Poly[aqua-[μ-1,2-bis-(pyridin-4-yl)ethene-κ(2)N:N'][μ-5-(diphenyl-phosphino-yl)iso-phthalato-κ(3)O(1),O(1'):O(3)]nickel(II)].

In the title compound, [Ni(C(20)H(13)O(5)P)(C(12)H(10)N(2))(H(2)O)](n), the Ni(II) cation is coordinated by three O atoms from two 5-(diphenyl-phosphino-yl)isophthalate anions, two N atoms from two 1,2-bis-(pyridin-4-yl)ethene ligands and one water mol-ecule in a distorted octa-hedral geometry. Both 1,2-bis-(pyridin-4-yl)ethene and 5-(diphenyl-phosphino-yl)iso-phthal-ate bridge the Ni(II) cations to form polymeric layers parallel to (001). In the crystal, O-H⋯O hydrogen bonding links layers into a three-dimensional supra-molecular structure.

Related literature

For background to the network topologies and applications of coordination polymers, see: Maspoch et al. (2007 ▶); Ockwig et al. (2005 ▶); Zang et al. (2011 ▶). For a related structure, see: Desiraju (2004 ▶).

Experimental

Crystal data

[Ni(C20H13O5P)(C12H10N2)(H2O)]

M = 623.22

Monoclinic,

a = 10.1866 (3) Å

b = 13.6980 (3) Å

c = 21.7030 (6) Å

β = 111.174 (2)°

V = 2823.90 (13) Å3

Z = 4

Mo Kα radiation

μ = 0.79 mm−1

T = 296 K

0.21 × 0.20 × 0.19 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.851, T max = 0.864

11156 measured reflections

4971 independent reflections

3513 reflections with I > 2σ(I)

R int = 0.043

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.112

S = 0.99

4971 reflections

379 parameters

H-atom parameters constrained

Δρmax = 0.66 e Å−3

Δρmin = −0.33 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: DIAMOND (Brandenburg, 2010 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812031108/xu5570sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812031108/xu5570Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Ni(C20H13O5P)(C12H10N2)(H2O)]	F(000) = 1288
Mr = 623.22	Dx = 1.466 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4354 reflections
a = 10.1866 (3) Å	θ = 3.0–29.2°
b = 13.6980 (3) Å	µ = 0.79 mm−1
c = 21.7030 (6) Å	T = 296 K
β = 111.174 (2)°	Block, green
V = 2823.90 (13) Å3	0.21 × 0.20 × 0.19 mm
Z = 4

Bruker SMART APEXII CCD area-detector diffractometer	4971 independent reflections
Radiation source: fine-focus sealed tube	3513 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.043
ω scans	θmax = 25.0°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −12→11
Tmin = 0.851, Tmax = 0.864	k = −16→10
11156 measured reflections	l = −25→17

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.112	H-atom parameters constrained
S = 0.99	w = 1/[σ2(Fo2) + (0.0554P)2] where P = (Fo2 + 2Fc2)/3
4971 reflections	(Δ/σ)max = 0.001
379 parameters	Δρmax = 0.66 e Å−3
0 restraints	Δρmin = −0.33 e Å−3

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.

