trans-Bis[(1-ammonio­pentane-1,1-di­yl)diphospho­nato-κ2O,O′]diaqua­copper(II)

Tsaryk, N.V.; Dudko, A.V.; Kozachkova, A.N.; Bon, V.V.; Pekhnyo, V.I.

doi:10.1107/S1600536810045216

metal-organic compounds

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ISSN: 2056-9890

Volume 66| Part 12| December 2010| Pages m1533-m1534

https://doi.org/10.1107/S1600536810045216

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trans-Bis[(1-ammoniopentane-1,1-diyl)diphosphonato-κ²O,O′]diaquacopper(II)

Natalia V. Tsaryk,^a ^* Anatolij V. Dudko,^a Alexandra N. Kozachkova,^a Vladimir V. Bon ^a and Vasily I. Pekhnyo ^a

^aInstitute of General and Inorganic Chemistry, NAS Ukraine, prosp. Palladina 32/34, Kyiv 03680, Ukraine
^*Correspondence e-mail: complex@ionc.kiev.ua

(Received 28 October 2010; accepted 4 November 2010; online 10 November 2010)

In the title compound, [Cu(C₅H₁₄NO₆P₂)₂(H₂O)₂], the Cu^II atom occupies a special position on an inversion centre. It exhibits a distorted octahedral coordination environment consisting of two O,O′-bidentate (1-ammoniopentane-1,1-diyl)diphosphonate anions in the equatorial plane and two trans water molecules located in axial positions. The ligand molecules are coordinated to the Cu^II atom in their zwitterionic form via two O atoms from different phosphonate groups, creating two six–membered chelate rings with a screw-boat conformation. The CuO₆ coordination polyhedron is strongly elongated in the axial direction with 0.6 Å longer bonds than those in the equatorial plane. Intramolecular N—H⋯O hydrogen bonding helps to stabilize the molecular configuration. The presence of supramolecular —PO(OH)⋯O(OH)P— units parallel to (100) and other O—H⋯O and N—H⋯O hydrogen bonds establish the three-dimensional set-up.

Related literature

For general background to organic diphosphonic acids and their metal complexes, see: Eberhardt et al. (2005 ); Matczak-Jon & Videnova-Adrabinska (2005 ). For related structures, see: Sergienko et al. (1997 , 1999 ).

Experimental

Crystal data

[Cu(C₅H₁₄NO₆P₂)₂(H₂O)₂]
M_r = 591.80
Triclinic, $[P \overline 1]$
a = 5.5629 (1) Å
b = 10.0236 (2) Å
c = 10.5237 (2) Å
α = 69.315 (1)°
β = 86.666 (1)°
γ = 88.398 (1)°
V = 548.03 (2) Å³
Z = 1
Mo Kα radiation
μ = 1.36 mm⁻¹
T = 173 K
0.35 × 0.15 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2005 ) T_min = 0.648, T_max = 0.899
5322 measured reflections
2277 independent reflections
2104 reflections with I > 2σ(I)
R_int = 0.019

Refinement

R[F² > 2σ(F²)] = 0.023
wR(F²) = 0.064
S = 1.07
2277 reflections
168 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.43 e Å⁻³
Δρ_min = −0.36 e Å⁻³

Table 1
Selected bond lengths (Å)

Cu1—O4	1.9381 (12)
Cu1—O1	1.9524 (12)
Cu1—O7	2.5666 (15)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H11N⋯O3ⁱ	0.91 (2)	1.98 (3)	2.849 (2)	158 (2)
N1—H12N⋯O7ⁱⁱ	0.88 (2)	2.08 (3)	2.945 (2)	167 (2)
N1—H13N⋯O5ⁱ	0.89 (3)	1.99 (3)	2.849 (2)	162 (2)
O2—H2O⋯O3ⁱⁱⁱ	0.79 (2)	1.79 (2)	2.5741 (18)	178 (3)
O6—H6O⋯O5^iv	0.79 (2)	1.80 (2)	2.5848 (18)	176 (3)
O7—H71O⋯O4^v	0.79 (2)	2.04 (2)	2.8071 (19)	165 (3)
O7—H72O⋯O2ⁱⁱ	0.79 (2)	2.56 (3)	3.010 (2)	118 (3)
Symmetry codes: (i) x-1, y, z; (ii) -x+2, -y+1, -z+1; (iii) -x+2, -y+1, -z; (iv) -x+2, -y, -z+1; (v) x+1, y, z.

