Identification of BACE-1 inhibitors through directed C(sp<sup>3</sup>)-H activation on 5-oxo-pyrrolidine-3-carboxylic acid derivatives.
Baldini, Lorenzo; Lenci, Elena; Faggi, Cristina; Trabocchi, Andrea; Organic & biomolecular chemistry 22 (2024) 2754–2763; doi:10.1039/d3ob02117c

data_7159845
_publ_section_title
;
 Identification of BACE-1 inhibitors through directed C(sp<sup>3</sup>)-H
 activation on 5-oxo-pyrrolidine-3-carboxylic acid derivatives.
;
_journal_issue                   14
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2754
_journal_page_last               2763
_journal_paper_doi               10.1039/d3ob02117c
_journal_volume                  22
_journal_year                    2024
_chemical_formula_moiety         'C30 H28 Br N3 O2'
_chemical_formula_sum            'C30 H28 Br N3 O2'
_chemical_formula_weight         542.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-04-11 deposited with the CCDC.	2024-03-08 downloaded from the CCDC.
;
_cell_angle_alpha                81.6580(10)
_cell_angle_beta                 84.8990(10)
_cell_angle_gamma                77.1320(10)
_cell_formula_units_Z            4
_cell_length_a                   9.6503(2)
_cell_length_b                   12.2687(2)
_cell_length_c                   22.1064(4)
_cell_measurement_reflns_used    9942
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.46
_cell_measurement_theta_min      4.05
_cell_volume                     2520.24(8)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    SIR2019
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            43937
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.556
_diffrn_reflns_theta_min         2.023
_diffrn_source                   X-Ray
_exptl_absorpt_coefficient_mu    2.483
_exptl_absorpt_correction_T_max  0.9055
_exptl_absorpt_correction_T_min  0.7610
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_transmission_factor_max   0.9054
_exptl_transmission_factor_min   0.7610
_refine_diff_density_max         0.802
_refine_diff_density_min         -0.448
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       0.00110(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     658
_refine_ls_number_reflns         9157
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0365
_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^)+(0.0591P)^2^+1.5035P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1093
_refine_ls_wR_factor_ref         0.1143
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7688
_reflns_number_total             9157
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ob02117c2.cif
_cod_data_source_block           exp_Compound_LB162
_cod_depositor_comments
;
          Adding full bibliography for 7159845.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C60 H56 Br2 N6 O4'
_cod_original_formula_weight         1084.92
_cod_original_formula_moiety         '2x(C30 H28 Br N3 O2)'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        2520.25(8)
_cod_database_code               7159845
_shelx_res_checksum              74660