Tetra-aqua-(2,2'-bipyridine-κN,N')manganese(II) di-μ-aqua-bis-[aqua-(2,2'-bipyridine-κN,N')(5-sulfonatoisophthalato-κO)manganate(II)] tetra-hydrate.

The crystal structure of the title salt, [Mn(C(10)H(8)N(2))(H(2)O)(4)][Mn(2)(C(8)H(3)O(7)S)(2)(C(10)H(8)N(2))(2)(H(2)O)(4)]·4H(2)O, consists of mononuclear manganese(II) cations, dinuclear manganate(II) dianions and uncoordinated water mol-ecules. The dianion is located about an inversion center; the Mn(II) atom is coordinated by a 2,2'-bipyridine ligand, a sulfonatoisophthalate group, a water mol-ecule along with two bridging water mol-ecules in an octa-hedral geometry. The cation lies on a twofold rotation axis; the Mn(II) atom is coordinated by four water mol-ecules and a chelating 2,2'-bipyridine ligand in a distorted octa-hedral geometry. A partially overlapped arrangement between the bipyridine ligands and the aromatic ring of the sulfoisophthalate group of adjacent anions is observed; the distance (3.357 Å) indicates π-π stacking. Hydrogen bonds, with the water mol-ecules serving as hydrogen-bond donors, lead to a three-dimensional network architecture.

Related literature

For general background, see: Deisenhofer & Michel (1989 ▶); Pan et al. (2006 ▶); Su & Xu (2004 ▶). For a related structure, see: Zhang et al. (2008 ▶). For the thickness of the aromatic ring, see: Cotton & Wilkinson (1972 ▶).

Experimental

Crystal data

[Mn(C10H8N2)(H2O)4][Mn2(C8H3O7S)2(C10H8N2)2(H2O)4]·4H2O

M = 1335.89

Monoclinic,

a = 19.656 (4) Å

b = 9.1286 (17) Å

c = 32.035 (6) Å

β = 96.584 (7)°

V = 5710.1 (18) Å3

Z = 4

Mo Kα radiation

μ = 0.82 mm−1

T = 295 (2) K

0.40 × 0.36 × 0.20 mm

Data collection

Rigaku R-AXIS RAPID IP diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.742, T max = 0.850

32384 measured reflections

6179 independent reflections

4071 reflections with I > 2σ(I)

R int = 0.071

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.123

S = 1.09

6179 reflections

375 parameters

H-atom parameters constrained

Δρmax = 0.96 e Å−3

Δρmin = −0.41 e Å−3

Data collection: PROCESS-AUTO (Rigaku, 1998 ▶); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002 ▶); program(s) used to solve structure: SIR92 (Altomare et al., 1993 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808020540/ng2471sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808020540/ng2471Isup2.hkl

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

[Mn(C10H8N2)(H2O)4][Mn2(C8H3O7S)2(C10H8N2)2(H2O)4]·4H2O	F000 = 2748
Mr = 1335.89	Dx = 1.554 Mg m−3
Monoclinic, C2/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 8728 reflections
a = 19.656 (4) Å	θ = 2.2–24.5º
b = 9.1286 (17) Å	µ = 0.82 mm−1
c = 32.035 (6) Å	T = 295 (2) K
β = 96.584 (7)º	Plate, yellow
V = 5710.1 (18) Å3	0.40 × 0.36 × 0.20 mm
Z = 4

