Mechanistic insights into an NH<sub>4</sub>OAc-promoted imine dance in Rh-catalysed multicomponent double C-H annulations through an N-retention/exchange dual channel.
Li, Shiqing; Lv, Shihai; Yang, Yanyan; Zhu, Peiyan; Zhao, Dongbing; Zeng, Ming-Hua; Chemical science 14 (2023) 13446–13452; doi:10.1039/d3sc03861k

data_1570203
_publ_section_title
;
 Mechanistic insights into an NH<sub>4</sub>OAc-promoted imine dance in
 Rh-catalysed multicomponent double C-H annulations through an
 N-retention/exchange dual channel.
;
_journal_issue                   46
_journal_name_full               'Chemical science'
_journal_page_first              13446
_journal_page_last               13452
_journal_paper_doi               10.1039/d3sc03861k
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C31 H25 N2, B F4'
_chemical_formula_sum            'C31 H25 B F4 N2'
_chemical_formula_weight         512.34
_chemical_name_systematic        monoclinic
_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
_audit_creation_date             2023-05-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-05-31 deposited with the CCDC.	2023-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.856(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5802(9)
_cell_length_b                   19.2499(19)
_cell_length_c                   15.3566(17)
_cell_measurement_reflns_used    7513
_cell_measurement_temperature    260.0
_cell_measurement_theta_max      56.77
_cell_measurement_theta_min      3.21
_cell_volume                     2527.3(5)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_diffrn_ambient_temperature      260.0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_number            5143
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.137
_diffrn_reflns_theta_min         3.210
_diffrn_source_current           2.86
_diffrn_source_power             0.1997996
_diffrn_source_voltage           69.86
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.523
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.6103
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1625 before and 0.0740 after correction.
The Ratio of minimum to maximum transmission is 0.8124.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear reddish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       plate
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         5143
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.1623
_refine_ls_R_factor_gt           0.1200
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+19.5318P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3367
_refine_ls_wR_factor_ref         0.3513
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3198
_reflns_number_total             5143
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3sc03861k2.cif
_cod_data_source_block           1_tw
_cod_depositor_comments          'Adding full bibliography for 1570203.cif.'
_cod_database_code               1570203
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.984
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.628(7)
 0.372(7)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Others
 Sof(F15A)=Sof(F26A)=Sof(F1A)=Sof(F34A)=1-FVAR(1)
 Sof(F15)=Sof(F26)=Sof(F34)=Sof(F1)=FVAR(1)
4.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C14(H14), C25(H25), C18(H18), C10(H10), C9(H9), C16(H16), C22(H22),
 C28(H28), C33(H33), C23(H23), C31(H31), C29(H29), C27(H27), C36(H36), C32(H32),
  C20(H20), C19(H19), C35(H35)
4.b Fitted hexagon refined as free rotating group:
 C4(C7,C14,C25,C18,C10), C33(C21,C23,C31,C29,C27), C36(C32,C20,C12,C19,C35)
4.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C30(H30A,H30B,H30C)
;
_shelx_res_checksum              10355
_olex2_submission_original_sample_id LSH-Int-C
_olex2_submission_special_instructions 'No special instructions were received'