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: DIAMOND (Brandenburg & Putz, 2010 ); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536810045216/wm2420sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810045216/wm2420Isup2.hkl

checkCIF report

Comment top

The investigation of organic diphosphonic acids and their metal complexes attracts constant interest of chemists because of their potential applications as drugs preventing calcification and inhibiting bone resorption (Matczak-Jon & Videnova-Adrabinska, 2005). Some transition metal diphosphonates can improve fixation of cementless metal implants by enhancing the extent of osteointegration (Eberhardt et al., 2005). Therefore, a detailed structural investigation of diphosphonates may help to better understand their structure-property correlations.

Several structures of copper diphosphonates have been published earlier (Sergienko et al., 1997, 1999). The present paper reports the structure of the first complex compound with (1-ammoniopentane-1,1-diyl)diphosphonic acid.

The asymmetric unit of title compound contains one half of the molecule. The Cu^II atom occupies a special position on a crystallographic inversion centre, which generates another half of the molecule (Fig. 1). The central Cu^II atom exhibits a distorted octahedral coordination geometry consisting of two O,O'-bidentantely coordinating ligand molecules in the equatorial plane and two trans water molecules, located in the axial positions. The ligand molecules are coordinated to Cu^II in their zwitterionic form via two O atoms from different phosphonate groups creating two six-membered chelate metalla rings with a screw-boat conformation. The CuO₆ coordination polyhedron is strongly elongated in the axial direction: The Cu1—O7 bond is ~ 0.6 Å longer than the Cu1—O1 and Cu1—O4 bonds (Table 1), which is characteristic for Jahn-Teller distorted Cu^II complexes with an octahedral coordination (Sergienko et al., 1997). The values of the equatorial O—Cu—O angles are in the range of 80.05 (5)–99.95 (5)°, indicating a significiant deviation from the ideal values. This can be explained by the presence of a strong intramolecular hydrogen bond N1—H12···O7 (Fig. 1, Table 2), which partially influences the configuration of the molecule. The crystal structure of title compound contains supramolecular units —PO(OH)···O(OH)P— parallel to (100) that, together with strong O—H···O and N—H···O hydrogen bonds, create a three-dimensional structure (Fig. 2, Table 2).

Related literature top

For general background to organic diphosphonic acids and their metal complexes, see: Eberhardt et al. (2005); Matczak-Jon & Videnova-Adrabinska (2005). For related structures, see: Sergienko et al. (1997, 1999).

Experimental top

Light blue crystals of the title compound were obtained from the mixture of CuSO₄^.5H₂O (0.2 mmol, 0.04995 g) and 1-aminopentane-1,1-diyldiphosphonic acid (0.4 mmol, 0.09885 g) in 5 ml of H₂O, adjusted to pH ~ 4 with 0.25M NaOH. The combined solution was stored in a dark place for slow evaporation. After 20 days of staying, suitable crystals for X-ray data collection were obtained.

Structure description top

For general background to organic diphosphonic acids and their metal complexes, see: Eberhardt et al. (2005); Matczak-Jon & Videnova-Adrabinska (2005). For related structures, see: Sergienko et al. (1997, 1999).

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Putz, 2010); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

	Fig. 1. The molecular configuration of the title compound. Displacement ellipsoids are drawn at the 50% probability level. The intramolecular N—H···O hydrogen bond is emphasized by dotted lines.
	Fig. 2. The packing diagram of the title compound viewed down the a axis. Dashed lines indicate hydrogen bonds.

trans-Bis[(1-ammoniopentane-1,1-diyl)diphosphonato- κ²O,O']diaquacopper(II) top

Crystal data top

[Cu(C₅H₁₄NO₆P₂)₂(H₂O)₂]	Z = 1
M_r = 591.80	F(000) = 307
Triclinic, P1	D_x = 1.793 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 5.5629 (1) Å	Cell parameters from 3621 reflections
b = 10.0236 (2) Å	θ = 2.4–26.6°
c = 10.5237 (2) Å	µ = 1.36 mm⁻¹
α = 69.315 (1)°	T = 173 K
β = 86.666 (1)°	Rod, light blue
γ = 88.398 (1)°	0.35 × 0.15 × 0.08 mm
V = 548.03 (2) Å³

Data collection top

Bruker APEXII CCD diffractometer	2277 independent reflections
Radiation source: fine-focus sealed tube	2104 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.019
φ and ω scans	θ_max = 26.7°, θ_min = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −7→6
T_min = 0.648, T_max = 0.899	k = −12→12
5322 measured reflections	l = −13→13

Refinement top

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)] = 0.023	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.064	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ²(F_o²) + (0.0298P)² + 0.4491P] where P = (F_o² + 2F_c²)/3
2277 reflections	(Δ/σ)_max < 0.001
168 parameters	Δρ_max = 0.43 e Å⁻³
4 restraints	Δρ_min = −0.36 e Å⁻³

Crystal data top

[Cu(C₅H₁₄NO₆P₂)₂(H₂O)₂]	γ = 88.398 (1)°
M_r = 591.80	V = 548.03 (2) Å³
Triclinic, P1	Z = 1
a = 5.5629 (1) Å	Mo Kα radiation
b = 10.0236 (2) Å	µ = 1.36 mm⁻¹
c = 10.5237 (2) Å	T = 173 K
α = 69.315 (1)°	0.35 × 0.15 × 0.08 mm
β = 86.666 (1)°

Data collection top

Bruker APEXII CCD diffractometer	2277 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2005)	2104 reflections with I > 2σ(I)
T_min = 0.648, T_max = 0.899	R_int = 0.019
5322 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.023	4 restraints
wR(F²) = 0.064	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	Δρ_max = 0.43 e Å⁻³
2277 reflections	Δρ_min = −0.36 e Å⁻³
168 parameters

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. 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

