

Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536810049007/bq2246sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536810049007/bq2246Isup2.hkl |
CCDC reference: 803054
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean
(C-C) = 0.006 Å
- R factor = 0.075
- wR factor = 0.224
- Data-to-parameter ratio = 15.6
checkCIF/PLATON results
No syntax errors found
Alert level A PLAT900_ALERT_1_A No Matching Reflection File Found .............. ! PLAT900_ALERT_1_A No Matching Reflection File Found .............. ! PLAT902_ALERT_1_A No (Interpretable) Reflections found in FCF .... !
Alert level B PLAT230_ALERT_2_B Hirshfeld Test Diff for N2 -- C1 .. 11.15 su PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C19 PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C31
Alert level C PLAT220_ALERT_2_C Large Non-Solvent C Ueq(max)/Ueq(min) ... 3.42 Ratio PLAT230_ALERT_2_C Hirshfeld Test Diff for P1 -- C1 .. 5.52 su PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for P2 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C16 PLAT340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang .. 6
Alert level G PLAT072_ALERT_2_G SHELXL First Parameter in WGHT Unusually Large. 0.15 PLAT154_ALERT_1_G The su's on the Cell Angles are Equal (x 10000) 500 Deg. PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature 293 K PLAT380_ALERT_4_G Check Incorrectly? Oriented X(sp2)-Methyl Moiety C5 PLAT794_ALERT_5_G Note: Tentative Bond Valency for Al1 ....... 3.34
3 ALERT level A = In general: serious problem 3 ALERT level B = Potentially serious problem 7 ALERT level C = Check and explain 6 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 10 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 1 ALERT type 5 Informative message, check
All manipulations were carried out under an argon atmosphere using standard Schlenk techniques. Hexane was dried over sodium and freshly distilled prior to use. 0.481 g [2,6-iPr2C6H3NC(Me)C(H)C(Me)N]AlH2 (1 eq.) and 0.172 g (2 eq.) 1,2,4-Dia-zaphosphole were dissolved in 20 ml toulent. The mixture was stirred for 24 h at room temperature and the solvent was then removed and dried in vacuo. The residua was extracted with 15 ml hexane and the solution was concentrated to about 5 ml to afford colorless crystals at -30°C for several days (yield: 0.32 g. 50%).
All H atoms were placed in geometrically idealized positions and constrained to ride on their parent atoms with C—H distances of 0.93–0.96 Å, and Uiso(H) = 1.2–1.5 times of those of their parent atoms.
Recently, the investigation of 1,2,4-diazaphospholide complexes has attracted considerable interest (Zheng et al., 2006-2009). On the other hand, aluminum hydride complexes with bulky beta-diketiminato ligand [HC(CMeNAr)2] AlH2 have been evidenced to be a reactive species (Roesky et al., 2000-2005). Herein, we report a centrosymmetric complex which was synthesized by the reaction of [HC(CMeNAr)2] AlH2 with 1H-1,2,4-diazaphosphole in hexane at room temperature. As illustrated in Fig. 1, the AlIII ion was coordinated by four nitrogen atoms of 2,6-iPr2C6H3NC(Me)C(H)C(Me)N and 1,2,4-diazaphospholide ligands. The two nitrogen atoms from the 2,6-iPr2C6H3NC(Me)C(H)C(Me)NH ligand form a six-member ring with the aluminum center, and the other two nitrogen atoms from the 1,2,4-diazaphospholide ligands coordinate to aluminum atom in a eta(1) mode. The four nitrogen atoms are arranged in a slightly distorted tetrahedral fashion. The plane of the six-membered ring C3—N2—Al is nearly perpendicular to the 1,2,4-diazaphospholide heterocycle rings.
