −0.0107 (14) | −0.0063 (12) |
C18 | 0.046 (2) | 0.108 (3) | 0.0383 (16) | 0.0248 (18) | 0.0212 (14) | 0.0047 (17) |
Geometric parameters (Å, º) top
Sb1—Cl1 | 2.3972 (7) | C46—H46 | 0.9500 |
Sb1—N4 | 2.1587 (19) | C46—C45 | 1.381 (4) |
Sb1—N2 | 2.1121 (17) | C37—H37A | 0.9800 |
Sb1—N3 | 2.6044 (17) | C37—H37B | 0.9800 |
Sb1—N1 | 2.5593 (19) | C37—H37C | 0.9800 |
N4—C38 | 1.347 (3) | C45—H45 | 0.9500 |
N4—C39 | 1.445 (3) | C45—C44 | 1.378 (4) |
N2—C13 | 1.361 (3) | C25—H25A | 0.9800 |
N2—C14 | 1.440 (3) | C25—H25B | 0.9800 |
N3—C38 | 1.290 (3) | C25—H25C | 0.9800 |
N3—C34 | 1.428 (3) | C36—H36A | 0.9800 |
N1—C13 | 1.276 (3) | C36—H36B | 0.9800 |
N1—C9 | 1.419 (3) | C36—H36C | 0.9800 |
C38—H38 | 0.9500 | C10—H10 | 1.0000 |
C34—C29 | 1.406 (3) | C10—C11 | 1.539 (4) |
C34—C33 | 1.407 (3) | C10—C12 | 1.531 (4) |
C29—C30 | 1.393 (3) | C24—H24A | 0.9800 |
C29—C28 | 1.519 (3) | C24—H24B | 0.9800 |
C13—H13 | 0.9500 | C24—H24C | 0.9800 |
C9—C4 | 1.407 (3) | C27—H27A | 0.9800 |
C9—C8 | 1.407 (3) | C27—H27B | 0.9800 |
C14—C22 | 1.408 (3) | C27—H27C | 0.9800 |
C14—C15 | 1.403 (3) | C19—H19 | 0.9500 |
C4—C5 | 1.390 (3) | C19—C20 | 1.369 (4) |
C4—C3 | 1.518 (3) | C1—H1A | 0.9800 |
C22—C23 | 1.520 (3) | C1—H1B | 0.9800 |
C22—C21 | 1.395 (3) | C1—H1C | 0.9800 |
C35—H35 | 1.0000 | C44—H44 | 0.9500 |
C35—C33 | 1.523 (3) | C7—H7 | 0.9500 |
C35—C37 | 1.527 (3) | C7—C6 | 1.373 (4) |
C35—C36 | 1.531 (3) | C6—H6 | 0.9500 |
C33—C32 | 1.393 (3) | C26—H26A | 0.9800 |
C30—H30 | 0.9500 | C26—H26B | 0.9800 |
C30—C31 | 1.381 (3) | C26—H26C | 0.9800 |
C39—C47 | 1.407 (3) | C16—H16 | 1.0000 |
C39—C40 | 1.401 (3) | C16—C17 | 1.535 (4) |
C31—H31 | 0.9500 | C16—C18 | 1.537 (4) |
C31—C32 | 1.387 (3) | C20—H20 | 0.9500 |
C32—H32 | 0.9500 | C11—H11A | 0.9800 |
C28—H28 | 1.0000 | C11—H11B | 0.9800 |
C28—C27 | 1.528 (3) | C11—H11C | 0.9800 |
C28—C26 | 1.521 (4) | C49—H49A | 0.9800 |
C8—C10 | 1.520 (4) | C49—H49B | 0.9800 |
C8—C7 | 1.390 (3) | C49—H49C | 0.9800 |
C23—H23 | 1.0000 | C2—H2A | 0.9800 |
C23—C25 | 1.532 (3) | C2—H2B | 0.9800 |
C23—C24 | 1.535 (4) | C2—H2C | 0.9800 |
C5—H5 | 0.9500 | C42—H42A | 0.9800 |
C5—C6 | 1.389 (4) | C42—H42B | 0.9800 |
C15—C19 | 1.398 (3) | C42—H42C | 0.9800 |
C15—C16 | 1.512 (4) | C43—H43A | 0.9800 |
C3—H3 | 1.0000 | C43—H43B | 0.9800 |
C3—C1 | 1.528 (3) | C43—H43C | 0.9800 |
C3—C2 | 1.530 (3) | C17—H17A | 0.9800 |
C48—H48 | 1.0000 | C17—H17B | 0.9800 |
C48—C47 | 1.523 (3) | C17—H17C | 0.9800 |
C48—C49 | 1.521 (3) | C50—H50A | 0.9800 |
C48—C50 | 1.533 (3) | C50—H50B | 0.9800 |
C41—H41 | 1.0000 | C50—H50C | 0.9800 |
C41—C40 | 1.512 (3) | C12—H12A | 0.9800 |
C41—C42 | 1.525 (4) | C12—H12B | 0.9800 |
C41—C43 | 1.527 (4) | C12—H12C | 0.9800 |
C47—C46 | 1.395 (3) | C18—H18A | 0.9800 |
C21—H21 | 0.9500 | C18—H18B | 0.9800 |
C21—C20 | 1.377 (4) | C18—H18C | 0.9800 |
C40—C44 | 1.394 (3) | | |
| | | |
C13—Sb1—C38 | 129.97 (6) | H37A—C37—H37B | 109.5 |
C13—Sb1—Cl1 | 114.16 (5) | H37A—C37—H37C | 109.5 |
C38—Sb1—Cl1 | 86.29 (4) | H37B—C37—H37C | 109.5 |
Cl1—Sb1—N3 | 139.44 (4) | C46—C45—H45 | 120.4 |
Cl1—Sb1—N1 | 78.87 (4) | C44—C45—C46 | 119.2 (2) |
N4—Sb1—Cl1 | 85.50 (5) | C44—C45—H45 | 120.4 |
N4—Sb1—N3 | 55.47 (6) | C23—C25—H25A | 109.5 |
N4—Sb1—N1 | 154.62 (6) | C23—C25—H25B | 109.5 |
N2—Sb1—Cl1 | 94.57 (5) | C23—C25—H25C | 109.5 |
N2—Sb1—N4 | 105.41 (7) | H25A—C25—H25B | 109.5 |
N2—Sb1—N3 | 86.69 (6) | H25A—C25—H25C | 109.5 |
N2—Sb1—N1 | 56.73 (7) | H25B—C25—H25C | 109.5 |
N1—Sb1—N3 | 132.03 (5) | C35—C36—H36A | 109.5 |
C38—N4—Sb1 | 101.10 (13) | C35—C36—H36B | 109.5 |
C38—N4—C39 | 117.64 (17) | C35—C36—H36C | 109.5 |
C39—N4—Sb1 | 126.85 (13) | H36A—C36—H36B | 109.5 |
C13—N2—Sb1 | 101.86 (13) | H36A—C36—H36C | 109.5 |
C13—N2—C14 | 117.03 (17) | H36B—C36—H36C | 109.5 |
C14—N2—Sb1 | 137.89 (13) | C8—C10—H10 | 107.6 |
C38—N3—Sb1 | 82.71 (11) | C8—C10—C11 | 111.3 (2) |
C38—N3—C34 | 119.29 (16) | C8—C10—C12 | 111.1 (2) |
C34—N3—Sb1 | 152.82 (12) | C11—C10—H10 | 107.6 |
C13—N1—Sb1 | 84.01 (13) | C12—C10—H10 | 107.6 |
C13—N1—C9 | 123.14 (18) | C12—C10—C11 | 111.2 (2) |
C9—N1—Sb1 | 152.77 (13) | C23—C24—H24A | 109.5 |
N4—C38—H38 | 121.4 | C23—C24—H24B | 109.5 |
N3—C38—N4 | 117.22 (18) | C23—C24—H24C | 109.5 |
N3—C38—H38 | 121.4 | H24A—C24—H24B | 109.5 |
C29—C34—N3 | 119.30 (17) | H24A—C24—H24C | 109.5 |
C29—C34—C33 | 121.28 (18) | H24B—C24—H24C | 109.5 |
C33—C34—N3 | 119.31 (17) | C28—C27—H27A | 109.5 |
C34—C29—C28 | 121.99 (18) | C28—C27—H27B | 109.5 |
C30—C29—C34 | 118.32 (19) | C28—C27—H27C | 109.5 |
C30—C29—C28 | 119.69 (18) | H27A—C27—H27B | 109.5 |
N2—C13—H13 | 121.3 | H27A—C27—H27C | 109.5 |
N1—C13—N2 | 117.39 (18) | H27B—C27—H27C | 109.5 |
N1—C13—H13 | 121.3 | C15—C19—H19 | 119.5 |
C4—C9—N1 | 116.85 (19) | C20—C19—C15 | 121.1 (3) |
C8—C9—N1 | 121.4 (2) | C20—C19—H19 | 119.5 |
C8—C9—C4 | 121.6 (2) | C3—C1—H1A | 109.5 |
C22—C14—N2 | 119.75 (19) | C3—C1—H1B | 109.5 |
C15—C14—N2 | 118.36 (19) | C3—C1—H1C | 109.5 |
C15—C14—C22 | 121.6 (2) | H1A—C1—H1B | 109.5 |
C9—C4—C3 | 120.2 (2) | H1A—C1—H1C | 109.5 |
C5—C4—C9 | 118.1 (2) | H1B—C1—H1C | 109.5 |
C5—C4—C3 | 121.7 (2) | C40—C44—H44 | 119.1 |
C14—C22—C23 | 123.06 (19) | C45—C44—C40 | 121.7 (2) |
C21—C22—C14 | 117.7 (2) | C45—C44—H44 | 119.1 |
C21—C22—C23 | 119.2 (2) | C8—C7—H7 | 119.2 |
C33—C35—H35 | 107.7 | C6—C7—C8 | 121.7 (2) |
C33—C35—C37 | 112.61 (18) | C6—C7—H7 | 119.2 |
C33—C35—C36 | 112.26 (18) | C5—C6—H6 | 120.0 |
C37—C35—H35 | 107.7 | C7—C6—C5 | 120.1 (2) |
C37—C35—C36 | 108.79 (18) | C7—C6—H6 | 120.0 |
C36—C35—H35 | 107.7 | C28—C26—H26A | 109.5 |
C34—C33—C35 | 121.47 (18) | C28—C26—H26B | 109.5 |
C32—C33—C34 | 117.99 (19) | C28—C26—H26C | 109.5 |
C32—C33—C35 | 120.51 (18) | H26A—C26—H26B | 109.5 |
C29—C30—H30 | 119.3 | H26A—C26—H26C | 109.5 |
C31—C30—C29 | 121.3 (2) | H26B—C26—H26C | 109.5 |
C31—C30—H30 | 119.3 | C15—C16—H16 | 108.2 |
C47—C39—N4 | 120.22 (18) | C15—C16—C17 | 109.6 (2) |
C40—C39—N4 | 119.27 (18) | C15—C16—C18 | 112.8 (3) |
C40—C39—C47 | 120.49 (19) | C17—C16—H16 | 108.2 |
C30—C31—H31 | 120.2 | C17—C16—C18 | 109.6 (2) |
C30—C31—C32 | 119.59 (19) | C18—C16—H16 | 108.2 |
C32—C31—H31 | 120.2 | C21—C20—H20 | 119.7 |
C33—C32—H32 | 119.3 | C19—C20—C21 | 120.5 (2) |
C31—C32—C33 | 121.5 (2) | C19—C20—H20 | 119.7 |
C31—C32—H32 | 119.3 | C10—C11—H11A | 109.5 |
C29—C28—H28 | 107.6 | C10—C11—H11B | 109.5 |
C29—C28—C27 | 112.73 (19) | C10—C11—H11C | 109.5 |
C29—C28—C26 | 110.99 (19) | H11A—C11—H11B | 109.5 |
C27—C28—H28 | 107.6 | H11A—C11—H11C | 109.5 |
C26—C28—H28 | 107.6 | H11B—C11—H11C | 109.5 |
C26—C28—C27 | 110.0 (2) | C48—C49—H49A | 109.5 |
C9—C8—C10 | 123.0 (2) | C48—C49—H49B | 109.5 |
C7—C8—C9 | 117.7 (2) | C48—C49—H49C | 109.5 |
C7—C8—C10 | 119.4 (2) | H49A—C49—H49B | 109.5 |
C22—C23—H23 | 108.0 | H49A—C49—H49C | 109.5 |
C22—C23—C25 | 113.6 (2) | H49B—C49—H49C | 109.5 |
C22—C23—C24 | 111.03 (19) | C3—C2—H2A | 109.5 |
C25—C23—H23 | 108.0 | C3—C2—H2B | 109.5 |
C25—C23—C24 | 108.04 (19) | C3—C2—H2C | 109.5 |
C24—C23—H23 | 108.0 | H2A—C2—H2B | 109.5 |
C4—C5—H5 | 119.6 | H2A—C2—H2C | 109.5 |
C6—C5—C4 | 120.9 (2) | H2B—C2—H2C | 109.5 |
C6—C5—H5 | 119.6 | C41—C42—H42A | 109.5 |
C14—C15—C16 | 121.7 (2) | C41—C42—H42B | 109.5 |
C19—C15—C14 | 117.9 (2) | C41—C42—H42C | 109.5 |
C19—C15—C16 | 120.2 (2) | H42A—C42—H42B | 109.5 |
C4—C3—H3 | 107.4 | H42A—C42—H42C | 109.5 |
C4—C3—C1 | 109.67 (19) | H42B—C42—H42C | 109.5 |
C4—C3—C2 | 113.2 (2) | C41—C43—H43A | 109.5 |
C1—C3—H3 | 107.4 | C41—C43—H43B | 109.5 |
C1—C3—C2 | 111.6 (2) | C41—C43—H43C | 109.5 |
C2—C3—H3 | 107.4 | H43A—C43—H43B | 109.5 |
C47—C48—H48 | 107.5 | H43A—C43—H43C | 109.5 |
C47—C48—C50 | 110.5 (2) | H43B—C43—H43C | 109.5 |
C49—C48—H48 | 107.5 | C16—C17—H17A | 109.5 |
C49—C48—C47 | 112.4 (2) | C16—C17—H17B | 109.5 |
C49—C48—C50 | 111.1 (2) | C16—C17—H17C | 109.5 |
C50—C48—H48 | 107.5 | H17A—C17—H17B | 109.5 |
C40—C41—H41 | 107.9 | H17A—C17—H17C | 109.5 |
C40—C41—C42 | 110.1 (2) | H17B—C17—H17C | 109.5 |
C40—C41—C43 | 111.1 (2) | C48—C50—H50A | 109.5 |
C42—C41—H41 | 107.9 | C48—C50—H50B | 109.5 |
C42—C41—C43 | 111.7 (3) | C48—C50—H50C | 109.5 |
C43—C41—H41 | 107.9 | H50A—C50—H50B | 109.5 |
C39—C47—C48 | 123.12 (19) | H50A—C50—H50C | 109.5 |
C46—C47—C39 | 118.6 (2) | H50B—C50—H50C | 109.5 |
C46—C47—C48 | 118.27 (19) | C10—C12—H12A | 109.5 |
C22—C21—H21 | 119.4 | C10—C12—H12B | 109.5 |
C20—C21—C22 | 121.2 (3) | C10—C12—H12C | 109.5 |
C20—C21—H21 | 119.4 | H12A—C12—H12B | 109.5 |
C39—C40—C41 | 122.0 (2) | H12A—C12—H12C | 109.5 |
C44—C40—C39 | 118.5 (2) | H12B—C12—H12C | 109.5 |
C44—C40—C41 | 119.5 (2) | C16—C18—H18A | 109.5 |
C47—C46—H46 | 119.3 | C16—C18—H18B | 109.5 |
C45—C46—C47 | 121.4 (2) | C16—C18—H18C | 109.5 |
C45—C46—H46 | 119.3 | H18A—C18—H18B | 109.5 |
C35—C37—H37A | 109.5 | H18A—C18—H18C | 109.5 |
C35—C37—H37B | 109.5 | H18B—C18—H18C | 109.5 |
C35—C37—H37C | 109.5 | | |
| | | |
Sb1—N4—C38—N3 | −20.39 (19) | C14—C15—C16—C17 | 89.9 (3) |
Sb1—N4—C39—C47 | −68.9 (2) | C14—C15—C16—C18 | −147.7 (2) |
Sb1—N4—C39—C40 | 112.9 (2) | C4—C9—C8—C10 | −179.0 (2) |
Sb1—N2—C13—N1 | −0.8 (2) | C4—C9—C8—C7 | 0.1 (3) |
Sb1—N2—C14—C22 | −81.6 (3) | C4—C5—C6—C7 | 0.0 (4) |
Sb1—N2—C14—C15 | 104.2 (2) | C22—C14—C15—C19 | −0.3 (3) |
Sb1—N3—C38—N4 | 16.60 (15) | C22—C14—C15—C16 | −175.6 (2) |
Sb1—N3—C34—C29 | 39.0 (3) | C22—C21—C20—C19 | 0.3 (4) |
Sb1—N3—C34—C33 | −137.2 (2) | C35—C33—C32—C31 | 177.0 (2) |
Sb1—N1—C13—N2 | 0.66 (17) | C33—C34—C29—C30 | −0.5 (3) |
Sb1—N1—C9—C4 | 70.2 (4) | C33—C34—C29—C28 | 179.06 (19) |
Sb1—N1—C9—C8 | −106.3 (3) | C30—C29—C28—C27 | −47.4 (3) |
N4—C39—C47—C48 | 7.3 (3) | C30—C29—C28—C26 | 76.5 (3) |
N4—C39—C47—C46 | −174.95 (19) | C30—C31—C32—C33 | 0.3 (4) |
N4—C39—C40—C41 | −3.6 (3) | C39—N4—C38—N3 | −162.82 (17) |
N4—C39—C40—C44 | 174.8 (2) | C39—C47—C46—C45 | −0.5 (3) |
N2—C14—C22—C23 | 5.0 (3) | C39—C40—C44—C45 | 0.9 (4) |
N2—C14—C22—C21 | −172.86 (19) | C28—C29—C30—C31 | −179.8 (2) |
N2—C14—C15—C19 | 173.76 (19) | C8—C9—C4—C5 | 0.9 (3) |
N2—C14—C15—C16 | −1.5 (3) | C8—C9—C4—C3 | 178.3 (2) |
N3—C34—C29—C30 | −176.51 (18) | C8—C7—C6—C5 | 1.0 (4) |
N3—C34—C29—C28 | 3.0 (3) | C23—C22—C21—C20 | −179.1 (2) |
N3—C34—C33—C35 | −0.9 (3) | C5—C4—C3—C1 | 86.5 (3) |
N3—C34—C33—C32 | 177.10 (17) | C5—C4—C3—C2 | −38.9 (3) |
N1—C9—C4—C5 | −175.60 (19) | C15—C14—C22—C23 | 179.0 (2) |
N1—C9—C4—C3 | 1.8 (3) | C15—C14—C22—C21 | 1.1 (3) |
N1—C9—C8—C10 | −2.6 (3) | C15—C19—C20—C21 | 0.6 (4) |
N1—C9—C8—C7 | 176.4 (2) | C3—C4—C5—C6 | −178.3 (2) |
C38—N4—C39—C47 | 62.7 (3) | C48—C47—C46—C45 | 177.3 (2) |
C38—N4—C39—C40 | −115.4 (2) | C41—C40—C44—C45 | 179.4 (2) |
C38—N3—C34—C29 | −101.8 (2) | C47—C39—C40—C41 | 178.2 (2) |
C38—N3—C34—C33 | 82.1 (2) | C47—C39—C40—C44 | −3.3 (3) |
C34—N3—C38—N4 | 179.65 (16) | C47—C46—C45—C44 | −1.8 (4) |
C34—C29—C30—C31 | −0.3 (3) | C21—C22—C23—C25 | −37.1 (3) |
C34—C29—C28—C27 | 133.1 (2) | C21—C22—C23—C24 | 84.9 (3) |
C34—C29—C28—C26 | −103.0 (2) | C40—C39—C47—C48 | −174.6 (2) |
C34—C33—C32—C31 | −0.9 (3) | C40—C39—C47—C46 | 3.1 (3) |
C29—C34—C33—C35 | −176.91 (19) | C46—C45—C44—C40 | 1.6 (4) |