	x	y	z	U_iso*/U_eq
Cu1	1.0000	0.5000	0.5000	0.01029 (10)
P1	0.98580 (8)	0.44423 (5)	0.21486 (4)	0.00887 (11)
P2	0.90052 (8)	0.20736 (5)	0.48297 (5)	0.00893 (11)
N1	0.5396 (3)	0.34163 (17)	0.32262 (17)	0.0112 (3)
H11N	0.458 (4)	0.367 (2)	0.245 (3)	0.017*
H12N	0.539 (4)	0.416 (3)	0.348 (2)	0.017*
H13N	0.444 (4)	0.274 (3)	0.380 (2)	0.017*
O1	1.0859 (2)	0.49686 (13)	0.31854 (12)	0.0116 (3)
O2	0.8085 (2)	0.55876 (14)	0.12618 (14)	0.0136 (3)
H2O	0.813 (5)	0.573 (3)	0.0476 (18)	0.040 (8)*
O3	1.1764 (2)	0.40075 (14)	0.12969 (13)	0.0120 (3)
O4	0.8517 (2)	0.31422 (13)	0.55360 (13)	0.0114 (3)
O5	1.1555 (2)	0.15980 (13)	0.46941 (13)	0.0119 (3)
O6	0.7259 (2)	0.08082 (14)	0.55649 (14)	0.0131 (3)
H6O	0.767 (5)	0.009 (2)	0.546 (3)	0.033 (8)*
C1	0.7927 (3)	0.28852 (18)	0.31004 (18)	0.0098 (3)
C2	0.7970 (3)	0.17564 (19)	0.24218 (19)	0.0136 (4)
H2A	0.9659	0.1442	0.2349	0.016*
H2B	0.7053	0.0919	0.3029	0.016*
C3	0.6952 (4)	0.2217 (2)	0.10125 (19)	0.0156 (4)
H3A	0.5172	0.2165	0.1103	0.019*
H3B	0.7404	0.3217	0.0488	0.019*
C4	0.7925 (4)	0.1255 (2)	0.0260 (2)	0.0231 (4)
H4A	0.7598	0.0250	0.0831	0.028*
H4B	0.9693	0.1369	0.0113	0.028*
C5	0.6820 (5)	0.1581 (3)	−0.1105 (2)	0.0337 (6)
H5A	0.5063	0.1523	−0.0973	0.050*
H5B	0.7410	0.0886	−0.1515	0.050*
H5C	0.7275	0.2543	−0.1709	0.050*
O7	1.3880 (3)	0.39603 (15)	0.61934 (15)	0.0182 (3)
H71O	1.511 (4)	0.358 (3)	0.610 (3)	0.034 (8)*
H72O	1.335 (5)	0.342 (3)	0.689 (2)	0.045 (9)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.01286 (17)	0.01044 (16)	0.00899 (16)	−0.00195 (11)	0.00097 (12)	−0.00526 (12)
P1	0.0090 (2)	0.0103 (2)	0.0078 (2)	−0.00018 (16)	−0.00004 (17)	−0.00388 (17)
P2	0.0094 (2)	0.0088 (2)	0.0089 (2)	−0.00008 (16)	−0.00038 (17)	−0.00345 (17)
N1	0.0092 (8)	0.0124 (8)	0.0121 (8)	−0.0011 (6)	−0.0007 (6)	−0.0045 (7)
O1	0.0125 (6)	0.0135 (6)	0.0099 (6)	−0.0031 (5)	0.0013 (5)	−0.0055 (5)
O2	0.0160 (7)	0.0145 (6)	0.0094 (7)	0.0037 (5)	−0.0007 (5)	−0.0035 (5)
O3	0.0106 (6)	0.0161 (6)	0.0098 (6)	0.0010 (5)	0.0003 (5)	−0.0057 (5)
O4	0.0140 (6)	0.0109 (6)	0.0104 (6)	−0.0023 (5)	0.0013 (5)	−0.0050 (5)
O5	0.0105 (6)	0.0105 (6)	0.0151 (6)	0.0001 (5)	−0.0013 (5)	−0.0050 (5)
O6	0.0140 (7)	0.0097 (6)	0.0160 (7)	−0.0013 (5)	0.0030 (5)	−0.0053 (5)
C1	0.0082 (8)	0.0114 (8)	0.0109 (8)	0.0000 (6)	0.0000 (7)	−0.0051 (7)
C2	0.0167 (9)	0.0122 (9)	0.0138 (9)	−0.0007 (7)	−0.0015 (7)	−0.0069 (7)
C3	0.0182 (10)	0.0168 (9)	0.0138 (9)	0.0000 (7)	−0.0043 (7)	−0.0075 (8)
C4	0.0331 (12)	0.0222 (10)	0.0175 (10)	0.0016 (9)	−0.0021 (9)	−0.0117 (9)
C5	0.0554 (17)	0.0308 (12)	0.0196 (11)	−0.0073 (11)	−0.0052 (11)	−0.0137 (10)
O7	0.0157 (7)	0.0187 (7)	0.0184 (8)	0.0027 (6)	0.0016 (6)	−0.0050 (6)

Geometric parameters (Å, º) top

Cu1—O4	1.9381 (12)	O2—H2O	0.787 (17)
Cu1—O4ⁱ	1.9381 (12)	O6—H6O	0.791 (17)
Cu1—O1	1.9524 (12)	C1—C2	1.536 (2)
Cu1—O1ⁱ	1.9524 (12)	C2—C3	1.527 (3)
Cu1—O7	2.5666 (15)	C2—H2A	0.9900
Cu1—O7ⁱ	2.5666 (15)	C2—H2B	0.9900
P1—O3	1.5023 (13)	C3—C4	1.520 (3)
P1—O1	1.5075 (13)	C3—H3A	0.9900
P1—O2	1.5649 (13)	C3—H3B	0.9900
P1—C1	1.8594 (18)	C4—C5	1.520 (3)
P2—O5	1.4986 (13)	C4—H4A	0.9900
P2—O4	1.5153 (13)	C4—H4B	0.9900
P2—O6	1.5618 (14)	C5—H5A	0.9800
P2—C1	1.8404 (18)	C5—H5B	0.9800
N1—C1	1.507 (2)	C5—H5C	0.9800
N1—H11N	0.91 (2)	O7—H71O	0.791 (17)
N1—H12N	0.88 (2)	O7—H72O	0.786 (17)
N1—H13N	0.89 (3)

