# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2010


data_global

_journal_coden_Cambridge         182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

loop_
_publ_author_name
'Shirobokov, Oleg'
'Gorelsky, Serge'
'Simionescu, Razvan'
' Kuzmina, Lyudmila'
'Nikonov, Georgii'

_publ_contact_author_name        'Nikonov, Georgii'
_publ_contact_author_email       gnikonov@brocku.ca

_publ_section_title              
;
The Unexpected Mechanism of Carbonyl
Hydrosilylation Catalyzed by (Cp)(ArN=)Mo(H)(PMe3)
;

# Attachment 'p-1.cif'

data_p-1
_database_code_depnum_ccdc_archive 'CCDC 781607'
#TrackingRef 'p-1.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H38 Mo N O P'
_chemical_formula_weight         519.49

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9782(7)
_cell_length_b                   10.3691(7)
_cell_length_c                   14.1074(10)
_cell_angle_alpha                108.5940(10)
_cell_angle_beta                 96.9990(10)
_cell_angle_gamma                105.3790(10)
_cell_volume                     1299.42(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    7356
_cell_measurement_theta_min      2.173
_cell_measurement_theta_max      30.203

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             544
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8085
_exptl_absorpt_correction_T_max  0.9770
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART-APEX-2'
_diffrn_measurement_method       \w
_diffrn_detector_area_resol_mean 16642
_diffrn_reflns_number            ?
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         30.00
_reflns_number_total             7517
_reflns_number_gt                6610
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0372P)^2^+0.1651P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7517
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0713
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mo1 Mo 0.970806(14) 0.700938(15) 0.742890(10) 0.01755(5) Uani 1 1 d . . .
P1 P 0.77681(5) 0.68880(5) 0.83234(3) 0.02247(9) Uani 1 1 d . . .
O1 O 1.08456(12) 0.76119(14) 0.88974(9) 0.0237(2) Uani 1 1 d . . .
N1 N 0.94326(14) 0.51516(15) 0.68472(10) 0.0202(3) Uani 1 1 d . . .
C1 C 0.90503(17) 0.36756(17) 0.63775(12) 0.0188(3) Uani 1 1 d . . .
C2 C 1.00094(17) 0.29545(18) 0.65876(12) 0.0201(3) Uani 1 1 d . . .
C3 C 0.95903(19) 0.14664(19) 0.61170(13) 0.0240(3) Uani 1 1 d . . .
H3A H 1.0224 0.0972 0.6249 0.029 Uiso 1 1 calc R . .
C4 C 0.8267(2) 0.06940(19) 0.54598(14) 0.0269(4) Uani 1 1 d . . .
H4A H 0.7995 -0.0323 0.5151 0.032 Uiso 1 1 calc R . .
C5 C 0.73375(19) 0.13994(19) 0.52514(13) 0.0252(3) Uani 1 1 d . . .
H5A H 0.6429 0.0854 0.4803 0.030 Uiso 1 1 calc R . .
