Bis(1-ammonio-ethane-1,1-diyl-diphos-phonato-κO,O')diaqua-cobalt(II) nona-hydrate.

In the title compound, [Co(C(2)H(8)NO(6)P(2))(2)(H(2)O)(2)]·9H(2)O, the Co(II) atom has a slightly distorted octa-hedral coordination environment consisting of four deprotonated phospho-nate O atoms of two independent 1-amino-ethyl-idendiphospho-nate anions and complemented by the O atoms of two water mol-ecules in cis positions. The anions exists in the zwitterionic form (protonated amino group and two deprotonated phospho-nate O atoms) and constitute two six-membered chelate rings. The crystal structure also contains nine partly disordered uncoordinated water mol-ecules, which create an extensive three-dimensional network of strong O-H⋯O and N-H⋯O hydrogen bonds.

Related literature

For general background to organic diphospho­nic acids, see: Matczak-Jon & Videnova-Adrabinska (2005 ▶). For applications of transition metal bis­phospho­nates, see: Eberhardt et al. (2005 ▶). For related structures, see: Xiang et al. (2007 ▶); Yin et al. (2005 ▶); Dudko et al. (2009 ▶).

Experimental

Crystal data

[Co(C2H8NO6P2)2(H2O)2]·9H2O

M = 665.17

Monoclinic,

a = 15.1925 (3) Å

b = 13.2046 (2) Å

c = 12.9688 (2) Å

β = 106.0866 (11)°

V = 2499.81 (7) Å3

Z = 4

Mo Kα radiation

μ = 1.04 mm−1

T = 173 K

0.30 × 0.24 × 0.20 mm

Data collection

Bruker APEX-II CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.749, T max = 0.820

51914 measured reflections

6273 independent reflections

5626 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.090

S = 1.12

6273 reflections

401 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.73 e Å−3

Δρmin = −0.29 e Å−3

Data collection: APEX2 (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: publCIF (Westrip, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810013681/wm2322sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810013681/wm2322Isup2.hkl

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

[Co(C2H8NO6P2)2(H2O)2]·9H2O	F(000) = 1388
Mr = 665.17	Dx = 1.767 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 9983 reflections
a = 15.1925 (3) Å	θ = 2.3–28.4°
b = 13.2046 (2) Å	µ = 1.04 mm−1
c = 12.9688 (2) Å	T = 173 K
β = 106.0866 (11)°	Block, light pink
V = 2499.81 (7) Å3	0.30 × 0.24 × 0.20 mm
Z = 4

Bruker APEX-II CCD diffractometer	6273 independent reflections
Radiation source: fine-focus sealed tube	5626 reflections with I > 2σ(I)
graphite	Rint = 0.030
Detector resolution: 8.33 pixels mm-1	θmax = 28.4°, θmin = 1.4°
φ and ω scans	h = −19→20
Absorption correction: multi-scan (SADABS; Bruker, 2005)	k = −17→17
Tmin = 0.749, Tmax = 0.820	l = −17→17
51914 measured reflections

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.090	H atoms treated by a mixture of independent and constrained refinement
S = 1.12	w = 1/[σ2(Fo2) + (0.0396P)2 + 3.3375P] where P = (Fo2 + 2Fc2)/3
6273 reflections	(Δ/σ)max = 0.001
401 parameters	Δρmax = 0.73 e Å−3
0 restraints	Δρmin = −0.29 e Å−3

