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Acta Crystallographica Section E: Structure Reports Online logoLink to Acta Crystallographica Section E: Structure Reports Online
. 2011 Jan 22;67(Pt 2):m244. doi: 10.1107/S1600536811001735

(4,7-Diphenyl-1,10-phenanthroline-κ2 N,N′)dimethyl­bis­(thio­cyanato-κN)tin(IV)

Ezzatollah Najafi a, Mostafa M Amini a, Seik Weng Ng b,*
PMCID: PMC3051511  PMID: 21522899

Abstract

In the title compound, [Sn(CH3)2(NSC)2(C24H16N2)], a 1:1 adduct of dimethyl­tin diisothio­cyanate with 4,7-diphenyl-1,10-phenanthroline, the SnIV atom shows a slightly distorted octa­hedral SnC2N4 coordination. The methyl groups are trans to each other in the octa­hedron surrounding the metal atom [C—Sn—C = 176.61 (12)°].

Related literature

For the ethanol-solvated di-n-butyl­tin dichloride adduct of the N-heterocycle, see: Hu et al. (1989 ▶).graphic file with name e-67-0m244-scheme1.jpg

Experimental

Crystal data

  • [Sn(CH3)2(NSC)2(C24H16N2)]

  • M r = 597.31

  • Monoclinic, Inline graphic

  • a = 17.1918 (2) Å

  • b = 8.1907 (2) Å

  • c = 18.3045 (3) Å

  • β = 98.042 (1)°

  • V = 2552.16 (8) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 1.19 mm−1

  • T = 100 K

  • 0.20 × 0.15 × 0.10 mm

Data collection

  • Agilent Technologies SuperNova Dual diffractometer with an Atlas detector

  • Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010 ▶) T min = 0.797, T max = 0.890

  • 13167 measured reflections

  • 5710 independent reflections

  • 4833 reflections with I > 2σ(I)

  • R int = 0.031

Refinement

  • R[F 2 > 2σ(F 2)] = 0.034

  • wR(F 2) = 0.084

  • S = 1.03

  • 5710 reflections

  • 318 parameters

  • H-atom parameters constrained

  • Δρmax = 1.02 e Å−3

  • Δρmin = −0.89 e Å−3

Data collection: CrysAlis PRO (Agilent Technologies, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Supplementary Material

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811001735/bt5462sup1.cif

e-67-0m244-sup1.cif (23.5KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001735/bt5462Isup2.hkl

e-67-0m244-Isup2.hkl (279.6KB, hkl)

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

Acknowledgments

We thank Shahid Beheshti University and the University of Malaya for supporting this study.

supplementary crystallographic information

Comment

Diorganotin dihalides/pseudohalides form a number of adducts with 1,10-phenanthroline and its derivatives. The dibutytlin dichloride adduct with 4,7-diphenyl-1,10-phenanthroline exists as an ethanol solvate (Hu et al., 1989). The dimethyltin diisothiocyanate adduct is anhydrous (Scheme I, Fig. 1). It also features the chelated tin atom in an octahedral geometry.

Experimental

Dimethyltin diisothiocyanate and 4,7-diphenyl-1,10-phenanthroline (1 mmol) were loaded into a convection tube. The tube was filled with dry methanol and kept at 333 K. Colorless crystals were collected from the side arm after several days.

Refinement

H-atoms were placed in calculated positions [C—H 0.95 to 0.98 Å, Uiso(H) 1.2 to 1.5Ueq(C)] and were included in the refinement in the riding model approximation.

Figures

Fig. 1.

Fig. 1.

Anisotropic displacement ellipsoid plot (Barbour, 2001) of Sn(NCS)2(CH3)2(C22H16N2)at the 70% probability level; hydrogen atoms are drawn as spheres of arbitrary radius.

