New routes towards azomethine ylide generation from prolines to synthesize diverse N-heterocycles: a DFT supported endo-selective mechanism
Laha, Radha M.; Aich, Shobhon; Sarkar, Ankan Kumar; Dutta, Tanmoy; Ghosh, Narendra Nath; Khamarui, Saikat; Maiti, Dilip K.; Organic & Biomolecular Chemistry 22 (2024) 7411–7424; doi:10.1039/D4OB01004C

data_7160100
_publ_section_title
;
 New routes towards azomethine ylide generation from prolines to
 synthesize diverse N-heterocycles: a DFT supported endo-selective
 mechanism
;
_journal_issue                   36
_journal_name_full               'Organic &amp; Biomolecular Chemistry'
_journal_page_first              7411
_journal_page_last               7424
_journal_paper_doi               10.1039/D4OB01004C
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C23 H23 F N2 O2'
_chemical_formula_weight         378.43
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           '-P 2ybc'
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_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2023-12-05 deposited with the CCDC.	2024-08-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.83(3)
_cell_angle_gamma                90
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_cell_length_c                   18.462(17)
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_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
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_computing_publication_material  'Bruker SHELXTL'
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_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297(2)
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_diffrn_measured_fraction_theta_max 0.879
_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  0.1364
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_diffrn_reflns_Laue_measured_fraction_full 0.986
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_diffrn_reflns_limit_h_max       24
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_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Yellow
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_exptl_crystal_description       Block
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_refine_ls_extinction_method     none
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_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.2871
_refine_ls_R_factor_gt           0.1224
_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^)+(0.1000P)^2^+0.2427P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2449
_refine_ls_wR_factor_ref         0.3250
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2096
_reflns_number_total             6786
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01004c2.cif
_cod_data_source_block           mo_NRJ161123_0m_a
_cod_depositor_comments
'Adding full bibliography for 7160099--7160100.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7160100
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              12412