(E)-3-(2-Nitro-phen-yl)-1-{1-phenyl-sulfonyl-2-[(phenyl-sulfon-yl)meth-yl]-1H-indol-3-yl}prop-2-en-1-one.

In the title compound, C(30)H(22)N(2)O(7)S(2), the configuration about the propene C=C bond is E. The indole unit is essentially planar, with a maximum deviation of 0.031 (3) Å. The dihedral angle between the planes of the phenyl rings of the two phenyl-sulfonyl groups is 80.95 (19)°. The central prop-2-ene-1-one group is oriented at a dihedral angle of 44.26 (11)° with respect to the nitro-phenyl ring and at 39.24 (8)° with respect to the indole unit. The S atoms are in a distorted tetra-hedral configuration. In the crystal, mol-ecules are linked into centrosymmetric dimers via pairs of C-H⋯O hydrogen bonds with an R(2) (2)(24) graph-set motif. The crystal structure is stabilized by further C-H⋯O inter-actions. Short intra-molecular C-H⋯O contacts result in several S(6) rings.

Related literature

For the biological activity of sulfonamides and their substituted derivatives, see: Brown (1971 ▶). For related structures, see: Seetharaman & Rajan (1995 ▶); Varghese et al. (1986 ▶). For graph-set motifs, see: Bernstein et al. (1995 ▶).

Experimental

Crystal data

C30H22N2O7S2

M = 586.62

Monoclinic,

a = 7.9905 (2) Å

b = 22.2076 (6) Å

c = 15.7378 (4) Å

β = 102.913 (2)°

V = 2722.04 (12) Å3

Z = 4

Mo Kα radiation

μ = 0.25 mm−1

T = 293 K

0.30 × 0.25 × 0.20 mm

Data collection

Bruker Kappa APEXII CCD diffractometer

32862 measured reflections

6823 independent reflections

4782 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.058

wR(F 2) = 0.186

S = 1.03

6823 reflections

370 parameters

H-atom parameters constrained

Δρmax = 1.01 e Å−3

Δρmin = −0.36 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: OLEX2 (Dolomanov et al., 2009 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811051026/pv2489sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811051026/pv2489Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811051026/pv2489Isup3.cml

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C30H22N2O7S2	F(000) = 1216
Mr = 586.62	Dx = 1.431 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -p 2yn	Cell parameters from 6823 reflections
a = 7.9905 (2) Å	θ = 1.6–28.5°
b = 22.2076 (6) Å	µ = 0.25 mm−1
c = 15.7378 (4) Å	T = 293 K
β = 102.913 (2)°	Block, colourless
V = 2722.04 (12) Å3	0.30 × 0.25 × 0.20 mm
Z = 4

Bruker Kappa APEXII CCD diffractometer	4782 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.030
graphite	θmax = 28.5°, θmin = 1.6°
ω and φ scans	h = −10→10
32862 measured reflections	k = −29→29
6823 independent reflections	l = −20→20

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.058	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.186	H-atom parameters constrained
S = 1.03	w = 1/[σ2(Fo2) + (0.0995P)2 + 1.3462P] where P = (Fo2 + 2Fc2)/3
6823 reflections	(Δ/σ)max < 0.001
370 parameters	Δρmax = 1.01 e Å−3
0 restraints	Δρmin = −0.36 e Å−3