For the similar related 1,2,4-diazaphospholide complexes, see: Schmidpeter & Willhalm (1984); Cui et al. (2000); Ding et al. (2001); Kumar et al. (2004, 2005); Zheng et al. (2006); Wan et al. (2008); Pi et al. (2008, 2009).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT (Bruker, 2005); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
![]() | Fig. 1. The structure of the title complex with the atom numbering scheme. The thermal displacements are drawn at the 30% probability level. Hydrogen atoms are omitted for clarity. |
[Al(C29H41N2)(C2H2N2P)2] | Z = 2 |
Mr = 614.67 | F(000) = 656 |
Triclinic, P1 | Dx = 1.159 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.578 (4) Å | Cell parameters from 872 reflections |
b = 12.578 (5) Å | θ = 3.4–25.6° |
c = 13.498 (5) Å | µ = 0.18 mm−1 |
α = 92.059 (5)° | T = 293 K |
β = 98.766 (5)° | Sheet, yellow |
γ = 96.516 (5)° | 0.35 × 0.20 × 0.20 mm |
V = 1760.8 (11) Å3 |
Bruker SMART APEXII CCD area-detector diffractometer | 6082 independent reflections |
Radiation source: fine-focus sealed tube | 4238 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.037 |
phi and ω scans | θmax = 25.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −12→10 |
Tmin = 0.940, Tmax = 0.965 | k = −11→14 |
7337 measured reflections | l = −16→12 |
Refinement on F2 | 0 restraints |
Least-squares matrix: full | H-atom parameters constrained |
R[F2 > 2σ(F2)] = 0.075 | w = 1/[σ2(Fo2) + (0.1531P)2 + ] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.224 | (Δ/σ)max < 0.001 |
S = 1.02 | Δρmax = 0.47 e Å−3 |
6082 reflections | Δρmin = −0.56 e Å−3 |
389 parameters |
[Al(C29H41N2)(C2H2N2P)2] | γ = 96.516 (5)° |
Mr = 614.67 | V = 1760.8 (11) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.578 (4) Å | Mo Kα radiation |
b = 12.578 (5) Å | µ = 0.18 mm−1 |
c = 13.498 (5) Å | T = 293 K |
α = 92.059 (5)° | 0.35 × 0.20 × 0.20 mm |
β = 98.766 (5)° |
Bruker SMART APEXII CCD area-detector diffractometer | 6082 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 4238 reflections with I > 2σ(I) |
Tmin = 0.940, Tmax = 0.965 | Rint = 0.037 |
7337 measured reflections |
R[F2 > 2σ(F2)] = 0.075 | 0 restraints |
wR(F2) = 0.224 | H-atom parameters constrained |
S = 1.02 | Δρmax = 0.47 e Å−3 |
6082 reflections | Δρmin = −0.56 e Å−3 |
389 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Al1 | 0.22665 (7) | 0.79946 (6) | 0.78731 (6) | 0.0419 (3) | |
P1 | −0.16571 (10) | 0.71060 (10) | 0.62146 (10) | 0.0880 (4) | |
P2 | 0.18913 (13) | 1.08771 (11) | 0.97295 (11) | 0.1047 (5) | |
N1 | 0.0608 (2) | 0.7524 (2) | 0.7248 (2) | 0.0574 (6) | |
