Tetra-aqua-bis[4-(imidazol-1-yl-κN)benzoato]manganese(II).

In the title compound, [Mn(C(10)H(7)N(2)O(2))(2)(H(2)O)(4)], the Mn(II) atom, lying on an inversion center, has an octa-hedral environment with four coordinated water mol-ecules in the equatorial plane and two N atoms from two 4-(imidazol-1-yl)benzoate ligands at the axial sites. The complex mol-ecules are connected into a three-dimensional network by extensive hydrogen bonds between the water mol-ecules and the carboxyl-ate O atoms.

Related literature

For the good coordination ability and diverse coordination modes of ligands containing imidazole and carboxyl­ate groups, see: Fan et al. (2004 ▶); Sun et al. (2005 ▶). For the construction of n class="Chemical">metal–organic frameworks using ligands based on imidazolyl and carboxyl­ate groups as building blocks, see: Carlucci et al. (2008 ▶); Zhang et al. (2007 ▶).

Experimental

Crystal data

[Mn(C10H7N2O2)2(H2O)4]

M = 501.36

Monoclinic,

a = 12.278 (12) Å

b = 11.026 (11) Å

c = 7.978 (7) Å

β = 96.91 (2)°

V = 1072.2 (18) Å3

Z = 2

Mo Kα radiation

μ = 0.67 mm−1

T = 293 K

0.28 × 0.14 × 0.10 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.536, T max = 1.000

7972 measured reflections

2444 independent reflections

2131 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.113

S = 0.91

2444 reflections

195 parameters

All H-atom parameters refined

Δρmax = 0.36 e Å−3

Δρmin = −0.23 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); 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: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810012638/hy2292sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810012638/hy2292Isup2.hkl

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

[Mn(C10H7N2O2)2(H2O)4]	F(000) = 518
Mr = 501.36	Dx = 1.553 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3126 reflections
a = 12.278 (12) Å	θ = 3.3–27.5°
b = 11.026 (11) Å	µ = 0.67 mm−1
c = 7.978 (7) Å	T = 293 K
β = 96.91 (2)°	Prism, yellow
V = 1072.2 (18) Å3	0.28 × 0.14 × 0.10 mm
Z = 2

Bruker SMART APEX CCD diffractometer	2444 independent reflections
Radiation source: fine-focus sealed tube	2131 reflections with I > 2σ(I)
graphite	Rint = 0.023
φ and ω scans	θmax = 27.5°, θmin = 2.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −15→15
Tmin = 0.536, Tmax = 1.000	k = −14→13
7972 measured reflections	l = −10→10

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) = 0.113	All H-atom parameters refined
S = 0.91	w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3
2444 reflections	(Δ/σ)max < 0.001
195 parameters	Δρmax = 0.36 e Å−3
0 restraints	Δρmin = −0.23 e Å−3

