3,5-Dimethyl-1-(4-nitro-benz-yl)pyridinium bis-(benzene-1,2-dithiol-ato-κ(2)S,S')nickelate(III).

The asymmetric unit of the title compound, (C(14)H(15)N(2)O(2))[Ni(C(6)H(4)S(2))(2)], contains one cation and two halves of two centrosymmetric crystallographically independent anions. In the anions, the Ni(III) atoms are coordinated by four S atoms in a distorted square-planar geometry. In the cation, the dihedral angle between the pyridine and benzene rings is 88.66 (17)°. In the crystal, anions and cations inter-act through C-H⋯S and C-H⋯O hydrogen bonds.

Related literature

For general background to the properties and applications of metal complexes of 1,2-dithiol­ate ligands, see: Robertson & Cronin (2002 ▶); Kato (2004 ▶); Cassoux (1999 ▶); Canadell (1999 ▶); Akutagawa & Nakamura (2000 ▶); Ren et al. (2002 ▶, 2004 ▶, 2008 ▶). For a related structure, see: Liu et al. (2007 ▶).

Experimental

Crystal data

(C14H15N2O2)[Ni(C6H4S2)2]

M = 582.41

Triclinic,

a = 7.6114 (14) Å

b = 12.010 (2) Å

c = 15.317 (3) Å

α = 84.546 (3)°

β = 85.927 (2)°

γ = 72.435 (3)°

V = 1327.5 (4) Å3

Z = 2

Mo Kα radiation

μ = 1.07 mm−1

T = 293 K

0.12 × 0.10 × 0.04 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2000 ▶) T min = 0.882, T max = 0.958

6651 measured reflections

4578 independent reflections

2424 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.048

wR(F 2) = 0.069

S = 0.95

4578 reflections

321 parameters

H-atom parameters constrained

Δρmax = 0.23 e Å−3

Δρmin = −0.18 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812009828/rz2716sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812009828/rz2716Isup2.hkl

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

(C14H15N2O2)[Ni(C6H4S2)2]	Z = 2
Mr = 582.41	F(000) = 602
Triclinic, P1	Dx = 1.457 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.6114 (14) Å	Cell parameters from 1160 reflections
b = 12.010 (2) Å	θ = 2.7–18.1°
c = 15.317 (3) Å	µ = 1.07 mm−1
α = 84.546 (3)°	T = 293 K
β = 85.927 (2)°	Platelet, dark green
γ = 72.435 (3)°	0.12 × 0.10 × 0.04 mm
V = 1327.5 (4) Å3

Bruker SMART APEX CCD area-detector diffractometer	4578 independent reflections
Radiation source: sealed tube	2424 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
phi and ω scans	θmax = 25.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −9→7
Tmin = 0.882, Tmax = 0.958	k = −14→7
6651 measured reflections	l = −18→18

