The title compound, (C
6H
14N
2)[Co(H
2O)
6](SO
4)
2, consists of hexaaquacobalt(II) cations, 1,4-diazabicyclo[2,2,2]octane cations and sulfate anions, linked by O—H
O hydrogen bonds. The geometry around the Co
2+ cation is octahedral.
Supporting information
CCDC reference: 270270
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.004 Å
- R factor = 0.029
- wR factor = 0.079
- Data-to-parameter ratio = 11.4
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for S1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for S2
PLAT432_ALERT_2_C Short Inter X...Y Contact O11 .. C3 .. 3.00 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
5 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
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2002)); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
1,4-Diazoniabicyclo[2,2,2]octane hexaaquacobalt(II) bis(sulfate)
top
Crystal data top
(C6H14N2)[Co(H2O)6](SO4)2 | F(000) = 988 |
Mr = 473.34 | Dx = 1.820 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 3079 reflections |
a = 12.0488 (8) Å | θ = 1.7–25.1° |
b = 12.1842 (8) Å | µ = 1.31 mm−1 |
c = 12.1390 (8) Å | T = 298 K |
β = 104.20 (1)° | Prism, pink |
V = 1727.8 (2) Å3 | 0.29 × 0.26 × 0.20 mm |
Z = 4 | |
Data collection top
Bruker APEX area-detector diffractometer | 3079 independent reflections |
Radiation source: fine-focus sealed tube | 2920 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
φ and ω scans | θmax = 25.1°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −14→12 |
Tmin = 0.69, Tmax = 0.77 | k = −14→14 |
8951 measured reflections | l = −14→11 |
Refinement top
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)] = 0.029 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.079 | w = 1/[σ2(Fo2) + (0.0428P)2 + 1.1451P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max = 0.001 |
3079 reflections | Δρmax = 0.29 e Å−3 |
269 parameters | Δρmin = −0.44 e Å−3 |
14 restraints | Extinction correction: SHELXTL (Bruker, 2002), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0642 (18) |
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 | Uiso*/Ueq | |
Co1 | 0.25892 (2) | 0.99523 (2) | 0.72822 (2) | 0.02095 (13) | |
S1 | 0.06441 (4) | 0.74181 (4) | 0.92438 (4) | 0.02168 (16) | |
S2 | 0.43644 (4) | 0.24386 (4) | 0.51046 (4) | 0.02155 (16) | |
O1 | 0.10274 (14) | 0.91315 (14) | 0.68511 (14) | 0.0311 (4) | |
O4 | 0.41646 (14) | 1.07318 (14) | 0.77358 (14) | 0.0302 (4) | |
O5 | 0.19938 (15) | 1.09233 (16) | 0.58502 (15) | 0.0364 (4) | |
O6 | 0.18170 (14) | 1.11245 (14) | 0.81855 (14) | 0.0319 (4) | |
O10 | 0.02572 (14) | 0.63764 (14) | 0.96382 (14) | 0.0342 (4) | |
O3 | 0.32286 (15) | 0.88453 (16) | 0.62566 (17) | 0.0414 (5) | |
O11 | 0.47574 (14) | 0.21911 (14) | 0.63081 (14) | 0.0341 (4) | |
O2 | 0.31142 (14) | 0.90575 (14) | 0.87690 (15) | 0.0334 (4) | |
O13 | 0.47537 (15) | 0.35453 (15) | 0.48955 (15) | 0.0403 (4) | |
N2 | 0.18714 (17) | 0.55562 (16) | 0.64267 (16) | 0.0305 (4) | |
O12 | 0.30875 (13) | 0.24135 (13) | 0.47582 (15) | 0.0329 (4) | |
N1 | 0.28358 (16) | 0.43909 (15) | 0.80387 (16) | 0.0276 (4) | |
O14 | 0.47668 (15) | 0.16199 (17) | 0.44150 (17) | 0.0483 (5) | |
O9 | 0.19032 (14) | 0.73874 (15) | 0.94610 (17) | 0.0437 (5) | |
O8 | 0.01307 (15) | 0.75342 (13) | 0.80174 (13) | 0.0333 (4) | |
O7 | 0.03099 (18) | 0.83430 (15) | 0.98578 (16) | 0.0485 (5) | |
C5 | 0.1023 (2) | 0.5210 (2) | 0.7070 (2) | 0.0330 (5) | |
H5A | 0.0426 | 0.4772 | 0.6586 | 0.040* | |
H5B | 0.0671 | 0.5851 | 0.7316 | 0.040* | |
C4 | 0.2817 (2) | 0.6196 (2) | 0.7174 (2) | 0.0441 (7) | |
H4A | 0.2510 | 0.6839 | 0.7468 | 0.053* | |
H4B | 0.3353 | 0.6439 | 0.6746 | 0.053* | |
C6 | 0.1631 (2) | 0.4545 (2) | 0.8088 (2) | 0.0404 (6) | |
H6A | 0.1601 | 0.4926 | 0.8783 | 0.049* | |
H6B | 0.1260 | 0.3838 | 0.8084 | 0.049* | |
C2 | 0.2340 (2) | 0.4564 (2) | 0.5973 (2) | 0.0393 (6) | |
H2A | 0.2907 | 0.4780 | 0.5568 | 0.047* | |
H2B | 0.1730 | 0.4174 | 0.5450 | 0.047* | |
C3 | 0.3419 (2) | 0.5463 (2) | 0.8147 (3) | 0.0499 (7) | |
H3A | 0.4213 | 0.5365 | 0.8127 | 0.060* | |
H3B | 0.3401 | 0.5799 | 0.8866 | 0.060* | |
C1 | 0.2881 (3) | 0.3834 (3) | 0.6962 (2) | 0.0582 (9) | |
H1A | 0.2474 | 0.3141 | 0.6900 | 0.070* | |
H1B | 0.3670 | 0.3683 | 0.6957 | 0.070* | |
H6C | 0.218 (3) | 1.156 (3) | 0.866 (3) | 0.087* | |
H2C | 0.277 (3) | 0.852 (3) | 0.892 (4) | 0.087* | |
H1C | 0.086 (3) | 0.862 (3) | 0.720 (3) | 0.087* | |
H2D | 0.377 (2) | 0.893 (3) | 0.904 (3) | 0.087* | |
H4D | 0.436 (3) | 1.100 (3) | 0.839 (2) | 0.087* | |
H1D | 0.084 (3) | 0.890 (3) | 0.621 (2) | 0.087* | |
H5C | 0.230 (3) | 1.140 (3) | 0.559 (3) | 0.087* | |
H6D | 0.130 (3) | 1.152 (3) | 0.781 (3) | 0.087* | |
H3C | 0.285 (3) | 0.849 (3) | 0.573 (3) | 0.087* | |
H5D | 0.134 (2) | 1.115 (3) | 0.571 (4) | 0.087* | |
H4C | 0.424 (3) | 1.121 (3) | 0.730 (3) | 0.087* | |
H3D | 0.388 (2) | 0.872 (3) | 0.623 (3) | 0.087* | |
H2N | 0.152 (3) | 0.598 (3) | 0.588 (3) | 0.070* | |
H1N | 0.321 (3) | 0.399 (3) | 0.862 (2) | 0.070* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.01969 (19) | 0.02236 (19) | 0.02033 (19) | −0.00071 (11) | 0.00402 (13) | −0.00036 (11) |
S1 | 0.0210 (3) | 0.0209 (3) | 0.0209 (3) | −0.00133 (19) | 0.0011 (2) | 0.00067 (19) |
S2 | 0.0194 (3) | 0.0229 (3) | 0.0213 (3) | −0.00208 (19) | 0.0030 (2) | −0.00072 (19) |
O1 | 0.0286 (8) | 0.0387 (10) | 0.0248 (8) | −0.0106 (7) | 0.0039 (7) | −0.0007 (7) |
O4 | 0.0279 (8) | 0.0367 (9) | 0.0259 (8) | −0.0083 (7) | 0.0060 (7) | −0.0024 (7) |
O5 | 0.0272 (9) | 0.0467 (11) | 0.0347 (9) | 0.0010 (8) | 0.0063 (8) | 0.0154 (8) |
O6 | 0.0303 (9) | 0.0327 (9) | 0.0302 (9) | 0.0041 (7) | 0.0028 (7) | −0.0077 (7) |
O10 | 0.0330 (9) | 0.0337 (9) | 0.0320 (9) | −0.0097 (7) | 0.0005 (7) | 0.0096 (7) |
O3 | 0.0264 (9) | 0.0490 (11) | 0.0490 (11) | −0.0002 (8) | 0.0098 (8) | −0.0238 (9) |
O11 | 0.0356 (9) | 0.0371 (9) | 0.0271 (9) | 0.0014 (7) | 0.0031 (7) | 0.0081 (7) |
O2 | 0.0245 (8) | 0.0344 (9) | 0.0378 (9) | 0.0007 (7) | 0.0008 (7) | 0.0132 (7) |
O13 | 0.0402 (10) | 0.0359 (10) | 0.0358 (10) | −0.0157 (8) | −0.0077 (8) | 0.0115 (7) |
N2 | 0.0366 (11) | 0.0275 (10) | 0.0247 (10) | 0.0050 (8) | 0.0022 (9) | 0.0077 (8) |
O12 | 0.0209 (8) | 0.0371 (9) | 0.0383 (10) | −0.0004 (6) | 0.0029 (7) | 0.0082 (7) |
N1 | 0.0293 (10) | 0.0267 (10) | 0.0240 (10) | 0.0068 (8) | 0.0011 (8) | 0.0039 (8) |
O14 | 0.0352 (10) | 0.0603 (12) | 0.0501 (12) | 0.0010 (9) | 0.0117 (9) | −0.0291 (10) |
O9 | 0.0225 (9) | 0.0515 (11) | 0.0550 (12) | −0.0013 (7) | 0.0055 (8) | 0.0239 (9) |
O8 | 0.0420 (10) | 0.0313 (9) | 0.0233 (8) | −0.0023 (7) | 0.0017 (7) | 0.0031 (6) |
O7 | 0.0541 (12) | 0.0415 (11) | 0.0422 (11) | 0.0099 (9) | −0.0029 (9) | −0.0193 (8) |
C5 | 0.0246 (12) | 0.0387 (13) | 0.0340 (13) | 0.0046 (10) | 0.0036 (10) | −0.0046 (10) |
C4 | 0.0469 (16) | 0.0286 (13) | 0.0543 (17) | −0.0129 (11) | 0.0078 (13) | 0.0046 (11) |
C6 | 0.0316 (13) | 0.0501 (16) | 0.0408 (15) | −0.0049 (12) | 0.0113 (11) | 0.0114 (12) |
C2 | 0.0497 (16) | 0.0454 (15) | 0.0254 (12) | 0.0084 (12) | 0.0146 (11) | −0.0031 (11) |
C3 | 0.0403 (15) | 0.0531 (17) | 0.0468 (16) | −0.0227 (13) | −0.0076 (13) | 0.0067 (14) |
