Bis(3-amino-pyrazine-2-carboxyl-ato-κN,O)diaqua-manganese(II) mono-hydrate.

In the title compound, [Mn(C(5)H(4)N(3)O(2))(2)(H(2)O)(2)]·H(2)O, the Mn(II) cation, located on a twofold rotation axis, is N,O-chelated by two 3-amino-pyrazine-2-carboxyl-ate anions and coordin-ated by two water mol-ecules in a distorted octa-hedral geometry. The uncoordinated water mol-ecules lies on a twofold rotation axis. Adjacent mol-ecules are linked by O-H⋯O and N-H⋯O hydrogen bonds into a three-dimensional network motif.

Related literature

For the isostructural magnesium analog, see: Ptasiewicz-Bak & Leciejewicz (1997 ▶); Marsh (2004 ▶).

Experimental

Crystal data

[Mn(C5H4N3O2)2(H2O)2]·H2O

M = 385.21

Orthorhombic,

a = 8.3107 (6) Å

b = 29.5862 (17) Å

c = 12.3791 (7) Å

V = 3043.8 (3) Å3

Z = 8

Mo Kα radiation

μ = 0.92 mm−1

T = 293 K

0.15 × 0.10 × 0.08 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.875, T max = 0.930

7239 measured reflections

1684 independent reflections

1086 reflections with I > 2σ(I)

R int = 0.056

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.165

S = 1.14

1684 reflections

126 parameters

6 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.50 e Å−3

Δρmin = −0.90 e Å−3

Absolute structure: Flack (1983 ▶), 775 Friedel pairs

Flack parameter: −0.02 (5)

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810035233/xu5022sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810035233/xu5022Isup2.hkl

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

[Mn(C5H4N3O2)2(H2O)2]·H2O	F(000) = 1576
Mr = 385.21	Dx = 1.681 Mg m−3
Orthorhombic, Fdd2	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: F 2 -2d	Cell parameters from 4731 reflections
a = 8.3107 (6) Å	θ = 3.0–27.4°
b = 29.5862 (17) Å	µ = 0.92 mm−1
c = 12.3791 (7) Å	T = 293 K
V = 3043.8 (3) Å3	Prism, yellow
Z = 8	0.15 × 0.10 × 0.08 mm

Rigaku R-AXIS RAPID diffractometer	1684 independent reflections
Radiation source: fine-focus sealed tube	1086 reflections with I > 2σ(I)
graphite	Rint = 0.056
Detector resolution: 10.000 pixels mm-1	θmax = 27.4°, θmin = 3.0°
ω scans	h = −10→10
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −38→38
Tmin = 0.875, Tmax = 0.930	l = −16→15
7239 measured reflections

Refinement on F2	Hydrogen site location: inferred from neighbouring sites
Least-squares matrix: full	H atoms treated by a mixture of independent and constrained refinement
R[F2 > 2σ(F2)] = 0.047	w = 1/[σ2(Fo2) + (0.0722P)2 + 15.3101P] where P = (Fo2 + 2Fc2)/3
wR(F2) = 0.165	(Δ/σ)max = 0.001
S = 1.14	Δρmax = 0.50 e Å−3
1684 reflections	Δρmin = −0.90 e Å−3
126 parameters	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
6 restraints	Extinction coefficient: 0.0014 (3)
Primary atom site location: structure-invariant direct methods	Absolute structure: Flack (1983), 775 Friedel pairs
Secondary atom site location: difference Fourier map	Flack parameter: −0.02 (5)

