Resolvable polymorphism in an inter­growth of two modifications of tris­(di­ethyl­dithio­carbamato)anti­mony

Tris(di­ethyl­dithio­carbamato-κS)anti­mony(III), [Sb(C₅H₁₀NS₂)₃], is tentatively presumed to com­prise a triclinic and a monoclinic polymorph intergrown into each other. The geometry in the triclinic phase is a ψ-capped octa­hedron and that in the monoclinic phase is a ψ-penta­gonal bipyramid. The study also identifies the polyhedral symbols for a reported pair of polymorphs of another Sb^III coordination com­pound, as well as for those of published polymorphic modifications of other Bi^III and Pb^II coordination com­pounds; the symbols in the pair differ in most of these examples. When differentiating related structures of such classes of coordination com­pounds, lone-pair stereochemistry may be another informative variable, as stereochemical activity is not always apparent from bond distances and angles only.

Computing details

For both structures, data collection: CrysAlis PRO (Rigaku OD, 2020); cell refinement: CrysAlis PRO (Rigaku OD, 2020); data reduction: CrysAlis PRO (Rigaku OD, 2020); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg & Berndt, 2021); software used to prepare material for publication: SHELXL2018 (Sheldrick, 2015b).

Tris(diethyldithiocarbamato-κS)antimony(III) (triclinic)

Crystal data

[Sb(C5H10NS2)3]	Z = 4
Mr = 566.53	F(000) = 1152
Triclinic, P1	Dx = 1.576 Mg m^−3
a = 10.0692 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 14.3797 (4) Å	Cell parameters from 6549 reflections
c = 17.3124 (4) Å	θ = 2.4–27.6°
α = 89.980 (2)°	µ = 1.69 mm^−1
β = 80.578 (2)°	T = 100 K
γ = 75.145 (2)°	Prism, orange
V = 2387.95 (11) Å^3	0.30 × 0.20 × 0.10 mm

Data collection

Rigaku SuperNova diffractometer	7886 reflections with I > 2σ(I)
ω–scan	Rint = 0.046
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2020)	θmax = 27.6°, θmin = 2.4°
Tmin = 0.846, Tmax = 1	h = −13→13
19236 measured reflections	k = −18→18
10689 independent reflections	l = −22→20

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.043	H-atom parameters constrained
wR(F^2) = 0.087	w = 1/[σ^2(Fo^2) + (0.0213P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.00	(Δ/σ)max = 0.001
10689 reflections	Δρmax = 0.96 e Å^−3
451 parameters	Δρmin = −0.77 e Å^−3
0 restraints

