Tetra­carbon­yl[N-(di­phenyl­phosphanyl-κP)-N,N′-diisoprop­yl-P-phenyl­phospho­rus di­amide-κP]molybdenum(0) with an unknown solvent

Höhne, M.; Gongoll, M.; Spannenberg, A.; Müller, B.H.; Peulecke, N.; Rosenthal, U.

doi:10.1107/S2414314618008465

metal-organic compounds

IUCrDATA

ISSN: 2414-3146

Volume 3| Part 6| June 2018| x180846

https://doi.org/10.1107/S2414314618008465

Open

access

Tetracarbonyl[N-(diphenylphosphanyl-κP)-N,N′-diisopropyl-P-phenylphosphorus diamide-κP]molybdenum(0) with an unknown solvent

Martha Höhne,^a Marc Gongoll,^a Anke Spannenberg,^a Bernd H. Müller,^a Normen Peulecke ^a and Uwe Rosenthal ^a ^*

^aLeibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany
^*Correspondence e-mail: uwe.rosenthal@catalysis.de

Edited by C. Rizzoli, Universita degli Studi di Parma, Italy (Received 4 June 2018; accepted 8 June 2018; online 26 June 2018)

The title complex, [Mo(C₂₄H₃₀N₂P₂)(CO)₄], contains a molybdenum centre bearing a P,P′-cis-chelating Ph₂PN(ⁱPr)P(Ph)NH(ⁱPr) and four carbonyl ligands in a distorted octahedral coordination geometry. This results in a nearly planar four-membered metallacycle. In the crystal, molecules are linked by N—H⋯O and C—H⋯O hydrogen bonds to form layers parallel to the ac plane. For the final refinement, the contributions of disordered solvent molecules were removed from the diffraction data with SQUEEZE in PLATON [Spek (2015 ). Acta Cryst. C71, 9–18]. The given chemical formula and other crystal data do not take into account the unknown solvent molecule(s).

Keywords: crystal structure; molybdenum; diphosphazane.

CCDC reference: 1848117

Structure description

The title complex (Fig. 1) contains a molybdenum centre coordinated to a P,P′-cis-chelating Ph₂PN(ⁱPr)P(Ph)NH(ⁱPr) ligand and four carbonyl ligands in a distorted octahedral geometry, forming a nearly planar four-membered Mo—P—N—P metallacycle (r.m.s. deviation for Mo1, P1, N1, P2 = 0.053 Å). The P—Mo—P bite angle amounts to 64.948 (13)° and complies with those in comparable [Mo(CO)₄{Ph₂PN(R)PPh₂}] (R ≠ H) complexes [range from 64.38 (8) to 66.14 (3)°; Al-Masri et al., 2013 ; Biricik et al., 2003 ; Gaw et al., 2000 , 2002 ; Majoumo et al., 2004 ; Majoumo-Mbe et al., 2015 ; Payne et al., 1965 ] and is slightly smaller than that found in the analogous chromium complex [P—Cr—P = 67.90 (2), 67.95 (12)°] published by Aluri et al. (2010 ) and Dulai et al. (2011 ). As a result of the ring strain, the P—N—P bond angle [103.10 (6)°] is clearly smaller than that observed in the uncoordinated Ph₂PN(ⁱPr)P(Ph)NH(ⁱPr) molecule [121.53 (11)°; Peitz et al., 2010 ] but conforms with comparable [Mo(CO)₄{Ph₂PN(R)PPh₂}] (R ≠ H) complexes (Al-Masri et al., 2013; Biricik et al., 2003; Gaw et al., 2000, 2002; Majoumo et al., 2004; Majoumo-Mbe et al., 2015; Payne et al., 1965). The P—N bond lengths [range from 1.6462 (13) to 1.7185 (13) Å] are noticeably shortened compared to the calculated sum of the covalent radii by Pyykkö [single: Σrcov(P—N) = 1.82 Å; Pyykkö, 2015 ] and show some multiple-bond character [double: Σrcov(P=N) = 1.62 Å; Pyykkö, 2015]. Consistent with this geometry, the central N1 atom is nearly trigonal planar [Σ(∠N1) = 359°]. The Mo—P distances are slightly different [Mo1—P1 = 2.4731 (5), Mo1—P2 = 2.5056 (6) Å], which might be an effect of the asymmetric P,P′-cis-ligating Ph₂PN(ⁱPr)P(Ph)NH(ⁱPr) ligand.

Figure 1
The molecular structure of the title compound with atom labelling and displacement ellipsoids drawn at 30% probability level. C-bound hydrogen atoms are omitted for clarity.

In the crystal, N—H⋯O and C—H⋯O hydrogen bonds (Table 1) link the molecules into layers parallel to the ac plane.

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C8—H8⋯O1ⁱ	0.95	2.53	3.338 (2)	143
N2—H2⋯O1ⁱⁱ	0.83 (1)	2.54 (1)	3.3419 (18)	163 (1)
Symmetry codes: (i) $[x, -y+{\script{1\over 2}}, z+{\script{1\over 2}}]$ ; (ii) $[x+{\script{1\over 2}}, y, -z+{\script{1\over 2}}]$ .

Synthesis and crystallization

Mo(CO)₄(pip)₂ (pip = piperidine; 0.99 g, 2.617 mmol) and Ph₂PN(ⁱPr)P(Ph)NH(ⁱPr) (1.305 g, 3.193 mmol), were dissolved in CH₂Cl₂ (30 ml) at r.t. After 2 h of refluxing, 20 ml CH₂Cl₂ was removed in vacuo. Ethanol (15 ml) was added and the solution was cooled. The white solid was washed with n-hexane at −78°C and dried under vacuum. Yield 1.45 g (90%). Crystals were obtained from a saturated CH₂Cl₂/EtOH solution at −78°C.

¹H NMR (300 MHz, C₆D₆, 298 K): δ (p.p.m.) 7.95–7.88 (m, 2H, ArH), 7.69–7.53 (m, 4H, ArH), 7.14–6.98 (m, 9H, ArH), 4.17 (m, 1H, CHCH₃), 3.31 (m, 1H, CHCH₃), 2.19 (t, 1H, NH), 1.22 (d, ³J_H,H = 6.5 Hz, 3H, CHCH₃), 1.15 (d, ³J_H,H = 6.4 Hz, 3H, CHCH₃), 0.89 (d, J = 6.7 Hz, 3H, CHCH₃), 0.38 (d, ³J_H,H = 6.7 Hz, 3H, CHCH₃). ¹³C NMR (100 MHz, C₆D₆, 298 K): δ (p.p.m.) 219.7 (m, CO), 212.4 (m, CO), 141.7, 141.0, 138.7, 138.2, 136.2, 138.8, 133.8, 131.3, 130.8, 130.0, 128.9, 128.7, 128.5 (ArC), 55.7 (t, ²J_P,_C = 6.0 Hz, CHCH₃), 49.3 (d, ²J_P,_C = 18.0 Hz, CHCH₃), 26.3 (d, ³J_P,_C = 4.5 Hz, CHCH₃), 25.6 (d, ³J_P,_C = 4.5 Hz, CHCH₃), 24.3 (br s, CHCH₃) 24.2 (br s, CHCH₃). ³¹P NMR (121 MHz, CD₂Cl₂, 298 K): δ = 96.7 (d, ²J_PP = 8.7 Hz), 80.2 (d, ²J_PP = 8.7 Hz). Elemental analysis calcd. (%) for C₂₈H₃₀MoN₂O₄P₂ (616.44): C 54.56, H 4.91, N 4.54. Found: C 55.42, H 4.96, N 4.65. IR (CH₂Cl₂, cm⁻¹): ν (CO) 1870, 1896, 1918, 2005. M.p. 180°C (dec.).

