trans-Aqua-(4,7-diaza-decane-1,10-diamine-κN)fluoridochromium(III) bis-(perchlorate) monohydrate.

In the title compound, [CrF(C(8)H(20)N(4))(H(2)O)](ClO(4))(2)·H(2)O, the Cr atom is in a slightly distorted octa-hedral environment, coordinated by four N atoms of the 4,7-diaza-decane-1,10-diamine ligand, one water mol-ecule and an F atom trans to water. The five-membered chelate ring is in a gauche form, while the two six-membered chelate rings are in chair conformations. The crystal structure is stabilized by several hydrogen bonds.

Related literature

For the synthesis, see: Glerup et al. (1970 ▶). For related structures, see: Brencic et al. (1985 ▶); Choi et al. (1995 ▶, 2004 ▶, 2006 ▶, 2008 ▶). For other related literature, see: Choi & Hoggard (1992 ▶); Poon & Pun (1980 ▶); Stearns & Armstrong (1992 ▶).

Experimental

Crystal data

[CrF(C8H20N4)(H2O)](ClO4)2·H2O

M = 480.23

Monoclinic,

a = 9.950 (1) Å

b = 16.893 (2) Å

c = 12.008 (1) Å

β = 108.65 (1)°

V = 1912.4 (4) Å3

Z = 4

Mo Kα radiation

μ = 0.94 mm−1

T = 298 (2) K

0.43 × 0.30 × 0.25 mm

Data collection

Stoe Stadi-4 diffractometer

Absorption correction: numerical (X-SHAPE; Stoe, 1996 ▶) T min = 0.686, T max = 0.889

4347 measured reflections

4347 independent reflections

3245 reflections with I > 2σ(I)

3 standard reflections frequency: 60 min intensity decay: 3.1%

Refinement

R[F 2 > 2σ(F 2)] = 0.076

wR(F 2) = 0.228

S = 1.09

4347 reflections

243 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.07 e Å−3

Δρmin = −0.60 e Å−3

Data collection: STADI4 (Stoe & Cie, 1996 ▶); cell refinement: STADI4; data reduction: X-RED (Stoe & Cie, 1996 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and DIAMOND (Brandenburg, 1998 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808026081/cf2211sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808026081/cf2211Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[CrF(C8H20N4)(H2O)](ClO4)2·H2O	F000 = 996
Mr = 480.23	Dx = 1.668 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71069 Å
Hall symbol: -P 2ybc	Cell parameters from 32 reflections
a = 9.950 (1) Å	θ = 19.0–20.8º
b = 16.893 (2) Å	µ = 0.94 mm−1
c = 12.008 (1) Å	T = 298 (2) K
β = 108.65 (1)º	Block, dark red
V = 1912.4 (4) Å3	0.43 × 0.30 × 0.25 mm
Z = 4

Stoe Stadi-4 diffractometer	Rint = 0.0000
Radiation source: fine-focus sealed tube	θmax = 27.5º
Monochromator: graphite	θmin = 2.2º
T = 298(2) K	h = −12→12
ω/2–θ scans	k = 0→21
Absorption correction: numerical(X-SHAPE; Stoe, 1996)	l = 0→15
Tmin = 0.686, Tmax = 0.889	3 standard reflections
4347 measured reflections	every 60 min
4347 independent reflections	intensity decay: 3.1%
3245 reflections with I > 2σ(I)

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.076	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.228	w = 1/[σ2(Fo2) + (0.1014P)2 + 6.2787P] where P = (Fo2 + 2Fc2)/3
S = 1.09	(Δ/σ)max < 0.001
4347 reflections	Δρmax = 1.07 e Å−3
243 parameters	Δρmin = −0.60 e Å−3
3 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.

