cis-Diaqua­bis(1,10-phenanthroline)nickel(II) 5-sulfonatosalicylate tetra­hydrate

In the title complex, [Ni(C₁₂H₈N₂)₂(H₂O)₂](C₇H₄O₆S)·4H₂O, the cation inter­acts with the anion and uncoordinated water mol­ecules through hydrogen bonding with the coordinated water mol­ecules, giving rise to a hydrogen-bonded sheet architecture. In the cation, the Ni atom exists in an octa­hedral geometry with two cis-arranged water ligands.

Key indicators

• Single-crystal X-ray study
• T = 295 K
• Mean [sigma](C-C) = 0.005 Å
• Disorder in main residue
• R factor = 0.047
• wR factor = 0.114
• Data-to-parameter ratio = 11.2

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         S1
PLAT301_ALERT_3_C Main Residue  Disorder .........................       6.00 Perc.
PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd.  #          2
              C7 H4 O6 S

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   4 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 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
   1 ALERT type 4 Improvement, methodology, query or suggestion

---

Computing details

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

cis-diaquabis(1,10-phenanthroline)nickel(II) 5-sulfonatosalicylate tetrahydrate

Crystal data

[Ni(C12H8N2)2(H2O)2](C7H4O6S)·4H2O	Z = 2
Mr = 743.38	F(000) = 772
Triclinic, P1	Dx = 1.531 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.016 (1) Å	Cell parameters from 4918 reflections
b = 12.174 (1) Å	θ = 2.5–25.6°
c = 13.848 (1) Å	µ = 0.74 mm^−1
α = 96.983 (2)°	T = 295 K
β = 101.346 (2)°	Block, blue
γ = 99.316 (2)°	0.32 × 0.29 × 0.12 mm
V = 1613.1 (2) Å^3

Data collection

Bruker SMART area-detector diffractometer	5647 independent reflections
Radiation source: fine-focus sealed tube	5142 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
φ and ω scans	θmax = 25.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Bruker, 2002)	h = −11→11
Tmin = 0.798, Tmax = 0.917	k = −14→14
11738 measured reflections	l = −16→16

