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In the title compound, [Ni(C15H10BrClN2O2)(C5H5N)3]·C5H5N, the Ni atom is coordinated by three pyridine molecules and one oxy­gen-containing ligand in a tridentate manner via O, N and O atoms. The geometry of the Ni atom is distorted octahedral. There are no significant intermolecular interactions in the crystal structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804026522/cv6397sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536804026522/cv6397Isup2.hkl
Contains datablock I

CCDC reference: 255464

Key indicators

  • Single-crystal X-ray study
  • T = 273 K
  • Mean [sigma](C-C) = 0.008 Å
  • R factor = 0.059
  • wR factor = 0.137
  • Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.77 PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ? PLAT241_ALERT_2_C Check High U(eq) as Compared to Neighbors for C27 PLAT242_ALERT_2_C Check Low U(eq) as Compared to Neighbors for N5 PLAT243_ALERT_4_C High Solvent U(eq) as Compared to Neighbors for N6 PLAT244_ALERT_4_C Low Solvent U(eq) as Compared to Neighbors for C35 PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 8 PLAT380_ALERT_4_C Incorrectly Oriented X(sp2)-Methyl Moiety ...... C9 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 1 O2 -NI1 -O1 -C7 -9.80 0.70 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 7 O1 -NI1 -O2 -C15 23.10 0.80 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 15 N3 -NI1 -N2 -C8 159.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 20 N3 -NI1 -N2 -N1 -22.00 3.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 24 N2 -NI1 -N3 -C20 23.00 3.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 29 N2 -NI1 -N3 -C16 -155.00 2.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 37 N5 -NI1 -N4 -C25 -136.80 1.00 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 42 N5 -NI1 -N4 -C21 40.50 1.20 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 47 N4 -NI1 -N5 -C26 124.30 1.10 1.555 1.555 1.555 1.555 PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 52 N4 -NI1 -N5 -C30 -48.40 1.20 1.555 1.555 1.555 1.555
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 18 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 3 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 14 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL (Sheldrick, 1997); molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).