Geometry. All s.u.'s (except the s.u.'s in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
C1	0.5998 (3)	0.34651 (11)	−0.01613 (16)	0.0425 (5)
C2	0.5611 (4)	0.39178 (13)	−0.0784 (2)	0.0578 (7)
H2	0.5405	0.4312	−0.0634	0.069*
C3	0.5547 (4)	0.37511 (15)	−0.1644 (2)	0.0664 (8)
H3	0.5277	0.4041	−0.2080	0.080*
C4	0.5871 (4)	0.31678 (16)	−0.18715 (19)	0.0632 (8)
H4	0.5831	0.3076	−0.2452	0.076*
C5	0.6251 (4)	0.27239 (13)	−0.12536 (17)	0.0542 (6)
H5	0.6473	0.2333	−0.1410	0.065*
C6	0.6299 (3)	0.28697 (11)	−0.03834 (15)	0.0424 (5)
C7	0.6711 (3)	0.25300 (10)	0.04173 (15)	0.0406 (5)
C8	0.6668 (3)	0.29053 (10)	0.10888 (15)	0.0404 (5)
C9	0.6959 (3)	0.27418 (12)	0.20279 (16)	0.0470 (6)
H9A	0.7441	0.3086	0.2378	0.056*
H9B	0.7789	0.2417	0.2150	0.056*
C10	0.5613 (4)	0.25333 (14)	0.34824 (17)	0.0547 (7)
C11	0.6166 (5)	0.2026 (2)	0.3950 (3)	0.0902 (12)
H11	0.6241	0.1659	0.3678	0.108*
C12	0.6625 (6)	0.2085 (3)	0.4877 (3)	0.127 (2)
H12	0.7036	0.1755	0.5224	0.152*
C13	0.6456 (6)	0.2634 (4)	0.5250 (3)	0.124 (2)
H13	0.6718	0.2664	0.5855	0.149*
C14	0.5929 (5)	0.3125 (3)	0.4777 (2)	0.0962 (14)
H14	0.5855	0.3491	0.5051	0.115*
C15	0.5497 (4)	0.30874 (17)	0.38864 (19)	0.0664 (8)
H15	0.5129	0.3428	0.3553	0.080*
C16	0.8420 (3)	0.43956 (11)	0.13095 (17)	0.0469 (6)
C17	0.8594 (4)	0.49609 (13)	0.0994 (2)	0.0638 (8)
H17	0.7633	0.5187	0.0740	0.077*
C18	1.0234 (5)	0.51890 (15)	0.1062 (3)	0.0761 (10)
H18	1.0383	0.5576	0.0866	0.091*
C19	1.1633 (4)	0.48428 (16)	0.1420 (2)	0.0733 (9)
H19	1.2729	0.4998	0.1461	0.088*
C20	1.1451 (4)	0.42794 (16)	0.1714 (3)	0.0743 (9)
H20	1.2414	0.4047	0.1944	0.089*
C21	0.9823 (4)	0.40518 (14)	0.1672 (2)	0.0672 (8)
H21	0.9682	0.3670	0.1887	0.081*
C22	0.7121 (3)	0.18772 (11)	0.05105 (16)	0.0459 (5)
C23	0.6136 (4)	0.14762 (11)	−0.01649 (17)	0.0487 (6)
H23	0.5117	0.1610	−0.0524	0.058*
C24	0.6704 (3)	0.09237 (11)	−0.02613 (16)	0.0463 (6)
H24	0.7785	0.0822	0.0067	0.056*
C25	0.5766 (3)	0.04638 (10)	−0.08421 (15)	0.0421 (5)
C26	0.6559 (3)	−0.00166 (10)	−0.11791 (16)	0.0438 (5)
C27	0.5667 (4)	−0.04876 (12)	−0.16277 (19)	0.0543 (6)
H27	0.6252	−0.0803	−0.1821	0.065*
C28	0.3914 (4)	−0.04922 (13)	−0.1790 (2)	0.0611 (7)
H28	0.3296	−0.0809	−0.2096	0.073*
C29	0.3070 (4)	−0.00207 (13)	−0.1496 (2)	0.0597 (7)
H29	0.1876	−0.0015	−0.1618	0.072*
C30	0.3974 (4)	0.04393 (12)	−0.10241 (18)	0.0531 (6)
H30	0.3376	0.0745	−0.0818	0.064*
N1	0.6179 (3)	0.34835 (8)	0.07519 (13)	0.0428 (4)
N2	0.8416 (3)	−0.00196 (11)	−0.10846 (18)	0.0606 (6)
O1	0.3735 (3)	0.29516 (9)	0.20506 (12)	0.0577 (5)
O2	0.4684 (3)	0.19066 (9)	0.20544 (16)	0.0751 (7)
O3	0.6243 (3)	0.39890 (9)	0.21694 (14)	0.0672 (6)
O4	0.5114 (3)	0.45290 (8)	0.08011 (16)	0.0676 (6)
O5	0.8204 (3)	0.16859 (9)	0.11194 (12)	0.0604 (5)
O6	0.9183 (3)	0.04543 (11)	−0.1026 (2)	0.0877 (8)
O7	0.9119 (3)	−0.05005 (12)	−0.1109 (3)	0.1135 (12)
S1	0.50305 (9)	0.25119 (3)	0.23386 (4)	0.04646 (18)
S2	0.63430 (9)	0.41325 (3)	0.13067 (5)	0.0503 (2)

