


Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536812018351/gk2479sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536812018351/gk2479Isup2.hkl |
CCDC reference: 887144
Key indicators
- Single-crystal X-ray study
- T = 173 K
- Mean
(C-C) = 0.007 Å
- Disorder in solvent or counterion
- R factor = 0.052
- wR factor = 0.114
- Data-to-parameter ratio = 24.0
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT074_ALERT_1_C Occupancy Parameter = 0.0 for .................. C45' PLAT480_ALERT_4_C Long H...A H-Bond Reported H3 .. CL3 .. 2.99 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H31 .. CL6 .. 2.85 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H32 .. CL4 .. 2.90 Ang. PLAT480_ALERT_4_C Long H...A H-Bond Reported H32 .. CL7 .. 3.19 Ang. PLAT481_ALERT_4_C Long D...A H-Bond Reported C32 .. CL7 .. 4.08 Ang. PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) ..... 5 PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.600 26 PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 61 PLAT973_ALERT_2_C Large Calcd. Positive Residual Density on Sb1 1.28 eA-3 PLAT975_ALERT_2_C Positive Residual Density at 1.05A from N4 . 0.59 eA-3
Alert level G PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite 3 PLAT005_ALERT_5_G No _iucr_refine_instructions_details in CIF .... ? PLAT083_ALERT_2_G SHELXL Second Parameter in WGHT Unusually Large. 10.18 PLAT302_ALERT_4_G Note: Anion/Solvent Disorder ................... 25 Perc. PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 2
0 ALERT level A = Most likely a serious problem - resolve or explain 0 ALERT level B = A potentially serious problem, consider carefully 11 ALERT level C = Check. Ensure it is not caused by an omission or oversight 5 ALERT level G = General information/check it is not something unexpected 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 ALERT type 3 Indicator that the structure quality may be low 7 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
The reaction sequence leading to the formation of the title compound is not fully understood at present. SbCl5 (1–2 mL) was added to a solution of the porphyrin TPP (500 mg) in pyridine (25 mL) and the resulting solution was refluxed for 1 h. The pyridine and excess SbCl5 were removed under low pressure and the resulting purple solid was dissolved in CH2Cl2 (150 mL). An excess of dimethylglyoxime (80 g) was added in situ and the solution was refluxed for 3 h to yield the title compound. The crystal of the title compound were grown by diffusion of hexanes in a CH2Cl2 solution.
All H atoms were positioned geometrically and refined using a riding model, with C—H = 0.95 and 0.99 Å, for aryl and methylene H-atoms, respectively. The Uiso(H) were allowed at 1.2Ueq(C). The solvate molecule, CH2Cl2, was disordered over two sites in a 0.901 (13):0.099 (13) ratio. EADP and EXYZ of SHELXL97 (Sheldrick, 2008) commands were used to model the disorder and C45—Cl distances for the smaller fraction were restrained at DFIX = 1.77 (1) Å.
Data collection: COLLECT (Hooft, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
[Sb(C44H28N4)Cl2][Sb2Cl8]0.5·CH2Cl2 | Z = 2 |
Mr = 1153.83 | F(000) = 1132 |
Triclinic, P1 | Dx = 1.723 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 11.4488 (2) Å | Cell parameters from 12653 reflections |
b = 13.3868 (3) Å | θ = 1.0–30.0° |
c = 15.9828 (3) Å | µ = 1.73 mm−1 |
α = 68.3485 (10)° | T = 173 K |
β = 78.4895 (13)° | Prism, purple |
γ = 89.8390 (12)° | 0.16 × 0.14 × 0.11 mm |
V = 2224.20 (8) Å3 |
Nonius KappaCCD diffractometer | 12918 independent reflections |
