Ethyl 2-{[N-(2-iodo­phen­yl)phenyl­sulfonamido]meth­yl}-1-phenyl­sulfonyl-1H-indole-3-carboxyl­ate

In the title compound, C₃₁H₂₆IN₂O₆S₂, mol­ecules are linked into a sheet parallel to the bc plane by C—H...O hydrogen bonds and C—H...π inter­actions. The sheets are inter­linked via C—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.033
• wR factor = 0.088
• Data-to-parameter ratio = 33.4

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT230_ALERT_2_B Hirshfeld Test Diff for    C20    -   C21     ..       8.89 su

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
            Tmin and Tmax reported:      0.544     0.699
            Tmin and Tmax expected:      0.475     0.681
            RR =      1.114
            Please check that your absorption correction is appropriate.
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large .......       1.13
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.98
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.58

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   4 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
   2 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
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: APEX2 (Bruker, 2005); cell refinement: APEX2; data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXTL (Sheldrick, 1998); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2003).

Ethyl 2-{[N-(2-iodophenyl)phenylsulfonamido]methyl}-1-phenylsulfonyl- 1H-indole-3-carboxylate

Crystal data

C30H25IN2O6S2	F(000) = 1408.0
Mr = 700.56	Dx = 1.640 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 8060 reflections
a = 10.9098 (2) Å	θ = 2.1–40.6°
b = 22.7150 (4) Å	µ = 1.32 mm^−1
c = 11.8579 (2) Å	T = 100 K
β = 105.011 (1)°	Block, colourless
V = 2838.30 (9) Å^3	0.58 × 0.53 × 0.29 mm
Z = 4

Data collection

Bruker SMART APEX2 CCD diffractometer	12373 independent reflections
Radiation source: fine-focus sealed tube	10729 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
Detector resolution: 8.33 pixels mm^-1	θmax = 35.0°, θmin = 2.1°
ω scans	h = −17→17
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −36→36
Tmin = 0.544, Tmax = 0.699	l = −19→18
41126 measured reflections

