Literature DB >> 24046560

4-(Di-methyl-amino)-pyridinium trichlorido[4-(di-methyl-amino)-pyridine-κN]cobaltate(II).

Fatiha Guenifa1, Nasreddine Hadjadj, Ouahida Zeghouan, Lamia Bendjeddou, Hocine Merazig.   

Abstract

In the anion of the title compound, (C7H11N2)[CoCl3(C7H10N2)], the Co(II) ion is coordinated by one N atom from a 4-(di-methyl-amino)-pyridine (DMAP) ligand and three Cl atoms, forming a CoNCl3 polyhedron with a distorted tetra-hedral geometry. In the crystal, cations and anions are linked via weak N-H⋯Cl and C-H⋯Cl hydrogen bonds. Double layers of complex anions stack along the b- axis direction, which alternate with double layers of 4-(di-methyl-amino)-pyridinium cations.

Entities:  

Year:  2013        PMID： 24046560      PMCID： PMC3772417          DOI： 10.1107/S1600536813015602

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


Related literature

For applications and properties of DMAP, see: Araki et al. (2005 ▶); Satgé et al. (2004 ▶). For Co—N and Co—Cl bond lengths and angles in related compounds, see: Akbarzadeh Torbati et al. (2010 ▶); Baker et al. (1988 ▶). For hysrogen-bond motifs, see: Bernstein et al. (1995 ▶);

Experimental

Crystal data

(C7H11N2)[CoCl3(C7H10N2)] M = 410.63 Triclinic, a = 7.7468 (2) Å b = 8.4036 (2) Å c = 15.4765 (4) Å α = 79.732 (2)° β = 89.983 (2)° γ = 67.889 (2)° V = 916.02 (4) Å3 Z = 2 Mo Kα radiation μ = 1.38 mm−1 T = 293 K 0.1 × 0.09 × 0.08 mm

Data collection

Bruker APEXII diffractometer 7932 measured reflections 3230 independent reflections 2982 reflections with I > 2σ(I) R int = 0.012

