Substrate-directed regioselective alkene functionalizations of (<i>E</i>)-β,γ-unsaturated carboxylic acids.
Chang, Chi-Hao; Yen, Chao-Ting; Goncalves, Théo P; Lin, Yu-Sheng; Wang, Yu-Chun; Basha, R. Sidick; Chen, Bo-Yan; Fu, Cheng-Hao; Chen, Liang-Wei; Jhou, Meng-Li; Huang, Kuo-Wei; Chou, Chih-Ming; Chemical communications (Cambridge, England) 60 (2024) 11339–11342; doi:10.1039/d4cc03581j

data_7133828
_publ_section_title
;
 Substrate-directed regioselective alkene functionalizations of
 (<i>E</i>)-&#x3b2;,&#x3b3;-unsaturated carboxylic acids.
;
_journal_issue                   80
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              11339
_journal_page_last               11342
_journal_paper_doi               10.1039/d4cc03581j
_journal_volume                  60
_journal_year                    2024
_chemical_formula_sum            'C23 H23 F3 O2'
_chemical_formula_weight         388.41
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2021-07-13 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.640(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.4578(9)
_cell_length_b                   22.1975(18)
_cell_length_c                   8.4627(7)
_cell_measurement_reflns_used    9876
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      2.63
_cell_volume                     2027.1(3)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            31882
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.386
_diffrn_reflns_theta_min         2.098
_diffrn_source                   'Bruker D8 Venture PHOTON III diff'
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6494
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_description       cuboid
_exptl_crystal_F_000             816
_exptl_crystal_size_max          0.699
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.299
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         5072
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0456
_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^)+(0.0376P)^2^+1.0782P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1052
_refine_ls_wR_factor_ref         0.1089
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4497
_reflns_number_total             5072
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc03581j2.cif
_cod_data_source_block           21JUL08_0m_a
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7133828
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              94841
_shelx_hkl_checksum              87127