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.088	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0359P)^2 + 3.3196P] where P = (Fo^2 + 2Fc^2)/3
12373 reflections	(Δ/σ)max = 0.002
371 parameters	Δρmax = 2.87 e Å^−3
0 restraints	Δρmin = −1.11 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
I1	0.264926 (11)	0.346622 (5)	0.417725 (9)	0.02271 (3)
S1	0.14800 (4)	0.342294 (16)	0.71017 (3)	0.01549 (6)
S2	0.50750 (4)	0.241016 (16)	0.64432 (3)	0.01447 (6)
O1	0.20478 (12)	0.28628 (5)	0.70389 (12)	0.0209 (2)
O2	0.04383 (12)	0.36178 (6)	0.61772 (11)	0.0229 (2)
O3	0.65847 (12)	0.40863 (6)	0.91439 (12)	0.0215 (2)
O4	0.60997 (12)	0.50463 (5)	0.88870 (12)	0.0231 (2)
O5	0.50354 (13)	0.23470 (6)	0.52301 (10)	0.0223 (2)
O6	0.42901 (12)	0.20541 (5)	0.69639 (11)	0.0196 (2)
N1	0.26379 (12)	0.39327 (6)	0.72267 (12)	0.0147 (2)
N2	0.46947 (12)	0.31061 (5)	0.66078 (11)	0.0134 (2)
C1	0.39333 (13)	0.38439 (6)	0.77872 (12)	0.0132 (2)
C2	0.44572 (14)	0.43777 (6)	0.82027 (13)	0.0141 (2)
C3	0.34730 (15)	0.48222 (6)	0.79264 (13)	0.0153 (2)
C4	0.34448 (17)	0.54288 (7)	0.81452 (15)	0.0190 (3)
H4	0.4192	0.5630	0.8551	0.023*
C5	0.23089 (18)	0.57274 (7)	0.77590 (17)	0.0236 (3)
H5	0.2275	0.6136	0.7915	0.028*
C6	0.12110 (19)	0.54367 (8)	0.71432 (19)	0.0266 (3)
H6	0.0447	0.5654	0.6878	0.032*
C7	0.12091 (17)	0.48370 (8)	0.69093 (17)	0.0235 (3)
H7	0.0462	0.4640	0.6487	0.028*
C8	0.23525 (15)	0.45375 (7)	0.73225 (14)	0.0160 (2)
C9	0.10602 (14)	0.34746 (6)	0.84327 (14)	0.0155 (2)
C10	0.18832 (15)	0.32499 (7)	0.94415 (14)	0.0180 (3)
H10	0.2670	0.3079	0.9416	0.022*
C11	0.15310 (17)	0.32810 (8)	1.04851 (16)	0.0214 (3)
H11	0.2083	0.3134	1.1184	0.026*
C12	0.03679 (18)	0.35271 (8)	1.05051 (17)	0.0227 (3)
H12	0.0131	0.3547	1.1221	0.027*
C13	−0.04499 (17)	0.37444 (8)	0.94921 (17)	0.0244 (3)
H13	−0.1245	0.3908	0.9515	0.029*
C14	−0.01026 (16)	0.37226 (8)	0.84436 (16)	0.0211 (3)
H14	−0.0650	0.3875	0.7747	0.025*
C15	0.58151 (15)	0.44716 (7)	0.87882 (13)	0.0165 (2)
C16	0.74291 (17)	0.51881 (8)	0.94104 (17)	0.0238 (3)
H16A	0.7792	0.4903	1.0040	0.029*
H16B	0.7495	0.5587	0.9759	0.029*
C17	0.81686 (19)	0.51653 (9)	0.84917 (17)	0.0264 (3)
H17A	0.9068	0.5240	0.8859	0.040*
H17B	0.7843	0.5466	0.7896	0.040*
H17C	0.8073	0.4775	0.8126	0.040*
C18	0.46043 (14)	0.32667 (6)	0.78026 (12)	0.0133 (2)
H18A	0.5468	0.3294	0.8333	0.016*
H18B	0.4137	0.2955	0.8103	0.016*
C19	0.52240 (15)	0.35388 (6)	0.59786 (13)	0.0145 (2)
C20	0.64464 (15)	0.37566 (7)	0.64359 (13)	0.0175 (3)
H20	0.6937	0.3618	0.7170	0.021*
C21	0.69500 (17)	0.41701 (8)	0.58348 (15)	0.0221 (3)
H21	0.7785	0.4314	0.6156	0.027*
C22	0.62399 (18)	0.43799 (8)	0.47551 (16)	0.0237 (3)
H22	0.6593	0.4664	0.4342	0.028*
C23	0.50164 (17)	0.41716 (8)	0.42884 (15)	0.0222 (3)
H23	0.4528	0.4314	0.3556	0.027*
C24	0.45079 (15)	0.37527 (7)	0.49001 (13)	0.0174 (3)
C25	0.66565 (14)	0.23023 (6)	0.72639 (13)	0.0146 (2)
C26	0.76415 (16)	0.23909 (7)	0.67325 (16)	0.0199 (3)
H26	0.7464	0.2500	0.5933	0.024*
C27	0.88897 (17)	0.23168 (7)	0.73890 (18)	0.0235 (3)
H27	0.9571	0.2390	0.7045	0.028*
C28	0.91403 (17)	0.21366 (8)	0.85430 (18)	0.0248 (3)
H28	0.9993	0.2086	0.8987	0.030*