	x	y	z	Uiso*/Ueq
Ni1	0.42678 (4)	0.81298 (3)	0.86654 (2)	0.01907 (14)
O1	0.2074 (2)	0.81261 (16)	0.85164 (11)	0.0224 (5)
O2	0.3689 (2)	0.79683 (16)	0.95050 (11)	0.0248 (5)
O3	−0.3597 (2)	0.81335 (18)	0.91252 (11)	0.0258 (6)
O4	−0.2948 (2)	0.8308 (2)	0.82543 (12)	0.0509 (9)
O5	0.2692 (2)	0.75667 (19)	1.15849 (12)	0.0362 (7)
O1W	0.4295 (2)	0.82607 (17)	0.77310 (11)	0.0298 (6)
H1WA	0.3729	0.8019	0.7373	0.045*
H1WB	0.5171	0.8219	0.7804	0.045*
N1	0.4236 (3)	0.9691 (2)	0.87333 (16)	0.0285 (7)
N2	0.4261 (3)	1.65746 (19)	0.86079 (14)	0.0246 (7)
C1	0.1303 (3)	0.8117 (2)	0.94387 (16)	0.0196 (7)
C2	0.1668 (3)	0.7974 (2)	1.01139 (17)	0.0229 (8)
H2	0.2610	0.7912	1.0383	0.027*
C3	0.0630 (3)	0.7924 (2)	1.03897 (16)	0.0234 (8)
C4	−0.0783 (3)	0.8035 (2)	0.99786 (16)	0.0232 (8)
H4	−0.1478	0.8007	1.0162	0.028*
C5	−0.1164 (3)	0.8184 (2)	0.93095 (16)	0.0202 (7)
C6	−0.0103 (3)	0.8222 (2)	0.90399 (16)	0.0203 (7)
H6	−0.0345	0.8318	0.8588	0.024*
C7	0.2423 (3)	0.8062 (2)	0.91300 (17)	0.0202 (7)
C8	−0.2691 (3)	0.8216 (2)	0.88494 (16)	0.0211 (7)
C9	0.0171 (3)	0.8171 (3)	1.16355 (17)	0.0257 (8)
C10	−0.0222 (4)	0.7750 (3)	1.2120 (2)	0.0422 (11)
H10	−0.0102	0.7083	1.2199	0.051*
C11	−0.0793 (5)	0.8311 (3)	1.2489 (2)	0.0564 (13)
H11	−0.1076	0.8018	1.2808	0.068*
C12	−0.0943 (5)	0.9305 (3)	1.2386 (2)	0.0484 (11)
H12	−0.1304	0.9686	1.2643	0.058*
C13	−0.0560 (4)	0.9727 (3)	1.1908 (2)	0.0439 (11)
H13	−0.0673	1.0396	1.1835	0.053*
C14	−0.0007 (4)	0.9168 (3)	1.15294 (19)	0.0363 (10)
H14	0.0247	0.9463	1.1203	0.044*
C15	0.0537 (4)	0.6256 (3)	1.11215 (18)	0.0323 (9)
C16	−0.0846 (5)	0.5991 (3)	1.0956 (2)	0.0477 (11)
H16	−0.1515	0.6454	1.0956	0.057*
C17	−0.1247 (6)	0.5019 (4)	1.0788 (3)	0.0721 (16)
H17	−0.2179	0.4829	1.0679	0.087*
C18	−0.0238 (8)	0.4353 (4)	1.0787 (3)	0.0777 (18)
H18	−0.0503	0.3712	1.0662	0.093*
C19	0.1130 (7)	0.4611 (4)	1.0965 (3)	0.0748 (16)
H19	0.1799	0.4144	1.0973	0.090*
C20	0.1536 (5)	0.5558 (3)	1.1132 (2)	0.0511 (12)
H20	0.2477	0.5734	1.1253	0.061*
C21	0.3952 (4)	1.0150 (3)	0.92197 (19)	0.0360 (10)
H21	0.3723	0.9770	0.9522	0.043*
C22	0.3981 (4)	1.1145 (3)	0.9296 (2)	0.0395 (10)
H22	0.3784	1.1421	0.9645	0.047*
C23	0.4301 (4)	1.1727 (3)	0.8860 (2)	0.0350 (10)
C24	0.4573 (4)	1.1272 (3)	0.8351 (2)	0.0494 (12)
H24	0.4776	1.1641	0.8037	0.059*
C25	0.4542 (4)	1.0257 (3)	0.8312 (2)	0.0450 (11)
H25	0.4748	0.9963	0.7971	0.054*
C26	0.4401 (4)	1.2818 (3)	0.8951 (2)	0.0409 (10)
H26	0.4719	1.3061	0.9380	0.049*
C27	0.4072 (4)	1.3439 (3)	0.8468 (2)	0.0384 (10)
H27	0.3746	1.3186	0.8042	0.046*
C28	0.4170 (4)	1.4519 (3)	0.8536 (2)	0.0328 (9)
C29	0.5025 (4)	1.5007 (3)	0.9098 (2)	0.0410 (10)
H29	0.5582	1.4656	0.9467	0.049*
C30	0.5046 (4)	1.6028 (3)	0.91086 (19)	0.0368 (10)
H30	0.5643	1.6339	0.9487	0.044*
C31	0.3449 (4)	1.6099 (3)	0.8069 (2)	0.0397 (10)
H31	0.2893	1.6466	0.7709	0.048*
C32	0.3386 (4)	1.5088 (3)	0.8013 (2)	0.0437 (11)
H32	0.2810	1.4798	0.7622	0.052*
P1	0.11389 (9)	0.75019 (7)	1.12316 (4)	0.0244 (2)