	x	y	z	Uiso*/Ueq
Cr	0.77207 (8)	0.74161 (4)	0.61410 (6)	0.0294 (2)
Cl1	0.25308 (17)	0.51481 (9)	0.64339 (13)	0.0538 (4)
Cl2	1.24851 (16)	0.84876 (12)	0.62990 (16)	0.0643 (5)
F	0.7140 (3)	0.74557 (18)	0.7485 (2)	0.0404 (7)
N1	0.6809 (5)	0.6308 (3)	0.5748 (4)	0.0458 (11)
H1AN	0.7106	0.6106	0.5164	0.055*
N2	0.5732 (4)	0.7824 (3)	0.5160 (4)	0.0454 (11)
H1N2	0.5272	0.7928	0.5688	0.055*
N3	0.8507 (5)	0.8564 (3)	0.6485 (4)	0.0435 (10)
H3AN	0.8338	0.8731	0.7139	0.052*
H3BN	0.9455	0.8539	0.6654	0.052*
N4	0.9663 (4)	0.6910 (3)	0.7114 (4)	0.0414 (10)
H4AN	1.0105	0.6748	0.6607	0.050*
H4BN	1.0203	0.7291	0.7565	0.050*
C1	0.9611 (7)	0.6231 (4)	0.7887 (5)	0.0523 (14)
H1A	0.9198	0.6405	0.8476	0.063*
H1B	1.0569	0.6051	0.8291	0.063*
C2	0.8750 (8)	0.5550 (4)	0.7202 (7)	0.0643 (18)
H2A	0.8905	0.5089	0.7711	0.077*
H2B	0.9095	0.5423	0.6554	0.077*
C3	0.7171 (8)	0.5710 (4)	0.6718 (6)	0.0639 (18)
H3A	0.6679	0.5219	0.6425	0.077*
H3B	0.6840	0.5898	0.7348	0.077*
C4	0.5235 (7)	0.6431 (5)	0.5235 (6)	0.0643 (19)
H4A	0.4797	0.5967	0.4788	0.077*
H4B	0.4827	0.6510	0.5860	0.077*
C5	0.4968 (6)	0.7142 (5)	0.4451 (5)	0.065 (2)
H5A	0.5311	0.7049	0.3791	0.078*
H5B	0.3959	0.7252	0.4147	0.078*
C6	0.5603 (7)	0.8554 (5)	0.4447 (5)	0.0629 (19)
H6A	0.4607	0.8690	0.4110	0.076*
H6B	0.5972	0.8452	0.3805	0.076*
C7	0.6384 (8)	0.9245 (4)	0.5152 (7)	0.068 (2)
H7A	0.6117	0.9719	0.4677	0.082*
H7B	0.6070	0.9311	0.5833	0.082*
C8	0.7971 (7)	0.9183 (4)	0.5569 (6)	0.0586 (16)
H8A	0.8289	0.9063	0.4904	0.070*
H8B	0.8372	0.9690	0.5885	0.070*
O1	0.2360 (12)	0.5429 (5)	0.5295 (7)	0.143 (3)
O2	0.1991 (14)	0.4382 (5)	0.6357 (8)	0.183 (5)
O3	0.3986 (11)	0.5079 (10)	0.6805 (16)	0.257 (8)
O4	0.2177 (16)	0.5591 (8)	0.7161 (12)	0.231 (7)
O5	1.1848 (9)	0.8171 (7)	0.7049 (9)	0.173 (5)
O6	1.1523 (12)	0.9046 (7)	0.5676 (8)	0.186 (5)
O7	1.2769 (14)	0.7974 (8)	0.5576 (17)	0.277 (10)
O8	1.3760 (9)	0.8831 (8)	0.6872 (10)	0.188 (5)
O1W	0.8322 (4)	0.7379 (3)	0.4706 (3)	0.0412 (9)
H1OA	0.782 (7)	0.743 (4)	0.398 (6)	0.07 (2)*
H1OB	0.896 (6)	0.714 (4)	0.474 (5)	0.046 (19)*
O2W	1.0660 (6)	0.6849 (4)	0.4419 (5)	0.0841 (17)