Crystal data

[Sn(CH3)2(NSC)2(C24H16N2)] F(000) = 1200
Mr = 597.31 Dx = 1.555 Mg m−3
Monoclinic, P21/n Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn Cell parameters from 6689 reflections
a = 17.1918 (2) Å θ = 2.2–29.4°
b = 8.1907 (2) Å µ = 1.19 mm−1
c = 18.3045 (3) Å T = 100 K
β = 98.042 (1)° Prism, colorless
V = 2552.16 (8) Å3 0.20 × 0.15 × 0.10 mm
Z = 4

Data collection

Agilent Technologies SuperNova Dual (Cu at zero) diffractometer with an Atlas detector 5710 independent reflections
Radiation source: SuperNova (Mo) X-ray Source 4833 reflections with I > 2σ(I)
Mirror Rint = 0.031
Detector resolution: 10.4041 pixels mm-1 θmax = 27.5°, θmin = 2.3°
ω scans h = −17→22
Absorption correction: multi-scan (CrysAlis PRO; Agilent Technologies, 2010) k = −10→8
Tmin = 0.797, Tmax = 0.890 l = −23→23
13167 measured reflections

Refinement

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)] = 0.034 Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084 H-atom parameters constrained
S = 1.03 w = 1/[σ2(Fo2) + (0.0372P)2 + 1.3448P] where P = (Fo2 + 2Fc2)/3
5710 reflections (Δ/σ)max = 0.001
318 parameters Δρmax = 1.02 e Å−3
0 restraints Δρmin = −0.89 e Å−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

x y z Uiso*/Ueq
Sn1 0.430971 (9) 0.35713 (2) 0.153313 (10) 0.02007 (7)
S1 0.39425 (6) 0.14565 (14) −0.10042 (6) 0.0523 (3)
S2 0.15135 (4) 0.31635 (11) 0.17421 (5) 0.03287 (19)
N1 0.50393 (11) 0.4293 (3) 0.26740 (12) 0.0188 (5)
N2 0.56572 (12) 0.3760 (3) 0.14104 (13) 0.0183 (5)
N3 0.39761 (16) 0.3004 (3) 0.03302 (14) 0.0346 (6)
N4 0.31366 (17) 0.3499 (4) 0.1919 (2) 0.0528 (9)
C1 0.44834 (17) 0.1079 (4) 0.17985 (18) 0.0308 (7)
H1A 0.4090 0.0722 0.2104 0.046*
H1B 0.5011 0.0924 0.2072 0.046*
H1C 0.4430 0.0433 0.1344 0.046*
C2 0.41642 (17) 0.6092 (4) 0.13329 (18) 0.0291 (7)
H2A 0.3711 0.6271 0.0953 0.044*
H2B 0.4638 0.6534 0.1163 0.044*
