(6-Oxido-2-oxo-1,2-dihydropyrimidine-5-carboxylato-κO,O)(4-oxido-2-oxo-1,2-dihydropyrimidin-3-ium-5-carboxyl-ato-κO,O)bis(1,10-phenanthroline-κN,N')erbium(III) dihydrate.

The erbium(III) atom in the title compound, [Er(C(5)H(2)N(2)O(4))(C(5)H(3)N(2)O(4))(C(12)H(8)N(2))(2)]·2H(2)O, is located on a twofold rotation axis and chelated by two 1,10-phenanthroline heterocycles as well as by a 2,4-dihydroxy-pyrimidine-5-car-box-yl-ate monoanion and a 2,4-dihydroxy-pyrimidine-5-car-box-yl-ate dianion in a square-anti-prismatic coordination geometry.

Related literature

For the structure of 2,4-dihydroxy­pyridimine-5-carboxylic acid, see: Law et al. (2004 ▶). This erbium compound is isostructural with the europium, terbium and ytterbium analogs; see Sun & Jin (2004 ▶) for their detailed description.

Experimental

Crystal data

[Er(C5H2N2O4)(C5H3N2O4)(C12H8N2)2]·2H2O

M = 872.88

Monoclinic,

a = 17.1602 (7) Å

b = 14.4170 (6) Å

c = 13.2433 (5) Å

β = 101.159 (1)°

V = 3214.4 (2) Å3

Z = 4

Mo Kα radiation

μ = 2.69 mm−1

T = 295 (2) K

0.18 × 0.10 × 0.08 mm

Data collection

Bruker APEXII diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.645, T max = 0.814

13567 measured reflections

3680 independent reflections

3495 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.061

S = 1.05

3680 reflections

240 parameters

H-atom parameters constrained

Δρmax = 1.13 e Å−3

Δρmin = −0.38 e Å−3

Data collection: APEX2 (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); data reduction: SAINT; method used to solve structure: atomic coordinates taken from published analogs (Sun & Jin, 2004 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808001487/xu2400sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808001487/xu2400Isup2.hkl

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

[Er(C5H2N2O4)(C5H3N2O4)(C12H8N2)2]·2H2O	F(000) = 1732
Mr = 872.88	Dx = 1.804 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 8216 reflections
a = 17.1602 (7) Å	θ = 2.3–28.5°
b = 14.4170 (6) Å	µ = 2.69 mm−1
c = 13.2433 (5) Å	T = 295 K
β = 101.159 (1)°	Prism, red
V = 3214.4 (2) Å3	0.18 × 0.10 × 0.08 mm
Z = 4

Bruker APEXII diffractometer	3680 independent reflections
Radiation source: fine-focus sealed tube	3495 reflections with I > 2σ(I)
graphite	Rint = 0.024
φ and ω scans	θmax = 27.5°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −22→22
Tmin = 0.645, Tmax = 0.814	k = −18→18
13567 measured reflections	l = −17→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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.061	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0387P)2 + 2.1981P] where P = (Fo2 + 2Fc2)/3
3680 reflections	(Δ/σ)max = 0.001
240 parameters	Δρmax = 1.13 e Å−3
0 restraints	Δρmin = −0.38 e Å−3

