Bis{S-benzyl 3-[(phen-yl)(pyridin-2-yl)methyl-idene]dithio-carbazato}zinc acetonitrile monosolvate.

In the title compound, [Zn(C(20)H(16)N(3)S(2))(2)]·CH(3)CN, two different Schiff base moieties coordinate to the central Zn(II) ion as tridentate N,N',S-chelating ligands, creating a distorted octa-hedral environment [the smallest angle being 73.24 (6)° and the widest angle being 155.73 (7)°], with the two S atoms in cis positions. The dihedral angle between the mean planes of the two coordinating ligands is 83.65 (5)°. The crystal packing is consolidated by weak C-H⋯N hydrogen-bonding inter-actions.

Related literature

For background to the coordination chemistry of hydrazine carbodithio­ates, see: Ravoof et al. (2010 ▶). For the synthesis, see: Ravoof et al. (2004 ▶). For related structures, see: Hossain et al. (1996 ▶); Paulus et al. (2011 ▶). For H-atom treatment in the refinement, see: Cooper et al. (2010 ▶).

Experimental

Crystal data

[Zn(C20H16N3S2)2]·C2H3N

M = 831.43

Monoclinic,

a = 12.5918 (3) Å

b = 14.0025 (3) Å

c = 22.2129 (5) Å

β = 100.429 (2)°

V = 3851.79 (14) Å3

Z = 4

Mo Kα radiation

μ = 0.90 mm−1

T = 150 K

0.27 × 0.18 × 0.04 mm

Data collection

Oxford Diffraction Gemini CCD diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011 ▶) T min = 0.85, T max = 0.96

17196 measured reflections

8678 independent reflections

7022 reflections with I > 2.0σ(I)

R int = 0.032

Refinement

R[F 2 > 2σ(F 2)] = 0.038

wR(F 2) = 0.081

S = 0.99

8677 reflections

487 parameters

H-atom parameters constrained

Δρmax = 0.63 e Å−3

Δρmin = −0.56 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 ▶); cell refinement: CrysAlis PRO (Agilent, 2011 ▶); data reduction: CrysAlis PRO; program(s) used to solve structure: SIR92 (Altomare et al., 1994 ▶); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003 ▶); molecular graphics: CAMERON (Watkin et al., 1996 ▶); software used to prepare material for publication: CRYSTALS.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812009592/wm2598sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812009592/wm2598Isup2.hkl

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

[Zn(C20H16N3S2)2]·C2H3N	F(000) = 1720
Mr = 831.43	Dx = 1.434 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6190 reflections
a = 12.5918 (3) Å	θ = 2–29°
b = 14.0025 (3) Å	µ = 0.90 mm−1
c = 22.2129 (5) Å	T = 150 K
β = 100.429 (2)°	Prismatic, yellow
V = 3851.79 (14) Å3	0.27 × 0.18 × 0.04 mm
Z = 4

Oxford Diffraction Gemini CCD diffractometer	8678 independent reflections
Radiation source: sealed X-ray tube, Oxford Diffraction Enhance X-ray	7022 reflections with I > 2.0σ(I)
Graphite monochromator	Rint = 0.032
φ scans	θmax = 28.8°, θmin = 2.2°
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011)	h = −12→17
Tmin = 0.85, Tmax = 0.96	k = −17→17
17196 measured reflections	l = −28→30

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.038	H-atom parameters constrained
wR(F2) = 0.081	Method = Modified Sheldrick w = 1/[σ2(F2) + ( 0.03P)2 + 2.81P], where P = (max(Fo2,0) + 2Fc2)/3
S = 0.99	(Δ/σ)max = 0.001
8677 reflections	Δρmax = 0.63 e Å−3
487 parameters	Δρmin = −0.56 e Å−3
0 restraints

Experimental. The crystal was placed in the cold stream of an Oxford Cryosystems open-flow nitrogen cryostat (Cosier & Glazer, 1986) with a nominal stability of 0.1 K.Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105–107.

