Knoevenagel-IMHDA and -IMSDA sequences for the synthesis of chiral condensed O,N-, S,N- and N-heterocycles
Kajtár, Mihály; Király, Sándor Balázs; Bényei, Attila; Kiss-Szikszai, Attila; Kónya-Ábrahám, Anita; Horváth, Lilla Borbála; Bősze, Szilvia; Kotschy, Andras; Paczal, Attila; Kurtán, Tibor; RSC Advances 15 (2025) 1230–1248; doi:10.1039/D4RA08353A

data_7249784
_publ_section_title
;
 Knoevenagel-IMHDA and -IMSDA sequences for the synthesis of chiral
 condensed O,N-, S,N- and N-heterocycles
;
_journal_issue                   2
_journal_name_full               'RSC Advances'
_journal_page_first              1230
_journal_page_last               1248
_journal_paper_doi               10.1039/D4RA08353A
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C27 H23 N3 O4, C3 H6 O '
_chemical_formula_sum            'C30 H29 N3 O5'
_chemical_formula_weight         511.56
_chemical_name_common            'Kurtan KM62'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2024-11-07 deposited with the CCDC.	2024-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                96.998(2)
_cell_angle_beta                 94.577(2)
_cell_angle_gamma                111.265(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9366(4)
_cell_length_b                   10.1419(4)
_cell_length_c                   14.5001(6)
_cell_measurement_reflns_used    87
_cell_measurement_temperature    299.(2)
_cell_measurement_theta_max      19.3260
_cell_measurement_theta_min      2.1637
_cell_volume                     1339.43(10)
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1503)'
_computing_publication_material  'WinGX, PublCIF'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      299.(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\w and \p scan'
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           ' Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0843
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33353
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.70
_diffrn_reflns_theta_min         2.47
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_type              'INCOATEC I\mS 3.0'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.268
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.232
_exptl_crystal_size_min          0.173
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.258
_refine_ls_extinction_coef       0.012(4)
_refine_ls_extinction_method     'SHELXL-2019/1 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     348
_refine_ls_number_reflns         5081
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0522
_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^)+(0.0676P)^2^+0.5221P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1570
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3804
_reflns_number_total             5081
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {5d399389-27ed-44b7-8355-1963f2033ff5}
_cod_data_source_file            d4ra08353a2.cif
_cod_data_source_block           2ai
_cod_database_code               7249784
_shelx_res_checksum              44213
_shelx_hkl_checksum              54267