	x	y	z	Uiso*/Ueq	Occ. (<1)
Er1	0.5000	0.612675 (9)	0.7500	0.02099 (6)
O1	0.26939 (16)	0.37986 (14)	0.36337 (19)	0.0436 (6)
O2	0.40471 (11)	0.56690 (12)	0.61245 (13)	0.0293 (4)
O3	0.43054 (11)	0.50209 (13)	0.81183 (13)	0.0312 (4)
O4	0.34769 (14)	0.39182 (12)	0.84072 (15)	0.0341 (5)
O1W	0.1905 (2)	0.3113 (2)	0.1608 (2)	0.0912 (11)
H1W1	0.2254	0.3253	0.2146	0.137*
H1W2	0.2024	0.2603	0.1354	0.137*
N1	0.28276 (16)	0.33178 (16)	0.53134 (18)	0.0367 (5)
H1N	0.2588	0.2802	0.5137	0.055*	0.50
N2	0.33356 (13)	0.47408 (15)	0.49382 (16)	0.0276 (5)
H2N	0.3385	0.5157	0.4489	0.041*
N3	0.53478 (13)	0.69505 (15)	0.59349 (17)	0.0278 (5)
N4	0.59394 (13)	0.74961 (15)	0.78945 (17)	0.0289 (5)
C1	0.29379 (18)	0.39350 (17)	0.4575 (2)	0.0295 (6)
C2	0.36564 (14)	0.49369 (17)	0.59430 (18)	0.0229 (5)
C3	0.35025 (15)	0.42826 (17)	0.66835 (18)	0.0248 (5)
C4	0.30868 (18)	0.3506 (2)	0.6303 (2)	0.0342 (6)
H4	0.2977	0.3074	0.6777	0.041*
C5	0.37729 (15)	0.44133 (17)	0.78069 (18)	0.0247 (5)
C6	0.50987 (17)	0.6671 (2)	0.4970 (2)	0.0346 (6)
H6	0.4906	0.6070	0.4856	0.042*
C7	0.5112 (2)	0.7236 (3)	0.4122 (2)	0.0486 (8)
H7	0.4946	0.7008	0.3459	0.058*
C8	0.5368 (2)	0.8118 (3)	0.4271 (3)	0.0556 (9)
H8	0.5352	0.8511	0.3710	0.067*
C9	0.5659 (2)	0.8442 (2)	0.5267 (3)	0.0438 (7)
C10	0.56432 (16)	0.78248 (18)	0.6084 (2)	0.0307 (6)
C11	0.5963 (2)	0.9365 (3)	0.5497 (3)	0.0598 (10)
H11	0.5950	0.9787	0.4963	0.072*
C12	0.6260 (2)	0.9627 (2)	0.6459 (3)	0.0586 (10)
H12	0.6457	1.0226	0.6582	0.070*
C13	0.6285 (2)	0.9006 (2)	0.7304 (3)	0.0414 (7)
C14	0.6628 (2)	0.9230 (2)	0.8322 (3)	0.0501 (9)
H14	0.6846	0.9816	0.8475	0.060*
C15	0.6646 (2)	0.8603 (2)	0.9083 (3)	0.0464 (8)
H15	0.6891	0.8743	0.9755	0.056*
C16	0.62887 (17)	0.7737 (2)	0.8840 (2)	0.0365 (6)
H16	0.6297	0.7310	0.9369	0.044*
C17	0.59569 (16)	0.81116 (18)	0.7125 (2)	0.0289 (5)

	U11	U22	U33	U12	U13	U23
Er1	0.02696 (10)	0.01677 (9)	0.01709 (9)	0.000	−0.00108 (6)	0.000
