PhI(OAc)<sub>2</sub>/Pd(OAc)<sub>2</sub> promoted the formation of 8-hydroxyquinoline derivatives from benzoxazoles and alcohols.
Wu, Qingkun; Hou, Jingxuan; Gu, Qingshan; Gao, Hui; Shi, Meiqi; Zheng, Lu; Organic & biomolecular chemistry 21 (2023) 1148–1152; doi:10.1039/d2ob01712a

data_7159063
_publ_section_title
;
 PhI(OAc)<sub>2</sub>/Pd(OAc)<sub>2</sub> promoted the formation of
 8-hydroxyquinoline derivatives from benzoxazoles and alcohols.
;
_journal_issue                   6
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              1148
_journal_page_last               1152
_journal_paper_doi               10.1039/d2ob01712a
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         'C15 H19 N O2'
_chemical_formula_sum            'C15 H19 N O2'
_chemical_formula_weight         245.324
_chemical_name_systematic        0918
_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_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2022-08-05
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2022-08-05 deposited with the CCDC.	2023-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                87.692(5)
_cell_angle_beta                 75.650(6)
_cell_angle_gamma                77.497(6)
_cell_formula_units_Z            4
_cell_length_a                   8.342(3)
_cell_length_b                   12.518(5)
_cell_length_c                   13.597(5)
_cell_measurement_reflns_used    1507
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.66
_cell_measurement_theta_min      2.58
_cell_volume                     1342.8(9)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.9808
_diffrn_measured_fraction_theta_max 0.9628
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_unetI/netI     0.0625
_diffrn_reflns_Laue_measured_fraction_full 0.9808
_diffrn_reflns_Laue_measured_fraction_max 0.9628
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8448
_diffrn_reflns_point_group_measured_fraction_full 0.9808
_diffrn_reflns_point_group_measured_fraction_max 0.9628
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         27.58
_diffrn_reflns_theta_min         1.55
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_description       needle
_exptl_crystal_F_000             528.247
_exptl_crystal_preparation       'EA and hexane'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.2883
_refine_diff_density_min         -0.2961
_refine_diff_density_rms         0.0664
_refine_ls_d_res_high            0.7676
_refine_ls_d_res_low             13.1713
_refine_ls_goodness_of_fit_ref   1.0148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    58
_refine_ls_number_parameters     331
_refine_ls_number_reflns         5985
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0148
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          -0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0534P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1165
_refine_ls_wR_factor_ref         0.1416
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              16
_reflns_limit_k_min              -16
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                3307
_reflns_number_total             5985
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d2ob01712a2.cif
_cod_data_source_block           0918_0m
_cod_depositor_comments          'Adding full bibliography for 7159063.cif.'
_cod_database_code               7159063
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 O1(H1), N2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C3(H3a,H3b), C14(H14a,H14b), C21(H21a,H21b), C22(H22a,H22b),
 C25(H25a,H25b)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C10(H10), C11(H11), C27(H27), C29(H29), C30(H30)
2.d Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C9(H9a,H9b,H9c), C15(H15a,H15b,H15c), C16(H16a,H16b,H16c),
 C23(H23a,H23b,H23c), C26(H26a,H26b,H26c)
;
_olex2_submission_original_sample_id 0918
_olex2_submission_special_instructions 'No special instructions were received'