| Crystal data |
| Chemical formula |
C26H19ClN4S |
C26H18ClFN4S |
C26H18BrClN4S |
|
M
r
|
454.96 |
472.95 |
533.85 |
| Crystal system, space group |
Monoclinic, P21/c
|
Monoclinic, P21/c
|
Orthorhombic, P212121
|
| Temperature (K) |
302 |
296 |
296 |
|
a, b, c (Å) |
16.456 (7), 10.420 (2), 26.391 (7) |
15.340 (1), 11.1619 (7), 15.385 (1) |
9.5735 (8), 9.6860 (9), 25.644 (2) |
| α, β, γ (°) |
90, 90.031 (12), 90 |
90, 119.48 (1), 90 |
90, 90, 90 |
|
V (Å3) |
4525 (2) |
2293.2 (3) |
2377.9 (4) |
|
Z
|
8 |
4 |
4 |
| Radiation type |
Mo Kα |
Mo Kα |
Mo Kα |
| μ (mm−1) |
0.28 |
0.29 |
1.95 |
| Crystal size (mm) |
0.33 × 0.31 × 0.28 |
0.46 × 0.44 × 0.20 |
0.48 × 0.44 × 0.44 |
| |
| Data collection |
| Diffractometer |
Bruker SMART X2S benchtop |
Oxford Diffraction Xcalibur with Sapphire CCD |
Oxford Diffraction Xcalibur with Sapphire CCD |
| Absorption correction |
Multi-scan (SADABS; Bruker, 2017 ▸) |
Multi-scan (CrysAlis RED; Oxford Diffraction, 2009 ▸) |
Multi-scan (CrysAlis RED; Oxford Diffraction, 2009 ▸) |
|
T
min, T
max
|
0.845, 0.924 |
0.768, 0.944 |
0.368, 0.424 |
| No. of measured, independent and observed [I > 2σ(I)] reflections |
55921, 10420, 7091 |
16612, 5041, 3161 |
10501, 4645, 3140 |
|
R
int
|
0.036 |
0.025 |
0.030 |
| (sin θ/λ)max (Å−1) |
0.651 |
0.651 |
0.658 |
| |
| Refinement |
|
R[F
2 > 2σ(F
2)], wR(F
2), S
|
0.060, 0.177, 1.02 |
0.050, 0.131, 1.01 |
0.045, 0.100, 1.02 |
| No. of reflections |
10420 |
5041 |
4645 |
| No. of parameters |
605 |
323 |
323 |
| No. of restraints |
18 |
23 |
18 |
| H-atom treatment |
H atoms treated by a mixture of independent and constrained refinement |
H atoms treated by a mixture of independent and constrained refinement |
H atoms treated by a mixture of independent and constrained refinement |
| Δρmax, Δρmin (e Å−3) |
0.77, −0.60 |
0.26, −0.24 |
0.40, −0.51 |
| Absolute structure |
– |
– |
Flack x determined using 943 quotients [(I
+)−(I
−)]/[(I
+)+(I
−)] (Parsons et al., 2013 ▸) |
| Absolute structure parameter |
– |
– |
0.014 (5) |
