Employing a PhI(OAc)<sub>2</sub>-mediated domino reaction to assemble nitrogen-containing heterocyclic derivatives and assessing their anti-inflammatory activity.
Li, Xinyue; Fang, Yuhua; Zhao, Yuanyuan; Luo, Shenshen; Xue, Yuhui; Yong, Tingting; Wang, Bin; Chemical communications (Cambridge, England) 60 (2024) 13352–13355; doi:10.1039/d4cc03245d

data_7133873
_publ_section_title
;
 Employing a PhI(OAc)<sub>2</sub>-mediated domino reaction to assemble
 nitrogen-containing heterocyclic derivatives and assessing their
 anti-inflammatory activity.
;
_journal_issue                   91
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              13352
_journal_page_last               13355
_journal_paper_doi               10.1039/d4cc03245d
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C17 H12 N2 O2'
_chemical_formula_sum            'C17 H12 N2 O2'
_chemical_formula_weight         276.29
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-02-24
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-09-03 deposited with the CCDC.	2024-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 93.064(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.65731(16)
_cell_length_b                   5.62441(16)
_cell_length_c                   20.6396(6)
_cell_measurement_reflns_used    2225
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      72.6570
_cell_measurement_theta_min      6.4650
_cell_volume                     655.79(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.110a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/4 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -64.00 -14.00   1.00    3.00    --  -40.26  38.00  30.00   50
  2  \w    -10.00  26.00   1.00    3.00    --  -40.26  38.00  30.00   36
  3  \w   -115.00 -20.00   1.00    3.00    --  -40.26 -38.00  30.00   95
  4  \w    125.00 176.00   1.00    6.00    --  106.05  77.00-180.00   51
  5  \w     46.00 103.00   1.00    6.00    --  106.05-125.00  60.00   57
  6  \w     82.00 171.00   1.00    6.00    --  106.05  30.00   0.00   89
  7  \w     37.00 132.00   1.00    6.00    --  106.05 -45.00-180.00   95
  8  \w     56.00  83.00   1.00    6.00    --  106.05-125.00 120.00   27
  9  \w     30.00  99.00   1.00    6.00    --  106.05 -30.00  30.00   69
 10  \w    -64.00 -22.00   1.00    3.00    --  -42.01 125.00-180.00   42
 11  \w    -84.00 -16.00   1.00    3.00    --  -42.01 -57.00   0.00   68
 12  \w    -80.00 -38.00   1.00    3.00    --  -42.01 -38.00  90.00   42
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0608646000
_diffrn_orient_matrix_UB_12      0.0259902000
_diffrn_orient_matrix_UB_13      0.0732934000
_diffrn_orient_matrix_UB_21      0.2484768000
_diffrn_orient_matrix_UB_22      0.0913473000
_diffrn_orient_matrix_UB_23      -0.0144729000
_diffrn_orient_matrix_UB_31      -0.0944682000
_diffrn_orient_matrix_UB_32      0.2569156000
_diffrn_orient_matrix_UB_33      -0.0023620000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0102
_diffrn_reflns_av_unetI/netI     0.0121
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            2675
_diffrn_reflns_point_group_measured_fraction_full 0.751
_diffrn_reflns_point_group_measured_fraction_max 0.723
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.824
_diffrn_reflns_theta_min         4.290
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72311
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.110a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.171
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.038
_refine_ls_abs_structure_details
;
 Flack x determined using 462 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.18(12)
_refine_ls_extinction_coef       0.0082(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         1870
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0351
_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^)+(0.0600P)^2^+0.0890P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0941
_refine_ls_wR_factor_ref         0.0949
_reflns_Friedel_coverage         0.340
_reflns_Friedel_fraction_full    0.443
_reflns_Friedel_fraction_max     0.410
_reflns_number_gt                1822
_reflns_number_total             1870
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc03245d2.cif
_cod_data_source_block           11-0902
_cod_depositor_comments          'Adding full bibliography for 7133873.cif.'
_cod_database_code               7133873
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         C20H20O2N2
_chemical_oxdiff_usercomment     \
_shelx_estimated_absorpt_t_max   0.857
_shelx_estimated_absorpt_t_min   0.833
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C9(H9), C6(H6), C16(H16), C12(H12), C14(H14), C13(H13),
 C15(H15)
1.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_shelx_res_checksum              23616
_shelx_hkl_checksum              96082
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.399
_oxdiff_exptl_absorpt_empirical_full_min 0.592