Substrate-oriented selectivity in the Mg-mediated conjugate addition of bromoform to electron-deficient alkenes.
Satam, Nishikant; Nemu, Saumyadip; Gururaja, Guddeangadi N.; Namboothiri, Irishi N. N.; Organic & biomolecular chemistry 18 (2020) 5697–5707; doi:10.1039/d0ob00599a

data_7157571
_publ_section_title
;
 Substrate-oriented selectivity in the Mg-mediated conjugate addition of
 bromoform to electron-deficient alkenes.
;
_journal_issue                   29
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              5697
_journal_page_last               5707
_journal_paper_doi               10.1039/d0ob00599a
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C23 H21 Br O'
_chemical_formula_sum            'C23 H21 Br O'
_chemical_formula_weight         393.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
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Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_audit_update_record
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2020-03-21 deposited with the CCDC.	2020-07-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
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_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.6626(4)
_cell_length_b                   9.7839(8)
_cell_length_c                   32.396(2)
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_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.1480
_cell_measurement_theta_min      2.1750
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_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
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_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_av_unetI/netI     0.0768
_diffrn_reflns_Laue_measured_fraction_full 0.994
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_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            7151
_diffrn_reflns_point_group_measured_fraction_full 0.994
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_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.174
_exptl_absorpt_coefficient_mu    2.298
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87433
_exptl_absorpt_correction_type   multi-scan
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'CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
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_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.04
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_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3152
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0351P)^2^+1.4495P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0918
_refine_ls_wR_factor_ref         0.1026
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2478
_reflns_number_total             3152
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob00599a2.cif
_cod_data_source_block           inn-2-nss-cw_mo
_cod_depositor_comments
'Adding full bibliography for 7157571--7157573.cif.'
_cod_database_code               7157571
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00J(H00E,H00F), C00O(H00J,H00N), C00P(H00O,H00P)
2.b Aromatic/amide H refined with riding coordinates:
 C004(H004), C005(H005), C006(H006), C007(H007), C008(H008), C00B(H00B),
 C00K(H00K), C00L(H00L), C00M(H00M)
2.c Idealised Me refined as rotating group:
 C00I(H00A,H00C,H00D), C00N(H00G,H00H,H00I)
;
_shelx_res_checksum              28769
_shelx_hkl_checksum              93324
_olex2_submission_special_instructions 'No special instructions were received'