Pd-Catalyzed Ortho C-H Hydroxylation of Benzaldehydes Using a Transient Directing Group.
Chen, Xiao-Yang; Ozturk, Seyma; Sorensen, Erik J.; Organic letters 19 (2017) 6280–6283; doi:10.1021/acs.orglett.7b02906

data_1548052
_publ_section_title
;
 Pd-Catalyzed Ortho C-H Hydroxylation of Benzaldehydes Using a Transient
 Directing Group.
;
_journal_issue                   23
_journal_name_full               'Organic letters'
_journal_page_first              6280
_journal_page_last               6283
_journal_paper_doi               10.1021/acs.orglett.7b02906
_journal_volume                  19
_journal_year                    2017
_chemical_formula_sum            'C7 H4 Cl2 O2'
_chemical_formula_weight         191.00
_chemical_name_common            PDJXC2-44
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_cell_angle_alpha                65.480(2)
_cell_angle_beta                 86.218(2)
_cell_angle_gamma                72.786(2)
_cell_formula_units_Z            2
_cell_length_a                   6.6783(6)
_cell_length_b                   7.8355(7)
_cell_length_c                   8.1648(8)
_cell_measurement_reflns_used    3658
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      31.0100
_cell_measurement_theta_min      2.7479
_cell_volume                     370.51(6)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 100 CMOS'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5819
_diffrn_reflns_theta_full        30.03
_diffrn_reflns_theta_max         30.03
_diffrn_reflns_theta_min         2.99
_diffrn_source                   'I\mS microfocus source'
_exptl_absorpt_coefficient_mu    0.812
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             192
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.095
_refine_diff_density_max         0.517
_refine_diff_density_min         -0.357
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         2133
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0307
_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^)+(0.0373P)^2^+0.1239P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0807
_reflns_number_gt                1837
_reflns_number_total             2133
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b02906_si_002.cif
_cod_data_source_block           PDJXC2a
_cod_depositor_comments          'Adding full bibliography for 1548052.cif.'
_cod_database_code               1548052
_shelx_res_checksum              48036
_shelx_hkl_checksum              20665