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.114	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0531P)^2 + 1.1955P] where P = (Fo^2 + 2Fc^2)/3
5647 reflections	(Δ/σ)max < 0.001
504 parameters	Δρmax = 0.64 e Å^−3
85 restraints	Δρmin = −0.55 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Ni1	0.49805 (4)	0.26951 (3)	0.23698 (3)	0.03511 (13)
S1	0.90944 (11)	0.08138 (8)	−0.32194 (7)	0.0630 (3)
N1	0.6692 (2)	0.4026 (2)	0.27084 (17)	0.0380 (5)
N2	0.4207 (3)	0.3933 (2)	0.31531 (18)	0.0425 (6)
N3	0.4285 (2)	0.3104 (2)	0.09663 (18)	0.0390 (6)
N4	0.5924 (2)	0.16601 (19)	0.15184 (17)	0.0359 (5)
O1	0.3187 (2)	0.1497 (2)	0.21472 (17)	0.0496 (5)
O2	0.5722 (3)	0.2140 (2)	0.36836 (17)	0.0524 (6)
O3	1.0211 (3)	0.2929 (2)	0.13479 (18)	0.0683 (7)
O4	1.1042 (3)	0.1492 (2)	0.07028 (17)	0.0627 (7)
O5	0.8849 (4)	0.4022 (3)	0.0240 (2)	0.0802 (9)
O6	0.9097 (6)	0.1379 (4)	−0.4054 (3)	0.0704 (15)	0.715 (9)
O7	0.7771 (6)	−0.0015 (4)	−0.3376 (3)	0.098 (2)	0.715 (9)
O8	1.0236 (5)	0.0261 (4)	−0.2957 (3)	0.0795 (19)	0.715 (9)
O6'	0.8286 (16)	0.1194 (11)	−0.4051 (9)	0.101 (5)	0.285 (9)
O7'	0.8649 (11)	−0.0290 (5)	−0.3106 (8)	0.059 (3)	0.285 (9)
O8'	1.0575 (8)	0.1064 (11)	−0.3262 (10)	0.132 (8)	0.285 (9)
O9	0.9998 (3)	0.2142 (2)	0.3122 (2)	0.0695 (7)
O10	0.8475 (3)	0.2711 (2)	0.44806 (19)	0.0646 (7)
O11	0.4975 (5)	0.0009 (4)	0.3912 (5)	0.200 (3)
O12	0.7566 (4)	−0.0298 (3)	0.4106 (3)	0.1128 (12)
C1	0.7916 (3)	0.4060 (3)	0.2477 (2)	0.0476 (7)
H1	0.8075	0.3423	0.2107	0.057*
C2	0.8974 (4)	0.5002 (3)	0.2763 (3)	0.0577 (9)
H2	0.9820	0.4991	0.2585	0.069*
C3	0.8764 (4)	0.5934 (3)	0.3299 (3)	0.0629 (10)
H3	0.9470	0.6568	0.3494	0.075*
C4	0.7484 (4)	0.5953 (3)	0.3564 (2)	0.0511 (8)
C5	0.7157 (5)	0.6904 (3)	0.4107 (3)	0.0687 (11)
H5	0.7825	0.7560	0.4321	0.082*
C6	0.5899 (5)	0.6869 (3)	0.4316 (3)	0.0713 (12)
H6	0.5710	0.7507	0.4666	0.086*
C7	0.4837 (4)	0.5872 (3)	0.4011 (2)	0.0537 (9)
C8	0.3521 (5)	0.5757 (4)	0.4232 (3)	0.0646 (11)
H8	0.3274	0.6364	0.4585	0.078*
C9	0.2608 (4)	0.4771 (4)	0.3934 (3)	0.0651 (11)
H9	0.1740	0.4692	0.4089	0.078*
C10	0.2982 (4)	0.3867 (3)	0.3387 (2)	0.0551 (9)
H10	0.2342	0.3193	0.3181	0.066*
C11	0.6468 (3)	0.4969 (2)	0.3241 (2)	0.0403 (7)
C12	0.5131 (3)	0.4919 (3)	0.3470 (2)	0.0420 (7)
C13	0.3458 (4)	0.3811 (3)	0.0700 (3)	0.0527 (8)
H13	0.3129	0.4208	0.1191	0.063*
C14	0.3058 (4)	0.3989 (3)	−0.0276 (3)	0.0687 (11)
H14	0.2471	0.4492	−0.0432	0.082*
C15	0.3532 (4)	0.3423 (4)	−0.0999 (3)	0.0706 (11)
H15	0.3277	0.3542	−0.1655	0.085*
C16	0.4410 (4)	0.2654 (3)	−0.0765 (2)	0.0518 (8)
C17	0.4969 (4)	0.2017 (3)	−0.1471 (3)	0.0635 (10)
H17	0.4738	0.2092	−0.2141	0.076*
