1-Benzyl-2,5-diphenyl-3-tosylimidazol-idin-4-one.

In the title compound, C(29)H(26)N(2)O(3)S, the central imidazolidine ring adopts an envelope conformation with the N atom bearing the benzyl ring at the flap. The S atom has distorted tetra-hedral geometry. The benzyl and tosyl rings are oriented at a dihedral angle of 52.1 (1)°. The phenyl rings connected to the imidazolidine ring form a dihedral angle of 28.7 (1)°.

Related literature

For the biological activity of sulfonamides, see: Zareef et al. (2007 ▶); Chohan & Shad (2007 ▶); Pomarnacka & Kozlarska-Kedra (2003 ▶); Nieto et al. (2005 ▶); Wang et al. (1995 ▶). For a related structure, see: Ranjith et al. (2011 ▶). For puckering parameters, see: Cremer & Pople (1975 ▶). For asymmetry parameters, see: Nardelli et al. (1983 ▶).

Experimental

Crystal data

C29H26N2O3S

M = 482.58

Monoclinic,

a = 18.6024 (7) Å

b = 8.0489 (3) Å

c = 17.0860 (6) Å

β = 106.426 (2)°

V = 2453.85 (16) Å3

Z = 4

Mo Kα radiation

μ = 0.17 mm−1

T = 293 K

0.25 × 0.22 × 0.19 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.981, T max = 0.985

25449 measured reflections

4805 independent reflections

3598 reflections with I > 2σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.115

S = 1.01

4805 reflections

317 parameters

H-atom parameters constrained

Δρmax = 0.15 e Å−3

Δρmin = −0.38 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811032284/ci5194sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811032284/ci5194Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811032284/ci5194Isup3.cml

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

C29H26N2O3S	F(000) = 1016
Mr = 482.58	Dx = 1.306 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4805 reflections
a = 18.6024 (7) Å	θ = 1.1–26.0°
b = 8.0489 (3) Å	µ = 0.17 mm−1
c = 17.0860 (6) Å	T = 293 K
β = 106.426 (2)°	Block, white crystalline
V = 2453.85 (16) Å3	0.25 × 0.22 × 0.19 mm
Z = 4

Bruker APEXII CCD area-detector diffractometer	4805 independent reflections
Radiation source: fine-focus sealed tube	3598 reflections with I > 2σ(I)
graphite	Rint = 0.032
ω and φ scans	θmax = 26.0°, θmin = 1.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −22→20
Tmin = 0.981, Tmax = 0.985	k = −9→8
25449 measured reflections	l = −20→21

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.115	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0556P)2 + 0.6284P] where P = (Fo2 + 2Fc2)/3
4805 reflections	(Δ/σ)max = 0.001
317 parameters	Δρmax = 0.15 e Å−3
0 restraints	Δρmin = −0.38 e Å−3

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.

