Bis(2-fluoro­benz­yl)(N-salicylidenevalinato-κ3N,O,O′)tin(IV)

Ding, R.; Zhu, J.; Zhang, D.; Ling, A.; Yin, H.

doi:10.1107/S1600536807013840

Bis(2-fluorobenzyl)(N-salicylidenevalinato-κ³N,O,O′)tin(IV)

R. Ding, J. Zhu, D. Zhang, A. Ling and H. Yin

In the title compound, [Sn(C₇H₆F)₂(C₁₂H₁₃NO₃)], the Schiff base acts as a tridentate ligand, chelating the Sn atom. The Sn atom is five-coordinate in a distorted trigonal-bipyramidal geometry, with the O atoms occupying the axial positions, and the N and C atoms occupying the equatorial positions. In addition, in the crystal, one of the F atoms is disordered over two positions.

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807013840/bt2289sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536807013840/bt2289Isup2.hkl Contains datablock I

CCDC reference: 240373

checkCIF report

Key indicators

Single-crystal X-ray study
T = 273 K
Mean (C-C) = 0.004 Å
Disorder in main residue
R factor = 0.023
wR factor = 0.055
Data-to-parameter ratio = 13.1

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT430_ALERT_2_B Short Inter D...A Contact  O1     ..  O1      ..       2.71 Ang.

Alert level C
PLAT062_ALERT_4_C Rescale T(min) & T(max) by .....................       0.97
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000)         200 Deg.
PLAT301_ALERT_3_C Main Residue  Disorder .........................       3.00 Perc.
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......       5.10 Deg.
              C15  -F1   -H19'    1.555   1.555   1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......       2.10 Deg.
              F1   -C15  -H19'    1.555   1.555   1.555
PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ......       6.20 Deg.
              F1'  -C19  -H19     1.555   1.555   1.555

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

   1 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
   2 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

Related literature top

Corresponding organotin(IV) complexes with Schiff bases have similar structures (Yin & Wang, 2004; Yin, Wang & Xue, 2004; Beltrán et al., 2003).

Experimental top

A sample of salicylidene-valine (1.0 mmol) and sodium methylate (1.0 mmol) was stirred in 20 ml dichloromethane at room temperature for 30 min. To this solution was added di(o-fluorobenzyl)tin dichloride (1.0 mmol). The mixture was stirred at 40°C under nitrogen for 18 h. Evaporation of the filtrate left a yellow solid, which was recrystallized from dichloromethane-hexane (1:3) to give yellow crystals (yield 67%).

Structure description top

Corresponding organotin(IV) complexes with Schiff bases have similar structures (Yin & Wang, 2004; Yin, Wang & Xue, 2004; Beltrán et al., 2003).

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SMART; data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.

Figures top

Fig. 1. The molecular structure of (I), with atom labels and 30% probability displacement ellipsoids for non-H atoms.

(N-Salicylidene-valinoto-N,O,O') di(o-fluorobenzyl)tin(IV) top

Crystal data top

[Sn(C₁₂H₁₃NO₃)(C₇H₆F)₂]	Z = 2
M_r = 556.16	F(000) = 560
Triclinic, P1	D_x = 1.582 Mg m⁻³
a = 10.0184 (16) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.5814 (17) Å	Cell parameters from 4740 reflections
c = 11.9367 (19) Å	θ = 2.2–28.0°
α = 84.915 (2)°	µ = 1.14 mm⁻¹
β = 81.776 (2)°	T = 273 K
γ = 68.880 (2)°	Block, yellow
V = 1167.3 (3) Å³	0.45 × 0.41 × 0.37 mm

Data collection top

CCD area detector diffractometer	4073 independent reflections
Radiation source: fine-focus sealed tube	3698 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.012
φ and ω scans	θ_max = 25.0°, θ_min = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	h = −11→11
T_min = 0.628, T_max = 0.678	k = −12→9
6178 measured reflections	l = −14→14