	x	y	z	Uiso*/Ueq
Zn1	0.52827 (2)	0.992001 (17)	0.315553 (11)	0.0157
C101	0.54238 (16)	0.96909 (14)	0.18279 (9)	0.0151
N102	0.57756 (13)	1.02145 (12)	0.23042 (8)	0.0145
N103	0.66583 (14)	1.07951 (12)	0.22781 (8)	0.0165
C104	0.69996 (17)	1.12459 (14)	0.27968 (9)	0.0170
S105	0.64556 (5)	1.12917 (4)	0.34537 (3)	0.0223
S106	0.82077 (5)	1.18896 (4)	0.28549 (3)	0.0218
C107	0.86887 (19)	1.16235 (16)	0.21458 (10)	0.0227
C108	0.92336 (18)	1.06688 (16)	0.21381 (10)	0.0201
C109	1.02461 (19)	1.04967 (18)	0.24911 (11)	0.0271
C110	1.0748 (2)	0.96228 (19)	0.24752 (11)	0.0306
C111	1.0238 (2)	0.88970 (18)	0.21068 (11)	0.0276
C112	0.92326 (19)	0.90545 (17)	0.17534 (10)	0.0257
C113	0.87376 (18)	0.99394 (16)	0.17643 (10)	0.0212
C114	0.45800 (16)	0.89875 (15)	0.19093 (9)	0.0160
N115	0.43995 (14)	0.88792 (12)	0.24871 (8)	0.0173
C116	0.36456 (17)	0.82562 (16)	0.25873 (10)	0.0211
C117	0.30530 (18)	0.77079 (16)	0.21274 (11)	0.0247
C118	0.32364 (19)	0.78172 (17)	0.15367 (11)	0.0264
C119	0.40036 (18)	0.84708 (16)	0.14234 (10)	0.0220
C120	0.58251 (17)	0.97419 (15)	0.12405 (9)	0.0169
C121	0.62547 (18)	0.89391 (16)	0.10049 (10)	0.0218
C122	0.6655 (2)	0.90042 (18)	0.04628 (11)	0.0288
C123	0.6611 (2)	0.98605 (18)	0.01499 (10)	0.0289
C124	0.6161 (2)	1.06568 (18)	0.03757 (10)	0.0281
C125	0.57791 (19)	1.06006 (16)	0.09211 (10)	0.0223
C201	0.59004 (16)	0.84982 (14)	0.41713 (9)	0.0150
N202	0.51528 (13)	0.90998 (12)	0.39390 (8)	0.0157
N203	0.42040 (14)	0.90721 (13)	0.41716 (8)	0.0193
C204	0.34919 (17)	0.96989 (16)	0.39193 (10)	0.0189
S205	0.35673 (4)	1.05422 (4)	0.33664 (3)	0.0213
S206	0.22568 (5)	0.96742 (5)	0.41839 (3)	0.0309
C207	0.2312 (2)	0.85102 (19)	0.45623 (11)	0.0322
C208	0.22822 (18)	0.76718 (18)	0.41302 (11)	0.0276
C209	0.14642 (19)	0.7582 (2)	0.36166 (12)	0.0346
C210	0.1418 (2)	0.6803 (2)	0.32314 (12)	0.0394
C211	0.2202 (2)	0.6104 (2)	0.33423 (13)	0.0409
C212	0.3031 (2)	0.61924 (19)	0.38429 (13)	0.0391
C213	0.3062 (2)	0.69618 (18)	0.42340 (11)	0.0310