	x	y	z	Uiso*/Ueq
C1	0.59892 (15)	1.1019 (4)	0.3124 (2)	0.1139 (11)
H1A	0.6361	1.1075	0.3644	0.171*
H1B	0.5989	1.2039	0.2833	0.171*
H1C	0.6103	1.0111	0.2814	0.171*
C2	0.52227 (12)	1.0751 (3)	0.32515 (14)	0.0663 (6)
C3	0.45945 (13)	1.1508 (3)	0.27587 (14)	0.0714 (6)
H3	0.4644	1.2209	0.2344	0.086*
C4	0.38964 (11)	1.1257 (3)	0.28613 (12)	0.0584 (5)
H4	0.3478	1.1777	0.2519	0.070*
C5	0.38237 (9)	1.0228 (2)	0.34764 (10)	0.0421 (4)
C6	0.44422 (10)	0.9453 (2)	0.39808 (12)	0.0548 (5)
H6	0.4393	0.8750	0.4395	0.066*
C7	0.51360 (11)	0.9735 (3)	0.38628 (14)	0.0665 (6)
H7	0.5556	0.9223	0.4207	0.080*
C8	0.23093 (9)	0.6933 (2)	0.36626 (10)	0.0414 (4)
H8	0.1928	0.7370	0.3904	0.050*
C9	0.29247 (9)	0.6072 (2)	0.43025 (10)	0.0453 (4)
C10	0.34796 (11)	0.5227 (3)	0.40738 (12)	0.0576 (5)
H10	0.3475	0.5206	0.3528	0.069*
C11	0.40383 (12)	0.4417 (3)	0.46466 (15)	0.0739 (6)
H11	0.4412	0.3853	0.4491	0.089*
C12	0.40401 (15)	0.4446 (3)	0.54519 (15)	0.0843 (7)
H12	0.4423	0.3919	0.5843	0.101*
C13	0.34830 (16)	0.5244 (3)	0.56805 (14)	0.0809 (7)
H13	0.3480	0.5234	0.6224	0.097*
C14	0.29260 (12)	0.6062 (3)	0.51072 (11)	0.0614 (5)
H14	0.2549	0.6611	0.5265	0.074*
C15	0.14866 (9)	0.4518 (2)	0.31824 (11)	0.0435 (4)
H15A	0.1747	0.4021	0.3702	0.052*
H15B	0.1417	0.3655	0.2771	0.052*
C16	0.07241 (9)	0.50676 (19)	0.32246 (10)	0.0405 (4)
C17	0.05947 (11)	0.5553 (2)	0.39499 (12)	0.0544 (5)
H17	0.0989	0.5565	0.4427	0.065*
C18	−0.01143 (12)	0.6018 (3)	0.39741 (14)	0.0649 (6)
H18	−0.0192	0.6350	0.4465	0.078*
C19	−0.07037 (11)	0.5994 (2)	0.32768 (14)	0.0617 (5)
H19	−0.1181	0.6298	0.3295	0.074*
C20	−0.05838 (10)	0.5521 (2)	0.25558 (13)	0.0580 (5)
H20	−0.0981	0.5513	0.2081	0.070*
C21	0.01189 (10)	0.5057 (2)	0.25284 (12)	0.0489 (4)
H21	0.0191	0.4730	0.2034	0.059*
C22	0.16901 (9)	0.6743 (2)	0.22488 (10)	0.0419 (4)
H22	0.1195	0.7190	0.2229	0.050*
C23	0.22466 (9)	0.8161 (2)	0.23794 (11)	0.0455 (4)
C24	0.16290 (10)	0.5747 (2)	0.14846 (10)	0.0451 (4)
C25	0.11035 (13)	0.6192 (3)	0.07717 (12)	0.0692 (6)
H25	0.0789	0.7093	0.0766	0.083*
C26	0.10414 (17)	0.5299 (4)	0.00611 (14)	0.0879 (8)
H26	0.0685	0.5605	−0.0419	0.105*
C27	0.14972 (16)	0.3984 (3)	0.00633 (15)	0.0830 (7)
H27	0.1455	0.3393	−0.0415	0.100*
C28	0.20162 (15)	0.3530 (3)	0.07650 (16)	0.0812 (7)
H28	0.2328	0.2627	0.0766	0.097*
C29	0.20811 (12)	0.4407 (3)	0.14747 (13)	0.0638 (5)
H29	0.2436	0.4086	0.1953	0.077*
N1	0.25830 (8)	0.82623 (17)	0.32174 (8)	0.0452 (3)
N2	0.19719 (7)	0.58031 (16)	0.29956 (8)	0.0404 (3)
O1	0.24894 (7)	1.13491 (17)	0.32774 (10)	0.0749 (5)
O2	0.30718 (8)	0.97342 (18)	0.45167 (8)	0.0668 (4)
O3	0.23762 (7)	0.90679 (16)	0.18789 (8)	0.0610 (4)
S1	0.29541 (2)	1.00278 (5)	0.36717 (3)	0.04955 (15)

