Iodine assisted synthesis of CF<sub>3</sub> appended spirodihydrofuryl/cyclopropyl oxindoles by changing the active methylene sources.
Penjarla, Thirupathi Reddy; Kundarapu, Maheshwar; Rangan, Krishnan; Bhattacharya, Anupam; Organic & biomolecular chemistry 18 (2020) 9623–9631; doi:10.1039/d0ob01903h

data_7157798
_publ_section_title
;
 Iodine assisted synthesis of CF<sub>3</sub> appended
 spirodihydrofuryl/cyclopropyl oxindoles by changing the active methylene
 sources.
;
_journal_issue                   47
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9623
_journal_page_last               9631
_journal_paper_doi               10.1039/d0ob01903h
_journal_volume                  18
_journal_year                    2020
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C28 H26 F3 N3 O6'
_chemical_formula_sum            'C28 H26 F3 N3 O6'
_chemical_formula_weight         557.52
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2020-06-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-06-22 deposited with the CCDC.	2020-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.761(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.85320(10)
_cell_length_b                   13.7373(2)
_cell_length_c                   11.5286(2)
_cell_measurement_reflns_used    6311
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      79.1850
_cell_measurement_theta_min      5.1330
_cell_volume                     1335.27(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.80a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      93(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.971
_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    -19.00  27.00   0.50    3.20    --    0.00  37.00   0.00   92
  2  \w    -29.00  22.00   0.50    3.20    --    0.00  77.00  60.00  102
  3  \w    -21.00  18.00   0.50    3.20    --    0.00 -37.00 150.00   78
  4  \w    -78.00 -42.00   0.50    3.20    --    0.00 -37.00 150.00   72
  5  \w     52.00  80.00   0.50    3.20    --    0.00  37.00   0.00   56
  6  \w     19.00 138.00   0.50   12.78    --  107.20 -82.00-150.00  238
  7  \w    160.00 186.00   0.50   12.78    --  107.20  30.00-150.00   52
  8  \w     22.00 140.00   0.50   12.78    --  107.20 -82.00  30.00  236
  9  \w     88.00 114.00   0.50   12.78    --  107.20 -82.00 -60.00   52
 10  \w     95.00 141.00   0.50   12.78    --  107.20  61.00   0.00   92
 11  \w     18.00 125.00   0.50   12.78    --  107.20 -30.00  30.00  214
 12  \w     93.00 153.00   0.50   12.78    --  107.20  61.00 -30.00  120
 13  \w     57.00 127.00   0.50   12.78    --  107.20 -30.00-180.00  140
 14  \w     74.00  99.00   0.50   12.78    --  107.20 -82.00-180.00   50
 15  \w     24.00  49.00   0.50   12.78    --  107.20 -30.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0654510000
_diffrn_orient_matrix_UB_12      0.0047257000
_diffrn_orient_matrix_UB_13      0.1401026000
_diffrn_orient_matrix_UB_21      -0.0162070000
_diffrn_orient_matrix_UB_22      -0.1112564000
_diffrn_orient_matrix_UB_23      0.0066744000
_diffrn_orient_matrix_UB_31      0.1698895000
_diffrn_orient_matrix_UB_32      -0.0123818000
_diffrn_orient_matrix_UB_33      -0.0071108000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8109
_diffrn_reflns_point_group_measured_fraction_full 0.913
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.581
_diffrn_reflns_theta_min         4.026
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.954
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85031
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.80a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_description       plate
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.172
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 1909 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.09(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         4987
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0330
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0377P)^2^+0.3590P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0885
_refine_ls_wR_factor_ref         0.0893
_reflns_Friedel_coverage         0.692
_reflns_Friedel_fraction_full    0.818
_reflns_Friedel_fraction_max     0.732
_reflns_number_gt                4822
_reflns_number_total             4987
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob01903h2.cif
_cod_data_source_block           exp_586-11580-015repeat
_cod_depositor_comments
'Adding full bibliography for 7157797--7157798.cif.'
_cod_database_code               7157798
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C28 H26 F3 N3 O6'
_shelx_estimated_absorpt_t_max   0.972
_shelx_estimated_absorpt_t_min   0.870
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.b Aromatic/amide H refined with riding coordinates:
 C28(H28), C4(H4), C24(H24), C5(H5), C6(H6), C3(H3), C27(H27), C26(H26),
 C25(H25)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C13(H13A,H13B,H13C), C17(H17A,H17B,H17C), C16(H16A,H16B,
 H16C), C18(H18A,H18B,H18C)
;
_shelx_res_checksum              43896
_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 1.977
_oxdiff_exptl_absorpt_empirical_full_min 0.761