metal-organic compounds
In the title compound, (C4H16N3)[BiCl6], the BiIII atom is six-coordinate in a distorted octahedral geometry. The salt adopts a three-dimensional network arising from the hydrogen bonds between the cations and anions.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805024438/hk6030sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805024438/hk6030Isup2.hkl |
CCDC reference: 283933
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.010 Å
- R factor = 0.031
- wR factor = 0.081
- Data-to-parameter ratio = 25.6
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Bi1 - Cl5 .. 10.86 su
Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.83 PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ? PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Bi1 - Cl4 .. 8.83 su PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Bi1 PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 11 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 1 C4 H16 N3
Alert level G ABSTM02_ALERT_3_G When printed, the submitted absorption T values will be replaced by the scaled T values. Since the ratio of scaled T's is identical to the ratio of reported T values, the scaling does not imply a change to the absorption corrections used in the study. Ratio of Tmax expected/reported 0.833 Tmax scaled 0.350 Tmin scaled 0.115 REFLT03_ALERT_4_G Please check that the estimate of the number of Friedel pairs is correct. If it is not, please give the correct count in the _publ_section_exptl_refinement section of the submitted CIF. From the CIF: _diffrn_reflns_theta_max 27.50 From the CIF: _reflns_number_total 3302 Count of symmetry unique reflns 1936 Completeness (_total/calc) 170.56% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 1366 Fraction of Friedel pairs measured 0.706 Are heavy atom types Z>Si present yes
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 6 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 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
Computing details top
Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
Diethylenetriaminium(3+) hexachlorobismuthate(III) top
Crystal data top
(C4H16N3)[BiCl6] | F(000) = 984 |
Mr = 527.88 | Dx = 2.398 Mg m−3 |
Orthorhombic, P212121 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2ac 2ab | Cell parameters from 6004 reflections |
a = 6.8466 (3) Å | θ = 3.0–28.7° |
b = 15.6680 (8) Å | µ = 13.12 mm−1 |
c = 13.6328 (7) Å | T = 295 K |
V = 1462.4 (1) Å3 | Block, colorless |
Z = 4 | 0.26 × 0.15 × 0.08 mm |
Data collection top
Bruker APEX area-detector diffractometer | 3302 independent reflections |
Radiation source: fine-focus sealed tube | 3119 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.049 |
φ and ω scans | θmax = 27.5°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −8→8 |
Tmin = 0.138, Tmax = 0.420 | k = −19→20 |
12004 measured reflections | l = −17→17 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.031 | H-atom parameters constrained |
wR(F2) = 0.081 | w = 1/[σ2(Fo2) + (0.048P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.02 | (Δ/σ)max = 0.001 |
3302 reflections | Δρmax = 1.35 e Å−3 |
129 parameters | Δρmin = −0.89 e Å−3 |
0 restraints | Absolute structure: Flack (1983), 1379 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: −0.034 (7) |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | ||
Bi1 | −0.04626 (3) | 0.87250 (1) | 0.74634 (2) | 0.0315 (1) | |
Cl1 | −0.1992 (3) | 0.9859 (1) | 0.6180 (1) | 0.0404 (4) | |
Cl2 | −0.2096 (3) | 0.7440 (1) | 0.6523 (1) | 0.0416 (4) | |
Cl3 | 0.0879 (3) | 0.7609 (1) | 0.8845 (1) | 0.0512 (4) | |
Cl4 | 0.1199 (3) | 1.00780 (9) | 0.8551 (1) | 0.0409 (4) | |
Cl5 | 0.2507 (3) | 0.8519 (1) | 0.6105 (1) | 0.0486 (4) | |
Cl6 | −0.3744 (3) | 0.8900 (1) | 0.8439 (2) | 0.0649 (5) | |
N1 | 0.1724 (9) | 1.1126 (4) | 0.5229 (4) | 0.049 (1) | |
N2 | 0.4934 (8) | 1.0950 (3) | 0.7459 (4) | 0.036 (1) | |
N3 | 0.8330 (9) | 1.1544 (3) | 0.9500 (4) | 0.040 (1) | |
C1 | 0.2676 (14) | 1.0775 (5) | 0.6100 (6) | 0.058 (2) | |
C2 | 0.4315 (10) | 1.1324 (4) | 0.6501 (4) | 0.037 (1) | |
C3 | 0.6488 (9) | 1.1453 (4) | 0.7960 (5) | 0.036 (1) | |
C4 | 0.6585 (9) | 1.1156 (4) | 0.9023 (5) | 0.039 (1) | |
H1a | 0.1197 | 1.1637 | 0.5376 | 0.058* | |
H1b | 0.0777 | 1.0768 | 0.5029 | 0.058* | |
H1c | 0.2611 | 1.1190 | 0.4748 | 0.058* | |
H2a | 0.3888 | 1.0916 | 0.7857 | 0.043* | |
H2b | 0.5374 | 1.0416 | 0.7357 | 0.043* | |
H3a | 0.9416 | 1.1377 | 0.9181 | 0.048* | |
H3b | 0.8395 | 1.1372 | 1.0129 | 0.048* | |
H3c | 0.8234 | 1.2117 | 0.9478 | 0.048* | |
H1d | 0.3197 | 1.0217 | 0.5940 | 0.070* | |
H1e | 0.1702 | 1.0699 | 0.6609 | 0.070* | |
H2c | 0.5405 | 1.1331 | 0.6046 | 0.044* | |
H2d | 0.3866 | 1.1905 | 0.6594 | 0.044* | |
H3d | 0.6182 | 1.2057 | 0.7932 | 0.043* | |
H3e | 0.7735 | 1.1362 | 0.7639 | 0.043* | |
H4a | 0.5410 | 1.1328 | 0.9368 | 0.046* | |
H4b | 0.6676 | 1.0539 | 0.9047 | 0.046* |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Bi1 | 0.0353 (1) | 0.0288 (1) | 0.0304 (1) | −0.0017 (1) | 0.0034 (1) | −0.0027 (1) |
Cl1 | 0.0447 (9) | 0.0374 (8) | 0.0390 (8) | 0.0057 (7) | −0.0011 (7) | −0.0013 (6) |
Cl2 | 0.0419 (8) | 0.0373 (7) | 0.0455 (9) | −0.0061 (7) | 0.0021 (7) | −0.0061 (7) |
Cl3 | 0.069 (1) | 0.0414 (8) | 0.0430 (9) | −0.0017 (9) | −0.0048 (9) | 0.0066 (7) |
Cl4 | 0.0449 (9) | 0.0354 (7) | 0.0425 (9) | −0.0008 (7) | −0.0006 (7) | −0.0032 (6) |
Cl5 | 0.0474 (9) | 0.0357 (8) | 0.063 (1) | −0.0007 (7) | 0.0154 (8) | 0.0007 (7) |
Cl6 | 0.062 (1) | 0.065 (1) | 0.068 (1) | −0.010 (1) | 0.032 (1) | −0.015 (1) |
N1 | 0.042 (3) | 0.065 (4) | 0.039 (3) | −0.001 (3) | −0.005 (2) | −0.008 (3) |
N2 | 0.038 (2) | 0.035 (2) | 0.034 (3) | −0.001 (2) | −0.003 (2) | 0.002 (2) |
N3 | 0.045 (3) | 0.037 (3) | 0.037 (3) | 0.001 (3) | −0.005 (2) | −0.001 (2) |
C1 | 0.066 (5) | 0.049 (4) | 0.059 (5) | −0.011 (4) | −0.018 (4) | 0.006 (3) |
C2 | 0.041 (3) | 0.035 (3) | 0.034 (3) | 0.000 (3) | −0.002 (3) | 0.001 (2) |
C3 | 0.033 (3) | 0.038 (3) | 0.036 (3) | −0.004 (3) | 0.004 (3) | −0.002 (3) |
C4 | 0.038 (3) | 0.044 (3) | 0.034 (3) | −0.004 (3) | −0.001 (2) | 0.001 (3) |
Geometric parameters (Å, º) top
Bi1—Cl1 | 2.705 (2) | N1—H1c | 0.90 |
Bi1—Cl2 | 2.636 (2) | N2—H2a | 0.90 |
Bi1—Cl3 | 2.729 (2) | N2—H2b | 0.90 |
Bi1—Cl4 | 2.826 (2) | N3—H3a | 0.90 |
Bi1—Cl5 | 2.769 (2) | N3—H3b | 0.90 |
Bi1—Cl6 | 2.625 (2) | N3—H3c | 0.90 |
N1—C1 | 1.462 (9) | C1—H1d | 0.97 |
N2—C3 | 1.490 (8) | C1—H1e | 0.97 |
N2—C2 | 1.493 (8) | C2—H2c | 0.97 |
N3—C4 | 1.490 (8) | C2—H2d | 0.97 |
C1—C2 | 1.52 (1) | C3—H3d | 0.97 |
C3—C4 | 1.524 (8) | C3—H3e | 0.97 |
N1—H1a | 0.90 | C4—H4a | 0.97 |
N1—H1b | 0.90 | C4—H4b | 0.97 |
Cl1—Bi1—Cl2 | 91.33 (5) | C2—N2—H2b | 108.9 |
Cl1—Bi1—Cl3 | 176.08 (6) | H2a—N2—H2b | 107.7 |
Cl1—Bi1—Cl4 | 90.12 (5) | C4—N3—H3a | 109.5 |
Cl1—Bi1—Cl5 | 85.87 (5) | C4—N3—H3b | 109.5 |
Cl1—Bi1—Cl6 | 85.85 (6) | H3a—N3—H3b | 109.5 |
Cl2—Bi1—Cl3 | 89.36 (5) | C4—N3—H3c | 109.5 |
Cl2—Bi1—Cl4 | 177.37 (5) | H3a—N3—H3c | 109.5 |
Cl2—Bi1—Cl5 | 84.10 (5) | H3b—N3—H3c | 109.5 |
Cl2—Bi1—Cl6 | 87.90 (6) | N1—C1—H1d | 108.7 |
Cl3—Bi1—Cl4 | 89.04 (5) | C2—C1—H1d | 108.7 |
Cl3—Bi1—Cl5 | 98.05 (6) | N1—C1—H1e | 108.7 |
Cl3—Bi1—Cl6 | 90.32 (7) | C2—C1—H1e | 108.7 |
Cl4—Bi1—Cl6 | 90.03 (6) | H1d—C1—H1e | 107.6 |
Cl4—Bi1—Cl5 | 98.19 (5) | N2—C2—H2c | 110.2 |
Cl5—Bi1—Cl6 | 168.33 (7) | C1—C2—H2c | 110.2 |
C3—N2—C2 | 113.3 (5) | N2—C2—H2d | 110.2 |
N1—C1—C2 | 114.2 (6) | C1—C2—H2d | 110.2 |
N2—C2—C1 | 107.6 (5) | H2c—C2—H2d | 108.5 |
N2—C3—C4 | 107.8 (5) | N2—C3—H3d | 110.2 |
N3—C4—C3 | 109.0 (5) | C4—C3—H3d | 110.2 |
C1—N1—H1a | 109.5 | N2—C3—H3e | 110.2 |
C1—N1—H1b | 109.5 | C4—C3—H3e | 110.2 |
H1a—N1—H1b | 109.5 | H3d—C3—H3e | 108.5 |
C1—N1—H1c | 109.5 | N3—C4—H4a | 109.9 |
H1a—N1—H1c | 109.5 | C3—C4—H4a | 109.9 |
H1b—N1—H1c | 109.5 | N3—C4—H4b | 109.9 |
C3—N2—H2a | 108.9 | C3—C4—H4b | 109.9 |
C2—N2—H2a | 108.9 | H4a—C4—H4b | 108.3 |
C3—N2—H2b | 108.9 | ||
C3—N2—C2—C1 | −177.4 (6) | C2—N2—C3—C4 | 164.7 (5) |
N1—C1—C2—N2 | 171.9 (6) | N2—C3—C4—N3 | 170.9 (5) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1a···Cl3i | 0.90 | 2.34 | 3.188 (6) | 157 |
N1—H1b···Cl6ii | 0.90 | 2.63 | 3.182 (6) | 121 |
N1—H1c···Cl3iii | 0.90 | 2.48 | 3.191 (6) | 137 |
N2—H2a···Cl4 | 0.90 | 2.45 | 3.259 (6) | 150 |
N2—H2b···Cl1iv | 0.90 | 2.57 | 3.224 (6) | 130 |
N3—H3a···Cl4iv | 0.90 | 2.52 | 3.288 (6) | 143 |
N3—H3a···Cl2v | 0.90 | 2.66 | 3.250 (6) | 124 |
N3—H3b···Cl1vi | 0.90 | 2.59 | 3.305 (6) | 137 |
N3—H3c···Cl5v | 0.90 | 2.39 | 3.254 (5) | 161 |
Symmetry codes: (i) −x, y+1/2, −z+3/2; (ii) −x−1/2, −y+2, z−1/2; (iii) −x+1/2, −y+2, z−1/2; (iv) x+1, y, z; (v) −x+1, y+1/2, −z+3/2; (vi) −x+1/2, −y+2, z+1/2. |