Special details

Refinement. Separate refinement of each polymorph

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Sb1	0.31953 (3)	0.62498 (2)	0.88036 (2)	0.01524 (8)
Sb2	0.96769 (3)	0.17794 (2)	0.56849 (2)	0.01512 (8)
S1	0.46320 (11)	0.51324 (8)	0.76722 (7)	0.0184 (2)
S2	0.21180 (11)	0.46123 (8)	0.85094 (7)	0.0213 (3)
S3	0.48589 (11)	0.73004 (8)	0.83966 (7)	0.0186 (3)
S4	0.56568 (11)	0.58779 (8)	0.96021 (7)	0.0182 (2)
S5	0.19357 (11)	0.70971 (8)	0.77329 (7)	0.0184 (2)
S6	0.10738 (11)	0.81190 (8)	0.93066 (7)	0.0214 (3)
S7	1.12309 (11)	0.28717 (8)	0.51972 (7)	0.0186 (3)
S8	0.85926 (11)	0.32100 (9)	0.45504 (7)	0.0238 (3)
S9	0.89329 (11)	0.30028 (8)	0.68401 (7)	0.0186 (2)
S10	0.75956 (11)	0.13766 (8)	0.69804 (7)	0.0197 (3)
S11	1.16124 (11)	0.10228 (8)	0.64461 (7)	0.0182 (2)
S12	1.18606 (11)	0.01012 (8)	0.48829 (7)	0.0220 (3)
N1	0.3676 (3)	0.3709 (3)	0.7205 (2)	0.0199 (8)
N2	0.6844 (3)	0.7320 (2)	0.9234 (2)	0.0160 (8)
N3	0.0308 (3)	0.8879 (3)	0.7994 (2)	0.0152 (8)
N4	1.0619 (3)	0.4094 (3)	0.4091 (2)	0.0182 (8)
N5	0.7184 (3)	0.2770 (3)	0.8096 (2)	0.0168 (8)
N6	1.3247 (4)	−0.0722 (3)	0.5999 (2)	0.0235 (9)
C1	0.3475 (4)	0.4392 (3)	0.7745 (3)	0.0173 (10)
C2	0.2716 (4)	0.3086 (3)	0.7220 (3)	0.0248 (11)
H2A	0.275143	0.284480	0.667962	0.030*
H2B	0.175240	0.347087	0.741525	0.030*
C3	0.3077 (5)	0.2228 (3)	0.7740 (3)	0.0308 (12)
H3A	0.241362	0.183617	0.773168	0.046*
H3B	0.402322	0.183687	0.754273	0.046*
H3C	0.302424	0.246291	0.827832	0.046*
C4	0.4838 (4)	0.3531 (3)	0.6537 (3)	0.0235 (11)
H4A	0.515879	0.283131	0.640180	0.028*
H4B	0.562652	0.373564	0.669383	0.028*
C5	0.4429 (5)	0.4065 (4)	0.5819 (3)	0.0317 (12)
H5A	0.523162	0.392461	0.539229	0.048*
H5B	0.366197	0.385453	0.565464	0.048*
H5C	0.412972	0.475889	0.594667	0.048*
C6	0.5896 (4)	0.6863 (3)	0.9103 (3)	0.0163 (9)
C7	0.7738 (4)	0.6995 (3)	0.9831 (3)	0.0193 (10)
H7A	0.720696	0.673832	1.027466	0.023*
H7B	0.800814	0.755167	1.003407	0.023*
C8	0.9044 (4)	0.6221 (3)	0.9491 (3)	0.0231 (11)
H8A	0.961499	0.602101	0.989928	0.035*
H8B	0.877917	0.566556	0.929797	0.035*
H8C	0.957964	0.647818	0.905760	0.035*
C9	0.7085 (4)	0.8141 (3)	0.8780 (3)	0.0229 (11)
H9A	0.687979	0.806965	0.824644	0.027*
H9B	0.807984	0.813730	0.872966	0.027*
C10	0.6189 (5)	0.9102 (3)	0.9156 (3)	0.0315 (13)
H10A	0.638585	0.962626	0.883279	0.047*
H10B	0.520137	0.911599	0.919728	0.047*
H10C	0.640150	0.918364	0.968053	0.047*
C11	0.1024 (4)	0.8116 (3)	0.8333 (3)	0.0169 (10)
C12	−0.0454 (4)	0.9767 (3)	0.8462 (2)	0.0176 (10)
H12A	−0.087973	0.959337	0.898064	0.021*
H12B	−0.121758	1.012504	0.819652	0.021*
C13	0.0476 (5)	1.0417 (3)	0.8581 (3)	0.0262 (11)
H13A	−0.007854	1.099483	0.889410	0.039*
H13B	0.122192	1.007154	0.885399	0.039*
H13C	0.088400	1.060330	0.806973	0.039*
C14	0.0215 (4)	0.8889 (3)	0.7150 (2)	0.0182 (10)
H14A	0.104945	0.842403	0.685947	0.022*
H14B	0.022108	0.953736	0.696026	0.022*
C15	−0.1079 (4)	0.8637 (3)	0.6972 (3)	0.0224 (11)
H15A	−0.108020	0.865539	0.640585	0.034*
H15B	−0.108207	0.798881	0.714625	0.034*
H15C	−0.191110	0.910302	0.724711	0.034*
C16	1.0156 (4)	0.3465 (3)	0.4552 (2)	0.0156 (9)
C17	0.9846 (5)	0.4601 (3)	0.3493 (3)	0.0262 (12)
H17A	0.957107	0.530197	0.362333	0.031*
H17B	0.898493	0.438694	0.350065	0.031*
C18	1.0711 (5)	0.4410 (3)	0.2681 (3)	0.0294 (12)
H18A	1.016693	0.475659	0.230029	0.044*
H18B	1.155639	0.463211	0.266907	0.044*
H18C	1.097060	0.371763	0.254647	0.044*
C19	1.1911 (4)	0.4371 (3)	0.4177 (3)	0.0251 (11)
H19A	1.194335	0.443477	0.474297	0.030*
H19B	1.186529	0.501143	0.395579	0.030*
C20	1.3248 (5)	0.3671 (4)	0.3785 (3)	0.0310 (12)
H20A	1.404687	0.390541	0.386936	0.047*
H20B	1.331985	0.303788	0.400995	0.047*
H20C	1.324165	0.361558	0.322135	0.047*
C21	0.7819 (4)	0.2389 (3)	0.7390 (3)	0.0168 (10)
C22	0.6071 (4)	0.2398 (3)	0.8562 (3)	0.0249 (11)
H22A	0.578890	0.195555	0.822090	0.030*
H22B	0.524716	0.294386	0.873618	0.030*
C23	0.6510 (5)	0.1870 (3)	0.9272 (3)	0.0267 (11)
H23A	0.573399	0.164284	0.955332	0.040*
H23B	0.731098	0.131820	0.910352	0.040*
H23C	0.676881	0.230728	0.961920	0.040*
C24	0.7485 (4)	0.3605 (3)	0.8457 (3)	0.0212 (10)
H24A	0.670601	0.389595	0.888407	0.025*
H24B	0.753865	0.409420	0.805829	0.025*
C25	0.8839 (4)	0.3347 (3)	0.8787 (3)	0.0244 (11)
H25A	0.898288	0.392852	0.901710	0.037*
H25B	0.878567	0.287456	0.919059	0.037*