C29—C34—C33—C32 | 1.0 (3) | C37—C35—C33—C34 | −89.5 (2) |
C29—C30—C31—C32 | 0.4 (4) | C37—C35—C33—C32 | 92.6 (2) |
C13—N2—C14—C22 | 73.7 (2) | C36—C35—C33—C34 | 147.3 (2) |
C13—N2—C14—C15 | −100.5 (2) | C36—C35—C33—C32 | −30.6 (3) |
C13—N1—C9—C4 | −114.5 (2) | C10—C8—C7—C6 | 178.1 (2) |
C13—N1—C9—C8 | 69.0 (3) | C19—C15—C16—C17 | −85.3 (3) |
C9—N1—C13—N2 | −177.18 (18) | C19—C15—C16—C18 | 37.1 (3) |
C9—C4—C5—C6 | −1.0 (3) | C7—C8—C10—C11 | 66.4 (3) |
C9—C4—C3—C1 | −90.9 (2) | C7—C8—C10—C12 | −58.2 (3) |
C9—C4—C3—C2 | 143.8 (2) | C16—C15—C19—C20 | 174.8 (2) |
C9—C8—C10—C11 | −114.6 (2) | C49—C48—C47—C39 | −125.8 (2) |
C9—C8—C10—C12 | 120.8 (2) | C49—C48—C47—C46 | 56.5 (3) |
C9—C8—C7—C6 | −1.0 (3) | C42—C41—C40—C39 | 107.1 (3) |
C14—N2—C13—N1 | −164.19 (18) | C42—C41—C40—C44 | −71.3 (3) |
C14—C22—C23—C25 | 145.1 (2) | C43—C41—C40—C39 | −128.6 (3) |
C14—C22—C23—C24 | −92.9 (2) | C43—C41—C40—C44 | 53.0 (3) |
C14—C22—C21—C20 | −1.1 (4) | C50—C48—C47—C39 | 109.5 (2) |
C14—C15—C19—C20 | −0.6 (4) | C50—C48—C47—C46 | −68.2 (3) |
Bis[
N,
N'-bis(2,6-diisopropylphenyl)formamidinato]bromidoantimony(III) (3)
top
Crystal data top
[SbBr(C25H35N2)2] | F(000) = 1936 |
Mr = 928.76 | Dx = 1.244 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 18.7239 (14) Å | Cell parameters from 8130 reflections |
b = 20.5497 (17) Å | θ = 2.2–22.4° |
c = 12.9785 (10) Å | µ = 1.40 mm−1 |
β = 96.886 (4)° | T = 123 K |
V = 4957.7 (7) Å3 | Block, yellow |
Z = 4 | 0.5 × 0.35 × 0.07 mm |
Data collection top
Bruker APEXII CCD diffractometer | 5851 reflections with I > 2σ(I) |
Radiation source: APEXII | Rint = 0.109 |
φ and ω scans | θmax = 25.0°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | h = −22→22 |
Tmin = 0.444, Tmax = 0.746 | k = −23→24 |
63607 measured reflections | l = −15→15 |
8731 independent reflections | |
Refinement top
Refinement on F2 | Hydrogen site location: inferred from neighbouring sites |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.040 | w = 1/[σ2(Fo2) + (0.0409P)2 + 1.9059P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.102 | (Δ/σ)max = 0.001 |
S = 1.01 | Δρmax = 0.62 e Å−3 |
8731 reflections | Δρmin = −0.74 e Å−3 |
522 parameters | Extinction correction: SHELXL2018 (Sheldrick, 2015b), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
0 restraints | Extinction coefficient: 0.00057 (10) |
Primary atom site location: dual | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sb1 | 0.73919 (2) | 0.56976 (2) | 0.78439 (2) | 0.04091 (10) | |
Br1 | 0.76869 (3) | 0.69031 (2) | 0.76428 (5) | 0.08041 (18) | |
N2 | 0.80244 (15) | 0.45545 (14) | 0.7867 (2) | 0.0362 (7) | |
N3 | 0.70405 (15) | 0.55409 (14) | 0.6256 (2) | 0.0395 (7) | |
N1 | 0.85411 (15) | 0.55473 (14) | 0.8053 (2) | 0.0386 (7) | |
N4 | 0.61794 (16) | 0.61100 (15) | 0.6928 (2) | 0.0436 (8) | |
C13 | 0.85842 (18) | 0.48990 (17) | 0.8182 (3) | 0.0370 (9) | |
H13 | 0.901434 | 0.470028 | 0.849573 | 0.044* | |
C14 | 0.80496 (18) | 0.38667 (17) | 0.7979 (3) | 0.0368 (9) | |
C15 | 0.83916 (19) | 0.34890 (18) | 0.7281 (3) | 0.0442 (9) | |
C39 | 0.5506 (2) | 0.64398 (19) | 0.6915 (3) | 0.0470 (10) | |
C38 | 0.6380 (2) | 0.58312 (17) | 0.6145 (3) | 0.0426 (9) | |
H38 | 0.608127 | 0.582386 | 0.549958 | 0.051* | |
C34 | 0.71985 (19) | 0.51111 (19) | 0.5428 (3) | 0.0437 (9) | |
C9 | 0.9084 (2) | 0.59421 (18) | 0.8656 (3) | 0.0478 (10) | |
C16 | 0.8759 (2) | 0.3792 (2) | 0.6420 (3) | 0.0532 (11) | |
H16 | 0.854863 | 0.423517 | 0.627842 | 0.064* | |
C22 | 0.7699 (2) | 0.35719 (18) | 0.8753 (3) | 0.0470 (10) | |
C29 | 0.6879 (2) | 0.4501 (2) | 0.5324 (3) | 0.0532 (11) | |
C4 | 0.9100 (2) | 0.5976 (2) | 0.9738 (3) | 0.0553 (11) | |
C19 | 0.8374 (2) | 0.2816 (2) | 0.7388 (4) | 0.0625 (12) | |
H19 | 0.860829 | 0.255136 | 0.693036 | 0.075* | |
C28 | 0.6391 (2) | 0.4225 (2) | 0.6072 (3) | 0.0584 (11) | |
H28 | 0.650928 | 0.445179 | 0.675287 | 0.070* | |
C23 | 0.7325 (2) | 0.3968 (2) | 0.9517 (3) | 0.0629 (12) | |
H23 | 0.746581 | 0.443347 | 0.944177 | 0.075* | |
C40 | 0.4989 (2) | 0.6148 (2) | 0.7469 (3) | 0.0544 (11) | |
C8 | 0.9584 (2) | 0.6274 (2) | 0.8137 (4) | 0.0602 (12) | |
C33 | 0.7630 (2) | 0.5348 (2) | 0.4705 (3) | 0.0612 (12) | |
C21 | 0.7694 (2) | 0.2899 (2) | 0.8806 (4) | 0.0630 (12) | |
H21 | 0.745202 | 0.269287 | 0.932059 | 0.076* | |
C47 | 0.5388 (2) | 0.7043 (2) | 0.6428 (4) | 0.0630 (12) | |
C10 | 0.9569 (3) | 0.6257 (2) | 0.6974 (4) | 0.0723 (14) | |
H10 | 0.908785 | 0.608805 | 0.667528 | 0.087* | |
C3 | 0.8553 (2) | 0.5656 (2) | 1.0334 (3) | 0.0671 (13) | |
H3 | 0.822379 | 0.539643 | 0.982685 | 0.080* | |
C41 | 0.5139 (2) | 0.5513 (2) | 0.8020 (3) | 0.0642 (12) | |
H41 | 0.551284 | 0.528578 | 0.766340 | 0.077* | |
C20 | 0.8026 (3) | 0.2526 (2) | 0.8140 (4) | 0.0725 (14) | |
H20 | 0.801643 | 0.206478 | 0.819510 | 0.087* | |
C44 | 0.4357 (2) | 0.6489 (3) | 0.7539 (4) | 0.0760 (15) | |
H44 | 0.400474 | 0.631049 | 0.792675 | 0.091* | |
C5 | 0.9656 (3) | 0.6334 (2) | 1.0286 (4) | 0.0740 (14) | |
H5 | 0.967998 | 0.636234 | 1.101992 | 0.089* | |
C18 | 0.8644 (3) | 0.3404 (3) | 0.5410 (3) | 0.0806 (15) | |
H18A | 0.892833 | 0.300282 | 0.548748 | 0.121* | |
H18B | 0.879793 | 0.366547 | 0.484467 | 0.121* | |
H18C | 0.813352 | 0.329546 | 0.525095 | 0.121* | |
C7 | 1.0128 (3) | 0.6615 (3) | 0.8740 (5) | 0.0866 (16) | |
H7 | 1.048259 | 0.683473 | 0.840656 | 0.104* | |
C26 | 0.6480 (3) | 0.3495 (2) | 0.6265 (4) | 0.0838 (16) | |
H26A | 0.625451 | 0.325553 | 0.565794 | 0.126* | |
H26B | 0.624825 | 0.337326 | 0.687572 | 0.126* | |
H26C | 0.699259 | 0.338699 | 0.638527 | 0.126* | |
C6 | 1.0163 (3) | 0.6641 (3) | 0.9799 (5) | 0.0913 (17) | |
H6 | 1.054088 | 0.687436 | 1.019108 | 0.110* | |
C30 | 0.6986 (3) | 0.4130 (2) | 0.4444 (4) | 0.0820 (16) | |
H30 | 0.676566 | 0.371445 | 0.434547 | 0.098* | |
C27 | 0.5596 (3) | 0.4360 (2) | 0.5691 (4) | 0.0866 (16) | |
H27A | 0.551774 | 0.483074 | 0.563221 | 0.130* | |
H27B | 0.529398 | 0.417861 | 0.618642 | 0.130* | |
H27C | 0.546979 | 0.415667 | 0.501025 | 0.130* | |
C17 | 0.9564 (2) | 0.3872 (3) | 0.6738 (4) | 0.0896 (17) | |
H17A | 0.964397 | 0.414632 | 0.735903 | 0.134* | |
H17B | 0.978345 | 0.407791 | 0.617122 | 0.134* | |
H17C | 0.978294 | 0.344426 | 0.688796 | 0.134* | |
C43 | 0.5467 (3) | 0.5621 (3) | 0.9144 (4) | 0.0937 (17) | |
H43A | 0.591171 | 0.587352 | 0.915361 | 0.141* | |
H43B | 0.557361 | 0.519996 | 0.948058 | 0.141* | |
H43C | 0.512473 | 0.586057 | 0.951700 | 0.141* | |
C46 | 0.4732 (3) | 0.7350 (3) | 0.6511 (4) | 0.0866 (16) | |
H46 | 0.463372 | 0.775788 | 0.617905 | 0.104* | |
C35 | 0.7929 (3) | 0.6030 (3) | 0.4755 (4) | 0.0860 (16) | |
H35 | 0.801057 | 0.615708 | 0.550363 | 0.103* | |
C48 | 0.5935 (3) | 0.7378 (2) | 0.5841 (4) | 0.0796 (15) | |
H48 | 0.637940 | 0.710392 | 0.591442 | 0.096* | |
C32 | 0.7717 (3) | 0.4951 (3) | 0.3854 (4) | 0.0861 (16) | |
H32 | 0.800626 | 0.510057 | 0.334883 | 0.103* | |
C45 | 0.4230 (3) | 0.7080 (3) | 0.7058 (5) | 0.0898 (18) | |
H45 | 0.378974 | 0.730123 | 0.710643 | 0.108* | |
C31 | 0.7402 (4) | 0.4361 (3) | 0.3733 (4) | 0.100 (2) | |
H31 | 0.747160 | 0.410401 | 0.314507 | 0.120* | |
C49 | 0.5661 (3) | 0.7421 (3) | 0.4679 (4) | 0.111 (2) | |
H49A | 0.557667 | 0.698120 | 0.439716 | 0.166* | |
H49B | 0.602208 | 0.763988 | 0.431373 | 0.166* | |
H49C | 0.521095 | 0.766825 | 0.458418 | 0.166* | |
C42 | 0.4485 (3) | 0.5058 (3) | 0.7948 (5) | 0.1040 (19) | |
H42A | 0.411374 | 0.525043 | 0.832461 | 0.156* | |
H42B | 0.463095 | 0.463601 | 0.825520 | 0.156* | |
H42C | 0.429348 | 0.499805 | 0.721794 | 0.156* | |
C24 | 0.7552 (4) | 0.3772 (3) | 1.0636 (4) | 0.119 (2) | |
H24A | 0.737589 | 0.409490 | 1.110141 | 0.179* | |
H24B | 0.807787 | 0.374996 | 1.076320 | 0.179* | |
H24C | 0.734824 | 0.334486 | 1.076720 | 0.179* | |
C25 | 0.6516 (3) | 0.3928 (3) | 0.9274 (5) | 0.113 (2) | |
H25A | 0.636553 | 0.347122 | 0.926448 | 0.169* | |
H25B | 0.636808 | 0.412435 | 0.859338 | 0.169* | |
H25C | 0.628924 | 0.416326 | 0.980608 | 0.169* | |
C11 | 1.0137 (3) | 0.5786 (3) | 0.6672 (5) | 0.124 (2) | |
H11A | 1.061661 | 0.594514 | 0.694445 | 0.186* | |
H11B | 1.010138 | 0.575586 | 0.591402 | 0.186* | |
H11C | 1.005965 | 0.535576 | 0.696299 | 0.186* | |
C2 | 0.8896 (3) | 0.5188 (3) | 1.1150 (4) | 0.104 (2) | |
H2A | 0.917810 | 0.486333 | 1.082145 | 0.156* | |
H2B | 0.851935 | 0.496937 | 1.148341 | 0.156* | |
H2C | 0.921216 | 0.542959 | 1.167243 | 0.156* | |
C12 | 0.9665 (3) | 0.6932 (3) | 0.6512 (5) | 0.121 (2) | |
H12A | 0.930710 | 0.723043 | 0.673769 | 0.181* | |
H12B | 0.960117 | 0.690256 | 0.575243 | 0.181* | |
H12C | 1.014945 | 0.709406 | 0.674829 | 0.181* | |
C1 | 0.8093 (3) | 0.6164 (3) | 1.0816 (5) | 0.125 (2) | |
H1A | 0.839951 | 0.642030 | 1.133104 | 0.187* | |
H1B | 0.772017 | 0.594338 | 1.115457 | 0.187* | |
H1C | 0.786705 | 0.645281 | 1.027137 | 0.187* | |
C50 | 0.6140 (3) | 0.8046 (3) | 0.6291 (5) | 0.121 (2) | |
H50A | 0.571393 | 0.832693 | 0.622668 | 0.181* | |
H50B | 0.650849 | 0.823961 | 0.591000 | 0.181* | |
H50C | 0.632923 | 0.800135 | 0.702451 | 0.181* | |
C36 | 0.8653 (3) | 0.6101 (4) | 0.4311 (5) | 0.152 (3) | |
H36A | 0.900549 | 0.580059 | 0.467229 | 0.228* | |
H36B | 0.882769 | 0.654854 | 0.441118 | 0.228* | |
H36C | 0.858699 | 0.599791 | 0.356862 | 0.228* | |
C37 | 0.7376 (4) | 0.6508 (3) | 0.4207 (6) | 0.139 (3) | |
H37A | 0.730570 | 0.641323 | 0.346135 | 0.208* | |
H37B | 0.755389 | 0.695438 | 0.431663 | 0.208* | |
H37C | 0.691779 | 0.646163 | 0.449239 | 0.208* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sb1 | 0.04499 (16) | 0.04314 (17) | 0.03471 (15) | 0.00390 (12) | 0.00522 (11) | −0.00164 (12) |
Br1 | 0.0799 (3) | 0.0379 (3) | 0.1157 (4) | 0.0033 (2) | −0.0201 (3) | −0.0061 (3) |
N2 | 0.0412 (17) | 0.0336 (17) | 0.0344 (17) | 0.0012 (14) | 0.0064 (14) | −0.0002 (13) |
N3 | 0.0414 (17) | 0.0382 (18) | 0.0389 (18) | 0.0058 (14) | 0.0044 (14) | 0.0046 (14) |
N1 | 0.0428 (17) | 0.0326 (18) | 0.0395 (18) | −0.0029 (14) | 0.0014 (14) | 0.0013 (14) |
N4 | 0.0427 (18) | 0.0435 (19) | 0.044 (2) | 0.0069 (15) | 0.0034 (16) | 0.0047 (16) |
C13 | 0.037 (2) | 0.041 (2) | 0.034 (2) | 0.0045 (18) | 0.0057 (17) | 0.0014 (17) |
C14 | 0.033 (2) | 0.032 (2) | 0.044 (2) | 0.0010 (16) | −0.0008 (17) | −0.0012 (17) |
C15 | 0.039 (2) | 0.039 (2) | 0.053 (3) | 0.0048 (18) | 0.0007 (19) | −0.0001 (19) |
C39 | 0.042 (2) | 0.045 (2) | 0.052 (3) | 0.0088 (19) | −0.004 (2) | −0.010 (2) |
C38 | 0.048 (2) | 0.038 (2) | 0.041 (2) | 0.0009 (18) | −0.0001 (19) | 0.0031 (18) |
C34 | 0.045 (2) | 0.048 (3) | 0.037 (2) | 0.0100 (19) | 0.0010 (18) | −0.0017 (19) |
C9 | 0.048 (2) | 0.037 (2) | 0.057 (3) | −0.0013 (19) | −0.001 (2) | −0.001 (2) |
C16 | 0.061 (3) | 0.052 (3) | 0.050 (3) | 0.005 (2) | 0.018 (2) | −0.009 (2) |
C22 | 0.049 (2) | 0.039 (2) | 0.053 (3) | −0.0045 (19) | 0.007 (2) | 0.0039 (19) |
C29 | 0.063 (3) | 0.054 (3) | 0.038 (2) | 0.013 (2) | −0.012 (2) | −0.006 (2) |
C4 | 0.056 (3) | 0.053 (3) | 0.054 (3) | −0.001 (2) | −0.003 (2) | −0.005 (2) |
C19 | 0.063 (3) | 0.046 (3) | 0.079 (3) | 0.013 (2) | 0.009 (3) | −0.008 (2) |
