1,5-Bis[1-(4-bromo-phen-yl)ethyl-idene]thio-carbonohydrazide.

The asymmetric unit of the title compound, C17H16Br2N4S, contains two independent mol-ecules in which the benzene rings form dihedral angles of 20.0 (1) and 55.3 (1)°. In the crystal, a pair of N-H⋯S hydrogen bonds link the two different independent mol-ecules into a dimer.

Related literature

For the crystal structures of related compounds, see: Feng et al. (2011 ▶); Zhao (2011 ▶); Schmitt et al. (2011 ▶).

Experimental

Crystal data

C17H16Br2N4S

M = 468.22

Triclinic,

a = 11.5800 (11) Å

b = 13.6950 (12) Å

c = 14.2860 (13) Å

α = 118.401 (2)°

β = 90.977 (1)°

γ = 108.404 (1)°

V = 1852.6 (3) Å3

Z = 4

Mo Kα radiation

μ = 4.49 mm−1

T = 298 K

0.43 × 0.37 × 0.33 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.248, T max = 0.319

9457 measured reflections

6456 independent reflections

2949 reflections with I > 2σ(I)

R int = 0.081

Refinement

R[F 2 > 2σ(F 2)] = 0.073

wR(F 2) = 0.214

S = 0.96

6456 reflections

438 parameters

H-atom parameters constrained

Δρmax = 0.90 e Å−3

Δρmin = −1.33 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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.

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813009720/cv5398sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813009720/cv5398Isup2.hkl

Click here for additional data file.

Supplementary material file. DOI: 10.1107/S1600536813009720/cv5398Isup3.cml

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

C17H16Br2N4S	Z = 4
Mr = 468.22	F(000) = 928
Triclinic, P1	Dx = 1.679 Mg m−3
a = 11.5800 (11) Å	Mo Kα radiation, λ = 0.71073 Å
b = 13.6950 (12) Å	Cell parameters from 2095 reflections
c = 14.2860 (13) Å	θ = 2.8–21.2°
α = 118.401 (2)°	µ = 4.49 mm−1
β = 90.977 (1)°	T = 298 K
γ = 108.404 (1)°	Yellow, block
V = 1852.6 (3) Å3	0.43 × 0.37 × 0.33 mm

Bruker SMART APEX CCD area-detector diffractometer	6456 independent reflections
Radiation source: fine-focus sealed tube	2949 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.081
phi and ω scans	θmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −7→13
Tmin = 0.248, Tmax = 0.319	k = −16→14
9457 measured reflections	l = −16→16

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.073	H-atom parameters constrained
wR(F2) = 0.214	w = 1/[σ2(Fo2) + (0.1033P)2] where P = (Fo2 + 2Fc2)/3
S = 0.96	(Δ/σ)max = 0.001
6456 reflections	Δρmax = 0.90 e Å−3
438 parameters	Δρmin = −1.33 e Å−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0038 (8)