H2C 0.4076 0.6645 0.1789 0.044*
C3 0.59521 (15) 0.3505 (4) 0.07902 (16) 0.0225 (6)
H3 0.5613 0.3103 0.0375 0.027*
C4 0.67354 (15) 0.3796 (3) 0.07169 (15) 0.0207 (6)
H4 0.6919 0.3584 0.0260 0.025*
C5 0.72464 (14) 0.4391 (3) 0.13051 (15) 0.0178 (5)
C6 0.69505 (14) 0.4625 (3) 0.19856 (15) 0.0169 (5)
C7 0.61521 (14) 0.4290 (3) 0.20143 (14) 0.0174 (5)
C8 0.74140 (14) 0.5247 (3) 0.26383 (15) 0.0196 (6)
H8 0.7944 0.5553 0.2619 0.023*
C9 0.71173 (14) 0.5409 (4) 0.32806 (15) 0.0202 (6)
H9 0.7451 0.5773 0.3707 0.024*
C10 0.63136 (14) 0.5044 (3) 0.33323 (15) 0.0171 (5)
C11 0.58269 (13) 0.4536 (3) 0.26895 (14) 0.0165 (5)
C12 0.59669 (14) 0.5299 (3) 0.39857 (15) 0.0176 (5)
C13 0.51612 (14) 0.5121 (4) 0.39372 (15) 0.0197 (6)
H13 0.4906 0.5346 0.4354 0.024*
C14 0.47207 (14) 0.4613 (4) 0.32769 (15) 0.0208 (6)
H14 0.4169 0.4491 0.3259 0.025*
C15 0.80687 (14) 0.4777 (3) 0.11987 (15) 0.0184 (6)
C16 0.81958 (15) 0.5699 (4) 0.05879 (16) 0.0230 (6)
H16 0.7761 0.6070 0.0251 0.028*
C17 0.89580 (17) 0.6081 (4) 0.04668 (18) 0.0286 (7)
H17 0.9042 0.6746 0.0060 0.034*
C18 0.95916 (16) 0.5487 (4) 0.09433 (17) 0.0290 (7)
H18 1.0111 0.5734 0.0858 0.035*
C19 0.94723 (15) 0.4538 (4) 0.15416 (16) 0.0249 (6)
H19 0.9910 0.4115 0.1860 0.030*
C20 0.87128 (14) 0.4198 (4) 0.16795 (15) 0.0204 (6)
H20 0.8633 0.3574 0.2100 0.024*
C21 0.64392 (14) 0.5755 (3) 0.46954 (14) 0.0173 (5)
C22 0.71205 (15) 0.4890 (4) 0.49706 (16) 0.0228 (6)
H22 0.7295 0.4020 0.4691 0.027*
C23 0.75401 (15) 0.5293 (4) 0.56471 (16) 0.0252 (6)
H23 0.7995 0.4684 0.5834 0.030*
C24 0.73016 (16) 0.6579 (4) 0.60538 (16) 0.0246 (6)
H24 0.7591 0.6851 0.6518 0.030*
C25 0.66399 (15) 0.7464 (4) 0.57809 (15) 0.0238 (6)
H25 0.6484 0.8365 0.6053 0.029*
C26 0.62034 (14) 0.7044 (3) 0.51140 (15) 0.0185 (6)
H26 0.5740 0.7637 0.4939 0.022*
C27 0.39747 (15) 0.2339 (4) −0.02074 (18) 0.0276 (7)
C28 0.24557 (18) 0.3359 (4) 0.18306 (19) 0.0323 (7)