C18	0.5817 (4)	0.1314 (3)	−0.1189 (3)	0.0575 (9)
H18	0.6165	0.0913	−0.1667	0.069*
C19	0.6200 (3)	0.1167 (2)	−0.0174 (2)	0.0431 (7)
C20	0.7089 (3)	0.0453 (3)	0.0169 (3)	0.0504 (8)
H20	0.7487	0.0048	−0.0274	0.060*
C21	0.7366 (3)	0.0352 (3)	0.1149 (3)	0.0516 (8)
H21	0.7958	−0.0120	0.1382	0.062*
C22	0.6760 (3)	0.0961 (3)	0.1806 (2)	0.0446 (7)
H22	0.6948	0.0873	0.2474	0.054*
C23	0.4758 (3)	0.2531 (2)	0.0243 (2)	0.0383 (6)
C24	0.5653 (3)	0.1764 (2)	0.0539 (2)	0.0346 (6)
C25	1.0360 (3)	0.2246 (3)	0.0614 (2)	0.0509 (8)
C26	0.9656 (3)	0.2400 (3)	−0.0404 (2)	0.0440 (7)
C27	0.8965 (4)	0.3303 (3)	−0.0542 (3)	0.0556 (9)
C28	0.8367 (4)	0.3447 (3)	−0.1499 (3)	0.0690 (11)
H28	0.7926	0.4054	−0.1591	0.083*
C29	0.8422 (4)	0.2706 (3)	−0.2307 (3)	0.0617 (10)
H29	0.8020	0.2812	−0.2946	0.074*
C30	0.9074 (3)	0.1799 (3)	−0.2178 (2)	0.0467 (7)
C31	0.9691 (3)	0.1654 (3)	−0.1234 (2)	0.0442 (7)
H31	1.0137	0.1048	−0.1152	0.053*
H1A	0.295 (3)	0.104 (3)	0.252 (2)	0.080*
H1B	0.247 (2)	0.154 (3)	0.172 (2)	0.080*
H2A	0.541 (3)	0.1476 (16)	0.377 (3)	0.080*
H2B	0.6596 (12)	0.227 (3)	0.389 (3)	0.080*
H5C	0.941 (4)	0.386 (4)	0.072 (2)	0.080*
H9A	1.010 (4)	0.235 (3)	0.257 (2)	0.080*
H9B	1.013 (4)	0.1476 (19)	0.310 (3)	0.080*
H10A	0.867 (4)	0.232 (3)	0.494 (2)	0.080*
H10B	0.898 (4)	0.258 (3)	0.407 (2)	0.080*
H11A	0.5196	−0.0661	0.3869	0.080*
H11B	0.4087	−0.0131	0.3874	0.080*
H12A	0.800 (3)	0.008 (3)	0.4673 (16)	0.080*
H12B	0.817 (3)	−0.054 (3)	0.383 (2)	0.080*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ni1	0.0361 (2)	0.0387 (2)	0.0316 (2)	0.01260 (15)	0.00696 (15)	0.00284 (15)
S1	0.0839 (7)	0.0616 (6)	0.0418 (5)	0.0121 (5)	0.0058 (4)	0.0170 (4)
N1	0.0390 (13)	0.0398 (13)	0.0356 (13)	0.0104 (11)	0.0078 (10)	0.0044 (10)
N2	0.0424 (14)	0.0531 (15)	0.0350 (13)	0.0185 (12)	0.0098 (11)	0.0044 (11)
N3	0.0392 (13)	0.0402 (13)	0.0413 (14)	0.0132 (11)	0.0104 (11)	0.0103 (11)
N4	0.0349 (12)	0.0336 (12)	0.0383 (13)	0.0086 (10)	0.0072 (10)	0.0010 (10)
O1	0.0407 (12)	0.0587 (14)	0.0465 (13)	0.0047 (10)	0.0022 (10)	0.0158 (11)
O2	0.0560 (14)	0.0638 (15)	0.0387 (12)	0.0196 (12)	0.0050 (11)	0.0114 (11)
O3	0.0837 (19)	0.0744 (17)	0.0491 (14)	0.0246 (14)	0.0176 (13)	0.0010 (13)
O4	0.0630 (15)	0.0754 (17)	0.0468 (13)	0.0300 (14)	−0.0055 (11)	0.0044 (12)
O5	0.109 (2)	0.0720 (18)	0.082 (2)	0.0496 (18)	0.0445 (19)	0.0177 (16)
O6	0.100 (4)	0.068 (3)	0.044 (2)	0.010 (3)	0.015 (2)	0.0237 (18)
O7	0.107 (4)	0.080 (3)	0.083 (3)	−0.024 (3)	−0.010 (3)	0.030 (2)
O8	0.103 (4)	0.083 (3)	0.053 (2)	0.043 (3)	0.003 (2)	0.003 (2)
O6'	0.136 (10)	0.093 (8)	0.074 (7)	0.034 (8)	0.010 (7)	0.019 (6)
O7'	0.076 (7)	0.051 (5)	0.063 (6)	0.028 (4)	0.024 (5)	0.017 (4)
