2-(1-Benzoyl-1-phenyl­ethyl)-3-phenyl­sulfanyl-1-phenyl­sulfonyl-1H-indole

In the title mol­ecule, C₃₅H₂₇NO₃S₂, the indole system is approximately planar. The phenyl rings of the phenyl­sulfonyl and phenyl­sulfanyl groups are oriented at angles of 74.69 (7) and 88.35 (9)°, respectively, to the indole ring system. The dihedral angle between the two phenyl rings of the di­phenyl­propanone moiety is 74.25 (10)°. Inversion-related mol­ecules form C—H...π interactions and C—H...O hydrogen bonds. The C—H...O intermolecular hydrogen bonds form a closed ring pattern in the crystal stucture.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.062
• wR factor = 0.168
• Data-to-parameter ratio = 15.9

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.91

Author Response: We collectd data to the available best crystal. Due to weak reflections, the completeness remained at 91% only. However the established structure and conformational details provided finer details with last cycles of refinement. The parameters derived are accurate enough to interpret the results.

Alert level B
PLAT480_ALERT_4_B Long H...A H-Bond Reported H32    ..  CG1     ..       3.19 Ang.
PLAT480_ALERT_4_B Long H...A H-Bond Reported H17    ..  CG2     ..       3.17 Ang.

Alert level C
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for        C17
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          5
PLAT480_ALERT_4_C Long H...A H-Bond Reported H14    ..  O11     ..       2.68 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H38    ..  O12     ..       2.69 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H23    ..  CG1     ..       3.05 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H15    ..  CG2     ..       3.07 Ang.

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   6 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003), ORTEP-3 (Farrugia, 1997) and ZORTEP (Zsolnai, 1998); software used to prepare material for publication: SHELXL97 and PLATON.

2-(1-Benzoyl-1-phenylethyl)-3-phenylsulfanyl-1-phenylsulfonyl-1H-indole

Crystal data

C35H27NO3S2	Z = 2
Mr = 573.70	F(000) = 600
Triclinic, P1	Dx = 1.299 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.0183 (8) Å	Cell parameters from 9003 reflections
b = 12.1239 (10) Å	θ = 1.6–28.0°
c = 13.4174 (11) Å	µ = 0.22 mm^−1
α = 91.415 (2)°	T = 293 K
β = 101.451 (2)°	Block, colourless
γ = 112.473 (1)°	0.25 × 0.22 × 0.20 mm
V = 1466.8 (2) Å^3

Data collection

Siemens SMART CCD area-detector diffractometer	4293 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.019
Graphite monochromator	θmax = 28.0°, θmin = 1.6°
ω scans	h = −13→12
9003 measured reflections	k = −15→15
5883 independent reflections	l = −14→16

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.168	H-atom parameters constrained
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0947P)^2 + 0.1442P] where P = (Fo^2 + 2Fc^2)/3
5883 reflections	(Δ/σ)max = 0.001
370 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.20 e Å^−3