Atomic displacement parameters (Å2)

U11 U22 U33 U12 U13 U23
Sn1 0.01425 (10) 0.02700 (13) 0.01784 (12) −0.00130 (7) −0.00165 (7) 0.00103 (8)
S1 0.0643 (6) 0.0581 (7) 0.0384 (5) −0.0235 (5) 0.0209 (5) −0.0208 (5)
S2 0.0185 (3) 0.0407 (5) 0.0401 (5) −0.0003 (3) 0.0063 (3) 0.0046 (4)
N1 0.0156 (10) 0.0238 (13) 0.0168 (11) −0.0006 (9) 0.0011 (9) 0.0047 (10)
N2 0.0172 (10) 0.0224 (13) 0.0150 (11) −0.0005 (9) 0.0010 (9) 0.0011 (10)
N3 0.0547 (17) 0.0268 (15) 0.0194 (14) 0.0013 (13) −0.0052 (12) −0.0013 (12)
N4 0.0261 (15) 0.053 (2) 0.083 (3) −0.0066 (13) 0.0204 (16) −0.0049 (18)
C1 0.0262 (14) 0.0320 (18) 0.0321 (17) −0.0039 (12) −0.0038 (13) 0.0119 (14)
C2 0.0287 (15) 0.0300 (18) 0.0275 (16) 0.0092 (12) 0.0004 (13) 0.0032 (14)
C3 0.0210 (13) 0.0283 (17) 0.0169 (14) −0.0005 (11) −0.0017 (11) 0.0015 (12)
C4 0.0206 (13) 0.0257 (16) 0.0161 (14) 0.0016 (11) 0.0037 (11) 0.0004 (12)
C5 0.0189 (12) 0.0152 (14) 0.0198 (14) 0.0023 (10) 0.0042 (10) 0.0011 (11)
C6 0.0151 (11) 0.0163 (14) 0.0196 (13) 0.0001 (10) 0.0038 (10) −0.0008 (11)
C7 0.0159 (12) 0.0173 (14) 0.0184 (13) 0.0011 (10) 0.0000 (10) 0.0032 (11)
C8 0.0150 (11) 0.0192 (14) 0.0248 (15) −0.0007 (10) 0.0042 (10) −0.0043 (12)
C9 0.0151 (12) 0.0243 (15) 0.0207 (14) −0.0010 (10) 0.0008 (10) −0.0038 (12)
C10 0.0184 (12) 0.0133 (13) 0.0194 (14) 0.0013 (10) 0.0026 (10) 0.0025 (11)
C11 0.0151 (11) 0.0155 (14) 0.0185 (13) −0.0004 (10) 0.0013 (10) 0.0016 (11)
C12 0.0175 (12) 0.0164 (14) 0.0191 (14) 0.0017 (10) 0.0027 (10) 0.0028 (11)
C13 0.0189 (12) 0.0241 (15) 0.0170 (14) 0.0007 (11) 0.0054 (10) 0.0031 (12)
C14 0.0152 (12) 0.0295 (16) 0.0177 (14) −0.0023 (11) 0.0025 (10) 0.0041 (12)
C15 0.0190 (12) 0.0161 (14) 0.0212 (14) 0.0004 (10) 0.0070 (11) −0.0067 (11)
C16 0.0250 (13) 0.0191 (15) 0.0254 (15) 0.0019 (11) 0.0057 (11) −0.0014 (13)
C17 0.0326 (15) 0.0247 (17) 0.0315 (17) −0.0055 (12) 0.0148 (14) −0.0041 (14)
C18 0.0230 (14) 0.0298 (18) 0.0365 (18) −0.0092 (12) 0.0125 (13) −0.0131 (15)
C19 0.0166 (12) 0.0310 (17) 0.0266 (16) −0.0002 (11) 0.0021 (11) −0.0131 (13)
C20 0.0213 (12) 0.0199 (15) 0.0203 (14) −0.0014 (11) 0.0047 (11) −0.0064 (12)
C21 0.0174 (12) 0.0188 (14) 0.0160 (13) −0.0029 (10) 0.0031 (10) 0.0004 (12)
C22 0.0211 (13) 0.0184 (15) 0.0281 (16) −0.0003 (10) 0.0014 (11) −0.0013 (12)
C23 0.0179 (12) 0.0290 (17) 0.0269 (16) 0.0004 (11) −0.0030 (11) 0.0037 (13)
C24 0.0205 (13) 0.0340 (18) 0.0191 (15) −0.0082 (12) 0.0016 (11) −0.0003 (13)
C25 0.0271 (14) 0.0257 (16) 0.0204 (15) −0.0036 (12) 0.0102 (11) −0.0046 (13)
C26 0.0167 (12) 0.0197 (14) 0.0192 (14) −0.0005 (10) 0.0034 (10) 0.0016 (12)
C27 0.0185 (13) 0.0306 (18) 0.0321 (18) −0.0043 (12) −0.0017 (12) 0.0093 (15)
C28 0.0285 (16) 0.0304 (18) 0.040 (2) −0.0006 (12) 0.0132 (14) 0.0021 (15)

Geometric parameters (Å, °)

