Tris(pyrrolidine-1-carbodithio­ato-κ²S,S′)cobalt(III) chloro­form disolvate

The title complex, [Co{S₂CN(CH₂)₄}₃]·2CHCl₃, contains Co^III octa­hedrally coordinated by three bidentate dithio­carbamate ligands. Chloro­form mol­ecules form C—H...S inter­actions with the complex.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.007 Å
• Disorder in solvent or counterion
• R factor = 0.059
• wR factor = 0.140
• Data-to-parameter ratio = 23.3

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT302_ALERT_4_C Anion/Solvent Disorder .........................      27.00 Perc.
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          7
PLAT480_ALERT_4_C Long H...A H-Bond Reported H36    ..  S31     ..       3.18 Ang.
PLAT480_ALERT_4_C Long H...A H-Bond Reported H37    ..  S22     ..       3.02 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 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
   0 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2004); cell refinement: CrysAlis RED (Oxford Diffraction, 2004); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Tris(pyrrolidine-1-carbodithioato-κ²S,S')cobalt(III) chloroform disolvate

Crystal data

[Co(C5H8NS2)3]·2CHCl3	F(000) = 1496
Mr = 736.40	Dx = 1.550 Mg m^−3 Dm = 1.55 Mg m^−3 Dm measured by flotation
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1287 reflections
a = 13.879 (2) Å	θ = 2.7–28.0°
b = 10.341 (2) Å	µ = 1.47 mm^−1
c = 22.406 (4) Å	T = 295 K
β = 101.80 (1)°	Block, green
V = 3147.8 (10) Å^3	0.32 × 0.20 × 0.14 mm
Z = 4

Data collection

Kuma KM-4 CCD diffractometer	7579 independent reflections
Radiation source: fine-focus sealed tube	3924 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.053
ω scans	θmax = 28.0°, θmin = 2.7°
Absorption correction: numerical (CrysAlis RED; Oxford Diffraction, 2004)	h = −17→18
Tmin = 0.645, Tmax = 0.812	k = −13→13
39457 measured reflections	l = −29→26

