Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270100004492/qa0256sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270100004492/qa0256Isup2.hkl |
CCDC reference: 145632
The title compound, [MnN(sal-rac-stien)], was prepared under aerobic conditions by the reaction of the chloromanganese(III) complex [MnCl(sal-rac-stien)] with NH4OH (15 equivalents) and NaOCl (6 equivalents). Crystals were grown from an acetonitorile solution.
All H-atom positional parameters were calculated geometrically and fixed with Uiso(H) = 1.2Ueq(parent atom).
The crystal structure of [MnN{sal-(SS)-stien}].CH3CN was reported by Chang et al. (1998). We report here the crystal structure of [MnN(sal-rac-stien)], (I).
Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1993); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1999); program(s) used to solve structure: SIR92 (Altomare et al., 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); software used to prepare material for publication: TEXSAN.
[MnN(C28H22N2O2)] | Z = 2 |
Mr = 487.44 | Dx = 1.412 Mg m−3 |
Triclinic, P1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.124 (4) Å | Cell parameters from 25 reflections |
b = 12.672 (3) Å | θ = 14.7–15.0° |
c = 9.632 (2) Å | µ = 0.61 mm−1 |
α = 110.83 (2)° | T = 298 K |
β = 96.36 (3)° | Prismatic, green |
γ = 85.32 (3)° | 0.7 × 0.2 × 0.2 mm |
V = 1146.6 (6) Å3 |
Rigaku AFC-7R diffractometer | Rint = 0.007 |
θ–2θ scans | θmax = 27.5°, θmin = 2.5° |
Absorption correction: ψ -scan (North et al., 1968) | h = −13→0 |
Tmin = 0.824, Tmax = 0.886 | k = −16→16 |
5556 measured reflections | l = −12→12 |
5258 independent reflections | 3 standard reflections every 150 reflections |
4696 reflections with I > 2σ(I) | intensity decay: none |
Refinement on F2 | H-atom parameters not refined |
R[F2 > 2σ(F2)] = 0.033 | w = 1/[σ2(Fo2) + (0.0441P)2 + 0.5302P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.090 | (Δ/σ)max = 0.001 |
S = 1.04 | Δρmax = 0.46 e Å−3 |
4696 reflections | Δρmin = −0.25 e Å−3 |
307 parameters |
[MnN(C28H22N2O2)] | γ = 85.32 (3)° |
Mr = 487.44 | V = 1146.6 (6) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.124 (4) Å | Mo Kα radiation |
b = 12.672 (3) Å | µ = 0.61 mm−1 |
c = 9.632 (2) Å | T = 298 K |
α = 110.83 (2)° | 0.7 × 0.2 × 0.2 mm |
β = 96.36 (3)° |
Rigaku AFC-7R diffractometer | 4696 reflections with I > 2σ(I) |
