Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806045648/at2140sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806045648/at2140Isup2.hkl |
CCDC reference: 636112
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.006 Å
- Disorder in main residue
- R factor = 0.033
- wR factor = 0.086
- Data-to-parameter ratio = 6.8
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT111_ALERT_2_B ADDSYM Detects (Pseudo) Centre of Symmetry ..... 81 PerFi PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for Cr1
Alert level C STRVA01_ALERT_4_C Flack test results are ambiguous. From the CIF: _refine_ls_abs_structure_Flack 0.480 From the CIF: _refine_ls_abs_structure_Flack_su 0.070 PLAT033_ALERT_2_C Flack Parameter Value Deviates from Zero ....... 0.48 PLAT063_ALERT_3_C Crystal Probably too Large for Beam Size ....... 0.75 mm PLAT089_ALERT_3_C Poor Data / Parameter Ratio (Zmax .LT. 18) ..... 6.78 PLAT301_ALERT_3_C Main Residue Disorder ......................... 6.00 Perc.
Alert level G REFLT03_ALERT_4_G WARNING: Large fraction of Friedel related reflns may be needed to determine absolute structure From the CIF: _diffrn_reflns_theta_max 26.00 From the CIF: _reflns_number_total 1118 Count of symmetry unique reflns 1119 Completeness (_total/calc) 99.91% TEST3: Check Friedels for noncentro structure Estimate of Friedel pairs measured 0 Fraction of Friedel pairs measured 0.000 Are heavy atom types Z>Si present yes PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 3 ALERT level G = General alerts; check 2 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 3 ALERT type 3 Indicator that the structure quality may be low 2 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
(C10H9N2)[CrFO3] | F(000) = 280 |
Mr = 276.19 | Dx = 1.633 Mg m−3 |
Monoclinic, Pc | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P -2yc | Cell parameters from 14782 reflections |
a = 5.9765 (5) Å | θ = 2.8–28.0° |
b = 13.1069 (10) Å | µ = 1.03 mm−1 |
c = 7.2760 (6) Å | T = 293 K |
β = 99.829 (7)° | Prism, orange |
V = 561.59 (8) Å3 | 0.75 × 0.62 × 0.53 mm |
Z = 2 |
Stoe IPDSII diffractometer | 1118 independent reflections |
Radiation source: fine-focus sealed tube | 1109 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.082 |
Detector resolution: 6.67 pixels mm-1 | θmax = 26.0°, θmin = 3.1° |
ω scans | h = −7→7 |
Absorption correction: integration (X-RED32; Stoe & Cie, 2002) | k = −16→16 |
Tmin = 0.299, Tmax = 0.478 | l = −8→8 |
6730 measured reflections |
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)] = 0.033 | H-atom parameters constrained |
wR(F2) = 0.086 | w = 1/[σ2(Fo2) + (0.0673P)2 + 0.0279P] where P = (Fo2 + 2Fc2)/3 |
S = 1.06 | (Δ/σ)max < 0.001 |
