The title compound, {[Ni(C2H5NO2)(H2O)4](NO3)2}n, contains cis-NiO2(H2O)4 octahedra linked by the glycine molecules into helical chains. Its structural relationship to other glycine metal nitrates is discussed.
Supporting information
CCDC reference: 285507
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.002 Å
- R factor = 0.030
- wR factor = 0.082
- Data-to-parameter ratio = 20.7
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT164_ALERT_4_C Nr. of Refined C-H H-Atoms in Heavy-At Struct... 2
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K
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 N2
PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.50
PLAT354_ALERT_3_C Short O-H Bond (0.82A) O2W - H1W2 ... 0.70 Ang.
PLAT354_ALERT_3_C Short O-H Bond (0.82A) O4W - H1W4 ... 0.71 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 8
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
10 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
checkCIF publication errors
Alert level A
PUBL022_ALERT_1_A There is a mismatched ~ on line 322
'C~2~H~5~N~~2~.Li(NO~3~)' 5.59 5.90 8.66 92.1 92.79 97.1 'P\=1' (a)
If you require a ~ then it should be escaped
with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 323
'C~2~H~5~N~~2~.Na(NO~3~)' 14.32 5.26 9.11 90 119.07 90 'Cc'
If you require a ~ then it should be escaped
with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 325
'C~2~H~5~N~~2~.Ag(NO~3~)' 5.45 19.49 5.54 90 100.20 90 'P2~1~' (c)
If you require a ~ then it should be escaped
with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 326
'C~2~H~5~N~~2~.Ca(NO~3~)~2~.2H~2~O' 6.87 11.27 13.25 90 90 90
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with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 328
'C~2~H~5~N~~2~.Mg(NO~3~)~2~.4H~2~O' 9.23 6.78 19.05
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with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 330
'C~2~H~5~N~~2~.Ni(NO~3~)~2~.4H~2~O' 9.20 6.77 18.97
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with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 332
'C~2~H~5~N~~2~.Co(NO~3~)~2~.4H~2~O' 9.24 6.72 19.04
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with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
PUBL022_ALERT_1_A There is a mismatched ~ on line 334
'C~2~H~4~N~~2~.Cu(NO~3~).H~2~O' 9.28 5.18 13.97
If you require a ~ then it should be escaped
with a \, i.e. \~
Otherwise there must be a matching closing ~, e.g. C~2~H~4~
8 ALERT level A = Data missing that is essential or data in wrong format
0 ALERT level G = General alerts. Data that may be required is missing
Data collection: COLLECT (Nonius, 2003); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: SCALEPACK and DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Bergerhoff et al., 1996); software used to prepare material for publication: SHELXL97.
