The title compound, {[Na(C
8H
4NO
6)(H
2O)
3].H
2O}
n, forms polymeric chains by way of edge-sharing
via pairs of water molecules between NaO(H
2O)
5 octahedra. The chains are crosslinked by O—H
O hydrogen bonds, resulting in a three-dimensional network.
Supporting information
CCDC reference: 255444
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.048
- wR factor = 0.132
- Data-to-parameter ratio = 13.6
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.98
PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N1
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
2 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 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
1 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker 1997); cell refinement: SMART; data reduction: SAINT (Bruker 1997); program(s) used to solve structure: SHELXTL (Sheldrick, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.
Tcatena-Poly[[[aqua(2-carboxy-6-nitrobenzoato-
κO)sodium]-di-µ-aqua]
monohydrate]
top
Crystal data top
[Na(C8H4NO6)(H2O)3]·H2O | Z = 2 |
Mr = 305.18 | F(000) = 316 |
Triclinic, P1 | Dx = 1.610 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 6.9258 (19) Å | Cell parameters from 766 reflections |
b = 7.513 (2) Å | θ = 3.0–26.2° |
c = 12.907 (4) Å | µ = 0.18 mm−1 |
α = 77.622 (8)° | T = 293 K |
β = 83.212 (9)° | Block, colorless |
γ = 74.103 (8)° | 0.26 × 0.22 × 0.16 mm |
V = 629.6 (3) Å3 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 2536 independent reflections |
Radiation source: fine-focus sealed tube | 1968 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
φ and ω scans | θmax = 26.4°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −8→8 |
Tmin = 0.916, Tmax = 0.972 | k = −9→8 |
3650 measured reflections | l = −16→10 |
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)] = 0.048 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.132 | w = 1/[σ2(Fo2) + (0.0497P)2 + 0.4847P] where P = (Fo2 + 2Fc2)/3 |
S = 1.11 | (Δ/σ)max = 0.002 |
2536 reflections | Δρmax = 0.38 e Å−3 |
186 parameters | Δρmin = −0.26 e Å−3 |
1 restraint | Extinction correction: SHELXTL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.093 (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 | |
Na1 | 0.25379 (15) | 0.48339 (14) | 0.50904 (8) | 0.0394 (3) | |
N1 | 0.0779 (4) | 1.3039 (3) | 0.12749 (18) | 0.0392 (5) | |
O1 | 0.2926 (3) | 0.5920 (3) | 0.30923 (14) | 0.0434 (5) | |
O2 | 0.4893 (3) | 0.4801 (3) | 0.17703 (15) | 0.0474 (5) | |