Refinement

Crystal data, data collection and structure refinement details are summarized in Table 2. Six outliers (4 0 10, 6 3 4, 1 2 11, 5 7 4, 1 2 8, 2 3 8) were omitted in the last cycles of refinement. For the final refinement, the contributions of disordered solvent molecules were removed from the diffraction data with SQUEEZE in PLATON (Spek, 2015). SQUEEZE estimated the electron counts in each of the four voids of 111 and 112 Å³, respectively to be 34.

Table 2
Experimental details

Crystal data
Chemical formula	[Mo(C₂₄H₃₀N₂P₂)(CO)₄]
M_r	616.42
Crystal system, space group	Orthorhombic, Pbca
Temperature (K)	150
a, b, c (Å)	15.634 (3), 17.716 (4), 21.661 (4)
V (Å³)	5999 (2)
Z	8
Radiation type	Mo Kα
μ (mm⁻¹)	0.58
Crystal size (mm)	0.46 × 0.38 × 0.36

Data collection
Diffractometer	Stoe IPDS II
Absorption correction	Numerical (X-SHAPE and X-RED32; Stoe & Cie, 2005 )
T_min, T_max	0.75, 0.89
No. of measured, independent and observed [I > 2σ(I)] reflections	95647, 6886, 5657
R_int	0.041
(sin θ/λ)_max (Å⁻¹)	0.650

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.022, 0.050, 0.92
No. of reflections	6886
No. of parameters	342
No. of restraints	1
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.38, −0.31
Computer programs: X-AREA (Stoe & Cie, 2005), XP in SHELXTL and SHELXS97 (Sheldrick, 2008 ), SHELXL2014 (Sheldrick, 2015 )and publCIF (Westrip, 2010 ).

Structural data

CCDC reference: 1848117

Crystal structure: contains datablock I. DOI: https://doi.org/10.1107/S2414314618008465/rz4024sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S2414314618008465/rz4024Isup2.hkl

checkCIF report

Computing details top

Data collection: X-AREA (Stoe & Cie, 2005); cell refinement: X-AREA (Stoe & Cie, 2005); data reduction: X-AREA (Stoe & Cie, 2005); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: publCIF (Westrip, 2010).

Tetracarbonyl[N-(diphenylphosphanyl-κP)-N,N'-diisopropyl-P-phenylphosphorus diamide-κP]molybdenum(0) top

Crystal data top

[Mo(C₂₄H₃₀N₂P₂)(CO)₄]	D_x = 1.365 Mg m⁻³
M_r = 616.42	Mo Kα radiation, λ = 0.71073 Å
Orthorhombic, Pbca	Cell parameters from 11600 reflections
a = 15.634 (3) Å	θ = 1.8–29.7°
b = 17.716 (4) Å	µ = 0.58 mm⁻¹
c = 21.661 (4) Å	T = 150 K
V = 5999 (2) Å³	Prism, colourless
Z = 8	0.46 × 0.38 × 0.36 mm
F(000) = 2528

Data collection top

Stoe IPDS II diffractometer	6886 independent reflections
Radiation source: fine-focus sealed tube	5657 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.041
ω scans	θ_max = 27.5°, θ_min = 1.9°
Absorption correction: numerical (X-SHAPE and X-RED32; Stoe & Cie, 2005)	h = −20→20
T_min = 0.75, T_max = 0.89	k = −22→23
95647 measured reflections	l = −28→28

Refinement top

Refinement on F²	1 restraint
Least-squares matrix: full	Hydrogen site location: mixed
R[F² > 2σ(F²)] = 0.022	H atoms treated by a mixture of independent and constrained refinement
wR(F²) = 0.050	w = 1/[σ²(F_o²) + (0.0338P)²] where P = (F_o² + 2F_c²)/3
S = 0.92	(Δ/σ)_max = 0.002
6886 reflections	Δρ_max = 0.38 e Å⁻³
342 parameters	Δρ_min = −0.31 e Å⁻³

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.

