Bis{μ(2)-2-[(2-hy-droxy-eth-yl)(meth-yl)amino]-ethano-lato}bis-(μ(3)-N-methyl-2,2'-aza-nediyldiethano-lato)tetra-kis-(thio-cyan-atato-κN)dichromium(III)dimanganese(II) dimethyl-formamide tetra-solvate.

The heterometallic title complex, [Cr(2)Mn(2)(C(5)H(11)NO(2))(2)(C(5)H(12)NO(2))(2)(NCS)(4)]·4C(3)H(7)NO, was prepared using manganese powder, Reineckes salt, ammonium thio-cyanate and a non-aqueous solution of N-methyl-diethano-lamine in air. The centrosymmetric mol-ecular structure of the complex is based on a tetra-nuclear {Mn(2)Cr(2)(μ-O)(6)} core. The tetra-nuclear complex mol-ecule and the two uncoordinated dimethyl-formamide mol-ecules are linked by O-H⋯O hydrogen bonds, while the two other mol-ecules of dimethyl-formamide do not participate in hydrogen bonding.

Related literature

For background to polynuclear chromium-containing complexes, see: n class="Chemical">McInnes et al. (2005 ▶); Affronte et al. (2005 ▶). For the use of amino ­alcohols with versatile bridging modes in generating such metal clusters, see: Langley et al. (2009 ▶); Ferguson et al. (2008 ▶); Saalfrank et al. (2001 ▶). For background to direct synthesis, see: Kokozay & Shevchenko (2005 ▶).

Experimental

Crystal data

[Cr2Mn2(C5H11n class="Chemical">NO2)2(C5H12NO2)2(NCS)4]·4C3H7NO

M = 1208.64

Monoclinic,

a = 11.5207 (2) Å

b = 13.5261 (2) Å

c = 18.5825 (4) Å

β = 106.123 (2)°

V = 2781.81 (9) Å3

Z = 2

Mo Kα radiation

μ = 1.04 mm−1

T = 100 K

0.3 × 0.2 × 0.1 mm

Data collection

Oxford Diffraction Xcalibur Sapphire3 diffractometer

Absorption correction: multi-scan (CrysAlis n class="Disease">RED; Oxford Diffraction, 2008 ▶) T min = 0.6, T max = 0.8

14864 measured reflections

8065 independent reflections

5070 reflections with I > 2σ(I)

R int = 0.025

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.048

S = 0.98

8065 reflections

313 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.38 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811049336/zk2033sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811049336/zk2033Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536811049336/zk2033Isup3.cdx

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

[Cr2Mn2(C5H11NO2)2(C5H12NO2)2(NCS)4]·4C3H7NO	Z = 2
Mr = 1208.64	F(000) = 1264
Monoclinic, P21/n	Dx = 1.443 Mg m−3
a = 11.5207 (2) Å	Mo Kα radiation, λ = 0.71073 Å
b = 13.5261 (2) Å	µ = 1.04 mm−1
c = 18.5825 (4) Å	T = 100 K
β = 106.123 (2)°	Block, dark blue
V = 2781.81 (9) Å3	0.3 × 0.2 × 0.1 mm

Oxford Diffraction Xcalibur Sapphire3 diffractometer	5070 reflections with I > 2σ(I)
graphite	Rint = 0.025
ω scans	θmax = 30°, θmin = 2.9°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2008)	h = −12→16
Tmin = 0.6, Tmax = 0.8	k = −16→19
14864 measured reflections	l = −26→12
8065 independent reflections

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) = 0.048	H-atom parameters constrained
S = 0.98	w = 1/[σ2(Fo2) + (0.010P)2] where P = (Fo2 + 2Fc2)/3
8065 reflections	(Δ/σ)max = 0.002
313 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.38 e Å−3