Radiation source: fine-focus sealed tube | 10260 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.039 |
ω and ϕ scans | θmax = 30.0°, θmin = 2.4° |
Absorption correction: multi-scan (SORTAV; Blessing, 1997) | h = −16→16 |
Tmin = 0.769, Tmax = 0.832 | k = −18→18 |
23249 measured reflections | l = −22→22 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.052 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.114 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0155P)2 + 10.180P] where P = (Fo2 + 2Fc2)/3 |
12918 reflections | (Δ/σ)max < 0.001 |
539 parameters | Δρmax = 1.36 e Å−3 |
2 restraints | Δρmin = −0.88 e Å−3 |
[Sb(C44H28N4)Cl2][Sb2Cl8]0.5·CH2Cl2 | γ = 89.8390 (12)° |
Mr = 1153.83 | V = 2224.20 (8) Å3 |
Triclinic, P1 | Z = 2 |
a = 11.4488 (2) Å | Mo Kα radiation |
b = 13.3868 (3) Å | µ = 1.73 mm−1 |
c = 15.9828 (3) Å | T = 173 K |
α = 68.3485 (10)° | 0.16 × 0.14 × 0.11 mm |
β = 78.4895 (13)° |
Nonius KappaCCD diffractometer | 12918 independent reflections |
Absorption correction: multi-scan (SORTAV; Blessing, 1997) | 10260 reflections with I > 2σ(I) |
Tmin = 0.769, Tmax = 0.832 | Rint = 0.039 |
23249 measured reflections |
R[F2 > 2σ(F2)] = 0.052 | 2 restraints |
wR(F2) = 0.114 | H-atom parameters constrained |
S = 1.11 | w = 1/[σ2(Fo2) + (0.0155P)2 + 10.180P] where P = (Fo2 + 2Fc2)/3 |
12918 reflections | Δρmax = 1.36 e Å−3 |
539 parameters | Δρmin = −0.88 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Sb1 | 0.19406 (2) | 0.81202 (2) | 0.391980 (18) | 0.02197 (6) | |
Cl1 | 0.39134 (10) | 0.85408 (9) | 0.30705 (8) | 0.0336 (2) | |
Cl2 | −0.00618 (10) | 0.76926 (10) | 0.47554 (8) | 0.0357 (2) | |
N1 | 0.2512 (3) | 0.7233 (3) | 0.5110 (2) | 0.0259 (7) | |
N2 | 0.2016 (3) | 0.9478 (3) | 0.4235 (2) | 0.0272 (7) | |
N3 | 0.1322 (3) | 0.9002 (3) | 0.2750 (2) | 0.0240 (7) | |
N4 | 0.1836 (3) | 0.6755 (3) | 0.3622 (2) | 0.0243 (7) | |
C1 | 0.2658 (4) | 0.6134 (3) | 0.5422 (3) | 0.0262 (8) | |
C2 | 0.3058 (4) | 0.5848 (4) | 0.6263 (3) | 0.0286 (9) | |
H2 | 0.3238 | 0.5148 | 0.6626 | 0.034* | |
C3 | 0.3138 (4) | 0.6747 (4) | 0.6458 (3) | 0.0287 (9) | |
H3 | 0.3371 | 0.6783 | 0.6985 | 0.034* | |
C4 | 0.2811 (4) | 0.7629 (3) | 0.5735 (3) | 0.0253 (8) | |
C5 | 0.2790 (4) | 0.8702 (3) | 0.5671 (3) | 0.0266 (8) | |
C6 | 0.2452 (4) | 0.9557 (3) | 0.4963 (3) | 0.0270 (8) | |
C7 | 0.2509 (4) | 1.0658 (4) | 0.4858 (3) | 0.0304 (9) | |
H7 | 0.2770 | 1.0940 | 0.5260 | 0.036* | |
C8 | 0.2125 (4) | 1.1233 (3) | 0.4082 (3) | 0.0296 (9) | |
H8 | 0.2079 | 1.1992 | 0.3843 | 0.036* | |
C9 | 0.1799 (4) | 1.0505 (3) | 0.3684 (3) | 0.0256 (8) | |
C10 | 0.1358 (4) | 1.0794 (3) | 0.2878 (3) | 0.0249 (8) | |
C11 | 0.1119 (4) | 1.0082 (3) | 0.2460 (3) | 0.0258 (8) | |
C12 | 0.0682 (4) | 1.0363 (4) | 0.1634 (3) | 0.0307 (9) | |
H12 | 0.0453 | 1.1053 | 0.1293 | 0.037* | |
C13 | 0.0652 (4) | 0.9476 (3) | 0.1418 (3) | 0.0298 (9) | |
H13 | 0.0400 | 0.9435 | 0.0899 | 0.036* | |
C14 | 0.1066 (4) | 0.8609 (3) | 0.2112 (3) | 0.0256 (8) | |
C15 | 0.1176 (4) | 0.7562 (3) | 0.2139 (3) | 0.0255 (8) | |
C16 | 0.1496 (4) | 0.6704 (3) | 0.2858 (3) | 0.0255 (8) | |
C17 | 0.1498 (4) | 0.5608 (3) | 0.2936 (3) | 0.0293 (9) | |
H17 | 0.1296 | 0.5340 | 0.2506 | 0.035* | |
C18 | 0.1835 (4) | 0.5014 (3) | 0.3726 (3) | 0.0287 (9) | |
H18 | 0.1909 | 0.4259 | 0.3948 | 0.034* | |
C19 | 0.2061 (4) | 0.5728 (3) | 0.4167 (3) | 0.0258 (8) | |
C20 | 0.2459 (4) | 0.5441 (3) | 0.4992 (3) | 0.0252 (8) | |
C21 | 0.3151 (4) | 0.8937 (3) | 0.6438 (3) | 0.0270 (8) | |
C22 | 0.4299 (4) | 0.8783 (4) | 0.6590 (4) | 0.0361 (10) | |
H22 | 0.4882 | 0.8585 | 0.6178 | 0.043* | |
C23 | 0.4598 (5) | 0.8918 (4) | 0.7342 (4) | 0.0440 (12) | |