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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	Occ. (<1)
Co1	0.255576 (18)	0.49258 (2)	0.52538 (2)	0.01238 (8)
P1	0.40125 (3)	0.68696 (4)	0.57579 (4)	0.01281 (11)
P2	0.37271 (3)	0.58209 (4)	0.35868 (4)	0.01196 (11)
P3	0.06525 (3)	0.58713 (4)	0.36181 (4)	0.01226 (11)
P4	0.08900 (3)	0.35638 (4)	0.36325 (4)	0.01415 (11)
C1	0.36957 (13)	0.70306 (15)	0.42887 (16)	0.0131 (4)
C2	0.43053 (15)	0.78295 (17)	0.39660 (17)	0.0188 (4)
H21C	0.4116	0.7914	0.3185	0.028*
H22C	0.4946	0.7608	0.4198	0.028*
H23C	0.4243	0.8477	0.4309	0.028*
C3	0.06352 (13)	0.47197 (16)	0.28100 (16)	0.0141 (4)
C4	−0.02844 (14)	0.46254 (19)	0.19417 (17)	0.0204 (4)
H41C	−0.0374	0.5219	0.1470	0.031*
H42C	−0.0784	0.4586	0.2283	0.031*
H43C	−0.0282	0.4011	0.1518	0.031*
N1	0.27212 (12)	0.74065 (14)	0.39596 (15)	0.0142 (3)
H11N	0.2720 (19)	0.799 (2)	0.426 (2)	0.021*
H12N	0.237 (2)	0.701 (2)	0.412 (2)	0.021*
H13N	0.2560 (19)	0.749 (2)	0.328 (2)	0.021*
N2	0.13796 (12)	0.48190 (15)	0.22493 (15)	0.0165 (3)
H21N	0.1347 (19)	0.429 (2)	0.179 (2)	0.025*
H22N	0.193 (2)	0.486 (2)	0.273 (2)	0.025*
H23N	0.128 (2)	0.538 (2)	0.183 (2)	0.025*
O1	0.33239 (10)	0.61709 (12)	0.60220 (11)	0.0160 (3)
O2	0.40782 (10)	0.79109 (11)	0.62352 (12)	0.0181 (3)
O3	0.49936 (10)	0.64009 (13)	0.60579 (13)	0.0188 (3)
H3O	0.502 (2)	0.590 (2)	0.605 (2)	0.023*
O4	0.31168 (10)	0.50763 (11)	0.39358 (12)	0.0154 (3)
O5	0.32357 (10)	0.60670 (12)	0.23804 (12)	0.0171 (3)
H5O	0.3517 (19)	0.640 (2)	0.211 (2)	0.020*
O6	0.47085 (10)	0.55160 (12)	0.37641 (12)	0.0178 (3)
O7	0.15729 (9)	0.59446 (11)	0.44381 (11)	0.0151 (3)
O8	0.06089 (11)	0.67523 (12)	0.28140 (13)	0.0191 (3)
H8O	0.017 (2)	0.695 (2)	0.258 (2)	0.023*
O9	−0.01614 (10)	0.58374 (12)	0.40569 (12)	0.0179 (3)
O10	0.17939 (10)	0.37086 (11)	0.44643 (12)	0.0179 (3)
O11	0.08724 (10)	0.26901 (12)	0.28832 (12)	0.0195 (3)
O12	0.00608 (11)	0.34512 (13)	0.41132 (13)	0.0199 (3)
H12O	0.0100 (19)	0.378 (2)	0.467 (2)	0.024*
O13	0.35601 (12)	0.39698 (14)	0.61576 (15)	0.0238 (4)
H131	0.407 (2)	0.403 (2)	0.614 (2)	0.029*
H132	0.340 (2)	0.341 (3)	0.611 (2)	0.029*
O14	0.18902 (11)	0.48630 (13)	0.64577 (13)	0.0198 (3)
H141	0.210 (2)	0.456 (2)	0.702 (3)	0.024*
H142	0.140 (2)	0.472 (2)	0.630 (2)	0.024*
O15	0.19611 (13)	0.70714 (14)	0.67947 (14)	0.0234 (4)
H151	0.235 (2)	0.680 (2)	0.660 (2)	0.028*
H152	0.165 (2)	0.671 (3)	0.674 (3)	0.028*
O16	0.10482 (14)	0.62776 (16)	0.06388 (15)	0.0310 (4)
H161	0.130 (2)	0.679 (3)	0.099 (3)	0.037*
H162	0.143 (2)	0.610 (3)	0.026 (3)	0.037*
O17	0.24161 (13)	0.93732 (14)	0.46692 (16)	0.0265 (4)
H171	0.287 (2)	0.949 (3)	0.506 (3)	0.032*
H172	0.229 (2)	0.979 (3)	0.429 (3)	0.032*
O19	0.44927 (14)	0.42724 (16)	0.85539 (17)	0.0329 (4)
H191	0.415 (2)	0.433 (3)	0.793 (3)	0.039*
H192	0.483 (3)	0.385 (3)	0.866 (3)	0.039*
O21	0.60125 (14)	0.55256 (16)	0.94457 (19)	0.0359 (4)
H211	0.559 (3)	0.523 (3)	0.907 (3)	0.043*
H212	0.590 (2)	0.567 (3)	1.015 (3)	0.043*
O18A	0.77849 (14)	0.88751 (17)	0.66533 (16)	0.0234 (8)	0.873 (11)
O20A	0.3072 (2)	0.20567 (19)	0.6380 (3)	0.0415 (11)	0.869 (14)
O22A	0.67469 (18)	0.7176 (2)	0.6366 (4)	0.0409 (12)	0.876 (13)
O23A	0.1129 (3)	0.3552 (6)	0.0452 (6)	0.0420 (16)	0.71 (3)
O18B	0.747 (3)	0.840 (3)	0.668 (3)	0.101 (12)*	0.127 (11)
O20B	0.350 (3)	0.197 (2)	0.684 (3)	0.076 (10)*	0.131 (14)
O22B	0.6582 (15)	0.7397 (17)	0.579 (3)	0.042 (6)*	0.124 (13)
O23B	0.1074 (8)	0.3242 (16)	0.0717 (14)	0.048 (3)*	0.29 (3)