Refinement. The N-bound H atom was located in a difference Fourier map and refined with the N–H distance constrained to be 0.87 Å. All other H atoms were placed geometrically and refined using a riding atom approximation, with C–H = 0.95–1.00 Å, and with U_iso(H) = 1.2U_eq(C) or 1.5U_eq(C) for methyl H atoms. A rotating model was used for the methyl groups.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
C1	0.34111 (9)	0.15827 (8)	0.28181 (6)	0.0269 (3)
C2	0.28472 (9)	0.07619 (8)	0.38433 (7)	0.0271 (3)
C3	0.44531 (9)	0.01870 (8)	0.40890 (7)	0.0262 (3)
C4	0.40591 (9)	0.01114 (9)	0.28804 (7)	0.0288 (3)
C5	0.40138 (9)	0.22378 (9)	0.48935 (7)	0.0287 (3)
C6	0.39750 (10)	0.15799 (10)	0.52376 (7)	0.0343 (3)
H6	0.4040	0.1106	0.5037	0.041*
C7	0.38431 (11)	0.16021 (11)	0.58705 (8)	0.0416 (4)
H7	0.3828	0.1147	0.6102	0.050*
C8	0.37339 (12)	0.22824 (12)	0.61608 (8)	0.0450 (4)
H8	0.3645	0.2299	0.6594	0.054*
C9	0.37530 (12)	0.29434 (12)	0.58244 (9)	0.0487 (5)
H9	0.3665	0.3413	0.6026	0.058*
C10	0.38998 (11)	0.29266 (10)	0.51939 (8)	0.0399 (4)
H10	0.3923	0.3384	0.4966	0.048*
C11	0.37638 (9)	0.29940 (8)	0.37296 (7)	0.0271 (3)
C12	0.29425 (10)	0.32308 (9)	0.38861 (7)	0.0314 (3)
H12	0.2642	0.2987	0.4211	0.038*
C13	0.25641 (11)	0.38204 (9)	0.35696 (8)	0.0372 (4)
H13	0.2006	0.3983	0.3681	0.045*
C14	0.29902 (12)	0.41738 (9)	0.30934 (9)	0.0417 (4)
H14	0.2726	0.4578	0.2878	0.050*
C15	0.38000 (12)	0.39387 (10)	0.29309 (9)	0.0432 (4)
H15	0.4095	0.4182	0.2603	0.052*
C16	0.41847 (10)	0.33487 (9)	0.32456 (8)	0.0354 (4)
H16	0.4741	0.3186	0.3129	0.042*
C17	0.63680 (9)	0.09612 (8)	0.37610 (6)	0.0241 (3)
C18	0.64070 (10)	0.08548 (8)	0.43972 (7)	0.0290 (3)
H18	0.5987	0.1080	0.4655	0.035*
C19	0.70499 (11)	0.04247 (9)	0.46573 (8)	0.0361 (3)
H19	0.7077	0.0364	0.5093	0.043*
C20	0.76512 (11)	0.00839 (9)	0.42858 (8)	0.0394 (4)
H20	0.8094	−0.0210	0.4466	0.047*
C21	0.76123 (11)	0.01667 (10)	0.36556 (8)	0.0394 (4)
H21	0.8025	−0.0074	0.3401	0.047*
C22	0.69701 (10)	0.06027 (9)	0.33895 (7)	0.0310 (3)
H22	0.6943	0.0656	0.2954	0.037*
