Bis[N-(8-quinol-yl)pyridine-2-carbox-amidato-κN,N',N'']manganese(III) perchlorate monohydrate.

The Mn(III) ion in the title complex, [Mn(C(15)H(10)N(3)O)(2)]ClO(4)·H(2)O, is coordinated meridionally by six N atoms from two tridentate N-(8-quinol-yl)pyridine-2-carboxamidate ligands, yielding a distorted octa-hedral coordination geometry. The two ligands are nearly planar and their mean planes are almost perpendicular, with a dihedral angle of 86.7 (2)°.

Related literature

For related literature, see: Dutta et al. (2000 ▶); Ni et al. (2006 ▶); Ni (2007 ▶); Zhang et al. (2001 ▶).

Experimental

Crystal data

[Mn(C15H10N3O)2]n class="Chemical">ClO4·H2O

M = 668.93

Triclinic,

a = 9.2314 (5) Å

b = 12.9987 (10) Å

c = 12.0126 (5) Å

α = 95.786 (1)°

β = 91.592 (2)°

γ = 90.486 (1)°

V = 1433.48 (15) Å3

Z = 2

Mo Kα radiation

μ = 0.61 mm−1

T = 293 (2) K

0.28 × 0.22 × 0.18 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.847, T max = 0.898

5004 measured reflections

4920 independent reflections

3731 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.066

wR(F 2) = 0.189

S = 1.00

4920 reflections

406 parameters

H-atom parameters constrained

Δρmax = 0.59 e Å−3

Δρmin = −0.67 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Bruker, 2001 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808000287/cf2173sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808000287/cf2173Isup2.hkl

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

[Mn(C15H10N3O)2]ClO4·H2O	Z = 2
Mr = 668.93	F000 = 684
Triclinic, P1	Dx = 1.550 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 9.2314 (5) Å	Cell parameters from 4924 reflections
b = 12.9987 (10) Å	θ = 3.1–25.0º
c = 12.0126 (5) Å	µ = 0.61 mm−1
α = 95.786 (1)º	T = 293 (2) K
β = 91.592 (2)º	Block, pink
γ = 90.486 (1)º	0.28 × 0.22 × 0.18 mm
V = 1433.48 (15) Å3

Bruker APEXII CCD area-detector diffractometer	4920 independent reflections
Radiation source: fine-focus sealed tube	3731 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.029
T = 293(2) K	θmax = 25.0º
φ and ω scans	θmin = 3.1º
Absorption correction: multi-scan(SADABS; Bruker, 2001)	h = −10→10
Tmin = 0.847, Tmax = 0.898	k = −15→15
5004 measured reflections	l = −14→14

