4′-Hydr­oxy-4-methyl­stilbazolium tetra­phenyl­borate dimeth­yl sulfoxide solvate

In the title salt, C₁₄H₁₄NO⁺·C₂₄H₂₀B⁻·C₂H₆OS, the cation is nearly planar and is totally disordered, each of the two positions being occupied equally. The crystal structure has an O—H...O hydrogen bond between the disordered cation and the dimeth­yl sulfoxide mol­ecule. A C—H...π inter­action between the disordered cation and a phen­yl ring of the tetra­phenyl­borate anion is also present.

Key indicators

• Single-crystal X-ray study
• T = 298 K
• Mean [sigma](C-C) = 0.003 Å
• Disorder in main residue
• R factor = 0.046
• wR factor = 0.121
• Data-to-parameter ratio = 12.7

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT301_ALERT_3_B Main Residue  Disorder .........................      28.00 Perc.

Alert level C
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       0.50 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         O1
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        O1'
PLAT244_ALERT_4_C Low   'Solvent' Ueq as Compared to Neighbors for          S
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          3
PLAT722_ALERT_1_C Angle   Calc      115.00, Rep      116.30 Dev...       1.30 Deg.
              C8   -C7   -H7      1.555   1.555   1.555
PLAT722_ALERT_1_C Angle   Calc      115.00, Rep      116.30 Dev...       1.30 Deg.
              C4   -C7   -H7      1.555   1.555   1.555

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   9 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   5 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   2 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

Data collection: XSCANS (Siemens 1994); cell refinement: XSCANS; data reduction: SHELXTL (Sheldrick 1997); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

4'-Hydroxy-4-methylstilbazolium tetraphenylborate dimethyl sulfoxide solvate

Crystal data

C14H14NO^+·C24H20B^−·C2H6OS	F(000) = 1296
Mr = 609.61	Dx = 1.217 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2yn	Cell parameters from 22 reflections
a = 13.624 (2) Å	θ = 3.1–13.6°
b = 10.188 (1) Å	µ = 0.13 mm^−1
c = 24.248 (3) Å	T = 298 K
β = 98.53 (1)°	Chunk, yellow
V = 3328.4 (7) Å^3	0.56 × 0.56 × 0.34 mm
Z = 4

Data collection

Siemens P4 diffractometer	Rint = 0.022
Radiation source: normal-focus sealed tube	θmax = 25.0°, θmin = 1.6°
Graphite monochromator	h = 0→16
ω scans	k = 0→12
6117 measured reflections	l = −28→28
5852 independent reflections	3 standard reflections every 97 reflections
3411 reflections with I > 2σ(I)	intensity decay: 2.8%