Refinement top

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.055	H-atom parameters constrained
S = 1.12	w = 1/[σ²(F_o²) + (0.0222P)² + 0.4867P] where P = (F_o² + 2F_c²)/3
4073 reflections	(Δ/σ)_max = 0.002
310 parameters	Δρ_max = 0.57 e Å⁻³
1 restraint	Δρ_min = −0.45 e Å⁻³

Crystal data top

[Sn(C₁₂H₁₃NO₃)(C₇H₆F)₂]	γ = 68.880 (2)°
M_r = 556.16	V = 1167.3 (3) Å³
Triclinic, P1	Z = 2
a = 10.0184 (16) Å	Mo Kα radiation
b = 10.5814 (17) Å	µ = 1.14 mm⁻¹
c = 11.9367 (19) Å	T = 273 K
α = 84.915 (2)°	0.45 × 0.41 × 0.37 mm
β = 81.776 (2)°

Data collection top

CCD area detector diffractometer	4073 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 2004)	3698 reflections with I > 2σ(I)
T_min = 0.628, T_max = 0.678	R_int = 0.012
6178 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	1 restraint
wR(F²) = 0.055	H-atom parameters constrained
S = 1.12	Δρ_max = 0.57 e Å⁻³
4073 reflections	Δρ_min = −0.45 e Å⁻³
310 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sn1	0.418762 (18)	0.060765 (17)	0.674028 (14)	0.02904 (7)
F2	0.1869 (2)	−0.1933 (2)	0.59952 (17)	0.0770 (6)
N1	0.2350 (2)	0.2516 (2)	0.67652 (16)	0.0302 (5)
O1	0.37365 (18)	0.10634 (17)	0.50130 (14)	0.0338 (4)
O2	0.2373 (2)	0.2416 (2)	0.37691 (15)	0.0508 (5)
O3	0.3804 (2)	0.08235 (18)	0.85103 (14)	0.0387 (4)
C1	0.2652 (3)	0.2114 (3)	0.4735 (2)	0.0339 (6)
C2	0.1685 (3)	0.2969 (3)	0.5702 (2)	0.0333 (6)
H2	0.1605	0.3914	0.5527	0.040*
C3	0.0169 (3)	0.2891 (3)	0.5788 (2)	0.0407 (7)
H3	−0.0153	0.3150	0.5037	0.049*
C4	0.0189 (4)	0.1456 (3)	0.6064 (3)	0.0586 (9)
H4A	0.0884	0.0853	0.5531	0.088*
H4B	−0.0748	0.1427	0.6020	0.088*
H4C	0.0445	0.1181	0.6816	0.088*
C5	−0.0929 (3)	0.3876 (4)	0.6605 (3)	0.0579 (9)
H5A	−0.0928	0.4775	0.6410	0.087*
H5B	−0.0685	0.3624	0.7362	0.087*
H5C	−0.1868	0.3852	0.6561	0.087*
C6	0.2016 (3)	0.3394 (3)	0.7549 (2)	0.0349 (6)
H6	0.1441	0.4272	0.7353	0.042*
C7	0.2411 (3)	0.3190 (3)	0.8666 (2)	0.0340 (6)
C8	0.3252 (3)	0.1914 (3)	0.9116 (2)	0.0332 (6)
C9	0.3474 (3)	0.1824 (3)	1.0263 (2)	0.0428 (7)
H9	0.4006	0.0994	1.0585	0.051*
