Why magnesium is five-coordinate in methanol(phthalocyaninato)magnesium(II)

The square-pyramidal Mg center in the title compound, [Mg(C₃₂H₁₆N₈)(CH₄O)], is five-coordinate due to the formation of back-to-back π–π dimers that saturate the vacant apical site of the metal coordination sphere. Each complex is a member of a back-to-back and a face-to-face dimer; the latter are tethered by two strong O—H...N hydrogen bonds. The dimers form columns that likely determine the solid-state packing. The phthalocyaninate ligands are essentially planar, with a slight `hat visor' conformation character.

Computing details

(I)

Crystal data

[Mg(C32H16N8)(CH4O)]	F(000) = 1176
Mr = 568.88	Dx = 1.493 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 5952 reflections
a = 13.1896 (10) Å	θ = 1.8–26.4°
b = 24.3104 (18) Å	µ = 0.12 mm^−1
c = 8.0185 (6) Å	T = 100 K
β = 100.103 (2)°	Block, purple
V = 2531.2 (3) Å^3	0.46 × 0.27 × 0.20 mm
Z = 4

Data collection

Bruker SMART 1000 CCD area-detector diffractometer	5168 independent reflections
Radiation source: fine-focus sealed tube	3871 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.040
0.30° ω scans	θmax = 26.4°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2003)	h = −16→16
Tmin = 0.948, Tmax = 0.977	k = −30→30
20390 measured reflections	l = −10→9

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)] = 0.043	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.120	H atoms treated by a mixture of independent and constrained refinement
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0688P)^2 + 0.9057P] where P = (Fo^2 + 2Fc^2)/3
5168 reflections	(Δ/σ)max = 0.001
392 parameters	Δρmax = 0.35 e Å^−3
0 restraints	Δρmin = −0.25 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.

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.