H23 | 0.5382 | 0.8795 | 0.7450 | 0.053* | |
C24 | 0.3777 (5) | 0.9226 (4) | 0.7931 (4) | 0.0431 (12) | |
H24 | 0.3992 | 0.9323 | 0.8441 | 0.052* | |
C25 | 0.2630 (5) | 0.9394 (4) | 0.7781 (3) | 0.0379 (11) | |
H25 | 0.2058 | 0.9606 | 0.8190 | 0.046* | |
C26 | 0.2313 (4) | 0.9255 (4) | 0.7031 (3) | 0.0321 (9) | |
H26 | 0.1527 | 0.9377 | 0.6926 | 0.039* | |
C27 | 0.1143 (4) | 1.1961 (3) | 0.2426 (3) | 0.0261 (8) | |
C28 | 0.0235 (4) | 1.2411 (4) | 0.2842 (3) | 0.0314 (9) | |
H28 | −0.0265 | 1.1978 | 0.3415 | 0.038* | |
C29 | 0.0046 (5) | 1.3490 (4) | 0.2429 (4) | 0.0373 (10) | |
H29 | −0.0579 | 1.3798 | 0.2718 | 0.045* | |
C30 | 0.0776 (5) | 1.4120 (4) | 0.1590 (3) | 0.0357 (10) | |
H30 | 0.0638 | 1.4856 | 0.1299 | 0.043* | |
C31 | 0.1697 (5) | 1.3683 (4) | 0.1180 (3) | 0.0351 (10) | |
H31 | 0.2206 | 1.4122 | 0.0614 | 0.042* | |
C32 | 0.1887 (4) | 1.2595 (4) | 0.1592 (3) | 0.0306 (9) | |
H32 | 0.2519 | 1.2290 | 0.1306 | 0.037* | |
C33 | 0.0998 (4) | 0.7337 (3) | 0.1318 (3) | 0.0268 (8) | |
C34 | −0.0139 (5) | 0.7177 (4) | 0.1182 (3) | 0.0368 (10) | |
H34 | −0.0826 | 0.7209 | 0.1615 | 0.044* | |
C35 | −0.0268 (5) | 0.6970 (4) | 0.0412 (3) | 0.0398 (11) | |
H35 | −0.1044 | 0.6856 | 0.0321 | 0.048* | |
C36 | 0.0729 (5) | 0.6929 (4) | −0.0218 (3) | 0.0401 (11) | |
H36 | 0.0637 | 0.6808 | −0.0752 | 0.048* | |
C37 | 0.1852 (5) | 0.7062 (4) | −0.0079 (3) | 0.0393 (11) | |
H37 | 0.2534 | 0.7008 | −0.0506 | 0.047* | |
C38 | 0.1995 (4) | 0.7276 (4) | 0.0688 (3) | 0.0341 (10) | |
H38 | 0.2774 | 0.7380 | 0.0778 | 0.041* | |
C39 | 0.2740 (4) | 0.4298 (3) | 0.5425 (3) | 0.0265 (8) | |
C40 | 0.3759 (5) | 0.3939 (4) | 0.5034 (3) | 0.0389 (11) | |
H40 | 0.4260 | 0.4414 | 0.4479 | 0.047* | |
C41 | 0.4054 (5) | 0.2898 (4) | 0.5442 (4) | 0.0423 (12) | |
H41 | 0.4756 | 0.2661 | 0.5166 | 0.051* | |
C42 | 0.3337 (5) | 0.2193 (4) | 0.6252 (3) | 0.0350 (10) | |
H42 | 0.3551 | 0.1480 | 0.6538 | 0.042* | |
C43 | 0.2311 (5) | 0.2538 (4) | 0.6636 (3) | 0.0382 (11) | |
H43 | 0.1807 | 0.2056 | 0.7185 | 0.046* | |
C44 | 0.2004 (4) | 0.3587 (4) | 0.6226 (3) | 0.0360 (10) | |
H44 | 0.1291 | 0.3818 | 0.6495 | 0.043* | |
Sb2 | 0.45664 (3) | 0.49913 (3) | 0.13589 (2) | 0.03362 (8) | |
Cl3 | 0.40659 (12) | 0.35145 (11) | 0.29044 (9) | 0.0423 (3) | |
Cl4 | 0.51472 (12) | 0.65789 (11) | −0.03735 (9) | 0.0445 (3) | |
Cl5 | 0.46102 (15) | 0.63146 (12) | 0.20610 (10) | 0.0540 (4) | |
Cl6 | 0.66450 (11) | 0.48218 (12) | 0.12742 (8) | 0.0462 (3) | |
C45 | 0.6101 (7) | 0.8636 (5) | 0.0311 (4) | 0.0613 (17) | |
H45A | 0.5315 | 0.8639 | 0.0703 | 0.074* | 0.901 (13) |
H45B | 0.6167 | 0.7909 | 0.0287 | 0.074* | 0.901 (13) |
Cl7 | 0.6184 (2) | 0.9600 (3) | −0.08155 (17) | 0.0540 (7) | 0.901 (13) |
Cl8 | 0.7249 (3) | 0.8909 (4) | 0.0805 (2) | 0.0829 (11) | 0.901 (13) |
Cl7' | 0.622 (2) | 0.9865 (17) | −0.0659 (15) | 0.0540 (7) | 0.099 (13) |
Cl8' | 0.7452 (17) | 0.850 (4) | 0.067 (2) | 0.0829 (11) | 0.099 (13) |
C45' | 0.6101 (7) | 0.8636 (5) | 0.0311 (4) | 0.0613 (17) | 0.00 |
H45C | 0.5447 | 0.8644 | 0.0817 | 0.074* | 0.099 (13) |
H45D | 0.5919 | 0.8021 | 0.0142 | 0.074* | 0.099 (13) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Sb1 | 0.02829 (13) | 0.01925 (12) | 0.01937 (12) | 0.00203 (9) | −0.00664 (10) | −0.00761 (9) |
Cl1 | 0.0301 (5) | 0.0343 (6) | 0.0330 (5) | −0.0004 (4) | −0.0046 (4) | −0.0099 (4) |
Cl2 | 0.0309 (5) | 0.0426 (6) | 0.0319 (5) | −0.0004 (5) | −0.0009 (4) | −0.0151 (5) |
N1 | 0.0353 (19) | 0.0220 (17) | 0.0222 (16) | 0.0030 (14) | −0.0101 (14) | −0.0083 (13) |
N2 | 0.0375 (19) | 0.0213 (17) | 0.0266 (17) | 0.0043 (14) | −0.0121 (15) | −0.0108 (14) |