H2 | 0.514 (5) | 0.380 (3) | 0.225 (2) | 0.059 (10)* | |
O3 | −0.0303 (3) | 0.9333 (2) | 0.32176 (14) | 0.0352 (4) | |
O4 | 0.2506 (3) | 1.0075 (3) | 0.34047 (14) | 0.0379 (5) | |
O5 | −0.0434 (4) | 1.3153 (3) | 0.2012 (2) | 0.0740 (8) | |
O6 | 0.1387 (4) | 1.4371 (3) | 0.0782 (2) | 0.0709 (7) | |
C1 | 0.2956 (3) | 0.7906 (3) | 0.13895 (18) | 0.0274 (5) | |
C2 | 0.1982 (3) | 0.9588 (3) | 0.17311 (18) | 0.0246 (5) | |
C3 | 0.1632 (4) | 1.1215 (3) | 0.09543 (19) | 0.0304 (5) | |
C4 | 0.2083 (4) | 1.1223 (4) | −0.0114 (2) | 0.0376 (6) | |
H4 | 0.1826 | 1.2346 | −0.0608 | 0.045* | |
C5 | 0.2923 (4) | 0.9531 (4) | −0.0430 (2) | 0.0392 (6) | |
H5 | 0.3174 | 0.9492 | −0.1150 | 0.047* | |
C6 | 0.3394 (4) | 0.7897 (4) | 0.03115 (19) | 0.0347 (6) | |
H6 | 0.4017 | 0.6766 | 0.0090 | 0.042* | |
C7 | 0.3560 (4) | 0.6117 (3) | 0.21803 (19) | 0.0298 (5) | |
C8 | 0.1348 (4) | 0.9665 (3) | 0.28874 (18) | 0.0273 (5) | |
O7 | 0.4256 (3) | 0.7172 (3) | 0.50762 (14) | 0.0392 (5) | |
H7A | 0.4130 | 0.7603 | 0.5645 | 0.047* | |
H7B | 0.3683 | 0.8021 | 0.4579 | 0.047* | |
O8 | 0.2153 (3) | 0.3517 (3) | 0.69776 (16) | 0.0530 (6) | |
H8A | 0.1629 | 0.4382 | 0.7332 | 0.064* | |
H8B | 0.1388 | 0.2786 | 0.7032 | 0.064* | |
O9 | 0.0640 (3) | 0.2796 (3) | 0.47933 (14) | 0.0378 (5) | |
H9A | 0.0531 | 0.2066 | 0.5387 | 0.045* | |
H9B | 0.1080 | 0.2156 | 0.4306 | 0.045* | |
O10 | 0.4202 (3) | 0.8509 (2) | 0.69551 (14) | 0.0397 (5) | |
H10A | 0.3026 | 0.9233 | 0.7003 | 0.048* | |
H10B | 0.5090 | 0.9125 | 0.6866 | 0.048* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Na1 | 0.0319 (6) | 0.0378 (6) | 0.0490 (7) | −0.0098 (4) | −0.0013 (4) | −0.0091 (5) |
N1 | 0.0461 (14) | 0.0249 (11) | 0.0439 (13) | −0.0042 (10) | −0.0123 (11) | −0.0023 (10) |
O1 | 0.0544 (12) | 0.0319 (10) | 0.0329 (10) | −0.0002 (9) | 0.0046 (9) | −0.0009 (8) |
O2 | 0.0539 (13) | 0.0351 (11) | 0.0397 (11) | 0.0108 (9) | 0.0002 (9) | −0.0089 (9) |
O3 | 0.0297 (10) | 0.0360 (10) | 0.0365 (10) | −0.0060 (8) | 0.0046 (7) | −0.0062 (8) |
O4 | 0.0412 (11) | 0.0437 (11) | 0.0339 (10) | −0.0126 (8) | −0.0053 (8) | −0.0147 (8) |
O5 | 0.0871 (19) | 0.0352 (12) | 0.0822 (17) | 0.0013 (12) | 0.0300 (15) | −0.0150 (12) |
O6 | 0.099 (2) | 0.0393 (13) | 0.0785 (17) | −0.0309 (13) | −0.0032 (14) | −0.0046 (12) |
C1 | 0.0233 (12) | 0.0293 (12) | 0.0298 (12) | −0.0060 (9) | 0.0001 (9) | −0.0082 (10) |
C2 | 0.0222 (11) | 0.0260 (12) | 0.0264 (11) | −0.0068 (9) | −0.0029 (9) | −0.0050 (9) |
