Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
There are challenges in using magnesium coordination complexes as reagents owing to their tendency to adopt varying aggregation states in solution and thus impacting the reactivity of the complexes. Many magnesium complexes are prone to ligand redistribution via Schlenk equilibrium due to the ionic character within the metal–ligand inter­actions. The role of the supporting ligand is often crucial for providing stability to the heteroleptic complex. Strategies to minimize ligand redistribution in alkaline earth metal complexes could include using a supporting ligand with tunable sterics and electronics to influence the degree of association to the metal atom. Magnesium bis­(hexa­methyl­disilazide) was reacted with salicylaldimines [1L = N-(2,6-diiso­propyl­phen­yl)salicylaldimine and 2L = 3,5-di-tert-butyl-N-(2,6-diiso­propyl­phen­yl)salicylaldimine] in either nondonor (toluene) or donor solvents [tetra­hydro­furan (THF) or pyridine]. The structures of the magnesium complexes were studied in the solid state via X-ray diffraction. In the nondonor solvent, i.e. toluene, the heteroleptic complex bis­{μ-2-[(2,6-diiso­propyl­phen­yl)imino­meth­yl]phenolato}-κ3N,O:O3O:N,O-bis­[(hexa­methyl­disilazido-κN)magnesium(II)], [Mg2(C19H22NO)2(C6H18NSi2)2] or [1LMgN(SiMe3)2]2, (1), was favored, while in the donor solvent, i.e. pyridine (pyr), the formation of the homoleptic complex {2,4-di-tert-but­yl-6-[(2,6-diiso­propyl­phen­yl)imino­meth­yl]phenolato-κ2N,O}bis­(pyridine-κN)magnesium(II) toluene monosolvate, [Mg(C27H38NO)2(C5H5N)2]·C5H5N or [{2L2Mg2(pyr)2}·pyr], (2), predominated. Heteroleptic complex (1) was crystallized from toluene, while homoleptic complexes (2) and the previously reported [1L2Mg·THF] [Quinque et al. (2011). Eur. J. Inorg. Chem. pp. 3321–3326] were crystallized from pyridine and THF, respectively. These studies support solvent-dependent ligand redistribution in solution. In-situ 1H NMR experiments were carried out to further probe the solution behavior of these systems.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616018593/qs3059sup1.cif
Contains datablocks Compound1, CompoundII

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229616018593/qs3059Compound1sup2.hkl
Contains datablock Compound1

cdx

Chemdraw file https://doi.org/10.1107/S2053229616018593/qs3059Compound1sup4.cdx
Supplementary material

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229616018593/qs3059CompoundIIsup3.hkl
Contains datablock CompoundII

cdx

Chemdraw file https://doi.org/10.1107/S2053229616018593/qs3059CompoundIIsup5.cdx
Supplementary material

CCDC references: 1426502; 1426501

Computing details top

For both compounds, data collection: APEX2 (Bruker, 2008); cell refinement: APEX2 and SAINT (Bruker, 2008); data reduction: SAINT (Bruker, 2008) and XPREP (Sheldrick, 2003); program(s) used to solve structure: SHELXS2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: CrystalMaker (CrystalMaker, 2010).

(Compound1) Bis{µ-2-[(2,6-diisopropylphenyl)iminomethyl]phenolato}-κ3N,O:O;κ3O:N,O-bis[(hexamethyldisilazido-κN)magnesium(II)] top
Crystal data top
[Mg2(C19H22NO)2(C6H18NSi2)2]Z = 1
Mr = 930.16F(000) = 504
Triclinic, P1Dx = 1.151 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.4898 (11) ÅCell parameters from 9880 reflections
b = 11.3067 (12) Åθ = 2.2–28.3°
c = 12.7370 (13) ŵ = 0.17 mm1
α = 76.033 (1)°T = 120 K
β = 66.454 (1)°Plate, pale yellow
γ = 81.772 (1)°0.32 × 0.28 × 0.12 mm
V = 1342.1 (2) Å3
Data collection top
Bruker X8 APEXII CCD
diffractometer
5485 independent reflections
Radiation source: fine-focus sealed tube4900 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.027
Detector resolution: 8.33 pixels mm-1θmax = 26.4°, θmin = 1.8°
φ and ω scansh = 1313
Absorption correction: multi-scan
[Blessing (1995) and SADABS (Bruker, 2008; Krause et al., 2015)]
k = 1414
Tmin = 0.95, Tmax = 0.98l = 1515
31120 measured reflections
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.031H-atom parameters constrained
wR(F2) = 0.103 w = 1/[σ2(Fo2) + (0.047P)2]
where P = (Fo2 + 2Fc2)/3
S = 1.59(Δ/σ)max < 0.001
5485 reflectionsΔρmax = 0.32 e Å3
290 parametersΔρmin = 0.20 e Å3
Special details top