	U11	U22	U33	U12	U13	U23
C1	0.0416 (12)	0.0404 (12)	0.0460 (13)	−0.0016 (9)	0.0107 (10)	0.0032 (10)
C2	0.0551 (15)	0.0460 (14)	0.0715 (19)	0.0000 (12)	0.0126 (13)	0.0161 (13)
C3	0.0644 (18)	0.072 (2)	0.0571 (17)	−0.0060 (15)	0.0018 (14)	0.0269 (15)
C4	0.0643 (18)	0.080 (2)	0.0420 (14)	−0.0120 (16)	0.0059 (12)	0.0064 (14)
C5	0.0610 (16)	0.0578 (16)	0.0434 (14)	−0.0039 (13)	0.0105 (12)	−0.0020 (11)
C6	0.0423 (12)	0.0427 (12)	0.0422 (13)	−0.0001 (10)	0.0096 (10)	−0.0008 (9)
C7	0.0473 (13)	0.0368 (11)	0.0382 (12)	0.0033 (9)	0.0105 (9)	−0.0011 (9)
C8	0.0468 (12)	0.0344 (11)	0.0408 (12)	0.0001 (9)	0.0117 (10)	−0.0018 (9)
C9	0.0557 (14)	0.0454 (13)	0.0406 (13)	0.0001 (11)	0.0121 (11)	−0.0007 (10)
C10	0.0529 (15)	0.0711 (18)	0.0394 (13)	0.0053 (13)	0.0088 (11)	0.0095 (12)
C11	0.096 (3)	0.103 (3)	0.077 (2)	0.036 (2)	0.030 (2)	0.041 (2)
C12	0.096 (3)	0.201 (6)	0.088 (3)	0.062 (4)	0.027 (3)	0.080 (4)
C13	0.084 (3)	0.239 (7)	0.048 (2)	0.048 (4)	0.0111 (19)	0.009 (3)
C14	0.075 (2)	0.159 (4)	0.054 (2)	−0.002 (3)	0.0134 (18)	−0.026 (2)
C15	0.0710 (19)	0.082 (2)	0.0470 (16)	−0.0044 (16)	0.0143 (14)	−0.0112 (14)
C16	0.0493 (13)	0.0390 (12)	0.0583 (15)	−0.0051 (10)	0.0247 (11)	−0.0107 (10)
C17	0.0608 (17)	0.0495 (15)	0.089 (2)	−0.0012 (13)	0.0323 (16)	0.0023 (14)
C18	0.075 (2)	0.0549 (18)	0.111 (3)	−0.0139 (16)	0.048 (2)	0.0015 (17)
C19	0.0589 (18)	0.074 (2)	0.098 (3)	−0.0205 (16)	0.0417 (18)	−0.0206 (18)
C20	0.0502 (16)	0.070 (2)	0.103 (3)	0.0043 (15)	0.0174 (17)	−0.0066 (18)
C21	0.0603 (17)	0.0485 (16)	0.095 (2)	−0.0012 (13)	0.0212 (16)	0.0032 (15)
C22	0.0547 (14)	0.0403 (12)	0.0437 (13)	0.0073 (11)	0.0133 (11)	−0.0016 (10)
C23	0.0586 (15)	0.0385 (12)	0.0474 (13)	0.0084 (11)	0.0086 (11)	−0.0010 (10)
C24	0.0546 (14)	0.0399 (12)	0.0461 (13)	0.0059 (10)	0.0151 (11)	−0.0004 (10)
C25	0.0513 (13)	0.0323 (11)	0.0447 (13)	0.0053 (9)	0.0148 (10)	0.0043 (9)
C26	0.0495 (13)	0.0335 (11)	0.0502 (14)	0.0042 (10)	0.0150 (11)	0.0005 (9)
C27	0.0649 (17)	0.0376 (13)	0.0623 (17)	−0.0009 (11)	0.0185 (13)	−0.0036 (11)
C28	0.0675 (18)	0.0464 (15)	0.0667 (18)	−0.0111 (13)	0.0091 (14)	0.0007 (13)
C29	0.0491 (15)	0.0585 (17)	0.0708 (19)	−0.0045 (13)	0.0118 (13)	0.0112 (14)
C30	0.0554 (15)	0.0482 (14)	0.0582 (16)	0.0116 (12)	0.0181 (12)	0.0087 (12)
N1	0.0537 (12)	0.0294 (9)	0.0477 (11)	−0.0006 (8)	0.0162 (9)	−0.0028 (8)
N2	0.0545 (14)	0.0492 (13)	0.0818 (17)	0.0050 (11)	0.0230 (12)	−0.0124 (12)
O1	0.0597 (12)	0.0545 (11)	0.0533 (11)	0.0029 (9)	0.0005 (9)	0.0045 (8)
O2	0.0983 (18)	0.0445 (11)	0.0851 (16)	−0.0140 (11)	0.0261 (13)	−0.0162 (10)
O3	0.0870 (15)	0.0531 (11)	0.0750 (14)	−0.0218 (10)	0.0464 (12)	−0.0249 (10)
O4	0.0541 (11)	0.0398 (10)	0.1143 (18)	0.0102 (8)	0.0298 (11)	−0.0046 (10)
O5	0.0734 (13)	0.0507 (11)	0.0512 (11)	0.0185 (9)	0.0009 (9)	−0.0003 (8)
O6	0.0656 (14)	0.0686 (15)	0.141 (2)	−0.0149 (12)	0.0477 (15)	−0.0346 (15)
O7	0.0705 (16)	0.0616 (15)	0.209 (4)	0.0209 (13)	0.0318 (19)	−0.0169 (19)
S1	0.0583 (4)	0.0381 (3)	0.0422 (3)	−0.0027 (3)	0.0095 (3)	−0.0018 (2)
S2	0.0520 (4)	0.0350 (3)	0.0717 (5)	−0.0048 (3)	0.0303 (3)	−0.0119 (3)

