Buy article online - an online subscription or single-article purchase is required to access this article.
The title bis-nicotinate zinc chloride, [Zn(C
6H
4NO
2)Cl(C
6H
5NO
2)]
n, has an infinite head-to-tail one-dimensional chain structure. The compound was synthesized under mild hydrothermal conditions. The Zn
II atom exhibits a distorted tetrahedral coordination geometry. The structure is statistically disordered, with 0.5 site occupancy for the Zn atom and the H atom located on the pyridine N atom. As a result, Zn positions in the crystal structure alternate between two sites related by a crystallographic twofold axis and rows of molecules are formed, supported by strong N—H
O hydrogen bonds.
Supporting information
CCDC reference: 633977
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean (C-C) = 0.005 Å
- Disorder in main residue
- R factor = 0.050
- wR factor = 0.134
- Data-to-parameter ratio = 14.0
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT143_ALERT_4_C su on c - Axis Small or Missing (x 100000) ..... 10 Ang.
PLAT180_ALERT_3_C Check Cell Rounding: # of Values Ending with 0 = 3
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Zn1
PLAT301_ALERT_3_C Main Residue Disorder ......................... 5.00 Perc.
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.29 Ratio
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
5 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
2 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT and SADABS (Sheldrick, 2003); program(s) used to solve structure: SHELXTL (Bruker, 2003); program(s) used to refine structure: SHELXTL; molecular graphics: DIAMOND (Brandenburg, 2005); software used to prepare material for publication: SHELXTL.
catena-Poly[[chloro(pyridinium-3-carboxylato-
κO)zinc(II)]-
µ-nicotinato-
κ2O:
N]
top
Crystal data top
[Zn(C6H4NO2)Cl(C6H5NO2)] | F(000) = 696 |
Mr = 346.03 | Dx = 1.782 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 4195 reflections |
a = 13.0493 (2) Å | θ = 3.1–26.5° |
b = 7.7050 (1) Å | µ = 2.12 mm−1 |
c = 12.9115 (1) Å | T = 173 K |
β = 96.439 (1)° | Plate, colourless |
V = 1290.00 (3) Å3 | 0.20 × 0.08 × 0.04 mm |
Z = 4 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 1341 independent reflections |
Radiation source: fine-focus sealed tube | 1104 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.045 |
ω scans | θmax = 26.5°, θmin = 3.1° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2003) | h = −16→16 |
Tmin = 0.676, Tmax = 0.920 | k = −9→9 |
6430 measured reflections | l = −16→16 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.050 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.01 | w = 1/[σ2(Fo2) + (0.0709P)2 + 5.3068P] where P = (Fo2 + 2Fc2)/3 |
1341 reflections | (Δ/σ)max < 0.001 |