H25C	0.961883	0.307293	0.836429	0.037*
C26	1.2348 (4)	0.0040 (3)	0.5778 (3)	0.0179 (10)
C27	1.3918 (4)	−0.1563 (3)	0.5445 (3)	0.0306 (12)
H27A	1.321876	−0.169357	0.514864	0.037*
H27B	1.424782	−0.213742	0.574614	0.037*
C28	1.5137 (4)	−0.1397 (4)	0.4874 (3)	0.0326 (13)
H28A	1.554851	−0.196653	0.452054	0.049*
H28B	1.481185	−0.083616	0.456708	0.049*
H28C	1.584064	−0.127989	0.516442	0.049*
C29	1.3616 (4)	−0.0803 (4)	0.6793 (3)	0.0289 (12)
H29A	1.363453	−0.146037	0.696901	0.035*
H29B	1.287622	−0.034489	0.715628	0.035*
C30	1.4991 (5)	−0.0608 (4)	0.6849 (3)	0.0383 (14)
H30A	1.515766	−0.067570	0.739120	0.057*
H30B	1.573689	−0.106911	0.650328	0.057*
H30C	1.497729	0.004828	0.669087	0.057*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sb1	0.01561 (14)	0.01426 (16)	0.01630 (18)	−0.00366 (12)	−0.00436 (12)	0.00238 (12)
Sb2	0.01632 (15)	0.01512 (16)	0.01406 (17)	−0.00457 (12)	−0.00220 (12)	0.00223 (12)
S1	0.0178 (5)	0.0166 (6)	0.0209 (7)	−0.0058 (5)	−0.0014 (5)	0.0008 (5)
S2	0.0209 (6)	0.0221 (6)	0.0225 (7)	−0.0090 (5)	−0.0025 (5)	0.0034 (5)
S3	0.0205 (6)	0.0184 (6)	0.0195 (7)	−0.0077 (5)	−0.0069 (5)	0.0078 (5)
S4	0.0195 (5)	0.0148 (6)	0.0217 (7)	−0.0056 (5)	−0.0062 (5)	0.0047 (5)
S5	0.0224 (6)	0.0156 (6)	0.0165 (6)	−0.0019 (5)	−0.0066 (5)	0.0001 (5)
S6	0.0259 (6)	0.0206 (6)	0.0159 (7)	−0.0017 (5)	−0.0055 (5)	0.0011 (5)
S7	0.0191 (5)	0.0221 (6)	0.0171 (7)	−0.0085 (5)	−0.0055 (5)	0.0090 (5)
S8	0.0199 (6)	0.0269 (7)	0.0270 (7)	−0.0074 (5)	−0.0081 (5)	0.0069 (5)
S9	0.0242 (6)	0.0157 (6)	0.0156 (6)	−0.0073 (5)	0.0007 (5)	0.0006 (5)
S10	0.0219 (6)	0.0179 (6)	0.0201 (7)	−0.0074 (5)	−0.0025 (5)	0.0012 (5)
S11	0.0212 (6)	0.0186 (6)	0.0150 (6)	−0.0041 (5)	−0.0050 (5)	0.0028 (5)
S12	0.0215 (6)	0.0228 (7)	0.0210 (7)	−0.0038 (5)	−0.0052 (5)	−0.0039 (5)
N1	0.0216 (19)	0.021 (2)	0.019 (2)	−0.0057 (17)	−0.0064 (17)	0.0014 (17)
N2	0.0181 (18)	0.015 (2)	0.015 (2)	−0.0056 (16)	−0.0018 (15)	0.0043 (16)
N3	0.0154 (18)	0.018 (2)	0.011 (2)	−0.0023 (16)	−0.0010 (15)	0.0037 (16)
N4	0.0223 (19)	0.017 (2)	0.016 (2)	−0.0050 (16)	−0.0067 (16)	0.0061 (16)
N5	0.0151 (18)	0.021 (2)	0.014 (2)	−0.0042 (16)	−0.0015 (15)	0.0030 (16)
N6	0.0181 (19)	0.024 (2)	0.027 (2)	−0.0030 (17)	−0.0033 (17)	0.0076 (18)
C1	0.015 (2)	0.018 (2)	0.021 (3)	−0.0028 (19)	−0.0090 (19)	0.006 (2)
C2	0.026 (2)	0.020 (3)	0.032 (3)	−0.008 (2)	−0.012 (2)	0.003 (2)
C3	0.045 (3)	0.024 (3)	0.035 (3)	−0.023 (2)	−0.018 (2)	0.007 (2)
C4	0.022 (2)	0.019 (3)	0.025 (3)	0.001 (2)	−0.004 (2)	−0.004 (2)
C5	0.036 (3)	0.035 (3)	0.022 (3)	−0.005 (2)	−0.005 (2)	0.002 (2)
C6	0.016 (2)	0.013 (2)	0.018 (3)	−0.0010 (18)	−0.0002 (18)	−0.0036 (18)
C7	0.020 (2)	0.024 (3)	0.016 (3)	−0.009 (2)	−0.0042 (19)	0.003 (2)
C8	0.020 (2)	0.023 (3)	0.027 (3)	−0.005 (2)	−0.007 (2)	0.005 (2)
C9	0.021 (2)	0.023 (3)	0.027 (3)	−0.011 (2)	−0.003 (2)	0.008 (2)
C10	0.033 (3)	0.016 (3)	0.047 (4)	−0.011 (2)	−0.001 (2)	0.007 (2)
C11	0.015 (2)	0.019 (2)	0.018 (3)	−0.0062 (19)	−0.0043 (18)	0.0046 (19)
C12	0.017 (2)	0.016 (2)	0.015 (3)	0.0008 (19)	0.0022 (18)	0.0024 (19)
C13	0.039 (3)	0.017 (3)	0.022 (3)	−0.010 (2)	0.001 (2)	0.000 (2)
C14	0.023 (2)	0.016 (2)	0.013 (3)	−0.0009 (19)	−0.0017 (19)	0.0041 (19)
C15	0.028 (2)	0.024 (3)	0.016 (3)	−0.006 (2)	−0.007 (2)	0.006 (2)
C16	0.016 (2)	0.016 (2)	0.013 (2)	−0.0032 (18)	0.0015 (18)	−0.0014 (18)
C17	0.032 (3)	0.026 (3)	0.024 (3)	−0.006 (2)	−0.015 (2)	0.014 (2)
C18	0.045 (3)	0.027 (3)	0.024 (3)	−0.016 (2)	−0.017 (2)	0.012 (2)
C19	0.036 (3)	0.022 (3)	0.022 (3)	−0.015 (2)	−0.008 (2)	0.010 (2)
C20	0.030 (3)	0.037 (3)	0.027 (3)	−0.012 (2)	−0.002 (2)	0.009 (2)
C21	0.012 (2)	0.018 (2)	0.018 (3)	0.0001 (18)	−0.0014 (18)	0.0021 (19)
C22	0.019 (2)	0.030 (3)	0.026 (3)	−0.011 (2)	0.002 (2)	−0.003 (2)
C23	0.029 (3)	0.021 (3)	0.028 (3)	−0.009 (2)	0.003 (2)	0.004 (2)
C24	0.027 (2)	0.017 (2)	0.017 (3)	−0.003 (2)	0.001 (2)	−0.0023 (19)
C25	0.031 (3)	0.024 (3)	0.024 (3)	−0.013 (2)	−0.012 (2)	0.001 (2)
C26	0.015 (2)	0.015 (2)	0.022 (3)	−0.0017 (18)	−0.0010 (19)	0.0040 (19)
C27	0.022 (2)	0.022 (3)	0.047 (4)	−0.003 (2)	−0.006 (2)	−0.004 (2)
C28	0.024 (3)	0.030 (3)	0.041 (3)	−0.003 (2)	−0.003 (2)	−0.010 (2)
C29	0.022 (2)	0.029 (3)	0.031 (3)	0.002 (2)	−0.002 (2)	0.011 (2)
C30	0.033 (3)	0.052 (4)	0.036 (3)	−0.017 (3)	−0.012 (2)	0.007 (3)

