catena-Poly­[[(2-amino-3-hydroxy­propionato)­nickel(II)]-μ-2-amino-3-hydroxy­propionato]

In the crystal structure of the title compound, [Ni(C₃H₆NO₃)₂]_n, the Ni^II atom has a distorted square-pyramidal coordination geometry. In the basal plane, the Ni atom is coordinated by two N atoms and two O atoms of the amino acid ligands. The apical position is occupied by a propionate O atom of one of the the amino acid ligands, forming chains extending in the b direction.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.037
• wR factor = 0.067
• Data-to-parameter ratio = 13.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given .......          ?

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           26.49
           From the CIF: _reflns_number_total               1822
           Count of symmetry unique reflns         1041
           Completeness (_total/calc)            175.02%
           TEST3: Check Friedels for noncentro structure
           Estimate of Friedel pairs measured       781
           Fraction of Friedel pairs measured     0.750
           Are heavy atom types Z>Si present          yes

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

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.

catena-Poly[[(2-amino-3-hydroxypropionato)nickel(II)]-µ-2-amino-3- hydroxypropionato]

Crystal data

[Ni(C3H6NO3)2]	F(000) = 276
Mr = 266.89	Dx = 1.893 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 5.638 (2) Å	Cell parameters from 1038 reflections
b = 8.394 (2) Å	θ = 3.2–26.6°
c = 9.897 (2) Å	µ = 2.08 mm^−1
β = 90.61 (3)°	T = 293 K
V = 468.4 (2) Å^3	Block, green
Z = 2	0.32 × 0.23 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer	1822 independent reflections
Radiation source: fine-focus sealed tube	1677 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.029
ω scans	θmax = 26.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −7→6
Tmin = 0.535, Tmax = 0.684	k = −10→10
2754 measured reflections	l = −12→6

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)] = 0.037	H-atom parameters constrained
wR(F^2) = 0.067	w = 1/[σ^2(Fo^2)]
S = 0.96	(Δ/σ)max < 0.001
1822 reflections	Δρmax = 0.41 e Å^−3
138 parameters	Δρmin = −0.34 e Å^−3
1 restraint	Absolute structure: Flack (1983), 781 Friedel pairs [CHECK]
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.01 (2)

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	0.48631 (7)	0.52333 (8)	0.81820 (4)	0.01999 (13)
O1	1.0198 (5)	0.6069 (4)	0.5746 (3)	0.0417 (9)
O2	0.7595 (5)	0.6264 (4)	0.7398 (3)	0.0282 (7)
O3	0.5541 (6)	0.5725 (3)	0.3804 (3)	0.0391 (9)
H3	0.4481	0.5486	0.3268	0.059*
O4	0.5029 (5)	0.6775 (4)	0.9674 (3)	0.0337 (8)
O5	0.2773 (5)	0.8026 (3)	1.1164 (3)	0.0279 (7)
O6	0.2116 (5)	0.4425 (4)	1.2176 (3)	0.0371 (8)
H6	0.1934	0.3458	1.2232	0.056*
N1	0.4554 (5)	0.4213 (5)	0.6385 (3)	0.0249 (8)
H1A	0.4070	0.3198	0.6477	0.030*
H1B	0.3476	0.4738	0.5877	0.030*
N2	0.2087 (5)	0.4439 (4)	0.9204 (3)	0.0217 (8)
H2A	0.0941	0.4126	0.8623	0.026*
H2B	0.2520	0.3594	0.9709	0.026*
C1	0.8366 (7)	0.5633 (5)	0.6309 (4)	0.0248 (11)
C2	0.6920 (7)	0.4262 (5)	0.5725 (4)	0.0256 (10)
H2	0.7747	0.3275	0.5970	0.031*
C3	0.6792 (8)	0.4323 (6)	0.4207 (4)	0.0305 (10)
H3A	0.8380	0.4339	0.3840	0.037*
H3B	0.5978	0.3387	0.3863	0.037*
C4	0.3135 (7)	0.6929 (5)	1.0348 (4)	0.0202 (9)
C5	0.1171 (7)	0.5712 (4)	1.0088 (4)	0.0223 (10)
H5	−0.0129	0.6251	0.9607	0.027*
C6	0.0220 (6)	0.5093 (8)	1.1418 (4)	0.0266 (9)
H6A	−0.0495	0.5958	1.1920	0.032*
H6B	−0.0986	0.4291	1.1248	0.032*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0196 (2)	0.0226 (3)	0.0180 (2)	−0.0044 (3)	0.00495 (16)	−0.0039 (3)
O1	0.0260 (16)	0.048 (2)	0.051 (2)	−0.0097 (16)	0.0139 (16)	−0.0050 (18)
O2	0.0310 (16)	0.0259 (17)	0.0278 (17)	−0.0099 (14)	0.0058 (13)	−0.0051 (14)
O3	0.048 (2)	0.032 (2)	0.037 (2)	0.0005 (14)	−0.0079 (16)	0.0034 (15)
O4	0.0250 (15)	0.040 (2)	0.0360 (19)	−0.0074 (13)	0.0111 (14)	−0.0132 (15)
O5	0.0263 (16)	0.0267 (17)	0.0310 (18)	0.0005 (13)	0.0036 (13)	−0.0066 (15)
O6	0.0500 (19)	0.0284 (17)	0.0327 (19)	−0.0017 (16)	−0.0065 (15)	0.0064 (15)
N1	0.0222 (17)	0.027 (2)	0.025 (2)	0.0023 (16)	0.0003 (15)	0.0016 (17)
N2	0.0220 (16)	0.0216 (18)	0.0216 (19)	−0.0009 (15)	0.0003 (14)	−0.0025 (16)
C1	0.022 (2)	0.027 (3)	0.025 (2)	−0.0013 (17)	−0.0002 (17)	0.0048 (18)
C2	0.027 (2)	0.026 (2)	0.024 (2)	0.0001 (19)	0.0046 (19)	0.002 (2)
C3	0.037 (3)	0.027 (3)	0.028 (3)	0.003 (2)	0.004 (2)	−0.001 (2)
C4	0.022 (2)	0.022 (2)	0.016 (2)	0.0022 (17)	−0.0006 (17)	0.0017 (18)
C5	0.0212 (19)	0.023 (3)	0.023 (2)	0.0019 (16)	−0.0006 (17)	−0.0014 (17)
C6	0.0259 (18)	0.027 (2)	0.027 (2)	−0.003 (2)	0.0035 (15)	−0.005 (3)

