The title compound, [Sn(C
10H
13)
3(C
7H
6NO
2)], crystallizes with two independent molecules in the asymmetric unit. The Sn atom is four-coordinate and has a distorted SnC
3O tetrahedral geometry. N—H
O hydrogen bonds help to establish the crystal packing.
Supporting information
CCDC reference: 613705
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.010 Å
- R factor = 0.047
- wR factor = 0.105
- Data-to-parameter ratio = 19.2
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C9'
Alert level C
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.79 Ratio
PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 2.55 Ratio
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C9
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C17
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C19
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C37
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C34'
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C37'
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C5
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C12
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C15
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C20
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C25
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C32
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C35
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C5'
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C12'
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C15'
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C31'
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C32'
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C35'
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 10
PLAT420_ALERT_2_C D-H Without Acceptor N1 - H1D ... ?
PLAT420_ALERT_2_C D-H Without Acceptor N1' - H1D' ... ?
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
correct. If it is not, please give the correct count in the
_publ_section_exptl_refinement section of the submitted CIF.
From the CIF: _diffrn_reflns_theta_max 26.50
From the CIF: _reflns_number_total 14187
Count of symmetry unique reflns 7819
Completeness (_total/calc) 181.44%
TEST3: Check Friedels for noncentro structure
Estimate of Friedel pairs measured 6368
Fraction of Friedel pairs measured 0.814
Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
25 ALERT level C = Check and explain
1 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
24 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: SHELXL97.
(4-Aminobenzoato)tris(2-methyl-2-phenylpropyl)tin(IV)
top
Crystal data top
[Sn(C10H13)3(C7H6NO2)] | F(000) = 2720 |
Mr = 654.43 | Dx = 1.270 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 9977 reflections |
a = 13.165 (1) Å | θ = 2.2–25.2° |
b = 13.4984 (10) Å | µ = 0.78 mm−1 |
c = 38.507 (3) Å | T = 295 K |
V = 6842.9 (9) Å3 | Block, colorless |
Z = 8 | 0.38 × 0.35 × 0.30 mm |
Data collection top
Bruker SMART APEX area-detector diffractometer | 14187 independent reflections |
Radiation source: fine-focus sealed tube | 12378 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
φ and ω scans | θmax = 26.5°, θmin = 1.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −16→16 |
Tmin = 0.757, Tmax = 0.800 | k = −16→16 |
55565 measured reflections | l = −48→48 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.047 | H-atom parameters constrained |
wR(F2) = 0.105 | w = 1/[σ2(Fo2) + (0.0374P)2 + 4.2443P] where P = (Fo2 + 2Fc2)/3 |
S = 1.16 | (Δ/σ)max = 0.001 |
14187 reflections | Δρmax = 0.79 e Å−3 |
739 parameters | Δρmin = −0.80 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 6368 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.02 (2) |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Sn1 | −0.03450 (3) | 0.18043 (3) | 0.118563 (8) | 0.05751 (9) | |
O1 | −0.1784 (2) | 0.2143 (3) | 0.10111 (8) | 0.0682 (10) | |
