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metal-organic compounds
Bis{benzyl N′-[(1H-indol-3-yl)methylene]dithiocarbazato-κ2N′,S}copper(II) N,N-dimethylformamide disolvate
aDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
*Correspondence e-mail: seikweng@um.edu.my
In the structure of [Cu(C17H14N3S2)2]·2C3H7NO, the Cu atom (site symmetry ) is N,S-chelated by the two deprotonated Schiff-base anions that define a distorted square-planar geometry. An N—H⋯O hydrogen bond links the mononuclear complex to the DMF solvent molecules.
Related literature
For the Schiff base ligand, see: Khaledi et al. (2008b). For the isostructural nickel analog, see: Khaledi et al. (2008a
).
Experimental
Crystal data
|
Refinement
|
|
Data collection: APEX2 (Bruker, 2007); cell SAINT (Bruker, 2007
); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008
); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008
); molecular graphics: X-SEED (Barbour, 2001
); software used to prepare material for publication: publCIF (Westrip, 2009
).
Supporting information
10.1107/S1600536808043808/tk2349sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808043808/tk2349Isup2.hkl
Benzyl (1H-indol-2-ylmethylene)hydrazinecarbodithioate (Khaledi et al., 2008b) (1 mmol, 0.33 g) was dissolved in ethanol (30 ml). To the clear solution was added an ethanol solution (10 ml) containing 1 mmol (0.09 g) of copper chloride dihydrate. The mixture was heated for an hour. The product that separated was recrystallized from DMF.
The C-bound H atoms were placed at calculated positions (C–H 0.95–0.99 Å) and were treated as riding on their parent C atoms, with U(H) set to 1.2–1.5 times Ueq(C). The amino H-atom was located in a difference Fourier map, and was refined with a distance restraint of N–H 0.88±0.01 Å; its temperature factor was freely refined.
Data collection: APEX2 (Bruker, 2007); cell
SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: pubCIF (Westrip, 2009). ![]() | Fig. 1. Thermal ellipsoid plot (Barbour, 2001) of Cu(C17H14N3).2DMF at the 70% probability level. Hydrogen atoms are drawn as spheres of arbitrary radius. |
[Cu(C17H14N3S2)2]·2C3H7NO | Z = 2 |
Mr = 858.60 | F(000) = 894 |
Monoclinic, P21/c | Dx = 1.425 Mg m−3 |
Hall symbol: -P 2ybc | Mo Kα radiation, λ = 0.71073 Å |
a = 10.4461 (2) Å | µ = 0.80 mm−1 |
b = 20.0882 (3) Å | T = 100 K |
c = 10.8333 (2) Å | Irregular block, brown |
β = 118.366 (1)° | 0.25 × 0.15 × 0.05 mm |
V = 2000.34 (6) Å3 |
Bruker SMART APEX diffractometer | 4594 independent reflections |
Radiation source: fine-focus sealed tube | 3837 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.035 |
ω scans | θmax = 27.5°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −13→13 |
Tmin = 0.825, Tmax = 0.961 | k = −25→26 |
18600 measured reflections | l = −14→14 |
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)] = 0.031 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.081 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0382P)2 + 0.7321P] where P = (Fo2 + 2Fc2)/3 |
4594 reflections | (Δ/σ)max = 0.001 |
256 parameters | Δρmax = 0.36 e Å−3 |
0 restraints | Δρmin = −0.36 e Å−3 |
[Cu(C17H14N3S2)2]·2C3H7NO | V = 2000.34 (6) Å3 |
Mr = 858.60 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 10.4461 (2) Å | µ = 0.80 mm−1 |
b = 20.0882 (3) Å | T = 100 K |
c = 10.8333 (2) Å | 0.25 × 0.15 × 0.05 mm |
β = 118.366 (1)° |
Bruker SMART APEX diffractometer | 4594 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3837 reflections with I > 2σ(I) |
Tmin = 0.825, Tmax = 0.961 | Rint = 0.035 |
18600 measured reflections |
R[F2 > 2σ(F2)] = 0.031 | 0 restraints |
wR(F2) = 0.081 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | Δρmax = 0.36 e Å−3 |
4594 reflections | Δρmin = −0.36 e Å−3 |
256 parameters |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.5000 | 0.5000 | 0.5000 | 0.01678 (8) | |
O1 | 0.8350 (2) | 0.56467 (8) | −0.10421 (17) | 0.0526 (5) | |
S1 | 0.51561 (5) | 0.61250 (2) | 0.51610 (5) | 0.02414 (11) | |
S2 | 0.61468 (5) | 0.70543 (2) | 0.37409 (5) | 0.02345 (11) | |
N1 | 0.60380 (15) | 0.57545 (7) | 0.32793 (14) | 0.0191 (3) | |
N2 | 0.56823 (15) | 0.51211 (7) | 0.35752 (15) | 0.0193 (3) | |
N3 | 0.72111 (17) | 0.49444 (7) | 0.03797 (16) | 0.0234 (3) | |
H3N | 0.756 (3) | 0.5192 (11) | −0.006 (2) | 0.040 (6)* | |
N4 | 0.91692 (17) | 0.57480 (8) | −0.26314 (16) | 0.0267 (3) | |
C1 | 0.81749 (19) | 0.68443 (8) | 0.27140 (19) | 0.0223 (4) | |
C2 | 0.9316 (2) | 0.68264 (9) | 0.4074 (2) | 0.0282 (4) | |
H2 | 0.9149 | 0.6937 | 0.4838 | 0.034* | |
C3 | 1.0699 (2) | 0.66472 (10) | 0.4321 (2) | 0.0338 (4) | |
H3 | 1.1469 | 0.6628 | 0.5258 | 0.041* | |
C4 | 1.0974 (2) | 0.64964 (10) | 0.3226 (2) | 0.0340 (5) | |
H4 | 1.1926 | 0.6376 | 0.3406 | 0.041* | |
C5 | 0.9852 (2) | 0.65223 (10) | 0.1870 (2) | 0.0315 (4) | |
H5 | 1.0030 | 0.6423 | 0.1108 | 0.038* | |
C6 | 0.8463 (2) | 0.66931 (9) | 0.1618 (2) | 0.0261 (4) | |
H6 | 0.7695 | 0.6707 | 0.0680 | 0.031* | |
C7 | 0.6635 (2) | 0.70369 (9) | 0.23471 (19) | 0.0245 (4) | |
H7A | 0.5968 | 0.6724 | 0.1620 | 0.029* | |
H7B | 0.6446 | 0.7485 | 0.1915 | 0.029* | |
C8 | 0.58034 (17) | 0.62208 (8) | 0.39595 (17) | 0.0188 (3) | |
C9 | 0.58804 (18) | 0.46384 (8) | 0.28764 (18) | 0.0204 (3) | |
H9 | 0.5641 | 0.4209 | 0.3071 | 0.024* | |
C10 | 0.63940 (18) | 0.46470 (8) | 0.18750 (17) | 0.0201 (3) | |
C11 | 0.68033 (19) | 0.51762 (9) | 0.13067 (19) | 0.0229 (4) | |
H11 | 0.6796 | 0.5632 | 0.1538 | 0.027* | |
C12 | 0.65845 (18) | 0.40510 (8) | 0.12243 (17) | 0.0196 (3) | |
C13 | 0.63965 (19) | 0.33709 (9) | 0.13551 (18) | 0.0234 (4) | |
H13 | 0.6062 | 0.3216 | 0.1980 | 0.028* | |
C14 | 0.6707 (2) | 0.29284 (9) | 0.0556 (2) | 0.0276 (4) | |
H14 | 0.6595 | 0.2464 | 0.0645 | 0.033* | |
C15 | 0.7185 (2) | 0.31520 (9) | −0.0383 (2) | 0.0285 (4) | |
H15 | 0.7380 | 0.2837 | −0.0926 | 0.034* | |
C16 | 0.73753 (19) | 0.38186 (9) | −0.05314 (18) | 0.0250 (4) | |
H16 | 0.7690 | 0.3972 | −0.1173 | 0.030* | |
C17 | 0.70879 (18) | 0.42596 (9) | 0.02967 (18) | 0.0211 (3) | |
C18 | 0.8710 (3) | 0.54041 (11) | −0.1878 (2) | 0.0395 (5) | |
H18 | 0.8652 | 0.4934 | −0.1989 | 0.047* | |
C19 | 0.9269 (2) | 0.64686 (9) | −0.2527 (2) | 0.0294 (4) | |
H19A | 0.9223 | 0.6613 | −0.1685 | 0.044* | |
H19B | 0.8460 | 0.6666 | −0.3358 | 0.044* | |
H19C | 1.0193 | 0.6613 | −0.2467 | 0.044* | |
C20 | 0.9516 (2) | 0.54244 (10) | −0.3636 (2) | 0.0314 (4) | |
H20A | 0.9441 | 0.4941 | −0.3573 | 0.047* | |
H20B | 1.0510 | 0.5541 | −0.3427 | 0.047* | |
H20C | 0.8832 | 0.5573 | −0.4587 | 0.047* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.01726 (15) | 0.01781 (15) | 0.01939 (15) | 0.00000 (11) | 0.01205 (12) | 0.00001 (11) |
O1 | 0.0872 (13) | 0.0476 (10) | 0.0468 (9) | −0.0192 (9) | 0.0511 (10) | −0.0044 (7) |
S1 | 0.0345 (3) | 0.0189 (2) | 0.0316 (2) | −0.00003 (17) | 0.0260 (2) | −0.00067 (17) |
S2 | 0.0308 (2) | 0.0175 (2) | 0.0305 (2) | 0.00151 (17) | 0.0214 (2) | 0.00143 (17) |
N1 | 0.0217 (7) | 0.0178 (7) | 0.0208 (7) | −0.0002 (5) | 0.0126 (6) | 0.0020 (6) |
N2 | 0.0222 (7) | 0.0179 (7) | 0.0214 (7) | −0.0007 (5) | 0.0134 (6) | 0.0007 (5) |
N3 | 0.0284 (8) | 0.0236 (8) | 0.0266 (8) | 0.0016 (6) | 0.0198 (7) | 0.0027 (6) |
N4 | 0.0282 (8) | 0.0283 (8) | 0.0251 (8) | −0.0006 (6) | 0.0138 (7) | 0.0045 (6) |
C1 | 0.0268 (9) | 0.0148 (8) | 0.0302 (9) | −0.0002 (7) | 0.0175 (8) | 0.0050 (7) |
C2 | 0.0309 (10) | 0.0290 (10) | 0.0281 (9) | −0.0024 (8) | 0.0168 (8) | 0.0022 (8) |
C3 | 0.0247 (10) | 0.0349 (11) | 0.0346 (11) | −0.0042 (8) | 0.0082 (9) | 0.0018 (9) |
C4 | 0.0256 (10) | 0.0290 (10) | 0.0506 (13) | −0.0022 (8) | 0.0207 (10) | −0.0036 (9) |
C5 | 0.0329 (11) | 0.0303 (10) | 0.0405 (11) | −0.0016 (8) | 0.0249 (10) | −0.0031 (8) |
C6 | 0.0285 (9) | 0.0252 (9) | 0.0290 (9) | −0.0006 (7) | 0.0172 (8) | 0.0027 (7) |
C7 | 0.0291 (9) | 0.0236 (9) | 0.0274 (9) | 0.0054 (7) | 0.0187 (8) | 0.0081 (7) |
C8 | 0.0158 (8) | 0.0215 (8) | 0.0196 (8) | 0.0016 (6) | 0.0090 (7) | 0.0025 (6) |
C9 | 0.0223 (9) | 0.0182 (8) | 0.0240 (9) | −0.0011 (6) | 0.0137 (7) | −0.0003 (7) |
C10 | 0.0214 (8) | 0.0197 (8) | 0.0212 (8) | −0.0004 (6) | 0.0118 (7) | −0.0010 (7) |
C11 | 0.0262 (9) | 0.0219 (8) | 0.0272 (9) | 0.0022 (7) | 0.0182 (8) | 0.0003 (7) |
C12 | 0.0178 (8) | 0.0226 (8) | 0.0197 (8) | 0.0000 (6) | 0.0100 (7) | −0.0026 (7) |
C13 | 0.0223 (9) | 0.0239 (9) | 0.0259 (9) | −0.0034 (7) | 0.0129 (8) | −0.0027 (7) |
C14 | 0.0238 (9) | 0.0227 (9) | 0.0355 (10) | −0.0022 (7) | 0.0135 (8) | −0.0060 (8) |
C15 | 0.0254 (9) | 0.0303 (10) | 0.0310 (10) | 0.0022 (8) | 0.0143 (8) | −0.0098 (8) |
C16 | 0.0223 (9) | 0.0340 (10) | 0.0220 (9) | 0.0023 (7) | 0.0131 (8) | −0.0034 (7) |
C17 | 0.0192 (8) | 0.0237 (9) | 0.0210 (8) | 0.0025 (7) | 0.0101 (7) | −0.0001 (7) |
C18 | 0.0543 (14) | 0.0337 (11) | 0.0362 (11) | −0.0107 (10) | 0.0262 (11) | 0.0016 (9) |
C19 | 0.0338 (11) | 0.0283 (10) | 0.0271 (10) | −0.0031 (8) | 0.0154 (9) | 0.0030 (8) |
C20 | 0.0308 (10) | 0.0354 (11) | 0.0312 (10) | 0.0037 (8) | 0.0173 (9) | 0.0028 (8) |
Cu1—N2 | 1.9987 (14) | C5—H5 | 0.9500 |
Cu1—N2i | 1.9987 (14) | C6—H6 | 0.9500 |
Cu1—S1 | 2.2666 (4) | C7—H7A | 0.9900 |
Cu1—S1i | 2.2666 (4) | C7—H7B | 0.9900 |
O1—C18 | 1.234 (3) | C9—C10 | 1.421 (2) |
S1—C8 | 1.7392 (17) | C9—H9 | 0.9500 |
S2—C8 | 1.7519 (17) | C10—C11 | 1.394 (2) |
S2—C7 | 1.8092 (17) | C10—C12 | 1.450 (2) |
N1—C8 | 1.285 (2) | C11—H11 | 0.9500 |
N1—N2 | 1.4048 (18) | C12—C17 | 1.401 (2) |
N2—C9 | 1.306 (2) | C12—C13 | 1.397 (2) |
N3—C11 | 1.347 (2) | C13—C14 | 1.382 (2) |
N3—C17 | 1.381 (2) | C13—H13 | 0.9500 |
N3—H3N | 0.88 (2) | C14—C15 | 1.403 (3) |
N4—C18 | 1.321 (2) | C14—H14 | 0.9500 |
N4—C19 | 1.452 (2) | C15—C16 | 1.374 (3) |
N4—C20 | 1.454 (2) | C15—H15 | 0.9500 |
C1—C6 | 1.390 (2) | C16—C17 | 1.391 (2) |
C1—C2 | 1.387 (3) | C16—H16 | 0.9500 |
C1—C7 | 1.512 (2) | C18—H18 | 0.9500 |
C2—C3 | 1.386 (3) | C19—H19A | 0.9800 |
C2—H2 | 0.9500 | C19—H19B | 0.9800 |
C3—C4 | 1.380 (3) | C19—H19C | 0.9800 |
C3—H3 | 0.9500 | C20—H20A | 0.9800 |
C4—C5 | 1.378 (3) | C20—H20B | 0.9800 |
C4—H4 | 0.9500 | C20—H20C | 0.9800 |
C5—C6 | 1.386 (3) | ||
N2—Cu1—N2i | 180.000 (1) | S1—C8—S2 | 112.60 (9) |
N2—Cu1—S1 | 84.21 (4) | N2—C9—C10 | 130.93 (16) |
N2i—Cu1—S1 | 95.79 (4) | N2—C9—H9 | 114.5 |
N2—Cu1—S1i | 95.79 (4) | C10—C9—H9 | 114.5 |
N2i—Cu1—S1i | 84.21 (4) | C11—C10—C9 | 130.77 (16) |
S1—Cu1—S1i | 180.0 | C11—C10—C12 | 105.86 (15) |
C8—S1—Cu1 | 95.28 (6) | C9—C10—C12 | 123.36 (15) |
C8—S2—C7 | 104.55 (8) | N3—C11—C10 | 109.74 (15) |
C8—N1—N2 | 112.72 (13) | N3—C11—H11 | 125.1 |
C9—N2—N1 | 114.11 (14) | C10—C11—H11 | 125.1 |
C9—N2—Cu1 | 124.77 (12) | C17—C12—C13 | 118.93 (15) |
N1—N2—Cu1 | 121.10 (10) | C17—C12—C10 | 106.66 (15) |
C11—N3—C17 | 109.91 (15) | C13—C12—C10 | 134.40 (16) |
C11—N3—H3N | 124.5 (15) | C14—C13—C12 | 118.64 (16) |
C17—N3—H3N | 125.5 (15) | C14—C13—H13 | 120.7 |
C18—N4—C19 | 120.47 (17) | C12—C13—H13 | 120.7 |
C18—N4—C20 | 121.44 (17) | C13—C14—C15 | 121.20 (17) |
C19—N4—C20 | 118.02 (15) | C13—C14—H14 | 119.4 |
C6—C1—C2 | 118.43 (17) | C15—C14—H14 | 119.4 |
C6—C1—C7 | 117.81 (16) | C16—C15—C14 | 121.23 (17) |
C2—C1—C7 | 123.75 (16) | C16—C15—H15 | 119.4 |
C3—C2—C1 | 120.16 (18) | C14—C15—H15 | 119.4 |
C3—C2—H2 | 119.9 | C15—C16—C17 | 117.19 (17) |
C1—C2—H2 | 119.9 | C15—C16—H16 | 121.4 |
C4—C3—C2 | 120.95 (18) | C17—C16—H16 | 121.4 |
C4—C3—H3 | 119.5 | N3—C17—C16 | 129.38 (16) |
C2—C3—H3 | 119.5 | N3—C17—C12 | 107.84 (14) |
C3—C4—C5 | 119.34 (18) | C16—C17—C12 | 122.79 (16) |
C3—C4—H4 | 120.3 | O1—C18—N4 | 125.0 (2) |
C5—C4—H4 | 120.3 | O1—C18—H18 | 117.5 |
C4—C5—C6 | 119.94 (18) | N4—C18—H18 | 117.5 |
C4—C5—H5 | 120.0 | N4—C19—H19A | 109.5 |
C6—C5—H5 | 120.0 | N4—C19—H19B | 109.5 |
C5—C6—C1 | 121.17 (18) | H19A—C19—H19B | 109.5 |
C5—C6—H6 | 119.4 | N4—C19—H19C | 109.5 |
C1—C6—H6 | 119.4 | H19A—C19—H19C | 109.5 |
C1—C7—S2 | 118.16 (12) | H19B—C19—H19C | 109.5 |
C1—C7—H7A | 107.8 | N4—C20—H20A | 109.5 |
S2—C7—H7A | 107.8 | N4—C20—H20B | 109.5 |
C1—C7—H7B | 107.8 | H20A—C20—H20B | 109.5 |
S2—C7—H7B | 107.8 | N4—C20—H20C | 109.5 |
H7A—C7—H7B | 107.1 | H20A—C20—H20C | 109.5 |
N1—C8—S1 | 126.61 (13) | H20B—C20—H20C | 109.5 |
N1—C8—S2 | 120.80 (13) | ||
N2—Cu1—S1—C8 | −1.75 (7) | Cu1—N2—C9—C10 | −177.95 (14) |
N2i—Cu1—S1—C8 | 178.25 (7) | N2—C9—C10—C11 | −2.0 (3) |
C8—N1—N2—C9 | 178.63 (15) | N2—C9—C10—C12 | 178.22 (17) |
C8—N1—N2—Cu1 | −3.25 (19) | C17—N3—C11—C10 | 0.1 (2) |
S1—Cu1—N2—C9 | −179.02 (14) | C9—C10—C11—N3 | −179.57 (17) |
S1i—Cu1—N2—C9 | 0.98 (14) | C12—C10—C11—N3 | 0.2 (2) |
S1—Cu1—N2—N1 | 3.07 (11) | C11—C10—C12—C17 | −0.39 (19) |
S1i—Cu1—N2—N1 | −176.93 (11) | C9—C10—C12—C17 | 179.40 (15) |
C6—C1—C2—C3 | −1.4 (3) | C11—C10—C12—C13 | 178.57 (19) |
C7—C1—C2—C3 | −179.70 (17) | C9—C10—C12—C13 | −1.6 (3) |
C1—C2—C3—C4 | 1.2 (3) | C17—C12—C13—C14 | −0.4 (2) |
C2—C3—C4—C5 | −0.3 (3) | C10—C12—C13—C14 | −179.23 (18) |
C3—C4—C5—C6 | −0.5 (3) | C12—C13—C14—C15 | −0.8 (3) |
C4—C5—C6—C1 | 0.4 (3) | C13—C14—C15—C16 | 0.7 (3) |
C2—C1—C6—C5 | 0.6 (3) | C14—C15—C16—C17 | 0.6 (3) |
C7—C1—C6—C5 | 179.01 (16) | C11—N3—C17—C16 | 179.22 (18) |
C6—C1—C7—S2 | 166.51 (13) | C11—N3—C17—C12 | −0.3 (2) |
C2—C1—C7—S2 | −15.1 (2) | C15—C16—C17—N3 | 178.73 (17) |
C8—S2—C7—C1 | −80.69 (15) | C15—C16—C17—C12 | −1.8 (3) |
N2—N1—C8—S1 | 1.3 (2) | C13—C12—C17—N3 | −178.72 (15) |
N2—N1—C8—S2 | −179.21 (11) | C10—C12—C17—N3 | 0.43 (18) |
Cu1—S1—C8—N1 | 0.81 (16) | C13—C12—C17—C16 | 1.7 (3) |
Cu1—S1—C8—S2 | −178.73 (8) | C10—C12—C17—C16 | −179.15 (16) |
C7—S2—C8—N1 | 5.62 (16) | C19—N4—C18—O1 | −0.7 (3) |
C7—S2—C8—S1 | −174.81 (9) | C20—N4—C18—O1 | −177.5 (2) |
N1—N2—C9—C10 | 0.1 (3) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
N3—H3N···O1 | 0.88 (2) | 1.87 (2) | 2.742 (2) | 175 (2) |
Experimental details
Crystal data | |
Chemical formula | [Cu(C17H14N3S2)2]·2C3H7NO |
Mr | 858.60 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 100 |
a, b, c (Å) | 10.4461 (2), 20.0882 (3), 10.8333 (2) |
β (°) | 118.366 (1) |
V (Å3) | 2000.34 (6) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.80 |
Crystal size (mm) | 0.25 × 0.15 × 0.05 |
Data collection | |
Diffractometer | Bruker SMART APEX diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.825, 0.961 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 18600, 4594, 3837 |
Rint | 0.035 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.031, 0.081, 1.04 |
No. of reflections | 4594 |
No. of parameters | 256 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.36, −0.36 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), X-SEED (Barbour, 2001), pubCIF (Westrip, 2009).
D—H···A | D—H | H···A | D···A | D—H···A |
N3—H3N···O1 | 0.88 (2) | 1.87 (2) | 2.742 (2) | 175 (2) |
Acknowledgements
We thank the University of Malaya for funding this study (Science Fund grants 12–02-03–2031 and 12–02-03–2051).
References
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