O4—Cu1—O4ⁱ	180.0	N1—C1—P2	107.55 (12)
O4—Cu1—O1	91.21 (5)	C2—C1—P2	109.19 (12)
O4ⁱ—Cu1—O1	88.79 (5)	N1—C1—P1	108.41 (12)
O4—Cu1—O1ⁱ	88.79 (5)	C2—C1—P1	112.60 (12)
O4ⁱ—Cu1—O1ⁱ	91.21 (5)	P2—C1—P1	108.34 (9)
O1—Cu1—O1ⁱ	180.0	C3—C2—C1	116.32 (15)
O4—Cu1—O7	92.80 (5)	C3—C2—H2A	108.2
O4ⁱ—Cu1—O7	87.20 (5)	C1—C2—H2A	108.2
O1—Cu1—O7	99.95 (5)	C3—C2—H2B	108.2
O1ⁱ—Cu1—O7	80.05 (5)	C1—C2—H2B	108.2
O3—P1—O1	113.56 (7)	H2A—C2—H2B	107.4
O3—P1—O2	112.23 (7)	C4—C3—C2	110.18 (16)
O1—P1—O2	109.39 (7)	C4—C3—H3A	109.6
O3—P1—C1	109.48 (8)	C2—C3—H3A	109.6
O1—P1—C1	107.00 (8)	C4—C3—H3B	109.6
O2—P1—C1	104.67 (8)	C2—C3—H3B	109.6
O5—P2—O4	118.15 (7)	H3A—C3—H3B	108.1
O5—P2—O6	113.02 (7)	C3—C4—C5	112.75 (18)
O4—P2—O6	105.54 (7)	C3—C4—H4A	109.0
O5—P2—C1	107.25 (8)	C5—C4—H4A	109.0
O4—P2—C1	106.99 (8)	C3—C4—H4B	109.0
O6—P2—C1	105.01 (8)	C5—C4—H4B	109.0
C1—N1—H11N	114.7 (14)	H4A—C4—H4B	107.8
C1—N1—H12N	110.8 (15)	C4—C5—H5A	109.5
H11N—N1—H12N	107 (2)	C4—C5—H5B	109.5
C1—N1—H13N	112.7 (15)	H5A—C5—H5B	109.5
H11N—N1—H13N	101 (2)	C4—C5—H5C	109.5
H12N—N1—H13N	109 (2)	H5A—C5—H5C	109.5
P1—O1—Cu1	139.17 (8)	H5B—C5—H5C	109.5
P1—O2—H2O	118 (2)	Cu1—O7—H71O	142 (2)
P2—O4—Cu1	124.94 (8)	Cu1—O7—H72O	101 (2)
P2—O6—H6O	113 (2)	H71O—O7—H72O	101 (3)
N1—C1—C2	110.60 (15)