O2 | −0.1304 (3) | 0.2062 (5) | 0.04652 (10) | 0.116 (2) | |
N1 | −0.5997 (3) | 0.3096 (5) | 0.02870 (12) | 0.0964 (16) | |
H1C | −0.6155 | 0.3119 | 0.0070 | 0.116* | |
H1D | −0.6451 | 0.3212 | 0.0442 | 0.116* | |
C1 | −0.0249 (4) | 0.0225 (4) | 0.11045 (13) | 0.0650 (13) | |
H1A | −0.0050 | −0.0069 | 0.1324 | 0.078* | |
H1B | −0.0931 | −0.0008 | 0.1055 | 0.078* | |
C2 | 0.0452 (4) | −0.0211 (4) | 0.08239 (13) | 0.0645 (13) | |
C3 | −0.0015 (4) | −0.0011 (5) | 0.04662 (14) | 0.0856 (19) | |
H3A | −0.0699 | −0.0258 | 0.0461 | 0.128* | |
H3B | 0.0380 | −0.0338 | 0.0291 | 0.128* | |
H3C | −0.0019 | 0.0690 | 0.0423 | 0.128* | |
C4 | 0.0464 (5) | −0.1346 (4) | 0.08779 (18) | 0.0904 (19) | |
H4A | −0.0216 | −0.1598 | 0.0862 | 0.136* | |
H4B | 0.0738 | −0.1495 | 0.1103 | 0.136* | |
H4C | 0.0877 | −0.1649 | 0.0702 | 0.136* | |
C5 | 0.1532 (4) | 0.0161 (4) | 0.08485 (14) | 0.0653 (13) | |
C6 | 0.1974 (4) | 0.0290 (5) | 0.11713 (18) | 0.0812 (16) | |
H6 | 0.1597 | 0.0160 | 0.1370 | 0.097* | |
C7 | 0.2963 (6) | 0.0607 (6) | 0.1202 (2) | 0.105 (2) | |
H7 | 0.3248 | 0.0694 | 0.1421 | 0.126* | |
C8 | 0.3526 (6) | 0.0795 (7) | 0.0913 (3) | 0.115 (3) | |
H8 | 0.4200 | 0.0992 | 0.0934 | 0.137* | |
C9 | 0.3110 (6) | 0.0695 (8) | 0.0599 (3) | 0.130 (3) | |
H9 | 0.3493 | 0.0828 | 0.0401 | 0.156* | |
C10 | 0.2097 (5) | 0.0390 (7) | 0.05670 (19) | 0.106 (2) | |
H10 | 0.1808 | 0.0345 | 0.0347 | 0.127* | |
C11 | 0.0742 (5) | 0.2700 (4) | 0.09207 (15) | 0.0742 (15) | |
H11A | 0.1409 | 0.2430 | 0.0971 | 0.089* | |
H11B | 0.0627 | 0.2617 | 0.0674 | 0.089* | |
C12 | 0.0785 (5) | 0.3821 (4) | 0.09939 (17) | 0.0803 (17) | |
C13 | −0.0228 (7) | 0.4288 (6) | 0.0880 (3) | 0.128 (3) | |
H13A | −0.0351 | 0.4137 | 0.0640 | 0.193* | |
H13B | −0.0195 | 0.4993 | 0.0910 | 0.193* | |
H13C | −0.0770 | 0.4025 | 0.1019 | 0.193* | |
C14 | 0.1629 (7) | 0.4295 (6) | 0.0767 (2) | 0.122 (3) | |
H14A | 0.1485 | 0.4176 | 0.0526 | 0.182* | |
H14B | 0.2273 | 0.4007 | 0.0826 | 0.182* | |
H14C | 0.1651 | 0.4996 | 0.0809 | 0.182* | |
C15 | 0.1031 (5) | 0.4027 (4) | 0.13701 (18) | 0.0817 (17) | |
C16 | 0.0421 (7) | 0.4599 (5) | 0.1585 (2) | 0.113 (3) | |
H16 | −0.0156 | 0.4893 | 0.1491 | 0.136* | |
C17 | 0.0631 (12) | 0.4750 (7) | 0.1927 (3) | 0.156 (5) | |
H17 | 0.0193 | 0.5111 | 0.2068 | 0.187* | |
C18 | 0.1518 (14) | 0.4346 (9) | 0.2057 (3) | 0.159 (7) | |
H18 | 0.1691 | 0.4469 | 0.2287 | 0.190* | |
C19 | 0.2140 (11) | 0.3781 (9) | 0.1864 (3) | 0.154 (5) | |
H19 | 0.2721 | 0.3497 | 0.1958 | 0.185* | |
C20 | 0.1884 (6) | 0.3639 (6) | 0.1518 (2) | 0.101 (2) | |
H20 | 0.2316 | 0.3259 | 0.1381 | 0.121* | |
C21 | −0.0700 (4) | 0.2260 (4) | 0.17058 (12) | 0.0648 (13) | |
H21A | −0.0170 | 0.2713 | 0.1780 | 0.078* | |
H21B | −0.1326 | 0.2638 | 0.1696 | 0.078* | |
C22 | −0.0826 (5) | 0.1473 (4) | 0.19945 (12) | 0.0657 (13) | |
C23 | −0.1734 (5) | 0.0817 (6) | 0.19081 (18) | 0.098 (2) | |
H23A | −0.2328 | 0.1222 | 0.1880 | 0.148* | |
H23B | −0.1843 | 0.0354 | 0.2093 | 0.148* | |
H23C | −0.1603 | 0.0464 | 0.1697 | 0.148* | |
C24 | −0.1047 (6) | 0.2034 (5) | 0.23380 (14) | 0.093 (2) | |
H24A | −0.1669 | 0.2400 | 0.2315 | 0.139* | |
H24B | −0.0500 | 0.2483 | 0.2386 | 0.139* | |
H24C | −0.1109 | 0.1567 | 0.2525 | 0.139* | |
C25 | 0.0161 (5) | 0.0909 (4) | 0.20420 (11) | 0.0656 (14) | |
C26 | 0.0223 (7) | −0.0115 (5) | 0.20748 (16) | 0.091 (2) | |
H26 | −0.0373 | −0.0485 | 0.2065 | 0.109* | |
C27 | 0.1132 (9) | −0.0604 (6) | 0.2121 (2) | 0.111 (3) | |
H27 | 0.1133 | −0.1290 | 0.2140 | 0.133* | |
C28 | 0.2021 (8) | −0.0108 (8) | 0.21379 (19) | 0.116 (3) | |
H28 | 0.2634 | −0.0442 | 0.2165 | 0.139* | |
C29 | 0.1990 (7) | 0.0913 (7) | 0.2113 (2) | 0.115 (3) | |
H29 | 0.2588 | 0.1277 | 0.2131 | 0.138* | |
C30 | 0.1093 (6) | 0.1388 (5) | 0.20644 (16) | 0.0883 (19) | |
H30 | 0.1102 | 0.2075 | 0.2045 | 0.106* | |
C31 | −0.1969 (4) | 0.2200 (4) | 0.06823 (13) | 0.0689 (15) | |
C32 | −0.3022 (4) | 0.2438 (4) | 0.05806 (12) | 0.0573 (12) | |
