#------------------------------------------------------------------------------
#$Date: 2023-01-06 10:57:34 +0100 (Fri 06 de Jan de 2023) $
#$Revision: 280213 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/20/7062010.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7062010
loop_
_publ_author_name
'Dhotare, Bhaskar B.'
'Kumar, Sahil'
'Wadawale, Amey'
'Nayak, Sandip K.'
'Kumar, Mukesh'
'Goswami, Dibakar'
_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  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -54.00 -28.00   0.40    0.20    --  -48.17 124.00 -79.00   65
  2  ω    -89.00 -63.00   0.40    0.20    --  -48.17-148.00  36.00   65
  3  ω    -74.00 -48.00   0.40    0.20    --  -48.17 148.00  85.00   65
  4  ω   -117.00 -87.00   0.40    0.20    --  -48.17-124.00-158.00   75
  5  ω     48.00 109.20   0.40    0.20    --   48.17-148.00  36.00  153
  6  ω     49.00  84.20   0.40    0.20    --   48.17-124.00-158.00   88
  7  ω    -88.00 -62.00   0.40    0.80    --  -86.25 148.00  85.00   65
  8  ω   -127.00-102.60   0.40    0.80    --  -86.25-148.00  36.00   61
  9  ω    -80.00 -14.00   0.40    0.80    --  -86.25 124.00 -79.00  165
 10  ω   -110.00 -84.80   0.40    0.80    --  -86.25-124.00-158.00   63
 11  ω     48.00  73.20   0.40    0.80    --  107.39-124.00-158.00   63
 12  ω     96.00 122.00   0.40    0.80    --  107.39 124.00 -79.00   65
 13  ω     99.00 130.20   0.40    0.80    --  107.39 148.00  85.00   78
 14  ω    100.00 125.20   0.40    0.80    --  107.39-148.00  36.00   63
 15  ω   -119.00 -93.00   0.40    0.20    --  -48.17 -77.00 -90.00   65
 16  ω   -118.00 -90.00   0.40    0.20    --  -48.17-125.00-120.00   70
 17  ω   -115.00 -89.00   0.40    0.20    --  -48.17-125.00  90.00   65
 18  ω    -25.00  19.00   0.40    0.20    --  -48.17  19.00-120.00  110
 19  ω    -90.00 -26.00   0.40    0.20    --  -48.17 -77.00 -90.00  160
 20  ω    -24.00  25.20   0.40    0.20    --   48.17 -19.00  90.00  123
 21  ω    -41.00 -13.00   0.40    0.80    --  -86.25  37.00-150.00   70
 22  ω   -110.00 -70.00   0.40    0.80    --  -86.25 -77.00 -90.00  100
 23  ω   -140.00-114.00   0.40    0.80    --  -86.25   0.00   0.00   65
 24  ω   -100.00 -16.00   0.40    0.80    --  -86.25   0.00   0.00  210
 25  ω   -158.00-116.00   0.40    0.80    --  -86.25 -77.00 -90.00  105
 26  ω    -42.00 -16.00   0.40    0.80    --  -86.25  37.00 -30.00   65
 27  ω     98.00 138.00   0.40    0.80    --  107.39 125.00  30.00  100
 28  ω    111.00 174.20   0.40    0.80    --  107.39  37.00-150.00  158
 29  ω     47.00 105.00   0.40    0.80    --  107.39 -99.00  60.00  145
 30  ω     35.00  64.20   0.40    0.80    --  107.39 -57.00 -90.00   73
 31  ω     39.00 115.00   0.40    0.80    --  107.39-131.00  42.55  190
 32  ω     63.00 103.00   0.40    0.80    --  107.39-125.00 150.00  100
 33  ω     39.00  65.00   0.40    0.80    --  107.39 -57.00  60.00   65
 34  ω     35.00  74.20   0.40    0.80    --  107.39 -99.00  90.00   98