Geometric parameters (Å, º)

Ni1—O2	1.936 (3)	N1—H1A	0.9000
Ni1—O4	1.965 (3)	N1—H1B	0.9000
Ni1—N1	1.979 (3)	N2—C5	1.477 (5)
Ni1—N2	1.988 (3)	N2—H2A	0.9000
Ni1—O5^i	2.368 (3)	N2—H2B	0.9000
O1—C1	1.234 (4)	C1—C2	1.521 (6)
O2—C1	1.281 (5)	C2—C3	1.504 (5)
O3—C3	1.426 (5)	C2—H2	0.9800
O3—H3	0.8200	C3—H3A	0.9700
O4—C4	1.272 (5)	C3—H3B	0.9700
O5—C4	1.243 (5)	C4—C5	1.526 (5)
O5—Ni1^ii	2.368 (3)	C5—C6	1.518 (6)
O6—C6	1.416 (5)	C5—H5	0.9800
O6—H6	0.8200	C6—H6A	0.9700
N1—C2	1.492 (5)	C6—H6B	0.9700
O2—Ni1—O4	88.56 (13)	O2—C1—C2	116.6 (3)
O2—Ni1—N1	84.05 (13)	N1—C2—C3	113.9 (3)
O4—Ni1—N1	164.35 (15)	N1—C2—C1	109.4 (3)
O2—Ni1—N2	171.06 (14)	C3—C2—C1	111.9 (4)
O4—Ni1—N2	82.52 (13)	N1—C2—H2	107.1
N1—Ni1—N2	104.47 (14)	C3—C2—H2	107.1
O2—Ni1—O5^i	90.65 (11)	C1—C2—H2	107.1
O4—Ni1—O5^i	106.71 (12)	O3—C3—C2	109.0 (4)
N1—Ni1—O5^i	87.21 (13)	O3—C3—H3A	109.9
N2—Ni1—O5^i	92.42 (12)	C2—C3—H3A	109.9
C1—O2—Ni1	115.5 (3)	O3—C3—H3B	109.9
C3—O3—H3	109.5	C2—C3—H3B	109.9
C4—O4—Ni1	115.3 (3)	H3A—C3—H3B	108.3
C4—O5—Ni1^ii	131.4 (3)	O5—C4—O4	124.1 (4)
C6—O6—H6	109.5	O5—C4—C5	118.8 (3)
C2—N1—Ni1	108.1 (2)	O4—C4—C5	117.1 (4)
C2—N1—H1A	110.1	N2—C5—C6	113.3 (4)
Ni1—N1—H1A	110.1	N2—C5—C4	109.0 (3)
C2—N1—H1B	110.1	C6—C5—C4	110.2 (3)
Ni1—N1—H1B	110.1	N2—C5—H5	108.1
H1A—N1—H1B	108.4	C6—C5—H5	108.1
C5—N2—Ni1	110.0 (2)	C4—C5—H5	108.1
C5—N2—H2A	109.7	O6—C6—C5	108.9 (3)
Ni1—N2—H2A	109.7	O6—C6—H6A	109.9
C5—N2—H2B	109.7	C5—C6—H6A	109.9
Ni1—N2—H2B	109.7	O6—C6—H6B	109.9
H2A—N2—H2B	108.2	C5—C6—H6B	109.9
O1—C1—O2	123.4 (4)	H6A—C6—H6B	108.3
O1—C1—C2	120.0 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2B···O4^i	0.90	2.14	2.973 (4)	153
N2—H2A···O5^iii	0.90	2.30	3.005 (4)	135
N1—H1B···O1^iv	0.90	2.16	2.970 (4)	149
N1—H1A···O3^v	0.90	2.11	2.935 (5)	153
O6—H6···O2^i	0.82	1.90	2.691 (4)	163
O3—H3···O6^vi	0.82	1.93	2.730 (4)	166

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