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The title compound, [Sn(C10H13)3(C7H6NO2)], crystallizes with two independent mol­ecules in the asymmetric unit. The Sn atom is four-coordinate and has a distorted SnC3O tetra­hedral geometry. N—H...O hydrogen bonds help to establish the crystal packing.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806024044/hb2093sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536806024044/hb2093Isup2.hkl
Contains datablock I

CCDC reference: 613705

Key indicators

  • Single-crystal X-ray study
  • T = 295 K
  • Mean [sigma](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

Computing details top

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 = 654.43Dx = 1.270 Mg m3
Orthorhombic, P212121Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2abCell parameters from 9977 reflections
a = 13.165 (1) Åθ = 2.2–25.2°
b = 13.4984 (10) ŵ = 0.78 mm1
c = 38.507 (3) ÅT = 295 K
V = 6842.9 (9) Å3Block, colorless
Z = 80.38 × 0.35 × 0.30 mm
Data collection top
Bruker SMART APEX area-detector
diffractometer
14187 independent reflections
Radiation source: fine-focus sealed tube12378 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.032
φ and ω scansθmax = 26.5°, θmin = 1.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2002)
h = 1616
Tmin = 0.757, Tmax = 0.800k = 1616
55565 measured reflectionsl = 4848
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.047H-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 reflectionsΔρmax = 0.79 e Å3
739 parametersΔρmin = 0.80 e Å3
0 restraintsAbsolute structure: Flack (1983), 6368 Friedel pairs
Primary atom site location: structure-invariant direct methodsAbsolute 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
xyzUiso*/Ueq
Sn10.03450 (3)0.18043 (3)0.118563 (8)0.05751 (9)
O10.1784 (2)0.2143 (3)0.10111 (8)0.0682 (10)
O20.1304 (3)0.2062 (5)0.04652 (10)0.116 (2)
N10.5997 (3)0.3096 (5)0.02870 (12)0.0964 (16)
H1C0.61550.31190.00700.116*
H1D0.64510.32120.04420.116*
C10.0249 (4)0.0225 (4)0.11045 (13)0.0650 (13)
H1A0.00500.00690.13240.078*
H1B0.09310.00080.10550.078*
C20.0452 (4)0.0211 (4)0.08239 (13)0.0645 (13)
C30.0015 (4)0.0011 (5)0.04662 (14)0.0856 (19)
H3A0.06990.02580.04610.128*
H3B0.03800.03380.02910.128*
H3C0.00190.06900.04230.128*
C40.0464 (5)0.1346 (4)0.08779 (18)0.0904 (19)
H4A0.02160.15980.08620.136*
H4B0.07380.14950.11030.136*