O3—P1—O1—Cu1	−148.54 (11)	O5—P2—C1—P1	−60.90 (10)
O2—P1—O1—Cu1	85.23 (13)	O4—P2—C1—P1	66.79 (10)
C1—P1—O1—Cu1	−27.63 (14)	O6—P2—C1—P1	178.62 (8)
O4—Cu1—O1—P1	35.20 (12)	O3—P1—C1—N1	−146.05 (11)
O4ⁱ—Cu1—O1—P1	−144.80 (12)	O1—P1—C1—N1	90.47 (12)
O7—Cu1—O1—P1	128.25 (12)	O2—P1—C1—N1	−25.56 (13)
O5—P2—O4—Cu1	56.52 (11)	O3—P1—C1—C2	−23.36 (14)
O6—P2—O4—Cu1	−175.96 (8)	O1—P1—C1—C2	−146.83 (12)
C1—P2—O4—Cu1	−64.49 (11)	O2—P1—C1—C2	97.14 (13)
O1—Cu1—O4—P2	19.60 (9)	O3—P1—C1—P2	97.52 (9)
O1ⁱ—Cu1—O4—P2	−160.40 (9)	O1—P1—C1—P2	−25.95 (10)
O7—Cu1—O4—P2	−80.42 (9)	O2—P1—C1—P2	−141.98 (8)
O5—P2—C1—N1	−177.89 (11)	N1—C1—C2—C3	57.4 (2)
O4—P2—C1—N1	−50.20 (13)	P2—C1—C2—C3	175.60 (14)
O6—P2—C1—N1	61.64 (13)	P1—C1—C2—C3	−64.01 (19)
O5—P2—C1—C2	62.07 (14)	C1—C2—C3—C4	158.78 (17)
O4—P2—C1—C2	−170.25 (12)	C2—C3—C4—C5	175.28 (19)
O6—P2—C1—C2	−58.41 (14)

Symmetry code: (i) −x+2, −y+1, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H11N···O3ⁱⁱ	0.91 (2)	1.98 (3)	2.849 (2)	158 (2)
N1—H12N···O7ⁱ	0.88 (2)	2.08 (3)	2.945 (2)	167 (2)
N1—H13N···O5ⁱⁱ	0.89 (3)	1.99 (3)	2.849 (2)	162 (2)
O2—H2O···O3ⁱⁱⁱ	0.79 (2)	1.79 (2)	2.5741 (18)	178 (3)
O6—H6O···O5^iv	0.79 (2)	1.80 (2)	2.5848 (18)	176 (3)
O7—H71O···O4^v	0.79 (2)	2.04 (2)	2.8071 (19)	165 (3)
O7—H72O···O2ⁱ	0.79 (2)	2.56 (3)	3.010 (2)	118 (3)

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

Experimental details

Crystal data
Chemical formula	[Cu(C₅H₁₄NO₆P₂)₂(H₂O)₂]
M_r	591.80
Crystal system, space group	Triclinic, P1
Temperature (K)	173
a, b, c (Å)	5.5629 (1), 10.0236 (2), 10.5237 (2)
α, β, γ (°)	69.315 (1), 86.666 (1), 88.398 (1)
V (Å³)	548.03 (2)
Z	1
Radiation type	Mo Kα
µ (mm⁻¹)	1.36
Crystal size (mm)	0.35 × 0.15 × 0.08

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2005)
T_min, T_max	0.648, 0.899
No. of measured, independent and observed [I > 2σ(I)] reflections	5322, 2277, 2104
R_int	0.019
(sin θ/λ)_max (Å⁻¹)	0.631

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.023, 0.064, 1.07
No. of reflections	2277
No. of parameters	168
No. of restraints	4
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.43, −0.36

Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Putz, 2010), publCIF (Westrip, 2010).

Selected bond lengths (Å) top

Cu1—O4	1.9381 (12)	Cu1—O7	2.5666 (15)
Cu1—O1	1.9524 (12)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N1—H11N···O3ⁱ	0.91 (2)	1.98 (3)	2.849 (2)	158 (2)
N1—H12N···O7ⁱⁱ	0.88 (2)	2.08 (3)	2.945 (2)	167 (2)
N1—H13N···O5ⁱ	0.89 (3)	1.99 (3)	2.849 (2)	162 (2)
O2—H2O···O3ⁱⁱⁱ	0.787 (17)	1.788 (18)	2.5741 (18)	178 (3)
O6—H6O···O5^iv	0.791 (17)	1.795 (17)	2.5848 (18)	176 (3)
O7—H71O···O4^v	0.791 (17)	2.036 (18)	2.8071 (19)	165 (3)
O7—H72O···O2ⁱⁱ	0.786 (17)	2.56 (3)	3.010 (2)	118 (3)

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

Acknowledgements

The authors thank the Ukraininan National Academy of Sciences for financial support of this work.

References

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