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 (Å2) top
xyzUiso*/Ueq
Mg10.46802 (4)0.38473 (4)0.09838 (3)0.01378 (11)
O10.42473 (8)0.56590 (8)0.07456 (7)0.01461 (19)
N10.31637 (10)0.26956 (10)0.19366 (9)0.0160 (2)
N20.33855 (10)0.67594 (9)0.11961 (9)0.0143 (2)
Si10.27389 (3)0.18011 (3)0.12277 (3)0.01727 (11)
Si20.21224 (3)0.27877 (3)0.33493 (3)0.01727 (11)
C10.32446 (12)0.71594 (11)0.23202 (10)0.0161 (3)
C20.31568 (12)0.62781 (12)0.28952 (11)0.0173 (3)
C30.29985 (13)0.66848 (12)0.39636 (11)0.0211 (3)
H30.29390.61180.43610.025*
C40.29292 (14)0.79139 (13)0.44410 (12)0.0247 (3)
H40.28080.81700.51480.030*
C50.30400 (14)0.87639 (13)0.38663 (12)0.0234 (3)
H50.29990.95900.41970.028*
C60.32112 (13)0.84096 (12)0.28013 (11)0.0189 (3)
C70.31658 (13)0.49267 (12)0.23475 (11)0.0207 (3)
H70.37340.47920.18730.025*
C80.38043 (18)0.41085 (14)0.32508 (14)0.0347 (4)
H8A0.31800.41050.36320.052*
H8B0.39580.32920.28650.052*
H8C0.46750.44150.38210.052*
C90.16846 (15)0.45598 (14)0.15230 (14)0.0334 (4)
H9A0.13360.50220.09150.050*
H9B0.17020.37050.11820.050*
H9C0.10900.47230.19570.050*
C100.33702 (13)0.93965 (12)0.22322 (11)0.0209 (3)
H100.36880.89960.16000.025*
C110.19795 (16)1.00935 (15)0.17000 (15)0.0359 (4)
H11A0.16271.04630.22990.054*
H11B0.21171.07160.13650.054*
H11C0.13240.95380.11020.054*
C120.44612 (16)1.02859 (14)0.31090 (13)0.0307 (3)
H12A0.53290.98420.34380.046*
H12B0.45871.08610.27180.046*
H12C0.41541.07130.37220.046*
C130.31164 (12)0.62873 (11)0.13634 (10)0.0147 (3)
C140.29025 (13)0.63827 (12)0.24970 (11)0.0187 (3)
H140.35770.60550.28030.022*
C150.16999 (14)0.69579 (12)0.31723 (11)0.0218 (3)
H150.15770.70100.39250.026*
C160.06764 (14)0.74577 (12)0.27368 (12)0.0236 (3)
H160.01430.78190.32010.028*
C170.08938 (13)0.74096 (12)0.16070 (11)0.0211 (3)
H170.02150.77510.13100.025*
C180.21190 (12)0.68555 (11)0.08902 (10)0.0162 (3)
C190.22793 (12)0.69780 (11)0.03196 (11)0.0167 (3)
H190.14850.72480.04820.020*
C200.39633 (14)0.20342 (14)0.03453 (12)0.0255 (3)
H20A0.39220.28810.07070.038*
H20B0.37000.15520.07440.038*
H20C0.48950.17900.03900.038*
C210.09143 (14)0.21425 (14)0.12591 (13)0.0274 (3)
H21A0.02590.18650.20380.041*
H21B0.07920.17300.07320.041*
H21C0.07620.30060.10240.041*
C220.28777 (17)0.01123 (13)0.17753 (14)0.0315 (3)
H22A0.38200.01340.17010.047*
H22B0.26170.03040.13230.047*
H22C0.22670.00900.25820.047*
C230.13030 (15)0.13181 (13)0.42762 (12)0.0267 (3)
H23A0.06840.11030.39720.040*
H23B0.07890.14210.50660.040*
H23C0.20180.06820.42630.040*
C240.31404 (15)0.32087 (14)0.41136 (12)0.0274 (3)
H24A0.37540.25310.42590.041*
H24B0.25110.34120.48430.041*
H24C0.36770.38990.36300.041*
C250.06204 (13)0.39377 (13)0.34453 (12)0.0241 (3)
H25A0.09420.46670.28700.036*
H25B0.02280.41270.42110.036*
H25C0.00760.36070.33040.036*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mg10.0128 (2)0.0147 (2)0.0130 (2)0.00133 (16)0.00453 (16)0.00165 (16)
O10.0139 (4)0.0148 (4)0.0138 (4)0.0009 (3)0.0046 (3)0.0027 (3)
N10.0144 (5)0.0173 (5)0.0156 (5)0.0023 (4)0.0053 (4)0.0021 (4)
N20.0151 (5)0.0146 (5)0.0140 (5)0.0022 (4)0.0066 (4)0.0014 (4)
Si10.01604 (18)0.0178 (2)0.01889 (19)0.00296 (14)0.00679 (14)0.00388 (14)
Si20.01577 (18)0.0193 (2)0.01506 (19)0.00332 (14)0.00416 (14)0.00213 (14)
C10.0110 (5)0.0223 (7)0.0145 (6)0.0005 (5)0.0054 (5)0.0025 (5)
