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_7157797
_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_formula_moiety         'C27 H21 Cl F3 N O7'
_chemical_formula_sum            'C27 H21 Cl F3 N O7'
_chemical_formula_weight         563.90
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-06-21
_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                 117.095(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.5978(2)
_cell_length_b                   14.6190(2)
_cell_length_c                   13.9308(2)
_cell_measurement_reflns_used    9448
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      79.4260
_cell_measurement_theta_min      4.6470
_cell_volume                     2465.33(8)
_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 0.996
_diffrn_measured_fraction_theta_max 0.970
_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    -30.00  27.00   0.50    4.00    --    0.00  77.00-150.00  114
  2  \w    -19.00  88.00   0.50    4.00    --    0.00  37.00 -90.00  214
  3  \w    -43.00  -8.00   0.50    4.00    --    0.00 -37.00  90.00   70
  4  \w     38.00  75.00   0.50    4.00    --    0.00  77.00-150.00   74
  5  \w     51.00  84.00   0.50   16.04    --  107.20 -61.00-120.00   66
  6  \w     26.00  53.00   0.50   16.04    --  107.20 -82.00-120.00   54
  7  \w    161.00 195.00   0.50   16.04    --  107.20  30.00 -90.00   68
  8  \w     89.00 140.00   0.50   16.04    --  107.20  30.00 -90.00  102
  9  \w     66.00 137.00   0.50   16.04    --  107.20 -82.00-120.00  142
 10  \w    135.00 197.00   0.50   16.04    --  107.20  45.00-120.00  124
 11  \w     26.00 132.00   0.50   16.04    --  107.20 -61.00  90.00  212
 12  \w    105.00 131.00   0.50   16.04    --  107.20 -61.00-120.00   52
 13  \w     18.00 137.00   0.50   16.04    --  107.20 -82.00 -60.00  238
 14  \w    101.00 127.00   0.50   16.04    --  107.20 -82.00 -30.00   52
 15  \w     85.00 110.00   0.50   16.04    --  107.20 -82.00-150.00   50
 16  \w    104.00 129.00   0.50   16.04    --  107.20 -82.00   0.00   50
 17  \w     83.00 187.00   0.50   16.04    --  107.20  15.00-150.00  208
;
_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      -0.0126675000
_diffrn_orient_matrix_UB_12      0.1045709000
_diffrn_orient_matrix_UB_13      -0.0140412000
_diffrn_orient_matrix_UB_21      -0.0608729000
_diffrn_orient_matrix_UB_22      -0.0120974000
_diffrn_orient_matrix_UB_23      -0.1233521000
_diffrn_orient_matrix_UB_31      -0.1110139000
_diffrn_orient_matrix_UB_32      -0.0052437000
_diffrn_orient_matrix_UB_33      0.0043768000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0374
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16651
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.635
_diffrn_reflns_theta_min         3.766
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.024
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71819
_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    1.519
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.683
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     356
_refine_ls_number_reflns         5206
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_gt           0.0542
_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^)+(0.0849P)^2^+2.0353P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1594
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4646
_reflns_number_total             5206
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ob01903h2.cif
_cod_data_source_block           exp_576_thirupathi
_cod_depositor_comments
'Adding full bibliography for 7157797--7157798.cif.'
_cod_original_cell_volume        2465.33(7)
_cod_database_code               7157797
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C27 H21 Cl F3 N O7'
_shelx_estimated_absorpt_t_max   0.906
_shelx_estimated_absorpt_t_min   0.823
_reflns_odcompleteness_completeness 99.37
_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:
 C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C24(H24), C27(H27), C3(H3), C6(H6), C25(H25), C26(H26), C5(H5)
2.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C18(H18A,H18B,
 H18C)
;
_shelx_res_checksum              43047
_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 1.918
_oxdiff_exptl_absorpt_empirical_full_min 0.651