organic compounds
H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate
of ethyl 4-(2-chlorophenyl)-2-methyl-4aPost-Graduate Department of Physics & Electronics, University of Jammu, Jammu Tawi 180 006, India, and bDepartment of Chemistry, University of Jammu, Jammu Tawi 180 006, India
*Correspondence e-mail: vivek_gupta2k2@hotmail.com
In the title compound, C20H17ClN2O2S, the dihedral angle between the planes of the benzothiazole fused ring system (r.m.s. deviation = 0.024 Å) and the chlorobenzene ring is 89.62 (12)°. The ester C—O—C—C side chain has an anti orientation [torsion angle = −155.2 (3)°]. In the crystal, weak aromatic π–π stacking interactions are observed between the phenyl and pyrimidine rings [centroid–centroid seperation = 3.666 (2) Å].
CCDC reference: 1406433
1. Related literature
For biological activities of benzothiazoles, see: Landreau et al. (2002); Russo et al. (1985). For a related structure, see: Sankar et al. (2015).
2. Experimental
2.1. Crystal data
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2.3. Refinement
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Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell CrysAlis PRO; data reduction: CrysAlis PRO; 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, 2012); software used to prepare material for publication: PLATON (Spek, 2009).
Supporting information
CCDC reference: 1406433
https://doi.org/10.1107/S2056989015014905/hb7475sup1.cif
contains datablocks I, New_Global_Publ_Block. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2056989015014905/hb7475Isup2.hkl
Supporting information file. DOI: https://doi.org/10.1107/S2056989015014905/hb7475Isup3.cml
To a mixture of ethylacetoacetate (1.0 mmol, 0.13 g), 2-chlorobenzadehyde (1.0 mmol, 0.14 g) and 2-aminobenzothiazole (1.0 mmol, 0.152 g) in a round bottom flask (25 ml), C/TiO2·SO3·SbCl2 (0.1 g) was added and the reaction mixture was heated at 363 K under solvent-free conditions for 1 h. Hot ethanol (2 × 5 ml) was added to the reaction mixture and the catalyst was separated by simple filteration. Removal of the solvent under reduced pressure afforded the product, which was further crystallized from ethanol as yellow crystals (Yield: 88%).
All the H atoms were geometrically fixed and allowed to ride on their parent C atoms, with C—H distances of 0.93–0.96 Å; and with Uiso(H) = 1.2Ueq(C), except for the methyl group where Uiso(H) = 1.5Ueq(C).
For the biological activities of benzothiazoles, see: Landreau et al. (2002); Russo et al. (1985). For a related structure, see: Sankar et al. (2015).