C1 | 0.088 (2) | 0.0505 (17) | 0.0371 (15) | 0.0394 (17) | 0.0167 (15) | −0.0021 (13) |
Geometric parameters (Å, º) top
Co1—O2 | 2.0705 (17) | O2—H2D | 0.79 (3) |
Co1—O4 | 2.0728 (16) | N2—C4 | 1.491 (3) |
Co1—O5 | 2.0798 (17) | N2—C5 | 1.491 (3) |
Co1—O1 | 2.0816 (16) | N2—C2 | 1.495 (3) |
Co1—O3 | 2.1053 (17) | N2—H2N | 0.86 (2) |
Co1—O6 | 2.1466 (16) | N1—C3 | 1.474 (3) |
S1—O7 | 1.4610 (18) | N1—C6 | 1.480 (3) |
S1—O10 | 1.4721 (16) | N1—C1 | 1.485 (3) |
S1—O8 | 1.4724 (17) | N1—H1N | 0.89 (2) |
S1—O9 | 1.4753 (17) | C5—C6 | 1.509 (4) |
S2—O11 | 1.4528 (17) | C5—H5A | 0.97 |
S2—O14 | 1.4594 (18) | C5—H5B | 0.97 |
S2—O13 | 1.4700 (17) | C4—C3 | 1.516 (4) |
S2—O12 | 1.4927 (16) | C4—H4A | 0.97 |
O1—H1C | 0.81 (3) | C4—H4B | 0.97 |
O1—H1D | 0.80 (3) | C6—H6A | 0.97 |
O4—H4D | 0.84 (3) | C6—H6B | 0.97 |
O4—H4C | 0.82 (3) | C2—C1 | 1.509 (4) |
O5—H5C | 0.79 (3) | C2—H2A | 0.97 |
O5—H5D | 0.81 (2) | C2—H2B | 0.97 |
O6—H6C | 0.83 (3) | C3—H3A | 0.97 |
O6—H6D | 0.83 (3) | C3—H3B | 0.97 |
O3—H3C | 0.82 (3) | C1—H1A | 0.97 |
O3—H3D | 0.81 (2) | C1—H1B | 0.97 |
O2—H2C | 0.82 (3) | | |
| | | |
O2—Co1—O4 | 86.86 (7) | C5—N2—C2 | 109.45 (19) |
O2—Co1—O5 | 175.82 (7) | C4—N2—H2N | 108 (2) |
O4—Co1—O5 | 93.86 (7) | C5—N2—H2N | 108 (2) |
O2—Co1—O1 | 91.75 (7) | C2—N2—H2N | 111 (2) |
O4—Co1—O1 | 178.43 (7) | C3—N1—C6 | 109.6 (2) |
O5—Co1—O1 | 87.57 (7) | C3—N1—C1 | 111.4 (2) |
O2—Co1—O3 | 95.75 (8) | C6—N1—C1 | 110.0 (2) |
O4—Co1—O3 | 90.39 (7) | C3—N1—H1N | 106 (2) |
O5—Co1—O3 | 88.36 (8) | C6—N1—H1N | 111 (2) |
O1—Co1—O3 | 89.01 (7) | C1—N1—H1N | 109 (2) |
O2—Co1—O6 | 89.04 (7) | N2—C5—C6 | 108.88 (19) |
O4—Co1—O6 | 92.45 (7) | N2—C5—H5A | 109.9 |
O5—Co1—O6 | 86.82 (7) | C6—C5—H5A | 109.9 |
O1—Co1—O6 | 88.27 (7) | N2—C5—H5B | 109.9 |
O3—Co1—O6 | 174.56 (7) | C6—C5—H5B | 109.9 |
O7—S1—O10 | 110.51 (12) | H5A—C5—H5B | 108.3 |
O7—S1—O8 | 109.98 (10) | N2—C4—C3 | 108.3 (2) |
O10—S1—O8 | 108.88 (9) | N2—C4—H4A | 110.0 |
O7—S1—O9 | 109.15 (12) | C3—C4—H4A | 110.0 |
O10—S1—O9 | 108.28 (10) | N2—C4—H4B | 110.0 |
O8—S1—O9 | 110.01 (11) | C3—C4—H4B | 110.0 |
O11—S2—O14 | 111.26 (11) | H4A—C4—H4B | 108.4 |
O11—S2—O13 | 108.95 (10) | N1—C6—C5 | 108.60 (19) |
O14—S2—O13 | 111.29 (12) | N1—C6—H6A | 110.0 |
O11—S2—O12 | 109.80 (10) | C5—C6—H6A | 110.0 |
O14—S2—O12 | 106.78 (10) | N1—C6—H6B | 110.0 |
O13—S2—O12 | 108.70 (10) | C5—C6—H6B | 110.0 |
