Rhodium complexes have potential uses in both catalysis and promoting the cleavage of C—C bonds. In order to further our understanding of these species and their potential applications, it is vital to obtain insight into the bonding within the species, particularly the Rh—C interactions, and to this end experimental charge-density studies have been undertaken on the title complexes. High-resolution single-crystal datasets to sin θ/λ = 1.06 Å−1 were obtained at 100 K and analysed using Bader's `Atoms in Molecules' (AIM) approach. The results of the studies have provided unique insights into the bonding involving rhodium and highlight the importance of undertaking such investigations for transition metal compounds.
Supporting information
CCDC references: 798607; 798608
For both structures, data collection: CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.33.5 (release 18-04-2008 CrysAlis171 .NET) (compiled Apr 18 2008,18:17:43); cell refinement: CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.33.5 (release 18-04-2008 CrysAlis171 .NET) (compiled Apr 18 2008,18:17:43); data reduction: CrysAlis PRO, Oxford Diffraction Ltd., Version 1.171.33.5 (release 18-04-2008 CrysAlis171 .NET) (compiled Apr 18 2008,18:17:43); program(s) used to solve structure: SHELXS97 (Sheldrick, 1998); program(s) used to refine structure: Volkov et al., (2006); molecular graphics: Volkov et al., (2006); software used to prepare material for publication: Volkov et al., (2006).
Crystal data top
C19H35ClPRh | F(000) = 904 |
Mr = 432.80 | Dx = 1.505 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 123970 reflections |
a = 8.43502 (5) Å | θ = 2.9–50.4° |
b = 13.97075 (6) Å | µ = 1.11 mm−1 |
c = 16.67516 (7) Å | T = 100 K |
β = 103.5630 (5)° | Block, red |
V = 1910.26 (2) Å3 | 0.40 × 0.36 × 0.26 mm |
Z = 4 | |
Data collection top
Xcalibur, Sapphire3, Gemini ultra diffractometer | 19057 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 17131 reflections with I > 3 σ(I) |
Graphite monochromator | Rint = 0.029 |
Detector resolution: 16.1511 pixels mm-1 | θmax = 48.9°, θmin = 2.9° |
CCD scans | h = −17→17 |
Absorption correction: analytical CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May 6 2009,17:20:42)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) | k = −29→29 |
Tmin = 0.717, Tmax = 0.799 | l = −35→35 |
198001 measured reflections | |
Refinement top
Refinement on F | 430 parameters |
Least-squares matrix: full | 0 restraints |
R[F2 > 2σ(F2)] = 0.012 | w1 = 1/[s2(Fo)] |
wR(F2) = 0.011 | (Δ/σ)max < 0.001 |
S = 1.30 | Δρmax = 0.32 e Å−3 |
16456 reflections | Δρmin = −0.40 e Å−3 |
Special details top
Geometry. Bond distances, angles etc. have been calculated using the rounded
fractional coordinates. All su's are estimated from the variances of the
(full) variance-covariance matrix. The cell e.s.d.'s are taken into account in
the estimation of distances, angles and torsion angles |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
RH(1) | 0.614419 (3) | 0.373422 (2) | 0.148656 (1) | 0.009 | |
CL(1) | 0.356394 (13) | 0.296758 (8) | 0.100428 (6) | 0.018 | |
P(1) | 0.584554 (9) | 0.424741 (5) | 0.283789 (4) | 0.008 | |
C(1) | 0.69701 (5) | 0.30137 (3) | 0.04903 (2) | 0.013 | |
C(2) | 0.63092 (5) | 0.38978 (3) | 0.02057 (2) | 0.013 | |
C(3) | 0.77198 (5) | 0.46234 (3) | 0.03969 (2) | 0.013 | |
C(4) | 0.80307 (4) | 0.46644 (2) | 0.13427 (2) | 0.011 | |
C(5) | 0.86991 (4) | 0.37619 (3) | 0.163219 (19) | 0.011 | |
C(6) | 0.87970 (5) | 0.31859 (3) | 0.08586 (2) | 0.013 | |
C(7) | 0.91651 (5) | 0.39926 (3) | 0.02952 (2) | 0.014 | |
C(8) | 0.78209 (4) | 0.45424 (2) | 0.364435 (18) | 0.011 | |