 35  ω    143.00 176.20   0.40    0.80    --  107.39 125.00  60.00   83
 36  ω     95.00 127.00   0.40    0.80    --  107.39 125.00  60.00   80
 37  ω     39.00  65.00   0.40    0.80    --  107.39 -57.00   0.00   65
 38  ω     41.00  66.20   0.40    0.80    --  107.39-125.00 -90.00   63
 39  ω     83.80 110.20   0.40    0.80    --  107.39-125.00 -90.00   66
 40  ω     35.00  65.00   0.40    0.80    --  107.39 -57.00  90.00   75
 41  ω     96.00 167.20   0.40    0.80    --  107.39  19.00-180.00  178
 42  ω     65.00 101.00   0.40    0.80    --  107.39 -77.00-150.00   90
 43  ω     36.00  60.80   0.40    0.80    --  107.39 -77.00-150.00   62
 44  ω     95.00 120.20   0.40    0.80    --  107.39 125.00 -60.00   63
 45  ω     86.00 126.40   0.40    0.80    --  107.39-146.00-145.36  101
 46  ω     43.00  90.20   0.40    0.80    --  107.39-125.00  60.00  118
 47  ω    137.00 173.00   0.40    0.80    --  107.39 125.00 -60.00   90
 48  ω     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       'ω 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+0.001xFc²λ³/sin(2θ)]^-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/[σ²(Fo²)+(0.0701P)²+0.2955P] where P=(Fo²+2Fc²)/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 > 2σ(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_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_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
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.67849(16) 0.41381(13) 0.62805(8) 0.0438(3) Uani 1 1 d . . . . .
C2 C 0.70199(15) 0.29480(13) 0.57869(8) 0.0438(3) Uani 1 1 d . . . . .
C3 C 0.82093(16) 0.21825(14) 0.62090(9) 0.0479(3) Uani 1 1 d . . . . .
C4 C 0.8698(2) 0.10152(15) 0.59249(11) 0.0609(4) Uani 1 1 d . . . . .
H4 H 0.950611 0.051392 0.621895 0.073 Uiso 1 1 calc R U . . .
C5 C 0.7924(2) 0.06257(15) 0.51792(11) 0.0629(4) Uani 1 1 d . . . . .
H5 H 0.823698 -0.015384 0.496506 0.075 Uiso 1 1 calc R U . . .
C6 C 0.6692(2) 0.13504(16) 0.47323(9) 0.0576(4) Uani 1 1 d . . . . .
C7 C 0.62471(18) 0.25359(15) 0.50468(8) 0.0516(4) Uani 1 1 d . . . . .
H7 H 0.543653 0.304316 0.475919 0.062 Uiso 1 1 calc R U . . .
C8 C 0.5830(3) 0.0852(2) 0.39355(12) 0.0852(6) Uani 1 1 d . . . . .
H8A H 0.537528 0.158465 0.361600 0.128 Uiso 1 1 calc R U . . .
H8B H 0.500579 0.025632 0.401744 0.128 Uiso 1 1 calc R U . . .
H8C H 0.655935 0.039766 0.366629 0.128 Uiso 1 1 calc R U . . .
C9 C 0.81075(16) 0.39079(15) 0.70234(9) 0.0507(4) Uani 1 1 d . . . . .
C10 C 0.52058(15) 0.41707(13) 0.65657(8) 0.0438(3) Uani 1 1 d . . . . .
C11 C 0.4615(2) 0.53546(16) 0.67802(10) 0.0589(4) Uani 1 1 d . . . . .
H11 H 0.515758 0.613587 0.673070 0.071 Uiso 1 1 calc R U . . .
C12 C 0.3209(2) 0.5379(2) 0.70703(12) 0.0758(5) Uani 1 1 d . . . . .
H12 H 0.280285 0.618333 0.720275 0.091 Uiso 1 1 calc R U . . .
C13 C 0.2415(2) 0.4240(2) 0.71640(12) 0.0749(6) Uani 1 1 d . . . . .
H13 H 0.148302 0.426633 0.736710 0.090 Uiso 1 1 calc R U . . .
C14 C 0.2998(2) 0.3058(2) 0.69573(12) 0.0753(5) Uani 1 1 d . . . . .
