Dimeth-yl(1,10-phenanthroline-κ(2) N,N')bis-(thio-cyanato-κN)tin(IV).

The Sn(IV) atom in the title compound, [Sn(CH3)2(NCS)2(C12H8N2)], is located on a twofold rotation axis in a distorted octa-hedral enviroment. The methyl groups are trans to each other [C-Sn-C = 175.7 (3)°], whereas the thio-cyanate groups are cis to each other.

Related literature

For dimethyl­tin dithio­thiocyanate, see: Britton (2006 ▶). For the 4,4′-bipyridine adduct, see: Najafi et al. (2011 ▶).

Experimental

Crystal data

[Sn(CH3)2(NCS)2(C12H8N2)]

M = 445.12

Orthorhombic,

a = 6.8218 (7) Å

b = 12.9272 (13) Å

c = 20.746 (2) Å

V = 1829.5 (3) Å3

Z = 4

Mo Kα radiation

μ = 1.63 mm−1

T = 295 K

0.30 × 0.15 × 0.05 mm

Data collection

Agilent SuperNova Dual diffractometer with an Atlas detector

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012) ▶ T min = 0.641, T max = 0.923

10262 measured reflections

2116 independent reflections

1368 reflections with I > 2σ(I)

R int = 0.055

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.106

S = 1.01

2116 reflections

106 parameters

H-atom parameters constrained

Δρmax = 0.51 e Å−3

Δρmin = −0.63 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); 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 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812047691/bt6862sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812047691/bt6862Isup2.hkl

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

[Sn(CH3)2(NCS)2(C12H8N2)]	F(000) = 880
Mr = 445.12	Dx = 1.616 Mg m−3
Orthorhombic, Pccn	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ab 2ac	Cell parameters from 1757 reflections
a = 6.8218 (7) Å	θ = 3.2–27.5°
b = 12.9272 (13) Å	µ = 1.63 mm−1
c = 20.746 (2) Å	T = 295 K
V = 1829.5 (3) Å3	Prism, colorless
Z = 4	0.30 × 0.15 × 0.05 mm

Agilent SuperNova Dual diffractometer with an Atlas detector	2116 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	1368 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.055
Detector resolution: 10.4041 pixels mm-1	θmax = 27.6°, θmin = 3.2°
ω scan	h = −6→8
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	k = −16→16
Tmin = 0.641, Tmax = 0.923	l = −27→24
10262 measured reflections

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)] = 0.039	H-atom parameters constrained
wR(F2) = 0.106	w = 1/[σ2(Fo2) + (0.0429P)2 + 0.5974P] where P = (Fo2 + 2Fc2)/3
S = 1.01	(Δ/σ)max = 0.001
2116 reflections	Δρmax = 0.51 e Å−3
106 parameters	Δρmin = −0.63 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: 0.0024 (4)

	x	y	z	Uiso*/Ueq
Sn1	0.7500	0.2500	0.243352 (18)	0.04816 (19)
S1	0.3311 (2)	0.45584 (12)	0.09896 (7)	0.0957 (6)
N1	0.5798 (5)	0.3037 (3)	0.33508 (16)	0.0515 (8)
N2	0.5246 (7)	0.3231 (4)	0.1785 (2)	0.1073 (18)
C1	0.5903 (7)	0.1114 (4)	0.2395 (2)	0.0746 (14)
H1A	0.6337	0.0710	0.2034	0.112*
H1B	0.4533	0.1267	0.2349	0.112*
H1C	0.6109	0.0731	0.2786	0.112*
C2	0.4146 (7)	0.3576 (4)	0.3337 (3)	0.0736 (14)
H2	0.3600	0.3748	0.2941	0.088*
C3	0.3208 (10)	0.3891 (5)	0.3898 (4)	0.107 (2)
H3	0.2060	0.4276	0.3875	0.128*
C4	0.3969 (12)	0.3635 (6)	0.4470 (4)	0.115 (3)
H4	0.3327	0.3832	0.4846	0.138*
C5	0.5721 (10)	0.3073 (5)	0.4510 (3)	0.0882 (18)
C6	0.6600 (6)	0.2783 (3)	0.3924 (2)	0.0556 (11)
C7	0.6688 (15)	0.2767 (9)	0.5097 (3)	0.142 (5)
H7	0.6135	0.2956	0.5490	0.170*
C8	0.4443 (7)	0.3778 (4)	0.1449 (2)	0.0644 (12)

	U11	U22	U33	U12	U13	U23
Sn1	0.0574 (3)	0.0459 (3)	0.0411 (3)	0.00503 (18)	0.000	0.000
S1	0.1188 (12)	0.0817 (11)	0.0866 (11)	0.0168 (9)	−0.0541 (9)	−0.0028 (8)
N1	0.056 (2)	0.043 (2)	0.055 (2)	0.0032 (17)	0.0090 (16)	−0.0054 (17)
N2	0.127 (4)	0.085 (4)	0.110 (4)	0.010 (3)	−0.058 (3)	0.019 (3)
C1	0.081 (4)	0.065 (3)	0.078 (4)	−0.010 (3)	−0.014 (2)	−0.009 (3)
C2	0.062 (3)	0.054 (3)	0.105 (4)	0.005 (2)	0.023 (3)	−0.010 (3)
C3	0.085 (4)	0.075 (4)	0.161 (7)	−0.002 (3)	0.061 (5)	−0.028 (5)
C4	0.137 (6)	0.096 (5)	0.113 (6)	−0.044 (5)	0.087 (5)	−0.050 (5)
C5	0.123 (5)	0.082 (4)	0.059 (3)	−0.039 (4)	0.038 (3)	−0.022 (3)
C6	0.071 (3)	0.052 (3)	0.044 (2)	−0.021 (2)	0.014 (2)	−0.008 (2)
C7	0.225 (15)	0.156 (12)	0.044 (3)	−0.092 (10)	0.035 (4)	−0.019 (4)
C8	0.071 (3)	0.068 (3)	0.054 (3)	−0.001 (3)	−0.015 (2)	−0.009 (2)