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)] = 0.048	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.069	H-atom parameters constrained
S = 0.95	w = 1/[σ2(Fo2) + (0.0002P)2 + 0.0986P] where P = (Fo2 + 2Fc2)/3
4578 reflections	(Δ/σ)max < 0.001
321 parameters	Δρmax = 0.23 e Å−3
0 restraints	Δρmin = −0.18 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
Ni1	0.5000	1.0000	0.5000	0.0634 (2)
Ni2	0.5000	1.0000	0.0000	0.0804 (3)
O1	1.0908 (9)	0.4666 (4)	0.1105 (4)	0.213 (3)
O2	1.2794 (8)	0.3723 (4)	0.2098 (4)	0.209 (2)
S1	0.25357 (13)	0.96184 (8)	0.47173 (6)	0.0790 (3)
S2	0.62478 (13)	0.82242 (8)	0.55057 (6)	0.0743 (3)
S3	0.37839 (15)	0.99427 (10)	0.13058 (7)	0.0960 (4)
S4	0.56664 (15)	0.81374 (9)	−0.00239 (7)	0.0905 (4)
N1	1.1382 (9)	0.3946 (5)	0.1687 (4)	0.144 (2)
N2	0.7941 (4)	−0.0362 (3)	0.2355 (2)	0.0813 (10)
C1	0.2877 (5)	0.8163 (3)	0.5090 (2)	0.0672 (10)
C2	0.1519 (5)	0.7605 (4)	0.5056 (2)	0.0836 (12)
H2	0.0409	0.8011	0.4801	0.100*
C3	0.1795 (6)	0.6467 (4)	0.5392 (3)	0.0935 (13)
H3	0.0870	0.6112	0.5375	0.112*
C4	0.3455 (7)	0.5851 (4)	0.5755 (3)	0.0986 (14)
H4	0.3648	0.5077	0.5975	0.118*
C5	0.4811 (6)	0.6366 (4)	0.5795 (3)	0.0879 (13)
H5	0.5914	0.5945	0.6050	0.105*
C6	0.4556 (5)	0.7532 (3)	0.5454 (2)	0.0675 (10)
C7	0.4178 (5)	0.8468 (4)	0.1626 (3)	0.0822 (12)
C8	0.3665 (6)	0.8083 (5)	0.2483 (3)	0.1024 (15)
H8	0.3128	0.8620	0.2895	0.123*
C9	0.3973 (7)	0.6910 (6)	0.2692 (4)	0.1223 (18)
H9	0.3657	0.6653	0.3256	0.147*
C10	0.4743 (7)	0.6097 (5)	0.2084 (5)	0.1249 (19)
H10	0.4906	0.5305	0.2236	0.150*
C11	0.5267 (6)	0.6459 (5)	0.1255 (4)	0.1112 (16)
H11	0.5796	0.5911	0.0849	0.133*
C12	0.5005 (5)	0.7659 (4)	0.1020 (3)	0.0807 (12)
C13	1.0226 (8)	0.3148 (5)	0.1929 (4)	0.0967 (15)
C14	0.8642 (8)	0.3328 (4)	0.1516 (3)	0.1004 (15)
H14	0.8271	0.3947	0.1090	0.120*
C15	0.7588 (6)	0.2589 (5)	0.1734 (3)	0.0923 (14)
H15	0.6499	0.2707	0.1449	0.111*
C16	0.8114 (7)	0.1673 (4)	0.2367 (3)	0.0781 (12)
C17	0.9698 (7)	0.1526 (4)	0.2783 (3)	0.0931 (14)
H17	1.0069	0.0917	0.3216	0.112*
C18	1.0762 (6)	0.2269 (5)	0.2570 (4)	0.1038 (17)
H18	1.1836	0.2169	0.2862	0.125*
C19	0.6967 (6)	0.0853 (4)	0.2592 (3)	0.1079 (15)
H19A	0.6652	0.0838	0.3217	0.130*
H19B	0.5827	0.1146	0.2285	0.130*
C20	0.7956 (6)	−0.1279 (5)	0.2931 (3)	0.0917 (14)
H20	0.7412	−0.1142	0.3490	0.110*
C21	0.8745 (6)	−0.2407 (5)	0.2722 (3)	0.0872 (13)
C22	0.9529 (5)	−0.2555 (4)	0.1886 (3)	0.0822 (12)
H22	1.0075	−0.3312	0.1721	0.099*
C23	0.9537 (5)	−0.1628 (4)	0.1284 (3)	0.0688 (11)
C24	0.8703 (5)	−0.0528 (4)	0.1546 (3)	0.0772 (12)
H24	0.8666	0.0118	0.1154	0.093*
C25	0.8743 (7)	−0.3422 (4)	0.3383 (3)	0.1314 (18)
H25A	0.8212	−0.3944	0.3135	0.197*
H25B	0.8031	−0.3134	0.3901	0.197*
H25C	0.9987	−0.3835	0.3534	0.197*
C26	1.0373 (5)	−0.1798 (3)	0.0372 (2)	0.0886 (13)
H26A	1.1462	−0.1546	0.0311	0.133*
H26B	0.9499	−0.1345	−0.0044	0.133*
H26C	1.0694	−0.2612	0.0266	0.133*

