trans-Bis[(1-ammonio-pentane-1,1-di-yl)diphospho-nato-κO,O']diaqua-copper(II).

In the title compound, [Cu(C(5)H(14)NO(6)P(2))(2)(H(2)O)(2)], the Cu(II) atom occupies a special position on an inversion centre. It exhibits a distorted octa-hedral coordination environment consisting of two O,O'-bidentate (1-ammonio-pentane-1,1-di-yl)diphospho-nate anions in the equatorial plane and two trans water mol-ecules located in axial positions. The ligand mol-ecules are coordinated to the Cu(II) atom in their zwitterionic form via two O atoms from different phospho-nate groups, creating two six-membered chelate rings with a screw-boat conformation. The CuO(6) coordination polyhedron is strongly elongated in the axial direction with 0.6 Å longer bonds than those in the equatorial plane. Intra-molecular N-H⋯O hydrogen bonding helps to stabilize the mol-ecular configuration. The presence of supra-molecular -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 = 591.80

Triclinic,

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[F 2 > 2σ(F 2)] = 0.023

wR(F 2) = 0.064

S = 1.07

2277 reflections

168 parameters

4 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.43 e Å−3

Δρmin = −0.36 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: DIAMOND (Brandenburg & Putz, 2010 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

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

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810045216/wm2420Isup2.hkl

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

[Cu(C5H14NO6P2)2(H2O)2]	Z = 1
Mr = 591.80	F(000) = 307
Triclinic, P1	Dx = 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

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

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(Fo2) + (0.0298P)2 + 0.4491P] where P = (Fo2 + 2Fc2)/3
2277 reflections	(Δ/σ)max < 0.001
168 parameters	Δρmax = 0.43 e Å−3
4 restraints	Δρmin = −0.36 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
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)*

	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)

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)

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···O5iv	0.79 (2)	1.80 (2)	2.5848 (18)	176 (3)
O7—H71O···O4v	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)

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⋯O5iv	0.79 (2)	1.80 (2)	2.5848 (18)	176 (3)
O7—H71O⋯O4v	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) ; (ii) ; (iii) ; (iv) ; (v) .