Hydrated metal complexes of N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidin-2-yl)glycinate: interplay of molecular, molecular–electronic and supramolecular structures

The title anion, (C₇H₈N₅O₄)⁻, L⁻, forms hydrated metal complexes with a range of metal ions M⁺ and M²⁺. Lithium and manganese(II) form finite molecular aggregates [Li(L)(H₂O)₃] (1) and [Mn(L)₂(H₂O)₄].6H₂O (4) in which the molecular aggregates are linked into three-dimensional frameworks by extensive hydrogen bonding. The sodium and potassium derivatives, [Na₂(L)₂(H₂O)₃] (2) and [K(L)(H₂O)] (3) both form organic–inorganic hybrid sheets in which metal–oxygen ribbons are linked by strips containing only organic ligands: these sheets are linked by hydrogen bonds into three-dimensional frameworks. In (2) the metal–oxygen ribbon is built from pairs of edge-shared trigonal bipyramids linked by water molecules, while in (3) it consists of a continuous chain of vertex-sharing octahedra. The nitroso group in the anion acts as an η¹ ligand towards Na⁺ and as an η² ligand towards K⁺. In all cases the anion L⁻ shows the same unusual pattern of interatomic distances as the neutral parent LH.

S1. Comment

In full text version

S2. Experimental

In full text version

S3. Refinement

In full text version

Computing details

For all compounds, data collection: Kappa-CCD server software (Nonius, 1997); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997b). Molecular graphics: PLATON (Spek, 2000) for (1); ORTEP (Johnson, 1976), PLATON (Spek, 2000) for 190, (3), MnL2. For all compounds, software used to prepare material for publication: SHELXL97 and WORDPERFECT macro PRPKAPPA (Ferguson, 1999).

Figures

In full text version

(1) Triaqua-N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4-oxopyrimidine-2-yl) glycinatolithium,

Crystal data

C7H14LiN5O7	F(000) = 1200
Mr = 287.17	Dx = 1.577 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 24.7736 (6) Å	Cell parameters from 2637 reflections
b = 7.6525 (3) Å	θ = 3.0–27.5°
c = 14.0096 (5) Å	µ = 0.14 mm^−1
β = 114.3751 (13)°	T = 150 K
V = 2419.20 (14) Å^3	Block, red
Z = 8	0.20 × 0.10 × 0.10 mm

Data collection

Kappa-CCD diffractometer	2637 independent reflections
Radiation source: fine-focus sealed X-ray tube	2024 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.027
ϕ scans and ω scans with κ offsets	θmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan SORTAV (Blessing, 1995 & 1997)	h = −32→32
Tmin = 0.973, Tmax = 0.986	k = −9→9
7232 measured reflections	l = −18→18

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.121	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0621P)^2 + 0.6971P] where P = (Fo^2 + 2Fc^2)/3
2637 reflections	(Δ/σ)max = 0.001
200 parameters	Δρmax = 0.24 e Å^−3
9 restraints	Δρmin = −0.30 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Li1	0.29248 (13)	0.3873 (4)	0.1674 (2)	0.0209 (6)
N1	0.44897 (6)	0.77584 (19)	0.11599 (12)	0.0173 (3)
C2	0.42022 (7)	0.9234 (2)	0.11378 (13)	0.0160 (4)
N2	0.36671 (6)	0.91241 (19)	0.11396 (11)	0.0182 (3)
H2	0.3456	1.0081	0.1060	0.022*
C21	0.34233 (7)	0.7469 (2)	0.12697 (14)	0.0187 (4)
H21A	0.3121	0.7702	0.1546	0.022*
H21B	0.3744	0.6783	0.1806	0.022*
C22	0.31410 (7)	0.6355 (2)	0.02917 (13)	0.0152 (4)
O21	0.29906 (5)	0.48528 (15)	0.04541 (9)	0.0188 (3)
O22	0.30629 (5)	0.69571 (15)	−0.05865 (9)	0.0202 (3)
N3	0.44254 (6)	1.08863 (18)	0.11320 (11)	0.0165 (3)
C3	0.40555 (8)	1.2438 (2)	0.10341 (15)	0.0230 (4)
H3A	0.3670	1.2282	0.0443	0.034*
H3B	0.4252	1.3472	0.0914	0.034*
H3C	0.3998	1.2592	0.1681	0.034*
C4	0.50067 (7)	1.1121 (2)	0.12467 (13)	0.0160 (4)
O4	0.52105 (5)	1.25971 (15)	0.13151 (10)	0.0221 (3)
C5	0.53312 (7)	0.9528 (2)	0.12704 (13)	0.0164 (4)
N5	0.58835 (6)	0.98110 (19)	0.13560 (11)	0.0183 (3)
O5	0.61943 (5)	0.84596 (16)	0.13552 (10)	0.0213 (3)
C6	0.50410 (7)	0.7866 (2)	0.12094 (13)	0.0167 (4)
N6	0.53190 (6)	0.63922 (19)	0.12209 (11)	0.0198 (3)
H6A	0.5142	0.5385	0.1196	0.024*
H6B	0.5681	0.6415	0.1253	0.024*
O1	0.35831 (5)	0.39663 (16)	0.30945 (9)	0.0207 (3)
H11	0.3391 (7)	0.383 (2)	0.3560 (11)	0.025*
H12	0.3898 (6)	0.3123 (19)	0.3294 (13)	0.025*
O2	0.27923 (5)	0.13984 (16)	0.14011 (9)	0.0198 (3)
H21	0.2744 (7)	0.089 (2)	0.1984 (7)	0.024*
H22	0.2485 (6)	0.096 (2)	0.0771 (6)	0.024*
O3	0.22339 (5)	0.50360 (16)	0.17302 (9)	0.0198 (3)
H31	0.2134 (6)	0.6065 (14)	0.1305 (12)	0.024*
H32	0.1875 (4)	0.4410 (18)	0.1594 (14)	0.024*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Li1	0.0203 (14)	0.0192 (15)	0.0242 (16)	−0.0007 (12)	0.0103 (13)	0.0009 (13)
N1	0.0143 (7)	0.0166 (7)	0.0201 (8)	−0.0010 (6)	0.0061 (6)	0.0003 (6)
C2	0.0161 (8)	0.0177 (8)	0.0125 (9)	−0.0030 (7)	0.0042 (7)	−0.0020 (7)
N2	0.0154 (7)	0.0176 (7)	0.0211 (8)	−0.0013 (6)	0.0072 (6)	−0.0018 (6)
C21	0.0180 (8)	0.0192 (9)	0.0189 (10)	−0.0032 (7)	0.0077 (7)	−0.0018 (7)
C22	0.0112 (7)	0.0166 (8)	0.0188 (9)	0.0023 (7)	0.0074 (7)	0.0003 (7)
O21	0.0225 (6)	0.0153 (6)	0.0185 (7)	−0.0018 (5)	0.0085 (5)	0.0006 (5)
O22	0.0243 (6)	0.0200 (6)	0.0171 (7)	0.0009 (5)	0.0094 (5)	0.0025 (5)
N3	0.0158 (7)	0.0145 (7)	0.0185 (8)	−0.0007 (6)	0.0063 (6)	−0.0006 (6)
C3	0.0229 (9)	0.0158 (9)	0.0312 (11)	0.0013 (7)	0.0120 (8)	−0.0004 (8)
C4	0.0173 (8)	0.0183 (9)	0.0122 (9)	−0.0018 (7)	0.0058 (7)	0.0011 (7)
O4	0.0223 (7)	0.0155 (6)	0.0289 (8)	−0.0032 (5)	0.0109 (6)	−0.0004 (5)
C5	0.0169 (8)	0.0169 (8)	0.0144 (9)	−0.0009 (7)	0.0055 (7)	0.0002 (7)
N5	0.0161 (7)	0.0209 (7)	0.0171 (8)	0.0006 (6)	0.0062 (6)	0.0019 (6)
O5	0.0172 (6)	0.0215 (6)	0.0253 (7)	0.0043 (5)	0.0089 (5)	0.0024 (5)
C6	0.0174 (8)	0.0183 (9)	0.0122 (9)	0.0001 (7)	0.0039 (7)	0.0003 (7)
N6	0.0166 (7)	0.0147 (7)	0.0278 (9)	−0.0002 (6)	0.0087 (7)	0.0003 (6)
O1	0.0182 (6)	0.0239 (7)	0.0204 (7)	0.0014 (5)	0.0083 (5)	0.0017 (5)
O2	0.0211 (6)	0.0187 (6)	0.0181 (7)	−0.0028 (5)	0.0067 (5)	−0.0010 (5)
O3	0.0181 (6)	0.0187 (6)	0.0232 (7)	0.0009 (5)	0.0092 (5)	0.0031 (5)

Geometric parameters (Å, º)