	U11	U22	U33	U12	U13	U23
Ni1	0.0585 (5)	0.0708 (5)	0.0592 (4)	−0.0198 (3)	0.0019 (3)	0.0014 (3)
Ni2	0.0710 (5)	0.0819 (6)	0.0895 (6)	−0.0180 (4)	−0.0068 (4)	−0.0256 (4)
O1	0.268 (7)	0.095 (4)	0.276 (7)	−0.063 (4)	0.030 (5)	−0.008 (3)
O2	0.198 (5)	0.229 (5)	0.252 (6)	−0.129 (4)	−0.013 (4)	−0.053 (4)
S1	0.0712 (7)	0.0745 (8)	0.0922 (8)	−0.0240 (5)	−0.0167 (6)	0.0066 (6)
S2	0.0610 (7)	0.0754 (7)	0.0832 (7)	−0.0198 (5)	−0.0022 (5)	0.0088 (5)
S3	0.0972 (9)	0.0931 (9)	0.0948 (9)	−0.0189 (7)	0.0016 (7)	−0.0278 (7)
S4	0.0866 (8)	0.0843 (9)	0.1006 (9)	−0.0183 (6)	−0.0063 (7)	−0.0294 (7)
N1	0.131 (5)	0.120 (6)	0.196 (7)	−0.046 (5)	−0.004 (5)	−0.058 (4)
N2	0.089 (3)	0.087 (3)	0.072 (3)	−0.030 (2)	0.019 (2)	−0.024 (2)
C1	0.068 (3)	0.073 (3)	0.063 (3)	−0.025 (2)	0.000 (2)	−0.006 (2)
C2	0.078 (3)	0.080 (3)	0.098 (3)	−0.030 (3)	−0.010 (2)	−0.005 (3)
C3	0.095 (4)	0.080 (4)	0.114 (4)	−0.040 (3)	0.000 (3)	−0.005 (3)
C4	0.100 (4)	0.075 (3)	0.125 (4)	−0.037 (3)	−0.004 (3)	0.007 (3)
C5	0.078 (3)	0.072 (3)	0.107 (3)	−0.016 (2)	−0.005 (3)	0.008 (3)
C6	0.068 (3)	0.066 (3)	0.068 (3)	−0.022 (2)	0.007 (2)	−0.005 (2)
C7	0.068 (3)	0.088 (4)	0.088 (3)	−0.014 (2)	−0.013 (3)	−0.020 (3)
C8	0.092 (4)	0.121 (5)	0.091 (4)	−0.023 (3)	−0.012 (3)	−0.015 (3)
C9	0.098 (4)	0.126 (5)	0.133 (5)	−0.027 (4)	−0.011 (3)	0.019 (5)
C10	0.121 (5)	0.104 (5)	0.143 (5)	−0.026 (3)	−0.017 (4)	0.002 (4)
C11	0.111 (4)	0.093 (4)	0.122 (5)	−0.019 (3)	−0.012 (3)	−0.008 (4)
C12	0.066 (3)	0.076 (3)	0.101 (4)	−0.019 (2)	−0.021 (3)	−0.004 (3)
C13	0.107 (5)	0.077 (4)	0.110 (4)	−0.024 (3)	0.000 (4)	−0.041 (3)
C14	0.115 (5)	0.064 (4)	0.108 (4)	−0.001 (3)	−0.018 (4)	−0.012 (3)
C15	0.081 (4)	0.091 (4)	0.097 (4)	−0.002 (3)	−0.025 (3)	−0.029 (3)
C16	0.081 (4)	0.076 (3)	0.072 (3)	−0.010 (3)	0.006 (3)	−0.027 (3)
C17	0.092 (4)	0.101 (4)	0.077 (3)	−0.012 (3)	−0.021 (3)	−0.006 (3)
C18	0.071 (4)	0.131 (5)	0.112 (4)	−0.022 (3)	−0.022 (3)	−0.040 (4)
C19	0.107 (4)	0.114 (4)	0.107 (4)	−0.034 (3)	0.037 (3)	−0.051 (3)
C20	0.100 (4)	0.124 (4)	0.068 (3)	−0.062 (3)	0.016 (3)	−0.010 (3)
C21	0.103 (4)	0.094 (4)	0.083 (4)	−0.057 (3)	0.002 (3)	−0.011 (3)
C22	0.088 (3)	0.081 (3)	0.084 (3)	−0.031 (2)	−0.006 (3)	−0.019 (3)
C23	0.059 (3)	0.084 (3)	0.062 (3)	−0.017 (2)	−0.001 (2)	−0.016 (3)
C24	0.080 (3)	0.087 (3)	0.062 (3)	−0.023 (2)	0.014 (2)	−0.012 (2)
C25	0.193 (5)	0.128 (4)	0.102 (4)	−0.101 (4)	0.002 (4)	0.019 (3)
C26	0.089 (3)	0.097 (3)	0.076 (3)	−0.021 (2)	0.012 (2)	−0.024 (2)