Data collection: CrysAlis PRO (Oxford Diffraction, 2010); cell
CrysAlis PRO (Oxford Diffraction, 2010); data reduction: CrysAlis PRO (Oxford Diffraction, 2010); 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, 2012); software used to prepare material for publication: PLATON (Spek, 2009).Fig. 1. ORTEP view of the molecule with displacement ellipsoids drawn at the 40% probability level. | |
Fig. 2. The packing arrangement of molecules viewed down the a axis. |
C20H17ClN2O2S | Z = 2 |
Mr = 384.87 | F(000) = 400 |
Triclinic, P1 | Dx = 1.431 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.9049 (8) Å | Cell parameters from 1737 reflections |
b = 8.9275 (10) Å | θ = 4.1–27.4° |
c = 12.3564 (11) Å | µ = 0.35 mm−1 |
α = 88.434 (8)° | T = 293 K |
β = 83.536 (7)° | Block, colourless |
γ = 66.201 (10)° | 0.30 × 0.20 × 0.20 mm |
V = 892.90 (15) Å3 |
Oxford Diffraction Xcalibur Sapphire3 diffractometer | 3477 independent reflections |
Radiation source: fine-focus sealed tube | 2275 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.033 |
Detector resolution: 16.1049 pixels mm-1 | θmax = 26.0°, θmin = 3.9° |
ω scans | h = −10→10 |
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010) | k = −10→10 |
Tmin = 0.880, Tmax = 1.000 | l = −9→15 |
6440 measured reflections |
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)] = 0.053 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.142 | H-atom parameters constrained |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0556P)2 + 0.235P] where P = (Fo2 + 2Fc2)/3 |
3477 reflections | (Δ/σ)max < 0.001 |
237 parameters | Δρmax = 0.64 e Å−3 |
0 restraints | Δρmin = −0.35 e Å−3 |
C20H17ClN2O2S | γ = 66.201 (10)° |
Mr = 384.87 | V = 892.90 (15) Å3 |
Triclinic, P1 | Z = 2 |
a = 8.9049 (8) Å | Mo Kα radiation |
b = 8.9275 (10) Å | µ = 0.35 mm−1 |
c = 12.3564 (11) Å | T = 293 K |
α = 88.434 (8)° | 0.30 × 0.20 × 0.20 mm |
β = 83.536 (7)° |
Oxford Diffraction Xcalibur Sapphire3 diffractometer | 3477 independent reflections |
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010) | 2275 reflections with I > 2σ(I) |
Tmin = 0.880, Tmax = 1.000 | Rint = 0.033 |
6440 measured reflections |
R[F2 > 2σ(F2)] = 0.053 | 0 restraints |
wR(F2) = 0.142 | H-atom parameters constrained |
S = 1.03 | Δρmax = 0.64 e Å−3 |
3477 reflections | Δρmin = −0.35 e Å−3 |
237 parameters |
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 | ||
S7 | 0.83804 (10) | 0.01946 (11) | 0.38623 (8) | 0.0592 (3) | |
Cl1 | 0.02890 (10) | 0.33670 (11) | 0.39074 (8) | 0.0648 (3) | |