C29	0.81501 (17)	0.20293 (8)	0.90539 (15)	0.0233 (3)
H29	0.8330	0.1894	0.9838	0.028*
C30	0.68978 (15)	0.21190 (7)	0.84254 (14)	0.0180 (3)
H30	0.6220	0.2057	0.8779	0.022*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
I1	0.01751 (5)	0.03065 (6)	0.01720 (5)	−0.00143 (4)	−0.00051 (3)	0.00486 (4)
S1	0.01187 (14)	0.01606 (15)	0.01743 (15)	−0.00141 (11)	0.00180 (12)	−0.00284 (11)
S2	0.01486 (14)	0.01377 (14)	0.01406 (14)	0.00078 (11)	0.00246 (11)	−0.00240 (11)
O1	0.0187 (5)	0.0152 (5)	0.0290 (6)	−0.0021 (4)	0.0067 (5)	−0.0069 (4)
O2	0.0158 (5)	0.0294 (6)	0.0200 (5)	−0.0011 (4)	−0.0018 (4)	−0.0018 (5)
O3	0.0156 (5)	0.0196 (5)	0.0266 (6)	0.0003 (4)	0.0007 (4)	−0.0020 (4)
O4	0.0189 (5)	0.0170 (5)	0.0324 (6)	−0.0049 (4)	0.0049 (5)	−0.0045 (4)
O5	0.0279 (6)	0.0233 (5)	0.0142 (5)	0.0048 (5)	0.0028 (4)	−0.0049 (4)
O6	0.0165 (5)	0.0151 (5)	0.0270 (6)	−0.0026 (4)	0.0051 (4)	−0.0006 (4)
N1	0.0119 (5)	0.0137 (5)	0.0182 (5)	−0.0007 (4)	0.0033 (4)	0.0003 (4)
N2	0.0155 (5)	0.0126 (5)	0.0125 (5)	0.0013 (4)	0.0043 (4)	0.0000 (4)
C1	0.0125 (5)	0.0139 (5)	0.0132 (5)	0.0011 (4)	0.0035 (4)	0.0001 (4)
C2	0.0140 (6)	0.0135 (5)	0.0148 (5)	0.0001 (4)	0.0040 (5)	−0.0009 (4)
C3	0.0174 (6)	0.0129 (5)	0.0170 (6)	0.0009 (5)	0.0071 (5)	0.0005 (4)
C4	0.0236 (7)	0.0131 (6)	0.0223 (7)	0.0003 (5)	0.0098 (6)	0.0001 (5)
C5	0.0276 (8)	0.0145 (6)	0.0321 (8)	0.0052 (6)	0.0137 (7)	0.0038 (6)
C6	0.0232 (8)	0.0196 (7)	0.0382 (10)	0.0077 (6)	0.0100 (7)	0.0065 (7)
C7	0.0173 (7)	0.0199 (7)	0.0325 (8)	0.0043 (5)	0.0050 (6)	0.0045 (6)
C8	0.0160 (6)	0.0140 (5)	0.0184 (6)	0.0023 (5)	0.0051 (5)	0.0015 (5)
C9	0.0125 (5)	0.0145 (5)	0.0193 (6)	−0.0007 (4)	0.0037 (5)	−0.0011 (5)
C10	0.0157 (6)	0.0161 (6)	0.0220 (7)	0.0022 (5)	0.0045 (5)	0.0025 (5)
C11	0.0226 (7)	0.0199 (7)	0.0224 (7)	0.0018 (6)	0.0069 (6)	0.0057 (5)
C12	0.0234 (7)	0.0223 (7)	0.0255 (8)	−0.0003 (6)	0.0118 (6)	0.0035 (6)
C13	0.0171 (7)	0.0272 (8)	0.0311 (8)	0.0035 (6)	0.0104 (6)	0.0022 (6)
C14	0.0138 (6)	0.0241 (7)	0.0251 (7)	0.0028 (5)	0.0042 (5)	0.0013 (6)
C15	0.0157 (6)	0.0169 (6)	0.0170 (6)	−0.0022 (5)	0.0044 (5)	−0.0033 (5)
C16	0.0200 (7)	0.0234 (7)	0.0277 (8)	−0.0084 (6)	0.0055 (6)	−0.0065 (6)
C17	0.0248 (8)	0.0268 (8)	0.0285 (8)	−0.0058 (6)	0.0089 (7)	0.0004 (7)
C18	0.0141 (5)	0.0136 (5)	0.0121 (5)	0.0012 (4)	0.0033 (4)	−0.0001 (4)
C19	0.0157 (6)	0.0159 (6)	0.0125 (5)	0.0019 (4)	0.0046 (5)	0.0006 (4)
C20	0.0180 (6)	0.0196 (6)	0.0150 (6)	−0.0006 (5)	0.0043 (5)	0.0006 (5)
C21	0.0182 (7)	0.0253 (7)	0.0217 (7)	−0.0021 (6)	0.0030 (6)	−0.0025 (6)
C22	0.0259 (8)	0.0260 (8)	0.0208 (7)	−0.0031 (6)	0.0093 (6)	0.0051 (6)
C23	0.0244 (8)	0.0251 (7)	0.0176 (6)	0.0016 (6)	0.0065 (6)	0.0069 (5)
C24	0.0175 (6)	0.0198 (6)	0.0151 (6)	0.0021 (5)	0.0046 (5)	0.0027 (5)
C25	0.0141 (6)	0.0136 (5)	0.0164 (6)	0.0019 (4)	0.0043 (5)	−0.0009 (4)
C26	0.0206 (7)	0.0168 (6)	0.0257 (7)	0.0022 (5)	0.0122 (6)	0.0024 (5)
C27	0.0173 (7)	0.0172 (6)	0.0388 (9)	−0.0012 (5)	0.0123 (7)	−0.0033 (6)
C28	0.0150 (7)	0.0224 (7)	0.0347 (9)	0.0030 (5)	0.0020 (6)	−0.0090 (6)
C29	0.0206 (7)	0.0282 (8)	0.0188 (7)	0.0079 (6)	0.0009 (6)	−0.0035 (6)
C30	0.0165 (6)	0.0218 (6)	0.0159 (6)	0.0040 (5)	0.0046 (5)	−0.0006 (5)