N3 | 0.0327 (18) | 0.0194 (16) | 0.0205 (15) | 0.0027 (13) | −0.0084 (14) | −0.0067 (13) |
N4 | 0.0320 (18) | 0.0200 (16) | 0.0222 (16) | 0.0020 (13) | −0.0090 (14) | −0.0078 (13) |
C1 | 0.031 (2) | 0.023 (2) | 0.0244 (19) | 0.0020 (16) | −0.0070 (16) | −0.0079 (16) |
C2 | 0.037 (2) | 0.025 (2) | 0.0239 (19) | 0.0032 (17) | −0.0099 (17) | −0.0074 (16) |
C3 | 0.035 (2) | 0.030 (2) | 0.0212 (19) | −0.0002 (17) | −0.0061 (17) | −0.0086 (16) |
C4 | 0.029 (2) | 0.025 (2) | 0.0225 (18) | −0.0004 (16) | −0.0062 (16) | −0.0094 (16) |
C5 | 0.027 (2) | 0.029 (2) | 0.0248 (19) | 0.0000 (16) | −0.0055 (16) | −0.0113 (17) |
C6 | 0.034 (2) | 0.028 (2) | 0.0225 (19) | 0.0032 (17) | −0.0071 (17) | −0.0136 (16) |
C7 | 0.038 (2) | 0.029 (2) | 0.030 (2) | 0.0048 (18) | −0.0111 (19) | −0.0167 (18) |
C8 | 0.038 (2) | 0.020 (2) | 0.033 (2) | 0.0037 (17) | −0.0095 (19) | −0.0118 (17) |
C9 | 0.033 (2) | 0.0184 (18) | 0.0237 (19) | 0.0029 (15) | −0.0036 (16) | −0.0076 (15) |
C10 | 0.029 (2) | 0.0212 (19) | 0.0224 (18) | 0.0035 (15) | −0.0033 (16) | −0.0068 (15) |
C11 | 0.034 (2) | 0.0215 (19) | 0.0228 (18) | 0.0043 (16) | −0.0084 (17) | −0.0084 (15) |
C12 | 0.037 (2) | 0.028 (2) | 0.025 (2) | 0.0036 (18) | −0.0089 (18) | −0.0063 (17) |
C13 | 0.039 (2) | 0.027 (2) | 0.025 (2) | 0.0018 (18) | −0.0130 (18) | −0.0084 (17) |
C14 | 0.029 (2) | 0.025 (2) | 0.0214 (18) | −0.0004 (16) | −0.0064 (16) | −0.0076 (15) |
C15 | 0.029 (2) | 0.027 (2) | 0.0243 (19) | 0.0015 (16) | −0.0072 (16) | −0.0132 (16) |
C16 | 0.033 (2) | 0.024 (2) | 0.0200 (18) | 0.0016 (16) | −0.0053 (16) | −0.0087 (15) |
C17 | 0.041 (2) | 0.022 (2) | 0.027 (2) | 0.0014 (17) | −0.0115 (18) | −0.0099 (16) |
C18 | 0.039 (2) | 0.0203 (19) | 0.026 (2) | −0.0012 (17) | −0.0053 (18) | −0.0082 (16) |
C19 | 0.031 (2) | 0.0196 (19) | 0.0235 (19) | −0.0011 (15) | −0.0035 (16) | −0.0054 (15) |
C20 | 0.029 (2) | 0.024 (2) | 0.0221 (18) | 0.0016 (16) | −0.0073 (16) | −0.0077 (15) |
C21 | 0.035 (2) | 0.023 (2) | 0.027 (2) | 0.0002 (16) | −0.0129 (17) | −0.0109 (16) |
C22 | 0.033 (2) | 0.039 (3) | 0.044 (3) | 0.0003 (19) | −0.013 (2) | −0.021 (2) |
C23 | 0.047 (3) | 0.044 (3) | 0.053 (3) | 0.005 (2) | −0.030 (3) | −0.022 (3) |
C24 | 0.063 (3) | 0.032 (3) | 0.041 (3) | −0.005 (2) | −0.026 (3) | −0.013 (2) |
C25 | 0.049 (3) | 0.035 (3) | 0.030 (2) | −0.005 (2) | −0.005 (2) | −0.015 (2) |
C26 | 0.035 (2) | 0.036 (2) | 0.028 (2) | −0.0016 (19) | −0.0078 (18) | −0.0158 (19) |
C27 | 0.032 (2) | 0.0190 (19) | 0.0258 (19) | 0.0003 (15) | −0.0065 (17) | −0.0065 (15) |
C28 | 0.036 (2) | 0.028 (2) | 0.028 (2) | 0.0003 (18) | −0.0014 (18) | −0.0105 (17) |
C29 | 0.044 (3) | 0.028 (2) | 0.045 (3) | 0.010 (2) | −0.011 (2) | −0.020 (2) |
C30 | 0.053 (3) | 0.019 (2) | 0.039 (2) | 0.0020 (19) | −0.023 (2) | −0.0088 (18) |
C31 | 0.046 (3) | 0.030 (2) | 0.025 (2) | −0.007 (2) | −0.009 (2) | −0.0048 (18) |
C32 | 0.036 (2) | 0.028 (2) | 0.027 (2) | 0.0014 (18) | −0.0071 (18) | −0.0089 (17) |
C33 | 0.040 (2) | 0.0217 (19) | 0.0215 (18) | 0.0044 (17) | −0.0109 (17) | −0.0094 (15) |
C34 | 0.042 (3) | 0.041 (3) | 0.033 (2) | 0.008 (2) | −0.013 (2) | −0.018 (2) |
C35 | 0.051 (3) | 0.040 (3) | 0.040 (3) | 0.008 (2) | −0.026 (2) | −0.019 (2) |
C36 | 0.063 (3) | 0.033 (2) | 0.031 (2) | 0.005 (2) | −0.020 (2) | −0.014 (2) |
C37 | 0.054 (3) | 0.037 (3) | 0.028 (2) | 0.003 (2) | −0.007 (2) | −0.015 (2) |
C38 | 0.038 (2) | 0.038 (3) | 0.029 (2) | 0.002 (2) | −0.0072 (19) | −0.0160 (19) |
C39 | 0.034 (2) | 0.023 (2) | 0.0237 (19) | 0.0024 (16) | −0.0058 (17) | −0.0091 (16) |
C40 | 0.042 (3) | 0.026 (2) | 0.037 (2) | 0.0006 (19) | 0.004 (2) | −0.0041 (19) |
C41 | 0.044 (3) | 0.030 (3) | 0.045 (3) | 0.011 (2) | −0.002 (2) | −0.010 (2) |
