P(V)-bis(amidophenolate) ligand cooperation: stoichiometric CO-bond cleavage in aldehydes and ketones.
Karnbrock, Simon B. H.; Golz, Christopher; Alcarazo, Manuel; Chemical communications (Cambridge, England) 60 (2024) 6745–6748; doi:10.1039/d4cc02202e

data_7133147
_publ_section_title
;
 P(V)-bis(amidophenolate) ligand cooperation: stoichiometric
 C&#xe001;O-bond cleavage in aldehydes and ketones.
;
_journal_issue                   53
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6745
_journal_page_last               6748
_journal_paper_doi               10.1039/d4cc02202e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety
'C51 H76 N2 O3 P Si, C32 H12 B F24, 0.682(C7 H8), 0.318(C5 H12)'
_chemical_formula_sum            'C89.36 H97.27 B F24 N2 O3 P Si'
_chemical_formula_weight         1773.21
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-04-03
_audit_creation_method
;FinalCif V118 by Daniel Kratzert, Freiburg 2023,
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2024-05-06 deposited with the CCDC.	2024-06-03 downloaded from the CCDC.
;
_cell_angle_alpha                95.272(2)
_cell_angle_beta                 103.875(2)
_cell_angle_gamma                91.260(2)
_cell_formula_units_Z            2
_cell_length_a                   13.1456(7)
_cell_length_b                   17.6698(12)
_cell_length_c                   20.0734(15)
_cell_measurement_reflns_used    9728
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      29.501
_cell_measurement_theta_min      2.296
_cell_volume                     4502.8(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection
'Bruker BIS V6.2.15/2021-03-16 && APEX4 2022.1-1'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            159746
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.650
_diffrn_reflns_theta_min         2.016
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.8133
_exptl_absorpt_correction_T_min  0.6454
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1117 before and 0.0630 after correction.
The Ratio of minimum to maximum transmission is 0.7936.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_description       plate
_exptl_crystal_F_000             1843
_exptl_crystal_recrystallization_method 'from a mixture of toluene and pentane.'
_exptl_crystal_size_max          0.539
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.171
_refine_diff_density_max         0.726
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1339
_refine_ls_number_reflns         25342
_refine_ls_number_restraints     373
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0714
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0701P)^2^+2.2721P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1375
_refine_ls_wR_factor_ref         0.1511
_reflns_Friedel_coverage         0.000
_reflns_number_gt                19477
_reflns_number_total             25342
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc02202e2.cif
_cod_data_source_block           mo_1924_cg_0m
_cod_depositor_comments
'Adding full bibliography for 7133142--7133149.cif.'
_cod_database_code               7133147
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2SB-C4SB
 2.5 with sigma of 0.1
 F22A-C83 \\sim F22B-C83
 with sigma of 0.02
 F2A-C58 \\sim F2B-C58
 with sigma of 0.02
 F3A-C58 \\sim F3B-C58
 with sigma of 0.02
 C1SB-C2SB \\sim C2SB-C3SB \\sim C3SB-C4SB \\sim C4SB-C5SB
 with sigma of 0.02
 C1SB-C3SB \\sim C3SB-C5SB \\sim C2SB-C4SB
 with sigma of 0.04
 C1SC-C2SC \\sim C2SC-C3SC \\sim C3SC-C4SC \\sim C4SC-C5SC
 with sigma of 0.02
 C1SC-C3SC \\sim C3SC-C5SC \\sim C2SC-C4SC
 with sigma of 0.04
 F16A-C75 \\sim F16B-C75
 with sigma of 0.02
 F17A-C75 \\sim F17B-C75
 with sigma of 0.02
 F18A-C75 \\sim F18B-C75
 with sigma of 0.02
 F23A-C83 \\sim F23B-C83
 with sigma of 0.02
 F24A-C83 \\sim F24B-C83
 with sigma of 0.02
 F13A-C74 \\sim F13B-C74
 with sigma of 0.02
 F14A-C74 \\sim F14B-C74
 with sigma of 0.02
 F15A-C74 \\sim F15B-C74
 with sigma of 0.02
 F4A-C59 \\sim F4B-C59
 with sigma of 0.02
 F5A-C59 \\sim F5B-C59
 with sigma of 0.02
 F6A-C59 \\sim F6B-C59
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F2A \\sim F2B: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01 within 2A
F3A \\sim F3B: within 2A with sigma of 0.005 and sigma for terminal atoms of
0.01 within 2A
C1SB \\sim C2SB \\sim C3SB \\sim C4SB \\sim C5SB: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