C214	0.68809 (17)	0.85023 (14)	0.38898 (9)	0.0155
N215	0.67706 (14)	0.89154 (12)	0.33326 (8)	0.0163
C216	0.76099 (17)	0.88769 (15)	0.30420 (10)	0.0192
C217	0.85827 (18)	0.84506 (16)	0.32896 (10)	0.0220
C218	0.87086 (17)	0.80787 (15)	0.38733 (10)	0.0208
C219	0.78445 (17)	0.81014 (15)	0.41769 (10)	0.0192
C220	0.58100 (16)	0.77931 (15)	0.46577 (9)	0.0157
C221	0.59856 (18)	0.68281 (16)	0.45448 (10)	0.0204
C222	0.58656 (19)	0.61414 (16)	0.49780 (11)	0.0245
C223	0.55935 (19)	0.64118 (17)	0.55269 (10)	0.0260
C224	0.54377 (18)	0.73704 (17)	0.56474 (10)	0.0237
C225	0.55425 (17)	0.80586 (16)	0.52144 (9)	0.0189
C301	0.5638 (2)	0.54258 (19)	0.08460 (13)	0.0421
C302	0.5150 (2)	0.63022 (19)	0.05801 (11)	0.0308
N303	0.4777 (2)	0.69814 (17)	0.03609 (10)	0.0421
H1071	0.9213	1.2132	0.2111	0.0279*
H1072	0.8069	1.1671	0.1809	0.0280*
H1091	1.0597	1.0995	0.2750	0.0331*
H1101	1.1443	0.9511	0.2701	0.0389*
H1111	1.0583	0.8288	0.2094	0.0346*
H1121	0.8877	0.8560	0.1500	0.0322*
H1131	0.8041	1.0054	0.1510	0.0267*
H1161	0.3528	0.8199	0.3002	0.0264*
H1171	0.2530	0.7272	0.2224	0.0297*
H1181	0.2835	0.7452	0.1212	0.0328*
H1191	0.4138	0.8567	0.1019	0.0273*
H1211	0.6288	0.8342	0.1222	0.0266*
H1221	0.6965	0.8447	0.0307	0.0360*
H1231	0.6890	0.9897	−0.0220	0.0349*
H1241	0.6106	1.1255	0.0160	0.0344*
H1251	0.5479	1.1150	0.1079	0.0278*
H2071	0.2968	0.8479	0.4886	0.0407*
H2072	0.1655	0.8490	0.4758	0.0406*
H2091	0.0920	0.8079	0.3527	0.0422*
H2101	0.0845	0.6752	0.2897	0.0485*
H2111	0.2179	0.5566	0.3074	0.0489*
H2121	0.3592	0.5728	0.3916	0.0497*
H2131	0.3634	0.7018	0.4592	0.0396*
H2161	0.7536	0.9149	0.2645	0.0237*
H2171	0.9146	0.8431	0.3063	0.0266*
H2181	0.9384	0.7810	0.4067	0.0256*
H2191	0.7890	0.7845	0.4586	0.0233*
H2211	0.6186	0.6641	0.4165	0.0255*
H2221	0.5970	0.5479	0.4891	0.0300*
H2231	0.5512	0.5940	0.5829	0.0323*
H2241	0.5264	0.7553	0.6038	0.0282*
H2251	0.5427	0.8719	0.5299	0.0240*
H3012	0.5394	0.5297	0.1234	0.0643*
H3011	0.6406	0.5507	0.0906	0.0637*
H3013	0.5432	0.4920	0.0566	0.0642*