C42 | 0.048 (3) | 0.019 (2) | 0.035 (2) | 0.0048 (19) | −0.014 (2) | −0.0049 (18) |
C43 | 0.044 (3) | 0.025 (2) | 0.034 (2) | −0.0027 (19) | −0.003 (2) | 0.0007 (18) |
C44 | 0.038 (2) | 0.027 (2) | 0.032 (2) | 0.0016 (19) | 0.0034 (19) | −0.0037 (18) |
Sb2 | 0.03456 (16) | 0.03641 (17) | 0.02708 (15) | 0.00119 (13) | −0.00417 (12) | −0.00997 (12) |
Cl3 | 0.0442 (7) | 0.0393 (7) | 0.0340 (6) | 0.0009 (5) | −0.0017 (5) | −0.0064 (5) |
Cl4 | 0.0468 (7) | 0.0399 (7) | 0.0398 (6) | 0.0030 (5) | −0.0068 (5) | −0.0082 (5) |
Cl5 | 0.0687 (9) | 0.0444 (8) | 0.0462 (7) | −0.0090 (7) | 0.0052 (7) | −0.0228 (6) |
Cl6 | 0.0370 (6) | 0.0648 (9) | 0.0278 (5) | 0.0030 (6) | −0.0052 (5) | −0.0079 (6) |
C45 | 0.077 (5) | 0.052 (4) | 0.050 (4) | 0.002 (3) | −0.020 (3) | −0.010 (3) |
Cl7 | 0.0503 (8) | 0.0634 (13) | 0.0424 (9) | 0.0025 (9) | −0.0132 (7) | −0.0114 (9) |
Cl8 | 0.0929 (16) | 0.108 (3) | 0.0576 (12) | 0.0136 (16) | −0.0360 (12) | −0.0319 (14) |
Cl7' | 0.0503 (8) | 0.0634 (13) | 0.0424 (9) | 0.0025 (9) | −0.0132 (7) | −0.0114 (9) |
Cl8' | 0.0929 (16) | 0.108 (3) | 0.0576 (12) | 0.0136 (16) | −0.0360 (12) | −0.0319 (14) |
C45' | 0.077 (5) | 0.052 (4) | 0.050 (4) | 0.002 (3) | −0.020 (3) | −0.010 (3) |
Sb1—N4 | 2.061 (3) | C22—H22 | 0.9500 |
Sb1—N2 | 2.063 (3) | C23—C24 | 1.368 (8) |
Sb1—N1 | 2.070 (3) | C23—H23 | 0.9500 |
Sb1—N3 | 2.070 (3) | C24—C25 | 1.384 (7) |
Sb1—Cl1 | 2.3410 (11) | C24—H24 | 0.9500 |
Sb1—Cl2 | 2.3639 (12) | C25—C26 | 1.394 (6) |
N1—C4 | 1.388 (5) | C25—H25 | 0.9500 |
N1—C1 | 1.389 (5) | C26—H26 | 0.9500 |
N2—C9 | 1.386 (5) | C27—C28 | 1.380 (6) |
N2—C6 | 1.392 (5) | C27—C32 | 1.393 (6) |
N3—C11 | 1.381 (5) | C28—C29 | 1.386 (6) |
N3—C14 | 1.384 (5) | C28—H28 | 0.9500 |
N4—C16 | 1.378 (5) | C29—C30 | 1.390 (7) |
N4—C19 | 1.385 (5) | C29—H29 | 0.9500 |
C1—C20 | 1.386 (6) | C30—C31 | 1.374 (7) |
C1—C2 | 1.424 (6) | C30—H30 | 0.9500 |
C2—C3 | 1.358 (6) | C31—C32 | 1.396 (6) |
C2—H2 | 0.9500 | C31—H31 | 0.9500 |
C3—C4 | 1.425 (6) | C32—H32 | 0.9500 |
C3—H3 | 0.9500 | C33—C38 | 1.387 (6) |
C4—C5 | 1.402 (6) | C33—C34 | 1.390 (6) |
C5—C6 | 1.399 (6) | C34—C35 | 1.392 (6) |
C5—C21 | 1.503 (5) | C34—H34 | 0.9500 |
C6—C7 | 1.420 (6) | C35—C36 | 1.380 (8) |
C7—C8 | 1.355 (6) | C35—H35 | 0.9500 |
C7—H7 | 0.9500 | C36—C37 | 1.370 (7) |
C8—C9 | 1.431 (6) | C36—H36 | 0.9500 |
C8—H8 | 0.9500 | C37—C38 | 1.397 (6) |
C9—C10 | 1.398 (6) | C37—H37 | 0.9500 |
C10—C11 | 1.405 (6) | C38—H38 | 0.9500 |
C10—C27 | 1.502 (5) | C39—C40 | 1.382 (6) |
C11—C12 | 1.426 (6) | C39—C44 | 1.389 (6) |
C12—C13 | 1.356 (6) | C40—C41 | 1.377 (6) |
C12—H12 | 0.9500 | C40—H40 | 0.9500 |
C13—C14 | 1.435 (6) | C41—C42 | 1.385 (7) |
C13—H13 | 0.9500 | C41—H41 | 0.9500 |
C14—C15 | 1.392 (6) | C42—C43 | 1.374 (7) |
C15—C16 | 1.402 (6) | C42—H42 | 0.9500 |
C15—C33 | 1.502 (5) | C43—C44 | 1.391 (6) |
C16—C17 | 1.425 (6) | C43—H43 | 0.9500 |
C17—C18 | 1.351 (6) | C44—H44 | 0.9500 |
C17—H17 | 0.9500 | Sb2—Cl6 | 2.3715 (13) |
C18—C19 | 1.431 (6) | Sb2—Cl5 | 2.4267 (14) |
C18—H18 | 0.9500 | Sb2—Cl3 | 2.4851 (13) |
C19—C20 | 1.400 (5) | Sb2—Cl4 | 2.7489 (13) |
C20—C39 | 1.493 (6) | C45—Cl8 | 1.765 (7) |
C21—C22 | 1.384 (6) | C45—Cl7 | 1.770 (7) |
C21—C26 | 1.391 (6) | C45—H45A | 0.9900 |
C22—C23 | 1.386 (7) | C45—H45B | 0.9900 |
N4—Sb1—N2 | 178.95 (15) | C19—C20—C39 | 117.0 (4) |
N4—Sb1—N1 | 89.96 (13) | C22—C21—C26 | 119.5 (4) |
N2—Sb1—N1 | 89.82 (13) | C22—C21—C5 | 120.4 (4) |
N4—Sb1—N3 | 90.17 (13) | C26—C21—C5 | 120.0 (4) |
N2—Sb1—N3 | 90.02 (13) | C21—C22—C23 | 120.1 (5) |
N1—Sb1—N3 | 178.45 (14) | C21—C22—H22 | 119.9 |
N4—Sb1—Cl1 | 90.38 (11) | C23—C22—H22 | 119.9 |