Li1—O2	1.933 (3)	C3—H3A	0.9800
Li1—O21	1.934 (3)	C3—H3B	0.9800
Li1—O3	1.959 (3)	C3—H3C	0.9800
Li1—O1	1.986 (3)	C4—O4	1.2248 (19)
N1—C2	1.329 (2)	C4—C5	1.453 (2)
N1—C6	1.341 (2)	C5—N5	1.341 (2)
C2—N2	1.329 (2)	C5—C6	1.446 (2)
C2—N3	1.381 (2)	N5—O5	1.2896 (19)
N2—C21	1.447 (2)	C6—N6	1.318 (2)
N2—H2	0.8800	N6—H6A	0.8800
C21—C22	1.517 (2)	N6—H6B	0.8800
C21—H21A	0.9900	O1—H11	0.959 (17)
C21—H21B	0.9900	O1—H12	0.961 (16)
C22—O22	1.252 (2)	O2—H21	0.956 (13)
C22—O21	1.258 (2)	O2—H22	0.957 (10)
N3—C4	1.393 (2)	O3—H31	0.956 (12)
N3—C3	1.471 (2)	O3—H32	0.957 (13)
O2—Li1—O21	105.91 (15)	N3—C3—H3B	109.5
O2—Li1—O3	111.91 (14)	H3A—C3—H3B	109.5
O21—Li1—O3	104.65 (14)	N3—C3—H3C	109.5
O2—Li1—O1	103.63 (14)	H3A—C3—H3C	109.5
O21—Li1—O1	122.51 (15)	H3B—C3—H3C	109.5
O3—Li1—O1	108.26 (15)	O4—C4—N3	120.07 (15)
C2—N1—C6	118.28 (14)	O4—C4—C5	124.45 (15)
N1—C2—N2	118.14 (15)	N3—C4—C5	115.48 (14)
N1—C2—N3	124.48 (15)	N5—C5—C6	127.70 (15)
N2—C2—N3	117.38 (15)	N5—C5—C4	113.63 (14)
C2—N2—C21	121.62 (14)	C6—C5—C4	118.67 (15)
C2—N2—H2	119.2	O5—N5—C5	117.25 (14)
C21—N2—H2	119.2	N6—C6—N1	117.64 (15)
N2—C21—C22	116.04 (14)	N6—C6—C5	120.49 (15)
N2—C21—H21A	108.3	N1—C6—C5	121.86 (15)
C22—C21—H21A	108.3	C6—N6—H6A	120.0
N2—C21—H21B	108.3	C6—N6—H6B	120.0
C22—C21—H21B	108.3	H6A—N6—H6B	120.0
H21A—C21—H21B	107.4	Li1—O1—H11	104.1 (11)
O22—C22—O21	125.25 (15)	Li1—O1—H12	120.0 (11)
O22—C22—C21	120.47 (15)	H11—O1—H12	107.5 (7)
O21—C22—C21	114.26 (14)	Li1—O2—H21	107.5 (10)
C22—O21—Li1	130.81 (14)	Li1—O2—H22	122.0 (11)
C2—N3—C4	120.97 (14)	H21—O2—H22	108.2 (7)
C2—N3—C3	120.25 (13)	Li1—O3—H31	110.8 (10)
C4—N3—C3	118.76 (13)	Li1—O3—H32	121.3 (11)
N3—C3—H3A	109.5	H31—O3—H32	107.9 (7)
C6—N1—C2—N2	−176.83 (15)	C2—N3—C4—O4	−174.77 (15)
C6—N1—C2—N3	1.9 (3)	C3—N3—C4—O4	3.5 (2)
N1—C2—N2—C21	6.2 (2)	C2—N3—C4—C5	5.5 (2)
N3—C2—N2—C21	−172.61 (15)	C3—N3—C4—C5	−176.18 (14)
C2—N2—C21—C22	−81.9 (2)	O4—C4—C5—N5	−1.2 (3)
N2—C21—C22—O22	−8.6 (2)	N3—C4—C5—N5	178.47 (14)
N2—C21—C22—O21	172.84 (14)	O4—C4—C5—C6	178.40 (16)
O22—C22—O21—Li1	−165.69 (16)	N3—C4—C5—C6	−1.9 (2)
C21—C22—O21—Li1	12.8 (2)	C6—C5—N5—O5	2.2 (3)
O2—Li1—O21—C22	−171.10 (14)	C4—C5—N5—O5	−178.28 (14)
O3—Li1—O21—C22	70.5 (2)	C2—N1—C6—N6	−179.38 (15)
O1—Li1—O21—C22	−52.9 (3)	C2—N1—C6—C5	1.9 (3)
N1—C2—N3—C4	−6.0 (3)	N5—C5—C6—N6	−1.0 (3)
N2—C2—N3—C4	172.82 (15)	C4—C5—C6—N6	179.51 (15)
N1—C2—N3—C3	175.80 (16)	N5—C5—C6—N1	177.74 (16)
N2—C2—N3—C3	−5.4 (2)	C4—C5—C6—N1	−1.8 (3)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O2^i	0.88	2.14	2.918 (2)	146
N6—H6A···O4^ii	0.88	2.14	2.925 (2)	148
N6—H6B···O1^iii	0.88	2.51	3.100 (2)	125
O1—H11···O22^iv	0.96 (2)	1.80 (2)	2.746 (2)	167 (1)
O1—H12···O4^v	0.96 (2)	2.08 (2)	2.945 (2)	148 (1)
O2—H21···O3^vi	0.96 (1)	1.90 (1)	2.844 (2)	171 (1)
O2—H22···O21^vii	0.96 (1)	1.75 (1)	2.697 (2)	171 (1)
O3—H31···O22^viii	0.96 (1)	1.77 (1)	2.726 (2)	176 (1)
O3—H32···O5^ix	0.96 (1)	1.74 (1)	2.692 (2)	175 (1)

Symmetry codes: (i) x, y+1, z; (ii) x, y−1, z; (iii) −x+1, y, −z+1/2; (iv) x, −y+1, z+1/2; (v) −x+1, y−1, −z+1/2; (vi) −x+1/2, y−1/2, −z+1/2; (vii) −x+1/2, −y+1/2, −z; (viii) −x+1/2, −y+3/2, −z; (ix) x−1/2, y−1/2, z.

(190) Triaqua-bis[N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4- oxopyrimidin-2-yl)glycinato]disodium

Crystal data

C14H22N10Na2O11	Z = 2
Mr = 552.40	F(000) = 572
Triclinic, P1	Dx = 1.707 Mg m^−3
a = 7.5702 (1) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.5237 (2) Å	Cell parameters from 5449 reflections
c = 13.3743 (3) Å	θ = 2.9–29.0°
α = 104.4350 (8)°	µ = 0.18 mm^−1
β = 97.8415 (8)°	T = 150 K
γ = 103.5004 (7)°	Plate, colourless
V = 1074.95 (3) Å^3	0.45 × 0.25 × 0.05 mm

Data collection

Kappa-CCD diffractometer	5449 independent reflections
Radiation source: fine-focus sealed X-ray tube	4455 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.053
ϕ scans and ω scans with κ offsets	θmax = 29.0°, θmin = 2.9°
Absorption correction: multi-scan SORTAV (Blessing, 1995 & 1997)	h = −9→10
Tmin = 0.924, Tmax = 0.991	k = −15→15
15704 measured reflections	l = −16→18