C6 C 0.77015(17) 0.28854(18) 0.56821(12) 0.0213(3) Uani 1 1 d . . .
C7 C 1.14395(18) 0.3817(2) 0.73369(14) 0.0247(3) Uani 1 1 d . . .
H7A H 1.1749 0.4780 0.7274 0.030 Uiso 1 1 calc R . .
C8 C 1.1281(2) 0.4065(3) 0.84404(15) 0.0385(5) Uani 1 1 d . . .
H8A H 1.2211 0.4624 0.8915 0.058 Uiso 1 1 calc R . .
H8B H 1.0927 0.3137 0.8518 0.058 Uiso 1 1 calc R . .
H8C H 1.0605 0.4594 0.8595 0.058 Uiso 1 1 calc R . .
C9 C 1.2602(2) 0.3137(2) 0.7102(2) 0.0419(5) Uani 1 1 d . . .
H9A H 1.2686 0.2995 0.6393 0.063 Uiso 1 1 calc R . .
H9B H 1.2352 0.2207 0.7187 0.063 Uiso 1 1 calc R . .
H9C H 1.3513 0.3773 0.7574 0.063 Uiso 1 1 calc R . .
C10 C 0.67471(19) 0.3675(2) 0.53864(14) 0.0267(4) Uani 1 1 d . . .
H10A H 0.6921 0.4577 0.5990 0.032 Uiso 1 1 calc R . .
C11 C 0.7171(2) 0.4120(2) 0.44951(16) 0.0371(5) Uani 1 1 d . . .
H11A H 0.8191 0.4666 0.4682 0.056 Uiso 1 1 calc R . .
H11B H 0.6620 0.4720 0.4356 0.056 Uiso 1 1 calc R . .
H11C H 0.6971 0.3259 0.3880 0.056 Uiso 1 1 calc R . .
C12 C 0.5163(2) 0.2833(3) 0.5123(2) 0.0462(6) Uani 1 1 d . . .
H12A H 0.4914 0.2568 0.5701 0.069 Uiso 1 1 calc R . .
H12B H 0.4949 0.1961 0.4513 0.069 Uiso 1 1 calc R . .
H12C H 0.4607 0.3429 0.4984 0.069 Uiso 1 1 calc R . .
C13 C 0.8149(2) 0.8220(2) 0.96026(14) 0.0331(4) Uani 1 1 d . . .
H13A H 0.7297 0.8068 0.9886 0.050 Uiso 1 1 calc R . .
H13B H 0.8426 0.9184 0.9572 0.050 Uiso 1 1 calc R . .
H13C H 0.8932 0.8130 1.0042 0.050 Uiso 1 1 calc R . .
C14 C 0.6074(2) 0.6949(3) 0.77280(17) 0.0412(5) Uani 1 1 d . . .
H14A H 0.5411 0.6889 0.8183 0.062 Uiso 1 1 calc R . .
H14B H 0.5672 0.6138 0.7071 0.062 Uiso 1 1 calc R . .
H14C H 0.6228 0.7853 0.7610 0.062 Uiso 1 1 calc R . .
C15 C 0.7272(3) 0.5209(2) 0.85369(19) 0.0425(5) Uani 1 1 d . . .
H15A H 0.6490 0.5169 0.8897 0.064 Uiso 1 1 calc R . .
H15B H 0.8095 0.5147 0.8954 0.064 Uiso 1 1 calc R . .
H15C H 0.6961 0.4403 0.7875 0.064 Uiso 1 1 calc R . .
C16 C 0.9959(2) 0.7781(2) 0.61508(13) 0.0267(4) Uani 1 1 d . . .
H16A H 0.9970 0.7181 0.5440 0.032 Uiso 1 1 calc R . .
C17 C 1.11978(19) 0.87019(19) 0.69514(14) 0.0259(4) Uani 1 1 d . . .
H17A H 1.2213 0.8806 0.6912 0.031 Uiso 1 1 calc R . .
C18 C 1.0727(2) 0.95814(19) 0.77350(14) 0.0271(4) Uani 1 1 d . . .
H18A H 1.1356 1.0332 0.8393 0.033 Uiso 1 1 calc R . .
C19 C 0.9256(2) 0.9213(2) 0.74705(15) 0.0291(4) Uani 1 1 d . . .
H19A H 0.8655 0.9677 0.7891 0.035 Uiso 1 1 calc R . .
C20 C 0.8742(2) 0.8074(2) 0.64786(14) 0.0279(4) Uani 1 1 d . . .
H20A H 0.7749 0.7694 0.6048 0.033 Uiso 1 1 calc R . .
C21 C 1.23271(18) 0.7908(2) 0.90739(13) 0.0274(4) Uani 1 1 d . . .
H21A H 1.2764 0.8776 0.8924 0.033 Uiso 1 1 calc R . .
H21B H 1.2544 0.7094 0.8598 0.033 Uiso 1 1 calc R . .
C22 C 1.29866(18) 0.81510(19) 1.01671(13) 0.0238(3) Uani 1 1 d . . .
C23 C 1.2177(2) 0.8051(2) 1.08857(14) 0.0281(4) Uani 1 1 d . . .
H23A H 1.1170 0.7796 1.0687 0.034 Uiso 1 1 calc R . .
C24 C 1.2809(2) 0.8318(2) 1.18936(15) 0.0327(4) Uani 1 1 d . . .
H24A H 1.2236 0.8261 1.2379 0.039 Uiso 1 1 calc R . .
C25 C 1.4267(2) 0.8666(2) 1.21871(16) 0.0396(5) Uani 1 1 d . . .
H25A H 1.4706 0.8855 1.2875 0.048 Uiso 1 1 calc R . .
C26 C 1.5089(2) 0.8738(3) 1.14698(18) 0.0477(6) Uani 1 1 d . . .
H26A H 1.6092 0.8952 1.1662 0.057 Uiso 1 1 calc R . .
C27 C 1.4453(2) 0.8499(3) 1.04748(17) 0.0398(5) Uani 1 1 d . . .
H27A H 1.5030 0.8575 0.9994 0.048 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Mo1 0.01958(7) 0.01694(7) 0.01630(7) 0.00525(5) 0.00302(5) 0.00765(5)
P1 0.0204(2) 0.0253(2) 0.0199(2) 0.00601(17) 0.00412(16) 0.00747(17)
O1 0.0194(5) 0.0293(7) 0.0199(6) 0.0078(5) 0.0013(4) 0.0069(5)
N1 0.0220(7) 0.0210(7) 0.0188(7) 0.0068(6) 0.0036(5) 0.0098(5)
C1 0.0231(8) 0.0194(8) 0.0166(7) 0.0077(6) 0.0066(6) 0.0089(6)
C2 0.0241(8) 0.0219(8) 0.0192(7) 0.0108(6) 0.0071(6) 0.0102(6)
C3 0.0313(9) 0.0235(8) 0.0249(8) 0.0133(7) 0.0103(7) 0.0141(7)
C4 0.0373(10) 0.0172(8) 0.0257(9) 0.0070(7) 0.0089(7) 0.0080(7)
C5 0.0278(8) 0.0226(8) 0.0203(8) 0.0048(7) 0.0031(7) 0.0052(7)
C6 0.0221(8) 0.0235(8) 0.0187(8) 0.0065(6) 0.0053(6) 0.0094(6)
C7 0.0238(8) 0.0255(9) 0.0276(9) 0.0124(7) 0.0039(7) 0.0098(7)
C8 0.0358(11) 0.0509(13) 0.0265(10) 0.0158(9) 0.0009(8) 0.0111(10)
C9 0.0258(9) 0.0383(12) 0.0629(15) 0.0164(11) 0.0082(9) 0.0160(9)
C10 0.0249(8) 0.0259(9) 0.0251(9) 0.0021(7) 0.0007(7) 0.0127(7)
C11 0.0428(11) 0.0401(12) 0.0344(11) 0.0155(9) 0.0035(9) 0.0231(9)
C12 0.0241(10) 0.0476(14) 0.0603(15) 0.0111(12) 0.0032(9) 0.0146(9)
C13 0.0293(9) 0.0394(11) 0.0240(9) 0.0019(8) 0.0066(7) 0.0122(8)
C14 0.0230(9) 0.0634(15) 0.0354(11) 0.0138(11) 0.0033(8) 0.0178(10)
C15 0.0517(13) 0.0327(11) 0.0494(13) 0.0197(10) 0.0260(11) 0.0111(10)
C16 0.0360(9) 0.0265(9) 0.0179(8) 0.0096(7) 0.0061(7) 0.0088(7)
C17 0.0275(8) 0.0247(9) 0.0254(9) 0.0107(7) 0.0076(7) 0.0056(7)
C18 0.0358(10) 0.0193(8) 0.0229(8) 0.0065(7) 0.0064(7) 0.0052(7)
C19 0.0388(10) 0.0234(9) 0.0340(10) 0.0154(8) 0.0129(8) 0.0161(8)
C20 0.0302(9) 0.0287(9) 0.0291(9) 0.0164(8) 0.0022(7) 0.0112(7)
C21 0.0229(8) 0.0349(10) 0.0214(8) 0.0089(7) 0.0038(6) 0.0068(7)
C22 0.0232(8) 0.0217(8) 0.0241(8) 0.0068(7) 0.0018(6) 0.0069(7)
C23 0.0276(9) 0.0339(10) 0.0274(9) 0.0137(8) 0.0068(7) 0.0139(8)
C24 0.0423(11) 0.0360(11) 0.0274(9) 0.0154(8) 0.0108(8) 0.0187(9)
C25 0.0451(12) 0.0392(12) 0.0277(10) 0.0151(9) -0.0061(9) 0.0056(9)
C26 0.0240(10) 0.0674(17) 0.0446(13) 0.0279(12) -0.0068(9) 0.0008(10)
C27 0.0258(9) 0.0554(14) 0.0367(11) 0.0222(11) 0.0037(8) 0.0058(9)