N9 | 0.5363 (3) | 0.0924 (2) | 0.35456 (18) | 0.0370 (6) | |
C25 | 0.1519 (4) | 0.3941 (3) | 0.2942 (2) | 0.0431 (7) | |
C12 | 0.4497 (3) | −0.0172 (3) | 0.2052 (2) | 0.0368 (7) | |
O16 | 0.1721 (3) | 0.0825 (2) | 0.17927 (17) | 0.0531 (6) | |
N10 | 0.7388 (3) | −0.0979 (3) | 0.2270 (2) | 0.0503 (7) | |
C21 | 0.4011 (4) | 0.3408 (3) | 0.1786 (2) | 0.0445 (7) | |
H21 | 0.5087 | 0.2715 | 0.1531 | 0.053* | |
C8 | 0.6924 (3) | −0.0008 (3) | 0.3117 (2) | 0.0427 (7) | |
C20 | 0.3121 (3) | 0.2857 (3) | 0.2573 (2) | 0.0345 (6) | |
C15 | 0.3219 (4) | −0.0328 (3) | 0.1475 (2) | 0.0446 (7) | |
O19 | 0.3434 (3) | −0.1335 (3) | 0.0766 (2) | 0.0719 (7) | |
C13 | 0.3919 (3) | 0.1118 (3) | 0.2977 (2) | 0.0341 (6) | |
H13 | 0.3110 | 0.0911 | 0.3495 | 0.041* | |
C1 | 0.5264 (3) | 0.1829 (3) | 0.4491 (2) | 0.0370 (7) | |
C11 | 0.6124 (4) | −0.1115 (3) | 0.1764 (2) | 0.0443 (7) | |
C3 | 0.4058 (4) | 0.3661 (4) | 0.6003 (3) | 0.0553 (9) | |
H3 | 0.3125 | 0.4372 | 0.6429 | 0.066* | |
C24 | 0.0834 (4) | 0.5496 (4) | 0.2540 (3) | 0.0612 (10) | |
H24 | −0.0238 | 0.6201 | 0.2795 | 0.073* | |
C2 | 0.3873 (4) | 0.2860 (4) | 0.5114 (2) | 0.0473 (8) | |
H2 | 0.2829 | 0.3019 | 0.4944 | 0.057* | |
C17 | 0.0396 (4) | 0.0912 (4) | 0.1179 (3) | 0.0608 (9) | |
H17A | −0.0047 | 0.0128 | 0.1455 | 0.073* | |
H17B | 0.0815 | 0.0642 | 0.0419 | 0.073* | |
C6 | 0.6823 (4) | 0.1580 (3) | 0.4765 (2) | 0.0439 (7) | |
C14 | 0.6786 (4) | −0.2416 (4) | 0.0879 (3) | 0.0640 (10) | |
H14A | 0.6468 | −0.3300 | 0.1087 | 0.096* | |
H14B | 0.7969 | −0.2819 | 0.0772 | 0.096* | |
H14C | 0.6343 | −0.1959 | 0.0214 | 0.096* | |
C5 | 0.6991 (4) | 0.2383 (4) | 0.5662 (3) | 0.0561 (9) | |
H5 | 0.8031 | 0.2214 | 0.5845 | 0.067* | |
C4 | 0.5604 (4) | 0.3422 (4) | 0.6264 (3) | 0.0601 (9) | |
H4 | 0.5697 | 0.3978 | 0.6861 | 0.072* | |
C23 | 0.1744 (5) | 0.5998 (4) | 0.1761 (3) | 0.0675 (11) | |
H23 | 0.1283 | 0.7051 | 0.1491 | 0.081* | |
C18 | −0.0923 (5) | 0.2586 (5) | 0.1279 (4) | 0.0812 (12) | |
H18A | −0.1419 | 0.2802 | 0.2021 | 0.122* | |
H18B | −0.1747 | 0.2677 | 0.0813 | 0.122* | |
H18C | −0.0457 | 0.3365 | 0.1069 | 0.122* | |
C22 | 0.3327 (5) | 0.4969 (4) | 0.1373 (3) | 0.0594 (10) | |
H22 | 0.3932 | 0.5316 | 0.0839 | 0.071* |
U11 | U22 | U33 | U12 | U13 | U23 | |
S7 | 0.0328 (4) | 0.0641 (5) | 0.0699 (6) | −0.0056 (4) | −0.0153 (4) | −0.0055 (5) |
Cl1 | 0.0374 (5) | 0.0726 (6) | 0.0751 (6) | −0.0129 (4) | −0.0018 (4) | −0.0116 (5) |
N9 | 0.0318 (13) | 0.0316 (11) | 0.0424 (14) | −0.0058 (10) | −0.0106 (11) | 0.0003 (10) |
C25 | 0.0382 (16) | 0.0343 (14) | 0.0534 (19) | −0.0077 (13) | −0.0169 (15) | −0.0053 (13) |