C28 | 0.065 (3) | 0.048 (3) | 0.058 (3) | −0.002 (2) | −0.010 (2) | −0.005 (2) |
C23 | 0.076 (3) | 0.056 (3) | 0.062 (3) | −0.009 (2) | 0.030 (3) | 0.007 (2) |
C40 | 0.049 (3) | 0.060 (3) | 0.053 (3) | 0.008 (2) | 0.004 (2) | −0.015 (2) |
C8 | 0.057 (3) | 0.050 (3) | 0.071 (3) | −0.014 (2) | −0.001 (2) | 0.008 (2) |
C33 | 0.064 (3) | 0.076 (3) | 0.043 (3) | 0.010 (3) | 0.007 (2) | 0.000 (2) |
C21 | 0.069 (3) | 0.051 (3) | 0.070 (3) | −0.009 (2) | 0.012 (2) | 0.013 (2) |
C47 | 0.056 (3) | 0.048 (3) | 0.080 (3) | 0.013 (2) | −0.014 (2) | −0.008 (2) |
C10 | 0.068 (3) | 0.080 (4) | 0.070 (3) | −0.022 (3) | 0.008 (3) | 0.023 (3) |
C3 | 0.072 (3) | 0.087 (4) | 0.042 (2) | −0.006 (3) | 0.005 (2) | −0.003 (3) |
C41 | 0.064 (3) | 0.069 (3) | 0.065 (3) | −0.004 (2) | 0.026 (2) | −0.005 (2) |
C20 | 0.080 (3) | 0.042 (3) | 0.095 (4) | 0.002 (3) | 0.009 (3) | 0.006 (3) |
C44 | 0.055 (3) | 0.084 (4) | 0.090 (4) | 0.009 (3) | 0.014 (3) | −0.029 (3) |
C5 | 0.084 (4) | 0.070 (3) | 0.064 (3) | −0.014 (3) | −0.010 (3) | −0.010 (3) |
C18 | 0.088 (4) | 0.095 (4) | 0.059 (3) | 0.007 (3) | 0.012 (3) | −0.020 (3) |
C7 | 0.083 (4) | 0.081 (4) | 0.093 (4) | −0.039 (3) | −0.002 (3) | 0.011 (3) |
C26 | 0.081 (3) | 0.056 (3) | 0.106 (4) | −0.006 (3) | −0.023 (3) | 0.011 (3) |
C6 | 0.090 (4) | 0.075 (4) | 0.101 (5) | −0.032 (3) | −0.021 (4) | −0.006 (3) |
C30 | 0.118 (4) | 0.065 (3) | 0.058 (3) | 0.009 (3) | −0.010 (3) | −0.018 (3) |
C27 | 0.070 (3) | 0.074 (4) | 0.111 (4) | −0.006 (3) | −0.008 (3) | 0.000 (3) |
C17 | 0.059 (3) | 0.136 (5) | 0.077 (4) | −0.017 (3) | 0.021 (3) | −0.019 (3) |
C43 | 0.110 (4) | 0.102 (4) | 0.072 (4) | 0.006 (3) | 0.022 (3) | 0.006 (3) |
C46 | 0.081 (4) | 0.056 (3) | 0.115 (5) | 0.022 (3) | −0.020 (3) | −0.007 (3) |
C35 | 0.090 (4) | 0.114 (5) | 0.059 (3) | −0.023 (4) | 0.032 (3) | 0.001 (3) |
C48 | 0.079 (3) | 0.056 (3) | 0.098 (4) | 0.000 (3) | −0.015 (3) | 0.025 (3) |
C32 | 0.102 (4) | 0.116 (5) | 0.044 (3) | 0.024 (4) | 0.024 (3) | −0.001 (3) |
C45 | 0.065 (3) | 0.085 (4) | 0.116 (5) | 0.028 (3) | −0.005 (3) | −0.037 (4) |
C31 | 0.145 (6) | 0.101 (5) | 0.054 (3) | 0.033 (4) | 0.012 (4) | −0.021 (3) |
C49 | 0.122 (5) | 0.106 (5) | 0.099 (5) | 0.003 (4) | −0.011 (4) | 0.031 (4) |
C42 | 0.102 (4) | 0.089 (4) | 0.125 (5) | −0.023 (4) | 0.031 (4) | −0.001 (4) |
C24 | 0.138 (6) | 0.162 (7) | 0.058 (4) | 0.018 (5) | 0.012 (4) | −0.008 (4) |
C25 | 0.077 (4) | 0.157 (6) | 0.109 (5) | 0.025 (4) | 0.028 (4) | −0.024 (4) |
C11 | 0.132 (6) | 0.162 (7) | 0.086 (4) | 0.028 (5) | 0.045 (4) | 0.025 (4) |
C2 | 0.109 (4) | 0.126 (5) | 0.073 (4) | −0.024 (4) | −0.006 (3) | 0.030 (4) |
C12 | 0.135 (5) | 0.106 (5) | 0.114 (5) | −0.046 (4) | −0.012 (4) | 0.053 (4) |
C1 | 0.126 (5) | 0.156 (7) | 0.100 (5) | 0.025 (5) | 0.043 (4) | −0.018 (4) |
C50 | 0.130 (5) | 0.062 (4) | 0.161 (6) | −0.024 (4) | −0.021 (5) | 0.017 (4) |
C36 | 0.120 (5) | 0.252 (9) | 0.096 (5) | −0.079 (6) | 0.059 (4) | −0.026 (5) |
C37 | 0.179 (7) | 0.093 (5) | 0.149 (6) | −0.009 (5) | 0.040 (6) | 0.054 (5) |
Geometric parameters (Å, º) top
Sb1—Br1 | 2.5581 (6) | C18—H18A | 0.9800 |
Sb1—N2 | 2.629 (3) | C18—H18B | 0.9800 |
Sb1—N3 | 2.111 (3) | C18—H18C | 0.9800 |
Sb1—N1 | 2.158 (3) | C7—H7 | 0.9500 |
Sb1—N4 | 2.576 (3) | C7—C6 | 1.369 (7) |
N2—C13 | 1.290 (4) | C26—H26A | 0.9800 |
N2—C14 | 1.421 (4) | C26—H26B | 0.9800 |
N3—C38 | 1.365 (4) | C26—H26C | 0.9800 |
N3—C34 | 1.449 (4) | C6—H6 | 0.9500 |
N1—C13 | 1.344 (4) | C30—H30 | 0.9500 |
N1—C9 | 1.453 (5) | C30—C31 | 1.364 (8) |
N4—C39 | 1.429 (4) | C27—H27A | 0.9800 |
N4—C38 | 1.263 (4) | C27—H27B | 0.9800 |
C13—H13 | 0.9500 | C27—H27C | 0.9800 |
C14—C15 | 1.405 (5) | C17—H17A | 0.9800 |
C14—C22 | 1.402 (5) | C17—H17B | 0.9800 |
C15—C16 | 1.515 (5) | C17—H17C | 0.9800 |
C15—C19 | 1.391 (5) | C43—H43A | 0.9800 |
C39—C40 | 1.407 (5) | C43—H43B | 0.9800 |
C39—C47 | 1.397 (6) | C43—H43C | 0.9800 |
C38—H38 | 0.9500 | C46—H46 | 0.9500 |
C34—C29 | 1.388 (5) | C46—C45 | 1.362 (7) |
C34—C33 | 1.397 (5) | C35—H35 | 1.0000 |
C9—C4 | 1.402 (5) | C35—C36 | 1.543 (7) |
C9—C8 | 1.396 (5) | C35—C37 | 1.538 (8) |
C16—H16 | 1.0000 | C48—H48 | 1.0000 |
C16—C18 | 1.527 (6) | C48—C49 | 1.536 (7) |
C16—C17 | 1.524 (6) | C48—C50 | 1.523 (7) |
C22—C23 | 1.518 (5) | C32—H32 | 0.9500 |
C22—C21 | 1.385 (5) | C32—C31 | 1.349 (8) |
C29—C28 | 1.520 (6) | C45—H45 | 0.9500 |
C29—C30 | 1.407 (6) | C31—H31 | 0.9500 |
C4—C3 | 1.507 (6) | C49—H49A | 0.9800 |
C4—C5 | 1.397 (6) | C49—H49B | 0.9800 |
C19—H19 | 0.9500 | C49—H49C | 0.9800 |
C19—C20 | 1.374 (6) | C42—H42A | 0.9800 |
C28—H28 | 1.0000 | C42—H42B | 0.9800 |
C28—C26 | 1.528 (6) | C42—H42C | 0.9800 |
C28—C27 | 1.536 (6) | C24—H24A | 0.9800 |
C23—H23 | 1.0000 | C24—H24B | 0.9800 |
C23—C24 | 1.518 (7) | C24—H24C | 0.9800 |
C23—C25 | 1.512 (7) | C25—H25A | 0.9800 |
C40—C41 | 1.499 (6) | C25—H25B | 0.9800 |
C40—C44 | 1.389 (6) | C25—H25C | 0.9800 |
C8—C10 | 1.506 (6) | C11—H11A | 0.9800 |
C8—C7 | 1.395 (6) | C11—H11B | 0.9800 |
C33—C35 | 1.507 (7) | C11—H11C | 0.9800 |
C33—C32 | 1.398 (6) | C2—H2A | 0.9800 |
C21—H21 | 0.9500 | C2—H2B | 0.9800 |
C21—C20 | 1.361 (6) | C2—H2C | 0.9800 |
C47—C46 | 1.397 (6) | C12—H12A | 0.9800 |
C47—C48 | 1.513 (6) | C12—H12B | 0.9800 |
C10—H10 | 1.0000 | C12—H12C | 0.9800 |
C10—C11 | 1.523 (7) | C1—H1A | 0.9800 |
C10—C12 | 1.530 (6) | C1—H1B | 0.9800 |
C3—H3 | 1.0000 | C1—H1C | 0.9800 |
C3—C2 | 1.514 (6) | C50—H50A | 0.9800 |
C3—C1 | 1.534 (7) | C50—H50B | 0.9800 |
C41—H41 | 1.0000 | C50—H50C | 0.9800 |
C41—C43 | 1.529 (6) | C36—H36A | 0.9800 |
C41—C42 | 1.533 (6) | C36—H36B | 0.9800 |
C20—H20 | 0.9500 | C36—H36C | 0.9800 |
C44—H44 | 0.9500 | C37—H37A | 0.9800 |
C44—C45 | 1.372 (7) | C37—H37B | 0.9800 |
C5—H5 | 0.9500 | C37—H37C | 0.9800 |
C5—C6 | 1.359 (7) | | |
| | | |
C13—Sb1—C38 | 130.85 (11) | C8—C7—H7 | 119.1 |
C13—Sb1—Br1 | 114.28 (7) | C6—C7—C8 | 121.9 (5) |
C38—Sb1—Br1 | 87.58 (8) | C6—C7—H7 | 119.1 |
Br1—Sb1—N2 | 139.81 (6) | C28—C26—H26A | 109.5 |
Br1—Sb1—N4 | 79.84 (7) | C28—C26—H26B | 109.5 |
N3—Sb1—Br1 | 95.39 (8) | C28—C26—H26C | 109.5 |
N3—Sb1—N2 | 87.84 (10) | H26A—C26—H26B | 109.5 |
N3—Sb1—N1 | 106.86 (11) | H26A—C26—H26C | 109.5 |
N3—Sb1—N4 | 56.34 (10) | H26B—C26—H26C | 109.5 |
N1—Sb1—Br1 | 85.82 (8) | C5—C6—C7 | 119.7 (5) |
N1—Sb1—N2 | 55.24 (10) | C5—C6—H6 | 120.1 |
N1—Sb1—N4 | 156.22 (10) | C7—C6—H6 | 120.1 |
N4—Sb1—N2 | 132.07 (9) | C29—C30—H30 | 119.7 |
C13—N2—Sb1 | 82.0 (2) | C31—C30—C29 | 120.6 (5) |
C13—N2—C14 | 119.9 (3) | C31—C30—H30 | 119.7 |
C14—N2—Sb1 | 154.1 (2) | C28—C27—H27A | 109.5 |
C38—N3—Sb1 | 102.1 (2) | C28—C27—H27B | 109.5 |
C38—N3—C34 | 116.8 (3) | C28—C27—H27C | 109.5 |
C34—N3—Sb1 | 138.6 (2) | H27A—C27—H27B | 109.5 |
C13—N1—Sb1 | 101.6 (2) | H27A—C27—H27C | 109.5 |
C13—N1—C9 | 117.3 (3) | H27B—C27—H27C | 109.5 |
C9—N1—Sb1 | 127.6 (2) | C16—C17—H17A | 109.5 |
C39—N4—Sb1 | 152.7 (2) | C16—C17—H17B | 109.5 |
C38—N4—Sb1 | 83.8 (2) | C16—C17—H17C | 109.5 |
C38—N4—C39 | 123.5 (3) | H17A—C17—H17B | 109.5 |
N2—C13—N1 | 118.0 (3) | H17A—C17—H17C | 109.5 |
N2—C13—H13 | 121.0 | H17B—C17—H17C | 109.5 |
N1—C13—H13 | 121.0 | C41—C43—H43A | 109.5 |
C15—C14—N2 | 119.7 (3) | C41—C43—H43B | 109.5 |
C22—C14—N2 | 119.4 (3) | C41—C43—H43C | 109.5 |
C22—C14—C15 | 120.8 (3) | H43A—C43—H43B | 109.5 |
C14—C15—C16 | 122.1 (3) | H43A—C43—H43C | 109.5 |
C19—C15—C14 | 117.9 (4) | H43B—C43—H43C | 109.5 |
C19—C15—C16 | 120.0 (4) | C47—C46—H46 | 119.2 |
C40—C39—N4 | 116.8 (3) | C45—C46—C47 | 121.6 (5) |
C47—C39—N4 | 121.2 (4) | C45—C46—H46 | 119.2 |
C47—C39—C40 | 121.9 (4) | C33—C35—H35 | 107.4 |
N3—C38—H38 | 121.1 | C33—C35—C36 | 114.2 (5) |
N4—C38—N3 | 117.8 (3) | C33—C35—C37 | 110.4 (5) |
N4—C38—H38 | 121.1 | C36—C35—H35 | 107.4 |
C29—C34—N3 | 119.9 (3) | C37—C35—H35 | 107.4 |
C29—C34—C33 | 121.8 (4) | C37—C35—C36 | 109.8 (5) |
C33—C34—N3 | 118.1 (4) | C47—C48—H48 | 107.6 |
C4—C9—N1 | 119.8 (3) | C47—C48—C49 | 110.8 (4) |
C8—C9—N1 | 118.6 (4) | C47—C48—C50 | 111.8 (5) |
C8—C9—C4 | 121.6 (4) | C49—C48—H48 | 107.6 |
C15—C16—H16 | 107.8 | C50—C48—H48 | 107.6 |
C15—C16—C18 | 112.9 (4) | C50—C48—C49 | 111.3 (4) |
C15—C16—C17 | 111.5 (4) | C33—C32—H32 | 119.2 |
C18—C16—H16 | 107.8 | C31—C32—C33 | 121.7 (5) |
C17—C16—H16 | 107.8 | C31—C32—H32 | 119.2 |
C17—C16—C18 | 108.8 (3) | C44—C45—H45 | 119.8 |
C14—C22—C23 | 121.9 (3) | C46—C45—C44 | 120.3 (5) |
C21—C22—C14 | 118.3 (4) | C46—C45—H45 | 119.8 |
C21—C22—C23 | 119.8 (4) | C30—C31—H31 | 119.6 |
C34—C29—C28 | 124.1 (4) | C32—C31—C30 | 120.8 (5) |
C34—C29—C30 | 117.8 (4) | C32—C31—H31 | 119.6 |
C30—C29—C28 | 118.0 (4) | C48—C49—H49A | 109.5 |
C9—C4—C3 | 123.9 (4) | C48—C49—H49B | 109.5 |
C5—C4—C9 | 117.5 (4) | C48—C49—H49C | 109.5 |
C5—C4—C3 | 118.6 (4) | H49A—C49—H49B | 109.5 |
C15—C19—H19 | 119.3 | H49A—C49—H49C | 109.5 |
C20—C19—C15 | 121.4 (4) | H49B—C49—H49C | 109.5 |
C20—C19—H19 | 119.3 | C41—C42—H42A | 109.5 |
C29—C28—H28 | 107.7 | C41—C42—H42B | 109.5 |
C29—C28—C26 | 114.2 (4) | C41—C42—H42C | 109.5 |
C29—C28—C27 | 111.1 (4) | H42A—C42—H42B | 109.5 |
C26—C28—H28 | 107.7 | H42A—C42—H42C | 109.5 |
C26—C28—C27 | 108.2 (4) | H42B—C42—H42C | 109.5 |
C27—C28—H28 | 107.7 | C23—C24—H24A | 109.5 |
C22—C23—H23 | 107.5 | C23—C24—H24B | 109.5 |
C24—C23—C22 | 112.6 (4) | C23—C24—H24C | 109.5 |
C24—C23—H23 | 107.5 | H24A—C24—H24B | 109.5 |
C25—C23—C22 | 111.3 (4) | H24A—C24—H24C | 109.5 |
C25—C23—H23 | 107.5 | H24B—C24—H24C | 109.5 |
C25—C23—C24 | 110.1 (4) | C23—C25—H25A | 109.5 |
C39—C40—C41 | 121.0 (4) | C23—C25—H25B | 109.5 |
C44—C40—C39 | 117.5 (4) | C23—C25—H25C | 109.5 |
C44—C40—C41 | 121.4 (4) | H25A—C25—H25B | 109.5 |
C9—C8—C10 | 122.6 (4) | H25A—C25—H25C | 109.5 |
C7—C8—C9 | 117.4 (4) | H25B—C25—H25C | 109.5 |
C7—C8—C10 | 119.9 (4) | C10—C11—H11A | 109.5 |
C34—C33—C35 | 122.5 (4) | C10—C11—H11B | 109.5 |
C32—C33—C34 | 117.3 (5) | C10—C11—H11C | 109.5 |
C32—C33—C35 | 119.9 (4) | H11A—C11—H11B | 109.5 |
C22—C21—H21 | 119.2 | H11A—C11—H11C | 109.5 |
C20—C21—C22 | 121.7 (4) | H11B—C11—H11C | 109.5 |
C20—C21—H21 | 119.2 | C3—C2—H2A | 109.5 |
C39—C47—C46 | 117.3 (5) | C3—C2—H2B | 109.5 |
C39—C47—C48 | 123.5 (4) | C3—C2—H2C | 109.5 |
C46—C47—C48 | 119.2 (5) | H2A—C2—H2B | 109.5 |
C8—C10—H10 | 107.7 | H2A—C2—H2C | 109.5 |
C8—C10—C11 | 110.1 (4) | H2B—C2—H2C | 109.5 |
C8—C10—C12 | 112.5 (5) | C10—C12—H12A | 109.5 |
C11—C10—H10 | 107.7 | C10—C12—H12B | 109.5 |
C11—C10—C12 | 110.8 (5) | C10—C12—H12C | 109.5 |
C12—C10—H10 | 107.7 | H12A—C12—H12B | 109.5 |
C4—C3—H3 | 107.4 | H12A—C12—H12C | 109.5 |
C4—C3—C2 | 112.3 (4) | H12B—C12—H12C | 109.5 |
C4—C3—C1 | 111.2 (4) | C3—C1—H1A | 109.5 |
C2—C3—H3 | 107.4 | C3—C1—H1B | 109.5 |
C2—C3—C1 | 111.0 (4) | C3—C1—H1C | 109.5 |
C1—C3—H3 | 107.4 | H1A—C1—H1B | 109.5 |
C40—C41—H41 | 106.6 | H1A—C1—H1C | 109.5 |
C40—C41—C43 | 111.0 (4) | H1B—C1—H1C | 109.5 |
C40—C41—C42 | 113.5 (4) | C48—C50—H50A | 109.5 |
C43—C41—H41 | 106.6 | C48—C50—H50B | 109.5 |
C43—C41—C42 | 111.9 (4) | C48—C50—H50C | 109.5 |
C42—C41—H41 | 106.6 | H50A—C50—H50B | 109.5 |
C19—C20—H20 | 120.0 | H50A—C50—H50C | 109.5 |