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.140	H-atom parameters constrained
S = 1.12	w = 1/[σ^2(Fo^2) + (0.046P)^2] where P = (Fo^2 + 2Fc^2)/3
7579 reflections	(Δ/σ)max = 0.002
325 parameters	Δρmax = 0.68 e Å^−3
18 restraints	Δρmin = −0.46 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Co	0.25757 (3)	0.75495 (5)	0.06864 (2)	0.0577 (2)
S11	0.17684 (7)	0.60697 (10)	0.00029 (4)	0.0619 (4)
S12	0.11012 (7)	0.85126 (10)	0.03194 (5)	0.0684 (4)
C11	0.0809 (3)	0.7157 (3)	−0.01400 (16)	0.0599 (13)
N11	−0.0015 (2)	0.7045 (3)	−0.05456 (16)	0.0681 (12)
C12	−0.0198 (3)	0.5955 (4)	−0.09836 (13)	0.0826 (16)
H12A	−0.0418	0.5193	−0.0797	0.124*
H12B	0.0391	0.5741	−0.1133	0.124*
C13	−0.1005 (4)	0.6463 (4)	−0.1497 (2)	0.153 (3)
H13A	−0.0731	0.6679	−0.1850	0.229*
H13B	−0.1509	0.5810	−0.1617	0.229*
C14	−0.1431 (4)	0.7624 (6)	−0.1272 (2)	0.158 (4)
H14A	−0.2084	0.7436	−0.1202	0.237*
H14B	−0.1483	0.8317	−0.1568	0.237*
C15	−0.0752 (3)	0.8024 (4)	−0.0676 (2)	0.0904 (18)
H15A	−0.0455	0.8858	−0.0721	0.136*
H15B	−0.1115	0.8082	−0.0351	0.136*
S21	0.33434 (8)	0.85356 (11)	0.00018 (5)	0.0687 (4)
S22	0.40728 (8)	0.65315 (11)	0.08333 (5)	0.0721 (4)
C21	0.4304 (3)	0.7483 (4)	0.02593 (16)	0.0645 (13)
N21	0.5114 (2)	0.7440 (3)	0.00351 (15)	0.0811 (13)
C22	0.5931 (3)	0.6576 (5)	0.0252 (2)	0.097 (2)
H22A	0.5739	0.5680	0.0177	0.146*
H22B	0.6191	0.6696	0.0685	0.146*
C23	0.6674 (4)	0.6984 (5)	−0.0124 (3)	0.114 (4)
H23A	0.7236	0.7386	0.0140	0.246*
H23B	0.6907	0.6226	−0.0307	0.246*
C24	0.6232 (4)	0.7898 (6)	−0.0605 (3)	0.137 (5)
H24A	0.6170	0.7502	−0.1004	0.212*
H24B	0.6636	0.8667	−0.0590	0.212*
C25	0.5252 (3)	0.8230 (4)	−0.0489 (2)	0.107 (2)
H25A	0.5220	0.9143	−0.0396	0.160*
H25B	0.4744	0.8037	−0.0844	0.160*
S31	0.21099 (8)	0.66253 (11)	0.14987 (5)	0.0768 (4)
S32	0.30256 (8)	0.90430 (11)	0.14458 (5)	0.0745 (4)
C31	0.2565 (3)	0.7957 (4)	0.19049 (16)	0.0715 (15)
N31	0.2564 (2)	0.8153 (4)	0.24733 (14)	0.0829 (14)
C32	0.2938 (4)	0.9336 (6)	0.2819 (2)	0.093 (2)
H32A	0.2547	1.0087	0.2663	0.184*
H32B	0.3621	0.9496	0.2804	0.184*
C33	0.2821 (4)	0.8995 (7)	0.3475 (2)	0.119 (4)
H33A	0.3453	0.8748	0.3722	0.175*
H33B	0.2579	0.9740	0.3662	0.175*
C34	0.2131 (5)	0.7932 (7)	0.3441 (3)	0.120 (4)
H34A	0.1477	0.8260	0.3444	0.180*
H34B	0.2327	0.7362	0.3788	0.180*
C35	0.2128 (3)	0.7196 (5)	0.28479 (18)	0.110 (2)
H35A	0.2528	0.6421	0.2923	0.166*
H35B	0.1465	0.6959	0.2648	0.166*
C36	−0.0441 (4)	0.8385 (5)	0.1481 (2)	0.166 (2)
H36	0.0069	0.8136	0.1258	0.225*
Cl1	0.00787 (15)	0.9413 (2)	0.20683 (9)	0.1792 (10)
Cl2	−0.13194 (14)	0.9330 (2)	0.09998 (9)	0.1729 (10)
Cl3	−0.08273 (16)	0.7068 (2)	0.17780 (11)	0.1829 (11)
C37	0.5579 (2)	0.8658 (3)	0.20248 (14)	0.150 (3)
H37	0.4910	0.8293	0.1890	0.225*
Cl11	0.6046 (3)	0.9435 (4)	0.14345 (14)	0.153 (2)	0.50
