Trans-bis­(3-tert-butyl­pyridine-κN)bis­(4-tert-butyl­pyridine-κN)bis­(thio­cyanato-κN)manganese(II)

The asymmetric unit of the title compound [Mn(NCS)₂(C₉H₁₃N)₄] consists of one Mn^II cation located on a center of inversion, one thio­cyanato anion, one 3-tert-butyl­pyridine ligand and one 4-tert-butyl­pyridine ligand in general positions. The tert-butyl group of the 4-tert-butyl­pyridine ligand is disordered over two sets of sites in a 0.60:0.40 ratio. The Mn^II cation is coordinated by six N atoms of four tert-butyl­pyridine ligands and two N-bonded thio­cyanato anions within a slightly distorted octa­hedral coordination environment.

Key indicators

• Single-crystal X-ray study
• T = 200 K
• Mean [sigma](C-C) = 0.004 Å
• Disorder in main residue
• R factor = 0.049
• wR factor = 0.128
• Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......      0.964
PLAT213_ALERT_2_C Atom C28             has ADP max/min Ratio .....        3.2 prola
PLAT213_ALERT_2_C Atom C29'            has ADP max/min Ratio .....        3.5 prola
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...        3.3 Ratio
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C16
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C23
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for        C26
PLAT906_ALERT_3_C Large K value in the Analysis of Variance ......      4.489
PLAT910_ALERT_3_C Missing # of FCF Reflections Below Th(Min) .....          4
PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600        123
PLAT913_ALERT_3_C Missing # of Very Strong Reflections in FCF ....         11

Alert level G
PLAT002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          6
PLAT005_ALERT_5_G No _iucr_refine_instructions_details in CIF ....          ?
PLAT154_ALERT_1_G The su's on the Cell Angles are Equal ..........    0.00900 Deg.
PLAT301_ALERT_3_G Note: Main Residue  Disorder ...................         13 Perc.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #         84
              C29' -C26  -C27     1.555   1.555   1.555             44.10 Deg.
PLAT779_ALERT_4_G Suspect or Irrelevant (Bond) Angle in CIF .... #         94
              C28  -C26  -C27'    1.555   1.555   1.555             42.70 Deg.
PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints .......          3
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         16

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
  12 ALERT level C = Check. Ensure it is not caused by an omission or oversight
   8 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   8 ALERT type 2 Indicator that the structure model may be wrong or deficient
   7 ALERT type 3 Indicator that the structure quality may be low
   3 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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S1. Comment

The structure determination of the title compound was performed as part of a project on the synthesis of new coordination polymers based on transition metal thiocyanates and the investigations of their magnetic behaviour (Boeckmann et al., 2010; Boeckmann et al., 2011). Within this project we have reacted manganese(II)thiocyanate monohydrate with 4-tert-butylpyridine in water, which resulted in the formation of crystals of the title compound by accident. Apparently, the 4-tert-butylpyridine was contaminated with 3-tert-butylpyridine to a degree that allowed the formation of a few single crystals of the title compound. It was on the other hand not possible to obtain phase pure crystalline powder samples. In the crystal structure Mn atoms are surrounded by six N atoms of four tert-butylpyridine ligands and two N-bonded thiocyanato anions in mutual trans orientation in a slightly distorted octahedral geometry (Fig. 1). Mn···N distances range from 2.180 (3) Å to 2.337 (2) Å. It is also worth mentioning that so far no other compound containing 3-tert-butylpyridine has been reported in the CSD.

Related literature

For related structures see: Nassimbeni et al. (1990) (4-tert-butylpyridine only). For the background to this work see: Boeckmann et al. (2010, 2011).

S2. Experimental

The title compound was obtained accidently during the reaction of 28.4 mg Mn(NCS)₂ × H₂O (0.15 mmol) with 44.4 µL 4-tert-butylpyridine (0.30 mmol), obtained from Sigma Aldrich, in 1.50 ml water at RT in a closed 3 mL snap cap vial. After three weeks colourless needles of the title compound were obtained.

S3. Refinement

H atoms were positioned with idealized geometry and were refined isotropically with U_iso(H) = 1.2 U_eq(C) (1.5 for methyl H atoms) of the parent atom using a riding model with C—H = 0.95 Å for aromatic and 0.98 Å for methyl hydrogen atoms. The tert-butyl group of the 4-tert-butylpyridine ligand is disordered and was refined using a split model with fixed site occupation factors of 0.60 and 0.40. Distances between the methyl groups in the two disordered moieties were restrained to be equal.

