2,3-Difunctionalization of quinones: a gold-catalyzed cascade approach for trifluoromethyl-amination or sulfoximination.
Sharma, Alpa; Govande, Vijaya; Mahajan, Shivangani; Sawant, Sanghapal D.; Chemical communications (Cambridge, England) 60 (2024) 9598–9601; doi:10.1039/d4cc01891e

data_7133469
_publ_section_title
;
 2,3-Difunctionalization of quinones: a gold-catalyzed cascade approach
 for trifluoromethyl-amination or sulfoximination.
;
_journal_issue                   71
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9598
_journal_page_last               9601
_journal_paper_doi               10.1039/d4cc01891e
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C15 H12 F3 N O3 S'
_chemical_formula_sum            'C15 H12 F3 N O3 S'
_chemical_formula_weight         344.337
_chemical_name_systematic        'Bruker D8- Venture'
_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'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     iterative
_audit_creation_date             2023-09-10
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2023-09-12 deposited with the CCDC.	2024-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.105(19)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.624(4)
_cell_length_b                   25.714(14)
_cell_length_c                   11.107(5)
_cell_measurement_reflns_used    7536
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.812
_cell_measurement_theta_min      2.461
_cell_volume                     1564.4(16)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      200.00
_diffrn_measured_fraction_theta_full 0.9933
_diffrn_measured_fraction_theta_max 0.9835
_diffrn_measurement_device_type  'D-8 VENTURE'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0921
_diffrn_reflns_av_unetI/netI     0.0523
_diffrn_reflns_Laue_measured_fraction_full 0.9933
_diffrn_reflns_Laue_measured_fraction_max 0.9835
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            36690
_diffrn_reflns_point_group_measured_fraction_full 0.9933
_diffrn_reflns_point_group_measured_fraction_max 0.9835
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.37
_diffrn_reflns_theta_min         2.46
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.252
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1582 before and 0.0773 after correction.
The Ratio of minimum to maximum transmission is 0.7778.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'dull light yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_description       needle
_exptl_crystal_F_000             709.086
_exptl_crystal_preparation       'Pure methanol'
_exptl_crystal_recrystallization_method 'Diffusion in methanol'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.168
_refine_diff_density_max         0.8622
_refine_diff_density_min         -0.5690
_refine_diff_density_rms         0.1041
_refine_ls_d_res_high            0.7479
_refine_ls_d_res_low             8.2776
_refine_ls_goodness_of_fit_ref   1.0548
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    20
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0548
_refine_ls_R_factor_all          0.1198
_refine_ls_R_factor_gt           0.0954
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1042P)^2^+2.3881P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2433
_refine_ls_wR_factor_ref         0.2534
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -7
_reflns_limit_k_max              34
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              -5
_reflns_number_gt                2894
_reflns_number_total             3864
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4cc01891e2.cif
_cod_data_source_block           mo_SHIVANGINI_BQ_Me_0m_a
_cod_depositor_comments          'Adding full bibliography for 7133469.cif.'
_cod_original_cell_volume        1564.5(15)
_cod_original_sg_symbol_Hall     '-P 2ybc (x-z,y,z)'
_cod_database_code               7133469
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00D(H00e), C00E(H00f), C00I(H00I), C00J(H00J), C00L(H00L)
2.b Idealised Me refined as rotating group:
 C00B(H00b,H00c,H00d), C00N(H00g,H00h,H00k)
;
_olex2_submission_special_instructions 'No special instructions were received'