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.136	H-atom parameters constrained
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0761P)^2 + 0.2718P] where P = (Fo^2 + 2Fc^2)/3
5449 reflections	(Δ/σ)max < 0.001
354 parameters	Δρmax = 0.35 e Å^−3
9 restraints	Δρmin = −0.45 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Na1	0.05392 (8)	−0.00233 (5)	0.63859 (4)	0.01840 (15)
Na2	0.44774 (8)	0.02654 (5)	0.87001 (4)	0.01808 (15)
N1A	0.63681 (16)	0.43063 (11)	0.62252 (9)	0.0159 (2)
C2A	0.7496 (2)	0.35828 (13)	0.62632 (10)	0.0153 (3)
N2A	0.68035 (17)	0.24431 (11)	0.63286 (10)	0.0173 (3)
C21A	0.48563 (19)	0.19257 (13)	0.62986 (11)	0.0165 (3)
C22A	0.3659 (2)	0.12325 (13)	0.52015 (11)	0.0157 (3)
O21A	0.20324 (14)	0.06612 (10)	0.51894 (8)	0.0205 (2)
O22A	0.43522 (15)	0.12875 (11)	0.44102 (8)	0.0239 (2)
N3A	0.93659 (17)	0.39433 (11)	0.62513 (9)	0.0163 (2)
C3A	1.0470 (2)	0.30464 (14)	0.62079 (13)	0.0215 (3)
C4A	1.0242 (2)	0.51581 (13)	0.62703 (11)	0.0166 (3)
O4A	1.19040 (15)	0.54667 (10)	0.62615 (9)	0.0236 (2)
C5A	0.9051 (2)	0.59845 (13)	0.62927 (10)	0.0155 (3)
N5A	0.99469 (18)	0.71658 (11)	0.64088 (9)	0.0183 (3)
O5A	0.90055 (15)	0.79584 (9)	0.64188 (9)	0.0219 (2)
C6A	0.7088 (2)	0.54845 (13)	0.62214 (10)	0.0153 (3)
N6A	0.59444 (17)	0.61854 (11)	0.61787 (10)	0.0184 (3)
N1B	−0.11087 (16)	−0.40708 (11)	0.88221 (9)	0.0161 (2)
C2B	−0.22692 (19)	−0.33628 (13)	0.88301 (10)	0.0149 (3)
N2B	−0.15810 (17)	−0.21679 (11)	0.88895 (10)	0.0180 (3)
C21B	0.0372 (2)	−0.16094 (13)	0.89466 (11)	0.0177 (3)
C22B	0.14604 (19)	−0.08322 (13)	1.00496 (11)	0.0152 (3)
O21B	0.30425 (14)	−0.01441 (10)	1.00911 (8)	0.0201 (2)
O22B	0.07505 (15)	−0.09126 (11)	1.08261 (8)	0.0258 (3)
N3B	−0.41548 (17)	−0.37828 (11)	0.87654 (9)	0.0161 (2)
C3B	−0.5355 (2)	−0.29641 (14)	0.86837 (13)	0.0219 (3)
C4B	−0.4978 (2)	−0.50082 (13)	0.87514 (11)	0.0163 (3)
O4B	−0.66516 (15)	−0.53699 (10)	0.87057 (9)	0.0233 (2)
C5B	−0.37104 (19)	−0.57757 (13)	0.88001 (10)	0.0151 (3)
N5B	−0.45236 (17)	−0.69255 (11)	0.88204 (9)	0.0175 (3)
O5B	−0.35341 (15)	−0.76836 (10)	0.88634 (9)	0.0212 (2)
C6B	−0.1785 (2)	−0.52597 (13)	0.88043 (10)	0.0149 (3)
N6B	−0.06301 (17)	−0.59608 (11)	0.87893 (9)	0.0177 (3)
O1	0.21649 (15)	0.12493 (10)	0.82016 (8)	0.0211 (2)
O2	−0.18882 (15)	0.06565 (9)	0.70682 (8)	0.0201 (2)
O3	0.34158 (17)	−0.11114 (11)	0.70071 (9)	0.0318 (3)
H2A	0.7562	0.1980	0.6393	0.021*
H21A	0.4350	0.2613	0.6626	0.020*
H21B	0.4747	0.1344	0.6736	0.020*
H3A1	1.0636	0.2856	0.6883	0.032*
H3A2	1.1687	0.3407	0.6071	0.032*
H3A3	0.9825	0.2278	0.5641	0.032*
H6A1	0.4756	0.5876	0.6154	0.022*
H6A2	0.6371	0.6963	0.6175	0.022*
H2B	−0.2344	−0.1696	0.8894	0.022*
H21C	0.0477	−0.1072	0.8472	0.021*
H21D	0.0948	−0.2282	0.8682	0.021*
H3B1	−0.5001	−0.2254	0.9324	0.033*
H3B2	−0.6652	−0.3432	0.8603	0.033*
H3B3	−0.5216	−0.2659	0.8069	0.033*
H6B1	0.0547	−0.5643	0.8791	0.021*
H6B2	−0.1037	−0.6745	0.8777	0.021*
H11	0.1242 (18)	0.1259 (13)	0.8625 (12)	0.025*
H12	0.2985 (18)	0.2073 (8)	0.8394 (13)	0.025*
H21	−0.2809 (19)	−0.0107 (9)	0.6667 (9)	0.024*
H22	−0.177 (2)	0.0690 (13)	0.7797 (4)	0.024*
H31	0.2414 (18)	−0.1862 (11)	0.6824 (14)	0.038*
H32	0.416 (2)	−0.1211 (16)	0.6480 (12)	0.038*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Na1	0.0196 (3)	0.0187 (3)	0.0180 (3)	0.0042 (2)	0.0053 (2)	0.0076 (2)
Na2	0.0170 (3)	0.0200 (3)	0.0180 (3)	0.0053 (2)	0.0011 (2)	0.0079 (2)
N1A	0.0143 (6)	0.0169 (6)	0.0164 (5)	0.0049 (4)	0.0004 (4)	0.0058 (5)
C2A	0.0143 (7)	0.0188 (7)	0.0116 (6)	0.0048 (5)	−0.0012 (5)	0.0043 (5)
N2A	0.0147 (6)	0.0168 (6)	0.0201 (6)	0.0040 (4)	−0.0009 (5)	0.0075 (5)
C21A	0.0141 (7)	0.0181 (6)	0.0165 (6)	0.0028 (5)	0.0013 (5)	0.0061 (6)
C22A	0.0155 (7)	0.0168 (6)	0.0159 (6)	0.0047 (5)	0.0026 (5)	0.0071 (5)
O21A	0.0143 (5)	0.0283 (6)	0.0166 (5)	0.0006 (4)	0.0014 (4)	0.0087 (4)
O22A	0.0181 (5)	0.0343 (6)	0.0166 (5)	0.0021 (4)	0.0045 (4)	0.0070 (5)
N3A	0.0148 (6)	0.0168 (6)	0.0182 (6)	0.0054 (4)	0.0025 (5)	0.0064 (5)
C3A	0.0191 (8)	0.0225 (7)	0.0274 (8)	0.0105 (6)	0.0062 (6)	0.0101 (6)
C4A	0.0146 (7)	0.0207 (7)	0.0141 (6)	0.0040 (5)	0.0014 (5)	0.0060 (6)
O4A	0.0134 (5)	0.0253 (6)	0.0330 (6)	0.0043 (4)	0.0058 (4)	0.0104 (5)
C5A	0.0159 (7)	0.0172 (6)	0.0139 (6)	0.0041 (5)	0.0021 (5)	0.0068 (5)
N5A	0.0189 (6)	0.0195 (6)	0.0174 (6)	0.0052 (5)	0.0029 (5)	0.0079 (5)
O5A	0.0215 (6)	0.0182 (5)	0.0286 (6)	0.0075 (4)	0.0026 (4)	0.0109 (5)
C6A	0.0163 (7)	0.0190 (7)	0.0106 (6)	0.0057 (5)	−0.0002 (5)	0.0053 (5)
N6A	0.0148 (6)	0.0190 (6)	0.0233 (6)	0.0059 (5)	0.0021 (5)	0.0093 (5)
N1B	0.0131 (6)	0.0175 (6)	0.0171 (6)	0.0039 (4)	0.0007 (4)	0.0058 (5)
C2B	0.0145 (7)	0.0165 (6)	0.0118 (6)	0.0028 (5)	−0.0008 (5)	0.0042 (5)
N2B	0.0152 (6)	0.0157 (6)	0.0213 (6)	0.0033 (4)	−0.0013 (5)	0.0060 (5)
C21B	0.0172 (7)	0.0175 (7)	0.0172 (6)	0.0014 (5)	0.0023 (5)	0.0068 (6)
C22B	0.0152 (7)	0.0165 (6)	0.0161 (6)	0.0074 (5)	0.0011 (5)	0.0067 (5)
O21B	0.0149 (5)	0.0234 (5)	0.0210 (5)	0.0026 (4)	−0.0005 (4)	0.0095 (4)
O22B	0.0180 (6)	0.0440 (7)	0.0169 (5)	0.0091 (5)	0.0042 (4)	0.0104 (5)
N3B	0.0137 (6)	0.0159 (6)	0.0184 (6)	0.0048 (4)	0.0006 (5)	0.0053 (5)
C3B	0.0178 (7)	0.0197 (7)	0.0299 (8)	0.0085 (6)	0.0025 (6)	0.0085 (6)
C4B	0.0155 (7)	0.0176 (7)	0.0146 (6)	0.0041 (5)	0.0013 (5)	0.0043 (5)
O4B	0.0135 (5)	0.0234 (5)	0.0329 (6)	0.0044 (4)	0.0052 (4)	0.0088 (5)
C5B	0.0150 (7)	0.0169 (6)	0.0134 (6)	0.0040 (5)	0.0019 (5)	0.0056 (5)
N5B	0.0186 (6)	0.0175 (6)	0.0172 (6)	0.0057 (5)	0.0030 (5)	0.0062 (5)
O5B	0.0222 (6)	0.0180 (5)	0.0264 (5)	0.0079 (4)	0.0037 (4)	0.0101 (4)
C6B	0.0159 (7)	0.0178 (6)	0.0106 (6)	0.0048 (5)	0.0004 (5)	0.0047 (5)
N6B	0.0143 (6)	0.0180 (6)	0.0213 (6)	0.0056 (5)	0.0017 (5)	0.0065 (5)
O1	0.0155 (5)	0.0234 (5)	0.0240 (5)	0.0041 (4)	0.0040 (4)	0.0073 (5)
O2	0.0213 (6)	0.0211 (5)	0.0167 (5)	0.0069 (4)	−0.0002 (4)	0.0046 (4)
O3	0.0283 (7)	0.0304 (6)	0.0265 (6)	−0.0047 (5)	0.0133 (5)	−0.0022 (5)

Geometric parameters (Å, º)