H4C0.08770.16490.07020.136*
C50.1532 (4)0.0161 (4)0.08485 (14)0.0653 (13)
C60.1974 (4)0.0290 (5)0.11713 (18)0.0812 (16)
H60.15970.01600.13700.097*
C70.2963 (6)0.0607 (6)0.1202 (2)0.105 (2)
H70.32480.06940.14210.126*
C80.3526 (6)0.0795 (7)0.0913 (3)0.115 (3)
H80.42000.09920.09340.137*
C90.3110 (6)0.0695 (8)0.0599 (3)0.130 (3)
H90.34930.08280.04010.156*
C100.2097 (5)0.0390 (7)0.05670 (19)0.106 (2)
H100.18080.03450.03470.127*
C110.0742 (5)0.2700 (4)0.09207 (15)0.0742 (15)
H11A0.14090.24300.09710.089*
H11B0.06270.26170.06740.089*
C120.0785 (5)0.3821 (4)0.09939 (17)0.0803 (17)
C130.0228 (7)0.4288 (6)0.0880 (3)0.128 (3)
H13A0.03510.41370.06400.193*
H13B0.01950.49930.09100.193*
H13C0.07700.40250.10190.193*
C140.1629 (7)0.4295 (6)0.0767 (2)0.122 (3)
H14A0.14850.41760.05260.182*
H14B0.22730.40070.08260.182*
H14C0.16510.49960.08090.182*
C150.1031 (5)0.4027 (4)0.13701 (18)0.0817 (17)
C160.0421 (7)0.4599 (5)0.1585 (2)0.113 (3)
H160.01560.48930.14910.136*
C170.0631 (12)0.4750 (7)0.1927 (3)0.156 (5)
H170.01930.51110.20680.187*
C180.1518 (14)0.4346 (9)0.2057 (3)0.159 (7)
H180.16910.44690.22870.190*
C190.2140 (11)0.3781 (9)0.1864 (3)0.154 (5)
H190.27210.34970.19580.185*
C200.1884 (6)0.3639 (6)0.1518 (2)0.101 (2)
H200.23160.32590.13810.121*
C210.0700 (4)0.2260 (4)0.17058 (12)0.0648 (13)
H21A0.01700.27130.17800.078*
H21B0.13260.26380.16960.078*
C220.0826 (5)0.1473 (4)0.19945 (12)0.0657 (13)
C230.1734 (5)0.0817 (6)0.19081 (18)0.098 (2)
H23A0.23280.12220.18800.148*
H23B0.18430.03540.20930.148*
H23C0.16030.04640.16970.148*
C240.1047 (6)0.2034 (5)0.23380 (14)0.093 (2)
H24A0.16690.24000.23150.139*
H24B0.05000.24830.23860.139*
H24C0.11090.15670.25250.139*
C250.0161 (5)0.0909 (4)0.20420 (11)0.0656 (14)
C260.0223 (7)0.0115 (5)0.20748 (16)0.091 (2)
H260.03730.04850.20650.109*
C270.1132 (9)0.0604 (6)0.2121 (2)0.111 (3)
H270.11330.12900.21400.133*
C280.2021 (8)0.0108 (8)0.21379 (19)0.116 (3)
H280.26340.04420.21650.139*
C290.1990 (7)0.0913 (7)0.2113 (2)0.115 (3)
H290.25880.12770.21310.138*
C300.1093 (6)0.1388 (5)0.20644 (16)0.0883 (19)
H300.11020.20750.20450.106*
C310.1969 (4)0.2200 (4)0.06823 (13)0.0689 (15)
C320.3022 (4)0.2438 (4)0.05806 (12)0.0573 (12)
C330.3762 (4)0.2594 (4)0.08242 (12)0.0606 (13)
H330.35980.25440.10580.073*
C340.4736 (4)0.2820 (5)0.07306 (13)0.0776 (17)
H340.52160.29380.09030.093*
C350.5023 (4)0.2877 (4)0.03844 (13)0.0675 (15)
C360.4291 (4)0.2691 (6)0.01446 (13)0.095 (2)