Sn1—C1	2.098 (5)	C1—H1C	0.9600
Sn1—C1i	2.098 (5)	C2—C3	1.388 (8)
Sn1—N2i	2.251 (4)	C2—H2	0.9300
Sn1—N2	2.251 (4)	C3—C4	1.337 (10)
Sn1—N1	2.335 (3)	C3—H3	0.9300
Sn1—N1i	2.335 (3)	C4—C5	1.401 (9)
S1—C8	1.588 (5)	C4—H4	0.9300
N1—C2	1.326 (5)	C5—C6	1.405 (6)
N1—C6	1.350 (5)	C5—C7	1.442 (9)
N2—C8	1.134 (5)	C6—C6i	1.430 (9)
C1—H1A	0.9600	C7—C7i	1.31 (2)
C1—H1B	0.9600	C7—H7	0.9300
C1—Sn1—C1i	175.7 (3)	Sn1—C1—H1C	109.5
C1—Sn1—N2i	88.48 (19)	H1A—C1—H1C	109.5
C1i—Sn1—N2i	88.94 (18)	H1B—C1—H1C	109.5
C1—Sn1—N2	88.94 (18)	N1—C2—C3	121.9 (6)
C1i—Sn1—N2	88.48 (19)	N1—C2—H2	119.1
N2i—Sn1—N2	106.6 (3)	C3—C2—H2	119.1
C1—Sn1—N1	91.51 (16)	C4—C3—C2	119.5 (7)
C1i—Sn1—N1	92.01 (15)	C4—C3—H3	120.2
N2i—Sn1—N1	162.09 (16)	C2—C3—H3	120.2
N2—Sn1—N1	91.30 (17)	C3—C4—C5	120.7 (6)
C1—Sn1—N1i	92.01 (15)	C3—C4—H4	119.6
C1i—Sn1—N1i	91.51 (16)	C5—C4—H4	119.6
N2i—Sn1—N1i	91.30 (17)	C4—C5—C6	116.9 (6)
N2—Sn1—N1i	162.09 (16)	C4—C5—C7	125.6 (6)
N1—Sn1—N1i	70.80 (18)	C6—C5—C7	117.6 (7)
C2—N1—C6	119.4 (4)	N1—C6—C5	121.6 (5)
C2—N1—Sn1	124.2 (3)	N1—C6—C6i	118.2 (2)
C6—N1—Sn1	116.4 (3)	C5—C6—C6i	120.2 (4)
C8—N2—Sn1	163.6 (5)	C7i—C7—C5	122.2 (4)
Sn1—C1—H1A	109.5	C7i—C7—H7	118.9
Sn1—C1—H1B	109.5	C5—C7—H7	118.9
H1A—C1—H1B	109.5	N2—C8—S1	178.8 (5)
C1—Sn1—N1—C2	−89.4 (4)	Sn1—N1—C2—C3	−178.9 (4)
C1i—Sn1—N1—C2	88.1 (4)	N1—C2—C3—C4	−0.9 (9)
N2i—Sn1—N1—C2	−179.2 (5)	C2—C3—C4—C5	1.4 (10)
N2—Sn1—N1—C2	−0.5 (4)	C3—C4—C5—C6	−1.1 (9)
N1i—Sn1—N1—C2	179.0 (4)	C3—C4—C5—C7	179.2 (8)
C1—Sn1—N1—C6	91.6 (3)	C2—N1—C6—C5	0.2 (6)
C1i—Sn1—N1—C6	−90.9 (3)	Sn1—N1—C6—C5	179.3 (3)
N2i—Sn1—N1—C6	1.8 (6)	C2—N1—C6—C6i	−178.9 (4)
N2—Sn1—N1—C6	−179.5 (3)	Sn1—N1—C6—C6i	0.1 (6)
N1i—Sn1—N1—C6	0.0 (2)	C4—C5—C6—N1	0.3 (7)
C1—Sn1—N2—C8	−167.4 (17)	C7—C5—C6—N1	−180.0 (6)
C1i—Sn1—N2—C8	9.2 (17)	C4—C5—C6—C6i	179.4 (5)
N2i—Sn1—N2—C8	−79.3 (17)	C7—C5—C6—C6i	−0.8 (9)
N1—Sn1—N2—C8	101.1 (17)	C4—C5—C7—C7i	179.3 (13)
N1i—Sn1—N2—C8	99.4 (17)	C6—C5—C7—C7i	−0.5 (19)
C6—N1—C2—C3	0.0 (7)