Na1—O21A	2.2731 (11)	C6A—N6A	1.3192 (18)
Na1—O5A^i	2.3588 (11)	N6A—H6A1	0.8800
Na1—O2	2.3657 (12)	N6A—H6A2	0.8800
Na1—O1	2.4756 (12)	N1B—C2B	1.3305 (18)
Na1—O21A^ii	2.4918 (12)	N1B—C6B	1.3390 (18)
Na1—O3	2.8819 (15)	C2B—N2B	1.3316 (18)
Na1—Na1^ii	3.7020 (11)	C2B—N3B	1.3792 (18)
Na1—Na2	3.8838 (9)	N2B—C21B	1.4512 (18)
Na2—O3	2.3253 (13)	N2B—H2B	0.8800
Na2—O21B^iii	2.3591 (12)	C21B—C22B	1.5239 (19)
Na2—O21B	2.3693 (11)	C21B—H21C	0.9900
Na2—O1	2.4040 (12)	C21B—H21D	0.9900
Na2—O5B^iv	2.4273 (12)	C22B—O22B	1.2462 (17)
Na2—Na2^iii	3.6914 (11)	C22B—O21B	1.2581 (17)
N1A—C2A	1.3299 (18)	C22B—Na2^iii	3.1296 (15)
N1A—C6A	1.3413 (18)	O21B—Na2^iii	2.3591 (11)
C2A—N2A	1.3249 (18)	N3B—C4B	1.3984 (18)
C2A—N3A	1.3825 (18)	N3B—C3B	1.4672 (18)
N2A—C21A	1.4462 (18)	C3B—H3B1	0.9800
N2A—H2A	0.8800	C3B—H3B2	0.9800
C21A—C22A	1.5254 (19)	C3B—H3B3	0.9800
C21A—H21A	0.9900	C4B—O4B	1.2256 (18)
C21A—H21B	0.9900	C4B—C5B	1.454 (2)
C22A—O21A	1.2495 (17)	C5B—N5B	1.3330 (18)
C22A—O22A	1.2524 (16)	C5B—C6B	1.4387 (19)
O21A—Na1^ii	2.4918 (12)	N5B—O5B	1.2832 (15)
N3A—C4A	1.3946 (18)	O5B—Na2^i	2.4273 (12)
N3A—C3A	1.4688 (18)	C6B—N6B	1.3204 (18)
C3A—H3A1	0.9800	N6B—H6B1	0.8800
C3A—H3A2	0.9800	N6B—H6B2	0.8800
C3A—H3A3	0.9800	O1—H11	0.958 (15)
C4A—O4A	1.2272 (18)	O1—H12	0.955 (12)
C4A—C5A	1.4543 (19)	O2—H21	0.961 (12)
C5A—N5A	1.3311 (18)	O2—H22	0.957 (6)
C5A—C6A	1.4438 (19)	O3—H31	0.960 (14)
N5A—O5A	1.2817 (15)	O3—H32	0.962 (16)
O5A—Na1^iv	2.3588 (11)
O21A—Na1—O5A^i	131.98 (4)	C6A—N6A—H6A1	120.0
O21A—Na1—O2	126.48 (4)	C6A—N6A—H6A2	120.0
O5A^i—Na1—O2	87.51 (4)	H6A1—N6A—H6A2	120.0
O21A—Na1—O1	110.28 (4)	C2B—N1B—C6B	118.33 (12)
O5A^i—Na1—O1	108.96 (4)	N1B—C2B—N2B	118.25 (13)
O2—Na1—O1	78.62 (4)	N1B—C2B—N3B	124.58 (12)
O21A—Na1—O21A^ii	78.14 (4)	N2B—C2B—N3B	117.16 (12)
O5A^i—Na1—O21A^ii	79.36 (4)	C2B—N2B—C21B	122.86 (12)
O2—Na1—O21A^ii	76.14 (4)	C2B—N2B—H2B	118.6
O1—Na1—O21A^ii	153.04 (4)	C21B—N2B—H2B	118.6
O21A—Na1—O3	92.13 (4)	N2B—C21B—C22B	114.43 (11)
O5A^i—Na1—O3	73.93 (4)	N2B—C21B—H21C	108.7
O2—Na1—O3	138.44 (4)	C22B—C21B—H21C	108.7
O1—Na1—O3	73.15 (4)	N2B—C21B—H21D	108.7
O21A^ii—Na1—O3	133.29 (4)	C22B—C21B—H21D	108.7
O3—Na2—O21B^iii	122.66 (5)	H21C—C21B—H21D	107.6
O3—Na2—O21B	119.87 (4)	O22B—C22B—O21B	125.19 (13)
O21B^iii—Na2—O21B	77.35 (4)	O22B—C22B—C21B	119.32 (12)
O3—Na2—O1	85.44 (5)	O21B—C22B—C21B	115.49 (12)
O21B^iii—Na2—O1	151.85 (5)	O22B—C22B—Na2^iii	93.99 (9)
O21B—Na2—O1	90.38 (4)	O21B—C22B—Na2^iii	42.44 (7)
O3—Na2—O5B^iv	116.79 (4)	C21B—C22B—Na2^iii	135.42 (9)
O21B^iii—Na2—O5B^iv	84.70 (4)	C22B—O21B—Na2^iii	116.47 (9)
O21B—Na2—O5B^iv	121.43 (4)	C22B—O21B—Na2	129.49 (9)
O1—Na2—O5B^iv	80.27 (4)	Na2^iii—O21B—Na2	102.65 (4)
C2A—N1A—C6A	118.58 (12)	C2B—N3B—C4B	120.88 (12)
N2A—C2A—N1A	118.46 (13)	C2B—N3B—C3B	120.83 (12)
N2A—C2A—N3A	117.17 (12)	C4B—N3B—C3B	118.27 (12)
N1A—C2A—N3A	124.36 (12)	N3B—C3B—H3B1	109.5
C2A—N2A—C21A	122.94 (12)	N3B—C3B—H3B2	109.5
C2A—N2A—H2A	118.5	H3B1—C3B—H3B2	109.5
C21A—N2A—H2A	118.5	N3B—C3B—H3B3	109.5
N2A—C21A—C22A	115.33 (11)	H3B1—C3B—H3B3	109.5
N2A—C21A—H21A	108.4	H3B2—C3B—H3B3	109.5
C22A—C21A—H21A	108.4	O4B—C4B—N3B	120.47 (13)
N2A—C21A—H21B	108.4	O4B—C4B—C5B	124.38 (13)
C22A—C21A—H21B	108.4	N3B—C4B—C5B	115.14 (12)
H21A—C21A—H21B	107.5	N5B—C5B—C6B	127.06 (13)
O21A—C22A—O22A	126.09 (13)	N5B—C5B—C4B	113.79 (13)
O21A—C22A—C21A	114.96 (11)	C6B—C5B—C4B	119.14 (12)
O22A—C22A—C21A	118.95 (12)	O5B—N5B—C5B	119.07 (12)
C22A—O21A—Na1	135.07 (9)	N5B—O5B—Na2^i	109.73 (8)
C22A—O21A—Na1^ii	123.05 (8)	N6B—C6B—N1B	118.10 (13)
Na1—O21A—Na1^ii	101.86 (4)	N6B—C6B—C5B	120.17 (12)
C2A—N3A—C4A	121.00 (12)	N1B—C6B—C5B	121.73 (12)
C2A—N3A—C3A	120.49 (12)	C6B—N6B—H6B1	120.0
C4A—N3A—C3A	118.51 (12)	C6B—N6B—H6B2	120.0
N3A—C3A—H3A1	109.5	H6B1—N6B—H6B2	120.0
N3A—C3A—H3A2	109.5	Na2—O1—Na1	105.47 (4)
H3A1—C3A—H3A2	109.5	Na2—O1—H11	114.7 (11)
N3A—C3A—H3A3	109.5	Na1—O1—H11	106.9 (10)
H3A1—C3A—H3A3	109.5	Na2—O1—H12	96.1 (11)
H3A2—C3A—H3A3	109.5	Na1—O1—H12	125.7 (10)
O4A—C4A—N3A	120.35 (13)	H11—O1—H12	108.0 (7)
O4A—C4A—C5A	124.36 (13)	Na1—O2—H21	92.8 (10)
N3A—C4A—C5A	115.29 (12)	Na1—O2—H22	110.4 (10)
N5A—C5A—C6A	126.69 (13)	H21—O2—H22	107.5 (7)
N5A—C5A—C4A	114.23 (13)	Na2—O3—Na1	95.87 (4)
C6A—C5A—C4A	119.05 (12)	Na2—O3—H31	123.9 (10)
O5A—N5A—C5A	118.65 (12)	Na1—O3—H31	83.9 (12)
N5A—O5A—Na1^iv	118.26 (9)	Na2—O3—H32	124.6 (10)
N6A—C6A—N1A	117.65 (13)	Na1—O3—H32	110.1 (13)
N6A—C6A—C5A	120.91 (13)	H31—O3—H32	107.3 (7)
N1A—C6A—C5A	121.41 (12)
C6A—N1A—C2A—N2A	176.15 (12)	O3—Na2—O21B—C22B	−20.38 (13)
C6A—N1A—C2A—N3A	−3.1 (2)	O21B^iii—Na2—O21B—C22B	−140.98 (13)
N1A—C2A—N2A—C21A	3.7 (2)	O1—Na2—O21B—C22B	64.58 (12)
N3A—C2A—N2A—C21A	−177.01 (12)	O5B^iv—Na2—O21B—C22B	143.39 (11)
C2A—N2A—C21A—C22A	89.74 (16)	C22B^iii—Na2—O21B—C22B	−152.29 (10)
N2A—C21A—C22A—O21A	171.76 (12)	Na2^iii—Na2—O21B—C22B	−140.98 (13)
N2A—C21A—C22A—O22A	−8.90 (18)	Na1—Na2—O21B—C22B	29.97 (12)
O22A—C22A—O21A—Na1	162.20 (11)	O3—Na2—O21B—Na2^iii	120.60 (6)
C21A—C22A—O21A—Na1	−18.52 (19)	O21B^iii—Na2—O21B—Na2^iii	0.00 (4)
O22A—C22A—O21A—Na1^ii	−19.5 (2)	O1—Na2—O21B—Na2^iii	−154.44 (5)
C21A—C22A—O21A—Na1^ii	159.79 (9)	O5B^iv—Na2—O21B—Na2^iii	−75.63 (5)
O5A^i—Na1—O21A—C22A	−117.74 (13)	C22B^iii—Na2—O21B—Na2^iii	−11.31 (4)
O2—Na1—O21A—C22A	115.92 (13)	Na1—Na2—O21B—Na2^iii	170.95 (4)
O1—Na1—O21A—C22A	25.25 (14)	N1B—C2B—N3B—C4B	4.1 (2)
O21A^ii—Na1—O21A—C22A	178.55 (15)	N2B—C2B—N3B—C4B	−176.91 (12)
O3—Na1—O21A—C22A	−47.56 (13)	N1B—C2B—N3B—C3B	−174.44 (13)
Na1^ii—Na1—O21A—C22A	178.55 (15)	N2B—C2B—N3B—C3B	4.58 (19)
Na2—Na1—O21A—C22A	−12.82 (14)	C2B—N3B—C4B—O4B	179.18 (12)
O5A^i—Na1—O21A—Na1^ii	63.71 (7)	C3B—N3B—C4B—O4B	−2.3 (2)
O2—Na1—O21A—Na1^ii	−62.63 (6)	C2B—N3B—C4B—C5B	−0.50 (19)
O1—Na1—O21A—Na1^ii	−153.30 (5)	C3B—N3B—C4B—C5B	178.04 (12)
O21A^ii—Na1—O21A—Na1^ii	0.00 (3)	O4B—C4B—C5B—N5B	−1.7 (2)
O3—Na1—O21A—Na1^ii	133.89 (4)	N3B—C4B—C5B—N5B	177.92 (11)
Na2—Na1—O21A—Na1^ii	168.63 (3)	O4B—C4B—C5B—C6B	177.27 (13)
N2A—C2A—N3A—C4A	−174.77 (12)	N3B—C4B—C5B—C6B	−3.06 (19)
N1A—C2A—N3A—C4A	4.5 (2)	C6B—C5B—N5B—O5B	1.1 (2)
N2A—C2A—N3A—C3A	5.84 (19)	C4B—C5B—N5B—O5B	180.00 (11)
N1A—C2A—N3A—C3A	−174.93 (13)	C5B—N5B—O5B—Na2^i	−174.01 (10)
C2A—N3A—C4A—O4A	179.86 (12)	C2B—N1B—C6B—N6B	179.55 (12)
C3A—N3A—C4A—O4A	−0.7 (2)	C2B—N1B—C6B—C5B	−0.4 (2)
C2A—N3A—C4A—C5A	−0.55 (19)	N5B—C5B—C6B—N6B	2.6 (2)
C3A—N3A—C4A—C5A	178.86 (12)	C4B—C5B—C6B—N6B	−176.25 (12)
O4A—C4A—C5A—N5A	−6.3 (2)	N5B—C5B—C6B—N1B	−177.46 (13)
N3A—C4A—C5A—N5A	174.11 (11)	C4B—C5B—C6B—N1B	3.7 (2)
O4A—C4A—C5A—C6A	175.40 (13)	O3—Na2—O1—Na1	2.11 (4)
N3A—C4A—C5A—C6A	−4.17 (19)	O21B^iii—Na2—O1—Na1	179.01 (7)
C6A—C5A—N5A—O5A	−3.1 (2)	O21B—Na2—O1—Na1	−117.83 (4)
C4A—C5A—N5A—O5A	178.80 (11)	O5B^iv—Na2—O1—Na1	120.30 (4)
C5A—N5A—O5A—Na1^iv	−171.62 (9)	C22B^iii—Na2—O1—Na1	143.05 (6)
C2A—N1A—C6A—N6A	179.71 (12)	Na2^iii—Na2—O1—Na1	−136.91 (4)
C2A—N1A—C6A—C5A	−2.1 (2)	O21A—Na1—O1—Na2	−87.73 (5)
N5A—C5A—C6A—N6A	5.8 (2)	O5A^i—Na1—O1—Na2	64.04 (5)
C4A—C5A—C6A—N6A	−176.12 (12)	O2—Na1—O1—Na2	147.37 (5)
N5A—C5A—C6A—N1A	−172.33 (13)	O21A^ii—Na1—O1—Na2	168.21 (7)
C4A—C5A—C6A—N1A	5.7 (2)	O3—Na1—O1—Na2	−1.77 (4)
C6B—N1B—C2B—N2B	177.41 (12)	Na1^ii—Na1—O1—Na2	−118.26 (6)
C6B—N1B—C2B—N3B	−3.6 (2)	O21B^iii—Na2—O3—Na1	179.98 (4)
N1B—C2B—N2B—C21B	−0.1 (2)	O21B—Na2—O3—Na1	86.06 (5)
N3B—C2B—N2B—C21B	−179.15 (12)	O1—Na2—O3—Na1	−1.75 (4)
C2B—N2B—C21B—C22B	−101.62 (15)	O5B^iv—Na2—O3—Na1	−78.44 (5)
N2B—C21B—C22B—O22B	13.31 (18)	C22B^iii—Na2—O3—Na1	−154.99 (4)
N2B—C21B—C22B—O21B	−166.48 (11)	Na2^iii—Na2—O3—Na1	131.98 (5)
N2B—C21B—C22B—Na2^iii	146.45 (10)	O21A—Na1—O3—Na2	112.33 (4)
O22B—C22B—O21B—Na2^iii	49.83 (17)	O5A^i—Na1—O3—Na2	−114.37 (5)
C21B—C22B—O21B—Na2^iii	−130.40 (10)	O2—Na1—O3—Na2	−47.51 (8)
O22B—C22B—O21B—Na2	−173.51 (10)	O1—Na1—O3—Na2	1.77 (4)
C21B—C22B—O21B—Na2	6.27 (17)	O21A^ii—Na1—O3—Na2	−172.01 (4)
Na2^iii—C22B—O21B—Na2	136.66 (14)	Na1^ii—Na1—O3—Na2	145.19 (4)