C33 | −0.3762 (4) | 0.2594 (4) | 0.08242 (12) | 0.0606 (13) | |
H33 | −0.3598 | 0.2544 | 0.1058 | 0.073* | |
C34 | −0.4736 (4) | 0.2820 (5) | 0.07306 (13) | 0.0776 (17) | |
H34 | −0.5216 | 0.2938 | 0.0903 | 0.093* | |
C35 | −0.5023 (4) | 0.2877 (4) | 0.03844 (13) | 0.0675 (15) | |
C36 | −0.4291 (4) | 0.2691 (6) | 0.01446 (13) | 0.095 (2) | |
H36 | −0.4460 | 0.2702 | −0.0090 | 0.114* | |
C37 | −0.3320 (5) | 0.2491 (6) | 0.02383 (14) | 0.105 (3) | |
H37 | −0.2838 | 0.2385 | 0.0065 | 0.126* | |
Sn1' | 0.58820 (3) | 0.81177 (2) | 0.132280 (7) | 0.05580 (9) | |
O1' | 0.5565 (3) | 0.9516 (2) | 0.15099 (8) | 0.0713 (10) | |
O2' | 0.5469 (5) | 0.9041 (3) | 0.20527 (10) | 0.116 (2) | |
N1' | 0.4759 (6) | 1.3696 (4) | 0.22024 (14) | 0.116 (2) | |
H1C' | 0.4660 | 1.3846 | 0.2417 | 0.139* | |
H1D' | 0.4755 | 1.4154 | 0.2047 | 0.139* | |
C1' | 0.7491 (4) | 0.8037 (4) | 0.14042 (13) | 0.0691 (14) | |
H1A' | 0.7796 | 0.7839 | 0.1186 | 0.083* | |
H1B' | 0.7727 | 0.8704 | 0.1452 | 0.083* | |
C2' | 0.7936 (5) | 0.7351 (4) | 0.16913 (13) | 0.0642 (14) | |
C3' | 0.7646 (6) | 0.7753 (4) | 0.20478 (15) | 0.090 (2) | |
H3D | 0.7883 | 0.8423 | 0.2070 | 0.135* | |
H3E | 0.7953 | 0.7351 | 0.2225 | 0.135* | |
H3F | 0.6921 | 0.7738 | 0.2073 | 0.135* | |
C4' | 0.9098 (5) | 0.7361 (5) | 0.16515 (18) | 0.0918 (19) | |
H4D | 0.9345 | 0.8024 | 0.1683 | 0.138* | |
H4E | 0.9278 | 0.7130 | 0.1424 | 0.138* | |
H4F | 0.9397 | 0.6936 | 0.1823 | 0.138* | |
C5' | 0.7587 (4) | 0.6285 (4) | 0.16404 (14) | 0.0609 (13) | |
C6' | 0.7424 (5) | 0.5884 (4) | 0.13192 (17) | 0.0782 (16) | |
H6' | 0.7484 | 0.6286 | 0.1124 | 0.094* | |
C7' | 0.7171 (5) | 0.4899 (5) | 0.1276 (2) | 0.094 (2) | |
H7' | 0.7070 | 0.4644 | 0.1054 | 0.113* | |
C8' | 0.7071 (7) | 0.4309 (6) | 0.1555 (3) | 0.121 (3) | |
H8' | 0.6908 | 0.3643 | 0.1527 | 0.145* | |
C9' | 0.7207 (9) | 0.4686 (6) | 0.1877 (3) | 0.143 (4) | |
H9' | 0.7125 | 0.4279 | 0.2070 | 0.171* | |
C10' | 0.7467 (7) | 0.5667 (5) | 0.19225 (19) | 0.104 (3) | |
H10' | 0.7563 | 0.5915 | 0.2146 | 0.125* | |
C11' | 0.4967 (4) | 0.7038 (4) | 0.15861 (14) | 0.0694 (14) | |
H11C | 0.5272 | 0.6394 | 0.1546 | 0.083* | |
H11D | 0.5016 | 0.7169 | 0.1833 | 0.083* | |
C12' | 0.3835 (4) | 0.6957 (5) | 0.14951 (15) | 0.0758 (15) | |
C13' | 0.3368 (6) | 0.6134 (6) | 0.1723 (2) | 0.114 (3) | |
H13D | 0.3693 | 0.5514 | 0.1672 | 0.171* | |
H13E | 0.2654 | 0.6082 | 0.1674 | 0.171* | |
H13F | 0.3465 | 0.6294 | 0.1963 | 0.171* | |
C14' | 0.3326 (6) | 0.7936 (6) | 0.1581 (2) | 0.118 (3) | |
H14D | 0.3425 | 0.8085 | 0.1822 | 0.178* | |
H14E | 0.2612 | 0.7890 | 0.1533 | 0.178* | |
H14F | 0.3620 | 0.8452 | 0.1442 | 0.178* | |
C15' | 0.3701 (4) | 0.6649 (4) | 0.11120 (15) | 0.0697 (14) | |
C16' | 0.4194 (6) | 0.5848 (5) | 0.09853 (18) | 0.0903 (19) | |
H16' | 0.4623 | 0.5484 | 0.1129 | 0.108* | |
C17' | 0.4060 (8) | 0.5570 (7) | 0.0642 (3) | 0.121 (3) | |
H17' | 0.4384 | 0.5005 | 0.0560 | 0.146* | |
C18' | 0.3479 (9) | 0.6094 (10) | 0.0426 (3) | 0.143 (5) | |
H18' | 0.3417 | 0.5901 | 0.0195 | 0.172* | |
C19' | 0.2983 (7) | 0.6898 (11) | 0.0541 (2) | 0.135 (4) | |
H19' | 0.2570 | 0.7259 | 0.0392 | 0.162* | |
C20' | 0.3094 (5) | 0.7189 (6) | 0.0887 (2) | 0.103 (2) | |
H20' | 0.2757 | 0.7750 | 0.0968 | 0.123* | |
C21' | 0.5406 (4) | 0.8486 (4) | 0.08068 (12) | 0.0648 (13) | |
H21C | 0.4961 | 0.7961 | 0.0727 | 0.078* | |
H21D | 0.4999 | 0.9083 | 0.0822 | 0.078* | |
C22' | 0.6214 (4) | 0.8655 (5) | 0.05225 (13) | 0.0686 (14) | |
C23' | 0.6852 (5) | 0.9560 (5) | 0.06229 (18) | 0.098 (2) | |
H23D | 0.6413 | 1.0119 | 0.0658 | 0.146* | |
H23E | 0.7325 | 0.9704 | 0.0440 | 0.146* | |
H23F | 0.7216 | 0.9423 | 0.0833 | 0.146* | |
C24' | 0.5642 (5) | 0.8919 (6) | 0.01800 (15) | 0.101 (2) | |
H24D | 0.5253 | 0.9513 | 0.0214 | 0.151* | |
H24E | 0.5194 | 0.8386 | 0.0118 | 0.151* | |
H24F | 0.6126 | 0.9021 | −0.0003 | 0.151* | |
C25' | 0.6821 (4) | 0.7732 (5) | 0.04630 (12) | 0.0702 (16) | |
