Poly[1-ethyl-3-methyl­imidazolium [tri-μ-iso­thio­cyanato-manganate(II)]]

The title compound, {(C₉H₁₁N₂)[Mn(NCS)₃]}_n, has been obtained as a side product of the salt metathesis reaction of 1-ethyl-3-methyl­imidazolium bromide, (EMIm)Br, and K₂[Mn(NCS)₄]. The structure consists of discrete 1-ethyl-3-methyl­imidazolium cations and an anionic two-dimensional network of manganese(II)-based complex anions, inter­connected by thio­cyanate ions. Every Mn²⁺ ion is coordinated by three S atoms of three NCS⁻ ions and three N atoms of further three NCS⁻ ions in a meridional octa­hedral fashion.

Key indicators

• Single-crystal X-ray study
• T = 173 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.027
• wR factor = 0.065
• Data-to-parameter ratio = 24.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT350_ALERT_3_C Short  C-H (X0.96,N1.08A)  C7       - H7A      .       0.84 Ang.

Alert level G
PLAT004_ALERT_5_G Polymeric Structure Found with Maximum Dimension          2 Info
PLAT042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
PLAT152_ALERT_1_G The Supplied and Calc. Volume s.u. Differ by ...         -5 Units
PLAT164_ALERT_4_G Nr. of Refined C-H H-Atoms in Heavy-Atom Struct.         11 Note
PLAT230_ALERT_2_G Hirshfeld Test Diff for    S1       --C1       .       11.0 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for    S2       --C2       .       10.0 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for    S3       --C3       .       10.8 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn       --N1       .        8.2 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn       --N2       .        6.8 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn       --N3       .        9.8 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn       --S1_b     .        7.5 s.u.
PLAT232_ALERT_2_G Hirshfeld Test Diff (M-X)  Mn       --S3_c     .       10.5 s.u.
PLAT764_ALERT_4_G Overcomplete CIF Bond List Detected (Rep/Expd) .       1.15 Ratio
PLAT794_ALERT_5_G Tentative Bond Valency for Mn        (II)      .       2.10 Info
PLAT910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min).          1 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         25 Note
PLAT933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          1 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          2 Info
PLAT982_ALERT_1_G The Mn-f'=    0.3393 Deviates from  IT-value =       0.3368 Check
PLAT982_ALERT_1_G The  S-f'=    0.1265 Deviates from  IT-value =       0.1246 Check
PLAT983_ALERT_1_G The Mn-f"=    0.7367 Deviates from  IT-Value =       0.7283 Check
PLAT983_ALERT_1_G The  S-f"=    0.1256 Deviates from  IT-Value =       0.1234 Check

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   1 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  22 ALERT level G = General information/check it is not something unexpected

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
  10 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
   3 ALERT type 4 Improvement, methodology, query or suggestion
   2 ALERT type 5 Informative message, check

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Computing details

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Poly[1-ethyl-3-methylimidazolium [tri-µ-isothiocyanato-manganate(II)]]

Crystal data

(C6H11N2)[Mn(NCS)3]	F(000) = 692
Mr = 340.35	Dx = 1.523 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 9.9355 (5) Å	Cell parameters from 5662 reflections
b = 17.025 (1) Å	θ = 2.6–31.8°
c = 9.7743 (6) Å	µ = 1.29 mm^−1
β = 116.107 (1)°	T = 173 K
V = 1484.7 (2) Å^3	Irregular block, light green
Z = 4	0.45 × 0.25 × 0.20 mm

Data collection

Bruker APEX X8 CCD diffractometer	4084 reflections with I > 2σ(I)
Radiation source: sealed tube	Rint = 0.038
φ and ω scans	θmax = 32.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −14→14
	k = −25→25
20690 measured reflections	l = −14→14
5123 independent reflections

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)] = 0.027	Hydrogen site location: difference Fourier map
wR(F^2) = 0.065	All H-atom parameters refined
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0256P)^2 + 0.2744P] where P = (Fo^2 + 2Fc^2)/3
5123 reflections	(Δ/σ)max = 0.001
207 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.27 e Å^−3

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

Refinement. All H atoms were located in a difference Fourier map and refined freely.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Mn	0.46124 (2)	0.33563 (2)	0.56139 (2)	0.02086 (5)
S1	0.67894 (4)	0.54391 (2)	0.37158 (4)	0.02376 (7)
C1	0.6170 (1)	0.46966 (7)	0.4348 (1)	0.0205 (2)
N1	0.5757 (1)	0.41700 (7)	0.4816 (1)	0.0263 (2)
S2	0.69073 (4)	0.15417 (2)	0.34079 (4)	0.02725 (8)
C2	0.6135 (1)	0.20229 (7)	0.4342 (1)	0.0229 (2)
N2	0.5587 (1)	0.23630 (7)	0.4990 (1)	0.0297 (2)
S3	0.21484 (4)	0.15971 (2)	0.78181 (4)	0.02471 (7)
C3	0.2818 (1)	0.21887 (7)	0.6940 (1)	0.0206 (2)
N3	0.3295 (1)	0.26164 (7)	0.6338 (1)	0.0262 (2)
N4	0.2096 (1)	0.43795 (7)	0.9264 (1)	0.0247 (2)
C4	0.1592 (2)	0.37295 (8)	0.8450 (1)	0.0243 (3)
H4A	0.209 (2)	0.3268 (9)	0.862 (2)	0.029 (4)*
N5	0.0219 (1)	0.38560 (7)	0.7376 (1)	0.0254 (2)
C5	−0.0165 (2)	0.46184 (9)	0.7513 (2)	0.0394 (4)
H5A	−0.108 (2)	0.485 (1)	0.685 (2)	0.058 (6)*
C6	0.1005 (2)	0.4941 (1)	0.8692 (2)	0.0369 (3)
H6A	0.113 (2)	0.542 (1)	0.911 (2)	0.048 (5)*
C7	0.3582 (2)	0.4484 (1)	1.0528 (2)	0.0340 (3)
H7A	0.419 (2)	0.414 (1)	1.052 (2)	0.061 (7)*
H7B	0.351 (2)	0.449 (1)	1.144 (3)	0.069 (7)*
H7C	0.392 (2)	0.496 (1)	1.039 (2)	0.048 (5)*
C8	−0.0702 (2)	0.32934 (9)	0.6187 (2)	0.0290 (3)
H8A	−0.170 (2)	0.3302 (9)	0.610 (2)	0.027 (4)*
H8B	−0.031 (2)	0.2779 (9)	0.653 (2)	0.026 (4)*
C9	−0.0690 (2)	0.3471 (1)	0.4682 (2)	0.0363 (3)
H9A	−0.135 (2)	0.311 (1)	0.395 (2)	0.045 (5)*
H9B	0.035 (2)	0.343 (1)	0.476 (2)	0.047 (5)*
H9C	−0.101 (2)	0.398 (1)	0.441 (2)	0.048 (5)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn	0.0247 (1)	0.01898 (9)	0.02218 (9)	−0.00214 (7)	0.01328 (8)	0.00021 (7)
S1	0.0270 (2)	0.0216 (2)	0.0291 (2)	−0.0018 (1)	0.0182 (1)	0.0014 (1)
C1	0.0178 (5)	0.0237 (6)	0.0211 (5)	0.0019 (5)	0.0095 (5)	−0.0006 (4)
N1	0.0267 (6)	0.0243 (5)	0.0336 (6)	0.0027 (4)	0.0186 (5)	0.0037 (5)
S2	0.0265 (2)	0.0290 (2)	0.0260 (2)	0.0055 (1)	0.0112 (1)	−0.0003 (1)
C2	0.0239 (6)	0.0192 (6)	0.0214 (5)	−0.0007 (5)	0.0061 (5)	0.0017 (4)
N2	0.0347 (6)	0.0271 (6)	0.0258 (5)	0.0037 (5)	0.0119 (5)	−0.0010 (5)
S3	0.0267 (2)	0.0252 (2)	0.0250 (2)	−0.0042 (1)	0.0138 (1)	0.0024 (1)
C3	0.0214 (6)	0.0203 (6)	0.0191 (5)	0.0005 (5)	0.0079 (5)	−0.0018 (4)
N3	0.0288 (6)	0.0263 (6)	0.0231 (5)	−0.0038 (5)	0.0110 (4)	0.0013 (4)
N4	0.0256 (5)	0.0252 (5)	0.0225 (5)	−0.0018 (4)	0.0099 (4)	0.0006 (4)
C4	0.0243 (6)	0.0235 (6)	0.0251 (6)	0.0019 (5)	0.0109 (5)	0.0020 (5)
N5	0.0229 (5)	0.0239 (5)	0.0273 (5)	0.0005 (4)	0.0091 (4)	−0.0022 (4)
C5	0.0337 (8)	0.0302 (8)	0.0414 (8)	0.0109 (6)	0.0047 (7)	−0.0072 (6)
C6	0.0388 (8)	0.0269 (7)	0.0366 (8)	0.0051 (6)	0.0089 (7)	−0.0070 (6)
C7	0.0294 (8)	0.0363 (8)	0.0298 (7)	−0.0072 (7)	0.0073 (6)	−0.0003 (6)
C8	0.0230 (7)	0.0269 (7)	0.0330 (7)	−0.0023 (5)	0.0086 (6)	−0.0057 (6)
C9	0.0337 (8)	0.0393 (9)	0.0347 (8)	−0.0055 (7)	0.0140 (7)	−0.0098 (7)

Geometric parameters (Å, º)

Mn—N1	2.145 (1)	N4—C7	1.460 (2)
Mn—N3	2.149 (1)	C4—N5	1.322 (2)
Mn—N2	2.165 (1)	C4—H4A	0.90 (2)
Mn—S2^i	2.6845 (4)	N5—C5	1.376 (2)
Mn—S1^ii	2.7163 (4)	N5—C8	1.473 (2)
Mn—S3^iii	2.7530 (4)	C5—C6	1.343 (2)
S1—C1	1.641 (1)	C5—H5A	0.94 (2)
S1—Mn^ii	2.7163 (4)	C6—H6A	0.89 (2)
C1—N1	1.161 (2)	C7—H7A	0.84 (2)
S2—C2	1.646 (1)	C7—H7B	0.92 (2)
S2—Mn^iii	2.6846 (4)	C7—H7C	0.91 (2)
C2—N2	1.156 (2)	C8—C9	1.506 (2)
S3—C3	1.643 (1)	C8—H8A	0.96 (2)
S3—Mn^i	2.7530 (4)	C8—H8B	0.96 (2)
C3—N3	1.160 (2)	C9—H9A	0.96 (2)
N4—C4	1.326 (2)	C9—H9B	1.00 (2)
N4—C6	1.367 (2)	C9—H9C	0.93 (2)
N1—Mn—N3	174.68 (4)	N4—C4—H4A	126 (1)
N1—Mn—N2	91.59 (4)	C4—N5—C5	108.0 (1)
N3—Mn—N2	92.73 (5)	C4—N5—C8	125.9 (1)
N1—Mn—S2^i	88.82 (3)	C5—N5—C8	126.0 (1)
N3—Mn—S2^i	94.04 (3)	C6—C5—N5	107.3 (1)
N2—Mn—S2^i	92.99 (3)	C6—C5—H5A	129 (1)
N1—Mn—S1^ii	90.58 (3)	N5—C5—H5A	124 (1)
N3—Mn—S1^ii	84.94 (3)	C5—C6—N4	107.2 (1)
N2—Mn—S1^ii	176.25 (3)	C5—C6—H6A	131 (1)
S2^i—Mn—S1^ii	90.11 (1)	N4—C6—H6A	122 (1)
N1—Mn—S3^iii	90.14 (3)	N4—C7—H7A	112 (1)
N3—Mn—S3^iii	86.53 (3)	N4—C7—H7B	110 (1)
N2—Mn—S3^iii	93.18 (3)	H7A—C7—H7B	112 (2)
S2^i—Mn—S3^iii	173.77 (1)	N4—C7—H7C	106 (1)
S1^ii—Mn—S3^iii	83.76 (1)	H7A—C7—H7C	108 (2)
C1—S1—Mn^ii	100.02 (4)	H7B—C7—H7C	109 (2)
N1—C1—S1	178.8 (1)	N5—C8—C9	111.8 (1)
C1—N1—Mn	168.1 (1)	N5—C8—H8A	108.5 (9)
C2—S2—Mn^iii	97.91 (5)	C9—C8—H8A	111.5 (9)
N2—C2—S2	179.6 (1)	N5—C8—H8B	107.5 (9)
C2—N2—Mn	157.2 (1)	C9—C8—H8B	110.7 (9)
C3—S3—Mn^i	96.51 (4)	H8A—C8—H8B	107 (1)
N3—C3—S3	178.8 (1)	C8—C9—H9A	108 (1)
C3—N3—Mn	168.2 (1)	C8—C9—H9B	111 (1)
C4—N4—C6	108.4 (1)	H9A—C9—H9B	111 (2)
C4—N4—C7	125.7 (1)	C8—C9—H9C	109 (1)
C6—N4—C7	125.8 (1)	H9A—C9—H9C	111 (2)
N5—C4—N4	109.0 (1)	H9B—C9—H9C	107 (2)
N5—C4—H4A	125 (1)
C6—N4—C4—N5	0.1 (2)	N5—C5—C6—N4	0.3 (2)
C7—N4—C4—N5	−178.2 (1)	C4—N4—C6—C5	−0.2 (2)
N4—C4—N5—C5	0.1 (2)	C7—N4—C6—C5	178.0 (1)
N4—C4—N5—C8	176.8 (1)	C4—N5—C8—C9	−100.8 (2)
C4—N5—C5—C6	−0.2 (2)	C5—N5—C8—C9	75.3 (2)
C8—N5—C5—C6	−176.9 (1)

Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) −x+1, −y+1, −z+1; (iii) x, −y+1/2, z−1/2.