	U11	U22	U33	U12	U13	U23
Cr	0.0281 (4)	0.0384 (4)	0.0229 (4)	−0.0002 (3)	0.0098 (3)	−0.0013 (3)
Cl1	0.0632 (9)	0.0531 (8)	0.0533 (8)	−0.0025 (7)	0.0302 (7)	−0.0047 (6)
Cl2	0.0436 (8)	0.0758 (11)	0.0728 (11)	−0.0005 (7)	0.0175 (7)	0.0124 (9)
F	0.0427 (16)	0.0559 (18)	0.0266 (13)	−0.0032 (13)	0.0166 (12)	−0.0043 (12)
N1	0.049 (3)	0.050 (3)	0.044 (2)	−0.015 (2)	0.022 (2)	−0.013 (2)
N2	0.032 (2)	0.073 (3)	0.032 (2)	0.010 (2)	0.0118 (17)	0.001 (2)
N3	0.048 (3)	0.040 (2)	0.048 (3)	−0.0004 (19)	0.022 (2)	−0.0008 (19)
N4	0.035 (2)	0.051 (3)	0.037 (2)	0.0042 (19)	0.0107 (18)	0.0039 (19)
C1	0.064 (4)	0.053 (3)	0.042 (3)	0.014 (3)	0.019 (3)	0.010 (3)
C2	0.083 (5)	0.036 (3)	0.078 (5)	0.007 (3)	0.032 (4)	0.011 (3)
C3	0.082 (5)	0.048 (3)	0.071 (4)	−0.019 (3)	0.038 (4)	−0.002 (3)
C4	0.043 (3)	0.082 (5)	0.068 (4)	−0.026 (3)	0.018 (3)	−0.027 (4)
C5	0.033 (3)	0.113 (6)	0.041 (3)	−0.008 (3)	0.001 (2)	−0.018 (4)
C6	0.048 (3)	0.097 (5)	0.045 (3)	0.030 (3)	0.017 (3)	0.029 (3)
C7	0.077 (5)	0.060 (4)	0.077 (5)	0.033 (4)	0.036 (4)	0.022 (4)
C8	0.067 (4)	0.044 (3)	0.077 (4)	0.008 (3)	0.041 (4)	0.012 (3)
O1	0.220 (10)	0.118 (6)	0.095 (5)	−0.040 (6)	0.058 (6)	−0.005 (5)
O2	0.337 (15)	0.099 (6)	0.131 (7)	−0.105 (8)	0.099 (9)	−0.011 (5)
O3	0.109 (8)	0.285 (16)	0.40 (2)	0.041 (10)	0.120 (11)	0.135 (16)
O4	0.320 (17)	0.204 (12)	0.246 (13)	−0.030 (11)	0.198 (13)	−0.117 (10)
O5	0.113 (6)	0.241 (12)	0.196 (10)	−0.005 (7)	0.091 (7)	0.089 (9)
O6	0.198 (10)	0.226 (12)	0.105 (6)	0.110 (9)	0.007 (6)	0.029 (7)
O7	0.226 (13)	0.185 (11)	0.53 (3)	−0.062 (9)	0.278 (17)	−0.190 (15)
O8	0.091 (6)	0.270 (13)	0.173 (9)	−0.082 (7)	0.002 (5)	0.040 (9)
O1W	0.0369 (19)	0.063 (2)	0.0266 (17)	0.0085 (18)	0.0144 (15)	0.0048 (16)
O2W	0.061 (3)	0.110 (5)	0.088 (4)	0.030 (3)	0.033 (3)	0.003 (3)