	U11	U22	U33	U12	U13	U23
Co1	0.01106 (13)	0.01304 (14)	0.01351 (13)	−0.00105 (9)	0.00416 (10)	0.00019 (10)
P1	0.0123 (2)	0.0130 (2)	0.0135 (2)	−0.00120 (18)	0.00427 (18)	−0.00135 (18)
P2	0.0114 (2)	0.0119 (2)	0.0137 (2)	−0.00023 (17)	0.00541 (17)	−0.00051 (18)
P3	0.0101 (2)	0.0140 (2)	0.0133 (2)	0.00027 (17)	0.00432 (17)	0.00080 (18)
P4	0.0142 (2)	0.0133 (2)	0.0157 (2)	−0.00344 (18)	0.00540 (18)	−0.00208 (19)
C1	0.0119 (8)	0.0131 (9)	0.0154 (9)	−0.0009 (7)	0.0056 (7)	−0.0006 (7)
C2	0.0221 (10)	0.0161 (10)	0.0206 (10)	−0.0057 (8)	0.0102 (8)	−0.0005 (8)
C3	0.0121 (8)	0.0177 (10)	0.0135 (8)	−0.0022 (7)	0.0053 (7)	−0.0013 (7)
C4	0.0162 (9)	0.0272 (12)	0.0164 (9)	−0.0025 (8)	0.0020 (8)	−0.0024 (9)
N1	0.0146 (8)	0.0126 (9)	0.0157 (8)	0.0005 (6)	0.0049 (6)	0.0004 (7)
N2	0.0154 (8)	0.0186 (9)	0.0169 (8)	−0.0017 (7)	0.0064 (7)	−0.0012 (7)
O1	0.0161 (7)	0.0180 (7)	0.0150 (7)	−0.0036 (6)	0.0062 (5)	−0.0009 (6)
O2	0.0222 (7)	0.0143 (7)	0.0193 (7)	−0.0018 (6)	0.0083 (6)	−0.0045 (6)
O3	0.0143 (7)	0.0166 (7)	0.0246 (8)	0.0010 (6)	0.0038 (6)	−0.0001 (7)
O4	0.0170 (7)	0.0132 (7)	0.0189 (7)	−0.0030 (5)	0.0095 (6)	−0.0016 (5)
O5	0.0183 (7)	0.0189 (8)	0.0143 (7)	−0.0020 (6)	0.0050 (5)	0.0013 (6)
O6	0.0125 (6)	0.0175 (7)	0.0249 (7)	0.0006 (6)	0.0078 (6)	−0.0010 (6)
O7	0.0119 (6)	0.0145 (7)	0.0177 (7)	0.0005 (5)	0.0020 (5)	−0.0005 (6)
O8	0.0159 (7)	0.0200 (8)	0.0223 (8)	0.0043 (6)	0.0068 (6)	0.0073 (6)
O9	0.0135 (7)	0.0236 (8)	0.0192 (7)	−0.0022 (6)	0.0088 (6)	−0.0036 (6)
O10	0.0184 (7)	0.0147 (7)	0.0188 (7)	−0.0015 (6)	0.0024 (6)	−0.0002 (6)
O11	0.0185 (7)	0.0187 (8)	0.0221 (7)	−0.0035 (6)	0.0070 (6)	−0.0068 (6)
O12	0.0206 (7)	0.0221 (8)	0.0204 (7)	−0.0081 (6)	0.0112 (6)	−0.0056 (6)
O13	0.0156 (7)	0.0193 (8)	0.0364 (9)	−0.0003 (6)	0.0071 (7)	0.0082 (7)
O14	0.0145 (7)	0.0269 (9)	0.0186 (8)	−0.0058 (6)	0.0054 (6)	0.0001 (6)
O15	0.0258 (9)	0.0214 (9)	0.0252 (8)	−0.0049 (7)	0.0108 (7)	−0.0066 (7)
O16	0.0389 (10)	0.0333 (10)	0.0234 (8)	−0.0088 (8)	0.0127 (8)	−0.0040 (8)
O17	0.0268 (9)	0.0222 (9)	0.0283 (9)	0.0019 (7)	0.0036 (7)	−0.0002 (7)
O19	0.0286 (9)	0.0351 (11)	0.0330 (10)	0.0094 (8)	0.0052 (8)	−0.0034 (8)
O21	0.0277 (10)	0.0321 (11)	0.0470 (12)	0.0015 (8)	0.0086 (9)	−0.0061 (9)
O18A	0.0236 (11)	0.0192 (12)	0.0270 (11)	−0.0037 (8)	0.0064 (8)	−0.0031 (8)
O20A	0.0413 (19)	0.0277 (14)	0.055 (2)	−0.0005 (10)	0.0119 (15)	0.0096 (11)
O22A	0.0299 (13)	0.0307 (14)	0.064 (3)	−0.0050 (10)	0.0168 (13)	−0.0156 (15)
O23A	0.063 (2)	0.034 (3)	0.032 (2)	−0.0083 (17)	0.0194 (16)	−0.0152 (19)