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.046	H-atom parameters constrained
wR(F^2) = 0.121	w = 1/[σ^2(Fo^2) + (0.0631P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 0.94	(Δ/σ)max = 0.001
5852 reflections	Δρmax = 0.32 e Å^−3
461 parameters	Δρmin = −0.28 e Å^−3
39 restraints	Extinction correction: SHELXL97, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0055 (6)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
C1	1.0568 (17)	1.2600 (12)	0.1900 (5)	0.066 (2)	0.50
H1A	1.1222	1.2597	0.2112	0.079*	0.50
H1B	1.0159	1.3220	0.2059	0.079*	0.50
H1C	1.0608	1.2843	0.1521	0.079*	0.50
N	1.013 (5)	1.127 (3)	0.1911 (9)	0.0564 (7)	0.50
C2	1.001 (4)	1.051 (2)	0.1454 (6)	0.0691 (13)	0.50
H2	1.0197	1.0823	0.1125	0.083*	0.50
C3	0.9607 (13)	0.9270 (9)	0.1462 (3)	0.0642 (15)	0.50
H3	0.9519	0.8765	0.1139	0.077*	0.50
C4	0.9333 (7)	0.8770 (6)	0.1949 (2)	0.0481 (13)	0.50
C5	0.9422 (17)	0.9616 (10)	0.2403 (4)	0.0540 (12)	0.50
H5	0.9167	0.9369	0.2723	0.065*	0.50
C6	0.987 (4)	1.079 (2)	0.2386 (7)	0.0585 (15)	0.50
H6	1.0011	1.1285	0.2711	0.070*	0.50
C7	0.8960 (4)	0.7453 (5)	0.19594 (19)	0.0609 (11)	0.50
H7	0.8781	0.7185	0.2297	0.073*	0.50
C8	0.8836 (4)	0.6574 (5)	0.15582 (18)	0.0565 (10)	0.50
H8	0.8986	0.6856	0.1216	0.068*	0.50
C9	0.8494 (8)	0.5211 (5)	0.1574 (2)	0.0476 (13)	0.50
C10	0.8263 (15)	0.4751 (9)	0.2083 (3)	0.0592 (16)	0.50
H10	0.8316	0.5315	0.2388	0.071*	0.50
C11	0.795 (3)	0.3458 (15)	0.2141 (6)	0.0664 (19)	0.50
H11	0.7768	0.3176	0.2475	0.080*	0.50
C12	0.793 (2)	0.2593 (12)	0.1696 (6)	0.052 (4)	0.50
C13	0.807 (3)	0.3073 (13)	0.1180 (5)	0.059 (3)	0.50
H13	0.7959	0.2532	0.0868	0.070*	0.50
C14	0.8363 (15)	0.4348 (9)	0.1128 (3)	0.0565 (15)	0.50
H14	0.8480	0.4644	0.0781	0.068*	0.50
O1	0.753 (4)	0.1380 (18)	0.1763 (7)	0.076 (2)	0.50
H1	0.7209	0.1140	0.1466	0.091*	0.50
C1'	1.0606 (16)	1.2631 (11)	0.2088 (5)	0.066 (2)	0.50
H1'1	1.1287	1.2500	0.2248	0.079*	0.50
H1'2	1.0264	1.3080	0.2351	0.079*	0.50
H1'3	1.0577	1.3149	0.1755	0.079*	0.50
N'	1.013 (5)	1.135 (3)	0.1949 (9)	0.0564 (7)	0.50
C2'	1.009 (4)	1.083 (2)	0.1435 (6)	0.0691 (13)	0.50
H2'	1.0313	1.1329	0.1156	0.083*	0.50
C3'	0.9721 (14)	0.9594 (9)	0.1313 (3)	0.0642 (15)	0.50
H3'	0.9719	0.9251	0.0957	0.077*	0.50
C4'	0.9354 (7)	0.8850 (5)	0.1717 (2)	0.0481 (13)	0.50
C5'	0.9436 (16)	0.9394 (10)	0.2246 (4)	0.0540 (12)	0.50
H5'	0.9256	0.8901	0.2538	0.065*	0.50
C6'	0.977 (3)	1.064 (2)	0.2342 (6)	0.0585 (15)	0.50
H6'	0.9757	1.1007	0.2691	0.070*	0.50
C7'	0.8985 (4)	0.7550 (5)	0.15692 (19)	0.0609 (11)	0.50
H7'	0.8897	0.7329	0.1193	0.073*	0.50
C8'	0.8763 (4)	0.6656 (5)	0.19151 (19)	0.0565 (10)	0.50
H8'	0.8809	0.6916	0.2286	0.068*	0.50
C9'	0.8449 (8)	0.5291 (5)	0.1797 (2)	0.0476 (13)	0.50
C10'	0.8282 (16)	0.4541 (9)	0.2258 (3)	0.0592 (16)	0.50
H10'	0.8380	0.4916	0.2612	0.071*	0.50
C11'	0.797 (3)	0.3237 (16)	0.2195 (6)	0.0664 (19)	0.50
H11'	0.7920	0.2722	0.2506	0.080*	0.50
C12'	0.774 (2)	0.2714 (12)	0.1662 (6)	0.052 (4)	0.50
C13'	0.801 (3)	0.3398 (13)	0.1215 (5)	0.059 (3)	0.50
H13'	0.7956	0.3001	0.0867	0.070*	0.50
C14'	0.8347 (15)	0.4664 (9)	0.1285 (3)	0.0565 (15)	0.50
H14'	0.8515	0.5114	0.0979	0.068*	0.50
O1'	0.752 (4)	0.1399 (18)	0.1634 (7)	0.076 (2)	0.50
H1'	0.7314	0.1196	0.1310	0.091*	0.50
B	0.26093 (17)	0.5591 (2)	0.10727 (10)	0.0400 (6)
C15	0.26044 (13)	0.4175 (2)	0.07470 (8)	0.0392 (5)
C16	0.27868 (16)	0.4145 (2)	0.01944 (9)	0.0526 (6)
H16	0.2907	0.4934	0.0024	0.063*
C17	0.27981 (17)	0.3007 (3)	−0.01093 (10)	0.0584 (6)
H17	0.2931	0.3043	−0.0474	0.070*
C18	0.26149 (16)	0.1818 (2)	0.01213 (10)	0.0572 (6)
H18	0.2623	0.1047	−0.0083	0.069*
C19	0.24197 (17)	0.1795 (2)	0.06605 (10)	0.0567 (6)
H19	0.2287	0.1002	0.0825	0.068*
C20	0.24206 (15)	0.2955 (2)	0.09609 (9)	0.0473 (5)
H20	0.2290	0.2910	0.1326	0.057*
C21	0.23204 (14)	0.54572 (19)	0.17051 (8)	0.0392 (5)
C22	0.28875 (15)	0.4684 (2)	0.21099 (8)	0.0462 (5)
H22	0.3407	0.4195	0.2006	0.055*
C23	0.27148 (17)	0.4609 (2)	0.26572 (9)	0.0538 (6)
H23	0.3107	0.4070	0.2909	0.065*
C24	0.19610 (18)	0.5334 (2)	0.28283 (9)	0.0573 (6)
H24	0.1845	0.5299	0.3196	0.069*
C25	0.13846 (18)	0.6109 (2)	0.24461 (10)	0.0601 (6)
H25	0.0874	0.6605	0.2556	0.072*
C26	0.15584 (16)	0.6155 (2)	0.18986 (9)	0.0497 (6)
H26	0.1148	0.6676	0.1647	0.060*
C27	0.37365 (15)	0.6227 (2)	0.11621 (8)	0.0402 (5)
C28	0.39199 (16)	0.7471 (2)	0.13989 (9)	0.0499 (6)
H28	0.3388	0.7947	0.1495	0.060*
C29	0.48579 (19)	0.8028 (2)	0.14964 (9)	0.0608 (7)
H29	0.4941	0.8868	0.1647	0.073*
C30	0.56656 (19)	0.7341 (3)	0.13709 (10)	0.0655 (7)
H30	0.6295	0.7714	0.1429	0.079*
C31	0.55267 (17)	0.6097 (3)	0.11583 (10)	0.0620 (7)
H31	0.6068	0.5605	0.1085	0.074*
C32	0.45789 (15)	0.5573 (2)	0.10525 (9)	0.0504 (6)
H32	0.4504	0.4736	0.0899	0.061*
C33	0.17938 (14)	0.6527 (2)	0.06876 (8)	0.0402 (5)
C34	0.19727 (16)	0.7753 (2)	0.04659 (9)	0.0518 (6)
H34	0.2612	0.8097	0.0534	0.062*
C35	0.12328 (18)	0.8480 (2)	0.01475 (10)	0.0620 (7)
H35	0.1386	0.9294	0.0009	0.074*
C36	0.02840 (17)	0.8017 (2)	0.00349 (9)	0.0570 (6)
H36	−0.0211	0.8513	−0.0174	0.068*
C37	0.00743 (16)	0.6807 (2)	0.02345 (9)	0.0538 (6)
H37	−0.0565	0.6469	0.0156	0.065*
C38	0.08158 (16)	0.6086 (2)	0.05536 (9)	0.0498 (6)
H38	0.0654	0.5268	0.0685	0.060*
S	0.54701 (5)	0.09763 (8)	0.06096 (3)	0.0756 (2)
O2	0.65231 (14)	0.05482 (18)	0.07682 (8)	0.0886 (6)
C39	0.5136 (2)	0.1857 (3)	0.11799 (11)	0.0827 (8)
H39A	0.5167	0.1286	0.1497	0.099*
H39B	0.4473	0.2189	0.1085	0.099*
H39C	0.5587	0.2577	0.1269	0.099*
C40	0.5515 (2)	0.2316 (3)	0.01576 (12)	0.1070 (12)
H40A	0.5972	0.2959	0.0334	0.128*
H40B	0.4866	0.2699	0.0073	0.128*
H40C	0.5730	0.2020	−0.0181	0.128*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.067 (2)	0.073 (2)	0.059 (7)	−0.0169 (17)	0.014 (6)	−0.012 (3)
N	0.0481 (12)	0.066 (3)	0.056 (2)	0.000 (3)	0.008 (3)	−0.0075 (14)
C2	0.081 (6)	0.075 (8)	0.0538 (18)	−0.012 (8)	0.0189 (15)	−0.003 (4)
C3	0.080 (4)	0.075 (5)	0.043 (4)	−0.018 (4)	0.026 (4)	−0.009 (4)
C4	0.0450 (17)	0.066 (2)	0.033 (4)	0.0042 (15)	0.004 (4)	−0.005 (3)
C5	0.0573 (17)	0.060 (4)	0.047 (5)	0.000 (4)	0.016 (5)	−0.015 (3)
C6	0.049 (7)	0.080 (4)	0.046 (2)	−0.006 (3)	0.007 (4)	−0.0084 (15)
C7	0.057 (2)	0.070 (3)	0.055 (3)	0.001 (2)	0.004 (3)	0.004 (3)
C8	0.048 (2)	0.078 (3)	0.043 (2)	0.001 (2)	0.005 (2)	0.007 (3)
C9	0.0467 (18)	0.068 (2)	0.029 (5)	0.0033 (16)	0.010 (4)	−0.002 (3)
C10	0.0555 (18)	0.080 (3)	0.041 (4)	0.003 (4)	0.005 (6)	−0.002 (4)
C11	0.059 (2)	0.084 (5)	0.057 (2)	−0.006 (6)	0.011 (3)	0.006 (3)
C12	0.029 (10)	0.062 (2)	0.062 (2)	0.010 (4)	−0.006 (3)	0.013 (2)
C13	0.060 (4)	0.055 (6)	0.059 (2)	0.008 (8)	0.0026 (19)	0.001 (2)
C14	0.0607 (19)	0.065 (4)	0.043 (4)	−0.003 (5)	0.006 (5)	−0.004 (3)
O1	0.0833 (16)	0.0782 (14)	0.058 (6)	−0.0135 (13)	−0.016 (9)	0.017 (3)
C1'	0.067 (2)	0.073 (2)	0.059 (7)	−0.0169 (17)	0.014 (6)	−0.012 (3)
N'	0.0481 (12)	0.066 (3)	0.056 (2)	0.000 (3)	0.008 (3)	−0.0075 (14)
C2'	0.081 (6)	0.075 (8)	0.0538 (18)	−0.012 (8)	0.0189 (15)	−0.003 (4)
C3'	0.080 (4)	0.075 (5)	0.043 (4)	−0.018 (4)	0.026 (4)	−0.009 (4)
C4'	0.0450 (17)	0.066 (2)	0.033 (4)	0.0042 (15)	0.004 (4)	−0.005 (3)
C5'	0.0573 (17)	0.060 (4)	0.047 (5)	0.000 (4)	0.016 (5)	−0.015 (3)
C6'	0.049 (7)	0.080 (4)	0.046 (2)	−0.006 (3)	0.007 (4)	−0.0084 (15)
C7'	0.057 (2)	0.070 (3)	0.055 (3)	0.001 (2)	0.004 (3)	0.004 (3)
C8'	0.048 (2)	0.078 (3)	0.043 (2)	0.001 (2)	0.005 (2)	0.007 (3)
C9'	0.0467 (18)	0.068 (2)	0.029 (5)	0.0033 (16)	0.010 (4)	−0.002 (3)
C10'	0.0555 (18)	0.080 (3)	0.041 (4)	0.003 (4)	0.005 (6)	−0.002 (4)
C11'	0.059 (2)	0.084 (5)	0.057 (2)	−0.006 (6)	0.011 (3)	0.006 (3)
C12'	0.029 (10)	0.062 (2)	0.062 (2)	0.010 (4)	−0.006 (3)	0.013 (2)
C13'	0.060 (4)	0.055 (6)	0.059 (2)	0.008 (8)	0.0026 (19)	0.001 (2)
C14'	0.0607 (19)	0.065 (4)	0.043 (4)	−0.003 (5)	0.006 (5)	−0.004 (3)
O1'	0.0833 (16)	0.0782 (14)	0.058 (6)	−0.0135 (13)	−0.016 (9)	0.017 (3)
B	0.0364 (13)	0.0412 (15)	0.0425 (13)	−0.0001 (11)	0.0063 (10)	0.0003 (11)
C15	0.0304 (11)	0.0476 (13)	0.0400 (11)	−0.0015 (9)	0.0070 (9)	0.0012 (10)
C16	0.0559 (14)	0.0544 (15)	0.0479 (13)	−0.0100 (12)	0.0088 (11)	−0.0011 (12)
C17	0.0557 (15)	0.0748 (18)	0.0475 (13)	−0.0104 (13)	0.0166 (11)	−0.0124 (14)
C18	0.0507 (14)	0.0596 (17)	0.0616 (16)	−0.0020 (12)	0.0091 (12)	−0.0212 (13)
C19	0.0624 (15)	0.0442 (14)	0.0636 (16)	−0.0058 (12)	0.0099 (12)	−0.0059 (12)
C20	0.0507 (14)	0.0496 (14)	0.0435 (12)	−0.0030 (11)	0.0131 (10)	−0.0022 (11)
C21	0.0371 (11)	0.0364 (12)	0.0437 (11)	−0.0054 (10)	0.0046 (9)	−0.0023 (10)
C22	0.0426 (12)	0.0471 (13)	0.0485 (13)	0.0017 (10)	0.0054 (10)	−0.0008 (11)
C23	0.0607 (15)	0.0515 (14)	0.0460 (14)	−0.0061 (12)	−0.0027 (11)	0.0064 (11)
C24	0.0738 (17)	0.0581 (15)	0.0419 (13)	−0.0128 (14)	0.0146 (12)	−0.0043 (12)
C25	0.0624 (16)	0.0662 (16)	0.0550 (15)	0.0073 (13)	0.0202 (12)	−0.0047 (13)
C26	0.0511 (14)	0.0529 (14)	0.0463 (13)	0.0079 (11)	0.0113 (10)	0.0027 (11)
C27	0.0391 (12)	0.0452 (13)	0.0365 (11)	−0.0024 (10)	0.0061 (9)	0.0048 (10)
C28	0.0486 (13)	0.0501 (14)	0.0501 (13)	−0.0044 (11)	0.0047 (10)	0.0002 (11)
C29	0.0655 (17)	0.0581 (16)	0.0561 (15)	−0.0211 (14)	−0.0002 (12)	0.0012 (13)
C30	0.0485 (15)	0.093 (2)	0.0542 (15)	−0.0255 (15)	0.0038 (12)	0.0083 (14)
C31	0.0419 (14)	0.0836 (19)	0.0621 (16)	−0.0005 (13)	0.0126 (11)	0.0028 (14)
C32	0.0424 (13)	0.0540 (14)	0.0561 (14)	−0.0013 (11)	0.0117 (10)	0.0016 (11)
C33	0.0411 (12)	0.0429 (13)	0.0377 (11)	−0.0018 (10)	0.0093 (9)	−0.0037 (10)
C34	0.0435 (13)	0.0525 (15)	0.0583 (14)	−0.0039 (11)	0.0038 (11)	0.0077 (12)
C35	0.0623 (17)	0.0575 (16)	0.0639 (16)	0.0048 (13)	0.0018 (13)	0.0160 (13)
C36	0.0517 (15)	0.0693 (17)	0.0471 (13)	0.0147 (13)	−0.0026 (11)	0.0054 (13)
C37	0.0407 (13)	0.0691 (17)	0.0497 (13)	−0.0011 (12)	0.0007 (11)	−0.0062 (13)
C38	0.0471 (13)	0.0493 (14)	0.0518 (13)	−0.0052 (11)	0.0041 (11)	0.0004 (11)
S	0.0728 (5)	0.0814 (5)	0.0697 (5)	−0.0124 (4)	0.0003 (4)	−0.0133 (4)
O2	0.0814 (13)	0.0799 (14)	0.1002 (14)	0.0218 (11)	−0.0005 (11)	−0.0287 (11)
C39	0.0779 (19)	0.092 (2)	0.0811 (19)	0.0118 (17)	0.0195 (16)	0.0019 (17)
C40	0.080 (2)	0.161 (3)	0.081 (2)	0.008 (2)	0.0150 (17)	0.037 (2)

Geometric parameters (Å, º)

C1—N	1.478 (4)	C36—C37	1.369 (3)
N—C6	1.344 (4)	C37—C38	1.389 (3)
N—C2	1.345 (4)	S—O2	1.4941 (18)
C2—C3	1.376 (5)	S—C40	1.757 (3)
C3—C4	1.387 (5)	S—C39	1.764 (3)
C4—C5	1.389 (5)	C1—H1A	0.960
C4—C7	1.436 (5)	C1—H1B	0.960
C5—C6	1.352 (5)	C1—H1C	0.960
C7—C8	1.315 (4)	C2—H2	0.930
C8—C9	1.467 (5)	C3—H3	0.930
C9—C14	1.386 (4)	C5—H5	0.930
C9—C10	1.399 (5)	C6—H6	0.930
C10—C11	1.397 (4)	C7—H7	0.930
C11—C12	1.390 (9)	C8—H8	0.930
C12—O1	1.370 (7)	C10—H10	0.930
C12—C13	1.382 (4)	C11—H11	0.930
C13—C14	1.371 (5)	C13—H13	0.930
C1'—N'	1.478 (5)	C14—H14	0.930
N'—C6'	1.344 (4)	O1—H1	0.820
N'—C2'	1.345 (4)	C1'—H1'1	0.960
C2'—C3'	1.375 (5)	C1'—H1'2	0.960
C3'—C4'	1.389 (5)	C1'—H1'3	0.960
C4'—C5'	1.386 (5)	C2'—H2'	0.930
C4'—C7'	1.444 (5)	C3'—H3'	0.930
C5'—C6'	1.353 (5)	C5'—H5'	0.930
C7'—C8'	1.304 (4)	C6'—H6'	0.930
C8'—C9'	1.470 (5)	C7'—H7'	0.930
C9'—C14'	1.385 (4)	C8'—H8'	0.930
C9'—C10'	1.400 (5)	C10'—H10'	0.930
C10'—C11'	1.396 (5)	C11'—H11'	0.930
C11'—C12'	1.391 (9)	C13'—H13'	0.930
C12'—O1'	1.371 (7)	C14'—H14'	0.930
C12'—C13'	1.382 (4)	O1'—H1'	0.820
C13'—C14'	1.372 (5)	C16—H16	0.930
B—C15	1.644 (3)	C17—H17	0.930
B—C21	1.645 (3)	C18—H18	0.930
B—C33	1.645 (3)	C19—H19	0.930
B—C27	1.651 (3)	C20—H20	0.930
C15—C20	1.384 (3)	C22—H22	0.930
C15—C16	1.399 (3)	C23—H23	0.930
C16—C17	1.374 (3)	C24—H24	0.930
C17—C18	1.372 (3)	C25—H25	0.930
C18—C19	1.372 (3)	C26—H26	0.930
C19—C20	1.389 (3)	C28—H28	0.930
C21—C26	1.396 (3)	C29—H29	0.930
C21—C22	1.399 (3)	C30—H30	0.930
C22—C23	1.384 (3)	C31—H31	0.930
C23—C24	1.378 (3)	C32—H32	0.930
C24—C25	1.372 (3)	C34—H34	0.930
C25—C26	1.383 (3)	C35—H35	0.930
C27—C32	1.386 (3)	C36—H36	0.930
C27—C28	1.399 (3)	C37—H37	0.930
C28—C29	1.386 (3)	C38—H38	0.930
C29—C30	1.376 (3)	C39—H39A	0.960
C30—C31	1.371 (3)	C39—H39B	0.960
C31—C32	1.386 (3)	C39—H39C	0.960
C33—C34	1.396 (3)	C40—H40A	0.960
C33—C38	1.398 (3)	C40—H40B	0.960
C34—C35	1.389 (3)	C40—H40C	0.960
C35—C36	1.365 (3)
C6—N—C2	118.6 (4)	C5—C6—H6	119.3
C6—N—C1	120.3 (4)	C8—C7—H7	116.3
C2—N—C1	121.0 (4)	C4—C7—H7	116.3
N—C2—C3	121.4 (4)	C7—C8—H8	115.9
C2—C3—C4	120.4 (4)	C9—C8—H8	115.9
C3—C4—C5	116.4 (4)	C11—C10—H10	119.6
C3—C4—C7	119.9 (4)	C9—C10—H10	119.6
C5—C4—C7	123.7 (4)	C12—C11—H11	120.2
C6—C5—C4	120.8 (5)	C10—C11—H11	120.2
N—C6—C5	121.8 (5)	C12—C13—H13	120.3
C8—C7—C4	129.1 (4)	C14—C13—H13	120.3
C7—C8—C9	129.2 (4)	C9—C14—H14	119.0
C14—C9—C10	117.2 (4)	C13—C14—H14	119.0
C14—C9—C8	125.8 (4)	N'—C1'—H1'1	109.5
C10—C9—C8	117.0 (4)	N'—C1'—H1'2	109.5
C11—C10—C9	121.0 (4)	H1'1—C1'—H1'2	109.5
C12—C11—C10	119.6 (6)	N'—C1'—H1'3	109.5
O1—C12—C13	122.5 (6)	H1'1—C1'—H1'3	109.5
O1—C12—C11	116.4 (9)	H1'2—C1'—H1'3	109.5
C13—C12—C11	119.1 (6)	N'—C2'—H2'	119.3
C14—C13—C12	120.1 (4)	C3'—C2'—H2'	119.3
C13—C14—C9	122.3 (4)	C2'—C3'—H3'	119.9
C6'—N'—C2'	118.6 (3)	C4'—C3'—H3'	119.9
C6'—N'—C1'	120.6 (5)	C6'—C5'—H5'	120.0
C2'—N'—C1'	120.7 (5)	C4'—C5'—H5'	120.0
N'—C2'—C3'	121.3 (4)	N'—C6'—H6'	119.2
C2'—C3'—C4'	120.4 (4)	C5'—C6'—H6'	119.2
C5'—C4'—C3'	116.5 (4)	C8'—C7'—H7'	116.4
C5'—C4'—C7'	125.0 (4)	C4'—C7'—H7'	116.4
C3'—C4'—C7'	118.3 (4)	C7'—C8'—H8'	115.1
C6'—C5'—C4'	120.8 (4)	C9'—C8'—H8'	115.1
N'—C6'—C5'	122.0 (5)	C11'—C10'—H10'	119.6
C8'—C7'—C4'	126.0 (4)	C9'—C10'—H10'	119.6
C7'—C8'—C9'	128.6 (4)	C12'—C11'—H11'	120.3
C14'—C9'—C10'	117.2 (4)	C10'—C11'—H11'	120.3
C14'—C9'—C8'	126.7 (4)	C12'—C13'—H13'	120.4
C10'—C9'—C8'	116.0 (4)	C14'—C13'—H13'	120.3
C11'—C10'—C9'	120.9 (4)	C9'—C14'—H14'	119.0
C12'—C11'—C10'	119.4 (7)	C13'—C14'—H14'	119.0
O1'—C12'—C13'	122.4 (7)	C12'—O1'—H1'	109.5
O1'—C12'—C11'	115.9 (9)	C17—C16—H16	118.3
C13'—C12'—C11'	118.9 (7)	C15—C16—H16	118.3
C14'—C13'—C12'	120.1 (4)	C18—C17—H17	119.8
C13'—C14'—C9'	122.1 (4)	C16—C17—H17	119.8
C15—B—C21	112.99 (17)	C19—C18—H18	120.8
C15—B—C33	106.34 (16)	C17—C18—H18	120.8
C21—B—C33	110.02 (16)	C18—C19—H19	120.0
C15—B—C27	110.16 (16)	C20—C19—H19	120.0
C21—B—C27	104.87 (16)	C15—C20—H20	118.1
C33—B—C27	112.58 (17)	C19—C20—H20	118.1
C20—C15—C16	114.01 (19)	C23—C22—H22	118.4
C20—C15—B	126.58 (17)	C21—C22—H22	118.4
C16—C15—B	119.40 (18)	C24—C23—H23	120.0
C17—C16—C15	123.3 (2)	C22—C23—H23	120.0
C18—C17—C16	120.6 (2)	C25—C24—H24	120.5
C17—C18—C19	118.4 (2)	C23—C24—H24	120.5
C18—C19—C20	120.0 (2)	C24—C25—H25	119.9
C15—C20—C19	123.6 (2)	C26—C25—H25	119.9
C26—C21—C22	114.34 (19)	C25—C26—H26	118.4
C26—C21—B	124.34 (18)	C21—C26—H26	118.4
C22—C21—B	121.16 (18)	C29—C28—H28	118.4
C23—C22—C21	123.3 (2)	C27—C28—H28	118.4
C24—C23—C22	120.0 (2)	C30—C29—H29	119.9
C25—C24—C23	118.8 (2)	C28—C29—H29	119.9
C24—C25—C26	120.4 (2)	C31—C30—H30	120.6
C25—C26—C21	123.1 (2)	C29—C30—H30	120.6
C32—C27—C28	114.3 (2)	C30—C31—H31	120.0
C32—C27—B	124.52 (19)	C32—C31—H31	120.0
C28—C27—B	121.03 (18)	C31—C32—H32	118.2
C29—C28—C27	123.0 (2)	C27—C32—H32	118.2
C30—C29—C28	120.1 (2)	C35—C34—H34	118.7
C31—C30—C29	118.9 (2)	C33—C34—H34	118.7
C30—C31—C32	119.9 (2)	C36—C35—H35	119.6
C31—C32—C27	123.7 (2)	C34—C35—H35	119.6
C34—C33—C38	114.40 (19)	C35—C36—H36	120.6
C34—C33—B	126.53 (18)	C37—C36—H36	120.6
C38—C33—B	119.06 (18)	C36—C37—H37	120.0
C35—C34—C33	122.5 (2)	C38—C37—H37	120.0
C36—C35—C34	120.9 (2)	C37—C38—H38	118.4
C35—C36—C37	118.8 (2)	C33—C38—H38	118.4
C36—C37—C38	120.0 (2)	S—C39—H39A	109.5
C37—C38—C33	123.3 (2)	S—C39—H39B	109.5
O2—S—C40	105.47 (13)	H39A—C39—H39B	109.5
O2—S—C39	107.21 (12)	S—C39—H39C	109.5
C40—S—C39	97.51 (15)	H39A—C39—H39C	109.5
N—C2—H2	119.2	H39B—C39—H39C	109.5
C3—C2—H2	119.2	S—C40—H40A	109.5