	U11	U22	U33	U12	U13	U23
Ni1	0.0152 (2)	0.0192 (2)	0.0231 (3)	0.00013 (18)	0.00720 (18)	−0.0006 (2)
O1	0.0184 (12)	0.0279 (13)	0.0209 (13)	−0.0002 (10)	0.0070 (10)	−0.0014 (11)
O2	0.0141 (12)	0.0354 (14)	0.0253 (13)	0.0012 (10)	0.0076 (10)	−0.0010 (11)
O3	0.0135 (11)	0.0425 (15)	0.0223 (13)	−0.0006 (11)	0.0076 (10)	0.0043 (12)
O4	0.0190 (13)	0.112 (3)	0.0192 (15)	0.0003 (15)	0.0046 (11)	0.0110 (16)
O5	0.0215 (13)	0.0544 (18)	0.0269 (14)	0.0031 (12)	0.0018 (11)	0.0106 (13)
O1W	0.0211 (12)	0.0436 (16)	0.0222 (13)	−0.0066 (11)	0.0047 (10)	−0.0044 (12)
N1	0.0241 (16)	0.0178 (15)	0.0431 (19)	−0.0017 (13)	0.0116 (15)	−0.0006 (15)
N2	0.0257 (16)	0.0193 (15)	0.0289 (17)	0.0034 (13)	0.0099 (14)	−0.0002 (14)
C1	0.0152 (16)	0.0185 (17)	0.0263 (18)	0.0002 (14)	0.0089 (14)	0.0014 (16)
C2	0.0137 (16)	0.026 (2)	0.0261 (19)	−0.0001 (14)	0.0038 (14)	0.0024 (16)
C3	0.0181 (17)	0.028 (2)	0.0219 (18)	0.0004 (15)	0.0050 (15)	0.0003 (16)
C4	0.0175 (17)	0.031 (2)	0.0234 (19)	0.0032 (15)	0.0097 (15)	0.0038 (17)
C5	0.0149 (16)	0.0217 (18)	0.0243 (18)	0.0000 (14)	0.0072 (14)	0.0025 (16)
C6	0.0200 (17)	0.0232 (18)	0.0177 (17)	0.0009 (15)	0.0070 (14)	0.0030 (15)
C7	0.0160 (17)	0.0172 (17)	0.026 (2)	−0.0020 (14)	0.0060 (15)	−0.0016 (16)
C8	0.0192 (17)	0.0251 (19)	0.0194 (18)	0.0020 (15)	0.0074 (14)	0.0018 (16)
C9	0.0241 (18)	0.032 (2)	0.0191 (18)	0.0006 (17)	0.0051 (15)	0.0009 (17)
C10	0.065 (3)	0.032 (2)	0.036 (2)	0.007 (2)	0.026 (2)	0.004 (2)
C11	0.084 (4)	0.061 (3)	0.043 (3)	0.014 (3)	0.045 (3)	0.009 (2)
C12	0.059 (3)	0.052 (3)	0.038 (2)	0.016 (2)	0.021 (2)	−0.005 (2)
C13	0.049 (3)	0.033 (2)	0.045 (3)	0.008 (2)	0.013 (2)	0.000 (2)
C14	0.044 (2)	0.034 (2)	0.032 (2)	0.0027 (19)	0.0146 (19)	0.0090 (19)
C15	0.044 (2)	0.030 (2)	0.027 (2)	0.0013 (19)	0.0182 (19)	0.0034 (18)
C16	0.053 (3)	0.037 (3)	0.051 (3)	−0.007 (2)	0.017 (2)	−0.004 (2)
C17	0.084 (4)	0.066 (4)	0.064 (4)	−0.031 (3)	0.023 (3)	−0.004 (3)
C18	0.131 (6)	0.032 (3)	0.070 (4)	−0.015 (4)	0.037 (4)	−0.005 (3)
C19	0.113 (5)	0.039 (3)	0.080 (4)	0.018 (3)	0.044 (4)	0.004 (3)
C20	0.067 (3)	0.038 (3)	0.058 (3)	0.009 (2)	0.035 (3)	0.008 (2)
C21	0.041 (2)	0.029 (2)	0.030 (2)	−0.0027 (18)	0.0025 (19)	−0.0016 (18)
C22	0.038 (2)	0.029 (2)	0.043 (3)	0.0035 (19)	0.005 (2)	−0.009 (2)
C23	0.029 (2)	0.026 (2)	0.052 (3)	−0.0003 (17)	0.0153 (19)	−0.005 (2)
C24	0.060 (3)	0.025 (2)	0.079 (4)	−0.009 (2)	0.044 (3)	0.009 (2)
C25	0.055 (3)	0.025 (2)	0.070 (3)	0.001 (2)	0.040 (3)	−0.004 (2)
C26	0.041 (2)	0.034 (2)	0.048 (3)	−0.0032 (19)	0.017 (2)	−0.005 (2)
C27	0.046 (2)	0.034 (2)	0.043 (3)	0.0019 (19)	0.025 (2)	0.007 (2)
C28	0.032 (2)	0.0233 (19)	0.050 (3)	−0.0040 (17)	0.022 (2)	−0.005 (2)
C29	0.049 (3)	0.025 (2)	0.045 (3)	0.0120 (19)	0.013 (2)	0.017 (2)
C30	0.040 (2)	0.031 (2)	0.032 (2)	−0.0011 (19)	0.0034 (19)	0.0004 (19)
C31	0.040 (2)	0.027 (2)	0.042 (3)	0.0008 (19)	0.003 (2)	0.001 (2)
C32	0.049 (3)	0.027 (2)	0.045 (3)	−0.004 (2)	0.005 (2)	−0.005 (2)
P1	0.0209 (5)	0.0307 (5)	0.0206 (5)	0.0027 (4)	0.0062 (4)	0.0039 (4)

Ni1—N1	2.145 (3)	C12—C13	1.363 (6)
Ni1—N2i	2.134 (3)	C12—H12	0.9300
Ni1—O1	2.140 (2)	C13—C14	1.383 (5)
Ni1—O2	2.120 (2)	C13—H13	0.9300
Ni1—O3ii	2.039 (2)	C14—H14	0.9300
Ni1—O1W	2.046 (2)	C15—C16	1.372 (5)
O1—C7	1.251 (4)	C15—C20	1.390 (5)
O2—C7	1.259 (4)	C15—P1	1.799 (4)
O3—C8	1.273 (4)	C16—C17	1.401 (6)
O3—Ni1iii	2.039 (2)	C16—H16	0.9300
O4—C8	1.228 (4)	C17—C18	1.375 (7)
O5—P1	1.491 (2)	C17—H17	0.9300
O1W—H1WA	0.8500	C18—C19	1.352 (7)
O1W—H1WB	0.8500	C18—H18	0.9300
N1—C25	1.320 (5)	C19—C20	1.371 (6)
N1—C21	1.347 (5)	C19—H19	0.9300
N2—C30	1.324 (4)	C20—H20	0.9300
N2—C31	1.333 (5)	C21—C22	1.371 (5)
N2—Ni1iv	2.134 (3)	C21—H21	0.9300
C1—C6	1.387 (4)	C22—C23	1.366 (5)
C1—C2	1.389 (5)	C22—H22	0.9300
C1—C7	1.520 (4)	C23—C24	1.381 (6)
C2—C3	1.392 (4)	C23—C26	1.505 (5)
C2—H2	0.9300	C24—C25	1.393 (5)
C3—C4	1.401 (4)	C24—H24	0.9300
C3—P1	1.805 (3)	C25—H25	0.9300
C4—C5	1.376 (5)	C26—C27	1.296 (5)
C4—H4	0.9300	C26—H26	0.9300
C5—C6	1.403 (4)	C27—C28	1.487 (5)
C5—C8	1.516 (4)	C27—H27	0.9300
C6—H6	0.9300	C28—C32	1.370 (5)
C9—C10	1.380 (5)	C28—C29	1.388 (5)
C9—C14	1.387 (5)	C29—C30	1.399 (5)
C9—P1	1.790 (3)	C29—H29	0.9300
C10—C11	1.380 (5)	C30—H30	0.9300
C10—H10	0.9300	C31—C32	1.389 (5)
C11—C12	1.380 (6)	C31—H31	0.9300
C11—H11	0.9300	C32—H32	0.9300
O3ii—Ni1—O1W	95.22 (9)	C14—C13—H13	119.8
O3ii—Ni1—O2	99.11 (9)	C13—C14—C9	120.2 (4)
O1W—Ni1—O2	165.63 (9)	C13—C14—H14	119.9
O3ii—Ni1—N2i	90.65 (10)	C9—C14—H14	119.9
O1W—Ni1—N2i	91.73 (10)	C16—C15—C20	119.9 (4)
O2—Ni1—N2i	87.14 (10)	C16—C15—P1	123.7 (3)
O3ii—Ni1—O1	160.95 (9)	C20—C15—P1	116.0 (3)
O1W—Ni1—O1	103.75 (9)	C15—C16—C17	119.7 (5)
O2—Ni1—O1	61.96 (8)	C15—C16—H16	120.2
N2i—Ni1—O1	90.45 (10)	C17—C16—H16	120.2
O3ii—Ni1—N1	90.23 (10)	C18—C17—C16	118.9 (5)
O1W—Ni1—N1	89.24 (11)	C18—C17—H17	120.5
O2—Ni1—N1	91.67 (10)	C16—C17—H17	120.5
N2i—Ni1—N1	178.62 (11)	C19—C18—C17	121.3 (5)
O1—Ni1—N1	88.38 (10)	C19—C18—H18	119.3
C7—O1—Ni1	87.68 (18)	C17—C18—H18	119.3
C7—O2—Ni1	88.37 (19)	C18—C19—C20	120.3 (5)
C8—O3—Ni1iii	126.6 (2)	C18—C19—H19	119.9
Ni1—O1W—H1WA	128.7	C20—C19—H19	119.9
Ni1—O1W—H1WB	101.5	C19—C20—C15	119.9 (5)
H1WA—O1W—H1WB	117.6	C19—C20—H20	120.1
C25—N1—C21	116.1 (3)	C15—C20—H20	120.1
C25—N1—Ni1	121.6 (3)	N1—C21—C22	123.9 (4)
C21—N1—Ni1	122.2 (2)	N1—C21—H21	118.0