H360.44600.27020.00900.114*
C370.3320 (5)0.2491 (6)0.02383 (14)0.105 (3)
H370.28380.23850.00650.126*
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'0.46601.38460.24170.139*
H1D'0.47551.41540.20470.139*
C1'0.7491 (4)0.8037 (4)0.14042 (13)0.0691 (14)
H1A'0.77960.78390.11860.083*
H1B'0.77270.87040.14520.083*
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)
H3D0.78830.84230.20700.135*
H3E0.79530.73510.22250.135*
H3F0.69210.77380.20730.135*
C4'0.9098 (5)0.7361 (5)0.16515 (18)0.0918 (19)
H4D0.93450.80240.16830.138*
H4E0.92780.71300.14240.138*
H4F0.93970.69360.18230.138*
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)
H6'0.74840.62860.11240.094*
C7'0.7171 (5)0.4899 (5)0.1276 (2)0.094 (2)
H7'0.70700.46440.10540.113*
C8'0.7071 (7)0.4309 (6)0.1555 (3)0.121 (3)
H8'0.69080.36430.15270.145*
C9'0.7207 (9)0.4686 (6)0.1877 (3)0.143 (4)
H9'0.71250.42790.20700.171*
C10'0.7467 (7)0.5667 (5)0.19225 (19)0.104 (3)
H10'0.75630.59150.21460.125*
C11'0.4967 (4)0.7038 (4)0.15861 (14)0.0694 (14)
H11C0.52720.63940.15460.083*
H11D0.50160.71690.18330.083*
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)
H13D0.36930.55140.16720.171*
H13E0.26540.60820.16740.171*
H13F0.34650.62940.19630.171*
C14'0.3326 (6)0.7936 (6)0.1581 (2)0.118 (3)
H14D0.34250.80850.18220.178*
H14E0.26120.78900.15330.178*
H14F0.36200.84520.14420.178*
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)
H16'0.46230.54840.11290.108*
C17'0.4060 (8)0.5570 (7)0.0642 (3)0.121 (3)
H17'0.43840.50050.05600.146*
C18'0.3479 (9)0.6094 (10)0.0426 (3)0.143 (5)
H18'0.34170.59010.01950.172*
C19'0.2983 (7)0.6898 (11)0.0541 (2)0.135 (4)
H19'0.25700.72590.03920.162*
C20'0.3094 (5)0.7189 (6)0.0887 (2)0.103 (2)
H20'0.27570.77500.09680.123*
C21'0.5406 (4)0.8486 (4)0.08068 (12)0.0648 (13)
H21C0.49610.79610.07270.078*
H21D0.49990.90830.08220.078*
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)
H23D0.64131.01190.06580.146*
H23E0.73250.97040.04400.146*
H23F0.72160.94230.08330.146*
C24'0.5642 (5)0.8919 (6)0.01800 (15)0.101 (2)
H24D0.52530.95130.02140.151*
H24E0.51940.83860.01180.151*
H24F0.61260.90210.00030.151*
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)
H26'0.56350.68130.03960.116*
C27'0.6893 (9)0.5964 (8)0.0340 (2)0.127 (3)
H27'0.65520.53720.02990.152*
C28'0.7917 (10)0.5982 (10)0.0341 (2)0.141 (4)
H28'0.82850.54060.02980.169*
C29'0.8400 (7)0.6841 (10)0.04045 (19)0.128 (3)