C26' | 0.6341 (5) | 0.6836 (6) | 0.03994 (16) | 0.097 (2) | |
H26' | 0.5635 | 0.6813 | 0.0396 | 0.116* | |
C27' | 0.6893 (9) | 0.5964 (8) | 0.0340 (2) | 0.127 (3) | |
H27' | 0.6552 | 0.5372 | 0.0299 | 0.152* | |
C28' | 0.7917 (10) | 0.5982 (10) | 0.0341 (2) | 0.141 (4) | |
H28' | 0.8285 | 0.5406 | 0.0298 | 0.169* | |
C29' | 0.8400 (7) | 0.6841 (10) | 0.04045 (19) | 0.128 (3) | |
H29' | 0.9106 | 0.6847 | 0.0410 | 0.153* | |
C30' | 0.7887 (5) | 0.7698 (7) | 0.04604 (15) | 0.090 (2) | |
H30' | 0.8251 | 0.8278 | 0.0498 | 0.109* | |
C31' | 0.5445 (5) | 0.9693 (4) | 0.18354 (13) | 0.0647 (13) | |
C32' | 0.5258 (4) | 1.0747 (3) | 0.19276 (12) | 0.0558 (11) | |
C33' | 0.5252 (5) | 1.1472 (4) | 0.16801 (13) | 0.0697 (14) | |
H33' | 0.5379 | 1.1310 | 0.1450 | 0.084* | |
C34' | 0.5060 (6) | 1.2442 (4) | 0.17693 (14) | 0.086 (2) | |
H34' | 0.5024 | 1.2917 | 0.1595 | 0.103* | |
C35' | 0.4921 (5) | 1.2729 (4) | 0.21085 (14) | 0.0702 (16) | |
C36' | 0.4926 (6) | 1.2003 (4) | 0.23536 (13) | 0.087 (2) | |
H36' | 0.4816 | 1.2166 | 0.2585 | 0.105* | |
C37' | 0.5092 (6) | 1.1039 (4) | 0.22629 (13) | 0.093 (2) | |
H37' | 0.5091 | 1.0561 | 0.2437 | 0.112* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Sn1 | 0.05504 (17) | 0.0731 (2) | 0.04441 (15) | 0.00272 (18) | −0.00284 (14) | 0.00597 (16) |
O1 | 0.0534 (19) | 0.103 (3) | 0.0477 (18) | 0.0108 (18) | −0.0099 (15) | 0.0081 (17) |
O2 | 0.067 (2) | 0.229 (6) | 0.052 (2) | 0.035 (3) | 0.0016 (19) | −0.005 (3) |
N1 | 0.056 (3) | 0.166 (5) | 0.067 (3) | 0.014 (4) | −0.007 (2) | −0.016 (4) |
C1 | 0.063 (3) | 0.072 (3) | 0.059 (3) | −0.003 (3) | 0.002 (3) | −0.004 (2) |
C2 | 0.056 (3) | 0.081 (4) | 0.057 (3) | 0.006 (3) | −0.004 (2) | −0.012 (2) |
C3 | 0.062 (3) | 0.137 (6) | 0.058 (3) | −0.009 (3) | −0.009 (3) | −0.014 (3) |
C4 | 0.085 (4) | 0.081 (4) | 0.104 (5) | −0.008 (3) | −0.002 (4) | −0.024 (3) |
C5 | 0.057 (3) | 0.073 (3) | 0.066 (3) | 0.004 (3) | −0.001 (3) | −0.009 (3) |
C6 | 0.065 (3) | 0.094 (4) | 0.085 (4) | −0.009 (3) | −0.014 (3) | 0.005 (3) |
C7 | 0.080 (5) | 0.114 (5) | 0.121 (6) | −0.006 (4) | −0.038 (5) | 0.012 (5) |
C8 | 0.065 (4) | 0.125 (7) | 0.153 (8) | −0.003 (4) | −0.008 (5) | −0.003 (6) |
C9 | 0.085 (6) | 0.172 (9) | 0.134 (8) | −0.016 (6) | 0.047 (6) | −0.018 (7) |
C10 | 0.082 (5) | 0.158 (7) | 0.078 (4) | −0.019 (5) | 0.011 (4) | −0.016 (5) |
C11 | 0.069 (4) | 0.094 (4) | 0.060 (3) | 0.001 (3) | 0.013 (3) | 0.006 (3) |
C12 | 0.088 (4) | 0.074 (4) | 0.079 (4) | 0.004 (3) | 0.012 (4) | 0.023 (3) |
C13 | 0.124 (7) | 0.101 (6) | 0.161 (8) | 0.015 (5) | −0.009 (6) | 0.037 (5) |
C14 | 0.145 (7) | 0.127 (6) | 0.093 (5) | −0.049 (6) | 0.030 (5) | 0.025 (5) |
C15 | 0.086 (4) | 0.063 (3) | 0.095 (5) | −0.020 (3) | 0.015 (4) | 0.010 (3) |
C16 | 0.147 (7) | 0.073 (4) | 0.120 (6) | −0.015 (5) | 0.024 (6) | −0.006 (4) |
C17 | 0.262 (17) | 0.089 (7) | 0.118 (9) | −0.041 (8) | 0.044 (9) | −0.028 (6) |
C18 | 0.29 (2) | 0.103 (8) | 0.087 (7) | −0.087 (11) | −0.033 (9) | 0.006 (6) |
C19 | 0.207 (13) | 0.129 (8) | 0.128 (9) | −0.085 (9) | −0.052 (9) | 0.027 (7) |
C20 | 0.103 (5) | 0.101 (5) | 0.098 (5) | −0.037 (4) | −0.011 (4) | 0.010 (4) |
C21 | 0.078 (4) | 0.068 (3) | 0.048 (3) | 0.006 (3) | −0.002 (2) | 0.003 (2) |
C22 | 0.087 (4) | 0.066 (3) | 0.044 (2) | −0.008 (3) | 0.003 (3) | 0.000 (2) |
C23 | 0.101 (5) | 0.108 (5) | 0.087 (5) | −0.034 (4) | 0.026 (4) | −0.011 (4) |
C24 | 0.141 (6) | 0.087 (4) | 0.050 (3) | 0.008 (4) | 0.016 (3) | −0.005 (3) |
C25 | 0.101 (4) | 0.063 (3) | 0.033 (2) | −0.005 (3) | −0.008 (2) | −0.001 (2) |
C26 | 0.136 (6) | 0.069 (4) | 0.067 (4) | −0.003 (4) | 0.025 (4) | 0.008 (3) |
C27 | 0.166 (9) | 0.077 (5) | 0.089 (5) | 0.039 (6) | 0.020 (6) | 0.016 (4) |
C28 | 0.133 (8) | 0.147 (8) | 0.068 (4) | 0.047 (7) | −0.026 (5) | −0.006 (5) |
C29 | 0.120 (7) | 0.120 (7) | 0.104 (6) | 0.019 (5) | −0.045 (5) | −0.030 (5) |
C30 | 0.103 (5) | 0.080 (4) | 0.081 (4) | −0.002 (4) | −0.034 (4) | −0.014 (3) |
