Literature DB >> 23468726

catena-Poly[[aquabis[N-(pyridin-3-yl)isonicotinamide-κN (1)]copper(II)]-μ-fumarato-κ(2) O (1):O (4)].

Sultan H Qiblawi1, Robert L Laduca.   

Abstract

In the title compound, [Cu(C4H2O4)(C11H9N3O)2(H2O)] n , Cu(II) ions on crystallographic twofold rotation axes are coordinated in a square pyramidal environment by two trans O atoms belonging to two monodentate fumarate anions, two trans isonicotinamide pyridyl N-donor atoms from monodentate, pendant 3-pyridyl-isonicotinamide (3-pina) ligands, and one apical aqua ligand, also sited on the crystallographic twofold rotation axis. The exobidentate fumarate ligands form [Cu(fumar-ate)(3-pina)2(H2O)] n coordination polymer chains that are arranged parallel to [001]. In the crystal, these polymeric chains are anchored into supra-molecular layers parallel to (100) by O-H⋯O hydrogen bonds between aqua ligands and unligating fumarate O atoms, and N-H⋯O(=C) hydrogen bonds between 3-pina ligands. In turn, the layers aggregate by weak C-H⋯N and C-H⋯O hydrogen bonds, affording a three-dimensional network.

Entities:  

Year:  2012        PMID： 23468726      PMCID： PMC3588761          DOI： 10.1107/S1600536812047101

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For the preparation of 3-pyridyl­isonicotinamide, see: Gardner et al. (1954 ▶). For the preparation of other dicarboxyl­ate coordination polymers containing 3-pyridyl­isonicotinamide, see: Kumar (2009 ▶).

Experimental

Crystal data

[Cu(C4H2O4)(C11H9N3O)2(H2O)] M = 594.04 Monoclinic, a = 29.854 (4) Å b = 5.3535 (7) Å c = 17.353 (2) Å β = 118.686 (2)° V = 2433.0 (6) Å3 Z = 4 Mo Kα radiation μ = 0.96 mm−1 T = 173 K 0.25 × 0.13 × 0.09 mm

Data collection

Bruker APEXII CCD diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.794, T max = 0.919 9406 measured reflections 2240 independent reflections 1758 reflections with I > 2σ(I) R int = 0.053

Refinement

R[F 2 > 2σ(F 2)] = 0.036 wR(F 2) = 0.083 S = 1.04 2240 reflections 188 parameters 5 restraints H atoms treated by a mixture of independent and constrained refinement Δρmax = 0.34 e Å−3 Δρmin = −0.36 e Å−3 Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Crystal Maker (Palmer, 2007 ▶); software used to prepare material for publication: SHELXL97. Click here for additional data file. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812047101/lh5556sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812047101/lh5556Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Cu(C4H2O4)(C11H9N3O)2(H2O)]F(000) = 1220
Mr = 594.04Dx = 1.622 Mg m−3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 3329 reflections
a = 29.854 (4) Åθ = 2.7–25.3°
b = 5.3535 (7) ŵ = 0.96 mm−1
c = 17.353 (2) ÅT = 173 K
β = 118.686 (2)°Needle, blue
V = 2433.0 (6) Å30.25 × 0.13 × 0.09 mm
Z = 4
Bruker APEXII CCD diffractometer2240 independent reflections
Radiation source: fine-focus sealed tube1758 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.053
ω–φ scansθmax = 25.4°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −35→35
Tmin = 0.794, Tmax = 0.919k = −6→6
9406 measured reflectionsl = −20→20
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.036Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.083H atoms treated by a mixture of independent and constrained refinement
S = 1.04w = 1/[σ2(Fo2) + (0.0303P)2 + 4.2344P] where P = (Fo2 + 2Fc2)/3
2240 reflections(Δ/σ)max < 0.001
188 parametersΔρmax = 0.34 e Å−3
5 restraintsΔρmin = −0.36 e Å−3
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.
xyzUiso*/Ueq
Cu10.00000.98462 (9)0.25000.01332 (15)
O1−0.01260 (9)0.5988 (4)0.10232 (13)0.0329 (6)
O20.23784 (7)0.6328 (4)0.58520 (13)0.0277 (5)
O30.00001.3863 (5)0.25000.0288 (7)
H3O−0.0035 (12)1.471 (4)0.2067 (12)0.035*
O40.01923 (7)0.9749 (3)0.15746 (11)0.0170 (4)
N10.34390 (10)0.8621 (5)0.83508 (17)0.0384 (7)
N20.24546 (9)1.0496 (5)0.61401 (16)0.0232 (6)
H2N0.2343 (11)1.199 (4)0.5910 (18)0.028*
N30.07405 (8)0.9573 (4)0.34350 (14)0.0159 (5)
C10.37744 (12)1.0459 (6)0.8530 (2)0.0344 (8)
H10.40761.04480.90830.041*
C20.37059 (12)1.2372 (6)0.7956 (2)0.0339 (8)
H20.39551.36520.81080.041*
C30.32648 (12)1.2391 (6)0.7149 (2)0.0295 (8)
H30.32031.36980.67390.035*
C40.30186 (11)0.8643 (6)0.75726 (19)0.0292 (7)
H40.27770.73350.74380.035*
C50.29173 (10)1.0479 (5)0.69522 (18)0.0201 (6)
C60.16993 (10)0.8946 (5)0.48796 (18)0.0187 (6)
C70.09141 (10)1.1150 (5)0.41137 (18)0.0199 (6)
H70.07021.24980.40940.024*
C80.15215 (10)0.7307 (5)0.41788 (18)0.0195 (6)
H80.17250.59330.41880.023*
C90.13897 (10)1.0906 (5)0.48445 (18)0.0214 (7)
H90.15021.20680.53150.026*
C100.10459 (10)0.7686 (5)0.34665 (18)0.0193 (6)
H100.09300.65750.29810.023*
C110.00282 (10)0.8103 (5)0.09670 (18)0.0180 (6)
C120.00079 (10)0.8823 (5)0.01221 (17)0.0169 (6)
H120.00060.7540−0.02570.020*
C130.22077 (10)0.8447 (5)0.56670 (18)0.0205 (6)
U11U22U33U12U13U23
Cu10.0147 (2)0.0154 (3)0.0090 (2)0.0000.00500 (19)0.000
O10.0667 (16)0.0171 (11)0.0272 (12)−0.0040 (11)0.0324 (12)−0.0003 (9)
O20.0219 (11)0.0249 (12)0.0250 (12)0.0040 (9)0.0022 (9)0.0016 (10)
O30.058 (2)0.0146 (16)0.0144 (16)0.0000.0181 (16)0.000
O40.0193 (10)0.0222 (11)0.0111 (9)−0.0034 (8)0.0086 (8)−0.0021 (9)
N10.0373 (16)0.0429 (18)0.0212 (15)−0.0081 (14)0.0030 (13)0.0075 (13)
N20.0191 (13)0.0230 (15)0.0187 (13)0.0024 (11)0.0020 (11)0.0017 (11)
N30.0172 (12)0.0188 (13)0.0120 (11)−0.0005 (10)0.0073 (10)−0.0011 (10)
C10.0261 (17)0.043 (2)0.0208 (16)−0.0033 (15)0.0005 (14)−0.0006 (15)
C20.0243 (17)0.035 (2)0.0302 (19)−0.0102 (14)0.0033 (15)−0.0011 (15)
C30.0307 (18)0.0241 (18)0.0255 (18)−0.0030 (14)0.0068 (15)0.0037 (14)
C40.0262 (17)0.0343 (19)0.0206 (16)−0.0115 (15)0.0060 (14)0.0012 (14)
C50.0144 (14)0.0256 (17)0.0171 (15)0.0011 (12)0.0050 (12)−0.0024 (12)
C60.0153 (14)0.0218 (15)0.0169 (15)0.0008 (12)0.0060 (12)0.0019 (12)
C70.0193 (15)0.0225 (16)0.0172 (15)0.0030 (12)0.0082 (12)−0.0008 (13)
C80.0159 (14)0.0199 (16)0.0214 (16)0.0017 (12)0.0080 (13)−0.0020 (12)
C90.0195 (15)0.0234 (16)0.0156 (15)−0.0008 (12)0.0040 (12)−0.0076 (12)
C100.0223 (15)0.0201 (16)0.0158 (15)−0.0008 (12)0.0094 (13)−0.0035 (12)
C110.0209 (15)0.0160 (15)0.0168 (15)0.0057 (12)0.0088 (12)0.0027 (12)
C120.0215 (14)0.0157 (13)0.0154 (15)−0.0008 (12)0.0103 (12)−0.0035 (12)
C130.0161 (14)0.0241 (17)0.0176 (15)0.0023 (13)0.0051 (12)0.0020 (13)
Cu1—O4i1.9485 (17)C2—C31.388 (4)
Cu1—O41.9485 (17)C2—H20.9500
Cu1—N32.024 (2)C3—C51.379 (4)
Cu1—N3i2.024 (2)C3—H30.9500
Cu1—O32.151 (3)C4—C51.380 (4)
O1—C111.244 (3)C4—H40.9500
O2—C131.222 (3)C6—C91.380 (4)
O3—H3Oi0.839 (11)C6—C81.382 (4)
O3—H3O0.839 (11)C6—C131.500 (4)
O4—C111.278 (3)C7—C91.383 (4)
N1—C11.330 (4)C7—H70.9500
N1—C41.331 (4)C8—C101.378 (4)
N2—C131.356 (4)C8—H80.9500
N2—C51.423 (3)C9—H90.9500
N2—H2N0.883 (17)C10—H100.9500
N3—C71.335 (3)C11—C121.489 (4)
N3—C101.344 (3)C12—C12ii1.323 (5)
C1—C21.374 (4)C12—H120.9500
C1—H10.9500
O4i—Cu1—O4176.95 (12)N1—C4—C5123.0 (3)
O4i—Cu1—N388.74 (8)N1—C4—H4118.5
O4—Cu1—N391.04 (8)C5—C4—H4118.5
O4i—Cu1—N3i91.04 (8)C3—C5—C4118.6 (3)
O4—Cu1—N3i88.74 (8)C3—C5—N2119.8 (3)
N3—Cu1—N3i171.71 (13)C4—C5—N2121.5 (3)
O4i—Cu1—O391.52 (6)C9—C6—C8118.5 (2)
O4—Cu1—O391.52 (6)C9—C6—C13122.6 (3)
N3—Cu1—O394.15 (6)C8—C6—C13118.8 (2)
N3i—Cu1—O394.15 (6)N3—C7—C9122.8 (3)
H3Oi—O3—Cu1122.6 (17)N3—C7—H7118.6
H3Oi—O3—H3O115 (3)C9—C7—H7118.6
Cu1—O3—H3O122.6 (17)C10—C8—C6119.4 (3)
C11—O4—Cu1123.39 (17)C10—C8—H8120.3
C1—N1—C4117.9 (3)C6—C8—H8120.3
C13—N2—C5125.5 (2)C6—C9—C7118.9 (3)
C13—N2—H2N119 (2)C6—C9—H9120.5
C5—N2—H2N115 (2)C7—C9—H9120.5
C7—N3—C10118.1 (2)N3—C10—C8122.3 (3)
C7—N3—Cu1118.25 (18)N3—C10—H10118.9
C10—N3—Cu1123.06 (18)C8—C10—H10118.9
N1—C1—C2123.3 (3)O1—C11—O4125.0 (3)
N1—C1—H1118.4O1—C11—C12118.1 (2)
C2—C1—H1118.4O4—C11—C12116.9 (2)
C1—C2—C3118.4 (3)C12ii—C12—C11122.7 (3)
C1—C2—H2120.8C12ii—C12—H12118.6
C3—C2—H2120.8C11—C12—H12118.6
C5—C3—C2118.8 (3)O2—C13—N2123.7 (3)
C5—C3—H3120.6O2—C13—C6121.1 (3)
C2—C3—H3120.6N2—C13—C6115.2 (2)
O4i—Cu1—O3—H3Oi22 (3)C13—N2—C5—C4−36.8 (4)
O4—Cu1—O3—H3Oi−158 (3)C10—N3—C7—C9−0.6 (4)
N3—Cu1—O3—H3Oi−66 (3)Cu1—N3—C7—C9170.8 (2)
N3i—Cu1—O3—H3Oi114 (3)C9—C6—C8—C100.6 (4)
N3—Cu1—O4—C11121.8 (2)C13—C6—C8—C10177.4 (3)
N3i—Cu1—O4—C11−49.9 (2)C8—C6—C9—C70.3 (4)
O3—Cu1—O4—C11−143.99 (19)C13—C6—C9—C7−176.4 (3)
O4i—Cu1—N3—C7−50.8 (2)N3—C7—C9—C6−0.3 (4)
O4—Cu1—N3—C7132.2 (2)C7—N3—C10—C81.5 (4)
O3—Cu1—N3—C740.6 (2)Cu1—N3—C10—C8−169.4 (2)
O4i—Cu1—N3—C10120.2 (2)C6—C8—C10—N3−1.5 (4)
O4—Cu1—N3—C10−56.8 (2)Cu1—O4—C11—O1−24.5 (4)
O3—Cu1—N3—C10−148.4 (2)Cu1—O4—C11—C12153.62 (18)
C4—N1—C1—C20.4 (5)O1—C11—C12—C12ii156.4 (3)
N1—C1—C2—C30.1 (5)O4—C11—C12—C12ii−21.9 (5)
C1—C2—C3—C5−0.8 (5)C5—N2—C13—O2−6.2 (4)
C1—N1—C4—C5−0.1 (5)C5—N2—C13—C6174.0 (2)
C2—C3—C5—C41.0 (5)C9—C6—C13—O2150.1 (3)
C2—C3—C5—N2178.0 (3)C8—C6—C13—O2−26.5 (4)
N1—C4—C5—C3−0.6 (5)C9—C6—C13—N2−30.1 (4)
N1—C4—C5—N2−177.6 (3)C8—C6—C13—N2153.3 (3)
C13—N2—C5—C3146.3 (3)
D—H···AD—HH···AD···AD—H···A
O3—H3O···O1iii0.84 (1)1.83 (1)2.660 (2)169 (3)
N2—H2N···O2iii0.88 (2)2.33 (2)3.153 (3)155 (3)
C2—H2···O4iv0.952.483.360 (4)153
C7—H7···O1v0.952.483.430 (4)178
C9—H9···N1vi0.952.393.263 (4)153
C12—H12···O1vii0.952.433.374 (4)171
Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A D—HH⋯A D⋯A D—H⋯A
O3—H3O⋯O1i 0.84 (1)1.83 (1)2.660 (2)169 (3)
N2—H2N⋯O2i 0.88 (2)2.33 (2)3.153 (3)155 (3)
C2—H2⋯O4ii 0.952.483.360 (4)153
C7—H7⋯O1iii 0.952.483.430 (4)178
C9—H9⋯N1iv 0.952.393.263 (4)153
C12—H12⋯O1v 0.952.433.374 (4)171

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .

  1 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290
  1 in total
  1 in total

1.  Synthesis, crystal structure and Hirshfeld surface analysis of tetra-aqua-bis-(isonicotinamide-κN1)cobalt(II) fumarate.

Authors:  Sevgi Kansiz; Zainab M Almarhoon; Necmi Dege
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2018-01-26
  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.