Absorption correction: ψ -scan (North et al., 1968) | Rint = 0.007 |
Tmin = 0.824, Tmax = 0.886 | 3 standard reflections every 150 reflections |
5556 measured reflections | intensity decay: none |
5258 independent reflections |
R[F2 > 2σ(F2)] = 0.033 | 307 parameters |
wR(F2) = 0.090 | H-atom parameters not refined |
S = 1.04 | Δρmax = 0.46 e Å−3 |
4696 reflections | Δρmin = −0.25 e Å−3 |
Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR), goodness of fit (S) and R-factor (gt) are based on F, with F set to zero for negative F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
Mn1 | 0.58217 (2) | 0.12257 (2) | 0.41378 (3) | 0.03129 (8) | |
O2 | 0.6547 (1) | −0.0286 (1) | 0.3364 (1) | 0.0408 (3) | |
O3 | 0.7207 (1) | 0.1331 (1) | 0.5688 (1) | 0.0441 (3) | |
N4 | 0.4083 (1) | 0.0768 (1) | 0.3059 (2) | 0.0332 (3) | |
N5 | 0.4718 (1) | 0.2363 (1) | 0.5534 (2) | 0.0358 (3) | |
N6 | 0.6269 (2) | 0.1892 (1) | 0.3255 (2) | 0.0440 (3) | |
C7 | 0.6124 (2) | −0.1064 (1) | 0.2100 (2) | 0.0349 (3) | |
C8 | 0.7010 (2) | −0.1973 (2) | 0.1415 (2) | 0.0422 (4) | |
C9 | 0.6607 (2) | −0.2835 (2) | 0.0116 (2) | 0.0469 (4) | |
C10 | 0.5315 (2) | −0.2840 (2) | −0.0549 (2) | 0.0498 (4) | |
C11 | 0.4431 (2) | −0.1967 (2) | 0.0096 (2) | 0.0450 (4) | |
C12 | 0.4813 (2) | −0.1066 (1) | 0.1408 (2) | 0.0362 (3) | |
C13 | 0.3841 (2) | −0.0168 (1) | 0.1988 (2) | 0.0378 (3) | |
C14 | 0.7464 (2) | 0.2245 (1) | 0.6848 (2) | 0.0402 (4) | |
C15 | 0.8759 (2) | 0.2346 (2) | 0.7591 (3) | 0.0567 (5) | |
C16 | 0.9068 (2) | 0.3278 (2) | 0.8830 (3) | 0.0661 (6) | |
C17 | 0.8124 (3) | 0.4139 (2) | 0.9404 (3) | 0.0647 (6) | |
C18 | 0.6854 (2) | 0.4055 (2) | 0.8722 (2) | 0.0544 (5) | |
C19 | 0.6505 (2) | 0.3119 (1) | 0.7429 (2) | 0.0406 (4) | |
C20 | 0.5152 (2) | 0.3075 (2) | 0.6803 (2) | 0.0417 (4) | |
C21 | 0.3064 (2) | 0.1722 (1) | 0.3405 (2) | 0.0363 (3) | |
C22 | 0.1637 (2) | 0.1395 (1) | 0.2905 (2) | 0.0351 (3) | |
C23 | 0.0986 (2) | 0.1662 (2) | 0.1725 (2) | 0.0460 (4) | |
C24 | −0.0325 (2) | 0.1372 (2) | 0.1232 (2) | 0.0563 (5) | |
C25 | −0.0984 (2) | 0.0829 (2) | 0.1923 (3) | 0.0528 (5) | |
C26 | −0.0358 (2) | 0.0568 (2) | 0.3102 (3) | 0.0538 (5) | |
C27 | 0.0951 (2) | 0.0835 (2) | 0.3587 (2) | 0.0480 (4) | |
C28 | 0.3263 (2) | 0.2389 (1) | 0.5079 (2) | 0.0386 (3) | |