	U11	U22	U33	U12	U13	U23
Zn1	0.01798 (13)	0.01668 (12)	0.01312 (12)	0.00072 (10)	0.00433 (10)	0.00122 (10)
C101	0.0149 (10)	0.0139 (10)	0.0156 (10)	0.0010 (8)	0.0004 (8)	0.0023 (8)
N102	0.0142 (8)	0.0126 (8)	0.0155 (8)	−0.0019 (7)	−0.0003 (7)	0.0011 (7)
N103	0.0180 (9)	0.0146 (9)	0.0167 (9)	−0.0030 (7)	0.0022 (7)	0.0005 (7)
C104	0.0204 (11)	0.0111 (10)	0.0189 (11)	0.0026 (8)	0.0023 (9)	0.0022 (8)
S105	0.0278 (3)	0.0216 (3)	0.0190 (3)	−0.0035 (2)	0.0079 (2)	−0.0067 (2)
S106	0.0242 (3)	0.0198 (3)	0.0209 (3)	−0.0079 (2)	0.0026 (2)	−0.0038 (2)
C107	0.0239 (12)	0.0229 (12)	0.0221 (11)	−0.0070 (10)	0.0060 (10)	0.0035 (9)
C108	0.0207 (11)	0.0233 (12)	0.0178 (11)	−0.0053 (9)	0.0077 (9)	0.0037 (9)
C109	0.0259 (12)	0.0316 (13)	0.0232 (12)	−0.0078 (11)	0.0029 (10)	−0.0008 (10)
C110	0.0218 (12)	0.0416 (15)	0.0280 (13)	0.0016 (11)	0.0032 (11)	0.0045 (11)
C111	0.0287 (13)	0.0325 (14)	0.0241 (12)	0.0064 (11)	0.0113 (11)	0.0029 (10)
C112	0.0284 (13)	0.0291 (13)	0.0215 (12)	−0.0023 (11)	0.0101 (10)	−0.0046 (10)
C113	0.0178 (11)	0.0282 (12)	0.0181 (11)	−0.0031 (9)	0.0044 (9)	−0.0012 (9)
C114	0.0156 (10)	0.0150 (10)	0.0166 (10)	0.0012 (8)	0.0009 (9)	−0.0003 (8)
N115	0.0180 (9)	0.0168 (9)	0.0178 (9)	−0.0003 (7)	0.0050 (8)	−0.0008 (7)
C116	0.0220 (11)	0.0205 (11)	0.0227 (11)	−0.0017 (9)	0.0098 (10)	−0.0003 (9)
C117	0.0195 (11)	0.0230 (12)	0.0333 (13)	−0.0069 (10)	0.0091 (10)	−0.0027 (10)
C118	0.0226 (12)	0.0273 (12)	0.0283 (13)	−0.0085 (10)	0.0019 (11)	−0.0059 (10)
C119	0.0224 (11)	0.0243 (12)	0.0190 (11)	−0.0057 (10)	0.0031 (10)	−0.0012 (9)
C120	0.0163 (10)	0.0204 (11)	0.0128 (10)	−0.0057 (9)	−0.0007 (8)	−0.0006 (8)
C121	0.0255 (12)	0.0211 (11)	0.0185 (11)	−0.0004 (9)	0.0031 (10)	−0.0003 (9)
C122	0.0303 (13)	0.0330 (14)	0.0243 (12)	−0.0030 (11)	0.0082 (11)	−0.0088 (11)
C123	0.0296 (13)	0.0420 (15)	0.0164 (11)	−0.0131 (12)	0.0077 (10)	−0.0047 (11)
C124	0.0373 (14)	0.0281 (13)	0.0182 (11)	−0.0119 (11)	0.0035 (11)	0.0046 (10)
C125	0.0290 (12)	0.0214 (11)	0.0156 (11)	−0.0047 (10)	0.0021 (10)	−0.0004 (9)
C201	0.0161 (10)	0.0152 (10)	0.0137 (10)	−0.0003 (8)	0.0028 (9)	−0.0009 (8)