H14 H 0.246052 0.227882 0.701911 0.090 Uiso 1 1 calc R U . . .
C15 C 0.43912(19) 0.30193(17) 0.66556(11) 0.0612(4) Uani 1 1 d . . . . .
H15 H 0.477915 0.221414 0.651293 0.073 Uiso 1 1 calc R U . . .
C16 C 0.8442(3) 0.5538(2) 0.56401(15) 0.0825(6) Uani 1 1 d . . . . .
H16A H 0.838537 0.505497 0.514391 0.099 Uiso 1 1 calc R U . . .
H16B H 0.931529 0.518611 0.602494 0.099 Uiso 1 1 calc R U . . .
C17 C 0.8703(4) 0.6931(2) 0.5508(2) 0.1203(10) Uani 1 1 d . . . . .
H17A H 0.783990 0.727295 0.512366 0.181 Uiso 1 1 calc R U . . .
H17B H 0.967181 0.703821 0.531022 0.181 Uiso 1 1 calc R U . . .
H17C H 0.877167 0.740281 0.600159 0.181 Uiso 1 1 calc R U . . .
O1 O 0.88507(12) 0.27284(11) 0.69552(6) 0.0558(3) Uani 1 1 d . . . . .
O2 O 0.84904(14) 0.46016(14) 0.75863(8) 0.0725(4) Uani 1 1 d . . . . .
O3 O 0.69938(13) 0.53767(10) 0.59328(7) 0.0570(3) Uani 1 1 d . . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 C1 C2 115.88(11) . . ?
O3 C1 C10 107.68(10) . . ?
C2 C1 C10 114.48(11) . . ?
O3 C1 C9 110.10(11) . . ?
C2 C1 C9 100.46(11) . . ?
C10 C1 C9 107.78(11) . . ?
C3 C2 C7 119.69(13) . . ?
C3 C2 C1 108.80(12) . . ?
C7 C2 C1 131.49(12) . . ?
C4 C3 C2 123.16(15) . . ?
C4 C3 O1 124.34(13) . . ?
C2 C3 O1 112.50(13) . . ?
C3 C4 C5 116.36(14) . . ?
C4 C5 C6 122.85(14) . . ?
C5 C6 C7 118.49(15) . . ?
C5 C6 C8 120.92(16) . . ?
C7 C6 C8 120.57(16) . . ?
C2 C7 C6 119.43(14) . . ?
O2 C9 O1 121.36(14) . . ?
O2 C9 C1 128.48(15) . . ?
O1 C9 C1 110.16(12) . . ?
C11 C10 C15 119.04(14) . . ?
C11 C10 C1 119.79(12) . . ?
C15 C10 C1 121.07(12) . . ?
C10 C11 C12 119.86(16) . . ?
C13 C12 C11 120.92(17) . . ?
C12 C13 C14 119.61(16) . . ?
C13 C14 C15 120.12(17) . . ?
C10 C15 C14 120.44(16) . . ?
O3 C16 C17 109.50(18) . . ?
C9 O1 C3 107.95(11) . . ?
C1 O3 C16 115.61(12) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O3 1.4125(16) . ?
C1 C2 1.5042(18) . ?
C1 C10 1.5246(18) . ?
C1 C9 1.5567(19) . ?
C2 C3 1.3768(19) . ?
C2 C7 1.378(2) . ?
C3 C4 1.372(2) . ?
C3 O1 1.4033(18) . ?
C4 C5 1.379(3) . ?
C5 C6 1.395(2) . ?
C6 C7 1.396(2) . ?
C6 C8 1.510(3) . ?
C9 O2 1.1856(18) . ?
C9 O1 1.3696(19) . ?
C10 C11 1.377(2) . ?
C10 C15 1.383(2) . ?
C11 C12 1.388(2) . ?
C12 C13 1.365(3) . ?
C13 C14 1.368(3) . ?
C14 C15 1.388(2) . ?
C16 O3 1.433(2) . ?
C16 C17 1.453(3) . ?