C20.0137 (6)0.0214 (7)0.0167 (6)0.0016 (5)0.0056 (5)0.0036 (5)
C30.0212 (6)0.0270 (7)0.0181 (6)0.0050 (5)0.0089 (5)0.0050 (5)
C40.0273 (7)0.0314 (8)0.0180 (7)0.0051 (6)0.0130 (6)0.0000 (6)
C50.0278 (7)0.0209 (7)0.0225 (7)0.0033 (5)0.0133 (6)0.0020 (5)
C60.0163 (6)0.0211 (7)0.0194 (6)0.0009 (5)0.0075 (5)0.0029 (5)
C70.0240 (7)0.0213 (7)0.0209 (7)0.0013 (5)0.0127 (6)0.0042 (5)
C80.0568 (10)0.0241 (8)0.0329 (8)0.0058 (7)0.0265 (8)0.0116 (6)
C90.0308 (8)0.0271 (8)0.0399 (9)0.0101 (6)0.0167 (7)0.0084 (7)
C100.0241 (7)0.0183 (7)0.0225 (7)0.0015 (5)0.0120 (6)0.0025 (5)
C110.0292 (8)0.0316 (9)0.0497 (10)0.0039 (7)0.0131 (7)0.0198 (8)
C120.0365 (8)0.0258 (8)0.0309 (8)0.0097 (6)0.0135 (7)0.0019 (6)
C130.0137 (6)0.0129 (6)0.0154 (6)0.0028 (5)0.0027 (5)0.0028 (5)
C140.0205 (6)0.0192 (7)0.0165 (6)0.0021 (5)0.0074 (5)0.0026 (5)
C150.0258 (7)0.0234 (7)0.0142 (6)0.0038 (5)0.0037 (5)0.0056 (5)
C160.0211 (6)0.0227 (7)0.0215 (7)0.0021 (5)0.0013 (5)0.0082 (6)
C170.0178 (6)0.0210 (7)0.0224 (7)0.0022 (5)0.0066 (5)0.0047 (5)
C180.0157 (6)0.0156 (6)0.0161 (6)0.0019 (5)0.0046 (5)0.0029 (5)
C190.0141 (6)0.0167 (6)0.0198 (6)0.0005 (5)0.0077 (5)0.0028 (5)
C200.0246 (7)0.0309 (8)0.0233 (7)0.0064 (6)0.0065 (6)0.0112 (6)
C210.0204 (7)0.0370 (8)0.0287 (7)0.0047 (6)0.0114 (6)0.0082 (6)
C220.0432 (9)0.0211 (8)0.0345 (8)0.0041 (6)0.0174 (7)0.0074 (6)
C230.0309 (7)0.0257 (8)0.0184 (7)0.0070 (6)0.0043 (6)0.0007 (6)
C240.0265 (7)0.0357 (8)0.0225 (7)0.0031 (6)0.0095 (6)0.0089 (6)
C250.0184 (6)0.0234 (7)0.0267 (7)0.0022 (5)0.0037 (5)0.0063 (6)
Geometric parameters (Å, º) top
Mg1—N11.9967 (11)C10—C111.5321 (19)
Mg1—O1i2.0088 (9)C10—H100.9800
Mg1—O12.0095 (9)C11—H11A0.9600
Mg1—N2i2.1474 (11)C11—H11B0.9600
Mg1—Mg1i3.0869 (8)C11—H11C0.9600
O1—C131.3469 (14)C12—H12A0.9600
O1—Mg1i2.0088 (9)C12—H12B0.9600
N1—Si11.7112 (11)C12—H12C0.9600
N1—Si21.7115 (11)C13—C141.3986 (17)
N2—C191.2923 (15)C13—C181.4126 (17)
N2—C11.4539 (15)C14—C151.3865 (17)
N2—Mg1i2.1473 (11)C14—H140.9300
Si1—C221.8741 (15)C15—C161.3894 (19)
Si1—C201.8760 (14)C15—H150.9300
Si1—C211.8838 (14)C16—C171.3777 (19)
Si2—C241.8746 (14)C16—H160.9300
Si2—C251.8773 (13)C17—C181.4093 (17)
Si2—C231.8827 (14)C17—H170.9300
C1—C61.3999 (18)C18—C191.4555 (17)
C1—C21.4037 (17)C19—H190.9300
C2—C31.3955 (18)C20—H20A0.9600
C2—C71.5192 (18)C20—H20B0.9600
C3—C41.3802 (19)C20—H20C0.9600
C3—H30.9300C21—H21A0.9600
C4—C51.3829 (19)C21—H21B0.9600
C4—H40.9300C21—H21C0.9600
C5—C61.3944 (18)C22—H22A0.9600
C5—H50.9300C22—H22B0.9600
C6—C101.5294 (18)C22—H22C0.9600
C7—C81.5327 (19)C23—H23A0.9600
C7—C91.5361 (19)C23—H23B0.9600
C7—H70.9800C23—H23C0.9600
C8—H8A0.9600C24—H24A0.9600
C8—H8B0.9600C24—H24B0.9600
C8—H8C0.9600C24—H24C0.9600
C9—H9A0.9600C25—H25A0.9600
C9—H9B0.9600C25—H25B0.9600
C9—H9C0.9600C25—H25C0.9600
C10—C121.5279 (19)
N1—Mg1—O1i132.80 (4)C6—C10—H10108.0
N1—Mg1—O1120.34 (4)C11—C10—H10108.0
O1i—Mg1—O179.62 (4)C10—C11—H11A109.5
N1—Mg1—N2i113.39 (4)C10—C11—H11B109.5
O1i—Mg1—N2i88.77 (4)H11A—C11—H11B109.5
O1—Mg1—N2i115.84 (4)C10—C11—H11C109.5
N1—Mg1—Mg1i140.45 (4)H11A—C11—H11C109.5
O1i—Mg1—Mg1i39.82 (3)H11B—C11—H11C109.5
O1—Mg1—Mg1i39.80 (2)C10—C12—H12A109.5
N2i—Mg1—Mg1i105.64 (3)C10—C12—H12B109.5
C13—O1—Mg1i124.33 (7)H12A—C12—H12B109.5
C13—O1—Mg1128.89 (7)C10—C12—H12C109.5
Mg1i—O1—Mg1100.38 (4)H12A—C12—H12C109.5
Si1—N1—Si2120.36 (6)H12B—C12—H12C109.5
