Chromium catalyzed acceptorless dehydrogenative (cross)coupling of primary amines to secondary imines.
Anand, Aman; Regina, Anitta; Jalwal, Sachin; Prodhan, Soumojyati; Sil, Debangsu; Paranjothy, Manikandan; Chakraborty, Subrata; Dalton transactions (Cambridge, England : 2003) 54 (2025) 6432–6442; doi:10.1039/d4dt03460k

data_7718364
_publ_section_title
;
 Chromium catalyzed acceptorless dehydrogenative (cross)coupling of
 primary amines to secondary imines.
;
_journal_issue                   16
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6432
_journal_page_last               6442
_journal_paper_doi               10.1039/d4dt03460k
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C15 H6 Cr N2 O5, C11 H6 N2 O'
_chemical_formula_sum            'C26 H12 Cr N4 O6'
_chemical_formula_weight         528.40
_chemical_name_systematic        CrDAFO
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2025-03-07
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2025-03-13 deposited with the CCDC.	2025-03-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.381(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.339(6)
_cell_length_b                   29.542(16)
_cell_length_c                   6.845(4)
_cell_measurement_reflns_used    2514
_cell_measurement_temperature    150
_cell_measurement_theta_max      22.98
_cell_measurement_theta_min      2.76
_cell_volume                     2255(2)
_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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4557
_diffrn_reflns_av_unetI/netI     0.2846
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            33135
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         1.826
_diffrn_source_current           0.95
_diffrn_source_power             0.0475
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.560
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.3431
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1590 before and 0.0959 after correction.
The Ratio of minimum to maximum transmission is 0.4602.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       plate
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.233
_exptl_crystal_size_min          0.123
_refine_diff_density_max         0.470
_refine_diff_density_min         -0.599
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4203
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.2638
_refine_ls_R_factor_gt           0.1030
_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^)+15.1950P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1395
_refine_ls_wR_factor_ref         0.1915
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1787
_reflns_number_total             4203
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt03460k2.cif
_cod_data_source_block           mo_cr_dafo_red_0m
_cod_depositor_comments
'Adding full bibliography for 7718364--7718365.cif.'
_cod_database_code               7718364
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.934
_shelx_estimated_absorpt_t_min   0.844
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C12(H12), C1(H1), C14(H14), C9(H9), C19(H19), C18(H18), C8(H8),
 C7(H7), C2(H2), C13(H13), C20(H20)
;
_shelx_res_checksum              43462
_shelx_hkl_checksum              16258
_olex2_submission_special_instructions 'No special instructions were received'