N2—Sb1—Cl1 | 90.66 (11) | C24—C23—C22 | 120.7 (5) |
N1—Sb1—Cl1 | 91.30 (11) | C24—C23—H23 | 119.7 |
N3—Sb1—Cl1 | 90.24 (10) | C22—C23—H23 | 119.7 |
N4—Sb1—Cl2 | 89.01 (11) | C23—C24—C25 | 119.8 (4) |
N2—Sb1—Cl2 | 89.95 (11) | C23—C24—H24 | 120.1 |
N1—Sb1—Cl2 | 89.48 (11) | C25—C24—H24 | 120.1 |
N3—Sb1—Cl2 | 88.98 (10) | C24—C25—C26 | 120.2 (5) |
Cl1—Sb1—Cl2 | 179.01 (4) | C24—C25—H25 | 119.9 |
C4—N1—C1 | 108.2 (3) | C26—C25—H25 | 119.9 |
C4—N1—Sb1 | 126.0 (3) | C21—C26—C25 | 119.7 (4) |
C1—N1—Sb1 | 125.8 (3) | C21—C26—H26 | 120.2 |
C9—N2—C6 | 107.8 (3) | C25—C26—H26 | 120.2 |
C9—N2—Sb1 | 125.4 (3) | C28—C27—C32 | 120.0 (4) |
C6—N2—Sb1 | 126.2 (3) | C28—C27—C10 | 120.5 (4) |
C11—N3—C14 | 108.3 (3) | C32—C27—C10 | 119.5 (4) |
C11—N3—Sb1 | 126.1 (3) | C27—C28—C29 | 120.4 (4) |
C14—N3—Sb1 | 125.5 (3) | C27—C28—H28 | 119.8 |
C16—N4—C19 | 108.4 (3) | C29—C28—H28 | 119.8 |
C16—N4—Sb1 | 125.7 (3) | C28—C29—C30 | 119.7 (5) |
C19—N4—Sb1 | 125.9 (3) | C28—C29—H29 | 120.1 |
C20—C1—N1 | 126.3 (4) | C30—C29—H29 | 120.1 |
C20—C1—C2 | 126.0 (4) | C31—C30—C29 | 120.2 (4) |
N1—C1—C2 | 107.6 (4) | C31—C30—H30 | 119.9 |
C3—C2—C1 | 108.2 (4) | C29—C30—H30 | 119.9 |
C3—C2—H2 | 125.9 | C30—C31—C32 | 120.2 (4) |
C1—C2—H2 | 125.9 | C30—C31—H31 | 119.9 |
C2—C3—C4 | 108.3 (4) | C32—C31—H31 | 119.9 |
C2—C3—H3 | 125.9 | C27—C32—C31 | 119.4 (4) |
C4—C3—H3 | 125.9 | C27—C32—H32 | 120.3 |
N1—C4—C5 | 126.2 (4) | C31—C32—H32 | 120.3 |
N1—C4—C3 | 107.6 (4) | C38—C33—C34 | 119.6 (4) |
C5—C4—C3 | 126.2 (4) | C38—C33—C15 | 118.9 (4) |
C6—C5—C4 | 125.5 (4) | C34—C33—C15 | 121.6 (4) |
C6—C5—C21 | 118.0 (4) | C33—C34—C35 | 119.9 (5) |
C4—C5—C21 | 116.5 (4) | C33—C34—H34 | 120.1 |
N2—C6—C5 | 125.9 (4) | C35—C34—H34 | 120.1 |
N2—C6—C7 | 108.3 (4) | C36—C35—C34 | 120.1 (5) |
C5—C6—C7 | 125.8 (4) | C36—C35—H35 | 119.9 |
C8—C7—C6 | 107.9 (4) | C34—C35—H35 | 119.9 |
C8—C7—H7 | 126.1 | C37—C36—C35 | 120.4 (4) |
C6—C7—H7 | 126.1 | C37—C36—H36 | 119.8 |
C7—C8—C9 | 108.5 (4) | C35—C36—H36 | 119.8 |
C7—C8—H8 | 125.8 | C36—C37—C38 | 120.1 (5) |
C9—C8—H8 | 125.8 | C36—C37—H37 | 119.9 |
N2—C9—C10 | 126.9 (4) | C38—C37—H37 | 119.9 |
N2—C9—C8 | 107.5 (4) | C33—C38—C37 | 119.9 (5) |
C10—C9—C8 | 125.6 (4) | C33—C38—H38 | 120.0 |
C9—C10—C11 | 125.0 (4) | C37—C38—H38 | 120.0 |
C9—C10—C27 | 116.8 (4) | C40—C39—C44 | 119.1 (4) |
C11—C10—C27 | 118.2 (4) | C40—C39—C20 | 119.7 (4) |
N3—C11—C10 | 126.1 (4) | C44—C39—C20 | 121.2 (4) |
N3—C11—C12 | 108.0 (4) | C41—C40—C39 | 120.5 (5) |
C10—C11—C12 | 125.8 (4) | C41—C40—H40 | 119.8 |
C13—C12—C11 | 108.1 (4) | C39—C40—H40 | 119.8 |
C13—C12—H12 | 125.9 | C40—C41—C42 | 120.7 (5) |
C11—C12—H12 | 125.9 | C40—C41—H41 | 119.7 |
C12—C13—C14 | 108.0 (4) | C42—C41—H41 | 119.7 |
C12—C13—H13 | 126.0 | C43—C42—C41 | 119.1 (4) |
C14—C13—H13 | 126.0 | C43—C42—H42 | 120.4 |
N3—C14—C15 | 126.5 (4) | C41—C42—H42 | 120.4 |
N3—C14—C13 | 107.6 (4) | C42—C43—C44 | 120.6 (4) |
C15—C14—C13 | 125.9 (4) | C42—C43—H43 | 119.7 |
C14—C15—C16 | 125.2 (4) | C44—C43—H43 | 119.7 |
C14—C15—C33 | 117.9 (4) | C39—C44—C43 | 120.0 (4) |
C16—C15—C33 | 116.8 (4) | C39—C44—H44 | 120.0 |
N4—C16—C15 | 126.7 (4) | C43—C44—H44 | 120.0 |
N4—C16—C17 | 107.6 (3) | Cl6—Sb2—Cl5 | 90.73 (6) |
C15—C16—C17 | 125.7 (4) | Cl6—Sb2—Cl3 | 91.77 (4) |
C18—C17—C16 | 108.6 (4) | Cl5—Sb2—Cl3 | 90.67 (5) |
C18—C17—H17 | 125.7 | Cl6—Sb2—Cl4 | 87.52 (4) |
C16—C17—H17 | 125.7 | Cl5—Sb2—Cl4 | 90.98 (5) |
C17—C18—C19 | 107.7 (4) | Cl3—Sb2—Cl4 | 178.22 (5) |
C17—C18—H18 | 126.1 | Cl8—C45—Cl7 | 111.5 (4) |
C19—C18—H18 | 126.1 | Cl8—C45—H45A | 109.3 |
N4—C19—C20 | 126.2 (4) | Cl7—C45—H45A | 109.3 |
N4—C19—C18 | 107.7 (3) | Cl8—C45—H45B | 109.3 |
C20—C19—C18 | 126.1 (4) | Cl7—C45—H45B | 109.3 |
C1—C20—C19 | 125.7 (4) | H45A—C45—H45B | 108.0 |
C1—C20—C39 | 117.2 (4) | ||
N4—Sb1—N1—C4 | 179.0 (4) | Sb1—N3—C14—C15 | 0.0 (6) |
N2—Sb1—N1—C4 | −2.0 (4) | C11—N3—C14—C13 | −1.9 (5) |
Cl1—Sb1—N1—C4 | 88.6 (3) | Sb1—N3—C14—C13 | 179.4 (3) |
Cl2—Sb1—N1—C4 | −92.0 (3) | C12—C13—C14—N3 | 1.0 (5) |
N4—Sb1—N1—C1 | −1.2 (4) | C12—C13—C14—C15 | −179.6 (4) |
N2—Sb1—N1—C1 | 177.8 (4) | N3—C14—C15—C16 | 4.4 (7) |
Cl1—Sb1—N1—C1 | −91.6 (3) | C13—C14—C15—C16 | −174.9 (4) |
Cl2—Sb1—N1—C1 | 87.8 (3) | N3—C14—C15—C33 | −172.5 (4) |
N1—Sb1—N2—C9 | 176.1 (4) | C13—C14—C15—C33 | 8.2 (7) |
N3—Sb1—N2—C9 | −5.4 (4) | C19—N4—C16—C15 | 179.2 (4) |
Cl1—Sb1—N2—C9 | 84.8 (4) | Sb1—N4—C16—C15 | 0.9 (6) |
Cl2—Sb1—N2—C9 | −94.4 (4) | C19—N4—C16—C17 | 0.7 (5) |
N1—Sb1—N2—C6 | 5.9 (4) | Sb1—N4—C16—C17 | −177.7 (3) |
N3—Sb1—N2—C6 | −175.7 (4) | C14—C15—C16—N4 | −4.9 (7) |
Cl1—Sb1—N2—C6 | −85.4 (4) | C33—C15—C16—N4 | 172.1 (4) |
Cl2—Sb1—N2—C6 | 95.3 (4) | C14—C15—C16—C17 | 173.4 (4) |
N4—Sb1—N3—C11 | 178.9 (4) | C33—C15—C16—C17 | −9.6 (7) |
N2—Sb1—N3—C11 | −0.1 (4) | N4—C16—C17—C18 | −0.3 (5) |
Cl1—Sb1—N3—C11 | −90.7 (3) | C15—C16—C17—C18 | −178.8 (4) |
Cl2—Sb1—N3—C11 | 89.9 (3) | C16—C17—C18—C19 | −0.2 (5) |
N4—Sb1—N3—C14 | −2.6 (4) | C16—N4—C19—C20 | 178.1 (4) |
N2—Sb1—N3—C14 | 178.5 (4) | Sb1—N4—C19—C20 | −3.5 (6) |
Cl1—Sb1—N3—C14 | 87.8 (3) | C16—N4—C19—C18 | −0.8 (5) |
Cl2—Sb1—N3—C14 | −91.6 (3) | Sb1—N4—C19—C18 | 177.5 (3) |
N1—Sb1—N4—C16 | −179.3 (4) | C17—C18—C19—N4 | 0.6 (5) |
N3—Sb1—N4—C16 | 2.2 (4) | C17—C18—C19—C20 | −178.3 (4) |
Cl1—Sb1—N4—C16 | −88.1 (3) | N1—C1—C20—C19 | −0.7 (7) |
Cl2—Sb1—N4—C16 | 91.2 (3) | C2—C1—C20—C19 | 179.7 (4) |
N1—Sb1—N4—C19 | 2.6 (4) | N1—C1—C20—C39 | 176.7 (4) |
N3—Sb1—N4—C19 | −175.9 (4) | C2—C1—C20—C39 | −2.9 (7) |
Cl1—Sb1—N4—C19 | 93.9 (3) | N4—C19—C20—C1 | 2.3 (7) |
Cl2—Sb1—N4—C19 | −86.9 (3) | C18—C19—C20—C1 | −179.0 (4) |
C4—N1—C1—C20 | −179.6 (4) | N4—C19—C20—C39 | −175.1 (4) |
Sb1—N1—C1—C20 | 0.6 (6) | C18—C19—C20—C39 | 3.6 (7) |
C4—N1—C1—C2 | 0.0 (5) | C6—C5—C21—C22 | −117.5 (5) |
Sb1—N1—C1—C2 | −179.8 (3) | C4—C5—C21—C22 | 63.1 (6) |
C20—C1—C2—C3 | −179.7 (4) | C6—C5—C21—C26 | 66.0 (6) |
N1—C1—C2—C3 | 0.7 (5) | C4—C5—C21—C26 | −113.3 (5) |
C1—C2—C3—C4 | −1.1 (5) | C26—C21—C22—C23 | 1.7 (7) |
C1—N1—C4—C5 | 179.6 (4) | C5—C21—C22—C23 | −174.8 (4) |
Sb1—N1—C4—C5 | −0.5 (6) | C21—C22—C23—C24 | −1.4 (8) |
C1—N1—C4—C3 | −0.7 (5) | C22—C23—C24—C25 | 0.6 (8) |
Sb1—N1—C4—C3 | 179.1 (3) | C23—C24—C25—C26 | −0.2 (8) |
C2—C3—C4—N1 | 1.1 (5) | C22—C21—C26—C25 | −1.2 (7) |
C2—C3—C4—C5 | −179.2 (4) | C5—C21—C26—C25 | 175.3 (4) |
N1—C4—C5—C6 | 0.5 (7) | C24—C25—C26—C21 | 0.5 (7) |
C3—C4—C5—C6 | −179.1 (4) | C9—C10—C27—C28 | −69.0 (6) |
N1—C4—C5—C21 | 179.8 (4) | C11—C10—C27—C28 | 111.8 (5) |
C3—C4—C5—C21 | 0.2 (6) | C9—C10—C27—C32 | 109.4 (5) |
C9—N2—C6—C5 | −179.4 (4) | C11—C10—C27—C32 | −69.7 (5) |
Sb1—N2—C6—C5 | −7.8 (6) | C32—C27—C28—C29 | 0.8 (7) |
C9—N2—C6—C7 | −0.2 (5) | C10—C27—C28—C29 | 179.3 (4) |
Sb1—N2—C6—C7 | 171.5 (3) | C27—C28—C29—C30 | 0.1 (7) |
C4—C5—C6—N2 | 3.9 (7) | C28—C29—C30—C31 | −1.4 (7) |
C21—C5—C6—N2 | −175.4 (4) | C29—C30—C31—C32 | 1.6 (7) |
C4—C5—C6—C7 | −175.2 (4) | C28—C27—C32—C31 | −0.6 (6) |
C21—C5—C6—C7 | 5.5 (7) | C10—C27—C32—C31 | −179.1 (4) |
N2—C6—C7—C8 | −0.4 (5) | C30—C31—C32—C27 | −0.6 (7) |
C5—C6—C7—C8 | 178.9 (4) | C14—C15—C33—C38 | 100.7 (5) |
C6—C7—C8—C9 | 0.8 (5) | C16—C15—C33—C38 | −76.4 (5) |
C6—N2—C9—C10 | 179.9 (4) | C14—C15—C33—C34 | −80.1 (6) |
Sb1—N2—C9—C10 | 8.2 (6) | C16—C15—C33—C34 | 102.7 (5) |
C6—N2—C9—C8 | 0.6 (5) | C38—C33—C34—C35 | −0.8 (7) |