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
Br1	0.86326 (12)	1.60584 (12)	1.59389 (9)	0.0846 (5)
Br2	1.15040 (11)	0.55332 (10)	0.95650 (10)	0.0669 (4)
Br3	0.32652 (11)	0.37660 (11)	−0.03711 (8)	0.0723 (4)
Br4	−0.09677 (12)	1.33393 (11)	0.64953 (10)	0.0787 (5)
N5	0.4538 (7)	0.8654 (6)	0.6079 (6)	0.045 (2)
H5B	0.4943	0.8559	0.6519	0.055*
N6	0.4306 (7)	0.7886 (6)	0.4978 (6)	0.046 (2)
N7	0.3534 (7)	0.9606 (6)	0.5655 (6)	0.049 (2)
H7	0.3550	0.9157	0.4987	0.058*
N8	0.2919 (7)	1.0377 (6)	0.5921 (6)	0.047 (2)
S2	0.4295 (3)	1.0494 (3)	0.7779 (2)	0.0688 (9)
C18	0.4121 (9)	0.9556 (8)	0.6457 (7)	0.045 (2)
C19	0.4609 (8)	0.6957 (8)	0.4612 (7)	0.041 (2)
C20	0.5183 (9)	0.6633 (9)	0.5305 (7)	0.056 (3)
H20A	0.6005	0.7214	0.5670	0.084*
H20B	0.5226	0.5860	0.4861	0.084*
H20C	0.4688	0.6615	0.5834	0.084*
C21	0.4303 (8)	0.6187 (8)	0.3412 (7)	0.042 (2)
C22	0.4345 (9)	0.6678 (8)	0.2735 (8)	0.052 (3)
H22	0.4588	0.7501	0.3053	0.062*
C23	0.4042 (9)	0.5988 (9)	0.1630 (8)	0.057 (3)
H23	0.4086	0.6328	0.1196	0.069*
C24	0.3668 (8)	0.4769 (9)	0.1180 (7)	0.047 (3)
C25	0.3645 (9)	0.4233 (9)	0.1799 (8)	0.051 (3)
H25	0.3407	0.3409	0.1470	0.061*
C26	0.3982 (9)	0.4952 (8)	0.2910 (8)	0.050 (3)
H26	0.3998	0.4610	0.3335	0.060*
C27	0.2443 (9)	1.0463 (7)	0.5156 (8)	0.044 (2)
C28	0.2551 (10)	0.9804 (9)	0.3973 (8)	0.061 (3)
H28A	0.3316	0.9665	0.3933	0.091*
H28B	0.2540	1.0277	0.3651	0.091*
H28C	0.1865	0.9053	0.3588	0.091*
C29	0.1686 (8)	1.1214 (8)	0.5468 (7)	0.041 (2)
C30	0.1683 (9)	1.1928 (8)	0.6561 (8)	0.051 (3)
H30	0.2209	1.1971	0.7091	0.061*
C31	0.0914 (10)	1.2570 (9)	0.6868 (9)	0.058 (3)
H31	0.0928	1.3050	0.7600	0.069*
C32	0.0137 (9)	1.2497 (8)	0.6096 (8)	0.048 (3)