C(9) | 0.90108 (4) | 0.51723 (2) | 0.32970 (2) | 0.014 | |
C(10) | 0.87508 (4) | 0.36015 (2) | 0.39196 (2) | 0.016 | |
C(11) | 0.75500 (4) | 0.50782 (3) | 0.440970 (19) | 0.016 | |
C(12) | 0.47654 (4) | 0.32850 (2) | 0.333828 (19) | 0.012 | |
C(13) | 0.48939 (5) | 0.33767 (3) | 0.42721 (2) | 0.017 | |
C(14) | 0.54697 (5) | 0.23069 (2) | 0.31632 (2) | 0.017 | |
C(15) | 0.29263 (4) | 0.32519 (3) | 0.29301 (2) | 0.017 | |
C(16) | 0.45233 (4) | 0.53735 (2) | 0.268235 (18) | 0.011 | |
C(17) | 0.55391 (4) | 0.62318 (2) | 0.25070 (2) | 0.016 | |
C(18) | 0.31657 (4) | 0.52363 (3) | 0.18922 (2) | 0.017 | |
C(19) | 0.37342 (4) | 0.56541 (2) | 0.33940 (2) | 0.015 | |
H(1) | 0.633655 | 0.232192 | 0.036903 | 0.028 | |
H(2) | 0.508384 | 0.402935 | −0.018444 | 0.023 | |
H(3) | 0.752549 | 0.530748 | 0.006158 | 0.029 | |
H(4) | 0.817243 | 0.534977 | 0.16767 | 0.021 | |
H(5) | 0.946175 | 0.360724 | 0.224966 | 0.024 | |
H(6) | 0.964108 | 0.2574 | 0.096809 | 0.024 | |
H(7A) | 0.907919 | 0.376231 | −0.03444 | 0.023 | |
H(7B) | 1.036143 | 0.432838 | 0.05369 | 0.03 | |
H(9A) | 0.848886 | 0.583319 | 0.301833 | 0.03 | |
H(9B) | 0.99952 | 0.535608 | 0.381563 | 0.031 | |
H(9C) | 0.949833 | 0.481063 | 0.283506 | 0.027 | |
H(10A) | 0.886491 | 0.316382 | 0.340218 | 0.023 | |
H(10B) | 0.99743 | 0.378144 | 0.425114 | 0.029 | |
H(10C) | 0.824317 | 0.31787 | 0.434074 | 0.024 | |
H(11A) | 0.716713 | 0.580674 | 0.425735 | 0.028 | |
H(11B) | 0.668217 | 0.473822 | 0.470202 | 0.031 | |
H(11C) | 0.86871 | 0.504968 | 0.487057 | 0.036 | |
H(13A) | 0.441367 | 0.40444 | 0.444041 | 0.027 | |
H(13B) | 0.61159 | 0.325783 | 0.463731 | 0.025 | |
H(13C) | 0.413241 | 0.282725 | 0.444134 | 0.031 | |
H(14A) | 0.53156 | 0.219476 | 0.250861 | 0.037 | |
H(14B) | 0.67602 | 0.223751 | 0.343201 | 0.031 | |
H(14C) | 0.486183 | 0.173979 | 0.341415 | 0.032 | |
H(15A) | 0.265344 | 0.315374 | 0.226948 | 0.029 | |
H(15B) | 0.22408 | 0.386844 | 0.304634 | 0.027 | |
H(15C) | 0.241553 | 0.26522 | 0.319189 | 0.031 | |
H(17A) | 0.61477 | 0.607032 | 0.202097 | 0.031 | |
H(17B) | 0.641297 | 0.649258 | 0.304315 | 0.023 | |
H(17C) | 0.472923 | 0.683096 | 0.231662 | 0.032 | |
H(18A) | 0.367088 | 0.512053 | 0.136195 | 0.03 | |
H(18B) | 0.232927 | 0.465505 | 0.190791 | 0.033 | |
H(18C) | 0.244572 | 0.588329 | 0.179058 | 0.035 | |
H(19A) | 0.303132 | 0.630151 | 0.323461 | 0.034 | |
H(19B) | 0.459896 | 0.578888 | 0.397185 | 0.028 | |
H(19C) | 0.290056 | 0.511067 | 0.350527 | 0.03 | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
RH(1) | 0.008908 (11) | 0.009296 (10) | 0.007749 (9) | −0.000830 (7) | 0.002308 (6) | −0.000872 (7) |
CL(1) | 0.01389 (4) | 0.02263 (4) | 0.01613 (4) | −0.00683 (3) | 0.00357 (3) | −0.00589 (3) |
P(1) | 0.00757 (3) | 0.00781 (3) | 0.00760 (2) | −0.000207 (19) | 0.001901 (19) | −0.000300 (18) |
C(1) | 0.01645 (15) | 0.01240 (12) | 0.01183 (11) | −0.00021 (10) | 0.00445 (10) | −0.00246 (9) |
C(2) | 0.01345 (14) | 0.01630 (13) | 0.00962 (10) | 0.00152 (10) | 0.00237 (9) | 0.00018 (9) |
C(3) | 0.01478 (14) | 0.01277 (12) | 0.01168 (11) | 0.00224 (10) | 0.00557 (10) | 0.00283 (9) |
C(4) | 0.01227 (13) | 0.01041 (11) | 0.01166 (11) | −0.00036 (9) | 0.00404 (9) | −0.00026 (8) |
C(5) | 0.01097 (12) | 0.01262 (11) | 0.01029 (10) | 0.00114 (10) | 0.00272 (8) | 0.00086 (9) |
C(6) | 0.01468 (14) | 0.01214 (12) | 0.01254 (11) | 0.00306 (10) | 0.00563 (10) | 0.00087 (9) |
C(7) | 0.01537 (15) | 0.01610 (13) | 0.01376 (12) | 0.00246 (11) | 0.00784 (11) | 0.00226 (10) |
C(8) | 0.01001 (11) | 0.01332 (10) | 0.00938 (9) | −0.00005 (8) | 0.00078 (8) | −0.00129 (8) |
C(9) | 0.01113 (12) | 0.01740 (12) | 0.01450 (11) | −0.00352 (9) | 0.00224 (9) | −0.00257 (9) |