Geometric parameters (Å, º)

I1—C24	2.0903 (16)	C11—H11	0.95
S1—O1	1.4255 (13)	C12—C13	1.388 (3)
S1—O2	1.4296 (13)	C12—H12	0.95
S1—N1	1.6915 (13)	C13—C14	1.391 (3)
S1—C9	1.7576 (16)	C13—H13	0.95
S2—O6	1.4291 (13)	C14—H14	0.95
S2—O5	1.4352 (12)	C16—C17	1.515 (3)
S2—N2	1.6587 (13)	C16—H16A	0.99
S2—C25	1.7648 (15)	C16—H16B	0.99
O3—C15	1.210 (2)	C17—H17A	0.98
O4—C15	1.3398 (19)	C17—H17B	0.98
O4—C16	1.458 (2)	C17—H17C	0.98
N1—C1	1.4118 (19)	C18—H18A	0.99
N1—C8	1.4198 (19)	C18—H18B	0.99
N2—C19	1.4420 (19)	C19—C20	1.394 (2)
N2—C18	1.4907 (18)	C19—C24	1.402 (2)
C1—C2	1.376 (2)	C20—C21	1.377 (2)
C1—C18	1.499 (2)	C20—H20	0.95
C2—C3	1.448 (2)	C21—C22	1.397 (3)
C2—C15	1.480 (2)	C21—H21	0.95
C3—C4	1.404 (2)	C22—C23	1.389 (3)
C3—C8	1.404 (2)	C22—H22	0.95
C4—C5	1.383 (2)	C23—C24	1.396 (2)
C4—H4	0.95	C23—H23	0.95
C5—C6	1.397 (3)	C25—C26	1.394 (2)
C5—H5	0.95	C25—C30	1.397 (2)
C6—C7	1.390 (3)	C26—C27	1.393 (3)
C6—H6	0.95	C26—H26	0.95
C7—C8	1.394 (2)	C27—C28	1.386 (3)
C7—H7	0.95	C27—H27	0.95
C9—C14	1.391 (2)	C28—C29	1.390 (3)
C9—C10	1.393 (2)	C28—H28	0.95
C10—C11	1.389 (2)	C29—C30	1.391 (2)
C10—H10	0.95	C29—H29	0.95
C11—C12	1.392 (3)	C30—H30	0.95
O1—S1—O2	120.41 (8)	C9—C14—H14	120.6
O1—S1—N1	106.90 (7)	C13—C14—H14	120.6
O2—S1—N1	106.42 (7)	O3—C15—O4	123.35 (15)
O1—S1—C9	108.93 (8)	O3—C15—C2	125.38 (14)
O2—S1—C9	109.13 (8)	O4—C15—C2	111.26 (14)
N1—S1—C9	103.77 (7)	O4—C16—C17	110.04 (15)
O6—S2—O5	120.70 (8)	O4—C16—H16A	109.7
O6—S2—N2	107.00 (7)	C17—C16—H16A	109.7
O5—S2—N2	105.65 (7)	O4—C16—H16B	109.7
O6—S2—C25	107.03 (7)	C17—C16—H16B	109.7
O5—S2—C25	108.07 (8)	H16A—C16—H16B	108.2
N2—S2—C25	107.82 (7)	C16—C17—H17A	109.5
C15—O4—C16	115.78 (14)	C16—C17—H17B	109.5
C1—N1—C8	108.30 (12)	H17A—C17—H17B	109.5
C1—N1—S1	125.26 (10)	C16—C17—H17C	109.5
C8—N1—S1	119.68 (11)	H17A—C17—H17C	109.5
C19—N2—C18	117.32 (12)	H17B—C17—H17C	109.5
C19—N2—S2	116.28 (10)	N2—C18—C1	110.77 (11)
C18—N2—S2	115.16 (9)	N2—C18—H18A	109.5
C2—C1—N1	108.36 (12)	C1—C18—H18A	109.5
C2—C1—C18	127.58 (13)	N2—C18—H18B	109.5
N1—C1—C18	123.82 (12)	C1—C18—H18B	109.5
C1—C2—C3	108.57 (13)	H18A—C18—H18B	108.1
C1—C2—C15	124.58 (13)	C20—C19—C24	118.88 (14)
C3—C2—C15	126.81 (13)	C20—C19—N2	120.78 (13)