Ni1—S1i	2.1419 (11)	C9—H9	0.9300
Ni1—S1	2.1419 (11)	C10—C11	1.373 (5)
Ni1—S2i	2.1490 (10)	C10—H10	0.9300
Ni1—S2	2.1490 (10)	C11—C12	1.408 (5)
Ni2—S4ii	2.1425 (11)	C11—H11	0.9300
Ni2—S4	2.1425 (11)	C13—C14	1.350 (6)
Ni2—S3	2.1474 (11)	C13—C18	1.359 (6)
Ni2—S3ii	2.1474 (11)	C14—C15	1.372 (5)
O1—N1	1.176 (6)	C14—H14	0.9300
O2—N1	1.230 (6)	C15—C16	1.377 (5)
S1—C1	1.733 (4)	C15—H15	0.9300
S2—C6	1.740 (4)	C16—C17	1.361 (5)
S3—C7	1.733 (4)	C16—C19	1.503 (5)
S4—C12	1.739 (4)	C17—C18	1.379 (5)
N1—C13	1.491 (7)	C17—H17	0.9300
N2—C24	1.336 (4)	C18—H18	0.9300
N2—C20	1.343 (4)	C19—H19A	0.9700
N2—C19	1.491 (4)	C19—H19B	0.9700
C1—C6	1.398 (4)	C20—C21	1.364 (5)
C1—C2	1.398 (5)	C20—H20	0.9300
C2—C3	1.373 (4)	C21—C22	1.378 (5)
C2—H2	0.9300	C21—C25	1.510 (5)
C3—C4	1.382 (5)	C22—C23	1.377 (4)
C3—H3	0.9300	C22—H22	0.9300
C4—C5	1.361 (5)	C23—C24	1.367 (4)
C4—H4	0.9300	C23—C26	1.499 (4)
C5—C6	1.408 (4)	C24—H24	0.9300
C5—H5	0.9300	C25—H25A	0.9600
C7—C12	1.386 (5)	C25—H25B	0.9600
C7—C8	1.418 (5)	C25—H25C	0.9600
C8—C9	1.366 (5)	C26—H26A	0.9600
C8—H8	0.9300	C26—H26B	0.9600
C9—C10	1.385 (6)	C26—H26C	0.9600
S1i—Ni1—S1	180.00 (5)	C7—C12—C11	119.3 (4)
S1i—Ni1—S2i	91.77 (4)	C7—C12—S4	119.8 (4)
S1—Ni1—S2i	88.23 (4)	C11—C12—S4	121.0 (4)
S1i—Ni1—S2	88.23 (4)	C14—C13—C18	121.1 (5)
S1—Ni1—S2	91.77 (4)	C14—C13—N1	119.2 (6)
S2i—Ni1—S2	180.00 (5)	C18—C13—N1	119.6 (6)
S4ii—Ni2—S4	180.00 (6)	C13—C14—C15	119.2 (5)
S4ii—Ni2—S3	88.44 (4)	C13—C14—H14	120.4
S4—Ni2—S3	91.56 (4)	C15—C14—H14	120.4
S4ii—Ni2—S3ii	91.56 (4)	C14—C15—C16	121.1 (5)
S4—Ni2—S3ii	88.44 (4)	C14—C15—H15	119.5
S3—Ni2—S3ii	180.00 (6)	C16—C15—H15	119.5
C1—S1—Ni1	105.34 (14)	C17—C16—C15	118.4 (5)
C6—S2—Ni1	104.83 (14)	C17—C16—C19	120.8 (5)
C7—S3—Ni2	105.32 (17)	C15—C16—C19	120.8 (5)