C10	0.2916 (3)	0.2947 (4)	1.0910 (2)	0.0490 (8)
H10	0.3071	0.2861	1.1668	0.059*
C11	0.2126 (3)	0.4208 (4)	1.0462 (2)	0.0522 (8)
H11	0.1771	0.4963	1.0908	0.063*
C12	0.1881 (3)	0.4322 (3)	0.9360 (2)	0.0459 (7)
H12	0.1353	0.5165	0.9056	0.055*
C13	0.6098 (3)	0.1116 (3)	0.6583 (2)	0.0357 (6)
H13A	0.6837	0.0402	0.6949	0.043*
H13B	0.6454	0.1171	0.5787	0.043*
C14	0.5823 (3)	0.2432 (3)	0.7102 (2)	0.0334 (6)
F1	0.4747 (2)	0.3601 (2)	0.55215 (16)	0.0564 (7)	0.841 (5)
C15	0.51278 (9)	0.3657 (3)	0.65269 (17)	0.0393 (6)
C19	0.6182 (3)	0.2515 (3)	0.81989 (18)	0.0407 (6)
H19	0.6646	0.1726	0.8608	0.049*	0.841 (5)
H19'	0.4881	0.3637	0.5808	0.049*	0.159 (5)
F1'	0.6811 (13)	0.1350 (11)	0.8679 (9)	0.058 (4)	0.159 (5)
C16	0.4813 (3)	0.4895 (3)	0.7010 (3)	0.0505 (8)
H16	0.4366	0.5699	0.6613	0.061*
C17	0.5164 (4)	0.4930 (3)	0.8075 (3)	0.0544 (8)
H17	0.4935	0.5758	0.8404	0.065*
C18	0.5848 (3)	0.3749 (3)	0.8654 (3)	0.0505 (8)
H18	0.6091	0.3786	0.9371	0.061*
C20	0.3965 (3)	−0.1340 (3)	0.6949 (2)	0.0365 (6)
H20A	0.4025	−0.1656	0.6199	0.044*
H20B	0.4795	−0.1956	0.7291	0.044*
C21	0.2645 (3)	−0.1481 (2)	0.7631 (2)	0.0336 (6)
C22	0.1638 (3)	−0.1774 (3)	0.7132 (3)	0.0477 (7)
C23	0.0419 (4)	−0.1934 (4)	0.7721 (4)	0.0668 (10)
H23	−0.0240	−0.2120	0.7348	0.080*
C24	0.0204 (4)	−0.1812 (4)	0.8874 (4)	0.0733 (11)
H24	−0.0615	−0.1904	0.9291	0.088*
C25	0.1196 (4)	−0.1552 (4)	0.9413 (3)	0.0646 (10)
H25	0.1056	−0.1486	1.0196	0.078*
C26	0.2396 (3)	−0.1389 (3)	0.8795 (2)	0.0470 (7)
H26	0.3058	−0.1212	0.9171	0.056*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sn1	0.03388 (10)	0.02846 (10)	0.02714 (10)	−0.01294 (7)	−0.00491 (7)	−0.00292 (7)
F2	0.1004 (16)	0.0969 (16)	0.0589 (12)	−0.0578 (14)	−0.0287 (11)	−0.0034 (11)
N1	0.0316 (11)	0.0329 (12)	0.0252 (10)	−0.0091 (9)	−0.0043 (9)	−0.0053 (9)
O1	0.0366 (10)	0.0330 (10)	0.0274 (9)	−0.0059 (8)	−0.0040 (7)	−0.0061 (7)
O2	0.0570 (13)	0.0585 (13)	0.0241 (10)	−0.0036 (10)	−0.0077 (9)	−0.0027 (9)
O3	0.0546 (12)	0.0358 (10)	0.0259 (9)	−0.0156 (9)	−0.0061 (8)	−0.0022 (8)
C1	0.0361 (14)	0.0371 (15)	0.0271 (13)	−0.0108 (12)	−0.0027 (11)	−0.0048 (11)