Sn1—C2 2.106 (3) C9—C10 1.430 (3)
Sn1—C1 2.110 (3) C9—H9 0.9500
Sn1—N4 2.229 (3) C10—C11 1.408 (4)
Sn1—N3 2.245 (3) C10—C12 1.424 (4)
Sn1—N1 2.356 (2) C12—C13 1.383 (3)
Sn1—N2 2.364 (2) C12—C21 1.480 (4)
S1—C27 1.622 (3) C13—C14 1.397 (4)
S2—C28 1.613 (3) C13—H13 0.9500
N1—C14 1.325 (3) C14—H14 0.9500
N1—C11 1.365 (3) C15—C16 1.392 (4)
N2—C3 1.323 (4) C15—C20 1.397 (4)
N2—C7 1.368 (3) C16—C17 1.395 (4)
N3—C27 1.125 (4) C16—H16 0.9500
N4—C28 1.165 (4) C17—C18 1.385 (4)
C1—H1A 0.9800 C17—H17 0.9500
C1—H1B 0.9800 C18—C19 1.382 (4)
C1—H1C 0.9800 C18—H18 0.9500
C2—H2A 0.9800 C19—C20 1.392 (3)
C2—H2B 0.9800 C19—H19 0.9500
C2—H2C 0.9800 C20—H20 0.9500
C3—C4 1.392 (4) C21—C26 1.397 (4)
C3—H3 0.9500 C21—C22 1.401 (4)
C4—C5 1.380 (4) C22—C23 1.383 (4)
C4—H4 0.9500 C22—H22 0.9500
C5—C6 1.423 (4) C23—C24 1.384 (4)
C5—C15 1.488 (3) C23—H23 0.9500
C6—C7 1.408 (3) C24—C25 1.382 (4)
C6—C8 1.434 (4) C24—H24 0.9500
C7—C11 1.440 (4) C25—C26 1.384 (4)
C8—C9 1.352 (4) C25—H25 0.9500
C8—H8 0.9500 C26—H26 0.9500
C2—Sn1—C1 176.61 (12) C10—C9—H9 119.2
C2—Sn1—N4 89.45 (12) C11—C10—C12 118.4 (2)
C1—Sn1—N4 90.38 (12) C11—C10—C9 118.2 (2)
C2—Sn1—N3 91.41 (12) C12—C10—C9 123.1 (2)
C1—Sn1—N3 91.95 (12) N1—C11—C10 122.2 (2)
N4—Sn1—N3 100.76 (12) N1—C11—C7 117.7 (2)
C2—Sn1—N1 86.78 (11) C10—C11—C7 120.1 (2)
C1—Sn1—N1 89.89 (11) C13—C12—C10 117.6 (2)
N4—Sn1—N1 96.84 (11) C13—C12—C21 120.3 (2)
N3—Sn1—N1 162.29 (9) C10—C12—C21 122.1 (2)
C2—Sn1—N2 90.76 (10) C12—C13—C14 120.2 (2)
C1—Sn1—N2 88.64 (10) C12—C13—H13 119.9
N4—Sn1—N2 166.95 (11) C14—C13—H13 119.9
N3—Sn1—N2 92.27 (9) N1—C14—C13 122.9 (2)
N1—Sn1—N2 70.15 (7) N1—C14—H14 118.6
C14—N1—C11 118.6 (2) C13—C14—H14 118.6
C14—N1—Sn1 123.85 (16) C16—C15—C20 119.4 (2)
C11—N1—Sn1 117.30 (16) C16—C15—C5 118.7 (2)
C3—N2—C7 118.3 (2) C20—C15—C5 122.0 (2)
C3—N2—Sn1 124.71 (18) C15—C16—C17 120.4 (3)
C7—N2—Sn1 116.81 (16) C15—C16—H16 119.8
C27—N3—Sn1 158.1 (3) C17—C16—H16 119.8
C28—N4—Sn1 153.5 (3) C18—C17—C16 119.6 (3)
Sn1—C1—H1A 109.5 C18—C17—H17 120.2
Sn1—C1—H1B 109.5 C16—C17—H17 120.2
H1A—C1—H1B 109.5 C19—C18—C17 120.4 (2)
Sn1—C1—H1C 109.5 C19—C18—H18 119.8