O8'	0.134 (12)	0.097 (11)	0.163 (14)	−0.042 (9)	0.122 (11)	−0.050 (10)
O9	0.0774 (18)	0.0677 (17)	0.0729 (19)	0.0214 (15)	0.0286 (15)	0.0178 (14)
O10	0.0669 (17)	0.0764 (18)	0.0544 (16)	0.0259 (14)	0.0083 (13)	0.0172 (13)
O11	0.118 (4)	0.152 (4)	0.366 (9)	0.029 (3)	0.057 (5)	0.170 (5)
O12	0.136 (3)	0.098 (3)	0.093 (3)	0.028 (2)	0.012 (2)	−0.016 (2)
C1	0.0440 (18)	0.0518 (19)	0.0480 (18)	0.0118 (15)	0.0102 (14)	0.0084 (15)
C2	0.049 (2)	0.066 (2)	0.056 (2)	0.0037 (17)	0.0096 (16)	0.0124 (18)
C3	0.066 (2)	0.059 (2)	0.052 (2)	−0.0139 (18)	0.0033 (18)	0.0125 (17)
C4	0.071 (2)	0.0421 (17)	0.0353 (16)	0.0034 (16)	0.0059 (16)	0.0080 (13)
C5	0.105 (3)	0.0411 (19)	0.053 (2)	0.004 (2)	0.014 (2)	0.0004 (16)
C6	0.126 (4)	0.042 (2)	0.047 (2)	0.029 (2)	0.017 (2)	0.0004 (16)
C7	0.083 (3)	0.053 (2)	0.0325 (16)	0.0369 (19)	0.0115 (16)	0.0071 (14)
C8	0.094 (3)	0.077 (3)	0.0372 (18)	0.057 (2)	0.0157 (19)	0.0085 (18)
C9	0.063 (2)	0.106 (3)	0.0416 (19)	0.052 (2)	0.0167 (17)	0.014 (2)
C10	0.0478 (19)	0.076 (2)	0.0455 (19)	0.0242 (17)	0.0114 (15)	0.0073 (17)
C11	0.0543 (18)	0.0393 (16)	0.0280 (14)	0.0127 (14)	0.0058 (13)	0.0082 (12)
C12	0.0588 (19)	0.0433 (17)	0.0272 (14)	0.0220 (15)	0.0066 (13)	0.0074 (12)
C13	0.054 (2)	0.054 (2)	0.057 (2)	0.0247 (16)	0.0125 (16)	0.0175 (16)
C14	0.072 (3)	0.075 (3)	0.071 (3)	0.036 (2)	0.010 (2)	0.037 (2)
C15	0.084 (3)	0.085 (3)	0.049 (2)	0.026 (2)	0.010 (2)	0.033 (2)
C16	0.055 (2)	0.060 (2)	0.0418 (18)	0.0084 (16)	0.0109 (15)	0.0159 (15)
C17	0.077 (3)	0.077 (3)	0.0357 (18)	0.005 (2)	0.0184 (17)	0.0107 (17)
C18	0.065 (2)	0.063 (2)	0.0434 (19)	0.0017 (18)	0.0249 (17)	−0.0025 (16)
C19	0.0396 (16)	0.0398 (16)	0.0466 (18)	−0.0034 (13)	0.0171 (14)	−0.0037 (13)
C20	0.0412 (17)	0.0430 (17)	0.066 (2)	0.0054 (14)	0.0228 (16)	−0.0104 (16)
C21	0.0408 (17)	0.0430 (18)	0.071 (2)	0.0173 (14)	0.0100 (16)	0.0014 (16)
C22	0.0403 (16)	0.0439 (17)	0.0487 (18)	0.0139 (14)	0.0044 (14)	0.0046 (14)
C23	0.0367 (15)	0.0411 (16)	0.0364 (15)	0.0041 (13)	0.0086 (12)	0.0073 (12)
C24	0.0331 (14)	0.0345 (14)	0.0347 (15)	0.0029 (12)	0.0094 (12)	0.0010 (12)
C25	0.0452 (18)	0.059 (2)	0.0472 (19)	0.0090 (16)	0.0089 (15)	0.0066 (16)
C26	0.0343 (15)	0.0506 (18)	0.0508 (18)	0.0099 (13)	0.0138 (14)	0.0126 (15)
C27	0.058 (2)	0.055 (2)	0.067 (2)	0.0221 (17)	0.0292 (18)	0.0207 (18)
C28	0.079 (3)	0.070 (3)	0.083 (3)	0.044 (2)	0.035 (2)	0.038 (2)
C29	0.061 (2)	0.076 (3)	0.061 (2)	0.0267 (19)	0.0170 (18)	0.038 (2)
C30	0.0429 (17)	0.0540 (19)	0.0481 (18)	0.0109 (15)	0.0127 (14)	0.0212 (15)
C31	0.0393 (16)	0.0488 (18)	0.0491 (18)	0.0158 (14)	0.0101 (14)	0.0154 (14)