Geometric parameters (Å, º)

Sb1—S1	2.5285 (12)	C8—H8A	0.9800
Sb1—S3	2.5486 (11)	C8—H8B	0.9800
Sb1—S5	2.5505 (11)	C8—H8C	0.9800
Sb1—S2	2.9106 (12)	C9—C10	1.522 (6)
Sb1—S4	2.9635 (11)	C9—H9A	0.9900
Sb1—S6	2.9991 (12)	C9—H9B	0.9900
Sb2—S7	2.5407 (11)	C10—H10A	0.9800
Sb2—S11	2.5439 (11)	C10—H10B	0.9800
Sb2—S9	2.5480 (12)	C10—H10C	0.9800
Sb2—S8	2.9714 (11)	C12—C13	1.517 (6)
Sb2—S10	2.9733 (11)	C12—H12A	0.9900
Sb2—S12	2.9779 (12)	C12—H12B	0.9900
S1—C1	1.760 (4)	C13—H13A	0.9800
S2—C1	1.704 (4)	C13—H13B	0.9800
S3—C6	1.750 (4)	C13—H13C	0.9800
S4—C6	1.708 (4)	C14—C15	1.517 (6)
S5—C11	1.752 (5)	C14—H14A	0.9900
S6—C11	1.695 (4)	C14—H14B	0.9900
S7—C16	1.753 (4)	C15—H15A	0.9800
S8—C16	1.706 (4)	C15—H15B	0.9800
S9—C21	1.761 (4)	C15—H15C	0.9800
S10—C21	1.701 (5)	C17—C18	1.513 (6)
S11—C26	1.751 (5)	C17—H17A	0.9900
S12—C26	1.697 (4)	C17—H17B	0.9900
N1—C1	1.309 (6)	C18—H18A	0.9800
N1—C2	1.475 (5)	C18—H18B	0.9800
N1—C4	1.475 (5)	C18—H18C	0.9800
N2—C6	1.336 (5)	C19—C20	1.515 (6)
N2—C9	1.468 (5)	C19—H19A	0.9900
N2—C7	1.478 (5)	C19—H19B	0.9900
N3—C11	1.341 (5)	C20—H20A	0.9800
N3—C12	1.474 (5)	C20—H20B	0.9800
N3—C14	1.478 (5)	C20—H20C	0.9800
N4—C16	1.329 (5)	C22—C23	1.513 (6)
N4—C17	1.476 (5)	C22—H22A	0.9900
N4—C19	1.484 (5)	C22—H22B	0.9900
N5—C21	1.330 (5)	C23—H23A	0.9800
N5—C24	1.474 (5)	C23—H23B	0.9800
N5—C22	1.484 (5)	C23—H23C	0.9800
N6—C26	1.331 (5)	C24—C25	1.522 (6)
N6—C29	1.479 (6)	C24—H24A	0.9900
N6—C27	1.485 (6)	C24—H24B	0.9900
C2—C3	1.529 (6)	C25—H25A	0.9800
C2—H2A	0.9900	C25—H25B	0.9800
C2—H2B	0.9900	C25—H25C	0.9800
C3—H3A	0.9800	C27—C28	1.515 (6)
C3—H3B	0.9800	C27—H27A	0.9900
C3—H3C	0.9800	C27—H27B	0.9900
C4—C5	1.520 (6)	C28—H28A	0.9800
C4—H4A	0.9900	C28—H28B	0.9800
C4—H4B	0.9900	C28—H28C	0.9800
C5—H5A	0.9800	C29—C30	1.499 (6)
C5—H5B	0.9800	C29—H29A	0.9900
C5—H5C	0.9800	C29—H29B	0.9900
C7—C8	1.520 (6)	C30—H30A	0.9800
C7—H7A	0.9900	C30—H30B	0.9800
C7—H7B	0.9900	C30—H30C	0.9800
S1—Sb1—S3	85.18 (4)	C9—C10—H10C	109.5
S1—Sb1—S5	83.05 (4)	H10A—C10—H10C	109.5
S3—Sb1—S5	83.90 (4)	H10B—C10—H10C	109.5
S1—Sb1—S2	65.82 (3)	N3—C11—S6	122.2 (3)
S3—Sb1—S2	150.58 (4)	N3—C11—S5	117.8 (3)
S5—Sb1—S2	87.58 (3)	S6—C11—S5	120.0 (2)
S1—Sb1—S4	89.62 (3)	N3—C12—C13	112.6 (3)
S3—Sb1—S4	64.98 (3)	N3—C12—H12A	109.1
S5—Sb1—S4	148.55 (3)	C13—C12—H12A	109.1
S2—Sb1—S4	117.13 (3)	N3—C12—H12B	109.1
S1—Sb1—S6	146.85 (3)	C13—C12—H12B	109.1
S3—Sb1—S6	84.89 (3)	H12A—C12—H12B	107.8
S5—Sb1—S6	64.48 (3)	C12—C13—H13A	109.5
S2—Sb1—S6	116.47 (3)	C12—C13—H13B	109.5
S4—Sb1—S6	114.29 (3)	H13A—C13—H13B	109.5
S7—Sb2—S11	84.27 (3)	C12—C13—H13C	109.5
S7—Sb2—S9	81.81 (4)	H13A—C13—H13C	109.5
S11—Sb2—S9	82.67 (4)	H13B—C13—H13C	109.5
S7—Sb2—S8	64.81 (3)	N3—C14—C15	113.4 (3)
S11—Sb2—S8	149.05 (3)	N3—C14—H14A	108.9
S9—Sb2—S8	93.75 (4)	C15—C14—H14A	108.9
S7—Sb2—S10	146.42 (4)	N3—C14—H14B	108.9
S11—Sb2—S10	89.55 (3)	C15—C14—H14B	108.9
S9—Sb2—S10	64.66 (3)	H14A—C14—H14B	107.7
S8—Sb2—S10	116.75 (3)	C14—C15—H15A	109.5
S7—Sb2—S12	89.39 (4)	C14—C15—H15B	109.5
S11—Sb2—S12	64.24 (3)	H15A—C15—H15B	109.5
S9—Sb2—S12	146.49 (3)	C14—C15—H15C	109.5
S8—Sb2—S12	111.63 (3)	H15A—C15—H15C	109.5
S10—Sb2—S12	117.38 (3)	H15B—C15—H15C	109.5
C1—S1—Sb1	93.46 (15)	N4—C16—S8	124.0 (3)
C1—S2—Sb1	82.18 (15)	N4—C16—S7	117.2 (3)
C6—S3—Sb1	93.70 (14)	S8—C16—S7	118.8 (2)
C6—S4—Sb1	81.10 (14)	N4—C17—C18	111.7 (4)
C11—S5—Sb1	94.16 (14)	N4—C17—H17A	109.3
C11—S6—Sb1	80.68 (15)	C18—C17—H17A	109.3
C16—S7—Sb2	94.64 (14)	N4—C17—H17B	109.3
C16—S8—Sb2	81.54 (14)	C18—C17—H17B	109.3
C21—S9—Sb2	94.77 (16)	H17A—C17—H17B	107.9
C21—S10—Sb2	82.07 (15)	C17—C18—H18A	109.5
C26—S11—Sb2	94.31 (14)	C17—C18—H18B	109.5
C26—S12—Sb2	81.24 (15)	H18A—C18—H18B	109.5
C1—N1—C2	121.4 (4)	C17—C18—H18C	109.5
C1—N1—C4	122.7 (4)	H18A—C18—H18C	109.5
C2—N1—C4	115.9 (4)	H18B—C18—H18C	109.5
C6—N2—C9	122.1 (4)	N4—C19—C20	114.6 (4)
C6—N2—C7	121.1 (3)	N4—C19—H19A	108.6
C9—N2—C7	116.7 (3)	C20—C19—H19A	108.6
C11—N3—C12	120.6 (4)	N4—C19—H19B	108.6
C11—N3—C14	123.4 (4)	C20—C19—H19B	108.6
C12—N3—C14	116.1 (3)	H19A—C19—H19B	107.6