Cl12	0.5757 (5)	0.9768 (6)	0.2624 (2)	0.166 (8)	0.50
Cl13	0.6532 (3)	0.7504 (4)	0.2236 (2)	0.152 (3)	0.50
Cl21	0.5574 (3)	1.0203 (3)	0.2352 (2)	0.151 (4)	0.50
Cl22	0.5657 (4)	0.7747 (5)	0.2700 (2)	0.166 (4)	0.50
Cl23	0.6685 (2)	0.8540 (5)	0.1800 (2)	0.157 (3)	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co	0.0615 (4)	0.0676 (4)	0.0469 (4)	−0.0062 (3)	0.0189 (3)	−0.0078 (3)
S11	0.0718 (8)	0.0660 (9)	0.0505 (8)	−0.0033 (7)	0.0184 (6)	−0.0068 (6)
S12	0.0679 (8)	0.0749 (9)	0.0646 (8)	0.0017 (7)	0.0191 (7)	−0.0206 (7)
C11	0.063 (3)	0.067 (3)	0.054 (3)	−0.011 (3)	0.029 (3)	−0.005 (2)
N11	0.068 (3)	0.082 (3)	0.054 (3)	−0.019 (2)	0.014 (2)	−0.019 (2)
C12	0.099 (4)	0.073 (4)	0.073 (4)	−0.021 (3)	0.016 (3)	−0.009 (3)
C13	0.104 (9)	0.089 (5)	0.079 (5)	−0.017 (6)	−0.026 (6)	−0.005 (4)
C14	0.083 (5)	0.111 (10)	0.106 (6)	0.028 (6)	−0.020 (4)	−0.026 (6)
C15	0.059 (3)	0.110 (5)	0.096 (4)	0.020 (3)	0.007 (3)	−0.018 (4)
S21	0.0711 (8)	0.0811 (10)	0.0590 (8)	−0.0088 (7)	0.0244 (7)	−0.0005 (7)
S22	0.0718 (9)	0.0825 (10)	0.0643 (9)	0.0045 (7)	0.0183 (7)	−0.0019 (7)
C21	0.069 (3)	0.068 (3)	0.052 (3)	−0.008 (3)	0.014 (3)	−0.017 (3)
N21	0.067 (3)	0.107 (4)	0.074 (3)	−0.024 (3)	0.026 (2)	−0.019 (3)
C22	0.052 (4)	0.109 (5)	0.129 (5)	0.001 (3)	0.023 (4)	−0.027 (4)
C23	0.107 (6)	0.103 (8)	0.102 (12)	−0.020 (6)	0.030 (7)	−0.040 (8)
C24	0.096 (12)	0.092 (9)	0.105 (14)	0.025 (8)	0.018 (11)	0.023 (9)
C25	0.104 (5)	0.098 (4)	0.105 (6)	−0.029 (4)	0.074 (4)	−0.029 (4)
S31	0.0944 (10)	0.0851 (10)	0.0577 (8)	−0.0146 (8)	0.0315 (7)	−0.0034 (8)
S32	0.0838 (9)	0.0785 (9)	0.0613 (9)	−0.0155 (8)	0.0160 (7)	−0.0162 (7)
C31	0.069 (3)	0.105 (4)	0.039 (3)	0.014 (3)	0.011 (3)	0.006 (3)
N31	0.093 (3)	0.108 (4)	0.052 (3)	0.003 (3)	0.027 (2)	−0.022 (3)
C32	0.108 (5)	0.105 (7)	0.076 (4)	0.009 (5)	0.009 (4)	−0.054 (5)
C33	0.128 (8)	0.158 (11)	0.057 (5)	0.014 (7)	0.013 (5)	−0.017 (6)
C34	0.127 (11)	0.140 (11)	0.084 (6)	0.028 (8)	0.029 (6)	−0.042 (6)
C35	0.123 (5)	0.168 (6)	0.045 (3)	0.048 (5)	0.040 (3)	0.015 (4)
C36	0.167 (5)	0.171 (6)	0.157 (5)	−0.005 (5)	0.037 (4)	−0.005 (5)
Cl1	0.190 (2)	0.174 (3)	0.170 (2)	0.0215 (19)	0.0213 (17)	−0.003 (2)
Cl2	0.1584 (19)	0.201 (3)	0.1532 (19)	0.0118 (19)	0.0206 (16)	0.0188 (2)
Cl3	0.188 (3)	0.176 (2)	0.190 (3)	−0.015 (2)	0.068 (2)	0.010 (2)
C37	0.101 (6)	0.231 (10)	0.110 (6)	−0.028 (6)	−0.007 (5)	0.028 (6)
Cl11	0.143 (5)	0.161 (5)	0.160 (5)	−0.055 (4)	0.015 (4)	−0.015 (4)
Cl12	0.166 (12)	0.165 (7)	0.164 (12)	−0.094 (3)	0.089 (9)	−0.096 (14)
Cl13	0.153 (7)	0.155 (7)	0.153 (7)	0.011 (5)	−0.020 (5)	0.031 (5)
Cl21	0.130 (4)	0.169 (6)	0.161 (9)	−0.068 (4)	0.082 (5)	−0.084 (7)
Cl22	0.163 (7)	0.169 (11)	0.165 (8)	−0.016 (7)	0.022 (6)	0.019 (8)
Cl23	0.148 (5)	0.163 (9)	0.152 (8)	−0.035 (5)	0.068 (6)	−0.071 (6)