Computing details

Data collection: X-AREA (Stoe, 2008); cell refinement: X-AREA (Stoe, 2008); data reduction: X-AREA (Stoe, 2008); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 2011); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures

Fig. 1. : Molecular structure of the title compund with displacement ellipsoids drawn at the 50% probability level (symmetry code: i = -x + 1, -y + 1, -z + 2). Disorder is shown as full and open bonds.

Trans-bis(3-tert-butylpyridine-κN)bis(4-tert-butylpyridine-κN)bis(thiocyanato-κN)manganese(II)

Crystal data

[Mn(NCS)2(C9H13N)4]	Z = 1
Mr = 711.92	F(000) = 379
Triclinic, P1	Dx = 1.165 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5921 (7) Å	Cell parameters from 6934 reflections
b = 10.7253 (9) Å	θ = 1.9–28.2°
c = 11.6286 (10) Å	µ = 0.46 mm^−1
α = 66.870 (9)°	T = 200 K
β = 68.011 (9)°	Needle, colourless
γ = 76.359 (9)°	0.13 × 0.09 × 0.05 mm
V = 1014.59 (17) Å^3

Data collection

STOE IPDS-1 diffractometer	3017 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.037
Graphite monochromator	θmax = 26.0°, θmin = 2.5°
Phi scans	h = −11→11
7271 measured reflections	k = −13→12
3845 independent reflections	l = −14→14

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)] = 0.049	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.128	H-atom parameters constrained
S = 1.03	w = 1/[σ^2(Fo^2) + (0.0656P)^2 + 0.489P] where P = (Fo^2 + 2Fc^2)/3
3845 reflections	(Δ/σ)max < 0.001
241 parameters	Δρmax = 0.92 e Å^−3
3 restraints	Δρmin = −0.88 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	Occ. (<1)
Mn1	0.5000	0.5000	1.0000	0.03151 (17)
N1	0.6416 (3)	0.6660 (2)	0.9167 (2)	0.0419 (5)
C1	0.6822 (3)	0.7724 (2)	0.8511 (2)	0.0383 (6)
S1	0.73642 (11)	0.92047 (9)	0.75445 (13)	0.0912 (4)
N11	0.3015 (2)	0.65601 (19)	0.94157 (18)	0.0352 (5)
C11	0.1639 (3)	0.6132 (3)	0.9872 (2)	0.0418 (6)
H11	0.1523	0.5200	1.0387	0.050*
C12	0.0397 (3)	0.6983 (3)	0.9625 (3)	0.0481 (7)
H12	−0.0555	0.6641	0.9950	0.058*
C13	0.0547 (3)	0.8350 (3)	0.8892 (3)	0.0433 (6)
H13	−0.0307	0.8950	0.8713	0.052*
C14	0.1938 (3)	0.8843 (2)	0.8421 (2)	0.0367 (5)
C15	0.3133 (3)	0.7888 (2)	0.8708 (2)	0.0370 (5)
H15	0.4103	0.8199	0.8380	0.044*
C16	0.2198 (3)	1.0344 (3)	0.7629 (3)	0.0493 (7)
C17	0.3273 (5)	1.0455 (4)	0.6249 (3)	0.0840 (13)
H17A	0.3451	1.1411	0.5740	0.126*
H17B	0.2825	1.0116	0.5811	0.126*
H17C	0.4235	0.9910	0.6310	0.126*
C18	0.0701 (4)	1.1229 (3)	0.7584 (4)	0.0711 (10)
H18A	0.0896	1.2182	0.7083	0.107*
H18B	0.0043	1.1149	0.8483	0.107*
H18C	0.0206	1.0922	0.7156	0.107*
C19	0.2930 (4)	1.0855 (3)	0.8312 (4)	0.0690 (10)
H19A	0.3097	1.1815	0.7815	0.103*
H19B	0.3899	1.0312	0.8346	0.103*
H19C	0.2258	1.0765	0.9210	0.103*
N21	0.5965 (2)	0.4594 (2)	0.80246 (18)	0.0363 (5)
C21	0.5945 (4)	0.3378 (3)	0.7974 (3)	0.0516 (7)
H21	0.5477	0.2697	0.8769	0.062*
C22	0.6561 (4)	0.3048 (3)	0.6840 (3)	0.0527 (8)
H22	0.6509	0.2160	0.6872	0.063*
C23	0.7253 (3)	0.3997 (2)	0.5657 (2)	0.0349 (5)
C24	0.7275 (4)	0.5254 (3)	0.5714 (2)	0.0540 (8)
H24	0.7735	0.5954	0.4934	0.065*
C25	0.6638 (4)	0.5507 (3)	0.6890 (2)	0.0512 (7)
H25	0.6684	0.6383	0.6888	0.061*
C26	0.7927 (3)	0.3670 (3)	0.4375 (2)	0.0448 (6)
C27	0.6680 (9)	0.3097 (12)	0.4244 (8)	0.100 (3)	0.60
H27A	0.6334	0.2307	0.5030	0.150*	0.60
H27B	0.7087	0.2819	0.3462	0.150*	0.60
H27C	0.5828	0.3802	0.4156	0.150*	0.60
C28	0.8526 (15)	0.4830 (7)	0.3205 (6)	0.113 (4)	0.60
H28A	0.8932	0.4547	0.2426	0.170*	0.60
H28B	0.9333	0.5145	0.3314	0.170*	0.60
H28C	0.7714	0.5572	0.3093	0.170*	0.60
C29	0.9189 (9)	0.2494 (8)	0.4536 (6)	0.084 (2)	0.60
H29A	0.8789	0.1724	0.5324	0.125*	0.60
H29B	1.0016	0.2798	0.4628	0.125*	0.60
H29C	0.9567	0.2210	0.3759	0.125*	0.60
C27'	0.7316 (12)	0.4873 (11)	0.3296 (8)	0.064 (3)	0.40
H27D	0.7487	0.5748	0.3277	0.096*	0.40
H27E	0.6231	0.4843	0.3513	0.096*	0.40
H27F	0.7852	0.4773	0.2431	0.096*	0.40
C28'	0.9667 (10)	0.3858 (13)	0.3845 (9)	0.079 (3)	0.40
H28D	0.9795	0.4746	0.3828	0.118*	0.40
H28E	1.0105	0.3812	0.2952	0.118*	0.40
H28F	1.0181	0.3132	0.4426	0.118*	0.40
C29'	0.769 (2)	0.2383 (12)	0.4445 (10)	0.116 (7)	0.40
H29D	0.8157	0.2285	0.3574	0.174*	0.40
H29E	0.6597	0.2319	0.4733	0.174*	0.40
H29F	0.8134	0.1657	0.5076	0.174*	0.40