Experimental. CrysAlis RED, Oxford Diffraction Ltd., Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) (compiled Apr 21 2008,18:23:10) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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	0.50236 (2)	0.224755 (17)	0.513287 (14)	0.01778 (6)
Cr1	0.38351 (2)	−0.005009 (19)	0.523254 (14)	0.01505 (6)
S1	0.16877 (4)	−0.10240 (4)	0.69652 (3)	0.04214 (14)
S2	0.25156 (4)	0.38492 (3)	0.28877 (2)	0.02974 (11)
O1	0.44591 (9)	0.05372 (7)	0.44303 (6)	0.0156 (2)
O2	0.41428 (9)	0.12490 (7)	0.56870 (6)	0.0181 (2)
O3	0.62650 (11)	0.35388 (8)	0.52249 (7)	0.0325 (3)
H3	0.6726	0.3704	0.4981	0.049*
O4	0.34983 (9)	−0.13296 (7)	0.47288 (6)	0.0181 (2)
O5	0.77327 (11)	0.41465 (9)	0.44798 (7)	0.0340 (3)
O6	0.56001 (11)	0.24649 (9)	0.10559 (7)	0.0342 (3)
N1	0.48650 (11)	0.31521 (9)	0.61496 (7)	0.0197 (3)
N2	0.21359 (11)	0.02768 (9)	0.45005 (7)	0.0189 (3)
N3	0.31690 (12)	−0.05439 (10)	0.60560 (8)	0.0218 (3)
N4	0.38177 (13)	0.28738 (10)	0.41875 (8)	0.0270 (3)
N5	0.95472 (13)	0.40818 (10)	0.42324 (8)	0.0271 (4)
N6	0.55036 (12)	0.27485 (11)	0.22479 (8)	0.0262 (3)
C1	0.38489 (15)	0.16079 (12)	0.63305 (9)	0.0242 (4)
H1A	0.3877	0.1059	0.6688	0.029*
H1B	0.302	0.1882	0.6186	0.029*
C2	0.47414 (15)	0.24061 (12)	0.66996 (9)	0.0234 (4)
H2A	0.4462	0.2729	0.7099	0.028*
H2B	0.5539	0.2102	0.6933	0.028*
C3	0.59968 (16)	0.37190 (14)	0.64366 (10)	0.0316 (4)
H3A	0.6658	0.3265	0.6689	0.038*
H3B	0.5894	0.421	0.6809	0.038*
C4	0.63246 (17)	0.42432 (13)	0.58016 (10)	0.0333 (5)
H4A	0.5753	0.4792	0.5611	0.04*
H4B	0.715	0.4521	0.5978	0.04*
C5	0.38177 (16)	0.38211 (13)	0.59616 (10)	0.0347 (5)
H5A	0.38	0.4204	0.6406	0.052*
H5B	0.3074	0.3433	0.5792	0.052*
H5C	0.3882	0.4272	0.5562	0.052*
C6	0.23263 (14)	−0.14850 (12)	0.42388 (9)	0.0212 (4)
H6A	0.2025	−0.2145	0.4331	0.025*
H6B	0.2358	−0.146	0.3712	0.025*
C7	0.14866 (14)	−0.06917 (11)	0.43730 (10)	0.0226 (4)
H7A	0.0769	−0.0642	0.3934	0.027*
H7B	0.1209	−0.0865	0.4816	0.027*
C8	0.23655 (14)	0.06676 (12)	0.37959 (9)	0.0227 (4)
H8A	0.2299	0.1397	0.3791	0.027*
H8B	0.1737	0.041	0.3358	0.027*
C9	0.35990 (13)	0.03810 (12)	0.37239 (9)	0.0200 (4)
H9A	0.36	−0.0322	0.3577	0.024*
H9B	0.3806	0.079	0.3335	0.024*
C10	0.14028 (14)	0.09998 (13)	0.47868 (10)	0.0282 (4)
H10A	0.0638	0.1119	0.4403	0.042*
H10B	0.1849	0.1623	0.4907	0.042*
H10C	0.1237	0.0736	0.5239	0.042*
C11	0.25484 (15)	−0.07453 (12)	0.64353 (9)	0.0217 (4)
C12	0.32760 (15)	0.32850 (12)	0.36446 (9)	0.0208 (4)
C13	0.87761 (16)	0.38143 (13)	0.46022 (10)	0.0280 (4)
H13A	0.9033	0.3336	0.4988	0.034*
C14	1.07644 (16)	0.36743 (15)	0.44205 (12)	0.0428 (5)
H14A	1.0877	0.3222	0.4846	0.064*
H14B	1.1354	0.4213	0.4554	0.064*
H14C	1.0881	0.3314	0.3988	0.064*
C15	0.92280 (18)	0.48139 (15)	0.36406 (12)	0.0452 (6)
H15A	0.8354	0.4931	0.3504	0.068*
H15B	0.9458	0.4573	0.3202	0.068*
H15C	0.9656	0.5433	0.3816	0.068*
C16	0.59011 (15)	0.29153 (13)	0.16508 (10)	0.0283 (4)
H16A	0.6473	0.3433	0.169	0.034*
C17	0.46767 (16)	0.19439 (13)	0.22546 (10)	0.0310 (4)
H17A	0.4335	0.1699	0.1743	0.047*
H17B	0.4024	0.2181	0.2454	0.047*
H17C	0.5112	0.1408	0.2572	0.047*
C18	0.59935 (17)	0.32815 (15)	0.29436 (11)	0.0434 (5)
H18A	0.6562	0.3785	0.2872	0.065*
H18B	0.6415	0.2818	0.3335	0.065*
H18C	0.5334	0.3601	0.3094	0.065*