C21—C20—C19 | 119.9 (4) | H50B—C50—H50C | 109.5 |
C21—C20—H20 | 120.0 | C35—C36—H36A | 109.5 |
C40—C44—H44 | 119.3 | C35—C36—H36B | 109.5 |
C45—C44—C40 | 121.3 (5) | C35—C36—H36C | 109.5 |
C45—C44—H44 | 119.3 | H36A—C36—H36B | 109.5 |
C4—C5—H5 | 119.1 | H36A—C36—H36C | 109.5 |
C6—C5—C4 | 121.8 (5) | H36B—C36—H36C | 109.5 |
C6—C5—H5 | 119.1 | C35—C37—H37A | 109.5 |
C16—C18—H18A | 109.5 | C35—C37—H37B | 109.5 |
C16—C18—H18B | 109.5 | C35—C37—H37C | 109.5 |
C16—C18—H18C | 109.5 | H37A—C37—H37B | 109.5 |
H18A—C18—H18B | 109.5 | H37A—C37—H37C | 109.5 |
H18A—C18—H18C | 109.5 | H37B—C37—H37C | 109.5 |
H18B—C18—H18C | 109.5 | | |
| | | |
Sb1—N2—C13—N1 | −15.5 (3) | C34—C29—C30—C31 | 1.2 (7) |
Sb1—N2—C14—C15 | 137.4 (4) | C34—C33—C35—C36 | 150.3 (5) |
Sb1—N2—C14—C22 | −39.2 (7) | C34—C33—C35—C37 | −85.3 (6) |
Sb1—N3—C38—N4 | 2.2 (4) | C34—C33—C32—C31 | −0.3 (8) |
Sb1—N3—C34—C29 | 83.9 (4) | C9—N1—C13—N2 | 163.0 (3) |
Sb1—N3—C34—C33 | −101.0 (4) | C9—C4—C3—C2 | 122.6 (5) |
Sb1—N1—C13—N2 | 19.3 (3) | C9—C4—C3—C1 | −112.4 (5) |
Sb1—N1—C9—C4 | 65.8 (4) | C9—C4—C5—C6 | 0.2 (7) |
Sb1—N1—C9—C8 | −115.0 (4) | C9—C8—C10—C11 | −101.6 (5) |
Sb1—N4—C39—C40 | −67.8 (6) | C9—C8—C10—C12 | 134.2 (5) |
Sb1—N4—C39—C47 | 108.3 (6) | C9—C8—C7—C6 | −1.7 (8) |
Sb1—N4—C38—N3 | −1.8 (3) | C16—C15—C19—C20 | −177.9 (4) |
N2—C14—C15—C16 | 1.9 (5) | C22—C14—C15—C16 | 178.5 (3) |
N2—C14—C15—C19 | −177.0 (3) | C22—C14—C15—C19 | −0.4 (5) |
N2—C14—C22—C23 | −3.3 (5) | C22—C21—C20—C19 | −0.4 (7) |
N2—C14—C22—C21 | 176.1 (3) | C29—C34—C33—C35 | 174.6 (4) |
N3—C34—C29—C28 | −3.6 (6) | C29—C34—C33—C32 | 1.2 (6) |
N3—C34—C29—C30 | 173.2 (4) | C29—C30—C31—C32 | −0.3 (9) |
N3—C34—C33—C35 | −0.4 (6) | C4—C9—C8—C10 | −178.7 (4) |
N3—C34—C33—C32 | −173.8 (4) | C4—C9—C8—C7 | 3.2 (6) |
N1—C9—C4—C3 | −4.0 (6) | C4—C5—C6—C7 | 1.3 (8) |
N1—C9—C4—C5 | 176.6 (4) | C19—C15—C16—C18 | 37.7 (5) |
N1—C9—C8—C10 | 2.1 (6) | C19—C15—C16—C17 | −85.1 (5) |
N1—C9—C8—C7 | −175.9 (4) | C28—C29—C30—C31 | 178.2 (5) |
N4—C39—C40—C41 | −1.5 (5) | C23—C22—C21—C20 | −179.6 (4) |
N4—C39—C40—C44 | 174.6 (4) | C40—C39—C47—C46 | 0.1 (6) |
N4—C39—C47—C46 | −175.8 (4) | C40—C39—C47—C48 | 179.0 (4) |
N4—C39—C47—C48 | 3.0 (6) | C40—C44—C45—C46 | −1.1 (8) |
C13—N2—C14—C15 | −78.1 (4) | C8—C9—C4—C3 | 176.9 (4) |
C13—N2—C14—C22 | 105.3 (4) | C8—C9—C4—C5 | −2.5 (6) |
C13—N1—C9—C4 | −67.3 (5) | C8—C7—C6—C5 | −0.5 (9) |
C13—N1—C9—C8 | 111.9 (4) | C33—C34—C29—C28 | −178.5 (4) |
C14—N2—C13—N1 | 179.3 (3) | C33—C34—C29—C30 | −1.7 (6) |
C14—C15—C16—C18 | −141.1 (4) | C33—C32—C31—C30 | −0.2 (9) |
C14—C15—C16—C17 | 96.1 (4) | C21—C22—C23—C24 | 51.3 (6) |
C14—C15—C19—C20 | 1.0 (6) | C21—C22—C23—C25 | −72.9 (6) |
C14—C22—C23—C24 | −129.2 (5) | C47—C39—C40—C41 | −177.6 (4) |
C14—C22—C23—C25 | 106.5 (5) | C47—C39—C40—C44 | −1.5 (6) |
C14—C22—C21—C20 | 0.9 (6) | C47—C46—C45—C44 | −0.5 (8) |
C15—C14—C22—C23 | −180.0 (4) | C10—C8—C7—C6 | −179.8 (5) |
C15—C14—C22—C21 | −0.5 (6) | C3—C4—C5—C6 | −179.2 (5) |
C15—C19—C20—C21 | −0.6 (7) | C41—C40—C44—C45 | 178.1 (4) |
C39—N4—C38—N3 | 179.1 (3) | C44—C40—C41—C43 | −84.6 (5) |
C39—C40—C41—C43 | 91.3 (5) | C44—C40—C41—C42 | 42.5 (6) |
C39—C40—C41—C42 | −141.6 (4) | C5—C4—C3—C2 | −58.0 (6) |
C39—C40—C44—C45 | 2.0 (7) | C5—C4—C3—C1 | 67.0 (6) |
C39—C47—C46—C45 | 1.0 (7) | C7—C8—C10—C11 | 76.3 (6) |
C39—C47—C48—C49 | 113.9 (5) | C7—C8—C10—C12 | −47.8 (6) |
C39—C47—C48—C50 | −121.3 (5) | C30—C29—C28—C26 | 40.1 (5) |
C38—N3—C34—C29 | −73.9 (4) | C30—C29—C28—C27 | −82.6 (5) |
C38—N3—C34—C33 | 101.2 (4) | C46—C47—C48—C49 | −67.3 (6) |
C38—N4—C39—C40 | 110.3 (4) | C46—C47—C48—C50 | 57.5 (6) |
C38—N4—C39—C47 | −73.6 (5) | C35—C33—C32—C31 | −173.8 (5) |
C34—N3—C38—N4 | 167.4 (3) | C48—C47—C46—C45 | −178.0 (5) |
C34—C29—C28—C26 | −143.1 (4) | C32—C33—C35—C36 | −36.5 (7) |
C34—C29—C28—C27 | 94.2 (5) | C32—C33—C35—C37 | 87.9 (6) |
Bis[
N,
N'-bis(2,6-diisopropylphenyl)formamidinato]iodidoantimony(III) (4)
top
Crystal data top
[Sb(C25H35N2)2I] | F(000) = 2008 |
Mr = 975.75 | Dx = 1.303 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 18.616 (2) Å | Cell parameters from 8087 reflections |
b = 20.713 (2) Å | θ = 2.2–20.3° |
c = 12.9942 (13) Å | µ = 1.21 mm−1 |
β = 96.750 (5)° | T = 123 K |
V = 4975.8 (9) Å3 | Block, yellow |
Z = 4 | 0.45 × 0.3 × 0.08 mm |
Data collection top
Bruker APEXII CCD diffractometer | 5504 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.089 |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | θmax = 25.0°, θmin = 1.5° |
Tmin = 0.437, Tmax = 0.746 | h = −22→22 |
63063 measured reflections | k = −24→24 |
8728 independent reflections | l = −15→14 |
Refinement top
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.045 | H-atom parameters constrained |
wR(F2) = 0.118 | w = 1/[σ2(Fo2) + (0.0537P)2 + 1.427P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.002 |
8728 reflections | Δρmax = 0.85 e Å−3 |
521 parameters | Δρmin = −1.17 e Å−3 |
0 restraints | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sb1 | 0.74069 (2) | 0.56947 (2) | 0.78243 (2) | 0.04235 (12) | |
I1 | 0.77416 (2) | 0.69870 (2) | 0.75958 (4) | 0.07893 (17) | |
N2 | 0.8024 (2) | 0.45491 (17) | 0.7883 (3) | 0.0377 (9) | |
N3 | 0.7031 (2) | 0.55199 (16) | 0.6251 (3) | 0.0400 (9) | |
N4 | 0.6181 (2) | 0.61129 (18) | 0.6909 (3) | 0.0439 (10) | |
N1 | 0.8561 (2) | 0.55241 (16) | 0.8008 (3) | 0.0407 (9) | |
C14 | 0.8040 (2) | 0.3863 (2) | 0.8012 (4) | 0.0389 (11) | |
C13 | 0.8594 (3) | 0.4881 (2) | 0.8165 (3) | 0.0413 (11) | |
H13 | 0.902582 | 0.468047 | 0.847403 | 0.050* | |
C38 | 0.6380 (3) | 0.5816 (2) | 0.6137 (4) | 0.0435 (12) | |
H38 | 0.607909 | 0.580309 | 0.549442 | 0.052* | |
C15 | 0.8385 (2) | 0.3479 (2) | 0.7321 (4) | 0.0456 (12) | |
C39 | 0.5511 (3) | 0.6435 (2) | 0.6899 (4) | 0.0495 (13) | |
C22 | 0.7685 (3) | 0.3584 (2) | 0.8789 (4) | 0.0509 (13) | |
C34 | 0.7190 (3) | 0.5085 (2) | 0.5433 (4) | 0.0446 (12) | |
C40 | 0.4994 (3) | 0.6150 (2) | 0.7470 (4) | 0.0561 (14) | |
C9 | 0.9115 (3) | 0.5914 (2) | 0.8592 (4) | 0.0460 (12) | |
C16 | 0.8764 (3) | 0.3763 (2) | 0.6459 (4) | 0.0578 (15) | |
H16 | 0.857397 | 0.421021 | 0.632533 | 0.069* | |
C29 | 0.6863 (3) | 0.4475 (2) | 0.5347 (4) | 0.0524 (14) | |
C4 | 0.9125 (3) | 0.5975 (2) | 0.9674 (4) | 0.0546 (14) | |
C27 | 0.6376 (3) | 0.4220 (2) | 0.6105 (4) | 0.0578 (14) | |
H27 | 0.650271 | 0.445000 | 0.677894 | 0.069* | |
C33 | 0.7617 (3) | 0.5307 (3) | 0.4687 (4) | 0.0600 (15) | |
C41 | 0.5149 (3) | 0.5517 (3) | 0.8024 (4) | 0.0638 (15) | |
H41 | 0.552983 | 0.529327 | 0.767503 | 0.077* | |
C21 | 0.7672 (3) | 0.2918 (3) | 0.8846 (5) | 0.0660 (16) | |
H21 | 0.741947 | 0.272045 | 0.935757 | 0.079* | |
C23 | 0.7308 (3) | 0.3988 (3) | 0.9538 (4) | 0.0659 (16) | |
H23 | 0.744663 | 0.444878 | 0.943849 | 0.079* | |
C47 | 0.5380 (3) | 0.7027 (2) | 0.6399 (5) | 0.0628 (16) | |
C8 | 0.9620 (3) | 0.6228 (2) | 0.8064 (5) | 0.0593 (15) | |
C3 | 0.8578 (3) | 0.5670 (3) | 1.0286 (4) | 0.0669 (16) | |
H3 | 0.823614 | 0.541784 | 0.978907 | 0.080* | |
C19 | 0.8363 (3) | 0.2809 (2) | 0.7450 (5) | 0.0660 (16) | |
H19 | 0.859980 | 0.253709 | 0.700786 | 0.079* | |
C17 | 0.9568 (3) | 0.3812 (3) | 0.6770 (5) | 0.090 (2) | |
H17A | 0.966117 | 0.407459 | 0.739817 | 0.134* | |
H17B | 0.979641 | 0.401380 | 0.620836 | 0.134* | |
H17C | 0.976967 | 0.337869 | 0.690415 | 0.134* | |
C10 | 0.9605 (3) | 0.6190 (3) | 0.6903 (5) | 0.0720 (17) | |
H10 | 0.910921 | 0.604669 | 0.661359 | 0.086* | |
C44 | 0.4356 (3) | 0.6480 (3) | 0.7543 (5) | 0.0804 (19) | |
H44 | 0.400525 | 0.630183 | 0.793626 | 0.096* | |
C5 | 0.9681 (4) | 0.6334 (3) | 1.0205 (5) | 0.0768 (18) | |
H5 | 0.970324 | 0.637522 | 1.093585 | 0.092* | |
C20 | 0.8002 (3) | 0.2539 (3) | 0.8208 (5) | 0.0729 (18) | |
H20 | 0.798695 | 0.208256 | 0.828072 | 0.087* | |
C18 | 0.8626 (3) | 0.3386 (3) | 0.5443 (5) | 0.0846 (19) | |
H18A | 0.888357 | 0.297282 | 0.551407 | 0.127* | |
H18B | 0.880027 | 0.363733 | 0.488301 | 0.127* | |
H18C | 0.810623 | 0.330653 | 0.527967 | 0.127* | |
C26 | 0.6454 (3) | 0.3496 (2) | 0.6312 (5) | 0.083 (2) | |
H26A | 0.625401 | 0.325666 | 0.569383 | 0.125* | |
H26B | 0.619190 | 0.337899 | 0.689620 | 0.125* | |
H26C | 0.696731 | 0.338822 | 0.647948 | 0.125* | |
C28 | 0.5583 (3) | 0.4359 (3) | 0.5735 (5) | 0.0846 (19) | |
H28A | 0.550141 | 0.482694 | 0.572444 | 0.127* | |
H28B | 0.527670 | 0.415619 | 0.620753 | 0.127* | |
H28C | 0.546022 | 0.418457 | 0.503570 | 0.127* | |
C42 | 0.5464 (4) | 0.5636 (3) | 0.9138 (5) | 0.096 (2) | |
H42A | 0.510239 | 0.584903 | 0.951099 | 0.144* | |
H42B | 0.589212 | 0.591301 | 0.915003 | 0.144* | |
H42C | 0.560249 | 0.522312 | 0.947224 | 0.144* | |
C7 | 1.0168 (3) | 0.6580 (3) | 0.8644 (6) | 0.086 (2) | |
H7 | 1.052703 | 0.678921 | 0.830145 | 0.103* | |
C32 | 0.7712 (4) | 0.4913 (4) | 0.3853 (5) | 0.0831 (19) | |
H32 | 0.800860 | 0.505394 | 0.335009 | 0.100* | |
C45 | 0.4223 (4) | 0.7064 (4) | 0.7053 (6) | 0.094 (2) | |
H45 | 0.377866 | 0.728112 | 0.710328 | 0.113* | |
C30 | 0.6968 (4) | 0.4106 (3) | 0.4468 (5) | 0.0802 (19) | |
H30 | 0.674273 | 0.369577 | 0.437076 | 0.096* | |
C46 | 0.4722 (4) | 0.7335 (3) | 0.6495 (6) | 0.092 (2) | |
H46 | 0.462170 | 0.773988 | 0.616554 | 0.110* | |
C31 | 0.7390 (5) | 0.4332 (4) | 0.3748 (5) | 0.098 (2) | |
H31 | 0.745527 | 0.407237 | 0.316333 | 0.118* | |
C12 | 0.9744 (4) | 0.6845 (3) | 0.6410 (5) | 0.102 (2) | |
H12A | 0.941418 | 0.716854 | 0.664063 | 0.152* | |
H12B | 0.966242 | 0.680668 | 0.565319 | 0.152* | |
H12C | 1.024537 | 0.697767 | 0.662004 | 0.152* | |
C48 | 0.5907 (3) | 0.7360 (3) | 0.5786 (5) | 0.0811 (19) | |
H48 | 0.635903 | 0.709403 | 0.586231 | 0.097* | |
C6 | 1.0193 (4) | 0.6627 (3) | 0.9706 (6) | 0.096 (2) | |
H6 | 1.056900 | 0.686613 | 1.009036 | 0.115* | |
C35 | 0.7907 (4) | 0.5985 (3) | 0.4726 (5) | 0.083 (2) | |
H35 | 0.799446 | 0.612035 | 0.546941 | 0.099* | |
C43 | 0.4499 (4) | 0.5069 (3) | 0.7955 (6) | 0.105 (2) | |
H43A | 0.463699 | 0.466282 | 0.831238 | 0.157* | |
H43B | 0.433029 | 0.498004 | 0.722599 | 0.157* | |
H43C | 0.410939 | 0.527420 | 0.828339 | 0.157* | |
C25 | 0.7539 (4) | 0.3820 (4) | 1.0660 (5) | 0.124 (3) | |
H25A | 0.735201 | 0.414523 | 1.110789 | 0.185* | |
H25B | 0.806802 | 0.381036 | 1.078786 | 0.185* | |
H25C | 0.734547 | 0.339495 | 1.081295 | 0.185* | |
C2 | 0.8920 (4) | 0.5199 (3) | 1.1107 (5) | 0.097 (2) | |
H2A | 0.926068 | 0.543201 | 1.160765 | 0.146* | |
H2B | 0.917868 | 0.486093 | 1.077256 | 0.146* | |
H2C | 0.854084 | 0.500306 | 1.146636 | 0.146* | |
C11 | 1.0141 (4) | 0.5686 (3) | 0.6596 (6) | 0.114 (3) | |
H11A | 1.063526 | 0.582566 | 0.683331 | 0.172* | |
H11B | 1.008325 | 0.563789 | 0.584013 | 0.172* | |
H11C | 1.004641 | 0.527102 | 0.691653 | 0.172* | |
C50 | 0.6117 (4) | 0.8036 (3) | 0.6221 (6) | 0.123 (3) | |
H50A | 0.648496 | 0.822382 | 0.582973 | 0.185* | |
H50B | 0.631122 | 0.799914 | 0.695260 | 0.185* | |
H50C | 0.568824 | 0.831391 | 0.615527 | 0.185* | |
C37 | 0.7349 (5) | 0.6445 (3) | 0.4165 (7) | 0.134 (3) | |
H37A | 0.732139 | 0.637435 | 0.341554 | 0.202* | |