C3 | 0.0300 (13) | 0.0269 (12) | 0.0338 (13) | −0.0060 (10) | −0.0067 (10) | −0.0043 (10) |
C4 | 0.0435 (15) | 0.0384 (15) | 0.0286 (13) | −0.0130 (12) | −0.0082 (11) | 0.0052 (11) |
C5 | 0.0461 (16) | 0.0479 (16) | 0.0250 (13) | −0.0136 (13) | −0.0009 (11) | −0.0088 (11) |
C6 | 0.0371 (14) | 0.0385 (14) | 0.0294 (13) | −0.0080 (11) | 0.0010 (10) | −0.0124 (11) |
C7 | 0.0294 (13) | 0.0267 (12) | 0.0333 (13) | −0.0042 (10) | −0.0043 (10) | −0.0083 (10) |
C8 | 0.0293 (13) | 0.0199 (11) | 0.0291 (12) | 0.0006 (9) | −0.0011 (10) | −0.0065 (9) |
O7 | 0.0425 (11) | 0.0388 (10) | 0.0361 (10) | −0.0062 (8) | −0.0099 (8) | −0.0083 (8) |
O8 | 0.0586 (13) | 0.0522 (13) | 0.0557 (13) | −0.0194 (10) | 0.0025 (10) | −0.0232 (10) |
O9 | 0.0430 (11) | 0.0382 (10) | 0.0330 (10) | −0.0105 (8) | 0.0034 (8) | −0.0114 (8) |
O10 | 0.0323 (10) | 0.0347 (10) | 0.0491 (11) | −0.0027 (8) | −0.0028 (8) | −0.0089 (8) |
Geometric parameters (Å, º) top
Na1—O7 | 2.373 (2) | C2—C3 | 1.388 (3) |
Na1—O9 | 2.386 (2) | C2—C8 | 1.514 (3) |
Na1—O8 | 2.437 (2) | C3—C4 | 1.376 (4) |
Na1—O1 | 2.538 (2) | C4—C5 | 1.372 (4) |
Na1—O7i | 2.333 (3) | C4—H4 | 0.9300 |
Na1—O9ii | 2.435 (3) | C5—C6 | 1.371 (4) |
Na1—H7B | 2.6533 | C5—H5 | 0.9300 |
N1—O5 | 1.194 (3) | C6—H6 | 0.9300 |
N1—O6 | 1.216 (3) | O7—Na1i | 2.333 (2) |
N1—C3 | 1.463 (3) | O7—H7A | 0.8500 |
O1—C7 | 1.200 (3) | O7—H7B | 0.8500 |
O2—C7 | 1.311 (3) | O8—H8A | 0.8500 |
O2—H2 | 0.859 (10) | O8—H8B | 0.8500 |
O3—C8 | 1.244 (3) | O9—Na1ii | 2.435 (2) |
O4—C8 | 1.239 (3) | O9—H9A | 0.8500 |
C1—C6 | 1.390 (3) | O9—H9B | 0.8500 |
C1—C2 | 1.396 (3) | O10—H10A | 0.8500 |
C1—C7 | 1.493 (3) | O10—H10B | 0.8500 |
| | | |
O7i—Na1—O7 | 85.18 (8) | C5—C4—H4 | 120.8 |
O7i—Na1—O9 | 98.15 (8) | C3—C4—H4 | 120.8 |
O7—Na1—O9 | 169.63 (8) | C6—C5—C4 | 120.2 (2) |
O7i—Na1—O9ii | 173.92 (8) | C6—C5—H5 | 119.9 |
O7—Na1—O9ii | 88.98 (7) | C4—C5—H5 | 119.9 |
O9—Na1—O9ii | 87.33 (7) | C5—C6—C1 | 121.0 (2) |
O7i—Na1—O8 | 92.13 (8) | C5—C6—H6 | 119.5 |
O7—Na1—O8 | 102.85 (8) | C1—C6—H6 | 119.5 |
O9—Na1—O8 | 86.90 (7) | O1—C7—O2 | 123.9 (2) |
O9ii—Na1—O8 | 90.81 (8) | O1—C7—C1 | 123.7 (2) |
O7i—Na1—O1 | 85.94 (7) | O2—C7—C1 | 112.3 (2) |
O7—Na1—O1 | 81.80 (7) | O4—C8—O3 | 126.6 (2) |
O9—Na1—O1 | 88.61 (7) | O4—C8—C2 | 117.0 (2) |
O9ii—Na1—O1 | 91.57 (7) | O3—C8—C2 | 116.4 (2) |
O8—Na1—O1 | 174.82 (8) | Na1i—O7—Na1 | 94.82 (8) |
Na1i—Na1—Na1ii | 170.09 (7) | Na1i—O7—H7A | 109.6 |
O5—N1—O6 | 123.0 (3) | Na1—O7—H7A | 116.3 |