	U11	U22	U33	U12	U13	U23
Mn1	0.02102 (13)	0.01665 (12)	0.01768 (13)	−0.00053 (12)	0.00874 (10)	−0.00076 (11)
Cr1	0.01441 (12)	0.01699 (13)	0.01527 (13)	−0.00159 (12)	0.00662 (10)	−0.00100 (11)
S1	0.0342 (3)	0.0666 (4)	0.0332 (3)	−0.0060 (3)	0.0221 (2)	0.0104 (3)
S2	0.0363 (3)	0.0302 (3)	0.0181 (2)	−0.0017 (2)	−0.00015 (19)	0.0021 (2)
O1	0.0148 (6)	0.0195 (6)	0.0124 (6)	−0.0011 (5)	0.0040 (4)	0.0002 (5)
O2	0.0213 (6)	0.0202 (6)	0.0160 (6)	−0.0023 (5)	0.0106 (5)	−0.0040 (5)
O3	0.0441 (8)	0.0250 (7)	0.0377 (8)	−0.0126 (6)	0.0269 (7)	−0.0112 (6)
O4	0.0160 (6)	0.0192 (6)	0.0191 (6)	−0.0028 (5)	0.0049 (5)	−0.0033 (5)
O5	0.0265 (7)	0.0378 (8)	0.0414 (8)	0.0010 (6)	0.0158 (6)	0.0019 (7)
O6	0.0396 (8)	0.0382 (8)	0.0284 (7)	0.0000 (6)	0.0153 (6)	−0.0026 (6)
N1	0.0210 (8)	0.0180 (7)	0.0205 (7)	0.0010 (6)	0.0065 (6)	−0.0007 (6)
N2	0.0151 (7)	0.0205 (7)	0.0218 (8)	−0.0003 (6)	0.0066 (6)	−0.0022 (6)
N3	0.0243 (8)	0.0235 (8)	0.0202 (8)	−0.0041 (7)	0.0108 (6)	−0.0015 (6)
N4	0.0353 (9)	0.0211 (8)	0.0254 (8)	0.0013 (7)	0.0098 (7)	0.0021 (7)
N5	0.0265 (8)	0.0276 (8)	0.0304 (9)	0.0025 (7)	0.0131 (7)	0.0070 (7)
N6	0.0246 (8)	0.0296 (8)	0.0253 (8)	0.0001 (7)	0.0086 (6)	−0.0018 (7)
C1	0.0336 (10)	0.0234 (9)	0.0217 (9)	−0.0031 (8)	0.0176 (8)	−0.0055 (8)
C2	0.0302 (10)	0.0244 (9)	0.0167 (9)	0.0027 (8)	0.0086 (7)	−0.0029 (7)
C3	0.0352 (11)	0.0326 (10)	0.0270 (10)	−0.0097 (9)	0.0087 (8)	−0.0085 (9)
C4	0.0452 (12)	0.0240 (10)	0.0362 (12)	−0.0136 (9)	0.0204 (10)	−0.0102 (9)
C5	0.0431 (12)	0.0319 (11)	0.0299 (11)	0.0153 (10)	0.0117 (9)	0.0025 (9)
C6	0.0199 (9)	0.0221 (9)	0.0213 (9)	−0.0064 (8)	0.0050 (7)	−0.0028 (8)
C7	0.0160 (9)	0.0265 (9)	0.0254 (10)	−0.0052 (8)	0.0059 (7)	−0.0030 (8)
C8	0.0206 (9)	0.0239 (9)	0.0206 (9)	−0.0017 (8)	0.0006 (7)	0.0026 (8)
C9	0.0202 (9)	0.0249 (9)	0.0139 (8)	−0.0039 (7)	0.0031 (7)	0.0016 (7)
C10	0.0190 (9)	0.0316 (10)	0.0338 (11)	0.0051 (8)	0.0066 (8)	−0.0047 (9)
C11	0.0222 (9)	0.0235 (9)	0.0182 (9)	−0.0029 (8)	0.0038 (7)	0.0016 (7)
C12	0.0257 (10)	0.0178 (9)	0.0213 (9)	−0.0037 (8)	0.0105 (8)	−0.0031 (8)
C13	0.0320 (11)	0.0252 (10)	0.0284 (10)	−0.0016 (9)	0.0108 (8)	−0.0002 (8)
C14	0.0319 (12)	0.0445 (13)	0.0566 (15)	0.0105 (10)	0.0198 (10)	0.0128 (11)
C15	0.0407 (12)	0.0525 (14)	0.0455 (14)	0.0039 (11)	0.0173 (10)	0.0217 (11)
C16	0.0232 (10)	0.0303 (11)	0.0354 (11)	0.0013 (8)	0.0151 (8)	0.0000 (9)
C17	0.0341 (11)	0.0305 (10)	0.0316 (11)	0.0012 (9)	0.0143 (9)	0.0048 (9)
C18	0.0436 (13)	0.0519 (14)	0.0351 (12)	−0.0069 (11)	0.0119 (10)	−0.0138 (11)

