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A nickel(II) coordination complex, bis­[2,6-bis­(1H-benzimidazol-2-yl-κN3)pyri­dine-κN]nickel(II) sulfate, [Ni(C19H13N5)2]SO4 or [Ni(H2L)2]SO4, having four peripheral tetra­hedrally oriented N—H donor units, combines with sulfate bridges to create hydrogen-bonded structures of varied dimensionality. The three crystal structures reported herein in the space groups P212121, I\overline{4} and Pccn are defined solely by strong charge-assisted N—H...O hydrogen bonds and contain disordered guests (water and di­methyl­formamide) that vary in size, shape and degree of hydro­philicity. Two of the compounds are channelled solids with three-dimensional structures, while the third is one-dimensional in nature. In spite of their differences, all three present a striking resemblance to the previously reported anhydrous relative [Guo et al. (2011). Chin. J. Inorg. Chem. 27, 1517–1520], which is considered as the reference framework from which all three title compounds are derived. The hydrogen-bonded frameworks are described and compared using crystallographic and topological approaches.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229618002413/sk3681sup1.cif
Contains datablocks I, II, III, global

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229618002413/sk3681Isup2.hkl
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229618002413/sk3681IIsup3.hkl
Contains datablock II

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229618002413/sk3681IIIsup4.hkl
Contains datablock III

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2053229618002413/sk3681sup5.pdf
Document SD1 and Figure S1

xlsx

Microsoft Excel (XLSX) file https://doi.org/10.1107/S2053229618002413/sk3681sup6.xlsx
Tables S1-S5

CCDC references: 1823175; 1823174; 1823173

Computing details top

For all structures, data collection: CrysAlis PRO (Oxford Diffraction, 2009); cell refinement: CrysAlis PRO (Oxford Diffraction, 2009); data reduction: CrysAlis PRO (Oxford Diffraction, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2016 (Sheldrick, 2015); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL2014 (Sheldrick, 2015) and PLATON (Spek, 2009).

Bis[2,6-bis(1H-benzimidazol-2-yl-κN3)pyridine-κN]nickel(II) sulfate (I) top
Crystal data top
[Ni(C19H13N5)2]SO4Dx = 1.158 Mg m3
Mr = 777.46Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, P212121Cell parameters from 4887 reflections
a = 9.8015 (6) Åθ = 3.8–28.1°
b = 20.9572 (15) ŵ = 0.53 mm1
c = 21.7012 (17) ÅT = 294 K
V = 4457.7 (5) Å3Needle, light_red
Z = 40.50 × 0.24 × 0.18 mm
F(000) = 1600
Data collection top
Oxford Diffraction Gemini CCD S Ultra
diffractometer
9840 independent reflections
Radiation source: fine-focus sealed tube5651 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.085
ω scans, thick slicesθmax = 28.9°, θmin = 3.6°
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2009)
h = 1211
Tmin = 0.82, Tmax = 0.92k = 2628
19326 measured reflectionsl = 2628
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.074 w = 1/[σ2(Fo2) + (0.0908P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.210(Δ/σ)max < 0.001
S = 0.98Δρmax = 0.47 e Å3
9840 reflectionsΔρmin = 0.31 e Å3
487 parametersAbsolute structure: Flack x determined using 1523 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
586 restraintsAbsolute structure parameter: 0.006 (19)
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ni10.88293 (9)0.08567 (5)0.84243 (4)0.0392 (3)
N1A0.6872 (5)0.0444 (3)0.8476 (3)0.0448 (15)
N2A0.8989 (5)0.0117 (3)0.7826 (3)0.0424 (14)
N3A1.0826 (5)0.0964 (3)0.8072 (3)0.0439 (14)
N4A0.5513 (6)0.0333 (3)0.8142 (3)0.0555 (18)
H4NA0.5238030.0661150.7939230.067*
N5A1.2442 (6)0.0573 (3)0.7459 (3)0.0508 (17)
H5NA1.2853830.0319550.7209390.061*
C1A0.5640 (7)0.0489 (4)0.8785 (4)0.0469 (18)
C2A0.5188 (8)0.0932 (4)0.9213 (4)0.061 (2)
H2AA0.5726420.1269970.9347520.074*
C3A0.3880 (8)0.0832 (5)0.9424 (5)0.080 (3)
H3AA0.3535930.1111880.9718280.096*
C4A0.3063 (9)0.0350 (5)0.9228 (5)0.075 (3)
H4AA0.2195390.0308820.9397180.090*
C5A0.3475 (7)0.0071 (5)0.8795 (4)0.066 (2)
H5AA0.2904570.0395300.8657000.079*
C6A0.4781 (7)0.0003 (4)0.8567 (4)0.0482 (18)
C7A0.6749 (7)0.0053 (3)0.8099 (3)0.0461 (19)
C8A0.7926 (7)0.0270 (4)0.7752 (4)0.052 (2)
C9A0.8036 (8)0.0816 (5)0.7394 (5)0.076 (3)
H9AA0.7289770.1082960.7333920.091*
C10A0.9262 (9)0.0949 (5)0.7132 (5)0.090 (4)
H10A0.9354250.1315410.6894060.108*
C11A1.0384 (9)0.0550 (4)0.7212 (5)0.072 (3)
H11A1.1224720.0645330.7035540.086*
C12A1.0199 (6)0.0005 (3)0.7564 (4)0.0457 (18)
C13A1.1186 (7)0.0496 (3)0.7702 (3)0.0435 (16)
C14A1.2933 (7)0.1143 (3)0.7692 (4)0.0482 (18)
C15A1.4155 (8)0.1466 (4)0.7584 (5)0.067 (3)
H15A1.4835240.1297960.7333450.081*
C16A1.4288 (9)0.2035 (5)0.7866 (5)0.076 (3)
H16A1.5088080.2265670.7806000.092*
C17A1.3282 (8)0.2293 (4)0.8244 (5)0.071 (3)
H17A1.3423040.2690740.8423730.086*
C18A1.2091 (8)0.1975 (4)0.8356 (5)0.061 (2)
H18A1.1415360.2146400.8606560.073*
C19A1.1936 (7)0.1381 (3)0.8076 (4)0.0469 (18)
N1B0.8202 (6)0.1655 (3)0.7902 (3)0.0430 (15)
N2B0.8719 (6)0.1553 (2)0.9068 (2)0.0371 (13)
N3B0.9392 (6)0.0370 (2)0.9242 (3)0.0411 (14)
N4B0.7729 (6)0.2694 (3)0.7912 (3)0.0458 (15)
H4NB0.7606290.3074840.8049410.055*
N5B0.9636 (7)0.0440 (3)1.0261 (3)0.0473 (15)
H5NB0.9659440.0605041.0623910.057*
C1B0.7895 (7)0.1843 (3)0.7306 (3)0.0454 (17)
C2B0.7839 (10)0.1499 (4)0.6764 (3)0.065 (2)
H2BA0.8043590.1066360.6748220.078*
C3B0.7462 (11)0.1837 (5)0.6247 (4)0.075 (3)
H3BA0.7405900.1620690.5874240.090*
C4B0.7168 (11)0.2469 (5)0.6253 (4)0.075 (3)
H4BA0.6909940.2669110.5888820.090*
C5B0.7242 (10)0.2814 (4)0.6777 (4)0.067 (3)
