In the title compound, (C8H20N)[Mo(O2CCH2NH2)(NCCH3)(CO)3], obtained from the ligand substitution reaction of [Et4N]3[Mo3(CO)9(OMe)3] with glycine in the solvent acetonitrile the Mo center is in an approximately octahedral geometry.
Supporting information
CCDC reference: 629658
Key indicators
- Single-crystal X-ray study
- T = 110 K
- Mean (C-C) = 0.002 Å
- R factor = 0.023
- wR factor = 0.057
- Data-to-parameter ratio = 20.9
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Mo1 - C3 .. 10.58 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Mo1 - C4 .. 10.58 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Mo1 - C5 .. 12.48 su
Alert level C
PLAT230_ALERT_2_C Hirshfeld Test Diff for O3 - C3 .. 5.03 su
PLAT230_ALERT_2_C Hirshfeld Test Diff for O5 - C5 .. 5.95 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Mo1 - N2 .. 8.12 su
PLAT420_ALERT_2_C D-H Without Acceptor N1 - H1B ... ?
0 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
7 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: APEX2 (Bruker, 2003); cell refinement: APEX2; data reduction: SAINTPLUS (Bruker, 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.
Crystal data top
C8H20N·C7H7MoN2O5 | F(000) = 1760 |
Mr = 425.34 | Dx = 1.563 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 7575 reflections |
a = 12.0407 (8) Å | θ = 2.4–28.2° |
b = 12.8897 (8) Å | µ = 0.76 mm−1 |
c = 23.4746 (14) Å | T = 110 K |
β = 97.177 (1)° | Plate, yellow |
V = 3614.7 (4) Å3 | 0.18 × 0.14 × 0.10 mm |
Z = 8 | |
Data collection top
Bruker X8 Apex diffractometer | 4538 independent reflections |
Radiation source: fine-focus sealed tube | 3956 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.036 |
φ and ω scans | θmax = 28.5°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2002) | h = −16→16 |
Tmin = 0.877, Tmax = 0.928 | k = −17→17 |
24788 measured reflections | l = −31→31 |
Refinement top
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.023 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.057 | H-atom parameters constrained |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0281P)2 + 3.1028P] where P = (Fo2 + 2Fc2)/3 |
4538 reflections | (Δ/σ)max = 0.004 |
217 parameters | Δρmax = 0.40 e Å−3 |
0 restraints | Δρmin = −0.38 e Å−3 |
Special details top
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Mo1 | 0.757171 (10) | 1.110459 (10) | 0.580094 (5) | 0.01194 (5) | |
O1 | 0.72614 (9) | 0.94861 (9) | 0.54995 (5) | 0.0153 (2) | |
O2 | 0.61288 (10) | 0.84434 (9) | 0.49299 (5) | 0.0191 (2) | |
O3 | 0.93071 (10) | 1.05991 (10) | 0.68641 (5) | 0.0247 (3) | |
O4 | 0.57005 (11) | 1.13770 (10) | 0.65824 (5) | 0.0250 (3) | |
O5 | 0.78205 (11) | 1.33504 (10) | 0.62824 (5) | 0.0242 (3) | |
N1 | 0.62992 (11) | 1.12327 (10) | 0.49838 (6) | 0.0142 (3) | |
H1A | 0.5612 | 1.1424 | 0.5083 | 0.017* | |
H1B | 0.6529 | 1.1737 | 0.4747 | 0.017* | |
N2 | 0.87662 (11) | 1.11385 (10) | 0.51291 (6) | 0.0151 (3) | |
N3 | 0.72649 (11) | 0.72615 (10) | 0.67705 (5) | 0.0135 (3) | |
C1 | 0.65411 (13) | 0.93069 (12) | 0.50632 (7) | 0.0142 (3) | |
C2 | 0.61941 (13) | 1.02290 (12) | 0.46738 (6) | 0.0156 (3) | |
H2A | 0.6667 | 1.0246 | 0.4358 | 0.019* | |
H2B | 0.5408 | 1.0135 | 0.4501 | 0.019* | |
C3 | 0.86567 (14) | 1.07823 (13) | 0.64624 (7) | 0.0161 (3) | |
C4 | 0.64064 (14) | 1.12040 (12) | 0.62949 (7) | 0.0161 (3) | |
C5 | 0.77636 (13) | 1.25166 (13) | 0.60716 (7) | 0.0164 (3) | |
C6 | 0.93163 (13) | 1.12365 (12) | 0.47699 (7) | 0.0149 (3) | |
C7 | 1.00322 (14) | 1.13859 (13) | 0.43192 (7) | 0.0187 (3) | |
H7A | 0.9568 | 1.1432 | 0.3946 | 0.028* | |
H7B | 1.0547 | 1.0798 | 0.4317 | 0.028* | |
H7C | 1.0462 | 1.2028 | 0.4391 | 0.028* | |
C8 | 0.61405 (13) | 0.77087 (13) | 0.68780 (7) | 0.0177 (3) | |
H8A | 0.5575 | 0.7148 | 0.6828 | 0.021* | |
H8B | 0.6198 | 0.7941 | 0.7283 | 0.021* | |
C9 | 0.57237 (16) | 0.86078 (15) | 0.64949 (9) | 0.0271 (4) | |
H9A | 0.4998 | 0.8841 | 0.6594 | 0.041* | |
H9B | 0.5641 | 0.8384 | 0.6093 | 0.041* | |
H9C | 0.6263 | 0.9180 | 0.6550 | 0.041* | |
C10 | 0.72682 (14) | 0.69573 (13) | 0.61450 (7) | 0.0177 (3) | |
H10A | 0.7137 | 0.7587 | 0.5905 | 0.021* | |
H10B | 0.8020 | 0.6688 | 0.6094 | 0.021* | |
C11 | 0.64011 (15) | 0.61475 (15) | 0.59289 (8) | 0.0242 (4) | |
H11A | 0.6451 | 0.6002 | 0.5523 | 0.036* | |
H11B | 0.5651 | 0.6409 | 0.5971 | 0.036* | |
H11C | 0.6541 | 0.5509 | 0.6153 | 0.036* | |
C12 | 0.81975 (13) | 0.80628 (13) | 0.68920 (7) | 0.0176 (3) | |
H12A | 0.8897 | 0.7760 | 0.6784 | 0.021* | |
H12B | 0.8008 | 0.8671 | 0.6641 | 0.021* | |
C13 | 0.84208 (15) | 0.84370 (14) | 0.75062 (7) | 0.0228 (4) | |
H13A | 0.9037 | 0.8938 | 0.7541 | 0.034* | |
H13B | 0.8623 | 0.7845 | 0.7760 | 0.034* | |
H13C | 0.7746 | 0.8770 | 0.7615 | 0.034* | |
C14 | 0.74489 (14) | 0.63300 (12) | 0.71691 (7) | 0.0163 (3) | |
H14A | 0.7502 | 0.6578 | 0.7571 | 0.020* | |
H14B | 0.6785 | 0.5872 | 0.7101 | 0.020* | |
C15 | 0.84839 (14) | 0.56937 (14) | 0.71016 (8) | 0.0219 (4) | |
H15A | 0.8541 | 0.5116 | 0.7375 | 0.033* | |
H15B | 0.9150 | 0.6134 | 0.7176 | 0.033* | |
H15C | 0.8429 | 0.5420 | 0.6710 | 0.033* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Mo1 | 0.01195 (7) | 0.01341 (7) | 0.01059 (7) | −0.00176 (5) | 0.00186 (5) | −0.00013 (5) |
O1 | 0.0158 (5) | 0.0146 (6) | 0.0149 (5) | −0.0004 (4) | 0.0001 (4) | 0.0002 (4) |
O2 | 0.0178 (6) | 0.0153 (6) | 0.0239 (6) | −0.0012 (5) | 0.0012 (5) | −0.0034 (5) |
O3 | 0.0231 (6) | 0.0317 (7) | 0.0181 (6) | −0.0056 (5) | −0.0030 (5) | 0.0060 (5) |
O4 | 0.0235 (6) | 0.0319 (7) | 0.0214 (6) | −0.0021 (5) | 0.0097 (5) | −0.0020 (5) |
O5 | 0.0333 (7) | 0.0191 (6) | 0.0217 (6) | −0.0070 (5) | 0.0091 (5) | −0.0049 (5) |
N1 | 0.0147 (6) | 0.0140 (7) | 0.0140 (6) | 0.0003 (5) | 0.0020 (5) | 0.0005 (5) |
N2 | 0.0139 (6) | 0.0165 (7) | 0.0148 (6) | −0.0009 (5) | 0.0008 (5) | −0.0011 (5) |
N3 | 0.0128 (6) | 0.0148 (6) | 0.0134 (6) | −0.0006 (5) | 0.0029 (5) | 0.0015 (5) |
C1 | 0.0126 (7) | 0.0157 (8) | 0.0153 (7) | 0.0010 (6) | 0.0054 (6) | −0.0016 (6) |
C2 | 0.0178 (7) | 0.0159 (8) | 0.0128 (7) | 0.0003 (6) | 0.0013 (6) | −0.0010 (6) |
C3 | 0.0168 (7) | 0.0159 (8) | 0.0164 (8) | −0.0045 (6) | 0.0054 (6) | −0.0005 (6) |
C4 | 0.0178 (7) | 0.0157 (8) | 0.0143 (7) | −0.0037 (6) | 0.0005 (6) | 0.0004 (6) |
C5 | 0.0158 (7) | 0.0205 (8) | 0.0134 (7) | −0.0020 (6) | 0.0045 (6) | 0.0033 (6) |
C6 | 0.0142 (7) | 0.0128 (7) | 0.0168 (7) | −0.0002 (6) | −0.0014 (6) | −0.0014 (6) |
C7 | 0.0193 (8) | 0.0186 (8) | 0.0193 (8) | −0.0011 (6) | 0.0067 (6) | −0.0011 (6) |
C8 | 0.0141 (7) | 0.0194 (8) | 0.0205 (8) | 0.0005 (6) | 0.0053 (6) | −0.0005 (7) |
C9 | 0.0231 (9) | 0.0258 (9) | 0.0337 (10) | 0.0083 (7) | 0.0086 (8) | 0.0069 (8) |
C10 | 0.0182 (8) | 0.0220 (8) | 0.0131 (7) | 0.0001 (6) | 0.0028 (6) | −0.0011 (6) |
C11 | 0.0209 (8) | 0.0305 (10) | 0.0206 (9) | −0.0031 (7) | −0.0001 (7) | −0.0062 (7) |
C12 | 0.0162 (7) | 0.0169 (8) | 0.0201 (8) | −0.0049 (6) | 0.0042 (6) | 0.0012 (6) |
C13 | 0.0258 (9) | 0.0210 (9) | 0.0218 (9) | −0.0057 (7) | 0.0032 (7) | −0.0030 (7) |
C14 | 0.0170 (7) | 0.0153 (8) | 0.0165 (8) | −0.0016 (6) | 0.0022 (6) | 0.0032 (6) |
C15 | 0.0203 (8) | 0.0217 (9) | 0.0233 (9) | 0.0044 (7) | 0.0007 (7) | 0.0028 (7) |
Geometric parameters (Å, º) top
Mo1—C5 | 1.9320 (17) | C7—H7C | 0.9800 |
Mo1—C4 | 1.9329 (17) | C8—C9 | 1.514 (2) |
Mo1—C3 | 1.9452 (17) | C8—H8A | 0.9900 |
Mo1—O1 | 2.2195 (11) | C8—H8B | 0.9900 |
Mo1—N2 | 2.2637 (14) | C9—H9A | 0.9800 |
Mo1—N1 | 2.3066 (13) | C9—H9B | 0.9800 |
O1—C1 | 1.2778 (19) | C9—H9C | 0.9800 |
O2—C1 | 1.243 (2) | C10—C11 | 1.518 (2) |
O3—C3 | 1.172 (2) | C10—H10A | 0.9900 |
O4—C4 | 1.171 (2) | C10—H10B | 0.9900 |
O5—C5 | 1.182 (2) | C11—H11A | 0.9800 |
N1—C2 | 1.482 (2) | C11—H11B | 0.9800 |
N1—H1A | 0.9200 | C11—H11C | 0.9800 |
N1—H1B | 0.9200 | C12—C13 | 1.512 (2) |
N2—C6 | 1.142 (2) | C12—H12A | 0.9900 |
N3—C10 | 1.520 (2) | C12—H12B | 0.9900 |
N3—C8 | 1.521 (2) | C13—H13A | 0.9800 |
N3—C14 | 1.521 (2) | C13—H13B | 0.9800 |
N3—C12 | 1.526 (2) | C13—H13C | 0.9800 |
C1—C2 | 1.526 (2) | C14—C15 | 1.517 (2) |
C2—H2A | 0.9900 | C14—H14A | 0.9900 |
C2—H2B | 0.9900 | C14—H14B | 0.9900 |
C6—C7 | 1.459 (2) | C15—H15A | 0.9800 |
C7—H7A | 0.9800 | C15—H15B | 0.9800 |
C7—H7B | 0.9800 | C15—H15C | 0.9800 |
| | | |
C5—Mo1—C4 | 78.83 (7) | C9—C8—N3 | 115.31 (13) |
C5—Mo1—C3 | 84.14 (7) | C9—C8—H8A | 108.4 |
C4—Mo1—C3 | 90.04 (7) | N3—C8—H8A | 108.4 |
C5—Mo1—O1 | 177.08 (5) | C9—C8—H8B | 108.4 |
C4—Mo1—O1 | 98.49 (6) | N3—C8—H8B | 108.4 |
C3—Mo1—O1 | 97.08 (6) | H8A—C8—H8B | 107.5 |
C5—Mo1—N2 | 98.66 (6) | C8—C9—H9A | 109.5 |
C4—Mo1—N2 | 171.36 (6) | C8—C9—H9B | 109.5 |
C3—Mo1—N2 | 97.96 (6) | H9A—C9—H9B | 109.5 |
O1—Mo1—N2 | 83.82 (4) | C8—C9—H9C | 109.5 |
C5—Mo1—N1 | 104.22 (6) | H9A—C9—H9C | 109.5 |
C4—Mo1—N1 | 92.15 (6) | H9B—C9—H9C | 109.5 |
C3—Mo1—N1 | 171.62 (6) | C11—C10—N3 | 114.54 (13) |
O1—Mo1—N1 | 74.59 (4) | C11—C10—H10A | 108.6 |
N2—Mo1—N1 | 80.39 (5) | N3—C10—H10A | 108.6 |
C1—O1—Mo1 | 119.72 (10) | C11—C10—H10B | 108.6 |
C2—N1—Mo1 | 110.66 (9) | N3—C10—H10B | 108.6 |
C2—N1—H1A | 109.5 | H10A—C10—H10B | 107.6 |
Mo1—N1—H1A | 109.5 | C10—C11—H11A | 109.5 |
C2—N1—H1B | 109.5 | C10—C11—H11B | 109.5 |
Mo1—N1—H1B | 109.5 | H11A—C11—H11B | 109.5 |
H1A—N1—H1B | 108.1 | C10—C11—H11C | 109.5 |
C6—N2—Mo1 | 173.57 (13) | H11A—C11—H11C | 109.5 |
C10—N3—C8 | 111.58 (12) | H11B—C11—H11C | 109.5 |
C10—N3—C14 | 111.88 (12) | C13—C12—N3 | 115.66 (13) |
C8—N3—C14 | 105.15 (12) | C13—C12—H12A | 108.4 |
C10—N3—C12 | 105.33 (12) | N3—C12—H12A | 108.4 |
C8—N3—C12 | 111.21 (12) | C13—C12—H12B | 108.4 |
C14—N3—C12 | 111.84 (12) | N3—C12—H12B | 108.4 |
O2—C1—O1 | 125.00 (15) | H12A—C12—H12B | 107.4 |
O2—C1—C2 | 118.43 (14) | C12—C13—H13A | 109.5 |
O1—C1—C2 | 116.56 (14) | C12—C13—H13B | 109.5 |
N1—C2—C1 | 112.69 (12) | H13A—C13—H13B | 109.5 |
N1—C2—H2A | 109.1 | C12—C13—H13C | 109.5 |
C1—C2—H2A | 109.1 | H13A—C13—H13C | 109.5 |
N1—C2—H2B | 109.1 | H13B—C13—H13C | 109.5 |
C1—C2—H2B | 109.1 | C15—C14—N3 | 114.90 (13) |
H2A—C2—H2B | 107.8 | C15—C14—H14A | 108.5 |
O3—C3—Mo1 | 179.19 (16) | N3—C14—H14A | 108.5 |
O4—C4—Mo1 | 172.76 (14) | C15—C14—H14B | 108.5 |
O5—C5—Mo1 | 173.14 (13) | N3—C14—H14B | 108.5 |
N2—C6—C7 | 178.48 (18) | H14A—C14—H14B | 107.5 |
C6—C7—H7A | 109.5 | C14—C15—H15A | 109.5 |
C6—C7—H7B | 109.5 | C14—C15—H15B | 109.5 |
H7A—C7—H7B | 109.5 | H15A—C15—H15B | 109.5 |
C6—C7—H7C | 109.5 | C14—C15—H15C | 109.5 |
H7A—C7—H7C | 109.5 | H15A—C15—H15C | 109.5 |
H7B—C7—H7C | 109.5 | H15B—C15—H15C | 109.5 |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1A···O2i | 0.92 | 2.10 | 2.9849 (17) | 161 |
Symmetry code: (i) −x+1, −y+2, −z+1. |