Mn1—O4i	2.0651 (10)	C1—H1B	0.99
Mn1—N4	2.0923 (15)	C2—H2A	0.99
Mn1—O2	2.1199 (10)	C2—H2B	0.99
Mn1—O3	2.2337 (11)	C3—C4	1.512 (2)
Mn1—N1	2.3004 (13)	C3—H3A	0.99
Cr1—O2	1.9391 (10)	C3—H3B	0.99
Cr1—O4	1.9546 (10)	C4—H4A	0.99
Cr1—O1	1.9914 (10)	C4—H4B	0.99
Cr1—O1i	2.0013 (10)	C5—H5A	0.98
Cr1—N3	2.0071 (13)	C5—H5B	0.98
Cr1—N2	2.0974 (14)	C5—H5C	0.98
Cr1—Cr1i	3.0428 (4)	C6—C7	1.511 (2)
S1—C11	1.6240 (16)	C6—H6A	0.99
S2—C12	1.6260 (18)	C6—H6B	0.99
O1—C9	1.4238 (18)	C7—H7A	0.99
O1—Cr1i	2.0013 (10)	C7—H7B	0.99
O2—C1	1.4161 (16)	C8—C9	1.514 (2)
O3—C4	1.4212 (19)	C8—H8A	0.99
O3—H3	0.8197	C8—H8B	0.99
O4—C6	1.4189 (18)	C9—H9A	0.99
O4—Mn1i	2.0651 (10)	C9—H9B	0.99
O5—C13	1.2437 (18)	C10—H10A	0.98
O6—C16	1.225 (2)	C10—H10B	0.98
N1—C5	1.470 (2)	C10—H10C	0.98
N1—C2	1.4710 (19)	C13—H13A	0.95
N1—C3	1.479 (2)	C14—H14A	0.98
N2—C10	1.4841 (18)	C14—H14B	0.98
N2—C7	1.4944 (19)	C14—H14C	0.98
N2—C8	1.5021 (19)	C15—H15A	0.98
N3—C11	1.1671 (17)	C15—H15B	0.98
N4—C12	1.169 (2)	C15—H15C	0.98
N5—C13	1.3159 (19)	C16—H16A	0.95
N5—C15	1.449 (2)	C17—H17A	0.98
N5—C14	1.456 (2)	C17—H17B	0.98
N6—C16	1.332 (2)	C17—H17C	0.98
N6—C17	1.449 (2)	C18—H18A	0.98
N6—C18	1.451 (2)	C18—H18B	0.98
C1—C2	1.517 (2)	C18—H18C	0.98
C1—H1A	0.99
O4i—Mn1—N4	132.86 (5)	N1—C3—H3B	109.6
O4i—Mn1—O2	92.63 (4)	C4—C3—H3B	109.6
N4—Mn1—O2	111.71 (5)	H3A—C3—H3B	108.1
O4i—Mn1—O3	88.41 (4)	O3—C4—C3	107.69 (13)
N4—Mn1—O3	90.54 (5)	O3—C4—H4A	110.2
O2—Mn1—O3	147.52 (4)	C3—C4—H4A	110.2
O4i—Mn1—N1	117.93 (5)	O3—C4—H4B	110.2
N4—Mn1—N1	106.77 (5)	C3—C4—H4B	110.2
O2—Mn1—N1	77.41 (4)	H4A—C4—H4B	108.5
O3—Mn1—N1	73.53 (4)	N1—C5—H5A	109.5
O2—Cr1—O4	177.32 (5)	N1—C5—H5B	109.5
O2—Cr1—O1	84.50 (4)	H5A—C5—H5B	109.5
O4—Cr1—O1	93.42 (4)	N1—C5—H5C	109.5
O2—Cr1—O1i	96.72 (4)	H5A—C5—H5C	109.5
O4—Cr1—O1i	84.58 (4)	H5B—C5—H5C	109.5
O1—Cr1—O1i	80.70 (5)	O4—C6—C7	109.13 (13)
O2—Cr1—N3	91.83 (5)	O4—C6—H6A	109.9
O4—Cr1—N3	90.19 (5)	C7—C6—H6A	109.9
O1—Cr1—N3	175.88 (5)	O4—C6—H6B	109.9
O1i—Cr1—N3	101.65 (5)	C7—C6—H6B	109.9
O2—Cr1—N2	96.68 (5)	H6A—C6—H6B	108.3
O4—Cr1—N2	81.41 (5)	N2—C7—C6	109.47 (12)
O1—Cr1—N2	84.05 (4)	N2—C7—H7A	109.8
O1i—Cr1—N2	158.59 (5)	C6—C7—H7A	109.8
N3—Cr1—N2	94.53 (5)	N2—C7—H7B	109.8
O2—Cr1—Cr1i	90.82 (3)	C6—C7—H7B	109.8
O4—Cr1—Cr1i	88.67 (3)	H7A—C7—H7B	108.2
O1—Cr1—Cr1i	40.47 (3)	N2—C8—C9	112.56 (13)
O1i—Cr1—Cr1i	40.23 (3)	N2—C8—H8A	109.1
N3—Cr1—Cr1i	141.77 (4)	C9—C8—H8A	109.1
N2—Cr1—Cr1i	122.99 (4)	N2—C8—H8B	109.1
C9—O1—Cr1	109.12 (8)	C9—C8—H8B	109.1
C9—O1—Cr1i	127.69 (9)	H8A—C8—H8B	107.8
Cr1—O1—Cr1i	99.30 (5)	O1—C9—C8	108.09 (12)
C1—O2—Cr1	128.37 (9)	O1—C9—H9A	110.1
C1—O2—Mn1	116.79 (9)	C8—C9—H9A	110.1
Cr1—O2—Mn1	114.84 (4)	O1—C9—H9B	110.1
C4—O3—Mn1	118.54 (9)	C8—C9—H9B	110.1
C4—O3—H3	109.4	H9A—C9—H9B	108.4
Mn1—O3—H3	132.1	N2—C10—H10A	109.5
C6—O4—Cr1	117.74 (9)	N2—C10—H10B	109.5
C6—O4—Mn1i	126.56 (9)	H10A—C10—H10B	109.5
Cr1—O4—Mn1i	115.19 (5)	N2—C10—H10C	109.5
C5—N1—C2	110.85 (12)	H10A—C10—H10C	109.5
C5—N1—C3	110.47 (13)	H10B—C10—H10C	109.5
C2—N1—C3	110.54 (13)	N3—C11—S1	179.83 (19)
C5—N1—Mn1	112.29 (10)	N4—C12—S2	179.54 (18)
C2—N1—Mn1	104.53 (9)	O5—C13—N5	124.30 (17)
C3—N1—Mn1	107.99 (9)	O5—C13—H13A	117.9
C10—N2—C7	108.96 (12)	N5—C13—H13A	117.9
C10—N2—C8	109.64 (12)	N5—C14—H14A	109.5
C7—N2—C8	111.83 (12)	N5—C14—H14B	109.5
C10—N2—Cr1	115.34 (10)	H14A—C14—H14B	109.5
C7—N2—Cr1	104.72 (9)	N5—C14—H14C	109.5
C8—N2—Cr1	106.32 (9)	H14A—C14—H14C	109.5
C11—N3—Cr1	165.05 (14)	H14B—C14—H14C	109.5
C12—N4—Mn1	171.08 (13)	N5—C15—H15A	109.5
C13—N5—C15	121.22 (15)	N5—C15—H15B	109.5