H29'0.91060.68470.04100.153*
C30'0.7887 (5)0.7698 (7)0.04604 (15)0.090 (2)
H30'0.82510.82780.04980.109*
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)
H33'0.53791.13100.14500.084*
C34'0.5060 (6)1.2442 (4)0.17693 (14)0.086 (2)
H34'0.50241.29170.15950.103*
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)
H36'0.48161.21660.25850.105*
C37'0.5092 (6)1.1039 (4)0.22629 (13)0.093 (2)
H37'0.50911.05610.24370.112*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.05504 (17)0.0731 (2)0.04441 (15)0.00272 (18)0.00284 (14)0.00597 (16)
O10.0534 (19)0.103 (3)0.0477 (18)0.0108 (18)0.0099 (15)0.0081 (17)
O20.067 (2)0.229 (6)0.052 (2)0.035 (3)0.0016 (19)0.005 (3)
N10.056 (3)0.166 (5)0.067 (3)0.014 (4)0.007 (2)0.016 (4)
C10.063 (3)0.072 (3)0.059 (3)0.003 (3)0.002 (3)0.004 (2)
C20.056 (3)0.081 (4)0.057 (3)0.006 (3)0.004 (2)0.012 (2)
C30.062 (3)0.137 (6)0.058 (3)0.009 (3)0.009 (3)0.014 (3)
C40.085 (4)0.081 (4)0.104 (5)0.008 (3)0.002 (4)0.024 (3)
C50.057 (3)0.073 (3)0.066 (3)0.004 (3)0.001 (3)0.009 (3)
C60.065 (3)0.094 (4)0.085 (4)0.009 (3)0.014 (3)0.005 (3)
C70.080 (5)0.114 (5)0.121 (6)0.006 (4)0.038 (5)0.012 (5)
C80.065 (4)0.125 (7)0.153 (8)0.003 (4)0.008 (5)0.003 (6)
C90.085 (6)0.172 (9)0.134 (8)0.016 (6)0.047 (6)0.018 (7)
C100.082 (5)0.158 (7)0.078 (4)0.019 (5)0.011 (4)0.016 (5)
C110.069 (4)0.094 (4)0.060 (3)0.001 (3)0.013 (3)0.006 (3)
C120.088 (4)0.074 (4)0.079 (4)0.004 (3)0.012 (4)0.023 (3)
C130.124 (7)0.101 (6)0.161 (8)0.015 (5)0.009 (6)0.037 (5)
C140.145 (7)0.127 (6)0.093 (5)0.049 (6)0.030 (5)0.025 (5)
C150.086 (4)0.063 (3)0.095 (5)0.020 (3)0.015 (4)0.010 (3)
C160.147 (7)0.073 (4)0.120 (6)0.015 (5)0.024 (6)0.006 (4)
C170.262 (17)0.089 (7)0.118 (9)0.041 (8)0.044 (9)0.028 (6)
C180.29 (2)0.103 (8)0.087 (7)0.087 (11)0.033 (9)0.006 (6)
C190.207 (13)0.129 (8)0.128 (9)0.085 (9)0.052 (9)0.027 (7)
C200.103 (5)0.101 (5)0.098 (5)0.037 (4)0.011 (4)0.010 (4)
C210.078 (4)0.068 (3)0.048 (3)0.006 (3)0.002 (2)0.003 (2)
C220.087 (4)0.066 (3)0.044 (2)0.008 (3)0.003 (3)0.000 (2)
C230.101 (5)0.108 (5)0.087 (5)0.034 (4)0.026 (4)0.011 (4)
C240.141 (6)0.087 (4)0.050 (3)0.008 (4)0.016 (3)0.005 (3)
C250.101 (4)0.063 (3)0.033 (2)0.005 (3)0.008 (2)0.001 (2)
C260.136 (6)0.069 (4)0.067 (4)0.003 (4)0.025 (4)0.008 (3)
C270.166 (9)0.077 (5)0.089 (5)0.039 (6)0.020 (6)0.016 (4)
C280.133 (8)0.147 (8)0.068 (4)0.047 (7)0.026 (5)0.006 (5)
C290.120 (7)0.120 (7)0.104 (6)0.019 (5)0.045 (5)0.030 (5)