N2 | −0.0133 (3) | 0.7202 (4) | 0.7910 (3) | 0.1033 (13) | |
N3 | 0.2190 (2) | 0.9204 (2) | 0.86843 (18) | 0.0537 (6) | |
N4 | 0.3412 (2) | 0.9627 (2) | 0.9076 (2) | 0.0652 (7) | |
N5 | 0.3149 (2) | 0.70050 (18) | 0.86114 (16) | 0.0479 (6) | |
N6 | 0.3367 (2) | 0.83042 (17) | 0.69477 (16) | 0.0435 (5) | |
C1 | −0.1375 (5) | 0.6917 (5) | 0.7425 (4) | 0.125 (2) | |
H1 | −0.2025 | 0.6632 | 0.7766 | 0.149* | |
C2 | −0.0057 (4) | 0.7533 (3) | 0.6309 (3) | 0.0762 (10) | |
H2 | 0.0327 | 0.7753 | 0.5763 | 0.091* | |
C3 | 0.1292 (3) | 0.9771 (3) | 0.8954 (3) | 0.0717 (9) | |
H3 | 0.0415 | 0.9581 | 0.8738 | 0.086* | |
C4 | 0.3387 (4) | 1.0485 (3) | 0.9637 (3) | 0.0806 (11) | |
H4 | 0.4141 | 1.0871 | 0.9975 | 0.097* | |
C5 | 0.5225 (3) | 0.6473 (3) | 0.9408 (3) | 0.0738 (10) | |
H5A | 0.5084 | 0.6655 | 1.0076 | 0.111* | |
H5B | 0.6123 | 0.6638 | 0.9364 | 0.111* | |
H5C | 0.4967 | 0.5722 | 0.9253 | 0.111* | |
C6 | 0.4445 (3) | 0.7107 (2) | 0.8674 (2) | 0.0504 (7) | |
C7 | 0.5112 (3) | 0.7783 (2) | 0.8092 (2) | 0.0525 (7) | |
H7 | 0.6000 | 0.7900 | 0.8291 | 0.063* | |
C8 | 0.4642 (3) | 0.8307 (2) | 0.7260 (2) | 0.0493 (7) | |
C9 | 0.5580 (3) | 0.8893 (3) | 0.6683 (3) | 0.0737 (10) | |
H9A | 0.5349 | 0.8682 | 0.5983 | 0.111* | |
H9B | 0.6432 | 0.8721 | 0.6920 | 0.111* | |
H9C | 0.5562 | 0.9651 | 0.6778 | 0.111* | |
C10 | 0.2540 (3) | 0.6173 (3) | 0.9171 (2) | 0.0582 (8) | |
C11 | 0.2390 (3) | 0.6407 (3) | 1.0157 (3) | 0.0725 (10) | |
C12 | 0.1862 (4) | 0.5554 (5) | 1.0671 (4) | 0.0997 (16) | |
H12 | 0.1770 | 0.5676 | 1.1339 | 0.120* | |
C13 | 0.1485 (5) | 0.4568 (5) | 1.0230 (5) | 0.1080 (17) | |
H13 | 0.1132 | 0.4027 | 1.0593 | 0.130* | |
C14 | 0.1618 (4) | 0.4355 (4) | 0.9258 (4) | 0.0977 (14) | |
H14 | 0.1370 | 0.3667 | 0.8966 | 0.117* | |
C15 | 0.2122 (3) | 0.5161 (3) | 0.8695 (3) | 0.0715 (10) | |
C16 | 0.2732 (4) | 0.7513 (4) | 1.0672 (3) | 0.0849 (12) | |
H16 | 0.3084 | 0.7988 | 1.0194 | 0.102* | |
C17 | 0.3773 (6) | 0.7541 (6) | 1.1615 (3) | 0.138 (2) | |
H17A | 0.3416 | 0.7163 | 1.2133 | 0.207* | |
H17B | 0.4057 | 0.8272 | 1.1849 | 0.207* | |
H17C | 0.4491 | 0.7207 | 1.1450 | 0.207* | |
C18 | 0.1544 (5) | 0.7959 (5) | 1.0947 (4) | 0.1133 (16) | |
H18A | 0.0886 | 0.7905 | 1.0366 | 0.170* | |
H18B | 0.1766 | 0.8697 | 1.1178 | 0.170* | |
H18C | 0.1231 | 0.7555 | 1.1468 | 0.170* | |
C19 | 0.2203 (4) | 0.4905 (3) | 0.7606 (3) | 0.0836 (11) | |
H19 | 0.2347 | 0.5587 | 0.7289 | 0.100* | |
C20 | 0.0958 (6) | 0.4301 (5) | 0.7050 (5) | 0.142 (2) | |
H20A | 0.0760 | 0.3648 | 0.7371 | 0.213* | |
H20B | 0.1056 | 0.4137 | 0.6368 | 0.213* | |
