{Tris[2-(2-pyridylmethyl­eneimino)eth­yl]amine}manganese(II) bis(perchlorate)

In the title complex, [Mn(C₂₄H₂₇N₇)](ClO₄)₂, the Mn^II ion is chelated by a tris­[2-(2-pyridylmethyl­eneimino)eth­yl]amine ligand, in a distorted octa­hedral coordination geometry. Weak C—H...O inter­actions occur between the perchlorate anions and the Mn^II complex cation.

Key indicators

• Single-crystal X-ray study
• T = 296 K
• Mean [sigma](C-C) = 0.008 Å
• R factor = 0.064
• wR factor = 0.202
• Data-to-parameter ratio = 13.6

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density ....       2.22
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          8

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   3 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 2001); software used to prepare material for publication: SHELXTL.

{Tris[2-(2-pyridylmethyleneimino)ethyl]amine}manganese(II) diperchlorate

Crystal data

[Mn(C24H27N7)](ClO4)2	F(000) = 2744
Mr = 667.37	Dx = 1.519 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 1930 reflections
a = 28.3550 (13) Å	θ = 2.8–19.8°
b = 10.7721 (5) Å	µ = 0.69 mm^−1
c = 19.4761 (8) Å	T = 296 K
β = 101.070 (3)°	Block, yellow
V = 5838.1 (5) Å^3	0.40 × 0.25 × 0.21 mm
Z = 8

Data collection

Bruker SMART CCD area-detector diffractometer	5173 independent reflections
Radiation source: fine-focus sealed tube	3581 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.049
φ and ω scans	θmax = 25.1°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	h = −33→33
Tmin = 0.768, Tmax = 0.869	k = −10→12
15092 measured reflections	l = −23→23