C300.103 (5)0.080 (4)0.081 (4)0.002 (4)0.034 (4)0.014 (3)
C310.059 (3)0.101 (4)0.047 (3)0.014 (3)0.004 (2)0.008 (3)
C320.051 (3)0.079 (3)0.042 (2)0.003 (2)0.003 (2)0.004 (2)
C330.057 (3)0.086 (3)0.039 (2)0.010 (3)0.004 (2)0.000 (2)
C340.055 (3)0.129 (5)0.048 (3)0.001 (3)0.005 (2)0.008 (3)
C350.055 (3)0.100 (4)0.048 (3)0.002 (3)0.003 (2)0.007 (3)
C360.070 (4)0.178 (7)0.038 (3)0.032 (4)0.003 (2)0.003 (3)
C370.072 (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—O12.061 (3)Sn1'—O1'2.063 (3)
Sn1—C112.133 (6)Sn1'—C21'2.142 (5)
Sn1—C212.147 (5)Sn1'—C1'2.144 (6)
Sn1—C12.158 (5)Sn1'—C11'2.146 (5)
C31—O11.292 (6)C31'—O1'1.286 (6)
C31—O21.225 (6)C31'—O2'1.215 (6)
N1—C351.368 (7)N1'—C35'1.372 (7)
N1—H1C0.8600N1'—H1C'0.8600
N1—H1D0.8600N1'—H1D'0.8600
C1—C21.538 (7)C1'—C2'1.557 (7)
C1—H1A0.9700C1'—H1A'0.9700
C1—H1B0.9700C1'—H1B'0.9700
C2—C51.511 (8)C2'—C5'1.522 (7)
C2—C31.533 (7)C2'—C3'1.525 (8)
C2—C41.545 (8)C2'—C4'1.538 (9)
C3—H3A0.9600C3'—H3D0.9600
C3—H3B0.9600C3'—H3E0.9600
C3—H3C0.9600C3'—H3F0.9600
C4—H4A0.9600C4'—H4D0.9600
C4—H4B0.9600C4'—H4E0.9600
C4—H4C0.9600C4'—H4F0.9600
C5—C101.350 (9)C5'—C6'1.367 (8)
C5—C61.384 (8)C5'—C10'1.379 (8)
C6—C71.375 (9)C6'—C7'1.380 (8)
C6—H60.9300C6'—H6'0.9300
C7—C81.361 (11)C7'—C8'1.346 (11)
C7—H70.9300C7'—H7'0.9300
C8—C91.333 (12)C8'—C9'1.353 (12)
C8—H80.9300C8'—H8'0.9300
C9—C101.401 (11)C9'—C10'1.380 (10)
C9—H90.9300C9'—H9'0.9300
C10—H100.9300C10'—H10'0.9300
C11—C121.540 (8)C11'—C12'1.535 (8)
C11—H11A0.9700C11'—H11C0.9700
C11—H11B0.9700C11'—H11D0.9700
C12—C151.510 (9)C12'—C14'1.518 (9)
C12—C131.539 (10)C12'—C13'1.542 (8)
C12—C141.552 (9)C12'—C15'1.543 (8)
C13—H13A0.9600C13'—H13D0.9600
C13—H13B0.9600C13'—H13E0.9600
C13—H13C0.9600C13'—H13F0.9600
C14—H14A0.9600C14'—H14D0.9600
C14—H14B0.9600C14'—H14E0.9600
C14—H14C0.9600C14'—H14F0.9600
C15—C201.365 (10)C15'—C16'1.352 (9)
C15—C161.388 (10)C15'—C20'1.385 (9)
C16—C171.361 (13)C16'—C17'1.387 (11)
C16—H160.9300C16'—H16'0.9300
C17—C181.383 (17)C17'—C18'1.331 (14)
C17—H170.9300C17'—H17'0.9300
C18—C191.342 (17)C18'—C19'1.342 (15)
C18—H180.9300C18'—H18'0.9300
C19—C201.385 (12)C19'—C20'1.397 (12)
C19—H190.9300C19'—H19'0.9300
C20—H200.9300C20'—H20'0.9300
C21—C221.547 (7)C21'—C22'1.543 (7)
C21—H21A0.9700C21'—H21C0.9700
C21—H21B0.9700C21'—H21D0.9700
C22—C251.516 (8)C22'—C25'1.498 (8)
C22—C231.524 (8)C22'—C23'1.532 (8)
C22—C241.552 (7)C22'—C24'1.560 (7)