C29 | 0.2652 (2) | 0.3582 (2) | 0.5438 (2) | 0.0443 (4) | |
C30 | 0.3196 (3) | 0.4359 (2) | 0.4974 (3) | 0.0684 (6) | |
C31 | 0.2670 (4) | 0.5445 (2) | 0.5327 (4) | 0.0931 (10) | |
C32 | 0.1600 (4) | 0.5777 (2) | 0.6123 (4) | 0.097 (1) | |
C33 | 0.1017 (3) | 0.5034 (3) | 0.6597 (3) | 0.092 (1) | |
C34 | 0.1555 (2) | 0.3907 (2) | 0.6245 (2) | 0.0619 (6) | |
H8 | 0.7913 | −0.1990 | 0.1863 | 0.0496* | |
H9 | 0.7230 | −0.3449 | −0.0331 | 0.0554* | |
H10 | 0.5026 | −0.3444 | −0.1453 | 0.0589* | |
H11 | 0.3527 | −0.1972 | −0.0357 | 0.0522* | |
H13 | 0.2934 | −0.0274 | 0.1556 | 0.0441* | |
H15 | 0.9433 | 0.1741 | 0.7251 | 0.0660* | |
H16 | 0.9982 | 0.3339 | 0.9302 | 0.0775* | |
H17 | 0.8349 | 0.4781 | 1.0288 | 0.0780* | |
H18 | 0.6193 | 0.4653 | 0.9125 | 0.0634* | |
H20 | 0.4521 | 0.3623 | 0.7374 | 0.0482* | |
H21 | 0.3282 | 0.2220 | 0.2903 | 0.0412* | |
H23 | 0.1452 | 0.2070 | 0.1254 | 0.0537* | |
H24 | −0.0770 | 0.1550 | 0.0408 | 0.0658* | |
H25 | −0.1885 | 0.0634 | 0.1570 | 0.0612* | |
H26 | −0.0840 | 0.0189 | 0.3582 | 0.0631* | |
H27 | 0.1392 | 0.0649 | 0.4426 | 0.0565* | |
H28 | 0.2810 | 0.2007 | 0.5582 | 0.0440* | |
H30 | 0.3956 | 0.4124 | 0.4355 | 0.0792* | |
H31 | 0.3062 | 0.5998 | 0.5005 | 0.1112* | |
H32 | 0.1229 | 0.6557 | 0.6336 | 0.1070* | |
H33 | 0.0232 | 0.5264 | 0.7143 | 0.1081* | |
H34 | 0.1179 | 0.3391 | 0.6603 | 0.0741* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Mn1 | 0.0291 (1) | 0.0290 (1) | 0.0340 (1) | −0.00191 (8) | 0.00296 (9) | 0.00871 (9) |
O2 | 0.0359 (6) | 0.0328 (6) | 0.0457 (7) | 0.0011 (5) | −0.0023 (5) | 0.0063 (5) |
O3 | 0.0406 (6) | 0.0358 (6) | 0.0463 (7) | 0.0001 (5) | −0.0075 (5) | 0.0065 (5) |
N4 | 0.0295 (6) | 0.0311 (6) | 0.0372 (7) | −0.0008 (5) | 0.0050 (5) | 0.0093 (5) |
N5 | 0.0335 (7) | 0.0333 (7) | 0.0377 (7) | −0.0011 (5) | 0.0034 (5) | 0.0089 (6) |
N6 | 0.0405 (8) | 0.0455 (8) | 0.0492 (8) | −0.0047 (6) | 0.0091 (6) | 0.0184 (7) |
C7 | 0.0373 (8) | 0.0295 (7) | 0.0378 (8) | −0.0010 (6) | 0.0072 (6) | 0.0105 (6) |
C8 | 0.0391 (9) | 0.0367 (8) | 0.0488 (10) | 0.0030 (7) | 0.0088 (7) | 0.0122 (7) |
C9 | 0.054 (1) | 0.0340 (8) | 0.0489 (10) | 0.0063 (7) | 0.0172 (8) | 0.0077 (7) |
C10 | 0.063 (1) | 0.0394 (9) | 0.0377 (9) | 0.0001 (8) | 0.0067 (8) | 0.0018 (7) |
C11 | 0.0470 (10) | 0.0411 (9) | 0.0388 (9) | −0.0008 (7) | −0.0011 (7) | 0.0059 (7) |