{2'-[1-(5-Bromo-2- oxidophenyl)ethylidene]benzohydrazidato(2-)}tris(pyridine)nickel(II)] pyridine solvate top
Crystal data top
[Ni(C15H10BrClN2O2)(C5H5N)3]·C5H5NF(000) = 1512
Mr = 740.72Dx = 1.459 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
a = 12.587 (3) ÅCell parameters from 826 reflections
b = 21.037 (5) Åθ = 1.9–25.9°
c = 12.738 (3) ŵ = 1.88 mm1
β = 90.907 (5)°T = 273 K
V = 3372.5 (13) Å3Block, red
Z = 40.25 × 0.19 × 0.18 mm
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
6623 independent reflections
Radiation source: fine-focus sealed tube4038 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.039
Detector resolution: 83.66 pixels mm-1θmax = 25.9°, θmin = 1.9°
ω scansh = 1514
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
k = 2524
Tmin = 0.638, Tmax = 0.713l = 1215
17985 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.059Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.137H atoms treated by a mixture of independent and constrained refinement
S = 1.01 w = 1/[σ2(Fo2) + (0.0626P)2 + 0.7524P]
where P = (Fo2 + 2Fc2)/3
6623 reflections(Δ/σ)max < 0.001
415 parametersΔρmax = 0.59 e Å3
0 restraintsΔρmin = 0.21 e Å3
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ni10.18359 (4)0.25377 (2)0.29734 (4)0.05335 (17)
Br20.14207 (5)0.06726 (2)0.54090 (4)0.0920 (2)
Cl10.40754 (12)0.57526 (6)0.65722 (12)0.1029 (5)
O10.2243 (2)0.34138 (12)0.35147 (19)0.0578 (7)
O20.1575 (2)0.16331 (13)0.2656 (2)0.0623 (7)
N10.2764 (2)0.28242 (15)0.4979 (2)0.0525 (8)
N20.2372 (2)0.23026 (15)0.4419 (2)0.0509 (8)
N30.1269 (3)0.28291 (18)0.1496 (3)0.0599 (9)
N40.3419 (3)0.24812 (17)0.2309 (2)0.0578 (8)
N50.0211 (3)0.26907 (18)0.3498 (2)0.0617 (9)
N60.4536 (9)0.9919 (4)0.6513 (6)0.166 (3)
C10.3037 (4)0.4510 (2)0.4439 (3)0.0699 (12)
H1B0.28170.45200.37390.084*
C20.3365 (4)0.5069 (2)0.4930 (4)0.0753 (13)
H2A0.33560.54510.45640.090*
C30.3699 (3)0.5049 (2)0.5950 (4)0.0719 (13)
C40.3706 (4)0.4494 (3)0.6493 (4)0.0814 (14)
H4A0.39260.44870.71930.098*
C50.3388 (3)0.3941 (2)0.6003 (3)0.0712 (12)
H5A0.34120.35600.63730.085*
C60.3035 (3)0.39429 (19)0.4976 (3)0.0511 (9)
C70.2653 (3)0.33501 (19)0.4444 (3)0.0509 (9)
C80.2418 (3)0.1755 (2)0.4881 (3)0.0529 (10)
C90.2911 (3)0.1692 (2)0.5967 (3)0.0693 (12)
