Tris(2-ammonio­ethyl)­aminium decafluorominium monohydrate, (H4tren)[Al2F10]·H2O

Adil, K.; Leblanc, M.; Maisonneuve, V.

doi:10.1107/S1600536804020203

Tris(2-ammonioethyl)aminium decafluorominium monohydrate, (H₄tren)[Al₂F₁₀]·H₂O

The title compound, (C₆H₂₂N₄)[Al₂F₁₀]·H₂O, was obtained by the reaction of aluminium oxide, tris(2-aminoethyl)amine (tren), HF and ethanol at 463 K for 1 h. It consists of (Al₂F₁₀)^4- dimers, located on inversion centers, water molecules and tetraprotonated tren cations. A network of hydrogen bonds ensures the three-dimensional cohesion.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804020203/ac6107sup1.cif Contains datablocks global, I
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536804020203/ac6107Isup2.hkl Contains datablock I

CCDC reference: 252752

checkCIF report

Key indicators

Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R factor = 0.043
wR factor = 0.123
Data-to-parameter ratio = 20.1

checkCIF/PLATON results

No syntax errors found



Alert level C
DIFMX01_ALERT_2_C  The maximum difference density is > 0.1*ZMAX*0.75
            _refine_diff_density_max given =      1.217
            Test value =      0.975
DIFMX02_ALERT_1_C  The minimum difference density is > 0.1*ZMAX*0.75
            The relevant atom site should be identified.
PLAT097_ALERT_2_C Maximum (Positive) Residual Density ............       1.22 e/A   3
PLAT432_ALERT_2_C Short Inter X...Y Contact  F5     ..  C5      ..       2.91 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........          1
PLAT751_ALERT_4_C Bond    Calc     0.89524, Rep    0.895(3) ......  Senseless su
              OW   -H1W     1.555   1.555
PLAT751_ALERT_4_C Bond    Calc     0.92635, Rep    0.927(3) ......  Senseless su
              OW   -H2W     1.555   1.555
PLAT752_ALERT_4_C Angle   Calc      108.03, Rep    108.0(3) ......  Senseless su
              H1W  -OW   -H2W     1.555   1.555   1.555
PLAT755_ALERT_4_C D-H     Calc     0.89524, Rep    0.895(3) ......  Senseless su
              O1#  -H1W     1.555   1.555
PLAT755_ALERT_4_C D-H     Calc     0.92635, Rep    0.927(3) ......  Senseless su
              O1#  -H2W     1.555   1.555
PLAT756_ALERT_4_C H...A   Calc     1.69233, Rep  1.6924(15) ......  Senseless su
              H1W  -F8      1.555   1.556
PLAT756_ALERT_4_C H...A   Calc     1.87122, Rep  1.8713(16) ......  Senseless su
              H2W  -F8      1.555   2.665
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       2.71 Ratio
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          3
              Al2 F10

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  14 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
   3 ALERT type 2 Indicator that the structure model may be wrong or deficient
   0 ALERT type 3 Indicator that the structure quality may be low
  10 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: Stadi4 (Stoe, 1998); cell refinement: Stadi4; data reduction: X-RED32 (Stoe, 1998); program(s) used to solve structure: SHELXS86 (Sheldrick, 1985); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: enCIFer (Allen et al. (2004).

(I) top

Crystal data top

C₆H₂₂N₄⁴⁺·Al₂F₁₀⁴⁻·H₂O	Z = 2
M_r = 412.23	F(000) = 424.0
Triclinic, P1	D_x = 1.836 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71069 Å
a = 7.6996 (16) Å	Cell parameters from 32 reflections
b = 8.838 (2) Å	θ = 28–32°
c = 12.197 (4) Å	µ = 0.31 mm⁻¹
α = 105.87 (2)°	T = 293 K
β = 97.74 (3)°	Parallepiped, colorless
γ = 106.317 (15)°	0.14 × 0.10 × 0.09 mm
V = 745.8 (4) Å³