C12 | 0.0383 (8) | 0.0323 (8) | 0.0349 (8) | −0.0010 (6) | 0.0043 (6) | 0.0079 (6) |
C13 | 0.0317 (8) | 0.0366 (8) | 0.0403 (8) | −0.0019 (6) | 0.0001 (6) | 0.0087 (7) |
C14 | 0.0440 (9) | 0.0356 (8) | 0.0403 (9) | −0.0080 (7) | −0.0048 (7) | 0.0138 (7) |
C15 | 0.051 (1) | 0.046 (1) | 0.063 (1) | −0.0038 (9) | −0.0160 (9) | 0.0127 (9) |
C16 | 0.062 (1) | 0.056 (1) | 0.068 (1) | −0.012 (1) | −0.027 (1) | 0.014 (1) |
C17 | 0.078 (2) | 0.048 (1) | 0.053 (1) | −0.016 (1) | −0.019 (1) | 0.0041 (9) |
C18 | 0.064 (1) | 0.0422 (10) | 0.046 (1) | −0.0064 (9) | −0.0035 (9) | 0.0025 (8) |
C19 | 0.0468 (9) | 0.0360 (8) | 0.0368 (8) | −0.0091 (7) | −0.0011 (7) | 0.0096 (7) |
C20 | 0.0428 (9) | 0.0373 (8) | 0.0392 (9) | −0.0020 (7) | 0.0072 (7) | 0.0052 (7) |
C21 | 0.0322 (8) | 0.0333 (8) | 0.0431 (9) | −0.0004 (6) | 0.0052 (6) | 0.0126 (7) |
C22 | 0.0282 (7) | 0.0309 (7) | 0.0428 (8) | 0.0011 (6) | 0.0063 (6) | 0.0082 (6) |
C23 | 0.0436 (9) | 0.050 (1) | 0.0468 (10) | −0.0023 (8) | 0.0072 (8) | 0.0194 (8) |
C24 | 0.045 (1) | 0.067 (1) | 0.053 (1) | 0.0046 (9) | −0.0048 (9) | 0.021 (1) |
C25 | 0.0292 (8) | 0.053 (1) | 0.064 (1) | −0.0003 (8) | 0.0060 (8) | 0.0056 (9) |
C26 | 0.0427 (10) | 0.053 (1) | 0.068 (1) | −0.0095 (8) | 0.0157 (9) | 0.0188 (10) |
C27 | 0.0452 (10) | 0.049 (1) | 0.056 (1) | −0.0071 (8) | 0.0026 (8) | 0.0249 (9) |
C28 | 0.0350 (8) | 0.0362 (8) | 0.0425 (9) | −0.0002 (6) | 0.0073 (7) | 0.0104 (7) |
C29 | 0.0427 (9) | 0.0362 (9) | 0.0450 (9) | 0.0043 (7) | 0.0019 (7) | 0.0047 (7) |
C30 | 0.076 (2) | 0.041 (1) | 0.087 (2) | −0.004 (1) | 0.009 (1) | 0.020 (1) |
C31 | 0.123 (3) | 0.040 (1) | 0.107 (2) | −0.001 (1) | −0.006 (2) | 0.018 (1) |
C32 | 0.129 (3) | 0.047 (1) | 0.086 (2) | 0.030 (2) | −0.016 (2) | 0.003 (1) |
C33 | 0.076 (2) | 0.109 (2) | 0.055 (1) | 0.049 (2) | 0.006 (1) | −0.002 (1) |
C34 | 0.054 (1) | 0.075 (1) | 0.048 (1) | 0.019 (1) | 0.0091 (9) | 0.014 (1) |
Mn1—O2 | 1.908 (1) | C18—C19 | 1.415 (2) |
Mn1—O3 | 1.908 (1) | C18—H18 | 0.969 |
Mn1—N4 | 1.962 (1) | C19—C20 | 1.431 (3) |
Mn1—N5 | 1.956 (1) | C20—H20 | 0.962 |
Mn1—N6 | 1.516 (2) | C21—C22 | 1.514 (2) |
O2—C7 | 1.318 (2) | C21—C28 | 1.530 (2) |
O3—C14 | 1.312 (2) | C21—H21 | 0.972 |
N4—C13 | 1.285 (2) | C22—C23 | 1.382 (3) |
N4—C21 | 1.491 (2) | C22—C27 | 1.390 (3) |
N5—C20 | 1.290 (2) | C23—C24 | 1.392 (3) |
N5—C28 | 1.490 (2) | C23—H23 | 0.974 |