C31 | 0.059 (3) | 0.101 (4) | 0.047 (3) | 0.014 (3) | −0.004 (2) | 0.008 (3) |
C32 | 0.051 (3) | 0.079 (3) | 0.042 (2) | 0.003 (2) | −0.003 (2) | 0.004 (2) |
C33 | 0.057 (3) | 0.086 (3) | 0.039 (2) | −0.010 (3) | −0.004 (2) | 0.000 (2) |
C34 | 0.055 (3) | 0.129 (5) | 0.048 (3) | 0.001 (3) | 0.005 (2) | −0.008 (3) |
C35 | 0.055 (3) | 0.100 (4) | 0.048 (3) | −0.002 (3) | −0.003 (2) | −0.007 (3) |
C36 | 0.070 (4) | 0.178 (7) | 0.038 (3) | 0.032 (4) | −0.003 (2) | 0.003 (3) |
C37 | 0.072 (4) | 0.201 (8) | 0.042 (3) | 0.040 (4) | 0.007 (3) | 0.012 (4) |
Sn1' | 0.0747 (2) | 0.05122 (16) | 0.04146 (15) | −0.00148 (18) | 0.00253 (15) | −0.00411 (14) |
O1' | 0.105 (3) | 0.0568 (19) | 0.0519 (19) | 0.0076 (19) | 0.0134 (19) | −0.0108 (15) |
O2' | 0.233 (7) | 0.060 (2) | 0.054 (2) | 0.018 (3) | 0.009 (3) | 0.0060 (18) |
N1' | 0.220 (8) | 0.058 (3) | 0.069 (3) | 0.015 (4) | 0.012 (4) | −0.008 (2) |
C1' | 0.090 (4) | 0.062 (3) | 0.056 (3) | −0.005 (3) | −0.001 (2) | −0.006 (3) |
C2' | 0.078 (4) | 0.063 (3) | 0.052 (3) | −0.008 (3) | −0.018 (3) | 0.000 (2) |
C3' | 0.137 (6) | 0.072 (4) | 0.061 (3) | 0.002 (4) | −0.021 (4) | −0.007 (3) |
C4' | 0.087 (4) | 0.088 (4) | 0.101 (5) | −0.014 (4) | −0.024 (4) | 0.010 (3) |
C5' | 0.060 (3) | 0.062 (3) | 0.061 (3) | 0.002 (2) | −0.014 (2) | −0.003 (2) |
C6' | 0.095 (4) | 0.070 (3) | 0.070 (3) | −0.003 (3) | 0.006 (3) | −0.016 (3) |
C7' | 0.104 (5) | 0.075 (4) | 0.101 (5) | 0.005 (4) | −0.006 (4) | −0.030 (4) |
C8' | 0.149 (8) | 0.063 (4) | 0.151 (8) | −0.004 (5) | −0.028 (7) | −0.008 (5) |
C9' | 0.237 (12) | 0.070 (5) | 0.121 (7) | −0.026 (6) | −0.038 (8) | 0.023 (5) |
C10' | 0.168 (8) | 0.066 (4) | 0.079 (4) | −0.014 (4) | −0.031 (5) | 0.007 (3) |
C11' | 0.086 (4) | 0.063 (3) | 0.059 (3) | −0.014 (3) | 0.005 (2) | 0.012 (2) |
C12' | 0.073 (3) | 0.074 (3) | 0.080 (4) | −0.004 (3) | 0.018 (3) | 0.006 (3) |
C13' | 0.113 (6) | 0.131 (6) | 0.098 (5) | −0.054 (5) | 0.019 (5) | 0.018 (5) |
C14' | 0.080 (4) | 0.123 (6) | 0.152 (7) | 0.013 (5) | 0.028 (5) | −0.037 (6) |
C15' | 0.065 (3) | 0.067 (4) | 0.077 (4) | −0.014 (3) | 0.003 (3) | 0.011 (3) |
C16' | 0.101 (5) | 0.080 (4) | 0.090 (5) | −0.017 (4) | 0.006 (4) | −0.006 (3) |
C17' | 0.128 (7) | 0.125 (7) | 0.111 (6) | −0.030 (6) | 0.013 (6) | −0.041 (5) |
C18' | 0.130 (9) | 0.215 (14) | 0.085 (6) | −0.076 (9) | −0.002 (6) | −0.021 (7) |
C19' | 0.099 (6) | 0.219 (12) | 0.086 (6) | −0.037 (8) | −0.022 (5) | 0.043 (7) |
C20' | 0.073 (4) | 0.133 (7) | 0.103 (5) | −0.002 (4) | 0.002 (4) | 0.020 (5) |
C21' | 0.069 (3) | 0.077 (3) | 0.049 (3) | −0.007 (3) | −0.005 (2) | 0.000 (2) |
C22' | 0.063 (3) | 0.099 (4) | 0.044 (3) | −0.010 (3) | −0.004 (2) | 0.007 (3) |
C23' | 0.101 (5) | 0.101 (5) | 0.090 (5) | −0.032 (4) | −0.006 (4) | 0.023 (4) |
C24' | 0.090 (5) | 0.158 (7) | 0.054 (3) | 0.000 (4) | −0.004 (3) | 0.022 (4) |
C25' | 0.063 (3) | 0.119 (5) | 0.028 (2) | −0.006 (3) | 0.006 (2) | −0.010 (2) |
C26' | 0.089 (4) | 0.122 (6) | 0.079 (4) | 0.000 (5) | −0.011 (3) | −0.031 (5) |
C27' | 0.157 (9) | 0.139 (8) | 0.084 (5) | 0.024 (7) | −0.017 (6) | −0.049 (5) |
C28' | 0.166 (10) | 0.182 (11) | 0.074 (5) | 0.063 (9) | −0.018 (6) | −0.055 (6) |
C29' | 0.104 (6) | 0.204 (10) | 0.076 (5) | 0.032 (8) | 0.021 (4) | −0.026 (7) |
C30' | 0.066 (4) | 0.150 (7) | 0.055 (3) | −0.008 (4) | 0.008 (3) | −0.006 (4) |
C31' | 0.088 (4) | 0.056 (3) | 0.050 (3) | −0.001 (3) | 0.002 (3) | −0.006 (2) |
C32' | 0.070 (3) | 0.052 (3) | 0.046 (2) | 0.000 (2) | −0.003 (2) | 0.000 (2) |
C33' | 0.103 (4) | 0.065 (3) | 0.041 (2) | −0.010 (3) | 0.010 (3) | −0.003 (2) |
C34' | 0.153 (7) | 0.053 (3) | 0.051 (3) | −0.008 (3) | 0.011 (3) | 0.006 (2) |
C35' | 0.105 (5) | 0.057 (3) | 0.049 (3) | 0.008 (3) | −0.003 (3) | −0.007 (2) |
C36' | 0.156 (6) | 0.066 (3) | 0.040 (2) | 0.016 (4) | 0.005 (3) | −0.006 (2) |
C37' | 0.179 (8) | 0.062 (3) | 0.038 (3) | 0.012 (4) | 0.005 (3) | 0.005 (2) |