Data collection top

Siemens AED2 diffractometer	3119 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	R_int = 0.000
Graphite monochromator	θ_max = 30.0°, θ_min = 1.8°
2θ/ω scans	h = −10→10
Absorption correction: gaussian (SHELX76; Sheldrick, 1976)	k = −12→11
T_min = 0.934, T_max = 0.967	l = 0→17
4283 measured reflections	3 standard reflections every 120 min
4283 independent reflections	intensity decay: 15%

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.123	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0562P)² + 0.5017P] where P = (F_o² + 2F_c²)/3
4269 reflections	(Δ/σ)_max < 0.001
212 parameters	Δρ_max = 1.22 e Å⁻³
0 restraints	Δρ_min = −0.73 e Å⁻³

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
Al1	0.64711 (9)	0.10387 (8)	−0.03968 (6)	0.01633 (14)
Al2	0.13806 (9)	0.16839 (8)	−0.43328 (6)	0.01701 (14)
F1	0.50347 (17)	0.11929 (15)	0.07394 (11)	0.0185 (3)
F2	0.47946 (19)	0.13192 (18)	−0.13743 (12)	0.0237 (3)
F3	0.7706 (2)	0.05726 (19)	−0.15113 (13)	0.0284 (3)
F4	0.7824 (2)	0.31966 (17)	0.01730 (13)	0.0276 (3)
F5	0.81633 (18)	0.07178 (17)	0.06038 (12)	0.0239 (3)
F6	−0.02659 (17)	−0.01903 (16)	−0.41057 (11)	0.0197 (3)
F7	0.2119 (2)	0.27790 (18)	−0.28188 (12)	0.0295 (3)
F8	0.2803 (2)	0.32431 (19)	−0.47908 (13)	0.0295 (3)
F9	0.30964 (18)	0.06826 (18)	−0.43321 (13)	0.0265 (3)
F10	−0.04581 (19)	0.25217 (17)	−0.44759 (12)	0.0240 (3)
N1	0.0976 (2)	0.3777 (2)	0.17887 (16)	0.0179 (3)
H1A	−0.0065	0.3262	0.1199	0.0400 (18)*
C1	0.2498 (3)	0.3213 (3)	0.1338 (2)	0.0236 (4)
H1B	0.2190	0.2027	0.1213	0.0400 (18)*
H1C	0.3646	0.3784	0.1935	0.0400 (18)*
C2	0.2821 (3)	0.3530 (3)	0.0209 (2)	0.0245 (5)
H2D	0.2606	0.4559	0.0205	0.0400 (18)*
H2E	0.4106	0.3670	0.0177	0.0400 (18)*
N2	0.1587 (3)	0.2149 (3)	−0.08402 (18)	0.0241 (4)
H2A	0.1776	0.1202	−0.0838	0.0400 (18)*
H2B	0.1837	0.2370	−0.1483	0.0400 (18)*
H2C	0.0406	0.2047	−0.0830	0.0400 (18)*
C3	0.1333 (3)	0.5622 (3)	0.20895 (19)	0.0186 (4)
H3D	0.0367	0.5900	0.2452	0.0400 (18)*
H3E	0.1270	0.5907	0.1375	0.0400 (18)*
C4	0.3216 (3)	0.6652 (3)	0.2914 (2)	0.0256 (5)
H4D	0.3398	0.6215	0.3552	0.0400 (18)*
H4E	0.4193	0.6585	0.2497	0.0400 (18)*
N3	0.3309 (3)	0.8409 (2)	0.33845 (17)	0.0219 (4)
H3A	0.2514	0.8483	0.3847	0.0400 (18)*
H3B	0.3013	0.8770	0.2795	0.0400 (18)*
H3C	0.4457	0.9033	0.3795	0.0400 (18)*
C5	0.0564 (3)	0.3155 (3)	0.2787 (2)	0.0256 (5)
H5A	0.1567	0.3792	0.3475	0.0400 (18)*
H5B	0.0491	0.1994	0.2585	0.0400 (18)*
C6	−0.1256 (4)	0.3314 (3)	0.3062 (2)	0.0282 (5)
H6A	−0.0996	0.4212	0.3793	0.0400 (18)*
H6B	−0.1902	0.3598	0.2449	0.0400 (18)*
N4	−0.2461 (3)	0.1757 (3)	0.31569 (19)	0.0263 (4)
H4A	−0.2815	0.0961	0.2462	0.0400 (18)*
H4B	−0.3459	0.1922	0.3390	0.0400 (18)*
H4C	−0.1837	0.1448	0.3676	0.0400 (18)*
OW	0.5195 (4)	0.3353 (4)	0.3911 (3)	0.0755 (9)
H1W	0.4355	0.3238	0.4350	0.0400 (18)*
H2W	0.5840	0.4481	0.4103	0.0400 (18)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Al1	0.0143 (3)	0.0191 (3)	0.0176 (3)	0.0061 (2)	0.0036 (2)	0.0085 (2)
Al2	0.0152 (3)	0.0213 (3)	0.0151 (3)	0.0058 (2)	0.0041 (2)	0.0068 (2)
F1	0.0195 (6)	0.0174 (6)	0.0183 (6)	0.0063 (5)	0.0056 (5)	0.0045 (5)
F2	0.0230 (7)	0.0311 (7)	0.0227 (7)	0.0131 (6)	0.0040 (5)	0.0140 (6)
F3	0.0264 (7)	0.0383 (8)	0.0298 (7)	0.0155 (6)	0.0147 (6)	0.0170 (6)
F4	0.0266 (7)	0.0207 (7)	0.0325 (8)	0.0028 (6)	−0.0011 (6)	0.0130 (6)
F5	0.0181 (6)	0.0242 (7)	0.0304 (7)	0.0074 (5)	−0.0006 (5)	0.0131 (6)
F6	0.0198 (6)	0.0233 (6)	0.0157 (6)	0.0052 (5)	0.0053 (5)	0.0075 (5)
F7	0.0346 (8)	0.0326 (8)	0.0159 (6)	0.0067 (6)	0.0027 (6)	0.0058 (6)
F8	0.0283 (7)	0.0301 (8)	0.0297 (8)	0.0031 (6)	0.0118 (6)	0.0138 (6)
F9	0.0165 (6)	0.0298 (7)	0.0317 (8)	0.0089 (6)	0.0022 (5)	0.0080 (6)
F10	0.0233 (7)	0.0255 (7)	0.0261 (7)	0.0114 (6)	0.0069 (5)	0.0089 (6)
N1	0.0178 (8)	0.0198 (8)	0.0174 (8)	0.0070 (7)	0.0040 (7)	0.0071 (7)
C1	0.0241 (11)	0.0259 (11)	0.0262 (11)	0.0143 (9)	0.0082 (9)	0.0092 (9)
C2	0.0262 (11)	0.0231 (11)	0.0305 (12)	0.0118 (9)	0.0140 (9)	0.0111 (9)
N2	0.0263 (10)	0.0282 (10)	0.0259 (10)	0.0142 (8)	0.0101 (8)	0.0140 (8)
C3	0.0180 (9)	0.0188 (10)	0.0199 (10)	0.0071 (8)	0.0039 (8)	0.0072 (8)
C4	0.0175 (10)	0.0216 (11)	0.0327 (12)	0.0044 (8)	0.0010 (9)	0.0058 (9)
N3	0.0181 (9)	0.0237 (9)	0.0204 (9)	0.0049 (7)	0.0038 (7)	0.0042 (7)
C5	0.0272 (11)	0.0308 (12)	0.0266 (12)	0.0113 (10)	0.0094 (9)	0.0182 (10)
C6	0.0309 (12)	0.0253 (11)	0.0329 (13)	0.0090 (10)	0.0162 (10)	0.0130 (10)
N4	0.0253 (10)	0.0262 (10)	0.0277 (10)	0.0055 (8)	0.0060 (8)	0.0123 (8)
OW	0.0619 (18)	0.077 (2)	0.087 (2)	0.0266 (15)	0.0436 (17)	0.0093 (17)

Geometric parameters (Å, º) top

Al1—F2	1.7538 (15)	F8—F10	2.520 (2)
Al1—F4	1.7802 (16)	F8—F9	2.536 (2)
Al1—F3	1.7842 (16)	F8—F6ⁱⁱ	2.693 (2)
Al1—F5	1.7989 (15)	F9—F6ⁱⁱ	2.543 (2)
Al1—F1ⁱ	1.8821 (15)	F9—F10ⁱⁱ	2.825 (2)
Al1—F1	1.8859 (15)	F10—F6ⁱⁱ	2.550 (2)
Al2—F7	1.7610 (17)	F10—F9ⁱⁱ	2.825 (2)
Al2—F8	1.7742 (15)	N1—C5	1.502 (3)
Al2—F10	1.7822 (15)	N1—C3	1.505 (3)
Al2—F9	1.7848 (15)	N1—C1	1.508 (3)
Al2—F6	1.8955 (15)	N1—H1A	0.9100
Al2—F6ⁱⁱ	1.9117 (16)	C1—C2	1.517 (3)
F1—Al1ⁱ	1.8821 (15)	C1—H1B	0.9700
F1—F1ⁱ	2.352 (3)	C1—H1C	0.9700
F1—F2ⁱ	2.5734 (19)	C2—N2	1.482 (3)
F1—F5	2.5776 (19)	C2—H2D	0.9700
F1—F5ⁱ	2.581 (2)	C2—H2E	0.9700
F1—F2	2.595 (2)	N2—H2A	0.8900
F1—F4	2.675 (2)	N2—H2B	0.8900
F1—F3ⁱ	2.695 (2)	N2—H2C	0.8900
F2—F3	2.522 (2)	C3—C4	1.519 (3)
F2—F1ⁱ	2.5734 (19)	C3—H3D	0.9700
F2—F4	2.585 (2)	C3—H3E	0.9700
F2—F5ⁱ	2.917 (2)	C4—N3	1.478 (3)
F3—F5	2.519 (2)	C4—H4D	0.9700
F3—F4	2.614 (2)	C4—H4E	0.9700
F3—F1ⁱ	2.695 (2)	N3—H3A	0.8900
F4—F5	2.4611 (19)	N3—H3B	0.8900
F5—F1ⁱ	2.581 (2)	N3—H3C	0.8900
F5—F2ⁱ	2.917 (2)	C5—C6	1.520 (3)
F6—Al2ⁱⁱ	1.9117 (16)	C5—H5A	0.9700
F6—F6ⁱⁱ	2.367 (3)	C5—H5B	0.9700
F6—F9ⁱⁱ	2.543 (2)	C6—N4	1.472 (3)
F6—F10ⁱⁱ	2.550 (2)	C6—H6A	0.9700
F6—F9	2.5613 (19)	C6—H6B	0.9700
F6—F10	2.597 (2)	N4—H4A	0.8900
F6—F7	2.643 (2)	N4—H4B	0.8900
F6—F8ⁱⁱ	2.693 (2)	N4—H4C	0.8900
F7—F10	2.547 (2)	OW—H1W	0.895 (3)
F7—F9	2.587 (2)	OW—H2W	0.927 (3)
F7—F8	2.644 (2)

F2—Al1—F4	94.02 (8)	C1—C2—H2E	109.2
F2—Al1—F3	90.91 (8)	H2D—C2—H2E	107.9
F4—Al1—F3	94.33 (8)	C2—N2—H2A	109.5
F2—Al1—F5	179.04 (7)	C2—N2—H2B	109.5
F4—Al1—F5	86.89 (7)	H2A—N2—H2B	109.5
F3—Al1—F5	89.34 (8)	C2—N2—H2C	109.5
F2—Al1—F1ⁱ	90.03 (7)	H2A—N2—H2C	109.5
F4—Al1—F1ⁱ	170.15 (7)	H2B—N2—H2C	109.5
F3—Al1—F1ⁱ	94.58 (7)	N1—C3—C4	112.31 (18)
F5—Al1—F1ⁱ	89.02 (7)	N1—C3—H3D	109.1
F2—Al1—F1	90.88 (7)	C4—C3—H3D	109.1
F4—Al1—F1	93.69 (7)	N1—C3—H3E	109.1
F3—Al1—F1	171.64 (7)	C4—C3—H3E	109.1
F5—Al1—F1	88.75 (7)	H3D—C3—H3E	107.9
F1ⁱ—Al1—F1	77.26 (7)	N3—C4—C3	109.57 (19)
F7—Al2—F8	96.81 (8)	N3—C4—H4D	109.8
F7—Al2—F10	91.94 (8)	C3—C4—H4D	109.8
F8—Al2—F10	90.26 (7)	N3—C4—H4E	109.8
F7—Al2—F9	93.71 (8)	C3—C4—H4E	109.8
F8—Al2—F9	90.88 (8)	H4D—C4—H4E	108.2
F10—Al2—F9	174.06 (8)	C4—N3—H3A	109.5
F7—Al2—F6	92.51 (7)	C4—N3—H3B	109.5
F8—Al2—F6	170.67 (7)	H3A—N3—H3B	109.5
F10—Al2—F6	89.78 (7)	C4—N3—H3C	109.5
F9—Al2—F6	88.15 (7)	H3A—N3—H3C	109.5
F7—Al2—F6ⁱⁱ	169.37 (7)	H3B—N3—H3C	109.5
F8—Al2—F6ⁱⁱ	93.79 (7)	N1—C5—C6	111.04 (19)
F10—Al2—F6ⁱⁱ	87.26 (7)	N1—C5—H5A	109.4
F9—Al2—F6ⁱⁱ	86.85 (7)	C6—C5—H5A	109.4
F6—Al2—F6ⁱⁱ	76.89 (7)	N1—C5—H5B	109.4
C5—N1—C3	112.54 (18)	C6—C5—H5B	109.4
C5—N1—C1	109.66 (17)	H5A—C5—H5B	108.0
C3—N1—C1	114.30 (17)	N4—C6—C5	111.6 (2)
C5—N1—H1A	106.6	N4—C6—H6A	109.3
C3—N1—H1A	106.6	C5—C6—H6A	109.3
C1—N1—H1A	106.6	N4—C6—H6B	109.3
N1—C1—C2	114.29 (18)	C5—C6—H6B	109.3
N1—C1—H1B	108.7	H6A—C6—H6B	108.0
C2—C1—H1B	108.7	C6—N4—H4A	109.5
N1—C1—H1C	108.7	C6—N4—H4B	109.5
C2—C1—H1C	108.7	H4A—N4—H4B	109.5
H1B—C1—H1C	107.6	C6—N4—H4C	109.5
N2—C2—C1	112.21 (19)	H4A—N4—H4C	109.5
N2—C2—H2D	109.2	H4B—N4—H4C	109.5
C1—C2—H2D	109.2	H1W—OW—H2W	108.0 (3)
N2—C2—H2E	109.2

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···F4ⁱⁱⁱ	0.91	1.89	2.738 (2)	154
N1—H1A···F5ⁱⁱⁱ	0.91	2.14	2.796 (2)	129
N2—H2A···F5ⁱ	0.89	1.81	2.683 (2)	167
N2—H2B···F7	0.89	1.79	2.678 (3)	175
N2—H2C···F3ⁱⁱⁱ	0.89	2.03	2.814 (3)	146
N3—H3A···F10^iv	0.89	1.95	2.764 (2)	152
N3—H3B···F3^v	0.89	1.88	2.771 (3)	177
N3—H3C···F9^v	0.89	1.83	2.650 (2)	152
N4—H4A···F2^vi	0.89	2.10	2.884 (3)	146
N4—H4B···OWⁱⁱⁱ	0.89	1.88	2.694 (4)	150
N4—H4C···F10^vii	0.89	2.17	2.884 (3)	136
N4—H4C···F9^vi	0.89	2.27	2.869 (3)	125
OW—H1W···F8^vii	0.895 (3)	1.6924 (15)	2.584 (3)	173.8 (2)
OW—H2W···F8^v	0.927 (3)	1.8713 (16)	2.786 (4)	168.8 (2)

Symmetry codes: (i) −x+1, −y, −z; (iii) x−1, y, z; (iv) −x, −y+1, −z; (v) −x+1, −y+1, −z; (vi) −x, −y, −z; (vii) x, y, z+1.

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Tris(2-ammonio­ethyl)­aminium decafluorominium monohydrate, (H4tren)[Al2F10]·H2O

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Tris(2-ammonioethyl)aminium decafluorominium monohydrate, (H₄tren)[Al₂F₁₀]·H₂O