Dichloro­(N,N′-diethyl­dithio­carbamato-κ²S,S′)(4-methyl­pentan-2-onato-κ²C⁴,O)tin(IV)

The title compound, [SnCl₂(C₅H₁₀NS₂)(C₆H₁₁O)], features an octa­hedrally coordinated Sn center within a CCl₂OS₂ donor set defined by chelating dithio­carbamate and 4-methyl­pentan-2-onate ligands and cis-Cl atoms. The crystal structure comprises layers of mol­ecules inter­connected by C—H...Cl inter­actions.

Key indicators

• Single-crystal X-ray study
• T = 150 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.021
• wR factor = 0.057
• Data-to-parameter ratio = 23.9

checkCIF/PLATON results

No syntax errors found





Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.60
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.87 Ratio
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Sn     -   Cl2     ..       7.04 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Sn     -   S1      ..       9.56 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X)  Sn     -   S2      ..       9.96 su

Alert level G
ABSTM02_ALERT_3_G  When printed, the submitted absorption T values will be
            replaced by the scaled T values. Since the ratio of scaled T's
            is identical to the ratio of reported T values, the scaling
            does not imply a change to the absorption corrections used in
            the study.
            Ratio of Tmax expected/reported      0.603
            Tmax scaled      0.603 Tmin scaled      0.401

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   4 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CrystalClear (Rigaku, 2005); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976) and DIAMOND (Crystal Impact, 2006); software used to prepare material for publication: SHELXL97.

Dichloro(N,N'-diethyldithiocarbamato-κ²S,S)(4-methylpentan-2-onato- κ²C⁴,O)tin(IV)

Crystal data

[SnCl2(C5H10NS2)(C6H11O)]	F(000) = 872
Mr = 437.00	Dx = 1.683 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71070 Å
Hall symbol: -P 2ybc	Cell parameters from 7045 reflections
a = 10.487 (2) Å	θ = 1.9–27.6°
b = 10.870 (3) Å	µ = 2.02 mm^−1
c = 15.319 (4) Å	T = 150 K
β = 98.999 (5)°	Block, colorless
V = 1724.8 (7) Å^3	0.45 × 0.25 × 0.25 mm
Z = 4

Data collection

Rigaku AFC12K/SATURN724 diffractometer	3921 independent reflections
Radiation source: fine-focus sealed tube	3902 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.028
ω scans	θmax = 27.5°, θmin = 2.0°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −13→13
Tmin = 0.665, Tmax = 1	k = −14→14
41091 measured reflections	l = −19→19