	U11	U22	U33	U12	U13	U23
C1	0.0717 (17)	0.137 (3)	0.153 (3)	−0.0412 (18)	0.0645 (18)	−0.059 (2)
C2	0.0541 (13)	0.0747 (14)	0.0762 (14)	−0.0185 (11)	0.0283 (11)	−0.0283 (12)
C3	0.0761 (16)	0.0759 (15)	0.0662 (13)	−0.0238 (13)	0.0269 (12)	0.0004 (11)
C4	0.0532 (12)	0.0566 (11)	0.0588 (11)	−0.0067 (10)	0.0050 (9)	0.0084 (9)
C5	0.0362 (9)	0.0389 (9)	0.0485 (9)	−0.0027 (7)	0.0077 (7)	−0.0069 (7)
C6	0.0466 (11)	0.0569 (11)	0.0574 (11)	0.0054 (9)	0.0092 (9)	0.0047 (9)
C7	0.0393 (11)	0.0765 (15)	0.0769 (14)	0.0085 (10)	0.0051 (10)	−0.0123 (12)
C8	0.0348 (9)	0.0426 (9)	0.0487 (9)	−0.0014 (7)	0.0146 (7)	−0.0042 (7)
C9	0.0392 (9)	0.0472 (10)	0.0470 (9)	−0.0033 (8)	0.0082 (7)	−0.0025 (8)
C10	0.0475 (11)	0.0686 (13)	0.0538 (11)	0.0074 (10)	0.0096 (9)	−0.0021 (9)
C11	0.0531 (13)	0.0760 (15)	0.0832 (16)	0.0162 (11)	0.0038 (11)	−0.0034 (12)
C12	0.0822 (18)	0.0794 (16)	0.0699 (15)	0.0139 (14)	−0.0134 (13)	0.0098 (13)
C13	0.0952 (19)	0.0859 (17)	0.0519 (12)	0.0079 (15)	0.0053 (12)	0.0054 (11)
C14	0.0642 (13)	0.0693 (13)	0.0499 (11)	0.0030 (11)	0.0149 (9)	−0.0016 (9)
C15	0.0391 (9)	0.0359 (8)	0.0534 (10)	−0.0006 (7)	0.0097 (8)	0.0023 (7)
C16	0.0370 (9)	0.0321 (8)	0.0520 (9)	−0.0033 (7)	0.0120 (7)	0.0029 (7)
C17	0.0485 (11)	0.0609 (11)	0.0540 (11)	−0.0055 (9)	0.0146 (9)	0.0009 (9)
C18	0.0650 (14)	0.0648 (13)	0.0769 (14)	−0.0025 (11)	0.0398 (12)	−0.0036 (11)
C19	0.0440 (11)	0.0486 (11)	0.0983 (16)	0.0030 (9)	0.0293 (11)	0.0086 (11)
C20	0.0384 (10)	0.0512 (11)	0.0783 (14)	−0.0009 (9)	0.0064 (9)	0.0082 (10)
C21	0.0425 (10)	0.0461 (10)	0.0562 (10)	−0.0024 (8)	0.0109 (8)	−0.0001 (8)
C22	0.0349 (9)	0.0414 (9)	0.0485 (9)	0.0004 (7)	0.0104 (7)	0.0013 (7)
C23	0.0390 (9)	0.0422 (9)	0.0546 (10)	0.0013 (8)	0.0119 (8)	0.0022 (8)
C24	0.0425 (10)	0.0457 (10)	0.0483 (9)	−0.0075 (8)	0.0147 (8)	−0.0016 (8)
C25	0.0835 (16)	0.0604 (13)	0.0554 (12)	0.0079 (12)	0.0060 (11)	−0.0002 (10)
C26	0.114 (2)	0.0915 (19)	0.0479 (12)	−0.0014 (16)	0.0059 (13)	−0.0045 (12)
C27	0.110 (2)	0.0846 (18)	0.0618 (14)	−0.0159 (16)	0.0372 (14)	−0.0192 (13)
C28	0.0861 (17)	0.0805 (16)	0.0884 (17)	0.0104 (14)	0.0433 (14)	−0.0187 (13)
C29	0.0532 (12)	0.0716 (13)	0.0679 (13)	0.0111 (11)	0.0192 (10)	−0.0088 (11)
N1	0.0424 (8)	0.0405 (8)	0.0512 (8)	−0.0072 (6)	0.0109 (6)	−0.0030 (6)
N2	0.0346 (7)	0.0390 (7)	0.0455 (7)	−0.0026 (6)	0.0079 (6)	−0.0006 (6)
O1	0.0429 (8)	0.0440 (8)	0.1284 (13)	0.0088 (6)	0.0087 (8)	−0.0106 (8)
O2	0.0708 (10)	0.0728 (9)	0.0662 (9)	−0.0216 (8)	0.0346 (7)	−0.0267 (7)
O3	0.0617 (9)	0.0556 (8)	0.0642 (8)	−0.0102 (7)	0.0153 (7)	0.0122 (7)
S1	0.0380 (3)	0.0413 (3)	0.0695 (3)	−0.00206 (19)	0.0156 (2)	−0.0123 (2)