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
N1	0.0020 (2)	0.84568 (16)	0.21174 (15)	0.0392 (5)
C2	−0.0312 (3)	0.7331 (2)	0.25227 (18)	0.0400 (6)
C3	−0.1693 (3)	0.6949 (2)	0.26929 (19)	0.0462 (6)
C4	−0.2312 (3)	0.7821 (2)	0.2390 (2)	0.0502 (7)
C5	−0.3653 (3)	0.7897 (3)	0.2433 (3)	0.0706 (9)
H5	−0.4365	0.7298	0.2687	0.085*
C6	−0.3898 (4)	0.8873 (4)	0.2091 (3)	0.0824 (11)
H6	−0.4790	0.8933	0.2112	0.099*
C7	−0.2844 (4)	0.9771 (3)	0.1716 (3)	0.0774 (10)
H7	−0.3047	1.0421	0.1489	0.093*
C8	−0.1504 (3)	0.9730 (3)	0.1668 (2)	0.0584 (7)
H8	−0.0801	1.0333	0.1412	0.070*
C9	−0.1253 (3)	0.8742 (2)	0.20235 (19)	0.0437 (6)
S10	0.11689 (7)	0.88844 (5)	0.13163 (5)	0.0433 (2)
O11	0.1204 (2)	1.00129 (15)	0.10447 (15)	0.0597 (5)
O12	0.25135 (19)	0.87921 (17)	0.18017 (15)	0.0575 (5)
C13	0.0291 (3)	0.7786 (2)	0.02579 (19)	0.0425 (6)
C14	−0.1135 (3)	0.7578 (2)	−0.0257 (2)	0.0515 (7)
H14	−0.1628	0.8026	−0.0054	0.062*
C15	−0.1817 (4)	0.6702 (3)	−0.1072 (2)	0.0647 (8)
H15	−0.2783	0.6543	−0.1418	0.078*
C16	−0.1072 (5)	0.6060 (3)	−0.1375 (3)	0.0811 (11)
H16	−0.1536	0.5468	−0.1928	0.097*
C17	0.0347 (5)	0.6283 (4)	−0.0871 (3)	0.0978 (14)
H17	0.0849	0.5853	−0.1092	0.117*
C18	0.1034 (4)	0.7137 (3)	−0.0042 (2)	0.0732 (9)
H18	0.1991	0.7275	0.0312	0.088*
S19	−0.25665 (9)	0.56353 (7)	0.32309 (6)	0.0628 (2)
C20	−0.3412 (3)	0.4533 (2)	0.2150 (2)	0.0485 (6)
C21	−0.3470 (3)	0.4774 (3)	0.1147 (2)	0.0607 (8)
H21	−0.3038	0.5561	0.0999	0.073*
C22	−0.4167 (4)	0.3851 (3)	0.0366 (3)	0.0748 (9)
H22	−0.4201	0.4019	−0.0309	0.090*
C23	−0.4811 (4)	0.2691 (3)	0.0570 (3)	0.0794 (10)
H23	−0.5295	0.2072	0.0038	0.095*
C24	−0.4737 (4)	0.2447 (3)	0.1570 (3)	0.0848 (11)
H24	−0.5158	0.1658	0.1716	0.102*
C25	−0.4044 (3)	0.3363 (3)	0.2354 (3)	0.0676 (8)
H25	−0.4002	0.3190	0.3028	0.081*
C26	0.0778 (3)	0.6766 (2)	0.27811 (19)	0.0434 (6)
H26A	0.1218	0.6753	0.2202	0.052*
H26B	0.0261	0.5941	0.2903	0.052*
C27	0.2026 (3)	0.7435 (2)	0.37362 (18)	0.0407 (6)
H27	0.2561	0.8252	0.3582	0.049*
C28	0.1429 (3)	0.7536 (2)	0.46676 (18)	0.0397 (6)
