Bis(2-amino­acetato-κ²N,O)aqua­nickel(II)

The title compound, [Ni(C₂H₅NO₂)₂(H₂O)], is a mononuclear nickel(II) complex. The Ni^II atom is five-coordinated by two N atoms and two O atoms from two glycinate ligands in basal plane positions, and by one O atom from a coordinated water molecule in the apical position, forming a slightly distorted square-pyramidal geometry. In the crystal structure, mol­ecules are linked through inter­molecular N—H...O and O—H...O hydrogen bonds, forming a three-dimensional network.

Key indicators

• Single-crystal X-ray study
• T = 290 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.051
• wR factor = 0.079
• Data-to-parameter ratio = 13.8

checkCIF/PLATON results

No syntax errors found



Alert level C
RINTA01_ALERT_3_C  The value of Rint is greater than 0.10
            Rint given   0.105
PLAT020_ALERT_3_C The value of Rint is greater than 0.10 .........       0.10
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8
PLAT420_ALERT_2_C D-H Without Acceptor       N1     -   H1A    ...          ?
PLAT731_ALERT_1_C Bond    Calc     0.82(4), Rep   0.821(10) ......       4.00 su-Rat
              O5   -H5A     1.555   1.555
PLAT731_ALERT_1_C Bond    Calc     0.82(4), Rep   0.823(10) ......       4.00 su-Rat
              O5   -H5B     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(4), Rep   0.821(10) ......       4.00 su-Rat
              O5   -H5A     1.555   1.555
PLAT735_ALERT_1_C D-H     Calc     0.82(4), Rep   0.823(10) ......       4.00 su-Rat
              O5   -H5B     1.555   1.555
PLAT736_ALERT_1_C H...A   Calc     1.96(4), Rep   1.952(12) ......       3.33 su-Rat
              H5A  -O4      1.555   2.674
PLAT736_ALERT_1_C H...A   Calc     1.99(4), Rep   1.986(13) ......       3.08 su-Rat
              H5B  -O2      1.555   3.656

Alert level G
REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is
            correct. If it is not, please give the correct count in the
            _publ_section_exptl_refinement section of the submitted CIF.
           From the CIF: _diffrn_reflns_theta_max           26.50
           From the CIF: _reflns_number_total               1585
           Count of symmetry unique reflns          951
           Completeness (_total/calc)            166.67%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured       634
           Fraction of Friedel pairs measured     0.667
           Are heavy atom types Z>Si present        yes

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  10 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2002); software used to prepare material for publication: SHELXTL.

Bis(2-aminoacetato-κ²N,O)aquanickel(II)

Crystal data

[Ni(C2H5NO2)2(H2O)]	F(000) = 464
Mr = 224.85	Dx = 1.957 Mg m^−3
Orthorhombic, P212121	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2ac 2ab	Cell parameters from 652 reflections
a = 5.2174 (15) Å	θ = 2.4–16.6°
b = 10.823 (3) Å	µ = 2.53 mm^−1
c = 13.517 (4) Å	T = 290 K
V = 763.3 (4) Å^3	Needle, blue
Z = 4	0.13 × 0.01 × 0.01 mm

Data collection

Bruker APEX area-detector diffractometer	1585 independent reflections
Radiation source: fine-focus sealed tube	1245 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.105
φ and ω scans	θmax = 26.5°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −6→6
Tmin = 0.935, Tmax = 0.975	k = −13→13
8284 measured reflections	l = −16→16

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)] = 0.051	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.079	w = 1/[σ^2(Fo^2) + (0.0242P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.01	(Δ/σ)max < 0.001
1585 reflections	Δρmax = 0.51 e Å^−3
115 parameters	Δρmin = −0.39 e Å^−3
3 restraints	Absolute structure: Flack (1983), with 634 Freidel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.01 (4)