C23	0.54833 (10)	0.19268 (10)	0.21953 (7)	0.0363 (4)
H23	0.4871	0.2051	0.2283	0.044*
C24	0.55048 (17)	0.12180 (16)	0.18082 (10)	0.0691 (7)
H24A	0.6100	0.1082	0.1720	0.104*
H24B	0.5201	0.1307	0.1419	0.104*
H24C	0.5228	0.0806	0.2034	0.104*
C25	0.58778 (15)	0.25923 (16)	0.18724 (11)	0.0718 (8)
H25A	0.5816	0.3043	0.2130	0.108*
H25B	0.5589	0.2674	0.1477	0.108*
H25C	0.6486	0.2494	0.1800	0.108*
C26	0.58322 (10)	0.28343 (9)	0.41876 (9)	0.0395 (4)
H26	0.5443	0.3277	0.4244	0.047*
C27	0.62182 (13)	0.26694 (12)	0.48171 (10)	0.0537 (5)
H27A	0.5774	0.2472	0.5093	0.081*
H27B	0.6454	0.3135	0.4991	0.081*
H27C	0.6675	0.2295	0.4774	0.081*
C28	0.65060 (13)	0.30750 (11)	0.37253 (11)	0.0554 (5)
H28A	0.6886	0.2648	0.3637	0.083*
H28B	0.6841	0.3493	0.3897	0.083*
H28C	0.6227	0.3239	0.3343	0.083*
N1	0.52898 (7)	0.22025 (7)	0.39514 (6)	0.0271 (3)
N2	0.59168 (8)	0.18048 (8)	0.27863 (6)	0.0332 (3)
O1	0.30266 (7)	0.18956 (7)	0.24502 (5)	0.0397 (3)
O2	0.22161 (7)	0.06770 (8)	0.41024 (6)	0.0427 (3)
O3	0.46686 (8)	−0.03061 (7)	0.43865 (5)	0.0418 (3)
O4	0.41082 (8)	−0.03731 (7)	0.25315 (6)	0.0459 (3)
P1	0.42203 (2)	0.21436 (2)	0.40705 (2)	0.02325 (7)
P2	0.54809 (2)	0.14920 (2)	0.34291 (2)	0.02225 (7)
Mo1	0.39963 (2)	0.09633 (2)	0.34827 (2)	0.01978 (4)
H2	0.6430 (9)	0.1912 (10)	0.2777 (8)	0.035 (5)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0232 (7)	0.0302 (8)	0.0274 (7)	−0.0046 (6)	−0.0005 (6)	0.0038 (6)
C2	0.0247 (7)	0.0285 (7)	0.0282 (7)	0.0004 (6)	−0.0026 (6)	0.0055 (6)
C3	0.0255 (7)	0.0273 (7)	0.0257 (7)	−0.0001 (6)	0.0015 (6)	0.0007 (6)
C4	0.0266 (7)	0.0304 (7)	0.0294 (7)	−0.0012 (6)	−0.0011 (6)	−0.0013 (6)
C5	0.0259 (7)	0.0305 (8)	0.0295 (7)	0.0043 (6)	−0.0041 (6)	−0.0062 (6)
C6	0.0389 (8)	0.0350 (8)	0.0291 (7)	0.0049 (7)	−0.0004 (7)	−0.0050 (6)
C7	0.0453 (10)	0.0508 (11)	0.0286 (8)	0.0027 (8)	0.0016 (7)	−0.0017 (7)
C8	0.0393 (9)	0.0657 (13)	0.0301 (8)	0.0075 (9)	−0.0017 (7)	−0.0139 (8)
C9	0.0477 (10)	0.0526 (12)	0.0458 (10)	0.0118 (9)	−0.0071 (8)	−0.0274 (9)