C16—N4—C17	122.3 (4)	C19—C20—H20A	109.5
C16—N4—C19	121.8 (3)	C19—C20—H20B	109.5
C17—N4—C19	115.8 (3)	H20A—C20—H20B	109.5
C21—N5—C24	123.0 (4)	C19—C20—H20C	109.5
C21—N5—C22	121.4 (4)	H20A—C20—H20C	109.5
C24—N5—C22	115.5 (4)	H20B—C20—H20C	109.5
C26—N6—C29	123.4 (4)	N5—C21—S10	124.6 (3)
C26—N6—C27	120.4 (4)	N5—C21—S9	116.9 (3)
C29—N6—C27	116.2 (4)	S10—C21—S9	118.4 (3)
N1—C1—S2	122.9 (3)	N5—C22—C23	113.4 (3)
N1—C1—S1	118.9 (3)	N5—C22—H22A	108.9
S2—C1—S1	118.2 (3)	C23—C22—H22A	108.9
N1—C2—C3	112.4 (4)	N5—C22—H22B	108.9
N1—C2—H2A	109.1	C23—C22—H22B	108.9
C3—C2—H2A	109.1	H22A—C22—H22B	107.7
N1—C2—H2B	109.1	C22—C23—H23A	109.5
C3—C2—H2B	109.1	C22—C23—H23B	109.5
H2A—C2—H2B	107.9	H23A—C23—H23B	109.5
C2—C3—H3A	109.5	C22—C23—H23C	109.5
C2—C3—H3B	109.5	H23A—C23—H23C	109.5
H3A—C3—H3B	109.5	H23B—C23—H23C	109.5
C2—C3—H3C	109.5	N5—C24—C25	113.2 (4)
H3A—C3—H3C	109.5	N5—C24—H24A	108.9
H3B—C3—H3C	109.5	C25—C24—H24A	108.9
N1—C4—C5	112.5 (3)	N5—C24—H24B	108.9
N1—C4—H4A	109.1	C25—C24—H24B	108.9
C5—C4—H4A	109.1	H24A—C24—H24B	107.8
N1—C4—H4B	109.1	C24—C25—H25A	109.5
C5—C4—H4B	109.1	C24—C25—H25B	109.5
H4A—C4—H4B	107.8	H25A—C25—H25B	109.5
C4—C5—H5A	109.5	C24—C25—H25C	109.5
C4—C5—H5B	109.5	H25A—C25—H25C	109.5
H5A—C5—H5B	109.5	H25B—C25—H25C	109.5
C4—C5—H5C	109.5	N6—C26—S12	123.1 (4)
H5A—C5—H5C	109.5	N6—C26—S11	118.7 (4)
H5B—C5—H5C	109.5	S12—C26—S11	118.2 (2)
N2—C6—S4	122.5 (3)	N6—C27—C28	112.1 (4)
N2—C6—S3	118.4 (3)	N6—C27—H27A	109.2
S4—C6—S3	119.1 (2)	C28—C27—H27A	109.2
N2—C7—C8	111.3 (4)	N6—C27—H27B	109.2
N2—C7—H7A	109.4	C28—C27—H27B	109.2
C8—C7—H7A	109.4	H27A—C27—H27B	107.9
N2—C7—H7B	109.4	C27—C28—H28A	109.5
C8—C7—H7B	109.4	C27—C28—H28B	109.5
H7A—C7—H7B	108.0	H28A—C28—H28B	109.5
C7—C8—H8A	109.5	C27—C28—H28C	109.5
C7—C8—H8B	109.5	H28A—C28—H28C	109.5
H8A—C8—H8B	109.5	H28B—C28—H28C	109.5
C7—C8—H8C	109.5	N6—C29—C30	114.5 (4)
H8A—C8—H8C	109.5	N6—C29—H29A	108.6
H8B—C8—H8C	109.5	C30—C29—H29A	108.6
N2—C9—C10	112.5 (4)	N6—C29—H29B	108.6
N2—C9—H9A	109.1	C30—C29—H29B	108.6
C10—C9—H9A	109.1	H29A—C29—H29B	107.6
N2—C9—H9B	109.1	C29—C30—H30A	109.5
C10—C9—H9B	109.1	C29—C30—H30B	109.5
H9A—C9—H9B	107.8	H30A—C30—H30B	109.5
C9—C10—H10A	109.5	C29—C30—H30C	109.5
C9—C10—H10B	109.5	H30A—C30—H30C	109.5
H10A—C10—H10B	109.5	H30B—C30—H30C	109.5
C2—N1—C1—S2	0.8 (6)	C17—N4—C16—S8	−3.5 (6)
C4—N1—C1—S2	178.9 (3)	C19—N4—C16—S8	172.9 (3)
C2—N1—C1—S1	−178.0 (3)	C17—N4—C16—S7	176.7 (3)
C4—N1—C1—S1	0.2 (5)	C19—N4—C16—S7	−6.9 (6)
Sb1—S2—C1—N1	−173.6 (4)	Sb2—S8—C16—N4	175.6 (4)
Sb1—S2—C1—S1	5.2 (2)	Sb2—S8—C16—S7	−4.6 (2)
Sb1—S1—C1—N1	172.9 (3)	Sb2—S7—C16—N4	−174.8 (3)
Sb1—S1—C1—S2	−5.9 (2)	Sb2—S7—C16—S8	5.3 (3)
C1—N1—C2—C3	−85.1 (5)	C16—N4—C17—C18	−121.7 (4)
C4—N1—C2—C3	96.6 (5)	C19—N4—C17—C18	61.6 (5)
C1—N1—C4—C5	−92.9 (5)	C16—N4—C19—C20	81.9 (5)
C2—N1—C4—C5	85.3 (5)	C17—N4—C19—C20	−101.4 (5)
C9—N2—C6—S4	177.3 (3)	C24—N5—C21—S10	175.1 (3)
C7—N2—C6—S4	−0.5 (6)	C22—N5—C21—S10	−7.4 (6)
C9—N2—C6—S3	−3.0 (5)	C24—N5—C21—S9	−6.5 (5)
C7—N2—C6—S3	179.2 (3)	C22—N5—C21—S9	171.0 (3)
Sb1—S4—C6—N2	170.1 (4)	Sb2—S10—C21—N5	−178.7 (4)
Sb1—S4—C6—S3	−9.6 (2)	Sb2—S10—C21—S9	2.9 (2)
Sb1—S3—C6—N2	−168.6 (3)	Sb2—S9—C21—N5	178.1 (3)
Sb1—S3—C6—S4	11.1 (3)	Sb2—S9—C21—S10	−3.4 (2)
C6—N2—C7—C8	87.0 (5)	C21—N5—C22—C23	109.9 (5)
C9—N2—C7—C8	−91.0 (4)	C24—N5—C22—C23	−72.5 (5)
C6—N2—C9—C10	91.2 (5)	C21—N5—C24—C25	−77.2 (5)
C7—N2—C9—C10	−90.9 (4)	C22—N5—C24—C25	105.2 (4)
C12—N3—C11—S6	1.0 (5)	C29—N6—C26—S12	−176.4 (3)
C14—N3—C11—S6	−178.3 (3)	C27—N6—C26—S12	2.1 (6)
C12—N3—C11—S5	−178.6 (3)	C29—N6—C26—S11	2.8 (5)
C14—N3—C11—S5	2.1 (5)	C27—N6—C26—S11	−178.7 (3)
Sb1—S6—C11—N3	−172.1 (3)	Sb2—S12—C26—N6	166.5 (4)
Sb1—S6—C11—S5	7.5 (2)	Sb2—S12—C26—S11	−12.7 (2)
Sb1—S5—C11—N3	170.9 (3)	Sb2—S11—C26—N6	−164.5 (3)
Sb1—S5—C11—S6	−8.7 (2)	Sb2—S11—C26—S12	14.7 (2)
C11—N3—C12—C13	83.2 (5)	C26—N6—C27—C28	80.3 (5)
C14—N3—C12—C13	−97.4 (4)	C29—N6—C27—C28	−101.0 (5)
C11—N3—C14—C15	95.2 (5)	C26—N6—C29—C30	−101.6 (5)
C12—N3—C14—C15	−84.2 (4)	C27—N6—C29—C30	79.8 (5)