Geometric parameters (Å, º)

Ni1—O1	2.068 (2)	C4—C5	1.422 (5)
Ni1—O2	2.061 (2)	C5—C6	1.343 (6)
Ni1—N1	2.094 (2)	C5—H5	0.9300
Ni1—N2	2.088 (2)	C6—C7	1.437 (6)
Ni1—N3	2.080 (2)	C6—H6	0.9300
Ni1—N4	2.082 (2)	C7—C8	1.399 (6)
S1—O7'	1.384 (6)	C7—C12	1.407 (4)
S1—O6	1.415 (3)	C8—C9	1.350 (6)
S1—O8	1.427 (4)	C8—H8	0.9300
S1—O6'	1.443 (6)	C9—C10	1.402 (5)
S1—O8'	1.479 (6)	C9—H9	0.9300
S1—O7	1.491 (4)	C10—H10	0.9300
S1—C30	1.765 (4)	C11—C12	1.429 (4)
N1—C1	1.322 (4)	C13—C14	1.386 (5)
N1—C11	1.361 (4)	C13—H13	0.9300
N2—C10	1.322 (4)	C14—C15	1.352 (6)
N2—C12	1.357 (4)	C14—H14	0.9300
N3—C13	1.324 (4)	C15—C16	1.408 (5)
N3—C23	1.356 (4)	C15—H15	0.9300
N4—C22	1.329 (4)	C16—C23	1.402 (4)
N4—C24	1.355 (4)	C16—C17	1.429 (5)
O1—H1A	0.84 (3)	C17—C18	1.339 (5)
O1—H1B	0.848 (10)	C17—H17	0.9300
O2—H2A	0.847 (10)	C18—C19	1.423 (5)
O2—H2B	0.848 (10)	C18—H18	0.9300
O3—C25	1.281 (4)	C19—C20	1.400 (5)
O4—C25	1.234 (4)	C19—C24	1.404 (4)
O5—C27	1.343 (4)	C20—C21	1.356 (5)
O5—H5C	0.85 (3)	C20—H20	0.9300
O9—H9A	0.854 (18)	C21—C22	1.395 (4)
O9—H9B	0.839 (18)	C21—H21	0.9300
O10—H10A	0.85 (3)	C22—H22	0.9300
O10—H10B	0.85 (4)	C23—C24	1.436 (4)
O11—H11A	0.8800	C25—C26	1.495 (4)
O11—H11B	0.8700	C26—C31	1.384 (4)
O12—H12A	0.86 (3)	C26—C27	1.403 (4)
O12—H12B	0.85 (3)	C27—C28	1.387 (5)
C1—C2	1.388 (5)	C28—C29	1.365 (5)
C1—H1	0.9300	C28—H28	0.9300
C2—C3	1.348 (5)	C29—C30	1.383 (5)
C2—H2	0.9300	C29—H29	0.9300
C3—C4	1.405 (5)	C30—C31	1.378 (4)
C3—H3	0.9300	C31—H31	0.9300
C4—C11	1.403 (4)
O2—Ni1—O1	89.3 (1)	C8—C7—C12	116.4 (3)
O1—Ni1—N1	173.19 (9)	C8—C7—C6	124.9 (3)
O1—Ni1—N2	94.0 (1)	C12—C7—C6	118.6 (3)
O1—Ni1—N3	89.34 (9)	C9—C8—C7	120.4 (3)
O1—Ni1—N4	93.40 (9)	C9—C8—H8	119.8
O2—Ni1—N1	89.7 (1)	C7—C8—H8	119.8
O2—Ni1—N2	90.16 (9)	C8—C9—C10	119.4 (4)
O2—Ni1—N3	173.91 (9)	C8—C9—H9	120.3
O2—Ni1—N4	94.30 (9)	C10—C9—H9	120.3
N2—Ni1—N1	79.3 (1)	N2—C10—C9	122.6 (4)
N3—Ni1—N1	92.37 (9)	N2—C10—H10	118.7
N3—Ni1—N2	95.86 (9)	C9—C10—H10	118.7
N3—Ni1—N4	79.87 (9)	N1—C11—C4	122.7 (3)
N4—Ni1—N1	93.40 (9)	N1—C11—C12	116.9 (3)
N4—Ni1—N2	171.4 (1)	C4—C11—C12	120.3 (3)
O7'—S1—O6	134.0 (5)	N2—C12—C7	123.4 (3)
O7'—S1—O8	68.6 (4)	N2—C12—C11	117.3 (3)
O6—S1—O8	115.6 (3)	C7—C12—C11	119.4 (3)