C29	0.1091 (3)	0.6621 (2)	0.5282 (2)	0.0501 (7)
H29	0.1208	0.5921	0.5112	0.060*
C30	0.0582 (3)	0.6727 (3)	0.6144 (2)	0.0620 (8)
H30	0.0357	0.6098	0.6549	0.074*
C31	0.0406 (3)	0.7746 (3)	0.6409 (2)	0.0646 (8)
H31	0.0081	0.7819	0.7001	0.077*
C32	0.0708 (4)	0.8667 (3)	0.5801 (3)	0.0681 (9)
H32	0.0569	0.9357	0.5972	0.082*
C33	0.1220 (3)	0.8562 (2)	0.4934 (2)	0.0545 (7)
H33	0.1428	0.9187	0.4524	0.065*
C34	0.3118 (3)	0.6830 (2)	0.3923 (2)	0.0472 (6)
O35	0.2888 (3)	0.5923 (2)	0.34043 (18)	0.0842 (8)
C36	0.4461 (3)	0.7344 (2)	0.4776 (2)	0.0445 (6)
C37	0.4868 (3)	0.8429 (2)	0.5358 (2)	0.0505 (7)
H37	0.4303	0.8885	0.5213	0.061*
C38	0.6111 (3)	0.8835 (3)	0.6156 (2)	0.0617 (8)
H38	0.6372	0.9559	0.6550	0.074*
C39	0.6954 (3)	0.8182 (3)	0.6365 (3)	0.0752 (10)
H39	0.7788	0.8461	0.6902	0.090*
C40	0.6579 (4)	0.7107 (3)	0.5787 (3)	0.0837 (11)
H40	0.7156	0.6661	0.5933	0.100*
C41	0.5339 (3)	0.6697 (3)	0.4987 (2)	0.0650 (8)
H41	0.5095	0.5979	0.4589	0.078*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
N1	0.0435 (10)	0.0412 (10)	0.0334 (12)	0.0187 (8)	0.0062 (9)	0.0020 (8)
C2	0.0452 (13)	0.0409 (12)	0.0286 (14)	0.0142 (10)	0.0027 (10)	−0.0009 (10)
C3	0.0471 (14)	0.0531 (15)	0.0321 (15)	0.0150 (11)	0.0048 (11)	0.0018 (11)
C4	0.0454 (14)	0.0635 (16)	0.0386 (16)	0.0217 (12)	0.0036 (12)	−0.0047 (13)
C5	0.0528 (17)	0.105 (3)	0.058 (2)	0.0357 (17)	0.0116 (15)	−0.0022 (18)
C6	0.065 (2)	0.123 (3)	0.075 (3)	0.062 (2)	0.0027 (19)	−0.011 (2)
C7	0.089 (2)	0.092 (2)	0.065 (2)	0.063 (2)	−0.004 (2)	−0.0102 (19)
C8	0.0707 (18)	0.0599 (17)	0.0494 (18)	0.0370 (14)	0.0025 (15)	−0.0036 (13)
C9	0.0504 (14)	0.0503 (14)	0.0312 (14)	0.0242 (11)	0.0032 (11)	−0.0058 (11)
S10	0.0432 (3)	0.0439 (3)	0.0363 (4)	0.0125 (3)	0.0044 (3)	0.0033 (3)
O11	0.0672 (12)	0.0439 (10)	0.0572 (13)	0.0119 (9)	0.0107 (10)	0.0099 (9)
O12	0.0422 (10)	0.0738 (13)	0.0487 (12)	0.0173 (9)	0.0045 (9)	0.0059 (9)
C13	0.0508 (14)	0.0469 (13)	0.0293 (14)	0.0188 (11)	0.0084 (11)	0.0044 (10)
C14	0.0579 (16)	0.0526 (15)	0.0405 (16)	0.0218 (12)	0.0041 (13)	−0.0006 (12)