C30—N2—C31	116.3 (3)	C22—C21—H21	118.0
C30—N2—Ni1iv	121.9 (2)	C23—C22—C21	119.8 (4)
C31—N2—Ni1iv	121.8 (2)	C23—C22—H22	120.1
C6—C1—C2	119.7 (3)	C21—C22—H22	120.1
C6—C1—C7	120.0 (3)	C22—C23—C24	117.3 (3)
C2—C1—C7	120.0 (3)	C22—C23—C26	120.7 (4)
C1—C2—C3	120.3 (3)	C24—C23—C26	122.0 (4)
C1—C2—H2	119.8	C23—C24—C25	119.5 (4)
C3—C2—H2	119.8	C23—C24—H24	120.2
C2—C3—C4	119.1 (3)	C25—C24—H24	120.2
C2—C3—P1	117.8 (2)	N1—C25—C24	123.3 (4)
C4—C3—P1	122.2 (3)	N1—C25—H25	118.3
C5—C4—C3	121.4 (3)	C24—C25—H25	118.3
C5—C4—H4	119.3	C27—C26—C23	124.0 (4)
C3—C4—H4	119.3	C27—C26—H26	118.0
C4—C5—C6	118.6 (3)	C23—C26—H26	118.0
C4—C5—C8	122.1 (3)	C26—C27—C28	125.8 (4)
C6—C5—C8	119.1 (3)	C26—C27—H27	117.1
C1—C6—C5	120.9 (3)	C28—C27—H27	117.1
C1—C6—H6	119.6	C32—C28—C29	116.5 (3)
C5—C6—H6	119.6	C32—C28—C27	119.1 (4)
O1—C7—O2	121.8 (3)	C29—C28—C27	124.3 (4)
O1—C7—C1	119.7 (3)	C28—C29—C30	119.7 (4)
O2—C7—C1	118.5 (3)	C28—C29—H29	120.1
O4—C8—O3	126.0 (3)	C30—C29—H29	120.1
O4—C8—C5	118.3 (3)	N2—C30—C29	123.5 (4)
O3—C8—C5	115.7 (3)	N2—C30—H30	118.3
C10—C9—C14	118.8 (3)	C29—C30—H30	118.3
C10—C9—P1	121.5 (3)	N2—C31—C32	123.9 (4)
C14—C9—P1	119.0 (3)	N2—C31—H31	118.0
C11—C10—C9	120.7 (4)	C32—C31—H31	118.0
C11—C10—H10	119.7	C28—C32—C31	120.0 (4)
C9—C10—H10	119.7	C28—C32—H32	120.0
C12—C11—C10	120.0 (4)	C31—C32—H32	120.0
C12—C11—H11	120.0	O5—P1—C9	112.80 (16)
C10—C11—H11	120.0	O5—P1—C15	111.85 (16)
C13—C12—C11	119.8 (4)	C9—P1—C15	109.22 (16)
C13—C12—H12	120.1	O5—P1—C3	111.41 (15)
C11—C12—H12	120.1	C9—P1—C3	108.90 (16)
C12—C13—C14	120.5 (4)	C15—P1—C3	102.11 (16)
C12—C13—H13	119.8
O3ii—Ni1—O1—C7	−4.1 (4)	C20—C15—C16—C17	−1.1 (6)
O1W—Ni1—O1—C7	−178.89 (19)	P1—C15—C16—C17	170.9 (4)
O2—Ni1—O1—C7	2.69 (18)	C15—C16—C17—C18	−0.6 (7)
N2i—Ni1—O1—C7	89.2 (2)	C16—C17—C18—C19	2.1 (8)
N1—Ni1—O1—C7	−90.1 (2)	C17—C18—C19—C20	−1.9 (9)
O3ii—Ni1—O2—C7	175.10 (19)	C18—C19—C20—C15	0.2 (8)
O1W—Ni1—O2—C7	−8.9 (5)	C16—C15—C20—C19	1.3 (7)
N2i—Ni1—O2—C7	−94.70 (19)	P1—C15—C20—C19	−171.3 (4)
O1—Ni1—O2—C7	−2.67 (18)	C25—N1—C21—C22	−0.6 (5)
N1—Ni1—O2—C7	84.60 (19)	Ni1—N1—C21—C22	177.1 (3)
O3ii—Ni1—N1—C25	80.4 (3)	N1—C21—C22—C23	0.6 (6)
O1W—Ni1—N1—C25	−14.8 (3)	C21—C22—C23—C24	0.5 (6)
O2—Ni1—N1—C25	179.5 (3)	C21—C22—C23—C26	−177.3 (3)