Geometric parameters (Å, º)

Co—S31	2.2638 (12)	C24—C25	1.476 (6)
Co—S12	2.2733 (12)	C24—H24A	0.970
Co—S21	2.2796 (12)	C24—H24B	0.970
Co—S32	2.2882 (12)	C25—H25A	0.970
Co—S11	2.2893 (11)	C25—H25B	0.970
Co—S22	2.2921 (12)	S31—C31	1.699 (4)
S11—C11	1.721 (4)	S32—C31	1.731 (4)
S12—C11	1.738 (4)	C31—N31	1.290 (4)
C11—N11	1.313 (4)	N31—C32	1.483 (6)
N11—C15	1.426 (5)	N31—C35	1.502 (5)
N11—C12	1.482 (5)	C32—C33	1.553 (7)
C12—C13	1.525 (6)	C32—H32A	0.970
C12—H12A	0.970	C32—H32B	0.970
C12—H12B	0.970	C33—C34	1.449 (9)
C13—C14	1.473 (4)	C33—H33A	0.970
C13—H13A	0.970	C33—H33B	0.970
C13—H13B	0.970	C34—C35	1.531 (7)
C14—C15	1.525 (6)	C34—H34A	0.970
C14—H14A	0.970	C34—H34B	0.970
C14—H14B	0.970	C35—H35A	0.970
C15—H15A	0.970	C35—H35B	0.970
C15—H15B	0.970	C36—Cl3	1.653 (5)
S21—C21	1.726 (4)	C36—Cl1	1.731 (5)
S22—C21	1.701 (4)	C36—Cl2	1.751 (5)
C21—N21	1.323 (5)	C36—H36	0.980
N21—C22	1.447 (5)	C37—Cl23	1.714 (4)
N21—C25	1.474 (5)	C37—Cl12	1.746 (4)
C22—C23	1.518 (6)	C37—Cl21	1.759 (4)
C22—H22A	0.970	C37—Cl22	1.766 (4)
C22—H22B	0.970	C37—Cl13	1.772 (4)
C23—C24	1.470 (9)	C37—Cl11	1.779 (4)
C23—H23A	0.970	C37—H37	0.980
C23—H23B	0.970
S31—Co—S12	95.27 (4)	C22—C23—H23B	109.5
S31—Co—S21	168.36 (4)	H23A—C23—H23B	108.0
S12—Co—S21	94.05 (4)	C23—C24—C25	106.3 (5)
S31—Co—S32	76.50 (4)	C23—C24—H24A	110.5
S12—Co—S32	93.55 (4)	C25—C24—H24A	110.5
S21—Co—S32	96.00 (4)	C23—C24—H24B	110.4
S31—Co—S11	94.27 (4)	C25—C24—H24B	110.4
S12—Co—S11	76.68 (4)	H24A—C24—H24B	108.7
S21—Co—S11	94.64 (4)	N21—C25—C24	106.6 (4)
S32—Co—S11	166.03 (4)	N21—C25—H25A	110.4
S31—Co—S22	95.18 (5)	C24—C25—H25A	110.4
S12—Co—S22	167.34 (4)	N21—C25—H25B	110.4
S21—Co—S22	76.55 (4)	C24—C25—H25B	110.4
S32—Co—S22	95.84 (4)	H25A—C25—H25B	108.6
S11—Co—S22	95.41 (4)	C31—S31—Co	87.28 (13)
C11—S11—Co	86.67 (12)	C31—S32—Co	85.76 (14)
C11—S12—Co	86.80 (12)	N31—C31—S31	125.5 (3)
N11—C11—S11	127.1 (3)	N31—C31—S32	124.0 (3)
N11—C11—S12	123.1 (4)	S31—C31—S32	110.4 (2)
S11—C11—S12	109.82 (19)	C31—N31—C32	125.1 (4)