C1—C2	1.390 (3)	C17—C18	1.386 (4)
C1—C6	1.402 (3)	C17—H17	0.9300
C1—N1	1.413 (3)	C18—C19	1.370 (5)
C2—C3	1.393 (4)	C18—H18	0.9300
C2—H2	0.9300	C19—C20	1.353 (5)
C3—C4	1.384 (5)	C19—H19	0.9300
C3—H3	0.9300	C20—C21	1.383 (4)
C4—C5	1.370 (4)	C20—H20	0.9300
C4—H4	0.9300	C21—H21	0.9300
C5—C6	1.399 (4)	C22—O5	1.215 (3)
C5—H5	0.9300	C22—C23	1.473 (4)
C6—C7	1.442 (3)	C23—C24	1.329 (3)
C7—C8	1.352 (3)	C23—H23	0.9300
C7—C22	1.486 (3)	C24—C25	1.461 (3)
C8—N1	1.411 (3)	C24—H24	0.9300
C8—C9	1.489 (3)	C25—C30	1.397 (4)
C9—S1	1.792 (3)	C25—C26	1.404 (3)
C9—H9A	0.9700	C26—C27	1.369 (4)
C9—H9B	0.9700	C26—N2	1.458 (3)
C10—C11	1.364 (4)	C27—C28	1.367 (4)
C10—C15	1.398 (4)	C27—H27	0.9300
C10—S1	1.756 (3)	C28—C29	1.380 (4)
C11—C12	1.428 (7)	C28—H28	0.9300
C11—H11	0.9300	C29—C30	1.370 (4)
C12—C13	1.372 (8)	C29—H29	0.9300
C12—H12	0.9300	C30—H30	0.9300
C13—C14	1.335 (7)	N1—S2	1.6749 (19)
C13—H13	0.9300	N2—O6	1.211 (3)
C14—C15	1.369 (5)	N2—O7	1.212 (3)
C14—H14	0.9300	O1—S1	1.422 (2)
C15—H15	0.9300	O2—S1	1.424 (2)
C16—C17	1.368 (4)	O3—S2	1.414 (2)
C16—C21	1.371 (4)	O4—S2	1.423 (2)
C16—S2	1.759 (3)
C2—C1—C6	122.0 (2)	C17—C18—H18	120.1
C2—C1—N1	130.7 (2)	C20—C19—C18	121.3 (3)
C6—C1—N1	107.3 (2)	C20—C19—H19	119.4
C1—C2—C3	116.6 (3)	C18—C19—H19	119.4
C1—C2—H2	121.7	C19—C20—C21	119.6 (3)
C3—C2—H2	121.7	C19—C20—H20	120.2
C4—C3—C2	122.1 (3)	C21—C20—H20	120.2
C4—C3—H3	119.0	C16—C21—C20	119.3 (3)
C2—C3—H3	119.0	C16—C21—H21	120.3
C5—C4—C3	121.0 (3)	C20—C21—H21	120.3
C5—C4—H4	119.5	O5—C22—C23	121.9 (2)
C3—C4—H4	119.5	O5—C22—C7	121.4 (2)
C4—C5—C6	118.8 (3)	C23—C22—C7	116.6 (2)
C4—C5—H5	120.6	C24—C23—C22	120.0 (2)
C6—C5—H5	120.6	C24—C23—H23	120.0
C5—C6—C1	119.6 (2)	C22—C23—H23	120.0
C5—C6—C7	133.2 (2)	C23—C24—C25	125.2 (2)
C1—C6—C7	107.1 (2)	C23—C24—H24	117.4
C8—C7—C6	108.6 (2)	C25—C24—H24	117.4
C8—C7—C22	124.6 (2)	C30—C25—C26	114.9 (2)
C6—C7—C22	126.8 (2)	C30—C25—C24	121.0 (2)
C7—C8—N1	108.7 (2)	C26—C25—C24	123.7 (2)
C7—C8—C9	126.9 (2)	C27—C26—C25	123.3 (2)
N1—C8—C9	124.3 (2)	C27—C26—N2	116.7 (2)