O1—Ni1—N1—C25	−118.6 (3)	C22—C23—C24—C25	−1.4 (6)
O3ii—Ni1—N1—C21	−97.2 (3)	C26—C23—C24—C25	176.4 (4)
O1W—Ni1—N1—C21	167.6 (3)	C21—N1—C25—C24	−0.3 (6)
O2—Ni1—N1—C21	1.9 (3)	Ni1—N1—C25—C24	−178.1 (3)
O1—Ni1—N1—C21	63.8 (3)	C23—C24—C25—N1	1.3 (7)
C6—C1—C2—C3	0.7 (5)	C22—C23—C26—C27	−147.7 (4)
C7—C1—C2—C3	−173.4 (3)	C24—C23—C26—C27	34.7 (6)
C1—C2—C3—C4	−0.9 (5)	C23—C26—C27—C28	−179.3 (3)
C1—C2—C3—P1	168.1 (3)	C26—C27—C28—C32	−158.9 (4)
C2—C3—C4—C5	0.5 (5)	C26—C27—C28—C29	21.8 (6)
P1—C3—C4—C5	−168.0 (3)	C32—C28—C29—C30	0.2 (6)
C3—C4—C5—C6	0.2 (5)	C27—C28—C29—C30	179.6 (3)
C3—C4—C5—C8	174.6 (3)	C31—N2—C30—C29	−1.7 (6)
C2—C1—C6—C5	0.0 (5)	Ni1iv—N2—C30—C29	177.3 (3)
C7—C1—C6—C5	174.1 (3)	C28—C29—C30—N2	1.4 (6)
C4—C5—C6—C1	−0.4 (5)	C30—N2—C31—C32	0.5 (6)
C8—C5—C6—C1	−175.0 (3)	Ni1iv—N2—C31—C32	−178.5 (3)
Ni1—O1—C7—O2	−4.7 (3)	C29—C28—C32—C31	−1.3 (6)
Ni1—O1—C7—C1	174.1 (3)	C27—C28—C32—C31	179.3 (3)
Ni1—O2—C7—O1	4.7 (3)	N2—C31—C32—C28	1.1 (7)
Ni1—O2—C7—C1	−174.1 (3)	C10—C9—P1—O5	−88.3 (3)
C6—C1—C7—O1	1.1 (5)	C14—C9—P1—O5	82.1 (3)
C2—C1—C7—O1	175.2 (3)	C10—C9—P1—C15	36.7 (4)
C6—C1—C7—O2	179.9 (3)	C14—C9—P1—C15	−152.9 (3)
C2—C1—C7—O2	−6.0 (5)	C10—C9—P1—C3	147.5 (3)
Ni1iii—O3—C8—O4	−0.1 (5)	C14—C9—P1—C3	−42.1 (3)
Ni1iii—O3—C8—C5	−179.3 (2)	C16—C15—P1—O5	164.2 (3)
C4—C5—C8—O4	−176.7 (3)	C20—C15—P1—O5	−23.6 (4)
C6—C5—C8—O4	−2.4 (5)	C16—C15—P1—C9	38.6 (4)
C4—C5—C8—O3	2.5 (5)	C20—C15—P1—C9	−149.2 (3)
C6—C5—C8—O3	176.9 (3)	C16—C15—P1—C3	−76.6 (4)
C14—C9—C10—C11	0.5 (6)	C20—C15—P1—C3	95.6 (3)
P1—C9—C10—C11	171.0 (3)	C2—C3—P1—O5	18.4 (3)
C9—C10—C11—C12	−1.6 (7)	C4—C3—P1—O5	−172.9 (3)
C10—C11—C12—C13	1.7 (7)	C2—C3—P1—C9	143.5 (3)
C11—C12—C13—C14	−0.8 (7)	C4—C3—P1—C9	−47.9 (3)
C12—C13—C14—C9	−0.3 (6)	C2—C3—P1—C15	−101.1 (3)
C10—C9—C14—C13	0.4 (6)	C4—C3—P1—C15	67.5 (3)
P1—C9—C14—C13	−170.3 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O5v	0.85	1.84	2.684 (3)	173
O1W—H1WB···O4ii	0.85	1.81	2.622 (3)	158

Table 1

Selected bond lengths (Å)

Ni1—N1	2.145 (3)
Ni1—N2i	2.134 (3)
Ni1—O1	2.140 (2)
Ni1—O2	2.120 (2)
Ni1—O3ii	2.039 (2)
Ni1—O1W	2.046 (2)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O5iii	0.85	1.84	2.684 (3)	173
O1W—H1WB⋯O4ii	0.85	1.81	2.622 (3)	158

Symmetry codes: (ii) ; (iii) .