C1—C2	1.517 (3)	C15—H15B	0.97
C1—H1A	0.96	C16—C17	1.384 (2)
C1—H1B	0.96	C16—C21	1.388 (2)
C1—H1C	0.96	C17—C18	1.383 (3)
C2—C7	1.372 (3)	C17—H17	0.93
C2—C3	1.375 (3)	C18—C19	1.372 (3)
C3—C4	1.374 (3)	C18—H18	0.93
C3—H3	0.93	C19—C20	1.367 (3)
C4—C5	1.375 (2)	C19—H19	0.93
C4—H4	0.93	C20—C21	1.373 (3)
C5—C6	1.377 (2)	C20—H20	0.93
C5—S1	1.7492 (17)	C21—H21	0.93
C6—C7	1.380 (3)	C22—N2	1.448 (2)
C6—H6	0.93	C22—C24	1.509 (2)
C7—H7	0.93	C22—C23	1.514 (2)
C8—N2	1.454 (2)	C22—H22	0.98
C8—N1	1.484 (2)	C23—O3	1.199 (2)
C8—C9	1.510 (2)	C23—N1	1.393 (2)
C8—H8	0.98	C24—C29	1.370 (3)
C9—C14	1.374 (2)	C24—C25	1.376 (3)
C9—C10	1.382 (3)	C25—C26	1.387 (3)
C10—C11	1.374 (3)	C25—H25	0.93
C10—H10	0.93	C26—C27	1.356 (4)
C11—C12	1.375 (3)	C26—H26	0.93
C11—H11	0.93	C27—C28	1.360 (3)
C12—C13	1.367 (4)	C27—H27	0.93
C12—H12	0.93	C28—C29	1.379 (3)
C13—C14	1.376 (3)	C28—H28	0.93
C13—H13	0.93	C29—H29	0.93
C14—H14	0.93	N1—S1	1.6719 (14)
C15—N2	1.466 (2)	O1—S1	1.4152 (14)
C15—C16	1.507 (2)	O2—S1	1.4176 (15)
C15—H15A	0.97
C2—C1—H1A	109.5	C21—C16—C15	120.25 (15)
C2—C1—H1B	109.5	C18—C17—C16	120.81 (18)
H1A—C1—H1B	109.5	C18—C17—H17	119.6
C2—C1—H1C	109.5	C16—C17—H17	119.6
H1A—C1—H1C	109.5	C19—C18—C17	120.31 (19)
H1B—C1—H1C	109.5	C19—C18—H18	119.8
C7—C2—C3	117.91 (19)	C17—C18—H18	119.8
C7—C2—C1	120.8 (2)	C20—C19—C18	119.51 (18)
C3—C2—C1	121.3 (2)	C20—C19—H19	120.2
C4—C3—C2	121.8 (2)	C18—C19—H19	120.2
C4—C3—H3	119.1	C19—C20—C21	120.41 (19)
C2—C3—H3	119.1	C19—C20—H20	119.8
C3—C4—C5	119.14 (19)	C21—C20—H20	119.8
C3—C4—H4	120.4	C20—C21—C16	121.24 (18)
C5—C4—H4	120.4	C20—C21—H21	119.4
C4—C5—C6	120.42 (17)	C16—C21—H21	119.4
C4—C5—S1	119.85 (14)	N2—C22—C24	113.86 (14)
C6—C5—S1	119.54 (14)	N2—C22—C23	101.65 (13)