O1	0.0548 (14)	0.0334 (12)	0.0366 (12)	−0.0041 (9)	−0.0064 (11)	0.0014 (8)
O2	0.0391 (10)	0.0236 (9)	0.0213 (9)	−0.0088 (8)	−0.0037 (7)	0.0029 (7)
O3	0.0431 (11)	0.0295 (10)	0.0185 (8)	−0.0109 (8)	0.0001 (8)	−0.0010 (7)
O4	0.0482 (13)	0.0337 (11)	0.0205 (10)	−0.0117 (8)	0.0067 (9)	0.0007 (7)
O1W	0.138 (3)	0.0561 (18)	0.0636 (19)	0.0005 (19)	−0.020 (2)	0.0078 (15)
N1	0.0543 (15)	0.0264 (11)	0.0258 (11)	−0.0119 (11)	−0.0012 (10)	−0.0033 (9)
N2	0.0369 (12)	0.0260 (11)	0.0170 (10)	−0.0052 (9)	−0.0019 (8)	0.0019 (8)
N3	0.0300 (11)	0.0262 (11)	0.0268 (11)	0.0003 (9)	0.0044 (9)	0.0020 (9)
N4	0.0279 (11)	0.0259 (11)	0.0318 (12)	−0.0052 (9)	0.0032 (9)	−0.0043 (9)
C1	0.0366 (15)	0.0267 (13)	0.0216 (13)	0.0007 (10)	−0.0037 (11)	−0.0030 (9)
C2	0.0263 (12)	0.0213 (11)	0.0193 (11)	0.0005 (9)	−0.0001 (9)	0.0004 (9)
C3	0.0339 (13)	0.0218 (12)	0.0179 (11)	−0.0048 (10)	0.0030 (10)	−0.0021 (9)
C4	0.0488 (17)	0.0265 (14)	0.0258 (13)	−0.0117 (12)	0.0038 (12)	0.0025 (11)
C5	0.0325 (13)	0.0224 (12)	0.0185 (11)	−0.0001 (10)	0.0033 (9)	0.0000 (9)
C6	0.0353 (14)	0.0391 (15)	0.0288 (14)	−0.0033 (12)	0.0046 (11)	−0.0005 (12)
C7	0.0508 (19)	0.069 (2)	0.0261 (15)	−0.0105 (17)	0.0074 (13)	0.0035 (15)
C8	0.064 (2)	0.065 (2)	0.0360 (18)	−0.0098 (19)	0.0076 (16)	0.0225 (16)
C9	0.0465 (18)	0.0383 (17)	0.0466 (18)	−0.0032 (14)	0.0093 (14)	0.0143 (14)
C10	0.0317 (13)	0.0262 (13)	0.0349 (14)	−0.0009 (11)	0.0085 (11)	0.0053 (11)
C11	0.073 (3)	0.040 (2)	0.066 (3)	−0.0157 (18)	0.014 (2)	0.0201 (18)
C12	0.066 (2)	0.0325 (18)	0.079 (3)	−0.0160 (16)	0.017 (2)	0.0063 (17)
C13	0.0412 (17)	0.0255 (14)	0.060 (2)	−0.0080 (12)	0.0156 (15)	−0.0060 (13)
C14	0.0486 (19)	0.0355 (17)	0.068 (2)	−0.0169 (15)	0.0155 (17)	−0.0174 (17)
C15	0.0415 (17)	0.0477 (18)	0.049 (2)	−0.0117 (15)	0.0063 (15)	−0.0215 (16)
C16	0.0352 (15)	0.0401 (16)	0.0330 (15)	−0.0091 (12)	0.0036 (12)	−0.0077 (12)
C17	0.0269 (13)	0.0220 (12)	0.0383 (15)	−0.0022 (10)	0.0075 (11)	−0.0009 (10)