H9A0.31660.21000.61980.104*
H9B0.34940.13980.59460.104*
H9C0.23880.15400.64450.104*
C100.1974 (3)0.11861 (19)0.4372 (3)0.0520 (10)
C110.1917 (3)0.06203 (19)0.4963 (3)0.0584 (10)
H11A0.21600.06240.56560.070*
C120.1519 (3)0.00656 (19)0.4556 (4)0.0620 (11)
C130.1179 (3)0.0032 (2)0.3530 (4)0.0684 (12)
H13A0.09280.03480.32480.082*
C140.1218 (3)0.0572 (2)0.2927 (3)0.0657 (11)
H14A0.09820.05490.22330.079*
C150.1595 (3)0.1158 (2)0.3305 (3)0.0549 (10)
C160.0811 (3)0.2426 (2)0.0836 (3)0.0733 (12)
H16A0.07670.20000.10290.088*
C170.0397 (4)0.2607 (3)0.0125 (4)0.0898 (16)
H17A0.00810.23090.05700.108*
C180.0458 (4)0.3224 (4)0.0409 (4)0.102 (2)
H19A0.01830.33580.10540.123*
C190.0924 (5)0.3646 (3)0.0253 (5)0.1069 (19)
H18A0.09770.40730.00740.128*
C200.1316 (4)0.3426 (3)0.1199 (4)0.0851 (15)
H20A0.16340.37170.16550.102*
C210.3966 (4)0.2995 (2)0.2052 (4)0.0835 (14)
H21A0.36700.33910.21850.100*
C220.4952 (4)0.2972 (3)0.1598 (4)0.0985 (17)
H22A0.53030.33450.14210.118*
C230.5404 (4)0.2399 (3)0.1411 (4)0.0882 (15)
H23A0.60740.23690.11170.106*
C240.4847 (4)0.1868 (3)0.1670 (4)0.0944 (16)
H24A0.51310.14670.15520.113*
C250.3864 (4)0.1932 (2)0.2105 (4)0.0777 (13)
H25A0.34900.15640.22650.093*
C260.0489 (4)0.2231 (3)0.3516 (5)0.1002 (18)
H26A0.02680.18210.33570.120*
C270.1535 (4)0.2328 (3)0.3760 (6)0.127 (3)
H27A0.20030.19870.37710.152*
C280.1881 (4)0.2911 (3)0.3980 (5)0.111 (2)
H28A0.25870.29820.41510.133*
C290.1182 (4)0.3392 (3)0.3949 (5)0.114 (2)
H29A0.13960.38060.40900.137*
C300.0145 (4)0.3262 (3)0.3706 (4)0.0911 (15)
H30A0.03330.35990.36890.109*
C320.5567 (10)0.9831 (4)0.6735 (11)0.155 (4)
H32A0.60340.97750.61840.186*
C330.5933 (7)0.9820 (4)0.7669 (13)0.162 (5)
H33A0.66630.97880.77780.194*
C340.5297 (10)0.9855 (4)0.8508 (7)0.154 (3)
H34A0.55680.98350.91910.185*
C350.4282 (8)0.9920 (3)0.8314 (7)0.127 (2)
H35A0.38110.99440.88680.153*
C360.3919 (6)0.9952 (4)0.7342 (9)0.132 (3)
H36A0.31921.00000.72320.158*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0537 (3)0.0622 (3)0.0442 (3)0.0007 (3)0.0020 (2)0.0052 (2)
Br20.1113 (5)0.0632 (3)0.1020 (4)0.0002 (3)0.0145 (3)0.0170 (3)
Cl10.1084 (11)0.0870 (10)0.1126 (11)0.0119 (8)0.0171 (9)0.0289 (8)
O10.0627 (17)0.0643 (18)0.0461 (16)0.0005 (14)0.0023 (13)0.0023 (13)
O20.0737 (19)0.0644 (18)0.0486 (16)0.0048 (15)0.0012 (13)0.0042 (14)