Si1—N1—Mg1117.71 (6)O1—C13—C14120.33 (11)
Si2—N1—Mg1120.95 (6)O1—C13—C18121.11 (11)
C19—N2—C1113.90 (10)C14—C13—C18118.56 (11)
C19—N2—Mg1i120.91 (8)C15—C14—C13121.01 (12)
C1—N2—Mg1i124.34 (7)C15—C14—H14119.5
N1—Si1—C22116.01 (6)C13—C14—H14119.5
N1—Si1—C20109.90 (6)C14—C15—C16120.71 (12)
C22—Si1—C20103.99 (7)C14—C15—H15119.6
N1—Si1—C21113.17 (6)C16—C15—H15119.6
C22—Si1—C21105.46 (7)C17—C16—C15118.97 (12)
C20—Si1—C21107.62 (6)C17—C16—H16120.5
N1—Si2—C24111.01 (6)C15—C16—H16120.5
N1—Si2—C25112.54 (6)C16—C17—C18121.63 (12)
C24—Si2—C25108.11 (7)C16—C17—H17119.2
N1—Si2—C23114.03 (6)C18—C17—H17119.2
C24—Si2—C23105.74 (7)C17—C18—C13118.94 (11)
C25—Si2—C23104.93 (6)C17—C18—C19115.92 (11)
C6—C1—C2121.95 (11)C13—C18—C19125.06 (11)
C6—C1—N2119.12 (11)N2—C19—C18128.21 (11)
C2—C1—N2118.93 (11)N2—C19—H19115.9
C3—C2—C1117.88 (12)C18—C19—H19115.9
C3—C2—C7120.90 (11)Si1—C20—H20A109.5
C1—C2—C7121.16 (11)Si1—C20—H20B109.5
C4—C3—C2121.16 (12)H20A—C20—H20B109.5
C4—C3—H3119.4Si1—C20—H20C109.5
C2—C3—H3119.4H20A—C20—H20C109.5
C3—C4—C5119.86 (12)H20B—C20—H20C109.5
C3—C4—H4120.1Si1—C21—H21A109.5
C5—C4—H4120.1Si1—C21—H21B109.5
C4—C5—C6121.45 (12)H21A—C21—H21B109.5
C4—C5—H5119.3Si1—C21—H21C109.5
C6—C5—H5119.3H21A—C21—H21C109.5
C5—C6—C1117.67 (12)H21B—C21—H21C109.5
C5—C6—C10118.67 (12)Si1—C22—H22A109.5
C1—C6—C10123.66 (11)Si1—C22—H22B109.5
C2—C7—C8113.28 (11)H22A—C22—H22B109.5
C2—C7—C9110.17 (11)Si1—C22—H22C109.5
C8—C7—C9110.47 (12)H22A—C22—H22C109.5
C2—C7—H7107.6H22B—C22—H22C109.5
C8—C7—H7107.6Si2—C23—H23A109.5
C9—C7—H7107.6Si2—C23—H23B109.5
C7—C8—H8A109.5H23A—C23—H23B109.5
C7—C8—H8B109.5Si2—C23—H23C109.5
H8A—C8—H8B109.5H23A—C23—H23C109.5
C7—C8—H8C109.5H23B—C23—H23C109.5
H8A—C8—H8C109.5Si2—C24—H24A109.5
H8B—C8—H8C109.5Si2—C24—H24B109.5
C7—C9—H9A109.5H24A—C24—H24B109.5
C7—C9—H9B109.5Si2—C24—H24C109.5
H9A—C9—H9B109.5H24A—C24—H24C109.5
C7—C9—H9C109.5H24B—C24—H24C109.5
H9A—C9—H9C109.5Si2—C25—H25A109.5
H9B—C9—H9C109.5Si2—C25—H25B109.5
C12—C10—C6111.13 (11)H25A—C25—H25B109.5
C12—C10—C11110.04 (12)Si2—C25—H25C109.5
C6—C10—C11111.44 (11)H25A—C25—H25C109.5
C12—C10—H10108.0H25B—C25—H25C109.5
Symmetry code: (i) x+1, y+1, z.
(CompoundII) {2,4-Di-tert-butyl-6-[(2,6-diisopropylphenyl)iminomethyl]phenolato-κ2N,O}bis(pyridine-κN)magnesium(II) toluene monosolvate top
Crystal data top
[Mg(C27H38NO)2(C5H5N)2]·C5H5NF(000) = 2272
Mr = 1046.78Dx = 1.114 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 4322 reflections
a = 31.633 (4) Åθ = 2.3–24.0°
b = 13.4541 (15) ŵ = 0.08 mm1
c = 17.467 (3) ÅT = 120 K
β = 122.934 (3)°Block, yellow
V = 6239.4 (15) Å30.28 × 0.24 × 0.24 mm
Z = 4
Data collection top
Bruker X8 APEXII CCD
diffractometer
6388 independent reflections
Radiation source: fine-focus sealed tube4572 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.072
φ and ω scansθmax = 26.4°, θmin = 1.5°
Absorption correction: multi-scan
[Blessing (1995) and SADABS (Bruker, 2008; Krause et al., 2015)]
h = 3939
Tmin = 0.946, Tmax = 0.954k = 1616
37297 measured reflectionsl = 2121
Refinement top
Refinement on F20 restraints
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.052H-atom parameters constrained
wR(F2) = 0.136 w = 1/[σ2(Fo2) + (0.0538P)2 + 7.6033P]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max < 0.001
6388 reflectionsΔρmax = 0.27 e Å3
359 parametersΔρmin = 0.28 e Å3
Special details top