C10	0.0431 (9)	0.0341 (9)	0.0425 (9)	0.0051 (7)	−0.0070 (7)	−0.0109 (7)
C11	0.0258 (7)	0.0204 (7)	0.0349 (7)	0.0008 (5)	−0.0041 (6)	−0.0011 (6)
C12	0.0273 (7)	0.0270 (7)	0.0399 (8)	0.0027 (6)	−0.0009 (6)	−0.0010 (6)
C13	0.0295 (8)	0.0307 (8)	0.0515 (10)	0.0083 (6)	−0.0031 (7)	−0.0012 (7)
C14	0.0414 (9)	0.0284 (8)	0.0552 (10)	0.0087 (7)	−0.0069 (8)	0.0095 (7)
C15	0.0405 (9)	0.0364 (9)	0.0528 (10)	0.0021 (7)	0.0022 (8)	0.0156 (8)
C16	0.0277 (8)	0.0313 (8)	0.0471 (9)	0.0032 (6)	0.0017 (7)	0.0065 (7)
C17	0.0213 (6)	0.0214 (6)	0.0297 (7)	−0.0012 (6)	−0.0017 (5)	0.0022 (6)
C18	0.0285 (7)	0.0285 (8)	0.0302 (7)	0.0021 (6)	−0.0009 (6)	0.0021 (6)
C19	0.0391 (9)	0.0347 (8)	0.0345 (8)	0.0026 (7)	−0.0082 (7)	0.0071 (7)
C20	0.0328 (8)	0.0316 (8)	0.0540 (10)	0.0085 (7)	−0.0092 (7)	0.0082 (8)
C21	0.0334 (8)	0.0338 (8)	0.0510 (10)	0.0109 (7)	0.0071 (7)	0.0024 (7)
C22	0.0312 (8)	0.0291 (8)	0.0325 (8)	0.0028 (6)	0.0032 (6)	0.0015 (6)
C23	0.0271 (8)	0.0521 (10)	0.0297 (8)	0.0028 (7)	0.0024 (6)	0.0148 (7)
C24	0.0814 (17)	0.0884 (18)	0.0377 (11)	0.0139 (14)	0.0051 (11)	−0.0063 (11)
C25	0.0556 (13)	0.0973 (19)	0.0625 (14)	−0.0232 (12)	−0.0123 (10)	0.0524 (14)
C26	0.0307 (8)	0.0263 (8)	0.0616 (11)	−0.0042 (6)	−0.0097 (7)	−0.0082 (8)
C27	0.0471 (11)	0.0448 (11)	0.0692 (13)	−0.0016 (9)	−0.0272 (10)	−0.0155 (10)
C28	0.0385 (10)	0.0386 (10)	0.0891 (16)	−0.0155 (8)	−0.0037 (10)	−0.0024 (10)
N1	0.0214 (6)	0.0224 (6)	0.0375 (7)	−0.0001 (5)	−0.0035 (5)	−0.0027 (5)
N2	0.0200 (6)	0.0465 (8)	0.0330 (7)	−0.0036 (6)	0.0010 (5)	0.0143 (6)
O1	0.0351 (6)	0.0473 (7)	0.0368 (6)	−0.0053 (5)	−0.0095 (5)	0.0157 (5)
O2	0.0257 (6)	0.0557 (8)	0.0465 (7)	−0.0005 (5)	0.0076 (5)	0.0122 (6)
O3	0.0477 (7)	0.0373 (6)	0.0404 (6)	0.0068 (5)	−0.0008 (5)	0.0144 (5)
O4	0.0517 (8)	0.0420 (7)	0.0440 (7)	−0.0003 (6)	0.0014 (6)	−0.0174 (6)
P1	0.02145 (16)	0.02076 (17)	0.02755 (17)	0.00172 (13)	−0.00178 (13)	−0.00073 (14)
P2	0.01931 (16)	0.02283 (16)	0.02462 (16)	−0.00003 (13)	−0.00046 (13)	0.00359 (14)
Mo1	0.01891 (6)	0.02026 (6)	0.02017 (6)	−0.00123 (4)	−0.00037 (4)	0.00138 (4)