C12—S4—Ni2	104.68 (17)	C16—C17—C18	120.9 (5)
O1—N1—O2	127.5 (8)	C16—C17—H17	119.6
O1—N1—C13	117.4 (7)	C18—C17—H17	119.6
O2—N1—C13	114.9 (7)	C13—C18—C17	119.3 (5)
C24—N2—C20	120.6 (4)	C13—C18—H18	120.3
C24—N2—C19	119.1 (4)	C17—C18—H18	120.3
C20—N2—C19	120.1 (4)	N2—C19—C16	112.4 (3)
C6—C1—C2	118.8 (4)	N2—C19—H19A	109.1
C6—C1—S1	118.9 (3)	C16—C19—H19A	109.1
C2—C1—S1	122.3 (3)	N2—C19—H19B	109.1
C3—C2—C1	121.1 (4)	C16—C19—H19B	109.1
C3—C2—H2	119.5	H19A—C19—H19B	107.8
C1—C2—H2	119.5	N2—C20—C21	121.9 (4)
C2—C3—C4	119.8 (4)	N2—C20—H20	119.1
C2—C3—H3	120.1	C21—C20—H20	119.1
C4—C3—H3	120.1	C20—C21—C22	116.4 (4)
C5—C4—C3	120.7 (4)	C20—C21—C25	120.8 (5)
C5—C4—H4	119.7	C22—C21—C25	122.8 (5)
C3—C4—H4	119.7	C23—C22—C21	122.8 (4)
C4—C5—C6	120.4 (4)	C23—C22—H22	118.6
C4—C5—H5	119.8	C21—C22—H22	118.6
C6—C5—H5	119.8	C24—C23—C22	116.9 (4)
C1—C6—C5	119.2 (4)	C24—C23—C26	120.6 (4)
C1—C6—S2	119.1 (3)	C22—C23—C26	122.4 (4)
C5—C6—S2	121.7 (3)	N2—C24—C23	121.4 (4)
C12—C7—C8	120.1 (4)	N2—C24—H24	119.3
C12—C7—S3	118.4 (4)	C23—C24—H24	119.3
C8—C7—S3	121.5 (4)	C21—C25—H25A	109.5
C9—C8—C7	118.9 (5)	C21—C25—H25B	109.5
C9—C8—H8	120.5	H25A—C25—H25B	109.5
C7—C8—H8	120.5	C21—C25—H25C	109.5
C8—C9—C10	121.5 (6)	H25A—C25—H25C	109.5
C8—C9—H9	119.2	H25B—C25—H25C	109.5
C10—C9—H9	119.2	C23—C26—H26A	109.5
C11—C10—C9	120.0 (6)	C23—C26—H26B	109.5
C11—C10—H10	120.0	H26A—C26—H26B	109.5
C9—C10—H10	120.0	C23—C26—H26C	109.5
C10—C11—C12	120.2 (5)	H26A—C26—H26C	109.5
C10—C11—H11	119.9	H26B—C26—H26C	109.5
C12—C11—H11	119.9
S1i—Ni1—S1—C1	68 (100)	C8—C7—C12—S4	−178.9 (3)
S2i—Ni1—S1—C1	−177.31 (12)	S3—C7—C12—S4	1.5 (4)
S2—Ni1—S1—C1	2.69 (12)	C10—C11—C12—C7	−1.4 (6)
S1i—Ni1—S2—C6	176.97 (12)	C10—C11—C12—S4	179.7 (4)
S1—Ni1—S2—C6	−3.03 (12)	Ni2—S4—C12—C7	2.2 (3)
S2i—Ni1—S2—C6	−59 (100)	Ni2—S4—C12—C11	−178.9 (3)
S4ii—Ni2—S3—C7	−175.48 (13)	O1—N1—C13—C14	−4.3 (9)
S4—Ni2—S3—C7	4.52 (13)	O2—N1—C13—C14	179.6 (5)
S3ii—Ni2—S3—C7	21 (100)	O1—N1—C13—C18	177.0 (6)
S4ii—Ni2—S4—C12	168 (100)	O2—N1—C13—C18	0.9 (8)
S3—Ni2—S4—C12	−3.86 (14)	C18—C13—C14—C15	−1.8 (7)
S3ii—Ni2—S4—C12	176.14 (14)	N1—C13—C14—C15	179.5 (4)
Ni1—S1—C1—C6	−1.6 (3)	C13—C14—C15—C16	0.3 (7)
Ni1—S1—C1—C2	177.0 (3)	C14—C15—C16—C17	0.9 (6)
C6—C1—C2—C3	1.7 (6)	C14—C15—C16—C19	−179.0 (4)
S1—C1—C2—C3	−177.0 (3)	C15—C16—C17—C18	−0.6 (6)
C1—C2—C3—C4	−1.3 (6)	C19—C16—C17—C18	179.3 (4)
C2—C3—C4—C5	1.0 (7)	C14—C13—C18—C17	2.1 (7)
C3—C4—C5—C6	−1.0 (7)	N1—C13—C18—C17	−179.2 (4)
C2—C1—C6—C5	−1.6 (5)	C16—C17—C18—C13	−0.8 (7)
S1—C1—C6—C5	177.1 (3)	C24—N2—C19—C16	−50.5 (5)
C2—C1—C6—S2	−179.6 (3)	C20—N2—C19—C16	133.2 (4)
S1—C1—C6—S2	−0.9 (4)	C17—C16—C19—N2	−65.6 (5)
C4—C5—C6—C1	1.3 (6)	C15—C16—C19—N2	114.3 (4)
C4—C5—C6—S2	179.2 (3)	C24—N2—C20—C21	0.2 (6)
Ni1—S2—C6—C1	2.9 (3)	C19—N2—C20—C21	176.4 (4)
Ni1—S2—C6—C5	−175.0 (3)	N2—C20—C21—C22	0.0 (6)
Ni2—S3—C7—C12	−4.4 (3)	N2—C20—C21—C25	180.0 (4)
Ni2—S3—C7—C8	176.0 (3)	C20—C21—C22—C23	0.2 (6)
C12—C7—C8—C9	−1.0 (6)	C25—C21—C22—C23	−179.7 (4)
S3—C7—C8—C9	178.6 (3)	C21—C22—C23—C24	−0.7 (6)
C7—C8—C9—C10	−1.1 (7)	C21—C22—C23—C26	−179.3 (4)
C8—C9—C10—C11	1.9 (8)	C20—N2—C24—C23	−0.8 (6)
C9—C10—C11—C12	−0.7 (8)	C19—N2—C24—C23	−177.0 (3)
C8—C7—C12—C11	2.2 (6)	C22—C23—C24—N2	1.0 (5)
S3—C7—C12—C11	−177.4 (3)	C26—C23—C24—N2	179.5 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C19—H19A···S2iii	0.97	2.88	3.697 (4)	143
C22—H22···O1iv	0.93	2.57	3.484 (7)	167

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C19—H19A⋯S2i	0.97	2.88	3.697 (4)	143
C22—H22⋯O1ii	0.93	2.57	3.484 (7)	167

Symmetry codes: (i) ; (ii) .