H5BA0.7049450.3248720.6777710.080*
C6B0.7615 (8)0.2499 (3)0.7314 (3)0.0460 (17)
C7B0.8070 (8)0.2178 (3)0.8246 (3)0.0411 (16)
C8B0.8339 (9)0.2138 (3)0.8902 (3)0.0477 (19)
C9B0.8197 (15)0.2618 (4)0.9337 (4)0.099 (4)
H9BA0.7928880.3026070.9221800.118*
C10B0.8460 (17)0.2477 (5)0.9936 (4)0.123 (6)
H10B0.8316510.2785711.0236530.148*
C11B0.8940 (15)0.1877 (4)1.0108 (4)0.099 (4)
H11B0.9209520.1791701.0510760.119*
C12B0.8998 (9)0.1412 (3)0.9654 (3)0.050 (2)
C13B0.9343 (7)0.0740 (3)0.9728 (3)0.0408 (15)
C14B0.9891 (8)0.0188 (3)1.0106 (3)0.0447 (17)
C15B1.0240 (9)0.0708 (3)1.0469 (4)0.064 (2)
H15B1.0345890.0673281.0893400.077*
C16B1.0417 (11)0.1266 (4)1.0173 (5)0.079 (3)
H16B1.0639090.1627061.0401030.095*
C17B1.0280 (11)0.1322 (4)0.9537 (5)0.077 (3)
H17B1.0433470.1716010.9352330.093*
C18B0.9925 (9)0.0814 (4)0.9179 (4)0.062 (2)
H18B0.9802610.0855810.8755470.074*
C19B0.9754 (8)0.0230 (3)0.9475 (3)0.0464 (18)
S11.0813 (2)0.09127 (10)1.17397 (10)0.0506 (5)
O11.1035 (7)0.0222 (3)1.1762 (3)0.0732 (19)
O21.0534 (7)0.1175 (3)1.2361 (3)0.0677 (18)
O30.9641 (6)0.1041 (3)1.1343 (3)0.0707 (19)
O41.2034 (6)0.1228 (3)1.1497 (3)0.0699 (18)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0392 (5)0.0372 (5)0.0412 (5)0.0011 (5)0.0003 (4)0.0053 (5)
N1A0.043 (3)0.043 (3)0.048 (4)0.001 (3)0.002 (3)0.009 (3)
N2A0.041 (3)0.038 (3)0.048 (4)0.002 (2)0.005 (2)0.010 (3)
N3A0.042 (3)0.044 (3)0.046 (3)0.004 (2)0.004 (2)0.006 (3)
N4A0.053 (3)0.050 (4)0.064 (4)0.016 (3)0.005 (3)0.012 (4)
N5A0.046 (3)0.054 (3)0.053 (4)0.003 (3)0.014 (3)0.006 (3)
C1A0.039 (3)0.047 (4)0.055 (4)0.003 (3)0.000 (3)0.000 (3)
C2A0.053 (4)0.053 (4)0.078 (6)0.004 (4)0.017 (4)0.012 (4)
C3A0.057 (4)0.073 (5)0.109 (8)0.003 (4)0.029 (4)0.007 (6)
C4A0.056 (5)0.076 (5)0.093 (7)0.007 (4)0.021 (5)0.005 (5)
C5A0.045 (4)0.076 (6)0.077 (6)0.009 (4)0.002 (4)0.005 (5)
C6A0.044 (3)0.048 (4)0.053 (5)0.001 (3)0.002 (3)0.005 (3)
C7A0.046 (3)0.045 (4)0.048 (4)0.009 (3)0.004 (3)0.008 (3)
C8A0.049 (3)0.051 (4)0.056 (5)0.013 (3)0.008 (3)0.016 (4)
C9A0.072 (5)0.069 (5)0.088 (7)0.021 (5)0.015 (5)0.041 (5)
C10A0.086 (5)0.066 (6)0.118 (9)0.016 (4)0.032 (5)0.053 (7)
C11A0.072 (5)0.060 (4)0.083 (7)0.006 (4)0.025 (5)0.029 (5)
C12A0.044 (3)0.046 (3)0.047 (5)0.001 (3)0.008 (3)0.008 (3)
C13A0.042 (3)0.044 (3)0.044 (4)0.001 (3)0.008 (3)0.003 (3)
C14A0.046 (3)0.050 (3)0.049 (5)0.003 (3)0.001 (3)0.006 (3)
C15A0.055 (4)0.074 (5)0.073 (6)0.017 (4)0.008 (4)0.004 (5)
C16A0.058 (5)0.083 (5)0.088 (7)0.027 (4)0.005 (4)0.006 (5)
C17A0.066 (4)0.069 (6)0.079 (7)0.024 (4)0.001 (4)0.008 (5)
C18A0.058 (4)0.056 (4)0.068 (6)0.013 (3)0.004 (4)0.011 (4)
C19A0.045 (3)0.048 (3)0.048 (4)0.007 (3)0.002 (3)0.002 (3)
N1B0.049 (4)0.039 (3)0.041 (3)0.001 (3)0.003 (3)0.004 (2)
N2B0.038 (3)0.035 (2)0.038 (3)0.001 (3)0.002 (3)0.000 (2)
N3B0.040 (3)0.035 (2)0.048 (3)0.001 (3)0.000 (3)0.004 (2)
N4B0.048 (4)0.046 (3)0.044 (3)0.006 (3)0.003 (3)0.007 (3)
N5B0.053 (4)0.040 (3)0.049 (3)0.001 (3)0.006 (3)0.000 (3)
C1B0.040 (4)0.055 (3)0.041 (3)0.001 (3)0.001 (3)0.002 (3)
C2B0.081 (6)0.068 (5)0.045 (3)0.011 (5)0.005 (4)0.006 (3)
C3B0.094 (7)0.092 (5)0.039 (4)0.011 (5)0.011 (5)0.004 (4)
C4B0.087 (7)0.093 (5)0.045 (4)0.013 (5)0.002 (5)0.010 (4)
C5B0.080 (6)0.076 (6)0.044 (3)0.018 (5)0.003 (4)0.017 (4)
C6B0.042 (4)0.056 (3)0.040 (3)0.003 (3)0.005 (3)0.009 (3)
C7B0.048 (4)0.036 (3)0.039 (3)0.002 (3)0.003 (3)0.000 (2)
C8B0.069 (5)0.034 (3)0.040 (3)0.006 (3)0.007 (3)0.000 (3)
C9B0.198 (13)0.047 (5)0.051 (4)0.037 (7)0.033 (6)0.012 (4)
C10B0.261 (17)0.057 (5)0.051 (4)0.051 (8)0.040 (7)0.017 (5)
C11B0.198 (12)0.053 (4)0.045 (5)0.032 (6)0.033 (7)0.012 (4)
C12B0.072 (5)0.041 (3)0.039 (3)0.008 (4)0.008 (3)0.002 (3)
C13B0.040 (4)0.037 (3)0.046 (3)0.000 (3)0.004 (3)0.004 (2)
C14B0.042 (4)0.038 (3)0.055 (3)0.003 (3)0.003 (3)0.004 (3)
C15B0.076 (6)0.047 (4)0.068 (5)0.007 (4)0.001 (5)0.015 (3)
C16B0.096 (7)0.047 (4)0.096 (5)0.015 (5)0.002 (6)0.010 (5)
C17B0.095 (7)0.039 (4)0.098 (5)0.009 (5)0.001 (6)0.000 (4)
C18B0.070 (5)0.040 (3)0.075 (5)0.001 (4)0.004 (4)0.010 (3)
C19B0.047 (4)0.036 (3)0.056 (4)0.001 (3)0.005 (3)0.002 (3)
S10.0652 (13)0.0423 (10)0.0444 (11)0.0060 (11)0.0112 (9)0.0104 (11)
O10.086 (4)0.039 (3)0.094 (5)0.008 (3)0.038 (4)0.012 (3)
O20.096 (4)0.070 (4)0.037 (3)0.033 (4)0.001 (3)0.004 (3)
O30.072 (4)0.083 (5)0.057 (4)0.014 (4)0.025 (3)0.002 (4)
O40.076 (4)0.055 (3)0.079 (5)0.019 (3)0.015 (4)0.003 (4)
Geometric parameters (Å, º) top
Ni1—N2B2.022 (5)C18A—H18A0.9300
Ni1—N2A2.029 (5)N1B—C7B1.333 (7)
Ni1—N1A2.108 (5)N1B—C1B1.384 (8)
Ni1—N1B2.112 (6)N2B—C8B1.330 (7)
Ni1—N3A2.113 (5)N2B—C12B1.335 (7)
Ni1—N3B2.120 (6)N3B—C13B1.311 (7)
N1A—C7A1.328 (7)N3B—C19B1.400 (7)
N1A—C1A1.385 (8)N4B—C7B1.345 (7)
N2A—C8A1.330 (7)N4B—C6B1.366 (8)
N2A—C12A1.339 (7)N4B—H4NB0.8600
N3A—C13A1.315 (7)N5B—C13B1.350 (7)
N3A—C19A1.396 (7)N5B—C14B1.381 (7)
N4A—C7A1.349 (7)N5B—H5NB0.8600
N4A—C6A1.364 (8)C1B—C2B1.381 (9)
N4A—H4NA0.8600C1B—C6B1.403 (9)
N5A—C13A1.349 (7)C2B—C3B1.377 (9)
N5A—C14A1.382 (7)C2B—H2BA0.9300
N5A—H5NA0.8600C3B—C4B1.355 (11)
C1A—C2A1.385 (9)C3B—H3BA0.9300
C1A—C6A1.403 (9)C4B—C5B1.348 (11)
C2A—C3A1.378 (9)C4B—H4BA0.9300
C2A—H2AA0.9300C5B—C6B1.389 (9)
C3A—C4A1.357 (11)C5B—H5BA0.9300
C3A—H3AA0.9300C7B—C8B1.450 (9)
C4A—C5A1.351 (10)C8B—C9B1.387 (9)
C4A—H4AA0.9300C9B—C10B1.357 (11)
C5A—C6A1.382 (9)C9B—H9BA0.9300
C5A—H5AA0.9300C10B—C11B1.393 (10)
C7A—C8A1.451 (9)C10B—H10B0.9300
C8A—C9A1.388 (9)C11B—C12B1.387 (9)
C9A—C10A1.358 (10)C11B—H11B0.9300
C9A—H9AA0.9300C12B—C13B1.456 (8)
C10A—C11A1.393 (10)C14B—C19B1.380 (9)
C10A—H10A0.9300C14B—C15B1.387 (8)
C11A—C12A1.387 (9)C15B—C16B1.345 (10)
C11A—H11A0.9300C15B—H15B0.9300
C12A—C13A1.458 (8)C16B—C17B1.390 (11)
C14A—C19A1.378 (9)C16B—H16B0.9300
C14A—C15A1.394 (8)C17B—C18B1.364 (9)
C15A—C16A1.348 (10)C17B—H17B0.9300
C15A—H15A0.9300C18B—C19B1.393 (9)
C16A—C17A1.392 (10)C18B—H18B0.9300
C16A—H16A0.9300S1—O31.461 (6)
C17A—C18A1.367 (9)S1—O11.464 (6)
C17A—H17A0.9300S1—O41.465 (6)
C18A—C19A1.393 (8)S1—O21.481 (6)
N2B—Ni1—N2A176.0 (2)C19A—C18A—H18A121.5
N2B—Ni1—N1A102.2 (2)C14A—C19A—C18A120.6 (6)
N2A—Ni1—N1A77.9 (2)C14A—C19A—N3A108.8 (6)
N2B—Ni1—N1B77.5 (2)C18A—C19A—N3A130.3 (6)
N2A—Ni1—N1B106.5 (2)C7B—N1B—C1B105.6 (5)
N1A—Ni1—N1B95.1 (3)C7B—N1B—Ni1112.2 (4)
N2B—Ni1—N3A102.9 (2)C1B—N1B—Ni1142.2 (5)
N2A—Ni1—N3A77.2 (2)C8B—N2B—C12B121.3 (6)
N1A—Ni1—N3A154.9 (2)C8B—N2B—Ni1119.5 (4)
N1B—Ni1—N3A89.5 (3)C12B—N2B—Ni1119.2 (4)
N2B—Ni1—N3B77.5 (2)C13B—N3B—C19B104.5 (5)
N2A—Ni1—N3B98.5 (2)C13B—N3B—Ni1112.2 (4)
N1A—Ni1—N3B89.7 (3)C19B—N3B—Ni1143.2 (5)
N1B—Ni1—N3B155.0 (2)C7B—N4B—C6B107.0 (5)
N3A—Ni1—N3B96.5 (2)C7B—N4B—H4NB126.5
C7A—N1A—C1A105.8 (5)C6B—N4B—H4NB126.5
C7A—N1A—Ni1111.8 (4)C13B—N5B—C14B105.9 (6)
C1A—N1A—Ni1142.3 (5)C13B—N5B—H5NB127.0
C8A—N2A—C12A121.8 (5)C14B—N5B—H5NB127.0
C8A—N2A—Ni1118.8 (4)C2B—C1B—N1B131.0 (7)
C12A—N2A—Ni1119.0 (4)C2B—C1B—C6B120.9 (6)
C13A—N3A—C19A105.1 (5)N1B—C1B—C6B108.1 (6)
C13A—N3A—Ni1113.0 (4)C3B—C2B—C1B115.9 (7)
C19A—N3A—Ni1141.8 (4)C3B—C2B—H2BA122.0
C7A—N4A—C6A107.1 (5)C1B—C2B—H2BA122.0
C7A—N4A—H4NA126.5C4B—C3B—C2B123.5 (8)
C6A—N4A—H4NA126.5C4B—C3B—H3BA118.2
C13A—N5A—C14A106.2 (6)C2B—C3B—H3BA118.2
C13A—N5A—H5NA126.9C5B—C4B—C3B121.4 (8)
C14A—N5A—H5NA126.9C5B—C4B—H4BA119.3
C2A—C1A—N1A130.5 (6)C3B—C4B—H4BA119.3
C2A—C1A—C6A121.4 (6)C4B—C5B—C6B117.8 (8)
N1A—C1A—C6A108.0 (6)C4B—C5B—H5BA121.1
C3A—C2A—C1A114.7 (7)C6B—C5B—H5BA121.1
C3A—C2A—H2AA122.6N4B—C6B—C5B132.6 (7)
C1A—C2A—H2AA122.6N4B—C6B—C1B106.8 (6)
C4A—C3A—C2A123.9 (8)C5B—C6B—C1B120.5 (7)
C4A—C3A—H3AA118.0N1B—C7B—N4B112.6 (5)
C2A—C3A—H3AA118.0N1B—C7B—C8B119.0 (6)
C5A—C4A—C3A121.8 (8)N4B—C7B—C8B128.4 (6)
C5A—C4A—H4AA119.1N2B—C8B—C9B120.8 (6)
C3A—C4A—H4AA119.1N2B—C8B—C7B111.7 (6)
C4A—C5A—C6A116.9 (8)C9B—C8B—C7B127.5 (6)
C4A—C5A—H5AA121.5C10B—C9B—C8B118.4 (7)
C6A—C5A—H5AA121.5C10B—C9B—H9BA120.8
N4A—C6A—C5A132.2 (7)C8B—C9B—H9BA120.8
N4A—C6A—C1A106.7 (6)C9B—C10B—C11B121.2 (8)
C5A—C6A—C1A121.1 (7)C9B—C10B—H10B119.4
N1A—C7A—N4A112.3 (5)C11B—C10B—H10B119.4
N1A—C7A—C8A119.5 (6)C12B—C11B—C10B117.2 (7)
N4A—C7A—C8A127.8 (6)C12B—C11B—H11B121.4
N2A—C8A—C9A120.6 (6)C10B—C11B—H11B121.4
N2A—C8A—C7A111.7 (6)N2B—C12B—C11B120.9 (6)
C9A—C8A—C7A127.7 (6)N2B—C12B—C13B111.5 (5)
C10A—C9A—C8A118.2 (7)C11B—C12B—C13B127.6 (6)
C10A—C9A—H9AA120.9N3B—C13B—N5B114.0 (5)
C8A—C9A—H9AA120.9N3B—C13B—C12B119.5 (6)
C9A—C10A—C11A121.6 (7)N5B—C13B—C12B126.5 (6)
C9A—C10A—H10A119.2C19B—C14B—N5B106.5 (6)
C11A—C10A—H10A119.2C19B—C14B—C15B122.5 (7)
C12A—C11A—C10A117.4 (7)N5B—C14B—C15B130.9 (7)
C12A—C11A—H11A121.3C16B—C15B—C14B116.3 (8)
C10A—C11A—H11A121.3C16B—C15B—H15B121.8
N2A—C12A—C11A120.4 (6)C14B—C15B—H15B121.8
N2A—C12A—C13A111.3 (5)C15B—C16B—C17B122.3 (8)
C11A—C12A—C13A128.3 (6)C15B—C16B—H16B118.8
N3A—C13A—N5A113.2 (5)C17B—C16B—H16B118.8
N3A—C13A—C12A118.9 (5)C18B—C17B—C16B121.6 (8)
N5A—C13A—C12A127.7 (6)C18B—C17B—H17B119.2
C19A—C14A—N5A106.6 (6)C16B—C17B—H17B119.2
C19A—C14A—C15A122.3 (7)C17B—C18B—C19B117.0 (7)
N5A—C14A—C15A131.1 (7)C17B—C18B—H18B121.5
C16A—C15A—C14A115.9 (8)C19B—C18B—H18B121.5
C16A—C15A—H15A122.0C14B—C19B—C18B120.1 (7)
C14A—C15A—H15A122.0C14B—C19B—N3B109.1 (6)
C15A—C16A—C17A122.9 (8)C18B—C19B—N3B130.7 (7)
C15A—C16A—H16A118.6O3—S1—O1108.6 (4)
C17A—C16A—H16A118.6O3—S1—O4110.3 (4)
C18A—C17A—C16A121.3 (8)O1—S1—O4109.7 (4)
C18A—C17A—H17A119.3O3—S1—O2108.8 (4)
C16A—C17A—H17A119.3O1—S1—O2111.4 (4)
C17A—C18A—C19A116.9 (7)O4—S1—O2108.1 (4)
C17A—C18A—H18A121.5
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N4A—H4NA···O2i0.861.822.654 (8)163
N5A—H5NA···O1ii0.861.852.701 (8)171
N4B—H4NB···O4iii0.861.852.685 (9)164
N5B—H5NB···O30.861.812.663 (9)173
Symmetry codes: (i) x+3/2, y, z1/2; (ii) x+5/2, y, z1/2; (iii) x1/2, y+1/2, z+2.
Bis[2,6-bis(1H-benzimidazol-2-yl-κN3)pyridine-κN]nickel(II) sulfate (II) top
Crystal data top
[Ni(C19H13N5)2]SO4Dx = 0.933 Mg m3
Mr = 777.46Mo Kα radiation, λ = 0.71073 Å
Tetragonal, I4Cell parameters from 3126 reflections
a = 28.596 (2) Åθ = 4.0–24.9°
c = 13.5438 (9) ŵ = 0.43 mm1
V = 11075.0 (17) Å3T = 294 K
Z = 8Needles, light_red
F(000) = 32000.38 × 0.14 × 0.12 mm
Data collection top
Oxford Diffraction Gemini CCD S Ultra
diffractometer
11374 independent reflections
Radiation source: fine-focus sealed tube4172 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.095
ω scans, thick slicesθmax = 28.9°, θmin = 3.6°
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2009)
h = 3133
Tmin = 0.96, Tmax = 0.98k = 3837
16294 measured reflectionsl = 189
Refinement top
Refinement on F2Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: fullH-atom parameters constrained
R[F2 > 2σ(F2)] = 0.078 w = 1/[σ2(Fo2) + (0.0593P)2]
where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.220(Δ/σ)max < 0.001
S = 0.89Δρmax = 0.55 e Å3
11374 reflectionsΔρmin = 0.23 e Å3
488 parametersAbsolute structure: Refined as an inversion twin
586 restraintsAbsolute structure parameter: 0.45 (3)
Special details top

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. Refined as a 2-component inversion twin

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Ni10.64892 (5)0.18669 (5)0.10607 (8)0.0538 (4)
N1A0.5815 (2)0.2131 (3)0.1423 (5)0.062 (2)
N2A0.6099 (2)0.1636 (3)0.0099 (5)0.0531 (19)
N3A0.6974 (2)0.1497 (3)0.0178 (5)0.061 (2)
N4A0.5075 (3)0.2189 (3)0.0920 (5)0.075 (2)
H4NA0.4832540.2171360.0544870.089*
N5A0.7103 (3)0.1091 (3)0.1203 (5)0.068 (2)
H5NA0.7045570.0947810.1748760.082*
C1A0.5558 (3)0.2366 (4)0.2124 (6)0.078 (3)
C2A0.5689 (4)0.2539 (5)0.3048 (7)0.116 (5)
H2AA0.5992390.2503250.3281780.139*
C3A0.5360 (4)0.2759 (6)0.3593 (8)0.126 (5)
H3AA0.5445950.2908040.4175190.151*
C4A0.4893 (5)0.2765 (8)0.3294 (10)0.190 (9)
H4AA0.4671640.2879170.3735000.228*
C5A0.4733 (4)0.2606 (6)0.2344 (9)0.138 (6)
H5AA0.4429800.2644170.2111000.165*
C6A0.5091 (3)0.2388 (5)0.1817 (7)0.084 (3)
C7A0.5506 (3)0.2021 (4)0.0710 (6)0.056 (2)
C8A0.5646 (3)0.1756 (3)0.0156 (6)0.056 (2)
C9A0.5358 (3)0.1621 (4)0.0931 (6)0.079 (3)
H9AA0.5042810.1701800.0951870.094*
C10A0.5563 (4)0.1363 (5)0.1659 (7)0.091 (4)
H10A0.5381730.1258080.2183260.109*
C11A0.6050 (3)0.1251 (4)0.1639 (7)0.079 (3)
H11A0.6192380.1091150.2155070.095*
C12A0.6297 (3)0.1391 (3)0.0818 (6)0.055 (2)
C13A0.6780 (3)0.1318 (3)0.0631 (6)0.057 (2)
C14A0.7533 (3)0.1129 (4)0.0763 (6)0.070 (3)
C15A0.7965 (3)0.1010 (5)0.1081 (8)0.094 (4)
H15A0.8015200.0864600.1686010.112*
C16A0.8319 (4)0.1116 (5)0.0462 (9)0.114 (5)
H16A0.8621310.1028710.0638320.137*
C17A0.8253 (4)0.1354 (6)0.0443 (8)0.116 (5)
H17A0.8509640.1420100.0840210.139*
C18A0.7822 (3)0.1485 (4)0.0737 (7)0.080 (3)
H18A0.7773370.1645000.1326780.096*
C19A0.7450 (3)0.1369 (4)0.0108 (6)0.065 (3)
N1B0.6459 (3)0.1332 (2)0.2173 (5)0.0525 (18)
N2B0.6829 (3)0.2170 (2)0.2206 (5)0.0533 (19)
N3B0.6708 (3)0.2514 (3)0.0476 (5)0.063 (2)
N4B0.6554 (3)0.1188 (3)0.3777 (5)0.068 (2)
H4NB0.6630310.1225760.4386510.081*
N5B0.7053 (3)0.3203 (3)0.0782 (5)0.067 (2)
H5NB0.7193670.3419650.1107480.080*
C1B0.6283 (3)0.0894 (3)0.2377 (6)0.058 (2)
C2B0.6095 (4)0.0554 (3)0.1762 (7)0.082 (3)
H2BA0.6073500.0603090.1084770.098*
C3B0.5944 (5)0.0151 (4)0.2172 (9)0.104 (4)
H3BA0.5814040.0079860.1774070.125*
C4B0.5983 (5)0.0078 (4)0.3186 (9)0.120 (5)
H4BA0.5874470.0203780.3441230.144*
C5B0.6179 (4)0.0410 (3)0.3860 (8)0.086 (3)
H5BA0.6198110.0362750.4538310.103*
C6B0.6339 (4)0.0811 (3)0.3389 (6)0.070 (3)
C7B0.6630 (4)0.1495 (3)0.3036 (6)0.064 (3)
C8B0.6850 (4)0.1950 (3)0.3084 (6)0.063 (3)
C9B0.7042 (4)0.2157 (3)0.3924 (7)0.076 (3)
H9BA0.7039750.2008650.4535020.091*
C10B0.7233 (4)0.2590 (4)0.3793 (7)0.094 (4)
H10B0.7378970.2732970.4327370.113*
C11B0.7220 (4)0.2832 (3)0.2871 (7)0.077 (3)
H11B0.7346310.3129040.2791800.093*
C12B0.7006 (4)0.2597 (3)0.2109 (6)0.061 (3)
C13B0.6930 (4)0.2774 (3)0.1145 (6)0.064 (3)
C14B0.6915 (4)0.3231 (3)0.0184 (7)0.074 (3)
C15B0.6943 (4)0.3587 (4)0.0847 (7)0.090 (3)
H15B0.7089640.3868910.0706130.108*
C16B0.6739 (5)0.3497 (4)0.1730 (8)0.100 (4)
H16B0.6737510.3733280.2202070.120*
C17B0.6529 (5)0.3064 (4)0.1973 (7)0.094 (4)
H17B0.6417220.3015020.2609220.113*
C18B0.6489 (4)0.2721 (3)0.1290 (6)0.076 (3)
H18B0.6341380.2439100.1431150.092*
C19B0.6683 (3)0.2813 (3)0.0361 (6)0.060 (2)
S10.79506 (12)0.40472 (10)0.1171 (2)0.0672 (8)
O10.7526 (3)0.3852 (3)0.1690 (5)0.099 (3)
O20.8230 (3)0.4275 (3)0.1943 (5)0.086 (2)
O30.7816 (3)0.4362 (3)0.0395 (5)0.095 (3)
O40.8206 (4)0.3659 (3)0.0714 (5)0.110 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0611 (9)0.0644 (9)0.0361 (6)0.0025 (7)0.0033 (7)0.0036 (7)
N1A0.068 (3)0.079 (5)0.040 (3)0.001 (2)0.0065 (16)0.008 (3)
N2A0.062 (2)0.062 (4)0.036 (2)0.004 (2)0.001 (2)0.001 (3)
N3A0.069 (3)0.073 (4)0.042 (3)0.000 (3)0.0023 (18)0.007 (3)
N4A0.067 (3)0.105 (6)0.052 (4)0.009 (3)0.003 (2)0.017 (4)
N5A0.076 (3)0.086 (6)0.042 (3)0.011 (3)0.002 (2)0.004 (3)
C1A0.085 (4)0.103 (7)0.046 (3)0.015 (4)0.005 (2)0.014 (4)
C2A0.106 (6)0.176 (11)0.066 (4)0.048 (7)0.024 (4)0.052 (5)
C3A0.117 (5)0.182 (13)0.078 (7)0.053 (7)0.014 (4)0.051 (7)
C4A0.120 (5)0.34 (2)0.107 (7)0.074 (8)0.023 (5)0.112 (10)
C5A0.106 (5)0.221 (14)0.085 (6)0.055 (7)0.011 (4)0.063 (7)
C6A0.086 (4)0.113 (8)0.054 (4)0.018 (4)0.008 (3)0.021 (4)
C7A0.063 (3)0.071 (5)0.035 (3)0.001 (3)0.002 (2)0.005 (3)
C8A0.062 (2)0.069 (5)0.035 (3)0.002 (3)0.002 (2)0.004 (3)
C9A0.078 (4)0.110 (8)0.048 (3)0.005 (4)0.013 (3)0.017 (4)
C10A0.086 (4)0.131 (9)0.055 (5)0.003 (5)0.014 (3)0.028 (5)
C11A0.084 (4)0.103 (9)0.050 (3)0.003 (4)0.011 (3)0.015 (4)
C12A0.066 (2)0.062 (5)0.037 (3)0.003 (3)0.0007 (19)0.001 (3)
C13A0.066 (2)0.067 (6)0.039 (3)0.002 (3)0.000 (2)0.004 (3)
C14A0.077 (3)0.092 (7)0.041 (3)0.006 (3)0.001 (2)0.004 (4)
C15A0.079 (3)0.140 (11)0.062 (5)0.012 (4)0.002 (3)0.018 (6)
C16A0.083 (4)0.178 (12)0.081 (5)0.020 (6)0.006 (4)0.041 (6)
C17A0.081 (3)0.187 (12)0.080 (5)0.039 (6)0.017 (4)0.043 (6)
C18A0.076 (3)0.097 (9)0.067 (5)0.020 (4)0.013 (3)0.016 (5)
C19A0.070 (3)0.086 (6)0.040 (3)0.005 (2)0.0014 (18)0.007 (4)
N1B0.056 (5)0.060 (3)0.042 (2)0.001 (2)0.002 (2)0.004 (2)
N2B0.063 (4)0.056 (3)0.041 (2)0.002 (3)0.005 (3)0.0037 (16)
N3B0.072 (5)0.072 (3)0.045 (2)0.006 (3)0.006 (3)0.001 (2)
N4B0.076 (6)0.073 (3)0.054 (3)0.007 (3)0.011 (4)0.009 (2)
N5B0.078 (6)0.069 (3)0.053 (3)0.004 (3)0.005 (3)0.004 (2)
C1B0.053 (5)0.061 (3)0.059 (3)0.000 (3)0.005 (3)0.002 (2)
C2B0.103 (8)0.068 (4)0.073 (4)0.010 (4)0.025 (5)0.001 (3)
C3B0.131 (11)0.074 (5)0.107 (4)0.013 (6)0.009 (6)0.011 (4)
C4B0.154 (13)0.098 (7)0.108 (4)0.029 (7)0.013 (6)0.016 (4)
C5B0.084 (7)0.081 (4)0.094 (5)0.004 (4)0.004 (6)0.019 (3)
C6B0.075 (7)0.075 (4)0.060 (3)0.008 (4)0.009 (3)0.005 (2)
C7B0.086 (6)0.060 (3)0.045 (3)0.006 (4)0.008 (3)0.002 (2)
C8B0.087 (7)0.061 (3)0.043 (2)0.006 (3)0.010 (3)0.001 (2)
C9B0.099 (7)0.080 (4)0.048 (3)0.011 (5)0.013 (4)0.008 (3)
C10B0.128 (10)0.089 (5)0.065 (4)0.028 (5)0.037 (5)0.005 (4)
C11B0.105 (8)0.069 (5)0.058 (3)0.006 (5)0.025 (4)0.007 (3)
C12B0.079 (6)0.059 (3)0.045 (2)0.006 (3)0.010 (3)0.001 (2)
C13B0.078 (6)0.069 (3)0.046 (2)0.006 (3)0.010 (3)0.0026 (19)
C14B0.077 (7)0.091 (4)0.054 (3)0.015 (4)0.005 (4)0.010 (2)
C15B0.114 (9)0.095 (4)0.062 (4)0.004 (5)0.011 (4)0.015 (3)
C16B0.141 (10)0.093 (5)0.066 (4)0.014 (6)0.000 (6)0.020 (4)
C17B0.126 (10)0.088 (5)0.069 (4)0.004 (5)0.010 (6)0.024 (4)
C18B0.095 (8)0.078 (5)0.057 (3)0.009 (5)0.019 (4)0.013 (3)
C19B0.048 (5)0.083 (4)0.050 (2)0.000 (3)0.000 (3)0.008 (2)
S10.102 (2)0.0547 (18)0.0452 (15)0.0061 (17)0.0069 (17)0.0074 (15)
O10.124 (4)0.104 (7)0.070 (4)0.041 (5)0.020 (4)0.007 (4)
O20.121 (5)0.067 (5)0.070 (4)0.002 (4)0.032 (5)0.011 (4)
O30.137 (7)0.082 (4)0.065 (4)0.002 (5)0.015 (4)0.033 (5)
O40.181 (7)0.071 (4)0.077 (5)0.032 (5)0.028 (5)0.007 (4)
Geometric parameters (Å, º) top
Ni1—N2B2.026 (6)C18A—H18A0.9300
Ni1—N2A2.037 (6)N1B—C7B1.350 (8)
Ni1—N3B2.109 (7)N1B—C1B1.378 (9)
Ni1—N3A2.115 (7)N2B—C12B1.327 (9)
Ni1—N1A2.128 (7)N2B—C8B1.346 (8)
Ni1—N1B2.149 (7)N3B—C13B1.332 (8)
N1A—C7A1.346 (8)N3B—C19B1.421 (9)
N1A—C1A1.375 (9)N4B—C7B1.351 (9)
N2A—C12A1.326 (8)N4B—C6B1.349 (9)
N2A—C8A1.343 (9)N4B—H4NB0.8600
N3A—C13A1.330 (8)N5B—C13B1.369 (9)
N3A—C19A1.413 (9)N5B—C14B1.369 (9)
N4A—C6A1.342 (9)N5B—H5NB0.8600
N4A—C7A1.354 (9)C1B—C2B1.387 (10)
N4A—H4NA0.8600C1B—C6B1.399 (10)
N5A—C13A1.370 (9)C2B—C3B1.350 (11)
N5A—C14A1.372 (9)C2B—H2BA0.9300
N5A—H5NA0.8600C3B—C4B1.394 (12)
C1A—C6A1.400 (10)C3B—H3BA0.9300
C1A—C2A1.397 (11)C4B—C5B1.432 (13)
C2A—C3A1.350 (11)C4B—H4BA0.9300
C2A—H2AA0.9300C5B—C6B1.389 (11)
C3A—C4A1.395 (12)C5B—H5BA0.9300
C3A—H3AA0.9300C7B—C8B1.449 (10)
C4A—C5A1.438 (13)C8B—C9B1.394 (10)
C4A—H4AA0.9300C9B—C10B1.365 (11)
C5A—C6A1.395 (11)C9B—H9BA0.9300
C5A—H5AA0.9300C10B—C11B1.429 (11)
C7A—C8A1.453 (10)C10B—H10B0.9300
C8A—C9A1.390 (10)C11B—C12B1.375 (10)
C9A—C10A1.365 (11)C11B—H11B0.9300
C9A—H9AA0.9300C12B—C13B1.417 (9)
C10A—C11A1.427 (11)C14B—C15B1.359 (10)
C10A—H10A0.9300C14B—C19B1.388 (10)
C11A—C12A1.377 (9)C15B—C16B1.354 (11)
C11A—H11A0.9300C15B—H15B0.9300
C12A—C13A1.419 (9)C16B—C17B1.415 (12)
C14A—C15A1.352 (10)C16B—H16B0.9300
C14A—C19A1.385 (10)C17B—C18B1.353 (11)
C15A—C16A1.349 (11)C17B—H17B0.9300
C15A—H15A0.9300C18B—C19B1.401 (10)
C16A—C17A1.414 (12)C18B—H18B0.9300
C16A—H16A0.9300S1—O31.436 (7)
C17A—C18A1.350 (11)S1—O41.464 (9)
C17A—H17A0.9300S1—O21.469 (8)
C18A—C19A1.403 (10)S1—O11.509 (8)
N2B—Ni1—N2A172.9 (3)C19A—C18A—H18A121.7
N2B—Ni1—N3B76.7 (3)C14A—C19A—C18A120.3 (8)
N2A—Ni1—N3B99.1 (3)C14A—C19A—N3A110.6 (7)
N2B—Ni1—N3A109.4 (3)C18A—C19A—N3A128.9 (8)
N2A—Ni1—N3A76.1 (3)C7B—N1B—C1B105.8 (7)
N3B—Ni1—N3A91.8 (3)C7B—N1B—Ni1110.2 (5)
N2B—Ni1—N1A96.1 (3)C1B—N1B—Ni1143.4 (5)
N2A—Ni1—N1A78.3 (3)C12B—N2B—C8B120.0 (7)
N3B—Ni1—N1A92.5 (3)C12B—N2B—Ni1120.0 (5)
N3A—Ni1—N1A154.4 (3)C8B—N2B—Ni1119.9 (5)
N2B—Ni1—N1B77.7 (2)C13B—N3B—C19B103.4 (6)
N2A—Ni1—N1B106.7 (3)C13B—N3B—Ni1112.0 (5)
N3B—Ni1—N1B154.2 (3)C19B—N3B—Ni1144.3 (5)
N3A—Ni1—N1B93.8 (3)C7B—N4B—C6B107.6 (7)
N1A—Ni1—N1B93.2 (3)C7B—N4B—H4NB126.2
C7A—N1A—C1A105.0 (7)C6B—N4B—H4NB126.2
C7A—N1A—Ni1110.3 (5)C13B—N5B—C14B108.7 (7)
C1A—N1A—Ni1144.7 (6)C13B—N5B—H5NB125.6
C12A—N2A—C8A120.4 (7)C14B—N5B—H5NB125.6
C12A—N2A—Ni1120.2 (5)N1B—C1B—C2B131.1 (8)
C8A—N2A—Ni1119.2 (5)N1B—C1B—C6B108.0 (7)
C13A—N3A—C19A104.3 (6)C2B—C1B—C6B120.9 (8)
C13A—N3A—Ni1112.6 (5)C3B—C2B—C1B118.3 (9)
C19A—N3A—Ni1143.1 (5)C3B—C2B—H2BA120.8
C6A—N4A—C7A107.9 (7)C1B—C2B—H2BA120.8
C6A—N4A—H4NA126.0C2B—C3B—C4B120.5 (10)
C7A—N4A—H4NA126.0C2B—C3B—H3BA119.7
C13A—N5A—C14A108.7 (7)C4B—C3B—H3BA119.7
C13A—N5A—H5NA125.6C3B—C4B—C5B124.1 (10)
C14A—N5A—H5NA125.6C3B—C4B—H4BA118.0
N1A—C1A—C6A109.1 (7)C5B—C4B—H4BA118.0
N1A—C1A—C2A130.5 (8)C6B—C5B—C4B112.5 (9)
C6A—C1A—C2A120.3 (8)C6B—C5B—H5BA123.7
C3A—C2A—C1A118.0 (9)C4B—C5B—H5BA123.7
C3A—C2A—H2AA121.0N4B—C6B—C5B129.0 (8)
C1A—C2A—H2AA121.0N4B—C6B—C1B107.4 (8)
C2A—C3A—C4A120.9 (10)C5B—C6B—C1B123.5 (9)
C2A—C3A—H3AA119.6N4B—C7B—N1B111.2 (7)
C4A—C3A—H3AA119.6N4B—C7B—C8B128.4 (7)
C3A—C4A—C5A124.0 (10)N1B—C7B—C8B120.5 (7)
C3A—C4A—H4AA118.0N2B—C8B—C9B122.8 (8)
C5A—C4A—H4AA118.0N2B—C8B—C7B111.1 (7)
C6A—C5A—C4A111.5 (9)C9B—C8B—C7B126.0 (8)
C6A—C5A—H5AA124.3C10B—C9B—C8B115.8 (9)
C4A—C5A—H5AA124.3C10B—C9B—H9BA122.1
N4A—C6A—C1A106.5 (8)C8B—C9B—H9BA122.1
N4A—C6A—C5A128.8 (9)C9B—C10B—C11B122.8 (9)
C1A—C6A—C5A124.6 (9)C9B—C10B—H10B118.6
N1A—C7A—N4A111.4 (7)C11B—C10B—H10B118.6
N1A—C7A—C8A121.3 (7)C12B—C11B—C10B115.5 (8)
N4A—C7A—C8A127.3 (7)C12B—C11B—H11B122.2
N2A—C8A—C9A123.0 (8)C10B—C11B—H11B122.2
N2A—C8A—C7A110.7 (7)N2B—C12B—C11B123.0 (8)
C9A—C8A—C7A126.2 (8)N2B—C12B—C13B111.2 (7)
C10A—C9A—C8A116.1 (8)C11B—C12B—C13B125.8 (8)
C10A—C9A—H9AA121.9N3B—C13B—N5B112.2 (7)
C8A—C9A—H9AA121.9N3B—C13B—C12B120.1 (7)
C9A—C10A—C11A121.8 (9)N5B—C13B—C12B127.7 (7)
C9A—C10A—H10A119.1C15B—C14B—N5B131.2 (9)
C11A—C10A—H10A119.1C15B—C14B—C19B123.9 (8)
C12A—C11A—C10A116.8 (8)N5B—C14B—C19B104.6 (7)
C12A—C11A—H11A121.6C16B—C15B—C14B114.7 (9)
C10A—C11A—H11A121.6C16B—C15B—H15B122.7
N2A—C12A—C11A121.7 (8)C14B—C15B—H15B122.7
N2A—C12A—C13A111.2 (7)C15B—C16B—C17B123.6 (10)
C11A—C12A—C13A127.0 (8)C15B—C16B—H16B118.2
N3A—C13A—N5A111.5 (7)C17B—C16B—H16B118.2
N3A—C13A—C12A119.8 (7)C18B—C17B—C16B120.8 (9)
N5A—C13A—C12A128.6 (7)C18B—C17B—H17B119.6
C15A—C14A—N5A131.4 (8)C16B—C17B—H17B119.6
C15A—C14A—C19A123.6 (9)C17B—C18B—C19B116.4 (9)
N5A—C14A—C19A104.8 (7)C17B—C18B—H18B121.8
C14A—C15A—C16A115.5 (9)C19B—C18B—H18B121.8
C14A—C15A—H15A122.2C14B—C19B—C18B120.4 (8)
C16A—C15A—H15A122.2C14B—C19B—N3B110.8 (7)
C15A—C16A—C17A123.1 (10)C18B—C19B—N3B128.6 (8)
C15A—C16A—H16A118.5O3—S1—O4107.4 (5)
C17A—C16A—H16A118.5O3—S1—O2112.8 (5)
C18A—C17A—C16A120.9 (9)O4—S1—O2111.5 (5)
C18A—C17A—H17A119.6O3—S1—O1111.0 (6)
C16A—C17A—H17A119.6O4—S1—O1108.4 (5)
C17A—C18A—C19A116.5 (9)O2—S1—O1105.7 (5)
C17A—C18A—H18A121.7
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N4A—H4NA···O3i0.861.852.706 (10)172
N5A—H5NA···O2ii0.862.042.883 (11)165
N4B—H4NB···O4iii0.861.892.746 (10)177
N5B—H5NB···O10.861.752.605 (10)174
Symmetry codes: (i) y, x+1, z; (ii) x+3/2, y+1/2, z1/2; (iii) x+3/2, y+1/2, z+1/2.
Bis[2,6-bis(1H-benzimidazol-2-yl-κN3)pyridine-κN]nickel(II) sulfate–dimethylformamide–water (1/1/4.25) (III) top
Crystal data top
[Ni(C19H13N5)2]SO4·C3H7NO·4.25H2ODx = 1.338 Mg m3
Mr = 925.10Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, PccnCell parameters from 5212 reflections
a = 13.406 (5) Åθ = 3.6–28.0°
b = 24.365 (5) ŵ = 0.53 mm1
c = 28.114 (5) ÅT = 294 K
V = 9183 (4) Å3Fragment, light_red
Z = 80.28 × 0.18 × 0.14 mm
F(000) = 3844
Data collection top
Oxford Diffraction Gemini CCD S Ultra
diffractometer
10959 independent reflections
Radiation source: fine-focus sealed tube4106 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.166
ω scans, thick slicesθmax = 29.4°, θmin = 3.7°
Absorption correction: multi-scan
(CrysAlis PRO; Oxford Diffraction, 2009)
h = 1618
Tmin = 0.90, Tmax = 0.94k = 3330
32970 measured reflectionsl = 3735
Refinement top
Refinement on F2552 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.086H-atom parameters constrained
wR(F2) = 0.334 w = 1/[σ2(Fo2) + (0.1868P)2]
where P = (Fo2 + 2Fc2)/3
S = 0.85(Δ/σ)max < 0.001
10959 reflectionsΔρmax = 0.67 e Å3
581 parametersΔρmin = 0.52 e Å3
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ni10.76257 (5)0.45859 (3)0.36949 (3)0.0429 (3)
N1A0.8559 (3)0.5276 (2)0.35855 (18)0.0468 (11)
N2A0.8718 (3)0.4458 (2)0.41757 (17)0.0435 (10)
N3A0.7174 (3)0.3858 (2)0.40197 (18)0.0497 (12)
N4A0.9952 (4)0.5700 (2)0.38078 (18)0.0505 (12)
H4AA1.0497410.5763040.3959230.061*
N5A0.7388 (3)0.3281 (2)0.46274 (19)0.0553 (13)
H5AA0.7657350.3133060.4873460.066*
C1A0.8650 (4)0.5757 (3)0.3333 (2)0.0511 (14)
C2A0.8038 (5)0.5982 (3)0.2980 (3)0.0691 (19)
H2A0.7462530.5800380.2882110.083*
C3A0.8301 (6)0.6472 (4)0.2781 (3)0.093 (3)
H3A0.7896390.6630260.2550100.111*
C4A0.9189 (6)0.6741 (3)0.2926 (3)0.088 (2)
H4A0.9364070.7071060.2781410.106*
C5A0.9805 (5)0.6528 (3)0.3277 (3)0.080 (2)
H5A1.0378650.6708170.3378020.096*
C6A0.9515 (4)0.6033 (3)0.3466 (2)0.0551 (14)
C7A0.9359 (4)0.5258 (3)0.3857 (2)0.0434 (12)
C8A0.9517 (4)0.4791 (2)0.41858 (19)0.0392 (11)
C9A1.0338 (4)0.4684 (3)0.4457 (2)0.0495 (14)
H9A1.0894510.4911490.4449450.059*
C10A1.0310 (5)0.4218 (3)0.4746 (2)0.0566 (15)
H10A1.0854330.4134380.4937520.068*
C11A0.9491 (4)0.3883 (3)0.4751 (2)0.0534 (15)
H11A0.9475210.3576330.4948350.064*
C12A0.8689 (4)0.4002 (2)0.4461 (2)0.0461 (12)
C13A0.7750 (4)0.3711 (3)0.4375 (2)0.0468 (12)
C14A0.6507 (4)0.3128 (3)0.4415 (2)0.0568 (15)
C15A0.5796 (5)0.2716 (3)0.4507 (3)0.079 (2)
H15A0.5861300.2482400.4766450.095*
C16A0.5005 (6)0.2671 (4)0.4201 (3)0.086 (2)
H16A0.4530900.2399530.4255870.103*
C17A0.4883 (6)0.3022 (3)0.3808 (3)0.081 (2)
H17A0.4341750.2975960.3605290.097*
C18A0.5560 (5)0.3431 (3)0.3724 (3)0.0628 (17)
H18A0.5475890.3669910.3468410.075*
C19A0.6383 (4)0.3485 (3)0.4028 (2)0.0521 (14)
N1B0.8208 (3)0.4178 (2)0.30917 (18)0.0481 (11)
N2B0.6529 (3)0.4703 (2)0.32124 (17)0.0445 (11)
N3B0.6567 (3)0.5035 (2)0.40849 (17)0.0464 (11)
N4B0.7954 (4)0.3962 (2)0.23290 (18)0.0540 (12)
H4BA0.7657110.3933930.2058780.065*
N5B0.5092 (4)0.5443 (2)0.40806 (19)0.0553 (13)
H5BA0.4529190.5564360.3978160.066*
C1B0.9025 (4)0.3893 (3)0.2918 (2)0.0520 (14)
C2B0.9899 (5)0.3719 (3)0.3153 (3)0.071 (2)
H2B0.9996230.3783030.3475500.085*
C3B1.0604 (5)0.3450 (4)0.2882 (3)0.089 (3)
H3B1.1197650.3341590.3024690.107*
C4B1.0455 (5)0.3334 (3)0.2398 (3)0.075 (2)
H4B1.0950940.3156150.2226070.090*
C5B0.9590 (5)0.3481 (3)0.2179 (3)0.0712 (19)
H5B0.9482690.3398470.1859980.085*
C6B0.8871 (4)0.3757 (3)0.2442 (2)0.0535 (14)
C7B0.7601 (4)0.4215 (3)0.2716 (2)0.0469 (13)
C8B0.6649 (4)0.4508 (3)0.2758 (2)0.0472 (13)
C9B0.5934 (5)0.4584 (3)0.2424 (2)0.0616 (17)
H9B0.6023020.4453240.2116010.074*
C10B0.5063 (5)0.4861 (3)0.2549 (3)0.075 (2)
H10B0.4557360.4909050.2326450.090*
C11B0.4953 (5)0.5068 (3)0.3016 (2)0.0596 (16)
H11B0.4380640.5258310.3104380.072*
C12B0.5709 (4)0.4982 (2)0.3337 (2)0.0464 (13)
C13B0.5761 (4)0.5152 (3)0.3831 (2)0.0463 (13)
C14B0.5470 (4)0.5508 (3)0.4526 (2)0.0507 (13)
C15B0.5101 (5)0.5775 (3)0.4933 (3)0.0720 (19)
H15B0.4491170.5957020.4930340.086*
C16B0.5678 (5)0.5756 (3)0.5333 (3)0.0718 (19)
H16B0.5448050.5922630.5610150.086*
C17B0.6605 (5)0.5494 (3)0.5338 (3)0.073 (2)
H17B0.6984270.5500320.5615280.087*
C18B0.6966 (5)0.5229 (3)0.4948 (2)0.0582 (16)
H18B0.7569450.5041840.4957990.070*
C19B0.6401 (4)0.5250 (3)0.4536 (2)0.0463 (13)
O1C0.7965 (6)0.6719 (3)0.5069 (3)0.141 (3)
N1C0.6856 (6)0.6834 (3)0.4458 (3)0.108 (2)
C1C0.7529 (10)0.6622 (6)0.4125 (5)0.187 (6)
H1C10.8044120.6422260.4286830.280*
H1C20.7821400.6918130.3947750.280*
H1C30.7182860.6380750.3911360.280*
C2C0.5885 (9)0.7037 (6)0.4343 (6)0.186 (6)
H2C10.5594370.7203960.4619720.279*
H2C20.5471350.6738440.4239290.279*
H2C30.5937100.7304210.4093720.279*
C3C0.7163 (9)0.6863 (5)0.4926 (4)0.117 (3)
H3C0.6714910.7005080.5146720.140*
S10.74643 (10)0.41339 (7)0.61042 (6)0.0524 (5)
O10.6698 (4)0.3806 (3)0.5878 (2)0.103 (2)
O20.7929 (3)0.3821 (2)0.64958 (16)0.0685 (13)
O30.6975 (6)0.4610 (2)0.6293 (2)0.100 (2)
O40.8231 (3)0.4251 (3)0.57542 (17)0.0831 (16)
O1W0.8030 (7)0.6612 (3)0.6051 (3)0.154 (3)
O2WA0.7889 (11)0.5565 (6)0.6535 (5)0.107 (5)0.5
O2WB0.714 (2)0.5724 (12)0.6580 (11)0.107 (5)0.25
O3W0.8399 (4)0.3018 (2)0.54695 (17)0.0882 (17)
O4W0.6274 (5)0.2747 (3)0.6159 (2)0.1013 (19)
O5W0.7500000.7500000.6651 (5)0.146 (4)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.0302 (4)0.0524 (5)0.0462 (5)0.0020 (3)0.0044 (3)0.0016 (4)
N1A0.0295 (19)0.055 (2)0.056 (3)0.0014 (19)0.0023 (18)0.005 (2)
N2A0.0279 (18)0.055 (2)0.048 (2)0.0039 (17)0.003 (2)0.0034 (19)
N3A0.039 (2)0.055 (3)0.054 (3)0.0014 (19)0.003 (2)0.001 (2)
N4A0.034 (2)0.056 (3)0.061 (3)0.0064 (19)0.001 (2)0.002 (2)
N5A0.045 (2)0.057 (3)0.064 (3)0.001 (2)0.002 (2)0.008 (2)
C1A0.038 (2)0.056 (3)0.059 (3)0.003 (2)0.000 (2)0.008 (2)
C2A0.052 (3)0.072 (4)0.083 (4)0.003 (3)0.013 (3)0.023 (3)
C3A0.058 (4)0.090 (4)0.130 (7)0.005 (3)0.008 (4)0.053 (5)
C4A0.060 (4)0.082 (5)0.123 (6)0.003 (3)0.004 (4)0.044 (5)
C5A0.054 (4)0.073 (4)0.113 (5)0.005 (3)0.001 (4)0.029 (4)
C6A0.041 (3)0.057 (3)0.067 (4)0.000 (2)0.001 (2)0.003 (2)
C7A0.029 (2)0.050 (2)0.051 (3)0.0007 (19)0.0006 (19)0.000 (2)
