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The title complex, [Sn(C6H5)3(C6H3ClNO2)(H2O)], is five-coordinate with a distorted trigonal–bipyramidal geometry in the solid state. The O atom of the carboxyl­ate group occupies one of the axial sites and the O atom of the water mol­ecule occupies the other. Water H atoms are involved in an inter­molecular hydrogen-bonded network with the uncoordinated carboxyl­ate O atom and the pyridine N atom; the inter­actions lead to two types of rings.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680600626X/at2006sup1.cif
Contains datablocks I, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S160053680600626X/at2006Isup2.hkl
Contains datablock I

CCDC reference: 605228

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • R factor = 0.031
  • wR factor = 0.091
  • Data-to-parameter ratio = 14.5

checkCIF/PLATON results

No syntax errors found


No errors found in this datablock

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

Aqua(2-chloronicotinato)triphenyltin(IV) top
Crystal data top
[Sn(C6H5)3(C6H3ClNO2)(H2O)]F(000) = 1048
Mr = 524.55Dx = 1.562 Mg m3
Monoclinic, P21/nMelting point = 468–469 K
Hall symbol: -P 2ynMo Kα radiation, λ = 0.71073 Å
a = 10.328 (3) ÅCell parameters from 4754 reflections
b = 13.861 (3) Åθ = 2.3–27.3°
c = 15.628 (4) ŵ = 1.29 mm1
β = 94.198 (3)°T = 298 K
V = 2231.2 (10) Å3Block, colourless
Z = 40.53 × 0.41 × 0.37 mm
Data collection top
Siemens SMART CCD area-detector
diffractometer
3938 independent reflections
Radiation source: fine-focus sealed tube3128 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.038
φ and ω scansθmax = 25.0°, θmin = 2.3°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1212
Tmin = 0.548, Tmax = 0.647k = 1612
11356 measured reflectionsl = 1818
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.031Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.091H atoms treated by a mixture of independent and constrained refinement
S = 1.00 w = 1/[σ2(Fo2) + (0.0479P)2 + 1.6414P]
where P = (Fo2 + 2Fc2)/3
3938 reflections(Δ/σ)max < 0.001
271 parametersΔρmax = 0.77 e Å3
12 restraintsΔρmin = 0.41 e Å3
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
xyzUiso*/Ueq
Sn10.77593 (3)0.340855 (18)0.200520 (16)0.03313 (12)
Cl11.08020 (11)0.15251 (8)0.02281 (8)0.0519 (3)
N10.9610 (4)0.0852 (3)0.1153 (2)0.0518 (10)
O10.8313 (3)0.25736 (18)0.08996 (16)0.0391 (6)
O20.7428 (3)0.1226 (2)0.1357 (2)0.0535 (8)
O30.7037 (3)0.4389 (2)0.31179 (18)0.0509 (8)
H250.72990.49330.32440.061*
H260.63070.43350.33320.061*
C10.7973 (4)0.1691 (3)0.0819 (3)0.0370 (9)
C20.9408 (4)0.1178 (3)0.0375 (3)0.0380 (9)
C30.8210 (4)0.1231 (3)0.0029 (2)0.0364 (9)
C40.7171 (5)0.0860 (3)0.0537 (3)0.0554 (12)
H40.63490.08400.03310.066*
C50.7359 (6)0.0519 (4)0.1350 (3)0.0706 (15)
H50.66680.02750.17000.085*
C60.8571 (6)0.0548 (4)0.1623 (3)0.0658 (14)
