Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229617004016/ku3194sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229617004016/ku3194i16197sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229617004016/ku3194i16318sup3.hkl |
CCDC references: 1537616; 1537615
For both compounds, data collection: APEX2 (Bruker, 2015); cell refinement: SAINT (Bruker, 2015); data reduction: SAINT (Bruker, 2015); program(s) used to solve structure: SHELXT (Sheldrick, 2015a). Program(s) used to refine structure: SHELXL2013 (Sheldrick, 2015b) and SIR92 (Altomare et al., 1993) for i16197; SHELXL2013 (Sheldrick, 2015b) for i16318. Molecular graphics: shelXle (Hübschle et al., 2011) for i16197; shelXle (Hübschle et al., 2011) and for i16318. Software used to prepare material for publication: SHELXTL (Sheldrick, 2008) for i16197; WinGX (Farrugia, 2012) for i16318.
C9H10F4NO+·Cl− | F(000) = 528 |
Mr = 259.63 | Dx = 1.610 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 4.7874 (4) Å | Cell parameters from 2075 reflections |
b = 8.2086 (6) Å | θ = 2.6–27.1° |
c = 27.2894 (18) Å | µ = 0.39 mm−1 |
β = 92.803 (4)° | T = 100 K |
V = 1071.13 (14) Å3 | Plate, colourless |
Z = 4 | 0.32 × 0.30 × 0.02 mm |
Bruker APEXII CCD diffractometer | 2007 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.064 |
Absorption correction: multi-scan (SADABS; Bruker, 1996) | θmax = 27.1°, θmin = 2.6° |
Tmin = 0.875, Tmax = 0.971 | h = −6→6 |
31900 measured reflections | k = −10→10 |
2356 independent reflections | l = −34→34 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.031 | All H-atom parameters refined |
wR(F2) = 0.071 | w = 1/[σ2(Fo2) + (0.0275P)2 + 0.541P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.002 |
2356 reflections | Δρmax = 0.33 e Å−3 |
185 parameters | Δρmin = −0.25 e Å−3 |
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. The diffraction data were collected at 100 (1) K, employing a Bruker CCD diffractometer SMART (Bruker, 2001); the refinement was performed with the SHELXL-2013 program package (Sheldrick, 2015). Cell refinement: SMART; absorption correction: SADABS (Sheldrick, 2015); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012). |
x | y | z | Uiso*/Ueq | ||
Cl1 | 1.06998 (8) | 0.23740 (4) | 0.54207 (2) | 0.01628 (11) | |
F1 | −0.41306 (18) | 0.71203 (11) | 0.25298 (3) | 0.0192 (2) | |
F2 | 0.03030 (19) | 0.70185 (13) | 0.27420 (3) | 0.0251 (2) | |