O7'—S1—O6'	115.5 (5)	N3—C13—C14	123.2 (3)
O8—S1—O6'	142.3 (7)	N3—C13—H13	118.4
O7'—S1—O8'	113.1 (5)	C14—C13—H13	118.4
O6—S1—O8'	76.2 (6)	C15—C14—C13	119.1 (3)
O8—S1—O8'	46.1 (5)	C15—C14—H14	120.4
O6'—S1—O8'	108.9 (5)	C13—C14—H14	120.4
O6—S1—O7	110.1 (3)	C14—C15—C16	120.5 (3)
O8—S1—O7	109.3 (3)	C14—C15—H15	119.8
O6'—S1—O7	80.4 (6)	C16—C15—H15	119.8
O8'—S1—O7	149.7 (5)	C23—C16—C15	116.3 (3)
O7'—S1—C30	113.0 (4)	C23—C16—C17	118.9 (3)
O6—S1—C30	108.6 (2)	C15—C16—C17	124.8 (3)
O8—S1—C30	108.23 (19)	C18—C17—C16	121.4 (3)
O6'—S1—C30	104.0 (6)	C18—C17—H17	119.3
O8'—S1—C30	101.1 (4)	C16—C17—H17	119.3
O7—S1—C30	104.5 (3)	C17—C18—C19	121.5 (3)
C1—N1—C11	117.9 (3)	C17—C18—H18	119.2
C1—N1—Ni1	128.9 (2)	C19—C18—H18	119.2
C11—N1—Ni1	113.16 (19)	C20—C19—C24	117.0 (3)
C10—N2—C12	117.8 (3)	C20—C19—C18	124.3 (3)
C10—N2—Ni1	128.9 (2)	C24—C19—C18	118.8 (3)
C12—N2—Ni1	113.34 (19)	C21—C20—C19	119.8 (3)
C13—N3—C23	117.8 (3)	C21—C20—H20	120.1
C13—N3—Ni1	129.3 (2)	C19—C20—H20	120.1
C23—N3—Ni1	112.82 (18)	C20—C21—C22	119.6 (3)
C22—N4—C24	117.5 (2)	C20—C21—H21	120.2
C22—N4—Ni1	129.4 (2)	C22—C21—H21	120.2
C24—N4—Ni1	113.13 (18)	N4—C22—C21	122.9 (3)
Ni1—O1—H1A	129 (2)	N4—C22—H22	118.6
Ni1—O1—H1B	120 (2)	C21—C22—H22	118.6
H1A—O1—H1B	108.4 (17)	N3—C23—C16	123.1 (3)
Ni1—O2—H2A	120 (3)	N3—C23—C24	117.4 (2)
Ni1—O2—H2B	117 (3)	C16—C23—C24	119.5 (3)
H2A—O2—H2B	107.7 (17)	N4—C24—C19	123.3 (3)
C27—O5—H5C	103 (3)	N4—C24—C23	116.8 (2)
H9A—O9—H9B	108 (2)	C19—C24—C23	119.9 (3)
H10A—O10—H10B	106.1 (17)	O4—C25—O3	124.1 (3)
H11A—O11—H11B	104.00	O4—C25—C26	119.4 (3)
H12A—O12—H12B	106.1 (17)	O3—C25—C26	116.4 (3)
N1—C1—C2	122.9 (3)	C31—C26—C27	118.7 (3)
N1—C1—H1	118.5	C31—C26—C25	120.2 (3)
C2—C1—H1	118.5	C27—C26—C25	121.1 (3)
C3—C2—C1	119.5 (3)	O5—C27—C28	119.2 (3)
C3—C2—H2	120.3	O5—C27—C26	121.1 (3)
C1—C2—H2	120.3	C28—C27—C26	119.7 (3)
C2—C3—C4	120.3 (3)	C29—C28—C27	120.6 (3)
C2—C3—H3	119.9	C29—C28—H28	119.7
C4—C3—H3	119.9	C27—C28—H28	119.7
C11—C4—C3	116.7 (3)	C28—C29—C30	120.1 (3)
C11—C4—C5	119.1 (3)	C28—C29—H29	119.9
C3—C4—C5	124.2 (3)	C30—C29—H29	119.9
C6—C5—C4	121.0 (4)	C31—C30—C29	119.9 (3)
C6—C5—H5	119.5	C31—C30—S1	119.9 (2)
C4—C5—H5	119.5	C29—C30—S1	120.2 (3)
C5—C6—C7	121.6 (3)	C30—C31—C26	120.9 (3)