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)] = 0.064	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.202	H-atom parameters constrained
S = 1.00	w = 1/[σ^2(Fo^2) + (0.0889P)^2 + 12.2245P] where P = (Fo^2 + 2Fc^2)/3
5173 reflections	(Δ/σ)max < 0.001
379 parameters	Δρmax = 0.89 e Å^−3
0 restraints	Δρmin = −0.40 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Mn1	0.13441 (2)	0.17339 (6)	0.23021 (3)	0.0526 (3)
N1	0.14293 (13)	−0.0117 (3)	0.29603 (18)	0.0562 (9)
N2	0.06493 (12)	0.0719 (3)	0.20579 (18)	0.0543 (8)
N3	0.11014 (14)	0.2670 (4)	0.3278 (2)	0.0628 (10)
N4	0.11150 (14)	0.3655 (4)	0.2020 (2)	0.0632 (10)
N5	0.21416 (13)	0.2084 (4)	0.2750 (2)	0.0624 (10)
N6	0.17601 (14)	0.1003 (4)	0.1529 (2)	0.0636 (10)
N7	0.08635 (15)	0.2005 (4)	0.0902 (2)	0.0647 (10)
C1	0.17992 (18)	−0.0522 (5)	0.3446 (2)	0.0650 (12)
H1	0.2080	−0.0056	0.3530	0.078*
C2	0.1782 (2)	−0.1589 (5)	0.3823 (3)	0.0708 (13)
H2	0.2045	−0.1828	0.4161	0.085*
C3	0.1373 (2)	−0.2302 (5)	0.3697 (3)	0.0736 (14)
H3	0.1355	−0.3036	0.3942	0.088*
C4	0.09907 (19)	−0.1905 (4)	0.3201 (2)	0.0646 (12)
H4	0.0710	−0.2371	0.3102	0.078*
C5	0.10291 (15)	−0.0808 (4)	0.2853 (2)	0.0502 (10)
C6	0.06249 (15)	−0.0330 (4)	0.2334 (2)	0.0538 (10)
H6	0.0348	−0.0807	0.2208	0.065*
C7	0.02510 (17)	0.1146 (5)	0.1509 (2)	0.0678 (13)
H7A	0.0141	0.1956	0.1628	0.081*
H7B	−0.0016	0.0569	0.1462	0.081*
C8	0.04351 (18)	0.1219 (5)	0.0831 (2)	0.0710 (13)
H8A	0.0512	0.0390	0.0691	0.085*
H8B	0.0185	0.1552	0.0467	0.085*
C9	0.1090 (2)	0.2194 (6)	0.3901 (3)	0.0787 (15)
H9	0.1237	0.1430	0.4018	0.094*
C10	0.0867 (2)	0.2792 (7)	0.4391 (3)	0.0882 (18)
H10	0.0866	0.2435	0.4826	0.106*
C11	0.0650 (2)	0.3904 (7)	0.4220 (4)	0.095 (2)
H11	0.0498	0.4319	0.4535	0.114*
C12	0.0658 (2)	0.4405 (6)	0.3578 (4)	0.0840 (17)
H12	0.0508	0.5160	0.3448	0.101*
C13	0.08930 (17)	0.3772 (5)	0.3124 (3)	0.0660 (12)
C14	0.09197 (19)	0.4277 (5)	0.2429 (3)	0.0744 (14)
H14	0.0792	0.5054	0.2296	0.089*
C15	0.1107 (2)	0.4114 (5)	0.1299 (3)	0.0782 (15)
H15A	0.1424	0.4041	0.1184	0.094*
H15B	0.1012	0.4980	0.1261	0.094*
C16	0.0754 (2)	0.3338 (5)	0.0814 (3)	0.0805 (15)
H16A	0.0434	0.3493	0.0902	0.097*
H16B	0.0759	0.3577	0.0335	0.097*
C17	0.23377 (19)	0.2588 (5)	0.3369 (3)	0.0752 (14)
H17	0.2133	0.2942	0.3635	0.090*
C18	0.2821 (2)	0.2612 (6)	0.3631 (4)	0.0931 (19)
H18	0.2944	0.2961	0.4065	0.112*
C19	0.3120 (2)	0.2098 (7)	0.3225 (5)	0.105 (2)
H19	0.3450	0.2096	0.3385	0.127*
C20	0.2929 (2)	0.1590 (6)	0.2585 (4)	0.0931 (19)
H20	0.3129	0.1246	0.2309	0.112*
C21	0.24407 (17)	0.1594 (5)	0.2359 (3)	0.0687 (13)
C22	0.22056 (19)	0.1054 (5)	0.1686 (3)	0.0735 (14)
H22	0.2391	0.0750	0.1378	0.088*
C23	0.1517 (2)	0.0538 (6)	0.0842 (3)	0.0789 (15)
H23A	0.1321	−0.0179	0.0899	0.095*
H23B	0.1752	0.0294	0.0566	0.095*
C24	0.1203 (2)	0.1580 (5)	0.0478 (3)	0.0768 (14)
H24A	0.1404	0.2268	0.0392	0.092*
H24B	0.1028	0.1288	0.0030	0.092*
Cl1	0.02432 (4)	0.72080 (12)	0.11081 (6)	0.0630 (3)
Cl2	0.20807 (5)	0.50054 (14)	0.48888 (8)	0.0814 (4)
O1	0.01570 (18)	0.6200 (4)	0.0637 (2)	0.1035 (13)
O2	0.0214 (2)	0.6809 (4)	0.1796 (2)	0.1121 (16)
O3	0.06974 (15)	0.7733 (5)	0.1091 (3)	0.1178 (17)
O4	−0.01038 (17)	0.8138 (5)	0.0917 (3)	0.1122 (15)
O5	0.1895 (2)	0.4995 (6)	0.4144 (3)	0.1309 (18)
O6	0.2534 (2)	0.4416 (7)	0.5045 (3)	0.153 (2)
O7	0.2158 (4)	0.6217 (8)	0.5048 (6)	0.275 (7)
O8	0.1753 (3)	0.4459 (13)	0.5195 (5)	0.255 (6)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0497 (4)	0.0550 (4)	0.0546 (4)	0.0031 (3)	0.0138 (3)	0.0010 (3)
N1	0.055 (2)	0.059 (2)	0.054 (2)	0.0015 (17)	0.0077 (17)	0.0034 (17)
N2	0.0481 (19)	0.065 (2)	0.0484 (19)	0.0020 (16)	0.0069 (15)	0.0035 (17)
N3	0.064 (2)	0.069 (2)	0.058 (2)	0.0015 (19)	0.0198 (18)	−0.0075 (19)
N4	0.065 (2)	0.055 (2)	0.070 (2)	0.0011 (19)	0.014 (2)	0.005 (2)
N5	0.050 (2)	0.065 (2)	0.073 (3)	−0.0043 (18)	0.0124 (18)	0.002 (2)
N6	0.064 (2)	0.071 (2)	0.059 (2)	0.0118 (19)	0.0204 (19)	0.0031 (19)
N7	0.069 (2)	0.070 (2)	0.055 (2)	0.008 (2)	0.0106 (18)	0.0134 (19)
C1	0.061 (3)	0.067 (3)	0.062 (3)	0.000 (2)	−0.002 (2)	0.004 (2)
C2	0.080 (3)	0.072 (3)	0.055 (3)	0.007 (3)	0.001 (2)	0.007 (2)
C3	0.098 (4)	0.067 (3)	0.054 (3)	−0.002 (3)	0.010 (3)	0.014 (2)
C4	0.074 (3)	0.067 (3)	0.054 (3)	−0.011 (2)	0.016 (2)	0.005 (2)
C5	0.055 (2)	0.058 (2)	0.041 (2)	−0.0012 (19)	0.0158 (18)	0.0011 (18)
C6	0.048 (2)	0.062 (3)	0.053 (2)	−0.0013 (19)	0.0141 (19)	0.001 (2)
C7	0.053 (3)	0.079 (3)	0.066 (3)	0.008 (2)	−0.001 (2)	0.008 (3)
C8	0.069 (3)	0.082 (3)	0.054 (3)	0.000 (3)	−0.005 (2)	0.009 (2)
C9	0.087 (4)	0.092 (4)	0.061 (3)	−0.009 (3)	0.023 (3)	−0.011 (3)
C10	0.088 (4)	0.122 (5)	0.062 (3)	−0.021 (4)	0.031 (3)	−0.026 (3)
C11	0.081 (4)	0.114 (5)	0.101 (5)	−0.025 (4)	0.043 (3)	−0.056 (4)
C12	0.068 (3)	0.081 (4)	0.108 (5)	−0.007 (3)	0.031 (3)	−0.038 (3)
C13	0.055 (3)	0.065 (3)	0.079 (3)	−0.006 (2)	0.017 (2)	−0.019 (3)
C14	0.069 (3)	0.058 (3)	0.096 (4)	0.008 (2)	0.018 (3)	−0.005 (3)
C15	0.089 (4)	0.065 (3)	0.080 (3)	0.007 (3)	0.014 (3)	0.020 (3)
C16	0.085 (4)	0.078 (4)	0.074 (3)	0.011 (3)	0.005 (3)	0.021 (3)
C17	0.071 (3)	0.070 (3)	0.080 (4)	−0.013 (3)	0.004 (3)	−0.003 (3)
C18	0.082 (4)	0.077 (4)	0.105 (5)	−0.018 (3)	−0.019 (4)	0.013 (3)
C19	0.056 (3)	0.093 (4)	0.155 (7)	−0.012 (3)	−0.012 (4)	0.022 (5)
C20	0.054 (3)	0.104 (5)	0.124 (5)	0.006 (3)	0.022 (3)	0.015 (4)
C21	0.050 (3)	0.069 (3)	0.088 (4)	0.001 (2)	0.017 (2)	0.016 (3)
C22	0.064 (3)	0.088 (4)	0.076 (3)	0.013 (3)	0.032 (3)	0.008 (3)
C23	0.084 (3)	0.094 (4)	0.063 (3)	0.009 (3)	0.024 (3)	−0.012 (3)
C24	0.090 (4)	0.093 (4)	0.050 (3)	−0.002 (3)	0.017 (3)	0.001 (3)
Cl1	0.0616 (7)	0.0727 (7)	0.0527 (6)	0.0020 (6)	0.0059 (5)	0.0013 (5)
Cl2	0.0847 (9)	0.0811 (9)	0.0813 (9)	−0.0040 (7)	0.0232 (7)	0.0097 (7)
O1	0.124 (3)	0.099 (3)	0.084 (3)	−0.014 (3)	0.011 (2)	−0.033 (2)
O2	0.176 (5)	0.096 (3)	0.060 (2)	−0.002 (3)	0.014 (3)	0.017 (2)
O3	0.073 (3)	0.148 (4)	0.138 (4)	−0.027 (3)	0.036 (3)	−0.045 (3)
O4	0.096 (3)	0.128 (4)	0.108 (3)	0.040 (3)	0.007 (3)	0.016 (3)
O5	0.135 (4)	0.162 (5)	0.096 (3)	0.019 (4)	0.021 (3)	0.010 (3)
O6	0.124 (4)	0.185 (6)	0.145 (5)	0.039 (4)	0.014 (4)	0.002 (4)
O7	0.268 (10)	0.129 (5)	0.343 (14)	0.008 (7)	−0.156 (10)	−0.053 (7)
O8	0.176 (7)	0.417 (16)	0.186 (7)	−0.065 (9)	0.070 (6)	0.093 (9)

Geometric parameters (Å, º)

Mn1—N1	2.357 (4)	C9—H9	0.9300
Mn1—N2	2.223 (4)	C10—C11	1.358 (10)
Mn1—N3	2.367 (4)	C10—H10	0.9300
Mn1—N4	2.206 (4)	C11—C12	1.366 (9)
Mn1—N5	2.294 (4)	C11—H11	0.9300
Mn1—N6	2.228 (4)	C12—C13	1.383 (7)
N1—C5	1.339 (5)	C12—H12	0.9300
N1—C1	1.344 (6)	C13—C14	1.474 (8)
N2—C6	1.259 (5)	C14—H14	0.9300
N2—C7	1.472 (6)	C15—C16	1.493 (8)
N3—C9	1.324 (7)	C15—H15A	0.9700
N3—C13	1.334 (6)	C15—H15B	0.9700
N4—C14	1.249 (6)	C16—H16A	0.9700
N4—C15	1.485 (6)	C16—H16B	0.9700
N5—C17	1.340 (7)	C17—C18	1.369 (8)
N5—C21	1.352 (6)	C17—H17	0.9300
N6—C22	1.243 (6)	C18—C19	1.380 (10)
N6—C23	1.470 (7)	C18—H18	0.9300
N7—C24	1.457 (7)	C19—C20	1.373 (10)
N7—C8	1.466 (7)	C19—H19	0.9300
N7—C16	1.472 (7)	C20—C21	1.371 (8)
C1—C2	1.370 (7)	C20—H20	0.9300
C1—H1	0.9300	C21—C22	1.472 (8)
C2—C3	1.374 (7)	C22—H22	0.9300
C2—H2	0.9300	C23—C24	1.521 (8)
C3—C4	1.375 (7)	C23—H23A	0.9700
C3—H3	0.9300	C23—H23B	0.9700
C4—C5	1.377 (6)	C24—H24A	0.9700
C4—H4	0.9300	C24—H24B	0.9700
C5—C6	1.468 (6)	Cl1—O4	1.403 (4)
C6—H6	0.9300	Cl1—O1	1.412 (4)
C7—C8	1.512 (7)	Cl1—O3	1.413 (4)
C7—H7A	0.9700	Cl1—O2	1.424 (4)
C7—H7B	0.9700	Cl2—O8	1.332 (7)
C8—H8A	0.9700	Cl2—O7	1.350 (8)
C8—H8B	0.9700	Cl2—O6	1.412 (6)
C9—C10	1.401 (8)	Cl2—O5	1.444 (5)
N4—Mn1—N2	101.62 (14)	C11—C10—C9	118.7 (6)
N4—Mn1—N6	109.41 (15)	C11—C10—H10	120.7
N2—Mn1—N6	104.12 (14)	C9—C10—H10	120.7
N4—Mn1—N5	99.32 (14)	C10—C11—C12	119.2 (5)
N2—Mn1—N5	158.56 (14)	C10—C11—H11	120.4
N6—Mn1—N5	72.80 (15)	C12—C11—H11	120.4
N4—Mn1—N1	157.35 (14)	C11—C12—C13	119.0 (6)
N2—Mn1—N1	72.22 (13)	C11—C12—H12	120.5
N6—Mn1—N1	93.23 (14)	C13—C12—H12	120.5
N5—Mn1—N1	86.65 (13)	N3—C13—C12	122.8 (5)
N4—Mn1—N3	71.51 (15)	N3—C13—C14	115.8 (4)
N2—Mn1—N3	89.95 (13)	C12—C13—C14	121.4 (5)
N6—Mn1—N3	165.15 (15)	N4—C14—C13	119.7 (5)
N5—Mn1—N3	92.38 (14)	N4—C14—H14	120.2
N1—Mn1—N3	86.50 (13)	C13—C14—H14	120.2
C5—N1—C1	116.9 (4)	N4—C15—C16	107.3 (4)
C5—N1—Mn1	112.9 (3)	N4—C15—H15A	110.2
C1—N1—Mn1	130.0 (3)	C16—C15—H15A	110.2
C6—N2—C7	119.5 (4)	N4—C15—H15B	110.2
C6—N2—Mn1	118.0 (3)	C16—C15—H15B	110.2
C7—N2—Mn1	121.8 (3)	H15A—C15—H15B	108.5
C9—N3—C13	117.6 (4)	N7—C16—C15	111.8 (4)
C9—N3—Mn1	129.2 (4)	N7—C16—H16A	109.2
C13—N3—Mn1	112.6 (3)	C15—C16—H16A	109.2
C14—N4—C15	119.8 (4)	N7—C16—H16B	109.2
C14—N4—Mn1	119.3 (4)	C15—C16—H16B	109.2
C15—N4—Mn1	119.8 (3)	H16A—C16—H16B	107.9
C17—N5—C21	117.9 (4)	N5—C17—C18	123.8 (6)
C17—N5—Mn1	128.1 (3)	N5—C17—H17	118.1
C21—N5—Mn1	113.6 (3)	C18—C17—H17	118.1
C22—N6—C23	121.1 (4)	C17—C18—C19	117.3 (6)
C22—N6—Mn1	117.6 (4)	C17—C18—H18	121.3
C23—N6—Mn1	121.2 (3)	C19—C18—H18	121.3
C24—N7—C8	112.9 (4)	C18—C19—C20	120.2 (6)
C24—N7—C16	112.8 (4)	C18—C19—H19	119.9
C8—N7—C16	113.7 (4)	C20—C19—H19	119.9
N1—C1—C2	123.2 (5)	C21—C20—C19	119.1 (6)
N1—C1—H1	118.4	C21—C20—H20	120.4
C2—C1—H1	118.4	C19—C20—H20	120.4
C1—C2—C3	119.3 (5)	N5—C21—C20	121.7 (6)
C1—C2—H2	120.4	N5—C21—C22	115.5 (4)
C3—C2—H2	120.4	C20—C21—C22	122.8 (5)
C4—C3—C2	118.5 (5)	N6—C22—C21	120.1 (4)
C4—C3—H3	120.8	N6—C22—H22	119.9
C2—C3—H3	120.8	C21—C22—H22	119.9
C3—C4—C5	119.1 (5)	N6—C23—C24	107.7 (4)
C3—C4—H4	120.4	N6—C23—H23A	110.2
C5—C4—H4	120.4	C24—C23—H23A	110.2
N1—C5—C4	123.0 (4)	N6—C23—H23B	110.2
N1—C5—C6	116.0 (4)	C24—C23—H23B	110.2
C4—C5—C6	121.0 (4)	H23A—C23—H23B	108.5
N2—C6—C5	120.6 (4)	N7—C24—C23	111.0 (4)
N2—C6—H6	119.7	N7—C24—H24A	109.4
C5—C6—H6	119.7	C23—C24—H24A	109.4
N2—C7—C8	107.8 (4)	N7—C24—H24B	109.4
N2—C7—H7A	110.2	C23—C24—H24B	109.4
C8—C7—H7A	110.2	H24A—C24—H24B	108.0
N2—C7—H7B	110.2	O4—Cl1—O1	110.6 (3)
C8—C7—H7B	110.2	O4—Cl1—O3	107.7 (3)
H7A—C7—H7B	108.5	O1—Cl1—O3	109.7 (3)
N7—C8—C7	111.5 (4)	O4—Cl1—O2	107.4 (3)
N7—C8—H8A	109.3	O1—Cl1—O2	110.2 (3)
C7—C8—H8A	109.3	O3—Cl1—O2	111.2 (3)
N7—C8—H8B	109.3	O8—Cl2—O7	114.9 (9)
C7—C8—H8B	109.3	O8—Cl2—O6	112.8 (6)
H8A—C8—H8B	108.0	O7—Cl2—O6	106.5 (6)
N3—C9—C10	122.7 (6)	O8—Cl2—O5	107.1 (5)
N3—C9—H9	118.6	O7—Cl2—O5	104.5 (5)
C10—C9—H9	118.6	O6—Cl2—O5	110.7 (4)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···O7^i	0.93	2.56	3.390 (13)	148
C11—H11···O1^ii	0.93	2.58	3.326 (8)	138
C14—H14···O2	0.93	2.57	3.466 (7)	163
C17—H17···O5	0.93	2.57	3.362 (8)	144
C19—H19···O3^iii	0.93	2.53	3.431 (8)	163
C22—H22···O5^iii	0.93	2.57	3.464 (8)	163

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