Symmetry codes: (i) x−1, y−1, z; (ii) −x, −y, −z+1; (iii) −x+1, −y, −z+2; (iv) x+1, y+1, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2A—H2A···O2^v	0.88	2.05	2.810 (2)	144
N2B—H2B···O21B^vi	0.88	2.43	3.187 (2)	144
N6A—H6A1···O4A^vii	0.88	2.13	3.002 (2)	169
N6A—H62A···O5A	0.88	1.99	2.628 (2)	128
N6B—H6B1···O4B^v	0.88	2.09	2.953 (2)	165
N6B—H6B2···O5B	0.88	1.98	2.628 (2)	129
O1—H11···O22B^vi	0.96 (2)	1.77 (2)	2.711 (2)	166 (1)
O1—H12···N5B^iv	0.96 (1)	1.89 (1)	2.738 (2)	146 (1)
O2—H21···O22A^ii	0.96 (1)	1.76 (1)	2.691 (2)	161 (1)
O2—H22···O22B^vi	0.96 (1)	1.83 (1)	2.751 (2)	161 (1)
O3—H31···N5A^i	0.96 (1)	1.87 (1)	2.771 (2)	156 (1)
O3—H32···O22A^viii	0.96 (2)	1.75 (2)	2.708 (2)	175 (1)

Symmetry codes: (i) x−1, y−1, z; (ii) −x, −y, −z+1; (iv) x+1, y+1, z; (v) x+1, y, z; (vi) −x, −y, −z+2; (vii) x−1, y, z; (viii) −x+1, −y, −z+1.

(3) Aqua-N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4- oxopyrimidin-2-yl)glycinatopotassium

Crystal data

C7H10KN5O5	F(000) = 584
Mr = 283.30	Dx = 1.737 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 7.8114 (2) Å	Cell parameters from 2814 reflections
b = 16.4811 (5) Å	θ = 2.9–29.0°
c = 8.5560 (2) Å	µ = 0.52 mm^−1
β = 100.408 (2)°	T = 150 K
V = 1083.38 (5) Å^3	Block, red
Z = 4	0.10 × 0.10 × 0.05 mm

Data collection

Kappa-CCD diffractometer	2814 independent reflections
Radiation source: fine-focus sealed X-ray tube	2226 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.046
ϕ scans and ω scans with κ offsets	θmax = 29.0°, θmin = 2.9°
Absorption correction: multi-scan SORTAV (Blessing, 1995 & 1997)	h = −10→10
Tmin = 0.950, Tmax = 0.975	k = −19→23
8482 measured reflections	l = −11→11

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.108	H-atom parameters constrained
S = 1.07	w = 1/[σ^2(Fo^2) + (0.052P)^2 + 0.1977P] where P = (Fo^2 + 2Fc^2)/3
2814 reflections	(Δ/σ)max = 0.001
170 parameters	Δρmax = 0.34 e Å^−3
3 restraints	Δρmin = −0.50 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
K1	0.46135 (5)	0.25777 (2)	0.69176 (4)	0.01931 (14)
N1	0.17520 (19)	0.40422 (9)	0.56971 (16)	0.0171 (3)
C2	0.1470 (2)	0.42211 (10)	0.41549 (19)	0.0143 (3)
N2	0.05109 (18)	0.37122 (9)	0.31546 (16)	0.0164 (3)
C21	−0.0327 (2)	0.30124 (10)	0.3721 (2)	0.0169 (4)
C22	0.0856 (2)	0.22960 (10)	0.42938 (19)	0.0151 (3)
O21	0.23875 (16)	0.22893 (8)	0.40508 (14)	0.0194 (3)
O22	0.01458 (16)	0.17404 (7)	0.49617 (14)	0.0206 (3)
C3	0.1604 (3)	0.50720 (11)	0.1815 (2)	0.0220 (4)
N3	0.20734 (18)	0.49089 (8)	0.35225 (15)	0.0152 (3)
C4	0.3059 (2)	0.54870 (10)	0.4488 (2)	0.0172 (4)
O4	0.35827 (17)	0.60912 (7)	0.38895 (15)	0.0247 (3)
C5	0.3391 (2)	0.53054 (10)	0.6177 (2)	0.0165 (4)
N5	0.4309 (2)	0.58701 (9)	0.70871 (17)	0.0212 (3)
O5	0.47143 (17)	0.57318 (8)	0.85983 (14)	0.0254 (3)
C6	0.2719 (2)	0.45560 (10)	0.67092 (19)	0.0155 (3)
N6	0.3054 (2)	0.43546 (9)	0.82198 (17)	0.0203 (3)
O1	0.66183 (17)	0.30429 (8)	0.97742 (14)	0.0223 (3)
H2	0.0380	0.3801	0.2126	0.020*
H21A	−0.1252	0.2822	0.2852	0.020*
H21B	−0.0898	0.3190	0.4606	0.020*
H3A	0.1998	0.4622	0.1220	0.033*
H3B	0.2162	0.5576	0.1563	0.033*
H3C	0.0338	0.5127	0.1519	0.033*
H6A	0.2647	0.3897	0.8536	0.024*
H6B	0.3684	0.4678	0.8915	0.024*
H11	0.7840 (8)	0.3119 (10)	0.980 (2)	0.027*
H12	0.6177 (19)	0.3529 (7)	1.017 (2)	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
K1	0.0193 (2)	0.0210 (2)	0.0180 (2)	−0.00012 (14)	0.00447 (16)	−0.00195 (14)
N1	0.0203 (8)	0.0161 (7)	0.0149 (7)	−0.0019 (6)	0.0033 (6)	−0.0007 (6)
C2	0.0156 (9)	0.0111 (8)	0.0171 (8)	0.0025 (6)	0.0052 (7)	0.0008 (6)
N2	0.0191 (8)	0.0154 (7)	0.0140 (7)	−0.0023 (6)	0.0010 (6)	0.0016 (5)
C21	0.0144 (8)	0.0146 (8)	0.0210 (8)	−0.0021 (6)	0.0013 (7)	0.0012 (7)
C22	0.0169 (9)	0.0150 (8)	0.0121 (7)	−0.0019 (7)	−0.0008 (6)	−0.0035 (6)
O21	0.0167 (6)	0.0213 (7)	0.0208 (6)	0.0005 (5)	0.0045 (5)	−0.0029 (5)
O22	0.0214 (7)	0.0186 (7)	0.0219 (6)	−0.0010 (5)	0.0038 (5)	0.0055 (5)
C3	0.0297 (11)	0.0193 (9)	0.0169 (8)	−0.0024 (8)	0.0037 (7)	0.0026 (7)
N3	0.0186 (8)	0.0122 (7)	0.0152 (7)	−0.0007 (6)	0.0041 (6)	0.0004 (5)
C4	0.0166 (9)	0.0134 (8)	0.0225 (9)	0.0008 (7)	0.0064 (7)	−0.0013 (7)
O4	0.0312 (8)	0.0164 (7)	0.0273 (7)	−0.0072 (5)	0.0078 (6)	0.0017 (5)
C5	0.0162 (9)	0.0127 (8)	0.0210 (8)	0.0013 (6)	0.0043 (7)	−0.0015 (7)
N5	0.0207 (8)	0.0181 (8)	0.0239 (8)	0.0022 (6)	0.0009 (6)	−0.0030 (6)
O5	0.0280 (8)	0.0223 (7)	0.0228 (7)	0.0019 (6)	−0.0034 (6)	−0.0055 (5)
C6	0.0141 (8)	0.0151 (8)	0.0179 (8)	0.0022 (6)	0.0049 (6)	−0.0014 (7)
N6	0.0249 (8)	0.0190 (8)	0.0164 (7)	−0.0036 (6)	0.0021 (6)	−0.0006 (6)
O1	0.0215 (7)	0.0217 (7)	0.0247 (7)	0.0001 (5)	0.0066 (5)	−0.0016 (5)

Geometric parameters (Å, º)