C2	0.0373 (14)	0.0328 (14)	0.0261 (12)	−0.0065 (11)	−0.0071 (11)	−0.0023 (11)
C3	0.0355 (15)	0.0496 (17)	0.0335 (14)	−0.0089 (13)	−0.0093 (12)	−0.0016 (13)
C4	0.0514 (19)	0.060 (2)	0.072 (2)	−0.0259 (17)	−0.0119 (17)	−0.0046 (18)
C5	0.0377 (16)	0.068 (2)	0.058 (2)	−0.0084 (15)	0.0013 (14)	−0.0103 (17)
C6	0.0327 (14)	0.0349 (15)	0.0345 (14)	−0.0082 (11)	−0.0031 (11)	−0.0056 (12)
C7	0.0322 (13)	0.0422 (16)	0.0296 (13)	−0.0145 (12)	−0.0005 (11)	−0.0101 (12)
C8	0.0326 (13)	0.0447 (16)	0.0267 (13)	−0.0203 (12)	0.0022 (11)	−0.0044 (12)
C9	0.0449 (16)	0.0571 (19)	0.0278 (13)	−0.0196 (14)	−0.0027 (12)	−0.0046 (13)
C10	0.0444 (17)	0.082 (2)	0.0264 (14)	−0.0270 (17)	−0.0008 (12)	−0.0142 (15)
C11	0.0481 (18)	0.067 (2)	0.0416 (17)	−0.0157 (16)	−0.0012 (14)	−0.0287 (16)
C12	0.0441 (16)	0.0494 (18)	0.0427 (16)	−0.0119 (14)	−0.0030 (13)	−0.0169 (14)
C13	0.0330 (14)	0.0378 (15)	0.0391 (14)	−0.0146 (12)	−0.0035 (11)	−0.0076 (12)
C14	0.0306 (13)	0.0395 (15)	0.0349 (14)	−0.0193 (12)	0.0034 (11)	−0.0085 (12)
F1	0.0777 (16)	0.0574 (14)	0.0390 (12)	−0.0278 (12)	−0.0162 (10)	0.0053 (10)
C15	0.0422 (15)	0.0432 (16)	0.0365 (15)	−0.0204 (13)	−0.0011 (12)	−0.0049 (12)
C19	0.0436 (16)	0.0441 (17)	0.0405 (15)	−0.0220 (13)	−0.0062 (13)	−0.0035 (13)
F1'	0.073 (8)	0.045 (7)	0.057 (7)	−0.014 (6)	−0.035 (6)	0.003 (5)
C16	0.0584 (19)	0.0364 (17)	0.0565 (19)	−0.0200 (14)	0.0024 (15)	−0.0012 (14)
C17	0.066 (2)	0.0431 (18)	0.059 (2)	−0.0264 (16)	0.0089 (16)	−0.0225 (16)
C18	0.062 (2)	0.061 (2)	0.0407 (16)	−0.0347 (17)	−0.0018 (14)	−0.0158 (15)
C20	0.0418 (15)	0.0300 (14)	0.0385 (15)	−0.0142 (12)	−0.0006 (12)	−0.0050 (12)
C21	0.0360 (14)	0.0255 (13)	0.0405 (15)	−0.0125 (11)	−0.0036 (12)	−0.0008 (11)
C22	0.0507 (18)	0.0448 (18)	0.0521 (18)	−0.0200 (14)	−0.0124 (15)	−0.0003 (14)
C23	0.049 (2)	0.062 (2)	0.100 (3)	−0.0296 (17)	−0.020 (2)	0.005 (2)
C24	0.050 (2)	0.069 (2)	0.098 (3)	−0.0284 (19)	0.019 (2)	−0.001 (2)
C25	0.072 (2)	0.070 (2)	0.056 (2)	−0.037 (2)	0.0195 (18)	−0.0093 (18)
C26	0.0517 (18)	0.0477 (18)	0.0452 (17)	−0.0240 (15)	0.0008 (14)	−0.0026 (14)