Rigaku R-AXIS RAPID IP diffractometer	6179 independent reflections
Radiation source: fine-focus sealed tube	4071 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.071
Detector resolution: 10.0 pixels mm-1	θmax = 27.0º
T = 295(2) K	θmin = 2.1º
ω scans	h = −24→23
Absorption correction: multi-scan(ABSCOR; Higashi, 1995)	k = −11→11
Tmin = 0.742, Tmax = 0.850	l = −40→40
32384 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.047	H-atom parameters constrained
wR(F2) = 0.123	w = 1/[σ2(Fo2) + (0.0531P)2 + 1.8129P] where P = (Fo2 + 2Fc2)/3
S = 1.09	(Δ/σ)max = 0.001
6179 reflections	Δρmax = 0.97 e Å−3
375 parameters	Δρmin = −0.41 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Mn1	0.52324 (2)	0.17373 (5)	0.524402 (13)	0.03219 (14)
Mn2	0.5000	0.11071 (7)	0.7500	0.03035 (18)
S1	0.17116 (4)	0.28491 (9)	0.36332 (2)	0.0385 (2)
N1	0.60400 (14)	0.1056 (3)	0.57642 (7)	0.0367 (6)
N2	0.61544 (13)	0.3064 (3)	0.51746 (8)	0.0357 (6)
N3	0.56862 (14)	−0.0915 (3)	0.75678 (8)	0.0390 (6)
O1	0.46005 (11)	0.2725 (2)	0.47425 (6)	0.0380 (5)
O2	0.36256 (11)	0.1687 (2)	0.48870 (7)	0.0441 (6)
O3	0.45078 (12)	0.6278 (3)	0.35348 (7)	0.0494 (6)
O4	0.35555 (11)	0.6315 (3)	0.30833 (6)	0.0458 (6)
O5	0.17450 (13)	0.2000 (3)	0.32526 (8)	0.0640 (8)
O6	0.14849 (13)	0.1983 (4)	0.39683 (9)	0.0785 (10)
O7	0.13200 (11)	0.4188 (3)	0.35423 (7)	0.0495 (6)
O1W	0.44697 (10)	−0.0134 (2)	0.52604 (6)	0.0350 (5)
H1A	0.4411	−0.0471	0.5501	0.052*
H1B	0.4137	0.0501	0.5136	0.052*
O2W	0.47816 (11)	0.2970 (3)	0.57186 (7)	0.0479 (6)
H2A	0.5042	0.3135	0.5946	0.072*
H2B	0.4371	0.2837	0.5806	0.072*
O3W	0.58479 (12)	0.2600 (3)	0.75394 (6)	0.0511 (7)
H3A	0.6123	0.2751	0.7779	0.077*
H3B	0.6103	0.3029	0.7338	0.077*
O4W	0.49868 (11)	0.1280 (2)	0.81748 (6)	0.0368 (5)
H4A	0.4857	0.2251	0.8238	0.055*
H4B	0.5394	0.1176	0.8327	0.055*
O5W	0.40641 (16)	−0.1425 (3)	0.59492 (8)	0.0703 (8)
H5A	0.3967	−0.0709	0.6149	0.105*
H5B	0.4381	−0.2183	0.6027	0.105*
O6W	0.5729 (2)	0.4097 (4)	0.36611 (13)	0.1194 (13)
H6A	0.6043	0.4786	0.3758	0.179*
H6B	0.5384	0.4658	0.3524	0.179*
C1	0.39638 (16)	0.2497 (3)	0.46703 (8)	0.0308 (7)
C2	0.35851 (15)	0.3205 (3)	0.42861 (8)	0.0291 (6)
C3	0.39081 (16)	0.4194 (3)	0.40419 (8)	0.0306 (7)
H3	0.4362	0.4450	0.4122	0.037*
C4	0.35618 (15)	0.4800 (3)	0.36818 (8)	0.0311 (7)
C5	0.28809 (16)	0.4397 (3)	0.35622 (9)	0.0337 (7)
H5	0.2643	0.4794	0.3321	0.040*
C6	0.25587 (15)	0.3399 (3)	0.38050 (8)	0.0291 (6)
C7	0.29045 (15)	0.2815 (3)	0.41659 (9)	0.0311 (7)
H7	0.2684	0.2164	0.4329	0.037*
C8	0.39040 (17)	0.5872 (3)	0.34085 (9)	0.0340 (7)
C9	0.59329 (19)	0.0111 (4)	0.60721 (10)	0.0471 (9)
H9	0.5513	−0.0367	0.6058	0.056*
C10	0.6419 (2)	−0.0177 (4)	0.64070 (11)	0.0588 (11)
H10	0.6327	−0.0828	0.6617	0.071*
C11	0.7038 (2)	0.0510 (5)	0.64246 (12)	0.0635 (12)
H11	0.7378	0.0317	0.6644	0.076*
C12	0.7155 (2)	0.1487 (4)	0.61154 (11)	0.0555 (10)
H12	0.7574	0.1966	0.6126	0.067*
C13	0.66478 (17)	0.1759 (4)	0.57867 (9)	0.0383 (8)
C14	0.67202 (16)	0.2851 (3)	0.54492 (9)	0.0361 (7)
C15	0.73194 (18)	0.3614 (4)	0.54134 (12)	0.0479 (9)
H15	0.7706	0.3448	0.5603	0.057*
C16	0.7340 (2)	0.4622 (4)	0.50942 (13)	0.0569 (10)
H16	0.7736	0.5155	0.5070	0.068*
C17	0.6765 (2)	0.4829 (4)	0.48121 (12)	0.0519 (9)
H17	0.6768	0.5489	0.4591	0.062*
C18	0.61831 (19)	0.4036 (4)	0.48648 (10)	0.0453 (8)
H18	0.5793	0.4185	0.4676	0.054*
C19	0.6369 (2)	−0.0855 (4)	0.76152 (11)	0.0535 (10)
H19	0.6576	0.0059	0.7651	0.064*
C20	0.6783 (2)	−0.2072 (5)	0.76141 (15)	0.0759 (13)
H20	0.7258	−0.1990	0.7653	0.091*
C21	0.6470 (3)	−0.3405 (5)	0.75534 (18)	0.0976 (18)
H21	0.6730	−0.4251	0.7542	0.117*
C22	0.5767 (3)	−0.3485 (5)	0.75088 (16)	0.0856 (15)
H22	0.5551	−0.4390	0.7471	0.103*
C23	0.53805 (18)	−0.2222 (4)	0.75198 (11)	0.0481 (9)