C12 | 0.0402 (16) | 0.0244 (12) | 0.0425 (16) | −0.0089 (12) | −0.0075 (14) | −0.0002 (12) |
O16 | 0.0401 (12) | 0.0549 (12) | 0.0632 (14) | −0.0144 (10) | −0.0165 (11) | −0.0126 (11) |
N10 | 0.0361 (14) | 0.0421 (13) | 0.0579 (17) | −0.0002 (11) | −0.0040 (13) | −0.0080 (13) |
C21 | 0.0514 (19) | 0.0383 (15) | 0.0456 (18) | −0.0177 (14) | −0.0141 (16) | −0.0004 (13) |
C8 | 0.0324 (16) | 0.0349 (14) | 0.0517 (18) | −0.0028 (12) | −0.0107 (14) | 0.0046 (14) |
C20 | 0.0341 (15) | 0.0295 (13) | 0.0395 (16) | −0.0100 (12) | −0.0131 (13) | −0.0019 (12) |
C15 | 0.0512 (19) | 0.0349 (15) | 0.0499 (18) | −0.0189 (14) | −0.0085 (16) | 0.0017 (14) |
O19 | 0.0711 (17) | 0.0584 (14) | 0.0851 (18) | −0.0210 (13) | −0.0161 (15) | −0.0285 (13) |
C13 | 0.0299 (14) | 0.0297 (13) | 0.0421 (16) | −0.0097 (11) | −0.0104 (13) | 0.0026 (12) |
C1 | 0.0351 (16) | 0.0344 (14) | 0.0413 (16) | −0.0112 (12) | −0.0152 (13) | 0.0058 (13) |
C11 | 0.0492 (18) | 0.0291 (14) | 0.0487 (18) | −0.0092 (13) | −0.0068 (15) | −0.0011 (13) |
C3 | 0.050 (2) | 0.0590 (19) | 0.0467 (19) | −0.0105 (16) | −0.0080 (16) | −0.0088 (16) |
C24 | 0.053 (2) | 0.0373 (17) | 0.081 (3) | 0.0000 (16) | −0.028 (2) | −0.0075 (17) |
C2 | 0.0403 (17) | 0.0554 (18) | 0.0430 (17) | −0.0143 (15) | −0.0111 (15) | −0.0004 (15) |
C17 | 0.052 (2) | 0.068 (2) | 0.074 (2) | −0.0304 (18) | −0.0224 (19) | −0.0030 (18) |
C6 | 0.0400 (17) | 0.0410 (15) | 0.0484 (18) | −0.0121 (13) | −0.0129 (15) | 0.0037 (14) |
C14 | 0.058 (2) | 0.0497 (18) | 0.068 (2) | −0.0050 (17) | −0.0011 (19) | −0.0180 (18) |
C5 | 0.048 (2) | 0.064 (2) | 0.060 (2) | −0.0208 (17) | −0.0246 (18) | 0.0024 (18) |
C4 | 0.065 (2) | 0.066 (2) | 0.053 (2) | −0.0261 (19) | −0.0207 (19) | −0.0087 (18) |
C23 | 0.087 (3) | 0.0312 (16) | 0.079 (3) | −0.0107 (19) | −0.042 (2) | 0.0046 (18) |
C18 | 0.064 (3) | 0.082 (3) | 0.098 (3) | −0.022 (2) | −0.043 (2) | 0.008 (2) |
C22 | 0.092 (3) | 0.0491 (19) | 0.051 (2) | −0.039 (2) | −0.021 (2) | 0.0095 (16) |
S7—C8 | 1.741 (3) | C11—C14 | 1.505 (4) |
S7—C6 | 1.744 (3) | C3—C4 | 1.379 (4) |
Cl1—C25 | 1.735 (3) | C3—C2 | 1.388 (4) |
N9—C8 | 1.353 (3) | C3—H3 | 0.9300 |
N9—C1 | 1.413 (3) | C24—C23 | 1.370 (5) |
N9—C13 | 1.481 (3) | C24—H24 | 0.9300 |
C25—C24 | 1.376 (4) | C2—H2 | 0.9300 |
C25—C20 | 1.394 (4) | C17—C18 | 1.479 (5) |
C12—C11 | 1.360 (4) | C17—H17A | 0.9700 |
C12—C15 | 1.462 (4) | C17—H17B | 0.9700 |
C12—C13 | 1.536 (3) | C6—C5 | 1.390 (4) |
O16—C15 | 1.338 (3) | C14—H14A | 0.9600 |
O16—C17 | 1.448 (3) | C14—H14B | 0.9600 |
N10—C8 | 1.296 (4) | C14—H14C | 0.9600 |