Er1—O2	2.297 (2)	C2—C3	1.422 (3)
Er1—O2i	2.297 (2)	C3—C4	1.371 (4)
Er1—O3	2.238 (2)	C3—C5	1.482 (3)
Er1—O3i	2.238 (2)	C4—H4	0.9300
Er1—N3	2.558 (2)	C6—C7	1.391 (4)
Er1—N3i	2.558 (2)	C6—H6	0.9300
Er1—N4	2.538 (2)	C7—C8	1.346 (5)
Er1—N4i	2.538 (2)	C7—H7	0.9300
O1—C1	1.252 (4)	C8—C9	1.398 (5)
O2—C2	1.248 (3)	C8—H8	0.9300
O3—C5	1.275 (3)	C9—C10	1.405 (4)
O4—C5	1.247 (3)	C9—C11	1.440 (5)
O1W—H1W1	0.85	C10—C17	1.441 (4)
O1W—H1W2	0.85	C11—C12	1.332 (6)
N1—C4	1.327 (3)	C11—H11	0.9300
N1—C1	1.362 (4)	C12—C13	1.428 (5)
N1—H1N	0.8600	C12—H12	0.9300
N2—C2	1.368 (3)	C13—C14	1.400 (5)
N2—C1	1.385 (3)	C13—C17	1.409 (4)
N2—H2N	0.8600	C14—C15	1.349 (6)
N3—C6	1.329 (3)	C14—H14	0.9300
N3—C10	1.359 (3)	C15—C16	1.401 (4)
N4—C16	1.326 (4)	C15—H15	0.9300
N4—C17	1.356 (3)	C16—H16	0.9300
O2—Er1—O2i	146.6 (1)	N1—C4—H4	117.2
O2—Er1—O3	74.8 (1)	C3—C4—H4	117.2
O2—Er1—O3i	81.6 (1)	O4—C5—O3	122.8 (2)
O2—Er1—N3	74.5 (1)	O4—C5—C3	118.7 (2)
O2—Er1—N3i	122.3 (1)	O3—C5—C3	118.5 (2)
O2—Er1—N4	135.5 (1)	N3—C6—C7	123.1 (3)
O2—Er1—N4i	74.6 (1)	N3—C6—H6	118.5
O3—Er1—O3i	89.2 (1)	C7—C6—H6	118.5
O3—Er1—N3	148.4 (1)	C8—C7—C6	119.4 (3)
O3—Er1—N3i	79.0 (1)	C8—C7—H7	120.3
O3—Er1—N4	147.2 (1)	C6—C7—H7	120.3
O3—Er1—N4i	105.5 (1)	C7—C8—C9	120.0 (3)
N3—Er1—N3i	124.7 (1)	C7—C8—H8	120.0
N3—Er1—N4	64.4 (1)	C9—C8—H8	120.0
N3—Er1—N4i	73.2 (1)	C8—C9—C10	117.3 (3)
N4—Er1—N4i	77.9 (1)	C8—C9—C11	123.9 (3)
C2—O2—Er1	131.99 (15)	C10—C9—C11	118.9 (3)
C5—O3—Er1	140.34 (16)	N3—C10—C9	122.6 (3)
H1W1—O1W—H1W2	110.3	N3—C10—C17	117.7 (2)
C4—N1—C1	120.6 (2)	C9—C10—C17	119.7 (3)
C4—N1—H1N	119.7	C12—C11—C9	121.4 (3)
C1—N1—H1N	119.7	C12—C11—H11	119.3
C2—N2—C1	126.1 (2)	C9—C11—H11	119.3
C2—N2—H2N	116.9	C11—C12—C13	121.3 (3)
C1—N2—H2N	116.9	C11—C12—H12	119.3
C6—N3—C10	117.5 (2)	C13—C12—H12	119.3
C6—N3—Er1	123.81 (18)	C14—C13—C17	116.9 (3)
C10—N3—Er1	116.89 (17)	C14—C13—C12	123.6 (3)
C16—N4—C17	117.8 (2)	C17—C13—C12	119.5 (3)
C16—N4—Er1	123.46 (19)	C15—C14—C13	120.6 (3)
C17—N4—Er1	117.38 (16)	C15—C14—H14	119.7
O1—C1—N1	123.1 (2)	C13—C14—H14	119.7
O1—C1—N2	121.6 (2)	C14—C15—C16	118.7 (3)
N1—C1—N2	115.2 (2)	C14—C15—H15	120.7
O2—C2—N2	117.5 (2)	C16—C15—H15	120.7
O2—C2—C3	126.3 (2)	N4—C16—C15	123.2 (3)
N2—C2—C3	116.1 (2)	N4—C16—H16	118.4
C4—C3—C2	116.2 (2)	C15—C16—H16	118.4
C4—C3—C5	120.8 (2)	N4—C17—C13	122.6 (3)
C2—C3—C5	123.0 (2)	N4—C17—C10	118.2 (2)
N1—C4—C3	125.5 (3)	C13—C17—C10	119.2 (3)
O3—Er1—O2—C2	−23.0 (2)	O2—C2—C3—C4	−177.3 (3)
O3i—Er1—O2—C2	68.4 (2)	N2—C2—C3—C4	3.4 (4)
O2i—Er1—O2—C2	23.4 (2)	O2—C2—C3—C5	2.4 (4)
N4—Er1—O2—C2	172.0 (2)	N2—C2—C3—C5	−176.9 (2)
N4i—Er1—O2—C2	−134.2 (2)	C1—N1—C4—C3	−2.7 (5)
N3i—Er1—O2—C2	−89.1 (2)	C2—C3—C4—N1	0.6 (5)
N3—Er1—O2—C2	149.3 (2)	C5—C3—C4—N1	−179.1 (3)
O3i—Er1—O3—C5	−72.0 (3)	Er1—O3—C5—O4	−175.83 (19)
O2—Er1—O3—C5	9.5 (3)	Er1—O3—C5—C3	5.0 (4)
O2i—Er1—O3—C5	−146.7 (3)	C4—C3—C5—O4	−15.3 (4)
N4—Er1—O3—C5	169.9 (2)	C2—C3—C5—O4	165.0 (3)
N4i—Er1—O3—C5	78.3 (3)	C4—C3—C5—O3	163.9 (3)
N3i—Er1—O3—C5	137.6 (3)	C2—C3—C5—O3	−15.7 (4)
N3—Er1—O3—C5	−4.7 (3)	C10—N3—C6—C7	−1.4 (4)
O3—Er1—N3—C6	−6.7 (3)	Er1—N3—C6—C7	162.9 (2)
O3i—Er1—N3—C6	63.3 (2)	N3—C6—C7—C8	−1.8 (5)
O2—Er1—N3—C6	−20.9 (2)	C6—C7—C8—C9	3.6 (6)
O2i—Er1—N3—C6	127.3 (2)	C7—C8—C9—C10	−2.2 (5)
N4—Er1—N3—C6	176.5 (2)	C7—C8—C9—C11	178.5 (4)
N4i—Er1—N3—C6	−99.1 (2)	C6—N3—C10—C9	2.9 (4)
N3i—Er1—N3—C6	−139.7 (2)	Er1—N3—C10—C9	−162.5 (2)
O3—Er1—N3—C10	157.69 (17)	C6—N3—C10—C17	−176.4 (2)
O3i—Er1—N3—C10	−132.33 (19)	Er1—N3—C10—C17	18.2 (3)
O2—Er1—N3—C10	143.5 (2)	C8—C9—C10—N3	−1.1 (5)
O2i—Er1—N3—C10	−68.3 (2)	C11—C9—C10—N3	178.3 (3)
N4—Er1—N3—C10	−19.07 (17)	C8—C9—C10—C17	178.2 (3)
N4i—Er1—N3—C10	65.31 (19)	C11—C9—C10—C17	−2.4 (5)
N3i—Er1—N3—C10	24.68 (17)	C8—C9—C11—C12	−177.4 (4)
O3—Er1—N4—C16	8.6 (3)	C10—C9—C11—C12	3.2 (6)
O3i—Er1—N4—C16	−105.1 (2)	C9—C11—C12—C13	−0.6 (7)
O2—Er1—N4—C16	161.2 (2)	C11—C12—C13—C14	176.5 (4)
O2i—Er1—N4—C16	−36.1 (2)	C11—C12—C13—C17	−2.7 (6)
N4i—Er1—N4—C16	108.5 (2)	C17—C13—C14—C15	0.7 (5)
N3i—Er1—N4—C16	41.9 (2)	C12—C13—C14—C15	−178.6 (4)
N3—Er1—N4—C16	−174.5 (2)	C13—C14—C15—C16	−2.3 (5)
O3—Er1—N4—C17	−157.77 (17)	C17—N4—C16—C15	2.3 (4)
O3i—Er1—N4—C17	88.48 (19)	Er1—N4—C16—C15	−164.0 (2)
O2—Er1—N4—C17	−5.2 (2)	C14—C15—C16—N4	0.8 (5)
O2i—Er1—N4—C17	157.4 (2)	C16—N4—C17—C13	−4.1 (4)
N4i—Er1—N4—C17	−57.88 (17)	Er1—N4—C17—C13	163.1 (2)
N3i—Er1—N4—C17	−124.5 (2)	C16—N4—C17—C10	174.5 (2)
N3—Er1—N4—C17	19.09 (18)	Er1—N4—C17—C10	−18.3 (3)
C4—N1—C1—O1	−178.8 (3)	C14—C13—C17—N4	2.6 (4)
C4—N1—C1—N2	0.5 (4)	C12—C13—C17—N4	−178.1 (3)
C2—N2—C1—O1	−176.8 (3)	C14—C13—C17—C10	−175.9 (3)
C2—N2—C1—N1	3.9 (4)	C12—C13—C17—C10	3.4 (4)
Er1—O2—C2—N2	−158.37 (17)	N3—C10—C17—N4	−0.1 (4)
Er1—O2—C2—C3	22.3 (4)	C9—C10—C17—N4	−179.4 (3)
C1—N2—C2—O2	174.7 (3)	N3—C10—C17—C13	178.5 (3)
C1—N2—C2—C3	−5.9 (4)	C9—C10—C17—C13	−0.8 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1n···N1ii	0.86	1.82	2.675 (5)	174
N2—H2n···O4iii	0.86	1.99	2.846 (3)	178
O1w—H1w1···O1	0.85	2.12	2.933 (4)	157
O1w—H1w2···O4ii	0.85	2.40	3.000 (4)	128

Er1—O2	2.297 (2)
Er1—O3	2.238 (2)
Er1—N3	2.558 (2)
Er1—N4	2.538 (2)

O2—Er1—O2i	146.6 (1)
O2—Er1—O3	74.8 (1)
O2—Er1—O3i	81.6 (1)
O2—Er1—N3	74.5 (1)
O2—Er1—N3i	122.3 (1)
O2—Er1—N4	135.5 (1)
O2—Er1—N4i	74.6 (1)
O3—Er1—O3i	89.2 (1)
O3—Er1—N3	148.4 (1)
O3—Er1—N3i	79.0 (1)
O3—Er1—N4	147.2 (1)
O3—Er1—N4i	105.5 (1)
N3—Er1—N3i	124.7 (1)
N3—Er1—N4	64.4 (1)
N3—Er1—N4i	73.2 (1)
N4—Er1—N4i	77.9 (1)

Symmetry code: (i) .