Tris(diethyldithiocarbamato-κS)antimony(III) (monoclinic)

Crystal data

[Sb(C5H10NS2)3]	F(000) = 1152
Mr = 566.53	Dx = 1.552 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 12.4204 (10) Å	Cell parameters from 3534 reflections
b = 13.5117 (10) Å	θ = 2.8–26.6°
c = 14.6614 (11) Å	µ = 1.66 mm^−1
β = 99.832 (8)°	T = 100 K
V = 2424.3 (3) Å^3	Prism, orange
Z = 4	0.30 × 0.20 × 0.10 mm

Data collection

Rigaku SuperNova diffractometer	3507 reflections with I > 2σ(I)
ω–scan	Rint = 0.099
Absorption correction: multi-scan (CrysAlis PRO; Rigaku OD, 2020)	θmax = 27.6°, θmin = 2.5°
Tmin = 0.629, Tmax = 1	h = −16→16
18867 measured reflections	k = −17→15
5551 independent reflections	l = −19→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.057	H-atom parameters constrained
wR(F^2) = 0.107	w = 1/[σ^2(Fo^2) + (0.0185P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.00	(Δ/σ)max = 0.001
5551 reflections	Δρmax = 1.23 e Å^−3
226 parameters	Δρmin = −0.85 e Å^−3
0 restraints