N10.051 (2)0.057 (2)0.0490 (19)0.0010 (16)0.0010 (15)0.0043 (17)
N20.0487 (19)0.057 (2)0.0466 (18)0.0014 (15)0.0033 (14)0.0041 (16)
N30.056 (2)0.074 (2)0.049 (2)0.0000 (18)0.0010 (16)0.0058 (19)
N40.057 (2)0.068 (2)0.0487 (19)0.0014 (19)0.0074 (15)0.0073 (18)
N50.055 (2)0.072 (2)0.057 (2)0.0046 (19)0.0018 (16)0.0154 (18)
N60.206 (9)0.171 (7)0.121 (6)0.011 (7)0.014 (6)0.020 (4)
C10.086 (3)0.072 (3)0.052 (3)0.001 (3)0.002 (2)0.001 (2)
C20.095 (4)0.060 (3)0.071 (3)0.004 (2)0.004 (3)0.001 (2)
C30.058 (3)0.079 (3)0.078 (3)0.007 (2)0.000 (2)0.014 (3)
C40.090 (4)0.090 (4)0.063 (3)0.007 (3)0.017 (3)0.007 (3)
C50.079 (3)0.070 (3)0.064 (3)0.007 (2)0.016 (2)0.005 (2)
C60.043 (2)0.059 (3)0.052 (2)0.0021 (19)0.0011 (18)0.000 (2)
C70.041 (2)0.064 (3)0.049 (2)0.0023 (19)0.0052 (18)0.001 (2)
C80.045 (2)0.062 (3)0.052 (2)0.0033 (19)0.0058 (18)0.004 (2)
C90.074 (3)0.071 (3)0.062 (3)0.003 (2)0.010 (2)0.012 (2)
C100.044 (2)0.059 (3)0.053 (2)0.0059 (19)0.0093 (18)0.006 (2)
C110.053 (2)0.060 (3)0.062 (3)0.007 (2)0.008 (2)0.006 (2)
C120.061 (3)0.055 (3)0.070 (3)0.004 (2)0.015 (2)0.006 (2)
C130.072 (3)0.055 (3)0.079 (3)0.005 (2)0.012 (2)0.009 (2)
C140.066 (3)0.064 (3)0.067 (3)0.002 (2)0.005 (2)0.004 (2)
C150.048 (2)0.062 (3)0.056 (3)0.002 (2)0.0104 (18)0.001 (2)
C160.061 (3)0.098 (4)0.061 (3)0.003 (3)0.001 (2)0.003 (3)
C170.068 (3)0.139 (5)0.063 (3)0.008 (3)0.011 (2)0.014 (3)
C180.089 (4)0.158 (6)0.060 (3)0.025 (4)0.009 (3)0.029 (4)
C190.113 (5)0.125 (5)0.082 (4)0.001 (4)0.019 (3)0.041 (4)
C200.095 (4)0.096 (4)0.064 (3)0.007 (3)0.011 (3)0.015 (3)
C210.079 (4)0.073 (3)0.100 (4)0.005 (3)0.030 (3)0.001 (3)
C220.084 (4)0.096 (4)0.117 (5)0.020 (3)0.038 (3)0.005 (3)
C230.070 (3)0.114 (4)0.082 (3)0.006 (3)0.030 (3)0.005 (3)
C240.081 (4)0.094 (4)0.110 (4)0.013 (3)0.036 (3)0.004 (3)
C250.071 (3)0.075 (3)0.089 (3)0.004 (3)0.024 (3)0.007 (3)
C260.064 (3)0.076 (3)0.161 (6)0.006 (3)0.022 (3)0.031 (4)
C270.064 (4)0.098 (4)0.221 (8)0.003 (3)0.031 (4)0.066 (5)
C280.059 (4)0.135 (6)0.139 (5)0.023 (4)0.032 (3)0.061 (4)
C290.070 (4)0.103 (5)0.170 (6)0.021 (3)0.029 (4)0.003 (4)
C300.075 (4)0.081 (4)0.118 (4)0.002 (3)0.021 (3)0.005 (3)
C320.141 (9)0.109 (6)0.219 (12)0.019 (7)0.101 (8)0.043 (8)
C330.073 (5)0.124 (6)0.288 (15)0.001 (4)0.017 (8)0.067 (10)
C340.159 (9)0.164 (8)0.138 (8)0.032 (7)0.052 (7)0.045 (6)
C350.122 (7)0.134 (6)0.127 (7)0.034 (5)0.043 (5)0.004 (5)
C360.076 (5)0.158 (7)0.161 (8)0.000 (4)0.015 (5)0.013 (6)
Geometric parameters (Å, º) top
Ni1—O21.973 (3)C12—C131.371 (6)
Ni1—N22.012 (3)C13—C141.373 (6)
Ni1—O12.030 (3)C13—H13A0.9300
Ni1—N32.095 (3)C14—C151.402 (5)
Ni1—N42.180 (3)C14—H14A0.9300
Ni1—N52.186 (3)C16—C171.377 (6)
Br2—C121.900 (4)C16—H16A0.9300
Cl1—C31.741 (5)C17—C181.351 (8)
O1—C71.290 (4)C17—H17A0.9300
O2—C151.298 (5)C18—C191.351 (8)
N1—C71.307 (5)C18—H19A0.9300
N1—N21.394 (4)C19—C201.376 (6)
N2—C81.295 (5)C19—H18A0.9300
N3—C201.313 (5)C20—H20A0.9300
N3—C161.320 (5)C21—C221.379 (6)
N4—C251.311 (5)C21—H21A0.9300
N4—C211.325 (5)C22—C231.356 (7)
N5—C261.308 (6)C22—H22A0.9300
N5—C301.311 (6)C23—C241.361 (7)
N6—C361.322 (9)C23—H23A0.9300
N6—C321.338 (12)C24—C251.371 (6)
C1—C61.374 (5)C24—H24A0.9300
C1—C21.391 (6)C25—H25A0.9300
C1—H1B0.9300C26—C271.373 (7)
C2—C31.360 (6)C26—H26A0.9300
C2—H2A0.9300C27—C281.332 (8)
C3—C41.357 (6)C27—H27A0.9300
C4—C51.377 (6)C28—C291.342 (7)
C4—H4A0.9300C28—H28A0.9300
C5—C61.376 (5)C29—C301.374 (6)
C5—H5A0.9300C29—H29A0.9300
C6—C71.495 (5)C30—H30A0.9300
C8—C101.467 (5)C32—C331.269 (12)
C8—C91.512 (5)C32—H32A0.9300
C9—H9A0.9600C33—C341.347 (12)
C9—H9B0.9600C33—H33A0.9300
C9—H9C0.9600C34—C351.305 (10)
C10—C111.410 (5)C34—H34A0.9300
C10—C151.435 (5)C35—C361.314 (9)
C11—C121.369 (5)C35—H35A0.9300
C11—H11A0.9300C36—H36A0.9300
O2—Ni1—N290.20 (12)C14—C13—C12118.5 (4)
O2—Ni1—O1170.35 (11)C14—C13—H13A120.7
N2—Ni1—O180.38 (12)C12—C13—H13A120.7
O2—Ni1—N392.50 (13)C13—C14—C15123.4 (4)
N2—Ni1—N3177.17 (14)C13—C14—H14A118.3
O1—Ni1—N396.96 (13)C15—C14—H14A118.3
O2—Ni1—N491.06 (13)O2—C15—C14117.1 (4)
N2—Ni1—N492.69 (12)O2—C15—C10125.0 (4)
O1—Ni1—N487.35 (12)C14—C15—C10117.9 (4)
N3—Ni1—N488.13 (12)N3—C16—C17122.9 (5)
O2—Ni1—N592.93 (13)N3—C16—H16A118.5
N2—Ni1—N593.37 (12)C17—C16—H16A118.5
O1—Ni1—N589.70 (13)C18—C17—C16118.8 (5)
N3—Ni1—N585.62 (12)C18—C17—H17A120.6
N4—Ni1—N5172.72 (13)C16—C17—H17A120.6
C7—O1—Ni1108.2 (2)C19—C18—C17119.4 (5)
C15—O2—Ni1127.7 (3)C19—C18—H19A120.3
C7—N1—N2111.5 (3)C17—C18—H19A120.3
C8—N2—N1117.0 (3)C18—C19—C20118.1 (6)
C8—N2—Ni1130.3 (3)C18—C19—H18A120.9
N1—N2—Ni1112.7 (2)C20—C19—H18A120.9
C20—N3—C16116.9 (4)N3—C20—C19123.9 (5)
C20—N3—Ni1121.5 (3)N3—C20—H20A118.1
C16—N3—Ni1121.5 (3)C19—C20—H20A118.1
C25—N4—C21116.4 (4)N4—C21—C22123.3 (5)