Cr—F	1.881 (3)	N4—H4BN	0.900
Cr—O1W	1.997 (3)	C1—C2	1.511 (10)
Cr—N1	2.068 (5)	C1—H1A	0.970
Cr—N2	2.070 (4)	C1—H1B	0.970
Cr—N3	2.082 (5)	C2—C3	1.516 (10)
Cr—N4	2.095 (4)	C2—H2A	0.970
Cl1—O4	1.282 (8)	C2—H2B	0.970
Cl1—O3	1.377 (11)	C3—H3A	0.970
Cl1—O2	1.392 (8)	C3—H3B	0.970
Cl1—O1	1.405 (8)	C4—C5	1.498 (11)
Cl2—O7	1.321 (10)	C4—H4A	0.970
Cl2—O8	1.364 (8)	C4—H4B	0.970
Cl2—O5	1.365 (7)	C5—H5A	0.970
Cl2—O6	1.381 (9)	C5—H5B	0.970
N1—C3	1.496 (8)	C6—C7	1.504 (11)
N1—C4	1.502 (8)	C6—H6A	0.970
N1—H1AN	0.910	C6—H6B	0.970
N2—C6	1.484 (8)	C7—C8	1.499 (10)
N2—C5	1.488 (8)	C7—H7A	0.970
N2—H1N2	0.910	C7—H7B	0.970
N3—C8	1.488 (8)	C8—H8A	0.970
N3—H3AN	0.900	C8—H8B	0.970
N3—H3BN	0.900	O1W—H1OA	0.86 (6)
N4—C1	1.487 (7)	O1W—H1OB	0.74 (6)
N4—H4AN	0.900
F—Cr—O1W	179.49 (16)	N4—C1—C2	112.0 (5)
F—Cr—N1	89.72 (16)	N4—C1—H1A	109.2
O1W—Cr—N1	90.30 (18)	C2—C1—H1A	109.2
F—Cr—N2	88.63 (15)	N4—C1—H1B	109.2
O1W—Cr—N2	90.87 (17)	C2—C1—H1B	109.2
N1—Cr—N2	84.3 (2)	H1A—C1—H1B	107.9
F—Cr—N3	89.77 (16)	C1—C2—C3	114.3 (5)
O1W—Cr—N3	90.17 (18)	C1—C2—H2A	108.7
N1—Cr—N3	176.23 (19)	C3—C2—H2A	108.7
N2—Cr—N3	91.9 (2)	C1—C2—H2B	108.7
F—Cr—N4	91.04 (15)	C3—C2—H2B	108.7
O1W—Cr—N4	89.47 (17)	H2A—C2—H2B	107.6
N1—Cr—N4	90.98 (19)	N1—C3—C2	112.4 (5)
N2—Cr—N4	175.3 (2)	N1—C3—H3A	109.1
N3—Cr—N4	92.77 (19)	C2—C3—H3A	109.1
O4—Cl1—O3	108.6 (11)	N1—C3—H3B	109.1
O4—Cl1—O2	113.8 (8)	C2—C3—H3B	109.1
O3—Cl1—O2	106.6 (9)	H3A—C3—H3B	107.9
O4—Cl1—O1	119.5 (9)	C5—C4—N1	108.7 (5)
O3—Cl1—O1	97.5 (8)	C5—C4—H4A	109.9
O2—Cl1—O1	108.9 (5)	N1—C4—H4A	109.9
O7—Cl2—O8	104.5 (8)	C5—C4—H4B	109.9
O7—Cl2—O5	114.7 (9)	N1—C4—H4B	109.9
O8—Cl2—O5	112.8 (7)	H4A—C4—H4B	108.3
O7—Cl2—O6	110.5 (10)	N2—C5—C4	107.8 (5)
O8—Cl2—O6	110.7 (8)	N2—C5—H5A	110.1
O5—Cl2—O6	103.7 (7)	C4—C5—H5A	110.1
C3—N1—C4	111.9 (5)	N2—C5—H5B	110.1
C3—N1—Cr	117.1 (4)	C4—C5—H5B	110.1
C4—N1—Cr	107.0 (4)	H5A—C5—H5B	108.5
C3—N1—H1AN	106.8	N2—C6—C7	112.8 (5)
C4—N1—H1AN	106.8	N2—C6—H6A	109.0
Cr—N1—H1AN	106.8	C7—C6—H6A	109.0
C6—N2—C5	112.3 (5)	N2—C6—H6B	109.0
C6—N2—Cr	119.7 (4)	C7—C6—H6B	109.0
C5—N2—Cr	106.8 (4)	H6A—C6—H6B	107.8
C6—N2—H1N2	105.7	C8—C7—C6	115.7 (6)
C5—N2—H1N2	105.7	C8—C7—H7A	108.4
Cr—N2—H1N2	105.7	C6—C7—H7A	108.4
C8—N3—Cr	119.0 (4)	C8—C7—H7B	108.4
C8—N3—H3AN	107.6	C6—C7—H7B	108.4
Cr—N3—H3AN	107.6	H7A—C7—H7B	107.4
C8—N3—H3BN	107.6	N3—C8—C7	112.7 (5)
Cr—N3—H3BN	107.6	N3—C8—H8A	109.0
H3AN—N3—H3BN	107.0	C7—C8—H8A	109.0
C1—N4—Cr	116.9 (4)	N3—C8—H8B	109.0
C1—N4—H4AN	108.1	C7—C8—H8B	109.0
Cr—N4—H4AN	108.1	H8A—C8—H8B	107.8
C1—N4—H4BN	108.1	Cr—O1W—H1OA	129 (5)
Cr—N4—H4BN	108.1	Cr—O1W—H1OB	117 (5)
H4AN—N4—H4BN	107.3	H1OA—O1W—H1OB	109 (6)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1OA···Fi	0.86 (6)	1.72 (6)	2.564 (5)	168 (8)
O1W—H1OB···O2W	0.74 (6)	1.92 (6)	2.617 (6)	158 (7)
N1—H1AN···O2ii	0.91	2.42	3.332 (11)	177
N2—H1N2···O7iii	0.91	2.45	3.154 (10)	134
N3—H3BN···O5	0.90	2.36	3.242 (10)	167
N4—H4BN···O5	0.90	2.43	3.062 (10)	127
C1—H1B···O4iv	0.97	2.53	3.141 (13)	121

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1OA⋯Fi	0.86 (6)	1.72 (6)	2.564 (5)	168 (8)
O1W—H1OB⋯O2W	0.74 (6)	1.92 (6)	2.617 (6)	158 (7)
N1—H1AN⋯O2ii	0.91	2.42	3.332 (11)	177
N2—H1N2⋯O7iii	0.91	2.45	3.154 (10)	134
N3—H3BN⋯O5	0.90	2.36	3.242 (10)	167
N4—H4BN⋯O5	0.90	2.43	3.062 (10)	127
C1—H1B⋯O4iv	0.97	2.53	3.141 (13)	121

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .