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In the anion of the title compound, (C8H20N)2[Ni(C23H15N5O2S2)2]·0.5H2O, the central NiII atom is in an octa­hedral environment, with four deprotonated amide N atoms in the equatorial plane and two pyridine N atoms in the axial positions. In the crystal structure, inter­molecular O—H...O, C—H...O and C—H...S hydrogen bonds link the mol­ecules into a three-dimensional supra­molecular framework.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807016492/hk2215sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536807016492/hk2215Isup2.hkl
Contains datablock I

CCDC reference: 647237

Key indicators

  • Single-crystal X-ray study
  • T = 291 K
  • Mean [sigma](C-C) = 0.005 Å
  • Disorder in solvent or counterion
  • R factor = 0.052
  • wR factor = 0.140
  • Data-to-parameter ratio = 15.5

checkCIF/PLATON results

No syntax errors found



Alert level C PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings Differ .... ? PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............ 0.50 Ratio PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Ni1 PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 3.00 Perc. PLAT322_ALERT_2_C Check Hybridisation of S1 in Main Residue . ? PLAT322_ALERT_2_C Check Hybridisation of S2 in Main Residue . ? PLAT322_ALERT_2_C Check Hybridisation of S3 in Main Residue . ? PLAT322_ALERT_2_C Check Hybridisation of S4 in Main Residue . ?
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 9 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.

Bis(tetraethylammonium) bis[N,N'-bis(4-methylbenzothiazol-2-yl)pyridine- 2,6-dicarboxamidato(2-)]nickel(II) hemihydrate top
Crystal data top
(C8H20N)2[Ni(C23H15N5O2S2)2]·0.5H2OF(000) = 2620
Mr = 1243.28Dx = 1.357 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 10496 reflections
a = 14.4474 (15) Åθ = 0.0–26.0°
b = 19.514 (2) ŵ = 0.52 mm1
c = 21.771 (2) ÅT = 291 K
β = 97.642 (2)°Prism, light yellow
V = 6083.2 (11) Å30.3 × 0.25 × 0.2 mm
Z = 4
Data collection top
Bruker SMART APEX CCD area-detector
diffractometer
11951 independent reflections
Radiation source: fine-focus sealed tube10496 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
φ and ω scansθmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan
(SADABS; Bruker, 2000)
h = 1717
Tmin = 0.86, Tmax = 0.90k = 2422
32320 measured reflectionsl = 2619
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)] = 0.052Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.140H-atom parameters constrained
S = 0.94 w = 1/[σ2(Fo2) + (0.072P)2 + 7.8259P]
where P = (Fo2 + 2Fc2)/3
11915 reflections(Δ/σ)max = 0.001
769 parametersΔρmax = 0.17 e Å3
0 restraintsΔρmin = 0.34 e Å3
Special details top

Experimental. IR (cm-1): 3444, 2920, 1632, 1563, 1478, 1370, 1203, 765.

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Ni10.30645 (2)0.234619 (17)0.117421 (15)0.03143 (10)
S10.06604 (6)0.06080 (4)0.05879 (4)0.0523 (2)
S20.55712 (6)0.40612 (4)0.15116 (4)0.0539 (2)
S30.41493 (6)0.11230 (5)0.31345 (4)0.0500 (2)
S40.19392 (7)0.37631 (4)0.06159 (4)0.0527 (2)
O10.57749 (16)0.29760 (12)0.08946 (11)0.0546 (6)
O20.23666 (17)0.04285 (12)0.03850 (12)0.0562 (6)
O30.28437 (17)0.20061 (12)0.30731 (10)0.0543 (6)
O40.13582 (17)0.39632 (12)0.04483 (11)0.0559 (6)
O50.3541 (3)0.9401 (3)0.1063 (2)0.0583 (12)0.50
H5B0.31310.95660.07870.087*0.50
H5C0.34130.95120.14200.087*0.50
C10.3611 (2)0.12000 (16)0.04743 (15)0.0457 (7)
C20.4172 (2)0.08141 (17)0.01372 (15)0.0487 (7)
H20.39630.03990.00390.058*
C30.5038 (2)0.10566 (17)0.00689 (15)0.0476 (7)
H30.54230.08080.01590.057*
C40.5339 (2)0.16657 (18)0.03362 (15)0.0497 (8)
H40.59310.18320.02940.060*
C50.4760 (2)0.20278 (17)0.06661 (15)0.0465 (7)
C60.2648 (2)0.09962 (17)0.05743 (16)0.0493 (8)
C70.1241 (2)0.13744 (16)0.08683 (14)0.0456 (7)
C80.0218 (2)0.16223 (18)0.09953 (16)0.0513 (8)
C90.0964 (2)0.20209 (18)0.11289 (15)0.0494 (7)
C100.1852 (2)0.17480 (18)0.10210 (16)0.0527 (8)
H100.23600.20000.11190.063*
C110.1989 (2)0.10966 (19)0.07660 (16)0.0545 (8)
H110.25930.09240.06960.065*
C120.1283 (2)0.07031 (19)0.06145 (16)0.0540 (8)
H120.13940.02750.04310.065*
C130.0376 (2)0.09696 (18)0.07461 (16)0.0513 (8)
C140.0814 (3)0.27391 (17)0.13895 (17)0.0543 (8)
H14A0.14000.29260.14710.081*
H14B0.05570.30240.10940.081*
H14C0.03880.27220.17680.081*
C150.4999 (2)0.27215 (18)0.09608 (15)0.0504 (8)
C160.4474 (2)0.36138 (17)0.15069 (16)0.0506 (8)
C170.4246 (3)0.45565 (18)0.20482 (17)0.0576 (9)
C180.3749 (3)0.50164 (19)0.23918 (17)0.0619 (10)
C190.4220 (3)0.5605 (2)0.26041 (18)0.0661 (10)
H190.39180.59230.28250.079*
C200.5113 (3)0.5733 (2)0.24993 (19)0.0649 (10)
H200.54020.61320.26590.078*
C210.5592 (3)0.5308 (2)0.21769 (18)0.0647 (10)
H210.61960.54110.21030.078*
C230.2782 (3)0.4878 (2)0.25105 (19)0.0659 (10)
H23A0.27140.43980.25910.099*
H23B0.23540.50070.21540.099*
H23C0.26520.51380.28630.099*
C240.1721 (2)0.33713 (17)0.13843 (15)0.0510 (8)
C250.1119 (2)0.37453 (18)0.17089 (17)0.0542 (8)
H250.07530.40960.15170.065*
C260.1080 (2)0.35830 (18)0.23159 (15)0.0524 (8)
H260.06850.38270.25400.063*
C270.1616 (3)0.30662 (18)0.25977 (16)0.0546 (8)
H270.15960.29570.30120.065*
C280.5148 (3)0.4704 (2)0.19550 (18)0.0636 (10)
C290.2186 (2)0.27123 (17)0.22505 (15)0.0492 (7)
C300.1824 (2)0.34783 (18)0.07167 (15)0.0517 (8)
C310.2529 (2)0.31075 (18)0.01193 (15)0.0502 (8)
C320.3014 (2)0.28767 (18)0.10432 (16)0.0523 (8)
C330.3489 (3)0.25170 (18)0.14385 (16)0.0539 (8)
C340.3370 (3)0.27421 (18)0.20501 (17)0.0562 (8)
H340.36780.25100.23360.067*
C350.2822 (3)0.32872 (19)0.22476 (17)0.0569 (9)
H350.27560.34150.26630.068*
C360.2359 (2)0.36537 (19)0.18345 (16)0.0544 (8)
H360.19950.40340.19590.065*
C370.2468 (2)0.34237 (18)0.12257 (16)0.0532 (8)
C380.4076 (3)0.19058 (19)0.12413 (17)0.0563 (8)
H38A0.45760.20390.09290.084*
H38B0.43290.17210.15920.084*
H38C0.36990.15650.10760.084*
C390.2849 (2)0.21493 (17)0.25207 (15)0.0486 (7)
C400.3968 (2)0.13672 (17)0.23334 (15)0.0475 (7)
C410.5075 (3)0.05607 (18)0.23397 (15)0.0514 (8)
C420.5712 (3)0.01428 (18)0.21029 (17)0.0556 (8)
C430.6243 (3)0.02978 (18)0.25058 (16)0.0545 (8)
H430.66760.05830.23540.065*
C440.6146 (3)0.03230 (19)0.31221 (17)0.0557 (8)
H440.65040.06310.33790.067*
C450.5522 (3)0.01015 (18)0.33710 (17)0.0554 (8)
H450.54720.01000.37930.066*
C460.4977 (2)0.05295 (19)0.29618 (16)0.0535 (8)
C470.5855 (3)0.0189 (2)0.14303 (17)0.0599 (9)
H47A0.52710.01140.11730.090*
H47B0.62970.01530.13420.090*
H47C0.60900.06350.13480.090*
C540.0302 (2)0.11511 (19)0.88185 (17)0.0558 (8)
H54A0.00780.09710.92270.067*
H54B0.02250.07900.85230.067*
C550.1338 (2)0.12798 (19)0.87956 (17)0.0554 (8)
H55A0.14790.17390.86560.083*
H55B0.15150.12200.92020.083*
H55C0.16770.09620.85140.083*
C560.2792 (3)0.66353 (18)0.00604 (16)0.0561 (8)
H56A0.22610.65500.02530.067*
H56B0.33180.67520.01540.067*
C570.2568 (3)0.72540 (18)0.04449 (17)0.0579 (9)
H57A0.21710.71140.07430.087*
H57B0.22540.75960.01770.087*
H57C0.31370.74410.06570.087*
C580.3766 (2)0.61284 (19)0.09327 (16)0.0555 (8)
H58A0.38840.57100.11710.067*
H58B0.35360.64660.12020.067*
C590.4683 (2)0.63818 (18)0.07560 (16)0.0547 (8)
H59A0.49470.60370.05160.082*
H59B0.51070.64760.11240.082*
H59C0.45790.67930.05150.082*
C600.3355 (2)0.54824 (18)0.00189 (16)0.0528 (8)
H60A0.38150.57130.02310.063*
H60B0.28310.53730.03300.063*
C610.3782 (3)0.48078 (18)0.02220 (17)0.0563 (8)
H61A0.44170.48830.04040.084*
H61B0.37700.44890.01150.084*
H61C0.34300.46250.05290.084*
C620.2163 (3)0.5788 (2)0.06805 (17)0.0570 (9)
H62A0.19880.61630.09330.068*
H62B0.23150.53980.09520.068*
C630.1324 (2)0.56009 (19)0.02113 (16)0.0537 (8)
H63A0.09730.60070.00890.080*
H63B0.09350.52820.03950.080*
H63C0.15350.53950.01460.080*
N10.39096 (19)0.18040 (14)0.07206 (12)0.0466 (6)
N20.4321 (2)0.29848 (14)0.12475 (13)0.0497 (6)
N30.3880 (2)0.39346 (15)0.18017 (13)0.0544 (7)
N40.21840 (18)0.14828 (14)0.08454 (12)0.0461 (6)
N50.07132 (19)0.18343 (14)0.10718 (12)0.0474 (6)
N60.22352 (19)0.28611 (14)0.16507 (12)0.0476 (6)
N70.33479 (19)0.18711 (14)0.21118 (12)0.0498 (6)
N80.4495 (2)0.10293 (14)0.19847 (13)0.0501 (6)
N90.23888 (19)0.30394 (14)0.04901 (13)0.0500 (6)
N100.3027 (2)0.26995 (14)0.03981 (13)0.0516 (7)
N110.0334 (2)0.17247 (15)0.86957 (13)0.0525 (7)
N120.3017 (2)0.59893 (15)0.04107 (13)0.0523 (7)
C490.0147 (3)0.23940 (19)0.96365 (16)0.0560 (8)
H49A0.05230.20110.97940.084*
H49B0.04650.23510.97570.084*
H49C0.04310.28110.98020.084*
C530.0745 (3)0.23302 (19)0.77030 (18)0.0586 (9)
H53A0.10510.26370.80100.088*
H53B0.03390.25860.74010.088*
H53C0.12050.20950.75020.088*
C510.1711 (3)0.09532 (19)0.85820 (17)0.0564 (8)
H51A0.21960.07250.88500.085*
H51B0.19670.11480.82360.085*
H51C0.12320.06300.84340.085*
C480.0074 (3)0.24072 (19)0.89335 (17)0.0577 (9)
H48A0.05600.25210.87580.069*
H48B0.04870.27570.88070.069*
C500.1296 (3)0.1517 (2)0.89377 (17)0.0590 (9)
H50A0.13040.13670.93630.071*
H50B0.16970.19160.89430.071*
C520.0179 (2)0.18138 (19)0.80118 (17)0.0564 (8)
H52A0.04740.19300.78980.068*
H52B0.02750.13710.78290.068*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ni10.03385 (18)0.03197 (18)0.02935 (17)0.00108 (14)0.00739 (13)0.00926 (13)
S10.0528 (5)0.0375 (4)0.0661 (5)0.0107 (3)0.0062 (4)0.0102 (4)
S20.0548 (5)0.0403 (4)0.0662 (5)0.0130 (4)0.0067 (4)0.0092 (4)
S30.0614 (5)0.0585 (5)0.0317 (4)0.0078 (4)0.0123 (3)0.0012 (3)
S40.0687 (5)0.0393 (4)0.0484 (5)0.0095 (4)0.0015 (4)0.0024 (3)
O10.0531 (13)0.0585 (14)0.0551 (14)0.0123 (11)0.0184 (11)0.0081 (11)
O20.0588 (14)0.0459 (13)0.0635 (15)0.0038 (11)0.0073 (12)0.0174 (11)
O30.0664 (15)0.0558 (14)0.0435 (13)0.0037 (12)0.0171 (11)0.0041 (10)
O40.0628 (15)0.0524 (14)0.0510 (13)0.0095 (11)0.0022 (11)0.0000 (11)
O50.059 (3)0.069 (3)0.050 (3)0.004 (2)0.018 (2)0.005 (2)
C10.0477 (17)0.0449 (17)0.0456 (17)0.0003 (14)0.0106 (14)0.0112 (13)
C20.0533 (18)0.0484 (18)0.0459 (17)0.0030 (15)0.0118 (14)0.0065 (14)
C30.0490 (17)0.0485 (18)0.0470 (17)0.0007 (14)0.0123 (14)0.0044 (14)
C40.0456 (17)0.0560 (19)0.0492 (18)0.0001 (15)0.0130 (14)0.0063 (15)
C50.0506 (18)0.0458 (17)0.0456 (17)0.0055 (14)0.0163 (14)0.0051 (14)
C60.0461 (17)0.0488 (19)0.0531 (19)0.0033 (14)0.0073 (14)0.0107 (15)
C70.0495 (17)0.0428 (17)0.0429 (16)0.0063 (14)0.0005 (14)0.0056 (13)
C80.0507 (18)0.055 (2)0.0494 (18)0.0042 (15)0.0117 (15)0.0013 (15)
C90.0492 (18)0.0537 (19)0.0460 (17)0.0032 (15)0.0083 (14)0.0002 (15)
C100.0497 (18)0.055 (2)0.055 (2)0.0065 (15)0.0135 (15)0.0038 (16)
C110.0523 (19)0.058 (2)0.054 (2)0.0064 (16)0.0091 (16)0.0033 (16)
C120.056 (2)0.0526 (19)0.0532 (19)0.0073 (16)0.0060 (16)0.0005 (16)
C130.0492 (18)0.055 (2)0.0506 (19)0.0065 (15)0.0087 (15)0.0044 (15)
C140.057 (2)0.0515 (19)0.054 (2)0.0095 (16)0.0081 (16)0.0034 (15)
C150.0540 (19)0.055 (2)0.0447 (17)0.0039 (16)0.0150 (15)0.0113 (15)
C160.063 (2)0.0428 (17)0.0485 (18)0.0049 (15)0.0147 (16)0.0069 (14)
C170.074 (2)0.0493 (19)0.0498 (19)0.0145 (17)0.0113 (17)0.0082 (15)
C180.081 (3)0.051 (2)0.055 (2)0.0117 (18)0.0148 (19)0.0155 (16)
C190.083 (3)0.058 (2)0.059 (2)0.016 (2)0.018 (2)0.0123 (18)
C200.075 (3)0.056 (2)0.064 (2)0.0162 (19)0.014 (2)0.0151 (18)
C210.077 (3)0.063 (2)0.055 (2)0.014 (2)0.0137 (19)0.0153 (18)
C230.075 (3)0.062 (2)0.062 (2)0.011 (2)0.017 (2)0.0126 (19)
C240.0586 (19)0.0486 (18)0.0456 (18)0.0095 (15)0.0064 (15)0.0089 (14)
C250.058 (2)0.0519 (19)0.0534 (19)0.0083 (16)0.0101 (16)0.0081 (16)
C260.060 (2)0.0533 (19)0.0457 (18)0.0009 (16)0.0147 (15)0.0095 (15)
C270.062 (2)0.054 (2)0.0478 (19)0.0052 (17)0.0091 (16)0.0073 (15)
C280.076 (2)0.055 (2)0.063 (2)0.0166 (19)0.0217 (19)0.0152 (18)
C290.0573 (19)0.0465 (18)0.0443 (17)0.0004 (15)0.0087 (15)0.0099 (14)
C300.058 (2)0.0505 (19)0.0450 (18)0.0045 (16)0.0028 (15)0.0085 (15)
C310.0522 (18)0.0537 (19)0.0446 (17)0.0033 (15)0.0061 (14)0.0028 (15)
C320.059 (2)0.0493 (18)0.0475 (18)0.0031 (16)0.0025 (15)0.0038 (15)
C330.061 (2)0.0497 (19)0.0502 (19)0.0015 (16)0.0049 (16)0.0068 (15)
C340.060 (2)0.053 (2)0.053 (2)0.0007 (16)0.0009 (16)0.0037 (16)
C350.069 (2)0.055 (2)0.0464 (19)0.0007 (17)0.0030 (16)0.0008 (15)
C360.057 (2)0.055 (2)0.0497 (19)0.0003 (16)0.0017 (15)0.0002 (15)
C370.0538 (19)0.055 (2)0.0498 (19)0.0010 (16)0.0039 (15)0.0032 (15)
C380.057 (2)0.058 (2)0.053 (2)0.0008 (16)0.0075 (16)0.0095 (16)
C390.0568 (19)0.0475 (18)0.0427 (17)0.0037 (15)0.0111 (14)0.0048 (14)
C400.0512 (18)0.0504 (18)0.0417 (16)0.0019 (15)0.0088 (14)0.0019 (14)
C410.063 (2)0.0485 (18)0.0440 (17)0.0018 (16)0.0098 (15)0.0004 (14)
C420.058 (2)0.052 (2)0.057 (2)0.0016 (16)0.0054 (16)0.0002 (16)
C430.063 (2)0.0502 (19)0.0485 (19)0.0058 (16)0.0001 (16)0.0019 (15)
C440.058 (2)0.053 (2)0.055 (2)0.0009 (16)0.0032 (16)0.0027 (16)
C450.066 (2)0.0515 (19)0.0475 (19)0.0009 (17)0.0039 (16)0.0048 (15)
C460.0556 (19)0.057 (2)0.0463 (18)0.0029 (16)0.0025 (15)0.0043 (15)
C470.065 (2)0.061 (2)0.053 (2)0.0056 (18)0.0049 (17)0.0018 (17)
C540.057 (2)0.060 (2)0.0513 (19)0.0037 (17)0.0090 (16)0.0085 (16)
C550.061 (2)0.053 (2)0.0518 (19)0.0042 (16)0.0055 (16)0.0089 (16)
C560.068 (2)0.052 (2)0.0499 (19)0.0047 (17)0.0120 (17)0.0065 (15)
C570.071 (2)0.054 (2)0.0490 (19)0.0105 (17)0.0090 (17)0.0078 (16)
C580.059 (2)0.056 (2)0.0507 (19)0.0063 (16)0.0055 (16)0.0077 (16)
C590.060 (2)0.053 (2)0.0511 (19)0.0057 (16)0.0087 (16)0.0080 (15)
C600.0555 (19)0.054 (2)0.0504 (19)0.0016 (16)0.0118 (15)0.0111 (15)
C610.061 (2)0.054 (2)0.054 (2)0.0014 (16)0.0090 (17)0.0076 (16)
C620.062 (2)0.057 (2)0.053 (2)0.0068 (17)0.0106 (16)0.0118 (16)
C630.059 (2)0.0534 (19)0.0496 (19)0.0076 (16)0.0118 (16)0.0082 (15)
N10.0500 (15)0.0469 (15)0.0446 (14)0.0006 (12)0.0128 (12)0.0054 (12)
N20.0586 (16)0.0450 (15)0.0478 (15)0.0121 (13)0.0160 (13)0.0102 (12)
N30.0663 (18)0.0475 (16)0.0513 (16)0.0109 (14)0.0149 (14)0.0103 (13)
N40.0421 (13)0.0455 (15)0.0508 (15)0.0012 (11)0.0068 (11)0.0095 (12)
N50.0492 (15)0.0469 (15)0.0472 (15)0.0027 (12)0.0102 (12)0.0024 (12)
N60.0528 (15)0.0474 (15)0.0437 (14)0.0014 (12)0.0107 (12)0.0081 (12)
N70.0536 (16)0.0521 (16)0.0433 (15)0.0020 (13)0.0054 (12)0.0014 (12)
N80.0613 (17)0.0439 (15)0.0455 (15)0.0028 (13)0.0087 (13)0.0052 (12)
N90.0536 (16)0.0526 (16)0.0435 (15)0.0020 (13)0.0049 (12)0.0062 (12)
N100.0569 (16)0.0477 (16)0.0504 (16)0.0031 (13)0.0079 (13)0.0032 (12)
N110.0570 (16)0.0511 (16)0.0482 (16)0.0000 (13)0.0026 (13)0.0016 (12)
N120.0594 (17)0.0525 (16)0.0452 (15)0.0015 (13)0.0076 (13)0.0031 (12)
C490.063 (2)0.057 (2)0.0461 (18)0.0008 (17)0.0016 (16)0.0051 (16)
C530.058 (2)0.061 (2)0.058 (2)0.0045 (17)0.0118 (17)0.0010 (17)
C510.057 (2)0.055 (2)0.059 (2)0.0027 (16)0.0160 (17)0.0030 (16)
C480.057 (2)0.056 (2)0.061 (2)0.0066 (17)0.0098 (17)0.0015 (17)
C500.061 (2)0.062 (2)0.054 (2)0.0033 (18)0.0079 (17)0.0028 (17)
C520.0529 (19)0.057 (2)0.059 (2)0.0037 (16)0.0075 (16)0.0052 (17)
Geometric parameters (Å, º) top
Ni1—N61.963 (3)C33—C381.493 (5)
Ni1—N11.976 (3)C34—C351.361 (5)
Ni1—N92.148 (3)C34—H340.9300
Ni1—N42.174 (3)C35—C361.388 (5)
Ni1—N22.190 (3)C35—H350.9300
Ni1—N72.230 (3)C36—C371.388 (5)
S1—C131.731 (3)C36—H360.9300
S1—C71.782 (3)C38—H38A0.9600
S2—C281.743 (4)C38—H38B0.9600
S2—C161.809 (3)C38—H38C0.9600
S3—C461.741 (4)C39—N71.333 (4)
S3—C401.793 (3)C40—N81.321 (4)
S4—C371.748 (4)C40—N71.373 (4)
S4—C311.813 (4)C41—C421.379 (5)
O1—C151.251 (4)C41—C461.382 (5)
O2—C61.232 (4)C41—N81.401 (4)
O3—C391.236 (4)C42—C431.385 (5)
O4—C301.259 (4)C42—C471.509 (5)
O5—H5B0.8501C43—C441.368 (5)
O5—H5C0.8501C43—H430.9300
C1—N11.342 (4)C44—C451.386 (5)
C1—C21.386 (4)C44—H440.9300
C1—C61.490 (4)C45—C461.388 (5)
C2—C31.364 (5)C45—H450.9300
C2—H20.9300C47—H47A0.9600
C3—C41.369 (5)C47—H47B0.9600
C3—H30.9300C47—H47C0.9600
C4—C51.370 (4)C54—N111.495 (5)
C4—H40.9300C54—C551.512 (5)
C5—N11.324 (4)C54—H54A0.9700
C5—C151.518 (4)C54—H54B0.9700
C6—N41.343 (4)C55—H55A0.9600
C7—N51.294 (4)C55—H55B0.9600
C7—N41.386 (4)C55—H55C0.9600
C8—C131.392 (5)C56—N121.487 (4)
C8—C91.392 (5)C56—C571.528 (5)
C8—N51.395 (4)C56—H56A0.9700
C9—C101.380 (5)C56—H56B0.9700
C9—C141.517 (5)C57—H57A0.9600
C10—C111.391 (5)C57—H57B0.9600
C10—H100.9300C57—H57C0.9600
C11—C121.351 (5)C58—N121.486 (4)
C11—H110.9300C58—C591.512 (5)
C12—C131.403 (5)C58—H58A0.9700
C12—H120.9300C58—H58B0.9700
C14—H14A0.9600C59—H59A0.9600
C14—H14B0.9600C59—H59B0.9600
C14—H14C0.9600C59—H59C0.9600
C15—N21.333 (4)C60—N121.488 (4)
C16—N31.299 (4)C60—C611.517 (5)
C16—N21.357 (4)C60—H60A0.9700
C17—C281.375 (5)C60—H60B0.9700
C17—N31.402 (4)C61—H61A0.9600
C17—C181.423 (5)C61—H61B0.9600
C18—C191.383 (5)C61—H61C0.9600
C18—C231.478 (5)C62—N121.487 (4)
C19—C201.363 (5)C62—C631.522 (5)
C19—H190.9300C62—H62A0.9700
C20—C211.336 (5)C62—H62B0.9700
C20—H200.9300C63—H63A0.9600
C21—C281.397 (5)C63—H63B0.9600
C21—H210.9300C63—H63C0.9600
C23—H23A0.9600N11—C501.476 (5)
C23—H23B0.9600N11—C521.486 (4)
C23—H23C0.9600N11—C481.495 (5)
C24—N61.328 (4)C49—C481.520 (5)
C24—C251.398 (5)C49—H49A0.9600
C24—C301.495 (5)C49—H49B0.9600
C25—C261.367 (5)C49—H49C0.9600
C25—H250.9300C53—C521.511 (5)
C26—C271.366 (5)C53—H53A0.9600
C26—H260.9300C53—H53B0.9600
C27—C291.375 (5)C53—H53C0.9600
C27—H270.9300C51—C501.514 (5)
C29—N61.349 (4)C51—H51A0.9600
C29—C391.523 (5)C51—H51B0.9600
C30—N91.323 (4)C51—H51C0.9600
C31—N101.280 (4)C48—H48A0.9700
C31—N91.375 (4)C48—H48B0.9700
C32—C371.356 (5)C50—H50A0.9700
C32—C331.364 (5)C50—H50B0.9700
C32—N101.444 (4)C52—H52A0.9700
C33—C341.391 (5)C52—H52B0.9700
N6—Ni1—N1177.87 (12)C41—C42—C47120.8 (3)
N6—Ni1—N977.93 (11)C43—C42—C47121.0 (3)
N1—Ni1—N9104.16 (11)C44—C43—C42121.5 (3)
N6—Ni1—N4101.49 (11)C44—C43—H43119.3
N1—Ni1—N478.11 (10)C42—C43—H43119.3
N9—Ni1—N493.88 (11)C43—C44—C45121.3 (3)
N6—Ni1—N2103.21 (11)C43—C44—H44119.4
N1—Ni1—N277.28 (10)C45—C44—H44119.4
N9—Ni1—N289.32 (11)C44—C45—C46116.9 (3)
N4—Ni1—N2155.21 (10)C44—C45—H45121.6
N6—Ni1—N777.27 (11)C46—C45—H45121.6
N1—Ni1—N7100.62 (11)C41—C46—C45122.1 (3)
N9—Ni1—N7155.20 (10)C41—C46—S3110.2 (3)
N4—Ni1—N790.42 (10)C45—C46—S3127.6 (3)
N2—Ni1—N796.91 (10)C42—C47—H47A109.5
C13—S1—C788.30 (16)C42—C47—H47B109.5
C28—S2—C1688.79 (17)H47A—C47—H47B109.5
C46—S3—C4089.01 (16)C42—C47—H47C109.5
C37—S4—C3188.14 (16)H47A—C47—H47C109.5
H5B—O5—H5C109.5H47B—C47—H47C109.5
N1—C1—C2120.6 (3)N11—C54—C55119.9 (3)
N1—C1—C6115.6 (3)N11—C54—H54A107.3
C2—C1—C6123.7 (3)C55—C54—H54A107.3
C3—C2—C1118.6 (3)N11—C54—H54B107.3
C3—C2—H2120.7C55—C54—H54B107.3
C1—C2—H2120.7H54A—C54—H54B106.9
C2—C3—C4120.0 (3)C54—C55—H55A109.5
C2—C3—H3120.0C54—C55—H55B109.5
C4—C3—H3120.0H55A—C55—H55B109.5
C3—C4—C5119.3 (3)C54—C55—H55C109.5
C3—C4—H4120.4H55A—C55—H55C109.5
C5—C4—H4120.4H55B—C55—H55C109.5
N1—C5—C4121.1 (3)N12—C56—C57115.9 (3)
N1—C5—C15114.7 (3)N12—C56—H56A108.3
C4—C5—C15124.1 (3)C57—C56—H56A108.3
O2—C6—N4128.4 (3)N12—C56—H56B108.3
O2—C6—C1117.6 (3)C57—C56—H56B108.3
N4—C6—C1113.9 (3)H56A—C56—H56B107.4
N5—C7—N4122.3 (3)C56—C57—H57A109.5
N5—C7—S1115.3 (2)C56—C57—H57B109.5
N4—C7—S1122.4 (2)H57A—C57—H57B109.5
C13—C8—C9120.0 (3)C56—C57—H57C109.5
C13—C8—N5115.1 (3)H57A—C57—H57C109.5
C9—C8—N5124.8 (3)H57B—C57—H57C109.5
C10—C9—C8118.5 (3)N12—C58—C59116.1 (3)
C10—C9—C14120.3 (3)N12—C58—H58A108.3
C8—C9—C14121.2 (3)C59—C58—H58A108.3
C9—C10—C11120.0 (3)N12—C58—H58B108.3
C9—C10—H10120.0C59—C58—H58B108.3
C11—C10—H10120.0H58A—C58—H58B107.4
C12—C11—C10123.1 (3)C58—C59—H59A109.5
C12—C11—H11118.5C58—C59—H59B109.5
C10—C11—H11118.5H59A—C59—H59B109.5
C11—C12—C13117.0 (3)C58—C59—H59C109.5
C11—C12—H12121.5H59A—C59—H59C109.5
C13—C12—H12121.5H59B—C59—H59C109.5
C8—C13—C12121.3 (3)N12—C60—C61120.8 (3)
C8—C13—S1110.4 (2)N12—C60—H60A107.1
C12—C13—S1128.1 (3)C61—C60—H60A107.1
C9—C14—H14A109.5N12—C60—H60B107.1
C9—C14—H14B109.5C61—C60—H60B107.1
H14A—C14—H14B109.5H60A—C60—H60B106.8
C9—C14—H14C109.5C60—C61—H61A109.5
H14A—C14—H14C109.5C60—C61—H61B109.5
H14B—C14—H14C109.5H61A—C61—H61B109.5
O1—C15—N2128.8 (3)C60—C61—H61C109.5
O1—C15—C5117.5 (3)H61A—C61—H61C109.5
N2—C15—C5113.7 (3)H61B—C61—H61C109.5
N3—C16—N2124.1 (3)N12—C62—C63115.2 (3)
N3—C16—S2113.6 (2)N12—C62—H62A108.5
N2—C16—S2122.2 (3)C63—C62—H62A108.5
C28—C17—N3116.2 (3)N12—C62—H62B108.5
C28—C17—C18120.0 (3)C63—C62—H62B108.5
N3—C17—C18123.8 (3)H62A—C62—H62B107.5
C19—C18—C17116.0 (4)C62—C63—H63A109.5
C19—C18—C23121.9 (4)C62—C63—H63B109.5
C17—C18—C23122.1 (3)H63A—C63—H63B109.5
C20—C19—C18122.1 (4)C62—C63—H63C109.5
C20—C19—H19119.0H63A—C63—H63C109.5
C18—C19—H19119.0H63B—C63—H63C109.5
C21—C20—C19122.8 (4)C5—N1—C1120.4 (3)
C21—C20—H20118.6C5—N1—Ni1120.7 (2)
C19—C20—H20118.6C1—N1—Ni1118.9 (2)