Geometric parameters (Å, º) top

Sn1—O3	2.1104 (17)	C11—H11	0.9300
Sn1—C20	2.140 (3)	C12—H12	0.9300
Sn1—C13	2.147 (3)	C13—C14	1.493 (4)
Sn1—O1	2.1496 (17)	C13—H13A	0.9700
Sn1—N1	2.187 (2)	C13—H13B	0.9700
F2—C22	1.359 (3)	C14—C15	1.402 (3)
N1—C6	1.300 (3)	C14—C19	1.424 (3)
N1—C2	1.480 (3)	F1—C15	1.323 (3)
O1—C1	1.301 (3)	F1—H19'	0.3947
O2—C1	1.213 (3)	F1'—C19	1.290 (3)
O3—C8	1.316 (3)	F1'—H19	0.378
C1—C2	1.524 (3)	C15—C16	1.390 (4)
C2—C3	1.539 (4)	C15—H19'	0.9300
C2—H2	0.9800	C19—C18	1.368 (4)
C3—C5	1.514 (4)	C19—H19	0.9300
C3—C4	1.519 (4)	C16—C17	1.373 (4)
C3—H3	0.9800	C16—H16	0.9300
C4—H4A	0.9600	C17—C18	1.369 (5)
C4—H4B	0.9600	C17—H17	0.9300
C4—H4C	0.9600	C18—H18	0.9300
C5—H5A	0.9600	C20—C21	1.499 (4)
C5—H5B	0.9600	C20—H20A	0.9700
C5—H5C	0.9600	C20—H20B	0.9700
C6—C7	1.421 (4)	C21—C22	1.378 (4)
C6—H6	0.9300	C21—C26	1.382 (4)
C7—C12	1.412 (4)	C22—C23	1.378 (5)
C7—C8	1.415 (4)	C23—C24	1.372 (5)
C8—C9	1.408 (3)	C23—H23	0.9300
C9—C10	1.372 (4)	C24—C25	1.374 (5)
C9—H9	0.9300	C24—H24	0.9300
C10—C11	1.388 (4)	C25—C26	1.375 (4)
C10—H10	0.9300	C25—H25	0.9300
C11—C12	1.359 (4)	C26—H26	0.9300

O3—Sn1—C20	90.67 (9)	C10—C11—H11	120.5
O3—Sn1—C13	93.05 (9)	C11—C12—C7	121.5 (3)
C20—Sn1—C13	129.53 (10)	C11—C12—H12	119.2
O3—Sn1—O1	156.21 (7)	C7—C12—H12	119.2
C20—Sn1—O1	98.42 (9)	C14—C13—Sn1	111.90 (17)
C13—Sn1—O1	97.87 (9)	C14—C13—H13A	109.2
O3—Sn1—N1	82.27 (7)	Sn1—C13—H13A	109.2
C20—Sn1—N1	123.25 (9)	C14—C13—H13B	109.2
C13—Sn1—N1	107.11 (9)	Sn1—C13—H13B	109.2
O1—Sn1—N1	74.34 (7)	H13A—C13—H13B	107.9
C6—N1—C2	117.7 (2)	C15—C14—C19	117.1 (2)
C6—N1—Sn1	123.80 (17)	C15—C14—C13	120.0 (2)
C2—N1—Sn1	116.80 (15)	C19—C14—C13	122.9 (2)
C1—O1—Sn1	121.60 (15)	C15—F1—H19'	5.1
C8—O3—Sn1	130.98 (16)	F1—C15—C16	120.8 (2)
O2—C1—O1	123.6 (2)	F1—C15—C14	118.1 (2)
O2—C1—C2	119.8 (2)	F1'—C19—C14	113.6 (2)
O1—C1—C2	116.6 (2)	F1'—C19—C18	126.0 (5)
N1—C2—C1	109.6 (2)	C16—C15—C14	121.1 (2)
N1—C2—C3	112.7 (2)	F1—C15—H19'	2.1
C1—C2—C3	109.5 (2)	F1'—C19—H19	6.2
N1—C2—H2	108.3	C16—C15—H19'	119.7
C1—C2—H2	108.3	C14—C15—H19'	119.2
C3—C2—H2	108.3	C18—C19—C14	120.4 (3)
C5—C3—C4	111.0 (3)	C18—C19—H19	119.8
C5—C3—C2	113.3 (2)	C14—C19—H19	119.8
C4—C3—C2	111.9 (2)	C17—C16—C15	120.0 (3)
C5—C3—H3	106.7	C17—C16—H16	120.0
C4—C3—H3	106.7	C15—C16—H16	120.0
C2—C3—H3	106.7	C18—C17—C16	120.2 (3)
C3—C4—H4A	109.5	C18—C17—H17	119.9
C3—C4—H4B	109.5	C16—C17—H17	119.9
H4A—C4—H4B	109.5	C19—C18—C17	121.3 (3)
C3—C4—H4C	109.5	C19—C18—H18	119.4
H4A—C4—H4C	109.5	C17—C18—H18	119.4
H4B—C4—H4C	109.5	C21—C20—Sn1	119.40 (17)
C3—C5—H5A	109.5	C21—C20—H20A	107.5
C3—C5—H5B	109.5	Sn1—C20—H20A	107.5
H5A—C5—H5B	109.5	C21—C20—H20B	107.5
C3—C5—H5C	109.5	Sn1—C20—H20B	107.5
H5A—C5—H5C	109.5	H20A—C20—H20B	107.0
H5B—C5—H5C	109.5	C22—C21—C26	116.0 (3)
N1—C6—C7	128.7 (2)	C22—C21—C20	121.5 (3)
N1—C6—H6	115.7	C26—C21—C20	122.4 (2)
C7—C6—H6	115.7	F2—C22—C23	118.0 (3)
C12—C7—C8	119.4 (2)	F2—C22—C21	118.2 (3)
C12—C7—C6	117.3 (2)	C23—C22—C21	123.8 (3)
C8—C7—C6	123.3 (2)	C24—C23—C22	118.0 (3)
O3—C8—C9	119.7 (2)	C24—C23—H23	121.0
O3—C8—C7	122.6 (2)	C22—C23—H23	121.0
C9—C8—C7	117.7 (2)	C23—C24—C25	120.2 (3)
C10—C9—C8	120.8 (3)	C23—C24—H24	119.9
C10—C9—H9	119.6	C25—C24—H24	119.9
C8—C9—H9	119.6	C24—C25—C26	120.0 (3)
C9—C10—C11	121.6 (3)	C24—C25—H25	120.0
C9—C10—H10	119.2	C26—C25—H25	120.0
C11—C10—H10	119.2	C25—C26—C21	121.8 (3)
C12—C11—C10	119.0 (3)	C25—C26—H26	119.1
C12—C11—H11	120.5	C21—C26—H26	119.1