Sb1—N2—C9—C8 | −171.2 (3) | C15—C33—C34—C35 | −180.0 (4) |
C7—C8—C9—N2 | −0.9 (5) | C33—C34—C35—C36 | −0.3 (8) |
C7—C8—C9—C10 | 179.8 (4) | C34—C35—C36—C37 | 1.8 (8) |
N2—C9—C10—C11 | −3.8 (7) | C35—C36—C37—C38 | −2.1 (8) |
C8—C9—C10—C11 | 175.4 (4) | C34—C33—C38—C37 | 0.4 (7) |
N2—C9—C10—C27 | 177.1 (4) | C15—C33—C38—C37 | 179.6 (4) |
C8—C9—C10—C27 | −3.7 (7) | C36—C37—C38—C33 | 1.0 (7) |
C14—N3—C11—C10 | −174.9 (4) | C1—C20—C39—C40 | −104.7 (5) |
Sb1—N3—C11—C10 | 3.8 (6) | C19—C20—C39—C40 | 72.9 (6) |
C14—N3—C11—C12 | 2.1 (5) | C1—C20—C39—C44 | 74.1 (6) |
Sb1—N3—C11—C12 | −179.2 (3) | C19—C20—C39—C44 | −108.2 (5) |
C9—C10—C11—N3 | −2.7 (7) | C44—C39—C40—C41 | −1.2 (8) |
C27—C10—C11—N3 | 176.3 (4) | C20—C39—C40—C41 | 177.7 (5) |
C9—C10—C11—C12 | −179.2 (4) | C39—C40—C41—C42 | −0.1 (8) |
C27—C10—C11—C12 | −0.1 (7) | C40—C41—C42—C43 | 1.3 (8) |
N3—C11—C12—C13 | −1.4 (5) | C41—C42—C43—C44 | −1.1 (8) |
C10—C11—C12—C13 | 175.5 (4) | C40—C39—C44—C43 | 1.4 (7) |
C11—C12—C13—C14 | 0.3 (5) | C20—C39—C44—C43 | −177.5 (4) |
C11—N3—C14—C15 | 178.7 (4) | C42—C43—C44—C39 | −0.3 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···Cl6i | 0.95 | 2.82 | 3.515 (4) | 131 |
C8—H8···Cl3ii | 0.95 | 2.83 | 3.455 (5) | 125 |
C3—H3···Cl3i | 0.95 | 2.99 | 3.528 (5) | 117 |
C45—H45B···Cl4 | 0.99 | 2.75 | 3.562 (7) | 140 |
C31—H31···Cl6iii | 0.95 | 2.85 | 3.775 (5) | 165 |
C32—H32···Cl4iii | 0.95 | 2.90 | 3.512 (5) | 123 |
C32—H32···Cl7iii | 0.95 | 3.19 | 4.076 (6) | 155 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, y+1, z; (iii) −x+1, −y+2, −z. |
Experimental details
Crystal data | |
Chemical formula | [Sb(C44H28N4)Cl2][Sb2Cl8]0.5·CH2Cl2 |
Mr | 1153.83 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 173 |
a, b, c (Å) | 11.4488 (2), 13.3868 (3), 15.9828 (3) |
α, β, γ (°) | 68.3485 (10), 78.4895 (13), 89.8390 (12) |
V (Å3) | 2224.20 (8) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.73 |
Crystal size (mm) | 0.16 × 0.14 × 0.11 |
Data collection | |
Diffractometer | Nonius KappaCCD diffractometer |
Absorption correction | Multi-scan (SORTAV; Blessing, 1997) |
Tmin, Tmax | 0.769, 0.832 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 23249, 12918, 10260 |
Rint | 0.039 |
(sin θ/λ)max (Å−1) | 0.704 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.052, 0.114, 1.11 |
No. of reflections | 12918 |
No. of parameters | 539 |
No. of restraints | 2 |
H-atom treatment | H-atom parameters constrained |
w = 1/[σ2(Fo2) + (0.0155P)2 + 10.180P] where P = (Fo2 + 2Fc2)/3 | |
Δρmax, Δρmin (e Å−3) | 1.36, −0.88 |
Computer programs: COLLECT (Hooft, 1998), DENZO (Otwinowski & Minor, 1997), SCALEPACK (Otwinowski & Minor, 1997), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997).
D—H···A | D—H | H···A | D···A | D—H···A |
C3—H3···Cl6i | 0.95 | 2.82 | 3.515 (4) | 131 |
C8—H8···Cl3ii | 0.95 | 2.83 | 3.455 (5) | 125 |
C45—H45B···Cl4 | 0.99 | 2.75 | 3.562 (7) | 140 |
C31—H31···Cl6iii | 0.95 | 2.85 | 3.775 (5) | 165 |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, y+1, z; (iii) −x+1, −y+2, −z. |
In continuation of our research on the crystal structures of porphyrin complexes (Ben Moussa et al., 2011) we herein report the synthesis and crystal structure of the title compound.
The asymmetric unit of the title complex is presented in Fig. 1. The molecular dimensions in the cation of the title structure agree very well with the corresponding molecular dimensions reported for a closely related structure (Liu et al., 1996).
The crystal structure is stabilized by C—H···Cl intermolecular hydrogen bonding interactions involving the cations, anions and the solvate molecules (Table 1 & Fig. 2).