H20C | 0.0271 | 0.4737 | 0.7059 | 0.213* | |
C21 | 0.3319 (6) | 0.4291 (5) | 0.7488 (5) | 0.149 (2) | |
H21A | 0.4112 | 0.4722 | 0.7761 | 0.224* | |
H21B | 0.3313 | 0.4118 | 0.6789 | 0.224* | |
H21C | 0.3242 | 0.3642 | 0.7839 | 0.224* | |
C22 | 0.2938 (3) | 0.8573 (2) | 0.5916 (2) | 0.0476 (6) | |
C23 | 0.2616 (3) | 0.9594 (2) | 0.5707 (2) | 0.0548 (7) | |
C24 | 0.2151 (4) | 0.9782 (3) | 0.4717 (3) | 0.0702 (9) | |
H24 | 0.1928 | 1.0458 | 0.4561 | 0.084* | |
C25 | 0.2012 (4) | 0.8998 (4) | 0.3964 (3) | 0.0782 (10) | |
H25 | 0.1699 | 0.9140 | 0.3306 | 0.094* | |
C26 | 0.2336 (4) | 0.8011 (3) | 0.4187 (3) | 0.0776 (10) | |
H26 | 0.2243 | 0.7484 | 0.3672 | 0.093* | |
C27 | 0.2802 (3) | 0.7761 (3) | 0.5160 (2) | 0.0613 (8) | |
C28 | 0.2762 (4) | 1.0491 (3) | 0.6497 (3) | 0.0691 (9) | |
H28 | 0.3124 | 1.0225 | 0.7140 | 0.083* | |
C29 | 0.3710 (4) | 1.1436 (3) | 0.6248 (3) | 0.0898 (12) | |
H29A | 0.4510 | 1.1183 | 0.6161 | 0.135* | |
H29B | 0.3860 | 1.1975 | 0.6789 | 0.135* | |
H29C | 0.3348 | 1.1737 | 0.5641 | 0.135* | |
C30 | 0.1480 (5) | 1.0861 (4) | 0.6605 (3) | 0.0971 (14) | |
H30A | 0.1175 | 1.1232 | 0.6023 | 0.146* | |
H30B | 0.1579 | 1.1336 | 0.7193 | 0.146* | |
H30C | 0.0869 | 1.0252 | 0.6669 | 0.146* | |
C31 | 0.3132 (4) | 0.6642 (3) | 0.5355 (3) | 0.0788 (10) | |
H31 | 0.3299 | 0.6582 | 0.6084 | 0.095* | |
C32 | 0.2037 (7) | 0.5800 (4) | 0.4934 (5) | 0.143 (2) | |
H32A | 0.1274 | 0.5943 | 0.5193 | 0.214* | |
H32B | 0.2253 | 0.5107 | 0.5125 | 0.214* | |
H32C | 0.1885 | 0.5813 | 0.4215 | 0.214* | |
C33 | 0.4358 (7) | 0.6444 (5) | 0.4945 (6) | 0.163 (3) | |
H33A | 0.4168 | 0.6331 | 0.4228 | 0.244* | |
H33B | 0.4681 | 0.5822 | 0.5232 | 0.244* | |
H33C | 0.4996 | 0.7056 | 0.5117 | 0.244* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Al1 | 0.0409 (4) | 0.0430 (5) | 0.0436 (4) | 0.0117 (3) | 0.0059 (3) | 0.0077 (3) |
P1 | 0.0608 (6) | 0.0820 (7) | 0.1125 (9) | 0.0055 (5) | −0.0134 (5) | 0.0134 (6) |
P2 | 0.0950 (8) | 0.0948 (9) | 0.1276 (10) | 0.0281 (7) | 0.0282 (7) | −0.0450 (8) |
N1 | 0.0461 (13) | 0.0545 (15) | 0.0702 (16) | 0.0116 (11) | 0.0003 (11) | 0.0041 (12) |
N2 | 0.069 (2) | 0.160 (4) | 0.084 (2) | 0.013 (2) | 0.0102 (17) | 0.052 (2) |
N3 | 0.0525 (13) | 0.0565 (15) | 0.0545 (13) | 0.0158 (12) | 0.0100 (11) | −0.0011 (11) |
N4 | 0.0556 (15) | 0.0683 (18) | 0.0710 (17) | 0.0125 (13) | 0.0084 (12) | −0.0148 (14) |
N5 | 0.0490 (13) | 0.0486 (13) | 0.0482 (12) | 0.0112 (11) | 0.0077 (10) | 0.0143 (10) |
N6 | 0.0479 (12) | 0.0416 (12) | 0.0439 (12) | 0.0139 (10) | 0.0088 (9) | 0.0069 (9) |
C1 | 0.087 (3) | 0.152 (5) | 0.157 (5) | 0.031 (3) | 0.061 (3) | 0.084 (4) |
C2 | 0.071 (2) | 0.086 (3) | 0.069 (2) | 0.005 (2) | 0.0050 (17) | 0.0152 (19) |
C3 | 0.0625 (19) | 0.077 (2) | 0.082 (2) | 0.0228 (18) | 0.0210 (16) | −0.0035 (18) |
C4 | 0.073 (2) | 0.079 (3) | 0.085 (2) | 0.0090 (19) | 0.0056 (18) | −0.029 (2) |
C5 | 0.062 (2) | 0.081 (2) | 0.083 (2) | 0.0280 (18) | 0.0020 (17) | 0.0361 (19) |
C6 | 0.0485 (15) | 0.0505 (16) | 0.0531 (15) | 0.0147 (13) | 0.0034 (12) | 0.0080 (13) |
C7 | 0.0419 (14) | 0.0551 (17) | 0.0626 (17) | 0.0149 (13) | 0.0074 (12) | 0.0071 (14) |
C8 | 0.0491 (15) | 0.0446 (15) | 0.0570 (16) | 0.0123 (13) | 0.0119 (12) | 0.0037 (12) |
C9 | 0.0579 (19) | 0.086 (3) | 0.084 (2) | 0.0121 (18) | 0.0261 (17) | 0.026 (2) |
C10 | 0.0487 (16) | 0.066 (2) | 0.0618 (18) | 0.0156 (15) | 0.0032 (13) | 0.0298 (15) |
C11 | 0.0610 (19) | 0.100 (3) | 0.0609 (19) | 0.0191 (19) | 0.0094 (15) | 0.0404 (19) |
C12 | 0.080 (3) | 0.142 (5) | 0.087 (3) | 0.028 (3) | 0.023 (2) | 0.069 (3) |
C13 | 0.086 (3) | 0.109 (4) | 0.132 (4) | 0.008 (3) | 0.016 (3) | 0.073 (4) |
C14 | 0.081 (3) | 0.078 (3) | 0.136 (4) | 0.012 (2) | 0.009 (3) | 0.057 (3) |
C15 | 0.0608 (19) | 0.060 (2) | 0.094 (3) | 0.0116 (17) | 0.0055 (18) | 0.0335 (19) |
C16 | 0.083 (2) | 0.124 (4) | 0.0481 (18) | 0.015 (2) | 0.0081 (17) | 0.019 (2) |
C17 | 0.114 (4) | 0.229 (7) | 0.066 (3) | 0.032 (4) | −0.004 (3) | 0.000 (4) |
C18 | 0.112 (4) | 0.148 (5) | 0.089 (3) | 0.034 (3) | 0.029 (3) | 0.012 (3) |
C19 | 0.098 (3) | 0.0468 (19) | 0.105 (3) | 0.0131 (19) | 0.010 (2) | 0.0077 (19) |
C20 | 0.137 (5) | 0.130 (5) | 0.139 (5) | −0.030 (4) | −0.008 (4) | 0.003 (4) |
C21 | 0.143 (5) | 0.138 (5) | 0.175 (6) | 0.058 (4) | 0.028 (4) | −0.031 (4) |
C22 | 0.0482 (14) | 0.0521 (16) | 0.0449 (14) | 0.0108 (13) | 0.0095 (11) | 0.0087 (12) |
C23 | 0.0603 (17) | 0.0542 (17) | 0.0519 (16) | 0.0130 (14) | 0.0088 (13) | 0.0122 (13) |
C24 | 0.078 (2) | 0.072 (2) | 0.064 (2) | 0.0208 (19) | 0.0079 (16) | 0.0246 (17) |
C25 | 0.086 (2) | 0.099 (3) | 0.0493 (18) | 0.018 (2) | 0.0036 (16) | 0.0194 (19) |
C26 | 0.092 (3) | 0.091 (3) | 0.0501 (18) | 0.016 (2) | 0.0098 (17) | −0.0016 (18) |
C27 | 0.072 (2) | 0.0618 (19) | 0.0533 (17) | 0.0107 (16) | 0.0168 (14) | 0.0032 (14) |
C28 | 0.094 (2) | 0.0515 (18) | 0.0631 (19) | 0.0244 (18) | 0.0038 (17) | 0.0110 (15) |
C29 | 0.108 (3) | 0.060 (2) | 0.095 (3) | 0.006 (2) | −0.002 (2) | 0.013 (2) |
C30 | 0.122 (4) | 0.087 (3) | 0.097 (3) | 0.052 (3) | 0.033 (3) | 0.012 (2) |
C31 | 0.111 (3) | 0.059 (2) | 0.069 (2) | 0.017 (2) | 0.017 (2) | −0.0058 (16) |