	x	y	z	Uiso*/Ueq
Mn1	0.0000	0.0000	0.0000	0.02675 (15)
O1	−0.85062 (8)	0.13841 (11)	−0.33828 (13)	0.0376 (3)
O2	−0.77609 (10)	0.03929 (15)	−0.53834 (16)	0.0491 (3)
O3	0.02777 (12)	0.01354 (13)	0.27549 (16)	0.0452 (3)
O4	−0.07938 (14)	−0.17041 (13)	0.03407 (19)	0.0636 (5)
N1	−0.16150 (10)	0.09039 (13)	0.01711 (16)	0.0364 (3)
N2	−0.33890 (9)	0.12493 (11)	−0.04316 (14)	0.0289 (3)
C1	−0.25122 (12)	0.06006 (16)	−0.0792 (2)	0.0383 (4)
C2	−0.19202 (15)	0.17902 (19)	0.1215 (3)	0.0523 (5)
C3	−0.30063 (15)	0.20096 (19)	0.0867 (3)	0.0550 (5)
C4	−0.44787 (10)	0.11462 (12)	−0.12551 (16)	0.0259 (3)
C5	−0.52854 (12)	0.19507 (14)	−0.08855 (19)	0.0325 (3)
C6	−0.63403 (12)	0.18533 (14)	−0.1733 (2)	0.0332 (3)
C7	−0.65917 (11)	0.09772 (13)	−0.29617 (17)	0.0265 (3)
C8	−0.57766 (14)	0.01717 (15)	−0.3290 (2)	0.0347 (4)
C9	−0.47314 (14)	0.02432 (16)	−0.2445 (2)	0.0372 (4)
C10	−0.77070 (11)	0.09005 (14)	−0.39869 (17)	0.0301 (3)
H1	−0.254 (3)	0.0002 (18)	−0.158 (4)	0.067 (8)*
H2	−0.139 (2)	0.212 (2)	0.210 (3)	0.068 (7)*
H3	−0.347 (2)	0.254 (2)	0.135 (3)	0.070 (7)*
H5	−0.5108 (14)	0.263 (2)	−0.006 (2)	0.047 (6)*
H6	−0.6944 (15)	0.2366 (18)	−0.149 (2)	0.039 (5)*
H8	−0.5940 (17)	−0.048 (2)	−0.418 (3)	0.052 (5)*
H9	−0.4164 (18)	−0.036 (2)	−0.264 (2)	0.048 (5)*
H11	−0.0941 (19)	−0.239 (2)	−0.025 (3)	0.065 (6)*
H12	−0.1116 (17)	−0.1765 (18)	0.126 (3)	0.047 (5)*
H13	−0.016 (2)	−0.035 (2)	0.316 (3)	0.050 (6)*
H14	0.086 (2)	0.021 (2)	0.330 (3)	0.060 (7)*

	U11	U22	U33	U12	U13	U23
Mn1	0.0172 (2)	0.0347 (2)	0.0279 (2)	−0.00251 (9)	0.00068 (13)	−0.00317 (10)
O1	0.0226 (5)	0.0550 (7)	0.0358 (6)	0.0086 (4)	0.0055 (4)	0.0051 (5)
O2	0.0278 (6)	0.0822 (9)	0.0354 (6)	0.0050 (6)	−0.0040 (5)	−0.0161 (6)
O3	0.0302 (7)	0.0748 (9)	0.0294 (7)	−0.0122 (6)	−0.0018 (5)	−0.0016 (5)
O4	0.0892 (11)	0.0500 (8)	0.0604 (9)	−0.0349 (8)	0.0443 (9)	−0.0225 (7)
N1	0.0238 (6)	0.0475 (8)	0.0367 (6)	0.0026 (5)	−0.0010 (5)	−0.0049 (6)
N2	0.0225 (6)	0.0352 (6)	0.0286 (6)	0.0042 (4)	0.0020 (4)	−0.0011 (5)
C1	0.0229 (7)	0.0500 (10)	0.0413 (8)	0.0063 (6)	0.0008 (6)	−0.0125 (7)
C2	0.0345 (9)	0.0640 (12)	0.0547 (11)	0.0065 (8)	−0.0093 (8)	−0.0253 (9)
C3	0.0340 (9)	0.0664 (12)	0.0613 (12)	0.0119 (8)	−0.0084 (8)	−0.0349 (10)
C4	0.0208 (6)	0.0311 (7)	0.0258 (6)	0.0010 (5)	0.0021 (5)	0.0016 (5)
C5	0.0268 (7)	0.0338 (8)	0.0365 (7)	0.0020 (5)	0.0028 (6)	−0.0087 (6)
C6	0.0240 (6)	0.0356 (8)	0.0404 (8)	0.0066 (5)	0.0062 (6)	−0.0035 (6)
C7	0.0216 (6)	0.0308 (7)	0.0274 (6)	0.0006 (5)	0.0045 (5)	0.0040 (5)
C8	0.0274 (8)	0.0400 (8)	0.0355 (9)	0.0045 (6)	−0.0007 (7)	−0.0098 (6)
C9	0.0268 (8)	0.0413 (8)	0.0425 (9)	0.0105 (6)	0.0004 (7)	−0.0116 (7)
C10	0.0233 (6)	0.0388 (8)	0.0285 (7)	0.0005 (5)	0.0037 (5)	0.0072 (6)