C1SC \\sim C2SC \\sim C3SC \\sim C4SC \\sim C5SC: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
F13A \\sim F13B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
F16A \\sim F17B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
F17A \\sim F18B: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
F16B \\sim F18A: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
Uanis(F2B) \\sim Ueq, Uanis(F3B) \\sim Ueq: with sigma of 0.007 and sigma for
terminal atoms of 0.015
Uanis(C3SB) \\sim Ueq: with sigma of 0.008 and sigma for terminal atoms of 0.016
4. Rigid body (RIGU) restrains
 F1, F2B, F3B, C58
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F1, F2A, F3A, C58
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C1SB, C2SB, C3SB, C4SB, C5SB
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F10, F11, F12, C67
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F16A, F17A, F18A, C75
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F16B, F17B, F18B, C75
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F22B, F23B, F24B, C83
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F22A, F23A, F24A, C83
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F13A, F14A, F15A, C74
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F13B, F14B, F15B, C74
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F4A, F5A, F6A, C59
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 F4B, F5B, F6B, C59
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C67
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C1SC, C2SC, C3SC, C4SC, C5SC
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 1*[Sof(C1SA)+Sof(H1SG)+Sof(H1SH)+Sof(H1SI)+Sof(C2SA)+Sof(C3SA)+Sof(H3SE)+
 Sof(C4SA)+Sof(H4SE)+Sof(C5SA)+Sof(H5SG)+Sof(C6SA)+Sof(H6SA)+Sof(C7SA)+
 Sof(H7SA)]+1*[Sof(C1SB)+Sof(H1SA)+Sof(H1SB)+Sof(H1SC)+Sof(C2SB)+Sof(H2SA)+
 Sof(H2SB)+Sof(C3SB)+Sof(H3SA)+Sof(H3SB)+Sof(C4SB)+Sof(H4SA)+Sof(H4SB)+
 Sof(C5SB)+Sof(H5SA)+Sof(H5SB)+Sof(H5SC)]+1*[Sof(C1SC)+Sof(H1SD)+Sof(H1SE)+
 Sof(H1SF)+Sof(C2SC)+Sof(H2SC)+Sof(H2SD)+Sof(C3SC)+Sof(H3SC)+Sof(H3SD)+
 Sof(C4SC)+Sof(H4SC)+Sof(H4SD)+Sof(C5SC)+Sof(H5SD)+Sof(H5SE)+Sof(H5SF)]=1 with
 esd of 0.000001
 Sof(F22B)=Sof(F23B)=Sof(F24B)=1-FVAR(1)
 Sof(F22A)=Sof(F23A)=Sof(F24A)=FVAR(1)
 Sof(F13B)=Sof(F14B)=Sof(F15B)=1-FVAR(2)
 Sof(F13A)=Sof(F14A)=Sof(F15A)=FVAR(2)
 Sof(F4B)=Sof(F5B)=Sof(F6B)=1-FVAR(3)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=FVAR(3)
 Sof(F16B)=Sof(F17B)=Sof(F18B)=1-FVAR(4)
 Sof(F16A)=Sof(F17A)=Sof(F18A)=FVAR(4)
 Sof(C1SA)=Sof(H1SG)=Sof(H1SH)=Sof(H1SI)=Sof(C2SA)=Sof(C3SA)=Sof(H3SE)=
 Sof(C4SA)=Sof(H4SE)=Sof(C5SA)=Sof(H5SG)=Sof(C6SA)=Sof(H6SA)=Sof(C7SA)=
 Sof(H7SA)=FVAR(5)
 Sof(C1SB)=Sof(H1SA)=Sof(H1SB)=Sof(H1SC)=Sof(C2SB)=Sof(H2SA)=Sof(H2SB)=
 Sof(C3SB)=Sof(H3SA)=Sof(H3SB)=Sof(C4SB)=Sof(H4SA)=Sof(H4SB)=Sof(C5SB)=
 Sof(H5SA)=Sof(H5SB)=Sof(H5SC)=FVAR(6)
 Sof(C1SC)=Sof(H1SD)=Sof(H1SE)=Sof(H1SF)=Sof(C2SC)=Sof(H2SC)=Sof(H2SD)=
 Sof(C3SC)=Sof(H3SC)=Sof(H3SD)=Sof(C4SC)=Sof(H4SC)=Sof(H4SD)=Sof(C5SC)=
 Sof(H5SD)=Sof(H5SE)=Sof(H5SF)=FVAR(7)
 Sof(F2B)=Sof(F3B)=1-FVAR(8)
 Sof(F2A)=Sof(F3A)=FVAR(8)
6.a Ternary CH refined with riding coordinates:
 C38(H38), C40(H40), C43(H43)
6.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C37(H37A,H37B), C39(H39A,H39B), C41(H41A,H41B), C42(H42A,
 H42B), C44(H44A,H44B), C45(H45A,H45B), C46(H46A,H46B), C48(H48A,H48B),
 C50(H50A,H50B), C2SB(H2SA,H2SB), C3SB(H3SA,H3SB), C4SB(H4SA,H4SB), C2SC(H2SC,
 H2SD), C3SC(H3SC,H3SD), C4SC(H4SC,H4SD)
6.c Me refined with riding coordinates:
 C1SB(H1SA,H1SB,H1SC), C5SB(H5SA,H5SB,H5SC), C1SC(H1SD,H1SE,H1SF), C5SC(H5SD,
 H5SE,H5SF)
6.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C17(H17), C18(H18), C19(H19), C20(H20), C24(H24), C26(H26),
 C53(H53), C55(H55), C57(H57), C61(H61), C63(H63), C65(H65), C69(H69), C71(H71),
  C73(H73), C77(H77), C79(H79), C81(H81), C3SA(H3SE), C4SA(H4SE), C5SA(H5SG),
 C6SA(H6SA), C7SA(H7SA)
6.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C28(H28A,H28B,H28C), C29(H29A,H29B,
 H29C), C30(H30A,H30B,H30C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C34(H34A,
 H34B,H34C), C47(H47A,H47B,H47C), C49(H49A,H49B,H49C), C51(H51A,H51B,H51C),
 C1SA(H1SG,H1SH,H1SI)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.928
_shelx_estimated_absorpt_t_max   0.976
_diffrn_measurement_ambient_temperature_device_make 'Oxford Cryostream 800'
_shelx_res_checksum              88939
_shelx_hkl_checksum              73029