C5—C6—C7	118.97 (19)	C24—C22—C23	114.16 (14)
C5—C6—H6	120.5	N2—C22—H22	109.0
C7—C6—H6	120.5	C24—C22—H22	109.0
C2—C7—C6	121.7 (2)	C23—C22—H22	109.0
C2—C7—H7	119.1	O3—C23—N1	125.08 (16)
C6—C7—H7	119.1	O3—C23—C22	128.34 (16)
N2—C8—N1	100.60 (12)	N1—C23—C22	106.56 (14)
N2—C8—C9	110.56 (13)	C29—C24—C25	118.58 (18)
N1—C8—C9	113.73 (13)	C29—C24—C22	122.18 (16)
N2—C8—H8	110.5	C25—C24—C22	119.24 (17)
N1—C8—H8	110.5	C24—C25—C26	120.2 (2)
C9—C8—H8	110.5	C24—C25—H25	119.9
C14—C9—C10	119.34 (17)	C26—C25—H25	119.9
C14—C9—C8	120.91 (16)	C27—C26—C25	120.3 (2)
C10—C9—C8	119.70 (15)	C27—C26—H26	119.8
C11—C10—C9	120.48 (19)	C25—C26—H26	119.8
C11—C10—H10	119.8	C26—C27—C28	120.0 (2)
C9—C10—H10	119.8	C26—C27—H27	120.0
C10—C11—C12	119.5 (2)	C28—C27—H27	120.0
C10—C11—H11	120.3	C27—C28—C29	120.1 (2)
C12—C11—H11	120.3	C27—C28—H28	119.9
C13—C12—C11	120.4 (2)	C29—C28—H28	119.9
C13—C12—H12	119.8	C24—C29—C28	120.8 (2)
C11—C12—H12	119.8	C24—C29—H29	119.6
C12—C13—C14	120.1 (2)	C28—C29—H29	119.6
C12—C13—H13	120.0	C23—N1—C8	111.42 (13)
C14—C13—H13	120.0	C23—N1—S1	122.21 (12)
C9—C14—C13	120.2 (2)	C8—N1—S1	122.10 (11)
C9—C14—H14	119.9	C22—N2—C8	109.39 (12)
C13—C14—H14	119.9	C22—N2—C15	117.95 (12)
N2—C15—C16	116.69 (13)	C8—N2—C15	115.24 (13)
N2—C15—H15A	108.1	O1—S1—O2	120.51 (10)
C16—C15—H15A	108.1	O1—S1—N1	107.54 (8)
N2—C15—H15B	108.1	O2—S1—N1	104.82 (8)
C16—C15—H15B	108.1	O1—S1—C5	108.26 (9)
H15A—C15—H15B	107.3	O2—S1—C5	108.96 (8)
C17—C16—C21	117.71 (17)	N1—S1—C5	105.81 (7)
C17—C16—C15	122.02 (16)
C7—C2—C3—C4	−0.6 (3)	C23—C22—C24—C25	−91.4 (2)
C1—C2—C3—C4	179.1 (2)	C29—C24—C25—C26	−0.4 (3)
C2—C3—C4—C5	0.3 (3)	C22—C24—C25—C26	179.6 (2)
C3—C4—C5—C6	−0.3 (3)	C24—C25—C26—C27	0.0 (4)
C3—C4—C5—S1	174.68 (16)	C25—C26—C27—C28	0.3 (4)
