3',6'-Bis(diethyl-amino)-3H-spiro-[2-benzo-thio-phene-1,9'-xanthene]-3-thione.

The title compound, C(28)H(30)N(2)OS(2), was obtained by thio-nation of 3',6'-bis-(diethyl-amino)-3H-spiro-[isobenzofuran-1,9'-xan-thene]-3-one with 2,4-bis-(p-methoxy-phen-yl)-1,3-dithia-diphos-phetane disulfide (Lawesson's reagent). The planes of the two benzene rings of the xanthene system are inclined at a dihedral angle of 17.4 (1)°, and the plane of the dithio-phthalide group and the planes through the two benzene rings of the xanthene system make dihedral angles of 80.2 (1) and 82.8 (1)°, respectively.

Related literature

For related literature, see: Sun et al. (2008 ▶).

Experimental

Crystal data

C28H30N2OS2

M = 474.66

Orthorhombic,

a = 12.181 (4) Å

b = 13.455 (5) Å

c = 15.254 (5) Å

V = 2500.0 (15) Å3

Z = 4

Mo Kα radiation

μ = 0.24 mm−1

T = 173 (2) K

0.36 × 0.33 × 0.23 mm

Data collection

Bruker APEX area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.920, T max = 0.948

12588 measured reflections

2498 independent reflections

2114 reflections with I > 2σ(I)

R int = 0.073

Refinement

R[F 2 > 2σ(F 2)] = 0.057

wR(F 2) = 0.136

S = 1.18

2498 reflections

298 parameters

H-atom parameters constrained

Δρmax = 0.31 e Å−3

Δρmin = −0.20 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAIn class="Chemical">NT; 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.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808031218/kj2093sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808031218/kj2093Isup2.hkl

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

C28H30N2OS2	F(000) = 1008
Mr = 474.66	Dx = 1.261 Mg m−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 3199 reflections
a = 12.181 (4) Å	θ = 4.5–42.6°
b = 13.455 (5) Å	µ = 0.24 mm−1
c = 15.254 (5) Å	T = 173 K
V = 2500.0 (15) Å3	Block, colorless
Z = 4	0.36 × 0.33 × 0.23 mm

Bruker APEX area-detector diffractometer	2498 independent reflections
Radiation source: fine-focus sealed tube	2114 reflections with I > 2σ(I)
graphite	Rint = 0.073
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −14→14
Tmin = 0.920, Tmax = 0.948	k = −15→15
12588 measured reflections	l = −18→13

