Silver-catalyzed synthesis of polyfunctionalized 1,7- and 2,7-benzonaphthyridine scaffolds and access to perlolidine derivatives.
Vashishtha, Kirti; Chahal, Kapil; Bhoi, Namita; Tomy, Donamol; Sridhar, Balasubramanian; Alla, Manjula; Reddy, Kallu Rajender; Organic & biomolecular chemistry 23 (2025) 9677–9682; doi:10.1039/d5ob01410g

data_7160805
_publ_section_title
;
 Silver-catalyzed synthesis of polyfunctionalized 1,7- and
 2,7-benzonaphthyridine scaffolds and access to perlolidine derivatives.
;
_journal_issue                   42
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9677
_journal_page_last               9682
_journal_paper_doi               10.1039/d5ob01410g
_journal_volume                  23
_journal_year                    2025
_chemical_formula_moiety         'C25 H17 F N2 O2'
_chemical_formula_sum            'C25 H17 F N2 O2'
_chemical_formula_weight         396.40
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_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
_audit_creation_method           SHELXL-2019/3
_audit_update_record
;
2025-07-11 deposited with the CCDC.	2025-10-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.684(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_b                   12.3985(6)
_cell_length_c                   8.1582(5)
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_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      26.051
_cell_measurement_theta_min      2.6175
_cell_volume                     2021.88(19)
_computing_cell_refinement       '<i>SAINT</i> (Bruker, 2019)'
_computing_data_collection       '<i>APEX5</i> (Bruker, 2023)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
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_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2019)'
_diffrn_ambient_temperature      294(2)
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_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON III C14'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
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_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
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_diffrn_reflns_limit_l_min       -10
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_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
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_diffrn_reflns_theta_min         2.618
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_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.7457
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            colourless
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_exptl_crystal_description       block
_exptl_crystal_F_000             824
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_exptl_crystal_size_mid          0.180
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_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
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_refine_ls_number_reflns         5020
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0459
_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^)+(0.0566P)^2^+0.3640P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1319
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3441
_reflns_number_total             5020
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01410g2.cif
_cod_data_source_block           mo_va371_0m_sq
_cod_depositor_comments
'Adding full bibliography for 7160804--7160805.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7160805
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_min   0.981
_shelx_estimated_absorpt_t_max   0.989
_shelx_res_checksum              4219
_shelx_fab_checksum              18157