C11—N11—C15	124.5 (3)	C31—N31—C35	122.0 (4)
C11—N11—C12	122.2 (3)	C32—N31—C35	112.9 (3)
C15—N11—C12	112.7 (3)	N31—C32—C33	102.4 (4)
N11—C12—C13	103.7 (3)	N31—C32—H32A	111.3
N11—C12—H12A	111.0	C33—C32—H32A	111.3
C13—C12—H12A	111.0	N31—C32—H32B	111.3
N11—C12—H12B	111.0	C33—C32—H32B	111.3
C13—C12—H12B	111.0	H32A—C32—H32B	109.2
H12A—C12—H12B	109.0	C34—C33—C32	108.5 (5)
C14—C13—C12	107.8 (4)	C34—C33—H33A	110.0
C14—C13—H13A	110.1	C32—C33—H33A	110.0
C12—C13—H13A	110.1	C34—C33—H33B	110.0
C14—C13—H13B	110.2	C32—C33—H33B	110.0
C12—C13—H13B	110.1	H33A—C33—H33B	108.4
H13A—C13—H13B	108.5	C33—C34—C35	107.9 (6)
C13—C14—C15	107.5 (4)	C33—C34—H34A	110.1
C13—C14—H14A	110.2	C35—C34—H34A	110.1
C15—C14—H14A	110.2	C33—C34—H34B	110.1
C13—C14—H14B	110.2	C35—C34—H34B	110.1
C15—C14—H14B	110.2	H34A—C34—H34B	108.4
H14A—C14—H14B	108.5	N31—C35—C34	103.2 (5)
N11—C15—C14	106.0 (4)	N31—C35—H35A	111.1
N11—C15—H15A	110.5	C34—C35—H35A	111.1
C14—C15—H15A	110.5	N31—C35—H35B	111.1
N11—C15—H15B	110.5	C34—C35—H35B	111.1
C14—C15—H15B	110.5	H35A—C35—H35B	109.1
H15A—C15—H15B	108.7	Cl3—C36—Cl1	108.6 (3)
C21—S21—Co	85.88 (13)	Cl3—C36—Cl2	117.7 (3)
C21—S22—Co	86.06 (13)	Cl1—C36—Cl2	104.7 (3)
N21—C21—S22	125.0 (3)	Cl3—C36—H36	108.5
N21—C21—S21	123.5 (3)	Cl1—C36—H36	108.5
S22—C21—S21	111.4 (2)	Cl2—C36—H36	108.5
C21—N21—C22	124.1 (4)	Cl23—C37—Cl21	105.5 (3)
C21—N21—C25	122.9 (4)	Cl23—C37—Cl22	108.2 (3)
C22—N21—C25	112.9 (3)	Cl21—C37—Cl22	97.6 (3)
N21—C22—C23	102.5 (4)	Cl12—C37—Cl13	104.9 (3)
N21—C22—H22A	111.3	Cl12—C37—Cl11	105.0 (3)
C23—C22—H22A	111.3	Cl13—C37—Cl11	98.0 (3)
N21—C22—H22B	111.3	Cl23—C37—H37	136.3
C23—C22—H22B	111.3	Cl12—C37—H37	117.4
H22A—C22—H22B	109.2	Cl21—C37—H37	113.0
C24—C23—C22	110.9 (4)	Cl22—C37—H37	87.0
C24—C23—H23A	109.5	Cl13—C37—H37	115.3
C22—C23—H23A	109.5	Cl11—C37—H37	114.0
C24—C23—H23B	109.4

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C36—H36···S12	0.98	2.81	3.696 (4)	152
C36—H36···S31	0.98	3.18	3.970 (5)	139
C37—H37···S22	1.00	3.02	3.748 (3)	132.0
C37—H37···S32	1.00	2.72	3.538 (3)	140.3