H60.86820.03410.21790.079*
C70.5736 (4)0.3266 (3)0.1685 (3)0.0410 (10)
C80.5013 (5)0.2472 (4)0.1877 (3)0.0597 (13)
H80.54160.19490.21580.072*
C90.3676 (6)0.2441 (5)0.1652 (4)0.0833 (19)
H90.31840.19120.17980.100*
C100.3097 (6)0.3212 (5)0.1208 (5)0.096 (2)
H100.22100.31980.10520.116*
C110.3813 (6)0.3989 (5)0.0997 (4)0.0813 (19)
H110.34230.44950.06840.098*
C120.5103 (5)0.4021 (4)0.1245 (3)0.0575 (13)
H120.55770.45660.11150.069*
C130.8702 (4)0.4651 (3)0.1538 (3)0.0382 (9)
C140.8151 (4)0.5549 (3)0.1423 (3)0.0543 (12)
H140.72940.56460.15490.065*
C150.8855 (5)0.6310 (4)0.1120 (4)0.0657 (15)
H150.84660.69130.10510.079*
C161.0093 (5)0.6194 (4)0.0923 (4)0.0811 (19)
H161.05460.66970.06890.097*
C171.0658 (6)0.5326 (5)0.1075 (5)0.108 (2)
H171.15310.52450.09830.130*
C180.9961 (5)0.4555 (4)0.1365 (5)0.093 (2)
H181.03650.39590.14430.112*
C190.9032 (4)0.2666 (3)0.2925 (2)0.0361 (9)
C200.9013 (4)0.2818 (3)0.3798 (3)0.0465 (11)
H200.83800.32150.40050.056*
C210.9923 (5)0.2387 (4)0.4367 (3)0.0588 (13)
H210.98850.24870.49530.071*
C221.0876 (5)0.1819 (4)0.4081 (3)0.0606 (13)
H221.14920.15400.44690.073*
C231.0921 (5)0.1660 (3)0.3215 (3)0.0622 (14)
H231.15690.12730.30130.075*
C241.0001 (5)0.2076 (3)0.2646 (3)0.0521 (12)
H241.00310.19590.20620.063*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.03403 (18)0.03129 (17)0.03471 (17)0.00039 (11)0.00691 (12)0.00084 (11)
Cl10.0429 (6)0.0572 (7)0.0565 (7)0.0028 (5)0.0090 (5)0.0012 (5)
N10.070 (3)0.043 (2)0.045 (2)0.0025 (19)0.019 (2)0.0039 (17)
O10.0462 (17)0.0316 (15)0.0406 (16)0.0016 (12)0.0106 (13)0.0026 (12)
O20.068 (2)0.0406 (17)0.0553 (19)0.0042 (15)0.0276 (17)0.0076 (15)
O30.0500 (19)0.0495 (19)0.0560 (19)0.0048 (14)0.0218 (15)0.0227 (14)
C10.037 (2)0.034 (2)0.041 (2)0.0049 (17)0.0084 (18)0.0021 (18)
C20.049 (3)0.027 (2)0.038 (2)0.0033 (18)0.0064 (19)0.0020 (17)
C30.045 (2)0.0263 (19)0.038 (2)0.0073 (17)0.0069 (18)0.0013 (17)
C40.048 (3)0.052 (3)0.066 (3)0.006 (2)0.002 (2)0.012 (2)
C50.076 (4)0.070 (4)0.062 (3)0.001 (3)0.017 (3)0.017 (3)
C60.091 (4)0.064 (3)0.042 (3)0.004 (3)0.006 (3)0.013 (2)
C70.035 (2)0.046 (3)0.042 (2)0.0029 (18)0.0066 (18)0.0115 (19)
C80.049 (3)0.061 (3)0.072 (3)0.006 (2)0.018 (2)0.003 (3)
C90.052 (4)0.084 (4)0.117 (5)0.028 (3)0.030 (3)0.029 (4)
C100.040 (3)0.097 (5)0.150 (7)0.012 (3)0.009 (4)0.057 (5)
C110.060 (4)0.072 (4)0.107 (5)0.012 (3)0.020 (3)0.024 (3)
C120.049 (3)0.049 (3)0.073 (3)0.007 (2)0.008 (2)0.014 (2)
C130.040 (2)0.031 (2)0.044 (2)0.0003 (17)0.0074 (18)0.0013 (17)
C140.046 (3)0.043 (3)0.076 (3)0.005 (2)0.023 (2)0.010 (2)
C150.063 (3)0.041 (3)0.096 (4)0.008 (2)0.024 (3)0.020 (3)
C160.063 (4)0.043 (3)0.142 (6)0.006 (3)0.043 (4)0.030 (3)
C170.069 (3)0.084 (4)0.178 (5)0.005 (3)0.052 (3)0.023 (4)
C180.055 (3)0.050 (3)0.182 (6)0.012 (2)0.050 (4)0.033 (3)
C190.037 (2)0.034 (2)0.037 (2)0.0048 (17)0.0034 (17)0.0053 (17)