C7—C8 | 1.410 (2) | C24—C25 | 1.364 (4) |
C7—C12 | 1.417 (2) | C24—H24 | 0.957 |
C8—C9 | 1.383 (2) | C25—C26 | 1.368 (4) |
C8—H8 | 0.968 | C25—H25 | 0.958 |
C9—C10 | 1.390 (3) | C26—C27 | 1.383 (3) |
C9—H9 | 0.965 | C26—H26 | 0.964 |
C10—C11 | 1.373 (3) | C27—H27 | 0.973 |
C10—H10 | 0.968 | C28—C29 | 1.520 (3) |
C11—C12 | 1.410 (2) | C28—H28 | 0.965 |
C11—H11 | 0.969 | C29—C30 | 1.388 (4) |
C12—C13 | 1.437 (2) | C29—C34 | 1.378 (3) |
C13—H13 | 0.964 | C30—C31 | 1.372 (4) |
C14—C15 | 1.415 (3) | C30—H30 | 0.987 |
C14—C19 | 1.410 (2) | C31—C32 | 1.349 (6) |
C15—C16 | 1.376 (3) | C31—H31 | 0.986 |
C15—H15 | 0.973 | C32—C33 | 1.378 (6) |
C16—C17 | 1.388 (3) | C32—H32 | 0.987 |
C16—H16 | 0.981 | C33—C34 | 1.421 (4) |
C17—C18 | 1.372 (3) | C33—H33 | 0.969 |
C17—H17 | 0.966 | C34—H34 | 0.960 |
O2—Mn1—O3 | 82.15 (5) | C14—C19—C18 | 119.8 (2) |
O2—Mn1—N4 | 91.34 (5) | C14—C19—C20 | 122.4 (1) |
O2—Mn1—N5 | 149.84 (7) | C18—C19—C20 | 117.8 (2) |
O2—Mn1—N6 | 108.56 (7) | N5—C20—C19 | 125.0 (2) |
O3—Mn1—N4 | 154.34 (7) | N5—C20—H20 | 117.7 |
O3—Mn1—N5 | 91.06 (6) | C19—C20—H20 | 117.2 |
O3—Mn1—N6 | 105.47 (7) | N4—C21—C22 | 115.6 (1) |
N4—Mn1—N5 | 82.16 (6) | N4—C21—C28 | 107.4 (1) |
N4—Mn1—N6 | 100.14 (8) | N4—C21—H21 | 106.5 |
N5—Mn1—N6 | 101.58 (7) | C22—C21—C28 | 112.2 (1) |
Mn1—O2—C7 | 125.6 (1) | C22—C21—H21 | 108.1 |
Mn1—O3—C14 | 125.0 (1) | C28—C21—H21 | 106.4 |
Mn1—N4—C13 | 126.3 (1) | C21—C22—C23 | 119.1 (2) |
Mn1—N4—C21 | 112.19 (9) | C21—C22—C27 | 122.5 (2) |
C13—N4—C21 | 120.5 (1) | C23—C22—C27 | 118.4 (2) |
Mn1—N5—C20 | 125.1 (1) | C22—C23—C24 | 120.6 (2) |
Mn1—N5—C28 | 116.51 (9) | C22—C23—H23 | 119.0 |
C20—N5—C28 | 118.4 (1) | C24—C23—H23 | 120.3 |
O2—C7—C8 | 118.3 (1) | C23—C24—C25 | 120.0 (2) |
O2—C7—C12 | 124.0 (1) | C23—C24—H24 | 120.4 |
C8—C7—C12 | 117.7 (1) | C25—C24—H24 | 119.6 |
C7—C8—C9 | 120.9 (2) | C24—C25—C26 | 120.1 (2) |
C7—C8—H8 | 119.3 | C24—C25—H25 | 119.0 |
C9—C8—H8 | 119.8 | C26—C25—H25 | 120.9 |
C8—C9—C10 | 121.3 (2) | C25—C26—C27 | 120.5 (2) |
C8—C9—H9 | 119.4 | C25—C26—H26 | 119.0 |
C10—C9—H9 | 119.3 | C27—C26—H26 | 120.5 |
C9—C10—C11 | 119.0 (2) | C22—C27—C26 | 120.3 (2) |
C9—C10—H10 | 121.6 | C22—C27—H27 | 119.4 |
C11—C10—H10 | 119.4 | C26—C27—H27 | 120.2 |
C10—C11—C12 | 121.2 (2) | N5—C28—C21 | 107.7 (1) |
C10—C11—H11 | 119.3 | N5—C28—C29 | 112.9 (1) |