O5—N1—C3 | 119.4 (2) | Na1i—O7—H7B | 124.9 |
O6—N1—C3 | 117.5 (2) | Na1—O7—H7B | 99.8 |
C7—O1—Na1 | 163.82 (18) | H7A—O7—H7B | 110.4 |
C7—O2—H2 | 108 (2) | Na1—O8—H8A | 111.0 |
C6—C1—C2 | 120.0 (2) | Na1—O8—H8B | 106.3 |
C6—C1—C7 | 119.7 (2) | H8A—O8—H8B | 110.1 |
C2—C1—C7 | 120.2 (2) | Na1—O9—Na1ii | 92.67 (7) |
C3—C2—C1 | 116.6 (2) | Na1—O9—H9A | 105.8 |
C3—C2—C8 | 121.0 (2) | Na1ii—O9—H9A | 99.1 |
C1—C2—C8 | 122.4 (2) | Na1—O9—H9B | 118.0 |
C4—C3—C2 | 123.6 (2) | Na1ii—O9—H9B | 127.8 |
C4—C3—N1 | 117.3 (2) | H9A—O9—H9B | 110.1 |
C2—C3—N1 | 119.1 (2) | H10A—O10—H10B | 111.1 |
C5—C4—C3 | 118.3 (2) | | |
| | | |
O7i—Na1—O1—C7 | −0.3 (7) | C7—C1—C6—C5 | −177.6 (2) |
O7—Na1—O1—C7 | 85.4 (7) | Na1—O1—C7—O2 | 26.5 (8) |
O9—Na1—O1—C7 | −98.5 (7) | Na1—O1—C7—C1 | −151.9 (5) |
O9ii—Na1—O1—C7 | 174.2 (7) | C6—C1—C7—O1 | −165.5 (2) |
Na1i—Na1—O1—C7 | 42.8 (7) | C2—C1—C7—O1 | 15.5 (4) |
Na1ii—Na1—O1—C7 | −142.7 (7) | C6—C1—C7—O2 | 15.8 (3) |
C6—C1—C2—C3 | −4.6 (3) | C2—C1—C7—O2 | −163.2 (2) |
C7—C1—C2—C3 | 174.4 (2) | C3—C2—C8—O4 | −83.1 (3) |
C6—C1—C2—C8 | 176.0 (2) | C1—C2—C8—O4 | 96.2 (3) |
C7—C1—C2—C8 | −4.9 (3) | C3—C2—C8—O3 | 96.0 (3) |
C1—C2—C3—C4 | 4.0 (4) | C1—C2—C8—O3 | −84.7 (3) |
C8—C2—C3—C4 | −176.7 (2) | O7i—Na1—O7—Na1i | 0.0 |
C1—C2—C3—N1 | −174.6 (2) | O9—Na1—O7—Na1i | −109.2 (4) |
C8—C2—C3—N1 | 4.7 (3) | O9ii—Na1—O7—Na1i | −178.32 (8) |
O5—N1—C3—C4 | 145.6 (3) | O8—Na1—O7—Na1i | 91.09 (8) |
O6—N1—C3—C4 | −35.9 (3) | O1—Na1—O7—Na1i | −86.59 (7) |
O5—N1—C3—C2 | −35.7 (4) | Na1ii—Na1—O7—Na1i | −169.50 (9) |
O6—N1—C3—C2 | 142.7 (3) | O7i—Na1—O9—Na1ii | −177.34 (8) |
C2—C3—C4—C5 | 0.1 (4) | O7—Na1—O9—Na1ii | −69.3 (4) |
N1—C3—C4—C5 | 178.7 (2) | O9ii—Na1—O9—Na1ii | 0.0 |
C3—C4—C5—C6 | −3.5 (4) | O8—Na1—O9—Na1ii | 90.96 (8) |
C4—C5—C6—C1 | 2.8 (4) | O1—Na1—O9—Na1ii | −91.63 (7) |
C2—C1—C6—C5 | 1.4 (4) | Na1i—Na1—O9—Na1ii | −166.76 (11) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O10—H10B···O4iii | 0.85 | 1.89 | 2.722 (3) | 166 |
O10—H10A···O3iv | 0.85 | 1.92 | 2.749 (3) | 165 |
O9—H9B···O4v | 0.85 | 2.11 | 2.939 (3) | 166 |
O9—H9A···O3ii | 0.85 | 1.89 | 2.740 (3) | 173 |
O8—H8B···O3ii | 0.85 | 2.03 | 2.846 (3) | 160 |
O8—H8A···O5iv | 0.85 | 2.12 | 2.962 (3) | 171 |
O7—H7B···O4 | 0.85 | 1.99 | 2.834 (3) | 176 |
O7—H7A···O10 | 0.85 | 1.96 | 2.809 (3) | 173 |
O2—H2···O10i | 0.86 (1) | 1.78 (1) | 2.631 (3) | 169 (3) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x, −y+1, −z+1; (iii) −x+1, −y+2, −z+1; (iv) −x, −y+2, −z+1; (v) x, y−1, z. |