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)] = 0.057	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.136	H-atom parameters constrained
S = 1.18	w = 1/[σ2(Fo2) + (0.0662P)2] where P = (Fo2 + 2Fc2)/3
2498 reflections	(Δ/σ)max = 0.003
298 parameters	Δρmax = 0.31 e Å−3
0 restraints	Δρmin = −0.20 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
S1	0.18097 (9)	0.90100 (7)	0.96568 (7)	0.0490 (3)
O1	0.3456 (2)	0.65755 (17)	0.94489 (16)	0.0431 (6)
C1	0.3709 (3)	0.7217 (2)	0.8770 (2)	0.0335 (8)
N1	0.0836 (3)	0.4480 (2)	1.0842 (2)	0.0543 (9)
S2	0.03347 (14)	1.07464 (9)	0.95303 (13)	0.1047 (6)
N2	0.6222 (2)	0.7794 (2)	0.75337 (19)	0.0447 (8)
C2	0.4781 (3)	0.7178 (2)	0.8483 (2)	0.0361 (9)
H2	0.5268	0.6732	0.8739	0.043*
C3	0.5144 (3)	0.7802 (2)	0.7811 (2)	0.0373 (9)
C4	0.4354 (3)	0.8420 (3)	0.7425 (2)	0.0427 (9)
H4	0.4551	0.8815	0.6951	0.051*
C5	0.3288 (3)	0.8455 (2)	0.7733 (2)	0.0412 (9)
H5	0.2793	0.8886	0.7469	0.049*
C6	0.2932 (3)	0.7864 (2)	0.8429 (2)	0.0363 (9)
C7	0.1800 (3)	0.7946 (2)	0.8827 (2)	0.0374 (9)
C8	0.1525 (3)	0.7008 (2)	0.9302 (2)	0.0353 (9)
C9	0.0457 (3)	0.6738 (2)	0.9530 (2)	0.0411 (9)
H9	−0.0120	0.7138	0.9343	0.049*
C10	0.0219 (3)	0.5917 (2)	1.0014 (2)	0.0426 (9)
H10	−0.0508	0.5765	1.0140	0.051*
C11	0.1058 (3)	0.5296 (2)	1.0326 (2)	0.0383 (9)
C12	0.2144 (3)	0.5551 (2)	1.0098 (2)	0.0397 (9)
H12	0.2725	0.5152	1.0281	0.048*
C13	0.2346 (3)	0.6388 (2)	0.9605 (2)	0.0352 (8)
C14	0.0954 (3)	0.8293 (3)	0.8183 (2)	0.0414 (9)
C15	0.0682 (3)	0.7754 (3)	0.7464 (2)	0.0436 (10)
H15	0.0963	0.7117	0.7387	0.052*
C16	−0.0025 (4)	0.8164 (4)	0.6842 (3)	0.0723 (15)
H16	−0.0217	0.7797	0.6349	0.087*
C17	−0.0449 (4)	0.9130 (4)	0.6952 (3)	0.0732 (15)
H17	−0.0889	0.9414	0.6522	0.088*
C18	−0.0212 (4)	0.9629 (3)	0.7680 (4)	0.0721 (15)
H18	−0.0519	1.0254	0.7770	0.087*
C19	0.0501 (3)	0.9223 (3)	0.8319 (3)	0.0472 (10)
C20	0.0808 (4)	0.9700 (3)	0.9130 (3)	0.0607 (13)
C21	−0.0282 (3)	0.4250 (3)	1.1101 (3)	0.0532 (11)
H21A	−0.0645	0.4864	1.1264	0.064*
H21B	−0.0257	0.3831	1.1618	0.064*
C22	−0.0970 (4)	0.3734 (3)	1.0412 (4)	0.0750 (15)
H22A	−0.1692	0.3612	1.0641	0.112*
H22B	−0.0633	0.3114	1.0256	0.112*
H22C	−0.1022	0.4149	0.9901	0.112*
C23	0.1720 (4)	0.3817 (3)	1.1151 (3)	0.0623 (13)
H23A	0.2359	0.4214	1.1297	0.075*
H23B	0.1480	0.3484	1.1682	0.075*
C24	0.2028 (5)	0.3077 (4)	1.0508 (3)	0.0892 (18)
H24A	0.2603	0.2667	1.0741	0.134*
H24B	0.2283	0.3402	0.9986	0.134*
H24C	0.1403	0.2672	1.0370	0.134*
C25	0.6586 (4)	0.8446 (3)	0.6825 (3)	0.0505 (10)
H25A	0.6055	0.8415	0.6351	0.061*
H25B	0.7280	0.8203	0.6600	0.061*
C26	0.6723 (4)	0.9514 (3)	0.7101 (3)	0.0718 (14)
H26A	0.6962	0.9901	0.6608	0.108*
H26B	0.7261	0.9554	0.7559	0.108*
H26C	0.6035	0.9766	0.7310	0.108*
C27	0.7102 (3)	0.7392 (3)	0.8084 (3)	0.0583 (12)
H27A	0.6856	0.7392	0.8689	0.070*
H27B	0.7732	0.7832	0.8046	0.070*
C28	0.7463 (5)	0.6358 (4)	0.7846 (4)	0.0892 (18)
H28A	0.8038	0.6151	0.8236	0.134*
H28B	0.7729	0.6353	0.7254	0.134*
H28C	0.6852	0.5912	0.7898	0.134*

	U11	U22	U33	U12	U13	U23
S1	0.0632 (6)	0.0381 (4)	0.0456 (5)	−0.0033 (5)	0.0015 (5)	−0.0066 (5)
O1	0.0407 (14)	0.0447 (13)	0.0439 (14)	−0.0044 (12)	0.0025 (11)	0.0169 (12)
C1	0.046 (2)	0.0284 (16)	0.0259 (16)	−0.0059 (15)	0.0015 (15)	0.0010 (15)
N1	0.057 (2)	0.0428 (17)	0.063 (2)	0.0025 (16)	0.0204 (17)	0.0246 (17)
S2	0.1242 (12)	0.0529 (7)	0.1369 (14)	0.0229 (8)	0.0171 (11)	−0.0257 (9)
N2	0.0458 (18)	0.0498 (17)	0.0383 (17)	−0.0028 (15)	0.0085 (15)	0.0050 (16)
C2	0.0407 (19)	0.0335 (17)	0.0340 (18)	−0.0021 (16)	−0.0017 (16)	−0.0037 (16)
C3	0.049 (2)	0.0358 (17)	0.0268 (17)	−0.0095 (17)	0.0015 (16)	−0.0082 (16)
C4	0.056 (2)	0.0413 (19)	0.0312 (18)	−0.0123 (18)	0.0071 (18)	0.0065 (17)
C5	0.053 (2)	0.0319 (17)	0.0388 (19)	0.0003 (17)	0.0007 (18)	0.0068 (16)
C6	0.047 (2)	0.0271 (16)	0.0353 (18)	−0.0023 (16)	0.0032 (17)	0.0005 (16)
C7	0.046 (2)	0.0283 (16)	0.0379 (18)	−0.0010 (16)	0.0036 (17)	−0.0013 (15)
C8	0.043 (2)	0.0284 (16)	0.0344 (18)	−0.0011 (15)	0.0058 (16)	−0.0031 (15)
C9	0.044 (2)	0.0348 (17)	0.045 (2)	0.0057 (16)	0.0086 (18)	0.0004 (18)
C10	0.041 (2)	0.0391 (18)	0.048 (2)	−0.0040 (18)	0.0164 (17)	−0.0032 (18)
C11	0.050 (2)	0.0271 (15)	0.0372 (18)	0.0009 (15)	0.0169 (18)	0.0004 (16)
C12	0.048 (2)	0.0334 (17)	0.038 (2)	0.0064 (16)	0.0075 (17)	0.0059 (16)
C13	0.0380 (19)	0.0349 (17)	0.0327 (18)	−0.0006 (14)	0.0064 (17)	0.0017 (17)
C14	0.042 (2)	0.0397 (18)	0.043 (2)	−0.0059 (17)	0.0066 (17)	0.0117 (18)
C15	0.046 (2)	0.046 (2)	0.039 (2)	−0.0100 (18)	0.0040 (18)	−0.0020 (19)
C16	0.064 (3)	0.104 (4)	0.050 (3)	−0.019 (3)	−0.008 (2)	0.003 (3)
C17	0.049 (3)	0.111 (4)	0.059 (3)	−0.007 (3)	−0.008 (2)	0.031 (3)
C18	0.062 (3)	0.056 (3)	0.098 (4)	0.007 (2)	0.001 (3)	0.026 (3)
C19	0.049 (2)	0.0363 (19)	0.056 (2)	−0.0017 (17)	0.007 (2)	0.0137 (19)
C20	0.057 (3)	0.047 (2)	0.079 (3)	−0.003 (2)	0.016 (2)	0.007 (2)
C21	0.067 (3)	0.043 (2)	0.050 (2)	−0.009 (2)	0.025 (2)	0.0089 (19)
C22	0.080 (3)	0.059 (3)	0.086 (3)	−0.016 (2)	0.013 (3)	−0.004 (3)
C23	0.090 (3)	0.047 (2)	0.050 (2)	−0.012 (2)	0.022 (2)	0.015 (2)
C24	0.120 (5)	0.078 (3)	0.070 (3)	0.004 (3)	0.013 (3)	−0.008 (3)
C25	0.058 (2)	0.056 (2)	0.037 (2)	−0.001 (2)	0.0161 (19)	0.0001 (19)
C26	0.073 (3)	0.057 (2)	0.086 (3)	−0.014 (2)	0.030 (3)	0.005 (3)
C27	0.053 (3)	0.071 (3)	0.051 (2)	−0.014 (2)	0.012 (2)	0.004 (2)
C28	0.088 (4)	0.099 (4)	0.081 (4)	0.027 (3)	−0.011 (3)	−0.008 (3)

S1—C20	1.732 (5)	C15—C16	1.395 (6)
S1—C7	1.911 (3)	C15—H15	0.9300
O1—C1	1.383 (4)	C16—C17	1.408 (7)
O1—C13	1.396 (4)	C16—H16	0.9300
C1—C2	1.379 (5)	C17—C18	1.329 (7)
C1—C6	1.388 (5)	C17—H17	0.9300
N1—C11	1.378 (4)	C18—C19	1.415 (6)
N1—C21	1.452 (5)	C18—H18	0.9300
N1—C23	1.476 (6)	C19—C20	1.442 (6)
S2—C20	1.639 (4)	C21—C22	1.513 (6)
N2—C3	1.380 (5)	C21—H21A	0.9700
N2—C25	1.461 (5)	C21—H21B	0.9700
N2—C27	1.465 (5)	C22—H22A	0.9600
C2—C3	1.397 (5)	C22—H22B	0.9600
C2—H2	0.9300	C22—H22C	0.9600
C3—C4	1.401 (5)	C23—C24	1.448 (6)
C4—C5	1.381 (5)	C23—H23A	0.9700
C4—H4	0.9300	C23—H23B	0.9700
C5—C6	1.395 (5)	C24—H24A	0.9600
C5—H5	0.9300	C24—H24B	0.9600
C6—C7	1.510 (5)	C24—H24C	0.9600
C7—C8	1.493 (4)	C25—C26	1.506 (6)
C7—C14	1.499 (5)	C25—H25A	0.9700
C8—C13	1.383 (5)	C25—H25B	0.9700
C8—C9	1.395 (5)	C26—H26A	0.9600
C9—C10	1.360 (5)	C26—H26B	0.9600
C9—H9	0.9300	C26—H26C	0.9600
C10—C11	1.403 (5)	C27—C28	1.503 (6)
C10—H10	0.9300	C27—H27A	0.9700
C11—C12	1.409 (5)	C27—H27B	0.9700
C12—C13	1.376 (5)	C28—H28A	0.9600
C12—H12	0.9300	C28—H28B	0.9600
C14—C15	1.355 (5)	C28—H28C	0.9600
C14—C19	1.384 (5)
C20—S1—C7	95.16 (19)	C18—C17—H17	120.5
C1—O1—C13	117.2 (3)	C16—C17—H17	120.5
C2—C1—O1	115.2 (3)	C17—C18—C19	120.9 (4)
C2—C1—C6	123.5 (3)	C17—C18—H18	119.5
O1—C1—C6	121.3 (3)	C19—C18—H18	119.5
C11—N1—C21	120.7 (3)	C14—C19—C18	119.4 (4)
C11—N1—C23	121.4 (3)	C14—C19—C20	115.3 (4)
C21—N1—C23	117.9 (3)	C18—C19—C20	125.3 (4)
C3—N2—C25	120.7 (3)	C19—C20—S2	127.6 (4)
C3—N2—C27	121.6 (3)	C19—C20—S1	110.0 (3)
C25—N2—C27	115.1 (3)	S2—C20—S1	122.4 (3)
C1—C2—C3	120.7 (3)	N1—C21—C22	115.4 (4)
C1—C2—H2	119.7	N1—C21—H21A	108.4
C3—C2—H2	119.7	C22—C21—H21A	108.4
N2—C3—C2	121.4 (3)	N1—C21—H21B	108.4
N2—C3—C4	122.0 (3)	C22—C21—H21B	108.4
C2—C3—C4	116.6 (3)	H21A—C21—H21B	107.5
C5—C4—C3	121.5 (3)	C21—C22—H22A	109.5
C5—C4—H4	119.2	C21—C22—H22B	109.5
C3—C4—H4	119.2	H22A—C22—H22B	109.5
C4—C5—C6	122.2 (3)	C21—C22—H22C	109.5
C4—C5—H5	118.9	H22A—C22—H22C	109.5
C6—C5—H5	118.9	H22B—C22—H22C	109.5
C1—C6—C5	115.5 (3)	C24—C23—N1	112.8 (4)
C1—C6—C7	121.2 (3)	C24—C23—H23A	109.0
C5—C6—C7	123.3 (3)	N1—C23—H23A	109.0
C8—C7—C14	115.3 (3)	C24—C23—H23B	109.0
C8—C7—C6	109.8 (3)	N1—C23—H23B	109.0
C14—C7—C6	112.7 (3)	H23A—C23—H23B	107.8
C8—C7—S1	108.3 (2)	C23—C24—H24A	109.5
C14—C7—S1	101.8 (2)	C23—C24—H24B	109.5
C6—C7—S1	108.4 (2)	H24A—C24—H24B	109.5
C13—C8—C9	115.7 (3)	C23—C24—H24C	109.5
C13—C8—C7	120.7 (3)	H24A—C24—H24C	109.5
C9—C8—C7	123.4 (3)	H24B—C24—H24C	109.5
C10—C9—C8	123.0 (3)	N2—C25—C26	113.5 (3)
C10—C9—H9	118.5	N2—C25—H25A	108.9
C8—C9—H9	118.5	C26—C25—H25A	108.9
C9—C10—C11	120.9 (3)	N2—C25—H25B	108.9
C9—C10—H10	119.6	C26—C25—H25B	108.9
C11—C10—H10	119.6	H25A—C25—H25B	107.7
N1—C11—C10	121.7 (3)	C25—C26—H26A	109.5
N1—C11—C12	121.2 (3)	C25—C26—H26B	109.5
C10—C11—C12	117.1 (3)	H26A—C26—H26B	109.5
C13—C12—C11	120.1 (3)	C25—C26—H26C	109.5
C13—C12—H12	120.0	H26A—C26—H26C	109.5
C11—C12—H12	120.0	H26B—C26—H26C	109.5
C12—C13—C8	123.2 (3)	N2—C27—C28	114.7 (4)
C12—C13—O1	114.5 (3)	N2—C27—H27A	108.6
C8—C13—O1	122.3 (3)	C28—C27—H27A	108.6
C15—C14—C19	120.5 (4)	N2—C27—H27B	108.6
C15—C14—C7	122.1 (3)	C28—C27—H27B	108.6
C19—C14—C7	117.2 (3)	H27A—C27—H27B	107.6
C14—C15—C16	119.3 (4)	C27—C28—H28A	109.5
C14—C15—H15	120.4	C27—C28—H28B	109.5
C16—C15—H15	120.4	H28A—C28—H28B	109.5
C15—C16—C17	120.7 (4)	C27—C28—H28C	109.5
C15—C16—H16	119.7	H28A—C28—H28C	109.5
C17—C16—H16	119.7	H28B—C28—H28C	109.5
C18—C17—C16	119.1 (5)
C13—O1—C1—C2	−163.2 (3)	C9—C10—C11—C12	−1.5 (5)
C13—O1—C1—C6	18.4 (4)	N1—C11—C12—C13	−177.9 (3)
O1—C1—C2—C3	−178.9 (3)	C10—C11—C12—C13	1.3 (5)
C6—C1—C2—C3	−0.5 (5)	C11—C12—C13—C8	−0.8 (5)
C25—N2—C3—C2	179.5 (3)	C11—C12—C13—O1	178.0 (3)
C27—N2—C3—C2	−19.7 (5)	C9—C8—C13—C12	0.4 (5)
C25—N2—C3—C4	0.6 (5)	C7—C8—C13—C12	175.4 (3)
C27—N2—C3—C4	161.4 (3)	C9—C8—C13—O1	−178.3 (3)
C1—C2—C3—N2	178.0 (3)	C7—C8—C13—O1	−3.3 (5)
C1—C2—C3—C4	−3.1 (5)	C1—O1—C13—C12	162.1 (3)
N2—C3—C4—C5	−177.0 (3)	C1—O1—C13—C8	−19.1 (5)
C2—C3—C4—C5	4.1 (5)	C8—C7—C14—C15	−63.5 (4)
C3—C4—C5—C6	−1.5 (5)	C6—C7—C14—C15	63.7 (4)
C2—C1—C6—C5	3.1 (5)	S1—C7—C14—C15	179.5 (3)
O1—C1—C6—C5	−178.7 (3)	C8—C7—C14—C19	120.4 (4)
C2—C1—C6—C7	−173.9 (3)	C6—C7—C14—C19	−112.4 (4)
O1—C1—C6—C7	4.3 (5)	S1—C7—C14—C19	3.5 (4)
C4—C5—C6—C1	−2.0 (5)	C19—C14—C15—C16	2.7 (6)
C4—C5—C6—C7	174.9 (3)	C7—C14—C15—C16	−173.2 (4)
C1—C6—C7—C8	−24.2 (4)	C14—C15—C16—C17	0.4 (6)
C5—C6—C7—C8	159.0 (3)	C15—C16—C17—C18	−3.3 (7)
C1—C6—C7—C14	−154.2 (3)	C16—C17—C18—C19	3.2 (7)
C5—C6—C7—C14	29.0 (4)	C15—C14—C19—C18	−2.9 (6)
C1—C6—C7—S1	93.9 (3)	C7—C14—C19—C18	173.2 (4)
C5—C6—C7—S1	−82.9 (4)	C15—C14—C19—C20	176.8 (3)
C20—S1—C7—C8	−121.4 (3)	C7—C14—C19—C20	−7.0 (5)
C20—S1—C7—C14	0.6 (3)	C17—C18—C19—C14	−0.1 (7)
C20—S1—C7—C6	119.6 (3)	C17—C18—C19—C20	−179.8 (4)
C14—C7—C8—C13	152.1 (3)	C14—C19—C20—S2	−173.9 (3)
C6—C7—C8—C13	23.5 (4)	C18—C19—C20—S2	5.8 (6)
S1—C7—C8—C13	−94.6 (3)	C14—C19—C20—S1	7.0 (5)
C14—C7—C8—C9	−33.2 (5)	C18—C19—C20—S1	−173.3 (4)
C6—C7—C8—C9	−161.8 (3)	C7—S1—C20—C19	−4.1 (3)
S1—C7—C8—C9	80.0 (4)	C7—S1—C20—S2	176.8 (3)
C13—C8—C9—C10	−0.5 (5)	C11—N1—C21—C22	79.6 (5)
C7—C8—C9—C10	−175.4 (3)	C23—N1—C21—C22	−100.7 (4)
C8—C9—C10—C11	1.1 (5)	C11—N1—C23—C24	−83.3 (5)
C21—N1—C11—C10	−1.7 (5)	C21—N1—C23—C24	97.0 (5)
C23—N1—C11—C10	178.6 (3)	C3—N2—C25—C26	76.0 (5)
C21—N1—C11—C12	177.5 (4)	C27—N2—C25—C26	−85.9 (4)
C23—N1—C11—C12	−2.2 (5)	C3—N2—C27—C28	100.4 (4)
C9—C10—C11—N1	177.8 (3)	C25—N2—C27—C28	−97.8 (4)

D—H···A	D—H	H···A	D···A	D—H···A
C17—H17···Cgi	0.93	3.14	3.961 (5)	149