C8A0.0256 (18)0.050 (3)0.042 (3)0.0070 (17)0.0031 (18)0.005 (2)
C9A0.034 (2)0.057 (3)0.057 (3)0.001 (2)0.011 (2)0.003 (2)
C10A0.046 (3)0.057 (3)0.067 (4)0.004 (2)0.018 (3)0.000 (3)
C11A0.051 (2)0.052 (3)0.057 (3)0.003 (2)0.013 (3)0.004 (3)
C12A0.042 (2)0.051 (3)0.045 (3)0.003 (2)0.003 (2)0.000 (2)
C13A0.041 (2)0.049 (3)0.051 (3)0.003 (2)0.001 (2)0.001 (2)
C14A0.044 (3)0.055 (3)0.071 (3)0.003 (2)0.001 (2)0.003 (3)
C15A0.056 (3)0.061 (4)0.120 (6)0.004 (3)0.011 (3)0.005 (4)
C16A0.059 (4)0.074 (5)0.124 (6)0.013 (4)0.009 (4)0.002 (4)
C17A0.052 (4)0.076 (4)0.115 (5)0.009 (3)0.004 (4)0.004 (4)
C18A0.045 (3)0.070 (4)0.074 (4)0.003 (3)0.004 (3)0.003 (3)
C19A0.039 (2)0.052 (3)0.066 (3)0.001 (2)0.002 (2)0.002 (2)
N1B0.037 (2)0.053 (3)0.055 (2)0.004 (2)0.0016 (17)0.001 (2)
N2B0.0304 (19)0.051 (3)0.052 (2)0.0024 (18)0.0052 (19)0.000 (2)
N3B0.0297 (19)0.057 (3)0.053 (2)0.003 (2)0.0032 (18)0.005 (2)
N4B0.043 (2)0.065 (3)0.054 (2)0.000 (2)0.001 (2)0.008 (2)
N5B0.035 (2)0.067 (3)0.063 (2)0.010 (2)0.0027 (19)0.004 (2)
C1B0.037 (2)0.059 (3)0.061 (3)0.001 (2)0.002 (2)0.003 (3)
C2B0.045 (3)0.094 (5)0.074 (4)0.018 (3)0.002 (3)0.004 (4)
C3B0.050 (4)0.119 (6)0.099 (4)0.024 (4)0.000 (3)0.023 (5)
C4B0.048 (3)0.084 (5)0.093 (4)0.008 (3)0.013 (3)0.013 (4)
C5B0.051 (3)0.083 (5)0.079 (4)0.000 (3)0.008 (3)0.019 (4)
C6B0.040 (2)0.062 (4)0.059 (3)0.005 (2)0.001 (2)0.003 (3)
C7B0.039 (2)0.052 (3)0.050 (2)0.001 (2)0.0001 (18)0.001 (2)
C8B0.038 (2)0.054 (3)0.050 (2)0.001 (2)0.0026 (19)0.002 (2)
C9B0.060 (3)0.066 (4)0.059 (3)0.008 (3)0.020 (3)0.009 (3)
C10B0.064 (4)0.091 (5)0.071 (3)0.020 (3)0.024 (3)0.014 (4)
C11B0.043 (3)0.068 (4)0.067 (3)0.013 (3)0.016 (3)0.003 (3)
C12B0.028 (2)0.055 (3)0.056 (2)0.003 (2)0.0050 (18)0.005 (2)
C13B0.030 (2)0.054 (3)0.054 (2)0.002 (2)0.0022 (17)0.007 (2)
C14B0.034 (2)0.059 (4)0.059 (2)0.006 (2)0.005 (2)0.006 (2)
C15B0.053 (4)0.091 (5)0.072 (3)0.003 (4)0.014 (3)0.010 (3)
C16B0.071 (3)0.078 (5)0.066 (3)0.002 (3)0.011 (3)0.011 (4)
C17B0.068 (3)0.091 (5)0.059 (3)0.003 (3)0.004 (3)0.017 (3)
C18B0.049 (3)0.070 (4)0.056 (3)0.006 (3)0.006 (2)0.005 (3)
C19B0.034 (2)0.053 (3)0.052 (2)0.006 (2)0.0035 (19)0.003 (2)
O1C0.110 (5)0.125 (6)0.187 (7)0.006 (5)0.010 (5)0.031 (6)
N1C0.110 (5)0.080 (5)0.133 (5)0.012 (4)0.010 (4)0.013 (5)
C1C0.209 (13)0.138 (11)0.212 (12)0.006 (9)0.087 (10)0.030 (10)
C2C0.119 (6)0.173 (12)0.266 (16)0.019 (8)0.025 (8)0.058 (12)
C3C0.103 (5)0.114 (8)0.133 (6)0.008 (6)0.011 (5)0.020 (6)
S10.0344 (8)0.0605 (11)0.0623 (10)0.0042 (8)0.0034 (7)0.0013 (8)
O10.068 (3)0.110 (4)0.131 (5)0.035 (3)0.039 (3)0.013 (4)
O20.051 (2)0.094 (4)0.061 (3)0.022 (3)0.008 (2)0.008 (3)
O30.130 (5)0.083 (4)0.089 (4)0.051 (4)0.016 (4)0.009 (3)
O40.041 (2)0.146 (5)0.063 (3)0.012 (3)0.002 (2)0.012 (3)
O1W0.184 (7)0.103 (5)0.177 (7)0.026 (6)0.060 (7)0.012 (5)
O2WA0.138 (12)0.085 (8)0.099 (7)0.043 (10)0.044 (11)0.010 (7)
O2WB0.138 (12)0.085 (8)0.099 (7)0.043 (10)0.044 (11)0.010 (7)
O3W0.131 (5)0.075 (3)0.059 (3)0.017 (3)0.017 (3)0.002 (3)
O4W0.104 (4)0.087 (4)0.113 (4)0.012 (4)0.033 (4)0.021 (4)
O5W0.107 (7)0.161 (10)0.170 (11)0.013 (7)0.0000.000
Geometric parameters (Å, º) top
Ni1—N2A2.017 (4)N3B—C19B1.389 (7)
Ni1—N2B2.021 (4)N4B—C7B1.337 (7)
Ni1—N3A2.086 (5)N4B—C6B1.365 (7)
Ni1—N3B2.101 (5)N4B—H4BA0.8600
Ni1—N1B2.116 (5)N5B—C13B1.341 (7)
Ni1—N1A2.118 (5)N5B—C14B1.360 (8)
N1A—C7A1.316 (7)N5B—H5BA0.8600
N1A—C1A1.376 (8)C1B—C6B1.395 (9)
N2A—C8A1.344 (7)C1B—C2B1.410 (8)
N2A—C12A1.372 (7)C2B—C3B1.379 (9)
N3A—C13A1.311 (7)C2B—H2B0.9300
N3A—C19A1.396 (7)C3B—C4B1.403 (11)
N4A—C7A1.345 (7)C3B—H3B0.9300
N4A—C6A1.388 (8)C4B—C5B1.361 (10)
N4A—H4AA0.8600C4B—H4B0.9300
N5A—C13A1.356 (8)C5B—C6B1.388 (9)
N5A—C14A1.375 (7)C5B—H5B0.9300
N5A—H5AA0.8600C7B—C8B1.468 (8)
C1A—C6A1.392 (8)C8B—C9B1.355 (8)
C1A—C2A1.400 (9)C9B—C10B1.393 (10)
C2A—C3A1.365 (10)C9B—H9B0.9300
C2A—H2A0.9300C10B—C11B1.416 (9)
C3A—C4A1.420 (11)C10B—H10B0.9300
C3A—H3A0.9300C11B—C12B1.372 (8)
C4A—C5A1.388 (10)C11B—H11B0.9300
C4A—H4A0.9300C12B—C13B1.453 (8)
C5A—C6A1.373 (9)C14B—C19B1.399 (8)
C5A—H5A0.9300C14B—C15B1.407 (9)
C7A—C8A1.482 (8)C15B—C16B1.366 (9)
C8A—C9A1.364 (7)C15B—H15B0.9300
C9A—C10A1.396 (9)C16B—C17B1.397 (10)
C9A—H9A0.9300C16B—H16B0.9300
C10A—C11A1.368 (8)C17B—C18B1.362 (9)
C10A—H10A0.9300C17B—H17B0.9300
C11A—C12A1.379 (8)C18B—C19B1.385 (8)
C11A—H11A0.9300C18B—H18B0.9300
C12A—C13A1.466 (8)O1C—C3C1.201 (12)
C14A—C19A1.404 (9)N1C—C3C1.379 (13)
C14A—C15A1.407 (9)N1C—C1C1.399 (13)
C15A—C16A1.369 (10)N1C—C2C1.429 (13)
C15A—H15A0.9300C1C—H1C10.9600
C16A—C17A1.407 (11)C1C—H1C20.9600
C16A—H16A0.9300C1C—H1C30.9600
C17A—C18A1.370 (10)C2C—H2C10.9600
C17A—H17A0.9300C2C—H2C20.9600
C18A—C19A1.402 (8)C2C—H2C30.9600
C18A—H18A0.9300C3C—H3C0.9300
N1B—C7B1.336 (7)S1—O31.434 (5)
N1B—C1B1.385 (7)S1—O11.448 (5)
N2B—C12B1.339 (7)S1—O41.451 (5)
N2B—C8B1.372 (7)S1—O21.476 (5)
N3B—C13B1.324 (7)
N2A—Ni1—N2B179.2 (2)C8B—N2B—Ni1119.4 (4)
N2A—Ni1—N3A77.65 (19)C13B—N3B—C19B106.3 (5)
N2B—Ni1—N3A101.70 (19)C13B—N3B—Ni1112.5 (4)
N2A—Ni1—N3B102.78 (19)C19B—N3B—Ni1141.3 (4)
N2B—Ni1—N3B77.59 (19)C7B—N4B—C6B107.3 (5)
N3A—Ni1—N3B91.07 (19)C7B—N4B—H4BA126.3
N2A—Ni1—N1B101.35 (19)C6B—N4B—H4BA126.3
N2B—Ni1—N1B78.27 (19)C13B—N5B—C14B107.1 (5)
N3A—Ni1—N1B93.32 (19)C13B—N5B—H5BA126.5
N3B—Ni1—N1B155.86 (18)C14B—N5B—H5BA126.5
N2A—Ni1—N1A77.93 (19)N1B—C1B—C6B109.9 (5)
N2B—Ni1—N1A102.73 (19)N1B—C1B—C2B130.0 (6)
N3A—Ni1—N1A155.57 (19)C6B—C1B—C2B120.0 (6)
N3B—Ni1—N1A93.53 (19)C3B—C2B—C1B117.0 (7)
N1B—Ni1—N1A92.23 (19)C3B—C2B—H2B121.5
C7A—N1A—C1A104.8 (5)C1B—C2B—H2B121.5
C7A—N1A—Ni1111.8 (4)C2B—C3B—C4B122.2 (7)
C1A—N1A—Ni1143.4 (4)C2B—C3B—H3B118.9
C8A—N2A—C12A119.9 (5)C4B—C3B—H3B118.9
C8A—N2A—Ni1120.0 (4)C5B—C4B—C3B120.5 (7)
C12A—N2A—Ni1119.8 (4)C5B—C4B—H4B119.8
C13A—N3A—C19A105.0 (5)C3B—C4B—H4B119.8
C13A—N3A—Ni1113.2 (4)C4B—C5B—C6B118.5 (7)
C19A—N3A—Ni1141.4 (4)C4B—C5B—H5B120.7
C7A—N4A—C6A106.9 (5)C6B—C5B—H5B120.7
C7A—N4A—H4AA126.6N4B—C6B—C5B132.8 (6)
C6A—N4A—H4AA126.6N4B—C6B—C1B105.6 (5)
C13A—N5A—C14A106.9 (5)C5B—C6B—C1B121.6 (6)
C13A—N5A—H5AA126.6N1B—C7B—N4B113.4 (5)
C14A—N5A—H5AA126.6N1B—C7B—C8B120.0 (5)
N1A—C1A—C6A110.3 (5)N4B—C7B—C8B126.7 (6)
N1A—C1A—C2A130.4 (6)C9B—C8B—N2B121.1 (5)
C6A—C1A—C2A119.4 (6)C9B—C8B—C7B128.7 (6)