C32 | 0.202 (6) | 0.065 (3) | 0.139 (5) | −0.008 (4) | −0.023 (4) | −0.014 (3) |
C33 | 0.169 (6) | 0.097 (4) | 0.255 (8) | 0.072 (4) | 0.089 (6) | 0.026 (5) |
Al1—N1 | 1.848 (3) | C16—H16 | 0.9800 |
Al1—N6 | 1.855 (2) | C17—H17A | 0.9600 |
Al1—N3 | 1.858 (3) | C17—H17B | 0.9600 |
Al1—N5 | 1.867 (2) | C17—H17C | 0.9600 |
P1—C1 | 1.646 (6) | C18—H18A | 0.9600 |
P1—C2 | 1.700 (4) | C18—H18B | 0.9600 |
P2—C3 | 1.711 (4) | C18—H18C | 0.9600 |
P2—C4 | 1.731 (4) | C19—C21 | 1.506 (7) |
N1—N2 | 1.320 (4) | C19—C20 | 1.518 (7) |
N1—C2 | 1.354 (4) | C19—H19 | 0.9800 |
N2—C1 | 1.378 (6) | C20—H20A | 0.9600 |
N3—C3 | 1.336 (4) | C20—H20B | 0.9600 |
N3—N4 | 1.360 (4) | C20—H20C | 0.9600 |
N4—C4 | 1.301 (4) | C21—H21A | 0.9600 |
N5—C6 | 1.352 (4) | C21—H21B | 0.9600 |
N5—C10 | 1.460 (4) | C21—H21C | 0.9600 |
N6—C8 | 1.350 (4) | C22—C23 | 1.393 (4) |
N6—C22 | 1.461 (3) | C22—C27 | 1.397 (4) |
C1—H1 | 0.9300 | C23—C24 | 1.390 (4) |
C2—H2 | 0.9300 | C23—C28 | 1.503 (4) |
C3—H3 | 0.9300 | C24—C25 | 1.370 (5) |
C4—H4 | 0.9300 | C24—H24 | 0.9300 |
C5—C6 | 1.502 (4) | C25—C26 | 1.356 (5) |
C5—H5A | 0.9600 | C25—H25 | 0.9300 |
C5—H5B | 0.9600 | C26—C27 | 1.391 (5) |
C5—H5C | 0.9600 | C26—H26 | 0.9300 |
C6—C7 | 1.384 (4) | C27—C31 | 1.511 (5) |
C7—C8 | 1.379 (4) | C28—C30 | 1.509 (6) |
C7—H7 | 0.9300 | C28—C29 | 1.546 (6) |
C8—C9 | 1.498 (4) | C28—H28 | 0.9800 |
C9—H9A | 0.9600 | C29—H29A | 0.9600 |
C9—H9B | 0.9600 | C29—H29B | 0.9600 |
C9—H9C | 0.9600 | C29—H29C | 0.9600 |
C10—C11 | 1.389 (5) | C30—H30A | 0.9600 |
C10—C15 | 1.398 (5) | C30—H30B | 0.9600 |
C11—C12 | 1.407 (6) | C30—H30C | 0.9600 |
C11—C16 | 1.513 (6) | C31—C32 | 1.504 (7) |
C12—C13 | 1.347 (7) | C31—C33 | 1.527 (7) |
C12—H12 | 0.9300 | C31—H31 | 0.9800 |
C13—C14 | 1.361 (7) | C32—H32A | 0.9600 |
C13—H13 | 0.9300 | C32—H32B | 0.9600 |
C14—C15 | 1.395 (5) | C32—H32C | 0.9600 |
C14—H14 | 0.9300 | C33—H33A | 0.9600 |
C15—C19 | 1.511 (6) | C33—H33B | 0.9600 |
C16—C18 | 1.523 (6) | C33—H33C | 0.9600 |
C16—C17 | 1.548 (6) | ||
N1—Al1—N6 | 111.60 (12) | C16—C17—H17C | 109.5 |
N1—Al1—N3 | 107.50 (11) | H17A—C17—H17C | 109.5 |
N6—Al1—N3 | 110.79 (11) | H17B—C17—H17C | 109.5 |
N1—Al1—N5 | 116.84 (12) | C16—C18—H18A | 109.5 |
N6—Al1—N5 | 99.77 (10) | C16—C18—H18B | 109.5 |
N3—Al1—N5 | 110.22 (11) | H18A—C18—H18B | 109.5 |
C1—P1—C2 | 86.8 (2) | C16—C18—H18C | 109.5 |
C3—P2—C4 | 85.27 (17) | H18A—C18—H18C | 109.5 |
N2—N1—C2 | 112.7 (3) | H18B—C18—H18C | 109.5 |
N2—N1—Al1 | 110.9 (2) | C21—C19—C15 | 112.2 (4) |
C2—N1—Al1 | 135.9 (3) | C21—C19—C20 | 110.1 (4) |
N1—N2—C1 | 109.3 (3) | C15—C19—C20 | 112.1 (4) |
C3—N3—N4 | 113.3 (3) | C21—C19—H19 | 107.4 |
