In the crystal structure of the title compound, [Cu(C
6H
14N
2O)
2](BF
4)
2, the Cu atom is coordinated by four N atoms of two symmetry-related
N-(2-aminoethyl)morpholine ligands in a slightly distorted square-planar geometry. Including two longer contacts to two F atoms of two symmetry-related tetrafluoroborate anions, the coordination polyhedron can be described as a tetragonal bipyramid. The Cu atom is located on a centre of inversion, whereas the
N-(2-aminoethyl)morpholine ligand and the tetrafluoroborate anion are located in general positions. The crystal packing is stabilized by N—H
F and N—H
O hydrogen bonds.
Supporting information
CCDC reference: 271815
Key indicators
- Single-crystal X-ray study
- T = 170 K
- Mean (C-C) = 0.003 Å
- R factor = 0.034
- wR factor = 0.092
- Data-to-parameter ratio = 17.3
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Cu1 - F2 .. 11.89 su
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.97
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu1 - N2 .. 6.16 su
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
4 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
2 ALERT type 2 Indicator that the structure model may be wrong or deficient
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: IPDS Program Package (Stoe & Cie, 1998); cell refinement: IPDS Program Package; data reduction: IPDS Program Package; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997; program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP in SHELXTL (Bruker, 1998); software used to prepare material for publication: CIFTAB in SHELXTL.
Bis[
N-(2-aminoethyl)morpholine]copper(II) bis(tetrafluoroborate)
top
Crystal data top
[Cu(C6H14N2O)2](BF4)2 | Z = 1 |
Mr = 497.54 | F(000) = 255 |
Triclinic, P1 | Dx = 1.663 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 7.6461 (6) Å | Cell parameters from 6907 reflections |
b = 8.4018 (7) Å | θ = 3–56° |
c = 8.4258 (7) Å | µ = 1.19 mm−1 |
α = 85.89 (1)° | T = 170 K |
β = 78.08 (1)° | Block, violet |
γ = 69.757 (9)° | 0.11 × 0.10 × 0.09 mm |
V = 496.90 (7) Å3 | |
Data collection top
Stoe IPDS diffractometer | 2158 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.032 |
Graphite monochromator | θmax = 28.0°, θmin = 2.5° |
φ scans | h = −9→10 |
4509 measured reflections | k = −10→11 |
2317 independent reflections | l = −11→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)] = 0.034 | H-atom parameters constrained |
wR(F2) = 0.092 | w = 1/[σ2(Fo2) + (0.0616P)2 + 0.1224P] where P = (Fo2 + 2Fc2)/3 |
S = 1.09 | (Δ/σ)max < 0.001 |
2317 reflections | Δρmax = 0.58 e Å−3 |
134 parameters | Δρmin = −0.93 e Å−3 |
0 restraints | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.051 (8) |
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 | |
Cu1 | 0.5000 | 0.5000 | 0.5000 | 0.01024 (13) | |
O1 | 0.5816 (2) | 0.2315 (2) | −0.02139 (16) | 0.0255 (3) | |
C1 | 0.7167 (3) | 0.3181 (2) | 0.1824 (2) | 0.0185 (4) | |
H1A | 0.8334 | 0.2866 | 0.2282 | 0.022* | |
H1B | 0.6933 | 0.4339 | 0.1367 | 0.022* | |
C2 | 0.7481 (3) | 0.1947 (3) | 0.0466 (2) | 0.0243 (4) | |
H2A | 0.8550 | 0.2015 | −0.0395 | 0.029* | |
H2B | 0.7828 | 0.0775 | 0.0899 | 0.029* | |
N1 | 0.5520 (2) | 0.31936 (18) | 0.31623 (18) | 0.0128 (3) | |
C3 | 0.4247 (3) | 0.2219 (3) | 0.1021 (2) | 0.0226 (4) | |
H3A | 0.4546 | 0.1055 | 0.1470 | 0.027* | |
H3B | 0.3101 | 0.2477 | 0.0541 | 0.027* | |
C4 | 0.3851 (3) | 0.3480 (2) | 0.2379 (2) | 0.0177 (4) | |
H4A | 0.3476 | 0.4644 | 0.1931 | 0.021* | |
H4B | 0.2769 | 0.3392 | 0.3215 | 0.021* | |
C5 | 0.5910 (3) | 0.1565 (2) | 0.4095 (2) | 0.0156 (4) | |
H5A | 0.6467 | 0.0596 | 0.3332 | 0.019* | |
H5B | 0.4706 | 0.1494 | 0.4750 | 0.019* | |
C6 | 0.7276 (3) | 0.1472 (2) | 0.5202 (2) | 0.0181 (4) | |
H6A | 0.7384 | 0.0480 | 0.5932 | 0.022* | |
H6B | 0.8553 | 0.1339 | 0.4547 | 0.022* | |
N2 | 0.6552 (2) | 0.30611 (18) | 0.61767 (18) | 0.0138 (3) | |
H2C | 0.7561 | 0.3307 | 0.6395 | 0.017* | |
H2D | 0.5823 | 0.2904 | 0.7149 | 0.017* | |
B1 | 0.8656 (3) | 0.6660 (3) | 0.2880 (3) | 0.0180 (4) | |
F1 | 0.9350 (2) | 0.76135 (18) | 0.3711 (2) | 0.0388 (4) | |
F2 | 0.80818 (18) | 0.54918 (16) | 0.39602 (15) | 0.0252 (3) | |
F3 | 0.70684 (18) | 0.77470 (16) | 0.23059 (15) | 0.0257 (3) | |
F4 | 1.0038 (2) | 0.57962 (19) | 0.16098 (19) | 0.0412 (4) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.01371 (18) | 0.00780 (17) | 0.01188 (18) | −0.00609 (12) | −0.00480 (11) | 0.00222 (10) |
O1 | 0.0357 (8) | 0.0329 (8) | 0.0132 (6) | −0.0196 (7) | −0.0022 (6) | −0.0002 (6) |
C1 | 0.0210 (9) | 0.0196 (9) | 0.0180 (8) | −0.0137 (7) | 0.0005 (7) | 0.0030 (7) |
C2 | 0.0275 (11) | 0.0264 (10) | 0.0196 (9) | −0.0140 (9) | 0.0030 (7) | −0.0018 (8) |
N1 | 0.0168 (7) | 0.0113 (7) | 0.0136 (7) | −0.0084 (6) | −0.0043 (5) | 0.0020 (5) |
C3 | 0.0319 (11) | 0.0284 (10) | 0.0152 (8) | −0.0196 (9) | −0.0049 (7) | −0.0013 (7) |
C4 | 0.0197 (9) | 0.0211 (9) | 0.0168 (8) | −0.0103 (7) | −0.0074 (7) | 0.0006 (7) |
C5 | 0.0244 (9) | 0.0091 (7) | 0.0158 (8) | −0.0084 (7) | −0.0054 (7) | 0.0024 (6) |
C6 | 0.0218 (9) | 0.0108 (8) | 0.0201 (9) | −0.0019 (7) | −0.0075 (7) | 0.0014 (6) |
N2 | 0.0167 (7) | 0.0127 (7) | 0.0141 (7) | −0.0072 (6) | −0.0044 (5) | 0.0018 (5) |
B1 | 0.0151 (9) | 0.0180 (10) | 0.0236 (10) | −0.0093 (8) | −0.0039 (8) | 0.0006 (8) |
F1 | 0.0380 (8) | 0.0292 (7) | 0.0661 (10) | −0.0204 (6) | −0.0324 (7) | 0.0034 (7) |
F2 | 0.0286 (6) | 0.0273 (6) | 0.0249 (6) | −0.0182 (5) | −0.0032 (5) | 0.0054 (5) |
F3 | 0.0243 (6) | 0.0270 (6) | 0.0282 (6) | −0.0075 (5) | −0.0132 (5) | 0.0020 (5) |
F4 | 0.0307 (8) | 0.0373 (8) | 0.0408 (8) | −0.0059 (6) | 0.0147 (6) | 0.0010 (6) |
Geometric parameters (Å, º) top
Cu1—N2 | 1.9904 (15) | C3—H3B | 0.9900 |
Cu1—N2i | 1.9904 (15) | C4—H4A | 0.9900 |
Cu1—N1i | 2.1270 (14) | C4—H4B | 0.9900 |
Cu1—N1 | 2.1270 (14) | C5—C6 | 1.517 (3) |
O1—C2 | 1.431 (3) | C5—H5A | 0.9900 |
O1—C3 | 1.438 (2) | C5—H5B | 0.9900 |
C1—N1 | 1.504 (2) | C6—N2 | 1.490 (2) |
C1—C2 | 1.525 (3) | C6—H6A | 0.9900 |
C1—H1A | 0.9900 | C6—H6B | 0.9900 |
C1—H1B | 0.9900 | N2—H2C | 0.9200 |
C2—H2A | 0.9900 | N2—H2D | 0.9200 |
C2—H2B | 0.9900 | B1—F4 | 1.380 (2) |
N1—C4 | 1.495 (2) | B1—F1 | 1.394 (2) |
N1—C5 | 1.496 (2) | B1—F3 | 1.398 (3) |
C3—C4 | 1.527 (3) | B1—F2 | 1.410 (2) |
C3—H3A | 0.9900 | | |
| | | |
N2—Cu1—N2i | 180.00 | N1—C4—C3 | 113.18 (16) |
N2—Cu1—N1i | 94.56 (6) | N1—C4—H4A | 108.9 |
N2i—Cu1—N1i | 85.44 (6) | C3—C4—H4A | 108.9 |
N2—Cu1—N1 | 85.44 (6) | N1—C4—H4B | 108.9 |
N2i—Cu1—N1 | 94.56 (6) | C3—C4—H4B | 108.9 |
N1i—Cu1—N1 | 180.0 | H4A—C4—H4B | 107.8 |
C2—O1—C3 | 110.11 (14) | N1—C5—C6 | 110.10 (14) |
N1—C1—C2 | 112.60 (14) | N1—C5—H5A | 109.6 |
N1—C1—H1A | 109.1 | C6—C5—H5A | 109.6 |
C2—C1—H1A | 109.1 | N1—C5—H5B | 109.6 |
N1—C1—H1B | 109.1 | C6—C5—H5B | 109.6 |
C2—C1—H1B | 109.1 | H5A—C5—H5B | 108.2 |
H1A—C1—H1B | 107.8 | N2—C6—C5 | 108.99 (15) |
O1—C2—C1 | 111.53 (17) | N2—C6—H6A | 109.9 |
O1—C2—H2A | 109.3 | C5—C6—H6A | 109.9 |
C1—C2—H2A | 109.3 | N2—C6—H6B | 109.9 |
O1—C2—H2B | 109.3 | C5—C6—H6B | 109.9 |
C1—C2—H2B | 109.3 | H6A—C6—H6B | 108.3 |
H2A—C2—H2B | 108.0 | C6—N2—Cu1 | 111.15 (11) |
C4—N1—C5 | 110.10 (13) | C6—N2—H2C | 109.4 |
C4—N1—C1 | 106.77 (14) | Cu1—N2—H2C | 109.4 |
C5—N1—C1 | 112.15 (14) | C6—N2—H2D | 109.4 |
C4—N1—Cu1 | 113.19 (11) | Cu1—N2—H2D | 109.4 |
C5—N1—Cu1 | 102.13 (10) | H2C—N2—H2D | 108.0 |
C1—N1—Cu1 | 112.58 (10) | F4—B1—F1 | 110.47 (17) |
O1—C3—C4 | 110.28 (15) | F4—B1—F3 | 110.36 (17) |
O1—C3—H3A | 109.6 | F1—B1—F3 | 108.87 (17) |
C4—C3—H3A | 109.6 | F4—B1—F2 | 109.56 (17) |
O1—C3—H3B | 109.6 | F1—B1—F2 | 109.16 (17) |
C4—C3—H3B | 109.6 | F3—B1—F2 | 108.37 (16) |
H3A—C3—H3B | 108.1 | | |
Symmetry code: (i) −x+1, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2C···F1ii | 0.92 | 2.20 | 3.006 (2) | 146 |
N2—H2D···O1iii | 0.92 | 2.24 | 3.0376 (19) | 145 |
N2—H2D···F3i | 0.92 | 2.40 | 3.0781 (19) | 130 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+1, −z+1; (iii) x, y, z+1. |