C12—C11—H11 | 119.4 | N5—C28—H28 | 109.6 |
C7—C12—C11 | 119.9 (1) | C21—C28—C29 | 110.8 (2) |
C7—C12—C13 | 122.3 (1) | C21—C28—H28 | 107.4 |
C11—C12—C13 | 117.8 (2) | C29—C28—H28 | 108.4 |
N4—C13—C12 | 124.9 (1) | C28—C29—C30 | 120.7 (2) |
N4—C13—H13 | 117.1 | C28—C29—C34 | 120.0 (2) |
C12—C13—H13 | 118.0 | C30—C29—C34 | 119.2 (2) |
O3—C14—C15 | 118.5 (2) | C29—C30—C31 | 121.0 (3) |
O3—C14—C19 | 123.5 (2) | C29—C30—H30 | 119.8 |
C15—C14—C19 | 117.9 (1) | C31—C30—H30 | 119.1 |
C14—C15—C16 | 120.7 (2) | C30—C31—C32 | 120.4 (3) |
C14—C15—H15 | 120.1 | C30—C31—H31 | 121.0 |
C16—C15—H15 | 119.2 | C32—C31—H31 | 118.6 |
C15—C16—C17 | 121.5 (2) | C31—C32—C33 | 120.7 (3) |
C15—C16—H16 | 118.9 | C31—C32—H32 | 118.5 |
C17—C16—H16 | 119.6 | C33—C32—H32 | 120.8 |
C16—C17—C18 | 119.2 (2) | C32—C33—C34 | 119.5 (3) |
C16—C17—H17 | 120.6 | C32—C33—H33 | 120.9 |
C18—C17—H17 | 120.2 | C34—C33—H33 | 119.6 |
C17—C18—C19 | 121.0 (2) | C29—C34—C33 | 119.1 (3) |
C17—C18—H18 | 119.2 | C29—C34—H34 | 120.6 |
C19—C18—H18 | 119.8 | C33—C34—H34 | 120.2 |
Experimental details
Crystal data | |
Chemical formula | [MnN(C28H22N2O2)] |
Mr | 487.44 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 298 |
a, b, c (Å) | 10.124 (4), 12.672 (3), 9.632 (2) |
α, β, γ (°) | 110.83 (2), 96.36 (3), 85.32 (3) |
V (Å3) | 1146.6 (6) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.61 |
Crystal size (mm) | 0.7 × 0.2 × 0.2 |
Data collection | |
Diffractometer | Rigaku AFC-7R |
Absorption correction | ψ -scan (North et al., 1968) |
Tmin, Tmax | 0.824, 0.886 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5556, 5258, 4696 |
Rint | 0.007 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.090, 1.04 |
No. of reflections | 4696 |
No. of parameters | 307 |
No. of restraints | ? |
H-atom treatment | H-atom parameters not refined |
Δρmax, Δρmin (e Å−3) | 0.46, −0.25 |
Computer programs: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1993), MSC/AFC Diffractometer Control Software, TEXSAN (Molecular Structure Corporation, 1999), SIR92 (Altomare et al., 1994), SHELXL97 (Sheldrick, 1997), TEXSAN.
Mn1—O2 | 1.908 (1) | Mn1—N5 | 1.956 (1) |
Mn1—O3 | 1.908 (1) | Mn1—N6 | 1.516 (2) |
Mn1—N4 | 1.962 (1) |
The crystal structure of [MnN{sal-(SS)-stien}].CH3CN was reported by Chang et al. (1998). We report here the crystal structure of [MnN(sal-rac-stien)], (I).