N202	0.0144 (8)	0.0188 (9)	0.0151 (9)	0.0016 (7)	0.0056 (7)	−0.0001 (7)
N203	0.0153 (9)	0.0253 (10)	0.0192 (9)	0.0040 (8)	0.0083 (8)	0.0017 (8)
C204	0.0176 (10)	0.0238 (11)	0.0164 (10)	0.0037 (9)	0.0058 (9)	−0.0041 (9)
S205	0.0210 (3)	0.0203 (3)	0.0225 (3)	0.0064 (2)	0.0035 (2)	0.0022 (2)
S206	0.0202 (3)	0.0392 (4)	0.0365 (3)	0.0097 (3)	0.0140 (3)	0.0043 (3)
C207	0.0254 (13)	0.0447 (16)	0.0299 (13)	0.0013 (12)	0.0136 (11)	0.0072 (12)
C208	0.0206 (12)	0.0377 (14)	0.0267 (12)	−0.0046 (11)	0.0101 (10)	0.0079 (11)
C209	0.0185 (12)	0.0499 (17)	0.0352 (14)	−0.0056 (12)	0.0048 (11)	0.0121 (13)
C210	0.0319 (15)	0.0522 (18)	0.0321 (14)	−0.0204 (14)	0.0006 (12)	0.0077 (13)
C211	0.0484 (17)	0.0385 (16)	0.0355 (15)	−0.0211 (14)	0.0063 (14)	0.0019 (12)
C212	0.0406 (16)	0.0307 (14)	0.0448 (16)	−0.0017 (12)	0.0051 (14)	0.0070 (12)
C213	0.0270 (13)	0.0353 (14)	0.0298 (13)	−0.0052 (11)	0.0028 (11)	0.0077 (11)
C214	0.0160 (10)	0.0133 (10)	0.0177 (10)	0.0007 (8)	0.0047 (9)	−0.0003 (8)
N215	0.0184 (9)	0.0145 (9)	0.0159 (9)	0.0017 (7)	0.0029 (8)	0.0022 (7)
C216	0.0216 (11)	0.0183 (11)	0.0200 (11)	0.0002 (9)	0.0098 (9)	0.0024 (9)
C217	0.0183 (11)	0.0235 (12)	0.0263 (12)	0.0019 (9)	0.0094 (10)	0.0000 (10)
C218	0.0146 (10)	0.0190 (11)	0.0286 (12)	0.0032 (9)	0.0033 (10)	0.0020 (9)
C219	0.0193 (11)	0.0200 (11)	0.0184 (11)	−0.0004 (9)	0.0037 (9)	0.0031 (9)
C220	0.0119 (10)	0.0192 (10)	0.0161 (10)	0.0022 (8)	0.0027 (8)	0.0030 (8)
C221	0.0215 (11)	0.0228 (11)	0.0187 (11)	0.0015 (9)	0.0085 (10)	−0.0004 (9)
C222	0.0295 (13)	0.0168 (11)	0.0295 (12)	0.0035 (10)	0.0114 (11)	0.0027 (9)
C223	0.0283 (12)	0.0268 (12)	0.0245 (12)	0.0029 (10)	0.0089 (11)	0.0099 (10)
C224	0.0274 (12)	0.0286 (12)	0.0166 (11)	0.0044 (10)	0.0083 (10)	0.0022 (9)
C225	0.0184 (11)	0.0206 (11)	0.0176 (11)	0.0024 (9)	0.0030 (9)	0.0000 (9)
C301	0.0438 (17)	0.0337 (15)	0.0425 (16)	0.0025 (13)	−0.0089 (14)	−0.0034 (13)
C302	0.0297 (13)	0.0346 (14)	0.0253 (13)	−0.0064 (12)	−0.0024 (11)	−0.0048 (11)
N303	0.0498 (15)	0.0334 (13)	0.0372 (13)	−0.0009 (11)	−0.0082 (12)	−0.0027 (11)