Refinement

R[F 2 > 2σ(F 2)] = 0.021 wR(F 2) = 0.054 S = 1.04 3230 reflections 199 parameters H-atom parameters constrained Δρmax = 0.31 e Å−3 Δρmin = −0.24 e Å−3 Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); data reduction: SAINT; program(s) used to solve structure: SIR2002 (Burla et al., 2005 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶), Mercury (Macrae et al., 2006 ▶) and POVRay (Persistence of Vision Team, 2004 ▶). Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813015602/vm2195sup1.cif Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813015602/vm2195Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
(C7H11N2)[CoCl3(C7H10N2)]Z = 2
Mr = 410.63F(000) = 422
Triclinic, P1Dx = 1.489 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 7.7468 (2) ÅCell parameters from 3230 reflections
b = 8.4036 (2) Åθ = 2.7–25.0°
c = 15.4765 (4) ŵ = 1.38 mm−1
α = 79.732 (2)°T = 293 K
β = 89.983 (2)°Prism, blue
γ = 67.889 (2)°0.1 × 0.09 × 0.08 mm
V = 916.02 (4) Å3
Bruker APEXII diffractometer2982 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.012
Graphite monochromatorθmax = 25.0°, θmin = 2.7°
φ scansh = −9→9
7932 measured reflectionsk = −9→9
3230 independent reflectionsl = −18→18
Refinement on F20 restraints
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.021w = 1/[σ2(Fo2) + (0.0266P)2 + 0.4298P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.054(Δ/σ)max = 0.002
S = 1.04Δρmax = 0.31 e Å−3
3230 reflectionsΔρmin = −0.24 e Å−3
199 parameters
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles
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
Co0.97567 (3)−0.05454 (3)0.75509 (1)0.0213 (1)
Cl11.17207 (6)0.08718 (6)0.73814 (3)0.0306 (1)
Cl21.12085 (6)−0.34664 (5)0.80434 (3)0.0341 (1)
Cl30.80521 (6)−0.03086 (6)0.63092 (3)0.0309 (1)
N10.4028 (2)0.28626 (19)1.01267 (9)0.0296 (4)
N20.78837 (18)0.06985 (17)0.83537 (9)0.0226 (4)
C10.2121 (2)0.2955 (3)1.00244 (12)0.0344 (5)
C20.4620 (3)0.3238 (3)1.09356 (12)0.0404 (6)
C30.5268 (2)0.2194 (2)0.95499 (10)0.0240 (5)
C40.4763 (2)0.1638 (2)0.88186 (10)0.0247 (5)
C50.6070 (2)0.0912 (2)0.82633 (10)0.0235 (5)
C60.8363 (2)0.1278 (2)0.90386 (11)0.0261 (5)
C70.7166 (2)0.1992 (2)0.96373 (11)0.0279 (5)
N30.5958 (2)0.6338 (2)0.60387 (10)0.0348 (5)
N40.8714 (2)0.4027 (2)0.40501 (11)0.0345 (5)
C80.4455 (3)0.8064 (3)0.58671 (16)0.0464 (7)
C90.6493 (4)0.5499 (4)0.69593 (13)0.0620 (9)
C100.6871 (2)0.5610 (2)0.53913 (11)0.0242 (5)
C110.6388 (2)0.6428 (2)0.44901 (11)0.0261 (5)
C120.7323 (3)0.5605 (3)0.38523 (11)0.0318 (6)
C130.9237 (3)0.3224 (2)0.48886 (14)0.0359 (6)
C140.8384 (2)0.3958 (2)0.55592 (12)0.0309 (5)
H1A0.142220.345721.048790.0515*
H1B0.213880.179841.005250.0515*
H1C0.154580.367010.946530.0515*
H2A0.355480.370061.126520.0605*
H2B0.518700.408101.079200.0605*
H2C0.550930.218001.128200.0605*
H4A0.353110.176660.871360.0296*
H50.569020.053970.779290.0281*
H60.959190.118430.910680.0313*
H70.759220.234611.010200.0334*
H40.927570.352680.363410.0414*
H8A0.397120.836070.641330.0696*
H8B0.347510.805470.549080.0696*
H8C0.492740.891440.558420.0696*
H9A0.567590.621600.732660.0929*
H9B0.775690.535230.710030.0929*
H9C0.639790.437490.705780.0929*
H110.543150.752730.433780.0313*
H120.698890.614850.326500.0382*
H131.021290.213310.501220.0430*
H140.878960.337760.613670.0371*
U11U22U33U12U13U23
Co0.0182 (1)0.0204 (1)0.0238 (1)−0.0059 (1)0.0025 (1)−0.0039 (1)
Cl10.0251 (2)0.0346 (2)0.0351 (2)−0.0161 (2)0.0011 (2)−0.0038 (2)
Cl20.0423 (3)0.0219 (2)0.0288 (2)−0.0039 (2)0.0040 (2)−0.0005 (2)
Cl30.0260 (2)0.0317 (2)0.0315 (2)−0.0057 (2)−0.0046 (2)−0.0092 (2)
N10.0294 (8)0.0294 (8)0.0233 (7)−0.0030 (6)0.0043 (6)−0.0069 (6)
N20.0194 (7)0.0225 (7)0.0245 (7)−0.0061 (5)0.0014 (5)−0.0054 (5)
C10.0273 (9)0.0329 (10)0.0304 (9)0.0003 (7)0.0098 (7)−0.0014 (8)
C20.0501 (12)0.0379 (11)0.0266 (9)−0.0065 (9)0.0054 (8)−0.0130 (8)
C30.0259 (8)0.0168 (8)0.0229 (8)−0.0021 (6)0.0010 (7)−0.0015 (6)
C40.0187 (8)0.0278 (9)0.0251 (8)−0.0068 (7)0.0005 (6)−0.0037 (7)
C50.0225 (8)0.0251 (8)0.0223 (8)−0.0084 (7)−0.0003 (6)−0.0050 (7)
C60.0207 (8)0.0256 (9)0.0312 (9)−0.0080 (7)−0.0019 (7)−0.0055 (7)
C70.0289 (9)0.0257 (9)0.0279 (9)−0.0081 (7)−0.0038 (7)−0.0077 (7)
N30.0380 (9)0.0459 (9)0.0282 (8)−0.0206 (7)0.0062 (7)−0.0161 (7)
N40.0364 (8)0.0359 (9)0.0430 (9)−0.0214 (7)0.0158 (7)−0.0202 (7)
C80.0357 (11)0.0520 (13)0.0636 (14)−0.0192 (10)0.0152 (10)−0.0358 (11)
C90.0711 (17)0.097 (2)0.0253 (10)−0.0384 (15)0.0099 (10)−0.0160 (12)
C100.0245 (8)0.0268 (9)0.0269 (8)−0.0157 (7)0.0010 (7)−0.0063 (7)
C110.0248 (8)0.0235 (8)0.0301 (9)−0.0107 (7)−0.0021 (7)−0.0022 (7)
C120.0394 (10)0.0409 (11)0.0248 (9)−0.0269 (9)0.0027 (8)−0.0047 (8)
C130.0287 (9)0.0245 (9)0.0568 (12)−0.0121 (7)0.0048 (9)−0.0093 (9)
C140.0323 (9)0.0274 (9)0.0330 (9)−0.0153 (8)−0.0053 (8)0.0026 (7)
Co—Cl12.2482 (6)C2—H2C0.9600
Co—Cl22.2642 (5)C2—H2A0.9600
Co—Cl32.2680 (5)C2—H2B0.9600
Co—N22.0154 (14)C4—H4A0.9300
N1—C11.457 (2)C5—H50.9300
N1—C21.459 (2)C6—H60.9300
N1—C31.344 (2)C7—H70.9300
N2—C51.352 (2)C10—C111.422 (2)
N2—C61.349 (2)C10—C141.420 (2)
N3—C91.456 (3)C11—C121.358 (3)
N3—C101.331 (2)C13—C141.347 (3)
N3—C81.457 (3)C8—H8A0.9600
N4—C121.339 (3)C8—H8B0.9600
N4—C131.336 (3)C8—H8C0.9600
N4—H40.8600C9—H9A0.9600
C3—C71.419 (2)C9—H9B0.9600
C3—C41.407 (2)C9—H9C0.9600
C4—C51.363 (2)C11—H110.9300
C6—C71.363 (2)C12—H120.9300
C1—H1B0.9600C13—H130.9300
C1—H1A0.9600C14—H140.9300
C1—H1C0.9600
Co···H4i3.2300C13···H8Bviii2.8000
Cl1···N23.3714 (16)C14···H9B2.8000
Cl1···C4ii3.5458 (17)C14···H9C2.7800
Cl1···C5ii3.6498 (17)H1A···H2A2.1400
Cl1···C63.6194 (17)H1A···Cl2vii3.0500
Cl1···C12iii3.549 (2)H1B···C7vii2.9700
Cl2···N4i3.3535 (17)H1B···H4A2.3400
Cl2···Cl33.5783 (7)H1B···C42.7700
Cl3···N23.4083 (14)H1B···C6vii2.8800
Cl3···Cl23.5783 (7)H1B···N2vii2.9400
Cl3···C8iv3.648 (3)H1B···C5vii3.0700
Cl3···C13i3.4048 (19)H1C···Cl2xii2.8900
Cl3···N4i3.3279 (17)H1C···C42.7400
Cl3···C53.5318 (16)H1C···H4A2.2600
Cl1···H5ii3.0400H2A···H1A2.1400
Cl1···H142.8700H2A···C9xi2.9400
Cl1···H12iii3.0400H2A···H9Axi2.2800
Cl1···H4Aii2.8500H2B···H72.2900
Cl1···H8Av2.8400H2B···C72.7800
Cl1···H63.1400H2B···C3xi2.9600
Cl1···H2Cvi3.0700H2B···C7xi3.0600
Cl2···H1Cv2.8900H2B···Cl2vi3.1500
Cl2···H1Avii3.0500H2C···Cl1vi3.0700
Cl2···H2Bvi3.1500H2C···C72.8500
Cl2···H4i2.6400H2C···H72.4600
Cl3···H8Civ3.0000H4···Cl2i2.6400
Cl3···H52.9500H4···Coi3.2300
Cl3···H4i2.7000H4···Cl3i2.7000
Cl3···H8Bviii3.0300H4A···Cl1ix2.8500
Cl3···H11viii2.8600H4A···H1C2.2600
Cl3···H13i2.8100H4A···H1B2.3400
N2···Cl13.3714 (16)H4A···C12.4900
N2···Cl33.4083 (14)H5···Cl1ix3.0400
N4···C14iii3.394 (2)H5···Cl32.9500
N4···Cl2i3.3535 (17)H6···Cl13.1400
N4···Cl3i3.3279 (17)H7···C22.5600
N2···H1Bvii2.9400H7···H2B2.2900
N4···H8Bviii2.8700H7···H2C2.4600
C4···Cl1ix3.5458 (17)H8A···Cl1xii2.8400
C5···Cl1ix3.6498 (17)H8A···H9A2.0700
C8···Cl3x3.648 (3)H8B···C112.7900
C10···C13iii3.509 (3)H8B···H112.3400
C10···C11viii3.533 (2)H8B···Cl3viii3.0300
C11···C10viii3.533 (2)H8B···N4viii2.8700
C12···Cl1iii3.549 (2)H8B···C13viii2.8000
C13···C10iii3.509 (3)H8C···Cl3x3.0000
C13···Cl3i3.4048 (19)H8C···C112.8300
C13···C14iii3.491 (3)H8C···H112.3900
C14···C13iii3.491 (3)H8C···H8Cxiii2.3600
C14···N4iii3.394 (2)H9A···H8A2.0700
C1···H4A2.4900H9A···C2xi2.8000
C2···H9Axi2.8000H9A···H2Axi2.2800
C2···H72.5600H9B···C142.8000
C3···H2Bxi2.9600H9B···H142.3500
C4···H1B2.7700H9C···C142.7800
C4···H1C2.7400H9C···H142.3300
C5···H1Bvii3.0700H11···C82.5500
C6···H1Bvii2.8800H11···H8B2.3400
C7···H2Bxi3.0600H11···H8C2.3900
C7···H2B2.7800H11···Cl3viii2.8600
C7···H2C2.8500H12···Cl1iii3.0400
C7···H1Bvii2.9700H13···Cl3i2.8100
C8···H112.5500H14···Cl12.8700
C9···H2Axi2.9400H14···C92.5300
C9···H142.5300H14···H9B2.3500
