Bond length of perchlorate at different temperatures: X-ray and neutron com­parison

The averages (average deviations from the mean are given in square brackets) of uncorrected Cl—O bond distances in a perchlorate anion from an X-ray diffraction analysis of (N-{2-[bis­(pyridin-2-ylmeth­yl)amino]­eth­yl}pyridine-2-car­boxamidato)(nitric oxide)manganese perchlorate aceto­nitrile disolvate, [Mn(C₂₀H₂₀N₅O)(NO)]ClO₄·2CH₃CN or [Mn(PaPy₃)(NO)]ClO₄·2CH₃CN, decrease from 1.447 [4] Å at 10 K to 1.428 [4] Å at 170 K. The 10 K value is close to the neutron value (1.441 [1] Å) at 18 K. Comparisons are made with a second X-ray study at 30 K [1.444 (8) Å] and to libration-corrected, density functional theory (DFT), and Cambridge Structural Database (CSD) values.

Computing details

For all structures, data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2015); data reduction: SAINT (Bruker, 2015); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015); molecular graphics: [Program(s) used to create the graphics?]; software used to prepare material for publication: SHELXL2018 (Sheldrick, 2015).

(N-{2-[Bis(pyridin-2-ylmethyl)amino]ethyl}pyridine-2-carboxamidato)(nitric oxide)manganese perchlorate acetonitrile disolvate (mn1484)

Crystal data

[Mn(C20H20N5O)(NO)]ClO4·2C2H3N	F(000) = 632
Mr = 612.92	Dx = 1.525 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 8.2608 (8) Å	Cell parameters from 5593 reflections
b = 14.0676 (13) Å	θ = 2.3–27.5°
c = 11.5967 (11) Å	µ = 0.65 mm^−1
β = 97.9839 (16)°	T = 10 K
V = 1334.6 (2) Å^3	Plate, brown
Z = 2	0.31 × 0.20 × 0.08 mm

Data collection

Bruker SMART 1000 diffractometer	5857 independent reflections
Radiation source: fine-focus sealed tube	5599 reflections with I > 2σ(I)
Detector resolution: 8.3 pixels mm^-1	Rint = 0.022
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 2016)	h = −10→8
Tmin = 0.619, Tmax = 0.746	k = −18→16
8724 measured reflections	l = −15→13

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.034	Only H-atom displacement parameters refined
wR(F^2) = 0.087	w = 1/[σ^2(Fo^2) + (0.0593P)^2] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.001
5857 reflections	Δρmax = 0.48 e Å^−3
449 parameters	Δρmin = −0.42 e Å^−3
1 restraint	Absolute structure: Flack x determined using 2435 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.025 (13)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Mn1	0.68327 (5)	0.74947 (3)	0.80016 (4)	0.00573 (12)
O2	0.5315 (3)	0.64825 (18)	0.6012 (2)	0.0116 (5)
N6	0.5891 (3)	0.6863 (2)	0.6898 (2)	0.0075 (5)
O1	0.8821 (3)	0.98745 (18)	0.9641 (2)	0.0124 (5)
N1	0.6714 (3)	0.8728 (2)	0.7142 (2)	0.0077 (5)
N2	0.7970 (3)	0.8328 (2)	0.9199 (2)	0.0081 (6)
N3	0.7398 (3)	0.6480 (2)	0.9234 (2)	0.0066 (5)
N4	0.9030 (3)	0.7071 (2)	0.7575 (2)	0.0074 (5)
N5	0.4886 (3)	0.76819 (19)	0.8859 (2)	0.0083 (6)
C1	0.5980 (4)	0.8892 (2)	0.6042 (3)	0.0096 (6)
H1	0.542 (5)	0.837 (3)	0.566 (4)	0.014 (11)*
C2	0.6075 (4)	0.9767 (2)	0.5503 (3)	0.0113 (7)
H2	0.552 (5)	0.985 (3)	0.475 (4)	0.011 (10)*
C3	0.6961 (4)	1.0501 (3)	0.6090 (3)	0.0117 (7)
H3	0.696 (5)	1.113 (3)	0.571 (4)	0.010 (10)*
C4	0.7705 (4)	1.0338 (3)	0.7221 (3)	0.0098 (6)
H4	0.820 (5)	1.076 (3)	0.766 (4)	0.008 (10)*
C5	0.7546 (4)	0.9460 (2)	0.7722 (3)	0.0079 (6)
C6	0.8206 (4)	0.9239 (2)	0.8971 (3)	0.0083 (6)
C7	0.8236 (4)	0.7948 (2)	1.0374 (3)	0.0085 (6)
H7A	0.723 (5)	0.801 (3)	1.077 (4)	0.013 (10)*
H7B	0.907 (5)	0.827 (3)	1.084 (3)	0.006 (9)*
C8	0.8545 (4)	0.6892 (3)	1.0245 (3)	0.0087 (6)
H8A	0.959 (5)	0.679 (3)	1.007 (4)	0.014 (10)*
H8B	0.837 (5)	0.653 (3)	1.099 (4)	0.013 (10)*
C9	0.8255 (4)	0.5719 (2)	0.8670 (3)	0.0083 (7)
H9A	0.752 (5)	0.538 (3)	0.819 (3)	0.004 (9)*
H9B	0.876 (5)	0.530 (3)	0.926 (3)	0.001 (9)*
C10	0.9463 (4)	0.6198 (2)	0.7994 (3)	0.0082 (6)
C11	1.0924 (4)	0.5772 (2)	0.7805 (3)	0.0088 (6)
H11	1.128 (6)	0.516 (4)	0.812 (4)	0.023 (12)*
C12	1.1944 (4)	0.6256 (2)	0.7149 (3)	0.0096 (6)
H12	1.296 (5)	0.599 (3)	0.696 (3)	0.003 (9)*
C13	1.1497 (4)	0.7152 (2)	0.6721 (3)	0.0101 (6)
H13	1.218 (5)	0.757 (4)	0.626 (4)	0.024 (12)*
C14	1.0036 (4)	0.7548 (3)	0.6958 (3)	0.0080 (6)
H14	0.964 (4)	0.813 (3)	0.665 (3)	0.003 (9)*
C15	0.5837 (4)	0.6148 (2)	0.9605 (3)	0.0089 (6)
H15A	0.601 (5)	0.583 (3)	1.033 (4)	0.007 (10)*
H15B	0.530 (5)	0.577 (3)	0.900 (3)	0.004 (9)*
C16	0.4721 (4)	0.6990 (2)	0.9647 (3)	0.0089 (6)
C17	0.3587 (4)	0.7060 (3)	1.0423 (3)	0.0117 (7)
H17	0.345 (5)	0.655 (3)	1.094 (4)	0.009 (10)*
C18	0.2589 (4)	0.7855 (3)	1.0384 (3)	0.0124 (7)
H18	0.191 (5)	0.788 (3)	1.099 (4)	0.018 (11)*
C19	0.2724 (4)	0.8551 (3)	0.9553 (3)	0.0121 (7)
H19	0.221 (6)	0.904 (4)	0.953 (4)	0.022 (13)*
C20	0.3893 (4)	0.8443 (2)	0.8812 (3)	0.0094 (6)
H20	0.405 (5)	0.889 (3)	0.829 (3)	0.004 (9)*
N7	0.5476 (4)	0.9372 (2)	0.2361 (3)	0.0161 (6)
C21	0.5790 (4)	0.8632 (3)	0.2731 (3)	0.0121 (7)
C22	0.6210 (4)	0.7681 (2)	0.3197 (3)	0.0149 (8)
H22A	0.530135	0.742934	0.356548	0.020 (11)*
H22B	0.719266	0.771933	0.377599	0.040 (15)*
H22C	0.641831	0.725819	0.256225	0.026 (13)*
N8	0.7443 (4)	0.5341 (2)	0.2575 (3)	0.0206 (7)
C23	0.8040 (4)	0.5465 (3)	0.3508 (3)	0.0137 (7)
C24	0.8792 (5)	0.5645 (3)	0.4709 (3)	0.0171 (8)
H24A	0.956298	0.513272	0.496513	0.042 (16)*
H24B	0.794035	0.566895	0.521810	0.014 (11)*
H24C	0.937575	0.625296	0.474599	0.052 (18)*
Cl1	1.11161 (9)	0.81806 (5)	0.36019 (6)	0.00814 (16)
O3	1.2703 (3)	0.79664 (19)	0.4254 (2)	0.0148 (5)
O4	0.9992 (3)	0.84442 (18)	0.4403 (2)	0.0140 (5)
O5	1.1270 (3)	0.89504 (17)	0.2803 (2)	0.0145 (5)
O6	1.0502 (3)	0.73482 (17)	0.2958 (2)	0.0146 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0054 (2)	0.0055 (2)	0.0061 (2)	−0.00028 (18)	0.00032 (15)	−0.00045 (19)
O2	0.0123 (11)	0.0133 (12)	0.0087 (11)	−0.0028 (10)	0.0002 (9)	−0.0046 (10)
N6	0.0073 (13)	0.0063 (13)	0.0096 (13)	−0.0006 (10)	0.0034 (10)	0.0015 (10)
O1	0.0152 (12)	0.0111 (12)	0.0104 (12)	−0.0025 (10)	0.0001 (9)	−0.0021 (10)
N1	0.0081 (12)	0.0074 (13)	0.0075 (13)	0.0014 (11)	0.0013 (10)	−0.0018 (10)
N2	0.0076 (13)	0.0083 (14)	0.0081 (13)	−0.0009 (11)	0.0000 (10)	−0.0004 (11)
N3	0.0065 (12)	0.0062 (13)	0.0072 (13)	−0.0001 (10)	0.0013 (10)	−0.0004 (10)
N4	0.0063 (12)	0.0078 (13)	0.0080 (13)	0.0002 (10)	0.0010 (10)	−0.0012 (11)
N5	0.0079 (12)	0.0079 (15)	0.0086 (12)	−0.0003 (10)	−0.0001 (10)	−0.0031 (10)
C1	0.0099 (15)	0.0105 (16)	0.0082 (15)	0.0016 (13)	0.0007 (12)	−0.0006 (13)
C2	0.0123 (15)	0.0120 (17)	0.0090 (15)	0.0039 (13)	−0.0005 (12)	0.0021 (13)
C3	0.0134 (16)	0.0100 (16)	0.0124 (16)	0.0025 (13)	0.0047 (13)	0.0025 (13)
C4	0.0101 (14)	0.0097 (16)	0.0101 (15)	−0.0007 (13)	0.0037 (12)	−0.0011 (12)
C5	0.0060 (14)	0.0093 (16)	0.0085 (15)	0.0015 (12)	0.0015 (12)	−0.0021 (12)
C6	0.0064 (14)	0.0094 (15)	0.0092 (16)	0.0013 (12)	0.0010 (12)	−0.0009 (12)
C7	0.0074 (15)	0.0117 (17)	0.0061 (15)	−0.0006 (13)	0.0005 (12)	−0.0005 (12)
C8	0.0066 (15)	0.0105 (16)	0.0087 (15)	−0.0005 (12)	0.0004 (12)	0.0023 (13)
C9	0.0086 (15)	0.0080 (16)	0.0090 (16)	0.0005 (13)	0.0036 (13)	0.0009 (13)
C10	0.0098 (15)	0.0072 (15)	0.0077 (15)	−0.0017 (12)	0.0016 (11)	−0.0014 (12)
C11	0.0091 (15)	0.0073 (16)	0.0094 (16)	0.0010 (12)	−0.0007 (12)	−0.0003 (12)
C12	0.0065 (14)	0.0130 (17)	0.0094 (15)	−0.0003 (13)	0.0017 (12)	−0.0010 (13)
C13	0.0085 (15)	0.0135 (16)	0.0089 (15)	−0.0023 (13)	0.0029 (12)	0.0012 (13)
C14	0.0083 (13)	0.0081 (14)	0.0071 (13)	−0.0009 (14)	−0.0004 (10)	−0.0011 (14)
C15	0.0075 (14)	0.0089 (16)	0.0105 (16)	−0.0020 (12)	0.0021 (12)	−0.0005 (13)
C16	0.0081 (15)	0.0092 (16)	0.0090 (15)	−0.0028 (13)	−0.0006 (12)	−0.0014 (12)
C17	0.0109 (15)	0.0141 (17)	0.0106 (16)	−0.0024 (13)	0.0032 (12)	0.0005 (13)
C18	0.0092 (15)	0.0155 (16)	0.0131 (16)	−0.0031 (13)	0.0039 (13)	−0.0077 (13)
C19	0.0085 (15)	0.0119 (17)	0.0155 (17)	0.0025 (13)	−0.0002 (13)	−0.0056 (13)
C20	0.0071 (15)	0.0100 (16)	0.0106 (15)	0.0007 (12)	−0.0005 (12)	−0.0018 (13)
N7	0.0177 (15)	0.0156 (16)	0.0148 (15)	−0.0019 (13)	0.0014 (12)	0.0010 (13)
C21	0.0107 (15)	0.0153 (18)	0.0103 (15)	−0.0019 (13)	0.0021 (12)	−0.0017 (13)
C22	0.0141 (16)	0.015 (2)	0.0162 (17)	0.0031 (13)	0.0038 (13)	0.0012 (13)
N8	0.0302 (18)	0.0160 (16)	0.0148 (16)	−0.0082 (15)	0.0005 (13)	0.0011 (13)
C23	0.0164 (17)	0.0097 (17)	0.0156 (18)	0.0006 (14)	0.0041 (14)	0.0018 (13)
C24	0.0192 (18)	0.019 (2)	0.0124 (17)	−0.0007 (15)	−0.0002 (14)	−0.0003 (14)
Cl1	0.0091 (3)	0.0080 (4)	0.0075 (3)	0.0003 (3)	0.0018 (3)	0.0004 (3)
O3	0.0104 (11)	0.0217 (14)	0.0118 (11)	0.0009 (10)	−0.0004 (9)	0.0013 (10)
O4	0.0127 (12)	0.0180 (13)	0.0123 (12)	0.0011 (10)	0.0056 (9)	−0.0024 (10)
O5	0.0184 (12)	0.0109 (12)	0.0153 (12)	0.0003 (10)	0.0062 (10)	0.0064 (10)
O6	0.0187 (12)	0.0084 (13)	0.0160 (12)	−0.0011 (10)	0.0004 (9)	−0.0049 (10)

Geometric parameters (Å, º)

Mn1—N6	1.660 (3)	C9—H9B	0.95 (4)
Mn1—N2	1.955 (3)	C10—C11	1.391 (5)
Mn1—N1	1.997 (3)	C11—C12	1.390 (5)
Mn1—N5	2.022 (3)	C11—H11	0.97 (5)
Mn1—N3	2.028 (3)	C12—C13	1.386 (5)
Mn1—N4	2.036 (3)	C12—H12	0.97 (4)
O2—N6	1.197 (4)	C13—C14	1.391 (4)
O1—C6	1.246 (4)	C13—H13	1.02 (5)
N1—C1	1.354 (4)	C14—H14	0.94 (4)
N1—C5	1.363 (4)	C15—C16	1.506 (5)
N2—C6	1.328 (5)	C15—H15A	0.95 (4)
N2—C7	1.453 (4)	C15—H15B	0.94 (4)
N3—C9	1.484 (4)	C16—C17	1.389 (5)
N3—C15	1.490 (4)	C17—C18	1.387 (5)
N3—C8	1.516 (4)	C17—H17	0.95 (4)
N4—C14	1.349 (4)	C18—C19	1.389 (5)
N4—C10	1.351 (4)	C18—H18	0.96 (5)
N5—C20	1.345 (4)	C19—C20	1.387 (5)
N5—C16	1.354 (4)	C19—H19	0.80 (5)
C1—C2	1.387 (5)	C20—H20	0.90 (4)
C1—H1	0.95 (4)	N7—C21	1.141 (5)
C2—C3	1.389 (5)	C21—C22	1.467 (5)
C2—H2	0.93 (4)	C22—H22A	0.9800
C3—C4	1.387 (5)	C22—H22B	0.9800
C3—H3	0.98 (4)	C22—H22C	0.9800
C4—C5	1.379 (5)	N8—C23	1.139 (5)
C4—H4	0.85 (4)	C23—C24	1.465 (5)
C5—C6	1.508 (5)	C24—H24A	0.9800
C7—C8	1.519 (5)	C24—H24B	0.9800
C7—H7A	1.01 (4)	C24—H24C	0.9800
C7—H7B	0.93 (4)	Cl1—O5	1.442 (2)
C8—H8A	0.93 (4)	Cl1—O6	1.442 (2)
C8—H8B	1.03 (4)	Cl1—O4	1.450 (2)
C9—C10	1.511 (5)	Cl1—O3	1.451 (2)
C9—H9A	0.90 (4)
N6—Mn1—N2	174.82 (13)	H8A—C8—H8B	111 (3)
N6—Mn1—N1	95.45 (12)	N3—C9—C10	107.3 (3)
N2—Mn1—N1	79.57 (11)	N3—C9—H9A	109 (2)
N6—Mn1—N5	97.42 (12)	C10—C9—H9A	111 (2)
N2—Mn1—N5	84.79 (11)	N3—C9—H9B	109 (2)
N1—Mn1—N5	98.36 (11)	C10—C9—H9B	113 (2)
N6—Mn1—N3	101.77 (13)	H9A—C9—H9B	107 (3)
N2—Mn1—N3	83.15 (11)	N4—C10—C11	121.8 (3)
N1—Mn1—N3	162.56 (11)	N4—C10—C9	115.5 (3)
N5—Mn1—N3	82.31 (11)	C11—C10—C9	122.7 (3)
N6—Mn1—N4	89.66 (12)	C12—C11—C10	118.7 (3)
N2—Mn1—N4	89.52 (11)	C12—C11—H11	118 (3)
N1—Mn1—N4	96.69 (11)	C10—C11—H11	123 (3)
N5—Mn1—N4	162.66 (11)	C13—C12—C11	119.4 (3)
N3—Mn1—N4	80.76 (11)	C13—C12—H12	118 (2)
O2—N6—Mn1	171.4 (3)	C11—C12—H12	123 (2)
C1—N1—C5	117.7 (3)	C12—C13—C14	119.3 (3)
C1—N1—Mn1	127.1 (2)	C12—C13—H13	125 (3)
C5—N1—Mn1	115.1 (2)	C14—C13—H13	115 (3)
C6—N2—C7	122.3 (3)	N4—C14—C13	121.4 (3)
C6—N2—Mn1	120.5 (2)	N4—C14—H14	115 (2)
C7—N2—Mn1	116.2 (2)	C13—C14—H14	123 (2)
C9—N3—C15	112.7 (3)	N3—C15—C16	108.7 (3)
C9—N3—C8	109.3 (3)	N3—C15—H15A	112 (2)
C15—N3—C8	111.7 (3)	C16—C15—H15A	112 (2)
C9—N3—Mn1	105.9 (2)	N3—C15—H15B	107 (2)
C15—N3—Mn1	107.5 (2)	C16—C15—H15B	104 (2)
C8—N3—Mn1	109.5 (2)	H15A—C15—H15B	113 (3)
C14—N4—C10	119.4 (3)	N5—C16—C17	121.8 (3)
C14—N4—Mn1	128.3 (2)	N5—C16—C15	115.1 (3)
C10—N4—Mn1	112.3 (2)	C17—C16—C15	123.1 (3)
C20—N5—C16	118.8 (3)	C18—C17—C16	119.1 (3)
C20—N5—Mn1	127.3 (2)	C18—C17—H17	120 (2)
C16—N5—Mn1	113.6 (2)	C16—C17—H17	121 (2)
N1—C1—C2	122.0 (3)	C17—C18—C19	119.1 (3)
N1—C1—H1	115 (3)	C17—C18—H18	114 (3)
C2—C1—H1	123 (3)	C19—C18—H18	126 (3)
C1—C2—C3	119.8 (3)	C20—C19—C18	118.9 (3)
C1—C2—H2	118 (3)	C20—C19—H19	119 (4)
C3—C2—H2	122 (3)	C18—C19—H19	122 (3)
C4—C3—C2	118.3 (3)	N5—C20—C19	122.3 (3)
C4—C3—H3	123 (2)	N5—C20—H20	116 (3)
C2—C3—H3	119 (2)	C19—C20—H20	122 (3)
C5—C4—C3	119.4 (3)	N7—C21—C22	179.3 (4)
C5—C4—H4	116 (3)	C21—C22—H22A	109.5
C3—C4—H4	124 (3)	C21—C22—H22B	109.5
N1—C5—C4	122.6 (3)	H22A—C22—H22B	109.5
N1—C5—C6	114.1 (3)	C21—C22—H22C	109.5
C4—C5—C6	123.2 (3)	H22A—C22—H22C	109.5
O1—C6—N2	128.9 (3)	H22B—C22—H22C	109.5
O1—C6—C5	120.8 (3)	N8—C23—C24	178.8 (4)
N2—C6—C5	110.3 (3)	C23—C24—H24A	109.5
N2—C7—C8	105.8 (3)	C23—C24—H24B	109.5
N2—C7—H7A	112 (2)	H24A—C24—H24B	109.5
C8—C7—H7A	107 (2)	C23—C24—H24C	109.5
N2—C7—H7B	111 (2)	H24A—C24—H24C	109.5
C8—C7—H7B	114 (2)	H24B—C24—H24C	109.5
H7A—C7—H7B	107 (3)	O5—Cl1—O6	109.46 (15)
N3—C8—C7	110.8 (3)	O5—Cl1—O4	109.92 (15)
N3—C8—H8A	106 (3)	O6—Cl1—O4	109.19 (15)
C7—C8—H8A	110 (3)	O5—Cl1—O3	109.69 (16)
N3—C8—H8B	109 (2)	O6—Cl1—O3	109.18 (15)
C7—C8—H8B	111 (2)	O4—Cl1—O3	109.38 (15)
C5—N1—C1—C2	0.8 (5)	Mn1—N4—C10—C11	−179.8 (3)
Mn1—N1—C1—C2	−175.3 (2)	C14—N4—C10—C9	−179.9 (3)
N1—C1—C2—C3	0.8 (5)	Mn1—N4—C10—C9	0.5 (4)
C1—C2—C3—C4	−1.3 (5)	N3—C9—C10—N4	−30.3 (4)
C2—C3—C4—C5	0.0 (5)	N3—C9—C10—C11	150.0 (3)
C1—N1—C5—C4	−2.1 (5)	N4—C10—C11—C12	−1.2 (5)
Mn1—N1—C5—C4	174.5 (2)	C9—C10—C11—C12	178.5 (3)
C1—N1—C5—C6	175.3 (3)	C10—C11—C12—C13	1.3 (5)
Mn1—N1—C5—C6	−8.1 (3)	C11—C12—C13—C14	−0.1 (5)
C3—C4—C5—N1	1.7 (5)	C10—N4—C14—C13	1.4 (5)
C3—C4—C5—C6	−175.5 (3)	Mn1—N4—C14—C13	−178.9 (2)
C7—N2—C6—O1	8.1 (5)	C12—C13—C14—N4	−1.3 (5)
Mn1—N2—C6—O1	175.8 (3)	C9—N3—C15—C16	−154.6 (3)
C7—N2—C6—C5	−169.7 (3)	C8—N3—C15—C16	81.9 (3)
Mn1—N2—C6—C5	−2.0 (4)	Mn1—N3—C15—C16	−38.2 (3)
N1—C5—C6—O1	−171.5 (3)	C20—N5—C16—C17	−1.7 (5)
C4—C5—C6—O1	5.9 (5)	Mn1—N5—C16—C17	171.6 (3)
N1—C5—C6—N2	6.5 (4)	C20—N5—C16—C15	177.7 (3)
C4—C5—C6—N2	−176.1 (3)	Mn1—N5—C16—C15	−9.0 (3)
C6—N2—C7—C8	−156.8 (3)	N3—C15—C16—N5	31.9 (4)
Mn1—N2—C7—C8	35.1 (3)	N3—C15—C16—C17	−148.7 (3)
C9—N3—C8—C7	145.7 (3)	N5—C16—C17—C18	0.5 (5)
C15—N3—C8—C7	−88.9 (3)	C15—C16—C17—C18	−178.9 (3)
Mn1—N3—C8—C7	30.0 (3)	C16—C17—C18—C19	1.5 (5)
N2—C7—C8—N3	−41.0 (3)	C17—C18—C19—C20	−2.2 (5)
C15—N3—C9—C10	161.6 (3)	C16—N5—C20—C19	0.9 (5)
C8—N3—C9—C10	−73.6 (3)	Mn1—N5—C20—C19	−171.3 (2)
Mn1—N3—C9—C10	44.3 (3)	C18—C19—C20—N5	1.0 (5)
C14—N4—C10—C11	−0.1 (5)

(N-{2-[Bis(pyridin-2-ylmethyl)amino]ethyl}pyridine-2-carboxamidato)(nitric oxide)manganese perchlorate acetonitrile disolvate (mn1485)

Crystal data

[Mn(C20H20N5O)(NO)]ClO4·2C2H3N	F(000) = 632
Mr = 612.92	Dx = 1.516 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 8.2788 (3) Å	Cell parameters from 7957 reflections
b = 14.0816 (6) Å	θ = 2.3–27.5°
c = 11.6343 (5) Å	µ = 0.65 mm^−1
β = 98.0814 (7)°	T = 90 K
V = 1342.84 (9) Å^3	Plate, brown
Z = 2	0.31 × 0.20 × 0.08 mm

Data collection

Bruker SMART 1000 diffractometer	6074 independent reflections
Radiation source: fine-focus sealed tube	5824 reflections with I > 2σ(I)
Detector resolution: 8.3 pixels mm^-1	Rint = 0.022
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 2016)	h = −10→10
Tmin = 0.662, Tmax = 0.746	k = −17→18
15371 measured reflections	l = −15→15

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.025	Only H-atom displacement parameters refined
wR(F^2) = 0.061	w = 1/[σ^2(Fo^2) + (0.0336P)^2 + 0.2616P] where P = (Fo^2 + 2Fc^2)/3
S = 1.03	(Δ/σ)max = 0.001
6074 reflections	Δρmax = 0.29 e Å^−3
449 parameters	Δρmin = −0.24 e Å^−3
1 restraint	Absolute structure: Flack x determined using 2614 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.022 (7)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Mn1	0.68276 (4)	0.74940 (2)	0.80043 (3)	0.00938 (8)
O2	0.5306 (2)	0.64769 (14)	0.60312 (16)	0.0193 (4)
N6	0.5883 (3)	0.68650 (15)	0.69055 (17)	0.0117 (4)
O1	0.8820 (3)	0.98685 (14)	0.96358 (16)	0.0213 (4)
N1	0.6709 (3)	0.87253 (15)	0.71482 (17)	0.0122 (4)
N2	0.7966 (3)	0.83284 (15)	0.91955 (17)	0.0116 (4)
N3	0.7397 (3)	0.64809 (15)	0.92347 (17)	0.0107 (4)
N4	0.9015 (3)	0.70720 (15)	0.75761 (17)	0.0111 (4)
N5	0.4881 (2)	0.76798 (14)	0.88584 (17)	0.0132 (5)
C1	0.5971 (3)	0.88918 (19)	0.6055 (2)	0.0158 (5)
H1	0.538 (4)	0.840 (2)	0.569 (3)	0.019 (8)*
C2	0.6060 (4)	0.9762 (2)	0.5515 (2)	0.0203 (6)
H2	0.555 (4)	0.983 (3)	0.477 (3)	0.029 (9)*
C3	0.6954 (4)	1.0495 (2)	0.6094 (2)	0.0200 (6)
H3	0.703 (4)	1.108 (2)	0.572 (3)	0.014 (7)*
C4	0.7694 (3)	1.0333 (2)	0.7222 (2)	0.0159 (5)
H4	0.822 (4)	1.075 (2)	0.764 (3)	0.020 (8)*
C5	0.7540 (3)	0.94599 (18)	0.7725 (2)	0.0128 (5)
C6	0.8201 (3)	0.92345 (19)	0.8969 (2)	0.0130 (5)
C7	0.8235 (3)	0.79473 (19)	1.0369 (2)	0.0137 (5)
H7A	0.727 (4)	0.803 (2)	1.072 (3)	0.015 (7)*
H7B	0.910 (4)	0.827 (2)	1.083 (3)	0.013 (7)*
C8	0.8536 (3)	0.6895 (2)	1.0246 (2)	0.0139 (5)
H8A	0.966 (4)	0.681 (3)	1.007 (3)	0.025 (8)*
H8B	0.850 (4)	0.655 (2)	1.098 (3)	0.019 (8)*
C9	0.8253 (3)	0.57213 (19)	0.8671 (2)	0.0135 (5)
H9A	0.754 (4)	0.539 (2)	0.817 (3)	0.016 (8)*
H9B	0.878 (3)	0.530 (2)	0.925 (2)	0.005 (6)*
C10	0.9456 (3)	0.61986 (18)	0.7992 (2)	0.0121 (5)
C11	1.0909 (3)	0.57742 (19)	0.7807 (2)	0.0151 (5)
H11	1.121 (4)	0.521 (3)	0.811 (3)	0.019 (8)*
C12	1.1917 (3)	0.6256 (2)	0.7150 (2)	0.0164 (5)
H12	1.290 (4)	0.600 (2)	0.698 (3)	0.019 (8)*
C13	1.1473 (3)	0.7149 (2)	0.6722 (2)	0.0164 (5)
H13	1.209 (4)	0.752 (3)	0.631 (3)	0.022 (7)*
C14	1.0017 (3)	0.7544 (2)	0.69555 (19)	0.0137 (4)
H14	0.962 (3)	0.814 (2)	0.665 (2)	0.008 (7)*
C15	0.5838 (3)	0.61521 (19)	0.9600 (2)	0.0143 (5)
H15A	0.602 (4)	0.584 (2)	1.033 (3)	0.017 (8)*
H15B	0.534 (4)	0.577 (2)	0.897 (3)	0.013 (7)*
C16	0.4719 (3)	0.69907 (19)	0.9638 (2)	0.0144 (5)
C17	0.3590 (3)	0.7055 (2)	1.0410 (2)	0.0205 (6)
H17	0.345 (4)	0.655 (2)	1.093 (3)	0.017 (8)*
C18	0.2595 (4)	0.7849 (2)	1.0370 (3)	0.0234 (6)
H18	0.191 (5)	0.793 (3)	1.092 (3)	0.037 (10)*
C19	0.2722 (3)	0.8545 (2)	0.9543 (2)	0.0206 (6)
H19	0.206 (4)	0.907 (3)	0.948 (3)	0.029 (9)*
C20	0.3889 (3)	0.84399 (19)	0.8811 (2)	0.0164 (5)
H20	0.404 (3)	0.889 (2)	0.831 (2)	0.008 (7)*
N7	0.5493 (3)	0.9375 (2)	0.2356 (2)	0.0305 (6)
C21	0.5796 (3)	0.8638 (2)	0.2724 (2)	0.0205 (6)
C22	0.6198 (4)	0.7690 (2)	0.3190 (3)	0.0270 (7)
H22A	0.529299	0.744881	0.356593	0.055 (11)*
H22B	0.718796	0.772250	0.375998	0.059 (13)*
H22C	0.638354	0.726260	0.255655	0.044 (11)*
N8	0.7420 (4)	0.5345 (2)	0.2587 (2)	0.0409 (8)
C23	0.8020 (4)	0.5464 (2)	0.3510 (3)	0.0257 (6)
C24	0.8780 (4)	0.5637 (2)	0.4698 (3)	0.0314 (7)
H24A	0.952593	0.511439	0.495528	0.067 (15)*
H24B	0.793476	0.567859	0.520732	0.067 (15)*
H24C	0.939142	0.623483	0.473203	0.061 (14)*
Cl1	1.11245 (8)	0.81844 (4)	0.36004 (5)	0.01615 (13)
O3	1.2691 (3)	0.79734 (17)	0.42600 (18)	0.0313 (5)
O4	0.9989 (3)	0.84429 (17)	0.43774 (18)	0.0299 (5)
O5	1.1274 (3)	0.89430 (16)	0.2802 (2)	0.0314 (5)
O6	1.0526 (3)	0.73529 (16)	0.29613 (19)	0.0337 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.00981 (16)	0.00902 (16)	0.00884 (15)	0.00002 (15)	−0.00028 (11)	−0.00059 (14)
O2	0.0210 (10)	0.0220 (10)	0.0143 (9)	−0.0059 (8)	0.0000 (7)	−0.0081 (8)
N6	0.0104 (10)	0.0112 (10)	0.0137 (10)	−0.0003 (8)	0.0026 (8)	0.0003 (8)
O1	0.0283 (11)	0.0168 (10)	0.0173 (9)	−0.0067 (8)	−0.0022 (8)	−0.0046 (8)
N1	0.0140 (10)	0.0118 (10)	0.0106 (9)	0.0014 (8)	0.0004 (7)	−0.0013 (8)
N2	0.0114 (10)	0.0122 (11)	0.0107 (10)	−0.0004 (8)	0.0000 (8)	−0.0011 (8)
N3	0.0102 (10)	0.0104 (10)	0.0116 (9)	0.0003 (8)	0.0015 (8)	0.0002 (8)
N4	0.0118 (10)	0.0116 (10)	0.0097 (9)	0.0000 (8)	0.0003 (7)	−0.0007 (8)
N5	0.0118 (10)	0.0140 (13)	0.0131 (9)	−0.0009 (8)	−0.0010 (7)	−0.0046 (8)
C1	0.0194 (13)	0.0141 (13)	0.0126 (12)	0.0018 (11)	−0.0020 (9)	−0.0009 (10)
C2	0.0290 (15)	0.0174 (14)	0.0134 (12)	0.0062 (11)	−0.0007 (11)	0.0022 (10)
C3	0.0283 (15)	0.0136 (13)	0.0189 (13)	0.0042 (11)	0.0059 (11)	0.0055 (10)
C4	0.0187 (13)	0.0130 (12)	0.0163 (11)	−0.0010 (10)	0.0032 (10)	−0.0017 (10)
C5	0.0126 (12)	0.0136 (12)	0.0123 (11)	−0.0003 (9)	0.0023 (9)	−0.0010 (9)
C6	0.0125 (12)	0.0142 (12)	0.0123 (12)	−0.0002 (10)	0.0011 (9)	−0.0014 (9)
C7	0.0127 (12)	0.0183 (14)	0.0096 (11)	0.0000 (10)	−0.0003 (9)	−0.0009 (9)
C8	0.0136 (13)	0.0165 (13)	0.0109 (12)	−0.0013 (10)	−0.0006 (9)	0.0032 (10)
C9	0.0136 (13)	0.0116 (13)	0.0156 (12)	0.0018 (10)	0.0039 (10)	0.0026 (10)
C10	0.0133 (12)	0.0115 (12)	0.0113 (11)	−0.0006 (9)	0.0010 (9)	−0.0006 (9)
C11	0.0148 (13)	0.0138 (13)	0.0159 (12)	0.0018 (10)	0.0000 (10)	−0.0005 (10)
C12	0.0110 (12)	0.0227 (14)	0.0154 (12)	0.0012 (10)	0.0019 (9)	−0.0024 (10)
C13	0.0151 (12)	0.0206 (13)	0.0142 (12)	−0.0055 (10)	0.0037 (10)	0.0003 (10)
C14	0.0158 (11)	0.0134 (11)	0.0117 (10)	−0.0021 (12)	0.0008 (8)	−0.0005 (11)
C15	0.0147 (12)	0.0148 (12)	0.0139 (12)	−0.0025 (10)	0.0034 (9)	0.0019 (10)
C16	0.0113 (12)	0.0166 (13)	0.0150 (12)	−0.0036 (10)	0.0001 (9)	−0.0023 (10)
C17	0.0178 (14)	0.0247 (15)	0.0200 (13)	−0.0061 (11)	0.0062 (10)	−0.0034 (11)
C18	0.0151 (13)	0.0300 (15)	0.0269 (14)	−0.0049 (11)	0.0088 (11)	−0.0131 (12)
C19	0.0133 (13)	0.0218 (14)	0.0257 (14)	0.0032 (11)	−0.0007 (10)	−0.0123 (11)
C20	0.0149 (13)	0.0151 (13)	0.0184 (12)	0.0024 (10)	−0.0004 (10)	−0.0036 (10)
N7	0.0330 (15)	0.0261 (15)	0.0312 (14)	−0.0018 (12)	0.0002 (11)	0.0009 (11)
C21	0.0192 (14)	0.0239 (15)	0.0189 (13)	−0.0025 (11)	0.0041 (10)	−0.0029 (11)
C22	0.0281 (15)	0.0280 (19)	0.0263 (14)	0.0035 (12)	0.0084 (12)	0.0022 (12)
N8	0.063 (2)	0.0290 (15)	0.0277 (15)	−0.0181 (15)	−0.0029 (14)	0.0007 (12)
C23	0.0359 (17)	0.0169 (14)	0.0243 (15)	−0.0041 (13)	0.0045 (13)	0.0018 (11)
C24	0.0365 (19)	0.0337 (19)	0.0228 (15)	−0.0005 (15)	−0.0005 (13)	−0.0036 (13)
Cl1	0.0193 (3)	0.0148 (3)	0.0146 (3)	0.0010 (2)	0.0032 (2)	0.0017 (2)
O3	0.0199 (11)	0.0460 (14)	0.0266 (11)	0.0000 (10)	−0.0009 (8)	0.0066 (10)
O4	0.0265 (11)	0.0401 (14)	0.0256 (11)	0.0025 (10)	0.0124 (9)	−0.0029 (9)
O5	0.0398 (13)	0.0232 (12)	0.0332 (12)	0.0039 (10)	0.0123 (10)	0.0139 (9)
O6	0.0419 (13)	0.0197 (13)	0.0374 (11)	0.0003 (10)	−0.0017 (10)	−0.0084 (9)

Geometric parameters (Å, º)

Mn1—N6	1.658 (2)	C9—H9B	0.95 (3)
Mn1—N2	1.955 (2)	C10—C11	1.387 (4)
Mn1—N1	1.995 (2)	C11—C12	1.385 (4)
Mn1—N5	2.026 (2)	C11—H11	0.89 (4)
Mn1—N3	2.029 (2)	C12—C13	1.383 (4)
Mn1—N4	2.033 (2)	C12—H12	0.94 (3)
O2—N6	1.193 (3)	C13—C14	1.389 (4)
O1—C6	1.245 (3)	C13—H13	0.91 (4)
N1—C1	1.352 (3)	C14—H14	0.95 (3)
N1—C5	1.365 (3)	C15—C16	1.505 (4)
N2—C6	1.323 (4)	C15—H15A	0.95 (3)
N2—C7	1.454 (3)	C15—H15B	0.96 (3)
N3—C9	1.486 (3)	C16—C17	1.387 (4)
N3—C15	1.488 (3)	C17—C18	1.385 (4)
N3—C8	1.517 (3)	C17—H17	0.95 (3)
N4—C14	1.349 (3)	C18—C19	1.387 (5)
N4—C10	1.353 (3)	C18—H18	0.92 (4)
N5—C20	1.345 (3)	C19—C20	1.383 (4)
N5—C16	1.348 (3)	C19—H19	0.92 (4)
C1—C2	1.383 (4)	C20—H20	0.89 (3)
C1—H1	0.92 (3)	N7—C21	1.138 (4)
C2—C3	1.389 (4)	C21—C22	1.462 (4)
C2—H2	0.91 (3)	C22—H22A	0.9800
C3—C4	1.387 (4)	C22—H22B	0.9800
C3—H3	0.93 (3)	C22—H22C	0.9800
C4—C5	1.375 (4)	N8—C23	1.130 (4)
C4—H4	0.85 (3)	C23—C24	1.457 (4)
C5—C6	1.507 (3)	C24—H24A	0.9800
C7—C8	1.513 (4)	C24—H24B	0.9800
C7—H7A	0.95 (3)	C24—H24C	0.9800
C7—H7B	0.95 (3)	Cl1—O5	1.432 (2)
C8—H8A	0.99 (4)	Cl1—O6	1.437 (2)
C8—H8B	0.99 (3)	Cl1—O4	1.439 (2)
C9—C10	1.513 (4)	Cl1—O3	1.442 (2)
C9—H9A	0.90 (3)
N6—Mn1—N2	174.68 (10)	H8A—C8—H8B	105 (3)
N6—Mn1—N1	95.43 (9)	N3—C9—C10	107.5 (2)
N2—Mn1—N1	79.43 (9)	N3—C9—H9A	110 (2)
N6—Mn1—N5	97.22 (9)	C10—C9—H9A	108 (2)
N2—Mn1—N5	84.95 (9)	N3—C9—H9B	109.6 (16)
N1—Mn1—N5	98.40 (8)	C10—C9—H9B	112.0 (17)
N6—Mn1—N3	101.88 (10)	H9A—C9—H9B	109 (3)
N2—Mn1—N3	83.20 (9)	N4—C10—C11	122.2 (2)
N1—Mn1—N3	162.46 (8)	N4—C10—C9	115.2 (2)
N5—Mn1—N3	82.33 (8)	C11—C10—C9	122.6 (2)
N6—Mn1—N4	89.70 (9)	C12—C11—C10	118.5 (2)
N2—Mn1—N4	89.56 (9)	C12—C11—H11	120 (2)
N1—Mn1—N4	96.58 (8)	C10—C11—H11	122 (2)
N5—Mn1—N4	162.81 (8)	C13—C12—C11	119.6 (2)
N3—Mn1—N4	80.85 (8)	C13—C12—H12	118 (2)
O2—N6—Mn1	172.05 (19)	C11—C12—H12	123 (2)
C1—N1—C5	117.4 (2)	C12—C13—C14	119.1 (2)
C1—N1—Mn1	127.19 (18)	C12—C13—H13	125 (2)
C5—N1—Mn1	115.29 (16)	C14—C13—H13	116 (2)
C6—N2—C7	122.4 (2)	N4—C14—C13	121.6 (3)
C6—N2—Mn1	120.53 (17)	N4—C14—H14	115.5 (17)
C7—N2—Mn1	116.02 (16)	C13—C14—H14	122.7 (17)
C9—N3—C15	112.9 (2)	N3—C15—C16	109.0 (2)
C9—N3—C8	109.6 (2)	N3—C15—H15A	111.2 (19)
C15—N3—C8	111.58 (19)	C16—C15—H15A	111.1 (19)
C9—N3—Mn1	105.82 (15)	N3—C15—H15B	104.8 (18)
C15—N3—Mn1	107.19 (15)	C16—C15—H15B	105.4 (18)
C8—N3—Mn1	109.53 (16)	H15A—C15—H15B	115 (3)
C14—N4—C10	118.9 (2)	N5—C16—C17	121.9 (2)
C14—N4—Mn1	128.56 (18)	N5—C16—C15	115.2 (2)
C10—N4—Mn1	112.54 (16)	C17—C16—C15	123.0 (2)
C20—N5—C16	118.9 (2)	C18—C17—C16	118.9 (3)
C20—N5—Mn1	127.27 (18)	C18—C17—H17	119.9 (19)
C16—N5—Mn1	113.48 (17)	C16—C17—H17	121.1 (19)
N1—C1—C2	122.4 (3)	C17—C18—C19	119.4 (3)
N1—C1—H1	117 (2)	C17—C18—H18	120 (2)
C2—C1—H1	121 (2)	C19—C18—H18	121 (2)
C1—C2—C3	119.8 (2)	C20—C19—C18	118.6 (3)
C1—C2—H2	119 (2)	C20—C19—H19	120 (2)
C3—C2—H2	121 (2)	C18—C19—H19	121 (2)
C4—C3—C2	118.1 (3)	N5—C20—C19	122.3 (3)
C4—C3—H3	122.3 (19)	N5—C20—H20	117.5 (19)
C2—C3—H3	119.6 (19)	C19—C20—H20	120.1 (19)
C5—C4—C3	119.6 (3)	N7—C21—C22	179.4 (3)
C5—C4—H4	116 (2)	C21—C22—H22A	109.5
C3—C4—H4	124 (2)	C21—C22—H22B	109.5
N1—C5—C4	122.6 (2)	H22A—C22—H22B	109.5
N1—C5—C6	113.7 (2)	C21—C22—H22C	109.5
C4—C5—C6	123.6 (2)	H22A—C22—H22C	109.5
O1—C6—N2	128.8 (2)	H22B—C22—H22C	109.5
O1—C6—C5	120.6 (2)	N8—C23—C24	178.8 (4)
N2—C6—C5	110.5 (2)	C23—C24—H24A	109.5
N2—C7—C8	106.2 (2)	C23—C24—H24B	109.5
N2—C7—H7A	109.2 (18)	H24A—C24—H24B	109.5
C8—C7—H7A	109.0 (19)	C23—C24—H24C	109.5
N2—C7—H7B	111.1 (18)	H24A—C24—H24C	109.5
C8—C7—H7B	113.7 (19)	H24B—C24—H24C	109.5
H7A—C7—H7B	108 (3)	O5—Cl1—O6	109.09 (14)
C7—C8—N3	110.9 (2)	O5—Cl1—O4	110.02 (14)
C7—C8—H8A	108 (2)	O6—Cl1—O4	108.84 (14)
N3—C8—H8A	106.8 (19)	O5—Cl1—O3	110.21 (14)
C7—C8—H8B	112.3 (18)	O6—Cl1—O3	109.05 (14)
N3—C8—H8B	112.7 (19)	O4—Cl1—O3	109.61 (13)
C5—N1—C1—C2	1.1 (4)	Mn1—N4—C10—C11	−179.68 (19)
Mn1—N1—C1—C2	−175.4 (2)	C14—N4—C10—C9	−179.6 (2)
N1—C1—C2—C3	1.0 (4)	Mn1—N4—C10—C9	0.3 (3)
C1—C2—C3—C4	−1.9 (4)	N3—C9—C10—N4	−30.1 (3)
C2—C3—C4—C5	0.7 (4)	N3—C9—C10—C11	149.9 (2)
C1—N1—C5—C4	−2.4 (4)	N4—C10—C11—C12	−1.5 (4)
Mn1—N1—C5—C4	174.5 (2)	C9—C10—C11—C12	178.4 (2)
C1—N1—C5—C6	175.1 (2)	C10—C11—C12—C13	1.5 (4)
Mn1—N1—C5—C6	−8.0 (3)	C11—C12—C13—C14	−0.3 (4)
C3—C4—C5—N1	1.5 (4)	C10—N4—C14—C13	0.9 (3)
C3—C4—C5—C6	−175.7 (2)	Mn1—N4—C14—C13	−179.06 (18)
C7—N2—C6—O1	8.2 (4)	C12—C13—C14—N4	−0.9 (4)
Mn1—N2—C6—O1	176.0 (2)	C9—N3—C15—C16	−154.3 (2)
C7—N2—C6—C5	−169.7 (2)	C8—N3—C15—C16	81.7 (2)
Mn1—N2—C6—C5	−1.9 (3)	Mn1—N3—C15—C16	−38.2 (2)
N1—C5—C6—O1	−171.7 (2)	C20—N5—C16—C17	−1.6 (4)
C4—C5—C6—O1	5.8 (4)	Mn1—N5—C16—C17	171.7 (2)
N1—C5—C6—N2	6.4 (3)	C20—N5—C16—C15	177.9 (2)
C4—C5—C6—N2	−176.1 (2)	Mn1—N5—C16—C15	−8.8 (3)
C6—N2—C7—C8	−156.9 (2)	N3—C15—C16—N5	31.8 (3)
Mn1—N2—C7—C8	34.8 (3)	N3—C15—C16—C17	−148.7 (2)
N2—C7—C8—N3	−40.5 (3)	N5—C16—C17—C18	0.4 (4)
C9—N3—C8—C7	145.2 (2)	C15—C16—C17—C18	−179.1 (2)
C15—N3—C8—C7	−89.1 (3)	C16—C17—C18—C19	1.7 (4)
Mn1—N3—C8—C7	29.5 (2)	C17—C18—C19—C20	−2.5 (4)
C15—N3—C9—C10	161.1 (2)	C16—N5—C20—C19	0.8 (4)
C8—N3—C9—C10	−73.8 (2)	Mn1—N5—C20—C19	−171.51 (19)
Mn1—N3—C9—C10	44.2 (2)	C18—C19—C20—N5	1.3 (4)
C14—N4—C10—C11	0.3 (3)

(N-{2-[Bis(pyridin-2-ylmethyl)amino]ethyl}pyridine-2-carboxamidato)(nitric oxide)manganese perchlorate acetonitrile disolvate (mn1486)

Crystal data

[Mn(C20H20N5O)(NO)]ClO4·2C2H3N	F(000) = 632
Mr = 612.92	Dx = 1.498 Mg m^−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
a = 8.3188 (4) Å	Cell parameters from 6558 reflections
b = 14.1117 (6) Å	θ = 2.3–27.4°
c = 11.6994 (5) Å	µ = 0.64 mm^−1
β = 98.3222 (7)°	T = 170 K
V = 1358.96 (10) Å^3	Plate, brown
Z = 2	0.31 × 0.20 × 0.08 mm

Data collection

Bruker SMART 1000 diffractometer	6155 independent reflections
Radiation source: fine-focus sealed tube	5730 reflections with I > 2σ(I)
Detector resolution: 8.3 pixels mm^-1	Rint = 0.025
ω scans	θmax = 27.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 2016)	h = −10→10
Tmin = 0.657, Tmax = 0.746	k = −18→18
15578 measured reflections	l = −15→15

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.030	Only H-atom displacement parameters refined
wR(F^2) = 0.072	w = 1/[σ^2(Fo^2) + (0.0386P)^2 + 0.1568P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max < 0.001
6155 reflections	Δρmax = 0.37 e Å^−3
449 parameters	Δρmin = −0.25 e Å^−3
1 restraint	Absolute structure: Flack x determined using 2534 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013)
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: −0.015 (8)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq
Mn1	0.68244 (4)	0.74936 (3)	0.80066 (3)	0.01561 (10)
O2	0.5287 (3)	0.64701 (18)	0.6063 (2)	0.0323 (5)
N6	0.5877 (3)	0.68599 (17)	0.6922 (2)	0.0181 (5)
O1	0.8822 (3)	0.98616 (17)	0.9620 (2)	0.0359 (6)
N1	0.6702 (3)	0.87232 (17)	0.7151 (2)	0.0196 (5)
N2	0.7964 (3)	0.83282 (18)	0.9191 (2)	0.0193 (5)
N3	0.7398 (3)	0.64869 (18)	0.9230 (2)	0.0180 (5)
N4	0.9000 (3)	0.70688 (17)	0.75820 (19)	0.0177 (5)
N5	0.4891 (3)	0.76810 (17)	0.8853 (2)	0.0211 (6)
C1	0.5957 (4)	0.8884 (2)	0.6067 (3)	0.0258 (7)
H1	0.536 (4)	0.837 (3)	0.570 (3)	0.028 (10)*
C2	0.6042 (5)	0.9756 (2)	0.5528 (3)	0.0325 (7)
H2	0.558 (5)	0.981 (3)	0.481 (4)	0.040 (11)*
C3	0.6925 (5)	1.0481 (3)	0.6102 (3)	0.0342 (8)
H3	0.702 (4)	1.108 (3)	0.571 (3)	0.031 (10)*
C4	0.7673 (4)	1.0324 (2)	0.7224 (3)	0.0266 (6)
H4	0.821 (5)	1.072 (3)	0.765 (3)	0.033 (10)*
C5	0.7527 (3)	0.9454 (2)	0.7723 (3)	0.0210 (6)
C6	0.8200 (4)	0.9233 (2)	0.8959 (3)	0.0203 (6)
C7	0.8241 (4)	0.7952 (2)	1.0355 (3)	0.0218 (6)
H7A	0.730 (4)	0.807 (3)	1.073 (3)	0.026 (9)*
H7B	0.911 (4)	0.829 (3)	1.080 (3)	0.023 (9)*
C8	0.8541 (4)	0.6897 (2)	1.0236 (3)	0.0227 (7)
H8A	0.958 (4)	0.684 (2)	1.006 (3)	0.019 (8)*
H8B	0.843 (4)	0.655 (3)	1.096 (3)	0.027 (9)*
C9	0.8247 (4)	0.5727 (2)	0.8675 (3)	0.0213 (6)
H9A	0.753 (4)	0.539 (3)	0.817 (3)	0.021 (9)*
H9B	0.879 (4)	0.530 (2)	0.923 (3)	0.012 (7)*
C10	0.9438 (3)	0.6199 (2)	0.7999 (2)	0.0187 (6)
C11	1.0879 (4)	0.5779 (2)	0.7814 (3)	0.0246 (6)
H11	1.121 (5)	0.520 (3)	0.816 (3)	0.034 (10)*
C12	1.1878 (4)	0.6254 (3)	0.7154 (3)	0.0274 (7)
H12	1.287 (5)	0.600 (3)	0.698 (3)	0.031 (10)*
C13	1.1431 (4)	0.7141 (2)	0.6728 (3)	0.0270 (7)
H13	1.204 (4)	0.751 (3)	0.632 (3)	0.033 (9)*
C14	0.9986 (3)	0.7537 (3)	0.6955 (2)	0.0211 (5)
H14	0.960 (4)	0.813 (3)	0.665 (3)	0.020 (8)*
C15	0.5855 (4)	0.6157 (2)	0.9598 (3)	0.0231 (6)
H15A	0.602 (4)	0.583 (2)	1.035 (3)	0.017 (8)*
H15B	0.539 (4)	0.577 (2)	0.899 (3)	0.017 (8)*
C16	0.4735 (4)	0.6993 (2)	0.9628 (3)	0.0238 (6)
C17	0.3602 (4)	0.7057 (3)	1.0391 (3)	0.0340 (8)
H17	0.346 (5)	0.654 (3)	1.087 (3)	0.036 (10)*
C18	0.2605 (4)	0.7843 (3)	1.0342 (3)	0.0392 (9)
H18	0.197 (5)	0.791 (3)	1.093 (4)	0.046 (12)*
C19	0.2743 (4)	0.8537 (3)	0.9531 (3)	0.0364 (8)
H19	0.215 (5)	0.906 (3)	0.944 (4)	0.041 (11)*
C20	0.3899 (4)	0.8437 (2)	0.8803 (3)	0.0281 (7)
H20	0.404 (4)	0.886 (3)	0.826 (3)	0.026 (9)*
N7	0.5514 (5)	0.9375 (3)	0.2336 (3)	0.0510 (9)
C21	0.5792 (4)	0.8650 (3)	0.2705 (3)	0.0357 (8)
C22	0.6172 (5)	0.7709 (3)	0.3179 (4)	0.0476 (10)
H22A	0.528763	0.749046	0.358285	0.082 (16)*
H22B	0.718521	0.773296	0.372190	0.10 (2)*
H22C	0.629887	0.726864	0.254968	0.086 (19)*
N8	0.7402 (6)	0.5355 (3)	0.2588 (3)	0.0711 (13)
C23	0.8010 (5)	0.5464 (3)	0.3506 (4)	0.0444 (9)
C24	0.8760 (6)	0.5636 (4)	0.4684 (4)	0.0562 (12)
H24A	0.951437	0.511906	0.493922	0.12 (2)*
H24B	0.791716	0.566735	0.518829	0.084 (19)*
H24C	0.935446	0.623703	0.472274	0.13 (3)*
Cl1	1.11518 (10)	0.81883 (5)	0.35973 (7)	0.02953 (18)
O3	1.2675 (3)	0.7980 (3)	0.4280 (3)	0.0593 (9)
O4	0.9991 (4)	0.8435 (3)	0.4339 (3)	0.0593 (9)
O5	1.1300 (4)	0.8934 (2)	0.2805 (3)	0.0606 (9)
O6	1.0572 (5)	0.7364 (2)	0.2950 (3)	0.0677 (9)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.01638 (18)	0.01521 (18)	0.01435 (17)	−0.00019 (18)	−0.00083 (13)	−0.00095 (18)
O2	0.0349 (13)	0.0359 (13)	0.0248 (12)	−0.0093 (11)	0.0003 (10)	−0.0134 (10)
N6	0.0177 (11)	0.0165 (11)	0.0197 (11)	0.0001 (9)	0.0016 (9)	−0.0006 (9)
O1	0.0479 (15)	0.0290 (13)	0.0272 (12)	−0.0134 (11)	−0.0070 (11)	−0.0064 (10)
N1	0.0236 (12)	0.0176 (12)	0.0164 (11)	0.0026 (10)	−0.0009 (9)	−0.0004 (9)
N2	0.0207 (12)	0.0208 (13)	0.0152 (11)	−0.0007 (10)	−0.0014 (10)	−0.0009 (10)
N3	0.0188 (12)	0.0169 (11)	0.0180 (11)	−0.0004 (10)	0.0018 (10)	0.0016 (9)
N4	0.0188 (11)	0.0175 (11)	0.0165 (11)	−0.0005 (9)	0.0015 (9)	0.0003 (9)
N5	0.0174 (11)	0.0229 (15)	0.0219 (11)	−0.0013 (10)	−0.0007 (9)	−0.0077 (10)
C1	0.0329 (17)	0.0218 (16)	0.0204 (14)	0.0035 (14)	−0.0037 (13)	−0.0015 (12)
C2	0.046 (2)	0.0263 (17)	0.0223 (16)	0.0063 (15)	−0.0047 (15)	0.0027 (13)
C3	0.047 (2)	0.0243 (17)	0.0312 (17)	0.0057 (15)	0.0062 (15)	0.0081 (14)
C4	0.0339 (16)	0.0197 (15)	0.0260 (15)	−0.0046 (13)	0.0034 (13)	−0.0011 (12)
C5	0.0208 (14)	0.0198 (14)	0.0219 (14)	−0.0017 (11)	0.0013 (12)	−0.0030 (11)
C6	0.0203 (14)	0.0211 (15)	0.0190 (14)	−0.0021 (12)	0.0010 (12)	−0.0035 (12)
C7	0.0222 (15)	0.0279 (17)	0.0142 (13)	0.0000 (13)	−0.0010 (12)	−0.0011 (12)
C8	0.0221 (16)	0.0264 (16)	0.0187 (14)	−0.0008 (13)	0.0003 (12)	0.0042 (12)
C9	0.0228 (15)	0.0174 (15)	0.0236 (15)	0.0027 (13)	0.0034 (13)	0.0040 (13)
C10	0.0202 (13)	0.0175 (14)	0.0176 (13)	−0.0001 (11)	0.0001 (11)	−0.0011 (11)
C11	0.0216 (15)	0.0256 (16)	0.0258 (15)	0.0038 (12)	0.0011 (12)	−0.0017 (13)
C12	0.0197 (15)	0.0357 (18)	0.0270 (16)	0.0036 (13)	0.0044 (12)	−0.0015 (13)
C13	0.0232 (15)	0.0348 (17)	0.0244 (15)	−0.0077 (13)	0.0088 (12)	0.0007 (13)
C14	0.0248 (12)	0.0208 (13)	0.0173 (11)	−0.0025 (15)	0.0011 (10)	0.0014 (14)
C15	0.0217 (14)	0.0244 (15)	0.0243 (15)	−0.0040 (12)	0.0073 (12)	0.0020 (13)
C16	0.0177 (14)	0.0279 (16)	0.0254 (15)	−0.0055 (12)	0.0020 (12)	−0.0056 (13)
C17	0.0264 (17)	0.043 (2)	0.0351 (18)	−0.0063 (15)	0.0139 (14)	−0.0059 (16)
C18	0.0228 (16)	0.051 (2)	0.047 (2)	−0.0079 (15)	0.0165 (16)	−0.0214 (17)
C19	0.0233 (16)	0.037 (2)	0.048 (2)	0.0053 (15)	0.0023 (15)	−0.0209 (17)
C20	0.0235 (15)	0.0287 (17)	0.0307 (17)	0.0033 (13)	−0.0009 (13)	−0.0104 (14)
N7	0.054 (2)	0.042 (2)	0.055 (2)	0.0000 (17)	0.0013 (18)	0.0042 (17)
C21	0.0353 (18)	0.038 (2)	0.0340 (18)	0.0000 (16)	0.0046 (15)	−0.0029 (16)
C22	0.053 (2)	0.044 (3)	0.047 (2)	0.0044 (19)	0.0132 (19)	0.0062 (18)
N8	0.110 (4)	0.051 (2)	0.048 (2)	−0.033 (3)	−0.003 (2)	0.001 (2)
C23	0.061 (3)	0.031 (2)	0.041 (2)	−0.0086 (19)	0.006 (2)	−0.0003 (17)
C24	0.067 (3)	0.060 (3)	0.039 (2)	0.003 (3)	−0.001 (2)	−0.003 (2)
Cl1	0.0355 (4)	0.0271 (4)	0.0260 (4)	0.0018 (3)	0.0043 (3)	0.0042 (3)
O3	0.0357 (15)	0.092 (3)	0.0475 (17)	0.0012 (15)	−0.0031 (13)	0.0180 (17)
O4	0.0516 (17)	0.079 (2)	0.0519 (18)	0.0017 (17)	0.0224 (14)	−0.0046 (17)
O5	0.079 (2)	0.0425 (18)	0.064 (2)	0.0072 (16)	0.0230 (17)	0.0258 (15)
O6	0.088 (2)	0.0376 (18)	0.072 (2)	0.0024 (18)	−0.0067 (18)	−0.0146 (17)

Geometric parameters (Å, º)

Mn1—N6	1.656 (2)	C9—H9B	0.95 (3)
Mn1—N2	1.956 (2)	C10—C11	1.382 (4)
Mn1—N1	1.998 (2)	C11—C12	1.386 (5)
Mn1—N3	2.024 (2)	C11—H11	0.93 (4)
Mn1—N5	2.025 (2)	C12—C13	1.378 (5)
Mn1—N4	2.035 (2)	C12—H12	0.95 (4)
O2—N6	1.188 (3)	C13—C14	1.385 (4)
O1—C6	1.239 (4)	C13—H13	0.91 (4)
N1—C1	1.348 (4)	C14—H14	0.95 (3)
N1—C5	1.360 (4)	C15—C16	1.506 (5)
N2—C6	1.326 (4)	C15—H15A	0.98 (3)
N2—C7	1.449 (4)	C15—H15B	0.94 (3)
N3—C9	1.484 (4)	C16—C17	1.392 (4)
N3—C15	1.487 (4)	C17—C18	1.382 (5)
N3—C8	1.517 (4)	C17—H17	0.94 (4)
N4—C14	1.350 (4)	C18—C19	1.380 (6)
N4—C10	1.351 (4)	C18—H18	0.93 (4)
N5—C20	1.345 (4)	C19—C20	1.381 (5)
N5—C16	1.347 (4)	C19—H19	0.89 (4)
C1—C2	1.389 (5)	C20—H20	0.89 (4)
C1—H1	0.94 (4)	N7—C21	1.121 (5)
C2—C3	1.376 (5)	C21—C22	1.457 (5)
C2—H2	0.87 (4)	C22—H22A	0.9800
C3—C4	1.386 (5)	C22—H22B	0.9800
C3—H3	0.97 (4)	C22—H22C	0.9800
C4—C5	1.372 (4)	N8—C23	1.129 (5)
C4—H4	0.83 (4)	C23—C24	1.449 (6)
C5—C6	1.506 (4)	C24—H24A	0.9800
C7—C8	1.519 (4)	C24—H24B	0.9800
C7—H7A	0.97 (4)	C24—H24C	0.9800
C7—H7B	0.96 (4)	Cl1—O5	1.420 (3)
C8—H8A	0.92 (3)	Cl1—O3	1.427 (3)
C8—H8B	0.99 (4)	Cl1—O4	1.431 (3)
C9—C10	1.510 (4)	Cl1—O6	1.433 (3)
C9—H9A	0.91 (4)
N6—Mn1—N2	175.05 (12)	H8A—C8—H8B	111 (3)
N6—Mn1—N1	95.79 (11)	N3—C9—C10	107.5 (2)
N2—Mn1—N1	79.41 (10)	N3—C9—H9A	110 (2)
N6—Mn1—N3	101.57 (11)	C10—C9—H9A	108 (2)
N2—Mn1—N3	83.17 (10)	N3—C9—H9B	111.6 (19)
N1—Mn1—N3	162.41 (10)	C10—C9—H9B	110.5 (18)
N6—Mn1—N5	96.99 (10)	H9A—C9—H9B	109 (3)
N2—Mn1—N5	85.00 (10)	N4—C10—C11	121.8 (3)
N1—Mn1—N5	98.34 (10)	N4—C10—C9	115.3 (2)
N3—Mn1—N5	82.44 (10)	C11—C10—C9	122.9 (3)
N6—Mn1—N4	89.73 (11)	C10—C11—C12	118.9 (3)
N2—Mn1—N4	89.61 (10)	C10—C11—H11	121 (2)
N1—Mn1—N4	96.68 (10)	C12—C11—H11	120 (2)
N3—Mn1—N4	80.73 (9)	C13—C12—C11	119.3 (3)
N5—Mn1—N4	162.82 (9)	C13—C12—H12	118 (2)
O2—N6—Mn1	172.4 (2)	C11—C12—H12	123 (2)
C1—N1—C5	117.8 (3)	C12—C13—C14	119.5 (3)
C1—N1—Mn1	126.9 (2)	C12—C13—H13	125 (3)
C5—N1—Mn1	115.24 (19)	C14—C13—H13	116 (3)
C6—N2—C7	122.5 (3)	N4—C14—C13	121.3 (3)
C6—N2—Mn1	120.4 (2)	N4—C14—H14	116 (2)
C7—N2—Mn1	116.1 (2)	C13—C14—H14	123 (2)
C9—N3—C15	112.7 (2)	N3—C15—C16	108.9 (2)
C9—N3—C8	109.3 (2)	N3—C15—H15A	112.9 (19)
C15—N3—C8	111.4 (2)	C16—C15—H15A	110.5 (19)
C9—N3—Mn1	106.02 (18)	N3—C15—H15B	103.9 (19)
C15—N3—Mn1	107.40 (18)	C16—C15—H15B	107 (2)
C8—N3—Mn1	109.75 (18)	H15A—C15—H15B	114 (3)
C14—N4—C10	119.1 (3)	N5—C16—C17	121.7 (3)
C14—N4—Mn1	128.4 (2)	N5—C16—C15	115.4 (3)
C10—N4—Mn1	112.49 (18)	C17—C16—C15	122.9 (3)
C20—N5—C16	118.9 (3)	C18—C17—C16	118.9 (4)
C20—N5—Mn1	127.5 (2)	C18—C17—H17	121 (2)
C16—N5—Mn1	113.30 (19)	C16—C17—H17	119 (2)
N1—C1—C2	122.0 (3)	C19—C18—C17	119.3 (3)
N1—C1—H1	116 (2)	C19—C18—H18	124 (3)
C2—C1—H1	122 (2)	C17—C18—H18	117 (3)
C3—C2—C1	119.7 (3)	C18—C19—C20	119.2 (3)
C3—C2—H2	123 (3)	C18—C19—H19	125 (3)
C1—C2—H2	118 (3)	C20—C19—H19	116 (3)
C2—C3—C4	118.6 (3)	N5—C20—C19	122.1 (3)
C2—C3—H3	119 (2)	N5—C20—H20	115 (2)
C4—C3—H3	122 (2)	C19—C20—H20	123 (2)
C5—C4—C3	119.4 (3)	N7—C21—C22	179.3 (4)
C5—C4—H4	114 (3)	C21—C22—H22A	109.5
C3—C4—H4	126 (3)	C21—C22—H22B	109.5
N1—C5—C4	122.6 (3)	H22A—C22—H22B	109.5
N1—C5—C6	114.0 (3)	C21—C22—H22C	109.5
C4—C5—C6	123.4 (3)	H22A—C22—H22C	109.5
O1—C6—N2	128.5 (3)	H22B—C22—H22C	109.5
O1—C6—C5	120.9 (3)	N8—C23—C24	177.9 (5)
N2—C6—C5	110.5 (3)	C23—C24—H24A	109.5
N2—C7—C8	106.2 (3)	C23—C24—H24B	109.5
N2—C7—H7A	109 (2)	H24A—C24—H24B	109.5
C8—C7—H7A	112 (2)	C23—C24—H24C	109.5
N2—C7—H7B	110 (2)	H24A—C24—H24C	109.5
C8—C7—H7B	115 (2)	H24B—C24—H24C	109.5
H7A—C7—H7B	105 (3)	O5—Cl1—O3	111.3 (2)
N3—C8—C7	110.6 (3)	O5—Cl1—O4	110.2 (2)
N3—C8—H8A	107 (2)	O3—Cl1—O4	109.4 (2)
C7—C8—H8A	106 (2)	O5—Cl1—O6	108.2 (2)
N3—C8—H8B	110 (2)	O3—Cl1—O6	109.4 (2)
C7—C8—H8B	112 (2)	O4—Cl1—O6	108.2 (2)
C5—N1—C1—C2	1.3 (4)	Mn1—N4—C10—C11	−179.7 (2)
Mn1—N1—C1—C2	−175.5 (3)	C14—N4—C10—C9	−179.2 (3)
N1—C1—C2—C3	0.8 (5)	Mn1—N4—C10—C9	0.3 (3)
C1—C2—C3—C4	−1.7 (5)	N3—C9—C10—N4	−30.0 (4)
C2—C3—C4—C5	0.6 (5)	N3—C9—C10—C11	150.0 (3)
C1—N1—C5—C4	−2.5 (4)	N4—C10—C11—C12	−1.8 (5)
Mn1—N1—C5—C4	174.7 (2)	C9—C10—C11—C12	178.1 (3)
C1—N1—C5—C6	175.2 (3)	C10—C11—C12—C13	1.8 (5)
Mn1—N1—C5—C6	−7.6 (3)	C11—C12—C13—C14	−0.7 (5)
C3—C4—C5—N1	1.6 (5)	C10—N4—C14—C13	0.3 (4)
C3—C4—C5—C6	−175.9 (3)	Mn1—N4—C14—C13	−179.1 (2)
C7—N2—C6—O1	8.2 (5)	C12—C13—C14—N4	−0.3 (4)
Mn1—N2—C6—O1	176.2 (3)	C9—N3—C15—C16	−154.2 (3)
C7—N2—C6—C5	−169.5 (3)	C8—N3—C15—C16	82.5 (3)
Mn1—N2—C6—C5	−1.5 (3)	Mn1—N3—C15—C16	−37.8 (3)
N1—C5—C6—O1	−172.0 (3)	C20—N5—C16—C17	−1.5 (4)
C4—C5—C6—O1	5.6 (5)	Mn1—N5—C16—C17	172.1 (2)
N1—C5—C6—N2	5.9 (4)	C20—N5—C16—C15	178.0 (3)
C4—C5—C6—N2	−176.5 (3)	Mn1—N5—C16—C15	−8.4 (3)
C6—N2—C7—C8	−156.7 (3)	N3—C15—C16—N5	31.2 (4)
Mn1—N2—C7—C8	34.8 (3)	N3—C15—C16—C17	−149.3 (3)
C9—N3—C8—C7	145.3 (3)	N5—C16—C17—C18	0.6 (5)
C15—N3—C8—C7	−89.4 (3)	C15—C16—C17—C18	−178.9 (3)
Mn1—N3—C8—C7	29.4 (3)	C16—C17—C18—C19	0.9 (5)
N2—C7—C8—N3	−40.4 (3)	C17—C18—C19—C20	−1.4 (5)
C15—N3—C9—C10	161.4 (2)	C16—N5—C20—C19	1.0 (4)
C8—N3—C9—C10	−74.1 (3)	Mn1—N5—C20—C19	−171.6 (2)
Mn1—N3—C9—C10	44.2 (3)	C18—C19—C20—N5	0.5 (5)
C14—N4—C10—C11	0.8 (4)