C200.046 (3)0.052 (3)0.042 (2)0.004 (2)0.008 (2)0.000 (2)
C210.072 (4)0.068 (3)0.035 (2)0.015 (3)0.002 (2)0.007 (2)
C220.065 (3)0.062 (3)0.052 (3)0.002 (3)0.014 (3)0.007 (2)
C230.061 (3)0.060 (3)0.064 (3)0.021 (2)0.007 (3)0.003 (2)
C240.060 (3)0.056 (3)0.040 (2)0.015 (2)0.000 (2)0.004 (2)
Geometric parameters (Å, º) top
Sn1—C72.122 (4)C10—H100.9300
Sn1—C132.133 (4)C11—C121.361 (7)
Sn1—C192.139 (4)C11—H110.9300
Sn1—O12.190 (3)C12—H120.9300
Sn1—O32.370 (3)C13—C181.354 (6)
Cl1—C21.730 (4)C13—C141.374 (6)
N1—C61.325 (6)C14—C151.385 (6)
N1—C21.328 (5)C14—H140.9300
O1—C11.277 (4)C15—C161.347 (7)
O2—C11.228 (5)C15—H150.9300
O3—H250.8203C16—C171.351 (8)
O3—H260.8503C16—H160.9300
C1—C31.506 (5)C17—C181.383 (8)
C2—C31.389 (6)C17—H170.9300
C3—C41.385 (6)C18—H180.9300
C4—C51.382 (7)C19—C201.382 (5)
C4—H40.9300C19—C241.387 (6)
C5—C61.353 (8)C20—C211.382 (6)
C5—H50.9300C20—H200.9300
C6—H60.9300C21—C221.361 (7)
C7—C81.376 (6)C21—H210.9300
C7—C121.389 (6)C22—C231.376 (7)
C8—C91.400 (7)C22—H220.9300
C8—H80.9300C23—C241.379 (6)
C9—C101.385 (9)C23—H230.9300
C9—H90.9300C24—H240.9300
C10—C111.361 (9)
C7—Sn1—C13117.42 (16)C9—C10—H10119.7
C7—Sn1—C19131.29 (16)C10—C11—C12119.7 (6)
C13—Sn1—C19110.17 (15)C10—C11—H11120.2
C7—Sn1—O194.27 (13)C12—C11—H11120.2
C13—Sn1—O190.27 (13)C11—C12—C7122.1 (5)
C19—Sn1—O195.33 (13)C11—C12—H12118.9
C7—Sn1—O382.45 (13)C7—C12—H12118.9
C13—Sn1—O387.95 (13)C18—C13—C14117.2 (4)
C19—Sn1—O389.63 (13)C18—C13—Sn1117.2 (3)
O1—Sn1—O3175.03 (10)C14—C13—Sn1125.5 (3)
C6—N1—C2116.2 (4)C13—C14—C15120.8 (4)
C1—O1—Sn1119.9 (2)C13—C14—H14119.6
Sn1—O3—H25125.9C15—C14—H14119.6
Sn1—O3—H26125.1C16—C15—C14121.2 (5)
H25—O3—H26105.8C16—C15—H15119.4
O2—C1—O1124.9 (4)C14—C15—H15119.4
O2—C1—C3119.5 (4)C15—C16—C17118.2 (5)
O1—C1—C3115.6 (3)C15—C16—H16120.9
N1—C2—C3125.4 (4)C17—C16—H16120.9
N1—C2—Cl1114.4 (3)C16—C17—C18121.1 (6)
C3—C2—Cl1120.2 (3)C16—C17—H17119.4
C4—C3—C2115.6 (4)C18—C17—H17119.4
C4—C3—C1119.5 (4)C13—C18—C17121.3 (5)
C2—C3—C1124.9 (4)C13—C18—H18119.3
C5—C4—C3119.9 (5)C17—C18—H18119.3
C5—C4—H4120.0C20—C19—C24117.5 (4)
C3—C4—H4120.0C20—C19—Sn1122.5 (3)
C6—C5—C4118.4 (5)C24—C19—Sn1119.7 (3)
C6—C5—H5120.8C21—C20—C19120.8 (4)
C4—C5—H5120.8C21—C20—H20119.6
N1—C6—C5124.4 (5)C19—C20—H20119.6
N1—C6—H6117.8C22—C21—C20120.8 (5)
C5—C6—H6117.8C22—C21—H21119.6
C8—C7—C12117.9 (4)C20—C21—H21119.6
C8—C7—Sn1124.3 (4)C21—C22—C23119.6 (5)
C12—C7—Sn1117.8 (3)C21—C22—H22120.2
C7—C8—C9120.7 (5)C23—C22—H22120.2
C7—C8—H8119.7C22—C23—C24119.7 (5)
C9—C8—H8119.7C22—C23—H23120.1
C10—C9—C8119.0 (5)C24—C23—H23120.1
C10—C9—H9120.5C23—C24—C19121.6 (4)
C8—C9—H9120.5C23—C24—H24119.2
C11—C10—C9120.6 (5)C19—C24—H24119.2
C11—C10—H10119.7
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H25···O2i0.821.912.72 (8)168
O3—H26···N1ii0.851.992.84 (8)177
Symmetry codes: (i) x+3/2, y+1/2, z+1/2; (ii) x1/2, y+1/2, z+1/2.
 

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