catena-Poly[[[tetraaquanickel(II)]-µ-glycine-
κ2O:
O']
dinitrate]
top
Crystal data top
[Ni(C2H5NO2)(H2O)4](NO3)2 | F(000) = 680 |
Mr = 329.86 | Dx = 1.867 Mg m−3 |
Monoclinic, P21/n | Melting point: not determined K |
Hall symbol: -P 2yn | Mo Kα radiation, λ = 0.71073 Å |
a = 9.201 (1) Å | Cell parameters from 4780 reflections |
b = 6.773 (1) Å | θ = 4.1–33.1° |
c = 18.966 (2) Å | µ = 1.72 mm−1 |
β = 96.775 (1)° | T = 293 K |
V = 1173.7 (2) Å3 | Fragment, green |
Z = 4 | 0.08 × 0.05 × 0.04 mm |
Data collection top
Nonius KappaCCD area-detector diffractometer | 5086 independent reflections |
Radiation source: fine-focus sealed tube | 3240 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.025 |
Detector resolution: 9 pixels mm-1 | θmax = 35.0°, θmin = 4.2° |
φ and ω scans | h = −14→14 |
Absorption correction: multi-scan (DENZO-SMN; Otwinowski & Minor, 1997) | k = −10→8 |
Tmin = 0.875, Tmax = 0.934 | l = −30→30 |
7769 measured reflections | |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.030 | All H-atom parameters refined |
wR(F2) = 0.082 | w = 1/[σ2(Fo2) + (0.04P)2 + 0.25P] where P = (Fo2 + 2Fc2)/3 |
S = 1.01 | (Δ/σ)max = 0.001 |
4462 reflections | Δρmax = 0.47 e Å−3 |
216 parameters | Δρmin = −0.35 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0081 (10) |
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 | |
Ni1 | 0.411640 (17) | 0.25127 (3) | 0.197452 (8) | 0.02787 (7) | |
O1 | 0.37858 (11) | 0.21945 (15) | 0.30182 (5) | 0.0323 (2) | |
O2 | 0.18504 (13) | 0.02103 (16) | 0.29216 (5) | 0.0392 (2) | |
C1 | 0.27806 (15) | 0.1287 (2) | 0.32710 (6) | 0.0284 (3) | |
C2 | 0.26708 (16) | 0.1541 (2) | 0.40565 (7) | 0.0332 (3) | |
H1C | 0.270 (2) | 0.035 (3) | 0.4287 (10) | 0.053 (5)* | |
H2C | 0.179 (2) | 0.206 (3) | 0.4104 (11) | 0.049 (6)* | |
N | 0.38356 (17) | 0.2870 (2) | 0.43890 (7) | 0.0384 (3) | |
H1N | 0.468 (3) | 0.288 (3) | 0.4135 (13) | 0.060 (6)* | |
H2N | 0.410 (3) | 0.246 (3) | 0.4839 (14) | 0.057 (7)* | |
H3N | 0.348 (3) | 0.398 (4) | 0.4353 (15) | 0.094 (10)* | |
O1W | 0.21035 (12) | 0.13233 (18) | 0.15725 (6) | 0.0339 (2) | |
H1W1 | 0.142 (3) | 0.215 (4) | 0.1422 (14) | 0.067 (7)* | |
H2W1 | 0.181 (3) | 0.087 (4) | 0.1906 (14) | 0.066 (7)* | |
O2W | 0.45825 (14) | 0.2966 (2) | 0.09664 (6) | 0.0406 (3) | |
H1W2 | 0.413 (3) | 0.245 (3) | 0.0709 (14) | 0.061 (8)* | |
H2W2 | 0.551 (3) | 0.299 (3) | 0.0894 (12) | 0.061 (6)* | |
O3W | 0.48894 (16) | −0.0338 (2) | 0.19652 (7) | 0.0514 (3) | |
H1W3 | 0.517 (3) | −0.092 (3) | 0.2300 (13) | 0.060 (7)* | |
H2W3 | 0.537 (3) | −0.073 (3) | 0.1689 (13) | 0.061 (7)* | |
O4W | 0.60775 (14) | 0.3709 (3) | 0.23605 (7) | 0.0580 (4) | |
H1W4 | 0.628 (3) | 0.368 (3) | 0.2734 (13) | 0.059 (7)* | |
H2W4 | 0.691 (3) | 0.349 (4) | 0.2190 (14) | 0.079 (8)* | |
N1 | 0.36222 (13) | 0.1590 (2) | 0.61003 (6) | 0.0393 (3) | |