N10—C11 | 1.394 (4) | C5—C4 | 1.359 (4) |
C21—C22 | 1.385 (4) | C5—H5 | 0.9300 |
C21—C20 | 1.389 (4) | C4—H4 | 0.9300 |
C21—H21 | 0.9300 | C23—C22 | 1.374 (5) |
C20—C13 | 1.521 (3) | C23—H23 | 0.9300 |
C15—O19 | 1.216 (3) | C18—H18A | 0.9600 |
C13—H13 | 0.9800 | C18—H18B | 0.9600 |
C1—C2 | 1.370 (4) | C18—H18C | 0.9600 |
C1—C6 | 1.394 (4) | C22—H22 | 0.9300 |
C8—S7—C6 | 91.01 (14) | C23—C24—C25 | 119.5 (3) |
C8—N9—C1 | 114.1 (2) | C23—C24—H24 | 120.2 |
C8—N9—C13 | 121.6 (2) | C25—C24—H24 | 120.2 |
C1—N9—C13 | 123.8 (2) | C1—C2—C3 | 118.5 (3) |
C24—C25—C20 | 121.5 (3) | C1—C2—H2 | 120.7 |
C24—C25—Cl1 | 117.2 (3) | C3—C2—H2 | 120.7 |
C20—C25—Cl1 | 121.3 (2) | O16—C17—C18 | 109.4 (3) |
C11—C12—C15 | 121.0 (2) | O16—C17—H17A | 109.8 |
C11—C12—C13 | 121.9 (2) | C18—C17—H17A | 109.8 |
C15—C12—C13 | 117.1 (2) | O16—C17—H17B | 109.8 |
C15—O16—C17 | 116.6 (2) | C18—C17—H17B | 109.8 |
C8—N10—C11 | 115.9 (2) | H17A—C17—H17B | 108.2 |
C22—C21—C20 | 121.3 (3) | C5—C6—C1 | 120.7 (3) |
C22—C21—H21 | 119.3 | C5—C6—S7 | 128.0 (2) |
C20—C21—H21 | 119.3 | C1—C6—S7 | 111.2 (2) |
N10—C8—N9 | 127.7 (3) | C11—C14—H14A | 109.5 |
N10—C8—S7 | 120.5 (2) | C11—C14—H14B | 109.5 |
N9—C8—S7 | 111.8 (2) | H14A—C14—H14B | 109.5 |
C21—C20—C25 | 117.5 (3) | C11—C14—H14C | 109.5 |
C21—C20—C13 | 119.1 (2) | H14A—C14—H14C | 109.5 |
C25—C20—C13 | 123.4 (3) | H14B—C14—H14C | 109.5 |
O19—C15—O16 | 121.7 (3) | C4—C5—C6 | 118.6 (3) |
O19—C15—C12 | 126.3 (3) | C4—C5—H5 | 120.7 |
O16—C15—C12 | 112.0 (2) | C6—C5—H5 | 120.7 |
N9—C13—C20 | 110.1 (2) | C5—C4—C3 | 120.9 (3) |
N9—C13—C12 | 108.4 (2) | C5—C4—H4 | 119.6 |
C20—C13—C12 | 112.7 (2) | C3—C4—H4 | 119.6 |
N9—C13—H13 | 108.5 | C24—C23—C22 | 120.9 (3) |
C20—C13—H13 | 108.5 | C24—C23—H23 | 119.5 |
C12—C13—H13 | 108.5 | C22—C23—H23 | 119.5 |
C2—C1—C6 | 120.2 (2) | C17—C18—H18A | 109.5 |
C2—C1—N9 | 128.0 (2) | C17—C18—H18B | 109.5 |
C6—C1—N9 | 111.9 (2) | H18A—C18—H18B | 109.5 |
C12—C11—N10 | 123.1 (2) | C17—C18—H18C | 109.5 |
C12—C11—C14 | 125.1 (3) | H18A—C18—H18C | 109.5 |
N10—C11—C14 | 111.8 (3) | H18B—C18—H18C | 109.5 |
C4—C3—C2 | 121.1 (3) | C23—C22—C21 | 119.2 (4) |
C4—C3—H3 | 119.5 | C23—C22—H22 | 120.4 |
C2—C3—H3 | 119.5 | C21—C22—H22 | 120.4 |
C11—N10—C8—N9 | −2.2 (5) | C15—C12—C13—C20 | −65.5 (3) |
C11—N10—C8—S7 | 176.9 (2) | C8—N9—C1—C2 | −179.2 (3) |
C1—N9—C8—N10 | 178.7 (3) | C13—N9—C1—C2 | 8.4 (4) |
C13—N9—C8—N10 | −8.7 (5) | C8—N9—C1—C6 | 1.1 (3) |
C1—N9—C8—S7 | −0.4 (3) | C13—N9—C1—C6 | −171.3 (2) |
C13—N9—C8—S7 | 172.18 (18) | C15—C12—C11—N10 | 178.2 (3) |
C6—S7—C8—N10 | −179.5 (3) | C13—C12—C11—N10 | −0.7 (4) |
C6—S7—C8—N9 | −0.3 (2) | C15—C12—C11—C14 | −2.0 (5) |
C22—C21—C20—C25 | −0.7 (4) | C13—C12—C11—C14 | 179.1 (3) |
C22—C21—C20—C13 | 178.5 (2) | C8—N10—C11—C12 | 6.8 (4) |
C24—C25—C20—C21 | 0.4 (4) | C8—N10—C11—C14 | −173.1 (3) |
Cl1—C25—C20—C21 | 178.98 (19) | C20—C25—C24—C23 | −0.2 (4) |
C24—C25—C20—C13 | −178.9 (2) | Cl1—C25—C24—C23 | −178.8 (2) |
Cl1—C25—C20—C13 | −0.3 (4) | C6—C1—C2—C3 | 1.1 (4) |
C17—O16—C15—O19 | −5.8 (4) | N9—C1—C2—C3 | −178.6 (3) |
C17—O16—C15—C12 | 172.5 (2) | C4—C3—C2—C1 | −0.5 (5) |
C11—C12—C15—O19 | 5.4 (5) | C15—O16—C17—C18 | −155.2 (3) |
C13—C12—C15—O19 | −175.7 (3) | C2—C1—C6—C5 | −0.8 (4) |
C11—C12—C15—O16 | −172.8 (3) | N9—C1—C6—C5 | 179.0 (3) |
C13—C12—C15—O16 | 6.1 (4) | C2—C1—C6—S7 | 179.0 (2) |
C8—N9—C13—C20 | −110.7 (3) | N9—C1—C6—S7 | −1.3 (3) |
C1—N9—C13—C20 | 61.2 (3) | C8—S7—C6—C5 | −179.4 (3) |
C8—N9—C13—C12 | 12.9 (3) | C8—S7—C6—C1 | 0.9 (2) |
C1—N9—C13—C12 | −175.2 (2) | C1—C6—C5—C4 | −0.2 (5) |
C21—C20—C13—N9 | 64.4 (3) | S7—C6—C5—C4 | −179.9 (3) |
C25—C20—C13—N9 | −116.4 (3) | C6—C5—C4—C3 | 0.8 (5) |
C21—C20—C13—C12 | −56.7 (3) | C2—C3—C4—C5 | −0.5 (5) |
C25—C20—C13—C12 | 122.5 (3) | C25—C24—C23—C22 | 0.3 (5) |
C11—C12—C13—N9 | −8.7 (4) | C24—C23—C22—C21 | −0.6 (5) |
C15—C12—C13—N9 | 172.4 (2) | C20—C21—C22—C23 | 0.9 (4) |
C11—C12—C13—C20 | 113.4 (3) |
Experimental details
Crystal data | |
Chemical formula | C20H17ClN2O2S |
Mr | 384.87 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 8.9049 (8), 8.9275 (10), 12.3564 (11) |
α, β, γ (°) | 88.434 (8), 83.536 (7), 66.201 (10) |
V (Å3) | 892.90 (15) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.35 |
Crystal size (mm) | 0.30 × 0.20 × 0.20 |
Data collection | |
Diffractometer | Oxford Diffraction Xcalibur Sapphire3 |
Absorption correction | Multi-scan (CrysAlis PRO; Oxford Diffraction, 2010) |
Tmin, Tmax | 0.880, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6440, 3477, 2275 |
Rint | 0.033 |
(sin θ/λ)max (Å−1) | 0.617 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.053, 0.142, 1.03 |
No. of reflections | 3477 |
No. of parameters | 237 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.64, −0.35 |
Computer programs: CrysAlis PRO (Oxford Diffraction, 2010), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 2012), PLATON (Spek, 2009).
Acknowledgements
RK acknowledges the Department of Science & Technology for single-crystal X-ray diffractometer sanctioned as a National Facility under Project No. SR/S2/CMP-47/2003.
References
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