C11···H8B2.7900H14···H9C2.3300
C11···H8C2.8300
Cl1—Co—Cl2113.59 (2)N1—C2—H2C109.00
Cl1—Co—Cl3115.11 (2)C3—C4—H4A120.00
Cl1—Co—N2104.37 (4)C5—C4—H4A120.00
Cl2—Co—Cl3104.29 (2)N2—C5—H5118.00
Cl2—Co—N2114.18 (4)C4—C5—H5118.00
Cl3—Co—N2105.29 (4)C7—C6—H6118.00
C1—N1—C2118.24 (16)N2—C6—H6118.00
C1—N1—C3119.92 (15)C6—C7—H7120.00
C2—N1—C3121.09 (17)C3—C7—H7120.00
Co—N2—C5121.29 (11)C11—C10—C14115.84 (15)
Co—N2—C6122.80 (12)N3—C10—C11122.27 (15)
C5—N2—C6115.81 (14)N3—C10—C14121.88 (16)
C9—N3—C10121.60 (18)C10—C11—C12120.02 (16)
C8—N3—C9116.52 (19)N4—C12—C11121.46 (16)
C8—N3—C10121.76 (16)N4—C13—C14121.57 (17)
C12—N4—C13120.55 (16)C10—C14—C13120.53 (17)
C13—N4—H4120.00N3—C8—H8A109.00
C12—N4—H4120.00N3—C8—H8B109.00
N1—C3—C4121.87 (15)N3—C8—H8C109.00
C4—C3—C7115.53 (14)H8A—C8—H8B109.00
N1—C3—C7122.61 (15)H8A—C8—H8C109.00
C3—C4—C5120.32 (15)H8B—C8—H8C109.00
N2—C5—C4124.10 (15)N3—C9—H9A109.00
N2—C6—C7124.37 (16)N3—C9—H9B109.00
C3—C7—C6119.83 (15)N3—C9—H9C109.00
H1A—C1—H1B109.00H9A—C9—H9B109.00
H1A—C1—H1C109.00H9A—C9—H9C109.00
N1—C1—H1C109.00H9B—C9—H9C109.00
N1—C1—H1A109.00C10—C11—H11120.00
N1—C1—H1B109.00C12—C11—H11120.00
H1B—C1—H1C109.00N4—C12—H12119.00
H2B—C2—H2C109.00C11—C12—H12119.00
N1—C2—H2B109.00N4—C13—H13119.00
N1—C2—H2A109.00C14—C13—H13119.00
H2A—C2—H2B109.00C10—C14—H14120.00
H2A—C2—H2C109.00C13—C14—H14120.00
Cl1—Co—N2—C5144.99 (11)C9—N3—C10—C141.6 (3)
Cl1—Co—N2—C6−38.86 (13)C8—N3—C10—C11−2.9 (3)
Cl2—Co—N2—C5−90.41 (12)C12—N4—C13—C140.5 (3)
Cl2—Co—N2—C685.75 (13)C13—N4—C12—C11−0.8 (3)
Cl3—Co—N2—C523.37 (13)C7—C3—C4—C51.9 (2)
Cl3—Co—N2—C6−160.48 (12)N1—C3—C4—C5−177.79 (15)
C1—N1—C3—C42.7 (2)N1—C3—C7—C6178.90 (16)
C1—N1—C3—C7−176.94 (16)C4—C3—C7—C6−0.8 (2)
C2—N1—C3—C4172.62 (16)C3—C4—C5—N2−1.1 (2)
C2—N1—C3—C7−7.0 (3)N2—C6—C7—C3−1.3 (3)
Co—N2—C5—C4175.57 (12)N3—C10—C11—C12−177.82 (19)
C6—N2—C5—C4−0.8 (2)C14—C10—C11—C121.8 (3)
Co—N2—C6—C7−174.29 (13)N3—C10—C14—C13177.53 (18)
C5—N2—C6—C72.1 (2)C11—C10—C14—C13−2.1 (3)
C8—N3—C10—C14177.51 (18)C10—C11—C12—N4−0.4 (3)
C9—N3—C10—C11−178.8 (2)N4—C13—C14—C101.0 (3)
D—H···AD—HH···AD···AD—H···A
N4—H4···Cl2i0.86002.64003.3535 (17)142.00
N4—H4···Cl3i0.86002.70003.3279 (17)131.00
C13—H13···Cl3i0.93002.81003.4048 (19)123.00
Table 1

Selected bond lengths (Å)

Co—Cl12.2482 (6)
Co—Cl22.2642 (5)
Co—Cl32.2680 (5)
Co—N22.0154 (14)
Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A D—HH⋯A D⋯A D—H⋯A
N4—H4⋯Cl2i 0.862.643.3535 (17)142
N4—H4⋯Cl3i 0.862.703.3279 (17)131
C13—H13⋯Cl3i 0.932.813.4048 (19)123

Symmetry code: (i) .

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