Bis­[N-(2-amino­ethyl)­morpholine]copper(II) bis­(tetra­fluoro­borate)

In the crystal structure of the title compound, [Cu(C₆H₁₄N₂O)₂](BF₄)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.

Key indicators

• Single-crystal X-ray study
• T = 170 K
• Mean [sigma](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

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Computing details

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)

Crystal data

[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) Å^3

Data collection

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

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.034	H-atom parameters constrained
wR(F^2) = 0.092	w = 1/[σ^2(Fo^2) + (0.0616P)^2 + 0.1224P] where P = (Fo^2 + 2Fc^2)/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+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.051 (8)

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
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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Cu1—N2	1.9904 (15)	C3—H3B	0.9900
Cu1—N2^i	1.9904 (15)	C4—H4A	0.9900
Cu1—N1^i	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—N2^i	180.00	N1—C4—C3	113.18 (16)
N2—Cu1—N1^i	94.56 (6)	N1—C4—H4A	108.9
N2^i—Cu1—N1^i	85.44 (6)	C3—C4—H4A	108.9
N2—Cu1—N1	85.44 (6)	N1—C4—H4B	108.9
N2^i—Cu1—N1	94.56 (6)	C3—C4—H4B	108.9
N1^i—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)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2C···F1^ii	0.92	2.20	3.006 (2)	146
N2—H2D···O1^iii	0.92	2.24	3.0376 (19)	145
N2—H2D···F3^i	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.