C13—N5—C14	121.02 (15)	H15A—C15—H15B	109.5
C15—N5—C14	117.73 (14)	N5—C15—H15C	109.5
C16—N6—C17	120.90 (15)	H15A—C15—H15C	109.5
C16—N6—C18	121.30 (15)	H15B—C15—H15C	109.5
C17—N6—C18	117.37 (14)	O6—C16—N6	126.22 (17)
O2—C1—C2	109.56 (12)	O6—C16—H16A	116.9
O2—C1—H1A	109.8	N6—C16—H16A	116.9
C2—C1—H1A	109.8	N6—C17—H17A	109.5
O2—C1—H1B	109.8	N6—C17—H17B	109.5
C2—C1—H1B	109.8	H17A—C17—H17B	109.5
H1A—C1—H1B	108.2	N6—C17—H17C	109.5
N1—C2—C1	110.99 (13)	H17A—C17—H17C	109.5
N1—C2—H2A	109.4	H17B—C17—H17C	109.5
C1—C2—H2A	109.4	N6—C18—H18A	109.5
N1—C2—H2B	109.4	N6—C18—H18B	109.5
C1—C2—H2B	109.4	H18A—C18—H18B	109.5
H2A—C2—H2B	108	N6—C18—H18C	109.5
N1—C3—C4	110.37 (15)	H18A—C18—H18C	109.5
N1—C3—H3A	109.6	H18B—C18—H18C	109.5
C4—C3—H3A	109.6
O2—Cr1—O1—C9	−126.82 (9)	O3—Mn1—N1—C3	−24.90 (10)
O4—Cr1—O1—C9	51.49 (9)	O2—Cr1—N2—C10	−33.38 (11)
O1i—Cr1—O1—C9	135.43 (11)	O4—Cr1—N2—C10	148.52 (11)
N2—Cr1—O1—C9	−29.49 (9)	O1—Cr1—N2—C10	−117.11 (10)
Cr1i—Cr1—O1—C9	135.43 (11)	O1i—Cr1—N2—C10	−161.80 (12)
O2—Cr1—O1—Cr1i	97.75 (5)	N3—Cr1—N2—C10	59.00 (11)
O4—Cr1—O1—Cr1i	−83.93 (5)	Cr1i—Cr1—N2—C10	−128.72 (9)
O1i—Cr1—O1—Cr1i	0	O2—Cr1—N2—C7	−153.11 (9)
N2—Cr1—O1—Cr1i	−164.92 (5)	O4—Cr1—N2—C7	28.78 (9)
O1—Cr1—O2—C1	173.65 (13)	O1—Cr1—N2—C7	123.16 (9)
O1i—Cr1—O2—C1	−106.42 (13)	O1i—Cr1—N2—C7	78.47 (15)
N3—Cr1—O2—C1	−4.47 (13)	N3—Cr1—N2—C7	−60.73 (9)
N2—Cr1—O2—C1	90.32 (13)	Cr1i—Cr1—N2—C7	111.54 (8)
Cr1i—Cr1—O2—C1	−146.32 (12)	O2—Cr1—N2—C8	88.37 (10)
O1—Cr1—O2—Mn1	−5.92 (5)	O4—Cr1—N2—C8	−89.74 (9)
O1i—Cr1—O2—Mn1	74.01 (6)	O1—Cr1—N2—C8	4.64 (9)
N3—Cr1—O2—Mn1	175.97 (6)	O1i—Cr1—N2—C8	−40.06 (18)
N2—Cr1—O2—Mn1	−89.25 (6)	N3—Cr1—N2—C8	−179.25 (10)
Cr1i—Cr1—O2—Mn1	34.11 (5)	Cr1i—Cr1—N2—C8	−6.98 (11)
O4i—Mn1—O2—C1	121.25 (11)	O2—Cr1—N3—C11	87.0 (5)