C20—C21—C28117.3 (4)C15—N2—C16117.1 (3)
C20—C21—H21121.3C15—N2—Ni1113.6 (2)
C28—C21—H21121.3C16—N2—Ni1129.2 (2)
C18—C23—H23A109.5C16—N3—C17111.5 (3)
C18—C23—H23B109.5C6—N4—C7117.3 (3)
H23A—C23—H23B109.5C6—N4—Ni1112.8 (2)
C18—C23—H23C109.5C7—N4—Ni1129.9 (2)
H23A—C23—H23C109.5C7—N5—C8110.9 (3)
H23B—C23—H23C109.5C24—N6—C29119.1 (3)
N6—C24—C25121.3 (3)C24—N6—Ni1119.9 (2)
N6—C24—C30114.0 (3)C29—N6—Ni1121.1 (2)
C25—C24—C30124.6 (3)C39—N7—C40116.2 (3)
C26—C25—C24118.4 (3)C39—N7—Ni1113.1 (2)
C26—C25—H25120.8C40—N7—Ni1130.6 (2)
C24—C25—H25120.8C40—N8—C41110.9 (3)
C27—C26—C25120.8 (3)C30—N9—C31118.3 (3)
C27—C26—H26119.6C30—N9—Ni1113.3 (2)
C25—C26—H26119.6C31—N9—Ni1128.2 (2)
C26—C27—C29118.0 (3)C31—N10—C32112.2 (3)
C26—C27—H27121.0C50—N11—C52113.5 (3)
C29—C27—H27121.0C50—N11—C54107.6 (3)
C17—C28—C21121.7 (4)C52—N11—C54104.6 (3)
C17—C28—S2109.9 (3)C50—N11—C48112.9 (3)
C21—C28—S2128.4 (3)C52—N11—C48103.4 (3)
N6—C29—C27122.4 (3)C54—N11—C48114.6 (3)
N6—C29—C39114.7 (3)C58—N12—C56108.9 (3)
C27—C29—C39122.8 (3)C58—N12—C62107.7 (3)
O4—C30—N9129.2 (3)C56—N12—C62106.9 (3)
O4—C30—C24116.1 (3)C58—N12—C60109.6 (3)
N9—C30—C24114.7 (3)C56—N12—C60108.0 (3)
N10—C31—N9124.2 (3)C62—N12—C60115.5 (3)
N10—C31—S4113.9 (3)C48—C49—H49A109.5
N9—C31—S4121.7 (2)C48—C49—H49B109.5
C37—C32—C33122.9 (3)H49A—C49—H49B109.5
C37—C32—N10113.9 (3)C48—C49—H49C109.5
C33—C32—N10123.2 (3)H49A—C49—H49C109.5
C32—C33—C34115.6 (3)H49B—C49—H49C109.5
C32—C33—C38122.9 (3)C52—C53—H53A109.5
C34—C33—C38121.4 (3)C52—C53—H53B109.5
C35—C34—C33122.8 (4)H53A—C53—H53B109.5
C35—C34—H34118.6C52—C53—H53C109.5
C33—C34—H34118.6H53A—C53—H53C109.5
C34—C35—C36120.5 (3)H53B—C53—H53C109.5
C34—C35—H35119.7C50—C51—H51A109.5
C36—C35—H35119.7C50—C51—H51B109.5
C35—C36—C37116.7 (3)H51A—C51—H51B109.5
C35—C36—H36121.7C50—C51—H51C109.5
C37—C36—H36121.7H51A—C51—H51C109.5
C32—C37—C36121.5 (3)H51B—C51—H51C109.5
C32—C37—S4111.8 (3)N11—C48—C49110.3 (3)
C36—C37—S4126.7 (3)N11—C48—H48A109.6
C33—C38—H38A109.5C49—C48—H48A109.6
C33—C38—H38B109.5N11—C48—H48B109.6
H38A—C38—H38B109.5C49—C48—H48B109.6
C33—C38—H38C109.5H48A—C48—H48B108.1
H38A—C38—H38C109.5N11—C50—C51115.8 (3)
H38B—C38—H38C109.5N11—C50—H50A108.3
O3—C39—N7129.2 (3)C51—C50—H50A108.3
O3—C39—C29117.0 (3)N11—C50—H50B108.3
N7—C39—C29113.8 (3)C51—C50—H50B108.3
N8—C40—N7123.7 (3)H50A—C50—H50B107.4
N8—C40—S3113.9 (2)N11—C52—C53120.3 (3)
N7—C40—S3122.4 (2)N11—C52—H52A107.2
C42—C41—C46120.1 (3)C53—C52—H52A107.2
C42—C41—N8124.0 (3)N11—C52—H52B107.2
C46—C41—N8115.9 (3)C53—C52—H52B107.2
C41—C42—C43118.1 (3)H52A—C52—H52B106.9
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O5—H5B···O2i0.852.142.900 (6)150
C12—H12···O2ii0.932.523.340 (4)147
C56—H56B···O1iii0.972.273.214 (5)164
C57—H57A···O3iv0.962.593.392 (4)141
C62—H62A···S3iv0.972.783.461 (4)128
Symmetry codes: (i) x, y+1, z; (ii) x, y, z; (iii) x+1, y+1, z; (iv) x+1/2, y+1/2, z+1/2.
 

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