	U11	U22	U33	U12	U13	U23
Mn1	0.0267 (3)	0.0370 (3)	0.0316 (2)	−0.0038 (2)	−0.00182 (19)	0.00509 (19)
Mn2	0.0315 (4)	0.0302 (3)	0.0292 (3)	0.000	0.0031 (3)	0.000
S1	0.0252 (5)	0.0501 (5)	0.0383 (4)	−0.0054 (4)	−0.0040 (3)	0.0078 (4)
N1	0.0360 (17)	0.0400 (15)	0.0335 (13)	0.0056 (13)	0.0015 (12)	0.0044 (11)
N2	0.0313 (16)	0.0383 (15)	0.0367 (14)	−0.0040 (12)	0.0003 (12)	0.0006 (11)
N3	0.0380 (18)	0.0372 (16)	0.0403 (14)	0.0053 (13)	−0.0016 (12)	−0.0037 (12)
O1	0.0245 (13)	0.0469 (13)	0.0404 (12)	−0.0055 (10)	−0.0051 (10)	0.0116 (10)
O2	0.0263 (13)	0.0559 (14)	0.0490 (13)	−0.0031 (11)	0.0002 (10)	0.0247 (11)
O3	0.0418 (15)	0.0621 (15)	0.0428 (12)	−0.0237 (12)	−0.0021 (11)	0.0143 (11)
O4	0.0379 (14)	0.0610 (15)	0.0378 (12)	−0.0096 (11)	0.0011 (10)	0.0182 (11)
O5	0.0496 (17)	0.0700 (18)	0.0650 (16)	0.0079 (14)	−0.0254 (13)	−0.0247 (14)
O6	0.0302 (15)	0.128 (3)	0.0738 (18)	−0.0267 (16)	−0.0079 (13)	0.0576 (18)
O7	0.0284 (14)	0.0553 (15)	0.0616 (15)	0.0062 (11)	−0.0093 (11)	−0.0033 (12)
O1W	0.0324 (13)	0.0365 (12)	0.0355 (11)	−0.0016 (10)	0.0011 (9)	0.0079 (9)
O2W	0.0325 (14)	0.0698 (17)	0.0408 (12)	−0.0003 (12)	0.0010 (10)	−0.0106 (11)
O3W	0.0553 (17)	0.0643 (16)	0.0326 (11)	−0.0299 (13)	0.0005 (11)	0.0056 (11)
O4W	0.0344 (13)	0.0441 (13)	0.0310 (10)	0.0056 (10)	−0.0006 (9)	−0.0009 (9)
O5W	0.104 (2)	0.0568 (16)	0.0541 (15)	0.0119 (16)	0.0275 (16)	0.0038 (12)
O6W	0.113 (3)	0.105 (3)	0.139 (3)	−0.016 (2)	0.010 (2)	0.022 (2)
C1	0.0299 (19)	0.0316 (16)	0.0299 (15)	0.0009 (14)	0.0000 (13)	0.0020 (12)
C2	0.0247 (17)	0.0316 (16)	0.0306 (14)	−0.0001 (13)	0.0008 (12)	0.0031 (12)
C3	0.0256 (17)	0.0344 (16)	0.0312 (15)	−0.0035 (13)	0.0001 (12)	0.0011 (12)
C4	0.0285 (18)	0.0361 (17)	0.0291 (15)	−0.0032 (13)	0.0044 (13)	0.0024 (12)
C5	0.0297 (19)	0.0428 (18)	0.0272 (14)	0.0005 (14)	−0.0023 (13)	0.0056 (13)
C6	0.0210 (16)	0.0363 (16)	0.0293 (14)	−0.0010 (13)	0.0007 (12)	0.0011 (12)
C7	0.0285 (18)	0.0319 (16)	0.0329 (15)	−0.0038 (13)	0.0029 (13)	0.0052 (12)
C8	0.035 (2)	0.0394 (18)	0.0280 (15)	−0.0066 (15)	0.0036 (14)	0.0077 (13)
C9	0.054 (2)	0.051 (2)	0.0368 (18)	0.0071 (18)	0.0062 (16)	0.0033 (15)
C10	0.083 (3)	0.055 (2)	0.0367 (19)	0.023 (2)	−0.001 (2)	0.0066 (16)
C11	0.069 (3)	0.067 (3)	0.048 (2)	0.025 (2)	−0.021 (2)	−0.003 (2)
C12	0.044 (2)	0.061 (2)	0.057 (2)	0.0091 (19)	−0.0145 (18)	−0.0003 (19)
C13	0.034 (2)	0.0420 (18)	0.0368 (16)	0.0072 (15)	−0.0032 (14)	−0.0067 (14)
C14	0.0298 (19)	0.0402 (18)	0.0376 (16)	0.0011 (14)	0.0015 (14)	−0.0100 (13)
C15	0.029 (2)	0.049 (2)	0.065 (2)	−0.0034 (16)	0.0048 (17)	−0.0138 (18)
C16	0.044 (3)	0.047 (2)	0.083 (3)	−0.0121 (18)	0.023 (2)	−0.011 (2)
C17	0.055 (3)	0.046 (2)	0.058 (2)	−0.0078 (18)	0.019 (2)	0.0038 (17)
C18	0.049 (2)	0.0446 (19)	0.0428 (18)	−0.0084 (17)	0.0074 (16)	0.0079 (15)
C19	0.045 (2)	0.051 (2)	0.063 (2)	0.0116 (19)	−0.0021 (18)	−0.0091 (18)
C20	0.049 (3)	0.079 (3)	0.097 (3)	0.024 (2)	−0.002 (2)	−0.019 (3)
C21	0.083 (4)	0.060 (3)	0.143 (5)	0.035 (3)	−0.016 (3)	−0.030 (3)
C22	0.085 (4)	0.038 (2)	0.129 (4)	0.013 (2)	−0.010 (3)	−0.017 (2)
C23	0.055 (2)	0.0366 (19)	0.050 (2)	0.0049 (17)	−0.0065 (19)	−0.0032 (15)

Mn1—N1	2.253 (3)	O6W—H6B	0.9184
Mn1—N2	2.212 (3)	C1—C2	1.509 (4)
Mn1—O1	2.116 (2)	C2—C3	1.394 (4)
Mn1—O1W	2.278 (2)	C2—C7	1.395 (4)
Mn1—O1Wi	2.305 (2)	C3—C4	1.386 (4)
Mn1—O2W	2.161 (2)	C3—H3	0.9300
Mn2—N3ii	2.282 (3)	C4—C5	1.398 (4)
Mn2—N3	2.282 (3)	C4—C8	1.521 (4)
Mn2—O3W	2.145 (2)	C5—C6	1.396 (4)
Mn2—O3Wii	2.145 (2)	C5—H5	0.9300
Mn2—O4Wii	2.1707 (19)	C6—C7	1.379 (4)
Mn2—O4W	2.1707 (19)	C7—H7	0.9300
S1—O6	1.444 (2)	C9—C10	1.378 (5)
S1—O5	1.452 (3)	C9—H9	0.9300
S1—O7	1.456 (2)	C10—C11	1.364 (6)
S1—C6	1.765 (3)	C10—H10	0.9300
N1—C9	1.345 (4)	C11—C12	1.372 (5)
N1—C13	1.351 (4)	C11—H11	0.9300
N2—C18	1.337 (4)	C12—C13	1.387 (5)
N2—C14	1.351 (4)	C12—H12	0.9300
N3—C19	1.334 (4)	C13—C14	1.490 (4)
N3—C23	1.337 (4)	C14—C15	1.384 (4)
O1—C1	1.263 (3)	C15—C16	1.380 (5)
O2—C1	1.255 (3)	C15—H15	0.9300
O3—C8	1.265 (4)	C16—C17	1.377 (5)
O4—C8	1.247 (3)	C16—H16	0.9300
O1W—Mn1i	2.305 (2)	C17—C18	1.380 (5)
O1W—H1A	0.8508	C17—H17	0.9300
O1W—H1B	0.9294	C18—H18	0.9300
O2W—H2A	0.8554	C19—C20	1.378 (5)
O2W—H2B	0.8930	C19—H19	0.9300
O3W—H3A	0.8964	C20—C21	1.368 (6)
O3W—H3B	0.9466	C20—H20	0.9300
O4W—H4A	0.9507	C21—C22	1.375 (7)
O4W—H4B	0.8932	C21—H21	0.9300
O5W—H5A	0.9496	C22—C23	1.383 (5)
O5W—H5B	0.9445	C22—H22	0.9300
O6W—H6A	0.9118	C23—C23ii	1.486 (7)
O1—Mn1—O2W	93.44 (9)	C3—C2—C7	119.6 (3)
O1—Mn1—N2	96.13 (9)	C3—C2—C1	121.4 (3)
O2W—Mn1—N2	101.09 (9)	C7—C2—C1	118.9 (2)
O1—Mn1—N1	168.94 (9)	C4—C3—C2	120.9 (3)
O2W—Mn1—N1	86.24 (9)	C4—C3—H3	119.5
N2—Mn1—N1	73.13 (9)	C2—C3—H3	119.5
O1—Mn1—O1W	90.36 (8)	C3—C4—C5	119.1 (3)
O2W—Mn1—O1W	92.89 (8)	C3—C4—C8	121.9 (3)
N2—Mn1—O1W	164.17 (8)	C5—C4—C8	119.0 (3)
N1—Mn1—O1W	100.70 (9)	C6—C5—C4	120.0 (3)
O1—Mn1—O1Wi	84.97 (8)	C6—C5—H5	120.0
O2W—Mn1—O1Wi	168.90 (8)	C4—C5—H5	120.0
N2—Mn1—O1Wi	90.01 (8)	C7—C6—C5	120.5 (3)
N1—Mn1—O1Wi	97.42 (8)	C7—C6—S1	120.6 (2)
O1W—Mn1—O1Wi	76.15 (8)	C5—C6—S1	118.9 (2)
O3W—Mn2—O3Wii	101.14 (14)	C6—C7—C2	119.9 (3)
O3W—Mn2—O4Wii	85.10 (8)	C6—C7—H7	120.1
O3Wii—Mn2—O4Wii	89.62 (8)	C2—C7—H7	120.1
O3W—Mn2—O4W	89.62 (8)	O4—C8—O3	125.3 (3)
O3Wii—Mn2—O4W	85.10 (8)	O4—C8—C4	116.9 (3)
O4Wii—Mn2—O4W	171.68 (12)	O3—C8—C4	117.7 (3)
O3W—Mn2—N3ii	165.06 (10)	N1—C9—C10	122.7 (4)
O3Wii—Mn2—N3ii	93.52 (10)	N1—C9—H9	118.6
O4Wii—Mn2—N3ii	92.20 (8)	C10—C9—H9	118.6
O4W—Mn2—N3ii	94.54 (9)	C11—C10—C9	118.7 (4)
O3W—Mn2—N3	93.52 (10)	C11—C10—H10	120.7
O3Wii—Mn2—N3	165.06 (10)	C9—C10—H10	120.7
O4Wii—Mn2—N3	94.54 (8)	C10—C11—C12	119.5 (3)
O4W—Mn2—N3	92.20 (8)	C10—C11—H11	120.3
N3ii—Mn2—N3	72.01 (14)	C12—C11—H11	120.3
O6—S1—O5	112.31 (19)	C11—C12—C13	119.9 (4)
O6—S1—O7	114.02 (17)	C11—C12—H12	120.0
O5—S1—O7	110.72 (14)	C13—C12—H12	120.0
O6—S1—C6	106.50 (14)	N1—C13—C12	120.6 (3)
O5—S1—C6	106.36 (14)	N1—C13—C14	115.9 (3)
O7—S1—C6	106.37 (14)	C12—C13—C14	123.4 (3)
C9—N1—C13	118.5 (3)	N2—C14—C15	121.2 (3)
C9—N1—Mn1	124.3 (2)	N2—C14—C13	115.4 (3)
C13—N1—Mn1	116.87 (19)	C15—C14—C13	123.4 (3)
C18—N2—C14	118.5 (3)	C16—C15—C14	119.6 (3)
C18—N2—Mn1	122.9 (2)	C16—C15—H15	120.2
C14—N2—Mn1	118.6 (2)	C14—C15—H15	120.2
C19—N3—C23	118.9 (3)	C17—C16—C15	119.1 (3)
C19—N3—Mn2	123.6 (2)	C17—C16—H16	120.4
C23—N3—Mn2	117.3 (2)	C15—C16—H16	120.4
C1—O1—Mn1	123.47 (18)	C16—C17—C18	118.5 (3)
Mn1—O1W—Mn1i	103.85 (8)	C16—C17—H17	120.8
Mn1—O1W—H1A	116.7	C18—C17—H17	120.8
Mn1i—O1W—H1A	118.6	N2—C18—C17	123.0 (3)
Mn1—O1W—H1B	87.4	N2—C18—H18	118.5
Mn1i—O1W—H1B	108.5	C17—C18—H18	118.5
H1A—O1W—H1B	117.0	N3—C19—C20	123.6 (4)
Mn1—O2W—H2A	116.0	N3—C19—H19	118.2
Mn1—O2W—H2B	127.5	C20—C19—H19	118.2
H2A—O2W—H2B	103.2	C21—C20—C19	117.4 (4)
Mn2—O3W—H3A	122.4	C21—C20—H20	121.3
Mn2—O3W—H3B	133.7	C19—C20—H20	121.3
H3A—O3W—H3B	101.9	C20—C21—C22	119.6 (4)
Mn2—O4W—H4A	108.2	C20—C21—H21	120.2
Mn2—O4W—H4B	115.0	C22—C21—H21	120.2
H4A—O4W—H4B	103.2	C21—C22—C23	120.0 (4)
H5A—O5W—H5B	120.3	C21—C22—H22	120.0
H6A—O6W—H6B	102.3	C23—C22—H22	120.0
O2—C1—O1	124.9 (3)	N3—C23—C22	120.4 (4)
O2—C1—C2	117.4 (3)	N3—C23—C23ii	116.40 (19)
O1—C1—C2	117.7 (2)	C22—C23—C23ii	123.2 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1A···O5W	0.85	1.87	2.701 (3)	164
O1W—H1B···O2	0.93	1.62	2.548 (3)	173
O2W—H2A···O3iii	0.85	1.87	2.716 (3)	170
O2W—H2B···O6iv	0.89	1.91	2.789 (3)	167
O3W—H3A···O5v	0.90	1.85	2.746 (3)	176
O3W—H3B···O4iii	0.95	1.68	2.621 (3)	170
O4W—H4A···O3vi	0.95	1.82	2.727 (3)	157
O4W—H4B···O7v	0.89	1.90	2.780 (3)	168
O5W—H5A···O7iv	0.95	1.83	2.770 (4)	170
O5W—H5B···O6Wi	0.95	2.04	2.749 (5)	131
O6W—H6A···O6vii	0.91	2.26	3.128 (5)	160
O6W—H6B···O3	0.92	2.27	3.109 (5)	151
C16—H16···O2vii	0.93	2.36	3.281 (4)	169
C17—H17···O6vii	0.93	2.43	3.337 (5)	166