Experimental details

Crystal data
Chemical formula	[Sn(C₁₂H₁₃NO₃)(C₇H₆F)₂]
M_r	556.16
Crystal system, space group	Triclinic, P1
Temperature (K)	273
a, b, c (Å)	10.0184 (16), 10.5814 (17), 11.9367 (19)
α, β, γ (°)	84.915 (2), 81.776 (2), 68.880 (2)
V (Å³)	1167.3 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.14
Crystal size (mm)	0.45 × 0.41 × 0.37

Data collection
Diffractometer	CCD area detector
Absorption correction	Multi-scan (SADABS; Sheldrick, 2004)
T_min, T_max	0.628, 0.678
No. of measured, independent and observed [I > 2σ(I)] reflections	6178, 4073, 3698
R_int	0.012
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.055, 1.12
No. of reflections	4073
No. of parameters	310
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.57, −0.45

Computer programs: SMART (Bruker, 2001), SMART, SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001), SHELXTL.

Selected geometric parameters (Å, º) top

Sn1—O3	2.1104 (17)	Sn1—O1	2.1496 (17)
Sn1—C20	2.140 (3)	Sn1—N1	2.187 (2)
Sn1—C13	2.147 (3)

O3—Sn1—C20	90.67 (9)	C13—Sn1—O1	97.87 (9)
O3—Sn1—C13	93.05 (9)	O3—Sn1—N1	82.27 (7)
C20—Sn1—C13	129.53 (10)	C20—Sn1—N1	123.25 (9)
O3—Sn1—O1	156.21 (7)	C13—Sn1—N1	107.11 (9)
C20—Sn1—O1	98.42 (9)	O1—Sn1—N1	74.34 (7)

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page

Bis(2-fluoro­benz­yl)(N-salicylidenevalinato-κ3N,O,O′)tin(IV)

Supporting information

Key indicators

checkCIF/PLATON results

Bis(2-fluorobenzyl)(N-salicylidenevalinato-κ³N,O,O′)tin(IV)