One-pot synthesis of ketones and symmetrical anhydrides from carboxylic acids.
Roy, Sayanta; Dolai, Gobinda; Ariyan, S. K.; Mandal, Bhubaneswar; RSC advances 16 (2026) 5466–5470; doi:10.1039/d5ra08605a

data_7251738
_publ_section_title
;
 One-pot synthesis of ketones and symmetrical anhydrides from carboxylic
 acids.
;
_journal_issue                   6
_journal_name_full               'RSC advances'
_journal_page_first              5466
_journal_page_last               5470
_journal_paper_doi               10.1039/d5ra08605a
_journal_volume                  16
_journal_year                    2026
_chemical_formula_moiety         'C14 H8 Cl2 O3'
_chemical_formula_sum            'C14 H8 Cl2 O3'
_chemical_formula_weight         295.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_Hall           '-P 2yac'
_space_group_name_H-M_alt        'P 1 2/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2025-08-31 deposited with the CCDC.	2026-01-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.888(9)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.8927(14)
_cell_length_b                   5.986(2)
_cell_length_c                   27.223(10)
_cell_measurement_reflns_used    8096
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      25.62
_cell_measurement_theta_min      3.00
_cell_volume                     632.9(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            13109
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        24.988
_diffrn_reflns_theta_max         24.988
_diffrn_reflns_theta_min         1.499
_exptl_absorpt_coefficient_mu    0.512
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_description       Needle
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         1113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.079
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.1284P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1435
_reflns_Friedel_coverage         0.000
_reflns_number_gt                996
_reflns_number_total             1113
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra08605a2.cif
_cod_data_source_block           4-ChlorobenzoicAnhydride
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               7251738
_shelx_shelxl_version_number     2019/1
_shelx_res_checksum              96043