Zn1—N102	2.1346 (17)	C201—N202	1.299 (3)
Zn1—S105	2.4403 (6)	C201—C214	1.481 (3)
Zn1—N115	2.2288 (17)	C201—C220	1.483 (3)
Zn1—N202	2.1160 (17)	N202—N203	1.385 (2)
Zn1—S205	2.4516 (6)	N203—C204	1.306 (3)
Zn1—N215	2.3188 (17)	C204—S205	1.719 (2)
C101—N102	1.297 (3)	C204—S206	1.760 (2)
C101—C114	1.484 (3)	S206—C207	1.829 (3)
C101—C120	1.484 (3)	C207—C208	1.512 (4)
N102—N103	1.387 (2)	C207—H2071	0.994
N103—C104	1.316 (3)	C207—H2072	1.002
C104—S105	1.722 (2)	C208—C209	1.397 (3)
C104—S106	1.753 (2)	C208—C213	1.387 (3)
S106—C107	1.825 (2)	C209—C210	1.382 (4)
C107—C108	1.504 (3)	C209—H2091	0.971
C107—H1071	0.984	C210—C211	1.381 (4)
C107—H1072	0.982	C210—H2101	0.939
C108—C109	1.392 (3)	C211—C212	1.386 (4)
C108—C113	1.391 (3)	C211—H2111	0.957
C109—C110	1.380 (4)	C212—C213	1.380 (4)
C109—H1091	0.960	C212—H2121	0.952
C110—C111	1.387 (3)	C213—H2131	0.974
C110—H1101	0.940	C214—N215	1.350 (3)
C111—C112	1.382 (3)	C214—C219	1.383 (3)
C111—H1111	0.960	N215—C216	1.335 (3)
C112—C113	1.389 (3)	C216—C217	1.384 (3)
C112—H1121	0.952	C216—H2161	0.949
C113—H1131	0.967	C217—C218	1.379 (3)
C114—N115	1.352 (3)	C217—H2171	0.942
C114—C119	1.390 (3)	C218—C219	1.380 (3)
N115—C116	1.337 (3)	C218—H2181	0.958
C116—C117	1.383 (3)	C219—H2191	0.970
C116—H1161	0.961	C220—C221	1.399 (3)
C117—C118	1.381 (3)	C220—C225	1.390 (3)
C117—H1171	0.950	C221—C222	1.388 (3)
C118—C119	1.386 (3)	C221—H2211	0.960
C118—H1181	0.952	C222—C223	1.378 (3)
C119—H1191	0.954	C222—H2221	0.961
C120—C121	1.390 (3)	C223—C224	1.389 (3)
C120—C125	1.392 (3)	C223—H2231	0.959
C121—C122	1.390 (3)	C224—C225	1.385 (3)
C121—H1211	0.962	C224—H2241	0.967
C122—C123	1.382 (3)	C225—H2251	0.961
C122—H1221	0.964	C301—C302	1.449 (4)
C123—C124	1.385 (3)	C301—H3012	0.983
C123—H1231	0.951	C301—H3011	0.958
C124—C125	1.384 (3)	C301—H3013	0.947
C124—H1241	0.962	C302—N303	1.131 (3)
C125—H1251	0.951
N102—Zn1—S105	80.19 (5)	C120—C125—C124	120.4 (2)
N102—Zn1—N115	74.11 (6)	C120—C125—H1251	119.5
S105—Zn1—N115	154.15 (5)	C124—C125—H1251	120.0
N102—Zn1—N202	155.73 (7)	N202—C201—C214	115.42 (18)
S105—Zn1—N202	109.70 (5)	N202—C201—C220	125.14 (19)
N115—Zn1—N202	95.14 (6)	C214—C201—C220	119.33 (17)
N102—Zn1—S205	120.54 (5)	Zn1—N202—C201	121.37 (14)
S105—Zn1—S205	100.33 (2)	Zn1—N202—N203	121.48 (13)
N115—Zn1—S205	90.52 (5)	C201—N202—N203	116.47 (17)
N202—Zn1—S205	80.43 (5)	N202—N203—C204	113.11 (17)
N102—Zn1—N215	84.94 (6)	N203—C204—S205	130.23 (17)
S105—Zn1—N215	90.04 (5)	N203—C204—S206	115.02 (16)
N115—Zn1—N215	90.39 (6)	S205—C204—S206	114.75 (12)
N202—Zn1—N215	73.24 (6)	C204—S205—Zn1	93.26 (7)
S205—Zn1—N215	153.63 (5)	C204—S206—C207	102.05 (11)
N102—C101—C114	114.98 (18)	S206—C207—C208	113.92 (17)
N102—C101—C120	124.71 (19)	S206—C207—H2071	109.2
C114—C101—C120	120.29 (17)	C208—C207—H2071	110.3
Zn1—N102—C101	120.13 (14)	S206—C207—H2072	105.1
Zn1—N102—N103	120.93 (12)	C208—C207—H2072	109.0
C101—N102—N103	117.09 (17)	H2071—C207—H2072	109.1
N102—N103—C104	112.46 (17)	C207—C208—C209	121.2 (2)
N103—C104—S105	130.01 (17)	C207—C208—C213	121.0 (2)
N103—C104—S106	116.92 (16)	C209—C208—C213	117.8 (2)
S105—C104—S106	113.05 (12)	C208—C209—C210	121.2 (3)