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
Ni1	0.91017 (13)	0.85300 (7)	0.84884 (5)	0.02709 (19)
O1	0.6941 (7)	0.7590 (4)	0.7577 (3)	0.0392 (11)
O2	0.6718 (8)	0.6841 (4)	0.6063 (3)	0.0446 (12)
O3	0.6735 (6)	0.8320 (4)	0.9602 (3)	0.0287 (10)
O4	0.6248 (8)	0.8713 (4)	1.1197 (2)	0.0437 (11)
O5	0.6970 (11)	1.0375 (4)	0.7983 (3)	0.0646 (16)
N1	1.1463 (8)	0.8681 (5)	0.7333 (3)	0.0421 (14)
H1A	1.1804	0.9483	0.7218	0.050*
H1B	1.2951	0.8296	0.7467	0.050*
N2	1.1349 (9)	0.9339 (4)	0.9477 (3)	0.0317 (12)
H2A	1.2792	0.8894	0.9553	0.038*
H2B	1.1789	1.0097	0.9261	0.038*
C1	0.7790 (11)	0.7462 (5)	0.6712 (4)	0.0323 (15)
C2	1.0279 (10)	0.8125 (5)	0.6447 (5)	0.0364 (16)
H2C	1.1464	0.7541	0.6151	0.044*
H2D	0.9926	0.8766	0.5964	0.044*
C3	0.7464 (10)	0.8780 (5)	1.0411 (4)	0.0264 (14)
C4	1.0028 (10)	0.9444 (6)	1.0431 (5)	0.0367 (17)
H4A	0.9757	1.0310	1.0585	0.044*
H4B	1.1095	0.9092	1.0947	0.044*
H5A	0.749 (11)	1.071 (4)	0.748 (3)	0.050*
H5B	0.585 (8)	1.078 (4)	0.826 (3)	0.050*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0179 (3)	0.0389 (4)	0.0245 (3)	−0.0066 (4)	0.0010 (4)	−0.0021 (4)
O1	0.033 (2)	0.051 (3)	0.034 (3)	−0.010 (2)	0.006 (2)	−0.004 (2)
O2	0.046 (3)	0.049 (3)	0.039 (3)	−0.003 (2)	0.001 (2)	−0.014 (2)
O3	0.019 (2)	0.043 (3)	0.025 (2)	−0.0057 (18)	−0.0005 (16)	−0.0050 (19)
O4	0.037 (2)	0.061 (3)	0.033 (2)	−0.006 (2)	0.006 (2)	−0.002 (2)
O5	0.089 (4)	0.057 (3)	0.047 (3)	0.030 (3)	0.021 (3)	0.017 (3)
N1	0.038 (3)	0.049 (3)	0.040 (3)	−0.006 (3)	0.004 (2)	0.003 (3)
N2	0.021 (3)	0.030 (3)	0.044 (3)	0.000 (2)	−0.006 (2)	−0.001 (2)
C1	0.032 (3)	0.038 (4)	0.027 (4)	0.004 (3)	−0.003 (3)	−0.003 (3)
C2	0.035 (3)	0.040 (4)	0.035 (4)	0.003 (3)	0.009 (3)	0.005 (3)
C3	0.021 (3)	0.026 (4)	0.032 (3)	0.002 (3)	0.000 (3)	0.000 (3)
C4	0.026 (3)	0.041 (4)	0.043 (4)	0.001 (3)	0.002 (3)	−0.006 (3)

Geometric parameters (Å, º)

Ni1—N1	1.996 (4)	N1—H1A	0.9000
Ni1—N2	1.982 (4)	N1—H1B	0.9000
Ni1—O1	1.955 (4)	N2—C4	1.466 (7)
Ni1—O3	1.960 (3)	N2—H2A	0.9000
Ni1—O5	2.385 (4)	N2—H2B	0.9000
O1—C1	1.258 (6)	C1—C2	1.526 (7)
O2—C1	1.239 (6)	C2—H2C	0.9700
O3—C3	1.261 (6)	C2—H2D	0.9700
O4—C3	1.240 (6)	C3—C4	1.519 (7)
O5—H5A	0.821 (10)	C4—H4A	0.9700
O5—H5B	0.823 (10)	C4—H4B	0.9700
N1—C2	1.476 (7)
O1—Ni1—N1	84.6 (2)	Ni1—N2—H2A	109.6
O3—Ni1—N2	84.6 (2)	C4—N2—H2B	109.6
O1—Ni1—O3	93.4 (2)	Ni1—N2—H2B	109.6
N2—Ni1—N1	97.3 (2)	H2A—N2—H2B	108.1
N1—Ni1—O5	89.7 (2)	O2—C1—O1	124.0 (6)
N2—Ni1—O5	95.7 (2)	O2—C1—C2	118.2 (5)
O1—Ni1—O5	89.2 (2)	O1—C1—C2	117.8 (6)
O3—Ni1—O5	91.3 (2)	N1—C2—C1	110.9 (5)
O1—Ni1—N2	174.8 (2)	N1—C2—H2C	109.5
O3—Ni1—N1	177.7 (2)	C1—C2—H2C	109.5
C1—O1—Ni1	116.1 (4)	N1—C2—H2D	109.5
C3—O3—Ni1	115.5 (3)	C1—C2—H2D	109.5
Ni1—O5—H5A	117 (4)	H2C—C2—H2D	108.0
Ni1—O5—H5B	130 (4)	O4—C3—O3	124.5 (5)
H5A—O5—H5B	113 (3)	O4—C3—C4	117.6 (5)
C2—N1—Ni1	110.1 (3)	O3—C3—C4	117.9 (5)
C2—N1—H1A	109.6	N2—C4—C3	111.2 (5)
Ni1—N1—H1A	109.6	N2—C4—H4A	109.4
C2—N1—H1B	109.6	C3—C4—H4A	109.4
Ni1—N1—H1B	109.6	N2—C4—H4B	109.4
H1A—N1—H1B	108.2	C3—C4—H4B	109.4
C4—N2—Ni1	110.4 (3)	H4A—C4—H4B	108.0
C4—N2—H2A	109.6
O3—Ni1—O1—C1	−178.9 (4)	O5—Ni1—N2—C4	85.9 (4)
N1—Ni1—O1—C1	0.0 (4)	Ni1—O1—C1—O2	176.2 (4)
O5—Ni1—O1—C1	89.8 (4)	Ni1—O1—C1—C2	−4.5 (6)
O1—Ni1—O3—C3	177.6 (4)	Ni1—N1—C2—C1	−7.4 (5)
N2—Ni1—O3—C3	2.5 (4)	O2—C1—C2—N1	−172.6 (5)
O5—Ni1—O3—C3	−93.1 (4)	O1—C1—C2—N1	8.0 (7)
O1—Ni1—N1—C2	4.4 (4)	Ni1—O3—C3—O4	−178.3 (4)
N2—Ni1—N1—C2	179.5 (4)	Ni1—O3—C3—C4	0.6 (6)
O5—Ni1—N1—C2	−84.8 (4)	Ni1—N2—C4—C3	6.3 (6)
O3—Ni1—N2—C4	−4.9 (4)	O4—C3—C4—N2	174.2 (5)
N1—Ni1—N2—C4	176.3 (4)	O3—C3—C4—N2	−4.7 (7)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···O1^i	0.90	2.22	3.110 (6)	169
N2—H2A···O3^i	0.90	2.15	3.024 (6)	164
N2—H2B···O2^ii	0.90	2.09	2.980 (6)	171
O5—H5A···O4^iii	0.82 (1)	1.95 (1)	2.769 (6)	173 (5)
O5—H5B···O2^iv	0.82 (1)	1.99 (1)	2.808 (6)	177 (6)

Symmetry codes: (i) x+1, y, z; (ii) −x+2, y+1/2, −z+3/2; (iii) −x+3/2, −y+2, z−1/2; (iv) −x+1, y+1/2, −z+3/2.