Geometric parameters (Å, º) top
Sn1—O1 | 2.061 (3) | Sn1'—O1' | 2.063 (3) |
Sn1—C11 | 2.133 (6) | Sn1'—C21' | 2.142 (5) |
Sn1—C21 | 2.147 (5) | Sn1'—C1' | 2.144 (6) |
Sn1—C1 | 2.158 (5) | Sn1'—C11' | 2.146 (5) |
C31—O1 | 1.292 (6) | C31'—O1' | 1.286 (6) |
C31—O2 | 1.225 (6) | C31'—O2' | 1.215 (6) |
N1—C35 | 1.368 (7) | N1'—C35' | 1.372 (7) |
N1—H1C | 0.8600 | N1'—H1C' | 0.8600 |
N1—H1D | 0.8600 | N1'—H1D' | 0.8600 |
C1—C2 | 1.538 (7) | C1'—C2' | 1.557 (7) |
C1—H1A | 0.9700 | C1'—H1A' | 0.9700 |
C1—H1B | 0.9700 | C1'—H1B' | 0.9700 |
C2—C5 | 1.511 (8) | C2'—C5' | 1.522 (7) |
C2—C3 | 1.533 (7) | C2'—C3' | 1.525 (8) |
C2—C4 | 1.545 (8) | C2'—C4' | 1.538 (9) |
C3—H3A | 0.9600 | C3'—H3D | 0.9600 |
C3—H3B | 0.9600 | C3'—H3E | 0.9600 |
C3—H3C | 0.9600 | C3'—H3F | 0.9600 |
C4—H4A | 0.9600 | C4'—H4D | 0.9600 |
C4—H4B | 0.9600 | C4'—H4E | 0.9600 |
C4—H4C | 0.9600 | C4'—H4F | 0.9600 |
C5—C10 | 1.350 (9) | C5'—C6' | 1.367 (8) |
C5—C6 | 1.384 (8) | C5'—C10' | 1.379 (8) |
C6—C7 | 1.375 (9) | C6'—C7' | 1.380 (8) |
C6—H6 | 0.9300 | C6'—H6' | 0.9300 |
C7—C8 | 1.361 (11) | C7'—C8' | 1.346 (11) |
C7—H7 | 0.9300 | C7'—H7' | 0.9300 |
C8—C9 | 1.333 (12) | C8'—C9' | 1.353 (12) |
C8—H8 | 0.9300 | C8'—H8' | 0.9300 |
C9—C10 | 1.401 (11) | C9'—C10' | 1.380 (10) |
C9—H9 | 0.9300 | C9'—H9' | 0.9300 |
C10—H10 | 0.9300 | C10'—H10' | 0.9300 |
C11—C12 | 1.540 (8) | C11'—C12' | 1.535 (8) |
C11—H11A | 0.9700 | C11'—H11C | 0.9700 |
C11—H11B | 0.9700 | C11'—H11D | 0.9700 |
C12—C15 | 1.510 (9) | C12'—C14' | 1.518 (9) |
C12—C13 | 1.539 (10) | C12'—C13' | 1.542 (8) |
C12—C14 | 1.552 (9) | C12'—C15' | 1.543 (8) |
C13—H13A | 0.9600 | C13'—H13D | 0.9600 |
C13—H13B | 0.9600 | C13'—H13E | 0.9600 |
C13—H13C | 0.9600 | C13'—H13F | 0.9600 |
C14—H14A | 0.9600 | C14'—H14D | 0.9600 |
C14—H14B | 0.9600 | C14'—H14E | 0.9600 |
C14—H14C | 0.9600 | C14'—H14F | 0.9600 |
C15—C20 | 1.365 (10) | C15'—C16' | 1.352 (9) |
C15—C16 | 1.388 (10) | C15'—C20' | 1.385 (9) |
C16—C17 | 1.361 (13) | C16'—C17' | 1.387 (11) |
C16—H16 | 0.9300 | C16'—H16' | 0.9300 |
C17—C18 | 1.383 (17) | C17'—C18' | 1.331 (14) |
C17—H17 | 0.9300 | C17'—H17' | 0.9300 |
C18—C19 | 1.342 (17) | C18'—C19' | 1.342 (15) |
C18—H18 | 0.9300 | C18'—H18' | 0.9300 |
C19—C20 | 1.385 (12) | C19'—C20' | 1.397 (12) |
C19—H19 | 0.9300 | C19'—H19' | 0.9300 |
C20—H20 | 0.9300 | C20'—H20' | 0.9300 |
C21—C22 | 1.547 (7) | C21'—C22' | 1.543 (7) |
C21—H21A | 0.9700 | C21'—H21C | 0.9700 |
C21—H21B | 0.9700 | C21'—H21D | 0.9700 |
C22—C25 | 1.516 (8) | C22'—C25' | 1.498 (8) |
C22—C23 | 1.524 (8) | C22'—C23' | 1.532 (8) |
C22—C24 | 1.552 (7) | C22'—C24' | 1.560 (7) |
C23—H23A | 0.9600 | C23'—H23D | 0.9600 |
C23—H23B | 0.9600 | C23'—H23E | 0.9600 |
C23—H23C | 0.9600 | C23'—H23F | 0.9600 |
C24—H24A | 0.9600 | C24'—H24D | 0.9600 |
C24—H24B | 0.9600 | C24'—H24E | 0.9600 |
C24—H24C | 0.9600 | C24'—H24F | 0.9600 |
C25—C30 | 1.390 (9) | C25'—C26' | 1.386 (9) |
C25—C26 | 1.391 (8) | C25'—C30' | 1.404 (9) |
C26—C27 | 1.379 (11) | C26'—C27' | 1.403 (12) |
C26—H26 | 0.9300 | C26'—H26' | 0.9300 |
C27—C28 | 1.350 (12) | C27'—C28' | 1.348 (13) |
C27—H27 | 0.9300 | C27'—H27' | 0.9300 |
C28—C29 | 1.383 (11) | C28'—C29' | 1.344 (15) |
C28—H28 | 0.9300 | C28'—H28' | 0.9300 |
C29—C30 | 1.358 (10) | C29'—C30' | 1.357 (12) |
C29—H29 | 0.9300 | C29'—H29' | 0.9300 |
C30—H30 | 0.9300 | C30'—H30' | 0.9300 |
C31—C32 | 1.476 (7) | C31'—C32' | 1.486 (7) |
C32—C33 | 1.368 (7) | C32'—C33' | 1.366 (7) |
C32—C37 | 1.377 (7) | C32'—C37' | 1.368 (7) |
C33—C34 | 1.366 (7) | C33'—C34' | 1.376 (7) |
C33—H33 | 0.9300 | C33'—H33' | 0.9300 |
C34—C35 | 1.388 (7) | C34'—C35' | 1.375 (7) |
C34—H34 | 0.9300 | C34'—H34' | 0.9300 |
C35—C36 | 1.358 (7) | C35'—C36' | 1.361 (7) |
C36—C37 | 1.356 (8) | C36'—C37' | 1.365 (8) |
C36—H36 | 0.9300 | C36'—H36' | 0.9300 |
C37—H37 | 0.9300 | C37'—H37' | 0.9300 |
| | | |
O1—Sn1—C11 | 109.6 (2) | O1'—Sn1'—C21' | 93.01 (18) |
O1—Sn1—C21 | 92.33 (18) | O1'—Sn1'—C1' | 101.26 (18) |