C33	0.0121 (10)	1.1817 (9)	0.5017 (9)	0.061 (3)
H33	−0.0413	1.1780	0.4497	0.073*
C34	0.0898 (10)	1.1187 (9)	0.4703 (8)	0.053 (3)
H34	0.0896	1.0736	0.3968	0.064*
C1	0.6961 (9)	0.9711 (8)	0.9249 (7)	0.044 (2)
C2	0.6406 (8)	1.2301 (8)	1.1112 (7)	0.042 (2)
C3	0.5534 (10)	1.2427 (9)	1.0443 (8)	0.061 (3)
H3A	0.5938	1.2585	0.9922	0.091*
H3B	0.5283	1.3077	1.0904	0.091*
H3C	0.4816	1.1702	1.0071	0.091*
C4	0.6932 (8)	1.3211 (8)	1.2269 (7)	0.043 (2)
C5	0.6906 (8)	1.4327 (8)	1.2704 (7)	0.044 (2)
H5A	0.6540	1.4526	1.2269	0.053*
C6	0.7420 (9)	1.5178 (9)	1.3795 (8)	0.056 (3)
H6	0.7399	1.5939	1.4082	0.068*
C7	0.7958 (9)	1.4894 (9)	1.4448 (7)	0.051 (3)
C8	0.7975 (10)	1.3767 (10)	1.4055 (8)	0.066 (3)
H8	0.8305	1.3562	1.4504	0.079*
C9	0.7471 (10)	1.2936 (10)	1.2942 (8)	0.059 (3)
H9	0.7500	1.2177	1.2649	0.071*
C10	0.9075 (9)	0.9240 (8)	1.0604 (7)	0.042 (2)
C11	0.9352 (11)	1.0257 (10)	1.1749 (8)	0.076 (4)
H11A	0.9116	1.0871	1.1756	0.114*
H11B	1.0225	1.0573	1.2043	0.114*
H11C	0.8893	0.9976	1.2182	0.114*
C12	0.9696 (8)	0.8369 (8)	1.0347 (7)	0.042 (2)
C13	0.9539 (9)	0.7456 (8)	0.9292 (7)	0.050 (3)
H13	0.9045	0.7403	0.8736	0.060*
C14	1.0085 (10)	0.6628 (9)	0.9037 (8)	0.056 (3)
H14	0.9979	0.6037	0.8320	0.067*
C15	1.0793 (9)	0.6687 (9)	0.9861 (9)	0.050 (3)
C16	1.0998 (10)	0.7599 (10)	1.0913 (8)	0.062 (3)
H16	1.1509	0.7664	1.1465	0.074*
C17	1.0443 (10)	0.8407 (10)	1.1137 (8)	0.061 (3)
H17	1.0573	0.9010	1.1854	0.073*
S1	0.6625 (3)	0.8667 (2)	0.79389 (19)	0.0573 (8)
N1	0.6438 (7)	1.0560 (6)	0.9636 (6)	0.046 (2)
H1	0.5879	1.0546	0.9220	0.055*
N2	0.6838 (7)	1.1437 (7)	1.0710 (6)	0.045 (2)
N3	0.7716 (7)	0.9799 (7)	1.0024 (6)	0.051 (2)
H3	0.7833	1.0366	1.0681	0.061*
N4	0.8306 (7)	0.9031 (7)	0.9815 (6)	0.046 (2)