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

	x	y	z	Uiso*/Ueq
Mg1	0.01263 (4)	0.42395 (2)	0.17324 (7)	0.01181 (16)
O1	0.00808 (10)	0.37909 (6)	0.38578 (17)	0.0178 (3)
H1	0.0052 (16)	0.3999 (9)	0.467 (3)	0.021*
N1	0.12493 (12)	0.38546 (6)	0.07293 (19)	0.0143 (3)
N2	0.02388 (12)	0.31752 (6)	−0.10717 (19)	0.0151 (3)
N3	−0.08887 (12)	0.38388 (6)	−0.00637 (19)	0.0145 (3)
N4	−0.24471 (12)	0.43209 (6)	0.03072 (19)	0.0149 (3)
N5	−0.09741 (12)	0.48191 (6)	0.18377 (19)	0.0140 (3)
N6	0.00312 (12)	0.55100 (6)	0.35670 (19)	0.0142 (3)
N7	0.11588 (12)	0.48373 (6)	0.26114 (19)	0.0143 (3)
N8	0.27234 (12)	0.43687 (6)	0.21665 (19)	0.0147 (3)
C1	0.22766 (14)	0.39533 (8)	0.1219 (2)	0.0147 (4)
C2	0.28603 (15)	0.35287 (8)	0.0514 (2)	0.0158 (4)
C3	0.39146 (15)	0.34428 (8)	0.0607 (2)	0.0173 (4)
H3	0.4407	0.3682	0.1241	0.021*
C4	0.42155 (15)	0.29966 (8)	−0.0257 (2)	0.0200 (4)
H4	0.4929	0.2927	−0.0209	0.024*
C5	0.34946 (16)	0.26449 (8)	−0.1202 (3)	0.0213 (4)
H5	0.3727	0.2340	−0.1774	0.026*
C6	0.24449 (16)	0.27332 (8)	−0.1317 (2)	0.0199 (4)
H6	0.1954	0.2498	−0.1971	0.024*
C7	0.21381 (14)	0.31792 (8)	−0.0438 (2)	0.0156 (4)
C8	0.11232 (14)	0.33995 (8)	−0.0296 (2)	0.0150 (4)
C9	−0.06861 (15)	0.33875 (8)	−0.0969 (2)	0.0151 (4)
C10	−0.16595 (15)	0.31526 (8)	−0.1838 (2)	0.0160 (4)
C11	−0.19071 (15)	0.27026 (8)	−0.2905 (2)	0.0191 (4)
H11	−0.1384	0.2480	−0.3236	0.023*
C12	−0.29409 (16)	0.25890 (8)	−0.3468 (3)	0.0223 (5)
H12	−0.3128	0.2280	−0.4180	0.027*
C13	−0.37175 (15)	0.29219 (8)	−0.3008 (3)	0.0216 (4)
H13	−0.4420	0.2833	−0.3407	0.026*
C14	−0.34733 (15)	0.33761 (8)	−0.1982 (2)	0.0179 (4)
H14	−0.3996	0.3605	−0.1683	0.021*
C15	−0.24385 (15)	0.34872 (8)	−0.1403 (2)	0.0155 (4)
C16	−0.19309 (14)	0.39184 (8)	−0.0306 (2)	0.0148 (4)
C17	−0.20031 (14)	0.47316 (8)	0.1270 (2)	0.0146 (4)
C18	−0.25977 (15)	0.51609 (8)	0.1907 (2)	0.0150 (4)
C19	−0.36562 (15)	0.52409 (8)	0.1716 (2)	0.0173 (4)
H19	−0.4127	0.5000	0.1044	0.021*
C20	−0.39955 (15)	0.56858 (8)	0.2545 (2)	0.0186 (4)
H20	−0.4714	0.5750	0.2444	0.022*
C21	−0.33024 (15)	0.60408 (8)	0.3524 (2)	0.0192 (4)
H21	−0.3558	0.6342	0.4081	0.023*
C22	−0.22441 (15)	0.59628 (8)	0.3703 (2)	0.0173 (4)
H22	−0.1776	0.6208	0.4363	0.021*
C23	−0.18919 (14)	0.55145 (8)	0.2884 (2)	0.0148 (4)
C24	−0.08638 (14)	0.52854 (7)	0.2797 (2)	0.0136 (4)
C25	0.09687 (14)	0.53015 (8)	0.3460 (2)	0.0139 (4)
C26	0.19466 (14)	0.55515 (8)	0.4270 (2)	0.0142 (4)
C27	0.22174 (15)	0.60054 (8)	0.5311 (2)	0.0169 (4)
H27	0.1704	0.6238	0.5628	0.020*
C28	0.32541 (15)	0.61099 (8)	0.5873 (2)	0.0193 (4)
H28	0.3450	0.6413	0.6606	0.023*
C29	0.40196 (15)	0.57780 (8)	0.5384 (2)	0.0190 (4)
H29	0.4725	0.5863	0.5772	0.023*
C30	0.37577 (15)	0.53276 (8)	0.4339 (2)	0.0164 (4)
H30	0.4273	0.5102	0.3998	0.020*
C31	0.27202 (14)	0.52153 (8)	0.3805 (2)	0.0148 (4)
C32	0.22076 (14)	0.47703 (8)	0.2781 (2)	0.0145 (4)
C33	0.01175 (16)	0.32099 (8)	0.4149 (3)	0.0234 (5)
H33A	0.0257	0.3021	0.3134	0.035*
H33B	−0.0545	0.3085	0.4406	0.035*
H33C	0.0666	0.3126	0.5107	0.035*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mg1	0.0087 (3)	0.0149 (3)	0.0121 (3)	0.0009 (2)	0.0027 (2)	−0.0034 (2)
O1	0.0218 (7)	0.0168 (7)	0.0156 (7)	0.0002 (6)	0.0059 (6)	−0.0024 (6)
N1	0.0152 (8)	0.0155 (8)	0.0130 (8)	0.0003 (6)	0.0046 (6)	−0.0009 (6)
N2	0.0172 (9)	0.0159 (8)	0.0132 (8)	0.0014 (6)	0.0053 (6)	0.0003 (6)
N3	0.0138 (8)	0.0169 (8)	0.0136 (8)	0.0015 (6)	0.0043 (6)	−0.0009 (6)
N4	0.0149 (8)	0.0185 (9)	0.0115 (8)	0.0018 (6)	0.0031 (6)	0.0005 (6)
N5	0.0147 (8)	0.0163 (8)	0.0113 (8)	0.0003 (6)	0.0033 (6)	−0.0002 (6)
N6	0.0146 (8)	0.0170 (8)	0.0115 (8)	0.0001 (6)	0.0040 (6)	0.0000 (6)
N7	0.0151 (8)	0.0161 (8)	0.0123 (8)	0.0014 (6)	0.0040 (6)	0.0008 (6)
N8	0.0150 (8)	0.0167 (8)	0.0133 (8)	0.0009 (6)	0.0052 (6)	0.0004 (6)
C1	0.0136 (9)	0.0175 (10)	0.0136 (9)	0.0009 (7)	0.0040 (7)	0.0029 (7)
C2	0.0191 (10)	0.0170 (10)	0.0125 (9)	0.0021 (8)	0.0064 (7)	0.0035 (7)
C3	0.0178 (10)	0.0218 (10)	0.0131 (9)	0.0016 (8)	0.0049 (7)	0.0048 (8)
C4	0.0165 (10)	0.0240 (11)	0.0213 (10)	0.0052 (8)	0.0082 (8)	0.0056 (8)
C5	0.0259 (11)	0.0201 (11)	0.0208 (11)	0.0052 (8)	0.0122 (8)	0.0000 (8)
C6	0.0237 (11)	0.0177 (10)	0.0197 (10)	−0.0008 (8)	0.0076 (8)	−0.0010 (8)
C7	0.0171 (10)	0.0165 (10)	0.0146 (9)	0.0012 (8)	0.0067 (7)	0.0037 (8)
C8	0.0182 (10)	0.0166 (9)	0.0116 (9)	0.0001 (8)	0.0063 (7)	0.0015 (7)
C9	0.0190 (10)	0.0151 (9)	0.0115 (9)	−0.0002 (8)	0.0038 (7)	0.0025 (7)
C10	0.0194 (10)	0.0167 (10)	0.0122 (9)	−0.0005 (8)	0.0035 (7)	0.0024 (7)
C11	0.0226 (11)	0.0183 (10)	0.0167 (10)	0.0022 (8)	0.0042 (8)	−0.0002 (8)
C12	0.0240 (11)	0.0198 (11)	0.0215 (11)	−0.0034 (8)	−0.0004 (8)	−0.0052 (8)
C13	0.0163 (10)	0.0252 (11)	0.0216 (10)	−0.0035 (8)	−0.0018 (8)	−0.0013 (9)
C14	0.0155 (10)	0.0210 (10)	0.0169 (10)	0.0013 (8)	0.0024 (8)	0.0016 (8)
C15	0.0192 (10)	0.0154 (10)	0.0115 (9)	0.0008 (8)	0.0019 (7)	0.0031 (7)
C16	0.0150 (10)	0.0190 (10)	0.0106 (9)	−0.0007 (8)	0.0023 (7)	0.0027 (7)
C17	0.0152 (10)	0.0185 (10)	0.0109 (9)	0.0021 (8)	0.0047 (7)	0.0031 (7)
C18	0.0176 (10)	0.0168 (10)	0.0112 (9)	0.0015 (8)	0.0044 (7)	0.0043 (7)
C19	0.0157 (10)	0.0194 (10)	0.0170 (10)	0.0022 (8)	0.0038 (8)	0.0038 (8)
C20	0.0149 (10)	0.0228 (11)	0.0195 (10)	0.0055 (8)	0.0067 (8)	0.0058 (8)
C21	0.0229 (11)	0.0193 (10)	0.0173 (10)	0.0074 (8)	0.0085 (8)	0.0034 (8)
C22	0.0206 (10)	0.0187 (10)	0.0131 (9)	0.0025 (8)	0.0041 (8)	0.0015 (8)
C23	0.0149 (10)	0.0194 (10)	0.0107 (9)	0.0038 (8)	0.0037 (7)	0.0048 (7)
C24	0.0162 (10)	0.0153 (9)	0.0102 (9)	0.0021 (7)	0.0043 (7)	0.0012 (7)
C25	0.0177 (10)	0.0149 (9)	0.0101 (9)	0.0005 (7)	0.0049 (7)	0.0020 (7)
C26	0.0159 (10)	0.0169 (9)	0.0103 (9)	−0.0001 (8)	0.0039 (7)	0.0031 (7)
C27	0.0204 (10)	0.0158 (10)	0.0158 (10)	0.0002 (8)	0.0068 (8)	0.0013 (8)
C28	0.0228 (11)	0.0200 (10)	0.0154 (10)	−0.0043 (8)	0.0040 (8)	−0.0021 (8)
C29	0.0148 (10)	0.0243 (11)	0.0178 (10)	−0.0041 (8)	0.0026 (8)	0.0011 (8)
C30	0.0145 (10)	0.0190 (10)	0.0164 (9)	0.0013 (8)	0.0049 (7)	0.0009 (8)
C31	0.0164 (10)	0.0171 (10)	0.0118 (9)	0.0006 (8)	0.0046 (7)	0.0035 (7)
C32	0.0146 (10)	0.0184 (10)	0.0110 (9)	0.0007 (7)	0.0039 (7)	0.0038 (7)
C33	0.0258 (12)	0.0178 (10)	0.0264 (11)	−0.0006 (9)	0.0040 (9)	−0.0007 (9)

Geometric parameters (Å, º)

Mg1—N7	2.0315 (17)	C10—C15	1.402 (3)
Mg1—O1	2.0331 (14)	C11—C12	1.387 (3)
Mg1—N1	2.0333 (16)	C11—H11	0.9500
Mg1—N3	2.0345 (17)	C12—C13	1.405 (3)
Mg1—N5	2.0352 (16)	C12—H12	0.9500
O1—C33	1.431 (2)	C13—C14	1.381 (3)
O1—H1	0.83 (2)	C13—H13	0.9500
N1—C1	1.364 (2)	C14—C15	1.389 (3)
N1—C8	1.371 (2)	C14—H14	0.9500
N2—C8	1.338 (2)	C15—C16	1.454 (3)
N2—C9	1.340 (2)	C17—C18	1.451 (3)
N3—C9	1.368 (2)	C18—C19	1.391 (3)
N3—C16	1.368 (2)	C18—C23	1.401 (3)
N4—C17	1.333 (2)	C19—C20	1.384 (3)
N4—C16	1.334 (2)	C19—H19	0.9500
N5—C24	1.363 (2)	C20—C21	1.395 (3)
N5—C17	1.370 (2)	C20—H20	0.9500
N6—C24	1.348 (2)	C21—C22	1.391 (3)
N6—C25	1.353 (2)	C21—H21	0.9500
N7—C25	1.363 (2)	C22—C23	1.393 (3)
N7—C32	1.376 (2)	C22—H22	0.9500
N8—C32	1.333 (2)	C23—C24	1.479 (2)
N8—C1	1.337 (2)	C25—C26	1.470 (3)
C1—C2	1.459 (3)	C26—C27	1.392 (3)
C2—C3	1.395 (3)	C26—C31	1.408 (3)
C2—C7	1.399 (3)	C27—C28	1.386 (3)
C3—C4	1.382 (3)	C27—H27	0.9500
C3—H3	0.9500	C28—C29	1.401 (3)
C4—C5	1.399 (3)	C28—H28	0.9500
C4—H4	0.9500	C29—C30	1.385 (3)
C5—C6	1.388 (3)	C29—H29	0.9500
C5—H5	0.9500	C30—C31	1.387 (3)
C6—C7	1.391 (3)	C30—H30	0.9500
C6—H6	0.9500	C31—C32	1.452 (3)
C7—C8	1.465 (3)	C33—H33A	0.9800
C9—C10	1.465 (3)	C33—H33B	0.9800
C10—C11	1.391 (3)	C33—H33C	0.9800
N7—Mg1—O1	102.09 (6)	C14—C13—H13	119.6
N7—Mg1—N1	88.62 (7)	C12—C13—H13	119.6
O1—Mg1—N1	102.44 (6)	C13—C14—C15	117.89 (18)
N7—Mg1—N3	154.96 (7)	C13—C14—H14	121.1
O1—Mg1—N3	102.94 (6)	C15—C14—H14	121.1
N1—Mg1—N3	86.23 (6)	C14—C15—C10	121.59 (18)
N7—Mg1—N5	85.98 (7)	C14—C15—C16	131.60 (18)
O1—Mg1—N5	102.15 (6)	C10—C15—C16	106.81 (16)
N1—Mg1—N5	155.41 (7)	N4—C16—N3	128.07 (17)
N3—Mg1—N5	88.59 (7)	N4—C16—C15	122.75 (17)
C33—O1—Mg1	131.39 (12)	N3—C16—C15	109.18 (16)
C33—O1—H1	118.4 (15)	N4—C17—N5	128.15 (17)
Mg1—O1—H1	110.2 (15)	N4—C17—C18	122.19 (17)
C1—N1—C8	108.93 (15)	N5—C17—C18	109.65 (16)
C1—N1—Mg1	124.11 (12)	C19—C18—C23	122.08 (17)
C8—N1—Mg1	126.04 (13)	C19—C18—C17	130.98 (18)
C8—N2—C9	122.89 (16)	C23—C18—C17	106.92 (16)
C9—N3—C16	108.86 (15)	C20—C19—C18	117.35 (18)
C9—N3—Mg1	126.46 (13)	C20—C19—H19	121.3
C16—N3—Mg1	123.56 (12)	C18—C19—H19	121.3
C17—N4—C16	124.18 (17)	C19—C20—C21	121.24 (18)
C24—N5—C17	108.55 (15)	C19—C20—H20	119.4
C24—N5—Mg1	126.35 (13)	C21—C20—H20	119.4
C17—N5—Mg1	123.41 (12)	C22—C21—C20	121.35 (18)
C24—N6—C25	123.77 (16)	C22—C21—H21	119.3
C25—N7—C32	108.59 (15)	C20—C21—H21	119.3
C25—N7—Mg1	126.47 (13)	C21—C22—C23	118.01 (18)
C32—N7—Mg1	123.42 (12)	C21—C22—H22	121.0
C32—N8—C1	124.10 (16)	C23—C22—H22	121.0
N8—C1—N1	127.81 (17)	C22—C23—C18	119.97 (17)
N8—C1—C2	122.97 (17)	C22—C23—C24	134.51 (18)
N1—C1—C2	109.20 (16)	C18—C23—C24	105.50 (16)
C3—C2—C7	121.00 (17)	N6—C24—N5	126.40 (17)
C3—C2—C1	132.36 (18)	N6—C24—C23	124.22 (17)
C7—C2—C1	106.61 (16)	N5—C24—C23	109.38 (16)
C4—C3—C2	117.51 (18)	N6—C25—N7	126.30 (17)
C4—C3—H3	121.2	N6—C25—C26	123.90 (17)
C2—C3—H3	121.2	N7—C25—C26	109.80 (16)
C3—C4—C5	121.57 (18)	C27—C26—C31	119.83 (18)
C3—C4—H4	119.2	C27—C26—C25	134.90 (18)
C5—C4—H4	119.2	C31—C26—C25	105.27 (16)
C6—C5—C4	121.11 (18)	C28—C27—C26	118.37 (18)
C6—C5—H5	119.4	C28—C27—H27	120.8
C4—C5—H5	119.4	C26—C27—H27	120.8
C5—C6—C7	117.54 (18)	C27—C28—C29	121.43 (18)
C5—C6—H6	121.2	C27—C28—H28	119.3
C7—C6—H6	121.2	C29—C28—H28	119.3
C6—C7—C2	121.26 (18)	C30—C29—C28	120.60 (18)
C6—C7—C8	132.48 (18)	C30—C29—H29	119.7
C2—C7—C8	106.23 (16)	C28—C29—H29	119.7
N2—C8—N1	127.73 (17)	C29—C30—C31	118.05 (18)
N2—C8—C7	123.28 (17)	C29—C30—H30	121.0
N1—C8—C7	108.99 (16)	C31—C30—H30	121.0
N2—C9—N3	127.32 (17)	C30—C31—C26	121.69 (17)
N2—C9—C10	123.49 (17)	C30—C31—C32	131.13 (17)
N3—C9—C10	109.19 (16)	C26—C31—C32	107.18 (16)
C11—C10—C15	120.40 (18)	N8—C32—N7	128.32 (17)
C11—C10—C9	133.66 (18)	N8—C32—C31	122.53 (17)
C15—C10—C9	105.94 (16)	N7—C32—C31	109.15 (16)
C12—C11—C10	117.91 (19)	O1—C33—H33A	109.5
C12—C11—H11	121.0	O1—C33—H33B	109.5
C10—C11—H11	121.0	H33A—C33—H33B	109.5
C11—C12—C13	121.35 (18)	O1—C33—H33C	109.5
C11—C12—H12	119.3	H33A—C33—H33C	109.5
C13—C12—H12	119.3	H33B—C33—H33C	109.5
C14—C13—C12	120.84 (19)
N7—Mg1—O1—C33	−133.99 (16)	C11—C12—C13—C14	0.3 (3)
N1—Mg1—O1—C33	−42.72 (17)	C12—C13—C14—C15	−1.0 (3)
N3—Mg1—O1—C33	46.22 (17)	C13—C14—C15—C10	0.1 (3)
N5—Mg1—O1—C33	137.57 (16)	C13—C14—C15—C16	−178.95 (19)
N7—Mg1—N1—C1	18.76 (15)	C11—C10—C15—C14	1.4 (3)
O1—Mg1—N1—C1	−83.33 (15)	C9—C10—C15—C14	−178.60 (16)
N3—Mg1—N1—C1	174.24 (15)	C11—C10—C15—C16	−179.32 (17)
N5—Mg1—N1—C1	96.0 (2)	C9—C10—C15—C16	0.68 (19)
N7—Mg1—N1—C8	−173.40 (15)	C17—N4—C16—N3	1.3 (3)
O1—Mg1—N1—C8	84.52 (15)	C17—N4—C16—C15	−177.74 (17)
N3—Mg1—N1—C8	−17.92 (15)	C9—N3—C16—N4	−177.87 (18)
N5—Mg1—N1—C8	−96.2 (2)	Mg1—N3—C16—N4	13.5 (3)
N7—Mg1—N3—C9	96.4 (2)	C9—N3—C16—C15	1.3 (2)
O1—Mg1—N3—C9	−84.05 (15)	Mg1—N3—C16—C15	−167.31 (12)
N1—Mg1—N3—C9	17.86 (15)	C14—C15—C16—N4	−2.8 (3)
N5—Mg1—N3—C9	173.81 (15)	C10—C15—C16—N4	177.99 (17)
N7—Mg1—N3—C16	−97.0 (2)	C14—C15—C16—N3	177.93 (19)
O1—Mg1—N3—C16	82.53 (15)	C10—C15—C16—N3	−1.2 (2)
N1—Mg1—N3—C16	−175.56 (15)	C16—N4—C17—N5	−1.4 (3)
N5—Mg1—N3—C16	−19.61 (15)	C16—N4—C17—C18	179.95 (17)
N7—Mg1—N5—C24	−21.46 (15)	C24—N5—C17—N4	−179.41 (18)
O1—Mg1—N5—C24	80.06 (15)	Mg1—N5—C17—N4	−13.4 (3)
N1—Mg1—N5—C24	−99.2 (2)	C24—N5—C17—C18	−0.6 (2)
N3—Mg1—N5—C24	−177.00 (15)	Mg1—N5—C17—C18	165.40 (12)
N7—Mg1—N5—C17	175.07 (14)	N4—C17—C18—C19	0.8 (3)
O1—Mg1—N5—C17	−83.41 (14)	N5—C17—C18—C19	−178.12 (18)
N1—Mg1—N5—C17	97.3 (2)	N4—C17—C18—C23	178.97 (16)
N3—Mg1—N5—C17	19.53 (14)	N5—C17—C18—C23	0.1 (2)
O1—Mg1—N7—C25	−80.20 (15)	C23—C18—C19—C20	−0.4 (3)
N1—Mg1—N7—C25	177.37 (15)	C17—C18—C19—C20	177.55 (18)
N3—Mg1—N7—C25	99.3 (2)	C18—C19—C20—C21	0.3 (3)
N5—Mg1—N7—C25	21.38 (15)	C19—C20—C21—C22	0.2 (3)
O1—Mg1—N7—C32	84.06 (14)	C20—C21—C22—C23	−0.6 (3)
N1—Mg1—N7—C32	−18.37 (14)	C21—C22—C23—C18	0.5 (3)
N3—Mg1—N7—C32	−96.4 (2)	C21—C22—C23—C24	−177.89 (19)
N5—Mg1—N7—C32	−174.36 (14)	C19—C18—C23—C22	0.0 (3)
C32—N8—C1—N1	−1.0 (3)	C17—C18—C23—C22	−178.37 (16)
C32—N8—C1—C2	177.85 (17)	C19—C18—C23—C24	178.83 (16)
C8—N1—C1—N8	177.28 (18)	C17—C18—C23—C24	0.42 (19)
Mg1—N1—C1—N8	−13.1 (3)	C25—N6—C24—N5	1.3 (3)
C8—N1—C1—C2	−1.7 (2)	C25—N6—C24—C23	−179.01 (16)
Mg1—N1—C1—C2	167.91 (12)	C17—N5—C24—N6	−179.42 (17)
N8—C1—C2—C3	−0.1 (3)	Mg1—N5—C24—N6	15.1 (3)
N1—C1—C2—C3	179.00 (19)	C17—N5—C24—C23	0.9 (2)
N8—C1—C2—C7	−178.07 (17)	Mg1—N5—C24—C23	−164.61 (12)
N1—C1—C2—C7	1.0 (2)	C22—C23—C24—N6	−2.0 (3)
C7—C2—C3—C4	−0.8 (3)	C18—C23—C24—N6	179.48 (17)
C1—C2—C3—C4	−178.59 (19)	C22—C23—C24—N5	177.72 (19)
C2—C3—C4—C5	0.4 (3)	C18—C23—C24—N5	−0.8 (2)
C3—C4—C5—C6	0.5 (3)	C24—N6—C25—N7	−1.5 (3)
C4—C5—C6—C7	−0.9 (3)	C24—N6—C25—C26	178.75 (16)
C5—C6—C7—C2	0.6 (3)	C32—N7—C25—N6	178.93 (17)
C5—C6—C7—C8	178.63 (19)	Mg1—N7—C25—N6	−14.9 (3)
C3—C2—C7—C6	0.3 (3)	C32—N7—C25—C26	−1.3 (2)
C1—C2—C7—C6	178.61 (17)	Mg1—N7—C25—C26	164.92 (12)
C3—C2—C7—C8	−178.19 (16)	N6—C25—C26—C27	2.2 (3)
C1—C2—C7—C8	0.09 (19)	N7—C25—C26—C27	−177.6 (2)
C9—N2—C8—N1	1.7 (3)	N6—C25—C26—C31	−178.50 (16)
C9—N2—C8—C7	−178.28 (16)	N7—C25—C26—C31	1.7 (2)
C1—N1—C8—N2	−178.20 (17)	C31—C26—C27—C28	−0.5 (3)
Mg1—N1—C8—N2	12.4 (3)	C25—C26—C27—C28	178.65 (19)
C1—N1—C8—C7	1.8 (2)	C26—C27—C28—C29	1.5 (3)
Mg1—N1—C8—C7	−167.60 (12)	C27—C28—C29—C30	−1.1 (3)
C6—C7—C8—N2	0.6 (3)	C28—C29—C30—C31	−0.3 (3)
C2—C7—C8—N2	178.85 (17)	C29—C30—C31—C26	1.3 (3)
C6—C7—C8—N1	−179.42 (19)	C29—C30—C31—C32	−177.27 (18)
C2—C7—C8—N1	−1.1 (2)	C27—C26—C31—C30	−0.9 (3)
C8—N2—C9—N3	−1.9 (3)	C25—C26—C31—C30	179.73 (16)
C8—N2—C9—C10	178.77 (17)	C27—C26—C31—C32	178.00 (16)
C16—N3—C9—N2	179.71 (17)	C25—C26—C31—C32	−1.41 (19)
Mg1—N3—C9—N2	−12.1 (3)	C1—N8—C32—N7	1.2 (3)
C16—N3—C9—C10	−0.9 (2)	C1—N8—C32—C31	−179.95 (17)
Mg1—N3—C9—C10	167.33 (12)	C25—N7—C32—N8	179.28 (18)
N2—C9—C10—C11	−0.5 (3)	Mg1—N7—C32—N8	12.6 (3)
N3—C9—C10—C11	−179.9 (2)	C25—N7—C32—C31	0.35 (19)
N2—C9—C10—C15	179.52 (17)	Mg1—N7—C32—C31	−166.34 (12)
N3—C9—C10—C15	0.1 (2)	C30—C31—C32—N8	0.4 (3)
C15—C10—C11—C12	−2.0 (3)	C26—C31—C32—N8	−178.28 (16)
C9—C10—C11—C12	178.00 (19)	C30—C31—C32—N7	179.44 (18)
C10—C11—C12—C13	1.2 (3)	C26—C31—C32—N7	0.7 (2)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N6^i	0.83 (2)	1.87 (2)	2.698 (2)	177 (2)

Symmetry code: (i) −x, −y+1, −z+1.