Co1—O7	2.0697 (14)	C3—C4	1.537 (3)
Co1—O13	2.0747 (17)	C4—H41C	0.9800
Co1—O10	2.0771 (15)	C4—H42C	0.9800
Co1—O14	2.0837 (16)	C4—H43C	0.9800
Co1—O1	2.1007 (15)	N1—H11N	0.86 (3)
Co1—O4	2.1201 (15)	N1—H12N	0.81 (3)
P1—O2	1.4999 (15)	N1—H13N	0.85 (3)
P1—O1	1.5039 (15)	N2—H21N	0.91 (3)
P1—O3	1.5604 (16)	N2—H22N	0.90 (3)
P1—C1	1.844 (2)	N2—H23N	0.90 (3)
P2—O6	1.4993 (15)	O3—H3O	0.66 (3)
P2—O4	1.5047 (15)	O5—H5O	0.76 (3)
P2—O5	1.5696 (15)	O8—H8O	0.70 (3)
P2—C1	1.846 (2)	O12—H12O	0.83 (3)
P3—O9	1.4982 (15)	O13—H131	0.79 (3)
P3—O7	1.5071 (14)	O13—H132	0.77 (3)
P3—O8	1.5515 (16)	O14—H141	0.82 (3)
P3—C3	1.843 (2)	O14—H142	0.74 (3)
P4—O11	1.5038 (16)	O15—H151	0.80 (3)
P4—O10	1.5050 (15)	O15—H152	0.66 (3)
P4—O12	1.5599 (16)	O16—H161	0.85 (4)
P4—C3	1.841 (2)	O16—H162	0.89 (4)
C1—N1	1.507 (3)	O17—H171	0.75 (3)
C1—C2	1.536 (3)	O17—H172	0.73 (4)
C2—H21C	0.9800	O19—H191	0.84 (4)
C2—H22C	0.9800	O19—H192	0.75 (4)
C2—H23C	0.9800	O21—H211	0.80 (4)
C3—N2	1.510 (3)	O21—H212	1.00 (4)
O7—Co1—O13	176.20 (7)	H21C—C2—H22C	109.5
O7—Co1—O10	91.52 (6)	C1—C2—H23C	109.5
O13—Co1—O10	91.71 (7)	H21C—C2—H23C	109.5
O7—Co1—O14	88.73 (6)	H22C—C2—H23C	109.5
O13—Co1—O14	89.20 (7)	N2—C3—C4	107.71 (16)
O10—Co1—O14	91.08 (6)	N2—C3—P4	106.60 (14)
O7—Co1—O1	87.76 (6)	C4—C3—P4	111.09 (15)
O13—Co1—O1	89.05 (7)	N2—C3—P3	107.91 (14)
O10—Co1—O1	178.83 (6)	C4—C3—P3	110.50 (15)
O14—Co1—O1	89.83 (6)	P4—C3—P3	112.77 (10)
O7—Co1—O4	85.48 (6)	C3—C4—H41C	109.5
O13—Co1—O4	96.63 (7)	C3—C4—H42C	109.5
O10—Co1—O4	88.21 (6)	H41C—C4—H42C	109.5
O14—Co1—O4	174.14 (6)	C3—C4—H43C	109.5
O1—Co1—O4	90.82 (6)	H41C—C4—H43C	109.5
O2—P1—O1	116.06 (9)	H42C—C4—H43C	109.5
O2—P1—O3	108.12 (9)	C1—N1—H11N	106.9 (18)
O1—P1—O3	112.13 (9)	C1—N1—H12N	112 (2)
O2—P1—C1	106.81 (9)	H11N—N1—H12N	112 (3)
O1—P1—C1	107.89 (9)	C1—N1—H13N	108.4 (19)
O3—P1—C1	105.14 (9)	H11N—N1—H13N	108 (3)
O6—P2—O4	116.61 (9)	H12N—N1—H13N	109 (3)
O6—P2—O5	112.75 (9)	C3—N2—H21N	109.5 (18)
O4—P2—O5	105.82 (9)	C3—N2—H22N	110.4 (19)
O6—P2—C1	108.50 (9)	H21N—N2—H22N	112 (3)
O4—P2—C1	108.35 (9)	C3—N2—H23N	110.0 (18)
O5—P2—C1	104.02 (9)	H21N—N2—H23N	106 (3)
O9—P3—O7	115.85 (9)	H22N—N2—H23N	109 (3)
O9—P3—O8	113.06 (9)	P1—O1—Co1	134.61 (9)
O7—P3—O8	106.53 (9)	P1—O3—H3O	116 (3)
O9—P3—C3	107.95 (9)	P2—O4—Co1	136.28 (9)
O7—P3—C3	108.57 (9)	P2—O5—H5O	114 (2)
O8—P3—C3	104.19 (9)	P3—O7—Co1	135.71 (9)
O11—P4—O10	114.20 (9)	P3—O8—H8O	115 (3)
O11—P4—O12	108.26 (9)	P4—O10—Co1	136.45 (10)
O10—P4—O12	113.78 (9)	P4—O12—H12O	115 (2)
O11—P4—C3	107.37 (9)	Co1—O13—H131	120 (2)
O10—P4—C3	108.28 (9)	Co1—O13—H132	112 (2)
O12—P4—C3	104.31 (9)	H131—O13—H132	112 (3)
N1—C1—C2	108.41 (17)	Co1—O14—H141	123 (2)
N1—C1—P1	106.58 (13)	Co1—O14—H142	117 (2)
C2—C1—P1	110.87 (14)	H141—O14—H142	104 (3)
N1—C1—P2	107.64 (13)	H151—O15—H152	102 (4)
C2—C1—P2	111.10 (14)	H161—O16—H162	104 (3)
P1—C1—P2	112.02 (11)	H171—O17—H172	109 (4)
C1—C2—H21C	109.5	H191—O19—H192	117 (4)
C1—C2—H22C	109.5	H211—O21—H212	110 (3)
O2—P1—C1—N1	−69.60 (15)	O8—P3—C3—C4	−65.37 (16)
O1—P1—C1—N1	55.84 (15)	O9—P3—C3—P4	−69.94 (12)
O3—P1—C1—N1	175.67 (13)	O7—P3—C3—P4	56.38 (12)
O2—P1—C1—C2	48.19 (16)	O8—P3—C3—P4	169.62 (10)
O1—P1—C1—C2	173.63 (14)	O2—P1—O1—Co1	152.91 (11)
O3—P1—C1—C2	−66.54 (16)	O3—P1—O1—Co1	−82.16 (14)
O2—P1—C1—P2	172.92 (9)	C1—P1—O1—Co1	33.15 (15)
O1—P1—C1—P2	−61.64 (12)	O7—Co1—O1—P1	−86.87 (13)
O3—P1—C1—P2	58.19 (12)	O13—Co1—O1—P1	95.20 (13)
O6—P2—C1—N1	171.19 (13)	O14—Co1—O1—P1	−175.60 (13)
O4—P2—C1—N1	−61.33 (15)	O4—Co1—O1—P1	−1.42 (13)
O5—P2—C1—N1	50.94 (15)	O6—P2—O4—Co1	102.36 (14)
O6—P2—C1—C2	52.64 (16)	O5—P2—O4—Co1	−131.38 (13)
O4—P2—C1—C2	−179.87 (14)	C1—P2—O4—Co1	−20.33 (16)
O5—P2—C1—C2	−67.61 (15)	O7—Co1—O4—P2	81.31 (13)
O6—P2—C1—P1	−71.96 (12)	O13—Co1—O4—P2	−95.52 (14)
O4—P2—C1—P1	55.52 (12)	O10—Co1—O4—P2	172.97 (14)
O5—P2—C1—P1	167.78 (10)	O1—Co1—O4—P2	−6.38 (14)
O11—P4—C3—N2	−60.67 (15)	O9—P3—O7—Co1	92.63 (14)
O10—P4—C3—N2	63.09 (15)	O8—P3—O7—Co1	−140.66 (12)
O12—P4—C3—N2	−175.41 (13)	C3—P3—O7—Co1	−28.97 (15)
O11—P4—C3—C4	56.41 (16)	O10—Co1—O7—P3	1.53 (13)
O10—P4—C3—C4	−179.83 (14)	O14—Co1—O7—P3	−89.51 (13)
O12—P4—C3—C4	−58.34 (16)	O1—Co1—O7—P3	−179.38 (13)
O11—P4—C3—P3	−178.91 (10)	O4—Co1—O7—P3	89.61 (13)
O10—P4—C3—P3	−55.15 (12)	O11—P4—O10—Co1	146.29 (12)
O12—P4—C3—P3	66.35 (12)	O12—P4—O10—Co1	−88.72 (15)
O9—P3—C3—N2	172.59 (13)	C3—P4—O10—Co1	26.74 (16)
O7—P3—C3—N2	−61.09 (15)	O7—Co1—O10—P4	−0.20 (14)
O8—P3—C3—N2	52.15 (15)	O13—Co1—O10—P4	177.79 (14)
O9—P3—C3—C4	55.06 (16)	O14—Co1—O10—P4	88.55 (14)
O7—P3—C3—C4	−178.61 (14)	O4—Co1—O10—P4	−85.63 (14)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H11N···O17	0.86 (3)	2.00 (3)	2.836 (3)	165 (3)
N1—H12N···O7	0.81 (3)	1.98 (3)	2.785 (2)	175 (3)
N1—H13N···O15i	0.85 (3)	1.98 (3)	2.810 (2)	165 (3)
N2—H21N···O23A	0.91 (3)	1.94 (3)	2.808 (4)	159 (3)
N2—H22N···O4	0.90 (3)	2.05 (3)	2.944 (2)	173 (3)
N2—H23N···O16	0.90 (3)	1.90 (3)	2.783 (3)	164 (3)
O3—H3O···O6ii	0.66 (3)	1.92 (3)	2.570 (2)	169 (4)
O5—H5O···O2i	0.76 (3)	1.84 (3)	2.592 (2)	170 (3)
O8—H8O···O11iii	0.70 (3)	1.81 (3)	2.508 (2)	169 (3)
O12—H12O···O9iv	0.83 (3)	1.71 (3)	2.517 (2)	165 (3)
O13—H131···O6ii	0.79 (3)	1.92 (3)	2.691 (2)	166 (3)
O13—H132···O20A	0.77 (3)	1.92 (3)	2.671 (3)	165 (3)
O14—H141···O18Av	0.82 (3)	1.91 (3)	2.697 (3)	163 (3)
O14—H142···O9iv	0.74 (3)	1.95 (3)	2.688 (2)	172 (3)
O15—H151···O1	0.80 (3)	2.01 (3)	2.803 (2)	177 (3)
O15—H152···O14	0.66 (3)	2.50 (3)	2.946 (2)	127 (3)
O15—H152···O12iv	0.66 (3)	2.54 (3)	3.049 (2)	136 (3)
O16—H161···O15i	0.85 (4)	1.94 (4)	2.788 (3)	176 (3)
O16—H162···O17i	0.89 (4)	1.97 (4)	2.844 (3)	170 (3)
O17—H171···O21vi	0.75 (3)	2.14 (4)	2.795 (3)	147 (3)
O17—H172···O18Avii	0.73 (4)	2.13 (4)	2.845 (3)	167 (4)
O19—H191···O13	0.84 (4)	2.27 (4)	3.063 (3)	158 (3)
O19—H192···O2v	0.75 (4)	2.04 (4)	2.773 (3)	166 (4)
O21—H211···O19	0.80 (4)	2.05 (4)	2.815 (3)	162 (4)
O21—H212···O19viii	1.00 (4)	1.93 (4)	2.914 (3)	169 (3)

