Molecular oxygen-promoted sustainable synthesis of functionalized quinolines using catalytic glucose-derived ionic liquids and copper.
Jayakumar, Jyothylakshmi; Rajasekhara Reddy, Sabbasani; Organic & biomolecular chemistry 22 (2024) 8472–8479; doi:10.1039/d4ob01354a

data_7160145
_publ_section_title
;
 Molecular oxygen-promoted sustainable synthesis of functionalized
 quinolines using catalytic glucose-derived ionic liquids and copper.
;
_journal_issue                   42
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8472
_journal_page_last               8479
_journal_paper_doi               10.1039/d4ob01354a
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C16 H16 Cl N O'
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_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2024-07-28 deposited with the CCDC.	2024-09-17 downloaded from the CCDC.
;
_cell_angle_alpha                83.991(3)
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_cell_measurement_reflns_used    6899
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      23.59
_cell_measurement_theta_min      2.56
_cell_volume                     689.08(7)
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      300(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
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_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
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_diffrn_reflns_number            27989
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
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_diffrn_reflns_theta_max         28.279
_diffrn_reflns_theta_min         2.559
_exptl_absorpt_coefficient_mu    0.268
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.054
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     175
_refine_ls_number_reflns         3416
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.1069
_refine_ls_R_factor_gt           0.0594
_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^)+(0.0762P)^2^+0.3295P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1545
_refine_ls_wR_factor_ref         0.1884
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2067
_reflns_number_total             3416
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01354a2.cif
_cod_data_source_block           LTV_11_250724_0m_a
_cod_depositor_comments          'Adding full bibliography for 7160145.cif.'
_cod_database_code               7160145
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.912
_shelx_estimated_absorpt_t_max   0.986
_shelx_res_checksum              94781