O11 | 0.48135 (12) | 0.1542 (2) | 0.58396 (6) | 0.0502 (3) | |
O12 | 0.36288 (15) | 0.1729 (3) | 0.67493 (6) | 0.0640 (4) | |
O13 | 0.24724 (13) | 0.1545 (3) | 0.56985 (7) | 0.0647 (4) | |
N2 | 0.73309 (15) | −0.1503 (2) | 0.06446 (7) | 0.0398 (3) | |
O21 | 0.60498 (15) | −0.1645 (3) | 0.07543 (8) | 0.0692 (4) | |
O22 | 0.76622 (15) | −0.1551 (2) | 0.00246 (6) | 0.0567 (3) | |
O23 | 0.83308 (17) | −0.1348 (3) | 0.11381 (7) | 0.0810 (5) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.02467 (9) | 0.04154 (12) | 0.01771 (9) | 0.00183 (7) | 0.00383 (6) | −0.00132 (6) |
O1 | 0.0327 (5) | 0.0463 (6) | 0.0184 (4) | −0.0007 (4) | 0.0050 (3) | 0.0000 (4) |
O2 | 0.0518 (6) | 0.0438 (6) | 0.0219 (4) | −0.0123 (5) | 0.0039 (4) | 0.0002 (4) |
C1 | 0.0341 (6) | 0.0325 (6) | 0.0189 (5) | 0.0057 (5) | 0.0042 (4) | 0.0018 (5) |
C2 | 0.0351 (7) | 0.0462 (9) | 0.0188 (5) | −0.0009 (6) | 0.0054 (5) | −0.0009 (6) |
N | 0.0452 (8) | 0.0478 (8) | 0.0222 (5) | −0.0041 (6) | 0.0049 (5) | −0.0014 (5) |
O1W | 0.0324 (5) | 0.0453 (6) | 0.0238 (4) | −0.0031 (5) | 0.0024 (4) | 0.0030 (4) |
O2W | 0.0329 (5) | 0.0685 (8) | 0.0213 (5) | −0.0051 (5) | 0.0076 (4) | −0.0037 (5) |
O3W | 0.0625 (8) | 0.0617 (8) | 0.0305 (6) | 0.0285 (7) | 0.0071 (6) | 0.0033 (6) |
O4W | 0.0323 (6) | 0.1132 (13) | 0.0287 (6) | −0.0157 (7) | 0.0047 (5) | −0.0124 (7) |
N1 | 0.0304 (6) | 0.0617 (9) | 0.0264 (5) | 0.0031 (6) | 0.0055 (4) | 0.0040 (6) |
O11 | 0.0279 (5) | 0.0894 (10) | 0.0341 (6) | −0.0002 (6) | 0.0066 (4) | −0.0016 (6) |
O12 | 0.0493 (7) | 0.1185 (12) | 0.0248 (5) | 0.0195 (8) | 0.0074 (5) | 0.0105 (7) |
O13 | 0.0281 (5) | 0.1306 (13) | 0.0347 (6) | −0.0048 (7) | 0.0014 (4) | −0.0035 (8) |
N2 | 0.0396 (7) | 0.0535 (8) | 0.0261 (5) | 0.0039 (6) | 0.0036 (5) | −0.0026 (5) |
O21 | 0.0449 (7) | 0.1016 (12) | 0.0640 (9) | −0.0007 (8) | 0.0189 (7) | −0.0177 (9) |
O22 | 0.0615 (8) | 0.0827 (10) | 0.0275 (5) | −0.0093 (7) | 0.0123 (5) | −0.0036 (6) |
O23 | 0.0570 (8) | 0.1509 (18) | 0.0317 (6) | 0.0068 (10) | −0.0092 (6) | −0.0108 (9) |
Geometric parameters (Å, º) top
Ni1—O2W | 2.0316 (12) | O1W—H1W1 | 0.86 (3) |
Ni1—O4W | 2.0339 (13) | O1W—H2W1 | 0.78 (3) |
Ni1—O1 | 2.0491 (11) | O2W—H1W2 | 0.70 (3) |
Ni1—O2i | 2.0518 (11) | O2W—H2W2 | 0.88 (3) |
Ni1—O3W | 2.0584 (14) | O3W—H1W3 | 0.77 (3) |
Ni1—O1W | 2.0803 (11) | O3W—H2W3 | 0.77 (2) |
O1—C1 | 1.2520 (17) | O4W—H1W4 | 0.71 (2) |
O2—C1 | 1.2530 (17) | O4W—H2W4 | 0.88 (3) |
C1—C2 | 1.5148 (18) | N1—O13 | 1.2292 (17) |
C2—N | 1.482 (2) | N1—O12 | 1.2336 (17) |
C2—H1C | 0.92 (2) | N1—O11 | 1.2549 (16) |
C2—H2C | 0.90 (2) | N2—O21 | 1.2247 (18) |
N—H1N | 0.96 (3) | N2—O23 | 1.2371 (18) |
N—H2N | 0.90 (3) | N2—O22 | 1.2496 (17) |
N—H3N | 0.82 (3) | | |
| | | |
O2W—Ni1—O4W | 90.11 (6) | N—C2—H1C | 110.8 (12) |
O2W—Ni1—O1 | 175.46 (5) | C1—C2—H1C | 111.6 (12) |
O4W—Ni1—O1 | 85.45 (6) | N—C2—H2C | 109.7 (13) |