	U11	U22	U33	U12	U13	U23
Br1	0.0993 (10)	0.0729 (10)	0.0402 (7)	0.0114 (7)	0.0123 (6)	0.0105 (6)
Br2	0.0741 (8)	0.0582 (8)	0.0797 (9)	0.0427 (6)	0.0312 (6)	0.0316 (6)
Br3	0.0858 (9)	0.0716 (9)	0.0357 (6)	0.0361 (7)	0.0156 (5)	0.0051 (6)
Br4	0.0866 (9)	0.0617 (9)	0.0857 (9)	0.0481 (7)	0.0081 (7)	0.0234 (7)
N5	0.060 (5)	0.032 (5)	0.037 (5)	0.026 (4)	0.007 (4)	0.007 (4)
N6	0.059 (5)	0.031 (5)	0.038 (5)	0.022 (4)	0.011 (4)	0.008 (4)
N7	0.064 (6)	0.038 (5)	0.036 (5)	0.030 (4)	0.004 (4)	0.006 (4)
N8	0.067 (6)	0.035 (5)	0.034 (5)	0.032 (4)	0.003 (4)	0.006 (4)
S2	0.112 (3)	0.0566 (19)	0.0339 (15)	0.0562 (17)	0.0061 (14)	0.0046 (13)
C18	0.056 (6)	0.031 (6)	0.042 (6)	0.023 (5)	0.006 (5)	0.009 (5)
C19	0.049 (6)	0.035 (6)	0.041 (6)	0.023 (5)	0.012 (4)	0.015 (5)
C20	0.074 (7)	0.052 (7)	0.039 (6)	0.037 (6)	0.013 (5)	0.011 (5)
C21	0.040 (6)	0.038 (6)	0.043 (6)	0.018 (5)	0.012 (4)	0.014 (5)
C22	0.070 (7)	0.031 (6)	0.043 (6)	0.020 (5)	0.007 (5)	0.009 (5)
C23	0.074 (8)	0.056 (8)	0.048 (7)	0.029 (6)	0.023 (5)	0.028 (6)
C24	0.037 (6)	0.044 (7)	0.043 (6)	0.023 (5)	0.013 (4)	0.006 (5)
C25	0.062 (7)	0.034 (6)	0.050 (7)	0.024 (5)	0.015 (5)	0.014 (5)
C26	0.057 (7)	0.025 (6)	0.062 (7)	0.014 (5)	0.010 (5)	0.019 (5)
C27	0.053 (6)	0.017 (5)	0.045 (6)	0.010 (4)	−0.002 (5)	0.006 (4)
C28	0.067 (7)	0.065 (8)	0.051 (7)	0.033 (6)	0.013 (5)	0.025 (6)
C29	0.044 (6)	0.030 (6)	0.049 (6)	0.011 (4)	0.011 (4)	0.021 (5)
C30	0.067 (7)	0.043 (6)	0.041 (6)	0.030 (5)	0.009 (5)	0.013 (5)
C31	0.071 (8)	0.039 (7)	0.056 (7)	0.029 (6)	0.015 (6)	0.014 (5)
C32	0.059 (7)	0.030 (6)	0.053 (7)	0.024 (5)	0.000 (5)	0.016 (5)
C33	0.072 (8)	0.042 (7)	0.066 (8)	0.021 (6)	−0.004 (6)	0.026 (6)
C34	0.071 (7)	0.037 (6)	0.045 (6)	0.018 (5)	−0.008 (5)	0.017 (5)
C1	0.051 (6)	0.032 (6)	0.041 (6)	0.013 (5)	0.007 (5)	0.015 (5)
C2	0.041 (6)	0.046 (6)	0.042 (6)	0.022 (5)	0.010 (4)	0.020 (5)
C3	0.076 (8)	0.068 (8)	0.039 (6)	0.046 (6)	0.017 (5)	0.016 (5)
C4	0.050 (6)	0.032 (6)	0.042 (6)	0.020 (5)	0.008 (4)	0.013 (5)
C5	0.056 (7)	0.033 (6)	0.041 (6)	0.020 (5)	0.015 (4)	0.015 (5)
C6	0.066 (7)	0.031 (6)	0.060 (7)	0.015 (5)	0.020 (6)	0.015 (5)
C7	0.063 (7)	0.040 (7)	0.034 (6)	0.014 (5)	0.012 (5)	0.009 (5)
C8	0.085 (9)	0.068 (9)	0.048 (7)	0.036 (7)	0.015 (6)	0.026 (6)
C9	0.075 (8)	0.057 (7)	0.049 (7)	0.034 (6)	0.019 (5)	0.021 (6)
C10	0.061 (7)	0.031 (6)	0.036 (6)	0.024 (5)	0.016 (5)	0.013 (5)
C11	0.105 (9)	0.067 (8)	0.043 (6)	0.050 (7)	−0.008 (6)	0.007 (6)
C12	0.044 (6)	0.027 (5)	0.045 (6)	0.016 (4)	0.015 (4)	0.009 (5)
C13	0.065 (7)	0.041 (6)	0.027 (5)	0.019 (5)	0.008 (4)	0.006 (5)
C14	0.073 (8)	0.049 (7)	0.041 (6)	0.034 (6)	0.016 (5)	0.011 (5)
C15	0.046 (6)	0.047 (7)	0.066 (7)	0.026 (5)	0.019 (5)	0.030 (6)
C16	0.073 (8)	0.064 (8)	0.043 (7)	0.037 (6)	0.007 (5)	0.016 (6)
C17	0.085 (8)	0.063 (8)	0.035 (6)	0.049 (6)	0.009 (5)	0.011 (5)
S1	0.081 (2)	0.0479 (17)	0.0348 (14)	0.0368 (15)	0.0041 (12)	0.0074 (12)
N1	0.055 (5)	0.038 (5)	0.041 (5)	0.026 (4)	0.005 (4)	0.013 (4)
N2	0.050 (5)	0.047 (5)	0.032 (4)	0.028 (4)	0.017 (4)	0.009 (4)
N3	0.074 (6)	0.037 (5)	0.035 (5)	0.030 (4)	0.002 (4)	0.006 (4)
N4	0.052 (5)	0.046 (5)	0.038 (5)	0.030 (4)	0.009 (4)	0.012 (4)