_geom_special_details            
;
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.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 N1 1.7652(14) . ?
Mo1 O1 2.0485(11) . ?
Mo1 C16 2.2085(17) . ?
Mo1 C20 2.2665(17) . ?
Mo1 C17 2.3147(17) . ?
Mo1 C19 2.4287(18) . ?
Mo1 P1 2.4336(5) . ?
Mo1 C18 2.4603(18) . ?
P1 C13 1.8094(19) . ?
P1 C15 1.811(2) . ?
P1 C14 1.820(2) . ?
O1 C21 1.401(2) . ?
N1 C1 1.382(2) . ?
C1 C2 1.419(2) . ?
C1 C6 1.423(2) . ?
C2 C3 1.391(2) . ?
C2 C7 1.519(2) . ?
C3 C4 1.383(3) . ?
C4 C5 1.382(3) . ?
C5 C6 1.388(2) . ?
C6 C10 1.512(2) . ?
C7 C9 1.526(3) . ?
C7 C8 1.530(3) . ?
C10 C12 1.522(3) . ?
C10 C11 1.539(3) . ?
C16 C20 1.423(3) . ?
C16 C17 1.435(3) . ?
C17 C18 1.409(3) . ?
C18 C19 1.386(3) . ?
C19 C20 1.438(3) . ?
C21 C22 1.514(2) . ?
C22 C23 1.383(2) . ?
C22 C27 1.387(3) . ?
C23 C24 1.391(3) . ?
C24 C25 1.378(3) . ?
C25 C26 1.385(3) . ?
C26 C27 1.383(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Mo1 O1 105.58(6) . . ?
N1 Mo1 C16 103.01(7) . . ?
O1 Mo1 C16 135.32(6) . . ?
N1 Mo1 C20 117.52(7) . . ?
O1 Mo1 C20 136.86(6) . . ?
C16 Mo1 C20 37.05(7) . . ?
N1 Mo1 C17 122.21(7) . . ?
O1 Mo1 C17 98.41(6) . . ?
C16 Mo1 C17 36.91(6) . . ?
C20 Mo1 C17 60.65(7) . . ?
N1 Mo1 C19 152.41(7) . . ?
O1 Mo1 C19 101.50(6) . . ?
C16 Mo1 C19 59.14(7) . . ?
C20 Mo1 C19 35.45(7) . . ?
C17 Mo1 C19 57.51(7) . . ?
N1 Mo1 P1 98.95(5) . . ?
O1 Mo1 P1 80.26(4) . . ?
C16 Mo1 P1 127.88(5) . . ?
C20 Mo1 P1 91.00(5) . . ?
C17 Mo1 P1 136.98(5) . . ?
C19 Mo1 P1 80.41(5) . . ?
N1 Mo1 C18 156.35(6) . . ?
O1 Mo1 C18 83.40(6) . . ?
C16 Mo1 C18 58.36(6) . . ?
C20 Mo1 C18 57.78(7) . . ?
C17 Mo1 C18 34.15(6) . . ?
C19 Mo1 C18 32.92(6) . . ?
P1 Mo1 C18 104.18(5) . . ?
C13 P1 C15 102.84(11) . . ?
C13 P1 C14 102.53(10) . . ?
C15 P1 C14 103.31(12) . . ?
C13 P1 Mo1 116.61(7) . . ?
C15 P1 Mo1 110.01(8) . . ?
C14 P1 Mo1 119.53(7) . . ?
C21 O1 Mo1 118.93(10) . . ?
C1 N1 Mo1 173.38(12) . . ?
N1 C1 C2 119.76(14) . . ?
N1 C1 C6 119.96(14) . . ?
C2 C1 C6 120.27(15) . . ?
C3 C2 C1 118.62(15) . . ?
C3 C2 C7 121.92(15) . . ?
C1 C2 C7 119.43(15) . . ?
C4 C3 C2 121.14(16) . . ?
C5 C4 C3 120.13(16) . . ?
C4 C5 C6 121.55(16) . . ?
C5 C6 C1 118.23(15) . . ?
C5 C6 C10 121.86(15) . . ?
C1 C6 C10 119.81(15) . . ?
C2 C7 C9 113.01(16) . . ?
C2 C7 C8 110.40(15) . . ?
C9 C7 C8 111.06(16) . . ?
C6 C10 C12 113.71(16) . . ?
C6 C10 C11 109.84(15) . . ?
C12 C10 C11 110.76(17) . . ?
C20 C16 C17 108.06(16) . . ?
C20 C16 Mo1 73.69(10) . . ?
C17 C16 Mo1 75.57(10) . . ?
C18 C17 C16 107.04(16) . . ?
C18 C17 Mo1 78.60(10) . . ?
C16 C17 Mo1 67.52(9) . . ?
C19 C18 C17 109.64(17) . . ?
C19 C18 Mo1 72.29(10) . . ?
C17 C18 Mo1 67.26(10) . . ?
C18 C19 C20 108.40(17) . . ?
C18 C19 Mo1 74.80(10) . . ?
C20 C19 Mo1 66.11(9) . . ?
C16 C20 C19 106.80(16) . . ?
C16 C20 Mo1 69.26(10) . . ?
C19 C20 Mo1 78.45(10) . . ?
O1 C21 C22 112.54(14) . . ?
C23 C22 C27 118.04(17) . . ?
C23 C22 C21 122.27(16) . . ?
C27 C22 C21 119.69(17) . . ?
C22 C23 C24 121.32(18) . . ?
C25 C24 C23 119.89(19) . . ?
C24 C25 C26 119.43(18) . . ?
C27 C26 C25 120.2(2) . . ?
C26 C27 C22 121.1(2) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         1.016
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.070