C25—N4—Ni1121.4 (3)N4—C21—H21A118.3
C21—N4—Ni1122.2 (3)C22—C21—H21A118.3
C26—N5—C30116.2 (4)C23—C22—C21119.2 (5)
C26—N5—Ni1122.0 (3)C23—C22—H22A120.4
C30—N5—Ni1121.4 (3)C21—C22—H22A120.4
C36—N6—C32114.8 (8)C22—C23—C24117.9 (5)
C6—C1—C2120.9 (4)C22—C23—H23A121.1
C6—C1—H1B119.6C24—C23—H23A121.1
C2—C1—H1B119.6C23—C24—C25119.3 (5)
C3—C2—C1119.2 (4)C23—C24—H24A120.4
C3—C2—H2A120.4C25—C24—H24A120.4
C1—C2—H2A120.4N4—C25—C24123.9 (5)
C4—C3—C2120.9 (4)N4—C25—H25A118.1
C4—C3—Cl1120.0 (4)C24—C25—H25A118.1
C2—C3—Cl1119.1 (4)N5—C26—C27122.8 (5)
C3—C4—C5119.8 (4)N5—C26—H26A118.6
C3—C4—H4A120.1C27—C26—H26A118.6
C5—C4—H4A120.1C28—C27—C26120.2 (6)
C6—C5—C4121.1 (4)C28—C27—H27A119.9
C6—C5—H5A119.5C26—C27—H27A119.9
C4—C5—H5A119.5C27—C28—C29118.1 (5)
C1—C6—C5118.2 (4)C27—C28—H28A121.0
C1—C6—C7120.1 (4)C29—C28—H28A121.0
C5—C6—C7121.7 (4)C28—C29—C30118.8 (6)
O1—C7—N1127.2 (4)C28—C29—H29A120.6
O1—C7—C6116.7 (3)C30—C29—H29A120.6
N1—C7—C6116.1 (3)N5—C30—C29123.9 (5)
N2—C8—C10120.7 (3)N5—C30—H30A118.1
N2—C8—C9120.6 (4)C29—C30—H30A118.1
C10—C8—C9118.7 (4)C33—C32—N6122.4 (10)
C8—C9—H9A109.5C33—C32—H32A118.8
C8—C9—H9B109.5N6—C32—H32A118.8
H9A—C9—H9B109.5C32—C33—C34122.1 (10)
C8—C9—H9C109.5C32—C33—H33A118.9
H9A—C9—H9C109.5C34—C33—H33A118.9
H9B—C9—H9C109.5C35—C34—C33116.6 (9)
C11—C10—C15116.8 (4)C35—C34—H34A121.7
C11—C10—C8118.4 (4)C33—C34—H34A121.7
C15—C10—C8124.8 (4)C34—C35—C36120.5 (8)
C12—C11—C10122.6 (4)C34—C35—H35A119.7
C12—C11—H11A118.7C36—C35—H35A119.7
C10—C11—H11A118.7C35—C36—N6123.4 (7)
C11—C12—C13120.8 (4)C35—C36—H36A118.3
C11—C12—Br2120.5 (3)N6—C36—H36A118.3
C13—C12—Br2118.7 (3)
O2—Ni1—O1—C79.8 (7)Ni1—O1—C7—N12.2 (4)
N2—Ni1—O1—C72.6 (2)Ni1—O1—C7—C6178.5 (2)
N3—Ni1—O1—C7178.4 (2)N2—N1—C7—O10.1 (5)
N4—Ni1—O1—C790.6 (2)N2—N1—C7—C6179.2 (3)
N5—Ni1—O1—C796.0 (2)C1—C6—C7—O16.4 (5)
N2—Ni1—O2—C1510.9 (3)C5—C6—C7—O1173.5 (3)
O1—Ni1—O2—C1523.1 (8)C1—C6—C7—N1174.2 (4)
N3—Ni1—O2—C15168.3 (3)C5—C6—C7—N15.9 (5)
N4—Ni1—O2—C15103.6 (3)N1—N2—C8—C10176.8 (3)
N5—Ni1—O2—C1582.5 (3)Ni1—N2—C8—C104.4 (5)
C7—N1—N2—C8178.6 (3)N1—N2—C8—C91.9 (5)
C7—N1—N2—Ni12.4 (3)Ni1—N2—C8—C9176.9 (3)
O2—Ni1—N2—C83.7 (3)N2—C8—C10—C11171.6 (3)
O1—Ni1—N2—C8178.4 (3)C9—C8—C10—C117.1 (5)
N3—Ni1—N2—C8159 (2)N2—C8—C10—C158.8 (6)
N4—Ni1—N2—C894.7 (3)C9—C8—C10—C15172.5 (3)
N5—Ni1—N2—C889.3 (3)C15—C10—C11—C120.2 (5)