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.021	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.057	H-atom parameters constrained
S = 1.20	w = 1/[σ^2(Fo^2) + (0.0235P)^2 + 1.6599P] where P = (Fo^2 + 2Fc^2)/3
3921 reflections	(Δ/σ)max = 0.001
164 parameters	Δρmax = 0.49 e Å^−3
0 restraints	Δρmin = −0.50 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Sn	0.736566 (11)	0.248838 (10)	0.099495 (8)	0.01647 (5)
Cl1	0.58613 (5)	0.08957 (5)	0.13318 (4)	0.03191 (12)
Cl2	0.64278 (5)	0.41793 (5)	0.16971 (3)	0.02523 (10)
S1	0.88688 (4)	0.17408 (5)	0.22915 (3)	0.02237 (10)
S2	0.96063 (4)	0.36452 (5)	0.10865 (3)	0.02245 (10)
O1	0.84561 (15)	0.10094 (14)	0.02090 (10)	0.0286 (3)
N1	1.11944 (15)	0.27642 (16)	0.24891 (12)	0.0207 (3)
C1	1.00388 (18)	0.27368 (18)	0.20052 (13)	0.0184 (3)
C2	1.15554 (19)	0.1957 (2)	0.32610 (14)	0.0279 (4)
H2A	1.2477	0.1729	0.3304	0.033*
H2B	1.1039	0.1192	0.3176	0.033*
C3	1.1341 (3)	0.2564 (3)	0.41155 (19)	0.0529 (8)
H3A	1.1593	0.1995	0.4609	0.079*
H3B	1.0426	0.2776	0.4081	0.079*
H3C	1.1864	0.3313	0.4209	0.079*
C4	1.22145 (19)	0.36103 (19)	0.22932 (16)	0.0292 (4)
H4A	1.2700	0.3925	0.2855	0.035*
H4B	1.1810	0.4322	0.1953	0.035*
C5	1.3144 (2)	0.2988 (3)	0.1769 (2)	0.0417 (6)
H5A	1.3810	0.3575	0.1661	0.063*
H5B	1.2672	0.2700	0.1204	0.063*
H5C	1.3550	0.2285	0.2105	0.063*
C6	0.65122 (19)	0.27857 (19)	−0.03823 (13)	0.0211 (4)
C7	0.6708 (2)	0.1606 (2)	−0.08867 (14)	0.0284 (4)
H7A	0.5961	0.1058	−0.0862	0.034*
H7B	0.6709	0.1820	−0.1515	0.034*
C8	0.7921 (2)	0.09044 (19)	−0.05585 (14)	0.0253 (4)
C9	0.5073 (2)	0.3051 (2)	−0.04315 (15)	0.0322 (5)
H9A	0.4957	0.3802	−0.0099	0.048*
H9B	0.4658	0.2359	−0.0176	0.048*
H9C	0.4680	0.3160	−0.1050	0.048*
C10	0.7199 (2)	0.3876 (2)	−0.07328 (15)	0.0316 (5)
H10A	0.7069	0.4613	−0.0389	0.047*
H10B	0.6843	0.4015	−0.1355	0.047*
H10C	0.8124	0.3699	−0.0679	0.047*
C11	0.8439 (3)	0.0052 (2)	−0.11809 (17)	0.0409 (6)
H11A	0.9129	−0.0450	−0.0854	0.061*
H11B	0.8782	0.0531	−0.1634	0.061*
H11C	0.7744	−0.0485	−0.1464	0.061*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Sn	0.01336 (8)	0.01800 (8)	0.01729 (8)	−0.00055 (4)	0.00003 (5)	0.00184 (4)
Cl1	0.0206 (2)	0.0277 (3)	0.0453 (3)	−0.00735 (18)	−0.0016 (2)	0.0120 (2)
Cl2	0.0226 (2)	0.0260 (2)	0.0274 (2)	0.00211 (17)	0.00485 (17)	−0.00289 (18)
S1	0.0156 (2)	0.0283 (2)	0.0220 (2)	−0.00361 (17)	−0.00075 (16)	0.00752 (18)
S2	0.0179 (2)	0.0243 (2)	0.0247 (2)	−0.00343 (17)	0.00220 (17)	0.00558 (18)
O1	0.0276 (7)	0.0289 (8)	0.0268 (7)	0.0084 (6)	−0.0041 (6)	−0.0050 (6)
N1	0.0136 (7)	0.0215 (7)	0.0260 (8)	−0.0004 (6)	−0.0003 (6)	−0.0014 (7)
C1	0.0166 (8)	0.0190 (8)	0.0198 (9)	0.0003 (7)	0.0030 (7)	−0.0031 (7)
C2	0.0189 (9)	0.0318 (11)	0.0300 (10)	0.0029 (8)	−0.0053 (7)	0.0040 (9)
C3	0.0525 (18)	0.079 (2)	0.0255 (13)	0.0104 (14)	0.0003 (12)	−0.0017 (12)
C4	0.0162 (9)	0.0221 (10)	0.0472 (13)	−0.0040 (7)	−0.0014 (8)	0.0000 (9)
C5	0.0225 (11)	0.0420 (14)	0.0635 (17)	−0.0016 (10)	0.0158 (11)	0.0065 (13)
C6	0.0203 (9)	0.0241 (9)	0.0174 (9)	0.0036 (7)	−0.0020 (7)	0.0024 (7)
C7	0.0281 (10)	0.0286 (11)	0.0252 (10)	0.0030 (8)	−0.0060 (8)	−0.0059 (8)
C8	0.0270 (10)	0.0206 (9)	0.0269 (10)	−0.0002 (8)	−0.0001 (8)	−0.0035 (8)
C9	0.0209 (10)	0.0421 (13)	0.0306 (11)	0.0081 (9)	−0.0045 (8)	0.0029 (10)
C10	0.0384 (12)	0.0300 (11)	0.0256 (10)	−0.0012 (9)	0.0026 (9)	0.0082 (8)
C11	0.0472 (14)	0.0372 (13)	0.0349 (12)	0.0164 (11)	−0.0043 (10)	−0.0142 (10)

Geometric parameters (Å, º)