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)] = 0.066	H-atom parameters constrained
wR(F2) = 0.189	w = 1/[σ2(Fo2) + (0.1288P)2 + 0.5125P] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max < 0.001
4920 reflections	Δρmax = 0.59 e Å−3
406 parameters	Δρmin = −0.67 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	1.01973 (6)	0.24180 (4)	0.24794 (4)	0.0384 (2)
Cl1	0.51979 (17)	0.11333 (15)	0.74568 (15)	0.0909 (5)
N2	0.9935 (4)	0.3931 (3)	0.3109 (3)	0.0518 (9)
N6	0.9288 (4)	0.1667 (3)	0.3589 (3)	0.0475 (8)
N5	1.0500 (4)	0.0939 (3)	0.1904 (3)	0.0495 (8)
N4	1.1108 (4)	0.2804 (3)	0.1203 (3)	0.0527 (9)
N1	0.8270 (4)	0.2620 (3)	0.1907 (3)	0.0531 (9)
C21	1.1198 (5)	0.0783 (4)	0.0992 (4)	0.0574 (12)
C8	0.8606 (5)	0.4385 (4)	0.2926 (4)	0.0551 (11)
C30	0.9270 (5)	0.0526 (3)	0.3384 (3)	0.0490 (10)
C22	0.9966 (5)	0.0084 (3)	0.2476 (3)	0.0493 (10)
O1	1.1111 (5)	0.5442 (3)	0.4079 (4)	0.0856 (12)
O2	1.1503 (5)	−0.0117 (3)	0.0524 (3)	0.0824 (11)
N3	1.2070 (4)	0.2650 (3)	0.3217 (3)	0.0475 (8)
C20	1.1555 (5)	0.1885 (4)	0.0605 (3)	0.0564 (12)
C29	0.8639 (5)	0.2116 (4)	0.4435 (3)	0.0538 (11)
H29A	0.8655	0.2831	0.4598	0.065*
C10	1.1042 (5)	0.4462 (4)	0.3671 (4)	0.0581 (11)
C26	0.8586 (5)	−0.0202 (4)	0.4046 (4)	0.0599 (12)
C9	0.7712 (5)	0.3641 (4)	0.2238 (4)	0.0542 (11)
C19	1.2233 (6)	0.1982 (6)	−0.0317 (4)	0.0755 (16)
H19A	1.2555	0.1408	−0.0763	0.091*
C16	1.1330 (6)	0.3830 (5)	0.0897 (4)	0.0669 (14)
H16A	1.0992	0.4398	0.1346	0.080*
C3	0.5529 (7)	0.3131 (6)	0.1275 (5)	0.0885 (19)
H3A	0.4579	0.3260	0.1054	0.106*
C4	0.6317 (6)	0.3950 (5)	0.1946 (4)	0.0683 (14)
C27	0.7876 (5)	0.0330 (5)	0.4904 (4)	0.0675 (14)
H27A	0.7353	−0.0039	0.5385	0.081*
C25	0.8682 (6)	−0.1357 (4)	0.3793 (5)	0.0711 (15)
H25A	0.8232	−0.1787	0.4255	0.085*
C1	0.7488 (6)	0.1890 (5)	0.1282 (4)	0.0686 (14)
H1A	0.7861	0.1235	0.1091	0.082*
C7	0.8077 (6)	0.5402 (4)	0.3300 (4)	0.0646 (13)
H7A	0.8676	0.5861	0.3748	0.078*
C15	1.3127 (5)	0.1909 (4)	0.3235 (4)	0.0577 (11)
H15A	1.2969	0.1248	0.2878	0.069*
C28	0.7912 (6)	0.1470 (5)	0.5094 (4)	0.0690 (14)
H28A	0.7411	0.1780	0.5698	0.083*
C24	0.9389 (7)	−0.1761 (4)	0.2934 (6)	0.0758 (16)
H24A	0.9466	−0.2473	0.2773	0.091*
C11	1.2259 (5)	0.3692 (4)	0.3732 (4)	0.0572 (11)
C12	1.3534 (6)	0.3970 (5)	0.4287 (5)	0.0775 (16)
H12A	1.3695	0.4635	0.4636	0.093*
C17	1.2026 (7)	0.3964 (6)	−0.0036 (5)	0.0810 (17)
H17A	1.2204	0.4610	−0.0277	0.097*
C23	1.0035 (6)	−0.1057 (4)	0.2258 (4)	0.0623 (12)
H23A	1.0534	−0.1331	0.1636	0.075*
C2	0.6104 (7)	0.2143 (6)	0.0929 (5)	0.094 (2)
H2A	0.5552	0.1666	0.0465	0.112*
C18	1.2466 (7)	0.3029 (7)	−0.0623 (5)	0.091 (2)
H18A	1.2960	0.3086	−0.1278	0.109*
C14	1.4402 (6)	0.2164 (5)	0.3784 (5)	0.0732 (15)
H14A	1.5138	0.1684	0.3824	0.088*
C13	1.4573 (7)	0.3211 (6)	0.4304 (6)	0.0904 (19)
H13A	1.5449	0.3388	0.4679	0.108*
C5	0.5839 (7)	0.5006 (6)	0.2351 (5)	0.0828 (18)
H5A	0.4908	0.5198	0.2149	0.099*
C6	0.6675 (7)	0.5712 (5)	0.3000 (5)	0.0816 (17)
H6A	0.6336	0.6368	0.3233	0.098*
O3	0.4151 (9)	0.0401 (7)	0.7756 (7)	0.182 (3)
O6	0.6578 (6)	0.0767 (6)	0.7331 (6)	0.142 (2)
O5	0.4784 (9)	0.1497 (12)	0.6457 (8)	0.258 (7)
O4	0.5174 (12)	0.2145 (7)	0.8072 (9)	0.220 (4)
O1W	0.7670 (12)	0.3638 (8)	0.8063 (11)	0.254 (6)

	U11	U22	U33	U12	U13	U23
Mn1	0.0473 (4)	0.0421 (4)	0.0250 (3)	0.0047 (2)	0.0057 (2)	−0.0016 (2)
Cl1	0.0727 (9)	0.1085 (13)	0.0909 (11)	0.0234 (9)	0.0159 (8)	0.0013 (9)
N2	0.067 (2)	0.0450 (19)	0.0427 (19)	0.0049 (17)	0.0095 (17)	−0.0011 (16)
N6	0.052 (2)	0.056 (2)	0.0325 (17)	0.0015 (16)	0.0008 (14)	−0.0011 (15)
N5	0.052 (2)	0.062 (2)	0.0333 (17)	0.0084 (17)	0.0005 (14)	−0.0034 (16)
N4	0.053 (2)	0.076 (3)	0.0299 (17)	0.0037 (18)	0.0016 (14)	0.0087 (17)
N1	0.058 (2)	0.069 (2)	0.0309 (17)	0.0032 (18)	0.0042 (15)	0.0008 (16)
C21	0.062 (3)	0.068 (3)	0.038 (2)	0.019 (2)	−0.0008 (19)	−0.013 (2)
C8	0.068 (3)	0.058 (3)	0.041 (2)	0.008 (2)	0.011 (2)	0.011 (2)
C30	0.049 (2)	0.058 (3)	0.040 (2)	−0.0046 (19)	−0.0094 (17)	0.0057 (19)
C22	0.050 (2)	0.051 (2)	0.044 (2)	0.0004 (19)	−0.0096 (18)	−0.0038 (19)
O1	0.106 (3)	0.055 (2)	0.090 (3)	0.000 (2)	−0.003 (2)	−0.0202 (19)
O2	0.107 (3)	0.089 (3)	0.0469 (19)	0.027 (2)	0.0061 (19)	−0.0160 (18)
N3	0.050 (2)	0.059 (2)	0.0334 (17)	−0.0011 (16)	0.0063 (14)	0.0023 (15)
C20	0.048 (2)	0.091 (4)	0.029 (2)	0.007 (2)	−0.0020 (16)	−0.004 (2)
C29	0.058 (3)	0.068 (3)	0.035 (2)	0.006 (2)	0.0039 (18)	0.003 (2)
C10	0.068 (3)	0.054 (3)	0.051 (3)	−0.003 (2)	0.007 (2)	−0.006 (2)
C26	0.057 (3)	0.074 (3)	0.050 (3)	−0.015 (2)	−0.012 (2)	0.018 (2)
C9	0.064 (3)	0.063 (3)	0.037 (2)	0.013 (2)	0.0147 (19)	0.0106 (19)
C19	0.067 (3)	0.127 (5)	0.031 (2)	0.003 (3)	0.010 (2)	0.000 (3)
C16	0.068 (3)	0.093 (4)	0.042 (3)	0.005 (3)	0.003 (2)	0.020 (3)
C3	0.065 (4)	0.130 (6)	0.071 (4)	0.024 (4)	−0.006 (3)	0.015 (4)
C4	0.066 (3)	0.093 (4)	0.051 (3)	0.023 (3)	0.009 (2)	0.023 (3)
C27	0.056 (3)	0.101 (4)	0.049 (3)	−0.011 (3)	0.001 (2)	0.026 (3)
C25	0.075 (4)	0.068 (3)	0.073 (4)	−0.014 (3)	−0.007 (3)	0.026 (3)
C1	0.065 (3)	0.083 (4)	0.054 (3)	0.014 (3)	−0.008 (2)	−0.009 (3)
C7	0.087 (4)	0.053 (3)	0.056 (3)	0.014 (2)	0.017 (2)	0.010 (2)
C15	0.068 (3)	0.063 (3)	0.043 (2)	0.008 (2)	0.003 (2)	0.008 (2)
C28	0.063 (3)	0.106 (4)	0.041 (2)	0.004 (3)	0.012 (2)	0.014 (3)
C24	0.087 (4)	0.051 (3)	0.089 (4)	−0.005 (3)	−0.013 (3)	0.009 (3)
C11	0.067 (3)	0.058 (3)	0.045 (2)	−0.009 (2)	0.006 (2)	−0.002 (2)
C12	0.073 (4)	0.083 (4)	0.071 (3)	−0.018 (3)	−0.006 (3)	−0.015 (3)
C17	0.082 (4)	0.114 (5)	0.051 (3)	−0.006 (3)	0.003 (3)	0.027 (3)
C23	0.073 (3)	0.055 (3)	0.056 (3)	0.005 (2)	−0.006 (2)	−0.005 (2)
C2	0.078 (4)	0.133 (6)	0.064 (4)	0.009 (4)	−0.021 (3)	−0.013 (4)
C18	0.077 (4)	0.154 (7)	0.042 (3)	0.002 (4)	0.014 (3)	0.014 (4)
C14	0.052 (3)	0.099 (4)	0.067 (3)	0.008 (3)	−0.011 (2)	0.005 (3)
C13	0.069 (4)	0.108 (5)	0.091 (4)	0.000 (3)	−0.015 (3)	−0.003 (4)
C5	0.077 (4)	0.109 (5)	0.068 (4)	0.032 (4)	0.011 (3)	0.030 (3)
C6	0.096 (4)	0.082 (4)	0.072 (4)	0.026 (3)	0.026 (3)	0.021 (3)
O3	0.164 (7)	0.217 (8)	0.172 (7)	−0.050 (6)	0.047 (5)	0.050 (6)
O6	0.109 (4)	0.176 (6)	0.146 (5)	0.063 (4)	0.029 (4)	0.034 (5)
O5	0.138 (7)	0.51 (2)	0.150 (7)	0.019 (9)	0.001 (5)	0.155 (10)
O4	0.280 (11)	0.141 (6)	0.231 (10)	0.035 (7)	0.097 (8)	−0.047 (6)
O1W	0.240 (11)	0.150 (7)	0.350 (16)	−0.003 (7)	0.052 (10)	−0.088 (9)

Mn1—N4	1.878 (3)	C9—C4	1.398 (7)
Mn1—N1	1.919 (4)	C19—C18	1.461 (10)
Mn1—N3	1.928 (4)	C19—H19A	0.930
Mn1—N6	1.935 (4)	C16—C17	1.334 (7)
Mn1—N5	2.000 (4)	C16—H16A	0.930
Mn1—N2	2.054 (4)	C3—C2	1.421 (10)
Cl1—O6	1.371 (5)	C3—C4	1.447 (9)
Cl1—O5	1.380 (8)	C3—H3A	0.930
Cl1—O3	1.429 (7)	C4—C5	1.485 (9)
Cl1—O4	1.442 (8)	C27—C28	1.477 (8)
N2—C10	1.353 (6)	C27—H27A	0.930
N2—C8	1.388 (6)	C25—C24	1.303 (9)
N6—C29	1.286 (6)	C25—H25A	0.930
N6—C30	1.478 (6)	C1—C2	1.388 (8)
N5—C21	1.286 (6)	C1—H1A	0.930
N5—C22	1.454 (6)	C7—C6	1.406 (9)
N4—C20	1.402 (6)	C7—H7A	0.930
N4—C16	1.433 (7)	C15—C14	1.355 (7)
N1—C1	1.342 (6)	C15—H15A	0.930
N1—C9	1.450 (6)	C28—H28A	0.930
C21—O2	1.283 (6)	C24—C23	1.422 (8)
C21—C20	1.585 (8)	C24—H24A	0.930
C8—C9	1.445 (7)	C11—C12	1.364 (7)
C8—C7	1.446 (7)	C12—C13	1.384 (9)
C30—C22	1.360 (6)	C12—H12A	0.930
C30—C26	1.449 (6)	C17—C18	1.411 (10)
C22—C23	1.481 (6)	C17—H17A	0.930
O1—C10	1.318 (6)	C23—H23A	0.930
N3—C15	1.378 (6)	C2—H2A	0.930
N3—C11	1.438 (6)	C18—H18A	0.930
C20—C19	1.304 (6)	C14—C13	1.444 (9)
C29—C28	1.391 (7)	C14—H14A	0.930
C29—H29A	0.930	C13—H13A	0.930
C10—C11	1.516 (7)	C5—C6	1.362 (9)
C26—C27	1.369 (8)	C5—H5A	0.930
C26—C25	1.505 (8)	C6—H6A	0.930
N4—Mn1—N1	94.61 (15)	C8—C9—N1	119.6 (4)
N4—Mn1—N3	85.35 (14)	C20—C19—C18	117.4 (6)
N1—Mn1—N3	162.60 (16)	C20—C19—H19A	121.3
N4—Mn1—N6	165.15 (17)	C18—C19—H19A	121.3
N1—Mn1—N6	86.06 (15)	C17—C16—N4	119.4 (6)
N3—Mn1—N6	98.42 (14)	C17—C16—H16A	120.3
N4—Mn1—N5	88.36 (16)	N4—C16—H16A	120.3
N1—Mn1—N5	100.50 (16)	C2—C3—C4	124.5 (5)
N3—Mn1—N5	96.89 (15)	C2—C3—H3A	117.7
N6—Mn1—N5	76.95 (15)	C4—C3—H3A	117.7
N4—Mn1—N2	92.24 (16)	C9—C4—C3	111.5 (5)
N1—Mn1—N2	81.17 (16)	C9—C4—C5	119.0 (6)
N3—Mn1—N2	81.45 (16)	C3—C4—C5	129.4 (5)
N6—Mn1—N2	102.51 (15)	C26—C27—C28	122.3 (5)
N5—Mn1—N2	178.18 (15)	C26—C27—H27A	118.8
O6—Cl1—O5	106.8 (5)	C28—C27—H27A	118.9
O6—Cl1—O3	115.4 (5)	C24—C25—C26	120.8 (5)
O5—Cl1—O3	110.0 (6)	C24—C25—H25A	119.6
O6—Cl1—O4	112.3 (6)	C26—C25—H25A	119.6
O5—Cl1—O4	93.5 (8)	N1—C1—C2	117.8 (6)
O3—Cl1—O4	116.3 (5)	N1—C1—H1A	121.1
C10—N2—C8	121.8 (4)	C2—C1—H1A	121.1
C10—N2—Mn1	120.3 (3)	C6—C7—C8	121.4 (5)
C8—N2—Mn1	117.9 (3)	C6—C7—H7A	119.3
C29—N6—C30	120.0 (4)	C8—C7—H7A	119.3
C29—N6—Mn1	123.0 (3)	C14—C15—N3	118.6 (5)
C30—N6—Mn1	116.8 (3)	C14—C15—H15A	120.7
C21—N5—C22	121.4 (4)	N3—C15—H15A	120.7
C21—N5—Mn1	116.1 (3)	C29—C28—C27	124.8 (5)
C22—N5—Mn1	122.5 (3)	C29—C28—H28A	117.6
C20—N4—C16	126.2 (4)	C27—C28—H28A	117.6
C20—N4—Mn1	106.4 (3)	C25—C24—C23	116.6 (5)
C16—N4—Mn1	127.4 (3)	C25—C24—H24A	121.7
C1—N1—C9	122.6 (4)	C23—C24—H24A	121.7
C1—N1—Mn1	124.1 (4)	C12—C11—N3	119.2 (5)
C9—N1—Mn1	113.4 (3)	C12—C11—C10	120.7 (5)
O2—C21—N5	123.9 (5)	N3—C11—C10	120.1 (4)
O2—C21—C20	129.2 (4)	C11—C12—C13	116.4 (5)
N5—C21—C20	106.9 (4)	C11—C12—H12A	121.8
N2—C8—C9	107.8 (4)	C13—C12—H12A	121.8
N2—C8—C7	130.8 (5)	C16—C17—C18	113.3 (6)
C9—C8—C7	121.4 (5)	C16—C17—H17A	123.3
C22—C30—C26	114.5 (4)	C18—C17—H17A	123.3
C22—C30—N6	118.1 (4)	C24—C23—C22	124.4 (5)
C26—C30—N6	127.4 (4)	C24—C23—H23A	117.8
C30—C22—N5	105.6 (4)	C22—C23—H23A	117.8
C30—C22—C23	120.3 (4)	C1—C2—C3	120.2 (6)
N5—C22—C23	134.1 (4)	C1—C2—H2A	119.9
C15—N3—C11	123.4 (4)	C3—C2—H2A	119.9
C15—N3—Mn1	124.0 (3)	C17—C18—C19	127.4 (5)
C11—N3—Mn1	112.6 (3)	C17—C18—H18A	116.3
C19—C20—N4	116.3 (5)	C19—C18—H18A	116.3
C19—C20—C21	121.5 (5)	C15—C14—C13	117.4 (5)
N4—C20—C21	122.1 (4)	C15—C14—H14A	121.3
N6—C29—C28	116.1 (5)	C13—C14—H14A	121.3
N6—C29—H29A	121.9	C12—C13—C14	125.0 (5)
C28—C29—H29A	121.9	C12—C13—H13A	117.5
O1—C10—N2	129.2 (5)	C14—C13—H13A	117.5
O1—C10—C11	125.3 (4)	C6—C5—C4	124.3 (6)
N2—C10—C11	105.5 (4)	C6—C5—H5A	117.9
C27—C26—C30	109.2 (5)	C4—C5—H5A	117.8
C27—C26—C25	127.4 (5)	C5—C6—C7	116.8 (6)
C30—C26—C25	123.4 (5)	C5—C6—H6A	121.6
C4—C9—C8	117.0 (5)	C7—C6—H6A	121.6
C4—C9—N1	123.3 (5)