K1—O21^i	2.7476 (12)	C3—N3	1.466 (2)
K1—O4^ii	2.7616 (13)	C3—H3A	0.9800
K1—O1	2.7624 (13)	C3—H3B	0.9800
K1—O21	2.7794 (12)	C3—H3C	0.9800
K1—O1^iii	2.8106 (13)	N3—C4	1.398 (2)
K1—N5^iv	3.0157 (15)	C4—O4	1.223 (2)
K1—O5^iv	3.1320 (13)	C4—C5	1.453 (2)
N1—C2	1.331 (2)	O4—K1^ii	2.7616 (13)
N1—C6	1.342 (2)	C5—N5	1.336 (2)
C2—N2	1.329 (2)	C5—C6	1.447 (2)
C2—N3	1.375 (2)	N5—O5	1.2946 (19)
N2—C21	1.452 (2)	N5—K1^v	3.0157 (15)
N2—H2	0.8800	O5—K1^v	3.1320 (13)
C21—C22	1.524 (2)	C6—N6	1.314 (2)
C21—H21A	0.9900	N6—H6A	0.8800
C21—H21B	0.9900	N6—H6B	0.8800
C22—O21	1.251 (2)	O1—K1^i	2.8106 (13)
C22—O22	1.260 (2)	O1—H11	0.959 (7)
O21—K1^iii	2.7476 (12)	O1—H12	0.958 (13)
O21^i—K1—O4^ii	121.03 (4)	C22—K1—K1^iii	59.13 (3)
O21^i—K1—O1	73.49 (4)	N6—K1—K1^iii	116.03 (3)
O4^ii—K1—O1	76.55 (4)	K1^i—K1—K1^iii	173.15 (2)
O21^i—K1—O21	103.28 (4)	C2—N1—C6	118.23 (14)
O4^ii—K1—O21	100.44 (4)	C2—N1—K1	116.96 (10)
O1—K1—O21	173.01 (4)	C6—N1—K1	89.27 (10)
O21^i—K1—O1^iii	163.04 (4)	N2—C2—N1	118.15 (15)
O4^ii—K1—O1^iii	75.90 (4)	N2—C2—N3	117.40 (14)
O1—K1—O1^iii	112.63 (5)	N1—C2—N3	124.44 (15)
O21—K1—O1^iii	72.27 (4)	C2—N2—C21	121.47 (13)
O21^i—K1—N5^iv	93.71 (4)	C2—N2—H2	119.3
O4^ii—K1—N5^iv	133.08 (4)	C21—N2—H2	119.3
O1—K1—N5^iv	85.67 (4)	N2—C21—C22	116.06 (14)
O21—K1—N5^iv	100.82 (4)	N2—C21—H21A	108.3
O1^iii—K1—N5^iv	71.62 (4)	C22—C21—H21A	108.3
O21^i—K1—O5^iv	108.26 (4)	N2—C21—H21B	108.3
O4^ii—K1—O5^iv	129.07 (4)	C22—C21—H21B	108.3
O1—K1—O5^iv	108.16 (4)	H21A—C21—H21B	107.4
O21—K1—O5^iv	78.67 (4)	O21—C22—O22	125.57 (16)
O1^iii—K1—O5^iv	55.05 (4)	O21—C22—C21	119.71 (15)
N5^iv—K1—O5^iv	24.22 (4)	O22—C22—C21	114.70 (15)
O21^i—K1—N1	71.38 (4)	O21—C22—K1	51.06 (8)
O4^ii—K1—N1	71.90 (4)	O22—C22—K1	101.46 (10)
O1—K1—N1	108.52 (4)	C21—C22—K1	120.58 (10)
O21—K1—N1	64.49 (4)	C22—O21—K1^iii	148.09 (11)
O1^iii—K1—N1	118.76 (4)	C22—O21—K1	108.45 (10)
N5^iv—K1—N1	154.56 (4)	K1^iii—O21—K1	101.68 (4)
O5^iv—K1—N1	141.32 (4)	N3—C3—H3A	109.5
O21^i—K1—C22	82.80 (4)	N3—C3—H3B	109.5
O4^ii—K1—C22	111.29 (4)	H3A—C3—H3B	109.5
O1—K1—C22	155.32 (4)	N3—C3—H3C	109.5
O21—K1—C22	20.49 (4)	H3A—C3—H3C	109.5
O1^iii—K1—C22	92.06 (4)	H3B—C3—H3C	109.5
N5^iv—K1—C22	102.90 (4)	C2—N3—C4	121.38 (13)
O5^iv—K1—C22	85.46 (4)	C2—N3—C3	120.11 (14)
N1—K1—C22	55.89 (4)	C4—N3—C3	118.42 (14)
O21^i—K1—N6	54.00 (4)	O4—C4—N3	119.85 (15)
O4^ii—K1—N6	68.32 (4)	O4—C4—C5	124.83 (16)
O1—K1—N6	69.75 (4)	N3—C4—C5	115.32 (14)
O21—K1—N6	103.30 (4)	C4—O4—K1^ii	167.28 (12)
O1^iii—K1—N6	142.58 (4)	N5—C5—C6	126.76 (15)
N5^iv—K1—N6	143.27 (4)	N5—C5—C4	114.61 (15)
O5^iv—K1—N6	162.25 (4)	C6—C5—C4	118.63 (15)
N1—K1—N6	39.24 (3)	O5—N5—C5	117.89 (15)
C22—K1—N6	90.92 (4)	O5—N5—K1^v	82.93 (9)
O21^i—K1—K1^i	39.43 (3)	C5—N5—K1^v	155.18 (12)
O4^ii—K1—K1^i	112.90 (3)	N5—O5—K1^v	72.85 (9)
O1—K1—K1^i	40.15 (3)	N6—C6—N1	117.65 (16)
O21—K1—K1^i	139.28 (3)	N6—C6—C5	120.39 (15)
O1^iii—K1—K1^i	136.89 (3)	N1—C6—C5	121.96 (15)
N5^iv—K1—K1^i	73.30 (3)	C6—N6—K1	85.15 (10)
O5^iv—K1—K1^i	96.48 (3)	C6—N6—H6A	120.0
N1—K1—K1^i	103.62 (3)	K1—N6—H6A	62.4
C22—K1—K1^i	119.79 (3)	C6—N6—H6B	120.0
N6—K1—K1^i	70.31 (3)	K1—N6—H6B	123.2
O21^i—K1—K1^iii	141.44 (3)	H6A—N6—H6B	120.0
O4^ii—K1—K1^iii	72.89 (3)	K1—O1—K1^i	100.53 (4)
O1—K1—K1^iii	142.90 (3)	K1—O1—H11	117.5 (11)
O21—K1—K1^iii	38.89 (3)	K1^i—O1—H11	134.4 (12)
O1^iii—K1—K1^iii	39.33 (3)	K1—O1—H12	111.2 (11)
N5^iv—K1—K1^iii	100.12 (3)	K1^i—O1—H12	78.2 (11)
O5^iv—K1—K1^iii	76.76 (2)	H11—O1—H12	107.5 (7)
N1—K1—K1^iii	81.44 (2)
O21^i—K1—N1—C2	−156.46 (12)	C21—C22—O21—K1	106.98 (14)
O4^ii—K1—N1—C2	70.52 (12)	O21^i—K1—O21—C22	1.44 (10)
O1—K1—N1—C2	138.96 (11)	O4^ii—K1—O21—C22	−124.15 (11)
O21—K1—N1—C2	−41.03 (11)	O1^iii—K1—O21—C22	164.45 (12)
O1^iii—K1—N1—C2	8.66 (13)	N5^iv—K1—O21—C22	97.91 (11)
N5^iv—K1—N1—C2	−99.78 (14)	O5^iv—K1—O21—C22	107.77 (11)
O5^iv—K1—N1—C2	−60.24 (13)	N1—K1—O21—C22	−60.13 (11)
C22—K1—N1—C2	−62.53 (11)	N6—K1—O21—C22	−54.17 (11)
N6—K1—N1—C2	148.15 (14)	K1^i—K1—O21—C22	20.99 (13)
K1^i—K1—N1—C2	−179.48 (11)	K1^iii—K1—O21—C22	−169.33 (13)
K1^iii—K1—N1—C2	−4.19 (11)	O21^i—K1—O21—K1^iii	170.77 (5)
O21^i—K1—N1—C6	81.93 (10)	O4^ii—K1—O21—K1^iii	45.18 (5)
O4^ii—K1—N1—C6	−51.09 (9)	O1^iii—K1—O21—K1^iii	−26.22 (4)
O1—K1—N1—C6	17.35 (10)	N5^iv—K1—O21—K1^iii	−92.75 (4)
O21—K1—N1—C6	−162.64 (10)	O5^iv—K1—O21—K1^iii	−82.90 (4)
O1^iii—K1—N1—C6	−112.95 (10)	N1—K1—O21—K1^iii	109.21 (5)
N5^iv—K1—N1—C6	138.61 (11)	C22—K1—O21—K1^iii	169.33 (13)
O5^iv—K1—N1—C6	178.15 (9)	N6—K1—O21—K1^iii	115.16 (4)
C22—K1—N1—C6	175.85 (11)	K1^i—K1—O21—K1^iii	−169.67 (3)
N6—K1—N1—C6	26.54 (9)	N2—C2—N3—C4	178.58 (15)
K1^i—K1—N1—C6	58.90 (9)	N1—C2—N3—C4	0.1 (2)
K1^iii—K1—N1—C6	−125.80 (9)	N2—C2—N3—C3	2.1 (2)
C6—N1—C2—N2	−179.94 (15)	N1—C2—N3—C3	−176.42 (16)
K1—N1—C2—N2	75.19 (17)	C2—N3—C4—O4	179.74 (15)
C6—N1—C2—N3	−1.4 (2)	C3—N3—C4—O4	−3.7 (2)
K1—N1—C2—N3	−106.31 (15)	C2—N3—C4—C5	0.1 (2)
N1—C2—N2—C21	4.8 (2)	C3—N3—C4—C5	176.64 (14)
N3—C2—N2—C21	−173.85 (14)	N3—C4—O4—K1^ii	−146.9 (4)
C2—N2—C21—C22	−76.0 (2)	C5—C4—O4—K1^ii	32.8 (6)
N2—C21—C22—O21	−10.0 (2)	O4—C4—C5—N5	1.4 (3)
N2—C21—C22—O22	171.48 (14)	N3—C4—C5—N5	−178.92 (15)
N2—C21—C22—K1	49.76 (18)	O4—C4—C5—C6	−178.60 (16)
O21^i—K1—C22—O21	−178.59 (10)	N3—C4—C5—C6	1.0 (2)
O4^ii—K1—C22—O21	60.86 (12)	C6—C5—N5—O5	2.9 (3)
O1—K1—C22—O21	165.35 (11)	C4—C5—N5—O5	−177.18 (14)
O1^iii—K1—C22—O21	−14.80 (11)	C6—C5—N5—K1^v	−141.5 (2)
N5^iv—K1—C22—O21	−86.42 (11)	C4—C5—N5—K1^v	38.5 (3)
O5^iv—K1—C22—O21	−69.50 (11)	C5—N5—O5—K1^v	−165.73 (15)
N1—K1—C22—O21	109.06 (12)	C2—N1—C6—N6	−177.01 (15)
N6—K1—C22—O21	127.89 (11)	K1—N1—C6—N6	−56.49 (14)
K1^i—K1—C22—O21	−164.38 (10)	C2—N1—C6—C5	2.6 (2)
K1^iii—K1—C22—O21	7.78 (10)	K1—N1—C6—C5	123.12 (15)
O21^i—K1—C22—O22	−51.77 (10)	N5—C5—C6—N6	−2.9 (3)
O4^ii—K1—C22—O22	−172.32 (10)	C4—C5—C6—N6	177.14 (15)
O1—K1—C22—O22	−67.83 (15)	N5—C5—C6—N1	177.47 (16)
O21—K1—C22—O22	126.82 (17)	C4—C5—C6—N1	−2.5 (2)
O1^iii—K1—C22—O22	112.02 (10)	N1—C6—N6—K1	54.16 (14)
N5^iv—K1—C22—O22	40.41 (11)	C5—C6—N6—K1	−125.46 (14)
O5^iv—K1—C22—O22	57.32 (10)	O21^i—K1—N6—C6	−132.66 (11)
N1—K1—C22—O22	−124.12 (12)	O4^ii—K1—N6—C6	60.35 (10)
N6—K1—C22—O22	−105.29 (10)	O1—K1—N6—C6	143.45 (11)
K1^i—K1—C22—O22	−37.56 (11)	O21—K1—N6—C6	−35.76 (10)
K1^iii—K1—C22—O22	134.60 (11)	O1^iii—K1—N6—C6	42.35 (13)
O21^i—K1—C22—C21	76.19 (12)	N5^iv—K1—N6—C6	−165.51 (9)
O4^ii—K1—C22—C21	−44.36 (13)	O5^iv—K1—N6—C6	−130.15 (13)
O1—K1—C22—C21	60.13 (17)	N1—K1—N6—C6	−27.25 (9)
O21—K1—C22—C21	−105.22 (17)	C22—K1—N6—C6	−52.25 (10)
O1^iii—K1—C22—C21	−120.02 (12)	K1^i—K1—N6—C6	−173.71 (10)
N5^iv—K1—C22—C21	168.36 (12)	K1^iii—K1—N6—C6	3.47 (11)
O5^iv—K1—C22—C21	−174.73 (12)	O21^i—K1—O1—K1^i	26.09 (4)
N1—K1—C22—C21	3.84 (11)	O4^ii—K1—O1—K1^i	154.68 (5)
N6—K1—C22—C21	22.67 (12)	O1^iii—K1—O1—K1^i	−137.10 (5)
K1^i—K1—C22—C21	90.40 (12)	N5^iv—K1—O1—K1^i	−69.07 (4)
K1^iii—K1—C22—C21	−97.44 (12)	O5^iv—K1—O1—K1^i	−78.20 (5)
O22—C22—O21—K1^iii	125.35 (19)	N1—K1—O1—K1^i	89.32 (4)
C21—C22—O21—K1^iii	−53.0 (3)	C22—K1—O1—K1^i	42.73 (11)
K1—C22—O21—K1^iii	−159.9 (2)	N6—K1—O1—K1^i	83.13 (4)
O22—C22—O21—K1	−74.70 (18)	K1^iii—K1—O1—K1^i	−170.15 (3)

Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) −x+1, −y+1, −z+1; (iii) x, −y+1/2, z−1/2; (iv) −x+1, y−1/2, −z+3/2; (v) −x+1, y+1/2, −z+3/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O22^iii	0.88	2.03	2.796 (2)	144
N6—H6A···O21^i	0.88	2.02	2.872 (2)	162
N6—H6B···O5	0.88	1.95	2.605 (2)	130
O1—H11···O22^vi	0.96 (1)	1.80 (1)	2.754 (2)	177 (2)
O1—H12···O5^vii	0.96 (1)	1.83 (1)	2.761 (2)	164 (1)

Symmetry codes: (i) x, −y+1/2, z+1/2; (iii) x, −y+1/2, z−1/2; (vi) x+1, −y+1/2, z+1/2; (vii) −x+1, −y+1, −z+2.

(MnL2) Tetraaqua-bis[N-(6-amino-3,4-dihydro-3-methyl-5-nitroso-4- oxopyrimidin-2-yl)glycinato]manganese(II) hexahydrate

Crystal data

C14H24MnN10O12·6(H2O)	Z = 1
Mr = 687.46	F(000) = 359
Triclinic, P1	Dx = 1.629 Mg m^−3
a = 7.4476 (3) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.2351 (4) Å	Cell parameters from 3131 reflections
c = 12.6372 (5) Å	θ = 1.7–27.5°
α = 105.258 (2)°	µ = 0.57 mm^−1
β = 92.153 (3)°	T = 150 K
γ = 108.94 (2)°	Plate, red
V = 700.81 (5) Å^3	0.45 × 0.35 × 0.08 mm

Data collection

Kappa-CCD diffractometer	3131 independent reflections
Radiation source: fine-focus sealed X-ray tube	2814 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.068
ϕ scans and ω scans with κ offsets	θmax = 27.5°, θmin = 1.7°
Absorption correction: multi-scan SORTAV (Blessing, 1995 & 1997)	h = −9→9
Tmin = 0.784, Tmax = 0.959	k = −10→10
7489 measured reflections	l = −15→16

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.107	H-atom parameters constrained
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0452P)^2 + 0.4451P] where P = (Fo^2 + 2Fc^2)/3
3131 reflections	(Δ/σ)max = 0.006
233 parameters	Δρmax = 0.50 e Å^−3
15 restraints	Δρmin = −0.57 e Å^−3

Special details

Geometry. Mean-plane data from the final SHELXL97 refinement run:-

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Mn1	0.5000	0.0000	0.5000	0.01698 (13)
N1	0.1453 (2)	0.1486 (2)	0.91956 (13)	0.0187 (3)
C2	−0.0347 (3)	0.0625 (2)	0.87141 (15)	0.0173 (4)
N2	−0.0704 (2)	−0.0790 (2)	0.78329 (13)	0.0197 (3)
C21	0.0819 (3)	−0.1344 (3)	0.73489 (16)	0.0206 (4)
C22	0.1847 (2)	−0.0280 (2)	0.65941 (14)	0.0171 (4)
O21	0.32251 (18)	−0.07366 (18)	0.62267 (11)	0.0211 (3)
O22	0.13010 (19)	0.08985 (18)	0.63825 (11)	0.0219 (3)
C3	−0.3836 (3)	0.0089 (3)	0.84736 (17)	0.0247 (4)
N3	−0.1892 (2)	0.1080 (2)	0.90783 (13)	0.0184 (3)
C4	−0.1650 (3)	0.2478 (3)	1.00356 (15)	0.0187 (4)
O4	−0.3040 (2)	0.2836 (2)	1.03735 (12)	0.0269 (3)
C5	0.0298 (3)	0.3443 (3)	1.05824 (15)	0.0179 (4)
N5	0.0466 (2)	0.4789 (2)	1.14923 (13)	0.0217 (3)
O5	0.2152 (2)	0.5711 (2)	1.20237 (12)	0.0270 (3)
C6	0.1810 (3)	0.2877 (3)	1.01120 (15)	0.0178 (4)
N6	0.3591 (2)	0.3701 (2)	1.05951 (14)	0.0226 (3)
O1W	0.4172 (2)	0.23277 (18)	0.52434 (12)	0.0241 (3)
O2W	0.2367 (2)	−0.1481 (2)	0.37756 (12)	0.0276 (3)
O3W	0.3797 (2)	0.36643 (19)	0.35193 (13)	0.0294 (3)
O4W	0.1927 (3)	0.5302 (3)	0.5202 (2)	0.0554 (6)
O5W	0.6924 (3)	0.5341 (2)	0.25271 (16)	0.0458 (5)
H2	−0.1899	−0.1411	0.7533	0.024*
H21A	0.0271	−0.2627	0.6919	0.025*
H21B	0.1774	−0.1232	0.7955	0.025*
H3A	−0.3815	0.0022	0.7689	0.037*
H3B	−0.4704	0.0712	0.8779	0.037*
H3C	−0.4282	−0.1127	0.8551	0.037*
H6A	0.4508	0.3338	1.0317	0.027*
H6B	0.3867	0.4617	1.1197	0.027*
H1W1	0.2982 (17)	0.206 (3)	0.5541 (16)	0.029*
H2W1	0.402 (3)	0.275 (3)	0.4621 (13)	0.029*
H1W2	0.121 (2)	−0.121 (3)	0.377 (2)	0.043 (7)*
H2W2	0.210 (4)	−0.266 (2)	0.328 (2)	0.084 (12)*
H1W3	0.494 (3)	0.434 (3)	0.329 (3)	0.087 (12)*
H2W3	0.323 (4)	0.449 (3)	0.392 (3)	0.077 (11)*
H1W4	0.067 (3)	0.511 (5)	0.488 (4)	0.135 (19)*
H2W4	0.258 (5)	0.6570 (12)	0.550 (3)	0.104 (15)*
H1W5	0.762 (3)	0.480 (3)	0.2016 (19)	0.055*
H2W5	0.769 (3)	0.6574 (13)	0.286 (2)	0.055*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0180 (2)	0.0183 (2)	0.0164 (2)	0.00734 (15)	0.00728 (14)	0.00576 (15)
N1	0.0156 (7)	0.0238 (8)	0.0203 (8)	0.0099 (6)	0.0075 (6)	0.0079 (6)
C2	0.0173 (8)	0.0234 (9)	0.0178 (8)	0.0099 (7)	0.0087 (7)	0.0122 (7)
N2	0.0163 (7)	0.0247 (8)	0.0194 (8)	0.0074 (6)	0.0081 (6)	0.0077 (7)
C21	0.0210 (9)	0.0234 (9)	0.0212 (9)	0.0104 (7)	0.0105 (7)	0.0083 (7)
C22	0.0151 (8)	0.0195 (9)	0.0137 (8)	0.0038 (7)	0.0028 (6)	0.0026 (7)
O21	0.0198 (6)	0.0285 (7)	0.0204 (7)	0.0115 (5)	0.0098 (5)	0.0108 (6)
O22	0.0223 (7)	0.0236 (7)	0.0244 (7)	0.0103 (5)	0.0090 (5)	0.0106 (6)
C3	0.0155 (9)	0.0340 (11)	0.0248 (10)	0.0097 (8)	0.0044 (7)	0.0075 (8)
N3	0.0145 (7)	0.0254 (8)	0.0189 (8)	0.0091 (6)	0.0067 (6)	0.0088 (6)
C4	0.0197 (9)	0.0265 (9)	0.0179 (9)	0.0137 (7)	0.0084 (7)	0.0117 (8)
O4	0.0200 (7)	0.0376 (8)	0.0275 (7)	0.0169 (6)	0.0095 (6)	0.0069 (6)
C5	0.0189 (9)	0.0240 (9)	0.0174 (8)	0.0118 (7)	0.0073 (7)	0.0106 (7)
N5	0.0236 (8)	0.0266 (8)	0.0199 (8)	0.0130 (7)	0.0055 (6)	0.0092 (7)
O5	0.0240 (7)	0.0308 (8)	0.0236 (7)	0.0108 (6)	0.0021 (6)	0.0019 (6)
C6	0.0175 (8)	0.0242 (9)	0.0180 (8)	0.0103 (7)	0.0071 (7)	0.0119 (7)
N6	0.0159 (7)	0.0290 (9)	0.0237 (8)	0.0111 (6)	0.0047 (6)	0.0047 (7)
O1W	0.0269 (7)	0.0226 (7)	0.0280 (7)	0.0124 (6)	0.0112 (6)	0.0100 (6)
O2W	0.0214 (7)	0.0315 (8)	0.0244 (7)	0.0103 (6)	−0.0007 (6)	−0.0020 (6)
O3W	0.0343 (8)	0.0224 (7)	0.0306 (8)	0.0082 (6)	0.0051 (6)	0.0079 (6)
O4W	0.0279 (9)	0.0410 (11)	0.1016 (18)	0.0133 (8)	0.0171 (10)	0.0247 (11)
O5W	0.0495 (10)	0.0259 (8)	0.0551 (11)	0.0082 (7)	0.0353 (9)	0.0028 (8)