Special details

Refinement. Separate refinement of each polymorph

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Sb1	0.66279 (3)	0.49039 (3)	0.54454 (3)	0.01812 (12)
S1	0.73534 (13)	0.34648 (11)	0.65899 (10)	0.0218 (4)
S2	0.78772 (13)	0.55223 (11)	0.71897 (11)	0.0242 (4)
S3	0.58929 (13)	0.32524 (11)	0.46004 (10)	0.0223 (4)
S4	0.55957 (13)	0.51250 (11)	0.35411 (10)	0.0219 (4)
S5	0.82994 (12)	0.47471 (10)	0.47317 (10)	0.0201 (4)
S6	0.75165 (14)	0.68098 (11)	0.49173 (11)	0.0249 (4)
N1	0.8176 (4)	0.3956 (3)	0.8323 (3)	0.0258 (13)
N2	0.5028 (4)	0.3349 (3)	0.2819 (3)	0.0218 (12)
N3	0.8869 (4)	0.6263 (3)	0.3775 (3)	0.0196 (12)
C1	0.7839 (5)	0.4302 (4)	0.7458 (4)	0.0240 (15)
C2	0.8588 (6)	0.4607 (5)	0.9106 (4)	0.0397 (19)
H2A	0.880565	0.524911	0.886792	0.048*
H2B	0.924472	0.430474	0.947961	0.048*
C3	0.7739 (7)	0.4786 (6)	0.9719 (5)	0.070 (3)
H3A	0.804466	0.522316	1.023202	0.105*
H3B	0.709260	0.509775	0.935501	0.105*
H3C	0.753152	0.415371	0.996649	0.105*
C4	0.8212 (5)	0.2895 (4)	0.8533 (4)	0.0246 (15)
H4A	0.758016	0.256469	0.815017	0.029*
H4B	0.815095	0.279809	0.919154	0.029*
C5	0.9265 (5)	0.2419 (4)	0.8347 (4)	0.0297 (16)
H5A	0.925872	0.171197	0.849495	0.045*
H5B	0.932094	0.250279	0.769304	0.045*
H5C	0.989146	0.273607	0.873392	0.045*
C6	0.5463 (5)	0.3870 (4)	0.3561 (4)	0.0200 (14)
C7	0.4621 (5)	0.3828 (5)	0.1923 (4)	0.0286 (16)
H7A	0.434503	0.449571	0.203750	0.034*
H7B	0.400045	0.343810	0.159065	0.034*
C8	0.5489 (5)	0.3921 (5)	0.1313 (4)	0.0363 (18)
H8A	0.517453	0.424266	0.072930	0.054*
H8B	0.609918	0.431868	0.163172	0.054*
H8C	0.575444	0.326058	0.118465	0.054*
C9	0.4897 (5)	0.2268 (4)	0.2845 (4)	0.0235 (15)
H9A	0.551372	0.198042	0.328178	0.028*
H9B	0.491842	0.199197	0.222312	0.028*
C10	0.3822 (5)	0.1977 (4)	0.3145 (4)	0.0296 (16)
H10A	0.376254	0.125411	0.315468	0.044*
H10B	0.380487	0.223934	0.376560	0.044*
H10C	0.320993	0.225089	0.270757	0.044*
C11	0.8283 (5)	0.6004 (4)	0.4412 (4)	0.0166 (13)
C12	0.8956 (5)	0.7299 (4)	0.3502 (4)	0.0206 (14)
H12A	0.828377	0.765654	0.358418	0.025*
H12B	0.901658	0.732868	0.283763	0.025*
C13	0.9932 (5)	0.7804 (4)	0.4062 (4)	0.0305 (16)
H13A	0.996151	0.849323	0.385911	0.046*
H13B	0.986804	0.778789	0.471897	0.046*
H13C	1.060057	0.746015	0.397269	0.046*
C14	0.9475 (5)	0.5558 (4)	0.3291 (4)	0.0208 (14)
H14A	0.970359	0.498638	0.370149	0.025*
H14B	1.014311	0.588203	0.315128	0.025*
C15	0.8792 (5)	0.5191 (4)	0.2396 (4)	0.0353 (17)
H15A	0.922211	0.472360	0.209442	0.053*
H15B	0.813694	0.485809	0.253375	0.053*
H15C	0.857624	0.575328	0.198382	0.053*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sb1	0.0175 (2)	0.0184 (2)	0.0196 (2)	−0.00070 (19)	0.00646 (16)	−0.00018 (17)
S1	0.0244 (9)	0.0174 (9)	0.0228 (8)	−0.0021 (7)	0.0022 (7)	0.0005 (6)
S2	0.0276 (10)	0.0179 (9)	0.0268 (9)	0.0001 (7)	0.0039 (7)	−0.0021 (7)
S3	0.0267 (10)	0.0177 (8)	0.0221 (8)	−0.0021 (7)	0.0032 (7)	0.0002 (6)
S4	0.0240 (9)	0.0180 (8)	0.0239 (8)	−0.0005 (7)	0.0052 (7)	0.0023 (7)
S5	0.0182 (9)	0.0171 (8)	0.0265 (8)	0.0026 (7)	0.0080 (7)	0.0012 (6)
S6	0.0289 (10)	0.0190 (9)	0.0309 (9)	0.0007 (8)	0.0164 (8)	−0.0014 (7)
N1	0.032 (3)	0.025 (3)	0.021 (3)	−0.001 (3)	0.006 (3)	0.005 (2)
N2	0.025 (3)	0.016 (3)	0.026 (3)	0.001 (2)	0.007 (2)	−0.003 (2)
N3	0.022 (3)	0.014 (3)	0.025 (3)	−0.003 (2)	0.010 (2)	−0.001 (2)
C1	0.019 (4)	0.022 (4)	0.032 (4)	0.003 (3)	0.006 (3)	0.002 (3)
C2	0.064 (6)	0.025 (4)	0.027 (4)	0.001 (4)	−0.002 (4)	−0.005 (3)
C3	0.091 (8)	0.083 (6)	0.030 (4)	0.040 (6)	−0.003 (5)	−0.021 (4)
C4	0.028 (4)	0.025 (4)	0.021 (3)	−0.003 (3)	0.006 (3)	0.005 (3)
C5	0.037 (5)	0.029 (4)	0.025 (4)	0.001 (3)	0.011 (3)	0.007 (3)
C6	0.015 (3)	0.024 (3)	0.023 (3)	0.001 (3)	0.009 (3)	0.000 (3)
C7	0.031 (4)	0.035 (4)	0.018 (3)	0.001 (3)	0.000 (3)	0.000 (3)
C8	0.050 (5)	0.039 (4)	0.021 (4)	0.012 (4)	0.010 (3)	0.000 (3)
C9	0.029 (4)	0.020 (3)	0.021 (3)	−0.005 (3)	0.005 (3)	−0.011 (3)
C10	0.026 (4)	0.022 (4)	0.042 (4)	−0.001 (3)	0.009 (3)	−0.010 (3)
C11	0.014 (3)	0.018 (3)	0.018 (3)	−0.002 (3)	0.003 (3)	−0.002 (2)
C12	0.027 (4)	0.015 (3)	0.022 (3)	0.000 (3)	0.011 (3)	0.002 (2)
C13	0.037 (4)	0.025 (4)	0.030 (4)	−0.009 (3)	0.006 (3)	−0.001 (3)
C14	0.020 (4)	0.020 (3)	0.024 (3)	−0.001 (3)	0.007 (3)	0.002 (3)
C15	0.040 (5)	0.038 (4)	0.026 (3)	0.008 (3)	0.001 (3)	−0.010 (3)

Geometric parameters (Å, º)

Sb1—S5	2.4883 (15)	C4—H4B	0.9900
Sb1—S1	2.6254 (15)	C5—H5A	0.9800
Sb1—S3	2.6385 (15)	C5—H5B	0.9800
Sb1—S2	2.8793 (17)	C5—H5C	0.9800
Sb1—S4	2.8819 (16)	C7—C8	1.519 (8)
Sb1—S6	2.9565 (15)	C7—H7A	0.9900
S1—C1	1.732 (6)	C7—H7B	0.9900
S2—C1	1.698 (6)	C8—H8A	0.9800
S3—C6	1.739 (6)	C8—H8B	0.9800
S4—C6	1.705 (6)	C8—H8C	0.9800
S5—C11	1.761 (6)	C9—C10	1.527 (7)
S6—C11	1.698 (6)	C9—H9A	0.9900
N1—C1	1.349 (7)	C9—H9B	0.9900
N1—C4	1.465 (7)	C10—H10A	0.9800
N1—C2	1.467 (7)	C10—H10B	0.9800
N2—C6	1.330 (7)	C10—H10C	0.9800
N2—C9	1.470 (6)	C12—C13	1.506 (7)
N2—C7	1.474 (7)	C12—H12A	0.9900
N3—C11	1.325 (7)	C12—H12B	0.9900
N3—C12	1.465 (6)	C13—H13A	0.9800
N3—C14	1.470 (7)	C13—H13B	0.9800
C2—C3	1.517 (9)	C13—H13C	0.9800
C2—H2A	0.9900	C14—C15	1.519 (8)
C2—H2B	0.9900	C14—H14A	0.9900
C3—H3A	0.9800	C14—H14B	0.9900
C3—H3B	0.9800	C15—H15A	0.9800
C3—H3C	0.9800	C15—H15B	0.9800
C4—C5	1.523 (8)	C15—H15C	0.9800
C4—H4A	0.9900
S5—Sb1—S1	89.18 (5)	H5B—C5—H5C	109.5
S5—Sb1—S3	88.69 (5)	N2—C6—S4	122.6 (5)
S1—Sb1—S3	74.17 (5)	N2—C6—S3	118.9 (4)
S5—Sb1—S2	92.09 (5)	S4—C6—S3	118.4 (3)
S1—Sb1—S2	64.73 (4)	N2—C7—C8	113.0 (5)
S3—Sb1—S2	138.87 (5)	N2—C7—H7A	109.0
S5—Sb1—S4	82.33 (5)	C8—C7—H7A	109.0
S1—Sb1—S4	138.02 (5)	N2—C7—H7B	109.0
S3—Sb1—S4	64.64 (4)	C8—C7—H7B	109.0
S2—Sb1—S4	155.99 (4)	H7A—C7—H7B	107.8
S5—Sb1—S6	65.70 (4)	C7—C8—H8A	109.5
S1—Sb1—S6	135.22 (5)	C7—C8—H8B	109.5
S3—Sb1—S6	136.75 (5)	H8A—C8—H8B	109.5
S2—Sb1—S6	79.12 (5)	C7—C8—H8C	109.5
S4—Sb1—S6	77.30 (4)	H8A—C8—H8C	109.5
C1—S1—Sb1	91.4 (2)	H8B—C8—H8C	109.5
C1—S2—Sb1	83.8 (2)	N2—C9—C10	111.7 (5)
C6—S3—Sb1	92.0 (2)	N2—C9—H9A	109.3
C6—S4—Sb1	84.8 (2)	C10—C9—H9A	109.3
C11—S5—Sb1	93.29 (19)	N2—C9—H9B	109.3
C11—S6—Sb1	79.51 (19)	C10—C9—H9B	109.3
C1—N1—C4	122.0 (5)	H9A—C9—H9B	107.9
C1—N1—C2	122.6 (5)	C9—C10—H10A	109.5
C4—N1—C2	115.4 (5)	C9—C10—H10B	109.5
C6—N2—C9	122.4 (5)	H10A—C10—H10B	109.5
C6—N2—C7	121.7 (5)	C9—C10—H10C	109.5
C9—N2—C7	115.9 (5)	H10A—C10—H10C	109.5
C11—N3—C12	121.4 (5)	H10B—C10—H10C	109.5
C11—N3—C14	123.8 (5)	N3—C11—S6	123.7 (4)
C12—N3—C14	114.8 (4)	N3—C11—S5	117.4 (4)
N1—C1—S2	122.5 (5)	S6—C11—S5	119.0 (3)
N1—C1—S1	118.6 (4)	N3—C12—C13	112.0 (5)
S2—C1—S1	118.9 (4)	N3—C12—H12A	109.2
N1—C2—C3	112.0 (6)	C13—C12—H12A	109.2
N1—C2—H2A	109.2	N3—C12—H12B	109.2
C3—C2—H2A	109.2	C13—C12—H12B	109.2
N1—C2—H2B	109.2	H12A—C12—H12B	107.9
C3—C2—H2B	109.2	C12—C13—H13A	109.5
H2A—C2—H2B	107.9	C12—C13—H13B	109.5
C2—C3—H3A	109.5	H13A—C13—H13B	109.5
C2—C3—H3B	109.5	C12—C13—H13C	109.5
H3A—C3—H3B	109.5	H13A—C13—H13C	109.5
C2—C3—H3C	109.5	H13B—C13—H13C	109.5
H3A—C3—H3C	109.5	N3—C14—C15	111.8 (5)
H3B—C3—H3C	109.5	N3—C14—H14A	109.3
N1—C4—C5	111.9 (5)	C15—C14—H14A	109.3
N1—C4—H4A	109.2	N3—C14—H14B	109.3
C5—C4—H4A	109.2	C15—C14—H14B	109.3
N1—C4—H4B	109.2	H14A—C14—H14B	107.9
C5—C4—H4B	109.2	C14—C15—H15A	109.5
H4A—C4—H4B	107.9	C14—C15—H15B	109.5
C4—C5—H5A	109.5	H15A—C15—H15B	109.5
C4—C5—H5B	109.5	C14—C15—H15C	109.5
H5A—C5—H5B	109.5	H15A—C15—H15C	109.5
C4—C5—H5C	109.5	H15B—C15—H15C	109.5
H5A—C5—H5C	109.5
C4—N1—C1—S2	−175.6 (4)	Sb1—S3—C6—N2	177.4 (4)
C2—N1—C1—S2	1.0 (9)	Sb1—S3—C6—S4	−3.7 (3)
C4—N1—C1—S1	4.2 (8)	C6—N2—C7—C8	90.2 (7)
C2—N1—C1—S1	−179.2 (5)	C9—N2—C7—C8	−91.4 (6)
Sb1—S2—C1—N1	−170.2 (5)	C6—N2—C9—C10	86.8 (7)
Sb1—S2—C1—S1	10.0 (3)	C7—N2—C9—C10	−91.7 (6)
Sb1—S1—C1—N1	169.3 (5)	C12—N3—C11—S6	4.4 (8)
Sb1—S1—C1—S2	−10.9 (3)	C14—N3—C11—S6	−175.8 (4)
C1—N1—C2—C3	102.2 (7)	C12—N3—C11—S5	−176.5 (4)
C4—N1—C2—C3	−81.1 (7)	C14—N3—C11—S5	3.4 (8)
C1—N1—C4—C5	84.1 (7)	Sb1—S6—C11—N3	164.9 (5)
C2—N1—C4—C5	−92.7 (6)	Sb1—S6—C11—S5	−14.3 (3)
C9—N2—C6—S4	−178.8 (4)	Sb1—S5—C11—N3	−162.4 (4)
C7—N2—C6—S4	−0.5 (8)	Sb1—S5—C11—S6	16.8 (3)
C9—N2—C6—S3	0.0 (7)	C11—N3—C12—C13	92.0 (6)
C7—N2—C6—S3	178.4 (4)	C14—N3—C12—C13	−87.9 (6)
Sb1—S4—C6—N2	−177.8 (5)	C11—N3—C14—C15	91.7 (7)
Sb1—S4—C6—S3	3.4 (3)	C12—N3—C14—C15	−88.4 (6)