Selective catalytic synthesis of α-alkylated ketones and β-alkylated secondary alcohols via hydrogen-borrowing
Bakibillah, Md.; Reja, Sahin; Sarkar, Kaushik; Mukherjee, Deboshmita; Kumar Das, Rajesh; New Journal of Chemistry 47 (2023) 13655–13660; doi:10.1039/D3NJ02295A

data_7062537
_publ_section_title
;
 Selective catalytic synthesis of \a-alkylated ketones and \b-alkylated
 secondary alcohols via hydrogen-borrowing
;
_journal_issue                   29
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              13655
_journal_page_last               13660
_journal_paper_doi               10.1039/D3NJ02295A
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C26 H26 Cl Ir N2 O, H2 O'
_chemical_formula_sum            'C26 H22 Cl Ir N2 O2'
_chemical_formula_weight         622.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2022-04-01
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2022-04-10 deposited with the CCDC.	2023-06-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.870(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.4305(7)
_cell_length_b                   11.9858(9)
_cell_length_c                   20.8802(17)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    101.0
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      3.69
_cell_volume                     2317.8(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      101.0
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            39503
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.246
_diffrn_reflns_theta_min         4.272
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    12.416
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.3549
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1338 before and 0.0711 after correction.
The Ratio of minimum to maximum transmission is 0.4713.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_description       block
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.066
_refine_diff_density_min         -1.543
_refine_diff_density_rms         0.133
_refine_ls_extinction_coef       0.00159(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         4146
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.198
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0303
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0408P)^2^+3.4867P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0837
_refine_ls_wR_factor_ref         0.0839
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4099
_reflns_number_total             4146
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3nj02295a2.cif
_cod_data_source_block           bbds_bj_3ir_0m_a
_cod_depositor_comments          'Adding full bibliography for 7062537.cif.'
_cod_database_code               7062537
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.370
_shelx_estimated_absorpt_t_min   0.190
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2.a Free rotating group:
 O2(H2A,H2B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C3(H3), C4(H4), C16(H16), C13(H13), C8(H8), C1(H1), C2(H2),
 C15(H15), C10(H10), C9(H9)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C26(H26A,H26B,H26C), C24(H24A,H24B,H24C), C22(H22A,H22B,
 H22C), C25(H25A,H25B,H25C)
;
_shelx_res_checksum              40131
_shelx_hkl_checksum              28340
_olex2_submission_special_instructions 'No special instructions were received'