C104—S105—Zn1	93.14 (7)	C208—C209—H2091	119.4
C104—S106—C107	104.51 (10)	C210—C209—H2091	119.4
S106—C107—C108	114.49 (15)	C209—C210—C211	120.1 (3)
S106—C107—H1071	104.6	C209—C210—H2101	119.3
C108—C107—H1071	109.2	C211—C210—H2101	120.7
S106—C107—H1072	107.6	C210—C211—C212	119.3 (3)
C108—C107—H1072	110.7	C210—C211—H2111	120.4
H1071—C107—H1072	110.1	C212—C211—H2111	120.2
C107—C108—C109	121.4 (2)	C211—C212—C213	120.4 (3)
C107—C108—C113	120.2 (2)	C211—C212—H2121	120.2
C109—C108—C113	118.4 (2)	C213—C212—H2121	119.3
C108—C109—C110	121.0 (2)	C208—C213—C212	121.1 (2)
C108—C109—H1091	119.2	C208—C213—H2131	118.3
C110—C109—H1091	119.8	C212—C213—H2131	120.6
C109—C110—C111	120.0 (2)	C201—C214—N215	115.68 (18)
C109—C110—H1101	121.3	C201—C214—C219	122.15 (19)
C111—C110—H1101	118.7	N215—C214—C219	122.17 (19)
C110—C111—C112	119.8 (2)	Zn1—N215—C214	111.17 (13)
C110—C111—H1111	120.4	Zn1—N215—C216	128.93 (14)
C112—C111—H1111	119.9	C214—N215—C216	117.82 (18)
C111—C112—C113	120.0 (2)	N215—C216—C217	123.1 (2)
C111—C112—H1121	120.3	N215—C216—H2161	118.6
C113—C112—H1121	119.7	C217—C216—H2161	118.3
C108—C113—C112	120.7 (2)	C216—C217—C218	118.6 (2)
C108—C113—H1131	119.3	C216—C217—H2171	119.8
C112—C113—H1131	120.0	C218—C217—H2171	121.5
C101—C114—N115	115.93 (18)	C217—C218—C219	118.9 (2)
C101—C114—C119	122.40 (19)	C217—C218—H2181	120.8
N115—C114—C119	121.67 (19)	C219—C218—H2181	120.3
Zn1—N115—C114	114.19 (13)	C214—C219—C218	119.2 (2)
Zn1—N115—C116	126.82 (14)	C214—C219—H2191	118.7
C114—N115—C116	118.53 (18)	C218—C219—H2191	122.1
N115—C116—C117	122.9 (2)	C201—C220—C221	118.48 (18)
N115—C116—H1161	116.8	C201—C220—C225	122.21 (19)
C117—C116—H1161	120.3	C221—C220—C225	119.30 (19)
C116—C117—C118	118.6 (2)	C220—C221—C222	120.3 (2)
C116—C117—H1171	119.5	C220—C221—H2211	119.8
C118—C117—H1171	121.8	C222—C221—H2211	119.9
C117—C118—C119	119.2 (2)	C221—C222—C223	119.9 (2)
C117—C118—H1181	120.2	C221—C222—H2221	119.6
C119—C118—H1181	120.6	C223—C222—H2221	120.5
C114—C119—C118	119.1 (2)	C222—C223—C224	120.1 (2)
C114—C119—H1191	120.1	C222—C223—H2231	120.3
C118—C119—H1191	120.9	C224—C223—H2231	119.6
C101—C120—C121	120.65 (19)	C223—C224—C225	120.3 (2)
C101—C120—C125	120.0 (2)	C223—C224—H2241	119.4
C121—C120—C125	119.3 (2)	C225—C224—H2241	120.3
C120—C121—C122	120.0 (2)	C220—C225—C224	120.1 (2)
C120—C121—H1211	119.9	C220—C225—H2251	120.1
C122—C121—H1211	120.0	C224—C225—H2251	119.8
C121—C122—C123	120.3 (2)	C302—C301—H3012	109.6
C121—C122—H1221	119.5	C302—C301—H3011	107.4
C123—C122—H1221	120.2	H3012—C301—H3011	111.6
C122—C123—C124	119.9 (2)	C302—C301—H3013	108.6
C122—C123—H1231	119.5	H3012—C301—H3013	110.3
C124—C123—H1231	120.6	H3011—C301—H3013	109.2
C123—C124—C125	120.0 (2)	C301—C302—N303	178.5 (3)
C123—C124—H1241	121.2	C301—C302—N303	178.5 (3)
C125—C124—H1241	118.8	C301—C302—N303	178.5 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C216—H2161···N103	0.95	2.62	3.285 (3)	127

Table 1

Selected bond lengths (Å)

Zn1—N102	2.1346 (17)
Zn1—S105	2.4403 (6)
Zn1—N115	2.2288 (17)
Zn1—N202	2.1160 (17)
Zn1—S205	2.4516 (6)
Zn1—N215	2.3188 (17)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C216—H2161⋯N103	0.95	2.62	3.285 (3)	127