C23—H23A0.9600C23'—H23D0.9600
C23—H23B0.9600C23'—H23E0.9600
C23—H23C0.9600C23'—H23F0.9600
C24—H24A0.9600C24'—H24D0.9600
C24—H24B0.9600C24'—H24E0.9600
C24—H24C0.9600C24'—H24F0.9600
C25—C301.390 (9)C25'—C26'1.386 (9)
C25—C261.391 (8)C25'—C30'1.404 (9)
C26—C271.379 (11)C26'—C27'1.403 (12)
C26—H260.9300C26'—H26'0.9300
C27—C281.350 (12)C27'—C28'1.348 (13)
C27—H270.9300C27'—H27'0.9300
C28—C291.383 (11)C28'—C29'1.344 (15)
C28—H280.9300C28'—H28'0.9300
C29—C301.358 (10)C29'—C30'1.357 (12)
C29—H290.9300C29'—H29'0.9300
C30—H300.9300C30'—H30'0.9300
C31—C321.476 (7)C31'—C32'1.486 (7)
C32—C331.368 (7)C32'—C33'1.366 (7)
C32—C371.377 (7)C32'—C37'1.368 (7)
C33—C341.366 (7)C33'—C34'1.376 (7)
C33—H330.9300C33'—H33'0.9300
C34—C351.388 (7)C34'—C35'1.375 (7)
C34—H340.9300C34'—H34'0.9300
C35—C361.358 (7)C35'—C36'1.361 (7)
C36—C371.356 (8)C36'—C37'1.365 (8)
C36—H360.9300C36'—H36'0.9300
C37—H370.9300C37'—H37'0.9300
O1—Sn1—C11109.6 (2)O1'—Sn1'—C21'93.01 (18)
O1—Sn1—C2192.33 (18)O1'—Sn1'—C1'101.26 (18)
C11—Sn1—C21115.4 (2)C21'—Sn1'—C1'115.9 (2)
O1—Sn1—C1103.05 (18)O1'—Sn1'—C11'110.06 (19)
C11—Sn1—C1116.8 (2)C21'—Sn1'—C11'115.6 (2)
C21—Sn1—C1115.53 (19)C1'—Sn1'—C11'116.8 (2)
C31—O1—Sn1120.4 (3)C31'—O1'—Sn1'122.4 (3)
C35—N1—H1C120.0C35'—N1'—H1C'120.0
C35—N1—H1D120.0C35'—N1'—H1D'120.0
H1C—N1—H1D120.0H1C'—N1'—H1D'120.0
C2—C1—Sn1121.0 (4)C2'—C1'—Sn1'120.4 (4)
C2—C1—H1A107.1C2'—C1'—H1A'107.2
Sn1—C1—H1A107.1Sn1'—C1'—H1A'107.2
C2—C1—H1B107.1C2'—C1'—H1B'107.2
Sn1—C1—H1B107.1Sn1'—C1'—H1B'107.2
H1A—C1—H1B106.8H1A'—C1'—H1B'106.9
C5—C2—C3112.0 (5)C5'—C2'—C3'112.1 (5)
C5—C2—C1113.1 (4)C5'—C2'—C4'107.2 (5)
C3—C2—C1108.8 (5)C3'—C2'—C4'109.6 (5)
C5—C2—C4108.2 (5)C5'—C2'—C1'110.9 (4)
C3—C2—C4107.5 (5)C3'—C2'—C1'109.5 (5)
C1—C2—C4106.9 (5)C4'—C2'—C1'107.3 (5)
C2—C3—H3A109.5C2'—C3'—H3D109.5
C2—C3—H3B109.5C2'—C3'—H3E109.5
H3A—C3—H3B109.5H3D—C3'—H3E109.5
C2—C3—H3C109.5C2'—C3'—H3F109.5
H3A—C3—H3C109.5H3D—C3'—H3F109.5
H3B—C3—H3C109.5H3E—C3'—H3F109.5
C2—C4—H4A109.5C2'—C4'—H4D109.5
C2—C4—H4B109.5C2'—C4'—H4E109.5
H4A—C4—H4B109.5H4D—C4'—H4E109.5
C2—C4—H4C109.5C2'—C4'—H4F109.5
H4A—C4—H4C109.5H4D—C4'—H4F109.5
H4B—C4—H4C109.5H4E—C4'—H4F109.5
C10—C5—C6117.4 (6)C6'—C5'—C10'117.1 (5)
C10—C5—C2123.0 (5)C6'—C5'—C2'122.6 (5)
C6—C5—C2119.6 (5)C10'—C5'—C2'120.3 (5)
C7—C6—C5121.0 (7)C5'—C6'—C7'122.0 (7)
C7—C6—H6119.5C5'—C6'—H6'119.0
C5—C6—H6119.5C7'—C6'—H6'119.0
C8—C7—C6120.2 (8)C8'—C7'—C6'119.8 (7)
C8—C7—H7119.9C8'—C7'—H7'120.1
C6—C7—H7119.9C6'—C7'—H7'120.1
C9—C8—C7119.9 (8)C7'—C8'—C9'119.9 (7)
C9—C8—H8120.0C7'—C8'—H8'120.1
C7—C8—H8120.0C9'—C8'—H8'120.1
C8—C9—C10120.0 (8)C8'—C9'—C10'120.6 (8)
C8—C9—H9120.0C8'—C9'—H9'119.7
C10—C9—H9120.0C10'—C9'—H9'119.7
C5—C10—C9121.4 (7)C5'—C10'—C9'120.7 (7)
C5—C10—H10119.3C5'—C10'—H10'119.7
C9—C10—H10119.3C9'—C10'—H10'119.7
C12—C11—Sn1119.6 (4)C12'—C11'—Sn1'119.0 (4)
C12—C11—H11A107.4C12'—C11'—H11C107.6
Sn1—C11—H11A107.4Sn1'—C11'—H11C107.6
C12—C11—H11B107.4C12'—C11'—H11D107.6
Sn1—C11—H11B107.4Sn1'—C11'—H11D107.6
H11A—C11—H11B106.9H11C—C11'—H11D107.0
C15—C12—C13112.5 (6)C14'—C12'—C11'108.5 (5)
C15—C12—C11111.4 (5)C14'—C12'—C13'109.1 (6)
C13—C12—C11108.6 (6)C11'—C12'—C13'108.0 (5)
C15—C12—C14108.1 (6)C14'—C12'—C15'113.1 (6)
C13—C12—C14107.0 (6)C11'—C12'—C15'110.4 (4)
C11—C12—C14109.2 (6)C13'—C12'—C15'107.7 (5)
C12—C13—H13A109.5C12'—C13'—H13D109.5
C12—C13—H13B109.5C12'—C13'—H13E109.5
H13A—C13—H13B109.5H13D—C13'—H13E109.5
C12—C13—H13C109.5C12'—C13'—H13F109.5
H13A—C13—H13C109.5H13D—C13'—H13F109.5
H13B—C13—H13C109.5H13E—C13'—H13F109.5
C12—C14—H14A109.5C12'—C14'—H14D109.5
C12—C14—H14B109.5C12'—C14'—H14E109.5
H14A—C14—H14B109.5H14D—C14'—H14E109.5
C12—C14—H14C109.5C12'—C14'—H14F109.5
H14A—C14—H14C109.5H14D—C14'—H14F109.5
H14B—C14—H14C109.5H14E—C14'—H14F109.5
C20—C15—C16116.2 (8)C16'—C15'—C20'118.2 (7)
C20—C15—C12120.5 (7)C16'—C15'—C12'120.4 (6)
C16—C15—C12123.4 (7)C20'—C15'—C12'121.4 (6)
C17—C16—C15122.9 (10)C15'—C16'—C17'120.0 (8)
C17—C16—H16118.6C15'—C16'—H16'120.0
C15—C16—H16118.6C17'—C16'—H16'120.0
C16—C17—C18117.5 (12)C18'—C17'—C16'121.6 (10)
C16—C17—H17121.2C18'—C17'—H17'119.2
C18—C17—H17121.2C16'—C17'—H17'119.2
C19—C18—C17122.6 (12)C17'—C18'—C19'120.3 (10)
C19—C18—H18118.7C17'—C18'—H18'119.9
C17—C18—H18118.7C19'—C18'—H18'119.9
C18—C19—C20117.6 (13)C18'—C19'—C20'119.4 (10)
C18—C19—H19121.2C18'—C19'—H19'120.3
C20—C19—H19121.2C20'—C19'—H19'120.3
C15—C20—C19123.2 (10)C15'—C20'—C19'120.5 (9)
C15—C20—H20118.4C15'—C20'—H20'119.7
C19—C20—H20118.4C19'—C20'—H20'119.7
C22—C21—Sn1119.8 (3)C22'—C21'—Sn1'119.4 (4)
C22—C21—H21A107.4C22'—C21'—H21C107.5
Sn1—C21—H21A107.4Sn1'—C21'—H21C107.5
C22—C21—H21B107.4C22'—C21'—H21D107.5
Sn1—C21—H21B107.4Sn1'—C21'—H21D107.5
H21A—C21—H21B106.9H21C—C21'—H21D107.0
C25—C22—C23114.0 (5)C25'—C22'—C23'114.2 (5)
C25—C22—C21109.9 (4)C25'—C22'—C21'110.7 (5)
C23—C22—C21109.0 (5)C23'—C22'—C21'108.4 (5)
