Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807056966/sj2417sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807056966/sj2417Isup2.hkl |
CCDC reference: 672669
2'-[(5-Chloro-1H-indol-3-yl)methylene]-2-(1H-indol-3-yl)acetohydrazide was synthesized by using a reported procedure (Ali et al., 2007). This compound (1 g, 2.85 mmol) and nickel acetate tetrahydrate (0.35 g, 1.42 mmol) were heated in ethanol (50 ml) for 5 h. The product that separated was collected and recrystallized from DMSO.
Carbon-bound H atoms were placed at calculated positions (C–H 0.95–0.99 Å), and were included in the refinement in the riding model approximation with U(H) set to 1.2–1.5Ueq(C). The amino hydrogen atom was located in a difference Fouier map, and was refined with a distance restraint of N–H 0.88±0.01 Å.
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2007).
[Ni(C19H14ClN4O)2]·2C2H6OS | F(000) = 948 |
Mr = 914.55 | Dx = 1.484 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 1360 reflections |
a = 11.659 (1) Å | θ = 4.4–22.5° |
b = 10.219 (1) Å | µ = 0.76 mm−1 |
c = 17.585 (2) Å | T = 139 K |
β = 102.272 (3)° | Block, red |
V = 2047.2 (3) Å3 | 0.42 × 0.05 × 0.02 mm |
Z = 2 |
Bruker APEXII CCD diffractometer | 4683 independent reflections |
Radiation source: medium-focus sealed tube | 2216 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.108 |
ϕ and ω scans | θmax = 27.5°, θmin = 1.8° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −15→14 |
Tmin = 0.776, Tmax = 0.985 | k = −13→10 |
13220 measured reflections | l = −22→22 |
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)] = 0.049 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.198 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.99 | w = 1/[σ2(Fo2) + (0.076P)2] where P = (Fo2 + 2Fc2)/3 |
4683 reflections | (Δ/σ)max = 0.001 |
278 parameters | Δρmax = 0.50 e Å−3 |
2 restraints | Δρmin = −0.89 e Å−3 |
[Ni(C19H14ClN4O)2]·2C2H6OS | V = 2047.2 (3) Å3 |
Mr = 914.55 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 11.659 (1) Å | µ = 0.76 mm−1 |
b = 10.219 (1) Å | T = 139 K |
c = 17.585 (2) Å | 0.42 × 0.05 × 0.02 mm |
β = 102.272 (3)° |
Bruker APEXII CCD diffractometer | 4683 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2216 reflections with I > 2σ(I) |
Tmin = 0.776, Tmax = 0.985 | Rint = 0.108 |
13220 measured reflections |