C3—N3—Al1 | 138.0 (2) | C15—C19—H19 | 107.4 |
N4—N3—Al1 | 108.65 (18) | C20—C19—H19 | 107.4 |
C4—N4—N3 | 109.9 (3) | C19—C20—H20A | 109.5 |
C6—N5—C10 | 118.2 (2) | C19—C20—H20B | 109.5 |
C6—N5—Al1 | 117.43 (19) | H20A—C20—H20B | 109.5 |
C10—N5—Al1 | 124.27 (18) | C19—C20—H20C | 109.5 |
C8—N6—C22 | 118.4 (2) | H20A—C20—H20C | 109.5 |
C8—N6—Al1 | 117.63 (18) | H20B—C20—H20C | 109.5 |
C22—N6—Al1 | 123.90 (17) | C19—C21—H21A | 109.5 |
N2—C1—P1 | 116.9 (3) | C19—C21—H21B | 109.5 |
N2—C1—H1 | 121.6 | H21A—C21—H21B | 109.5 |
P1—C1—H1 | 121.6 | C19—C21—H21C | 109.5 |
N1—C2—P1 | 114.1 (3) | H21A—C21—H21C | 109.5 |
N1—C2—H2 | 122.9 | H21B—C21—H21C | 109.5 |
P1—C2—H2 | 122.9 | C23—C22—C27 | 121.4 (3) |
N3—C3—P2 | 114.3 (3) | C23—C22—N6 | 120.7 (2) |
N3—C3—H3 | 122.8 | C27—C22—N6 | 117.8 (3) |
P2—C3—H3 | 122.8 | C24—C23—C22 | 117.8 (3) |
N4—C4—P2 | 117.2 (3) | C24—C23—C28 | 119.2 (3) |
N4—C4—H4 | 121.4 | C22—C23—C28 | 123.0 (3) |
P2—C4—H4 | 121.4 | C25—C24—C23 | 121.7 (3) |
C6—C5—H5A | 109.5 | C25—C24—H24 | 119.2 |
C6—C5—H5B | 109.5 | C23—C24—H24 | 119.2 |
H5A—C5—H5B | 109.5 | C26—C25—C24 | 119.4 (3) |
C6—C5—H5C | 109.5 | C26—C25—H25 | 120.3 |
H5A—C5—H5C | 109.5 | C24—C25—H25 | 120.3 |
H5B—C5—H5C | 109.5 | C25—C26—C27 | 122.3 (3) |
N5—C6—C7 | 123.2 (3) | C25—C26—H26 | 118.9 |
N5—C6—C5 | 119.6 (3) | C27—C26—H26 | 118.9 |
C7—C6—C5 | 117.2 (3) | C26—C27—C22 | 117.5 (3) |
C8—C7—C6 | 129.0 (3) | C26—C27—C31 | 119.4 (3) |
C8—C7—H7 | 115.5 | C22—C27—C31 | 123.2 (3) |
C6—C7—H7 | 115.5 | C23—C28—C30 | 111.5 (3) |
N6—C8—C7 | 122.1 (3) | C23—C28—C29 | 110.2 (3) |
N6—C8—C9 | 119.2 (3) | C30—C28—C29 | 110.5 (3) |
C7—C8—C9 | 118.8 (3) | C23—C28—H28 | 108.2 |
C8—C9—H9A | 109.5 | C30—C28—H28 | 108.2 |
C8—C9—H9B | 109.5 | C29—C28—H28 | 108.2 |
H9A—C9—H9B | 109.5 | C28—C29—H29A | 109.5 |
C8—C9—H9C | 109.5 | C28—C29—H29B | 109.5 |
H9A—C9—H9C | 109.5 | H29A—C29—H29B | 109.5 |
H9B—C9—H9C | 109.5 | C28—C29—H29C | 109.5 |
C11—C10—C15 | 121.9 (3) | H29A—C29—H29C | 109.5 |
C11—C10—N5 | 119.3 (3) | H29B—C29—H29C | 109.5 |
C15—C10—N5 | 118.8 (3) | C28—C30—H30A | 109.5 |
C10—C11—C12 | 116.5 (4) | C28—C30—H30B | 109.5 |
C10—C11—C16 | 123.5 (3) | H30A—C30—H30B | 109.5 |
C12—C11—C16 | 120.1 (4) | C28—C30—H30C | 109.5 |
C13—C12—C11 | 122.2 (5) | H30A—C30—H30C | 109.5 |
C13—C12—H12 | 118.9 | H30B—C30—H30C | 109.5 |
C11—C12—H12 | 118.9 | C32—C31—C27 | 112.0 (4) |
C12—C13—C14 | 120.7 (4) | C32—C31—C33 | 110.7 (5) |
C12—C13—H13 | 119.7 | C27—C31—C33 | 111.0 (4) |
C14—C13—H13 | 119.7 | C32—C31—H31 | 107.6 |
C13—C14—C15 | 120.5 (5) | C27—C31—H31 | 107.6 |
C13—C14—H14 | 119.8 | C33—C31—H31 | 107.6 |
