The structure of the title compound, [InBr2(C8H12N4BS2)], the first bis(mercaptoimidazolyl)borate (BmMe) complex of indium to be structurally characterized, has been determined by single-crystal X-ray diffraction. The four-coordinate In atom displays a distorted tetrahedral geometry in the solid state and is surrounded by the two thione groups of a BmMe ligand and two bromides, with an average In—Br bond distance of 2.494 Å. The presence of a crystallographically imposed mirror plane results in the observation of a unique In—S bond length of 2.4407 (11) Å.
Supporting information
CCDC reference: 604946
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.008 Å
- R factor = 0.030
- wR factor = 0.083
- Data-to-parameter ratio = 17.5
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for In
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 7
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
2 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
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: CAD-4 EXPRESS (Enraf–Nonius, 1994); cell refinement: CAD-4 EXPRESS; data reduction: XCAD4 (Harms & Wocadlo, 1995); 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: WinGX (Farrugia, 1999).
[Bis(3-methyl-2-thioxo-2,3-dihydro-1
H-imidazolyl)borate-
κ2S,
S']dibromoindium(III)
top
Crystal data top
[InBr2(C8H12BN4S2)] | F(000) = 976 |
Mr = 513.79 | Dx = 2.14 Mg m−3 |
Orthorhombic, Pnma | Cu Kα radiation, λ = 1.5418 Å |
Hall symbol: -P 2ac 2n | Cell parameters from 25 reflections |
a = 8.6314 (11) Å | θ = 4.6–19.9° |
b = 13.3019 (18) Å | µ = 20.06 mm−1 |
c = 13.891 (3) Å | T = 296 K |
V = 1594.9 (5) Å3 | Irregular, colorless |
Z = 4 | 0.41 × 0.16 × 0.06 mm |
Data collection top
Enraf–Nonius CAD-4 diffractometer | 1351 reflections with I > 2σ(I) |
Radiation source: normal-focus sealed tube | Rint = 0 |
Graphite monochromator | θmax = 69.9°, θmin = 4.6° |
Non–profiled ω/2θ scans | h = 0→10 |
Absorption correction: analytical (Katayama, 1986) | k = 0→16 |
Tmin = 0.054, Tmax = 0.304 | l = 0→16 |
1579 measured reflections | 3 standard reflections every 60 min |
1579 independent reflections | intensity decay: 1.7% |
Refinement top
Refinement on F2 | H-atom parameters constrained |
Least-squares matrix: full | w = 1/[σ2(Fo2) + (0.058P)2 + 1.1144P] where P = (Fo2 + 2Fc2)/3 |
R[F2 > 2σ(F2)] = 0.030 | (Δ/σ)max = 0.001 |
wR(F2) = 0.083 | Δρmax = 0.54 e Å−3 |
S = 1.03 | Δρmin = −0.88 e Å−3 |
1579 reflections | Extinction correction: SHELXL97, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
90 parameters | Extinction coefficient: 0.00118 (9) |
0 restraints | |
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
C3 | 0.4157 (6) | 0.6203 (4) | −0.2120 (3) | 0.0559 (12) | |
HC3 | 0.4561 | 0.6488 | −0.2677 | 0.067* | |
C2 | 0.3247 (7) | 0.5407 (4) | −0.2086 (4) | 0.0598 (13) | |
HC2 | 0.2898 | 0.5034 | −0.2609 | 0.072* | |
N1 | 0.2910 (4) | 0.5230 (3) | −0.1136 (3) | 0.0448 (8) | |
C1 | 0.3632 (4) | 0.5923 (3) | −0.0611 (3) | 0.0362 (8) | |
N2 | 0.4411 (4) | 0.6545 (3) | −0.1197 (2) | 0.0396 (7) | |
C4 | 0.1965 (6) | 0.4401 (4) | −0.0764 (5) | 0.0674 (16) | |
HC4A | 0.2515 | 0.3779 | −0.0842 | 0.101* | |
HC4B | 0.1006 | 0.4371 | −0.1112 | 0.101* | |
HC4C | 0.1756 | 0.4511 | −0.0093 | 0.101* | |
B | 0.5405 (9) | 0.75 | −0.0960 (6) | 0.0448 (16) | |
HBA | 0.6344 | 0.75 | −0.1344 | 0.054* | |
HBB | 0.5693 | 0.75 | −0.0286 | 0.054* | |
In | 0.21505 (4) | 0.75 | 0.08403 (3) | 0.03371 (16) | |
Br1 | 0.02180 (8) | 0.75 | −0.05020 (5) | 0.0544 (2) | |
Br2 | 0.08613 (9) | 0.75 | 0.24410 (5) | 0.0542 (2) | |
S | 0.36196 (13) | 0.59458 (8) | 0.06429 (8) | 0.0457 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
C3 | 0.083 (3) | 0.048 (3) | 0.037 (2) | 0.001 (2) | 0.005 (2) | −0.003 (2) |
C2 | 0.085 (3) | 0.049 (3) | 0.045 (3) | 0.000 (3) | −0.008 (3) | −0.016 (2) |
N1 | 0.0481 (19) | 0.0349 (18) | 0.051 (2) | −0.0001 (15) | 0.0035 (16) | −0.0039 (17) |
C1 | 0.0382 (17) | 0.0291 (18) | 0.041 (2) | 0.0065 (15) | 0.0024 (16) | −0.0024 (17) |
N2 | 0.0498 (17) | 0.0328 (18) | 0.0360 (17) | 0.0043 (14) | 0.0057 (14) | −0.0018 (15) |
C4 | 0.065 (3) | 0.046 (3) | 0.091 (4) | −0.018 (2) | 0.010 (3) | −0.009 (3) |
B | 0.049 (3) | 0.037 (3) | 0.049 (4) | 0 | 0.007 (3) | 0 |
In | 0.0409 (2) | 0.0325 (2) | 0.0277 (2) | 0 | 0.00345 (13) | 0 |
Br1 | 0.0571 (4) | 0.0642 (4) | 0.0419 (4) | 0 | −0.0135 (3) | 0 |
Br2 | 0.0621 (4) | 0.0661 (4) | 0.0344 (3) | 0 | 0.0153 (3) | 0 |
S | 0.0615 (6) | 0.0387 (5) | 0.0370 (5) | 0.0133 (5) | 0.0042 (4) | 0.0064 (4) |
Geometric parameters (Å, º) top
C3—C2 | 1.320 (7) | C4—HC4A | 0.96 |
C3—N2 | 1.378 (6) | C4—HC4B | 0.96 |
C3—HC3 | 0.93 | C4—HC4C | 0.96 |
C2—N1 | 1.371 (7) | B—N2i | 1.568 (6) |
C2—HC2 | 0.93 | B—HBA | 0.97 |
N1—C1 | 1.330 (6) | B—HBB | 0.97 |
N1—C4 | 1.466 (6) | In—Si | 2.4407 (11) |
C1—N2 | 1.341 (5) | In—S | 2.4407 (11) |
C1—S | 1.742 (4) | In—Br2 | 2.4864 (9) |
N2—B | 1.568 (6) | In—Br1 | 2.5018 (8) |
| | | |
C2—C3—N2 | 109.0 (4) | HC4A—C4—HC4B | 109.5 |
C2—C3—HC3 | 125.5 | N1—C4—HC4C | 109.5 |
N2—C3—HC3 | 125.5 | HC4A—C4—HC4C | 109.5 |
C3—C2—N1 | 107.4 (4) | HC4B—C4—HC4C | 109.5 |
C3—C2—HC2 | 126.3 | N2—B—N2i | 108.3 (5) |
N1—C2—HC2 | 126.3 | N2—B—HBA | 110 |
C1—N1—C2 | 108.0 (4) | N2i—B—HBA | 110 |
C1—N1—C4 | 126.0 (4) | N2—B—HBB | 110 |
C2—N1—C4 | 125.9 (4) | N2i—B—HBB | 110 |
N1—C1—N2 | 109.2 (4) | HBA—B—HBB | 108.4 |
N1—C1—S | 123.9 (3) | Si—In—S | 115.78 (6) |
N2—C1—S | 126.8 (3) | Si—In—Br2 | 109.45 (3) |
C1—N2—C3 | 106.4 (4) | S—In—Br2 | 109.45 (3) |
C1—N2—B | 130.4 (4) | Si—In—Br1 | 105.23 (3) |
C3—N2—B | 123.3 (4) | S—In—Br1 | 105.23 (3) |
N1—C4—HC4A | 109.5 | Br2—In—Br1 | 111.60 (3) |
N1—C4—HC4B | 109.5 | C1—S—In | 97.50 (13) |
Symmetry code: (i) x, −y+3/2, z. |