1118 reflections | Δρmax = 0.25 e Å−3 |
165 parameters | Δρmin = −0.46 e Å−3 |
2 restraints | Absolute structure: Flack (1983), with 10584 Friedel pairs |
Primary atom site location: structure-invariant direct methods | Absolute structure parameter: 0.48 (7) |
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) | |
C7 | 0.6086 (6) | 0.4409 (3) | 0.8399 (6) | 0.0576 (8) | |
H7 | 0.4755 | 0.4114 | 0.8652 | 0.069* | |
C8 | 0.6338 (8) | 0.5461 (3) | 0.8357 (7) | 0.0669 (9) | |
H8 | 0.5182 | 0.5887 | 0.8606 | 0.080* | |
C9 | 0.8310 (8) | 0.5867 (3) | 0.7944 (6) | 0.0636 (10) | |
H9 | 0.8518 | 0.6570 | 0.7915 | 0.076* | |
C1 | 0.9531 (7) | 0.1165 (3) | 0.7336 (6) | 0.0585 (9) | |
H1 | 1.0661 | 0.0856 | 0.6796 | 0.070* | |
C2 | 0.8047 (10) | 0.0586 (3) | 0.8096 (6) | 0.0681 (11) | |
H2 | 0.8145 | −0.0122 | 0.8084 | 0.082* | |
C3 | 0.6377 (8) | 0.1068 (4) | 0.8893 (7) | 0.0676 (10) | |
H3 | 0.5345 | 0.0683 | 0.9423 | 0.081* | |
C4 | 0.6254 (8) | 0.2124 (3) | 0.8896 (6) | 0.0590 (8) | |
H4 | 0.5135 | 0.2452 | 0.9422 | 0.071* | |
C5 | 0.7801 (5) | 0.2685 (2) | 0.8113 (4) | 0.0459 (6) | |
C6 | 0.7880 (5) | 0.3810 (2) | 0.8051 (4) | 0.0458 (6) | |
C10 | 0.9977 (7) | 0.5208 (3) | 0.7572 (6) | 0.0601 (8) | |
H10 | 1.1295 | 0.5486 | 0.7262 | 0.072* | |
Cr1 | 0.33459 (11) | 0.81211 (3) | 0.84145 (14) | 0.0524 (2) | |
F1 | 0.2722 (6) | 0.7390 (2) | 1.0097 (4) | 0.0865 (7) | |
N1 | 0.9361 (5) | 0.2185 (2) | 0.7366 (4) | 0.0486 (6) | |
H1A | 1.0319 | 0.2536 | 0.6872 | 0.058* | |
N2 | 0.9805 (5) | 0.4196 (2) | 0.7632 (5) | 0.0523 (6) | |
O1 | 0.2247 (8) | 0.7542 (5) | 0.6408 (5) | 0.1069 (15) | |
O2 | 0.6080 (6) | 0.8160 (2) | 0.8528 (6) | 0.0702 (8) | |
O3A | 0.236 (2) | 0.9228 (10) | 0.844 (5) | 0.128 (7) | 0.62 (7) |
O3B | 0.272 (6) | 0.9291 (12) | 0.912 (6) | 0.116 (10) | 0.38 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C7 | 0.0487 (18) | 0.0567 (18) | 0.0676 (19) | 0.0021 (14) | 0.0104 (15) | −0.0058 (15) |
C8 | 0.067 (2) | 0.0556 (19) | 0.076 (2) | 0.0149 (17) | 0.0038 (19) | −0.0097 (17) |
C9 | 0.065 (2) | 0.0464 (14) | 0.074 (2) | −0.0021 (16) | −0.003 (2) | −0.0041 (13) |
C1 | 0.067 (2) | 0.0466 (17) | 0.0620 (19) | 0.0067 (15) | 0.0123 (17) | −0.0011 (13) |
C2 | 0.086 (3) | 0.0471 (15) | 0.069 (3) | −0.0045 (18) | 0.006 (2) | 0.0050 (15) |
C3 | 0.066 (2) | 0.063 (2) | 0.074 (2) | −0.0143 (18) | 0.0129 (19) | 0.0154 (18) |
C4 | 0.060 (2) | 0.0633 (17) | 0.0579 (19) | −0.0038 (18) | 0.0210 (16) | 0.0040 (16) |
C5 | 0.0466 (17) | 0.0502 (16) | 0.0406 (13) | −0.0010 (11) | 0.0066 (11) | −0.0018 (11) |
C6 | 0.0429 (17) | 0.0474 (15) | 0.0467 (15) | −0.0008 (11) | 0.0065 (11) | −0.0020 (10) |
C10 | 0.0537 (19) | 0.0540 (18) | 0.071 (2) | −0.0079 (15) | 0.0066 (15) | 0.0005 (15) |
Cr1 | 0.0505 (3) | 0.0456 (3) | 0.0636 (3) | 0.0007 (2) | 0.0166 (2) | 0.0054 (2) |
F1 | 0.097 (2) | 0.0874 (17) | 0.0798 (16) | −0.0073 (15) | 0.0295 (14) | 0.0094 (13) |
N1 | 0.0516 (15) | 0.0461 (13) | 0.0487 (13) | −0.0013 (12) | 0.0106 (11) | 0.0014 (10) |
N2 | 0.0468 (15) | 0.0497 (14) | 0.0609 (15) | −0.0021 (11) | 0.0106 (12) | 0.0001 (11) |
O1 | 0.088 (3) | 0.169 (4) | 0.0619 (17) | −0.046 (3) | 0.0070 (16) | −0.006 (2) |
O2 | 0.0546 (17) | 0.0720 (19) | 0.087 (2) | −0.0053 (11) | 0.0200 (15) | −0.0030 (13) |
O3A | 0.100 (6) | 0.055 (5) | 0.231 (19) | 0.039 (5) | 0.033 (11) | 0.018 (7) |
O3B | 0.152 (18) | 0.041 (5) | 0.19 (2) | −0.008 (8) | 0.131 (17) | 0.007 (7) |
C7—C6 | 1.387 (5) | C4—C5 | 1.379 (5) |
C7—C8 | 1.389 (6) | C4—H4 | 0.9300 |
C7—H7 | 0.9300 | C5—N1 | 1.329 (4) |
C8—C9 | 1.372 (7) | C5—C6 | 1.477 (4) |
C8—H8 | 0.9300 | C6—N2 | 1.339 (4) |
C9—C10 | 1.380 (6) | C10—N2 | 1.331 (5) |
C9—H9 | 0.9300 | C10—H10 | 0.9300 |
C1—N1 | 1.341 (5) | Cr1—F1 | 1.647 (3) |
C1—C2 | 1.354 (7) | Cr1—O1 | 1.677 (4) |
C1—H1 | 0.9300 | Cr1—O2 | 1.623 (4) |
C2—C3 | 1.389 (8) | Cr1—O3A | 1.568 (11) |
C2—H2 | 0.9300 | Cr1—O3B | 1.68 (2) |
C3—C4 | 1.386 (6) | N1—H1A | 0.8600 |
C3—H3 | 0.9300 | ||
C6—C7—C8 | 117.9 (4) | N1—C5—C6 | 116.8 (3) |
C6—C7—H7 | 121.1 | C4—C5—C6 | 124.9 (3) |
C8—C7—H7 | 121.1 | N2—C6—C7 | 123.3 (3) |
C9—C8—C7 | 119.4 (4) | N2—C6—C5 | 114.7 (3) |
C9—C8—H8 | 120.3 | C7—C6—C5 | 122.0 (3) |
C7—C8—H8 | 120.3 | N2—C10—C9 | 123.7 (4) |
C8—C9—C10 | 118.5 (4) | N2—C10—H10 | 118.2 |
C8—C9—H9 | 120.8 | C9—C10—H10 | 118.2 |
C10—C9—H9 | 120.8 | O3A—Cr1—O2 | 110.4 (6) |
N1—C1—C2 | 119.7 (4) | O3A—Cr1—F1 | 113.4 (11) |
N1—C1—H1 | 120.2 | O2—Cr1—F1 | 109.5 (2) |
C2—C1—H1 | 120.2 | O3A—Cr1—O1 | 109.6 (13) |
C1—C2—C3 | 118.9 (4) | O2—Cr1—O1 | 107.4 (2) |
C1—C2—H2 | 120.5 | F1—Cr1—O1 | 106.2 (2) |
C3—C2—H2 | 120.5 | O3A—Cr1—O3B | 17.8 (15) |
C4—C3—C2 | 119.8 (4) | O2—Cr1—O3B | 103.4 (11) |
C4—C3—H3 | 120.1 | F1—Cr1—O3B | 102.3 (8) |
C2—C3—H3 | 120.1 | O1—Cr1—O3B | 127.1 (17) |
C5—C4—C3 | 119.5 (4) | C5—N1—C1 | 123.9 (3) |
C5—C4—H4 | 120.3 | C5—N1—H1A | 118.0 |
C3—C4—H4 | 120.3 | C1—N1—H1A | 118.0 |
N1—C5—C4 | 118.2 (3) | C10—N2—C6 | 117.3 (3) |
C6—C7—C8—C9 | 1.2 (6) | C4—C5—C6—N2 | 165.1 (3) |
C7—C8—C9—C10 | 0.4 (6) | N1—C5—C6—C7 | 165.5 (3) |
N1—C1—C2—C3 | 0.0 (6) | C4—C5—C6—C7 | −15.0 (5) |
C1—C2—C3—C4 | 0.1 (6) | C8—C9—C10—N2 | −1.6 (6) |
C2—C3—C4—C5 | −0.3 (6) | C4—C5—N1—C1 | −0.4 (5) |
C3—C4—C5—N1 | 0.5 (5) | C6—C5—N1—C1 | 179.1 (3) |
C3—C4—C5—C6 | −179.0 (3) | C2—C1—N1—C5 | 0.2 (6) |
C8—C7—C6—N2 | −1.8 (5) | C9—C10—N2—C6 | 1.1 (6) |
C8—C7—C6—C5 | 178.3 (3) | C7—C6—N2—C10 | 0.7 (5) |
N1—C5—C6—N2 | −14.4 (4) | C5—C6—N2—C10 | −179.5 (3) |