H1A—C1—H1C 109.5 C17—C18—H18 119.8
H1B—C1—H1C 109.5 C18—C19—C20 120.2 (3)
Sn1—C2—H2A 109.5 C18—C19—H19 119.9
Sn1—C2—H2B 109.5 C20—C19—H19 119.9
H2A—C2—H2B 109.5 C19—C20—C15 119.9 (3)
Sn1—C2—H2C 109.5 C19—C20—H20 120.0
H2A—C2—H2C 109.5 C15—C20—H20 120.0
H2B—C2—H2C 109.5 C26—C21—C22 118.5 (2)
N2—C3—C4 123.2 (3) C26—C21—C12 120.4 (2)
N2—C3—H3 118.4 C22—C21—C12 121.1 (3)
C4—C3—H3 118.4 C23—C22—C21 120.4 (3)
C5—C4—C3 120.3 (3) C23—C22—H22 119.8
C5—C4—H4 119.9 C21—C22—H22 119.8
C3—C4—H4 119.9 C22—C23—C24 120.4 (3)
C4—C5—C6 117.6 (2) C22—C23—H23 119.8
C4—C5—C15 119.1 (2) C24—C23—H23 119.8
C6—C5—C15 123.3 (2) C25—C24—C23 119.7 (3)
C7—C6—C5 118.4 (2) C25—C24—H24 120.2
C7—C6—C8 118.0 (2) C23—C24—H24 120.2
C5—C6—C8 123.5 (2) C24—C25—C26 120.4 (3)
N2—C7—C6 122.1 (2) C24—C25—H25 119.8
N2—C7—C11 117.8 (2) C26—C25—H25 119.8
C6—C7—C11 120.1 (2) C25—C26—C21 120.6 (2)
C9—C8—C6 121.8 (2) C25—C26—H26 119.7
C9—C8—H8 119.1 C21—C26—H26 119.7
C6—C8—H8 119.1 N3—C27—S1 176.9 (3)
C8—C9—C10 121.5 (2) N4—C28—S2 177.8 (4)
C8—C9—H9 119.2
C2—Sn1—N1—C14 85.1 (2) C8—C9—C10—C11 −1.2 (4)
C1—Sn1—N1—C14 −94.3 (2) C8—C9—C10—C12 −175.8 (3)
N4—Sn1—N1—C14 −3.9 (2) C14—N1—C11—C10 2.8 (4)
N3—Sn1—N1—C14 169.6 (3) Sn1—N1—C11—C10 177.00 (19)
N2—Sn1—N1—C14 177.1 (2) C14—N1—C11—C7 −175.8 (2)
C2—Sn1—N1—C11 −88.7 (2) Sn1—N1—C11—C7 −1.6 (3)
C1—Sn1—N1—C11 91.9 (2) C12—C10—C11—N1 0.4 (4)
N4—Sn1—N1—C11 −177.7 (2) C9—C10—C11—N1 −174.5 (3)
N3—Sn1—N1—C11 −4.2 (4) C12—C10—C11—C7 179.0 (2)
N2—Sn1—N1—C11 3.29 (19) C9—C10—C11—C7 4.1 (4)
C2—Sn1—N2—C3 −93.4 (2) N2—C7—C11—N1 −2.8 (4)
C1—Sn1—N2—C3 89.9 (2) C6—C7—C11—N1 175.9 (3)
N4—Sn1—N2—C3 175.8 (4) N2—C7—C11—C10 178.6 (2)
N3—Sn1—N2—C3 −2.0 (2) C6—C7—C11—C10 −2.8 (4)
N1—Sn1—N2—C3 −179.7 (2) C11—C10—C12—C13 −3.6 (4)
C2—Sn1—N2—C7 81.6 (2) C9—C10—C12—C13 171.0 (3)
C1—Sn1—N2—C7 −95.1 (2) C11—C10—C12—C21 177.0 (3)
N4—Sn1—N2—C7 −9.3 (6) C9—C10—C12—C21 −8.4 (4)
N3—Sn1—N2—C7 173.0 (2) C10—C12—C13—C14 3.7 (4)
N1—Sn1—N2—C7 −4.72 (18) C21—C12—C13—C14 −176.8 (3)
C2—Sn1—N3—C27 147.3 (7) C11—N1—C14—C13 −2.8 (4)
C1—Sn1—N3—C27 −32.2 (7) Sn1—N1—C14—C13 −176.6 (2)
N4—Sn1—N3—C27 −123.0 (7) C12—C13—C14—N1 −0.5 (4)
N1—Sn1—N3—C27 63.5 (8) C4—C5—C15—C16 47.9 (4)
N2—Sn1—N3—C27 56.5 (7) C6—C5—C15—C16 −131.2 (3)
C2—Sn1—N4—C28 88.5 (7) C4—C5—C15—C20 −130.0 (3)
C1—Sn1—N4—C28 −94.8 (7) C6—C5—C15—C20 50.9 (4)
N3—Sn1—N4—C28 −2.8 (7) C20—C15—C16—C17 −1.8 (4)
N1—Sn1—N4—C28 175.2 (7) C5—C15—C16—C17 −179.7 (3)
N2—Sn1—N4—C28 179.5 (5) C15—C16—C17—C18 2.4 (4)
C7—N2—C3—C4 −2.0 (4) C16—C17—C18—C19 −0.8 (5)
Sn1—N2—C3—C4 172.9 (2) C17—C18—C19—C20 −1.4 (4)
N2—C3—C4—C5 −0.5 (4) C18—C19—C20—C15 2.0 (4)
C3—C4—C5—C6 2.5 (4) C16—C15—C20—C19 −0.4 (4)
C3—C4—C5—C15 −176.6 (3) C5—C15—C20—C19 177.5 (3)
C4—C5—C6—C7 −2.0 (4) C13—C12—C21—C26 −47.3 (4)
C15—C5—C6—C7 177.1 (3) C10—C12—C21—C26 132.1 (3)
C4—C5—C6—C8 −179.4 (3) C13—C12—C21—C22 131.4 (3)
C15—C5—C6—C8 −0.3 (4) C10—C12—C21—C22 −49.3 (4)
C3—N2—C7—C6 2.4 (4) C26—C21—C22—C23 1.0 (4)
Sn1—N2—C7—C6 −172.9 (2) C12—C21—C22—C23 −177.7 (3)
C3—N2—C7—C11 −178.9 (2) C21—C22—C23—C24 −1.3 (4)
Sn1—N2—C7—C11 5.8 (3) C22—C23—C24—C25 0.0 (4)
C5—C6—C7—N2 −0.4 (4) C23—C24—C25—C26 1.8 (4)
C8—C6—C7—N2 177.1 (2) C24—C25—C26—C21 −2.1 (4)
C5—C6—C7—C11 −179.0 (2) C22—C21—C26—C25 0.8 (4)
C8—C6—C7—C11 −1.4 (4) C12—C21—C26—C25 179.4 (2)
C7—C6—C8—C9 4.5 (4) Sn1—N3—C27—S1 −174 (5)
C5—C6—C8—C9 −178.1 (3) Sn1—N4—C28—S2 171 (8)
C6—C8—C9—C10 −3.2 (4)

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5462).

References

  1. Agilent Technologies (2010). CrysAlis PRO Agilent Technologies, Yarnton, England.
  2. Barbour, L. J. (2001). J. Supramol. Chem. 1, 189–191.
  3. Hu, S.-Z., Lin, W.-F., Wan, J. Z. & Huang, Z.-X. (1989). Chin. J. Struct. Chem. 8, 36–39.
  4. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [DOI] [PubMed]
  5. Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925.

Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536811001735/bt5462sup1.cif

e-67-0m244-sup1.cif (23.5KB, cif)

Structure factors: contains datablocks I. DOI: 10.1107/S1600536811001735/bt5462Isup2.hkl

e-67-0m244-Isup2.hkl (279.6KB, hkl)

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


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