C25—C22—C24107.6 (5)C25'—C22'—C24'108.6 (5)
C23—C22—C24108.8 (5)C23'—C22'—C24'107.2 (5)
C21—C22—C24107.3 (4)C21'—C22'—C24'107.5 (5)
C22—C23—H23A109.5C22'—C23'—H23D109.5
C22—C23—H23B109.5C22'—C23'—H23E109.5
H23A—C23—H23B109.5H23D—C23'—H23E109.5
C22—C23—H23C109.5C22'—C23'—H23F109.5
H23A—C23—H23C109.5H23D—C23'—H23F109.5
H23B—C23—H23C109.5H23E—C23'—H23F109.5
C22—C24—H24A109.5C22'—C24'—H24D109.5
C22—C24—H24B109.5C22'—C24'—H24E109.5
H24A—C24—H24B109.5H24D—C24'—H24E109.5
C22—C24—H24C109.5C22'—C24'—H24F109.5
H24A—C24—H24C109.5H24D—C24'—H24F109.5
H24B—C24—H24C109.5H24E—C24'—H24F109.5
C30—C25—C26113.9 (7)C26'—C25'—C30'115.2 (7)
C30—C25—C22122.0 (5)C26'—C25'—C22'120.6 (5)
C26—C25—C22124.1 (6)C30'—C25'—C22'124.2 (6)
C27—C26—C25122.6 (8)C25'—C26'—C27'121.6 (7)
C27—C26—H26118.7C25'—C26'—H26'119.2
C25—C26—H26118.7C27'—C26'—H26'119.2
C28—C27—C26121.5 (8)C28'—C27'—C26'120.2 (10)
C28—C27—H27119.2C28'—C27'—H27'119.9
C26—C27—H27119.2C26'—C27'—H27'119.9
C27—C28—C29117.7 (9)C29'—C28'—C27'119.2 (10)
C27—C28—H28121.1C29'—C28'—H28'120.4
C29—C28—H28121.1C27'—C28'—H28'120.4
C30—C29—C28120.4 (9)C28'—C29'—C30'122.0 (9)
C30—C29—H29119.8C28'—C29'—H29'119.0
C28—C29—H29119.8C30'—C29'—H29'119.0
C29—C30—C25123.9 (7)C29'—C30'—C25'121.7 (8)
C29—C30—H30118.1C29'—C30'—H30'119.1
C25—C30—H30118.1C25'—C30'—H30'119.1
O2—C31—O1121.7 (5)O2'—C31'—O1'122.2 (5)
O2—C31—C32121.6 (5)O2'—C31'—C32'122.2 (4)
O1—C31—C32116.8 (4)O1'—C31'—C32'115.5 (4)
C33—C32—C37116.5 (5)C33'—C32'—C37'116.8 (5)
C33—C32—C31121.3 (4)C33'—C32'—C31'121.3 (4)
C37—C32—C31122.2 (5)C37'—C32'—C31'121.9 (4)
C34—C33—C32121.4 (5)C32'—C33'—C34'120.6 (5)
C34—C33—H33119.3C32'—C33'—H33'119.7
C32—C33—H33119.3C34'—C33'—H33'119.7
C33—C34—C35121.4 (5)C35'—C34'—C33'122.0 (5)
C33—C34—H34119.3C35'—C34'—H34'119.0
C35—C34—H34119.3C33'—C34'—H34'119.0
C36—C35—N1121.2 (5)C36'—C35'—N1'120.2 (5)
C36—C35—C34116.7 (5)C36'—C35'—C34'117.1 (5)
N1—C35—C34122.0 (5)N1'—C35'—C34'122.7 (5)
C37—C36—C35121.7 (5)C35'—C36'—C37'120.7 (5)
C37—C36—H36119.2C35'—C36'—H36'119.7
C35—C36—H36119.2C37'—C36'—H36'119.7
C36—C37—C32122.2 (5)C36'—C37'—C32'122.8 (5)
C36—C37—H37118.9C36'—C37'—H37'118.6
C32—C37—H37118.9C32'—C37'—H37'118.6
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1C···O2i0.862.092.932 (6)168
N1—H1C···O2ii0.862.072.921 (7)173
Symmetry codes: (i) x1/2, y+1/2, z; (ii) x+1, y+1/2, z+1/2.
 

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