R[F2 > 2σ(F2)] = 0.049 | 2 restraints |
wR(F2) = 0.198 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.99 | Δρmax = 0.50 e Å−3 |
4683 reflections | Δρmin = −0.89 e Å−3 |
278 parameters |
x | y | z | Uiso*/Ueq | ||
Ni1 | 0.5000 | 0.5000 | 0.5000 | 0.0207 (3) | |
Cl1 | 0.77582 (14) | −0.23758 (13) | 0.53762 (9) | 0.0329 (4) | |
S1 | 0.21730 (14) | −0.18848 (14) | 0.10978 (9) | 0.0305 (4) | |
O1 | 0.3902 (3) | 0.5808 (3) | 0.4234 (2) | 0.0240 (9) | |
O2 | 0.2384 (3) | −0.0989 (4) | 0.1797 (2) | 0.0315 (10) | |
N1 | 0.4210 (4) | −0.0021 (5) | 0.2925 (3) | 0.0263 (11) | |
H1N | 0.369 (4) | −0.029 (6) | 0.252 (2) | 0.05 (2)* | |
N2 | 0.4846 (4) | 0.3641 (4) | 0.4281 (3) | 0.0214 (10) | |
N3 | 0.4110 (4) | 0.3933 (4) | 0.3554 (3) | 0.0242 (11) | |
N4 | −0.0266 (5) | 0.5368 (5) | 0.3064 (3) | 0.0289 (12) | |
H4N | −0.096 (2) | 0.499 (5) | 0.297 (4) | 0.040 (19)* | |
C1 | 0.5565 (5) | 0.0105 (5) | 0.4043 (3) | 0.0207 (12) | |
C2 | 0.6428 (5) | −0.0401 (5) | 0.4652 (3) | 0.0230 (13) | |
H2 | 0.6787 | 0.0131 | 0.5079 | 0.028* | |
C3 | 0.6737 (5) | −0.1689 (5) | 0.4610 (3) | 0.0262 (14) | |
C4 | 0.6230 (5) | −0.2500 (5) | 0.3983 (3) | 0.0276 (14) | |
H4 | 0.6474 | −0.3386 | 0.3976 | 0.033* | |
C5 | 0.5385 (5) | −0.2023 (5) | 0.3380 (3) | 0.0276 (14) | |
H5 | 0.5041 | −0.2560 | 0.2950 | 0.033* | |
C6 | 0.5055 (5) | −0.0719 (5) | 0.3425 (3) | 0.0230 (13) | |
C7 | 0.4171 (5) | 0.1210 (5) | 0.3197 (3) | 0.0240 (13) | |
H7 | 0.3657 | 0.1877 | 0.2950 | 0.029* | |
C8 | 0.4989 (5) | 0.1359 (5) | 0.3887 (3) | 0.0237 (13) | |
C9 | 0.5233 (5) | 0.2449 (5) | 0.4401 (3) | 0.0226 (13) | |
H9 | 0.5739 | 0.2285 | 0.4891 | 0.027* | |
C10 | 0.3674 (5) | 0.5089 (5) | 0.3609 (3) | 0.0223 (12) | |
C11 | 0.2836 (5) | 0.5632 (5) | 0.2906 (3) | 0.0243 (13) | |
H11A | 0.3127 | 0.6495 | 0.2774 | 0.029* | |
H11B | 0.2820 | 0.5041 | 0.2458 | 0.029* | |
C12 | 0.1612 (5) | 0.5787 (5) | 0.3033 (3) | 0.0224 (13) | |
C13 | 0.0737 (5) | 0.4888 (5) | 0.2867 (3) | 0.0252 (13) | |
H13 | 0.0806 | 0.4049 | 0.2648 | 0.030* | |
C14 | 0.1126 (5) | 0.6907 (5) | 0.3346 (3) | 0.0211 (12) | |
C15 | 0.1571 (5) | 0.8133 (5) | 0.3635 (3) | 0.0267 (14) | |
H15 | 0.2351 | 0.8379 | 0.3620 | 0.032* | |
C16 | 0.0856 (6) | 0.8971 (6) | 0.3938 (3) | 0.0331 (16) | |
H16 | 0.1152 | 0.9799 | 0.4134 | 0.040* | |
C17 | −0.0294 (6) | 0.8624 (5) | 0.3964 (3) | 0.0315 (15) | |
H17 | −0.0761 | 0.9212 | 0.4187 | 0.038* | |
C18 | −0.0766 (6) | 0.7439 (5) | 0.3671 (3) | 0.0291 (14) | |
H18 | −0.1554 | 0.7208 | 0.3675 | 0.035* | |
C19 | −0.0038 (5) | 0.6605 (5) | 0.3371 (3) | 0.0233 (13) | |
C20 | 0.1682 (6) | −0.0854 (6) | 0.0285 (4) | 0.0445 (18) | |
H20A | 0.2345 | −0.0345 | 0.0182 | 0.067* | |
H20B | 0.1080 | −0.0257 | 0.0396 | 0.067* | |
H20C | 0.1349 | −0.1388 | −0.0171 | 0.067* | |
C21 | 0.0809 (6) | −0.2677 (6) | 0.1102 (4) | 0.0408 (17) | |
H21A | 0.0888 | −0.3214 | 0.1572 | 0.061* | |
H21B | 0.0593 | −0.3236 | 0.0641 | 0.061* | |
H21C | 0.0198 | −0.2017 | 0.1095 | 0.061* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0197 (6) | 0.0166 (5) | 0.0232 (6) | 0.0004 (4) | −0.0016 (4) | −0.0016 (4) |
Cl1 | 0.0278 (9) | 0.0262 (8) | 0.0419 (9) | 0.0053 (6) | 0.0011 (7) | 0.0021 (6) |
S1 | 0.0267 (9) | 0.0282 (8) | 0.0343 (9) | 0.0030 (7) | 0.0017 (7) | −0.0093 (7) |
O1 | 0.024 (2) | 0.0199 (19) | 0.025 (2) | 0.0006 (17) | −0.0017 (18) | 0.0009 (16) |
O2 | 0.023 (2) | 0.037 (2) | 0.029 (2) | −0.0041 (19) | −0.0044 (19) | −0.0139 (18) |
N1 | 0.026 (3) | 0.026 (3) | 0.024 (3) | −0.004 (2) | −0.002 (2) | −0.007 (2) |
N2 | 0.016 (3) | 0.023 (2) | 0.025 (3) | −0.002 (2) | 0.003 (2) | −0.0009 (19) |
N3 | 0.025 (3) | 0.021 (2) | 0.023 (3) | 0.001 (2) | −0.003 (2) | 0.0013 (19) |
N4 | 0.023 (3) | 0.027 (3) | 0.036 (3) | −0.006 (2) | 0.002 (2) | −0.001 (2) |
C1 | 0.019 (3) | 0.018 (3) | 0.025 (3) | −0.004 (2) | 0.004 (2) | −0.005 (2) |
C2 | 0.018 (3) | 0.025 (3) | 0.025 (3) | −0.005 (2) | 0.000 (3) | −0.005 (2) |
C3 | 0.023 (3) | 0.023 (3) | 0.033 (3) | 0.000 (2) | 0.006 (3) | 0.001 (2) |
C4 | 0.028 (4) | 0.017 (3) | 0.041 (4) | −0.001 (3) | 0.013 (3) | −0.006 (3) |
C5 | 0.024 (3) | 0.025 (3) | 0.033 (3) | −0.009 (3) | 0.005 (3) | −0.010 (3) |
C6 | 0.015 (3) | 0.027 (3) | 0.024 (3) | −0.004 (2) | −0.001 (3) | 0.000 (2) |
C7 | 0.026 (3) | 0.022 (3) | 0.023 (3) | −0.006 (2) | 0.001 (3) | −0.001 (2) |
C8 | 0.025 (3) | 0.021 (3) | 0.023 (3) | −0.002 (2) | 0.001 (3) | −0.004 (2) |
C9 | 0.022 (3) | 0.019 (3) | 0.025 (3) | −0.002 (2) | 0.003 (3) | 0.000 (2) |
C10 | 0.017 (3) | 0.027 (3) | 0.021 (3) | −0.004 (2) | −0.001 (2) | 0.002 (2) |
C11 | 0.024 (3) | 0.025 (3) | 0.021 (3) | 0.003 (3) | −0.003 (3) | 0.000 (2) |
C12 | 0.023 (3) | 0.022 (3) | 0.019 (3) | 0.000 (2) | −0.002 (3) | 0.004 (2) |
C13 | 0.023 (3) | 0.024 (3) | 0.027 (3) | 0.001 (3) | 0.002 (3) | 0.002 (2) |
C14 | 0.021 (3) | 0.021 (3) | 0.018 (3) | −0.002 (2) | −0.001 (2) | 0.005 (2) |
C15 | 0.026 (3) | 0.024 (3) | 0.026 (3) | −0.003 (3) | −0.003 (3) | 0.004 (2) |
C16 | 0.041 (4) | 0.022 (3) | 0.032 (4) | −0.002 (3) | −0.002 (3) | 0.001 (3) |
C17 | 0.034 (4) | 0.028 (3) | 0.033 (4) | 0.010 (3) | 0.007 (3) | 0.003 (3) |
C18 | 0.024 (3) | 0.031 (3) | 0.031 (3) | 0.002 (3) | 0.003 (3) | 0.007 (3) |
C19 | 0.026 (3) | 0.020 (3) | 0.022 (3) | −0.002 (2) | 0.001 (3) | 0.006 (2) |
C20 | 0.058 (5) | 0.044 (4) | 0.030 (4) | −0.012 (4) | 0.007 (4) | −0.003 (3) |
C21 | 0.042 (4) | 0.040 (4) | 0.036 (4) | −0.017 (3) | −0.001 (3) | −0.001 (3) |
Ni1—O1 | 1.845 (4) | C7—C8 | 1.382 (7) |
Ni1—O1i | 1.845 (4) | C7—H7 | 0.9500 |
Ni1—N2i | 1.861 (4) | C8—C9 | 1.425 (7) |
Ni1—N2 | 1.861 (4) | C9—H9 | 0.9500 |
Cl1—C3 | 1.745 (6) | C10—C11 | 1.510 (7) |
S1—O2 | 1.510 (4) | C11—C12 | 1.499 (8) |
S1—C20 | 1.769 (6) | C11—H11A | 0.9900 |
S1—C21 | 1.786 (6) | C11—H11B | 0.9900 |
O1—C10 | 1.301 (6) | C12—C13 | 1.358 (7) |
N1—C7 | 1.351 (6) | C12—C14 | 1.438 (7) |
N1—C6 | 1.372 (7) | C13—H13 | 0.9500 |
N1—H1N | 0.88 (4) | C14—C19 | 1.402 (8) |
N2—C9 | 1.300 (6) | C14—C15 | 1.408 (7) |
N2—N3 | 1.413 (6) | C15—C16 | 1.379 (8) |
N3—C10 | 1.297 (6) | C15—H15 | 0.9500 |
N4—C19 | 1.378 (7) | C16—C17 | 1.398 (8) |
N4—C13 | 1.378 (7) | C16—H16 | 0.9500 |
N4—H4N | 0.88 (3) | C17—C18 | 1.383 (8) |
C1—C2 | 1.403 (7) | C17—H17 | 0.9500 |
C1—C6 | 1.403 (7) | C18—C19 | 1.384 (8) |
C1—C8 | 1.446 (7) | C18—H18 | 0.9500 |
C2—C3 | 1.370 (7) | C20—H20A | 0.9800 |
C2—H2 | 0.9500 | C20—H20B | 0.9800 |
C3—C4 | 1.405 (8) | C20—H20C | 0.9800 |
C4—C5 | 1.374 (8) | C21—H21A | 0.9800 |
C4—H4 | 0.9500 | C21—H21B | 0.9800 |
C5—C6 | 1.395 (7) | C21—H21C | 0.9800 |
C5—H5 | 0.9500 | ||
O1—Ni1—O1i | 180.000 (1) | C8—C9—H9 | 116.1 |
O1—Ni1—N2i | 96.52 (17) | N3—C10—O1 | 124.4 (5) |
O1i—Ni1—N2i | 83.48 (17) | N3—C10—C11 | 118.0 (5) |
O1—Ni1—N2 | 83.48 (17) | O1—C10—C11 | 117.6 (5) |
O1i—Ni1—N2 | 96.52 (17) | C12—C11—C10 | 112.9 (5) |
N2i—Ni1—N2 | 180.000 (1) | C12—C11—H11A | 109.0 |
O2—S1—C20 | 105.4 (3) | C10—C11—H11A | 109.0 |
O2—S1—C21 | 105.2 (3) | C12—C11—H11B | 109.0 |
C20—S1—C21 | 97.9 (3) | C10—C11—H11B | 109.0 |
C10—O1—Ni1 | 110.4 (3) | H11A—C11—H11B | 107.8 |
C7—N1—C6 | 109.3 (5) | C13—C12—C14 | 106.4 (5) |
C7—N1—H1N | 121 (4) | C13—C12—C11 | 126.3 (5) |
C6—N1—H1N | 129 (4) | C14—C12—C11 | 127.3 (5) |
C9—N2—N3 | 117.9 (4) | C12—C13—N4 | 110.1 (5) |
C9—N2—Ni1 | 127.5 (4) | C12—C13—H13 | 124.9 |
N3—N2—Ni1 | 114.2 (3) | N4—C13—H13 | 124.9 |
C10—N3—N2 | 107.2 (4) | C19—C14—C15 | 118.0 (5) |
C19—N4—C13 | 108.8 (5) | C19—C14—C12 | 107.4 (5) |
C19—N4—H4N | 125 (4) | C15—C14—C12 | 134.6 (5) |
C13—N4—H4N | 126 (4) | C16—C15—C14 | 119.1 (6) |
C2—C1—C6 | 119.1 (5) | C16—C15—H15 | 120.5 |
C2—C1—C8 | 134.5 (5) | C14—C15—H15 | 120.5 |
C6—C1—C8 | 106.3 (5) | C15—C16—C17 | 121.2 (6) |
C3—C2—C1 | 117.8 (5) | C15—C16—H16 | 119.4 |
C3—C2—H2 | 121.1 | C17—C16—H16 | 119.4 |
C1—C2—H2 | 121.1 | C18—C17—C16 | 121.2 (6) |
C2—C3—C4 | 122.5 (5) | C18—C17—H17 | 119.4 |
C2—C3—Cl1 | 119.3 (4) | C16—C17—H17 | 119.4 |
C4—C3—Cl1 | 118.2 (4) | C17—C18—C19 | 117.0 (6) |
C5—C4—C3 | 120.6 (5) | C17—C18—H18 | 121.5 |
C5—C4—H4 | 119.7 | C19—C18—H18 | 121.5 |
C3—C4—H4 | 119.7 | N4—C19—C18 | 129.2 (6) |
C4—C5—C6 | 117.1 (5) | N4—C19—C14 | 107.3 (5) |
C4—C5—H5 | 121.4 | C18—C19—C14 | 123.5 (5) |
C6—C5—H5 | 121.4 | S1—C20—H20A | 109.5 |
N1—C6—C5 | 129.0 (5) | S1—C20—H20B | 109.5 |
N1—C6—C1 | 108.2 (5) | H20A—C20—H20B | 109.5 |
C5—C6—C1 | 122.8 (5) | S1—C20—H20C | 109.5 |
N1—C7—C8 | 110.2 (5) | H20A—C20—H20C | 109.5 |
N1—C7—H7 | 124.9 | H20B—C20—H20C | 109.5 |
C8—C7—H7 | 124.9 | S1—C21—H21A | 109.5 |
C7—C8—C9 | 130.6 (5) | S1—C21—H21B | 109.5 |
C7—C8—C1 | 105.9 (5) | H21A—C21—H21B | 109.5 |
C9—C8—C1 | 123.4 (5) | S1—C21—H21C | 109.5 |
N2—C9—C8 | 127.8 (5) | H21A—C21—H21C | 109.5 |
N2—C9—H9 | 116.1 | H21B—C21—H21C | 109.5 |
N2i—Ni1—O1—C10 | 175.5 (4) | Ni1—N2—C9—C8 | 170.9 (5) |
N2—Ni1—O1—C10 | −4.5 (4) | C7—C8—C9—N2 | −10.9 (11) |
O1—Ni1—N2—C9 | −167.7 (5) | C1—C8—C9—N2 | 173.1 (6) |
O1i—Ni1—N2—C9 | 12.3 (5) | N2—N3—C10—O1 | 0.0 (7) |
O1—Ni1—N2—N3 | 4.7 (3) | N2—N3—C10—C11 | −179.2 (4) |
O1i—Ni1—N2—N3 | −175.3 (3) | Ni1—O1—C10—N3 | 3.8 (7) |
C9—N2—N3—C10 | 169.3 (5) | Ni1—O1—C10—C11 | −177.0 (4) |
Ni1—N2—N3—C10 | −3.8 (5) | N3—C10—C11—C12 | 113.6 (6) |
C6—C1—C2—C3 | 0.3 (8) | O1—C10—C11—C12 | −65.7 (6) |
C8—C1—C2—C3 | 177.8 (6) | C10—C11—C12—C13 | −91.7 (7) |
C1—C2—C3—C4 | 0.5 (9) | C10—C11—C12—C14 | 88.7 (7) |
C1—C2—C3—Cl1 | −177.1 (4) | C14—C12—C13—N4 | −0.6 (6) |
C2—C3—C4—C5 | −0.4 (9) | C11—C12—C13—N4 | 179.8 (5) |
Cl1—C3—C4—C5 | 177.3 (5) | C19—N4—C13—C12 | −0.5 (6) |
C3—C4—C5—C6 | −0.6 (9) | C13—C12—C14—C19 | 1.4 (6) |
C7—N1—C6—C5 | 179.2 (6) | C11—C12—C14—C19 | −178.9 (5) |
C7—N1—C6—C1 | 0.5 (7) | C13—C12—C14—C15 | 178.9 (6) |
C4—C5—C6—N1 | −177.1 (6) | C11—C12—C14—C15 | −1.4 (10) |
C4—C5—C6—C1 | 1.4 (9) | C19—C14—C15—C16 | 1.0 (8) |
C2—C1—C6—N1 | 177.5 (5) | C12—C14—C15—C16 | −176.3 (6) |
C8—C1—C6—N1 | −0.7 (6) | C14—C15—C16—C17 | 0.0 (8) |
C2—C1—C6—C5 | −1.3 (9) | C15—C16—C17—C18 | −1.4 (9) |
C8—C1—C6—C5 | −179.4 (5) | C16—C17—C18—C19 | 1.6 (8) |
C6—N1—C7—C8 | −0.2 (7) | C13—N4—C19—C18 | −177.5 (5) |
N1—C7—C8—C9 | −176.8 (6) | C13—N4—C19—C14 | 1.4 (6) |
N1—C7—C8—C1 | −0.2 (7) | C17—C18—C19—N4 | 178.2 (5) |
C2—C1—C8—C7 | −177.2 (6) | C17—C18—C19—C14 | −0.5 (8) |
C6—C1—C8—C7 | 0.6 (6) | C15—C14—C19—N4 | −179.7 (5) |
C2—C1—C8—C9 | −0.3 (10) | C12—C14—C19—N4 | −1.7 (6) |
C6—C1—C8—C9 | 177.4 (5) | C15—C14—C19—C18 | −0.8 (8) |
N3—N2—C9—C8 | −1.3 (9) | C12—C14—C19—C18 | 177.3 (5) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1N···O2 | 0.88 (4) | 1.90 (5) | 2.766 (6) | 167 (6) |
N4—H4N···O2ii | 0.88 (3) | 2.05 (3) | 2.887 (6) | 158 (6) |
Symmetry code: (ii) −x, y+1/2, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Ni(C19H14ClN4O)2]·2C2H6OS |
Mr | 914.55 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 139 |
a, b, c (Å) | 11.659 (1), 10.219 (1), 17.585 (2) |
β (°) | 102.272 (3) |
V (Å3) | 2047.2 (3) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.76 |
Crystal size (mm) | 0.42 × 0.05 × 0.02 |
Data collection | |
Diffractometer | Bruker APEXII CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.776, 0.985 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 13220, 4683, 2216 |
Rint | 0.108 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.049, 0.198, 0.99 |
No. of reflections | 4683 |
No. of parameters | 278 |
No. of restraints | 2 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.50, −0.89 |
Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SAINT, SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), X-SEED (Barbour, 2001), publCIF (Westrip, 2007).
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1N···O2 | 0.88 (4) | 1.90 (5) | 2.766 (6) | 167 (6) |
N4—H4N···O2i | 0.88 (3) | 2.05 (3) | 2.887 (6) | 158 (6) |
Symmetry code: (i) −x, y+1/2, −z+1/2. |