C4—C3—C8	119.24 (14)	C24—C19—N2	120.34 (14)
C4—C3—C2	133.86 (15)	C21—C20—C19	120.72 (15)
C8—C3—C2	106.91 (13)	C21—C20—H20	119.6
C5—C4—C3	118.74 (16)	C19—C20—H20	119.6
C5—C4—H4	120.6	C20—C21—C22	120.41 (16)
C3—C4—H4	120.6	C20—C21—H21	119.8
C4—C5—C6	121.00 (16)	C22—C21—H21	119.8
C4—C5—H5	119.5	C23—C22—C21	119.76 (16)
C6—C5—H5	119.5	C23—C22—H22	120.1
C7—C6—C5	121.63 (16)	C21—C22—H22	120.1
C7—C6—H6	119.2	C22—C23—C24	119.71 (15)
C5—C6—H6	119.2	C22—C23—H23	120.1
C6—C7—C8	116.95 (17)	C24—C23—H23	120.1
C6—C7—H7	121.5	C23—C24—C19	120.53 (15)
C8—C7—H7	121.5	C23—C24—I1	118.24 (12)
C7—C8—C3	122.42 (15)	C19—C24—I1	121.23 (11)
C7—C8—N1	129.72 (15)	C26—C25—C30	121.22 (14)
C3—C8—N1	107.85 (13)	C26—C25—S2	119.26 (12)
C14—C9—C10	121.79 (15)	C30—C25—S2	119.52 (11)
C14—C9—S1	119.06 (13)	C27—C26—C25	119.11 (16)
C10—C9—S1	119.12 (12)	C27—C26—H26	120.4
C11—C10—C9	118.73 (15)	C25—C26—H26	120.4
C11—C10—H10	120.6	C28—C27—C26	120.12 (16)
C9—C10—H10	120.6	C28—C27—H27	119.9
C10—C11—C12	119.93 (16)	C26—C27—H27	119.9
C10—C11—H11	120.0	C27—C28—C29	120.35 (16)
C12—C11—H11	120.0	C27—C28—H28	119.8
C13—C12—C11	120.81 (16)	C29—C28—H28	119.8
C13—C12—H12	119.6	C28—C29—C30	120.46 (17)
C11—C12—H12	119.6	C28—C29—H29	119.8
C12—C13—C14	119.86 (16)	C30—C29—H29	119.8
C12—C13—H13	120.1	C29—C30—C25	118.67 (15)
C14—C13—H13	120.1	C29—C30—H30	120.7
C9—C14—C13	118.86 (16)	C25—C30—H30	120.7
O1—S1—N1—C1	−31.48 (14)	C9—C10—C11—C12	0.7 (3)
O2—S1—N1—C1	−161.34 (12)	C10—C11—C12—C13	−0.1 (3)
C9—S1—N1—C1	83.58 (13)	C11—C12—C13—C14	−0.7 (3)
O1—S1—N1—C8	−179.21 (12)	C10—C9—C14—C13	−0.2 (3)
O2—S1—N1—C8	50.92 (14)	S1—C9—C14—C13	177.84 (14)
C9—S1—N1—C8	−64.16 (13)	C12—C13—C14—C9	0.8 (3)
O6—S2—N2—C19	−170.17 (11)	C16—O4—C15—O3	2.7 (2)
O5—S2—N2—C19	−40.37 (13)	C16—O4—C15—C2	−177.59 (14)
C25—S2—N2—C19	75.00 (12)	C1—C2—C15—O3	−12.8 (3)
O6—S2—N2—C18	46.95 (12)	C3—C2—C15—O3	169.88 (16)
O5—S2—N2—C18	176.75 (11)	C1—C2—C15—O4	167.55 (14)
C25—S2—N2—C18	−67.89 (12)	C3—C2—C15—O4	−9.8 (2)
C8—N1—C1—C2	−1.22 (16)	C15—O4—C16—C17	83.85 (19)
S1—N1—C1—C2	−151.98 (11)	C19—N2—C18—C1	52.53 (17)
C8—N1—C1—C18	−176.05 (13)	S2—N2—C18—C1	−164.98 (10)
S1—N1—C1—C18	33.2 (2)	C2—C1—C18—N2	−106.94 (16)
