A metal-free approach to highly functionalized 3-substituted-3-arylbenzofuran-2(3H)-ones
Dhotare, Bhaskar B.; Kumar, Sahil; Wadawale, Amey; Nayak, Sandip K.; Kumar, Mukesh; Goswami, Dibakar; New Journal of Chemistry 46 (2022) 21906–21910; doi:10.1039/D2NJ03404B

data_7062010
_publ_section_title
;
 A metal-free approach to highly functionalized
 3-substituted-3-arylbenzofuran-2(3H)-ones
;
_journal_issue                   45
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21906
_journal_page_last               21910
_journal_paper_doi               10.1039/D2NJ03404B
_journal_volume                  46
_journal_year                    2022
_chemical_formula_sum            'C17 H16 O3'
_chemical_formula_weight         268.30
_space_group_crystal_system      monoclinic
_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
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2022-09-30 deposited with the CCDC.	2022-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.558(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.60280(10)
_cell_length_b                   10.12580(10)
_cell_length_c                   17.0368(3)
_cell_measurement_reflns_used    13457
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      76.7010
_cell_measurement_theta_min      5.1220
_cell_volume                     1458.95(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Ortep 3 for windows'
_computing_publication_material  'WinGX 2021.3'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_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    -54.00 -28.00   0.40    0.20    --  -48.17 124.00 -79.00   65
  2  \w    -89.00 -63.00   0.40    0.20    --  -48.17-148.00  36.00   65
  3  \w    -74.00 -48.00   0.40    0.20    --  -48.17 148.00  85.00   65
  4  \w   -117.00 -87.00   0.40    0.20    --  -48.17-124.00-158.00   75
  5  \w     48.00 109.20   0.40    0.20    --   48.17-148.00  36.00  153
  6  \w     49.00  84.20   0.40    0.20    --   48.17-124.00-158.00   88
  7  \w    -88.00 -62.00   0.40    0.80    --  -86.25 148.00  85.00   65
  8  \w   -127.00-102.60   0.40    0.80    --  -86.25-148.00  36.00   61
  9  \w    -80.00 -14.00   0.40    0.80    --  -86.25 124.00 -79.00  165
 10  \w   -110.00 -84.80   0.40    0.80    --  -86.25-124.00-158.00   63
 11  \w     48.00  73.20   0.40    0.80    --  107.39-124.00-158.00   63
 12  \w     96.00 122.00   0.40    0.80    --  107.39 124.00 -79.00   65
 13  \w     99.00 130.20   0.40    0.80    --  107.39 148.00  85.00   78
 14  \w    100.00 125.20   0.40    0.80    --  107.39-148.00  36.00   63
 15  \w   -119.00 -93.00   0.40    0.20    --  -48.17 -77.00 -90.00   65
 16  \w   -118.00 -90.00   0.40    0.20    --  -48.17-125.00-120.00   70
 17  \w   -115.00 -89.00   0.40    0.20    --  -48.17-125.00  90.00   65
 18  \w    -25.00  19.00   0.40    0.20    --  -48.17  19.00-120.00  110
 19  \w    -90.00 -26.00   0.40    0.20    --  -48.17 -77.00 -90.00  160
 20  \w    -24.00  25.20   0.40    0.20    --   48.17 -19.00  90.00  123
 21  \w    -41.00 -13.00   0.40    0.80    --  -86.25  37.00-150.00   70
 22  \w   -110.00 -70.00   0.40    0.80    --  -86.25 -77.00 -90.00  100
 23  \w   -140.00-114.00   0.40    0.80    --  -86.25   0.00   0.00   65
 24  \w   -100.00 -16.00   0.40    0.80    --  -86.25   0.00   0.00  210
 25  \w   -158.00-116.00   0.40    0.80    --  -86.25 -77.00 -90.00  105
 26  \w    -42.00 -16.00   0.40    0.80    --  -86.25  37.00 -30.00   65
 27  \w     98.00 138.00   0.40    0.80    --  107.39 125.00  30.00  100
 28  \w    111.00 174.20   0.40    0.80    --  107.39  37.00-150.00  158
 29  \w     47.00 105.00   0.40    0.80    --  107.39 -99.00  60.00  145
 30  \w     35.00  64.20   0.40    0.80    --  107.39 -57.00 -90.00   73
 31  \w     39.00 115.00   0.40    0.80    --  107.39-131.00  42.55  190
 32  \w     63.00 103.00   0.40    0.80    --  107.39-125.00 150.00  100
 33  \w     39.00  65.00   0.40    0.80    --  107.39 -57.00  60.00   65
 34  \w     35.00  74.20   0.40    0.80    --  107.39 -99.00  90.00   98
 35  \w    143.00 176.20   0.40    0.80    --  107.39 125.00  60.00   83
 36  \w     95.00 127.00   0.40    0.80    --  107.39 125.00  60.00   80
 37  \w     39.00  65.00   0.40    0.80    --  107.39 -57.00   0.00   65
 38  \w     41.00  66.20   0.40    0.80    --  107.39-125.00 -90.00   63
 39  \w     83.80 110.20   0.40    0.80    --  107.39-125.00 -90.00   66
 40  \w     35.00  65.00   0.40    0.80    --  107.39 -57.00  90.00   75
 41  \w     96.00 167.20   0.40    0.80    --  107.39  19.00-180.00  178
 42  \w     65.00 101.00   0.40    0.80    --  107.39 -77.00-150.00   90
 43  \w     36.00  60.80   0.40    0.80    --  107.39 -77.00-150.00   62
 44  \w     95.00 120.20   0.40    0.80    --  107.39 125.00 -60.00   63
 45  \w     86.00 126.40   0.40    0.80    --  107.39-146.00-145.36  101
 46  \w     43.00  90.20   0.40    0.80    --  107.39-125.00  60.00  118
 47  \w    137.00 173.00   0.40    0.80    --  107.39 125.00 -60.00   90
 48  \w     69.00  96.20   0.40    0.80    --  107.39 -99.00-150.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0603961000
_diffrn_orient_matrix_UB_12      -0.1160395000
_diffrn_orient_matrix_UB_13      0.0446507000
_diffrn_orient_matrix_UB_21      0.0867574000
_diffrn_orient_matrix_UB_22      0.0567231000
_diffrn_orient_matrix_UB_23      0.0800180000
_diffrn_orient_matrix_UB_31      -0.1483686000
_diffrn_orient_matrix_UB_32      0.0803810000
_diffrn_orient_matrix_UB_33      0.0079506000
_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  0.0384
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17553
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.102
_diffrn_reflns_theta_min         5.104
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0046(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3016
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.137
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0448
_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^)+(0.0701P)^2^+0.2955P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1509
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2691
_reflns_number_total             3016
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj03404b2.cif
_cod_data_source_block           bd-26-19
_cod_depositor_comments
'Adding full bibliography for 7062009--7062013.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7062010
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.877
_shelx_estimated_absorpt_t_max   0.936
_oxdiff_exptl_absorpt_empirical_full_min 0.537
_oxdiff_exptl_absorpt_empirical_full_max 1.759
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_oxdiff_digest_frames
;
0126e0c9efeccba3767a41cada5208418100035378a
;
_diffrn_oxdiff_digest_hkl
;
016426063cd5139b49ec7b10c7d1cea816719e
;
_shelx_res_checksum              14802