96 parameters | Δρmax = 0.55 e Å−3 |
0 restraints | Δρmin = −0.56 e Å−3 |
Special details top
Experimental. Spectroscopic analysis: IR (KBr pellet, ν, cm-1): 3020 (C═C, s), 1742
(C═O, s), 1534 (C═C, m), 1395 (C—H, s), 1243 (C—N, s), 1062
(C—O, m), 764 (C—H, m). |
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 | Occ. (<1) |
Zn1 | 0.45298 (6) | 0.06492 (10) | 0.18285 (5) | 0.0256 (3) | 0.50 |
Cl1 | 0.5000 | −0.19001 (19) | 0.2500 | 0.0526 (5) | |
O1 | 0.6264 (2) | 0.2194 (4) | 0.22467 (18) | 0.0430 (7) | |
O2 | 0.5120 (2) | 0.2083 (4) | 0.08291 (19) | 0.0392 (6) | |
N1 | 0.8221 (2) | 0.5186 (4) | 0.0759 (3) | 0.0400 (8) | |
H1 | 0.8817 | 0.5500 | 0.1093 | 0.048* | 0.50 |
C2 | 0.7570 (3) | 0.4240 (5) | 0.1242 (3) | 0.0344 (8) | |
H2 | 0.7762 | 0.3900 | 0.1944 | 0.041* | |
C3 | 0.6626 (3) | 0.3740 (4) | 0.0757 (2) | 0.0266 (7) | |
C4 | 0.6349 (3) | 0.4246 (4) | −0.0274 (2) | 0.0262 (7) | |
H4 | 0.5699 | 0.3921 | −0.0628 | 0.031* | |
C5 | 0.7034 (3) | 0.5228 (4) | −0.0775 (3) | 0.0300 (8) | |
H5 | 0.6858 | 0.5591 | −0.1475 | 0.036* | |
C6 | 0.7971 (3) | 0.5672 (5) | −0.0248 (3) | 0.0377 (9) | |
H6 | 0.8449 | 0.6326 | −0.0592 | 0.045* | |
C7 | 0.5942 (3) | 0.2583 (5) | 0.1318 (3) | 0.0352 (9) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0275 (4) | 0.0358 (5) | 0.0142 (4) | −0.0035 (3) | 0.0056 (3) | −0.0011 (3) |
Cl1 | 0.0706 (10) | 0.0382 (8) | 0.0415 (8) | 0.000 | −0.0259 (7) | 0.000 |
O1 | 0.0637 (19) | 0.0511 (17) | 0.0156 (12) | 0.0106 (14) | 0.0105 (12) | 0.0068 (11) |
O2 | 0.0452 (16) | 0.0482 (16) | 0.0262 (13) | −0.0042 (13) | 0.0133 (12) | 0.0055 (11) |
N1 | 0.0276 (16) | 0.0468 (19) | 0.0444 (19) | 0.0026 (14) | −0.0010 (14) | −0.0211 (16) |
C2 | 0.0339 (19) | 0.049 (2) | 0.0203 (16) | 0.0111 (17) | 0.0001 (14) | −0.0083 (15) |
C3 | 0.0346 (18) | 0.0304 (17) | 0.0157 (14) | 0.0078 (14) | 0.0073 (13) | −0.0017 (12) |
C4 | 0.0302 (17) | 0.0298 (17) | 0.0185 (15) | 0.0026 (14) | 0.0023 (13) | −0.0006 (13) |
C5 | 0.0353 (18) | 0.0306 (18) | 0.0253 (17) | 0.0015 (15) | 0.0086 (14) | 0.0004 (14) |
C6 | 0.0338 (19) | 0.0302 (19) | 0.051 (2) | −0.0039 (15) | 0.0157 (17) | −0.0117 (17) |
C7 | 0.055 (2) | 0.0323 (19) | 0.0219 (17) | 0.0135 (17) | 0.0202 (17) | 0.0022 (14) |
Geometric parameters (Å, º) top
Zn1—O2 | 1.924 (3) | N1—Zn1iii | 2.104 (3) |
Zn1—Zn1i | 2.0088 (14) | N1—H1 | 0.8800 |
Zn1—O1i | 2.048 (3) | C2—C3 | 1.372 (5) |
Zn1—N1ii | 2.104 (3) | C2—H2 | 0.9500 |
Zn1—Cl1 | 2.2061 (15) | C3—C4 | 1.395 (4) |
Zn1—C7 | 2.514 (4) | C3—C7 | 1.505 (5) |
Cl1—Zn1i | 2.2061 (15) | C4—C5 | 1.386 (5) |
O1—C7 | 1.261 (4) | C4—H4 | 0.9500 |
O1—Zn1i | 2.048 (3) | C5—C6 | 1.374 (5) |
O2—C7 | 1.243 (5) | C5—H5 | 0.9500 |
N1—C2 | 1.327 (5) | C6—H6 | 0.9500 |
N1—C6 | 1.357 (5) | | |