C15	0.0711 (19)	0.0664 (19)	0.0403 (17)	0.0188 (15)	−0.0052 (15)	−0.0037 (14)
C16	0.119 (3)	0.072 (2)	0.046 (2)	0.037 (2)	0.007 (2)	−0.0165 (16)
C17	0.121 (3)	0.127 (3)	0.065 (2)	0.082 (3)	0.003 (2)	−0.030 (2)
C18	0.079 (2)	0.100 (2)	0.053 (2)	0.0545 (19)	0.0053 (17)	−0.0095 (18)
S19	0.0671 (5)	0.0633 (5)	0.0400 (5)	0.0056 (4)	0.0132 (4)	0.0078 (3)
C20	0.0394 (13)	0.0556 (15)	0.0447 (18)	0.0137 (11)	0.0069 (12)	0.0064 (12)
C21	0.0669 (18)	0.0575 (17)	0.049 (2)	0.0179 (14)	0.0074 (15)	0.0052 (14)
C22	0.091 (2)	0.080 (2)	0.047 (2)	0.0315 (19)	0.0076 (18)	0.0003 (17)
C23	0.078 (2)	0.074 (2)	0.072 (3)	0.0223 (18)	0.0036 (19)	−0.0195 (19)
C24	0.091 (3)	0.059 (2)	0.087 (3)	0.0120 (18)	0.018 (2)	0.0038 (19)
C25	0.0669 (19)	0.0647 (19)	0.058 (2)	0.0111 (15)	0.0138 (16)	0.0096 (16)
C26	0.0529 (14)	0.0407 (13)	0.0343 (14)	0.0197 (11)	0.0026 (11)	0.0007 (10)
C27	0.0444 (13)	0.0382 (12)	0.0349 (15)	0.0148 (10)	0.0019 (11)	0.0009 (10)
C28	0.0418 (12)	0.0408 (12)	0.0324 (14)	0.0165 (10)	−0.0007 (10)	0.0002 (10)
C29	0.0559 (15)	0.0421 (14)	0.0478 (18)	0.0155 (11)	0.0104 (13)	0.0009 (12)
C30	0.0673 (18)	0.0615 (18)	0.053 (2)	0.0191 (14)	0.0164 (16)	0.0131 (14)
C31	0.0691 (19)	0.076 (2)	0.049 (2)	0.0265 (16)	0.0193 (16)	0.0017 (16)
C32	0.091 (2)	0.068 (2)	0.060 (2)	0.0453 (18)	0.0218 (18)	−0.0029 (16)
C33	0.0721 (18)	0.0496 (15)	0.0478 (18)	0.0296 (13)	0.0153 (15)	0.0045 (12)
C34	0.0525 (15)	0.0466 (14)	0.0414 (16)	0.0226 (12)	0.0032 (12)	−0.0036 (12)
O35	0.0834 (15)	0.0878 (15)	0.0797 (16)	0.0576 (13)	−0.0280 (13)	−0.0393 (13)
C36	0.0429 (13)	0.0472 (14)	0.0398 (16)	0.0145 (11)	0.0080 (11)	0.0068 (11)
C37	0.0514 (15)	0.0429 (14)	0.0487 (17)	0.0122 (11)	0.0052 (13)	0.0070 (12)
C38	0.0534 (16)	0.0516 (16)	0.059 (2)	0.0034 (13)	0.0029 (15)	−0.0018 (14)
C39	0.0525 (17)	0.083 (2)	0.070 (2)	0.0189 (16)	−0.0121 (16)	−0.0026 (18)
C40	0.064 (2)	0.097 (3)	0.090 (3)	0.0463 (19)	−0.0109 (19)	−0.006 (2)
C41	0.0591 (17)	0.0710 (19)	0.065 (2)	0.0334 (15)	−0.0008 (16)	−0.0063 (16)

