catena-Poly[[methano­ltrinitratothallium(III)]-μ-4,4′-bipyridine N,N′-dioxide]

The title compound, [Tl(NO₃)₃(C₁₀H₈N₂O₂)(CH₄O)]_n, has a one-dimensional zigzag chain with nitrate and methanol ligands disordered over two positions.

Key indicators

• Single-crystal X-ray study
• T = 203 K
• Mean [sigma](C-C) = 0.009 Å
• Disorder in main residue
• R factor = 0.038
• wR factor = 0.113
• Data-to-parameter ratio = 12.7

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT213_ALERT_2_B Atom O2      has ADP max/min Ratio .............       4.20 prolat

Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.62 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C6
PLAT301_ALERT_3_C Main Residue  Disorder .........................      17.00 Perc.
PLAT313_ALERT_2_C Oxygen with three covalent bonds (rare) ........        O12
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          9

   0 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   5 ALERT level C = Check and explain
   0 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
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001) and POV-RAY (Persistence of Vision, 1999); software used to prepare material for publication: SHELXL97.

catena-Poly[[methanoltrinitratothallium(III)]-µ-4,4'-bipyridine N,N'-dioxide]

Crystal data

[Tl(NO3)3(C10H8N2O2)(CH4O)]	F(000) = 1156
Mr = 609.62	Dx = 2.251 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 12558 reflections
a = 15.337 (3) Å	θ = 1.0–27.5°
b = 8.3370 (17) Å	µ = 9.06 mm^−1
c = 14.091 (3) Å	T = 203 K
β = 93.40 (3)°	Block, colorless
V = 1798.6 (6) Å^3	0.10 × 0.10 × 0.09 mm
Z = 4

Data collection

Nonius KappaCCD diffractometer	1975 independent reflections
Radiation source: fine-focus sealed tube	1795 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
ω and φ scans	θmax = 27.1°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2001)	h = −19→19
Tmin = 0.405, Tmax = 0.445	k = −10→10
12558 measured reflections	l = −17→18

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)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.113	H-atom parameters constrained
S = 1.21	w = 1/[σ^2(Fo^2) + (0.0603P)^2 + 12.8828P] where P = (Fo^2 + 2Fc^2)/3
1975 reflections	(Δ/σ)max < 0.001
155 parameters	Δρmax = 0.97 e Å^−3
0 restraints	Δρmin = −2.18 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	Occ. (<1)
Tl1	0.5000	0.23532 (4)	0.2500	0.03975 (18)
N18	0.3139 (5)	0.2347 (7)	0.1998 (5)	0.0412 (16)
C7	0.3291 (5)	0.7433 (7)	0.1068 (6)	0.0346 (15)
H7	0.3122	0.8368	0.1382	0.041*
O16	0.2359 (4)	0.2393 (8)	0.1776 (5)	0.066 (2)
N3	0.4211 (3)	0.5187 (6)	0.1016 (4)	0.0288 (12)
C6	0.2862 (3)	0.6998 (6)	0.0218 (4)	0.0170 (10)
O17	0.3474 (3)	0.3297 (6)	0.2643 (3)	0.0333 (10)
C4	0.3813 (5)	0.4726 (8)	0.0208 (5)	0.0374 (16)
H4	0.3999	0.3791	−0.0093	0.045*
C5	0.3123 (4)	0.5605 (8)	−0.0202 (4)	0.0331 (14)
H5	0.2832	0.5248	−0.0770	0.040*
O15	0.3651 (4)	0.1400 (6)	0.1627 (4)	0.0451 (13)
O2	0.4890 (3)	0.4345 (6)	0.1386 (4)	0.0443 (14)
C8	0.3962 (4)	0.6515 (9)	0.1459 (5)	0.0393 (16)
H8	0.4247	0.6820	0.2040	0.047*
O11	0.4499 (7)	0.1193 (12)	0.4067 (8)	0.036 (3)	0.50
N14	0.4622 (9)	−0.0264 (15)	0.3836 (7)	0.030 (2)	0.50
O12	0.4632 (8)	−0.1378 (12)	0.4410 (6)	0.043 (3)	0.50
O13	0.4704 (7)	−0.0540 (10)	0.2972 (6)	0.035 (2)	0.50
C10	0.4059 (14)	−0.0481 (17)	0.3851 (11)	0.044 (3)	0.50
H10A	0.3804	−0.0691	0.3217	0.065*	0.50
H10C	0.3602	−0.0178	0.4264	0.065*	0.50
H10B	0.4350	−0.1440	0.4098	0.065*	0.50
O9	0.4667 (7)	0.0773 (17)	0.3815 (8)	0.029 (3)*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Tl1	0.0647 (3)	0.0271 (2)	0.0259 (2)	0.000	−0.01087 (17)	0.000
N18	0.049 (4)	0.048 (4)	0.024 (3)	−0.029 (3)	−0.014 (3)	0.007 (2)
C7	0.035 (3)	0.032 (3)	0.036 (4)	0.016 (3)	−0.006 (3)	−0.005 (2)
O16	0.042 (3)	0.108 (6)	0.048 (4)	−0.033 (3)	−0.010 (3)	−0.017 (3)
N3	0.023 (2)	0.032 (3)	0.033 (3)	0.015 (2)	0.012 (2)	0.024 (2)
C6	0.020 (3)	0.014 (2)	0.017 (2)	0.0062 (19)	0.007 (2)	0.0080 (19)
O17	0.032 (2)	0.041 (3)	0.027 (2)	−0.0131 (19)	−0.0033 (18)	−0.0113 (19)
C4	0.049 (4)	0.029 (3)	0.035 (4)	0.027 (3)	0.011 (3)	0.008 (3)
C5	0.046 (4)	0.028 (3)	0.025 (3)	0.021 (3)	−0.002 (3)	−0.004 (2)
O15	0.059 (3)	0.038 (3)	0.037 (3)	−0.012 (2)	−0.009 (2)	−0.019 (2)
O2	0.031 (2)	0.054 (3)	0.050 (3)	0.030 (2)	0.014 (2)	0.038 (2)
C8	0.033 (3)	0.045 (4)	0.038 (4)	0.018 (3)	−0.010 (3)	0.002 (3)
O11	0.055 (7)	0.021 (5)	0.035 (6)	0.009 (4)	0.025 (5)	−0.002 (4)
N14	0.038 (7)	0.031 (7)	0.019 (5)	−0.019 (5)	−0.006 (5)	0.004 (4)
O12	0.069 (7)	0.034 (5)	0.025 (5)	−0.029 (5)	−0.008 (4)	0.012 (4)
O13	0.065 (6)	0.023 (4)	0.016 (4)	−0.018 (4)	−0.008 (4)	0.001 (3)
C10	0.068 (12)	0.027 (7)	0.035 (8)	−0.006 (7)	−0.002 (8)	0.001 (5)