Table 1

Selected bond lengths (Å)

Mn1—N1	2.253 (3)
Mn1—N2	2.212 (3)
Mn1—O1	2.116 (2)
Mn1—O1W	2.278 (2)
Mn1—O1Wi	2.305 (2)
Mn1—O2W	2.161 (2)
Mn2—N3	2.282 (3)
Mn2—O3W	2.145 (2)
Mn2—O4W	2.1707 (19)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1A⋯O5W	0.85	1.87	2.701 (3)	164
O1W—H1B⋯O2	0.93	1.62	2.548 (3)	173
O2W—H2A⋯O3ii	0.85	1.87	2.716 (3)	170
O2W—H2B⋯O6iii	0.89	1.91	2.789 (3)	167
O3W—H3A⋯O5iv	0.90	1.85	2.746 (3)	176
O3W—H3B⋯O4ii	0.95	1.68	2.621 (3)	170
O4W—H4A⋯O3v	0.95	1.82	2.727 (3)	157
O4W—H4B⋯O7iv	0.89	1.90	2.780 (3)	168
O5W—H5A⋯O7iii	0.95	1.83	2.770 (4)	170
O5W—H5B⋯O6Wi	0.95	2.04	2.749 (5)	131
O6W—H6A⋯O6vi	0.91	2.26	3.128 (5)	160
O6W—H6B⋯O3	0.92	2.27	3.109 (5)	151

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) .