C15—C14—H14 | 119.8 | C31—C32—H32A | 109.5 |
C14—C15—C10 | 118.2 (4) | C31—C32—H32B | 109.5 |
C14—C15—C19 | 118.9 (4) | H32A—C32—H32B | 109.5 |
C10—C15—C19 | 122.9 (3) | C31—C32—H32C | 109.5 |
C11—C16—C18 | 111.3 (4) | H32A—C32—H32C | 109.5 |
C11—C16—C17 | 112.8 (4) | H32B—C32—H32C | 109.5 |
C18—C16—C17 | 109.8 (4) | C31—C33—H33A | 109.5 |
C11—C16—H16 | 107.6 | C31—C33—H33B | 109.5 |
C18—C16—H16 | 107.6 | H33A—C33—H33B | 109.5 |
C17—C16—H16 | 107.6 | C31—C33—H33C | 109.5 |
C16—C17—H17A | 109.5 | H33A—C33—H33C | 109.5 |
C16—C17—H17B | 109.5 | H33B—C33—H33C | 109.5 |
H17A—C17—H17B | 109.5 |
Experimental details
Crystal data | |
Chemical formula | [Al(C29H41N2)(C2H2N2P)2] |
Mr | 614.67 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 293 |
a, b, c (Å) | 10.578 (4), 12.578 (5), 13.498 (5) |
α, β, γ (°) | 92.059 (5), 98.766 (5), 96.516 (5) |
V (Å3) | 1760.8 (11) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.18 |
Crystal size (mm) | 0.35 × 0.20 × 0.20 |
Data collection | |
Diffractometer | Bruker SMART APEXII CCD area-detector |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.940, 0.965 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 7337, 6082, 4238 |
Rint | 0.037 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.075, 0.224, 1.02 |
No. of reflections | 6082 |
No. of parameters | 389 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.47, −0.56 |
Computer programs: APEX2 (Bruker, 2005), SAINT (Bruker, 2005), SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009).
Recently, the investigation of 1,2,4-diazaphospholide complexes has attracted considerable interest (Zheng et al., 2006-2009). On the other hand, aluminum hydride complexes with bulky beta-diketiminato ligand [HC(CMeNAr)2] AlH2 have been evidenced to be a reactive species (Roesky et al., 2000-2005). Herein, we report a centrosymmetric complex which was synthesized by the reaction of [HC(CMeNAr)2] AlH2 with 1H-1,2,4-diazaphosphole in hexane at room temperature. As illustrated in Fig. 1, the AlIII ion was coordinated by four nitrogen atoms of 2,6-iPr2C6H3NC(Me)C(H)C(Me)N and 1,2,4-diazaphospholide ligands. The two nitrogen atoms from the 2,6-iPr2C6H3NC(Me)C(H)C(Me)NH ligand form a six-member ring with the aluminum center, and the other two nitrogen atoms from the 1,2,4-diazaphospholide ligands coordinate to aluminum atom in a eta(1) mode. The four nitrogen atoms are arranged in a slightly distorted tetrahedral fashion. The plane of the six-membered ring C3—N2—Al is nearly perpendicular to the 1,2,4-diazaphospholide heterocycle rings.