Geometric parameters (Å, º)

Tl1—O2^i	2.284 (4)	N3—C4	1.317 (9)
Tl1—O2	2.284 (4)	N3—O2	1.336 (6)
Tl1—O9^i	2.355 (12)	N3—C8	1.339 (9)
Tl1—O9	2.355 (12)	C6—C5	1.374 (8)
Tl1—O15	2.474 (5)	C6—C6^ii	1.493 (10)
Tl1—O15^i	2.474 (5)	C4—C5	1.386 (8)
Tl1—O17^i	2.489 (5)	C4—H4	0.9400
Tl1—O17	2.489 (5)	C5—H5	0.9400
Tl1—O13^i	2.550 (8)	C8—H8	0.9400
Tl1—O13	2.550 (8)	O11—N14	1.275 (16)
Tl1—O11	2.569 (10)	N14—O12	1.231 (14)
Tl1—O11^i	2.569 (10)	N14—O13	1.253 (14)
N18—O16	1.218 (10)	O13—O13^i	1.654 (19)
N18—O15	1.250 (9)	C10—O9	1.40 (2)
N18—O17	1.290 (7)	C10—H10A	0.9700
C7—C8	1.371 (9)	C10—H10C	0.9700
C7—C6	1.381 (9)	C10—H10B	0.9700
C7—H7	0.9400
O2^i—Tl1—O2	86.7 (3)	O17—Tl1—O11	73.7 (3)
O2^i—Tl1—O9^i	159.6 (3)	O13^i—Tl1—O11	86.3 (3)
O2—Tl1—O9^i	82.9 (4)	O13—Tl1—O11	49.7 (3)
O2^i—Tl1—O9	82.9 (4)	O2^i—Tl1—O11^i	148.3 (3)
O2—Tl1—O9	159.6 (3)	O2—Tl1—O11^i	72.3 (3)
O9^i—Tl1—O9	111.9 (7)	O9^i—Tl1—O11^i	12.3 (3)
O2^i—Tl1—O15	126.90 (18)	O9—Tl1—O11^i	123.8 (5)
O2—Tl1—O15	82.3 (2)	O15—Tl1—O11^i	74.7 (3)
O9^i—Tl1—O15	69.1 (3)	O15^i—Tl1—O11^i	91.3 (3)
O9—Tl1—O15	89.9 (3)	O17^i—Tl1—O11^i	73.7 (3)
O2^i—Tl1—O15^i	82.3 (2)	O17—Tl1—O11^i	121.3 (3)
O2—Tl1—O15^i	126.90 (18)	O13^i—Tl1—O11^i	49.7 (3)
O9^i—Tl1—O15^i	89.9 (3)	O13—Tl1—O11^i	86.3 (3)
O9—Tl1—O15^i	69.1 (3)	O11—Tl1—O11^i	135.8 (5)
O15—Tl1—O15^i	142.5 (3)	O16—N18—O15	123.0 (6)
O2^i—Tl1—O17^i	78.16 (16)	O16—N18—O17	120.3 (7)
O2—Tl1—O17^i	75.27 (16)	O15—N18—O17	116.6 (6)
O9^i—Tl1—O17^i	82.2 (3)	C8—C7—C6	120.6 (6)
O9—Tl1—O17^i	119.3 (3)	C8—C7—H7	119.7
O15—Tl1—O17^i	145.45 (16)	C6—C7—H7	119.7
O15^i—Tl1—O17^i	51.63 (16)	C4—N3—O2	119.7 (5)
O2^i—Tl1—O17	75.27 (16)	C4—N3—C8	121.0 (5)
O2—Tl1—O17	78.16 (16)	O2—N3—C8	119.3 (6)
O9^i—Tl1—O17	119.3 (3)	C5—C6—C7	117.4 (5)
O9—Tl1—O17	82.2 (3)	C5—C6—C6^ii	121.7 (6)
O15—Tl1—O17	51.63 (16)	C7—C6—C6^ii	120.9 (6)
O15^i—Tl1—O17	145.45 (16)	N18—O17—Tl1	94.9 (4)
O17^i—Tl1—O17	143.2 (2)	N3—C4—C5	120.6 (6)
O2^i—Tl1—O13^i	149.3 (2)	N3—C4—H4	119.7
O2—Tl1—O13^i	121.0 (2)	C5—C4—H4	119.7
O9^i—Tl1—O13^i	38.3 (4)	C6—C5—C4	120.1 (6)
O9—Tl1—O13^i	74.1 (4)	C6—C5—H5	119.9
O15—Tl1—O13^i	73.9 (2)	C4—C5—H5	119.9
O15^i—Tl1—O13^i	70.7 (2)	N18—O15—Tl1	96.7 (4)
O17^i—Tl1—O13^i	95.4 (3)	N3—O2—Tl1	132.4 (4)
O17—Tl1—O13^i	120.2 (3)	N3—C8—C7	120.2 (6)
O2^i—Tl1—O13	121.0 (2)	N3—C8—H8	119.9
O2—Tl1—O13	149.3 (2)	C7—C8—H8	119.9
O9^i—Tl1—O13	74.1 (4)	N14—O11—Tl1	94.8 (8)
O9—Tl1—O13	38.3 (4)	O12—N14—O13	120.1 (12)
O15—Tl1—O13	70.7 (2)	O12—N14—O11	123.2 (11)
O15^i—Tl1—O13	73.9 (2)	O13—N14—O11	116.6 (11)
O17^i—Tl1—O13	120.2 (3)	N14—O13—O13^i	150.8 (11)
O17—Tl1—O13	95.4 (3)	N14—O13—Tl1	96.3 (7)
O13^i—Tl1—O13	37.8 (4)	O13^i—O13—Tl1	71.1 (2)
O2^i—Tl1—O11	72.3 (3)	O9—C10—H10A	109.5
O2—Tl1—O11	148.3 (3)	O9—C10—H10C	109.5
O9^i—Tl1—O11	123.8 (5)	H10A—C10—H10C	109.5
O9—Tl1—O11	12.3 (3)	O9—C10—H10B	109.5
O15—Tl1—O11	91.3 (3)	H10A—C10—H10B	109.5
O15^i—Tl1—O11	74.7 (3)	H10C—C10—H10B	109.5
O17^i—Tl1—O11	121.3 (3)	C10—O9—Tl1	128.3 (9)

Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x+1/2, −y+3/2, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4···O12^iii	0.94	2.36	3.286 (10)	169
C10—H10A···O16^iv	0.97	2.40	2.90 (2)	112

Symmetry codes: (iii) x, −y, z−1/2; (iv) −x+1/2, y−1/2, −z+1/2.