Geometric parameters (Å, º) top

C1—O1	1.1417 (17)	C15—C16	1.385 (2)
C1—Mo1	2.0282 (15)	C17—C22	1.392 (2)
C2—O2	1.1450 (18)	C17—C18	1.392 (2)
C2—Mo1	1.9912 (15)	C17—P2	1.8234 (14)
C3—O3	1.1366 (18)	C18—C19	1.381 (2)
C3—Mo1	2.0313 (15)	C19—C20	1.377 (2)
C4—O4	1.1463 (19)	C20—C21	1.374 (3)
C4—Mo1	1.9973 (15)	C21—C22	1.392 (2)
C5—C6	1.385 (2)	C23—N2	1.4646 (19)
C5—C10	1.394 (2)	C23—C25	1.503 (3)
C5—P1	1.8194 (15)	C23—C24	1.510 (3)
C6—C7	1.387 (2)	C26—N1	1.4946 (19)
C7—C8	1.370 (3)	C26—C28	1.515 (3)
C8—C9	1.380 (3)	C26—C27	1.520 (3)
C9—C10	1.385 (3)	N1—P1	1.6949 (13)
C11—C16	1.388 (2)	N1—P2	1.7185 (13)
C11—C12	1.393 (2)	N2—P2	1.6462 (13)
C11—P1	1.8232 (15)	P1—Mo1	2.4731 (5)
C12—C13	1.382 (2)	P1—P2	2.6733 (6)
C13—C14	1.378 (3)	P2—Mo1	2.5056 (6)
C14—C15	1.378 (3)

O1—C1—Mo1	174.59 (12)	C23—N2—P2	126.68 (11)
O2—C2—Mo1	173.34 (13)	N1—P1—C5	108.58 (6)
O3—C3—Mo1	172.36 (13)	N1—P1—C11	105.88 (7)
O4—C4—Mo1	178.85 (14)	C5—P1—C11	104.57 (7)
C6—C5—C10	118.67 (14)	N1—P1—Mo1	96.51 (4)
C6—C5—P1	117.26 (11)	C5—P1—Mo1	123.84 (5)
C10—C5—P1	124.07 (13)	C11—P1—Mo1	115.77 (5)
C5—C6—C7	120.99 (16)	N1—P1—P2	38.76 (4)
C8—C7—C6	119.81 (18)	C5—P1—P2	132.82 (5)
C7—C8—C9	120.10 (16)	C11—P1—P2	115.78 (5)
C8—C9—C10	120.40 (17)	Mo1—P1—P2	58.112 (14)
C9—C10—C5	120.01 (17)	N2—P2—N1	112.48 (7)
C16—C11—C12	118.98 (14)	N2—P2—C17	101.08 (7)
C16—C11—P1	119.63 (11)	N1—P2—C17	104.50 (6)
C12—C11—P1	120.75 (12)	N2—P2—Mo1	123.27 (5)
C13—C12—C11	120.10 (15)	N1—P2—Mo1	94.72 (4)
C14—C13—C12	120.49 (15)	C17—P2—Mo1	119.57 (5)
C13—C14—C15	119.85 (15)	N2—P2—P1	126.83 (5)
C14—C15—C16	120.07 (16)	N1—P2—P1	38.13 (4)
C15—C16—C11	120.49 (15)	C17—P2—P1	125.34 (5)
C22—C17—C18	118.74 (13)	Mo1—P2—P1	56.940 (15)
C22—C17—P2	121.45 (11)	C2—Mo1—C4	99.51 (6)
C18—C17—P2	119.57 (11)	C2—Mo1—C1	88.19 (6)
C19—C18—C17	120.68 (15)	C4—Mo1—C1	88.13 (6)
C20—C19—C18	120.02 (15)	C2—Mo1—C3	86.69 (6)
C21—C20—C19	120.23 (15)	C4—Mo1—C3	83.89 (6)
C20—C21—C22	120.17 (15)	C1—Mo1—C3	169.67 (6)
C21—C22—C17	120.11 (14)	C2—Mo1—P1	94.44 (5)
N2—C23—C25	109.43 (15)	C4—Mo1—P1	165.51 (4)
N2—C23—C24	110.63 (15)	C1—Mo1—P1	88.39 (4)
C25—C23—C24	112.62 (18)	C3—Mo1—P1	100.94 (4)
N1—C26—C28	112.27 (15)	C2—Mo1—P2	157.06 (4)
N1—C26—C27	112.87 (15)	C4—Mo1—P2	101.93 (4)
C28—C26—C27	111.79 (16)	C1—Mo1—P2	100.52 (4)
C26—N1—P1	123.61 (10)	C3—Mo1—P2	87.56 (4)
C26—N1—P2	132.47 (11)	P1—Mo1—P2	64.948 (13)
P1—N1—P2	103.10 (6)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···O1ⁱ	0.95	2.53	3.338 (2)	143
N2—H2···O1ⁱⁱ	0.83 (1)	2.54 (1)	3.3419 (18)	163 (1)

Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x+1/2, y, −z+1/2.

Funding information

Funding for this research was provided by: Open Access Fund of the Leibniz Association.

References

Al-Masri, H. T., Mohamed, B. M., Moussa, Z. & Alkordi, M. H. (2013). Helv. Chim. Acta, 96, 738–746. Google Scholar
Aluri, B. R., Peulecke, N., Peitz, S., Spannenberg, A., Müller, B. H., Schulz, S., Drexler, H.-J., Heller, D., Al-Hazmi, M. H., Mosa, F. M., Wöhl, A., Müller, W. & Rosenthal, U. (2010). Dalton Trans. 39, 7911–7920. Google Scholar
Biricik, N., Fei, Z., Scopelliti, R. & Dyson, P. J. (2003). Helv. Chim. Acta, 86, 3281–3287. Web of Science CrossRef Google Scholar
Dulai, A., McMullin, C. L., Tenza, K. & Wass, D. F. (2011). Organometallics, 30, 935–941. Web of Science CrossRef CAS Google Scholar
Gaw, K. G., Smith, M. B. & Slawin, A. M. Z. (2000). New J. Chem. 24, 429–435. Web of Science CSD CrossRef CAS Google Scholar
Gaw, K. G., Smith, M. B. & Steed, J. W. (2002). J. Organomet. Chem. 664, 294–297. Web of Science CSD CrossRef CAS Google Scholar
Majoumo, F., Lönnecke, P., Kühl, O. & Hey-Hawkins, E. (2004). Z. Anorg. Allg. Chem. 630, 305–308. Web of Science CrossRef Google Scholar
Majoumo-Mbe, F., Mendoza, L., Lönnecke, P., Gómez-Ruiz, S. & Hey-Hawkins, E. (2015). Z. Anorg. Allg. Chem. 641, 2306–2311. Google Scholar
Payne, D. S., Mokuolu, J. A. A. & Speakman, J. C. (1965). Chem. Commun. (London), p. 599. Google Scholar
Peitz, S., Peulecke, N., Aluri, B. R., Hansen, S., Müller, B. H., Spannenberg, A., Rosenthal, U., Al-Hazmi, M. H., Mosa, F. M., Wöhl, A. & Müller, W. (2010). Eur. J. Inorg. Chem. pp. 1167–1171. Web of Science CSD CrossRef Google Scholar
Pyykkö, P. (2015). J. Phys. Chem. A, 119, 2326–2337. Web of Science PubMed Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Sheldrick, G. M. (2015). Acta Cryst. C71, 3–8. Web of Science CrossRef IUCr Journals Google Scholar
Spek, A. L. (2015). Acta Cryst. C71, 9–18. Web of Science CrossRef IUCr Journals Google Scholar
Stoe & Cie (2005). X-SHAPE, X-RED32 and X-AREA. Stoe & Cie, Darmstadt, Germany. Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.