O2W—Ni1—O2i | 95.62 (5) | C1—C2—H2C | 108.0 (14) |
O4W—Ni1—O2i | 89.25 (6) | H1C—C2—H2C | 105.5 (18) |
O1—Ni1—O2i | 83.42 (4) | C2—N—H1N | 112.4 (14) |
O2W—Ni1—O3W | 91.27 (6) | C2—N—H2N | 108.3 (14) |
O4W—Ni1—O3W | 94.82 (7) | H1N—N—H2N | 110 (2) |
O1—Ni1—O3W | 90.03 (5) | C2—N—H3N | 105 (2) |
O2i—Ni1—O3W | 172.00 (5) | H1N—N—H3N | 107 (2) |
O2W—Ni1—O1W | 89.49 (5) | H2N—N—H3N | 115 (2) |
O4W—Ni1—O1W | 179.25 (6) | H1W1—O1W—H2W1 | 103 (2) |
O1—Ni1—O1W | 94.95 (5) | H1W2—O2W—H2W2 | 114 (3) |
O2i—Ni1—O1W | 90.15 (5) | H1W3—O3W—H2W3 | 103 (2) |
O3W—Ni1—O1W | 85.83 (5) | H1W4—O4W—H2W4 | 103 (2) |
C1—O1—Ni1 | 128.47 (9) | O13—N1—O12 | 121.54 (13) |
C1—O2—Ni1ii | 138.11 (9) | O13—N1—O11 | 118.88 (13) |
O1—C1—O2 | 124.92 (12) | O12—N1—O11 | 119.55 (13) |
O1—C1—C2 | 117.32 (12) | O21—N2—O23 | 121.54 (15) |
O2—C1—C2 | 117.75 (12) | O21—N2—O22 | 120.28 (15) |
N—C2—C1 | 111.01 (12) | O23—N2—O22 | 118.17 (15) |
Symmetry codes: (i) −x+1/2, y+1/2, −z+1/2; (ii) −x+1/2, y−1/2, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N—H1N···O23iii | 0.96 (3) | 2.03 (3) | 2.948 (2) | 160 (2) |
N—H2N···O11 | 0.90 (3) | 2.03 (3) | 2.933 (2) | 176 (2) |
N—H3N···O22iv | 0.82 (3) | 2.34 (3) | 3.024 (2) | 142 (3) |
O1W—H1W1···O11v | 0.86 (3) | 1.95 (3) | 2.7876 (18) | 163 (2) |
O1W—H2W1···O2 | 0.78 (3) | 1.97 (3) | 2.7037 (15) | 156 (2) |
O2W—H1W2···O22vi | 0.70 (3) | 2.12 (3) | 2.793 (2) | 163 (3) |
O2W—H2W2···O13vii | 0.88 (3) | 1.91 (3) | 2.7851 (18) | 171 (2) |
O3W—H1W3···O12viii | 0.77 (3) | 2.07 (3) | 2.812 (2) | 162 (2) |
O3W—H2W3···O21 | 0.77 (2) | 2.04 (3) | 2.788 (2) | 162 (2) |
O4W—H1W4···O23iii | 0.71 (2) | 2.13 (2) | 2.836 (2) | 174 (3) |
O4W—H2W4···O12vii | 0.88 (3) | 1.88 (3) | 2.754 (2) | 173 (2) |
Symmetry codes: (iii) −x+3/2, y+1/2, −z+1/2; (iv) x−1/2, −y+1/2, z+1/2; (v) x−1/2, −y+1/2, z−1/2; (vi) −x+1, −y, −z; (vii) x+1/2, −y+1/2, z−1/2; (viii) −x+1, −y, −z+1. |
Overview of the stoichiometries, symmetries and unit-cell parameters of glycine
metal nitrate compounds (Å, °) topCompound | a | b | c | α | β | γ | Space group | Reference |
C2H5N2.Li(NO3) | 5.59 | 5.90 | 8.66 | 92.1 | 92.79 | 97.1 | P1 | (a) |
C2H5N2.Na(NO3) | 14.32 | 5.26 | 9.11 | 90 | 119.07 | 90 | Cc | (a) and (b) |
C2H5N2.Ag(NO3) | 5.45 | 19.49 | 5.54 | 90 | 100.20 | 90 | P21 | (c) |
C2H5N2.Ca(NO3)2.2H2O | 6.87 | 11.27 | 13.25 | 90 | 90 | 90 | P212121 | (d) |
C2H5N2.Mg(NO3)2.4H2O | 9.23 | 6.78 | 19.05 | 90 | 96.57 | 90 | P21/n | (e) |
C2H5N2.Ni(NO3)2.4H2O | 9.20 | 6.77 | 18.97 | 90 | 96.77 | 90 | P21/n | (e) |
C2H5N2.Co(NO3)2.4H2O | 9.24 | 6.72 | 19.04 | 90 | 96.51 | 90 | P21/n | (f) |
C2H4N2.Cu(NO3).H2O | 9.28 | 5.18 | 13.97 | 90 | 103.29 | 90 | P21/n | (g) |
References: (a) Baran et al. (2003); (b) Krishnakumar et al.
(2001); (c) Mohana Rao & Viswamitra (1972); (d) Natarajan et al., (1984); (e) this work; (f) Clegg et al. (1987); (g) Davies
et al. (1992). |