Table 1

Selected bond lengths (Å)

Co1—O7	2.0697 (14)
Co1—O13	2.0747 (17)
Co1—O10	2.0771 (15)
Co1—O14	2.0837 (16)
Co1—O1	2.1007 (15)
Co1—O4	2.1201 (15)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H11N⋯O17	0.86 (3)	2.00 (3)	2.836 (3)	165 (3)
N1—H12N⋯O7	0.81 (3)	1.98 (3)	2.785 (2)	175 (3)
N1—H13N⋯O15i	0.85 (3)	1.98 (3)	2.810 (2)	165 (3)
N2—H21N⋯O23A	0.91 (3)	1.94 (3)	2.808 (4)	159 (3)
N2—H22N⋯O4	0.90 (3)	2.05 (3)	2.944 (2)	173 (3)
N2—H23N⋯O16	0.90 (3)	1.90 (3)	2.783 (3)	164 (3)
O3—H3O⋯O6ii	0.66 (3)	1.92 (3)	2.570 (2)	169 (4)
O5—H5O⋯O2i	0.76 (3)	1.84 (3)	2.592 (2)	170 (3)
O8—H8O⋯O11iii	0.70 (3)	1.81 (3)	2.508 (2)	169 (3)
O12—H12O⋯O9iv	0.83 (3)	1.71 (3)	2.517 (2)	165 (3)
O13—H131⋯O6ii	0.79 (3)	1.92 (3)	2.691 (2)	166 (3)
O13—H132⋯O20A	0.77 (3)	1.92 (3)	2.671 (3)	165 (3)
O14—H141⋯O18Av	0.82 (3)	1.91 (3)	2.697 (3)	163 (3)
O14—H142⋯O9iv	0.74 (3)	1.95 (3)	2.688 (2)	172 (3)
O15—H151⋯O1	0.80 (3)	2.01 (3)	2.803 (2)	177 (3)
O15—H152⋯O14	0.66 (3)	2.50 (3)	2.946 (2)	127 (3)
O15—H152⋯O12iv	0.66 (3)	2.54 (3)	3.049 (2)	136 (3)
O16—H161⋯O15i	0.85 (4)	1.94 (4)	2.788 (3)	176 (3)
O16—H162⋯O17i	0.89 (4)	1.97 (4)	2.844 (3)	170 (3)
O17—H171⋯O21vi	0.75 (3)	2.14 (4)	2.795 (3)	147 (3)
O17—H172⋯O18Avii	0.73 (4)	2.13 (4)	2.845 (3)	167 (4)
O19—H191⋯O13	0.84 (4)	2.27 (4)	3.063 (3)	158 (3)
O19—H192⋯O2v	0.75 (4)	2.04 (4)	2.773 (3)	166 (4)
O21—H211⋯O19	0.80 (4)	2.05 (4)	2.815 (3)	162 (4)
O21—H212⋯O19viii	1.00 (4)	1.93 (4)	2.914 (3)	169 (3)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) .