F3 | −0.5332 (2) | 0.77524 (13) | 0.34747 (4) | 0.0291 (3) | |
F4 | −0.2340 (3) | 0.94451 (12) | 0.31776 (4) | 0.0396 (3) | |
O1 | −0.0587 (2) | 0.46628 (12) | 0.34176 (4) | 0.0181 (3) | |
N1 | 0.6283 (3) | 0.23528 (16) | 0.46065 (5) | 0.0152 (3) | |
C1 | 0.4980 (3) | 0.10408 (19) | 0.44159 (5) | 0.0165 (3) | |
C2 | 0.2848 (3) | 0.12348 (19) | 0.40664 (5) | 0.0146 (3) | |
C3 | 0.2051 (3) | 0.27954 (18) | 0.39149 (5) | 0.0116 (3) | |
C4 | 0.3417 (3) | 0.41255 (19) | 0.41306 (5) | 0.0134 (3) | |
C5 | 0.5562 (3) | 0.3868 (2) | 0.44760 (5) | 0.0151 (3) | |
C6 | −0.0204 (3) | 0.29861 (18) | 0.35182 (5) | 0.0128 (3) | |
C7 | −0.2588 (3) | 0.49700 (19) | 0.30287 (5) | 0.0148 (3) | |
C8 | −0.2283 (3) | 0.67391 (19) | 0.29078 (5) | 0.0143 (3) | |
C9 | −0.2666 (4) | 0.78916 (19) | 0.33344 (6) | 0.0194 (4) | |
H1 | 0.566 (3) | 0.001 (2) | 0.4526 (6) | 0.016 (4)* | |
H1A | 0.762 (4) | 0.224 (2) | 0.4819 (7) | 0.028 (5)* | |
H2 | 0.196 (3) | 0.031 (2) | 0.3934 (6) | 0.017 (4)* | |
H4 | 0.294 (3) | 0.516 (2) | 0.4043 (6) | 0.013 (4)* | |
H5 | 0.662 (3) | 0.472 (2) | 0.4628 (6) | 0.016 (4)* | |
H6A | 0.032 (3) | 0.243 (2) | 0.3220 (6) | 0.015 (4)* | |
H6B | −0.191 (4) | 0.250 (2) | 0.3620 (6) | 0.013 (4)* | |
H7A | −0.446 (4) | 0.476 (2) | 0.3124 (6) | 0.017 (4)* | |
H7B | −0.219 (3) | 0.435 (2) | 0.2737 (6) | 0.017 (4)* | |
H9 | −0.140 (4) | 0.769 (2) | 0.3610 (6) | 0.015 (4)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cl1 | 0.0179 (2) | 0.01525 (19) | 0.01528 (18) | 0.00206 (15) | −0.00332 (13) | −0.00042 (14) |
F1 | 0.0186 (5) | 0.0230 (5) | 0.0153 (4) | 0.0031 (4) | −0.0055 (4) | 0.0053 (4) |
F2 | 0.0141 (5) | 0.0362 (6) | 0.0250 (5) | −0.0048 (4) | 0.0023 (4) | 0.0116 (4) |
F3 | 0.0267 (6) | 0.0338 (6) | 0.0270 (5) | 0.0082 (5) | 0.0026 (4) | −0.0106 (4) |
F4 | 0.0646 (8) | 0.0112 (5) | 0.0414 (6) | −0.0043 (5) | −0.0122 (5) | 0.0038 (4) |
O1 | 0.0242 (6) | 0.0099 (5) | 0.0189 (5) | 0.0010 (5) | −0.0120 (4) | 0.0010 (4) |
N1 | 0.0127 (7) | 0.0211 (7) | 0.0116 (6) | 0.0026 (5) | 0.0000 (5) | 0.0014 (5) |
C1 | 0.0192 (8) | 0.0142 (8) | 0.0165 (7) | 0.0044 (6) | 0.0040 (6) | 0.0040 (6) |
C2 | 0.0169 (8) | 0.0121 (7) | 0.0148 (7) | −0.0008 (6) | 0.0024 (6) | −0.0003 (6) |
C3 | 0.0110 (7) | 0.0142 (7) | 0.0099 (6) | 0.0010 (6) | 0.0043 (5) | 0.0001 (5) |
C4 | 0.0169 (8) | 0.0111 (8) | 0.0125 (7) | 0.0013 (6) | 0.0028 (6) | 0.0007 (6) |
C5 | 0.0159 (8) | 0.0171 (8) | 0.0125 (7) | −0.0015 (6) | 0.0028 (6) | −0.0023 (6) |
C6 | 0.0157 (8) | 0.0098 (7) | 0.0130 (7) | −0.0005 (6) | 0.0001 (6) | 0.0002 (6) |
C7 | 0.0148 (8) | 0.0153 (8) | 0.0137 (7) | 0.0003 (6) | −0.0043 (6) | −0.0002 (6) |
C8 | 0.0099 (7) | 0.0197 (8) | 0.0129 (7) | −0.0009 (6) | −0.0029 (6) | 0.0049 (6) |
C9 | 0.0243 (9) | 0.0113 (8) | 0.0221 (8) | −0.0006 (7) | −0.0053 (7) | 0.0018 (6) |
F1—C8 | 1.3621 (15) | C3—C4 | 1.389 (2) |
F2—C8 | 1.3581 (17) | C3—C6 | 1.499 (2) |
F3—C9 | 1.355 (2) | C4—C5 | 1.376 (2) |
F4—C9 | 1.3565 (18) | C4—H4 | 0.907 (18) |
O1—C6 | 1.4137 (18) | C5—H5 | 0.949 (17) |
O1—C7 | 1.4171 (17) | C6—H6A | 0.976 (17) |
N1—C5 | 1.334 (2) | C6—H6B | 0.963 (17) |
N1—C1 | 1.337 (2) | C7—C8 | 1.498 (2) |
N1—H1A | 0.85 (2) | C7—H7A | 0.962 (17) |
C1—C2 | 1.372 (2) | C7—H7B | 0.970 (17) |
C1—H1 | 0.954 (18) | C8—C9 | 1.518 (2) |
C2—C3 | 1.394 (2) | C9—H9 | 0.957 (18) |
C2—H2 | 0.933 (18) | ||
C6—O1—C7 | 113.28 (11) | O1—C6—H6B | 110.8 (10) |
C5—N1—C1 | 122.50 (14) | C3—C6—H6B | 109.8 (10) |
C5—N1—H1A | 117.3 (13) | H6A—C6—H6B | 107.8 (14) |
C1—N1—H1A | 120.3 (13) | O1—C7—C8 | 105.53 (12) |
N1—C1—C2 | 119.61 (15) | O1—C7—H7A | 111.9 (10) |
N1—C1—H1 | 116.6 (10) | C8—C7—H7A | 109.4 (10) |
C2—C1—H1 | 123.7 (10) | O1—C7—H7B | 111.7 (10) |
C1—C2—C3 | 119.77 (15) | C8—C7—H7B | 107.6 (10) |
C1—C2—H2 | 119.0 (10) | H7A—C7—H7B | 110.5 (14) |
C3—C2—H2 | 121.2 (10) | F2—C8—F1 | 106.12 (11) |
C4—C3—C2 | 118.72 (13) | F2—C8—C7 | 109.72 (13) |
C4—C3—C6 | 122.10 (13) | F1—C8—C7 | 108.83 (12) |
C2—C3—C6 | 119.16 (13) | F2—C8—C9 | 107.26 (13) |
C5—C4—C3 | 119.32 (14) | F1—C8—C9 | 109.82 (12) |
C5—C4—H4 | 119.6 (10) | C7—C8—C9 | 114.73 (13) |
C3—C4—H4 | 121.1 (10) | F3—C9—F4 | 107.04 (13) |
N1—C5—C4 | 120.05 (14) | F3—C9—C8 | 108.37 (12) |
N1—C5—H5 | 116.6 (10) | F4—C9—C8 | 108.90 (13) |
C4—C5—H5 | 123.3 (10) | F3—C9—H9 | 109.6 (10) |
O1—C6—C3 | 108.90 (12) | F4—C9—H9 | 109.2 (10) |
O1—C6—H6A | 109.3 (10) | C8—C9—H9 | 113.5 (10) |
C3—C6—H6A | 110.3 (10) |
C9H10F4NO+·Br− | F(000) = 600 |
Mr = 304.09 | Dx = 1.828 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 4.7977 (3) Å | Cell parameters from 6743 reflections |
b = 8.3123 (6) Å | θ = 2.9–27.1° |
c = 27.739 (2) Å | µ = 3.75 mm−1 |
β = 92.646 (3)° | T = 100 K |
V = 1105.04 (13) Å3 | Niddle, colourless |
Z = 4 | 0.36 × 0.08 × 0.06 mm |
Bruker APEXII CCD diffractometer | 2166 reflections with I > 2σ(I) |
φ and ω scans | Rint = 0.041 |
Absorption correction: multi-scan (SADABS; Bruker, 1996) | θmax = 27.1°, θmin = 2.6° |
Tmin = 0.735, Tmax = 0.971 | h = −6→6 |
21424 measured reflections | k = −10→10 |
2446 independent reflections | l = −33→35 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.021 | All H-atom parameters refined |
wR(F2) = 0.047 | w = 1/[σ2(Fo2) + (0.0179P)2 + 0.7397P] where P = (Fo2 + 2Fc2)/3 |
S = 1.03 | (Δ/σ)max = 0.003 |
2446 reflections | Δρmax = 0.39 e Å−3 |
185 parameters | Δρmin = −0.31 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.4699 (4) | 0.1025 (2) | 0.43760 (7) | 0.0173 (4) | |
C2 | 0.2618 (4) | 0.1251 (2) | 0.40283 (6) | 0.0145 (4) | |
C3 | 0.1886 (3) | 0.2801 (2) | 0.38822 (6) | 0.0116 (3) | |
C4 | 0.3268 (4) | 0.4105 (2) | 0.41008 (6) | 0.0136 (4) | |
C5 | 0.5350 (4) | 0.3818 (2) | 0.44457 (6) | 0.0155 (4) | |
C6 | −0.0345 (4) | 0.3020 (2) | 0.34910 (6) | 0.0127 (3) | |
C7 | −0.2648 (4) | 0.4990 (2) | 0.30097 (6) | 0.0146 (4) | |
C8 | −0.2301 (3) | 0.6737 (2) | 0.28885 (6) | 0.0141 (4) | |
C9 | −0.2679 (4) | 0.7886 (2) | 0.33060 (7) | 0.0202 (4) | |
N1 | 0.6027 (3) | 0.23085 (18) | 0.45707 (5) | 0.0155 (3) | |
O1 | −0.0669 (3) | 0.46736 (14) | 0.33916 (5) | 0.0184 (3) | |
F1 | −0.4116 (2) | 0.71197 (13) | 0.25147 (4) | 0.0191 (2) | |
F2 | 0.0300 (2) | 0.69929 (14) | 0.27276 (4) | 0.0251 (3) | |
F3 | −0.5340 (3) | 0.77647 (15) | 0.34442 (4) | 0.0315 (3) | |
F4 | −0.2321 (3) | 0.94153 (14) | 0.31507 (5) | 0.0407 (3) | |
Br1 | 1.06227 (4) | 0.23738 (2) | 0.54243 (2) | 0.01457 (6) | |
H1 | 0.529 (4) | 0.001 (2) | 0.4487 (7) | 0.015 (5)* | |
H1A | 0.732 (5) | 0.217 (3) | 0.4777 (8) | 0.025 (6)* | |
H2 | 0.174 (4) | 0.035 (2) | 0.3897 (7) | 0.014 (5)* | |
H4 | 0.280 (4) | 0.517 (2) | 0.4020 (6) | 0.011 (5)* | |
H5 | 0.640 (4) | 0.463 (2) | 0.4591 (7) | 0.012 (5)* | |
H6A | 0.019 (4) | 0.245 (2) | 0.3201 (8) | 0.017 (5)* | |
H6B | −0.209 (4) | 0.256 (2) | 0.3581 (7) | 0.015 (5)* | |
H7A | −0.457 (4) | 0.479 (2) | 0.3110 (7) | 0.011 (5)* | |
H7B | −0.232 (4) | 0.437 (2) | 0.2725 (7) | 0.014 (5)* | |
H9 | −0.145 (4) | 0.767 (2) | 0.3576 (8) | 0.016 (5)* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0204 (10) | 0.0138 (9) | 0.0179 (9) | 0.0032 (7) | 0.0034 (8) | 0.0046 (7) |
C2 | 0.0155 (9) | 0.0117 (8) | 0.0163 (9) | −0.0001 (7) | 0.0012 (7) | 0.0004 (7) |
C3 | 0.0113 (8) | 0.0139 (8) | 0.0097 (8) | 0.0016 (6) | 0.0034 (6) | −0.0006 (6) |
C4 | 0.0162 (9) | 0.0112 (8) | 0.0136 (9) | 0.0006 (7) | 0.0034 (7) | 0.0006 (7) |
C5 | 0.0158 (9) | 0.0172 (9) | 0.0137 (9) | −0.0025 (7) | 0.0023 (7) | −0.0018 (7) |
C6 | 0.0144 (9) | 0.0093 (8) | 0.0144 (9) | 0.0007 (7) | −0.0003 (7) | −0.0005 (7) |
C7 | 0.0166 (10) | 0.0145 (9) | 0.0123 (9) | 0.0000 (7) | −0.0042 (7) | −0.0004 (7) |
C8 | 0.0099 (8) | 0.0195 (9) | 0.0126 (8) | −0.0012 (7) | −0.0028 (7) | 0.0050 (7) |
C9 | 0.0263 (11) | 0.0128 (9) | 0.0210 (10) | 0.0001 (8) | −0.0054 (8) | 0.0003 (7) |
N1 | 0.0121 (8) | 0.0222 (8) | 0.0122 (7) | 0.0032 (6) | −0.0003 (6) | 0.0036 (6) |
O1 | 0.0250 (7) | 0.0100 (6) | 0.0190 (7) | 0.0003 (5) | −0.0119 (5) | 0.0008 (5) |
F1 | 0.0189 (6) | 0.0233 (6) | 0.0145 (5) | 0.0028 (4) | −0.0059 (4) | 0.0052 (4) |
F2 | 0.0142 (5) | 0.0362 (7) | 0.0248 (6) | −0.0050 (5) | 0.0015 (4) | 0.0112 (5) |
F3 | 0.0284 (7) | 0.0369 (7) | 0.0292 (7) | 0.0083 (5) | 0.0027 (5) | −0.0117 (5) |
F4 | 0.0679 (9) | 0.0116 (6) | 0.0408 (8) | −0.0033 (6) | −0.0158 (7) | 0.0034 (5) |
Br1 | 0.01588 (10) | 0.01375 (9) | 0.01384 (9) | 0.00135 (7) | −0.00178 (6) | 0.00000 (7) |
C1—N1 | 1.343 (2) | C6—H6B | 0.97 (2) |
C1—C2 | 1.369 (3) | C7—O1 | 1.414 (2) |
C1—H1 | 0.94 (2) | C7—C8 | 1.502 (2) |
C2—C3 | 1.391 (2) | C7—H7A | 0.989 (18) |
C2—H2 | 0.92 (2) | C7—H7B | 0.96 (2) |
C3—C4 | 1.394 (2) | C8—F1 | 1.3605 (19) |
C3—C6 | 1.500 (2) | C8—F2 | 1.361 (2) |
C4—C5 | 1.372 (3) | C8—C9 | 1.518 (3) |
C4—H4 | 0.939 (19) | C9—F3 | 1.354 (2) |
C5—N1 | 1.338 (2) | C9—F4 | 1.356 (2) |
C5—H5 | 0.92 (2) | C9—H9 | 0.95 (2) |
C6—O1 | 1.409 (2) | N1—H1A | 0.83 (2) |
C6—H6A | 0.98 (2) | ||
N1—C1—C2 | 119.46 (17) | O1—C7—H7A | 111.0 (11) |
N1—C1—H1 | 116.7 (12) | C8—C7—H7A | 110.1 (11) |
C2—C1—H1 | 123.8 (12) | O1—C7—H7B | 112.7 (11) |
C1—C2—C3 | 119.89 (17) | C8—C7—H7B | 107.9 (11) |
C1—C2—H2 | 118.1 (12) | H7A—C7—H7B | 109.4 (15) |
C3—C2—H2 | 122.0 (12) | F1—C8—F2 | 106.13 (13) |
C2—C3—C4 | 118.98 (16) | F1—C8—C7 | 108.85 (14) |
C2—C3—C6 | 119.03 (15) | F2—C8—C7 | 109.72 (15) |
C4—C3—C6 | 121.98 (15) | F1—C8—C9 | 109.84 (15) |
C5—C4—C3 | 118.99 (17) | F2—C8—C9 | 107.18 (15) |
C5—C4—H4 | 119.3 (11) | C7—C8—C9 | 114.77 (15) |
C3—C4—H4 | 121.7 (11) | F3—C9—F4 | 107.13 (16) |
N1—C5—C4 | 120.27 (17) | F3—C9—C8 | 108.46 (15) |
N1—C5—H5 | 116.8 (12) | F4—C9—C8 | 109.03 (16) |
C4—C5—H5 | 122.9 (12) | F3—C9—H9 | 108.9 (13) |
O1—C6—C3 | 109.18 (14) | F4—C9—H9 | 110.0 (12) |
O1—C6—H6A | 110.1 (11) | C8—C9—H9 | 113.1 (12) |
C3—C6—H6A | 109.3 (12) | C5—N1—C1 | 122.38 (16) |
O1—C6—H6B | 110.4 (11) | C5—N1—H1A | 118.0 (15) |
C3—C6—H6B | 111.3 (12) | C1—N1—H1A | 119.6 (15) |
H6A—C6—H6B | 106.5 (16) | C6—O1—C7 | 113.08 (13) |
O1—C7—C8 | 105.66 (14) |
Salt | D—H···A | Symmetry code | D—H | H···A | D···A | D—H···A |
(1) | N1—H1A···Cl1 | 0.85 (2) | 2.16 (2) | 2.992 (2) | 168 (2) | |
C1—H1···Cl1 | -x+2, -y, -z+1 | 0.95 (2) | 2.72 (2) | 3.571 (2) | 150 (1) | |
C5—H5···Cl1 | -x+2, -y+1, -z+1 | 0.95 (2) | 2.62 (2) | 3.499 (2) | 154 (1) | |
C9—H9···Cl1 | -x+1, -y+1, -z+1 | 0.96 (2) | 2.65 (2) | 3.487 (2) | 146 (2) | |
C2—H4···O1* | 0.91 (2) | 2.38 (2) | 2.700 (2) | 100 (1) | ||
(2) | N1—H1A···Br1 | 0.83 (2) | 2.35 (2) | 3.161 (2) | 166 (2) | |
C1—H1···Br1 | -x+2, -y, -z+1 | 0.94 (2) | 2.79 (2) | 3.635 (2) | 150 (2) | |
C5—H5···Br1 | -x+2, -y+1, -z+1 | 0.92 (2) | 2.87 (2) | 3.717 (2) | 153 (2) | |
C9—H9···Br1 | -x+1, -y+1, -z+1 | 0.95 (2) | 2.78 (2) | 3.620 (2) | 148 (2) | |
C4—H4···O1* | 0.94 (2) | 2.39 (2) | 2.705 (2) | 99 (2) |
Note: (*) intramolecular hydrogen bond. |
Salt | D—H(F)···A | Symmetry code | D—H(F) | H(F)···A | D···A | D—H(F)···A |
(1) | C6—H6A···F2 | -x, y-1/2, -z+1/2 | 0.98 (2) | 2.65 (2) | 3.528 (2) | 149 (1) |
C7—H7B···F1 | -x-1, y+1/2, -z+1/2 | 0.97 (2) | 2.62 (2) | 3.167 (2) | 116 (1) | |
C7—H7B···F2 | -x, y-1/2, -z+1/2 | 0.97 (2) | 2.51 (2) | 3.423 (2) | 156 (1) | |
C8—F1···F2 | x-1, y, z | 1.362 (2) | 2.756 (1) | 3.563 (2) | 115.6 (1) | |
C8—F2···F1 | x+1, y, z | 1.358 (2) | 2.756 (1) | 4.097 (2) | 169.0 (1) | |
C8—F2···F3 | x+1, y, z | 1.358 (2) | 2.884 (1) | 3.695 (2) | 116.5 (1) | |
C9—F3···F2 | x-1, y, z | 1.355 (2) | 2.884 (1) | 3.732 (2) | 118.8 (1) | |
(2) | C6—H6A···F2 | -x, y-1/2, -z+1/2 | 0.98 (2) | 2.60 (2) | 3.487 (2) | 150 (2) |
C7—H7B···F1 | -x-1, y+1/2, -z+1/2 | 0.96 (2) | 2.60 (2) | 3.164 (2) | 118 (1) | |
C7—H7B···F2 | -x, y-1/2, -z+1/2 | 0.96 (2) | 2.56 (2) | 3.445 (2) | 154 (2) | |
C8—F1···F2 | x-1, y, z | 1.361 (2) | 2.772 (1) | 3.564 (2) | 114.8 (1) | |
C8—F2···F1 | x+1, y, z | 1.361 (2) | 2.772 (1) | 4.120 (1) | 170.2 (1) | |
C8—F2···F3 | x+1, y, z | 1.361 (2) | 2.890 (2) | 3.713 (1) | 117.0 (1) | |
C9—F3···F2 | x-1, y, z | 1.354 (2) | 2.890 (2) | 3.738 (1) | 118.9 (1) |