C11—Sn1—C21 | 115.4 (2) | C21'—Sn1'—C1' | 115.9 (2) |
O1—Sn1—C1 | 103.05 (18) | O1'—Sn1'—C11' | 110.06 (19) |
C11—Sn1—C1 | 116.8 (2) | C21'—Sn1'—C11' | 115.6 (2) |
C21—Sn1—C1 | 115.53 (19) | C1'—Sn1'—C11' | 116.8 (2) |
C31—O1—Sn1 | 120.4 (3) | C31'—O1'—Sn1' | 122.4 (3) |
C35—N1—H1C | 120.0 | C35'—N1'—H1C' | 120.0 |
C35—N1—H1D | 120.0 | C35'—N1'—H1D' | 120.0 |
H1C—N1—H1D | 120.0 | H1C'—N1'—H1D' | 120.0 |
C2—C1—Sn1 | 121.0 (4) | C2'—C1'—Sn1' | 120.4 (4) |
C2—C1—H1A | 107.1 | C2'—C1'—H1A' | 107.2 |
Sn1—C1—H1A | 107.1 | Sn1'—C1'—H1A' | 107.2 |
C2—C1—H1B | 107.1 | C2'—C1'—H1B' | 107.2 |
Sn1—C1—H1B | 107.1 | Sn1'—C1'—H1B' | 107.2 |
H1A—C1—H1B | 106.8 | H1A'—C1'—H1B' | 106.9 |
C5—C2—C3 | 112.0 (5) | C5'—C2'—C3' | 112.1 (5) |
C5—C2—C1 | 113.1 (4) | C5'—C2'—C4' | 107.2 (5) |
C3—C2—C1 | 108.8 (5) | C3'—C2'—C4' | 109.6 (5) |
C5—C2—C4 | 108.2 (5) | C5'—C2'—C1' | 110.9 (4) |
C3—C2—C4 | 107.5 (5) | C3'—C2'—C1' | 109.5 (5) |
C1—C2—C4 | 106.9 (5) | C4'—C2'—C1' | 107.3 (5) |
C2—C3—H3A | 109.5 | C2'—C3'—H3D | 109.5 |
C2—C3—H3B | 109.5 | C2'—C3'—H3E | 109.5 |
H3A—C3—H3B | 109.5 | H3D—C3'—H3E | 109.5 |
C2—C3—H3C | 109.5 | C2'—C3'—H3F | 109.5 |
H3A—C3—H3C | 109.5 | H3D—C3'—H3F | 109.5 |
H3B—C3—H3C | 109.5 | H3E—C3'—H3F | 109.5 |
C2—C4—H4A | 109.5 | C2'—C4'—H4D | 109.5 |
C2—C4—H4B | 109.5 | C2'—C4'—H4E | 109.5 |
H4A—C4—H4B | 109.5 | H4D—C4'—H4E | 109.5 |
C2—C4—H4C | 109.5 | C2'—C4'—H4F | 109.5 |
H4A—C4—H4C | 109.5 | H4D—C4'—H4F | 109.5 |
H4B—C4—H4C | 109.5 | H4E—C4'—H4F | 109.5 |
C10—C5—C6 | 117.4 (6) | C6'—C5'—C10' | 117.1 (5) |
C10—C5—C2 | 123.0 (5) | C6'—C5'—C2' | 122.6 (5) |
C6—C5—C2 | 119.6 (5) | C10'—C5'—C2' | 120.3 (5) |
C7—C6—C5 | 121.0 (7) | C5'—C6'—C7' | 122.0 (7) |
C7—C6—H6 | 119.5 | C5'—C6'—H6' | 119.0 |
C5—C6—H6 | 119.5 | C7'—C6'—H6' | 119.0 |
C8—C7—C6 | 120.2 (8) | C8'—C7'—C6' | 119.8 (7) |
C8—C7—H7 | 119.9 | C8'—C7'—H7' | 120.1 |
C6—C7—H7 | 119.9 | C6'—C7'—H7' | 120.1 |
C9—C8—C7 | 119.9 (8) | C7'—C8'—C9' | 119.9 (7) |
C9—C8—H8 | 120.0 | C7'—C8'—H8' | 120.1 |
C7—C8—H8 | 120.0 | C9'—C8'—H8' | 120.1 |
C8—C9—C10 | 120.0 (8) | C8'—C9'—C10' | 120.6 (8) |
C8—C9—H9 | 120.0 | C8'—C9'—H9' | 119.7 |
C10—C9—H9 | 120.0 | C10'—C9'—H9' | 119.7 |
C5—C10—C9 | 121.4 (7) | C5'—C10'—C9' | 120.7 (7) |
C5—C10—H10 | 119.3 | C5'—C10'—H10' | 119.7 |
C9—C10—H10 | 119.3 | C9'—C10'—H10' | 119.7 |
C12—C11—Sn1 | 119.6 (4) | C12'—C11'—Sn1' | 119.0 (4) |
C12—C11—H11A | 107.4 | C12'—C11'—H11C | 107.6 |
Sn1—C11—H11A | 107.4 | Sn1'—C11'—H11C | 107.6 |
C12—C11—H11B | 107.4 | C12'—C11'—H11D | 107.6 |
Sn1—C11—H11B | 107.4 | Sn1'—C11'—H11D | 107.6 |
H11A—C11—H11B | 106.9 | H11C—C11'—H11D | 107.0 |
C15—C12—C13 | 112.5 (6) | C14'—C12'—C11' | 108.5 (5) |
C15—C12—C11 | 111.4 (5) | C14'—C12'—C13' | 109.1 (6) |
C13—C12—C11 | 108.6 (6) | C11'—C12'—C13' | 108.0 (5) |
C15—C12—C14 | 108.1 (6) | C14'—C12'—C15' | 113.1 (6) |
C13—C12—C14 | 107.0 (6) | C11'—C12'—C15' | 110.4 (4) |
C11—C12—C14 | 109.2 (6) | C13'—C12'—C15' | 107.7 (5) |
C12—C13—H13A | 109.5 | C12'—C13'—H13D | 109.5 |
C12—C13—H13B | 109.5 | C12'—C13'—H13E | 109.5 |
H13A—C13—H13B | 109.5 | H13D—C13'—H13E | 109.5 |
C12—C13—H13C | 109.5 | C12'—C13'—H13F | 109.5 |
H13A—C13—H13C | 109.5 | H13D—C13'—H13F | 109.5 |
H13B—C13—H13C | 109.5 | H13E—C13'—H13F | 109.5 |
C12—C14—H14A | 109.5 | C12'—C14'—H14D | 109.5 |
C12—C14—H14B | 109.5 | C12'—C14'—H14E | 109.5 |
H14A—C14—H14B | 109.5 | H14D—C14'—H14E | 109.5 |
C12—C14—H14C | 109.5 | C12'—C14'—H14F | 109.5 |
H14A—C14—H14C | 109.5 | H14D—C14'—H14F | 109.5 |
H14B—C14—H14C | 109.5 | H14E—C14'—H14F | 109.5 |
C20—C15—C16 | 116.2 (8) | C16'—C15'—C20' | 118.2 (7) |
C20—C15—C12 | 120.5 (7) | C16'—C15'—C12' | 120.4 (6) |
C16—C15—C12 | 123.4 (7) | C20'—C15'—C12' | 121.4 (6) |
C17—C16—C15 | 122.9 (10) | C15'—C16'—C17' | 120.0 (8) |
C17—C16—H16 | 118.6 | C15'—C16'—H16' | 120.0 |
C15—C16—H16 | 118.6 | C17'—C16'—H16' | 120.0 |
C16—C17—C18 | 117.5 (12) | C18'—C17'—C16' | 121.6 (10) |
C16—C17—H17 | 121.2 | C18'—C17'—H17' | 119.2 |