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Mn1	0.0411 (3)	0.0235 (3)	0.0266 (3)	−0.0085 (2)	−0.0061 (2)	−0.00652 (18)
N1	0.0488 (13)	0.0310 (11)	0.0420 (11)	−0.0114 (9)	−0.0091 (9)	−0.0093 (9)
C1	0.0349 (14)	0.0326 (13)	0.0469 (14)	−0.0053 (10)	−0.0150 (11)	−0.0099 (11)
S1	0.0620 (6)	0.0369 (4)	0.1414 (10)	−0.0216 (4)	−0.0427 (6)	0.0232 (5)
N11	0.0437 (12)	0.0289 (10)	0.0315 (10)	−0.0072 (9)	−0.0101 (8)	−0.0083 (8)
C11	0.0470 (15)	0.0324 (12)	0.0417 (13)	−0.0122 (11)	−0.0088 (11)	−0.0086 (10)
C12	0.0404 (15)	0.0459 (15)	0.0531 (15)	−0.0123 (12)	−0.0083 (12)	−0.0137 (12)
C13	0.0407 (15)	0.0400 (14)	0.0451 (14)	−0.0019 (11)	−0.0118 (11)	−0.0133 (11)
C14	0.0417 (14)	0.0324 (12)	0.0315 (11)	−0.0043 (10)	−0.0077 (10)	−0.0095 (9)
C15	0.0393 (14)	0.0326 (12)	0.0340 (12)	−0.0086 (10)	−0.0065 (10)	−0.0080 (9)
C16	0.0475 (16)	0.0301 (13)	0.0551 (16)	−0.0028 (11)	−0.0099 (13)	−0.0055 (11)
C17	0.109 (3)	0.0498 (19)	0.0509 (19)	−0.018 (2)	0.0052 (19)	0.0024 (15)
C18	0.066 (2)	0.0398 (16)	0.091 (2)	−0.0001 (15)	−0.0324 (19)	−0.0019 (16)
C19	0.062 (2)	0.0373 (16)	0.107 (3)	−0.0050 (14)	−0.0248 (19)	−0.0252 (17)
N21	0.0482 (13)	0.0308 (10)	0.0283 (9)	−0.0064 (9)	−0.0089 (8)	−0.0101 (8)
C21	0.078 (2)	0.0334 (13)	0.0322 (12)	−0.0183 (13)	0.0019 (12)	−0.0103 (10)
C22	0.079 (2)	0.0310 (13)	0.0393 (14)	−0.0149 (13)	−0.0011 (13)	−0.0138 (11)
C23	0.0412 (14)	0.0330 (12)	0.0311 (11)	−0.0033 (10)	−0.0115 (10)	−0.0116 (9)
C24	0.086 (2)	0.0397 (14)	0.0294 (12)	−0.0248 (14)	−0.0041 (13)	−0.0078 (11)
C25	0.084 (2)	0.0333 (13)	0.0350 (13)	−0.0208 (13)	−0.0081 (13)	−0.0116 (11)
C26	0.0581 (17)	0.0444 (14)	0.0312 (12)	−0.0050 (12)	−0.0094 (11)	−0.0166 (11)
C27	0.078 (5)	0.181 (10)	0.091 (5)	−0.010 (5)	−0.023 (4)	−0.102 (7)
C28	0.221 (12)	0.065 (4)	0.027 (3)	−0.048 (6)	0.011 (5)	−0.017 (3)
C29	0.082 (5)	0.098 (5)	0.063 (4)	0.024 (4)	−0.012 (3)	−0.048 (4)
C27'	0.079 (6)	0.082 (6)	0.036 (4)	−0.001 (5)	−0.020 (4)	−0.027 (4)
C28'	0.056 (5)	0.114 (8)	0.057 (5)	0.015 (5)	−0.006 (4)	−0.044 (6)
C29'	0.205 (17)	0.079 (7)	0.052 (6)	−0.083 (10)	0.040 (8)	−0.047 (6)

