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Two different one-dimensional supra­molecular chains with CoII cations have been synthesized based on the semi-rigid ligand 2-[1-(pyridin-4-ylmethyl)-1H-benzimidazol-2-yl]quinoline (L), obtained by condensation of 2-(1H-benzimidazol-2-yl)quinoline and 4-(chloro­methyl)pyridine hydro­chloride. Starting from different CoII salts, two new compounds have been obtained, viz. catena-poly[[[dinitrato­cobalt(II)]-μ-2-[1-(pyridin-4-ylmethyl)-1H-benzimidazol-2-yl]quinoline] di­chloro­methane mono­solvate aceto­nitrile mono­solvate], {[Co(NO3)2(C22H16N4)]·CH2Cl2·CH3CN}n, (I) and catena-poly[[[di­chlorido­cobalt(II)]-μ-2-[1-(pyridin-4-ylmethyl)-1H-benz­imidazol-2-yl]quinoline] methanol disolvate], {[CoCl2(C22H16N4)]·2CH3OH}n, (II). In (I), the CoII centres lie in a distorted octa­hedral [CoN3O3] coordination environment. {Co(NO3)2L}n units form one-dimensional helical chains, where the L ligand has different directions of twist. The helical chains stack together via inter­chain π–π inter­actions to form a two-dimensional sheet, and another type of π–π inter­action further connects neighbouring sheets into a three-dimensional framework with hexa­gonal channels, in which the aceto­nitrile mol­ecules and disordered di­chloro­methane mol­ecules are located. In (II), the CoII centres lie in a distorted trigonal–bipyramidal [CoCl2N3] coordination environment. {CoCl2L}n units form one-dimensional chains. The chains inter­act via C—H...π and C—H...Cl inter­actions. The result is that two-dimensional sheets are generated, which are further linked into a three-dimensional framework via inter­layer C—H...Cl inter­actions. When viewed down the crystallographic b axis, the methanol solvent mol­ecules are located in an orderly manner in wave-like channels.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229614009000/bg3176sup1.cif
Contains datablocks I, II, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614009000/bg3176Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229614009000/bg3176IIsup3.hkl
Contains datablock II

CCDC references: 998659; 998660

Computing details top

For both structures, data collection: CrysAlis PRO (Agilent, 2013); cell refinement: CrysAlis PRO (Agilent, 2013); data reduction: CrysAlis PRO (Agilent, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

catena-Poly[[[dinitratocobalt(II)]-µ-2-[1-(pyridin-4-ylmethyl)-1H-benzimidazol-2-yl]quinoline] dichloromethane monosolvate acetonitrile monosolvate] (I) top
Crystal data top
[Co(NO3)2(C22H16N4)]·CH2Cl2·C2H3NF(000) = 1316
Mr = 645.32Dx = 1.606 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.7107 Å
Hall symbol: -P2ynCell parameters from 4115 reflections
a = 10.3883 (5) Åθ = 3.4–28.3°
b = 15.8826 (8) ŵ = 0.90 mm1
c = 16.3309 (12) ÅT = 141 K
β = 97.949 (6)°Plate, clear light red
V = 2668.6 (3) Å30.26 × 0.17 × 0.03 mm
Z = 4
Data collection top
Agilent SuperNova Dual
diffractometer (Cu at zero) with Eos detector
5444 independent reflections
Radiation source: SuperNova (Mo) X-ray Source4354 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.038
Detector resolution: 16.0793 pixels mm-1θmax = 26.4°, θmin = 3.2°
ω scansh = 1212
Absorption correction: multi-scan
(CrysAlis PRO; Agilent, 2013)
k = 1419
Tmin = 0.800, Tmax = 0.974l = 1620
11856 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.073Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.201H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.0864P)2 + 11.4352P]
where P = (Fo2 + 2Fc2)/3
5444 reflections(Δ/σ)max < 0.001
390 parametersΔρmax = 0.67 e Å3
35 restraintsΔρmin = 1.24 e Å3
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
xyzUiso*/UeqOcc. (<1)
C10.6154 (5)0.8739 (3)0.4232 (3)0.0337 (11)
H10.59500.82160.39910.040*
C20.6709 (6)0.8782 (4)0.5029 (4)0.0458 (14)
H20.68750.82890.53340.055*
C30.7035 (6)0.9558 (4)0.5400 (4)0.0496 (15)
H30.74280.95720.59470.060*
C40.6801 (5)1.0281 (4)0.4994 (4)0.0419 (13)
H40.70231.07890.52590.050*
C50.6205 (5)1.0276 (3)0.4144 (3)0.0357 (11)
C60.5879 (4)0.9480 (3)0.3757 (3)0.0255 (9)
C70.5082 (4)1.0143 (3)0.2524 (3)0.0225 (9)
C80.5385 (5)1.0942 (3)0.2877 (3)0.0328 (11)
H80.51901.14250.25640.039*
C90.5955 (5)1.1007 (3)0.3667 (3)0.0378 (12)
H90.61811.15320.38940.045*
C100.4492 (4)1.0006 (3)0.1659 (3)0.0203 (8)
C110.3696 (4)0.9251 (3)0.0581 (3)0.0203 (8)
C120.3268 (4)0.8603 (3)0.0039 (3)0.0288 (10)
H120.33520.80390.01920.035*
C130.2700 (5)0.8855 (3)0.0754 (3)0.0355 (11)
H130.23950.84490.11430.043*
C140.2584 (5)0.9716 (3)0.0971 (3)0.0325 (11)
H140.22180.98600.15040.039*
C150.2993 (5)1.0349 (3)0.0422 (3)0.0313 (10)
H150.29051.09140.05680.038*
C160.3539 (4)1.0099 (3)0.0354 (3)0.0259 (10)
C170.4078 (5)1.1488 (3)0.1060 (3)0.0285 (10)
H29A0.39781.16840.04920.034*
H29B0.49191.16770.13290.034*
C180.3033 (4)1.1884 (3)0.1489 (3)0.0270 (10)
C190.3007 (5)1.2760 (3)0.1548 (4)0.0403 (13)
H190.36261.30850.13340.048*
C200.2055 (5)1.3136 (3)0.1926 (4)0.0420 (14)
H200.20511.37210.19650.050*
C210.1160 (5)1.1861 (3)0.2190 (3)0.0330 (11)
H210.05361.15500.24150.040*
C220.2080 (5)1.1440 (3)0.1816 (3)0.0329 (11)
H220.20591.08550.17830.039*
C230.4787 (7)0.3707 (4)0.3957 (4)0.080 (2)0.50
H23A0.53980.37160.35580.095*0.50
H23B0.39650.34790.36960.095*0.50
C240.4779 (5)0.4782 (3)0.1854 (4)0.0365 (12)
C250.5698 (6)0.4773 (4)0.1274 (4)0.0524 (15)
H25A0.56370.42470.09810.079*
H25B0.65600.48390.15640.079*
H25C0.55100.52270.08880.079*
C23'0.4787 (7)0.3707 (4)0.3957 (4)0.080 (2)0.50
H23C0.43190.42100.40780.095*0.50
H23D0.54450.38420.36100.095*0.50
Cl10.5423 (3)0.3112 (2)0.4879 (3)0.1438 (14)0.50
Cl20.4585 (5)0.4744 (3)0.4383 (4)0.1009 (16)0.50
Cl1'0.5423 (3)0.3112 (2)0.4879 (3)0.1438 (14)0.50
Cl2'0.3725 (5)0.2856 (3)0.3549 (3)0.0859 (13)0.50
Co10.52445 (5)0.82969 (3)0.21321 (4)0.0217 (2)
N10.3870 (4)0.7703 (2)0.2757 (3)0.0342 (10)
N20.4059 (3)1.0572 (2)0.1060 (2)0.0236 (8)
N30.4298 (3)0.9215 (2)0.1395 (2)0.0211 (7)
N40.5337 (3)0.9427 (2)0.2945 (2)0.0236 (8)
N50.7683 (4)0.7988 (2)0.2560 (2)0.0278 (8)
N60.5631 (4)0.7148 (2)0.0741 (2)0.0320 (9)
N70.4037 (5)0.4788 (3)0.2305 (4)0.0547 (14)
O40.6795 (3)0.7490 (2)0.2714 (2)0.0311 (7)
O50.8846 (3)0.7838 (2)0.2750 (3)0.0436 (10)
O60.7295 (3)0.86669 (19)0.2194 (2)0.0286 (7)
O10.4899 (4)0.7315 (2)0.1273 (2)0.0318 (9)0.844 (5)
O20.5320 (5)0.6623 (3)0.0197 (3)0.0525 (14)0.844 (5)
O30.6691 (4)0.7540 (3)0.0768 (3)0.0424 (11)0.844 (5)
O1'0.5906 (18)0.7869 (7)0.0987 (12)0.0318 (9)0.156 (5)
O2'0.613 (3)0.6823 (12)0.0164 (13)0.0525 (14)0.156 (5)
O3'0.4761 (18)0.6742 (11)0.1044 (13)0.0424 (11)0.156 (5)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.032 (3)0.034 (3)0.036 (3)0.004 (2)0.007 (2)0.005 (2)
C20.043 (3)0.055 (4)0.040 (3)0.005 (3)0.007 (2)0.011 (3)
C30.040 (3)0.073 (4)0.037 (3)0.008 (3)0.006 (2)0.001 (3)
C40.034 (3)0.050 (3)0.042 (3)0.011 (2)0.008 (2)0.017 (3)
C50.031 (3)0.036 (3)0.042 (3)0.004 (2)0.012 (2)0.004 (2)
C60.021 (2)0.027 (2)0.030 (2)0.0006 (17)0.0091 (18)0.0025 (19)
C70.017 (2)0.021 (2)0.031 (2)0.0011 (16)0.0078 (17)0.0013 (18)
C80.029 (2)0.027 (2)0.042 (3)0.0002 (19)0.001 (2)0.009 (2)
C90.040 (3)0.026 (2)0.048 (3)0.008 (2)0.006 (2)0.010 (2)
C100.0146 (19)0.019 (2)0.028 (2)0.0013 (15)0.0083 (16)0.0009 (17)
C110.0159 (19)0.019 (2)0.027 (2)0.0001 (15)0.0076 (16)0.0002 (17)
C120.024 (2)0.024 (2)0.039 (3)0.0019 (18)0.0070 (19)0.007 (2)
C130.031 (3)0.039 (3)0.038 (3)0.006 (2)0.008 (2)0.016 (2)
C140.028 (2)0.041 (3)0.030 (2)0.001 (2)0.0076 (19)0.002 (2)
C150.026 (2)0.030 (2)0.039 (3)0.0007 (19)0.010 (2)0.000 (2)
C160.018 (2)0.025 (2)0.037 (3)0.0018 (17)0.0111 (18)0.0024 (19)
C170.028 (2)0.018 (2)0.040 (3)0.0004 (18)0.010 (2)0.0006 (19)
C180.023 (2)0.023 (2)0.035 (3)0.0004 (17)0.0047 (19)0.0003 (19)
C190.031 (3)0.021 (2)0.072 (4)0.002 (2)0.019 (3)0.002 (2)
C200.035 (3)0.021 (2)0.074 (4)0.000 (2)0.023 (3)0.002 (2)
C210.032 (3)0.019 (2)0.052 (3)0.0010 (19)0.019 (2)0.002 (2)
C220.037 (3)0.014 (2)0.051 (3)0.0013 (19)0.016 (2)0.001 (2)
C230.070 (5)0.103 (7)0.068 (5)0.016 (5)0.018 (4)0.013 (5)
C240.033 (3)0.026 (2)0.049 (3)0.002 (2)0.001 (2)0.004 (2)
C250.047 (3)0.050 (4)0.065 (4)0.009 (3)0.021 (3)0.007 (3)
C23'0.070 (5)0.103 (7)0.068 (5)0.016 (5)0.018 (4)0.013 (5)
Cl10.0856 (19)0.141 (3)0.215 (4)0.0029 (19)0.056 (2)0.042 (3)
Cl20.072 (3)0.090 (3)0.148 (5)0.005 (2)0.043 (3)0.014 (3)
Cl1'0.0856 (19)0.141 (3)0.215 (4)0.0029 (19)0.056 (2)0.042 (3)
Cl2'0.092 (3)0.090 (3)0.077 (3)0.007 (3)0.018 (2)0.007 (2)
Co10.0189 (3)0.0144 (3)0.0331 (4)0.0000 (2)0.0077 (2)0.0021 (2)
N10.028 (2)0.0171 (18)0.061 (3)0.0003 (16)0.019 (2)0.0052 (18)
N20.0203 (18)0.0203 (18)0.031 (2)0.0018 (14)0.0066 (15)0.0014 (15)
N30.0194 (17)0.0152 (16)0.0295 (19)0.0032 (13)0.0060 (14)0.0014 (14)
N40.0213 (18)0.0232 (19)0.0271 (19)0.0004 (15)0.0060 (15)0.0016 (15)
N50.028 (2)0.0225 (19)0.033 (2)0.0062 (16)0.0030 (16)0.0028 (16)
N60.040 (2)0.0212 (19)0.036 (2)0.0054 (17)0.0097 (18)0.0022 (17)
N70.054 (3)0.031 (3)0.083 (4)0.007 (2)0.023 (3)0.006 (3)
O40.0294 (17)0.0264 (17)0.0384 (19)0.0025 (14)0.0079 (14)0.0097 (14)
O50.0254 (18)0.035 (2)0.068 (3)0.0097 (15)0.0009 (17)0.0047 (19)
O60.0273 (17)0.0196 (15)0.0393 (19)0.0058 (13)0.0056 (14)0.0058 (14)
O10.032 (2)0.024 (2)0.041 (2)0.0039 (16)0.0093 (17)0.0060 (16)
O20.076 (4)0.033 (3)0.052 (3)0.008 (2)0.020 (3)0.018 (2)
O30.045 (3)0.039 (2)0.045 (3)0.007 (2)0.016 (2)0.005 (2)
O1'0.032 (2)0.024 (2)0.041 (2)0.0039 (16)0.0093 (17)0.0060 (16)
O2'0.076 (4)0.033 (3)0.052 (3)0.008 (2)0.020 (3)0.018 (2)
O3'0.045 (3)0.039 (2)0.045 (3)0.007 (2)0.016 (2)0.005 (2)
Geometric parameters (Å, º) top
C1—C21.351 (8)C18—C191.396 (7)
C1—C61.417 (7)C19—C201.373 (7)
C1—H10.9300C19—H190.9300
C2—C31.395 (9)C20—N1i1.342 (6)
C2—H20.9300C20—H200.9300
C3—C41.331 (9)C21—N1i1.341 (6)
C3—H30.9300C21—C221.377 (7)
C4—C51.439 (8)C21—H210.9300
C4—H40.9300C22—H220.9300
C5—C91.402 (8)C23—Cl21.812 (7)
C5—C61.433 (7)C23—Cl11.823 (6)
C6—N41.370 (6)C23—H23A0.9700
C7—N41.336 (6)C23—H23B0.9700
C7—C81.411 (6)C24—N71.137 (8)
C7—C101.477 (6)C24—C251.435 (8)
C8—C91.346 (7)C25—H25A0.9600
C8—H80.9300C25—H25B0.9600
C9—H90.9300C25—H25C0.9600
C10—N31.335 (5)Cl2—Cl2ii2.232 (12)
C10—N21.358 (6)Co1—N32.053 (4)
C11—C121.389 (6)Co1—N12.091 (4)
C11—N31.390 (6)Co1—O12.096 (4)
C11—C161.401 (6)Co1—O42.172 (3)
C12—C131.405 (7)Co1—O1'2.187 (15)
C12—H120.9300Co1—O62.199 (3)
C13—C141.413 (7)Co1—N42.226 (4)
C13—H130.9300N1—C21iii1.341 (6)
C14—C151.374 (7)N1—C20iii1.342 (6)
C14—H140.9300N5—O51.228 (5)
C15—C161.373 (7)N5—O41.266 (5)
C15—H150.9300N5—O61.271 (5)
C16—N21.419 (6)N6—O21.229 (5)
C17—N21.454 (6)N6—O1'1.234 (7)
C17—C181.509 (6)N6—O2'1.246 (7)
C17—H29A0.9700N6—O11.259 (4)
C17—H29B0.9700N6—O31.260 (5)
C18—C221.382 (7)N6—O3'1.265 (7)
C2—C1—C6120.8 (5)Cl2—C23—Cl1101.6 (4)
C2—C1—H1119.6Cl2—C23—H23A111.4
C6—C1—H1119.6Cl1—C23—H23A111.4
C1—C2—C3120.6 (6)Cl2—C23—H23B111.4
C1—C2—H2119.7Cl1—C23—H23B111.4
C3—C2—H2119.7H23A—C23—H23B109.3
C4—C3—C2121.9 (5)N7—C24—C25179.0 (7)
C4—C3—H3119.0C24—C25—H25A109.5
C2—C3—H3119.0C24—C25—H25B109.5
C3—C4—C5120.0 (5)H25A—C25—H25B109.5
C3—C4—H4120.0C24—C25—H25C109.5
C5—C4—H4120.0H25A—C25—H25C109.5
C9—C5—C6118.1 (5)H25B—C25—H25C109.5
C9—C5—C4123.6 (5)C23—Cl2—Cl2ii128.9 (5)
C6—C5—C4118.3 (5)N3—Co1—N1107.58 (15)
N4—C6—C1120.2 (4)N3—Co1—O196.45 (15)
N4—C6—C5121.5 (4)N1—Co1—O185.74 (16)
C1—C6—C5118.3 (4)N3—Co1—O4160.35 (13)
N4—C7—C8122.5 (4)N1—Co1—O492.06 (14)
N4—C7—C10113.2 (4)O1—Co1—O484.35 (14)
C8—C7—C10124.3 (4)N3—Co1—O1'84.3 (5)
C9—C8—C7120.3 (5)N1—Co1—O1'126.4 (3)
C9—C8—H8119.9O1—Co1—O1'40.7 (3)
C7—C8—H8119.9O4—Co1—O1'83.6 (6)
C8—C9—C5119.5 (5)N3—Co1—O6102.71 (13)
C8—C9—H9120.3N1—Co1—O6145.16 (16)
C5—C9—H9120.3O1—Co1—O6107.76 (13)
N3—C10—N2111.8 (4)O4—Co1—O658.80 (12)
N3—C10—C7118.1 (4)O1'—Co1—O672.9 (4)
N2—C10—C7130.1 (4)N3—Co1—N475.81 (14)
C12—C11—N3129.8 (4)N1—Co1—N492.78 (15)
C12—C11—C16121.9 (4)O1—Co1—N4171.31 (15)
N3—C11—C16108.2 (4)O4—Co1—N4104.27 (13)
C11—C12—C13115.6 (4)O1'—Co1—N4140.1 (3)
C11—C12—H12122.2O6—Co1—N478.19 (13)
C13—C12—H12122.2C21iii—N1—C20iii117.5 (4)
C12—C13—C14121.1 (5)C21iii—N1—Co1120.3 (3)
C12—C13—H13119.4C20iii—N1—Co1122.1 (3)
C14—C13—H13119.4C10—N2—C16106.5 (4)
C15—C14—C13122.4 (5)C10—N2—C17131.2 (4)
C15—C14—H14118.8C16—N2—C17122.2 (4)
C13—C14—H14118.8C10—N3—C11107.3 (4)
C16—C15—C14116.2 (5)C10—N3—Co1116.2 (3)
C16—C15—H15121.9C11—N3—Co1134.9 (3)
C14—C15—H15121.9C7—N4—C6118.1 (4)
C15—C16—C11122.6 (4)C7—N4—Co1113.0 (3)
C15—C16—N2131.2 (4)C6—N4—Co1127.3 (3)
C11—C16—N2106.1 (4)O5—N5—O4123.1 (4)
N2—C17—C18114.0 (4)O5—N5—O6121.4 (4)
N2—C17—H29A108.8O4—N5—O6115.5 (4)
C18—C17—H29A108.8O2—N6—O1'153.0 (10)
N2—C17—H29B108.8O2—N6—O2'42.9 (10)
C18—C17—H29B108.8O1'—N6—O2'122.0 (7)
H29A—C17—H29B107.6O2—N6—O1121.2 (4)
C22—C18—C19117.5 (4)O1'—N6—O173.4 (8)
C22—C18—C17124.5 (4)O2'—N6—O1163.9 (9)
C19—C18—C17118.0 (4)O2—N6—O3120.1 (4)
C20—C19—C18119.1 (5)O1'—N6—O350.9 (8)
C20—C19—H19120.4O2'—N6—O377.3 (10)
C18—C19—H19120.4O1—N6—O3118.7 (4)
N1i—C20—C19123.3 (5)O2—N6—O3'78.8 (9)
N1i—C20—H20118.3O1'—N6—O3'119.4 (7)
C19—C20—H20118.3O2'—N6—O3'118.5 (7)
N1i—C21—C22122.5 (4)O1—N6—O3'46.0 (8)
N1i—C21—H21118.8O3—N6—O3'154.9 (11)
C22—C21—H21118.8N5—O4—Co193.5 (2)
C21—C22—C18120.1 (4)N5—O6—Co192.1 (2)
C21—C22—H22120.0N6—O1—Co1123.7 (3)
C18—C22—H22120.0N6—O1'—Co1118.7 (10)
C6—C1—C2—C30.7 (8)N1—Co1—N3—C10104.7 (3)
C1—C2—C3—C41.0 (9)O1—Co1—N3—C10167.8 (3)
C2—C3—C4—C50.6 (9)O4—Co1—N3—C1076.5 (5)
C3—C4—C5—C9178.4 (5)O1'—Co1—N3—C10128.9 (5)
C3—C4—C5—C60.0 (8)O6—Co1—N3—C1057.9 (3)
C2—C1—C6—N4178.8 (5)N4—Co1—N3—C1016.3 (3)
C2—C1—C6—C50.1 (7)N1—Co1—N3—C1192.1 (4)
C9—C5—C6—N40.0 (7)O1—Co1—N3—C114.6 (4)
C4—C5—C6—N4178.5 (4)O4—Co1—N3—C1186.7 (6)
C9—C5—C6—C1178.7 (5)O1'—Co1—N3—C1134.3 (5)
C4—C5—C6—C10.3 (7)O6—Co1—N3—C11105.3 (4)
N4—C7—C8—C90.1 (7)N4—Co1—N3—C11179.5 (4)
C10—C7—C8—C9178.2 (4)C8—C7—N4—C62.0 (6)
C7—C8—C9—C52.1 (8)C10—C7—N4—C6179.6 (3)
C6—C5—C9—C82.1 (8)C8—C7—N4—Co1164.3 (3)
C4—C5—C9—C8179.6 (5)C10—C7—N4—Co114.1 (4)
N4—C7—C10—N30.8 (5)C1—C6—N4—C7179.3 (4)
C8—C7—C10—N3177.6 (4)C5—C6—N4—C72.0 (6)
N4—C7—C10—N2177.2 (4)C1—C6—N4—Co116.6 (6)
C8—C7—C10—N24.4 (7)C5—C6—N4—Co1162.1 (3)
N3—C11—C12—C13179.6 (4)N3—Co1—N4—C716.7 (3)
C16—C11—C12—C131.6 (6)N1—Co1—N4—C7124.1 (3)
C11—C12—C13—C140.0 (7)O1—Co1—N4—C744.1 (11)
C12—C13—C14—C151.2 (8)O4—Co1—N4—C7143.1 (3)
C13—C14—C15—C160.7 (7)O1'—Co1—N4—C745.8 (9)
C14—C15—C16—C110.9 (7)O6—Co1—N4—C789.9 (3)
C14—C15—C16—N2179.8 (4)N3—Co1—N4—C6178.6 (4)
C12—C11—C16—C152.1 (7)N1—Co1—N4—C671.2 (4)
N3—C11—C16—C15178.8 (4)O1—Co1—N4—C6151.1 (8)
C12—C11—C16—N2178.7 (4)O4—Co1—N4—C621.7 (4)
N3—C11—C16—N20.4 (4)O1'—Co1—N4—C6118.9 (9)
N2—C17—C18—C223.8 (7)O6—Co1—N4—C674.9 (3)
N2—C17—C18—C19177.6 (5)O5—N5—O4—Co1178.7 (4)
C22—C18—C19—C200.4 (8)O6—N5—O4—Co11.5 (4)
C17—C18—C19—C20179.2 (5)N3—Co1—O4—N520.4 (6)
C18—C19—C20—N1i0.4 (10)N1—Co1—O4—N5160.7 (3)
N1i—C21—C22—C181.1 (9)O1—Co1—O4—N5113.8 (3)
C19—C18—C22—C210.8 (8)O1'—Co1—O4—N572.9 (4)
C17—C18—C22—C21179.4 (5)O6—Co1—O4—N50.9 (2)
Cl1—C23—Cl2—Cl2ii15.8 (7)N4—Co1—O4—N567.3 (3)
N3—Co1—N1—C21iii134.8 (4)O5—N5—O6—Co1178.7 (4)
O1—Co1—N1—C21iii39.4 (4)O4—N5—O6—Co11.5 (4)
O4—Co1—N1—C21iii44.8 (4)N3—Co1—O6—N5171.9 (2)
O1'—Co1—N1—C21iii38.8 (8)N1—Co1—O6—N538.2 (4)
O6—Co1—N1—C21iii76.0 (5)O1—Co1—O6—N570.7 (3)
N4—Co1—N1—C21iii149.2 (4)O4—Co1—O6—N50.9 (2)
N3—Co1—N1—C20iii41.2 (5)O1'—Co1—O6—N592.0 (5)
O1—Co1—N1—C20iii136.6 (5)N4—Co1—O6—N5115.8 (3)
O4—Co1—N1—C20iii139.2 (5)O2—N6—O1—Co1172.4 (4)
O1'—Co1—N1—C20iii137.1 (8)O1'—N6—O1—Co117.3 (11)
O6—Co1—N1—C20iii108.1 (5)O2'—N6—O1—Co1179 (5)
N4—Co1—N1—C20iii34.8 (5)O3—N6—O1—Co16.7 (6)
N3—C10—N2—C160.2 (5)O3'—N6—O1—Co1161.8 (17)
C7—C10—N2—C16177.8 (4)N3—Co1—O1—N687.8 (4)
N3—C10—N2—C17179.2 (4)N1—Co1—O1—N6165.0 (4)
C7—C10—N2—C172.7 (7)O4—Co1—O1—N672.5 (4)
C15—C16—N2—C10179.0 (5)O1'—Co1—O1—N614.3 (9)
C11—C16—N2—C100.1 (4)O6—Co1—O1—N617.8 (4)
C15—C16—N2—C170.5 (7)N4—Co1—O1—N6114.5 (9)
C11—C16—N2—C17179.6 (4)O2—N6—O1'—Co1143.1 (12)
C18—C17—N2—C1078.4 (6)O2'—N6—O1'—Co1169.5 (19)
C18—C17—N2—C16102.3 (5)O1—N6—O1'—Co115.7 (9)
N2—C10—N3—C110.5 (5)O3—N6—O1'—Co1136.9 (19)
C7—C10—N3—C11177.9 (3)O3'—N6—O1'—Co115 (2)
N2—C10—N3—Co1167.2 (3)N3—Co1—O1'—N6120.6 (15)
C7—C10—N3—Co114.5 (5)N1—Co1—O1'—N613.0 (18)
C12—C11—N3—C10178.5 (4)O1—Co1—O1'—N613.8 (8)
C16—C11—N3—C100.5 (4)O4—Co1—O1'—N674.9 (14)
C12—C11—N3—Co117.3 (7)O6—Co1—O1'—N6134.2 (16)
C16—C11—N3—Co1163.7 (3)N4—Co1—O1'—N6179.6 (8)
Symmetry codes: (i) x+1/2, y+1/2, z+1/2; (ii) x+1, y+1, z+1; (iii) x+1/2, y1/2, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C2—H2···Cl2ii0.932.713.556 (8)152
Symmetry code: (ii) x+1, y+1, z+1.
catena-poly[[[dichloridocobalt(II)]-µ-2-[1-(pyridin-4-ylmethyl)-1H-benzimidazol-2-yl]quinoline] methanol disolvate] (II) top
Crystal data top
[CoCl2(C22H16N4)]·2CH4OF(000) = 2184
Mr = 530.30Dx = 1.462 Mg m3
Orthorhombic, PbcaMo Kα radiation, λ = 0.7107 Å
Hall symbol: -P2ac2abCell parameters from 3838 reflections
a = 18.2319 (8) Åθ = 3.3–28.1°
b = 14.2937 (7) ŵ = 0.96 mm1
c = 18.4926 (8) ÅT = 289 K
V = 4819.2 (4) Å3Plate, clear light purple
Z = 80.17 × 0.06 × 0.02 mm
Data collection top
Agilent SuperNova Dual
diffractometer (Cu at zero) with Eos detector
4916 independent reflections
Radiation source: SuperNova (Mo) X-ray Source3430 reflections with I > 2σ(I)
Mirror monochromatorRint = 0.051
Detector resolution: 16.0793 pixels mm-1θmax = 26.4°, θmin = 3.1°
ω scansh = 2217
Absorption correction: multi-scan
(CrysAlis PRO; Agilent, 2013)
k = 1716
Tmin = 0.724, Tmax = 1.000l = 1423
16469 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.054Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.130H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.039P)2 + 7.013P]
where P = (Fo2 + 2Fc2)/3
4916 reflections(Δ/σ)max < 0.001
301 parametersΔρmax = 0.57 e Å3
0 restraintsΔρmin = 0.39 e Å3
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
xyzUiso*/Ueq
C10.3953 (2)0.4535 (3)0.5081 (2)0.0471 (10)
H10.44010.42410.49980.057*
C20.3922 (3)0.5330 (3)0.5491 (2)0.0553 (12)
H20.43500.55660.56960.066*
C30.3258 (3)0.5791 (3)0.5606 (2)0.0605 (13)
H30.32510.63410.58750.073*
C40.2620 (3)0.5450 (3)0.5332 (2)0.0579 (12)
H40.21810.57630.54170.070*
C50.2624 (2)0.4613 (3)0.4915 (2)0.0439 (10)
C60.3298 (2)0.4160 (3)0.47828 (19)0.0382 (9)
C70.2713 (2)0.2976 (3)0.41475 (19)0.0352 (8)
C80.2025 (2)0.3395 (3)0.4253 (2)0.0454 (10)
H80.16030.31230.40640.054*
C90.1985 (2)0.4209 (3)0.4637 (2)0.0510 (11)
H90.15330.44950.47130.061*
C100.2834 (2)0.2101 (3)0.37404 (19)0.0343 (8)
C110.3457 (2)0.1009 (3)0.3190 (2)0.0365 (9)
C120.3984 (2)0.0425 (3)0.2885 (2)0.0450 (10)
H120.44790.05840.28940.054*
C130.3753 (2)0.0387 (3)0.2574 (2)0.0494 (10)
H130.40960.07820.23630.059*
C140.3011 (2)0.0643 (3)0.2565 (2)0.0506 (11)
H140.28750.12020.23460.061*
C150.2482 (2)0.0091 (3)0.2868 (2)0.0444 (10)
H150.19890.02580.28630.053*
C160.2724 (2)0.0732 (3)0.31846 (19)0.0354 (8)
C170.15517 (18)0.1374 (3)0.37024 (19)0.0355 (8)
H17A0.14480.17170.41430.043*
H17B0.14290.07230.37880.043*
C180.10646 (19)0.1747 (2)0.31032 (18)0.0328 (8)
C190.1287 (2)0.1791 (3)0.2390 (2)0.0457 (10)
H190.17670.16380.22670.055*
C200.0799 (2)0.2060 (3)0.1859 (2)0.0416 (10)
H200.09580.20690.13810.050*
C210.0091 (2)0.2293 (3)0.2697 (2)0.0463 (10)
H210.05640.24870.28120.056*
C220.0357 (2)0.2011 (3)0.3254 (2)0.0443 (10)
H220.01830.19990.37260.053*
C230.6940 (4)0.6997 (5)0.3690 (3)0.110 (2)
H23A0.73680.70190.39920.165*
H23B0.69330.64190.34260.165*
H23C0.65080.70400.39850.165*
C240.5529 (5)0.9515 (6)0.3888 (5)0.154 (4)
H24A0.54730.99730.42640.230*
H24B0.50560.92770.37550.230*
H24C0.57560.97990.34750.230*
Cl10.44190 (6)0.42588 (7)0.32612 (6)0.0484 (3)
Cl20.50193 (6)0.23942 (8)0.47847 (5)0.0549 (3)
Co10.43332 (3)0.27980 (4)0.37805 (3)0.03437 (16)
N10.35141 (16)0.1871 (2)0.35414 (16)0.0364 (7)
N20.23365 (15)0.1442 (2)0.35460 (16)0.0340 (7)
N30.33365 (16)0.3353 (2)0.43845 (16)0.0363 (7)
N40.01079 (16)0.2307 (2)0.20042 (16)0.0349 (7)
O10.5961 (3)0.8793 (5)0.4134 (4)0.162 (2)
H1A0.57680.85520.44890.244*
O20.6955 (3)0.7720 (4)0.3220 (3)0.1217 (17)
H2A0.66840.82330.34250.183*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.042 (2)0.056 (3)0.043 (2)0.007 (2)0.0000 (19)0.006 (2)
C20.058 (3)0.063 (3)0.045 (2)0.017 (2)0.003 (2)0.016 (2)
C30.071 (3)0.054 (3)0.057 (3)0.008 (3)0.010 (3)0.021 (2)
C40.056 (3)0.061 (3)0.057 (3)0.003 (2)0.016 (2)0.016 (2)
C50.042 (2)0.048 (2)0.041 (2)0.004 (2)0.0073 (19)0.0104 (19)
C60.039 (2)0.044 (2)0.0313 (18)0.0025 (19)0.0019 (17)0.0033 (17)
C70.032 (2)0.043 (2)0.0306 (18)0.0011 (17)0.0019 (16)0.0025 (16)
C80.032 (2)0.054 (3)0.050 (2)0.0025 (19)0.0026 (19)0.013 (2)
C90.038 (2)0.059 (3)0.055 (3)0.005 (2)0.007 (2)0.011 (2)
C100.0275 (18)0.043 (2)0.0327 (18)0.0012 (17)0.0005 (16)0.0025 (16)
C110.0294 (19)0.043 (2)0.037 (2)0.0019 (18)0.0008 (17)0.0005 (17)
C120.033 (2)0.049 (2)0.053 (2)0.0010 (19)0.0005 (19)0.005 (2)
C130.046 (2)0.045 (2)0.057 (3)0.007 (2)0.010 (2)0.008 (2)
C140.054 (3)0.041 (2)0.057 (3)0.004 (2)0.001 (2)0.012 (2)
C150.037 (2)0.045 (2)0.051 (2)0.006 (2)0.004 (2)0.0049 (19)
C160.036 (2)0.037 (2)0.0338 (19)0.0018 (18)0.0041 (17)0.0010 (16)
C170.0250 (18)0.045 (2)0.0365 (19)0.0022 (17)0.0022 (16)0.0024 (17)
C180.0287 (19)0.039 (2)0.0313 (18)0.0042 (17)0.0029 (16)0.0006 (16)
C190.0273 (19)0.070 (3)0.039 (2)0.003 (2)0.0011 (17)0.005 (2)
C200.035 (2)0.057 (3)0.0323 (19)0.0038 (19)0.0051 (17)0.0045 (18)
C210.030 (2)0.069 (3)0.040 (2)0.016 (2)0.0028 (18)0.001 (2)
C220.037 (2)0.063 (3)0.033 (2)0.005 (2)0.0058 (17)0.0016 (19)
C230.117 (6)0.128 (6)0.084 (4)0.016 (5)0.011 (4)0.040 (4)
C240.204 (10)0.106 (6)0.151 (7)0.014 (6)0.095 (7)0.039 (5)
Cl10.0429 (6)0.0490 (6)0.0534 (6)0.0059 (5)0.0105 (5)0.0052 (5)
Cl20.0562 (7)0.0730 (7)0.0354 (5)0.0078 (6)0.0068 (5)0.0016 (5)
Co10.0274 (3)0.0429 (3)0.0328 (3)0.0031 (2)0.0004 (2)0.0026 (2)
N10.0289 (16)0.0437 (18)0.0365 (16)0.0008 (15)0.0030 (14)0.0062 (14)
N20.0258 (16)0.0403 (17)0.0358 (16)0.0000 (14)0.0029 (13)0.0005 (14)
N30.0299 (16)0.0448 (18)0.0342 (16)0.0055 (15)0.0025 (14)0.0045 (14)
N40.0275 (15)0.0410 (17)0.0361 (16)0.0006 (14)0.0002 (14)0.0033 (14)
O10.104 (4)0.203 (6)0.180 (6)0.033 (4)0.010 (4)0.079 (5)
O20.122 (4)0.132 (4)0.111 (4)0.038 (3)0.012 (3)0.038 (3)
Geometric parameters (Å, º) top
C1—C21.367 (6)C16—N21.405 (4)
C1—C61.420 (5)C17—N21.463 (4)
C1—H10.9300C17—C181.517 (5)
C2—C31.396 (6)C17—H17A0.9700
C2—H20.9300C17—H17B0.9700
C3—C41.358 (6)C18—C221.372 (5)
C3—H30.9300C18—C191.381 (5)
C4—C51.423 (6)C19—C201.380 (5)
C4—H40.9300C19—H190.9300
C5—C91.398 (6)C20—N41.336 (4)
C5—C61.411 (5)C20—H200.9300
C6—N31.370 (5)C21—N41.332 (5)
C7—N31.333 (4)C21—C221.375 (5)
C7—C81.404 (5)C21—H210.9300
C7—C101.477 (5)C22—H220.9300
C8—C91.365 (6)C23—O21.350 (7)
C8—H80.9300C23—H23A0.9600
C9—H90.9300C23—H23B0.9600
C10—N11.335 (4)C23—H23C0.9600
C10—N21.355 (4)C24—O11.376 (8)
C11—C121.392 (5)C24—H24A0.9600
C11—C161.394 (5)C24—H24B0.9600
C11—N11.397 (5)C24—H24C0.9600
C12—C131.362 (6)Co1—Cl12.304 (2)
C12—H120.9300Co1—Cl22.312 (2)
C13—C141.401 (6)Co1—N12.045 (3)
C13—H130.9300Co1—N4i2.143 (3)
C14—C151.366 (6)Co1—N32.276 (3)
C14—H140.9300N4—Co1ii2.143 (3)
C15—C161.386 (5)O1—H1A0.8200
C15—H150.9300O2—H2A0.9602
C2—C1—C6119.6 (4)H17A—C17—H17B107.7
C2—C1—H1120.2C22—C18—C19117.2 (3)
C6—C1—H1120.2C22—C18—C17119.9 (3)
C1—C2—C3120.9 (4)C19—C18—C17122.8 (3)
C1—C2—H2119.5C20—C19—C18120.1 (3)
C3—C2—H2119.5C20—C19—H19119.9
C4—C3—C2121.1 (4)C18—C19—H19119.9
C4—C3—H3119.5N4—C20—C19122.6 (3)
C2—C3—H3119.5N4—C20—H20118.7
C3—C4—C5120.0 (4)C19—C20—H20118.7
C3—C4—H4120.0N4—C21—C22124.2 (3)
C5—C4—H4120.0N4—C21—H21117.9
C9—C5—C6118.2 (4)C22—C21—H21117.9
C9—C5—C4122.8 (4)C18—C22—C21119.2 (3)
C6—C5—C4119.0 (4)C18—C22—H22120.4
N3—C6—C5121.6 (3)C21—C22—H22120.4
N3—C6—C1118.9 (3)O2—C23—H23A109.5
C5—C6—C1119.5 (3)O2—C23—H23B109.5
N3—C7—C8122.9 (3)H23A—C23—H23B109.5
N3—C7—C10112.5 (3)O2—C23—H23C109.5
C8—C7—C10124.5 (3)H23A—C23—H23C109.5
C9—C8—C7118.9 (4)H23B—C23—H23C109.5
C9—C8—H8120.5O1—C24—H24A109.5
C7—C8—H8120.5O1—C24—H24B109.5
C8—C9—C5120.0 (4)H24A—C24—H24B109.5
C8—C9—H9120.0O1—C24—H24C109.5
C5—C9—H9120.0H24A—C24—H24C109.5
N1—C10—N2112.2 (3)H24B—C24—H24C109.5
N1—C10—C7119.2 (3)N1—Co1—N4i97.07 (12)
N2—C10—C7128.6 (3)N1—Co1—N375.45 (11)
C12—C11—C16119.3 (3)N4i—Co1—N3166.57 (11)
C12—C11—N1131.8 (3)N1—Co1—Cl1123.14 (9)
C16—C11—N1108.9 (3)N4i—Co1—Cl188.25 (9)
C13—C12—C11117.9 (4)N3—Co1—Cl186.72 (8)
C13—C12—H12121.1N1—Co1—Cl2114.03 (9)
C11—C12—H12121.1N4i—Co1—Cl296.07 (9)
C12—C13—C14121.8 (4)N3—Co1—Cl297.17 (8)
C12—C13—H13119.1Cl1—Co1—Cl2121.62 (5)
C14—C13—H13119.1C10—N1—C11106.0 (3)
C15—C14—C13121.7 (4)C10—N1—Co1117.4 (2)
C15—C14—H14119.1C11—N1—Co1136.6 (2)
C13—C14—H14119.1C10—N2—C16106.9 (3)
C14—C15—C16116.1 (4)C10—N2—C17130.4 (3)
C14—C15—H15122.0C16—N2—C17122.5 (3)
C16—C15—H15122.0C7—N3—C6118.3 (3)
C15—C16—C11123.2 (4)C7—N3—Co1112.3 (2)
C15—C16—N2130.8 (3)C6—N3—Co1126.7 (2)
C11—C16—N2105.9 (3)C21—N4—C20116.5 (3)
N2—C17—C18113.9 (3)C21—N4—Co1ii118.5 (2)
N2—C17—H17A108.8C20—N4—Co1ii124.9 (3)
C18—C17—H17A108.8C24—O1—H1A109.5
N2—C17—H17B108.8C23—O2—H2A108.7
C18—C17—H17B108.8
C6—C1—C2—C31.5 (7)C12—C11—N1—C10178.3 (4)
C1—C2—C3—C41.9 (7)C16—C11—N1—C100.1 (4)
C2—C3—C4—C50.5 (7)C12—C11—N1—Co13.2 (7)
C3—C4—C5—C9177.9 (4)C16—C11—N1—Co1178.4 (3)
C3—C4—C5—C61.2 (7)N4i—Co1—N1—C10159.1 (3)
C9—C5—C6—N30.9 (6)N3—Co1—N1—C109.6 (3)
C4—C5—C6—N3179.9 (4)Cl1—Co1—N1—C1066.5 (3)
C9—C5—C6—C1177.7 (4)Cl2—Co1—N1—C10101.0 (3)
C4—C5—C6—C11.5 (6)N4i—Co1—N1—C1119.3 (4)
C2—C1—C6—N3178.8 (4)N3—Co1—N1—C11172.1 (4)
C2—C1—C6—C50.1 (6)Cl1—Co1—N1—C11111.8 (3)
N3—C7—C8—C92.4 (6)Cl2—Co1—N1—C1180.6 (4)
C10—C7—C8—C9179.6 (4)N1—C10—N2—C160.7 (4)
C7—C8—C9—C50.3 (6)C7—C10—N2—C16178.4 (3)
C6—C5—C9—C80.4 (6)N1—C10—N2—C17174.7 (3)
C4—C5—C9—C8178.7 (4)C7—C10—N2—C173.0 (6)
N3—C7—C10—N111.7 (5)C15—C16—N2—C10179.0 (4)
C8—C7—C10—N1165.7 (4)C11—C16—N2—C100.7 (4)
N3—C7—C10—N2165.8 (3)C15—C16—N2—C175.1 (6)
C8—C7—C10—N216.7 (6)C11—C16—N2—C17175.1 (3)
C16—C11—C12—C131.8 (6)C18—C17—N2—C1096.5 (4)
N1—C11—C12—C13179.9 (4)C18—C17—N2—C1688.8 (4)
C11—C12—C13—C140.8 (6)C8—C7—N3—C63.7 (5)
C12—C13—C14—C150.1 (7)C10—C7—N3—C6178.8 (3)
C13—C14—C15—C160.0 (6)C8—C7—N3—Co1158.9 (3)
C14—C15—C16—C111.1 (6)C10—C7—N3—Co118.6 (4)
C14—C15—C16—N2179.1 (4)C5—C6—N3—C72.9 (5)
C12—C11—C16—C152.1 (6)C1—C6—N3—C7175.7 (3)
N1—C11—C16—C15179.3 (3)C5—C6—N3—Co1156.8 (3)
C12—C11—C16—N2178.2 (3)C1—C6—N3—Co124.5 (5)
N1—C11—C16—N20.5 (4)N1—Co1—N3—C715.9 (2)
N2—C17—C18—C22158.8 (3)N4i—Co1—N3—C741.4 (6)
N2—C17—C18—C1924.8 (5)Cl1—Co1—N3—C7109.6 (2)
C22—C18—C19—C202.2 (6)Cl2—Co1—N3—C7129.0 (2)
C17—C18—C19—C20174.3 (4)N1—Co1—N3—C6176.7 (3)
C18—C19—C20—N41.6 (6)N4i—Co1—N3—C6119.4 (5)
C19—C18—C22—C210.6 (6)Cl1—Co1—N3—C651.2 (3)
C17—C18—C22—C21176.0 (4)Cl2—Co1—N3—C670.2 (3)
N4—C21—C22—C181.8 (7)C22—C21—N4—C202.5 (6)
N2—C10—N1—C110.4 (4)C22—C21—N4—Co1ii178.8 (3)
C7—C10—N1—C11178.3 (3)C19—C20—N4—C210.7 (6)
N2—C10—N1—Co1179.2 (2)C19—C20—N4—Co1ii176.8 (3)
C7—C10—N1—Co12.9 (4)
Symmetry codes: (i) x+1/2, y, z+1/2; (ii) x1/2, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
Cg1 represents the centroid of the C1–C6 quinoline ring.
D—H···AD—HH···AD···AD—H···A
O1—H1A···Cl2iii0.822.393.173 (5)161
O2—H2A···O10.962.032.914 (9)153
C15—H15···Cl1iv0.932.763.662 (4)164
C22—H22···Cl2v0.932.903.777 (4)157
C17—H17B···Cg1iv0.972.873.429 (2)117
Symmetry codes: (iii) x+1, y+1, z+1; (iv) x+1/2, y1/2, z; (v) x1/2, y+1/2, z+1.
 

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