H37B | 0.749342 | 0.689260 | 0.432452 | 0.202* | |
H37C | 0.687407 | 0.636401 | 0.439449 | 0.202* | |
C49 | 0.5635 (4) | 0.7382 (3) | 0.4618 (5) | 0.108 (2) | |
H49A | 0.517794 | 0.762159 | 0.451227 | 0.162* | |
H49B | 0.555770 | 0.694135 | 0.435462 | 0.162* | |
H49C | 0.599544 | 0.759809 | 0.424666 | 0.162* | |
C24 | 0.6496 (4) | 0.3946 (4) | 0.9311 (6) | 0.115 (3) | |
H24A | 0.634048 | 0.350106 | 0.941436 | 0.172* | |
H24B | 0.634821 | 0.407531 | 0.859181 | 0.172* | |
H24C | 0.627163 | 0.423412 | 0.977926 | 0.172* | |
C1 | 0.8133 (4) | 0.6183 (4) | 1.0781 (6) | 0.116 (3) | |
H1A | 0.773976 | 0.597321 | 1.109414 | 0.175* | |
H1B | 0.792898 | 0.648821 | 1.024829 | 0.175* | |
H1C | 0.844534 | 0.641603 | 1.131699 | 0.175* | |
C36 | 0.8618 (4) | 0.6058 (4) | 0.4250 (6) | 0.143 (3) | |
H36A | 0.896943 | 0.574144 | 0.456334 | 0.215* | |
H36B | 0.880937 | 0.649454 | 0.438210 | 0.215* | |
H36C | 0.852962 | 0.598363 | 0.350125 | 0.215* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sb1 | 0.0473 (2) | 0.0430 (2) | 0.0366 (2) | 0.00321 (15) | 0.00460 (15) | −0.00226 (15) |
I1 | 0.0801 (3) | 0.0376 (2) | 0.1122 (4) | 0.00338 (18) | −0.0176 (2) | −0.0090 (2) |
N2 | 0.043 (2) | 0.033 (2) | 0.038 (2) | 0.0017 (18) | 0.0082 (19) | 0.0004 (17) |
N3 | 0.047 (2) | 0.038 (2) | 0.034 (2) | 0.0059 (18) | −0.0005 (19) | 0.0020 (17) |
N4 | 0.043 (2) | 0.041 (2) | 0.048 (3) | 0.0037 (19) | 0.007 (2) | 0.002 (2) |
N1 | 0.052 (3) | 0.031 (2) | 0.039 (2) | −0.0025 (18) | 0.0026 (19) | 0.0026 (17) |
C14 | 0.038 (3) | 0.036 (3) | 0.042 (3) | 0.002 (2) | −0.001 (2) | 0.001 (2) |
C13 | 0.045 (3) | 0.042 (3) | 0.037 (3) | 0.005 (2) | 0.008 (2) | 0.006 (2) |
C38 | 0.047 (3) | 0.035 (3) | 0.046 (3) | 0.003 (2) | −0.006 (3) | 0.007 (2) |
C15 | 0.041 (3) | 0.044 (3) | 0.051 (3) | 0.001 (2) | 0.002 (3) | −0.001 (3) |
C39 | 0.046 (3) | 0.046 (3) | 0.055 (4) | 0.009 (2) | −0.004 (3) | −0.010 (3) |
C22 | 0.051 (3) | 0.041 (3) | 0.061 (4) | −0.003 (2) | 0.009 (3) | 0.005 (3) |
C34 | 0.050 (3) | 0.047 (3) | 0.034 (3) | 0.011 (2) | −0.004 (2) | −0.006 (2) |
C40 | 0.049 (3) | 0.061 (3) | 0.059 (4) | 0.005 (3) | 0.008 (3) | −0.021 (3) |
C9 | 0.050 (3) | 0.036 (3) | 0.052 (4) | −0.002 (2) | 0.002 (3) | 0.002 (2) |
C16 | 0.067 (4) | 0.054 (3) | 0.055 (4) | 0.011 (3) | 0.012 (3) | −0.010 (3) |
C29 | 0.064 (4) | 0.049 (3) | 0.042 (3) | 0.010 (3) | −0.006 (3) | −0.006 (3) |
C4 | 0.059 (4) | 0.047 (3) | 0.057 (4) | −0.006 (3) | 0.001 (3) | −0.005 (3) |
C27 | 0.069 (4) | 0.048 (3) | 0.053 (4) | −0.008 (3) | −0.009 (3) | −0.003 (3) |
C33 | 0.059 (4) | 0.076 (4) | 0.045 (4) | 0.011 (3) | 0.005 (3) | −0.001 (3) |
C41 | 0.065 (4) | 0.061 (4) | 0.069 (4) | −0.002 (3) | 0.023 (3) | 0.000 (3) |
C21 | 0.072 (4) | 0.052 (4) | 0.077 (4) | −0.010 (3) | 0.019 (3) | 0.015 (3) |
C23 | 0.078 (4) | 0.060 (4) | 0.065 (4) | −0.008 (3) | 0.032 (3) | 0.005 (3) |
C47 | 0.061 (4) | 0.045 (3) | 0.078 (4) | 0.011 (3) | −0.013 (3) | −0.003 (3) |
C8 | 0.064 (4) | 0.048 (3) | 0.065 (4) | −0.013 (3) | 0.005 (3) | 0.011 (3) |
C3 | 0.071 (4) | 0.089 (4) | 0.038 (3) | −0.005 (3) | −0.002 (3) | −0.011 (3) |
C19 | 0.064 (4) | 0.043 (3) | 0.090 (5) | 0.014 (3) | 0.008 (3) | −0.004 (3) |
C17 | 0.077 (5) | 0.124 (6) | 0.071 (5) | −0.030 (4) | 0.022 (4) | −0.021 (4) |
C10 | 0.074 (4) | 0.068 (4) | 0.076 (5) | −0.009 (3) | 0.018 (4) | 0.020 (3) |
C44 | 0.054 (4) | 0.088 (5) | 0.099 (5) | 0.015 (4) | 0.008 (4) | −0.031 (4) |
C5 | 0.093 (5) | 0.069 (4) | 0.064 (4) | −0.012 (4) | −0.009 (4) | −0.009 (3) |
C20 | 0.084 (5) | 0.040 (3) | 0.094 (5) | −0.002 (3) | 0.008 (4) | 0.014 (3) |
C18 | 0.087 (5) | 0.097 (5) | 0.071 (5) | 0.010 (4) | 0.014 (4) | −0.023 (4) |
C26 | 0.092 (5) | 0.052 (4) | 0.096 (5) | −0.015 (3) | −0.026 (4) | 0.015 (3) |
C28 | 0.072 (4) | 0.076 (4) | 0.102 (5) | −0.008 (3) | −0.005 (4) | 0.000 (4) |
C42 | 0.108 (6) | 0.105 (5) | 0.076 (5) | 0.007 (4) | 0.018 (4) | 0.013 (4) |
C7 | 0.081 (5) | 0.080 (4) | 0.094 (6) | −0.041 (4) | 0.006 (4) | 0.006 (4) |
C32 | 0.104 (5) | 0.093 (5) | 0.057 (4) | 0.022 (4) | 0.029 (4) | 0.003 (4) |
C45 | 0.062 (5) | 0.085 (5) | 0.128 (7) | 0.023 (4) | −0.017 (5) | −0.043 (5) |
C30 | 0.124 (6) | 0.054 (4) | 0.058 (4) | 0.003 (4) | −0.008 (4) | −0.010 (3) |
C46 | 0.081 (5) | 0.056 (4) | 0.130 (7) | 0.020 (4) | −0.025 (5) | −0.012 (4) |
C31 | 0.158 (8) | 0.089 (5) | 0.048 (4) | 0.035 (5) | 0.018 (5) | −0.015 (4) |
C12 | 0.120 (6) | 0.088 (5) | 0.095 (5) | −0.029 (4) | 0.004 (4) | 0.041 (4) |
C48 | 0.081 (5) | 0.052 (4) | 0.104 (5) | −0.001 (3) | −0.017 (4) | 0.025 (3) |
C6 | 0.098 (6) | 0.082 (5) | 0.100 (6) | −0.039 (4) | −0.020 (5) | −0.002 (4) |
C35 | 0.096 (5) | 0.102 (5) | 0.054 (4) | −0.032 (4) | 0.026 (4) | 0.002 (4) |
C43 | 0.099 (5) | 0.093 (5) | 0.128 (6) | −0.024 (4) | 0.039 (5) | 0.005 (4) |
C25 | 0.135 (7) | 0.171 (8) | 0.065 (5) | 0.026 (6) | 0.012 (5) | −0.007 (5) |
C2 | 0.105 (5) | 0.115 (6) | 0.069 (5) | −0.017 (4) | −0.004 (4) | 0.023 (4) |
C11 | 0.136 (7) | 0.125 (6) | 0.089 (6) | 0.026 (5) | 0.042 (5) | 0.022 (5) |
C50 | 0.133 (7) | 0.058 (4) | 0.166 (8) | −0.010 (4) | −0.037 (6) | 0.019 (4) |
C37 | 0.174 (9) | 0.082 (5) | 0.152 (8) | 0.000 (5) | 0.038 (7) | 0.052 (5) |
C49 | 0.113 (6) | 0.102 (5) | 0.101 (6) | −0.009 (4) | −0.016 (5) | 0.037 (4) |
C24 | 0.078 (5) | 0.169 (7) | 0.100 (6) | 0.034 (5) | 0.023 (4) | −0.024 (5) |
C1 | 0.118 (6) | 0.154 (7) | 0.085 (6) | 0.019 (5) | 0.040 (5) | −0.019 (5) |
C36 | 0.136 (8) | 0.211 (9) | 0.093 (6) | −0.076 (7) | 0.057 (6) | −0.016 (6) |
Geometric parameters (Å, º) top
Sb1—I1 | 2.7722 (5) | C5—H5 | 0.9500 |
Sb1—N2 | 2.634 (3) | C5—C6 | 1.357 (8) |
Sb1—N3 | 2.113 (4) | C20—H20 | 0.9500 |
Sb1—N4 | 2.595 (4) | C18—H18A | 0.9800 |
Sb1—N1 | 2.163 (4) | C18—H18B | 0.9800 |
N2—C14 | 1.431 (5) | C18—H18C | 0.9800 |
N2—C13 | 1.281 (5) | C26—H26A | 0.9800 |
N3—C38 | 1.350 (5) | C26—H26B | 0.9800 |
N3—C34 | 1.450 (5) | C26—H26C | 0.9800 |
N4—C38 | 1.268 (5) | C28—H28A | 0.9800 |
N4—C39 | 1.413 (6) | C28—H28B | 0.9800 |
N1—C13 | 1.348 (5) | C28—H28C | 0.9800 |
N1—C9 | 1.451 (6) | C42—H42A | 0.9800 |
C14—C15 | 1.410 (6) | C42—H42B | 0.9800 |
C14—C22 | 1.395 (6) | C42—H42C | 0.9800 |
C13—H13 | 0.9500 | C7—H7 | 0.9500 |
C38—H38 | 0.9500 | C7—C6 | 1.380 (9) |
C15—C16 | 1.511 (7) | C32—H32 | 0.9500 |
C15—C19 | 1.398 (6) | C32—C31 | 1.344 (9) |
C39—C40 | 1.412 (7) | C45—H45 | 0.9500 |
C39—C47 | 1.395 (7) | C45—C46 | 1.365 (9) |
C22—C21 | 1.383 (6) | C30—H30 | 0.9500 |
C22—C23 | 1.516 (7) | C30—C31 | 1.372 (9) |
C34—C29 | 1.401 (6) | C46—H46 | 0.9500 |
C34—C33 | 1.401 (7) | C31—H31 | 0.9500 |
C40—C41 | 1.506 (7) | C12—H12A | 0.9800 |
C40—C44 | 1.385 (7) | C12—H12B | 0.9800 |
C9—C4 | 1.410 (7) | C12—H12C | 0.9800 |
C9—C8 | 1.390 (7) | C48—H48 | 1.0000 |
C16—H16 | 1.0000 | C48—C50 | 1.543 (8) |
C16—C17 | 1.508 (7) | C48—C49 | 1.543 (8) |
C16—C18 | 1.529 (7) | C6—H6 | 0.9500 |
C29—C27 | 1.511 (7) | C35—H35 | 1.0000 |
C29—C30 | 1.407 (7) | C35—C37 | 1.530 (9) |
C4—C3 | 1.502 (7) | C35—C36 | 1.533 (8) |
C4—C5 | 1.390 (7) | C43—H43A | 0.9800 |
C27—H27 | 1.0000 | C43—H43B | 0.9800 |
C27—C26 | 1.527 (7) | C43—H43C | 0.9800 |
C27—C28 | 1.526 (7) | C25—H25A | 0.9800 |
C33—C32 | 1.385 (8) | C25—H25B | 0.9800 |
C33—C35 | 1.503 (8) | C25—H25C | 0.9800 |
C41—H41 | 1.0000 | C2—H2A | 0.9800 |
C41—C42 | 1.517 (8) | C2—H2B | 0.9800 |
C41—C43 | 1.520 (7) | C2—H2C | 0.9800 |
C21—H21 | 0.9500 | C11—H11A | 0.9800 |
C21—C20 | 1.343 (7) | C11—H11B | 0.9800 |
C23—H23 | 1.0000 | C11—H11C | 0.9800 |
C23—C25 | 1.511 (8) | C50—H50A | 0.9800 |
C23—C24 | 1.509 (8) | C50—H50B | 0.9800 |
C47—C46 | 1.399 (8) | C50—H50C | 0.9800 |
C47—C48 | 1.503 (8) | C37—H37A | 0.9800 |
C8—C10 | 1.507 (8) | C37—H37B | 0.9800 |
C8—C7 | 1.399 (8) | C37—H37C | 0.9800 |
C3—H3 | 1.0000 | C49—H49A | 0.9800 |
C3—C2 | 1.528 (7) | C49—H49B | 0.9800 |
C3—C1 | 1.535 (8) | C49—H49C | 0.9800 |
C19—H19 | 0.9500 | C24—H24A | 0.9800 |
C19—C20 | 1.374 (7) | C24—H24B | 0.9800 |
C17—H17A | 0.9800 | C24—H24C | 0.9800 |
C17—H17B | 0.9800 | C1—H1A | 0.9800 |
C17—H17C | 0.9800 | C1—H1B | 0.9800 |
C10—H10 | 1.0000 | C1—H1C | 0.9800 |
C10—C12 | 1.535 (7) | C36—H36A | 0.9800 |
C10—C11 | 1.529 (8) | C36—H36B | 0.9800 |
C44—H44 | 0.9500 | C36—H36C | 0.9800 |
C44—C45 | 1.375 (9) | | |
| | | |
C13—Sb1—C38 | 130.54 (13) | C16—C18—H18A | 109.5 |
C13—Sb1—I1 | 114.77 (10) | C16—C18—H18B | 109.5 |
C38—Sb1—I1 | 88.30 (9) | C16—C18—H18C | 109.5 |
N2—Sb1—I1 | 140.37 (8) | H18A—C18—H18B | 109.5 |
N3—Sb1—I1 | 96.60 (9) | H18A—C18—H18C | 109.5 |
N3—Sb1—N2 | 88.15 (12) | H18B—C18—H18C | 109.5 |
N3—Sb1—N4 | 55.96 (13) | C27—C26—H26A | 109.5 |
N3—Sb1—N1 | 106.91 (14) | C27—C26—H26B | 109.5 |
N4—Sb1—I1 | 79.93 (8) | C27—C26—H26C | 109.5 |
N4—Sb1—N2 | 132.17 (12) | H26A—C26—H26B | 109.5 |
N1—Sb1—I1 | 86.37 (9) | H26A—C26—H26C | 109.5 |
N1—Sb1—N2 | 54.91 (12) | H26B—C26—H26C | 109.5 |
N1—Sb1—N4 | 156.04 (13) | C27—C28—H28A | 109.5 |
C14—N2—Sb1 | 154.3 (3) | C27—C28—H28B | 109.5 |
C13—N2—Sb1 | 82.5 (3) | C27—C28—H28C | 109.5 |
C13—N2—C14 | 119.6 (4) | H28A—C28—H28B | 109.5 |
C38—N3—Sb1 | 102.7 (3) | H28A—C28—H28C | 109.5 |
C38—N3—C34 | 117.4 (4) | H28B—C28—H28C | 109.5 |
C34—N3—Sb1 | 137.9 (3) | C41—C42—H42A | 109.5 |
C38—N4—Sb1 | 83.0 (3) | C41—C42—H42B | 109.5 |
C38—N4—C39 | 124.1 (4) | C41—C42—H42C | 109.5 |
C39—N4—Sb1 | 152.8 (3) | H42A—C42—H42B | 109.5 |
C13—N1—Sb1 | 101.9 (3) | H42A—C42—H42C | 109.5 |
C13—N1—C9 | 116.9 (4) | H42B—C42—H42C | 109.5 |
C9—N1—Sb1 | 127.0 (3) | C8—C7—H7 | 119.6 |
C15—C14—N2 | 119.4 (4) | C6—C7—C8 | 120.8 (6) |
C22—C14—N2 | 119.4 (4) | C6—C7—H7 | 119.6 |
C22—C14—C15 | 121.2 (4) | C33—C32—H32 | 119.6 |
N2—C13—N1 | 117.7 (4) | C31—C32—C33 | 120.8 (6) |
N2—C13—H13 | 121.2 | C31—C32—H32 | 119.6 |
N1—C13—H13 | 121.2 | C44—C45—H45 | 119.7 |
N3—C38—H38 | 120.8 | C46—C45—C44 | 120.7 (6) |
N4—C38—N3 | 118.4 (4) | C46—C45—H45 | 119.7 |
N4—C38—H38 | 120.8 | C29—C30—H30 | 119.5 |
C14—C15—C16 | 122.7 (4) | C31—C30—C29 | 120.9 (6) |
C19—C15—C14 | 117.4 (5) | C31—C30—H30 | 119.5 |
C19—C15—C16 | 119.9 (5) | C47—C46—H46 | 119.4 |
C40—C39—N4 | 116.9 (4) | C45—C46—C47 | 121.1 (6) |
C47—C39—N4 | 121.7 (5) | C45—C46—H46 | 119.4 |
C47—C39—C40 | 121.3 (5) | C32—C31—C30 | 121.3 (6) |
C14—C22—C23 | 122.0 (4) | C32—C31—H31 | 119.3 |
C21—C22—C14 | 117.7 (5) | C30—C31—H31 | 119.3 |
C21—C22—C23 | 120.3 (5) | C10—C12—H12A | 109.5 |
C29—C34—N3 | 119.6 (4) | C10—C12—H12B | 109.5 |
C29—C34—C33 | 121.2 (5) | C10—C12—H12C | 109.5 |
C33—C34—N3 | 119.0 (4) | H12A—C12—H12B | 109.5 |
C39—C40—C41 | 120.8 (5) | H12A—C12—H12C | 109.5 |
C44—C40—C39 | 118.2 (5) | H12B—C12—H12C | 109.5 |
C44—C40—C41 | 121.0 (6) | C47—C48—H48 | 106.8 |
C4—C9—N1 | 119.8 (4) | C47—C48—C50 | 112.1 (6) |
C8—C9—N1 | 118.9 (5) | C47—C48—C49 | 112.0 (5) |
C8—C9—C4 | 121.3 (5) | C50—C48—H48 | 106.8 |
C15—C16—H16 | 107.7 | C50—C48—C49 | 111.8 (5) |
C15—C16—C18 | 113.3 (5) | C49—C48—H48 | 106.8 |
C17—C16—C15 | 111.3 (5) | C5—C6—C7 | 120.2 (6) |
C17—C16—H16 | 107.7 | C5—C6—H6 | 119.9 |
C17—C16—C18 | 109.0 (4) | C7—C6—H6 | 119.9 |
C18—C16—H16 | 107.7 | C33—C35—H35 | 108.1 |
C34—C29—C27 | 123.5 (4) | C33—C35—C37 | 110.2 (6) |
C34—C29—C30 | 117.0 (5) | C33—C35—C36 | 113.6 (6) |
C30—C29—C27 | 119.4 (5) | C37—C35—H35 | 108.1 |
C9—C4—C3 | 124.0 (5) | C37—C35—C36 | 108.5 (6) |
C5—C4—C9 | 117.7 (5) | C36—C35—H35 | 108.1 |
C5—C4—C3 | 118.3 (5) | C41—C43—H43A | 109.5 |
C29—C27—H27 | 107.8 | C41—C43—H43B | 109.5 |
C29—C27—C26 | 113.9 (5) | C41—C43—H43C | 109.5 |
C29—C27—C28 | 111.2 (4) | H43A—C43—H43B | 109.5 |
C26—C27—H27 | 107.8 | H43A—C43—H43C | 109.5 |
C28—C27—H27 | 107.8 | H43B—C43—H43C | 109.5 |
C28—C27—C26 | 108.1 (4) | C23—C25—H25A | 109.5 |
C34—C33—C35 | 120.9 (5) | C23—C25—H25B | 109.5 |
C32—C33—C34 | 118.8 (6) | C23—C25—H25C | 109.5 |
C32—C33—C35 | 120.0 (6) | H25A—C25—H25B | 109.5 |
C40—C41—H41 | 107.0 | H25A—C25—H25C | 109.5 |
C40—C41—C42 | 110.2 (5) | H25B—C25—H25C | 109.5 |
C40—C41—C43 | 113.4 (5) | C3—C2—H2A | 109.5 |
C42—C41—H41 | 107.0 | C3—C2—H2B | 109.5 |
C42—C41—C43 | 111.8 (5) | C3—C2—H2C | 109.5 |
C43—C41—H41 | 107.0 | H2A—C2—H2B | 109.5 |
C22—C21—H21 | 118.7 | H2A—C2—H2C | 109.5 |
C20—C21—C22 | 122.6 (5) | H2B—C2—H2C | 109.5 |
C20—C21—H21 | 118.7 | C10—C11—H11A | 109.5 |
C22—C23—H23 | 107.3 | C10—C11—H11B | 109.5 |
C25—C23—C22 | 113.1 (5) | C10—C11—H11C | 109.5 |
C25—C23—H23 | 107.3 | H11A—C11—H11B | 109.5 |
C24—C23—C22 | 111.7 (5) | H11A—C11—H11C | 109.5 |
C24—C23—H23 | 107.3 | H11B—C11—H11C | 109.5 |
C24—C23—C25 | 109.9 (5) | C48—C50—H50A | 109.5 |
C39—C47—C46 | 117.8 (6) | C48—C50—H50B | 109.5 |
C39—C47—C48 | 124.1 (5) | C48—C50—H50C | 109.5 |
C46—C47—C48 | 118.1 (6) | H50A—C50—H50B | 109.5 |
C9—C8—C10 | 122.4 (5) | H50A—C50—H50C | 109.5 |
C9—C8—C7 | 118.1 (6) | H50B—C50—H50C | 109.5 |
C7—C8—C10 | 119.5 (5) | C35—C37—H37A | 109.5 |
C4—C3—H3 | 107.3 | C35—C37—H37B | 109.5 |
C4—C3—C2 | 112.6 (5) | C35—C37—H37C | 109.5 |
C4—C3—C1 | 111.4 (5) | H37A—C37—H37B | 109.5 |
C2—C3—H3 | 107.3 | H37A—C37—H37C | 109.5 |
C2—C3—C1 | 110.5 (5) | H37B—C37—H37C | 109.5 |
C1—C3—H3 | 107.3 | C48—C49—H49A | 109.5 |
C15—C19—H19 | 119.5 | C48—C49—H49B | 109.5 |
C20—C19—C15 | 121.0 (5) | C48—C49—H49C | 109.5 |
C20—C19—H19 | 119.5 | H49A—C49—H49B | 109.5 |
C16—C17—H17A | 109.5 | H49A—C49—H49C | 109.5 |
C16—C17—H17B | 109.5 | H49B—C49—H49C | 109.5 |
C16—C17—H17C | 109.5 | C23—C24—H24A | 109.5 |
H17A—C17—H17B | 109.5 | C23—C24—H24B | 109.5 |
H17A—C17—H17C | 109.5 | C23—C24—H24C | 109.5 |
H17B—C17—H17C | 109.5 | H24A—C24—H24B | 109.5 |
C8—C10—H10 | 107.4 | H24A—C24—H24C | 109.5 |
C8—C10—C12 | 112.8 (5) | H24B—C24—H24C | 109.5 |
C8—C10—C11 | 111.1 (5) | C3—C1—H1A | 109.5 |
C12—C10—H10 | 107.4 | C3—C1—H1B | 109.5 |
C11—C10—H10 | 107.4 | C3—C1—H1C | 109.5 |
C11—C10—C12 | 110.3 (5) | H1A—C1—H1B | 109.5 |
C40—C44—H44 | 119.6 | H1A—C1—H1C | 109.5 |
C45—C44—C40 | 120.8 (7) | H1B—C1—H1C | 109.5 |
C45—C44—H44 | 119.6 | C35—C36—H36A | 109.5 |
C4—C5—H5 | 119.1 | C35—C36—H36B | 109.5 |
C6—C5—C4 | 121.8 (6) | C35—C36—H36C | 109.5 |
C6—C5—H5 | 119.1 | H36A—C36—H36B | 109.5 |
C21—C20—C19 | 120.1 (5) | H36A—C36—H36C | 109.5 |
C21—C20—H20 | 119.9 | H36B—C36—H36C | 109.5 |
C19—C20—H20 | 119.9 | | |
| | | |
Sb1—N2—C14—C15 | 137.3 (5) | C34—N3—C38—N4 | 168.7 (4) |
Sb1—N2—C14—C22 | −39.6 (9) | C34—C29—C27—C26 | −143.9 (5) |
Sb1—N2—C13—N1 | −15.4 (4) | C34—C29—C27—C28 | 93.7 (6) |
Sb1—N3—C38—N4 | 1.8 (5) | C34—C29—C30—C31 | 1.9 (8) |
Sb1—N3—C34—C29 | 85.7 (6) | C34—C33—C32—C31 | 1.3 (9) |
Sb1—N3—C34—C33 | −100.0 (5) | C34—C33—C35—C37 | −86.3 (7) |
Sb1—N4—C38—N3 | −1.5 (4) | C34—C33—C35—C36 | 151.7 (6) |
Sb1—N4—C39—C40 | −66.0 (8) | C40—C39—C47—C46 | 1.1 (8) |
Sb1—N4—C39—C47 | 110.5 (7) | C40—C39—C47—C48 | 179.5 (5) |
Sb1—N1—C13—N2 | 19.2 (5) | C40—C44—C45—C46 | −0.9 (10) |
Sb1—N1—C9—C4 | 63.7 (5) | C9—N1—C13—N2 | 162.0 (4) |
Sb1—N1—C9—C8 | −115.4 (4) | C9—C4—C3—C2 | 119.7 (6) |
N2—C14—C15—C16 | 2.0 (7) | C9—C4—C3—C1 | −115.4 (6) |
N2—C14—C15—C19 | −177.5 (4) | C9—C4—C5—C6 | 1.1 (8) |
N2—C14—C22—C21 | 175.9 (5) | C9—C8—C10—C12 | 137.0 (6) |
N2—C14—C22—C23 | −2.9 (7) | C9—C8—C10—C11 | −98.5 (7) |
N3—C34—C29—C27 | −3.6 (7) | C9—C8—C7—C6 | −1.7 (9) |
N3—C34—C29—C30 | 172.4 (4) | C16—C15—C19—C20 | −178.0 (5) |
N3—C34—C33—C32 | −174.0 (5) | C29—C34—C33—C32 | 0.2 (7) |
N3—C34—C33—C35 | −0.2 (7) | C29—C34—C33—C35 | 174.0 (5) |
N4—C39—C40—C41 | −2.3 (7) | C29—C30—C31—C32 | −0.5 (10) |
N4—C39—C40—C44 | 174.9 (5) | C4—C9—C8—C10 | −177.7 (5) |
N4—C39—C47—C46 | −175.2 (5) | C4—C9—C8—C7 | 3.5 (8) |
N4—C39—C47—C48 | 3.2 (8) | C4—C5—C6—C7 | 0.7 (10) |
N1—C9—C4—C3 | −1.6 (7) | C27—C29—C30—C31 | 178.1 (6) |
N1—C9—C4—C5 | 177.8 (4) | C33—C34—C29—C27 | −177.7 (5) |
N1—C9—C8—C10 | 1.3 (7) | C33—C34—C29—C30 | −1.7 (7) |
N1—C9—C8—C7 | −177.4 (5) | C33—C32—C31—C30 | −1.1 (11) |
C14—N2—C13—N1 | 178.5 (4) | C41—C40—C44—C45 | 178.7 (6) |
C14—C15—C16—C17 | 97.9 (5) | C21—C22—C23—C25 | 53.2 (8) |
C14—C15—C16—C18 | −138.8 (5) | C21—C22—C23—C24 | −71.3 (7) |
C14—C15—C19—C20 | 1.5 (8) | C23—C22—C21—C20 | −179.3 (6) |
C14—C22—C21—C20 | 1.9 (8) | C47—C39—C40—C41 | −178.8 (5) |
C14—C22—C23—C25 | −128.0 (6) | C47—C39—C40—C44 | −1.6 (8) |
C14—C22—C23—C24 | 107.4 (6) | C8—C9—C4—C3 | 177.5 (5) |
C13—N2—C14—C15 | −76.1 (5) | C8—C9—C4—C5 | −3.2 (7) |
C13—N2—C14—C22 | 106.9 (5) | C8—C7—C6—C5 | −0.3 (11) |
C13—N1—C9—C4 | −68.6 (6) | C3—C4—C5—C6 | −179.5 (6) |
C13—N1—C9—C8 | 112.3 (5) | C19—C15—C16—C17 | −82.7 (6) |
C38—N3—C34—C29 | −74.9 (5) | C19—C15—C16—C18 | 40.6 (7) |
C38—N3—C34—C33 | 99.4 (5) | C10—C8—C7—C6 | 179.5 (6) |
C38—N4—C39—C40 | 108.9 (5) | C44—C40—C41—C42 | −84.0 (6) |
C38—N4—C39—C47 | −74.6 (6) | C44—C40—C41—C43 | 42.3 (7) |
C15—C14—C22—C21 | −1.0 (7) | C44—C45—C46—C47 | 0.4 (11) |
C15—C14—C22—C23 | −179.8 (5) | C5—C4—C3—C2 | −59.6 (7) |
C15—C19—C20—C21 | −0.8 (9) | C5—C4—C3—C1 | 65.2 (7) |
C39—N4—C38—N3 | −179.1 (4) | C7—C8—C10—C12 | −44.2 (8) |
C39—C40—C41—C42 | 93.1 (6) | C7—C8—C10—C11 | 80.3 (7) |
C39—C40—C41—C43 | −140.6 (5) | C32—C33—C35—C37 | 87.4 (7) |
C39—C40—C44—C45 | 1.5 (8) | C32—C33—C35—C36 | −34.5 (8) |
C39—C47—C46—C45 | −0.5 (9) | C30—C29—C27—C26 | 40.2 (7) |
C39—C47—C48—C50 | −120.8 (6) | C30—C29—C27—C28 | −82.2 (6) |
C39—C47—C48—C49 | 112.6 (6) | C46—C47—C48—C50 | 57.6 (7) |
C22—C14—C15—C16 | 178.9 (5) | C46—C47—C48—C49 | −69.0 (7) |
C22—C14—C15—C19 | −0.6 (7) | C48—C47—C46—C45 | −179.0 (6) |
C22—C21—C20—C19 | −1.0 (9) | C35—C33—C32—C31 | −172.6 (6) |
[
N,
N'-Bis(2,6-diisopropylphenyl)formamidinato]dibromidoantimony(III) (5)
top
Crystal data top
[SbBr2(C25H35N2)] | Z = 2 |
Mr = 645.12 | F(000) = 640 |
Triclinic, P1 | Dx = 1.642 Mg m−3 |
a = 10.105 (2) Å | Synchrotron radiation, λ = 0.71073 Å |
b = 10.332 (2) Å | Cell parameters from 6298 reflections |
c = 14.240 (3) Å | θ = 2–25° |
α = 96.69 (3)° | µ = 4.13 mm−1 |
β = 103.93 (3)° | T = 100 K |
γ = 111.72 (3)° | Cube, yellow |
V = 1305.2 (5) Å3 | 0.1 × 0.04 × 0.02 mm |
Data collection top
ADSC Quantum 210r diffractometer | 6298 independent reflections |
Radiation source: MX1 Beamline Australian Synchrotron | 6079 reflections with I > 2σ(I) |
Silicon Double Crystal monochromator | Rint = 0.032 |
Phi Scan scans | θmax = 31.9°, θmin = 2.4° |
Absorption correction: multi-scan (XDS; Kabsch, 1993) | h = −14→14 |
| k = −14→14 |
23524 measured reflections | l = −18→18 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.028 | H-atom parameters constrained |
wR(F2) = 0.075 | w = 1/[σ2(Fo2) + (0.0394P)2 + 1.7194P] where P = (Fo2 + 2Fc2)/3 |
S = 1.07 | (Δ/σ)max = 0.003 |
6298 reflections | Δρmax = 0.50 e Å−3 |
279 parameters | Δρmin = −1.25 e Å−3 |
0 restraints | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sb1 | 0.39366 (2) | 0.57235 (2) | 0.85010 (2) | 0.01444 (5) | |
Br1 | 0.55529 (3) | 0.73608 (2) | 1.02516 (2) | 0.01988 (6) | |
Br2 | 0.25079 (3) | 0.72234 (3) | 0.80529 (2) | 0.02796 (7) | |
N1 | 0.57025 (19) | 0.66793 (18) | 0.79381 (13) | 0.0124 (3) | |
N2 | 0.3676 (2) | 0.51144 (19) | 0.67425 (14) | 0.0151 (3) | |
C10 | 0.7817 (2) | 0.5702 (2) | 0.90412 (17) | 0.0160 (4) | |
H10 | 0.672943 | 0.534523 | 0.898438 | 0.019* | |
C3 | 0.9817 (2) | 0.8099 (2) | 0.90879 (17) | 0.0157 (4) | |
H3 | 1.054777 | 0.778030 | 0.939372 | 0.019* | |
C1 | 0.7249 (2) | 0.7659 (2) | 0.83235 (16) | 0.0117 (3) | |
C14 | 0.2830 (2) | 0.4227 (2) | 0.57749 (16) | 0.0144 (4) | |
C6 | 0.7681 (2) | 0.9060 (2) | 0.81703 (16) | 0.0137 (4) | |
C2 | 0.8299 (2) | 0.7182 (2) | 0.88170 (16) | 0.0134 (4) | |
C13 | 0.5085 (2) | 0.5954 (2) | 0.69805 (16) | 0.0131 (4) | |
H13 | 0.563553 | 0.604972 | 0.651889 | 0.016* | |
C7 | 0.6539 (3) | 0.9632 (2) | 0.77384 (18) | 0.0170 (4) | |
H7 | 0.556221 | 0.879527 | 0.739066 | 0.020* | |
C23 | 0.2786 (3) | 0.6417 (2) | 0.51231 (18) | 0.0194 (4) | |
H23 | 0.301999 | 0.681506 | 0.584718 | 0.023* | |
C16 | 0.1567 (3) | 0.3892 (3) | 0.40455 (17) | 0.0209 (4) | |
H16 | 0.127694 | 0.427244 | 0.349446 | 0.025* | |
C5 | 0.9209 (2) | 0.9947 (2) | 0.84786 (17) | 0.0167 (4) | |
H5 | 0.952902 | 1.089822 | 0.838650 | 0.020* | |
C4 | 1.0272 (2) | 0.9468 (2) | 0.89171 (17) | 0.0167 (4) | |
H4 | 1.130791 | 1.007699 | 0.909948 | 0.020* | |
C21 | 0.2718 (3) | 0.2119 (2) | 0.65622 (19) | 0.0200 (4) | |
H21 | 0.371161 | 0.281366 | 0.703045 | 0.024* | |
C15 | 0.2388 (2) | 0.4820 (2) | 0.49811 (17) | 0.0162 (4) | |
C8 | 0.6971 (3) | 1.0513 (3) | 0.6979 (2) | 0.0266 (5) | |
H8A | 0.787909 | 1.138679 | 0.731471 | 0.040* | |
H8B | 0.615296 | 1.076848 | 0.666978 | 0.040* | |
H8C | 0.715827 | 0.994652 | 0.646558 | 0.040* | |
C19 | 0.2376 (2) | 0.2733 (2) | 0.56631 (17) | 0.0159 (4) | |
C12 | 0.8666 (3) | 0.5757 (3) | 1.01055 (18) | 0.0212 (4) | |
H12A | 0.973585 | 0.608249 | 1.017970 | 0.032* | |
H12B | 0.828539 | 0.480051 | 1.024063 | 0.032* | |
H12C | 0.851960 | 0.642352 | 1.057592 | 0.032* | |
C9 | 0.6320 (3) | 1.0516 (3) | 0.8581 (2) | 0.0251 (5) | |
H9A | 0.598977 | 0.991850 | 0.903764 | 0.038* | |
H9B | 0.556195 | 1.086140 | 0.830331 | 0.038* | |
H9C | 0.726961 | 1.133472 | 0.894285 | 0.038* | |
C17 | 0.1168 (3) | 0.2429 (3) | 0.39064 (18) | 0.0227 (5) | |
H17 | 0.063121 | 0.181960 | 0.326337 | 0.027* | |
C11 | 0.7991 (3) | 0.4648 (3) | 0.82823 (19) | 0.0260 (5) | |
H11A | 0.738209 | 0.458346 | 0.761436 | 0.039* | |
H11B | 0.765667 | 0.370240 | 0.843817 | 0.039* | |
H11C | 0.904459 | 0.498365 | 0.830835 | 0.039* | |
C24 | 0.1483 (3) | 0.6731 (3) | 0.4560 (2) | 0.0292 (6) | |
H24A | 0.126355 | 0.640131 | 0.384380 | 0.044* | |
H24B | 0.175771 | 0.776332 | 0.472152 | 0.044* | |
H24C | 0.059572 | 0.622939 | 0.475592 | 0.044* | |
C20 | 0.1531 (3) | 0.1979 (3) | 0.7093 (2) | 0.0238 (5) | |
H20A | 0.146027 | 0.289893 | 0.723040 | 0.036* | |
H20B | 0.181695 | 0.170014 | 0.772007 | 0.036* | |
H20C | 0.055807 | 0.124802 | 0.666777 | 0.036* | |
C18 | 0.1560 (3) | 0.1857 (2) | 0.47164 (19) | 0.0209 (4) | |
H18 | 0.126627 | 0.085292 | 0.462109 | 0.025* | |
C22 | 0.2798 (3) | 0.0667 (3) | 0.6325 (2) | 0.0305 (6) | |
H22A | 0.180534 | −0.005746 | 0.592449 | 0.046* | |
H22B | 0.312636 | 0.039146 | 0.694553 | 0.046* | |
H22C | 0.351164 | 0.074027 | 0.595250 | 0.046* | |
C25 | 0.4177 (3) | 0.7200 (3) | 0.4825 (2) | 0.0258 (5) | |
H25A | 0.503102 | 0.707310 | 0.523404 | 0.039* | |
H25B | 0.439554 | 0.822127 | 0.492653 | 0.039* | |
H25C | 0.399660 | 0.680628 | 0.412286 | 0.039* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sb1 | 0.01144 (7) | 0.01627 (7) | 0.01325 (8) | 0.00259 (5) | 0.00466 (6) | 0.00351 (5) |
Br1 | 0.01938 (11) | 0.02213 (11) | 0.01410 (11) | 0.00562 (8) | 0.00478 (9) | 0.00015 (8) |
Br2 | 0.02293 (12) | 0.04259 (15) | 0.02845 (14) | 0.02195 (11) | 0.01050 (11) | 0.01107 (11) |
N1 | 0.0106 (7) | 0.0134 (7) | 0.0114 (8) | 0.0029 (6) | 0.0039 (7) | 0.0026 (6) |
N2 | 0.0119 (8) | 0.0165 (8) | 0.0117 (8) | 0.0012 (6) | 0.0034 (7) | 0.0010 (6) |
C10 | 0.0151 (9) | 0.0161 (9) | 0.0191 (10) | 0.0081 (7) | 0.0054 (8) | 0.0071 (8) |
C3 | 0.0107 (8) | 0.0204 (9) | 0.0149 (10) | 0.0060 (7) | 0.0029 (8) | 0.0041 (8) |
C1 | 0.0105 (8) | 0.0110 (8) | 0.0116 (9) | 0.0025 (6) | 0.0040 (7) | 0.0015 (7) |
C14 | 0.0108 (8) | 0.0179 (9) | 0.0119 (9) | 0.0032 (7) | 0.0038 (8) | 0.0015 (7) |
C6 | 0.0157 (9) | 0.0123 (8) | 0.0125 (9) | 0.0051 (7) | 0.0044 (8) | 0.0024 (7) |
C2 | 0.0143 (9) | 0.0146 (8) | 0.0129 (9) | 0.0065 (7) | 0.0057 (8) | 0.0046 (7) |
C13 | 0.0137 (9) | 0.0127 (8) | 0.0132 (9) | 0.0056 (7) | 0.0041 (8) | 0.0040 (7) |
C7 | 0.0184 (9) | 0.0153 (9) | 0.0196 (10) | 0.0091 (7) | 0.0051 (9) | 0.0063 (8) |
C23 | 0.0229 (10) | 0.0194 (10) | 0.0155 (10) | 0.0069 (8) | 0.0069 (9) | 0.0066 (8) |
C16 | 0.0209 (10) | 0.0260 (11) | 0.0123 (10) | 0.0066 (8) | 0.0044 (9) | 0.0034 (8) |
C5 | 0.0167 (9) | 0.0125 (8) | 0.0173 (10) | 0.0022 (7) | 0.0054 (8) | 0.0028 (7) |
C4 | 0.0116 (9) | 0.0170 (9) | 0.0157 (10) | 0.0001 (7) | 0.0044 (8) | 0.0016 (8) |
C21 | 0.0158 (9) | 0.0161 (9) | 0.0223 (11) | 0.0036 (8) | 0.0007 (9) | 0.0042 (8) |
C15 | 0.0146 (9) | 0.0199 (9) | 0.0131 (10) | 0.0049 (7) | 0.0057 (8) | 0.0042 (8) |
C8 | 0.0325 (13) | 0.0291 (12) | 0.0268 (13) | 0.0176 (10) | 0.0113 (11) | 0.0168 (10) |
C19 | 0.0118 (8) | 0.0171 (9) | 0.0167 (10) | 0.0036 (7) | 0.0049 (8) | 0.0028 (8) |
C12 | 0.0240 (11) | 0.0258 (11) | 0.0194 (11) | 0.0128 (9) | 0.0093 (10) | 0.0116 (9) |
C9 | 0.0311 (12) | 0.0254 (11) | 0.0274 (13) | 0.0183 (10) | 0.0124 (11) | 0.0074 (10) |
C17 | 0.0203 (10) | 0.0257 (11) | 0.0138 (10) | 0.0034 (9) | 0.0042 (9) | −0.0029 (9) |
C11 | 0.0411 (14) | 0.0166 (10) | 0.0215 (12) | 0.0132 (10) | 0.0090 (11) | 0.0056 (9) |
C24 | 0.0263 (12) | 0.0311 (13) | 0.0358 (15) | 0.0143 (10) | 0.0122 (12) | 0.0145 (11) |
C20 | 0.0216 (11) | 0.0221 (11) | 0.0197 (12) | 0.0006 (8) | 0.0054 (10) | 0.0058 (9) |
C18 | 0.0185 (10) | 0.0181 (10) | 0.0204 (11) | 0.0040 (8) | 0.0051 (9) | −0.0020 (8) |
C22 | 0.0265 (12) | 0.0214 (11) | 0.0428 (16) | 0.0112 (10) | 0.0058 (12) | 0.0097 (11) |
C25 | 0.0201 (11) | 0.0255 (11) | 0.0254 (13) | 0.0023 (9) | 0.0048 (10) | 0.0110 (10) |
Geometric parameters (Å, º) top
Sb1—Br1 | 2.5989 (14) | C4—H4 | 0.9500 |
Sb1—Br2 | 2.5172 (7) | C21—H21 | 1.0000 |
Sb1—N1 | 2.091 (2) | C21—C19 | 1.517 (3) |
Sb1—N2 | 2.435 (2) | C21—C20 | 1.539 (4) |
N1—C1 | 1.433 (3) | C21—C22 | 1.534 (3) |
N1—C13 | 1.348 (3) | C8—H8A | 0.9800 |
N2—C14 | 1.424 (3) | C8—H8B | 0.9800 |
N2—C13 | 1.295 (3) | C8—H8C | 0.9800 |
C10—H10 | 1.0000 | C19—C18 | 1.394 (3) |
C10—C2 | 1.521 (3) | C12—H12A | 0.9800 |
C10—C12 | 1.534 (3) | C12—H12B | 0.9800 |
C10—C11 | 1.531 (3) | C12—H12C | 0.9800 |
C3—H3 | 0.9500 | C9—H9A | 0.9800 |
C3—C2 | 1.397 (3) | C9—H9B | 0.9800 |
C3—C4 | 1.387 (3) | C9—H9C | 0.9800 |
C1—C6 | 1.409 (3) | C17—H17 | 0.9500 |
C1—C2 | 1.405 (3) | C17—C18 | 1.396 (4) |
C14—C15 | 1.405 (3) | C11—H11A | 0.9800 |
C14—C19 | 1.414 (3) | C11—H11B | 0.9800 |
C6—C7 | 1.519 (3) | C11—H11C | 0.9800 |
C6—C5 | 1.396 (3) | C24—H24A | 0.9800 |
C13—H13 | 0.9500 | C24—H24B | 0.9800 |
C7—H7 | 1.0000 | C24—H24C | 0.9800 |
C7—C8 | 1.534 (4) | C20—H20A | 0.9800 |
C7—C9 | 1.531 (3) | C20—H20B | 0.9800 |
C23—H23 | 1.0000 | C20—H20C | 0.9800 |
C23—C15 | 1.522 (3) | C18—H18 | 0.9500 |
C23—C24 | 1.533 (3) | C22—H22A | 0.9800 |
C23—C25 | 1.529 (4) | C22—H22B | 0.9800 |
C16—H16 | 0.9500 | C22—H22C | 0.9800 |
C16—C15 | 1.401 (3) | C25—H25A | 0.9800 |
C16—C17 | 1.389 (3) | C25—H25B | 0.9800 |
C5—H5 | 0.9500 | C25—H25C | 0.9800 |
C5—C4 | 1.390 (3) | | |
| | | |
Br2—Sb1—Br1 | 94.98 (3) | C22—C21—H21 | 107.9 |
C13—Sb1—Br1 | 119.68 (4) | C22—C21—C20 | 109.4 (2) |
C13—Sb1—Br2 | 95.33 (6) | C14—C15—C23 | 121.5 (2) |
N1—Sb1—Br1 | 90.13 (6) | C16—C15—C14 | 117.8 (2) |
N1—Sb1—Br2 | 98.93 (5) | C16—C15—C23 | 120.6 (2) |
N1—Sb1—N2 | 58.20 (7) | C7—C8—H8A | 109.5 |
N2—Sb1—Br1 | 148.10 (5) | C7—C8—H8B | 109.5 |
N2—Sb1—Br2 | 87.08 (5) | C7—C8—H8C | 109.5 |
C1—N1—Sb1 | 137.39 (14) | H8A—C8—H8B | 109.5 |
C13—N1—Sb1 | 100.51 (14) | H8A—C8—H8C | 109.5 |
C13—N1—C1 | 121.57 (19) | H8B—C8—H8C | 109.5 |
C14—N2—Sb1 | 149.66 (15) | C14—C19—C21 | 120.2 (2) |
C13—N2—Sb1 | 86.44 (14) | C18—C19—C14 | 118.0 (2) |
C13—N2—C14 | 123.0 (2) | C18—C19—C21 | 121.7 (2) |
C2—C10—H10 | 107.6 | C10—C12—H12A | 109.5 |
C2—C10—C12 | 111.47 (19) | C10—C12—H12B | 109.5 |
C2—C10—C11 | 111.3 (2) | C10—C12—H12C | 109.5 |
C12—C10—H10 | 107.6 | H12A—C12—H12B | 109.5 |
C11—C10—H10 | 107.6 | H12A—C12—H12C | 109.5 |
C11—C10—C12 | 111.17 (18) | H12B—C12—H12C | 109.5 |
C2—C3—H3 | 119.5 | C7—C9—H9A | 109.5 |
C4—C3—H3 | 119.5 | C7—C9—H9B | 109.5 |
C4—C3—C2 | 120.99 (19) | C7—C9—H9C | 109.5 |
C6—C1—N1 | 119.20 (18) | H9A—C9—H9B | 109.5 |
C2—C1—N1 | 119.01 (18) | H9A—C9—H9C | 109.5 |
C2—C1—C6 | 121.76 (19) | H9B—C9—H9C | 109.5 |
C15—C14—N2 | 120.54 (19) | C16—C17—H17 | 120.2 |
C15—C14—C19 | 121.7 (2) | C16—C17—C18 | 119.7 (2) |
C19—C14—N2 | 117.6 (2) | C18—C17—H17 | 120.2 |
C1—C6—C7 | 121.91 (19) | C10—C11—H11A | 109.5 |
C5—C6—C1 | 117.69 (19) | C10—C11—H11B | 109.5 |
C5—C6—C7 | 120.32 (19) | C10—C11—H11C | 109.5 |
C3—C2—C10 | 120.33 (18) | H11A—C11—H11B | 109.5 |
C3—C2—C1 | 118.14 (19) | H11A—C11—H11C | 109.5 |
C1—C2—C10 | 121.52 (18) | H11B—C11—H11C | 109.5 |
N1—C13—H13 | 122.8 | C23—C24—H24A | 109.5 |
N2—C13—N1 | 114.4 (2) | C23—C24—H24B | 109.5 |
N2—C13—H13 | 122.8 | C23—C24—H24C | 109.5 |
C6—C7—H7 | 107.9 | H24A—C24—H24B | 109.5 |
C6—C7—C8 | 112.6 (2) | H24A—C24—H24C | 109.5 |
C6—C7—C9 | 109.54 (19) | H24B—C24—H24C | 109.5 |
C8—C7—H7 | 107.9 | C21—C20—H20A | 109.5 |
C9—C7—H7 | 107.9 | C21—C20—H20B | 109.5 |
C9—C7—C8 | 110.8 (2) | C21—C20—H20C | 109.5 |
C15—C23—H23 | 107.5 | H20A—C20—H20B | 109.5 |
C15—C23—C24 | 112.4 (2) | H20A—C20—H20C | 109.5 |
C15—C23—C25 | 111.9 (2) | H20B—C20—H20C | 109.5 |
C24—C23—H23 | 107.5 | C19—C18—C17 | 121.2 (2) |
C25—C23—H23 | 107.5 | C19—C18—H18 | 119.4 |
C25—C23—C24 | 109.8 (2) | C17—C18—H18 | 119.4 |
C15—C16—H16 | 119.3 | C21—C22—H22A | 109.5 |
C17—C16—H16 | 119.3 | C21—C22—H22B | 109.5 |
C17—C16—C15 | 121.4 (2) | C21—C22—H22C | 109.5 |
C6—C5—H5 | 119.3 | H22A—C22—H22B | 109.5 |
C4—C5—C6 | 121.39 (19) | H22A—C22—H22C | 109.5 |
C4—C5—H5 | 119.3 | H22B—C22—H22C | 109.5 |
C3—C4—C5 | 119.84 (19) | C23—C25—H25A | 109.5 |
C3—C4—H4 | 120.1 | C23—C25—H25B | 109.5 |
C5—C4—H4 | 120.1 | C23—C25—H25C | 109.5 |
C19—C21—H21 | 107.9 | H25A—C25—H25B | 109.5 |
C19—C21—C20 | 109.14 (19) | H25A—C25—H25C | 109.5 |
C19—C21—C22 | 114.4 (2) | H25B—C25—H25C | 109.5 |
C20—C21—H21 | 107.9 | | |
| | | |
Sb1—N1—C1—C6 | −108.4 (2) | C13—N2—C14—C15 | −74.5 (3) |
Sb1—N1—C1—C2 | 73.6 (3) | C13—N2—C14—C19 | 109.5 (2) |
Sb1—N1—C13—N2 | 7.3 (2) | C7—C6—C5—C4 | 177.1 (2) |
Sb1—N2—C14—C15 | 121.3 (3) | C16—C17—C18—C19 | −1.4 (4) |
Sb1—N2—C14—C19 | −54.6 (4) | C5—C6—C7—C8 | 45.0 (3) |
Sb1—N2—C13—N1 | −6.15 (17) | C5—C6—C7—C9 | −78.8 (3) |
N1—C1—C6—C7 | 8.8 (3) | C4—C3—C2—C10 | −177.9 (2) |
N1—C1—C6—C5 | −174.5 (2) | C4—C3—C2—C1 | 3.0 (3) |
N1—C1—C2—C10 | −6.2 (3) | C21—C19—C18—C17 | 175.8 (2) |
N1—C1—C2—C3 | 172.88 (19) | C15—C14—C19—C21 | −172.7 (2) |
N2—C14—C15—C23 | −0.3 (3) | C15—C14—C19—C18 | 4.8 (3) |
N2—C14—C15—C16 | 179.6 (2) | C15—C16—C17—C18 | 1.5 (4) |
N2—C14—C19—C21 | 3.2 (3) | C19—C14—C15—C23 | 175.5 (2) |
N2—C14—C19—C18 | −179.3 (2) | C19—C14—C15—C16 | −4.7 (3) |
C1—N1—C13—N2 | −179.69 (18) | C12—C10—C2—C3 | 45.4 (3) |
C1—C6—C7—C8 | −138.4 (2) | C12—C10—C2—C1 | −135.5 (2) |
C1—C6—C7—C9 | 97.8 (3) | C17—C16—C15—C14 | 1.5 (4) |
C1—C6—C5—C4 | 0.3 (3) | C17—C16—C15—C23 | −178.7 (2) |
C14—N2—C13—N1 | −178.20 (19) | C11—C10—C2—C3 | −79.3 (3) |
C14—C19—C18—C17 | −1.7 (3) | C11—C10—C2—C1 | 99.8 (2) |
C6—C1—C2—C10 | 175.9 (2) | C24—C23—C15—C14 | −138.5 (2) |
C6—C1—C2—C3 | −5.1 (3) | C24—C23—C15—C16 | 41.6 (3) |
C6—C5—C4—C3 | −2.3 (4) | C20—C21—C19—C14 | 82.1 (2) |
C2—C3—C4—C5 | 0.6 (4) | C20—C21—C19—C18 | −95.3 (3) |
C2—C1—C6—C7 | −173.3 (2) | C22—C21—C19—C14 | −155.0 (2) |
C2—C1—C6—C5 | 3.4 (3) | C22—C21—C19—C18 | 27.6 (3) |
C13—N1—C1—C6 | 81.8 (3) | C25—C23—C15—C14 | 97.3 (3) |
C13—N1—C1—C2 | −96.2 (2) | C25—C23—C15—C16 | −82.5 (3) |
[
N,
N'-Bis(2,6-diisopropylphenyl)formamidinato]diiodidoantimony(III) (6)
top
Crystal data top
[Sb(C25H35N2)I2] | Z = 2 |
Mr = 739.10 | F(000) = 712 |
Triclinic, P1 | Dx = 1.746 Mg m−3 |
a = 10.4137 (4) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 10.5559 (4) Å | Cell parameters from 3979 reflections |
c = 14.6097 (5) Å | θ = 2.2–26.2° |
α = 95.876 (2)° | µ = 3.19 mm−1 |
β = 104.946 (2)° | T = 123 K |
γ = 111.754 (2)° | Cube, orange |
V = 1405.64 (9) Å3 | 0.45 × 0.15 × 0.08 mm |
Data collection top
Bruker APEXII CCD diffractometer | 4879 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.077 |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | θmax = 27.5°, θmin = 1.5° |
Tmin = 0.345, Tmax = 0.746 | h = −13→13 |
35754 measured reflections | k = −13→13 |
6393 independent reflections | l = −18→18 |
Refinement top
Refinement on F2 | Primary atom site location: dual |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.071 | H-atom parameters constrained |
wR(F2) = 0.227 | w = 1/[σ2(Fo2) + (0.1654P)2 + 0.3766P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
6393 reflections | Δρmax = 2.98 e Å−3 |
279 parameters | Δρmin = −2.24 e Å−3 |
0 restraints | |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sb1 | 0.60489 (4) | 0.42674 (5) | 0.15250 (3) | 0.04374 (19) | |
I2 | 0.43935 (6) | 0.24904 (6) | −0.03233 (4) | 0.0624 (2) | |
I1 | 0.76641 (7) | 0.27915 (9) | 0.20995 (5) | 0.0823 (3) | |
N2 | 0.4324 (5) | 0.3345 (5) | 0.2076 (4) | 0.0370 (11) | |
N1 | 0.6298 (6) | 0.4896 (6) | 0.3236 (4) | 0.0411 (12) | |
C14 | 0.2806 (7) | 0.2394 (6) | 0.1704 (4) | 0.0371 (13) | |
C15 | 0.2387 (8) | 0.1025 (7) | 0.1865 (5) | 0.0417 (14) | |
C13 | 0.4943 (6) | 0.4053 (6) | 0.3000 (4) | 0.0361 (12) | |
H13 | 0.441931 | 0.394105 | 0.345197 | 0.043* | |
C1 | 0.7123 (6) | 0.5753 (7) | 0.4186 (4) | 0.0389 (13) | |
C2 | 0.7477 (7) | 0.5161 (8) | 0.4975 (5) | 0.0461 (15) | |
C22 | 0.1785 (7) | 0.2835 (7) | 0.1183 (5) | 0.0418 (14) | |
C9 | 0.7619 (7) | 0.7209 (8) | 0.4288 (5) | 0.0472 (15) | |
C21 | 0.0318 (8) | 0.1926 (9) | 0.0902 (6) | 0.0560 (19) | |
H21 | −0.039972 | 0.221749 | 0.056874 | 0.067* | |
C23 | 0.2237 (8) | 0.4274 (8) | 0.0946 (5) | 0.0498 (16) | |