Geometric parameters (Å, º)

Mn1—N1	2.180 (2)	C21—C22	1.378 (4)
Mn1—N1^i	2.180 (2)	C21—H21	0.9500
Mn1—N21	2.3081 (18)	C22—C23	1.380 (3)
Mn1—N21^i	2.3081 (18)	C22—H22	0.9500
Mn1—N11^i	2.337 (2)	C23—C24	1.381 (4)
Mn1—N11	2.337 (2)	C23—C26	1.531 (3)
N1—C1	1.157 (3)	C24—C25	1.380 (4)
C1—S1	1.614 (3)	C24—H24	0.9500
N11—C11	1.343 (3)	C25—H25	0.9500
N11—C15	1.344 (3)	C26—C29'	1.419 (9)
C11—C12	1.368 (4)	C26—C28	1.467 (7)
C11—H11	0.9500	C26—C29	1.534 (7)
C12—C13	1.387 (4)	C26—C27	1.546 (8)
C12—H12	0.9500	C26—C28'	1.580 (10)
C13—C14	1.385 (4)	C26—C27'	1.583 (9)
C13—H13	0.9500	C27—H27A	0.9800
C14—C15	1.393 (4)	C27—H27B	0.9800
C14—C16	1.535 (3)	C27—H27C	0.9800
C15—H15	0.9500	C28—H28A	0.9800
C16—C17	1.524 (4)	C28—H28B	0.9800
C16—C18	1.530 (4)	C28—H28C	0.9800
C16—C19	1.537 (5)	C29—H29A	0.9800
C17—H17A	0.9800	C29—H29B	0.9800
C17—H17B	0.9800	C29—H29C	0.9800
C17—H17C	0.9800	C27'—H27D	0.9800
C18—H18A	0.9800	C27'—H27E	0.9800
C18—H18B	0.9800	C27'—H27F	0.9800
C18—H18C	0.9800	C28'—H28D	0.9800
C19—H19A	0.9800	C28'—H28E	0.9800
C19—H19B	0.9800	C28'—H28F	0.9800
C19—H19C	0.9800	C29'—H29D	0.9800
N21—C25	1.327 (3)	C29'—H29E	0.9800
N21—C21	1.333 (3)	C29'—H29F	0.9800
N1—Mn1—N1^i	180.000 (1)	C23—C22—H22	119.8
N1—Mn1—N21	89.88 (8)	C22—C23—C24	115.3 (2)
N1^i—Mn1—N21	90.12 (8)	C22—C23—C26	121.8 (2)
N1—Mn1—N21^i	90.12 (8)	C24—C23—C26	122.9 (2)
N1^i—Mn1—N21^i	89.88 (8)	C25—C24—C23	120.9 (2)
N21—Mn1—N21^i	180.000 (1)	C25—C24—H24	119.6
N1—Mn1—N11^i	90.23 (8)	C23—C24—H24	119.6
N1^i—Mn1—N11^i	89.77 (8)	N21—C25—C24	123.6 (2)
N21—Mn1—N11^i	86.16 (7)	N21—C25—H25	118.2
N21^i—Mn1—N11^i	93.84 (7)	C24—C25—H25	118.2
N1—Mn1—N11	89.77 (8)	C29'—C26—C28	128.7 (5)
N1^i—Mn1—N11	90.23 (8)	C29'—C26—C23	116.5 (4)
N21—Mn1—N11	93.84 (7)	C28—C26—C23	114.0 (3)
N21^i—Mn1—N11	86.16 (7)	C29'—C26—C29	61.8 (8)
N11^i—Mn1—N11	180.00 (10)	C28—C26—C29	109.6 (6)
C1—N1—Mn1	157.6 (2)	C23—C26—C29	108.3 (3)
N1—C1—S1	177.4 (2)	C29'—C26—C27	44.1 (8)
C11—N11—C15	117.1 (2)	C28—C26—C27	111.9 (6)
C11—N11—Mn1	118.51 (16)	C23—C26—C27	106.9 (3)