N1—C1—C2—C3	1.17 (16)	N1—C1—C18—N2	66.85 (17)
C18—C1—C2—C3	175.74 (13)	C18—N2—C19—C20	58.46 (19)
N1—C1—C2—C15	−176.58 (13)	S2—N2—C19—C20	−83.61 (16)
C18—C1—C2—C15	−2.0 (2)	C18—N2—C19—C24	−120.75 (15)
C1—C2—C3—C4	178.73 (16)	S2—N2—C19—C24	97.18 (15)
C15—C2—C3—C4	−3.6 (3)	C24—C19—C20—C21	−0.7 (2)
C1—C2—C3—C8	−0.68 (17)	N2—C19—C20—C21	−179.93 (15)
C15—C2—C3—C8	177.01 (14)	C19—C20—C21—C22	0.2 (3)
C8—C3—C4—C5	0.1 (2)	C20—C21—C22—C23	0.3 (3)
C2—C3—C4—C5	−179.22 (17)	C21—C22—C23—C24	−0.2 (3)
C3—C4—C5—C6	−1.2 (3)	C22—C23—C24—C19	−0.3 (3)
C4—C5—C6—C7	1.0 (3)	C22—C23—C24—I1	178.74 (14)
C5—C6—C7—C8	0.3 (3)	C20—C19—C24—C23	0.8 (2)
C6—C7—C8—C3	−1.4 (3)	N2—C19—C24—C23	179.98 (14)
C6—C7—C8—N1	179.58 (17)	C20—C19—C24—I1	−178.25 (11)
C4—C3—C8—C7	1.2 (2)	N2—C19—C24—I1	1.0 (2)
C2—C3—C8—C7	−179.29 (15)	O6—S2—C25—C26	154.39 (12)
C4—C3—C8—N1	−179.59 (13)	O5—S2—C25—C26	22.96 (15)
C2—C3—C8—N1	−0.08 (17)	N2—S2—C25—C26	−90.80 (13)
C1—N1—C8—C7	179.92 (17)	O6—S2—C25—C30	−24.37 (14)
S1—N1—C8—C7	−27.4 (2)	O5—S2—C25—C30	−155.80 (13)
C1—N1—C8—C3	0.79 (16)	N2—S2—C25—C30	90.44 (13)
S1—N1—C8—C3	153.46 (11)	C30—C25—C26—C27	−2.5 (2)
O1—S1—C9—C14	−137.96 (13)	S2—C25—C26—C27	178.74 (12)
O2—S1—C9—C14	−4.70 (15)	C25—C26—C27—C28	2.3 (2)
N1—S1—C9—C14	108.44 (13)	C26—C27—C28—C29	−0.1 (3)
O1—S1—C9—C10	40.10 (14)	C27—C28—C29—C30	−2.0 (3)
O2—S1—C9—C10	173.36 (12)	C28—C29—C30—C25	1.8 (3)
N1—S1—C9—C10	−73.50 (13)	C26—C25—C30—C29	0.5 (2)
C14—C9—C10—C11	−0.6 (2)	S2—C25—C30—C29	179.22 (13)
S1—C9—C10—C11	−178.60 (13)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4···O4	0.95	2.41	2.932 (2)	114
C7—H7···O2	0.95	2.35	2.958 (2)	121
C11—H11···O1^i	0.95	2.49	3.150 (2)	127
C11—H11···O6^i	0.95	2.38	3.159 (2)	139
C13—H13···O3^ii	0.95	2.33	3.248 (2)	162
C18—H18A···O3	0.99	2.25	2.981 (2)	130
C18—H18B···O1	0.99	2.31	2.852 (2)	113
C18—H18B···O6	0.99	2.48	2.9184 (18)	106
C18—H18B···O5^i	0.99	2.55	3.1223 (18)	116
C5—H5···Cg1^iii	0.95	2.63	3.4645 (17)	148
C16—H16A···Cg2^iv	0.99	2.92	3.638 (2)	131
C16—H16B···Cg3^iv	0.99	2.83	3.655 (2)	141
C22—H22···Cg2^v	0.95	2.81	3.635 (2)	146

Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x−1, y, z; (iii) −x+1, y+1/2, −z+3/2; (iv) −x+1, −y+1, −z+2; (v) −x+1, −y+1, −z+1.