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.

The structure contains a pyrdine solvent molecule of crystallization. Two site disorder of the ring was modeled by refining the positions of N1s and C3s at half occupancy.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Mg10.25000.25000.00000.0170 (2)
N10.23064 (6)0.13220 (11)0.07607 (10)0.0172 (3)
N20.29807 (6)0.33380 (12)0.13267 (11)0.0194 (4)
O10.31096 (5)0.18177 (10)0.02188 (9)0.0194 (3)
C10.34461 (7)0.19141 (14)0.00130 (12)0.0172 (4)
C20.34379 (7)0.27344 (14)0.05039 (12)0.0187 (4)
C30.37973 (7)0.28316 (15)0.07409 (13)0.0199 (4)
H30.37780.33910.10910.024*
C40.41740 (7)0.21485 (15)0.04840 (13)0.0207 (4)
C50.41846 (7)0.13456 (15)0.00456 (13)0.0213 (4)
H50.44420.08630.02330.026*
C60.38501 (7)0.12049 (14)0.03137 (13)0.0187 (4)
C70.45650 (7)0.22414 (16)0.07385 (14)0.0265 (5)
C80.45019 (11)0.3192 (2)0.1260 (2)0.0584 (8)
H8A0.41700.31950.18320.088*
H8B0.47640.32280.13960.088*
H8C0.45310.37670.08900.088*
C90.50936 (9)0.2231 (3)0.01159 (18)0.0555 (8)
H9A0.51360.27990.05020.083*
H9B0.53410.22730.00560.083*
H9C0.51450.16120.04530.083*
C100.45090 (10)0.1369 (2)0.13526 (19)0.0482 (7)
H10A0.45650.07430.10240.072*
H10B0.47570.14350.15200.072*
H10C0.41690.13730.19060.072*
C110.39141 (7)0.03471 (15)0.09456 (13)0.0223 (4)
C120.39980 (8)0.07738 (16)0.18325 (13)0.0272 (5)
H12A0.43040.11810.21360.041*
H12B0.40350.02280.22360.041*
H12C0.37090.11850.16920.041*
C130.34472 (8)0.03246 (15)0.04883 (14)0.0272 (5)
H13A0.34860.08390.09190.041*
H13B0.34100.06390.00510.041*
H13C0.31470.00750.03040.041*
C140.43705 (8)0.03091 (16)0.12043 (15)0.0301 (5)
H14A0.46770.00950.15170.045*
H14B0.43270.05980.06510.045*
H14C0.43980.08430.16100.045*
C150.25426 (7)0.03688 (14)0.11543 (13)0.0183 (4)
C160.29431 (7)0.03258 (14)0.20726 (13)0.0195 (4)
C170.31473 (7)0.06030 (15)0.24485 (13)0.0225 (4)
H170.34170.06470.30700.027*
C180.29640 (7)0.14597 (15)0.19331 (14)0.0245 (5)
H180.31130.20840.21950.029*
C190.25633 (7)0.14061 (15)0.10359 (14)0.0233 (4)
H190.24370.19990.06870.028*
C200.23398 (7)0.04993 (14)0.06315 (13)0.0210 (4)
C210.31199 (7)0.12473 (15)0.26669 (13)0.0234 (4)
H210.30800.18250.22730.028*
C220.36695 (8)0.12169 (17)0.34634 (14)0.0295 (5)
H22A0.37150.06850.38850.044*
H22B0.37610.18560.37850.044*
H22C0.38860.10910.32320.044*
C230.27888 (8)0.14405 (18)0.30436 (15)0.0338 (5)
H23A0.24420.15730.25370.051*
H23B0.29190.20170.34520.051*
H23C0.27940.08550.33830.051*
C240.18748 (8)0.04935 (15)0.03368 (13)0.0253 (5)
H240.17920.02150.05370.030*
C250.19600 (9)0.10245 (19)0.10049 (16)0.0397 (6)
H25A0.22630.07600.09530.059*
H25B0.16690.09200.16270.059*
H25C0.20030.17370.08680.059*
C260.14239 (9)0.0945 (2)0.03592 (18)0.0512 (7)
H26A0.14990.16360.01490.077*
H26B0.11270.09260.09840.077*
H26C0.13570.05630.00410.077*
C270.19179 (7)0.14566 (14)0.08130 (13)0.0198 (4)
H270.18560.09330.11050.024*
C280.27874 (8)0.36972 (14)0.17890 (14)0.0230 (4)
H280.24320.36820.15030.028*
