Efficient and selective hydroboration of alkenes catalyzed by an air-stable (PP<sup>CF3</sup>P)CoI<sub>2</sub> precatalyst.
Fitzsimmons, Matthew C.; Seith, Maria C.; Moore, Curtis E.; Thomas, Christine M.; Chemical science 16 (2025) 5717–5725; doi:10.1039/d4sc08818b

data_1573993
_publ_section_title
;
 Efficient and selective hydroboration of alkenes catalyzed by an
 air-stable (PP<sup>CF3</sup>P)CoI<sub>2</sub> precatalyst.
;
_journal_issue                   13
_journal_name_full               'Chemical science'
_journal_page_first              5717
_journal_page_last               5725
_journal_paper_doi               10.1039/d4sc08818b
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C39 H32 Co F3 I2 N2 P3, 2.5(C H2 Cl2)'
_chemical_formula_sum            'C41.5 H37 Cl5 Co F3 I2 N2 P3'
_chemical_formula_weight         1203.62
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-07-11
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-09-06 deposited with the CCDC.	2025-02-26 downloaded from the CCDC.
;
_cell_angle_alpha                87.496(2)
_cell_angle_beta                 73.663(2)
_cell_angle_gamma                62.0810(10)
_cell_formula_units_Z            2
_cell_length_a                   12.5715(6)
_cell_length_b                   13.3397(6)
_cell_length_c                   15.6881(8)
_cell_measurement_reflns_used    9860
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      28.180
_cell_measurement_theta_min      2.537
_cell_volume                     2218.77(19)
_computing_cell_refinement       'SAINT v8.40B (Bruker, 2021)'
_computing_data_collection       'APEX3 v2021.10-0 (Bruker, 2021)'
_computing_data_reduction        'SAINT v8.40B (Bruker, 2021)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector                 'Bruker Photon III area detector'
_diffrn_detector_area_resol_mean 10.5
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker Kappa Photon III MoTXS'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Double Bounce Multilayer Mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            106560
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.297
_diffrn_reflns_theta_min         2.536
_diffrn_source                   'Micro Focus Rotating Anode'
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_type              'Bruker TXS'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.234
_exptl_absorpt_correction_T_max  0.0962
_exptl_absorpt_correction_T_min  0.0689
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0764 before and 0.0479 after correction.
The Ratio of minimum to maximum transmission is 0.7162.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.802
_exptl_crystal_description       needle
_exptl_crystal_F_000             1180
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CH2Cl2'
_exptl_crystal_size_max          0.158
_exptl_crystal_size_mid          0.026
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.820
_refine_diff_density_min         -0.842
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     612
_refine_ls_number_reflns         10975
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0241
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0199P)^2^+2.9008P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0518
_refine_ls_wR_factor_ref         0.0553
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9459
_reflns_number_total             10975
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc08818b2.cif
_cod_data_source_block           Thomas_MCF-4-25
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 1573992--1573994.cif.
;
_cod_original_formula_sum        'C41.50 H37 Cl5 Co F3 I2 N2 P3'
_cod_database_code               1573993
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_max   0.944
_shelx_estimated_absorpt_t_min   0.719
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 F2-C1 = F2C-C1 = F2B-C1 = F1C-C1 = F1-C1 = F1B-C1 = F3C-C1 = F3-C1 = F3B-C1
 1.35 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C3SB) = Uanis(C3S)
4. Rigid body (RIGU) restrains
 Cl5B, Cl6B, C3SB, Cl5S, Cl6S, C3S
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 P1, F1, F2, F3, F1B, F2B, F3B, F1C, F2C, F3C, C1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
5. Same fragment restrains
{F1, F2, F3} sigma for 1-2: 0.02, 1-3: 0.04
as in
{F1B, F2B, F3B}
{Cl1S, Cl2S, C1S} sigma for 1-2: 0.01, 1-3: 0.02
as in
{Cl5B, Cl6B, C3SB}
{Cl1S, Cl2S, C1S} sigma for 1-2: 0.01, 1-3: 0.02
as in
{Cl5S, Cl6S, C3S}
{F1, F2, F3} sigma for 1-2: 0.02, 1-3: 0.04
as in
{F1C, F2C, F3C}
6. Others
 1*[Sof(F1)+Sof(F2)+Sof(F3)]+1*[Sof(F1C)+Sof(F2C)+Sof(F3C)]+1*[Sof(F1B)+
 Sof(F2B)+Sof(F3B)]=1 with esd of 0
 1*[Sof(Cl5B)+Sof(Cl6B)+Sof(C3SB)+Sof(H3SA)+Sof(H3SB)]+1*[Sof(Cl5S)+Sof(Cl6S)+
 Sof(C3S)+Sof(H3SC)+Sof(H3SD)]=0.5 with esd of 0
 Sof(F1B)=Sof(F2B)=Sof(F3B)=FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(2)
 Sof(F1C)=Sof(F2C)=Sof(F3C)=FVAR(3)
 Sof(Cl5S)=Sof(Cl6S)=Sof(C3S)=Sof(H3SC)=Sof(H3SD)=FVAR(4)
 Sof(Cl5B)=Sof(Cl6B)=Sof(C3SB)=Sof(H3SA)=Sof(H3SB)=FVAR(5)
7.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C3SB(H3SA,H3SB), C3S(H3SC,H3SD), C1S(H1SA,H1SB),
 C2S(H2SA,H2SB)
7.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13), C14(H14), C15(H15),
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25),
  C26(H26), C27(H27), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33),
 C35(H35), C36(H36), C37(H37), C38(H38), C39(H39)
;
_shelx_res_checksum              1014
_olex2_submission_special_instructions 'No special instructions were received'