H23 | 0.329022 | 0.461303 | 0.099278 | 0.060* | |
C20 | −0.0112 (8) | 0.0617 (9) | 0.1097 (6) | 0.060 (2) | |
H20 | −0.112025 | 0.001350 | 0.090916 | 0.073* | |
C19 | 0.0907 (8) | 0.0184 (7) | 0.1560 (6) | 0.0545 (18) | |
H19 | 0.059014 | −0.073181 | 0.168005 | 0.065* | |
C16 | 0.3477 (9) | 0.0478 (8) | 0.2335 (6) | 0.0576 (19) | |
H16 | 0.444462 | 0.129720 | 0.261471 | 0.069* | |
C7 | 0.8712 (10) | 0.7471 (10) | 0.6002 (6) | 0.066 (2) | |
H7 | 0.924735 | 0.806089 | 0.662983 | 0.079* | |
C8 | 0.8405 (9) | 0.8044 (9) | 0.5228 (6) | 0.063 (2) | |
H8 | 0.872908 | 0.903043 | 0.532422 | 0.075* | |
C11 | 0.7379 (8) | 0.7837 (8) | 0.3409 (6) | 0.060 (2) | |
H11 | 0.643553 | 0.716765 | 0.291574 | 0.072* | |
C3 | 0.7041 (9) | 0.3584 (9) | 0.4853 (6) | 0.059 (2) | |
H3 | 0.664238 | 0.315931 | 0.414065 | 0.071* | |
C6 | 0.8259 (9) | 0.6055 (10) | 0.5887 (5) | 0.0583 (19) | |
H6 | 0.848091 | 0.567424 | 0.643865 | 0.070* | |
C24 | 0.1386 (11) | 0.4212 (12) | −0.0100 (7) | 0.074 (3) | |
H24A | 0.145039 | 0.349915 | −0.054902 | 0.112* | |
H24B | 0.180486 | 0.512478 | −0.025968 | 0.112* | |
H24C | 0.036109 | 0.397233 | −0.015689 | 0.112* | |
C10 | 0.8601 (11) | 0.8003 (12) | 0.2963 (7) | 0.078 (3) | |
H10A | 0.953393 | 0.868913 | 0.342155 | 0.117* | |
H10B | 0.839092 | 0.832626 | 0.235884 | 0.117* | |
H10C | 0.865764 | 0.710086 | 0.282398 | 0.117* | |
C5 | 0.8329 (13) | 0.3251 (14) | 0.5274 (11) | 0.096 (4) | |
H5A | 0.902071 | 0.355608 | 0.491232 | 0.144* | |
H5B | 0.799369 | 0.224053 | 0.522465 | 0.144* | |
H5C | 0.881017 | 0.374023 | 0.595751 | 0.144* | |
C4 | 0.5808 (13) | 0.2930 (12) | 0.5293 (9) | 0.087 (3) | |
H4A | 0.616133 | 0.333903 | 0.599113 | 0.131* | |
H4B | 0.551519 | 0.191744 | 0.518965 | 0.131* | |
H4C | 0.496813 | 0.312093 | 0.497687 | 0.131* | |
C17 | 0.3612 (16) | −0.0492 (13) | 0.1562 (10) | 0.098 (4) | |
H17A | 0.266206 | −0.127744 | 0.123813 | 0.147* | |
H17B | 0.432664 | −0.084686 | 0.186421 | 0.147* | |
H17C | 0.393524 | 0.002177 | 0.108292 | 0.147* | |
C12 | 0.7290 (12) | 0.9242 (11) | 0.3616 (10) | 0.090 (3) | |
H12A | 0.669298 | 0.920510 | 0.404052 | 0.134* | |
H12B | 0.684683 | 0.944638 | 0.300325 | 0.134* | |
H12C | 0.827442 | 0.997775 | 0.393559 | 0.134* | |
C25 | 0.2120 (17) | 0.5308 (10) | 0.1672 (8) | 0.091 (4) | |
H25A | 0.113878 | 0.492986 | 0.173056 | 0.137* | |
H25B | 0.230173 | 0.618780 | 0.145494 | 0.137* | |
H25C | 0.284356 | 0.547994 | 0.230528 | 0.137* | |
C18 | 0.3170 (15) | −0.0197 (16) | 0.3140 (10) | 0.104 (4) | |
H18A | 0.341442 | 0.052121 | 0.371433 | 0.156* | |
H18B | 0.375904 | −0.073390 | 0.329380 | 0.156* | |
H18C | 0.213205 | −0.082689 | 0.294515 | 0.156* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sb1 | 0.0356 (3) | 0.0474 (3) | 0.0424 (3) | 0.0100 (2) | 0.01266 (18) | 0.0125 (2) |
I2 | 0.0580 (3) | 0.0685 (4) | 0.0463 (3) | 0.0164 (3) | 0.0135 (2) | −0.0012 (2) |
I1 | 0.0674 (4) | 0.1199 (6) | 0.0894 (5) | 0.0631 (4) | 0.0303 (3) | 0.0386 (4) |
N2 | 0.031 (2) | 0.041 (3) | 0.034 (2) | 0.010 (2) | 0.0095 (19) | 0.008 (2) |
N1 | 0.034 (2) | 0.043 (3) | 0.036 (2) | 0.006 (2) | 0.008 (2) | 0.006 (2) |
C14 | 0.035 (3) | 0.034 (3) | 0.036 (3) | 0.008 (2) | 0.012 (2) | 0.005 (2) |
C15 | 0.046 (3) | 0.035 (3) | 0.042 (3) | 0.015 (3) | 0.017 (3) | 0.004 (3) |
C13 | 0.037 (3) | 0.034 (3) | 0.037 (3) | 0.014 (2) | 0.011 (2) | 0.010 (2) |
C1 | 0.029 (3) | 0.041 (3) | 0.037 (3) | 0.007 (2) | 0.008 (2) | 0.004 (2) |
C2 | 0.040 (3) | 0.054 (4) | 0.038 (3) | 0.015 (3) | 0.009 (3) | 0.007 (3) |
C22 | 0.035 (3) | 0.045 (3) | 0.040 (3) | 0.012 (3) | 0.009 (2) | 0.011 (3) |
C9 | 0.038 (3) | 0.047 (3) | 0.048 (4) | 0.012 (3) | 0.011 (3) | 0.006 (3) |
C21 | 0.036 (3) | 0.070 (5) | 0.056 (4) | 0.018 (3) | 0.013 (3) | 0.012 (4) |
C23 | 0.048 (4) | 0.060 (4) | 0.053 (4) | 0.029 (3) | 0.019 (3) | 0.026 (3) |
C20 | 0.036 (3) | 0.060 (4) | 0.067 (5) | 0.002 (3) | 0.017 (3) | 0.003 (4) |
C19 | 0.052 (4) | 0.037 (3) | 0.070 (5) | 0.009 (3) | 0.028 (4) | 0.008 (3) |
C16 | 0.057 (4) | 0.042 (3) | 0.077 (5) | 0.024 (3) | 0.018 (4) | 0.017 (4) |
C7 | 0.059 (5) | 0.071 (5) | 0.043 (4) | 0.014 (4) | 0.003 (3) | −0.005 (4) |
C8 | 0.051 (4) | 0.052 (4) | 0.059 (4) | 0.008 (4) | 0.004 (3) | −0.008 (4) |
C11 | 0.043 (4) | 0.051 (4) | 0.063 (5) | 0.005 (3) | 0.000 (3) | 0.018 (4) |
C3 | 0.059 (4) | 0.062 (4) | 0.055 (4) | 0.022 (4) | 0.014 (3) | 0.024 (4) |
C6 | 0.057 (4) | 0.079 (5) | 0.035 (3) | 0.028 (4) | 0.007 (3) | 0.013 (3) |
C24 | 0.077 (6) | 0.100 (7) | 0.063 (5) | 0.049 (6) | 0.021 (4) | 0.042 (5) |
C10 | 0.067 (5) | 0.090 (7) | 0.056 (5) | 0.011 (5) | 0.017 (4) | 0.019 (5) |
C5 | 0.077 (7) | 0.092 (8) | 0.131 (10) | 0.042 (6) | 0.035 (7) | 0.040 (7) |
C4 | 0.082 (7) | 0.081 (7) | 0.091 (7) | 0.019 (6) | 0.030 (6) | 0.037 (6) |
C17 | 0.122 (10) | 0.087 (7) | 0.104 (9) | 0.065 (8) | 0.034 (8) | 0.017 (7) |
C12 | 0.075 (6) | 0.063 (5) | 0.119 (9) | 0.029 (5) | 0.007 (6) | 0.033 (6) |
C25 | 0.152 (11) | 0.057 (5) | 0.076 (6) | 0.052 (7) | 0.040 (7) | 0.017 (5) |
C18 | 0.100 (9) | 0.129 (11) | 0.104 (9) | 0.062 (8) | 0.030 (7) | 0.061 (8) |
Geometric parameters (Å, º) top
Sb1—I2 | 2.8190 (6) | C7—C6 | 1.368 (13) |
Sb1—I1 | 2.7282 (8) | C8—H8 | 0.9500 |
Sb1—N2 | 2.105 (5) | C11—H11 | 1.0000 |
Sb1—N1 | 2.441 (5) | C11—C10 | 1.536 (14) |
N2—C14 | 1.439 (7) | C11—C12 | 1.525 (14) |
N2—C13 | 1.336 (8) | C3—H3 | 1.0000 |
N1—C13 | 1.287 (8) | C3—C5 | 1.506 (15) |
N1—C1 | 1.426 (8) | C3—C4 | 1.548 (14) |
C14—C15 | 1.411 (9) | C6—H6 | 0.9500 |
C14—C22 | 1.396 (9) | C24—H24A | 0.9800 |
C15—C19 | 1.383 (10) | C24—H24B | 0.9800 |
C15—C16 | 1.502 (11) | C24—H24C | 0.9800 |
C13—H13 | 0.9500 | C10—H10A | 0.9800 |
C1—C2 | 1.398 (9) | C10—H10B | 0.9800 |
C1—C9 | 1.406 (9) | C10—H10C | 0.9800 |
C2—C3 | 1.532 (11) | C5—H5A | 0.9800 |
C2—C6 | 1.394 (10) | C5—H5B | 0.9800 |
C22—C21 | 1.390 (9) | C5—H5C | 0.9800 |
C22—C23 | 1.520 (10) | C4—H4A | 0.9800 |
C9—C8 | 1.404 (10) | C4—H4B | 0.9800 |
C9—C11 | 1.510 (11) | C4—H4C | 0.9800 |
C21—H21 | 0.9500 | C17—H17A | 0.9800 |
C21—C20 | 1.372 (13) | C17—H17B | 0.9800 |
C23—H23 | 1.0000 | C17—H17C | 0.9800 |
C23—C24 | 1.536 (11) | C12—H12A | 0.9800 |
C23—C25 | 1.504 (13) | C12—H12B | 0.9800 |
C20—H20 | 0.9500 | C12—H12C | 0.9800 |
C20—C19 | 1.358 (12) | C25—H25A | 0.9800 |
C19—H19 | 0.9500 | C25—H25B | 0.9800 |
C16—H16 | 1.0000 | C25—H25C | 0.9800 |
C16—C17 | 1.515 (15) | C18—H18A | 0.9800 |
C16—C18 | 1.480 (15) | C18—H18B | 0.9800 |
C7—H7 | 0.9500 | C18—H18C | 0.9800 |
C7—C8 | 1.358 (13) | | |
| | | |
I1—Sb1—I2 | 95.93 (3) | C9—C11—C10 | 109.8 (7) |
C13—Sb1—I1 | 120.55 (10) | C9—C11—C12 | 114.2 (8) |
C13—Sb1—I2 | 94.87 (15) | C10—C11—H11 | 107.9 |
N2—Sb1—I2 | 91.24 (13) | C12—C11—H11 | 107.9 |
N2—Sb1—I1 | 100.11 (15) | C12—C11—C10 | 109.1 (9) |
N2—Sb1—N1 | 57.86 (17) | C2—C3—H3 | 107.5 |
N1—Sb1—I2 | 148.77 (12) | C2—C3—C4 | 110.3 (8) |
N1—Sb1—I1 | 86.23 (14) | C5—C3—C2 | 112.0 (8) |
C14—N2—Sb1 | 137.9 (4) | C5—C3—H3 | 107.5 |
C13—N2—Sb1 | 100.1 (4) | C5—C3—C4 | 111.7 (8) |
C13—N2—C14 | 121.5 (5) | C4—C3—H3 | 107.5 |
C13—N1—Sb1 | 86.3 (4) | C2—C6—H6 | 119.5 |
C13—N1—C1 | 123.0 (6) | C7—C6—C2 | 121.1 (7) |
C1—N1—Sb1 | 150.2 (4) | C7—C6—H6 | 119.5 |
C15—C14—N2 | 118.9 (6) | C23—C24—H24A | 109.5 |
C22—C14—N2 | 119.6 (5) | C23—C24—H24B | 109.5 |
C22—C14—C15 | 121.5 (6) | C23—C24—H24C | 109.5 |
C14—C15—C16 | 122.5 (6) | H24A—C24—H24B | 109.5 |
C19—C15—C14 | 116.8 (7) | H24A—C24—H24C | 109.5 |
C19—C15—C16 | 120.7 (6) | H24B—C24—H24C | 109.5 |
N2—C13—H13 | 122.3 | C11—C10—H10A | 109.5 |
N1—C13—N2 | 115.5 (6) | C11—C10—H10B | 109.5 |
N1—C13—H13 | 122.3 | C11—C10—H10C | 109.5 |
C2—C1—N1 | 120.8 (6) | H10A—C10—H10B | 109.5 |
C2—C1—C9 | 121.6 (6) | H10A—C10—H10C | 109.5 |
C9—C1—N1 | 117.5 (6) | H10B—C10—H10C | 109.5 |
C1—C2—C3 | 121.8 (6) | C3—C5—H5A | 109.5 |
C6—C2—C1 | 117.9 (7) | C3—C5—H5B | 109.5 |
C6—C2—C3 | 120.3 (7) | C3—C5—H5C | 109.5 |
C14—C22—C23 | 121.8 (6) | H5A—C5—H5B | 109.5 |
C21—C22—C14 | 117.9 (6) | H5A—C5—H5C | 109.5 |
C21—C22—C23 | 120.2 (7) | H5B—C5—H5C | 109.5 |
C1—C9—C11 | 120.8 (6) | C3—C4—H4A | 109.5 |
C8—C9—C1 | 117.2 (7) | C3—C4—H4B | 109.5 |
C8—C9—C11 | 121.9 (7) | C3—C4—H4C | 109.5 |
C22—C21—H21 | 119.4 | H4A—C4—H4B | 109.5 |
C20—C21—C22 | 121.1 (8) | H4A—C4—H4C | 109.5 |
C20—C21—H21 | 119.4 | H4B—C4—H4C | 109.5 |
C22—C23—H23 | 107.1 | C16—C17—H17A | 109.5 |
C22—C23—C24 | 111.7 (7) | C16—C17—H17B | 109.5 |
C24—C23—H23 | 107.1 | C16—C17—H17C | 109.5 |
C25—C23—C22 | 111.7 (7) | H17A—C17—H17B | 109.5 |
C25—C23—H23 | 107.1 | H17A—C17—H17C | 109.5 |
C25—C23—C24 | 111.8 (8) | H17B—C17—H17C | 109.5 |
C21—C20—H20 | 120.1 | C11—C12—H12A | 109.5 |
C19—C20—C21 | 119.8 (7) | C11—C12—H12B | 109.5 |
C19—C20—H20 | 120.1 | C11—C12—H12C | 109.5 |
C15—C19—H19 | 118.7 | H12A—C12—H12B | 109.5 |
C20—C19—C15 | 122.6 (7) | H12A—C12—H12C | 109.5 |
C20—C19—H19 | 118.7 | H12B—C12—H12C | 109.5 |
C15—C16—H16 | 107.1 | C23—C25—H25A | 109.5 |
C15—C16—C17 | 109.1 (8) | C23—C25—H25B | 109.5 |
C17—C16—H16 | 107.1 | C23—C25—H25C | 109.5 |
C18—C16—C15 | 114.4 (8) | H25A—C25—H25B | 109.5 |
C18—C16—H16 | 107.1 | H25A—C25—H25C | 109.5 |
C18—C16—C17 | 111.5 (9) | H25B—C25—H25C | 109.5 |
C8—C7—H7 | 119.6 | C16—C18—H18A | 109.5 |
C8—C7—C6 | 120.8 (7) | C16—C18—H18B | 109.5 |
C6—C7—H7 | 119.6 | C16—C18—H18C | 109.5 |
C9—C8—H8 | 119.3 | H18A—C18—H18B | 109.5 |
C7—C8—C9 | 121.3 (8) | H18A—C18—H18C | 109.5 |
C7—C8—H8 | 119.3 | H18B—C18—H18C | 109.5 |
C9—C11—H11 | 107.9 | | |
| | | |
Sb1—N2—C14—C15 | 107.9 (7) | C1—C2—C3—C5 | 126.6 (9) |
Sb1—N2—C14—C22 | −71.2 (9) | C1—C2—C3—C4 | −108.3 (9) |
Sb1—N2—C13—N1 | −5.1 (6) | C1—C2—C6—C7 | −2.4 (12) |
Sb1—N1—C13—N2 | 4.4 (5) | C1—C9—C8—C7 | 2.0 (12) |
Sb1—N1—C1—C2 | −122.5 (8) | C1—C9—C11—C10 | −84.6 (9) |
Sb1—N1—C1—C9 | 54.6 (12) | C1—C9—C11—C12 | 152.4 (8) |
N2—C14—C15—C19 | 175.2 (6) | C2—C1—C9—C8 | −4.2 (11) |
N2—C14—C15—C16 | −5.4 (10) | C2—C1—C9—C11 | 172.6 (7) |
N2—C14—C22—C21 | −175.0 (6) | C22—C14—C15—C19 | −5.8 (10) |
N2—C14—C22—C23 | 3.3 (10) | C22—C14—C15—C16 | 173.7 (7) |
N1—C1—C2—C3 | 1.9 (11) | C22—C21—C20—C19 | −1.0 (13) |
N1—C1—C2—C6 | −178.6 (7) | C9—C1—C2—C3 | −175.1 (7) |
N1—C1—C9—C8 | 178.7 (7) | C9—C1—C2—C6 | 4.4 (11) |
N1—C1—C9—C11 | −4.4 (10) | C21—C22—C23—C24 | −43.7 (10) |
C14—N2—C13—N1 | −178.3 (6) | C21—C22—C23—C25 | 82.3 (10) |
C14—C15—C19—C20 | 2.2 (11) | C21—C20—C19—C15 | 1.1 (13) |
C14—C15—C16—C17 | −103.9 (9) | C23—C22—C21—C20 | 179.1 (7) |
C14—C15—C16—C18 | 130.4 (9) | C19—C15—C16—C17 | 75.6 (10) |
C14—C22—C21—C20 | −2.5 (11) | C19—C15—C16—C18 | −50.2 (11) |
C14—C22—C23—C24 | 138.0 (7) | C16—C15—C19—C20 | −177.3 (8) |
C14—C22—C23—C25 | −96.0 (10) | C8—C9—C11—C10 | 92.0 (10) |
C15—C14—C22—C21 | 5.9 (10) | C8—C9—C11—C12 | −30.9 (11) |
C15—C14—C22—C23 | −175.7 (7) | C8—C7—C6—C2 | 0.3 (15) |
C13—N2—C14—C15 | −82.1 (8) | C11—C9—C8—C7 | −174.8 (9) |
C13—N2—C14—C22 | 98.8 (7) | C3—C2—C6—C7 | 177.1 (8) |
C13—N1—C1—C2 | 68.7 (9) | C6—C2—C3—C5 | −52.9 (11) |
C13—N1—C1—C9 | −114.2 (7) | C6—C2—C3—C4 | 72.2 (10) |
C1—N1—C13—N2 | 178.8 (6) | C6—C7—C8—C9 | −0.1 (15) |