Geometric parameters (Å, º)

N1—C9	1.427 (3)	C22—H22	0.93
N1—C2	1.425 (3)	C23—C24	1.375 (5)
N1—S10	1.677 (2)	C23—H23	0.93
C2—C3	1.350 (3)	C24—C25	1.372 (5)
C2—C26	1.488 (3)	C24—H24	0.93
C3—C4	1.445 (4)	C25—H25	0.93
C3—S19	1.751 (3)	C26—C27	1.549 (3)
C4—C5	1.394 (4)	C26—H26A	0.97
C4—C9	1.394 (4)	C26—H26B	0.97
C5—C6	1.369 (5)	C27—C34	1.520 (3)
C5—H5	0.93	C27—C28	1.510 (3)
C6—C7	1.383 (5)	C27—H27	0.98
C6—H6	0.93	C28—C29	1.376 (3)
C7—C8	1.375 (4)	C28—C33	1.388 (3)
C7—H7	0.93	C29—C30	1.376 (4)
C8—C9	1.392 (4)	C29—H29	0.93
C8—H8	0.93	C30—C31	1.362 (4)
S10—O11	1.4137 (18)	C30—H30	0.93
S10—O12	1.4219 (19)	C31—C32	1.374 (4)
S10—C13	1.755 (2)	C31—H31	0.93
C13—C18	1.374 (4)	C32—C33	1.383 (4)
C13—C14	1.380 (4)	C32—H32	0.93
C14—C15	1.372 (4)	C33—H33	0.93
C14—H14	0.93	C34—O35	1.204 (3)
C15—C16	1.369 (5)	C34—C36	1.490 (3)
C15—H15	0.93	C36—C41	1.382 (4)
C16—C17	1.366 (5)	C36—C37	1.386 (4)
C16—H16	0.93	C37—C38	1.384 (4)
C17—C18	1.370 (5)	C37—H37	0.93
C17—H17	0.93	C38—C39	1.359 (4)
C18—H18	0.93	C38—H38	0.93
S19—C20	1.777 (3)	C39—C40	1.379 (5)
C20—C21	1.379 (4)	C39—H39	0.93
C20—C25	1.375 (4)	C40—C41	1.383 (4)
C21—C22	1.376 (4)	C40—H40	0.93
C21—H21	0.93	C41—H41	0.93
C22—C23	1.366 (5)
C9—N1—C2	107.66 (19)	C22—C23—C24	119.3 (3)
C9—N1—S10	122.49 (17)	C22—C23—H23	120.3
C2—N1—S10	121.45 (15)	C24—C23—H23	120.3
C3—C2—N1	108.6 (2)	C23—C24—C25	120.3 (3)
C3—C2—C26	127.7 (2)	C23—C24—H24	119.8
N1—C2—C26	123.4 (2)	C25—C24—H24	119.8
C2—C3—C4	108.8 (2)	C20—C25—C24	120.5 (3)
C2—C3—S19	125.5 (2)	C20—C25—H25	119.7
C4—C3—S19	125.7 (2)	C24—C25—H25	119.7
C5—C4—C9	119.6 (3)	C2—C26—C27	112.83 (19)
C5—C4—C3	132.8 (3)	C2—C26—H26A	109.0
C9—C4—C3	107.6 (2)	C27—C26—H26A	109.0
C6—C5—C4	118.4 (3)	C2—C26—H26B	109.0
C6—C5—H5	120.8	C27—C26—H26B	109.0
C4—C5—H5	120.8	H26A—C26—H26B	107.8
C7—C6—C5	121.3 (3)	C34—C27—C28	112.3 (2)
C7—C6—H6	119.4	C34—C27—C26	109.43 (19)
C5—C6—H6	119.4	C28—C27—C26	112.4 (2)
C6—C7—C8	121.9 (3)	C34—C27—H27	107.5
C6—C7—H7	119.1	C28—C27—H27	107.5
C8—C7—H7	119.1	C26—C27—H27	107.5
C7—C8—C9	116.8 (3)	C29—C28—C33	118.1 (3)
C7—C8—H8	121.6	C29—C28—C27	121.1 (2)
C9—C8—H8	121.6	C33—C28—C27	120.8 (2)
C8—C9—C4	122.1 (2)	C28—C29—C30	121.0 (2)