C3A—C2A—C1A118.7 (7)N2B—C8B—C7B110.2 (5)
C3A—C2A—H2A120.6C8B—C9B—C10B118.9 (6)
C1A—C2A—H2A120.6C8B—C9B—H9B120.5
C2A—C3A—C4A120.3 (7)C10B—C9B—H9B120.5
C2A—C3A—H3A119.9C9B—C10B—C11B119.6 (6)
C4A—C3A—H3A119.9C9B—C10B—H10B120.2
C5A—C4A—C3A122.0 (7)C11B—C10B—H10B120.2
C5A—C4A—H4A119.0C12B—C11B—C10B118.6 (6)
C3A—C4A—H4A119.0C12B—C11B—H11B120.7
C6A—C5A—C4A115.9 (7)C10B—C11B—H11B120.7
C6A—C5A—H5A122.1N2B—C12B—C11B120.8 (6)
C4A—C5A—H5A122.1N2B—C12B—C13B110.8 (5)
C5A—C6A—N4A131.5 (6)C11B—C12B—C13B128.4 (6)
C5A—C6A—C1A123.8 (7)N3B—C13B—N5B112.2 (5)
N4A—C6A—C1A104.7 (5)N3B—C13B—C12B119.6 (5)
N1A—C7A—N4A113.3 (5)N5B—C13B—C12B128.2 (5)
N1A—C7A—C8A120.2 (5)N5B—C14B—C19B107.3 (5)
N4A—C7A—C8A126.4 (5)N5B—C14B—C15B132.3 (6)
N2A—C8A—C9A122.7 (5)C19B—C14B—C15B120.4 (6)
N2A—C8A—C7A109.7 (5)C16B—C15B—C14B117.1 (7)
C9A—C8A—C7A127.7 (5)C16B—C15B—H15B121.4
C8A—C9A—C10A117.3 (6)C14B—C15B—H15B121.4
C8A—C9A—H9A121.4C15B—C16B—C17B121.8 (7)
C10A—C9A—H9A121.4C15B—C16B—H16B119.1
C11A—C10A—C9A120.9 (6)C17B—C16B—H16B119.1
C11A—C10A—H10A119.6C18B—C17B—C16B121.6 (7)
C9A—C10A—H10A119.6C18B—C17B—H17B119.2
C10A—C11A—C12A119.5 (6)C16B—C17B—H17B119.2
C10A—C11A—H11A120.2C17B—C18B—C19B117.6 (6)
C12A—C11A—H11A120.2C17B—C18B—H18B121.2
N2A—C12A—C11A119.7 (5)C19B—C18B—H18B121.2
N2A—C12A—C13A108.5 (5)C18B—C19B—N3B131.5 (6)
C11A—C12A—C13A131.8 (6)C18B—C19B—C14B121.3 (6)
N3A—C13A—N5A113.5 (5)N3B—C19B—C14B107.1 (5)
N3A—C13A—C12A120.1 (6)C3C—N1C—C1C117.7 (11)
N5A—C13A—C12A126.4 (5)C3C—N1C—C2C118.0 (11)
N5A—C14A—C19A105.6 (5)C1C—N1C—C2C124.3 (12)
N5A—C14A—C15A134.1 (7)N1C—C1C—H1C1109.5
C19A—C14A—C15A120.2 (6)N1C—C1C—H1C2109.5
C16A—C15A—C14A117.8 (8)H1C1—C1C—H1C2109.5
C16A—C15A—H15A121.1N1C—C1C—H1C3109.5
C14A—C15A—H15A121.1H1C1—C1C—H1C3109.5
C15A—C16A—C17A122.3 (8)H1C2—C1C—H1C3109.5
C15A—C16A—H16A118.9N1C—C2C—H2C1109.5
C17A—C16A—H16A118.9N1C—C2C—H2C2109.5
C18A—C17A—C16A120.2 (8)H2C1—C2C—H2C2109.5
C18A—C17A—H17A119.9N1C—C2C—H2C3109.5
C16A—C17A—H17A119.9H2C1—C2C—H2C3109.5
C17A—C18A—C19A118.9 (7)H2C2—C2C—H2C3109.5
C17A—C18A—H18A120.5O1C—C3C—N1C124.8 (12)
C19A—C18A—H18A120.5O1C—C3C—H3C117.6
N3A—C19A—C18A130.4 (6)N1C—C3C—H3C117.6
N3A—C19A—C14A109.0 (5)O3—S1—O1106.5 (4)
C18A—C19A—C14A120.6 (6)O3—S1—O4114.6 (4)
C7B—N1B—C1B103.7 (5)O1—S1—O4108.3 (4)
C7B—N1B—Ni1112.1 (4)O3—S1—O2109.6 (3)
C1B—N1B—Ni1144.1 (4)O1—S1—O2110.0 (3)
C12B—N2B—C8B121.0 (5)O4—S1—O2107.9 (3)
C12B—N2B—Ni1119.6 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N4A—H4AA···O4i0.861.892.732 (7)168
N4B—H4BA···S1ii0.862.733.514 (5)152
N4B—H4BA···O2ii0.861.792.646 (7)176
Symmetry codes: (i) x+2, y+1, z+1; (ii) x+3/2, y, z1/2.
Table 1. Crystal and refinement data for (I), (II) and (III) (herein reported), and (IV) (Guo et al., 2011) (included for comparison). top
(I)(II)(III)(IV)(CSD refcode OYAKEF)
Crystal data
Chemical formulaC38H26N10Ni·O4S + Solv.C38H26N10Ni·O4S + Solv.C38H26N10Ni·O4S .C4 H7O. 4.25(H2O) + Solv.C38H26N10Ni·O4S
Mr777.46777.46925.10777.44
Crystal system, space groupOrthorhombic, P212121Tetragonal, I4Orthorhombic, PccnMonoclinic, P21/c
Temperature (K)294294294296
a, b, c (Å)9.8015 (6), 20.9572 (15), 21.7012 (17)28.596 (2), 28.596 (2), 13.5438 (9)13.406 (5), 24.365 (5), 28.114 (5)13.735 (8), 13.838 (8), 20.270 (11)
α, β, γ (°)90,90,9090,90,9090,90,9090,106.133 (10),90
V3)4457.7 (5)11075.0 (19)9183 (4)3701 (4)
Z4884
Radiation typeMo KαMo KαMo KαMo Ka
µ (mm-1)0.530.430.530.64
Crystal size (mm)0.50 × 0.24 × 0.180.38 × 0.14 × 0.120.28 × 0.18 × 0.140.27 × 0.24 × 0.21
Data collection
DiffractometerOxford Diffraction Gemini CCD S Ultra diffractometerOxford Diffraction Gemini CCD S Ultra diffractometerOxford Diffraction Gemini CCD S Ultra diffractometerBruker APEX-II CCD diffractometer
Absorption correctionMulti-scan CrysAlis PRO, Oxford Diffraction (2009)Multi-scan CrysAlis PRO, Oxford Diffraction (2009)Multi-scan CrysAlis PRO, Oxford Diffraction (2009Multi-scan SADABS
Tmin, Tmax0.82, 0.920.96, 0.980.90, 0.940.847, 0.878
No. of measured, independent and observed [I > 2σ(I)] reflections19326, 9840, 565116294, 11374, 417232970, 10959, 410617697, 6347, 4602
Rint0.0850.0950.1660.052
(sin θ/λ)max-1)0.6800.6790.6910.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S0.074, 0.210, 0.980.078 0.220, 0.890.086, 0.334, 0.850.085, 0.193, 1.08
No. of reflections984011374109596347
No. of parameters487488581487
No. of restraints5865865520
H-atom treatmentH-atom parameters constrainedH-atom parameters constrainedH-atom parameters constrainedH-atom parameters constrained
Δρmax, Δρmin (e Å-3)0.47, -0.310.55, -0.230.67, -0.521.83, -1.22
Table 2 Selected coordination distances (Å) for (I), (II), (III) and (IV) top
Bond(I)(II)(III)(IV)
Ni1—N1A2.108 (5)2.128 (7)2.118 (5)2.117 (6)
Ni1—N2A2.029 (5)2.037 (6)2.017 (4)2.023 (6)
Ni1—N3A2.113 (5)2.115 (7)2.086 (5)2.128 (6)
Ni1—N1B2.112 (6)2.1149 (7)2.116 (5)2.101 (6)
Ni1—N2B2.022 (5)2.026 (6)2.021 (4)1.998 (6)
Ni1—N3B2.120 (6)2.109 (7)2.101 (5)2.101 (6)
Table 3 Hydrogen-bond geometry (Å, °) for (I), (II), (III) and (IV) top
StructureD—H···AD—HH···AD···AD—H···A
(I)N4A—H4NA···O2i0.861.822.654 (8)163
N5A—H5NA···O1ii0.861.852.700 (8)171
N4B—H4NB···O4iii0.861.852.686 (9)164
N5B—H5NB···O30.861.812.664 (9)173
(II)N4A—H4NA···O3i0.861.852.705 (10)172
N5A—H5NA···O1ii0.862.513.048 (10)121
N5A—H5NA···O2ii0.862.042.884 (11)165
N4B—H4NB···O4iii0.861.892.745 (10)177
N5B—H5NB···O10.861.752.606 (10)174
(III)N4A—H4AA···O4i0.861.892.733 (7)168
N5A—H5AA···O3W0.861.972.805 (7)163
N4B—H4BA···O2ii0.861.792.647 (7)175
N5B—H5BA···O1iii0.862.293.024 (8)143
N5B—H5BA···O3iii0.862.192.959 (9)149
(IV)N4A—H4NA···O2i0.862.042.7418 (16)138
N5A—H5NA···O30.861.942.7966 (16)176
N4B—H4NB···O1ii0.861.822.6806 (16)179
N5B—H5NB···O4iii0.862.112.8356 (17)142
Symmetry codes for (I): (i) -x+3/2, -y, z-1/2; (ii) -x+5/2, -y, z-1/2; (iii) x-1/2, -y+1/2, -z+2. Symmetry codes for (II): (i) y, -x+1, -z; (ii) -x+3/2, -y+1/2, z-1/2; (iii) -x+3/2, -y+1/2, z+1/2. Symmetry codes for (III): (i) -x+2, -y+1, -z+1; (ii) -x+3/2, y, z-1/2; (iii) -x+1, -y+1, -z+1. Symmetry codes for (IV): (i) y, -x+1, -z; (ii) -x+3/2, -y+1/2, z-1/2; (iii) -x+3/2, -y+1/2, z+1/2.
 

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