| | | |
O2—Zn1—Zn1i | 109.10 (10) | C6—N1—H1 | 119.8 |
O2—Zn1—O1i | 108.91 (12) | N1—C2—C3 | 121.9 (3) |
Zn1i—Zn1—O1i | 78.26 (9) | N1—C2—H2 | 119.1 |
O2—Zn1—N1ii | 90.79 (14) | C3—C2—H2 | 119.1 |
Zn1i—Zn1—N1ii | 159.94 (12) | C2—C3—C4 | 118.7 (3) |
O1i—Zn1—N1ii | 93.14 (12) | C2—C3—C7 | 119.8 (3) |
O2—Zn1—Cl1 | 131.31 (9) | C4—C3—C7 | 121.4 (3) |
Zn1i—Zn1—Cl1 | 62.92 (3) | C5—C4—C3 | 119.0 (3) |
O1i—Zn1—Cl1 | 115.15 (8) | C5—C4—H4 | 120.5 |
N1ii—Zn1—Cl1 | 106.06 (1) | C3—C4—H4 | 120.5 |
O2—Zn1—C7 | 28.80 (11) | C4—C5—C6 | 119.4 (3) |
Zn1i—Zn1—C7 | 80.30 (9) | C4—C5—H5 | 120.3 |
O1i—Zn1—C7 | 103.99 (11) | C6—C5—H5 | 120.3 |
N1ii—Zn1—C7 | 119.58 (14) | N1—C6—C5 | 120.7 (4) |
Cl1—Zn1—C7 | 116.80 (9) | N1—C6—H6 | 119.7 |
Zn1i—Cl1—Zn1 | 54.16 (5) | C5—C6—H6 | 119.7 |
C7—O1—Zn1i | 123.8 (3) | O2—C7—O1 | 125.9 (4) |
C7—O2—Zn1 | 103.0 (2) | O2—C7—C3 | 117.6 (3) |
C2—N1—C6 | 120.3 (3) | O1—C7—C3 | 116.5 (4) |
C2—N1—Zn1iii | 107.4 (3) | O2—C7—Zn1 | 48.22 (18) |
C6—N1—Zn1iii | 132.2 (3) | O1—C7—Zn1 | 77.7 (2) |
C2—N1—H1 | 119.8 | C3—C7—Zn1 | 165.8 (3) |
| | | |
O2—Zn1—Cl1—Zn1i | 92.29 (13) | Zn1i—O1—C7—Zn1 | −1.0 (2) |
O1i—Zn1—Cl1—Zn1i | −60.50 (9) | C2—C3—C7—O2 | −176.1 (3) |
N1ii—Zn1—Cl1—Zn1i | −161.93 (11) | C4—C3—C7—O2 | 0.4 (5) |
C7—Zn1—Cl1—Zn1i | 61.95 (10) | C2—C3—C7—O1 | 3.3 (5) |
Zn1i—Zn1—O2—C7 | 0.9 (2) | C4—C3—C7—O1 | 179.7 (3) |
O1i—Zn1—O2—C7 | 84.7 (2) | C2—C3—C7—Zn1 | −173.7 (8) |
N1ii—Zn1—O2—C7 | 178.3 (2) | C4—C3—C7—Zn1 | 2.7 (12) |
Cl1—Zn1—O2—C7 | −69.4 (3) | Zn1i—Zn1—C7—O2 | −179.1 (2) |
C6—N1—C2—C3 | −0.8 (5) | O1i—Zn1—C7—O2 | −103.9 (2) |
Zn1iii—N1—C2—C3 | 178.9 (3) | N1ii—Zn1—C7—O2 | −2.0 (3) |
N1—C2—C3—C4 | 0.0 (5) | Cl1—Zn1—C7—O2 | 128.0 (2) |
N1—C2—C3—C7 | 176.5 (3) | O2—Zn1—C7—O1 | 180.0 (4) |
C2—C3—C4—C5 | 0.3 (5) | Zn1i—Zn1—C7—O1 | 0.86 (18) |
C7—C3—C4—C5 | −176.2 (3) | O1i—Zn1—C7—O1 | 76.1 (2) |
C3—C4—C5—C6 | 0.3 (5) | N1ii—Zn1—C7—O1 | 177.98 (19) |
C2—N1—C6—C5 | 1.5 (5) | Cl1—Zn1—C7—O1 | −52.0 (2) |
Zn1iii—N1—C6—C5 | −178.2 (3) | O2—Zn1—C7—C3 | −2.8 (9) |
C4—C5—C6—N1 | −1.2 (5) | Zn1i—Zn1—C7—C3 | 178.1 (10) |
Zn1—O2—C7—O1 | −0.1 (4) | O1i—Zn1—C7—C3 | −106.7 (10) |
Zn1—O2—C7—C3 | 179.2 (2) | N1ii—Zn1—C7—C3 | −4.8 (10) |
Zn1i—O1—C7—O2 | −1.0 (5) | Cl1—Zn1—C7—C3 | 125.2 (10) |
Zn1i—O1—C7—C3 | 179.8 (2) | | |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) x−1/2, y−1/2, z; (iii) x+1/2, y+1/2, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O2iii | 0.88 | 2.15 | 2.870 (4) | 139 |
C5—H5···O1iv | 0.95 | 2.44 | 3.302 (4) | 151 |
Symmetry codes: (iii) x+1/2, y+1/2, z; (iv) x, −y+1, z−1/2. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
If you have already registered and are using a computer listed in your registration details, please email
support@iucr.org for assistance.