C5—C6—H6	119.2	C30—C31—H31	119.6
C7—C6—H6	119.2	C26—C31—H31	119.6
O2—Ni1—N1—C1	90.2 (3)	C4—C11—C12—C7	0.9 (4)
N3—Ni1—N1—C1	−84.1 (3)	C23—N3—C13—C14	0.0 (5)
N4—Ni1—N1—C1	−4.1 (3)	Ni1—N3—C13—C14	−178.9 (3)
N2—Ni1—N1—C1	−179.6 (3)	N3—C13—C14—C15	−0.3 (6)
O2—Ni1—N1—C11	−89.73 (19)	C13—C14—C15—C16	0.6 (6)
N3—Ni1—N1—C11	96.00 (19)	C14—C15—C16—C23	−0.7 (6)
N4—Ni1—N1—C11	175.98 (19)	C14—C15—C16—C17	−179.8 (4)
N2—Ni1—N1—C11	0.48 (19)	C23—C16—C17—C18	−0.3 (5)
O2—Ni1—N2—C10	−88.7 (3)	C15—C16—C17—C18	178.8 (4)
O1—Ni1—N2—C10	0.6 (3)	C16—C17—C18—C19	0.1 (6)
N3—Ni1—N2—C10	90.4 (3)	C17—C18—C19—C20	−179.6 (3)
N1—Ni1—N2—C10	−178.3 (3)	C17—C18—C19—C24	1.0 (5)
O2—Ni1—N2—C12	89.7 (2)	C24—C19—C20—C21	0.9 (4)
O1—Ni1—N2—C12	179.02 (19)	C18—C19—C20—C21	−178.6 (3)
N3—Ni1—N2—C12	−91.2 (2)	C19—C20—C21—C22	0.2 (5)
N1—Ni1—N2—C12	0.08 (19)	C24—N4—C22—C21	0.7 (4)
O1—Ni1—N3—C13	85.5 (3)	Ni1—N4—C22—C21	−177.1 (2)
N4—Ni1—N3—C13	179.0 (3)	C20—C21—C22—N4	−1.0 (5)
N2—Ni1—N3—C13	−8.5 (3)	C13—N3—C23—C16	−0.1 (4)
N1—Ni1—N3—C13	−87.9 (3)	Ni1—N3—C23—C16	179.0 (2)
O1—Ni1—N3—C23	−93.5 (2)	C13—N3—C23—C24	−179.9 (3)
N4—Ni1—N3—C23	0.09 (19)	Ni1—N3—C23—C24	−0.8 (3)
N2—Ni1—N3—C23	172.6 (2)	C15—C16—C23—N3	0.4 (5)
N1—Ni1—N3—C23	93.1 (2)	C17—C16—C23—N3	179.6 (3)
O2—Ni1—N4—C22	−3.2 (3)	C15—C16—C23—C24	−179.8 (3)
O1—Ni1—N4—C22	−92.7 (3)	C17—C16—C23—C24	−0.6 (5)
N3—Ni1—N4—C22	178.5 (3)	C22—N4—C24—C19	0.5 (4)
N1—Ni1—N4—C22	86.7 (3)	Ni1—N4—C24—C19	178.6 (2)
O2—Ni1—N4—C24	178.90 (19)	C22—N4—C24—C23	−179.5 (2)
O1—Ni1—N4—C24	89.39 (19)	Ni1—N4—C24—C23	−1.3 (3)
N3—Ni1—N4—C24	0.66 (18)	C20—C19—C24—N4	−1.3 (4)
N1—Ni1—N4—C24	−91.14 (19)	C18—C19—C24—N4	178.2 (3)
C11—N1—C1—C2	0.7 (4)	C20—C19—C24—C23	178.6 (3)
Ni1—N1—C1—C2	−179.2 (2)	C18—C19—C24—C23	−1.8 (4)
N1—C1—C2—C3	−0.1 (5)	N3—C23—C24—N4	1.4 (4)
C1—C2—C3—C4	−0.2 (5)	C16—C23—C24—N4	−178.4 (3)
C2—C3—C4—C11	−0.2 (5)	N3—C23—C24—C19	−178.5 (2)
C2—C3—C4—C5	−178.5 (3)	C16—C23—C24—C19	1.7 (4)
C11—C4—C5—C6	0.2 (5)	O4—C25—C26—C31	4.4 (5)
C3—C4—C5—C6	178.5 (4)	O3—C25—C26—C31	−176.0 (3)
C4—C5—C6—C7	0.7 (6)	O4—C25—C26—C27	−174.8 (3)
C5—C6—C7—C8	177.5 (3)	O3—C25—C26—C27	4.8 (5)
C5—C6—C7—C12	−0.8 (5)	C31—C26—C27—O5	177.1 (3)
C12—C7—C8—C9	0.3 (5)	C25—C26—C27—O5	−3.7 (5)