Mn1—O4	2.149 (2)	C2—C3	1.351 (3)
Mn1—O3	2.188 (2)	C2—H2	0.97 (2)
Mn1—N1	2.238 (2)	C3—H3	0.93 (3)
O1—C10	1.2623 (19)	C4—C9	1.385 (2)
O2—C10	1.242 (2)	C4—C5	1.387 (2)
O3—H13	0.85 (2)	C5—C6	1.391 (2)
O3—H14	0.79 (3)	C5—H5	1.00 (2)
O4—H11	0.90 (2)	C6—C7	1.385 (2)
O4—H12	0.87 (2)	C6—H6	0.970 (19)
N1—C1	1.308 (2)	C7—C8	1.387 (2)
N1—C2	1.366 (2)	C7—C10	1.511 (2)
N2—C1	1.352 (2)	C8—C9	1.378 (3)
N2—C3	1.371 (2)	C8—H8	1.02 (2)
N2—C4	1.422 (2)	C9—H9	0.99 (2)
C1—H1	0.91 (2)
O4—Mn1—O4i	180.00 (9)	N2—C1—H1	125 (2)
O4—Mn1—O3	87.18 (6)	C3—C2—N1	109.84 (16)
O4i—Mn1—O3	92.82 (6)	C3—C2—H2	130.1 (14)
O4—Mn1—O3i	92.82 (6)	N1—C2—H2	119.9 (14)
O4i—Mn1—O3i	87.18 (6)	C2—C3—N2	106.62 (16)
O3—Mn1—O3i	180.00 (8)	C2—C3—H3	131.2 (15)
O4—Mn1—N1i	92.12 (9)	N2—C3—H3	122.2 (15)
O4i—Mn1—N1i	87.88 (9)	C9—C4—C5	119.91 (14)
O3—Mn1—N1i	93.41 (6)	C9—C4—N2	119.65 (12)
O3i—Mn1—N1i	86.59 (6)	C5—C4—N2	120.44 (13)
O4—Mn1—N1	87.88 (9)	C4—C5—C6	119.61 (14)
O4i—Mn1—N1	92.12 (9)	C4—C5—H5	120.7 (10)
O3—Mn1—N1	86.59 (6)	C6—C5—H5	119.6 (10)
O3i—Mn1—N1	93.41 (6)	C7—C6—C5	120.87 (13)
N1i—Mn1—N1	180.00 (9)	C7—C6—H6	115.9 (11)
Mn1—O3—H13	108.2 (16)	C5—C6—H6	123.2 (11)
Mn1—O3—H14	125.7 (18)	C6—C7—C8	118.45 (14)
H13—O3—H14	115 (2)	C6—C7—C10	122.20 (13)
Mn1—O4—H11	137.2 (15)	C8—C7—C10	119.32 (14)
Mn1—O4—H12	115.5 (13)	C9—C8—C7	121.45 (15)
H11—O4—H12	107.2 (18)	C9—C8—H8	118.5 (12)
C1—N1—C2	105.52 (14)	C7—C8—H8	120.1 (12)
C1—N1—Mn1	122.68 (12)	C8—C9—C4	119.67 (14)
C2—N1—Mn1	131.77 (11)	C8—C9—H9	121.2 (13)
C1—N2—C3	105.95 (14)	C4—C9—H9	119.1 (13)
C1—N2—C4	126.05 (13)	O2—C10—O1	124.98 (13)
C3—N2—C4	128.00 (13)	O2—C10—C7	117.26 (13)
N1—C1—N2	112.07 (15)	O1—C10—C7	117.73 (14)
N1—C1—H1	123 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H13···O1ii	0.85 (2)	2.02 (2)	2.837 (3)	161 (2)
O3—H14···O2iii	0.79 (3)	1.90 (3)	2.688 (3)	179 (2)
O4—H11···O1iv	0.90 (2)	1.82 (2)	2.702 (3)	168 (2)
O4—H12···O1ii	0.87 (2)	1.86 (2)	2.694 (3)	158.9 (19)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H13⋯O1i	0.85 (2)	2.02 (2)	2.837 (3)	161 (2)
O3—H14⋯O2ii	0.79 (3)	1.90 (3)	2.688 (3)	179 (2)
O4—H11⋯O1iii	0.90 (2)	1.82 (2)	2.702 (3)	168 (2)
O4—H12⋯O1i	0.87 (2)	1.86 (2)	2.694 (3)	158.9 (19)

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