C4—C5—C6—C7	0.5 (3)	C26—C27—C28—C29	−0.1 (4)
S1—C5—C6—C7	−174.51 (15)	C25—C24—C29—C28	0.5 (3)
C3—C2—C7—C6	0.8 (3)	C22—C24—C29—C28	−179.43 (19)
C1—C2—C7—C6	−178.9 (2)	C27—C28—C29—C24	−0.3 (4)
C5—C6—C7—C2	−0.7 (3)	O3—C23—N1—C8	−178.77 (16)
N2—C8—C9—C14	−126.54 (18)	C22—C23—N1—C8	2.63 (18)
N1—C8—C9—C14	121.16 (18)	O3—C23—N1—S1	24.0 (2)
N2—C8—C9—C10	51.0 (2)	C22—C23—N1—S1	−154.56 (11)
N1—C8—C9—C10	−61.3 (2)	N2—C8—N1—C23	16.44 (17)
C14—C9—C10—C11	−1.6 (3)	C9—C8—N1—C23	134.65 (15)
C8—C9—C10—C11	−179.11 (19)	N2—C8—N1—S1	173.67 (10)
C9—C10—C11—C12	0.3 (3)	C9—C8—N1—S1	−68.13 (17)
C10—C11—C12—C13	1.3 (4)	C24—C22—N2—C8	155.71 (13)
C11—C12—C13—C14	−1.7 (4)	C23—C22—N2—C8	32.47 (16)
C10—C9—C14—C13	1.2 (3)	C24—C22—N2—C15	−69.98 (18)
C8—C9—C14—C13	178.72 (19)	C23—C22—N2—C15	166.78 (13)
C12—C13—C14—C9	0.4 (4)	N1—C8—N2—C22	−30.57 (15)
N2—C15—C16—C17	−92.39 (19)	C9—C8—N2—C22	−151.07 (13)
N2—C15—C16—C21	89.38 (19)	N1—C8—N2—C15	−166.24 (13)
C21—C16—C17—C18	−0.4 (3)	C9—C8—N2—C15	73.27 (17)
C15—C16—C17—C18	−178.65 (17)	C16—C15—N2—C22	−56.7 (2)
C16—C17—C18—C19	0.5 (3)	C16—C15—N2—C8	75.00 (18)
C17—C18—C19—C20	−0.6 (3)	C23—N1—S1—O1	37.22 (16)
C18—C19—C20—C21	0.6 (3)	C8—N1—S1—O1	−117.56 (14)
C19—C20—C21—C16	−0.5 (3)	C23—N1—S1—O2	166.60 (13)
C17—C16—C21—C20	0.4 (3)	C8—N1—S1—O2	11.81 (15)
C15—C16—C21—C20	178.67 (16)	C23—N1—S1—C5	−78.31 (15)
N2—C22—C23—O3	160.73 (18)	C8—N1—S1—C5	126.91 (13)
C24—C22—C23—O3	37.7 (2)	C4—C5—S1—O1	−15.47 (17)
N2—C22—C23—N1	−20.73 (16)	C6—C5—S1—O1	159.54 (14)
C24—C22—C23—N1	−143.77 (15)	C4—C5—S1—O2	−148.21 (15)
N2—C22—C24—C29	−27.6 (2)	C6—C5—S1—O2	26.80 (17)
C23—C22—C24—C29	88.6 (2)	C4—C5—S1—N1	99.56 (15)
N2—C22—C24—C25	152.48 (17)	C6—C5—S1—N1	−85.43 (15)