Sn—Cl1	2.4509 (6)	C4—H4B	0.9900
Sn—Cl2	2.4153 (6)	C5—H5A	0.9800
Sn—S1	2.4720 (6)	C5—H5B	0.9800
Sn—S2	2.6493 (7)	C5—H5C	0.9800
Sn—C6	2.1832 (19)	C6—C7	1.527 (3)
Sn—O1	2.4026 (15)	C6—C9	1.527 (3)
S1—C1	1.743 (2)	C6—C10	1.527 (3)
S2—C1	1.721 (2)	C7—C8	1.501 (3)
O1—C8	1.226 (3)	C7—H7A	0.9900
N1—C1	1.318 (2)	C7—H7B	0.9900
N1—C2	1.474 (3)	C8—C11	1.492 (3)
N1—C4	1.477 (3)	C9—H9A	0.9800
C2—C3	1.514 (4)	C9—H9B	0.9800
C2—H2A	0.9900	C9—H9C	0.9800
C2—H2B	0.9900	C10—H10A	0.9800
C3—H3A	0.9800	C10—H10B	0.9800
C3—H3B	0.9800	C10—H10C	0.9800
C3—H3C	0.9800	C11—H11A	0.9800
C4—C5	1.515 (3)	C11—H11B	0.9800
C4—H4A	0.9900	C11—H11C	0.9800
Cl1—Sn—Cl2	97.09 (3)	H4A—C4—H4B	107.9
Cl1—Sn—S1	87.09 (2)	C4—C5—H5A	109.5
Cl1—Sn—S2	156.763 (17)	C4—C5—H5B	109.5
Cl1—Sn—O1	90.31 (5)	H5A—C5—H5B	109.5
Cl1—Sn—C6	97.35 (6)	C4—C5—H5C	109.5
Cl2—Sn—S1	98.35 (2)	H5A—C5—H5C	109.5
Cl2—Sn—S2	91.99 (2)	H5B—C5—H5C	109.5
Cl2—Sn—O1	172.42 (4)	C7—C6—C9	110.09 (18)
Cl2—Sn—C6	100.59 (6)	C7—C6—C10	111.43 (18)
S1—Sn—S2	70.408 (19)	C9—C6—C10	110.68 (18)
S1—Sn—O1	83.63 (4)	C7—C6—Sn	107.30 (13)
S1—Sn—C6	159.83 (5)	C9—C6—Sn	109.17 (14)
S2—Sn—C6	101.95 (6)	C10—C6—Sn	108.06 (13)
S2—Sn—O1	81.74 (4)	C8—C7—C6	115.55 (17)
O1—Sn—C6	76.71 (7)	C8—C7—H7A	108.4
Sn—S1—C1	88.80 (7)	C6—C7—H7A	108.4
Sn—S2—C1	83.63 (7)	C8—C7—H7B	108.4
Sn—O1—C8	111.12 (13)	C6—C7—H7B	108.4
C1—N1—C2	122.41 (17)	H7A—C7—H7B	107.5
C1—N1—C4	122.08 (18)	O1—C8—C11	120.8 (2)
C2—N1—C4	115.51 (16)	O1—C8—C7	120.71 (19)
S2—C1—S1	117.15 (11)	C11—C8—C7	118.42 (19)
S1—C1—N1	119.59 (15)	C6—C9—H9A	109.5
S2—C1—N1	123.26 (15)	C6—C9—H9B	109.5
N1—C2—C3	112.3 (2)	H9A—C9—H9B	109.5
N1—C2—H2A	109.1	C6—C9—H9C	109.5
C3—C2—H2A	109.1	H9A—C9—H9C	109.5
N1—C2—H2B	109.1	H9B—C9—H9C	109.5
C3—C2—H2B	109.1	C6—C10—H10A	109.5
H2A—C2—H2B	107.9	C6—C10—H10B	109.5
C2—C3—H3A	109.5	H10A—C10—H10B	109.5
C2—C3—H3B	109.5	C6—C10—H10C	109.5
H3A—C3—H3B	109.5	H10A—C10—H10C	109.5
C2—C3—H3C	109.5	H10B—C10—H10C	109.5
H3A—C3—H3C	109.5	C8—C11—H11A	109.5
H3B—C3—H3C	109.5	C8—C11—H11B	109.5
N1—C4—C5	112.07 (18)	H11A—C11—H11B	109.5
N1—C4—H4A	109.2	C8—C11—H11C	109.5
C5—C4—H4A	109.2	H11A—C11—H11C	109.5
N1—C4—H4B	109.2	H11B—C11—H11C	109.5
C5—C4—H4B	109.2