[1,2-Di­phenyl-N,N'-bis­(salicyl­idene)-(RR,SS)-1,2-ethane­diyl­diamin­ato]­nitrido­manganese(V)

The title compound, [MnN(C₂₈H₂₂N₂O₂)], has a distorted square-pyramidal coordination with an Mn[triple bond]N bond length of 1.516 (2) Å at the apical position. The five-membered chelate ring adopts a gauche conformation with the two phenyl groups in equatorial orientations.

S1. Comment

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).

S2. Experimental

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.

S3. Refinement

All H-atom positional parameters were calculated geometrically and fixed with U_iso(H) = 1.2U_eq(parent atom).

Computing details

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.

(I)

Crystal data

[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) Å^3

Data collection

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

Refinement on F^2	H-atom parameters not refined
R[F^2 > 2σ(F^2)] = 0.033	w = 1/[σ^2(Fo^2) + (0.0441P)^2 + 0.5302P] where P = (Fo^2 + 2Fc^2)/3
wR(F^2) = 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

Special details

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).

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

	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*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

Geometric parameters (Å, º)

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