Sterically hindering the trajectory of nucleophilic attack towards <i>p</i>-benzynes by a properly oriented hydrogen atom: an approach to achieve regioselectivity.
Singha, Monisha; Bhattacharya, Prabuddha; Ray, Debashis; Basak, Amit; Organic & biomolecular chemistry 19 (2021) 5148–5154; doi:10.1039/d1ob00521a

data_7158079
_publ_section_title
;
 Sterically hindering the trajectory of nucleophilic attack towards
 <i>p</i>-benzynes by a properly oriented hydrogen atom: an approach to
 achieve regioselectivity.
;
_journal_issue                   23
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5148
_journal_page_last               5154
_journal_paper_doi               10.1039/d1ob00521a
_journal_volume                  19
_journal_year                    2021
_chemical_formula_sum            'C24 H20 Br N O2 S'
_chemical_formula_weight         466.38
_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   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-02-09 deposited with the CCDC.	2021-05-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.00(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.51(5)
_cell_length_b                   7.40(2)
_cell_length_c                   16.74(5)
_cell_measurement_reflns_used    1916
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.740
_cell_measurement_theta_min      2.447
_cell_volume                     2034(10)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1112
_diffrn_reflns_av_unetI/netI     0.0873
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16821
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.740
_diffrn_reflns_theta_max         24.740
_diffrn_reflns_theta_min         2.447
_exptl_absorpt_coefficient_mu    2.144
_exptl_crystal_colour            'PALE YELLOW'
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             952
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3465
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.1201
_refine_ls_R_factor_gt           0.0483
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+1.3115P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1342
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1916
_reflns_number_total             3465
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ob00521a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7158079--7158081.cif.'
_cod_original_cell_volume        2034(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7158079
_shelx_shelxl_version_number     2014/7
_shelx_res_checksum              52571