C6—C7—C8—C9	−178.1 (3)	C31—C26—C27—C28	−1.7 (5)
C7—C8—C9—C10	−1.0 (5)	C25—C26—C27—C28	177.5 (3)
C12—N2—C10—C9	0.7 (5)	O5—C27—C28—C29	−177.5 (4)
Ni1—N2—C10—C9	179.1 (2)	C26—C27—C28—C29	1.3 (6)
C8—C9—C10—N2	0.5 (5)	C27—C28—C29—C30	0.1 (6)
C1—N1—C11—C4	−1.2 (4)	C28—C29—C30—C31	−1.2 (5)
Ni1—N1—C11—C4	178.8 (2)	C28—C29—C30—S1	177.9 (3)
C1—N1—C11—C12	179.1 (3)	O7'—S1—C30—C31	50.3 (6)
Ni1—N1—C11—C12	−1.0 (3)	O6—S1—C30—C31	−149.8 (3)
C3—C4—C11—N1	0.9 (4)	O8—S1—C30—C31	−23.6 (4)
C5—C4—C11—N1	179.3 (3)	O6'—S1—C30—C31	176.3 (7)
C3—C4—C11—C12	−179.4 (3)	O8'—S1—C30—C31	−70.8 (7)
C5—C4—C11—C12	−1.0 (4)	O7—S1—C30—C31	92.8 (3)
C10—N2—C12—C7	−1.5 (4)	O7'—S1—C30—C29	−128.7 (6)
Ni1—N2—C12—C7	179.9 (2)	O6—S1—C30—C29	31.1 (4)
C10—N2—C12—C11	178.0 (3)	O8—S1—C30—C29	157.4 (4)
Ni1—N2—C12—C11	−0.6 (3)	O6'—S1—C30—C29	−2.8 (7)
C8—C7—C12—N2	1.0 (4)	O8'—S1—C30—C29	110.1 (7)
C6—C7—C12—N2	179.5 (3)	O7—S1—C30—C29	−86.3 (4)
C8—C7—C12—C11	−178.5 (3)	C29—C30—C31—C26	0.8 (5)
C6—C7—C12—C11	0.0 (4)	S1—C30—C31—C26	−178.3 (2)
N1—C11—C12—N2	1.1 (4)	C27—C26—C31—C30	0.7 (5)
C4—C11—C12—N2	−178.7 (3)	C25—C26—C31—C30	−178.5 (3)
N1—C11—C12—C7	−179.4 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1A···O7^i	0.84 (3)	1.97 (1)	2.810 (5)	174 (4)
O1—H1A···O7′^i	0.84 (3)	2.07 (2)	2.803 (7)	146 (3)
O1—H1B···O4^ii	0.85 (1)	1.79 (3)	2.630 (3)	172 (4)
O2—H2A···O11	0.85 (1)	1.81 (1)	2.656 (5)	172 (4)
O2—H2B···O10	0.85 (1)	1.86 (1)	2.701 (4)	172 (4)
O5—H5C···O3	0.85 (3)	1.71 (2)	2.499 (4)	153 (4)
O9—H9A···O3	0.85 (2)	1.93 (2)	2.777 (4)	174 (4)
O9—H9B···O7′^iii	0.84 (2)	2.04 (3)	2.812 (9)	153 (4)
O9—H9B···O8^iii	0.84 (2)	2.06 (2)	2.874 (6)	162 (4)
O10—H10A···O6^iv	0.85 (3)	1.94 (1)	2.787 (4)	178 (4)
O10—H10A···O6′^iv	0.85 (3)	2.12 (2)	2.921 (11)	157 (4)
O10—H10B···O9	0.85 (4)	1.89 (4)	2.739 (4)	174 (4)
O11—H11A···O12	0.88	2.29	2.647 (6)	104
O11—H11B···O7^i	0.87	1.90 (1)	2.706 (7)	154 (1)
O12—H12A···O6′^iv	0.86 (3)	2.04 (2)	2.839 (15)	156 (3)
O12—H12A···O6^iv	0.86 (3)	2.20 (2)	3.033 (6)	167 (4)
O12—H12B···O8′^iii	0.85 (3)	1.77 (1)	2.619 (9)	179 (5)
O12—H12B···O8^iii	0.85 (3)	2.19 (3)	2.958 (7)	150 (4)

Symmetry codes: (i) −x+1, −y, −z; (ii) x−1, y, z; (iii) −x+2, −y, −z; (iv) x, y, z+1.