Co1—O1—H1C | 124 (3) | H6A—C6—H6B | 108.4 |
Co1—O1—H1D | 116 (3) | N2—C2—C1 | 108.19 (19) |
H1C—O1—H1D | 101 (4) | N2—C2—H2A | 110.1 |
Co1—O4—H4D | 117 (3) | C1—C2—H2A | 110.1 |
Co1—O4—H4C | 114 (3) | N2—C2—H2B | 110.1 |
H4D—O4—H4C | 107 (4) | C1—C2—H2B | 110.1 |
Co1—O5—H5C | 130 (3) | H2A—C2—H2B | 108.4 |
Co1—O5—H5D | 119 (3) | N1—C3—C4 | 109.1 (2) |
H5C—O5—H5D | 101 (4) | N1—C3—H3A | 109.9 |
Co1—O6—H6C | 125 (3) | C4—C3—H3A | 109.9 |
Co1—O6—H6D | 117 (3) | N1—C3—H3B | 109.9 |
H6C—O6—H6D | 102 (4) | C4—C3—H3B | 109.9 |
Co1—O3—H3C | 126 (3) | H3A—C3—H3B | 108.3 |
Co1—O3—H3D | 130 (3) | N1—C1—C2 | 109.2 (2) |
H3C—O3—H3D | 103 (4) | N1—C1—H1A | 109.8 |
Co1—O2—H2C | 124 (3) | C2—C1—H1A | 109.8 |
Co1—O2—H2D | 122 (3) | N1—C1—H1B | 109.8 |
H2C—O2—H2D | 105 (4) | C2—C1—H1B | 109.8 |
C4—N2—C5 | 110.4 (2) | H1A—C1—H1B | 108.3 |
C4—N2—C2 | 110.2 (2) | | |
| | | |
C4—N2—C5—C6 | −57.5 (3) | C5—N2—C2—C1 | −58.4 (3) |
C2—N2—C5—C6 | 64.0 (3) | C6—N1—C3—C4 | −60.4 (3) |
C5—N2—C4—C3 | 61.4 (3) | C1—N1—C3—C4 | 61.5 (3) |
C2—N2—C4—C3 | −59.6 (3) | N2—C4—C3—N1 | −2.1 (3) |
C3—N1—C6—C5 | 64.5 (3) | C3—N1—C1—C2 | −57.8 (3) |
C1—N1—C6—C5 | −58.2 (3) | C6—N1—C1—C2 | 63.8 (3) |
N2—C5—C6—N1 | −4.7 (3) | N2—C2—C1—N1 | −4.2 (4) |
C4—N2—C2—C1 | 63.3 (3) | | |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O6—H6C···O12i | 0.83 (3) | 1.95 (3) | 2.780 (2) | 177 (4) |
O2—H2C···O9 | 0.82 (3) | 1.94 (3) | 2.752 (2) | 171 (4) |
O1—H1C···O8 | 0.81 (3) | 1.98 (3) | 2.776 (2) | 168 (4) |
O2—H2D···O13ii | 0.79 (3) | 1.98 (3) | 2.753 (2) | 164 (4) |
O4—H4D···O13i | 0.84 (3) | 1.85 (3) | 2.691 (2) | 174 (4) |
O1—H1D···O10iii | 0.80 (3) | 1.90 (3) | 2.691 (2) | 169 (4) |
O5—H5C···O12iv | 0.79 (3) | 1.98 (3) | 2.765 (2) | 171 (4) |
O6—H6D···O8v | 0.83 (3) | 2.16 (3) | 2.985 (2) | 173 (4) |
O3—H3C···O9iii | 0.82 (3) | 1.98 (3) | 2.802 (3) | 179 (4) |
O5—H5D···O10v | 0.81 (2) | 1.89 (3) | 2.688 (2) | 169 (4) |
O4—H4C···O11iv | 0.82 (3) | 1.90 (3) | 2.698 (2) | 167 (4) |
O3—H3D···O14vi | 0.81 (2) | 2.01 (3) | 2.790 (2) | 160 (4) |
N2—H2N···O7iii | 0.86 (2) | 1.86 (3) | 2.685 (3) | 159 (3) |
N1—H1N···O14vii | 0.89 (2) | 2.03 (3) | 2.796 (3) | 145 (3) |
N1—H1N···O12vii | 0.89 (2) | 2.23 (3) | 2.995 (3) | 145 (3) |
Symmetry codes: (i) x, −y+3/2, z+1/2; (ii) −x+1, y+1/2, −z+3/2; (iii) x, −y+3/2, z−1/2; (iv) x, y+1, z; (v) −x, y+1/2, −z+3/2; (vi) −x+1, −y+1, −z+1; (vii) x, −y+1/2, z+1/2. |