C15—N11—Mn1	124.28 (17)	C29—C26—C27	105.7 (5)
N11—C11—C12	122.7 (2)	C29'—C26—C28'	111.6 (8)
N11—C11—H11	118.7	C28—C26—C28'	59.6 (6)
C12—C11—H11	118.7	C23—C26—C28'	107.0 (4)
C11—C12—C13	119.2 (3)	C29—C26—C28'	55.6 (5)
C11—C12—H12	120.4	C27—C26—C28'	145.3 (5)
C13—C12—H12	120.4	C29'—C26—C27'	111.2 (8)
C14—C13—C12	120.2 (3)	C28—C26—C27'	42.7 (5)
C14—C13—H13	119.9	C23—C26—C27'	107.4 (4)
C12—C13—H13	119.9	C29—C26—C27'	142.3 (4)
C13—C14—C15	116.1 (2)	C27—C26—C27'	74.8 (6)
C13—C14—C16	123.6 (2)	C28'—C26—C27'	102.1 (6)
C15—C14—C16	120.3 (2)	C26—C27—H27A	109.5
N11—C15—C14	124.7 (2)	C26—C27—H27B	109.5
N11—C15—H15	117.6	H27A—C27—H27B	109.5
C14—C15—H15	117.6	C26—C27—H27C	109.5
C17—C16—C18	111.4 (3)	H27A—C27—H27C	109.5
C17—C16—C14	109.0 (2)	H27B—C27—H27C	109.5
C18—C16—C14	111.0 (2)	C26—C28—H28A	109.5
C17—C16—C19	108.8 (3)	C26—C28—H28B	109.5
C18—C16—C19	107.7 (3)	H28A—C28—H28B	109.5
C14—C16—C19	108.8 (2)	C26—C28—H28C	109.5
C16—C17—H17A	109.5	H28A—C28—H28C	109.5
C16—C17—H17B	109.5	H28B—C28—H28C	109.5
H17A—C17—H17B	109.5	C26—C29—H29A	109.5
C16—C17—H17C	109.5	C26—C29—H29B	109.5
H17A—C17—H17C	109.5	H29A—C29—H29B	109.5
H17B—C17—H17C	109.5	C26—C29—H29C	109.5
C16—C18—H18A	109.5	H29A—C29—H29C	109.5
C16—C18—H18B	109.5	H29B—C29—H29C	109.5
H18A—C18—H18B	109.5	C26—C27'—H27D	109.5
C16—C18—H18C	109.5	C26—C27'—H27E	109.5
H18A—C18—H18C	109.5	H27D—C27'—H27E	109.5
H18B—C18—H18C	109.5	C26—C27'—H27F	109.5
C16—C19—H19A	109.5	H27D—C27'—H27F	109.5
C16—C19—H19B	109.5	H27E—C27'—H27F	109.5
H19A—C19—H19B	109.5	C26—C28'—H28D	109.5
C16—C19—H19C	109.5	C26—C28'—H28E	109.5
H19A—C19—H19C	109.5	H28D—C28'—H28E	109.5
H19B—C19—H19C	109.5	C26—C28'—H28F	109.5
C25—N21—C21	115.7 (2)	H28D—C28'—H28F	109.5
C25—N21—Mn1	123.21 (16)	H28E—C28'—H28F	109.5
C21—N21—Mn1	121.01 (15)	C26—C29'—H29D	109.5
N21—C21—C22	124.0 (2)	C26—C29'—H29E	109.5
N21—C21—H21	118.0	H29D—C29'—H29E	109.5
C22—C21—H21	118.0	C26—C29'—H29F	109.5
C21—C22—C23	120.5 (2)	H29D—C29'—H29F	109.5
C21—C22—H22	119.8	H29E—C29'—H29F	109.5

Symmetry code: (i) −x+1, −y+1, −z+2.