C(10) | 0.01356 (13) | 0.01784 (12) | 0.01456 (11) | 0.00402 (9) | 0.00061 (9) | 0.00173 (9) |
C(11) | 0.01497 (13) | 0.01961 (13) | 0.01126 (10) | −0.00063 (10) | 0.00174 (9) | −0.00461 (9) |
C(12) | 0.01336 (12) | 0.01053 (10) | 0.01295 (10) | −0.00141 (8) | 0.00587 (9) | 0.00015 (8) |
C(13) | 0.02213 (15) | 0.01739 (13) | 0.01348 (11) | −0.00106 (11) | 0.00873 (10) | 0.00204 (9) |
C(14) | 0.02113 (15) | 0.00950 (10) | 0.02186 (13) | −0.00025 (9) | 0.00905 (11) | 0.00045 (9) |
C(15) | 0.01281 (13) | 0.01747 (12) | 0.02060 (13) | −0.00472 (10) | 0.00656 (10) | −0.00319 (10) |
C(16) | 0.01119 (11) | 0.01008 (9) | 0.01194 (10) | 0.00180 (8) | 0.00217 (8) | −0.00019 (7) |
C(17) | 0.01772 (13) | 0.01032 (10) | 0.02013 (12) | 0.00110 (9) | 0.00506 (10) | 0.00209 (9) |
C(18) | 0.01474 (13) | 0.01748 (12) | 0.01494 (11) | 0.00391 (10) | −0.00172 (9) | −0.00003 (9) |
C(19) | 0.01457 (13) | 0.01550 (11) | 0.01699 (12) | 0.00288 (9) | 0.00565 (10) | −0.00313 (9) |
Geometric parameters (Å, º) top
RH(1)—CL(1) | 2.3895 (1) | C(10)—H(10A) | 1.0800 |
RH(1)—P(1) | 2.4334 (1) | C(10)—H(10B) | 1.0800 |
RH(1)—C(1) | 2.1911 (3) | C(10)—H(10C) | 1.0800 |
RH(1)—C(2) | 2.1846 (3) | C(11)—H(11A) | 1.0800 |
RH(1)—C(4) | 2.1113 (3) | C(11)—H(11B) | 1.0800 |
RH(1)—C(5) | 2.1117 (3) | C(11)—H(11C) | 1.0800 |
P(1)—C(8) | 1.9245 (3) | C(12)—C(13) | 1.5407 (4) |
P(1)—C(12) | 1.9211 (3) | C(12)—C(14) | 1.5449 (5) |
P(1)—C(16) | 1.9107 (3) | C(12)—C(15) | 1.5416 (5) |
C(1)—C(2) | 1.3919 (5) | C(13)—H(13A) | 1.0800 |
C(1)—C(6) | 1.5381 (6) | C(13)—H(13B) | 1.0800 |
C(1)—H(1) | 1.1000 | C(13)—H(13C) | 1.0800 |
C(2)—C(3) | 1.5386 (5) | C(14)—H(14A) | 1.0800 |
C(2)—H(2) | 1.1000 | C(14)—H(14B) | 1.0800 |
C(3)—C(4) | 1.5379 (5) | C(14)—H(14C) | 1.0800 |
C(3)—C(7) | 1.5455 (5) | C(15)—H(15A) | 1.0800 |
C(3)—H(3) | 1.1000 | C(15)—H(15B) | 1.0800 |
C(4)—C(5) | 1.4188 (5) | C(15)—H(15C) | 1.0800 |
C(4)—H(4) | 1.1000 | C(16)—C(17) | 1.5411 (5) |
C(5)—C(6) | 1.5390 (5) | C(16)—C(18) | 1.5415 (4) |
C(5)—H(5) | 1.1000 | C(16)—C(19) | 1.5412 (5) |
C(6)—C(7) | 1.5447 (5) | C(17)—H(17A) | 1.0800 |
C(6)—H(6) | 1.1000 | C(17)—H(17B) | 1.0800 |
C(7)—H(7A) | 1.1000 | C(17)—H(17C) | 1.0800 |
C(7)—H(7B) | 1.1000 | C(18)—H(18A) | 1.0800 |
C(8)—C(9) | 1.5460 (5) | C(18)—H(18B) | 1.0800 |
C(8)—C(10) | 1.5444 (4) | C(18)—H(18C) | 1.0800 |
C(8)—C(11) | 1.5421 (4) | C(19)—H(19A) | 1.0800 |
C(9)—H(9A) | 1.0800 | C(19)—H(19B) | 1.0800 |
C(9)—H(9B) | 1.0800 | C(19)—H(19C) | 1.0800 |
C(9)—H(9C) | 1.0800 | | |
| | | |
CL(1)—RH(1)—P(1) | 99.195 (3) | C(10)—C(8)—C(11) | 109.31 (3) |
CL(1)—RH(1)—C(1) | 88.016 (11) | C(8)—C(9)—H(9A) | 114.39 |
CL(1)—RH(1)—C(2) | 88.835 (11) | C(8)—C(9)—H(9B) | 106.27 |
CL(1)—RH(1)—C(4) | 152.738 (10) | C(8)—C(9)—H(9C) | 112.96 |
CL(1)—RH(1)—C(5) | 150.614 (10) | H(9A)—C(9)—H(9B) | 107.49 |
P(1)—RH(1)—C(1) | 163.294 (10) | H(9A)—C(9)—H(9C) | 106.14 |
P(1)—RH(1)—C(2) | 156.732 (10) | H(9B)—C(9)—H(9C) | 109.42 |
P(1)—RH(1)—C(4) | 99.690 (9) | C(8)—C(10)—H(10A) | 112.25 |
P(1)—RH(1)—C(5) | 102.274 (9) | C(8)—C(10)—H(10B) | 108.16 |
C(1)—RH(1)—C(2) | 37.094 (14) | C(8)—C(10)—H(10C) | 114.05 |
C(1)—RH(1)—C(4) | 79.309 (14) | H(10A)—C(10)—H(10B) | 106.69 |
C(1)—RH(1)—C(5) | 66.312 (14) | H(10A)—C(10)—H(10C) | 109.46 |
C(2)—RH(1)—C(4) | 66.548 (14) | H(10B)—C(10)—H(10C) | 105.75 |
C(2)—RH(1)—C(5) | 79.236 (14) | C(8)—C(11)—H(11A) | 110.91 |
C(4)—RH(1)—C(5) | 39.263 (13) | C(8)—C(11)—H(11B) | 114.06 |
RH(1)—P(1)—C(8) | 116.711 (10) | C(8)—C(11)—H(11C) | 106.96 |
RH(1)—P(1)—C(12) | 111.016 (10) | H(11A)—C(11)—H(11B) | 108.89 |
RH(1)—P(1)—C(16) | 107.506 (10) | H(11A)—C(11)—H(11C) | 111.64 |
C(8)—P(1)—C(12) | 105.512 (14) | H(11B)—C(11)—H(11C) | 104.21 |
C(8)—P(1)—C(16) | 107.500 (14) | P(1)—C(12)—C(13) | 116.92 (2) |
C(12)—P(1)—C(16) | 108.303 (15) | P(1)—C(12)—C(14) | 107.12 (2) |
RH(1)—C(1)—C(2) | 71.20 (2) | P(1)—C(12)—C(15) | 111.09 (2) |
RH(1)—C(1)—C(6) | 95.30 (2) | C(13)—C(12)—C(14) | 108.99 (3) |
RH(1)—C(1)—H(1) | 108.41 | C(13)—C(12)—C(15) | 105.89 (3) |
C(2)—C(1)—C(6) | 106.32 (3) | C(14)—C(12)—C(15) | 106.37 (3) |
C(2)—C(1)—H(1) | 125.34 | C(12)—C(13)—H(13A) | 113.12 |
C(6)—C(1)—H(1) | 127.51 | C(12)—C(13)—H(13B) | 112.88 |
RH(1)—C(2)—C(1) | 71.71 (2) | C(12)—C(13)—H(13C) | 107.44 |
RH(1)—C(2)—C(3) | 95.15 (2) | H(13A)—C(13)—H(13B) | 110.66 |
RH(1)—C(2)—H(2) | 109.23 | H(13A)—C(13)—H(13C) | 105.29 |
C(1)—C(2)—C(3) | 106.59 (3) | H(13B)—C(13)—H(13C) | 106.91 |
C(1)—C(2)—H(2) | 126.56 | C(12)—C(14)—H(14A) | 111.03 |
C(3)—C(2)—H(2) | 125.89 | C(12)—C(14)—H(14B) | 113.32 |
C(2)—C(3)—C(4) | 100.06 (3) | C(12)—C(14)—H(14C) | 109.70 |
C(2)—C(3)—C(7) | 101.14 (3) | H(14A)—C(14)—H(14B) | 106.09 |
C(2)—C(3)—H(3) | 116.83 | H(14A)—C(14)—H(14C) | 109.24 |
C(4)—C(3)—C(7) | 100.64 (3) | H(14B)—C(14)—H(14C) | 107.29 |
C(4)—C(3)—H(3) | 117.27 | C(12)—C(15)—H(15A) | 113.94 |
C(7)—C(3)—H(3) | 117.84 | C(12)—C(15)—H(15B) | 114.99 |
RH(1)—C(4)—C(3) | 98.15 (2) | C(12)—C(15)—H(15C) | 107.48 |
RH(1)—C(4)—C(5) | 70.39 (2) | H(15A)—C(15)—H(15B) | 106.82 |
RH(1)—C(4)—H(4) | 118.27 | H(15A)—C(15)—H(15C) | 107.70 |
C(3)—C(4)—C(5) | 105.92 (3) | H(15B)—C(15)—H(15C) | 105.37 |
C(3)—C(4)—H(4) | 121.59 | P(1)—C(16)—C(17) | 109.49 (2) |
C(5)—C(4)—H(4) | 127.87 | P(1)—C(16)—C(18) | 107.85 (2) |
RH(1)—C(5)—C(4) | 70.35 (2) | P(1)—C(16)—C(19) | 116.66 (2) |
RH(1)—C(5)—C(6) | 98.51 (2) | C(17)—C(16)—C(18) | 105.62 (3) |
RH(1)—C(5)—H(5) | 117.45 | C(17)—C(16)—C(19) | 107.94 (3) |
C(4)—C(5)—C(6) | 105.94 (3) | C(18)—C(16)—C(19) | 108.74 (3) |
C(4)—C(5)—H(5) | 126.27 | C(16)—C(17)—H(17A) | 111.30 |
C(6)—C(5)—H(5) | 123.18 | C(16)—C(17)—H(17B) | 114.04 |
C(1)—C(6)—C(5) | 99.83 (3) | C(16)—C(17)—H(17C) | 108.50 |
C(1)—C(6)—C(7) | 101.34 (3) | H(17A)—C(17)—H(17B) | 109.84 |
C(1)—C(6)—H(6) | 119.58 | H(17A)—C(17)—H(17C) | 108.70 |
C(5)—C(6)—C(7) | 100.73 (3) | H(17B)—C(17)—H(17C) | 104.10 |
C(5)—C(6)—H(6) | 115.28 | C(16)—C(18)—H(18A) | 111.21 |
C(7)—C(6)—H(6) | 116.96 | C(16)—C(18)—H(18B) | 115.56 |
C(3)—C(7)—C(6) | 94.19 (3) | C(16)—C(18)—H(18C) | 107.92 |
C(3)—C(7)—H(7A) | 113.51 | H(18A)—C(18)—H(18B) | 107.02 |
C(3)—C(7)—H(7B) | 113.33 | H(18A)—C(18)—H(18C) | 108.19 |
C(6)—C(7)—H(7A) | 113.53 | H(18B)—C(18)—H(18C) | 106.65 |
C(6)—C(7)—H(7B) | 112.72 | C(16)—C(19)—H(19A) | 109.56 |
H(7A)—C(7)—H(7B) | 109.04 | C(16)—C(19)—H(19B) | 114.08 |
P(1)—C(8)—C(9) | 113.07 (2) | C(16)—C(19)—H(19C) | 111.70 |
P(1)—C(8)—C(10) | 108.76 (2) | H(19A)—C(19)—H(19B) | 106.88 |
P(1)—C(8)—C(11) | 114.22 (2) | H(19A)—C(19)—H(19C) | 106.80 |
C(9)—C(8)—C(10) | 105.47 (3) | H(19B)—C(19)—H(19C) | 107.46 |
C(9)—C(8)—C(11) | 105.60 (3) | | |
Crystal data top
C25H41ClPRh | Z = 4 |
Mr = 510.91 | F(000) = 1072 |
Monoclinic, P21/n | Dx = 1.448 Mg m−3 |
Hall symbol: -P 2yn | Mo Kα radiation, λ = 0.71073 Å |
a = 10.21309 (7) Å | Cell parameters from 46899 reflections |
b = 15.82275 (8) Å | θ = 2.6–50.4° |
c = 14.64123 (8) Å | µ = 0.92 mm−1 |
β = 97.7784 (6)° | T = 100 K |
V = 2344.24 (5) Å3 | Block, orange |
Data collection top
Xcalibur, Sapphire3, Gemini ultra diffractometer | 24737 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 21046 reflections with I > 3 σ(I) |
Graphite monochromator | Rint = 0.048 |
Detector resolution: 16.1511 pixels mm-1 | θmax = 48.9°, θmin = 2.6° |
CCD scans | h = −21→21 |
Absorption correction: analytical CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May 6 2009,17:20:42)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) | k = −33→33 |
| l = −31→31 |
297875 measured reflections | |
Refinement top
Refinement on F | 517 parameters |
Least-squares matrix: full | 0 restraints |
R[F2 > 2σ(F2)] = 0.016 | w1 = 1/[s2(Fo)] |
wR(F2) = 0.013 | (Δ/σ)max < 0.001 |
S = 1.23 | Δρmax = 0.41 e Å−3 |
18953 reflections | Δρmin = −0.39 e Å−3 |
Special details top
Experimental. Absorption corrections were applied to the two datasets separately. |
Geometry. Bond distances, angles etc. have been calculated using the rounded
fractional coordinates. All su's are estimated from the variances of the
(full) variance-covariance matrix. The cell e.s.d.'s are taken into account in
the estimation of distances, angles and torsion angles |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
RH(1) | 0.243360 (3) | 0.581601 (2) | 0.456144 (2) | 0.008 | |
CL(1) | 0.306364 (11) | 0.685410 (6) | 0.567990 (7) | 0.016 | |
P(1) | 0.194337 (9) | 0.678935 (5) | 0.338331 (6) | 0.008 | |
C(1) | 0.34441 (5) | 0.47386 (3) | 0.53516 (3) | 0.013 | |
C(2) | 0.21672 (5) | 0.47989 (3) | 0.55645 (3) | 0.013 | |
C(3) | 0.12958 (4) | 0.42551 (3) | 0.48501 (3) | 0.012 | |
C(4) | 0.13265 (4) | 0.47861 (3) | 0.39703 (3) | 0.011 | |
C(5) | 0.26363 (5) | 0.47310 (3) | 0.37556 (3) | 0.012 | |
C(6) | 0.33866 (4) | 0.41568 (3) | 0.45039 (3) | 0.013 | |
C(7) | 0.22731 (5) | 0.35412 (3) | 0.46875 (3) | 0.014 | |
C(8) | 0.09143 (4) | 0.62939 (2) | 0.23835 (3) | 0.011 | |
C(9) | −0.05388 (4) | 0.62125 (2) | 0.25449 (3) | 0.013 | |
C(10) | −0.12606 (4) | 0.55725 (3) | 0.18735 (3) | 0.017 | |
C(11) | −0.11880 (5) | 0.58339 (3) | 0.08753 (3) | 0.02 | |
C(12) | 0.02483 (5) | 0.59788 (3) | 0.07137 (3) | 0.019 | |
C(13) | 0.09579 (4) | 0.66209 (3) | 0.13988 (3) | 0.014 | |
C(14) | 0.34204 (4) | 0.71671 (2) | 0.28971 (3) | 0.011 | |
C(15) | 0.42039 (4) | 0.64327 (2) | 0.25542 (3) | 0.014 | |
C(16) | 0.53376 (4) | 0.67671 (3) | 0.20700 (3) | 0.017 | |
C(17) | 0.62675 (5) | 0.73288 (3) | 0.27111 (3) | 0.019 | |
C(18) | 0.55030 (5) | 0.80435 (3) | 0.31031 (4) | 0.02 | |
C(19) | 0.43443 (4) | 0.77161 (3) | 0.35664 (3) | 0.017 | |
C(20) | 0.11715 (4) | 0.77916 (2) | 0.36938 (3) | 0.01 | |
C(21) | 0.00330 (4) | 0.76821 (2) | 0.42709 (3) | 0.013 | |
C(22) | −0.04077 (5) | 0.85435 (3) | 0.45988 (3) | 0.016 | |
C(23) | −0.08022 (5) | 0.91456 (3) | 0.37914 (3) | 0.018 | |
C(24) | 0.03186 (5) | 0.92464 (2) | 0.32070 (3) | 0.017 | |
C(25) | 0.07690 (4) | 0.83886 (2) | 0.28764 (3) | 0.014 | |
H(1) | 0.434668 | 0.497769 | 0.576644 | 0.03 | |
H(2) | 0.185549 | 0.50961 | 0.617912 | 0.028 | |
H(3) | 0.030705 | 0.408821 | 0.501152 | 0.022 | |
H(4) | 0.043601 | 0.490031 | 0.347326 | 0.022 | |
H(5) | 0.296699 | 0.482158 | 0.307787 | 0.027 | |
H(6) | 0.432639 | 0.388966 | 0.434938 | 0.022 | |
H(7A) | 0.254074 | 0.31417 | 0.529917 | 0.033 | |
H(7B) | 0.190493 | 0.314936 | 0.408674 | 0.03 | |
H(8) | 0.132364 | 0.565032 | 0.239601 | 0.022 | |
H(9A) | −0.061532 | 0.602877 | 0.326035 | 0.022 | |
H(9B) | −0.104639 | 0.682135 | 0.240518 | 0.026 | |
H(10A) | −0.079757 | 0.494844 | 0.200264 | 0.029 | |
H(10B) | −0.228856 | 0.549775 | 0.200677 | 0.031 | |
H(11A) | −0.164757 | 0.533918 | 0.04103 | 0.035 | |
H(11B) | −0.174225 | 0.642368 | 0.071543 | 0.032 | |
H(12A) | 0.078527 | 0.537597 | 0.081328 | 0.028 | |
H(12B) | 0.026276 | 0.619747 | 0.000197 | 0.033 | |
H(13A) | 0.19822 | 0.670196 | 0.125978 | 0.026 | |
H(13B) | 0.047498 | 0.724091 | 0.128905 | 0.025 | |
H(14) | 0.302936 | 0.75557 | 0.22989 | 0.02 | |
H(15A) | 0.354601 | 0.603414 | 0.20771 | 0.027 | |
H(15B) | 0.460997 | 0.603958 | 0.314501 | 0.029 | |
H(16A) | 0.493931 | 0.71426 | 0.146315 | 0.029 | |
H(16B) | 0.589222 | 0.623612 | 0.182531 | 0.028 | |
H(17A) | 0.70396 | 0.759438 | 0.233991 | 0.032 | |
H(17B) | 0.675134 | 0.693523 | 0.327809 | 0.029 | |
H(18A) | 0.511465 | 0.846451 | 0.253224 | 0.037 | |
H(18B) | 0.619999 | 0.839748 | 0.360035 | 0.042 | |
H(19A) | 0.379507 | 0.825857 | 0.379142 | 0.039 | |
H(19B) | 0.468329 | 0.733985 | 0.418521 | 0.028 | |
H(20) | 0.197928 | 0.80886 | 0.415704 | 0.022 | |
H(21A) | 0.03384 | 0.727538 | 0.487134 | 0.026 | |
H(21B) | −0.082523 | 0.738169 | 0.386236 | 0.024 | |
H(22A) | 0.041524 | 0.881543 | 0.506972 | 0.029 | |
H(22B) | −0.123991 | 0.845751 | 0.499441 | 0.034 | |
H(23A) | −0.10819 | 0.976248 | 0.405256 | 0.034 | |
H(23B) | −0.168093 | 0.889613 | 0.335772 | 0.035 | |
H(24A) | 0.115716 | 0.957201 | 0.360992 | 0.032 | |
H(24B) | 0.000444 | 0.965262 | 0.260759 | 0.033 | |
H(25A) | 0.159655 | 0.848359 | 0.247842 | 0.029 | |
H(25B) | −0.004436 | 0.809764 | 0.241267 | 0.025 | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
RH(1) | 0.008823 (13) | 0.007688 (11) | 0.008502 (12) | −0.000107 (10) | 0.001038 (7) | 0.000655 (9) |
CL(1) | 0.01966 (5) | 0.01316 (4) | 0.01366 (4) | −0.00116 (3) | −0.00131 (3) | −0.00297 (3) |
P(1) | 0.00850 (4) | 0.00767 (3) | 0.00924 (3) | 0.00002 (2) | 0.00122 (3) | 0.00073 (2) |
C(1) | 0.01246 (17) | 0.01237 (14) | 0.01447 (16) | −0.00012 (13) | −0.00078 (13) | 0.00288 (12) |
C(2) | 0.01543 (18) | 0.01242 (14) | 0.01137 (15) | −0.00102 (13) | 0.00285 (13) | 0.00154 (12) |
C(3) | 0.01227 (15) | 0.01092 (14) | 0.01463 (15) | −0.00137 (12) | 0.00306 (12) | 0.00196 (12) |
C(4) | 0.01141 (15) | 0.01028 (13) | 0.01240 (15) | −0.00088 (11) | 0.00052 (12) | 0.00068 (11) |
C(5) | 0.01413 (16) | 0.00997 (13) | 0.01201 (15) | 0.00081 (12) | 0.00376 (13) | 0.00039 (11) |
C(6) | 0.01225 (15) | 0.01035 (13) | 0.01715 (16) | 0.00186 (13) | 0.00289 (13) | 0.00192 (13) |
C(7) | 0.01628 (18) | 0.00943 (13) | 0.01737 (18) | −0.00022 (13) | 0.00249 (14) | 0.00223 (12) |
C(8) | 0.01117 (13) | 0.01034 (11) | 0.01056 (12) | 0.00045 (10) | 0.00005 (10) | 0.00036 (9) |
C(9) | 0.01060 (13) | 0.01187 (12) | 0.01558 (14) | −0.00037 (10) | 0.00010 (11) | −0.00103 (10) |
C(10) | 0.01425 (16) | 0.01343 (13) | 0.02149 (18) | −0.00174 (12) | −0.00264 (13) | −0.00259 (12) |
C(11) | 0.02043 (18) | 0.01766 (16) | 0.01839 (17) | 0.00111 (15) | −0.00679 (14) | −0.00371 (14) |
C(12) | 0.02352 (19) | 0.01890 (16) | 0.01246 (15) | 0.00161 (14) | −0.00183 (13) | −0.00234 (12) |
C(13) | 0.01722 (16) | 0.01497 (13) | 0.01071 (13) | −0.00003 (12) | 0.00006 (11) | 0.00152 (10) |
C(14) | 0.01020 (13) | 0.01073 (12) | 0.01203 (13) | −0.00011 (10) | 0.00271 (10) | 0.00052 (10) |
C(15) | 0.01279 (14) | 0.01310 (13) | 0.01575 (15) | 0.00226 (11) | 0.00353 (11) | 0.00008 (11) |
C(16) | 0.01438 (15) | 0.02170 (17) | 0.01539 (15) | 0.00320 (13) | 0.00571 (12) | 0.00051 (12) |
C(17) | 0.01149 (15) | 0.0274 (2) | 0.01829 (18) | −0.00029 (14) | 0.00450 (13) | 0.00183 (15) |
C(18) | 0.01515 (17) | 0.02249 (18) | 0.0247 (2) | −0.00741 (14) | 0.00787 (15) | −0.00379 (15) |
C(19) | 0.01361 (15) | 0.02105 (16) | 0.01826 (16) | −0.00651 (13) | 0.00584 (13) | −0.00611 (13) |
C(20) | 0.01088 (13) | 0.00852 (11) | 0.01238 (13) | 0.00065 (9) | 0.00271 (10) | 0.00108 (9) |
C(21) | 0.01359 (14) | 0.01081 (12) | 0.01506 (14) | 0.00108 (10) | 0.00536 (11) | 0.00163 (10) |
C(22) | 0.01934 (17) | 0.01381 (14) | 0.01733 (16) | 0.00424 (12) | 0.00678 (13) | 0.00033 (11) |
C(23) | 0.01879 (17) | 0.01439 (14) | 0.02220 (18) | 0.00651 (14) | 0.00597 (14) | 0.00271 (14) |
C(24) | 0.02034 (17) | 0.01008 (13) | 0.02248 (17) | 0.00286 (12) | 0.00656 (14) | 0.00394 (12) |
C(25) | 0.01691 (15) | 0.01106 (12) | 0.01514 (14) | 0.00284 (11) | 0.00463 (12) | 0.00358 (10) |
Geometric parameters (Å, º) top
RH(1)—CL(1) | 2.3469 (1) | C(12)—H(12A) | 1.1000 |
RH(1)—P(1) | 2.3160 (1) | C(12)—H(12B) | 1.1000 |
RH(1)—C(1) | 2.2330 (4) | C(13)—H(13A) | 1.1000 |
RH(1)—C(2) | 2.2201 (4) | C(13)—H(13B) | 1.1000 |
RH(1)—C(4) | 2.1019 (4) | C(14)—C(15) | 1.5334 (5) |
RH(1)—C(5) | 2.1091 (4) | C(14)—C(19) | 1.5346 (6) |
P(1)—C(8) | 1.8561 (4) | C(14)—H(14) | 1.1000 |
P(1)—C(14) | 1.8522 (4) | C(15)—C(16) | 1.5315 (6) |
P(1)—C(20) | 1.8547 (4) | C(15)—H(15A) | 1.1000 |
C(1)—C(2) | 1.3847 (7) | C(15)—H(15B) | 1.1000 |
C(1)—C(6) | 1.5401 (7) | C(16)—C(17) | 1.5269 (7) |
C(1)—H(1) | 1.1000 | C(16)—H(16A) | 1.1000 |
C(2)—C(3) | 1.5408 (6) | C(16)—H(16B) | 1.1000 |
C(2)—H(2) | 1.1000 | C(17)—C(18) | 1.5294 (7) |
C(3)—C(4) | 1.5418 (6) | C(17)—H(17A) | 1.1000 |
C(3)—C(7) | 1.5470 (6) | C(17)—H(17B) | 1.1000 |
C(3)—H(3) | 1.1000 | C(18)—C(19) | 1.5318 (6) |
C(4)—C(5) | 1.4177 (6) | C(18)—H(18A) | 1.1000 |
C(4)—H(4) | 1.1000 | C(18)—H(18B) | 1.1000 |
C(5)—C(6) | 1.5445 (6) | C(19)—H(19A) | 1.1000 |
C(5)—H(5) | 1.1000 | C(19)—H(19B) | 1.1000 |
C(6)—C(7) | 1.5483 (6) | C(20)—C(21) | 1.5370 (5) |
C(6)—H(6) | 1.1000 | C(20)—C(25) | 1.5363 (5) |
C(7)—H(7A) | 1.1000 | C(20)—H(20) | 1.1000 |
C(7)—H(7B) | 1.1000 | C(21)—C(22) | 1.5327 (5) |
C(8)—C(9) | 1.5396 (5) | C(21)—H(21A) | 1.1000 |
C(8)—C(13) | 1.5380 (5) | C(21)—H(21B) | 1.1000 |
C(8)—H(8) | 1.1000 | C(22)—C(23) | 1.5291 (6) |
C(9)—C(10) | 1.5294 (6) | C(22)—H(22A) | 1.1000 |
C(9)—H(9A) | 1.1000 | C(22)—H(22B) | 1.1000 |
C(9)—H(9B) | 1.1000 | C(23)—C(24) | 1.5276 (6) |
C(10)—C(11) | 1.5303 (7) | C(23)—H(23A) | 1.1000 |
C(10)—H(10A) | 1.1000 | C(23)—H(23B) | 1.1000 |
C(10)—H(10B) | 1.1000 | C(24)—C(25) | 1.5324 (6) |
C(11)—C(12) | 1.5344 (7) | C(24)—H(24A) | 1.1000 |
C(11)—H(11A) | 1.1000 | C(24)—H(24B) | 1.1000 |
C(11)—H(11B) | 1.1000 | C(25)—H(25A) | 1.1000 |
C(12)—C(13) | 1.5384 (6) | C(25)—H(25B) | 1.1000 |
| | | |
CL(1)—RH(1)—P(1) | 93.758 (3) | C(12)—C(11)—H(11A) | 110.34 |
CL(1)—RH(1)—C(1) | 96.253 (13) | C(12)—C(11)—H(11B) | 108.40 |
CL(1)—RH(1)—C(2) | 95.295 (12) | H(11A)—C(11)—H(11B) | 107.93 |
CL(1)—RH(1)—C(4) | 155.679 (12) | C(11)—C(12)—C(13) | 111.95 (4) |
CL(1)—RH(1)—C(5) | 157.159 (13) | C(11)—C(12)—H(12A) | 108.66 |
P(1)—RH(1)—C(1) | 158.692 (13) | C(11)—C(12)—H(12B) | 109.20 |
P(1)—RH(1)—C(2) | 160.251 (13) | C(13)—C(12)—H(12A) | 107.68 |
P(1)—RH(1)—C(4) | 99.139 (12) | C(13)—C(12)—H(12B) | 110.15 |
P(1)—RH(1)—C(5) | 98.756 (12) | H(12A)—C(12)—H(12B) | 109.14 |
C(1)—RH(1)—C(2) | 36.231 (17) | C(8)—C(13)—C(12) | 108.56 (3) |
C(1)—RH(1)—C(4) | 78.851 (17) | C(8)—C(13)—H(13A) | 111.21 |
C(1)—RH(1)—C(5) | 66.110 (18) | C(8)—C(13)—H(13B) | 111.57 |
C(2)—RH(1)—C(4) | 66.618 (17) | C(12)—C(13)—H(13A) | 109.40 |
C(2)—RH(1)—C(5) | 79.060 (17) | C(12)—C(13)—H(13B) | 109.35 |
C(4)—RH(1)—C(5) | 39.348 (17) | P(1)—C(14)—C(15) | 111.70 (3) |
RH(1)—P(1)—C(8) | 110.415 (12) | P(1)—C(14)—C(19) | 113.55 (3) |
RH(1)—P(1)—C(14) | 113.307 (13) | P(1)—C(14)—H(14) | 105.05 |
RH(1)—P(1)—C(20) | 116.242 (12) | C(15)—C(14)—C(19) | 109.57 (3) |
C(8)—P(1)—C(14) | 103.694 (18) | C(15)—C(14)—H(14) | 108.19 |
C(8)—P(1)—C(20) | 109.894 (19) | C(19)—C(14)—H(14) | 108.52 |
C(14)—P(1)—C(20) | 102.341 (17) | C(14)—C(15)—C(16) | 110.53 (3) |
RH(1)—C(1)—C(2) | 71.38 (3) | C(14)—C(15)—H(15A) | 109.96 |
RH(1)—C(1)—C(6) | 94.25 (3) | C(14)—C(15)—H(15B) | 109.20 |
RH(1)—C(1)—H(1) | 108.51 | C(16)—C(15)—H(15A) | 109.83 |
C(2)—C(1)—C(6) | 106.76 (4) | C(16)—C(15)—H(15B) | 109.35 |
C(2)—C(1)—H(1) | 126.62 | H(15A)—C(15)—H(15B) | 107.94 |
C(6)—C(1)—H(1) | 126.03 | C(15)—C(16)—C(17) | 111.27 (4) |
RH(1)—C(2)—C(1) | 72.39 (3) | C(15)—C(16)—H(16A) | 109.90 |
RH(1)—C(2)—C(3) | 93.84 (3) | C(15)—C(16)—H(16B) | 109.99 |
RH(1)—C(2)—H(2) | 107.84 | C(17)—C(16)—H(16A) | 108.26 |
C(1)—C(2)—C(3) | 106.49 (4) | C(17)—C(16)—H(16B) | 109.87 |
C(1)—C(2)—H(2) | 126.83 | H(16A)—C(16)—H(16B) | 107.45 |
C(3)—C(2)—H(2) | 126.12 | C(16)—C(17)—C(18) | 110.76 (4) |
C(2)—C(3)—C(4) | 100.82 (3) | C(16)—C(17)—H(17A) | 110.27 |
C(2)—C(3)—C(7) | 100.76 (4) | C(16)—C(17)—H(17B) | 108.23 |
C(2)—C(3)—H(3) | 116.80 | C(18)—C(17)—H(17A) | 109.86 |
C(4)—C(3)—C(7) | 100.52 (3) | C(18)—C(17)—H(17B) | 109.59 |
C(4)—C(3)—H(3) | 115.69 | H(17A)—C(17)—H(17B) | 108.07 |
RH(1)—C(4)—C(3) | 98.57 (3) | C(17)—C(18)—C(19) | 112.37 (4) |
RH(1)—C(4)—C(5) | 70.60 (2) | C(17)—C(18)—H(18A) | 108.20 |
RH(1)—C(4)—H(4) | 119.70 | C(17)—C(18)—H(18B) | 107.90 |
C(3)—C(4)—C(5) | 106.17 (4) | C(19)—C(18)—H(18A) | 108.70 |
C(3)—C(4)—H(4) | 122.25 | C(19)—C(18)—H(18B) | 110.40 |
C(5)—C(4)—H(4) | 125.72 | H(18A)—C(18)—H(18B) | 109.20 |
RH(1)—C(5)—C(4) | 70.05 (2) | C(14)—C(19)—C(18) | 110.72 (4) |
RH(1)—C(5)—C(6) | 99.13 (3) | C(14)—C(19)—H(19A) | 109.79 |
RH(1)—C(5)—H(5) | 117.65 | C(14)—C(19)—H(19B) | 108.50 |
C(4)—C(5)—C(6) | 105.74 (4) | C(18)—C(19)—H(19A) | 108.95 |
C(4)—C(5)—H(5) | 127.32 | C(18)—C(19)—H(19B) | 111.83 |
C(6)—C(5)—H(5) | 122.21 | H(19A)—C(19)—H(19B) | 106.98 |
C(1)—C(6)—C(5) | 100.45 (3) | P(1)—C(20)—C(21) | 114.63 (2) |
C(1)—C(6)—C(7) | 100.64 (4) | P(1)—C(20)—C(25) | 114.36 (3) |
C(1)—C(6)—H(6) | 117.15 | P(1)—C(20)—H(20) | 102.02 |
C(5)—C(6)—C(7) | 100.82 (4) | C(21)—C(20)—C(25) | 110.80 (3) |
C(5)—C(6)—H(6) | 116.30 | C(21)—C(20)—H(20) | 105.62 |
C(7)—C(6)—H(6) | 118.42 | C(25)—C(20)—H(20) | 108.48 |
C(3)—C(7)—C(6) | 94.12 (3) | C(20)—C(21)—C(22) | 110.37 (3) |
C(3)—C(7)—H(7A) | 112.87 | C(20)—C(21)—H(21A) | 110.59 |
C(3)—C(7)—H(7B) | 112.13 | C(20)—C(21)—H(21B) | 110.87 |
C(6)—C(7)—H(7A) | 113.30 | C(22)—C(21)—H(21A) | 109.47 |
C(6)—C(7)—H(7B) | 113.28 | C(22)—C(21)—H(21B) | 107.96 |
H(3)—C(7)—H(7A) | 100.16 | H(21A)—C(21)—H(21B) | 107.49 |
H(3)—C(7)—H(7B) | 99.44 | C(21)—C(22)—C(23) | 111.69 (4) |
H(7A)—C(7)—H(7B) | 110.33 | C(21)—C(22)—H(22A) | 108.19 |
P(1)—C(8)—C(9) | 111.64 (3) | C(21)—C(22)—H(22B) | 109.61 |
P(1)—C(8)—C(13) | 120.80 (3) | C(23)—C(22)—H(22A) | 109.87 |
P(1)—C(8)—H(8) | 101.80 | C(23)—C(22)—H(22B) | 110.04 |
C(9)—C(8)—C(13) | 108.85 (3) | H(22A)—C(22)—H(22B) | 107.31 |
C(9)—C(8)—H(8) | 106.98 | C(22)—C(23)—C(24) | 111.04 (4) |
C(13)—C(8)—H(8) | 105.54 | C(22)—C(23)—H(23A) | 109.74 |
C(8)—C(9)—C(10) | 110.33 (3) | C(22)—C(23)—H(23B) | 109.37 |
C(8)—C(9)—H(9A) | 111.27 | C(24)—C(23)—H(23A) | 110.59 |
C(8)—C(9)—H(9B) | 109.75 | C(24)—C(23)—H(23B) | 109.20 |
C(10)—C(9)—H(9A) | 110.30 | H(23A)—C(23)—H(23B) | 106.80 |
C(10)—C(9)—H(9B) | 106.63 | C(23)—C(24)—C(25) | 111.36 (3) |
H(8)—C(9)—H(9A) | 99.57 | C(23)—C(24)—H(24A) | 109.67 |
H(8)—C(9)—H(9B) | 138.50 | C(23)—C(24)—H(24B) | 110.38 |
H(9A)—C(9)—H(9B) | 108.42 | C(25)—C(24)—H(24A) | 109.82 |
C(9)—C(10)—C(11) | 110.70 (4) | C(25)—C(24)—H(24B) | 109.45 |
C(9)—C(10)—H(10A) | 108.98 | H(24A)—C(24)—H(24B) | 106.02 |
C(9)—C(10)—H(10B) | 110.22 | C(20)—C(25)—C(24) | 111.01 (3) |
C(11)—C(10)—H(10A) | 109.36 | C(20)—C(25)—H(25A) | 110.67 |
C(11)—C(10)—H(10B) | 111.68 | C(20)—C(25)—H(25B) | 108.88 |
H(10A)—C(10)—H(10B) | 105.75 | C(24)—C(25)—H(25A) | 109.35 |
C(10)—C(11)—C(12) | 111.02 (4) | C(24)—C(25)—H(25B) | 109.37 |
C(10)—C(11)—H(11A) | 109.08 | H(25A)—C(25)—H(25B) | 107.49 |
C(10)—C(11)—H(11B) | 110.02 | | |