	x	y	z	Uiso*/Ueq
Mn1	0.2500	0.2500	0.53687 (11)	0.0378 (4)
O1	0.0649 (6)	0.26569 (16)	0.4190 (4)	0.0457 (11)
O2	−0.0500 (7)	0.31796 (16)	0.3169 (4)	0.0606 (16)
O1W	0.0675 (8)	0.24512 (17)	0.6593 (4)	0.0561 (16)
H11	0.084 (11)	0.225 (2)	0.706 (5)	0.084*
H12	0.006 (9)	0.267 (2)	0.675 (8)	0.084*
O2W	−0.2500	0.2500	0.5133 (9)	0.069 (3)
H2	−0.164 (7)	0.248 (4)	0.478 (7)	0.104*
N1	0.2472 (6)	0.32757 (14)	0.5175 (4)	0.0348 (13)
N2	0.2176 (7)	0.41941 (18)	0.4774 (5)	0.0515 (16)
N3	0.0251 (9)	0.4054 (2)	0.3489 (6)	0.0634 (19)
H31	−0.048 (9)	0.391 (3)	0.311 (7)	0.095*
H32	0.035 (11)	0.4344 (8)	0.335 (8)	0.095*
C1	0.0468 (8)	0.30645 (19)	0.3886 (5)	0.0409 (14)
C2	0.1439 (7)	0.34192 (19)	0.4439 (5)	0.0349 (12)
C3	0.1271 (8)	0.3890 (2)	0.4229 (5)	0.0427 (14)
C4	0.3184 (10)	0.4035 (2)	0.5501 (7)	0.0587 (19)
H4	0.3808	0.4241	0.5886	0.070*
C5	0.3368 (9)	0.3572 (2)	0.5727 (6)	0.0503 (17)
H5	0.4095	0.3474	0.6248	0.060*

	U11	U22	U33	U12	U13	U23
Mn1	0.0457 (7)	0.0301 (6)	0.0376 (7)	0.0012 (7)	0.000	0.000
O1	0.051 (3)	0.035 (2)	0.051 (3)	−0.001 (2)	−0.009 (2)	0.000 (2)
O2	0.076 (4)	0.050 (2)	0.055 (4)	0.010 (2)	−0.035 (3)	0.000 (2)
O1W	0.070 (4)	0.048 (3)	0.050 (3)	0.010 (3)	0.019 (3)	0.008 (2)
O2W	0.044 (4)	0.055 (4)	0.109 (10)	−0.009 (4)	0.000	0.000
N1	0.041 (2)	0.030 (2)	0.033 (4)	−0.001 (2)	−0.009 (3)	0.003 (2)
N2	0.056 (4)	0.039 (3)	0.059 (4)	−0.015 (3)	−0.008 (3)	0.004 (3)
N3	0.075 (5)	0.042 (3)	0.073 (5)	−0.001 (3)	−0.029 (4)	0.019 (3)
C1	0.050 (4)	0.033 (3)	0.040 (3)	0.001 (3)	−0.001 (3)	−0.003 (3)
C2	0.041 (3)	0.034 (3)	0.030 (3)	0.002 (2)	−0.008 (3)	−0.003 (2)
C3	0.046 (4)	0.037 (3)	0.044 (4)	−0.001 (3)	−0.001 (3)	0.006 (3)
C4	0.063 (4)	0.045 (4)	0.068 (5)	−0.019 (3)	−0.014 (4)	0.013 (4)
C5	0.055 (4)	0.043 (3)	0.053 (4)	−0.007 (3)	−0.021 (3)	0.006 (3)

Mn1—O1Wi	2.149 (6)	N1—C5	1.338 (8)
Mn1—O1W	2.149 (6)	N2—C4	1.316 (10)
Mn1—O1	2.170 (5)	N2—C3	1.352 (8)
Mn1—O1i	2.170 (5)	N3—C3	1.339 (8)
Mn1—N1i	2.308 (4)	N3—H31	0.88 (7)
Mn1—N1	2.308 (4)	N3—H32	0.88 (3)
O1—C1	1.273 (7)	C1—C2	1.490 (8)
O2—C1	1.245 (8)	C2—C3	1.424 (8)
O1W—H11	0.84 (7)	C4—C5	1.409 (9)
O1W—H12	0.84 (7)	C4—H4	0.9300
O2W—H2	0.84 (7)	C5—H5	0.9300
N1—C2	1.322 (7)
O1Wi—Mn1—O1W	90.3 (4)	C5—N1—Mn1	126.3 (4)
O1Wi—Mn1—O1	163.73 (16)	C4—N2—C3	117.2 (6)
O1W—Mn1—O1	89.33 (18)	C3—N3—H31	129 (7)
O1Wi—Mn1—O1i	89.33 (18)	C3—N3—H32	115 (6)
O1W—Mn1—O1i	163.73 (16)	H31—N3—H32	115 (9)
O1—Mn1—O1i	95.5 (3)	O2—C1—O1	123.1 (6)
O1Wi—Mn1—N1i	97.65 (18)	O2—C1—C2	119.0 (5)
O1W—Mn1—N1i	90.79 (18)	O1—C1—C2	117.9 (6)
O1—Mn1—N1i	98.61 (18)	N1—C2—C3	120.2 (5)
O1i—Mn1—N1i	73.16 (17)	N1—C2—C1	116.2 (5)
O1Wi—Mn1—N1	90.79 (18)	C3—C2—C1	123.5 (5)
O1W—Mn1—N1	97.65 (18)	N3—C3—N2	116.9 (6)
O1—Mn1—N1	73.16 (17)	N3—C3—C2	122.7 (6)
O1i—Mn1—N1	98.61 (18)	N2—C3—C2	120.3 (6)
N1i—Mn1—N1	168.0 (3)	N2—C4—C5	123.5 (7)
C1—O1—Mn1	119.0 (4)	N2—C4—H4	118.2
Mn1—O1W—H11	115 (6)	C5—C4—H4	118.2
Mn1—O1W—H12	122 (7)	N1—C5—C4	118.4 (6)
H11—O1W—H12	119 (10)	N1—C5—H5	120.8
C2—N1—C5	120.2 (5)	C4—C5—H5	120.8
C2—N1—Mn1	113.4 (4)
O1Wi—Mn1—O1—C1	14.2 (12)	Mn1—N1—C2—C3	179.6 (5)
O1W—Mn1—O1—C1	102.9 (5)	C5—N1—C2—C1	−178.6 (6)
O1i—Mn1—O1—C1	−92.7 (5)	Mn1—N1—C2—C1	1.0 (7)
N1i—Mn1—O1—C1	−166.4 (5)	O2—C1—C2—N1	−178.5 (6)
N1—Mn1—O1—C1	4.7 (5)	O1—C1—C2—N1	3.0 (9)
O1Wi—Mn1—N1—C2	179.9 (4)	O2—C1—C2—C3	3.0 (9)
O1W—Mn1—N1—C2	−89.8 (4)	O1—C1—C2—C3	−175.5 (6)
O1—Mn1—N1—C2	−2.8 (4)	C4—N2—C3—N3	−179.9 (8)
O1i—Mn1—N1—C2	90.4 (4)	C4—N2—C3—C2	−0.7 (10)
N1i—Mn1—N1—C2	44.8 (4)	N1—C2—C3—N3	179.6 (7)
O1Wi—Mn1—N1—C5	−0.6 (6)	C1—C2—C3—N3	−1.9 (10)
O1W—Mn1—N1—C5	89.8 (6)	N1—C2—C3—N2	0.5 (10)
O1—Mn1—N1—C5	176.8 (6)	C1—C2—C3—N2	178.9 (6)
O1i—Mn1—N1—C5	−90.0 (6)	C3—N2—C4—C5	0.5 (13)
N1i—Mn1—N1—C5	−135.6 (5)	C2—N1—C5—C4	−0.2 (10)
Mn1—O1—C1—O2	175.7 (5)	Mn1—N1—C5—C4	−179.8 (5)
Mn1—O1—C1—C2	−5.8 (8)	N2—C4—C5—N1	0.0 (13)
C5—N1—C2—C3	0.0 (9)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H11···O2ii	0.84 (7)	1.89 (3)	2.704 (7)	162 (9)
O1w—H12···N2iii	0.84 (7)	2.02 (4)	2.792 (7)	152 (9)
O2w—H2···O1	0.84 (7)	2.10 (4)	2.902 (7)	159 (10)
N3—H31···O2	0.88 (7)	2.17 (9)	2.690 (8)	118 (8)
N3—H32···O2wiv	0.88 (3)	2.15 (3)	3.001 (7)	161 (9)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1w—H11⋯O2i	0.84 (7)	1.89 (3)	2.704 (7)	162 (9)
O1w—H12⋯N2ii	0.84 (7)	2.02 (4)	2.792 (7)	152 (9)
O2w—H2⋯O1	0.84 (7)	2.10 (4)	2.902 (7)	159 (10)
N3—H31⋯O2	0.88 (7)	2.17 (9)	2.690 (8)	118 (8)
N3—H32⋯O2wiii	0.88 (3)	2.15 (3)	3.001 (7)	161 (9)

Symmetry codes: (i) ; (ii) ; (iii) .