C2—C3—H3	119.9	S—C40—H40B	109.5
C4—C3—H3	119.9	H40A—C40—H40B	109.5
C6—C5—H5	119.9	S—C40—H40C	109.5
C4—C5—H5	119.9	H40A—C40—H40C	109.5
N—C6—H6	119.3	H40B—C40—H40C	109.5
C6—N—C2—C3	2 (9)	C21—B—C15—C16	176.76 (17)
C1—N—C2—C3	179 (5)	C33—B—C15—C16	56.0 (2)
N—C2—C3—C4	−1 (7)	C27—B—C15—C16	−66.3 (2)
C2—C3—C4—C5	4 (4)	C20—C15—C16—C17	−0.9 (3)
C2—C3—C4—C7	−177 (3)	B—C15—C16—C17	179.9 (2)
C3—C4—C5—C6	−8 (4)	C15—C16—C17—C18	0.7 (3)
C7—C4—C5—C6	173 (3)	C16—C17—C18—C19	0.1 (3)
C2—N—C6—C5	−6 (9)	C17—C18—C19—C20	−0.6 (3)
C1—N—C6—C5	176 (5)	C16—C15—C20—C19	0.3 (3)
C4—C5—C6—N	9 (7)	B—C15—C20—C19	179.4 (2)
C3—C4—C7—C8	0.9 (16)	C18—C19—C20—C15	0.4 (3)
C5—C4—C7—C8	179.4 (15)	C15—B—C21—C26	−125.2 (2)
C4—C7—C8—C9	177.2 (9)	C33—B—C21—C26	−6.5 (3)
C7—C8—C9—C14	178.6 (14)	C27—B—C21—C26	114.8 (2)
C7—C8—C9—C10	−0.1 (16)	C15—B—C21—C22	59.8 (2)
C14—C9—C10—C11	3 (3)	C33—B—C21—C22	178.44 (18)
C8—C9—C10—C11	−178 (3)	C27—B—C21—C22	−60.3 (2)
C9—C10—C11—C12	4 (5)	C26—C21—C22—C23	0.0 (3)
C10—C11—C12—O1	−174 (4)	B—C21—C22—C23	175.53 (19)
C10—C11—C12—C13	−9 (6)	C21—C22—C23—C24	−0.9 (3)
O1—C12—C13—C14	172 (4)	C22—C23—C24—C25	0.8 (3)
C11—C12—C13—C14	9 (6)	C23—C24—C25—C26	0.2 (4)
C12—C13—C14—C9	−3 (5)	C24—C25—C26—C21	−1.2 (4)
C10—C9—C14—C13	−3 (3)	C22—C21—C26—C25	1.1 (3)
C8—C9—C14—C13	178 (2)	B—C21—C26—C25	−174.3 (2)
C6'—N'—C2'—C3'	−2 (9)	C15—B—C27—C32	−8.7 (3)
C1'—N'—C2'—C3'	175 (5)	C21—B—C27—C32	113.1 (2)
N'—C2'—C3'—C4'	2 (7)	C33—B—C27—C32	−127.2 (2)
C2'—C3'—C4'—C5'	−4 (4)	C15—B—C27—C28	175.98 (17)
C2'—C3'—C4'—C7'	−179 (3)	C21—B—C27—C28	−62.1 (2)
C3'—C4'—C5'—C6'	6 (4)	C33—B—C27—C28	57.5 (2)
C7'—C4'—C5'—C6'	−179 (3)	C32—C27—C28—C29	2.4 (3)
C2'—N'—C6'—C5'	4 (9)	B—C27—C28—C29	178.12 (19)
C1'—N'—C6'—C5'	−172 (5)	C27—C28—C29—C30	−1.5 (3)
C4'—C5'—C6'—N'	−6 (7)	C28—C29—C30—C31	−1.1 (3)
C5'—C4'—C7'—C8'	−6.9 (19)	C29—C30—C31—C32	2.6 (4)
C3'—C4'—C7'—C8'	168.6 (11)	C30—C31—C32—C27	−1.6 (3)
C4'—C7'—C8'—C9'	−175.5 (8)	C28—C27—C32—C31	−0.8 (3)
C7'—C8'—C9'—C14'	1.7 (19)	B—C27—C32—C31	−176.4 (2)
C7'—C8'—C9'—C10'	178.5 (12)	C15—B—C33—C34	−123.1 (2)
C14'—C9'—C10'—C11'	−4 (4)	C21—B—C33—C34	114.2 (2)
C8'—C9'—C10'—C11'	179 (3)	C27—B—C33—C34	−2.4 (3)
C9'—C10'—C11'—C12'	−6 (5)	C15—B—C33—C38	56.2 (2)
C10'—C11'—C12'—O1'	175 (4)	C21—B—C33—C38	−66.5 (2)
C10'—C11'—C12'—C13'	13 (6)	C27—B—C33—C38	176.97 (17)
O1'—C12'—C13'—C14'	−171 (4)	C38—C33—C34—C35	1.1 (3)
C11'—C12'—C13'—C14'	−11 (6)	B—C33—C34—C35	−179.5 (2)
C12'—C13'—C14'—C9'	1 (5)	C33—C34—C35—C36	−0.2 (4)
C10'—C9'—C14'—C13'	6 (3)	C34—C35—C36—C37	−1.0 (3)
C8'—C9'—C14'—C13'	−177 (2)	C35—C36—C37—C38	1.1 (3)
C21—B—C15—C20	−2.3 (3)	C36—C37—C38—C33	−0.1 (3)
C33—B—C15—C20	−123.1 (2)	C34—C33—C38—C37	−1.0 (3)
C27—B—C15—C20	114.6 (2)	B—C33—C38—C37	179.58 (19)