Geometric parameters (Å, º)

Mn1—O1W	2.1498 (13)	C3—H3C	0.9800
Mn1—O1W^i	2.1498 (13)	N3—C4	1.392 (2)
Mn1—O21^i	2.1555 (12)	C4—O4	1.227 (2)
Mn1—O21	2.1556 (12)	C4—C5	1.449 (3)
Mn1—O2W	2.2254 (14)	C5—N5	1.340 (3)
Mn1—O2W^i	2.2254 (15)	C5—C6	1.444 (2)
N1—C2	1.328 (2)	N5—O5	1.286 (2)
N1—C6	1.344 (2)	C6—N6	1.315 (2)
C2—N2	1.327 (3)	N6—H6A	0.8800
C2—N3	1.381 (2)	N6—H6B	0.8800
N2—C21	1.452 (2)	O1W—H1W1	0.96 (2)
N2—H2	0.8800	O1W—H2W1	0.96 (2)
C21—C22	1.524 (2)	O2W—H1W2	0.96 (2)
C21—H21A	0.9900	O2W—H2W2	0.96 (2)
C21—H21B	0.9900	O3W—H1W3	0.96 (3)
C22—O22	1.250 (2)	O3W—H2W3	0.96 (3)
C22—O21	1.267 (2)	O4W—H1W4	0.95 (3)
C3—N3	1.472 (2)	O4W—H2W4	0.96 (2)
C3—H3A	0.9800	O5W—H1W5	0.95 (2)
C3—H3B	0.9800	O5W—H2W5	0.96 (2)
O1W—Mn1—O1W^i	180.0	N3—C3—H3A	109.5
O1W—Mn1—O21^i	91.84 (5)	N3—C3—H3B	109.5
O1W^i—Mn1—O21^i	88.16 (5)	H3A—C3—H3B	109.5
O1W—Mn1—O21	88.16 (5)	N3—C3—H3C	109.5
O1W^i—Mn1—O21	91.84 (5)	H3A—C3—H3C	109.5
O21^i—Mn1—O21	180.0	H3B—C3—H3C	109.5
O1W—Mn1—O2W	87.15 (6)	C2—N3—C4	120.64 (16)
O1W^i—Mn1—O2W	92.85 (6)	C2—N3—C3	120.96 (16)
O21^i—Mn1—O2W	93.72 (5)	C4—N3—C3	118.39 (15)
O21—Mn1—O2W	86.28 (5)	O4—C4—N3	120.23 (17)
O1W—Mn1—O2W^i	92.85 (6)	O4—C4—C5	123.57 (17)
O1W^i—Mn1—O2W^i	87.15 (6)	N3—C4—C5	116.20 (15)
O21^i—Mn1—O2W^i	86.28 (5)	N5—C5—C6	127.45 (17)
O21—Mn1—O2W^i	93.72 (5)	N5—C5—C4	114.18 (15)
O2W—Mn1—O2W^i	180.0	C6—C5—C4	118.37 (16)
C2—N1—C6	118.46 (15)	O5—N5—C5	117.91 (15)
N2—C2—N1	118.28 (16)	N6—C6—N1	118.07 (16)
N2—C2—N3	117.25 (16)	N6—C6—C5	120.10 (17)
N1—C2—N3	124.45 (17)	N1—C6—C5	121.81 (17)
C2—N2—C21	121.97 (16)	C6—N6—H6A	120.0
C2—N2—H2	119.0	C6—N6—H6B	120.0
C21—N2—H2	119.0	H6A—N6—H6B	120.0
N2—C21—C22	114.76 (15)	Mn1—O1W—H1W1	106.8 (13)
N2—C21—H21A	108.6	Mn1—O1W—H2W1	118.6 (14)
C22—C21—H21A	108.6	H1W1—O1W—H2W1	108 (2)
N2—C21—H21B	108.6	Mn1—O2W—H1W2	126.6 (14)
C22—C21—H21B	108.6	Mn1—O2W—H2W2	124.1 (15)
H21A—C21—H21B	107.6	H1W2—O2W—H2W2	108 (2)
O22—C22—O21	126.21 (16)	H1W3—O3W—H2W3	108 (2)
O22—C22—C21	120.52 (15)	H1W4—O4W—H2W4	108 (3)
O21—C22—C21	113.27 (16)	H1W5—O5W—H2W5	109 (2)
C22—O21—Mn1	131.54 (12)
C6—N1—C2—N2	−177.54 (16)	C2—N3—C4—O4	−177.60 (16)
C6—N1—C2—N3	1.3 (3)	C3—N3—C4—O4	1.7 (3)
N1—C2—N2—C21	−3.8 (3)	C2—N3—C4—C5	2.4 (2)
N3—C2—N2—C21	177.24 (15)	C3—N3—C4—C5	−178.33 (16)
C2—N2—C21—C22	−80.4 (2)	O4—C4—C5—N5	−0.7 (3)
N2—C21—C22—O22	−3.8 (3)	N3—C4—C5—N5	179.25 (15)
N2—C21—C22—O21	176.85 (15)	O4—C4—C5—C6	179.13 (17)
O22—C22—O21—Mn1	−7.5 (3)	N3—C4—C5—C6	−0.9 (2)
C21—C22—O21—Mn1	171.83 (12)	C6—C5—N5—O5	0.2 (3)
O1W—Mn1—O21—C22	20.30 (16)	C4—C5—N5—O5	−179.93 (15)
O1W^i—Mn1—O21—C22	−159.70 (16)	C2—N1—C6—N6	178.78 (16)
O2W—Mn1—O21—C22	−66.96 (16)	C2—N1—C6—C5	0.3 (3)
O2W^i—Mn1—O21—C22	113.04 (16)	N5—C5—C6—N6	0.9 (3)
N2—C2—N3—C4	176.06 (15)	C4—C5—C6—N6	−178.90 (16)
N1—C2—N3—C4	−2.8 (3)	N5—C5—C6—N1	179.34 (17)
N2—C2—N3—C3	−3.2 (2)	C4—C5—C6—N1	−0.5 (3)
N1—C2—N3—C3	177.98 (17)

Symmetry code: (i) −x+1, −y, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2···O3W^ii	0.88	2.02	2.804 (2)	148
N6—H6A···O4^iii	0.88	2.00	2.828 (2)	156
N6—H6B···O5	0.88	1.97	2.620 (2)	130
O1W—H1W1···O22	0.96 (2)	1.86 (2)	2.742 (2)	151 (2)
O1W—H2W1···O3W	0.96 (2)	1.77 (2)	2.731 (2)	177 (2)
O2W—H1W2···O22^ii	0.96 (2)	1.98 (2)	2.933 (2)	174 (2)
O2W—H2W2···O5^iv	0.96 (2)	1.80 (2)	2.705 (2)	156 (2)
O3W—H1W3···O5W	0.96 (3)	1.88 (3)	2.817 (3)	167 (3)
O3W—H2W3···O4W	0.96 (3)	2.00 (3)	2.865 (3)	150 (3)
O4W—H1W4···O4W^v	0.95 (3)	1.85 (3)	2.754 (3)	158 (4)
O4W—H2W4···O21^vi	0.96 (2)	2.05 (2)	2.981 (3)	164 (3)
O5W—H1W5···O4^vii	0.95 (2)	2.19 (2)	2.958 (2)	137 (2)
O5W—H1W5···N5^vii	0.95 (2)	2.24 (2)	3.100 (3)	148 (2)
O5W—H2W5···O22^viii	0.96 (2)	1.92 (2)	2.864 (2)	167 (2)

Symmetry codes: (ii) −x, −y, −z+1; (iii) x+1, y, z; (iv) x, y−1, z−1; (v) −x, −y+1, −z+1; (vi) x, y+1, z; (vii) x+1, y, z−1; (viii) −x+1, −y+1, −z+1.