C8—C9—S1	112.79 (18)	C25—C26—N2	120.0 (2)
C8—C9—H9A	109.0	C28—C27—C26	119.7 (3)
S1—C9—H9A	109.0	C28—C27—H27	120.1
C8—C9—H9B	109.0	C26—C27—H27	120.1
S1—C9—H9B	109.0	C27—C28—C29	119.2 (3)
H9A—C9—H9B	107.8	C27—C28—H28	120.4
C11—C10—C15	121.9 (3)	C29—C28—H28	120.4
C11—C10—S1	120.7 (3)	C30—C29—C28	120.6 (3)
C15—C10—S1	117.4 (2)	C30—C29—H29	119.7
C10—C11—C12	117.0 (4)	C28—C29—H29	119.7
C10—C11—H11	121.5	C29—C30—C25	122.2 (3)
C12—C11—H11	121.5	C29—C30—H30	118.9
C13—C12—C11	119.4 (4)	C25—C30—H30	118.9
C13—C12—H12	120.3	C8—N1—C1	108.23 (18)
C11—C12—H12	120.3	C8—N1—S2	127.19 (17)
C14—C13—C12	122.4 (4)	C1—N1—S2	122.25 (16)
C14—C13—H13	118.8	O6—N2—O7	122.5 (3)
C12—C13—H13	118.8	O6—N2—C26	119.4 (2)
C13—C14—C15	119.9 (5)	O7—N2—C26	118.0 (2)
C13—C14—H14	120.1	O1—S1—O2	118.14 (14)
C15—C14—H14	120.1	O1—S1—C10	108.39 (13)
C14—C15—C10	119.4 (4)	O2—S1—C10	109.61 (15)
C14—C15—H15	120.3	O1—S1—C9	109.06 (12)
C10—C15—H15	120.3	O2—S1—C9	107.57 (14)
C17—C16—C21	121.5 (3)	C10—S1—C9	103.01 (13)
C17—C16—S2	118.4 (2)	O3—S2—O4	119.76 (14)
C21—C16—S2	120.0 (2)	O3—S2—N1	106.98 (11)
C16—C17—C18	118.6 (3)	O4—S2—N1	106.10 (12)
C16—C17—H17	120.7	O3—S2—C16	109.18 (13)
C18—C17—H17	120.7	O4—S2—C16	109.20 (13)
C19—C18—C17	119.8 (3)	N1—S2—C16	104.53 (11)
C19—C18—H18	120.1
C6—C1—C2—C3	−0.4 (4)	C23—C24—C25—C26	155.7 (3)
N1—C1—C2—C3	179.2 (3)	C30—C25—C26—C27	−2.2 (4)
C1—C2—C3—C4	−0.8 (4)	C24—C25—C26—C27	171.1 (2)
C2—C3—C4—C5	0.9 (5)	C30—C25—C26—N2	175.7 (2)
C3—C4—C5—C6	0.3 (5)	C24—C25—C26—N2	−11.0 (4)
C4—C5—C6—C1	−1.4 (4)	C25—C26—C27—C28	2.3 (4)
C4—C5—C6—C7	−177.1 (3)	N2—C26—C27—C28	−175.7 (3)
C2—C1—C6—C5	1.5 (4)	C26—C27—C28—C29	−0.2 (4)
N1—C1—C6—C5	−178.2 (2)	C27—C28—C29—C30	−1.8 (4)
C2—C1—C6—C7	178.2 (2)	C28—C29—C30—C25	1.9 (4)
N1—C1—C6—C7	−1.5 (3)	C26—C25—C30—C29	0.1 (4)
C5—C6—C7—C8	175.8 (3)	C24—C25—C30—C29	−173.4 (3)
C1—C6—C7—C8	−0.3 (3)	C7—C8—N1—C1	−2.9 (3)
C5—C6—C7—C22	−4.2 (5)	C9—C8—N1—C1	−179.0 (2)
C1—C6—C7—C22	179.7 (2)	C7—C8—N1—S2	−165.70 (19)
C6—C7—C8—N1	2.0 (3)	C9—C8—N1—S2	18.2 (3)