N4—Mn1—O2—C1	−100.05 (11)	O4—Cr1—N3—C11	−91.3 (5)
O3—Mn1—O2—C1	30.08 (14)	O1i—Cr1—N3—C11	−175.8 (5)
N1—Mn1—O2—C1	3.21 (11)	N2—Cr1—N3—C11	−9.9 (5)
O4i—Mn1—O2—Cr1	−59.13 (6)	Cr1i—Cr1—N3—C11	−179.4 (5)
N4—Mn1—O2—Cr1	79.57 (6)	Cr1—O2—C1—C2	152.10 (10)
O3—Mn1—O2—Cr1	−150.30 (6)	Mn1—O2—C1—C2	−28.33 (16)
N1—Mn1—O2—Cr1	−177.17 (6)	C5—N1—C2—C1	76.39 (16)
O4i—Mn1—O3—C4	−121.36 (13)	C3—N1—C2—C1	−160.77 (13)
N4—Mn1—O3—C4	105.78 (13)	Mn1—N1—C2—C1	−44.81 (14)
O2—Mn1—O3—C4	−28.96 (16)	O2—C1—C2—N1	50.17 (17)
N1—Mn1—O3—C4	−1.57 (12)	C5—N1—C3—C4	−74.85 (17)
O1—Cr1—O4—C6	−91.82 (10)	C2—N1—C3—C4	162.08 (13)
O1i—Cr1—O4—C6	−172.13 (10)	Mn1—N1—C3—C4	48.29 (15)
N3—Cr1—O4—C6	86.19 (10)	Mn1—O3—C4—C3	27.02 (18)
N2—Cr1—O4—C6	−8.37 (10)	N1—C3—C4—O3	−49.63 (19)
Cr1i—Cr1—O4—C6	−132.03 (10)	Cr1—O4—C6—C7	−14.59 (15)
O1—Cr1—O4—Mn1i	80.51 (5)	Mn1i—O4—C6—C7	174.07 (9)
O1i—Cr1—O4—Mn1i	0.19 (5)	C10—N2—C7—C6	−168.24 (14)
N3—Cr1—O4—Mn1i	−101.49 (6)	C8—N2—C7—C6	70.40 (16)
N2—Cr1—O4—Mn1i	163.96 (6)	Cr1—N2—C7—C6	−44.32 (14)
Cr1i—Cr1—O4—Mn1i	40.29 (5)	O4—C6—C7—N2	39.62 (17)
O4i—Mn1—N1—C5	176.21 (10)	C10—N2—C8—C9	145.05 (14)
N4—Mn1—N1—C5	11.66 (11)	C7—N2—C8—C9	−93.99 (15)
O2—Mn1—N1—C5	−97.53 (11)	Cr1—N2—C8—C9	19.74 (15)
O3—Mn1—N1—C5	97.14 (11)	Cr1—O1—C9—C8	47.36 (14)
O4i—Mn1—N1—C2	−63.56 (10)	Cr1i—O1—C9—C8	166.30 (9)
N4—Mn1—N1—C2	131.89 (10)	N2—C8—C9—O1	−44.64 (17)
O2—Mn1—N1—C2	22.71 (9)	C15—N5—C13—O5	0.6 (3)
O3—Mn1—N1—C2	−142.63 (10)	C14—N5—C13—O5	178.61 (17)
O4i—Mn1—N1—C3	54.17 (11)	C17—N6—C16—O6	3.1 (3)
N4—Mn1—N1—C3	−110.38 (11)	C18—N6—C16—O6	175.29 (18)
O2—Mn1—N1—C3	140.44 (11)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O5	0.82	1.78	2.5985 (18)	176

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O5	0.82	1.78	2.5985 (18)	176