Br1—C7	1.902 (9)	C33—H33	0.9300
Br2—C15	1.885 (10)	C34—H34	0.9300
Br3—C24	1.918 (9)	C1—N3	1.333 (11)
Br4—C32	1.903 (10)	C1—N1	1.367 (11)
N5—C18	1.342 (11)	C1—S1	1.667 (9)
N5—N6	1.374 (10)	C2—N2	1.310 (11)
N5—H5B	0.8600	C2—C4	1.478 (12)
N6—C19	1.292 (11)	C2—C3	1.482 (12)
N7—C18	1.363 (11)	C3—H3A	0.9600
N7—N8	1.366 (10)	C3—H3B	0.9600
N7—H7	0.8600	C3—H3C	0.9600
N8—C27	1.285 (11)	C4—C5	1.360 (12)
S2—C18	1.666 (9)	C4—C9	1.388 (13)
C19—C21	1.484 (12)	C5—C6	1.394 (13)
C19—C20	1.484 (12)	C5—H5A	0.9300
C20—H20A	0.9600	C6—C7	1.373 (14)
C20—H20B	0.9600	C6—H6	0.9300
C20—H20C	0.9600	C7—C8	1.376 (14)
C21—C26	1.397 (12)	C8—C9	1.412 (13)
C21—C22	1.410 (13)	C8—H8	0.9300
C22—C23	1.364 (13)	C9—H9	0.9300
C22—H22	0.9300	C10—N4	1.282 (11)
C23—C24	1.378 (13)	C10—C12	1.486 (12)
C23—H23	0.9300	C10—C11	1.501 (13)
C24—C25	1.388 (13)	C11—H11A	0.9600
C25—C26	1.375 (13)	C11—H11B	0.9600
C25—H25	0.9300	C11—H11C	0.9600
C26—H26	0.9300	C12—C17	1.382 (13)
C27—C29	1.474 (13)	C12—C13	1.386 (12)
C27—C28	1.522 (13)	C13—C14	1.374 (13)
C28—H28A	0.9600	C13—H13	0.9300
C28—H28B	0.9600	C14—C15	1.378 (13)
C28—H28C	0.9600	C14—H14	0.9300
C29—C34	1.391 (12)	C15—C16	1.374 (13)
C29—C30	1.395 (13)	C16—C17	1.363 (14)
C30—C31	1.378 (13)	C16—H16	0.9300
C30—H30	0.9300	C17—H17	0.9300
C31—C32	1.357 (13)	N1—N2	1.372 (10)
C31—H31	0.9300	N1—H1	0.8600
C32—C33	1.366 (14)	N3—N4	1.350 (10)
C33—C34	1.374 (14)	N3—H3	0.8600
C18—N5—N6	118.9 (8)	N3—C1—N1	113.2 (8)
C18—N5—H5B	120.5	N3—C1—S1	125.1 (8)
N6—N5—H5B	120.5	N1—C1—S1	121.7 (7)
C19—N6—N5	119.3 (8)	N2—C2—C4	115.2 (8)
C18—N7—N8	119.5 (8)	N2—C2—C3	123.0 (8)
C18—N7—H7	120.3	C4—C2—C3	121.5 (8)
N8—N7—H7	120.3	C2—C3—H3A	109.5
C27—N8—N7	118.1 (8)	C2—C3—H3B	109.5
N5—C18—N7	113.3 (8)	H3A—C3—H3B	109.5
N5—C18—S2	122.5 (7)	C2—C3—H3C	109.5
N7—C18—S2	124.2 (7)	H3A—C3—H3C	109.5
N6—C19—C21	114.5 (8)	H3B—C3—H3C	109.5
N6—C19—C20	124.5 (8)	C5—C4—C9	118.4 (9)
C21—C19—C20	121.0 (8)	C5—C4—C2	121.7 (9)
C19—C20—H20A	109.5	C9—C4—C2	120.0 (9)
C19—C20—H20B	109.5	C4—C5—C6	120.8 (9)
H20A—C20—H20B	109.5	C4—C5—H5A	119.6
C19—C20—H20C	109.5	C6—C5—H5A	119.6
H20A—C20—H20C	109.5	C7—C6—C5	120.1 (9)
H20B—C20—H20C	109.5	C7—C6—H6	119.9
C26—C21—C22	117.5 (9)	C5—C6—H6	119.9
C26—C21—C19	121.3 (9)	C6—C7—C8	121.3 (9)
C22—C21—C19	121.1 (8)	C6—C7—Br1	119.5 (8)
C23—C22—C21	122.3 (9)	C8—C7—Br1	119.1 (8)
C23—C22—H22	118.8	C7—C8—C9	117.0 (10)
C21—C22—H22	118.8	C7—C8—H8	121.5
C22—C23—C24	117.7 (10)	C9—C8—H8	121.5
C22—C23—H23	121.2	C4—C9—C8	122.3 (10)
C24—C23—H23	121.2	C4—C9—H9	118.9
C23—C24—C25	122.8 (9)	C8—C9—H9	118.9
C23—C24—Br3	119.1 (8)	N4—C10—C12	116.0 (8)
C25—C24—Br3	117.9 (7)	N4—C10—C11	125.2 (9)
C26—C25—C24	118.3 (9)	C12—C10—C11	118.7 (8)
C26—C25—H25	120.9	C10—C11—H11A	109.5
C24—C25—H25	120.9	C10—C11—H11B	109.5
C25—C26—C21	121.3 (9)	H11A—C11—H11B	109.5
C25—C26—H26	119.4	C10—C11—H11C	109.5
C21—C26—H26	119.4	H11A—C11—H11C	109.5
N8—C27—C29	115.9 (9)	H11B—C11—H11C	109.5
N8—C27—C28	125.0 (9)	C17—C12—C13	116.2 (9)
C29—C27—C28	119.0 (8)	C17—C12—C10	122.4 (8)
C27—C28—H28A	109.5	C13—C12—C10	121.4 (9)
C27—C28—H28B	109.5	C14—C13—C12	122.5 (9)
H28A—C28—H28B	109.5	C14—C13—H13	118.8
C27—C28—H28C	109.5	C12—C13—H13	118.8
H28A—C28—H28C	109.5	C13—C14—C15	119.0 (10)
H28B—C28—H28C	109.5	C13—C14—H14	120.5
C34—C29—C30	117.6 (9)	C15—C14—H14	120.5
C34—C29—C27	122.3 (9)	C16—C15—C14	120.2 (9)
C30—C29—C27	119.9 (8)	C16—C15—Br2	119.1 (8)
C31—C30—C29	121.0 (9)	C14—C15—Br2	120.8 (8)
C31—C30—H30	119.5	C17—C16—C15	119.3 (10)
C29—C30—H30	119.5	C17—C16—H16	120.4
C32—C31—C30	119.6 (10)	C15—C16—H16	120.4
C32—C31—H31	120.2	C16—C17—C12	122.9 (10)
C30—C31—H31	120.2	C16—C17—H17	118.6
C31—C32—C33	121.1 (10)	C12—C17—H17	118.6
C31—C32—Br4	120.5 (8)	C1—N1—N2	117.6 (7)
C33—C32—Br4	118.4 (7)	C1—N1—H1	121.2
C32—C33—C34	119.7 (9)	N2—N1—H1	121.2
C32—C33—H33	120.1	C2—N2—N1	120.2 (8)
C34—C33—H33	120.1	C1—N3—N4	122.5 (8)
C33—C34—C29	120.9 (10)	C1—N3—H3	118.8
C33—C34—H34	119.5	N4—N3—H3	118.8
C29—C34—H34	119.5	C10—N4—N3	117.5 (8)

D—H···A	D—H	H···A	D···A	D—H···A
N5—H5B···S1	0.86	2.71	3.551 (8)	168
N1—H1···S2	0.86	2.69	3.551 (8)	174

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H5B⋯S1	0.86	2.71	3.551 (8)	168
N1—H1⋯S2	0.86	2.69	3.551 (8)	174