O2—Ni1—N2—N1175.2 (2)C8—C10—C11—C12179.8 (4)
O1—Ni1—N2—N12.8 (2)C10—C11—C12—C131.8 (6)
N3—Ni1—N2—N122 (3)C10—C11—C12—Br2177.9 (3)
N4—Ni1—N2—N184.1 (2)C11—C12—C13—C141.9 (6)
N5—Ni1—N2—N191.9 (2)Br2—C12—C13—C14177.8 (3)
O2—Ni1—N3—C20175.0 (4)C12—C13—C14—C150.5 (6)
N2—Ni1—N3—C2023 (3)Ni1—O2—C15—C14170.1 (3)
O1—Ni1—N3—C203.1 (4)Ni1—O2—C15—C1010.1 (5)
N4—Ni1—N3—C2084.0 (4)C13—C14—C15—O2179.1 (4)
N5—Ni1—N3—C2092.3 (4)C13—C14—C15—C101.1 (6)
O2—Ni1—N3—C167.6 (3)C11—C10—C15—O2179.0 (3)
N2—Ni1—N3—C16155 (2)C8—C10—C15—O21.4 (6)
O1—Ni1—N3—C16174.3 (3)C11—C10—C15—C141.2 (5)
N4—Ni1—N3—C1698.6 (3)C8—C10—C15—C14178.4 (4)
N5—Ni1—N3—C1685.1 (3)C20—N3—C16—C170.1 (7)
O2—Ni1—N4—C2513.6 (3)Ni1—N3—C16—C17177.6 (3)
N2—Ni1—N4—C2576.6 (3)N3—C16—C17—C180.1 (7)
O1—Ni1—N4—C25156.9 (3)C16—C17—C18—C190.1 (8)
N3—Ni1—N4—C25106.1 (3)C17—C18—C19—C200.2 (9)
N5—Ni1—N4—C25136.8 (10)C16—N3—C20—C190.2 (7)
O2—Ni1—N4—C21163.8 (3)Ni1—N3—C20—C19177.7 (4)
N2—Ni1—N4—C21106.0 (4)C18—C19—C20—N30.2 (9)
O1—Ni1—N4—C2125.7 (3)C25—N4—C21—C220.2 (7)
N3—Ni1—N4—C2171.2 (4)Ni1—N4—C21—C22177.7 (4)
N5—Ni1—N4—C2140.5 (12)N4—C21—C22—C231.0 (8)
O2—Ni1—N5—C261.2 (4)C21—C22—C23—C241.1 (9)
N2—Ni1—N5—C2689.1 (4)C22—C23—C24—C250.1 (8)
O1—Ni1—N5—C26169.5 (4)C21—N4—C25—C241.2 (7)
N3—Ni1—N5—C2693.6 (4)Ni1—N4—C25—C24178.8 (4)
N4—Ni1—N5—C26124.3 (11)C23—C24—C25—N41.1 (8)
O2—Ni1—N5—C30171.6 (4)C30—N5—C26—C271.3 (8)
N2—Ni1—N5—C3098.1 (4)Ni1—N5—C26—C27174.5 (5)
O1—Ni1—N5—C3017.7 (4)N5—C26—C27—C280.7 (10)
N3—Ni1—N5—C3079.2 (4)C26—C27—C28—C290.4 (10)
N4—Ni1—N5—C3048.4 (12)C27—C28—C29—C300.8 (10)
C6—C1—C2—C30.8 (7)C26—N5—C30—C290.9 (8)
C1—C2—C3—C40.6 (7)Ni1—N5—C30—C29174.1 (4)
C1—C2—C3—Cl1178.3 (4)C28—C29—C30—N50.2 (9)
C2—C3—C4—C51.0 (7)C36—N6—C32—C334.3 (14)
Cl1—C3—C4—C5178.7 (4)N6—C32—C33—C344.6 (17)
C3—C4—C5—C61.7 (7)C32—C33—C34—C352.0 (15)
C2—C1—C6—C51.4 (6)C33—C34—C35—C360.4 (13)
C2—C1—C6—C7178.4 (4)C34—C35—C36—N60.3 (13)
C4—C5—C6—C11.9 (6)C32—N6—C36—C351.9 (13)
C4—C5—C6—C7178.0 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
C1—H1B···O10.932.452.768 (5)100
C9—H9A···N10.962.232.697 (5)109
C16—H16A···O20.932.423.002 (5)120
C20—H20A···O10.932.563.154 (6)122
C21—H21A···O10.932.493.014 (6)116
C25—H25A···O20.932.473.044 (6)120
C26—H26A···O20.932.533.102 (6)120
C30—H30A···O10.932.453.037 (6)121
 

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