C18—C17—H17 | 121.2 | C16'—C17'—H17' | 119.2 |
C19—C18—C17 | 122.6 (12) | C17'—C18'—C19' | 120.3 (10) |
C19—C18—H18 | 118.7 | C17'—C18'—H18' | 119.9 |
C17—C18—H18 | 118.7 | C19'—C18'—H18' | 119.9 |
C18—C19—C20 | 117.6 (13) | C18'—C19'—C20' | 119.4 (10) |
C18—C19—H19 | 121.2 | C18'—C19'—H19' | 120.3 |
C20—C19—H19 | 121.2 | C20'—C19'—H19' | 120.3 |
C15—C20—C19 | 123.2 (10) | C15'—C20'—C19' | 120.5 (9) |
C15—C20—H20 | 118.4 | C15'—C20'—H20' | 119.7 |
C19—C20—H20 | 118.4 | C19'—C20'—H20' | 119.7 |
C22—C21—Sn1 | 119.8 (3) | C22'—C21'—Sn1' | 119.4 (4) |
C22—C21—H21A | 107.4 | C22'—C21'—H21C | 107.5 |
Sn1—C21—H21A | 107.4 | Sn1'—C21'—H21C | 107.5 |
C22—C21—H21B | 107.4 | C22'—C21'—H21D | 107.5 |
Sn1—C21—H21B | 107.4 | Sn1'—C21'—H21D | 107.5 |
H21A—C21—H21B | 106.9 | H21C—C21'—H21D | 107.0 |
C25—C22—C23 | 114.0 (5) | C25'—C22'—C23' | 114.2 (5) |
C25—C22—C21 | 109.9 (4) | C25'—C22'—C21' | 110.7 (5) |
C23—C22—C21 | 109.0 (5) | C23'—C22'—C21' | 108.4 (5) |
C25—C22—C24 | 107.6 (5) | C25'—C22'—C24' | 108.6 (5) |
C23—C22—C24 | 108.8 (5) | C23'—C22'—C24' | 107.2 (5) |
C21—C22—C24 | 107.3 (4) | C21'—C22'—C24' | 107.5 (5) |
C22—C23—H23A | 109.5 | C22'—C23'—H23D | 109.5 |
C22—C23—H23B | 109.5 | C22'—C23'—H23E | 109.5 |
H23A—C23—H23B | 109.5 | H23D—C23'—H23E | 109.5 |
C22—C23—H23C | 109.5 | C22'—C23'—H23F | 109.5 |
H23A—C23—H23C | 109.5 | H23D—C23'—H23F | 109.5 |
H23B—C23—H23C | 109.5 | H23E—C23'—H23F | 109.5 |
C22—C24—H24A | 109.5 | C22'—C24'—H24D | 109.5 |
C22—C24—H24B | 109.5 | C22'—C24'—H24E | 109.5 |
H24A—C24—H24B | 109.5 | H24D—C24'—H24E | 109.5 |
C22—C24—H24C | 109.5 | C22'—C24'—H24F | 109.5 |
H24A—C24—H24C | 109.5 | H24D—C24'—H24F | 109.5 |
H24B—C24—H24C | 109.5 | H24E—C24'—H24F | 109.5 |
C30—C25—C26 | 113.9 (7) | C26'—C25'—C30' | 115.2 (7) |
C30—C25—C22 | 122.0 (5) | C26'—C25'—C22' | 120.6 (5) |
C26—C25—C22 | 124.1 (6) | C30'—C25'—C22' | 124.2 (6) |
C27—C26—C25 | 122.6 (8) | C25'—C26'—C27' | 121.6 (7) |
C27—C26—H26 | 118.7 | C25'—C26'—H26' | 119.2 |
C25—C26—H26 | 118.7 | C27'—C26'—H26' | 119.2 |
C28—C27—C26 | 121.5 (8) | C28'—C27'—C26' | 120.2 (10) |
C28—C27—H27 | 119.2 | C28'—C27'—H27' | 119.9 |
C26—C27—H27 | 119.2 | C26'—C27'—H27' | 119.9 |
C27—C28—C29 | 117.7 (9) | C29'—C28'—C27' | 119.2 (10) |
C27—C28—H28 | 121.1 | C29'—C28'—H28' | 120.4 |
C29—C28—H28 | 121.1 | C27'—C28'—H28' | 120.4 |
C30—C29—C28 | 120.4 (9) | C28'—C29'—C30' | 122.0 (9) |
C30—C29—H29 | 119.8 | C28'—C29'—H29' | 119.0 |
C28—C29—H29 | 119.8 | C30'—C29'—H29' | 119.0 |
C29—C30—C25 | 123.9 (7) | C29'—C30'—C25' | 121.7 (8) |
C29—C30—H30 | 118.1 | C29'—C30'—H30' | 119.1 |
C25—C30—H30 | 118.1 | C25'—C30'—H30' | 119.1 |
O2—C31—O1 | 121.7 (5) | O2'—C31'—O1' | 122.2 (5) |
O2—C31—C32 | 121.6 (5) | O2'—C31'—C32' | 122.2 (4) |
O1—C31—C32 | 116.8 (4) | O1'—C31'—C32' | 115.5 (4) |
C33—C32—C37 | 116.5 (5) | C33'—C32'—C37' | 116.8 (5) |
C33—C32—C31 | 121.3 (4) | C33'—C32'—C31' | 121.3 (4) |
C37—C32—C31 | 122.2 (5) | C37'—C32'—C31' | 121.9 (4) |
C34—C33—C32 | 121.4 (5) | C32'—C33'—C34' | 120.6 (5) |
C34—C33—H33 | 119.3 | C32'—C33'—H33' | 119.7 |
C32—C33—H33 | 119.3 | C34'—C33'—H33' | 119.7 |
C33—C34—C35 | 121.4 (5) | C35'—C34'—C33' | 122.0 (5) |
C33—C34—H34 | 119.3 | C35'—C34'—H34' | 119.0 |
C35—C34—H34 | 119.3 | C33'—C34'—H34' | 119.0 |
C36—C35—N1 | 121.2 (5) | C36'—C35'—N1' | 120.2 (5) |
C36—C35—C34 | 116.7 (5) | C36'—C35'—C34' | 117.1 (5) |
N1—C35—C34 | 122.0 (5) | N1'—C35'—C34' | 122.7 (5) |
C37—C36—C35 | 121.7 (5) | C35'—C36'—C37' | 120.7 (5) |
C37—C36—H36 | 119.2 | C35'—C36'—H36' | 119.7 |
C35—C36—H36 | 119.2 | C37'—C36'—H36' | 119.7 |
C36—C37—C32 | 122.2 (5) | C36'—C37'—C32' | 122.8 (5) |
C36—C37—H37 | 118.9 | C36'—C37'—H37' | 118.6 |
C32—C37—H37 | 118.9 | C32'—C37'—H37' | 118.6 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1C···O2i | 0.86 | 2.09 | 2.932 (6) | 168 |
N1′—H1C′···O2′ii | 0.86 | 2.07 | 2.921 (7) | 173 |
Symmetry codes: (i) x−1/2, −y+1/2, −z; (ii) −x+1, y+1/2, −z+1/2. |