C22—C7—C8—N1	−178.1 (2)	C2—C1—N1—C8	−177.0 (3)
C6—C7—C8—C9	178.0 (2)	C6—C1—N1—C8	2.7 (3)
C22—C7—C8—C9	−2.1 (4)	C2—C1—N1—S2	−13.2 (4)
C7—C8—C9—S1	−88.4 (3)	C6—C1—N1—S2	166.49 (17)
N1—C8—C9—S1	87.1 (3)	C27—C26—N2—O6	150.7 (3)
C15—C10—C11—C12	0.0 (6)	C25—C26—N2—O6	−27.4 (4)
S1—C10—C11—C12	179.5 (3)	C27—C26—N2—O7	−25.9 (4)
C10—C11—C12—C13	1.5 (7)	C25—C26—N2—O7	156.1 (3)
C11—C12—C13—C14	−2.3 (8)	C11—C10—S1—O1	149.5 (3)
C12—C13—C14—C15	1.5 (8)	C15—C10—S1—O1	−30.9 (3)
C13—C14—C15—C10	0.0 (6)	C11—C10—S1—O2	19.3 (3)
C11—C10—C15—C14	−0.8 (5)	C15—C10—S1—O2	−161.1 (2)
S1—C10—C15—C14	179.7 (3)	C11—C10—S1—C9	−95.0 (3)
C21—C16—C17—C18	−1.2 (5)	C15—C10—S1—C9	84.6 (3)
S2—C16—C17—C18	174.7 (3)	C8—C9—S1—O1	−50.7 (2)
C16—C17—C18—C19	1.6 (5)	C8—C9—S1—O2	78.5 (2)
C17—C18—C19—C20	−0.3 (6)	C8—C9—S1—C10	−165.71 (19)
C18—C19—C20—C21	−1.4 (6)	C8—N1—S2—O3	−28.1 (2)
C17—C16—C21—C20	−0.5 (5)	C1—N1—S2—O3	171.30 (19)
S2—C16—C21—C20	−176.3 (3)	C8—N1—S2—O4	−157.0 (2)
C19—C20—C21—C16	1.8 (5)	C1—N1—S2—O4	42.4 (2)
C8—C7—C22—O5	−37.3 (4)	C8—N1—S2—C16	87.6 (2)
C6—C7—C22—O5	142.6 (3)	C1—N1—S2—C16	−73.0 (2)
C8—C7—C22—C23	141.9 (3)	C17—C16—S2—O3	−121.2 (2)
C6—C7—C22—C23	−38.1 (4)	C21—C16—S2—O3	54.7 (3)
O5—C22—C23—C24	−18.1 (4)	C17—C16—S2—O4	11.4 (3)
C7—C22—C23—C24	162.6 (2)	C21—C16—S2—O4	−172.6 (2)
C22—C23—C24—C25	173.4 (2)	C17—C16—S2—N1	124.6 (2)
C23—C24—C25—C30	−31.4 (4)	C21—C16—S2—N1	−59.4 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C27—H27···O2i	0.93	2.56	3.221 (3)	128.
C13—H13···O1ii	0.93	2.58	3.275 (5)	132.
C19—H19···O4iii	0.93	2.58	3.222 (4)	126.
C2—H2···O4i	0.93	2.37	2.946 (4)	120.
C9—H9A···O3i	0.97	2.21	2.846 (3)	122.
C9—H9B···O5i	0.97	2.37	3.029 (3)	125.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C27—H27⋯O2i	0.93	2.56	3.221 (3)	128
C13—H13⋯O1ii	0.93	2.58	3.275 (5)	132
C19—H19⋯O4iii	0.93	2.58	3.222 (4)	126
C2—H2⋯O4	0.93	2.37	2.946 (4)	120
C9—H9A⋯O3	0.97	2.21	2.846 (3)	122
C9—H9B⋯O5	0.97	2.37	3.029 (3)	125

Symmetry codes: (i) ; (ii) ; (iii) .