C8—C9—N1	130.6 (3)	C28—C29—H29	119.5
C4—C9—N1	107.3 (2)	C30—C29—H29	119.5
O11—S10—O12	119.04 (12)	C31—C30—C29	120.5 (3)
O11—S10—N1	106.28 (11)	C31—C30—H30	119.8
O12—S10—N1	107.13 (11)	C29—C30—H30	119.8
O11—S10—C13	110.66 (12)	C30—C31—C32	119.9 (3)
O12—S10—C13	108.74 (12)	C30—C31—H31	120.1
N1—S10—C13	103.83 (11)	C32—C31—H31	120.1
C18—C13—C14	120.8 (3)	C31—C32—C33	119.7 (3)
C18—C13—S10	119.3 (2)	C31—C32—H32	120.1
C14—C13—S10	119.90 (19)	C33—C32—H32	120.1
C13—C14—C15	119.3 (3)	C28—C33—C32	120.8 (3)
C13—C14—H14	120.4	C28—C33—H33	119.6
C15—C14—H14	120.4	C32—C33—H33	119.6
C16—C15—C14	119.9 (3)	O35—C34—C36	119.8 (2)
C16—C15—H15	120.1	O35—C34—C27	120.6 (2)
C14—C15—H15	120.1	C36—C34—C27	119.6 (2)
C15—C16—C17	120.6 (3)	C41—C36—C37	118.9 (2)
C15—C16—H16	119.7	C41—C36—C34	117.7 (2)
C17—C16—H16	119.7	C37—C36—C34	123.5 (2)
C18—C17—C16	120.3 (3)	C38—C37—C36	120.2 (3)
C18—C17—H17	119.8	C38—C37—H37	119.9
C16—C17—H17	119.8	C36—C37—H37	119.9
C17—C18—C13	119.1 (3)	C39—C38—C37	120.3 (3)
C17—C18—H18	120.4	C39—C38—H38	119.9
C13—C18—H18	120.4	C37—C38—H38	119.9
C3—S19—C20	102.93 (12)	C38—C39—C40	120.4 (3)
C21—C20—C25	119.1 (3)	C38—C39—H39	119.8
C21—C20—S19	124.8 (2)	C40—C39—H39	119.8
C25—C20—S19	116.1 (2)	C41—C40—C39	119.6 (3)
C20—C21—C22	120.0 (3)	C41—C40—H40	120.2
C20—C21—H21	120.0	C39—C40—H40	120.2
C22—C21—H21	120.0	C40—C41—C36	120.6 (3)
C23—C22—C21	120.7 (3)	C40—C41—H41	119.7
C23—C22—H22	119.6	C36—C41—H41	119.7
C21—C22—H22	119.6
C9—N1—C2—C3	−1.3 (3)	S10—C13—C18—C17	−179.8 (3)
S10—N1—C2—C3	−150.08 (18)	C2—C3—S19—C20	−87.7 (2)
C9—N1—C2—C26	−176.6 (2)	C4—C3—S19—C20	94.5 (2)
S10—N1—C2—C26	34.6 (3)	C3—S19—C20—C21	−7.5 (3)
N1—C2—C3—C4	0.5 (3)	C3—S19—C20—C25	172.4 (2)
C26—C2—C3—C4	175.6 (2)	C25—C20—C21—C22	0.7 (4)
N1—C2—C3—S19	−177.57 (17)	S19—C20—C21—C22	−179.4 (2)
C26—C2—C3—S19	−2.5 (4)	C20—C21—C22—C23	0.2 (5)
C2—C3—C4—C5	−177.4 (3)	C21—C22—C23—C24	−1.1 (5)
S19—C3—C4—C5	0.7 (4)	C22—C23—C24—C25	1.1 (6)
C2—C3—C4—C9	0.4 (3)	C21—C20—C25—C24	−0.7 (5)
S19—C3—C4—C9	178.50 (19)	S19—C20—C25—C24	179.4 (3)
C9—C4—C5—C6	1.2 (4)	C23—C24—C25—C20	−0.2 (5)
C3—C4—C5—C6	178.9 (3)	C3—C2—C26—C27	−103.7 (3)
C4—C5—C6—C7	−0.3 (5)	N1—C2—C26—C27	70.7 (3)
C5—C6—C7—C8	−0.1 (6)	C2—C26—C27—C34	−177.9 (2)
C6—C7—C8—C9	−0.4 (5)	C2—C26—C27—C28	56.6 (3)
C7—C8—C9—C4	1.3 (4)	C34—C27—C28—C29	−39.1 (3)
C7—C8—C9—N1	−177.2 (3)	C26—C27—C28—C29	84.9 (3)
C5—C4—C9—C8	−1.8 (4)	C34—C27—C28—C33	140.2 (2)
C3—C4—C9—C8	−180.0 (2)	C26—C27—C28—C33	−95.8 (3)
C5—C4—C9—N1	177.0 (2)	C33—C28—C29—C30	−1.0 (4)
C3—C4—C9—N1	−1.2 (3)	C27—C28—C29—C30	178.4 (2)
C2—N1—C9—C8	−179.8 (2)	C28—C29—C30—C31	−0.2 (4)
S10—N1—C9—C8	−31.4 (3)	C29—C30—C31—C32	1.3 (5)
C2—N1—C9—C4	1.5 (3)	C30—C31—C32—C33	−1.4 (5)
S10—N1—C9—C4	149.91 (18)	C29—C28—C33—C32	0.9 (4)
C9—N1—S10—O11	33.9 (2)	C27—C28—C33—C32	−178.4 (3)
C2—N1—S10—O11	178.13 (17)	C31—C32—C33—C28	0.2 (5)
C9—N1—S10—O12	162.19 (18)	C28—C27—C34—O35	120.9 (3)
C2—N1—S10—O12	−53.61 (19)	C26—C27—C34—O35	−4.7 (4)
C9—N1—S10—C13	−82.84 (19)	C28—C27—C34—C36	−57.1 (3)
C2—N1—S10—C13	61.36 (19)	C26—C27—C34—C36	177.3 (2)
O11—S10—C13—C18	123.9 (3)	O35—C34—C36—C41	−4.8 (4)
O12—S10—C13—C18	−8.6 (3)	C27—C34—C36—C41	173.2 (3)
N1—S10—C13—C18	−122.4 (3)	O35—C34—C36—C37	175.0 (3)
O11—S10—C13—C14	−56.6 (2)	C27—C34—C36—C37	−7.0 (4)
O12—S10—C13—C14	170.9 (2)	C41—C36—C37—C38	−1.8 (4)
N1—S10—C13—C14	57.1 (2)	C34—C36—C37—C38	178.4 (3)
C18—C13—C14—C15	0.7 (4)	C36—C37—C38—C39	0.8 (4)
S10—C13—C14—C15	−178.8 (2)	C37—C38—C39—C40	0.0 (5)
C13—C14—C15—C16	−1.1 (5)	C38—C39—C40—C41	0.2 (6)
C14—C15—C16—C17	0.1 (6)	C39—C40—C41—C36	−1.1 (6)
C15—C16—C17—C18	1.3 (6)	C37—C36—C41—C40	1.9 (5)
C16—C17—C18—C13	−1.7 (6)	C34—C36—C41—C40	−178.3 (3)
C14—C13—C18—C17	0.7 (5)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···O11	0.93	2.33	2.896 (4)	119
C27—H27···O12	0.98	2.49	3.128 (3)	123
C6—H6···O12^i	0.93	2.59	3.502 (5)	167
C14—H14···O11^ii	0.93	2.68	3.152 (4)	112
C16—H16···O35^iii	0.93	2.37	3.297 (4)	174
C38—H38···O12^iv	0.93	2.69	3.573 (3)	159
C23—H23···Cg1^v	0.93	3.05	3.864 (4)	147
C32—H32···Cg1^vi	0.93	3.19	3.771 (4)	122
C15—H15···Cg2^v	0.93	3.07	3.893 (5)	149
C17—H17···Cg2^iii	0.93	3.17	3.904 (6)	137
C25—H25···Cg3^vii	0.93	2.78	3.567 (4)	144

Symmetry codes: (i) x−1, y, z; (ii) −x, −y+2, −z; (iii) −x, −y+1, −z; (iv) −x+1, −y+2, −z+1; (v) −x−1, −y+1, −z; (vi) −x, −y+2, −z+1; (vii) −x, −y+1, −z+1.