C290.30745 (8)0.40873 (16)0.26551 (14)0.0280 (5)
H290.29210.43180.29620.034*
C300.35909 (8)0.41350 (17)0.30674 (15)0.0319 (5)
H300.37990.44030.36630.038*
C310.37989 (8)0.37867 (16)0.25988 (14)0.0291 (5)
H310.41520.38200.28630.035*
C320.34839 (7)0.33897 (15)0.17408 (14)0.0228 (4)
H320.36300.31400.14260.027*
C1S0.01672 (15)0.8155 (3)0.2958 (3)0.0791 (13)
H1S0.02910.75500.32880.095*
C2S0.01538 (12)0.9886 (2)0.2923 (2)0.0796 (12)
H2S0.02701.05020.32370.095*
N1S0.03202 (12)0.9046 (4)0.3388 (2)0.0934 (13)0.5
C3S0.03202 (12)0.9046 (4)0.3388 (2)0.0934 (13)0.5
H3S0.05500.90670.40310.112*0.5
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Mg10.0153 (4)0.0210 (5)0.0167 (5)0.0037 (4)0.0101 (4)0.0009 (4)
N10.0160 (8)0.0198 (8)0.0155 (8)0.0033 (6)0.0082 (7)0.0004 (6)
N20.0203 (8)0.0202 (8)0.0189 (8)0.0023 (7)0.0114 (7)0.0021 (7)
O10.0177 (7)0.0243 (7)0.0208 (7)0.0051 (5)0.0133 (6)0.0029 (6)
C10.0138 (9)0.0235 (10)0.0136 (9)0.0000 (8)0.0070 (8)0.0037 (8)
C20.0163 (9)0.0230 (10)0.0167 (9)0.0032 (8)0.0089 (8)0.0006 (8)
C30.0191 (10)0.0233 (10)0.0200 (10)0.0004 (8)0.0123 (8)0.0006 (8)
C40.0160 (9)0.0274 (10)0.0193 (10)0.0004 (8)0.0100 (8)0.0032 (8)
C50.0169 (9)0.0260 (11)0.0196 (10)0.0063 (8)0.0089 (8)0.0014 (8)
C60.0160 (9)0.0229 (10)0.0154 (9)0.0023 (8)0.0072 (8)0.0021 (8)
C70.0199 (10)0.0359 (12)0.0305 (11)0.0028 (9)0.0181 (9)0.0017 (9)
C80.0574 (18)0.0598 (18)0.094 (2)0.0188 (15)0.0646 (19)0.0286 (17)
C90.0228 (13)0.102 (2)0.0422 (15)0.0083 (14)0.0182 (12)0.0063 (16)
C100.0428 (15)0.0616 (18)0.0614 (18)0.0071 (13)0.0420 (14)0.0190 (14)
C110.0201 (10)0.0263 (11)0.0219 (10)0.0085 (8)0.0123 (9)0.0035 (8)
C120.0291 (11)0.0326 (12)0.0212 (11)0.0067 (9)0.0145 (10)0.0062 (9)
C130.0311 (12)0.0248 (11)0.0305 (12)0.0050 (9)0.0199 (10)0.0044 (9)
C140.0299 (12)0.0342 (12)0.0297 (12)0.0142 (10)0.0184 (10)0.0103 (9)
C150.0198 (10)0.0186 (10)0.0221 (10)0.0038 (8)0.0149 (9)0.0042 (8)
C160.0170 (9)0.0241 (10)0.0216 (10)0.0024 (8)0.0131 (8)0.0033 (8)
C170.0188 (10)0.0288 (11)0.0200 (10)0.0047 (8)0.0106 (9)0.0082 (8)
C180.0251 (11)0.0206 (10)0.0309 (11)0.0061 (8)0.0173 (10)0.0069 (9)
C190.0249 (11)0.0207 (10)0.0274 (11)0.0024 (8)0.0161 (9)0.0018 (8)
C200.0208 (10)0.0232 (10)0.0229 (10)0.0031 (8)0.0145 (9)0.0029 (8)
C210.0244 (11)0.0262 (11)0.0195 (10)0.0027 (8)0.0119 (9)0.0022 (8)
C220.0267 (11)0.0381 (13)0.0231 (11)0.0011 (10)0.0132 (10)0.0019 (9)
C230.0291 (12)0.0441 (14)0.0272 (12)0.0064 (10)0.0146 (10)0.0052 (10)
C240.0285 (11)0.0219 (10)0.0226 (11)0.0038 (9)0.0121 (9)0.0004 (8)
C250.0415 (14)0.0440 (14)0.0270 (12)0.0050 (11)0.0145 (11)0.0062 (11)
C260.0243 (13)0.083 (2)0.0351 (14)0.0032 (13)0.0085 (11)0.0031 (14)
C270.0211 (10)0.0216 (10)0.0177 (10)0.0025 (8)0.0111 (8)0.0008 (8)
C280.0242 (10)0.0232 (10)0.0255 (11)0.0001 (8)0.0161 (9)0.0019 (8)
C290.0325 (12)0.0307 (12)0.0257 (11)0.0002 (9)0.0189 (10)0.0053 (9)
C300.0318 (12)0.0381 (13)0.0222 (11)0.0045 (10)0.0124 (10)0.0081 (10)
C310.0214 (11)0.0366 (12)0.0255 (11)0.0014 (9)0.0103 (9)0.0021 (9)
C320.0215 (10)0.0246 (10)0.0236 (10)0.0016 (8)0.0130 (9)0.0017 (8)
C1S0.114 (3)0.063 (2)0.118 (3)0.046 (2)0.101 (3)0.046 (2)
C2S0.047 (2)0.0495 (18)0.103 (3)0.0019 (15)0.0151 (18)0.0331 (18)
N1S0.0482 (18)0.168 (4)0.0472 (18)0.028 (2)0.0154 (15)0.008 (2)
C3S0.0482 (18)0.168 (4)0.0472 (18)0.028 (2)0.0154 (15)0.008 (2)
Geometric parameters (Å, º) top
Mg1—O11.9764 (12)C16—C171.396 (3)
Mg1—O1i1.9764 (12)C16—C211.515 (3)
Mg1—N22.2631 (16)C17—C181.381 (3)
Mg1—N2i2.2632 (16)C17—H170.9500
Mg1—N1i2.3532 (16)C18—C191.381 (3)
Mg1—N12.3533 (15)C18—H180.9500
N1—C271.294 (2)C19—C201.394 (3)
N1—C151.455 (2)C19—H190.9500
N2—C281.340 (2)C20—C241.523 (3)
N2—C321.345 (2)C21—C221.526 (3)
O1—C11.302 (2)C21—C231.532 (3)
C1—C21.417 (3)C21—H211.0000
C1—C61.445 (3)C22—H22A0.9800
C2—C31.411 (3)C22—H22B0.9800
C2—C27i1.443 (3)C22—H22C0.9800
C3—C41.373 (3)C23—H23A0.9800
C3—H30.9500C23—H23B0.9800
C4—C51.411 (3)C23—H23C0.9800
C4—C71.530 (3)C24—C251.512 (3)
C5—C61.383 (3)C24—C261.531 (3)
C5—H50.9500C24—H241.0000
C6—C111.532 (3)C25—H25A0.9800
C7—C81.520 (3)C25—H25B0.9800
C7—C91.520 (3)C25—H25C0.9800
C7—C101.534 (3)C26—H26A0.9800
C8—H8A0.9800C26—H26B0.9800
C8—H8B0.9800C26—H26C0.9800
C8—H8C0.9800C27—C2i1.443 (3)
C9—H9A0.9800C27—H270.9500
C9—H9B0.9800C28—C291.377 (3)
C9—H9C0.9800C28—H280.9500
C10—H10A0.9800C29—C301.383 (3)
C10—H10B0.9800C29—H290.9500
C10—H10C0.9800C30—C311.381 (3)
C11—C131.534 (3)C30—H300.9500
C11—C121.534 (3)C31—C321.379 (3)
C11—C141.536 (3)C31—H310.9500
C12—H12A0.9800C32—H320.9500
C12—H12B0.9800C1S—C1Sii1.355 (8)
C12—H12C0.9800C1S—N1S1.357 (5)
C13—H13A0.9800C1S—C3S1.357 (5)
C13—H13B0.9800C1S—H1S0.9500
C13—H13C0.9800C2S—C2Sii1.252 (7)
C14—H14A0.9800C2S—N1S1.322 (5)
C14—H14B0.9800C2S—C3S1.322 (5)
C14—H14C0.9800C2S—H2S0.9500
C15—C201.404 (3)C3S—H3S0.9500
C15—C161.404 (3)
O1—Mg1—O1i180.00 (4)H14A—C14—H14C109.5
O1—Mg1—N289.52 (5)H14B—C14—H14C109.5
O1i—Mg1—N290.48 (5)C20—C15—C16121.20 (17)
O1—Mg1—N2i90.48 (5)C20—C15—N1119.34 (16)
O1i—Mg1—N2i89.52 (5)C16—C15—N1119.25 (16)
N2—Mg1—N2i180.0C17—C16—C15118.27 (18)
O1—Mg1—N1i84.02 (5)C17—C16—C21120.41 (17)
O1i—Mg1—N1i95.98 (5)C15—C16—C21121.10 (17)
N2—Mg1—N1i90.37 (5)C18—C17—C16121.17 (18)
N2i—Mg1—N1i89.63 (5)C18—C17—H17119.4
O1—Mg1—N195.98 (5)C16—C17—H17119.4
O1i—Mg1—N184.02 (5)C19—C18—C17119.80 (18)
N2—Mg1—N189.63 (5)C19—C18—H18120.1
N2i—Mg1—N190.37 (5)C17—C18—H18120.1
N1i—Mg1—N1180.0C18—C19—C20121.35 (19)
C27—N1—C15110.72 (15)C18—C19—H19119.3
C27—N1—Mg1119.63 (13)C20—C19—H19119.3
C15—N1—Mg1129.48 (11)C19—C20—C15118.15 (18)
C28—N2—C32116.83 (17)C19—C20—C24118.98 (18)
C28—N2—Mg1121.60 (13)C15—C20—C24122.81 (17)
C32—N2—Mg1121.07 (13)C16—C21—C22114.56 (17)
C1—O1—Mg1139.34 (12)C16—C21—C23110.45 (17)
O1—C1—C2121.26 (16)C22—C21—C23108.60 (17)
O1—C1—C6121.86 (17)C16—C21—H21107.7
C2—C1—C6116.87 (16)C22—C21—H21107.7
C3—C2—C1121.35 (17)C23—C21—H21107.7
C3—C2—C27i114.16 (17)C21—C22—H22A109.5
C1—C2—C27i124.47 (17)C21—C22—H22B109.5
C4—C3—C2122.44 (18)H22A—C22—H22B109.5
C4—C3—H3118.8C21—C22—H22C109.5
C2—C3—H3118.8H22A—C22—H22C109.5
C3—C4—C5115.72 (17)H22B—C22—H22C109.5
C3—C4—C7123.06 (18)C21—C23—H23A109.5
C5—C4—C7121.22 (17)C21—C23—H23B109.5
C6—C5—C4125.23 (18)H23A—C23—H23B109.5
C6—C5—H5117.4C21—C23—H23C109.5
C4—C5—H5117.4H23A—C23—H23C109.5
C5—C6—C1118.32 (17)H23B—C23—H23C109.5
C5—C6—C11121.40 (16)C25—C24—C20112.63 (17)
C1—C6—C11120.23 (16)C25—C24—C26110.3 (2)
C8—C7—C9108.2 (2)C20—C24—C26110.51 (17)
C8—C7—C4112.32 (17)C25—C24—H24107.7
C9—C7—C4110.21 (18)C20—C24—H24107.7
C8—C7—C10107.3 (2)C26—C24—H24107.7
C9—C7—C10109.1 (2)C24—C25—H25A109.5
C4—C7—C10109.66 (17)C24—C25—H25B109.5
C7—C8—H8A109.5H25A—C25—H25B109.5
C7—C8—H8B109.5C24—C25—H25C109.5
H8A—C8—H8B109.5H25A—C25—H25C109.5
C7—C8—H8C109.5H25B—C25—H25C109.5
H8A—C8—H8C109.5C24—C26—H26A109.5
H8B—C8—H8C109.5C24—C26—H26B109.5
C7—C9—H9A109.5H26A—C26—H26B109.5
C7—C9—H9B109.5C24—C26—H26C109.5
H9A—C9—H9B109.5H26A—C26—H26C109.5
C7—C9—H9C109.5H26B—C26—H26C109.5
H9A—C9—H9C109.5N1—C27—C2i131.07 (18)
H9B—C9—H9C109.5N1—C27—H27114.5
C7—C10—H10A109.5C2i—C27—H27114.5
C7—C10—H10B109.5N2—C28—C29123.72 (19)
H10A—C10—H10B109.5N2—C28—H28118.1
C7—C10—H10C109.5C29—C28—H28118.1
H10A—C10—H10C109.5C28—C29—C30118.5 (2)
H10B—C10—H10C109.5C28—C29—H29120.8
C6—C11—C13110.84 (16)C30—C29—H29120.8
C6—C11—C12109.16 (16)C31—C30—C29118.9 (2)
C13—C11—C12109.59 (17)C31—C30—H30120.5
C6—C11—C14112.32 (16)C29—C30—H30120.5
C13—C11—C14107.43 (17)C32—C31—C30118.7 (2)
C12—C11—C14107.41 (16)C32—C31—H31120.7
C11—C12—H12A109.5C30—C31—H31120.7
C11—C12—H12B109.5N2—C32—C31123.30 (19)
H12A—C12—H12B109.5N2—C32—H32118.3
C11—C12—H12C109.5C31—C32—H32118.3
H12A—C12—H12C109.5C1Sii—C1S—N1S117.9 (2)
H12B—C12—H12C109.5C1Sii—C1S—C3S117.9 (2)
C11—C13—H13A109.5C1Sii—C1S—H1S121.1
C11—C13—H13B109.5N1S—C1S—H1S121.1
H13A—C13—H13B109.5C2Sii—C2S—N1S121.3 (2)
C11—C13—H13C109.5C2Sii—C2S—C3S121.3 (2)
H13A—C13—H13C109.5C2Sii—C2S—H2S119.4
H13B—C13—H13C109.5N1S—C2S—H2S119.4
C11—C14—H14A109.5C2S—N1S—C1S120.8 (3)
C11—C14—H14B109.5C2S—C3S—C1S120.8 (3)
H14A—C14—H14B109.5C2S—C3S—H3S119.6
C11—C14—H14C109.5C1S—C3S—H3S119.6
Symmetry codes: (i) x+1/2, y+1/2, z; (ii) x, y, z+1/2.
Selected bond lengths (Å) and angles (°) for (1) and (2) top
Mg1—N11.9967 (11)Mg1—O11.9764 (12)
Mg1–O12.0088 (9)Mg1—N12.3532 (16)
Mg1—O1i2.0095 (9)Mg1—N22.2631 (16)
Mg1—N22.1474 (11)
N1—Mg1—O1120.34 (4)O1–Mg1—O1180.00 (4)
N1—Mg1—O1i132.80 (4)O1—Mg1—N289.52 (5)
O1—Mg1–O1i79.62 (4)O1—Mg1—N290.48 (5)
N1—Mg1—N2113.39 (4)N2—Mg1—N2ii180.00 (10)
O1—Mg1—N2115.84 (4)O1—Mg1—N184.02 (5)
O1i—Mg1—N288.77 (4)N2—Mg1—N190.37 (5)
O1—Mg1—N195.98 (5)
N2—Mg1—N189.63 (5)
N1—Mg1—N1ii180.00 (8)
Symmetry codes: (i) -x+1, -y+1, -z; (ii) -x+1/2, -y+1/2, -z.
 

Subscribe to Acta Crystallographica Section C: Structural Chemistry

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. C
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds