High-yielding regioselective synthesis of p-quinone fused 5-substituted-1,4-benzodiazepine scaffolds via Pictet–Spengler type cycloannulation
Krishnan, Ashokkumar; Kamaraj, Sriraghavan; New Journal of Chemistry 48 (2024) 10045–10052; doi:10.1039/D4NJ00993B

data_7063217
_publ_section_title
;
 High-yielding regioselective synthesis of p-quinone fused
 5-substituted-1,4-benzodiazepine scaffolds via Pictet--Spengler type
 cycloannulation
;
_journal_issue                   22
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10045
_journal_page_last               10052
_journal_paper_doi               10.1039/D4NJ00993B
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety         'C28 H26 N2 O5, C H Cl3'
_chemical_formula_sum            'C29 H27 Cl3 N2 O5'
_chemical_formula_weight         589.87
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-07-12 deposited with the CCDC.	2024-05-10 downloaded from the CCDC.
;
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_cell_angle_gamma                87.625(4)
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_cell_measurement_theta_min      2.19
_cell_volume                     1416.8(2)
_computing_cell_refinement       'Bruker APEX4/SAINT'
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_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
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'Bruker D8 QUEST diffractometer with PHOTON II detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_point_group_measured_fraction_full 0.995
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_diffrn_reflns_theta_max         28.355
_diffrn_reflns_theta_min         2.195
_diffrn_source                   'i-mu-s microfocus source'
_exptl_absorpt_coefficient_mu    0.365
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6874
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_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_description       block
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_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform and diethyl ether'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         7045
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.1358
_refine_ls_R_factor_gt           0.0789
_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^)+(0.0823P)^2^+1.2343P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1846
_refine_ls_wR_factor_ref         0.2205
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3989
_reflns_number_total             7045
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj00993b2.cif
_cod_data_source_block           KSA_28_050722_0m_a
_cod_depositor_comments
'Adding full bibliography for 7063215--7063217.cif.'
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_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.914
_shelx_estimated_absorpt_t_max   0.964
_shelx_res_checksum              36987
_shelx_hkl_checksum              14020